Polymeric 3-(N-phosphonomethyl)glycinatotris(tri-n-butyltin)
Abstract
N-(Phosphonomethyl)glycine, glyphosate, reacts with bis(tributyltin) oxide to form a ligand-tin (1:3) complex in which all five O atoms are coordinated to tin. The complex, Sn3(C4H9)9(C3H5NO5P), is polymeric, with the glyphosate and two tributyltin groups forming a two-dimensional network and with the third Sn atom alternately above and below the plane of the net. The Sn atoms in the network have a trigonal-bipyramidal coordination, with O atoms in the axial positions and C atoms in the equatorial positions; the pendant tributyltin group is tetrahedrally coordinated to one O atom and to three butyl groups. Sn-O distances vary from 2.030 (3) to 2.408 (3) A. The Sn-O distances for O atoms trans to carboxylate groups are shorter than those trans to phosphonate groups and dSn-O decreases with increasing dC/P-O (Sn-O -4.6C/P-O). The amino N atom in the ligand is neither protonated nor involved in coordination to the Sn atoms.