1-{2-[(E)-2-(2-Nitro-phen-yl)ethen-yl]-1-phenyl-sulfonyl-1H-indol-3-yl}ethanone

Acta Crystallogr Sect E Struct Rep Online. 2013 Aug 14;69(Pt 9):o1422-3. doi: 10.1107/S1600536813022241. eCollection 2013.

Abstract

In the title compound, C24H18N2O5S, the S atom has a distorted tetra-hedral configuration, with bond angles varying from 105.11 (7) to 119.98 (8)°. As a result of the electron-withdrawing character of the phenyl-sulfonyl group, the N-Csp (2) bond lengths [1.414 (2) and 1.413 (2) Å] are slightly longer than the reported value of 1.355 (14) Å for N atoms with a planar configuration. The indole moiety is essentially planar, with a maximum deviation of 0.0177 (14) Å for the N atom. The phenyl ring of the sulfonyl substituent makes a dihedral angle of 85.70 (7)° with the mean plane of the indole moiety. The mol-ecular structure features intra-molecular C-H⋯O hydrogen bonds, which generate S(6) and S(12) ring motifs. In the crystal, adjacent mol-ecules are linked via C-H⋯O hydrogen bonds, forming infinite C(7) chains running along the a-axis direction. The crystal packing also features C-H⋯π inter-actions, which form a three-dimensional structure.