Di-μ-chlorido-bis{[4-chloro-2-(dimethylaminomethyl)phenyl-κ2 C 1,N]palladium(II)}

The title compound, [Pd2(C9H11ClN)2Cl2], consists of two Pd atoms which are bridged by two Cl atoms, forming a centrosymmetric binuclear complex with a square-planar coordination for each of the Pd atoms. The Pd atom is chelated by one N and one C atom from a 4-chloro-2-(dimethylaminomethyl)phenyl ligand, forming a five-membered ring (N—Pd—C—C—C). In the crystal structure, weak C—H ⋯Cl hydrogen bonds link the molecules in rows.

The title compound, [Pd 2 (C 9 H 11 ClN) 2 Cl 2 ], consists of two Pd atoms which are bridged by two Cl atoms, forming a centrosymmetric binuclear complex with a square-planar coordination for each of the Pd atoms. The Pd atom is chelated by one N and one C atom from a 4-chloro-2-(dimethylaminomethyl)phenyl ligand, forming a fivemembered ring (N-Pd-C-C-C). In the crystal structure, weak C-H Á Á ÁCl hydrogen bonds link the molecules in rows.

Comment
Since the discovery of cyclopalladated complexes (CPCs) a half a century ago, these organometallic compounds have found a plethora of applications (Morales-Morales, 2007;Joshaghani et al., 2008;Xu et al., 2009). We have reported the crystal structures of chiral acetate-bridged binuclear cyclopalladated complexes and the application of some cyclopalladated complexes of tertiary arylamines in coupling reactions (Yang et al., 2002;Zheng et al., 2003). In order to compare the catalytic activities of different substituted tertiary arylamine palladacycles at the aromatic ring, we synthesized a series of these compounds by the reaction of 3-substituted N,N-dimethylbenzylaime with Li 2 PdCl 4 . Herein we report the structure of chloro The two Pd atoms were bridged by two Cl atoms, forming a diamond-planar geometry center ( Fig. 1). Each of the two Pd atoms was chelated by one N and one C atoms forming a five-member ring. In the crystal structure, weak C-H···Cl hydrogen bonds link the molecules in rows (Table 1, Fig. 2).
Experimental 3-Chloro-N,N-dimethylbenzylamine (3.0 mmol, 0.51 g) and the solution of Li 2 PdCl 4 (0.26 g, 1.0 mmol) in anhydrous methanol (10 ml) were mixed, and the mixture was stirred for 24 h at room temperature. The reaction mixture was filtered.
The yellowish solid was recrystallized with CH 2 Cl 2 to afford light yellowish crystal.

Refinement
H atoms were positioned with idealized geometry using a riding model [C-H = 0.93-0.97 Å]. All H atoms were refined with isotropic displacement parameters [set to 1.2 (1.5 for methyl) times of the U eq of the parent atom].

Special details
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.
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 > σ(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.