Benzyl N-(1-{N′-[(E)-2-chloro­benzyl­idene]hydrazinecarbon­yl}-2-hy­droxy­eth­yl)carbamate

The mol­ecule of the title compound, C(18)H(18)ClN(3)O(4), is twisted about the chiral C atom with the dihedral angle between the two amide residues being 87.8 (5)°, but, overall, it can be described as curved, with the benzene rings lying on the same side of the mol­ecule [dihedral angle = 62.8 (4)...

Descripción completa

Detalles Bibliográficos
Autores principales: de Souza, Marcus V. N., Pinheiro, Alessandra C., Tiekink, Edward R. T., Wardell, Solange M. S. V., Wardell, James L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3151956/
https://www.ncbi.nlm.nih.gov/pubmed/21837231
http://dx.doi.org/10.1107/S1600536811024895
_version_ 1782209694752833536
author de Souza, Marcus V. N.
Pinheiro, Alessandra C.
Tiekink, Edward R. T.
Wardell, Solange M. S. V.
Wardell, James L.
author_facet de Souza, Marcus V. N.
Pinheiro, Alessandra C.
Tiekink, Edward R. T.
Wardell, Solange M. S. V.
Wardell, James L.
author_sort de Souza, Marcus V. N.
collection PubMed
description The mol­ecule of the title compound, C(18)H(18)ClN(3)O(4), is twisted about the chiral C atom with the dihedral angle between the two amide residues being 87.8 (5)°, but, overall, it can be described as curved, with the benzene rings lying on the same side of the mol­ecule [dihedral angle = 62.8 (4)°]. The conformation about the imine bond [1.294 (7) Å] is E. In the crystal, a two-dimensional array in the ab plane is mediated by O—H⋯O and N—H⋯O hydrogen bonds as well as C—H⋯Cl inter­actions. The layers stack along the c-axis direction, being connected by C—H⋯.π contacts.
format Online
Article
Text
id pubmed-3151956
institution National Center for Biotechnology Information
language English
publishDate 2011
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-31519562011-08-11 Benzyl N-(1-{N′-[(E)-2-chloro­benzyl­idene]hydrazinecarbon­yl}-2-hy­droxy­eth­yl)carbamate de Souza, Marcus V. N. Pinheiro, Alessandra C. Tiekink, Edward R. T. Wardell, Solange M. S. V. Wardell, James L. Acta Crystallogr Sect E Struct Rep Online Organic Papers The mol­ecule of the title compound, C(18)H(18)ClN(3)O(4), is twisted about the chiral C atom with the dihedral angle between the two amide residues being 87.8 (5)°, but, overall, it can be described as curved, with the benzene rings lying on the same side of the mol­ecule [dihedral angle = 62.8 (4)°]. The conformation about the imine bond [1.294 (7) Å] is E. In the crystal, a two-dimensional array in the ab plane is mediated by O—H⋯O and N—H⋯O hydrogen bonds as well as C—H⋯Cl inter­actions. The layers stack along the c-axis direction, being connected by C—H⋯.π contacts. International Union of Crystallography 2011-06-30 /pmc/articles/PMC3151956/ /pubmed/21837231 http://dx.doi.org/10.1107/S1600536811024895 Text en © Souza et al. 2011 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 Organic Papers
de Souza, Marcus V. N.
Pinheiro, Alessandra C.
Tiekink, Edward R. T.
Wardell, Solange M. S. V.
Wardell, James L.
Benzyl N-(1-{N′-[(E)-2-chloro­benzyl­idene]hydrazinecarbon­yl}-2-hy­droxy­eth­yl)carbamate
title Benzyl N-(1-{N′-[(E)-2-chloro­benzyl­idene]hydrazinecarbon­yl}-2-hy­droxy­eth­yl)carbamate
title_full Benzyl N-(1-{N′-[(E)-2-chloro­benzyl­idene]hydrazinecarbon­yl}-2-hy­droxy­eth­yl)carbamate
title_fullStr Benzyl N-(1-{N′-[(E)-2-chloro­benzyl­idene]hydrazinecarbon­yl}-2-hy­droxy­eth­yl)carbamate
title_full_unstemmed Benzyl N-(1-{N′-[(E)-2-chloro­benzyl­idene]hydrazinecarbon­yl}-2-hy­droxy­eth­yl)carbamate
title_short Benzyl N-(1-{N′-[(E)-2-chloro­benzyl­idene]hydrazinecarbon­yl}-2-hy­droxy­eth­yl)carbamate
title_sort benzyl n-(1-{n′-[(e)-2-chloro­benzyl­idene]hydrazinecarbon­yl}-2-hy­droxy­eth­yl)carbamate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3151956/
https://www.ncbi.nlm.nih.gov/pubmed/21837231
http://dx.doi.org/10.1107/S1600536811024895
work_keys_str_mv AT desouzamarcusvn benzyln1ne2chlorobenzylidenehydrazinecarbonyl2hydroxyethylcarbamate
AT pinheiroalessandrac benzyln1ne2chlorobenzylidenehydrazinecarbonyl2hydroxyethylcarbamate
AT tiekinkedwardrt benzyln1ne2chlorobenzylidenehydrazinecarbonyl2hydroxyethylcarbamate
AT wardellsolangemsv benzyln1ne2chlorobenzylidenehydrazinecarbonyl2hydroxyethylcarbamate
AT wardelljamesl benzyln1ne2chlorobenzylidenehydrazinecarbonyl2hydroxyethylcarbamate

Ejemplares similares