N-(Phosphonomethyl)glycine, glyphosate, reacts with bis(tributyltin) oxide
to form a ligand-tin (1:3) complex in which all five O atoms are coordinate
d to tin. The complex, [Sn-3(C4H9)(9)(C3H5NO5P)], is polymeric, with the gl
yphosate and two tributyltin groups forming a two-dimensional network and w
ith 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 a
toms in the axial positions and C atoms in the equatorial positions; the pe
ndant tributyltin group is tetrahedrally coordinated to one O atom and to t
hree butyl groups. Sn-O distances vary from 2.030 (3) to 2.408 (3) Angstrom
. The Sn-O distances for O atoms trans to carboxylate groups are shorter th
an those trans to phosphonate groups and d(Sn-O) decreases with increasing
d(C/P-O) (Delta (Sn-O) similar or equal to -4.6 Delta (C/P-O)). The amino N
atom in the ligand is neither protonated nor involved in coordination to t
he Sn atoms.