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2-Amino-7-oxo-4,5,6,7-tetra­hydro-1-benzothio­phene-3-carbonitrile

In the title compound, C(9)H(8)N(2)OS, the benzothio­phene ring is substituted with amino, oxo and carbonitrile groups. The thio­phene ring is essentially planar (r.m.s. deviation = 0.0003 Å), while the cyclo­hexene ring is in a half-chair conformation. In the crystal, N—H⋯O hydrogen bonds generate...

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Autores principales: Ziaulla, Mohamed, Banu, Afshan, Begum, Noor Shahina, Panchamukhi, Shridhar I., Khazi, I. M.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983310/
https://www.ncbi.nlm.nih.gov/pubmed/21587591
http://dx.doi.org/10.1107/S160053681003730X
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author Ziaulla, Mohamed
Banu, Afshan
Begum, Noor Shahina
Panchamukhi, Shridhar I.
Khazi, I. M.
author_facet Ziaulla, Mohamed
Banu, Afshan
Begum, Noor Shahina
Panchamukhi, Shridhar I.
Khazi, I. M.
author_sort Ziaulla, Mohamed
collection PubMed
description In the title compound, C(9)H(8)N(2)OS, the benzothio­phene ring is substituted with amino, oxo and carbonitrile groups. The thio­phene ring is essentially planar (r.m.s. deviation = 0.0003 Å), while the cyclo­hexene ring is in a half-chair conformation. In the crystal, N—H⋯O hydrogen bonds generate chains of mol­ecules in a zigzag pattern along the b axis. Pairs of N—H⋯N hydrogen bonds form centrosymmetric head-to-head dimers about inversion centres, corresponding to an R (2) (2)(12) graph-set motif. In addition, rather weak N—H⋯S inter­actions are also present in the structure and the supra­molecular assembly is further consolidated by π–π stacking inter­actions between the benzothio­phene rings, disposed at a distance of 3.742 (3) Å.
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spelling pubmed-29833102010-12-30 2-Amino-7-oxo-4,5,6,7-tetra­hydro-1-benzothio­phene-3-carbonitrile Ziaulla, Mohamed Banu, Afshan Begum, Noor Shahina Panchamukhi, Shridhar I. Khazi, I. M. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(9)H(8)N(2)OS, the benzothio­phene ring is substituted with amino, oxo and carbonitrile groups. The thio­phene ring is essentially planar (r.m.s. deviation = 0.0003 Å), while the cyclo­hexene ring is in a half-chair conformation. In the crystal, N—H⋯O hydrogen bonds generate chains of mol­ecules in a zigzag pattern along the b axis. Pairs of N—H⋯N hydrogen bonds form centrosymmetric head-to-head dimers about inversion centres, corresponding to an R (2) (2)(12) graph-set motif. In addition, rather weak N—H⋯S inter­actions are also present in the structure and the supra­molecular assembly is further consolidated by π–π stacking inter­actions between the benzothio­phene rings, disposed at a distance of 3.742 (3) Å. International Union of Crystallography 2010-09-25 /pmc/articles/PMC2983310/ /pubmed/21587591 http://dx.doi.org/10.1107/S160053681003730X Text en © Ziaulla et al. 2010 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
Ziaulla, Mohamed
Banu, Afshan
Begum, Noor Shahina
Panchamukhi, Shridhar I.
Khazi, I. M.
2-Amino-7-oxo-4,5,6,7-tetra­hydro-1-benzothio­phene-3-carbonitrile
title 2-Amino-7-oxo-4,5,6,7-tetra­hydro-1-benzothio­phene-3-carbonitrile
title_full 2-Amino-7-oxo-4,5,6,7-tetra­hydro-1-benzothio­phene-3-carbonitrile
title_fullStr 2-Amino-7-oxo-4,5,6,7-tetra­hydro-1-benzothio­phene-3-carbonitrile
title_full_unstemmed 2-Amino-7-oxo-4,5,6,7-tetra­hydro-1-benzothio­phene-3-carbonitrile
title_short 2-Amino-7-oxo-4,5,6,7-tetra­hydro-1-benzothio­phene-3-carbonitrile
title_sort 2-amino-7-oxo-4,5,6,7-tetra­hydro-1-benzothio­phene-3-carbonitrile
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983310/
https://www.ncbi.nlm.nih.gov/pubmed/21587591
http://dx.doi.org/10.1107/S160053681003730X
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