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Classical and Weak Hydrogen Bonding Interactions between 4,4 '-Bipyridine and Organic Acids: From Co-Crystal to Organic Complex

Lookup NU author(s): Gary Nichol, Emeritus Professor Bill CleggORCiD


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Reaction of 4,4'-bipyridine (4,4'-bipy) with barbituric (BAH), orotic (ORH), and uracil-5-carboxylic acids (U5CAH) yielded three new products, which have been characterized by single-crystal X-ray diffraction. The products include a co-crystal of neutral species with Z = 2 (4,4'-bipy/BAH), an organic complex ion pair (4,4'-bipy/ORH) and a compound containing both ionic and hydrogen-bonded neutral species (4,4'-bipy/U5CAH). Partial proton transfer is observed in both of the ionic cases, and in all three structures the crystal packing arrangement is such that weak hydrogen bonding, pi center dot center dot center dot pi and molecular dipole interactions are optimized.

Publication metadata

Author(s): Nichol GS, Clegg W

Publication type: Article

Publication status: Published

Journal: Crystal Growth & Design

Year: 2009

Volume: 9

Issue: 4

Pages: 1844-1850

ISSN (print): 1528-7483

ISSN (electronic): 1528-7505

Publisher: American Chemical Society


DOI: 10.1021/cg801028m


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