Hydrogen Bonded OH Vibrations General

Freymann and Heilmann [33], working in the overtone region, were able to differentiate three types of hydroxyl group bonding intermolecular bonding between two or more molecules, intramolecular bonding, and chelation in which resonance structures are 

Several workers [77, 84, 103, 104,135] have studied the connection between OH bonded frequencies and the distance apart of the two atoms linked by the hydrogen bond. Lord and Merri-field [84] showed that an approximately linear relationship existed between the OH frequency shift and the O. .. O distance in hydrogen-bonded acids and similar compounds. This treatment has been further elaborated by Nakamoto et al. [103], by Pimentel [104, 135], and by Bellamy and Owen [147]. Different relationships exist for any one type of X—H. .. Y bond, but each separate series obeys a simple linear relation, provided the three atoms involved are co-linear. This has led to the suggestion that deviations from linearity might be used as a measure of the angle of distortion of bent hydrogen bonds. 

Measurements of the strengths of hydrogen (or deuterium) bonds can also be used to determine the relative proton-accepting powers of bases. Thus the OD stretching frequency of deuteromethanol in 

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