1,3-Bis(2-thienylmethyl)-4,5-dihydroimidazolium trichlorido(η⁶-p-cymene)ruthenate(II)

Abstract

The asymmetric unit of the title compound, (C13H15N2S2)[RuCl3(C10H14)], contains a 1,3-(2-thienylmeth­yl)-4,5-dihydro­imidazolium cation and a trichlorido(η 6-p-cymene)ruthenate(II) anion. The thio­phene rings of the cation are disordered by an 180° rotation about the thio­phene–CH2 bonds with occupancies of 0.847 (5)/0.153 (5) and 0.700 (5)/0.300 (5), respectively. The Ru atom exhibits a distorted octa­hedral coordination with the benzene ring of the p-cymene ligand formally occupying three sites and three Cl atoms occupying the other three sites. The short C—N bond lengths in the imidazoline ring indicate partial electron delocalization within the N—C—N fragment. Cation and anions are connected through five inter­molecular C—H⋯Cl hydrogen bonds and one C—H⋯π hydrogen bond, forming a three-dimensional hydrogen-bonded network.

Tetraethylammonium trichlorido(η6-p-cymene)ruthenate(II)

“…The Ru-C(ring) distances span the range 2.1380 (17)-2.1994 (18) Å in the title compound and compare well with those found in other p-cymene-trichlororuthenate(II) compounds (Vock & Dyson, 2007;Arslan et al 2009aArslan et al , 2009b. The distance between the centroid of the p-cymene ring and ruthenium is 1.648 (2) Å, which is longer than that reported in other ruthenium compounds with three-chloride ligands (Liu et al, 2004;Solari et al, 2007).…”

“…Ru-Cl = 2.4301 (11) Å, av. Cl-Ru-Cl = 87.61 (4)°) (Arslan et al 2009b). The ruthenium atom exhibits a distorted octahedral coordination with the benzene ring of the p-cymene group formally occupying three of coordination positions and three terminal chloride atoms completing the coordination sphere.…”

Synthesis, Characterization, and Biological Activity of Water-Soluble, Dual Anionic and Cationic Ruthenium–Arene Complexes Bearing Imidazol(in)ium-2-dithiocarboxylate Ligands

“…Metrics determined for the [RuCl 3 ­( p -cymene)] − anion from the molecular structures of complexes 3a and 3d were in good agreement with those reported previously for mixed organic/organometallic salts ,− and dual anionic and cationic complexes ,− featuring this moiety. The ruthenium atom exhibited a distorted octahedral geometry with the aromatic ring of the p -cymene ligand formally occupying three coordination sites and the three chlorido ligands occupying the remaining three facial positions.…”

“…The year after, Vock and Dyson prepared the phosphonium salt Ph 4 P­[RuCl 3 ­( p -cymene)] and solved its solid-state structure . Subsequently, several other research groups carried out the synthesis of mixed organic/organometallic salts combining the [RuCl 3 ­( p -cymene)] − anion with tetrahydropyrimidinium, imidazolium, ammonium, phenothiazinium, or guanidinium cations . To the best of our knowledge, prior to this work, only five reports from the literature described salts in which both the anion and the cation were ruthenium–( p -cymene) complexes (Chart ).…”

DFT studies and crystal structure of synthesized 1,3-bis(2-thiophenylmethyl)-4,5-dihydroimidazolidinium hexafluorophosphate salt

“…1 and 2. A similar thiophene ring disorder has been observed in a thiophene derivative, 1,3-bis(2thiophenylmethyl)-4,5-dihydroimidazolidinium trichlorido([eta]6-p-cymene)ruthenate(II) [21]. The bond lengths and angles in 5 were found to be similar to those reported for the structures of the related compounds with furfuryl or thenyl moities [22,23].…”