Synthesis and crystal structure of N-(6-methoxylbenzothiazol-2-yl)-1-(4-fluorophenyl)-O,O-dipropyl-α-aminophosphonate

Molecular and crystal structure of N-(6-methoxybenzothiazol-2-yl)-1-(4-fluorophenyl)O,O-dipropyl-alpha-aminophosphonate, C21H26FN2O4PS, have been determined by single-crystal X-ray diffraction study. The title compound is tetragonal, with a = 21.35(3) angstrom, c = 20.16(5) angstrom, Z = 16, D-x = 1.308 Mg/m(3), mu(MoK alpha) = 0.247 mm(-1), and space group is I4(1)/a. The structure was solved by direct method and refined to a final R = 0.0687 for 2370 reflections with I > 2 sigma (I). The compound shows a fully delocalized benzothiazole system with a sp(2) hybridization of the N(2). There is a strong intermolecular hydrogen bond between P=O and NH. The crystal structure is stabilized by a strong intermolecular N-H center dot center dot center dot O hydrogen bond.