Abstract
In the title indole derivatives, C22H16N2O5S, (I) and C20H15NO3S2, (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 tetra-hedral 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 sp2 hybridization. The mol-ecules of both (I) and (II) feature intra-molecular C-H⋯O hydrogen bonds that generate S(6) ring motifs with the sulfone O atom. In the crystals, mol-ecules of (I) are linked by C-H-O hydrogen bonds, forming R44(18) ring motifs while mol-ecules of (II) are linked by C-H-O and C-H-S hydrogen bonds, forming R22(12) ring motifs. Compound (II) was refined as an inversion twin.
Highlights
In the title indole derivatives, C22H16N2O5S, (I) and C20H15NO3S2, (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
The geometric parameters are in close agreement with those of similar structures. (Umadevi et al, 2015a,b)
The molecules are stabilized by intramolecular C—H O hydrogen bonds (Tables 1 and 2), which generate S(6) ring motifs with the sulfone oxygen atoms
Summary
Indole is the parent compound of a large number of important compounds in nature with significant biological activity (Kaushik et al, 2013). Indole derivatives are known to exhibit anti-bacterial, anti-fungal (Singh et al, 2000), anti-tumour (Andreani et al, 2001), antidepressant (Grinev et al, 1984), anti-inflammatory (Rodriguez et al, 1985) and physiological (Porter et al, 1977; Sundberg, 1996) properties. They are used as bioactive drugs (Stevenson et al, 2000) and have been proven to display high aldose reductase inhibitory (Rajeswaran et al, 1999) and antimicrobial activities (Amal Raj et al., 2003). The crystal structure determination of the title compounds was carried out to study their structural aspects and the results are presented here
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