Title of article
Crystal structure, Hirshfeld surface analysis and density functional theory study of 6-methyl-2-[(5-methylisoxazol-3-yl)methyl]-1H-benzimidazole
Author/Authors
Idrissi, Ahlam Laboratory of Heterocyclic Organic Chemistry URAC 21 - Pharmacochemistry Competence Center, Morocco , Chkirate, Karim Laboratory of Heterocyclic Organic Chemistry URAC 21 - Pharmacochemistry Competence Center, Morocco , Abad, Nadeem Department of Biochemistry - Faculty of Education & Science - Al-Baydha University, Yemen , Djerrari, Bahia Laboratory of Heterocyclic Organic Chemistry URAC 21 - Pharmacochemistry Competence Center, Morocco , Achour, Redouane Laboratory of Heterocyclic Organic Chemistry URAC 21 - Pharmacochemistry Competence Center, Morocco , Essassi, El Mokhtar Laboratory of Heterocyclic Organic Chemistry URAC 21 - Pharmacochemistry Competence Center, Morocco , Meervelt, Luc Van KU Leuven - Chemistry Department - Celestijnenlaan 200F box 2404, Belgium
Pages
10
From page
1
To page
10
Abstract
In the title molecule, C13H13N3O, the isoxazole ring is inclined to the benzimidazole ring at a dihedral angle of 69.28 (14)°. In the crystal, N—H⋯N hydrogen bonds between neighboring benzimidazole rings form chains along the a-axis direction. Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H⋯H (48.8%), H⋯C/C⋯H (20.9%) and H⋯N/N⋯H (19.3%) interactions. The optimized structure calculated using density functional theory at the B3LYP/6–311 G(d,p) level is compared with the experimentally determined structure in the solid state. The calculated highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) energy gap is 4.9266 eV.
Keywords
crystal structure , density functional theory , benzimidazole , hydrogen bond , Hirshfeld surface analysis
Journal title
Acta Crystallographica Section E: Crystallographic Communications
Serial Year
2021
Record number
2622118
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