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Crystallization experiments with the dinuclear chelate ring complex di-[mu]-chlorido-bis­[([eta]2-2-allyl-4-meth­oxy-5-{[(propan-2-yl­oxy)carbon­yl]meth­oxy}phenyl-[kappa]C1)platinum(II)], [Pt2(C15H19O4)2Cl2], containing a derivative of the natural compound eugenol as ligand, have been performed. Using five different sets of crystallization conditions resulted in four different complexes which can be further used as starting compounds for the synthesis of Pt complexes with promising anti­cancer activities. In the case of vapour diffusion with the binary chloro­form-diethyl ether or methyl­ene chloride-diethyl ether systems, no change of the mol­ecular structure was observed. Using evaporation from aceto­nitrile (at room temperature), di­methyl­formamide (DMF, at 313 K) or dimethyl sulfoxide (DMSO, at 313 K), however, resulted in the displacement of a chloride ligand by the solvent, giving, respectively, the mononuclear complexes (aceto­nitrile-[kappa]N)([eta]2-2-allyl-4-meth­oxy-5-{[(propan-2-yl­oxy)carbon­yl]meth­oxy}phenyl-[kappa]C1)chlorido­platinum(II) monohydrate, [Pt(C15H19O4)Cl(CH3CN)]·H2O, ([eta]2-2-allyl-4-meth­oxy-5-{[(propan-2-yl­oxy)carbon­yl]meth­oxy}phenyl-[kappa]C1)chlorido­(di­methyl­formamide-[kappa]O)platinum(II), [Pt(C15H19O4)Cl(C2H7NO)], and ([eta]2-2-allyl-4-meth­oxy-5-{[(propan-2-yl­oxy)carbon­yl]meth­oxy}phenyl-[kappa]C1)chlorido­(dimethyl sulfoxide-[kappa]S)platinum(II), determined as the analogue {[eta]2-2-allyl-4-meth­oxy-5-[(ethoxycarbonyl)meth­oxy]phenyl-[kappa]C1}chlorido­(dimethyl sulfoxide-[kappa]S)platinum(II), [Pt(C14H17O4)Cl(C2H6OS)]. The crystal structures confirm that aceto­nitrile inter­acts with the PtII atom via its N atom, while for DMSO, the S atom is the coordinating atom. For the replacement, the longest of the two Pt-Cl bonds is cleaved, leading to a cis position of the solvent ligand with respect to the allyl group. The crystal packing of the complexes is characterized by dimer formation via C-H...O and C-H...[pi] inter­actions, but no [pi]-[pi] inter­actions are observed despite the presence of the aromatic ring.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229616015151/sk3638sup1.cif
Contains datablocks New_Global_Publ_Block, II, IV, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229616015151/sk3638Isup2.hkl
Contains datablock I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229616015151/sk3638IIsup3.hkl
Contains datablock II

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229616015151/sk3638IVsup4.hkl
Contains datablock IV

CCDC references: 1506740; 1506739; 1506738

Computing details top

For all compounds, data collection: CrysAlis PRO (Rigaku Oxford Diffraction, 2015); cell refinement: CrysAlis PRO (Rigaku Oxford Diffraction, 2015); data reduction: CrysAlis PRO (Rigaku Oxford Diffraction, 2015); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2015 (Sheldrick, 2015); molecular graphics: OLEX2 (Dolomanov et al., 2009); software used to prepare material for publication: OLEX2 (Dolomanov et al., 2009).

(I) Di-µ-chlorido-bis[(η2-2-allyl-4-methoxy-5-{[(propan-2-yloxy)carbonyl]methoxy}phenyl-κC1)platinum(II)] top
Crystal data top
[Pt2(C15H19O4)2Cl2]F(000) = 944
Mr = 987.66Dx = 1.983 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
a = 13.5600 (3) ÅCell parameters from 18257 reflections
b = 7.98332 (19) Åθ = 3.4–28.9°
c = 15.8057 (4) ŵ = 8.66 mm1
β = 104.815 (3)°T = 200 K
V = 1654.15 (7) Å3Block, yellow
Z = 20.21 × 0.07 × 0.05 mm
Data collection top
Agilent SuperNova (single source at offset, Eos detector)
diffractometer
3368 independent reflections
Radiation source: SuperNova (Mo) X-ray Source3107 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.027
Detector resolution: 15.9631 pixels mm-1θmax = 26.4°, θmin = 2.9°
ω scansh = 1616
Absorption correction: multi-scan
(CrysAlis PRO; Rigaku Oxford Diffraction, 2015)
k = 99
Tmin = 0.542, Tmax = 1.000l = 1919
32760 measured reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.015H-atom parameters constrained
wR(F2) = 0.037 w = 1/[σ2(Fo2) + (0.0155P)2 + 1.4928P]
where P = (Fo2 + 2Fc2)/3
S = 1.08(Δ/σ)max = 0.001
3368 reflectionsΔρmax = 0.66 e Å3
193 parametersΔρmin = 0.32 e Å3
0 restraints
Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Pt10.06825 (2)0.63620 (2)0.08285 (2)0.02999 (4)
Cl10.02626 (6)0.38782 (9)0.07869 (5)0.03904 (17)
O10.01296 (17)0.5844 (3)0.41263 (14)0.0503 (6)
C10.1027 (2)0.6554 (3)0.21281 (18)0.0307 (6)
O20.05762 (18)0.2519 (4)0.40238 (19)0.0701 (8)
C20.0395 (2)0.6040 (4)0.26528 (19)0.0347 (6)
H20.02470.55420.23920.042*
O30.10704 (18)0.1958 (3)0.33764 (17)0.0563 (6)
C30.0702 (2)0.6254 (3)0.3550 (2)0.0360 (7)
O40.18747 (17)0.7136 (3)0.48295 (13)0.0483 (6)
C40.1646 (2)0.6996 (4)0.39382 (19)0.0362 (6)
C50.2274 (2)0.7497 (4)0.3420 (2)0.0380 (7)
H50.29150.79990.36810.046*
C60.1970 (2)0.7268 (4)0.2517 (2)0.0358 (6)
C70.2650 (2)0.7654 (4)0.1919 (2)0.0419 (7)
H7A0.30430.86880.21200.050*
H7B0.31390.67250.19420.050*
C80.2018 (2)0.7884 (4)0.0993 (2)0.0400 (7)
H80.23910.77910.05250.048*
C90.1145 (3)0.8878 (4)0.0797 (2)0.0477 (8)
H9A0.09730.94290.02170.057*
H9B0.10420.96090.12730.057*
C100.0677 (2)0.4687 (4)0.3849 (2)0.0413 (7)
H10A0.11170.50490.32770.050*
H10B0.10990.46760.42760.050*
C110.0287 (2)0.2947 (5)0.3763 (2)0.0461 (8)
C120.0847 (4)0.0230 (5)0.3190 (3)0.0775 (13)
H120.01580.01340.35420.093*
C130.1678 (5)0.0850 (6)0.3355 (5)0.134 (3)
H13A0.16130.09160.39860.201*
H13B0.16250.19760.31240.201*
H13C0.23420.03650.30640.201*
C140.0936 (6)0.0161 (7)0.2205 (4)0.136 (3)
H14A0.15900.06430.18870.204*
H14B0.08970.10070.20250.204*
H14C0.03770.08020.20730.204*
C150.2803 (3)0.7966 (5)0.5240 (2)0.0550 (9)
H15A0.33780.73480.51230.083*
H15B0.28780.80150.58730.083*
H15C0.27910.91060.50080.083*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Pt10.02253 (6)0.03176 (7)0.03563 (7)0.00193 (4)0.00735 (4)0.00490 (4)
Cl10.0372 (4)0.0423 (4)0.0355 (4)0.0121 (3)0.0054 (3)0.0075 (3)
O10.0415 (13)0.0714 (15)0.0446 (12)0.0268 (12)0.0230 (10)0.0142 (11)
C10.0232 (13)0.0320 (14)0.0380 (15)0.0001 (11)0.0098 (11)0.0006 (11)
O20.0339 (13)0.083 (2)0.097 (2)0.0068 (13)0.0237 (13)0.0267 (16)
C20.0229 (13)0.0390 (16)0.0431 (16)0.0067 (12)0.0098 (12)0.0015 (13)
O30.0429 (13)0.0445 (13)0.0797 (17)0.0042 (11)0.0125 (12)0.0072 (13)
C30.0313 (15)0.0381 (16)0.0443 (17)0.0086 (12)0.0198 (13)0.0040 (12)
O40.0456 (13)0.0639 (15)0.0391 (12)0.0266 (11)0.0175 (10)0.0136 (11)
C40.0348 (15)0.0379 (16)0.0376 (16)0.0074 (13)0.0121 (12)0.0072 (13)
C50.0303 (15)0.0408 (16)0.0445 (17)0.0131 (12)0.0128 (13)0.0061 (13)
C60.0305 (15)0.0336 (15)0.0464 (17)0.0070 (12)0.0157 (13)0.0005 (13)
C70.0327 (16)0.0519 (19)0.0440 (17)0.0132 (14)0.0149 (13)0.0044 (14)
C80.0342 (16)0.0415 (17)0.0467 (17)0.0156 (14)0.0146 (13)0.0028 (14)
C90.057 (2)0.0331 (17)0.053 (2)0.0100 (15)0.0142 (16)0.0042 (14)
C100.0290 (15)0.0538 (19)0.0456 (17)0.0110 (14)0.0178 (13)0.0023 (15)
C110.0325 (17)0.060 (2)0.0518 (19)0.0018 (15)0.0208 (14)0.0126 (16)
C120.074 (3)0.046 (2)0.122 (4)0.015 (2)0.042 (3)0.002 (2)
C130.133 (6)0.049 (3)0.238 (8)0.004 (3)0.080 (6)0.001 (4)
C140.200 (7)0.081 (4)0.142 (6)0.046 (4)0.073 (5)0.018 (4)
C150.047 (2)0.074 (2)0.0447 (19)0.0268 (18)0.0130 (15)0.0189 (18)
Geometric parameters (Å, º) top
Pt1—Cl12.3527 (7)C7—H7A0.9900
Pt1—Cl1i2.4773 (7)C7—H7B0.9900
Pt1—C11.993 (3)C7—C81.507 (4)
Pt1—C82.141 (3)C8—H81.0000
Pt1—C92.108 (3)C8—C91.393 (5)
Cl1—Pt1i2.4773 (7)C9—H9A0.9900
O1—C31.379 (3)C9—H9B0.9900
O1—C101.413 (3)C10—H10A0.9900
C1—C21.397 (4)C10—H10B0.9900
C1—C61.391 (4)C10—C111.505 (5)
O2—C111.188 (4)C12—H121.0000
C2—H20.9500C12—C131.494 (7)
C2—C31.382 (4)C12—C141.531 (7)
O3—C111.339 (4)C13—H13A0.9800
O3—C121.459 (5)C13—H13B0.9800
C3—C41.401 (4)C13—H13C0.9800
O4—C41.368 (3)C14—H14A0.9800
O4—C151.424 (4)C14—H14B0.9800
C4—C51.383 (4)C14—H14C0.9800
C5—H50.9500C15—H15A0.9800
C5—C61.394 (4)C15—H15B0.9800
C6—C71.510 (4)C15—H15C0.9800
Cl1—Pt1—Cl1i85.76 (2)C9—C8—C7121.6 (3)
C1—Pt1—Cl194.37 (8)C9—C8—H8116.1
C1—Pt1—Cl1i179.74 (8)Pt1—C9—H9A116.4
C1—Pt1—C882.13 (12)Pt1—C9—H9B116.4
C1—Pt1—C987.59 (12)C8—C9—Pt172.14 (17)
C8—Pt1—Cl1i97.66 (9)C8—C9—H9A116.4
C8—Pt1—Cl1156.86 (9)C8—C9—H9B116.4
C9—Pt1—Cl1i92.35 (10)H9A—C9—H9B113.4
C9—Pt1—Cl1164.87 (10)O1—C10—H10A109.3
C9—Pt1—C838.27 (13)O1—C10—H10B109.3
Pt1—Cl1—Pt1i94.25 (2)O1—C10—C11111.7 (3)
C3—O1—C10118.2 (2)H10A—C10—H10B107.9
C2—C1—Pt1124.9 (2)C11—C10—H10A109.3
C6—C1—Pt1115.7 (2)C11—C10—H10B109.3
C6—C1—C2119.5 (3)O2—C11—O3125.8 (4)
C1—C2—H2119.9O2—C11—C10124.9 (3)
C3—C2—C1120.2 (3)O3—C11—C10109.2 (3)
C3—C2—H2119.9O3—C12—H12112.0
C11—O3—C12118.0 (3)O3—C12—C13107.8 (4)
O1—C3—C2125.2 (3)O3—C12—C14105.8 (4)
O1—C3—C4114.6 (3)C13—C12—H12112.0
C2—C3—C4120.2 (3)C13—C12—C14106.9 (5)
C4—O4—C15116.7 (2)C14—C12—H12112.0
O4—C4—C3115.3 (3)C12—C13—H13A109.5
O4—C4—C5125.0 (3)C12—C13—H13B109.5
C5—C4—C3119.6 (3)C12—C13—H13C109.5
C4—C5—H5119.9H13A—C13—H13B109.5
C4—C5—C6120.2 (3)H13A—C13—H13C109.5
C6—C5—H5119.9H13B—C13—H13C109.5
C1—C6—C5120.2 (3)C12—C14—H14A109.5
C1—C6—C7116.5 (3)C12—C14—H14B109.5
C5—C6—C7123.1 (3)C12—C14—H14C109.5
C6—C7—H7A109.6H14A—C14—H14B109.5
C6—C7—H7B109.6H14A—C14—H14C109.5
H7A—C7—H7B108.1H14B—C14—H14C109.5
C8—C7—C6110.3 (2)O4—C15—H15A109.5
C8—C7—H7A109.6O4—C15—H15B109.5
C8—C7—H7B109.6O4—C15—H15C109.5
Pt1—C8—H8116.1H15A—C15—H15B109.5
C7—C8—Pt1107.57 (19)H15A—C15—H15C109.5
C7—C8—H8116.1H15B—C15—H15C109.5
C9—C8—Pt169.60 (17)
Pt1—C1—C2—C3179.0 (2)O4—C4—C5—C6178.9 (3)
Pt1—C1—C6—C5178.5 (2)C4—C5—C6—C10.9 (5)
Pt1—C1—C6—C75.5 (3)C4—C5—C6—C7174.9 (3)
O1—C3—C4—O42.7 (4)C5—C6—C7—C8159.6 (3)
O1—C3—C4—C5178.4 (3)C6—C1—C2—C30.6 (4)
O1—C10—C11—O211.3 (5)C6—C7—C8—Pt129.7 (3)
O1—C10—C11—O3170.8 (3)C6—C7—C8—C946.8 (4)
C1—C2—C3—O1177.8 (3)C7—C8—C9—Pt198.6 (3)
C1—C2—C3—C40.3 (4)C10—O1—C3—C220.1 (5)
C1—C6—C7—C824.5 (4)C10—O1—C3—C4162.3 (3)
C2—C1—C6—C51.2 (4)C11—O3—C12—C13142.0 (4)
C2—C1—C6—C7174.8 (3)C11—O3—C12—C14103.9 (5)
C2—C3—C4—O4179.6 (3)C12—O3—C11—O25.3 (5)
C2—C3—C4—C50.7 (5)C12—O3—C11—C10176.9 (3)
C3—O1—C10—C1169.7 (4)C15—O4—C4—C3176.7 (3)
C3—C4—C5—C60.1 (5)C15—O4—C4—C54.4 (5)
Symmetry code: (i) x, y+1, z.
Hydrogen-bond geometry (Å, º) top
Cg1 is the centroid of the C1–C6 ring.
D—H···AD—HH···AD···AD—H···A
C10—H10B···O1ii0.992.573.124 (4)116
C10—H10B···O4ii0.992.443.294 (4)144
C7—H7A···Cg1iii0.992.633.554 (3)155
Symmetry codes: (ii) x, y+1, z+1; (iii) x+1/2, y+1/2, z+1/2.
(II) (Acetonitrile-κN)(η2-2-allyl-4-methoxy-5-{[(propan-2-yloxy)carbonyl]methoxy}phenyl-κC1)chloridoplatinum(II) monohydrate top
Crystal data top
[Pt(C15H19ClO4)Cl(C2H3N)]·H2OZ = 2
Mr = 552.91F(000) = 536
Triclinic, P1Dx = 1.938 Mg m3
a = 8.3747 (4) ÅMo Kα radiation, λ = 0.71073 Å
b = 10.5732 (5) ÅCell parameters from 7067 reflections
c = 11.0883 (4) Åθ = 3.0–29.2°
α = 76.670 (4)°µ = 7.57 mm1
β = 89.496 (3)°T = 100 K
γ = 82.641 (4)°Block, yellow
V = 947.30 (7) Å30.45 × 0.25 × 0.2 mm
Data collection top
Agilent SuperNova (single source at offset, Eos detector)
diffractometer
3871 independent reflections
Radiation source: SuperNova (Mo) X-ray Source3646 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.029
Detector resolution: 15.9631 pixels mm-1θmax = 26.4°, θmin = 3.0°
ω scansh = 1010
Absorption correction: multi-scan
(CrysAlis PRO; Rigaku Oxford Diffraction, 2015)
k = 1312
Tmin = 0.533, Tmax = 1.000l = 1313
12209 measured reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullHydrogen site location: mixed
R[F2 > 2σ(F2)] = 0.021H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.051 w = 1/[σ2(Fo2) + (0.025P)2 + 0.1035P]
where P = (Fo2 + 2Fc2)/3
S = 1.09(Δ/σ)max = 0.002
3871 reflectionsΔρmax = 0.92 e Å3
245 parametersΔρmin = 1.50 e Å3
2 restraints
Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Pt10.43075 (2)0.81119 (2)0.99883 (2)0.01389 (5)
Cl10.70613 (11)0.77252 (9)0.96959 (8)0.0229 (2)
O10.4806 (3)0.5871 (2)0.5975 (2)0.0149 (5)
N10.4768 (4)0.8473 (3)1.1735 (3)0.0191 (7)
C10.3746 (4)0.7822 (3)0.8337 (3)0.0122 (7)
O20.7820 (3)0.6636 (2)0.6011 (2)0.0189 (5)
C20.4613 (4)0.6899 (3)0.7754 (3)0.0124 (7)
H20.55570.63720.81430.015*
O30.8844 (3)0.4599 (2)0.7031 (2)0.0160 (5)
C30.4088 (4)0.6766 (3)0.6620 (3)0.0117 (7)
O40.2306 (3)0.7327 (2)0.4903 (2)0.0143 (5)
C40.2702 (4)0.7548 (3)0.6027 (3)0.0125 (7)
C50.1845 (4)0.8440 (3)0.6605 (3)0.0134 (7)
H50.09040.89670.62130.016*
C60.2357 (4)0.8572 (3)0.7763 (3)0.0124 (7)
C70.1452 (4)0.9519 (3)0.8431 (3)0.0159 (7)
H7A0.02790.95170.83310.019*
H7B0.17041.04170.80700.019*
C80.1920 (4)0.9132 (4)0.9793 (3)0.0178 (8)
H80.191 (5)0.985 (4)1.023 (3)0.021*
C90.1896 (5)0.7859 (4)1.0479 (3)0.0207 (8)
H9A0.195 (5)0.762 (4)1.138 (4)0.025*
H9B0.158 (5)0.723 (4)1.008 (4)0.025*
C100.6095 (4)0.4941 (3)0.6561 (3)0.0131 (7)
H10A0.62250.41930.61550.016*
H10B0.58350.46030.74390.016*
C110.7654 (4)0.5513 (3)0.6503 (3)0.0144 (7)
C121.0447 (4)0.5012 (4)0.7124 (3)0.0159 (7)
H121.05850.57610.64110.019*
C131.0550 (4)0.5442 (4)0.8322 (3)0.0207 (8)
H13A0.96750.61470.83410.031*
H13B1.15880.57610.83820.031*
H13C1.04540.46980.90210.031*
C141.1658 (4)0.3847 (4)0.7047 (3)0.0201 (8)
H14A1.15000.31040.77320.030*
H14B1.27500.40720.71030.030*
H14C1.15100.36080.62560.030*
C150.0954 (4)0.8166 (3)0.4241 (3)0.0168 (7)
H15A0.07660.79080.34650.025*
H15B0.11790.90770.40550.025*
H15C0.00060.80850.47510.025*
C160.5056 (4)0.8661 (3)1.2673 (3)0.0175 (8)
C170.5457 (5)0.8895 (4)1.3880 (3)0.0230 (9)
H17A0.63190.94541.37840.035*
H17B0.58180.80561.44570.035*
H17C0.45020.93311.42060.035*
O50.7623 (4)0.9013 (3)0.6829 (3)0.0433 (8)
H5B0.752 (7)0.870 (5)0.764 (2)0.065*
H5A0.766 (7)0.827 (3)0.657 (5)0.065*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Pt10.01872 (8)0.01490 (9)0.00909 (8)0.00034 (5)0.00076 (5)0.00629 (6)
Cl10.0184 (4)0.0297 (5)0.0231 (4)0.0046 (4)0.0044 (4)0.0152 (4)
O10.0139 (12)0.0200 (13)0.0124 (11)0.0053 (10)0.0025 (10)0.0111 (10)
N10.0247 (17)0.0201 (17)0.0134 (15)0.0015 (13)0.0018 (13)0.0081 (13)
C10.0175 (17)0.0111 (17)0.0088 (15)0.0039 (13)0.0027 (13)0.0030 (13)
O20.0197 (13)0.0179 (14)0.0175 (12)0.0008 (10)0.0032 (10)0.0016 (11)
C20.0115 (16)0.0149 (18)0.0115 (15)0.0001 (13)0.0007 (13)0.0054 (14)
O30.0121 (12)0.0166 (13)0.0181 (12)0.0002 (10)0.0004 (10)0.0027 (10)
C30.0102 (16)0.0142 (18)0.0116 (15)0.0005 (13)0.0044 (13)0.0062 (14)
O40.0154 (12)0.0174 (13)0.0103 (11)0.0037 (10)0.0031 (9)0.0065 (10)
C40.0139 (17)0.0160 (18)0.0088 (15)0.0033 (13)0.0012 (13)0.0048 (14)
C50.0131 (17)0.0135 (18)0.0116 (16)0.0021 (13)0.0010 (13)0.0011 (14)
C60.0166 (17)0.0114 (17)0.0099 (15)0.0012 (13)0.0043 (13)0.0040 (13)
C70.0182 (18)0.0157 (19)0.0152 (17)0.0005 (14)0.0040 (14)0.0073 (15)
C80.0194 (19)0.020 (2)0.0155 (17)0.0006 (15)0.0040 (14)0.0088 (15)
C90.023 (2)0.029 (2)0.0124 (17)0.0057 (16)0.0046 (15)0.0082 (16)
C100.0134 (17)0.0135 (18)0.0131 (16)0.0035 (14)0.0014 (14)0.0072 (14)
C110.0163 (18)0.019 (2)0.0088 (15)0.0029 (14)0.0009 (13)0.0084 (14)
C120.0132 (17)0.020 (2)0.0152 (17)0.0050 (14)0.0018 (14)0.0041 (15)
C130.0185 (19)0.025 (2)0.0207 (18)0.0038 (15)0.0038 (15)0.0102 (16)
C140.0128 (18)0.028 (2)0.0198 (18)0.0003 (15)0.0004 (15)0.0087 (16)
C150.0168 (18)0.0180 (19)0.0145 (17)0.0013 (14)0.0025 (14)0.0033 (15)
C160.0195 (19)0.018 (2)0.0156 (18)0.0024 (15)0.0043 (14)0.0061 (15)
C170.026 (2)0.033 (2)0.0134 (17)0.0102 (17)0.0028 (15)0.0088 (17)
O50.050 (2)0.0308 (19)0.049 (2)0.0073 (16)0.0093 (18)0.0087 (16)
Geometric parameters (Å, º) top
Pt1—Cl12.3232 (9)C8—H80.99 (4)
Pt1—N12.106 (3)C8—C91.388 (5)
Pt1—C11.994 (3)C9—H9A0.98 (4)
Pt1—C82.134 (4)C9—H9B0.94 (4)
Pt1—C92.121 (4)C10—H10A0.9900
O1—C31.388 (4)C10—H10B0.9900
O1—C101.415 (4)C10—C111.502 (5)
N1—C161.137 (4)C12—H121.0000
C1—C21.414 (4)C12—C131.507 (5)
C1—C61.390 (5)C12—C141.510 (5)
O2—C111.212 (4)C13—H13A0.9800
C2—H20.9500C13—H13B0.9800
C2—C31.379 (4)C13—H13C0.9800
O3—C111.331 (4)C14—H14A0.9800
O3—C121.475 (4)C14—H14B0.9800
C3—C41.407 (5)C14—H14C0.9800
O4—C41.370 (4)C15—H15A0.9800
O4—C151.437 (4)C15—H15B0.9800
C4—C51.383 (5)C15—H15C0.9800
C5—H50.9500C16—C171.465 (5)
C5—C61.400 (4)C17—H17A0.9800
C6—C71.504 (4)C17—H17B0.9800
C7—H7A0.9900C17—H17C0.9800
C7—H7B0.9900O5—H5B0.893 (19)
C7—C81.512 (5)O5—H5A0.897 (19)
N1—Pt1—Cl189.72 (9)C8—C9—Pt171.5 (2)
N1—Pt1—C895.03 (12)C8—C9—H9A123 (2)
N1—Pt1—C990.55 (13)C8—C9—H9B119 (2)
C1—Pt1—Cl193.36 (10)H9A—C9—H9B117 (3)
C1—Pt1—N1176.75 (12)O1—C10—H10A109.2
C1—Pt1—C881.72 (14)O1—C10—H10B109.2
C1—Pt1—C986.81 (14)O1—C10—C11112.2 (3)
C8—Pt1—Cl1158.63 (10)H10A—C10—H10B107.9
C9—Pt1—Cl1163.01 (11)C11—C10—H10A109.2
C9—Pt1—C838.06 (14)C11—C10—H10B109.2
C3—O1—C10118.2 (2)O2—C11—O3124.6 (3)
C16—N1—Pt1178.3 (3)O2—C11—C10124.9 (3)
C2—C1—Pt1125.1 (2)O3—C11—C10110.4 (3)
C6—C1—Pt1115.6 (2)O3—C12—H12109.5
C6—C1—C2119.2 (3)O3—C12—C13108.2 (3)
C1—C2—H2120.1O3—C12—C14106.2 (3)
C3—C2—C1119.9 (3)C13—C12—H12109.5
C3—C2—H2120.1C13—C12—C14113.7 (3)
C11—O3—C12117.6 (3)C14—C12—H12109.5
O1—C3—C4114.0 (3)C12—C13—H13A109.5
C2—C3—O1125.2 (3)C12—C13—H13B109.5
C2—C3—C4120.8 (3)C12—C13—H13C109.5
C4—O4—C15116.5 (3)H13A—C13—H13B109.5
O4—C4—C3115.3 (3)H13A—C13—H13C109.5
O4—C4—C5125.4 (3)H13B—C13—H13C109.5
C5—C4—C3119.3 (3)C12—C14—H14A109.5
C4—C5—H5119.8C12—C14—H14B109.5
C4—C5—C6120.4 (3)C12—C14—H14C109.5
C6—C5—H5119.8H14A—C14—H14B109.5
C1—C6—C5120.4 (3)H14A—C14—H14C109.5
C1—C6—C7117.4 (3)H14B—C14—H14C109.5
C5—C6—C7122.2 (3)O4—C15—H15A109.5
C6—C7—H7A109.7O4—C15—H15B109.5
C6—C7—H7B109.7O4—C15—H15C109.5
C6—C7—C8109.8 (3)H15A—C15—H15B109.5
H7A—C7—H7B108.2H15A—C15—H15C109.5
C8—C7—H7A109.7H15B—C15—H15C109.5
C8—C7—H7B109.7N1—C16—C17179.0 (4)
Pt1—C8—H8107 (2)C16—C17—H17A109.5
C7—C8—Pt1108.5 (2)C16—C17—H17B109.5
C7—C8—H8117 (2)C16—C17—H17C109.5
C9—C8—Pt170.5 (2)H17A—C17—H17B109.5
C9—C8—C7121.2 (3)H17A—C17—H17C109.5
C9—C8—H8119 (2)H17B—C17—H17C109.5
Pt1—C9—H9A103 (2)H5B—O5—H5A99 (5)
Pt1—C9—H9B107 (2)
Pt1—C1—C2—C3178.5 (2)O4—C4—C5—C6179.3 (3)
Pt1—C1—C6—C5179.6 (2)C4—C5—C6—C11.0 (5)
Pt1—C1—C6—C70.8 (4)C4—C5—C6—C7179.3 (3)
O1—C3—C4—O41.5 (4)C5—C6—C7—C8160.6 (3)
O1—C3—C4—C5177.4 (3)C6—C1—C2—C30.9 (5)
O1—C10—C11—O20.4 (4)C6—C7—C8—Pt127.4 (3)
O1—C10—C11—O3178.2 (2)C6—C7—C8—C950.5 (5)
C1—C2—C3—O1178.0 (3)C7—C8—C9—Pt1100.3 (3)
C1—C2—C3—C40.6 (5)C10—O1—C3—C25.7 (5)
C1—C6—C7—C819.7 (4)C10—O1—C3—C4172.9 (3)
C2—C1—C6—C51.7 (5)C11—O3—C12—C1388.6 (3)
C2—C1—C6—C7178.6 (3)C11—O3—C12—C14148.9 (3)
C2—C3—C4—O4179.8 (3)C12—O3—C11—O25.8 (4)
C2—C3—C4—C51.3 (5)C12—O3—C11—C10176.4 (3)
C3—O1—C10—C1179.1 (4)C15—O4—C4—C3176.3 (3)
C3—C4—C5—C60.5 (5)C15—O4—C4—C54.8 (5)
Hydrogen-bond geometry (Å, º) top
Cg1 is the centroid of ring C1-C6.
D—H···AD—HH···AD···AD—H···A
O5—H5A···O20.89 (4)1.95 (4)2.848 (4)178 (6)
O5—H5B···Cl10.89 (2)2.33 (3)3.213 (3)174 (6)
C8—H8···Cl1i0.99 (4)2.83 (4)3.701 (4)148 (3)
C10—H10A···O1ii0.992.543.245 (4)128
C10—H10A···O4ii0.992.413.334 (4)155
C15—H15B···O5iii0.982.373.313 (5)160
C17—H17B···O2iv0.982.503.387 (4)151
C17—H17C···O5i0.982.423.152 (5)131
C13—H13B···Cg1v0.982.683.481 (4)139
Symmetry codes: (i) x+1, y+2, z+2; (ii) x+1, y+1, z+1; (iii) x+1, y+2, z+1; (iv) x, y, z+1; (v) x+1, y, z.
(IV) (η2-2-Allyl-4-methoxy-5-{[(propan-2-yloxy)carbonyl]methoxy}phenyl-κC1)chlorido(dimethyl sulfoxide-κN)platinum(II) top
Crystal data top
[Pt(C14H17O4)Cl(C2H6OS)]Z = 4
Mr = 557.94F(000) = 1080
Triclinic, P1Dx = 2.010 Mg m3
a = 8.7920 (3) ÅMo Kα radiation, λ = 0.71073 Å
b = 12.1383 (4) ÅCell parameters from 7952 reflections
c = 17.4745 (6) Åθ = 2.8–29.0°
α = 87.030 (3)°µ = 7.89 mm1
β = 82.074 (3)°T = 101 K
γ = 87.651 (3)°Block, colourless
V = 1843.52 (12) Å30.22 × 0.15 × 0.12 mm
Data collection top
Agilent SuperNova (single source at offset, Eos detector)
diffractometer
7504 independent reflections
Radiation source: SuperNova (Mo) X-ray Source6746 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.023
Detector resolution: 15.9631 pixels mm-1θmax = 26.4°, θmin = 2.8°
ω scansh = 1010
Absorption correction: multi-scan
(CrysAlis PRO; Rigaku Oxford Diffraction, 2015)
k = 1514
Tmin = 0.851, Tmax = 1.000l = 2120
13831 measured reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.024H-atom parameters constrained
wR(F2) = 0.051 w = 1/[σ2(Fo2) + (0.0132P)2 + 1.6196P]
where P = (Fo2 + 2Fc2)/3
S = 1.05(Δ/σ)max = 0.002
7504 reflectionsΔρmax = 1.11 e Å3
441 parametersΔρmin = 1.10 e Å3
0 restraints
Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Pt10.11532 (2)0.98567 (2)0.38029 (2)0.01055 (4)
Cl10.06390 (11)1.08305 (7)0.31254 (5)0.01287 (19)
S10.01065 (11)0.81710 (8)0.35908 (6)0.0141 (2)
O10.1887 (3)1.4250 (2)0.43020 (16)0.0143 (6)
C10.2228 (4)1.1230 (3)0.4015 (2)0.0112 (8)
O20.1517 (3)1.4180 (2)0.27435 (17)0.0207 (7)
C20.1563 (4)1.2297 (3)0.4075 (2)0.0112 (8)
H20.05151.24240.40090.013*
O30.0878 (3)1.4922 (2)0.30078 (16)0.0210 (7)
C30.2427 (4)1.3167 (3)0.4229 (2)0.0119 (8)
O40.4707 (3)1.3899 (2)0.45167 (16)0.0158 (6)
C40.3971 (4)1.2989 (3)0.4339 (2)0.0120 (8)
O50.0797 (3)0.7189 (2)0.39671 (18)0.0215 (7)
C50.4646 (4)1.1942 (3)0.4272 (2)0.0131 (8)
H50.56941.18190.43400.016*
C60.3779 (4)1.1062 (3)0.4103 (2)0.0120 (8)
C70.4477 (4)0.9922 (3)0.3971 (2)0.0145 (9)
H7A0.52460.97530.43270.017*
H7B0.50070.98920.34340.017*
C80.3243 (4)0.9076 (3)0.4106 (2)0.0148 (9)
H80.35260.83390.38870.018*
C90.2128 (4)0.9081 (3)0.4760 (2)0.0164 (9)
H9A0.21360.96250.51310.020*
H9B0.13630.85410.48320.020*
C100.0441 (4)1.4546 (3)0.4063 (2)0.0140 (8)
H10A0.01291.53000.42260.017*
H10B0.03361.40350.43250.017*
C110.0463 (5)1.4511 (3)0.3196 (2)0.0152 (9)
C120.1070 (5)1.4918 (4)0.2193 (3)0.0265 (11)
H12A0.00621.50100.18700.032*
H12B0.17601.55450.20640.032*
C130.1733 (6)1.3861 (4)0.2021 (3)0.0408 (14)
H13A0.19351.38940.14830.061*
H13B0.26961.37470.23660.061*
H13C0.10031.32480.21020.061*
C140.6328 (4)1.3781 (3)0.4526 (3)0.0212 (10)
H14A0.68311.35660.40170.032*
H14B0.65421.32120.49190.032*
H14C0.67241.44850.46490.032*
C150.1904 (4)0.8205 (3)0.3894 (3)0.0204 (9)
H15A0.21060.83350.44480.031*
H15B0.23240.74980.37970.031*
H15C0.23920.88010.36050.031*
C160.0145 (5)0.7945 (3)0.2591 (2)0.0205 (9)
H16A0.03420.85810.23410.031*
H16B0.04150.72790.25330.031*
H16C0.12120.78490.23490.031*
Pt20.55218 (2)1.03314 (2)0.11676 (2)0.01112 (4)
Cl20.34837 (11)0.95154 (8)0.19582 (6)0.0149 (2)
S20.43337 (11)1.20883 (8)0.13383 (6)0.0133 (2)
O60.6563 (3)0.5879 (2)0.07660 (16)0.0140 (6)
O70.2914 (3)0.6369 (3)0.18347 (18)0.0281 (7)
O80.5009 (3)0.5530 (3)0.22136 (17)0.0279 (8)
O90.9494 (3)0.6089 (2)0.04786 (16)0.0167 (6)
O100.5067 (3)1.3000 (2)0.08416 (16)0.0188 (6)
C170.6739 (4)0.8886 (3)0.1021 (2)0.0124 (8)
C180.6118 (4)0.7856 (3)0.0980 (2)0.0129 (8)
H180.50350.77870.10650.015*
C190.7057 (4)0.6932 (3)0.0818 (2)0.0115 (8)
C200.8667 (4)0.7033 (3)0.0675 (2)0.0119 (8)
C210.9285 (4)0.8049 (3)0.0737 (2)0.0141 (8)
H211.03690.81150.06660.017*
C220.8334 (4)0.8976 (3)0.0905 (2)0.0125 (8)
C230.8944 (4)1.0105 (3)0.0996 (2)0.0145 (9)
H23A0.91721.01640.15310.017*
H23B0.99081.02100.06380.017*
C240.7760 (4)1.0985 (3)0.0820 (2)0.0159 (9)
H240.79141.17370.09980.019*
C250.6979 (4)1.0953 (3)0.0170 (2)0.0164 (9)
H25A0.71911.03660.01730.020*
H25B0.62401.15180.00740.020*
C260.4943 (4)0.5749 (3)0.0873 (2)0.0133 (8)
H26A0.47350.49920.07390.016*
H26B0.44810.62710.05090.016*
C270.4160 (5)0.5940 (3)0.1689 (2)0.0169 (9)
C280.4414 (6)0.5700 (5)0.3024 (3)0.0437 (15)
H28A0.43750.49860.33260.052*
H28B0.33630.60370.30660.052*
C290.5460 (6)0.6441 (4)0.3321 (3)0.0381 (13)
H29A0.51460.65210.38770.057*
H29B0.54190.71660.30500.057*
H29C0.65120.61280.32360.057*
C301.1126 (4)0.6181 (4)0.0286 (3)0.0231 (10)
H30A1.13450.67170.01500.035*
H30B1.15910.54600.01430.035*
H30C1.15560.64280.07340.035*
C310.2328 (5)1.2145 (4)0.1273 (3)0.0251 (10)
H31A0.21681.20340.07390.038*
H31B0.18891.28670.14290.038*
H31C0.18251.15640.16160.038*
C320.4317 (5)1.2398 (3)0.2321 (2)0.0211 (10)
H32A0.36811.18710.26540.032*
H32B0.38931.31480.24020.032*
H32C0.53691.23440.24500.032*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Pt10.01251 (8)0.00795 (8)0.01134 (8)0.00155 (6)0.00278 (6)0.00031 (6)
Cl10.0175 (5)0.0087 (4)0.0138 (5)0.0015 (4)0.0079 (4)0.0003 (4)
S10.0154 (5)0.0101 (5)0.0172 (5)0.0005 (4)0.0030 (4)0.0018 (4)
O10.0112 (14)0.0105 (14)0.0220 (16)0.0021 (11)0.0064 (12)0.0001 (12)
C10.014 (2)0.013 (2)0.0076 (19)0.0029 (16)0.0023 (15)0.0012 (16)
O20.0182 (16)0.0217 (16)0.0206 (16)0.0041 (13)0.0001 (13)0.0026 (14)
C20.0085 (19)0.013 (2)0.013 (2)0.0021 (15)0.0034 (15)0.0027 (17)
O30.0178 (16)0.0297 (18)0.0167 (16)0.0068 (13)0.0082 (12)0.0033 (14)
C30.015 (2)0.012 (2)0.0091 (19)0.0005 (16)0.0014 (15)0.0008 (16)
O40.0104 (14)0.0124 (14)0.0260 (16)0.0008 (11)0.0057 (12)0.0043 (13)
C40.011 (2)0.015 (2)0.0098 (19)0.0015 (16)0.0005 (15)0.0020 (17)
O50.0228 (17)0.0113 (15)0.0325 (18)0.0015 (12)0.0123 (14)0.0016 (14)
C50.012 (2)0.016 (2)0.011 (2)0.0013 (16)0.0023 (15)0.0028 (17)
C60.015 (2)0.0093 (19)0.0113 (19)0.0018 (15)0.0016 (16)0.0029 (16)
C70.015 (2)0.011 (2)0.017 (2)0.0027 (16)0.0030 (16)0.0010 (17)
C80.018 (2)0.0076 (19)0.018 (2)0.0069 (16)0.0065 (17)0.0031 (17)
C90.019 (2)0.013 (2)0.018 (2)0.0022 (17)0.0090 (17)0.0021 (18)
C100.011 (2)0.011 (2)0.021 (2)0.0013 (15)0.0069 (16)0.0015 (17)
C110.018 (2)0.0085 (19)0.021 (2)0.0001 (16)0.0074 (18)0.0011 (18)
C120.029 (3)0.030 (3)0.022 (2)0.005 (2)0.010 (2)0.002 (2)
C130.045 (3)0.040 (3)0.042 (3)0.004 (3)0.021 (3)0.012 (3)
C140.013 (2)0.019 (2)0.033 (3)0.0041 (17)0.0050 (18)0.005 (2)
C150.017 (2)0.021 (2)0.023 (2)0.0037 (18)0.0020 (18)0.005 (2)
C160.029 (3)0.018 (2)0.015 (2)0.0038 (19)0.0016 (18)0.0051 (19)
Pt20.01299 (8)0.00863 (8)0.01108 (8)0.00005 (6)0.00062 (6)0.00056 (6)
Cl20.0151 (5)0.0100 (5)0.0172 (5)0.0016 (4)0.0066 (4)0.0005 (4)
S20.0166 (5)0.0098 (5)0.0122 (5)0.0013 (4)0.0014 (4)0.0003 (4)
O60.0114 (14)0.0083 (14)0.0218 (16)0.0002 (11)0.0003 (11)0.0023 (12)
O70.0241 (18)0.0320 (19)0.0250 (18)0.0075 (15)0.0061 (14)0.0023 (15)
O80.0264 (18)0.040 (2)0.0173 (16)0.0047 (15)0.0061 (13)0.0073 (15)
O90.0133 (15)0.0135 (15)0.0226 (16)0.0023 (11)0.0000 (12)0.0047 (13)
O100.0254 (17)0.0120 (15)0.0171 (15)0.0016 (12)0.0028 (12)0.0016 (13)
C170.016 (2)0.012 (2)0.0084 (19)0.0031 (16)0.0016 (16)0.0037 (16)
C180.012 (2)0.014 (2)0.012 (2)0.0013 (16)0.0001 (15)0.0004 (17)
C190.016 (2)0.0100 (19)0.0093 (19)0.0021 (16)0.0034 (15)0.0005 (16)
C200.013 (2)0.012 (2)0.0104 (19)0.0047 (16)0.0001 (15)0.0022 (17)
C210.013 (2)0.016 (2)0.013 (2)0.0021 (16)0.0001 (16)0.0010 (17)
C220.015 (2)0.014 (2)0.0091 (19)0.0021 (16)0.0008 (15)0.0020 (17)
C230.013 (2)0.014 (2)0.017 (2)0.0027 (16)0.0034 (16)0.0016 (18)
C240.020 (2)0.010 (2)0.018 (2)0.0045 (16)0.0005 (17)0.0035 (17)
C250.014 (2)0.020 (2)0.014 (2)0.0008 (17)0.0031 (16)0.0012 (18)
C260.012 (2)0.0100 (19)0.019 (2)0.0016 (15)0.0049 (16)0.0011 (17)
C270.019 (2)0.013 (2)0.019 (2)0.0073 (17)0.0025 (17)0.0033 (18)
C280.046 (3)0.067 (4)0.020 (3)0.025 (3)0.010 (2)0.010 (3)
C290.034 (3)0.045 (3)0.035 (3)0.002 (2)0.003 (2)0.010 (3)
C300.014 (2)0.020 (2)0.035 (3)0.0038 (18)0.0011 (19)0.011 (2)
C310.018 (2)0.024 (2)0.033 (3)0.0032 (19)0.006 (2)0.003 (2)
C320.028 (2)0.019 (2)0.016 (2)0.0045 (19)0.0003 (18)0.0027 (19)
Geometric parameters (Å, º) top
Pt1—Cl12.3449 (9)Pt2—Cl22.3284 (9)
Pt1—S12.3448 (10)Pt2—S22.3507 (10)
Pt1—C12.025 (4)Pt2—C172.027 (4)
Pt1—C82.151 (4)Pt2—C242.149 (4)
Pt1—C92.140 (4)Pt2—C252.140 (4)
S1—O51.480 (3)S2—O101.482 (3)
S1—C151.773 (4)S2—C311.781 (4)
S1—C161.778 (4)S2—C321.775 (4)
O1—C31.385 (4)O6—C191.378 (4)
O1—C101.419 (4)O6—C261.425 (4)
C1—C21.402 (5)O7—C271.194 (5)
C1—C61.399 (5)O8—C271.326 (5)
O2—C111.201 (5)O8—C281.462 (6)
C2—H20.9500O9—C201.365 (4)
C2—C31.384 (5)O9—C301.435 (5)
O3—C111.337 (5)C17—C181.394 (5)
O3—C121.457 (5)C17—C221.397 (5)
C3—C41.403 (5)C18—H180.9500
O4—C41.373 (4)C18—C191.383 (5)
O4—C141.429 (4)C19—C201.412 (5)
C4—C51.384 (5)C20—C211.384 (5)
C5—H50.9500C21—H210.9500
C5—C61.403 (5)C21—C221.393 (5)
C6—C71.506 (5)C22—C231.517 (5)
C7—H7A0.9900C23—H23A0.9900
C7—H7B0.9900C23—H23B0.9900
C7—C81.511 (5)C23—C241.510 (5)
C8—H81.0000C24—H241.0000
C8—C91.399 (6)C24—C251.409 (5)
C9—H9A0.9500C25—H25A0.9500
C9—H9B0.9500C25—H25B0.9500
C10—H10A0.9900C26—H26A0.9900
C10—H10B0.9900C26—H26B0.9900
C10—C111.515 (5)C26—C271.521 (6)
C12—H12A0.9900C28—H28A0.9900
C12—H12B0.9900C28—H28B0.9900
C12—C131.492 (6)C28—C291.474 (6)
C13—H13A0.9800C29—H29A0.9800
C13—H13B0.9800C29—H29B0.9800
C13—H13C0.9800C29—H29C0.9800
C14—H14A0.9800C30—H30A0.9800
C14—H14B0.9800C30—H30B0.9800
C14—H14C0.9800C30—H30C0.9800
C15—H15A0.9800C31—H31A0.9800
C15—H15B0.9800C31—H31B0.9800
C15—H15C0.9800C31—H31C0.9800
C16—H16A0.9800C32—H32A0.9800
C16—H16B0.9800C32—H32B0.9800
C16—H16C0.9800C32—H32C0.9800
S1—Pt1—Cl191.13 (3)Cl2—Pt2—S290.82 (3)
C1—Pt1—Cl194.05 (11)C17—Pt2—Cl293.56 (11)
C1—Pt1—S1174.66 (11)C17—Pt2—S2174.56 (11)
C1—Pt1—C881.65 (15)C17—Pt2—C2481.44 (15)
C1—Pt1—C986.40 (15)C17—Pt2—C2586.30 (16)
C8—Pt1—Cl1162.70 (11)C24—Pt2—Cl2159.15 (11)
C8—Pt1—S193.01 (11)C24—Pt2—S293.34 (11)
C9—Pt1—Cl1158.91 (11)C25—Pt2—Cl2162.12 (11)
C9—Pt1—S189.25 (11)C25—Pt2—S290.53 (11)
C9—Pt1—C838.06 (15)C25—Pt2—C2438.35 (14)
O5—S1—Pt1115.04 (12)O10—S2—Pt2115.65 (12)
O5—S1—C15108.52 (19)O10—S2—C31108.77 (19)
O5—S1—C16108.95 (19)O10—S2—C32108.61 (19)
C15—S1—Pt1110.52 (14)C31—S2—Pt2114.39 (15)
C15—S1—C16100.2 (2)C32—S2—Pt2107.55 (14)
C16—S1—Pt1112.51 (14)C32—S2—C31100.7 (2)
C3—O1—C10118.1 (3)C19—O6—C26116.5 (3)
C2—C1—Pt1126.1 (3)C27—O8—C28116.8 (4)
C6—C1—Pt1114.9 (3)C20—O9—C30116.8 (3)
C6—C1—C2119.0 (3)C18—C17—Pt2125.6 (3)
C1—C2—H2119.8C18—C17—C22119.1 (4)
C3—C2—C1120.3 (3)C22—C17—Pt2115.1 (3)
C3—C2—H2119.8C17—C18—H18119.5
C11—O3—C12116.3 (3)C19—C18—C17120.9 (4)
O1—C3—C4114.4 (3)C19—C18—H18119.5
C2—C3—O1125.1 (3)O6—C19—C18125.6 (3)
C2—C3—C4120.4 (3)O6—C19—C20114.6 (3)
C4—O4—C14117.0 (3)C18—C19—C20119.8 (3)
O4—C4—C3115.7 (3)O9—C20—C19115.6 (3)
O4—C4—C5124.5 (3)O9—C20—C21125.1 (3)
C5—C4—C3119.8 (3)C21—C20—C19119.3 (3)
C4—C5—H5120.1C20—C21—H21119.7
C4—C5—C6119.9 (3)C20—C21—C22120.6 (4)
C6—C5—H5120.1C22—C21—H21119.7
C1—C6—C5120.5 (3)C17—C22—C23116.8 (3)
C1—C6—C7117.1 (3)C21—C22—C17120.2 (3)
C5—C6—C7122.3 (3)C21—C22—C23123.0 (3)
C6—C7—H7A109.6C22—C23—H23A109.8
C6—C7—H7B109.6C22—C23—H23B109.8
C6—C7—C8110.2 (3)H23A—C23—H23B108.2
H7A—C7—H7B108.1C24—C23—C22109.4 (3)
C8—C7—H7A109.6C24—C23—H23A109.8
C8—C7—H7B109.6C24—C23—H23B109.8
Pt1—C8—H8116.0Pt2—C24—H24115.8
C7—C8—Pt1107.7 (2)C23—C24—Pt2108.0 (3)
C7—C8—H8116.0C23—C24—H24115.8
C9—C8—Pt170.6 (2)C25—C24—Pt270.4 (2)
C9—C8—C7121.5 (4)C25—C24—C23121.9 (4)
C9—C8—H8116.0C25—C24—H24115.8
Pt1—C9—H9A107.0Pt2—C25—H25A107.3
Pt1—C9—H9B91.5Pt2—C25—H25B91.4
C8—C9—Pt171.4 (2)C24—C25—Pt271.2 (2)
C8—C9—H9A120.0C24—C25—H25A120.0
C8—C9—H9B120.0C24—C25—H25B120.0
H9A—C9—H9B120.0H25A—C25—H25B120.0
O1—C10—H10A109.0O6—C26—H26A108.7
O1—C10—H10B109.0O6—C26—H26B108.7
O1—C10—C11112.8 (3)O6—C26—C27114.4 (3)
H10A—C10—H10B107.8H26A—C26—H26B107.6
C11—C10—H10A109.0C27—C26—H26A108.7
C11—C10—H10B109.0C27—C26—H26B108.7
O2—C11—O3125.0 (4)O7—C27—O8124.7 (4)
O2—C11—C10125.9 (4)O7—C27—C26124.0 (4)
O3—C11—C10109.1 (3)O8—C27—C26111.3 (4)
O3—C12—H12A109.6O8—C28—H28A110.2
O3—C12—H12B109.6O8—C28—H28B110.2
O3—C12—C13110.4 (4)O8—C28—C29107.3 (4)
H12A—C12—H12B108.1H28A—C28—H28B108.5
C13—C12—H12A109.6C29—C28—H28A110.2
C13—C12—H12B109.6C29—C28—H28B110.2
C12—C13—H13A109.5C28—C29—H29A109.5
C12—C13—H13B109.5C28—C29—H29B109.5
C12—C13—H13C109.5C28—C29—H29C109.5
H13A—C13—H13B109.5H29A—C29—H29B109.5
H13A—C13—H13C109.5H29A—C29—H29C109.5
H13B—C13—H13C109.5H29B—C29—H29C109.5
O4—C14—H14A109.5O9—C30—H30A109.5
O4—C14—H14B109.5O9—C30—H30B109.5
O4—C14—H14C109.5O9—C30—H30C109.5
H14A—C14—H14B109.5H30A—C30—H30B109.5
H14A—C14—H14C109.5H30A—C30—H30C109.5
H14B—C14—H14C109.5H30B—C30—H30C109.5
S1—C15—H15A109.5S2—C31—H31A109.5
S1—C15—H15B109.5S2—C31—H31B109.5
S1—C15—H15C109.5S2—C31—H31C109.5
H15A—C15—H15B109.5H31A—C31—H31B109.5
H15A—C15—H15C109.5H31A—C31—H31C109.5
H15B—C15—H15C109.5H31B—C31—H31C109.5
S1—C16—H16A109.5S2—C32—H32A109.5
S1—C16—H16B109.5S2—C32—H32B109.5
S1—C16—H16C109.5S2—C32—H32C109.5
H16A—C16—H16B109.5H32A—C32—H32B109.5
H16A—C16—H16C109.5H32A—C32—H32C109.5
H16B—C16—H16C109.5H32B—C32—H32C109.5
Pt1—C1—C2—C3179.5 (3)Pt2—C17—C18—C19174.8 (3)
Pt1—C1—C6—C5178.4 (3)Pt2—C17—C22—C21175.0 (3)
Pt1—C1—C6—C74.5 (4)Pt2—C17—C22—C236.9 (4)
O1—C3—C4—O41.3 (5)O6—C19—C20—O92.3 (5)
O1—C3—C4—C5179.2 (3)O6—C19—C20—C21177.9 (3)
O1—C10—C11—O26.4 (6)O6—C26—C27—O7143.6 (4)
O1—C10—C11—O3172.8 (3)O6—C26—C27—O839.0 (5)
C1—C2—C3—O1179.8 (3)O9—C20—C21—C22176.8 (3)
C1—C2—C3—C40.9 (6)C17—C18—C19—O6179.9 (4)
C1—C6—C7—C824.6 (5)C17—C18—C19—C201.4 (6)
C2—C1—C6—C51.9 (6)C17—C22—C23—C2427.0 (5)
C2—C1—C6—C7175.2 (3)C18—C17—C22—C211.1 (6)
C2—C3—C4—O4177.7 (3)C18—C17—C22—C23177.0 (3)
C2—C3—C4—C51.8 (6)C18—C19—C20—O9176.6 (3)
C3—O1—C10—C1167.9 (4)C18—C19—C20—C213.2 (6)
C3—C4—C5—C60.7 (6)C19—O6—C26—C2767.5 (4)
O4—C4—C5—C6178.7 (3)C19—C20—C21—C222.9 (6)
C4—C5—C6—C11.1 (6)C20—C21—C22—C170.8 (6)
C4—C5—C6—C7175.8 (4)C20—C21—C22—C23178.8 (4)
C5—C6—C7—C8158.4 (4)C21—C22—C23—C24155.0 (4)
C6—C1—C2—C30.9 (5)C22—C17—C18—C190.8 (6)
C6—C7—C8—Pt130.8 (4)C22—C23—C24—Pt232.2 (4)
C6—C7—C8—C946.8 (5)C22—C23—C24—C2545.5 (5)
C7—C8—C9—Pt199.3 (3)C23—C24—C25—Pt299.6 (3)
C10—O1—C3—C212.4 (5)C26—O6—C19—C181.5 (5)
C10—O1—C3—C4168.6 (3)C26—O6—C19—C20177.4 (3)
C11—O3—C12—C1389.2 (5)C27—O8—C28—C29113.4 (5)
C12—O3—C11—O22.6 (6)C28—O8—C27—O75.1 (6)
C12—O3—C11—C10178.2 (3)C28—O8—C27—C26177.5 (3)
C14—O4—C4—C3171.6 (3)C30—O9—C20—C19176.5 (3)
C14—O4—C4—C59.0 (5)C30—O9—C20—C213.3 (6)
Hydrogen-bond geometry (Å, º) top
Cg1 and Cg2 are the centroids of C1–C6 and C17–C22 rings, respectively.
D—H···AD—HH···AD···AD—H···A
C9—H9B···O50.952.403.092 (4)130
C10—H10A···O5i0.992.403.230 (4)142
C16—H16C···O70.982.423.213 (5)138
C25—H25B···O100.952.413.129 (4)132
C26—H26A···O10ii0.992.423.337 (4)153
C26—H26B···O10iii0.992.463.289 (4)141
C28—H28A···O4ii0.992.453.346 (6)150
C30—H30B···O9iv0.982.503.222 (5)130
C30—H30C···O7v0.982.403.334 (6)160
C32—H32B···O20.982.413.242 (5)143
C15—H15A···Cg1vi0.982.493.405 (5)155
C31—H31A···Cg2iii0.982.773.732 (5)166
C32—H32A···Cg10.982.663.269 (4)120
Symmetry codes: (i) x, y+1, z; (ii) x, y1, z; (iii) x+1, y+2, z; (iv) x+2, y+1, z; (v) x+1, y, z; (vi) x, y+2, z+1.
 

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