Synthesis and structure of 1-(2-bromo­phen­yl)-2-chloro-3-(2-chloracet­yl)-1H-indole

In the title indole derivative, C(16)H(10)BrCl(2)NO, the dihedral angle between the mean plane of the indole ring system and the mean plane of the disordered 2-bromo­phenyl ring is 77.6 (1)°. The non-H atoms of the chloracetyl group are essentially coplanar with the indole core. In the crystal, pairs of mol­ecules are face-to-face embraced via two weak C—H⋯O hydrogen bonds, forming inversion dimers with an inter­planar distance between two parallel indole planes of 3.360 (3) Å. These dimers are connected by head-to-head Cl⋯Cl inter­molecular contacts to build a two-dimensional mol­ecular sheet parallel to (101). Neighbouring mol­ecular sheets are stacked together to construct the three-dimensional structure by further short Cl⋯Cl inter­molecular contacts. The atoms of the bromo­phenyl group were refined as disordered over two sets of sites with refined occupancies of 0.61 (2) and 0.39 (2).