Received 4 April 2014
There are two molecules in the asymmetric unit of the title compound, C20H14Br2N2. In the first, the dihedral angles between the mean plane of the benzimidazole group and those of the 4-bromobenzyl and 4-chlorophenyl groups are 50.72 (17) and 71.29 (16)°, respectively, while the corresponding angles in the second molecule are 42.09 (16) and 89.05 (17)°. The 4-bromobenzyl and 4-bromophenyl groups make an angle of 68.1 (2) and 85.1 (21)° with each other in the two molecules. In the crystal, weak C-HN and C-HBr hydrogen bonds link the molecules along the c-axis direction. BrBr interactions [3.5733 (9)Å] are also observed.
For the chemistry of benzimidazoles, see: Steel (1990); Bhattacharya & Chaudhuri (2008); Horton et al. (2003); Boiani & González (2005); Bai et al. (2001); Hasegawa et al. (1999); Bouwman et al. (1990); Pujar & Bharamgoudar (1988). For their use in sunthesis, see: Sasaki et al. (1991); Wan et al. (2009).
Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.
Supporting information for this paper is available from the IUCr electronic archives (Reference: BX2457 ).
This work was supported by a start-up grant from Hangzhou Normal University to Z-RQ.
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