Received 23 November 2011
In the title compound, C13H15N3O5, the O and N atoms of the nitromethyl group and the methyl C atom of the ethyl group are disordered over two sets of sites with refined occupancies of 0.629 (7):0.371 (7) and 0.533 (8):0.467 (8), respectively. The dihydropyran ring has an extremely flattened conformation. An intramolecular N-HO hydrogen bond occurs. In the crystal, pairs of N-HO hydrogen bonds link molecules, forming inversion dimers. In addition, weak intermolecular C-HO hydrogen bonds are also present.
For the biological and pharmacological importance of 4H-chromene derivatives, see: Cai (2007, 2008); Cai et al. (2006); Gabor (1988); Brooks (1998); Hyana & Saimoto (1987); Tang et al. (2007). For related structures, see: Muthukumaran et al. (2011a,b,c); Gayathri et al. (2006); Bhaskaran et al. (2006).
Data collection: CrysAlis PRO (Oxford Diffraction, 2009); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: PLATON (Spek, 2009).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LH5388 ).
JM thanks the Council for Scientific and Industrial Research (CSIR) for a Senior Research Fellowship (SRF). RK thanks the Centre for Bioinformatics (funded by the Department of Biotechnology and Department of Information Technology, New Delhi, India), Pondicherry University, for providing the computational facilities to carry out this research work. AP thanks Pondicherry University for a fellowship. HSPR thanks the UGC (University Grant Commission) for the Special Assistance Programme (SAP) and the Department of Science and Technology (DST) for the Fund for Improvement of Science and Technology Infrastructure in Universities and Higher Educational Institutions (FIST).
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