Cargando…
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...
Autores principales: | , , , |
---|---|
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 |
_version_ | 1782188867851386880 |
---|---|
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. |
format | Text |
id | pubmed-2960962 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2008 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT tahirmnawaz 4bromo2e434dimethylisoxazol5ylsulfamoylphenyliminiomethylphenolate AT chohanzahidh 4bromo2e434dimethylisoxazol5ylsulfamoylphenyliminiomethylphenolate AT shadhazoora 4bromo2e434dimethylisoxazol5ylsulfamoylphenyliminiomethylphenolate AT khanislamullah 4bromo2e434dimethylisoxazol5ylsulfamoylphenyliminiomethylphenolate |