Dm. Du et al., Synthesis and crystal structure of two new macrocyclic phosphoramidates containing glycine ethyl ester and 2,5-diaryl-1,3,4-oxadiazole, J MOL STRUC, 561(1-3), 2001, pp. 145-152
Two new isomeric macrocyclic phosphoramidates containing glycine ethyl eate
r and 2.5-diaryl-1,3,1-oxadiazole units were synthesized. The crystal struc
tures of trans-isomer I and a 1:1 inclusion compound (2a) of cis-isomer 2 w
ith acetone, were determined by X-ray single crystal diffraction analysis.
Compound 1 is centrosymmetric layer shape, one benzene ring is parallel wit
h another oxadiazole ring and the centroid-to-centroid distance D is 3.737
Angstrom. In contrast, compound 2 is L-shaped and the two oxadiazole rings
are almost perpendicular with a dihedral angle of 87.81 degrees. The phosph
oramidate molecules are self-associated by intermolecular N-H . . .O=P hydr
ogen bonds and intermolecular or intramolecular aromatic face-to-face pi-pi
interaction of aromatic rings. (C) 2001 Elsevier Science B.V. All rights r
eserved.