trans-Dichloridobis[tris-(4-methoxy-phen-yl)phosphine]palladium(II) benzene monosolvate.

The structure of the title compound, [PdCl(2)(C(21)H(21)O(3)P)(2)]·C(6)H(6), shows a square-planar geometry for the Pd(II) atom within a Cl(2)[P(PhOMe)(3)](2) ligand set. The crystal structure contains benzene as solvent. The Pd(II) atom sits on a centre of inversion and therefore the asymmetric unit contains the Pd(II) atom, one Cl atom, one tris-(4-methoxy-phen-yl)phosphine ligand and one half of the benzene solvent mol-ecule.

Related literature

For related structures and literature on similar palladium complexes, see: Robertson & Cole-Hamilton (2002 ▶); Van Leeuwen et al. (2003 ▶); Williams et al. (2008 ▶).

Experimental

Crystal data

[PdCl2(C21H21O3P)2]·C6H6

M = 960.10

Triclinic,

a = 7.9338 (2) Å

b = 12.1886 (3) Å

c = 12.5268 (3) Å

α = 85.981 (3)°

β = 78.840 (2)°

γ = 76.155 (2)°

V = 1153.57 (5) Å3

Z = 1

Mo Kα radiation

μ = 0.63 mm−1

T = 295 K

0.34 × 0.24 × 0.10 mm

Data collection

Bruker SMART CCD diffractometer

Absorption correction: multi-scan (; Bruker, 2008 ▶) T min = 0.813, T max = 0.939

31847 measured reflections

5781 independent reflections

4546 reflections with I > 2σ(I)

R int = 0.046

Refinement

R[F 2 > 2σ(F 2)] = 0.038

wR(F 2) = 0.097

S = 1.08

5781 reflections

271 parameters

H-atom parameters constrained

Δρmax = 1.26 e Å−3

Δρmin = −0.53 e Å−3

Data collection: SMART-NT (Bruker, 1999 ▶); cell refinement: SAINT (Bruker, 2008 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: X-SEED (Barbour, 2001 ▶) and Mercury (Macrae et al., 2006 ▶); software used to prepare material for publication: publCIF (Westrip, 2009 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809046261/ez2192sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809046261/ez2192Isup2.hkl

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

[PdCl2(C21H21O3P)2]·C6H6	Z = 1
Mr = 960.10	F(000) = 494
Triclinic, P1	Dx = 1.382 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.9338 (2) Å	Cell parameters from 9954 reflections
b = 12.1886 (3) Å	θ = 1.7–28.3°
c = 12.5268 (3) Å	µ = 0.63 mm−1
α = 85.981 (3)°	T = 295 K
β = 78.840 (2)°	Flat, yellow
γ = 76.155 (2)°	0.34 × 0.24 × 0.10 mm
V = 1153.57 (5) Å3

Bruker SMART CCD diffractometer	5781 independent reflections
Radiation source: fine-focus sealed tube	4546 reflections with I > 2σ(I)
graphite	Rint = 0.046
φ and ω scans	θmax = 28.4°, θmin = 1.7°
Absorption correction: multi-scan (APEX2 Ax-Scale; Bruker, 2008)	h = −10→10
Tmin = 0.813, Tmax = 0.939	k = −16→16
31847 measured reflections	l = −16→16

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)] = 0.038	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.097	H-atom parameters constrained
S = 1.08	w = 1/[σ2(Fo2) + (0.04P)2 + 0.8985P] where P = (Fo2 + 2Fc2)/3
5781 reflections	(Δ/σ)max < 0.001
271 parameters	Δρmax = 1.26 e Å−3
0 restraints	Δρmin = −0.53 e Å−3

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
C1	0.4425 (16)	0.4281 (7)	0.5761 (6)	0.155 (3)
H1	0.4046	0.3780	0.6295	0.186*
C2	0.5827 (15)	0.4708 (8)	0.5889 (6)	0.157 (3)
H2	0.6361	0.4503	0.6495	0.188*
C3	0.3558 (14)	0.4537 (7)	0.4915 (8)	0.164 (3)
H3	0.2608	0.4232	0.4866	0.197*
C11	0.0548 (3)	0.1003 (2)	−0.2660 (2)	0.0322 (5)
C12	−0.0842 (4)	0.0505 (3)	−0.2715 (2)	0.0394 (6)
H12	−0.1180	0.0008	−0.2162	0.047*
C13	−0.1725 (4)	0.0744 (3)	−0.3587 (2)	0.0457 (7)
H13	−0.2650	0.0406	−0.3614	0.055*
C14	−0.1248 (4)	0.1475 (3)	−0.4413 (2)	0.0415 (6)
C15	0.0146 (4)	0.1971 (3)	−0.4377 (2)	0.0491 (8)
H15	0.0490	0.2459	−0.4937	0.059*
C16	0.1017 (4)	0.1736 (3)	−0.3504 (2)	0.0451 (7)
H16	0.1941	0.2076	−0.3481	0.054*
C17	−0.1700 (5)	0.2373 (4)	−0.6136 (3)	0.0663 (10)
H17A	−0.1778	0.3112	−0.5882	0.099*
H17B	−0.2476	0.2429	−0.6647	0.099*
H17C	−0.0508	0.2058	−0.6484	0.099*
C21	0.2612 (3)	0.1876 (2)	−0.1422 (2)	0.0319 (5)
C22	0.4426 (4)	0.1803 (2)	−0.1504 (2)	0.0379 (6)
H22	0.5220	0.1107	−0.1627	0.046*
C23	0.5046 (4)	0.2750 (3)	−0.1406 (3)	0.0462 (7)
H23	0.6252	0.2685	−0.1460	0.055*
C24	0.3887 (4)	0.3800 (2)	−0.1227 (2)	0.0419 (7)
C25	0.2087 (4)	0.3885 (2)	−0.1136 (2)	0.0417 (7)
H25	0.1297	0.4582	−0.1011	0.050*
C26	0.1472 (4)	0.2935 (2)	−0.1233 (2)	0.0383 (6)
H26	0.0264	0.3004	−0.1169	0.046*
C27	0.3489 (6)	0.5791 (3)	−0.1038 (4)	0.0781 (13)
H27A	0.2900	0.5975	−0.1650	0.117*
H27B	0.4168	0.6336	−0.0997	0.117*
H27C	0.2628	0.5801	−0.0382	0.117*
C31	0.3704 (3)	−0.0450 (2)	−0.2019 (2)	0.0305 (5)
C32	0.4241 (4)	−0.0750 (2)	−0.3103 (2)	0.0381 (6)
H32	0.3637	−0.0348	−0.3627	0.046*
C33	0.5670 (4)	−0.1644 (3)	−0.3409 (2)	0.0465 (7)
H33	0.6017	−0.1840	−0.4136	0.056*
C34	0.6591 (4)	−0.2253 (2)	−0.2634 (3)	0.0408 (6)
C35	0.6116 (4)	−0.1934 (3)	−0.1561 (3)	0.0438 (7)
H35	0.6766	−0.2308	−0.1046	0.053*
C36	0.4660 (4)	−0.1053 (2)	−0.1256 (2)	0.0406 (6)
H36	0.4315	−0.0861	−0.0528	0.049*
C37	0.8756 (5)	−0.3895 (3)	−0.2234 (4)	0.0722 (11)
H37A	0.9291	−0.3483	−0.1822	0.108*
H37B	0.9644	−0.4495	−0.2604	0.108*
H37C	0.7882	−0.4206	−0.1751	0.108*
O1	−0.2204 (3)	0.1654 (2)	−0.52266 (18)	0.0592 (6)
O2	0.4641 (3)	0.46844 (19)	−0.1165 (2)	0.0626 (7)
O3	0.7933 (3)	−0.31468 (19)	−0.3017 (2)	0.0576 (6)
P1	0.17506 (8)	0.06402 (5)	−0.15376 (5)	0.02933 (15)
Cl1	−0.05138 (11)	0.16975 (6)	0.08394 (6)	0.04878 (19)
Pd1	0.0000	0.0000	0.0000	0.02850 (9)

	U11	U22	U33	U12	U13	U23
C1	0.264 (12)	0.110 (5)	0.087 (5)	−0.034 (6)	−0.030 (6)	−0.009 (4)
C2	0.244 (11)	0.137 (7)	0.080 (5)	−0.018 (7)	−0.037 (6)	−0.015 (5)
C3	0.256 (11)	0.129 (6)	0.109 (6)	−0.046 (7)	−0.024 (7)	−0.038 (5)
C11	0.0305 (13)	0.0349 (14)	0.0304 (13)	−0.0055 (11)	−0.0069 (10)	0.0006 (10)
C12	0.0387 (15)	0.0453 (16)	0.0373 (14)	−0.0170 (13)	−0.0083 (12)	0.0075 (12)
C13	0.0408 (16)	0.0573 (19)	0.0461 (16)	−0.0236 (14)	−0.0117 (13)	0.0031 (14)
C14	0.0414 (15)	0.0484 (17)	0.0375 (15)	−0.0109 (13)	−0.0138 (12)	0.0001 (13)
C15	0.0554 (19)	0.066 (2)	0.0372 (15)	−0.0340 (16)	−0.0158 (14)	0.0154 (14)
C16	0.0459 (16)	0.0534 (18)	0.0454 (16)	−0.0264 (14)	−0.0173 (13)	0.0123 (14)
C17	0.078 (3)	0.084 (3)	0.051 (2)	−0.036 (2)	−0.0331 (19)	0.0202 (19)
C21	0.0367 (14)	0.0303 (13)	0.0295 (12)	−0.0101 (11)	−0.0070 (10)	0.0036 (10)
C22	0.0368 (14)	0.0323 (14)	0.0446 (15)	−0.0063 (11)	−0.0088 (12)	−0.0016 (12)
C23	0.0355 (15)	0.0440 (17)	0.063 (2)	−0.0147 (13)	−0.0126 (14)	0.0005 (14)
C24	0.0517 (17)	0.0324 (15)	0.0478 (16)	−0.0156 (13)	−0.0181 (14)	0.0039 (12)
C25	0.0450 (16)	0.0287 (14)	0.0496 (16)	−0.0043 (12)	−0.0109 (13)	0.0018 (12)
C26	0.0340 (14)	0.0343 (14)	0.0464 (16)	−0.0079 (11)	−0.0089 (12)	0.0042 (12)
C27	0.079 (3)	0.0346 (18)	0.129 (4)	−0.0176 (18)	−0.033 (3)	0.000 (2)
C31	0.0321 (13)	0.0273 (13)	0.0333 (13)	−0.0080 (10)	−0.0079 (10)	0.0000 (10)
C32	0.0359 (14)	0.0416 (16)	0.0358 (14)	−0.0051 (12)	−0.0091 (11)	−0.0008 (12)
C33	0.0428 (16)	0.0565 (19)	0.0360 (15)	−0.0031 (14)	−0.0041 (12)	−0.0101 (13)
C34	0.0316 (14)	0.0369 (15)	0.0525 (17)	−0.0071 (12)	−0.0040 (12)	−0.0053 (13)
C35	0.0431 (16)	0.0401 (16)	0.0491 (17)	−0.0053 (13)	−0.0182 (13)	0.0048 (13)
C36	0.0462 (16)	0.0403 (16)	0.0345 (14)	−0.0048 (13)	−0.0124 (12)	−0.0008 (12)
C37	0.061 (2)	0.054 (2)	0.090 (3)	0.0119 (18)	−0.018 (2)	−0.001 (2)
O1	0.0633 (15)	0.0806 (17)	0.0476 (13)	−0.0328 (13)	−0.0299 (11)	0.0164 (12)
O2	0.0640 (15)	0.0374 (12)	0.0955 (19)	−0.0198 (11)	−0.0262 (14)	−0.0028 (12)
O3	0.0453 (12)	0.0516 (13)	0.0654 (15)	0.0089 (10)	−0.0076 (11)	−0.0073 (11)
P1	0.0311 (3)	0.0287 (3)	0.0285 (3)	−0.0080 (3)	−0.0054 (3)	0.0009 (3)
Cl1	0.0675 (5)	0.0326 (4)	0.0444 (4)	−0.0180 (3)	0.0051 (3)	−0.0086 (3)
Pd1	0.03329 (16)	0.02494 (15)	0.02737 (15)	−0.00770 (11)	−0.00467 (11)	−0.00023 (10)

C1—C3	1.351 (11)	C24—O2	1.366 (4)
C1—C2	1.375 (12)	C24—C25	1.390 (4)
C1—H1	0.9300	C25—C26	1.380 (4)
C2—C3i	1.413 (11)	C25—H25	0.9300
C2—H2	0.9300	C26—H26	0.9300
C3—C2i	1.413 (11)	C27—O2	1.436 (4)
C3—H3	0.9300	C27—H27A	0.9600
C11—C16	1.388 (4)	C27—H27B	0.9600
C11—C12	1.395 (4)	C27—H27C	0.9600
C11—P1	1.820 (3)	C31—C32	1.389 (4)
C12—C13	1.387 (4)	C31—C36	1.394 (4)
C12—H12	0.9300	C31—P1	1.815 (3)
C13—C14	1.374 (4)	C32—C33	1.386 (4)
C13—H13	0.9300	C32—H32	0.9300
C14—O1	1.360 (3)	C33—C34	1.393 (4)
C14—C15	1.392 (4)	C33—H33	0.9300
C15—C16	1.382 (4)	C34—O3	1.368 (3)
C15—H15	0.9300	C34—C35	1.381 (4)
C16—H16	0.9300	C35—C36	1.388 (4)
C17—O1	1.441 (4)	C35—H35	0.9300
C17—H17A	0.9600	C36—H36	0.9300
C17—H17B	0.9600	C37—O3	1.434 (4)
C17—H17C	0.9600	C37—H37A	0.9600
C21—C26	1.394 (4)	C37—H37B	0.9600
C21—C22	1.404 (4)	C37—H37C	0.9600
C21—P1	1.821 (3)	P1—Pd1	2.3496 (6)
C22—C23	1.380 (4)	Cl1—Pd1	2.2995 (7)
C22—H22	0.9300	Pd1—Cl1ii	2.2995 (7)
C23—C24	1.389 (4)	Pd1—P1ii	2.3496 (6)
C23—H23	0.9300
C3—C1—C2	124.8 (9)	C25—C26—C21	121.8 (3)
C3—C1—H1	117.6	C25—C26—H26	119.1
C2—C1—H1	117.6	C21—C26—H26	119.1
C1—C2—C3i	118.8 (8)	O2—C27—H27A	109.5
C1—C2—H2	120.6	O2—C27—H27B	109.5
C3i—C2—H2	120.6	H27A—C27—H27B	109.5
C1—C3—C2i	116.3 (9)	O2—C27—H27C	109.5
C1—C3—H3	121.8	H27A—C27—H27C	109.5
C2i—C3—H3	121.8	H27B—C27—H27C	109.5
C16—C11—C12	118.0 (2)	C32—C31—C36	118.4 (2)
C16—C11—P1	121.9 (2)	C32—C31—P1	123.13 (19)
C12—C11—P1	120.1 (2)	C36—C31—P1	118.4 (2)
C13—C12—C11	120.5 (3)	C33—C32—C31	120.5 (3)
C13—C12—H12	119.7	C33—C32—H32	119.8
C11—C12—H12	119.7	C31—C32—H32	119.8
C14—C13—C12	120.7 (3)	C32—C33—C34	120.4 (3)
C14—C13—H13	119.6	C32—C33—H33	119.8
C12—C13—H13	119.6	C34—C33—H33	119.8
O1—C14—C13	116.0 (3)	O3—C34—C35	124.8 (3)
O1—C14—C15	124.5 (3)	O3—C34—C33	115.6 (3)
C13—C14—C15	119.5 (3)	C35—C34—C33	119.7 (3)
C16—C15—C14	119.6 (3)	C34—C35—C36	119.5 (3)
C16—C15—H15	120.2	C34—C35—H35	120.2
C14—C15—H15	120.2	C36—C35—H35	120.2
C15—C16—C11	121.6 (3)	C35—C36—C31	121.4 (3)
C15—C16—H16	119.2	C35—C36—H36	119.3
C11—C16—H16	119.2	C31—C36—H36	119.3
O1—C17—H17A	109.5	O3—C37—H37A	109.5
O1—C17—H17B	109.5	O3—C37—H37B	109.5
H17A—C17—H17B	109.5	H37A—C37—H37B	109.5
O1—C17—H17C	109.5	O3—C37—H37C	109.5
H17A—C17—H17C	109.5	H37A—C37—H37C	109.5
H17B—C17—H17C	109.5	H37B—C37—H37C	109.5
C26—C21—C22	117.5 (2)	C14—O1—C17	118.0 (2)
C26—C21—P1	120.6 (2)	C24—O2—C27	117.4 (3)
C22—C21—P1	122.0 (2)	C34—O3—C37	117.7 (3)
C23—C22—C21	120.9 (3)	C31—P1—C11	106.73 (12)
C23—C22—H22	119.5	C31—P1—C21	104.02 (12)
C21—C22—H22	119.5	C11—P1—C21	104.27 (12)
C22—C23—C24	120.6 (3)	C31—P1—Pd1	111.03 (8)
C22—C23—H23	119.7	C11—P1—Pd1	111.08 (9)
C24—C23—H23	119.7	C21—P1—Pd1	118.81 (9)
O2—C24—C23	115.9 (3)	Cl1ii—Pd1—Cl1	180.00 (4)
O2—C24—C25	124.9 (3)	Cl1ii—Pd1—P1	88.38 (2)
C23—C24—C25	119.2 (3)	Cl1—Pd1—P1	91.62 (2)
C26—C25—C24	120.0 (3)	Cl1ii—Pd1—P1ii	91.62 (2)
C26—C25—H25	120.0	Cl1—Pd1—P1ii	88.38 (2)
C24—C25—H25	120.0	P1—Pd1—P1ii	180.00 (3)
C3—C1—C2—C3i	−0.6 (15)	P1—C31—C36—C35	176.8 (2)
C2—C1—C3—C2i	0.5 (15)	C13—C14—O1—C17	−177.2 (3)
C16—C11—C12—C13	−0.3 (4)	C15—C14—O1—C17	2.6 (5)
P1—C11—C12—C13	−177.6 (2)	C23—C24—O2—C27	176.8 (3)
C11—C12—C13—C14	0.0 (5)	C25—C24—O2—C27	−2.5 (5)
C12—C13—C14—O1	−179.7 (3)	C35—C34—O3—C37	8.5 (5)
C12—C13—C14—C15	0.6 (5)	C33—C34—O3—C37	−171.3 (3)
O1—C14—C15—C16	179.4 (3)	C32—C31—P1—C11	10.3 (3)
C13—C14—C15—C16	−0.9 (5)	C36—C31—P1—C11	−166.3 (2)
C14—C15—C16—C11	0.6 (5)	C32—C31—P1—C21	−99.6 (2)
C12—C11—C16—C15	0.0 (5)	C36—C31—P1—C21	83.8 (2)
P1—C11—C16—C15	177.2 (3)	C32—C31—P1—Pd1	131.5 (2)
C26—C21—C22—C23	−0.3 (4)	C36—C31—P1—Pd1	−45.2 (2)
P1—C21—C22—C23	−179.5 (2)	C16—C11—P1—C31	−80.9 (3)
C21—C22—C23—C24	−0.2 (5)	C12—C11—P1—C31	96.3 (2)
C22—C23—C24—O2	−178.6 (3)	C16—C11—P1—C21	28.8 (3)
C22—C23—C24—C25	0.6 (5)	C12—C11—P1—C21	−154.0 (2)
O2—C24—C25—C26	178.8 (3)	C16—C11—P1—Pd1	157.9 (2)
C23—C24—C25—C26	−0.4 (4)	C12—C11—P1—Pd1	−24.9 (2)
C24—C25—C26—C21	−0.1 (4)	C26—C21—P1—C31	170.1 (2)
C22—C21—C26—C25	0.5 (4)	C22—C21—P1—C31	−10.8 (2)
P1—C21—C26—C25	179.7 (2)	C26—C21—P1—C11	58.4 (2)
C36—C31—C32—C33	1.4 (4)	C22—C21—P1—C11	−122.5 (2)
P1—C31—C32—C33	−175.3 (2)	C26—C21—P1—Pd1	−65.9 (2)
C31—C32—C33—C34	−0.2 (5)	C22—C21—P1—Pd1	113.2 (2)
C32—C33—C34—O3	177.4 (3)	C31—P1—Pd1—Cl1ii	−41.94 (9)
C32—C33—C34—C35	−2.4 (5)	C11—P1—Pd1—Cl1ii	76.66 (10)
O3—C34—C35—C36	−176.1 (3)	C21—P1—Pd1—Cl1ii	−162.45 (10)
C33—C34—C35—C36	3.7 (5)	C31—P1—Pd1—Cl1	138.06 (9)
C34—C35—C36—C31	−2.6 (5)	C11—P1—Pd1—Cl1	−103.34 (10)
C32—C31—C36—C35	0.0 (4)	C21—P1—Pd1—Cl1	17.55 (10)