Received 11 February 2013
In the title molecule, C19H17F3N2O2, the fused cyclohexene and pyran rings adopt sofa and flattened boat conformations, respectively. The four essentially planar atoms of the pyran ring [maximum deviation = 0.008 (2) Å] form a dihedral angle of 88.13 (9)° with the benzene ring. The F atoms of the trifluoromethyl group were refined as disordered over three sets of sites in a 0.507 (7):0.330 (7):0.163 (3) ratio. In the crystal, molecules are connected into inversion dimers via pairs of N-HN hydrogen bonds and these dimers are further linked by N-HO hydrogen bonds into a two-dimensional network parallel to (100).
For the biological activity of 4H-pyran derivatives, see: Bhattacharyya et al.(2012); Khaksar et al. (2012); Fotouhi et al. (2007). For related structures, see: Wang (2011); Anthal et al. (2012); Kant et al. (2013). For ring conformations, see: Duax & Norton (1975).
Data collection: CrysAlis PRO (Oxford Diffraction, 2010); 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, 2012) and PLATON (Spek, 2009); software used to prepare material for publication: PLATON.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LH5585 ).
RK acknowledges the Department of Science & Technology for access to the single-crystal X-ray diffractometer sanctioned as a national facility under project No. SR/S2/CMP-47/2003.
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