Bis(ferrocenecarbaldehyde 4-methylthiosemicarbazonato-κ2 N 1,S)zinc(II) methanol solvate

In the title compound, [Fe2Zn(C5H5)2(C8H9N3S)2]·CH3OH, the dihedral angles between the substituted and unsubstituted cyclopentadienyl rings are 89.34 (8) and 85.73 (9)°, respectively. The two Zn/S/C/N/N five-membered rings adopt envelope conformations, with the ZnII atom at the flap. Each methanol solvent molecule is linked to three ferrocene groups via intermolecular O—H⋯N, N—H⋯O and C—H⋯O hydrogen bonds. The crystal structure is further consolidated by C—H⋯π interactions.

In the title compound, [Fe 2 Zn(C 5 H 5 ) 2 (C 8 H 9 N 3 S) 2 ]ÁCH 3 OH, the dihedral angles between the substituted and unsubstituted cyclopentadienyl rings are 89.34 (8) and 85.73 (9) , respectively. The two Zn/S/C/N/N five-membered rings adopt envelope conformations, with the Zn II atom at the flap. Each methanol solvent molecule is linked to three ferrocene groups via intermolecular O-HÁ Á ÁN, N-HÁ Á ÁO and C-HÁ Á ÁO hydrogen bonds. The crystal structure is further consolidated by C-HÁ Á Á interactions.

S1. Comment
As a continuation of our research related to ferrocenyl thiosemicarbazones and its metal complexes, herein we report the synthesis and crystal structure of a Zn II complex formed with formylferrocene 4-methylthiosemicarbazone.

S3. Refinement
N-bound and O-bound H atoms were located in a difference Fourier map and refined as riding with the parent atom with an isotropic thermal parameter 1.2 and 1.5 times, respectively, that of the parent atom. All other H atoms were placed in calculated positions, with C-H = 0.93-0.98 Å, and refined using a riding model, with U iso (H) = 1.2 or 1.5 U eq (C). A rotating-group model was applied for the methyl groups. The maximum and minimum residual electron density peaks of supporting information 1.63 and -0.33 eÅ -3 , respectively, were located at 0.80 Å and 0.36 Å from the Fe2 and H27B atoms, respectively.

Figure 1
The molecular structure of the title compound, showing 50% probability displacement ellipsoids and the atom-numbering scheme.  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.

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