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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...

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Autores principales: Asiri, Abdullah M., Faidallah, Hassan M., Ng, Seik Weng, Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
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.
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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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