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Four-layered [3.3]meta­cyclo­phane with ethene­tetra­carbo­nitrile

The title complex C(42)H(48)·2C(6)N(4) {systematic name: hepta­cyclo[21.13.1.1(5,19).1(6,18).1(10,14).1(24,36).1(28,32)]do­tetra­conta-1(37),5(40),6(41),10(42),11,13,18,23,28,30,32(39),36(38)-dodeca­ene–ethene­tetra­carbo­nitrile (1/2)}, consisting of four-layered [3.3]meta­cyclo­phane (MCP) with tw...

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Autores principales: Shibahara, Masahiko, Watanabe, Motonori, Goto, Kenta, Shinmyozu, Teruo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4011271/
https://www.ncbi.nlm.nih.gov/pubmed/24860414
http://dx.doi.org/10.1107/S1600536814009362
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author Shibahara, Masahiko
Watanabe, Motonori
Goto, Kenta
Shinmyozu, Teruo
author_facet Shibahara, Masahiko
Watanabe, Motonori
Goto, Kenta
Shinmyozu, Teruo
author_sort Shibahara, Masahiko
collection PubMed
description The title complex C(42)H(48)·2C(6)N(4) {systematic name: hepta­cyclo[21.13.1.1(5,19).1(6,18).1(10,14).1(24,36).1(28,32)]do­tetra­conta-1(37),5(40),6(41),10(42),11,13,18,23,28,30,32(39),36(38)-dodeca­ene–ethene­tetra­carbo­nitrile (1/2)}, consisting of four-layered [3.3]meta­cyclo­phane (MCP) with two tetra­cyano­ethyl­ene (TCNE) mol­ecules, was grown from a mixture of MCP and TCNE in chloro­form solution. The four-layered [3.3]MCP has an S-shaped structure in which three [3.3]MCP moieties take syn-(chair-boat), anti-(chair-boat) and syn-(chair-boat) conformations. The two outer [3.3]MCP moieties with syn geometry contain benzene rings with a tilt of 32.95 (7)°. The central [3.3]MCP moiety has an anti geometry, in which the two benzene rings are oriented parallel to each other at a transannular distance of 2.31 Å. The TCNE mol­ecules are stacked on either side of the outer [3.3]MCP units at a distance of 3.19 Å on one side and 3.24 Å on the other, and showed 0.80:0.20 and 0.44:0.56 disorder, respectively.
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spelling pubmed-40112712014-05-23 Four-layered [3.3]meta­cyclo­phane with ethene­tetra­carbo­nitrile Shibahara, Masahiko Watanabe, Motonori Goto, Kenta Shinmyozu, Teruo Acta Crystallogr Sect E Struct Rep Online Organic Papers The title complex C(42)H(48)·2C(6)N(4) {systematic name: hepta­cyclo[21.13.1.1(5,19).1(6,18).1(10,14).1(24,36).1(28,32)]do­tetra­conta-1(37),5(40),6(41),10(42),11,13,18,23,28,30,32(39),36(38)-dodeca­ene–ethene­tetra­carbo­nitrile (1/2)}, consisting of four-layered [3.3]meta­cyclo­phane (MCP) with two tetra­cyano­ethyl­ene (TCNE) mol­ecules, was grown from a mixture of MCP and TCNE in chloro­form solution. The four-layered [3.3]MCP has an S-shaped structure in which three [3.3]MCP moieties take syn-(chair-boat), anti-(chair-boat) and syn-(chair-boat) conformations. The two outer [3.3]MCP moieties with syn geometry contain benzene rings with a tilt of 32.95 (7)°. The central [3.3]MCP moiety has an anti geometry, in which the two benzene rings are oriented parallel to each other at a transannular distance of 2.31 Å. The TCNE mol­ecules are stacked on either side of the outer [3.3]MCP units at a distance of 3.19 Å on one side and 3.24 Å on the other, and showed 0.80:0.20 and 0.44:0.56 disorder, respectively. International Union of Crystallography 2014-04-30 /pmc/articles/PMC4011271/ /pubmed/24860414 http://dx.doi.org/10.1107/S1600536814009362 Text en © Shibahara et al. 2014 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Shibahara, Masahiko
Watanabe, Motonori
Goto, Kenta
Shinmyozu, Teruo
Four-layered [3.3]meta­cyclo­phane with ethene­tetra­carbo­nitrile
title Four-layered [3.3]meta­cyclo­phane with ethene­tetra­carbo­nitrile
title_full Four-layered [3.3]meta­cyclo­phane with ethene­tetra­carbo­nitrile
title_fullStr Four-layered [3.3]meta­cyclo­phane with ethene­tetra­carbo­nitrile
title_full_unstemmed Four-layered [3.3]meta­cyclo­phane with ethene­tetra­carbo­nitrile
title_short Four-layered [3.3]meta­cyclo­phane with ethene­tetra­carbo­nitrile
title_sort four-layered [3.3]meta­cyclo­phane with ethene­tetra­carbo­nitrile
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4011271/
https://www.ncbi.nlm.nih.gov/pubmed/24860414
http://dx.doi.org/10.1107/S1600536814009362
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