2,6-Bis(4-meth­oxy­phen­yl)-1,4-dithiine

The title mol­ecule, C(18)H(16)O(2)S(2), reveals crystallographic twofold rotation symmetry (with both S atoms lying on the axis) and one half-mol­ecule defines an asymmetric unit. The dithiine ring is in a boat conformation. The aromatic ring and the C=C bond are nearly coplanar, with small torsion...

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Detalles Bibliográficos
Autores principales: Zhao, Sha-Sha, Su, Qiong, Peng, Zhi-Hong, An, De-Lie
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998302/
https://www.ncbi.nlm.nih.gov/pubmed/24764863
http://dx.doi.org/10.1107/S1600536814000397
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author Zhao, Sha-Sha
Su, Qiong
Peng, Zhi-Hong
An, De-Lie
author_facet Zhao, Sha-Sha
Su, Qiong
Peng, Zhi-Hong
An, De-Lie
author_sort Zhao, Sha-Sha
collection PubMed
description The title mol­ecule, C(18)H(16)O(2)S(2), reveals crystallographic twofold rotation symmetry (with both S atoms lying on the axis) and one half-mol­ecule defines an asymmetric unit. The dithiine ring is in a boat conformation. The aromatic ring and the C=C bond are nearly coplanar, with small torsion angles of −171.26 (19) and 8.5 (3)°. The two S—C bond lengths [1.7391 (19) and 1.7795 (18) Å] are shorter than single C—S bonds and longer than analogous C=S double bonds, which indicates a certain degree of conjugation between the lone pair on the S atom and π electrons of the C=C bond. The crystal packing only features van der Waals inter­actions.
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spelling pubmed-39983022014-04-24 2,6-Bis(4-meth­oxy­phen­yl)-1,4-dithiine Zhao, Sha-Sha Su, Qiong Peng, Zhi-Hong An, De-Lie Acta Crystallogr Sect E Struct Rep Online Organic Papers The title mol­ecule, C(18)H(16)O(2)S(2), reveals crystallographic twofold rotation symmetry (with both S atoms lying on the axis) and one half-mol­ecule defines an asymmetric unit. The dithiine ring is in a boat conformation. The aromatic ring and the C=C bond are nearly coplanar, with small torsion angles of −171.26 (19) and 8.5 (3)°. The two S—C bond lengths [1.7391 (19) and 1.7795 (18) Å] are shorter than single C—S bonds and longer than analogous C=S double bonds, which indicates a certain degree of conjugation between the lone pair on the S atom and π electrons of the C=C bond. The crystal packing only features van der Waals inter­actions. International Union of Crystallography 2014-01-15 /pmc/articles/PMC3998302/ /pubmed/24764863 http://dx.doi.org/10.1107/S1600536814000397 Text en © Zhao 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
Zhao, Sha-Sha
Su, Qiong
Peng, Zhi-Hong
An, De-Lie
2,6-Bis(4-meth­oxy­phen­yl)-1,4-dithiine
title 2,6-Bis(4-meth­oxy­phen­yl)-1,4-dithiine
title_full 2,6-Bis(4-meth­oxy­phen­yl)-1,4-dithiine
title_fullStr 2,6-Bis(4-meth­oxy­phen­yl)-1,4-dithiine
title_full_unstemmed 2,6-Bis(4-meth­oxy­phen­yl)-1,4-dithiine
title_short 2,6-Bis(4-meth­oxy­phen­yl)-1,4-dithiine
title_sort 2,6-bis(4-meth­oxy­phen­yl)-1,4-dithiine
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998302/
https://www.ncbi.nlm.nih.gov/pubmed/24764863
http://dx.doi.org/10.1107/S1600536814000397
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AT suqiong 26bis4methoxyphenyl14dithiine
AT pengzhihong 26bis4methoxyphenyl14dithiine
AT andelie 26bis4methoxyphenyl14dithiine

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