Dibromidobis(triphenyl­arsine)palladium(II)

Kirsten, L.; Steyl, G.

doi:10.1107/S1600536809001986

metal-organic compounds

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ISSN: 2056-9890

Volume 65| Part 2| February 2009| Page m218

doi:10.1107/S1600536809001986

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Dibromidobis(triphenylarsine)palladium(II)

Leo Kirsten ^a ^* and Gideon Steyl ^a

^aDepartment of Chemistry, University of the Free State, PO Box 339, Bloemfontein 9300, South Africa
^*Correspondence e-mail: leokirsten@gmail.com

(Received 24 November 2008; accepted 15 January 2009; online 23 January 2009)

In the title compound, [PdBr₂(C₁₈H₁₅As)₂], the Pd^II ion resides on a centre of symmetry and is coordinated by two As atoms [Pd—As = 2.4184 (3) Å] and two Br anions [Pd—Br = 2.4196 (3) Å] in a slightly distorted square-planar geometry [As—Pd—Br = 90.12 (1)°]. The crystal packing exhibits weak intermolecular C—H⋯Br interactions.

Related literature

For similar palladium structures containing triphenylphosphine and bromido moieties, see: Crawforth et al. (2005 ); Stark & Whitmire (1997 ); Rodriguez et al. (2007 ). For the crystal structures of related bromido arsine complexes, see: Singh et al. (1999 ); Phadnis et al. (2003a ,b ).

Experimental

Crystal data

[PdBr₂(C₁₈H₁₅As)₂]
M_r = 878.66
Monoclinic, P 2₁ /n
a = 9.3754 (11) Å
b = 19.545 (3) Å
c = 9.8151 (13) Å
β = 112.798 (3)°
V = 1658.1 (4) Å³
Z = 2
Mo Kα radiation
μ = 4.97 mm⁻¹
T = 100 (2) K
0.32 × 0.23 × 0.18 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 1998 ) T_min = 0.264, T_max = 0.408
18511 measured reflections
3619 independent reflections
3245 reflections with I > 2σ(I)
R_int = 0.028

Refinement

R[F² > 2σ(F²)] = 0.019
wR(F²) = 0.043
S = 1.04
3619 reflections
187 parameters
8 restraints
H-atom parameters constrained
Δρ_max = 0.50 e Å⁻³
Δρ_min = −0.34 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C13—H13⋯Brⁱ	0.95	2.90	3.807 (3)	160
C25—H25⋯Brⁱⁱ	0.95	2.98	3.914 (3)	168
Symmetry codes: (i) $[-x+{\script{3\over 2}}, y-{\script{1\over 2}}, -z+{\script{3\over 2}}]$ ; (ii) x-1, y, z.

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 & Putz, 2006 ); software used to prepare material for publication: SHELXL97.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809001986/cv2489sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536809001986/cv2489Isup2.hkl

checkCIF report

Comment top

Palladium complexes containing phosphine and bromo derivatives have been investigated in the past (Crawforth et al., 2005; Stark et al., 1997; Rodriguez et al., 2007). The effect of phosphine substitution by arsine moieties in these complexes have received limited attention. Up to date the structures of only a few bromo arsine complexes have been characterized (Singh et al., 1999; Phadnis et al., 2003a; Phadnis et al., 2003b).

The title compound, (I), crystallizes in the P2₁/n space group with the Pd atom on a centre of symmetry (0.5, 0.5, 0.5). A staggered conformation of the two triphenyl arsine fragments is supported by the Br—Pd—As—Cn torsion angles of -98.07 (6)° (Cn=C11), 146.61 (7)° (Cn=C21) and 22.87 (7)° (Cn=C31), respectively. A weak intermolecular interaction is observed between the bromo moiety and the hydrogen atoms of the triphenylarsine ligand (Table 2).

Related literature top

For similar palladium structures containing triphenylphosphine and bromo moieties, see: Crawforth et al. (2005); Stark & Whitmire (1997); Rodriguez et al. (2007). For the crystal structures of related bromo arsine complexes, see: Singh et al. (1999); Phadnis et al. (2003a,b).

Experimental top

The title compound was synthesized by the addition of AsPh3 (17 mg, 0.0059 mmol) to an acetone solution (15 cm³) of Pd(Br)₂(COD) (10 mg, 0.027 mmol). Crystals suitable for diffraction were obtained by slow evaporation of the reaction mixture (yield 15 mg, 64%).

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 & Putz, 2006); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top

Fig. 1. Molecular structure of (I) showing the atomic numbering and 50% probability displacement ellipsoids [symmetry code: (i) 1-x, 1-y, 1-z]. Hydrogen atoms have been omitted for clarity.

Dibromidobis(triphenylarsine)palladium(II) top

Crystal data top

[PdBr₂(C₁₈H₁₅As)₂]	F(000) = 856
M_r = 878.66	D_x = 1.760 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 8105 reflections
a = 9.3754 (11) Å	θ = 2.5–28.3°
b = 19.545 (3) Å	µ = 4.97 mm⁻¹
c = 9.8151 (13) Å	T = 100 K
β = 112.798 (3)°	Cuboid, orange
V = 1658.1 (4) Å³	0.32 × 0.23 × 0.18 mm
Z = 2

Data collection top

Bruker X8 APEXII 4K KappaCCD diffractometer	3619 independent reflections
Radiation source: fine-focus sealed tube	3245 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.028
Detector resolution: 512 pixels mm^-1	θ_max = 27.0°, θ_min = 2.1°
ϕ and ω scans	h = −10→11
Absorption correction: multi-scan (SADABS; Bruker, 1998)	k = −23→24
T_min = 0.264, T_max = 0.408	l = −12→11
18511 measured reflections

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)] = 0.019	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.043	H-atom parameters constrained
S = 1.04	w = 1/[σ²(F_o²) + (0.0179P)² + 0.8574P] where P = (F_o² + 2F_c²)/3
3619 reflections	(Δ/σ)_max = 0.001
187 parameters	Δρ_max = 0.50 e Å⁻³
8 restraints	Δρ_min = −0.34 e Å⁻³

Crystal data top

[PdBr₂(C₁₈H₁₅As)₂]	V = 1658.1 (4) Å³
M_r = 878.66	Z = 2
Monoclinic, P2₁/n	Mo Kα radiation
a = 9.3754 (11) Å	µ = 4.97 mm⁻¹
b = 19.545 (3) Å	T = 100 K
c = 9.8151 (13) Å	0.32 × 0.23 × 0.18 mm
β = 112.798 (3)°

Data collection top

Bruker X8 APEXII 4K KappaCCD diffractometer	3619 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 1998)	3245 reflections with I > 2σ(I)
T_min = 0.264, T_max = 0.408	R_int = 0.028
18511 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.019	8 restraints
wR(F²) = 0.043	H-atom parameters constrained
S = 1.04	Δρ_max = 0.50 e Å⁻³
3619 reflections	Δρ_min = −0.34 e Å⁻³
187 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
Pd	0.5000	0.5000	0.5000	0.01115 (5)
As	0.47028 (2)	0.402209 (10)	0.63768 (2)	0.01207 (5)
C11	0.5474 (2)	0.32083 (11)	0.5777 (2)	0.0159 (4)
C12	0.6082 (3)	0.26633 (13)	0.6727 (3)	0.0326 (6)
H12	0.6178	0.2690	0.7725	0.039*
C13	0.6551 (3)	0.20769 (14)	0.6211 (3)	0.0433 (7)
H13	0.6980	0.1705	0.6865	0.052*
C14	0.6401 (3)	0.20317 (14)	0.4774 (3)	0.0415 (7)
H14	0.6716	0.1628	0.4428	0.050*
C15	0.5795 (3)	0.25703 (15)	0.3832 (3)	0.0409 (7)
H15	0.5689	0.2539	0.2831	0.049*
C16	0.5337 (2)	0.31601 (12)	0.4331 (2)	0.0251 (5)
H16	0.4928	0.3533	0.3674	0.030*
C21	0.2577 (2)	0.37831 (11)	0.6001 (2)	0.0165 (4)
C22	0.2010 (2)	0.31345 (12)	0.5546 (2)	0.0210 (5)
H22	0.2666	0.2792	0.5419	0.025*
C23	0.0471 (3)	0.29836 (14)	0.5275 (2)	0.0300 (6)
H23	0.0067	0.2542	0.4936	0.036*
C24	−0.0461 (3)	0.34754 (15)	0.5498 (3)	0.0343 (6)
H24	−0.1500	0.3367	0.5342	0.041*
C25	0.0092 (3)	0.41231 (15)	0.5943 (3)	0.0359 (6)
H25	−0.0564	0.4460	0.6092	0.043*
C26	0.1618 (3)	0.42845 (13)	0.6177 (3)	0.0269 (5)
H26	0.1998	0.4735	0.6454	0.032*
C31	0.5682 (2)	0.40056 (11)	0.8519 (2)	0.0181 (4)
C32	0.4806 (3)	0.40942 (11)	0.9370 (2)	0.0250 (5)
H32	0.3719	0.4159	0.8900	0.030*
C33	0.5505 (3)	0.40885 (13)	1.0895 (3)	0.0357 (6)
H33	0.4899	0.4151	1.1469	0.043*
C34	0.7067 (4)	0.39928 (14)	1.1579 (3)	0.0411 (7)
H34	0.7540	0.3982	1.2628	0.049*
C35	0.7966 (3)	0.39115 (14)	1.0751 (3)	0.0397 (7)
H35	0.9052	0.3850	1.1233	0.048*
C36	0.7278 (3)	0.39204 (13)	0.9216 (3)	0.0288 (5)
H36	0.7891	0.3869	0.8646	0.035*
Br	0.73567 (2)	0.531376 (11)	0.70471 (2)	0.01978 (6)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Pd	0.01348 (10)	0.00966 (11)	0.01033 (10)	−0.00012 (8)	0.00462 (8)	0.00050 (8)
As	0.01394 (9)	0.01108 (11)	0.01179 (10)	0.00054 (7)	0.00563 (7)	0.00151 (8)
C11	0.0129 (9)	0.0133 (11)	0.0210 (10)	0.0004 (8)	0.0059 (8)	−0.0019 (8)
C12	0.0415 (13)	0.0221 (13)	0.0324 (13)	0.0100 (11)	0.0123 (11)	0.0061 (10)
C13	0.0366 (14)	0.0201 (14)	0.0622 (19)	0.0120 (11)	0.0070 (13)	0.0035 (13)
C14	0.0289 (13)	0.0295 (16)	0.0652 (19)	0.0042 (11)	0.0171 (13)	−0.0202 (14)
C15	0.0450 (15)	0.0405 (17)	0.0433 (16)	0.0013 (13)	0.0236 (13)	−0.0184 (13)
C16	0.0283 (11)	0.0247 (13)	0.0247 (12)	0.0017 (10)	0.0129 (9)	−0.0042 (10)
C21	0.0147 (9)	0.0209 (11)	0.0150 (10)	0.0005 (8)	0.0068 (7)	0.0053 (8)
C22	0.0227 (10)	0.0250 (13)	0.0178 (10)	−0.0031 (9)	0.0103 (8)	0.0015 (9)
C23	0.0256 (11)	0.0405 (16)	0.0227 (12)	−0.0133 (11)	0.0079 (9)	0.0030 (10)
C24	0.0190 (11)	0.0521 (18)	0.0313 (13)	−0.0023 (11)	0.0094 (10)	0.0178 (12)
C25	0.0258 (12)	0.0480 (18)	0.0398 (14)	0.0205 (12)	0.0192 (11)	0.0218 (13)
C26	0.0267 (11)	0.0240 (13)	0.0342 (13)	0.0056 (10)	0.0163 (10)	0.0084 (10)
C31	0.0271 (10)	0.0127 (11)	0.0124 (10)	−0.0017 (8)	0.0053 (8)	0.0016 (8)
C32	0.0399 (13)	0.0180 (12)	0.0194 (11)	−0.0010 (10)	0.0141 (10)	0.0016 (9)
C33	0.0635 (17)	0.0268 (14)	0.0209 (12)	−0.0001 (12)	0.0209 (12)	0.0006 (10)
C34	0.0724 (19)	0.0254 (14)	0.0150 (11)	−0.0048 (13)	0.0054 (12)	0.0019 (10)
C35	0.0384 (14)	0.0359 (16)	0.0276 (13)	−0.0009 (12)	−0.0061 (11)	0.0058 (11)
C36	0.0268 (11)	0.0312 (14)	0.0227 (12)	0.0019 (10)	0.0036 (9)	0.0056 (10)
Br	0.01837 (10)	0.02032 (12)	0.01603 (10)	−0.00379 (8)	0.00159 (8)	0.00096 (8)

Geometric parameters (Å, º) top

Pd—Asⁱ	2.4184 (3)	C22—C23	1.394 (3)
Pd—As	2.4184 (3)	C22—H22	0.9500
Pd—Br	2.4196 (3)	C23—C24	1.372 (4)
Pd—Brⁱ	2.4196 (3)	C23—H23	0.9500
As—C11	1.931 (2)	C24—C25	1.374 (4)
As—C21	1.9383 (19)	C24—H24	0.9500
As—C31	1.942 (2)	C25—C26	1.395 (3)
C11—C16	1.378 (3)	C25—H25	0.9500
C11—C12	1.385 (3)	C26—H26	0.9500
C12—C13	1.391 (4)	C31—C32	1.391 (3)
C12—H12	0.9500	C31—C36	1.393 (3)
C13—C14	1.365 (4)	C32—C33	1.382 (3)
C13—H13	0.9500	C32—H32	0.9500
C14—C15	1.371 (4)	C33—C34	1.367 (4)
C14—H14	0.9500	C33—H33	0.9500
C15—C16	1.384 (3)	C34—C35	1.389 (4)
C15—H15	0.9500	C34—H34	0.9500
C16—H16	0.9500	C35—C36	1.390 (3)
C21—C22	1.380 (3)	C35—H35	0.9500
C21—C26	1.385 (3)	C36—H36	0.9500

Asⁱ—Pd—As	180.000 (6)	C21—C22—C23	119.8 (2)
Asⁱ—Pd—Br	89.876 (10)	C21—C22—H22	120.1
As—Pd—Br	90.124 (10)	C23—C22—H22	120.1
Asⁱ—Pd—Brⁱ	90.124 (10)	C24—C23—C22	119.8 (2)
As—Pd—Brⁱ	89.876 (10)	C24—C23—H23	120.1
Br—Pd—Brⁱ	180.0	C22—C23—H23	120.1
C11—As—C21	102.85 (9)	C23—C24—C25	120.8 (2)
C11—As—C31	103.93 (9)	C23—C24—H24	119.6
C21—As—C31	102.82 (8)	C25—C24—H24	119.6
C11—As—Pd	110.05 (6)	C24—C25—C26	119.8 (2)
C21—As—Pd	114.63 (6)	C24—C25—H25	120.1
C31—As—Pd	120.65 (6)	C26—C25—H25	120.1
C16—C11—C12	119.4 (2)	C21—C26—C25	119.6 (2)
C16—C11—As	118.30 (16)	C21—C26—H26	120.2
C12—C11—As	122.23 (17)	C25—C26—H26	120.2
C11—C12—C13	119.6 (2)	C32—C31—C36	119.5 (2)
C11—C12—H12	120.2	C32—C31—As	120.45 (16)
C13—C12—H12	120.2	C36—C31—As	120.05 (16)
C14—C13—C12	120.6 (3)	C33—C32—C31	120.4 (2)
C14—C13—H13	119.7	C33—C32—H32	119.8
C12—C13—H13	119.7	C31—C32—H32	119.8
C13—C14—C15	119.8 (2)	C34—C33—C32	120.1 (2)
C13—C14—H14	120.1	C34—C33—H33	119.9
C15—C14—H14	120.1	C32—C33—H33	119.9
C14—C15—C16	120.3 (2)	C33—C34—C35	120.4 (2)
C14—C15—H15	119.8	C33—C34—H34	119.8
C16—C15—H15	119.8	C35—C34—H34	119.8
C11—C16—C15	120.2 (2)	C34—C35—C36	120.1 (2)
C11—C16—H16	119.9	C34—C35—H35	120.0
C15—C16—H16	119.9	C36—C35—H35	120.0
C22—C21—C26	120.19 (19)	C35—C36—C31	119.5 (2)
C22—C21—As	121.45 (16)	C35—C36—H36	120.2
C26—C21—As	118.35 (17)	C31—C36—H36	120.2

Br—Pd—As—C11	−98.07 (6)	C31—As—C21—C26	78.50 (18)
Brⁱ—Pd—As—C11	81.93 (6)	Pd—As—C21—C26	−54.30 (17)
Br—Pd—As—C21	146.61 (7)	C26—C21—C22—C23	−0.5 (3)
Brⁱ—Pd—As—C21	−33.39 (7)	As—C21—C22—C23	−179.43 (15)
Br—Pd—As—C31	22.87 (7)	C21—C22—C23—C24	−1.7 (3)
Brⁱ—Pd—As—C31	−157.13 (7)	C22—C23—C24—C25	2.0 (3)
C21—As—C11—C16	90.26 (17)	C23—C24—C25—C26	−0.2 (4)
C31—As—C11—C16	−162.82 (16)	C22—C21—C26—C25	2.3 (3)
Pd—As—C11—C16	−32.31 (17)	As—C21—C26—C25	−178.68 (17)
C21—As—C11—C12	−86.42 (19)	C24—C25—C26—C21	−2.0 (4)
C31—As—C11—C12	20.5 (2)	C11—As—C31—C32	−130.34 (18)
Pd—As—C11—C12	151.01 (17)	C21—As—C31—C32	−23.4 (2)
C16—C11—C12—C13	0.3 (3)	Pd—As—C31—C32	105.78 (17)
As—C11—C12—C13	176.92 (19)	C11—As—C31—C36	51.1 (2)
C11—C12—C13—C14	−0.8 (4)	C21—As—C31—C36	158.07 (18)
C12—C13—C14—C15	0.5 (4)	Pd—As—C31—C36	−72.76 (19)
C13—C14—C15—C16	0.1 (4)	C36—C31—C32—C33	−0.9 (3)
C12—C11—C16—C15	0.4 (3)	As—C31—C32—C33	−179.42 (18)
As—C11—C16—C15	−176.38 (18)	C31—C32—C33—C34	−0.3 (4)
C14—C15—C16—C11	−0.6 (4)	C32—C33—C34—C35	1.0 (4)
C11—As—C21—C22	5.24 (18)	C33—C34—C35—C36	−0.6 (4)
C31—As—C21—C22	−102.53 (17)	C34—C35—C36—C31	−0.5 (4)
Pd—As—C21—C22	124.67 (15)	C32—C31—C36—C35	1.3 (4)
C11—As—C21—C26	−173.72 (16)	As—C31—C36—C35	179.81 (19)

Symmetry code: (i) −x+1, −y+1, −z+1.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C13—H13···Brⁱⁱ	0.95	2.90	3.807 (3)	160
C25—H25···Brⁱⁱⁱ	0.95	2.98	3.914 (3)	168

Symmetry codes: (ii) −x+3/2, y−1/2, −z+3/2; (iii) x−1, y, z.

Experimental details

Crystal data
Chemical formula	[PdBr₂(C₁₈H₁₅As)₂]
M_r	878.66
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	100
a, b, c (Å)	9.3754 (11), 19.545 (3), 9.8151 (13)
β (°)	112.798 (3)
V (Å³)	1658.1 (4)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	4.97
Crystal size (mm)	0.32 × 0.23 × 0.18

Data collection
Diffractometer	Bruker X8 APEXII 4K KappaCCD diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 1998)
T_min, T_max	0.264, 0.408
No. of measured, independent and observed [I > 2σ(I)] reflections	18511, 3619, 3245
R_int	0.028
(sin θ/λ)_max (Å⁻¹)	0.639

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.019, 0.043, 1.04
No. of reflections	3619
No. of parameters	187
No. of restraints	8
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.50, −0.34

Computer programs: APEX2 (Bruker, 2005), SAINT-Plus (Bruker, 2004), SAINT-Plus and XPREP (Bruker 2004), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg & Putz, 2006).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C13—H13···Brⁱ	0.95	2.90	3.807 (3)	160.2
C25—H25···Brⁱⁱ	0.95	2.98	3.914 (3)	167.9

Symmetry codes: (i) −x+3/2, y−1/2, −z+3/2; (ii) x−1, y, z.

Acknowledgements

Financial assistance from Professor A. Roodt and the University of the Free State is gratefully acknowledged. Part of this material is based on work supported by the South African National Research Foundation (NRF) under grant No. GUN 2068915. Opinions, findings, conclusions or recommendations expressed in this material are those of the authors and do not necessarily reflect the views of the NRF.

References

Brandenburg, K. & Putz, H. (2006). DIAMOND. Crystal Impact GbR, Bonn, Germany. Google Scholar
Bruker (1998). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Bruker (2004). SAINT-Plus (including XPREP). Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Bruker (2005). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Crawforth, C. M., Burling, S., Fairlamb, I. J. S., Kapdi, A. R., Taylor, R. J. K. & Whitwood, A. C. (2005). Tetrahedron, 61, 9736–9751. Web of Science CSD CrossRef CAS Google Scholar
Phadnis, P. P., Jain, V. K., Klein, A., Schurr, T. & Kaim, W. (2003a). New J. Chem. 27, 1584–1591. Web of Science CSD CrossRef CAS Google Scholar
Phadnis, P. P., Jain, V. K., Klein, A., Weber, M. & Kaim, W. (2003b). Inorg. Chim. Acta, 346, 119–128. Web of Science CSD CrossRef CAS Google Scholar
Rodriguez, N., de Arellano, C. R., Asensio, G. & Medio-Simon, M. (2007). Chem. Eur. J. 13, 4223–4229. Web of Science CSD CrossRef PubMed CAS Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Singh, A. K., Amburose, C. V., Kraemer, T. S. & Jasinski, J. P. (1999). J. Organomet. Chem. 592, 251–257. Web of Science CSD CrossRef CAS Google Scholar
Stark, J. L. & Whitmire, K. H. (1997). Priv. Commun. 34, 9700007. Google Scholar