Dege Necmi, Faizi Md Serajul Haque, Doğan Onur Erman, Ağar Erbil, Golenya Irina A
Ondokuz Mayis University, Faculty of Arts and Sciences, Department of Physics, 55139, Kurupelit, Samsun, Turkey.
Department of Chemistry, Langat Singh College, B. R. A. Bihar University, Muzaffarpur, Bihar 842001, India.
Acta Crystallogr E Crystallogr Commun. 2019 May 10;75(Pt 6):770-773. doi: 10.1107/S205698901900642X. eCollection 2019 Jun 1.
The title Schiff base compound, CHClNO·0.5CHCN, crystallizes as an aceto-nitrile hemisolvate; the solvent mol-ecule being located on a twofold rotation axis. The mol-ecule is nearly planar, with a dihedral angle between the two benzene rings of 3.7 (2)°. The configuration about the C=N bond is , and there is an intra-molecular N-H⋯O hydrogen bond present forming an (6) ring motif. In the crystal, mol-ecules are linked by O-H⋯O and N-H⋯O hydrogen bonds, forming layers lying parallel to (10). The layers are linked by C-H⋯Cl hydrogen bonds, forming a supra-molecular framework. Within the framework there are offset π-π stacking inter-actions [inter-centroid distance = 3.833 (2) Å] present involving inversion-related mol-ecules. The DFT study shows that the HOMO and LUMO are localized in the plane extending from the phenol ring to the 2,4-di-nitro-benzene ring, and the HOMO-LUMO gap is found to be 0.13061 a.u.
席夫碱化合物CHClNO·0.5CHCN以乙腈半溶剂化物形式结晶；溶剂分子位于二重旋转轴上。分子近乎平面，两个苯环之间的二面角为3.7 (2)°。C=N键的构型为 ，且存在分子内N-H⋯O氢键，形成(6)环模式。在晶体中，分子通过O-H⋯O和N-H⋯O氢键相连，形成平行于(10)的层。这些层通过C-H⋯Cl氢键相连，形成超分子框架。在框架内存在涉及反演相关分子的偏移π-π堆积相互作用[质心间距 = 3.833 (2) Å]。密度泛函理论研究表明，最高占据分子轨道（HOMO）和最低未占据分子轨道（LUMO）定域于从酚环延伸至2,4-二硝基苯环的平面内，且最高占据分子轨道与最低未占据分子轨道的能隙为0.13061原子单位。
