Crystal chemistry of protonated 1,2-bis(di-R-aminomethyl)benzenes: Part III: 1,2-bis(diethylaminomethyl)benzene perchlorate

Abstract

The crystals of the 1:1 complex of 1,2-bis(diethylaminomethyl)benzene with HClO 4 were studied using X-ray diffraction and FT-IR spectroscopy. The space group is P2 12 12 1 with a=8.677(2), b=14.255(3), c=15.167(3) Å and Z=4. The N +–H…N intramolecular hydrogen bond deviates from strict symmetry with N⋯N=2.732(5) Å, N(2)⋯H(1)=1.49 Å and N–H⋯N=155°. The IR spectrum of the crystals shows a very broad intense band in the region 2700–1600 cm −1 and weak continuous absorption at lower wavenumbers, indicating relatively large proton polarizability in the intramolecular hydrogen bond.