T. Ravishankar

N-[4-bromo-2-[(3-bromo-1-phenylsulfonyl-1H-indol-2-yl)methyl]-5-methoxyphenyl]acetamide.

In the title compound, C(24)H(20)Br(2)N(2)O(4)S, the indole ring system is planar and the S atom has a distorted tetrahedral configuration. The sulfonyl-bound phenyl ring is orthogonal to the indole ring system and the conformation of the phenylsulfonyl substituent with respect to the indole moiety is influenced by intramolecular C-H...O hydrogen bonds involving the two sulfonyl O atoms. The mean plane through the acetylamido group makes a dihedral angle of 57.0 (1) degrees with the phenyl ring of the benzyl moiety. In the crystal, glide-related molecules are linked together by N-H...O hydrogen bonds and C-H...pi interactions to form molecular chains, which extend through the crystal. Inversion-related chains are interlinked by C-H...pi interactions to form molecular layers parallel to the bc plane. These layers are interconnected through pi-pi interactions involving the five- and six-membered rings of the indole moiety.