2-(4-Chloro-2-nitro-phen-yl)-4-meth-oxy-9-phenyl-sulfonyl-9H-carbazole-3-carbaldehyde

P Narayanan; K Sethusankar; Velu Saravanan; Arasambattu K Mohanakrishnan

doi:10.1107/S1600536814001809

2-(4-Chloro-2-nitro-phen-yl)-4-meth-oxy-9-phenyl-sulfonyl-9H-carbazole-3-carbaldehyde

Acta Crystallogr Sect E Struct Rep Online. 2014 Jan 31;70(Pt 2):o230-1. doi: 10.1107/S1600536814001809. eCollection 2014 Feb 1.

Authors

P Narayanan¹, K Sethusankar¹, Velu Saravanan², Arasambattu K Mohanakrishnan²

Affiliations

¹ Department of Physics, RKM Vivekananda College (Autonomous), Chennai 600 004, India.
² Department of Organic Chemistry, University of Madras, Maraimalai campus, Chennai 600 025, India.

Abstract

In the sterically hindered title compound, C26H17ClN2O6S, the carbazole ring has a maximum deviation from planarity of 0.067 (4) Å for the C atom connected to the aldehyde group. The carbazole moiety forms a dihedral angle of 72.8 (1)° with the nitro-substituted benzene ring. The O atom of the meth-oxy group deviates by 0.186 (1) Å from the adjacent carbazole moiety. The phenyl-sulfonyl group forms intra-molecular C-H⋯O bonds between sulfone O atoms and the carbazole moiety, resulting in two S(6) rings. In the crystal, the nitrated benzene rings are linked via C-H⋯O inter-actions forming infinite C(7) chains along [100]. The crystal packing is also characterized by C-H⋯π inter-actions, which result in inversion dimers.