Abstract.M r = 262.3, orthorhombic, P21212~, Z = 8, a = 9.256(2), b = 10.154(2), c --27.420 (8)A, D c = 1.352 Mg m -3. R w = 0.039 for 1546 reflections with I > 2.5a(I), out of 3190 independent measurements. The benzyl group is a (pseudo-)axial substituent on the diketopiperazine ring and is folded above this ring in such a way that the overall distance is equal to the sum of the van der Waals values. The piperazine ring has a boat-like form. The molecules in the crystal occur as dimers formed through two hydrogen bridges. The geometry of the compound, also called cyclol-D-Phe-L-(yS) Pro-], is compared to cyclo (-D-Phe-L-Pro-).
The piperidine ring in the title compound is in the chair conformation, whereas the diketopiperazine ring has a boat form. The benzyl group is axially positioned and folded above the diketopiperazine ring. No dimerisation is observed.
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