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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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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2010
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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]. |
format | Text |
id | pubmed-3008103 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT hemamalinimadhukar 2amino5methylpyridinium2carboxybenzoate AT funhoongkun 2amino5methylpyridinium2carboxybenzoate |