Abstract
ACCORDING to Speakman1 two types of intermolecular hydrogen bonds between carboxyl groups can be discerned in the crystal structures of acid salts of carboxylic acids. The first, type B, occurs when two carboxyl groups are not symmetry related, and have structural differences sufficient to characterise them, separately, as unionised (−CO2H) and ionised (−CO2−). Thus, any hydrogen bond between these groups must be asymmetric. The second, type A, occurs when two carboxyl groups are related by a symmetry element of the crystal, so that they are effectively equivalent. Thus any hydrogen bond between the groups must be, at least formally, symmetrical.
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KANTERS, J., KROON, J. A- and B-type hydrogen bond modifications of potassium hydrogen tartronate. Nature 260, 600–601 (1976). https://doi.org/10.1038/260600a0
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DOI: https://doi.org/10.1038/260600a0
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