Crystal structure of a tripeptide biphenyl hybrid C(50)H(56)N(6)O(10)·0.5H(2)O

A peptide biphenyl hybrid compound {systematic name: dimethyl 2,2′-[((2S,2′S)-2,2′-{[(2S,2′S)-1,1′-([1,1′-biphen­yl]-2,2′-dicarbon­yl)bis­(pyrrolidine-1,2-diyl-2-carbon­yl)]bis­(aza­nedi­yl)}bis­(3-phenyl­propano­yl))bis­(aza­nedi­yl)](2S,2′S)-dipropionate hemihydrate}, C(50)H(56)N(6)O(10)·0.5H(2)O, was prepared by coupling of [1,1′-biphen­yl]-2,2′-dicarbonyl dichloride, tri­ethyl­amine and the tripeptide Pro–Phe–Ala in CH(2)Cl(2) at 273 K under an N(2) atmosphere. In the crystal, the asymmetric unit contains the peptide biphenyl hybrid accompanied by one-half of a water mol­ecule. A C atom of one of the proline rings is disordered between two positions in a 0.746 (11):0.254 (11) ratio. An important structural aspect of peptide compounds is their capacity to self-associate mediated by inter­molecular and intra­molecular hydrogen bonding. This characteristic can be useful in understanding the inter­actions between peptides and biomacromolecular targets, as well as to explain peptide properties.