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(Z)-3-(2,4-Dichlorobenzyl)-1,5-benzothiazepin-4(5H)-one
In the title compound, C(16)H(11)Cl(2)NOS, the seven-membered thiazepine ring adopts a distorted twist-boat conformation. The dihedral angle between the mean plane of the benzothiazepine ring system and the benzene ring is 78.6 (1)°. The molecular conformation is stabilized by a weak intramolecu...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3629614/ https://www.ncbi.nlm.nih.gov/pubmed/23634101 http://dx.doi.org/10.1107/S1600536813007435 |
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author | Murugavel, S. Manikandan, N. Selvakumar, R. Bakthadoss, M. |
author_facet | Murugavel, S. Manikandan, N. Selvakumar, R. Bakthadoss, M. |
author_sort | Murugavel, S. |
collection | PubMed |
description | In the title compound, C(16)H(11)Cl(2)NOS, the seven-membered thiazepine ring adopts a distorted twist-boat conformation. The dihedral angle between the mean plane of the benzothiazepine ring system and the benzene ring is 78.6 (1)°. The molecular conformation is stabilized by a weak intramolecular C—H⋯Cl hydrogen bond, which generates an S(5) ring motif. In the crystal, pairs of N—H⋯O hydrogen bonds link inversion-related molecules into dimers, generating R (2) (2)(8) ring motifs. The crystal packing also features alternating π–π interactions between benzothiazepine benzene rings [inter-centroid distance = 3.740 (3) Å] and dichlorobenzene rings [inter-centroid distance = 3.882 (3) Å] to consolidate a three-dimensional architecture. |
format | Online Article Text |
id | pubmed-3629614 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-36296142013-04-30 (Z)-3-(2,4-Dichlorobenzyl)-1,5-benzothiazepin-4(5H)-one Murugavel, S. Manikandan, N. Selvakumar, R. Bakthadoss, M. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(16)H(11)Cl(2)NOS, the seven-membered thiazepine ring adopts a distorted twist-boat conformation. The dihedral angle between the mean plane of the benzothiazepine ring system and the benzene ring is 78.6 (1)°. The molecular conformation is stabilized by a weak intramolecular C—H⋯Cl hydrogen bond, which generates an S(5) ring motif. In the crystal, pairs of N—H⋯O hydrogen bonds link inversion-related molecules into dimers, generating R (2) (2)(8) ring motifs. The crystal packing also features alternating π–π interactions between benzothiazepine benzene rings [inter-centroid distance = 3.740 (3) Å] and dichlorobenzene rings [inter-centroid distance = 3.882 (3) Å] to consolidate a three-dimensional architecture. International Union of Crystallography 2013-03-23 /pmc/articles/PMC3629614/ /pubmed/23634101 http://dx.doi.org/10.1107/S1600536813007435 Text en © Murugavel et al. 2013 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 Murugavel, S. Manikandan, N. Selvakumar, R. Bakthadoss, M. (Z)-3-(2,4-Dichlorobenzyl)-1,5-benzothiazepin-4(5H)-one |
title | (Z)-3-(2,4-Dichlorobenzyl)-1,5-benzothiazepin-4(5H)-one |
title_full | (Z)-3-(2,4-Dichlorobenzyl)-1,5-benzothiazepin-4(5H)-one |
title_fullStr | (Z)-3-(2,4-Dichlorobenzyl)-1,5-benzothiazepin-4(5H)-one |
title_full_unstemmed | (Z)-3-(2,4-Dichlorobenzyl)-1,5-benzothiazepin-4(5H)-one |
title_short | (Z)-3-(2,4-Dichlorobenzyl)-1,5-benzothiazepin-4(5H)-one |
title_sort | (z)-3-(2,4-dichlorobenzyl)-1,5-benzothiazepin-4(5h)-one |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3629614/ https://www.ncbi.nlm.nih.gov/pubmed/23634101 http://dx.doi.org/10.1107/S1600536813007435 |
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