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(Z)-1-(2-Chloro­phen­yl)-3-methyl-4-[2-(4-nitro­phen­yl)hydrazin-1-yl­idene]-1H-pyrazol-5(4H)-one

There are two independent mol­ecules, A and B, in the asymmetric unit of the title compound, C(16)H(12)ClN(5)O(3). The relative orientations of the chloro­phenyl ring with respect to the pyrazole ring in the two crystallographically independent mol­ecules are different, and their corresponding dihed...

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Autores principales: Bustos, Carlos, Escobar-Fuentealba, Andrés, Alvarez-Thon, Luis, Faundez-Gutierrez, Rodrigo, Garland, Maria Teresa
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414286/
https://www.ncbi.nlm.nih.gov/pubmed/22904819
http://dx.doi.org/10.1107/S1600536812029790
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author Bustos, Carlos
Escobar-Fuentealba, Andrés
Alvarez-Thon, Luis
Faundez-Gutierrez, Rodrigo
Garland, Maria Teresa
author_facet Bustos, Carlos
Escobar-Fuentealba, Andrés
Alvarez-Thon, Luis
Faundez-Gutierrez, Rodrigo
Garland, Maria Teresa
author_sort Bustos, Carlos
collection PubMed
description There are two independent mol­ecules, A and B, in the asymmetric unit of the title compound, C(16)H(12)ClN(5)O(3). The relative orientations of the chloro­phenyl ring with respect to the pyrazole ring in the two crystallographically independent mol­ecules are different, and their corresponding dihedral angles are −53.3 (2) and 114.09 (18)° in mol­ecules A and B, respectively. There are two strong intramolecular N—H⋯O hydrogen bonds, and two weak intramolecular C—H⋯O and C—H⋯Cl hydrogen bonds. The crystal packing is constructed by weak C—H⋯O and N—H⋯O inter­actions, and two π–π stacking inter­actions [centroid–centroid distances = 3.7894 (9) and 3.5719 (10) Å], forming a mol­ecular ladder along the a axis.
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spelling pubmed-34142862012-08-17 (Z)-1-(2-Chloro­phen­yl)-3-methyl-4-[2-(4-nitro­phen­yl)hydrazin-1-yl­idene]-1H-pyrazol-5(4H)-one Bustos, Carlos Escobar-Fuentealba, Andrés Alvarez-Thon, Luis Faundez-Gutierrez, Rodrigo Garland, Maria Teresa Acta Crystallogr Sect E Struct Rep Online Organic Papers There are two independent mol­ecules, A and B, in the asymmetric unit of the title compound, C(16)H(12)ClN(5)O(3). The relative orientations of the chloro­phenyl ring with respect to the pyrazole ring in the two crystallographically independent mol­ecules are different, and their corresponding dihedral angles are −53.3 (2) and 114.09 (18)° in mol­ecules A and B, respectively. There are two strong intramolecular N—H⋯O hydrogen bonds, and two weak intramolecular C—H⋯O and C—H⋯Cl hydrogen bonds. The crystal packing is constructed by weak C—H⋯O and N—H⋯O inter­actions, and two π–π stacking inter­actions [centroid–centroid distances = 3.7894 (9) and 3.5719 (10) Å], forming a mol­ecular ladder along the a axis. International Union of Crystallography 2012-07-07 /pmc/articles/PMC3414286/ /pubmed/22904819 http://dx.doi.org/10.1107/S1600536812029790 Text en © Bustos 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
Bustos, Carlos
Escobar-Fuentealba, Andrés
Alvarez-Thon, Luis
Faundez-Gutierrez, Rodrigo
Garland, Maria Teresa
(Z)-1-(2-Chloro­phen­yl)-3-methyl-4-[2-(4-nitro­phen­yl)hydrazin-1-yl­idene]-1H-pyrazol-5(4H)-one
title (Z)-1-(2-Chloro­phen­yl)-3-methyl-4-[2-(4-nitro­phen­yl)hydrazin-1-yl­idene]-1H-pyrazol-5(4H)-one
title_full (Z)-1-(2-Chloro­phen­yl)-3-methyl-4-[2-(4-nitro­phen­yl)hydrazin-1-yl­idene]-1H-pyrazol-5(4H)-one
title_fullStr (Z)-1-(2-Chloro­phen­yl)-3-methyl-4-[2-(4-nitro­phen­yl)hydrazin-1-yl­idene]-1H-pyrazol-5(4H)-one
title_full_unstemmed (Z)-1-(2-Chloro­phen­yl)-3-methyl-4-[2-(4-nitro­phen­yl)hydrazin-1-yl­idene]-1H-pyrazol-5(4H)-one
title_short (Z)-1-(2-Chloro­phen­yl)-3-methyl-4-[2-(4-nitro­phen­yl)hydrazin-1-yl­idene]-1H-pyrazol-5(4H)-one
title_sort (z)-1-(2-chloro­phen­yl)-3-methyl-4-[2-(4-nitro­phen­yl)hydrazin-1-yl­idene]-1h-pyrazol-5(4h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414286/
https://www.ncbi.nlm.nih.gov/pubmed/22904819
http://dx.doi.org/10.1107/S1600536812029790
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