A hydrogen-bonded 'trimer' of two symmetric dipyridones.
The isomers 3,3'-(1,2-ethynediyl)bis(2-pyridone), (I), and 6,6'-(1,2-ethynediyl)bis(2-pyridone), (II), were designed to form a hydrogen-bonded pair through alignment of their complementary cyclic lactam moieties. Instead, an equimolar mixture of (I) and (II) dissolved in methanol produced crystals of 3,3'-(1,2-ethynediyl)bis(2-pyridone)-6,6'-(1,2-ethynediyl)bis(2-pyridone)-methanol (1/2/2), 0.5C(12)H(8)N(2)O(2) x C(12)H(8)N(2)O(2) x CH(4)O, in which one molecule of (I), situated at a center of symmetry, is hydrogen bonded to two molecules of (II) and to two molecules of methanol.
Department of Chemistry and Biochemistry, University of California, Los Angeles, CA 90095-1569, USA. maverick@chem.ucla.edu
E F
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Maverick
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Wash
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Lightner
D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D008958:Models, Molecular; D008968:Molecular Conformation; D011728:Pyridones / Q000737:chemistry*; D013237:Stereoisomerism
D011728:Pyridones