POLARIZED FTIR SPECTRA AND LOW-TEMPERATURE STRUCTURE OF ADAMANTANOL DERIVATIVES .1. 2-(2,4,6-TRIMETHYLPHENYL)ADAMANTAN-2-OL

Results of X-ray structure and FTIR investigations for 2-(2,4,6-trimethylphenyl)-adamantan-2-ol are presented. C19H26O, Mr = 270.41, monoclinic, C2/c, a = 35.458(5), b = 8.2142(9), c = 10.0701(6) Å, β = 97.928(9)°, V = 2905.0(6) Å3, Z = 8, Dx = 1.237 g cm-3, Mo Kα, λ = 0.71073 Å, μ = 0.7 cm-1, F(000) = 1184, T = 150 K, R = 0.042 for 2015 observed reflections. The methyl groups ortho to the ring junction cause severe geometric distortions. The phenyl ring deviates from hexagonal symmetry and planarity. The ortho methyl groups display large angular deformations. There are several very short intramolecular H---H contacts ranging from 2.00(3) to 2.29(3) Å. The hydroxyl group is not involved in any OH⋯O type hydrogen bond; however the FTIR results (the position and dichroic ratio of the v(OH) band) indicate that a weak intermolecular OH⋯π type interaction is present in the crystal. © 1990.