Gas-phase intramolecular cyclization of argentinated N-allylbenzamide
Hezhi Sun,1Yunfeng Chai, 2Zhe Jin,1Cuirong Sun2*and Yuanjiang Pan1*
1 Corresponding to Yuanjiang Pan, Department of Chemistry, ZhejiangUniversity, Hangzhou 310027, Zhejiang, China. Email:
2 College of Pharmaceutical Sciences, ZhejiangUniversity, Hangzhou 310058, Zhejiang, China.
Table S1. Accurate masses of the product ions in the fragmentation of the [M + Ag]+ ion of N-allylbenzamide.
Measured mass / Calculated mass / Error (ppm) / Elemental composition267.9880 [M + Ag]+ / 267.9892 / -4.48 / C10H11AgON+
160.0768 / 160.0762 / 3.75 / C10H10NO+
144.0808 / 144.0813 / -3.47 / C10H10N+
106.9055 / 106.9051 / 3.74 / Ag+
105.0344 / 105.0340 / 3.81 / C7H5O+
Scheme S1. Published mechanism for cyclization of N-allylbenzamides into pyrroles.
Figure S1. DFT potential energy surfaces of pathway in which cyclization occurs before proton transfer.
SC1-a
------
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 -2.640335 -1.190894 0.118650
2 6 0 -2.197576 0.123717 -0.085906
3 6 0 -3.137051 1.164011 -0.160070
4 6 0 -4.492247 0.892899 -0.011218
5 6 0 -4.921975 -0.415172 0.212306
6 6 0 -3.995301 -1.455803 0.273692
7 1 0 -1.914641 -1.992830 0.155192
8 1 0 -2.833466 2.182797 -0.375713
9 1 0 -5.213452 1.698005 -0.081217
10 1 0 -5.978946 -0.623456 0.329216
11 1 0 -4.330257 -2.472520 0.439745
12 6 0 -0.740021 0.349485 -0.236372
13 8 0 0.016717 -0.587430 -0.571911
14 7 0 -0.259960 1.594848 0.008937
15 1 0 -0.912519 2.289287 0.337748
16 6 0 1.095991 2.040087 -0.300370
17 1 0 1.342489 1.804865 -1.339292
18 1 0 1.093265 3.131142 -0.215845
19 6 0 2.163759 1.515175 0.638205
20 1 0 1.892300 1.476006 1.691640
21 6 0 3.441859 1.252208 0.272664
22 1 0 3.781449 1.395423 -0.750049
23 1 0 4.200093 1.037422 1.017411
24 47 0 2.193554 -0.894573 -0.021821 ------
Zero-point correction= 0.183917 (Hartree/Particle)
Thermal correction to Energy= 0.197031
Thermal correction to Enthalpy= 0.197976
Thermal correction to Gibbs Free Energy= 0.141998
Sum of electronic and zero-point Energies= -663.184909
Sum of electronic and thermal Energies= -663.171795
Sum of electronic and thermal Enthalpies= -663.170850
Sum of electronic and thermal Free Energies= -663.226828
Counterpoise: corrected energy = -663.367721587021
Counterpoise: BSSE energy = 0.001104408898
No imaginary vibrational frequency
TS1-a
------
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 3.722680 -1.297232 0.279333
2 6 0 3.080442 -0.064491 0.083071
3 6 0 3.813938 1.038880 -0.383333
4 6 0 5.171745 0.909447 -0.640860
5 6 0 5.806730 -0.316810 -0.434754
6 6 0 5.082517 -1.417415 0.023279
7 1 0 3.150328 -2.143608 0.636501
8 1 0 3.336249 1.993855 -0.571201
9 1 0 5.735271 1.759206 -1.005934
10 1 0 6.867277 -0.413547 -0.635456
11 1 0 5.578329 -2.367466 0.180226
12 6 0 1.652621 0.029239 0.376968
13 8 0 0.939581 -0.991488 0.628099
14 7 0 0.968788 1.196835 0.408400
15 1 0 1.432850 2.092006 0.370856
16 6 0 -0.407026 1.028067 0.836638
17 1 0 -0.121483 -0.329003 0.833252
18 1 0 -0.590897 1.267738 1.883683
19 6 0 -1.428555 1.295043 -0.097695
20 1 0 -1.121700 1.328425 -1.142869
21 6 0 -2.790142 1.504555 0.174316
22 1 0 -3.088997 1.716944 1.197055
23 1 0 -3.363282 2.014789 -0.596018
24 47 0 -3.709400 -0.502574 -0.219904
------
Zero-point correction= 0.178911 (Hartree/Particle)
Thermal correction to Energy= 0.191661
Thermal correction to Enthalpy= 0.192605
Thermal correction to Gibbs Free Energy= 0.135970
Sum of electronic and zero-point Energies= -663.131733
Sum of electronic and thermal Energies= -663.118983
Sum of electronic and thermal Enthalpies= -663.118039
Sum of electronic and thermal Free Energies= -663.174674
Counterpoise: corrected energy = -663.309987535138
Counterpoise: BSSE energy = 0.000656331995
One imaginary vibrational frequency: -1412.95
SC2-a
------
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 3.686824 -1.333614 0.243915
2 6 0 3.078906 -0.078076 0.066291
3 6 0 3.854100 1.025761 -0.334303
4 6 0 5.218971 0.876303 -0.531072
5 6 0 5.820585 -0.368502 -0.333974
6 6 0 5.054579 -1.469630 0.049818
7 1 0 3.089792 -2.184247 0.545215
8 1 0 3.397309 1.988136 -0.537245
9 1 0 5.812911 1.723361 -0.851059
10 1 0 6.887145 -0.480693 -0.488989
11 1 0 5.524504 -2.434151 0.196967
12 6 0 1.652401 0.056874 0.311108
13 8 0 0.928935 -1.039168 0.298183
14 7 0 1.067225 1.215397 0.559959
15 1 0 1.680202 2.009354 0.707565
16 6 0 -0.343326 1.407961 0.748040
17 1 0 0.011192 -0.828769 0.559884
18 1 0 -0.614451 1.813891 1.715220
19 6 0 -1.234561 1.189770 -0.248758
20 1 0 -0.840581 0.871469 -1.213557
21 6 0 -2.664666 1.395638 -0.170901
22 1 0 -3.007190 1.939415 0.706859
23 1 0 -3.085915 1.792887 -1.092810
24 47 0 -3.797869 -0.481277 -0.113920
------
Zero-point correction= 0.183647 (Hartree/Particle)
Thermal correction to Energy= 0.196776
Thermal correction to Enthalpy= 0.197720
Thermal correction to Gibbs Free Energy= 0.140470
Sum of electronic and zero-point Energies= -663.145378
Sum of electronic and thermal Energies= -663.132249
Sum of electronic and thermal Enthalpies= -663.131305
Sum of electronic and thermal Free Energies= -663.188555
No imaginary vibrational frequency
TS2-a
------
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 -1.628354 1.344994 -0.952248
2 6 0 -0.697104 0.942519 0.013765
3 6 0 -1.163142 0.292418 1.186527
4 6 0 -2.529045 0.043743 1.358618
5 6 0 -3.441513 0.444209 0.383359
6 6 0 -2.987606 1.097192 -0.761326
7 1 0 -1.283688 1.861876 -1.837214
8 1 0 -0.477307 0.055055 1.996274
9 1 0 -2.874544 -0.434172 2.267665
10 1 0 -4.499691 0.259708 0.522591
11 1 0 -3.696285 1.424457 -1.512901
12 6 0 0.777696 1.215629 -0.169872
13 8 0 0.995278 1.970541 -1.291728
14 7 0 1.479233 1.592336 0.971979
15 1 0 0.950551 1.822962 1.804017
16 6 0 2.766212 1.069343 1.127398
17 1 0 1.806532 2.485739 -1.189159
18 1 0 3.371153 1.464925 1.931756
19 6 0 3.110920 0.068558 0.298792
20 1 0 4.050658 -0.454703 0.431874
21 6 0 2.139343 -0.334243 -0.722248
22 1 0 2.168008 0.146679 -1.695621
23 1 0 2.202002 -1.428251 -0.913175
24 47 0 0.040028 -1.515343 -0.188356
------
Zero-point correction= 0.181479 (Hartree/Particle)
Thermal correction to Energy= 0.193889
Thermal correction to Enthalpy= 0.194833
Thermal correction to Gibbs Free Energy= 0.141345
Sum of electronic and zero-point Energies= -663.088759
Sum of electronic and thermal Energies= -663.076349
Sum of electronic and thermal Enthalpies= -663.075405
Sum of electronic and thermal Free Energies= -663.128893
Counterpoise: corrected energy = -663.268946346041
Counterpoise: BSSE energy = 0.001292137089
One imaginary vibrational frequency: -446.922
SC3-a
------
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 3.867959 0.339959 -0.730691
2 6 0 2.614312 0.847306 -0.403159
3 6 0 1.661723 0.034369 0.227629
4 6 0 1.986735 -1.295248 0.514620
5 6 0 3.246968 -1.797850 0.191771
6 6 0 4.189080 -0.983288 -0.429524
7 1 0 4.596286 0.980484 -1.213535
8 1 0 2.386996 1.880610 -0.642467
9 1 0 1.264129 -1.944201 0.992824
10 1 0 3.489513 -2.826811 0.429455
11 1 0 5.168847 -1.374358 -0.676228
12 6 0 0.283279 0.600709 0.543409
13 7 0 -0.554434 0.686720 -0.708544
14 1 0 -0.037384 0.340095 -1.514481
15 6 0 -0.560415 2.830380 0.147427
16 1 0 -0.791968 3.880405 0.256260
17 8 0 -0.486429 -0.292312 1.374426
18 1 0 -0.087870 -0.378332 2.250940
19 47 0 -2.283391 -0.807765 -0.202591
20 6 0 0.261126 2.044669 1.129561
21 1 0 -0.190405 2.032027 2.126504
22 1 0 1.268061 2.451198 1.243715
23 6 0 -0.957079 2.065535 -0.863069
24 1 0 -1.536456 2.336026 -1.734663
------
Zero-point correction= 0.185062 (Hartree/Particle)
Thermal correction to Energy= 0.197326
Thermal correction to Enthalpy= 0.198270
Thermal correction to Gibbs Free Energy= 0.144256
Sum of electronic and zero-point Energies= -663.154145
Sum of electronic and thermal Energies= -663.141881
Sum of electronic and thermal Enthalpies= -663.140937
Sum of electronic and thermal Free Energies= -663.194950
Counterpoise: corrected energy = -663.337873914904
Counterpoise: BSSE energy = 0.001333055088
No imaginary vibrational frequency
Ion1-a
------
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 2.572785 1.221829 -0.000386
2 6 0 1.186258 1.207644 -0.000398
3 6 0 0.485009 -0.016430 -0.000037
4 6 0 1.217737 -1.224058 0.000412
5 6 0 2.601677 -1.202112 0.000430
6 6 0 3.281727 0.019843 -0.000015
7 1 0 3.102670 2.166165 -0.000665
8 1 0 0.647479 2.147181 -0.000688
9 1 0 0.717325 -2.186128 0.000885
10 1 0 3.156210 -2.132212 0.000775
11 1 0 4.365250 0.032251 -0.000006
12 6 0 -0.954502 -0.003645 -0.000058
13 7 0 -1.735658 -1.070662 -0.000553
14 6 0 -3.242972 0.586611 0.000444
15 1 0 -1.398476 -2.025577 -0.001163
16 1 0 -4.163690 1.148443 0.000830
17 6 0 -1.869188 1.191122 0.000553
18 1 0 -1.687989 1.823688 -0.876876
19 1 0 -1.687759 1.822953 0.878455
20 6 0 -3.119891 -0.742313 -0.000413
21 1 0 -3.853241 -1.533083 -0.000851
------
Zero-point correction= 0.169350 (Hartree/Particle)
Thermal correction to Energy= 0.178297
Thermal correction to Enthalpy= 0.179241
Thermal correction to Gibbs Free Energy= 0.134625
Sum of electronic and zero-point Energies= -441.533416
Sum of electronic and thermal Energies= -441.524469
Sum of electronic and thermal Enthalpies= -441.523525
Sum of electronic and thermal Free Energies= -441.568141
No imaginary vibrational frequency
AgOH
------
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 47 0 0.016390 -0.339140 0.000000
2 8 0 0.016390 1.738114 0.000000
3 1 0 -0.901467 2.034687 0.000000
------
Zero-point correction= 0.011118 (Hartree/Particle)
Thermal correction to Energy= 0.014321
Thermal correction to Enthalpy= 0.015265
Thermal correction to Gibbs Free Energy= -0.013763
Sum of electronic and zero-point Energies= -221.586053
Sum of electronic and thermal Energies= -221.582850
Sum of electronic and thermal Enthalpies= -221.581906
Sum of electronic and thermal Free Energies= -221.610934
No imaginary vibrational frequency
SC1-b
------
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 2.518693 -1.223330 0.038672
2 6 0 2.104552 0.105357 -0.134811
3 6 0 3.058256 1.134815 -0.095078
4 6 0 4.396889 0.838533 0.133265
5 6 0 4.796410 -0.484351 0.323380
6 6 0 3.856770 -1.513973 0.272571
7 1 0 1.784002 -2.016108 -0.014783
8 1 0 2.782027 2.166894 -0.281987
9 1 0 5.129671 1.635972 0.150835
10 1 0 5.840748 -0.712383 0.501138
11 1 0 4.169083 -2.541862 0.411729
12 6 0 0.665512 0.356367 -0.382473
13 8 0 -0.084886 -0.556531 -0.788989
14 7 0 0.178111 1.604129 -0.149550
15 1 0 0.808909 2.295102 0.226432
16 6 0 -1.113260 2.062123 -0.642489
17 1 0 -1.080116 3.153921 -0.715466
18 1 0 -1.257123 1.698687 -1.664802
19 6 0 -2.323310 1.697864 0.188713
20 1 0 -3.271693 1.986967 -0.261196
21 6 0 -2.322546 1.169071 1.432150
22 1 0 -1.395315 0.974085 1.963163
23 1 0 -3.247921 1.058168 1.986068
24 47 0 -2.226761 -0.879382 -0.037144
------
Zero-point correction= 0.183871 (Hartree/Particle)
Thermal correction to Energy= 0.196982
Thermal correction to Enthalpy= 0.197926
Thermal correction to Gibbs Free Energy= 0.141925
Sum of electronic and zero-point Energies= -663.183142
Sum of electronic and thermal Energies= -663.170030
Sum of electronic and thermal Enthalpies= -663.169086
Sum of electronic and thermal Free Energies= -663.225088
Counterpoise: corrected energy = -663.365897551056
Counterpoise: BSSE energy = 0.001114758759
No imaginary vibrational frequency
TS1-b
------
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 2.876168 -1.241912 0.489544
2 6 0 2.508777 0.000189 -0.049584
3 6 0 3.493807 0.845466 -0.586306
4 6 0 4.827644 0.458515 -0.564309
5 6 0 5.188423 -0.769888 -0.008673
6 6 0 4.213008 -1.618781 0.514410
7 1 0 2.111349 -1.894175 0.890538
8 1 0 3.227938 1.783330 -1.061910
9 1 0 5.584088 1.106140 -0.990270
10 1 0 6.230072 -1.068169 0.007844
11 1 0 4.495555 -2.573719 0.940395
12 6 0 1.085161 0.370633 -0.040797
13 8 0 0.194210 -0.536789 0.020718
14 7 0 0.732391 1.664181 -0.097190
15 1 0 1.462414 2.356195 -0.010207
16 6 0 -0.662736 2.122271 -0.219004
17 1 0 -0.641429 3.200123 -0.373493
18 1 0 -1.103428 1.662697 -1.107995
19 6 0 -1.428466 1.741402 1.034146
20 1 0 -1.423390 2.472675 1.842614
21 6 0 -1.893828 0.491411 1.217302
22 1 0 -0.885019 -0.201922 0.528738
23 1 0 -2.291056 0.243142 2.198219
24 47 0 -3.078622 -0.613555 -0.278091
------
Zero-point correction= 0.179139 (Hartree/Particle)
Thermal correction to Energy= 0.191506
Thermal correction to Enthalpy= 0.192451
Thermal correction to Gibbs Free Energy= 0.137862
Sum of electronic and zero-point Energies= -663.127011
Sum of electronic and thermal Energies= -663.114643
Sum of electronic and thermal Enthalpies= -663.113699
Sum of electronic and thermal Free Energies= -663.168287
One imaginary vibrational frequency: -1328.93
SC2-b
------
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 3.213529 -1.182576 0.582674
2 6 0 2.709486 -0.011453 -0.008467
3 6 0 3.575071 0.848839 -0.707562
4 6 0 4.926170 0.547580 -0.795949
5 6 0 5.424388 -0.608548 -0.191108
6 6 0 4.568739 -1.471403 0.493687
7 1 0 2.545679 -1.846397 1.115531
8 1 0 3.200835 1.727583 -1.221421
9 1 0 5.589890 1.203725 -1.345117
10 1 0 6.480749 -0.839478 -0.261690
11 1 0 4.958497 -2.368685 0.958193
12 6 0 1.286374 0.283678 0.119642
13 8 0 0.493782 -0.720449 0.382836
14 7 0 0.800170 1.502953 -0.022535
15 1 0 1.471978 2.248952 -0.140221
16 6 0 -0.643867 1.855848 -0.025775
17 1 0 -0.684183 2.943129 -0.109321
18 1 0 -1.105796 1.428895 -0.921063
19 6 0 -1.355024 1.376849 1.216058
20 1 0 -1.016371 1.843218 2.143823
21 6 0 -2.324899 0.457774 1.237882
22 1 0 -0.410722 -0.433257 0.667312
23 1 0 -2.750698 0.215288 2.209179
24 47 0 -3.321513 -0.499140 -0.372907
------
Zero-point correction= 0.184373 (Hartree/Particle)
Thermal correction to Energy= 0.197160
Thermal correction to Enthalpy= 0.198104
Thermal correction to Gibbs Free Energy= 0.142179
Sum of electronic and zero-point Energies= -663.135620
Sum of electronic and thermal Energies= -663.122833
Sum of electronic and thermal Enthalpies= -663.121889
Sum of electronic and thermal Free Energies= -663.177814
No imaginary vibrational frequency
TS2-b
------
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 -4.079285 0.483522 0.073626
2 6 0 -2.788801 0.856232 0.440666
3 6 0 -1.732311 -0.052209 0.292660
4 6 0 -1.983727 -1.337433 -0.212834
5 6 0 -3.274925 -1.702998 -0.570580
6 6 0 -4.323780 -0.791337 -0.432031
7 1 0 -4.895255 1.185400 0.197122
8 1 0 -2.606013 1.830825 0.876004
9 1 0 -1.165327 -2.033791 -0.361503
10 1 0 -3.464313 -2.692852 -0.967807
11 1 0 -5.329512 -1.077715 -0.715521
12 6 0 -0.375187 0.313481 0.764626
13 7 0 -0.000438 1.616348 0.917256
14 1 0 0.768970 1.727453 1.566014
15 6 0 0.747685 0.191543 -1.177608
16 1 0 0.796946 -0.454165 -2.057573
17 6 0 0.580197 1.504130 -1.415340
18 1 0 0.598645 1.941769 -2.413027
19 6 0 0.087471 2.409935 -0.306717
20 1 0 0.714109 3.288108 -0.133361
21 1 0 -0.902115 2.783763 -0.590844
22 8 0 0.183056 -0.498304 1.699147
23 1 0 -0.431154 -1.210134 1.928843
24 47 0 2.495949 -0.507784 -0.044279
------
Zero-point correction= 0.182505 (Hartree/Particle)
Thermal correction to Energy= 0.194821
Thermal correction to Enthalpy= 0.195765
Thermal correction to Gibbs Free Energy= 0.141960
Sum of electronic and zero-point Energies= -663.086685
Sum of electronic and thermal Energies= -663.074370
Sum of electronic and thermal Enthalpies= -663.073426
Sum of electronic and thermal Free Energies= -663.127231
One imaginary vibrational frequency: -400.44
SC3-b
------
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 3.619054 0.083399 -1.401131
2 6 0 2.287590 0.374896 -1.108857
3 6 0 1.720112 -0.033838 0.102066
4 6 0 2.524530 -0.714189 1.029406
5 6 0 3.853665 -1.004282 0.734689
6 6 0 4.403095 -0.610718 -0.483994
7 1 0 4.040991 0.403135 -2.346383
8 1 0 1.717424 0.938675 -1.838997
9 1 0 2.124365 -1.004318 1.995377
10 1 0 4.460547 -1.531220 1.461195
11 1 0 5.437548 -0.836133 -0.713274
12 6 0 0.274630 0.282383 0.478690
13 7 0 -0.598348 0.735242 -0.648307
14 1 0 -0.201474 0.488351 -1.549912
15 6 0 0.148161 1.430301 1.453585
16 1 0 0.549873 1.353964 2.454128
17 6 0 -0.445948 2.482659 0.902760
18 1 0 -0.626960 3.437519 1.377680
19 6 0 -0.819111 2.212443 -0.525070
20 1 0 -1.849997 2.479546 -0.765518
21 1 0 -0.167804 2.759517 -1.216820
22 8 0 -0.352613 -0.904425 1.038166
23 1 0 0.241921 -1.661430 0.941864
24 47 0 -2.427910 -0.675686 -0.226796
------
Zero-point correction= 0.185406 (Hartree/Particle)
Thermal correction to Energy= 0.197550
Thermal correction to Enthalpy= 0.198495
Thermal correction to Gibbs Free Energy= 0.145129
Sum of electronic and zero-point Energies= -663.150673
Sum of electronic and thermal Energies= -663.138529
Sum of electronic and thermal Enthalpies= -663.137585
Sum of electronic and thermal Free Energies= -663.190950
Counterpoise: corrected energy = -663.334494283918
Counterpoise: BSSE energy = 0.001584991595
No imaginary vibrational frequency
Ion1-b
------
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 2.598071 1.202890 0.127641
2 6 0 1.210493 1.212831 0.109871
3 6 0 0.493718 0.005632 -0.011196
4 6 0 1.204433 -1.207005 -0.130390
5 6 0 2.589137 -1.207891 -0.121630
6 6 0 3.287648 -0.003780 0.011425
7 1 0 3.142301 2.133273 0.231261
8 1 0 0.686843 2.154509 0.212832
9 1 0 0.683617 -2.148427 -0.265112
10 1 0 3.129495 -2.140493 -0.226171
11 1 0 4.371229 -0.008904 0.018420
12 6 0 -0.952116 0.032051 -0.003355
13 6 0 -1.819090 1.187267 -0.184677
14 7 0 -1.726991 -1.032044 0.165274
15 6 0 -3.099430 0.775056 -0.121485
16 1 0 -1.470691 2.191346 -0.365588
17 1 0 -1.386853 -1.962297 0.364611
18 1 0 -3.985890 1.383020 -0.235626
19 6 0 -3.144419 -0.694128 0.114876
20 1 0 -3.641737 -0.959266 1.055642
21 1 0 -3.650048 -1.235987 -0.693676
------
Zero-point correction= 0.169857 (Hartree/Particle)
Thermal correction to Energy= 0.178750
Thermal correction to Enthalpy= 0.179694
Thermal correction to Gibbs Free Energy= 0.135354
Sum of electronic and zero-point Energies= -441.540368
Sum of electronic and thermal Energies= -441.531475
Sum of electronic and thermal Enthalpies= -441.530531
Sum of electronic and thermal Free Energies= -441.574872
No imaginary vibrational frequency
SC1-c
------
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 1.654643 0.595823 0.889089
2 6 0 0.537303 1.148068 0.230873
3 6 0 0.718840 2.192892 -0.677622
4 6 0 2.003862 2.665925 -0.946610
5 6 0 3.109484 2.109337 -0.306484
6 6 0 2.935434 1.080235 0.619208
7 1 0 1.509642 -0.114910 1.700329
8 1 0 -0.130661 2.613122 -1.204084
9 1 0 2.139737 3.465937 -1.664507
10 1 0 4.103230 2.486414 -0.515832
11 1 0 3.787868 0.680519 1.155704
12 6 0 -0.810580 0.545194 0.476018
13 8 0 -0.960533 -0.701828 0.453448
14 7 0 -1.833237 1.363592 0.718339
15 1 0 -1.636776 2.350690 0.802429
16 6 0 -3.228282 0.903832 0.892480
17 1 0 -3.200632 -0.067380 1.385522
18 1 0 -3.704507 1.616642 1.570029
19 6 0 -3.973163 0.824146 -0.414011
20 1 0 -4.096994 1.759467 -0.955135
21 6 0 -4.493979 -0.299737 -0.896633
22 1 0 -4.396470 -1.244965 -0.372125
23 1 0 -5.051148 -0.310354 -1.826012
24 47 0 0.861112 -1.867234 -0.168726
------
Zero-point correction= 0.183526 (Hartree/Particle)
Thermal correction to Energy= 0.197059
Thermal correction to Enthalpy= 0.198003
Thermal correction to Gibbs Free Energy= 0.139752
Sum of electronic and zero-point Energies= -663.172657
Sum of electronic and thermal Energies= -663.159124
Sum of electronic and thermal Enthalpies= -663.158180
Sum of electronic and thermal Free Energies= -663.216431
No imaginary vibrational frequency
TS1-c
------
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 -0.981142 0.862899 1.002942
2 6 0 0.039728 1.073797 0.054658
3 6 0 -0.094589 2.122015 -0.857308
4 6 0 -1.240958 2.919794 -0.849129
5 6 0 -2.256468 2.694484 0.077140
6 6 0 -2.121355 1.669582 1.012612
7 1 0 -0.846410 0.124649 1.789548
8 1 0 0.692467 2.311869 -1.575354
9 1 0 -1.338068 3.720034 -1.573636
10 1 0 -3.138886 3.322996 0.082422
11 1 0 -2.885946 1.513276 1.764890
12 6 0 1.234701 0.117251 0.051400
13 8 0 0.905784 -1.162659 0.123739
14 47 0 -1.217740 -1.660554 -0.157262
15 7 0 2.215184 0.436127 -1.044874
16 1 0 1.926501 -0.007447 -1.911958
17 6 0 3.537460 0.090141 0.835738
18 1 0 4.369738 -0.264947 1.434962
19 6 0 2.279079 0.531705 1.305654
20 1 0 2.260954 1.623282 1.124330
21 1 0 1.989237 0.306977 2.329336
22 6 0 3.511550 -0.022153 -0.613658
23 1 0 3.637225 -1.126718 -0.723404
24 1 0 4.366382 0.413365 -1.145883
------
Zero-point correction= 0.179554 (Hartree/Particle)
Thermal correction to Energy= 0.191766
Thermal correction to Enthalpy= 0.192710
Thermal correction to Gibbs Free Energy= 0.138998
Sum of electronic and zero-point Energies= -663.076096
Sum of electronic and thermal Energies= -663.063884
Sum of electronic and thermal Enthalpies= -663.062940
Sum of electronic and thermal Free Energies= -663.116652
One imaginary vibrational frequency: -150.061
SC2-c
------
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 -2.270530 -1.193066 0.440954
2 6 0 -1.873705 0.103626 0.038243
3 6 0 -2.837976 1.012488 -0.434538
4 6 0 -4.180772 0.637871 -0.483517
5 6 0 -4.571476 -0.651680 -0.081718
6 6 0 -3.614275 -1.564339 0.378936
7 1 0 -1.525116 -1.899020 0.787362
8 1 0 -2.539176 2.009617 -0.735832
9 1 0 -4.925142 1.343887 -0.834651
10 1 0 -5.615959 -0.939331 -0.132082
11 1 0 -3.914731 -2.559534 0.686452
12 6 0 -0.417423 0.461526 0.111824
13 8 0 0.284380 -0.646848 -0.506287
14 47 0 2.371836 -0.688409 -0.207436
15 7 0 -0.059152 1.726139 -0.571820
16 1 0 -0.267546 1.785161 -1.562525
17 6 0 1.567313 1.266744 1.035505
18 1 0 2.413629 1.449987 1.694541
19 6 0 0.257901 0.690655 1.489611
20 1 0 -0.277453 1.459525 2.076458
21 1 0 0.311444 -0.216936 2.094335
22 6 0 1.243858 2.165092 -0.115447
23 1 0 2.011534 2.260395 -0.892249
24 1 0 1.173745 3.179784 0.341610
------
Zero-point correction= 0.180567 (Hartree/Particle)
Thermal correction to Energy= 0.192529
Thermal correction to Enthalpy= 0.193473
Thermal correction to Gibbs Free Energy= 0.141641
Sum of electronic and zero-point Energies= -663.049985
Sum of electronic and thermal Energies= -663.038023
Sum of electronic and thermal Enthalpies= -663.037079
Sum of electronic and thermal Free Energies= -663.088911
Counterpoise: corrected energy = -663.355148480081
Counterpoise: BSSE energy = 0.001034665072
No imaginary vibrational frequency
TS2-c
------
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 -1.853139 -1.072431 0.794169
2 6 0 -1.501372 0.119322 0.155392
3 6 0 -2.429606 0.744513 -0.689928
4 6 0 -3.680669 0.175509 -0.907394
5 6 0 -4.019115 -1.022905 -0.277714
6 6 0 -3.106605 -1.641640 0.573552
7 1 0 -1.143599 -1.533788 1.468766
8 1 0 -2.192272 1.687844 -1.174830
9 1 0 -4.391875 0.667017 -1.560605
10 1 0 -4.993940 -1.465425 -0.445029
11 1 0 -3.371550 -2.566610 1.072114
12 6 0 -0.139407 0.736575 0.415911
13 8 0 0.706350 -0.024511 1.215464
14 47 0 1.984828 -1.106443 -0.201390
15 7 0 0.572927 1.080187 -0.873371
16 1 0 -0.033798 0.966271 -1.679361
17 6 0 0.644525 3.004425 0.502857
18 1 0 0.982374 3.961639 0.889143
19 6 0 -0.116594 2.065520 1.205924
20 1 0 -0.886858 2.327600 1.929770
21 1 0 0.771022 1.647550 1.874915
22 6 0 1.101161 2.447427 -0.783249
23 1 0 2.195490 2.510756 -0.867360
24 1 0 0.721744 3.096849 -1.589439
------
Zero-point correction= 0.178121 (Hartree/Particle)
Thermal correction to Energy= 0.190270
Thermal correction to Enthalpy= 0.191214
Thermal correction to Gibbs Free Energy= 0.137357
Sum of electronic and zero-point Energies= -663.063188
Sum of electronic and thermal Energies= -663.051039
Sum of electronic and thermal Enthalpies= -663.050095
Sum of electronic and thermal Free Energies= -663.103952
Counterpoise: corrected energy = -663.254591005388
Counterpoise: BSSE energy = 0.001059183252
One imaginary vibrational frequency: -424.755
TS2
------
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 2.740690 -1.205344 0.198119
2 6 0 2.179312 0.084218 0.144834
3 6 0 3.010724 1.195862 -0.092064
4 6 0 4.373229 1.014501 -0.282908
5 6 0 4.917345 -0.270779 -0.246764
6 6 0 4.101137 -1.378075 -0.004510
7 1 0 2.097928 -2.054128 0.393095
8 1 0 2.624105 2.209224 -0.087399
9 1 0 5.013213 1.871396 -0.452395
10 1 0 5.980944 -0.408259 -0.402105
11 1 0 4.529446 -2.372238 0.027147
12 6 0 0.740983 0.197229 0.378345
13 8 0 0.016083 -0.662228 0.834302
14 7 0 0.126397 1.459457 -0.015216
15 1 0 0.662041 2.072203 -0.621935
16 6 0 -1.123283 1.770908 0.261650
17 1 0 -3.336770 -0.518816 -1.038028
18 1 0 -1.651180 1.089845 0.918890
19 6 0 -1.750901 2.959062 -0.212278
20 1 0 -1.189357 3.628106 -0.857333
21 6 0 -3.018309 3.248032 0.144474
22 1 0 -3.601535 2.578373 0.767560
23 1 0 -3.502882 4.156382 -0.193249
24 47 0 -2.248190 -1.337535 -0.143735
------
Zero-point correction= 0.176444 (Hartree/Particle)
Thermal correction to Energy= 0.190383
Thermal correction to Enthalpy= 0.191327
Thermal correction to Gibbs Free Energy= 0.132251
Sum of electronic and zero-point Energies= -663.115383
Sum of electronic and thermal Energies= -663.101444
Sum of electronic and thermal Enthalpies= -663.100500
Sum of electronic and thermal Free Energies= -663.159575
Counterpoise: corrected energy = -663.289464309151
Counterpoise: BSSE energy = 0.002362444804
One imaginary vibrational frequency: -106.783
Ion2
------
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 6 0 -2.142792 1.142674 0.108853
2 6 0 -1.100340 0.206910 -0.029291
3 6 0 -1.404967 -1.163035 -0.138685
4 6 0 -2.726846 -1.584680 -0.101288
5 6 0 -3.752537 -0.650074 0.049707
6 6 0 -3.459463 0.711704 0.153303
7 1 0 -1.899180 2.194719 0.185320
8 1 0 -0.638007 -1.915347 -0.287841
9 1 0 -2.960070 -2.637949 -0.194948
10 1 0 -4.782716 -0.984609 0.083238
11 1 0 -4.259386 1.432747 0.267470
12 6 0 0.257544 0.748069 -0.071710
13 8 0 0.595266 1.892925 -0.170343
14 7 0 1.359787 -0.259891 0.047830
15 1 0 1.125563 -1.232536 0.221155
16 6 0 2.608993 0.105047 -0.016495
17 1 0 2.762347 1.169505 -0.185228
18 6 0 3.719125 -0.779661 0.119934
19 1 0 3.539156 -1.836228 0.291949
20 6 0 4.973017 -0.292878 0.034058
21 1 0 5.164936 0.761479 -0.137109
22 1 0 5.836326 -0.940399 0.133616
------
Zero-point correction= 0.171850 (Hartree/Particle)
Thermal correction to Energy= 0.182954
Thermal correction to Enthalpy= 0.183898
Thermal correction to Gibbs Free Energy= 0.133815
Sum of electronic and zero-point Energies= -516.765298
Sum of electronic and thermal Energies= -516.754194
Sum of electronic and thermal Enthalpies= -516.753250
Sum of electronic and thermal Free Energies= -516.803333
No imaginary vibrational frequency
AgH
------
Center Atomic Atomic Coordinates (Angstroms)
Number Number Type X Y Z
------
1 47 0 0.000000 0.000000 0.033886
2 1 0 0.000000 0.000000 -1.592624
------
Zero-point correction= 0.003762 (Hartree/Particle)
Thermal correction to Energy= 0.006125
Thermal correction to Enthalpy= 0.007069
Thermal correction to Gibbs Free Energy= -0.016144
Sum of electronic and zero-point Energies= -146.340760
Sum of electronic and thermal Energies= -146.338397
Sum of electronic and thermal Enthalpies= -146.337453
Sum of electronic and thermal Free Energies= -146.360665
No imaginary vibrational frequency