Co-Crystallisation of 1,4-Diiodotetrafluorobenzene with Three Different Symmetric Dipyridylacetylacetone Isomers Produces Four Halogen-Bonded Architectures

Joshua J. Brown, Aidan J. Brock, Michael C. Pfrunder, Julia P. Sarju, Abigail Z. Perry, Adrian C. Whitwood, Duncan W. Bruce, John C. McMurtrie*, Jack K. Clegg

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

The co-crystallisation behaviour of three symmetrical dipyridylacetylacetone ligands (1,3-di(2-pyridyl)-1,3-propanedione (o-bppdH), 1,3-di(3-pyridyl)-1,3-propanedione (m-bppdH), and 1,3-di(4-pyridyl)-1,3-propanedione (p-bppdH)), with the linear halogen-bond donor 1,4-diiodotetrafluorobenzene (1,4-DITFB) has been investigated. The reaction of these components under ambient conditions in a 1:1 stoichiometry produced four halogen-bonded assemblies ([o-bppdH.1,4-DITFB, [m-bppdH.1,4-DITFB], [2(m-bppdH).1,4-DITFB], and [p-bppdH.1,4-DITFB]). The combination of multiple supramolecular interactions including halogen bonding, hydrogen bonding, and π-stacking produces a range of supramolecular architectures, including one-, two-, and three-dimensional motifs. The crystal structure of m-bppdH is also reported.

Original languageEnglish
Pages (from-to)594-600
Number of pages7
JournalAustralian Journal of Chemistry
Volume70
Issue number5
DOIs
Publication statusPublished - 13 Feb 2017

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