Abstract
The title compound, C27H28N2O, is a lophine (2,4,5-triphenyl-1H-imidazole) derivative with an n-pentyl chain on the amine N atom and a 4-methoxy substituent on the benzene ring. The two phenyl and methoxybenzene rings are inclined to the imidazole ring at angles of 25.32 (7), 76.79 (5) and 35.42 (7)°, respectively, while the methoxy substituent lies close to the plane of its benzene ring, with a maximum deviation of 0.126 (3) Å for the methoxy C atom. In the crystal, inversion dimers linked by pairs of C—H⋯O hydrogen bonds generate R 2 2(22) loops. These dimers are stacked along the a-axis direction.
Highlights
The title compound, C27H28N2O, is a lophine (2,4,5-triphenyl1H-imidazole) derivative with an n-pentyl chain on the amine
The two phenyl and methoxybenzene rings are inclined to the imidazole ring at angles of 25.32 (7), 76.79 (5) and 35.42 (7), respectively, while the methoxy substituent lies close to the plane of its benzene ring, with a maximum deviation of
The excess pentyl bromide was removed by distillation at approximately 15 mm, and the residue was crystallized from ethanol yielding 3.35 g (84%) of 2-(4-methoxyphenyl)-1-pentyl-4,5-diphenyl-1H-imidazole, m.p. 382–384 K
Summary
Abdelhamidf a Department of Chemistry, University of Otago, PO Box 56, Dunedin, New Zealand, Chemistry Department, Faculty of Science, Minia University, El-Minia, Egypt, c. Chemistry and Environmental Division, Manchester Metropolitan University, Manchester M1 5GD, England, dPharmaceutical Chemistry Department, Faculty of Pharmacy, Al Azhar University, Egypt, eManedaliev Institute of Petrochemical. Key indicators: single-crystal X-ray study; T = 93 K; mean (C–C) = 0.002 Å; R factor =. 0.048; wR factor = 0.132; data-to-parameter ratio = 18.2
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