1-Ferrocenyl-3-(4-methylanilino)propan-1-one

Abstract

In the title ferrocene derivative, [Fe(C5H5)(C15H16NO)], the dihedral angle between the best planes of the benzene and the substituted cyclo­penta­dienyl ring is 83.4 (1)°. The presence of a methyl substituent in the para position of the aniline group does not alter the crystal packing compared to that of 3-anilino-1-ferrocenylpropan-1-one [Leka et al. (2012 ▶). Acta Cryst. E68, m229]. The molecules are connected into centro­symmetric dimers via N—H⋯O hydrogen bonds. In addition, C—H⋯O and C—H⋯N contacts stabilize the crystal packing.

3-Anilino-1-ferrocenylpropan-1-one

“…For the physico-chemical properties of ferrocene-based compounds, see: Togni & Hayashi (1995). For related crystal structures and details of the synthesis, see: Damljanović et al (2011); Stevanović et al (2012); Leka, Novaković, Stevanović et al (2012); Leka, Novaković, Pejović et al (2012).…”

1-Ferrocenyl-3-(2-methylanilino)propan-1-one

“…Data collection: CrysAlis PRO (Oxford Diffraction, 2009); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997) and Mercury (Macrae et al, 2006); software used to prepare material for publication: WinGX (Farrugia, 1999), PLATON (Spek, 2009) and PARST (Nardelli, 1995). propan-1-one (Pejović et al, 2012) and 1-Ferrocenyl-3-(p-tolylamino)propan-1-one (Leka et al, 2012b). The torsion angles C1-C11-C12-C13, C11-C12-C13-N1 and C12-C13-N1-C4 within the aliphatic fragment have the values of -161.7 (2), 78.9 (3) and 168.9 (2)°.…”