Jie Ying Gaoa,*, Ying Xueb, Chan Kyung Kim C

Supplementary Materials

Mechanism for the Decomposition of 5-Aza-2'-Deoxycytidine: A Theoretical StudyUsing Monte CarloSimulationplus Local Microhydration Model

Jie Ying Gaoa,*, Ying Xueb, Chan Kyung Kim c

a School of Public Health and Management,

ChongqingMedicalUniversity,Chongqing400016, P. R. China

bCollege of Chemistry,

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

SichuanUniversity, Chengdu 610064, P. R. China

cDepartment of Chemistry, InhaUniversity,

Incheon 402-751, Korea

s1

CONTENT

Path 1

1-RC

1-TS1 (Frequencies -- -1393.3633)

1-INT1

1-TS2 (Frequencies -- -1301.1622)

1-PC

Path 2

2-RC

2-TS1 (Frequencies -- -1117.2830)

2-PC

Path 3

3-RC

3-TS1(Frequencies -- -1410.7896)

3-INT1

3-TS2 (Frequencies -- -1281.1269)

3-PC

Path 4

4-RC

4-TS1(Frequencies -- -948.6350)

4-PC

s1

Path 1

1-RC

Zero-point correction= 0.323545 (Hartree/Particle)

Thermal correction to Energy= 0.349449

Thermal correction to Enthalpy= 0.350393

Thermal correction to Gibbs Free Energy= 0.264986

Sum of electronic and zero-point Energies= -1137.517455

Sum of electronic and thermal Energies= -1137.491551

Sum of electronic and thermal Enthalpies= -1137.490607

Sum of electronic and thermal Free Energies= -1137.576014

O -0.17178500 -0.09269900 1.04308000

C 0.07809300 -0.53512600 -0.09346900

N -0.84160800 -0.83580400 -1.08978400

C -2.08502000 -0.45235900 -0.97973300

N -2.98933700 -0.76377000 -1.93777600

H -3.97563800 -0.88332000 -1.67410300

H -2.62909100 -1.34550900 -2.68112200

N -2.57618200 0.29090600 0.09868300

C -3.69960100 1.05831900 0.06715500

H -4.11021500 1.23162000 -0.93427300

N 1.35518600 -0.85552600 -0.47945500

C 2.51524200 -0.53060700 0.28309400

H 2.18478400 -0.36085800 1.31217700

O 3.10361300 0.69362600 -0.22179500

C 3.64945400 -1.58157600 0.20449300

H 3.48620300 -2.26602200 -0.63292400

H 3.70444400 -2.17727600 1.11929000

C 4.93912400 -0.76066100 0.03112300

H 5.33282400 -0.87286200 -0.98974100

O 5.92411400 -1.15718200 0.97424200

H 6.67010500 -0.54568900 0.87867500

C 4.45184300 0.69271000 0.22897800

H 4.50404500 0.92591000 1.30566200

C 5.24315600 1.72964800 -0.54970000

H 4.86757800 2.73806300 -0.33626200

H 5.14225700 1.53418900 -1.62623900

O 6.60706200 1.58410400 -0.12614000

H 7.15750600 2.23745000 -0.57398900

O -4.22547700 1.53544300 1.07581300

H -1.93485700 0.30187000 0.90536100

H 1.46558400 -1.14517900 -1.44210200

O -5.65230900 -1.01918100 -0.80493300

H -5.60206300 -1.28713000 0.13193100

H -6.05506000 1.84300800 0.37099500

O -6.70824000 1.60665500 -0.31488000

H -6.22972800 -0.23211400 -0.79428400

H -7.56388400 1.93920700 -0.02034300

O -5.34427800 -0.97243000 2.06372800

H -4.97624700 -1.52151400 2.76605800

H -4.89030000 -0.11325500 2.10897800

1-TS1 (Frequencies -- -1393.3633)

Zero-point correction= 0.320069 (Hartree/Particle)

Thermal correction to Energy= 0.343234

Thermal correction to Enthalpy= 0.344178

Thermal correction to Gibbs Free Energy= 0.264910

Sum of electronic and zero-point Energies= -1137.470169

Sum of electronic and thermal Energies= -1137.447004

Sum of electronic and thermal Enthalpies= -1137.446060

Sum of electronic and thermal Free Energies= -1137.525328

O 0.33496500 -0.73190000 0.34033700

C 0.02188900 0.47421700 0.33124100

N 0.87128300 1.55746800 0.18469800

C 2.13590700 1.36613800 -0.10749100

N 2.94602100 2.45271100 -0.26596300

H 3.93041000 2.33923300 -0.04790900

H 2.51364300 3.33233600 -0.02249200

N 2.72050000 0.13733200 -0.29181200

C 3.97874900 -0.08275400 -0.85317300

H 4.24924200 0.62676700 -1.64235800

N -1.27686200 0.87969400 0.53549100

C -2.38564300 -0.01350800 0.55966000

H -1.98980300 -1.00986000 0.77788700

O -3.02089400 -0.04576700 -0.74448400

C -3.51357400 0.38956900 1.54140000

H -3.39924300 1.43080800 1.85637600

H -3.50268000 -0.23542200 2.43822300

C -4.81953200 0.16638100 0.75983000

H -5.27642100 1.13002300 0.49033700

O -5.73892900 -0.60783200 1.51718900

H -6.49540200 -0.79352000 0.94031500

C -4.33488000 -0.54044700 -0.52601800

H -4.31739100 -1.62619900 -0.33253400

C -5.18680200 -0.26124200 -1.75235200

H -4.80798600 -0.81955700 -2.61739300

H -5.15529600 0.81278500 -1.98216600

O -6.51886700 -0.67514600 -1.41157200

H -7.10326900 -0.54046200 -2.16702100

O 4.30609800 -1.33794800 -1.00730900

H 2.09162300 -0.65052600 -0.09498900

H -1.44938800 1.87033900 0.42840900

O 5.16102900 0.60142600 0.27447500

H 4.96574400 0.12851400 1.11110200

H 5.56833100 -1.29681500 -1.11088200

O 6.63553100 -0.84639100 -0.92343000

H 6.12250100 -0.03722800 -0.22785700

H 7.21151300 -1.44985300 -0.43551000

O 4.63273900 -1.76541900 1.76877900

H 3.99447000 -2.12578600 2.39635100

H 4.31273500 -1.99430400 0.87475500

1-INT1

Zero-point correction= 0.325793 (Hartree/Particle)

Thermal correction to Energy= 0.350876

Thermal correction to Enthalpy= 0.351820

Thermal correction to Gibbs Free Energy= 0.267320

Sum of electronic and zero-point Energies= -1137.500671

Sum of electronic and thermal Energies= -1137.475588

Sum of electronic and thermal Enthalpies= -1137.474644

Sum of electronic and thermal Free Energies= -1137.559143

O 0.30832500 -0.00462300 -0.86020000

C 0.02383100 -0.45484000 0.26671700

N 0.88902400 -0.70277100 1.31350300

C 2.16361100 -0.39063500 1.20382300

N 2.96005800 -0.58081200 2.29668400

H 3.95501700 -0.69916200 2.15213400

H 2.52418500 -1.08792900 3.05274200

N 2.76092600 0.11783800 0.08301900

N -1.26847800 -0.81556000 0.58670900

H 2.08577200 0.37881500 -0.64443100

H -1.42213000 -1.07506000 1.55193800

C -4.33075600 0.71942600 -0.29153500

O -3.01002000 0.73101400 0.23049000

C -2.39243300 -0.50192300 -0.22676600

C -3.52950500 -1.55214300 -0.18325400

C -4.82689200 -0.73078800 -0.09245300

H -4.32610100 0.93153300 -1.37409100

H -2.01925000 -0.34359300 -1.24303400

H -3.53761900 -2.16834700 -1.08615500

H -3.40788700 -2.21751900 0.67639800

H -5.27262400 -0.82425700 0.90879500

O -5.76380900 -1.14577800 -1.07696200

H -6.51076200 -0.52960900 -1.03311700

C -5.16364600 1.76948700 0.42343600

H -4.77790800 2.77429700 0.21107200

H -5.11995800 1.59466700 1.50733600

O -6.50425300 1.61514700 -0.06823700

H -7.07725600 2.27405700 0.34143500

H 3.45084300 -1.85054100 -1.44439900

C 4.05618200 0.76223200 0.09039000

H 4.13081300 1.51348500 0.88891000

O 4.18775900 1.32609600 -1.17409200

O 5.09534400 -0.16690400 0.38596000

H 5.06094700 1.76286800 -1.21068300

H 5.00719100 -0.91111900 -0.25756600

O 4.37932000 -2.13059900 -1.45030100

H 4.68101800 -2.01954800 -2.36150400

O 6.92069500 1.70502200 -0.66668800

H 7.56758300 2.25528300 -0.20999100

H 6.70818000 0.95091900 -0.08709700

1-TS2(Frequencies -- -1301.1622)

Zero-point correction= 0.320947 (Hartree/Particle)

Thermal correction to Energy= 0.343720

Thermal correction to Enthalpy= 0.344664

Thermal correction to Gibbs Free Energy= 0.265798

Sum of electronic and zero-point Energies= -1137.468218

Sum of electronic and thermal Energies= -1137.445445

Sum of electronic and thermal Enthalpies= -1137.444501

Sum of electronic and thermal Free Energies= -1137.523367

O 0.31889700 0.25370100 -0.87043600

C 0.02000200 -0.46994400 0.09414000

N 0.89058900 -0.99268300 1.04965700

C 2.17282500 -0.79529100 0.96199200

N 3.00321100 -1.22763200 1.92515900

H 4.00602300 -1.07771800 1.83186000

H 2.60401200 -1.70293200 2.71969200

N 2.83362700 -0.15788500 -0.14352100

N -1.26795100 -0.87019900 0.33288000

H 2.10470800 0.32465600 -0.70167600

H -1.41966600 -1.38417600 1.19067000

C -4.36846700 0.76925600 -0.08440800

O -3.03658700 0.67116400 0.40492400

C -2.39746400 -0.36430900 -0.37890500

C -3.50705000 -1.41077500 -0.64759000

C -4.82186800 -0.69198500 -0.29959100

H -4.38962300 1.28132600 -1.06076100

H -2.01844900 0.07820800 -1.30486100

H -3.51672900 -1.71848500 -1.69639000

H -3.35482100 -2.30514000 -0.03680800

H -5.23647300 -1.08173800 0.64184200

O -5.77161300 -0.84104400 -1.34428700

H -6.53661900 -0.29226300 -1.11368100

C -5.21260900 1.54705200 0.91072500

H -4.85626400 2.58160100 0.98948800

H -5.14358000 1.07189800 1.89909100

O -6.55672800 1.49815900 0.40951700

H -7.13798800 2.00578600 0.98821900

H 3.45906100 -0.99445300 -0.82023600

C 4.03080500 0.76317300 0.21927500

H 3.72239900 1.36391700 1.08830100

O 4.14219300 1.55648400 -0.93074700

O 5.11280900 -0.01111800 0.49434500

H 5.06320800 1.88906800 -0.96756600

H 5.04155900 -0.95571400 -0.43320800

O 4.50492500 -1.65641100 -1.14569900

H 4.78387900 -1.49190100 -2.05723600

O 6.91789100 1.74548400 -0.52152800

H 7.48642300 2.30580700 0.01921900

H 6.57126900 1.02663500 0.05228400

1-PC

Zero-point correction= 0.323386 (Hartree/Particle)

Thermal correction to Energy= 0.349845

Thermal correction to Enthalpy= 0.350789

Thermal correction to Gibbs Free Energy= 0.260339

Sum of electronic and zero-point Energies= -1137.523912

Sum of electronic and thermal Energies= -1137.497453

Sum of electronic and thermal Enthalpies= -1137.496509

Sum of electronic and thermal Free Energies= -1137.586959

O -0.14209200 -1.04090200 -1.38203100

C -0.32711800 -1.28745500 -0.17420100

N 0.60643300 -1.66637400 0.76461400

C 1.87327300 -1.79460600 0.41292300

N 2.75006200 -2.21489100 1.36314100

H 3.72045100 -2.39103000 1.13317600

H 2.36572100 -2.50312000 2.24786000

N 2.39995900 -1.48898400 -0.80529500

N -1.59694300 -1.23637800 0.37362900

H 1.69553300 -1.31815700 -1.52311000

H -1.64144700 -1.35319500 1.37701300

C -4.25302300 1.02193600 -0.21662600

O -2.90503700 0.70638800 0.09482300

C -2.71672900 -0.68239300 -0.30157400

C -4.06847400 -1.36873000 0.01854700

C -5.06511600 -0.21647000 0.22421000

H -4.38724800 1.14816600 -1.30458300

H -2.48909200 -0.70527100 -1.37135900

H -4.39623200 -2.00356300 -0.80897100

H -3.98099500 -1.99746400 0.90921900

H -5.32292700 -0.11537800 1.28903800

O -6.24702500 -0.41897100 -0.53931700

H -6.78099900 0.38499100 -0.45025300

C -4.64234700 2.30940300 0.48942800

H -4.04744200 3.14932700 0.10951200

H -4.45882800 2.20396100 1.56761400

O -6.04068500 2.50450700 0.22331200

H -6.33889900 3.31969300 0.64378000

H 3.31741200 -1.85252900 -1.03614800

C 4.54316900 1.31107300 -0.25288200

H 3.57915000 0.81459800 -0.42113100

O 4.43781200 2.62339000 -0.20700200

O 5.59908800 0.69097100 -0.12397000

H 5.33777900 3.02233700 -0.05262500

H 5.53819000 -1.13079100 -0.18252700

O 5.28455500 -2.07900400 -0.20283600

H 6.06264100 -2.57892900 -0.47552500

O 7.05728700 3.10879300 0.15853400

H 7.54688100 3.49321200 0.89613500

H 7.15072700 2.14161800 0.20920600

Path 2

2-RC

Zero-point correction= 0.323188 (Hartree/Particle)

Thermal correction to Energy= 0.349381

Thermal correction to Enthalpy= 0.350325

Thermal correction to Gibbs Free Energy= 0.264059

Sum of electronic and zero-point Energies= -1137.517500

Sum of electronic and thermal Energies= -1137.491308

Sum of electronic and thermal Enthalpies= -1137.490363

Sum of electronic and thermal Free Energies= -1137.576630

O -0.16959100 -0.08716400 1.04088600

C 0.07259700 -0.52293600 -0.09895500

N -0.85219700 -0.81231400 -1.09453200

C -2.09491400 -0.43101500 -0.97434000

N -3.00088500 -0.72558400 -1.93675600

H -3.98742100 -0.84850300 -1.67706700

H -2.64123700 -1.29707700 -2.68828100

N -2.58360700 0.29487400 0.11716200

C -3.70849800 1.05732400 0.10101400

H -4.12312500 1.24440700 -0.89624600

N 1.34706300 -0.84541900 -0.49401700

C 2.51075200 -0.53333700 0.26724600

H 2.18551300 -0.37623000 1.30003000

O 3.10126300 0.69639500 -0.22306800

C 3.64243400 -1.58510500 0.16969400

H 3.47968700 -2.25020500 -0.68332300

H 3.69298400 -2.20109000 1.07118300

C 4.93445900 -0.76361700 0.01679400

H 5.33547300 -0.86249600 -1.00258000

O 5.91262400 -1.17404900 0.96137700

H 6.65984800 -0.56215800 0.87915900

C 4.44794100 0.68790000 0.23143200

H 4.49718700 0.90697400 1.31125700

C 5.24301400 1.73382400 -0.53108100

H 4.86659400 2.73968700 -0.30725000

H 5.14706100 1.55134600 -1.61035000

O 6.60509800 1.58312000 -0.10314200

H 7.15775100 2.24042600 -0.54236900

O -4.23533300 1.51785500 1.11808200

H -1.94786400 0.28410300 0.92772300

H 1.45192500 -1.12880300 -1.45906700

O -5.68402600 -0.99785500 -0.83212200

H -5.62224600 -1.28925800 0.09698600

H -6.26071900 -0.21233700 -0.79935100

O -5.15838200 -1.11985100 1.98998300

H -5.55546600 -1.40166200 2.82205900

H -4.85135700 -0.20538400 2.11200300

O -6.69881400 1.63519500 -0.25772900

H -7.49528700 2.14123000 -0.06203300

H -6.03135500 1.85873300 0.41957100

2-TS1 (Frequencies -- -1117.2830)

Zero-point correction= 0.320263 (Hartree/Particle)

Thermal correction to Energy= 0.343313

Thermal correction to Enthalpy= 0.344257

Thermal correction to Gibbs Free Energy= 0.265024

Sum of electronic and zero-point Energies= -1137.453295

Sum of electronic and thermal Energies= -1137.430245

Sum of electronic and thermal Enthalpies= -1137.429301

Sum of electronic and thermal Free Energies= -1137.508534

O 0.30509100 0.18889400 -0.90396400

C 0.01449300 -0.48575600 0.09879600

N 0.88922600 -0.96370000 1.06982900

C 2.17202200 -0.74762800 0.97573400

N 2.99327000 -1.15473200 1.96164700

H 3.99935500 -1.04876700 1.86952300

H 2.58151500 -1.63267200 2.74809700

N 2.82121000 -0.11897400 -0.12767000

C 3.96559700 0.88905700 0.14031400

H 3.82894400 1.33461100 1.13874200

N -1.27413900 -0.87416300 0.36302400

C -2.40568300 -0.40358300 -0.36729300

H -2.03381300 -0.02921600 -1.32565900

O -3.02546500 0.69254300 0.34894000

C -3.53022000 -1.45311800 -0.54998900

H -3.37676600 -2.30847600 0.11406700

H -3.56107700 -1.82697700 -1.57669400

C -4.83176300 -0.69943900 -0.22789800

H -5.22753800 -1.01452600 0.74898800

O -5.80603500 -0.91716500 -1.23745500

H -6.56014000 -0.34359100 -1.03268900

C -4.36217100 0.76878000 -0.13009100

H -4.39132700 1.20621000 -1.14206200

C -5.18496700 1.62882100 0.81401300

H -4.82040300 2.66345600 0.80554000

H -5.10275000 1.23234400 1.83548100

O -6.53787200 1.55197600 0.34004300

H -7.10511500 2.11053300 0.88471700

O 4.24833100 1.58423400 -0.86193000

H 2.08421700 0.33174200 -0.70080700

H -1.42162900 -1.34211800 1.24737500

O 5.17625100 -0.21936100 0.50871700

H 5.02637100 -1.05625500 -0.57235200

H 5.99572100 0.31900300 0.44280000

O 4.41728100 -1.58019700 -1.32336800

H 4.64572300 -1.24764700 -2.20494500

H 3.48389600 -0.99192900 -0.91053800

O 6.91488200 1.69749100 -0.46751000

H 7.37023500 2.50592200 -0.20617900

H 6.01405600 1.94922000 -0.78051600

2-PC

Zero-point correction= 0.324016 (Hartree/Particle)

Thermal correction to Energy= 0.350068

Thermal correction to Enthalpy= 0.351012

Thermal correction to Gibbs Free Energy= 0.262834

Sum of electronic and zero-point Energies= -1137.522864

Sum of electronic and thermal Energies= -1137.496812

Sum of electronic and thermal Enthalpies= -1137.495868

Sum of electronic and thermal Free Energies= -1137.584046

O -0.61744700 -0.49431900 1.26320900

C -0.38778900 -1.18590500 0.24664200

N -1.29608900 -1.76093400 -0.60421900

C -2.58943000 -1.69492300 -0.32591700

N -3.45771100 -2.18925800 -1.25728400

H -4.42598400 -1.89233600 -1.21867400

H -3.05265900 -2.38568300 -2.15963300

N -3.13290100 -1.22860300 0.81862600

C -2.07381300 2.13563100 0.59610500

H -1.03422100 2.03573700 0.91882200

N 0.91366700 -1.45353600 -0.14000200

C 2.04431600 -0.81611400 0.43422400

H 1.76695800 -0.51635600 1.44924300

O 2.38394300 0.38908300 -0.31263600

C 3.33689600 -1.66791500 0.41430800

H 3.23658700 -2.50531500 -0.28221600

H 3.55744600 -2.07876100 1.40299800

C 4.45059300 -0.69751500 -0.01306500

H 4.78141100 -0.91856100 -1.03867500

O 5.55802100 -0.76805400 0.87525500

H 6.17506700 -0.06815700 0.61303400

C 3.73813800 0.67375500 0.00295300

H 3.82655700 1.09088700 1.02081300

C 4.28769500 1.67517000 -0.99857000

H 3.75603000 2.63148000 -0.91567500

H 4.15489400 1.28340800 -2.01642100

O 5.68079300 1.82996700 -0.68466600

H 6.08243700 2.45802100 -1.29669900

O -3.00868900 2.33754100 1.35942500

H -2.48539000 -0.79425700 1.46998400

H 1.01286800 -1.91193400 -1.03578300

O -2.19221400 2.00250700 -0.72458400

H -5.74551000 0.33619800 -0.31568800

H -3.14115500 2.03795400 -0.97140000

O -5.87596000 -0.63242000 -0.24220300

H -6.80637900 -0.77799400 -0.03477400

H -4.13631300 -1.12060800 0.89255400

O -5.09434200 2.07267500 -0.32732800

H -5.66439700 2.83723800 -0.47775800

H -4.55949300 2.25640400 0.48425300

Path3

3-RC

Zero-point correction= 0.322539 (Hartree/Particle)

Thermal correction to Energy= 0.349009

Thermal correction to Enthalpy= 0.349953

Thermal correction to Gibbs Free Energy= 0.263494

Sum of electronic and zero-point Energies= -1137.485643

Sum of electronic and thermal Energies= -1137.459173

Sum of electronic and thermal Enthalpies= -1137.458229

Sum of electronic and thermal Free Energies= -1137.544688

O 1.40915400 -0.90819800 -2.36007800

C 1.40115700 -0.07924200 -1.44999300

N 2.51551300 0.65409400 -1.15475100

C 2.67081600 1.86934400 -0.42497800

N 3.86000800 1.84682600 0.27447900

H 4.06637400 2.67601100 0.81438200

H 4.07208600 0.95929100 0.74340400

N 1.79201300 2.78872900 -0.54956000

C 0.45868100 0.18516100 0.74532000

H 1.50916000 0.30973700 1.02776100

N 0.26884100 0.05267400 -0.60937200

C -1.05667100 -0.25243500 -1.19644800

H -0.85872900 -0.35744500 -2.26426100

O -1.90724800 0.86336100 -0.96799600

C -1.77261700 -1.50399000 -0.63946400

H -1.11756800 -2.11856700 -0.02015900

H -2.13118500 -2.11791100 -1.47124200

C -2.98308700 -0.95608600 0.12117500

H -2.73982600 -0.81848400 1.18017700

O -4.09870100 -1.82480200 -0.02653000

H -4.85112500 -1.39341500 0.40558300

C -3.19851600 0.41596900 -0.54504600

H -3.85595000 0.27686400 -1.41730100

C -3.79435700 1.46731600 0.37806300

H -3.92922500 2.41533600 -0.15768900

H -3.11722600 1.62724900 1.22663600

O -5.05624700 0.93615300 0.81267800

H -5.47552000 1.55783900 1.41934600

O -0.42269200 0.09589300 1.59290900

H 1.98461000 3.56853300 0.07980300

H 3.35562200 0.29114100 -1.58987900

O 3.78554000 -0.83359500 1.48290700

H 3.13489700 -0.99435200 2.19044200

H 3.67498600 -1.53961500 0.82179200

O 1.55904200 -0.94144900 3.37318000

H 1.53781200 -0.87237400 4.33430100

H 0.71756100 -0.57369400 3.03848800

O 3.28897700 -2.56260800 -0.84117300

H 2.65198500 -2.28140100 -1.52175200

H 3.50160400 -3.48525500 -1.02436300

3-TS1(Frequencies -- -1410.7896)

Zero-point correction= 0.319062 (Hartree/Particle)

Thermal correction to Energy= 0.342405

Thermal correction to Enthalpy= 0.343349

Thermal correction to Gibbs Free Energy= 0.265139

Sum of electronic and zero-point Energies= -1137.430344

Sum of electronic and thermal Energies= -1137.407001

Sum of electronic and thermal Enthalpies= -1137.406056

Sum of electronic and thermal Free Energies= -1137.484267

O -1.95555000 0.60006500 -2.25211000

C -1.89881900 0.05538700 -1.14343700

N -3.08321600 -0.43129900 -0.59379600

C -3.31025700 -1.61334700 0.14572200

N -4.64530500 -1.67598500 0.54366500

H -4.88750300 -2.46595100 1.12529000

H -5.06913900 -0.80691900 0.84491200

N -2.38915500 -2.47869500 0.31678600

C -0.77282800 0.15696800 1.02149700

H -1.64967300 -0.31506700 1.46028100

N -0.73228600 0.01053700 -0.40026300

C 0.54064900 0.04171500 -1.14827100

H 0.22948600 0.09545900 -2.19195600

O 1.21779000 -1.19506200 -0.93169800

C 1.54471600 1.17458600 -0.82681900

H 1.12825200 1.94030800 -0.17399800

H 1.86075500 1.65293400 -1.75984100

C 2.75833500 0.47235400 -0.21430500

H 2.69670300 0.48405100 0.87796700

O 3.96295700 1.09562500 -0.64875500

H 4.69406600 0.57970100 -0.27760900

C 2.61260500 -0.97078400 -0.73243500

H 3.15156100 -1.04715100 -1.69030600

C 3.13880900 -2.02441000 0.22987100

H 3.01047600 -3.02851800 -0.19388200

H 2.58219000 -1.95807000 1.17272100

O 4.53156400 -1.72210000 0.42236100

H 4.90290100 -2.32702900 1.07531800

O 0.36750400 0.02269300 1.63600800

H -2.69319900 -3.23603300 0.92742700

H -3.86953000 -0.13761800 -1.16215500

O -1.32170200 1.76233400 1.30668200

H -0.59812700 2.08287400 2.20923600

H -1.23633100 2.32291500 0.50123900

O 0.31271000 1.95758300 3.01127800

H 0.02911500 1.90469400 3.93272700

H 0.46594400 0.88825100 2.49120600

O -1.38870300 3.15532700 -1.15321000

H -1.52412400 2.44770200 -1.81356600

H -0.76591700 3.78503100 -1.53514800

3-INT1

Zero-point correction= 0.325934 (Hartree/Particle)

Thermal correction to Energy= 0.350695

Thermal correction to Enthalpy= 0.351639

Thermal correction to Gibbs Free Energy= 0.269324

Sum of electronic and zero-point Energies= -1137.456097

Sum of electronic and thermal Energies= -1137.431336

Sum of electronic and thermal Enthalpies= -1137.430392

Sum of electronic and thermal Free Energies= -1137.512708

O -1.67236500 -0.04297800 -2.50769100

C -1.72724500 -0.28630800 -1.29322200

N -2.97233700 -0.63686900 -0.77096600

C -3.33257500 -1.52517600 0.25595800

N -4.71738400 -1.50989100 0.43638700

H -5.05697200 -2.08354500 1.19578000

H -5.16539200 -0.60266100 0.39057000

N -2.47289200 -2.26382500 0.84663900

C -0.83805400 0.39329400 0.89845600

H -1.39501700 -0.32542700 1.50144600

N -0.64157900 -0.12304100 -0.46179000

C 0.68136500 -0.27521300 -1.08728700

H 0.45385200 -0.60045800 -2.10312200

O 1.38551400 -1.32156700 -0.41129800

C 1.62625900 0.95396500 -1.13240900

H 1.16136300 1.85165200 -0.72775100

H 1.92094300 1.14955600 -2.16862900

C 2.86898000 0.52845400 -0.34718800

H 2.80734100 0.88145000 0.68760200

O 4.04965200 1.02432900 -0.96935000

H 4.80000900 0.65701600 -0.47853100

C 2.77444300 -1.00941900 -0.37577200

H 3.27615700 -1.36644100 -1.29040500

C 3.39129300 -1.69069300 0.83571000

H 3.29861900 -2.78085100 0.75105400

H 2.86839600 -1.35632300 1.74072100

O 4.77228400 -1.29167500 0.85622600

H 5.20389000 -1.66920700 1.63172100

O 0.41940800 0.63957300 1.44307100

H -2.90133200 -2.80246000 1.59856300

H -3.68441600 -0.50472400 -1.47929700

O -1.64031300 1.57101400 0.86623800

H -1.31763000 2.38038200 2.59805700

H -1.42079500 2.10438300 0.07123900

O -0.70525100 2.36492200 3.35926000

H -1.23887500 2.32362100 4.16121200

H 0.27008400 1.08976300 2.29754400

O -1.43900900 2.74620800 -1.73701000

H -1.43459600 1.95250500 -2.30591200

H -0.84244400 3.38511600 -2.14479400

3-TS2(Frequencies -- -1281.1269)

Zero-point correction= 0.319013 (Hartree/Particle)

Thermal correction to Energy= 0.342373

Thermal correction to Enthalpy= 0.343317

Thermal correction to Gibbs Free Energy= 0.265096

Sum of electronic and zero-point Energies= -1137.409660

Sum of electronic and thermal Energies= -1137.386300

Sum of electronic and thermal Enthalpies= -1137.385356

Sum of electronic and thermal Free Energies= -1137.463578

O -2.08340500 -0.32574800 -2.50553100

C -1.96621600 -0.28541600 -1.29735700

N -2.93814500 -0.83061200 -0.47528900

C -2.76175500 -1.57862800 0.72164900

N -3.94039600 -1.58937100 1.45798100

H -3.90999300 -2.07177000 2.34519500

H -4.48673900 -0.73758100 1.46299700

N -1.66746800 -2.18959900 0.94272400

C -0.93168100 0.96155200 0.86187000

H -1.91434300 0.59523800 1.17532400

N -0.91031900 0.55476500 -0.72098500

C 0.41298700 0.25143200 -1.40385600

H 0.16499100 0.33502500 -2.46521600

O 0.79091300 -1.07458700 -1.12540800

C 1.58453500 1.17672800 -1.02154300

H 1.28180100 2.02925800 -0.41453300

H 2.05732600 1.55301000 -1.93397000

C 2.58986200 0.26621300 -0.30399900

H 2.50013300 0.36590100 0.78125600

O 3.91372600 0.59512300 -0.70981600

H 4.51249200 0.00318400 -0.23156300

C 2.16831800 -1.14970800 -0.74579100

H 2.77608000 -1.43201600 -1.61834200

C 2.31449000 -2.20519900 0.33920000

H 1.99412600 -3.18433000 -0.03778800

H 1.68886900 -1.92879100 1.19571600

O 3.71056600 -2.21467000 0.68301900

H 3.85704800 -2.83346100 1.40811500

O 0.06476500 0.27382300 1.53013400

H -1.64601800 -2.59908000 1.87713000

H -3.73422300 -1.12586900 -1.03294000

O -0.81619000 2.30325300 0.94683300

H 0.49519800 2.83658800 2.06805500

H -1.26046700 2.83558700 -0.10038700

O 1.28936800 2.57487300 2.58676300

H 1.18627300 2.93344000 3.47596000

H 0.61182200 0.93553400 2.00545100

O -1.63184400 2.88481700 -1.20135900

H -1.23475300 1.63559300 -1.17498900

H -1.11177200 3.48133900 -1.75460900

3-PC

Zero-point correction= 0.323258 (Hartree/Particle)

Thermal correction to Energy= 0.349833

Thermal correction to Enthalpy= 0.350777

Thermal correction to Gibbs Free Energy= 0.259312

Sum of electronic and zero-point Energies= -1137.504255

Sum of electronic and thermal Energies= -1137.477681

Sum of electronic and thermal Enthalpies= -1137.476737

Sum of electronic and thermal Free Energies= -1137.568202

O -0.00724700 3.16308200 -2.08980200

C 0.25339200 2.57691200 -1.04487400

N 1.18367200 3.18146700 -0.16048600

C 1.61493600 2.80167800 1.10153900

N 2.40962100 3.76019500 1.71407200

H 2.94085200 3.44400400 2.51271000

H 2.91720900 4.40810700 1.12664500

N 1.25075300 1.67865400 1.62550900

C 2.79665900 -1.21100900 0.25679300

H 2.27560000 -0.33404500 0.66378100

N -0.24131200 1.37363000 -0.65507000

C -1.29510900 0.71513600 -1.38949300

H -1.28180500 1.12387000 -2.40012700

O -2.58516000 1.02293700 -0.80263200

C -1.17609100 -0.81746100 -1.33653900

H -0.14308000 -1.15436300 -1.23203800

H -1.59790900 -1.26132500 -2.24447700

C -2.07378100 -1.18602800 -0.15750100

H -1.55391000 -1.00778900 0.79697700

O -2.49426300 -2.54292500 -0.22427400

H -3.19972100 -2.65156300 0.43430100

C -3.21148100 -0.16761300 -0.31950800

H -3.92463800 -0.55504000 -1.06375500

C -3.95437500 0.14092900 0.97189400

H -4.75705000 0.86634400 0.79005600

H -3.25418700 0.56226200 1.70567000

O -4.48502400 -1.11491600 1.42494500

H -4.94746200 -0.99267700 2.26268500

O 4.10527000 -1.01047200 0.17328800

H 1.62826000 1.55261700 2.56172600

H 1.44709200 4.09472500 -0.50442000

O 2.22578800 -2.24063100 -0.08031500

H 3.70424600 -3.61209500 -0.70916900

H 0.61802300 -3.29079900 0.62873900

O 4.67056600 -3.48878800 -0.72724200

H 4.99731100 -3.85140400 -1.55954700

H 4.53497300 -1.83026800 -0.19326100

O -0.11214900 -3.80173200 1.00955300

H 0.01253900 1.06890600 0.28776300

H -0.90262100 -3.54480200 0.50553700

Path4

4-RC

Zero-point correction= 0.322618 (Hartree/Particle)

Thermal correction to Energy= 0.348935

Thermal correction to Enthalpy= 0.349879

Thermal correction to Gibbs Free Energy= 0.264340

Sum of electronic and zero-point Energies= -1137.484327

Sum of electronic and thermal Energies= -1137.458010

Sum of electronic and thermal Enthalpies= -1137.457066

Sum of electronic and thermal Free Energies= -1137.542605

O -2.29173700 0.29731200 -2.00004000

C -2.00054400 -0.29668900 -0.96566800

N -2.84831300 -1.21505900 -0.40430700

C -2.63324800 -2.38160100 0.37507600

N -1.32961500 -2.70802800 0.67153000

H -0.55575100 -2.36984500 0.11053400

H -1.19252500 -3.61088400 1.09998100

N -3.70320900 -2.99231300 0.72815400

C -0.78965900 0.16065900 1.08160800

H -1.79104900 0.12269200 1.52123200

N -0.78039100 -0.06136300 -0.28797200

C 0.44092800 0.03265100 -1.10410200

H 0.08526200 0.01906800 -2.13595700

O 1.19378600 -1.16622400 -0.84838900

C 1.38058800 1.22870700 -0.86132200

H 0.92390500 2.00257200 -0.24556700

H 1.64735200 1.67469400 -1.82383200

C 2.64070900 0.62301100 -0.23732100

H 2.58333300 0.66703600 0.85550100

O 3.79683500 1.30154700 -0.70662600

H 4.56532000 0.86856900 -0.30659300

C 2.58613100 -0.84590400 -0.70213300

H 3.09156500 -0.92321300 -1.67592700

C 3.21094100 -1.82778400 0.27749200

H 3.13982600 -2.85398800 -0.10737600

H 2.68128300 -1.76585800 1.23770600

O 4.57961300 -1.42512700 0.41486500

H 5.01886400 -1.98584400 1.06555000

O 0.21989400 0.39729700 1.72934200

H -3.50229800 -3.85117200 1.23785100

H -3.79394300 -1.18315600 -0.76931000

O -2.21295400 2.59691500 0.92043900

H -1.60735700 3.01806600 1.55527100

H -2.06681100 3.01622900 0.05306100

O -1.79018300 3.09868400 -1.86596600

H -2.35545600 3.64509600 -2.42458600

H -1.99703400 2.16984200 -2.08575900

O -0.13538900 3.00208200 2.87374300

H 0.10629300 2.06721100 2.74269900

H -0.24408800 3.13204000 3.82296200

4-TS1(Frequencies -- -948.6350)

Zero-point correction= 0.319948 (Hartree/Particle)

Thermal correction to Energy= 0.342761

Thermal correction to Enthalpy= 0.343705

Thermal correction to Gibbs Free Energy= 0.266727

Sum of electronic and zero-point Energies= -1137.408326

Sum of electronic and thermal Energies= -1137.385513

Sum of electronic and thermal Enthalpies= -1137.384569

Sum of electronic and thermal Free Energies= -1137.461547

O 3.03402400 0.10204500 -1.72891600

C 2.24713900 0.43698700 -0.84579600

N 2.40440700 1.64148700 -0.22208000

C 1.73237800 2.51180800 0.69212300

N 0.92036200 1.98295500 1.64911000

H 0.46500200 1.06749500 1.57651400

H 0.41681800 2.66263400 2.19865600

N 2.10438400 3.73739100 0.55735500

C 1.15490600 -0.96009300 1.01572800

H 2.08849400 -0.54441500 1.43207300

N 1.18926700 -0.50100300 -0.50007600

C -0.07839700 -0.22217600 -1.22275100

H 0.23180800 -0.09001800 -2.26773200

O -0.67077200 0.99613500 -0.77696900

C -1.15580100 -1.32816800 -1.11696300

H -0.83447400 -2.18710300 -0.53009900

H -1.42488500 -1.67899900 -2.11761100

C -2.36908600 -0.62368500 -0.50071600

H -2.37995900 -0.77354600 0.58483100

O -3.56929200 -1.10140700 -1.09033300

H -4.29553200 -0.57444000 -0.72462000

C -2.09304700 0.85829500 -0.81267900

H -2.47551500 1.07935500 -1.82180700

C -2.70654100 1.83216000 0.18091200

H -2.46732600 2.86616700 -0.09847700

H -2.30717200 1.62770200 1.18299600

O -4.12126400 1.59810200 0.13447100

H -4.56848700 2.19062700 0.75047900

O 0.05464500 -0.71608800 1.62948900

H 1.66882700 4.33830600 1.25562400

H 3.15460500 2.16779600 -0.66049800

O 1.48729500 -2.45589400 0.95054700

H 0.76170300 -2.94178100 1.42562500

H 1.86506300 -2.85061600 -0.25091100

O 2.02479100 -2.71335700 -1.34870100

H 2.95881000 -2.70019800 -1.60774700

H 1.69666600 -1.66019900 -1.20646700

O -0.72061000 -3.14497900 2.30927400

H -0.68468400 -2.15477400 2.28436500

H -0.73853200 -3.41700500 3.23460700

4-PC

Zero-point correction= 0.323426 (Hartree/Particle)

Thermal correction to Energy= 0.348896

Thermal correction to Enthalpy= 0.349840

Thermal correction to Gibbs Free Energy= 0.261600

Sum of electronic and zero-point Energies= -1137.493071

Sum of electronic and thermal Energies= -1137.467601

Sum of electronic and thermal Enthalpies= -1137.466656

Sum of electronic and thermal Free Energies= -1137.554897

O 2.46518000 0.02868300 1.88350800

C 1.96208800 -0.68642700 1.00381700

N 2.76887600 -1.54594200 0.27499500

C 2.75792200 -1.94947100 -1.07869100

N 1.94673800 -1.22761000 -1.92452900

H 1.20539400 -0.65248600 -1.54735800

H 1.70939900 -1.67453700 -2.79755600

N 3.57961400 -2.88669500 -1.38853900

C 1.61907200 2.95551600 -0.04590200

H 2.39430800 2.38451400 0.48041500

N 0.61237100 -0.65390800 0.74575600

C -0.22146600 -1.75590400 0.28760000

H 0.42195200 -2.61338200 0.08678000

O -0.88272300 -1.39893100 -0.94619700

C -1.35520400 -2.08601600 1.27117200

H -1.07098700 -1.91279800 2.31095600

H -1.65599500 -3.13307900 1.15970800

C -2.50064600 -1.19713700 0.78939000

H -2.37147400 -0.16978800 1.16402800

O -3.75295500 -1.71276900 1.20000500

H -4.43696300 -1.15077900 0.80585900

C -2.29497400 -1.22434200 -0.73648500

H -2.83440200 -2.09039200 -1.14500300

C -2.75889300 0.04265300 -1.44187600

H -2.60458100 -0.04137800 -2.52546400

H -2.18687000 0.90338100 -1.06982200

O -4.15240900 0.17580500 -1.12858900

H -4.49469700 0.99081300 -1.51535500

O 1.52771200 3.02260400 -1.25840300

H 3.58988800 -3.05333500 -2.39397600

H 3.66263900 -1.72034300 0.71734800

O 0.78863600 3.55426000 0.81605700

H 0.09840400 4.05164300 0.30053300

H 0.20664100 2.26188100 2.52095700

O 0.13596800 1.34784500 2.83028900

H 1.05632200 1.02216800 2.86875000

H 0.14634800 0.04330800 1.33395500

O -0.80319200 4.55031800 -1.13198700

H -0.10519100 4.15921000 -1.69162100

H -0.94045100 5.45868900 -1.42851400

s50