Cyclolinopeptide K butanol disolvate monohydrate

The title compound, C56H83N9O11S center dot 2C(4)H(10)O center dot H2O, is a butanol-water solvate of the cyclolinopeptide cyclo(Metsulfone(1)-Leu(2)-Ile(3)-Pro(4)-Pro(5)-Phe(6)-Phe(7)-Val(8)-Ile(9)) (henceforth referred to as CLP-K) which was isolated from flax oil. All the amino acid residues are in an l configuration based on the CORN rule. The cyclic nonapeptide exhibits eight trans peptide bonds and one cis peptide bond observed between the two proline residues. The conformation is stabilized by an alpha- and a beta-turn, each containing an N-H center dot center dot center dot O hydrogen bond between the carbonyl group O atom of the first residue and the amide group H atom of the fourth (alpha-turn) and the third residue (beta-turn), repectively. In the crystal, the components of the structure are linked by intermolecular N-H center dot center dot center dot O and O-H center dot center dot center dot O hydrogen bonds into a two-dimensional network parallel to (001). The -C(H-2)OH group of one of the butanol solvent molecules is disordered over two sets of sites with refined occupancies of 0.863 (4) and 0.137 (4).