rac-1-(4- tert-Butyl-phen-yl)-5-ethyl-4-ferrocenyl-5-hy-droxy-1 H-pyrrol-2(5 H)-one

Tobias Biletzki; Helmar Görls; Wolfgang Imhof

doi:10.1107/S2056989023001858

rac-1-(4- tert-Butyl-phen-yl)-5-ethyl-4-ferrocenyl-5-hy-droxy-1 H-pyrrol-2(5 H)-one

Acta Crystallogr E Crystallogr Commun. 2023 Mar 7;79(Pt 4):264-266. doi: 10.1107/S2056989023001858. eCollection 2023 Mar 1.

Authors

Tobias Biletzki¹, Helmar Görls², Wolfgang Imhof¹

Affiliations

¹ University Koblenz, Institute of Integrated Natural Sciences, Universitätsstr. 1, 56070 Koblenz, Germany.
² Friedrich-Schiller-University Jena, Institute of Inorganic and Analytical Chemistry, Humboldtstr. 11, 07743 Jena, Germany.

Abstract

The title compound, [Fe(C₅H₅)(C₂₁H₂₄NO₂)], which is produced by the oxidation of 1-(4-tert-butyl-phen-yl)-2-ethyl-3-ferrocenyl-pyrrole, crystallizes as a racemic mixture in the centrosymmetric space group P2₁/n. The central heterocyclic pyrrole ring system subtends dihedral angles of 13.7 (2)° with respect to the attached cyclo-penta-dienyl ring and of 43.6 (7)° with the major component of the disordered phenyl group bound to the N atom. The 4-tert-butyl-phenyl group, as well as the non-substituted Cp ring are disordered with s.o.f. values of 0.589 (16) and 0.411 (16), respectively. In the crystal, mol-ecules with the same absolute configuration are linked into infinite chains along the b-axis direction by O-H⋯O hydrogen bonds between the hy-droxy substituent and the carbonyl O atom of the adjacent mol-ecule.

Keywords: crystal structure; ferrocene; pyrrole; pyrrolone.

Grants and funding

TB gratefully acknowledges a PhD grant from the Deutsche Bundesstiftung Umwelt. The publication was funded by the Open Access Fund of Universität Koblenz.