Cargando…

Crystal structure of 4-amino-5-fluoro-2-oxo-2,3-di­hydro­pyrimidin-1-ium 3-hy­droxy­pyridine-2-carboxyl­ate

The asymmetric unit of the title salt, C(4)H(5)FN(3)O(+)·C(6)H(4)NO(3) (−), contains one 4-amino-5-fluoro-2-oxo-2,3-di­hydro­pyrimidin-1-ium (5-fluoro­cytosinium, 5FC) cation and a 3-hy­droxy­picolinate (3HAP) anion. The 4-amino-5-fluoro-2-oxo-2,3-di­hydro­pyrimidine mol­ecule is protonated at one o...

Descripción completa

Detalles Bibliográficos
Autores principales: Karthikeyan, Ammasai, Thomas Muthiah, Packianathan, Perdih, Franc
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257234/
https://www.ncbi.nlm.nih.gov/pubmed/25484736
http://dx.doi.org/10.1107/S1600536814021898
_version_ 1782347707122188288
author Karthikeyan, Ammasai
Thomas Muthiah, Packianathan
Perdih, Franc
author_facet Karthikeyan, Ammasai
Thomas Muthiah, Packianathan
Perdih, Franc
author_sort Karthikeyan, Ammasai
collection PubMed
description The asymmetric unit of the title salt, C(4)H(5)FN(3)O(+)·C(6)H(4)NO(3) (−), contains one 4-amino-5-fluoro-2-oxo-2,3-di­hydro­pyrimidin-1-ium (5-fluoro­cytosinium, 5FC) cation and a 3-hy­droxy­picolinate (3HAP) anion. The 4-amino-5-fluoro-2-oxo-2,3-di­hydro­pyrimidine mol­ecule is protonated at one of the pyrimidine N atoms. The typical intra­molecular N—H⋯F and O—H⋯O S(5) and S(6) hydrogen-bond ring motifs are observed in the cations and anions. The protonated N atom and 2-amine group of the 5FC cation inter­act with the 3HPA anion through a pair of nearly parallel N—H⋯O hydrogen bonds, forming a robust R (2) (2)(8) ring motif. The ions are further linked by N—H⋯N, O—H⋯O, N—H⋯O and C—H⋯O hydrogen bonds, generating R (2) (2)(7), R (3) (3)(12) and R (6) (5)(18) ring motifs, respectively, leading to supra­molecular wave-like sheets parallel to (010). The crystal structure is further stabilized by C—H⋯π inter­actions, generating a three-dimensional architecture.
format Online
Article
Text
id pubmed-4257234
institution National Center for Biotechnology Information
language English
publishDate 2014
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-42572342014-12-05 Crystal structure of 4-amino-5-fluoro-2-oxo-2,3-di­hydro­pyrimidin-1-ium 3-hy­droxy­pyridine-2-carboxyl­ate Karthikeyan, Ammasai Thomas Muthiah, Packianathan Perdih, Franc Acta Crystallogr Sect E Struct Rep Online Research Communications The asymmetric unit of the title salt, C(4)H(5)FN(3)O(+)·C(6)H(4)NO(3) (−), contains one 4-amino-5-fluoro-2-oxo-2,3-di­hydro­pyrimidin-1-ium (5-fluoro­cytosinium, 5FC) cation and a 3-hy­droxy­picolinate (3HAP) anion. The 4-amino-5-fluoro-2-oxo-2,3-di­hydro­pyrimidine mol­ecule is protonated at one of the pyrimidine N atoms. The typical intra­molecular N—H⋯F and O—H⋯O S(5) and S(6) hydrogen-bond ring motifs are observed in the cations and anions. The protonated N atom and 2-amine group of the 5FC cation inter­act with the 3HPA anion through a pair of nearly parallel N—H⋯O hydrogen bonds, forming a robust R (2) (2)(8) ring motif. The ions are further linked by N—H⋯N, O—H⋯O, N—H⋯O and C—H⋯O hydrogen bonds, generating R (2) (2)(7), R (3) (3)(12) and R (6) (5)(18) ring motifs, respectively, leading to supra­molecular wave-like sheets parallel to (010). The crystal structure is further stabilized by C—H⋯π inter­actions, generating a three-dimensional architecture. International Union of Crystallography 2014-10-11 /pmc/articles/PMC4257234/ /pubmed/25484736 http://dx.doi.org/10.1107/S1600536814021898 Text en © Karthikeyan et al. 2014 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 Research Communications
Karthikeyan, Ammasai
Thomas Muthiah, Packianathan
Perdih, Franc
Crystal structure of 4-amino-5-fluoro-2-oxo-2,3-di­hydro­pyrimidin-1-ium 3-hy­droxy­pyridine-2-carboxyl­ate
title Crystal structure of 4-amino-5-fluoro-2-oxo-2,3-di­hydro­pyrimidin-1-ium 3-hy­droxy­pyridine-2-carboxyl­ate
title_full Crystal structure of 4-amino-5-fluoro-2-oxo-2,3-di­hydro­pyrimidin-1-ium 3-hy­droxy­pyridine-2-carboxyl­ate
title_fullStr Crystal structure of 4-amino-5-fluoro-2-oxo-2,3-di­hydro­pyrimidin-1-ium 3-hy­droxy­pyridine-2-carboxyl­ate
title_full_unstemmed Crystal structure of 4-amino-5-fluoro-2-oxo-2,3-di­hydro­pyrimidin-1-ium 3-hy­droxy­pyridine-2-carboxyl­ate
title_short Crystal structure of 4-amino-5-fluoro-2-oxo-2,3-di­hydro­pyrimidin-1-ium 3-hy­droxy­pyridine-2-carboxyl­ate
title_sort crystal structure of 4-amino-5-fluoro-2-oxo-2,3-di­hydro­pyrimidin-1-ium 3-hy­droxy­pyridine-2-carboxyl­ate
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257234/
https://www.ncbi.nlm.nih.gov/pubmed/25484736
http://dx.doi.org/10.1107/S1600536814021898
work_keys_str_mv AT karthikeyanammasai crystalstructureof4amino5fluoro2oxo23dihydropyrimidin1ium3hydroxypyridine2carboxylate
AT thomasmuthiahpackianathan crystalstructureof4amino5fluoro2oxo23dihydropyrimidin1ium3hydroxypyridine2carboxylate
AT perdihfranc crystalstructureof4amino5fluoro2oxo23dihydropyrimidin1ium3hydroxypyridine2carboxylate