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

Abstract

In the title compound, C 23 H 14 N 2 , (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-HÁ Á ÁN hydrogen bonds, forming columns propagating along the b-axis direction. The columns are linked via C-HÁ Á Á interactions, forming slabs parallel to the ab plane. There are no significant -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.

Crystal Engineering and Photophysical Properties of Phenyl-Pyrenoimidazole Systems

“…Among the pairs, close π−π interaction can be seen between the pyrenyl units at an interplanar distance of 3.478 Å (Figure 2B). Viewing along the direction of hydrogen bonded imidazolyl groups, one can also see the arrangement of an infinite linear network (Figure 2C), which is similar to the crystal structures of benzimidazole 32 and phenanthroimidazole 33 reported in the literature.…”

Crystal structure, Hirshfeld and electronic transition analysis of 2-[(1H-benzimidazol-1-yl)methyl]benzoic acid

“…The N1-C8-C7 angle is 113.31 and the C9-N1-C8-C7 torsion angle is À116.8 (2) ,. The C10-C15 bond length [1.408 (3) Å ] is comparable to that in a similar benzimidazole derivative (Faizi et al, 2017). The C-O bond lengths [C1-O1 = 1.319 (3) and C1-O2 = 1.216 (3) Å ] are in the expected range (Kamaal et al, 2019).…”