trans-Carbonyl­chloridobis[tris­(4-meth­oxy­phen­yl)phosphane-κP]rhodium(I)

Warsink, S.; Roodt, A.

doi:10.1107/S1600536811046150

metal-organic compounds

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Volume 67| Part 12| December 2011| Pages m1695-m1696

https://doi.org/10.1107/S1600536811046150

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trans-Carbonylchloridobis[tris(4-methoxyphenyl)phosphane-κP]rhodium(I)

Stefan Warsink ^a ^* and Andreas Roodt ^a

^aDepartment of Chemistry, University of the Free State, PO Box 339, Bloemfontein 9300, South Africa
^*Correspondence e-mail: 2011009426@ufs4life.ac.za

(Received 19 October 2011; accepted 2 November 2011; online 5 November 2011)

The title complex, [RhCl(C₂₁H₂₁O₃P)₂(CO)], is a rhodium analogue to Vaska's complex with para-methoxy substituents on the six phosphanyl–aryl units. Two independent molecules are present in the unit cell, with their metal atoms both located on an inversion centre. This causes the chloride and carbonyl ligands to exhibit a positional disorder in a 0.5:0.5 ratio. The two Rh^I atoms exhibit a distorted square-planar geometry. There are a few weak intramolecular C—H⋯X interactions (X = O, Cl). Interestingly, no significant intermolecular interactions are found between the two independent molecules.

Related literature

For background to Vaska's complex, see: Angoletta (1959 ); Vaska & Di Luzio (1961 ). For related literature on rhodium Vaska complexes, see: Basson et al. (1990 ); Clarke et al. (2002 ); Kemp et al. (1995 ); Rheingold & Geib (1987 ); Roodt et al. (2003 ); Wilson et al. (2002 ). For similar complexes, see: Burgoyne et al. (2010 ), Meijboom et al. (2006 ), Monge et al. (1983 ); Otto et al. (1999 ). Synthetic details are given in McCleverty & Wilkinson (1990 ).

Experimental

Crystal data

[RhCl(C₂₁H₂₁O₃P)₂(CO)]
M_r = 871.07
Triclinic, $[P \overline 1]$
a = 7.8350 (4) Å
b = 12.3151 (8) Å
c = 21.0591 (13) Å
α = 90.995 (2)°
β = 99.591 (2)°
γ = 101.220 (2)°
V = 1962.7 (2) Å³
Z = 2
Mo Kα radiation
μ = 0.64 mm⁻¹
T = 100 K
0.24 × 0.16 × 0.10 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2004 ) T_min = 0.887, T_max = 0.937
26016 measured reflections
9327 independent reflections
6401 reflections with I > 2σ(I)
R_int = 0.098

Refinement

R[F² > 2σ(F²)] = 0.052
wR(F²) = 0.144
S = 1.04
9327 reflections
517 parameters
H-atom parameters constrained
Δρ_max = 2.45 e Å⁻³
Δρ_min = −1.17 e Å⁻³

Table 1
Selected geometric parameters (Å, °)

Rh1—C1	1.699 (12)
Rh1—P1	2.3257 (10)
Rh1—Cl1	2.416 (5)
Rh2—C23	1.751 (11)
Rh2—P2	2.3321 (11)
Rh2—Cl2	2.410 (4)
C1—O1	1.157 (18)
C23—O5	1.171 (13)

C1—Rh1—P1	90.5 (4)
P1—Rh1—Cl1	91.20 (9)
C23—Rh2—P2	91.9 (4)
P2—Rh2—Cl2	92.06 (10)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C14—H046⋯Cl1	0.95	2.81	3.191 (5)	105
C32—H021⋯Cl2	0.95	2.82	3.157 (5)	102
C8—H04A⋯Cl1ⁱ	0.98	2.73	3.693 (7)	169
C8—H04A⋯O1ⁱ	0.98	2.52	3.486 (18)	168
Symmetry code: (i) -x+1, -y+1, -z+1.

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: Mercury (Macrae et al., 2008 ); software used to prepare material for publication: WinGX (Farrugia, 1999 ).

Supporting information

Crystal structure: contains datablocks global, I. DOI: https://doi.org/10.1107/S1600536811046150/wm2548sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536811046150/wm2548Isup2.hkl

checkCIF report

Comment top

Vaska's complex was first synthesized by Angoletta (1959) and later correctly formulated as trans-[IrCl(CO)(PPh₃)₂] (Vaska & Di Luzio, 1961). This compound has been used in various catalytic processes and it or its analogues are often employed as model compounds (Rheingold & Geib, 1987; Basson et al., 1990; Kemp et al., 1995; Roodt et al., 2003).

Various 'Vaska complexes' have been synthesized, exploring different metals but especially introducing different substituents on the phosphane ligands. These modifications have an impact on the steric hindrance around the metal (Clarke et al., 2002; Wilson et al., 2002), but in the case of para-substituted triaryl phosphanes the effect is purely electronic (Monge et al., 1983; Otto et al., 1999; Meijboom et al., 2006; Burgoyne et al., 2010). Since only limited data are available on this kind of complexes, we have prepared the rhodium analogue (I), [RhCl(C₂₁H₂₁O₃P)₂(CO)], bearing relatively electron-rich tri(para-methoxyphenyl)-phosphane ligands.

Two independent half-molecules are present in the asymmetric unit of compound (I), in each case with the Rh^I atoms located on inversion centres. The metal atoms display a distorted square planar geometry with the phosphane ligands located in mutual trans-positions (Fig. 1). Selected bond lenghts and angles are presented in Table 1.

The carbonyl moiety has a slightly bent geometry, with Rh—C—O angles of 173.2 (14)° and 176.8 (16)° for the two molecules, respectively. In solution infrared spectroscopy only one signal was observed for the carbonyl ligand at 1974 cm^-1. Also in solid state infrared spectroscopy of the amorphous material, only one signal was observed at 1964 cm^-1. Only when a crystalline sample was analysed, two signals were observed at 1956 and 1973 cm^-1, showing the stretching vibrations of both the independent carbonyl ligands. In ³¹P NMR the signal for the phospine ligands was observed at 24.95 ppm with a J_Rh—P of 124.5 Hz, which is in line with analogous complexes.

The Rh—P bond lengths fall in the range of other, analogous rhodium Vaska complexes. In contrast, the bonds of the metal to the carbonyl and chlorido ligands are significantly influenced by the electron-donating phosphane ligands. The bond to the chlorido ligand is the longest reported for this kind of complexes bearing triaryl phosphanes. The same influence is also notably present in the bonding of the carbonyl ligand. Its bond to the rhodium atom is quite short, which indicates significant metal-to-ligand electron donation. As a consequence, the C—O bond is lengthened.

There are a few weak intramolecular C—H···X interactions (X = O, Cl), which are listed in Table 2. Interestingly, no intermolecular interactions are found between the two independent molecules.

Related literature top

For background to Vaska's complex, see: Angoletta (1959); Vaska & Di Luzio (1961). For related literature on rhodium Vaska complexes, see: Basson et al. (1990); Clarke et al. (2002); Kemp et al. (1995); Rheingold & Geib (1987); Roodt et al. (2003); Wilson et al. (2002). For similar complexes, see: Burgoyne et al. (2010), Meijboom et al. (2006), Monge et al. (1983); Otto et al. (1999). Synthetic details were given in McCleverty & Wilkinson (1990).

Experimental top

Compound (I) was synthesized by slowly adding 4 equivalents of tri(4-methoxyphenyl)phosphane to a dimethyl formamide solution of [RhCl(CO)₂]₂ (McCleverty & Wilkinson, 1990). The product was precipitated with ice water and isolated by filtration. Crystallization was performed by dissolving the complex in a small amount of dichloromethane which was then carefully layered with approximately 5 volumetric equivalents of hexane. The mixture was stored in a loosely closed vessel, from which yellow crystals precipitated.

Structure description top

There are a few weak intramolecular C—H···X interactions (X = O, Cl), which are listed in Table 2. Interestingly, no intermolecular interactions are found between the two independent molecules.

For background to Vaska's complex, see: Angoletta (1959); Vaska & Di Luzio (1961). For related literature on rhodium Vaska complexes, see: Basson et al. (1990); Clarke et al. (2002); Kemp et al. (1995); Rheingold & Geib (1987); Roodt et al. (2003); Wilson et al. (2002). For similar complexes, see: Burgoyne et al. (2010), Meijboom et al. (2006), Monge et al. (1983); Otto et al. (1999). Synthetic details were given in McCleverty & Wilkinson (1990).

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: Mercury (Macrae et al., 2008); software used to prepare material for publication: WinGX (Farrugia, 1999).

Figures top

Fig. 1. Molecular structure of (I), showing the unit cell to clarify the special positions of the two rhodium atoms. Displacement ellipsoids are drawn at the 50% probability level. H-atoms have been omitted for clarity [Symmetry code: (i) -x, 1 - y, 1 - z; (ii) -x, -y, -z].

trans-Carbonylchloridobis[tris(4-methoxyphenyl)phosphane-κP] rhodium(I) top

Crystal data top

[RhCl(C₂₁H₂₁O₃P)₂(CO)]	Z = 2
M_r = 871.07	F(000) = 896
Triclinic, P1	D_x = 1.474 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.8350 (4) Å	Cell parameters from 6500 reflections
b = 12.3151 (8) Å	θ = 2.9–28.1°
c = 21.0591 (13) Å	µ = 0.64 mm⁻¹
α = 90.995 (2)°	T = 100 K
β = 99.591 (2)°	Cuboid, yellow
γ = 101.220 (2)°	0.24 × 0.16 × 0.10 mm
V = 1962.7 (2) Å³

Data collection top

Bruker APEXII CCD diffractometer	9327 independent reflections
Radiation source: sealed tube	6401 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.098
Detector resolution: 512 pixels mm^-1	θ_max = 28°, θ_min = 2.0°
φ and ω scans	h = −10→6
Absorption correction: multi-scan (SADABS; Bruker, 2004)	k = −15→16
T_min = 0.887, T_max = 0.937	l = −27→27
26016 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)] = 0.052	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.144	H-atom parameters constrained
S = 1.04	w = 1/[σ²(F_o²) + (0.0711P)²] where P = (F_o² + 2F_c²)/3
9327 reflections	(Δ/σ)_max = 0.003
517 parameters	Δρ_max = 2.45 e Å⁻³
0 restraints	Δρ_min = −1.17 e Å⁻³

Crystal data top

[RhCl(C₂₁H₂₁O₃P)₂(CO)]	γ = 101.220 (2)°
M_r = 871.07	V = 1962.7 (2) Å³
Triclinic, P1	Z = 2
a = 7.8350 (4) Å	Mo Kα radiation
b = 12.3151 (8) Å	µ = 0.64 mm⁻¹
c = 21.0591 (13) Å	T = 100 K
α = 90.995 (2)°	0.24 × 0.16 × 0.10 mm
β = 99.591 (2)°

Data collection top

Bruker APEXII CCD diffractometer	9327 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2004)	6401 reflections with I > 2σ(I)
T_min = 0.887, T_max = 0.937	R_int = 0.098
26016 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.052	0 restraints
wR(F²) = 0.144	H-atom parameters constrained
S = 1.04	Δρ_max = 2.45 e Å⁻³
9327 reflections	Δρ_min = −1.17 e Å⁻³
517 parameters

Special details top

Experimental. The intensity data was collected on a Bruker X8 Apex II 4 K Kappa CCD diffractometer using an exposure time of 30 s/frame. A total of 1318 frames was collected with a frame width of 0.5° covering up to θ=28.00° with 98.3% completeness accomplished.

Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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 > 2σ(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)
Rh1	0	0.5	0.5	0.01620 (12)
Rh2	0	0	0	0.01681 (12)
P1	0.17881 (11)	0.45129 (8)	0.59018 (4)	0.0169 (2)
P2	0.19028 (11)	0.15093 (8)	−0.03218 (4)	0.0169 (2)
C1	−0.0559 (14)	0.3657 (10)	0.4714 (6)	0.034 (3)	0.5
C2	0.3688 (4)	0.5602 (3)	0.62055 (16)	0.0169 (8)
C3	0.4759 (4)	0.6069 (3)	0.57726 (17)	0.0196 (8)
H023	0.4495	0.579	0.5336	0.023*
C4	0.6194 (4)	0.6927 (3)	0.59619 (18)	0.0210 (8)
H035	0.6927	0.7215	0.5663	0.025*
C5	0.6553 (5)	0.7363 (3)	0.65925 (19)	0.0228 (8)
C6	0.5486 (5)	0.6916 (3)	0.70302 (18)	0.0230 (8)
H030	0.5727	0.7214	0.7462	0.028*
C7	0.4080 (4)	0.6042 (3)	0.68391 (17)	0.0198 (8)
H047	0.3372	0.5738	0.7143	0.024*
C8	0.8885 (6)	0.8790 (4)	0.6380 (2)	0.0418 (12)
H04A	0.9481	0.8272	0.6187	0.063*
H04B	0.9769	0.9412	0.6604	0.063*
H04C	0.8091	0.9069	0.604	0.063*
C9	0.2703 (4)	0.3274 (3)	0.58447 (16)	0.0179 (8)
C10	0.4508 (4)	0.3317 (3)	0.58604 (16)	0.0184 (8)
H048	0.5295	0.4016	0.5905	0.022*
C11	0.5171 (5)	0.2356 (3)	0.58120 (17)	0.0221 (8)
H036	0.64	0.2404	0.5823	0.027*
C12	0.4043 (5)	0.1327 (3)	0.57470 (17)	0.0220 (8)
C13	0.2238 (5)	0.1265 (3)	0.57155 (18)	0.0233 (8)
H022	0.1452	0.0565	0.5662	0.028*
C14	0.1590 (4)	0.2230 (3)	0.57627 (17)	0.0222 (8)
H046	0.0355	0.2178	0.5739	0.027*
C15	0.3688 (6)	−0.0645 (3)	0.5660 (2)	0.0342 (10)
H05J	0.3069	−0.0728	0.6029	0.051*
H05K	0.44	−0.1216	0.5657	0.051*
H05L	0.2822	−0.0724	0.5259	0.051*
C16	0.0517 (4)	0.4249 (3)	0.65485 (16)	0.0174 (8)
C17	0.0822 (4)	0.3493 (3)	0.70175 (17)	0.0212 (8)
H034	0.1791	0.3132	0.7026	0.025*
C18	−0.0271 (4)	0.3261 (3)	0.74719 (17)	0.0210 (8)
H033	−0.0038	0.2751	0.7793	0.025*
C19	−0.1717 (4)	0.3776 (3)	0.74576 (17)	0.0192 (8)
C20	−0.1985 (4)	0.4567 (3)	0.70120 (17)	0.0190 (8)
H043	−0.2924	0.4951	0.7016	0.023*
C21	−0.0880 (4)	0.4794 (3)	0.65610 (17)	0.0197 (8)
H014	−0.1077	0.5333	0.6254	0.024*
C22	−0.4399 (4)	0.3816 (4)	0.78430 (18)	0.0257 (9)
H04D	−0.4143	0.4615	0.7948	0.039*
H04E	−0.5113	0.3433	0.8143	0.039*
H04F	−0.5052	0.3664	0.7401	0.039*
C23	−0.0457 (15)	−0.0644 (11)	−0.0774 (5)	0.020 (2)	0.5
C24	0.0810 (4)	0.2656 (3)	−0.05056 (17)	0.0174 (8)
C25	0.1519 (4)	0.3536 (3)	−0.08578 (17)	0.0196 (8)
H037	0.2597	0.353	−0.1006	0.024*
C26	0.0674 (4)	0.4416 (3)	−0.09933 (17)	0.0184 (8)
H019	0.1175	0.5006	−0.1232	0.022*
C27	−0.0899 (4)	0.4437 (3)	−0.07806 (17)	0.0170 (7)
C28	−0.1621 (4)	0.3576 (3)	−0.04193 (17)	0.0195 (8)
H044	−0.2683	0.3594	−0.0262	0.023*
C29	−0.0769 (4)	0.2694 (3)	−0.02936 (17)	0.0172 (8)
H017	−0.1276	0.2102	−0.0057	0.021*
C30	−0.1136 (5)	0.6129 (3)	−0.12824 (19)	0.0253 (9)
H05D	0.0028	0.6508	−0.1055	0.038*
H05E	−0.1928	0.6659	−0.1347	0.038*
H05F	−0.102	0.5823	−0.1702	0.038*
C31	0.2855 (4)	0.1317 (3)	−0.10391 (17)	0.0172 (8)
C32	0.1737 (4)	0.1092 (3)	−0.16402 (17)	0.0196 (8)
H021	0.0512	0.1087	−0.1671	0.023*
C33	0.2403 (5)	0.0879 (3)	−0.21875 (18)	0.0239 (9)
H026	0.1636	0.0744	−0.2593	0.029*
C34	0.4202 (5)	0.0860 (3)	−0.21482 (18)	0.0225 (8)
C35	0.5329 (4)	0.1102 (3)	−0.15605 (17)	0.0207 (8)
H016	0.6556	0.1114	−0.153	0.025*
C36	0.4641 (4)	0.1327 (3)	−0.10139 (17)	0.0182 (8)
H041	0.5418	0.1493	−0.0612	0.022*
C37	0.6495 (6)	0.0500 (4)	−0.2687 (2)	0.0389 (11)
H05A	0.727	0.1218	−0.2545	0.058*
H05B	0.6674	0.0277	−0.3116	0.058*
H05C	0.6775	−0.0058	−0.2382	0.058*
C38	0.3798 (4)	0.2067 (3)	0.03055 (17)	0.0178 (8)
C39	0.4737 (5)	0.1321 (3)	0.06249 (17)	0.0224 (8)
H031	0.4463	0.0563	0.0479	0.027*
C40	0.6072 (5)	0.1675 (3)	0.11553 (18)	0.0222 (8)
H054	0.6728	0.1167	0.136	0.027*
C41	0.6431 (4)	0.2766 (3)	0.13794 (17)	0.0187 (8)
C42	0.5510 (4)	0.3518 (3)	0.10570 (18)	0.0194 (8)
H018	0.5768	0.4274	0.1207	0.023*
C43	0.4228 (4)	0.3165 (3)	0.05225 (18)	0.0190 (8)
H032	0.3633	0.3686	0.03	0.023*
C44	0.8474 (5)	0.2447 (4)	0.22982 (19)	0.0304 (10)
H05G	0.7578	0.1861	0.2427	0.046*
H05H	0.922	0.2847	0.2684	0.046*
H05I	0.9207	0.2117	0.2047	0.046*
O1	−0.1082 (16)	0.2772 (11)	0.4481 (7)	0.034 (3)	0.5
O2	0.7890 (3)	0.8233 (2)	0.68280 (13)	0.0293 (7)
O3	0.4817 (3)	0.0430 (2)	0.57075 (13)	0.0283 (6)
O4	−0.2777 (3)	0.3427 (2)	0.78963 (12)	0.0237 (6)
O5	−0.085 (2)	−0.1068 (14)	−0.1294 (5)	0.037 (3)	0.5
O6	−0.1854 (3)	0.5247 (2)	−0.09059 (12)	0.0209 (6)
O7	0.4683 (4)	0.0594 (3)	−0.27137 (13)	0.0319 (7)
O8	0.7629 (3)	0.3197 (2)	0.19171 (12)	0.0231 (6)
Cl1	−0.0738 (4)	0.3106 (4)	0.4565 (2)	0.0283 (11)	0.5
Cl2	−0.0659 (5)	−0.0881 (4)	−0.10676 (18)	0.0247 (9)	0.5

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Rh1	0.01540 (18)	0.0208 (2)	0.0135 (2)	0.00573 (15)	0.00244 (14)	0.00556 (17)
Rh2	0.01738 (18)	0.0173 (2)	0.0175 (2)	0.00511 (15)	0.00556 (15)	0.00546 (17)
P1	0.0156 (4)	0.0228 (6)	0.0141 (4)	0.0068 (4)	0.0039 (3)	0.0060 (4)
P2	0.0165 (4)	0.0174 (5)	0.0181 (5)	0.0053 (4)	0.0043 (3)	0.0059 (4)
C1	0.025 (4)	0.048 (8)	0.023 (4)	0.003 (4)	−0.010 (3)	0.010 (5)
C2	0.0161 (15)	0.021 (2)	0.0156 (17)	0.0075 (14)	0.0034 (13)	0.0050 (15)
C3	0.0186 (16)	0.025 (2)	0.0161 (17)	0.0070 (15)	0.0041 (13)	−0.0002 (16)
C4	0.0189 (16)	0.024 (2)	0.0234 (19)	0.0066 (15)	0.0090 (14)	0.0037 (17)
C5	0.0221 (17)	0.021 (2)	0.027 (2)	0.0076 (15)	0.0029 (15)	0.0021 (17)
C6	0.0269 (18)	0.028 (2)	0.0158 (18)	0.0110 (16)	0.0020 (14)	0.0017 (16)
C7	0.0192 (16)	0.026 (2)	0.0171 (17)	0.0106 (15)	0.0051 (14)	0.0042 (16)
C8	0.034 (2)	0.033 (3)	0.055 (3)	−0.0122 (19)	0.019 (2)	−0.010 (2)
C9	0.0193 (16)	0.023 (2)	0.0124 (16)	0.0049 (14)	0.0043 (13)	0.0066 (15)
C10	0.0205 (16)	0.022 (2)	0.0131 (17)	0.0053 (14)	0.0023 (13)	0.0002 (15)
C11	0.0219 (17)	0.026 (2)	0.0200 (18)	0.0074 (15)	0.0047 (14)	0.0005 (17)
C12	0.0310 (19)	0.023 (2)	0.0154 (17)	0.0126 (16)	0.0066 (15)	0.0015 (16)
C13	0.0254 (17)	0.021 (2)	0.0231 (19)	0.0025 (15)	0.0059 (15)	0.0028 (17)
C14	0.0172 (16)	0.028 (2)	0.0224 (19)	0.0049 (15)	0.0058 (14)	0.0052 (17)
C15	0.044 (2)	0.020 (2)	0.043 (3)	0.0120 (19)	0.011 (2)	0.005 (2)
C16	0.0170 (15)	0.022 (2)	0.0160 (17)	0.0080 (14)	0.0059 (13)	0.0054 (15)
C17	0.0199 (16)	0.027 (2)	0.0188 (18)	0.0092 (15)	0.0023 (14)	0.0082 (17)
C18	0.0200 (16)	0.028 (2)	0.0177 (18)	0.0097 (15)	0.0030 (14)	0.0107 (16)
C19	0.0170 (15)	0.027 (2)	0.0153 (17)	0.0050 (15)	0.0060 (13)	0.0036 (16)
C20	0.0174 (15)	0.025 (2)	0.0181 (18)	0.0102 (15)	0.0060 (13)	0.0041 (16)
C21	0.0191 (16)	0.024 (2)	0.0175 (18)	0.0065 (15)	0.0034 (13)	0.0071 (16)
C22	0.0178 (16)	0.038 (3)	0.025 (2)	0.0091 (16)	0.0084 (15)	0.0062 (19)
C23	0.018 (4)	0.021 (6)	0.020 (6)	0.002 (4)	0.008 (5)	0.005 (5)
C24	0.0195 (16)	0.016 (2)	0.0179 (17)	0.0078 (14)	0.0021 (13)	0.0012 (15)
C25	0.0163 (15)	0.023 (2)	0.0228 (19)	0.0068 (14)	0.0086 (13)	0.0047 (16)
C26	0.0185 (15)	0.018 (2)	0.0209 (18)	0.0051 (14)	0.0075 (14)	0.0059 (16)
C27	0.0197 (16)	0.014 (2)	0.0195 (18)	0.0072 (14)	0.0046 (13)	0.0001 (15)
C28	0.0168 (15)	0.024 (2)	0.0215 (18)	0.0076 (14)	0.0088 (14)	0.0045 (16)
C29	0.0173 (15)	0.016 (2)	0.0200 (18)	0.0047 (14)	0.0055 (13)	0.0062 (15)
C30	0.0275 (18)	0.025 (2)	0.028 (2)	0.0104 (16)	0.0100 (16)	0.0112 (18)
C31	0.0203 (16)	0.0129 (19)	0.0197 (18)	0.0057 (14)	0.0037 (14)	0.0060 (15)
C32	0.0174 (15)	0.020 (2)	0.0217 (19)	0.0059 (14)	0.0023 (14)	0.0052 (16)
C33	0.0270 (18)	0.029 (2)	0.0160 (18)	0.0091 (16)	−0.0015 (14)	0.0035 (17)
C34	0.0291 (18)	0.022 (2)	0.0185 (18)	0.0061 (16)	0.0088 (15)	0.0024 (16)
C35	0.0207 (16)	0.023 (2)	0.0202 (19)	0.0075 (15)	0.0062 (14)	0.0030 (16)
C36	0.0194 (15)	0.018 (2)	0.0187 (18)	0.0058 (14)	0.0042 (13)	0.0060 (15)
C37	0.037 (2)	0.057 (3)	0.030 (2)	0.018 (2)	0.0184 (19)	−0.001 (2)
C38	0.0184 (15)	0.019 (2)	0.0161 (17)	0.0047 (14)	0.0032 (13)	0.0053 (15)
C39	0.0273 (18)	0.022 (2)	0.0194 (19)	0.0087 (16)	0.0037 (15)	0.0006 (16)
C40	0.0239 (17)	0.025 (2)	0.0198 (18)	0.0098 (16)	0.0029 (14)	0.0068 (17)
C41	0.0150 (15)	0.027 (2)	0.0165 (17)	0.0059 (14)	0.0070 (13)	0.0026 (16)
C42	0.0183 (15)	0.017 (2)	0.0246 (19)	0.0038 (14)	0.0081 (14)	0.0014 (16)
C43	0.0130 (14)	0.021 (2)	0.0252 (19)	0.0060 (14)	0.0070 (13)	0.0058 (16)
C44	0.031 (2)	0.038 (3)	0.022 (2)	0.0116 (18)	−0.0023 (16)	0.0038 (19)
O1	0.025 (4)	0.048 (8)	0.023 (4)	0.003 (4)	−0.010 (3)	0.010 (5)
O2	0.0238 (13)	0.0297 (18)	0.0314 (16)	0.0005 (12)	0.0029 (11)	−0.0069 (13)
O3	0.0341 (14)	0.0233 (17)	0.0329 (16)	0.0137 (12)	0.0114 (12)	0.0018 (13)
O4	0.0215 (12)	0.0350 (17)	0.0199 (13)	0.0121 (11)	0.0102 (10)	0.0124 (12)
O5	0.050 (6)	0.043 (7)	0.019 (7)	−0.001 (4)	0.012 (5)	0.004 (6)
O6	0.0208 (12)	0.0209 (15)	0.0264 (14)	0.0120 (10)	0.0095 (10)	0.0099 (12)
O7	0.0364 (15)	0.045 (2)	0.0190 (14)	0.0174 (14)	0.0089 (12)	0.0006 (13)
O8	0.0228 (12)	0.0276 (17)	0.0188 (13)	0.0068 (11)	0.0011 (10)	0.0009 (12)
Cl1	0.0235 (17)	0.031 (3)	0.026 (2)	0.0019 (17)	−0.0072 (14)	0.002 (2)
Cl2	0.0301 (15)	0.026 (2)	0.017 (3)	0.0001 (14)	0.007 (2)	0.004 (2)

Geometric parameters (Å, º) top

Rh1—C1	1.699 (12)	C19—C20	1.385 (5)
Rh1—C1ⁱ	1.699 (13)	C20—C21	1.385 (5)
Rh1—P1ⁱ	2.3257 (10)	C20—H043	0.95
Rh1—P1	2.3257 (10)	C21—H014	0.95
Rh1—Cl1	2.416 (5)	C22—O4	1.431 (4)
Rh1—Cl1ⁱ	2.416 (5)	C22—H04D	0.98
Rh2—C23	1.751 (11)	C22—H04E	0.98
Rh2—C23ⁱⁱ	1.751 (11)	C22—H04F	0.98
Rh2—P2ⁱⁱ	2.3321 (11)	C23—Cl2	0.660 (9)
Rh2—P2	2.3321 (11)	C23—O5	1.171 (13)
Rh2—Cl2	2.410 (4)	C24—C29	1.392 (5)
Rh2—Cl2ⁱⁱ	2.410 (4)	C24—C25	1.402 (5)
P1—C16	1.815 (3)	C25—C26	1.386 (5)
P1—C2	1.817 (4)	C25—H037	0.95
P1—C9	1.817 (4)	C26—C27	1.384 (5)
P2—C24	1.804 (4)	C26—H019	0.95
P2—C31	1.824 (4)	C27—O6	1.363 (4)
P2—C38	1.827 (4)	C27—C28	1.401 (5)
C1—Cl1	0.720 (12)	C28—C29	1.388 (5)
C1—O1	1.157 (18)	C28—H044	0.95
C2—C7	1.393 (5)	C29—H017	0.95
C2—C3	1.397 (5)	C30—O6	1.438 (4)
C3—C4	1.383 (5)	C30—H05D	0.98
C3—H023	0.95	C30—H05E	0.98
C4—C5	1.387 (5)	C30—H05F	0.98
C4—H035	0.95	C31—C36	1.389 (5)
C5—O2	1.365 (5)	C31—C32	1.404 (5)
C5—C6	1.396 (5)	C32—C33	1.383 (5)
C6—C7	1.382 (5)	C32—H021	0.95
C6—H030	0.95	C33—C34	1.403 (5)
C7—H047	0.95	C33—H026	0.95
C8—O2	1.424 (5)	C34—O7	1.361 (5)
C8—H04A	0.98	C34—C35	1.386 (5)
C8—H04B	0.98	C35—C36	1.395 (5)
C8—H04C	0.98	C35—H016	0.95
C9—C14	1.397 (5)	C36—H041	0.95
C9—C10	1.400 (5)	C37—O7	1.438 (5)
C10—C11	1.391 (5)	C37—H05A	0.98
C10—H048	0.95	C37—H05B	0.98
C11—C12	1.386 (5)	C37—H05C	0.98
C11—H036	0.95	C38—C43	1.379 (5)
C12—O3	1.367 (5)	C38—C39	1.399 (5)
C12—C13	1.392 (5)	C39—C40	1.396 (5)
C13—C14	1.388 (6)	C39—H031	0.95
C13—H022	0.95	C40—C41	1.376 (6)
C14—H046	0.95	C40—H054	0.95
C15—O3	1.433 (5)	C41—O8	1.370 (4)
C15—H05J	0.98	C41—C42	1.399 (5)
C15—H05K	0.98	C42—C43	1.378 (5)
C15—H05L	0.98	C42—H018	0.95
C16—C17	1.393 (5)	C43—H032	0.95
C16—C21	1.394 (5)	C44—O8	1.422 (4)
C17—C18	1.385 (5)	C44—H05G	0.98
C17—H034	0.95	C44—H05H	0.98
C18—C19	1.399 (5)	C44—H05I	0.98
C18—H033	0.95	O5—Cl2	0.511 (10)
C19—O4	1.363 (4)

C1—Rh1—C1ⁱ	180.000 (4)	C17—C18—H033	120
C1—Rh1—P1ⁱ	89.5 (4)	C19—C18—H033	120
C1ⁱ—Rh1—P1ⁱ	90.5 (4)	O4—C19—C20	125.3 (3)
C1—Rh1—P1	90.5 (4)	O4—C19—C18	115.1 (3)
C1ⁱ—Rh1—P1	89.5 (4)	C20—C19—C18	119.6 (3)
P1ⁱ—Rh1—P1	180	C19—C20—C21	119.7 (3)
C1—Rh1—Cl1	1.9 (4)	C19—C20—H043	120.1
C1ⁱ—Rh1—Cl1	178.1 (4)	C21—C20—H043	120.1
P1ⁱ—Rh1—Cl1	88.80 (9)	C20—C21—C16	121.3 (3)
P1—Rh1—Cl1	91.20 (9)	C20—C21—H014	119.3
C1—Rh1—Cl1ⁱ	178.1 (4)	C16—C21—H014	119.3
C1ⁱ—Rh1—Cl1ⁱ	1.9 (4)	O4—C22—H04D	109.5
P1ⁱ—Rh1—Cl1ⁱ	91.20 (9)	O4—C22—H04E	109.5
P1—Rh1—Cl1ⁱ	88.80 (9)	H04D—C22—H04E	109.5
Cl1—Rh1—Cl1ⁱ	180.0000 (10)	O4—C22—H04F	109.5
C23—Rh2—C23ⁱⁱ	180.0 (9)	H04D—C22—H04F	109.5
C23—Rh2—P2ⁱⁱ	88.1 (4)	H04E—C22—H04F	109.5
C23ⁱⁱ—Rh2—P2ⁱⁱ	91.9 (4)	Cl2—C23—Rh2	177.8 (15)
C23—Rh2—P2	91.9 (4)	O5—C23—Rh2	176.8 (16)
C23ⁱⁱ—Rh2—P2	88.1 (4)	C29—C24—C25	117.9 (3)
P2ⁱⁱ—Rh2—P2	180.00 (5)	C29—C24—P2	120.5 (3)
C23—Rh2—Cl2	0.6 (4)	C25—C24—P2	121.6 (3)
C23ⁱⁱ—Rh2—Cl2	179.4 (4)	C26—C25—C24	121.2 (3)
P2ⁱⁱ—Rh2—Cl2	87.94 (10)	C26—C25—H037	119.4
P2—Rh2—Cl2	92.06 (10)	C24—C25—H037	119.4
C23—Rh2—Cl2ⁱⁱ	179.4 (4)	C27—C26—C25	120.1 (3)
C23ⁱⁱ—Rh2—Cl2ⁱⁱ	0.6 (4)	C27—C26—H019	120
P2ⁱⁱ—Rh2—Cl2ⁱⁱ	92.06 (10)	C25—C26—H019	120
P2—Rh2—Cl2ⁱⁱ	87.94 (10)	O6—C27—C26	124.4 (3)
Cl2—Rh2—Cl2ⁱⁱ	180.0 (2)	O6—C27—C28	115.7 (3)
C16—P1—C2	106.79 (17)	C26—C27—C28	119.8 (3)
C16—P1—C9	103.67 (16)	C29—C28—C27	119.4 (3)
C2—P1—C9	104.54 (16)	C29—C28—H044	120.3
C16—P1—Rh1	109.09 (11)	C27—C28—H044	120.3
C2—P1—Rh1	112.92 (11)	C28—C29—C24	121.6 (3)
C9—P1—Rh1	118.87 (12)	C28—C29—H017	119.2
C24—P2—C31	103.44 (16)	C24—C29—H017	119.2
C24—P2—C38	104.95 (17)	O6—C30—H05D	109.5
C31—P2—C38	104.75 (16)	O6—C30—H05E	109.5
C24—P2—Rh2	111.46 (12)	H05D—C30—H05E	109.5
C31—P2—Rh2	118.04 (12)	O6—C30—H05F	109.5
C38—P2—Rh2	112.97 (11)	H05D—C30—H05F	109.5
Cl1—C1—Rh1	173.6 (14)	H05E—C30—H05F	109.5
O1—C1—Rh1	173.2 (14)	C36—C31—C32	118.0 (3)
C7—C2—C3	118.0 (3)	C36—C31—P2	122.7 (3)
C7—C2—P1	123.5 (3)	C32—C31—P2	119.2 (3)
C3—C2—P1	118.3 (3)	C33—C32—C31	120.6 (3)
C4—C3—C2	121.8 (3)	C33—C32—H021	119.7
C4—C3—H023	119.1	C31—C32—H021	119.7
C2—C3—H023	119.1	C32—C33—C34	120.5 (3)
C3—C4—C5	119.4 (3)	C32—C33—H026	119.8
C3—C4—H035	120.3	C34—C33—H026	119.8
C5—C4—H035	120.3	O7—C34—C35	125.4 (3)
O2—C5—C4	124.7 (3)	O7—C34—C33	115.0 (3)
O2—C5—C6	115.7 (4)	C35—C34—C33	119.6 (3)
C4—C5—C6	119.6 (4)	C34—C35—C36	119.2 (3)
C7—C6—C5	120.4 (4)	C34—C35—H016	120.4
C7—C6—H030	119.8	C36—C35—H016	120.4
C5—C6—H030	119.8	C31—C36—C35	122.0 (3)
C6—C7—C2	120.7 (3)	C31—C36—H041	119
C6—C7—H047	119.6	C35—C36—H041	119
C2—C7—H047	119.6	O7—C37—H05A	109.5
O2—C8—H04A	109.5	O7—C37—H05B	109.5
O2—C8—H04B	109.5	H05A—C37—H05B	109.5
H04A—C8—H04B	109.5	O7—C37—H05C	109.5
O2—C8—H04C	109.5	H05A—C37—H05C	109.5
H04A—C8—H04C	109.5	H05B—C37—H05C	109.5
H04B—C8—H04C	109.5	C43—C38—C39	118.6 (3)
C14—C9—C10	117.3 (3)	C43—C38—P2	123.0 (3)
C14—C9—P1	120.2 (3)	C39—C38—P2	118.1 (3)
C10—C9—P1	122.5 (3)	C40—C39—C38	120.9 (4)
C11—C10—C9	121.3 (4)	C40—C39—H031	119.5
C11—C10—H048	119.4	C38—C39—H031	119.5
C9—C10—H048	119.4	C41—C40—C39	119.5 (3)
C12—C11—C10	120.2 (3)	C41—C40—H054	120.2
C12—C11—H036	119.9	C39—C40—H054	120.2
C10—C11—H036	119.9	O8—C41—C40	124.9 (3)
O3—C12—C11	116.0 (3)	O8—C41—C42	115.3 (4)
O3—C12—C13	124.4 (4)	C40—C41—C42	119.7 (3)
C11—C12—C13	119.5 (4)	C43—C42—C41	120.2 (4)
C14—C13—C12	119.8 (4)	C43—C42—H018	119.9
C14—C13—H022	120.1	C41—C42—H018	119.9
C12—C13—H022	120.1	C42—C43—C38	121.0 (3)
C13—C14—C9	121.9 (3)	C42—C43—H032	119.5
C13—C14—H046	119.1	C38—C43—H032	119.5
C9—C14—H046	119.1	O8—C44—H05G	109.5
O3—C15—H05J	109.5	O8—C44—H05H	109.5
O3—C15—H05K	109.5	H05G—C44—H05H	109.5
H05J—C15—H05K	109.5	O8—C44—H05I	109.5
O3—C15—H05L	109.5	H05G—C44—H05I	109.5
H05J—C15—H05L	109.5	H05H—C44—H05I	109.5
H05K—C15—H05L	109.5	C5—O2—C8	117.3 (3)
C17—C16—C21	118.3 (3)	C12—O3—C15	117.2 (3)
C17—C16—P1	123.1 (3)	C19—O4—C22	117.1 (3)
C21—C16—P1	118.5 (2)	C27—O6—C30	116.2 (3)
C18—C17—C16	120.8 (3)	C34—O7—C37	116.8 (3)
C18—C17—H034	119.6	C41—O8—C44	117.6 (3)
C16—C17—H034	119.6	O5—Cl2—C23	177 (2)
C17—C18—C19	120.0 (3)	O5—Cl2—Rh2	176 (2)

C1—Rh1—P1—C16	−93.0 (4)	C18—C19—C20—C21	3.7 (6)
C1ⁱ—Rh1—P1—C16	87.0 (4)	C19—C20—C21—C16	−0.6 (6)
Cl1—Rh1—P1—C16	−94.75 (17)	C17—C16—C21—C20	−2.3 (6)
Cl1ⁱ—Rh1—P1—C16	85.25 (17)	P1—C16—C21—C20	175.0 (3)
C1—Rh1—P1—C2	148.5 (4)	C31—P2—C24—C29	144.7 (3)
C1ⁱ—Rh1—P1—C2	−31.5 (4)	C38—P2—C24—C29	−105.8 (3)
Cl1—Rh1—P1—C2	146.68 (16)	Rh2—P2—C24—C29	16.9 (3)
Cl1ⁱ—Rh1—P1—C2	−33.32 (16)	C31—P2—C24—C25	−35.9 (3)
C1—Rh1—P1—C9	25.5 (4)	C38—P2—C24—C25	73.6 (3)
C1ⁱ—Rh1—P1—C9	−154.5 (4)	Rh2—P2—C24—C25	−163.7 (3)
Cl1—Rh1—P1—C9	23.70 (16)	C29—C24—C25—C26	−0.2 (5)
Cl1ⁱ—Rh1—P1—C9	−156.30 (16)	P2—C24—C25—C26	−179.6 (3)
C23—Rh2—P2—C24	97.8 (4)	C24—C25—C26—C27	−0.1 (6)
C23ⁱⁱ—Rh2—P2—C24	−82.2 (4)	C25—C26—C27—O6	−177.9 (3)
Cl2—Rh2—P2—C24	97.21 (17)	C25—C26—C27—C28	1.0 (6)
Cl2ⁱⁱ—Rh2—P2—C24	−82.79 (17)	O6—C27—C28—C29	177.3 (3)
C23—Rh2—P2—C31	−21.7 (4)	C26—C27—C28—C29	−1.7 (6)
C23ⁱⁱ—Rh2—P2—C31	158.3 (4)	C27—C28—C29—C24	1.5 (6)
Cl2—Rh2—P2—C31	−22.28 (16)	C25—C24—C29—C28	−0.5 (5)
Cl2ⁱⁱ—Rh2—P2—C31	157.72 (16)	P2—C24—C29—C28	178.9 (3)
C23—Rh2—P2—C38	−144.3 (4)	C24—P2—C31—C36	124.8 (3)
C23ⁱⁱ—Rh2—P2—C38	35.7 (4)	C38—P2—C31—C36	15.1 (3)
Cl2—Rh2—P2—C38	−144.90 (17)	Rh2—P2—C31—C36	−111.6 (3)
Cl2ⁱⁱ—Rh2—P2—C38	35.10 (17)	C24—P2—C31—C32	−58.5 (3)
C16—P1—C2—C7	4.8 (3)	C38—P2—C31—C32	−168.2 (3)
C9—P1—C2—C7	−104.6 (3)	Rh2—P2—C31—C32	65.1 (3)
Rh1—P1—C2—C7	124.7 (3)	C36—C31—C32—C33	0.5 (5)
C16—P1—C2—C3	−171.4 (3)	P2—C31—C32—C33	−176.2 (3)
C9—P1—C2—C3	79.1 (3)	C31—C32—C33—C34	1.4 (6)
Rh1—P1—C2—C3	−51.5 (3)	C32—C33—C34—O7	177.3 (3)
C7—C2—C3—C4	1.4 (5)	C32—C33—C34—C35	−2.6 (6)
P1—C2—C3—C4	177.8 (3)	O7—C34—C35—C36	−178.0 (3)
C2—C3—C4—C5	−2.1 (6)	C33—C34—C35—C36	1.9 (6)
C3—C4—C5—O2	−177.6 (3)	C32—C31—C36—C35	−1.2 (5)
C3—C4—C5—C6	1.4 (6)	P2—C31—C36—C35	175.4 (3)
O2—C5—C6—C7	179.2 (3)	C34—C35—C36—C31	0.0 (6)
C4—C5—C6—C7	0.1 (6)	C24—P2—C38—C43	−3.7 (3)
C5—C6—C7—C2	−0.9 (5)	C31—P2—C38—C43	104.9 (3)
C3—C2—C7—C6	0.1 (5)	Rh2—P2—C38—C43	−125.3 (3)
P1—C2—C7—C6	−176.1 (3)	C24—P2—C38—C39	169.4 (3)
C16—P1—C9—C14	54.2 (3)	C31—P2—C38—C39	−82.0 (3)
C2—P1—C9—C14	165.9 (3)	Rh2—P2—C38—C39	47.8 (3)
Rh1—P1—C9—C14	−67.0 (3)	C43—C38—C39—C40	0.5 (5)
C16—P1—C9—C10	−127.8 (3)	P2—C38—C39—C40	−172.9 (3)
C2—P1—C9—C10	−16.0 (3)	C38—C39—C40—C41	2.1 (5)
Rh1—P1—C9—C10	111.0 (3)	C39—C40—C41—O8	175.8 (3)
C14—C9—C10—C11	−1.5 (5)	C39—C40—C41—C42	−2.8 (5)
P1—C9—C10—C11	−179.6 (3)	O8—C41—C42—C43	−177.8 (3)
C9—C10—C11—C12	0.0 (5)	C40—C41—C42—C43	1.0 (5)
C10—C11—C12—O3	−179.6 (3)	C41—C42—C43—C38	1.7 (5)
C10—C11—C12—C13	1.5 (5)	C39—C38—C43—C42	−2.4 (5)
O3—C12—C13—C14	179.8 (3)	P2—C38—C43—C42	170.6 (3)
C11—C12—C13—C14	−1.3 (5)	C4—C5—O2—C8	5.7 (6)
C12—C13—C14—C9	−0.3 (6)	C6—C5—O2—C8	−173.3 (4)
C10—C9—C14—C13	1.7 (5)	C11—C12—O3—C15	178.2 (3)
P1—C9—C14—C13	179.8 (3)	C13—C12—O3—C15	−2.9 (5)
C2—P1—C16—C17	−88.3 (4)	C20—C19—O4—C22	7.5 (6)
C9—P1—C16—C17	21.8 (4)	C18—C19—O4—C22	−171.7 (3)
Rh1—P1—C16—C17	149.4 (3)	C26—C27—O6—C30	−0.4 (5)
C2—P1—C16—C21	94.6 (3)	C28—C27—O6—C30	−179.3 (3)
C9—P1—C16—C21	−155.4 (3)	C35—C34—O7—C37	3.5 (6)
Rh1—P1—C16—C21	−27.8 (3)	C33—C34—O7—C37	−176.4 (3)
C21—C16—C17—C18	2.1 (6)	C40—C41—O8—C44	−4.7 (5)
P1—C16—C17—C18	−175.1 (3)	C42—C41—O8—C44	173.9 (3)
C16—C17—C18—C19	1.0 (6)	O1—C1—Cl1—Rh1	132 (13)
C17—C18—C19—O4	175.4 (4)	P1ⁱ—Rh1—Cl1—C1	−110 (11)
C17—C18—C19—C20	−3.9 (6)	P1—Rh1—Cl1—C1	70 (11)
O4—C19—C20—C21	−175.5 (4)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C14—H046···Cl1	0.95	2.81	3.191 (5)	105
C32—H021···Cl2	0.95	2.82	3.157 (5)	102
C8—H04A···Cl1ⁱⁱⁱ	0.98	2.73	3.693 (7)	169
C8—H04A···O1ⁱⁱⁱ	0.98	2.52	3.486 (18)	168

Symmetry code: (iii) −x+1, −y+1, −z+1.

Experimental details

Crystal data
Chemical formula	[RhCl(C₂₁H₂₁O₃P)₂(CO)]
M_r	871.07
Crystal system, space group	Triclinic, P1
Temperature (K)	100
a, b, c (Å)	7.8350 (4), 12.3151 (8), 21.0591 (13)
α, β, γ (°)	90.995 (2), 99.591 (2), 101.220 (2)
V (Å³)	1962.7 (2)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	0.64
Crystal size (mm)	0.24 × 0.16 × 0.10

Data collection
Diffractometer	Bruker APEXII CCD
Absorption correction	Multi-scan (SADABS; Bruker, 2004)
T_min, T_max	0.887, 0.937
No. of measured, independent and observed [I > 2σ(I)] reflections	26016, 9327, 6401
R_int	0.098
(sin θ/λ)_max (Å⁻¹)	0.661

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.052, 0.144, 1.04
No. of reflections	9327
No. of parameters	517
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	2.45, −1.17

Computer programs: APEX2 (Bruker, 2005), SAINT-Plus (Bruker, 2004), SAINT-Plus and XPREP (Bruker, 2004), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), Mercury (Macrae et al., 2008), WinGX (Farrugia, 1999).

Selected geometric parameters (Å, º) top

Rh1—C1	1.699 (12)	Rh2—P2	2.3321 (11)
Rh1—P1	2.3257 (10)	Rh2—Cl2	2.410 (4)
Rh1—Cl1	2.416 (5)	C1—O1	1.157 (18)
Rh2—C23	1.751 (11)	C23—O5	1.171 (13)

C1—Rh1—P1	90.5 (4)	C23—Rh2—P2	91.9 (4)
P1—Rh1—Cl1	91.20 (9)	P2—Rh2—Cl2	92.06 (10)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C14—H046···Cl1	0.95	2.81	3.191 (5)	104.7
C32—H021···Cl2	0.95	2.82	3.157 (5)	101.9
C8—H04A···Cl1ⁱ	0.98	2.73	3.693 (7)	169.0
C8—H04A···O1ⁱ	0.98	2.52	3.486 (18)	168.3

Symmetry code: (i) −x+1, −y+1, −z+1.

Acknowledgements

The authors thank SASOL, the South African NRF and THRIP and the University of the Free State Research Fund for financial support. The views expressed do not necessarily represent that of the NRF.

References

Angoletta, M. (1959). Gazz. Chim. Ital. 89, 2359–2361. CAS Google Scholar
Basson, S. S., Leipoldt, J. G. & Roodt, A. (1990). Acta Cryst. C46, 142–144. CSD CrossRef CAS Web of Science IUCr Journals Google Scholar
Bruker (2004). SADABS and SAINT-Plus (including XPREP). Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Bruker (2005). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Burgoyne, A. R., Meijboom, R., Muller, A. & Omondi, B. O. (2010). Acta Cryst. E66, m1380–m1381. Web of Science CSD CrossRef IUCr Journals Google Scholar
Clarke, M. L., Holliday, G. L., Slawin, A. M. Z. & Woollins, J. D. (2002). J. Chem. Soc. Dalton Trans. pp 1093–1103. Google Scholar
Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837–838. CrossRef CAS IUCr Journals Google Scholar
Kemp, G., Roodt, A. & Purcell, W. (1995). Rhodium Express, 12, 21–26. CAS Google Scholar
Macrae, C. F., Bruno, I. J., Chisholm, J. A., Edgington, P. R., McCabe, P., Pidcock, E., Rodriguez-Monge, L., Taylor, R., van de Streek, J. & Wood, P. A. (2008). J. Appl. Cryst. 41, 466–470. Web of Science CSD CrossRef CAS IUCr Journals Google Scholar
McCleverty, J. A. & Wilkinson, G. (1990). Inorg. Synth. 28, 84–86. CrossRef CAS Web of Science Google Scholar
Meijboom, R., Muller, A. & Roodt, A. (2006). Acta Cryst. E62, m1309–m1311. Web of Science CSD CrossRef IUCr Journals Google Scholar
Monge, A., Gutiérrez-Puebla, E., Heras, J. V. & Pinilla, E. (1983). Acta Cryst. C39, 446–448. CSD CrossRef CAS Web of Science IUCr Journals Google Scholar
Otto, S., Mzamane, S. N. & Roodt, A. (1999). Acta Cryst. C55, 67–69. CSD CrossRef CAS IUCr Journals Google Scholar
Rheingold, A. L. & Geib, S. J. (1987). Acta Cryst. C43, 784–786. CSD CrossRef CAS Web of Science IUCr Journals Google Scholar
Roodt, A., Otto, S. & Steyl, G. (2003). Coord. Chem. Rev. 245, 121–137. Web of Science CSD CrossRef CAS Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Vaska, L. & Di Luzio, J. W. (1961). J. Am. Chem. Soc. 83, 2784–2785. CrossRef CAS Web of Science Google Scholar
Wilson, M. R., Prock, A., Giering, W. P., Fernandez, A. L., Haar, C. M., Nolan, S. P. & Foxman, B. M. (2002). Organometallics, 21, 2758–2763. Web of Science CSD CrossRef CAS Google Scholar