(η6-Benzene)chlorido[(S)-2-(4-isopropyl-4,5-dihydrooxazol-2-yl)phenolato]ruthenium(II)

The title compound, [Ru(C12H14NO2)Cl(η6-C6H6)], exhibits a half-sandwich tripod stand structure and crystallizes in the orthorhombic space group P212121. The arene group is η6 π-coordinated to the Ru atom with a centroid-to-metal distance of 1.6590 (5) Å, with the (S)-2-(4-isopropyl-4,5-dihydrooxazol-2-yl)phenolate chelate ligand forming a bite angle of 86.88 (19)° through its N and phenolate O atoms.


Structure description
Ruthenium complexes have profound applications in various studies relating to chemotherapeutics (Chan et al., 2017), catalysis (Chavarot et al., 2003;Hamelin et al., 2007), electrochemistry (Ryabov et al., 2005), and photochemistry (Huisman et al., 2016).The optically pure salicyloxazoline coordinating ligand of the complex is often employed as an auxiliary ligand towards the enantioselective synthesis of chiral-at-metal complexes.The approach relies on the leaving propensity of the benzene and the halo ligands for replacement in the octahedral geometry with another achiral ligand system as a strategy in most cases.The choice of the salicyloxazoline ligand is due to its reversible coordination upon acid protonation of its phenolate leaving the stereochemistry of the metal complex preserved (Gong et al., 2013).Thus, the use of the compound is extremely helpful in the synthesis of enantiomerically pure transition-metal complexes with metalcentred chirality (Gong et al., 2009(Gong et al., , 2010)).The title compound (Fig. 1) features an optically pure bidentate salicyloxazoline and a chloride ligand within a pseudo-octahedral confinement of the three-legged stool while an arene ring occupying the seat of the stool completes the coordination sphere of the ruthenium(II) complex.The bite angle, 86.88 (19) � , of the bidentate ligand is comparable to those of its cymene analogues, 86.68 � (Brunner et al., 1998), 88.29 � (Davenport et al., 2004) and mesitylene analogue, 86.91 � (Davenport et al., 2004) reported in the literature.The Ru forms bond lengths of 2.4176 (19), 2.063 (5) and 2.083 (6) A ˚to Cl1, O1 and N1, respectively.The crystal packing features weak C-H� � �X hydrogen bonding (X = O or Cl) in a manner in which each molecular unit is skewed like a satellite dish.Selected torsion angles are given in Table 1 and details of the hydrogen-bonding geometry in Table 2.

Refinement
Details of the crystal data collection, solution and refinement are provided in Table 3.

Special details
Geometry.All esds (except the esd in the dihedral angle between two l.s.planes) are estimated using the full covariance matrix.The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry.An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s.planes.Refinement.The structure solution and refinement were implemented using WinGX software program (Farrugia, 2012).The highest peak and deepest hole are 0.66 and -0.41 e Å -3 , respectively, which are 1.13 and 0.83 Å away from the ruthenium center.The refinement of the hydrogen atoms was performed isotropically in their idealized geometry while sitting and riding on their anisotropically refined parent atoms with U iso = 1.2U eq for the aromatic and methine protons, and U iso = 1.5U eq for the methyl protons.

Figure 1 ORTEP
Figure1ORTEP drawing of the title compound with 50% probability displacement ellipsoids.

Table 3
Experimental details.