Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Asiri, Abdullah M., Faidallah, Hassan M., Saqer, Alaa Anwar Ahmad, Ng, Seik Weng, Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
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
_version_ 1782237816164450304
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
work_keys_str_mv AT asiriabdullahm 8methyl2oxo4thiophen2yl125678hexahydroquinoline3carbonitrile
AT faidallahhassanm 8methyl2oxo4thiophen2yl125678hexahydroquinoline3carbonitrile
AT saqeralaaanwarahmad 8methyl2oxo4thiophen2yl125678hexahydroquinoline3carbonitrile
AT ngseikweng 8methyl2oxo4thiophen2yl125678hexahydroquinoline3carbonitrile
AT tiekinkedwardrt 8methyl2oxo4thiophen2yl125678hexahydroquinoline3carbonitrile