tert-Butyl (3S,6R,9R)-(5-oxo-3-[[1(R)-phenylethyl]carbamoyl]-1,2,3,5,6,7,8,8a-octahydroindolizin-6-yl)carbamate monohydrate at 95 K.
The asymmetric unit of the title compound, C(22)H(31)N(3)O(4).H(2)O, incorporates one water molecule, which is hydrogen bonded to the 3-oxo O atom of the indolizidinone system. The two rings of the peptidomimetic molecule are trans-fused, with the six-membered ring having a slightly distorted half-chair conformation and the five-membered ring having a perfect envelope conformation. The structure is stabilized by intermolecular O-H...O interactions between the water and adjacent peptide molecules, and by N-H...O interactions between the peptide molecules, which link the molecules into infinite chains.
Soave
Raffaella
R
Istituto di Scienze e Tecnologie Molecolari, Consiglio Nazionale delle Ricerche, Via C. Golgi 19, I-20133 Milano, Italy. r.soave@istm.cnr.it
Destro
Riccardo
R
D002219:Carbamates / Q000737:chemistry*; D018360:Crystallography, X-Ray; D015195:Drug Design; D006860:Hydrogen Bonding; D007212:Indolizines / Q000737:chemistry*; D008958:Models, Molecular
D002219:Carbamates; D007212:Indolizines; C467400:tert-butyl-(3,6,9)-(5-oxo-3-((1-phenylethyl)carbamoyl)-1,2,3,5,6,7,8,8a-octahydroindolizin-6-yl)carbamate monohydrate