5,6-Dimethyl-2-(5-methyl-thio-phen-2-yl)-1-[(5-methyl-thio-phen-2-yl)meth-yl]-1H-benzimidazole.

ABSTRACT: The title mol-ecule, C20H20N2S2, is T-shaped and consists of a nearly flat 5,6-dimethyl-2-(5-methyl-thio-phen-2-yl)benzimidazole system approximately perpendicular to the 5-methyl-thio-phen-2-ylmethyl substituent. The 5,6-dimethyl-2-(5-meth-yl-thio-phen-2-yl)benzimidazole system is rotationally disordered about the two imidazole N atoms as approximated by a twofold rotation axis with a refined major/minor occupancy ratio of 0.884?(2):0.116?(2). The benzimidazole ring system is essentially planar, the largest deviations being 0.026?(2) and 0.044?(18)?Å in the major and minor components, respectively. The inter-planar angles between the benzimidazole unit and the 5-methyl-thio-phen-2-yl substituent are 10.8?(3) and 8(3)° in the major and minor components, respectively, and the corresponding angles with the 5-methyl-thio-phen-2-ylmethyl substituent are 88.12?(8) and 89.5?(4)°. In the crystal, mol-ecules are oriented with their 2-(5-methyl-thio-phen-2-yl)benzimidazole mean planes approximately parallel to (11[Formula: see text]) and appear to be held together by ?-? [2-thiophene?imidazole centroid-centroid distance = 4.1383?(7)?Å] and C-H?? contacts. A weak C-H?N hydrogen bond generates infinite chains parallel to [100].

SUBMITTER: Geiger DK 

PROVIDER: S-EPMC3998620 | biostudies-literature | 2014 Apr

REPOSITORIES: biostudies-literature