Hall, Harrowfield, Skelton
Apr 15, 2000
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Influential Citations
8
Citations
Journal
Acta crystallographica. Section C, Crystal structure communications
Abstract
Chelidamic acid, 4-hydroxypyridine-2,6-dicarboxylic acid, is found to be zwitterionic in its solid monohydrate form, C7H5NO5·H2O, with the aryloxide and one carboxylate group remaining protonated, but the other carboxylate group losing its proton to the pyridine N atom. In this, it is unlike its parent, dipicolinic acid (pyridine-2,6-dicarboxylic acid), which also crystallizes as a monohydrate, but one in which the acidic H atoms remain bound to the carboxylate groups. In both structures, the water molecule is a component of an extended hydrogen-bonded network.