4-Phenyl­sulfon­yl-2-(p-tolyl­sulfon­yl)-1H,8H-pyrrolo­[2,3-b]indole

Authors

Jeanese C. Badenock, Dartmouth CollegeFollow
Jason A. Jordan, Dartmouth College
Erin T. Pelkey, Dartmouth College
Gordon W. Gribble, Dartmouth CollegeFollow
Jerry P. Jasinski, Keene State College

Document Type

Article

Publication Date

10-2010

Publication Title

Acta Crystallographica. Section E - Structure Reports Online

Department

Department of Chemistry

Abstract

The title compound, C23H18N2O4S2, contains a pyrrolo group fused onto the plane of an indole ring with phenylsulfonyl and p-toluenesulfonyl groups bonded to the indole and pyrrolo rings. The angles between the mean planes of the pyrrolo- indole ring and the phenylsulfonyl and p-toluenesulfonyl rings are 73.7 (6) and 80.6 (0)􏰈, respectively. The dihedral angle between the mean planes of the two benzene rings is 78.7 (4)􏰈. In the crystal, both classical N—H􏰇 􏰇 􏰇O and non-classical C— H􏰇 􏰇 􏰇O intermolecular hydrogen-bonding interactions are observed, as well as weak 􏰁–􏰁 interactions [centroid–centroid distances = 3.6258 (8) and 3.9298 (8) A ̊ ], which contribute to the stability of the packing.

DOI

10.1107/S1600536810039425

Original Citation

Badenock JC, Jordan JA, Pelkey ET, Gribble GW, Jasinski JP. 4-Phenyl-sulfon-yl-2-(p-tolyl-sulfon-yl)-1H,8H-pyrrolo-[2,3-b]indole. Acta Crystallogr Sect E Struct Rep Online. 2010 Oct 9;66(Pt 11):o2757-8. doi: 10.1107/S1600536810039425. PMID: 21588961; PMCID: PMC3009299.

Dartmouth Digital Commons Citation

Badenock, Jeanese C.; Jordan, Jason A.; Pelkey, Erin T.; Gribble, Gordon W.; and Jasinski, Jerry P., "4-Phenyl­sulfon­yl-2-(p-tolyl­sulfon­yl)-1H,8H-pyrrolo­[2,3-b]indole" (2010). Dartmouth Scholarship. 416.
https://digitalcommons.dartmouth.edu/facoa/416