1 [Ir(ppy)2(44dabpy)] S0 optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C32H26IrN6(1+) Framework group C2[C2(Ir),X(C32H26N6)] Deg. of freedom 95 Full point group C2 NOp 2 RotChk: IX=0 Diff= 3.50D-15 Largest Abelian subgroup C2 NOp 2 Largest concise Abelian subgroup C2 NOp 2 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.000000 0.000000 0.331373 2 6 0 -1.934815 1.324808 2.067747 3 6 0 -1.979676 -1.053914 2.465330 4 6 0 -2.957778 1.504748 3.014806 5 6 0 -1.325643 2.428591 1.323018 6 6 0 -2.996464 -0.872718 3.406122 7 1 0 -1.617364 -2.060098 2.275264 8 6 0 -3.489850 0.407447 3.684160 9 1 0 -3.342560 2.496749 3.233257 10 6 0 -1.645821 3.787225 1.457533 11 1 0 -3.406202 -1.733544 3.928826 12 1 0 -4.279331 0.545925 4.416569 13 6 0 0.280076 2.972823 -0.306399 14 6 0 -0.984963 4.740366 0.694087 15 1 0 -2.409814 4.089472 2.163409 16 6 0 0.000000 4.327779 -0.207174 17 1 0 1.034949 2.597941 -0.985829 18 1 0 -1.231835 5.791817 0.800097 19 1 0 0.543457 5.035854 -0.821777 20 6 0 -0.744360 -0.012778 -2.650969 21 6 0 -2.682535 -0.099828 -1.371126 22 6 0 -1.493659 0.027278 -3.820234 23 6 0 0.744360 0.012778 -2.650969 24 6 0 -3.495079 -0.074186 -2.486183 25 1 0 -3.110099 -0.143794 -0.375852 26 6 0 -2.904038 -0.008104 -3.767111 27 1 0 -1.007180 0.092000 -4.785655 28 6 0 1.493659 -0.027278 -3.820234 29 1 0 -4.573142 -0.100551 -2.371404 30 6 0 2.682535 0.099828 -1.371126 31 6 0 2.904038 0.008104 -3.767111 32 1 0 1.007180 -0.092000 -4.785655 33 6 0 3.495079 0.074186 -2.486183 34 1 0 3.110099 0.143794 -0.375852 35 1 0 4.573142 0.100551 -2.371404 36 6 0 1.934815 -1.324808 2.067747 37 6 0 1.979676 1.053914 2.465330 38 6 0 2.957778 -1.504748 3.014806 39 6 0 1.325643 -2.428591 1.323018 40 6 0 2.996464 0.872718 3.406122 41 1 0 1.617364 2.060098 2.275264 42 6 0 3.489850 -0.407447 3.684160 43 1 0 3.342560 -2.496749 3.233257 44 6 0 1.645821 -3.787225 1.457533 45 1 0 3.406202 1.733544 3.928826 46 1 0 4.279331 -0.545925 4.416569 47 6 0 -0.280076 -2.972823 -0.306399 48 6 0 0.984963 -4.740366 0.694087 49 1 0 2.409814 -4.089472 2.163409 50 6 0 0.000000 -4.327779 -0.207174 51 1 0 -1.034949 -2.597941 -0.985829 52 1 0 1.231835 -5.791817 0.800097 53 1 0 -0.543457 -5.035854 -0.821777 54 7 0 -1.335506 -0.073804 -1.426607 55 7 0 -3.655032 -0.006088 -4.897112 56 1 0 -4.653833 0.117691 -4.837684 57 1 0 -3.229717 0.188017 -5.790202 58 7 0 3.655032 0.006088 -4.897112 59 1 0 3.229717 -0.188017 -5.790202 60 1 0 4.653833 -0.117691 -4.837684 61 7 0 1.335506 0.073804 -1.426607 62 7 0 0.359678 -2.045074 0.433179 63 7 0 -0.359678 2.045074 0.433179 64 6 0 -1.423422 0.031762 1.767547 65 6 0 1.423422 -0.031762 1.767547 --------------------------------------------------------------------- 2 [Ir(ppy)2(44dabpy)] T1 optimized geometry in dichloromethane solution via state-specific solvation B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C32H26IrN6(1+) Framework group C1[X(C32H26IrN6)] Deg. of freedom 189 Full point group C1 NOp 1 RotChk: IX=1 Diff= 2.68D-15 Largest Abelian subgroup C1 NOp 1 Largest concise Abelian subgroup C1 NOp 1 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 -0.341172 -0.001442 0.006343 2 6 0 -2.130378 2.297196 -0.024387 3 6 0 -2.459508 0.970464 -2.017597 4 6 0 -3.103718 3.207564 -0.469253 5 6 0 -1.397060 2.454053 1.234553 6 6 0 -3.424551 1.879321 -2.457130 7 1 0 -2.228174 0.108464 -2.635774 8 6 0 -3.750474 2.999681 -1.683663 9 1 0 -3.360783 4.079138 0.125399 10 6 0 -1.564392 3.494756 2.158992 11 1 0 -3.928278 1.713829 -3.405994 12 1 0 -4.502405 3.703807 -2.026455 13 6 0 0.274898 1.515863 2.596127 14 6 0 -0.794022 3.532566 3.313953 15 1 0 -2.298103 4.268390 1.968730 16 6 0 0.147404 2.524927 3.539646 17 1 0 0.983236 0.706649 2.721706 18 1 0 -0.924869 4.336751 4.030791 19 1 0 0.769488 2.513902 4.426937 20 6 0 2.648375 0.647950 -0.423927 21 6 0 1.348094 2.189815 -1.578732 22 6 0 3.808030 1.311388 -0.803636 23 6 0 2.668506 -0.573101 0.428412 24 6 0 2.453042 2.897009 -2.006232 25 1 0 0.349160 2.504586 -1.858805 26 6 0 3.739827 2.463535 -1.617095 27 1 0 4.777772 0.959670 -0.474070 28 6 0 3.847560 -1.211443 0.791365 29 1 0 2.325260 3.775521 -2.629195 30 6 0 1.418316 -2.133307 1.612870 31 6 0 3.814865 -2.362073 1.609127 32 1 0 4.805086 -0.842334 0.445546 33 6 0 2.543917 -2.816911 2.024831 34 1 0 0.429451 -2.460525 1.914954 35 1 0 2.444545 -3.693756 2.655247 36 6 0 -2.010191 -2.392223 -0.019167 37 6 0 -2.386039 -1.073429 2.034377 38 6 0 -2.983562 -3.346889 0.442377 39 6 0 -1.308425 -2.492600 -1.229590 40 6 0 -3.317190 -2.024085 2.469203 41 1 0 -2.192177 -0.208531 2.662249 42 6 0 -3.606922 -3.161178 1.650169 43 1 0 -3.223718 -4.216712 -0.160260 44 6 0 -1.434277 -3.532126 -2.209341 45 1 0 -3.827778 -1.902749 3.419234 46 1 0 -4.336783 -3.889329 1.993786 47 6 0 0.359934 -1.457943 -2.576851 48 6 0 -0.666229 -3.526560 -3.343983 49 1 0 -2.152145 -4.325963 -2.036928 50 6 0 0.266304 -2.464535 -3.538896 51 1 0 1.049298 -0.631690 -2.706225 52 1 0 -0.763459 -4.312980 -4.084582 53 1 0 0.896898 -2.418395 -4.418701 54 7 0 1.418605 1.086460 -0.806753 55 7 0 4.861692 3.106955 -2.024783 56 1 0 4.793062 4.003745 -2.480185 57 1 0 5.757265 2.870410 -1.626992 58 7 0 4.956508 -2.982453 1.999370 59 1 0 5.837106 -2.736400 1.574388 60 1 0 4.911330 -3.883968 2.448735 61 7 0 1.454875 -1.034961 0.832504 62 7 0 -0.381870 -1.435636 -1.465746 63 7 0 -0.474363 1.474839 1.477327 64 6 0 -1.789364 1.152022 -0.796635 65 6 0 -1.707460 -1.205860 0.820878 --------------------------------------------------------------------- 3 [Ir(ppy)2(44dabpy)] T1 optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C32H26IrN6(1+,3) Framework group C1[X(C32H26IrN6)] Deg. of freedom 189 Full point group C1 NOp 1 RotChk: IX=1 Diff= 2.46D-15 Largest Abelian subgroup C1 NOp 1 Largest concise Abelian subgroup C1 NOp 1 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 -0.356639 -0.013462 0.011201 2 6 0 -2.179864 2.253796 -0.032541 3 6 0 -2.439170 0.937992 -2.048132 4 6 0 -3.159301 3.149007 -0.491778 5 6 0 -1.477777 2.411632 1.244822 6 6 0 -3.409933 1.833372 -2.501211 7 1 0 -2.175342 0.085640 -2.665952 8 6 0 -3.773153 2.939469 -1.723647 9 1 0 -3.447583 4.009880 0.103815 10 6 0 -1.682355 3.441831 2.172790 11 1 0 -3.888969 1.668909 -3.462700 12 1 0 -4.529586 3.633281 -2.077257 13 6 0 0.180615 1.489172 2.633088 14 6 0 -0.936741 3.482105 3.344256 15 1 0 -2.424260 4.205261 1.973429 16 6 0 0.016481 2.488581 3.581669 17 1 0 0.899723 0.690481 2.766173 18 1 0 -1.095886 4.277928 4.064603 19 1 0 0.619969 2.480780 4.481696 20 6 0 2.627078 0.721691 -0.397236 21 6 0 1.290422 2.252100 -1.524934 22 6 0 3.771141 1.413255 -0.772799 23 6 0 2.675080 -0.508777 0.439027 24 6 0 2.378398 2.987823 -1.946675 25 1 0 0.284705 2.550719 -1.797704 26 6 0 3.676108 2.574421 -1.571083 27 1 0 4.749189 1.076075 -0.452998 28 6 0 3.868102 -1.122890 0.797268 29 1 0 2.229536 3.872332 -2.556300 30 6 0 1.459878 -2.114517 1.598530 31 6 0 3.861287 -2.285465 1.598519 32 1 0 4.817259 -0.725366 0.460485 33 6 0 2.600523 -2.775995 2.004438 34 1 0 0.479013 -2.470668 1.893048 35 1 0 2.520510 -3.663421 2.622589 36 6 0 -1.926946 -2.456775 -0.049390 37 6 0 -2.347154 -1.168472 2.025555 38 6 0 -2.872756 -3.434147 0.401552 39 6 0 -1.214402 -2.520652 -1.259275 40 6 0 -3.245764 -2.143813 2.448404 41 1 0 -2.173947 -0.303318 2.658439 42 6 0 -3.500672 -3.276573 1.613180 43 1 0 -3.092873 -4.304227 -0.208429 44 6 0 -1.295788 -3.550023 -2.246840 45 1 0 -3.761084 -2.049583 3.398733 46 1 0 -4.210022 -4.029311 1.947310 47 6 0 0.419412 -1.413609 -2.594236 48 6 0 -0.524422 -3.504545 -3.378859 49 1 0 -1.982854 -4.373591 -2.085521 50 6 0 0.368969 -2.405895 -3.561947 51 1 0 1.076201 -0.558782 -2.708555 52 1 0 -0.590639 -4.288337 -4.125987 53 1 0 0.999645 -2.328253 -4.439536 54 7 0 1.387043 1.138934 -0.769457 55 7 0 4.781231 3.246437 -1.973111 56 1 0 4.696204 4.135158 -2.440789 57 1 0 5.689481 3.009035 -1.606440 58 7 0 5.016188 -2.884058 1.982379 59 1 0 5.891999 -2.610049 1.564515 60 1 0 4.991428 -3.792530 2.419221 61 7 0 1.472145 -1.004607 0.833249 62 7 0 -0.330767 -1.432289 -1.480558 63 7 0 -0.545161 1.445732 1.499625 64 6 0 -1.803651 1.122135 -0.809230 65 6 0 -1.666213 -1.271651 0.801169 --------------------------------------------------------------------- 4 [Ir(ppy)2(44dabpy)] T1 optimized geometry in dichloromethane solution via state-specific solvation M06-2X/LANL2DZ/6-31G(d,p) Stoichiometry C32H26IrN6(1+) Framework group C1[X(C32H26IrN6)] Deg. of freedom 189 Full point group C1 NOp 1 RotChk: IX=1 Diff= 7.01D-15 Largest Abelian subgroup C1 NOp 1 Largest concise Abelian subgroup C1 NOp 1 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 -0.339672 -0.007992 0.018454 2 6 0 -2.121995 2.262632 -0.072035 3 6 0 -2.419116 0.889161 -2.027876 4 6 0 -3.078854 3.164403 -0.550534 5 6 0 -1.405978 2.443455 1.199067 6 6 0 -3.372159 1.787854 -2.503675 7 1 0 -2.177670 0.007473 -2.616063 8 6 0 -3.704257 2.926893 -1.767895 9 1 0 -3.339914 4.052001 0.017856 10 6 0 -1.599567 3.487668 2.106821 11 1 0 -3.861999 1.600197 -3.454622 12 1 0 -4.446379 3.623777 -2.142132 13 6 0 0.239891 1.524694 2.588363 14 6 0 -0.850661 3.533295 3.272948 15 1 0 -2.335411 4.254351 1.898677 16 6 0 0.089921 2.535684 3.523193 17 1 0 0.949574 0.715508 2.724040 18 1 0 -0.998823 4.339586 3.982999 19 1 0 0.694161 2.534393 4.421559 20 6 0 2.648184 0.661475 -0.416500 21 6 0 1.336963 2.180423 -1.568053 22 6 0 3.801638 1.328362 -0.790306 23 6 0 2.675851 -0.562729 0.438916 24 6 0 2.432454 2.897160 -1.996155 25 1 0 0.330944 2.481816 -1.846023 26 6 0 3.719103 2.476021 -1.604755 27 1 0 4.774442 0.988796 -0.457160 28 6 0 3.855679 -1.199540 0.782209 29 1 0 2.300159 3.773602 -2.619705 30 6 0 1.435289 -2.109617 1.629510 31 6 0 3.823565 -2.347500 1.599369 32 1 0 4.810762 -0.837315 0.422772 33 6 0 2.559466 -2.798066 2.029186 34 1 0 0.444685 -2.432202 1.938400 35 1 0 2.466569 -3.675393 2.658495 36 6 0 -2.016105 -2.361804 -0.011712 37 6 0 -2.398144 -0.998555 2.014133 38 6 0 -3.008877 -3.300140 0.454242 39 6 0 -1.301165 -2.486128 -1.197528 40 6 0 -3.340433 -1.928982 2.445287 41 1 0 -2.199642 -0.124010 2.628227 42 6 0 -3.636446 -3.081778 1.643305 43 1 0 -3.250921 -4.176979 -0.135937 44 6 0 -1.432750 -3.534941 -2.171571 45 1 0 -3.862801 -1.788272 3.384695 46 1 0 -4.379432 -3.789786 1.997118 47 6 0 0.394415 -1.492309 -2.524995 48 6 0 -0.651184 -3.543730 -3.290002 49 1 0 -2.165676 -4.315452 -2.003931 50 6 0 0.298897 -2.500961 -3.481592 51 1 0 1.097202 -0.673354 -2.646029 52 1 0 -0.750873 -4.332466 -4.026697 53 1 0 0.939818 -2.471541 -4.352974 54 7 0 1.423137 1.084492 -0.798302 55 7 0 4.829140 3.131588 -2.005131 56 1 0 4.754702 4.010064 -2.492301 57 1 0 5.732902 2.885140 -1.635112 58 7 0 4.961453 -2.973715 1.970579 59 1 0 5.843193 -2.715764 1.557193 60 1 0 4.920316 -3.861931 2.444273 61 7 0 1.473264 -1.015665 0.853993 62 7 0 -0.357580 -1.455348 -1.431627 63 7 0 -0.488046 1.480198 1.464034 64 6 0 -1.771202 1.105325 -0.806261 65 6 0 -1.706544 -1.160677 0.814327 --------------------------------------------------------------------- 5 [Ir(ppy)2(44dabpy)] radical cation optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C32H26IrN6(2+,2) Framework group C2[C2(Ir),X(C32H26N6)] Deg. of freedom 95 Full point group C2 NOp 2 RotChk: IX=0 Diff= 9.30D-16 Largest Abelian subgroup C2 NOp 2 Largest concise Abelian subgroup C2 NOp 2 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.000000 0.000000 0.385350 2 6 0 -1.997514 1.316777 2.009242 3 6 0 -2.053018 -1.094985 2.373843 4 6 0 -3.041354 1.476188 2.925012 5 6 0 -1.365128 2.428717 1.294661 6 6 0 -3.093529 -0.925574 3.281263 7 1 0 -1.683302 -2.094503 2.173648 8 6 0 -3.587352 0.358348 3.557884 9 1 0 -3.437867 2.459456 3.154047 10 6 0 -1.710211 3.779107 1.409092 11 1 0 -3.524376 -1.787859 3.780480 12 1 0 -4.399877 0.486078 4.265705 13 6 0 0.304706 2.973564 -0.268904 14 6 0 -1.024949 4.733898 0.665266 15 1 0 -2.508785 4.077809 2.076555 16 6 0 0.000000 4.326557 -0.189561 17 1 0 1.091315 2.603625 -0.913784 18 1 0 -1.287504 5.782774 0.751501 19 1 0 0.558885 5.036895 -0.786801 20 6 0 -0.742651 -0.006808 -2.618219 21 6 0 -2.682995 -0.085211 -1.335286 22 6 0 -1.490981 0.040675 -3.783920 23 6 0 0.742651 0.006808 -2.618219 24 6 0 -3.493519 -0.052764 -2.447719 25 1 0 -3.118222 -0.135934 -0.345123 26 6 0 -2.904204 0.016672 -3.731628 27 1 0 -1.003539 0.103735 -4.748549 28 6 0 1.490981 -0.040675 -3.783920 29 1 0 -4.570765 -0.077652 -2.329170 30 6 0 2.682995 0.085211 -1.335286 31 6 0 2.904204 -0.016672 -3.731628 32 1 0 1.003539 -0.103735 -4.748549 33 6 0 3.493519 0.052764 -2.447719 34 1 0 3.118222 0.135934 -0.345123 35 1 0 4.570765 0.077652 -2.329170 36 6 0 1.997514 -1.316777 2.009242 37 6 0 2.053018 1.094985 2.373843 38 6 0 3.041354 -1.476188 2.925012 39 6 0 1.365128 -2.428717 1.294661 40 6 0 3.093529 0.925574 3.281263 41 1 0 1.683302 2.094503 2.173648 42 6 0 3.587352 -0.358348 3.557884 43 1 0 3.437867 -2.459456 3.154047 44 6 0 1.710211 -3.779107 1.409092 45 1 0 3.524376 1.787859 3.780480 46 1 0 4.399877 -0.486078 4.265705 47 6 0 -0.304706 -2.973564 -0.268904 48 6 0 1.024949 -4.733898 0.665266 49 1 0 2.508785 -4.077809 2.076555 50 6 0 0.000000 -4.326557 -0.189561 51 1 0 -1.091315 -2.603625 -0.913784 52 1 0 1.287504 -5.782774 0.751501 53 1 0 -0.558885 -5.036895 -0.786801 54 7 0 -1.331957 -0.065469 -1.391492 55 7 0 -3.651129 0.056543 -4.853081 56 1 0 -4.658026 0.058280 -4.808269 57 1 0 -3.226531 0.119572 -5.764789 58 7 0 3.651129 -0.056543 -4.853081 59 1 0 3.226531 -0.119572 -5.764789 60 1 0 4.658026 -0.058280 -4.808269 61 7 0 1.331957 0.065469 -1.391492 62 7 0 0.356353 -2.051687 0.454620 63 7 0 -0.356353 2.051687 0.454620 64 6 0 -1.473161 0.015132 1.723686 65 6 0 1.473161 -0.015132 1.723686 --------------------------------------------------------------------- 6 [Ir(ppy)2(44dabpy)] radical anion optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C32H26IrN6(2) Framework group C2[C2(Ir),X(C32H26N6)] Deg. of freedom 95 Full point group C2 NOp 2 RotChk: IX=0 Diff= 4.13D-15 Largest Abelian subgroup C2 NOp 2 Largest concise Abelian subgroup C2 NOp 2 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.000000 0.000000 0.333163 2 6 0 -1.935044 1.347129 2.061502 3 6 0 -1.995968 -1.024718 2.483587 4 6 0 -2.953438 1.544479 3.010478 5 6 0 -1.322240 2.439570 1.302497 6 6 0 -3.007876 -0.828335 3.425932 7 1 0 -1.642246 -2.036049 2.300364 8 6 0 -3.491882 0.458489 3.693313 9 1 0 -3.330787 2.541783 3.219727 10 6 0 -1.640247 3.801097 1.416242 11 1 0 -3.423074 -1.681210 3.958186 12 1 0 -4.278481 0.610092 4.426658 13 6 0 0.279628 2.955097 -0.340189 14 6 0 -0.980456 4.741340 0.635806 15 1 0 -2.403887 4.115070 2.117731 16 6 0 0.000000 4.312166 -0.262690 17 1 0 1.027211 2.561227 -1.017010 18 1 0 -1.226456 5.794809 0.724920 19 1 0 0.539426 5.009114 -0.893725 20 6 0 -0.710941 -0.048791 -2.629014 21 6 0 -2.682930 -0.187224 -1.341962 22 6 0 -1.509912 -0.091861 -3.813412 23 6 0 0.710941 0.048791 -2.629014 24 6 0 -3.501873 -0.235845 -2.455515 25 1 0 -3.112060 -0.219217 -0.344949 26 6 0 -2.889858 -0.188635 -3.743083 27 1 0 -1.032235 -0.046359 -4.786100 28 6 0 1.509912 0.091861 -3.813412 29 1 0 -4.577964 -0.313473 -2.345973 30 6 0 2.682930 0.187224 -1.341962 31 6 0 2.889858 0.188635 -3.743083 32 1 0 1.032235 0.046359 -4.786100 33 6 0 3.501873 0.235845 -2.455515 34 1 0 3.112060 0.219217 -0.344949 35 1 0 4.577964 0.313473 -2.345973 36 6 0 1.935044 -1.347129 2.061502 37 6 0 1.995968 1.024718 2.483587 38 6 0 2.953438 -1.544479 3.010478 39 6 0 1.322240 -2.439570 1.302497 40 6 0 3.007876 0.828335 3.425932 41 1 0 1.642246 2.036049 2.300364 42 6 0 3.491882 -0.458489 3.693313 43 1 0 3.330787 -2.541783 3.219727 44 6 0 1.640247 -3.801097 1.416242 45 1 0 3.423074 1.681210 3.958186 46 1 0 4.278481 -0.610092 4.426658 47 6 0 -0.279628 -2.955097 -0.340189 48 6 0 0.980456 -4.741340 0.635806 49 1 0 2.403887 -4.115070 2.117731 50 6 0 0.000000 -4.312166 -0.262690 51 1 0 -1.027211 -2.561227 -1.017010 52 1 0 1.226456 -5.794809 0.724920 53 1 0 -0.539426 -5.009114 -0.893725 54 7 0 -1.343219 -0.104233 -1.386374 55 7 0 -3.680139 -0.298578 -4.882871 56 1 0 -4.630415 0.032394 -4.777133 57 1 0 -3.257659 0.044751 -5.735766 58 7 0 3.680139 0.298578 -4.882871 59 1 0 3.257659 -0.044751 -5.735766 60 1 0 4.630415 -0.032394 -4.777133 61 7 0 1.343219 0.104233 -1.386374 62 7 0 0.356102 -2.041132 0.419129 63 7 0 -0.356102 2.041132 0.419129 64 6 0 -1.430644 0.047851 1.769363 65 6 0 1.430644 -0.047851 1.769363 --------------------------------------------------------------------- 7 [Ir(ppy)2(44dmbpy)] S0 optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C34H28IrN4O2(1+) Framework group C2[C2(Ir),X(C34H28N4O2)] Deg. of freedom 101 Full point group C2 NOp 2 RotChk: IX=0 Diff= 5.51D-16 Largest Abelian subgroup C2 NOp 2 Largest concise Abelian subgroup C2 NOp 2 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.000000 0.000000 0.609570 2 6 0 -2.049132 1.132407 2.350346 3 6 0 -1.869484 -1.241950 2.738693 4 6 0 -3.085583 1.211020 3.296384 5 6 0 -1.545995 2.291600 1.610891 6 6 0 -2.899852 -1.160920 3.678900 7 1 0 -1.414095 -2.208710 2.545273 8 6 0 -3.512028 0.065709 3.960852 9 1 0 -3.563144 2.161136 3.517279 10 6 0 -1.989230 3.614163 1.754787 11 1 0 -3.226938 -2.058618 4.197581 12 1 0 -4.311967 0.126126 4.692405 13 6 0 0.000000 2.991645 -0.016532 14 6 0 -1.420063 4.628782 0.996872 15 1 0 -2.775598 3.840584 2.464381 16 6 0 -0.402883 4.314342 0.091830 17 1 0 0.786395 2.694274 -0.698417 18 1 0 -1.761971 5.652435 1.110279 19 1 0 0.072851 5.073234 -0.518207 20 6 0 -0.737728 -0.096753 -2.371398 21 6 0 -2.658345 -0.374141 -1.087898 22 6 0 -1.485077 -0.169210 -3.549674 23 6 0 0.737728 0.096753 -2.371398 24 6 0 -3.465069 -0.456855 -2.205364 25 1 0 -3.075948 -0.448924 -0.090692 26 6 0 -2.872106 -0.353375 -3.474678 27 1 0 -0.999010 -0.080499 -4.509755 28 6 0 1.485077 0.169210 -3.549674 29 1 0 -4.535276 -0.597815 -2.113468 30 6 0 2.658345 0.374141 -1.087898 31 6 0 2.872106 0.353375 -3.474678 32 1 0 0.999010 0.080499 -4.509755 33 6 0 3.465069 0.456855 -2.205364 34 1 0 3.075948 0.448924 -0.090692 35 1 0 4.535276 0.597815 -2.113468 36 6 0 2.049132 -1.132407 2.350346 37 6 0 1.869484 1.241950 2.738693 38 6 0 3.085583 -1.211020 3.296384 39 6 0 1.545995 -2.291600 1.610891 40 6 0 2.899852 1.160920 3.678900 41 1 0 1.414095 2.208710 2.545273 42 6 0 3.512028 -0.065709 3.960852 43 1 0 3.563144 -2.161136 3.517279 44 6 0 1.989230 -3.614163 1.754787 45 1 0 3.226938 2.058618 4.197581 46 1 0 4.311967 -0.126126 4.692405 47 6 0 0.000000 -2.991645 -0.016532 48 6 0 1.420063 -4.628782 0.996872 49 1 0 2.775598 -3.840584 2.464381 50 6 0 0.402883 -4.314342 0.091830 51 1 0 -0.786395 -2.694274 -0.698417 52 1 0 1.761971 -5.652435 1.110279 53 1 0 -0.072851 -5.073234 -0.518207 54 7 0 -1.321825 -0.201023 -1.152467 55 7 0 1.321825 0.201023 -1.152467 56 7 0 0.550763 -2.003992 0.717300 57 7 0 -0.550763 2.003992 0.717300 58 6 0 -1.418758 -0.105578 2.046504 59 6 0 1.418758 0.105578 2.046504 60 8 0 3.694404 0.439533 -4.530652 61 8 0 -3.694404 -0.439533 -4.530652 62 6 0 3.147552 0.344710 -5.853137 63 1 0 2.437357 1.155888 -6.042444 64 1 0 3.997179 0.438446 -6.527866 65 1 0 2.661636 -0.623784 -6.007685 66 6 0 -3.147552 -0.344710 -5.853137 67 1 0 -2.437357 -1.155888 -6.042444 68 1 0 -3.997179 -0.438446 -6.527866 69 1 0 -2.661636 0.623784 -6.007685 --------------------------------------------------------------------- 8 [Ir(ppy)2(44dmbpy)] T1 optimized geometry in dichloromethane solution via state-specific solvation B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C34H28IrN4O2(1+) Framework group C1[X(C34H28IrN4O2)] Deg. of freedom 201 Full point group C1 NOp 1 RotChk: IX=0 Diff= 1.02D-15 Largest Abelian subgroup C1 NOp 1 Largest concise Abelian subgroup C1 NOp 1 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.664991 -0.000016 -0.000059 2 6 0 2.283938 2.371863 -0.364646 3 6 0 2.672693 1.412972 1.840671 4 6 0 3.204770 3.386075 -0.083426 5 6 0 1.554774 2.264054 -1.632204 6 6 0 3.584602 2.427498 2.113871 7 1 0 2.476315 0.659429 2.595813 8 6 0 3.851563 3.413730 1.152506 9 1 0 3.426829 4.157281 -0.813402 10 6 0 1.649079 3.148880 -2.711737 11 1 0 4.093797 2.457894 3.072281 12 1 0 4.562201 4.204687 1.369072 13 6 0 -0.019754 0.973840 -2.809304 14 6 0 0.890039 2.927635 -3.855809 15 1 0 2.311405 4.003617 -2.653189 16 6 0 0.039264 1.822734 -3.907528 17 1 0 -0.660911 0.102032 -2.790182 18 1 0 0.960134 3.610093 -4.696147 19 1 0 -0.571305 1.614997 -4.778131 20 6 0 -2.317386 0.632983 0.324437 21 6 0 -1.031315 2.400359 1.221944 22 6 0 -3.506918 1.347791 0.667999 23 6 0 -2.317199 -0.633984 -0.323867 24 6 0 -2.142757 3.132788 1.570423 25 1 0 -0.040237 2.785229 1.432059 26 6 0 -3.422889 2.579855 1.281364 27 1 0 -4.468340 0.915648 0.432505 28 6 0 -3.506499 -1.349170 -0.667415 29 1 0 -2.055470 4.097037 2.053811 30 6 0 -1.030580 -2.401045 -1.221249 31 6 0 -3.422096 -2.581243 -1.280708 32 1 0 -4.468050 -0.917288 -0.431960 33 6 0 -2.141791 -3.133821 -1.569695 34 1 0 -0.039376 -2.785637 -1.431285 35 1 0 -2.054221 -4.098095 -2.052981 36 6 0 2.285757 -2.370730 0.364143 37 6 0 2.673047 -1.411631 -1.841359 38 6 0 3.207198 -3.384297 0.082628 39 6 0 1.556960 -2.263355 1.631935 40 6 0 3.585576 -2.425515 -2.114843 41 1 0 2.475874 -0.658260 -2.596461 42 6 0 3.853572 -3.411530 -1.153538 43 1 0 3.430055 -4.155328 0.812546 44 6 0 1.652286 -3.147987 2.711534 45 1 0 4.094454 -2.455584 -3.073432 46 1 0 4.564698 -4.201986 -1.370327 47 6 0 -0.018168 -0.974205 2.809403 48 6 0 0.893455 -2.927190 3.855832 49 1 0 2.315239 -4.002229 2.652858 50 6 0 0.041853 -1.822934 3.907701 51 1 0 -0.660007 -0.102896 2.790379 52 1 0 0.964347 -3.609500 4.696223 53 1 0 -0.568597 -1.615568 4.778476 54 7 0 -1.078264 1.188103 0.629198 55 7 0 -1.077909 -1.188735 -0.628603 56 7 0 0.721876 -1.185904 1.706656 57 7 0 0.720475 1.185990 -1.706770 58 6 0 2.006935 1.349807 0.598494 59 6 0 2.007654 -1.348900 -0.598947 60 8 0 -4.478415 -3.347587 -1.648049 61 8 0 -4.479438 3.345869 1.648733 62 6 0 -5.792782 -2.857063 -1.387650 63 1 0 -5.975656 -1.913324 -1.914106 64 1 0 -6.477072 -3.619521 -1.759852 65 1 0 -5.956423 -2.711835 -0.313728 66 6 0 -5.793665 2.855008 1.388267 67 1 0 -5.976302 1.911189 1.914662 68 1 0 -6.478173 3.617259 1.760495 69 1 0 -5.957234 2.709800 0.314332 --------------------------------------------------------------------- 9 [Ir(ppy)2(44dmbpy)] T1 optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C34H28IrN4O2(1+,3) Framework group C1[X(C34H28IrN4O2)] Deg. of freedom 201 Full point group C1 NOp 1 RotChk: IX=0 Diff= 1.05D-15 Largest Abelian subgroup C1 NOp 1 Largest concise Abelian subgroup C1 NOp 1 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.661538 -0.000003 -0.000015 2 6 0 2.283633 2.369172 -0.380262 3 6 0 2.662104 1.433477 1.837011 4 6 0 3.210788 3.380496 -0.108829 5 6 0 1.554787 2.253002 -1.647285 6 6 0 3.580646 2.445134 2.100261 7 1 0 2.458864 0.690316 2.600800 8 6 0 3.856077 3.417978 1.127907 9 1 0 3.439327 4.141688 -0.847448 10 6 0 1.648903 3.130209 -2.732850 11 1 0 4.088113 2.483163 3.059441 12 1 0 4.571759 4.206794 1.336423 13 6 0 -0.022024 0.955934 -2.815176 14 6 0 0.888815 2.901936 -3.875117 15 1 0 2.311383 3.985252 -2.680274 16 6 0 0.036898 1.797638 -3.919016 17 1 0 -0.663861 0.084672 -2.789443 18 1 0 0.958881 3.578936 -4.719885 19 1 0 -0.574819 1.584864 -4.787625 20 6 0 -2.317429 0.633142 0.322609 21 6 0 -1.023801 2.401460 1.213962 22 6 0 -3.505097 1.351506 0.668342 23 6 0 -2.317387 -0.633378 -0.322482 24 6 0 -2.133942 3.135031 1.563266 25 1 0 -0.031121 2.784608 1.420175 26 6 0 -3.416822 2.584000 1.279354 27 1 0 -4.467813 0.919681 0.436358 28 6 0 -3.505002 -1.351830 -0.668214 29 1 0 -2.043551 4.100556 2.044409 30 6 0 -1.023628 -2.401644 -1.213763 31 6 0 -3.416636 -2.584342 -1.279177 32 1 0 -4.467750 -0.920061 -0.436261 33 6 0 -2.133715 -3.135305 -1.563044 34 1 0 -0.030918 -2.784731 -1.419948 35 1 0 -2.043256 -4.100848 -2.044139 36 6 0 2.284081 -2.368888 0.380129 37 6 0 2.662182 -1.433159 -1.837194 38 6 0 3.211388 -3.380053 0.108626 39 6 0 1.555328 -2.252825 1.647214 40 6 0 3.580876 -2.444658 -2.100514 41 1 0 2.458743 -0.690044 -2.600975 42 6 0 3.856569 -3.417439 -1.128170 43 1 0 3.440129 -4.141194 0.847234 44 6 0 1.649705 -3.129984 2.732796 45 1 0 4.088260 -2.482613 -3.059741 46 1 0 4.572373 -4.206130 -1.336740 47 6 0 -0.021634 -0.956028 2.815202 48 6 0 0.889670 -2.901825 3.875121 49 1 0 2.312345 -3.984900 2.680187 50 6 0 0.037543 -1.797690 3.919060 51 1 0 -0.663642 -0.084891 2.789495 52 1 0 0.959939 -3.578787 4.719903 53 1 0 -0.574144 -1.585012 4.787714 54 7 0 -1.075347 1.186249 0.623382 55 7 0 -1.075267 -1.186407 -0.623240 56 7 0 0.719919 -1.174865 1.714749 57 7 0 0.719575 1.174886 -1.714777 58 6 0 2.000040 1.359391 0.593538 59 6 0 2.000214 -1.359170 -0.593661 60 8 0 -4.470045 -3.353688 -1.649165 61 8 0 -4.470287 3.353264 1.649354 62 6 0 -5.786141 -2.864748 -1.394890 63 1 0 -5.968281 -1.922273 -1.924004 64 1 0 -6.467958 -3.629032 -1.768032 65 1 0 -5.953944 -2.717332 -0.321865 66 6 0 -5.786350 2.864253 1.395042 67 1 0 -5.968440 1.921748 1.924120 68 1 0 -6.468220 3.628481 1.768202 69 1 0 -5.954128 2.716865 0.322009 --------------------------------------------------------------------- 10 [Ir(ppy)2(44dmbpy)] T1 optimized geometry in dichloromethane solution via state-specific solvation M06-2X/LANL2DZ/6-31G(d,p) Stoichiometry C34H28IrN4O2(1+) Framework group C1[X(C34H28IrN4O2)] Deg. of freedom 201 Full point group C1 NOp 1 RotChk: IX=3 Diff= 1.04D-15 Largest Abelian subgroup C1 NOp 1 Largest concise Abelian subgroup C1 NOp 1 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.615599 -0.000001 -0.000002 2 6 0 2.352356 2.285875 -0.333457 3 6 0 2.723446 1.271447 1.815638 4 6 0 3.297827 3.274892 -0.039984 5 6 0 1.613578 2.226716 -1.601787 6 6 0 3.664868 2.256616 2.108800 7 1 0 2.519543 0.499342 2.553315 8 6 0 3.954339 3.261207 1.183771 9 1 0 3.526072 4.056960 -0.757827 10 6 0 1.773135 3.096357 -2.683734 11 1 0 4.179672 2.241694 3.065004 12 1 0 4.687683 4.025814 1.416005 13 6 0 -0.017817 1.035923 -2.787391 14 6 0 1.015833 2.915942 -3.830673 15 1 0 2.491968 3.903994 -2.624003 16 6 0 0.100675 1.866164 -3.888993 17 1 0 -0.705671 0.197348 -2.773411 18 1 0 1.138687 3.585798 -4.674654 19 1 0 -0.507904 1.688375 -4.766559 20 6 0 -2.380689 0.610190 0.337111 21 6 0 -1.076033 2.356369 1.220496 22 6 0 -3.590827 1.306690 0.717289 23 6 0 -2.380696 -0.610150 -0.337136 24 6 0 -2.217004 3.091824 1.582998 25 1 0 -0.083074 2.751344 1.420390 26 6 0 -3.503359 2.530766 1.327762 27 1 0 -4.550296 0.855199 0.514628 28 6 0 -3.590841 -1.306639 -0.717308 29 1 0 -2.131694 4.059487 2.059830 30 6 0 -1.076059 -2.356334 -1.220535 31 6 0 -3.503387 -2.530713 -1.327789 32 1 0 -4.550305 -0.855141 -0.514638 33 6 0 -2.217038 -3.091777 -1.583037 34 1 0 -0.083105 -2.751318 -1.420435 35 1 0 -2.131737 -4.059438 -2.059877 36 6 0 2.352297 -2.285916 0.333485 37 6 0 2.723452 -1.271496 -1.815602 38 6 0 3.297749 -3.274957 0.040029 39 6 0 1.613496 -2.226740 1.601801 40 6 0 3.664855 -2.256688 -2.108747 41 1 0 2.519582 -0.499385 -2.553281 42 6 0 3.954284 -3.261287 -1.183714 43 1 0 3.525960 -4.057031 0.757875 44 6 0 1.773013 -3.096385 2.683752 45 1 0 4.179678 -2.241777 -3.064942 46 1 0 4.687612 -4.025912 -1.415935 47 6 0 -0.017892 -1.035909 2.787377 48 6 0 1.015695 -2.915952 3.830677 49 1 0 2.491828 -3.904039 2.624034 50 6 0 0.100560 -1.866153 3.888981 51 1 0 -0.705727 -0.197318 2.773385 52 1 0 1.138517 -3.585811 4.674660 53 1 0 -0.508030 -1.688350 4.766536 54 7 0 -1.122930 1.174891 0.644003 55 7 0 -1.122943 -1.174861 -0.644034 56 7 0 0.716293 -1.210904 1.678923 57 7 0 0.716352 1.210900 -1.678924 58 6 0 2.040574 1.263428 0.593389 59 6 0 2.040556 -1.263461 -0.593366 60 8 0 -4.537850 -3.283084 -1.727492 61 8 0 -4.537815 3.283142 1.727467 62 6 0 -5.845681 -2.773979 -1.500930 63 1 0 -5.990622 -1.829340 -2.034765 64 1 0 -6.532007 -3.524254 -1.887078 65 1 0 -6.022521 -2.625199 -0.431001 66 6 0 -5.845644 2.774031 1.500914 67 1 0 -5.990578 1.829395 2.034755 68 1 0 -6.531972 3.524306 1.887059 69 1 0 -6.022487 2.625242 0.430985 --------------------------------------------------------------------- 11 [Ir(ppy)2(44dmbpy)] radical cation optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C34H28IrN4O2(2+,2) Framework group C2[C2(Ir),X(C34H28N4O2)] Deg. of freedom 101 Full point group C2 NOp 2 RotChk: IX=0 Diff= 2.48D-15 Largest Abelian subgroup C2 NOp 2 Largest concise Abelian subgroup C2 NOp 2 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.000000 0.000000 0.663869 2 6 0 -2.122925 1.098016 2.290174 3 6 0 -1.931141 -1.310382 2.637385 4 6 0 -3.184558 1.141066 3.197898 5 6 0 -1.604540 2.274115 1.587432 6 6 0 -2.989736 -1.256127 3.537763 7 1 0 -1.459630 -2.264739 2.432550 8 6 0 -3.616054 -0.032230 3.818904 9 1 0 -3.683742 2.075807 3.429131 10 6 0 -2.079153 3.582887 1.719003 11 1 0 -3.332575 -2.162084 4.027506 12 1 0 -4.443020 0.005175 4.520432 13 6 0 0.000000 2.997702 0.029204 14 6 0 -1.491794 4.609050 0.986547 15 1 0 -2.900270 3.794174 2.392395 16 6 0 -0.434276 4.313620 0.125619 17 1 0 0.817483 2.716792 -0.622106 18 1 0 -1.854518 5.626310 1.086578 19 1 0 0.052193 5.081749 -0.463417 20 6 0 -0.735347 -0.104252 -2.342033 21 6 0 -2.655600 -0.401258 -1.057915 22 6 0 -1.480025 -0.187899 -3.518092 23 6 0 0.735347 0.104252 -2.342033 24 6 0 -3.458151 -0.496140 -2.174877 25 1 0 -3.080814 -0.482491 -0.065608 26 6 0 -2.866663 -0.388084 -3.445474 27 1 0 -0.993800 -0.096304 -4.477498 28 6 0 1.480025 0.187899 -3.518092 29 1 0 -4.526023 -0.651258 -2.081250 30 6 0 2.655600 0.401258 -1.057915 31 6 0 2.866663 0.388084 -3.445474 32 1 0 0.993800 0.096304 -4.477498 33 6 0 3.458151 0.496140 -2.174877 34 1 0 3.080814 0.482491 -0.065608 35 1 0 4.526023 0.651258 -2.081250 36 6 0 2.122925 -1.098016 2.290174 37 6 0 1.931141 1.310382 2.637385 38 6 0 3.184558 -1.141066 3.197898 39 6 0 1.604540 -2.274115 1.587432 40 6 0 2.989736 1.256127 3.537763 41 1 0 1.459630 2.264739 2.432550 42 6 0 3.616054 0.032230 3.818904 43 1 0 3.683742 -2.075807 3.429131 44 6 0 2.079153 -3.582887 1.719003 45 1 0 3.332575 2.162084 4.027506 46 1 0 4.443020 -0.005175 4.520432 47 6 0 0.000000 -2.997702 0.029204 48 6 0 1.491794 -4.609050 0.986547 49 1 0 2.900270 -3.794174 2.392395 50 6 0 0.434276 -4.313620 0.125619 51 1 0 -0.817483 -2.716792 -0.622106 52 1 0 1.854518 -5.626310 1.086578 53 1 0 -0.052193 -5.081749 -0.463417 54 7 0 -1.318480 -0.210615 -1.122490 55 7 0 1.318480 0.210615 -1.122490 56 7 0 0.565839 -2.006395 0.741610 57 7 0 -0.565839 2.006395 0.741610 58 6 0 -1.465879 -0.140823 1.999469 59 6 0 1.465879 0.140823 1.999469 60 8 0 3.683048 0.485916 -4.497317 61 8 0 -3.683048 -0.485916 -4.497317 62 6 0 3.141026 0.391800 -5.825174 63 1 0 2.426006 1.198808 -6.010889 64 1 0 3.993528 0.495885 -6.494038 65 1 0 2.665568 -0.580714 -5.983053 66 6 0 -3.141026 -0.391800 -5.825174 67 1 0 -2.426006 -1.198808 -6.010889 68 1 0 -3.993528 -0.495885 -6.494038 69 1 0 -2.665568 0.580714 -5.983053 --------------------------------------------------------------------- 12 [Ir(ppy)2(44dmbpy)] radical anion optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C34H28IrN4O2(2) Framework group C2[C2(Ir),X(C34H28N4O2)] Deg. of freedom 101 Full point group C2 NOp 2 RotChk: IX=0 Diff= 7.00D-16 Largest Abelian subgroup C2 NOp 2 Largest concise Abelian subgroup C2 NOp 2 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.000000 0.000000 0.613261 2 6 0 -1.935302 1.343990 2.342845 3 6 0 -1.993930 -1.028761 2.761460 4 6 0 -2.954274 1.538922 3.291623 5 6 0 -1.323040 2.438075 1.585839 6 6 0 -3.006446 -0.834545 3.703673 7 1 0 -1.639087 -2.039391 2.577148 8 6 0 -3.491763 0.451340 3.972609 9 1 0 -3.332738 2.535466 3.502120 10 6 0 -1.641893 3.799089 1.702216 11 1 0 -3.420924 -1.688567 4.234526 12 1 0 -4.278839 0.601079 4.705763 13 6 0 0.279975 2.958135 -0.054098 14 6 0 -0.981851 4.741372 0.924541 15 1 0 -2.406282 4.111137 2.403686 16 6 0 0.000000 4.314828 0.026343 17 1 0 1.029017 2.567229 -0.730987 18 1 0 -1.228529 5.794466 1.015714 19 1 0 0.540250 5.013523 -0.601998 20 6 0 -0.710912 -0.048382 -2.348980 21 6 0 -2.685092 -0.178888 -1.061597 22 6 0 -1.505488 -0.099395 -3.540638 23 6 0 0.710912 0.048382 -2.348980 24 6 0 -3.501923 -0.225493 -2.174767 25 1 0 -3.112586 -0.209194 -0.064262 26 6 0 -2.879104 -0.186177 -3.452894 27 1 0 -1.017187 -0.066476 -4.504141 28 6 0 1.505488 0.099395 -3.540638 29 1 0 -4.579170 -0.290543 -2.087173 30 6 0 2.685092 0.178888 -1.061597 31 6 0 2.879104 0.186177 -3.452894 32 1 0 1.017187 0.066476 -4.504141 33 6 0 3.501923 0.225493 -2.174767 34 1 0 3.112586 0.209194 -0.064262 35 1 0 4.579170 0.290543 -2.087173 36 6 0 1.935302 -1.343990 2.342845 37 6 0 1.993930 1.028761 2.761460 38 6 0 2.954274 -1.538922 3.291623 39 6 0 1.323040 -2.438075 1.585839 40 6 0 3.006446 0.834545 3.703673 41 1 0 1.639087 2.039391 2.577148 42 6 0 3.491763 -0.451340 3.972609 43 1 0 3.332738 -2.535466 3.502120 44 6 0 1.641893 -3.799089 1.702216 45 1 0 3.420924 1.688567 4.234526 46 1 0 4.278839 -0.601079 4.705763 47 6 0 -0.279975 -2.958135 -0.054098 48 6 0 0.981851 -4.741372 0.924541 49 1 0 2.406282 -4.111137 2.403686 50 6 0 0.000000 -4.314828 0.026343 51 1 0 -1.029017 -2.567229 -0.730987 52 1 0 1.228529 -5.794466 1.015714 53 1 0 -0.540250 -5.013523 -0.601998 54 7 0 -1.343251 -0.100418 -1.109488 55 7 0 1.343251 0.100418 -1.109488 56 7 0 0.356535 -2.041975 0.701906 57 7 0 -0.356535 2.041975 0.701906 58 6 0 -1.429896 0.045658 2.049486 59 6 0 1.429896 -0.045658 2.049486 60 8 0 3.730261 0.239750 -4.514369 61 8 0 -3.730261 -0.239750 -4.514369 62 6 0 3.173350 0.202351 -5.824742 63 1 0 2.507177 1.055519 -6.000092 64 1 0 4.017220 0.254106 -6.513616 65 1 0 2.619248 -0.728102 -5.996728 66 6 0 -3.173350 -0.202351 -5.824742 67 1 0 -2.507177 -1.055519 -6.000092 68 1 0 -4.017220 -0.254106 -6.513616 69 1 0 -2.619248 0.728102 -5.996728 --------------------------------------------------------------------- 13 [Ir(ppy)2(44dfbpy)] S0 optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C32H22F2IrN4(1+) Framework group C2[C2(Ir),X(C32H22F2N4)] Deg. of freedom 89 Full point group C2 NOp 2 RotChk: IX=0 Diff= 6.83D-15 Largest Abelian subgroup C2 NOp 2 Largest concise Abelian subgroup C2 NOp 2 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.000000 0.000000 0.318157 2 6 0 -1.933763 1.317583 2.058491 3 6 0 -1.973982 -1.064260 2.445262 4 6 0 -2.957373 1.490940 3.005794 5 6 0 -1.325872 2.425527 1.319005 6 6 0 -2.991750 -0.888560 3.386491 7 1 0 -1.609581 -2.068558 2.251419 8 6 0 -3.487108 0.389209 3.669714 9 1 0 -3.344194 2.480958 3.228532 10 6 0 -1.646847 3.782949 1.460876 11 1 0 -3.399794 -1.752426 3.905036 12 1 0 -4.277073 0.522888 4.402292 13 6 0 0.280698 2.979783 -0.306589 14 6 0 -0.986048 4.740339 0.702772 15 1 0 -2.410944 4.081058 2.168222 16 6 0 0.000000 4.333728 -0.200015 17 1 0 1.038078 2.611917 -0.987085 18 1 0 -1.233564 5.790962 0.814231 19 1 0 0.543794 5.045468 -0.809852 20 6 0 -0.742025 -0.006181 -2.663450 21 6 0 -2.685158 -0.075034 -1.374442 22 6 0 -1.493623 0.037474 -3.839372 23 6 0 0.742025 0.006181 -2.663450 24 6 0 -3.504312 -0.041007 -2.495468 25 1 0 -3.105780 -0.117023 -0.376741 26 6 0 -2.877838 0.017684 -3.733813 27 1 0 -1.038744 0.092692 -4.819214 28 6 0 1.493623 -0.037474 -3.839372 29 1 0 -4.583505 -0.055705 -2.408511 30 6 0 2.685158 0.075034 -1.374442 31 6 0 2.877838 -0.017684 -3.733813 32 1 0 1.038744 -0.092692 -4.819214 33 6 0 3.504312 0.041007 -2.495468 34 1 0 3.105780 0.117023 -0.376741 35 1 0 4.583505 0.055705 -2.408511 36 6 0 1.933763 -1.317583 2.058491 37 6 0 1.973982 1.064260 2.445262 38 6 0 2.957373 -1.490940 3.005794 39 6 0 1.325872 -2.425527 1.319005 40 6 0 2.991750 0.888560 3.386491 41 1 0 1.609581 2.068558 2.251419 42 6 0 3.487108 -0.389209 3.669714 43 1 0 3.344194 -2.480958 3.228532 44 6 0 1.646847 -3.782949 1.460876 45 1 0 3.399794 1.752426 3.905036 46 1 0 4.277073 -0.522888 4.402292 47 6 0 -0.280698 -2.979783 -0.306589 48 6 0 0.986048 -4.740339 0.702772 49 1 0 2.410944 -4.081058 2.168222 50 6 0 0.000000 -4.333728 -0.200015 51 1 0 -1.038078 -2.611917 -0.987085 52 1 0 1.233564 -5.790962 0.814231 53 1 0 -0.543794 -5.045468 -0.809852 54 7 0 -1.342407 -0.059887 -1.446421 55 7 0 1.342407 0.059887 -1.446421 56 7 0 0.360043 -2.047660 0.426976 57 7 0 -0.360043 2.047660 0.426976 58 6 0 -1.421700 0.026624 1.754584 59 6 0 1.421700 -0.026624 1.754584 60 9 0 -3.613071 0.058730 -4.846700 61 9 0 3.613071 -0.058730 -4.846700 --------------------------------------------------------------------- 14 [Ir(ppy)2(44dfbpy)] T1 optimized geometry in dichloromethane solution via state-specific solvation B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C32H22F2IrN4(1+) Framework group C1[X(C32H22F2IrN4)] Deg. of freedom 177 Full point group C1 NOp 1 RotChk: IX=0 Diff= 4.86D-15 Largest Abelian subgroup C1 NOp 1 Largest concise Abelian subgroup C1 NOp 1 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.376057 0.000086 -0.000001 2 6 0 1.999281 2.394807 -0.053642 3 6 0 2.375210 1.159358 2.013157 4 6 0 2.921521 3.361200 0.359004 5 6 0 1.273272 2.454089 -1.325758 6 6 0 3.288362 2.127605 2.417534 7 1 0 2.173777 0.316062 2.664789 8 6 0 3.562968 3.227634 1.590984 9 1 0 3.149020 4.218847 -0.264996 10 6 0 1.374120 3.470745 -2.281090 11 1 0 3.793079 2.033508 3.374076 12 1 0 4.275247 3.981566 1.909824 13 6 0 -0.302706 1.333828 -2.663095 14 6 0 0.617299 3.402947 -3.445897 15 1 0 2.039329 4.308081 -2.110685 16 6 0 -0.237334 2.317589 -3.642081 17 1 0 -0.947429 0.470156 -2.761403 18 1 0 0.692400 4.188305 -4.190446 19 1 0 -0.846340 2.226962 -4.533560 20 6 0 -2.612107 0.586541 0.400372 21 6 0 -1.322948 2.225551 1.523412 22 6 0 -3.799518 1.253216 0.829201 23 6 0 -2.611848 -0.588105 -0.399918 24 6 0 -2.436349 2.914321 1.964840 25 1 0 -0.330994 2.576742 1.781633 26 6 0 -3.688570 2.383911 1.589069 27 1 0 -4.781214 0.887600 0.559348 28 6 0 -3.798970 -1.255338 -0.828696 29 1 0 -2.354098 3.808550 2.567318 30 6 0 -1.321966 -2.226649 -1.522806 31 6 0 -3.687517 -2.386068 -1.588437 32 1 0 -4.780831 -0.890122 -0.558906 33 6 0 -2.435065 -2.915984 -1.964130 34 1 0 -0.329863 -2.577439 -1.780993 35 1 0 -2.352412 -3.810253 -2.566492 36 6 0 2.000953 -2.393512 0.053176 37 6 0 2.375181 -1.158012 -2.013897 38 6 0 2.923776 -3.359254 -0.359705 39 6 0 1.275410 -2.453242 1.325545 40 6 0 3.288903 -2.125617 -2.418517 41 1 0 2.172842 -0.314939 -2.665539 42 6 0 3.564662 -3.225337 -1.591937 43 1 0 3.152177 -4.216657 0.264303 44 6 0 1.377292 -3.469794 2.280885 45 1 0 3.793179 -2.031262 -3.375266 46 1 0 4.277397 -3.978762 -1.910954 47 6 0 -0.300958 -1.334071 2.663339 48 6 0 0.620785 -3.402497 3.445923 49 1 0 2.043045 -4.306659 2.110302 50 6 0 -0.234578 -2.317752 3.642337 51 1 0 -0.946269 -0.470853 2.761818 52 1 0 0.696687 -4.187771 4.190480 53 1 0 -0.843375 -2.227542 4.534000 54 7 0 -1.375286 1.103981 0.778757 55 7 0 -1.374804 -1.105005 -0.778307 56 7 0 0.436312 -1.397666 1.540368 57 7 0 0.434865 1.397906 -1.540347 58 6 0 1.716164 1.258291 0.769452 59 6 0 1.716710 -1.257289 -0.769917 60 9 0 -4.802775 3.022513 1.996682 61 9 0 -4.801444 -3.025175 -1.996025 --------------------------------------------------------------------- 15 [Ir(ppy)2(44dfbpy)] T1 optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C32H22F2IrN4(1+,3) Framework group C1[X(C32H22F2IrN4)] Deg. of freedom 177 Full point group C1 NOp 1 RotChk: IX=0 Diff= 2.48D-15 Largest Abelian subgroup C1 NOp 1 Largest concise Abelian subgroup C1 NOp 1 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.372451 0.000047 0.000003 2 6 0 1.997544 2.395378 -0.064541 3 6 0 2.364648 1.177418 2.014271 4 6 0 2.924479 3.360753 0.340439 5 6 0 1.272779 2.447710 -1.337650 6 6 0 3.282775 2.144681 2.410898 7 1 0 2.157589 0.341657 2.674062 8 6 0 3.564232 3.235197 1.574391 9 1 0 3.157272 4.211317 -0.291447 10 6 0 1.373423 3.459059 -2.298463 11 1 0 3.785653 2.056672 3.369104 12 1 0 4.280158 3.988554 1.886980 13 6 0 -0.305164 1.321241 -2.668692 14 6 0 0.615750 3.385569 -3.462612 15 1 0 2.038608 4.297355 -2.132607 16 6 0 -0.240078 2.300071 -3.652645 17 1 0 -0.950774 0.457471 -2.761045 18 1 0 0.690840 4.167173 -4.211130 19 1 0 -0.850304 2.205525 -4.542907 20 6 0 -2.610460 0.585504 0.400300 21 6 0 -1.313230 2.224315 1.520219 22 6 0 -3.795871 1.254441 0.834232 23 6 0 -2.610287 -0.586481 -0.400038 24 6 0 -2.425132 2.913165 1.964186 25 1 0 -0.319612 2.573685 1.775002 26 6 0 -3.680469 2.384699 1.593252 27 1 0 -4.778796 0.888849 0.567739 28 6 0 -3.795503 -1.255773 -0.833956 29 1 0 -2.339596 3.807870 2.566279 30 6 0 -1.312580 -2.224969 -1.519874 31 6 0 -3.679773 -2.386035 -1.592919 32 1 0 -4.778533 -0.890443 -0.567490 33 6 0 -2.424281 -2.914168 -1.963802 34 1 0 -0.318862 -2.574077 -1.774627 35 1 0 -2.338482 -3.808890 -2.565835 36 6 0 1.998588 -2.394583 0.064276 37 6 0 2.364744 -1.176518 -2.014643 38 6 0 2.925883 -3.359551 -0.340852 39 6 0 1.274078 -2.447209 1.337519 40 6 0 3.283230 -2.143380 -2.411418 41 1 0 2.157168 -0.340874 -2.674421 42 6 0 3.565343 -3.233740 -1.574930 43 1 0 3.159186 -4.209990 0.291014 44 6 0 1.375321 -3.458507 2.298323 45 1 0 3.785882 -2.055177 -3.369726 46 1 0 4.281552 -3.986782 -1.887634 47 6 0 -0.304109 -1.321399 2.668832 48 6 0 0.617824 -3.385330 3.462606 49 1 0 2.040830 -4.296523 2.132354 50 6 0 -0.238431 -2.300193 3.652782 51 1 0 -0.950062 -0.457897 2.761298 52 1 0 0.693377 -4.166895 4.211116 53 1 0 -0.848537 -2.205899 4.543153 54 7 0 -1.370171 1.100851 0.775015 55 7 0 -1.369846 -1.101474 -0.774741 56 7 0 0.434834 -1.390571 1.547222 57 7 0 0.433954 1.390712 -1.547217 58 6 0 1.709217 1.267450 0.768119 59 6 0 1.709604 -1.266806 -0.768357 60 9 0 -4.791511 3.026072 2.006020 61 9 0 -4.790628 -3.027736 -2.005679 --------------------------------------------------------------------- 16 [Ir(ppy)2(44dfbpy)] T1 optimized geometry in dichloromethane solution via state-specific solvation M06-2X/LANL2DZ/6-31G(d,p) Stoichiometry C32H22F2IrN4(1+) Framework group C1[X(C32H22F2IrN4)] Deg. of freedom 177 Full point group C1 NOp 1 RotChk: IX=0 Diff= 3.37D-15 Largest Abelian subgroup C1 NOp 1 Largest concise Abelian subgroup C1 NOp 1 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.388056 0.000039 0.000007 2 6 0 1.964589 2.389808 -0.063354 3 6 0 2.313851 1.179600 2.017452 4 6 0 2.847705 3.380336 0.360006 5 6 0 1.260397 2.421754 -1.351852 6 6 0 3.190195 2.171548 2.433822 7 1 0 2.113309 0.333575 2.667598 8 6 0 3.456655 3.270040 1.607440 9 1 0 3.067166 4.239401 -0.264650 10 6 0 1.367052 3.419824 -2.318520 11 1 0 3.672796 2.098805 3.402479 12 1 0 4.139725 4.043527 1.940373 13 6 0 -0.281926 1.260665 -2.678898 14 6 0 0.626138 3.317657 -3.488787 15 1 0 2.022515 4.266093 -2.155821 16 6 0 -0.214541 2.224241 -3.675143 17 1 0 -0.915093 0.384025 -2.760841 18 1 0 0.703025 4.087373 -4.248420 19 1 0 -0.810546 2.111518 -4.571736 20 6 0 -2.575047 0.596364 0.383111 21 6 0 -1.283180 2.275973 1.425832 22 6 0 -3.762303 1.277337 0.786643 23 6 0 -2.574971 -0.596803 -0.382938 24 6 0 -2.387944 2.983543 1.832738 25 1 0 -0.286869 2.632541 1.666121 26 6 0 -3.644393 2.435748 1.489162 27 1 0 -4.746100 0.902661 0.538157 28 6 0 -3.762142 -1.277940 -0.786442 29 1 0 -2.306870 3.902336 2.395910 30 6 0 -1.282895 -2.276251 -1.425650 31 6 0 -3.644087 -2.436350 -1.488940 32 1 0 -4.745984 -0.903390 -0.537949 33 6 0 -2.387569 -2.983983 -1.832520 34 1 0 -0.286542 -2.632694 -1.665951 35 1 0 -2.306379 -3.902780 -2.395669 36 6 0 1.964972 -2.389485 0.063174 37 6 0 2.313707 -1.179281 -2.017722 38 6 0 2.848178 -3.379885 -0.360301 39 6 0 1.260973 -2.421520 1.351775 40 6 0 3.190140 -2.171105 -2.434207 41 1 0 2.112926 -0.333305 -2.667859 42 6 0 3.456909 -3.269530 -1.607837 43 1 0 3.067876 -4.238898 0.264344 44 6 0 1.367927 -3.419553 2.318448 45 1 0 3.672570 -2.098314 -3.402946 46 1 0 4.140045 -4.042919 -1.940859 47 6 0 -0.281356 -1.260657 2.679016 48 6 0 0.627163 -3.317482 3.488818 49 1 0 2.023505 -4.265718 2.155673 50 6 0 -0.213671 -2.224201 3.675270 51 1 0 -0.914658 -0.384122 2.761028 52 1 0 0.704286 -4.087169 4.248457 53 1 0 -0.809569 -2.111560 4.571945 54 7 0 -1.344138 1.116198 0.740988 55 7 0 -1.343994 -1.116470 -0.740830 56 7 0 0.442962 -1.360028 1.558385 57 7 0 0.442532 1.360132 -1.558368 58 6 0 1.689060 1.258650 0.758898 59 6 0 1.689143 -1.258391 -0.759063 60 9 0 -4.744938 3.093860 1.875043 61 9 0 -4.744548 -3.094615 -1.874796 --------------------------------------------------------------------- 17 [Ir(ppy)2(44dfbpy)] radical cation optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C32H22F2IrN4(2+,2) Framework group C2[C2(Ir),X(C32H22F2N4)] Deg. of freedom 89 Full point group C2 NOp 2 RotChk: IX=0 Diff= 2.24D-15 Largest Abelian subgroup C2 NOp 2 Largest concise Abelian subgroup C2 NOp 2 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.000000 0.000000 0.376284 2 6 0 -1.992405 1.313465 2.005246 3 6 0 -2.038713 -1.101805 2.365528 4 6 0 -3.037501 1.466559 2.920024 5 6 0 -1.363110 2.428068 1.293379 6 6 0 -3.080586 -0.937110 3.271602 7 1 0 -1.664420 -2.099247 2.165559 8 6 0 -3.579376 0.344965 3.550078 9 1 0 -3.438200 2.447589 3.150479 10 6 0 -1.708647 3.777561 1.413977 11 1 0 -3.508437 -1.801715 3.769010 12 1 0 -4.392749 0.468107 4.257558 13 6 0 0.305013 2.980212 -0.269587 14 6 0 -1.024535 4.735777 0.673332 15 1 0 -2.506161 4.073291 2.083910 16 6 0 0.000000 4.332655 -0.183907 17 1 0 1.093242 2.617181 -0.916371 18 1 0 -1.287407 5.784084 0.764184 19 1 0 0.558526 5.045599 -0.778232 20 6 0 -0.740710 -0.005985 -2.636378 21 6 0 -2.686204 -0.081943 -1.348755 22 6 0 -1.490747 0.036804 -3.811130 23 6 0 0.740710 0.005985 -2.636378 24 6 0 -3.502660 -0.051462 -2.470033 25 1 0 -3.116217 -0.130693 -0.356744 26 6 0 -2.876043 0.012574 -3.708109 27 1 0 -1.034758 0.093551 -4.790162 28 6 0 1.490747 -0.036804 -3.811130 29 1 0 -4.581480 -0.073237 -2.382238 30 6 0 2.686204 0.081943 -1.348755 31 6 0 2.876043 -0.012574 -3.708109 32 1 0 1.034758 -0.093551 -4.790162 33 6 0 3.502660 0.051462 -2.470033 34 1 0 3.116217 0.130693 -0.356744 35 1 0 4.581480 0.073237 -2.382238 36 6 0 1.992405 -1.313465 2.005246 37 6 0 2.038713 1.101805 2.365528 38 6 0 3.037501 -1.466559 2.920024 39 6 0 1.363110 -2.428068 1.293379 40 6 0 3.080586 0.937110 3.271602 41 1 0 1.664420 2.099247 2.165559 42 6 0 3.579376 -0.344965 3.550078 43 1 0 3.438200 -2.447589 3.150479 44 6 0 1.708647 -3.777561 1.413977 45 1 0 3.508437 1.801715 3.769010 46 1 0 4.392749 -0.468107 4.257558 47 6 0 -0.305013 -2.980212 -0.269587 48 6 0 1.024535 -4.735777 0.673332 49 1 0 2.506161 -4.073291 2.083910 50 6 0 0.000000 -4.332655 -0.183907 51 1 0 -1.093242 -2.617181 -0.916371 52 1 0 1.287407 -5.784084 0.764184 53 1 0 -0.558526 -5.045599 -0.778232 54 7 0 -1.341594 -0.059104 -1.419770 55 7 0 1.341594 0.059104 -1.419770 56 7 0 0.355747 -2.054317 0.449641 57 7 0 -0.355747 2.054317 0.449641 58 6 0 -1.464994 0.012876 1.717648 59 6 0 1.464994 -0.012876 1.717648 60 9 0 -3.607446 0.052188 -4.817831 61 9 0 3.607446 -0.052188 -4.817831 --------------------------------------------------------------------- 18 [Ir(ppy)2(44dfbpy)] radical anion optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C32H22F2IrN4(2) Framework group C2[C2(Ir),X(C32H22F2N4)] Deg. of freedom 89 Full point group C2 NOp 2 RotChk: IX=0 Diff= 7.34D-15 Largest Abelian subgroup C2 NOp 2 Largest concise Abelian subgroup C2 NOp 2 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.000000 0.000000 0.321629 2 6 0 -1.933710 1.341067 2.053476 3 6 0 -1.991954 -1.033242 2.465831 4 6 0 -2.952409 1.533336 3.002951 5 6 0 -1.321901 2.437058 1.298758 6 6 0 -3.004368 -0.841280 3.408818 7 1 0 -1.636979 -2.043202 2.279057 8 6 0 -3.489407 0.443772 3.681170 9 1 0 -3.330850 2.529196 3.216211 10 6 0 -1.640998 3.797549 1.418791 11 1 0 -3.418533 -1.696677 3.937497 12 1 0 -4.276172 0.591552 4.414966 13 6 0 0.280128 2.961704 -0.340537 14 6 0 -0.981583 4.741875 0.643067 15 1 0 -2.404879 4.107732 2.121561 16 6 0 0.000000 4.318040 -0.256600 17 1 0 1.029778 2.574469 -1.018771 18 1 0 -1.228480 5.794623 0.736963 19 1 0 0.539939 5.018367 -0.883282 20 6 0 -0.709906 -0.043137 -2.641945 21 6 0 -2.689050 -0.163148 -1.349436 22 6 0 -1.505579 -0.084900 -3.830755 23 6 0 0.709906 0.043137 -2.641945 24 6 0 -3.514038 -0.201636 -2.464247 25 1 0 -3.113205 -0.193276 -0.351000 26 6 0 -2.866043 -0.161525 -3.715122 27 1 0 -1.056228 -0.053663 -4.814991 28 6 0 1.505579 0.084900 -3.830755 29 1 0 -4.591219 -0.259707 -2.380954 30 6 0 2.689050 0.163148 -1.349436 31 6 0 2.866043 0.161525 -3.715122 32 1 0 1.056228 0.053663 -4.814991 33 6 0 3.514038 0.201636 -2.464247 34 1 0 3.113205 0.193276 -0.351000 35 1 0 4.591219 0.259707 -2.380954 36 6 0 1.933710 -1.341067 2.053476 37 6 0 1.991954 1.033242 2.465831 38 6 0 2.952409 -1.533336 3.002951 39 6 0 1.321901 -2.437058 1.298758 40 6 0 3.004368 0.841280 3.408818 41 1 0 1.636979 2.043202 2.279057 42 6 0 3.489407 -0.443772 3.681170 43 1 0 3.330850 -2.529196 3.216211 44 6 0 1.640998 -3.797549 1.418791 45 1 0 3.418533 1.696677 3.937497 46 1 0 4.276172 -0.591552 4.414966 47 6 0 -0.280128 -2.961704 -0.340537 48 6 0 0.981583 -4.741875 0.643067 49 1 0 2.404879 -4.107732 2.121561 50 6 0 0.000000 -4.318040 -0.256600 51 1 0 -1.029778 -2.574469 -1.018771 52 1 0 1.228480 -5.794623 0.736963 53 1 0 -0.539939 -5.018367 -0.883282 54 7 0 -1.349694 -0.093998 -1.403555 55 7 0 1.349694 0.093998 -1.403555 56 7 0 0.356169 -2.043399 0.413072 57 7 0 -0.356169 2.043399 0.413072 58 6 0 -1.428848 0.043527 1.757557 59 6 0 1.428848 -0.043527 1.757557 60 9 0 -3.626218 -0.199936 -4.833030 61 9 0 3.626218 0.199936 -4.833030 --------------------------------------------------------------------- 19 [Ir(ppy)2(44dcbpy)] S0 optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C34H22IrN6(1+) Framework group C2[C2(Ir),X(C34H22N6)] Deg. of freedom 92 Full point group C2 NOp 2 RotChk: IX=0 Diff= 1.23D-15 Largest Abelian subgroup C2 NOp 2 Largest concise Abelian subgroup C2 NOp 2 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.000000 0.000000 0.468456 2 6 0 -1.930470 1.310285 2.218693 3 6 0 -1.972145 -1.074163 2.591857 4 6 0 -2.951936 1.479104 3.168955 5 6 0 -1.323792 2.421798 1.483741 6 6 0 -2.988179 -0.902532 3.536024 7 1 0 -1.609473 -2.077662 2.391954 8 6 0 -3.481227 0.373934 3.827473 9 1 0 -3.337345 2.468063 3.398097 10 6 0 -1.643255 3.778528 1.634292 11 1 0 -3.396046 -1.768968 4.050128 12 1 0 -4.269503 0.504259 4.562351 13 6 0 0.279500 2.984714 -0.142932 14 6 0 -0.983628 4.739628 0.879972 15 1 0 -2.405042 4.073239 2.345420 16 6 0 0.000000 4.337921 -0.027697 17 1 0 1.035996 2.621648 -0.826946 18 1 0 -1.230041 5.789706 0.998190 19 1 0 0.542899 5.052820 -0.634506 20 6 0 -0.741634 -0.003461 -2.505379 21 6 0 -2.682611 -0.067638 -1.208728 22 6 0 -1.498148 0.046172 -3.677907 23 6 0 0.741634 0.003461 -2.505379 24 6 0 -3.502136 -0.028759 -2.329449 25 1 0 -3.099420 -0.110027 -0.209644 26 6 0 -2.894646 0.031766 -3.589809 27 1 0 -1.027418 0.102404 -4.649923 28 6 0 1.498148 -0.046172 -3.677907 29 1 0 -4.579456 -0.041349 -2.220860 30 6 0 2.682611 0.067638 -1.208728 31 6 0 2.894646 -0.031766 -3.589809 32 1 0 1.027418 -0.102404 -4.649923 33 6 0 3.502136 0.028759 -2.329449 34 1 0 3.099420 0.110027 -0.209644 35 1 0 4.579456 0.041349 -2.220860 36 6 0 1.930470 -1.310285 2.218693 37 6 0 1.972145 1.074163 2.591857 38 6 0 2.951936 -1.479104 3.168955 39 6 0 1.323792 -2.421798 1.483741 40 6 0 2.988179 0.902532 3.536024 41 1 0 1.609473 2.077662 2.391954 42 6 0 3.481227 -0.373934 3.827473 43 1 0 3.337345 -2.468063 3.398097 44 6 0 1.643255 -3.778528 1.634292 45 1 0 3.396046 1.768968 4.050128 46 1 0 4.269503 -0.504259 4.562351 47 6 0 -0.279500 -2.984714 -0.142932 48 6 0 0.983628 -4.739628 0.879972 49 1 0 2.405042 -4.073239 2.345420 50 6 0 0.000000 -4.337921 -0.027697 51 1 0 -1.035996 -2.621648 -0.826946 52 1 0 1.230041 -5.789706 0.998190 53 1 0 -0.542899 -5.052820 -0.634506 54 7 0 -1.341132 -0.056481 -1.287827 55 7 0 1.341132 0.056481 -1.287827 56 7 0 0.360851 -2.048983 0.586762 57 7 0 -0.360851 2.048983 0.586762 58 6 0 -1.421071 0.020573 1.907778 59 6 0 1.421071 -0.020573 1.907778 60 6 0 3.690662 -0.081461 -4.782849 61 7 0 4.336339 -0.120822 -5.748080 62 6 0 -3.690662 0.081461 -4.782849 63 7 0 -4.336339 0.120822 -5.748080 --------------------------------------------------------------------- 20 [Ir(ppy)2(44dcbpy)] T1 optimized geometry in dichloromethane solution via state-specific solvation B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C34H22IrN6(1+) Framework group C1[X(C34H22IrN6)] Deg. of freedom 183 Full point group C1 NOp 1 RotChk: IX=0 Diff= 1.96D-15 Largest Abelian subgroup C1 NOp 1 Largest concise Abelian subgroup C1 NOp 1 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 -0.539752 0.000060 -0.000018 2 6 0 -2.156516 -2.364975 -0.398364 3 6 0 -2.537183 -1.434110 1.823032 4 6 0 -3.070749 -3.386240 -0.123904 5 6 0 -1.435538 -2.237064 -1.668368 6 6 0 -3.443411 -2.455368 2.087652 7 1 0 -2.341082 -0.688815 2.585849 8 6 0 -3.710755 -3.431135 1.115387 9 1 0 -3.293505 -4.149816 -0.861375 10 6 0 -1.538544 -3.103863 -2.761224 11 1 0 -3.948049 -2.499266 3.047754 12 1 0 -4.416698 -4.227702 1.326082 13 6 0 0.124234 -0.924335 -2.838731 14 6 0 -0.791095 -2.862244 -3.908964 15 1 0 -2.199229 -3.960330 -2.711151 16 6 0 0.055873 -1.754273 -3.950784 17 1 0 0.763376 -0.051288 -2.816613 18 1 0 -0.868035 -3.530746 -4.759724 19 1 0 0.656397 -1.529288 -4.824004 20 6 0 2.460597 -0.648300 0.314573 21 6 0 1.170678 -2.423571 1.188255 22 6 0 3.635973 -1.354656 0.633690 23 6 0 2.460756 0.647379 -0.315103 24 6 0 2.282153 -3.161414 1.522086 25 1 0 0.178901 -2.806719 1.393945 26 6 0 3.563637 -2.603971 1.233654 27 1 0 4.606202 -0.931476 0.409327 28 6 0 3.636295 1.353482 -0.634171 29 1 0 2.181180 -4.132160 1.988864 30 6 0 1.171253 2.422851 -1.189010 31 6 0 3.564255 2.602761 -1.234241 32 1 0 4.606420 0.930124 -0.409697 33 6 0 2.282903 3.160419 -1.522850 34 1 0 0.179573 2.806169 -1.394836 35 1 0 2.182164 4.131120 -1.989775 36 6 0 -2.155219 2.365856 0.398891 37 6 0 -2.537271 1.435031 -1.822299 38 6 0 -3.068957 3.387634 0.124697 39 6 0 -1.433883 2.237596 1.668649 40 6 0 -3.443003 2.456791 -2.086646 41 1 0 -2.341896 0.689546 -2.585117 42 6 0 -3.709398 3.432802 -1.114357 43 1 0 -3.290980 4.151408 0.862181 44 6 0 -1.536171 3.104403 2.761568 45 1 0 -3.947996 2.500905 -3.046552 46 1 0 -4.414952 4.229766 -1.324857 47 6 0 0.125640 0.924108 2.838494 48 6 0 -0.788472 2.862406 3.909066 49 1 0 -2.196495 3.961163 2.711753 50 6 0 0.058005 1.754050 3.950594 51 1 0 0.764356 0.050756 2.816172 52 1 0 -0.864849 3.530913 4.759874 53 1 0 0.658686 1.528763 4.823628 54 7 0 1.224512 -1.200761 0.607217 55 7 0 1.224803 1.200092 -0.607815 56 7 0 -0.600996 1.157281 1.730942 57 7 0 -0.602177 -1.157133 -1.730944 58 6 0 -1.878764 -1.354381 0.577443 59 6 0 -1.878366 1.355054 -0.576974 60 6 0 4.759642 3.315827 -1.553416 61 7 0 5.729006 3.905342 -1.817905 62 6 0 4.758857 -3.317295 1.552875 63 7 0 5.728097 -3.906988 1.817423 --------------------------------------------------------------------- 21 [Ir(ppy)2(44dcbpy)] T1 optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C34H22IrN6(1+,3) Framework group C1[X(C34H22IrN6)] Deg. of freedom 183 Full point group C1 NOp 1 RotChk: IX=0 Diff= 1.85D-15 Largest Abelian subgroup C1 NOp 1 Largest concise Abelian subgroup C1 NOp 1 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 -0.533769 0.000004 0.000001 2 6 0 -2.156234 -2.361116 -0.410345 3 6 0 -2.524639 -1.450474 1.821641 4 6 0 -3.078762 -3.377433 -0.144522 5 6 0 -1.435394 -2.227555 -1.679710 6 6 0 -3.439232 -2.466961 2.077566 7 1 0 -2.320249 -0.715206 2.592143 8 6 0 -3.717136 -3.429682 1.095536 9 1 0 -3.309679 -4.131098 -0.889780 10 6 0 -1.538994 -3.088424 -2.777076 11 1 0 -3.941989 -2.516546 3.038485 12 1 0 -4.429637 -4.222485 1.299139 13 6 0 0.128472 -0.911748 -2.842800 14 6 0 -0.790039 -2.842482 -3.923066 15 1 0 -2.200699 -3.944374 -2.731598 16 6 0 0.059370 -1.736147 -3.958878 17 1 0 0.769381 -0.040075 -2.815435 18 1 0 -0.867529 -3.506800 -4.777065 19 1 0 0.661372 -1.508255 -4.830337 20 6 0 2.459045 -0.647026 0.313915 21 6 0 1.163570 -2.423254 1.184333 22 6 0 3.632717 -1.355707 0.635442 23 6 0 2.459065 0.646913 -0.313973 24 6 0 2.273935 -3.160970 1.518960 25 1 0 0.170574 -2.805205 1.387176 26 6 0 3.558307 -2.605198 1.234141 27 1 0 4.603488 -0.932156 0.413297 28 6 0 3.632759 1.355558 -0.635500 29 1 0 2.170704 -4.132543 1.984339 30 6 0 1.163646 2.423174 -1.184407 31 6 0 3.558389 2.605047 -1.234208 32 1 0 4.603517 0.931979 -0.413348 33 6 0 2.274034 3.160853 -1.519039 34 1 0 0.170662 2.805152 -1.387260 35 1 0 2.170834 4.132422 -1.984431 36 6 0 -2.156074 2.361225 0.410400 37 6 0 -2.524626 1.450589 -1.821565 38 6 0 -3.078540 3.377604 0.144603 39 6 0 -1.435196 2.227623 1.679740 40 6 0 -3.439159 2.467137 -2.077463 41 1 0 -2.320316 0.715301 -2.592068 42 6 0 -3.716957 3.429887 -1.095431 43 1 0 -3.309375 4.131294 0.889862 44 6 0 -1.538706 3.088501 2.777107 45 1 0 -3.941950 2.516748 -3.038363 46 1 0 -4.429409 4.222738 -1.299015 47 6 0 0.128623 0.911719 2.842781 48 6 0 -0.789727 2.842516 3.923072 49 1 0 -2.200361 3.944491 2.731650 50 6 0 0.059613 1.736128 3.958859 51 1 0 0.769474 0.040004 2.815402 52 1 0 -0.867146 3.506842 4.777071 53 1 0 0.661629 1.508199 4.830298 54 7 0 1.220043 -1.197850 0.603774 55 7 0 1.220080 1.197774 -0.603834 56 7 0 -0.599655 1.148870 1.737013 57 7 0 -0.599787 -1.148856 -1.737008 58 6 0 -1.870197 -1.362352 0.574736 59 6 0 -1.870141 1.362434 -0.574684 60 6 0 4.751574 3.320106 -1.555104 61 7 0 5.719570 3.911632 -1.821088 62 6 0 4.751470 -3.320295 1.555037 63 7 0 5.719453 -3.911843 1.821023 --------------------------------------------------------------------- 22 [Ir(ppy)2(44dcbpy)] T1 optimized geometry in dichloromethane solution via state-specific solvation M06-2X/LANL2DZ/6-31G(d,p) Stoichiometry C34H22IrN6(1+) Framework group C1[X(C34H22IrN6)] Deg. of freedom 183 Full point group C1 NOp 1 RotChk: IX=3 Diff= 3.46D-15 Largest Abelian subgroup C1 NOp 1 Largest concise Abelian subgroup C1 NOp 1 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 -0.552210 0.000033 0.000006 2 6 0 -2.119080 -2.358623 -0.421494 3 6 0 -2.470775 -1.470538 1.817276 4 6 0 -2.995857 -3.405318 -0.147601 5 6 0 -1.418063 -2.194912 -1.701826 6 6 0 -3.341975 -2.517040 2.082612 7 1 0 -2.273655 -0.729377 2.585229 8 6 0 -3.603204 -3.483086 1.103306 9 1 0 -3.211986 -4.164497 -0.891204 10 6 0 -1.522406 -3.038159 -2.806074 11 1 0 -3.824303 -2.590080 3.051274 12 1 0 -4.281210 -4.301206 1.319229 13 6 0 0.107759 -0.836230 -2.846945 14 6 0 -0.788533 -2.756451 -3.951156 15 1 0 -2.170959 -3.904313 -2.769587 16 6 0 0.041926 -1.639994 -3.975866 17 1 0 0.734122 0.047812 -2.802781 18 1 0 -0.863172 -3.404872 -4.816724 19 1 0 0.631522 -1.388619 -4.848148 20 6 0 2.422929 -0.652255 0.297624 21 6 0 1.128790 -2.445729 1.114683 22 6 0 3.598902 -1.368928 0.601307 23 6 0 2.423029 0.651724 -0.297901 24 6 0 2.232562 -3.192039 1.428444 25 1 0 0.132535 -2.829353 1.305799 26 6 0 3.511916 -2.624672 1.160585 27 1 0 4.572343 -0.943694 0.393597 28 6 0 3.599112 1.368208 -0.601605 29 1 0 2.132600 -4.175487 1.866604 30 6 0 1.129165 2.445373 -1.115013 31 6 0 3.512318 2.623947 -1.160923 32 1 0 4.572486 0.942828 -0.393883 33 6 0 2.233051 3.191498 -1.428809 34 1 0 0.132968 2.829141 -1.306146 35 1 0 2.133241 4.174940 -1.867017 36 6 0 -2.118356 2.359117 0.421767 37 6 0 -2.470789 1.471049 -1.816894 38 6 0 -2.994877 3.406064 0.148013 39 6 0 -1.417142 2.195240 1.701969 40 6 0 -3.341737 2.517796 -2.082087 41 1 0 -2.274052 0.729797 -2.584858 42 6 0 -3.602465 3.483964 -1.102767 43 1 0 -3.210617 4.165342 0.891627 44 6 0 -1.521048 3.038541 2.806218 45 1 0 -3.824252 2.590936 -3.050648 46 1 0 -4.280271 4.302279 -1.318582 47 6 0 0.108500 0.836150 2.846843 48 6 0 -0.787043 2.756654 3.951170 49 1 0 -2.169370 3.904872 2.769834 50 6 0 0.043104 1.639964 3.975756 51 1 0 0.734594 -0.048077 2.802593 52 1 0 -0.861338 3.405117 4.816737 53 1 0 0.632786 1.388442 4.847936 54 7 0 1.192647 -1.205432 0.572107 55 7 0 1.192832 1.205090 -0.572380 56 7 0 -0.606745 1.109180 1.749249 57 7 0 -0.607367 -1.109082 -1.749229 58 6 0 -1.848376 -1.360026 0.559500 59 6 0 -1.848144 1.360407 -0.559249 60 6 0 4.708229 3.354212 -1.467679 61 7 0 5.669001 3.950273 -1.718588 62 6 0 4.707715 -3.355127 1.467320 63 7 0 5.668396 -3.951342 1.718214 --------------------------------------------------------------------- 23 [Ir(ppy)2(44dcbpy)] radical cation optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C34H22IrN6(2+,2) Framework group C2[C2(Ir),X(C34H22N6)] Deg. of freedom 92 Full point group C2 NOp 2 RotChk: IX=0 Diff= 2.74D-15 Largest Abelian subgroup C2 NOp 2 Largest concise Abelian subgroup C2 NOp 2 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.000000 0.000000 0.532334 2 6 0 -1.989594 1.309111 2.167591 3 6 0 -2.033873 -1.108505 2.519935 4 6 0 -3.034010 1.458244 3.083504 5 6 0 -1.361833 2.426069 1.458675 6 6 0 -3.075357 -0.947095 3.426778 7 1 0 -1.658975 -2.104965 2.317236 8 6 0 -3.574607 0.333995 3.710035 9 1 0 -3.435248 2.438124 3.317516 10 6 0 -1.706270 3.775192 1.585767 11 1 0 -3.502414 -1.813559 3.921469 12 1 0 -4.387460 0.454182 4.418535 13 6 0 0.303947 2.984161 -0.104990 14 6 0 -1.022893 4.736211 0.848023 15 1 0 -2.502101 4.068632 2.258644 16 6 0 0.000000 4.336330 -0.012710 17 1 0 1.091683 2.625057 -0.754587 18 1 0 -1.284885 5.784241 0.943951 19 1 0 0.558168 5.051478 -0.604662 20 6 0 -0.740639 -0.004477 -2.482610 21 6 0 -2.684500 -0.081111 -1.191380 22 6 0 -1.494677 0.043317 -3.656043 23 6 0 0.740639 0.004477 -2.482610 24 6 0 -3.500933 -0.046770 -2.314491 25 1 0 -3.112561 -0.131806 -0.198759 26 6 0 -2.891249 0.021523 -3.571945 27 1 0 -1.021805 0.102839 -4.626506 28 6 0 1.494677 -0.043317 -3.656043 29 1 0 -4.577977 -0.068597 -2.206302 30 6 0 2.684500 0.081111 -1.191380 31 6 0 2.891249 -0.021523 -3.571945 32 1 0 1.021805 -0.102839 -4.626506 33 6 0 3.500933 0.046770 -2.314491 34 1 0 3.112561 0.131806 -0.198759 35 1 0 4.577977 0.068597 -2.206302 36 6 0 1.989594 -1.309111 2.167591 37 6 0 2.033873 1.108505 2.519935 38 6 0 3.034010 -1.458244 3.083504 39 6 0 1.361833 -2.426069 1.458675 40 6 0 3.075357 0.947095 3.426778 41 1 0 1.658975 2.104965 2.317236 42 6 0 3.574607 -0.333995 3.710035 43 1 0 3.435248 -2.438124 3.317516 44 6 0 1.706270 -3.775192 1.585767 45 1 0 3.502414 1.813559 3.921469 46 1 0 4.387460 -0.454182 4.418535 47 6 0 -0.303947 -2.984161 -0.104990 48 6 0 1.022893 -4.736211 0.848023 49 1 0 2.502101 -4.068632 2.258644 50 6 0 0.000000 -4.336330 -0.012710 51 1 0 -1.091683 -2.625057 -0.754587 52 1 0 1.284885 -5.784241 0.943951 53 1 0 -0.558168 -5.051478 -0.604662 54 7 0 -1.342425 -0.058338 -1.267611 55 7 0 1.342425 0.058338 -1.267611 56 7 0 0.356565 -2.055306 0.610934 57 7 0 -0.356565 2.055306 0.610934 58 6 0 -1.462093 0.009221 1.875650 59 6 0 1.462093 -0.009221 1.875650 60 6 0 3.684517 -0.069739 -4.767070 61 7 0 4.328081 -0.107949 -5.733279 62 6 0 -3.684517 0.069739 -4.767070 63 7 0 -4.328081 0.107949 -5.733279 --------------------------------------------------------------------- 24 [Ir(ppy)2(44dcbpy)] radical anion optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C34H22IrN6(2) Framework group C2[C2(Ir),X(C34H22N6)] Deg. of freedom 92 Full point group C2 NOp 2 RotChk: IX=0 Diff= 1.88D-15 Largest Abelian subgroup C2 NOp 2 Largest concise Abelian subgroup C2 NOp 2 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.000000 0.000000 0.478803 2 6 0 -1.935374 1.332517 2.213849 3 6 0 -1.986920 -1.043770 2.618968 4 6 0 -2.955995 1.518730 3.162355 5 6 0 -1.324751 2.432752 1.464505 6 6 0 -3.001286 -0.857261 3.561147 7 1 0 -1.628634 -2.051943 2.430203 8 6 0 -3.490431 0.425358 3.836348 9 1 0 -3.337637 2.512663 3.378192 10 6 0 -1.645167 3.792126 1.592102 11 1 0 -3.413282 -1.715402 4.086798 12 1 0 -4.278611 0.568566 4.569405 13 6 0 0.280735 2.969093 -0.167592 14 6 0 -0.984740 4.741677 0.823776 15 1 0 -2.410307 4.097520 2.295474 16 6 0 0.000000 4.324539 -0.075550 17 1 0 1.033939 2.588975 -0.845858 18 1 0 -1.232560 5.793571 0.923751 19 1 0 0.542104 5.029241 -0.695295 20 6 0 -0.720467 -0.039960 -2.490372 21 6 0 -2.693040 -0.151364 -1.196344 22 6 0 -1.497113 -0.069899 -3.664443 23 6 0 0.720467 0.039960 -2.490372 24 6 0 -3.508022 -0.180403 -2.306713 25 1 0 -3.115668 -0.181501 -0.197938 26 6 0 -2.882813 -0.140626 -3.590737 27 1 0 -1.022846 -0.035303 -4.637014 28 6 0 1.497113 0.069899 -3.664443 29 1 0 -4.584426 -0.231280 -2.205103 30 6 0 2.693040 0.151364 -1.196344 31 6 0 2.882813 0.140626 -3.590737 32 1 0 1.022846 0.035303 -4.637014 33 6 0 3.508022 0.180403 -2.306713 34 1 0 3.115668 0.181501 -0.197938 35 1 0 4.584426 0.231280 -2.205103 36 6 0 1.935374 -1.332517 2.213849 37 6 0 1.986920 1.043770 2.618968 38 6 0 2.955995 -1.518730 3.162355 39 6 0 1.324751 -2.432752 1.464505 40 6 0 3.001286 0.857261 3.561147 41 1 0 1.628634 2.051943 2.430203 42 6 0 3.490431 -0.425358 3.836348 43 1 0 3.337637 -2.512663 3.378192 44 6 0 1.645167 -3.792126 1.592102 45 1 0 3.413282 1.715402 4.086798 46 1 0 4.278611 -0.568566 4.569405 47 6 0 -0.280735 -2.969093 -0.167592 48 6 0 0.984740 -4.741677 0.823776 49 1 0 2.410307 -4.097520 2.295474 50 6 0 0.000000 -4.324539 -0.075550 51 1 0 -1.033939 -2.588975 -0.845858 52 1 0 1.232560 -5.793571 0.923751 53 1 0 -0.542104 -5.029241 -0.695295 54 7 0 -1.343755 -0.090872 -1.251157 55 7 0 1.343755 0.090872 -1.251157 56 7 0 0.358099 -2.045234 0.577251 57 7 0 -0.358099 2.045234 0.577251 58 6 0 -1.427315 0.037312 1.915644 59 6 0 1.427315 -0.037312 1.915644 60 6 0 3.662372 0.169700 -4.785298 61 7 0 4.308596 0.194142 -5.755579 62 6 0 -3.662372 -0.169700 -4.785298 63 7 0 -4.308596 -0.194142 -5.755579 --------------------------------------------------------------------- 25 [Ir(24dfppy)2(44dabpy)] S0 optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C32H22F4IrN6(1+) Framework group C2[C2(Ir),X(C32H22F4N6)] Deg. of freedom 95 Full point group C2 NOp 2 RotChk: IX=0 Diff= 2.43D-15 Largest Abelian subgroup C2 NOp 2 Largest concise Abelian subgroup C2 NOp 2 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.000000 0.000000 0.010618 2 6 0 2.107322 1.022007 1.744725 3 6 0 0.028449 2.227976 2.128797 4 6 0 2.713960 1.847120 2.704247 5 6 0 2.774462 -0.047830 1.000809 6 6 0 0.688006 3.010939 3.068468 7 1 0 -1.022758 2.417561 1.944958 8 6 0 2.033605 2.847187 3.380142 9 6 0 4.114225 -0.449434 1.124236 10 1 0 2.531702 3.465895 4.115659 11 6 0 2.436033 -1.707546 -0.634329 12 6 0 4.602035 -1.496116 0.351722 13 1 0 4.756942 0.060195 1.825813 14 6 0 3.750192 -2.141949 -0.545744 15 1 0 1.729735 -2.172138 -1.310103 16 1 0 5.637387 -1.805588 0.451286 17 1 0 4.088126 -2.964388 -1.165183 18 6 0 0.363110 0.649344 -2.961192 19 6 0 1.252661 2.374561 -1.681471 20 6 0 0.781947 1.271943 -4.129244 21 6 0 -0.363110 -0.649344 -2.961192 22 6 0 1.689928 3.059788 -2.796045 23 1 0 1.422344 2.772612 -0.687721 24 6 0 1.461322 2.508969 -4.076854 25 1 0 0.601670 0.813668 -5.093675 26 6 0 -0.781947 -1.271943 -4.129244 27 1 0 2.206801 4.006190 -2.680614 28 6 0 -1.252661 -2.374561 -1.681471 29 6 0 -1.461322 -2.508969 -4.076854 30 1 0 -0.601670 -0.813668 -5.093675 31 6 0 -1.689928 -3.059788 -2.796045 32 1 0 -1.422344 -2.772612 -0.687721 33 1 0 -2.206801 -4.006190 -2.680614 34 6 0 -2.107322 -1.022007 1.744725 35 6 0 -0.028449 -2.227976 2.128797 36 6 0 -2.713960 -1.847120 2.704247 37 6 0 -2.774462 0.047830 1.000809 38 6 0 -0.688006 -3.010939 3.068468 39 1 0 1.022758 -2.417561 1.944958 40 6 0 -2.033605 -2.847187 3.380142 41 6 0 -4.114225 0.449434 1.124236 42 1 0 -2.531702 -3.465895 4.115659 43 6 0 -2.436033 1.707546 -0.634329 44 6 0 -4.602035 1.496116 0.351722 45 1 0 -4.756942 -0.060195 1.825813 46 6 0 -3.750192 2.141949 -0.545744 47 1 0 -1.729735 2.172138 -1.310103 48 1 0 -5.637387 1.805588 0.451286 49 1 0 -4.088126 2.964388 -1.165183 50 7 0 0.600113 1.195147 -1.736470 51 7 0 1.854527 3.145723 -5.206080 52 1 0 2.447743 3.958776 -5.151083 53 1 0 1.796279 2.685128 -6.100733 54 7 0 -1.854527 -3.145723 -5.206080 55 1 0 -1.796279 -2.685128 -6.100733 56 1 0 -2.447743 -3.958776 -5.151083 57 7 0 -0.600113 -1.195147 -1.736470 58 7 0 -1.956097 0.693212 0.111449 59 7 0 1.956097 -0.693212 0.111449 60 6 0 0.725219 1.220750 1.446809 61 6 0 -0.725219 -1.220750 1.446809 62 9 0 -4.025931 -1.693014 3.010376 63 9 0 4.025931 1.693014 3.010376 64 9 0 0.000000 -3.977340 3.712941 65 9 0 0.000000 3.977340 3.712941 --------------------------------------------------------------------- 26 [Ir(24dfppy)2(44dabpy)] T1 optimized geometry in dichloromethane solution via state-specific solvation B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C32H22F4IrN6(1+) Framework group C1[X(C32H22F4IrN6)] Deg. of freedom 189 Full point group C1 NOp 1 RotChk: IX=3 Diff= 8.20D-16 Largest Abelian subgroup C1 NOp 1 Largest concise Abelian subgroup C1 NOp 1 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 -0.005837 0.008177 0.000878 2 6 0 -1.749349 2.325743 0.270725 3 6 0 -2.115817 1.221182 -1.869138 4 6 0 -2.719185 3.270119 -0.099842 5 6 0 -0.999058 2.327938 1.528387 6 6 0 -3.064626 2.189053 -2.175482 7 1 0 -1.919000 0.440051 -2.594090 8 6 0 -3.390708 3.228889 -1.311141 9 6 0 -1.123989 3.248824 2.580839 10 1 0 -4.133252 3.974428 -1.565551 11 6 0 0.675406 1.190998 2.731248 12 6 0 -0.330691 3.122004 3.714462 13 1 0 -1.840723 4.051782 2.500172 14 6 0 0.589657 2.075699 3.796030 15 1 0 1.366800 0.358040 2.739334 16 1 0 -0.431076 3.834120 4.527171 17 1 0 1.226991 1.940046 4.661865 18 6 0 2.978974 0.628466 -0.360727 19 6 0 1.715296 2.325136 -1.325681 20 6 0 4.153309 1.306691 -0.658095 21 6 0 2.968742 -0.685176 0.339990 22 6 0 2.836563 3.054262 -1.663044 23 1 0 0.725007 2.693286 -1.568181 24 6 0 4.112730 2.551364 -1.324484 25 1 0 5.113754 0.894709 -0.374997 26 6 0 4.130412 -1.391465 0.621260 27 1 0 2.729729 4.003205 -2.176777 28 6 0 1.677854 -2.344401 1.333158 29 6 0 4.068200 -2.632617 1.292950 30 1 0 5.096688 -1.004484 0.322855 31 6 0 2.785233 -3.101235 1.655082 32 1 0 0.681590 -2.681253 1.597367 33 1 0 2.663009 -4.045237 2.174644 34 6 0 -1.761690 -2.309965 -0.290874 35 6 0 -2.087485 -1.204624 1.897619 36 6 0 -2.772143 -3.261401 0.110215 37 6 0 -1.069859 -2.304024 -1.507715 38 6 0 -3.048709 -2.171934 2.211906 39 1 0 -1.880499 -0.432150 2.629857 40 6 0 -3.403167 -3.210823 1.321793 41 6 0 -1.215761 -3.216274 -2.615792 42 1 0 -4.153743 -3.945010 1.588812 43 6 0 0.641926 -1.157924 -2.717171 44 6 0 -0.439473 -3.093280 -3.734920 45 1 0 -1.955772 -3.999459 -2.538767 46 6 0 0.525866 -2.041323 -3.796682 47 1 0 1.356595 -0.343812 -2.746042 48 1 0 -0.553430 -3.780434 -4.565876 49 1 0 1.164224 -1.906506 -4.661512 50 7 0 1.759314 1.136739 -0.689028 51 7 0 5.248320 3.218308 -1.642543 52 1 0 5.201512 4.160759 -1.997540 53 1 0 6.138455 2.914240 -1.279853 54 7 0 5.191340 -3.327126 1.595838 55 1 0 6.083003 -3.048896 1.216560 56 1 0 5.126105 -4.265510 1.958442 57 7 0 1.742596 -1.161379 0.689536 58 7 0 -0.102578 -1.243932 -1.616297 59 7 0 -0.093474 1.305895 1.631332 60 6 0 -1.441553 1.271912 -0.641748 61 6 0 -1.425116 -1.240629 0.677797 62 9 0 -3.117325 -4.258434 -0.743033 63 9 0 -3.039425 4.287706 0.736361 64 9 0 -3.671371 -2.129003 3.408679 65 9 0 -3.703643 2.125489 -3.362335 --------------------------------------------------------------------- 27 [Ir(24dfppy)2(44dabpy)] T1 optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C32H22F4IrN6(1+,3) Framework group C1[X(C32H22F4IrN6)] Deg. of freedom 189 Full point group C1 NOp 1 RotChk: IX=3 Diff= 4.57D-15 Largest Abelian subgroup C1 NOp 1 Largest concise Abelian subgroup C1 NOp 1 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 -0.014496 0.004547 0.008086 2 6 0 -1.770116 2.312562 0.266188 3 6 0 -2.107254 1.208254 -1.881049 4 6 0 -2.740585 3.252117 -0.114044 5 6 0 -1.033006 2.316955 1.532125 6 6 0 -3.057014 2.172201 -2.196764 7 1 0 -1.895733 0.428221 -2.602832 8 6 0 -3.397471 3.208519 -1.333568 9 6 0 -1.173033 3.236812 2.583250 10 1 0 -4.140516 3.951081 -1.595300 11 6 0 0.635708 1.187875 2.750094 12 6 0 -0.389376 3.113530 3.724192 13 1 0 -1.893220 4.036050 2.496435 14 6 0 0.535648 2.072156 3.814200 15 1 0 1.330232 0.357500 2.764576 16 1 0 -0.501164 3.824751 4.536160 17 1 0 1.165347 1.939603 4.686056 18 6 0 2.968212 0.660708 -0.348237 19 6 0 1.685718 2.351822 -1.297877 20 6 0 4.135099 1.352078 -0.643908 21 6 0 2.972180 -0.657850 0.342462 22 6 0 2.798932 3.094190 -1.632560 23 1 0 0.691662 2.712129 -1.536330 24 6 0 4.080891 2.601149 -1.301139 25 1 0 5.100165 0.946686 -0.367150 26 6 0 4.140998 -1.355009 0.616078 27 1 0 2.681426 4.045635 -2.139284 28 6 0 1.699076 -2.338848 1.321790 29 6 0 4.092002 -2.603257 1.275593 30 1 0 5.103039 -0.955888 0.320241 31 6 0 2.814158 -3.087676 1.634953 32 1 0 0.706946 -2.688512 1.584508 33 1 0 2.701699 -4.037659 2.145629 34 6 0 -1.732564 -2.330364 -0.301274 35 6 0 -2.068394 -1.236172 1.900840 36 6 0 -2.733931 -3.289478 0.096750 37 6 0 -1.040512 -2.309420 -1.515243 38 6 0 -3.013355 -2.209673 2.207598 39 1 0 -1.866690 -0.463969 2.634389 40 6 0 -3.359459 -3.248415 1.308067 41 6 0 -1.173057 -3.215903 -2.625462 42 1 0 -4.103464 -3.989637 1.574570 43 6 0 0.669147 -1.149041 -2.716871 44 6 0 -0.392802 -3.084587 -3.739564 45 1 0 -1.907700 -4.005133 -2.555853 46 6 0 0.567023 -2.025315 -3.792961 47 1 0 1.377866 -0.329204 -2.737779 48 1 0 -0.499022 -3.770256 -4.572835 49 1 0 1.209133 -1.884942 -4.654183 50 7 0 1.743036 1.159284 -0.669911 51 7 0 5.209007 3.281088 -1.617149 52 1 0 5.152579 4.224694 -1.967603 53 1 0 6.103368 2.982713 -1.260148 54 7 0 5.222251 -3.289595 1.569637 55 1 0 6.110190 -2.998790 1.190948 56 1 0 5.166952 -4.232445 1.922364 57 7 0 1.751294 -1.148856 0.689568 58 7 0 -0.085032 -1.241469 -1.616295 59 7 0 -0.123559 1.299584 1.643623 60 6 0 -1.449480 1.261806 -0.645274 61 6 0 -1.407028 -1.260544 0.674373 62 9 0 -3.072667 -4.284959 -0.759866 63 9 0 -3.075837 4.266538 0.719221 64 9 0 -3.639887 -2.186711 3.401887 65 9 0 -3.682055 2.108457 -3.390360 --------------------------------------------------------------------- 28 [Ir(24dfppy)2(44dabpy)] T1 optimized geometry in dichloromethane solution via state-specific solvation M06-2X/LANL2DZ/6-31G(d,p) Stoichiometry C32H22F4IrN6(1+) Framework group C1[X(C32H22F4IrN6)] Deg. of freedom 189 Full point group C1 NOp 1 RotChk: IX=0 Diff= 3.78D-15 Largest Abelian subgroup C1 NOp 1 Largest concise Abelian subgroup C1 NOp 1 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 -0.002585 0.005051 0.013081 2 6 0 -1.745127 2.292521 0.223475 3 6 0 -2.077452 1.141383 -1.887730 4 6 0 -2.705074 3.225668 -0.175307 5 6 0 -1.011884 2.321639 1.495301 6 6 0 -3.022341 2.099129 -2.224334 7 1 0 -1.868245 0.342482 -2.591698 8 6 0 -3.359670 3.156332 -1.391481 9 6 0 -1.170481 3.244643 2.534657 10 1 0 -4.098914 3.894438 -1.673465 11 6 0 0.650207 1.213370 2.722374 12 6 0 -0.394616 3.128835 3.678940 13 1 0 -1.897353 4.037264 2.441693 14 6 0 0.536415 2.098754 3.781258 15 1 0 1.349856 0.384676 2.737953 16 1 0 -0.518051 3.840666 4.487792 17 1 0 1.159534 1.975814 4.657994 18 6 0 2.981712 0.635947 -0.351825 19 6 0 1.710323 2.310887 -1.318977 20 6 0 4.151120 1.315580 -0.641077 21 6 0 2.976434 -0.681794 0.350642 22 6 0 2.823668 3.047910 -1.655126 23 1 0 0.713479 2.666937 -1.562351 24 6 0 4.098865 2.555469 -1.310672 25 1 0 5.113774 0.914922 -0.349464 26 6 0 4.137440 -1.387091 0.611601 27 1 0 2.714317 3.994485 -2.171061 28 6 0 1.691780 -2.327310 1.348367 29 6 0 4.072881 -2.626898 1.280231 30 1 0 5.101982 -1.007125 0.299089 31 6 0 2.795796 -3.090557 1.656238 32 1 0 0.692953 -2.657816 1.619538 33 1 0 2.677751 -4.035737 2.172969 34 6 0 -1.767085 -2.273219 -0.266053 35 6 0 -2.081103 -1.128059 1.899519 36 6 0 -2.795252 -3.207119 0.144228 37 6 0 -1.073107 -2.296827 -1.469574 38 6 0 -3.057224 -2.076235 2.218341 39 1 0 -1.867554 -0.347649 2.623110 40 6 0 -3.425683 -3.126296 1.344898 41 6 0 -1.239284 -3.213487 -2.573399 42 1 0 -4.187697 -3.842775 1.625418 43 6 0 0.667331 -1.208185 -2.670712 44 6 0 -0.453221 -3.113292 -3.682134 45 1 0 -2.000968 -3.976244 -2.502403 46 6 0 0.539344 -2.092826 -3.744335 47 1 0 1.400964 -0.407904 -2.694513 48 1 0 -0.581642 -3.800271 -4.510021 49 1 0 1.186524 -1.981572 -4.604369 50 7 0 1.767620 1.129903 -0.683205 51 7 0 5.224036 3.232287 -1.617909 52 1 0 5.174457 4.157091 -2.014032 53 1 0 6.122856 2.914767 -1.292653 54 7 0 5.190172 -3.329121 1.560760 55 1 0 6.084543 -3.040108 1.198517 56 1 0 5.127277 -4.256360 1.949317 57 7 0 1.760594 -1.148433 0.711153 58 7 0 -0.085544 -1.270968 -1.583794 59 7 0 -0.101677 1.319861 1.618412 60 6 0 -1.422290 1.226603 -0.656783 61 6 0 -1.416678 -1.193171 0.689743 62 9 0 -3.135828 -4.200380 -0.693842 63 9 0 -3.026997 4.251552 0.632668 64 9 0 -3.680978 -2.007575 3.397589 65 9 0 -3.643047 2.008914 -3.409113 --------------------------------------------------------------------- 29 [Ir(24dfppy)2(44dabpy)] radical cation optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C32H22F4IrN6(2+,2) Framework group C2[C2(Ir),X(C32H22F4N6)] Deg. of freedom 95 Full point group C2 NOp 2 RotChk: IX=0 Diff= 4.15D-16 Largest Abelian subgroup C2 NOp 2 Largest concise Abelian subgroup C2 NOp 2 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.000000 0.000000 0.067093 2 6 0 2.120001 1.088346 1.702501 3 6 0 0.018659 2.318876 2.037800 4 6 0 2.718942 1.943441 2.634507 5 6 0 2.789025 -0.001807 0.993035 6 6 0 0.674208 3.133415 2.947150 7 1 0 -1.029132 2.499902 1.834979 8 6 0 2.023291 2.966850 3.265235 9 6 0 4.134195 -0.375958 1.107667 10 1 0 2.518512 3.612974 3.979574 11 6 0 2.439023 -1.711573 -0.587571 12 6 0 4.621631 -1.439912 0.354655 13 1 0 4.783168 0.162745 1.781118 14 6 0 3.764540 -2.120505 -0.508406 15 1 0 1.728999 -2.206179 -1.237420 16 1 0 5.662250 -1.732522 0.443465 17 1 0 4.104136 -2.953851 -1.111522 18 6 0 0.373636 0.641181 -2.922367 19 6 0 1.278340 2.360329 -1.637828 20 6 0 0.816364 1.249013 -4.085476 21 6 0 -0.373636 -0.641181 -2.922367 22 6 0 1.736883 3.030853 -2.748807 23 1 0 1.440243 2.769854 -0.648857 24 6 0 1.518772 2.475869 -4.031987 25 1 0 0.640207 0.787291 -5.048592 26 6 0 -0.816364 -1.249013 -4.085476 27 1 0 2.262851 3.971395 -2.629988 28 6 0 -1.278340 -2.360329 -1.637828 29 6 0 -1.518772 -2.475869 -4.031987 30 1 0 -0.640207 -0.787291 -5.048592 31 6 0 -1.736883 -3.030853 -2.748807 32 1 0 -1.440243 -2.769854 -0.648857 33 1 0 -2.262851 -3.971395 -2.629988 34 6 0 -2.120001 -1.088346 1.702501 35 6 0 -0.018659 -2.318876 2.037800 36 6 0 -2.718942 -1.943441 2.634507 37 6 0 -2.789025 0.001807 0.993035 38 6 0 -0.674208 -3.133415 2.947150 39 1 0 1.029132 -2.499902 1.834979 40 6 0 -2.023291 -2.966850 3.265235 41 6 0 -4.134195 0.375958 1.107667 42 1 0 -2.518512 -3.612974 3.979574 43 6 0 -2.439023 1.711573 -0.587571 44 6 0 -4.621631 1.439912 0.354655 45 1 0 -4.783168 -0.162745 1.781118 46 6 0 -3.764540 2.120505 -0.508406 47 1 0 -1.728999 2.206179 -1.237420 48 1 0 -5.662250 1.732522 0.443465 49 1 0 -4.104136 2.953851 -1.111522 50 7 0 0.606272 1.187287 -1.695346 51 7 0 1.955069 3.084650 -5.151495 52 1 0 2.479247 3.944366 -5.105999 53 1 0 1.818499 2.671204 -6.060507 54 7 0 -1.955069 -3.084650 -5.151495 55 1 0 -1.818499 -2.671204 -6.060507 56 1 0 -2.479247 -3.944366 -5.105999 57 7 0 -0.606272 -1.187287 -1.695346 58 7 0 -1.963783 0.687406 0.142507 59 7 0 1.963783 -0.687406 0.142507 60 6 0 0.726629 1.277928 1.411413 61 6 0 -0.726629 -1.277928 1.411413 62 9 0 -4.018739 -1.805097 2.954768 63 9 0 4.018739 1.805097 2.954768 64 9 0 0.000000 -4.120179 3.552105 65 9 0 0.000000 4.120179 3.552105 --------------------------------------------------------------------- 30 [Ir(24dfppy)2(44dabpy)] radical anion optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C32H22F4IrN6(2) Framework group C2[C2(Ir),X(C32H22F4N6)] Deg. of freedom 95 Full point group C2 NOp 2 RotChk: IX=0 Diff= 7.20D-15 Largest Abelian subgroup C2 NOp 2 Largest concise Abelian subgroup C2 NOp 2 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.000000 0.000000 0.011169 2 6 0 2.111989 1.037243 1.739220 3 6 0 0.029847 2.227815 2.146316 4 6 0 2.718863 1.856031 2.703119 5 6 0 2.782416 -0.019898 0.978929 6 6 0 0.689195 3.005504 3.088757 7 1 0 -1.023583 2.413564 1.967503 8 6 0 2.037846 2.846668 3.392648 9 6 0 4.129358 -0.404928 1.079301 10 1 0 2.536723 3.461191 4.131185 11 6 0 2.443649 -1.662087 -0.674015 12 6 0 4.620987 -1.434319 0.285930 13 1 0 4.775051 0.106132 1.777279 14 6 0 3.765857 -2.078085 -0.609858 15 1 0 1.730416 -2.119151 -1.347823 16 1 0 5.662258 -1.730014 0.366449 17 1 0 4.107824 -2.884145 -1.248669 18 6 0 0.304227 0.644034 -2.941350 19 6 0 1.143664 2.433861 -1.652218 20 6 0 0.657836 1.362486 -4.124555 21 6 0 -0.304227 -0.644034 -2.941350 22 6 0 1.501956 3.171346 -2.764781 23 1 0 1.323343 2.825919 -0.655870 24 6 0 1.246333 2.614384 -4.053515 25 1 0 0.466062 0.922763 -5.097176 26 6 0 -0.657836 -1.362486 -4.124555 27 1 0 1.958542 4.148638 -2.654107 28 6 0 -1.143664 -2.433861 -1.652218 29 6 0 -1.246333 -2.614384 -4.053515 30 1 0 -0.466062 -0.922763 -5.097176 31 6 0 -1.501956 -3.171346 -2.764781 32 1 0 -1.323343 -2.825919 -0.655870 33 1 0 -1.958542 -4.148638 -2.654107 34 6 0 -2.111989 -1.037243 1.739220 35 6 0 -0.029847 -2.227815 2.146316 36 6 0 -2.718863 -1.856031 2.703119 37 6 0 -2.782416 0.019898 0.978929 38 6 0 -0.689195 -3.005504 3.088757 39 1 0 1.023583 -2.413564 1.967503 40 6 0 -2.037846 -2.846668 3.392648 41 6 0 -4.129358 0.404928 1.079301 42 1 0 -2.536723 -3.461191 4.131185 43 6 0 -2.443649 1.662087 -0.674015 44 6 0 -4.620987 1.434319 0.285930 45 1 0 -4.775051 -0.106132 1.777279 46 6 0 -3.765857 2.078085 -0.609858 47 1 0 -1.730416 2.119151 -1.347823 48 1 0 -5.662258 1.730014 0.366449 49 1 0 -4.107824 2.884145 -1.248669 50 7 0 0.561797 1.223188 -1.697837 51 7 0 1.537205 3.357355 -5.191487 52 1 0 2.284915 4.030574 -5.086266 53 1 0 1.627666 2.824746 -6.046851 54 7 0 -1.537205 -3.357355 -5.191487 55 1 0 -1.627666 -2.824746 -6.046851 56 1 0 -2.284915 -4.030574 -5.086266 57 7 0 -0.561797 -1.223188 -1.697837 58 7 0 -1.960107 0.667663 0.095094 59 7 0 1.960107 -0.667663 0.095094 60 6 0 0.725649 1.228236 1.447939 61 6 0 -0.725649 -1.228236 1.447939 62 9 0 -4.035249 -1.706386 3.004393 63 9 0 4.035249 1.706386 3.004393 64 9 0 0.000000 -3.964840 3.748132 65 9 0 0.000000 3.964840 3.748132 --------------------------------------------------------------------- 31 [Ir(24dfppy)2(44dmbpy)] S0 optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C34H24F4IrN4O2(1+) Framework group C2[C2(Ir),X(C34H24F4N4O2)] Deg. of freedom 101 Full point group C2 NOp 2 RotChk: IX=0 Diff= 2.52D-15 Largest Abelian subgroup C2 NOp 2 Largest concise Abelian subgroup C2 NOp 2 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.000000 0.000000 0.278581 2 6 0 -1.928097 1.320656 2.018277 3 6 0 -1.944353 -1.084022 2.395564 4 6 0 -2.943973 1.435949 2.979834 5 6 0 -1.331382 2.432051 1.275795 6 6 0 -2.950154 -0.901692 3.337407 7 1 0 -1.588268 -2.090388 2.208687 8 6 0 -3.473936 0.347272 3.653374 9 6 0 -1.646368 3.794262 1.403359 10 1 0 -4.257070 0.471130 4.390431 11 6 0 0.274291 2.965048 -0.361834 12 6 0 -0.981208 4.738518 0.631316 13 1 0 -2.405822 4.098084 2.107541 14 6 0 0.000000 4.321299 -0.269490 15 1 0 1.027713 2.585411 -1.039815 16 1 0 -1.225627 5.790784 0.733968 17 1 0 0.545237 5.024120 -0.888288 18 6 0 -0.743563 -0.007818 -2.691534 19 6 0 -2.683249 -0.084479 -1.407752 20 6 0 -1.494279 0.035792 -3.868246 21 6 0 0.743563 0.007818 -2.691534 22 6 0 -3.493882 -0.053080 -2.524572 23 1 0 -3.108157 -0.129699 -0.412152 24 6 0 -2.893641 0.010342 -3.793293 25 1 0 -1.000952 0.098127 -4.826761 26 6 0 1.494279 -0.035792 -3.868246 27 1 0 -4.573065 -0.072721 -2.432478 28 6 0 2.683249 0.084479 -1.407752 29 6 0 2.893641 -0.010342 -3.793293 30 1 0 1.000952 -0.098127 -4.826761 31 6 0 3.493882 0.053080 -2.524572 32 1 0 3.108157 0.129699 -0.412152 33 1 0 4.573065 0.072721 -2.432478 34 6 0 1.928097 -1.320656 2.018277 35 6 0 1.944353 1.084022 2.395564 36 6 0 2.943973 -1.435949 2.979834 37 6 0 1.331382 -2.432051 1.275795 38 6 0 2.950154 0.901692 3.337407 39 1 0 1.588268 2.090388 2.208687 40 6 0 3.473936 -0.347272 3.653374 41 6 0 1.646368 -3.794262 1.403359 42 1 0 4.257070 -0.471130 4.390431 43 6 0 -0.274291 -2.965048 -0.361834 44 6 0 0.981208 -4.738518 0.631316 45 1 0 2.405822 -4.098084 2.107541 46 6 0 0.000000 -4.321299 -0.269490 47 1 0 -1.027713 -2.585411 -1.039815 48 1 0 1.225627 -5.790784 0.733968 49 1 0 -0.545237 -5.024120 -0.888288 50 7 0 -1.335396 -0.064944 -1.472717 51 7 0 1.335396 0.064944 -1.472717 52 7 0 0.367392 -2.043558 0.383092 53 7 0 -0.367392 2.043558 0.383092 54 6 0 -1.416929 0.022672 1.716982 55 6 0 1.416929 -0.022672 1.716982 56 8 0 3.720028 -0.044188 -4.847566 57 8 0 -3.720028 0.044188 -4.847566 58 6 0 3.166357 -0.100804 -6.169971 59 1 0 2.545912 0.778042 -6.371689 60 1 0 4.021458 -0.107320 -6.844103 61 1 0 2.581215 -1.015046 -6.310383 62 6 0 -3.166357 0.100804 -6.169971 63 1 0 -2.545912 -0.778042 -6.371689 64 1 0 -4.021458 0.107320 -6.844103 65 1 0 -2.581215 1.015046 -6.310383 66 9 0 -3.459492 2.650560 3.289535 67 9 0 3.459492 -2.650560 3.289535 68 9 0 -3.447053 -1.979840 3.978942 69 9 0 3.447053 1.979840 3.978942 --------------------------------------------------------------------- 32 [Ir(24dfppy)2(44dmbpy)] T1 optimized geometry in dichloromethane solution via state-specific solvation B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C34H24F4IrN4O2(1+) Framework group C1[X(C34H24F4IrN4O2)] Deg. of freedom 201 Full point group C1 NOp 1 RotChk: IX=1 Diff= 4.97D-15 Largest Abelian subgroup C1 NOp 1 Largest concise Abelian subgroup C1 NOp 1 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.279039 0.009622 -0.005227 2 6 0 2.037164 2.287055 -0.452563 3 6 0 2.387299 1.354132 1.770191 4 6 0 3.009003 3.254330 -0.152502 5 6 0 1.297125 2.189180 -1.712325 6 6 0 3.339092 2.339529 2.004011 7 1 0 2.183316 0.634098 2.553777 8 6 0 3.673913 3.306322 1.061970 9 6 0 1.434263 3.020879 -2.835046 10 1 0 4.418416 4.066674 1.260741 11 6 0 -0.360210 0.953374 -2.839035 12 6 0 0.656130 2.799274 -3.964572 13 1 0 2.149365 3.828980 -2.811779 14 6 0 -0.260201 1.746357 -3.972416 15 1 0 -1.048723 0.119417 -2.791175 16 1 0 0.766086 3.442294 -4.831736 17 1 0 -0.883904 1.536468 -4.833302 18 6 0 -2.701222 0.677528 0.301741 19 6 0 -1.421851 2.443725 1.114732 20 6 0 -3.880002 1.378288 0.565298 21 6 0 -2.700576 -0.684004 -0.298690 22 6 0 -2.540671 3.197370 1.407339 23 1 0 -0.427019 2.823746 1.314372 24 6 0 -3.808421 2.659796 1.128398 25 1 0 -4.838301 0.940367 0.329426 26 6 0 -3.877033 -1.394223 -0.547195 27 1 0 -2.450967 4.185798 1.841444 28 6 0 -1.418028 -2.427127 -1.154374 29 6 0 -3.801759 -2.669511 -1.124137 30 1 0 -4.835610 -0.968760 -0.290499 31 6 0 -2.533986 -3.189886 -1.434440 32 1 0 -0.422064 -2.789351 -1.381802 33 1 0 -2.442709 -4.171970 -1.882468 34 6 0 2.006385 -2.296524 0.488043 35 6 0 2.361084 -1.371192 -1.778247 36 6 0 3.008152 -3.289709 0.171005 37 6 0 1.307346 -2.185855 1.695066 38 6 0 3.312657 -2.372415 -2.007565 39 1 0 2.169040 -0.657249 -2.571164 40 6 0 3.647841 -3.342451 -1.035392 41 6 0 1.435470 -3.010132 2.872693 42 1 0 4.391117 -4.104092 -1.238096 43 6 0 -0.377980 -0.912371 2.807563 44 6 0 0.664610 -2.780833 3.978924 45 1 0 2.158345 -3.812634 2.858379 46 6 0 -0.275606 -1.706240 3.956937 47 1 0 -1.075292 -0.083427 2.774710 48 1 0 0.765265 -3.401654 4.862066 49 1 0 -0.906903 -1.485940 4.809247 50 7 0 -1.483791 1.208394 0.575253 51 7 0 -1.483698 -1.200403 -0.597950 52 7 0 0.357780 -1.105289 1.715349 53 7 0 0.391273 1.162447 -1.740680 54 6 0 1.720200 1.310946 0.539144 55 6 0 1.690015 -1.303322 -0.565501 56 8 0 -4.855880 -3.445888 -1.409203 57 8 0 -4.865296 3.427783 1.425355 58 6 0 -6.177416 -2.965021 -1.124673 59 1 0 -6.390924 -2.051854 -1.689059 60 1 0 -6.851407 -3.758368 -1.444105 61 1 0 -6.305862 -2.783381 -0.053124 62 6 0 -6.186657 2.932408 1.165625 63 1 0 -6.383719 2.023150 1.742100 64 1 0 -6.862786 3.722975 1.487405 65 1 0 -6.329394 2.738988 0.097940 66 9 0 3.337429 4.200614 -1.064866 67 9 0 3.334494 -4.218804 1.103494 68 9 0 3.971164 2.367066 3.195348 69 9 0 3.942505 -2.431594 -3.198854 --------------------------------------------------------------------- 33 [Ir(24dfppy)2(44dmbpy)] T1 optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C34H24F4IrN4O2(1+,3) Framework group C1[X(C34H24F4IrN4O2)] Deg. of freedom 201 Full point group C1 NOp 1 RotChk: IX=3 Diff= 5.55D-16 Largest Abelian subgroup C1 NOp 1 Largest concise Abelian subgroup C1 NOp 1 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.287037 0.004999 -0.009864 2 6 0 2.044232 2.283289 -0.449257 3 6 0 2.376538 1.352790 1.779375 4 6 0 3.013121 3.251063 -0.142251 5 6 0 1.312994 2.184425 -1.714546 6 6 0 3.325357 2.339470 2.019857 7 1 0 2.164210 0.632618 2.560437 8 6 0 3.667076 3.304526 1.078366 9 6 0 1.456929 3.016736 -2.835703 10 1 0 4.409118 4.065945 1.282390 11 6 0 -0.339863 0.950664 -2.849878 12 6 0 0.683890 2.796340 -3.969177 13 1 0 2.172466 3.824350 -2.808518 14 6 0 -0.233872 1.744806 -3.982099 15 1 0 -1.029400 0.117230 -2.805516 16 1 0 0.798822 3.439665 -4.835448 17 1 0 -0.853862 1.536596 -4.846049 18 6 0 -2.694678 0.687457 0.293635 19 6 0 -1.407642 2.452958 1.095815 20 6 0 -3.870442 1.393484 0.556100 21 6 0 -2.699867 -0.676663 -0.300186 22 6 0 -2.523183 3.211885 1.386726 23 1 0 -0.411447 2.830634 1.292726 24 6 0 -3.793390 2.677495 1.112839 25 1 0 -4.830631 0.957434 0.324615 26 6 0 -3.879331 -1.383074 -0.544765 27 1 0 -2.429081 4.201917 1.816181 28 6 0 -1.424944 -2.430108 -1.145704 29 6 0 -3.809670 -2.662186 -1.113867 30 1 0 -4.836021 -0.951843 -0.290806 31 6 0 -2.544078 -3.189831 -1.420807 32 1 0 -0.430978 -2.798434 -1.371559 33 1 0 -2.456796 -4.175114 -1.862540 34 6 0 1.991006 -2.307705 0.494386 35 6 0 2.350070 -1.385517 -1.781221 36 6 0 2.987345 -3.303708 0.176883 37 6 0 1.293951 -2.188093 1.698650 38 6 0 3.290178 -2.387045 -2.006107 39 1 0 2.159818 -0.670501 -2.573211 40 6 0 3.621503 -3.358598 -1.028595 41 6 0 1.416044 -3.007251 2.876683 42 1 0 4.361295 -4.123183 -1.233558 43 6 0 -0.389579 -0.908284 2.810096 44 6 0 0.644645 -2.774213 3.980382 45 1 0 2.136598 -3.812186 2.866819 46 6 0 -0.293574 -1.696081 3.954319 47 1 0 -1.083515 -0.076491 2.772754 48 1 0 0.743079 -3.393894 4.864607 49 1 0 -0.925716 -1.473409 4.805448 50 7 0 -1.475048 1.215277 0.562263 51 7 0 -1.485349 -1.199567 -0.596874 52 7 0 0.351121 -1.104293 1.715001 53 7 0 0.407406 1.157955 -1.748654 54 6 0 1.721875 1.308599 0.542038 55 6 0 1.679641 -1.312826 -0.563112 56 8 0 -4.867006 -3.435453 -1.394452 57 8 0 -4.846713 3.450616 1.408129 58 6 0 -6.186574 -2.947439 -1.112445 59 1 0 -6.396383 -2.036781 -1.682234 60 1 0 -6.863826 -3.739918 -1.427063 61 1 0 -6.313892 -2.759016 -0.041956 62 6 0 -6.170698 2.958504 1.155088 63 1 0 -6.369492 2.053865 1.738136 64 1 0 -6.842927 3.753747 1.473464 65 1 0 -6.316967 2.758685 0.089074 66 9 0 3.349163 4.196000 -1.052523 67 9 0 3.310669 -4.233086 1.108974 68 9 0 3.947128 2.370158 3.215929 69 9 0 3.923762 -2.458515 -3.193415 --------------------------------------------------------------------- 34 [Ir(24dfppy)2(44dmbpy)] T1 optimized geometry in dichloromethane solution via state-specific solvation M06-2X/LANL2DZ/6-31G(d,p) Stoichiometry C34H24F4IrN4O2(1+) Framework group C1[X(C34H24F4IrN4O2)] Deg. of freedom 201 Full point group C1 NOp 1 RotChk: IX=3 Diff= 2.54D-15 Largest Abelian subgroup C1 NOp 1 Largest concise Abelian subgroup C1 NOp 1 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.275301 0.007320 -0.021158 2 6 0 2.048592 2.252556 -0.368719 3 6 0 2.341266 1.243034 1.819998 4 6 0 3.013929 3.200651 -0.020873 5 6 0 1.335644 2.198639 -1.651105 6 6 0 3.293189 2.211141 2.103354 7 1 0 2.114666 0.495774 2.573302 8 6 0 3.652317 3.206353 1.205804 9 6 0 1.521444 3.042574 -2.751224 10 1 0 4.396386 3.953883 1.447373 11 6 0 -0.308700 1.012552 -2.828620 12 6 0 0.768544 2.847271 -3.900074 13 1 0 2.251794 3.835826 -2.701317 14 6 0 -0.165672 1.816011 -3.947279 15 1 0 -1.011883 0.187202 -2.801471 16 1 0 0.913458 3.497225 -4.756040 17 1 0 -0.769526 1.630842 -4.826526 18 6 0 -2.705989 0.694477 0.279428 19 6 0 -1.417291 2.432058 1.110062 20 6 0 -3.879734 1.400878 0.525885 21 6 0 -2.712111 -0.670414 -0.325221 22 6 0 -2.527757 3.195993 1.395710 23 1 0 -0.415551 2.795161 1.318177 24 6 0 -3.793953 2.674238 1.097865 25 1 0 -4.839241 0.978013 0.266591 26 6 0 -3.889338 -1.381083 -0.542032 27 1 0 -2.437013 4.180848 1.836102 28 6 0 -1.439330 -2.393265 -1.206827 29 6 0 -3.812772 -2.650248 -1.124686 30 1 0 -4.843450 -0.965470 -0.252687 31 6 0 -2.553425 -3.161153 -1.467203 32 1 0 -0.441689 -2.746104 -1.450823 33 1 0 -2.470979 -4.141263 -1.919721 34 6 0 1.994744 -2.275095 0.444309 35 6 0 2.362380 -1.283111 -1.787500 36 6 0 3.012626 -3.251918 0.114295 37 6 0 1.282986 -2.204299 1.635433 38 6 0 3.326497 -2.267310 -2.026083 39 1 0 2.174355 -0.549707 -2.565059 40 6 0 3.662749 -3.262455 -1.078375 41 6 0 1.414293 -3.047332 2.800711 42 1 0 4.416700 -4.008162 -1.297662 43 6 0 -0.433060 -0.986489 2.744158 44 6 0 0.626546 -2.846577 3.894600 45 1 0 2.151963 -3.836306 2.787862 46 6 0 -0.332872 -1.793483 3.879544 47 1 0 -1.143708 -0.166064 2.709937 48 1 0 0.729199 -3.478268 4.768715 49 1 0 -0.977760 -1.600359 4.726712 50 7 0 -1.495051 1.206219 0.566210 51 7 0 -1.507881 -1.174260 -0.648411 52 7 0 0.318910 -1.150141 1.666783 53 7 0 0.418596 1.197609 -1.718329 54 6 0 1.703017 1.253206 0.577942 55 6 0 1.679126 -1.256774 -0.587861 56 8 0 -4.864770 -3.428897 -1.382829 57 8 0 -4.842483 3.447413 1.383857 58 6 0 -6.163323 -2.947286 -1.048800 59 1 0 -6.389010 -2.028459 -1.597819 60 1 0 -6.855512 -3.731554 -1.346184 61 1 0 -6.246266 -2.771254 0.027528 62 6 0 -6.148042 2.952485 1.099984 63 1 0 -6.346658 2.037355 1.665335 64 1 0 -6.835692 3.734198 1.414101 65 1 0 -6.267296 2.765234 0.029034 66 9 0 3.356827 4.165554 -0.891950 67 9 0 3.322984 -4.190278 1.023307 68 9 0 3.898615 2.193292 3.298597 69 9 0 3.968395 -2.287596 -3.196382 --------------------------------------------------------------------- 35 [Ir(24dfppy)2(44dmbpy)] radical cation optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C34H24F4IrN4O2(2+,2) Framework group C2[C2(Ir),X(C34H24F4N4O2)] Deg. of freedom 101 Full point group C2 NOp 2 RotChk: IX=0 Diff= 2.75D-15 Largest Abelian subgroup C2 NOp 2 Largest concise Abelian subgroup C2 NOp 2 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.000000 0.000000 0.335650 2 6 0 -1.978702 1.320016 1.974485 3 6 0 -2.007608 -1.113323 2.329524 4 6 0 -3.012500 1.426132 2.912027 5 6 0 -1.362437 2.434871 1.256826 6 6 0 -3.034096 -0.937763 3.243528 7 1 0 -1.645364 -2.115087 2.137395 8 6 0 -3.554287 0.320567 3.554450 9 6 0 -1.701537 3.789799 1.363490 10 1 0 -4.355920 0.437114 4.273438 11 6 0 0.298811 2.965525 -0.325466 12 6 0 -1.016673 4.734686 0.605389 13 1 0 -2.491036 4.091740 2.034592 14 6 0 0.000000 4.320642 -0.253560 15 1 0 1.081063 2.591155 -0.972772 16 1 0 -1.276522 5.784465 0.687668 17 1 0 0.557897 5.024404 -0.859245 18 6 0 -0.742026 -0.004832 -2.657198 19 6 0 -2.684132 -0.073991 -1.371844 20 6 0 -1.491736 0.038894 -3.831350 21 6 0 0.742026 0.004832 -2.657198 22 6 0 -3.492293 -0.043713 -2.487807 23 1 0 -3.117325 -0.122323 -0.381353 24 6 0 -2.893007 0.016846 -3.758173 25 1 0 -0.997880 0.097538 -4.789621 26 6 0 1.491736 -0.038894 -3.831350 27 1 0 -4.571082 -0.063929 -2.393622 28 6 0 2.684132 0.073991 -1.371844 29 6 0 2.893007 -0.016846 -3.758173 30 1 0 0.997880 -0.097538 -4.789621 31 6 0 3.492293 0.043713 -2.487807 32 1 0 3.117325 0.122323 -0.381353 33 1 0 4.571082 0.063929 -2.393622 34 6 0 1.978702 -1.320016 1.974485 35 6 0 2.007608 1.113323 2.329524 36 6 0 3.012500 -1.426132 2.912027 37 6 0 1.362437 -2.434871 1.256826 38 6 0 3.034096 0.937763 3.243528 39 1 0 1.645364 2.115087 2.137395 40 6 0 3.554287 -0.320567 3.554450 41 6 0 1.701537 -3.789799 1.363490 42 1 0 4.355920 -0.437114 4.273438 43 6 0 -0.298811 -2.965525 -0.325466 44 6 0 1.016673 -4.734686 0.605389 45 1 0 2.491036 -4.091740 2.034592 46 6 0 0.000000 -4.320642 -0.253560 47 1 0 -1.081063 -2.591155 -0.972772 48 1 0 1.276522 -5.784465 0.687668 49 1 0 -0.557897 -5.024404 -0.859245 50 7 0 -1.333288 -0.056809 -1.437111 51 7 0 1.333288 0.056809 -1.437111 52 7 0 0.359350 -2.050322 0.407732 53 7 0 -0.359350 2.050322 0.407732 54 6 0 -1.459173 0.011691 1.688632 55 6 0 1.459173 -0.011691 1.688632 56 8 0 3.715328 -0.050030 -4.807806 57 8 0 -3.715328 0.050030 -4.807806 58 6 0 3.166564 -0.098029 -6.135928 59 1 0 2.550489 0.784423 -6.332468 60 1 0 4.025833 -0.102436 -6.804044 61 1 0 2.581640 -1.011019 -6.281356 62 6 0 -3.166564 0.098029 -6.135928 63 1 0 -2.550489 -0.784423 -6.332468 64 1 0 -4.025833 0.102436 -6.804044 65 1 0 -2.581640 1.011019 -6.281356 66 9 0 -3.531019 2.626877 3.225913 67 9 0 3.531019 -2.626877 3.225913 68 9 0 -3.554386 -2.005221 3.861290 69 9 0 3.554386 2.005221 3.861290 --------------------------------------------------------------------- 36 [Ir(24dfppy)2(44dmbpy)] radical anion optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C34H24F4IrN4O2(2) Framework group C2[C2(Ir),X(C34H24F4N4O2)] Deg. of freedom 101 Full point group C2 NOp 2 RotChk: IX=0 Diff= 2.11D-15 Largest Abelian subgroup C2 NOp 2 Largest concise Abelian subgroup C2 NOp 2 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.000000 0.000000 0.280369 2 6 0 -1.929245 1.343894 2.010244 3 6 0 -1.962849 -1.055156 2.412931 4 6 0 -2.940401 1.476627 2.973603 5 6 0 -1.327986 2.443694 1.252881 6 6 0 -2.963420 -0.856556 3.355037 7 1 0 -1.615093 -2.066420 2.232795 8 6 0 -3.477691 0.399724 3.660674 9 6 0 -1.641548 3.808617 1.357924 10 1 0 -4.257650 0.537319 4.398694 11 6 0 0.274160 2.946420 -0.397337 12 6 0 -0.977374 4.739225 0.568374 13 1 0 -2.401139 4.124606 2.056759 14 6 0 0.000000 4.304758 -0.328337 15 1 0 1.019953 2.546548 -1.072210 16 1 0 -1.221445 5.793454 0.652737 17 1 0 0.541432 4.995893 -0.963840 18 6 0 -0.710772 -0.046128 -2.672613 19 6 0 -2.684944 -0.172178 -1.382433 20 6 0 -1.506654 -0.093723 -3.862857 21 6 0 0.710772 0.046128 -2.672613 22 6 0 -3.501724 -0.215229 -2.494450 23 1 0 -3.113037 -0.203372 -0.385659 24 6 0 -2.880368 -0.176473 -3.773830 25 1 0 -1.018909 -0.061122 -4.826600 26 6 0 1.506654 0.093723 -3.862857 27 1 0 -4.578966 -0.277534 -2.405778 28 6 0 2.684944 0.172178 -1.382433 29 6 0 2.880368 0.176473 -3.773830 30 1 0 1.018909 0.061122 -4.826600 31 6 0 3.501724 0.215229 -2.494450 32 1 0 3.113037 0.203372 -0.385659 33 1 0 4.578966 0.277534 -2.405778 34 6 0 1.929245 -1.343894 2.010244 35 6 0 1.962849 1.055156 2.412931 36 6 0 2.940401 -1.476627 2.973603 37 6 0 1.327986 -2.443694 1.252881 38 6 0 2.963420 0.856556 3.355037 39 1 0 1.615093 2.066420 2.232795 40 6 0 3.477691 -0.399724 3.660674 41 6 0 1.641548 -3.808617 1.357924 42 1 0 4.257650 -0.537319 4.398694 43 6 0 -0.274160 -2.946420 -0.397337 44 6 0 0.977374 -4.739225 0.568374 45 1 0 2.401139 -4.124606 2.056759 46 6 0 0.000000 -4.304758 -0.328337 47 1 0 -1.019953 -2.546548 -1.072210 48 1 0 1.221445 -5.793454 0.652737 49 1 0 -0.541432 -4.995893 -0.963840 50 7 0 -1.341934 -0.097696 -1.432084 51 7 0 1.341934 0.097696 -1.432084 52 7 0 0.363579 -2.039552 0.367672 53 7 0 -0.363579 2.039552 0.367672 54 6 0 -1.425313 0.039062 1.717280 55 6 0 1.425313 -0.039062 1.717280 56 8 0 3.732735 0.226434 -4.833159 57 8 0 -3.732735 -0.226434 -4.833159 58 6 0 3.178210 0.189698 -6.145044 59 1 0 2.515284 1.044947 -6.321979 60 1 0 4.023789 0.238297 -6.831907 61 1 0 2.621839 -0.739302 -6.316971 62 6 0 -3.178210 -0.189698 -6.145044 63 1 0 -2.515284 -1.044947 -6.321979 64 1 0 -4.023789 -0.238297 -6.831907 65 1 0 -2.621839 0.739302 -6.316971 66 9 0 -3.447015 2.699984 3.276369 67 9 0 3.447015 -2.699984 3.276369 68 9 0 -3.469050 -1.925231 4.011813 69 9 0 3.469050 1.925231 4.011813 --------------------------------------------------------------------- 37 [Ir(24dfppy)2(44dfbpy)] S0 optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C32H18F6IrN4(1+) Framework group C2[C2(Ir),X(C32H18F6N4)] Deg. of freedom 89 Full point group C2 NOp 2 RotChk: IX=0 Diff= 1.69D-15 Largest Abelian subgroup C2 NOp 2 Largest concise Abelian subgroup C2 NOp 2 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.000000 0.000000 0.002441 2 6 0 -2.105155 1.013878 -1.737111 3 6 0 -0.028704 2.229650 -2.106740 4 6 0 -2.710694 1.840276 -2.696628 5 6 0 -2.770756 -0.061881 -1.000935 6 6 0 -0.687451 3.013693 -3.047105 7 1 0 1.020679 2.422628 -1.918036 8 6 0 -2.030512 2.845221 -3.365312 9 6 0 -4.106767 -0.471320 -1.135875 10 1 0 -2.527655 3.464729 -4.100796 11 6 0 -2.433586 -1.727387 0.628566 12 6 0 -4.593258 -1.524690 -0.371793 13 1 0 -4.747501 0.036928 -1.840163 14 6 0 -3.743861 -2.169864 0.528417 15 1 0 -1.731494 -2.194661 1.306666 16 1 0 -5.625747 -1.840297 -0.480231 17 1 0 -4.080496 -2.997845 1.140927 18 6 0 -0.361108 0.647875 2.975084 19 6 0 -1.270280 2.366211 1.684478 20 6 0 -0.761773 1.284786 4.150566 21 6 0 0.361108 -0.647875 2.975084 22 6 0 -1.700211 3.063796 2.805492 23 1 0 -1.446394 2.751787 0.687626 24 6 0 -1.432379 2.495998 4.044563 25 1 0 -0.575122 0.867888 5.130871 26 6 0 0.761773 -1.284786 4.150566 27 1 0 -2.223078 4.007946 2.717924 28 6 0 1.270280 -2.366211 1.684478 29 6 0 1.432379 -2.495998 4.044563 30 1 0 0.575122 -0.867888 5.130871 31 6 0 1.700211 -3.063796 2.805492 32 1 0 1.446394 -2.751787 0.687626 33 1 0 2.223078 -4.007946 2.717924 34 6 0 2.105155 -1.013878 -1.737111 35 6 0 0.028704 -2.229650 -2.106740 36 6 0 2.710694 -1.840276 -2.696628 37 6 0 2.770756 0.061881 -1.000935 38 6 0 0.687451 -3.013693 -3.047105 39 1 0 -1.020679 -2.422628 -1.918036 40 6 0 2.030512 -2.845221 -3.365312 41 6 0 4.106767 0.471320 -1.135875 42 1 0 2.527655 -3.464729 -4.100796 43 6 0 2.433586 1.727387 0.628566 44 6 0 4.593258 1.524690 -0.371793 45 1 0 4.747501 -0.036928 -1.840163 46 6 0 3.743861 2.169864 0.528417 47 1 0 1.731494 2.194661 1.306666 48 1 0 5.625747 1.840297 -0.480231 49 1 0 4.080496 2.997845 1.140927 50 7 0 -0.617632 1.192347 1.757087 51 7 0 0.617632 -1.192347 1.757087 52 7 0 1.954939 0.705393 -0.107965 53 7 0 -1.954939 -0.705393 -0.107965 54 6 0 -0.726217 1.218571 -1.433666 55 6 0 0.726217 -1.218571 -1.433666 56 9 0 4.019418 -1.681778 -3.008225 57 9 0 -4.019418 1.681778 -3.008225 58 9 0 0.000000 -3.983861 -3.683571 59 9 0 0.000000 3.983861 -3.683571 60 9 0 1.824707 -3.118181 5.156839 61 9 0 -1.824707 3.118181 5.156839 --------------------------------------------------------------------- 38 [Ir(24dfppy)2(44dfbpy)] T1 optimized geometry in dichloromethane solution via state-specific solvation B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C32H18F6IrN4(1+) Framework group C1[X(C32H18F6IrN4)] Deg. of freedom 177 Full point group C1 NOp 1 RotChk: IX=2 Diff= 7.45D-15 Largest Abelian subgroup C1 NOp 1 Largest concise Abelian subgroup C1 NOp 1 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.060760 -0.000090 0.000013 2 6 0 1.685656 2.363941 -0.363448 3 6 0 2.066644 1.362887 1.847001 4 6 0 2.620299 3.350603 -0.029934 5 6 0 0.955918 2.273925 -1.628841 6 6 0 2.977572 2.371501 2.115311 7 1 0 1.880725 0.610300 2.602931 8 6 0 3.274028 3.377933 1.194692 9 6 0 1.041230 3.159525 -2.711296 10 1 0 3.989763 4.158038 1.422148 11 6 0 -0.632262 0.985592 -2.795520 12 6 0 0.269295 2.937018 -3.847320 13 1 0 1.705196 4.008655 -2.655737 14 6 0 -0.582812 1.834871 -3.894214 15 1 0 -1.273484 0.114212 -2.774321 16 1 0 0.334119 3.620783 -4.686901 17 1 0 -1.200981 1.627202 -4.759312 18 6 0 -2.914283 0.629961 0.324255 19 6 0 -1.622481 2.401833 1.223846 20 6 0 -4.100568 1.343413 0.671480 21 6 0 -2.913474 -0.634244 -0.323523 22 6 0 -2.735140 3.138960 1.576662 23 1 0 -0.631080 2.784357 1.434198 24 6 0 -3.988712 2.562532 1.279024 25 1 0 -5.082390 0.942669 0.458120 26 6 0 -4.098837 -1.349233 -0.670739 27 1 0 -2.652193 4.102385 2.060681 28 6 0 -1.619390 -2.404606 -1.222809 29 6 0 -3.985406 -2.568288 -1.278125 30 1 0 -5.081179 -0.949718 -0.457468 31 6 0 -2.731092 -3.143198 -1.575566 32 1 0 -0.627489 -2.785930 -1.432984 33 1 0 -2.646897 -4.106618 -2.059378 34 6 0 1.689841 -2.361339 0.362934 35 6 0 2.068144 -1.359848 -1.847773 36 6 0 2.626039 -3.346420 0.029106 37 6 0 0.960521 -2.272455 1.628646 38 6 0 2.980746 -2.366876 -2.116359 39 1 0 1.880599 -0.607670 -2.603710 40 6 0 3.279323 -3.372715 -1.195780 41 6 0 1.047901 -3.157757 2.711186 42 1 0 3.996319 -4.151601 -1.423445 43 6 0 -0.629480 -0.986848 2.795852 44 6 0 0.276058 -2.936501 3.847514 45 1 0 1.713383 -4.005687 2.655448 46 6 0 -0.578033 -1.835898 3.894628 47 1 0 -1.272274 -0.116622 2.774805 48 1 0 0.342493 -3.620033 4.687158 49 1 0 -1.196216 -1.629245 4.759959 50 7 0 -1.676042 1.192120 0.630537 51 7 0 -1.674514 -1.194846 -0.629736 52 7 0 0.119311 -1.195298 1.699270 53 7 0 0.116600 1.195270 -1.699224 54 6 0 1.412825 1.336849 0.602275 55 6 0 1.414805 -1.334813 -0.602770 56 9 0 2.930438 -4.328110 0.900529 57 9 0 2.922658 4.332869 -0.901414 58 9 0 3.610308 -2.388545 -3.300530 59 9 0 3.607557 2.394183 3.299236 60 9 0 -5.096922 -3.252581 -1.608130 61 9 0 -5.101114 3.245391 1.609030 --------------------------------------------------------------------- 39 [Ir(24dfppy)2(44dfbpy)] T1 optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C32H18F6IrN4(1+,3) Framework group C1[X(C32H18F6IrN4)] Deg. of freedom 177 Full point group C1 NOp 1 RotChk: IX=2 Diff= 1.02D-14 Largest Abelian subgroup C1 NOp 1 Largest concise Abelian subgroup C1 NOp 1 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.056984 -0.000055 0.000003 2 6 0 1.685257 2.362410 -0.372209 3 6 0 2.054269 1.379539 1.848567 4 6 0 2.625645 3.345905 -0.045156 5 6 0 0.956601 2.267002 -1.638114 6 6 0 2.971924 2.384420 2.110092 7 1 0 1.861022 0.635298 2.611097 8 6 0 3.277293 3.379895 1.180900 9 6 0 1.042781 3.147140 -2.724699 10 1 0 3.997929 4.157387 1.402615 11 6 0 -0.633690 0.975024 -2.799374 12 6 0 0.270262 2.920431 -3.859807 13 1 0 1.707470 3.995986 -2.673046 14 6 0 -0.583477 1.819432 -3.901790 15 1 0 -1.275973 0.104402 -2.773613 16 1 0 0.335846 3.600492 -4.702362 17 1 0 -1.202424 1.608935 -4.765681 18 6 0 -2.914176 0.630025 0.323238 19 6 0 -1.613851 2.400668 1.220132 20 6 0 -4.098234 1.348002 0.672433 21 6 0 -2.913665 -0.632733 -0.322760 22 6 0 -2.724836 3.139336 1.573869 23 1 0 -0.620766 2.780522 1.427850 24 6 0 -3.981496 2.566607 1.279107 25 1 0 -5.081434 0.949101 0.460470 26 6 0 -4.097137 -1.351698 -0.671919 27 1 0 -2.638335 4.103273 2.057193 28 6 0 -1.611899 -2.402403 -1.219486 29 6 0 -3.979403 -2.570264 -1.278476 30 1 0 -5.080665 -0.953580 -0.460003 31 6 0 -2.722276 -3.142020 -1.573140 32 1 0 -0.618500 -2.781474 -1.427137 33 1 0 -2.634985 -4.105953 -2.056330 34 6 0 1.687895 -2.360762 0.371872 35 6 0 2.055155 -1.377679 -1.849098 36 6 0 2.629266 -3.343248 0.044619 37 6 0 0.959526 -2.266046 1.637992 38 6 0 2.973862 -2.381552 -2.110803 39 1 0 1.860873 -0.633717 -2.611638 40 6 0 3.280600 -3.376616 -1.181621 41 6 0 1.047042 -3.145976 2.724642 42 1 0 4.002035 -4.153328 -1.403469 43 6 0 -0.631919 -0.975797 2.799588 44 6 0 0.274593 -2.920048 3.859953 45 1 0 1.712703 -3.994053 2.672880 46 6 0 -0.580415 -1.820038 3.902070 47 1 0 -1.275201 -0.105909 2.773923 48 1 0 0.341216 -3.599944 4.702559 49 1 0 -1.199363 -1.610177 4.766115 50 7 0 -1.672581 1.188854 0.627137 51 7 0 -1.671619 -1.190560 -0.626647 52 7 0 0.117817 -1.188939 1.704405 53 7 0 0.116100 1.188937 -1.704381 54 6 0 1.405217 1.345521 0.601524 55 6 0 1.406439 -1.344260 -0.601861 56 9 0 2.941419 -4.315205 0.924171 57 9 0 2.936476 4.318267 -0.924726 58 9 0 3.600511 -2.409728 -3.296470 59 9 0 3.598868 2.413207 3.295587 60 9 0 -5.087874 -3.258978 -1.610582 61 9 0 -5.090531 3.254396 1.611247 --------------------------------------------------------------------- 40 [Ir(24dfppy)2(44dfbpy)] T1 optimized geometry in dichloromethane solution via state-specific solvation M06-2X/LANL2DZ/6-31G(d,p) Stoichiometry C32H18F6IrN4(1+) Framework group C1[X(C32H18F6IrN4)] Deg. of freedom 177 Full point group C1 NOp 1 RotChk: IX=2 Diff= 2.77D-15 Largest Abelian subgroup C1 NOp 1 Largest concise Abelian subgroup C1 NOp 1 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.010390 -0.000028 0.000092 2 6 0 1.741505 2.285161 -0.304209 3 6 0 2.096049 1.212338 1.843257 4 6 0 2.695168 3.240791 0.055032 5 6 0 1.009978 2.253351 -1.576182 6 6 0 3.034620 2.190051 2.140215 7 1 0 1.901852 0.438212 2.578159 8 6 0 3.357063 3.220196 1.269089 9 6 0 1.164682 3.129519 -2.655593 10 1 0 4.091663 3.973850 1.520389 11 6 0 -0.622219 1.063540 -2.767644 12 6 0 0.402920 2.949089 -3.800836 13 1 0 1.879585 3.935778 -2.592625 14 6 0 -0.509210 1.899151 -3.865485 15 1 0 -1.306021 0.221900 -2.757943 16 1 0 0.523989 3.624490 -4.640575 17 1 0 -1.118827 1.723754 -4.742694 18 6 0 -2.980911 0.607261 0.335043 19 6 0 -1.683601 2.336699 1.262703 20 6 0 -4.197781 1.311683 0.704974 21 6 0 -2.980777 -0.608056 -0.334653 22 6 0 -2.832258 3.078445 1.634204 23 1 0 -0.692620 2.725828 1.482019 24 6 0 -4.085082 2.514781 1.334859 25 1 0 -5.177845 0.910148 0.489175 26 6 0 -4.197490 -1.312697 -0.704686 27 1 0 -2.748539 4.034392 2.132754 28 6 0 -1.683077 -2.337270 -1.262195 29 6 0 -4.084522 -2.515784 -1.334541 30 1 0 -5.177644 -0.911327 -0.488989 31 6 0 -2.831570 -3.079238 -1.633758 32 1 0 -0.692009 -2.726210 -1.481447 33 1 0 -2.747639 -4.035181 -2.132279 34 6 0 1.742295 -2.284685 0.303922 35 6 0 2.095993 -1.211694 -1.843599 36 6 0 2.696148 -3.240025 -0.055585 37 6 0 1.011087 -2.253118 1.576084 38 6 0 3.034785 -2.189117 -2.140814 39 1 0 1.901385 -0.437605 -2.578433 40 6 0 3.357742 -3.219196 -1.269800 41 6 0 1.166337 -3.129262 2.655437 42 1 0 4.092502 -3.972628 -1.521304 43 6 0 -0.621129 -1.063803 2.768005 44 6 0 0.404829 -2.949076 3.800887 45 1 0 1.881461 -3.935309 2.592263 46 6 0 -0.507582 -1.899400 3.865803 47 1 0 -1.305160 -0.222349 2.758500 48 1 0 0.526320 -3.624460 4.640579 49 1 0 -1.117011 -1.724191 4.743180 50 7 0 -1.730286 1.173723 0.660728 51 7 0 -1.730025 -1.174290 -0.660249 52 7 0 0.113519 -1.235115 1.659757 53 7 0 0.112687 1.235079 -1.659602 54 6 0 1.432564 1.249391 0.615205 55 6 0 1.432815 -1.248983 -0.615387 56 9 0 3.003704 -4.238129 0.790305 57 9 0 3.002230 4.238953 -0.790968 58 9 0 3.662328 -2.144392 -3.323462 59 9 0 3.662462 2.145550 3.322713 60 9 0 -5.177947 -3.187060 -1.682450 61 9 0 -5.178659 3.185862 1.682669 --------------------------------------------------------------------- 41 [Ir(24dfppy)2(44dfbpy)] radical cation optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C32H18F6IrN4(2+,2) Framework group C2[C2(Ir),X(C32H18F6N4)] Deg. of freedom 89 Full point group C2 NOp 2 RotChk: IX=2 Diff= 2.43D-15 Largest Abelian subgroup C2 NOp 2 Largest concise Abelian subgroup C2 NOp 2 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.000000 0.000000 -0.058143 2 6 0 -2.118961 1.077092 -1.700040 3 6 0 -0.017353 2.314697 -2.022054 4 6 0 -2.717852 1.937610 -2.627467 5 6 0 -2.785854 -0.018351 -0.998953 6 6 0 -0.672633 3.132760 -2.928057 7 1 0 1.029619 2.495905 -1.816898 8 6 0 -2.021758 2.965537 -3.249913 9 6 0 -4.126705 -0.402584 -1.128249 10 1 0 -2.516196 3.615973 -3.960925 11 6 0 -2.438098 -1.729892 0.579534 12 6 0 -4.613555 -1.472512 -0.383179 13 1 0 -4.772801 0.132542 -1.807266 14 6 0 -3.759782 -2.148672 0.486323 15 1 0 -1.733953 -2.225909 1.234402 16 1 0 -5.650796 -1.772998 -0.483263 17 1 0 -4.098269 -2.986328 1.083930 18 6 0 -0.361522 0.646084 2.941034 19 6 0 -1.274524 2.365057 1.650499 20 6 0 -0.761341 1.282061 4.115078 21 6 0 0.361522 -0.646084 2.941034 22 6 0 -1.703569 3.060140 2.771414 23 1 0 -1.450870 2.759132 0.658291 24 6 0 -1.435007 2.492783 4.010805 25 1 0 -0.572189 0.865419 5.094741 26 6 0 0.761341 -1.282061 4.115078 27 1 0 -2.225956 4.004306 2.682686 28 6 0 1.274524 -2.365057 1.650499 29 6 0 1.435007 -2.492783 4.010805 30 1 0 0.572189 -0.865419 5.094741 31 6 0 1.703569 -3.060140 2.771414 32 1 0 1.450870 -2.759132 0.658291 33 1 0 2.225956 -4.004306 2.682686 34 6 0 2.118961 -1.077092 -1.700040 35 6 0 0.017353 -2.314697 -2.022054 36 6 0 2.717852 -1.937610 -2.627467 37 6 0 2.785854 0.018351 -0.998953 38 6 0 0.672633 -3.132760 -2.928057 39 1 0 -1.029619 -2.495905 -1.816898 40 6 0 2.021758 -2.965537 -3.249913 41 6 0 4.126705 0.402584 -1.128249 42 1 0 2.516196 -3.615973 -3.960925 43 6 0 2.438098 1.729892 0.579534 44 6 0 4.613555 1.472512 -0.383179 45 1 0 4.772801 -0.132542 -1.807266 46 6 0 3.759782 2.148672 0.486323 47 1 0 1.733953 2.225909 1.234402 48 1 0 5.650796 1.772998 -0.483263 49 1 0 4.098269 2.986328 1.083930 50 7 0 -0.620020 1.189689 1.723082 51 7 0 0.620020 -1.189689 1.723082 52 7 0 1.962738 0.699531 -0.141831 53 7 0 -1.962738 -0.699531 -0.141831 54 6 0 -0.726477 1.269969 -1.403761 55 6 0 0.726477 -1.269969 -1.403761 56 9 0 4.015831 -1.799712 -2.949043 57 9 0 -4.015831 1.799712 -2.949043 58 9 0 0.000000 -4.122854 -3.525487 59 9 0 0.000000 4.122854 -3.525487 60 9 0 1.826049 -3.111823 5.119637 61 9 0 -1.826049 3.111823 5.119637 --------------------------------------------------------------------- 42 [Ir(24dfppy)2(44dfbpy)] radical anion optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C32H18F6IrN4(2) Framework group C2[C2(Ir),X(C32H18F6N4)] Deg. of freedom 89 Full point group C2 NOp 2 RotChk: IX=2 Diff= 1.48D-15 Largest Abelian subgroup C2 NOp 2 Largest concise Abelian subgroup C2 NOp 2 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.000000 0.000000 -0.000457 2 6 0 -2.110200 1.030171 -1.732468 3 6 0 -0.029953 2.228023 -2.129558 4 6 0 -2.716291 1.849009 -2.697087 5 6 0 -2.779941 -0.030321 -0.976467 6 6 0 -0.688707 3.005730 -3.073073 7 1 0 1.022145 2.416592 -1.947222 8 6 0 -2.035449 2.842914 -3.381948 9 6 0 -4.124967 -0.419514 -1.083328 10 1 0 -2.533562 3.457340 -4.121066 11 6 0 -2.442588 -1.676067 0.672927 12 6 0 -4.616289 -1.452763 -0.294901 13 1 0 -4.769519 0.091024 -1.782665 14 6 0 -3.762677 -2.096801 0.602058 15 1 0 -1.732388 -2.135515 1.348190 16 1 0 -5.656156 -1.751633 -0.380417 17 1 0 -4.104063 -2.906586 1.236298 18 6 0 -0.311896 0.638864 2.953678 19 6 0 -1.176868 2.422827 1.658861 20 6 0 -0.671029 1.350995 4.141268 21 6 0 0.311896 -0.638864 2.953678 22 6 0 -1.551156 3.158424 2.772672 23 1 0 -1.356416 2.809342 0.661117 24 6 0 -1.272313 2.573501 4.024685 25 1 0 -0.482336 0.941943 5.125422 26 6 0 0.671029 -1.350995 4.141268 27 1 0 -2.029151 4.125349 2.688494 28 6 0 1.176868 -2.422827 1.658861 29 6 0 1.272313 -2.573501 4.024685 30 1 0 0.482336 -0.941943 5.125422 31 6 0 1.551156 -3.158424 2.772672 32 1 0 1.356416 -2.809342 0.661117 33 1 0 2.029151 -4.125349 2.688494 34 6 0 2.110200 -1.030171 -1.732468 35 6 0 0.029953 -2.228023 -2.129558 36 6 0 2.716291 -1.849009 -2.697087 37 6 0 2.779941 0.030321 -0.976467 38 6 0 0.688707 -3.005730 -3.073073 39 1 0 -1.022145 -2.416592 -1.947222 40 6 0 2.035449 -2.842914 -3.381948 41 6 0 4.124967 0.419514 -1.083328 42 1 0 2.533562 -3.457340 -4.121066 43 6 0 2.442588 1.676067 0.672927 44 6 0 4.616289 1.452763 -0.294901 45 1 0 4.769519 -0.091024 -1.782665 46 6 0 3.762677 2.096801 0.602058 47 1 0 1.732388 2.135515 1.348190 48 1 0 5.656156 1.751633 -0.380417 49 1 0 4.104063 2.906586 1.236298 50 7 0 -0.578459 1.221513 1.714410 51 7 0 0.578459 -1.221513 1.714410 52 7 0 1.959368 0.676781 -0.090152 53 7 0 -1.959368 -0.676781 -0.090152 54 6 0 -0.726079 1.225625 -1.437203 55 6 0 0.726079 -1.225625 -1.437203 56 9 0 4.030208 -1.695472 -3.002684 57 9 0 -4.030208 1.695472 -3.002684 58 9 0 0.000000 -3.967691 -3.727131 59 9 0 0.000000 3.967691 -3.727131 60 9 0 1.617184 -3.253185 5.140809 61 9 0 -1.617184 3.253185 5.140809 --------------------------------------------------------------------- 43 [Ir(24dfppy)2(44dcbpy)] S0 optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C34H18F4IrN6(1+) Framework group C2[C2(Ir),X(C34H18F4N6)] Deg. of freedom 92 Full point group C2 NOp 2 RotChk: IX=0 Diff= 1.38D-15 Largest Abelian subgroup C2 NOp 2 Largest concise Abelian subgroup C2 NOp 2 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.000000 0.000000 0.141957 2 6 0 2.101464 1.007385 1.889970 3 6 0 0.028712 2.233885 2.245847 4 6 0 2.705911 1.832803 2.851290 5 6 0 2.765968 -0.072745 1.159421 6 6 0 0.686390 3.016773 3.188555 7 1 0 -1.018478 2.431950 2.051381 8 6 0 2.026588 2.842072 3.514254 9 6 0 4.098784 -0.489099 1.303166 10 1 0 2.522728 3.460657 4.251189 11 6 0 2.429667 -1.740446 -0.468948 12 6 0 4.583950 -1.546677 0.544106 13 1 0 4.738048 0.016910 2.010342 14 6 0 3.736676 -2.189681 -0.359759 15 1 0 1.729391 -2.206705 -1.149715 16 1 0 5.614022 -1.867517 0.659354 17 1 0 4.072475 -3.021011 -0.968057 18 6 0 0.381450 0.635671 -2.824577 19 6 0 1.313945 2.339287 -1.528198 20 6 0 0.831268 1.247353 -3.995944 21 6 0 -0.381450 -0.635671 -2.824577 22 6 0 1.786140 3.011082 -2.648441 23 1 0 1.480237 2.728151 -0.531141 24 6 0 1.543382 2.448720 -3.907416 25 1 0 0.651363 0.804783 -4.966130 26 6 0 -0.831268 -1.247353 -3.995944 27 1 0 2.331216 3.940358 -2.539850 28 6 0 -1.313945 -2.339287 -1.528198 29 6 0 -1.543382 -2.448720 -3.907416 30 1 0 -0.651363 -0.804783 -4.966130 31 6 0 -1.786140 -3.011082 -2.648441 32 1 0 -1.480237 -2.728151 -0.531141 33 1 0 -2.331216 -3.940358 -2.539850 34 6 0 -2.101464 -1.007385 1.889970 35 6 0 -0.028712 -2.233885 2.245847 36 6 0 -2.705911 -1.832803 2.851290 37 6 0 -2.765968 0.072745 1.159421 38 6 0 -0.686390 -3.016773 3.188555 39 1 0 1.018478 -2.431950 2.051381 40 6 0 -2.026588 -2.842072 3.514254 41 6 0 -4.098784 0.489099 1.303166 42 1 0 -2.522728 -3.460657 4.251189 43 6 0 -2.429667 1.740446 -0.468948 44 6 0 -4.583950 1.546677 0.544106 45 1 0 -4.738048 -0.016910 2.010342 46 6 0 -3.736676 2.189681 -0.359759 47 1 0 -1.729391 2.206705 -1.149715 48 1 0 -5.614022 1.867517 0.659354 49 1 0 -4.072475 3.021011 -0.968057 50 7 0 0.633396 1.183184 -1.607243 51 7 0 -0.633396 -1.183184 -1.607243 52 7 0 -1.952820 0.713596 0.262253 53 7 0 1.952820 -0.713596 0.262253 54 6 0 0.725630 1.218828 1.579897 55 6 0 -0.725630 -1.218828 1.579897 56 6 0 -2.023512 -3.089931 -5.098116 57 7 0 -2.413600 -3.609160 -6.061519 58 6 0 2.023512 3.089931 -5.098116 59 7 0 2.413600 3.609160 -6.061519 60 9 0 4.011509 1.668496 3.169421 61 9 0 -4.011509 -1.668496 3.169421 62 9 0 0.000000 3.990747 3.818602 63 9 0 0.000000 -3.990747 3.818602 --------------------------------------------------------------------- 44 [Ir(24dfppy)2(44dcbpy)] T1 optimized geometry in dichloromethane solution via state-specific solvation B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C34H18F4IrN6(1+) Framework group C1[X(C34H18F4IrN6)] Deg. of freedom 183 Full point group C1 NOp 1 RotChk: IX=1 Diff= 1.60D-15 Largest Abelian subgroup C1 NOp 1 Largest concise Abelian subgroup C1 NOp 1 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.213473 0.000126 0.000103 2 6 0 1.846332 2.317327 -0.565119 3 6 0 2.210741 1.514525 1.728439 4 6 0 2.785278 3.324396 -0.315834 5 6 0 1.120174 2.121032 -1.820104 6 6 0 3.124807 2.539137 1.911193 7 1 0 2.016912 0.832947 2.546960 8 6 0 3.432085 3.457581 0.905623 9 6 0 1.211896 2.910991 -2.973515 10 1 0 4.150918 4.251327 1.066787 11 6 0 -0.468374 0.743632 -2.877805 12 6 0 0.443323 2.594843 -4.089585 13 1 0 1.878241 3.759944 -2.988038 14 6 0 -0.411288 1.494742 -4.045529 15 1 0 -1.113136 -0.120620 -2.787188 16 1 0 0.513091 3.204339 -4.984085 17 1 0 -1.026393 1.214911 -4.892237 18 6 0 -2.772852 0.668939 0.266623 19 6 0 -1.479666 2.502089 1.011697 20 6 0 -3.946947 1.400229 0.529653 21 6 0 -2.773066 -0.667999 -0.266672 22 6 0 -2.590310 3.263486 1.287534 23 1 0 -0.488427 2.898199 1.192774 24 6 0 -3.872508 2.689470 1.036893 25 1 0 -4.917502 0.964268 0.333225 26 6 0 -3.947421 -1.398810 -0.529895 27 1 0 -2.488298 4.265204 1.683070 28 6 0 -1.480506 -2.501635 -1.011520 29 6 0 -3.873406 -2.688072 -1.037140 30 1 0 -4.917833 -0.962463 -0.333615 31 6 0 -2.591411 -3.262601 -1.287560 32 1 0 -0.489396 -2.898166 -1.192391 33 1 0 -2.489728 -4.264366 -1.683058 34 6 0 1.845028 -2.318073 0.565080 35 6 0 2.209937 -1.515381 -1.728399 36 6 0 2.783535 -3.325580 0.315807 37 6 0 1.118935 -2.121505 1.820061 38 6 0 3.123556 -2.540426 -1.911142 39 1 0 2.016511 -0.833710 -2.546942 40 6 0 3.430355 -3.459042 -0.905604 41 6 0 1.210071 -2.911779 2.973321 42 1 0 4.148831 -4.253115 -1.066747 43 6 0 -0.468728 -0.743261 2.878007 44 6 0 0.441665 -2.595345 4.089416 45 1 0 1.875838 -3.761185 2.987700 46 6 0 -0.412198 -1.494647 4.045570 47 1 0 -1.112907 0.121439 2.787525 48 1 0 0.510968 -3.205087 4.983786 49 1 0 -1.027133 -1.214579 4.892323 50 7 0 -1.535509 1.238985 0.521866 51 7 0 -1.535907 -1.238538 -0.521702 52 7 0 0.275153 -1.044105 1.799603 53 7 0 0.275674 1.044178 -1.799443 54 6 0 1.564951 1.380448 0.486253 55 6 0 1.564217 -1.381015 -0.486268 56 6 0 -5.067547 -3.425813 -1.300765 57 7 0 -6.035800 -4.035184 -1.519704 58 6 0 -5.066398 3.427679 1.300299 59 7 0 -6.034469 4.037411 1.519051 60 9 0 3.098724 4.221698 -1.269922 61 9 0 3.096526 -4.223047 1.269905 62 9 0 3.747028 2.665178 3.091808 63 9 0 3.745778 -2.666668 -3.091741 --------------------------------------------------------------------- 45 [Ir(24dfppy)2(44dcbpy)] T1 optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C34H18F4IrN6(1+,3) Framework group C1[X(C34H18F4IrN6)] Deg. of freedom 183 Full point group C1 NOp 1 RotChk: IX=3 Diff= 1.37D-15 Largest Abelian subgroup C1 NOp 1 Largest concise Abelian subgroup C1 NOp 1 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.209362 0.000038 0.000023 2 6 0 1.845068 2.314336 -0.577842 3 6 0 2.197508 1.534898 1.725647 4 6 0 2.789508 3.318361 -0.336518 5 6 0 1.119899 2.110557 -1.832251 6 6 0 3.117457 2.556249 1.900418 7 1 0 1.997165 0.863308 2.551000 8 6 0 3.433742 3.461053 0.885676 9 6 0 1.211372 2.893963 -2.989963 10 1 0 4.157160 4.252230 1.040111 11 6 0 -0.470518 0.728236 -2.882209 12 6 0 0.441793 2.572358 -4.103984 13 1 0 1.877754 3.742824 -3.009253 14 6 0 -0.413594 1.473126 -4.053853 15 1 0 -1.115654 -0.135250 -2.786199 16 1 0 0.511372 3.177312 -5.001602 17 1 0 -1.029651 1.189452 -4.898610 18 6 0 -2.770964 0.668081 0.265249 19 6 0 -1.472545 2.502081 1.006695 20 6 0 -3.943498 1.401727 0.530104 21 6 0 -2.771064 -0.667537 -0.265416 22 6 0 -2.582235 3.263272 1.283228 23 1 0 -0.480192 2.896871 1.185386 24 6 0 -3.867114 2.691128 1.035918 25 1 0 -4.914557 0.965493 0.335885 26 6 0 -3.943713 -1.400980 -0.530327 27 1 0 -2.478089 4.265682 1.677406 28 6 0 -1.472927 -2.501742 -1.006831 29 6 0 -3.867525 -2.690388 -1.036154 30 1 0 -4.914705 -0.964584 -0.336140 31 6 0 -2.582735 -3.262742 -1.283423 32 1 0 -0.480634 -2.896701 -1.185484 33 1 0 -2.478740 -4.265163 -1.677614 34 6 0 1.844367 -2.314747 0.577935 35 6 0 2.197286 -1.535279 -1.725466 36 6 0 2.788550 -3.319026 0.336658 37 6 0 1.119135 -2.110823 1.832286 38 6 0 3.116975 -2.556876 -1.900190 39 1 0 1.997231 -0.863582 -2.550803 40 6 0 3.432886 -3.461829 -0.885469 41 6 0 1.210235 -2.894349 2.989946 42 1 0 4.156098 -4.253202 -1.039866 43 6 0 -0.470909 -0.728043 2.882208 44 6 0 0.440667 -2.572566 4.103923 45 1 0 1.876327 -3.743438 3.009230 46 6 0 -0.414338 -1.473037 4.053803 47 1 0 -1.115744 0.135667 2.786205 48 1 0 0.509956 -3.177615 5.001500 49 1 0 -1.030366 -1.189213 4.898529 50 7 0 -1.530986 1.236447 0.517513 51 7 0 -1.531170 -1.236110 -0.517628 52 7 0 0.274390 -1.034250 1.806115 53 7 0 0.274798 1.034263 -1.806080 54 6 0 1.556833 1.390090 0.482104 55 6 0 1.556519 -1.390365 -0.481990 56 6 0 -5.059624 -3.429933 -1.301672 57 7 0 -6.026554 -4.041115 -1.522502 58 6 0 -5.059100 3.430871 1.301381 59 7 0 -6.025942 4.042209 1.522167 60 9 0 3.111797 4.202615 -1.299703 61 9 0 3.110478 -4.203430 1.299827 62 9 0 3.736181 2.690993 3.081907 63 9 0 3.735799 -2.691715 -3.081617 --------------------------------------------------------------------- 46 [Ir(24dfppy)2(44dcbpy)] T1 optimized geometry in dichloromethane solution via state-specific solvation M06-2X/LANL2DZ/6-31G(d,p) Stoichiometry C34H18F4IrN6(1+) Framework group C1[X(C34H18F4IrN6)] Deg. of freedom 183 Full point group C1 NOp 1 RotChk: IX=3 Diff= 6.89D-15 Largest Abelian subgroup C1 NOp 1 Largest concise Abelian subgroup C1 NOp 1 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.226553 0.000010 -0.000040 2 6 0 1.824562 2.309950 -0.533351 3 6 0 2.159132 1.500340 1.755586 4 6 0 2.733959 3.331530 -0.265775 5 6 0 1.117509 2.112192 -1.802044 6 6 0 3.045806 2.541805 1.957302 7 1 0 1.964323 0.809253 2.567344 8 6 0 3.351979 3.470975 0.966079 9 6 0 1.216756 2.901311 -2.949107 10 1 0 4.050275 4.278431 1.146926 11 6 0 -0.449738 0.725251 -2.861729 12 6 0 0.458604 2.574363 -4.066966 13 1 0 1.877653 3.754852 -2.962176 14 6 0 -0.389206 1.473105 -4.029003 15 1 0 -1.088200 -0.145984 -2.765944 16 1 0 0.531294 3.180726 -4.962610 17 1 0 -0.995571 1.189838 -4.879668 18 6 0 -2.734152 0.669982 0.253493 19 6 0 -1.434331 2.520404 0.926329 20 6 0 -3.908837 1.413446 0.494039 21 6 0 -2.734437 -0.668583 -0.254029 22 6 0 -2.537076 3.294216 1.169275 23 1 0 -0.438530 2.916114 1.092267 24 6 0 -3.818233 2.710463 0.947059 25 1 0 -4.883015 0.976758 0.316059 26 6 0 -3.909443 -1.411554 -0.494550 27 1 0 -2.434957 4.309286 1.527526 28 6 0 -1.435417 -2.519462 -0.927133 29 6 0 -3.819393 -2.708565 -0.947695 30 1 0 -4.883433 -0.974488 -0.316460 31 6 0 -2.538492 -3.292799 -1.170100 32 1 0 -0.439790 -2.915555 -1.093203 33 1 0 -2.436808 -4.307862 -1.528494 34 6 0 1.822919 -2.310952 0.533751 35 6 0 2.158923 -1.501382 -1.754992 36 6 0 2.731745 -3.333114 0.266449 37 6 0 1.115532 -2.112804 1.802197 38 6 0 3.045000 -2.543407 -1.956438 39 1 0 1.964872 -0.810101 -2.566769 40 6 0 3.350164 -3.472862 -0.965170 41 6 0 1.213863 -2.902046 2.949255 42 1 0 4.047998 -4.280765 -1.145808 43 6 0 -0.451133 -0.724861 2.861432 44 6 0 0.455556 -2.574645 4.066876 45 1 0 1.874188 -3.756026 2.962505 46 6 0 -0.391499 -1.472816 4.028688 47 1 0 -1.088954 0.146825 2.765481 48 1 0 0.527536 -3.181104 4.962513 49 1 0 -0.997950 -1.189180 4.879169 50 7 0 -1.501407 1.236235 0.498551 51 7 0 -1.501939 -1.235327 -0.499172 52 7 0 0.285572 -1.036513 1.789406 53 7 0 0.286823 1.036458 -1.789475 54 6 0 1.544252 1.366805 0.502081 55 6 0 1.543627 -1.367554 -0.501724 56 6 0 -5.013069 -3.466440 -1.189742 57 7 0 -5.971992 -4.084532 -1.388126 58 6 0 -5.011588 3.468826 1.189149 59 7 0 -5.970252 4.087310 1.387570 60 9 0 3.037040 4.230128 -1.208140 61 9 0 3.033848 -4.232003 1.208850 62 9 0 3.638866 2.673807 3.142863 63 9 0 3.638445 -2.675702 -3.141773 --------------------------------------------------------------------- 47 [Ir(24dfppy)2(44dcbpy)] radical cation optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C34H18F4IrN6(2+,2) Framework group C2[C2(Ir),X(C34H18F4N6)] Deg. of freedom 92 Full point group C2 NOp 2 RotChk: IX=0 Diff= 1.39D-15 Largest Abelian subgroup C2 NOp 2 Largest concise Abelian subgroup C2 NOp 2 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.000000 0.000000 0.206695 2 6 0 2.116435 1.070812 1.855202 3 6 0 0.016585 2.315422 2.166329 4 6 0 2.714847 1.932092 2.782510 5 6 0 2.782575 -0.027030 1.158180 6 6 0 0.671297 3.133844 3.072379 7 1 0 -1.029226 2.498875 1.957943 8 6 0 2.019266 2.963428 3.399494 9 6 0 4.121075 -0.416909 1.294716 10 1 0 2.512746 3.614758 4.110388 11 6 0 2.436606 -1.736103 -0.423903 12 6 0 4.607739 -1.488027 0.551132 13 1 0 4.765531 0.114799 1.977975 14 6 0 3.756240 -2.159951 -0.323922 15 1 0 1.734381 -2.230382 -1.082412 16 1 0 5.643163 -1.792738 0.656669 17 1 0 4.094759 -2.998241 -0.920559 18 6 0 0.381482 0.634553 -2.793093 19 6 0 1.310800 2.343295 -1.499920 20 6 0 0.833010 1.243220 -3.964529 21 6 0 -0.381482 -0.634553 -2.793093 22 6 0 1.784081 3.011143 -2.621707 23 1 0 1.474846 2.743439 -0.508141 24 6 0 1.546046 2.444160 -3.878421 25 1 0 0.654276 0.797683 -4.933318 26 6 0 -0.833010 -1.243220 -3.964529 27 1 0 2.326568 3.941780 -2.513148 28 6 0 -1.310800 -2.343295 -1.499920 29 6 0 -1.546046 -2.444160 -3.878421 30 1 0 -0.654276 -0.797683 -4.933318 31 6 0 -1.784081 -3.011143 -2.621707 32 1 0 -1.474846 -2.743439 -0.508141 33 1 0 -2.326568 -3.941780 -2.513148 34 6 0 -2.116435 -1.070812 1.855202 35 6 0 -0.016585 -2.315422 2.166329 36 6 0 -2.714847 -1.932092 2.782510 37 6 0 -2.782575 0.027030 1.158180 38 6 0 -0.671297 -3.133844 3.072379 39 1 0 1.029226 -2.498875 1.957943 40 6 0 -2.019266 -2.963428 3.399494 41 6 0 -4.121075 0.416909 1.294716 42 1 0 -2.512746 -3.614758 4.110388 43 6 0 -2.436606 1.736103 -0.423903 44 6 0 -4.607739 1.488027 0.551132 45 1 0 -4.765531 -0.114799 1.977975 46 6 0 -3.756240 2.159951 -0.323922 47 1 0 -1.734381 2.230382 -1.082412 48 1 0 -5.643163 1.792738 0.656669 49 1 0 -4.094759 2.998241 -0.920559 50 7 0 0.632705 1.184487 -1.577801 51 7 0 -0.632705 -1.184487 -1.577801 52 7 0 -1.961470 0.704389 0.295720 53 7 0 1.961470 -0.704389 0.295720 54 6 0 0.725227 1.267682 1.553561 55 6 0 -0.725227 -1.267682 1.553561 56 6 0 -2.032113 -3.079922 -5.069661 57 7 0 -2.428205 -3.593833 -6.033037 58 6 0 2.032113 3.079922 -5.069661 59 7 0 2.428205 3.593833 -6.033037 60 9 0 4.010860 1.791237 3.107889 61 9 0 -4.010860 -1.791237 3.107889 62 9 0 0.000000 4.126817 3.664623 63 9 0 0.000000 -4.126817 3.664623 --------------------------------------------------------------------- 48 [Ir(24dfppy)2(44dcbpy)] radical anion optimized geometry in dichloromethane solution B3LYP/LANL2DZ/6-31G(d,p) Stoichiometry C34H18F4IrN6(2) Framework group C2[C2(Ir),X(C34H18F4N6)] Deg. of freedom 92 Full point group C2 NOp 2 RotChk: IX=0 Diff= 1.88D-15 Largest Abelian subgroup C2 NOp 2 Largest concise Abelian subgroup C2 NOp 2 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 77 0 0.000000 0.000000 0.151405 2 6 0 2.108801 1.027007 1.885636 3 6 0 0.029488 2.229212 2.275868 4 6 0 2.714953 1.848343 2.848372 5 6 0 2.777608 -0.038175 1.135818 6 6 0 0.688362 3.009115 3.218026 7 1 0 -1.021974 2.418836 2.092084 8 6 0 2.034307 2.845273 3.528843 9 6 0 4.120361 -0.432500 1.250998 10 1 0 2.532370 3.461476 4.266505 11 6 0 2.440908 -1.692658 -0.504842 12 6 0 4.610748 -1.472662 0.471279 13 1 0 4.763795 0.078903 1.950667 14 6 0 3.758332 -2.119272 -0.424989 15 1 0 1.733052 -2.155865 -1.179906 16 1 0 5.648770 -1.775628 0.563587 17 1 0 4.098424 -2.935618 -1.051343 18 6 0 0.320589 0.645897 -2.808025 19 6 0 1.193534 2.418480 -1.512525 20 6 0 0.679977 1.335885 -3.981614 21 6 0 -0.320589 -0.645897 -2.808025 22 6 0 1.569997 3.141253 -2.622742 23 1 0 1.374507 2.803266 -0.515057 24 6 0 1.299525 2.576886 -3.906833 25 1 0 0.480253 0.903939 -4.953931 26 6 0 -0.679977 -1.335885 -3.981614 27 1 0 2.054611 4.103600 -2.520493 28 6 0 -1.193534 -2.418480 -1.512525 29 6 0 -1.299525 -2.576886 -3.906833 30 1 0 -0.480253 -0.903939 -4.953931 31 6 0 -1.569997 -3.141253 -2.622742 32 1 0 -1.374507 -2.803266 -0.515057 33 1 0 -2.054611 -4.103600 -2.520493 34 6 0 -2.108801 -1.027007 1.885636 35 6 0 -0.029488 -2.229212 2.275868 36 6 0 -2.714953 -1.848343 2.848372 37 6 0 -2.777608 0.038175 1.135818 38 6 0 -0.688362 -3.009115 3.218026 39 1 0 1.021974 -2.418836 2.092084 40 6 0 -2.034307 -2.845273 3.528843 41 6 0 -4.120361 0.432500 1.250998 42 1 0 -2.532370 -3.461476 4.266505 43 6 0 -2.440908 1.692658 -0.504842 44 6 0 -4.610748 1.472662 0.471279 45 1 0 -4.763795 -0.078903 1.950667 46 6 0 -3.758332 2.119272 -0.424989 47 1 0 -1.733052 2.155865 -1.179906 48 1 0 -5.648770 1.775628 0.563587 49 1 0 -4.098424 2.935618 -1.051343 50 7 0 0.581698 1.213768 -1.568389 51 7 0 -0.581698 -1.213768 -1.568389 52 7 0 -1.958772 0.685129 0.248282 53 7 0 1.958772 -0.685129 0.248282 54 6 0 0.725915 1.224436 1.588641 55 6 0 -0.725915 -1.224436 1.588641 56 6 0 -1.659528 -3.270482 -5.100850 57 7 0 -1.956757 -3.845680 -6.070380 58 6 0 1.659528 3.270482 -5.100850 59 7 0 1.956757 3.845680 -6.070380 60 9 0 4.027609 1.693831 3.155411 61 9 0 -4.027609 -1.693831 3.155411 62 9 0 0.000000 3.973314 3.867460 63 9 0 0.000000 -3.973314 3.867460 ---------------------------------------------------------------------