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2-Oxo-4-(thiophen-2-yl)-1,2,5,6-tetrahydrobenzo[h]quinoline-3-carbonitrile
In the molecule of the title compound, C(18)H(12)N(2)OS, the tetrahydrobenzo[h]quinoline fused-ring system is buckled owing to the ethylene –CH(2)CH(2)– fragment, the benzene ring and the pyridine ring being twisted by 16.0 (1)°. The 4-substituted aromatic ring is bent away from the pyridine rin...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3200622/ https://www.ncbi.nlm.nih.gov/pubmed/22065622 http://dx.doi.org/10.1107/S1600536811033915 |
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author | Asiri, Abdullah M. Faidallah, Hassan M. Al-Youbi, Abdulrahman O. Alamry, Khalid A. Ng, Seik Weng |
author_facet | Asiri, Abdullah M. Faidallah, Hassan M. Al-Youbi, Abdulrahman O. Alamry, Khalid A. Ng, Seik Weng |
author_sort | Asiri, Abdullah M. |
collection | PubMed |
description | In the molecule of the title compound, C(18)H(12)N(2)OS, the tetrahydrobenzo[h]quinoline fused-ring system is buckled owing to the ethylene –CH(2)CH(2)– fragment, the benzene ring and the pyridine ring being twisted by 16.0 (1)°. The 4-substituted aromatic ring is bent away from the pyridine ring by 59.5 (2)° (for the major disordered thienyl component) in order to avoid crowding the cyanide substituent. In the crystal, two molecules are linked by a pair of N—H⋯O hydrogen bonds to form a centrosymmetric dimer. The thienyl ring is disordered over two sites in a 72.7 (2):27.3 ratio. |
format | Online Article Text |
id | pubmed-3200622 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32006222011-11-06 2-Oxo-4-(thiophen-2-yl)-1,2,5,6-tetrahydrobenzo[h]quinoline-3-carbonitrile Asiri, Abdullah M. Faidallah, Hassan M. Al-Youbi, Abdulrahman O. Alamry, Khalid A. Ng, Seik Weng Acta Crystallogr Sect E Struct Rep Online Organic Papers In the molecule of the title compound, C(18)H(12)N(2)OS, the tetrahydrobenzo[h]quinoline fused-ring system is buckled owing to the ethylene –CH(2)CH(2)– fragment, the benzene ring and the pyridine ring being twisted by 16.0 (1)°. The 4-substituted aromatic ring is bent away from the pyridine ring by 59.5 (2)° (for the major disordered thienyl component) in order to avoid crowding the cyanide substituent. In the crystal, two molecules are linked by a pair of N—H⋯O hydrogen bonds to form a centrosymmetric dimer. The thienyl ring is disordered over two sites in a 72.7 (2):27.3 ratio. International Union of Crystallography 2011-08-27 /pmc/articles/PMC3200622/ /pubmed/22065622 http://dx.doi.org/10.1107/S1600536811033915 Text en © Asiri et al. 2011 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. Al-Youbi, Abdulrahman O. Alamry, Khalid A. Ng, Seik Weng 2-Oxo-4-(thiophen-2-yl)-1,2,5,6-tetrahydrobenzo[h]quinoline-3-carbonitrile |
title | 2-Oxo-4-(thiophen-2-yl)-1,2,5,6-tetrahydrobenzo[h]quinoline-3-carbonitrile |
title_full | 2-Oxo-4-(thiophen-2-yl)-1,2,5,6-tetrahydrobenzo[h]quinoline-3-carbonitrile |
title_fullStr | 2-Oxo-4-(thiophen-2-yl)-1,2,5,6-tetrahydrobenzo[h]quinoline-3-carbonitrile |
title_full_unstemmed | 2-Oxo-4-(thiophen-2-yl)-1,2,5,6-tetrahydrobenzo[h]quinoline-3-carbonitrile |
title_short | 2-Oxo-4-(thiophen-2-yl)-1,2,5,6-tetrahydrobenzo[h]quinoline-3-carbonitrile |
title_sort | 2-oxo-4-(thiophen-2-yl)-1,2,5,6-tetrahydrobenzo[h]quinoline-3-carbonitrile |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3200622/ https://www.ncbi.nlm.nih.gov/pubmed/22065622 http://dx.doi.org/10.1107/S1600536811033915 |
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