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N-(1-Allyl-1H-indazol-5-yl)-4-methoxybenzenesulfonamide hemihydrate
In the title compound, C(17)H(17)N(3)O(3) (.)0.5H(2)O, the indazole system makes a dihedral angle of 46.19 (8)° with the plane through the benzene ring and is nearly perpendicular to the allyl group, as indicated by the dihedral angle of 81.2 (3)°. In the crystal, the water molecule, disordered ove...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3790445/ https://www.ncbi.nlm.nih.gov/pubmed/24098264 http://dx.doi.org/10.1107/S1600536813025543 |
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author | Chicha, Hakima Rakib, El Mostapha Geffken, Detlef Saadi, Mohamed El Ammari, Lahcen |
author_facet | Chicha, Hakima Rakib, El Mostapha Geffken, Detlef Saadi, Mohamed El Ammari, Lahcen |
author_sort | Chicha, Hakima |
collection | PubMed |
description | In the title compound, C(17)H(17)N(3)O(3) (.)0.5H(2)O, the indazole system makes a dihedral angle of 46.19 (8)° with the plane through the benzene ring and is nearly perpendicular to the allyl group, as indicated by the dihedral angle of 81.2 (3)°. In the crystal, the water molecule, disordered over two sites related by an inversion center, forms O—H⋯N bridges between indazole N atoms of two sulfonamide molecules. It is also connected via N—H⋯O interaction to the third sulfonamide molecule; however, due to the water molecule disorder, only every second molecule of sulfonamide participates in this interaction. This missing interaction results in a slight disorder of the sulfonamide S,O and N atoms which are split over two sites with half occupancy. With the help of C–H⋯O hydrogen bonds, the molecules are further connected into a three-dimensional network. |
format | Online Article Text |
id | pubmed-3790445 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-37904452013-10-04 N-(1-Allyl-1H-indazol-5-yl)-4-methoxybenzenesulfonamide hemihydrate Chicha, Hakima Rakib, El Mostapha Geffken, Detlef Saadi, Mohamed El Ammari, Lahcen Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(17)H(17)N(3)O(3) (.)0.5H(2)O, the indazole system makes a dihedral angle of 46.19 (8)° with the plane through the benzene ring and is nearly perpendicular to the allyl group, as indicated by the dihedral angle of 81.2 (3)°. In the crystal, the water molecule, disordered over two sites related by an inversion center, forms O—H⋯N bridges between indazole N atoms of two sulfonamide molecules. It is also connected via N—H⋯O interaction to the third sulfonamide molecule; however, due to the water molecule disorder, only every second molecule of sulfonamide participates in this interaction. This missing interaction results in a slight disorder of the sulfonamide S,O and N atoms which are split over two sites with half occupancy. With the help of C–H⋯O hydrogen bonds, the molecules are further connected into a three-dimensional network. International Union of Crystallography 2013-09-28 /pmc/articles/PMC3790445/ /pubmed/24098264 http://dx.doi.org/10.1107/S1600536813025543 Text en © Chicha et al. 2013 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 Chicha, Hakima Rakib, El Mostapha Geffken, Detlef Saadi, Mohamed El Ammari, Lahcen N-(1-Allyl-1H-indazol-5-yl)-4-methoxybenzenesulfonamide hemihydrate |
title |
N-(1-Allyl-1H-indazol-5-yl)-4-methoxybenzenesulfonamide hemihydrate |
title_full |
N-(1-Allyl-1H-indazol-5-yl)-4-methoxybenzenesulfonamide hemihydrate |
title_fullStr |
N-(1-Allyl-1H-indazol-5-yl)-4-methoxybenzenesulfonamide hemihydrate |
title_full_unstemmed |
N-(1-Allyl-1H-indazol-5-yl)-4-methoxybenzenesulfonamide hemihydrate |
title_short |
N-(1-Allyl-1H-indazol-5-yl)-4-methoxybenzenesulfonamide hemihydrate |
title_sort | n-(1-allyl-1h-indazol-5-yl)-4-methoxybenzenesulfonamide hemihydrate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3790445/ https://www.ncbi.nlm.nih.gov/pubmed/24098264 http://dx.doi.org/10.1107/S1600536813025543 |
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