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2-Amino-5-bromo­pyridinium 2-carb­oxy­benzoate

The asymmetric unit of the title compound, C(5)H(6)BrN(2) (+)·C(8)H(5)O(4) (−), consists of two crystallographically independent 2-amino-5-bromo­pyridinium cations (A and B) and two 2-carb­oxy­benzoate anions (A and B). Each 2-amino-5-bromo­pyridinium cation is approximately planar, with a maximum d...

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Autores principales: Quah, Ching Kheng, Hemamalini, Madhukar, Fun, Hoong-Kun
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3008123/
https://www.ncbi.nlm.nih.gov/pubmed/21588627
http://dx.doi.org/10.1107/S1600536810030977
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author Quah, Ching Kheng
Hemamalini, Madhukar
Fun, Hoong-Kun
author_facet Quah, Ching Kheng
Hemamalini, Madhukar
Fun, Hoong-Kun
author_sort Quah, Ching Kheng
collection PubMed
description The asymmetric unit of the title compound, C(5)H(6)BrN(2) (+)·C(8)H(5)O(4) (−), consists of two crystallographically independent 2-amino-5-bromo­pyridinium cations (A and B) and two 2-carb­oxy­benzoate anions (A and B). Each 2-amino-5-bromo­pyridinium cation is approximately planar, with a maximum deviation of 0.047 (1) Å in cation A and 0.027 (1) Å in cation B. The 2-amino-5-bromo­pyridinium unit in cation A is inclined at dihedral angles of 4.9 (3) and 2.2 (3)° with the phenyl rings of the A and B 2-carb­oxy­benzoate anions, respectively. The corresponding angles for cation B are 3.0 (3) and 5.6 (3)°. The mol­ecular structure is stabilized by an intra­molecular O—H⋯O hydrogen bond,which generates an S(7) ring motif. The cations and anions are linked via inter­molecular N—H⋯O and C—H⋯O hydrogen bonds, generating R (2) (2)(8) ring motifs. In the crystal packing, mol­ecules are linked into wave-like chains along [001] via adjacent ring motifs. Short inter­molecular distances between the phenyl and pyridine rings [3.613 (4) and 3.641 (4) Å] indicate the existence of π–π inter­actions. The crystal structure is a non-merohedral twin with a contribution of 0.271 (3) of the minor component.
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spelling pubmed-30081232010-12-30 2-Amino-5-bromo­pyridinium 2-carb­oxy­benzoate Quah, Ching Kheng Hemamalini, Madhukar Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Organic Papers The asymmetric unit of the title compound, C(5)H(6)BrN(2) (+)·C(8)H(5)O(4) (−), consists of two crystallographically independent 2-amino-5-bromo­pyridinium cations (A and B) and two 2-carb­oxy­benzoate anions (A and B). Each 2-amino-5-bromo­pyridinium cation is approximately planar, with a maximum deviation of 0.047 (1) Å in cation A and 0.027 (1) Å in cation B. The 2-amino-5-bromo­pyridinium unit in cation A is inclined at dihedral angles of 4.9 (3) and 2.2 (3)° with the phenyl rings of the A and B 2-carb­oxy­benzoate anions, respectively. The corresponding angles for cation B are 3.0 (3) and 5.6 (3)°. The mol­ecular structure is stabilized by an intra­molecular O—H⋯O hydrogen bond,which generates an S(7) ring motif. The cations and anions are linked via inter­molecular N—H⋯O and C—H⋯O hydrogen bonds, generating R (2) (2)(8) ring motifs. In the crystal packing, mol­ecules are linked into wave-like chains along [001] via adjacent ring motifs. Short inter­molecular distances between the phenyl and pyridine rings [3.613 (4) and 3.641 (4) Å] indicate the existence of π–π inter­actions. The crystal structure is a non-merohedral twin with a contribution of 0.271 (3) of the minor component. International Union of Crystallography 2010-08-11 /pmc/articles/PMC3008123/ /pubmed/21588627 http://dx.doi.org/10.1107/S1600536810030977 Text en © Quah et al. 2010 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
Quah, Ching Kheng
Hemamalini, Madhukar
Fun, Hoong-Kun
2-Amino-5-bromo­pyridinium 2-carb­oxy­benzoate
title 2-Amino-5-bromo­pyridinium 2-carb­oxy­benzoate
title_full 2-Amino-5-bromo­pyridinium 2-carb­oxy­benzoate
title_fullStr 2-Amino-5-bromo­pyridinium 2-carb­oxy­benzoate
title_full_unstemmed 2-Amino-5-bromo­pyridinium 2-carb­oxy­benzoate
title_short 2-Amino-5-bromo­pyridinium 2-carb­oxy­benzoate
title_sort 2-amino-5-bromo­pyridinium 2-carb­oxy­benzoate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3008123/
https://www.ncbi.nlm.nih.gov/pubmed/21588627
http://dx.doi.org/10.1107/S1600536810030977
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AT hemamalinimadhukar 2amino5bromopyridinium2carboxybenzoate
AT funhoongkun 2amino5bromopyridinium2carboxybenzoate