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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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Detalles Bibliográficos
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
Descripción
Sumario: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.