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6-Chloro-1-({[(2E)-2-methyl-3-phenylprop-2-en-1-yl]oxy}methyl)-1,2,3,4-tetrahydroquinazoline-2,4-dione
In the title compound, C(19)H(17)ClN(2)O(3), the conformation about the ethylene bond [1.333 (2) Å] is E. The ten atoms comprising the quinazoline ring are essentially planar (r.m.s. deviation = 0.032 Å) and their mean plane forms a dihedral angle of 13.89 (7)° with the terminal phenyl ring; the mo...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379352/ https://www.ncbi.nlm.nih.gov/pubmed/22719550 http://dx.doi.org/10.1107/S1600536812020405 |
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author | El-Brollosy, Nasser R. Attia, Mohamed I. El-Emam, Ali A. Ng, Seik Weng Tiekink, Edward R. T. |
author_facet | El-Brollosy, Nasser R. Attia, Mohamed I. El-Emam, Ali A. Ng, Seik Weng Tiekink, Edward R. T. |
author_sort | El-Brollosy, Nasser R. |
collection | PubMed |
description | In the title compound, C(19)H(17)ClN(2)O(3), the conformation about the ethylene bond [1.333 (2) Å] is E. The ten atoms comprising the quinazoline ring are essentially planar (r.m.s. deviation = 0.032 Å) and their mean plane forms a dihedral angle of 13.89 (7)° with the terminal phenyl ring; the molecule has an open conformation as these substituents are directed away from each other. In the crystal, centrosymmetrically related molecules are connected via N—H⋯O hydrogen bonds between the amide groups, leading to eight-membered {⋯HNCO}(2) synthons. These are consolidated into a three-dimensional architecture by C—H⋯O, C—H⋯π and π–π interactions [ring centroid(N(2)C(4))⋯centroid(C(6)) distance = 3.5820 (11) Å]. |
format | Online Article Text |
id | pubmed-3379352 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-33793522012-06-20 6-Chloro-1-({[(2E)-2-methyl-3-phenylprop-2-en-1-yl]oxy}methyl)-1,2,3,4-tetrahydroquinazoline-2,4-dione El-Brollosy, Nasser R. Attia, Mohamed I. El-Emam, Ali A. Ng, Seik Weng Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(19)H(17)ClN(2)O(3), the conformation about the ethylene bond [1.333 (2) Å] is E. The ten atoms comprising the quinazoline ring are essentially planar (r.m.s. deviation = 0.032 Å) and their mean plane forms a dihedral angle of 13.89 (7)° with the terminal phenyl ring; the molecule has an open conformation as these substituents are directed away from each other. In the crystal, centrosymmetrically related molecules are connected via N—H⋯O hydrogen bonds between the amide groups, leading to eight-membered {⋯HNCO}(2) synthons. These are consolidated into a three-dimensional architecture by C—H⋯O, C—H⋯π and π–π interactions [ring centroid(N(2)C(4))⋯centroid(C(6)) distance = 3.5820 (11) Å]. International Union of Crystallography 2012-05-19 /pmc/articles/PMC3379352/ /pubmed/22719550 http://dx.doi.org/10.1107/S1600536812020405 Text en © El-Brollosy 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 El-Brollosy, Nasser R. Attia, Mohamed I. El-Emam, Ali A. Ng, Seik Weng Tiekink, Edward R. T. 6-Chloro-1-({[(2E)-2-methyl-3-phenylprop-2-en-1-yl]oxy}methyl)-1,2,3,4-tetrahydroquinazoline-2,4-dione |
title | 6-Chloro-1-({[(2E)-2-methyl-3-phenylprop-2-en-1-yl]oxy}methyl)-1,2,3,4-tetrahydroquinazoline-2,4-dione |
title_full | 6-Chloro-1-({[(2E)-2-methyl-3-phenylprop-2-en-1-yl]oxy}methyl)-1,2,3,4-tetrahydroquinazoline-2,4-dione |
title_fullStr | 6-Chloro-1-({[(2E)-2-methyl-3-phenylprop-2-en-1-yl]oxy}methyl)-1,2,3,4-tetrahydroquinazoline-2,4-dione |
title_full_unstemmed | 6-Chloro-1-({[(2E)-2-methyl-3-phenylprop-2-en-1-yl]oxy}methyl)-1,2,3,4-tetrahydroquinazoline-2,4-dione |
title_short | 6-Chloro-1-({[(2E)-2-methyl-3-phenylprop-2-en-1-yl]oxy}methyl)-1,2,3,4-tetrahydroquinazoline-2,4-dione |
title_sort | 6-chloro-1-({[(2e)-2-methyl-3-phenylprop-2-en-1-yl]oxy}methyl)-1,2,3,4-tetrahydroquinazoline-2,4-dione |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379352/ https://www.ncbi.nlm.nih.gov/pubmed/22719550 http://dx.doi.org/10.1107/S1600536812020405 |
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