Saber Asmaa, Sebbar Nada Kheira, Hökelek Tuncer, Labd Taha Mohamed, Mague Joel T, Hamou Ahabchane Noureddine, Essassi El Mokhtar
Laboratoire de Chimie Organique Hétérocyclique URAC 21, Pôle de Compétence Pharmacochimie, Av. Ibn Battouta, BP 1014, Faculté des Sciences, Université Mohammed V, Rabat, Morocco.
Laboratoire de Chimie Appliquée et Environnement, Equipe de Chimie Bioorganique Appliquée, Faculté des Sciences, Université Ibn Zohr, Agadir, Morocco.
Acta Crystallogr E Crystallogr Commun. 2020 Jan 1;76(Pt 1):95-101. doi: 10.1107/S2056989019016876.
In the title mol-ecule, CHNO·HO, the di-hydro-benzo-diazole moiety is not quite planar, while the whole mol-ecule adopts a U-shaped conformation in which there is a close approach of the two benzyl groups. In the crystal, chains of alternating mol-ecules and lattice water extending along [201] are formed by O-H⋯O and O-H⋯N (UncoordW = uncoordinated water, Dhyr = di-hydro and Trz = triazole) hydrogen bonds. The chains are connected into layers parallel to (010) by C-H⋯O hydrogen bonds with the di-hydro-benzo-diazole units in adjacent layers inter-calating to form head-to-tail π-stacking [centroid-to-centroid distance = 3.5694 (11) Å] inter-actions between them, which generates the overall three-dimensional structure. Hirshfeld surface analysis indicates that the most important contributions for the crystal packing are from H⋯H (52.1%), H⋯C/C⋯H (23.8%) and O⋯H/H⋯O (11.2%) inter-actions. Hydrogen-bonding and van der Waals inter-actions are the dominant inter-actions in the crystal packing. 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 behaviour was elucidated to determine the energy gap.
在标题分子CHNO·HO中，二氢苯并二唑部分并非完全平面，而整个分子呈U形构象，其中两个苄基相互靠近。在晶体中，沿着[201]方向延伸的由交替分子和晶格水组成的链通过O—H⋯O和O—H⋯N（UncoordW = 未配位水，Dhyr = 二氢，Trz = 三唑）氢键形成。这些链通过C—H⋯O氢键连接成平行于(010)的层，相邻层中的二氢苯并二唑单元相互嵌入，在它们之间形成头对头的π堆积[质心到质心距离 = 3.5694 (11) Å]相互作用，从而产生整体三维结构。 Hirshfeld表面分析表明，晶体堆积中最重要的贡献来自H⋯H（52.1%）、H⋯C/C⋯H（23.8%）和O⋯H/H⋯O（11.2%）相互作用。氢键和范德华相互作用是晶体堆积中的主要相互作用。将密度泛函理论（DFT）在B3LYP/6 - 311 G(d,p)水平优化的结构与实验测定的固态分子结构进行比较。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。
