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2-Amino-5-chloropyrimidin-1-ium hydrogen maleate
In the title salt, C(4)H(5)ClN(3) (+)·C(4)H(3)O(4) (−), the 2-amino-5-chloropyrimidinium cation is protonated at one of its pyrimidine N atoms. In the roughly planar (r.m.s. deviation = 0.026 Å) hydrogen malate anion, an intramolecular O—H⋯O hydrogen bond generates an S(7) ring. In the crystal, th...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3254455/ https://www.ncbi.nlm.nih.gov/pubmed/22259394 http://dx.doi.org/10.1107/S1600536811051646 |
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author | Fun, Hoong-Kun Hemamalini, Madhukar Rajakannan, Venkatachalam |
author_facet | Fun, Hoong-Kun Hemamalini, Madhukar Rajakannan, Venkatachalam |
author_sort | Fun, Hoong-Kun |
collection | PubMed |
description | In the title salt, C(4)H(5)ClN(3) (+)·C(4)H(3)O(4) (−), the 2-amino-5-chloropyrimidinium cation is protonated at one of its pyrimidine N atoms. In the roughly planar (r.m.s. deviation = 0.026 Å) hydrogen malate anion, an intramolecular O—H⋯O hydrogen bond generates an S(7) ring. 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 connected via further N—H⋯O hydrogen bonds and a short C—H⋯O interaction, forming layers lying parallel to the bc plane. |
format | Online Article Text |
id | pubmed-3254455 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32544552012-01-18 2-Amino-5-chloropyrimidin-1-ium hydrogen maleate Fun, Hoong-Kun Hemamalini, Madhukar Rajakannan, Venkatachalam Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title salt, C(4)H(5)ClN(3) (+)·C(4)H(3)O(4) (−), the 2-amino-5-chloropyrimidinium cation is protonated at one of its pyrimidine N atoms. In the roughly planar (r.m.s. deviation = 0.026 Å) hydrogen malate anion, an intramolecular O—H⋯O hydrogen bond generates an S(7) ring. 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 connected via further N—H⋯O hydrogen bonds and a short C—H⋯O interaction, forming layers lying parallel to the bc plane. International Union of Crystallography 2011-12-14 /pmc/articles/PMC3254455/ /pubmed/22259394 http://dx.doi.org/10.1107/S1600536811051646 Text en © Fun et al. 2012 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 Fun, Hoong-Kun Hemamalini, Madhukar Rajakannan, Venkatachalam 2-Amino-5-chloropyrimidin-1-ium hydrogen maleate |
title | 2-Amino-5-chloropyrimidin-1-ium hydrogen maleate |
title_full | 2-Amino-5-chloropyrimidin-1-ium hydrogen maleate |
title_fullStr | 2-Amino-5-chloropyrimidin-1-ium hydrogen maleate |
title_full_unstemmed | 2-Amino-5-chloropyrimidin-1-ium hydrogen maleate |
title_short | 2-Amino-5-chloropyrimidin-1-ium hydrogen maleate |
title_sort | 2-amino-5-chloropyrimidin-1-ium hydrogen maleate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3254455/ https://www.ncbi.nlm.nih.gov/pubmed/22259394 http://dx.doi.org/10.1107/S1600536811051646 |
work_keys_str_mv | AT funhoongkun 2amino5chloropyrimidin1iumhydrogenmaleate AT hemamalinimadhukar 2amino5chloropyrimidin1iumhydrogenmaleate AT rajakannanvenkatachalam 2amino5chloropyrimidin1iumhydrogenmaleate |