Cyclo(<scp>L</scp>-leucyl-α,β-dehydrophenylalanine): the first diketopiperazine containing an α,β-dehydrophenylalanine residue

TL;DRAbstract

The title compound (systematic name: 3-benzylidene-6-isobutylpiperazine-2,5-dione), C15H18N2O2, an alpha,beta-dehydrophenylalanine containing diketopiperazine, crystallizes in the space group P1 with two molecules in the asymmetric unit arranged antiparallel to one another. The alpha,beta-dehydrophenylalanine (DeltaPhe) residue in this cyclic peptide retains its planarity but deviates from the standard conformations observed in its linear analogues. Each type of molecule forms a linear chain with molecules of the same type via pairwise N-H...O hydrogen bonds, while weaker C-H...O interactions link the chains together to form a three-dimensional network.

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