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Updated: Jun 1, 2026

Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
Published on: April 19, 2019
Ferrocene-1-carbaldehyde 4-ethyl-thio-semi-carbazone
Abstract:
The asymmetric unit of title compound, [Fe(C(5)H(5))(C(9)H(12)N(3)S)], contains two crystallographically independent mol-ecules, A and B. The two cyclo-penta-dienyl (Cp) rings are parallel to each other in both mol-ecules, forming dihedral angles of 2.3 (3) and 1.0 (3)°, respectively, and adopt an eclipsed conformation. The mean plane of the semicarbazone group is twisted slightly away from the attached Cp ring in both mol-ecules, the dihedral angles between the mean plane and the Cp ring being 15.3 (2) and 10.8 (2)°. The ethyl group in mol-ecule A is coplanar with the mean plane of the semicarbazone group [C-N-C-C torsion angle = -175.2 (4)°], whereas it is nearly perpendicular in mol-ecule B [C-N-C-C torsion angle = 84.8 (6)°]. In the crystal structure, inter-molecular N-H⋯S hydrogen bonds link the mol-ecules into dimers. These dimers are further linked into chains via inter-molecular C-H⋯S hydrogen bonds. The crystal studied was a non-merohedral twin with a refined ratio of the twin components of 0.265 (2):0.735 (2).
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