Date Published: July 01, 2011
Publisher: International Union of Crystallography
Author(s): Naser Eltaher Eltayeb, Siang Guan Teoh, Chin Sing Yeap, Hoong-Kun Fun.
In the title solvated benzimidazole compound, C20H15N3O2·C2H6OS, both the benzimidazole fused-ring system and the complete dimethyl sulfoxide solvent molecule are disordered over two sets of sites, in 0.750 (5):0.250 (5) and 0.882 (4):0.118 (4) ratios, respectively. The conformation of the pyrimidine ring is close to a half-chair for the major disorder component, whereas for the minor component it is close to a boat. The dihydroxyphenyl ring is almost perpendicular to the mean plane of the benzimidazole ring [dihedral angle = 87.3 (2)° for the major disorder component and 88.3 (5)° for the minor disorder component]. In the crystal, molecules are linked into layers parallel to (110) by O—H⋯N and C—H⋯O hydrogen bonds. A bifurcated O—H⋯(O,S) bond links the benzimidazole and solvent molecules.
For related structures and background to benzimidazoles, see: Eltayeb et al. (2007a ▶,b ▶,c ▶, 2009 ▶). For the stability of the temperature controller used in the data collection, see: Cosier & Glazer (1986 ▶). For ring conformations, see: Cremer & Pople (1975 ▶).