Chlorido[2-({[2-(diphenylphosphanyl)benzylidene]amino}methyl)thiophene-κ2 N,P]methylpalladium(II)

In the title compound, [Pd(CH3)Cl(C24H20NPS)], the PdII ion is coordinated in a distorted square-planar environment which includes the P and N atoms of the bis-chelating ligand. The thiophene ring is rotationally ordered, unlike in the majority of crystal structures containing this group.

In the title compound, [Pd(CH 3 )Cl(C 24 H 20 NPS)], the Pd II ion is coordinated in a distorted square-planar environment which includes the P and N atoms of the bis-chelating ligand. The thiophene ring is rotationally ordered, unlike in the majority of crystal structures containing this group.

Experimental
Crystal data [Pd(CH 3  for C-C coupling reactions in organic synthesis (Reddy et al., 2001;Pelagatti et al., 2005). They are better utilized for aromatic carbon coupling type of reactions due to their reaction mode. Basically, the iminophosphine ligand possesses hard nitrogen and soft phosphorus donor atoms that impart the unique property of hemilability. The N-P combination brings about asymmetry in the Pd orbitals thereby affecting the reactivity of a complex. An investigation of the catalytic mechanism revealed that the hemilabile ligand present in the complex is accountable for the catalytic cycle because it allows the inflection of the steric properties around Pd, which determines the activity and selectivity parameters of the complexes containing these ligands (Espinet & Soulantica, 1999;Onani et al., 2010;Vaughan et al., 2011). The title compound is a bidentate and bulky complex that should be highly active for C-C coupling studies. Some of these types [90.23 (6)°] describe a distorted square planar coordination geometry around the metal center.

Experimental
Pd(COD)ClMe (0.0545 g, 0.206 mmol) was added to a Schlenk tube charged with 15 ml of CH 2 Cl 2 /Et 2 O solution (1:2). A ligand of 2-(diphenylphosphino)benzyl-2-thiophenemethylimine (0.0762 g, 0.206 mmol) was dissolved separately in 2 ml dichloromethane and the resultant solution was added dropwise to a Schlenk tube containing the metal precursor. The reaction mixture was stirred at room temperature for 8 hrs, resulting in the formation of a white precipitate. This precipitate was filtered to obtain a white solid, which formed shiny white crystals suitable for X-ray analysis when recrystallized from a mixture of a minimum amount of CH 2 Cl 2 and an excess of C 6 H 14 .

Refinement
All H atoms were found in electron density difference maps. Subsequently, the methyl H atoms were placed in ideally staggered positions with C-H distances of 0.98 Å and U iso (H) = 1.5U eq (C). The methylene, methine, phenyl and thiophenyl H atoms were placed in geometrically idealized positions and constrained to ride on their parent C atoms with C -H distances of 0.99, 1.00, 0.95, and 0.95 Å respectively, and U iso (H) = 1.2U eq (C). The low fraction of data collected may affect the precision of the structure.

Figure 1
The molecular structure of (I). Displacement ellipsoids are drawn at the 40% probability level for non-H atoms.

Chlorido[2-({[2-(diphenylphosphanyl)benzylidene]amino}methyl)thiophene-κ 2 N,P]methylpalladium(II)
Crystal data 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 R-factors(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.