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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=...

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Autores principales: Purandara, H., Foro, Sabine, Gowda, B. Thimme
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
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].
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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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