Xie Yong-Sheng, Dong Wen-Liang, He Li-Ping, Zhang Xin-Ling, Zhao Bao-Xiang
Acta Crystallogr Sect E Struct Rep Online. 2010 Nov 10;66(Pt 12):o3106. doi: 10.1107/S160053681004448X.
The title Schiff base compound, C(10)H(10)Cl(3)NO, was prepared by the condensation of 1-(3,5-dichloro-2-hy-droxy-phen-yl)ethanone with chloro-ethyl-amine. The imine adopts an E configuration with respect to the C=N bond. The H atom of the phenolic OH group is disordered over two positions with site occupation factors of 0.52 (7) and 0.48 (7), respectively, and the major occupancy component is involved in an intramolecular N-H⋯O hydrogen bond. The compound therefore exists in an iminium-phenolate as well as in the imino-phenol form. In the crystal, mol-ecules are connected by C-H⋯O and C-H⋯Cl hydrogen bonds and Cl⋯Cl inter-actions [3.7864 (9) Å] into a three-dimensional network. In addition, inter-molecular π-π stacking inter-actions [centroid-centroid distance = 4.4312 (9) Å] are observed.
席夫碱化合物C(10)H(10)Cl(3)NO是由1-(3,5-二氯-2-羟基苯基)乙酮与氯乙胺缩合制备而成。该亚胺相对于C=N键采取E构型。酚羟基的H原子在两个位置上无序分布，占位因子分别为0.52 (7)和0.48 (7)，且主要占位成分参与了分子内N-H⋯O氢键的形成。因此，该化合物以亚胺盐-酚盐以及亚胺-酚的形式存在。在晶体中，分子通过C-H⋯O和C-H⋯Cl氢键以及Cl⋯Cl相互作用[3.7864 (9) Å]连接成三维网络。此外，还观察到分子间的π-π堆积相互作用[质心-质心距离 = 4.4312 (9) Å]。
