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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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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/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.
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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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