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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...

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Detalles Bibliográficos
Autores principales: Murugavel, S., Manikandan, N., Selvakumar, R., Bakthadoss, M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
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.
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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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