Literature DB >> 27375887

Hydrogen-bonding patterns in 5-fluoro-cytosine-melamine co-crystal (4/1).

Marimuthu Mohana1, Packianathan Thomas Muthiah1, Liurukara D Sanjeewa2, Colin D McMillen2.   

Abstract

The asymmetric unit of the title compound, 4C4H4FN3O·C3H6N6, comprises of two independent 5-fluoro-cytosine (5FC) mol-ecules (A and B) and one half-mol-ecule of melamine (M). The other half of the melamine mol-ecule is generated by a twofold axis. 5FC mol-ecules 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 mol-ecules A and B inter-act with the N2 amino group on both sides of the melamine mol-ecule, forming a DDAA array of quadruple hydrogen bonds and generating a supra-molecular pattern. The 5FC (mol-ecules A and B) and two melamine mol-ecules inter-act 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 inter-actions.

Entities:  

Keywords:  5-fluoro­cytosine; crystal structure; homosynthons; hydrogen bonding; melamine

Year:  2016        PMID: 27375887      PMCID: PMC4910324          DOI: 10.1107/S205698901600476X

Source DB:  PubMed          Journal:  Acta Crystallogr E Crystallogr Commun


  18 in total

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