(Ferrocenylmethyl)trimethylammonium perchlorate

The asymmetric unit of the title complex, [Fe(C5H5)(C9H15N)]ClO4, contains one discrete (ferrocenylmethyl)trimethylammonium cation and one perchlorate anion. The anion is disordered over two sets of sites, with refined occupancies of 0.776 (8) and 0.224 (8). The distances from the Fe atom to the centroids of the unsubstituted and substituted cyclopentadienyl (Cp) rings are 1.650 (1) and 1.640 (1) Å, respectively. The Cp rings form a dihedral angle of 2.66 (3)°.

The asymmetric unit of the title complex, [Fe(C 5 H 5 )-(C 9 H 15 N)]ClO 4 , contains one discrete (ferrocenylmethyl)trimethylammonium cation and one perchlorate anion. The anion is disordered over two sets of sites, with refined occupancies of 0.776 (8) and 0.224 (8). The distances from the Fe atom to the centroids of the unsubstituted and substituted cyclopentadienyl (Cp) rings are 1.650 (1) and 1.640 (1) Å , respectively. The Cp rings form a dihedral angle of 2.66 (3) .

Experimental
Crystal data [Fe(C 5 2007, 2008, 2009Fu & Xiong 2008). Herein we present the crystal structure of the title compound (I), which may be used as a cation in organic salts. In this study, we describe the crystal structure of this compound.
The asymmetric unit of (I) contains one discrete trimethyl(ferrocenyl)methylammonium cation and one ClO 4 anion ( Fig.   1). The anion is disordered over two sets of sites with refined occupancies 0.776 (8)  For a comparison of bond lengths and angles, see those in the related structure (Pullen et al., 1998).

Experimental
A mixture of commercial trimethyl(ferrocenyl)methylamine (0.4 mmol) and HClO 4 (0.4 mmol) were dissolved in EtOH/ distilled water (1:1 v/v) solvent. The solution was slowly evaporated in air affording red block-shaped crystals of the title compound suitable for X-ray analysis.
The ClO 4 anion is disordered over sites and refined using the PART in struction in SHELXL (Sheldrick, 2008). Fig. 1. A view of the title compound with displacement ellipsoids drawn at the 30% probability level. The disorder is not shown.

Special details
Experimental. The dielectric constant of title compound as a function of temperature indicates that the permittivity is basically temperature-independent, suggesting that this compound should be not a real ferroelectrics or there may be no distinct phase transition oc-supplementary materials sup-3 curred within the measured temperature range. Similarly, below the melting point (411 K) of the compound, the dielectric constant as a function of temperature also goes smoothly, and there is no dielectric anomaly observed (dielectric constant ranging from 4.4 to 9.5).
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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 )