Crystal structures of (Z)-(ethene-1,2-di-yl)bis-(di-phenyl-phosphine sulfide) and its complex with PtII dichloride

Abstract

The crystal structures of (Z)-(ethene-1,2-di-yl)bis-(di-phenyl-phosphine sulfide), C₂₆H₂₂P₂S₂ (I), along with its complex with Pt^II dichloride, di-chlorido[(Z)-(ethene-1,2-di-yl)bis-(di-phenyl-phosphine sulfide)-κ² S,S']platinum(II), [PtCl₂(C₂₆H₂₂P₂S₂)] (II), are described here. Compound I features P=S bond lengths of 1.9571 (15) and 1.9529 (15) Å, with a torsion angle of 166.24 (7)° between the two phosphine sulfide groups. The crystal of compound I features both intra-molecular C-H⋯S hydrogen bonds and π-π inter-actions. Mol-ecules of compound I are held together with inter-molecular π-π and C-H⋯π inter-actions to form chains that run parallel to the z-axis. The inter-molecular C-H⋯π inter-action has a H⋯Cg distance of 2.63 Å, a D⋯Cg distance of 3.573 (5) Å and a D-H⋯Cg angle of 171° (where Cg refers to the centroid of one of the phenyl rings). These chains are linked by relatively long C-H⋯S hydrogen bonds with D⋯A distances of 3.367 (4) and 3.394 (4) Å with D-H⋯A angles of 113 and 115°. Compound II features Pt-Cl and Pt-S bond lengths of 2.3226 (19) and 2.2712 (19) Å, with a P=S bond length of 2.012 (3) Å. The Pt^II center adopts a square-planar geometry, with Cl-Pt-Cl and S-Pt-S bond angles of 90.34 (10) and 97.19 (10)°, respectively. Mol-ecules of compound II are linked in the crystal by inter-molecular C-H⋯Cl and C-H⋯S hydrogen bonds.

Keywords: C—H⋯Cl hydrogen bond; C—H⋯S hydrogen bond; C—H⋯π inter­action; PtII complex; crystal structure; phosphine sulfide; π–π inter­action.

Figure 1

Reaction conditions used to prepare the title compounds.

Figure 2

The mol­ecular structure of compound I, with the atom-labeling scheme. Displacement ellipsoids are drawn at the 40% probability level using standard CPK colors.

Figure 3

A figure depicting the intra- and inter­molecular inter­actions found in crystals of compound I using a ball-and-stick model with standard CPK colors. Hydrogen bonds are drawn using blue dotted lines while π–π and C—H⋯π inter­actions are drawn with red dashed lines. Only hydrogen atoms involved in an inter­action are shown for clarity. Symmetry codes: (i) −x +  , −y + 1, z +  ; (ii) −x + 1, y −  , −z +  .

Figure 4

The complete mol­ecular structure of compound II, with the atom-labeling scheme. Unlabeled atoms are related to labeled atoms by a crystallographic twofold axis. Displacement ellipsoids are drawn at the 40% probability level using standard CPK colors (Pt = maroon).

Figure 5

A packing diagram of compound I viewed down the x-axis using a ball-and-stick model with standard CPK colors. All π–π and C—H⋯π inter­actions are drawn with red dashed lines and inter­molecular C—H⋯S hydrogen bonds are drawn with blue dotted lines. Intra­molecular C—H⋯S hydrogen bonds and any hydrogen atom not involved in an inter­action have been omitted for clarity.

Figure 6

This figure shows the inter­molecular C—H⋯Cl and C—H⋯S hydrogen bonds present in the crystal of compound II using a ball-and-stick model with standard CPK colors (Pt = maroon). Hydrogen bonds are drawn with blue (C—H⋯Cl) or red (C—H⋯S) dashed lines, and only hydrogen atoms H1 and H3 are shown for clarity. Symmetry codes: (i) −x + 1, −y + 1, z − 1; (ii) x +  , −y +  , z +  .