1-(2-Methyl-6-nitro-4-phenyl-3-quinolyl)ethanone

In the title compound, C18H14N2O3, the quinoline ring system is almost planar [maximum deviation = 0.013 (2) Å] and forms a dihedral angle of 60.36 (7)° with the benzene ring. The nitro group is slightly twisted from the attached quinoline ring system, forming a dihedral angle of 9.06 (19)°. In the crystal packing, intermolecular C—H⋯O hydrogen bonds link the molecules into chains propagating in [010].

In the title compound, C 18 H 14 N 2 O 3 , the quinoline ring system is almost planar [maximum deviation = 0.013 (2) Å ] and forms a dihedral angle of 60.36 (7) with the benzene ring. The nitro group is slightly twisted from the attached quinoline ring system, forming a dihedral angle of 9.06 (19) . In the crystal packing, intermolecular C-HÁ Á ÁO hydrogen bonds link the molecules into chains propagating in [010]. For bond-length data, see: Allen et al. (1987). For the stability of the temperature controller used for the data collection, see: Cosier & Glazer (1986 Table 1 Hydrogen-bond geometry (Å , ).

Comment
In continuation of our interest in the synthesis and structures of quinolines (Fun et al., 2009;Loh et al., 2009), we now report the title compound, (I).
In the title compound ( Fig. 1), the quinoline ring system (C1/N1/C2-C9) is approximately planar with a maximum deviation of 0.013 (2) Å at atom C5. This mean plane of the quinoline ring forms a dihedral angle of 60.36 (7)° with the benzene ring (C10-C15). The nitro group (N2/O2/O3) is slightly twisted from the attached quinoline ring system, forming a dihedral angle of 9.06 (19)°. Bond lengths (Allen et al., 1987) and angles are within normal ranges and are comparable to closely related structures (Fun et al., 2009;Loh et al., 2009).

Refinement
All H atoms were positioned geometrically [C-H = 0.93 or 0.96 Å] and were refined using a riding model, with U iso (H) = 1.2 or 1.5 U eq (C). A rotating group model was applied to the methyl groups. In the final difference Fourier map, the highest peak and the deepest hole are 1.69 Å and 0.97 Å from atoms H18C and O3, respectively.    Glazer, 1986) operating at 100.0 (1) K.
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.
Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > σ(F 2 ) is used only for calculating Rfactors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.