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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)...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
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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. |
format | Online Article Text |
id | pubmed-4120546 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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