75539-86-5Relevant academic research and scientific papers
Hydrogen Bonds involving Polar C-H Groups. Par 7. Electrondeficient Cyclohexenones as Analogues of Carboxylic Acid Dimers, and the Crystal and Molecular Structure of 5,5-Dimethyl-3-methylsulphonylcyclohex-2-enone
Luk, Kin Shing,Sammes, Michael P.,Harlow, Richard L.
, p. 1166 - 1169 (2007/10/02)
Three 3-sulphonylcyclohex-2-enones have been prepared as potential C-H analogues of carboxylic acid dimers, the molecules being designed to associate as doubly bridged hydrogen-bonded dimers via their alkene C-H groups. 1H N.m.r. and i.r. spectra show no evidence of such an association.The crystal and molecular structure of the title compound has been determined from X-ray diffraction data by direct methods and refined to R 0.034 for 2 008 independent reflections.The crystals are monoclinic, a = 10.243(1), b = 8.755(2), c = 11.672(2) Angstroem, β = 102.94(1) deg (at 153 K), space group P21/c, and Z = 4.Although the molecules associate as dimers, the H...O distance (2.63 Angstroem) is too long to be described as a hydrogen bond.The association probably arises from dipole-dipole attractions between the polarised C-H groups and the carbonyl oxygen atoms of the two molecules.
