Synthesis, crystal structure and Hirshfeld analysis of trans-bis-{(2 E)- N-phenyl-2-[(2 E)-3-phenyl-2-propen-1-yl-idene]hydrazinecarbo-thio-amidato-κ2N1, S}palladium(II)

Abstract

The reaction of (2E)-N-phenyl-2-[(2E)-3-phenyl-2-propen-1-yl-idene]hydra-zine-carbo-thio-amide (common name: cinnamaldehyde-4-phenyl-thio-semi-carbazone) deprotonated with NaOH in ethanol with an ethano-lic suspension of Pd^II chloride in a 2:1 molar ratio yielded the title compound, [Pd(C₁₆H₁₄N₃S)₂]. The anionic ligands act as metal chelators, κ² N ¹ S-donors, forming five-membered rings with a trans-configuration. The Pd^II ion is fourfold coordinated in a slightly distorted square-planar geometry. For each ligand, one H⋯S and one H⋯N intra-molecular inter-actions are observed, with S(5) and S(6) graph-set motifs. Concerning the H⋯S inter-actions, the coordination sphere resembles a hydrogen-bonded macrocyclic environment-type. In the crystal, the complexes are linked via pairs of H⋯S inter-actions, with graph-set motif R ₂ ²(8), and building a mono-periodic hydrogen-bonded ribbon along [001]. The Hirshfeld surface analysis indicates that the major contributions for the crystal cohesion are: H⋯H (45.3%), H⋯C/C⋯H (28.0%), H⋯S/S⋯H (8.0%) and H⋯N/N⋯H (7.4%).

Keywords: Hirshfeld surface analysis; cinnamaldehyde 4-phenyl­thio­semicarbazone; crystal structure; palladium(II) thio­semicarbazone complex.