Bis{2-[(E)-(4-fluorobenzyl)iminomethyl]-6-methoxyphenolato}palladium(II)

In the title compound, [Pd(C15H13FNO2)2], the PdII atom is tetracoordinated by two N atoms and two O atoms from the two 2-[(4-fluorobenzyl)iminomethyl]-6-methoxyphenoxy ligands, forming a square-planar geometry. The two N atoms and the two O atoms around the PdII atom are trans to each other. The dihedral angle between the two fluoro-substituted benzene rings is 39.03 (6)°. The molecular structure is stabilized by an intramolecular C—H⋯O hydrogen bond. In the crystal, weak intermolecular C—H⋯π interactions occur.

In the title compound, [Pd(C 15 H 13 FNO 2 ) 2 ], the Pd II atom is tetracoordinated by two N atoms and two O atoms from the two 2-[(4-fluorobenzyl)iminomethyl]-6-methoxyphenoxy ligands, forming a square-planar geometry. The two N atoms and the two O atoms around the Pd II atom are trans to each other. The dihedral angle between the two fluoro-substituted benzene rings is 39.03 (6) . The molecular structure is stabilized by an intramolecular C-HÁ Á ÁO hydrogen bond. In the crystal, weak intermolecular C-HÁ Á Á interactions occur.
Experimental (E)-2-[(4-fluorobenzyl)iminomethyl]-6-methoxyphenol (0.5196 g, 2 mmol) and palladium acetate (0.2249 g, 2 mmol) was each dissolved separately in acetonitrile (5 ml). The two solutions were then mixed and stirred under reflux for 4 hours upon which a brown precipitate was formed. It was isolated by gravity filtration, washed with cold acetonitrile and air dried at room temperature. The solid product was recrystallized from chloroform yielding yellow crystals (yield 97.1%, m.p.

Refinement
All hydrogen atoms were positioned geometrically (C-H = 0.95-0.99 Å) and were refined using a riding model, with U iso (H) = 1.2 or 1.5U eq (C). A rotating group model was applied to the methyl groups. There exists a pseudo-symmetry supplementary materials sup-2 relation in the molecule that is broken by the deviating orientation of the fluorophenyl rings. The highest residual electron density peak and the deepest hole are located 0.68 and 0.65 Å, respectively, from atom Pd1. Fig. 1. The molecular structure of the title compound, showing 30% probability displacement ellipsoids and the atom-numbering scheme.

Special details
Experimental. The crystal was placed in the cold stream of an Oxford Cryosystems Cobra open-flow nitrogen cryostat (Cosier & Glazer, 1986) operating at 100.0 (1) K.
Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > 2σ(F 2 ) is used only for calculating Rfactors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.