Bis[2-(2-hy-droxy-phen-yl)-1H-benzimidazol-3-ium] chloranilate.

Hiroyuki Ishida

doi:10.1107/s2414314621011500

Abstract

In the crystal of the title mol-ecular salt {systematic name: bis-[2-(2-hy-droxy-phen-yl)-1H-benzimidazol-3-ium] 2,5-di-chloro-3,6-dioxo-cyclo-hexa-1,4-diene-1,4-diolate}, 2C13H11N2O+·C6Cl2O4 2-, the chloranilate anion is located on an inversion centre, so that the asymmetric unit contains one cation and one half of the chloranilate anion. In the crystal, the cation and the anion are connected by a bifurcated N-H⋯(O,O) hydrogen bond, forming a 2:1 unit. The units are linked into a layer lying parallel to (01) via O-H⋯O and N-H⋯Cl hydrogen bonds. Between the layers, a C-Cl⋯π inter-action is observed.

Highlights

In the crystal of the title molecular salt {systematic name: bis[2-(2-hydroxyphenyl)-1H-benzimidazol-3-ium] 2,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,4diolate}, 2C13H11N2O+ÁC6Cl2O42À, the chloranilate anion is located on an inversion centre, so that the asymmetric unit contains one cation and one half of the chloranilate anion
The units are linked into a layer lying parallel to (101) via O—HÁ Á ÁO and N—HÁ Á ÁCl hydrogen bonds
We have prepared the title compound in order to continue our studies of D—HÁ Á ÁA hydrogen bonding (D = N, O or C; A = N, O or Cl) in chloranilic acid–organic base systems (Gotoh & Ishida, 2017a,b, 2018, and references therein)

Summary

Hiroyuki Ishida*

In the crystal of the title molecular salt {systematic name: bis[2-(2-hydroxyphenyl)-1H-benzimidazol-3-ium] 2,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,4diolate}, 2C13H11N2O+ÁC6Cl2O42À, the chloranilate anion is located on an inversion centre, so that the asymmetric unit contains one cation and one half of the chloranilate anion. The cation and the anion are connected by a bifurcated N—HÁ Á Á(O,O) hydrogen bond, forming a 2:1 unit. The units are linked into a layer lying parallel to (101) via O—HÁ Á ÁO and N—HÁ Á ÁCl hydrogen bonds. A C—ClÁ Á Á interaction is observed

Structure description

DÁ Á ÁA

Data collection Diffractometer Absorption correction

Crystal data

Data collection

Special details