2-(4-Bromophenyl)-N-(2-methoxyphenyl)acetamide

In the title compound, C15H14BrNO2, the 4-bromophenyl fragment makes a dihedral angle of 76.55 (17)° with the acetamide unit and the dihedral angle between the two benzene rings is 50.88 (14)°. In the crystal structure, intermolecular N—H⋯O hydrogen bonds and C—H⋯π contacts connect the molecules, forming chains propagating in [100].

In the title compound, C 15 H 14 BrNO 2 , the 4-bromophenyl fragment makes a dihedral angle of 76.55 (17) with the acetamide unit and the dihedral angle between the two benzene rings is 50.88 (14) . In the crystal structure, intermolecular N-HÁ Á ÁO hydrogen bonds and C-HÁ Á Á contacts connect the molecules, forming chains propagating in [100].   Table 1 Hydrogen-bond geometry (Å , ).    (Mijin et al., 2008;Mijin et al., 2006). As part of our work involving the synthesis of a series of phenylacetamide derivatives for antimicrobial activity screening, we report herein the crystal structure of the title phenylacetamide derivative (I).

Related literature
The molecular structure of the title compound is shown in Fig. 1 Experimental 1.17 g (5 mmol) of 4-bromophenylacetyl chloride and 0.62 g (5 mmol) of 2-methoxyaniline were dissolved into 20 mL of fresh distilled CH 2 Cl 2 . The mixture was stirred in the present of triethylamine at 273 K for about 3 h. The contents were poured into 100 ml of ice-cold aqueous hydrochloride acid (w % = 5%) with stirring, which was extracted thrice with EtOAc.
The EtOAc solution was washed with aqueous saturated NaHCO 3 and brine, dried and concentrated under reduced pressure to give the product as a light yellow solid which on crystallization from EtOAc-petrolium ether gave colourless blocks of (I).

Refinement
The H atom bonded to N1 was located in a difference Fourier map. All other H atoms were placed in geometrically idealized positions and constrained to ride on their parent atoms with C-H of 0.93 Å for the aromatic atoms, 0.97 Å for the CH 2 groups and 0.96 Å for the CH 3 groups. U iso (H) values were set at 1.2 times U eq (C) for aromatic C and CH 2 groups, and 1.5 times for CH 3 groups. Fig. 1. Molecular structure of (I) with displacement ellipsoids drawn at the 30% probability level.

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