cis-Dichlorido­bis(trimethoxy­phos­phine)palladium(II) at 125 K

Slawin, A.M.Z.; Waddell, P.G.; Woollins, J.D.

doi:10.1107/S1600536809041919

metal-organic compounds

CRYSTALLOGRAPHIC
COMMUNICATIONS

ISSN: 2056-9890

Volume 65| Part 11| November 2009| Page m1391

https://doi.org/10.1107/S1600536809041919

Open

access

cis-Dichloridobis(trimethoxyphosphine)palladium(II) at 125 K

Alexandra M. Z. Slawin,^a Paul G. Waddell ^a and J. Derek Woollins ^a ^*

^aDepartment of Chemistry, University of St Andrews, St Andrews, KY16 9ST, Scotland
^*Correspondence e-mail: jdw3@st-and.ac.uk

(Received 19 August 2009; accepted 13 October 2009; online 17 October 2009)

The title compound, [PdCl₂(C₃H₉O₃P)₂], which is isotypic with its platinum analogue, adopts a slightly distorted cis square-planar geometry for the Pd centre.

Related literature

For the platinum analogue, see: Bao et al. (1987 ). For related platinum complexes, see: Slawin et al. (2007a ,b ). For cis-bis(triisopropoxyphosphino)platinum dichloride, see: Slawin et al. (2009 ).

Experimental

Crystal data

[PdCl₂(C₃H₉O₃P)₂]
M_r = 425.46
Monoclinic, C c
a = 6.8059 (19) Å
b = 16.897 (5) Å
c = 13.374 (4) Å
β = 100.086 (7)°
V = 1514.2 (7) Å³
Z = 4
Mo Kα radiation
μ = 1.80 mm⁻¹
T = 125 K
0.22 × 0.16 × 0.13 mm

Data collection

Rigaku SCXmini diffractometer
Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ) T_min = 0.662, T_max = 0.791
6333 measured reflections
2639 independent reflections
2338 reflections with I > 2σ(I)
R_int = 0.072

Refinement

R[F² > 2σ(F²)] = 0.054
wR(F²) = 0.090
S = 1.07
2639 reflections
161 parameters
H-atom parameters constrained
Δρ_max = 1.26 e Å⁻³
Δρ_min = −0.71 e Å⁻³
Absolute structure: Flack (1983 ), 1308 Friedel pairs
Flack parameter: −0.01 (5)

Table 1
Selected geometric parameters (Å, °)

Pd1—Cl1	2.356 (2)
Pd1—Cl2	2.358 (2)
Pd1—P1	2.241 (2)
Pd1—P2	2.233 (2)

Cl1—Pd1—Cl2	89.71 (8)
Cl1—Pd1—P1	179.04 (9)
Cl1—Pd1—P2	87.59 (8)
Cl2—Pd1—P1	90.32 (8)
Cl2—Pd1—P2	177.30 (8)
P1—Pd1—P2	92.38 (8)

Data collection: SCXmini (Rigaku, 2006 ); cell refinement: PROCESS-AUTO (Rigaku, 1998 ); data reduction: PROCESS-AUTO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: CrystalStructure (Rigaku, 2006); software used to prepare material for publication: CrystalStructure.

Supporting information

Crystal structure: contains datablocks General, I. DOI: https://doi.org/10.1107/S1600536809041919/fi2085sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536809041919/fi2085Isup2.hkl

checkCIF report

Comment top

[PdCl₂(P(OMe)₃)₂] is isomorphous with its platinum analogue [PtCl₂(P(OMe)₃)₂] (2) (Bao et al., 1987) and adopts a cis square planar geometry, Whereas the Pt complex was reported to have quite dissmilar bond lengths for Pt—P1/Pt—P2 and Pt—Cl1/PtCl2 bond lengths these pairs of bonds are equivalent in the title compound.

The Pd—Cl bond bonds in (1) ( Pd(1)—Cl(1) 2.356?(2), Pd(1)—Cl(2) 2.358?(2) Å ) are shorter than the Pt—Cl bonds in (2) whilst the Pd—P bonds ( Pd(1)—P(1) 2.241?(2), Pd(1)—P(2) 2.233?(2) Å ) are longer than the Pt—P bonds in (2). The P—M—P angle ( P(1)—Pd(1)—P(2) 92.38?(8) ° ) is reduced and the Cl—M—Cl angle is enlarged ( Cl(1)—Pd(1)—Cl(2) 89.71?(8) ° ) on going from Pt to Pd with the palladium compound reported here having angles which are closer to ideal square planar .

Related literature top

For the platinum analogue, see: Bao et al. (1987). For related platinum complexes, see: Slawin et al. (2007a,b). For the structure of cis-bis(triisopropoxyphosphino)platinum dichloride, see: Slawin et al. (2009).

Experimental top

0.5 g (1.75 mmol) of PdCl₂(COD) was dissolved in dichloromethane (5 mL) in a round-bottomed flask. To this 0.41 mL (3.5 mmol) of trimethylphosphite was added. The solution was stirred for 0.5 h at room temperature. The product was precipitated via slow diffusion of hexane and was then filtered off and dried under vacuum, [PdCl₂(P(OMe)₃)₂] (1.36 mmol, ca 77%). ³¹P-{¹H}NMR: δ 97.9 p.p.m..

Structure description top

Computing details top

Data collection: SCXmini (Rigaku, 2006); cell refinement: PROCESS-AUTO (Rigaku, 1998); data reduction: PROCESS-AUTO (Rigaku, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: Crystal Structure (Rigaku, 2006); software used to prepare material for publication: Crystal Structure (Rigaku, 2006).

Figures top

Fig. 1. The structure of the title compound with displacement ellipsoids drawn at the 50% probability level, hydrogen atoms omitted for clarity.

cis-Dichloridobis(trimethoxyphosphine)palladium(II) top

Crystal data top

[PdCl₂(C₃H₉O₃P)₂]	F(000) = 848.00
M_r = 425.46	D_x = 1.866 Mg m⁻³
Monoclinic, Cc	Mo Kα radiation, λ = 0.71075 Å
Hall symbol: C -2yc	Cell parameters from 7139 reflections
a = 6.8059 (19) Å	θ = 3.1–27.7°
b = 16.897 (5) Å	µ = 1.80 mm⁻¹
c = 13.374 (4) Å	T = 125 K
β = 100.086 (7)°	Chunk, yellow
V = 1514.2 (7) Å³	0.22 × 0.16 × 0.13 mm
Z = 4

Data collection top

Rigaku SCXmini diffractometer	2639 independent reflections
Radiation source: fine-focus sealed tube	2338 reflections with F² > 2.0σ(F²)
Graphite monochromator	R_int = 0.072
Detector resolution: 6.85 pixels mm^-1	θ_max = 25.4°, θ_min = 2.1°
ω scans	h = −8→8
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	k = −20→20
T_min = 0.662, T_max = 0.791	l = −16→16
6333 measured reflections

Refinement top

Refinement on F²	H-atom parameters constrained
R[F² > 2σ(F²)] = 0.054	w = 1/[σ^2^(F_o^2^) + (0.0247P)^2^] where P = (F_o^2^ + 2F_c^2^)/3
wR(F²) = 0.090	(Δ/σ)_max < 0.001
S = 1.07	Δρ_max = 1.26 e Å⁻³
2639 reflections	Δρ_min = −0.71 e Å⁻³
161 parameters	Absolute structure: Flack,(1983), 1308 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: −0.01 (5)
Hydrogen site location: inferred from neighbouring sites

Crystal data top

[PdCl₂(C₃H₉O₃P)₂]	V = 1514.2 (7) Å³
M_r = 425.46	Z = 4
Monoclinic, Cc	Mo Kα radiation
a = 6.8059 (19) Å	µ = 1.80 mm⁻¹
b = 16.897 (5) Å	T = 125 K
c = 13.374 (4) Å	0.22 × 0.16 × 0.13 mm
β = 100.086 (7)°

Data collection top

Rigaku SCXmini diffractometer	2639 independent reflections
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	2338 reflections with F² > 2.0σ(F²)
T_min = 0.662, T_max = 0.791	R_int = 0.072
6333 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.054	H-atom parameters constrained
wR(F²) = 0.090	Δρ_max = 1.26 e Å⁻³
S = 1.07	Δρ_min = −0.71 e Å⁻³
2639 reflections	Absolute structure: Flack,(1983), 1308 Friedel pairs
161 parameters	Absolute structure parameter: −0.01 (5)

Special details top

Geometry. ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY

Refinement. Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F². R-factor (gt) are based on F. The threshold expression of F² > 2.0 σ(F²) is used only for calculating R-factor (gt).

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

	x	y	z	U_iso*/U_eq
Pd(1)	0.50973 (10)	0.10743 (4)	0.45788 (7)	0.01777 (16)
Cl(1)	0.4602 (3)	0.23766 (14)	0.39555 (17)	0.0298 (6)
Cl(2)	0.2407 (3)	0.06430 (14)	0.33413 (17)	0.0277 (6)
P(1)	0.5605 (3)	−0.01677 (14)	0.51540 (16)	0.0183 (5)
P(2)	0.7614 (3)	0.15409 (14)	0.57243 (17)	0.0201 (5)
O(1)	0.7314 (8)	−0.0612 (3)	0.4734 (4)	0.0215 (14)
O(2)	0.3841 (8)	−0.0766 (3)	0.4858 (4)	0.0210 (14)
O(3)	0.6237 (9)	−0.0227 (3)	0.6348 (4)	0.0252 (15)
O(4)	0.9294 (8)	0.0917 (3)	0.6089 (4)	0.0259 (15)
O(5)	0.6928 (8)	0.1816 (3)	0.6740 (4)	0.0267 (15)
O(6)	0.8710 (8)	0.2305 (3)	0.5430 (4)	0.0202 (14)
C(1)	0.7285 (16)	−0.0650 (6)	0.3643 (6)	0.034 (2)
C(2)	0.1966 (14)	−0.0676 (5)	0.5230 (7)	0.030 (2)
C(3)	0.6711 (15)	−0.0993 (5)	0.6843 (7)	0.033 (2)
C(4)	1.1106 (14)	0.1149 (5)	0.6777 (7)	0.036 (2)
C(5)	0.5731 (15)	0.2526 (5)	0.6788 (6)	0.032 (2)
C(6)	0.9618 (13)	0.2290 (5)	0.4527 (8)	0.032 (2)
H(1)	0.7662	−0.1183	0.3459	0.041*
H(2)	0.8233	−0.0265	0.3455	0.041*
H(3)	0.5939	−0.0527	0.3281	0.041*
H(4)	0.2211	−0.0723	0.5972	0.037*
H(5)	0.1031	−0.1090	0.4935	0.037*
H(6)	0.1394	−0.0155	0.5034	0.037*
H(7)	0.6000	−0.1045	0.7417	0.040*
H(8)	0.8152	−0.1028	0.7089	0.040*
H(9)	0.6298	−0.1419	0.6354	0.040*
H(10)	1.2047	0.1387	0.6388	0.043*
H(11)	1.1716	0.0681	0.7138	0.043*
H(12)	1.0774	0.1534	0.7269	0.043*
H(13)	0.6614	0.2980	0.6975	0.038*
H(14)	0.4874	0.2454	0.7298	0.038*
H(15)	0.4901	0.2621	0.6123	0.038*
H(16)	1.0930	0.2546	0.4672	0.038*
H(17)	0.8764	0.2575	0.3977	0.038*
H(18)	0.9775	0.1740	0.4321	0.038*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Pd(1)	0.0217 (3)	0.0152 (3)	0.0159 (3)	0.0006 (3)	0.0018 (2)	−0.0001 (3)
Cl(1)	0.0375 (15)	0.0183 (13)	0.0301 (14)	0.0010 (12)	−0.0040 (11)	0.0048 (10)
Cl(2)	0.0321 (14)	0.0253 (14)	0.0223 (13)	−0.0027 (12)	−0.0050 (11)	0.0006 (10)
P(1)	0.0228 (14)	0.0171 (13)	0.0157 (13)	−0.0017 (11)	0.0056 (10)	−0.0012 (9)
P(2)	0.0234 (15)	0.0173 (14)	0.0193 (13)	−0.0010 (11)	0.0031 (11)	−0.0002 (10)
O(1)	0.031 (3)	0.019 (3)	0.014 (3)	0.013 (3)	0.003 (2)	0.002 (2)
O(2)	0.024 (3)	0.019 (3)	0.020 (3)	0.001 (2)	0.004 (2)	0.004 (2)
O(3)	0.038 (4)	0.019 (3)	0.016 (3)	0.005 (3)	−0.002 (2)	0.002 (2)
O(4)	0.021 (3)	0.017 (3)	0.037 (3)	−0.000 (2)	−0.003 (3)	−0.001 (2)
O(5)	0.036 (4)	0.026 (3)	0.019 (3)	0.000 (3)	0.006 (2)	−0.002 (2)
O(6)	0.025 (3)	0.019 (3)	0.017 (3)	0.000 (2)	0.005 (2)	0.004 (2)
C(1)	0.050 (7)	0.038 (6)	0.014 (5)	0.015 (5)	0.006 (5)	−0.010 (4)
C(2)	0.030 (6)	0.026 (5)	0.036 (6)	−0.002 (5)	0.008 (4)	−0.002 (5)
C(3)	0.046 (6)	0.024 (5)	0.030 (5)	0.006 (5)	0.006 (4)	−0.002 (4)
C(4)	0.026 (5)	0.029 (6)	0.047 (6)	0.006 (4)	−0.007 (4)	0.007 (5)
C(5)	0.045 (6)	0.036 (6)	0.016 (5)	−0.003 (5)	0.011 (4)	−0.009 (4)
C(6)	0.037 (8)	0.028 (5)	0.033 (5)	−0.005 (4)	0.013 (5)	−0.008 (5)

Geometric parameters (Å, º) top

Pd(1)—Cl(1)	2.356 (2)	C(1)—H(2)	0.980
Pd(1)—Cl(2)	2.358 (2)	C(1)—H(3)	0.980
Pd(1)—P(1)	2.241 (2)	C(2)—H(4)	0.980
Pd(1)—P(2)	2.233 (2)	C(2)—H(5)	0.980
P(1)—O(1)	1.568 (6)	C(2)—H(6)	0.980
P(1)—O(2)	1.567 (6)	C(3)—H(7)	0.980
P(1)—O(3)	1.583 (5)	C(3)—H(8)	0.980
P(2)—O(4)	1.568 (6)	C(3)—H(9)	0.980
P(2)—O(5)	1.582 (6)	C(4)—H(10)	0.980
P(2)—O(6)	1.575 (6)	C(4)—H(11)	0.980
O(1)—C(1)	1.457 (10)	C(4)—H(12)	0.980
O(2)—C(2)	1.457 (12)	C(5)—H(13)	0.980
O(3)—C(3)	1.464 (10)	C(5)—H(14)	0.980
O(4)—C(4)	1.458 (10)	C(5)—H(15)	0.980
O(5)—C(5)	1.458 (11)	C(6)—H(16)	0.980
O(6)—C(6)	1.451 (12)	C(6)—H(17)	0.980
C(1)—H(1)	0.980	C(6)—H(18)	0.980

Cl(1)···O(5)ⁱ	3.473 (5)	H(4)···O(6)ⁱⁱⁱ	3.594
Cl(1)···C(5)ⁱ	3.563 (8)	H(4)···C(4)^viii	3.466
O(1)···C(2)ⁱⁱ	3.121 (11)	H(4)···C(5)ⁱⁱⁱ	3.367
O(2)···O(6)ⁱⁱⁱ	3.352 (7)	H(4)···H(8)^viii	3.402
O(2)···C(6)ⁱⁱⁱ	3.367 (10)	H(4)···H(11)^viii	2.891
O(3)···C(1)^iv	3.369 (10)	H(4)···H(13)ⁱⁱⁱ	2.636
O(4)···C(2)ⁱⁱ	3.550 (11)	H(4)···H(15)ⁱⁱⁱ	3.232
O(5)···Cl(1)^v	3.473 (5)	H(5)···Cl(1)ⁱⁱⁱ	2.989
O(5)···C(1)^iv	3.194 (11)	H(5)···O(1)^viii	2.624
O(6)···O(2)^vi	3.352 (7)	H(5)···O(6)ⁱⁱⁱ	3.271
C(1)···O(3)^vii	3.369 (10)	H(5)···C(1)^viii	2.915
C(1)···O(5)^vii	3.194 (11)	H(5)···C(5)ⁱⁱⁱ	3.440
C(1)···C(2)ⁱⁱ	3.506 (13)	H(5)···H(1)^viii	2.756
C(2)···O(1)^viii	3.121 (11)	H(5)···H(2)^viii	2.858
C(2)···O(4)^viii	3.550 (11)	H(5)···H(13)ⁱⁱⁱ	3.113
C(2)···C(1)^viii	3.506 (13)	H(5)···H(15)ⁱⁱⁱ	2.879
C(5)···Cl(1)^v	3.563 (8)	H(5)···H(17)ⁱⁱⁱ	3.321
C(6)···O(2)^vi	3.367 (10)	H(6)···O(1)^viii	2.842
Pd(1)···H(7)^vii	3.060	H(6)···O(4)^viii	2.832
Pd(1)···H(10)^viii	3.493	H(6)···C(1)^viii	3.188
Cl(1)···H(1)^ix	2.793	H(6)···C(4)^viii	3.238
Cl(1)···H(5)^vi	2.989	H(6)···H(1)^viii	3.469
Cl(1)···H(7)^vii	3.300	H(6)···H(2)^viii	2.745
Cl(1)···H(12)ⁱ	3.121	H(6)···H(10)^viii	3.158
Cl(1)···H(13)ⁱ	3.103	H(6)···H(11)^viii	3.121
Cl(1)···H(14)ⁱ	3.585	H(6)···H(18)^viii	3.466
Cl(1)···H(16)^viii	2.843	H(7)···Pd(1)^iv	3.060
Cl(1)···H(18)^viii	3.571	H(7)···Cl(1)^iv	3.300
Cl(2)···H(2)^viii	3.255	H(7)···Cl(2)^iv	3.005
Cl(2)···H(4)^vii	3.151	H(7)···C(1)^iv	3.339
Cl(2)···H(7)^vii	3.005	H(7)···H(2)^iv	2.897
Cl(2)···H(8)^x	3.149	H(7)···H(3)^iv	2.900
Cl(2)···H(11)^x	2.747	H(7)···H(13)ⁱⁱⁱ	3.370
Cl(2)···H(13)ⁱ	2.949	H(7)···H(18)^iv	3.489
Cl(2)···H(18)^viii	3.031	H(8)···Cl(2)^xiv	3.149
O(1)···H(4)ⁱⁱ	3.457	H(8)···C(5)^xi	3.076
O(1)···H(5)ⁱⁱ	2.624	H(8)···H(2)^iv	2.842
O(1)···H(6)ⁱⁱ	2.842	H(8)···H(3)^iv	3.543
O(1)···H(16)ⁱⁱⁱ	3.250	H(8)···H(4)ⁱⁱ	3.402
O(2)···H(16)ⁱⁱⁱ	3.216	H(8)···H(13)^xi	2.917
O(2)···H(17)ⁱⁱⁱ	3.038	H(8)···H(14)^xi	2.814
O(3)···H(2)^iv	3.022	H(8)···H(15)^xi	2.973
O(3)···H(3)^iv	2.920	H(8)···H(18)^iv	3.229
O(4)···H(1)^iv	3.567	H(9)···O(6)ⁱⁱⁱ	2.917
O(4)···H(2)^iv	3.543	H(9)···C(5)^xi	3.465
O(4)···H(4)ⁱⁱ	3.429	H(9)···C(6)ⁱⁱⁱ	3.325
O(4)···H(6)ⁱⁱ	2.832	H(9)···H(13)ⁱⁱⁱ	3.578
O(5)···H(1)^iv	2.506	H(9)···H(14)^xi	3.173
O(5)···H(2)^iv	3.494	H(9)···H(15)^xi	3.001
O(5)···H(3)^iv	3.151	H(9)···H(16)ⁱⁱⁱ	2.826
O(5)···H(10)^viii	3.352	H(10)···Pd(1)ⁱⁱ	3.493
O(6)···H(4)^vi	3.594	H(10)···O(5)ⁱⁱ	3.352
O(6)···H(5)^vi	3.271	H(10)···C(5)ⁱⁱ	3.132
O(6)···H(9)^vi	2.917	H(10)···H(6)ⁱⁱ	3.158
C(1)···H(5)ⁱⁱ	2.915	H(10)···H(14)ⁱⁱ	2.759
C(1)···H(6)ⁱⁱ	3.188	H(10)···H(15)ⁱⁱ	2.914
C(1)···H(7)^vii	3.339	H(11)···Cl(2)^xiv	2.747
C(1)···H(12)^vii	3.575	H(11)···C(2)ⁱⁱ	3.457
C(1)···H(16)ⁱⁱⁱ	3.534	H(11)···H(2)^iv	3.268
C(2)···H(1)^viii	3.535	H(11)···H(3)^xiv	3.021
C(2)···H(2)^viii	3.235	H(11)···H(4)ⁱⁱ	2.891
C(2)···H(11)^viii	3.457	H(11)···H(6)ⁱⁱ	3.121
C(2)···H(13)ⁱⁱⁱ	3.293	H(12)···Cl(1)^v	3.121
C(2)···H(15)ⁱⁱⁱ	3.502	H(12)···C(1)^iv	3.575
C(3)···H(2)^iv	3.075	H(12)···H(1)^iv	2.925
C(3)···H(3)^iv	3.305	H(12)···H(2)^iv	3.327
C(3)···H(14)^xi	3.381	H(12)···H(14)ⁱⁱ	3.188
C(3)···H(15)^xi	3.443	H(12)···H(17)^v	3.161
C(4)···H(1)^iv	3.522	H(13)···Cl(1)^v	3.103
C(4)···H(2)^iv	3.554	H(13)···Cl(2)^v	2.949
C(4)···H(4)ⁱⁱ	3.466	H(13)···C(2)^vi	3.293
C(4)···H(6)ⁱⁱ	3.238	H(13)···H(4)^vi	2.636
C(4)···H(14)ⁱⁱ	3.361	H(13)···H(5)^vi	3.113
C(5)···H(1)^iv	3.293	H(13)···H(7)^vi	3.370
C(5)···H(4)^vi	3.367	H(13)···H(8)^ix	2.917
C(5)···H(5)^vi	3.440	H(13)···H(9)^vi	3.578
C(5)···H(8)^ix	3.076	H(14)···Cl(1)^v	3.585
C(5)···H(9)^ix	3.465	H(14)···C(3)^ix	3.381
C(5)···H(10)^viii	3.132	H(14)···C(4)^viii	3.361
C(5)···H(17)^xii	3.430	H(14)···C(6)^xii	3.047
C(6)···H(9)^vi	3.325	H(14)···H(1)^iv	3.097
C(6)···H(14)^xiii	3.047	H(14)···H(3)^iv	3.538
H(1)···Cl(1)^xi	2.793	H(14)···H(8)^ix	2.814
H(1)···O(4)^vii	3.567	H(14)···H(9)^ix	3.173
H(1)···O(5)^vii	2.506	H(14)···H(10)^viii	2.759
H(1)···C(2)ⁱⁱ	3.535	H(14)···H(12)^viii	3.188
H(1)···C(4)^vii	3.522	H(14)···H(16)^xii	3.131
H(1)···C(5)^vii	3.293	H(14)···H(17)^xii	2.492
H(1)···H(5)ⁱⁱ	2.756	H(14)···H(18)^xii	3.040
H(1)···H(6)ⁱⁱ	3.469	H(15)···C(2)^vi	3.502
H(1)···H(12)^vii	2.925	H(15)···C(3)^ix	3.443
H(1)···H(14)^vii	3.097	H(15)···H(4)^vi	3.232
H(1)···H(16)ⁱⁱⁱ	3.050	H(15)···H(5)^vi	2.879
H(1)···H(17)ⁱⁱⁱ	3.545	H(15)···H(8)^ix	2.973
H(2)···Cl(2)ⁱⁱ	3.255	H(15)···H(9)^ix	3.001
H(2)···O(3)^vii	3.022	H(15)···H(10)^viii	2.914
H(2)···O(4)^vii	3.543	H(15)···H(16)^viii	3.041
H(2)···O(5)^vii	3.494	H(16)···Cl(1)ⁱⁱ	2.843
H(2)···C(2)ⁱⁱ	3.235	H(16)···O(1)^vi	3.250
H(2)···C(3)^vii	3.075	H(16)···O(2)^vi	3.216
H(2)···C(4)^vii	3.554	H(16)···C(1)^vi	3.534
H(2)···H(5)ⁱⁱ	2.858	H(16)···H(1)^vi	3.050
H(2)···H(6)ⁱⁱ	2.745	H(16)···H(9)^vi	2.826
H(2)···H(7)^vii	2.897	H(16)···H(14)^xiii	3.131
H(2)···H(8)^vii	2.842	H(16)···H(15)ⁱⁱ	3.041
H(2)···H(11)^vii	3.268	H(17)···O(2)^vi	3.038
H(2)···H(12)^vii	3.327	H(17)···C(5)^xiii	3.430
H(3)···O(3)^vii	2.920	H(17)···H(1)^vi	3.545
H(3)···O(5)^vii	3.151	H(17)···H(5)^vi	3.321
H(3)···C(3)^vii	3.305	H(17)···H(12)ⁱ	3.161
H(3)···H(7)^vii	2.900	H(17)···H(14)^xiii	2.492
H(3)···H(8)^vii	3.543	H(18)···Cl(1)ⁱⁱ	3.571
H(3)···H(11)^x	3.021	H(18)···Cl(2)ⁱⁱ	3.031
H(3)···H(14)^vii	3.538	H(18)···H(6)ⁱⁱ	3.466
H(4)···Cl(2)^iv	3.151	H(18)···H(7)^vii	3.489
H(4)···O(1)^viii	3.457	H(18)···H(8)^vii	3.229
H(4)···O(4)^viii	3.429	H(18)···H(14)^xiii	3.040

Cl(1)—Pd(1)—Cl(2)	89.71 (8)	O(2)—C(2)—H(4)	109.5
Cl(1)—Pd(1)—P(1)	179.04 (9)	O(2)—C(2)—H(5)	109.5
Cl(1)—Pd(1)—P(2)	87.59 (8)	O(2)—C(2)—H(6)	109.5
Cl(2)—Pd(1)—P(1)	90.32 (8)	H(4)—C(2)—H(5)	109.5
Cl(2)—Pd(1)—P(2)	177.30 (8)	H(4)—C(2)—H(6)	109.5
P(1)—Pd(1)—P(2)	92.38 (8)	H(5)—C(2)—H(6)	109.5
Pd(1)—P(1)—O(1)	113.9 (2)	O(3)—C(3)—H(7)	109.5
Pd(1)—P(1)—O(2)	116.9 (2)	O(3)—C(3)—H(8)	109.5
Pd(1)—P(1)—O(3)	113.8 (2)	O(3)—C(3)—H(9)	109.5
O(1)—P(1)—O(2)	100.6 (3)	H(7)—C(3)—H(8)	109.5
O(1)—P(1)—O(3)	104.1 (3)	H(7)—C(3)—H(9)	109.5
O(2)—P(1)—O(3)	106.0 (3)	H(8)—C(3)—H(9)	109.5
Pd(1)—P(2)—O(4)	113.9 (2)	O(4)—C(4)—H(10)	109.5
Pd(1)—P(2)—O(5)	112.8 (2)	O(4)—C(4)—H(11)	109.5
Pd(1)—P(2)—O(6)	117.3 (2)	O(4)—C(4)—H(12)	109.5
O(4)—P(2)—O(5)	103.9 (3)	H(10)—C(4)—H(11)	109.5
O(4)—P(2)—O(6)	106.1 (3)	H(10)—C(4)—H(12)	109.5
O(5)—P(2)—O(6)	101.4 (3)	H(11)—C(4)—H(12)	109.5
P(1)—O(1)—C(1)	119.9 (5)	O(5)—C(5)—H(13)	109.5
P(1)—O(2)—C(2)	121.6 (5)	O(5)—C(5)—H(14)	109.5
P(1)—O(3)—C(3)	120.7 (5)	O(5)—C(5)—H(15)	109.5
P(2)—O(4)—C(4)	120.4 (5)	H(13)—C(5)—H(14)	109.5
P(2)—O(5)—C(5)	122.1 (5)	H(13)—C(5)—H(15)	109.5
P(2)—O(6)—C(6)	118.9 (5)	H(14)—C(5)—H(15)	109.5
O(1)—C(1)—H(1)	109.5	O(6)—C(6)—H(16)	109.5
O(1)—C(1)—H(2)	109.5	O(6)—C(6)—H(17)	109.5
O(1)—C(1)—H(3)	109.5	O(6)—C(6)—H(18)	109.5
H(1)—C(1)—H(2)	109.5	H(16)—C(6)—H(17)	109.5
H(1)—C(1)—H(3)	109.5	H(16)—C(6)—H(18)	109.5
H(2)—C(1)—H(3)	109.5	H(17)—C(6)—H(18)	109.5

Cl(1)—Pd(1)—P(2)—O(4)	−151.9 (2)	O(1)—P(1)—O(2)—C(2)	170.3 (5)
Cl(1)—Pd(1)—P(2)—O(5)	90.0 (2)	O(2)—P(1)—O(1)—C(1)	73.0 (6)
Cl(1)—Pd(1)—P(2)—O(6)	−27.2 (2)	O(1)—P(1)—O(3)—C(3)	−52.8 (7)
Cl(2)—Pd(1)—P(1)—O(1)	98.3 (2)	O(3)—P(1)—O(1)—C(1)	−177.4 (6)
Cl(2)—Pd(1)—P(1)—O(2)	−18.5 (2)	O(2)—P(1)—O(3)—C(3)	52.8 (7)
Cl(2)—Pd(1)—P(1)—O(3)	−142.6 (2)	O(3)—P(1)—O(2)—C(2)	62.1 (6)
P(1)—Pd(1)—P(2)—O(4)	27.1 (2)	Pd(1)—P(2)—O(4)—C(4)	175.4 (5)
P(1)—Pd(1)—P(2)—O(5)	−91.0 (2)	Pd(1)—P(2)—O(5)—C(5)	−71.2 (6)
P(1)—Pd(1)—P(2)—O(6)	151.9 (2)	Pd(1)—P(2)—O(6)—C(6)	−58.1 (5)
P(2)—Pd(1)—P(1)—O(1)	−81.8 (2)	O(4)—P(2)—O(5)—C(5)	165.0 (6)
P(2)—Pd(1)—P(1)—O(2)	161.4 (2)	O(5)—P(2)—O(4)—C(4)	−61.6 (7)
P(2)—Pd(1)—P(1)—O(3)	37.3 (2)	O(4)—P(2)—O(6)—C(6)	70.5 (5)
Pd(1)—P(1)—O(1)—C(1)	−52.9 (6)	O(6)—P(2)—O(4)—C(4)	44.8 (7)
Pd(1)—P(1)—O(2)—C(2)	−65.9 (6)	O(5)—P(2)—O(6)—C(6)	178.7 (5)
Pd(1)—P(1)—O(3)—C(3)	−177.3 (5)	O(6)—P(2)—O(5)—C(5)	55.1 (6)

Symmetry codes: (i) x−1/2, −y+1/2, z−1/2; (ii) x+1, y, z; (iii) x−1/2, y−1/2, z; (iv) x, −y, z+1/2; (v) x+1/2, −y+1/2, z+1/2; (vi) x+1/2, y+1/2, z; (vii) x, −y, z−1/2; (viii) x−1, y, z; (ix) x−1/2, y+1/2, z; (x) x−1, −y, z−1/2; (xi) x+1/2, y−1/2, z; (xii) x−1/2, −y+1/2, z+1/2; (xiii) x+1/2, −y+1/2, z−1/2; (xiv) x+1, −y, z+1/2.

Experimental details

Crystal data
Chemical formula	[PdCl₂(C₃H₉O₃P)₂]
M_r	425.46
Crystal system, space group	Monoclinic, Cc
Temperature (K)	125
a, b, c (Å)	6.8059 (19), 16.897 (5), 13.374 (4)
β (°)	100.086 (7)
V (Å³)	1514.2 (7)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.80
Crystal size (mm)	0.22 × 0.16 × 0.13

Data collection
Diffractometer	Rigaku SCXmini
Absorption correction	Multi-scan (ABSCOR; Higashi, 1995)
T_min, T_max	0.662, 0.791
No. of measured, independent and observed [F² > 2.0σ(F²)] reflections	6333, 2639, 2338
R_int	0.072
(sin θ/λ)_max (Å⁻¹)	0.602

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.054, 0.090, 1.07
No. of reflections	2639
No. of parameters	161
No. of restraints	?
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	1.26, −0.71
Absolute structure	Flack,(1983), 1308 Friedel pairs
Absolute structure parameter	−0.01 (5)

Computer programs: SCXmini (Rigaku, 2006), PROCESS-AUTO (Rigaku, 1998), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), Crystal Structure (Rigaku, 2006).

Selected geometric parameters (Å, º) top

Pd(1)—Cl(1)	2.356 (2)	Pd(1)—P(1)	2.241 (2)
Pd(1)—Cl(2)	2.358 (2)	Pd(1)—P(2)	2.233 (2)

Cl(1)—Pd(1)—Cl(2)	89.71 (8)	Cl(2)—Pd(1)—P(1)	90.32 (8)
Cl(1)—Pd(1)—P(1)	179.04 (9)	Cl(2)—Pd(1)—P(2)	177.30 (8)
Cl(1)—Pd(1)—P(2)	87.59 (8)	P(1)—Pd(1)—P(2)	92.38 (8)

References

Bao, Q.-B., Geib, S. J., Rheingold, A. L. & Brill, T. B. (1987). Inorg. Chem. 26, 3453–3458. CSD CrossRef CAS Web of Science Google Scholar
Flack, H. D. (1983). Acta Cryst. A39, 876–881. CrossRef CAS Web of Science IUCr Journals Google Scholar
Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan. Google Scholar
Rigaku (1998). PROCESS-AUTO. Rigaku Corporation, Tokyo, Japan. Google Scholar
Rigaku (2006). CrystalStructure and SCXmini Benchtop Crystallography System Software. Rigaku Americas Corporation, The Woodlands, Texas, USA. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Slawin, A. M. Z., Waddell, P. G. & Woollins, J. D. (2007a). Acta Cryst. E63, m2017. Web of Science CSD CrossRef IUCr Journals Google Scholar
Slawin, A. M. Z., Waddell, P. G. & Woollins, J. D. (2007b). Acta Cryst. E63, m2018. Web of Science CSD CrossRef IUCr Journals Google Scholar
Slawin, A. M. Z., Waddell, P. G. & Woollins, J. D. (2009). Acta Cryst. E65, m1392. Web of Science CrossRef IUCr Journals Google Scholar