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

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El Atrassi Z., Zouhair M., Blacque O., HÖKELEK T., Haoudi A., Mazzah A., ...Daha Fazla

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, cilt.80, ss.601-606, 2024 (ESCI) identifier identifier identifier

Özet

The benzimidazole entity of the title molecule, C17H21N5O, is almost planar (r.m.s. deviation = 0.0262 angstrom). In the crystal, bifurcated C-H center dot center dot center dot O hydrogen bonds link individual molecules into layers extending parallel to the ac plane. Two weak C-H center dot center dot center dot pi(ring) interactions may also be effective in the stabilization of the crystal structure. Hirshfeld surface analysis of the crystal structure reveals that the most important contributions for the crystal packing are from H center dot center dot center dot H (57.9%), H center dot center dot center dot C/C center dot center dot center dot H (18.1%) and H...O/O...H (14.9%) interactions. Hydrogen bonding and van derWaals interactions are the most dominant forces in the crystal packing. Evaluation of the electrostatic, dispersion and total energy frameworks indicate that the stabilization of the title compound is dominated via dispersion energy contributions. The molecular structure optimized by density functional theory (DFT) at the B3LYP/6-311 G(d,p) level is compared with the experimentally determined molecular structure in the solid state.