Hao Yu-Mei
Department of Chemistry, Baicheng Normal University, Baicheng 137000, People's Republic of China.
Acta Crystallogr Sect E Struct Rep Online. 2009 May 23;65(Pt 6):o1400. doi: 10.1107/S1600536809019096.
The title Schiff base compound, C(19)H(18)N(2)O, was prepared by the reaction of equimolar quanti-ties of 2-hydr-oxy-1-naphthaldehyde with N-phenyl-ethane-1,2-diamine in a methanol solution. The mol-ecule adopts a zwitterionic conformation with the naphthyl OH group deprotonated and the imine N atom protonated. An intra-molecular N-H⋯O hydrogen bond forms between them. The dihedral angle between the benzene ring and the naphthyl system is 86.9 (2)°. In the crystal structure, mol-ecules are linked through inter-molecular N-H⋯O hydrogen bonds, forming chains running along the b axis.
席夫碱化合物C(19)H(18)N(2)O是由等摩尔量的2-羟基-1-萘甲醛与N-苯基乙二胺在甲醇溶液中反应制备而成。分子呈两性离子构象,萘基OH基团去质子化,亚胺N原子质子化。它们之间形成了分子内N-H⋯O氢键。苯环与萘基体系之间的二面角为86.9 (2)°。在晶体结构中,分子通过分子间N-H⋯O氢键相连,形成沿b轴延伸的链。