Wodajo Ayalew T, Tran Thi Thanh Van, Truong Hong Hieu, Tskhovrebov Alexander G, Le The Duan, Khrustalev Victor N, Le Tuan Anh
College of Natural and Computational Sciences, University of Gondar, 196 Gondar, Ethiopia.
Faculty of Chemistry, VNU University of Science, Vietnam National University, Hanoi, 334 Nguyen Trai, Thanh Xuan, Hanoi, Vietnam.
Acta Crystallogr E Crystallogr Commun. 2020 Aug 14;76(Pt 9):1454-1457. doi: 10.1107/S2056989020010968. eCollection 2020 Sep 1.
The title compound, CHNO, is a product of the deamination reaction from aza-14-crown-4 ether containing the γ-piperidone subunit. The title mol-ecule contains a 16-membered macrocycle with the conformation of the C-O-C-C-O-C-C-O-C polyether chain being - --- - ( = , 180°; = , ±60°). The dihedral angle between the planes of the benzene rings fused to the aza-14-crown-4-ether moiety is 31.11 (14)°. The cavity size inside the macrocycle is 4.72 Å. The macrocycle is significantly flattened as a result of the extended conjugated system. Steric repulsion between the pyridyl-carboxamide fragment and the benzene ring results in a slight deviation of macrocycle from planarity. The structure also features intra-molecular hydrogen bonding, which results in a deviation of the angle between the planes of amide and pyridyl groups from planarity: this angle is 16.32 (18)°. In the crystal, the mol-ecules are linked into infinite zigzag chains inter-molecular C-H⋯π contacts. The chains are bound into layers parallel to (100) by weak inter-molecular C-H⋯O hydrogen bonds.
标题化合物CHNO是含有γ-哌啶酮亚基的氮杂-14-冠-4醚脱氨反应的产物。标题分子包含一个16元大环，其C-O-C-C-O-C-C-O-C聚醚链的构象为- --- -（=，180°； =，±60°）。与氮杂-14-冠-4-醚部分稠合的苯环平面之间的二面角为31.11 (14)°。大环内部的空腔尺寸为4.72 Å。由于共轭体系的扩展，大环明显变平。吡啶基-甲酰胺片段与苯环之间的空间排斥导致大环与平面略有偏差。该结构还具有分子内氢键，这导致酰胺基和吡啶基平面之间的夹角偏离平面：该角度为16.32 (18)°。在晶体中，分子通过分子间C-H⋯π接触连接成无限之字形链。这些链通过弱分子间C-H⋯O氢键结合成平行于(100)的层。
