1-(3,5-Dimethoxyphenyl)-2-(4-fluorophenyl)-4,5-dimethyl-1H-imidazole

In the title compound, C19H19FN2O2, the imidazole ring is essentially planar [maximum deviation = 0.0030 (8) Å] and makes dihedral angles of 66.45 (7) and 29.98 (7)° with the benzene rings attached to the ring N and C atoms, respectively. The dihedral angle between the two benzene rings is 64.79 (7)°. A C—H⋯π interaction is found in the crystal structure. The two methoxy groups were found to be disordered over two sets of sites with occupancy factors of 0.803 (4) and 0.197 (4). The F atom is disordered over two sites with occupancy factors of 0.929 (4) and 0.071 (4).

[1]  R. Butcher,et al.  1-(3,5-Dimethylphenyl)-2-(4-fluorophenyl)-4,5-dimethyl-1H-imidazole , 2011, Acta crystallographica. Section E, Structure reports online.

[2]  R. Butcher,et al.  1,2-Diphenyl-1H-imidazo[4,5-f][1,10]phenanthroline , 2011, Acta crystallographica. Section E, Structure reports online.

[3]  R. Butcher,et al.  1-(3,5-Dimethylphenyl)-4,5-dimethyl-2-phenyl-1H-imidazole hemihydrate , 2010, Acta crystallographica. Section E, Structure reports online.

[4]  Anthony L. Spek,et al.  Structure validation in chemical crystallography , 2009, Acta crystallographica. Section D, Biological crystallography.

[5]  G. Sheldrick.  A short history of SHELX. , 2008, Acta crystallographica. Section A, Foundations of crystallography.

[6]  M. Ferrone,et al.  Antifungal and antimycobacterial activity of new imidazole and triazole derivatives. A combined experimental and computational approach. , 2006, The Journal of antimicrobial chemotherapy.

[7]  D. Kelly,et al.  Bactericidal and inhibitory effects of azole antifungal compounds on Mycobacterium smegmatis. , 2000, FEMS microbiology letters.

[8]  Louis J. Farrugia,et al.  ORTEP-3 for Windows - a version of ORTEP-III with a Graphical User Interface (GUI) , 1997 .

[9]  D. Snider,et al.  Multidrug-resistant Tuberculosis , 1992, Annals of Internal Medicine.