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3,8-Bis(4-chloro­phen­yl)-4,7-dimethyl­tricyclo­[4.2.2.0(2,5)]deca-3,7-diene

The title tricyclic diene, C(24)H(22)Cl(2), is the product of thermal ring-opening of a corresponding basketane (penta­cyclo­[4.4.0.0(2,5).0(3,8).0(4,7)]deca­ne) derivative. The cyclo­butene ring is planar to within 0.0032 (12) Å and its geometry is normal. The two 4-chloro­phenyl groups are oriente...

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Detalles Bibliográficos
Autores principales: Tomura, Masaaki, Yamashita, Yoshiro
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960769/
https://www.ncbi.nlm.nih.gov/pubmed/21201888
http://dx.doi.org/10.1107/S1600536808003206
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author Tomura, Masaaki
Yamashita, Yoshiro
author_facet Tomura, Masaaki
Yamashita, Yoshiro
author_sort Tomura, Masaaki
collection PubMed
description The title tricyclic diene, C(24)H(22)Cl(2), is the product of thermal ring-opening of a corresponding basketane (penta­cyclo­[4.4.0.0(2,5).0(3,8).0(4,7)]deca­ne) derivative. The cyclo­butene ring is planar to within 0.0032 (12) Å and its geometry is normal. The two 4-chloro­phenyl groups are oriented in an approximately face-to-face conformation with a dihedral angle of 44.14 (6)° between them. The 4-chloro­phenyl group bonded to the cyclo­butene ring lies almost in the plane of the cyclo­butene ring, with a dihedral angle of 8.29 (17)° between the ring planes. The average intra­molecular C⋯C distance between the two C=C bonds is 2.92 Å. In the crystal structure, the mol­ecules are well separated with no close C—H⋯Cl or C—H⋯π inter­molecular inter­actions.
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spelling pubmed-29607692010-12-30 3,8-Bis(4-chloro­phen­yl)-4,7-dimethyl­tricyclo­[4.2.2.0(2,5)]deca-3,7-diene Tomura, Masaaki Yamashita, Yoshiro Acta Crystallogr Sect E Struct Rep Online Organic Papers The title tricyclic diene, C(24)H(22)Cl(2), is the product of thermal ring-opening of a corresponding basketane (penta­cyclo­[4.4.0.0(2,5).0(3,8).0(4,7)]deca­ne) derivative. The cyclo­butene ring is planar to within 0.0032 (12) Å and its geometry is normal. The two 4-chloro­phenyl groups are oriented in an approximately face-to-face conformation with a dihedral angle of 44.14 (6)° between them. The 4-chloro­phenyl group bonded to the cyclo­butene ring lies almost in the plane of the cyclo­butene ring, with a dihedral angle of 8.29 (17)° between the ring planes. The average intra­molecular C⋯C distance between the two C=C bonds is 2.92 Å. In the crystal structure, the mol­ecules are well separated with no close C—H⋯Cl or C—H⋯π inter­molecular inter­actions. International Union of Crystallography 2008-02-06 /pmc/articles/PMC2960769/ /pubmed/21201888 http://dx.doi.org/10.1107/S1600536808003206 Text en © Tomura and Yamashita 2008 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
Tomura, Masaaki
Yamashita, Yoshiro
3,8-Bis(4-chloro­phen­yl)-4,7-dimethyl­tricyclo­[4.2.2.0(2,5)]deca-3,7-diene
title 3,8-Bis(4-chloro­phen­yl)-4,7-dimethyl­tricyclo­[4.2.2.0(2,5)]deca-3,7-diene
title_full 3,8-Bis(4-chloro­phen­yl)-4,7-dimethyl­tricyclo­[4.2.2.0(2,5)]deca-3,7-diene
title_fullStr 3,8-Bis(4-chloro­phen­yl)-4,7-dimethyl­tricyclo­[4.2.2.0(2,5)]deca-3,7-diene
title_full_unstemmed 3,8-Bis(4-chloro­phen­yl)-4,7-dimethyl­tricyclo­[4.2.2.0(2,5)]deca-3,7-diene
title_short 3,8-Bis(4-chloro­phen­yl)-4,7-dimethyl­tricyclo­[4.2.2.0(2,5)]deca-3,7-diene
title_sort 3,8-bis(4-chloro­phen­yl)-4,7-dimethyl­tricyclo­[4.2.2.0(2,5)]deca-3,7-diene
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960769/
https://www.ncbi.nlm.nih.gov/pubmed/21201888
http://dx.doi.org/10.1107/S1600536808003206
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