title: (E)-2,4-Dichloro-6-{1-[(2-chloro-eth-yl)imino]-eth-yl}phenol.
abstract: 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.
authors: Yong-Sheng
authors: YS
authors: Xie
authors: Wen-Liang
authors: WL
authors: Dong
authors: Li-Ping
authors: LP
authors: He
authors: Xin-Ling
authors: XL
authors: Zhang
authors: Bao-Xiang
authors: BX
authors: Zhao
references: Acta Crystallogr A. 2008 Jan;64(Pt 1):112-22
references: 18156677
references: Acta Crystallogr Sect E Struct Rep Online. 2010 Mar 03;66(Pt 4):o745
references: 21580590