(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 ?-? stacking inter-actions [centroid-centroid distance = 4.4312?(9)?Å] are observed.

SUBMITTER: Xie YS 

PROVIDER: S-EPMC3011393 | biostudies-literature | 2010 Nov

REPOSITORIES: biostudies-literature