4-Amino-N-(4,6-dimethyl­pyrimidin-2-yl)benzene­sulfonamide–2-nitro­benzoic acid (1/1)

In the asymmetric unit of the title co-crystal, C(12)H(14)N(4)O(2)S·C(7)H(5)NO(4), the sulfamethazine and 2-nitro­benzoic acid mol­ecules form a heterodimer through inter­molecular amide–carb­oxy­lic acid N—H⋯O and carb­oxy­lic acid–pyrimidine O—H⋯N hydrogen-bond pairs, giving a cyclic motif [graph...

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Detalles Bibliográficos
Autores principales: Smith, Graham, Wermuth, Urs D.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3569767/
https://www.ncbi.nlm.nih.gov/pubmed/23424513
http://dx.doi.org/10.1107/S1600536813000779
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author Smith, Graham
Wermuth, Urs D.
author_facet Smith, Graham
Wermuth, Urs D.
author_sort Smith, Graham
collection PubMed
description In the asymmetric unit of the title co-crystal, C(12)H(14)N(4)O(2)S·C(7)H(5)NO(4), the sulfamethazine and 2-nitro­benzoic acid mol­ecules form a heterodimer through inter­molecular amide–carb­oxy­lic acid N—H⋯O and carb­oxy­lic acid–pyrimidine O—H⋯N hydrogen-bond pairs, giving a cyclic motif [graph set R (2) (2)(8)]. The dihedral angle between the two aromatic ring systems in the sulfamethazine mol­ecule is 88.96 (18)° and the nitro group of the acid is 50% rotationally disordered. Secondary aniline N—H⋯O(sulfone) hydrogen-bonding associations give a two-dimensional structure lying parallel to the ab plane.
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spelling pubmed-35697672013-02-19 4-Amino-N-(4,6-dimethyl­pyrimidin-2-yl)benzene­sulfonamide–2-nitro­benzoic acid (1/1) Smith, Graham Wermuth, Urs D. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the asymmetric unit of the title co-crystal, C(12)H(14)N(4)O(2)S·C(7)H(5)NO(4), the sulfamethazine and 2-nitro­benzoic acid mol­ecules form a heterodimer through inter­molecular amide–carb­oxy­lic acid N—H⋯O and carb­oxy­lic acid–pyrimidine O—H⋯N hydrogen-bond pairs, giving a cyclic motif [graph set R (2) (2)(8)]. The dihedral angle between the two aromatic ring systems in the sulfamethazine mol­ecule is 88.96 (18)° and the nitro group of the acid is 50% rotationally disordered. Secondary aniline N—H⋯O(sulfone) hydrogen-bonding associations give a two-dimensional structure lying parallel to the ab plane. International Union of Crystallography 2013-01-12 /pmc/articles/PMC3569767/ /pubmed/23424513 http://dx.doi.org/10.1107/S1600536813000779 Text en © Smith and Wermuth 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
Smith, Graham
Wermuth, Urs D.
4-Amino-N-(4,6-dimethyl­pyrimidin-2-yl)benzene­sulfonamide–2-nitro­benzoic acid (1/1)
title 4-Amino-N-(4,6-dimethyl­pyrimidin-2-yl)benzene­sulfonamide–2-nitro­benzoic acid (1/1)
title_full 4-Amino-N-(4,6-dimethyl­pyrimidin-2-yl)benzene­sulfonamide–2-nitro­benzoic acid (1/1)
title_fullStr 4-Amino-N-(4,6-dimethyl­pyrimidin-2-yl)benzene­sulfonamide–2-nitro­benzoic acid (1/1)
title_full_unstemmed 4-Amino-N-(4,6-dimethyl­pyrimidin-2-yl)benzene­sulfonamide–2-nitro­benzoic acid (1/1)
title_short 4-Amino-N-(4,6-dimethyl­pyrimidin-2-yl)benzene­sulfonamide–2-nitro­benzoic acid (1/1)
title_sort 4-amino-n-(4,6-dimethyl­pyrimidin-2-yl)benzene­sulfonamide–2-nitro­benzoic acid (1/1)
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3569767/
https://www.ncbi.nlm.nih.gov/pubmed/23424513
http://dx.doi.org/10.1107/S1600536813000779
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