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(E)-Methyl 1,3-thia­zol-2-yl ketone 2,4-dinitro­phenyl­hydrazone

Crystals of the title compound, C(11)H(9)N(5)O(4)S, were obtained from a condensation reaction of 2,4-dinitro­phenyl­hydrazine and methyl 1,3-thia­zol-2-yl ketone. Excluding two methyl H atoms, the mol­ecule displays a planar structure, the dihedral angle between the terminal thia­zole and benzene r...

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Detalles Bibliográficos
Autores principales: Shan, Shang, Tian, Yu-Liang, Wang, Shan-Heng, Wang, Wen-Long, Xu, Ying-Li
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961542/
https://www.ncbi.nlm.nih.gov/pubmed/21202664
http://dx.doi.org/10.1107/S1600536808015298
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author Shan, Shang
Tian, Yu-Liang
Wang, Shan-Heng
Wang, Wen-Long
Xu, Ying-Li
author_facet Shan, Shang
Tian, Yu-Liang
Wang, Shan-Heng
Wang, Wen-Long
Xu, Ying-Li
author_sort Shan, Shang
collection PubMed
description Crystals of the title compound, C(11)H(9)N(5)O(4)S, were obtained from a condensation reaction of 2,4-dinitro­phenyl­hydrazine and methyl 1,3-thia­zol-2-yl ketone. Excluding two methyl H atoms, the mol­ecule displays a planar structure, the dihedral angle between the terminal thia­zole and benzene rings being 1.82 (8)°. The imino group links with adjacent nitro and thia­zole groups by intra­molecular bifurcated hydrogen bonding. The centroid–centroid separation of 3.7273 (11) Å between nearly parallel benzene and thia­zole rings of adjacent mol­ecules indicates the existence of π–π stacking in the crystal structure. Weak inter­molecular C—H⋯O hydrogen bonding is also observed.
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spelling pubmed-29615422010-12-30 (E)-Methyl 1,3-thia­zol-2-yl ketone 2,4-dinitro­phenyl­hydrazone Shan, Shang Tian, Yu-Liang Wang, Shan-Heng Wang, Wen-Long Xu, Ying-Li Acta Crystallogr Sect E Struct Rep Online Organic Papers Crystals of the title compound, C(11)H(9)N(5)O(4)S, were obtained from a condensation reaction of 2,4-dinitro­phenyl­hydrazine and methyl 1,3-thia­zol-2-yl ketone. Excluding two methyl H atoms, the mol­ecule displays a planar structure, the dihedral angle between the terminal thia­zole and benzene rings being 1.82 (8)°. The imino group links with adjacent nitro and thia­zole groups by intra­molecular bifurcated hydrogen bonding. The centroid–centroid separation of 3.7273 (11) Å between nearly parallel benzene and thia­zole rings of adjacent mol­ecules indicates the existence of π–π stacking in the crystal structure. Weak inter­molecular C—H⋯O hydrogen bonding is also observed. International Union of Crystallography 2008-05-24 /pmc/articles/PMC2961542/ /pubmed/21202664 http://dx.doi.org/10.1107/S1600536808015298 Text en © Shan et al. 2008 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
Shan, Shang
Tian, Yu-Liang
Wang, Shan-Heng
Wang, Wen-Long
Xu, Ying-Li
(E)-Methyl 1,3-thia­zol-2-yl ketone 2,4-dinitro­phenyl­hydrazone
title (E)-Methyl 1,3-thia­zol-2-yl ketone 2,4-dinitro­phenyl­hydrazone
title_full (E)-Methyl 1,3-thia­zol-2-yl ketone 2,4-dinitro­phenyl­hydrazone
title_fullStr (E)-Methyl 1,3-thia­zol-2-yl ketone 2,4-dinitro­phenyl­hydrazone
title_full_unstemmed (E)-Methyl 1,3-thia­zol-2-yl ketone 2,4-dinitro­phenyl­hydrazone
title_short (E)-Methyl 1,3-thia­zol-2-yl ketone 2,4-dinitro­phenyl­hydrazone
title_sort (e)-methyl 1,3-thia­zol-2-yl ketone 2,4-dinitro­phenyl­hydrazone
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961542/
https://www.ncbi.nlm.nih.gov/pubmed/21202664
http://dx.doi.org/10.1107/S1600536808015298
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