Folding-controlled assembly of ortho-phenylene-based macrocycles Supporting Information Viraj C. Kirinda and C. Scott Hartley* Department of Chemistry & Biochemistry, Miami University, Oxford, OH 45056, United States Computational Geometries Geometries can be found by searching for the following headings: - oP10OMe(M) AAAAAAA - oP10OMe(M) AAAAAAB - oP10OMe(M) AAAABBB - oP10OMe(M) BAAAAAB - oP10OMe(M) BAAABBB - oP10OMe(M) AAABBBA - oP10F(M)' AAAAAAA - oP10F(M)' AAAAAAB - oP10F(M)' AAAABBB - oP10F(M)' BAAAAAB - oP10F(M)' BAAABBB - oP10F(M)' AAABBBA - oP8F(M)' AAAAA - oP8F(M)' AAAAB - oP8F(M)' AABBA - oP8F(M)' BAAAB - oP8F(M)' AAABB - oP8F(M)' BAABB - oP8H(M)' AAAAA - oP8H(M)' AAAAB - oP8H(M)' AABBA - oP8H(M)' BAAAB - oP8H(M)' AAABB - oP8H(M)' BAABB - Octa(o-phenylene) AAAAA - Octa(o-phenylene) AAAAB - Octa(o-phenylene) AAABB - Octa(o-phenylene) AABBA - Octa(o-phenylene) AABBB - Octa(o-phenylene) ABBAB - Octa(o-phenylene) ABBBA - Octa(o-phenylene) ABBBB - Octa(o-phenylene) BAAAB - Octa(o-phenylene) BAABB - Octa(o-phenylene) BABBB - Octa(o-phenylene) BBABB - Octa(o-phenylene) BBBBB - Deca(o-phenylene) [3+3] (AAAAAAA)3 macrocycle, homochiral - Deca(o-phenylene) [3+3] (AAAAAAA)3 macrocycle, heterochiral - Octa(o-phenylene) [2+2] (AAAAB)3 macrocycle, homochiral-parallel - Octa(o-phenylene) [2+2] (AAAAB)3 macrocycle, homochiral-antiparallel - Octa(o-phenylene) [2+2] (AAAAB)3 macrocycle, heterochiral-parallel - Octa(o-phenylene) [2+2] (AAAAB)3 macrocycle, heterochiral-antiparallel oP10OMe(M) AAAAAAA H,0,-0.5905141666,5.6981605985,-0.9187640411 C,0,1.2066688144,4.7332239137,-0.173002795 C,0,1.9619157734,4.4625763369,0.9917556167 C,0,1.5034035842,4.8290529997,2.2580284037 C,0,0.2609377705,5.4933694185,2.4044454602 C,0,-0.4585014939,5.8417705668,1.2358803686 C,0,-0.0026998287,5.4529726819,-0.0279295962 H,0,2.9059441462,3.914144247,0.8980833647 H,0,2.0999604181,4.5898830667,3.1459837796 H,0,-1.4036325582,6.3864610342,1.348715866 C,0,0.8833456776,3.6312746737,-2.458807573 C,0,1.448574791,3.2265478008,-3.6896055259 C,0,2.808399282,3.4240566627,-3.9762638888 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C,0,2.7109113899,3.4706204045,-2.8173225031 C,0,4.0205386913,3.972545964,-2.6572345141 C,0,5.1000021766,3.133215168,-2.3594194361 C,0,4.8902672051,1.7525320699,-2.2122445152 C,0,3.6012570216,1.2313372103,-2.382249313 C,0,2.5031561109,2.0660475967,-2.6832482201 H,0,4.1880912637,5.0424646658,-2.7830129009 H,0,6.1030647943,3.5630164646,-2.2498248659 H,0,5.7217739283,1.0823615044,-1.9621642471 H,0,3.4188966118,0.1594438128,-2.2485192092 C,0,1.3934792529,5.6592190975,-2.50259096 C,0,0.2976969375,6.4589760515,-2.9004057092 C,0,-0.5473560887,6.0929740308,-3.9548502955 C,0,-0.3000567622,4.9004516439,-4.6533313368 C,0,0.7626962398,4.0799816898,-4.2562262505 C,0,1.6090541765,4.4163439472,-3.1747576314 H,0,0.1016405992,7.3874630211,-2.3573117159 H,0,-1.3884258086,6.740821015,-4.2303301935 H,0,-0.9325539107,4.6038738817,-5.4989430612 H,0,0.9539782861,3.151307512,-4.8009851712 C,0,2.7260860007,7.4688539105,-1.2663108465 C,0,3.4815322781,7.8477670234,-0.1345312263 C,0,3.7671656769,6.9391767698,0.894430564 C,0,3.2749531001,5.6266351305,0.807926889 C,0,2.5236352745,5.2380862023,-0.3066018323 C,0,2.2390301723,6.131141493,-1.3620354021 H,0,3.853647827,8.8782247602,-0.078338584 H,0,4.3631633412,7.2574738522,1.758710246 H,0,3.4644480263,4.9046280708,1.6115149482 H,0,2.131684171,4.2224835694,-0.3660538727 C,0,2.775165227,8.4167633065,-3.6442919362 C,0,2.2885017123,9.3705969257,-4.5636126404 C,0,1.4753980606,10.4357182385,-4.1484156557 C,0,1.1504931121,10.5706502692,-2.7882913357 C,0,1.6094475062,9.6155568484,-1.8688282007 C,0,2.3988161718,8.5187744506,-2.2800306415 H,0,2.5826150883,9.2799256505,-5.6163062552 H,0,1.1125556896,11.1666532262,-4.881384843 H,0,0.5291194787,11.4072373853,-2.4457536919 H,0,1.3212589962,9.6849977797,-0.8126643401 C,0,5.033415342,7.3154020313,-3.620037205 C,0,5.9681472223,6.4132453891,-4.1529246803 C,0,5.5935630548,5.5406586905,-5.1894612833 C,0,4.280210015,5.5746706466,-5.6877892585 C,0,3.3506652891,6.4901746748,-5.1698712122 C,0,3.7191507268,7.3742591002,-4.134324778 H,0,6.9893887108,6.3873978158,-3.7530633058 H,0,6.3180246979,4.8247516045,-5.5957421713 H,0,3.9738898325,4.8777108761,-6.4771678205 H,0,2.3219092205,6.509819671,-5.5463685456 H,0,5.3199192004,7.9968458589,-2.8108959679 Octa(o-phenylene) AABBB H,0,0.3808706924,-0.486437676,-0.7472246669 C,0,1.8176150311,0.8742474951,0.1475902999 C,0,3.1422980484,0.9956844885,0.6250912904 C,0,4.0318208122,-0.0874283283,0.5706005109 C,0,3.6125793615,-1.3170408203,0.0348622429 C,0,2.294764891,-1.4532301137,-0.4372535929 C,0,1.4052323465,-0.3695609874,-0.3808606233 H,0,3.4830790409,1.9643283185,1.00848896 H,0,5.0598940825,0.0349353515,0.932931836 H,0,4.3073329532,-2.1645942634,-0.0144180307 H,0,1.9543760555,-2.4111239876,-0.8496070188 C,0,0.1098427738,2.4829976646,-0.8805545766 C,0,-0.6890437145,3.6373942192,-0.7425801387 C,0,-0.7287663087,4.3573551732,0.4596847694 C,0,0.0279935256,3.9169490913,1.5570130634 C,0,0.8346191729,2.7779740979,1.4308368224 C,0,0.9039461231,2.0490959901,0.220097251 H,0,-1.2597463993,3.9833219492,-1.6112882855 H,0,-1.3434175037,5.2623032903,0.5340605758 H,0,0.0006697599,4.4647078352,2.5065243957 H,0,1.424626173,2.4279773956,2.2860391488 C,0,1.1511972841,1.5078611666,-3.0081318047 C,0,1.0094205403,0.650809344,-4.1213879473 C,0,-0.2164573722,0.0412861327,-4.4270427776 C,0,-1.3359051757,0.2938694417,-3.6172825216 C,0,-1.2001188859,1.1188275725,-2.4907680377 C,0,0.0360814809,1.7129425508,-2.1575770419 H,0,1.8786159617,0.4936766309,-4.7715246001 H,0,-0.2996541739,-0.614225732,-5.3025962633 H,0,-2.3062742789,-0.1610479644,-3.8507913327 H,0,-2.0565446893,1.2890883525,-1.8270266389 C,0,2.6305187842,3.6010800277,-2.9190943212 C,0,3.9395845348,4.1314415478,-2.8459189747 C,0,5.0593344531,3.3118380828,-2.6599010648 C,0,4.8919309096,1.9223423871,-2.5405394761 C,0,3.6067253057,1.3735092773,-2.6321473215 C,0,2.4693230198,2.1878242075,-2.8230796229 H,0,4.0729870353,5.2142318721,-2.9354983191 H,0,6.0588753554,3.760149991,-2.607124112 H,0,5.7555973647,1.2673327453,-2.3741213386 H,0,3.4607242014,0.2932011633,-2.5239814681 C,0,1.3068478562,5.7250731202,-2.3750862959 C,0,0.1863316076,6.5442927767,-2.6383733105 C,0,-0.7523258459,6.2190243141,-3.6243040176 C,0,-0.5690647782,5.0579961024,-4.3933876287 C,0,0.534954452,4.2328101278,-4.146283397 C,0,1.4768851026,4.5288281795,-3.1334732359 H,0,0.0542391606,7.45747214,-2.0497855976 H,0,-1.6144808486,6.8746123035,-3.7966783601 H,0,-1.2791501838,4.7950078395,-5.1867478466 H,0,0.681005382,3.3357300787,-4.7545516623 C,0,2.7989295957,7.4364360419,-1.2065002261 C,0,3.6468598399,7.7617884301,-0.1241436126 C,0,3.9416201916,6.8282941241,0.877032629 C,0,3.3818935665,5.5405489679,0.8081315199 C,0,2.5488623896,5.2022633683,-0.2633944641 C,0,2.2409948558,6.1304783399,-1.2803470897 H,0,4.0738019202,8.7698547822,-0.0794165917 H,0,4.6030223441,7.106083665,1.7068193958 H,0,3.5881620337,4.799184865,1.5898123174 H,0,2.1167783939,4.2035206386,-0.3240460967 C,0,2.0316384548,9.7592144622,-1.9428334169 C,0,1.8797954531,10.6997795461,-2.9894539667 C,0,2.2177873201,10.3882244489,-4.3131802175 C,0,2.7196080648,9.1119068488,-4.6195841847 C,0,2.8786060725,8.1696512819,-3.5957254025 C,0,2.5494526184,8.4698121489,-2.2561374541 H,0,1.4578395038,11.6836886661,-2.7521168119 H,0,2.0786018076,11.1356667649,-5.1037985268 H,0,2.9851241592,8.8501655731,-5.6508790739 H,0,3.268749661,7.1724008319,-3.8274813797 C,0,0.8345214854,9.2989423515,0.2496252798 C,0,0.4249146789,9.7016363104,1.5286056649 C,0,0.7886310961,10.9656201769,2.0263303321 C,0,1.562816788,11.8251596029,1.2286613329 C,0,1.9678174926,11.4228516911,-0.0541838784 C,0,1.613249615,10.1531898972,-0.5656222969 H,0,-0.1814851879,9.0225941717,2.1407154207 H,0,0.4726530264,11.2770102879,3.0295354688 H,0,1.858986707,12.8111331525,1.6079459542 H,0,2.5852951597,12.0903294904,-0.6674161897 H,0,0.5536804154,8.3078271084,-0.119782331 Octa(o-phenylene) ABBAB H,0,-0.3238126819,0.012403343,0.2246039076 C,0,1.5787810478,1.0084544076,0.5241783339 C,0,2.9579235105,0.8249536734,0.7568054183 C,0,3.491563705,-0.4668413061,0.8872424049 C,0,2.6528951808,-1.5910648476,0.8027716479 C,0,1.2785086145,-1.4184304299,0.5632179908 C,0,0.7468842024,-0.1276018977,0.4120372864 H,0,3.6106176592,1.703413994,0.8096610814 H,0,4.5689397805,-0.5958274216,1.0465301246 H,0,3.0717987695,-2.59916508,0.9060593529 H,0,0.6184236734,-2.2914620021,0.4881717503 C,0,0.2503547469,2.8525212256,-0.6281035475 C,0,-0.3950795039,4.1054989003,-0.534620794 C,0,-0.2813111297,4.9017405962,0.6148158083 C,0,0.4931865455,4.4508564914,1.6967403535 C,0,1.1095975219,3.1925465748,1.6298346359 C,0,0.9836394724,2.3731242611,0.4875844917 H,0,-0.9570175997,4.4697798295,-1.4033495338 H,0,-0.7824499948,5.8765328705,0.6581204533 H,0,0.6029425698,5.0681056126,2.596805134 H,0,1.6822700872,2.8134570445,2.4849611716 C,0,1.352155895,1.9183873183,-2.7500717741 C,0,1.1786798386,1.3247863269,-4.0196514029 C,0,-0.0810583975,0.9243649909,-4.4804321396 C,0,-1.2140533639,1.1185405866,-3.6744665506 C,0,-1.0679181643,1.7307481148,-2.421591738 C,0,0.1964234398,2.133859207,-1.9394583312 H,0,2.0520161913,1.1858868727,-4.658380002 H,0,-0.1684496538,0.469115469,-5.4731612858 H,0,-2.2068572704,0.8047622801,-4.0200841661 H,0,-1.9452587198,1.8993756294,-1.7849176522 C,0,3.8646182662,1.4765238817,-2.441136371 C,0,5.1085485724,1.9336106653,-1.9456591066 C,0,5.2577293378,3.1980120304,-1.3626742157 C,0,4.1489350948,4.0551307634,-1.2890710902 C,0,2.9082303652,3.6188142488,-1.767219414 C,0,2.7239554079,2.3280917969,-2.315321999 H,0,5.9711227428,1.2648526112,-2.0072738167 H,0,6.2369961676,3.5121602413,-0.9814930867 H,0,4.2451634629,5.0626359209,-0.8675491055 H,0,2.0517888645,4.2960099474,-1.7194859046 C,0,4.7620811251,-0.4188163988,-3.9069470255 C,0,4.7406513532,-1.7916397573,-4.2398318383 C,0,3.7786508858,-2.6613016686,-3.7071294612 C,0,2.8189498617,-2.1594755167,-2.8126229707 C,0,2.8466606295,-0.8083827992,-2.4505374504 C,0,3.8112118483,0.0803104633,-2.9731487185 H,0,5.4864788577,-2.1659443958,-4.9522083088 H,0,3.7788865174,-3.720933285,-3.9913714705 H,0,2.0590985099,-2.8196661468,-2.3778184811 H,0,2.1223465704,-0.4269033658,-1.729991693 C,0,5.5221439695,1.3726627718,-5.587145567 C,0,6.5867448888,2.1222363292,-6.1400794593 C,0,7.9073847621,1.9513056482,-5.7087664238 C,0,8.1964806125,1.0023898901,-4.7132599051 C,0,7.1532526187,0.2501898906,-4.1565326347 C,0,5.8117621184,0.4318550427,-4.5605572672 H,0,6.3623131811,2.8423777016,-6.9339098202 H,0,8.7100120569,2.547801239,-6.1590537771 H,0,9.2276827001,0.8486267765,-4.3722872712 H,0,7.3647396382,-0.4881684109,-3.3730264061 C,0,3.5416914743,2.7906122942,-6.4074882952 C,0,2.2886571673,2.8281698386,-7.0628494844 C,0,1.6472951823,1.6629655706,-7.5009278322 C,0,2.2583604776,0.4173415561,-7.2872647178 C,0,3.4960861572,0.3584346818,-6.6334134895 C,0,4.1571916566,1.5235461657,-6.1792211523 H,0,1.8048415349,3.8015327735,-7.2040979022 H,0,0.6710647276,1.7286108978,-7.9961795365 H,0,1.7768206679,-0.5075932206,-7.6268437287 H,0,3.9791359387,-0.6105371963,-6.4815090734 C,0,4.7021864962,4.264017486,-4.7054945303 C,0,5.2612836856,5.4938955249,-4.3321141059 C,0,5.2883684144,6.5685472686,-5.2383281194 C,0,4.7430437711,6.4040699966,-6.5234650884 C,0,4.1787311848,5.173585355,-6.8958537792 C,0,4.153955604,4.0849320227,-5.9934776055 H,0,5.6724976716,5.6082971062,-3.322482328 H,0,5.7307274061,7.5288867871,-4.9454064117 H,0,4.7618035115,7.2337133302,-7.2412466453 H,0,3.7693431765,5.0414261703,-7.9048719342 H,0,4.6829571342,3.4363568404,-3.99520661 Octa(o-phenylene) ABBBA H,0,-0.7421504895,0.1063843446,-0.2936900932 C,0,1.0082250063,1.2244999411,0.3295271437 C,0,2.2927449926,1.133895837,0.9076602129 C,0,2.7966668923,-0.1056241965,1.3317235708 C,0,2.0269843812,-1.2722752168,1.18661192 C,0,0.7537341019,-1.1950559085,0.5950420655 C,0,0.252032951,0.0423986457,0.1618627897 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H,0,2.7627280507,-1.3537227915,-2.4991379437 H,0,0.4442172063,-0.469810796,-2.5200268981 C,0,-2.568769468,-4.6731604921,-2.2040587589 C,0,-3.6015918471,-5.615521836,-2.3075422085 C,0,-3.5013768492,-6.6816056392,-3.2192950851 C,0,-2.3545548703,-6.7977229156,-4.0230417204 C,0,-1.3190080148,-5.8557454739,-3.9149332942 C,0,-1.4082867812,-4.7763967252,-3.0058532691 H,0,-4.4900951505,-5.5161178776,-1.67197168 H,0,-4.3124877762,-7.4152313802,-3.3037096873 H,0,-2.267439373,-7.6211945663,-4.742843117 H,0,-0.433254089,-5.9401427626,-4.5561754941 H,0,-2.6615802773,-3.8442823658,-1.4952324529 Octa(o-phenylene) BABBB H,0,0.6027096473,0.5787771333,-0.1242048085 C,0,2.2792289968,1.9467780504,-0.2276062645 C,0,3.675660124,2.0749920002,-0.046342298 C,0,4.4537158324,0.9732995266,0.3440040227 C,0,3.8461570118,-0.2748471158,0.5655615353 C,0,2.4568741554,-0.4090235617,0.3956508466 C,0,1.6807562096,0.6894738067,0.0010275091 H,0,4.152867004,3.0445170154,-0.2348683592 H,0,5.5374580259,1.0894451883,0.4698371488 H,0,4.4523281097,-1.1370651524,0.8701510248 H,0,1.9656669718,-1.3723230679,0.5750994851 C,0,0.4877080469,3.0942680002,-1.6662414675 C,0,-0.2241124372,4.2795683841,-1.9645806355 C,0,0.0034827745,5.4745021567,-1.2694673257 C,0,0.9644296344,5.508562181,-0.246696916 C,0,1.6818943216,4.3460042791,0.0619332771 C,0,1.4679837886,3.1306594719,-0.6292323399 H,0,-0.9577497464,4.2605890833,-2.7748828404 H,0,-0.5677688742,6.3736040438,-1.5298717017 H,0,1.1481306401,6.43138269,0.3166315524 H,0,2.4136460835,4.3579126293,0.8779961314 C,0,-1.0351589289,1.4168200946,-2.863420016 C,0,-1.1611009063,0.3759709197,-3.8106040919 C,0,-0.038929817,-0.220513417,-4.4010959982 C,0,1.2448480033,0.2351435389,-4.0563273187 C,0,1.3844377653,1.2855551697,-3.1419922996 C,0,0.2625783654,1.8980345627,-2.5350161431 H,0,-2.1684439566,0.0230125091,-4.0643044887 H,0,-0.1663197293,-1.0348320882,-5.1248213839 H,0,2.1360502621,-0.2159981798,-4.5090030391 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C,0,-3.0547264959,3.7969606344,3.6976946917 C,0,-2.5949410019,4.9617271601,3.0709060903 C,0,-1.8514041198,4.8617444733,1.8826601414 C,0,-1.5883378495,3.602670141,1.3305023484 C,0,-2.0499520019,2.420011948,1.9467069287 H,0,-3.6305872041,3.8630006377,4.627462945 H,0,-2.8145623428,5.9423806787,3.510576139 H,0,-1.4715918697,5.7583246235,1.3802365753 H,0,-1.0107853055,3.5237473974,0.4083932292 C,0,-3.062047153,1.0564080847,5.233070434 C,0,-3.6696889101,-0.0657561985,5.844820863 C,0,-4.5238756079,-0.9188599018,5.1334424474 C,0,-4.7883644583,-0.662268156,3.777537936 C,0,-4.197891941,0.445991909,3.1573469012 C,0,-3.3407079021,1.3197045881,3.8610641116 H,0,-3.4349466889,-0.2803343513,6.8942335951 H,0,-4.9712345827,-1.7868444377,5.63302405 H,0,-5.4507706618,-1.3218036189,3.2041198877 H,0,-4.4011080638,0.6490816011,2.1003526687 C,0,-0.871189075,2.297974975,5.5540961324 C,0,0.0022170332,3.0550800312,6.3476479601 C,0,-0.3679277381,3.4308298938,7.6513080355 C,0,-1.6189781172,3.0367318202,8.1553941483 C,0,-2.4902464199,2.2734007445,7.3617504882 C,0,-2.1329982547,1.8930110736,6.0477360278 H,0,0.9776725802,3.353135331,5.9441716824 H,0,0.3137708021,4.0281919356,8.2691285327 H,0,-1.9217261876,3.3290311436,9.1686276298 H,0,-3.472025883,1.9799592388,7.7528226728 H,0,-0.574437593,2.0207543669,4.5378395124 Octa(o-phenylene) BBABB H,0,-0.4992390568,-0.3532571506,-0.1375748763 C,0,1.4345141141,0.2459945098,0.652690053 C,0,2.6162078988,-0.223710868,1.2707009052 C,0,2.7853039699,-1.5860326201,1.5658391378 C,0,1.7713302768,-2.507253389,1.2528712803 C,0,0.5883828148,-2.0529569421,0.6429942449 C,0,0.4232001149,-0.6930285857,0.3439688927 H,0,3.4157270576,0.4905210483,1.5020693398 H,0,3.7152231557,-1.929071106,2.0363123156 H,0,1.9020670166,-3.5721991373,1.4809979246 H,0,-0.2120521276,-2.7617753798,0.3977233133 C,0,0.7598954624,2.2011301336,-0.8638585673 C,0,0.5927038154,3.5910419059,-1.0288943097 C,0,0.9214951975,4.4908385223,-0.007291599 C,0,1.4274221901,4.0064684031,1.2101360941 C,0,1.5952131404,2.6264740265,1.3898403675 C,0,1.2656165131,1.7015149456,0.3714087908 H,0,0.209462297,3.9639492357,-1.9804292609 H,0,0.7830260508,5.5652054676,-0.1713760845 H,0,1.6827867877,4.6983666511,2.0222759818 H,0,1.9615955054,2.2408050967,2.348781718 C,0,-0.8355102138,1.2650514229,-2.6367990076 C,0,-1.039371636,0.3531002512,-3.7002941862 C,0,-0.0206252182,-0.4965470443,-4.1491376589 C,0,1.2447103206,-0.4469472078,-3.5414312074 C,0,1.4640714516,0.4428565425,-2.4840589709 C,0,0.4432114618,1.2955413935,-2.0086224611 H,0,-2.0260954368,0.3009254661,-4.1674522994 H,0,-0.2177581566,-1.1938879522,-4.972206365 H,0,2.0568698213,-1.0974546974,-3.8872854506 H,0,2.4451028036,0.4863404906,-1.9991677051 C,0,-2.8832331272,2.7560261893,-3.0250410918 C,0,-4.0452711675,3.3617202177,-2.4964986337 C,0,-4.3292386803,3.3377664312,-1.1245065834 C,0,-3.443648336,2.6844635277,-0.2515417927 C,0,-2.3038218978,2.0546169013,-0.7646635229 C,0,-2.0011778784,2.0651870279,-2.1472794718 H,0,-4.7209842418,3.8797368033,-3.1883994615 H,0,-5.2330242135,3.8268184974,-0.7410128281 H,0,-3.6446113253,2.6520584166,0.8259817521 H,0,-1.6308916804,1.5274167457,-0.0818506356 C,0,-1.6791303395,3.6769464362,-5.1104020036 C,0,-1.5723751852,3.6739157566,-6.5217620612 C,0,-2.4209601818,2.9049978649,-7.3266694571 C,0,-3.4214623466,2.1196963027,-6.7304823744 C,0,-3.5410969833,2.1071670541,-5.3343792933 C,0,-2.6725651684,2.8548844885,-4.5078697995 H,0,-0.8107700196,4.3015181393,-6.9940698272 H,0,-2.3079467275,2.9313169935,-8.4170952519 H,0,-4.1024149938,1.5198131375,-7.3465272617 H,0,-4.3092268384,1.4881285749,-4.8543544162 C,0,0.5741466213,4.7751835215,-4.5594987549 C,0,1.2902156657,5.7492816717,-3.8289849209 C,0,0.6584612908,6.5794476137,-2.8964546671 C,0,-0.7222605915,6.4439401987,-2.6771779174 C,0,-1.4443452667,5.4725972378,-3.381654469 C,0,-0.8225325536,4.6185157291,-4.3240606571 H,0,2.3653234963,5.8496245634,-4.0120306035 H,0,1.2412036481,7.3274560467,-2.3457521752 H,0,-1.2396858216,7.0912069553,-1.9589125434 H,0,-2.5209541152,5.3804049226,-3.2173487877 C,0,2.0902998589,4.5329276891,-6.596236722 C,0,2.8203076614,3.6821493348,-7.4591689281 C,0,2.7978933705,2.2888397454,-7.3074558686 C,0,2.0358529825,1.7157022343,-6.2761879383 C,0,1.3091233829,2.5416021396,-5.4094921905 C,0,1.3254195152,3.9443579293,-5.5475213999 H,0,3.389519156,4.1333188366,-8.2807463595 H,0,3.3667199634,1.6546415719,-7.9986392085 H,0,2.0040539438,0.629413927,-6.137163638 H,0,0.7243049679,2.10092136,-4.600086672 C,0,0.9569791021,6.7892364625,-6.8587385355 C,0,1.0137727812,8.1647072895,-7.1251220454 C,0,2.2482706107,8.7881668795,-7.3800989529 C,0,3.4251105293,8.0202392396,-7.3714898367 C,0,3.3660432792,6.641942176,-7.1099011232 C,0,2.1325084834,6.0032277851,-6.8464691954 H,0,0.087789116,8.7527258441,-7.1332564382 H,0,2.2923298329,9.8653518565,-7.5825203552 H,0,4.3949148745,8.4962093818,-7.5630679077 H,0,4.2879205671,6.0481590652,-7.0885940632 H,0,-0.0093424126,6.3173018524,-6.654473459 Octa(o-phenylene) BBBBB H,0,-0.0112676967,0.2625781996,-0.1818953813 C,0,1.9262289913,1.1776712277,0.1769544467 C,0,3.244371129,0.9347362856,0.6266500353 C,0,3.6399093059,-0.3453213143,1.0469837528 C,0,2.721279639,-1.4085378047,1.0309214581 C,0,1.4052942641,-1.1794016902,0.5910199312 C,0,1.0133030883,0.0980141691,0.1663369623 H,0,3.9677659299,1.7591243576,0.6262277402 H,0,4.6709478784,-0.5130218593,1.3824119868 H,0,3.0285196534,-2.4096032926,1.3574853485 H,0,0.6782679323,-2.0006526441,0.5780031416 C,0,0.7543020666,2.8110528505,-1.4126952667 C,0,0.3747042578,4.1401316717,-1.7005221349 C,0,0.7408545615,5.2061144051,-0.8693415524 C,0,1.5036497097,4.9544454417,0.2834309189 C,0,1.882839097,3.6404248176,0.5881418113 C,0,1.5183584888,2.5512736005,-0.2385931233 H,0,-0.2195891692,4.3323521773,-2.5999508671 H,0,0.431432754,6.2275380471,-1.1212129584 H,0,1.7927659305,5.7762743896,0.949802629 H,0,2.4505989333,3.4349906068,1.5034792825 C,0,-0.955433294,1.4995754058,-2.7880890463 C,0,-1.211682246,0.4743703115,-3.7268433581 C,0,-0.1801606028,-0.3093030627,-4.2571275841 C,0,1.1470273933,-0.0735731492,-3.8580951889 C,0,1.4188068693,0.9352774533,-2.9265080775 C,0,0.3871097419,1.7296661656,-2.3776083592 H,0,-2.2442269218,0.2975780109,-4.0448581885 H,0,-0.412111152,-1.0995060656,-4.9812714238 H,0,1.9672988273,-0.6733080359,-4.2706736128 H,0,2.4496349012,1.1242191296,-2.6072804804 C,0,-3.0718118098,2.9082345468,-3.0580061421 C,0,-4.1429492195,3.6012936003,-2.4502455431 C,0,-4.271083204,3.681523541,-1.058780768 C,0,-3.3174776483,3.0548948114,-0.2383041652 C,0,-2.2478723062,2.367677908,-0.8238702756 C,0,-2.101150379,2.2803987886,-2.2271337935 H,0,-4.8890434181,4.0810554677,-3.0920086963 H,0,-5.1124340828,4.2294909121,-0.6178943777 H,0,-3.4050074162,3.1007891762,0.8538385083 H,0,-1.5013365554,1.8836500605,-0.1857534797 C,0,-4.0602738109,2.4708681003,-5.3743087775 C,0,-3.9003198544,2.5057682464,-6.7784050051 C,0,-2.709335157,2.9403394085,-7.3716290317 C,0,-1.6425833559,3.3595450758,-6.5582919087 C,0,-1.7828894847,3.3273898617,-5.1660595223 C,0,-2.9765873183,2.8877393603,-4.5505668753 H,0,-4.7340359381,2.1840341216,-7.4110177973 H,0,-2.6156015014,2.9516868346,-8.4641621398 H,0,-0.7041439608,3.7088760794,-7.0053039891 H,0,-0.9505163073,3.6451011022,-4.5297388011 C,0,-6.6085215644,2.46712937,-5.22014686 C,0,-7.785462495,1.9192867309,-4.6620959269 C,0,-7.7344099476,0.8883910299,-3.7165023784 C,0,-6.4877799834,0.3797081745,-3.3123004564 C,0,-5.3132756642,0.9173703419,-3.8515973352 C,0,-5.3456712611,1.9608299651,-4.804545148 H,0,-8.7524831898,2.3199635494,-4.9854226325 H,0,-8.6633796506,0.4836150853,-3.2970743821 H,0,-6.4291691977,-0.4319204874,-2.5771610224 H,0,-4.3419809895,0.5281695867,-3.5296539306 C,0,-7.5408174627,3.482478159,-7.3719010245 C,0,-7.6651207635,4.6130433181,-8.2138976656 C,0,-7.0133465429,5.819621715,-7.9264224192 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