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A hybrid [beta][gamma] dipeptide, Boc-Ant-Gpn-OMe, adopts a folded conformation stabilized by intra­molecular six- (C6) and seven-membered (C7) hydrogen bonds, together with weak C-H...O and C-H...[pi] inter­actions, resulting in a ribbon-like structure.

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Three butyl­idene-linker models have been designed and synthesized. They show intra­molecular folding in solution and also, more importantly, in the solid state. These folded conformations in the solid are mainly stabilized by inter­actions between arene groups.

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An unusual trans-gauche (tg-) conformation of the gabapentin residue is stabilized by weak intra­molecular inter­actions in the crystal structure of Pyr-Gpn-NH-NH-Pyr monohydrate.
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