(E)-3-(Anthracen-9-yl)-1-(4-bromophenyl)prop-2-en-1-one1

In the title molecule, C23H15BrO, the prop-2-en-1-one unit is planar and it makes dihedral angles of 20.9 (1) and 45.8 (1)°, respectively, with the 4-bromophenyl ring and the anthracene ring system. The interplanar angle between the 4-bromophenyl ring and the anthracene ring system is 35.52 (7)°. In the crystal structure, molecules are linked into dimers by C—H⋯Br hydrogen bonds, and the dimers are linked into a zigzag network parallel to the bc plane by weak C—H⋯O hydrogen bonds and C—H⋯π interactions involving the central benzene ring of the anthracene ring system.

In the title molecule, C 23 H 15 BrO, the prop-2-en-1-one unit is planar and it makes dihedral angles of 20.9 (1) and 45.8 (1) , respectively, with the 4-bromophenyl ring and the anthracene ring system. The interplanar angle between the 4-bromophenyl ring and the anthracene ring system is 35.52 (7) . In the crystal structure, molecules are linked into dimers by C-HÁ Á ÁBr hydrogen bonds, and the dimers are linked into a zigzag network parallel to the bc plane by weak C-HÁ Á ÁO hydrogen bonds and C-HÁ Á Á interactions involving the central benzene ring of the anthracene ring system.

Comment
Chalcones are compounds which have a wide range of applications covering from non-linear optical (Patil & Dharmaprakash, 2008) and electro-active fluorescent materials (Jung et al., 2008) to materials with various biological activities (Prasad et al., 2008). Our previous work  has reported that 1-(4-bromophenyl)-3-(2,4,5-trimethoxyphenyl)-propenone shows efficient second-order nonlinear optical properties. The various interesting properties of chalcone derivatives lead us to synthesize the title chalcone derivative in order to study its photoluminescence and antimicrobial activities.
In the crystal packing ( Fig. 2), the molecules are linked into dimers by weak C-H···Br interactions (Table 1) and the dimers are further linked into a zigzag network parallel to the bc plane by weak C-H···O and C-H···π interactions (Table 1).

Experimental
The title compound was synthesized by the condensation of anthracene-9-carbaldehyde (0.01 mol) with 4-bromoacetophenone (0.01 mol) in ethanol (40 ml) in the presence of NaOH (10 ml, 10%). After stirring for 2 h, a yellow solid appeared and was then collected by filtration, washed with distilled water, dried and purified by repeated recrystallization from acetone.
Yellow plate-shaped single crystals of the title compound suitable for X-ray structure determination were obtained by slow evaporation of an acetone solution at room temperature after several days.