Acta Cryst. (2002). E58, m13-m15  [ doi:10.1107/S1600536801020451 ]

Ferrocene compounds. XXX. Methyl 1'-acetamidoferrocene-1-carboxylate

G. Pavlovic, L. Barisic, V. Rapic and I. Leban

Abstract: The main structural feature of the title compound, [Fe(C₇H₈NO)(C₇H₇O₂)], is the existence of the strong intermolecular hydrogen bond of the N-HO=C type between the amide N-H group and the carbonyl O atom of the COOCH₃ group from an adjacent molecule [2.934  (2)  Å]. The acetamide O atom participates as a double proton acceptor in intermolecular hydrogen bonds of type C-HO [3.411  (2) and 3.506  (2)  Å], thus forming a three-dimensional network. The cyclopentadienyl rings, which are parallel to each other within 1.04  (9)°, are twisted from the eclipsed conformation by only 3.92  (1)° (maximum). The acetamido, NHCOCH₃, and ester, COOCH₃, groups are not in the plane of the cyclopentadienyl rings to which they are attached [dihedral angles are 14.55  (10) and 7.64  (9)°, respectively]. The deviation from coplanarity is attributed to the intermolecular hydrogen bonds.

Online 8 December 2001

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