Properties of a strong intramolecular OHO hydrogen bond in 2-(N,N-diethylamino-N-oxymethyl)-4,6-dichlorophenol

Abstract

The crystals of 2-(N,N-diethylamino-N-oxymethyl)-4,6-dichlorophenol chosen as a representative of the Mannich base N-oxides were found to be monoclinic, P21/c space group, with a = 11.729(3), b = 16.232(4), c = 13.689(3) Å, β = 107.37(3)°, and Z = 8. The structure solved by the direct method was refined to R = 0.033 for 3170 independent reflections. Two slightly different molecules denoted as A and B in the unit cell with very short (2.42 and 2.40 Å) OHO intramolecular hydrogen bonds were detected. Both a X-ray diffraction study and the ir and uv spectra indicate a symmetric type of bridge in this compound.