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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)...
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/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. |
format | Online Article Text |
id | pubmed-4459384 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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