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, C20H19FN4O4S, 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)&...

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Main Authors: Edward R. T. Tiekink, Hassan M. Faidallah, Seik Weng Ng, Abdullah M. Asiri
Format: Article
Language:English
Published: International Union of Crystallography 2012-03-01
Series:Acta Crystallographica Section E
Online Access:http://scripts.iucr.org/cgi-bin/paper?S1600536812006502
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spelling doaj-4d73da9ad48a49c0ac74f298f81f7a692020-11-25T02:46:54ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682012-03-01683o762o76310.1107/S16005368120065024-{(4Z)-4-[(2Z)-3-(4-Fluoroanilino)-1-hydroxybut-2-en-1-ylidene]-3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl}benzenesulfonamideEdward R. T. TiekinkHassan M. FaidallahSeik Weng NgAbdullah M. AsiriIn the title compound, C20H19FN4O4S, 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.http://scripts.iucr.org/cgi-bin/paper?S1600536812006502
collection DOAJ
language English
format Article
sources DOAJ
author Edward R. T. Tiekink
Hassan M. Faidallah
Seik Weng Ng
Abdullah M. Asiri
spellingShingle Edward R. T. Tiekink
Hassan M. Faidallah
Seik Weng Ng
Abdullah M. Asiri
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
Acta Crystallographica Section E
author_facet Edward R. T. Tiekink
Hassan M. Faidallah
Seik Weng Ng
Abdullah M. Asiri
author_sort Edward R. T. Tiekink
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_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_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_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
publisher International Union of Crystallography
series Acta Crystallographica Section E
issn 1600-5368
publishDate 2012-03-01
description In the title compound, C20H19FN4O4S, 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.
url http://scripts.iucr.org/cgi-bin/paper?S1600536812006502
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