Diisopropyl [(benzoylamino)(phenyl)methyl]phosphonate

Abstract

The title compound, C20H26NO4P, has been obtained by the reaction of benzoyl chloride and diisoprop­yl[amino­(phen­yl)meth­yl]phospho­nate. The dihedral angle between the planes of the benzoyl­amino group and the phenyl ring is 77.0 (2)°. The crystal structure is stabilized by strong inter­molecular N—H⋯O hydrogen bonds between the doubly bonded phosphoryl O atom and the amide N atom which link the mol­ecules into pairs about a center of symmetry.

Dimethyl [(4-fluorophenyl)(6-methoxybenzothiazol-2-ylamino)methyl]phosphonate

“…The P atom exhibits a distorted tetrahedral configuration because the bond angles of O2-P1-O3 = 116.07 (11) ° and O2-P1-O4 = 114.04 (10) ° are significantly larger than that of O3 -P1-O4 = 103.65 (10) °. The P1-C8 = 1.807 (2) Å is similar to the corresponding P-C value of 1.809 (3) Å found in diisopropyl [(benzoylamino)(phenyl)methyl] phosphonate (Fang et al, 2009) and a little shorter than normal P-C single bond length of 1.850 Å (Chen et al, 1987). The C5-N1 = 1.355 (3) Å is remarkably shorter than normal C-N 1.471 3Å (Alvarez et al, 2005) and close to the C = N = 1.343 (2) Å, similar to the corresponding bond length of 1.358 (3) Å of the 2-(1-piperidinyl)-1,3-benzothiazole (Alvarez et al, 2005).…”

“…For activities of -aminophosphonate derivatives containing an F atom and benzothiazole or iaoxazole units, see: Yang et al (2005); Song et al (2005); Jin et al (2006). For related structures, see: Fang et al (2009); Yang et al (2005); Jin et al (2006); Song et al (2005); Alvarez et al (2005); Chen & Li (1987); Li et al (2008). Hydrogen-bond geometry (Å , ).…”