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Self-Assembling Organic Nanotubes from Enantiopure Cyclo-N,N′-Linked Oligoureas: Design, Synthesis, and Crystal Structure
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2002
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Crystal StructureSupramolecular AssemblyEngineeringMolecular Self-assemblySelf-assembling Organic NanotubesMolecular BiologyOrganic ChemistryChemistrySolid StateUrea FragmentsN′-linked OligoureasProtein FoldingBiophysicsConformational StudyMacromolecular ArchitectureEnantioselective SynthesisBiomolecular EngineeringOrganic Material ChemistryNatural SciencesSelf-assemblyAll-trans Planar Conformation
Square-shaped hydrogen-bonded polar nanotubes are formed when the C4-symmetrical all-S cyclotetraurea bearing side chains of alanine self-assembles in the solid state (see picture). The four urea fragments in the macrocyle present an all-trans planar conformation with an unidirectional alignment of all the carbonyl groups. The anisotropy is further maintained in the crystal as neighboring tubes are all arranged in the same direction.