Two types of Pd-complexes containing the new N,N′-ligands 2-[3-(4-alkyloxyphenyl)pyrazol-1-yl]pyridine (pz R py; R=C 6 H 4 OC n H 2n+1 , n=6 (hp), 10 (dp), 12 (ddp), 14 (tdp), 16 (hdp), 18 (odp)) (1–6), namely c-[Pd(Cl) 2 (pz R py)] (7–10) and c-[Pd(η 3 -C 3 H 5 )(pz R py)]BF 4 (11–16), have been synthesised and characterised by different spectroscopic techniques. Those members of the second type containing the largest chains (R=ddp 13, tdp 14, hdp 15, odp 16) have been found to have liquid crystal properties showing smectic A mesophases. By contrast, neither the free ligands pz R py nor their related c-[Pd(Cl) 2 (pz R py)] complexes exhibited mesomorphism. The new synthesised metallomesogens are mononuclear complexes with an unsymmetrical molecular shape as deduced from the X-ray structures of c-[Pd(η 3 -C 3 H 5 )(pz R py)]BF 4 (R=hp, 11; dp, 12). Both compounds, which are isostructural, show a distorted square-planar environment on the palladium centres defined by the allyl and the bidentate pz R py ligands. The crystal structure reveals that both the counteranion and the pz R py ligand function as a source of hydrogen-bonding and intermolecular π⋯π contacts resulting in a 2 D supramolecular assembly.