Received 18 October 2011
The title compound, [Fe(C5H5)(C17H16N3O2)], crystallizes with an essentially eclipsed conformation of the cyclopentadienyl (Cp) rings. The unsubstituted ring is disordered over two positions with the major component being present 90 (1)% of the time. The substituted Cp ring, the pyrazole ring and three atoms of the ethoxycarbonyl group form a conjugated -system. These 13 atoms are coplanar within 0.09 Å.
For the preparation of (pyrazol-1-ylmethyl)pyridine compounds, see: House et al. (1986). For modification of the chemistry of metal (pyrazol-1-ylmethyl)pyridine compounds due to the substituents on the pyrazolyl ring, see: Ojwach et al. (2007, 2009). Typical structural parameters were confirmed by a Mogul geometry check, see: Bruno et al. (2002). Fe(II)-centroid distances for related compounds were found in the Cambridge Structural Database, see: Allen (2002). For discussion of the twinning of a nickel complex utilizing (3-ferrocenyl-5-ethylcarboxylate-pyrazolyl-1-yl-methyl)pyridine as a ligand, see: Guzei et al. (2012).
Data collection: APEX2 (Bruker, 2011); cell refinement: SAINT-Plus (Bruker, 2011); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL, OLEX2 (Dolomanov et al., 2009), FCF_filter (Guzei, 2007) and INSerter (Guzei, 2007); molecular graphics: SHELXTL and DIAMOND (Brandenburg, 1999); software used to prepare material for publication: SHELXTL, publCIF (Westrip, 2010) and modiCIFer (Guzei, 2007).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: IM2331 ).
We are grateful for financial support for this work through a postdoctoral fellowship to AM by the National Research Foundation (NRF) and the NRF-DST Centre of Excellence in Catalysis (c*change).
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