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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...
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/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. |
format | Online Article Text |
id | pubmed-3414286 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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