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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...

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Autores principales: Mohana, Marimuthu, Muthiah, Packianathan Thomas, Sanjeewa, Liurukara D., McMillen, Colin D.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
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.
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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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