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2-Amino-4-methylpyridinium (E)-3-carboxyprop-2-enoate
In the title salt, C(6)H(9)N(2) (+)·C(4)H(3)O(4) (−), the dihedral angle between the pyridine ring and the plane formed by the hydrogen fumarate anion is 85.67 (6)°. Excluding the amino and methyl groups, the atoms of the cation are coplanar, with a maximum deviation of 0.005 (1) Å. In the crystal s...
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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/PMC3007340/ https://www.ncbi.nlm.nih.gov/pubmed/21588284 http://dx.doi.org/10.1107/S1600536810026292 |
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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(4)H(3)O(4) (−), the dihedral angle between the pyridine ring and the plane formed by the hydrogen fumarate anion is 85.67 (6)°. Excluding the amino and methyl groups, the atoms of the cation are coplanar, with a maximum deviation of 0.005 (1) Å. In the crystal structure, the protonated N atom 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. These motifs are further connected through N—H⋯O and C—H⋯O hydrogen bonds, leading to a supramolecular chain along the c axis. These chains are further cross-linked via a pair of O—H⋯O hydrogen bonds involving centrosymmetrically related hydrogen fumarate anions, forming a two-dimensional network parallel to (101). These planes are further interconnected by O—H⋯O interactions into a three-dimensional network. |
format | Text |
id | pubmed-3007340 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30073402010-12-30 2-Amino-4-methylpyridinium (E)-3-carboxyprop-2-enoate 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(4)H(3)O(4) (−), the dihedral angle between the pyridine ring and the plane formed by the hydrogen fumarate anion is 85.67 (6)°. Excluding the amino and methyl groups, the atoms of the cation are coplanar, with a maximum deviation of 0.005 (1) Å. In the crystal structure, the protonated N atom 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. These motifs are further connected through N—H⋯O and C—H⋯O hydrogen bonds, leading to a supramolecular chain along the c axis. These chains are further cross-linked via a pair of O—H⋯O hydrogen bonds involving centrosymmetrically related hydrogen fumarate anions, forming a two-dimensional network parallel to (101). These planes are further interconnected by O—H⋯O interactions into a three-dimensional network. International Union of Crystallography 2010-07-10 /pmc/articles/PMC3007340/ /pubmed/21588284 http://dx.doi.org/10.1107/S1600536810026292 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-4-methylpyridinium (E)-3-carboxyprop-2-enoate |
title | 2-Amino-4-methylpyridinium (E)-3-carboxyprop-2-enoate |
title_full | 2-Amino-4-methylpyridinium (E)-3-carboxyprop-2-enoate |
title_fullStr | 2-Amino-4-methylpyridinium (E)-3-carboxyprop-2-enoate |
title_full_unstemmed | 2-Amino-4-methylpyridinium (E)-3-carboxyprop-2-enoate |
title_short | 2-Amino-4-methylpyridinium (E)-3-carboxyprop-2-enoate |
title_sort | 2-amino-4-methylpyridinium (e)-3-carboxyprop-2-enoate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007340/ https://www.ncbi.nlm.nih.gov/pubmed/21588284 http://dx.doi.org/10.1107/S1600536810026292 |
work_keys_str_mv | AT hemamalinimadhukar 2amino4methylpyridiniume3carboxyprop2enoate AT funhoongkun 2amino4methylpyridiniume3carboxyprop2enoate |