Acta Cryst. (2007). E63, m2017 [ doi:10.1107/S1600536807030966 ]
The title compound, [PtCl2(C8H11O2P)2], resides on a crystallographic twofold rotation axis and adopts a cis-square-planar geometry. Molecules are linked by C-H
Cl interactions forming one-dimensional chains along the [010] direction.
1 g (2.67 mmol) of PtCl2(COD) was dissolved in the minimum volume of dichloromethane in a round-bottomed flask. To this, 0.840 ml (5.34 mmol) of dimethylphenylphosphonite was added. The solution was then stirred for 0.5 h at room temperature. The product was precipitated via slow diffusion of hexane and was then filtered off and dried under vacuum, [PtCl2(P(OMe)2Ph)2] (1.86 mmol,ca 69%). 31P-{1H} NMR: δ 91.2 p.p.m. J{Pt—P} 4819 Hz.
All H atoms were included in calculated positions (C—H distances are 0.96 Å for methyl H atoms, 0.97 Å for methylene H atoms and 0.98 Å for methine H atoms) and were refined as riding atoms with Uiso(H) = 1.2 Ueq(parent atom, methylene and methine H atoms) or Uiso(H) = 1.5 Ueq(parent atom, methyl H atoms).
Data collection: SCXmini (Rigaku/MSC, 2006); cell refinement: PROCESS-AUTO (Rigaku, 1998); data reduction: PROCESS-AUTO; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: CrystalStructure (Rigaku/MSC, 2006); software used to prepare material for publication: CrystalStructure.
![[Figure 1]](./gg2016fig1thm.gif)
| Fig. 1. The structure of (1) with displacement ellipsoids drawn at the 50% probability level, H atoms omitted for clarity. |
| [PtCl2(C8H11O2P)2] | F000 = 1168 |
| Mr = 606.27 | Dx = 1.967 Mg m−3 |
| Monoclinic, C2/c | Mo Kα radiation λ = 0.71073 Å |
| Hall symbol: -C 2yc | Cell parameters from 6759 reflections |
| a = 10.9734 (7) Å | θ = 3.0–27.5º |
| b = 9.2290 (6) Å | µ = 7.29 mm−1 |
| c = 20.7002 (14) Å | T = 125 (2) K |
| β = 102.398 (2)º | Prism, colourless |
| V = 2047.5 (2) Å3 | 0.20 × 0.16 × 0.07 mm |
| Z = 4 |
| Rigaku SCXmini diffractometer | 1772 reflections with I > 2σ(I) |
| Radiation source: fine-focus sealed tube | Rint = 0.035 |
| Monochromator: graphite | θmax = 25.3º |
| T = 125(2) K | θmin = 3.2º |
| ω scans | h = −13→13 |
| Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | k = −11→10 |
| Tmin = 0.261, Tmax = 0.602 | l = −24→24 |
| 5869 measured reflections | Standard reflections: ? |
| 1869 independent reflections |
| Refinement on F2 | Secondary atom site location: difference Fourier map |
| Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
| R[F2 > 2σ(F2)] = 0.021 | H-atom parameters constrained |
| wR(F2) = 0.043 | w = 1/[σ2(Fo2) + (0.0167P)2 + 0.5089P] where P = (Fo2 + 2Fc2)/3 |
| S = 1.07 | (Δ/σ)max = 0.007 |
| 1869 reflections | Δρmax = 0.62 e Å−3 |
| 117 parameters | Δρmin = −0.69 e Å−3 |
| Primary atom site location: structure-invariant direct methods | Extinction correction: none |
| [PtCl2(C8H11O2P)2] | V = 2047.5 (2) Å3 |
| Mr = 606.27 | Z = 4 |
| Monoclinic, C2/c | Mo Kα |
| a = 10.9734 (7) Å | µ = 7.29 mm−1 |
| b = 9.2290 (6) Å | T = 125 (2) K |
| c = 20.7002 (14) Å | 0.20 × 0.16 × 0.07 mm |
| β = 102.398 (2)º |
| Rigaku SCXmini diffractometer | 1869 independent reflections |
| Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | 1772 reflections with I > 2σ(I) |
| Tmin = 0.261, Tmax = 0.602 | Rint = 0.035 |
| 5869 measured reflections | Standard reflections: ? |
| R[F2 > 2σ(F2)] = 0.021 | 117 parameters |
| wR(F2) = 0.043 | H-atom parameters constrained |
| S = 1.07 | Δρmax = 0.62 e Å−3 |
| 1869 reflections | Δρmin = −0.69 e Å−3 |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > 2sigma(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R– factors based on ALL data will be even larger. |
| x | y | z | Uiso*/Ueq | ||
| Pt1 | 0.5000 | 0.40682 (2) | 0.2500 | 0.01234 (7) | |
| Cl1 | 0.59209 (8) | 0.58930 (10) | 0.32480 (4) | 0.0204 (2) | |
| P1 | 0.40029 (8) | 0.25413 (10) | 0.17390 (4) | 0.0141 (2) | |
| C1 | 0.4614 (3) | 0.2496 (4) | 0.09966 (17) | 0.0156 (8) | |
| C2 | 0.4028 (3) | 0.3176 (4) | 0.04180 (18) | 0.0217 (9) | |
| H2A | 0.3264 | 0.3677 | 0.0397 | 0.026* | |
| C3 | 0.4560 (3) | 0.3125 (5) | −0.01343 (19) | 0.0270 (10) | |
| H3A | 0.4166 | 0.3598 | −0.0532 | 0.032* | |
| C4 | 0.5671 (4) | 0.2379 (4) | −0.01014 (19) | 0.0300 (10) | |
| H4A | 0.6027 | 0.2337 | −0.0481 | 0.036* | |
| C5 | 0.6258 (4) | 0.1707 (5) | 0.0466 (2) | 0.0314 (10) | |
| H5A | 0.7017 | 0.1200 | 0.0480 | 0.038* | |
| C6 | 0.5744 (3) | 0.1764 (4) | 0.10287 (19) | 0.0244 (9) | |
| H6A | 0.6158 | 0.1312 | 0.1428 | 0.029* | |
| O1 | 0.3959 (2) | 0.0909 (2) | 0.19814 (12) | 0.0195 (6) | |
| C7 | 0.3218 (4) | −0.0145 (4) | 0.15439 (19) | 0.0261 (9) | |
| H7A | 0.2341 | −0.0059 | 0.1573 | 0.039* | |
| H7B | 0.3518 | −0.1124 | 0.1676 | 0.039* | |
| H7C | 0.3294 | 0.0037 | 0.1088 | 0.039* | |
| O2 | 0.2590 (2) | 0.2966 (3) | 0.14365 (11) | 0.0170 (5) | |
| C8 | 0.1756 (3) | 0.3272 (5) | 0.18759 (19) | 0.0266 (10) | |
| H8A | 0.1804 | 0.2485 | 0.2198 | 0.040* | |
| H8B | 0.0899 | 0.3353 | 0.1617 | 0.040* | |
| H8C | 0.2001 | 0.4185 | 0.2109 | 0.040* |
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Pt1 | 0.01451 (11) | 0.01079 (12) | 0.01187 (12) | 0.000 | 0.00317 (8) | 0.000 |
| Cl1 | 0.0245 (5) | 0.0150 (5) | 0.0195 (5) | −0.0003 (4) | −0.0004 (4) | −0.0036 (4) |
| P1 | 0.0172 (5) | 0.0127 (5) | 0.0125 (5) | −0.0014 (4) | 0.0033 (4) | 0.0006 (4) |
| C1 | 0.0178 (17) | 0.012 (2) | 0.017 (2) | −0.0047 (14) | 0.0040 (16) | −0.0026 (15) |
| C2 | 0.022 (2) | 0.023 (2) | 0.019 (2) | 0.0008 (16) | 0.0039 (18) | −0.0017 (17) |
| C3 | 0.031 (2) | 0.035 (3) | 0.012 (2) | −0.0028 (19) | −0.0005 (18) | 0.0011 (18) |
| C4 | 0.037 (2) | 0.036 (3) | 0.020 (2) | −0.003 (2) | 0.012 (2) | −0.0060 (19) |
| C5 | 0.023 (2) | 0.040 (3) | 0.034 (3) | 0.0069 (19) | 0.013 (2) | 0.001 (2) |
| C6 | 0.024 (2) | 0.027 (2) | 0.022 (2) | 0.0081 (17) | 0.0031 (18) | 0.0058 (18) |
| O1 | 0.0272 (13) | 0.0134 (14) | 0.0167 (14) | −0.0058 (11) | 0.0021 (11) | −0.0003 (11) |
| C7 | 0.040 (2) | 0.015 (2) | 0.022 (2) | −0.0068 (18) | 0.004 (2) | −0.0039 (17) |
| O2 | 0.0157 (12) | 0.0190 (15) | 0.0167 (14) | −0.0006 (10) | 0.0048 (11) | −0.0002 (11) |
| C8 | 0.022 (2) | 0.031 (3) | 0.030 (2) | −0.0002 (17) | 0.0135 (19) | 0.0001 (19) |
| Pt1—P1 | 2.2190 (9) | C4—C5 | 1.362 (5) |
| Pt1—P1i | 2.2190 (9) | C4—H4A | 0.9500 |
| Pt1—Cl1 | 2.3629 (9) | C5—C6 | 1.400 (5) |
| Pt1—Cl1i | 2.3629 (9) | C5—H5A | 0.9500 |
| P1—O1 | 1.592 (2) | C6—H6A | 0.9500 |
| P1—O2 | 1.591 (2) | O1—C7 | 1.453 (4) |
| P1—C1 | 1.804 (3) | C7—H7A | 0.9800 |
| C1—C2 | 1.382 (5) | C7—H7B | 0.9800 |
| C1—C6 | 1.402 (5) | C7—H7C | 0.9800 |
| C2—C3 | 1.392 (5) | O2—C8 | 1.450 (4) |
| C2—H2A | 0.9500 | C8—H8A | 0.9800 |
| C3—C4 | 1.388 (5) | C8—H8B | 0.9800 |
| C3—H3A | 0.9500 | C8—H8C | 0.9800 |
| P1—Pt1—P1i | 101.16 (5) | C5—C4—H4A | 119.5 |
| P1—Pt1—Cl1 | 173.78 (3) | C3—C4—H4A | 119.5 |
| P1i—Pt1—Cl1 | 84.90 (3) | C4—C5—C6 | 120.0 (4) |
| P1—Pt1—Cl1i | 84.90 (3) | C4—C5—H5A | 120.0 |
| P1i—Pt1—Cl1i | 173.78 (3) | C6—C5—H5A | 120.0 |
| Cl1—Pt1—Cl1i | 89.08 (4) | C5—C6—C1 | 119.3 (4) |
| O1—P1—O2 | 105.34 (13) | C5—C6—H6A | 120.3 |
| O1—P1—C1 | 106.75 (15) | C1—C6—H6A | 120.3 |
| O2—P1—C1 | 100.32 (14) | C7—O1—P1 | 119.2 (2) |
| O1—P1—Pt1 | 114.89 (10) | O1—C7—H7A | 109.5 |
| O2—P1—Pt1 | 114.40 (10) | O1—C7—H7B | 109.5 |
| C1—P1—Pt1 | 113.76 (11) | H7A—C7—H7B | 109.5 |
| C2—C1—C6 | 120.1 (3) | O1—C7—H7C | 109.5 |
| C2—C1—P1 | 122.6 (3) | H7A—C7—H7C | 109.5 |
| C6—C1—P1 | 117.3 (3) | H7B—C7—H7C | 109.5 |
| C1—C2—C3 | 119.8 (3) | C8—O2—P1 | 119.6 (2) |
| C1—C2—H2A | 120.1 | O2—C8—H8A | 109.5 |
| C3—C2—H2A | 120.1 | O2—C8—H8B | 109.5 |
| C4—C3—C2 | 119.7 (4) | H8A—C8—H8B | 109.5 |
| C4—C3—H3A | 120.2 | O2—C8—H8C | 109.5 |
| C2—C3—H3A | 120.2 | H8A—C8—H8C | 109.5 |
| C5—C4—C3 | 121.1 (4) | H8B—C8—H8C | 109.5 |
| P1i—Pt1—P1—O1 | 14.27 (10) | P1—C1—C2—C3 | 178.7 (3) |
| Cl1i—Pt1—P1—O1 | −167.15 (11) | C1—C2—C3—C4 | 0.6 (6) |
| P1i—Pt1—P1—O2 | 136.32 (11) | C2—C3—C4—C5 | −0.7 (6) |
| Cl1i—Pt1—P1—O2 | −45.10 (10) | C3—C4—C5—C6 | −0.1 (7) |
| P1i—Pt1—P1—C1 | −109.19 (13) | C4—C5—C6—C1 | 1.1 (6) |
| Cl1i—Pt1—P1—C1 | 69.39 (13) | C2—C1—C6—C5 | −1.3 (6) |
| O1—P1—C1—C2 | 129.0 (3) | P1—C1—C6—C5 | −179.6 (3) |
| O2—P1—C1—C2 | 19.4 (3) | O2—P1—O1—C7 | 46.7 (3) |
| Pt1—P1—C1—C2 | −103.2 (3) | C1—P1—O1—C7 | −59.3 (3) |
| O1—P1—C1—C6 | −52.7 (3) | Pt1—P1—O1—C7 | 173.6 (2) |
| O2—P1—C1—C6 | −162.3 (3) | O1—P1—O2—C8 | 75.5 (3) |
| Pt1—P1—C1—C6 | 75.1 (3) | C1—P1—O2—C8 | −173.8 (3) |
| C6—C1—C2—C3 | 0.4 (5) | Pt1—P1—O2—C8 | −51.6 (3) |
| Symmetry codes: (i) −x+1, y, −z+1/2. |
| D—H···A | D—H | H···A | D···A | D—H···A |
| C7—H7B···Cl1ii | 0.98 | 2.82 | 3.778 (4) | 166 |
| Symmetry codes: (ii) −x+1, y−1, −z+1/2. |
| Pt1—P1 | 2.2190 (9) | Pt1—Cl1 | 2.3629 (9) |
| P1—Pt1—P1i | 101.16 (5) | P1i—Pt1—Cl1 | 84.90 (3) |
| P1—Pt1—Cl1 | 173.78 (3) | Cl1—Pt1—Cl1i | 89.08 (4) |
| Symmetry codes: (i) −x+1, y, −z+1/2. |
| D—H···A | D—H | H···A | D···A | D—H···A |
| C7—H7B···Cl1ii | 0.98 | 2.82 | 3.778 (4) | 166 |
| Symmetry codes: (ii) −x+1, y−1, −z+1/2. |
Bao, Q.-B., Geib, S. J., Rheingold, A. L. & Brill, T. B. (1987). Inorg. Chem. 26, 3453–3458.
Fun, H.-K., Chantrapromma, S., Liu, Y.-C., Chen, Z.-F. & Liang, H. (2006). Acta Cryst. E62, m1252–m1254.
Higashi, T. (1995). ABSCOR. Rigaku Corporation, 3-9-12 Matsubara, Akishima, Tokyo 196-8666, Japan.
Rigaku (1998). PROCESS-AUTO. Rigaku Corporation, 3-9-12 Matsubara, Akishima, Tokyo 196-8666, Japan.
Rigaku/MSC (2006). Crystal Structure (Version 3.8) and SCXmini (Version 1.0). Rigaku/MSC, 9009 New Trails Drive, The Woodlands, TX 77381-5209, USA.
Sheldrick, G. M. (1997). SHELXL97. University of Göttingen, Germany.
Slawin, A. M. Z., Waddell, P. G. & Woollins, J. D. (2007). Acta Cryst. E63. Submitted.. Update?
The title complex (I) is comparable to similar platinum dichloride complexes containing trimethoxy phosphite; [PtCl2(P(OMe)3)2] (Bao et al., 1987) and triphenyl phosphine [PtCl2(PPh3)2] (Fun et al., 2006). The central platinum atom in (I) can be seen to bear a closer resemblance to the triphenyl phosphine complex. These measurement are also similar when compared to the structure of the complex [PtCl2(P(OMe)Ph2)2] (Slawin et al., 2007) with the exception of the P—Pt—P bond angle which is unusually large.