Chloro­(4-methylpiperidine-1-dithio­carbamato-κ2S:S′)(triphenyl­phosphine-κP)palladium(II)

Shaheen, F.; Najam-Ul-Haq, M.; Wurst, K.; Badshah, A.; Ali, S.

doi:10.1107/S1600536805041784

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Chloro(4-methylpiperidine-1-dithiocarbamato-κ²S:S′)(triphenylphosphine-κP)palladium(II)

F. Shaheen, M. Najam-Ul-Haq, K. Wurst, A. Badshah and S. Ali

In the title compound, [Pd(C₇H₁₂NS₂)Cl(C₁₈H₁₅P)], the Pd atom is four-coordinate and exhibits a slightly distorted square-planar geometry.

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Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805041784/sj6163sup1.cif Contains datablocks I, global
	Structure factor file (CIF format) https://doi.org/10.1107/S1600536805041784/sj6163Isup2.hkl Contains datablock I

CCDC reference: 296653

checkCIF report

Key indicators

Single-crystal X-ray study
T = 233 K
Mean (C-C) = 0.004 Å
R factor = 0.026
wR factor = 0.061
Data-to-parameter ratio = 15.7

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Pd1    -   S1      ..       6.68 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Pd1    -   S2      ..       9.88 su

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   2 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   2 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion

Comment top

Palladium(II) complexes with sulfur and phosphorus donor ligands are of current interest due to their ability to sequester the metal ion (Faraglia et al., 2005), their antitumor activity against leukaemic cells (Mital et al., 1989; Tiekink, 2002), and their use as pesticides (Fackler, 2002) and antimicrobial agents (Ronconi et al., 2005), while palladium(II)–phosphine complexes are also important from a catalytic point of view (Crawforth et al., 2005; Tsuji, 1995), e.g. [Pd(PPh₃)₂(CN)₂] (Hua et al., 2001), [Pd(PPh₃)₂Cl₂] (Nicholas, 1987).

In the title compound, (I), the dithiocarbamate ligand acts as a bidentate chelate, coordinating to Pd via both S atoms. Atom S2 is trans to the chloride anion and atom S1 trans to the triphenylphosphine ligand (Fig. 1 and Table 1). The coordination geometry about the Pd atom is distorted square planar and the deviation of the Pd1 atom from the mean plane through the ligand donor atoms is only 0.0103 (4) Å.

Experimental top

4-Methylpiperidine-1-dithiocarbamic acid (Vogel, 1968) dissolved (0.2 g, 1.14 mmol) in CH₂Cl₂ (10 ml) was added to a suspension of [PdCl₂(PPh₃)] (0.5 g, 1.14 mmol) (Kitano et al., 1983) in CH₂Cl₂ (20 ml). The resulting solution was refluxed for 1 h. Yellow crystals were obtained on slow evaporation of the solvent at room temperature.

Computing details top

Data collection: COLLECT (Nonius, 1998); cell refinement: SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO (Otwinowski & Minor, 1997) and SCALEPACK; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXL97.

Figures top

Fig. 1. The structure of (I), showing the atom-numbering scheme. Displacement ellipsoids are drawn at the 50% probability level.

Chloro(4-methyl piperidine-1-dithiocarbamato-κ²S:S')(triphenylphosphine-κP)palladium(II) top

Crystal data top

[Pd(C₇H₁₂NS₂)Cl(C₁₈H₁₅P)]	F(000) = 1176
M_r = 578.42	D_x = 1.530 Mg m⁻³
Monoclinic, P2₁/n	Melting point: 511 K
Hall symbol: -P 2yn	Mo Kα radiation, λ = 0.71073 Å
a = 10.1668 (3) Å	Cell parameters from 13105 reflections
b = 13.8325 (4) Å	θ = 1.0–26.0°
c = 17.8608 (4) Å	µ = 1.09 mm⁻¹
β = 90.162 (2)°	T = 233 K
V = 2511.79 (12) Å³	Prism, yellow
Z = 4	0.2 × 0.12 × 0.1 mm

Data collection top

Nonius KappaCCD diffractometer	3853 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	R_int = 0.025
Graphite monochromator	θ_max = 25.0°, θ_min = 1.9°
ϕ and ω scans	h = −12→12
13105 measured reflections	k = −16→16
4405 independent reflections	l = −21→21

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.026	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.061	H-atom parameters constrained
S = 1.05	w = 1/[σ²(F_o²) + (0.0201P)² + 2.004P] where P = (F_o² + 2F_c²)/3
4405 reflections	(Δ/σ)_max = 0.002
280 parameters	Δρ_max = 0.39 e Å⁻³
0 restraints	Δρ_min = −0.55 e Å⁻³

Crystal data top

[Pd(C₇H₁₂NS₂)Cl(C₁₈H₁₅P)]	V = 2511.79 (12) Å³
M_r = 578.42	Z = 4
Monoclinic, P2₁/n	Mo Kα radiation
a = 10.1668 (3) Å	µ = 1.09 mm⁻¹
b = 13.8325 (4) Å	T = 233 K
c = 17.8608 (4) Å	0.2 × 0.12 × 0.1 mm
β = 90.162 (2)°

Data collection top

Nonius KappaCCD diffractometer	3853 reflections with I > 2σ(I)
13105 measured reflections	R_int = 0.025
4405 independent reflections

Refinement top

R[F² > 2σ(F²)] = 0.026	0 restraints
wR(F²) = 0.061	H-atom parameters constrained
S = 1.05	Δρ_max = 0.39 e Å⁻³
4405 reflections	Δρ_min = −0.55 e Å⁻³
280 parameters

Special details top

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 > σ(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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
N1	−0.1669 (2)	0.94259 (16)	1.08327 (12)	0.0402 (5)
P1	0.24523 (6)	0.66612 (4)	0.96739 (3)	0.03149 (15)
Cl1	0.08028 (8)	0.76177 (6)	0.82152 (4)	0.0596 (2)
Pd1	0.078103 (18)	0.776406 (13)	0.951333 (10)	0.03322 (7)
S1	−0.08623 (6)	0.89326 (5)	0.94475 (4)	0.03767 (15)
S2	0.03484 (7)	0.81516 (5)	1.07391 (4)	0.04116 (16)
C1	−0.0866 (2)	0.89244 (18)	1.04094 (14)	0.0367 (6)
C2	−0.2678 (3)	1.0079 (2)	1.05191 (15)	0.0452 (7)
H2A	−0.2691	1.0021	0.9972	0.054*
H2B	−0.2461	1.0749	1.0647	0.054*
C3	−0.4008 (3)	0.9827 (2)	1.08267 (15)	0.0479 (7)
H3A	−0.4280	0.9199	1.0625	0.057*
H3B	−0.4646	1.0311	1.0657	0.057*
C4	−0.4035 (3)	0.9781 (2)	1.16736 (16)	0.0505 (7)
H4	−0.3858	1.0442	1.1861	0.061*
C5	−0.2944 (3)	0.9140 (2)	1.19580 (15)	0.0511 (7)
H5A	−0.2917	0.9176	1.2506	0.061*
H5B	−0.3138	0.8469	1.1820	0.061*
C6	−0.1617 (3)	0.9410 (2)	1.16547 (15)	0.0458 (7)
H6A	−0.1361	1.0049	1.1843	0.055*
H6B	−0.0958	0.8940	1.1822	0.055*
C7	−0.5388 (3)	0.9489 (3)	1.19575 (19)	0.0666 (9)
H7A	−0.6045	0.9927	1.1756	0.100*
H7B	−0.5398	0.9521	1.2500	0.100*
H7C	−0.5582	0.8835	1.1797	0.100*
C8	0.2215 (2)	0.55279 (17)	0.91732 (13)	0.0315 (5)
C9	0.0952 (2)	0.51680 (19)	0.90778 (15)	0.0391 (6)
H9	0.0228	0.5524	0.9254	0.047*
C10	0.0750 (3)	0.4293 (2)	0.87268 (16)	0.0478 (7)
H10	−0.0107	0.4047	0.8673	0.057*
C11	0.1808 (3)	0.37767 (19)	0.84539 (16)	0.0462 (7)
H11	0.1667	0.3183	0.8210	0.055*
C12	0.3060 (3)	0.41264 (19)	0.85367 (15)	0.0428 (6)
H12	0.3777	0.3774	0.8348	0.051*
C13	0.3270 (2)	0.49979 (19)	0.88982 (14)	0.0373 (6)
H13	0.4132	0.5233	0.8958	0.045*
C14	0.2766 (2)	0.62920 (18)	1.06358 (13)	0.0335 (5)
C15	0.3009 (3)	0.7012 (2)	1.11688 (14)	0.0406 (6)
H15	0.2993	0.7665	1.1025	0.049*
C16	0.3272 (3)	0.6771 (2)	1.19037 (15)	0.0484 (7)
H16	0.3445	0.7260	1.2256	0.058*
C17	0.3281 (3)	0.5820 (3)	1.21221 (15)	0.0539 (8)
H17	0.3459	0.5659	1.2623	0.065*
C18	0.3031 (3)	0.5104 (2)	1.16079 (16)	0.0519 (7)
H18	0.3028	0.4454	1.1761	0.062*
C19	0.2780 (3)	0.5334 (2)	1.08619 (14)	0.0407 (6)
H19	0.2621	0.4840	1.0512	0.049*
C20	0.4055 (2)	0.70710 (17)	0.93396 (14)	0.0351 (6)
C21	0.5183 (3)	0.7021 (2)	0.97746 (15)	0.0442 (7)
H21	0.5130	0.6805	1.0273	0.053*
C22	0.6390 (3)	0.7286 (2)	0.94794 (17)	0.0533 (8)
H22	0.7151	0.7255	0.9779	0.064*
C23	0.6476 (3)	0.7593 (2)	0.87488 (17)	0.0537 (8)
H23	0.7295	0.7771	0.8549	0.064*
C24	0.5365 (3)	0.7640 (2)	0.83131 (16)	0.0546 (8)
H24	0.5428	0.7842	0.7812	0.066*
C25	0.4161 (3)	0.7392 (2)	0.86036 (15)	0.0466 (7)
H25	0.3403	0.7440	0.8303	0.056*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
N1	0.0407 (12)	0.0423 (12)	0.0378 (12)	0.0043 (10)	0.0047 (10)	0.0054 (10)
P1	0.0330 (3)	0.0317 (3)	0.0297 (3)	−0.0008 (3)	−0.0023 (3)	−0.0017 (3)
Cl1	0.0693 (5)	0.0744 (5)	0.0349 (4)	0.0232 (4)	−0.0144 (3)	−0.0113 (3)
Pd1	0.03550 (12)	0.03133 (11)	0.03280 (12)	0.00051 (8)	−0.00382 (8)	−0.00268 (8)
S1	0.0372 (4)	0.0387 (3)	0.0370 (3)	0.0021 (3)	−0.0027 (3)	0.0012 (3)
S2	0.0460 (4)	0.0416 (4)	0.0359 (3)	0.0074 (3)	0.0018 (3)	0.0038 (3)
C1	0.0372 (14)	0.0322 (13)	0.0406 (14)	−0.0054 (11)	0.0006 (12)	0.0036 (11)
C2	0.0475 (16)	0.0433 (15)	0.0448 (15)	0.0112 (13)	0.0064 (13)	0.0094 (12)
C3	0.0459 (16)	0.0550 (17)	0.0428 (16)	0.0080 (13)	−0.0013 (13)	0.0026 (13)
C4	0.0477 (17)	0.0546 (18)	0.0492 (17)	−0.0007 (14)	0.0076 (14)	−0.0003 (14)
C5	0.0617 (19)	0.0533 (17)	0.0383 (15)	0.0028 (14)	0.0060 (14)	0.0061 (13)
C6	0.0487 (17)	0.0528 (17)	0.0360 (14)	0.0086 (13)	0.0023 (12)	0.0011 (12)
C7	0.0543 (19)	0.083 (2)	0.062 (2)	−0.0053 (18)	0.0144 (16)	0.0049 (18)
C8	0.0332 (13)	0.0324 (13)	0.0289 (12)	−0.0005 (10)	−0.0008 (10)	0.0003 (10)
C9	0.0336 (14)	0.0392 (14)	0.0445 (15)	−0.0007 (11)	0.0059 (11)	−0.0025 (12)
C10	0.0408 (16)	0.0413 (15)	0.0614 (18)	−0.0110 (13)	−0.0003 (14)	−0.0064 (13)
C11	0.0541 (18)	0.0350 (14)	0.0496 (16)	−0.0040 (13)	−0.0023 (13)	−0.0101 (12)
C12	0.0439 (16)	0.0410 (15)	0.0436 (15)	0.0083 (12)	0.0040 (12)	−0.0061 (12)
C13	0.0304 (13)	0.0422 (14)	0.0392 (14)	−0.0002 (11)	−0.0009 (11)	−0.0014 (11)
C14	0.0268 (12)	0.0431 (14)	0.0307 (13)	0.0009 (11)	0.0005 (10)	−0.0010 (11)
C15	0.0395 (15)	0.0474 (16)	0.0348 (14)	−0.0007 (12)	−0.0016 (12)	−0.0030 (11)
C16	0.0413 (16)	0.068 (2)	0.0357 (15)	−0.0037 (14)	−0.0001 (12)	−0.0080 (14)
C17	0.0470 (17)	0.084 (2)	0.0302 (15)	0.0038 (16)	0.0000 (12)	0.0063 (15)
C18	0.0511 (18)	0.0580 (18)	0.0465 (17)	0.0061 (14)	0.0051 (14)	0.0168 (14)
C19	0.0380 (15)	0.0467 (16)	0.0374 (14)	0.0019 (12)	0.0020 (12)	0.0020 (12)
C20	0.0387 (14)	0.0296 (13)	0.0371 (14)	−0.0049 (11)	−0.0013 (11)	−0.0010 (10)
C21	0.0427 (16)	0.0508 (16)	0.0393 (15)	−0.0112 (13)	−0.0015 (12)	0.0019 (12)
C22	0.0376 (16)	0.070 (2)	0.0527 (18)	−0.0169 (14)	−0.0039 (13)	−0.0014 (15)
C23	0.0496 (18)	0.0606 (19)	0.0511 (18)	−0.0217 (15)	0.0102 (15)	0.0001 (14)
C24	0.0594 (19)	0.0621 (19)	0.0423 (16)	−0.0139 (16)	0.0049 (15)	0.0088 (14)
C25	0.0454 (16)	0.0550 (17)	0.0395 (15)	−0.0070 (13)	−0.0035 (13)	0.0072 (13)

Geometric parameters (Å, º) top

N1—C6	1.469 (3)	C9—C10	1.378 (4)
N1—C2	1.475 (3)	C9—H9	0.9400
P1—C14	1.820 (2)	C10—C11	1.380 (4)
P1—C8	1.820 (2)	C10—H10	0.9400
P1—C20	1.827 (3)	C11—C12	1.370 (4)
Pd1—P1	2.3009 (7)	C11—H11	0.9400
Pd1—Cl1	2.3276 (7)	C12—C13	1.384 (4)
Pd1—S1	2.3274 (7)	C12—H12	0.9400
Pd1—S2	2.2977 (7)	C13—H13	0.9400
S1—C1	1.718 (3)	C14—C19	1.385 (4)
S2—C1	1.735 (3)	C14—C15	1.399 (4)
N1—C1	1.313 (3)	C15—C16	1.380 (4)
C2—C3	1.502 (4)	C15—H15	0.9400
C2—H2A	0.9800	C16—C17	1.371 (4)
C2—H2B	0.9800	C16—H16	0.9400
C3—C4	1.514 (4)	C17—C18	1.374 (4)
C3—H3A	0.9800	C17—H17	0.9400
C3—H3B	0.9800	C18—C19	1.393 (4)
C4—C5	1.507 (4)	C18—H18	0.9400
C4—C7	1.521 (4)	C19—H19	0.9400
C4—H4	0.9900	C20—C21	1.385 (4)
C5—C6	1.503 (4)	C20—C25	1.392 (4)
C5—H5A	0.9800	C21—C22	1.387 (4)
C5—H5B	0.9800	C21—H21	0.9400
C6—H6A	0.9800	C22—C23	1.375 (4)
C6—H6B	0.9800	C22—H22	0.9400
C7—H7A	0.9700	C23—C24	1.371 (4)
C7—H7B	0.9700	C23—H23	0.9400
C7—H7C	0.9700	C24—C25	1.375 (4)
C8—C9	1.388 (3)	C24—H24	0.9400
C8—C13	1.390 (3)	C25—H25	0.9400

C1—N1—C6	123.2 (2)	H7B—C7—H7C	109.5
C1—N1—C2	122.5 (2)	C9—C8—C13	118.8 (2)
C6—N1—C2	114.3 (2)	C9—C8—P1	119.36 (18)
C14—P1—C8	104.17 (11)	C13—C8—P1	121.78 (18)
C14—P1—C20	103.97 (11)	C10—C9—C8	120.5 (2)
C8—P1—C20	102.92 (11)	C10—C9—H9	119.8
C14—P1—Pd1	115.54 (8)	C8—C9—H9	119.8
C8—P1—Pd1	114.40 (8)	C9—C10—C11	120.0 (2)
C20—P1—Pd1	114.36 (8)	C9—C10—H10	120.0
S2—Pd1—P1	100.32 (2)	C11—C10—H10	120.0
S2—Pd1—S1	75.33 (2)	C12—C11—C10	120.3 (2)
P1—Pd1—S1	175.24 (2)	C12—C11—H11	119.9
S2—Pd1—Cl1	166.37 (3)	C10—C11—H11	119.9
P1—Pd1—Cl1	93.29 (2)	C11—C12—C13	120.0 (2)
S1—Pd1—Cl1	91.08 (3)	C11—C12—H12	120.0
C1—S1—Pd1	87.06 (9)	C13—C12—H12	120.0
C1—S2—Pd1	87.61 (9)	C12—C13—C8	120.4 (2)
N1—C1—S1	125.1 (2)	C12—C13—H13	119.8
N1—C1—S2	124.99 (19)	C8—C13—H13	119.8
S1—C1—S2	109.86 (14)	C19—C14—C15	118.7 (2)
N1—C2—C3	110.2 (2)	C19—C14—P1	123.04 (19)
N1—C2—H2A	109.6	C15—C14—P1	118.23 (19)
C3—C2—H2A	109.6	C16—C15—C14	120.6 (3)
N1—C2—H2B	109.6	C16—C15—H15	119.7
C3—C2—H2B	109.6	C14—C15—H15	119.7
H2A—C2—H2B	108.1	C17—C16—C15	120.2 (3)
C2—C3—C4	113.2 (2)	C17—C16—H16	119.9
C2—C3—H3A	108.9	C15—C16—H16	119.9
C4—C3—H3A	108.9	C16—C17—C18	120.0 (3)
C2—C3—H3B	108.9	C16—C17—H17	120.0
C4—C3—H3B	108.9	C18—C17—H17	120.0
H3A—C3—H3B	107.7	C17—C18—C19	120.5 (3)
C5—C4—C3	110.2 (2)	C17—C18—H18	119.7
C5—C4—C7	113.4 (3)	C19—C18—H18	119.7
C3—C4—C7	111.3 (3)	C14—C19—C18	119.9 (3)
C5—C4—H4	107.2	C14—C19—H19	120.0
C3—C4—H4	107.2	C18—C19—H19	120.0
C7—C4—H4	107.2	C21—C20—C25	118.7 (2)
C6—C5—C4	113.1 (2)	C21—C20—P1	122.60 (19)
C6—C5—H5A	109.0	C25—C20—P1	118.59 (19)
C4—C5—H5A	109.0	C20—C21—C22	120.4 (3)
C6—C5—H5B	109.0	C20—C21—H21	119.8
C4—C5—H5B	109.0	C22—C21—H21	119.8
H5A—C5—H5B	107.8	C23—C22—C21	120.1 (3)
N1—C6—C5	109.5 (2)	C23—C22—H22	120.0
N1—C6—H6A	109.8	C21—C22—H22	120.0
C5—C6—H6A	109.8	C24—C23—C22	119.9 (3)
N1—C6—H6B	109.8	C24—C23—H23	120.1
C5—C6—H6B	109.8	C22—C23—H23	120.1
H6A—C6—H6B	108.2	C23—C24—C25	120.5 (3)
C4—C7—H7A	109.5	C23—C24—H24	119.8
C4—C7—H7B	109.5	C25—C24—H24	119.8
H7A—C7—H7B	109.5	C24—C25—C20	120.5 (3)
C4—C7—H7C	109.5	C24—C25—H25	119.8
H7A—C7—H7C	109.5	C20—C25—H25	119.8

Experimental details

Crystal data
Chemical formula	[Pd(C₇H₁₂NS₂)Cl(C₁₈H₁₅P)]
M_r	578.42
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	233
a, b, c (Å)	10.1668 (3), 13.8325 (4), 17.8608 (4)
β (°)	90.162 (2)
V (Å³)	2511.79 (12)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.09
Crystal size (mm)	0.2 × 0.12 × 0.1

Data collection
Diffractometer	Nonius KappaCCD diffractometer
Absorption correction	–
No. of measured, independent and observed [I > 2σ(I)] reflections	13105, 4405, 3853
R_int	0.025
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.026, 0.061, 1.05
No. of reflections	4405
No. of parameters	280
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.39, −0.55

Computer programs: COLLECT (Nonius, 1998), SCALEPACK (Otwinowski & Minor, 1997), DENZO (Otwinowski & Minor, 1997) and SCALEPACK, SHELXS97 (Sheldrick, 1997a), SHELXL97 (Sheldrick, 1997a), SHELXTL (Sheldrick, 1997b), SHELXL97.

Selected geometric parameters (Å, º) top

Pd1—P1	2.3009 (7)	S1—C1	1.718 (3)
Pd1—Cl1	2.3276 (7)	S2—C1	1.735 (3)
Pd1—S1	2.3274 (7)	N1—C1	1.313 (3)
Pd1—S2	2.2977 (7)

S2—Pd1—P1	100.32 (2)	C1—S1—Pd1	87.06 (9)
S2—Pd1—S1	75.33 (2)	C1—S2—Pd1	87.61 (9)
P1—Pd1—S1	175.24 (2)	N1—C1—S1	125.1 (2)
S2—Pd1—Cl1	166.37 (3)	N1—C1—S2	124.99 (19)
P1—Pd1—Cl1	93.29 (2)	S1—C1—S2	109.86 (14)
S1—Pd1—Cl1	91.08 (3)

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