Can the property of molecular shape be used to advantage as a predictive tool for molecular assembly? While other contributors to self-assembly have been used with regularity, molecular topology's role in organizing supramolecular arrays has experienced limited attention. Quasiracemic materials – pairs of molecules that are near enantiomers - form due to the shape complementarity of the building blocks and offer important access to topology-directed self-assembly processes. This presentation describes the quasiracemic approach to molecular assembly using families of chiral carboxy arylamides and amino acid hydrogen oxylates. By varying the molecular framework and the attached pendant functional groups, outcomes from these studies provide a unique opportunity to explore the structural boundary of cocrystallization. This work takes a multipronged approach where crystallographic, lattice energy determinations, and hot stage techniques offer important views of the term isostructural and the structural features needed to assemble these bimolecular materials.

Structural diversity in quasiracemic molecular assemblies

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