Received 18 October 2013
The title compound, C15H12N4O4·2H2O, crystallizes with two independent water molecules in the asymmetric unit. The dihedral angles between the mean planes of the benzene and pyrimidine rings and that of the pyrimidin-4-one ring are 85.1 (9) and 82.1 (1)°, respectively. The mean plane of the pyrimidine ring is twisted by 12.8 (8)° from that of the pyrimidin-4-one ring. The dihedral angles between the benzene ring and the mean planes of the pyrimidine and pyrimidin-4-one rings are 85.1 (9) and 82.1 (1)°, respectively.In the crystal, N-HO, O-HN and O-HO hydrogen bonds involving both water molecules are present; these link the molecules into a two-dimensional network parallel to (010). In addition, weak C-H and - [centroid-centroid distance = 3.6183 (8) Å] interactions occur.
For substituted pyrimidine-2,4-diones as good reversible inhibitors of thymidine phosphorylase, see: Baker & Rzeszotarki (1967). For the use of 2,2'-bipyrimidine as a ligand in inorganic and organometallic chemistry, see: Hunziker & Ludi (1977); Fabrice et al. (2008). For related structures, see: El-Brollosy et al. (2012); Fun et al. (2009); Kaur et al. (2013); Ren et al. (2011); Trilleras et al. (2009).
Data collection: CrysAlis PRO (Agilent, 2012); cell refinement: CrysAlis PRO; data reduction: CrysAlis RED (Agilent, 2012); program(s) used to solve structure: SUPERFLIP (Palatinus & Chapuis, 2007); program(s) used to refine structure: SHELXL2012 (Sheldrick, 2008); molecular graphics: OLEX2 (Dolomanov et al., 2009); software used to prepare material for publication: OLEX2.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BT6940 ).
TSY thanks the University of Mysore for research facilities and is also grateful to the Principal, Maharani's Science College for Women, Mysore, for giving permission to undertake research. JPJ acknowledges the NSF-MRI program (grant No. CHE-1039027) for funds to purchase the X-ray diffractometer.
Agilent (2012). CrysAlis PRO and CrysAlis RED. Agilent Technologies, Yarnton, England.
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