trans-Dichloridobis[diphen­yl(4-vinyl­phen­yl)phosphane-κP]palladium(II)

Meijboom, R.

doi:10.1107/S1600536811044795

metal-organic compounds

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Volume 67| Part 12| December 2011| Page m1663

https://doi.org/10.1107/S1600536811044795

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trans-Dichloridobis[diphenyl(4-vinylphenyl)phosphane-κP]palladium(II)

Reinout Meijboom ^a ^*

^aResearch Centre for Synthesis and Catalysis, Department of Chemistry, University of Johannesburg, PO Box 524, Auckland Park 2006, Johannesburg, South Africa
^*Correspondence e-mail: rmeijboom@uj.ac.za

(Received 20 September 2011; accepted 26 October 2011; online 5 November 2011)

In the title compound, [PdCl₂(C₂₀H₁₇P)₂], the Pd^II atom lies on a center of symmetry, resulting in a distorted trans-square-planar geometry. The Pd—P and Pd—Cl bond lengths are 2.3366 (7) and 2.2966 (7) Å, respectively. The vinyl group is disordered over two sets of sites in a 0.696 (15):0.304 (15) ratio.

Related literature

For a review on related compounds, see: Spessard & Miessler (1996 ). For the synthesis of the starting materials, see: Drew & Doyle (1990 ). For similar R-P₂PdCl₂ compounds, see: Ogutu & Meijboom (2011 ); Muller & Meijboom (2010a ,b ).

Experimental

Crystal data

[PdCl₂(C₂₀H₁₇P)₂]
M_r = 753.91
Triclinic, $[P \overline 1]$
a = 9.9495 (3) Å
b = 9.9512 (3) Å
c = 10.4387 (4) Å
α = 67.683 (2)°
β = 86.366 (2)°
γ = 61.979 (2)°
V = 835.62 (5) Å³
Z = 1
Mo Kα radiation
μ = 0.84 mm⁻¹
T = 100 K
0.24 × 0.18 × 0.06 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2004 ) T_min = 0.837, T_max = 0.955
5829 measured reflections
2723 independent reflections
2682 reflections with I > 2σ(I)
R_int = 0.030

Refinement

R[F² > 2σ(F²)] = 0.041
wR(F²) = 0.105
S = 1.07
2723 reflections
205 parameters
H-atom parameters constrained
Δρ_max = 1.66 e Å⁻³
Δρ_min = −0.75 e Å⁻³

Data collection: APEX2 (Bruker, 2005 ); cell refinement: SAINT-Plus (Bruker, 2004); data reduction: SAINT-Plus and XPREP (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2005 ); software used to prepare material for publication: WinGX (Farrugia, 1999 ).

Supporting information

Crystal structure: contains datablocks global, I. DOI: https://doi.org/10.1107/S1600536811044795/fi2114sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536811044795/fi2114Isup2.hkl

checkCIF report

Comment top

Transition metal complexes containing phosphine, arsine and stibine ligands are widely being investigated in various fields of organometallic chemistry (Spessard & Miessler, 1996). As part of a systematic investigation involving complexes with the general formula trans-[MX₂(L)₂] (M = Pt or Pd; X = halogen, Me, Ph; L = Group 15 donor ligand), crystals of the title compound, were obtained.

[PdCl₂(L)₂] (L = tertiary phosphine, arsine or stibine) complexes can conveniently be prepared by the substitution of 1,5-cyclooctadiene (COD) from [PdCl₂(COD)]. The title compound, trans-[PdCl₂{P(4—H₂C=CHC₆H₄)Ph₂}₂], crystallizes in the triclinic spacegroup P1, with the Pd atom on a center of symmetry and each pair of equivalent ligands in a mutually trans orientation. The geometry is, therefore, slightly distorted square planar and the Pd atom is not elevated out of the coordinating atom plane. All angles in the coordination polyhedron are close to the ideal value of 90°, with P—Pd—Cl = 85.83 (4)° and P—Pd—Clⁱ = 94.17 (4)°. As required by the crystallographic symmetry, the P—Pd—Pⁱ and Cl—Pd—Clⁱ angles are 180°. No weak intermolecular interactions were observed.

The title compound compares well with other closely related Pd^II complexes from the literature containing two chloro and two tertiary phosphine ligands in a trans geometry (Muller & Meijboom, 2010a; 2010b). The title compound, having a Pd—Cl bond length of 2.2969 (14) Å and a Pd—P bond length of 2.3367 (12) Å, fits well into the typical range for complexes of this kind. Notably the title compound did not crystallize as a solvated complex; these type of Pd^II complexes have a tendency to crystallize as solvates (Meijboom & Omondi, 2011).

Large thermal vibrations on the periphery of the molecule results in a poorly defined C=C bond length. Disordered modelling resulted in an unstable refinement.

Related literature top

For a review on related compounds see: Spessard & Miessler (1996). For the synthesis of the starting materials, see: Drew & Doyle (1990). For pseudo-polymorphs of trans-P₂PdCl₂ compounds, see: Meijboom & Omondi (2011). For the structures of similar P₂PdCl₂ compounds, see: Muller & Meijboom (2010a,b).

Experimental top

Diphenylphosphinostyrene (0.05 g, 0.35 mmol) was dissolved in acetone (5 cm³). A solution of [Pd(COD)Cl₂] (0.05 g, 0.17 mmol) in acetone (5 cm³) was added to the phosphine solution. The mixture was stirred for 5 minutes, after which the solution was left to crystallize. Yellow crystals of the title compound were obtained.

Structure description top

Large thermal vibrations on the periphery of the molecule results in a poorly defined C=C bond length. Disordered modelling resulted in an unstable refinement.

Computing details top

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT-Plus (Bruker, 2004); data reduction: SAINT-Plus and XPREP (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2005); software used to prepare material for publication: WinGX (Farrugia, 1999).

Figures top

Fig. 1. The structure of the title compound, showing 50% probability displacement ellipsoids. For the C atoms, the first digit indicates ring number and the second digit indicates the position of the atom in the ring. Some labels have been omitted for clarity, all rings have been numbered in the same, systematic manner. H atoms are depicted by arbitrary size spheres. Primed atoms are generated by i: –x, –y, 1 – z.

trans-Dichloridobis[diphenyl(4-vinylphenyl)phosphane- κP]palladium(II) top

Crystal data top

[PdCl₂(C₂₀H₁₇P)₂]	Z = 1
M_r = 753.91	F(000) = 384
Triclinic, P1	D_x = 1.498 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71069 Å
a = 9.9495 (3) Å	Cell parameters from 5189 reflections
b = 9.9512 (3) Å	θ = 4.6–64.1°
c = 10.4387 (4) Å	µ = 0.84 mm⁻¹
α = 67.683 (2)°	T = 100 K
β = 86.366 (2)°	Plate, yellow
γ = 61.979 (2)°	0.24 × 0.18 × 0.06 mm
V = 835.62 (5) Å³

Data collection top

Bruker APEXII CCD diffractometer	2723 independent reflections
Radiation source: sealed tube	2682 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.030
φ and ω scans	θ_max = 24.6°, θ_min = 2.1°
Absorption correction: multi-scan (SADABS; Bruker, 2004)	h = −11→8
T_min = 0.837, T_max = 0.955	k = −11→9
5829 measured reflections	l = −11→12

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)] = 0.041	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.105	H-atom parameters constrained
S = 1.07	w = 1/[σ²(F_o²) + (0.0461P)² + 2.1233P] where P = (F_o² + 2F_c²)/3
2723 reflections	(Δ/σ)_max < 0.001
205 parameters	Δρ_max = 1.66 e Å⁻³
0 restraints	Δρ_min = −0.75 e Å⁻³

Crystal data top

[PdCl₂(C₂₀H₁₇P)₂]	γ = 61.979 (2)°
M_r = 753.91	V = 835.62 (5) Å³
Triclinic, P1	Z = 1
a = 9.9495 (3) Å	Mo Kα radiation
b = 9.9512 (3) Å	µ = 0.84 mm⁻¹
c = 10.4387 (4) Å	T = 100 K
α = 67.683 (2)°	0.24 × 0.18 × 0.06 mm
β = 86.366 (2)°

Data collection top

Bruker APEXII CCD diffractometer	2723 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2004)	2682 reflections with I > 2σ(I)
T_min = 0.837, T_max = 0.955	R_int = 0.030
5829 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.041	0 restraints
wR(F²) = 0.105	H-atom parameters constrained
S = 1.07	Δρ_max = 1.66 e Å⁻³
2723 reflections	Δρ_min = −0.75 e Å⁻³
205 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	Occ. (<1)
C11	0.8766 (3)	0.2614 (4)	0.6548 (3)	0.0283 (6)
C12	0.8919 (4)	0.1305 (4)	0.6246 (3)	0.0364 (7)
H12	0.96	0.0217	0.683	0.044*
C13	0.8047 (4)	0.1631 (5)	0.5062 (4)	0.0441 (9)
H13	0.8175	0.0753	0.4853	0.053*
C14	0.6994 (4)	0.3238 (5)	0.4194 (3)	0.0468 (9)
C15	0.6826 (4)	0.4504 (5)	0.4536 (3)	0.0459 (9)
H15	0.6107	0.5589	0.3981	0.055*
C16	0.7708 (4)	0.4203 (4)	0.5696 (3)	0.0355 (7)
H16	0.7579	0.5087	0.5897	0.043*
C17	0.5932 (8)	0.3815 (11)	0.2904 (8)	0.0354 (17)	0.696 (15)
H17	0.5121	0.4896	0.2551	0.042*	0.696 (15)
C18	0.6107 (6)	0.2857 (8)	0.2271 (6)	0.046 (2)	0.696 (15)
H18A	0.6911	0.1771	0.2609	0.056*	0.696 (15)
H18B	0.543	0.3255	0.148	0.056*	0.696 (15)
C19	0.6584 (19)	0.292 (2)	0.3018 (15)	0.034 (4)	0.304 (15)
H19	0.6993	0.1868	0.3024	0.04*	0.304 (15)
C20	0.5616 (16)	0.424 (2)	0.200 (2)	0.050 (5)	0.304 (15)
H20A	0.5235	0.5275	0.2037	0.06*	0.304 (15)
H20B	0.5298	0.416	0.1226	0.06*	0.304 (15)
C21	1.1852 (3)	0.1752 (4)	0.7390 (3)	0.0278 (6)
C22	1.2089 (3)	0.1773 (4)	0.6054 (3)	0.0312 (6)
H22	1.1285	0.2002	0.5456	0.037*
C23	1.3508 (4)	0.1456 (4)	0.5606 (3)	0.0364 (7)
H23	1.3655	0.147	0.4713	0.044*
C24	1.4702 (4)	0.1119 (4)	0.6490 (4)	0.0414 (8)
H24	1.5659	0.0893	0.6197	0.05*
C25	1.4476 (4)	0.1118 (4)	0.7813 (3)	0.0380 (7)
H25	1.5278	0.0907	0.8401	0.046*
C26	1.3067 (3)	0.1429 (4)	0.8262 (3)	0.0325 (6)
H26	1.2926	0.1423	0.9153	0.039*
C31	0.9371 (3)	0.4102 (4)	0.8217 (3)	0.0282 (6)
C32	0.9929 (4)	0.5164 (4)	0.7448 (3)	0.0331 (7)
H32	1.063	0.4878	0.6839	0.04*
C33	0.9444 (4)	0.6660 (4)	0.7584 (3)	0.0379 (7)
H33	0.9824	0.7368	0.707	0.045*
C34	0.8397 (4)	0.7090 (4)	0.8483 (3)	0.0376 (7)
H34	0.8065	0.8091	0.857	0.045*
C35	0.7847 (4)	0.6031 (4)	0.9250 (4)	0.0404 (8)
H35	0.7141	0.6326	0.9852	0.048*
C36	0.8330 (3)	0.4529 (4)	0.9140 (3)	0.0349 (7)
H36	0.7965	0.3814	0.9674	0.042*
P1	1.00121 (8)	0.21439 (9)	0.80338 (7)	0.02397 (18)
Cl1	0.73685 (8)	0.14865 (9)	0.94644 (8)	0.03426 (19)
Pd	1	0	1	0.02362 (13)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C11	0.0233 (14)	0.0424 (16)	0.0255 (14)	−0.0213 (13)	0.0092 (11)	−0.0135 (13)
C12	0.0306 (16)	0.0466 (18)	0.0424 (17)	−0.0231 (15)	0.0150 (13)	−0.0234 (15)
C13	0.0453 (19)	0.077 (3)	0.048 (2)	−0.046 (2)	0.0287 (16)	−0.044 (2)
C14	0.050 (2)	0.083 (3)	0.0261 (16)	−0.052 (2)	0.0107 (15)	−0.0155 (17)
C15	0.047 (2)	0.060 (2)	0.0327 (17)	−0.0375 (18)	−0.0034 (15)	−0.0030 (16)
C16	0.0333 (16)	0.0426 (17)	0.0327 (16)	−0.0243 (15)	0.0012 (13)	−0.0088 (14)
C17	0.029 (3)	0.041 (4)	0.033 (4)	−0.016 (3)	0.004 (3)	−0.013 (3)
C18	0.047 (3)	0.050 (4)	0.038 (3)	−0.020 (3)	−0.006 (2)	−0.015 (3)
C19	0.031 (8)	0.039 (8)	0.036 (8)	−0.016 (7)	0.006 (6)	−0.022 (6)
C20	0.052 (8)	0.064 (11)	0.030 (9)	−0.026 (7)	−0.002 (6)	−0.016 (8)
C21	0.0251 (14)	0.0305 (14)	0.0279 (14)	−0.0158 (12)	0.0084 (11)	−0.0094 (12)
C22	0.0293 (15)	0.0342 (15)	0.0303 (15)	−0.0178 (13)	0.0053 (12)	−0.0099 (12)
C23	0.0334 (17)	0.0416 (17)	0.0333 (16)	−0.0195 (14)	0.0155 (13)	−0.0139 (14)
C24	0.0271 (16)	0.0444 (18)	0.049 (2)	−0.0192 (15)	0.0156 (14)	−0.0136 (16)
C25	0.0285 (16)	0.0414 (17)	0.0406 (18)	−0.0198 (14)	0.0000 (13)	−0.0083 (14)
C26	0.0316 (16)	0.0376 (16)	0.0283 (15)	−0.0197 (13)	0.0054 (12)	−0.0095 (13)
C31	0.0245 (14)	0.0349 (15)	0.0241 (14)	−0.0131 (12)	0.0018 (11)	−0.0119 (12)
C32	0.0373 (16)	0.0405 (17)	0.0244 (14)	−0.0201 (14)	0.0083 (12)	−0.0144 (13)
C33	0.0447 (18)	0.0395 (17)	0.0318 (16)	−0.0231 (15)	0.0062 (14)	−0.0129 (14)
C34	0.0360 (17)	0.0398 (17)	0.0356 (17)	−0.0136 (14)	−0.0012 (13)	−0.0186 (14)
C35	0.0307 (16)	0.056 (2)	0.0425 (18)	−0.0186 (15)	0.0106 (14)	−0.0306 (16)
C36	0.0314 (16)	0.0473 (18)	0.0334 (16)	−0.0226 (14)	0.0095 (12)	−0.0194 (14)
P1	0.0213 (4)	0.0307 (4)	0.0205 (3)	−0.0149 (3)	0.0058 (3)	−0.0081 (3)
Cl1	0.0207 (3)	0.0380 (4)	0.0347 (4)	−0.0152 (3)	0.0042 (3)	−0.0039 (3)
Pd	0.01846 (18)	0.02981 (19)	0.02028 (18)	−0.01383 (14)	0.00523 (11)	−0.00526 (13)

Geometric parameters (Å, º) top

C11—C16	1.373 (4)	C22—H22	0.93
C11—C12	1.391 (4)	C23—C24	1.380 (5)
C11—P1	1.820 (3)	C23—H23	0.93
C12—C13	1.397 (5)	C24—C25	1.385 (5)
C12—H12	0.93	C24—H24	0.93
C13—C14	1.387 (6)	C25—C26	1.378 (4)
C13—H13	0.93	C25—H25	0.93
C14—C15	1.371 (5)	C26—H26	0.93
C14—C19	1.498 (14)	C31—C32	1.385 (4)
C14—C17	1.511 (8)	C31—C36	1.398 (4)
C15—C16	1.392 (4)	C31—P1	1.827 (3)
C15—H15	0.93	C32—C33	1.395 (4)
C16—H16	0.93	C32—H32	0.93
C17—C18	1.298 (12)	C33—C34	1.382 (5)
C17—H17	0.93	C33—H33	0.93
C18—H18A	0.93	C34—C35	1.377 (5)
C18—H18B	0.93	C34—H34	0.93
C19—C20	1.29 (3)	C35—C36	1.388 (5)
C19—H19	0.93	C35—H35	0.93
C20—H20A	0.93	C36—H36	0.93
C20—H20B	0.93	P1—Pd	2.3366 (7)
C21—C22	1.393 (4)	Cl1—Pd	2.2966 (7)
C21—C26	1.395 (4)	Pd—Cl1ⁱ	2.2966 (7)
C21—P1	1.824 (3)	Pd—P1ⁱ	2.3366 (7)
C22—C23	1.386 (4)

C16—C11—C12	118.8 (3)	C22—C23—H23	120.1
C16—C11—P1	122.8 (2)	C23—C24—C25	120.1 (3)
C12—C11—P1	118.4 (2)	C23—C24—H24	120
C11—C12—C13	119.8 (3)	C25—C24—H24	120
C11—C12—H12	120.1	C26—C25—C24	120.3 (3)
C13—C12—H12	120.1	C26—C25—H25	119.9
C14—C13—C12	121.3 (3)	C24—C25—H25	119.9
C14—C13—H13	119.4	C25—C26—C21	120.5 (3)
C12—C13—H13	119.4	C25—C26—H26	119.8
C15—C14—C13	117.9 (3)	C21—C26—H26	119.8
C15—C14—C19	141.5 (8)	C32—C31—C36	119.7 (3)
C13—C14—C19	99.8 (8)	C32—C31—P1	120.0 (2)
C15—C14—C17	113.6 (5)	C36—C31—P1	120.3 (2)
C13—C14—C17	128.5 (4)	C31—C32—C33	120.2 (3)
C14—C15—C16	121.5 (3)	C31—C32—H32	119.9
C14—C15—H15	119.3	C33—C32—H32	119.9
C16—C15—H15	119.3	C34—C33—C32	120.0 (3)
C11—C16—C15	120.7 (3)	C34—C33—H33	120
C11—C16—H16	119.6	C32—C33—H33	120
C15—C16—H16	119.6	C35—C34—C33	119.8 (3)
C18—C17—C14	122.4 (7)	C35—C34—H34	120.1
C18—C17—H17	118.8	C33—C34—H34	120.1
C14—C17—H17	118.8	C34—C35—C36	121.1 (3)
C17—C18—H18A	120	C34—C35—H35	119.5
C17—C18—H18B	120	C36—C35—H35	119.5
H18A—C18—H18B	120	C35—C36—C31	119.3 (3)
C20—C19—C14	114.3 (15)	C35—C36—H36	120.4
C20—C19—H19	122.8	C31—C36—H36	120.4
C14—C19—H19	122.8	C11—P1—C21	103.88 (13)
C19—C20—H20A	120	C11—P1—C31	106.35 (13)
C19—C20—H20B	120	C21—P1—C31	102.82 (13)
H20A—C20—H20B	120	C11—P1—Pd	110.15 (9)
C22—C21—C26	118.6 (3)	C21—P1—Pd	116.81 (10)
C22—C21—P1	122.5 (2)	C31—P1—Pd	115.66 (9)
C26—C21—P1	118.9 (2)	Cl1—Pd—Cl1ⁱ	180
C23—C22—C21	120.8 (3)	Cl1—Pd—P1	85.83 (2)
C23—C22—H22	119.6	Cl1ⁱ—Pd—P1	94.17 (2)
C21—C22—H22	119.6	Cl1—Pd—P1ⁱ	94.17 (2)
C24—C23—C22	119.7 (3)	Cl1ⁱ—Pd—P1ⁱ	85.83 (2)
C24—C23—H23	120.1	P1—Pd—P1ⁱ	180

C16—C11—C12—C13	2.5 (4)	C32—C33—C34—C35	0.5 (5)
P1—C11—C12—C13	−176.1 (2)	C33—C34—C35—C36	0.2 (5)
C11—C12—C13—C14	−1.7 (4)	C34—C35—C36—C31	−1.1 (5)
C12—C13—C14—C15	−0.4 (5)	C32—C31—C36—C35	1.3 (4)
C12—C13—C14—C19	171.6 (5)	P1—C31—C36—C35	−179.3 (2)
C12—C13—C14—C17	−178.2 (4)	C16—C11—P1—C21	−101.2 (3)
C13—C14—C15—C16	1.6 (5)	C12—C11—P1—C21	77.3 (2)
C19—C14—C15—C16	−165.6 (9)	C16—C11—P1—C31	6.9 (3)
C17—C14—C15—C16	179.8 (4)	C12—C11—P1—C31	−174.6 (2)
C12—C11—C16—C15	−1.3 (4)	C16—C11—P1—Pd	132.9 (2)
P1—C11—C16—C15	177.2 (2)	C12—C11—P1—Pd	−48.6 (2)
C14—C15—C16—C11	−0.8 (5)	C22—C21—P1—C11	−2.7 (3)
C15—C14—C17—C18	167.1 (5)	C26—C21—P1—C11	176.8 (2)
C13—C14—C17—C18	−15.0 (7)	C22—C21—P1—C31	−113.5 (3)
C19—C14—C17—C18	5.3 (9)	C26—C21—P1—C31	66.1 (3)
C15—C14—C19—C20	−9.9 (16)	C22—C21—P1—Pd	118.8 (2)
C13—C14—C19—C20	−178.5 (10)	C26—C21—P1—Pd	−61.7 (3)
C17—C14—C19—C20	17.6 (9)	C32—C31—P1—C11	−85.8 (2)
C26—C21—C22—C23	0.9 (4)	C36—C31—P1—C11	94.9 (2)
P1—C21—C22—C23	−179.5 (2)	C32—C31—P1—C21	23.1 (3)
C21—C22—C23—C24	−0.2 (5)	C36—C31—P1—C21	−156.3 (2)
C22—C23—C24—C25	−0.8 (5)	C32—C31—P1—Pd	151.6 (2)
C23—C24—C25—C26	0.9 (5)	C36—C31—P1—Pd	−27.8 (3)
C24—C25—C26—C21	−0.2 (5)	C11—P1—Pd—Cl1	−48.46 (10)
C22—C21—C26—C25	−0.7 (4)	C21—P1—Pd—Cl1	−166.62 (11)
P1—C21—C26—C25	179.7 (2)	C31—P1—Pd—Cl1	72.14 (10)
C36—C31—C32—C33	−0.6 (4)	C11—P1—Pd—Cl1ⁱ	131.54 (10)
P1—C31—C32—C33	180.0 (2)	C21—P1—Pd—Cl1ⁱ	13.38 (11)
C31—C32—C33—C34	−0.3 (5)	C31—P1—Pd—Cl1ⁱ	−107.86 (10)

Symmetry code: (i) −x+2, −y, −z+2.

Experimental details

Crystal data
Chemical formula	[PdCl₂(C₂₀H₁₇P)₂]
M_r	753.91
Crystal system, space group	Triclinic, P1
Temperature (K)	100
a, b, c (Å)	9.9495 (3), 9.9512 (3), 10.4387 (4)
α, β, γ (°)	67.683 (2), 86.366 (2), 61.979 (2)
V (Å³)	835.62 (5)
Z	1
Radiation type	Mo Kα
µ (mm⁻¹)	0.84
Crystal size (mm)	0.24 × 0.18 × 0.06

Data collection
Diffractometer	Bruker APEXII CCD
Absorption correction	Multi-scan (SADABS; Bruker, 2004)
T_min, T_max	0.837, 0.955
No. of measured, independent and observed [I > 2σ(I)] reflections	5829, 2723, 2682
R_int	0.030
(sin θ/λ)_max (Å⁻¹)	0.586

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.041, 0.105, 1.07
No. of reflections	2723
No. of parameters	205
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	1.66, −0.75

Computer programs: APEX2 (Bruker, 2005), SAINT-Plus (Bruker, 2004), SAINT-Plus and XPREP (Bruker, 2004), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg, 2005), WinGX (Farrugia, 1999).

Acknowledgements

Financial assistance from the South African National Research Foundation (SA NRF), the Research Fund of the University of Johannesburg and SASOL is gratefully acknowledged. Mr S. Enus is acknowledged for the synthesis of this compound.

References

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