Crystal packing of alcohol amines formed by the reaction of primary amines with 1,2-epoxy-3-phenoxypropane

Autor: Vogelson, Cullen T., Bott, Simon G., Barron, Andrew R.
Zdroj: Journal of Materials Chemistry; February 2001, Vol. 11 Issue: 2 p284-288, 5p
Abstrakt: For the purposes of characterizing a novel class of inorganic–organic hybrid epoxy resin materials, a series of amines were reacted with a monoepoxide (1,2-epoxy-3-phenoxypropane) under base catalyzed conditions to produce racemic mixtures of compounds with the general formula PhOCH2CH(OH)CH2N(H)R, where R = nPr (1), iPr (2), or tBu (3). The crystal structures of these compounds were determined by X-ray crystallography. Compound 1 forms infinite sheets of centrosymmetric dimers. In contrast, as a result of intermolecular hydrogen-bonding, compounds 2 and 3 arrange as tetrameric units in non-centrosymmetric space groups. Through a review of crystal structures found in the Cambridge Crystallographic Database, compounds of the general type X–CH(OH)CH2N(H)R were investigated and a rationalization for the packing of racemic mixtures in non-centrosymmetric space groups is discussed.
Databáze: Supplemental Index