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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...

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Autores principales: Venugopala, K. N., Nayak, Susanta K., Odhav, Bharti
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
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.
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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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