Jieying Gaoa, Xin Yanga, Chankyung Kim B, and Ying Xue A,C,*

Supplementary Materials

Theoretical Studies on the Chemical Decomposition of 5-Aza-2’-deoxycytidine: DFT Study and Monte Carlo Simulation

JieYing Gaoa, Xin Yanga, ChanKyung Kim b, and Ying Xue a,c,*

aCollege of Chemistry,

Key Lab of Green Chemistry and Technology in Ministry of Education,

SichuanUniversity, Chengdu 610064, P. R. China

bDepartment of Chemistry, InhaUniversity,

Incheon 402-751, Korea

c State Key Laboratory of Biotherapy, SichuanUniversity,

Chengdu 610041, P. R. China

CONTENT

DIRECT PATHWAY

A-PATH 1

A1-RC（E= -908.48642214）

A1-TS1 (E= -908.41652951)

Frequencies -- -512.466

A1-INT (E= -908.47012213)

A1-TS2 (E= -908.40642478)

Frequencies -- -1090.49

A1-PC (E= -908.46777245)

A-PATH 2

A2-TS2 (E= -908.40231646)

Frequencies -- -1558.43

A2-PC (E= -908.48151580)

A-PATH 3

A3-RC (E= -908.48695403)

A3-TS1(E= -908.40014996)

Frequencies -- -1478.95

A3-INT (E= -908.47806959)

A3-TS2 (E= -908.41513492)

Frequencies -- -1484.75

A3-PC (E= -908.46272354)

A-PATH 4

A4-RC (E= -908.49357686)

A4-TS1(E= -908.39595731)

Frequencies -- -1489.96

A4-INT (E= -908.47175109)

A4-TS2 (E= -908.42147222)

Frequencies -- -348.016

A4-PC (E= -908.47488119)

A-PATH 5

A5-RC (E= -908.48695405)

A5-TS1(E= -908.39275162)

Frequencies -- -1286.41

A5-INT1 (E= -908.43925679)

A5-TS2 (E= -908.41542644)

Frequencies -- -780.046

A5-INT2 (E= -908.45781201)

A5-TS3 (E= -908.45654832)

Frequencies -- -122.926

A5-PC (E= -908.49173981)

WATER-ASSISTED PATHWAY

B-PATH 1

B1-RC (E= -1061.38288735)

B1-TS1(E= -1061.33293745)

Frequencies -- -931.661

B1-INT (E= -1061.37184613)

B1-TS2 (E= -1061.33657042)

Frequencies -- -1306.64

B1-PC (E= -1061.35618284)

B-PATH 2

B2-RC (E= -1061.38063937)

B2-TS1(E= -1061.33252781)

Frequencies -- -1019.41

B2-INT (E= -1061.37066783)

B2-TS2 (E= -1061.32731825)

Frequencies -- -1195.09

B2-PC (E= -1061.33543144)

B-PATH 3

B3-RC (E= -1061.38288779)

B3-TS1(E= -1061.32568946)

Frequencies -- -1009.29

B3-INT (E= -1061.36992405)

B3-TS2(E= -1061.34240855)

Frequencies -- -842.723

B3-PC (E= -1061.35593185)

B-PATH 4

B4-RC (E= -1061.38216398)

B4-TS1 (E= -1061.31864665)

Frequencies -- -1057.82

B4-INT (E= -1061.36413132)

B4-TS2 (E= -1061.31524557)

Frequencies -- -1230.89

B4-PC (E= -1061.36261155)

B-PATH 5

B5-RC (E= -1061.38104444)

B5-TS1(E= -1061.30500227)

Frequencies -- -1069.61

B5-INT1 (E= -1061.33334998)

TABLE s1.......

TABLE s2.......

TABLE s3.......

Figure s1.

Figure s2.

Figure s3.

Figure s4.

Figure s5.

DIRECT PATHWAY

A-PATH 1

A1-RC（E= -908.48642214）

Zero-point correction= 0.245790 (Hartree/Particle)

Thermal correction to Energy= 0.264226

Thermal correction to Enthalpy= 0.265170

Thermal correction to Gibbs Free Energy= 0.197101

Sum of electronic and zero-point Energies= -908.240633

Sum of electronic and thermal Energies= -908.222197

Sum of electronic and thermal Enthalpies= -908.221252

Sum of electronic and thermal Free Energies= -908.289321

O 1.72928000 -2.78467500 -0.27294400

C 1.94542200 -1.58734900 -0.15724500

N 3.12916800 -1.01868700 0.20732000

C 3.21152100 0.29692500 0.28357100

N 4.38780500 0.84498200 0.66002700

H 4.47403600 1.84330700 0.75455200

H 5.15594800 0.23752900 0.89754400

N 2.20577400 1.20074200 0.00421400

C 1.06687000 0.65333900 -0.34412000

H 0.23350400 1.29804200 -0.59796100

N 0.85877300 -0.66989500 -0.41874200

C -0.45303400 -1.26370800 -0.81722800

H -0.21555900 -2.00704000 -1.57950400

O -1.26830900 -0.24051400 -1.36747500

C -1.21971900 -1.85620200 0.37370400

H -0.55838300 -2.19227000 1.17249300

H -1.81106700 -2.71438100 0.03896800

C -2.17163900 -0.72671600 0.76954200

H -1.65690300 0.00877900 1.40845200

O -3.31520500 -1.23286500 1.42980300

H -3.92885300 -0.49162200 1.54778400

C -2.47761000 -0.08896700 -0.59595700

H -3.28838600 -0.65587900 -1.07412600

C -2.85198700 1.38532400 -0.53700100

H -3.07527400 1.76538500 -1.54199100

H -2.02277900 1.96960800 -0.11599500

O -4.00728000 1.45327300 0.31004500

H -4.27101100 2.37445400 0.42391800

H 1.18395700 4.52786800 -0.32695200

O 0.84223600 3.75056800 0.12978500

H 1.56540300 3.09405700 0.13777300

A1-TS1(E= -908.41652951)

Frequencies -- -512.466

Zero-point correction= 0.244604 (Hartree/Particle)

Thermal correction to Energy= 0.261298

Thermal correction to Enthalpy= 0.262242

Thermal correction to Gibbs Free Energy= 0.200726

Sum of electronic and zero-point Energies= -908.171926

Sum of electronic and thermal Energies= -908.155232

Sum of electronic and thermal Enthalpies= -908.154288

Sum of electronic and thermal Free Energies= -908.215804

O -1.83768700 2.58611600 0.06285400

C -1.99589200 1.38183600 -0.01541000

N -3.15061700 0.71283900 0.27408400

C -3.19286000 -0.59043600 0.12467100

N -4.29282500 -1.26849200 0.51828800

H -4.43752300 -2.22690400 0.24208800

H -5.07670800 -0.72799900 0.85195500

N -2.17803600 -1.34980200 -0.41707800

C -0.97295300 -0.73060900 -0.62722700

H -0.20727700 -1.25090500 -1.17344400

N -0.86911800 0.58142400 -0.47567000

C 0.41208900 1.30794700 -0.80636600

H 0.11880400 2.11799000 -1.47511100

O 1.27687800 0.41824100 -1.47447100

C 1.14368100 1.78825500 0.45126500

H 0.46577000 2.05036800 1.26324300

H 1.73745600 2.67420900 0.20282700

C 2.08721400 0.62548400 0.75882400

H 1.55943700 -0.16114600 1.31605500

O 3.22209200 1.06917400 1.48110600

H 3.82394500 0.31192000 1.54830600

C 2.42897600 0.10580400 -0.64798400

H 3.29159400 0.66419400 -1.03442000

C 2.70846600 -1.39006600 -0.69492000

H 2.93550000 -1.70905000 -1.72095400

H 1.83908400 -1.94128200 -0.31265500

O 3.85136500 -1.58429400 0.15888600

H 3.91480800 -2.51970600 0.38684500

H -0.16132700 -2.20092600 1.67315800

O -0.29187400 -2.31025400 0.72043300

H -1.84790600 -2.23368800 0.08715100

A1-INT(E= -908.47012213)

Zero-point correction= 0.249876 (Hartree/Particle)

Thermal correction to Energy= 0.266372

Thermal correction to Enthalpy= 0.267316

Thermal correction to Gibbs Free Energy= 0.205090

Sum of electronic and zero-point Energies= -908.220246

Sum of electronic and thermal Energies= -908.203750

Sum of electronic and thermal Enthalpies= -908.202806

Sum of electronic and thermal Free Energies= -908.265032

O -1.90851000 2.45910300 -0.50934200

C -2.05386100 1.25976000 -0.30654900

N -3.30458300 0.68802500 -0.11512600

C -3.39705800 -0.60641700 -0.02431600

N -4.63401000 -1.17803200 0.13551100

H -4.77221800 -2.13193100 -0.16652200

H -5.40129000 -0.54704400 -0.05377900

N -2.32532700 -1.46445800 -0.06586800

C -1.00309300 -0.93415400 0.21372800

H -0.25608400 -1.54645500 -0.28862100

N -0.93443200 0.40646100 -0.28876300

C 0.37486100 0.99661900 -0.59884800

H 0.15868800 1.80783500 -1.29450700

O 1.16858300 -0.00978700 -1.24899300

C 1.20983300 1.50365600 0.60161800

H 0.60809700 1.61592800 1.50445300

H 1.64676200 2.47839700 0.36327000

C 2.34106500 0.48446500 0.73714700

H 2.02520400 -0.36094600 1.36529200

O 3.50962800 1.08894400 1.26684200

H 4.22183000 0.43415200 1.20859900

C 2.49715200 0.00693400 -0.71676700

H 3.11930700 0.73467900 -1.25990700

C 3.09752000 -1.38276500 -0.86754400

H 3.18731600 -1.64869300 -1.92853300

H 2.44820400 -2.11787800 -0.37138200

O 4.38455900 -1.33113000 -0.23700600

H 4.82603300 -2.18406400 -0.32749500

H -1.21342100 -0.44050700 2.11300400

O -0.67207600 -1.05968900 1.59923500

H -2.46595300 -2.40556000 0.27914400

A1-TS2 (E= -908.40642478)

Frequencies -- -1090.49

Zero-point correction= 0.244602 (Hartree/Particle)

Thermal correction to Energy= 0.260672

Thermal correction to Enthalpy= 0.261616

Thermal correction to Gibbs Free Energy= 0.200929

Sum of electronic and zero-point Energies= -908.157714

Sum of electronic and thermal Energies= -908.141645

Sum of electronic and thermal Enthalpies= -908.140701

Sum of electronic and thermal Free Energies= -908.201387

O 2.01519600 -1.77062700 -1.70660000

C 1.99764000 -1.00361200 -0.76503200

N 3.22948200 -0.56273500 -0.08791000

C 3.25962800 0.81802700 0.02745100

N 4.40314900 1.45354800 -0.26086500

H 4.55201500 2.43315000 -0.07245900

H 5.15756700 0.89272100 -0.63000900

N 2.16552800 1.39422700 0.49653200

C 1.19736800 0.29783800 1.08380000

H 0.29965300 0.83124500 1.41441500

N 0.88955100 -0.47306600 -0.15598800

C -0.45188100 -0.79254500 -0.55842900

H -0.35570800 -1.42395100 -1.44619000

O -1.12658000 0.43836700 -0.91354400

C -1.33802600 -1.46432000 0.52822300

H -0.79648900 -1.58576100 1.46852000

H -1.66168300 -2.45430300 0.19513600

C -2.56713700 -0.55510300 0.65324500

H -2.45222600 0.13720700 1.50234900

O -3.75093500 -1.32033400 0.80640000

H -4.49733700 -0.70344400 0.76137600

C -2.51560900 0.25286100 -0.65803700

H -2.98505000 -0.34775400 -1.45413000

C -3.18837600 1.61435600 -0.58848800

H -3.14162300 2.11537700 -1.56358900

H -2.67236000 2.23828900 0.15494000

O -4.54671100 1.36955300 -0.19725500

H -5.03453100 2.20140300 -0.17488900

H 2.84596000 -0.76231600 1.03140500

O 1.84138300 -0.42103600 1.98374700

H 2.10737600 2.37191700 0.75235500

A1-PC (E= -908.46777245)

Zero-point correction= 0.247557 (Hartree/Particle)

Thermal correction to Energy= 0.264954

Thermal correction to Enthalpy= 0.265898

Thermal correction to Gibbs Free Energy= 0.199912

Sum of electronic and zero-point Energies= -908.220215

Sum of electronic and thermal Energies= -908.202818

Sum of electronic and thermal Enthalpies= -908.201874

Sum of electronic and thermal Free Energies= -908.267861

O 1.83277900 -1.77439600 -0.01023300

C 1.85927500 -0.56303600 0.03738300

N 2.96809100 0.23818300 -0.01978200

C 4.28178200 -0.19583700 -0.30970300

N 5.20807100 0.67412300 0.26797300

H 6.17824100 0.41302800 0.16111400

H 4.98224000 1.04102400 1.18384200

N 4.50514000 -1.18839500 -1.07692700

C 0.50396200 1.54194300 0.37381000

H -0.54254000 1.86090300 0.46873100

N 0.62155400 0.18041000 0.21122100

C -0.61812600 -0.60224000 0.15748200

H -0.30425100 -1.62190200 -0.06458900

O -1.41583800 -0.08618700 -0.92116700

C -1.51445700 -0.55187300 1.42449300

H -1.10113400 0.09780300 2.19940500

H -1.62290200 -1.55220800 1.85231100

C -2.88308300 -0.07836500 0.91297400

H -3.00429500 1.00478000 1.07217000

O -3.92992500 -0.78515700 1.55234900

H -4.75640900 -0.53223300 1.11286300

C -2.78093700 -0.34799400 -0.60189700

H -3.02937600 -1.40548200 -0.78499900

C -3.66507000 0.54002100 -1.46251300

H -3.56851400 0.26649900 -2.52032000

H -3.36107700 1.58873500 -1.33889500

O -5.00428900 0.33416500 -0.99238100

H -5.62210100 0.83699800 -1.53655400

H 2.80485300 1.24072500 0.09759700

O 1.42021400 2.35737600 0.41638300

H 5.50367200 -1.39104400 -1.13185800

A-PATH 2

A2-TS2(E= -908.40231646)

Frequencies -- -1558.43

Zero-point correction= 0.244602 (Hartree/Particle)

Thermal correction to Energy= 0.260672

Thermal correction to Enthalpy= 0.261616

Thermal correction to Gibbs Free Energy= 0.200929

Sum of electronic and zero-point Energies= -908.157714

Sum of electronic and thermal Energies= -908.141645

Sum of electronic and thermal Enthalpies= -908.140701

Sum of electronic and thermal Free Energies= -908.201387

O 1.61097200 2.50846100 0.02851200

C 1.88587200 1.32595000 -0.05714600

N 3.10163900 0.81791300 -0.36260100

C 3.37417200 -0.44856400 -0.12302500

N 4.62788600 -0.88781500 -0.41109500

H 4.81330500 -1.86986100 -0.54313300

H 5.22587900 -0.22831900 -0.88783400

N 2.51829800 -1.30402100 0.49209100

C 1.06159100 -1.14737500 0.30212600

H 0.57615300 -1.51329800 1.21210400

N 0.75440600 0.35429700 0.09488300

C -0.41984700 0.93789900 0.88308200

H 0.01493600 1.48877200 1.71784600

O -1.21782300 -0.11134000 1.38681700

C -1.32690000 1.78218300 -0.01244900

H -0.78013900 2.31419900 -0.78980800

H -1.85300100 2.51942100 0.60297500

C -2.33765700 0.75730900 -0.53086900

H -1.92932800 0.21330400 -1.39532100

O -3.55804100 1.38306200 -0.88551300

H -4.17140000 0.67915700 -1.14520500

C -2.46785400 -0.20422400 0.66393800

H -3.27315500 0.15261600 1.31909000

C -2.72335300 -1.65030400 0.26276700

H -2.83053200 -2.28353400 1.15346100

H -1.88393000 -2.01279700 -0.34303800

O -3.94745900 -1.62188700 -0.49154600

H -4.08694900 -2.48225100 -0.90495200

H 0.42571200 -0.20954800 -0.92576000

O 0.56998300 -1.59264300 -0.87224600

H 2.79965100 -2.27294400 0.57790100

A2-PC(E= -908.48151580)

Zero-point correction= 0.247639 (Hartree/Particle)

Thermal correction to Energy= 0.265313

Thermal correction to Enthalpy= 0.266258

Thermal correction to Gibbs Free Energy= 0.199193

Sum of electronic and zero-point Energies= -908.233877

Sum of electronic and thermal Energies= -908.216202

Sum of electronic and thermal Enthalpies= -908.215258

Sum of electronic and thermal Free Energies= -908.282323

O -1.62187400 -0.07847400 1.39676400

C -1.45933900 -0.67458800 0.33365700

N -2.46411900 -1.12669200 -0.53133100

C -3.67987200 -0.68331500 -0.49630200

N -4.68107200 -1.46569100 -1.01249800

H -5.47510600 -1.02459600 -1.45509300

H -4.37080700 -2.33860000 -1.41570700

N -4.15453600 0.52478600 0.01115300

C -3.44947200 1.70879500 0.19870900

H -2.41411500 1.68607400 -0.15751400

N -0.22042600 -1.06379300 -0.12477000

C 1.00014200 -0.62391200 0.46489000

H 0.76870200 -0.32040500 1.49030000

O 1.50149000 0.53177500 -0.25504700

C 2.15010900 -1.65885000 0.41130400

H 1.92004800 -2.46107200 -0.29591200

H 2.32101400 -2.11373500 1.39037600

C 3.38861000 -0.85324800 -0.01790200

H 3.66213000 -1.09208900 -1.05633100

O 4.48714500 -1.11429300 0.84294100

H 5.19917400 -0.50912400 0.58529900

C 2.88863600 0.60733200 0.04824600

H 3.04514000 0.97557500 1.07585600

C 3.56735700 1.54699000 -0.93365100

H 3.19415100 2.57051800 -0.80491100

H 3.35489300 1.21814600 -1.96041400

O 4.97228700 1.46807500 -0.64945000

H 5.45402300 2.07850300 -1.22014500

H -0.19561000 -1.50276400 -1.03539700

O -3.98094000 2.68936100 0.67751700

H -5.12444900 0.56651800 0.30621400

A-PATH3

A3-RC(E= -908.48695403)

Zero-point correction= 0.245604 (Hartree/Particle)

Thermal correction to Energy= 0.264078

Thermal correction to Enthalpy= 0.265022

Thermal correction to Gibbs Free Energy= 0.196843

Sum of electronic and zero-point Energies= -908.241350

Sum of electronic and thermal Energies= -908.222876

Sum of electronic and thermal Enthalpies= -908.221932

Sum of electronic and thermal Free Energies= -908.290111

O 2.02446600 1.65873900 1.06338900

C 2.08475200 0.52780200 0.57937900

N 3.21224500 -0.06740400 0.11717200

C 3.12225300 -1.29040500 -0.38462100

N 4.24384700 -1.87110200 -0.85879600

H 4.20205700 -2.80751700 -1.22699200

H 5.11745400 -1.37141200 -0.81017800

N 1.98420200 -2.06067200 -0.47721800

C 0.90670400 -1.48069600 -0.02183100

H -0.03355800 -2.01979500 -0.02916100

N 0.87160600 -0.23212600 0.48809900

C -0.37407500 0.40212800 1.01098900

H -0.07995600 0.87396400 1.94958100

O -1.32762800 -0.62688800 1.25397500

C -1.02072500 1.39746000 0.03084800

H -0.31595700 1.81360200 -0.69023900

H -1.44771300 2.23517600 0.59089500

C -2.16432700 0.59200000 -0.58805900

H -1.79680300 -0.02671200 -1.42345400

O -3.20513000 1.44181800 -1.02669100

H -3.94750800 0.87750700 -1.29103200

C -2.56281400 -0.32121300 0.58249500

H -3.22462000 0.24177800 1.25588600

C -3.23916700 -1.62363500 0.18054800

H -3.50552400 -2.20816600 1.07021600

H -2.55684500 -2.22056200 -0.44174700

O -4.40453400 -1.24508900 -0.56117000

H -4.91328900 -2.03051200 -0.79594500

H 2.13854100 4.27582000 -1.04851200

O 1.40178200 3.72315900 -0.76398700

H 1.75316200 3.15139300 -0.05674800

A3-TS1(E= -908.40014996)

Frequencies -- -1478.95

Zero-point correction= 0.243348 (Hartree/Particle)

Thermal correction to Energy= 0.259512

Thermal correction to Enthalpy= 0.260456

Thermal correction to Gibbs Free Energy= 0.198799

Sum of electronic and zero-point Energies= -908.156802

Sum of electronic and thermal Energies= -908.140638

Sum of electronic and thermal Enthalpies= -908.139694

Sum of electronic and thermal Free Energies= -908.201351

O 1.99781100 -1.92993000 -1.50955000

C 2.04378300 -0.97650900 -0.76109100

N 3.20134700 -0.55858900 -0.04458400

C 3.25635900 0.83760100 0.06258900

N 4.45436500 1.41101700 -0.12729100

H 4.57208500 2.40163100 0.02227300

H 5.22018100 0.84067600 -0.44970000

N 2.21077300 1.54421200 0.45617600

C 1.12842000 0.71392300 0.59966200

H 0.23990800 1.13410000 1.05426400

N 0.89714900 -0.23272300 -0.39305200

C -0.43885900 -0.72590700 -0.69995800

H -0.29856900 -1.40966900 -1.53990000

O -1.23201200 0.40232000 -1.10246700

C -1.19960400 -1.40500800 0.47170200

H -0.57098600 -1.50255100 1.35861300

H -1.53195500 -2.40362100 0.17436400

C -2.43461600 -0.52322400 0.69027900

H -2.23884800 0.23670800 1.46425600

O -3.55831200 -1.30633400 1.05002500

H -4.32950200 -0.71870600 1.04553000

C -2.57451200 0.17929800 -0.67274300

H -3.09860900 -0.50083400 -1.36282700

C -3.29835200 1.51576400 -0.62916000

H -3.38729500 1.93618700 -1.63852000

H -2.73136800 2.21858600 -0.00296300

O -4.58915200 1.24923800 -0.06284100

H -5.11435700 2.05834300 -0.05355100

H 2.01353300 0.06169400 2.67575300

O 1.67822700 -0.47599300 1.94210900

H 2.64214300 -0.70999500 1.10776400

A3-INT(E= -908.47806959)

Zero-point correction= 0.249908 (Hartree/Particle)

Thermal correction to Energy= 0.266456

Thermal correction to Enthalpy= 0.267400

Thermal correction to Gibbs Free Energy= 0.204937

Sum of electronic and zero-point Energies= -908.228162

Sum of electronic and thermal Energies= -908.211614

Sum of electronic and thermal Enthalpies= -908.210669

Sum of electronic and thermal Free Energies= -908.273132

O -2.04628000 2.41272400 -0.73510600

C -2.03079300 1.23640300 -0.39312600

N -3.22794500 0.53126900 -0.22211000

C -3.26656200 -0.83994600 -0.04900800

N -4.51967700 -1.41193100 -0.12090900

H -4.49141400 -2.42287300 -0.09300200

H -5.16273300 -1.03765200 -0.80630600

N -2.22016000 -1.55038100 0.19445700

C -1.01227000 -0.82593200 0.48025700

H -0.16297700 -1.41687800 0.13070800

N -0.91265000 0.47513500 -0.17270000

C 0.39648300 1.07036300 -0.44099300

H 0.18684600 1.96635000 -1.02649600

O 1.14867900 0.13544100 -1.23613800

C 1.26735600 1.39434200 0.79750500

H 0.68796200 1.37310100 1.72013800

H 1.71692400 2.38579500 0.68378700

C 2.38499300 0.35184600 0.75927200

H 2.07482000 -0.56323700 1.28641800

O 3.57921400 0.86504300 1.32544500

H 4.27740200 0.21461000 1.15535300

C 2.48993800 0.06193700 -0.74801500

H 3.11383400 0.84304500 -1.20984000

C 3.05628600 -1.30715700 -1.09314700

H 3.12303400 -1.43134200 -2.18132900

H 2.39758600 -2.08824700 -0.68874400

O 4.35489200 -1.36655100 -0.48551500

H 4.77563700 -2.20781300 -0.69939300

H -1.20740800 -1.40577500 2.33227100

O -0.88792800 -0.60290900 1.89484400

H -4.06769500 1.08114600 -0.33942500

A3-TS2(E= -908.41513492)

Frequencies -- -1484.75

Zero-point correction= 0.244840 (Hartree/Particle)

Thermal correction to Energy= 0.260989

Thermal correction to Enthalpy= 0.261933

Thermal correction to Gibbs Free Energy= 0.200853

Sum of electronic and zero-point Energies= -908.170295

Sum of electronic and thermal Energies= -908.154146

Sum of electronic and thermal Enthalpies= -908.153201

Sum of electronic and thermal Free Energies= -908.214282

O -2.07696200 2.49167400 -0.34823200

C -2.00057200 1.26811200 -0.29443900

N -3.21271600 0.53329400 -0.12213900

C -3.24668300 -0.79323700 0.16233000

N -4.39016200 -1.31656700 0.68275100

H -4.38349700 -2.30608200 0.88600800

H -4.97689500 -0.74080700 1.26946300

N -2.20645500 -1.55096300 -0.09179800

C -0.85778500 -0.97568900 -0.42313900

H -0.56527600 -1.24347000 -1.44565400

N -0.87689000 0.52209200 -0.36204600

C 0.40210000 1.25869500 -0.55388000

H 0.13942300 2.15756700 -1.11494200

O 1.27614000 0.45343700 -1.33193200

C 1.14486800 1.59436700 0.75008400

H 0.46995400 1.65664300 1.60532200

H 1.65757700 2.55628600 0.64068600

C 2.19240900 0.48941900 0.87039300

H 1.76117400 -0.39112300 1.35803700

O 3.33797200 0.95503600 1.57425100

H 3.98969400 0.23858100 1.54840100

C 2.48685300 0.16509200 -0.60536300

H 3.28637300 0.83128700 -0.96070800

C 2.87927600 -1.28499500 -0.84672000

H 3.05961900 -1.46329300 -1.91523700

H 2.07048900 -1.93384000 -0.49152100

O 4.08621300 -1.49158400 -0.08912700

H 4.26889900 -2.43731600 -0.04029900

H -1.50177200 -2.09825600 0.69252000

O -0.17747000 -1.60631100 0.56327600

H -4.04214000 1.11022300 -0.08093300

A3-PC(E= -908.46272354)

Zero-point correction= 0.247599 (Hartree/Particle)

Thermal correction to Energy= 0.265012

Thermal correction to Enthalpy= 0.265956

Thermal correction to Gibbs Free Energy= 0.200439

Sum of electronic and zero-point Energies= -908.215125

Sum of electronic and thermal Energies= -908.197711

Sum of electronic and thermal Enthalpies= -908.196767

Sum of electronic and thermal Free Energies= -908.262284

O -1.67884200 2.30781400 -0.78504100

C -1.88345100 1.18222100 -0.35064300

N -3.15710400 0.69690100 -0.17210800

C -3.59604800 -0.64530200 -0.31262000

N -4.74145000 -0.86160300 0.44199800

H -5.09539300 -1.80887100 0.41623200

H -4.69453500 -0.48471700 1.38191700

N -3.00530900 -1.42723400 -1.12926900

C -0.83164100 -0.53338500 1.10944500

H 0.16360500 -0.95839100 1.30070200

N -0.79851700 0.36550900 0.05435900

C 0.51014400 0.71950100 -0.52959500

H 0.28139100 1.26873500 -1.44330200

O 1.19009500 -0.50106800 -0.84430500

C 1.46132400 1.53494500 0.38514100

H 0.97476700 1.83610200 1.31515400

H 1.79140900 2.44246300 -0.12787100

C 2.67217500 0.61925000 0.59656400

H 2.54928600 0.01286400 1.50829200

O 3.86896400 1.37208100 0.66861000

H 4.60451600 0.74033100 0.67091400

C 2.58892200 -0.30567300 -0.63154200

H 3.04457900 0.21256800 -1.48989000

C 3.24700900 -1.66450700 -0.44987500

H 3.17439100 -2.25167100 -1.37353900

H 2.74053900 -2.21193300 0.35716800

O 4.61460900 -1.39743100 -0.10988800

H 5.09688900 -2.22827600 -0.02196400

H -3.37238400 -2.37690800 -1.06356200

O -1.80624500 -0.83886900 1.77371300

H -3.86164800 1.41018500 -0.32108500

A-PATH 4

A4-RC(E= -908.49357686)

Zero-point correction= 0.246751 (Hartree/Particle)

Thermal correction to Energy= 0.264455

Thermal correction to Enthalpy= 0.265399

Thermal correction to Gibbs Free Energy= 0.199795

Sum of electronic and zero-point Energies= -908.246825

Sum of electronic and thermal Energies= -908.229122

Sum of electronic and thermal Enthalpies= -908.228178

Sum of electronic and thermal Free Energies= -908.293782

O 1.59767600 -2.10021000 -0.59526900

C 1.70408700 -0.90235000 -0.36409400

N 2.85227300 -0.26196900 -0.01181800

C 2.82624400 1.04970900 0.21790200

N 3.96240600 1.66108400 0.58872900

H 3.95038000 2.65810100 0.73137400

H 4.81939900 1.11808800 0.67216800

N 1.71955500 1.86661500 0.10706000

C 0.62226000 1.25094500 -0.23748900

H -0.28986800 1.82132600 -0.37223200

N 0.52850400 -0.07782600 -0.45814000

C -0.72959700 -0.75820100 -0.86854400

H -0.46093300 -1.37562500 -1.72764700

O -1.67577200 0.23372900 -1.25225700

C -1.37214200 -1.58084000 0.26251600

H -0.65311500 -1.86093800 1.03236700

H -1.80302600 -2.49957600 -0.14692900

C -2.50911700 -0.68442000 0.75632800

H -2.13548200 0.05426200 1.48405400

O -3.54848600 -1.45511300 1.32660800

H -4.28951000 -0.85598600 1.50435400

C -2.90898000 0.04084800 -0.53845700

H -3.57742100 -0.61360700 -1.11604600

C -3.57440700 1.39368300 -0.33357300

H -3.84734800 1.83759400 -1.29913500

H -2.88147500 2.07242100 0.18395700

O -4.73385100 1.13962500 0.46837800

H -5.23640700 1.95474000 0.58632200

H 5.97745000 -1.44481700 0.86013800

O 5.60654400 -0.70651500 0.36370200

H 4.66923300 -0.92968800 0.16959900

A4-TS1(E= -908.39595731)

Frequencies -- -1489.96

Zero-point correction= 0.243064 (Hartree/Particle)

Thermal correction to Energy= 0.259295

Thermal correction to Enthalpy= 0.260239

Thermal correction to Gibbs Free Energy= 0.197409

Sum of electronic and zero-point Energies= -908.152893

Sum of electronic and thermal Energies= -908.136662

Sum of electronic and thermal Enthalpies= -908.135718

Sum of electronic and thermal Free Energies= -908.198548

O -1.93811200 -1.40492100 2.02283800

C -2.02692000 -0.73456100 1.01413100

N -3.24099600 -0.41375000 0.34943000

C -3.20039300 0.88291600 -0.18761700

N -4.30255900 1.63213100 -0.03750700

H -4.38721600 2.50929100 -0.52829300

H -5.07077000 1.26354100 0.50046300

N -2.17266000 1.30777700 -0.89988100

C -1.21043000 0.33575000 -0.92985500

H -0.37595200 0.49455600 -1.60253000

N -0.89712900 -0.30654600 0.27714000

C 0.45178500 -0.65852600 0.66182200

H 0.34178600 -1.21474900 1.59624300

O 1.18244300 0.55895400 0.90154200

C 1.28508800 -1.45779500 -0.38057600

H 0.72881900 -1.66441900 -1.29809400

H 1.59889600 -2.41719100 0.03997000

C 2.52903800 -0.59513200 -0.63154600

H 2.38698800 0.03902400 -1.52105300

O 3.67943500 -1.40525800 -0.78520900

H 4.44538200 -0.81086000 -0.80899200

C 2.55524200 0.30625000 0.61721300

H 3.03279400 -0.25066700 1.43949000

C 3.26684000 1.63519800 0.42046500

H 3.28229600 2.20370100 1.35836900

H 2.73674900 2.22328300 -0.34110500

O 4.59611400 1.31042200 -0.01162600

H 5.11105300 2.11922100 -0.11807600

H -1.63697200 -1.83378000 -1.77679700

O -2.13316600 -1.00095200 -1.81303800

H -2.89565600 -0.94880600 -0.78415300

A4-INT(E= -908.47175109)

Zero-point correction= 0.249459 (Hartree/Particle)

Thermal correction to Energy= 0.266131

Thermal correction to Enthalpy= 0.267076

Thermal correction to Gibbs Free Energy= 0.202807

Sum of electronic and zero-point Energies= -908.222292

Sum of electronic and thermal Energies= -908.205620

Sum of electronic and thermal Enthalpies= -908.204675

Sum of electronic and thermal Free Energies= -908.268944

O 1.91205900 -1.84355000 -1.76076500

C 1.97472600 -0.98724900 -0.88743200

N 3.16478000 -0.30689400 -0.62462700

C 3.18646100 0.88494500 0.09030500

N 4.33974100 1.62860600 -0.04436000

H 4.29259800 2.51385300 0.44332700

H 4.75156800 1.68595100 -0.96670200

N 2.22061300 1.27134100 0.84516900

C 1.21042200 0.28489600 1.08544900

H 0.27006400 0.78890600 1.32418400

N 0.93514800 -0.57697800 -0.08174500

C -0.41870900 -0.88345500 -0.48605600

H -0.32662500 -1.57746300 -1.32416900

O -1.03958600 0.33953200 -0.94397400

C -1.36915100 -1.45444700 0.60350900

H -0.88247900 -1.57995100 1.57290600

H -1.74420300 -2.43609100 0.30063600

C -2.54527400 -0.47143400 0.66125300

H -2.39318300 0.26839800 1.46270400

O -3.76735000 -1.16022700 0.85742700

H -4.47933100 -0.50951000 0.75702700

C -2.43825000 0.24242400 -0.69915100

H -2.93032800 -0.38438300 -1.46072600

C -3.03923700 1.63885000 -0.72366800

H -2.96462600 2.07056500 -1.72938200

H -2.49322300 2.28252900 -0.02065800

O -4.41001700 1.48742500 -0.32568100

H -4.85075400 2.34534500 -0.34379500

H 0.97767900 -1.14124500 2.42392100

O 1.65735200 -0.49164900 2.19693200

H 3.96527400 -0.61885100 -1.15709400

A4-TS2(E= -908.42147222)

Frequencies -- -348.016

Zero-point correction= 0.244744 (Hartree/Particle)

Thermal correction to Energy= 0.261906

Thermal correction to Enthalpy= 0.262850

Thermal correction to Gibbs Free Energy= 0.197849

Sum of electronic and zero-point Energies= -908.176728

Sum of electronic and thermal Energies= -908.159566

Sum of electronic and thermal Enthalpies= -908.158622

Sum of electronic and thermal Free Energies= -908.223623

O 1.65428200 2.52487200 0.33983200

C 1.64822100 1.31120900 0.10107800

N 2.98126100 0.79864700 -0.34029900

C 3.58398500 -0.36770800 -0.06452500

N 4.90860800 -0.50164900 -0.28982300

H 5.34975000 -1.36350800 -0.00769300

H 5.49269800 0.27772600 -0.54992600

N 2.94370900 -1.38046100 0.54567600

C 1.75665600 -1.72885300 0.16511300

H 1.11639500 -2.25168700 0.87348300

N 0.69619600 0.39725200 0.13925900

C -0.53916200 0.81826200 0.75898000

H -0.33493400 1.32188200 1.71319900

O -1.28602400 -0.39472800 1.03958400

C -1.46239400 1.68685700 -0.13432900

H -0.91113600 2.13852300 -0.96049100

H -1.91645700 2.49260000 0.45127800

C -2.56612500 0.72737300 -0.57805100

H -2.25306900 0.16220600 -1.47116400

O -3.77779900 1.41839400 -0.83770100

H -4.46758600 0.74723000 -0.95397500

C -2.63730100 -0.23405600 0.61887700

H -3.24630500 0.23676800 1.40796600

C -3.20992000 -1.60586100 0.29511500

H -3.23946400 -2.23164900 1.19645300

H -2.57468500 -2.09661000 -0.45535800

O -4.53225500 -1.38344000 -0.21934100

H -4.94225500 -2.22921800 -0.43600800

H 0.69168000 -1.03013900 -1.15569200

O 1.37986100 -1.74078200 -1.12967500

H 3.57866000 1.59149300 -0.55091000

A4-PC (E= -908.47488119)

Zero-point correction= 0.247562 (Hartree/Particle)

Thermal correction to Energy= 0.265236

Thermal correction to Enthalpy= 0.266180

Thermal correction to Gibbs Free Energy= 0.199681

Sum of electronic and zero-point Energies= -908.227319

Sum of electronic and thermal Energies= -908.209645

Sum of electronic and thermal Enthalpies= -908.208701

Sum of electronic and thermal Free Energies= -908.275200

O -1.94646600 -2.59122500 0.56452900

C -1.76042100 -1.44758900 0.16290700

N -2.92370500 -0.73088800 -0.30326000

C -3.36963400 0.55782900 -0.12933900

N -4.69039100 0.72298600 -0.42563900

H -5.07985700 1.62997000 -0.21806400

H -5.32684600 -0.05307400 -0.52588800

N -2.74471400 1.61449000 0.33756400

C -1.52520100 2.11318200 0.06079800

H -1.25153600 2.93427500 0.74058800

N -0.58373300 -0.81698600 0.04605800

C 0.65246100 -1.39018500 0.56509900

H 0.36530200 -2.21297500 1.22139100

O 1.32888200 -0.38524900 1.33140900

C 1.64060800 -1.81669100 -0.53259900

H 1.13476800 -2.17146800 -1.43268900

H 2.29220000 -2.61443600 -0.15976800

C 2.48086800 -0.55898700 -0.74205100

H 1.94842400 0.15621600 -1.38779400

O 3.74701000 -0.86929600 -1.29726800

H 4.26471200 -0.04962100 -1.29209100

C 2.55448300 0.00281400 0.68982600

H 3.40505100 -0.46556500 1.20605000

C 2.69377200 1.51742700 0.74492200

H 2.74274100 1.86144400 1.78608800

H 1.82998700 1.98055800 0.25109600

O 3.91325200 1.82132600 0.04657500

H 4.00487300 2.77790300 -0.03811800

H -0.54110200 0.08292200 -0.44477100

O -0.76005600 1.79552100 -0.86455300

H -3.65350000 -1.41879100 -0.45200600

A-PATH 5

A5-RC (E= -908.48695405)

Zero-point correction= 0.245603 (Hartree/Particle)

Thermal correction to Energy= 0.264077

Thermal correction to Enthalpy= 0.265022

Thermal correction to Gibbs Free Energy= 0.196839

Sum of electronic and zero-point Energies= -908.241351

Sum of electronic and thermal Energies= -908.222877

Sum of electronic and thermal Enthalpies= -908.221932

Sum of electronic and thermal Free Energies= -908.290115

O 2.02450900 1.65894500 1.06269000

C 2.08469400 0.52793700 0.57882600

N 3.21219100 -0.06733300 0.11666000

C 3.12224300 -1.29054400 -0.38460500

N 4.24398400 -1.87163000 -0.85800600

H 4.20222100 -2.80813500 -1.22598300

H 5.11759900 -1.37194000 -0.80945800

N 1.98415900 -2.06076100 -0.47717200

C 0.90667000 -1.48067900 -0.02189400

H -0.03357100 -2.01980900 -0.02913900

N 0.87157500 -0.23197900 0.48775700

C -0.37408300 0.40226500 1.01086100

H -0.07977100 0.87416900 1.94935600

O -1.32749700 -0.62677200 1.25405300

C -1.02091800 1.39752300 0.03077800

H -0.31625100 1.81370200 -0.69037600

H -1.44788100 2.23521900 0.59087100

C -2.16457400 0.59200300 -0.58794900

H -1.79725600 -0.02659600 -1.42350200

O -3.20553200 1.44184600 -1.02620900

H -3.94760100 0.87752100 -1.29136200

C -2.56278800 -0.32133400 0.58262000

H -3.22466800 0.24149600 1.25606200

C -3.23884900 -1.62390700 0.18063800

H -3.50537600 -2.20836500 1.07030000

H -2.55624700 -2.22082200 -0.44137000

O -4.40403300 -1.24567200 -0.56151200

H -4.91339100 -2.03108600 -0.79500000

H 1.75366600 3.15190600 -0.05672200

O 1.40160400 3.72405400 -0.76334800

H 2.13837800 4.27587200 -1.04938800

A5-TS1(E= -908.39275162)

Frequencies -- -1286.41

Zero-point correction= 0.242973 (Hartree/Particle)

Thermal correction to Energy= 0.259520

Thermal correction to Enthalpy= 0.260464

Thermal correction to Gibbs Free Energy= 0.198363

Sum of electronic and zero-point Energies= -908.149779

Sum of electronic and thermal Energies= -908.133232

Sum of electronic and thermal Enthalpies= -908.132288

Sum of electronic and thermal Free Energies= -908.194389

O -1.87038500 -1.01077500 2.33055100

C -2.04074800 -0.46046000 1.26203200

N -3.05705300 0.32150000 0.88436600

C -3.02830600 0.91906200 -0.31205600

N -4.07805500 1.71315500 -0.60463400

H -4.07809200 2.23288500 -1.46784700

H -4.78262400 1.87272700 0.09846600

N -2.06382000 0.86240600 -1.26980400

C -1.11344600 -0.02864900 -1.09513100

H -0.18361700 0.09557600 -1.63549600

N -0.97956800 -0.77088000 0.18992500

C 0.40034100 -0.89236100 0.73456100

H 0.26644000 -1.37721300 1.70330800

O 0.90199400 0.43210700 0.90963000

C 1.40031400 -1.64279300 -0.17615100

H 0.92874500 -2.07953100 -1.05891000

H 1.87848700 -2.44989000 0.38588100

C 2.46573200 -0.59143000 -0.51906400

H 2.23153100 -0.09704400 -1.47511600

O 3.74879500 -1.18482700 -0.57820600

H 4.39182200 -0.46742900 -0.68725000

C 2.30344200 0.42698200 0.62474600

H 2.87340700 0.06899400 1.49572500

C 2.73514600 1.84290700 0.27731100

H 2.62475900 2.50160200 1.14739200

H 2.10791200 2.22672100 -0.53898500

O 4.10665700 1.74307900 -0.12920700

H 4.45501300 2.62199300 -0.32123800

H -1.31422800 -1.70449500 -0.45344100

O -1.45583000 -1.72918700 -1.80271500

H -2.33477600 -1.77088900 -2.20935400

A5-INT1(E= -908.43925679)

Zero-point correction= 0.246763 (Hartree/Particle)

Thermal correction to Energy= 0.264623

Thermal correction to Enthalpy= 0.265567

Thermal correction to Gibbs Free Energy= 0.199334

Sum of electronic and zero-point Energies= -908.192494

Sum of electronic and thermal Energies= -908.174634

Sum of electronic and thermal Enthalpies= -908.173690

Sum of electronic and thermal Free Energies= -908.239923

O 1.81935100 2.51970700 -1.08436000

C 2.35838900 1.69512100 -0.45046600

N 3.10799200 1.07005500 0.29380700

C 3.31166800 -0.29198600 0.56039800

N 4.63068000 -0.54861600 0.83501800

H 4.83809800 -1.43794200 1.26368100

H 5.22829600 0.23378900 1.05141700

N 2.45066600 -1.24313900 0.57175900

C 1.05289600 -1.00917800 0.31237400

H 0.60635500 -0.34365800 1.06094600

N 0.85536100 -0.37689500 -0.97567300

C -0.48592400 0.08060200 -1.34828900

H -0.34828900 0.63583800 -2.28508600

O -0.92612000 0.99039100 -0.32933700

C -1.61504400 -0.97467900 -1.50632900

H -1.22289500 -1.99070000 -1.55582900

H -2.19392800 -0.76907600 -2.41316100

C -2.52131700 -0.74559300 -0.29759500

H -2.16378000 -1.33096200 0.56094200

O -3.86853500 -1.07607900 -0.59994700

H -4.40556700 -0.79402900 0.15598100

C -2.30183300 0.75243800 -0.02667400

H -2.95217500 1.32972700 -0.70263900

C -2.56057800 1.17965500 1.41022700

H -2.39727800 2.25874700 1.52527100

H -1.87307000 0.64336300 2.07874000

O -3.92437000 0.83161800 1.69120600

H -4.14353800 1.08603800 2.59549200

H 1.24929500 -0.95406700 -1.71646700

O 0.39377500 -2.27578200 0.41453100

H 1.08323300 -2.91401800 0.64770700

A5-TS2(E= -908.41542644)

Frequencies -- -780.046

Zero-point correction= 0.261579 (Hartree/Particle)

Thermal correction to Energy= 0.276971

Thermal correction to Enthalpy= 0.277915

Thermal correction to Gibbs Free Energy= 0.218485

Sum of electronic and zero-point Energies= -897.822852

Sum of electronic and thermal Energies= -897.807461

Sum of electronic and thermal Enthalpies= -897.806517

Sum of electronic and thermal Free Energies= -897.865947

O -0.93761200 2.52721400 -0.09823500

C -1.74204700 1.63888400 -0.06864600

N -3.01733400 1.41908800 -0.07013800

C -3.46937000 0.11672700 -0.07916400

N -4.81760400 0.00818700 -0.06076800

H -5.23647200 -0.90630200 -0.00091400

H -5.37581900 0.83971000 0.04670600

N -2.74855300 -0.98199600 -0.11412100

C -1.37190800 -0.89143300 -0.18428600

H -1.15744100 0.40755900 -0.02307600

N -0.68485300 -1.55960700 0.84091300

C 0.74009200 -1.43649000 1.08017000

H 0.90640900 -1.99199200 2.01035100

O 1.08978000 -0.05345300 1.30874800

C 1.68684100 -1.94792600 -0.03183100

H 1.15309100 -2.49322500 -0.80826500

H 2.44289000 -2.60832100 0.40443300

C 2.39166300 -0.68982100 -0.54339900

H 1.80944700 -0.22813600 -1.35309700

O 3.70599800 -0.99121500 -0.98439700

H 4.14310200 -0.14361700 -1.16047400

C 2.35057300 0.22420200 0.69315000

H 3.17878200 -0.05878000 1.36268900

C 2.42983700 1.71112400 0.38345500

H 2.42392000 2.29722500 1.31108700

H 1.56729400 2.00848400 -0.22329400

O 3.66423000 1.89868400 -0.33218200

H 3.72867300 2.81777000 -0.61813800

H -1.23335300 -1.54065100 1.69204100

O -0.78635800 -1.13087300 -1.42019000

H -1.45450800 -0.95388100 -2.09789100

A5-INT2(E= -908.45781201)

Zero-point correction= 0.247285 (Hartree/Particle)

Thermal correction to Energy= 0.264914

Thermal correction to Enthalpy= 0.265858

Thermal correction to Gibbs Free Energy= 0.200247

Sum of electronic and zero-point Energies= -908.210527

Sum of electronic and thermal Energies= -908.192899

Sum of electronic and thermal Enthalpies= -908.191954

Sum of electronic and thermal Free Energies= -908.257565

O -1.42240900 2.77805900 -0.13282700

C -2.15274500 1.90346500 0.31792200

N -3.05653100 1.18552100 -0.42369300

C -3.36597400 -0.06142300 -0.11792100

N -4.61271800 -0.51041000 -0.38608700

H -4.82938200 -1.48984300 -0.29300600

H -5.29883900 0.13533600 -0.74451200

N -2.52237100 -0.99542800 0.43793000

C -1.27499500 -1.05464600 0.05668000

H -2.14544500 1.67499200 1.40463500

N -0.43559000 -1.94312900 0.65142000

C 1.01724600 -1.81060800 0.72598900

H 1.32127100 -2.63714000 1.37778900

O 1.35015100 -0.57235000 1.36338800

C 1.79769200 -1.85666900 -0.60736300

H 1.16985900 -2.16568300 -1.44332600

H 2.62868900 -2.56334700 -0.52048600

C 2.38060600 -0.45019400 -0.77449700

H 1.70902500 0.17825800 -1.36966900

O 3.66179100 -0.51432700 -1.38418100

H 4.00673500 0.39137900 -1.40558300

C 2.42855600 0.07288300 0.67336800

H 3.39125000 -0.22231000 1.11776800

C 2.24712800 1.57967000 0.78718000

H 2.31533600 1.89781100 1.83540700

H 1.26377200 1.86443300 0.39378200

O 3.30579500 2.15964400 0.00746900

H 3.14097800 3.10502800 -0.09378900

H -0.87441200 -2.39658400 1.44219000

O -0.71351100 -0.37390600 -0.94910300

H -1.32799100 0.31996400 -1.26428300

A5-TS3(E= -908.45654832)

Frequencies -- -122.926

Zero-point correction= 0.247001 (Hartree/Particle)

Thermal correction to Energy= 0.263625

Thermal correction to Enthalpy= 0.264569

Thermal correction to Gibbs Free Energy= 0.201177

Sum of electronic and zero-point Energies= -908.209547

Sum of electronic and thermal Energies= -908.192923

Sum of electronic and thermal Enthalpies= -908.191979

Sum of electronic and thermal Free Energies= -908.255371

O -1.85646000 2.94079800 -0.16776800

C -2.49847700 1.97548300 0.23090100

N -2.98727500 0.97809600 -0.56361400

C -3.33094800 -0.23526100 -0.11967800

N -4.61596100 -0.63022800 -0.20692500

H -4.86519400 -1.59151700 -0.02758400

H -5.30123200 0.01853100 -0.56217500

N -2.46910200 -1.17049300 0.36876000

C -1.19199000 -1.09406200 0.04219200

H -2.74691000 1.87748800 1.30979800

N -0.32941300 -1.97911000 0.59145400

C 1.12240500 -1.82977400 0.65775100

H 1.44638800 -2.68815200 1.25660600

O 1.44517100 -0.62726500 1.35994900

C 1.88040100 -1.78760000 -0.68853600

H 1.24318000 -2.06167600 -1.52993700

H 2.72528300 -2.48227300 -0.65552000

C 2.43400500 -0.36294800 -0.78836100

H 1.74445400 0.28121000 -1.34426600

O 3.70967900 -0.37261300 -1.41298700

H 4.03365800 0.54086300 -1.40471300

C 2.48944200 0.08634500 0.68405600

H 3.46841600 -0.19838900 1.09817600

C 2.26316500 1.57900100 0.87662100

H 2.32618700 1.84504500 1.93952900

H 1.26910000 1.85052000 0.50044800

O 3.29810100 2.22935700 0.12300400

H 3.11239200 3.17534900 0.08019500

H -0.76217400 -2.54720400 1.30752000

O -0.66102400 -0.26766100 -0.84713100

H -1.37304200 0.38432900 -1.10601000

A5-PC(E= -908.49173981)

Zero-point correction= 0.248220 (Hartree/Particle)

Thermal correction to Energy= 0.265526

Thermal correction to Enthalpy= 0.266470

Thermal correction to Gibbs Free Energy= 0.201239

Sum of electronic and zero-point Energies= -908.243520

Sum of electronic and thermal Energies= -908.226214

Sum of electronic and thermal Enthalpies= -908.225270

Sum of electronic and thermal Free Energies= -908.290501

O 3.89225100 2.83113100 0.51452600

C 4.05768500 1.69515200 0.11786400

N 3.12190900 0.69189000 0.28985000

C 3.19659800 -0.61593600 -0.15905600

N 4.42352900 -1.07651000 -0.56142300

H 4.42969400 -2.06222100 -0.78554100

H 5.25724200 -0.72626600 -0.11348500

N 2.18048900 -1.42606000 -0.25432300

C 0.89342000 -1.00323000 0.07958500

H 4.96594500 1.38650500 -0.42598600

N -0.03247500 -1.96717700 -0.21211000

C -1.46653700 -1.79762500 -0.14291300

H -1.87605600 -2.78802800 -0.37223200

O -1.90489100 -0.88313000 -1.16488000

C -2.03196800 -1.27242000 1.19796000

H -1.27637500 -1.25672100 1.98351200

H -2.86254400 -1.90710400 1.52314800

C -2.58283900 0.11699400 0.87480400

H -1.81239200 0.87695400 1.04604800

O -3.74047400 0.38956900 1.65448200

H -4.08479900 1.24474600 1.35621200

C -2.88187600 0.01344900 -0.63171000

H -3.89490500 -0.40062500 -0.75863000

C -2.77847700 1.33748800 -1.37337700

H -3.00301100 1.20075900 -2.43912000

H -1.75792700 1.72830900 -1.27013900

O -3.73421500 2.21430000 -0.75608600

H -3.65547600 3.09609200 -1.13918700

H 0.32448700 -2.75177500 -0.73841100

O 0.58373400 0.07627000 0.61206500

H 2.18466500 0.93601400 0.64004600

WATER-ASSISTED PATHWAY

B-PATH 1

B1-RC(E= -1061.38288735)

Zero-point correction= 0.296857 (Hartree/Particle)

Thermal correction to Energy= 0.320413

Thermal correction to Enthalpy= 0.321357

Thermal correction to Gibbs Free Energy= 0.242080

Sum of electronic and zero-point Energies= -1061.086030

Sum of electronic and thermal Energies= -1061.062475

Sum of electronic and thermal Enthalpies= -1061.061530

Sum of electronic and thermal Free Energies= -1061.140807

O 0.80981200 -2.78669300 -0.40864200

C 1.10657100 -1.61863900 -0.61708400

N 2.37180700 -1.11692600 -0.65888800

C 2.55573400 0.18049800 -0.87849300

N 3.81489600 0.65618800 -0.91884800

H 3.94518600 1.65716700 -0.82962600

H 4.54388500 0.05445200 -0.55570700

N 1.55352700 1.10966900 -1.08827700

C 0.33932100 0.62569400 -1.04495900

H -0.50553900 1.28651900 -1.20222000

N 0.04596800 -0.66777600 -0.82800600

C -1.34429900 -1.19969300 -0.78711100

H -1.33407400 -2.08420800 -1.42704600

O -2.21556200 -0.21158600 -1.32419900

C -1.83593500 -1.51615400 0.63775700

H -1.01461400 -1.64187700 1.34322700

H -2.41920800 -2.44172700 0.62958400

C -2.76965400 -0.34942200 0.96761800

H -2.19978600 0.50277800 1.37076200

O -3.76934500 -0.75171800 1.88325900

H -4.38940500 -0.01300600 1.97908900

C -3.31436500 0.01390500 -0.42316500

H -4.14249400 -0.66719200 -0.66550900

C -3.78090700 1.45447500 -0.57073600

H -4.17267100 1.63020200 -1.58059300

H -2.93576600 2.13593700 -0.39613700

O -4.79734900 1.63723100 0.42081700

H -5.17593700 2.52138000 0.34434800

H 3.34178500 0.29002900 2.13089300

O 2.67669100 0.97523100 2.31534000

H 2.95827600 1.76823000 1.83435000

H 2.76220900 4.17934000 0.26585100

O 2.93115600 3.23122700 0.21852600

H 2.19652800 2.81912800 -0.28064500

H 3.66305900 -1.61902200 0.68959200

O 4.36248400 -1.30829500 1.30602100

H 4.65327200 -2.07338900 1.81598600

B1-TS1(E= -1061.33293745)

Frequencies -- -931.661

Zero-point correction= 0.292818 (Hartree/Particle)

Thermal correction to Energy= 0.314700

Thermal correction to Enthalpy= 0.315645

Thermal correction to Gibbs Free Energy= 0.240923

Sum of electronic and zero-point Energies= -1061.040119

Sum of electronic and thermal Energies= -1061.018237

Sum of electronic and thermal Enthalpies= -1061.017293

Sum of electronic and thermal Free Energies= -1061.092014

O 1.34406700 -2.84406400 -0.49073900

C 1.61166400 -1.65363100 -0.52394900

N 2.85612300 -1.12863700 -0.27102600

C 3.04995000 0.15874200 -0.46312400

N 4.26413600 0.70525400 -0.23061000

H 4.31852400 1.69932500 -0.04816300

H 4.95360800 0.10518600 0.19758800

N 2.08523500 1.02294100 -0.92440300

C 0.79243300 0.60159500 -0.81963000

H 0.01813200 1.23388600 -1.22294500

N 0.55481600 -0.72036600 -0.79528300

C -0.82378700 -1.27941700 -0.94584400

H -0.71139600 -2.11829300 -1.63431800

O -1.64778700 -0.27944800 -1.52265700

C -1.47066100 -1.69667700 0.38559900

H -0.73085700 -1.88909600 1.16289300

H -2.05657200 -2.60906500 0.23612900

C -2.42092600 -0.54258700 0.70724400

H -1.88839900 0.25600700 1.23870600

O -3.53057500 -1.00357500 1.46230400

H -4.13669100 -0.25393500 1.56097300

C -2.80726500 -0.04771300 -0.69620500

H -3.64678100 -0.65071900 -1.06968200

C -3.17137200 1.42836300 -0.75537700

H -3.41115000 1.72706000 -1.78433700

H -2.32702700 2.02688500 -0.38961700

O -4.31235600 1.57691500 0.10181600

H -4.53252400 2.51251300 0.18548400

H 0.68541100 0.84217000 1.65972300

O 0.32465600 1.43800800 0.97767600

H 1.07992900 2.35639700 0.85373000

H 1.74856300 4.02130400 0.33232000

O 1.99226600 3.09591700 0.44664400

H 2.17848000 2.07086400 -0.61373000

H 2.37971100 -1.21724500 1.98486700

O 1.77354200 -0.71436300 2.55162900

H 1.64615800 -1.23476300 3.35395900

B1-INT(E= -1061.37184613)

Zero-point correction= 0.300122 (Hartree/Particle)

Thermal correction to Energy= 0.322393

Thermal correction to Enthalpy= 0.323337

Thermal correction to Gibbs Free Energy= 0.247387

Sum of electronic and zero-point Energies= -1061.071724

Sum of electronic and thermal Energies= -1061.049453

Sum of electronic and thermal Enthalpies= -1061.048509

Sum of electronic and thermal Free Energies= -1061.124459

O 1.37768600 -2.83961200 -0.58364100

C 1.57629100 -1.62906400 -0.57659900

N 2.86340800 -1.09595000 -0.58578700

C 3.00842100 0.19328400 -0.79303000

N 4.25887400 0.70043800 -0.97440600

H 4.44570500 1.66733000 -0.75168800

H 5.01676300 0.04256000 -0.86453400

N 1.96201900 1.06364900 -0.87984400

C 0.73127400 0.66181100 -0.22700800

H -0.08958500 1.25172500 -0.63018700

N 0.50476300 -0.72561200 -0.51962500

C -0.85840000 -1.25315900 -0.52422400

H -0.78241600 -2.22315300 -1.01617700

O -1.67172200 -0.36189800 -1.31147900

C -1.56120700 -1.37898900 0.85210900

H -0.85996200 -1.28123300 1.68122600

H -2.05492500 -2.35261300 0.93005500

C -2.63495600 -0.29131900 0.83489400

H -2.22077000 0.66370000 1.19209800

O -3.75483300 -0.66878300 1.61825000

H -4.45021100 -0.01285500 1.45788200

C -2.93569200 -0.18146600 -0.66969000

H -3.63098100 -0.98908800 -0.94704800

C -3.51514900 1.15532200 -1.10730300

H -3.72257900 1.14859600 -2.18472700

H -2.79358200 1.95602100 -0.89168900

O -4.71968300 1.33624900 -0.34946500

H -5.16083500 2.14755800 -0.62811400

H 1.35660700 0.33886200 1.64038800

O 0.75358700 0.96461600 1.17545900

H 1.57263700 2.73279600 1.22307600

H 1.90310900 4.26400700 1.16448300

O 2.10346500 3.41184200 0.76072500

H 2.15852300 2.05944900 -0.81915500

H 3.02896100 -1.23210300 1.51374400

O 2.64598200 -0.82756100 2.31588100

H 2.42073700 -1.55659400 2.90728100

B1-TS2 (E= -1061.33657042)

Frequencies -- -1306.64

Zero-point correction= 0.294305 (Hartree/Particle)

Thermal correction to Energy= 0.314567

Thermal correction to Enthalpy= 0.315511

Thermal correction to Gibbs Free Energy= 0.244326

Sum of electronic and zero-point Energies= -1061.042265

Sum of electronic and thermal Energies= -1061.022004

Sum of electronic and thermal Enthalpies= -1061.021059

Sum of electronic and thermal Free Energies= -1061.092244

O 1.14825800 -2.85590700 -0.67512500

C 1.35000000 -1.66153100 -0.53793700

N 2.69020700 -1.13930300 -0.60612400

C 2.84988200 0.14915500 -0.97283100

N 4.08604800 0.61237600 -1.23049700

H 4.28661000 1.56926600 -0.95753000

H 4.84094600 -0.05808600 -1.18439200

N 1.79226400 0.97508000 -1.01019300

C 0.80837000 0.65071300 0.07882500

H -0.05903900 1.29566400 -0.08744600

N 0.39173000 -0.73038600 -0.21360300

C -0.99725100 -1.11205000 -0.08446800

H -1.03155400 -2.18035700 -0.30854600

O -1.75966400 -0.38768100 -1.07503000

C -1.65723000 -0.78898300 1.28505500

H -0.95306100 -0.31133100 1.96835600

H -2.02511100 -1.70618300 1.75362300

C -2.85499100 0.10587800 0.94215700

H -2.58958300 1.16817500 1.06011600

O -3.97229500 -0.21027100 1.75590100

H -4.72444700 0.29901200 1.41728400

C -3.07102700 -0.19052900 -0.55384100

H -3.67191900 -1.11010100 -0.64317700

C -3.74197500 0.93062100 -1.33099600

H -3.88979900 0.63647000 -2.37755900

H -3.10533400 1.82594800 -1.30185500

O -4.99711200 1.17249700 -0.67884200

H -5.48603000 1.85325100 -1.15635600

H 2.22129900 -0.04083800 1.66012200

O 1.35617800 0.83423100 1.31509700

H 2.48267000 2.26847400 1.10292300

H 3.28550200 3.61566300 1.22706500

O 3.07571000 2.89663400 0.62020900

H 1.99582700 1.96360800 -1.12496100

H 3.09434600 -1.21878300 0.52136700

O 3.09730200 -0.81309800 1.79271200

H 2.90525100 -1.48510900 2.45872600

B1-PC(E= -1061.35618284)

Zero-point correction= 0.299945 (Hartree/Particle)

Thermal correction to Energy= 0.321928

Thermal correction to Enthalpy= 0.322872

Thermal correction to Gibbs Free Energy= 0.247011

Sum of electronic and zero-point Energies= -1061.056238

Sum of electronic and thermal Energies= -1061.034255

Sum of electronic and thermal Enthalpies= -1061.033311

Sum of electronic and thermal Free Energies= -1061.109172

O 1.21874300 -2.93300300 -0.30912100

C 1.34100200 -1.72263300 -0.42495400

N 2.64390700 -1.20058000 -0.70979600

C 2.89849900 0.09243800 -0.98344000

N 4.16295400 0.54895500 -1.10767200

H 4.28502400 1.50677300 -0.78096500

H 4.91683300 -0.08133100 -0.87050300

N 1.85539400 0.89845700 -1.15689600

C 0.70887500 0.68283600 -0.15241500

H -0.14264300 1.21917800 -0.59493500

N 0.37506300 -0.77527800 -0.31133600

C -0.99463900 -1.20554500 -0.06752900

H -0.98861200 -2.29058600 -0.18527300

O -1.82655600 -0.61482600 -1.08604100

C -1.60330800 -0.78402800 1.29656000

H -0.85846200 -0.31543500 1.93986500

H -2.01802000 -1.65841400 1.80681300

C -2.75363300 0.15872700 0.93182800

H -2.40637200 1.20329800 0.92178200

O -3.83643400 0.01068600 1.83601500

H -4.57239100 0.53600000 1.48684200

C -3.08542100 -0.27611500 -0.50676400

H -3.74573900 -1.15702000 -0.46103600

C -3.73687900 0.80030200 -1.36059900

H -3.95674300 0.41337200 -2.36360900

H -3.05273700 1.65520100 -1.45320100

O -4.94081500 1.17834900 -0.67704300

H -5.40845500 1.84839900 -1.18970600

H 2.29107800 0.07727700 1.87177800

O 1.06863500 1.06046200 1.05639100

H 2.27793300 2.33341200 0.86866000

H 3.13560300 3.65797300 0.99264300

O 2.98708800 2.88571800 0.43534500

H 2.09758900 1.88187100 -1.24782300

H 3.38760400 -1.80421600 -0.38428200

O 3.06953500 -0.47372000 2.14213800

H 2.92874300 -0.71185700 3.06526400

B-PATH 2

B2-RC(E= -1061.38063937)

Zero-point correction= 0.296001 (Hartree/Particle)

Thermal correction to Energy= 0.320109

Thermal correction to Enthalpy= 0.321053

Thermal correction to Gibbs Free Energy= 0.241109

Sum of electronic and zero-point Energies= -1061.084638

Sum of electronic and thermal Energies= -1061.060530

Sum of electronic and thermal Enthalpies= -1061.059586

Sum of electronic and thermal Free Energies= -1061.139530

O -1.42471200 2.43624700 -0.89076600

C -1.65427200 1.22543400 -0.92856900

N -2.88830300 0.66651800 -0.87427000

C -2.98058500 -0.64728800 -0.75361800

N -4.21203700 -1.20132200 -0.70262600

H -4.30522000 -2.17011400 -0.44051100

H -5.00468600 -0.58501400 -0.60876400

N -1.92805400 -1.53466300 -0.68266700

C -0.74747500 -0.98437000 -0.83150000

H 0.13612300 -1.61014200 -0.82260100

N -0.54339900 0.32842400 -1.01638200

C 0.81650600 0.92249600 -1.18829100

H 0.69928900 1.65767000 -1.98712400

O 1.69366100 -0.11683200 -1.60250500

C 1.41280200 1.54214600 0.08797500

H 0.66101100 1.79437500 0.83323700

H 1.95583400 2.45504700 -0.17686600

C 2.41641300 0.49398200 0.56887900

H 1.91090700 -0.24731600 1.20380200

O 3.48095500 1.11198800 1.27211800

H 4.11371200 0.41770900 1.50788100

C 2.85915100 -0.14809400 -0.75584500

H 3.65431900 0.46845200 -1.19816600

C 3.33952000 -1.58734800 -0.64243500

H 3.63138000 -1.97396600 -1.62751200

H 2.53148800 -2.21604800 -0.24108900

O 4.45499000 -1.55870200 0.25484700

H 4.82097000 -2.44650900 0.34779300

H -1.06143900 0.63428500 2.33121300

O -0.64696800 -0.23463400 2.18557000

H -1.30610600 -0.91434400 2.40217500

H -1.94528100 -3.49406900 2.25684300

O -2.31870000 -2.65670400 1.95724300

H -2.09603400 -2.56729600 1.00938000

H -1.66244800 2.76877500 1.04138500

O -1.54240400 2.53842900 1.98200900

H -2.07821300 3.15571300 2.49281500

B2-TS1(E= -1061.33252781)

Frequencies -- -1019.41

Zero-point correction= 0.292414 (Hartree/Particle)

Thermal correction to Energy= 0.314112

Thermal correction to Enthalpy= 0.315056

Thermal correction to Gibbs Free Energy= 0.241510

Sum of electronic and zero-point Energies= -1061.040114

Sum of electronic and thermal Energies= -1061.018416

Sum of electronic and thermal Enthalpies= -1061.017472

Sum of electronic and thermal Free Energies= -1061.091017

O 1.49395200 -2.62822100 -0.64666800

C 1.72681000 -1.42433300 -0.72654700

N 2.97665600 -0.88333700 -0.76361500

C 3.10125800 0.42320600 -0.66820900

N 4.33930300 0.97074300 -0.68539800

H 4.46633200 1.92039600 -0.36699600

H 5.11500700 0.33072300 -0.60210400

N 2.05508100 1.30675400 -0.57970100

C 0.80248700 0.77824000 -0.44492000

H -0.03444500 1.44073200 -0.60222200

N 0.61631000 -0.51990700 -0.76490000

C -0.74705200 -1.09246500 -0.91272900

H -0.61628400 -1.92682900 -1.60357400

O -1.56537800 -0.08391100 -1.50124900

C -1.43936200 -1.53594000 0.39276600

H -0.74230900 -1.65053100 1.22209900

H -1.94003000 -2.49523900 0.22831200

C -2.50268200 -0.46308000 0.63635000

H -2.07611100 0.36824200 1.21392600

O -3.62677100 -1.01488700 1.30281200

H -4.29928600 -0.31915700 1.35281700

C -2.81432500 0.00317500 -0.79512200

H -3.54616900 -0.68679000 -1.24008700

C -3.33285900 1.42943200 -0.90137900

H -3.53100700 1.68985200 -1.94909400

H -2.58265900 2.12442100 -0.49860100

O -4.53488500 1.46844400 -0.12218300

H -4.91336400 2.35532800 -0.15281500

H 0.87193700 0.22169200 1.93529800

O 0.49982900 1.00798300 1.49403900

H 1.21458800 1.93728800 1.61390500

H 1.76251600 3.73467900 1.50058000

O 2.06393300 2.82949800 1.36112900

H 2.16937800 2.20900700 0.08427700

H 1.65027400 -2.39912500 1.55485700

O 1.46587300 -1.77921500 2.28040000

H 1.98210800 -2.08140800 3.03720100

B2-INT(E= -1061.37066783)

Zero-point correction= 0.299861 (Hartree/Particle)

Thermal correction to Energy= 0.322233

Thermal correction to Enthalpy= 0.323177

Thermal correction to Gibbs Free Energy= 0.247782

Sum of electronic and zero-point Energies= -1061.070806

Sum of electronic and thermal Energies= -1061.048435

Sum of electronic and thermal Enthalpies= -1061.047491

Sum of electronic and thermal Free Energies= -1061.122886

O 1.48525300 -2.68148300 -0.60895900

C 1.67901200 -1.46169300 -0.68258900

N 2.93877200 -0.92635300 -0.80591500

C 3.07146400 0.37864300 -0.79765200

N 4.30429500 0.91390000 -1.02530800

H 4.51515100 1.84936000 -0.71114500

H 5.06422700 0.24990800 -1.05050700

N 2.03842000 1.25106600 -0.62455500

C 0.79376400 0.73890400 -0.09196900

H -0.01758300 1.39086200 -0.41213700

N 0.58806700 -0.58000700 -0.61321400

C -0.76897300 -1.12272800 -0.71465400

H -0.66375200 -2.02015100 -1.32558700

O -1.56230100 -0.14388000 -1.41121700

C -1.52591500 -1.43732600 0.60096300

H -0.86622000 -1.47932500 1.46712000

H -2.02889900 -2.40526300 0.50914100

C -2.59458500 -0.34895600 0.69549000

H -2.19179700 0.54517700 1.19535100

O -3.74310500 -0.82112000 1.38023000

H -4.42891900 -0.14221800 1.29001400

C -2.84452000 -0.03446100 -0.78893500

H -3.53713200 -0.78880700 -1.19341000

C -3.39730400 1.35626900 -1.06224200

H -3.56849600 1.49612700 -2.13702000

H -2.67615200 2.11146700 -0.71872200

O -4.62507800 1.45112800 -0.32625200

H -5.04787500 2.29930800 -0.50599500

H 1.14806000 -0.04909000 1.70910700

O 0.77716000 0.78694200 1.34595300

H 1.65491600 2.44089200 1.77488100

H 1.93854500 3.96228000 2.01736100

O 2.19856100 3.20130900 1.48563300

H 2.24666200 2.20739700 -0.34902500

H 1.61263900 -2.41996400 1.45724900

O 1.58429100 -1.82271500 2.22930800

H 2.36382900 -2.03156600 2.75821800

B2-TS2(E= -1061.32731825)

Frequencies -- -1195.09

Zero-point correction= 0.294753 (Hartree/Particle)

Thermal correction to Energy= 0.315069

Thermal correction to Enthalpy= 0.316013

Thermal correction to Gibbs Free Energy= 0.245203

Sum of electronic and zero-point Energies= -1061.032565

Sum of electronic and thermal Energies= -1061.012249

Sum of electronic and thermal Enthalpies= -1061.011305

Sum of electronic and thermal Free Energies= -1061.082115

O 0.82648300 -2.95769300 0.04893400

C 1.34448700 -1.86123400 0.08652900

N 2.62583800 -1.58099300 0.41665600

C 3.17355600 -0.50599100 -0.11086300

N 4.45970700 -0.19409900 0.16219800

H 4.71442800 0.78866800 0.13946100

H 4.92350100 -0.78899400 0.83440700

N 2.50329900 0.27096900 -1.01787300

C 1.11818600 0.62189200 -0.66435600

H 0.60036900 0.89168800 -1.58525000

N 0.43403600 -0.66126500 -0.12795500

C -0.83787000 -1.05058200 -0.89976900

H -0.50001700 -1.66433800 -1.73657700

O -1.44757300 0.12116200 -1.39892600

C -1.87887400 -1.74376400 -0.01487800

H -1.43640200 -2.30134800 0.80881900

H -2.45107500 -2.44761400 -0.62812600

C -2.80197600 -0.60482200 0.42416000

H -2.40390600 -0.11357100 1.32036100

O -4.11259100 -1.09433300 0.66565400

H -4.65941500 -0.33383100 0.91216900

C -2.72856500 0.35748300 -0.77356600

H -3.52022500 0.09734900 -1.48850700

C -2.83641200 1.82765400 -0.39601000

H -2.76703700 2.46110300 -1.29001900

H -2.02357500 2.08994800 0.29229200

O -4.11892000 1.96590800 0.23349500

H -4.20517000 2.85702300 0.59290700

H 0.53152300 1.22862800 1.27931000

O 1.06790700 1.62520000 0.26446100

H 2.64670200 2.50669400 0.31581300

H 3.72059300 3.65353200 0.20435700

O 3.59779100 2.70043700 0.12969900

H 3.01407300 1.09264400 -1.32908800

H 0.12874400 -0.31936000 0.96243300

O -0.08709800 0.50655100 2.01221400

H 0.40353900 0.27782000 2.81232800

B2-PC (E= -1061.33543144)

Zero-point correction= 0.299908 (Hartree/Particle)

Thermal correction to Energy= 0.321504

Thermal correction to Enthalpy= 0.322448

Thermal correction to Gibbs Free Energy= 0.247950

Sum of electronic and zero-point Energies= -1061.035523

Sum of electronic and thermal Energies= -1061.013927

Sum of electronic and thermal Enthalpies= -1061.012983

Sum of electronic and thermal Free Energies= -1061.087481

O 0.84010100 -2.98988100 0.12732200

C 1.36618500 -1.89917100 0.12551500

N 2.63497800 -1.58766100 0.42468900

C 3.17287000 -0.50733100 -0.11760700

N 4.44621600 -0.17725400 0.18610200

H 4.69065800 0.80830100 0.14623100

H 4.89941900 -0.75362300 0.88124000

N 2.51892000 0.23775800 -1.05458700

C 1.12586000 0.66357500 -0.72184400

H 0.60481700 0.83176400 -1.66901400

N 0.42309000 -0.68395000 -0.13577600

C -0.84118400 -1.11166600 -0.89923300

H -0.48388100 -1.75561400 -1.70341700

O -1.45682800 0.02938100 -1.45378000

C -1.88221600 -1.76973200 0.01065100

H -1.44108100 -2.31667700 0.84268000

H -2.47355800 -2.47617200 -0.58128400

C -2.77771100 -0.60027200 0.42761300

H -2.34926300 -0.07655500 1.29188500

O -4.08636600 -1.05864700 0.72675300

H -4.61650400 -0.27864900 0.94822100

C -2.72192200 0.30860600 -0.81252500

H -3.53082300 0.02453500 -1.49833700

C -2.80747200 1.79496000 -0.49770700

H -2.76362400 2.38720000 -1.42095800

H -1.97027000 2.08256800 0.14987700

O -4.06822200 1.97037200 0.16598900

H -4.13042400 2.87248200 0.50218600

H 0.34602100 1.30365000 1.62303600

O 1.06678400 1.63891700 0.15342000

H 2.61176500 2.47442300 0.23134300

H 3.66965200 3.64305200 0.12955500

O 3.57457300 2.68442600 0.10204500

H 3.04658900 1.04523400 -1.37654600

H 0.13685500 -0.37363000 0.81841400

O -0.18572800 0.73751600 2.25049800

H 0.31025800 0.66497500 3.07473600

B-PATH 3

B3-RC (E= -1061.38288779)

Zero-point correction= 0.296864 (Hartree/Particle)

Thermal correction to Energy= 0.320417

Thermal correction to Enthalpy= 0.321361

Thermal correction to Gibbs Free Energy= 0.242107

Sum of electronic and zero-point Energies= -1061.086024

Sum of electronic and thermal Energies= -1061.062471

Sum of electronic and thermal Enthalpies= -1061.061527

Sum of electronic and thermal Free Energies= -1061.140781

O 0.80755100 -2.78739500 -0.40680400

C 1.10473400 -1.61952300 -0.61568900

N 2.37013100 -1.11829200 -0.65800400

C 2.55448800 0.17894100 -0.87856200

N 3.81378400 0.65396800 -0.92040000

H 3.94476300 1.65496700 -0.83256200

H 4.54299500 0.05206700 -0.55795700

N 1.55249700 1.10852700 -1.08782900

C 0.33814200 0.62495100 -1.04415000

H -0.50652300 1.28603900 -1.20138600

N 0.04439000 -0.66837000 -0.82684300

C -1.34603400 -1.19996000 -0.78622500

H -1.33579500 -2.08459100 -1.42599900

O -2.21696900 -0.21183000 -1.32373700

C -1.83813600 -1.51605200 0.63855100

H -1.01706800 -1.64224900 1.34423100

H -2.42196400 -2.44127800 0.63029300

C -2.77122900 -0.34875900 0.96812700

H -2.20095500 0.50325400 1.37110900

O -3.77118100 -0.75031500 1.88380500

H -4.39066500 -0.01113600 1.97972600

C -3.31567300 0.01458900 -0.42275900

H -4.14420700 -0.66603800 -0.66500000

C -3.78127000 1.45543400 -0.57062200

H -4.17311000 1.63117100 -1.58044300

H -2.93563700 2.13637900 -0.39636500

O -4.79735700 1.63914500 0.42110900

H -5.17638500 2.52301000 0.34357100

H 2.96627300 1.76998300 1.83187500

O 2.68753600 0.97835000 2.31679500

H 3.35059400 0.29213400 2.12879500

H 3.66418400 -1.62044600 0.68910700

O 4.36595500 -1.30852200 1.30220400

H 4.65789800 -2.07229400 1.81349200

H 2.76577900 4.17912700 0.26204900

O 2.93398700 3.23086800 0.21501300

H 2.19790800 2.81893100 -0.28209500

B3-TS1(E= -1061.32568946)

Frequencies -- -1009.29

Zero-point correction= 0.294137 (Hartree/Particle)

Thermal correction to Energy= 0.314592

Thermal correction to Enthalpy= 0.315536

Thermal correction to Gibbs Free Energy= 0.243802

Sum of electronic and zero-point Energies= -1061.031552

Sum of electronic and thermal Energies= -1061.011098

Sum of electronic and thermal Enthalpies= -1061.010154

Sum of electronic and thermal Free Energies= -1061.081888

O 1.29288600 -2.81401400 -0.46177600

C 1.51852900 -1.60918600 -0.51012100

N 2.79951600 -1.08448200 -0.64350000

C 2.88526900 0.24255000 -0.99298700

N 4.08190800 0.61476800 -1.52160500

H 4.18557500 1.55779800 -1.86271400

H 4.66640300 -0.11009900 -1.90801500

N 1.96010300 1.16527100 -0.78786400

C 0.87103000 0.66894100 -0.03929800

H 0.00798000 1.32875100 -0.08053200

N 0.49280700 -0.66410600 -0.33074600

C -0.88925600 -1.09158800 -0.24384100

H -0.88910800 -2.12838900 -0.58599400

O -1.65932900 -0.27362800 -1.14964000

C -1.58349000 -0.96179200 1.14176700

H -0.91615400 -0.53204700 1.88990900

H -1.90938700 -1.94432000 1.49451000

C -2.82071200 -0.09202800 0.88175200

H -2.61539200 0.95987800 1.13641500

O -3.93645800 -0.56154800 1.62006700

H -4.70819000 -0.05576700 1.32245100

C -2.98930200 -0.20946500 -0.64528500

H -3.53747300 -1.14050900 -0.86320800

C -3.70337000 0.96400600 -1.29652300

H -3.81934500 0.79189200 -2.37374700

H -3.11343400 1.87901900 -1.14654200

O -4.97932500 1.06437500 -0.64761400

H -5.49899400 1.76565300 -1.05820400

H 1.54202300 1.64188600 1.65829700

O 1.25678800 0.71012200 1.49713600

H 2.23572300 -0.09171800 1.77078700

H 3.21010500 -1.09829300 0.76843600

O 3.13664400 -0.81785400 1.83283500

H 2.94741100 -1.60268800 2.36732000

H 1.89357200 4.10342400 0.89117100

O 2.25823600 3.21949200 1.01622200

H 2.29062600 2.77119900 0.13502800

B3-INT(E= -1061.36992405)

Zero-point correction= 0.299173 (Hartree/Particle)

Thermal correction to Energy= 0.322009

Thermal correction to Enthalpy= 0.322954

Thermal correction to Gibbs Free Energy= 0.245010

Sum of electronic and zero-point Energies= -1061.070751

Sum of electronic and thermal Energies= -1061.047915

Sum of electronic and thermal Enthalpies= -1061.046970

Sum of electronic and thermal Free Energies= -1061.124914

O 1.50717500 -2.84182300 -0.55069700

C 1.59997600 -1.62182600 -0.55525700

N 2.84613400 -1.00000400 -0.68468600

C 2.99344500 0.36514500 -0.79670000

N 4.27165800 0.80237800 -1.02546900

H 4.36247100 1.79426900 -1.19126700

H 4.89370100 0.21332100 -1.56015400

N 2.00360100 1.19273900 -0.69770500

C 0.75965000 0.66307800 -0.19152300

H -0.06212300 1.21441300 -0.65158900

N 0.54702400 -0.74367900 -0.48657600

C -0.80812900 -1.30486500 -0.49719200

H -0.70389000 -2.28707100 -0.96030900

O -1.62418600 -0.45957400 -1.32397300

C -1.52266900 -1.40580700 0.87217300

H -0.83086400 -1.27442000 1.70361100

H -2.00521700 -2.38362200 0.96633300

C -2.60969100 -0.33259800 0.81419100

H -2.21212800 0.63364800 1.15795500

O -3.73618400 -0.70903000 1.58854200

H -4.43203700 -0.05637100 1.41792800

C -2.89356100 -0.25850200 -0.69595600

H -3.58844400 -1.07023000 -0.96126600

C -3.46365500 1.06959600 -1.17078500

H -3.65610500 1.04021600 -2.25073500

H -2.74301300 1.87282000 -0.96212100

O -4.67804700 1.26756900 -0.43390000

H -5.10690100 2.08086900 -0.72567800

H 0.80354000 1.78950500 1.41154600

O 0.68272700 0.83342200 1.23775200

H 2.02424500 -0.14507800 2.21317300

H 3.63935600 -1.59543000 -0.48879900

O 2.78288900 -0.68177100 2.51053900

H 2.46380700 -1.20641400 3.25383000

H 1.21398100 4.31858500 0.43602100

O 1.56715000 3.50320400 0.81039100

H 1.91631100 2.95964900 0.06963500

B3-TS2(E= -1061.34240855)

Frequencies -- -842.723

Zero-point correction= 0.294890 (Hartree/Particle)

Thermal correction to Energy= 0.316041

Thermal correction to Enthalpy= 0.316985

Thermal correction to Gibbs Free Energy= 0.243418

Sum of electronic and zero-point Energies= -1061.047519

Sum of electronic and thermal Energies= -1061.026367

Sum of electronic and thermal Enthalpies= -1061.025423

Sum of electronic and thermal Free Energies= -1061.098990

O 1.42376000 -2.91407200 -0.30227600

C 1.53404600 -1.70250500 -0.42195000

N 2.83089200 -1.13036100 -0.43998500

C 3.06570900 0.19439200 -0.58462900

N 4.33710400 0.65546600 -0.50371200

H 4.43078000 1.65130700 -0.34533700

H 5.01853700 0.08426700 -0.02469200

N 2.07416400 1.00403000 -0.88735400

C 0.68889800 0.63290100 -0.50799800

H 0.02920500 1.06620200 -1.26402800

N 0.51306200 -0.81746500 -0.57782600

C -0.85600400 -1.38696500 -0.58746600

H -0.75528000 -2.35607500 -1.07910100

O -1.68336300 -0.53098600 -1.37122200

C -1.52415200 -1.52081900 0.79647400

H -0.79522700 -1.49419200 1.60721100

H -2.06956400 -2.46860400 0.85043800

C -2.53323600 -0.37347500 0.83980300

H -2.05486400 0.53941300 1.21532100

O -3.65482900 -0.72106700 1.63873600

H -4.29257300 0.00456400 1.56547500

C -2.88115400 -0.20214200 -0.64965000

H -3.67956700 -0.91311100 -0.90844200

C -3.31130600 1.20556900 -1.03459200

H -3.54070200 1.25854400 -2.10679600

H -2.50008800 1.91012200 -0.80693900

O -4.47424200 1.49007100 -0.24437900

H -4.77812900 2.38700800 -0.42806000

H 0.92541600 2.18351500 0.71537000

O 0.42779900 1.15046000 0.75051400

H 1.58804200 0.40156900 1.98096000

H 3.55982200 -1.76662300 -0.14720700

O 2.34406800 -0.06126300 2.40661100

H 2.39782500 0.28830500 3.30342900

H 1.46424000 3.97070200 0.14198400

O 1.80549000 3.10108400 0.38115600

H 2.15929300 2.07584800 -0.58052700

B3-PC(E= -1061.35593185)

Zero-point correction= 0.299415 (Hartree/Particle)

Thermal correction to Energy= 0.321784

Thermal correction to Enthalpy= 0.322728

Thermal correction to Gibbs Free Energy= 0.245522

Sum of electronic and zero-point Energies= -1061.056517

Sum of electronic and thermal Energies= -1061.034148

Sum of electronic and thermal Enthalpies= -1061.033204

Sum of electronic and thermal Free Energies= -1061.110410

O 1.38909000 -2.98846200 -0.13132000

C 1.46589700 -1.78284700 -0.32918300

N 2.76426200 -1.21552700 -0.49488000

C 3.00485800 0.08062600 -0.77192900

N 4.28167800 0.53026000 -0.84291400

H 4.40267800 1.52483900 -0.69605000

H 4.99477400 -0.03477800 -0.40227400

N 1.97256500 0.85847800 -1.04408600

C 0.63796900 0.58590500 -0.32181500

H -0.11457300 1.02143100 -0.99270000

N 0.44351300 -0.89898800 -0.43551500

C -0.91770000 -1.42998900 -0.27748800

H -0.84602900 -2.48642400 -0.53990400

O -1.76378800 -0.75507400 -1.21917300

C -1.55879400 -1.23404600 1.11619300

H -0.81484300 -0.99470300 1.87564700

H -2.09049900 -2.14510000 1.40928900

C -2.58146200 -0.11885200 0.90448700

H -2.09921200 0.86039400 1.03029100

O -3.67693000 -0.25671500 1.79684000

H -4.33649900 0.40549900 1.54129900

C -2.96538800 -0.32331200 -0.57094800

H -3.73432300 -1.10910500 -0.62658900

C -3.47022400 0.92768100 -1.27401900

H -3.72658700 0.70430900 -2.31755300

H -2.68579700 1.69699600 -1.25862200

O -4.62525400 1.35970900 -0.54027300

H -4.99526200 2.14882300 -0.95362200

H 1.37902800 2.65745200 0.69613000

O 0.65912900 1.06754600 0.90235600

H 2.01725100 0.50817700 1.85012600

H 3.50746000 -1.82145300 -0.17500000

O 2.89003700 0.17541700 2.18953700

H 2.89066100 0.33422800 3.14002700

H 1.56427900 4.20397300 0.40408500

O 1.95357300 3.33652200 0.24715800

H 2.15557400 1.86334100 -1.07561300

B-PATH 4

B4-RC(E= -1061.38216398)

Zero-point correction= 0.296221 (Hartree/Particle)

Thermal correction to Energy= 0.320370

Thermal correction to Enthalpy= 0.321314

Thermal correction to Gibbs Free Energy= 0.239201

Sum of electronic and zero-point Energies= -1061.085943

Sum of electronic and thermal Energies= -1061.061794

Sum of electronic and thermal Enthalpies= -1061.060850

Sum of electronic and thermal Free Energies= -1061.142963

O 1.75385800 0.85313100 1.65530600

C 1.65702600 -0.15788200 0.96194900

N 2.71890500 -0.90897800 0.55173300

C 2.48739000 -1.99717100 -0.17336300

N 3.53961400 -2.74553600 -0.56483400

H 3.37019000 -3.59623000 -1.07774900

H 4.46007000 -2.53881000 -0.21170100

N 1.26199300 -2.45582000 -0.58823400

C 0.25666500 -1.71617900 -0.20640200

H -0.75020400 -2.00707600 -0.48395700

N 0.36575600 -0.60507500 0.54954700

C -0.82094800 0.20436100 0.92797800

H -0.54277600 0.68247100 1.86773200

O -1.90805300 -0.69853200 1.12671300

C -1.25892600 1.22504500 -0.14596800

H -0.49583300 1.36369400 -0.91449400

H -1.45117600 2.19565100 0.32013000

C -2.58294300 0.66187800 -0.67519100

H -2.40600500 -0.02111500 -1.52192200

O -3.45379400 1.70641200 -1.06369900

H -4.30549400 1.30322000 -1.29051100

C -3.09078200 -0.14828600 0.52940700

H -3.58720900 0.53913700 1.23011700

C -4.03338100 -1.29105800 0.18334700

H -4.36605800 -1.80371400 1.09471500

H -3.51301200 -2.01661300 -0.45838200

O -5.13606000 -0.69469800 -0.50952700

H -5.79679000 -1.36748800 -0.71334900

H 1.62006000 2.59670000 -1.05312300

O 1.74886800 1.87989400 -1.70175000

H 2.69191900 1.65710900 -1.61576600

H 4.04425800 0.44588100 -0.12750500

O 4.39783900 1.14600800 -0.71195300

H 5.20411000 0.79906100 -1.11034000

H 2.22087300 4.06266800 0.90579000

O 1.48064400 3.48052200 0.69669700

H 1.64816000 2.64716800 1.17797800

B4-TS1(E= -1061.31864665)

Frequencies -- -1057.82

Zero-point correction= 0.294442 (Hartree/Particle)

Thermal correction to Energy= 0.314661

Thermal correction to Enthalpy= 0.315605

Thermal correction to Gibbs Free Energy= 0.245285

Sum of electronic and zero-point Energies= -1061.024204

Sum of electronic and thermal Energies= -1061.003986

Sum of electronic and thermal Enthalpies= -1061.003041

Sum of electronic and thermal Free Energies= -1061.073361

O 1.71014100 0.97768400 2.10510500

C 1.66717700 0.13751500 1.19401400

N 2.72051600 -0.68096100 0.86669900

C 2.47051800 -1.64549900 -0.10124800

N 3.35611000 -2.69169900 -0.08902400

H 3.13739300 -3.46189600 -0.70529700

H 3.76705600 -2.91905500 0.80490900

N 1.58945800 -1.56127300 -1.06412100

C 0.84971100 -0.36545700 -0.98384300

H -0.04168500 -0.39184300 -1.60540600

N 0.54633500 0.05682700 0.34630000

C -0.76540000 0.49291800 0.76188400

H -0.61925900 0.96639300 1.73513200

O -1.59332300 -0.68531700 0.92964600

C -1.54941800 1.42338300 -0.20473500

H -0.95884700 1.74713800 -1.06287600

H -1.86583900 2.32665700 0.32376200

C -2.79504300 0.62310300 -0.59730400

H -2.61115600 0.04193000 -1.51556200

O -3.91036400 1.47867600 -0.77593300

H -4.68940900 0.91049800 -0.87853100

C -2.93282500 -0.35341000 0.58336300

H -3.44089000 0.16903600 1.41057700

C -3.68213300 -1.63513900 0.25518500

H -3.76862800 -2.26752600 1.14745500

H -3.13290300 -2.18813200 -0.51883500

O -4.97592500 -1.23154200 -0.21966800

H -5.50455000 -2.01214900 -0.42389000

H 1.43029200 1.63199200 -1.22520100

O 1.71225700 0.77559600 -1.63179000

H 2.95635700 0.73502300 -1.29494900

H 3.67863500 0.13965900 0.11984800

O 3.99129000 0.72956300 -0.76339200

H 4.65740800 0.23923600 -1.26613400

H 1.93949100 3.75664000 0.12304700

O 1.37806400 2.97241000 0.10632900

H 1.50694700 2.51509800 0.96669600

B4-INT(E= -1061.36413132)

Zero-point correction= 0.298733 (Hartree/Particle)

Thermal correction to Energy= 0.320951

Thermal correction to Enthalpy= 0.321895

Thermal correction to Gibbs Free Energy= 0.245478

Sum of electronic and zero-point Energies= -1061.065399

Sum of electronic and thermal Energies= -1061.043180

Sum of electronic and thermal Enthalpies= -1061.042236

Sum of electronic and thermal Free Energies= -1061.118653

O 1.44410800 0.81025800 2.52217300

C 1.47297200 0.14275800 1.48615900

N 2.60531600 -0.58879800 1.14280500

C 2.61043700 -1.49067400 0.07997500

N 3.62124700 -2.42764300 0.10045000

H 3.73036600 -2.88452600 -0.79629900

H 4.50334100 -2.12883200 0.49594100

N 1.70806300 -1.49209600 -0.83324000

C 0.77477800 -0.40066100 -0.79117000

H -0.15951900 -0.72146100 -1.25281900

N 0.46154600 0.05770800 0.56614100

C -0.88240600 0.48093000 0.92559900

H -0.79840300 0.89692800 1.93134500

O -1.70934100 -0.70054900 0.96387000

C -1.58326300 1.47014900 -0.04183900

H -0.91361600 1.84863700 -0.81425400

H -1.97010400 2.32613200 0.51873700

C -2.77195200 0.68698900 -0.60841600

H -2.49179200 0.18001300 -1.54503900

O -3.87952900 1.54290300 -0.82877000

H -4.63098400 0.97909100 -1.06824900

C -3.01093300 -0.37168800 0.48239100

H -3.62233800 0.08108100 1.27938700

C -3.68093700 -1.64473000 -0.01097400

H -3.84361000 -2.34024100 0.82177200

H -3.03579700 -2.12985000 -0.75605900

O -4.92692400 -1.23702700 -0.59530700

H -5.40216600 -2.01147500 -0.91925100

H 1.46684500 1.45928400 -0.97578700

O 1.28402700 0.69742100 -1.56711800

H 3.13910100 0.46758600 -2.08187200

H 3.31791200 -0.61166700 1.85997700

O 4.11316100 0.54447000 -2.09771200

H 4.35766100 0.57415400 -3.02994900

H 2.73546800 3.23510200 0.10631700

O 1.85761800 2.85488800 0.23883400

H 1.80729100 2.59849800 1.17491000

B4-TS2(E= -1061.31524557)

Frequencies -- -1230.89

Zero-point correction= 0.293289 (Hartree/Particle)

Thermal correction to Energy= 0.314376

Thermal correction to Enthalpy= 0.315320

Thermal correction to Gibbs Free Energy= 0.242825

Sum of electronic and zero-point Energies= -1061.021957

Sum of electronic and thermal Energies= -1061.000869

Sum of electronic and thermal Enthalpies= -1060.999925

Sum of electronic and thermal Free Energies= -1061.072420

O -1.88753200 -1.00450100 2.34383400

C -1.54444600 -0.37790200 1.36267800

N -1.95090800 0.89705600 1.08894500

C -1.51586900 1.65780200 -0.01024600

N -1.75081800 3.00901100 0.10566700

H -1.70310500 3.48364700 -0.78687200

H -2.55100400 3.28721900 0.65799400

N -0.87845100 1.16574300 -1.00415400

C -0.84895600 -0.25884600 -1.10296700

H 0.05765000 -0.57220200 -1.63251000

N -0.64051700 -0.94886100 0.37220200

C 0.73943500 -1.11814100 0.94710500

H 0.57967700 -1.66247700 1.88252200

O 1.28845800 0.15729800 1.23862000

C 1.71876100 -1.83986900 0.00842300

H 1.22072000 -2.42815600 -0.76472700

H 2.34231500 -2.52121700 0.59557400

C 2.61445600 -0.71946000 -0.53021800

H 2.18706100 -0.27620700 -1.44104600

O 3.91631000 -1.21008200 -0.79494500

H 4.45940600 -0.45099600 -1.05654800

C 2.57155400 0.31354600 0.61126600

H 3.36634700 0.07015500 1.33080400

C 2.72088200 1.75376900 0.14485700

H 2.70239600 2.43869800 1.00199800

H 1.89362300 2.00377900 -0.53150700

O 3.98636900 1.80701600 -0.53141000

H 4.12226400 2.69074500 -0.89375200

H -1.95135900 -2.01949600 -1.28943500

O -1.98445400 -0.79265600 -1.59586100

H -3.50273200 0.17193100 -1.30478400

H -2.63621500 1.26916500 1.73423900

O -4.24668200 0.73807900 -0.99539700

H -4.85981600 0.79681000 -1.73680800

H -2.38582200 -3.42645200 -0.29267700

O -1.63019600 -2.96480000 -0.67830000

H -1.06964500 -2.02380900 0.11119300

B4-PC(E= -1061.36261155)

Zero-point correction= 0.297214 (Hartree/Particle)

Thermal correction to Energy= 0.320892

Thermal correction to Enthalpy= 0.321836

Thermal correction to Gibbs Free Energy= 0.243591

Sum of electronic and zero-point Energies= -1061.065398

Sum of electronic and thermal Energies= -1061.041719

Sum of electronic and thermal Enthalpies= -1061.040775

Sum of electronic and thermal Free Energies= -1061.119020

O 2.02539700 0.43109600 2.20667600

C 1.52033800 -0.22523300 1.29960900

N 2.36572700 -1.07773800 0.52954500

C 2.52417900 -1.11703800 -0.85509100

N 3.44653400 -2.02541100 -1.25463800

H 3.64252900 -2.08588700 -2.24195200

H 3.78428300 -2.75082900 -0.64173700

N 1.86956200 -0.45631500 -1.77139600

C 1.36245300 0.79587900 -1.64462900

H 0.57393200 1.00794500 -2.37729300

N 0.18925100 -0.23731700 1.04872200

C -0.61000600 -1.17193500 0.27501800

H 0.04795800 -1.97158600 -0.06719600

O -1.17300700 -0.52274400 -0.87569400

C -1.81552900 -1.69767400 1.07341000

H -1.59959600 -1.79778100 2.13887500

H -2.12627300 -2.67301400 0.68338100

C -2.90463800 -0.67721300 0.74919100

H -2.77530500 0.23093400 1.35877700

O -4.19614900 -1.21909900 0.95329100

H -4.83123800 -0.56340100 0.62613800

C -2.59356800 -0.35279300 -0.72293100

H -3.11698000 -1.08143900 -1.35819000

C -2.98288400 1.06133100 -1.13112200

H -2.76728100 1.22657200 -2.19478800

H -2.41804900 1.78632200 -0.53234700

O -4.39527800 1.15986700 -0.87654000

H -4.68380200 2.06918800 -1.02039100

H 0.35054300 2.51564800 0.18861400

O 1.74422200 1.68313900 -0.86583600

H 3.64308300 1.70453000 0.01688200

H 3.24793800 -1.17980000 1.02242000

O 4.33379900 1.45831800 0.65478200

H 3.82533700 1.32080100 1.46971400

H -0.11353600 3.34995600 1.40718000

O -0.40158200 2.65964200 0.79746600

H -0.28235300 0.57560700 1.44239700

B-PATH 5

B5-RC(E= -1061.38104444)

Zero-point correction= 0.296426 (Hartree/Particle)

Thermal correction to Energy= 0.320351

Thermal correction to Enthalpy= 0.321295

Thermal correction to Gibbs Free Energy= 0.241340

Sum of electronic and zero-point Energies= -1061.084619

Sum of electronic and thermal Energies= -1061.060693

Sum of electronic and thermal Enthalpies= -1061.059749

Sum of electronic and thermal Free Energies= -1061.139705

O -1.39072800 1.97052700 -1.47126700

C -1.56309300 0.77342300 -1.23469600

N -2.76760900 0.15328800 -1.20834800

C -2.83059500 -1.07983200 -0.73851300

N -4.03373200 -1.69238600 -0.69943000

H -4.12715100 -2.55561100 -0.18732700

H -4.85374200 -1.13063200 -0.87152100

N -1.76765000 -1.83389700 -0.27937700

C -0.60005000 -1.26332000 -0.43447100

H 0.29712400 -1.79612300 -0.13944800

N -0.41851400 -0.03874000 -0.95633800

C 0.91549800 0.59360300 -1.04809700

H 0.85122800 1.27022100 -1.90240800

O 1.86060600 -0.44611400 -1.30011400

C 1.36727400 1.32626100 0.23742800

H 0.57370600 1.34822500 0.98651600

H 1.66126300 2.35225600 0.00030800

C 2.60779800 0.54918700 0.69828000

H 2.33036200 -0.22170300 1.43416900

O 3.57217000 1.42765100 1.24992300

H 4.36435100 0.90340800 1.44186600

C 3.07122600 -0.13455800 -0.60006400

H 3.67360400 0.58273200 -1.17773500

C 3.85937100 -1.41999800 -0.40243400

H 4.17242300 -1.83132800 -1.37033100

H 3.22891300 -2.16167200 0.10880000

O 4.99045400 -1.06774700 0.40279000

H 5.56371900 -1.83557100 0.51442300

H -2.02325500 1.49860900 1.80508600

O -1.46389600 0.72640100 2.01656700

H -2.03534400 0.04006300 2.39709600

H -2.43155800 2.84311800 -0.05700100

O -2.73867600 3.01449300 0.85459400

H -2.41992300 3.89575500 1.08226400

H -2.20163600 -2.20670500 1.68151100

O -2.63270600 -1.95797700 2.52075000

H -2.25391000 -2.51935700 3.20764100

B5-TS1(E= -1061.30500227)

Frequencies -- -1069.61

Zero-point correction= 0.293651 (Hartree/Particle)

Thermal correction to Energy= 0.314096

Thermal correction to Enthalpy= 0.315041

Thermal correction to Gibbs Free Energy= 0.243734

Sum of electronic and zero-point Energies= -1061.011351

Sum of electronic and thermal Energies= -1060.990906

Sum of electronic and thermal Enthalpies= -1060.989962

Sum of electronic and thermal Free Energies= -1061.061268

O 0.93704100 -2.28996300 1.87389500

C 1.37614400 -1.60975200 0.95927300

N 2.41934200 -1.85704200 0.17832700

C 2.73818700 -0.98333300 -0.79947200

N 3.84069400 -1.33683400 -1.52335900

H 4.01901400 -0.87148400 -2.39875700

H 4.18640900 -2.27471300 -1.39072200

N 2.13339100 0.14929000 -1.14265300

C 1.05295400 0.58611900 -0.36924800

H 0.17571600 0.80581800 -0.98014000

N 0.65348800 -0.26030500 0.77778600

C -0.80314900 -0.39689800 0.94708800

H -0.92844800 -1.10364400 1.77038400

O -1.35426500 -0.96581500 -0.24961200

C -1.58967400 0.91737400 1.19369600

H -0.98214700 1.80798000 1.02183200

H -1.97407000 0.95158100 2.21733400

C -2.77629500 0.84282500 0.21537400

H -2.60248100 1.50206500 -0.64842000

O -3.98445600 1.20107200 0.86454700

H -4.70436900 1.04063300 0.23525800

C -2.73686200 -0.62480700 -0.25950000

H -3.29401600 -1.23959700 0.46559700

C -3.29661600 -0.85113700 -1.65381300

H -3.27820700 -1.91860400 -1.90464900

H -2.68770900 -0.30424500 -2.38702100

O -4.63943100 -0.34641600 -1.62286400

H -5.07427400 -0.52427600 -2.46536100

H 1.71288600 1.81049300 1.48506800

O 1.38531200 1.96137100 0.23464600

H 2.03222000 2.40725000 -0.37950100

H 1.18837900 0.41767000 1.93333900

O 1.75531100 1.22826600 2.45413400

H 1.25396200 1.62645000 3.18007300

H 2.94839900 1.62168900 -1.78241500

O 3.14523800 2.59327900 -1.66816700

H 2.93418200 3.04246900 -2.49562000

B5-INT1(E= -1061.33334998)

Zero-point correction= 0.298278 (Hartree/Particle)

Thermal correction to Energy= 0.320227

Thermal correction to Enthalpy= 0.321171

Thermal correction to Gibbs Free Energy= 0.246408

Sum of electronic and zero-point Energies= -1061.035072

Sum of electronic and thermal Energies= -1061.013123

Sum of electronic and thermal Enthalpies= -1061.012179

Sum of electronic and thermal Free Energies= -1061.086942

O 1.15143200 -3.07987600 0.18882600

C 1.62745100 -2.02007800 -0.11832700

N 2.67981600 -1.61068000 -0.75160500

C 3.00135400 -0.28228800 -0.85389200

N 4.26199400 -0.08063800 -1.34763800

H 4.65860000 0.84223900 -1.25985000

H 4.88969300 -0.86976400 -1.31495100

N 2.26655000 0.76186200 -0.57163800

C 0.89651500 0.56723100 -0.22467700

H 0.26312900 0.48893500 -1.11663800

N 0.66821400 -0.69216600 0.54649200

C -0.75306500 -1.15206700 0.69733200

H -0.65357700 -2.18111400 1.04909400

O -1.34567300 -1.14959200 -0.59525900

C -1.65540100 -0.30379400 1.61845000

H -1.09689800 0.39522800 2.23946800

H -2.23095900 -0.96823900 2.27076100

C -2.62681800 0.38684900 0.65760000

H -2.20727600 1.34258300 0.31584400

O -3.88549000 0.58582600 1.27898600

H -4.49007400 0.92140700 0.59988200

C -2.67027300 -0.60793400 -0.51485300

H -3.39134900 -1.40355100 -0.27457000

C -3.02500100 0.00812100 -1.85943000

H -3.05678800 -0.76416500 -2.63795800

H -2.26726000 0.75565000 -2.13279700

O -4.30905000 0.62108200 -1.68274800

H -4.61639400 0.98215100 -2.52286600

H 1.36231300 1.35337700 2.40871500

O 0.44551000 1.63587400 0.59706900

H 0.82427800 2.46732100 0.23048100

H 1.06145000 -0.55778800 1.49250300

O 1.66300600 0.58827100 2.93142700

H 1.64113900 0.83517300 3.86307800

H 2.47519200 2.58337900 -0.73306200

O 2.13626400 3.49653100 -0.54732500

H 2.08220400 3.96735400 -1.38744300

s1

TABLEs1.Comparison of the bond lengths (Å) between crystal structureand theoreticalgeometryof 5-azadC.

Crystal structure / HF / BHandHLYP / B3LYP / MP2
6-31+
G(d,p) / 6-311++
G(d,p) / 6-31+
G(d,p) / 6-311++
G(d,p) / 6-31+
G(d,p) / 6-311++G(d,p) / 6-31+G(d,p) / 6-311++G(d,p)
r (N5H6) / 1.007 / 0.992 / 0.991 / 0.998 / 0.997 / 1.007 / 1.005 / 1.007 / 1.008
r (N5H7) / 1.003 / 0.992 / 0.992 / 0.998 / 0.997 / 1.008 / 1.006 / 1.008 / 1.009
r (C4N3) / 1.356 / 1.301 / 1.298 / 1.308 / 1.304 / 1.322 / 1.318 / 1.322 / 1.317
r (N8C9) / 1.329 / 1.284 / 1.282 / 1.292 / 1.288 / 1.306 / 1.302 / 1.311 / 1.308
r (C9N11) / 1.412 / 1.336 / 1.335 / 1.337 / 1.335 / 1.348 / 1.346 / 1.351 / 1.349
r (N3C2) / 1.352 / 1.351 / 1.350 / 1.351 / 1.350 / 1.362 / 1.360 / 1.370 / 1.369
r (C2N11) / 1.416 / 1.417 / 1.418 / 1.423 / 1.424 / 1.445 / 1.446 / 1.435 / 1.436
r (N11C12) / 1.491 / 1.476 / 1.476 / 1.474 / 1.473 / 1.487 / 1.486 / 1.484 / 1.483
r (C12O14) / 1.442 / 1.399 / 1.398 / 1.407 / 1.405 / 1.425 / 1.423 / 1.426 / 1.418
r (O14C22) / 1.440 / 1.414 / 1.412 / 1.419 / 1.417 / 1.437 / 1.436 / 1.445 / 1.437
r (C22C18) / 1.528 / 1.528 / 1.528 / 1.525 / 1.524 / 1.537 / 1.536 / 1.527 / 1.528
r (C18C15) / 1.534 / 1.523 / 1.523 / 1.518 / 1.517 / 1.529 / 1.528 / 1.520 / 1.522
r (C18O20) / 1.427 / 1.391 / 1.390 / 1.397 / 1.396 / 1.414 / 1.413 / 1.417 / 1.410
r (C22C24) / 1.530 / 1.515 / 1.514 / 1.511 / 1.509 / 1.522 / 1.519 / 1.513 / 1.515
r (C24O27) / 1.433 / 1.407 / 1.406 / 1.415 / 1.414 / 1.433 / 1.432 / 1.436 / 1.430
Da / 0.033 / 0.034 / 0.030 / 0.031 / 0.022 / 0.024 / 0.022 / 0.023

5-azadC

a

TABLEs2. Comparison of the bond angles (degree) between crystal structure and theoretical geometryof 5-azadC.

5-azadC

Crystal structure / HF / BHandHLYP / B3LYP / MP2
6-31+G(d,p) / 6-311++G(d,p) / 6-31+G(d,p) / 6-311++G(d,p) / 6-31+G(d,p) / 6-311++G(d,p) / 6-31+G(d,p) / 6-311++G(d,p)
α (H6N5H7) / 119.3 / 121.0 / 121.0 / 121.1 / 121.1 / 121.0 / 121.0 / 118.7 / 118.5
α (H6N5C4) / 120.1 / 119.7 / 119.6 / 119.6 / 119.5 / 119.6 / 119.5 / 117.4 / 116.7
α (H7N5C4) / 120.6 / 119.2 / 119.2 / 119.2 / 119.2 / 119.2 / 119.2 / 117.1 / 116.5
α (N8C4N3) / 121.4 / 126.5 / 126.6 / 126.7 / 126.7 / 127.0 / 127.0 / 127.5 / 127.7
α (C4N3C2) / 119.4 / 118.8 / 118.8 / 118.8 / 118.9 / 118.7 / 118.9 / 118.3 / 118.4
α (N3C2N11) / 120.2 / 116.3 / 116.2 / 116.1 / 115.9 / 116.0 / 115.7 / 115.9 / 115.6
α (C2N11C9) / 118.1 / 119.5 / 119.5 / 119.8 / 119.8 / 119.8 / 119.9 / 120.2 / 120.3
α (N11C9N8) / 118.9 / 124.4 / 124.5 / 124.2 / 124.3 / 124.3 / 124.3 / 124.2 / 124.2
α (C9N8C4) / 122.0 / 114.4 / 114.3 / 114.3 / 114.3 / 115.9 / 115.9 / 113.6 / 113.4
α (O14C12C15) / 105.7 / 106.6 / 106.7 / 106.8 / 106.9 / 107.0 / 107.0 / 106.9 / 107.1
α (C12C15C18) / 103.0 / 103.5 / 103.4 / 103.3 / 103.4 / 103.5 / 103.6 / 102.4 / 102.1
α (C15C18C22) / 103.3 / 101.3 / 101.2 / 101.3 / 101.2 / 101.4 / 101.4 / 101.2 / 100.9
α (O14C22C24) / 112.0 / 108.6 / 108.7 / 109.0 / 109.1 / 108.9 / 108.9 / 108.9 / 108.9
α (C24O27H28) / 109.6 / 111.3 / 110.9 / 110.7 / 110.4 / 109.9 / 109.7 / 109.3 / 108.3
Da / 3.3 / 3.4 / 3.3 / 3.4 / 3.3 / 3.4 / 3.7 / 3.9

a

TABLEs3. Comparison of the torsion angles (degree) between crystal structure and theoretical geometryof 5-azadC.

5-azadC

Crystal structure / HF / BHandHLYP / B3LYP / MP2
6-31+G(d,p) / 6-311++G(d,p) / 6-31+G(d,p) / 6-311++G(d,p) / 6-31+G(d,p) / 6-311++G(d,p) / 6-31+G(d,p) / 6-311++G(d,p)
τ(O14C12N11C2) / -141.4 / -166.7 / -166.6 / -166.6 / -166.9 / -164.4 / -165.2 / -168.2 / -169.1
τ(H13C12N11C9) / 157.8 / 128.2 / 128.7 / 128.5 / 128.4 / 130.8 / 130.2 / 123.3 / 123.8
Da / 27.5 / 27.2 / 27.3 / 27.5 / 25.1 / 25.8 / 30.9 / 31.0

a

Figure s1. Potential energy surface (in kcal/mol) and optimized structures (in Å) in A-path 1 for directdecomposition mechanism of 5-azadC in the gas phase (top values, ΔG at the B3LYP/6-31+G(d,p) level; value in parentheses, ΔG at the MP2/6-311++G(d,p)// B3LYP/6-31+G(d,p) level).

s1

Figure s2. Potential energy surface (in kcal/mol) and optimized structures (in Å) in A-path 2for directdecomposition mechanism of 5-azadC in the gas phase.

s1

Figure s3. Potential energy surface (in kcal/mol) and optimized structures (in Å) in A-path 3for directdecomposition mechanism of 5-azadC in the gas phase.

Figure s4. Potential energy surface (in kcal/mol) and optimized structures (in Å) in A-path 4for directdecomposition mechanism of 5-azadC in the gas phase.

Figure s5. Potential energy surface (in kcal/mol) and optimized structures (in Å) in A-path 5for directdecomposition mechanism of 5-azadC in the gas phase.

s1