1-(Cyclohex-1-en-1-yl)-3-[(1-phenyl-1H-1,2,3-triazol-4-yl)methyl]-1H-benzimidazol-2(3H)-one

Abstract

In the title compound, C22H21N5O, the triazole ring is inclined at 16.88 (12)° to its phenyl substituent and is almost normal to the benzimidazole ring system, making a dihedral angle of 88.40 (8)°. The cyclohexenyl ring adopts a half-chair conformation and its mean plane is inclined to the benzimidazole ring system by 78.75 (12)°. In the crystal, molecules are linked by C—H...O and C—H...N hydrogen bonds, forming a three-dimensional network.

Crystal structure, Hirshfeld surface analysis, calculations of intermolecular interaction energies and energy frameworks and the DFT-optimized molecular structure of 1-[(1-butyl-1H-1,2,3-triazol-4-yl)methyl]-3-(prop-1-en-2-yl)-1H-benzimidazol-2-one

“…10). These include I (CSD refcode YIVWUZ; Zouhair et al, 2023), II with R 1 = -C 6 H 9 , R 2 = -C 6 H 5 and R 3 = H (CSD refcode PAZFOO; Adardour et al, 2017), III with R 1 = -C(CH 3 ) CH 2 , R 2 = -C 10 H 22 and R 3 = -H (CSD refcode ETAJOB; Saber et al, 2021) and IV with R 1 = -CH 2 C 6 H 5 , R 2 = -C 12 H 26 and R 3 = H (CSD refcode ETAKAO; Saber et al, 2021). The benzimidazol-2-one unit in all of these compounds is almost planar, with the dihedral angle between the constituent rings being less than 1 � , or having the nitrogen atom bearing the exocyclic substituent less than 0.03 A ˚from the mean plane of the remaining nine atoms.…”