6-甲基-2-[(5-甲基异恶唑-3-基)甲基]-1-苯并咪唑的晶体结构、 Hirshfeld表面分析及密度泛函理论研究
Crystal structure, Hirshfeld surface analysis and density functional theory study of 6-methyl-2-[(5-methyl-isoxazol-3-yl)meth-yl]-1-benzimidazole.
作者信息
Idrissi Ahlam, Chkirate Karim, Abad Nadeem, Djerrari Bahia, Achour Redouane, Essassi El Mokhtar, Van Meervelt Luc
机构信息
Laboratory of Heterocyclic Organic Chemistry URAC 21, Pharmacochemistry Competence Center, Av. Ibn Battouta, BP 1014, Faculty of Sciences, Mohammed V University, Rabat, Morocco.
Department of Biochemistry, Faculty of Education & Science, Al-Baydha University, Yemen.
出版信息
Acta Crystallogr E Crystallogr Commun. 2021 Mar 19;77(Pt 4):396-401. doi: 10.1107/S2056989021002723. eCollection 2021 Apr 1.
In the title mol-ecule, CHNO, 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 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%) inter-actions. 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 mol-ecular orbital (HOMO) and lowest unoccupied mol-ecular orbital (LUMO) energy gap is 4.9266 eV.
在标题分子CHNO中，异恶唑环与苯并咪唑环呈69.28 (14)°的二面角倾斜。在晶体中，相邻苯并咪唑环之间的N-H⋯N氢键沿轴方向形成链。 Hirshfeld表面分析表明，对晶体堆积最重要的贡献来自H⋯H（48.8%）、H⋯C/C⋯H（20.9%）和H⋯N/N⋯H（19.3%）相互作用。使用密度泛函理论在B3LYP/6-311 G(d,p)水平计算的优化结构与固态下实验测定的结构进行了比较。计算得到的最高占据分子轨道（HOMO）和最低未占据分子轨道（LUMO）的能隙为4.9266 eV。
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