Bis[2-(butyliminomethyl)-4-chlorophenolato]iron(II)

In the title compound, [Fe(C11H13ClNO)2], the FeII atom is four-coordinated in a square-planar geometry by the O and N atoms of two 2-(butyliminomethyl)-4-chlorophenolate Schiff base ligands.

In the title compound, [Fe(C 11 H 13 ClNO) 2 ], the Fe II atom is four-coordinated in a square-planar geometry by the O and N atoms of two 2-(butyliminomethyl)-4-chlorophenolate Schiff base ligands.

Experimental
Crystal data [Fe(C 11
The Fe II atom in (I) is four-coordinated by two O and two N atoms from two Schiff base ligands, forming a squareplanar geometry. The dihedral angle between the two benzene rings is 8.2 (3) °. The coordinate bond distances and angles (Table 1) are comparable to the values observed in other similar iron(II) complexes (Chen & Wang, 2006;Chen et al., 2007;Ran et al., 2006;Ye et al., 2007).

S2. Experimental
5-Chlorosalicylaldehyde (31.2 mg, 0.2 mmol), butylamine (14.6 mg, 0.2 mmol), and FeCl 2 (12.6 mg, 0.1 mmol) were dissolved in methanol (30 ml). The mixture was stirred for 30 min at room temperature in an atmosphere of argon. The resulting solution was left in air for a few days, yielding brown crystals.

S3. Refinement
H atoms were placed in idealized positions and constrained to ride on their parent atoms with C-H distances in the range 0.93-0.97 Å, and with U iso (H) set at 1.2U eq (C) and 1.5U eq (methyl C).  The structure of (I) showing 30% probability displacement ellipsoids and the atom-numbering scheme.

Bis[2-(butyliminomethyl)-4-chlorophenolato]iron(II)
where P = (F o 2 + 2F c 2 )/3 (Δ/σ) max < 0.001 Δρ max = 0.91 e Å −3 Δρ min = −0.80 e Å −3 Extinction correction: SHELXL97 (Sheldrick, 2008), Fc * =kFc[1+0.001xFc 2 λ 3 /sin(2θ)] -1/4 Extinction coefficient: 0.027 (4) Special details Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s 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 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.