Crystal chemistry of protonated 1,2-bis(di-R-aminomethyl)benzenes. Part IV: 1,2-bis(N-benzyl-N-methylaminomethyl)benzene perchlorate.

The crystals of 1:1 complex of 1,2-bis(N-benzyl-N-methylaminomethyl) benzene with HClO4 were studied using X-ray diffraction and FT-IR spectroscopy. The space group is P1̄ with a=10.637(2), b=15.163(3), c=15.233(3) Å 77 K and Z=4. The two symmetry independent, NHN+ intramolecular hydrogen bonds are asymmetric. Cation (a) D⋯A 2.778(4) Å, D–H 0.989(30) Å, H⋯A 1.827(30) Å, D–H⋯A 160.5° (26), cation (b) D⋯A 2.822(4) Å, D–H 0.891(30), H⋯A 1.970(30) Å, D–H⋯A (30). The IR spectrum of the crystals shows a broad intense band and a low intense continuous absorption indicating relatively low proton polarizability in the intramolecular hydrogen bond. In acetonitrile the proton in the intramolecular hydrogen bond shows very high proton polarizability demonstrated by the continuous absorption in IR spectrum. [Copyright &y& Elsevier]