This report describes the synthesis and structural features of supramolecular assemblies of s-hydrindacene (1,2,3,5,6,7-hexahydro-s-indacene), such as macrocycles with directionally persistent peripheral functionality, allosteric receptors, adrenaline receptors, and rotaxane molecular shuttles. These hydrindacene-based assemblies also exhibit allostericity due to induced polarization of amides or to entropy-driven switching between the imine and hydrogen bonds.
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