Crystal structure of 2-{(R)-1-hydroxy-1-[(2S)-1-tritylaziridin-2-yl] methyl}acrylate and spectroscopic properties of the (R,S) and (S,S) stereoisomers
Moers FG, Nayak SK, de Gelder R, Smits JMM, Thijs L, Zwanenburg B
JOURNAL OF CHEMICAL CRYSTALLOGRAPHY
29 (9): 1053-1056 SEP 1999


Abstract:
The crystal and molecular structure of 2-{(R)-1-Hydroxy-1-[(2S)-1-tritylaziridin-2-yl]methy-1}acrylate is described. Crystal data: C26H25NO3, orthorhombic, space group P2(1)2(1)2(1), a = 9.6954(5), b = 13.1458(5), c = 16.7885(7) Angstrom, V = 2139.8(2) Angstrom(3), Z = 4. The (R,S) diastereomer shows an intramolecular hydrogen bonding N ... H-O under formation of a five-membered ring with N ... O distance of 2.664 Angstrom. IR, H-1 NMR and C-13 NMR data are discussed. The H-1 NMR of the (R,S) diastereomer shows a singlet - whereas the (S,S) diastereomer exhibits a doublet-pattern for the hydroxyl proton.