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8-Methyl-2-oxo-4-(thiophen-2-yl)-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile
In the title compound, C(15)H(14)N(2)OS, the pyridinone ring in the fused-ring system is nearly planar (r.m.s. deviation = 0.011 Å) and the cyclohexene ring has a twisted half-boat conformation with the methylene C atom adjacent to the methine C atom deviating by 0.592 (7) Å from the plane defined...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3394069/ https://www.ncbi.nlm.nih.gov/pubmed/22798934 http://dx.doi.org/10.1107/S160053681202836X |
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author | Asiri, Abdullah M. Faidallah, Hassan M. Saqer, Alaa Anwar Ahmad Ng, Seik Weng Tiekink, Edward R. T. |
author_facet | Asiri, Abdullah M. Faidallah, Hassan M. Saqer, Alaa Anwar Ahmad Ng, Seik Weng Tiekink, Edward R. T. |
author_sort | Asiri, Abdullah M. |
collection | PubMed |
description | In the title compound, C(15)H(14)N(2)OS, the pyridinone ring in the fused-ring system is nearly planar (r.m.s. deviation = 0.011 Å) and the cyclohexene ring has a twisted half-boat conformation with the methylene C atom adjacent to the methine C atom deviating by 0.592 (7) Å from the plane defined by the remaining five atoms (r.m.s. deviation = 0.108 Å). The thienyl ring is disordered over two almost coplanar positions of opposite orientation in a 0.649 (4):0.351 (4) ratio, and forms dihedral angles of 51.4 (3) (major component) and 54.2 (3)°, respectively, with the pyridinone ring. In the crystal, inversion-related molecules associate via an eight-membered {⋯HNCO}(2) synthon and these are linked into a linear supramolecular chain along the a axis by weak π–π interactions that occur between centrosymmetrically related pyridinone rings [centroid–centroid distance = 3.889 (2) Å]. |
format | Online Article Text |
id | pubmed-3394069 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-33940692012-07-13 8-Methyl-2-oxo-4-(thiophen-2-yl)-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile Asiri, Abdullah M. Faidallah, Hassan M. Saqer, Alaa Anwar Ahmad Ng, Seik Weng Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(15)H(14)N(2)OS, the pyridinone ring in the fused-ring system is nearly planar (r.m.s. deviation = 0.011 Å) and the cyclohexene ring has a twisted half-boat conformation with the methylene C atom adjacent to the methine C atom deviating by 0.592 (7) Å from the plane defined by the remaining five atoms (r.m.s. deviation = 0.108 Å). The thienyl ring is disordered over two almost coplanar positions of opposite orientation in a 0.649 (4):0.351 (4) ratio, and forms dihedral angles of 51.4 (3) (major component) and 54.2 (3)°, respectively, with the pyridinone ring. In the crystal, inversion-related molecules associate via an eight-membered {⋯HNCO}(2) synthon and these are linked into a linear supramolecular chain along the a axis by weak π–π interactions that occur between centrosymmetrically related pyridinone rings [centroid–centroid distance = 3.889 (2) Å]. International Union of Crystallography 2012-06-30 /pmc/articles/PMC3394069/ /pubmed/22798934 http://dx.doi.org/10.1107/S160053681202836X Text en © Asiri et al. 2012 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 Asiri, Abdullah M. Faidallah, Hassan M. Saqer, Alaa Anwar Ahmad Ng, Seik Weng Tiekink, Edward R. T. 8-Methyl-2-oxo-4-(thiophen-2-yl)-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile |
title | 8-Methyl-2-oxo-4-(thiophen-2-yl)-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile |
title_full | 8-Methyl-2-oxo-4-(thiophen-2-yl)-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile |
title_fullStr | 8-Methyl-2-oxo-4-(thiophen-2-yl)-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile |
title_full_unstemmed | 8-Methyl-2-oxo-4-(thiophen-2-yl)-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile |
title_short | 8-Methyl-2-oxo-4-(thiophen-2-yl)-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile |
title_sort | 8-methyl-2-oxo-4-(thiophen-2-yl)-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3394069/ https://www.ncbi.nlm.nih.gov/pubmed/22798934 http://dx.doi.org/10.1107/S160053681202836X |
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