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)degrees, with a bridging C-C bond length of 1.463 (3) angstrom. 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 ... pi interactions, forming slabs parallel to the ab plane. There are no significant pi-pi 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.