Six novel halogen-bonded
cocrystals of 1,3,5-triiodo-2,4,6-trifluorobenzene
with three structural isomers of benzoylpyridine have been synthesized
mechanochemically and by crystallization from solution, five of which
were structurally characterized. In four cocrystals, benzoylpyridine
is a ditopic halogen-bond acceptor participating in halogen bonding
with both pyridine nitrogen and carbonyl oxygen atoms, while in one
cocrystal, only the I···N halogen bond has formed.
In general, the I···N halogen bonds are shorter than
I···O interactions, except in the cocrystals with 2-benzoylpyridine.
The N and O halogen-bond acceptor sites were evaluated using calculated
molecular electrostatic potentials (MEPs) and binding energies of
both I···N and I···O halogen-bonded
dimers in the gas phase.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.