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4-{(4Z)-4-[(2Z)-3-(4-Fluoroanilino)-1-hydroxybut-2-en-1-ylidene]-3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl}benzenesulfonamide
In the title compound, C(20)H(19)FN(4)O(4)S, the pyrazole and benzenesulfonamide rings are coplanar [dihedral angle = 5.02 (15)°] but this planarity does not extend over the entire molecule, the dihedral angle between the terminal six-membered rings being 33.24 (14)°. Intramolecular hydroxy–hyd...
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/PMC3295527/ https://www.ncbi.nlm.nih.gov/pubmed/22412638 http://dx.doi.org/10.1107/S1600536812006502 |
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author | Asiri, Abdullah M. Faidallah, Hassan M. Ng, Seik Weng Tiekink, Edward R. T. |
author_facet | Asiri, Abdullah M. Faidallah, Hassan M. Ng, Seik Weng Tiekink, Edward R. T. |
author_sort | Asiri, Abdullah M. |
collection | PubMed |
description | In the title compound, C(20)H(19)FN(4)O(4)S, the pyrazole and benzenesulfonamide rings are coplanar [dihedral angle = 5.02 (15)°] but this planarity does not extend over the entire molecule, the dihedral angle between the terminal six-membered rings being 33.24 (14)°. Intramolecular hydroxy–hydroxy O—H⋯O and amine–hydroxy N—H⋯O hydrogen bonds, as a well as a tight C—H⋯O(carbonyl) interaction, lead to a sequence of three fused S(6) rings. Supramolecular chains along the a axis feature in the crystal packing; these chains are stabilized by amine–sulfonamide N—H⋯O and amine–pyrazole N—H⋯N hydrogen bonds. |
format | Online Article Text |
id | pubmed-3295527 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32955272012-03-12 4-{(4Z)-4-[(2Z)-3-(4-Fluoroanilino)-1-hydroxybut-2-en-1-ylidene]-3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl}benzenesulfonamide Asiri, Abdullah M. Faidallah, Hassan M. Ng, Seik Weng Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(20)H(19)FN(4)O(4)S, the pyrazole and benzenesulfonamide rings are coplanar [dihedral angle = 5.02 (15)°] but this planarity does not extend over the entire molecule, the dihedral angle between the terminal six-membered rings being 33.24 (14)°. Intramolecular hydroxy–hydroxy O—H⋯O and amine–hydroxy N—H⋯O hydrogen bonds, as a well as a tight C—H⋯O(carbonyl) interaction, lead to a sequence of three fused S(6) rings. Supramolecular chains along the a axis feature in the crystal packing; these chains are stabilized by amine–sulfonamide N—H⋯O and amine–pyrazole N—H⋯N hydrogen bonds. International Union of Crystallography 2012-02-17 /pmc/articles/PMC3295527/ /pubmed/22412638 http://dx.doi.org/10.1107/S1600536812006502 Text en © Asiri 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 Asiri, Abdullah M. Faidallah, Hassan M. Ng, Seik Weng Tiekink, Edward R. T. 4-{(4Z)-4-[(2Z)-3-(4-Fluoroanilino)-1-hydroxybut-2-en-1-ylidene]-3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl}benzenesulfonamide |
title | 4-{(4Z)-4-[(2Z)-3-(4-Fluoroanilino)-1-hydroxybut-2-en-1-ylidene]-3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl}benzenesulfonamide |
title_full | 4-{(4Z)-4-[(2Z)-3-(4-Fluoroanilino)-1-hydroxybut-2-en-1-ylidene]-3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl}benzenesulfonamide |
title_fullStr | 4-{(4Z)-4-[(2Z)-3-(4-Fluoroanilino)-1-hydroxybut-2-en-1-ylidene]-3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl}benzenesulfonamide |
title_full_unstemmed | 4-{(4Z)-4-[(2Z)-3-(4-Fluoroanilino)-1-hydroxybut-2-en-1-ylidene]-3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl}benzenesulfonamide |
title_short | 4-{(4Z)-4-[(2Z)-3-(4-Fluoroanilino)-1-hydroxybut-2-en-1-ylidene]-3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl}benzenesulfonamide |
title_sort | 4-{(4z)-4-[(2z)-3-(4-fluoroanilino)-1-hydroxybut-2-en-1-ylidene]-3-methyl-5-oxo-4,5-dihydro-1h-pyrazol-1-yl}benzenesulfonamide |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3295527/ https://www.ncbi.nlm.nih.gov/pubmed/22412638 http://dx.doi.org/10.1107/S1600536812006502 |
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