N-(2-Oxo-2-phenylacetyl)benzamide

In the title compound, C15H11NO3, the two essentially planar benzaldehyde groups [maximum deviations = 0.0487 (12) and 0.0205 (10) Å] are inclined at a dihedral angle of 72.64 (6)° with respect to each other. The bridging C—C—N—C torsion angle is 22.58 (18)°. In the crystal, intermolecular bifurcated acceptor N—H⋯O and C—H⋯O hydrogen bonds link inversion-related molecules into dimers incorporating R 1 2(7) and R 2 2(8) ring motifs. The crystal structure is further stabilized by weak intermolecular C—H⋯π interactions.


Comment
Benzamides have been reported to correlate with many pharmacology processes such as anti-emetic, anti-psychotic and anti-arrythmic activities. Various N-substituted derivatives of benzamide are reported to possess anti-convulsant activity (Magarl et al., 2010). Recently, Haffner & Ulrich (2010) reported that some N-substituted derivatives of benzamide can block the Kv1.3 ion channel. Moreover, N-substituted benzamides have been scanned for anti-microbial and anti-oxidant activities (Lavanya & Rao, 2010). The crystal structures of N-(2-oxo-2H-chromen-3-yl)benzamide (Jotani et al., 2010), (Fu et al., 1998) and 2-fluoro-N-(2-fluorobenzoyl)-N-(2-pyridyl)benzamide (Gallagher et al., 2009) have been reported. The title compound which contains the N-substituted benzamide has a potential use in biochemical and pharmaceutical fields. Due to the importance of the N-substituted benzamide derivatives, we report here the crystal structure of the title compound.

Experimental
The title compound was obtained in the photoreaction of 2,5-diphenyloxazole in visible light. The compound was purified by flash column chromatography. Good quality single crystals suitable for X-ray analysis were obtained from slow evaporation of a 1:1 solution of acetone and petroleum ether.

Refinement
Atom H1N1 was located in a difference Fourier map and allowed to refine freely [N1-H1N1 = 0.879 (16)

Special details
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 > 2sigma(F 2 ) is used only for calculating R-factors(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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å 2 )
x y z U iso */U eq O1 0.09882 (