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

被引：0

作者：

El Atrassi, Zakaria ^{[1
]}

Zouhair, Mustapha ^{[1
]}

Blacque, Olivier ^{[2
]}

Hokelek, Tuncer ^{[3
]}

Haoudi, Amal ^{[4
]}

Mazzah, Ahmed ^{[5
]}

Cherkaoui, Hassan ^{[1
]}

Sebbar, Nada Kheira ^{[6
,7
]}

机构：

[1] Mohammed V Univ Rabat, Fac Sci, Lab Heterocycl Organ Chem, Pharmacochem Competence Ctr,Med Sci Res Ctr, Ave Ibn Battouta,BP 1014, Rabat, Morocco

[2] Univ Zurich, Dept Chem, Winterthurerstr 190, CH-8057 Zurich, Switzerland

[3] Hacettepe Univ, Dept Phys, TR-06800 Ankara, Turkiye

[4] Sidi Mohamed Ben Abdellah Univ, Fac Sci & Technol, Lab Appl Organ Chem, Rd Immouzer,BP 2202, Fes, Morocco

[5] Sci & Technol Lille USR 3290, Villeneuve Dascq, France

[6] Ibnou Zohr Univ, Lab Organ & Phys Chem, Appl Bioorgan Chem Team, Fac Sci, Agadir, Morocco

[7] Mohammed V Univ Rabat, Lab Plant Chem Organ & Bioorgan Synth, Fac Sci, 4 Ave Ibn Battouta BP 1014 RP, Rabat, Morocco

来源：

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS | 2024年 / 80卷

关键词：

benzimidazol-2-one; crystal structure; triazole; C-H center dot center dot center dot pi(ring) interaction; hydrogen bond; QUANTITATIVE-ANALYSIS; MODEL ENERGIES; CRYSTALEXPLORER;

D O I：

10.1107/S2056989024004043

中图分类号：

O7 [晶体学];

学科分类号：

0702 ; 070205 ; 0703 ; 080501 ;

摘要：

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.

引用

页码：601 / +

页数：11