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Methyl (E)-2-[(3-chloro-4-cyanophenyl)imino]-4-(4-chlorophenyl)-6-methyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate
In the title compound, C(20)H(16)Cl(2)N(4)O(2), the dihedral angles between the planes of the chlorophenyl, chlorocyanophenylimine and ester groups and the plane of the six-membered tetrahydropyrimidine ring are 86.9 (2), 72.6 (2) and 7.9 (2)°, respectively. The Cl atom substituent on the cyan...
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/PMC3470343/ https://www.ncbi.nlm.nih.gov/pubmed/23125756 http://dx.doi.org/10.1107/S1600536812039451 |
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author | Venugopala, K. N. Nayak, Susanta K. Odhav, Bharti |
author_facet | Venugopala, K. N. Nayak, Susanta K. Odhav, Bharti |
author_sort | Venugopala, K. N. |
collection | PubMed |
description | In the title compound, C(20)H(16)Cl(2)N(4)O(2), the dihedral angles between the planes of the chlorophenyl, chlorocyanophenylimine and ester groups and the plane of the six-membered tetrahydropyrimidine ring are 86.9 (2), 72.6 (2) and 7.9 (2)°, respectively. The Cl atom substituent on the cyanophenyl ring is disordered over two rotationally related sites [occupancy factors 0.887 (2):0.113 (2)], while the molecular conformation is stabilized by the presence of an intramolecular aromatic C—H⋯π interaction. Both N—H groups participate in separate intermolecular hydrogen-bonding associations with centrosymmetric cyclic motifs [graph sets R (2) (2)(8) and R (2) (2)(12)], resulting in ribbons parallel to [010]. Further weak C—H⋯O hydrogen bonds link these ribbons into a two-dimensional molecular assembly. |
format | Online Article Text |
id | pubmed-3470343 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-34703432012-11-02 Methyl (E)-2-[(3-chloro-4-cyanophenyl)imino]-4-(4-chlorophenyl)-6-methyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate Venugopala, K. N. Nayak, Susanta K. Odhav, Bharti Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(20)H(16)Cl(2)N(4)O(2), the dihedral angles between the planes of the chlorophenyl, chlorocyanophenylimine and ester groups and the plane of the six-membered tetrahydropyrimidine ring are 86.9 (2), 72.6 (2) and 7.9 (2)°, respectively. The Cl atom substituent on the cyanophenyl ring is disordered over two rotationally related sites [occupancy factors 0.887 (2):0.113 (2)], while the molecular conformation is stabilized by the presence of an intramolecular aromatic C—H⋯π interaction. Both N—H groups participate in separate intermolecular hydrogen-bonding associations with centrosymmetric cyclic motifs [graph sets R (2) (2)(8) and R (2) (2)(12)], resulting in ribbons parallel to [010]. Further weak C—H⋯O hydrogen bonds link these ribbons into a two-dimensional molecular assembly. International Union of Crystallography 2012-09-22 /pmc/articles/PMC3470343/ /pubmed/23125756 http://dx.doi.org/10.1107/S1600536812039451 Text en © Venugopala 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 Venugopala, K. N. Nayak, Susanta K. Odhav, Bharti Methyl (E)-2-[(3-chloro-4-cyanophenyl)imino]-4-(4-chlorophenyl)-6-methyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate |
title | Methyl (E)-2-[(3-chloro-4-cyanophenyl)imino]-4-(4-chlorophenyl)-6-methyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate |
title_full | Methyl (E)-2-[(3-chloro-4-cyanophenyl)imino]-4-(4-chlorophenyl)-6-methyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate |
title_fullStr | Methyl (E)-2-[(3-chloro-4-cyanophenyl)imino]-4-(4-chlorophenyl)-6-methyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate |
title_full_unstemmed | Methyl (E)-2-[(3-chloro-4-cyanophenyl)imino]-4-(4-chlorophenyl)-6-methyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate |
title_short | Methyl (E)-2-[(3-chloro-4-cyanophenyl)imino]-4-(4-chlorophenyl)-6-methyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate |
title_sort | methyl (e)-2-[(3-chloro-4-cyanophenyl)imino]-4-(4-chlorophenyl)-6-methyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3470343/ https://www.ncbi.nlm.nih.gov/pubmed/23125756 http://dx.doi.org/10.1107/S1600536812039451 |
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