5-Acetyl-4-(2-chloro­phen­yl)-6-methyl-3,4-dihydro­pyrimidine-2(1H)-thione

In the title mol­ecule, C(13)H(13)ClN(2)OS, the heterocyclic ring adopts a flattened boat conformation with the plane through the four coplanar atoms making a dihedral angle of 85.6 (1)° with the benzene ring, which adopts an axial orientation. The thionyl, acetyl and methyl groups all have equatori...

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Detalles Bibliográficos
Autores principales: Anuradha, N., Thiruvalluvar, A., Pandiarajan, K., Chitra, S., Butcher, R. J.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2972027/
https://www.ncbi.nlm.nih.gov/pubmed/21578798
http://dx.doi.org/10.1107/S1600536809047187
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author Anuradha, N.
Thiruvalluvar, A.
Pandiarajan, K.
Chitra, S.
Butcher, R. J.
author_facet Anuradha, N.
Thiruvalluvar, A.
Pandiarajan, K.
Chitra, S.
Butcher, R. J.
author_sort Anuradha, N.
collection PubMed
description In the title mol­ecule, C(13)H(13)ClN(2)OS, the heterocyclic ring adopts a flattened boat conformation with the plane through the four coplanar atoms making a dihedral angle of 85.6 (1)° with the benzene ring, which adopts an axial orientation. The thionyl, acetyl and methyl groups all have equatorial orientations. Inter­molecular N—H⋯O, N—H⋯S and C—H⋯S hydrogen bonds are found in the crystal structure. A weak C—H⋯π inter­action involving the benzene ring also occurs.
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spelling pubmed-29720272010-12-30 5-Acetyl-4-(2-chloro­phen­yl)-6-methyl-3,4-dihydro­pyrimidine-2(1H)-thione Anuradha, N. Thiruvalluvar, A. Pandiarajan, K. Chitra, S. Butcher, R. J. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title mol­ecule, C(13)H(13)ClN(2)OS, the heterocyclic ring adopts a flattened boat conformation with the plane through the four coplanar atoms making a dihedral angle of 85.6 (1)° with the benzene ring, which adopts an axial orientation. The thionyl, acetyl and methyl groups all have equatorial orientations. Inter­molecular N—H⋯O, N—H⋯S and C—H⋯S hydrogen bonds are found in the crystal structure. A weak C—H⋯π inter­action involving the benzene ring also occurs. International Union of Crystallography 2009-11-14 /pmc/articles/PMC2972027/ /pubmed/21578798 http://dx.doi.org/10.1107/S1600536809047187 Text en © Anuradha et al. 2009 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
Anuradha, N.
Thiruvalluvar, A.
Pandiarajan, K.
Chitra, S.
Butcher, R. J.
5-Acetyl-4-(2-chloro­phen­yl)-6-methyl-3,4-dihydro­pyrimidine-2(1H)-thione
title 5-Acetyl-4-(2-chloro­phen­yl)-6-methyl-3,4-dihydro­pyrimidine-2(1H)-thione
title_full 5-Acetyl-4-(2-chloro­phen­yl)-6-methyl-3,4-dihydro­pyrimidine-2(1H)-thione
title_fullStr 5-Acetyl-4-(2-chloro­phen­yl)-6-methyl-3,4-dihydro­pyrimidine-2(1H)-thione
title_full_unstemmed 5-Acetyl-4-(2-chloro­phen­yl)-6-methyl-3,4-dihydro­pyrimidine-2(1H)-thione
title_short 5-Acetyl-4-(2-chloro­phen­yl)-6-methyl-3,4-dihydro­pyrimidine-2(1H)-thione
title_sort 5-acetyl-4-(2-chloro­phen­yl)-6-methyl-3,4-dihydro­pyrimidine-2(1h)-thione
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2972027/
https://www.ncbi.nlm.nih.gov/pubmed/21578798
http://dx.doi.org/10.1107/S1600536809047187
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AT chitras 5acetyl42chlorophenyl6methyl34dihydropyrimidine21hthione
AT butcherrj 5acetyl42chlorophenyl6methyl34dihydropyrimidine21hthione

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