Chlorido{2-[(dimethylamino)methyl]phenyl-κ2 C 1,N}(1-methyl-1H-imidazole-κN 3)palladium(II)

In the title compound, [Pd(C9H12N)Cl(C4H6N2)], which was synthesized from the reaction of 1-methylimidazole with dimeric dichloridobis[2-(dimethylamino)benzyl]palladium(II), the ring-deprotonated N,N-dimethylbenzylamine ligand acts in a C,N-bidentate fashion. The dihedral angle between the ring of the 1-methylimidazole ligand and the palladacycle plane is 57.88 (16)°. The two N atoms from the N,N-dimethylbenzylamine and 1-methylimidazole ligands are trans coordinated to the PdII atom.

In the title compound, [Pd(C 9 H 12 N)Cl(C 4 H 6 N 2 )], which was synthesized from the reaction of 1-methylimidazole with dimeric dichloridobis[2-(dimethylamino)benzyl]palladium-(II), the ring-deprotonated N,N-dimethylbenzylamine ligand acts in a C,N-bidentate fashion. The dihedral angle between the ring of the 1-methylimidazole ligand and the palladacycle plane is 57.88 (16) . The two N atoms from the N,Ndimethylbenzylamine and 1-methylimidazole ligands are trans coordinated to the Pd II atom.

Experimental
Crystal data [Pd(C 9   Our interest in studying relative binding affinities of soft metal centers for ligands of moderate and weak donor power using 19 F and 31 P NMR spectroscopy (Hoffman et al., 2009) to monitor ligand-substitution equilibria led us to prepare the title complex (I), whose structure is shown in Figure 1. Suitable single crystals were grown from vapor diffusion of heptane into a solution of the 1-methylimidazole complex at room temperature. All four Pd-ligand bond lengths were similar to those reported for other (κ 2 -dmba)Pd(L)Cl structures, especially those for the two pyridine-family complexes (Lu et al., 2005;Fun et al., 2006). The angle between the imidazole ring and the palladacycle plane (Pd1-N2-C1-C2-C7) in I is 57.88 (16)°, on par with the 49.2° angle between the pyridine and palladacycle rings in (κ 2 -dmba)Pd(py)Cl (Lu et al., 2005). However, both these angles are quite smaller than the comparable dihedral angles in (κ 2 -dmba)Pd(dmap)Cl (dmap

Experimental
To a solution of 0.100 mmol [(κ 2 -C 9 H 12 N)PdCl] 2 (Sigma-Aldrich) in 2.0 ml e thanol-free reagent chloroform (Fisher) in a 10-ml glass vial was added with stirring 0.200 mmol neat 1-methylimidazole (Sigma-Aldrich). The resulting pale-yellow solution was subjected to vapor diffusion with 30 ml heptane (Fisher reagent) at room temperature for 3 days. The small amount of liquid remaining was removed by disposable glass pipet from the resulting off-white needles, and the crystals were washed twice with 5.0 ml of hexanes (Fisher reagent). All reagents and solvents were used as received. The desired needles were removed from the vial and air-dried overnight in the dark (94% yield).
supplementary materials sup-2 Refinement Hydrogen atoms were placed in calculated positions and allowed to ride during subsequent refinement, with U iso (H) = 1.2U eq (C) and C-H distances of 0.93 Å for the ring H atoms, U iso (H) = 1.2U eq (C) and C-H distances of 0.97 Å for the methylene H atoms, and U iso (H) = 1.5U eq (C) and C-H distances of 0.96 Å for the methyl H atoms. Fig. 1. A thermal ellipsoid plot (50%) of I showing the labeling scheme.

Special details
Geometry. All e.s. 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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å 2 )
x y z U iso */U eq