Crystallization experiments with the dinuclear chelate ring complex di-μ-chlorido-bis­[(η²-2-allyl-4-meth­oxy-5-{[(propan-2-yl­oxy)carbon­yl]meth­oxy}phenyl-κC¹)platinum(II)]

Crystallization experiments with the dinuclear chelate ring complex di-μ-chlorido-bis­[(η²-2-allyl-4-meth­oxy-5-{[(propan-2-yl­oxy)carbon­yl]meth­oxy}phenyl-κC¹)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-κN)(η²-2-allyl-4-meth­oxy-5-{[(propan-2-yl­oxy)carbon­yl]meth­oxy}phenyl-κC¹)chlorido­platinum(II) monohydrate, [Pt(C₁₅H₁₉O₄)Cl(CH₃CN)]·H₂O, (η²-2-allyl-4-meth­oxy-5-{[(propan-2-yl­oxy)carbon­yl]meth­oxy}phenyl-κC¹)chlorido­(di­methyl­formamide-κO)platinum(II), [Pt(C₁₅H₁₉O₄)Cl(C₂H₇NO)], and (η²-2-allyl-4-meth­oxy-5-{[(propan-2-yl­oxy)carbon­yl]meth­oxy}phenyl-κC¹)chlorido­(dimethyl sulfoxide-κS)platinum(II), determined as the analogue {η²-2-allyl-4-meth­oxy-5-[(ethoxycarbonyl)meth­oxy]phenyl-κC¹}chlorido­(dimethyl sulfoxide-κS)platinum(II), [Pt(C₁₄H₁₇O₄)Cl(C₂H₆OS)]. The crystal structures confirm that aceto­nitrile inter­acts with the Pt^II 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...π inter­actions, but no π–π inter­actions are observed despite the presence of the aromatic ring.

Computing details

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)]

Crystal data

[Pt2(C15H19O4)2Cl2]	F(000) = 944
Mr = 987.66	Dx = 1.983 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 13.5600 (3) Å	Cell parameters from 18257 reflections
b = 7.98332 (19) Å	θ = 3.4–28.9°
c = 15.8057 (4) Å	µ = 8.66 mm^−1
β = 104.815 (3)°	T = 200 K
V = 1654.15 (7) Å^3	Block, yellow
Z = 2	0.21 × 0.07 × 0.05 mm

Data collection

Agilent SuperNova (single source at offset, Eos detector) diffractometer	3368 independent reflections
Radiation source: SuperNova (Mo) X-ray Source	3107 reflections with I > 2σ(I)
Mirror monochromator	Rint = 0.027
Detector resolution: 15.9631 pixels mm^-1	θmax = 26.4°, θmin = 2.9°
ω scans	h = −16→16
Absorption correction: multi-scan (CrysAlis PRO; Rigaku Oxford Diffraction, 2015)	k = −9→9
Tmin = 0.542, Tmax = 1.000	l = −19→19
32760 measured reflections

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.015	H-atom parameters constrained
wR(F^2) = 0.037	w = 1/[σ^2(Fo^2) + (0.0155P)^2 + 1.4928P] where P = (Fo^2 + 2Fc^2)/3
S = 1.08	(Δ/σ)max = 0.001
3368 reflections	Δρmax = 0.66 e Å^−3
193 parameters	Δρmin = −0.32 e Å^−3
0 restraints

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Pt1	0.06825 (2)	0.63620 (2)	0.08285 (2)	0.02999 (4)
Cl1	−0.02626 (6)	0.38782 (9)	0.07869 (5)	0.03904 (17)
O1	0.01296 (17)	0.5844 (3)	0.41263 (14)	0.0503 (6)
C1	0.1027 (2)	0.6554 (3)	0.21281 (18)	0.0307 (6)
O2	0.05762 (18)	0.2519 (4)	0.40238 (19)	0.0701 (8)
C2	0.0395 (2)	0.6040 (4)	0.26528 (19)	0.0347 (6)
H2	−0.0247	0.5542	0.2392	0.042*
O3	−0.10704 (18)	0.1958 (3)	0.33764 (17)	0.0563 (6)
C3	0.0702 (2)	0.6254 (3)	0.3550 (2)	0.0360 (7)
O4	0.18747 (17)	0.7136 (3)	0.48295 (13)	0.0483 (6)
C4	0.1646 (2)	0.6996 (4)	0.39382 (19)	0.0362 (6)
C5	0.2274 (2)	0.7497 (4)	0.3420 (2)	0.0380 (7)
H5	0.2915	0.7999	0.3681	0.046*
C6	0.1970 (2)	0.7268 (4)	0.2517 (2)	0.0358 (6)
C7	0.2650 (2)	0.7654 (4)	0.1919 (2)	0.0419 (7)
H7A	0.3043	0.8688	0.2120	0.050*
H7B	0.3139	0.6725	0.1942	0.050*
C8	0.2018 (2)	0.7884 (4)	0.0993 (2)	0.0400 (7)
H8	0.2391	0.7791	0.0525	0.048*
C9	0.1145 (3)	0.8878 (4)	0.0797 (2)	0.0477 (8)
H9A	0.0973	0.9429	0.0217	0.057*
H9B	0.1042	0.9609	0.1273	0.057*
C10	−0.0677 (2)	0.4687 (4)	0.3849 (2)	0.0413 (7)
H10A	−0.1117	0.5049	0.3277	0.050*
H10B	−0.1099	0.4676	0.4276	0.050*
C11	−0.0287 (2)	0.2947 (5)	0.3763 (2)	0.0461 (8)
C12	−0.0847 (4)	0.0230 (5)	0.3190 (3)	0.0775 (13)
H12	−0.0158	−0.0134	0.3542	0.093*
C13	−0.1678 (5)	−0.0850 (6)	0.3355 (5)	0.134 (3)
H13A	−0.1613	−0.0916	0.3986	0.201*
H13B	−0.1625	−0.1976	0.3124	0.201*
H13C	−0.2342	−0.0365	0.3064	0.201*
C14	−0.0936 (6)	0.0161 (7)	0.2205 (4)	0.136 (3)
H14A	−0.1590	0.0643	0.1887	0.204*
H14B	−0.0897	−0.1007	0.2025	0.204*
H14C	−0.0377	0.0802	0.2073	0.204*
C15	0.2803 (3)	0.7966 (5)	0.5240 (2)	0.0550 (9)
H15A	0.3378	0.7348	0.5123	0.083*
H15B	0.2878	0.8015	0.5873	0.083*
H15C	0.2791	0.9106	0.5008	0.083*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Pt1	0.02253 (6)	0.03176 (7)	0.03563 (7)	−0.00193 (4)	0.00735 (4)	0.00490 (4)
Cl1	0.0372 (4)	0.0423 (4)	0.0355 (4)	−0.0121 (3)	0.0054 (3)	0.0075 (3)
O1	0.0415 (13)	0.0714 (15)	0.0446 (12)	−0.0268 (12)	0.0230 (10)	−0.0142 (11)
C1	0.0232 (13)	0.0320 (14)	0.0380 (15)	−0.0001 (11)	0.0098 (11)	0.0006 (11)
O2	0.0339 (13)	0.083 (2)	0.097 (2)	0.0068 (13)	0.0237 (13)	0.0267 (16)
C2	0.0229 (13)	0.0390 (16)	0.0431 (16)	−0.0067 (12)	0.0098 (12)	−0.0015 (13)
O3	0.0429 (13)	0.0445 (13)	0.0797 (17)	0.0042 (11)	0.0125 (12)	−0.0072 (13)
C3	0.0313 (15)	0.0381 (16)	0.0443 (17)	−0.0086 (12)	0.0198 (13)	−0.0040 (12)
O4	0.0456 (13)	0.0639 (15)	0.0391 (12)	−0.0266 (11)	0.0175 (10)	−0.0136 (11)
C4	0.0348 (15)	0.0379 (16)	0.0376 (16)	−0.0074 (13)	0.0121 (12)	−0.0072 (13)
C5	0.0303 (15)	0.0408 (16)	0.0445 (17)	−0.0131 (12)	0.0128 (13)	−0.0061 (13)
C6	0.0305 (15)	0.0336 (15)	0.0464 (17)	−0.0070 (12)	0.0157 (13)	0.0005 (13)
C7	0.0327 (16)	0.0519 (19)	0.0440 (17)	−0.0132 (14)	0.0149 (13)	−0.0044 (14)
C8	0.0342 (16)	0.0415 (17)	0.0467 (17)	−0.0156 (14)	0.0146 (13)	0.0028 (14)
C9	0.057 (2)	0.0331 (17)	0.053 (2)	−0.0100 (15)	0.0142 (16)	0.0042 (14)
C10	0.0290 (15)	0.0538 (19)	0.0456 (17)	−0.0110 (14)	0.0178 (13)	−0.0023 (15)
C11	0.0325 (17)	0.060 (2)	0.0518 (19)	−0.0018 (15)	0.0208 (14)	0.0126 (16)
C12	0.074 (3)	0.046 (2)	0.122 (4)	0.015 (2)	0.042 (3)	0.002 (2)
C13	0.133 (6)	0.049 (3)	0.238 (8)	0.004 (3)	0.080 (6)	0.001 (4)
C14	0.200 (7)	0.081 (4)	0.142 (6)	0.046 (4)	0.073 (5)	−0.018 (4)
C15	0.047 (2)	0.074 (2)	0.0447 (19)	−0.0268 (18)	0.0130 (15)	−0.0189 (18)

Geometric parameters (Å, º)

Pt1—Cl1	2.3527 (7)	C7—H7A	0.9900
Pt1—Cl1^i	2.4773 (7)	C7—H7B	0.9900
Pt1—C1	1.993 (3)	C7—C8	1.507 (4)
Pt1—C8	2.141 (3)	C8—H8	1.0000
Pt1—C9	2.108 (3)	C8—C9	1.393 (5)
Cl1—Pt1^i	2.4773 (7)	C9—H9A	0.9900
O1—C3	1.379 (3)	C9—H9B	0.9900
O1—C10	1.413 (3)	C10—H10A	0.9900
C1—C2	1.397 (4)	C10—H10B	0.9900
C1—C6	1.391 (4)	C10—C11	1.505 (5)
O2—C11	1.188 (4)	C12—H12	1.0000
C2—H2	0.9500	C12—C13	1.494 (7)
C2—C3	1.382 (4)	C12—C14	1.531 (7)
O3—C11	1.339 (4)	C13—H13A	0.9800
O3—C12	1.459 (5)	C13—H13B	0.9800
C3—C4	1.401 (4)	C13—H13C	0.9800
O4—C4	1.368 (3)	C14—H14A	0.9800
O4—C15	1.424 (4)	C14—H14B	0.9800
C4—C5	1.383 (4)	C14—H14C	0.9800
C5—H5	0.9500	C15—H15A	0.9800
C5—C6	1.394 (4)	C15—H15B	0.9800
C6—C7	1.510 (4)	C15—H15C	0.9800
Cl1—Pt1—Cl1^i	85.76 (2)	C9—C8—C7	121.6 (3)
C1—Pt1—Cl1	94.37 (8)	C9—C8—H8	116.1
C1—Pt1—Cl1^i	179.74 (8)	Pt1—C9—H9A	116.4
C1—Pt1—C8	82.13 (12)	Pt1—C9—H9B	116.4
C1—Pt1—C9	87.59 (12)	C8—C9—Pt1	72.14 (17)
C8—Pt1—Cl1^i	97.66 (9)	C8—C9—H9A	116.4
C8—Pt1—Cl1	156.86 (9)	C8—C9—H9B	116.4
C9—Pt1—Cl1^i	92.35 (10)	H9A—C9—H9B	113.4
C9—Pt1—Cl1	164.87 (10)	O1—C10—H10A	109.3
C9—Pt1—C8	38.27 (13)	O1—C10—H10B	109.3
Pt1—Cl1—Pt1^i	94.25 (2)	O1—C10—C11	111.7 (3)
C3—O1—C10	118.2 (2)	H10A—C10—H10B	107.9
C2—C1—Pt1	124.9 (2)	C11—C10—H10A	109.3
C6—C1—Pt1	115.7 (2)	C11—C10—H10B	109.3
C6—C1—C2	119.5 (3)	O2—C11—O3	125.8 (4)
C1—C2—H2	119.9	O2—C11—C10	124.9 (3)
C3—C2—C1	120.2 (3)	O3—C11—C10	109.2 (3)
C3—C2—H2	119.9	O3—C12—H12	112.0
C11—O3—C12	118.0 (3)	O3—C12—C13	107.8 (4)
O1—C3—C2	125.2 (3)	O3—C12—C14	105.8 (4)
O1—C3—C4	114.6 (3)	C13—C12—H12	112.0
C2—C3—C4	120.2 (3)	C13—C12—C14	106.9 (5)
C4—O4—C15	116.7 (2)	C14—C12—H12	112.0
O4—C4—C3	115.3 (3)	C12—C13—H13A	109.5
O4—C4—C5	125.0 (3)	C12—C13—H13B	109.5
C5—C4—C3	119.6 (3)	C12—C13—H13C	109.5
C4—C5—H5	119.9	H13A—C13—H13B	109.5
C4—C5—C6	120.2 (3)	H13A—C13—H13C	109.5
C6—C5—H5	119.9	H13B—C13—H13C	109.5
C1—C6—C5	120.2 (3)	C12—C14—H14A	109.5
C1—C6—C7	116.5 (3)	C12—C14—H14B	109.5
C5—C6—C7	123.1 (3)	C12—C14—H14C	109.5
C6—C7—H7A	109.6	H14A—C14—H14B	109.5
C6—C7—H7B	109.6	H14A—C14—H14C	109.5
H7A—C7—H7B	108.1	H14B—C14—H14C	109.5
C8—C7—C6	110.3 (2)	O4—C15—H15A	109.5
C8—C7—H7A	109.6	O4—C15—H15B	109.5
C8—C7—H7B	109.6	O4—C15—H15C	109.5
Pt1—C8—H8	116.1	H15A—C15—H15B	109.5
C7—C8—Pt1	107.57 (19)	H15A—C15—H15C	109.5
C7—C8—H8	116.1	H15B—C15—H15C	109.5
C9—C8—Pt1	69.60 (17)
Pt1—C1—C2—C3	−179.0 (2)	O4—C4—C5—C6	178.9 (3)
Pt1—C1—C6—C5	178.5 (2)	C4—C5—C6—C1	0.9 (5)
Pt1—C1—C6—C7	−5.5 (3)	C4—C5—C6—C7	−174.9 (3)
O1—C3—C4—O4	2.7 (4)	C5—C6—C7—C8	−159.6 (3)
O1—C3—C4—C5	−178.4 (3)	C6—C1—C2—C3	0.6 (4)
O1—C10—C11—O2	11.3 (5)	C6—C7—C8—Pt1	−29.7 (3)
O1—C10—C11—O3	−170.8 (3)	C6—C7—C8—C9	46.8 (4)
C1—C2—C3—O1	177.8 (3)	C7—C8—C9—Pt1	−98.6 (3)
C1—C2—C3—C4	0.3 (4)	C10—O1—C3—C2	20.1 (5)
C1—C6—C7—C8	24.5 (4)	C10—O1—C3—C4	−162.3 (3)
C2—C1—C6—C5	−1.2 (4)	C11—O3—C12—C13	142.0 (4)
C2—C1—C6—C7	174.8 (3)	C11—O3—C12—C14	−103.9 (5)
C2—C3—C4—O4	−179.6 (3)	C12—O3—C11—O2	−5.3 (5)
C2—C3—C4—C5	−0.7 (5)	C12—O3—C11—C10	176.9 (3)
C3—O1—C10—C11	69.7 (4)	C15—O4—C4—C3	−176.7 (3)
C3—C4—C5—C6	0.1 (5)	C15—O4—C4—C5	4.4 (5)

Symmetry code: (i) −x, −y+1, −z.

Hydrogen-bond geometry (Å, º)

Cg1 is the centroid of the C1–C6 ring.

D—H···A	D—H	H···A	D···A	D—H···A
C10—H10B···O1^ii	0.99	2.57	3.124 (4)	116
C10—H10B···O4^ii	0.99	2.44	3.294 (4)	144
C7—H7A···Cg1^iii	0.99	2.63	3.554 (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

Crystal data

[Pt(C15H19ClO4)Cl(C2H3N)]·H2O	Z = 2
Mr = 552.91	F(000) = 536
Triclinic, P1	Dx = 1.938 Mg m^−3
a = 8.3747 (4) Å	Mo Kα radiation, λ = 0.71073 Å
b = 10.5732 (5) Å	Cell parameters from 7067 reflections
c = 11.0883 (4) Å	θ = 3.0–29.2°
α = 76.670 (4)°	µ = 7.57 mm^−1
β = 89.496 (3)°	T = 100 K
γ = 82.641 (4)°	Block, yellow
V = 947.30 (7) Å^3	0.45 × 0.25 × 0.2 mm

Data collection

Agilent SuperNova (single source at offset, Eos detector) diffractometer	3871 independent reflections
Radiation source: SuperNova (Mo) X-ray Source	3646 reflections with I > 2σ(I)
Mirror monochromator	Rint = 0.029
Detector resolution: 15.9631 pixels mm^-1	θmax = 26.4°, θmin = 3.0°
ω scans	h = −10→10
Absorption correction: multi-scan (CrysAlis PRO; Rigaku Oxford Diffraction, 2015)	k = −13→12
Tmin = 0.533, Tmax = 1.000	l = −13→13
12209 measured reflections

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.021	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.051	w = 1/[σ^2(Fo^2) + (0.025P)^2 + 0.1035P] where P = (Fo^2 + 2Fc^2)/3
S = 1.09	(Δ/σ)max = 0.002
3871 reflections	Δρmax = 0.92 e Å^−3
245 parameters	Δρmin = −1.50 e Å^−3
2 restraints

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Pt1	0.43075 (2)	0.81119 (2)	0.99883 (2)	0.01389 (5)
Cl1	0.70613 (11)	0.77252 (9)	0.96959 (8)	0.0229 (2)
O1	0.4806 (3)	0.5871 (2)	0.5975 (2)	0.0149 (5)
N1	0.4768 (4)	0.8473 (3)	1.1735 (3)	0.0191 (7)
C1	0.3746 (4)	0.7822 (3)	0.8337 (3)	0.0122 (7)
O2	0.7820 (3)	0.6636 (2)	0.6011 (2)	0.0189 (5)
C2	0.4613 (4)	0.6899 (3)	0.7754 (3)	0.0124 (7)
H2	0.5557	0.6372	0.8143	0.015*
O3	0.8844 (3)	0.4599 (2)	0.7031 (2)	0.0160 (5)
C3	0.4088 (4)	0.6766 (3)	0.6620 (3)	0.0117 (7)
O4	0.2306 (3)	0.7327 (2)	0.4903 (2)	0.0143 (5)
C4	0.2702 (4)	0.7548 (3)	0.6027 (3)	0.0125 (7)
C5	0.1845 (4)	0.8440 (3)	0.6605 (3)	0.0134 (7)
H5	0.0904	0.8967	0.6213	0.016*
C6	0.2357 (4)	0.8572 (3)	0.7763 (3)	0.0124 (7)
C7	0.1452 (4)	0.9519 (3)	0.8431 (3)	0.0159 (7)
H7A	0.0279	0.9517	0.8331	0.019*
H7B	0.1704	1.0417	0.8070	0.019*
C8	0.1920 (4)	0.9132 (4)	0.9793 (3)	0.0178 (8)
H8	0.191 (5)	0.985 (4)	1.023 (3)	0.021*
C9	0.1896 (5)	0.7859 (4)	1.0479 (3)	0.0207 (8)
H9A	0.195 (5)	0.762 (4)	1.138 (4)	0.025*
H9B	0.158 (5)	0.723 (4)	1.008 (4)	0.025*
C10	0.6095 (4)	0.4941 (3)	0.6561 (3)	0.0131 (7)
H10A	0.6225	0.4193	0.6155	0.016*
H10B	0.5835	0.4603	0.7439	0.016*
C11	0.7654 (4)	0.5513 (3)	0.6503 (3)	0.0144 (7)
C12	1.0447 (4)	0.5012 (4)	0.7124 (3)	0.0159 (7)
H12	1.0585	0.5761	0.6411	0.019*
C13	1.0550 (4)	0.5442 (4)	0.8322 (3)	0.0207 (8)
H13A	0.9675	0.6147	0.8341	0.031*
H13B	1.1588	0.5761	0.8382	0.031*
H13C	1.0454	0.4698	0.9021	0.031*
C14	1.1658 (4)	0.3847 (4)	0.7047 (3)	0.0201 (8)
H14A	1.1500	0.3104	0.7732	0.030*
H14B	1.2750	0.4072	0.7103	0.030*
H14C	1.1510	0.3608	0.6256	0.030*
C15	0.0954 (4)	0.8166 (3)	0.4241 (3)	0.0168 (7)
H15A	0.0766	0.7908	0.3465	0.025*
H15B	0.1179	0.9077	0.4055	0.025*
H15C	−0.0006	0.8085	0.4751	0.025*
C16	0.5056 (4)	0.8661 (3)	1.2673 (3)	0.0175 (8)
C17	0.5457 (5)	0.8895 (4)	1.3880 (3)	0.0230 (9)
H17A	0.6319	0.9454	1.3784	0.035*
H17B	0.5818	0.8056	1.4457	0.035*
H17C	0.4502	0.9331	1.4206	0.035*
O5	0.7623 (4)	0.9013 (3)	0.6829 (3)	0.0433 (8)
H5B	0.752 (7)	0.870 (5)	0.764 (2)	0.065*
H5A	0.766 (7)	0.827 (3)	0.657 (5)	0.065*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Pt1	0.01872 (8)	0.01490 (9)	0.00909 (8)	0.00034 (5)	0.00076 (5)	−0.00629 (6)
Cl1	0.0184 (4)	0.0297 (5)	0.0231 (4)	0.0046 (4)	−0.0044 (4)	−0.0152 (4)
O1	0.0139 (12)	0.0200 (13)	0.0124 (11)	0.0053 (10)	−0.0025 (10)	−0.0111 (10)
N1	0.0247 (17)	0.0201 (17)	0.0134 (15)	0.0015 (13)	0.0018 (13)	−0.0081 (13)
C1	0.0175 (17)	0.0111 (17)	0.0088 (15)	−0.0039 (13)	0.0027 (13)	−0.0030 (13)
O2	0.0197 (13)	0.0179 (14)	0.0175 (12)	−0.0008 (10)	0.0032 (10)	−0.0016 (11)
C2	0.0115 (16)	0.0149 (18)	0.0115 (15)	0.0001 (13)	0.0007 (13)	−0.0054 (14)
O3	0.0121 (12)	0.0166 (13)	0.0181 (12)	−0.0002 (10)	−0.0004 (10)	−0.0027 (10)
C3	0.0102 (16)	0.0142 (18)	0.0116 (15)	0.0005 (13)	0.0044 (13)	−0.0062 (14)
O4	0.0154 (12)	0.0174 (13)	0.0103 (11)	0.0037 (10)	−0.0031 (9)	−0.0065 (10)
C4	0.0139 (17)	0.0160 (18)	0.0088 (15)	−0.0033 (13)	0.0012 (13)	−0.0048 (14)
C5	0.0131 (17)	0.0135 (18)	0.0116 (16)	0.0021 (13)	0.0010 (13)	−0.0011 (14)
C6	0.0166 (17)	0.0114 (17)	0.0099 (15)	−0.0012 (13)	0.0043 (13)	−0.0040 (13)
C7	0.0182 (18)	0.0157 (19)	0.0152 (17)	−0.0005 (14)	0.0040 (14)	−0.0073 (15)
C8	0.0194 (19)	0.020 (2)	0.0155 (17)	0.0006 (15)	0.0040 (14)	−0.0088 (15)
C9	0.023 (2)	0.029 (2)	0.0124 (17)	−0.0057 (16)	0.0046 (15)	−0.0082 (16)
C10	0.0134 (17)	0.0135 (18)	0.0131 (16)	0.0035 (14)	−0.0014 (14)	−0.0072 (14)
C11	0.0163 (18)	0.019 (2)	0.0088 (15)	0.0029 (14)	0.0009 (13)	−0.0084 (14)
C12	0.0132 (17)	0.020 (2)	0.0152 (17)	−0.0050 (14)	0.0018 (14)	−0.0041 (15)
C13	0.0185 (19)	0.025 (2)	0.0207 (18)	−0.0038 (15)	0.0038 (15)	−0.0102 (16)
C14	0.0128 (18)	0.028 (2)	0.0198 (18)	−0.0003 (15)	0.0004 (15)	−0.0087 (16)
C15	0.0168 (18)	0.0180 (19)	0.0145 (17)	0.0013 (14)	−0.0025 (14)	−0.0033 (15)
C16	0.0195 (19)	0.018 (2)	0.0156 (18)	−0.0024 (15)	0.0043 (14)	−0.0061 (15)
C17	0.026 (2)	0.033 (2)	0.0134 (17)	−0.0102 (17)	0.0028 (15)	−0.0088 (17)
O5	0.050 (2)	0.0308 (19)	0.049 (2)	−0.0073 (16)	0.0093 (18)	−0.0087 (16)

Geometric parameters (Å, º)

Pt1—Cl1	2.3232 (9)	C8—H8	0.99 (4)
Pt1—N1	2.106 (3)	C8—C9	1.388 (5)
Pt1—C1	1.994 (3)	C9—H9A	0.98 (4)
Pt1—C8	2.134 (4)	C9—H9B	0.94 (4)
Pt1—C9	2.121 (4)	C10—H10A	0.9900
O1—C3	1.388 (4)	C10—H10B	0.9900
O1—C10	1.415 (4)	C10—C11	1.502 (5)
N1—C16	1.137 (4)	C12—H12	1.0000
C1—C2	1.414 (4)	C12—C13	1.507 (5)
C1—C6	1.390 (5)	C12—C14	1.510 (5)
O2—C11	1.212 (4)	C13—H13A	0.9800
C2—H2	0.9500	C13—H13B	0.9800
C2—C3	1.379 (4)	C13—H13C	0.9800
O3—C11	1.331 (4)	C14—H14A	0.9800
O3—C12	1.475 (4)	C14—H14B	0.9800
C3—C4	1.407 (5)	C14—H14C	0.9800
O4—C4	1.370 (4)	C15—H15A	0.9800
O4—C15	1.437 (4)	C15—H15B	0.9800
C4—C5	1.383 (5)	C15—H15C	0.9800
C5—H5	0.9500	C16—C17	1.465 (5)
C5—C6	1.400 (4)	C17—H17A	0.9800
C6—C7	1.504 (4)	C17—H17B	0.9800
C7—H7A	0.9900	C17—H17C	0.9800
C7—H7B	0.9900	O5—H5B	0.893 (19)
C7—C8	1.512 (5)	O5—H5A	0.897 (19)
N1—Pt1—Cl1	89.72 (9)	C8—C9—Pt1	71.5 (2)
N1—Pt1—C8	95.03 (12)	C8—C9—H9A	123 (2)
N1—Pt1—C9	90.55 (13)	C8—C9—H9B	119 (2)
C1—Pt1—Cl1	93.36 (10)	H9A—C9—H9B	117 (3)
C1—Pt1—N1	176.75 (12)	O1—C10—H10A	109.2
C1—Pt1—C8	81.72 (14)	O1—C10—H10B	109.2
C1—Pt1—C9	86.81 (14)	O1—C10—C11	112.2 (3)
C8—Pt1—Cl1	158.63 (10)	H10A—C10—H10B	107.9
C9—Pt1—Cl1	163.01 (11)	C11—C10—H10A	109.2
C9—Pt1—C8	38.06 (14)	C11—C10—H10B	109.2
C3—O1—C10	118.2 (2)	O2—C11—O3	124.6 (3)
C16—N1—Pt1	178.3 (3)	O2—C11—C10	124.9 (3)
C2—C1—Pt1	125.1 (2)	O3—C11—C10	110.4 (3)
C6—C1—Pt1	115.6 (2)	O3—C12—H12	109.5
C6—C1—C2	119.2 (3)	O3—C12—C13	108.2 (3)
C1—C2—H2	120.1	O3—C12—C14	106.2 (3)
C3—C2—C1	119.9 (3)	C13—C12—H12	109.5
C3—C2—H2	120.1	C13—C12—C14	113.7 (3)
C11—O3—C12	117.6 (3)	C14—C12—H12	109.5
O1—C3—C4	114.0 (3)	C12—C13—H13A	109.5
C2—C3—O1	125.2 (3)	C12—C13—H13B	109.5
C2—C3—C4	120.8 (3)	C12—C13—H13C	109.5
C4—O4—C15	116.5 (3)	H13A—C13—H13B	109.5
O4—C4—C3	115.3 (3)	H13A—C13—H13C	109.5
O4—C4—C5	125.4 (3)	H13B—C13—H13C	109.5
C5—C4—C3	119.3 (3)	C12—C14—H14A	109.5
C4—C5—H5	119.8	C12—C14—H14B	109.5
C4—C5—C6	120.4 (3)	C12—C14—H14C	109.5
C6—C5—H5	119.8	H14A—C14—H14B	109.5
C1—C6—C5	120.4 (3)	H14A—C14—H14C	109.5
C1—C6—C7	117.4 (3)	H14B—C14—H14C	109.5
C5—C6—C7	122.2 (3)	O4—C15—H15A	109.5
C6—C7—H7A	109.7	O4—C15—H15B	109.5
C6—C7—H7B	109.7	O4—C15—H15C	109.5
C6—C7—C8	109.8 (3)	H15A—C15—H15B	109.5
H7A—C7—H7B	108.2	H15A—C15—H15C	109.5
C8—C7—H7A	109.7	H15B—C15—H15C	109.5
C8—C7—H7B	109.7	N1—C16—C17	179.0 (4)
Pt1—C8—H8	107 (2)	C16—C17—H17A	109.5
C7—C8—Pt1	108.5 (2)	C16—C17—H17B	109.5
C7—C8—H8	117 (2)	C16—C17—H17C	109.5
C9—C8—Pt1	70.5 (2)	H17A—C17—H17B	109.5
C9—C8—C7	121.2 (3)	H17A—C17—H17C	109.5
C9—C8—H8	119 (2)	H17B—C17—H17C	109.5
Pt1—C9—H9A	103 (2)	H5B—O5—H5A	99 (5)
Pt1—C9—H9B	107 (2)
Pt1—C1—C2—C3	178.5 (2)	O4—C4—C5—C6	179.3 (3)
Pt1—C1—C6—C5	−179.6 (2)	C4—C5—C6—C1	1.0 (5)
Pt1—C1—C6—C7	0.8 (4)	C4—C5—C6—C7	−179.3 (3)
O1—C3—C4—O4	−1.5 (4)	C5—C6—C7—C8	160.6 (3)
O1—C3—C4—C5	177.4 (3)	C6—C1—C2—C3	0.9 (5)
O1—C10—C11—O2	−0.4 (4)	C6—C7—C8—Pt1	27.4 (3)
O1—C10—C11—O3	−178.2 (2)	C6—C7—C8—C9	−50.5 (5)
C1—C2—C3—O1	−178.0 (3)	C7—C8—C9—Pt1	100.3 (3)
C1—C2—C3—C4	0.6 (5)	C10—O1—C3—C2	5.7 (5)
C1—C6—C7—C8	−19.7 (4)	C10—O1—C3—C4	−172.9 (3)
C2—C1—C6—C5	−1.7 (5)	C11—O3—C12—C13	88.6 (3)
C2—C1—C6—C7	178.6 (3)	C11—O3—C12—C14	−148.9 (3)
C2—C3—C4—O4	179.8 (3)	C12—O3—C11—O2	5.8 (4)
C2—C3—C4—C5	−1.3 (5)	C12—O3—C11—C10	−176.4 (3)
C3—O1—C10—C11	−79.1 (4)	C15—O4—C4—C3	−176.3 (3)
C3—C4—C5—C6	0.5 (5)	C15—O4—C4—C5	4.8 (5)

Hydrogen-bond geometry (Å, º)

Cg1 is the centroid of ring C1-C6.

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5A···O2	0.89 (4)	1.95 (4)	2.848 (4)	178 (6)
O5—H5B···Cl1	0.89 (2)	2.33 (3)	3.213 (3)	174 (6)
C8—H8···Cl1^i	0.99 (4)	2.83 (4)	3.701 (4)	148 (3)
C10—H10A···O1^ii	0.99	2.54	3.245 (4)	128
C10—H10A···O4^ii	0.99	2.41	3.334 (4)	155
C15—H15B···O5^iii	0.98	2.37	3.313 (5)	160
C17—H17B···O2^iv	0.98	2.50	3.387 (4)	151
C17—H17C···O5^i	0.98	2.42	3.152 (5)	131
C13—H13B···Cg1^v	0.98	2.68	3.481 (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)

Crystal data

[Pt(C14H17O4)Cl(C2H6OS)]	Z = 4
Mr = 557.94	F(000) = 1080
Triclinic, P1	Dx = 2.010 Mg m^−3
a = 8.7920 (3) Å	Mo Kα radiation, λ = 0.71073 Å
b = 12.1383 (4) Å	Cell parameters from 7952 reflections
c = 17.4745 (6) Å	θ = 2.8–29.0°
α = 87.030 (3)°	µ = 7.89 mm^−1
β = 82.074 (3)°	T = 101 K
γ = 87.651 (3)°	Block, colourless
V = 1843.52 (12) Å^3	0.22 × 0.15 × 0.12 mm

Data collection

Agilent SuperNova (single source at offset, Eos detector) diffractometer	7504 independent reflections
Radiation source: SuperNova (Mo) X-ray Source	6746 reflections with I > 2σ(I)
Mirror monochromator	Rint = 0.023
Detector resolution: 15.9631 pixels mm^-1	θmax = 26.4°, θmin = 2.8°
ω scans	h = −10→10
Absorption correction: multi-scan (CrysAlis PRO; Rigaku Oxford Diffraction, 2015)	k = −15→14
Tmin = 0.851, Tmax = 1.000	l = −21→20
13831 measured reflections

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.024	H-atom parameters constrained
wR(F^2) = 0.051	w = 1/[σ^2(Fo^2) + (0.0132P)^2 + 1.6196P] where P = (Fo^2 + 2Fc^2)/3
S = 1.05	(Δ/σ)max = 0.002
7504 reflections	Δρmax = 1.11 e Å^−3
441 parameters	Δρmin = −1.10 e Å^−3
0 restraints

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Pt1	0.11532 (2)	0.98567 (2)	0.38029 (2)	0.01055 (4)
Cl1	−0.06390 (11)	1.08305 (7)	0.31254 (5)	0.01287 (19)
S1	0.01065 (11)	0.81710 (8)	0.35908 (6)	0.0141 (2)
O1	0.1887 (3)	1.4250 (2)	0.43020 (16)	0.0143 (6)
C1	0.2228 (4)	1.1230 (3)	0.4015 (2)	0.0112 (8)
O2	0.1517 (3)	1.4180 (2)	0.27435 (17)	0.0207 (7)
C2	0.1563 (4)	1.2297 (3)	0.4075 (2)	0.0112 (8)
H2	0.0515	1.2424	0.4009	0.013*
O3	−0.0878 (3)	1.4922 (2)	0.30078 (16)	0.0210 (7)
C3	0.2427 (4)	1.3167 (3)	0.4229 (2)	0.0119 (8)
O4	0.4707 (3)	1.3899 (2)	0.45167 (16)	0.0158 (6)
C4	0.3971 (4)	1.2989 (3)	0.4339 (2)	0.0120 (8)
O5	0.0797 (3)	0.7189 (2)	0.39671 (18)	0.0215 (7)
C5	0.4646 (4)	1.1942 (3)	0.4272 (2)	0.0131 (8)
H5	0.5694	1.1819	0.4340	0.016*
C6	0.3779 (4)	1.1062 (3)	0.4103 (2)	0.0120 (8)
C7	0.4477 (4)	0.9922 (3)	0.3971 (2)	0.0145 (9)
H7A	0.5246	0.9753	0.4327	0.017*
H7B	0.5007	0.9892	0.3434	0.017*
C8	0.3243 (4)	0.9076 (3)	0.4106 (2)	0.0148 (9)
H8	0.3526	0.8339	0.3887	0.018*
C9	0.2128 (4)	0.9081 (3)	0.4760 (2)	0.0164 (9)
H9A	0.2136	0.9625	0.5131	0.020*
H9B	0.1363	0.8541	0.4832	0.020*
C10	0.0441 (4)	1.4546 (3)	0.4063 (2)	0.0140 (8)
H10A	0.0129	1.5300	0.4226	0.017*
H10B	−0.0336	1.4035	0.4325	0.017*
C11	0.0463 (5)	1.4511 (3)	0.3196 (2)	0.0152 (9)
C12	−0.1070 (5)	1.4918 (4)	0.2193 (3)	0.0265 (11)
H12A	−0.0062	1.5010	0.1870	0.032*
H12B	−0.1760	1.5545	0.2064	0.032*
C13	−0.1733 (6)	1.3861 (4)	0.2021 (3)	0.0408 (14)
H13A	−0.1935	1.3894	0.1483	0.061*
H13B	−0.2696	1.3747	0.2366	0.061*
H13C	−0.1003	1.3248	0.2102	0.061*
C14	0.6328 (4)	1.3781 (3)	0.4526 (3)	0.0212 (10)
H14A	0.6831	1.3566	0.4017	0.032*
H14B	0.6542	1.3212	0.4919	0.032*
H14C	0.6724	1.4485	0.4649	0.032*
C15	−0.1904 (4)	0.8205 (3)	0.3894 (3)	0.0204 (9)
H15A	−0.2106	0.8335	0.4448	0.031*
H15B	−0.2324	0.7498	0.3797	0.031*
H15C	−0.2392	0.8801	0.3605	0.031*
C16	0.0145 (5)	0.7945 (3)	0.2591 (2)	0.0205 (9)
H16A	−0.0342	0.8581	0.2341	0.031*
H16B	−0.0415	0.7279	0.2533	0.031*
H16C	0.1212	0.7849	0.2349	0.031*
Pt2	0.55218 (2)	1.03314 (2)	0.11676 (2)	0.01112 (4)
Cl2	0.34837 (11)	0.95154 (8)	0.19582 (6)	0.0149 (2)
S2	0.43337 (11)	1.20883 (8)	0.13383 (6)	0.0133 (2)
O6	0.6563 (3)	0.5879 (2)	0.07660 (16)	0.0140 (6)
O7	0.2914 (3)	0.6369 (3)	0.18347 (18)	0.0281 (7)
O8	0.5009 (3)	0.5530 (3)	0.22136 (17)	0.0279 (8)
O9	0.9494 (3)	0.6089 (2)	0.04786 (16)	0.0167 (6)
O10	0.5067 (3)	1.3000 (2)	0.08416 (16)	0.0188 (6)
C17	0.6739 (4)	0.8886 (3)	0.1021 (2)	0.0124 (8)
C18	0.6118 (4)	0.7856 (3)	0.0980 (2)	0.0129 (8)
H18	0.5035	0.7787	0.1065	0.015*
C19	0.7057 (4)	0.6932 (3)	0.0818 (2)	0.0115 (8)
C20	0.8667 (4)	0.7033 (3)	0.0675 (2)	0.0119 (8)
C21	0.9285 (4)	0.8049 (3)	0.0737 (2)	0.0141 (8)
H21	1.0369	0.8115	0.0666	0.017*
C22	0.8334 (4)	0.8976 (3)	0.0905 (2)	0.0125 (8)
C23	0.8944 (4)	1.0105 (3)	0.0996 (2)	0.0145 (9)
H23A	0.9172	1.0164	0.1531	0.017*
H23B	0.9908	1.0210	0.0638	0.017*
C24	0.7760 (4)	1.0985 (3)	0.0820 (2)	0.0159 (9)
H24	0.7914	1.1737	0.0998	0.019*
C25	0.6979 (4)	1.0953 (3)	0.0170 (2)	0.0164 (9)
H25A	0.7191	1.0366	−0.0173	0.020*
H25B	0.6240	1.1518	0.0074	0.020*
C26	0.4943 (4)	0.5749 (3)	0.0873 (2)	0.0133 (8)
H26A	0.4735	0.4992	0.0739	0.016*
H26B	0.4481	0.6271	0.0509	0.016*
C27	0.4160 (5)	0.5940 (3)	0.1689 (2)	0.0169 (9)
C28	0.4414 (6)	0.5700 (5)	0.3024 (3)	0.0437 (15)
H28A	0.4375	0.4986	0.3326	0.052*
H28B	0.3363	0.6037	0.3066	0.052*
C29	0.5460 (6)	0.6441 (4)	0.3321 (3)	0.0381 (13)
H29A	0.5146	0.6521	0.3877	0.057*
H29B	0.5419	0.7166	0.3050	0.057*
H29C	0.6512	0.6128	0.3236	0.057*
C30	1.1126 (4)	0.6181 (4)	0.0286 (3)	0.0231 (10)
H30A	1.1345	0.6717	−0.0150	0.035*
H30B	1.1591	0.5460	0.0143	0.035*
H30C	1.1556	0.6428	0.0734	0.035*
C31	0.2328 (5)	1.2145 (4)	0.1273 (3)	0.0251 (10)
H31A	0.2168	1.2034	0.0739	0.038*
H31B	0.1889	1.2867	0.1429	0.038*
H31C	0.1825	1.1564	0.1616	0.038*
C32	0.4317 (5)	1.2398 (3)	0.2321 (2)	0.0211 (10)
H32A	0.3681	1.1871	0.2654	0.032*
H32B	0.3893	1.3148	0.2402	0.032*
H32C	0.5369	1.2344	0.2450	0.032*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Pt1	0.01251 (8)	0.00795 (8)	0.01134 (8)	0.00155 (6)	−0.00278 (6)	−0.00031 (6)
Cl1	0.0175 (5)	0.0087 (4)	0.0138 (5)	0.0015 (4)	−0.0079 (4)	0.0003 (4)
S1	0.0154 (5)	0.0101 (5)	0.0172 (5)	0.0005 (4)	−0.0030 (4)	−0.0018 (4)
O1	0.0112 (14)	0.0105 (14)	0.0220 (16)	0.0021 (11)	−0.0064 (12)	0.0001 (12)
C1	0.014 (2)	0.013 (2)	0.0076 (19)	−0.0029 (16)	−0.0023 (15)	0.0012 (16)
O2	0.0182 (16)	0.0217 (16)	0.0206 (16)	0.0041 (13)	0.0001 (13)	0.0026 (14)
C2	0.0085 (19)	0.013 (2)	0.013 (2)	0.0021 (15)	−0.0034 (15)	0.0027 (17)
O3	0.0178 (16)	0.0297 (18)	0.0167 (16)	0.0068 (13)	−0.0082 (12)	−0.0033 (14)
C3	0.015 (2)	0.012 (2)	0.0091 (19)	0.0005 (16)	−0.0014 (15)	−0.0008 (16)
O4	0.0104 (14)	0.0124 (14)	0.0260 (16)	−0.0008 (11)	−0.0057 (12)	−0.0043 (13)
C4	0.011 (2)	0.015 (2)	0.0098 (19)	−0.0015 (16)	−0.0005 (15)	−0.0020 (17)
O5	0.0228 (17)	0.0113 (15)	0.0325 (18)	0.0015 (12)	−0.0123 (14)	0.0016 (14)
C5	0.012 (2)	0.016 (2)	0.011 (2)	0.0013 (16)	−0.0023 (15)	0.0028 (17)
C6	0.015 (2)	0.0093 (19)	0.0113 (19)	0.0018 (15)	−0.0016 (16)	0.0029 (16)
C7	0.015 (2)	0.011 (2)	0.017 (2)	0.0027 (16)	−0.0030 (16)	0.0010 (17)
C8	0.018 (2)	0.0076 (19)	0.018 (2)	0.0069 (16)	−0.0065 (17)	0.0031 (17)
C9	0.019 (2)	0.013 (2)	0.018 (2)	0.0022 (17)	−0.0090 (17)	0.0021 (18)
C10	0.011 (2)	0.011 (2)	0.021 (2)	0.0013 (15)	−0.0069 (16)	−0.0015 (17)
C11	0.018 (2)	0.0085 (19)	0.021 (2)	−0.0001 (16)	−0.0074 (18)	0.0011 (18)
C12	0.029 (3)	0.030 (3)	0.022 (2)	0.005 (2)	−0.010 (2)	0.002 (2)
C13	0.045 (3)	0.040 (3)	0.042 (3)	0.004 (3)	−0.021 (3)	−0.012 (3)
C14	0.013 (2)	0.019 (2)	0.033 (3)	−0.0041 (17)	−0.0050 (18)	−0.005 (2)
C15	0.017 (2)	0.021 (2)	0.023 (2)	−0.0037 (18)	0.0020 (18)	−0.005 (2)
C16	0.029 (3)	0.018 (2)	0.015 (2)	−0.0038 (19)	−0.0016 (18)	−0.0051 (19)
Pt2	0.01299 (8)	0.00863 (8)	0.01108 (8)	−0.00005 (6)	0.00062 (6)	−0.00056 (6)
Cl2	0.0151 (5)	0.0100 (5)	0.0172 (5)	−0.0016 (4)	0.0066 (4)	−0.0005 (4)
S2	0.0166 (5)	0.0098 (5)	0.0122 (5)	0.0013 (4)	0.0014 (4)	−0.0003 (4)
O6	0.0114 (14)	0.0083 (14)	0.0218 (16)	−0.0002 (11)	−0.0003 (11)	−0.0023 (12)
O7	0.0241 (18)	0.0320 (19)	0.0250 (18)	0.0075 (15)	0.0061 (14)	−0.0023 (15)
O8	0.0264 (18)	0.040 (2)	0.0173 (16)	−0.0047 (15)	−0.0061 (13)	0.0073 (15)
O9	0.0133 (15)	0.0135 (15)	0.0226 (16)	0.0023 (11)	0.0000 (12)	−0.0047 (13)
O10	0.0254 (17)	0.0120 (15)	0.0171 (15)	0.0016 (12)	0.0028 (12)	0.0016 (13)
C17	0.016 (2)	0.012 (2)	0.0084 (19)	0.0031 (16)	−0.0016 (16)	−0.0037 (16)
C18	0.012 (2)	0.014 (2)	0.012 (2)	−0.0013 (16)	−0.0001 (15)	−0.0004 (17)
C19	0.016 (2)	0.0100 (19)	0.0093 (19)	−0.0021 (16)	−0.0034 (15)	−0.0005 (16)
C20	0.013 (2)	0.012 (2)	0.0104 (19)	0.0047 (16)	0.0001 (15)	−0.0022 (17)
C21	0.013 (2)	0.016 (2)	0.013 (2)	−0.0021 (16)	0.0001 (16)	0.0010 (17)
C22	0.015 (2)	0.014 (2)	0.0091 (19)	−0.0021 (16)	−0.0008 (15)	−0.0020 (17)
C23	0.013 (2)	0.014 (2)	0.017 (2)	−0.0027 (16)	−0.0034 (16)	−0.0016 (18)
C24	0.020 (2)	0.010 (2)	0.018 (2)	−0.0045 (16)	0.0005 (17)	−0.0035 (17)
C25	0.014 (2)	0.020 (2)	0.014 (2)	0.0008 (17)	0.0031 (16)	−0.0012 (18)
C26	0.012 (2)	0.0100 (19)	0.019 (2)	−0.0016 (15)	−0.0049 (16)	−0.0011 (17)
C27	0.019 (2)	0.013 (2)	0.019 (2)	−0.0073 (17)	−0.0025 (17)	0.0033 (18)
C28	0.046 (3)	0.067 (4)	0.020 (3)	−0.025 (3)	−0.010 (2)	0.010 (3)
C29	0.034 (3)	0.045 (3)	0.035 (3)	−0.002 (2)	−0.003 (2)	−0.010 (3)
C30	0.014 (2)	0.020 (2)	0.035 (3)	0.0038 (18)	0.0011 (19)	−0.011 (2)
C31	0.018 (2)	0.024 (2)	0.033 (3)	0.0032 (19)	−0.006 (2)	0.003 (2)
C32	0.028 (2)	0.019 (2)	0.016 (2)	0.0045 (19)	0.0003 (18)	−0.0027 (19)

Geometric parameters (Å, º)

Pt1—Cl1	2.3449 (9)	Pt2—Cl2	2.3284 (9)
Pt1—S1	2.3448 (10)	Pt2—S2	2.3507 (10)
Pt1—C1	2.025 (4)	Pt2—C17	2.027 (4)
Pt1—C8	2.151 (4)	Pt2—C24	2.149 (4)
Pt1—C9	2.140 (4)	Pt2—C25	2.140 (4)
S1—O5	1.480 (3)	S2—O10	1.482 (3)
S1—C15	1.773 (4)	S2—C31	1.781 (4)
S1—C16	1.778 (4)	S2—C32	1.775 (4)
O1—C3	1.385 (4)	O6—C19	1.378 (4)
O1—C10	1.419 (4)	O6—C26	1.425 (4)
C1—C2	1.402 (5)	O7—C27	1.194 (5)
C1—C6	1.399 (5)	O8—C27	1.326 (5)
O2—C11	1.201 (5)	O8—C28	1.462 (6)
C2—H2	0.9500	O9—C20	1.365 (4)
C2—C3	1.384 (5)	O9—C30	1.435 (5)
O3—C11	1.337 (5)	C17—C18	1.394 (5)
O3—C12	1.457 (5)	C17—C22	1.397 (5)
C3—C4	1.403 (5)	C18—H18	0.9500
O4—C4	1.373 (4)	C18—C19	1.383 (5)
O4—C14	1.429 (4)	C19—C20	1.412 (5)
C4—C5	1.384 (5)	C20—C21	1.384 (5)
C5—H5	0.9500	C21—H21	0.9500
C5—C6	1.403 (5)	C21—C22	1.393 (5)
C6—C7	1.506 (5)	C22—C23	1.517 (5)
C7—H7A	0.9900	C23—H23A	0.9900
C7—H7B	0.9900	C23—H23B	0.9900
C7—C8	1.511 (5)	C23—C24	1.510 (5)
C8—H8	1.0000	C24—H24	1.0000
C8—C9	1.399 (6)	C24—C25	1.409 (5)
C9—H9A	0.9500	C25—H25A	0.9500
C9—H9B	0.9500	C25—H25B	0.9500
C10—H10A	0.9900	C26—H26A	0.9900
C10—H10B	0.9900	C26—H26B	0.9900
C10—C11	1.515 (5)	C26—C27	1.521 (6)
C12—H12A	0.9900	C28—H28A	0.9900
C12—H12B	0.9900	C28—H28B	0.9900
C12—C13	1.492 (6)	C28—C29	1.474 (6)
C13—H13A	0.9800	C29—H29A	0.9800
C13—H13B	0.9800	C29—H29B	0.9800
C13—H13C	0.9800	C29—H29C	0.9800
C14—H14A	0.9800	C30—H30A	0.9800
C14—H14B	0.9800	C30—H30B	0.9800
C14—H14C	0.9800	C30—H30C	0.9800
C15—H15A	0.9800	C31—H31A	0.9800
C15—H15B	0.9800	C31—H31B	0.9800
C15—H15C	0.9800	C31—H31C	0.9800
C16—H16A	0.9800	C32—H32A	0.9800
C16—H16B	0.9800	C32—H32B	0.9800
C16—H16C	0.9800	C32—H32C	0.9800
S1—Pt1—Cl1	91.13 (3)	Cl2—Pt2—S2	90.82 (3)
C1—Pt1—Cl1	94.05 (11)	C17—Pt2—Cl2	93.56 (11)
C1—Pt1—S1	174.66 (11)	C17—Pt2—S2	174.56 (11)
C1—Pt1—C8	81.65 (15)	C17—Pt2—C24	81.44 (15)
C1—Pt1—C9	86.40 (15)	C17—Pt2—C25	86.30 (16)
C8—Pt1—Cl1	162.70 (11)	C24—Pt2—Cl2	159.15 (11)
C8—Pt1—S1	93.01 (11)	C24—Pt2—S2	93.34 (11)
C9—Pt1—Cl1	158.91 (11)	C25—Pt2—Cl2	162.12 (11)
C9—Pt1—S1	89.25 (11)	C25—Pt2—S2	90.53 (11)
C9—Pt1—C8	38.06 (15)	C25—Pt2—C24	38.35 (14)
O5—S1—Pt1	115.04 (12)	O10—S2—Pt2	115.65 (12)
O5—S1—C15	108.52 (19)	O10—S2—C31	108.77 (19)
O5—S1—C16	108.95 (19)	O10—S2—C32	108.61 (19)
C15—S1—Pt1	110.52 (14)	C31—S2—Pt2	114.39 (15)
C15—S1—C16	100.2 (2)	C32—S2—Pt2	107.55 (14)
C16—S1—Pt1	112.51 (14)	C32—S2—C31	100.7 (2)
C3—O1—C10	118.1 (3)	C19—O6—C26	116.5 (3)
C2—C1—Pt1	126.1 (3)	C27—O8—C28	116.8 (4)
C6—C1—Pt1	114.9 (3)	C20—O9—C30	116.8 (3)
C6—C1—C2	119.0 (3)	C18—C17—Pt2	125.6 (3)
C1—C2—H2	119.8	C18—C17—C22	119.1 (4)
C3—C2—C1	120.3 (3)	C22—C17—Pt2	115.1 (3)
C3—C2—H2	119.8	C17—C18—H18	119.5
C11—O3—C12	116.3 (3)	C19—C18—C17	120.9 (4)
O1—C3—C4	114.4 (3)	C19—C18—H18	119.5
C2—C3—O1	125.1 (3)	O6—C19—C18	125.6 (3)
C2—C3—C4	120.4 (3)	O6—C19—C20	114.6 (3)
C4—O4—C14	117.0 (3)	C18—C19—C20	119.8 (3)
O4—C4—C3	115.7 (3)	O9—C20—C19	115.6 (3)
O4—C4—C5	124.5 (3)	O9—C20—C21	125.1 (3)
C5—C4—C3	119.8 (3)	C21—C20—C19	119.3 (3)
C4—C5—H5	120.1	C20—C21—H21	119.7
C4—C5—C6	119.9 (3)	C20—C21—C22	120.6 (4)
C6—C5—H5	120.1	C22—C21—H21	119.7
C1—C6—C5	120.5 (3)	C17—C22—C23	116.8 (3)
C1—C6—C7	117.1 (3)	C21—C22—C17	120.2 (3)
C5—C6—C7	122.3 (3)	C21—C22—C23	123.0 (3)
C6—C7—H7A	109.6	C22—C23—H23A	109.8
C6—C7—H7B	109.6	C22—C23—H23B	109.8
C6—C7—C8	110.2 (3)	H23A—C23—H23B	108.2
H7A—C7—H7B	108.1	C24—C23—C22	109.4 (3)
C8—C7—H7A	109.6	C24—C23—H23A	109.8
C8—C7—H7B	109.6	C24—C23—H23B	109.8
Pt1—C8—H8	116.0	Pt2—C24—H24	115.8
C7—C8—Pt1	107.7 (2)	C23—C24—Pt2	108.0 (3)
C7—C8—H8	116.0	C23—C24—H24	115.8
C9—C8—Pt1	70.6 (2)	C25—C24—Pt2	70.4 (2)
C9—C8—C7	121.5 (4)	C25—C24—C23	121.9 (4)
C9—C8—H8	116.0	C25—C24—H24	115.8
Pt1—C9—H9A	107.0	Pt2—C25—H25A	107.3
Pt1—C9—H9B	91.5	Pt2—C25—H25B	91.4
C8—C9—Pt1	71.4 (2)	C24—C25—Pt2	71.2 (2)
C8—C9—H9A	120.0	C24—C25—H25A	120.0
C8—C9—H9B	120.0	C24—C25—H25B	120.0
H9A—C9—H9B	120.0	H25A—C25—H25B	120.0
O1—C10—H10A	109.0	O6—C26—H26A	108.7
O1—C10—H10B	109.0	O6—C26—H26B	108.7
O1—C10—C11	112.8 (3)	O6—C26—C27	114.4 (3)
H10A—C10—H10B	107.8	H26A—C26—H26B	107.6
C11—C10—H10A	109.0	C27—C26—H26A	108.7
C11—C10—H10B	109.0	C27—C26—H26B	108.7
O2—C11—O3	125.0 (4)	O7—C27—O8	124.7 (4)
O2—C11—C10	125.9 (4)	O7—C27—C26	124.0 (4)
O3—C11—C10	109.1 (3)	O8—C27—C26	111.3 (4)
O3—C12—H12A	109.6	O8—C28—H28A	110.2
O3—C12—H12B	109.6	O8—C28—H28B	110.2
O3—C12—C13	110.4 (4)	O8—C28—C29	107.3 (4)
H12A—C12—H12B	108.1	H28A—C28—H28B	108.5
C13—C12—H12A	109.6	C29—C28—H28A	110.2
C13—C12—H12B	109.6	C29—C28—H28B	110.2
C12—C13—H13A	109.5	C28—C29—H29A	109.5
C12—C13—H13B	109.5	C28—C29—H29B	109.5
C12—C13—H13C	109.5	C28—C29—H29C	109.5
H13A—C13—H13B	109.5	H29A—C29—H29B	109.5
H13A—C13—H13C	109.5	H29A—C29—H29C	109.5
H13B—C13—H13C	109.5	H29B—C29—H29C	109.5
O4—C14—H14A	109.5	O9—C30—H30A	109.5
O4—C14—H14B	109.5	O9—C30—H30B	109.5
O4—C14—H14C	109.5	O9—C30—H30C	109.5
H14A—C14—H14B	109.5	H30A—C30—H30B	109.5
H14A—C14—H14C	109.5	H30A—C30—H30C	109.5
H14B—C14—H14C	109.5	H30B—C30—H30C	109.5
S1—C15—H15A	109.5	S2—C31—H31A	109.5
S1—C15—H15B	109.5	S2—C31—H31B	109.5
S1—C15—H15C	109.5	S2—C31—H31C	109.5
H15A—C15—H15B	109.5	H31A—C31—H31B	109.5
H15A—C15—H15C	109.5	H31A—C31—H31C	109.5
H15B—C15—H15C	109.5	H31B—C31—H31C	109.5
S1—C16—H16A	109.5	S2—C32—H32A	109.5
S1—C16—H16B	109.5	S2—C32—H32B	109.5
S1—C16—H16C	109.5	S2—C32—H32C	109.5
H16A—C16—H16B	109.5	H32A—C32—H32B	109.5
H16A—C16—H16C	109.5	H32A—C32—H32C	109.5
H16B—C16—H16C	109.5	H32B—C32—H32C	109.5
Pt1—C1—C2—C3	179.5 (3)	Pt2—C17—C18—C19	174.8 (3)
Pt1—C1—C6—C5	−178.4 (3)	Pt2—C17—C22—C21	−175.0 (3)
Pt1—C1—C6—C7	4.5 (4)	Pt2—C17—C22—C23	6.9 (4)
O1—C3—C4—O4	1.3 (5)	O6—C19—C20—O9	2.3 (5)
O1—C3—C4—C5	−179.2 (3)	O6—C19—C20—C21	−177.9 (3)
O1—C10—C11—O2	6.4 (6)	O6—C26—C27—O7	143.6 (4)
O1—C10—C11—O3	−172.8 (3)	O6—C26—C27—O8	−39.0 (5)
C1—C2—C3—O1	−179.8 (3)	O9—C20—C21—C22	176.8 (3)
C1—C2—C3—C4	−0.9 (6)	C17—C18—C19—O6	179.9 (4)
C1—C6—C7—C8	−24.6 (5)	C17—C18—C19—C20	−1.4 (6)
C2—C1—C6—C5	1.9 (6)	C17—C22—C23—C24	−27.0 (5)
C2—C1—C6—C7	−175.2 (3)	C18—C17—C22—C21	1.1 (6)
C2—C3—C4—O4	−177.7 (3)	C18—C17—C22—C23	−177.0 (3)
C2—C3—C4—C5	1.8 (6)	C18—C19—C20—O9	−176.6 (3)
C3—O1—C10—C11	−67.9 (4)	C18—C19—C20—C21	3.2 (6)
C3—C4—C5—C6	−0.7 (6)	C19—O6—C26—C27	−67.5 (4)
O4—C4—C5—C6	178.7 (3)	C19—C20—C21—C22	−2.9 (6)
C4—C5—C6—C1	−1.1 (6)	C20—C21—C22—C17	0.8 (6)
C4—C5—C6—C7	175.8 (4)	C20—C21—C22—C23	178.8 (4)
C5—C6—C7—C8	158.4 (4)	C21—C22—C23—C24	155.0 (4)
C6—C1—C2—C3	−0.9 (5)	C22—C17—C18—C19	−0.8 (6)
C6—C7—C8—Pt1	30.8 (4)	C22—C23—C24—Pt2	32.2 (4)
C6—C7—C8—C9	−46.8 (5)	C22—C23—C24—C25	−45.5 (5)
C7—C8—C9—Pt1	99.3 (3)	C23—C24—C25—Pt2	99.6 (3)
C10—O1—C3—C2	−12.4 (5)	C26—O6—C19—C18	1.5 (5)
C10—O1—C3—C4	168.6 (3)	C26—O6—C19—C20	−177.4 (3)
C11—O3—C12—C13	89.2 (5)	C27—O8—C28—C29	−113.4 (5)
C12—O3—C11—O2	2.6 (6)	C28—O8—C27—O7	−5.1 (6)
C12—O3—C11—C10	−178.2 (3)	C28—O8—C27—C26	177.5 (3)
C14—O4—C4—C3	−171.6 (3)	C30—O9—C20—C19	176.5 (3)
C14—O4—C4—C5	9.0 (5)	C30—O9—C20—C21	−3.3 (6)

Hydrogen-bond geometry (Å, º)

Cg1 and Cg2 are the centroids of C1–C6 and C17–C22 rings, respectively.

D—H···A	D—H	H···A	D···A	D—H···A
C9—H9B···O5	0.95	2.40	3.092 (4)	130
C10—H10A···O5^i	0.99	2.40	3.230 (4)	142
C16—H16C···O7	0.98	2.42	3.213 (5)	138
C25—H25B···O10	0.95	2.41	3.129 (4)	132
C26—H26A···O10^ii	0.99	2.42	3.337 (4)	153
C26—H26B···O10^iii	0.99	2.46	3.289 (4)	141
C28—H28A···O4^ii	0.99	2.45	3.346 (6)	150
C30—H30B···O9^iv	0.98	2.50	3.222 (5)	130
C30—H30C···O7^v	0.98	2.40	3.334 (6)	160
C32—H32B···O2	0.98	2.41	3.242 (5)	143
C15—H15A···Cg1^vi	0.98	2.49	3.405 (5)	155
C31—H31A···Cg2^iii	0.98	2.77	3.732 (5)	166
C32—H32A···Cg1	0.98	2.66	3.269 (4)	120

Symmetry codes: (i) x, y+1, z; (ii) x, y−1, z; (iii) −x+1, −y+2, −z; (iv) −x+2, −y+1, −z; (v) x+1, y, z; (vi) −x, −y+2, −z+1.