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Crystal structure of (E)-N-{2-[2-(2-chlorobenzylidene)hydrazin-1-yl]-2-oxoethyl}-4-methylbenzamide monohydrate
The title compound, C(17)H(16)ClN(3)O(2)·H(2)O, an acylhydrazone derivative, contains a glycine moiety and two substituted benzene rings on either end of the chain. It crystallized as a monohydrate. The molecules adopt an E conformation with respect to the C=N double bond, as indicated by the N—N=...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2015
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4518978/ https://www.ncbi.nlm.nih.gov/pubmed/26279870 http://dx.doi.org/10.1107/S2056989015011147 |
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author | Purandara, H. Foro, Sabine Gowda, B. Thimme |
author_facet | Purandara, H. Foro, Sabine Gowda, B. Thimme |
author_sort | Purandara, H. |
collection | PubMed |
description | The title compound, C(17)H(16)ClN(3)O(2)·H(2)O, an acylhydrazone derivative, contains a glycine moiety and two substituted benzene rings on either end of the chain. It crystallized as a monohydrate. The molecules adopt an E conformation with respect to the C=N double bond, as indicated by the N—N=C—C torsion angle of 179.38 (14)°. The molecule is twisted in such a way that the almost planar C(ar)—C(=O)—N(H)—C(H(2)) and C(H(2))—C(=O)N(H)—N=C—C(ar) [r.m.s deviations = 0.009 and 0.025 Å, respectively] segments are inclined to on another by 77.36 (8)°, while the benzene rings are normal to one another, making a dihedral angle of 89.69 (9)°. In the crystal, the water molecule links three molecules through two O—H⋯O and one N—H⋯O hydrogen bonds. The molecules are linked via pairs of N—H⋯O hydrogen bonds, forming inversion dimers with an R (2) (2)(14) ring motif. The dimers are linked by O—H⋯O hydrogen bonds, involving two molecules of water, forming chains along [100], enclosing R (2) (2)(14) and R (2) (2)(18) ring motifs. The chains are linked through C—H⋯O interactions, forming sheets parallel to (010). Within the sheets, there are C—H⋯π and parallel slipped π–π stacking interactions present [inter-centroid distance = 3.6458 (12) Å]. |
format | Online Article Text |
id | pubmed-4518978 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-45189782015-08-14 Crystal structure of (E)-N-{2-[2-(2-chlorobenzylidene)hydrazin-1-yl]-2-oxoethyl}-4-methylbenzamide monohydrate Purandara, H. Foro, Sabine Gowda, B. Thimme Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(17)H(16)ClN(3)O(2)·H(2)O, an acylhydrazone derivative, contains a glycine moiety and two substituted benzene rings on either end of the chain. It crystallized as a monohydrate. The molecules adopt an E conformation with respect to the C=N double bond, as indicated by the N—N=C—C torsion angle of 179.38 (14)°. The molecule is twisted in such a way that the almost planar C(ar)—C(=O)—N(H)—C(H(2)) and C(H(2))—C(=O)N(H)—N=C—C(ar) [r.m.s deviations = 0.009 and 0.025 Å, respectively] segments are inclined to on another by 77.36 (8)°, while the benzene rings are normal to one another, making a dihedral angle of 89.69 (9)°. In the crystal, the water molecule links three molecules through two O—H⋯O and one N—H⋯O hydrogen bonds. The molecules are linked via pairs of N—H⋯O hydrogen bonds, forming inversion dimers with an R (2) (2)(14) ring motif. The dimers are linked by O—H⋯O hydrogen bonds, involving two molecules of water, forming chains along [100], enclosing R (2) (2)(14) and R (2) (2)(18) ring motifs. The chains are linked through C—H⋯O interactions, forming sheets parallel to (010). Within the sheets, there are C—H⋯π and parallel slipped π–π stacking interactions present [inter-centroid distance = 3.6458 (12) Å]. International Union of Crystallography 2015-06-17 /pmc/articles/PMC4518978/ /pubmed/26279870 http://dx.doi.org/10.1107/S2056989015011147 Text en © Purandara et al. 2015 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 | Research Communications Purandara, H. Foro, Sabine Gowda, B. Thimme Crystal structure of (E)-N-{2-[2-(2-chlorobenzylidene)hydrazin-1-yl]-2-oxoethyl}-4-methylbenzamide monohydrate |
title | Crystal structure of (E)-N-{2-[2-(2-chlorobenzylidene)hydrazin-1-yl]-2-oxoethyl}-4-methylbenzamide monohydrate |
title_full | Crystal structure of (E)-N-{2-[2-(2-chlorobenzylidene)hydrazin-1-yl]-2-oxoethyl}-4-methylbenzamide monohydrate |
title_fullStr | Crystal structure of (E)-N-{2-[2-(2-chlorobenzylidene)hydrazin-1-yl]-2-oxoethyl}-4-methylbenzamide monohydrate |
title_full_unstemmed | Crystal structure of (E)-N-{2-[2-(2-chlorobenzylidene)hydrazin-1-yl]-2-oxoethyl}-4-methylbenzamide monohydrate |
title_short | Crystal structure of (E)-N-{2-[2-(2-chlorobenzylidene)hydrazin-1-yl]-2-oxoethyl}-4-methylbenzamide monohydrate |
title_sort | crystal structure of (e)-n-{2-[2-(2-chlorobenzylidene)hydrazin-1-yl]-2-oxoethyl}-4-methylbenzamide monohydrate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4518978/ https://www.ncbi.nlm.nih.gov/pubmed/26279870 http://dx.doi.org/10.1107/S2056989015011147 |
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