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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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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/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.
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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
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AT funhoongkun 2amino4methylpyridiniume3carboxyprop2enoate