2-(4-Chloroanilino)-1-(4-chlorophenyl)ethanone

In the title compound, C14H11Cl2NO, the benzene rings form a dihedral angle of 3.14 (6)°. Overall, the molecule is close to being planar (r.m.s. deviation for all the non-H atoms = 0.054 Å). No significant directional intermolecular interactions are observed in the crystal structure.

In the title compound, C 14 H 11 Cl 2 NO, the benzene rings form a dihedral angle of 3.14 (6) . Overall, the molecule is close to being planar (r.m.s. deviation for all the non-H atoms = 0.054 Å ). No significant directional intermolecular interactions are observed in the crystal structure.
Bond lengths (Allen et al., 1987) and angles are within normal ranges and are comparable to related structures (Fun et al., 2010(Fun et al., , 2011. No significant hydrogen bond is observed in this compound.

Refinement
H1N1 was located in a difference Fourier map and allowed to refine freely [N1-H1n1 = 0.780 (17) Å]. The remaining H atoms were positioned geometrically and refined using a riding model with C-H = 0.93 or 0.97 Å and U iso (H) = 1.2 U eq (C). Fig. 1. The molecular structure of the title compound showing 30% probability displacement ellipsoids for non-H atoms.

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