SUPPORTING INFORMATION - Paper2 ********************** Andrzej Marcinek, Jacek Rogowski, Jan Adamus, Jerzy Gebicki, Pawel Bednarek, Thomas Bally Hydrogen Transferred Radical Cations of NADH Model Compounds. II: Sequential Electron-Proton Addition to NAD+ Journal of American Chemical Society Total energies, thermal corrections, and cartesian coordinates of all stationary points located in this study, ordered by method ( B3LYP all with the 6-31G* basis set) 1-methyl-3-formyl-1,4-dihydropyridine; neutral form (3HK): State 1-A'\HF=-402.1025306 ZPE=93.57220 (Kcal/Mol) Zero-point correction= 0.149117 (Hartree/Particle) Thermal correction to Energy= 0.157009 Thermal correction to Enthalpy= 0.157953 Thermal correction to Gibbs Free Energy= 0.116245 X Y Z 6 1.671161 -0.932898 0.000000 6 0.654288 -1.803181 0.000000 7 -0.694169 -1.399483 0.000000 6 -0.961255 -0.060639 0.000000 6 0.000000 0.902124 0.000000 6 1.478199 0.565345 0.000000 6 -0.410626 2.291769 0.000000 6 -1.743140 -2.404998 0.000000 8 0.362991 3.241528 0.000000 1 2.683456 -1.326863 0.000000 1 0.800743 -2.878283 0.000000 1 -2.014965 0.207899 0.000000 1 1.972626 1.026276 0.869614 1 -1.513765 2.459713 0.000000 1 -1.680294 -3.042899 0.890741 1 -2.716640 -1.910192 0.000000 1 -1.680294 -3.042899 -0.890741 1 1.972626 1.026276 -0.869614 1-methyl-3-formyl-1,4-dihydropyridine; keto radical cation (3HK.+): State=2-A"\HF=-401.8426859\S2=0.775928 ZPE=93.02687 (Kcal/Mol) Zero-point correction= 0.148248 (Hartree/Particle) Thermal correction to Energy= 0.156960 Thermal correction to Enthalpy= 0.157904 Thermal correction to Gibbs Free Energy= 0.113247 X Y Z 6 1.640881 -0.958034 0.000000 6 0.595451 -1.827845 0.000000 7 -0.711562 -1.378540 0.000000 6 -0.991704 -0.041017 0.000000 6 0.000000 0.905374 0.000000 6 1.438684 0.513264 0.000000 6 -0.348223 2.350236 0.000000 6 -1.799261 -2.376586 0.000000 8 0.517068 3.199653 0.000000 1 2.651278 -1.354402 0.000000 1 0.718606 -2.904446 0.000000 1 -2.043470 0.225322 0.000000 1 1.959393 0.979731 0.857185 1 -1.426335 2.600196 0.000000 1 -1.714373 -3.000560 0.893944 1 -2.760698 -1.864804 0.000000 1 -1.714373 -3.000560 -0.893944 1 1.959393 0.979731 -0.857185 1-methyl-3-formyl-1,4-dihydropyridine; enol radical cation (3HE.+): State=2-A"\HF=-401.8630418\S2=0.774 ZPE= 94.33526 (Kcal/Mol) Zero-point correction= .150333 (Hartree/Particle) Thermal correction to Energy= .158862 Thermal correction to Enthalpy= .159806 Thermal correction to Gibbs Free Energy= .116321 X Y Z 6 -1.376439 .481729 .000000 7 .606869 -1.448589 .000000 6 .000000 .880810 .000000 6 -1.704467 -.862341 .000000 6 -.707968 -1.833442 .000000 6 .960272 -.161034 .000000 6 .470501 2.205802 .000000 8 -.269310 3.309300 .000000 1 -2.173464 1.218764 .000000 1 -1.225891 3.132352 .000000 1 -2.741145 -1.180489 .000000 1 -.900095 -2.898003 .000000 1 2.023538 .049189 .000000 6 1.643905 -2.509725 .000000 1 2.631322 -2.050118 .000000 1 1.522902 -3.123625 .894754 1 1.522902 -3.123625 -.894754 1 1.531505 2.430493 .000000 1-methyl-3-formyl-1,4-dihydropyridine; neutral radical (3.): State=2-A"\HF=-401.4793195\S2=0.766558 X Y Z 6 -1.404780 0.558374 0.000000 7 0.602958 -1.405559 0.000000 6 0.000000 0.913492 0.000000 6 -1.731683 -0.791787 0.000000 6 -0.758653 -1.779215 0.000000 6 0.938385 -0.091477 0.000000 6 0.460301 2.294984 0.000000 8 -0.277173 3.273724 0.000000 1 -2.148566 1.344436 0.000000 1 -2.771755 -1.106959 0.000000 1 -0.956009 -2.842058 0.000000 1 2.002773 0.127782 0.000000 1 1.568422 2.417271 0.000000 6 1.610496 -2.455748 0.000000 1 2.606458 -2.009021 0.000000 1 1.505477 -3.087036 0.890655 1 1.505477 -3.087036 -0.890655 1-methyl-3-formyl-1,4-dihydropyridine; cation (3+): State=1-A'\HF=-401.2853512 X Y Z 6 1.695893 -0.811908 0.000000 6 1.352368 0.539395 0.000000 6 0.690675 -1.765029 0.000000 7 -0.616178 -1.399098 0.000000 6 0.000000 0.903940 0.000000 6 -0.965830 -0.092239 0.000000 6 -1.657889 -2.459901 0.000000 6 -0.393420 2.356937 0.000000 8 0.436871 3.232129 0.000000 1 2.104670 1.323090 0.000000 1 2.731023 -1.135075 0.000000 1 0.888116 -2.831035 0.000000 1 -2.028464 0.125768 0.000000 1 -1.542799 -3.073259 0.895861 1 -2.641672 -1.992772 0.000000 1 -1.542799 -3.073259 -0.895861 1 -1.480575 2.566030 0.000000 1-methyl-3-formyl-1,4-dihydropyridine; neutral form protonated on nitrogen: HF=-402.4376052 X Y Z 6 0.605266 1.790360 0.033178 6 1.665791 1.042471 -0.244400 6 -0.788144 1.267874 0.185655 6 -0.868624 -0.203904 -0.088592 6 0.188225 -0.965589 -0.368796 7 1.571071 -0.435174 -0.401640 6 -2.224847 -0.845026 -0.057921 8 -3.215643 -0.197661 0.185403 6 2.448179 -1.148434 0.619037 1 0.766543 2.859073 0.146239 1 2.678895 1.405790 -0.366255 1 -1.475253 1.802118 -0.484442 1 -1.172828 1.480343 1.193181 1 0.141945 -2.029290 -0.578502 1 -2.260371 -1.931594 -0.268420 1 2.410743 -2.221153 0.421781 1 3.468873 -0.777503 0.513503 1 2.054687 -0.920275 1.608931 1 1.959345 -0.666514 -1.326734 1-methyl-3-formyl-1,4-dihydropyridine; neutral form protonated on oxygen: State=1-A'\HF=-402.4793187 X Y Z 6 1.654307 -0.996775 0.000000 6 0.636792 -1.859748 0.000000 7 -0.720029 -1.415338 0.000000 6 -0.998909 -0.128064 0.000000 6 0.000000 0.870157 0.000000 6 1.472656 0.496504 0.000000 6 -0.421272 2.172652 0.000000 6 -1.771138 -2.445003 0.000000 8 0.473367 3.149248 0.000000 1 0.058193 4.028908 0.000000 1 2.666504 -1.388141 0.000000 1 0.751638 -2.936004 0.000000 1 -2.051531 0.140705 0.000000 1 1.978710 0.935291 0.871864 1 -1.476544 2.442742 0.000000 1 -1.667824 -3.067939 0.892646 1 -2.751383 -1.967868 0.000000 1 -1.667824 -3.067939 -0.892646 1 1.978710 0.935291 -0.871864