trans-Dichloridobis[diphen-yl(thio-phen-2-yl)phosphane-κP]palladium(II).

The title compound, trans-[PdCl(2)(C(16)H(13)PS)(2)], forms a monomeric complex with a trans-square-planar geometry. The Pd-P bond lengths are 2.3387 (11) Å, as the Pd atom lies on an inversion point, while the Pd-Cl bond lengths are 2.2950 (12) Å.

Related literature

For a review on related compounds, see: Spessard & Miessler (1996 ▶). For the synthesis of the starting materials, see: Drew & Doyle (1990 ▶). For (R 3P)2PdCl2 compounds with consanguinities, see: Muller & Meijboom (2010 ▶); Meijboom (2011 ▶); Burgoyne et al. (2012 ▶); Ogutu & Meijboom, (2011 ▶). For their applications, see: Bedford et al. (2004 ▶).

Experimental

Crystal data

[PdCl2(C16H13PS)2]

M = 713.91

Monoclinic,

a = 9.019 (2) Å

b = 18.427 (4) Å

c = 9.658 (2) Å

β = 110.14 (4)°

V = 1507.0 (7) Å3

Z = 2

Mo Kα radiation

μ = 1.06 mm−1

T = 100 K

0.20 × 0.20 × 0.16 mm

Data collection

Bruker X8 APEXII 4K KappaCCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2007 ▶) T min = 0.812, T max = 0.841

20792 measured reflections

3747 independent reflections

3591 reflections with I > 2σ(I)

R int = 0.019

Refinement

R[F 2 > 2σ(F 2)] = 0.051

wR(F 2) = 0.111

S = 1.19

3747 reflections

198 parameters

40 restraints

H-atom parameters constrained

Δρmax = 1.54 e Å−3

Δρmin = −1.49 e Å−3

Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT-Plus (Bruker, 2007 ▶); data reduction: SAINT-Plus and XPREP (Bruker, 2007 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg & Putz, 2005 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S160053681201478X/hb6729sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S160053681201478X/hb6729Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[PdCl2(C16H13PS)2]	F(000) = 720.0
Mr = 713.91	Dx = 1.573 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 9973 reflections
a = 9.019 (2) Å	θ = 2.5–28.3°
b = 18.427 (4) Å	µ = 1.06 mm−1
c = 9.658 (2) Å	T = 100 K
β = 110.14 (4)°	Cube, orange
V = 1507.0 (7) Å3	0.20 × 0.20 × 0.16 mm
Z = 2

Bruker X8 APEXII 4K KappaCCD diffractometer	3747 independent reflections
Radiation source: fine-focus sealed tube	3591 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.019
φ and ω scans	θmax = 28.4°, θmin = 2.2°
Absorption correction: multi-scan (SADABS; Bruker, 2007)	h = −7→12
Tmin = 0.812, Tmax = 0.841	k = −24→24
20792 measured reflections	l = −12→12

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)] = 0.051	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.111	H-atom parameters constrained
S = 1.19	w = 1/[σ2(Fo2) + (0.0193P)2 + 7.7351P] where P = (Fo2 + 2Fc2)/3
3747 reflections	(Δ/σ)max < 0.001
198 parameters	Δρmax = 1.54 e Å−3
40 restraints	Δρmin = −1.49 e Å−3

Experimental. The intensity data was collected on a Bruker X8 Apex II 4 K Kappa CCD diffractometer using an exposure time of 10 s/frame. A collection frame width of 0.5 ° covering up to θ = 28.4° resulted in 99% completeness accomplished.

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.

	x	y	z	Uiso*/Ueq	Occ. (<1)
Pd1	0.5000	0.5000	0.5000	0.01794 (11)
Cl1	0.70661 (12)	0.45351 (6)	0.69206 (10)	0.0280 (2)
P1	0.52138 (11)	0.39844 (5)	0.36286 (10)	0.01804 (18)
C5	0.4185 (5)	0.4000 (2)	0.1640 (4)	0.0225 (7)
C11	0.7266 (4)	0.3790 (2)	0.3872 (4)	0.0205 (7)
C10	0.5040 (6)	0.4028 (2)	0.0598 (5)	0.0310 (9)
H10	0.6137	0.4036	0.0907	0.037*
C16	0.7978 (5)	0.3108 (2)	0.4353 (4)	0.0231 (7)
H16	0.7386	0.2724	0.4507	0.028*
C12	0.8193 (6)	0.4352 (2)	0.3639 (5)	0.0325 (9)
H12	0.7745	0.4806	0.3342	0.039*
C13	0.9756 (5)	0.4240 (3)	0.3845 (5)	0.0362 (10)
H13	1.0357	0.4612	0.3655	0.043*
C6	0.2505 (5)	0.3988 (2)	0.1073 (5)	0.0309 (9)
H6	0.1941	0.3982	0.1717	0.037*
C7	0.1722 (7)	0.3984 (3)	−0.0409 (5)	0.0442 (12)
H7	0.0624	0.3964	−0.0772	0.053*
C8	0.2528 (7)	0.4010 (3)	−0.1360 (5)	0.0472 (14)
H8	0.1975	0.4004	−0.2369	0.057*
C9	0.4108 (7)	0.4042 (3)	−0.0871 (5)	0.0412 (12)
H9	0.4608	0.4076	−0.1566	0.049*
C15	0.9557 (5)	0.3024 (3)	0.4588 (5)	0.0340 (10)
H15	1.0043	0.2581	0.4929	0.041*
C14	1.0427 (5)	0.3582 (3)	0.4327 (5)	0.0347 (10)
H14	1.1493	0.3512	0.4482	0.042*
C1A	0.4428 (9)	0.3176 (4)	0.4104 (7)	0.01804 (18)	0.570 (6)
C2A	0.4540 (9)	0.3048 (5)	0.5578 (9)	0.01804 (18)	0.570 (6)
H2A	0.4988	0.3356	0.6377	0.022*	0.570 (6)
C3A	0.3748 (8)	0.2270 (4)	0.5617 (8)	0.0180 (6)	0.570 (6)
H3A	0.3626	0.2043	0.6432	0.022*	0.570 (6)
C4A	0.3287 (19)	0.2006 (7)	0.4190 (13)	0.041 (3)	0.570 (6)
H4A	0.2832	0.1550	0.3943	0.049*	0.570 (6)
S1A	0.3563 (4)	0.24996 (17)	0.3057 (3)	0.0386 (7)	0.570 (6)
C1B	0.4544 (10)	0.3199 (4)	0.4465 (6)	0.0178 (7)	0.430 (6)
C2B	0.3665 (17)	0.2577 (7)	0.3461 (10)	0.071 (6)	0.430 (6)
H2B	0.3453	0.2543	0.2451	0.085*	0.430 (6)
C3B	0.3197 (19)	0.2020 (6)	0.4418 (12)	0.030 (3)	0.430 (6)
H3B	0.2652	0.1589	0.4089	0.036*	0.430 (6)
C4B	0.3787 (12)	0.2298 (4)	0.6013 (8)	0.043 (2)	0.430 (6)
H4B	0.3662	0.2065	0.6820	0.052*	0.430 (6)
S1B	0.4619 (3)	0.30264 (15)	0.6042 (3)	0.0244 (7)	0.430 (6)

	U11	U22	U33	U12	U13	U23
Pd1	0.01662 (18)	0.0228 (2)	0.01334 (18)	0.00304 (14)	0.00382 (13)	−0.00107 (14)
Cl1	0.0254 (5)	0.0336 (5)	0.0192 (4)	0.0079 (4)	0.0001 (3)	−0.0004 (4)
P1	0.0168 (4)	0.0231 (4)	0.0145 (4)	0.0022 (3)	0.0057 (3)	−0.0025 (3)
C5	0.0288 (19)	0.0210 (18)	0.0163 (16)	0.0016 (15)	0.0060 (14)	−0.0022 (13)
C11	0.0178 (16)	0.0247 (18)	0.0205 (16)	0.0008 (14)	0.0084 (13)	−0.0038 (14)
C10	0.040 (2)	0.0190 (18)	0.0249 (19)	0.0044 (17)	−0.0009 (17)	−0.0008 (15)
C16	0.0234 (18)	0.030 (2)	0.0170 (16)	−0.0005 (15)	0.0085 (14)	0.0036 (14)
C12	0.037 (2)	0.023 (2)	0.041 (2)	0.0011 (17)	0.0168 (19)	−0.0033 (17)
C13	0.029 (2)	0.040 (3)	0.044 (3)	−0.0133 (19)	0.019 (2)	−0.014 (2)
C6	0.032 (2)	0.034 (2)	0.0248 (19)	−0.0045 (18)	0.0067 (16)	−0.0041 (17)
C7	0.046 (3)	0.041 (3)	0.031 (2)	−0.011 (2)	−0.004 (2)	0.003 (2)
C8	0.071 (4)	0.035 (3)	0.025 (2)	−0.016 (2)	0.003 (2)	0.0041 (19)
C9	0.072 (4)	0.033 (2)	0.025 (2)	−0.004 (2)	0.025 (2)	−0.0026 (18)
C15	0.029 (2)	0.046 (3)	0.029 (2)	0.0137 (19)	0.0129 (17)	0.0069 (19)
C14	0.0185 (18)	0.058 (3)	0.029 (2)	0.0033 (19)	0.0089 (16)	−0.007 (2)
C1A	0.0168 (4)	0.0231 (4)	0.0145 (4)	0.0022 (3)	0.0057 (3)	−0.0025 (3)
C2A	0.0168 (4)	0.0231 (4)	0.0145 (4)	0.0022 (3)	0.0057 (3)	−0.0025 (3)
C3A	0.0168 (9)	0.0231 (5)	0.0145 (9)	0.0022 (8)	0.0057 (4)	−0.0025 (8)
C4A	0.036 (5)	0.028 (5)	0.058 (5)	−0.008 (4)	0.015 (5)	−0.015 (4)
S1A	0.0460 (14)	0.0398 (13)	0.0342 (13)	−0.0067 (10)	0.0191 (10)	0.0007 (9)
C1B	0.0166 (11)	0.0224 (11)	0.0145 (11)	0.0018 (10)	0.0056 (10)	−0.0026 (11)
C2B	0.067 (8)	0.077 (9)	0.062 (9)	0.025 (7)	0.014 (7)	−0.002 (8)
C3B	0.029 (5)	0.018 (5)	0.059 (6)	−0.007 (4)	0.037 (4)	−0.009 (5)
C4B	0.043 (4)	0.053 (4)	0.033 (4)	0.014 (4)	0.012 (4)	0.007 (4)
S1B	0.0279 (12)	0.0342 (13)	0.0112 (11)	−0.0045 (9)	0.0069 (10)	−0.0001 (10)

Pd1—Cl1	2.2950 (12)	C7—H7	0.9300
Pd1—Cl1i	2.2950 (12)	C8—C9	1.340 (8)
Pd1—P1	2.3387 (11)	C8—H8	0.9300
Pd1—P1i	2.3387 (11)	C9—H9	0.9300
P1—C1A	1.777 (7)	C15—C14	1.370 (7)
P1—C11	1.820 (4)	C15—H15	0.9300
P1—C5	1.823 (4)	C14—H14	0.9300
P1—C1B	1.857 (6)	C1A—C2A	1.412 (9)
C5—C6	1.423 (6)	C1A—S1A	1.625 (7)
C5—C10	1.465 (6)	C2A—C3A	1.608 (10)
C11—C12	1.397 (6)	C2A—H2A	0.9300
C11—C16	1.414 (5)	C3A—C4A	1.384 (12)
C10—C9	1.378 (6)	C3A—H3A	0.9300
C10—H10	0.9300	C4A—S1A	1.507 (12)
C16—C15	1.371 (6)	C4A—H4A	0.9300
C16—H16	0.9300	C1B—S1B	1.534 (5)
C12—C13	1.369 (6)	C1B—C2B	1.534 (5)
C12—H12	0.9300	C2B—C3B	1.534 (5)
C13—C14	1.363 (7)	C2B—H2B	0.9300
C13—H13	0.9300	C3B—C4B	1.534 (5)
C6—C7	1.361 (6)	C3B—H3B	0.9300
C6—H6	0.9300	C4B—S1B	1.534 (5)
C7—C8	1.354 (8)	C4B—H4B	0.9300
Cl1—Pd1—Cl1i	180.000 (1)	C9—C8—C7	121.2 (5)
Cl1—Pd1—P1	87.52 (4)	C9—C8—H8	119.4
Cl1i—Pd1—P1	92.48 (4)	C7—C8—H8	119.4
Cl1—Pd1—P1i	92.48 (4)	C8—C9—C10	124.0 (5)
Cl1i—Pd1—P1i	87.52 (4)	C8—C9—H9	118.0
P1—Pd1—P1i	180.0	C10—C9—H9	118.0
C1A—P1—C11	106.3 (3)	C14—C15—C16	120.8 (4)
C1A—P1—C5	100.5 (2)	C14—C15—H15	119.6
C11—P1—C5	105.39 (18)	C16—C15—H15	119.6
C11—P1—C1B	105.0 (3)	C13—C14—C15	121.1 (4)
C5—P1—C1B	110.3 (2)	C13—C14—H14	119.5
C1A—P1—Pd1	114.0 (2)	C15—C14—H14	119.5
C11—P1—Pd1	111.29 (12)	C2A—C1A—S1A	110.6 (6)
C5—P1—Pd1	118.21 (13)	C2A—C1A—P1	120.3 (5)
C1B—P1—Pd1	105.9 (2)	S1A—C1A—P1	129.1 (4)
C6—C5—C10	118.6 (4)	C1A—C2A—C3A	107.1 (6)
C6—C5—P1	119.6 (3)	C1A—C2A—H2A	126.4
C10—C5—P1	121.8 (3)	C3A—C2A—H2A	126.4
C12—C11—C16	118.8 (4)	C4A—C3A—C2A	105.8 (7)
C12—C11—P1	118.1 (3)	C4A—C3A—H3A	127.1
C16—C11—P1	123.0 (3)	C2A—C3A—H3A	127.1
C9—C10—C5	115.5 (4)	C3A—C4A—S1A	116.4 (7)
C9—C10—H10	122.3	C3A—C4A—H4A	121.8
C5—C10—H10	122.3	S1A—C4A—H4A	121.8
C15—C16—C11	118.9 (4)	C4A—S1A—C1A	100.0 (5)
C15—C16—H16	120.5	S1B—C1B—C2B	108.0
C11—C16—H16	120.5	S1B—C1B—P1	133.1 (4)
C13—C12—C11	120.5 (4)	C2B—C1B—P1	118.8 (4)
C13—C12—H12	119.7	C3B—C2B—C1B	108.0
C11—C12—H12	119.7	C3B—C2B—H2B	126.0
C14—C13—C12	119.8 (4)	C1B—C2B—H2B	126.0
C14—C13—H13	120.1	C2B—C3B—C4B	108.0
C12—C13—H13	120.1	C2B—C3B—H3B	126.0
C7—C6—C5	120.2 (4)	C4B—C3B—H3B	126.0
C7—C6—H6	119.9	S1B—C4B—C3B	108.0
C5—C6—H6	119.9	S1B—C4B—H4B	126.0
C8—C7—C6	120.5 (5)	C3B—C4B—H4B	126.0
C8—C7—H7	119.8	C1B—S1B—C4B	108.0
C6—C7—H7	119.8