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6-[(2-Methyl­phen­yl)sulfan­yl]-5-propyl­pyrimidine-2,4(1H,3H)-dione

In the title pyrimidine-2,4-dione derivative, C(14)H(16)N(2)O(2)S, the dihedral angle between the six-membered rings is 77.81 (10)°. The mol­ecule is twisted about the C(p)—S (p = pyrimidine) bond, with a C—S—C—N torsion angle of −59.01 (17)°. An intramolecular C—H⋯S hydrogen bond generates an S(5)...

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Autores principales: Haress, Nadia G., Ghabbour, Hazem A., El-Emam, Ali A., Chidan Kumar, C. S., Fun, Hoong-Kun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4120546/
https://www.ncbi.nlm.nih.gov/pubmed/25161558
http://dx.doi.org/10.1107/S1600536814013269
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author Haress, Nadia G.
Ghabbour, Hazem A.
El-Emam, Ali A.
Chidan Kumar, C. S.
Fun, Hoong-Kun
author_facet Haress, Nadia G.
Ghabbour, Hazem A.
El-Emam, Ali A.
Chidan Kumar, C. S.
Fun, Hoong-Kun
author_sort Haress, Nadia G.
collection PubMed
description In the title pyrimidine-2,4-dione derivative, C(14)H(16)N(2)O(2)S, the dihedral angle between the six-membered rings is 77.81 (10)°. The mol­ecule is twisted about the C(p)—S (p = pyrimidine) bond, with a C—S—C—N torsion angle of −59.01 (17)°. An intramolecular C—H⋯S hydrogen bond generates an S(5) ring motif. In the crystal, bifurcated acceptor N—H⋯O and C—H⋯O hydrogen bonds generate inversion-related dimers incorporating R (2) (1)(9) and R (2) (2)(8) loops. These dimers are connected into a chain extending along the a-axis direction by a second pair of inversion-related N—H⋯O hydrogen bonds, forming another R (2) (2)(8) loop. The crystal structure is further stabilized by weak inter­molecular C—H⋯π inter­actions, generating a three-dimensional network.
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spelling pubmed-41205462014-08-26 6-[(2-Methyl­phen­yl)sulfan­yl]-5-propyl­pyrimidine-2,4(1H,3H)-dione Haress, Nadia G. Ghabbour, Hazem A. El-Emam, Ali A. Chidan Kumar, C. S. Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title pyrimidine-2,4-dione derivative, C(14)H(16)N(2)O(2)S, the dihedral angle between the six-membered rings is 77.81 (10)°. The mol­ecule is twisted about the C(p)—S (p = pyrimidine) bond, with a C—S—C—N torsion angle of −59.01 (17)°. An intramolecular C—H⋯S hydrogen bond generates an S(5) ring motif. In the crystal, bifurcated acceptor N—H⋯O and C—H⋯O hydrogen bonds generate inversion-related dimers incorporating R (2) (1)(9) and R (2) (2)(8) loops. These dimers are connected into a chain extending along the a-axis direction by a second pair of inversion-related N—H⋯O hydrogen bonds, forming another R (2) (2)(8) loop. The crystal structure is further stabilized by weak inter­molecular C—H⋯π inter­actions, generating a three-dimensional network. International Union of Crystallography 2014-06-14 /pmc/articles/PMC4120546/ /pubmed/25161558 http://dx.doi.org/10.1107/S1600536814013269 Text en © Haress et al. 2014 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
Haress, Nadia G.
Ghabbour, Hazem A.
El-Emam, Ali A.
Chidan Kumar, C. S.
Fun, Hoong-Kun
6-[(2-Methyl­phen­yl)sulfan­yl]-5-propyl­pyrimidine-2,4(1H,3H)-dione
title 6-[(2-Methyl­phen­yl)sulfan­yl]-5-propyl­pyrimidine-2,4(1H,3H)-dione
title_full 6-[(2-Methyl­phen­yl)sulfan­yl]-5-propyl­pyrimidine-2,4(1H,3H)-dione
title_fullStr 6-[(2-Methyl­phen­yl)sulfan­yl]-5-propyl­pyrimidine-2,4(1H,3H)-dione
title_full_unstemmed 6-[(2-Methyl­phen­yl)sulfan­yl]-5-propyl­pyrimidine-2,4(1H,3H)-dione
title_short 6-[(2-Methyl­phen­yl)sulfan­yl]-5-propyl­pyrimidine-2,4(1H,3H)-dione
title_sort 6-[(2-methyl­phen­yl)sulfan­yl]-5-propyl­pyrimidine-2,4(1h,3h)-dione
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4120546/
https://www.ncbi.nlm.nih.gov/pubmed/25161558
http://dx.doi.org/10.1107/S1600536814013269
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