Crystal structures of 1-benzenesulfonyl-2-methyl-3-(4-nitrobenzoyl)-2,3-dihydro-1 H -indole and 1-benzenesulfonyl-2-methyl-3-[(thiophen-2-yl)carbonyl]-2,3-dihydro-1 H -indole

• Published in: Acta crystallographica. Section E, Crystallographic communications Crystallographic communications, 2017-10, Vol.73 (10), p.1555-1559
• Main Authors: Dhanalakshmi, G., Saravanan, Velu, Mohanakrishnan, Arasambattu K., Aravindhan, S.
• Format: Article
• Language: English
• ISSN: 2056-9890; 2056-9890
• DOI: 10.1107/S2056989017012804

In the title indole derivatives, C 22 H 16 N 2 O 5 S, (I) and C 20 H 15 NO 3 S 2 , (II), the sulfonyl-bound phenyl rings are almost orthogonal to the indole ring system, subtending dihedral angles of 88.33 (10) and 87.58 (16)°, respectively. In both compounds, the sulfonyl S atom has a distorted tetrahedral geometry [O—S—O = 119.98 (9) and N—S—C = 104.01 (8)° for compound (I) and O—S—O = 120.08 (18) and N—S—C = 104.91 (14)° for compound (II)] and the sum of the bond angles at N indicates sp 2 hybridization. The molecules of both (I) and (II) feature intramolecular C—H...O hydrogen bonds that generate S (6) ring motifs with the sulfone O atom. In the crystals, molecules of (I) are linked by C—H—O hydrogen bonds, forming R 4 4 (18) ring motifs while molecules of (II) are linked by C—H—O and C—H—S hydrogen bonds, forming R 2 2 (12) ring motifs. Compound (II) was refined as an inversion twin.