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手性光致变色席夫碱2-{(R)-[1-(4-溴苯基)乙基]亚氨基甲基}-4-(苯基重氮基)苯酚的晶体结构

Crystal structure of 2-{(R)-[1-(4-bromo-phen-yl)eth-yl]imino-meth-yl}-4-(phenyl-diazen-yl)phenol, a chiral photochromic Schiff base.

作者信息

Moriwaki Ryoji, Akitsu Takashiro

机构信息

Department of Chemistry, Faculty of Science, Tokyo University of Science, 1-3 Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan.

出版信息

Acta Crystallogr E Crystallogr Commun. 2015 Oct 28;71(Pt 11):o886-7. doi: 10.1107/S2056989015019866. eCollection 2015 Nov 1.

DOI:10.1107/S2056989015019866
PMID:26594580
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4645026/
Abstract

The title chiral photochromic Schiff base compound, C21H18BrN3O, was synthesized from (R)-(+)-1-(4-bromo-phen-yl)ethyl-amine and the salicyl-aldehyde of an azo-benzene derivative. The mol-ecule corresponds to the phenol-imine tautomer, the C=N and N-C bond distances being 1.285 (3) and 1.470 (3) Å, respectively. The diazenyl group adopts a trans form, with an N=N distance of 1.256 (3) Å. The hy-droxy group is involved in intra-molecular O-H⋯N hydrogen bonding. In the crystal, C-H⋯π inter-actions consolidate the crystal packing of one-dimensional chains, which exhibits short inter-molecular Br⋯C contacts of 3.400 (3) Å.

摘要

标题为手性光致变色席夫碱化合物C21H18BrN3O,由(R)-(+)-1-(4-溴苯基)乙胺与偶氮苯衍生物的水杨醛合成。分子对应于酚亚胺互变异构体,C=N和N-C键长分别为1.285(3) Å和1.470(3) Å。重氮基呈反式构型,N=N键长为1.256(3) Å。羟基参与分子内O-H⋯N氢键作用。在晶体中,C-H⋯π相互作用巩固了一维链的晶体堆积,其分子间Br⋯C短接触距离为3.400(3) Å。

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