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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...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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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 |
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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 |
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