Crystal structure and DFT study of 2-(pyren-1-yl)-1H-benzimidazole

Abstract

In the title compound, C23H14N2, (I), the dihedral angle between the mean planes of the pyrene and benzimidazole ring systems is 42.08 (5)°, with a bridging C—C bond length of 1.463 (3) Å. In the crystal, molecules are linked by N—H...N hydrogen bonds, forming columns propagating along the b-axis direction. The columns are linked via C—H...π interactions, forming slabs parallel to the ab plane. There are no significant π–π interactions present in the crystal structure. The density functional theory (DFT) optimized structure, at the B3LYP/ 6-311G(d,p) level, is compared with the experimentally determined solid-state structure of the title compound.