Synthesis and crystal structure of two new macrocyclic phosphoramidates containing glycine ethyl ester and 2,5-diaryl-1,3,4-oxadiazole

Citation
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
Citations number
18
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
JOURNAL OF MOLECULAR STRUCTURE
ISSN journal
0022-2860 → ACNP
Volume
561
Issue
1-3
Year of publication
2001
Pages
145 - 152
Database
ISI
SICI code
0022-2860(20010412)561:1-3<145:SACSOT>2.0.ZU;2-#
Abstract
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.