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Right- and left-handed polyproline type I helices in cyclic dodecapeptoids are observed by single crystal X-ray diffraction. Five consecutive  cis  residues bridged by  trans  residues are stabilized by backbone CO⋯CO interactions and CO⋯HC hydrogen bonds; intramolecular backbone-to-side chain C5 CO⋯HC hydrogen bonds also emerge as a stabilizing factor.

Right- and left-handed PPI helices in cyclic dodecapeptoids