Abstract
The title compounds, C17H13NO2S, (I), C17H13NO3S, (II), and C24H17ClN2O5S·CHCl3, (III), are indole derivatives. Compounds (I) and (II) crystalize with two independent mol-ecules in the asymmetric unit. The indole ring systems in all three structures deviate only slightly from planarity, with dihedral angles between the planes of the pyrrole and benzene rings spanning the tight range 0.20 (9)-1.65 (9)°. These indole ring systems, in turn, are almost orthogonal to the phenyl-sulfonyl rings [range of dihedral angles between mean planes = 77.21 (8)-89.26 (8)°]. In the three compounds, the mol-ecular structure is stabilized by intra-molecular C-H⋯O hydrogen bonds, generating S(6) ring motifs with the sulfone O atom. In compounds (I) and (II), the two independent mol-ecules are linked by C-H⋯O hydrogen bonds and C-H⋯π inter-actions, while in compound (III), the mol-ecules are linked by C-H⋯O hydrogen bonds, generating R 2 (2)(22) inversion dimers.
Highlights
The title compounds, C17H13NO2S, (I), C17H13NO3S, (II), and C24H17ClN2O5SÁCHCl3, (III), are indole derivatives
The molecular structure is stabilized by intramolecular C—HÁ Á ÁO hydrogen bonds, generating S(6) ring motifs with the sulfone O atom
In compounds (I) and (II), the two independent molecules are linked by C—HÁ Á ÁO hydrogen bonds and C—HÁ Á Á interactions, while in compound (III), the molecules are linked by C—HÁ Á ÁO hydrogen bonds, generating R22(22) inversion dimers
Summary
Indole is an aromatic heterocyclic group, the parent of a large number of important compounds in nature with significant biological activity (Kaushik et al, 2013). Antifungal (Singh et al, 2000), antitumor (Andreani et al, 2001), antihepatitis B virus (Chai et al, 2006) and anti-inflammatory (Rodriguez et al, 1985) activities. Some of the indole alkaloids extracted from plants possess interesting cytotoxic and antiparasitic properties (Quetin-Leclercq, 1994). Against this background, the X-ray structure determination of 3-ethnyl-2-methyl-1phenylsulfonyl-1H-indole, (I), 4-phenylsulfonyl-3H,4H-cyclopenta[b]indol-1(2H)-one, (II), and 1-{2-[(E)-2-(5-chloro-2nitrophenyl)ethenyl]-1-phenylsulfonyl-1H-indol-3-yl}ethan-1-. E71, 1036–1041 one chloroform monosolvate, (III), has been carried out to study their structural aspects and the results are presented here
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