P(=O)H to P-OH Tautomerism: A Theoretical and Experimental Study Benjamin G. Janesko, Henry C. Fisher, Mark J. Bridle, and Jean-Luc Montchamp Supporting Information Document 2/2: Computational results This document reports computed total energies and geometries of all species in this work, as well as summary tables. Total energies are in Hartree atomic units, molecule Cartesian coordinates are in Angstrom. The reported P-H and P-O bond lengths are the minimum such bond lengths in the molecule. For example, the (MeO)2P(S)H R(P-O) is that of the P-OMe bond, not the P=S bond length reported in manuscript Table 3. ================================= Gas-phase P(V) and P(III) H3PO4 geometries and energies, B3LYP calculations in various basis sets Basis: 6-31G(d) P(V) energy: -418.353669321 P(III) energy: -418.358916061 P(V) geometry: 15 0.000000 0.000000 0.383662 1 0.000000 1.257951 1.042988 1 1.089417 -0.628975 1.042988 1 -1.089417 -0.628975 1.042988 8 0.000000 0.000000 -1.110487 P(III) geometry: 15 -0.560872 -0.139868 -0.000024 1 1.552027 -0.697152 -0.000109 1 -0.948805 0.772073 -1.026992 1 -0.948813 0.771725 1.027251 8 1.094834 0.156422 0.000026 Basis: cc-pV(Q+d)Z P(V) energy: -418.461925524 P(III) energy: -418.461436298 P(V) geometry: 15 0.000000 0.000000 0.380260 1 0.000000 1.259796 1.017749 1 1.091015 -0.629898 1.017749 1 -1.091015 -0.629898 1.017749 8 0.000000 0.000000 -1.094643 P(III) geometry: 15 -0.555862 -0.139578 -0.000024 1 1.561771 -0.676042 -0.000110 1 -0.933634 0.769872 -1.023737 1 -0.933635 0.769524 1.023998 8 1.080428 0.153789 0.000025 Basis: 6-311++G(3df,3pd) P(V) energy: -418.447038304 P(III) energy: -418.447588128 P(V) geometry: 15 0.000000 0.000000 0.381154 1 0.000000 1.261090 1.017373 1 1.092136 -0.630545 1.017373 1 -1.092136 -0.630545 1.017373 8 0.000000 0.000000 -1.096178 P(III) geometry: 15 -0.557909 -0.139577 -0.000009 1 1.566285 -0.676227 -0.000040 1 -0.930427 0.772022 -1.024372 1 -0.930429 0.771894 1.024468 8 1.082900 0.153246 0.000009 Basis: 6-311++G(2d,2p) P(V) energy: -418.434901767 P(III) energy: -418.439030956 P(V) geometry: 15 0.000000 0.000000 0.383028 1 0.000000 1.260018 1.020873 1 1.091207 -0.630009 1.020873 1 -1.091207 -0.630009 1.020873 8 0.000000 0.000000 -1.101005 P(III) geometry: 15 -0.562323 -0.139075 -0.000872 1 1.561516 -0.684027 -0.003930 1 -0.924799 0.781925 -1.018429 1 -0.924833 0.769021 1.028225 8 1.090370 0.152400 0.000903 ================================= H3PO tautomerization catalyzed by implicit and expicit water Geometries and energies File: ./uncatalyzed/tight/H2O.log Total energy: -76.4645127960 Total Gibbs free energy: -76.461499 Geometry: 1 -0.762715 -0.467963 0.000000 8 -0.000034 0.116907 0.000000 1 0.762749 -0.467831 0.000000 File: ./uncatalyzed/tight/H3PO-V.log Total energy: -418.447038310 Total Gibbs free energy: -418.439740 Geometry: 1 -1.092134 -0.630545 1.017368 1 1.092134 -0.630545 1.017368 1 0.000000 1.261090 1.017368 8 0.000000 0.000000 -1.096185 15 0.000000 0.000000 0.381147 File: ./uncatalyzed/tight/H3PO-III-a.log Total energy: -418.447588125 Total Gibbs free energy: -418.440345 Geometry: 1 0.930922 0.727254 1.056293 1 -1.566356 -0.675592 -0.028304 1 0.929958 0.815076 -0.990642 8 -1.082918 0.153084 0.007329 15 0.557874 -0.139529 -0.006067 File: ./uncatalyzed/tight/H3PO-qst2.log Total energy: -418.347823621 Total Gibbs free energy: -418.345532 Geometry: 1 1.137282 1.079956 -0.556510 1 -0.512946 -0.005150 1.163265 1 1.137289 -1.075115 -0.565950 8 -1.096572 0.000615 -0.151219 15 0.467370 -0.000381 0.077949 File: ./uncatalyzed/water-opt/freq/H3PO-V.log Total energy: -418.461181940 Total Gibbs free energy: -418.453749 Solvent : Water, Eps= 78.355300 Eps(inf)= 1.777849 Geometry: 15 0.000000 -0.000038 0.412045 8 0.000000 -0.000062 -1.088869 1 0.000000 1.272022 1.004715 1 1.101701 -0.635961 1.004587 1 -1.101701 -0.635961 1.004587 File: ./uncatalyzed/water-opt/freq/H3PO-III-a.log Total energy: -418.452227848 Total Gibbs free energy: -418.445498 Solvent : Water, Eps= 78.355300 Eps(inf)= 1.777849 Geometry: 15 0.559808 -0.134259 -0.003972 8 -1.085373 0.154492 0.015486 1 0.929445 0.810760 -0.994600 1 -1.567594 -0.678083 -0.036361 1 0.933193 0.727382 1.058055 File: ./uncatalyzed/water-opt/freq/H3PO-qst2.log Total energy: -418.357161713 Total Gibbs free energy: -418.354894 Solvent : Water, Eps= 78.355300 Eps(inf)= 1.777849 Geometry: 15 0.502127 -0.000544 0.088077 8 -1.093218 0.000506 -0.142874 1 1.125151 -1.084104 -0.567670 1 -0.526665 -0.004863 1.147903 1 1.125029 1.088930 -0.557900 File: ./H2O-catalyzed/tight/H2O-H3PO-V-a.log Total energy: -494.921485291 Total Gibbs free energy: -494.900414 Geometry: 1 0.898281 -1.530098 -0.650530 1 -3.137910 0.262908 0.103563 8 -2.338978 -0.217041 0.332474 1 1.314208 -0.522052 1.249749 1 -1.603200 0.317234 -0.009522 1 2.479309 -0.015521 -0.535635 8 0.176445 0.814212 -0.473246 15 1.151490 -0.248017 -0.123218 File: ./H2O-catalyzed/tight/H2O-H3PO-III-a.log Total energy: -494.921715914 Total Gibbs free energy: -494.897060 Geometry: 1 2.314788 -1.126239 -0.042652 1 2.969352 0.078450 0.644871 8 2.384539 -0.167101 -0.078132 1 -2.173772 0.019321 -0.998812 1 0.689263 0.609449 -0.060092 1 -2.128622 0.051324 1.049895 8 -0.231435 0.919674 -0.026089 15 -1.253716 -0.374655 0.012219 File: ./H2O-catalyzed/tight/H2O-H3PO-qst2.log Total energy: -494.866540830 Total Gibbs free energy: -494.842556 Geometry: 1 0.684682 -0.943648 -0.017358 1 2.283351 -0.316785 0.716388 8 1.784003 -0.247662 -0.104317 1 -1.792770 -0.464616 -1.059397 1 1.015094 0.624861 -0.032412 1 -1.773423 -0.477583 1.084944 8 -0.207549 1.074440 0.008744 15 -0.868502 -0.335800 0.004864 File: ./H2O-catalyzed/tight/H2O2-H3PO-V-a-fin.log Total energy: -571.401834432 Total Gibbs free energy: -571.354495 Geometry: 1 -1.680528 2.237775 -0.464540 8 -1.187095 1.616046 0.075223 1 -1.681592 0.773450 0.028880 1 1.279395 1.007924 1.093894 1 -2.475392 -1.475545 0.618332 8 -2.065947 -1.005080 -0.111704 1 1.363052 0.943964 -1.100768 1 -1.109528 -1.215100 -0.065795 1 2.869826 -0.118016 0.084260 8 0.664973 -1.129257 0.031988 15 1.480010 0.116433 0.028144 File: ./H2O-catalyzed/tight/H2O2-H3PO-III-a.log Total energy: -571.402350113 Total Gibbs free energy: -571.353751 Geometry: 1 2.226776 -1.910907 -0.627190 8 1.873873 -1.373693 0.087681 1 1.899727 0.456162 -0.019541 1 0.906016 -1.482092 0.052593 1 2.033835 1.860822 0.627463 8 1.602189 1.384982 -0.086694 1 -2.372723 -0.654864 -1.009969 1 -0.166273 1.282940 -0.045531 1 -2.355063 -0.607097 1.056438 8 -1.129468 1.091521 -0.026231 15 -1.396749 -0.519599 0.012590 File: ./H2O-catalyzed/tight/H2O2-H3PO-qst2-a.log Total energy: -571.361173496 Total Gibbs free energy: -571.316993 Geometry: 1 -1.444800 2.198579 -0.087477 8 -1.109605 1.532409 0.523147 1 -1.586816 0.496219 0.304350 1 0.024528 1.251497 0.243603 1 -2.186691 -1.235375 0.704318 8 -1.816617 -0.713318 -0.012640 1 2.105949 0.404661 -1.347243 1 -0.775179 -1.043474 -0.203555 1 2.392579 -0.074942 0.698433 8 0.541726 -1.197367 -0.404957 15 1.312099 0.133703 -0.200067 ================================= Uncatalyzed gas-phase P(V) and P(III) conformers and transition states Molecule H,ONa P(V) form File: ./uncatalyzed/H2PO2m-V.log Total energy, gas-phase: -493.209430982 Geometry: 15 -0.000036 0.288261 -0.000007 1 0.000082 1.220764 1.095321 8 -1.319989 -0.422848 -0.000019 1 0.000290 1.221056 -1.095084 8 1.320010 -0.422869 0.000002 Molecule H,ONa P(III) form File: ./uncatalyzed/H2PO2m-III-a.log Total energy, gas-phase: -493.170144108 Geometry: 15 0.164901 0.446575 -0.153075 1 0.010117 1.167209 1.121658 8 -1.377155 -0.322172 0.148010 1 -1.651378 -0.706783 -0.687362 8 1.273123 -0.572709 0.084719 Molecule H,ONa transition state File: ./uncatalyzed/H2PO2m-qst2.log Total energy, gas-phase: -493.109571552 Geometry: 15 0.065180 0.351318 -0.085096 1 0.086852 1.308847 1.014490 8 -1.325537 -0.443815 0.123351 1 -1.231240 0.421536 -0.884177 8 1.346373 -0.431204 0.019915 Molecule Bu,Bu P(V) form File: ./uncatalyzed/MeMeHPO-V.log Total energy, gas-phase: -497.139424671 Geometry: 15 -0.000024 0.198593 0.270871 1 0.000036 0.144393 1.686366 8 0.000017 1.568276 -0.291806 6 -1.447181 -0.805685 -0.158777 1 -1.411548 -1.779046 0.331080 1 -2.347011 -0.277816 0.153143 1 -1.482589 -0.943733 -1.239027 6 1.447257 -0.805719 -0.158798 1 2.346956 -0.277916 0.153551 1 1.411291 -1.779189 0.330803 1 1.482640 -0.943371 -1.239082 Molecule Bu,Bu P(III) form File: ./uncatalyzed/MeMeHPO-III-a.log Total energy, gas-phase: -497.127049006 Geometry: 15 -0.000007 0.104775 -0.551614 8 -0.000322 1.467261 0.420954 1 -0.000343 2.263509 -0.114972 6 -1.397271 -0.802837 0.229873 1 -2.338047 -0.322371 -0.035418 1 -1.418982 -1.825676 -0.149593 1 -1.300206 -0.823994 1.316477 6 1.397583 -0.802328 0.229894 1 1.419929 -1.825016 -0.149942 1 2.338138 -0.321242 -0.035046 1 1.300322 -0.823933 1.316470 Molecule Bu,Bu transition state File: ./uncatalyzed/MeMeHPO-qst2.log Total energy, gas-phase: -497.040033107 Geometry: 15 0.000002 0.161484 -0.364952 1 0.000003 1.488106 -1.008385 8 0.000037 1.554745 0.397259 6 1.429792 -0.843767 0.145086 1 1.404376 -1.831921 -0.313701 1 2.348872 -0.335806 -0.138448 1 1.403823 -0.944087 1.233917 6 -1.429825 -0.843714 0.145091 1 -2.348884 -0.335680 -0.138384 1 -1.404481 -1.831837 -0.313767 1 -1.403832 -0.944115 1.233914 Molecule OH,OH P(V) form File: ./uncatalyzed/H3PO3-V-c.log Total energy, gas-phase: -569.051562677 Geometry: 15 -0.009228 0.107177 0.271107 8 -0.328619 1.442841 -0.237766 1 0.069667 -0.047045 1.653581 8 1.407835 -0.503004 -0.123480 1 1.724469 -0.223735 -0.990610 8 -1.056665 -1.025975 -0.157406 1 -1.836135 -0.647762 -0.580369 Molecule OH,OH P(III) form File: ./uncatalyzed/H3PO3-III-c.log Total energy, gas-phase: -569.035669247 Geometry: 15 0.050303 -0.012093 -0.524953 8 1.489392 0.035924 0.235522 1 1.454068 -0.009794 1.200747 8 -0.811617 1.137487 0.309919 1 -0.735966 2.013850 -0.079659 8 -0.703695 -1.273330 0.182769 1 -1.265282 -1.023321 0.927526 Molecule OH,OH transition state File: ./uncatalyzed/H3PO3-qst2.log Total energy, gas-phase: -568.951052231 Geometry: 15 -0.104965 -0.076807 0.337268 8 -1.425538 -0.380349 -0.405047 1 -1.356337 -0.562548 0.981079 8 0.462003 1.376601 -0.107009 1 -0.243748 2.023842 -0.223123 8 1.148211 -0.964332 -0.114658 1 1.697145 -0.564558 -0.803261 Molecule Me2C(CH2O)2 P(V) form File: ./uncatalyzed/NPGP-V-a.log Total energy, gas-phase: -764.449173956 Geometry: 1 -1.058401 -2.153826 -0.059698 1 -0.269558 -1.321205 -1.408246 6 -0.527228 -1.249267 -0.349259 8 0.692723 -1.248212 0.426503 1 -0.270631 1.323366 -1.406963 1 -1.058895 2.153749 -0.056691 6 -0.527597 1.249796 -0.347918 8 0.692880 1.248152 0.426948 1 2.350659 -0.000358 1.465290 8 2.514030 0.000137 -0.953247 15 1.677050 -0.000062 0.246326 6 -1.383423 -0.000028 -0.078034 6 -2.566063 0.000412 -1.053641 1 -3.192637 -0.879207 -0.900317 1 -3.192177 0.880324 -0.900070 1 -2.233080 0.000505 -2.092546 6 -1.888809 -0.000875 1.371171 1 -2.502038 0.880705 1.563195 1 -2.501373 -0.883082 1.562441 1 -1.065968 -0.000885 2.083172 Molecule Me2C(CH2O)2 P(III) form File: ./uncatalyzed/NPGP-III-a.log Total energy, gas-phase: -764.438972438 Geometry: 1 -1.031010 2.151787 0.068998 1 -0.179497 1.306983 1.371876 6 -0.481829 1.245782 0.324015 8 0.696971 1.252634 -0.501402 1 -0.179452 -1.306920 1.371897 1 -1.031003 -2.151780 0.069083 6 -0.481811 -1.245763 0.324039 8 0.696956 -1.252638 -0.501416 1 3.088088 -0.000056 1.252671 8 2.135004 -0.000002 1.133224 15 1.734559 0.000004 -0.480949 6 -1.351674 0.000000 0.088278 6 -2.494703 0.000002 1.108662 1 -3.127060 0.880233 0.981660 1 -3.127056 -0.880234 0.981668 1 -2.119736 0.000003 2.133488 6 -1.915283 -0.000016 -1.339120 1 -2.535210 -0.882292 -1.506577 1 -2.535296 0.882203 -1.506556 1 -1.120800 0.000028 -2.082457 Molecule Me2C(CH2O)2 transition state File: ./uncatalyzed/NPGP-qst2-a.log Total energy, gas-phase: -764.348970335 Geometry: 1 -1.085279 -2.152224 -0.084909 1 -0.327786 -1.302302 -1.439548 6 -0.562963 -1.242269 -0.374717 8 0.676749 -1.254560 0.372970 1 -0.327786 1.302302 -1.439548 1 -1.085279 2.152224 -0.084909 6 -0.562963 1.242269 -0.374717 8 0.676749 1.254560 0.372970 1 3.158850 0.000000 0.380331 8 2.587843 0.000000 -0.909553 15 1.680222 0.000000 0.346129 6 -1.412932 0.000000 -0.075694 6 -2.623956 0.000000 -1.016444 1 -3.245072 -0.880019 -0.844262 1 -3.245072 0.880019 -0.844262 1 -2.322287 0.000000 -2.064938 6 -1.878124 0.000000 1.386927 1 -2.485703 0.881905 1.594709 1 -2.485703 -0.881905 1.594709 1 -1.037304 0.000000 2.077464 Molecule EtO,EtO P(V) form File: ./uncatalyzed/MeOMeOHPO-V-f.log Total energy, gas-phase: -647.674597164 Geometry: 15 0.003621 0.495240 -0.387227 8 0.155804 1.491200 0.677742 8 -1.410707 -0.190174 -0.573919 8 0.983759 -0.759468 -0.270649 6 -2.127712 -0.744889 0.543727 1 -3.124806 -0.976944 0.182471 1 -1.639340 -1.655668 0.887540 1 -2.184458 -0.021475 1.354991 6 2.296240 -0.629153 0.302739 1 2.598222 -1.623650 0.618848 1 2.995595 -0.259270 -0.447294 1 2.274921 0.046896 1.154460 1 0.183518 0.973297 -1.686806 Molecule EtO,EtO P(III) form File: ./uncatalyzed/MeOMeOHPO-III-b.log Total energy, gas-phase: -647.658393023 Geometry: 15 -0.041365 0.493342 -0.625118 8 1.427392 -0.164026 -0.591923 8 -0.063242 1.437393 0.741862 1 0.028805 2.368917 0.519252 6 1.984694 -0.846744 0.542691 1 3.038063 -1.001161 0.324145 1 1.880089 -0.243932 1.443594 1 1.491174 -1.806122 0.684430 8 -0.875434 -0.766084 0.003466 6 -2.282721 -0.638733 0.196385 1 -2.672223 -1.636611 0.382395 1 -2.497650 0.000710 1.053127 1 -2.769347 -0.227338 -0.691879 Molecule EtO,EtO transition state File: ./uncatalyzed/MeOMeOHPO-qst2.log Total energy, gas-phase: -647.574144792 Geometry: 15 -0.018301 0.508689 -0.453260 8 -0.150901 1.516847 0.720960 1 -0.343914 1.953803 -0.596232 8 1.428273 -0.138482 -0.586959 6 2.068211 -0.823961 0.512150 1 1.581083 -1.780590 0.689285 1 3.099458 -0.980146 0.211081 1 2.034971 -0.213274 1.413032 8 -0.895031 -0.809600 -0.151230 6 -2.280603 -0.694645 0.208832 1 -2.616193 -1.693973 0.470274 1 -2.401350 -0.027207 1.059911 1 -2.863926 -0.327421 -0.636508 Molecule EtO,Oct P(V) form File: ./uncatalyzed/MeOMeHPO-V-b.log Total energy, gas-phase: -572.407536219 Geometry: 15 -0.417428 0.200244 0.268043 1 -0.372538 0.180400 1.680214 8 -0.425223 1.565446 -0.282174 8 0.824999 -0.728544 -0.140604 6 -1.796143 -0.862733 -0.177345 1 -1.693153 -1.841954 0.287412 1 -2.721520 -0.393413 0.152839 1 -1.821296 -0.973289 -1.260381 6 2.159324 -0.205027 -0.054365 1 2.817607 -0.961989 -0.470551 1 2.243485 0.718387 -0.624238 1 2.431538 -0.020461 0.986556 Molecule EtO,Oct P(III) form File: ./uncatalyzed/MeOMeHPO-III-a.log Total energy, gas-phase: -572.391303700 Geometry: 15 0.374449 0.087547 0.513889 8 0.804893 1.424802 -0.375582 1 0.595282 2.234773 0.096897 6 1.627105 -1.038655 -0.187187 1 2.613433 -0.731987 0.158483 1 1.432053 -2.055454 0.150236 1 1.594474 -1.001771 -1.276098 8 -0.889379 -0.538905 -0.333449 6 -2.210358 -0.102437 -0.028351 1 -2.435871 0.832595 -0.545008 1 -2.897188 -0.871847 -0.374610 1 -2.343509 0.039858 1.047233 Molecule EtO,Oct transition state File: ./uncatalyzed/MeOMeHPO-qst2.log Total energy, gas-phase: -572.308680186 Geometry: 15 -0.414212 0.163759 -0.355345 8 -0.512648 1.541807 0.387723 1 -0.493263 1.503617 -1.001004 6 -1.743748 -0.956498 0.154304 1 -2.696679 -0.539246 -0.164434 1 -1.608647 -1.946436 -0.276947 1 -1.721935 -1.019731 1.244498 8 0.842283 -0.715116 0.150918 6 2.171836 -0.187131 0.040467 1 2.276101 0.711179 0.646510 1 2.844443 -0.958551 0.404157 1 2.407553 0.041033 -1.000359 Molecule (MeO)2P(S)H P(V) form File: ./uncatalyzed/MeOMeOHPS-V-a.log Total energy, gas-phase: -970.628511120 Geometry: 1 2.930422 -0.832376 0.429035 1 2.321835 -0.058290 -1.056150 1 2.529682 -1.829380 -0.988110 6 2.259894 -0.941345 -0.423550 8 0.912694 -1.143574 0.027670 1 -2.312657 0.304132 -1.141112 1 -3.200460 -1.068625 -0.431248 1 -1.748738 -1.366192 -1.417044 6 -2.220991 -0.689611 -0.706185 8 -1.458199 -0.634964 0.511128 1 0.150073 -0.018256 1.966243 15 -0.019137 0.039165 0.579082 16 0.234220 1.768473 -0.223738 Molecule (MeO)2P(S)H P(III) form File: ./uncatalyzed/MeOMeOHPS-III-a.log Total energy, gas-phase: -970.612904252 Geometry: 15 0.044253 -0.082871 0.813055 8 -1.419706 -0.700999 0.564868 1 -0.111607 2.540474 0.784434 6 -2.028506 -0.925798 -0.714690 1 -3.044133 -1.258982 -0.519662 1 -2.048933 0.000591 -1.288892 1 -1.483999 -1.691230 -1.263658 8 0.879025 -0.983261 -0.278276 6 2.304582 -0.896984 -0.302595 1 2.661881 -1.736818 -0.893013 1 2.626463 0.037265 -0.764373 1 2.720942 -0.962292 0.705265 16 0.042787 1.795302 -0.321560 Molecule (MeO)2P(S)H transition state File: ./uncatalyzed/MeOMeOHPS-ts-a.log Total energy, gas-phase: -970.543053739 Geometry: 15 0.018657 -0.015968 0.646180 8 -1.405987 -0.734276 0.563082 1 0.283503 1.299204 1.387050 6 -2.148959 -0.844454 -0.668704 1 -3.144152 -1.176020 -0.389071 1 -2.206573 0.122921 -1.166407 1 -1.679716 -1.576439 -1.323315 8 0.949520 -1.093286 -0.133401 6 2.348573 -0.853175 -0.335355 1 2.725079 -1.699673 -0.902400 1 2.502137 0.068437 -0.894920 1 2.869301 -0.795366 0.621577 16 0.051539 1.800170 -0.277394 Molecule OH,Oct P(V) form File: ./uncatalyzed/MeHOHPO-V-a.log Total energy, gas-phase: -533.095831604 Geometry: 15 -0.113067 -0.125300 0.268127 1 -0.136565 -0.065165 1.676052 8 -0.849255 -1.274858 -0.281213 8 -0.678345 1.323112 -0.163529 6 1.624060 0.022257 -0.164273 1 2.049543 0.927489 0.267011 1 2.156979 -0.849038 0.213534 1 1.718150 0.055979 -1.248710 1 -1.615655 1.290659 -0.386216 Molecule OH,Oct P(III) form File: ./uncatalyzed/MeHOHPO-III-b.log Total energy, gas-phase: -533.080270905 Geometry: 15 -0.120288 0.000217 -0.513788 8 -0.658470 -1.295810 0.367771 1 -1.412539 -1.716652 -0.053749 6 1.570265 -0.001007 0.169599 1 2.099034 -0.888810 -0.174012 1 2.100507 0.886053 -0.173686 1 1.527737 -0.001191 1.259314 8 -0.656652 1.296519 0.367753 1 -1.411047 1.717715 -0.052829 Molecule OH,Oct transition state File: ./uncatalyzed/MeHOHPO-tsa.log Total energy, gas-phase: -532.996414499 Geometry: 15 -0.129886 -0.067966 -0.352293 8 -1.069975 -1.076318 0.391581 1 -1.050964 -1.041813 -0.998754 6 1.600823 -0.283653 0.134136 1 1.941116 -1.263240 -0.194568 1 2.228428 0.492468 -0.299829 1 1.645084 -0.229884 1.224353 8 -0.327594 1.452310 0.186675 1 -1.239753 1.755939 0.122321 Molecule BnO,BnO P(V) form File: ./uncatalyzed/BnOBnOHPO-V-c.log Total energy, gas-phase: -1109.92813804 Geometry: 15 -0.313816 2.262009 -0.204864 8 -0.834789 2.593837 1.127412 8 -1.336397 1.456625 -1.128760 8 1.027126 1.422959 -0.291830 6 -2.740001 1.289977 -0.780604 1 -3.010361 2.042382 -0.043011 1 -3.287597 1.472871 -1.702939 6 1.190200 0.173188 0.437569 1 0.442085 -0.533051 0.077926 1 1.013775 0.370096 1.493998 1 0.073992 3.345299 -0.993862 6 -3.008231 -0.093863 -0.258836 6 -3.348702 -1.127115 -1.130936 6 -2.905978 -0.364508 1.106439 6 -3.580318 -2.410716 -0.651030 1 -3.434373 -0.924357 -2.191198 6 -3.138027 -1.647016 1.588498 1 -2.637462 0.434150 1.785869 6 -3.474646 -2.672088 0.710566 1 -3.846385 -3.203728 -1.336937 1 -3.060209 -1.845504 2.649036 1 -3.657912 -3.669734 1.086553 6 2.578440 -0.343480 0.202576 6 3.621272 0.017174 1.054465 6 2.848287 -1.178860 -0.880409 6 4.911760 -0.444652 0.826746 1 3.420702 0.663812 1.899276 6 4.137307 -1.642482 -1.111583 1 2.044002 -1.466094 -1.545781 6 5.171622 -1.274936 -0.257908 1 5.712280 -0.159064 1.495739 1 4.333888 -2.291250 -1.954468 1 6.175390 -1.637071 -0.435127 Molecule BnO,BnO P(III) form File: ./uncatalyzed/BnOBnOHPO-III-a.log Total energy, gas-phase: -1109.91092741 Geometry: 15 0.041392 1.951000 -0.793146 8 0.129273 2.825545 0.618137 8 -1.107604 0.897951 -0.289399 8 1.313012 0.968535 -0.698195 6 -2.472601 1.341115 -0.188486 1 -2.563773 2.017684 0.662362 1 -2.741360 1.890811 -1.095814 6 1.596433 0.103559 0.435301 1 0.848704 -0.687281 0.451697 1 1.509890 0.687293 1.350840 1 0.458829 3.714070 0.451250 6 -3.367249 0.146630 -0.011128 6 -3.747645 -0.623569 -1.110121 6 -3.815123 -0.220785 1.255928 6 -4.556040 -1.740564 -0.945389 1 -3.404964 -0.346691 -2.099115 6 -4.626414 -1.337201 1.425551 1 -3.525506 0.370929 2.115145 6 -4.997197 -2.099560 0.324423 1 -4.845225 -2.328719 -1.806024 1 -4.968373 -1.609955 2.414897 1 -5.629443 -2.967786 0.453384 6 2.979578 -0.458324 0.282245 6 4.073807 0.174123 0.870449 6 3.193942 -1.616445 -0.464390 6 5.356855 -0.337163 0.715676 1 3.918425 1.072639 1.454385 6 4.474661 -2.130552 -0.623505 1 2.350680 -2.116257 -0.923919 6 5.559376 -1.490951 -0.033066 1 6.196406 0.162442 1.180304 1 4.626131 -3.030526 -1.204327 1 6.556956 -1.891773 -0.153153 Molecule BnO,BnO transition state File: ./uncatalyzed/BnOBnOHPO-qst2-a.log Total energy, gas-phase: -1109.82724793 Geometry: 15 -0.104467 1.935427 -0.573496 8 -0.217157 2.670749 0.793131 8 -1.225855 0.780129 -0.665151 8 1.217927 1.066009 -0.730886 6 -2.617777 1.057808 -0.358063 1 -2.659532 1.728990 0.498430 1 -3.062155 1.552819 -1.222694 6 1.565058 0.006056 0.218587 1 0.946589 -0.859634 -0.009717 1 1.334092 0.356170 1.224244 1 -0.149881 3.413220 -0.389956 6 -3.318212 -0.236568 -0.063870 6 -3.928213 -0.962001 -1.085975 6 -3.352699 -0.740006 1.236134 6 -4.557930 -2.171157 -0.816661 1 -3.908768 -0.577719 -2.097985 6 -3.981075 -1.948533 1.509310 1 -2.885156 -0.180748 2.036618 6 -4.584088 -2.666537 0.482143 1 -5.029465 -2.723951 -1.617947 1 -4.004008 -2.327391 2.522191 1 -5.076205 -3.606226 0.694079 6 3.023946 -0.305979 0.078123 6 3.978072 0.466247 0.740955 6 3.449196 -1.362048 -0.725649 6 5.331576 0.190055 0.600410 1 3.656216 1.288927 1.366780 6 4.803219 -1.642866 -0.867032 1 2.715690 -1.967052 -1.243372 6 5.746419 -0.866056 -0.204596 1 6.062081 0.795301 1.120076 1 5.120551 -2.466694 -1.492029 1 6.800515 -1.083790 -0.312370 Molecule EtO,Ph P(V) form File: ./uncatalyzed/PhMeOHPO-V-a.log Total energy, gas-phase: -764.198787786 Geometry: 15 1.349667 0.400673 -0.612392 8 2.105783 -0.926375 -0.124031 8 1.856037 1.685826 -0.102609 1 1.500407 0.179582 -1.990956 6 2.339254 -1.151889 1.275961 1 2.935692 -2.056635 1.346847 1 2.882251 -0.314041 1.709487 1 1.395921 -1.294371 1.804554 6 -0.404007 0.140841 -0.263854 6 -1.046415 -1.044411 -0.632168 6 -1.130103 1.151118 0.367977 6 -2.398634 -1.216563 -0.369243 1 -0.489299 -1.833613 -1.120852 6 -2.483103 0.974896 0.633834 1 -0.624066 2.065439 0.645683 6 -3.116352 -0.206444 0.264939 1 -2.892211 -2.135255 -0.655989 1 -3.042129 1.759453 1.125518 1 -4.169967 -0.341541 0.470033 Molecule EtO,Ph P(III) form File: ./uncatalyzed/PhMeOHPO-III-c.log Total energy, gas-phase: -764.183019485 Geometry: 15 1.273848 0.541284 -0.496591 8 1.918989 -0.785797 0.234476 8 1.493724 1.755480 0.593133 1 1.078258 1.598147 1.451213 6 3.301476 -1.074297 0.018633 1 3.452024 -2.126583 0.249558 1 3.586648 -0.886496 -1.018546 1 3.927260 -0.469427 0.676411 6 -0.482711 0.111325 -0.173494 6 -0.920131 -1.204644 -0.006813 6 -1.432078 1.138783 -0.198773 6 -2.273060 -1.483405 0.150271 1 -0.197488 -2.007553 0.012457 6 -2.783564 0.859868 -0.039631 1 -1.112936 2.163746 -0.340312 6 -3.206785 -0.453488 0.134697 1 -2.597696 -2.506471 0.287049 1 -3.505179 1.665760 -0.054982 1 -4.259193 -0.672710 0.255812 Molecule EtO,Ph transition state File: ./uncatalyzed/PhMeOHPO-qst2.log Total energy, gas-phase: -764.097333554 Geometry: 15 1.380410 0.397095 -0.652817 8 2.093809 -0.961266 -0.169622 8 1.882331 1.675109 0.114508 1 2.101640 1.535642 -1.262658 6 2.122224 -1.333368 1.223974 1 2.732347 -2.229401 1.287787 1 2.569596 -0.538163 1.818242 1 1.116011 -1.544786 1.585386 6 -0.379602 0.140636 -0.285612 6 -1.036785 -1.036369 -0.657211 6 -1.093258 1.164431 0.338850 6 -2.389900 -1.190565 -0.392074 1 -0.488081 -1.830744 -1.146649 6 -2.448045 1.003572 0.607949 1 -0.576534 2.072423 0.619386 6 -3.095754 -0.170266 0.241112 1 -2.895353 -2.103634 -0.676509 1 -2.997135 1.794886 1.100387 1 -4.151042 -0.291821 0.445864 Molecule OH,Ph P(V) form File: ./uncatalyzed/PhOHHPO-V-b.log Total energy, gas-phase: -724.886923212 Geometry: 15 -1.661835 0.025568 -0.288297 1 -1.934851 -0.510056 -1.557535 8 -2.255697 1.340109 0.001677 8 -2.215456 -1.224127 0.566548 1 -2.305616 -1.028621 1.506629 6 0.133369 -0.003701 -0.120102 6 0.853787 -1.198033 -0.209718 6 0.812262 1.199363 0.079795 6 2.237533 -1.187052 -0.099865 1 0.333755 -2.135457 -0.358631 6 2.197457 1.206496 0.193016 1 0.245412 2.117418 0.149704 6 2.908753 0.015567 0.101659 1 2.791897 -2.113180 -0.168489 1 2.720034 2.140141 0.350738 1 3.987160 0.022542 0.187519 Molecule OH,Ph P(III) form File: ./uncatalyzed/PhOHHPO-III-b.log Total energy, gas-phase: -724.872327334 Geometry: 15 -1.700270 -0.104134 -0.496648 1 -2.932586 1.652460 -0.051300 8 -2.091008 1.314421 0.268102 8 -2.138421 -1.266089 0.577169 1 -1.709042 -1.196474 1.439984 6 0.104422 -0.012028 -0.174574 6 0.849150 -1.196553 -0.193888 6 0.775880 1.202349 -0.014250 6 2.228796 -1.169363 -0.035198 1 0.347164 -2.146209 -0.329940 6 2.157031 1.228959 0.142601 1 0.213577 2.124872 0.001971 6 2.885656 0.045109 0.132681 1 2.790396 -2.093971 -0.045462 1 2.663888 2.175702 0.274756 1 3.960464 0.068130 0.253307 Molecule OH,Ph transition state File: ./uncatalyzed/PhOHHPO-qst2.log Total energy, gas-phase: -724.785769337 Geometry: 15 -1.674052 -0.043914 -0.340919 1 -2.618183 0.790251 -1.115888 8 -2.253438 1.337627 0.121371 8 -2.142612 -1.298005 0.568006 1 -1.710512 -1.357686 1.431232 6 0.127931 -0.030987 -0.148551 6 0.886973 -1.201830 -0.250307 6 0.766270 1.191765 0.068354 6 2.267319 -1.148640 -0.119811 1 0.398125 -2.150770 -0.429355 6 2.148793 1.238876 0.204809 1 0.170941 2.091774 0.142362 6 2.898038 0.071895 0.108053 1 2.852049 -2.055418 -0.195583 1 2.640321 2.185742 0.383111 1 3.974502 0.111380 0.207614 Molecule (Me2CO)2 P(V) form File: ./uncatalyzed/Me2CO2-V-a.log Total energy, gas-phase: -803.785731385 Geometry: 15 1.633481 -0.209417 -0.319207 1 1.971706 -0.810588 -1.534261 8 2.799855 0.138502 0.484953 8 0.550326 -1.170808 0.372350 8 0.604487 0.941903 -0.760329 6 -0.825333 -0.733632 0.132395 6 -0.677528 0.820882 -0.059995 6 -1.326229 -1.454728 -1.119052 1 -1.198731 -2.527028 -0.980083 1 -2.383110 -1.255949 -1.291061 1 -0.771663 -1.157231 -2.007729 6 -1.737784 1.450110 -0.950054 1 -2.729288 1.305396 -0.520045 1 -1.558138 2.520973 -1.030403 1 -1.725391 1.027923 -1.951240 6 -0.557080 1.585891 1.257933 1 -0.247960 2.606944 1.041794 1 -1.512703 1.619412 1.779491 1 0.187402 1.141635 1.916067 6 -1.644602 -1.142470 1.347139 1 -1.690069 -2.228727 1.407979 1 -1.206029 -0.769217 2.268258 1 -2.664242 -0.765379 1.263343 Molecule (Me2CO)2 P(III) form File: ./uncatalyzed/Me2CO2-III-a.log Total energy, gas-phase: -803.773828169 Geometry: 15 1.617165 -0.383863 -0.613437 1 3.446663 0.152693 0.447751 8 2.509522 0.160579 0.665481 8 0.504401 -1.250068 0.225377 8 0.581589 0.847149 -0.913439 6 -0.841060 -0.700950 0.174281 6 -0.609809 0.832746 -0.071787 6 -1.570629 -1.395131 -0.978363 1 -1.511067 -2.472143 -0.829493 1 -2.622000 -1.111875 -1.013790 1 -1.114766 -1.159544 -1.938855 6 -1.719846 1.518917 -0.857525 1 -2.666232 1.454864 -0.319007 1 -1.476441 2.572714 -0.986063 1 -1.846461 1.078125 -1.842564 6 -0.312274 1.618557 1.207765 1 0.046122 2.609508 0.932834 1 -1.213421 1.736734 1.809274 1 0.454650 1.138467 1.809542 6 -1.519276 -1.030103 1.498213 1 -1.634108 -2.109285 1.590162 1 -0.935526 -0.678268 2.344194 1 -2.511627 -0.579528 1.542719 Molecule (Me2CO)2 transition state File: ./uncatalyzed/Me2CO2-qst2-a.log Total energy, gas-phase: -803.689934452 Geometry: 15 1.629446 -0.233940 -0.405032 1 3.080146 -0.363900 -0.725568 8 2.783387 0.150242 0.541324 8 0.542693 -1.168550 0.350289 8 0.587371 0.956397 -0.748024 6 -0.835437 -0.736531 0.122991 6 -0.695947 0.817526 -0.052030 6 -1.342659 -1.448256 -1.131588 1 -1.210432 -2.521219 -1.002871 1 -2.401160 -1.251063 -1.296050 1 -0.791030 -1.142176 -2.019278 6 -1.760442 1.451447 -0.934572 1 -2.751618 1.296336 -0.506719 1 -1.587009 2.524240 -1.002734 1 -1.745530 1.041018 -1.940554 6 -0.579436 1.570132 1.273925 1 -0.268490 2.593041 1.069348 1 -1.537562 1.600302 1.791874 1 0.161701 1.117519 1.929619 6 -1.643911 -1.162981 1.339867 1 -1.683811 -2.250036 1.388578 1 -1.201426 -0.797821 2.262335 1 -2.666082 -0.789871 1.267237 Molecule Ph,Oct P(V) form File: ./uncatalyzed/PhMeHPO-V-a.log Total energy, gas-phase: -688.931237557 Geometry: 15 -1.649695 0.025589 -0.330215 1 -1.858864 -0.669298 -1.546182 8 -2.233507 1.385786 -0.277221 6 -2.314654 -1.135638 0.894167 1 -3.390855 -1.219448 0.747578 1 -1.857772 -2.119943 0.794391 1 -2.121933 -0.747733 1.893378 6 0.155386 -0.012231 -0.154688 6 0.898022 -1.175262 -0.368387 6 0.809761 1.166673 0.200976 6 2.278330 -1.161559 -0.218975 1 0.404527 -2.094604 -0.660044 6 2.192044 1.178191 0.352062 1 0.227159 2.065952 0.348006 6 2.925450 0.016110 0.144116 1 2.848885 -2.064744 -0.388265 1 2.695250 2.095186 0.627409 1 4.001046 0.026816 0.259106 Molecule Ph,Oct P(III) form File: ./uncatalyzed/PhMeHPO-III-a.log Total energy, gas-phase: -688.919830252 Geometry: 15 1.663598 -0.365291 -0.458656 8 2.222407 1.208449 -0.470663 1 2.538749 1.446890 -1.345480 6 2.155845 -0.769584 1.268218 1 1.681003 -1.704878 1.564861 1 3.236828 -0.897690 1.312863 1 1.853066 0.019657 1.956836 6 -0.140021 -0.108644 -0.198888 6 -1.001165 -1.185184 -0.424082 6 -0.682455 1.115031 0.198407 6 -2.371323 -1.052304 -0.231027 1 -0.599297 -2.133585 -0.761259 6 -2.053876 1.253102 0.378897 1 -0.027687 1.960562 0.359309 6 -2.900532 0.169411 0.169934 1 -3.025047 -1.896551 -0.405627 1 -2.462125 2.207740 0.684105 1 -3.967563 0.278665 0.310774 Molecule Ph,Oct transition state File: ./uncatalyzed/PhMeHPO-qst2.log Total energy, gas-phase: -688.833775119 Geometry: 15 -1.645023 0.010871 -0.389368 8 -2.224868 -1.417524 -0.006602 1 -2.458420 -0.850842 -1.273060 6 -2.261853 1.285418 0.756504 1 -1.786660 2.248421 0.575130 1 -3.338740 1.383639 0.636489 1 -2.040118 0.956367 1.774569 6 0.153999 0.035386 -0.169014 6 0.917383 1.194582 -0.341632 6 0.790019 -1.166286 0.147335 6 2.294954 1.152811 -0.184156 1 0.440469 2.130844 -0.603348 6 2.170456 -1.201661 0.312274 1 0.193501 -2.060586 0.268249 6 2.923293 -0.045812 0.145336 1 2.880041 2.052779 -0.317802 1 2.657011 -2.133894 0.566170 1 3.997698 -0.076235 0.267046 Molecule PhO,PhO P(V) form File: ./uncatalyzed/PhOPhOHPO-V-d.log Total energy, gas-phase: -1031.27489705 Geometry: 15 -0.018867 1.255946 -0.833118 8 -0.089190 2.195000 0.285170 8 -0.809953 -0.125057 -0.650628 8 1.408821 0.723780 -1.287841 1 -0.460677 1.750670 -2.059984 6 2.345886 0.101410 -0.456794 6 2.847109 0.748178 0.664016 6 2.795192 -1.154787 -0.834056 6 3.818428 0.106047 1.424290 1 2.477195 1.726374 0.932212 6 3.770400 -1.779870 -0.066769 1 2.383115 -1.624135 -1.715571 6 4.283069 -1.153574 1.063906 1 4.214035 0.599592 2.301540 1 4.127438 -2.759252 -0.354844 1 5.041183 -1.643392 1.659051 6 -2.103754 -0.266718 -0.146731 6 -2.485237 0.300561 1.061800 6 -2.976486 -1.055047 -0.884114 6 -3.776608 0.074078 1.525585 1 -1.788029 0.912015 1.613551 6 -4.260901 -1.275955 -0.402894 1 -2.641489 -1.488879 -1.815482 6 -4.665981 -0.711248 0.801342 1 -4.083587 0.514894 2.464309 1 -4.944094 -1.891178 -0.972560 1 -5.666217 -0.884148 1.173437 Molecule PhO,PhO P(III) form File: ./uncatalyzed/PhOPhOHPO-III-a.log Total energy, gas-phase: -1031.26029438 Geometry: 15 0.090874 1.630050 -0.369362 8 -0.079965 1.675899 1.269550 8 -1.418934 1.315787 -0.880027 8 0.671538 0.089926 -0.480787 1 0.096150 2.558228 1.611009 6 1.988647 -0.206531 -0.173460 6 2.961534 -0.117375 -1.162382 6 2.312122 -0.644575 1.105516 6 4.272239 -0.471528 -0.864250 1 2.683389 0.218297 -2.151578 6 3.625635 -0.997724 1.390971 1 1.535214 -0.706521 1.853178 6 4.608722 -0.912304 0.410753 1 5.030143 -0.404953 -1.633181 1 3.879661 -1.342915 2.384236 1 5.628587 -1.190388 0.638002 6 -2.280678 0.318729 -0.431798 6 -2.290594 -0.914346 -1.069698 6 -3.169092 0.598874 0.597495 6 -3.202527 -1.880564 -0.662515 1 -1.590668 -1.104364 -1.869583 6 -4.075986 -0.376040 0.996329 1 -3.145630 1.569056 1.071234 6 -4.095616 -1.617266 0.370387 1 -3.213849 -2.842527 -1.157141 1 -4.769807 -0.161249 1.797974 1 -4.803838 -2.372420 0.682308 Molecule PhO,PhO transition state File: ./uncatalyzed/PhOPhOHPO-qst2-g.log Total energy, gas-phase: -1031.17599750 Geometry: 15 -0.060633 1.528736 -0.377170 8 -0.718376 2.841146 0.084819 8 -0.652345 0.219137 0.376059 8 1.438103 1.499478 0.211484 1 -0.717980 2.516545 -1.283064 6 2.314328 0.419377 0.125958 6 2.499227 -0.382891 1.242413 6 3.030177 0.205100 -1.043458 6 3.419888 -1.421935 1.180792 1 1.928262 -0.186848 2.137974 6 3.943918 -0.841735 -1.093516 1 2.878436 0.856616 -1.892264 6 4.141794 -1.656466 0.015268 1 3.571444 -2.049736 2.048342 1 4.505499 -1.014344 -2.001569 1 4.856626 -2.466446 -0.027016 6 -1.932646 -0.281702 0.156380 6 -2.046813 -1.563587 -0.364313 6 -3.054891 0.460372 0.501809 6 -3.310730 -2.111880 -0.541940 1 -1.152085 -2.114369 -0.617104 6 -4.313494 -0.100214 0.312586 1 -2.936563 1.452208 0.912283 6 -4.446758 -1.382741 -0.206504 1 -3.405865 -3.111224 -0.944457 1 -5.192484 0.470973 0.578914 1 -5.428839 -1.812694 -0.346244 Molecule Ph,Ph P(V) form File: ./uncatalyzed/PhPhHPO-V-c.log Total energy, gas-phase: -880.721993071 Geometry: 15 0.027935 1.224158 -0.679905 1 -0.039313 1.110860 -2.089051 8 0.137191 2.603768 -0.151134 6 1.456124 0.187779 -0.247566 6 1.541924 -1.159051 -0.605853 6 2.503510 0.782736 0.455198 6 2.665373 -1.900927 -0.267464 1 0.731302 -1.635019 -1.142778 6 3.626189 0.036296 0.796296 1 2.425298 1.826466 0.727014 6 3.708050 -1.303012 0.434810 1 2.727199 -2.944011 -0.547019 1 4.435666 0.501454 1.342518 1 4.582000 -1.882939 0.699857 6 -1.466294 0.321683 -0.193275 6 -2.171523 -0.458526 -1.109212 6 -1.925691 0.421348 1.122100 6 -3.313483 -1.146359 -0.713344 1 -1.838934 -0.522344 -2.137826 6 -3.067248 -0.262997 1.515144 1 -1.395306 1.046546 1.827890 6 -3.759549 -1.050079 0.599143 1 -3.857381 -1.746771 -1.429963 1 -3.420801 -0.179651 2.533906 1 -4.650572 -1.580466 0.907231 Molecule Ph,Ph P(III) form File: ./uncatalyzed/PhPhHPO-III-c.log Total energy, gas-phase: -880.711115993 Geometry: 15 -0.003605 1.377303 -0.712942 8 0.130373 2.442459 0.564709 1 -0.082635 3.333246 0.275955 6 -1.419284 0.332945 -0.173388 6 -2.444465 0.093351 -1.088552 6 -1.523093 -0.203139 1.114234 6 -3.548524 -0.677782 -0.734361 1 -2.379155 0.514707 -2.084005 6 -2.628279 -0.960086 1.473659 1 -0.736575 -0.024240 1.835217 6 -3.641058 -1.202518 0.547481 1 -4.334019 -0.860593 -1.455426 1 -2.700997 -1.367466 2.473444 1 -4.499474 -1.797987 0.828823 6 1.403318 0.276002 -0.294706 6 1.497862 -0.972210 -0.919270 6 2.437198 0.684228 0.548796 6 2.591034 -1.796631 -0.694619 1 0.708168 -1.308281 -1.580011 6 3.532351 -0.144403 0.775003 1 2.378685 1.646721 1.036011 6 3.613564 -1.384720 0.155416 1 2.645122 -2.761404 -1.181348 1 4.322278 0.182902 1.438273 1 4.465945 -2.027062 0.331374 Molecule Ph,Ph transition state File: ./uncatalyzed/PhPhHPO-qst2.log Total energy, gas-phase: -880.624794090 Geometry: 15 0.025299 1.129017 -0.836449 1 0.039461 2.407045 -1.580939 8 0.086551 2.575121 -0.180826 6 1.448376 0.151384 -0.270319 6 1.583353 -1.219736 -0.508170 6 2.466318 0.837964 0.394971 6 2.718080 -1.892595 -0.079979 1 0.802304 -1.767751 -1.017215 6 3.597389 0.156267 0.830626 1 2.355723 1.898421 0.575520 6 3.727094 -1.205898 0.590799 1 2.814937 -2.954095 -0.264310 1 4.377567 0.692104 1.354523 1 4.610163 -1.733936 0.924631 6 -1.458109 0.238599 -0.277602 6 -1.951194 -0.891882 -0.932409 6 -2.139962 0.750127 0.827031 6 -3.096592 -1.522976 -0.464839 1 -1.454757 -1.272504 -1.815884 6 -3.283921 0.113315 1.293093 1 -1.773841 1.648907 1.305960 6 -3.761532 -1.023568 0.650822 1 -3.475942 -2.397433 -0.976251 1 -3.806939 0.510463 2.152764 1 -4.656388 -1.513433 1.010407 Molecule H,OH P(V) form File: ./uncatalyzed/H3PO2-V.log Total energy, gas-phase: -493.747402722 Geometry: 15 -0.122251 0.363917 0.017240 1 -0.066753 1.158947 1.177747 1 0.008878 1.287368 -1.032213 8 -1.275592 -0.543788 -0.030719 8 1.338516 -0.298950 -0.064810 1 1.388241 -1.163157 0.360099 Molecule H,OH P(III) form File: ./uncatalyzed/H3PO2-III.log Total energy, gas-phase: -493.736256511 Geometry: 15 0.000116 0.515097 -0.142777 1 -0.000254 1.054150 1.165325 8 -1.301523 -0.461003 0.145040 1 -1.746717 -0.701909 -0.672129 8 1.301465 -0.460930 0.145040 1 1.745696 -0.703235 -0.672173 Molecule H,OH transition state File: ./uncatalyzed/H3PO2-qst2.log Total energy, gas-phase: -493.648128583 Geometry: 15 0.071291 0.412574 0.099386 1 -0.119297 1.344032 -0.952947 8 1.278935 -0.542063 -0.162486 1 1.266952 0.283478 0.970195 8 -1.367519 -0.303886 -0.089334 1 -1.508342 -1.048534 0.506518 Molecule DOPO P(V) form File: ./uncatalyzed/DOPO-Vb.log Total energy, gas-phase: -954.797637658 Geometry: 6 0.594417 -0.849975 -0.037067 6 1.212220 -2.108401 -0.048796 6 2.591361 -2.233058 -0.070349 6 3.404961 -1.103560 -0.084924 6 2.817904 0.150796 -0.085553 6 1.429314 0.283885 -0.069970 6 -0.874751 -0.707816 -0.000731 6 -1.722529 -1.765580 0.359873 6 -3.100063 -1.632141 0.359131 6 -3.679825 -0.419176 -0.001857 6 -2.873459 0.653957 -0.342732 6 -1.493704 0.507299 -0.330481 1 0.609239 -3.003992 -0.059891 1 3.035841 -3.219092 -0.082778 1 4.481269 -1.202874 -0.100352 1 3.440964 1.036282 -0.096311 1 -1.292053 -2.708382 0.663276 1 -3.720784 -2.468914 0.647042 1 -4.755038 -0.305687 -0.005126 1 -3.289066 1.613731 -0.613314 15 0.701943 1.920188 -0.067258 8 -0.752792 1.610254 -0.705845 8 0.736015 2.663612 1.197372 1 1.259617 2.607790 -1.155162 Molecule DOPO P(III) form File: ./uncatalyzed/DOPO-IIIc.log Total energy, gas-phase: -954.789028375 Geometry: 1 0.256987 3.140512 1.631418 8 0.393331 2.213503 1.411714 8 -0.785842 1.584933 -0.804482 15 0.693906 2.020315 -0.205409 1 -3.317490 1.483533 -0.757139 1 -4.715800 -0.457598 -0.069784 1 -3.607693 -2.544793 0.701725 1 -1.169621 -2.688333 0.747039 1 3.418106 1.178727 -0.208864 1 4.540024 -1.023032 -0.132523 1 3.164485 -3.087110 -0.053445 1 0.730440 -2.950700 -0.030068 6 -1.479821 0.470939 -0.397016 6 -2.867077 0.556655 -0.431631 6 -3.636864 -0.528322 -0.047777 6 -3.016055 -1.699536 0.378914 6 -1.634466 -1.778339 0.396714 6 -0.824568 -0.706227 -0.006525 6 1.437209 0.365105 -0.105444 6 2.828200 0.272316 -0.144658 6 3.460842 -0.960392 -0.107901 6 2.687370 -2.116171 -0.058790 6 1.304367 -2.035652 -0.034788 6 0.646205 -0.797613 -0.041946 Molecule DOPO transition state File: ./uncatalyzed/DOPO-tsb.log Total energy, gas-phase: -954.698691411 Geometry: 6 0.531754 -0.889336 -0.044270 6 1.097921 -2.173249 -0.015056 6 2.469181 -2.360358 -0.023629 6 3.333562 -1.269184 -0.066050 6 2.800749 0.006211 -0.114163 6 1.417801 0.205637 -0.105649 6 -0.928904 -0.689872 -0.003671 6 -1.821755 -1.732414 0.293486 6 -3.191941 -1.545557 0.305638 6 -3.723174 -0.290171 0.020965 6 -2.873849 0.765736 -0.258354 6 -1.498846 0.564562 -0.259947 1 0.460184 -3.043798 0.002440 1 2.867877 -3.365693 -0.003178 1 4.404499 -1.416137 -0.071221 1 3.459182 0.864565 -0.161913 1 -1.433576 -2.710186 0.534825 1 -3.844840 -2.373814 0.542351 1 -4.792942 -0.133204 0.026804 1 -3.249203 1.756139 -0.471303 15 0.833685 1.905362 -0.206971 8 -0.733872 1.670581 -0.558645 8 1.038112 2.713468 1.112921 1 1.514626 3.217280 -0.104244 Molecule H3PO P(V) form File: ./uncatalyzed/H3PO-V.log Total energy, gas-phase: -418.447042216 Geometry: 15 0.000000 0.000000 0.381160 8 0.000000 0.000000 -1.096187 1 0.000000 1.261084 1.017364 1 1.092131 -0.630542 1.017364 1 -1.092131 -0.630542 1.017364 Molecule H3PO P(III) form File: ./uncatalyzed/H3PO-III-a.log Total energy, gas-phase: -418.447581040 Geometry: 15 0.557866 -0.139430 -0.005999 8 -1.082801 0.153103 0.006483 1 0.929679 0.815132 -0.990478 1 -1.566353 -0.675586 -0.027814 1 0.931088 0.727074 1.056417 Molecule H3PO transition state File: ./uncatalyzed/H3PO-qst2.log Total energy, gas-phase: -418.347824736 Geometry: 15 0.467386 -0.000331 0.077938 8 -1.096547 0.000672 -0.151239 1 1.137247 -1.075045 -0.565868 1 -0.512920 -0.005260 1.163258 1 1.137258 1.079888 -0.556553 Molecule CF3,CF3 P(V) form File: ./uncatalyzed/CF3CF3HPO-V.log Total energy, gas-phase: -1092.76767015 Geometry: 15 -0.000003 0.852370 -0.389861 1 -0.000005 0.785113 -1.797559 8 -0.000012 2.165837 0.258791 6 1.487221 -0.252433 0.013027 6 -1.487219 -0.252441 0.013029 9 1.444332 -1.393689 -0.690919 9 1.538406 -0.554841 1.310379 9 2.607396 0.400313 -0.318413 9 -1.444163 -1.393837 -0.690680 9 -1.538574 -0.554584 1.310434 9 -2.607382 0.400181 -0.318710 Molecule CF3,CF3 P(III) form File: ./uncatalyzed/CF3CF3HPO-III-b.log Total energy, gas-phase: -1092.77672365 Geometry: 15 -0.000012 0.752956 -0.788278 1 0.000120 1.846232 1.150112 8 -0.000058 2.039019 0.202665 6 1.430975 -0.252132 -0.011068 6 -1.430944 -0.252203 -0.011081 9 1.431635 -1.523209 -0.431160 9 1.424055 -0.256285 1.336585 9 2.589993 0.311348 -0.395145 9 -1.431793 -1.523183 -0.431294 9 -1.423895 -0.256485 1.336607 9 -2.589957 0.311512 -0.394967 Molecule CF3,CF3 transition state File: ./uncatalyzed/CF3CF3HPO-qst2.log Total energy, gas-phase: -1092.67133994 Geometry: 15 -0.000002 0.838179 -0.492241 1 -0.000026 2.158780 -1.126214 8 -0.000008 2.155833 0.337806 6 1.476906 -0.274201 -0.005221 6 -1.476907 -0.274201 -0.005221 9 1.441791 -1.451762 -0.639244 9 1.501692 -0.496076 1.312191 9 2.608084 0.354087 -0.346836 9 -1.441870 -1.451681 -0.639393 9 -1.501583 -0.496246 1.312169 9 -2.608099 0.354153 -0.346663 ================================= Uncatalyzed continuum water P(V) and P(III) conformers and transition states Molecule H,ONa P(V) form File: ./uncatalyzed/water-opt/H2PO2m-V.log Total energy, gas-phase: -493.316133985 Geometry: 8 1.301628 -0.441284 0.000057 1 0.000140 1.219317 -1.098720 8 -1.301571 -0.441143 -0.000075 1 0.000085 1.219016 1.098980 15 0.000074 0.328457 -0.000029 Molecule H,ONa P(III) form File: ./uncatalyzed/water-opt/H2PO2m-III-a.log Total energy, gas-phase: -493.278819712 Geometry: 8 1.279934 -0.567179 0.112880 1 -1.694212 -0.680881 -0.689203 8 -1.330301 -0.355377 0.141716 1 0.016509 1.157776 1.104112 15 0.147679 0.457782 -0.155555 Molecule H,ONa transition state File: ./uncatalyzed/water-opt/H2PO2m-qst2.log Total energy, gas-phase: -493.210160104 Geometry: 8 1.328042 -0.442371 0.015464 1 -1.225065 0.398297 -0.896867 8 -1.317506 -0.443698 0.129106 1 0.094334 1.300394 1.025025 15 0.061824 0.394060 -0.084244 Molecule Bu,Bu P(V) form File: ./uncatalyzed/water-opt/MeMeHPO-V.log Total energy, gas-phase: -497.154829653 Geometry: 1 1.469219 -0.944810 -1.243020 1 1.407511 -1.774301 0.329754 1 2.346980 -0.275684 0.151178 6 1.446665 -0.802595 -0.162554 1 -1.469239 -0.944715 -1.243097 1 -2.347009 -0.275668 0.151133 1 -1.407544 -1.774300 0.329626 6 -1.446693 -0.802564 -0.162623 8 0.000016 1.562379 -0.285380 1 -0.000049 0.164206 1.690131 15 -0.000014 0.166839 0.283177 Molecule Bu,Bu P(III) form File: ./uncatalyzed/water-opt/MeMeHPO-III-b.log Total energy, gas-phase: -497.132009240 Geometry: 1 1.293379 -0.806362 1.327704 1 2.337816 -0.297781 -0.022583 1 1.432055 -1.810367 -0.132921 6 1.399262 -0.785318 0.240835 1 -1.292875 -0.809635 1.326911 1 -1.427365 -1.814380 -0.133594 1 -2.337684 -0.304469 -0.024350 6 -1.397906 -0.789149 0.239952 1 -0.001893 1.441975 1.224479 8 -0.002462 1.546876 0.262323 15 -0.000275 0.093101 -0.556934 Molecule Bu,Bu transition state File: ./uncatalyzed/water-opt/MeMeHPO-qst2.log Total energy, gas-phase: -497.050322679 Geometry: 1 -1.397030 -0.939388 1.233809 1 -1.403466 -1.830475 -0.308842 1 -2.349076 -0.332941 -0.145146 6 -1.430995 -0.840042 0.145194 1 1.396991 -0.939471 1.233789 1 2.349055 -0.333024 -0.145154 1 1.403395 -1.830522 -0.308883 6 1.430957 -0.840101 0.145176 8 0.000029 1.554838 0.391654 1 0.000024 1.495379 -0.981311 15 -0.000002 0.129154 -0.382657 Molecule OH,OH P(V) form File: ./uncatalyzed/water-opt/H3PO3-V-b.log Total energy, gas-phase: -569.071046386 Geometry: 1 -1.871863 -0.712194 -0.463157 8 -0.955422 -0.993231 -0.328292 1 1.687485 -0.384471 -1.022741 8 1.442954 -0.408041 -0.085147 1 0.005698 -0.041554 1.642809 8 -0.334669 1.506481 -0.173919 15 -0.001607 0.134657 0.265002 Molecule OH,OH P(III) form File: ./uncatalyzed/water-opt/H3PO3-III-b.log Total energy, gas-phase: -569.052187661 Geometry: 1 2.037571 -0.705234 -0.114937 8 1.178978 -0.778819 0.321860 1 -2.049071 -0.662027 -0.112306 8 -1.190781 -0.758324 0.320715 1 0.010489 1.478330 1.156704 8 0.012876 1.484361 0.185998 15 0.001342 0.006441 -0.508742 Molecule OH,OH transition state File: ./uncatalyzed/water-opt/H3PO3-qst2.log Total energy, gas-phase: -568.968490212 Geometry: 1 1.914619 -0.636219 -0.402350 8 1.005676 -0.965153 -0.474605 1 -0.178059 2.131411 -0.003379 8 0.310756 1.387104 -0.385405 1 -1.288996 -0.478005 1.043220 8 -1.479622 -0.542725 -0.329762 15 -0.107603 -0.044564 0.217531 Molecule Me2C(CH2O)2 P(V) form File: ./uncatalyzed/water-opt/NPGP-V-b.log Total energy, gas-phase: -764.467260289 Geometry: 1 -0.591132 -0.000085 2.070254 1 -2.108184 -0.883515 1.905118 1 -2.108231 0.883280 1.905203 6 -1.560932 -0.000087 1.574185 1 -2.749610 0.000061 -1.692589 1 -3.380286 0.881828 -0.296646 1 -3.380288 -0.881813 -0.296716 6 -2.817200 0.000019 -0.604086 6 -1.428775 -0.000007 0.046193 15 1.620913 0.000022 -0.281295 8 2.875086 -0.000013 0.493738 1 1.802489 0.000094 -1.665033 8 0.709963 1.260287 0.025299 6 -0.680860 1.244617 -0.438895 1 -1.121404 2.154135 -0.040794 1 -0.671597 1.298041 -1.528140 8 0.709973 -1.260283 0.025166 6 -0.680848 -1.244571 -0.439032 1 -0.671582 -1.297872 -1.528283 1 -1.121388 -2.154137 -0.041034 Molecule Me2C(CH2O)2 P(III) form File: ./uncatalyzed/water-opt/NPGP-III-a.log Total energy, gas-phase: -764.448130779 Geometry: 1 -1.113474 -0.000082 -2.084117 1 -2.527547 0.882810 -1.507700 1 -2.527523 -0.882952 -1.507602 6 -1.908965 -0.000054 -1.339991 1 -2.144611 0.000126 2.126047 1 -3.138416 -0.881707 0.960833 1 -3.138293 0.882057 0.960801 6 -2.511012 0.000134 1.098426 6 -1.357353 0.000032 0.091001 15 1.736883 -0.000117 -0.478535 8 2.193258 -0.000015 1.110393 1 3.154694 -0.000430 1.196140 8 0.700456 -1.256506 -0.481050 6 -0.497876 -1.244235 0.342007 1 -1.041811 -2.150235 0.082542 1 -0.199689 -1.301457 1.389602 8 0.700564 1.256358 -0.481185 6 -0.497804 1.244287 0.341834 1 -0.199649 1.301665 1.389430 1 -1.041674 2.150280 0.082206 Molecule Me2C(CH2O)2 transition state Molecule EtO,EtO P(V) form File: ./uncatalyzed/water-opt/MeOMeOHPO-V-v.log Total energy, gas-phase: -647.684909695 Geometry: 1 0.490011 0.918417 1.648416 1 -2.473931 -0.486291 -0.709575 1 -2.264272 -2.025030 0.160272 1 -1.131148 -1.582173 -1.139175 6 -1.750856 -1.203906 -0.328869 1 1.496318 -1.816564 -0.201996 1 2.371056 -0.734854 0.917020 1 2.892208 -0.870197 -0.777533 6 2.036932 -0.877480 -0.109704 8 -0.922411 -0.583496 0.687701 8 1.189621 0.224170 -0.522436 8 -0.719874 1.830534 -0.256571 15 -0.030772 0.687136 0.378460 Molecule EtO,EtO P(III) form File: ./uncatalyzed/water-opt/MeOMeOHPO-III-b.log Total energy, gas-phase: -647.664649685 Geometry: 1 -2.770821 -0.260397 -0.717295 1 -2.535124 0.054759 1.020433 1 -2.695428 -1.613524 0.429794 6 -2.306494 -0.625217 0.200361 8 -0.883530 -0.761591 0.039738 1 1.599338 -1.871409 0.614052 1 1.816500 -0.317382 1.458854 1 3.072736 -0.911566 0.352186 6 2.003000 -0.864058 0.536915 1 0.017377 2.382883 0.509292 8 -0.038237 1.446351 0.740371 8 1.419333 -0.181821 -0.596044 15 -0.050415 0.492583 -0.606230 Molecule EtO,EtO transition state File: ./uncatalyzed/water-opt/MeOMeOHPO-qst2.log Total energy, gas-phase: -647.580235833 Geometry: 1 -2.815684 -0.216152 -0.569597 1 -2.401458 -0.099484 1.163143 1 -2.641285 -1.692751 0.405534 6 -2.276085 -0.681982 0.253807 8 -0.869781 -0.802286 -0.070204 1 1.881821 -0.335141 1.462197 1 3.127907 -0.859977 0.307359 1 1.675204 -1.861516 0.558655 6 2.063735 -0.847313 0.519848 8 1.441650 -0.128277 -0.583704 1 -0.381750 1.930115 -0.712352 8 -0.142436 1.593342 0.617038 15 -0.020059 0.491462 -0.490388 Molecule EtO,Oct P(V) form File: ./uncatalyzed/water-opt/MeOMeHPO-V-b.log Total energy, gas-phase: -572.420052218 Geometry: 1 2.306876 0.017967 1.010001 1 2.376620 0.686573 -0.644868 1 2.827819 -1.009133 -0.344888 6 2.167678 -0.199559 -0.049307 1 -1.880475 -0.951104 -1.252437 1 -2.715948 -0.416468 0.221385 1 -1.667839 -1.853424 0.270344 6 -1.803587 -0.866147 -0.168700 8 0.819114 -0.659376 -0.295125 8 -0.509456 1.586401 -0.264566 1 -0.266906 0.154713 1.638892 15 -0.424245 0.186625 0.244677 Molecule EtO,Oct P(III) form File: ./uncatalyzed/water-opt/MeOMeHPO-III-a.log Total energy, gas-phase: -572.397629931 Geometry: 1 -2.357029 -0.071839 1.064993 1 -2.910801 -0.799385 -0.457854 1 -2.398118 0.900583 -0.426547 6 -2.212248 -0.092558 -0.016289 8 -0.888411 -0.537820 -0.350857 1 1.621340 -1.035465 -1.266723 1 1.443826 -2.051288 0.187029 1 2.620877 -0.729888 0.175716 6 1.637539 -1.042160 -0.175799 1 0.514438 2.233890 0.016230 8 0.810709 1.416795 -0.402614 15 0.383262 0.087654 0.499169 Molecule EtO,Oct transition state File: ./uncatalyzed/water-opt/MeOMeHPO-qst2.log Total energy, gas-phase: -572.316166885 Geometry: 1 2.380496 0.016755 -1.015635 1 2.859263 -0.950620 0.399888 1 2.317617 0.729712 0.619177 6 2.184921 -0.180491 0.038025 8 0.844596 -0.692778 0.212127 1 -1.738824 -1.035381 1.239345 1 -1.623750 -1.945579 -0.293923 1 -2.696380 -0.529813 -0.177356 6 -1.750758 -0.959069 0.149249 1 -0.464374 1.503290 -0.978961 8 -0.546332 1.543084 0.389868 15 -0.415391 0.139577 -0.351314 Molecule (MeO)2P(S)H P(V) form File: ./uncatalyzed/water-opt/MeOMeOHPS-V-a.log Total energy, gas-phase: -970.632945307 Geometry: 16 0.212686 1.780976 -0.210386 15 -0.005926 0.010215 0.547093 1 0.234474 -0.075976 1.918606 8 -1.452065 -0.646471 0.502638 6 -2.261813 -0.660078 -0.698202 1 -1.742985 -1.183494 -1.498558 1 -3.171905 -1.190110 -0.436542 1 -2.497828 0.357436 -1.001153 8 0.888763 -1.143885 -0.103152 6 2.287662 -0.951834 -0.413633 1 2.653208 -1.915021 -0.755993 1 2.398655 -0.209134 -1.200079 1 2.835713 -0.643468 0.475382 Molecule (MeO)2P(S)H P(III) form File: ./uncatalyzed/water-opt/MeOMeOHPS-III-a.log Total energy, gas-phase: -970.614457626 Geometry: 16 0.017330 1.824533 -0.289224 1 2.718679 -0.929886 0.704007 1 2.659935 0.015409 -0.806149 1 2.671270 -1.761835 -0.865633 6 2.322455 -0.894730 -0.311610 8 0.883937 -0.959371 -0.305437 1 -1.539345 -1.756221 -1.235096 1 -1.992775 -0.033084 -1.330593 1 -3.069027 -1.192916 -0.519172 6 -2.033407 -0.935030 -0.721226 1 -0.139621 2.539661 0.839112 8 -1.412648 -0.701938 0.561251 15 0.056265 -0.080194 0.800673 Molecule (MeO)2P(S)H transition state Molecule OH,Oct P(V) form File: ./uncatalyzed/water-opt/MeHOHPO-V-b.log Total energy, gas-phase: -533.112911299 Geometry: 1 -1.627298 1.394337 -0.166665 1 1.747046 0.053576 -1.247768 1 2.154115 -0.852855 0.225957 1 2.042300 0.921957 0.280518 6 1.629246 0.017866 -0.164707 8 -0.682792 1.259292 -0.327324 8 -0.785528 -1.347371 -0.280729 1 -0.217655 -0.016936 1.627154 15 -0.102815 -0.126185 0.235051 Molecule OH,Oct P(III) form File: ./uncatalyzed/water-opt/MeHOHPO-III-a.log Total energy, gas-phase: -533.091556166 Geometry: 1 1.440329 1.683270 -0.052601 1 -1.549044 -0.000819 1.265801 1 -2.108677 -0.887534 -0.174058 1 -2.109992 0.883588 -0.174984 6 -1.578822 -0.001397 0.174643 8 0.660054 1.294033 0.360632 8 0.662408 -1.292376 0.362887 1 1.443624 -1.680679 -0.049443 15 0.102607 -0.000451 -0.515786 Molecule OH,Oct transition state Molecule BnO,BnO P(V) form File: ./uncatalyzed/water-opt/BnOBnOHPO-V-a.log Total energy, gas-phase: -1109.94260858 Geometry: 1 6.684470 -1.299010 -0.671314 1 4.721353 -2.567944 -1.488310 1 6.355757 0.694532 0.759763 6 5.685009 -0.980005 -0.407484 1 2.439455 -1.842754 -0.876574 6 4.581608 -1.693147 -0.867622 1 4.071559 1.418139 1.364475 6 5.500637 0.140736 0.396264 6 3.297970 -1.285543 -0.523797 6 4.215296 0.548027 0.736779 6 3.104502 -0.160255 0.278465 1 -5.118826 -3.675527 0.432864 1 -4.229884 -2.456851 2.396584 1 -4.884540 -2.702697 -1.832004 6 -4.624068 -2.722591 0.300773 1 -3.106313 -0.277391 2.093083 6 -4.123761 -2.038306 1.404758 1 -3.760494 -0.522086 -2.129891 6 -4.492342 -2.176258 -0.972281 6 -3.491353 -0.812100 1.234190 6 -3.859751 -0.949300 -1.140138 6 -3.352239 -0.258905 -0.039276 1 -0.147785 2.584018 -1.588882 1 1.709524 0.865562 1.550033 1 1.037500 -0.553568 0.712791 6 1.719501 0.289446 0.627631 1 -3.017026 1.581314 -1.098687 1 -2.753156 1.681381 0.657577 6 -2.648694 1.051141 -0.222146 8 1.227809 1.151922 -0.457253 8 -1.220962 0.784089 -0.430634 8 -0.296808 2.855815 0.798598 15 -0.135446 1.941065 -0.354574 Molecule BnO,BnO P(III) form Molecule BnO,BnO transition state Molecule EtO,Ph P(V) form File: ./uncatalyzed/water-opt/PhMeOHPO-V-b.log Total energy, gas-phase: -764.210656881 Geometry: 1 4.292366 -0.488142 -0.457158 1 3.358406 1.788514 -0.714150 1 2.812854 -2.371327 0.167695 6 3.236511 -0.315431 -0.297560 1 0.949268 2.184130 -0.347543 6 2.712820 0.964563 -0.442741 1 0.408659 -1.985034 0.532432 6 2.405450 -1.376094 0.053874 6 1.356281 1.188698 -0.236860 6 1.050033 -1.157948 0.259057 6 0.518719 0.127037 0.109416 1 -3.562158 -1.078927 0.800609 1 -3.517018 -1.954939 -0.747303 1 -3.935475 -0.224052 -0.722273 6 -3.330669 -1.002171 -0.261814 1 -1.503511 0.054629 1.728287 8 -1.662797 1.827580 0.120746 8 -1.924271 -0.713351 -0.450110 15 -1.222436 0.434155 0.407165 Molecule EtO,Ph P(III) form File: ./uncatalyzed/water-opt/PhMeOHPO-III-b.log Total energy, gas-phase: -764.189628184 Geometry: 1 4.271113 -0.613937 -0.288225 1 3.440693 1.719602 -0.296729 1 2.677727 -2.484982 0.025078 6 3.216304 -0.412556 -0.157366 1 1.045147 2.180925 0.002746 6 2.750007 0.897901 -0.161697 1 0.280874 -2.030627 0.325430 6 2.321397 -1.463532 0.019146 6 1.394091 1.157675 0.006308 6 0.965822 -1.205220 0.187060 6 0.485301 0.108306 0.169971 1 -3.926814 -0.372882 -0.663087 1 -3.516720 -1.216995 0.851192 1 -3.426130 -2.076940 -0.701731 6 -3.276344 -1.119994 -0.208144 1 -2.126252 2.372906 -0.105974 8 -1.443307 1.780742 -0.444333 8 -1.893212 -0.766077 -0.391339 15 -1.275731 0.451845 0.526632 Molecule EtO,Ph transition state File: ./uncatalyzed/water-opt/PhMeOHPO-qst2.log Total energy, gas-phase: -764.105071082 Geometry: 1 -4.123071 -0.319519 0.474901 1 -3.008848 1.808154 1.070001 1 -2.833493 -2.134525 -0.604704 6 -3.071048 -0.182198 0.263945 1 -0.609907 2.126680 0.576685 6 -2.446020 1.014167 0.598250 1 -0.436511 -1.829799 -1.087390 6 -2.346258 -1.204612 -0.344768 6 -1.094908 1.194460 0.321954 6 -0.996631 -1.032254 -0.617217 6 -0.361870 0.167065 -0.275086 1 1.034685 -1.606113 1.470301 1 2.468156 -0.624498 1.880803 1 2.668513 -2.275091 1.246766 6 2.063721 -1.374638 1.204276 1 2.116903 1.571818 -1.279600 8 1.897338 1.732731 0.076754 8 2.140597 -0.901775 -0.167679 15 1.385532 0.423360 -0.667900 Molecule OH,Ph P(V) form File: ./uncatalyzed/water-opt/PhOHHPO-V-b.log Total energy, gas-phase: -724.903734778 Geometry: 1 3.966878 -0.003113 0.208374 1 2.735985 2.142344 0.274159 1 2.733954 -2.131175 -0.062370 6 2.889046 0.004987 0.117441 1 0.276758 2.161776 0.068563 6 2.198348 1.211758 0.154781 1 0.280032 -2.119803 -0.267361 6 2.196642 -1.193155 -0.035298 6 0.813507 1.224034 0.038645 6 0.812987 -1.185920 -0.150785 6 0.113311 0.024562 -0.111363 1 -1.991654 -1.291364 1.415614 8 -2.237303 -1.234012 0.480559 8 -2.283273 1.356621 0.084597 1 -1.983101 -0.351755 -1.591423 15 -1.674153 0.051190 -0.289486 Molecule OH,Ph P(III) form File: ./uncatalyzed/water-opt/PhOHHPO-III-a.log Total energy, gas-phase: -724.882881482 Geometry: 1 -3.949548 0.399392 0.059235 1 -2.393679 2.322069 0.164538 1 -3.057795 -1.903850 -0.109120 6 -2.881045 0.232030 0.032214 1 0.038301 1.951356 0.099457 6 -2.005239 1.314935 0.090871 1 -0.620233 -2.280945 -0.176962 6 -2.381415 -1.060970 -0.062872 6 -0.633419 1.104424 0.054496 6 -1.005435 -1.271780 -0.100332 6 -0.121667 -0.194176 -0.042167 1 2.929036 0.420977 -1.607641 8 2.081870 0.618708 -1.188924 8 2.059866 0.190937 1.344399 1 2.892238 -0.150483 1.694966 15 1.670112 -0.548762 -0.087815 Molecule OH,Ph transition state Molecule (Me2CO)2 P(V) form File: ./uncatalyzed/water-opt/Me2CO2-V-a.log Total energy, gas-phase: -803.800875149 Geometry: 1 -2.657867 -0.747991 1.260093 1 -1.208038 -0.770479 2.274319 1 -1.702200 -2.224617 1.398048 6 -1.644391 -1.138112 1.349310 1 0.152405 1.147599 1.943764 1 -1.541843 1.622284 1.770129 1 -0.272095 2.615073 1.053344 6 -0.576586 1.591888 1.267932 1 -1.694100 1.026963 -1.953740 1 -1.564443 2.520608 -1.016819 1 -2.721854 1.279420 -0.534830 6 -1.728752 1.445879 -0.951387 1 -0.755521 -1.158553 -2.000818 1 -2.367986 -1.246720 -1.284193 1 -1.192711 -2.523297 -0.964834 6 -1.312741 -1.451043 -1.111925 6 -0.683873 0.825776 -0.044354 6 -0.829181 -0.726898 0.138618 8 0.628667 0.958901 -0.735718 8 0.570295 -1.163673 0.388504 8 2.826490 0.103724 0.430140 1 1.946014 -0.824937 -1.570566 15 1.621689 -0.227398 -0.356777 Molecule (Me2CO)2 P(III) form File: ./uncatalyzed/water-opt/Me2CO2-III-a.log Total energy, gas-phase: -803.783370330 Geometry: 1 -2.523574 -0.572361 1.521788 1 -0.964222 -0.664021 2.352421 1 -1.649398 -2.102344 1.588825 6 -1.531440 -1.023066 1.497514 1 0.418406 1.140333 1.841656 1 -1.243273 1.739744 1.803232 1 0.027955 2.615033 0.950521 6 -0.331449 1.622260 1.218997 1 -1.837059 1.074395 -1.841362 1 -1.484350 2.572701 -0.975158 1 -2.666588 1.438069 -0.321613 6 -1.719102 1.515413 -0.854765 1 -1.091259 -1.166327 -1.933425 1 -2.604451 -1.103959 -1.019232 1 -1.508643 -2.470494 -0.816027 6 -1.555933 -1.393791 -0.974857 6 -0.616287 0.836223 -0.058909 6 -0.844600 -0.694782 0.181365 8 0.594996 0.857273 -0.898040 8 0.518265 -1.240370 0.247724 8 2.557319 0.130100 0.624381 1 3.490960 0.129982 0.374262 15 1.619299 -0.389717 -0.626028 Molecule (Me2CO)2 transition state Molecule Ph,Oct P(V) form File: ./uncatalyzed/water-opt/PhMeHPO-V-b.log Total energy, gas-phase: -688.945905471 Geometry: 1 4.000202 0.026579 0.266017 1 2.684141 2.077404 0.696087 1 2.857283 -2.048777 -0.451877 6 2.925286 0.015282 0.145638 1 0.231886 2.054214 0.415695 6 2.186405 1.167988 0.387873 1 0.410803 -2.078921 -0.732499 6 2.283311 -1.153011 -0.257354 6 0.804292 1.155566 0.231441 6 0.903398 -1.168835 -0.414142 6 0.156512 -0.013701 -0.167319 1 -2.130518 -0.660815 1.904781 1 -1.854851 -2.083573 0.870205 1 -3.392593 -1.197690 0.769087 6 -2.318364 -1.098830 0.924946 8 -2.251259 1.345556 -0.380673 1 -1.844586 -0.751901 -1.542135 15 -1.642720 -0.028901 -0.352540 Molecule Ph,Oct P(III) form File: ./uncatalyzed/water-opt/PhMeHPO-III-b.log Total energy, gas-phase: -688.925752443 Geometry: 1 -3.975756 0.054402 0.345042 1 -2.602493 2.093839 0.646552 1 -2.889482 -2.065574 -0.343076 6 -2.906895 0.019355 0.182281 1 -0.176341 2.020976 0.275080 6 -2.135539 1.163389 0.351197 1 -0.464607 -2.144122 -0.729042 6 -2.296276 -1.171454 -0.204145 6 -0.759286 1.119564 0.141916 6 -0.924277 -1.213413 -0.418340 6 -0.136077 -0.070818 -0.236676 1 1.871456 -0.653481 1.828711 1 3.276776 -1.242884 0.901597 1 1.755333 -2.141617 0.861604 6 2.191184 -1.142925 0.907080 1 2.067518 1.603395 0.693984 8 2.226663 1.326092 -0.219661 15 1.668450 -0.192283 -0.576260 Molecule Ph,Oct transition state File: ./uncatalyzed/water-opt/PhMeHPO-qst2.log Total energy, gas-phase: -688.843525803 Geometry: 1 4.007231 -0.072788 0.238386 1 2.700356 -2.167299 0.422969 1 2.847106 2.072140 -0.191208 6 2.931065 -0.051587 0.131770 1 0.247426 -2.120713 0.167157 6 2.197517 -1.228122 0.235366 1 0.403598 2.131172 -0.434677 6 2.279015 1.155263 -0.110622 6 0.814268 -1.203087 0.092858 6 0.897889 1.187338 -0.246280 6 0.153498 0.006320 -0.137647 1 -2.031770 1.118547 1.719970 1 -3.347838 1.413332 0.551886 1 -1.812725 2.292793 0.395646 6 -2.268789 1.344691 0.677451 1 -2.466133 -0.970481 -1.139314 8 -2.246050 -1.409931 0.148106 15 -1.642521 0.000688 -0.357697 Molecule PhO,PhO P(V) form File: ./uncatalyzed/water-opt/PhOPhOHPO-V-g.log Total energy, gas-phase: -1031.28559888 Geometry: 1 5.590119 -1.599444 0.415737 1 5.259891 0.463941 -0.913522 1 3.630534 -2.781367 1.363883 6 4.593306 -1.213544 0.253045 1 2.967680 1.343265 -1.292914 6 4.408380 -0.054444 -0.494381 1 1.340511 -1.894595 0.977599 6 3.493107 -1.878182 0.785310 6 3.129315 0.447353 -0.711134 6 2.207576 -1.389029 0.576926 6 2.049099 -0.231291 -0.168500 1 -5.083141 -2.322114 -0.021651 1 -5.008904 -0.577678 1.735456 1 -3.401935 -2.311442 -1.840357 6 -4.316816 -1.559776 -0.046487 1 -3.249110 1.177126 1.668033 6 -4.275680 -0.580127 0.940600 1 -1.649008 -0.553404 -1.900727 6 -3.372290 -1.554808 -1.068302 6 -3.293145 0.404475 0.913612 6 -2.384474 -0.576292 -1.109909 6 -2.362594 0.386469 -0.113425 1 -0.136413 0.720658 1.718273 8 -1.409283 1.421257 -0.175052 8 0.746724 0.230413 -0.428461 8 0.694554 2.649286 0.520605 15 0.034613 1.333808 0.479139 Molecule PhO,PhO P(III) form File: ./uncatalyzed/water-opt/PhOPhOHPO-III-g.log Total energy, gas-phase: -1031.26975541 Geometry: 1 -5.293629 -1.919722 -0.792404 1 -5.109297 0.550317 -0.851474 1 -3.370630 -3.273622 -0.007395 6 -4.378649 -1.434965 -0.481128 1 -3.031252 1.661726 -0.113550 6 -4.274049 -0.049238 -0.515383 1 -1.270368 -2.155813 0.695492 6 -3.298607 -2.194802 -0.039383 6 -3.101676 0.583146 -0.109988 6 -2.118891 -1.577645 0.357453 6 -2.028485 -0.190743 0.318120 1 4.878576 -2.357447 -0.661825 1 4.618420 -0.346618 -2.085157 1 3.481213 -2.616064 1.367702 6 4.155399 -1.597388 -0.400184 1 2.967981 1.402559 -1.474121 6 4.008974 -0.468269 -1.199933 1 1.823261 -0.866316 1.964094 6 3.370423 -1.742456 0.739689 6 3.083533 0.515657 -0.866941 6 2.438237 -0.768182 1.080923 6 2.304886 0.352776 0.272027 1 -0.616457 3.614668 0.105421 8 1.408727 1.354152 0.653579 8 -0.844651 0.386234 0.762850 8 -0.497048 2.854328 0.690392 15 -0.035341 1.524270 -0.127245 Molecule PhO,PhO transition state File: ./uncatalyzed/water-opt/PhOPhOHPO-qst2-a.log Total energy, gas-phase: -1031.18222988 Geometry: 1 -4.655658 -2.392523 0.982156 1 -4.161997 -0.369603 2.323601 1 -3.628439 -2.666804 -1.255385 6 -3.990007 -1.633697 0.594623 1 -2.646118 1.377533 1.424654 6 -3.712515 -0.498166 1.348368 1 -2.099232 -0.920810 -2.141205 6 -3.413047 -1.788440 -0.662337 6 -2.859900 0.484877 0.855186 6 -2.555586 -0.817129 -1.167214 6 -2.291065 0.304440 -0.396898 1 5.483806 -1.309102 0.822934 1 3.676764 -1.242457 2.515741 1 4.992088 -0.705038 -1.528108 6 4.483544 -1.014525 0.536918 1 1.378720 -0.567748 1.852508 6 3.468728 -0.977262 1.488137 1 2.690199 -0.036000 -2.182175 6 4.207786 -0.675334 -0.784097 6 2.179384 -0.598880 1.127926 6 2.923212 -0.297462 -1.159682 6 1.927872 -0.263190 -0.194160 1 0.657946 2.933450 -0.278808 8 0.620905 0.066670 -0.579112 8 -1.470624 1.310425 -0.940885 8 0.251664 2.209260 0.852659 15 0.064613 1.586764 -0.561785 Molecule Ph,Ph P(V) form File: ./uncatalyzed/water-opt/PhPhHPO-V-b.log Total energy, gas-phase: -880.737217245 Geometry: 1 -4.644881 -1.478418 1.042260 1 -4.099555 -1.528315 -1.370678 1 -3.154542 -0.296266 2.625265 6 -3.753447 -0.985266 0.678745 1 -2.068091 -0.398675 -2.201369 6 -3.447491 -1.015416 -0.676949 1 -1.120528 0.826279 1.805869 6 -2.915476 -0.319441 1.570800 6 -2.302175 -0.379374 -1.144925 6 -1.769986 0.313276 1.108564 6 -1.457988 0.285479 -0.254424 1 4.544519 -1.827895 0.889814 1 4.218753 0.506543 1.642547 1 2.903576 -2.876181 -0.638706 6 3.683067 -1.266321 0.554204 1 2.255400 1.791389 0.870796 6 3.500873 0.045268 0.978039 1 0.938260 -1.602686 -1.404279 6 2.759856 -1.857502 -0.305136 6 2.394688 0.769747 0.545751 6 1.653143 -1.138776 -0.736439 6 1.465673 0.178703 -0.310022 8 0.102507 2.573682 -0.513681 1 -0.047222 0.854271 -2.244738 15 0.022675 1.116372 -0.865757 Molecule Ph,Ph P(III) form File: ./uncatalyzed/water-opt/PhPhHPO-III-b.log Total energy, gas-phase: -880.719033506 Geometry: 1 4.521011 -1.929221 -0.077949 1 4.353695 0.048475 1.405097 1 2.684961 -2.429337 -1.666900 6 3.651100 -1.287768 -0.122296 1 2.383483 1.511713 1.301038 6 3.556638 -0.178560 0.709428 1 0.709433 -0.975719 -1.772935 6 2.619326 -1.567821 -1.015591 6 2.437882 0.648805 0.651258 6 1.502891 -0.744078 -1.073206 6 1.393432 0.370218 -0.232752 1 -4.472340 -1.980192 0.586130 1 -2.618694 -1.870463 2.224592 1 -4.385682 -0.605089 -1.470279 6 -3.625817 -1.332128 0.402295 1 -0.682344 -0.412066 1.804811 6 -2.582665 -1.270310 1.325077 1 -2.462304 0.885238 -1.878078 6 -3.577600 -0.561264 -0.752452 6 -1.492377 -0.444763 1.086499 6 -2.489548 0.277195 -0.982785 6 -1.435666 0.341159 -0.069773 1 0.101103 1.916303 1.774755 8 0.035605 2.419420 0.950214 15 -0.048497 1.498070 -0.422823 Molecule Ph,Ph transition state Molecule H,OH P(V) form File: ./uncatalyzed/water-opt/H3PO2-V.log Total energy, gas-phase: -493.764728161 Geometry: 1 -1.489255 -1.033694 0.511482 8 -1.273079 -0.393590 -0.182170 1 0.016620 1.055441 1.204556 8 1.349453 -0.482366 -0.078794 1 0.000774 1.302292 -1.023774 15 0.124280 0.356935 -0.003726 Molecule H,OH P(III) form File: ./uncatalyzed/water-opt/H3PO2-III.log Total energy, gas-phase: -493.747817599 Geometry: 1 1.715680 -0.724296 -0.683029 8 1.298246 -0.452668 0.144093 1 -1.716345 -0.723564 -0.683019 8 -1.298786 -0.452109 0.144098 1 0.000044 1.060349 1.178968 15 -0.000056 0.534459 -0.132785 Molecule H,OH transition state File: ./uncatalyzed/water-opt/H3PO2-qst2.log Total energy, gas-phase: -493.660705835 Geometry: 1 -1.541087 -1.014026 0.553329 8 -1.343363 -0.347893 -0.121203 1 1.252196 0.245831 0.977675 8 1.311391 -0.505383 -0.184751 1 -0.112802 1.347739 -0.951260 15 0.055685 0.419333 0.097542 Molecule DOPO P(V) form File: ./uncatalyzed/water-opt/DOPO-Vb.log Total energy, gas-phase: -954.812168101 Geometry: 1 1.272851 2.627298 -1.145698 8 0.738665 2.659002 1.197358 8 -0.756239 1.628041 -0.680936 15 0.713963 1.911806 -0.086723 1 -3.296225 1.617722 -0.597301 1 -4.759712 -0.308742 -0.013715 1 -3.722951 -2.480095 0.614149 1 -1.295794 -2.719728 0.634381 1 3.446056 1.037109 -0.140918 1 4.481912 -1.205186 -0.123490 1 3.033462 -3.218163 -0.057491 1 0.610365 -3.004632 -0.013629 6 -1.499457 0.507362 -0.313578 6 -2.877371 0.657740 -0.331035 6 -3.684462 -0.420920 -0.005136 6 -3.102658 -1.637186 0.343386 6 -1.724276 -1.770813 0.349052 6 -0.875614 -0.705993 0.007196 6 1.433412 0.282991 -0.070453 6 2.823155 0.152737 -0.102976 6 3.406244 -1.103545 -0.093726 6 2.590596 -2.231525 -0.054232 6 1.210670 -2.107651 -0.022501 6 0.594412 -0.848484 -0.023788 Molecule DOPO P(III) form File: ./uncatalyzed/water-opt/DOPO-IIIb.log Total energy, gas-phase: -954.798020627 Geometry: 8 0.384294 -2.359663 1.382739 8 -0.792249 -1.593197 -0.804082 1 0.159736 -1.596736 1.935238 15 0.690336 -2.033598 -0.199903 1 -3.331252 -1.481596 -0.726514 1 -4.715384 0.474526 -0.059672 1 -3.593348 2.572916 0.664053 1 -1.155801 2.710745 0.693574 1 3.417721 -1.201121 -0.198296 1 4.548324 0.994697 -0.120048 1 3.184328 3.066787 -0.049832 1 0.749986 2.947437 -0.034586 6 -1.485616 -0.465606 -0.396092 6 -2.872308 -0.552365 -0.418751 6 -3.636199 0.542107 -0.046041 6 -3.006984 1.718422 0.355998 6 -1.624138 1.794162 0.366571 6 -0.820172 0.710528 -0.022181 6 1.437456 -0.376160 -0.113986 6 2.830733 -0.292559 -0.141966 6 3.468687 0.938176 -0.103002 6 2.701398 2.098983 -0.059232 6 1.316716 2.028095 -0.042752 6 0.652837 0.792780 -0.055361 Molecule DOPO transition state File: ./uncatalyzed/water-opt/DOPO-tsb.log Total energy, gas-phase: -954.709515441 Geometry: 1 1.515868 3.222016 -0.088461 8 1.064300 2.697833 1.112239 8 -0.739584 1.691682 -0.525158 15 0.839824 1.895247 -0.233922 1 -3.260254 1.763348 -0.436011 1 -4.798410 -0.135740 0.027839 1 -3.845746 -2.386355 0.496649 1 -1.435616 -2.722011 0.482325 1 3.465059 0.863799 -0.217797 1 4.405731 -1.416439 -0.084918 1 2.866443 -3.360897 0.047406 1 0.461833 -3.040905 0.065019 6 -1.506632 0.567024 -0.240562 6 -2.879618 0.771522 -0.237823 6 -3.728506 -0.291443 0.021751 6 -3.194014 -1.551302 0.281131 6 -1.822824 -1.737922 0.268039 6 -0.930285 -0.686951 -0.004541 6 1.420872 0.205202 -0.125392 6 2.805213 0.008565 -0.143719 6 3.335248 -1.267357 -0.072437 6 2.469170 -2.355915 0.003573 6 1.096751 -2.169766 0.016886 6 0.531408 -0.886667 -0.040950 Molecule H3PO P(V) form File: ./uncatalyzed/water-opt/H3PO-V.log Total energy, gas-phase: -418.461181940 Geometry: 1 -1.101701 -0.635961 1.004587 1 1.101701 -0.635961 1.004587 1 0.000000 1.272022 1.004715 8 0.000000 -0.000062 -1.088869 15 0.000000 -0.000038 0.412045 Molecule H3PO P(III) form File: ./uncatalyzed/water-opt/H3PO-III-b.log Total energy, gas-phase: -418.452433893 Geometry: 1 -0.857394 0.840640 -1.018163 1 1.480477 0.793859 0.008522 1 -0.858041 0.813159 1.040006 8 1.091962 -0.089516 -0.000977 15 -0.568697 -0.108731 -0.001504 Molecule H3PO transition state File: ./uncatalyzed/water-opt/H3PO-qst2.log Total energy, gas-phase: -418.357161713 Geometry: 1 1.125029 1.088930 -0.557900 1 -0.526665 -0.004863 1.147903 1 1.125151 -1.084104 -0.567670 8 -1.093218 0.000506 -0.142874 15 0.502127 -0.000544 0.088077 Molecule CF3,CF3 P(V) form File: ./uncatalyzed/water-opt/CF3CF3HPO-V.log Total energy, gas-phase: -1092.77247406 Geometry: 9 -2.612173 0.414503 -0.275724 9 -1.497967 -0.584446 1.291662 9 -1.488844 -1.387635 -0.723613 9 2.611722 0.386628 -0.332315 9 1.534504 -0.492544 1.329459 9 1.449483 -1.420544 -0.631124 6 -1.487246 -0.258602 -0.005935 6 1.486520 -0.249188 0.015330 8 -0.007118 2.131419 0.287292 1 0.010609 0.823100 -1.828877 15 0.000506 0.839297 -0.426638 Molecule CF3,CF3 P(III) form File: ./uncatalyzed/water-opt/CF3CF3HPO-III-a.log Total energy, gas-phase: -1092.77871091 Geometry: 9 -2.594761 0.327015 -0.359766 9 -1.437851 -0.312226 1.348046 9 -1.422402 -1.497405 -0.469687 9 2.575055 0.393592 -0.255009 9 1.369123 -0.496929 1.300473 9 1.494731 -1.452179 -0.641972 6 -1.428061 -0.239741 0.008095 6 1.420493 -0.260835 -0.020492 8 0.008808 1.973526 0.361732 1 0.019212 2.848498 -0.049927 15 -0.004349 0.785037 -0.747405 Molecule CF3,CF3 transition state File: ./uncatalyzed/water-opt/CF3CF3HPO-qst2.log Total energy, gas-phase: -1092.67358795 Geometry: 9 -2.612343 0.347978 -0.344925 9 -1.483293 -0.477435 1.309034 9 -1.454815 -1.462854 -0.626861 9 2.612336 0.347956 -0.345012 9 1.483336 -0.477405 1.309008 9 1.454780 -1.462870 -0.626864 6 -1.473898 -0.273934 -0.015609 6 1.473896 -0.273936 -0.015640 8 0.000004 2.123700 0.356082 1 -0.000022 2.193743 -1.108323 15 -0.000005 0.831922 -0.529756 ================================= Gas-phase H2OFile: ./uncatalyzed/H2O.log Total energy, gas-phase: -76.4645115460 Geometry: 1 0.762716 -0.467856 0.000000 8 0.000000 0.116984 0.000000 1 -0.762716 -0.468014 0.000000 ================================= H2O-catalyzed P(V), P(III), and TS; gas-phase optimization Molecule H,ONa P(V) bound to water Molecule H,ONa reoptimzed P(V) bound to water Molecule H,ONa P(III) bound to water Molecule H,ONa water-catalyzed transition state Molecule Bu,Bu P(V) bound to water File: ./H2O-catalyzed/H2O-MeMeHPO-V-d.log Total energy, gas-phase: -573.616719975 Geometry: 15 0.765348 0.000000 0.382101 1 2.019058 0.000003 1.035034 8 -0.388438 -0.000004 1.324755 6 0.847589 -1.449374 -0.695879 1 1.727608 -1.413325 -1.338106 1 0.885476 -2.346976 -0.080667 1 -0.054511 -1.480412 -1.306475 6 0.847581 1.449379 -0.695874 1 0.885463 2.346979 -0.080659 1 1.727599 1.413337 -1.338102 1 -0.054520 1.480414 -1.306469 1 -1.958372 -0.000003 0.318123 8 -2.535726 -0.000002 -0.468282 1 -3.435731 -0.000004 -0.135460 Molecule Bu,Bu reoptimzed P(V) bound to water File: ./H2O-catalyzed/H2O-MeMeHPO-TS-toreact.log Total energy, gas-phase: -573.616719785 Geometry: 1 -3.433354 -0.000240 -0.138732 8 -2.531796 -0.000243 -0.467323 1 -1.957867 -0.000442 0.321632 1 -0.058979 1.479819 -1.304893 1 1.723134 1.414614 -1.340373 1 0.882547 2.347216 -0.080988 6 0.844486 1.449640 -0.696229 1 -0.057895 -1.479561 -1.305568 1 0.884080 -2.346840 -0.081922 1 1.724174 -1.413194 -1.340859 6 0.845493 -1.449041 -0.696807 8 -0.386588 -0.000530 1.326528 1 2.020466 0.000355 1.031724 15 0.765393 0.000058 0.381637 Molecule Bu,Bu P(III) bound to water File: ./H2O-catalyzed/H2O-MeMeHPO-III-g.log Total energy, gas-phase: -573.600930197 Geometry: 15 -0.348513 -0.004220 -0.337660 8 0.412845 -0.036591 1.131611 1 1.371953 -0.015804 0.991345 6 -1.491702 1.414804 -0.089524 1 -0.921600 2.342701 -0.081146 1 -2.203047 1.457806 -0.915685 1 -2.036588 1.322626 0.851263 6 -1.539603 -1.387022 -0.112214 1 -2.260074 -1.384660 -0.931442 1 -1.005032 -2.335738 -0.130104 1 -2.071893 -1.296212 0.835919 8 2.927011 0.087328 -0.252947 1 3.539298 -0.639041 -0.399639 1 2.283662 0.039022 -0.974498 Molecule Bu,Bu water-catalyzed transition state File: ./H2O-catalyzed/H2O-MeMeHPO-qst2.log Total energy, gas-phase: -573.554114548 Geometry: 15 -0.254834 -0.004890 -0.155290 8 0.608512 -0.022608 1.158522 1 1.640496 0.000274 0.641657 6 -1.348125 1.447530 -0.140518 1 -0.737061 2.347999 -0.124170 1 -1.974276 1.459970 -1.032695 1 -1.983096 1.433258 0.746087 6 -1.387626 -1.427813 -0.149955 1 -2.022704 -1.410280 -1.035680 1 -0.806279 -2.347990 -0.149301 1 -2.013715 -1.405471 0.742792 8 2.403791 0.095830 -0.427638 1 2.916930 -0.700078 -0.594471 1 1.118295 -0.008408 -0.969099 Molecule OH,OH P(V) bound to water File: ./H2O-catalyzed/H2O-H3PO3-V-a.log Total energy, gas-phase: -645.535017359 Geometry: 15 0.668229 0.065717 -0.335903 8 -0.122922 1.295224 -0.128684 1 -1.940093 0.743448 0.219389 1 1.290850 -0.057568 -1.575343 8 -2.511717 -0.036101 0.357848 1 -3.268928 0.068654 -0.224077 8 -0.171434 -1.262684 -0.175042 1 -1.125372 -1.060258 -0.007304 8 1.956003 -0.099744 0.585597 1 1.820666 0.146409 1.508132 Molecule OH,OH reoptimzed P(V) bound to water Molecule OH,OH P(III) bound to water File: ./H2O-catalyzed/H2O-H3PO3-III-f.log Total energy, gas-phase: -645.510858015 Geometry: 15 -0.638332 0.031514 -0.487465 8 0.374142 -0.686015 0.586137 1 1.314726 -0.496593 0.407163 1 3.373410 -0.435594 -0.837534 8 3.048886 -0.058442 -0.014049 1 3.201729 0.888988 -0.084235 8 -0.887245 1.493530 0.204770 1 -1.101485 1.464006 1.147365 8 -1.959991 -0.819505 -0.038160 1 -1.819745 -1.330064 0.769635 Molecule OH,OH water-catalyzed transition state Molecule Me2C(CH2O)2 P(V) bound to water File: ./H2O-catalyzed/H2O-NPGP-Va-fin.log Total energy, gas-phase: -840.927369610 Geometry: 1 -1.220406 0.073313 -2.153073 1 -0.072529 1.136358 -1.312651 6 -0.630364 0.201532 -1.248258 8 0.316155 -0.903423 -1.250371 1 -0.072553 1.136942 1.312220 1 -1.220275 0.074053 2.153066 6 -0.630304 0.202048 1.248173 8 0.316355 -0.902803 1.250621 1 1.554136 -2.424147 0.000420 8 2.484195 -0.203481 -0.000266 15 1.287535 -1.058723 0.000095 6 -1.526480 0.183830 -0.000019 6 -2.369993 1.465541 -0.000257 1 -3.014104 1.502143 -0.880015 1 -3.014392 1.502261 0.879286 1 -1.742078 2.356783 -0.000215 6 -2.434535 -1.053359 0.000240 1 -3.076921 -1.056312 0.881990 1 -3.077071 -1.056602 -0.881406 1 -1.859647 -1.977500 0.000346 1 2.171091 1.634696 -0.000072 8 1.696647 2.486675 -0.000004 1 2.374954 3.165562 -0.000436 Molecule Me2C(CH2O)2 reoptimzed P(V) bound to water Molecule Me2C(CH2O)2 P(III) bound to water File: ./H2O-catalyzed/H2O-NPGP-IIIb-fin.log Total energy, gas-phase: -840.905977049 Geometry: 1 -1.191353 1.314308 -1.519977 1 -1.662538 2.173522 -0.048432 6 -1.212905 1.254646 -0.424714 8 0.124298 1.222023 0.085397 1 -1.770074 -2.134709 -0.095042 1 -1.254871 -1.268750 -1.547733 6 -1.274860 -1.231627 -0.451468 8 0.061482 -1.277100 0.059213 1 4.747448 -0.069111 -1.074973 8 2.079940 -0.089666 0.820821 15 1.052861 -0.047827 -0.414121 6 -2.032009 0.026278 0.011483 6 -2.209807 0.014759 1.535003 1 -2.745446 0.906590 1.865375 1 -2.786427 -0.857512 1.847936 1 -1.248816 -0.012704 2.043468 6 -3.396194 0.067242 -0.685023 1 -3.997535 -0.801310 -0.411365 1 -3.954691 0.957979 -0.392535 1 -3.295192 0.076257 -1.772039 1 3.007983 -0.084830 0.518597 8 4.726860 0.006708 -0.115771 1 5.172597 0.834169 0.089565 Molecule Me2C(CH2O)2 water-catalyzed transition state File: ./H2O-catalyzed/H2O-NPGP-tsb.log Total energy, gas-phase: -840.857324398 Geometry: 1 -0.915386 1.491768 -1.335896 1 -1.565103 2.155403 0.168735 6 -1.064594 1.292808 -0.269047 8 0.213947 1.207342 0.381885 1 -1.594902 -2.110463 -0.421134 1 -0.933778 -1.073174 -1.691059 6 -1.082703 -1.168186 -0.610132 8 0.195946 -1.279467 0.037699 1 2.568873 0.138887 -1.068973 8 2.239364 -0.173585 1.092465 15 1.205396 -0.012952 -0.022589 6 -1.903200 0.018778 -0.082181 6 -2.254403 -0.184023 1.397825 1 -2.832931 0.661551 1.773088 1 -2.855613 -1.085260 1.527638 1 -1.361388 -0.281981 2.011104 6 -3.180013 0.144952 -0.921071 1 -3.793266 -0.752474 -0.828560 1 -3.782558 0.989873 -0.584564 1 -2.956037 0.291691 -1.979202 1 3.296217 -0.072637 0.310012 8 3.769345 0.036083 -0.738904 1 4.205593 0.892138 -0.819873 Molecule EtO,EtO P(V) bound to water File: ./H2O-catalyzed/H2O-MeOMeOHPO-V-a.log Total energy, gas-phase: -724.150603417 Geometry: 15 -0.563503 0.413024 0.644643 8 0.421031 -0.523381 1.211730 8 -1.892366 -0.193053 0.046893 8 -0.017810 1.323205 -0.535543 6 -1.866265 -1.236267 -0.948569 1 -2.896404 -1.548495 -1.086873 1 -1.466359 -0.849926 -1.884323 1 -1.264863 -2.074519 -0.602532 6 1.367328 1.725447 -0.624151 1 1.462352 2.259580 -1.564580 1 1.619191 2.392376 0.200013 1 2.018407 0.854906 -0.616715 1 -1.116952 1.292877 1.574662 1 1.816648 -1.342424 0.317301 8 2.505842 -1.606240 -0.317807 1 3.140575 -2.119068 0.187530 Molecule EtO,EtO reoptimzed P(V) bound to water File: ./H2O-catalyzed/H2O-MeOMeOHPO-qst2-tor-fin.log Total energy, gas-phase: -724.146469412 Geometry: 1 -4.301787 -0.366390 -0.552699 8 -3.774262 -0.163352 0.223109 1 -2.911735 0.116681 -0.123978 1 -0.277004 -0.558600 1.486067 1 1.511110 -2.401056 1.015171 1 2.677419 -1.361907 0.157938 1 2.017704 -2.813128 -0.635439 6 1.798883 -1.995347 0.044155 1 2.115060 2.758479 0.363329 1 0.634403 2.572936 -0.613544 1 2.127175 1.720281 -1.082006 6 1.528765 2.076420 -0.244531 8 0.715726 -1.257593 -0.542169 8 1.168543 0.975449 0.614466 8 -1.098918 0.505765 -0.548055 15 0.020619 -0.049094 0.219709 Molecule EtO,EtO P(III) bound to water File: ./H2O-catalyzed/H2O-MeOMeOHPO-III-a.log Total energy, gas-phase: -724.132353610 Geometry: 15 0.083801 0.053831 -0.587067 8 -0.772104 0.134589 0.808948 8 0.661262 -1.454656 -0.595826 8 1.443103 0.807175 -0.058986 6 1.362406 -2.046825 0.507609 1 1.439777 -3.109904 0.293090 1 2.357576 -1.615312 0.598096 1 0.814234 -1.898259 1.437136 6 1.400913 2.209636 0.185760 1 2.426935 2.542902 0.323589 1 0.964792 2.748093 -0.660507 1 0.823954 2.428810 1.085048 1 -3.502067 0.263188 -0.910594 1 -1.729337 0.157299 0.627765 8 -3.509143 0.177485 0.048293 1 -4.017735 -0.617890 0.232738 Molecule EtO,EtO water-catalyzed transition state File: ./H2O-catalyzed/H2O-MeOMeOHPO-qst2.log Total energy, gas-phase: -724.080451308 Geometry: 15 0.226891 -0.101233 -0.108331 8 1.097429 0.445491 1.034338 8 -0.680204 1.062134 -0.757439 8 -0.846026 -1.089122 0.594485 6 -1.413629 1.983369 0.070901 1 -2.186163 1.461948 0.635714 1 -0.739440 2.488784 0.760313 1 -1.872752 2.704938 -0.599040 6 -1.784048 -1.812027 -0.207739 1 -2.313945 -2.485491 0.460322 1 -2.495358 -1.135802 -0.683369 1 -1.274648 -2.396140 -0.976626 1 1.703508 -0.548690 -0.849817 1 2.251940 0.097884 0.481683 8 2.849676 -0.411462 -0.361214 1 3.342561 0.246688 -0.864542 Molecule EtO,Oct P(V) bound to water File: ./H2O-catalyzed/H2O-MeOMeHPO-V-a.log Total energy, gas-phase: -648.881739277 Geometry: 8 -1.810948 0.068992 -0.224707 1 -0.458559 0.966185 -1.813803 1 3.799117 -1.065622 0.189381 8 3.115350 -0.449114 0.460216 1 2.296236 -0.765537 0.039374 8 0.565079 -0.908334 -0.648246 15 -0.272258 0.310377 -0.586641 6 -2.195257 -0.847420 0.814585 1 -3.264598 -1.002412 0.707009 1 -1.668200 -1.792667 0.701749 1 -1.987861 -0.422044 1.797035 6 0.351739 1.564445 0.543721 1 1.376689 1.806924 0.265411 1 -0.271259 2.457075 0.507142 1 0.367566 1.167945 1.558380 Molecule EtO,Oct reoptimzed P(V) bound to water File: ./H2O-catalyzed/H2O-MeOMeHPO-qst2-a-freq-tor-fin.log Total energy, gas-phase: -648.882446254 Geometry: 8 1.543476 0.185354 -0.040643 1 1.171294 -1.800620 -1.068504 1 -3.060206 1.877980 -0.267928 8 -2.245472 1.580010 0.142470 1 -1.860189 0.929791 -0.473359 8 -0.722306 -0.299426 -1.254372 15 0.380583 -0.835860 -0.426428 6 1.262332 1.469898 0.553201 1 2.151854 2.074896 0.406150 1 0.404825 1.940541 0.077469 1 1.072016 1.354239 1.619988 6 -0.183252 -1.598417 1.106364 1 -0.856905 -2.419163 0.863410 1 0.658865 -1.973545 1.686187 1 -0.737201 -0.862970 1.689274 Molecule EtO,Oct P(III) bound to water File: ./H2O-catalyzed/H2O-MeOMeHPO-III-a.log Total energy, gas-phase: -648.864313326 Geometry: 8 0.881318 0.968984 -0.634855 1 -2.909371 0.043869 -0.923876 1 -3.510815 1.173758 -0.080967 8 -3.216226 0.259364 -0.035395 1 -1.567153 -0.114085 0.865796 8 -0.635980 -0.366766 0.988227 15 0.102083 -0.466612 -0.479920 6 1.747583 1.515978 0.361433 1 1.896222 2.564807 0.113444 1 1.302234 1.440252 1.353683 1 2.714936 1.011030 0.356534 6 1.448688 -1.597267 0.055567 1 1.027579 -2.596777 0.161561 1 2.227711 -1.628542 -0.706098 1 1.876883 -1.300047 1.012916 Molecule EtO,Oct water-catalyzed transition state File: ./H2O-catalyzed/H2O-MeOMeHPO-qst2-a.log Total energy, gas-phase: -648.816076394 Geometry: 8 -1.059962 -0.740233 -0.660133 1 1.589881 -0.062598 -0.893888 1 2.871152 -1.378992 -0.474704 8 2.666651 -0.468341 -0.239563 1 1.844824 -0.409758 0.679034 8 0.746900 -0.100719 1.127536 15 0.117539 0.284237 -0.245558 6 -2.134215 -1.072659 0.231552 1 -2.655284 -1.918076 -0.209438 1 -1.746986 -1.350455 1.211167 1 -2.828014 -0.236848 0.331488 6 -0.710536 1.890301 -0.035176 1 0.050447 2.641561 0.169903 1 -1.250427 2.162688 -0.940819 1 -1.398873 1.857423 0.809657 Molecule (MeO)2P(S)H P(V) bound to water File: ./H2O-catalyzed/H2O-MeOMeOHPS-Va.log Total energy, gas-phase: -1047.10017154 Geometry: 1 1.972907 1.779108 0.133186 1 1.168213 1.331602 1.655993 1 0.909509 2.952065 0.958185 6 1.074666 1.902383 0.734706 8 -0.088362 1.469584 -0.000089 1 -2.746798 -0.947474 0.814537 1 -3.839443 -0.207394 -0.383115 1 -2.925753 0.827147 0.741102 6 -2.906067 -0.092966 0.159189 8 -1.871159 -0.027517 -0.837178 1 0.197935 -0.106688 -1.750759 15 -0.328608 -0.039197 -0.459029 16 0.290601 -1.412365 0.756551 1 2.567013 -0.893615 -0.137281 8 3.230890 -0.367198 -0.607630 1 3.793378 -1.004417 -1.055435 Molecule (MeO)2P(S)H reoptimzed P(V) bound to water File: ./H2O-catalyzed/H2O-MeOMeOHPS-qst2-a-tor.log Total energy, gas-phase: -1047.10017154 Geometry: 1 3.793500 -1.004180 -1.055283 8 3.230955 -0.366890 -0.607672 1 2.567094 -0.893258 -0.137252 16 0.290720 -1.412388 0.756630 15 -0.328582 -0.039336 -0.459061 1 0.197917 -0.106946 -1.750799 8 -1.871129 -0.027812 -0.837185 6 -2.906030 -0.092771 0.159171 1 -2.925309 0.827334 0.741117 1 -3.839477 -0.206765 -0.383106 1 -2.747158 -0.947358 0.814520 8 -0.088435 1.469478 -0.000256 6 1.074359 1.902453 0.734787 1 0.909039 2.952131 0.958170 1 1.167753 1.331749 1.656140 1 1.972755 1.779241 0.133487 Molecule (MeO)2P(S)H P(III) bound to water File: ./H2O-catalyzed/H2O-MeOMeOHPS-III-a.log Total energy, gas-phase: -1047.08181154 Geometry: 1 -0.258612 2.817332 -0.879109 1 -0.627162 2.636387 0.852943 1 -1.933017 2.980928 -0.306644 6 -0.994057 2.454277 -0.157615 8 -1.264355 1.064621 -0.352480 1 -1.672262 -1.960332 0.966339 1 -2.253141 -2.747766 -0.519953 1 -2.792299 -1.097021 -0.122541 6 -1.964370 -1.801103 -0.071830 8 -0.846664 -1.315103 -0.829514 1 2.558776 -0.004659 -1.176537 15 -0.010987 0.019246 -0.504191 16 0.553562 -0.157224 1.586925 1 1.845498 -0.341817 1.259795 8 3.404435 -0.141679 -0.730357 1 3.843257 -0.837913 -1.226748 Molecule (MeO)2P(S)H water-catalyzed transition state File: ./H2O-catalyzed/H2O-MeOMeOHPS-qst2-a.log Total energy, gas-phase: -1047.03961607 Geometry: 1 0.353293 2.875406 -0.630835 1 0.033101 2.486001 1.077287 1 -1.220124 3.279125 0.088359 6 -0.408756 2.555836 0.083763 8 -0.979000 1.304661 -0.302691 1 -1.828706 -1.680337 1.129808 1 -2.781501 -2.261827 -0.259148 1 -2.920281 -0.565166 0.265213 6 -2.246565 -1.413684 0.159211 8 -1.193124 -1.100252 -0.766490 1 1.602452 -0.236576 -1.240452 15 -0.043070 -0.024326 -0.440605 16 0.886371 -0.398684 1.343683 1 2.287143 -0.530125 0.138415 8 2.668554 -0.468527 -0.897314 1 2.899227 -1.362635 -1.184376 Molecule OH,Oct P(V) bound to water File: ./H2O-catalyzed/H2O-MeHOHPO-V-c.log Total energy, gas-phase: -609.579219506 Geometry: 15 0.589874 0.105035 -0.347379 1 0.945019 0.070658 -1.709827 8 -0.196339 1.313158 0.007495 8 -0.176441 -1.269353 -0.108177 6 2.145152 -0.099061 0.526095 1 2.629359 -1.025574 0.219673 1 2.795140 0.745585 0.301772 1 1.951293 -0.128094 1.597375 1 -1.144212 -1.108007 0.001482 1 -1.999797 0.703811 0.191161 8 -2.598104 -0.069236 0.161989 1 -3.128746 -0.036084 0.962019 Molecule OH,Oct reoptimzed P(V) bound to water File: ./H2O-catalyzed/H2O-MeHOHPO-ts-a-tor-fin.log Total energy, gas-phase: -609.571295103 Geometry: 1 2.361956 -1.156214 -0.513878 8 2.123433 -0.245505 -0.306745 1 0.827863 -0.140427 1.674349 1 -3.637506 -0.529392 -0.038303 8 -2.868001 0.039178 -0.112999 1 -2.105411 -0.558231 -0.198310 8 -0.302986 -1.166200 -0.180960 15 0.631158 -0.116674 0.280863 6 0.203449 1.576110 -0.113587 1 -0.782480 1.787048 0.298758 1 0.941704 2.262102 0.299597 1 0.164089 1.688637 -1.196088 Molecule OH,Oct P(III) bound to water File: ./H2O-catalyzed/H2O-MeHOHPO-III-a.log Total energy, gas-phase: -609.554384682 Geometry: 1 1.269688 1.518820 1.049985 8 0.881131 1.538584 0.165750 1 -2.901521 0.040594 -1.052342 1 -3.470370 0.624928 0.243987 8 -3.051468 -0.159763 -0.122408 1 -1.342642 -0.529835 0.564912 8 -0.392094 -0.636773 0.747170 15 0.505003 0.053031 -0.443684 6 2.048808 -0.867971 -0.075972 1 1.928108 -1.909395 -0.373262 1 2.874595 -0.434448 -0.638957 1 2.273708 -0.834692 0.992678 Molecule OH,Oct water-catalyzed transition state File: ./H2O-catalyzed/H2O-MeHOHPO-ts-a.log Total energy, gas-phase: -609.504795687 Geometry: 1 1.471779 1.675372 0.676777 8 0.962753 1.502669 -0.125168 1 -1.213184 -0.009754 -0.948941 1 -2.901698 0.576864 -0.428321 8 -2.370526 -0.225879 -0.402015 1 -1.671127 -0.249259 0.575542 8 -0.537883 -0.251468 1.124526 15 0.264608 0.034408 -0.175651 6 1.674311 -1.111375 -0.223219 1 1.299127 -2.131242 -0.290502 1 2.307332 -0.899260 -1.083218 1 2.258037 -1.013165 0.693988 Molecule BnO,BnO P(V) bound to water Molecule BnO,BnO reoptimzed P(V) bound to water Molecule BnO,BnO P(III) bound to water Molecule BnO,BnO water-catalyzed transition state Molecule EtO,Ph P(V) bound to water File: ./H2O-catalyzed/H2O-PhMeOHPO-V-a.log Total energy, gas-phase: -840.675092447 Geometry: 15 -0.762047 0.039625 0.501977 1 -0.906176 0.493968 1.829642 8 -1.473708 -1.236986 0.276001 8 -1.223980 1.306289 -0.346422 6 0.999596 -0.025747 0.166480 6 1.784429 1.129350 0.123079 6 1.593062 -1.275441 -0.017306 6 3.150161 1.031978 -0.103986 1 1.326794 2.100287 0.254211 6 2.960697 -1.367878 -0.245607 1 0.976882 -2.163298 0.011868 6 3.737889 -0.216283 -0.287238 1 3.755161 1.927574 -0.142114 1 3.417542 -2.337080 -0.391884 1 4.802506 -0.289460 -0.464798 6 -2.579557 1.796507 -0.247321 1 -2.631252 2.673314 -0.885345 1 -3.285221 1.039211 -0.582335 1 -2.801507 2.082087 0.782401 1 -3.281853 -1.377553 -0.123342 8 -4.217848 -1.218864 -0.341288 1 -4.495539 -1.981857 -0.852899 Molecule EtO,Ph reoptimzed P(V) bound to water Molecule EtO,Ph P(III) bound to water File: ./H2O-catalyzed/H2O-PhMeOHPO-III-a-fin.log Total energy, gas-phase: -840.655787838 Geometry: 15 0.946050 0.128697 -0.300177 1 3.398144 -1.459485 -1.333288 8 1.427304 -0.925572 0.859054 8 1.063332 1.611122 0.400828 6 -0.863457 -0.038795 -0.107305 6 -1.708790 1.012109 -0.473312 6 -1.427846 -1.250816 0.294017 6 -3.088172 0.858342 -0.424585 1 -1.286035 1.958803 -0.781001 6 -2.808852 -1.404407 0.342122 1 -0.783453 -2.066947 0.588919 6 -3.641600 -0.351569 -0.018105 1 -3.731477 1.683405 -0.700549 1 -3.233642 -2.345356 0.666192 1 -4.716194 -0.471453 0.019379 6 2.296104 2.319686 0.298910 1 2.081503 3.371340 0.476641 1 3.005527 1.968693 1.050155 1 2.739160 2.205432 -0.693936 1 2.255518 -1.353084 0.580238 8 3.718208 -1.872042 -0.522447 1 3.865131 -2.797169 -0.740020 Molecule EtO,Ph water-catalyzed transition state File: ./H2O-catalyzed/H2O-PhMeOHPO-qst2-a.log Total energy, gas-phase: -840.609841765 Geometry: 15 -0.998082 -0.043953 0.100861 1 -1.975189 -0.780326 1.192498 8 -1.515093 -1.114130 -0.909494 8 -1.324679 1.465537 -0.368635 6 0.804805 0.000627 0.041222 6 1.521464 1.084166 0.556454 6 1.493945 -1.104491 -0.461805 6 2.909277 1.063318 0.559522 1 0.994550 1.946306 0.941328 6 2.883532 -1.120273 -0.458242 1 0.937993 -1.936816 -0.870253 6 3.591420 -0.039086 0.053571 1 3.459046 1.907533 0.953180 1 3.412073 -1.974660 -0.858957 1 4.673107 -0.052943 0.056400 6 -2.684966 1.923553 -0.364104 1 -2.652226 2.999907 -0.507519 1 -3.241998 1.461411 -1.177899 1 -3.170828 1.694905 0.585953 1 -2.276135 -1.650937 -0.167708 8 -2.870315 -1.756536 0.948608 1 -2.625321 -2.560934 1.416520 Molecule OH,Ph P(V) bound to water File: ./H2O-catalyzed/H2O-PhOHHPO-V-a.log Total energy, gas-phase: -801.369678909 Geometry: 15 1.080848 0.031337 -0.775378 8 1.797629 -1.240896 -0.506028 1 3.129908 -0.799324 0.800935 1 1.050869 0.383229 -2.136245 8 3.518713 -0.090600 1.350793 1 4.466829 -0.115571 1.197621 8 1.739762 1.325399 -0.125825 1 2.455822 1.067678 0.504734 6 -0.642055 0.016435 -0.255539 6 -1.357788 1.204503 -0.085845 6 -1.277246 -1.209376 -0.049079 6 -2.695042 1.163832 0.284674 1 -0.866127 2.157398 -0.228713 6 -2.615718 -1.245789 0.322470 1 -0.714532 -2.125022 -0.168408 6 -3.323967 -0.060876 0.487222 1 -3.244684 2.085261 0.420977 1 -3.103185 -2.197119 0.486800 1 -4.365563 -0.090177 0.778027 Molecule OH,Ph reoptimzed P(V) bound to water File: ./H2O-catalyzed/H2O-PhOHHPO-qst2-tor.log Total energy, gas-phase: -801.362819856 Geometry: 1 -3.967557 1.317305 0.199590 1 -1.945431 2.740084 0.129968 1 -3.757597 -1.143510 0.046770 6 -2.990136 0.864264 0.100590 1 0.285818 1.715930 -0.099621 6 -1.855006 1.664775 0.060615 1 -1.532684 -2.179037 -0.168558 6 -2.874226 -0.520486 0.014191 6 -0.595645 1.089767 -0.069950 6 -1.620949 -1.101663 -0.110065 6 -0.475676 -0.299244 -0.153074 15 1.144908 -1.057814 -0.335097 8 2.267507 -0.099514 -0.347359 1 2.560319 1.676988 0.074647 8 2.500305 2.619676 0.308589 1 3.199856 3.051033 -0.187182 1 1.065079 -1.889624 -1.461217 8 1.232431 -2.231623 0.761160 1 1.386446 -1.914738 1.659092 Molecule OH,Ph P(III) bound to water File: ./H2O-catalyzed/H2O-PhOHHPO-III-b.log Total energy, gas-phase: -801.347010825 Geometry: 1 -0.680713 1.715413 1.542121 8 -1.146871 1.850683 0.706762 1 -4.373262 -0.459847 -1.223832 1 -5.017255 -0.459753 0.166424 8 -4.368956 -0.918020 -0.377016 1 -2.637219 -0.834526 0.283228 8 -1.710994 -0.679165 0.543794 15 -1.075481 0.561571 -0.317319 6 0.691020 0.091095 -0.131134 6 1.671725 1.060853 -0.366542 6 1.092468 -1.216621 0.149505 6 3.020564 0.736227 -0.302764 1 1.378227 2.077638 -0.596238 6 2.443091 -1.542317 0.211197 1 0.343302 -1.973611 0.331988 6 3.408850 -0.568238 -0.013990 1 3.767636 1.498431 -0.480526 1 2.740612 -2.557815 0.437456 1 4.459160 -0.823461 0.033213 Molecule OH,Ph water-catalyzed transition state File: ./H2O-catalyzed/H2O-PhOHHPO-qst2-b.log Total energy, gas-phase: -801.298282150 Geometry: 1 0.932438 1.939601 -1.492532 8 1.398040 1.825566 -0.654140 1 2.427817 -0.035968 1.120771 1 4.200318 -0.529979 0.912402 8 3.336311 -0.945702 1.003962 1 2.802428 -1.051550 -0.058596 8 1.869420 -0.768452 -0.869294 15 1.237515 0.348392 0.005764 6 -0.557197 0.084468 0.022278 6 -1.425791 1.095914 0.444645 6 -1.077527 -1.163277 -0.329301 6 -2.793857 0.865922 0.501757 1 -1.032002 2.063960 0.725765 6 -2.447389 -1.389472 -0.272545 1 -0.404537 -1.942664 -0.658309 6 -3.305469 -0.377421 0.143196 1 -3.459899 1.654269 0.825664 1 -2.844665 -2.355298 -0.554422 1 -4.371408 -0.556347 0.188401 Molecule (Me2CO)2 P(V) bound to water File: ./H2O-catalyzed/H2O-Me2CO2-V-a.log Total energy, gas-phase: -880.260013054 Geometry: 15 1.099840 -0.137489 -0.209121 1 1.553323 -0.729765 -1.388239 8 2.199177 0.270042 0.668380 8 0.027302 -1.133378 0.436022 8 0.060178 0.968781 -0.715125 6 -1.352547 -0.758710 0.110341 6 -1.260216 0.798903 -0.094723 6 -1.747088 -1.515776 -1.157204 1 -1.578823 -2.579389 -0.997388 1 -2.800633 -1.367488 -1.389244 1 -1.158947 -1.202211 -2.018327 6 -2.285519 1.370051 -1.061029 1 -3.295340 1.194119 -0.689343 1 -2.142030 2.445535 -1.150841 1 -2.195200 0.931428 -2.051097 6 -1.256705 1.584911 1.215853 1 -0.981735 2.616591 1.004292 1 -2.244149 1.579754 1.675300 1 -0.536966 1.183972 1.927286 6 -2.221208 -1.189182 1.281947 1 -2.226532 -2.275688 1.352890 1 -1.851704 -0.789257 2.221871 1 -3.248501 -0.854569 1.135568 1 4.020946 0.066290 0.154668 8 4.888631 -0.101251 -0.248123 1 5.526072 0.068283 0.449074 Molecule (Me2CO)2 reoptimzed P(V) bound to water Molecule (Me2CO)2 P(III) bound to water File: ./H2O-catalyzed/H2O-Me2CO2-III-a.log Total energy, gas-phase: -880.247671968 Geometry: 15 1.103429 -0.328894 -0.567602 1 4.726246 -0.222777 -0.920810 8 1.959713 0.240036 0.697104 8 -0.009688 -1.230498 0.246281 8 0.029205 0.867376 -0.897862 6 -1.365474 -0.721101 0.161774 6 -1.172410 0.818722 -0.076886 6 -2.047826 -1.431907 -1.010436 1 -1.960226 -2.507368 -0.863229 1 -3.106019 -1.179668 -1.071396 1 -1.574772 -1.179362 -1.958206 6 -2.288996 1.477654 -0.877118 1 -3.242166 1.385428 -0.354671 1 -2.072602 2.538406 -0.997447 1 -2.387201 1.038349 -1.866156 6 -0.916796 1.607531 1.210453 1 -0.577481 2.607453 0.943770 1 -1.829828 1.702643 1.798415 1 -0.147040 1.144289 1.821809 6 -2.069648 -1.071282 1.467080 1 -2.154722 -2.153623 1.555964 1 -1.518976 -0.703106 2.328206 1 -3.075977 -0.650553 1.485634 1 2.915119 0.219484 0.502750 8 4.700220 0.052792 0.001223 1 5.185503 -0.621529 0.486227 Molecule (Me2CO)2 water-catalyzed transition state File: ./H2O-catalyzed/H2O-Me2CO2-qst2-a.log Total energy, gas-phase: -880.197478177 Geometry: 15 1.228375 -0.039011 -0.182370 1 2.710982 -0.402176 -0.967812 8 2.116181 0.529679 0.936265 8 0.145742 -1.072835 0.457462 8 0.114450 1.010080 -0.723628 6 -1.234805 -0.739841 0.131607 6 -1.190333 0.813749 -0.095478 6 -1.612483 -1.523567 -1.126629 1 -1.416439 -2.580329 -0.952008 1 -2.669026 -1.406468 -1.364413 1 -1.026343 -1.205610 -1.987568 6 -2.239186 1.340920 -1.063660 1 -3.242618 1.139584 -0.686632 1 -2.128796 2.419259 -1.168033 1 -2.138372 0.893046 -2.048733 6 -1.211547 1.617518 1.206073 1 -0.971026 2.654896 0.979488 1 -2.197700 1.587024 1.668437 1 -0.475368 1.250910 1.918530 6 -2.096840 -1.178373 1.307529 1 -2.073448 -2.263873 1.393198 1 -1.739274 -0.756686 2.242657 1 -3.132990 -0.873325 1.156363 1 3.269255 0.270901 0.335217 8 3.863997 -0.117851 -0.568579 1 4.339236 -0.923114 -0.333598 Molecule Ph,Oct P(V) bound to water File: ./H2O-catalyzed/H2O-PhMeHPO-V-a.log Total energy, gas-phase: -765.407911416 Geometry: 15 1.028246 0.262988 -0.374772 1 1.128512 1.011307 -1.569736 8 1.768377 -1.029658 -0.395636 6 1.602671 1.427865 0.883151 1 2.671656 1.584398 0.740339 1 1.073511 2.377517 0.808726 1 1.437480 0.997291 1.869758 6 -0.758373 0.062845 -0.166561 6 -1.640218 1.129044 -0.354826 6 -1.255621 -1.189661 0.191798 6 -3.004922 0.946270 -0.177423 1 -1.267271 2.102951 -0.647962 6 -2.622792 -1.369842 0.369758 1 -0.566865 -2.013388 0.319981 6 -3.495882 -0.304026 0.187279 1 -3.684448 1.774292 -0.326803 1 -3.005136 -2.342949 0.646504 1 -4.559480 -0.446491 0.323614 1 3.582898 -0.796098 -0.058241 8 4.445602 -0.400428 0.165253 1 5.104456 -0.967934 -0.240591 Molecule Ph,Oct reoptimzed P(V) bound to water File: ./H2O-catalyzed/H2O-PhMeHPO-qst2-a-tor.log Total energy, gas-phase: -765.407911467 Geometry: 1 5.104427 -0.967645 -0.241184 8 4.445757 -0.400109 0.164929 1 3.582987 -0.796099 -0.057839 1 -4.559577 -0.446143 0.323358 1 -3.005468 -2.342823 0.646227 1 -3.684220 1.774580 -0.326803 6 -3.495951 -0.303806 0.187116 1 -0.567146 -2.013511 0.319935 6 -2.623004 -1.369735 0.369582 1 -1.267002 2.102981 -0.647766 6 -3.004805 0.946460 -0.177450 6 -1.255795 -1.189697 0.191732 6 -1.640070 1.129091 -0.354737 6 -0.758362 0.062766 -0.166492 1 1.437049 0.998309 1.869549 1 1.073607 2.377863 0.807492 1 2.671668 1.584525 0.740098 6 1.602630 1.428188 0.882705 8 1.768315 -1.030089 -0.394710 1 1.128743 1.010314 -1.570003 15 1.028300 0.262642 -0.374636 Molecule Ph,Oct P(III) bound to water File: ./H2O-catalyzed/H2O-PhMeHPO-III-a.log Total energy, gas-phase: -765.393983786 Geometry: 15 -1.193648 0.611760 0.207154 1 -3.236305 -0.981317 1.441244 8 -1.872213 -0.274024 -1.009492 6 -1.095165 2.247367 -0.632264 1 -2.095064 2.674294 -0.701728 1 -0.469567 2.918549 -0.043709 1 -0.672017 2.145681 -1.631750 6 0.571666 0.110183 0.101685 6 1.463974 0.579162 1.069860 6 1.047688 -0.746774 -0.891574 6 2.805750 0.221432 1.033212 1 1.107783 1.224539 1.864679 6 2.389064 -1.113624 -0.923206 1 0.362604 -1.124632 -1.637795 6 3.271620 -0.628407 0.035064 1 3.484611 0.596483 1.787710 1 2.744943 -1.778596 -1.699381 1 4.314403 -0.915189 0.009066 1 -2.550824 -0.857975 -0.632763 8 -3.662118 -1.556240 0.792199 1 -3.538773 -2.452178 1.118787 Molecule Ph,Oct water-catalyzed transition state File: ./H2O-catalyzed/H2O-PhMeHPO-qst2-a.log Total energy, gas-phase: -765.346699476 Geometry: 15 -1.254933 0.354883 -0.004540 1 -2.216094 -0.135127 1.197613 8 -1.921171 -0.770154 -0.873464 6 -1.486773 1.969097 -0.814157 1 -2.551580 2.193646 -0.846430 1 -0.974964 2.752454 -0.256347 1 -1.092131 1.933685 -1.829389 6 0.541642 0.098249 0.026053 6 1.386204 0.977553 0.710070 6 1.086814 -1.020936 -0.605002 6 2.754386 0.746925 0.751437 1 0.979049 1.842539 1.219150 6 2.457931 -1.248358 -0.562846 1 0.431366 -1.702585 -1.129111 6 3.292595 -0.366658 0.113227 1 3.400042 1.433036 1.282845 1 2.872969 -2.115390 -1.059061 1 4.358758 -0.546062 0.146329 1 -2.657632 -1.162491 -0.036223 8 -3.198265 -1.093171 1.122288 1 -2.967097 -1.845580 1.675442 Molecule PhO,PhO P(V) bound to water File: ./H2O-catalyzed/H2O-PhOPhOHPO-V-a-fin2.log Total energy, gas-phase: -1107.75019709 Geometry: 15 -0.047561 -0.120887 1.609028 8 -0.355726 1.307085 1.740523 8 1.467017 -0.562930 1.482089 8 -0.703920 -0.870455 0.363955 1 -0.401845 -0.870862 2.728018 6 -2.009460 -0.671156 -0.102752 6 -2.911095 -1.713492 0.053763 6 -2.354998 0.502245 -0.755864 6 -4.197995 -1.572883 -0.451937 1 -2.599205 -2.619380 0.553980 6 -3.647756 0.626924 -1.252889 1 -1.637294 1.301508 -0.869332 6 -4.569831 -0.403031 -1.104434 1 -4.907151 -2.381177 -0.336242 1 -3.929506 1.538749 -1.761436 1 -5.571382 -0.295903 -1.497319 6 2.346243 -0.375358 0.410605 6 3.262802 -1.393156 0.191290 6 2.335673 0.775459 -0.363867 6 4.189327 -1.257308 -0.834156 1 3.240938 -2.271877 0.819593 6 3.266246 0.889725 -1.392044 1 1.629963 1.572533 -0.179379 6 4.192612 -0.117570 -1.631047 1 4.906808 -2.047159 -1.010374 1 3.261127 1.781449 -2.003705 1 4.912854 -0.015493 -2.430808 1 -0.293328 2.735181 0.581861 8 -0.177746 3.286244 -0.211994 1 -0.244885 4.195643 0.087690 Molecule PhO,PhO reoptimzed P(V) bound to water File: ./H2O-catalyzed/H2O-PhOPhOHPO-qst2-a-tor-fin.log Total energy, gas-phase: -1107.74976162 Geometry: 1 -0.886351 4.401023 1.704833 8 -1.176045 3.925475 0.923070 1 -0.488396 3.260139 0.753406 1 -5.113477 -1.269155 1.541139 1 -4.421134 1.097579 1.767458 1 -3.922632 -2.752736 -0.044752 6 -4.293043 -0.884844 0.950983 1 -2.544770 1.984714 0.417106 6 -3.904810 0.444107 1.077644 1 -2.038620 -1.857708 -1.399601 6 -3.624947 -1.718403 0.060834 6 -2.853692 0.952958 0.321733 6 -2.570426 -1.228808 -0.700630 6 -2.202960 0.099468 -0.554801 1 5.635721 -1.971006 0.992836 1 4.111231 -0.680295 2.453724 1 4.918784 -2.578955 -1.299520 6 4.661913 -1.671788 0.631004 1 1.875760 0.007808 1.625067 6 3.804962 -0.946798 1.451341 1 2.675438 -1.889863 -2.117782 6 4.259999 -2.012660 -0.655428 6 2.548424 -0.559057 1.000087 6 3.009067 -1.629078 -1.123478 6 2.170017 -0.904154 -0.289535 1 0.821379 1.358411 -2.136620 8 0.899487 -0.590220 -0.780583 8 -1.179511 0.594134 -1.382359 8 0.530075 1.769701 0.220279 15 0.307217 0.886826 -0.930299 Molecule PhO,PhO P(III) bound to water File: ./H2O-catalyzed/H2O-PhOPhOHPO-III-e.log Total energy, gas-phase: -1107.73555907 Geometry: 15 0.041334 1.246149 -0.903246 8 1.079354 2.077756 0.013078 8 -0.824701 0.574313 0.359383 8 1.025018 0.013525 -1.343081 1 0.212333 4.781628 1.630480 6 1.929586 -0.666042 -0.536454 6 3.265138 -0.285517 -0.550930 6 1.507630 -1.755168 0.215093 6 4.187027 -1.004625 0.199546 1 3.565479 0.564690 -1.145681 6 2.438774 -2.466031 0.963694 1 0.465608 -2.038631 0.207853 6 3.778513 -2.095129 0.960041 1 5.228088 -0.710442 0.188466 1 2.112427 -3.314927 1.549550 1 4.499008 -2.653032 1.542235 6 -2.010562 -0.094709 0.188645 6 -2.946969 0.003310 1.216465 6 -2.285135 -0.875316 -0.933052 6 -4.153729 -0.673697 1.118623 1 -2.711209 0.609088 2.080087 6 -3.504327 -1.540499 -1.022967 1 -1.553161 -0.971628 -1.721980 6 -4.441689 -1.446648 -0.002850 1 -4.874293 -0.594811 1.921840 1 -3.713206 -2.141960 -1.897649 1 -5.383978 -1.971397 -0.077114 1 0.794286 2.991851 0.206340 8 0.364547 4.683347 0.685623 1 0.999311 5.366231 0.449115 Molecule PhO,PhO water-catalyzed transition state File: ./H2O-catalyzed/H2O-PhOPhOHPO-qst2-a-fin.log Total energy, gas-phase: -1107.68464612 Geometry: 15 0.048018 1.304862 -0.382903 8 0.187811 1.793746 1.068467 8 -1.489363 1.065493 -0.808351 8 0.554585 -0.240644 -0.506468 1 0.854102 2.799346 -0.801202 6 1.849022 -0.656623 -0.233188 6 2.574279 -1.232700 -1.269294 6 2.384006 -0.557727 1.046216 6 3.853236 -1.714377 -1.020671 1 2.127253 -1.302902 -2.250793 6 3.667578 -1.039222 1.278576 1 1.799775 -0.108013 1.834452 6 4.405297 -1.617934 0.252214 1 4.418365 -2.165555 -1.825118 1 4.088885 -0.963624 2.272061 1 5.401339 -1.992893 0.442871 6 -2.380844 0.129008 -0.294636 6 -3.158598 -0.567906 -1.209118 6 -2.532170 -0.065476 1.072926 6 -4.101561 -1.477268 -0.746892 1 -3.016715 -0.391240 -2.265717 6 -3.475791 -0.983948 1.519666 1 -1.922309 0.493759 1.766482 6 -4.262553 -1.690905 0.617742 1 -4.708799 -2.021731 -1.457500 1 -3.596202 -1.141803 2.583058 1 -4.995514 -2.401009 0.974794 1 0.821276 2.980190 0.743511 8 1.270166 3.648081 -0.028852 1 0.744917 4.453211 -0.112887 Molecule Ph,Ph P(V) bound to water File: ./H2O-catalyzed/H2O-PhPhHPO-V-a.log Total energy, gas-phase: -957.199344215 Geometry: 15 0.000017 0.338427 1.276347 1 0.000211 -0.510648 2.404896 8 -0.000074 1.795577 1.581842 6 -1.466771 -0.224278 0.378105 6 -2.013515 -1.485363 0.619251 6 -2.051459 0.614453 -0.574494 6 -3.130074 -1.911151 -0.089307 1 -1.576407 -2.135675 1.366653 6 -3.167157 0.183117 -1.280628 1 -1.642134 1.599673 -0.756502 6 -3.705604 -1.076964 -1.041167 1 -3.553182 -2.887154 0.106195 1 -3.618699 0.834636 -2.016402 1 -4.576740 -1.406443 -1.591411 1 -0.000268 3.070528 0.295807 8 -0.000776 3.537026 -0.562577 1 -0.001587 4.473459 -0.352654 6 1.466842 -0.224022 0.377935 6 2.014335 -1.484692 0.619638 6 2.050875 0.614509 -0.575197 6 3.131013 -1.910207 -0.088896 1 1.577745 -2.134887 1.367450 6 3.166728 0.183471 -1.281277 1 1.641002 1.599406 -0.757722 6 3.705935 -1.076165 -1.041261 1 3.554699 -2.885878 0.107019 1 3.617800 0.834901 -2.017414 1 4.577205 -1.405401 -1.591438 Molecule Ph,Ph reoptimzed P(V) bound to water Molecule Ph,Ph P(III) bound to water File: ./H2O-catalyzed/H2O-PhPhHPO-III-a.log Total energy, gas-phase: -957.185269280 Geometry: 15 -0.013420 1.039476 -0.522469 1 -0.439514 4.191673 -1.240536 8 0.065054 1.977977 0.829646 6 1.419431 -0.072872 -0.216984 6 1.626536 -1.165704 -1.064122 6 2.350461 0.182235 0.790102 6 2.728616 -1.992574 -0.899020 1 0.918961 -1.378518 -1.856297 6 3.456996 -0.646177 0.953897 1 2.201412 1.025700 1.448800 6 3.649727 -1.734243 0.112312 1 2.870727 -2.837694 -1.559591 1 4.168023 -0.438971 1.743098 1 4.510698 -2.376552 0.240425 1 -0.090255 2.907082 0.586512 8 -0.382512 4.514034 -0.334218 1 0.325035 5.165490 -0.335536 6 -1.398889 -0.101654 -0.112081 6 -2.177528 -0.608185 -1.152640 6 -1.707513 -0.463464 1.201801 6 -3.230733 -1.480452 -0.892834 1 -1.966050 -0.312274 -2.173007 6 -2.766949 -1.321011 1.463639 1 -1.120880 -0.064359 2.018078 6 -3.527180 -1.836271 0.416425 1 -3.824321 -1.868848 -1.709817 1 -2.999867 -1.592237 2.485051 1 -4.350870 -2.506487 0.623467 Molecule Ph,Ph water-catalyzed transition state File: ./H2O-catalyzed/H2O-PhPhHPO-qst2-a-fin.log Total energy, gas-phase: -957.137466960 Geometry: 15 -0.048899 1.040377 -0.207729 1 -0.064906 2.317450 -1.211755 8 -0.157693 2.082499 0.960357 6 1.462558 0.048819 -0.031681 6 2.080878 -0.502294 -1.155562 6 2.032861 -0.141539 1.228964 6 3.240349 -1.257149 -1.019005 1 1.664173 -0.334273 -2.140921 6 3.195515 -0.889361 1.361307 1 1.569856 0.307612 2.097049 6 3.797006 -1.452002 0.239702 1 3.713082 -1.681928 -1.894250 1 3.633986 -1.031851 2.339876 1 4.702726 -2.033764 0.346104 1 -0.167535 3.054553 0.263938 8 -0.211392 3.626861 -0.861244 1 0.603737 4.104413 -1.044082 6 -1.436678 -0.124948 -0.072036 6 -2.614745 0.321261 0.532917 6 -1.390052 -1.412791 -0.611024 6 -3.725028 -0.511015 0.599087 1 -2.649468 1.313136 0.961465 6 -2.503977 -2.239735 -0.546670 1 -0.481800 -1.779198 -1.069829 6 -3.673479 -1.790374 0.057161 1 -4.630083 -0.159560 1.076043 1 -2.456343 -3.237339 -0.962187 1 -4.539272 -2.436730 0.108825 Molecule H,OH P(V) bound to water File: ./H2O-catalyzed/H2O-H3PO2-V-a-finish.log Total energy, gas-phase: -570.230645211 Geometry: 15 -1.035287 -0.016152 0.022922 8 -0.296056 -1.297380 -0.055136 1 1.596773 -0.791279 0.030599 1 -1.981618 0.181989 -0.997313 8 2.196759 -0.025828 0.110992 1 2.857599 -0.119911 -0.580123 1 -1.786594 0.138494 1.201786 8 -0.147212 1.294143 -0.054263 1 0.815218 1.065514 -0.011520 Molecule H,OH reoptimzed P(V) bound to water Molecule H,OH P(III) bound to water File: ./H2O-catalyzed/H2O-H3PO2-III-b.log Total energy, gas-phase: -570.211630951 Geometry: 15 0.867435 -0.302763 -0.470752 8 -0.195546 -0.774456 0.684461 1 -1.092166 -0.448289 0.486846 1 1.822330 -1.306404 -0.135393 8 -2.711662 0.268749 -0.069511 1 -2.910247 1.136469 0.295273 1 -2.720337 0.382172 -1.025210 8 1.640556 0.997681 0.183193 1 2.022116 0.841713 1.054623 Molecule H,OH water-catalyzed transition state File: ./H2O-catalyzed/H2O-H3PO2-qst2.log Total energy, gas-phase: -570.159764548 Geometry: 15 0.474480 0.061395 0.425399 8 -0.316324 1.079867 -0.429570 1 -1.453492 0.416349 -0.387959 1 1.204147 0.801910 1.389620 8 -2.097845 -0.453598 0.018706 1 -2.323953 -1.064154 -0.691704 1 -0.989273 -0.786135 0.535806 8 1.678370 -0.655815 -0.396268 1 2.331772 -0.052530 -0.769688 Molecule DOPO P(V) bound to water File: ./H2O-catalyzed/H2O-DOPO-V.log Total energy, gas-phase: -1031.27341009 Geometry: 6 0.153770 1.164879 -0.067702 6 0.049253 2.560457 0.007324 6 -1.180789 3.193892 -0.059825 6 -2.352686 2.456243 -0.201650 6 -2.279003 1.076162 -0.292239 6 -1.039038 0.435394 -0.240963 6 1.457182 0.478099 0.036882 6 2.606329 1.120415 0.521921 6 3.829210 0.476865 0.597839 6 3.942373 -0.849603 0.191662 6 2.824973 -1.522793 -0.273280 6 1.605214 -0.865099 -0.337782 1 0.939339 3.163573 0.105197 1 -1.225569 4.273174 -0.002478 1 -3.311856 2.952913 -0.242566 1 -3.183868 0.488761 -0.386238 1 2.535925 2.142373 0.863067 1 4.690862 1.005383 0.980635 1 4.893338 -1.360871 0.247540 1 2.872659 -2.556115 -0.584862 15 -0.982432 -1.343760 -0.380676 8 0.542753 -1.593807 -0.838841 8 -1.455601 -2.118409 0.782067 1 -1.628406 -1.687567 -1.574506 1 -3.366166 -1.918109 0.926947 8 -4.252938 -1.585586 0.707600 1 -4.854223 -2.314155 0.877671 Molecule DOPO reoptimzed P(V) bound to water File: ./H2O-catalyzed/H2O-DOPO-ts-tor.log Total energy, gas-phase: -1031.27341011 Geometry: 1 -4.854181 -2.314050 0.878657 8 -4.252802 -1.585750 0.707755 1 -3.365960 -1.918352 0.926708 1 -1.628400 -1.687435 -1.574621 8 -1.455466 -2.118568 0.781909 8 0.542821 -1.593676 -0.839193 15 -0.982426 -1.343705 -0.380775 1 2.872612 -2.556099 -0.584773 1 4.893224 -1.360954 0.247928 1 4.690784 1.005324 0.980913 1 2.535886 2.142385 0.863137 1 -3.183865 0.488629 -0.385875 1 -3.311953 2.952823 -0.242321 1 -1.225710 4.273174 -0.002613 1 0.939268 3.163689 0.104889 6 1.605203 -0.865031 -0.337911 6 2.824933 -1.522772 -0.273205 6 3.942295 -0.849636 0.191894 6 3.829149 0.476843 0.598026 6 2.606299 1.120435 0.521975 6 1.457190 0.478163 0.036793 6 -1.038999 0.435421 -0.240895 6 -2.279035 1.076104 -0.292022 6 -2.352766 2.456178 -0.201501 6 -1.180878 3.193890 -0.059883 6 0.049199 2.560528 0.007160 6 0.153784 1.164944 -0.067792 Molecule DOPO P(III) bound to water File: ./H2O-catalyzed/H2O-DOPO-III.log Total energy, gas-phase: -1031.26324827 Geometry: 6 -1.104169 0.838265 -0.031024 6 -2.194883 1.689558 -0.259017 6 -2.048322 3.067301 -0.246022 6 -0.807341 3.641115 0.012590 6 0.276930 2.815731 0.267531 6 0.144301 1.427970 0.241823 6 -1.254960 -0.628168 -0.050299 6 -2.356599 -1.262355 -0.643179 6 -2.517087 -2.636745 -0.609511 6 -1.564394 -3.428245 0.026802 6 -0.452749 -2.836025 0.601948 6 -0.293257 -1.455132 0.550461 1 -3.176842 1.273013 -0.429859 1 -2.909964 3.696824 -0.424302 1 -0.692899 4.716322 0.028857 1 1.243030 3.250957 0.493576 1 -3.096636 -0.664802 -1.155396 1 -3.377551 -3.090321 -1.081411 1 -1.682027 -4.502782 0.063845 1 0.310016 -3.423176 1.093490 15 1.613866 0.422915 0.621408 8 0.827600 -0.942129 1.152618 8 2.040831 0.041203 -0.910442 1 5.149246 -0.467745 -0.020380 1 2.980219 -0.215869 -0.958365 8 4.771925 -0.686039 -0.878386 1 4.957756 -1.620044 -1.014126 Molecule DOPO water-catalyzed transition state File: ./H2O-catalyzed/H2O-DOPO-ts.log Total energy, gas-phase: -1031.21178576 Geometry: 6 0.233381 1.282816 -0.044096 6 0.368004 2.678451 -0.027119 6 -0.739651 3.509705 -0.043844 6 -2.024308 2.975214 -0.086508 6 -2.181422 1.599791 -0.124974 6 -1.071035 0.755187 -0.105665 6 1.408545 0.392223 -0.001730 6 2.677564 0.841704 0.393294 6 3.781858 0.007713 0.396468 6 3.647798 -1.321033 0.002969 6 2.405792 -1.804367 -0.372426 6 1.303476 -0.959327 -0.361650 1 1.351607 3.123985 -0.017019 1 -0.600246 4.582356 -0.032815 1 -2.888557 3.624575 -0.100567 1 -3.175176 1.172228 -0.172322 1 2.797523 1.863589 0.721378 1 4.742842 0.389215 0.711818 1 4.504682 -1.980601 0.000879 1 2.264151 -2.833314 -0.670159 15 -1.343184 -1.023690 -0.180446 8 0.105202 -1.507480 -0.764677 8 -1.609228 -1.598986 1.232087 1 -2.663481 -1.949011 -0.660540 1 -2.604563 -2.337730 0.882649 8 -3.394129 -2.696596 0.086317 1 -3.255790 -3.623910 -0.134748 Molecule H3PO P(V) bound to water File: ./H2O-catalyzed/H2O-H3PO-V-a.log Total energy, gas-phase: -494.921477604 Geometry: 15 1.157563 -0.222239 -0.003221 8 0.198872 0.910388 0.006758 1 2.241959 -0.102076 -0.896185 1 -1.604510 0.304506 0.015151 1 1.815424 -0.490726 1.214603 8 -2.362518 -0.303284 0.014878 1 -3.136380 0.248645 -0.117717 1 0.629234 -1.483590 -0.340632 Molecule H3PO reoptimzed P(V) bound to water Molecule H3PO P(III) bound to water File: ./H2O-catalyzed/H2O-H3PO-III-a.log Total energy, gas-phase: -494.921710264 Geometry: 15 -1.258324 -0.374443 0.012556 8 -0.232906 0.917601 -0.017982 1 -2.138072 0.052923 1.045311 1 0.687227 0.605794 -0.051258 1 -2.171563 0.022778 -1.003322 8 2.382355 -0.170174 -0.078731 1 2.980016 0.085348 0.630167 1 2.321664 -1.129604 -0.035533 Molecule H3PO water-catalyzed transition state File: ./H2O-catalyzed/H2O-H3PO-qst2.log Total energy, gas-phase: -494.866546397 Geometry: 15 -0.868498 -0.335781 0.004852 8 -0.207607 1.074483 0.008674 1 -1.773365 -0.477607 1.084872 1 1.015167 0.624767 -0.032359 1 -1.792763 -0.464713 -1.059294 8 1.783905 -0.247665 -0.104302 1 2.283283 -0.316958 0.716375 1 0.684763 -0.943318 -0.017362 Molecule CF3,CF3 P(V) bound to water File: ./H2O-catalyzed/H2O-CF3CF3HPO-V-d.log Total energy, gas-phase: -1169.23840986 Geometry: 15 -0.015382 0.000000 -0.878208 1 0.878613 0.000009 -1.965621 8 -1.454770 -0.000014 -1.170250 6 0.612225 1.491510 0.108643 6 0.612254 -1.491499 0.108643 1 -3.084279 -0.000030 -0.038073 8 -3.775937 -0.000034 0.637119 1 -4.603619 -0.000055 0.150507 9 0.079952 -1.535634 1.326766 9 1.948239 -1.452399 0.221950 9 0.279575 -2.607266 -0.549402 9 0.079915 1.535640 1.326762 9 0.279532 2.607271 -0.549407 9 1.948209 1.452431 0.221958 Molecule CF3,CF3 reoptimzed P(V) bound to water Molecule CF3,CF3 P(III) bound to water File: ./H2O-catalyzed/H2O-CF3CF3HPO-III-g.log Total energy, gas-phase: -1169.25322154 Geometry: 15 -0.413587 -0.038155 -0.579066 8 -1.437309 -0.106874 0.671142 1 -2.374356 -0.151272 0.387917 6 0.806047 -1.392128 -0.019438 6 0.618998 1.465570 -0.022457 8 -4.068424 -0.206026 -0.065595 1 -4.555592 0.615902 -0.175673 1 -4.391924 -0.804632 -0.745181 9 0.995916 1.477247 1.259490 9 -0.132638 2.569764 -0.226113 9 1.723177 1.581673 -0.781618 9 1.184269 -1.348737 1.261479 9 1.914268 -1.363823 -0.781451 9 0.206261 -2.585583 -0.217796 Molecule CF3,CF3 water-catalyzed transition state File: ./H2O-catalyzed/H2O-CF3CF3HPO-ts.log Total energy, gas-phase: -1169.19366698 Geometry: 15 -0.205977 0.031658 -0.107900 8 0.586148 0.031011 1.197620 1 1.959920 0.013361 0.492343 6 -1.437003 1.484933 -0.133064 6 -1.424043 -1.432233 -0.114762 8 2.440486 0.024555 -0.443316 1 2.893197 -0.818505 -0.577324 1 1.326517 -0.005049 -0.942405 9 -2.174541 -1.514187 0.986017 9 -0.699146 -2.567192 -0.200570 9 -2.241421 -1.391822 -1.179789 9 -2.336388 1.452959 0.855931 9 -2.102380 1.525229 -1.300358 9 -0.739152 2.627021 -0.018956 ================================= Cumulative results Gas-phase H3PO tautomerization energies Basis DE (kcal/mol) 6-31G(d) -3.29 cc-pV(Q+d)Z 0.31 6-311++G(3df,3pd) -0.35 6-311++G(2d,2p) -2.59 ================================= H3PO->H2POH tautomerization catalyzed by implicit and explicit water DEdagger and DGdagger relative to free H3PO(V) and free H2O , and DEr and DGr of the H3PO(V)-H2O complex System DEdagger DGdagger DEr DGr Uncatalyzed 62.3 59.1 --- --- Continuum water 65.3 62.0 --- --- One explicit water 28.2 36.8 -6.2 0.5 Two explicit waters 9.3 28.7 -16.2 5.2 ================================= Uncatalyzed gas-phase tautomerization energies, barriers, and P(V) P-H and P=O bond lengths Molecule DE DEdagger R(P-H) R(P-O) H,ONa 24.7 62.7 1.439 1.499 Bu,Bu 7.8 62.4 1.417 1.481 OH,OH 10.0 63.1 1.393 1.465 Me2C(CH2O)2 6.4 62.9 1.393 1.463 EtO,EtO 10.2 63.0 1.396 1.466 EtO,Oct 10.2 62.0 1.413 1.472 (MeO)2P(S)H 9.8 53.6 1.399 1.591 OH,Oct 9.8 62.4 1.409 1.471 BnO,BnO 10.8 63.3 1.395 1.468 EtO,Ph 9.9 63.7 1.404 1.472 OH,Ph 9.2 63.5 1.404 1.471 (Me2CO)2 7.5 60.1 1.397 1.459 Ph,Oct 7.2 61.2 1.416 1.481 PhO,PhO 9.2 62.1 1.395 1.462 Ph,Ph 6.8 61.0 1.415 1.482 H,OH 7.0 62.3 1.404 1.468 DOPO 5.4 62.1 1.403 1.467 H3PO -0.3 62.3 1.412 1.477 CF3,CF3 -5.7 60.4 1.409 1.465 ================================= Uncatalyzed continuum water tautomerization energies and barriers Molecule DE DEdagger H,ONa 23.4 66.5 Bu,Bu 14.3 65.6 OH,OH 11.8 64.4 Me2C(CH2O)2 12.0 --- EtO,EtO 12.7 65.7 EtO,Oct 14.1 65.2 (MeO)2P(S)H 11.6 --- OH,Oct 13.4 --- BnO,BnO --- --- EtO,Ph 13.2 66.3 OH,Ph 13.1 --- (Me2CO)2 11.0 --- Ph,Oct 12.6 64.2 PhO,PhO 9.9 64.9 Ph,Ph 11.4 --- H,OH 10.6 65.3 DOPO 8.9 64.4 H3PO 5.5 65.3 CF3,CF3 -3.9 62.1 ================================= H2O-catalyzed gas-phase tautomerization energies and barriers, and transition state P-H and P=O bond lengths Molecule DEdagger (kcal/mol) Calc-halflife (s) Exptl-halflife (s) R(P-H) (Angstrom) R(P=O) (Angstrom) Bu,Bu 31.3 9.23e+09 0.00e+00 1.596 1.572 Me2C(CH2O)2 35.4 9.41e+12 8.47e+04 1.725 1.529 EtO,EtO 36.8 1.07e+14 7.70e+04 1.712 1.537 EtO,Oct 35.1 6.23e+12 2.95e+04 1.646 1.559 (MeO)2P(S)H 33.5 4.12e+11 2.70e+04 1.842 1.608 OH,Oct 34.9 3.97e+12 1.95e+04 1.668 1.554 EtO,Ph 33.5 4.34e+11 5.21e+03 1.640 1.560 OH,Ph 33.4 3.14e+11 3.32e+03 1.676 1.553 (Me2CO)2 33.1 2.09e+11 9.37e+02 1.717 1.537 Ph,Oct 30.8 4.08e+09 5.98e+02 1.615 1.570 PhO,PhO 34.4 1.73e+12 3.15e+02 1.749 1.538 Ph,Ph 30.8 4.03e+09 1.50e+02 1.625 1.569 H,OH 32.7 1.09e+11 1.79e+02 1.418 1.547 DOPO 31.6 1.64e+10 2.59e+02 1.682 1.548 H3PO 28.2 5.63e+07 0.00e+00 1.415 1.557 CF3,CF3 24.2 5.81e+04 0.00e+00 1.745 1.527