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Crystal structure of (E)-N-{2-[2-(4-methyl­benzyl­idene)hydrazin-1-yl]-2-oxoeth­yl}-p-toluene­sulfonamide

The title acyl­hydrazone derivative, C(17)H(19)N(3)O(3)S, containing an amino acid moiety and electron-donating substituents attached to both the phenyl rings, crystallized with two independent mol­ecules (A and B) in the asymmetric unit. The mol­ecules are bent at the S atom, with C—SO(2)—NH—CH(2)...

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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/PMC4459384/
https://www.ncbi.nlm.nih.gov/pubmed/26090163
http://dx.doi.org/10.1107/S2056989015009330
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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 acyl­hydrazone derivative, C(17)H(19)N(3)O(3)S, containing an amino acid moiety and electron-donating substituents attached to both the phenyl rings, crystallized with two independent mol­ecules (A and B) in the asymmetric unit. The mol­ecules are bent at the S atom, with C—SO(2)—NH—CH(2) torsion angles of −67.3 (2) and 67.7 (3)° in mol­ecules A and B, respectively. Further, the dihedral angles between the sulfonyl­glycine segments and the p-toluene­sulfonyl rings are 76.1 (1) and 85.8 (1)° in mol­ecules A and B, respectively. The central hydrazone segments and the toluene rings attached to them are almost co-planar with their mean planes being inclined to one another by 5.2 (2) (mol­ecule A) and 2.9 (2)° (mol­ecule B). The dihedral angles between the benzene rings are 86.83 (12) (mol­ecule A) and 74.00 (14)° (mol­ecule B). In the crystal, the A mol­ecules are linked by a pair of N—H⋯O hydrogen bonds, forming inversion dimers with an R (2) (2)(8) ring motif. The dimers are linked via three N—H⋯O hydrogen bonds involving the B mol­ecules, forming chains along [100] and enclosing R (2) (2)(12) and R (4) (4)(16) ring motifs. The chains are linked via C—H⋯O hydrogen bonds and a C—H⋯π inter­action, forming sheets parallel to (010). There is a further C—H⋯π inter­action and a slipped parallel π–π inter­action [inter-centroid distance = 3.8773 (16) Å] between the sheets, leading to the formation of a three-dimensional framework.
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spelling pubmed-44593842015-06-18 Crystal structure of (E)-N-{2-[2-(4-methyl­benzyl­idene)hydrazin-1-yl]-2-oxoeth­yl}-p-toluene­sulfonamide Purandara, H. Foro, Sabine Gowda, B. Thimme Acta Crystallogr E Crystallogr Commun Research Communications The title acyl­hydrazone derivative, C(17)H(19)N(3)O(3)S, containing an amino acid moiety and electron-donating substituents attached to both the phenyl rings, crystallized with two independent mol­ecules (A and B) in the asymmetric unit. The mol­ecules are bent at the S atom, with C—SO(2)—NH—CH(2) torsion angles of −67.3 (2) and 67.7 (3)° in mol­ecules A and B, respectively. Further, the dihedral angles between the sulfonyl­glycine segments and the p-toluene­sulfonyl rings are 76.1 (1) and 85.8 (1)° in mol­ecules A and B, respectively. The central hydrazone segments and the toluene rings attached to them are almost co-planar with their mean planes being inclined to one another by 5.2 (2) (mol­ecule A) and 2.9 (2)° (mol­ecule B). The dihedral angles between the benzene rings are 86.83 (12) (mol­ecule A) and 74.00 (14)° (mol­ecule B). In the crystal, the A mol­ecules are linked by a pair of N—H⋯O hydrogen bonds, forming inversion dimers with an R (2) (2)(8) ring motif. The dimers are linked via three N—H⋯O hydrogen bonds involving the B mol­ecules, forming chains along [100] and enclosing R (2) (2)(12) and R (4) (4)(16) ring motifs. The chains are linked via C—H⋯O hydrogen bonds and a C—H⋯π inter­action, forming sheets parallel to (010). There is a further C—H⋯π inter­action and a slipped parallel π–π inter­action [inter-centroid distance = 3.8773 (16) Å] between the sheets, leading to the formation of a three-dimensional framework. International Union of Crystallography 2015-05-30 /pmc/articles/PMC4459384/ /pubmed/26090163 http://dx.doi.org/10.1107/S2056989015009330 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-(4-methyl­benzyl­idene)hydrazin-1-yl]-2-oxoeth­yl}-p-toluene­sulfonamide
title Crystal structure of (E)-N-{2-[2-(4-methyl­benzyl­idene)hydrazin-1-yl]-2-oxoeth­yl}-p-toluene­sulfonamide
title_full Crystal structure of (E)-N-{2-[2-(4-methyl­benzyl­idene)hydrazin-1-yl]-2-oxoeth­yl}-p-toluene­sulfonamide
title_fullStr Crystal structure of (E)-N-{2-[2-(4-methyl­benzyl­idene)hydrazin-1-yl]-2-oxoeth­yl}-p-toluene­sulfonamide
title_full_unstemmed Crystal structure of (E)-N-{2-[2-(4-methyl­benzyl­idene)hydrazin-1-yl]-2-oxoeth­yl}-p-toluene­sulfonamide
title_short Crystal structure of (E)-N-{2-[2-(4-methyl­benzyl­idene)hydrazin-1-yl]-2-oxoeth­yl}-p-toluene­sulfonamide
title_sort crystal structure of (e)-n-{2-[2-(4-methyl­benzyl­idene)hydrazin-1-yl]-2-oxoeth­yl}-p-toluene­sulfonamide
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4459384/
https://www.ncbi.nlm.nih.gov/pubmed/26090163
http://dx.doi.org/10.1107/S2056989015009330
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