2-(4-Amino­benzene­sulfonamido)-4,6-dimethyl­pyrimidin-1-ium 2-carb­oxy-4,6-dinitro­phenolate

In the structure of the phenolate salt of the sulfa drug sulfamethazine with 3,5-dinitro­salicylic acid, C(12)H(15)N(4)O(2)S(+)·C(7)H(3)N(2)O(7) (−), the dihedral angle between the pyrimidine and benzene rings of the cation is 59.70 (17)°. In the crystal, cation–anion hydrogen-bonding inter­actions...

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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/PMC3629512/
https://www.ncbi.nlm.nih.gov/pubmed/23634030
http://dx.doi.org/10.1107/S1600536813005631
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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 structure of the phenolate salt of the sulfa drug sulfamethazine with 3,5-dinitro­salicylic acid, C(12)H(15)N(4)O(2)S(+)·C(7)H(3)N(2)O(7) (−), the dihedral angle between the pyrimidine and benzene rings of the cation is 59.70 (17)°. In the crystal, cation–anion hydrogen-bonding inter­actions involving pyrim­idine–carb­oxy N(+)—H⋯O and amine–carb­oxy N—H⋯O pairs give a cyclic R (2) (2)(8) motif while secondary N—H⋯O hydrogen bonds between the aniline group and both sulfone and nitro O-atom acceptors give a two-dimensional structure extending in (001).
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spelling pubmed-36295122013-04-30 2-(4-Amino­benzene­sulfonamido)-4,6-dimethyl­pyrimidin-1-ium 2-carb­oxy-4,6-dinitro­phenolate Smith, Graham Wermuth, Urs D. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the structure of the phenolate salt of the sulfa drug sulfamethazine with 3,5-dinitro­salicylic acid, C(12)H(15)N(4)O(2)S(+)·C(7)H(3)N(2)O(7) (−), the dihedral angle between the pyrimidine and benzene rings of the cation is 59.70 (17)°. In the crystal, cation–anion hydrogen-bonding inter­actions involving pyrim­idine–carb­oxy N(+)—H⋯O and amine–carb­oxy N—H⋯O pairs give a cyclic R (2) (2)(8) motif while secondary N—H⋯O hydrogen bonds between the aniline group and both sulfone and nitro O-atom acceptors give a two-dimensional structure extending in (001). International Union of Crystallography 2013-03-02 /pmc/articles/PMC3629512/ /pubmed/23634030 http://dx.doi.org/10.1107/S1600536813005631 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.
2-(4-Amino­benzene­sulfonamido)-4,6-dimethyl­pyrimidin-1-ium 2-carb­oxy-4,6-dinitro­phenolate
title 2-(4-Amino­benzene­sulfonamido)-4,6-dimethyl­pyrimidin-1-ium 2-carb­oxy-4,6-dinitro­phenolate
title_full 2-(4-Amino­benzene­sulfonamido)-4,6-dimethyl­pyrimidin-1-ium 2-carb­oxy-4,6-dinitro­phenolate
title_fullStr 2-(4-Amino­benzene­sulfonamido)-4,6-dimethyl­pyrimidin-1-ium 2-carb­oxy-4,6-dinitro­phenolate
title_full_unstemmed 2-(4-Amino­benzene­sulfonamido)-4,6-dimethyl­pyrimidin-1-ium 2-carb­oxy-4,6-dinitro­phenolate
title_short 2-(4-Amino­benzene­sulfonamido)-4,6-dimethyl­pyrimidin-1-ium 2-carb­oxy-4,6-dinitro­phenolate
title_sort 2-(4-amino­benzene­sulfonamido)-4,6-dimethyl­pyrimidin-1-ium 2-carb­oxy-4,6-dinitro­phenolate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3629512/
https://www.ncbi.nlm.nih.gov/pubmed/23634030
http://dx.doi.org/10.1107/S1600536813005631
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