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From a Binary to a Quaternary Cocrystal: An Unusual Supramolecular Synthon
Author(s) -
Paul Mithun,
Desiraju Gautam R.
Publication year - 2019
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201904339
Subject(s) - cocrystal , synthon , chemistry , phenazine , supramolecular chemistry , crystal engineering , stoichiometry , ternary operation , crystallography , linker , acridine , molecule , stereochemistry , combinatorial chemistry , crystal structure , organic chemistry , hydrogen bond , computer science , programming language , operating system
Formation of a stoichiometric quaternary cocrystal consisting of resorcinol ( RES ), tetramethylpyrazine ( TMP ), phenazine ( PHE ) and pyrene ( PYR ) is described. A closed tetrameric resorcinol‐heterocycle synthon, unusual in that it has two different linker bases rather than just one, is observed in this four‐component solid. The tetrameric synthon is formed by two RES molecules and the two pyridine bases TMP and PHE . The stoichiometric quaternary cocrystal grows in an epitaxial fashion on the surfaces of a RES.PHE binary cocrystal which is initially obtained from the mother liquor. By indexing the common crystal faces of the binary and quaternary cocrystals, and noting that no ternary solid is obtained, a plausible mechanism has been proposed for the formation of this rare supramolecular architecture.