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4-Nitrobenzoic acid–sulfathiazole (1/1)
In the crystal structure of the title compound, C(7)H(5)NO(4)·C(9)H(9)N(3)O(2)S(2), the sulfathiazole and 4-nitrobenzoic acid molecules are held together by short π–π contacts between the thiazole and nitrobenzene rings, with a centroid–centroid distance of 3.8226 (7) Å. The sulfathiazole mo...
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/PMC3914109/ https://www.ncbi.nlm.nih.gov/pubmed/24527015 http://dx.doi.org/10.1107/S1600536813034004 |
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author | Oruganti, Madhavi Trivedi, Darshak R. |
author_facet | Oruganti, Madhavi Trivedi, Darshak R. |
author_sort | Oruganti, Madhavi |
collection | PubMed |
description | In the crystal structure of the title compound, C(7)H(5)NO(4)·C(9)H(9)N(3)O(2)S(2), the sulfathiazole and 4-nitrobenzoic acid molecules are held together by short π–π contacts between the thiazole and nitrobenzene rings, with a centroid–centroid distance of 3.8226 (7) Å. The sulfathiazole molecules form dimers via N—H⋯N hydrogen bonds involving the thiazole and sulfonamide moieties, owing to the fact that sulfathizole exhibits amide–imide tautomerism. The N—H (amine) groups of two sulfathiazole molecules are linked to the two S=O groups of a sulfathiazole via N—H⋯O hydrogen bonds. Two molecules of coformer are held together by O—H⋯O hydrogen bonds. These units self-assemble, forming a three-dimensional network stabilized by (acid)C—H⋯π(sulfathiazole benzene ring) interactions. |
format | Online Article Text |
id | pubmed-3914109 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-39141092014-02-13 4-Nitrobenzoic acid–sulfathiazole (1/1) Oruganti, Madhavi Trivedi, Darshak R. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the crystal structure of the title compound, C(7)H(5)NO(4)·C(9)H(9)N(3)O(2)S(2), the sulfathiazole and 4-nitrobenzoic acid molecules are held together by short π–π contacts between the thiazole and nitrobenzene rings, with a centroid–centroid distance of 3.8226 (7) Å. The sulfathiazole molecules form dimers via N—H⋯N hydrogen bonds involving the thiazole and sulfonamide moieties, owing to the fact that sulfathizole exhibits amide–imide tautomerism. The N—H (amine) groups of two sulfathiazole molecules are linked to the two S=O groups of a sulfathiazole via N—H⋯O hydrogen bonds. Two molecules of coformer are held together by O—H⋯O hydrogen bonds. These units self-assemble, forming a three-dimensional network stabilized by (acid)C—H⋯π(sulfathiazole benzene ring) interactions. International Union of Crystallography 2013-12-21 /pmc/articles/PMC3914109/ /pubmed/24527015 http://dx.doi.org/10.1107/S1600536813034004 Text en © Oruganti and Trivedi 2014 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 Oruganti, Madhavi Trivedi, Darshak R. 4-Nitrobenzoic acid–sulfathiazole (1/1) |
title | 4-Nitrobenzoic acid–sulfathiazole (1/1) |
title_full | 4-Nitrobenzoic acid–sulfathiazole (1/1) |
title_fullStr | 4-Nitrobenzoic acid–sulfathiazole (1/1) |
title_full_unstemmed | 4-Nitrobenzoic acid–sulfathiazole (1/1) |
title_short | 4-Nitrobenzoic acid–sulfathiazole (1/1) |
title_sort | 4-nitrobenzoic acid–sulfathiazole (1/1) |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3914109/ https://www.ncbi.nlm.nih.gov/pubmed/24527015 http://dx.doi.org/10.1107/S1600536813034004 |
work_keys_str_mv | AT orugantimadhavi 4nitrobenzoicacidsulfathiazole11 AT trivedidarshakr 4nitrobenzoicacidsulfathiazole11 |