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4-Bromo-2-((E)-{4-[(3,4-dimethyl­isoxazol-5-yl)sulfamo­yl]phen­yl}iminio­meth­yl)phenolate

The title compound, C(18)H(16)BrN(3)O(4)S, is a Schiff base ligand of 5-bromo­salicylaldehyde and sulfisoxazole [or N-(3,4-dimethyl-5-isoxazol)sulfanilamide]. The present structure is a zwitterion and is a more precise reinterpretation of the structure which was originally reported by Hämäläinen, Le...

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Autores principales: Tahir, M. Nawaz, Chohan, Zahid H., Shad, Hazoor A., Khan, Islam Ullah
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960962/
https://www.ncbi.nlm.nih.gov/pubmed/21202110
http://dx.doi.org/10.1107/S160053680800682X
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author Tahir, M. Nawaz
Chohan, Zahid H.
Shad, Hazoor A.
Khan, Islam Ullah
author_facet Tahir, M. Nawaz
Chohan, Zahid H.
Shad, Hazoor A.
Khan, Islam Ullah
author_sort Tahir, M. Nawaz
collection PubMed
description The title compound, C(18)H(16)BrN(3)O(4)S, is a Schiff base ligand of 5-bromo­salicylaldehyde and sulfisoxazole [or N-(3,4-dimethyl-5-isoxazol)sulfanilamide]. The present structure is a zwitterion and is a more precise reinterpretation of the structure which was originally reported by Hämäläinen, Lehtinen & Turpeinen [Arch. Pharm. (1986), 319, 415–420]. The two aromatic rings which make π–π inter­actions [centroid–centroid distance 3.7538 (18) Å] through intermolecular interactions. There is also a C—Br⋯π inter­action [3.6333 (15) Å] with the heterocyclic ring. An intra­molecular N—H⋯O hydrogen bond also exists. Dimers are formed due to inter­molecular N—H⋯O hydrogen bonding. Inter­molecular C—H⋯O hydrogen bonding links a methyl C atom and the phenolate O atom. The dimers are linked by C—H⋯N hydrogen bonds, where the C atom is from the Schiff base group and the N atom is of five-membered heterocyclic ring.
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spelling pubmed-29609622010-12-30 4-Bromo-2-((E)-{4-[(3,4-dimethyl­isoxazol-5-yl)sulfamo­yl]phen­yl}iminio­meth­yl)phenolate Tahir, M. Nawaz Chohan, Zahid H. Shad, Hazoor A. Khan, Islam Ullah Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(18)H(16)BrN(3)O(4)S, is a Schiff base ligand of 5-bromo­salicylaldehyde and sulfisoxazole [or N-(3,4-dimethyl-5-isoxazol)sulfanilamide]. The present structure is a zwitterion and is a more precise reinterpretation of the structure which was originally reported by Hämäläinen, Lehtinen & Turpeinen [Arch. Pharm. (1986), 319, 415–420]. The two aromatic rings which make π–π inter­actions [centroid–centroid distance 3.7538 (18) Å] through intermolecular interactions. There is also a C—Br⋯π inter­action [3.6333 (15) Å] with the heterocyclic ring. An intra­molecular N—H⋯O hydrogen bond also exists. Dimers are formed due to inter­molecular N—H⋯O hydrogen bonding. Inter­molecular C—H⋯O hydrogen bonding links a methyl C atom and the phenolate O atom. The dimers are linked by C—H⋯N hydrogen bonds, where the C atom is from the Schiff base group and the N atom is of five-membered heterocyclic ring. International Union of Crystallography 2008-03-14 /pmc/articles/PMC2960962/ /pubmed/21202110 http://dx.doi.org/10.1107/S160053680800682X Text en © Tahir et al. 2008 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
Tahir, M. Nawaz
Chohan, Zahid H.
Shad, Hazoor A.
Khan, Islam Ullah
4-Bromo-2-((E)-{4-[(3,4-dimethyl­isoxazol-5-yl)sulfamo­yl]phen­yl}iminio­meth­yl)phenolate
title 4-Bromo-2-((E)-{4-[(3,4-dimethyl­isoxazol-5-yl)sulfamo­yl]phen­yl}iminio­meth­yl)phenolate
title_full 4-Bromo-2-((E)-{4-[(3,4-dimethyl­isoxazol-5-yl)sulfamo­yl]phen­yl}iminio­meth­yl)phenolate
title_fullStr 4-Bromo-2-((E)-{4-[(3,4-dimethyl­isoxazol-5-yl)sulfamo­yl]phen­yl}iminio­meth­yl)phenolate
title_full_unstemmed 4-Bromo-2-((E)-{4-[(3,4-dimethyl­isoxazol-5-yl)sulfamo­yl]phen­yl}iminio­meth­yl)phenolate
title_short 4-Bromo-2-((E)-{4-[(3,4-dimethyl­isoxazol-5-yl)sulfamo­yl]phen­yl}iminio­meth­yl)phenolate
title_sort 4-bromo-2-((e)-{4-[(3,4-dimethyl­isoxazol-5-yl)sulfamo­yl]phen­yl}iminio­meth­yl)phenolate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960962/
https://www.ncbi.nlm.nih.gov/pubmed/21202110
http://dx.doi.org/10.1107/S160053680800682X
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