2-(4-iodophenyl)-5-methyl-3-methyl-sulfinyl-1-benzofuran

The title compound, C16H13IO2S, was prepared by the oxidation of 2-(4-iodophenyl)-5-methyl-3-methylsulfanyl-1-benzofuran with 3-chloroperoxybenzoic acid. The 4-iodophenyl ring makes a dihedral angle of 37.97 (9)degrees with the plane of the benzofuran fragment, and the O atom and the methyl group of the methylsulfinyl substituent lie on opposite sides of this plane. The molecular packing is stabilized by C-H center dot center dot center dot pi interactions between H atoms on the 4-iodophenyl ring and the benzofuran rings, and by an I center dot center dot center dot O halogen bond of 3.252 (2) angstrom with a nearly linear C-I center dot center dot center dot O angle of 163.06 (8)degrees. In addition, the stacked molecules exhibit inversion-related S center dot center dot center dot O contacts [3.209 (2) angstrom] involving the sulfinyl groups.