Abstract

Continuing our search for new compounds which function as lattice inclusion hosts, the thia-substituted diquinoline derivatives 5 and 6 have been synthesised and the X-ray structures of (5)₆·(CH₃OH) and (6)·(benzene) determined. A literature survey on the thioether–1,3-peri aromatic hydrogen interaction reveals that this is reasonably common, but neither crystal structure contains this motif despite expectations from our earlier work on the oxygenated analogues 3 and 4. It is also significant that the commonly observed edge–edge aryl C–H⋯N dimer motif is absent in (5)₆·(CH₃OH) and only present in (6)·(benzene) as an ineffectual, long-range contact. Instead, opposite host enantiomers in (5)₆·(CH₃OH) are linked through aza–1,3-peri aromatic hydrogen interactions, and the prevalence of this motif in the literature is also surveyed. Six molecules of 5 surround the methanol guest which is disordered on a site. The benzene molecules in (6)·(benzene) assemble by means of aryl edge–face interactions to produce parallel columns. This arrangement is the same as part of the lattice structure in solid benzene.