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Proton-transfer and non-transfer in compounds of quinoline and quinaldic acid with L-tartaric acid.

The structures of two compounds of L-tartaric acid with quinoline, viz. the proton-transfer compound quinolinium hydrogen (2R,3R)-tartrate monohydrate, C(9)H(8)N(+).C(4)H(5)O(6)(-).H(2)O, (I), and the anhydrous non-proton-transfer adduct with quinaldic acid, bis(quinolinium-2-carboxylate) (2R,3R)-tartaric acid, 2C(10)H(7)NO(2).C(4)H(6)O(6), (II), have been determined at 130 K. Compound (I) has a three-dimensional honeycomb substructure formed from head-to-tail hydrogen-bonded hydrogen tartrate anions and water molecules. The stacks of pi-bonded quinolinium cations are accommodated within the channels and are hydrogen bonded to it peripherally. Compound (II) has a two-dimensional network structure based on pseudo-centrosymmetric head-to-tail hydrogen-bonded cyclic dimers comprising zwitterionic quinaldic acid species which are interlinked by tartaric acid molecules.[1]

References

  1. Proton-transfer and non-transfer in compounds of quinoline and quinaldic acid with L-tartaric acid. Smith, G., Wermuth, U.D., White, J.M. Acta crystallographica. Section C, Crystal structure communications (2006) [Pubmed]
 
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