IR spectroscopy and single crystal X-ray diffraction study of 1,2-bis(2-aminophenoxy)-ethane, 1,5-bis(2-aminophenoxy)-3-oxapentane, and 1,8-bis(2-aminophenoxy)-3,6-dioxaoctane

Abstract

Vibrational spectra of 1,2-bis(2-aminophenoxy)-ethane, 1,5-bis(2-aminophenoxy)-3-oxapentane, and 1,8-bis(2-aminophenoxy)-3,6-dioxaoctane–podands, different in the length of oxyethylene fragments, are measured and their single crystal X-ray diffraction analysis is performed. It is demonstrated that the strength of intermolecular hydrogen bonds (IMHB) with the participation of NH groups increases with the elongation of the oxyethylene spacer. According to the XRD data for 1,2-bis(2-aminophenoxy)-ethane, the weakest hydrogen bonds are characteristic. From the IR spectra, important intermolecular hydrogen bonds are typical of 1,8-bis(2-aminophenoxy)-3,6-dioxaoctane having the longest oxyethylene fragment.