Crystal structure of 3-(2-hy-droxy-eth-yl)-2-methyl-sulfanyl-6-nitro-3H-benzimidazol-1-ium chloride monohydrate.

ABSTRACT: In the cation of the title hydrated molecular salt, C₁₀H₁₂N₃O₃S⁺·Cl^-·H₂O, the benzimidazolium ring system is almost planar (r.m.s. deviation = 0.006?Å) and the nitro group is inclined at an angle of 4.86?(9)° to this plane. In the crystal, C-H?O hydrogen bonds form centrosymmetric R₂²(20) dimers and these are further aggregated through N-H?O and O-H?Cl hydrogen bonds involving the water mol-ecules and chloride anions. Aromatic ?-? stacking inter-actions are also found between two parallel benzene rings or the benzene and imidazolium rings, with centroid-centroid distances of 3.5246?(9) and 3.7756?(9)?Å, respectively. Analysis of the bond lengths and comparison with related compounds show that the nitro substituent is not involved in conjugation with the adjacent ?-system and hence has no effect on the charge distribution of the heterocyclic ring.

SUBMITTER: Abou A 

PROVIDER: S-EPMC5120724 | biostudies-literature | 2016 Sep

REPOSITORIES: biostudies-literature