Crystal structure of 1-[2-(2,6-di-chloro-phen-yl)-4,5-diphenyl-1H-imidazol-1-yl]propan-2-ol

Mehmet Akkurt; Jerry P Jasinski; Shaaban K Mohamed; Adel A Marzouk; Mustafa R Albayati

doi:10.1107/S2056989015006763

Crystal structure of 1-[2-(2,6-di-chloro-phen-yl)-4,5-diphenyl-1H-imidazol-1-yl]propan-2-ol

Acta Crystallogr E Crystallogr Commun. 2015 Apr 9;71(Pt 5):o299-300. doi: 10.1107/S2056989015006763. eCollection 2015 May 1.

Authors

Mehmet Akkurt¹, Jerry P Jasinski², Shaaban K Mohamed³, Adel A Marzouk⁴, Mustafa R Albayati⁵

Affiliations

¹ Department of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey.
² Department of Chemistry, Keene State College, 229 Main Street, Keene, NH 03435-2001, USA.
³ Chemistry and Environmental Division, Manchester Metropolitan University, Manchester M1 5GD, England ; Chemistry Department, Faculty of Science, Minia University, 61519 El-Minia, Egypt.
⁴ Pharmaceutical Chemistry Department, Faculty of Pharmacy, Al Azhar University, 71515 Assiut, Egypt.
⁵ Kirkuk University, College of Science, Department of Chemistry, Kirkuk, Iraq.

Abstract

The central imidazole ring of the title compound, C24H20Cl2N2O, is twisted with respect to with the planes of the 2,6-di-chloro-benzene and two phenyl rings, making dihedral angles of 74.06 (18), 28.52 (17) and 67.65 (18)°, respectively. The phenyl ring not adjacent to the N-bonded 2-hy-droxy-propyl group shows the greatest twist, presumably to minimize steric inter-actions. In the crystal, mol-ecules are linked by O-H⋯N and C-H⋯O hydrogen-bond contacts into chains along the a-axis direction. The series of parallel chains form a two-dimensional sheet approximately parallel to the bc diagonal. In addition, C-H⋯π inter-actions are observed between the sheets. The atoms of the 2-hy-droxy-propyl group and the N atom of the 1H-imidazole ring to which it is bonded are disordered over two sets of sites, with an occupancy ratio of 0.722 (5):0.278 (5). The structure was refined as an inversion twin.

Keywords: 1-[2-(2,6-dichlorophenyl)-4,5-diphenyl-1H-imidazol-1-yl]propan-2-ol; C—H⋯π interactions; amino alcohol; crystal structure; hydrogen bonding; imidazole ring.