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1,2-Bis[5-(9-ethyl-9H-carbazol-3-yl)-2-methyl­thio­phen-3-yl]-3,3,4,4,5,5-hexa­fluoro­cyclo­pentene

The title compound, C(43)H(32)F(6)N(2)S(2), is a new symmetrical photochromic diaryl­ethene derivative with 9-ethyl­carbazol-3-yl substituents. The mol­ecule adopts a photoactive anti­parallel conformation [Irie (2000). Chem. Rev. 100, 1685–1716; Kobatake et al. (2002). Chem. Commun. pp. 2804–2805],...

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Autores principales: Kubono, Koji, Synmyouzu, Teruo, Goto, Kenta, Tsujioka, Tsuyoshi, Tani, Keita
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3213625/
https://www.ncbi.nlm.nih.gov/pubmed/22091202
http://dx.doi.org/10.1107/S1600536811029539
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author Kubono, Koji
Synmyouzu, Teruo
Goto, Kenta
Tsujioka, Tsuyoshi
Tani, Keita
author_facet Kubono, Koji
Synmyouzu, Teruo
Goto, Kenta
Tsujioka, Tsuyoshi
Tani, Keita
author_sort Kubono, Koji
collection PubMed
description The title compound, C(43)H(32)F(6)N(2)S(2), is a new symmetrical photochromic diaryl­ethene derivative with 9-ethyl­carbazol-3-yl substituents. The mol­ecule adopts a photoactive anti­parallel conformation [Irie (2000). Chem. Rev. 100, 1685–1716; Kobatake et al. (2002). Chem. Commun. pp. 2804–2805], with a dihedral angle between the mean planes of the two thio­phene rings of 56.23 (6)°. The distance between the two reactive C atoms is 3.497 (3) Å. In the crystal, two mol­ecules are associated through a pair of C—H⋯F inter­molecular hydrogen bonds, forming a centrosymmetric dimer. Dimers are linked by weak π–π inter­actions [centroid–centroid distance = 3.8872 (13) Å], forming chains along the c axis.
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spelling pubmed-32136252011-11-16 1,2-Bis[5-(9-ethyl-9H-carbazol-3-yl)-2-methyl­thio­phen-3-yl]-3,3,4,4,5,5-hexa­fluoro­cyclo­pentene Kubono, Koji Synmyouzu, Teruo Goto, Kenta Tsujioka, Tsuyoshi Tani, Keita Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(43)H(32)F(6)N(2)S(2), is a new symmetrical photochromic diaryl­ethene derivative with 9-ethyl­carbazol-3-yl substituents. The mol­ecule adopts a photoactive anti­parallel conformation [Irie (2000). Chem. Rev. 100, 1685–1716; Kobatake et al. (2002). Chem. Commun. pp. 2804–2805], with a dihedral angle between the mean planes of the two thio­phene rings of 56.23 (6)°. The distance between the two reactive C atoms is 3.497 (3) Å. In the crystal, two mol­ecules are associated through a pair of C—H⋯F inter­molecular hydrogen bonds, forming a centrosymmetric dimer. Dimers are linked by weak π–π inter­actions [centroid–centroid distance = 3.8872 (13) Å], forming chains along the c axis. International Union of Crystallography 2011-07-30 /pmc/articles/PMC3213625/ /pubmed/22091202 http://dx.doi.org/10.1107/S1600536811029539 Text en © Kubono et al. 2011 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
Kubono, Koji
Synmyouzu, Teruo
Goto, Kenta
Tsujioka, Tsuyoshi
Tani, Keita
1,2-Bis[5-(9-ethyl-9H-carbazol-3-yl)-2-methyl­thio­phen-3-yl]-3,3,4,4,5,5-hexa­fluoro­cyclo­pentene
title 1,2-Bis[5-(9-ethyl-9H-carbazol-3-yl)-2-methyl­thio­phen-3-yl]-3,3,4,4,5,5-hexa­fluoro­cyclo­pentene
title_full 1,2-Bis[5-(9-ethyl-9H-carbazol-3-yl)-2-methyl­thio­phen-3-yl]-3,3,4,4,5,5-hexa­fluoro­cyclo­pentene
title_fullStr 1,2-Bis[5-(9-ethyl-9H-carbazol-3-yl)-2-methyl­thio­phen-3-yl]-3,3,4,4,5,5-hexa­fluoro­cyclo­pentene
title_full_unstemmed 1,2-Bis[5-(9-ethyl-9H-carbazol-3-yl)-2-methyl­thio­phen-3-yl]-3,3,4,4,5,5-hexa­fluoro­cyclo­pentene
title_short 1,2-Bis[5-(9-ethyl-9H-carbazol-3-yl)-2-methyl­thio­phen-3-yl]-3,3,4,4,5,5-hexa­fluoro­cyclo­pentene
title_sort 1,2-bis[5-(9-ethyl-9h-carbazol-3-yl)-2-methyl­thio­phen-3-yl]-3,3,4,4,5,5-hexa­fluoro­cyclo­pentene
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3213625/
https://www.ncbi.nlm.nih.gov/pubmed/22091202
http://dx.doi.org/10.1107/S1600536811029539
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