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Solid-State Conformational Flexibility at Work: Energetic Landscape of a Single Crystal-to-Single Crystal Transformation in a Cyclic Hexapeptoid

Giovanni Pierri, Marta Corno, Eleonora Macedi, Maria Voccia, Consiglia Tedesco

2021Crystal Growth & Design16 citationsDOIOpen Access PDF

Abstract

. By conformational energy and lattice energy calculations, we demonstrate that the dramatic side-chain movement is a peculiar feature of the solid-state assembly and is determined by a backbone conformational change that leads to stabilizing CH···OC backbone-to-backbone interactions tightening the framework upon acetonitrile release. Weak interactions as CH···OC and CH-π bonds with the guest molecules are able to reverse the transformation, providing the energy contribution to unzip the framework. We believe that the underlined mechanism could be used as a model system to understand how external stimuli (as temperature, humidity, or volatile compounds) could determine conformational changes in the solid state.

Topics & Concepts

ChemistryAcetonitrilePropargylCrystallographySide chainSingle crystalMoleculeCrystal structureConformational changeStereochemistryOrganic chemistryPolymerCatalysisCrystallography and molecular interactionsChemical Synthesis and AnalysisProtein Structure and Dynamics
Solid-State Conformational Flexibility at Work: Energetic Landscape of a Single Crystal-to-Single Crystal Transformation in a Cyclic Hexapeptoid | Litcius