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2-Amino-5-chloropyridinium (Z)-3-carboxyprop-2-enoate 0.25-hydrate
In the title hydrated salt, C(5)H(6)ClN(2) (+)·C(4)H(3)O(4) (−)·0.25H(2)O, the water O atom lies on a twofold axis with 0.25 occupancy. The 2-amino-5-chloropyridinium cation is almost planar, with a maximum deviation of 0.015 (3) Å. In the hydrogen malate anion, an intramolecular O—H⋯O hydrogen bo...
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2010
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3008003/ https://www.ncbi.nlm.nih.gov/pubmed/21588777 http://dx.doi.org/10.1107/S1600536810033507 |
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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 hydrated salt, C(5)H(6)ClN(2) (+)·C(4)H(3)O(4) (−)·0.25H(2)O, the water O atom lies on a twofold axis with 0.25 occupancy. The 2-amino-5-chloropyridinium cation is almost planar, with a maximum deviation of 0.015 (3) Å. In the hydrogen malate anion, an intramolecular O—H⋯O hydrogen bond generates an S(7) ring and results in a folded conformation. In the crystal, 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. The ion pairs are further connected via O—H⋯O, N—H⋯O and C—H⋯O hydrogen bonds, forming layers parallel to the ab plane which stack down the c axis. |
format | Text |
id | pubmed-3008003 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30080032010-12-30 2-Amino-5-chloropyridinium (Z)-3-carboxyprop-2-enoate 0.25-hydrate Hemamalini, Madhukar Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title hydrated salt, C(5)H(6)ClN(2) (+)·C(4)H(3)O(4) (−)·0.25H(2)O, the water O atom lies on a twofold axis with 0.25 occupancy. The 2-amino-5-chloropyridinium cation is almost planar, with a maximum deviation of 0.015 (3) Å. In the hydrogen malate anion, an intramolecular O—H⋯O hydrogen bond generates an S(7) ring and results in a folded conformation. In the crystal, 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. The ion pairs are further connected via O—H⋯O, N—H⋯O and C—H⋯O hydrogen bonds, forming layers parallel to the ab plane which stack down the c axis. International Union of Crystallography 2010-08-28 /pmc/articles/PMC3008003/ /pubmed/21588777 http://dx.doi.org/10.1107/S1600536810033507 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-chloropyridinium (Z)-3-carboxyprop-2-enoate 0.25-hydrate |
title | 2-Amino-5-chloropyridinium (Z)-3-carboxyprop-2-enoate 0.25-hydrate |
title_full | 2-Amino-5-chloropyridinium (Z)-3-carboxyprop-2-enoate 0.25-hydrate |
title_fullStr | 2-Amino-5-chloropyridinium (Z)-3-carboxyprop-2-enoate 0.25-hydrate |
title_full_unstemmed | 2-Amino-5-chloropyridinium (Z)-3-carboxyprop-2-enoate 0.25-hydrate |
title_short | 2-Amino-5-chloropyridinium (Z)-3-carboxyprop-2-enoate 0.25-hydrate |
title_sort | 2-amino-5-chloropyridinium (z)-3-carboxyprop-2-enoate 0.25-hydrate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3008003/ https://www.ncbi.nlm.nih.gov/pubmed/21588777 http://dx.doi.org/10.1107/S1600536810033507 |
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