Date Published: June 01, 2012
Publisher: International Union of Crystallography
Author(s): Elisabeth Philippe, Eric Manoury, Jean-Claude Daran.
In the title compound, [Fe(C20H21NPS)(C17H14PS)]·CH2Cl2, both cyclopentadienyl (Cp) rings constituting the ferrocene unit are substituted by a sulfur-protected diphenylphosphine. One of the Cp ligands is additionally substituted by a dimethylaminomethyl group causing the chirality of the molecule. Surprisingly, although the synthetic procedure yielded the title compound as a racemic mixture, the reported crystal is enantiomerically pure with the R absolute configuration. The dimethylamino group is exo with respect to the Cp ring. Both diphenylthiophosphine groups are trans with respect to the centroid–Fe–centroid direction. Weak intramolecular C—H⋯S and C—H⋯π interactions between symmetry-related molecules are observed. The contribution of the disordered solvent was removed from the refinement using SQUEEZE in PLATON [Spek (2009 ▶). Acta Cryst. D65, 148–155].
For related 1,1′-bis(diphenylthiophosphino)ferrocene structures, see: Fang et al. (1995 ▶); Pilloni et al. (1997 ▶) and for a related dimethylethylaminoferrocene structure, see: Mateus et al. (2006 ▶). For the chemistry of related ferrocenyl compounds, see: Audin et al. (2010 ▶); Debono et al. (2010 ▶); Diab et al. (2008 ▶); Le Roux et al. (2007 ▶); Malacea et al. (2006a ▶,b ▶); Routaboul et al. (2005 ▶, 2007 ▶).