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Hydrogen-bonding patterns in 5-fluorocytosine–melamine co-crystal (4/1)
The asymmetric unit of the title compound, 4C(4)H(4)FN(3)O·C(3)H(6)N(6), comprises of two independent 5-fluorocytosine (5FC) molecules (A and B) and one half-molecule of melamine (M). The other half of the melamine molecule is generated by a twofold axis. 5FC molecules A and B are linked throug...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4910324/ https://www.ncbi.nlm.nih.gov/pubmed/27375887 http://dx.doi.org/10.1107/S205698901600476X |
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author | Mohana, Marimuthu Muthiah, Packianathan Thomas Sanjeewa, Liurukara D. McMillen, Colin D. |
author_facet | Mohana, Marimuthu Muthiah, Packianathan Thomas Sanjeewa, Liurukara D. McMillen, Colin D. |
author_sort | Mohana, Marimuthu |
collection | PubMed |
description | The asymmetric unit of the title compound, 4C(4)H(4)FN(3)O·C(3)H(6)N(6), comprises of two independent 5-fluorocytosine (5FC) molecules (A and B) and one half-molecule of melamine (M). The other half of the melamine molecule is generated by a twofold axis. 5FC molecules A and B are linked through two different homosynthons [R (2) (2)(8) ring motif]; one is formed via a pair of N—H⋯O hydrogen bonds and the second via a pair of N—H⋯N hydrogen bonds. In addition to this pairing, the O atoms of 5FC molecules A and B interact with the N2 amino group on both sides of the melamine molecule, forming a DDAA array of quadruple hydrogen bonds and generating a supramolecular pattern. The 5FC (molecules A and B) and two melamine molecules interact via N—H⋯O, N—H⋯N and N—H⋯O, N—H⋯N, C—H⋯F hydrogen bonds forming R (6) (6)(24) and R (4) (4)(15) ring motifs. The crystal structure is further strengthened by C—H⋯F, C—F⋯π and π–π stacking interactions. |
format | Online Article Text |
id | pubmed-4910324 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-49103242016-07-01 Hydrogen-bonding patterns in 5-fluorocytosine–melamine co-crystal (4/1) Mohana, Marimuthu Muthiah, Packianathan Thomas Sanjeewa, Liurukara D. McMillen, Colin D. Acta Crystallogr E Crystallogr Commun Research Communications The asymmetric unit of the title compound, 4C(4)H(4)FN(3)O·C(3)H(6)N(6), comprises of two independent 5-fluorocytosine (5FC) molecules (A and B) and one half-molecule of melamine (M). The other half of the melamine molecule is generated by a twofold axis. 5FC molecules A and B are linked through two different homosynthons [R (2) (2)(8) ring motif]; one is formed via a pair of N—H⋯O hydrogen bonds and the second via a pair of N—H⋯N hydrogen bonds. In addition to this pairing, the O atoms of 5FC molecules A and B interact with the N2 amino group on both sides of the melamine molecule, forming a DDAA array of quadruple hydrogen bonds and generating a supramolecular pattern. The 5FC (molecules A and B) and two melamine molecules interact via N—H⋯O, N—H⋯N and N—H⋯O, N—H⋯N, C—H⋯F hydrogen bonds forming R (6) (6)(24) and R (4) (4)(15) ring motifs. The crystal structure is further strengthened by C—H⋯F, C—F⋯π and π–π stacking interactions. International Union of Crystallography 2016-03-31 /pmc/articles/PMC4910324/ /pubmed/27375887 http://dx.doi.org/10.1107/S205698901600476X Text en © Mohana et al. 2016 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 Mohana, Marimuthu Muthiah, Packianathan Thomas Sanjeewa, Liurukara D. McMillen, Colin D. Hydrogen-bonding patterns in 5-fluorocytosine–melamine co-crystal (4/1) |
title | Hydrogen-bonding patterns in 5-fluorocytosine–melamine co-crystal (4/1) |
title_full | Hydrogen-bonding patterns in 5-fluorocytosine–melamine co-crystal (4/1) |
title_fullStr | Hydrogen-bonding patterns in 5-fluorocytosine–melamine co-crystal (4/1) |
title_full_unstemmed | Hydrogen-bonding patterns in 5-fluorocytosine–melamine co-crystal (4/1) |
title_short | Hydrogen-bonding patterns in 5-fluorocytosine–melamine co-crystal (4/1) |
title_sort | hydrogen-bonding patterns in 5-fluorocytosine–melamine co-crystal (4/1) |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4910324/ https://www.ncbi.nlm.nih.gov/pubmed/27375887 http://dx.doi.org/10.1107/S205698901600476X |
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