Hydrogen-bonded complexes of 2-pyridone with centrosymmetric and non-centrosymmetric dicarboxylic acids.
2-Pyridone (2-oxopyrimidine) forms hydrogen-bonded complexes with dicarboxylic acids, the molar ratio of 2-pyridone/dicarboxylic acid being 2:1 for the complexes with oxalic acid (ethanedioic acid), 2C(5)H(5)NO.C(2)H(2)O(4), (I), and trans-beta-hydromuconic acid (trans-hex-3-enedioic acid), 2C(5)H(5)NO.C(6)H(8)O(4), (II), and 1:1 for the complexes with trans-glutaconic acid (trans-pent-2-enedioic acid), C(5)H(5)NO.C(5)H(6)O(4), (III), and L-tartaric acid (L-2,3-dihydroxybutanedioic acid), C(5)H(5)NO.C(4)H(6)O(6).H(2)O, (IV). Common features in the hydrogen-bonding patterns were found for the centrosymmetric and non-centrosymmetric acids, respectively. The 2-pyridone molecule takes the lactam form in these crystals.
Kashino
S
S
Department of Chemistry, Faculty of Science, Okayama University, Tsushima, Okayama 700-8530, Japan. kashinos@cc.okayama-u.ac.jp
Fukunaga
T
T
Izutsu
H
H
Miyashita
S
S
D018360:Crystallography, X-Ray; D003998:Dicarboxylic Acids / Q000737:chemistry*; D006860:Hydrogen Bonding; D015394:Molecular Structure; D011728:Pyridones / Q000737:chemistry*
D003998:Dicarboxylic Acids; D011728:Pyridones; C017679:2-hydroxypyridine