Cargando…

Ethyl 2-[2-(4-hy­droxy-3-meth­oxy­benzyl­idene)hydrazin-1-yl­idene]-3,4-dimethyl-2,3-dihydro-1,3-thia­zole-5-carboxyl­ate

The title compound, C(16)H(19)N(3)O(4)S, is almost planar, with a dihedral angle of 2.88 (9)° between the mean planes of the benzene and thia­zole rings. The mol­ecule adopts an E conformation about the two C=N bonds, with a C—N—N—C torsion angle of −177.01 (11)°. An intra­molecular C—H⋯O hydrogen b...

Descripción completa

Detalles Bibliográficos
Autores principales: Öztürk Yildirim, Sema, Butcher, Ray J., Köysal, Yavuz, Kantar, Esen Nur, Belder, Ayşe
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3515300/
https://www.ncbi.nlm.nih.gov/pubmed/23284520
http://dx.doi.org/10.1107/S1600536812043772
_version_ 1782252155137163264
author Öztürk Yildirim, Sema
Butcher, Ray J.
Köysal, Yavuz
Kantar, Esen Nur
Belder, Ayşe
author_facet Öztürk Yildirim, Sema
Butcher, Ray J.
Köysal, Yavuz
Kantar, Esen Nur
Belder, Ayşe
author_sort Öztürk Yildirim, Sema
collection PubMed
description The title compound, C(16)H(19)N(3)O(4)S, is almost planar, with a dihedral angle of 2.88 (9)° between the mean planes of the benzene and thia­zole rings. The mol­ecule adopts an E conformation about the two C=N bonds, with a C—N—N—C torsion angle of −177.01 (11)°. An intra­molecular C—H⋯O hydrogen bond exists between a thia­zole methyl group and the formic acid ethyl ester carbonyl O atom. In the crystal, mol­ecules are linked by O—-H⋯O hydrogen bonds, forming chains propagating along [2-10]. The chains are linked via C—H⋯O hydrogen bonds with R (2) (2)(12) ring motifs, forming sheets lying parallel to (12-2). The sheets are further linked through out-of-plane C—H⋯N hydrogen bonds with R (2) (2)(12) ring motifs and C—H⋯π inter­actions, forming an inter­esting three-dimensional supra­molecular architecture.
format Online
Article
Text
id pubmed-3515300
institution National Center for Biotechnology Information
language English
publishDate 2012
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-35153002013-01-02 Ethyl 2-[2-(4-hy­droxy-3-meth­oxy­benzyl­idene)hydrazin-1-yl­idene]-3,4-dimethyl-2,3-dihydro-1,3-thia­zole-5-carboxyl­ate Öztürk Yildirim, Sema Butcher, Ray J. Köysal, Yavuz Kantar, Esen Nur Belder, Ayşe Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(16)H(19)N(3)O(4)S, is almost planar, with a dihedral angle of 2.88 (9)° between the mean planes of the benzene and thia­zole rings. The mol­ecule adopts an E conformation about the two C=N bonds, with a C—N—N—C torsion angle of −177.01 (11)°. An intra­molecular C—H⋯O hydrogen bond exists between a thia­zole methyl group and the formic acid ethyl ester carbonyl O atom. In the crystal, mol­ecules are linked by O—-H⋯O hydrogen bonds, forming chains propagating along [2-10]. The chains are linked via C—H⋯O hydrogen bonds with R (2) (2)(12) ring motifs, forming sheets lying parallel to (12-2). The sheets are further linked through out-of-plane C—H⋯N hydrogen bonds with R (2) (2)(12) ring motifs and C—H⋯π inter­actions, forming an inter­esting three-dimensional supra­molecular architecture. International Union of Crystallography 2012-10-27 /pmc/articles/PMC3515300/ /pubmed/23284520 http://dx.doi.org/10.1107/S1600536812043772 Text en © Öztürk Yildirim et al. 2012 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
Öztürk Yildirim, Sema
Butcher, Ray J.
Köysal, Yavuz
Kantar, Esen Nur
Belder, Ayşe
Ethyl 2-[2-(4-hy­droxy-3-meth­oxy­benzyl­idene)hydrazin-1-yl­idene]-3,4-dimethyl-2,3-dihydro-1,3-thia­zole-5-carboxyl­ate
title Ethyl 2-[2-(4-hy­droxy-3-meth­oxy­benzyl­idene)hydrazin-1-yl­idene]-3,4-dimethyl-2,3-dihydro-1,3-thia­zole-5-carboxyl­ate
title_full Ethyl 2-[2-(4-hy­droxy-3-meth­oxy­benzyl­idene)hydrazin-1-yl­idene]-3,4-dimethyl-2,3-dihydro-1,3-thia­zole-5-carboxyl­ate
title_fullStr Ethyl 2-[2-(4-hy­droxy-3-meth­oxy­benzyl­idene)hydrazin-1-yl­idene]-3,4-dimethyl-2,3-dihydro-1,3-thia­zole-5-carboxyl­ate
title_full_unstemmed Ethyl 2-[2-(4-hy­droxy-3-meth­oxy­benzyl­idene)hydrazin-1-yl­idene]-3,4-dimethyl-2,3-dihydro-1,3-thia­zole-5-carboxyl­ate
title_short Ethyl 2-[2-(4-hy­droxy-3-meth­oxy­benzyl­idene)hydrazin-1-yl­idene]-3,4-dimethyl-2,3-dihydro-1,3-thia­zole-5-carboxyl­ate
title_sort ethyl 2-[2-(4-hy­droxy-3-meth­oxy­benzyl­idene)hydrazin-1-yl­idene]-3,4-dimethyl-2,3-dihydro-1,3-thia­zole-5-carboxyl­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3515300/
https://www.ncbi.nlm.nih.gov/pubmed/23284520
http://dx.doi.org/10.1107/S1600536812043772
work_keys_str_mv AT ozturkyildirimsema ethyl224hydroxy3methoxybenzylidenehydrazin1ylidene34dimethyl23dihydro13thiazole5carboxylate
AT butcherrayj ethyl224hydroxy3methoxybenzylidenehydrazin1ylidene34dimethyl23dihydro13thiazole5carboxylate
AT koysalyavuz ethyl224hydroxy3methoxybenzylidenehydrazin1ylidene34dimethyl23dihydro13thiazole5carboxylate
AT kantaresennur ethyl224hydroxy3methoxybenzylidenehydrazin1ylidene34dimethyl23dihydro13thiazole5carboxylate
AT belderayse ethyl224hydroxy3methoxybenzylidenehydrazin1ylidene34dimethyl23dihydro13thiazole5carboxylate