Faraj Imane, Oubella Ali, Chkirate Karim, Al Mamari Khalil, Hökelek Tuncer, Mague Joel T, El Ghayati Lhoussaine, Sebbar Nada Kheira, Essassi El Mokhtar
Laboratory of Heterocyclic Organic Chemistry, Medicines Science Research Center, Pharmacochemistry Competence Center, Mohammed V University in Rabat, Faculté des Sciences, Av. Ibn Battouta, BP 1014, Rabat, Morocco.
Laboratory of Chemistry and Environment, Applied Bioorganic Chemistry Team, Faculty of Sciences, Ibn Zohr University, Agadir, Morocco.
Acta Crystallogr E Crystallogr Commun. 2022 Jul 29;78(Pt 8):864-870. doi: 10.1107/S2056989022007514. eCollection 2022 Aug 1.
The asymmetric unit of the title compound, CHNO, contains three independent mol-ecules, which differ slightly in conformation. Each contains an intra-molecular N-H⋯O hydrogen bond. In the crystal, O-H⋯O hydrogen bonds form chains of mol-ecules, which are linked into corrugated sheets parallel to (03) plane by C-H⋯O hydrogen bonds together with π inter-actions between the carbonyl groups and the 2-hy-droxy-phenyl rings. The layers are linked by further C-H⋯O hydrogen bonds. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H⋯H (49.0%), H⋯O/O⋯H (28.3%) and H⋯C/C⋯H (10.9%) inter-actions. van der Waals inter-actions are the dominant inter-actions in the crystal packing. Moreover, density functional theory (DFT) optimized structures at the B3LYP/ 6-311 G(d,p) level are compared with the experimentally determined mol-ecular structure in the solid state. The HOMO-LUMO behavior was elucidated to determine the energy gap of 4.53 eV.
标题化合物CHNO的不对称单元包含三个独立分子，它们的构象略有不同。每个分子都含有一个分子内N-H⋯O氢键。在晶体中，O-H⋯O氢键形成分子链，这些分子链通过C-H⋯O氢键以及羰基与2-羟基苯环之间的π相互作用连接成平行于(03)平面的波纹片层。这些层通过进一步的C-H⋯O氢键相连。晶体结构的 Hirshfeld 表面分析表明，晶体堆积中最重要的贡献来自H⋯H（49.0%）、H⋯O/O⋯H（28.3%）和H⋯C/C⋯H（10.9%）相互作用。范德华相互作用是晶体堆积中的主要相互作用。此外，将在B3LYP/6-311 G(d,p)水平上通过密度泛函理论（DFT）优化的结构与固态下实验测定的分子结构进行了比较。阐明了最高占据分子轨道-最低未占据分子轨道（HOMO-LUMO）行为以确定能隙为4.53 eV。
