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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...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2010
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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. |
format | Text |
id | pubmed-2983310 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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