Crystal Structure of and ab initio Calculations on [(C6H5)(CH3)CH-NH]P(O)(p-OC6H4CH3)2, Syntheses and Spectroscopic Characterization of N-Benzyl Phosphoramidic Acid (4-Methylphenyl)ester Derivatives

Abstract

Some new N-benzyl phosphoramidic acid (4-methylphenyl)ester derivatives were synthesized and<br><br>characterized by 1H, 13C, 31P NMR and IR spectroscopy and elemental analysis. The structure of<br><br>[(C6H5)(CH3)CH-NH]P(O)(p-OC6H4CH3)2 (2) was investigated. This compound exists in polymeric<br><br>zigzag chains in the crystalline lattice produced by hydrogen bonding built from two alternating<br><br>independent molecules. NMR data indicate two diastereotopic p-cresol groups as confirmed by Xray<br><br>crystallography. Ab initio calculations were performed on the geometry of compound 2 at the<br><br>UHF/6-311G∗∗ and B3LYP/6-311G∗∗ levels. The optimized structure of each independent molecule<br><br>contains two different p-cresol groups, in agreement with the experimental results.