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Crystal structure and hydrogen-bonding patterns in 5-fluorocytosinium picrate
In the crystal structure of the title compound, 5-fluorocytosinium picrate, C(4)H(5)FN(3)O(+)·C(6)H(2)N(3)O(7) (−), one N heteroatom of the 5-fluorocytosine (5FC) ring is protonated. The 5FC ring forms a dihedral angle of 19.97 (11)° with the ring of the picrate (PA(−)) anion. In the crystal, the...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2017
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5347054/ https://www.ncbi.nlm.nih.gov/pubmed/28316809 http://dx.doi.org/10.1107/S205698901700216X |
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author | Mohana, Marimuthu Thomas Muthiah, Packianathan McMillen, Colin D. |
author_facet | Mohana, Marimuthu Thomas Muthiah, Packianathan McMillen, Colin D. |
author_sort | Mohana, Marimuthu |
collection | PubMed |
description | In the crystal structure of the title compound, 5-fluorocytosinium picrate, C(4)H(5)FN(3)O(+)·C(6)H(2)N(3)O(7) (−), one N heteroatom of the 5-fluorocytosine (5FC) ring is protonated. The 5FC ring forms a dihedral angle of 19.97 (11)° with the ring of the picrate (PA(−)) anion. In the crystal, the 5FC(+) cation interacts with the PA(−) anion through three-centre N—H⋯O hydrogen bonds, forming two conjoined rings having R (2) (1)(6) and R (1) (2)(6) motifs, and is extended by N—H⋯O hydrogen bonds and C—H⋯O interactions into a two-dimensional sheet structure lying parallel to (001). Also present in the crystal structure are weak C—F⋯π interactions. |
format | Online Article Text |
id | pubmed-5347054 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-53470542017-03-17 Crystal structure and hydrogen-bonding patterns in 5-fluorocytosinium picrate Mohana, Marimuthu Thomas Muthiah, Packianathan McMillen, Colin D. Acta Crystallogr E Crystallogr Commun Research Communications In the crystal structure of the title compound, 5-fluorocytosinium picrate, C(4)H(5)FN(3)O(+)·C(6)H(2)N(3)O(7) (−), one N heteroatom of the 5-fluorocytosine (5FC) ring is protonated. The 5FC ring forms a dihedral angle of 19.97 (11)° with the ring of the picrate (PA(−)) anion. In the crystal, the 5FC(+) cation interacts with the PA(−) anion through three-centre N—H⋯O hydrogen bonds, forming two conjoined rings having R (2) (1)(6) and R (1) (2)(6) motifs, and is extended by N—H⋯O hydrogen bonds and C—H⋯O interactions into a two-dimensional sheet structure lying parallel to (001). Also present in the crystal structure are weak C—F⋯π interactions. International Union of Crystallography 2017-02-14 /pmc/articles/PMC5347054/ /pubmed/28316809 http://dx.doi.org/10.1107/S205698901700216X Text en © Mohana et al. 2017 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/ |
spellingShingle | Research Communications Mohana, Marimuthu Thomas Muthiah, Packianathan McMillen, Colin D. Crystal structure and hydrogen-bonding patterns in 5-fluorocytosinium picrate |
title | Crystal structure and hydrogen-bonding patterns in 5-fluorocytosinium picrate |
title_full | Crystal structure and hydrogen-bonding patterns in 5-fluorocytosinium picrate |
title_fullStr | Crystal structure and hydrogen-bonding patterns in 5-fluorocytosinium picrate |
title_full_unstemmed | Crystal structure and hydrogen-bonding patterns in 5-fluorocytosinium picrate |
title_short | Crystal structure and hydrogen-bonding patterns in 5-fluorocytosinium picrate |
title_sort | crystal structure and hydrogen-bonding patterns in 5-fluorocytosinium picrate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5347054/ https://www.ncbi.nlm.nih.gov/pubmed/28316809 http://dx.doi.org/10.1107/S205698901700216X |
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