Crystal structure of 1,3-bis-(4-methyl-benz-yl)-1H-1,3-benzimidazol-3-ium bromide monohydrate

Sevim Türktekin Çelikesir; Ömer Çelik; Senem Akkoç; İlhan Özer İlhan; Yetkin Gök; Mehmet Akkurt

doi:10.1107/S2056989014025857

Crystal structure of 1,3-bis-(4-methyl-benz-yl)-1H-1,3-benzimidazol-3-ium bromide monohydrate

Acta Crystallogr E Crystallogr Commun. 2015 Jan 1;71(Pt 1):o10-1. doi: 10.1107/S2056989014025857.

Authors

Sevim Türktekin Çelikesir¹, Ömer Çelik², Senem Akkoç³, İlhan Özer İlhan³, Yetkin Gök⁴, Mehmet Akkurt¹

Affiliations

¹ Department of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey.
² Department of Physics, Faculty of Education, Dicle University, 21280, Diyarbakir, Turkey, and, Science and Technology Application and Research Center, Dicle University, 21280, Diyarbakir, Turkey.
³ Department of Chemistry, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey.
⁴ Department of Chemistry, Faculty of Arts and Sciences, İnönü University, 44280 Malatya, Turkey.

Abstract

In the title hydrated symetrically substituted 1,3-bis-(4-methyl-benz-yl)benzimidazolium salt, C23H23N2 (+)·Br(-)·H2O, the dihedral angles between the benzimidazole ring system (r.m.s. deviation = 0.003 Å) and the pendant benzene rings are 73.18 (16) and 77.52 (16)°. Both benzene rings lie to the same side of the benzimidazole ring system, giving the cation an overall U-shape. In the crystal, the cation is linked to the water mol-ecule by a short C-H⋯O hydrogen bond and the water mol-ecule forms O-H⋯Br hydrogen bonds. Together, these inter-actions lead to [010] chains. The packing is consolidated by C-H⋯Br hydrogen bonds and aromatic π-π stacking inter-actions [centroid-centroid distances = 3.5401 (17) and 3.8815 (18) Å], generating a three-dimensional network.

Keywords: 1,3-bis(4-methylbenzyl)-1H-3,1-benzimidazol-3-ium bromide monohydrate; N-heterocyclic carbenes; aromatic π–π stacking interactions; benzimidazolium salts; crystal structure; hydrogen bonds.