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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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Detalles Bibliográficos
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
Descripción
Sumario: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.