A Push–Pull Macrocycle With Both Linearly Conjugated and Cross-Conjugated Bridges Supporting Information (File 2: Computational Geometries) Wade C. W. Leu and C. Scott Hartley Optimized geometry of H(mP/Th)H' (PCM(cyclohexane)/B3LYP/6-31+G(d,p)) --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 1 0 0.844618 0.061228 0.000000 2 6 0 1.924642 0.089220 0.000000 3 6 0 4.711607 0.167594 0.000000 4 6 0 2.613877 0.102681 1.225478 5 6 0 2.613877 0.102681 -1.225478 6 6 0 4.024241 0.144229 -1.214160 7 6 0 4.024241 0.144229 1.214160 8 1 0 4.567190 0.155752 -2.153465 9 1 0 4.567190 0.155752 2.153465 10 1 0 5.796951 0.200370 0.000000 11 6 0 1.883306 0.060303 -2.454032 12 6 0 1.883306 0.060303 2.454032 13 6 0 1.241297 0.013081 3.489406 14 6 0 1.241297 0.013081 -3.489406 15 6 0 0.549537 -0.039058 -4.735494 16 6 0 -0.747063 -0.114919 -7.241852 17 6 0 1.288125 -0.061722 -5.935654 18 6 0 -0.878007 -0.060877 -4.808143 19 6 0 -1.500627 -0.096977 -6.071809 20 6 0 0.651438 -0.099257 -7.173262 21 1 0 2.371561 -0.046215 -5.878347 22 1 0 -2.584624 -0.112995 -6.117217 23 1 0 1.243812 -0.115067 -8.082909 24 1 0 -1.247469 -0.143334 -8.204833 25 6 0 0.549537 -0.039058 4.735494 26 6 0 -0.747063 -0.114919 7.241852 27 6 0 -0.878007 -0.060877 4.808143 28 6 0 1.288125 -0.061722 5.935654 29 6 0 0.651438 -0.099257 7.173262 30 6 0 -1.500627 -0.096977 6.071809 31 1 0 2.371561 -0.046215 5.878347 32 1 0 1.243812 -0.115067 8.082909 33 1 0 -2.584624 -0.112995 6.117217 34 1 0 -1.247469 -0.143334 8.204833 35 6 0 -1.658850 -0.042926 -3.621578 36 6 0 -2.295773 -0.001833 -2.581025 37 6 0 -2.777906 0.043589 -1.260686 38 6 0 -3.948205 0.544349 -0.708956 39 1 0 -4.758004 0.934531 -1.313805 40 6 0 -3.948205 0.544349 0.708956 41 1 0 -4.758004 0.934531 1.313805 42 6 0 -2.777906 0.043589 1.260686 43 16 0 -1.686793 -0.489737 0.000000 44 6 0 -2.295773 -0.001833 2.581025 45 6 0 -1.658850 -0.042926 3.621578 --------------------------------------------------------------------- Optimized geometry of D(mP/Th)D' (PCM(cyclohexane)/B3LYP/6-31+G(d,p)) --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 1 0 0.844559 0.081222 0.000000 2 6 0 1.924378 0.120857 0.000000 3 6 0 4.709914 0.226870 0.000000 4 6 0 2.613005 0.141977 1.226127 5 6 0 2.613005 0.141977 -1.226127 6 6 0 4.023225 0.197424 -1.214401 7 6 0 4.023225 0.197424 1.214401 8 1 0 4.566415 0.215094 -2.153537 9 1 0 4.566415 0.215094 2.153537 10 1 0 5.795051 0.270271 0.000000 11 6 0 1.882452 0.095223 -2.454099 12 6 0 1.882452 0.095223 2.454099 13 6 0 1.238539 0.046397 3.488770 14 6 0 1.238539 0.046397 -3.488770 15 6 0 0.540137 -0.009905 -4.729333 16 6 0 -0.761203 -0.096239 -7.244270 17 6 0 1.282910 -0.042894 -5.931962 18 6 0 -0.877940 -0.025084 -4.802438 19 6 0 -1.502559 -0.067425 -6.070090 20 6 0 0.660662 -0.085299 -7.173471 21 1 0 2.362804 -0.031634 -5.862549 22 1 0 -2.584144 -0.079816 -6.105045 23 6 0 0.540137 -0.009905 4.729333 24 6 0 -0.761203 -0.096239 7.244270 25 6 0 -0.877940 -0.025084 4.802438 26 6 0 1.282910 -0.042894 5.931962 27 6 0 0.660662 -0.085299 7.173471 28 6 0 -1.502559 -0.067425 6.070090 29 1 0 2.362804 -0.031634 5.862549 30 1 0 -2.584144 -0.079816 6.105045 31 6 0 -1.665785 0.003445 -3.622436 32 6 0 -2.303459 0.055006 -2.582083 33 6 0 -2.785912 0.106095 -1.262317 34 6 0 -3.949979 0.619673 -0.709128 35 1 0 -4.755136 1.020645 -1.313277 36 6 0 -3.949979 0.619673 0.709128 37 1 0 -4.755136 1.020645 1.313277 38 6 0 -2.785912 0.106095 1.262317 39 16 0 -1.701639 -0.441538 0.000000 40 6 0 -2.303459 0.055006 2.582083 41 6 0 -1.665785 0.003445 3.622436 42 8 0 -1.288148 -0.138250 8.495436 43 8 0 1.309563 -0.117427 8.366161 44 8 0 -1.288148 -0.138250 -8.495436 45 8 0 1.309563 -0.117427 -8.366161 46 6 0 -2.708060 -0.155566 8.633639 47 1 0 -3.158582 0.749829 8.210210 48 1 0 -3.141839 -1.042194 8.156391 49 1 0 -2.897633 -0.189496 9.706521 50 6 0 2.736162 -0.109397 8.364043 51 1 0 3.136522 -0.987911 7.844503 52 1 0 3.126705 0.804264 7.900627 53 1 0 3.030815 -0.140567 9.413017 54 6 0 2.736162 -0.109397 -8.364043 55 1 0 3.126705 0.804264 -7.900627 56 1 0 3.136522 -0.987911 -7.844503 57 1 0 3.030815 -0.140567 -9.413017 58 6 0 -2.708060 -0.155566 -8.633639 59 1 0 -3.141839 -1.042194 -8.156391 60 1 0 -3.158582 0.749829 -8.210210 61 1 0 -2.897633 -0.189496 -9.706521 --------------------------------------------------------------------- Optimized geometry of A(mP/Th)A' (PCM(cyclohexane)/B3LYP/6-31+G(d,p)) --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 1 0 0.836192 0.110596 0.000000 2 6 0 1.915965 0.099803 0.000000 3 6 0 4.704888 0.083481 0.000000 4 6 0 2.606040 0.088226 1.224418 5 6 0 2.606040 0.088226 -1.224418 6 6 0 4.016986 0.082472 -1.214003 7 6 0 4.016986 0.082472 1.214003 8 1 0 4.560101 0.074525 -2.153100 9 1 0 4.560101 0.074525 2.153100 10 1 0 5.790391 0.079889 0.000000 11 6 0 1.872867 0.065620 -2.450976 12 6 0 1.872867 0.065620 2.450976 13 6 0 1.226227 0.031899 3.484047 14 6 0 1.226227 0.031899 -3.484047 15 6 0 0.543441 -0.001355 -4.732578 16 6 0 -0.760849 -0.032621 -7.203852 17 6 0 1.304223 -0.003289 -5.924462 18 6 0 -0.891333 -0.023030 -4.805061 19 6 0 -1.538840 -0.035841 -6.062046 20 6 0 0.638902 -0.018928 -7.135933 21 1 0 2.387394 0.011458 -5.876698 22 1 0 -2.621813 -0.050914 -6.115750 23 6 0 0.543441 -0.001355 4.732578 24 6 0 -0.760849 -0.032621 7.203852 25 6 0 -0.891333 -0.023030 4.805061 26 6 0 1.304223 -0.003289 5.924462 27 6 0 0.638902 -0.018928 7.135933 28 6 0 -1.538840 -0.035841 6.062046 29 1 0 2.387394 0.011458 5.876698 30 1 0 -2.621813 -0.050914 6.115750 31 6 0 -1.662388 -0.029349 -3.615685 32 6 0 -2.302746 -0.010709 -2.576571 33 6 0 -2.786757 0.015146 -1.258048 34 6 0 -3.985976 0.448539 -0.708082 35 1 0 -4.817580 0.787842 -1.313730 36 6 0 -3.985976 0.448539 0.708082 37 1 0 -4.817580 0.787842 1.313730 38 6 0 -2.786757 0.015146 1.258048 39 16 0 -1.665750 -0.451045 0.000000 40 6 0 -2.302746 -0.010709 2.576571 41 6 0 -1.662388 -0.029349 3.615685 42 6 0 -1.161204 -0.045875 -8.642663 43 6 0 1.176573 -0.022840 -8.529106 44 8 0 -2.274275 -0.059326 -9.133785 45 8 0 2.332063 -0.014278 -8.910332 46 7 0 0.044951 -0.039122 -9.353806 47 1 0 0.094080 -0.045347 -10.364719 48 6 0 -1.161204 -0.045875 8.642663 49 6 0 1.176573 -0.022840 8.529106 50 7 0 0.044951 -0.039122 9.353806 51 1 0 0.094080 -0.045347 10.364719 52 8 0 2.332063 -0.014278 8.910332 53 8 0 -2.274275 -0.059326 9.133785 --------------------------------------------------------------------- Optimized geometry of D(mP/Th)A' (PCM(cyclohexane)/B3LYP/6-31+G(d,p)) --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 1 0 0.126550 0.843875 0.095615 2 6 0 0.122994 1.923920 0.100721 3 6 0 0.109372 4.711778 0.122386 4 6 0 1.346347 2.617090 0.103345 5 6 0 -1.104381 2.609487 0.095697 6 6 0 -1.102403 4.020440 0.108488 7 6 0 1.326146 4.028257 0.116907 8 1 0 -2.044078 4.559126 0.105171 9 1 0 2.262558 4.576361 0.120445 10 1 0 0.105812 5.797467 0.133288 11 6 0 -2.328091 1.871908 0.063389 12 6 0 2.576217 1.889104 0.077498 13 6 0 3.610303 1.243424 0.042572 14 6 0 -3.360649 1.224305 0.025957 15 6 0 -4.607540 0.539324 -0.010372 16 6 0 -7.076910 -0.769325 -0.042218 17 6 0 -5.800923 1.297759 -0.021786 18 6 0 -4.676809 -0.896298 -0.023749 19 6 0 -5.933753 -1.545061 -0.036732 20 6 0 -7.011778 0.631126 -0.037603 21 1 0 -5.754456 2.381101 -0.013499 22 1 0 -5.985716 -2.628206 -0.045367 23 6 0 4.851904 0.545744 0.001741 24 6 0 7.369042 -0.754114 -0.056289 25 6 0 4.927054 -0.872299 -0.021387 26 6 0 6.053874 1.289578 -0.008394 27 6 0 7.296547 0.668197 -0.036919 28 6 0 6.195327 -1.496469 -0.049015 29 1 0 5.983867 2.369298 0.009208 30 1 0 6.231327 -2.577905 -0.067364 31 6 0 -3.486849 -1.665028 -0.021757 32 6 0 -2.445150 -2.301883 0.006063 33 6 0 -1.128069 -2.787409 0.036246 34 6 0 -0.579669 -3.980114 0.487731 35 1 0 -1.187262 -4.806126 0.837716 36 6 0 0.837035 -3.981685 0.494524 37 1 0 1.439249 -4.809446 0.849091 38 6 0 1.392545 -2.789560 0.048204 39 16 0 0.136695 -1.674543 -0.440664 40 6 0 2.712516 -2.307796 0.014051 41 6 0 3.748621 -1.661792 -0.015033 42 8 0 8.620269 -1.278768 -0.083600 43 8 0 8.487908 1.317086 -0.047265 44 6 0 8.761848 -2.698793 -0.108172 45 1 0 8.326772 -3.155577 0.788418 46 1 0 8.298122 -3.127265 -1.004396 47 1 0 9.835466 -2.885526 -0.128210 48 6 0 8.486986 2.744256 -0.028933 49 1 0 7.980787 3.150892 -0.912179 50 1 0 8.010834 3.127959 0.880912 51 1 0 9.536598 3.037533 -0.042735 52 6 0 -8.514413 -1.172286 -0.057835 53 6 0 -8.404783 1.165893 -0.049714 54 8 0 -9.004860 -2.286180 -0.065681 55 8 0 -8.790059 2.320561 -0.049951 56 7 0 -9.227975 0.032517 -0.061394 57 1 0 -10.238833 0.079872 -0.071435 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