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2-Amino-5-methyl­pyridinium 2-carb­oxy­benzoate

In the title salt, C(6)H(9)N(2) (+)·C(8)H(5)O(4) (−), the hydrogen phthalate anion is essentially planar, with a maximum deviation of 0.011 (2) Å. In the crystal structure, the protonated N atom of the pyridine ring and the 2-amino group of the cation are hydrogen bonded to the carboxyl­ate O atoms...

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Detalles Bibliográficos
Autores principales: 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/PMC3008103/
https://www.ncbi.nlm.nih.gov/pubmed/21588569
http://dx.doi.org/10.1107/S160053681003000X
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author Hemamalini, Madhukar
Fun, Hoong-Kun
author_facet Hemamalini, Madhukar
Fun, Hoong-Kun
author_sort Hemamalini, Madhukar
collection PubMed
description In the title salt, C(6)H(9)N(2) (+)·C(8)H(5)O(4) (−), the hydrogen phthalate anion is essentially planar, with a maximum deviation of 0.011 (2) Å. In the crystal structure, the protonated N atom of the pyridine ring and the 2-amino group of the cation are hydrogen bonded to the carboxyl­ate O atoms of the anion via a pair of N—H⋯O hydrogen bonds, forming an R (2) (2)(8) ring motif. In the hydrogen phthalate anion, there is a very strong, almost symmetric, intra­molecular O—H⋯O hydrogen bond, generating an S(7) motif [O⋯O = 2.382 (3) Å]. Furthermore, these two molecular motif rings are connected by a bifurcated N—H⋯(O,O) hydrogen-bonded motif R (1) (2)(4), forming a supra­molecular ribbon along the b axis. The crystal structure is further stabilized by π–π inter­actions between the cations and anions [centroid–centroid distance = 3.6999 (10) Å].
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spelling pubmed-30081032010-12-30 2-Amino-5-methyl­pyridinium 2-carb­oxy­benzoate Hemamalini, Madhukar Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title salt, C(6)H(9)N(2) (+)·C(8)H(5)O(4) (−), the hydrogen phthalate anion is essentially planar, with a maximum deviation of 0.011 (2) Å. In the crystal structure, the protonated N atom of the pyridine ring and the 2-amino group of the cation are hydrogen bonded to the carboxyl­ate O atoms of the anion via a pair of N—H⋯O hydrogen bonds, forming an R (2) (2)(8) ring motif. In the hydrogen phthalate anion, there is a very strong, almost symmetric, intra­molecular O—H⋯O hydrogen bond, generating an S(7) motif [O⋯O = 2.382 (3) Å]. Furthermore, these two molecular motif rings are connected by a bifurcated N—H⋯(O,O) hydrogen-bonded motif R (1) (2)(4), forming a supra­molecular ribbon along the b axis. The crystal structure is further stabilized by π–π inter­actions between the cations and anions [centroid–centroid distance = 3.6999 (10) Å]. International Union of Crystallography 2010-08-04 /pmc/articles/PMC3008103/ /pubmed/21588569 http://dx.doi.org/10.1107/S160053681003000X Text en © Hemamalini and Fun 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
Hemamalini, Madhukar
Fun, Hoong-Kun
2-Amino-5-methyl­pyridinium 2-carb­oxy­benzoate
title 2-Amino-5-methyl­pyridinium 2-carb­oxy­benzoate
title_full 2-Amino-5-methyl­pyridinium 2-carb­oxy­benzoate
title_fullStr 2-Amino-5-methyl­pyridinium 2-carb­oxy­benzoate
title_full_unstemmed 2-Amino-5-methyl­pyridinium 2-carb­oxy­benzoate
title_short 2-Amino-5-methyl­pyridinium 2-carb­oxy­benzoate
title_sort 2-amino-5-methyl­pyridinium 2-carb­oxy­benzoate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3008103/
https://www.ncbi.nlm.nih.gov/pubmed/21588569
http://dx.doi.org/10.1107/S160053681003000X
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AT funhoongkun 2amino5methylpyridinium2carboxybenzoate