"Rearrangements Concerted with Fragmentation of Cyclo- propylmethoxychlorocarbene and Cyclobutoxychlorocarbene in Hydrocarbon Solvents and Ar matrices" by Robert A. Moss, Ronald R. Sauers, Fengmei Zheng, Xiaolin Fu, Thomas Bally, and Alexander Maltsev ========================================================== SUPPORTING INFORMATION ========================================================== Energies, enthalpies, freee energies, and cartesian coor- dinates of all stationary points optimized in the study. An Excel spreadsheet containing the energies of all the species is available on request from Thomas.Bally@unifr.ch --------------------------------------------------------- cyclopropylmethyloxychlorocarbene 6 --------------------------------------------------------- 6-t1, B3LYP/6-31G* Electronic energy= -730.048471 Zero-point correction= 0.109979 Sum of electronic and zero-point Energies= -729.938492 Sum of electronic and thermal Energies= -729.930865 Sum of electronic and thermal Enthalpies= -729.929920 Sum of electronic and thermal Free Energies= -729.971772 MP2/cc-pVDZ energy = -728.672601 CCSD(T)/cc-pVDZ energy = -728.774785 Frequencies 54.8655 89.1026 117.7646 IR Inten 1.1309 0.7954 1.1923 Charge= 0 Multiplicity= 1 6 -1.780684 -0.175363 -0.526003 6 -3.090680 0.100411 0.182212 6 -2.056575 1.187716 0.062469 6 -0.782465 -1.072852 0.140237 8 0.584406 -0.681800 -0.253780 6 1.255746 -0.070999 0.665022 17 2.856295 0.337609 -0.094673 1 -1.817956 -0.261998 -1.609406 1 -3.987524 0.162153 -0.426917 1 -3.250112 -0.349443 1.158941 1 -1.504027 1.471144 0.954617 1 -2.241039 2.006215 -0.626887 1 -0.836699 -1.013874 1.230296 1 -0.866956 -2.112625 -0.184584 --------------------------------------------------------- 6-t-TS1, B3LYP/6-31G* TS: 6-t1 <--> 6-t2 Electronic energy= -730.043366 Zero-point correction= 0.109485 Sum of electronic and zero-point Energies= -729.933881 Sum of electronic and thermal Energies= -729.926931 Sum of electronic and thermal Enthalpies= -729.925986 Sum of electronic and thermal Free Energies= -729.966013 Frequencies -- -107.0457 79.0257 115.5699 IR Inten -- 1.3091 0.0915 2.5370 Charge=0 Multiplicity=1 6 -1.658263 0.056144 0.486180 6 -3.109222 -0.009159 0.046568 6 -2.164411 -1.132819 -0.285900 6 -0.785950 1.086976 -0.162017 8 0.673621 0.840054 -0.071090 6 1.072593 -0.385503 -0.030587 17 2.895249 -0.279165 0.036818 1 -1.464872 -0.091737 1.546182 1 -3.859693 -0.163005 0.816322 1 -3.432850 0.645731 -0.759062 1 -1.837130 -1.242390 -1.316020 1 -2.259283 -2.072652 0.249115 1 -0.997684 1.188930 -1.230376 1 -0.885169 2.066660 0.311198 --------------------------------------------------------- 6-t-TS2, B3LYP/6-31G* TS: 6-t1 <--> 6-t2 Electronic energy= -730.046101 Zero-point correction= 0.109574 Sum of electronic and zero-point Energies= -729.936527 Sum of electronic and thermal Energies= -729.929573 Sum of electronic and thermal Enthalpies= -729.928629 Sum of electronic and thermal Free Energies= -729.968780 Frequencies -- -81.1175 66.9367 120.6216 IR Inten -- 3.8136 0.0820 0.3095 Charge=0 Multiplicity=1 6 1.833181 -0.048691 0.519008 6 3.219161 -0.178072 -0.076150 6 2.426788 1.085521 -0.281046 6 0.726630 -0.873134 -0.058794 8 -0.544275 -0.132386 0.130096 6 -1.588306 -0.746174 -0.315899 17 -2.984772 0.361959 0.039009 1 1.776144 0.088846 1.596368 1 4.062781 -0.161419 0.607217 1 3.352519 -0.842446 -0.926214 1 2.016657 1.278421 -1.268940 1 2.725516 1.979919 0.257263 1 0.848646 -1.036454 -1.132308 1 0.608328 -1.837789 0.439987 --------------------------------------------------------- 6-t2, B3LYP/6-31G* Electronic energy= -730.048035 Zero-point correction= 0.109890 Sum of electronic and zero-point Energies= -729.938145 Sum of electronic and thermal Energies= -729.930467 Sum of electronic and thermal Enthalpies= -729.929523 Sum of electronic and thermal Free Energies= -729.971577 Frequencies 59.3471 69.1858 117.2593 IR Inten 1.2798 1.2229 1.1787 Charge= 0 Multiplicity= 1 6 1.726414 -0.061985 0.479474 6 3.190019 -0.144493 0.099879 6 2.404152 1.102505 -0.202956 6 0.738624 -0.900722 -0.271388 8 -0.549838 -0.187187 -0.368033 6 -1.511657 -0.712380 0.315414 17 -2.946598 0.369481 0.038576 1 1.501052 0.050984 1.537732 1 3.919141 -0.121644 0.904153 1 3.468095 -0.789856 -0.729690 1 2.142652 1.305627 -1.238143 1 2.593162 1.992777 0.389192 1 1.042759 -1.058712 -1.309338 1 0.538703 -1.860402 0.212030 --------------------------------------------------------- 6-t-TS3, B3LYP/6-31G* TS: 6-t1 <--> 6-t3 Electronic energy= -730.042695 Zero-point correction= 0.109807 Sum of electronic and zero-point Energies= -729.932889 Sum of electronic and thermal Energies= -729.926062 Sum of electronic and thermal Enthalpies= -729.925118 Sum of electronic and thermal Free Energies= -729.965026 Frequencies -- -91.7197 64.7038 118.7494 IR Inten -- 0.4557 1.4534 1.4902 Charge=0 Multiplicity=1 6 -1.230296 0.407685 0.649079 8 -0.452053 0.606719 -0.363001 6 0.824490 1.268880 -0.043584 6 2.008433 0.368566 -0.340360 6 2.565409 -0.551897 0.725248 6 1.859398 -1.133721 -0.464798 17 -2.699275 -0.420246 -0.028784 1 2.735133 0.820994 -1.010484 1 3.644426 -0.652610 0.800986 1 2.045641 -0.576845 1.680300 1 0.870962 -1.556955 -0.318806 1 2.445812 -1.629181 -1.233025 1 0.764105 1.574298 1.003971 1 0.833419 2.153664 -0.683122 --------------------------------------------------------- 6-t-TS4, B3LYP/6-31G* TS: 6-t2 <--> 6-t3 Electronic energy= -730.042695 Zero-point correction= 0.109780 Sum of electronic and zero-point Energies= -729.932915 Sum of electronic and thermal Energies= -729.926079 Sum of electronic and thermal Enthalpies= -729.925135 Sum of electronic and thermal Free Energies= -729.965020 Frequencies -- -81.5789 69.0947 120.5367 IR Inten -- 1.2045 1.3456 1.5154 Charge=0 Multiplicity=1 6 1.943807 0.350612 -0.427165 6 2.838353 -0.393272 0.539888 6 1.905118 -1.161754 -0.352272 6 0.791439 1.204500 0.066011 8 -0.414253 0.392997 0.303049 6 -1.436559 0.705816 -0.422170 17 -2.748283 -0.452918 0.073219 1 2.429211 0.762566 -1.308553 1 3.904903 -0.418518 0.334649 1 2.588723 -0.334208 1.596950 1 1.030067 -1.619017 0.097601 1 2.317837 -1.713236 -1.191963 1 0.993498 1.668178 1.034885 1 0.517643 1.974455 -0.658431 --------------------------------------------------------- 6-t3, B3LYP/6-31G* Electronic energy= -730.046058 Zero-point correction= 0.109921 Sum of electronic and zero-point Energies= -729.936137 Sum of electronic and thermal Energies= -729.928528 Sum of electronic and thermal Enthalpies= -729.927584 Sum of electronic and thermal Free Energies= -729.969468 Frequencies 55.2744 78.3733 117.6681 IR Inten 1.4449 0.1154 1.0910 Charge= 0 Multiplicity= 1 6 -2.048503 0.406763 0.062898 6 -2.155170 -0.873477 -0.726450 6 -1.970677 -0.920148 0.773251 6 -0.854205 1.322967 -0.052933 8 0.355938 0.550811 -0.348915 6 1.275247 0.592998 0.561197 17 2.618395 -0.452861 -0.067219 1 -2.967681 0.975932 0.195235 1 -3.123938 -1.137446 -1.140743 1 -1.308399 -1.160398 -1.342756 1 -1.004784 -1.243438 1.150852 1 -2.811929 -1.214403 1.394169 1 -0.955603 2.011580 -0.896822 1 -0.668033 1.885711 0.866337 --------------------------------------------------------- 6-c1, B3LYP/6-31G* Electronic energy= -730.046523 Zero-point correction= 0.109540 Sum of electronic and zero-point Energies= -729.936983 Sum of electronic and thermal Energies= -729.929315 Sum of electronic and thermal Enthalpies= -729.928371 Sum of electronic and thermal Free MP2/cc-pVDZ energy= -728.669221 CCSD(T)/cc-pVDZ energy= -728.772061 PCM energy (DCE)= -730.050836 PCM energy (ACN)= -730.055930 Frequencies 39.2178 73.6665 169.0222 IR Inten 0.3431 1.3129 2.6685 Charge= 0 Multiplicity= 1 6 -1.646556 0.491538 0.121895 6 -2.575111 -0.571618 -0.433232 6 -1.728796 -0.869889 0.773576 6 -0.444634 0.869535 -0.682609 8 0.635866 1.359998 0.236121 6 1.732640 0.849622 0.613142 17 2.041127 -0.862062 -0.178385 1 -2.115822 1.318996 0.648717 1 -3.642330 -0.418886 -0.303248 1 -2.306477 -1.044180 -1.374440 1 -0.883249 -1.540646 0.652136 1 -2.212792 -0.928548 1.743878 1 -0.030606 0.039942 -1.253626 1 -0.620068 1.733259 -1.326484 --------------------------------------------------------- 6-c1, B3LYP/6-31G* optimized in ACN PCM energy= -730.056492 Zero-point correction= 0.108547 Sum of electronic and zero-point Energies= -729.947945 Sum of electronic and thermal Energies= -729.940023 Sum of electronic and thermal Enthalpies= -729.939078 Sum of electronic and thermal Free Energies= -729.981678 Charge=0 Multiplicity=1 6 -1.764512 0.067095 -0.530856 6 -2.829247 -0.859763 0.028993 6 -2.616450 0.494424 0.643809 6 -0.343191 -0.312016 -0.314703 8 0.469178 0.973859 -0.188928 6 1.689216 1.164709 -0.004865 17 2.657161 -0.530015 0.148153 1 -1.977074 0.527002 -1.495154 1 -3.709107 -1.024158 -0.586534 1 -2.501717 -1.733565 0.587431 1 -2.143474 0.542290 1.622227 1 -3.356200 1.269285 0.462580 1 -0.166791 -0.847074 0.620512 1 0.114298 -0.841099 -1.152513 --------------------------------------------------------- 6-c-TS2, B3LYP/6-31G* TS: 6-c1 <--> 6-c2 Electronic energy= -730.045040 Zero-point correction= 0.109462 Sum of electronic and zero-point Energies= -729.935578 Sum of electronic and thermal Energies= -729.928750 Sum of electronic and thermal Enthalpies= -729.927806 Sum of electronic and thermal Free Energies= -729.967430 Frequencies -34.5078 73.0036 173.4527 IR Inten 1.1610 0.9060 3.2192 Charge= 0 Multiplicity= 1 6 -1.554199 -0.251111 -0.428933 6 -2.856239 -0.821776 0.098325 6 -2.722486 0.658451 -0.131232 6 -0.359198 -0.258161 0.468098 8 0.457633 0.966201 0.182451 6 1.686114 1.133082 -0.087661 17 2.651283 -0.506090 -0.096436 1 -1.330319 -0.438853 -1.476491 1 -3.459664 -1.406700 -0.589075 1 -2.878765 -1.182892 1.123378 1 -2.649937 1.308154 0.736931 1 -3.240842 1.102757 -0.975462 1 -0.628821 -0.151934 1.521208 1 0.291528 -1.119514 0.327729 --------------------------------------------------------- 6-c2, B3LYP/6-31G* Electronic energy= -730.045694 Zero-point correction= 0.109675 Sum of electronic and zero-point Energies= -729.936019 Sum of electronic and thermal Energies= -729.928378 Sum of electronic and thermal Enthalpies= -729.927434 Sum of electronic and thermal Free Energies= -729.969427 MP2/cc-pVDZ energy= -728.668428 CCSD(T)/cc-pVDZ energy= -728.771211 Frequencies -- 39.2178 73.6665 169.0222 IR Inten -- 0.3431 1.3129 2.6685 Charge=0 Multiplicity=1 6 -1.646556 0.491538 0.121895 6 -2.575111 -0.571618 -0.433232 6 -1.728796 -0.869889 0.773576 6 -0.444634 0.869535 -0.682609 8 0.635866 1.359998 0.236121 6 1.732640 0.849622 0.613142 17 2.041127 -0.862062 -0.178385 1 -2.115822 1.318996 0.648717 1 -3.642330 -0.418886 -0.303248 1 -2.306477 -1.044180 -1.374440 1 -0.883249 -1.540646 0.652136 1 -2.212792 -0.928548 1.743878 1 -0.030606 0.039942 -1.253626 1 -0.620068 1.733259 -1.326484 --------------------------------------------------------- 6-c-TS4, B3LYP/6-31G* TS: 6-c1 <--> 6-c3 Electronic energy= -730.041080 Zero-point correction= 0.109432 Sum of electronic and zero-point Energies= -729.931648 Sum of electronic and thermal Energies= -729.924789 Sum of electronic and thermal Enthalpies= -729.923845 Sum of electronic and thermal Free Energies= -729.963905 Frequencies -98.2385 42.0160 157.9560 IR Inten 3.4990 1.3701 0.6356 Charge= 0 Multiplicity= 1 6 1.503488 1.135583 0.135901 8 0.298260 0.775775 -0.054366 6 -0.266778 -0.585167 -0.294232 6 -1.761675 -0.494000 -0.496864 6 -2.713569 -0.509781 0.679837 6 -2.555275 0.744246 -0.131034 17 2.675114 -0.340458 0.076297 1 -2.098763 -1.014354 -1.389963 1 -3.629682 -1.086222 0.588168 1 -2.275329 -0.524305 1.675279 1 -2.014414 1.574804 0.309504 1 -3.355653 1.037227 -0.804166 1 0.026902 -1.179651 0.572803 1 0.246781 -0.971193 -1.175396 --------------------------------------------------------- 6-c3, B3LYP/6-31G* Electronic energy= -730.044455 Zero-point correction= 0.109664 Sum of electronic and zero-point Energies= -729.934791 Sum of electronic and thermal Energies= -729.927215 Sum of electronic and thermal Enthalpies= -729.926271 Sum of electronic and thermal Free Energies= -729.967908 Frequencies 41.7485 108.4476 149.2779 IR Inten 0.4928 2.0254 1.2379 Charge= 0 Multiplicity= 1 6 1.754098 0.752846 -0.000984 6 2.568332 -0.264382 0.757190 6 2.569420 -0.266913 -0.754774 6 0.249030 0.742958 -0.001774 8 -0.215568 -0.664756 -0.001099 6 -1.401006 -1.134994 0.000110 17 -2.675628 0.243127 0.000620 1 2.134683 1.773389 -0.002388 1 3.455848 0.081371 1.279302 1 2.038432 -1.070819 1.255446 1 2.040280 -1.074891 -1.251121 1 3.457633 0.077231 -1.276763 1 -0.178424 1.211420 0.887823 1 -0.177472 1.210100 -0.892644 --------------------------------------------------------- 6-c-TS6, B3LYP/6-31G* TS: 6-c2 <--> 6-c4 Electronic energy= -730.039998 Zero-point correction= 0.109687 Sum of electronic and zero-point Energies= -729.930311 Sum of electronic and thermal Energies= -729.923557 Sum of electronic and thermal Enthalpies= -729.922613 Sum of electronic and thermal Free Energies= -729.962172 Frequencies -67.6291 52.8305 188.0537 IR Inten 0.6506 1.1109 2.2134 Charge= 0 Multiplicity= 1 6 1.444009 0.807528 0.802186 17 2.034716 -0.747307 -0.118627 8 0.399394 1.305718 0.282217 6 -0.426556 0.904252 -0.896331 6 -1.727525 0.255711 -0.471015 6 -1.987121 -0.218060 0.944137 6 -1.812877 -1.222837 -0.158923 1 -2.587629 0.688667 -0.976368 1 -2.681552 -1.767662 -0.517776 1 -0.885305 -1.788306 -0.178541 1 -1.187134 -0.114957 1.670720 1 -2.979946 -0.046493 1.349656 1 0.202076 0.268331 -1.517813 1 -0.605415 1.859328 -1.391281 --------------------------------------------------------- 6-c-TS3, B3LYP/6-31G* TS: 6-c3 <--> 6-c4 Electronic energy= -730.042646 Zero-point correction= 0.109603 Sum of electronic and zero-point Energies= -729.933043 Sum of electronic and thermal Energies= -729.926345 Sum of electronic and thermal Enthalpies= -729.925400 Sum of electronic and thermal Free Energies= -729.964575 Frequencies -26.0577 88.2590 169.0065 IR Inten 0.3959 0.4220 3.0624 Charge= 0 Multiplicity= 1 6 1.675381 0.206046 0.695164 6 2.605884 -0.280488 -0.386407 6 1.900765 1.049011 -0.533538 6 0.352930 -0.457741 0.986565 8 -0.229576 -0.973457 -0.276109 6 -1.329196 -0.741797 -0.876688 17 -2.420931 0.471693 0.066264 1 2.140988 0.556992 1.615331 1 3.671555 -0.284758 -0.176222 1 2.268756 -1.096486 -1.018640 1 1.100395 1.112751 -1.265096 1 2.477823 1.962513 -0.423955 1 0.470039 -1.352338 1.603689 1 -0.371691 0.220006 1.436702 --------------------------------------------------------- 6-c4, B3LYP/6-31G* Electronic energy= -730.042669 Zero-point correction= 0.109711 Sum of electronic and zero-point Energies= -729.932959 Sum of electronic and thermal Energies= -729.925401 Sum of electronic and thermal Enthalpies= -729.924456 Sum of electronic and thermal Free Energies= -729.966359 Frequencies 30.9596 81.2667 170.9826 IR Inten 0.3189 0.2301 2.7347 Charge= 0 Multiplicity= 1 6 1.611040 0.080110 0.704549 6 2.521132 -0.065870 -0.488591 6 1.683018 1.181070 -0.321683 6 0.384183 -0.775795 0.899800 8 -0.244369 -1.075112 -0.409635 6 -1.317390 -0.660517 -0.958349 17 -2.266741 0.539600 0.141556 1 2.093651 0.280151 1.660624 1 3.592672 -0.001557 -0.322773 1 2.228217 -0.762658 -1.268666 1 0.840998 1.315092 -0.994479 1 2.173331 2.107192 -0.036195 1 0.636020 -1.765317 1.288923 1 -0.367229 -0.299197 1.528832 --------------------------------------------------------- 6-c-TS5, B3LYP/6-31G* TS: 6-c4 <--> 6-c5 Electronic energy= -730.040466 Zero-point correction= 0.109670 Sum of electronic and zero-point Energies= -729.930796 Sum of electronic and thermal Energies= -729.924072 Sum of electronic and thermal Enthalpies= -729.923127 Sum of electronic and thermal Free Energies= -729.962729 Frequencies -83.0523 45.6804 187.8044 IR Inten 1.2515 0.5663 3.1027 Charge= 0 Multiplicity= 1 6 -1.350748 -0.280161 0.620354 6 -2.695568 -0.082181 -0.042582 6 -1.636954 -0.897946 -0.730950 6 -0.389568 0.876189 0.807983 8 0.359855 1.203472 -0.438234 6 1.433084 0.706584 -0.911513 17 2.128282 -0.643022 0.201748 1 -1.318942 -0.981111 1.450971 1 -3.557714 -0.586762 0.384452 1 -2.911253 0.903493 -0.448912 1 -1.149098 -0.470462 -1.601238 1 -1.745640 -1.977680 -0.767949 1 -0.893683 1.819003 1.025658 1 0.355216 0.662212 1.573427 --------------------------------------------------------- 6-c-TS1, B3LYP/6-31G* TS: 6-c1 <--> 6-c5 Electronic energy= -730.045469 Zero-point correction= 0.109575 Sum of electronic and zero-point Energies= -729.935894 Sum of electronic and thermal Energies= -729.929116 Sum of electronic and thermal Enthalpies= -729.928172 Sum of electronic and thermal Free Energies= -729.967643 Frequencies -28.4353 81.1370 161.8338 IR Inten 0.7093 1.2520 2.0016 Charge= 0 Multiplicity= 1 6 -1.749764 0.488324 -0.115417 6 -2.688513 -0.665509 -0.408173 6 -2.065283 -0.531675 0.953925 6 -0.403612 0.486439 -0.763801 8 0.549415 1.220617 0.130240 6 1.703157 0.934211 0.572007 17 2.321054 -0.747338 -0.075164 1 -2.203255 1.470692 -0.008072 1 -3.742445 -0.433271 -0.528033 1 -2.334039 -1.461877 -1.057371 1 -1.284070 -1.235366 1.229555 1 -2.689912 -0.212440 1.782631 1 -0.001800 -0.513784 -0.918367 1 -0.373626 1.055116 -1.695726 --------------------------------------------------------- 6-c5, B3LYP/6-31G* Electronic energy= -730.046069 Zero-point correction= 0.109815 Sum of electronic and zero-point Energies= -729.936253 Sum of electronic and thermal Energies= -729.928679 Sum of electronic and thermal Enthalpies= -729.927735 Sum of electronic and thermal Free Energies= -729.969326 MP2/cc-pVDZ energy= -728.669015 CCSD(T)/cc-pVDZ energy= -728.771723 Frequencies 55.6218 78.3338 167.4367 IR Inten 0.7531 0.7010 3.4978 Charge= 0 Multiplicity= 1 6 -1.252149 -0.409121 -0.100066 6 -2.682898 -0.707387 0.304616 6 -2.403268 0.288491 -0.786639 6 -0.387357 0.345183 0.857842 8 0.543251 1.262958 0.120850 6 1.694404 1.059305 -0.372073 17 2.270055 -0.732965 -0.093824 1 -0.732770 -1.179719 -0.662626 1 -3.082932 -1.680830 0.037515 1 -3.033474 -0.333210 1.263196 1 -2.560178 1.342053 -0.570951 1 -2.617243 0.009320 -1.813888 1 -0.960094 1.038469 1.475939 1 0.237347 -0.298169 1.476945 --------------------------------------------------------- 6-c5, B3LYP/6-31G* GS optimized in MeCN by SCI-PCM scipcm e=36.64; cont=0.0004; NPhi=590; Ntheta=1; Isurf=2 Electronic Energy= -730.053492 Zero-point correction= .109403 Sum of electronic and zero-point Energies= -729.944089 Sum of electronic and thermal Energies= -729.936320 Sum of electronic and thermal Enthalpies= -729.935376 Sum of electronic and thermal Free Energies= -729.977476 PCM-Energy: -730.0555966 Frequencies 47.6352 78.2918 163.7603 IR Inten 1.5700 1.2301 6.5977 Charge= 0 Multiplicity= 1 6 -2.702987 -.722915 .288971 6 -2.432716 .308568 -.769040 6 -1.273080 -.412661 -.117870 1 -3.041464 -.383585 1.263677 1 -3.097277 -1.689406 -.009049 1 -2.650812 .061515 -1.803469 1 -2.586896 1.353612 -.514221 1 -.762595 -1.166653 -.709934 6 -.409507 .300796 .864724 8 .528119 1.253265 .135905 6 1.670184 1.100385 -.352786 17 2.325321 -.722186 -.103184 1 -.964698 .982452 1.507597 1 .236977 -.351923 1.448297 --------------------------------------------------------- 6-i-TS1, B3LYP/6-31G* TS: 6-t1 <--> 6-c2 Electronic energy= -730.020014 Zero-point correction= 0.108499 Sum of electronic and zero-point Energies= -729.911514 Sum of electronic and thermal Energies= -729.904151 Sum of electronic and thermal Enthalpies= -729.903207 Sum of electronic and thermal Free Energies= -729.944717 MP2/cc-pVDZ energy= -728.636665 CCSD(T)/cc-pVDZ energy= -728.740827 Frequencies -252.0863 43.0407 83.4124 IR Inten 5.7791 0.4880 1.3347 Charge= 0 Multiplicity= 1 6 -1.791340 0.358623 0.307884 6 -2.872456 -0.332268 -0.499465 6 -1.907959 -1.145192 0.322395 6 -0.669250 1.010131 -0.437945 8 0.586696 1.029225 0.332404 6 1.205047 0.067644 0.903844 17 2.646477 -0.442286 -0.277696 1 -2.107469 0.888105 1.203270 1 -3.897282 -0.226758 -0.156908 1 -2.767790 -0.357161 -1.581329 1 -1.148477 -1.719404 -0.202667 1 -2.262924 -1.611151 1.236283 1 -0.434693 0.492063 -1.373337 1 -0.849292 2.065747 -0.643980 --------------------------------------------------------- cyclobutyloxychlorocarbene 10 --------------------------------------------------------- 10-t1, B3LYP/6-31G* Electronic energy= -730.055715 Zero-point correction= 0.110501 Sum of electronic and zero-point Energies= -729.945214 Sum of electronic and thermal Energies= -729.937951 Sum of electronic and thermal Enthalpies= -729.937006 Sum of electronic and thermal Free Energies= -729.977742 MP2/cc-pVDZ energy= -728.679509 CCSD(T)/cc-pVDZ energy= -728.783041 PCM energy (ACN)= -730.06339 Frequencies 76.9660 108.8535 128.0969 IR Inten 1.2837 0.4053 1.2984 Charge= 0 Multiplicity= 1 6 1.865978 1.085708 -0.120373 6 2.979869 0.000153 -0.177653 6 1.866204 -1.085647 -0.120644 6 0.933005 -0.000128 0.439887 8 -0.418263 -0.000061 -0.114720 6 -1.375354 -0.000328 0.755608 17 -2.911141 0.000091 -0.216027 1 0.842190 -0.000240 1.527994 1 2.026076 1.978212 0.490517 1 1.544831 1.385149 -1.122609 1 1.545129 -1.384883 -1.122962 1 2.026484 -1.978281 0.490010 1 3.630258 0.000314 -1.055556 1 3.602317 0.000111 0.721876 --------------------------------------------------------- 10-t-TS1, B3LYP/6-31G* TS: 10-t1 <--> 10-t2 Electronic energy= -730.052953 Zero-point correction= 0.109931 Sum of electronic and zero-point Energies= -729.943021 Sum of electronic and thermal Energies= -729.936402 Sum of electronic and thermal Enthalpies= -729.935458 Sum of electronic and thermal Free Energies= -729.974868 Frequencies -67.9019 74.9740 128.4636 IR Inten 0.3353 1.5577 1.2321 Charge= 0 Multiplicity= 1 6 1.873900 1.094567 0.063882 6 2.682010 -0.000001 -0.692620 6 1.873913 -1.094551 0.063891 6 0.961091 -0.000008 0.659473 8 -0.346872 -0.000015 -0.006076 6 -1.368723 0.000035 0.785067 17 -2.823015 -0.000007 -0.308291 1 0.772664 -0.000032 1.734447 1 2.443871 1.621545 0.834896 1 1.352910 1.832456 -0.551748 1 1.352936 -1.832456 -0.551730 1 2.443881 -1.621512 0.834920 1 2.505765 0.000019 -1.771558 1 3.761060 -0.000037 -0.517843 --------------------------------------------------------- 10-t2, B3LYP/6-31G* Electronic energy= -730.053080 Zero-point correction= 0.110213 Sum of electronic and zero-point Energies= -729.942866 Sum of electronic and thermal Energies= -729.935518 Sum of electronic and thermal Enthalpies= -729.934574 Sum of electronic and thermal Free Energies= -729.975716 Frequencies 75.6879 79.5917 128.9611 IR Inten 1.6606 0.2567 1.1865 Charge= 0 Multiplicity= 1 6 1.884436 1.087594 0.088746 6 2.552080 -0.000463 -0.800227 6 1.884176 -1.087565 0.089720 6 0.977013 0.000407 0.703002 8 -0.323143 0.000036 0.019008 6 -1.355149 0.000515 0.796162 17 -2.794630 -0.000169 -0.317196 1 0.776207 0.000905 1.775770 1 2.562331 1.501628 0.841716 1 1.366710 1.910358 -0.411359 1 1.366242 -1.910647 -0.409647 1 2.561982 -1.501097 0.843046 1 2.160585 -0.000881 -1.821136 1 3.644461 -0.000610 -0.842539 --------------------------------------------------------- 10-t-TS2, B3LYP/6-31G* TS: 10-t1 <--> 10-t3 Electronic energy= -730.052900 Zero-point correction= 0.110351 Sum of electronic and zero-point Energies= -729.942549 Sum of electronic and thermal Energies= -729.936063 Sum of electronic and thermal Enthalpies= -729.935119 Sum of electronic and thermal Free Energies= -729.973961 Frequencies -68.6751 102.0263 144.4978 IR Inten 2.1643 0.2590 2.5717 Charge= 0 Multiplicity= 1 6 -1.833136 -1.060443 -0.281815 6 -2.845824 0.117623 -0.370981 6 -1.704898 1.082965 0.065358 6 -0.985738 -0.155657 0.626514 8 0.471552 -0.317299 0.524276 6 1.112485 0.497043 -0.242264 17 2.852022 -0.030038 -0.150613 1 -1.179813 -0.320329 1.688056 1 -2.166305 -2.020658 0.120606 1 -1.325917 -1.221618 -1.238125 1 -1.168957 1.493283 -0.792098 1 -1.933366 1.887203 0.769742 1 -3.304390 0.302804 -1.345129 1 -3.635380 0.039164 0.382281 --------------------------------------------------------- 10-t3, B3LYP/6-31G* Electronic energy= -730.053586 Zero-point correction= 0.110645 Sum of electronic and zero-point Energies= -729.942941 Sum of electronic and thermal Energies= -729.935708 Sum of electronic and thermal Enthalpies= -729.934764 Sum of electronic and thermal Free Energies= -729.975364 Frequencies 88.6165 110.0489 121.5500 IR Inten 1.7853 2.3713 0.1606 Charge= 0 Multiplicity= 1 6 -1.740297 -1.087870 -0.095076 6 -2.795490 -0.000044 -0.449891 6 -1.740226 1.087859 -0.095523 6 -0.993555 0.000139 0.694702 8 0.481343 0.000267 0.692187 6 1.040452 -0.000546 -0.470018 17 2.824690 0.000032 -0.148922 1 -1.228318 0.000425 1.759735 1 -2.061825 -1.977065 0.453993 1 -1.161950 -1.383294 -0.974590 1 -1.161805 1.382839 -0.975138 1 -2.061696 1.977329 0.453134 1 -3.179304 -0.000267 -1.472751 1 -3.640881 0.000118 0.244637 --------------------------------------------------------- 10-c1, B3LYP/6-31G* PCM energy (ACN)= -730.062429 Electronic energy= -730.053472 Zero-point correction= 0.110310 Sum of electronic and zero-point Energies= -729.943162 Sum of electronic and thermal Energies= -729.935938 Sum of electronic and thermal Enthalpies= -729.934994 Sum of electronic and thermal Free Energies= -729.975719 MP2/cc-pVDZ energy= -728.677178 CCSD(T)/cc-pVDZ energy= -728.781209 Frequencies 47.9113 123.1323 168.5780 IR Inten 0.4301 0.7849 2.7086 Charge= 0 Multiplicity= 1 6 -2.047860 0.751664 -0.415676 6 -2.539895 -0.663539 0.008556 6 -1.112979 -0.953188 0.560156 6 -0.619202 0.205213 -0.321423 8 0.333074 1.157683 0.292551 6 1.593196 1.072149 0.454005 17 2.254300 -0.567315 -0.215007 1 -0.181364 -0.109863 -1.268130 1 -2.371641 1.157427 -1.377647 1 -2.229127 1.492601 0.368817 1 -1.031194 -0.698603 1.621180 1 -0.663769 -1.933316 0.387517 1 -3.366236 -0.707286 0.722014 1 -2.783916 -1.291854 -0.852754 --------------------------------------------------------- 10-c1, B3LYP/6-31G* GS optimized in MeCN by SCI-PCM scipcm: e=36.64; cont=0.0004; NPhi=590; Ntheta=1; Isurf=2 Electronic energy= -730.060038 Zero-point correction= .109916 Sum of electronic and zero-point Energies= -729.950122 Sum of electronic and thermal Energies= -729.942733 Sum of electronic and thermal Enthalpies= -729.941789 Sum of electronic and thermal Free Energies= -729.982995 PCM energy: -730.0624652 Frequencies 40.5009 118.5581 162.0951 IR Inten 1.0314 1.1271 7.2717 Charge= 0 Multiplicity= 1 6 -2.059494 .746614 -.426862 6 -.637371 .193369 -.325491 6 -1.128147 -.952984 .568567 6 -2.553603 -.665639 .008776 8 .329582 1.157205 .292593 6 1.574573 1.094424 .459930 17 2.288203 -.567423 -.214561 1 -2.245117 1.492079 .351644 1 -2.374278 1.141469 -1.395443 1 -.186379 -.117249 -1.266105 1 -.680120 -1.934494 .402105 1 -2.795949 -1.301013 -.846836 1 -3.377483 -.698085 .724824 --------------------------------------------------------- 10-c-TS1, B3LYP/6-31G* TS: 10-c1 <--> 10-c2 Electronic energy= -730.051106 Zero-point correction= 0.109825 Sum of electronic and zero-point Energies= -729.941281 Sum of electronic and thermal Energies= -729.934745 Sum of electronic and thermal Enthalpies= -729.933801 Sum of electronic and thermal Free Energies= -729.972938 Frequencies -58.3117 56.9407 164.7803 IR Inten 0.7882 0.5393 1.8374 Charge= 0 Multiplicity= 1 6 2.044961 0.677455 0.549666 6 2.504610 -0.498276 -0.362417 6 1.066761 -1.092786 -0.295155 6 0.599644 0.151413 0.489521 8 -0.226572 1.073405 -0.335179 6 -1.469913 1.035732 -0.604759 17 -2.292653 -0.470422 0.186283 1 0.051020 0.001834 1.418250 1 2.458486 0.656447 1.562212 1 2.171324 1.684048 0.142362 1 0.557973 -1.250641 -1.248912 1 0.976341 -2.008264 0.296555 1 2.801748 -0.182870 -1.366054 1 3.294403 -1.131846 0.049071 --------------------------------------------------------- 10-c2, B3LYP/6-31G* Electronic energy= -730.051162 Zero-point correction= 0.109949 Sum of electronic and zero-point Energies= -729.941213 Sum of electronic and thermal Energies= -729.933896 Sum of electronic and thermal Enthalpies= -729.932952 Sum of electronic and thermal Free Energies= -729.974028 MP2/cc-pVDZ energy= -728.673970 CCSD(T)/cc-pVDZ energy= -728.778433 PCM energy (ACN)= -730.059507 Frequencies 51.9198 76.0826 168.7833 IR Inten 0.4027 0.9133 2.2113 Charge= 0 Multiplicity= 1 6 -2.044240 -0.628970 0.609803 6 -2.454174 0.416016 -0.467882 6 -1.081763 1.119787 -0.258386 6 -0.597886 -0.109626 0.536829 8 0.185215 -1.038442 -0.326677 6 1.422180 -1.030386 -0.625189 17 2.309739 0.437035 0.171076 1 -0.014328 0.027734 1.445717 1 -2.484305 -0.430091 1.591893 1 -2.177909 -1.687253 0.370522 1 -0.495928 1.382229 -1.142274 1 -1.141315 1.998604 0.391278 1 -2.551328 -0.025474 -1.463567 1 -3.346872 1.011261 -0.259498 --------------------------------------------------------- 10-c-TS2, B3LYP/6-31G* TS: 10-c1 <--> 10-c3 Electronic energy= -730.042600 Zero-point correction= 0.110201 Sum of electronic and zero-point Energies= -729.932399 Sum of electronic and thermal Energies= -729.925947 Sum of electronic and thermal Enthalpies= -729.925003 Sum of electronic and thermal Free Energies= -729.963429 Frequencies -70.8883 158.6527 181.3451 IR Inten 0.1084 2.8312 7.3901 Charge= 0 Multiplicity= 1 6 1.803929 0.568202 -0.754360 6 2.376992 -0.753263 -0.162578 6 1.041349 -0.942427 0.617508 6 0.866218 0.580195 0.456041 8 -0.413970 1.324192 0.278172 6 -1.636319 1.131920 0.013126 17 -2.098962 -0.710162 -0.191971 1 1.301979 1.120443 1.298106 1 2.466142 1.425955 -0.895079 1 1.248111 0.375214 -1.676861 1 0.326937 -1.513023 0.030106 1 1.069889 -1.327633 1.639679 1 2.639256 -1.537961 -0.875455 1 3.228782 -0.571541 0.499222 --------------------------------------------------------- 10-c3, B3LYP/6-31G* Electronic energy= -730.046554 Zero-point correction= 0.110551 Sum of electronic and zero-point Energies= -729.936003 Sum of electronic and thermal Energies= -729.928792 Sum of electronic and thermal Enthalpies= -729.927848 Sum of electronic and thermal Free Energies= -729.968027 PCM energy (ACN)= -730.055292 Frequencies 98.0380 112.5711 203.4659 IR Inten 1.5842 0.4472 13.0720 Charge= 0 Multiplicity= 1 6 1.297512 -0.134046 -1.097041 6 2.170715 -0.816542 0.000544 6 1.298098 -0.131889 1.097109 6 0.870201 0.852815 -0.000876 8 -0.498392 1.454213 -0.000602 6 -1.693430 1.041187 0.000125 17 -1.828750 -0.878550 0.000320 1 1.483596 1.754081 -0.001904 1 1.795221 0.294885 -1.970513 1 0.479639 -0.779644 -1.414970 1 0.480224 -0.776749 1.416872 1 1.796352 0.298771 1.969419 1 2.181068 -1.908393 0.001388 1 3.201219 -0.450454 -0.000093 --------------------------------------------------------- fragmentations of cyclopropylmethyloxychlorocarbene 6 --------------------------------------------------------- 6-f-TS1, B3LYP/6-31G* TS: 6-c1 <--> C3H5-CH2Cl + CO Electronic energy= -730.027925 Zero-point correction= 0.106177 Sum of electronic and zero-point Energies= -729.921748 Sum of electronic and thermal Energies= -729.913452 Sum of electronic and thermal Enthalpies= -729.912508 Sum of electronic and thermal Free Energies= -729.955416 MP2/cc-pVDZ energy= -728.643365 CCSD(T)/cc-pVDZ energy= -728.746154 PCM energy (in DCE)= -730.042807 PCM energy (in ACN)= -730.056851 Frequencies -153.4727 75.0951 105.6585 IR Inten 95.9526 2.8643 24.3087 Charge=0 Multiplicity= 1 6 -0.529956 0.986027 1.547408 6 -0.877366 -0.226104 2.271926 6 0.610946 -0.071164 1.717273 6 0.935059 -0.927276 0.652594 8 1.683088 0.221182 -0.961175 6 1.105313 0.547475 -1.931941 17 -1.218153 -0.167942 -1.687022 1 -0.898659 1.091003 0.528818 1 -0.328260 1.897212 2.102999 1 -0.905036 -0.240483 3.357278 1 -1.488533 -0.970507 1.772820 1 1.368758 0.156155 2.459273 1 1.874159 -1.471367 0.654794 1 0.157485 -1.230212 -0.050775 --------------------------------------------------------- 6-f-TS2, B3LYP/6-31G* TS: 6-c2 <--> C3H5CH2Cl + CO Electronic energy= -730.020973 Zero-point correction= 0.104893 Sum of electronic and zero-point Energies= -729.916079 Sum of electronic and thermal Energies= -729.907154 Sum of electronic and thermal Enthalpies= -729.906210 Sum of electronic and thermal Free Energies= -729.951212 MP2/cc-pVDZ energy= -728.636785 CCSD(T)/cc-pVDZ energy= -728.738952 PCM Energy (in DCE)= -730.040996 PCM energy (in ACN)= -730.059310 Frequencies -196.0442 49.6668 73.4241 IR Inten 23.4300 6.6497 0.8209 Charge= 0 Multiplicity= 1 6 -0.445651 0.069234 -2.806094 6 0.230728 -0.956574 -2.031918 6 -0.535363 0.163731 -1.226139 6 0.210840 1.156419 -0.592868 8 1.735764 0.092330 0.835898 6 1.438868 -0.427076 1.835486 17 -1.092760 -0.094803 2.003855 1 0.133908 0.842514 -3.299637 1 -1.414929 -0.138665 -3.249206 1 -0.231864 -1.928765 -1.893896 1 1.310514 -0.935330 -1.931800 1 -1.441747 -0.160810 -0.727215 1 1.114749 1.557655 -1.042305 1 -0.176359 1.602011 0.320534 --------------------------------------------------------- 6-f-TS2, B3LYP/6-31G* TS, optimized in MeCN by SCI-PCM scipcm e=36.64; cont=0.0004; NPhi=590; Ntheta=1; Isurf=2 Electronic Energy= -730.047357 Zero-point correction= .106779 Sum of electronic and zero-point Energies= -729.940578 Sum of electronic and thermal Energies= -729.932273 Sum of electronic and thermal Enthalpies= -729.931328 Sum of electronic and thermal Free Energies= -729.976037 PCM energy (in ACN)= -730.0531373 Frequencies -265.6647 13.7604 69.1221 IR Inten 796.5734 6.3828 3.3656 Charge= 0 Multiplicity= 1 6 -2.938216 -.779989 .180849 6 -2.714074 .557608 -.400275 6 -1.520815 -.400548 -.359767 1 -3.048555 -.879758 1.255202 1 -3.433757 -1.546490 -.405291 1 -3.090976 .765317 -1.396431 1 -2.676408 1.413986 .265706 1 -1.226803 -.872854 -1.290235 6 -.513087 -.264137 .648071 8 .487942 1.231123 .221623 6 1.619065 1.398980 -.102052 17 2.730926 -.646831 -.132711 1 -.805311 .113793 1.623988 1 .355280 -.918343 .629206 --------------------------------------------------------- 6-f-TS5, B3LYP/6-31G* TS: 6-c5 --> C3H5CH2Cl + CO Electronic energy= -730.017743 Zero-point correction= 0.105189 Sum of electronic and zero-point Energies= -729.912554 Sum of electronic and thermal Energies= -729.903724 Sum of electronic and thermal Enthalpies= -729.902780 Sum of electronic and thermal Free Energies= -729.948014 MP2/cc-pVDZ energy= -728.634544 CCSD(T)/cc-pVDZ energy= -728.736145 PCM energy (in DCE)= -730.039424 PCM energy (in ACN)= -730.058030 Frequencies -- -163.2088 43.3691 52.9842 IR Inten -- 53.6089 6.7244 0.6805 Charge=0 Multiplicity=1 6 -2.548426 0.192899 0.829972 6 -2.817860 -0.470656 -0.445439 6 -1.301925 -0.355537 0.128597 6 -0.547260 0.378497 -0.790375 8 1.064334 1.727974 0.096753 6 2.176830 1.377473 0.120157 17 2.045027 -1.179682 0.073103 1 -2.641601 1.273453 0.881754 1 -2.790590 -0.334494 1.747978 1 -3.140161 -1.505870 -0.484958 1 -3.052633 0.122339 -1.322650 1 -0.851533 -1.267183 0.507104 1 0.355037 -0.093661 -1.181701 1 -0.926799 1.300164 -1.221778 --------------------------------------------------------- 6-f-TS5', B3LYP/6-31G* TS: 6-c5 <--> 6-ip1 Electronic energy= -730.020052 Zero-point correction= 0.105346 Sum of electronic and zero-point Energies= -729.914707 Sum of electronic and thermal Energies= -729.906029 Sum of electronic and thermal Enthalpies= -729.905085 Sum of electronic and thermal Free Energies= -729.949135 MP2/cc-pVDZ energy= -728.632414 CCSD(T)/cc-pVDZ energy= -728.736101 PCM energy (in DCE)= -730.036396 PCM energy (in ACN)= -730.054856 Frequencies -129.6815 47.3396 102.9915 IR Inten 48.9647 2.8245 8.4721 Charge= 0 Multiplicity= 1 17 -1.782774 -1.153457 -0.210346 6 -1.817875 1.155604 0.618788 8 -0.864975 1.739720 0.270562 6 0.985346 1.139969 -0.883925 6 1.242948 -0.191469 -0.572595 6 2.582830 -0.586156 0.156071 6 1.388611 -0.550383 0.977540 1 0.723468 -0.961369 -1.128629 1 1.508621 1.952047 -0.388164 1 0.376076 1.400434 -1.741339 1 0.817815 -1.449022 1.187686 1 2.965169 -1.539680 -0.196583 1 1.221662 0.280195 1.654241 1 3.322991 0.203017 0.248898 ========================================================= C4H7...Cl ion pairs and their interconversion --------------------------------------------------------- 6-ip1, HF/6-31G* ion pair 1 (incl. CO) Electronic energy= -727.648291 Zero-point correction= 0.112279 Sum of electronic and zero-point Energies= -727.536012 Sum of electronic and thermal Energies= -727.525590 Sum of electronic and thermal Enthalpies= -727.524646 Sum of electronic and thermal Free Energies= -727.575526 Frequencies -- 24.2893 41.9385 63.0093 IR Inten -- 1.7883 2.4231 10.1205 Charge=0 Multiplicity=1 17 0.747399 1.964233 -0.041880 6 3.046929 -0.806889 0.094104 8 2.192354 -1.522709 0.005764 6 -1.204306 -1.903785 -0.098074 6 -1.123148 -0.645865 -0.578810 6 -2.259447 0.337427 -0.373064 6 -1.680217 0.095737 0.933781 1 -0.185040 -0.223805 -0.887315 1 -2.126108 -2.328593 0.255828 1 -0.336145 -2.537247 -0.087552 1 -0.823196 0.685472 1.224303 1 -2.016667 1.290302 -0.809224 1 -2.182872 -0.520243 1.653065 1 -3.253455 -0.035936 -0.550889 --------------------------------------------------------- 6-ip1, MP2/6-31G* ion pair 1 (include. CO) E(MP2)= -728.568490 E(HF)= -727.640457 Zero-point correction= 0.105521 Sum of electronic and zero-point Energies= -728.462969 Sum of electronic and thermal Energies= -728.452320 Sum of electronic and thermal Enthalpies= -728.451376 Sum of electronic and thermal Free Energies= -728.503113 Frequencies -- 18.6441 48.0827 49.0208 IR Inten -- 1.6138 0.9214 0.5624 Charge=0 Multiplicity=1 17 -0.605296 1.963625 -0.029354 6 1.135638 -2.053066 -0.047848 6 0.916675 -0.733439 -0.250067 6 2.124548 0.265484 -0.564587 6 1.880554 0.182955 0.826469 6 -3.132199 -0.675074 0.090902 8 -2.239460 -1.397337 -0.018967 1 -0.052682 -0.253562 -0.382233 1 2.125872 -2.457027 0.151913 1 0.307201 -2.755969 -0.083643 1 1.650241 1.107128 -1.071730 1 1.132034 0.871801 1.232343 1 2.990462 -0.216664 -1.006026 1 2.501294 -0.419800 1.480909 --------------------------------------------------------- 6-ip1, B3LYP/6-31G*: ion pair 1 (incl. CO) Electronic energy= -730.030152 Zero-point correction= 0.103531 Sum of electronic and zero-point Energies= -729.926620 Sum of electronic and thermal Energies= -729.916024 Sum of electronic and thermal Enthalpies= -729.915080 Sum of electronic and thermal Free Energies= -729.965557 MP2/cc-pVDZ energy= -728.659136 CCSD(T)/cc-pVDZ energy= -728.758880 PCM energy (in DCE)= -730.064870 PCM energy (in ACN)= -730.069633 Frequencies -- 24.6086 53.3531 63.5915 IR Inten -- 1.2287 0.5346 8.8871 Charge= 0 Multiplicity= 1 Cl -1.823094 0.164238 -0.848552 C -1.721805 -0.938740 2.337293 O -0.600862 -0.766218 2.477430 C 2.128025 -0.000092 0.715916 C 1.185465 0.577938 -0.073744 C 1.433300 1.038571 -1.544255 C 1.208540 -0.375743 -1.583685 H 0.153555 0.740041 0.248996 H 3.102377 -0.308239 0.344527 H 1.915492 -0.186381 1.765174 H 0.171841 -0.729101 -1.640728 H 0.586895 1.655693 -1.844808 H 2.038526 -1.072352 -1.636443 H 2.429671 1.426437 -1.739941 --------------------------------------------------------- 6-ip1, B3LYP/6-31G*: ion pair 1 (incl. CO) optimized in MeCN by the PCM method PCM energy= -730.074826 Zero-point correction= 0.103345 Sum of electronic and zero-point Energies= -729.971481 Sum of electronic and thermal Energies= -729.960155 Sum of electronic and thermal Enthalpies= -729.959211 Sum of electronic and thermal Free Energies= -730.014770 Charge=0 Multiplicity=1 17 0.988784 2.156608 -0.086342 6 2.933790 -1.235162 0.183125 8 2.009875 -1.873700 -0.005749 6 -1.393274 -1.940183 -0.191063 6 -1.128137 -0.625899 -0.405658 6 -2.277876 0.460745 -0.354171 6 -1.708296 0.278392 0.941194 1 -0.166199 -0.264649 -0.753241 1 -2.351095 -2.276256 0.206669 1 -0.650326 -2.705788 -0.410526 1 -0.841669 0.874348 1.228788 1 -1.955475 1.322709 -0.935366 1 -2.209798 -0.319481 1.697559 1 -3.271009 0.069030 -0.560640 --------------------------------------------------------- 6-e-TS1, B3LYP/6-31G*: 6-ip1 <--> methylenecyclopropene +HCl+CO Electronic energy= -730.025412 Zero-point correction= 0.101819 Sum of electronic and zero-point Energies= -729.923593 Sum of electronic and thermal Energies= -729.913482 Sum of electronic and thermal Enthalpies= -729.912538 Sum of electronic and thermal Free Energies= -729.962467 MP2/cc-pVDZ energy= -728.647300 CCSD(T)/cc-pVDZ energy= -728.750974 PCM energy (in DCE) = -730.039862 PCM energy (in MeCN) = -730.056344 Frequencies -- -205.7392 19.8116 51.4357 IR Inten -- 195.2317 0.9714 0.2083 Charge=0 Multiplicity=1 17 -0.581039 1.886370 -0.146133 6 -3.217748 -0.433342 0.122417 8 -2.478078 -1.302134 0.132618 6 0.821074 -1.950994 -0.336015 6 1.034236 -0.623220 -0.074352 6 2.098134 0.035013 0.957784 6 2.367131 0.073906 -0.468871 1 0.140828 0.074881 0.031628 1 1.549452 -2.578613 -0.848617 1 -0.147778 -2.397358 -0.124142 1 2.181704 1.010718 -0.987016 1 1.628417 0.893466 1.432087 1 3.134619 -0.575357 -0.881239 1 2.598093 -0.687134 1.594837 --------------------------------------------------------- r-TS1, B3LYP/6-31G* TS: 6-ip1 <--> 10-ip2 Electronic energy= -730.028740 Zero-point correction= 0.104103 Sum of electronic and zero-point Energies= -729.924637 Sum of electronic and thermal Energies= -729.914958 Sum of electronic and thermal Enthalpies= -729.914013 Sum of electronic and thermal Free Energies= -729.962337 MP2/cc-pVDZ energy= -728.662066 CCSD(T)/cc-pVDZ energy= -728.760280 PCM energy (in DCE) = -730.043429 PCM energy (in MeCN) = -730.060757 Frequencies -- -164.7941 29.9988 59.2603 IR Inten -- 4.7309 1.1897 0.3269 Charge= 0 Multiplicity= 1 17 0.872625 1.799755 -0.027801 6 2.876624 -0.749954 0.057146 8 2.076507 -1.566457 0.006488 6 -1.193698 -1.769919 -0.099595 6 -1.200738 -0.512529 -0.651490 6 -2.320761 0.428914 -0.322063 6 -1.593327 0.089393 0.925745 1 -0.264675 -0.034305 -0.965060 1 -2.093517 -2.254745 0.270157 1 -0.266676 -2.337063 -0.068513 1 -0.684943 0.672959 1.156077 1 -2.122940 1.429519 -0.701250 1 -2.080873 -0.519699 1.680399 1 -3.341645 0.063718 -0.409555 --------------------------------------------------------- r-TS1 MP2/6-31G* 6-ip1 <--> 10-ip2 Electronic energy= -728.5684604 Zero-point correction= 0.105642 Sum of electronic and zero-point Energies= -728.462819 Sum of electronic and thermal Energies= -728.453096 Sum of electronic and thermal Enthalpies= -728.452151 Sum of electronic and thermal Free Energies= -728.500819 Frequencies -- -61.4685 23.8911 54.0803 Charge=0 Multiplicity=1 17 0.663198 1.941352 -0.038350 6 3.050992 -0.728112 0.117349 8 2.154317 -1.440436 -0.022665 6 -1.133120 -1.979751 -0.077172 6 -0.980661 -0.675647 -0.427494 6 -2.178617 0.309337 -0.462755 6 -1.749174 0.137950 0.892354 1 -0.021755 -0.201191 -0.639274 1 -2.093625 -2.394135 0.220909 1 -0.281810 -2.655027 -0.098673 1 -0.927337 0.778955 1.234083 1 -1.821268 1.221202 -0.939946 1 -2.296501 -0.492553 1.585451 1 -3.123128 -0.119411 -0.782985 --------------------------------------------------------- 10-ip2, HF/6-31G* ion pair 2 (incl. CO) Electronic energy= -727.650117 Zero-point correction= 0.112915 Sum of electronic and zero-point Energies= -727.537202 Sum of electronic and thermal Energies= -727.527053 Sum of electronic and thermal Enthalpies= -727.526109 Sum of electronic and thermal Free Energies= -727.576233 Frequencies -- 18.3703 46.5351 62.9274 IR Inten -- 1.1974 2.9447 1.8998 Charge=0 Multiplicity=1 17 0.716481 1.903747 0.035174 6 3.113581 -0.737654 0.026170 8 2.273062 -1.470013 -0.058186 6 -1.205996 -1.662728 -0.068740 6 -1.257725 -0.424402 -0.768557 6 -2.327690 0.376730 -0.308335 6 -1.521424 -0.401876 0.904683 1 -0.336914 0.098284 -0.990969 1 -2.059697 -2.317030 -0.058765 1 -0.247854 -2.141266 0.003446 1 -0.696272 0.137866 1.332024 1 -2.187729 1.439219 -0.382893 1 -2.304447 -0.725340 1.563282 1 -3.336238 0.004241 -0.309918 --------------------------------------------------------- 10-ip2, MP2/6-31G* ion pair 2 (incl. CO) Electronic energy= -728.5751896 Zero-point correction= 0.107040 Sum of electronic and zero-point Energies= -728.468149 Sum of electronic and thermal Energies= -728.458040 Sum of electronic and thermal Enthalpies= -728.457095 Sum of electronic and thermal Free Energies= -728.507014 Frequencies -- 18.6441 48.4288 49.3820 IR Inten -- 1.6134 1.0940 0.3862 Charge=0 Multiplicity=1 17 0.694575 1.857584 0.027704 6 3.060076 -0.711760 -0.002583 8 2.159860 -1.432458 -0.030265 6 -1.170797 -1.676443 -0.094685 6 -1.252849 -0.411650 -0.761666 6 -2.298995 0.408957 -0.263052 6 -1.400249 -0.400527 0.881340 1 -0.323056 0.138779 -0.978799 1 -2.032637 -2.335010 -0.030949 1 -0.195775 -2.150648 -0.078875 1 -0.541692 0.156674 1.257038 1 -2.110806 1.477945 -0.322805 1 -2.182306 -0.714736 1.564028 1 -3.323499 0.056280 -0.194621 --------------------------------------------------------- 10-ip2, B3LYP/6-31G*: ion pair 2 (incl. CO) Electronic energy = -730.031531 Zero-point correction= 0.104666 Sum of electronic and zero-point Energies= -729.926864 Sum of electronic and thermal Energies= -729.916644 Sum of electronic and thermal Enthalpies= -729.915700 Sum of electronic and thermal Free Energies= -729.965791 MP2/cc-pVDZ energy= -728.666835 CCSD(T)/cc-pVDZ energy= -728.763748 PCM Energy (DCE)= -730.066004 PCM Energy (ACN)= -730.070517 Frequencies 15.2382 45.7958 56.4760 IR Inten 1.0288 4.3288 0.3495 Charge= 0 Multiplicity= 1 17 0.768866 1.770463 0.045061 6 3.033928 -0.601365 -0.020338 8 2.278295 -1.459041 -0.039209 6 -1.106103 -1.593861 -0.043659 6 -1.271830 -0.377048 -0.778985 6 -2.429149 0.342619 -0.328626 6 -1.568808 -0.314466 0.897944 1 -0.371588 0.251759 -0.961593 1 -1.900953 -2.334485 0.003351 1 -0.092123 -1.969805 0.058657 1 -0.773949 0.317730 1.299226 1 -2.379591 1.422926 -0.438227 1 -2.309824 -0.738230 1.569851 1 -3.417289 -0.110711 -0.341650 --------------------------------------------------------- 10-ip2, B3LYP/6-31G*: ion pair 2 (incl. CO) optimized in MeCN by the PCM method PCM energy in MeCN= -730.075485 (although the optimization terminated normally, the frequency calculation did not converge) Charge=0 Multiplicity=1 17 0.866966 2.023155 0.050202 6 3.171288 -0.884143 -0.087639 8 2.322186 -1.638601 -0.006509 6 -1.154713 -1.616282 -0.000914 6 -1.348804 -0.418352 -0.749327 6 -2.551242 0.260452 -0.379267 6 -1.672276 -0.311371 0.888575 1 -0.475404 0.197627 -0.985195 1 -1.935461 -2.372351 0.053730 1 -0.135571 -1.961188 0.140387 1 -0.928314 0.344005 1.331074 1 -2.579146 1.336386 -0.531242 1 -2.419709 -0.752784 1.545778 1 -3.507822 -0.258340 -0.384460 --------------------------------------------------------- 10-f-TS4, B3LYP/6-31G* TS (tight): 10-ip2 <--> C4H7Cl + CO Electronic energy = -730.030974 Zero-point correction= 0.103963 Sum of electronic and zero-point Energies= -729.927011 Sum of electronic and thermal Energies= -729.917299 Sum of electronic and thermal Enthalpies= -729.916354 Sum of electronic and thermal Free Energies= -729.965231 MP2/cc-pVDZ energy= -728.661796 CCSD(T)/cc-pVDZ energy= -728.760916 Frequencies -339.9600 29.3469 46.0195 IR Inten 272.2699 1.1402 3.9981 Charge= 0 Multiplicity= 1 17 0.636906 1.759412 0.025671 6 3.181572 -0.453209 0.059397 8 2.488246 -1.355044 -0.041559 6 -0.975505 -1.520423 -0.159094 6 -1.358623 -0.311426 -0.855712 6 -2.539735 0.182079 -0.176295 6 -1.553159 -0.462977 0.931671 1 -0.581144 0.412186 -1.152492 1 -1.652714 -2.372810 -0.167894 1 0.082059 -1.770518 -0.159681 1 -0.810221 0.232993 1.319093 1 -2.687672 1.258666 -0.191644 1 -2.160224 -1.020862 1.645687 1 -3.450759 -0.413568 -0.196794 --------------------------------------------------------- fragmentations of cyclobutyloxychlorocarbene 10 --------------------------------------------------------- 10-f-TS1, B3LYP/6-31G* TS: 10-c1 <--> C4H7Cl + CO Electronic energy= -730.018800 Zero-point correction= 0.105945 Sum of electronic and zero-point Energies= -729.912855 Sum of electronic and thermal Energies= -729.904482 Sum of electronic and thermal Enthalpies= -729.903538 Sum of electronic and thermal Free Energies= -729.947296 MP2/cc-pVDZ energy= -728.643089 CCSD(T)/cc-pVDZ energy= -728.743557 PCM energy (in DCE)= -730.039385 PCM energy (in MeCN) = -730.056827 Frequencies -169.9420 34.8645 93.9759 IR Inten 105.2916 3.3683 3.3345 Charge= 0 Multiplicity= 1 6 -1.746402 0.778589 1.211067 6 -0.753729 0.243156 0.294448 6 -1.195385 0.709032 -1.006885 6 -1.544943 1.874549 0.048189 8 -0.261303 -1.855523 0.302191 6 0.810561 -2.239994 0.042627 17 2.254001 -0.069921 -0.392129 1 -2.764984 0.396961 1.141257 1 -1.432936 0.997112 2.229633 1 0.335641 0.333336 0.474293 1 -0.404191 0.852458 -1.740273 1 -2.131642 0.323817 -1.409411 1 -0.752561 2.598085 0.218512 1 -2.497534 2.339077 -0.202028 --------------------------------------------------------- 10-f-TS1, B3LYP/6-31G* TS optimized in MeCN by SCI-PCM scipcm: e=36.64; cont=0.0004; NPhi=590; Ntheta=1; Isurf=2 Electronic Energy= -730.048444 Zero-point correction= .106804 Sum of electronic and zero-point Energies= -729.941640 Sum of electronic and thermal Energies= -729.933493 Sum of electronic and thermal Enthalpies= -729.932549 Sum of electronic and thermal Free Energies= -729.975902 PCM energy (in MeCN)= -730.0551446 Frequencies -231.0369 36.6092 102.5723 IR Inten 611.6214 3.5720 56.6349 Charge= 0 Multiplicity= 1 6 -1.767748 .004846 -1.115177 6 -.801446 -.032907 -.000089 6 -1.767517 .004208 1.115242 6 -2.625275 -.728973 -.000049 8 .437289 1.432355 .000198 6 1.612504 1.489560 .000183 17 2.480742 -.813388 -.000121 1 -2.208555 .984016 -1.306306 1 -1.496522 -.509601 -2.035265 1 .018364 -.753542 -.000373 1 -1.496086 -.510745 2.034984 1 -2.208250 .983284 1.307025 1 -2.506520 -1.810612 -.000363 1 -3.676473 -.440444 .000117 --------------------------------------------------------- 10-f-TS2, B3LYP/6-31G* TS: 10-c2 <--> C4H7Cl + CO Electronic energy= -730.015865 Zero-point correction= 0.105135 Sum of electronic and zero-point Energies= -729.910730 Sum of electronic and thermal Energies= -729.902131 Sum of electronic and thermal Enthalpies= -729.901187 Sum of electronic and thermal Free Energies= -729.945434 MP2/cc-pVDZ energy= -728.630440 CCSD(T)/cc-pVDZ energy= -728.736426 PCM energy (in DCE)= -730.033400 PCM energy (in MeCN) = -730.050227 Frequencies -328.0346 52.2703 75.1961 IR Inten 9.7278 17.4731 6.2456 Charge=0 Multiplicity= 1 6 -2.126473 -0.516008 -0.189296 6 -2.001738 -1.207738 1.233123 6 -0.564000 -0.557883 1.385770 6 -0.653897 -0.549670 -0.074938 8 -0.187955 1.389615 -1.169463 6 0.888552 1.812825 -1.314293 17 2.261369 0.030006 -0.110165 1 0.024455 -1.118739 -0.704428 1 -2.580039 -1.038347 -1.033119 1 -2.566458 0.475958 -0.064791 1 -0.653462 0.424124 1.857369 1 0.297091 -1.090967 1.793350 1 -2.743076 -0.873025 1.962126 1 -1.972802 -2.295189 1.175805 --------------------------------------------------------- 10-e-TS3, B3LYP/6-31G* TS: 10-c1 <--> C4H6 + HCl + CO Electronic energy= -730.026579 Zero-point correction= 0.105630 Sum of electronic and zero-point Energies= -729.920949 Sum of electronic and thermal Energies= -729.912955 Sum of electronic and thermal Enthalpies= -729.912011 Sum of electronic and thermal Free Energies= -729.954130 MP2/cc-pVDZ energy= -728.641116 CCSD(T)/cc-pVDZ energy= -728.747717 PCM energy (in DCE) = -730.040641 PCM energy (in MeCN) = -730.053346 Frequencies -223.8745 80.5096 125.3294 IR Inten 16.1398 1.2721 0.1655 Charge= 0 Multiplicity= 1 6 1.260697 -0.094752 -1.089304 6 1.235831 0.889900 0.000028 6 1.260646 -0.094805 1.089305 6 1.915599 -1.027074 -0.000008 8 -0.617570 1.814565 0.000015 6 -1.718837 1.413092 -0.000018 17 -1.708210 -1.129323 -0.000008 1 0.240047 -0.495882 -1.249420 1 1.759116 0.161796 -2.025299 1 1.705150 1.870380 0.000060 1 1.759006 0.161689 2.025346 1 0.239985 -0.495951 1.249326 1 3.005040 -0.983907 0.000016 1 1.548162 -2.054322 -0.000038 ---------------------------------------------------------- Products of fragmentation: ---------------------------------------------------------- cyclobutene, B3LYP/6-31G* Electronic energy= -155.973264 Zero-point correction= 0.086941 Sum of electronic and zero-point Energies= -155.886324 Sum of electronic and thermal Energies= -155.882517 Sum of electronic and thermal Enthalpies= -155.881573 Sum of electronic and thermal Free Energies= -155.911281 Charge=0 Multiplicity=1 6 0.000000 0.670114 0.814765 6 0.000000 -0.670114 0.814765 6 0.000000 0.786335 -0.699538 6 0.000000 -0.786335 -0.699538 1 -0.889774 -1.246868 -1.146385 1 0.889774 -1.246868 -1.146385 1 -0.889774 1.246868 -1.146385 1 0.889774 1.246868 -1.146385 1 0.000000 1.420643 1.601408 1 0.000000 -1.420643 1.601408 ---------------------------------------------------------- methylenecyclopropane, B3LYP/6-31G* Electronic energy= -155.962639 Zero-point correction= 0.085547 Sum of electronic and zero-point Energies= -155.877092 Sum of electronic and thermal Energies= -155.872831 Sum of electronic and thermal Enthalpies= -155.871887 Sum of electronic and thermal Free Energies= -155.902492 Charge=0 Multiplicity=1 6 0.000000 0.000000 0.318253 6 0.000000 0.769751 -0.934036 6 0.000000 -0.769751 -0.934036 6 0.000000 0.000000 1.640739 1 -0.912278 1.279516 -1.241103 1 0.912278 1.279516 -1.241103 1 -0.912278 -1.279516 -1.241103 1 0.912278 -1.279516 -1.241103 1 0.000000 -0.927214 2.209447 1 0.000000 0.927214 2.209447 ---------------------------------------------------------- CO, B3LYP/6-31G* CCSD(T)/cc-pVDZ= -113.054881 CCSD(T)/cc-pVTZ= -113.155568 Electronic energy= -113.309454 Zero-point correction= 0.005030 Sum of electronic and zero-point Energies= -113.304424 Sum of electronic and thermal Energies= -113.302063 Sum of electronic and thermal Enthalpies= -113.301119 Sum of electronic and thermal Free Energies= -113.323563 Energy (DCE)= Energy (ACN)= Charge=0 Multiplicity=1 C O 1 r Variables: r=1.13802 ---------------------------------------------------------- HCl, B3LYP/6-31G* Electronic energy= -460.795694 Zero-point correction= 0.006674 Sum of electronic and zero-point Energies= -460.789020 Sum of electronic and thermal Energies= -460.786659 Sum of electronic and thermal Enthalpies= -460.785715 Sum of electronic and thermal Free Energies= -460.806913 CCSD(T)/cc-pVDZ= -460.254636 CCSD(T)/cc-pVTZ= -460.337129 Charge=0 Multiplicity=1 H Cl 1 r Variables: r= 1.2895 ---------------------------------------------------------- Radical fragmentation products: ---------------------------------------------------------- cyclopropylcarbinyl radical, B3LYP/6-31G* Electronic energy= -156.544373 Zero-point correction= 0.094960 Sum of electronic and zero-point Energies= -156.449413 Sum of electronic and thermal Energies= -156.444414 Sum of electronic and thermal Enthalpies= -156.443470 Sum of electronic and thermal Free Energies= -156.476867 MP2/cc-pVDZ energy= -156.012719 CCSD(T)/cc-pVDZ energy= -156.082124 Charge=0 Multiplicity=2 6 0.302884 0.467808 0.000000 6 0.302884 -0.871330 0.747752 6 0.302884 -0.871330 -0.747752 6 -0.875240 1.325795 0.000000 1 1.257394 0.989634 0.000000 1 -0.612955 -1.146083 1.264189 1 1.212976 -1.153080 1.271224 1 -0.612955 -1.146083 -1.264189 1 1.212976 -1.153080 -1.271224 1 -1.873088 0.897242 0.000000 1 -0.784814 2.405796 0.000000 ---------------------------------------------------------- cyclopropylcarbinyl radical, at its geometry in ion pair 1 E(B3LYP/6-31G*) : -156.5144900 ---------------------------------------------------------- cyclobutyl radical, B3LYP/6-31G* Electronic energy= -156.545327 Zero-point correction= 0.095735 Sum of electronic and zero-point Energies= -156.449592 Sum of electronic and thermal Energies= -156.444901 Sum of electronic and thermal Enthalpies= -156.443957 Sum of electronic and thermal Free Energies= -156.477136 MP2/cc-pVDZ energy= -156.011335 CCSD(T)/cc-pVDZ energy= -156.082762 Charge=0 Multiplicity=2 6 0.000344 1.080822 0.000000 6 0.000344 0.061973 1.104453 6 -0.001114 -1.046150 0.000000 6 0.000344 0.061973 -1.104453 1 0.002069 2.166950 0.000000 1 0.884342 0.062526 1.761475 1 -0.882849 0.063714 1.762512 1 0.885327 -1.687320 0.000000 1 -0.889891 -1.683818 0.000000 1 0.884342 0.062526 -1.761475 1 -0.882849 0.063714 -1.762512 ---------------------------------------------------------- cyclobutyl radical, at its geometry in ion pair 1 E(B3LYP/6-31G*) : -156.4682360 ---------------------------------------------------------- COCl radical, B3LYP/6-31G* Electronic energy= -573.463961 Zero-point energy correction= 0.006573 Sum of electronic and zero-point Energies= -573.457388 Sum of electronic and thermal Energies= -573.454005 Sum of electronic and thermal Enthalpies= -573.453061 Sum of electronic and thermal Free Energies= -573.483088 MP2/cc-pVDZ energy= -572.620435 CCSD(T)/cc-pVDZ energy= -572.652827 CCSD(T)/cc-pVTZ energy= -572.833870 Charge=0 Multiplicity=2 C O 1 r1 Cl 1 r2 2 a Variables: r1 1.1636 r2 1.8401 a 128.8265 ---------------------------------------------------------- Cl atom, B3LYP/6-31G* Electronic energy= -460.136242 Zero-point correction= 0.000000 Sum of electronic and zero-point Energies= -460.136242 Sum of electronic and thermal Energies= -460.134826 Sum of electronic and thermal Enthalpies= -460.133882 Sum of electronic and thermal Free Energies= -460.151919 Charge=0 Multiplicity=2 Cl ---------------------------------------------------------- Ionic fragmentation products: ---------------------------------------------------------- cyclo-C4H7+, optimized by B3LYP/6-31G* Electronic energy= -156.294075 Zero-point correction= 0.098828 Sum of electronic and zero-point Energies= -156.195247 Sum of electronic and thermal Energies= -156.190690 Sum of electronic and thermal Enthalpies= -156.189746 Sum of electronic and thermal Free Energies= -156.221899 CCSD(T)/cc-pVDZ= -155.835217 PCM energy (in MeCN) -156.385102 Charge=1 Multiplicity=1 6 0.546101 -0.611906 0.000000 6 -0.156304 -0.245443 1.189299 6 -0.156304 0.912952 0.000000 6 -0.156304 -0.245443 -1.189299 1 1.634787 -0.558300 0.000000 1 -1.185536 -0.560935 1.343043 1 0.423527 -0.066903 2.089502 1 -1.182533 1.271372 0.000000 1 0.608621 1.681651 0.000000 1 -1.185536 -0.560935 -1.343043 1 0.423527 -0.066903 -2.089502 ---------------------------------------------------------- cyclo-C4H7+, at the geometry of C4H7+ in ion pair 2 E(B3LYP/6-31G*) : -156.2912187 ---------------------------------------------------------- cyclo-C4H7+, optimized by QCISD/6-31G* QCISD= -155.768653 Zero-point correction= 0.100148 Sum of electronic and zero-point Energies= -155.668505 Sum of electronic and thermal Energies= -155.664132 Sum of electronic and thermal Enthalpies= -155.663187 Sum of electronic and thermal Free Energies= -155.694723 CCSD(T)/cc-pVTZ= -155.993128 Charge=1 Multiplicity=1 6 0.550138 -0.610207 0.000000 6 -0.157244 -0.242488 1.185253 6 -0.157244 0.905097 0.000000 6 -0.157244 -0.242488 -1.185253 1 1.639039 -0.546564 0.000000 1 -1.185605 -0.564506 1.336839 1 0.422292 -0.062106 2.087493 1 -1.185810 1.259722 0.000000 1 0.602964 1.680581 0.000000 1 -1.185605 -0.564506 -1.336839 1 0.422292 -0.062106 -2.087493 ---------------------------------------------------------- cyclo-C3H5CH2+, B3LYP/6-31G* Electronic energy= -156.296454 Zero-point correction= 0.097683 Sum of electronic and zero-point Energies= -156.198771 Sum of electronic and thermal Energies= -156.193841 Sum of electronic and thermal Enthalpies= -156.192897 Sum of electronic and thermal Free Energies= -156.226041 CCSD(T)/cc-pVDZ= -155.835571 PCM energy (in MeCN) -156.384791 Charge=1 Multiplicity=1 6 0.000000 0.654040 0.000000 6 -1.357179 0.725618 0.000000 6 0.691081 -0.676508 0.709915 6 0.691081 -0.676508 -0.709915 1 0.615685 1.545953 0.000000 1 -1.870883 1.685613 0.000000 1 -1.981932 -0.165957 0.000000 1 -0.016007 -1.286137 1.263185 1 1.559624 -0.326594 1.262578 1 -0.016007 -1.286137 -1.263185 1 1.559624 -0.326594 -1.262578 ---------------------------------------------------------- cyclo-C3H5CH2+, at the geometry of C4H7+ in ion pair 2 E(B3LYP/6-31G*) : -156.2932211 ---------------------------------------------------------- cyclo-C3H5CH2+, QCISD/6-31G* Electronic energy= -155.768137 Zero-point correction= 0.098922 Sum of electronic and zero-point Energies= -155.669215 Sum of electronic and thermal Energies= -155.664420 Sum of electronic and thermal Enthalpies= -155.663476 Sum of electronic and thermal Free Energies= -155.696180 Low frequencies --- 86.9479 392.4734 408.6612 CCSD(T)/cc-pVTZ= -155.992132 Charge=1 Multiplicity=1 6 0.000000 0.653849 0.000000 6 -1.359845 0.705017 0.000000 6 0.693032 -0.664980 0.708835 6 0.693032 -0.664980 -0.708835 1 0.608668 1.552364 0.000000 1 -1.889168 1.657717 0.000000 1 -1.970374 -0.198374 0.000000 1 -0.015152 -1.277102 1.260649 1 1.561930 -0.315468 1.262912 1 -0.015152 -1.277102 -1.260649 1 1.561930 -0.315468 -1.262912 ---------------------------------------------------------- TS between two isomers of C4H7+, B3LYP/6-31G* Electronic energy= -156.293843 Zero-point correction= 0.098645 Sum of electronic and zero-point Energies= -156.195198 Sum of electronic and thermal Energies= -156.191412 Sum of electronic and thermal Enthalpies= -156.190467 Sum of electronic and thermal Free Energies= -156.220887 CCSD(T)/cc-pVDZ= -155.835125 Charge=1 Multiplicity=1 6 0.182026 -0.711132 -0.279227 6 -0.357757 0.898902 -0.234639 6 -1.119298 -0.312634 0.292679 6 1.297772 -0.060432 0.228181 1 0.217786 -1.109051 -1.291173 1 -0.104648 1.660494 0.497601 1 -0.464449 1.247920 -1.256715 1 -1.993833 -0.639195 -0.262849 1 -1.234680 -0.321047 1.374186 1 2.198645 0.034939 -0.373944 1 1.364719 0.237713 1.270935 ---------------------------------------------------------- TS between two isomers of C4H7+, QCISD/6-31G* QCISD= -155.766781 Zero-point correction= 0.099556 Sum of electronic and zero-point Energies= -155.667225 Sum of electronic and thermal Energies= -155.663434 Sum of electronic and thermal Enthalpies= -155.662490 Sum of electronic and thermal Free Energies= -155.692974 CCSD(T)/cc-pVTZ= -155.992114 Charge=1 Multiplicity=1 6 0.276478 -0.593283 -0.348745 6 -0.590245 0.875645 -0.182573 6 -1.062097 -0.433235 0.315533 6 1.382781 0.001948 0.211466 1 0.317533 -0.958623 -1.372483 1 -0.276544 1.638929 0.525077 1 -0.810490 1.223297 -1.189214 1 -1.875213 -0.913460 -0.224769 1 -1.093993 -0.551833 1.397314 1 2.305184 0.117192 -0.357339 1 1.392017 0.338052 1.247328 ---------------------------------------------------------- 7 (cyclopropylmethyl chloride), B3LYP/6-31G* Electronic energy= -616.805665 Zero-point correction= 0.101783 Sum of electronic and zero-point Energies= -616.703882 Sum of electronic and thermal Energies= -616.698512 Sum of electronic and thermal Enthalpies= -616.697568 Sum of electronic and thermal Free Energies= -616.733039 Charge=0 Multiplicity=1 6 -1.165709 0.202304 0.000000 6 0.000000 1.167081 0.000000 6 -1.168058 -1.100480 0.756121 6 -1.168058 -1.100480 -0.756121 1 -2.107096 0.753002 0.000000 17 1.635550 0.364683 0.000000 1 -0.014811 1.802243 -0.889093 1 -0.014811 1.802243 0.889093 1 -0.250299 -1.399684 1.253459 1 -2.078045 -1.384146 1.277558 1 -2.078045 -1.384146 -1.277558 1 -0.250299 -1.399684 -1.253459 ---------------------------------------------------------- 8 (cyclobutyl chloride), B3LYP/6-31G* Electronic energy= -616.814572 Zero-point correction= 0.102540 Sum of electronic and zero-point Energies= -616.712032 Sum of electronic and thermal Energies= -616.706999 Sum of electronic and thermal Enthalpies= -616.706055 Sum of electronic and thermal Free Energies= -616.740695 Charge=0 Multiplicity=1 6 0.912787 -1.774209 0.000000 6 0.371094 -0.800748 1.086219 6 0.371094 -0.800748 -1.086219 6 0.371094 0.291627 0.000000 17 -0.977266 1.506172 0.000000 1 1.293633 0.875231 0.000000 1 -0.649468 -1.060305 1.381952 1 0.971862 -0.619341 1.981869 1 -0.649468 -1.060305 -1.381952 1 0.971862 -0.619341 -1.981869 1 0.512800 -2.791695 0.000000 1 2.005886 -1.824704 0.000000 ---------------------------------------------------------- Cl-, B3LYP/6-31G* Electronic energy= -460.252233 Zero-point correction= 0.000000 Sum of electronic and zero-point Energies= -460.252233 Sum of electronic and thermal Energies= -460.250817 Sum of electronic and thermal Enthalpies= -460.249873 Sum of electronic and thermal Free Energies= -460.267256 CCSD(T)/cc-pVDZ= -459.689586 CCSD(T)/cc-pVTZ= -459.785130 Charge=-1 Multiplicity=1 Cl ---------------------------------------------------------