trans-Carbonyl­chloridobis[diphen­yl(4-vinyl­phen­yl)phosphane-κP]rhodium(I)

Ogutu, H.; Kirsten, L.; Meijboom, R.

doi:10.1107/S1600536812013669

metal-organic compounds

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ISSN: 2056-9890

Volume 68| Part 5| May 2012| Page m545

doi:10.1107/S1600536812013669

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trans-Carbonylchloridobis[diphenyl(4-vinylphenyl)phosphane-κP]rhodium(I)

Hezron Ogutu,^a Leo Kirsten ^a and Reinout Meijboom ^a ^*

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

(Received 22 March 2012; accepted 29 March 2012; online 4 April 2012)

In the title compound, trans-[RhCl(C₂₀H₁₇P)₂(CO)], the Rh^I atom is situated on a center of symmetry, resulting in a statistical 1:1 disorder of the chloride [Rh—Cl = 2.383 (2) Å] and carbonyl [Rh—C = 1.752 (7) Å] ligands. The distorted trans square-planar environment is completed by two P atoms [Rh—P = 2.3251 (4) Å] from two diphenyl(4-vinylphenyl)phosphane ligands. The vinyl group is disordered over two sets of sites in a 0.668 (10):0.332 (10) ratio. The crystal packing exhibits weak C—H⋯Cl and C—H⋯O hydrogen bonds and π–π interactions between the phenyl rings of neighbouring molecules, with a centroid–centroid distance of 3.682 (2) Å.

Related literature

For a review of rhodium Vaska {trans-[RhCl(CO)(PR₃)₂]} compounds, see: Roodt et al. (2003 ). For related compounds, see: Angoletta (1959 ); Vaska & Di Luzio (1961 ); Chen et al. (1991 ); Kuwabara & Bau (1994 ); Otto et al. (2000 ); Otto (2001 ); Meijboom et al. (2005 ).

Experimental

Crystal data

[RhCl(C₂₀H₁₇P)₂(CO)]
M_r = 742.98
Triclinic, $[P \overline 1]$
a = 9.9030 (4) Å
b = 9.9310 (4) Å
c = 10.4150 (4) Å
α = 85.727 (2)°
β = 68.475 (2)°
γ = 62.295 (2)°
V = 837.85 (6) Å³
Z = 1
Cu Kα radiation
μ = 6.01 mm⁻¹
T = 100 K
0.10 × 0.08 × 0.06 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2007 ) T_min = 0.107, T_max = 0.402
11163 measured reflections
2941 independent reflections
2850 reflections with I > 2σ(I)
R_int = 0.026

Refinement

R[F² > 2σ(F²)] = 0.024
wR(F²) = 0.057
S = 1.04
2941 reflections
232 parameters
6 restraints
H-atom parameters constrained
Δρ_max = 0.46 e Å⁻³
Δρ_min = −0.27 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C9B—H9B1⋯O01ⁱ	0.93	2.54	3.205 (11)	129
C14—H14⋯Cl1ⁱⁱ	0.93	2.79	3.660 (3)	157
Symmetry codes: (i) -x+2, -y, -z; (ii) -x+1, -y+2, -z+1.

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT-Plus (Bruker, 2007); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg & Putz, 2005 ); software used to prepare material for publication: WinGX (Farrugia, 1999 ).

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536812013669/cv5270sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536812013669/cv5270Isup2.hkl

checkCIF report

Comment top

The original Vaska complex, trans-[IrCl(CO)(PPh₃)₂], was first reported in 1959 (Angoletta, 1959), but later correctly formulated by Vaska in 1961 (Vaska & Di Luzio, 1961) . This class of symmetrical square-planar complexes often crystallizes with the metal atom on a crystallographic inversion centre of symmetry, thus imposing a disordered packing arrangement (Otto, 2001;Otto et al., 2000; Chen et al.,1991; Kuwabara & Bau, 1994).These Vaska type complexes are useful model complexes and provide several probing methods, e.g. NMR and IR, to investigate the steric and electronic effects of novel group 15 ligands (Roodt et al., 2003).

Here we report the title compound, the i>trans-[RhClL₂(CO)](L = diphenyl(4-vinylphenyl)phosphane) complex crystallizes in the triclinic space group, P-1.The crystal structure of the title compound (Fig.1) shows the expected square planar geometry with the phosphane ligands trans to each other. The Rh^I atom is situated on a center of symmetry, resulting in a statistical 1:1 disorder of the chlorido [Rh—Cl 2.383 (2) Å] and carbonyl [Rh—C 1.752 (7) Å] ligands. The distorted trans square-planar environment is completed by two P atoms [Rh—P 2.3251 (4) Å] from two L ligands. The vinyl group is disordered over two sets of sites in a 0.668 (10):0.332 (10) ratio. The J coupling of (Rh-P) is 128 Hz which is in agreement with the coupling constants for other rhodium Vaska type complexes of this nature (Meijboom et al., 2005). The C01–Rh1–P2 angle of 92.99 (17) ° and the P2–Rh1–Cl1 of 94.46 (3) ° exemplifies the deviation from the ideal 90 ° square planar geometry.

The crystal packing exhibits weak intermolecular C—H···Cl and C—H···O hydrogen bonds (Table 1). There is a π–π interaction between the neighbouring phenyl ring centroids of C16-C21 and C16-C21 (2-x,1-y,1-z), respectively with the centroid-centroid distance of 3.682 (2) Å.

Related literature top

For a review of rhodium Vaska {trans-[RhCl(CO)(PR₃)₂]} compounds, see: Roodt et al. (2003). For related compounds, see: Angoletta (1959); Vaska & Di Luzio (1961); Chen et al. (1991); Kuwabara & Bau (1994); Otto et al. (2000); Otto (2001); Meijboom et al. (2005).

Experimental top

Diphenylphosphinostyrene (0.15 g, 0.51 mmol) was dissolved in acetone (6 cm³). A solution of dichlorotetracarbonyldirhodium(I) (0.04 g, 0.13 mmol) in acetone was added to the phosphine solution. The mixture was stirred for 5 minutes, slow evaporation of the solvent afforded the title compound as a yellow crystalline solid. Spectroscopic analysis:³¹P{H} NMR (CDCl₃, 161.99 MHz, p.p.m.): 46.42 [d, ¹J(Rh—P) = 179.81 Hz]; IR ν(CO): 1957.96 cm^-1; (CD₂Cl₂) ν(CO): 1977.04 cm^-1.

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT-Plus (Bruker, 2007); data reduction: SAINT-Plus (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg & Putz, 2005); software used to prepare material for publication: WinGX (Farrugia, 1999).

Figures top

Fig. 1. The molecular structure of the title compound showing the atomic numbering and 50% probability displacement ellipsoids [symmetry code: (i) (1 - x, 1 - y, 1 - z)].

trans-Carbonylchloridobis[diphenyl(4-vinylphenyl)phosphane- κP]rhodium(I) top

Crystal data top

[RhCl(C₂₀H₁₇P)₂(CO)]	Z = 1
M_r = 742.98	F(000) = 380
Triclinic, P1	D_x = 1.473 Mg m⁻³
Hall symbol: -P 1	Cu Kα radiation, λ = 1.54178 Å
a = 9.9030 (4) Å	Cell parameters from 8410 reflections
b = 9.9310 (4) Å	θ = 4.6–66.3°
c = 10.4150 (4) Å	µ = 6.01 mm⁻¹
α = 85.727 (2)°	T = 100 K
β = 68.475 (2)°	Rectangular, yellow
γ = 62.295 (2)°	0.10 × 0.08 × 0.06 mm
V = 837.85 (6) Å³

Data collection top

Bruker APEXII CCD diffractometer	2941 independent reflections
Radiation source: fine-focus sealed tube	2850 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.026
ϕ and ω scans	θ_max = 66.3°, θ_min = 4.6°
Absorption correction: multi-scan (SADABS; Bruker, 2007)	h = −11→7
T_min = 0.107, T_max = 0.402	k = −11→11
11163 measured reflections	l = −12→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)] = 0.024	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.057	H-atom parameters constrained
S = 1.04	w = 1/[σ²(F_o²) + (0.0256P)² + 0.5512P] where P = (F_o² + 2F_c²)/3
2941 reflections	(Δ/σ)_max = 0.001
232 parameters	Δρ_max = 0.46 e Å⁻³
6 restraints	Δρ_min = −0.27 e Å⁻³

Crystal data top

[RhCl(C₂₀H₁₇P)₂(CO)]	γ = 62.295 (2)°
M_r = 742.98	V = 837.85 (6) Å³
Triclinic, P1	Z = 1
a = 9.9030 (4) Å	Cu Kα radiation
b = 9.9310 (4) Å	µ = 6.01 mm⁻¹
c = 10.4150 (4) Å	T = 100 K
α = 85.727 (2)°	0.10 × 0.08 × 0.06 mm
β = 68.475 (2)°

Data collection top

Bruker APEXII CCD diffractometer	2941 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2007)	2850 reflections with I > 2σ(I)
T_min = 0.107, T_max = 0.402	R_int = 0.026
11163 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.024	6 restraints
wR(F²) = 0.057	H-atom parameters constrained
S = 1.04	Δρ_max = 0.46 e Å⁻³
2941 reflections	Δρ_min = −0.27 e Å⁻³
232 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)
Rh1	0.5	0.5	0.5	0.02293 (9)
Cl1	0.34866 (19)	0.7717 (2)	0.55041 (12)	0.0329 (3)	0.5
C01	0.6149 (7)	0.2999 (8)	0.4747 (5)	0.0330 (14)*	0.5
O01	0.6932 (5)	0.1680 (6)	0.4511 (4)	0.0393 (13)*	0.5
P2	0.71286 (5)	0.50159 (5)	0.30681 (4)	0.02055 (12)
C2	0.7589 (2)	0.3785 (2)	0.15917 (19)	0.0239 (4)
C3	0.9177 (3)	0.2746 (2)	0.0745 (2)	0.0305 (4)
H3	1.0063	0.2629	0.0949	0.037*
C4	0.9461 (3)	0.1880 (3)	−0.0400 (2)	0.0412 (5)
H4	1.0536	0.1179	−0.0942	0.049*
C5	0.8188 (4)	0.2033 (3)	−0.0755 (2)	0.0431 (6)
C6	0.6589 (3)	0.3064 (3)	0.0108 (3)	0.0421 (6)
H6	0.5708	0.3183	−0.0103	0.05*
C7	0.6284 (3)	0.3916 (2)	0.1273 (2)	0.0331 (4)
H7	0.5206	0.4578	0.1843	0.04*
C10	0.6760 (2)	0.6851 (2)	0.23862 (19)	0.0224 (4)
C11	0.6826 (2)	0.7072 (2)	0.1032 (2)	0.0253 (4)
H11	0.7081	0.6263	0.0436	0.03*
C12	0.6512 (3)	0.8499 (2)	0.0569 (2)	0.0327 (4)
H12	0.6555	0.8642	−0.0335	0.039*
C13	0.6137 (3)	0.9700 (2)	0.1445 (3)	0.0379 (5)
H13	0.591	1.0657	0.1137	0.045*
C14	0.6097 (3)	0.9485 (2)	0.2788 (2)	0.0346 (5)
H14	0.5864	1.0292	0.3374	0.042*
C15	0.6406 (2)	0.8070 (2)	0.3253 (2)	0.0277 (4)
H15	0.6377	0.793	0.4153	0.033*
C16	0.9104 (2)	0.4379 (2)	0.32389 (18)	0.0226 (4)
C17	0.9552 (3)	0.3347 (2)	0.4169 (2)	0.0297 (4)
H17	0.8835	0.299	0.4721	0.036*
C18	1.1066 (3)	0.2846 (2)	0.4277 (2)	0.0335 (4)
H18	1.1369	0.2139	0.4888	0.04*
C19	1.2126 (2)	0.3398 (2)	0.3477 (2)	0.0316 (4)
H19	1.3137	0.3065	0.3553	0.038*
C20	1.1679 (2)	0.4442 (3)	0.2569 (2)	0.0314 (4)
H20	1.2384	0.4822	0.2042	0.038*
C21	1.0179 (2)	0.4927 (2)	0.2438 (2)	0.0274 (4)
H21	0.9891	0.562	0.1814	0.033*
C8A	0.8768 (8)	0.0979 (6)	−0.2041 (5)	0.0314 (11)	0.668 (10)
H8A	0.9865	0.0231	−0.2409	0.038*	0.668 (10)
C9A	0.7794 (5)	0.1079 (5)	−0.2647 (4)	0.0441 (14)	0.668 (10)
H9A1	0.6693	0.1819	−0.2295	0.053*	0.668 (10)
H9A2	0.8198	0.041	−0.3433	0.053*	0.668 (10)
C9B	0.9234 (11)	0.0621 (10)	−0.2909 (12)	0.043 (3)	0.332 (10)
H9B1	1.0259	0.0295	−0.2862	0.051*	0.332 (10)
H9B2	0.916	0.0272	−0.3672	0.051*	0.332 (10)
C8B	0.7895 (13)	0.1573 (11)	−0.1898 (8)	0.028 (2)	0.332 (10)
H8B	0.6847	0.1928	−0.1903	0.034*	0.332 (10)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Rh1	0.01987 (12)	0.02210 (12)	0.02175 (12)	−0.01035 (8)	−0.00276 (8)	0.00663 (7)
Cl1	0.0272 (6)	0.0269 (8)	0.0345 (6)	−0.0141 (6)	0.0001 (4)	0.0063 (6)
P2	0.0190 (2)	0.0228 (2)	0.0180 (2)	−0.01070 (18)	−0.00469 (17)	0.00582 (17)
C2	0.0292 (9)	0.0246 (9)	0.0233 (9)	−0.0173 (8)	−0.0107 (8)	0.0098 (7)
C3	0.0334 (10)	0.0332 (11)	0.0265 (10)	−0.0203 (9)	−0.0065 (8)	0.0024 (8)
C4	0.0518 (14)	0.0439 (13)	0.0288 (11)	−0.0326 (11)	−0.0013 (10)	−0.0035 (9)
C5	0.0767 (17)	0.0471 (13)	0.0270 (11)	−0.0487 (13)	−0.0171 (11)	0.0118 (10)
C6	0.0690 (16)	0.0469 (13)	0.0488 (13)	−0.0451 (13)	−0.0427 (13)	0.0280 (11)
C7	0.0363 (11)	0.0316 (11)	0.0426 (12)	−0.0208 (9)	−0.0216 (9)	0.0135 (9)
C10	0.0172 (8)	0.0230 (9)	0.0246 (9)	−0.0103 (7)	−0.0051 (7)	0.0061 (7)
C11	0.0225 (9)	0.0273 (9)	0.0248 (9)	−0.0127 (7)	−0.0069 (7)	0.0052 (7)
C12	0.0315 (10)	0.0335 (11)	0.0308 (10)	−0.0154 (9)	−0.0114 (8)	0.0146 (8)
C13	0.0359 (11)	0.0251 (10)	0.0481 (13)	−0.0151 (9)	−0.0119 (10)	0.0133 (9)
C14	0.0317 (10)	0.0264 (10)	0.0405 (12)	−0.0146 (8)	−0.0061 (9)	−0.0009 (8)
C15	0.0247 (9)	0.0302 (10)	0.0249 (9)	−0.0135 (8)	−0.0050 (7)	0.0028 (8)
C16	0.0229 (9)	0.0241 (9)	0.0182 (8)	−0.0094 (7)	−0.0067 (7)	−0.0001 (7)
C17	0.0337 (10)	0.0297 (10)	0.0298 (10)	−0.0168 (8)	−0.0144 (8)	0.0077 (8)
C18	0.0373 (11)	0.0304 (10)	0.0371 (11)	−0.0133 (9)	−0.0230 (9)	0.0086 (9)
C19	0.0273 (10)	0.0353 (11)	0.0315 (10)	−0.0109 (8)	−0.0142 (8)	−0.0023 (8)
C20	0.0274 (10)	0.0418 (12)	0.0266 (10)	−0.0184 (9)	−0.0088 (8)	0.0028 (8)
C21	0.0271 (9)	0.0344 (10)	0.0213 (9)	−0.0149 (8)	−0.0096 (8)	0.0056 (8)
C8A	0.032 (2)	0.030 (2)	0.029 (3)	−0.0122 (19)	−0.010 (2)	0.0010 (17)
C9A	0.044 (2)	0.045 (2)	0.038 (2)	−0.0152 (17)	−0.0148 (16)	−0.0073 (17)
C9B	0.046 (6)	0.048 (5)	0.033 (6)	−0.018 (4)	−0.016 (4)	−0.004 (4)
C8B	0.023 (4)	0.029 (4)	0.031 (4)	−0.010 (4)	−0.011 (3)	−0.002 (3)

Geometric parameters (Å, º) top

Rh1—C01ⁱ	1.752 (7)	C12—C13	1.377 (3)
Rh1—C01	1.752 (7)	C12—H12	0.93
Rh1—P2	2.3251 (4)	C13—C14	1.388 (3)
Rh1—P2ⁱ	2.3251 (4)	C13—H13	0.93
Rh1—Cl1ⁱ	2.383 (2)	C14—C15	1.383 (3)
Rh1—Cl1	2.383 (2)	C14—H14	0.93
C01—O01	1.158 (7)	C15—H15	0.93
P2—C2	1.8205 (19)	C16—C17	1.389 (3)
P2—C10	1.8266 (18)	C16—C21	1.395 (3)
P2—C16	1.8298 (18)	C17—C18	1.389 (3)
C2—C3	1.388 (3)	C17—H17	0.93
C2—C7	1.396 (3)	C18—C19	1.387 (3)
C3—C4	1.387 (3)	C18—H18	0.93
C3—H3	0.93	C19—C20	1.377 (3)
C4—C5	1.380 (4)	C19—H19	0.93
C4—H4	0.93	C20—C21	1.389 (3)
C5—C6	1.396 (4)	C20—H20	0.93
C5—C8B	1.473 (8)	C21—H21	0.93
C5—C8A	1.518 (6)	C8A—C9A	1.299 (8)
C6—C7	1.387 (3)	C8A—H8A	0.93
C6—H6	0.93	C9A—H9A1	0.93
C7—H7	0.93	C9A—H9A2	0.93
C10—C15	1.392 (3)	C9B—C8B	1.311 (15)
C10—C11	1.393 (3)	C9B—H9B1	0.93
C11—C12	1.392 (3)	C9B—H9B2	0.93
C11—H11	0.93	C8B—H8B	0.93

C01ⁱ—Rh1—C01	180.0000 (10)	C12—C11—C10	120.20 (19)
C01ⁱ—Rh1—P2	92.99 (17)	C12—C11—H11	119.9
C01—Rh1—P2	87.01 (17)	C10—C11—H11	119.9
C01ⁱ—Rh1—P2ⁱ	87.01 (17)	C13—C12—C11	120.2 (2)
C01—Rh1—P2ⁱ	92.99 (17)	C13—C12—H12	119.9
P2—Rh1—P2ⁱ	180.00 (2)	C11—C12—H12	119.9
C01ⁱ—Rh1—Cl1ⁱ	175.46 (17)	C12—C13—C14	120.06 (19)
C01—Rh1—Cl1ⁱ	4.54 (17)	C12—C13—H13	120
P2—Rh1—Cl1ⁱ	85.54 (3)	C14—C13—H13	120
P2ⁱ—Rh1—Cl1ⁱ	94.46 (3)	C15—C14—C13	119.9 (2)
C01ⁱ—Rh1—Cl1	4.54 (17)	C15—C14—H14	120.1
C01—Rh1—Cl1	175.46 (17)	C13—C14—H14	120.1
P2—Rh1—Cl1	94.46 (3)	C14—C15—C10	120.72 (19)
P2ⁱ—Rh1—Cl1	85.54 (3)	C14—C15—H15	119.6
Cl1ⁱ—Rh1—Cl1	180.00 (6)	C10—C15—H15	119.6
O01—C01—Rh1	176.7 (5)	C17—C16—C21	119.13 (17)
C2—P2—C10	103.30 (8)	C17—C16—P2	120.51 (15)
C2—P2—C16	105.19 (8)	C21—C16—P2	120.36 (14)
C10—P2—C16	102.16 (8)	C16—C17—C18	120.31 (19)
C2—P2—Rh1	110.70 (6)	C16—C17—H17	119.8
C10—P2—Rh1	116.84 (6)	C18—C17—H17	119.8
C16—P2—Rh1	117.12 (6)	C19—C18—C17	120.11 (19)
C3—C2—C7	118.24 (19)	C19—C18—H18	119.9
C3—C2—P2	123.22 (15)	C17—C18—H18	119.9
C7—C2—P2	118.52 (16)	C20—C19—C18	119.90 (18)
C4—C3—C2	120.8 (2)	C20—C19—H19	120
C4—C3—H3	119.6	C18—C19—H19	120
C2—C3—H3	119.6	C19—C20—C21	120.27 (19)
C5—C4—C3	121.7 (2)	C19—C20—H20	119.9
C5—C4—H4	119.2	C21—C20—H20	119.9
C3—C4—H4	119.2	C20—C21—C16	120.26 (18)
C4—C5—C6	117.4 (2)	C20—C21—H21	119.9
C4—C5—C8B	140.7 (5)	C16—C21—H21	119.9
C6—C5—C8B	101.4 (5)	C9A—C8A—C5	122.6 (5)
C4—C5—C8A	113.1 (3)	C9A—C8A—H8A	118.7
C6—C5—C8A	129.4 (3)	C5—C8A—H8A	118.7
C7—C6—C5	121.6 (2)	C8A—C9A—H9A1	120
C7—C6—H6	119.2	C8A—C9A—H9A2	120
C5—C6—H6	119.2	H9A1—C9A—H9A2	120
C6—C7—C2	120.3 (2)	C8B—C9B—H9B1	120
C6—C7—H7	119.9	C8B—C9B—H9B2	120
C2—C7—H7	119.9	H9B1—C9B—H9B2	120
C15—C10—C11	118.91 (17)	C9B—C8B—C5	114.4 (8)
C15—C10—P2	118.66 (14)	C9B—C8B—H8B	122.8
C11—C10—P2	122.43 (15)	C5—C8B—H8B	122.8

C01ⁱ—Rh1—P2—C2	−126.99 (17)	Rh1—P2—C10—C15	59.78 (15)
C01—Rh1—P2—C2	53.01 (17)	C2—P2—C10—C11	1.31 (17)
Cl1ⁱ—Rh1—P2—C2	48.71 (7)	C16—P2—C10—C11	110.36 (15)
Cl1—Rh1—P2—C2	−131.29 (7)	Rh1—P2—C10—C11	−120.47 (14)
C01ⁱ—Rh1—P2—C10	−9.16 (17)	C15—C10—C11—C12	−1.2 (3)
C01—Rh1—P2—C10	170.84 (17)	P2—C10—C11—C12	179.06 (15)
Cl1ⁱ—Rh1—P2—C10	166.53 (7)	C10—C11—C12—C13	0.1 (3)
Cl1—Rh1—P2—C10	−13.47 (7)	C11—C12—C13—C14	1.0 (3)
C01ⁱ—Rh1—P2—C16	112.47 (17)	C12—C13—C14—C15	−1.1 (3)
C01—Rh1—P2—C16	−67.53 (17)	C13—C14—C15—C10	0.1 (3)
Cl1ⁱ—Rh1—P2—C16	−71.84 (7)	C11—C10—C15—C14	1.1 (3)
Cl1—Rh1—P2—C16	108.16 (7)	P2—C10—C15—C14	−179.15 (15)
C10—P2—C2—C3	99.98 (17)	C2—P2—C16—C17	−96.18 (16)
C16—P2—C2—C3	−6.79 (18)	C10—P2—C16—C17	156.22 (16)
Rh1—P2—C2—C3	−134.20 (15)	Rh1—P2—C16—C17	27.23 (17)
C10—P2—C2—C7	−78.41 (16)	C2—P2—C16—C21	83.97 (16)
C16—P2—C2—C7	174.82 (15)	C10—P2—C16—C21	−23.63 (17)
Rh1—P2—C2—C7	47.41 (16)	Rh1—P2—C16—C21	−152.63 (13)
C7—C2—C3—C4	1.0 (3)	C21—C16—C17—C18	−1.3 (3)
P2—C2—C3—C4	−177.38 (16)	P2—C16—C17—C18	178.86 (16)
C2—C3—C4—C5	1.1 (3)	C16—C17—C18—C19	1.3 (3)
C3—C4—C5—C6	−1.9 (3)	C17—C18—C19—C20	−0.3 (3)
C3—C4—C5—C8B	168.8 (5)	C18—C19—C20—C21	−0.9 (3)
C3—C4—C5—C8A	−180.0 (2)	C19—C20—C21—C16	0.9 (3)
C4—C5—C6—C7	0.6 (3)	C17—C16—C21—C20	0.2 (3)
C8B—C5—C6—C7	−173.4 (3)	P2—C16—C21—C20	−179.99 (15)
C8A—C5—C6—C7	178.3 (3)	C4—C5—C8A—C9A	−171.1 (3)
C5—C6—C7—C2	1.5 (3)	C6—C5—C8A—C9A	11.1 (5)
C3—C2—C7—C6	−2.3 (3)	C8B—C5—C8A—C9A	−5.9 (6)
P2—C2—C7—C6	176.19 (15)	C4—C5—C8B—C9B	6.1 (10)
C2—P2—C10—C15	−178.44 (14)	C6—C5—C8B—C9B	177.7 (6)
C16—P2—C10—C15	−69.39 (16)	C8A—C5—C8B—C9B	−15.6 (5)

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
C9B—H9B1···O01ⁱⁱ	0.93	2.54	3.205 (11)	129
C14—H14···Cl1ⁱⁱⁱ	0.93	2.79	3.660 (3)	157

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

Experimental details

Crystal data
Chemical formula	[RhCl(C₂₀H₁₇P)₂(CO)]
M_r	742.98
Crystal system, space group	Triclinic, P1
Temperature (K)	100
a, b, c (Å)	9.9030 (4), 9.9310 (4), 10.4150 (4)
α, β, γ (°)	85.727 (2), 68.475 (2), 62.295 (2)
V (Å³)	837.85 (6)
Z	1
Radiation type	Cu Kα
µ (mm⁻¹)	6.01
Crystal size (mm)	0.10 × 0.08 × 0.06

Data collection
Diffractometer	Bruker APEXII CCD diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2007)
T_min, T_max	0.107, 0.402
No. of measured, independent and observed [I > 2σ(I)] reflections	11163, 2941, 2850
R_int	0.026
(sin θ/λ)_max (Å⁻¹)	0.594

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.024, 0.057, 1.04
No. of reflections	2941
No. of parameters	232
No. of restraints	6
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.46, −0.27

Computer programs: APEX2 (Bruker, 2007), SAINT-Plus (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg & Putz, 2005), WinGX (Farrugia, 1999).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C9B—H9B1···O01ⁱ	0.93	2.54	3.205 (11)	128.6
C14—H14···Cl1ⁱⁱ	0.93	2.79	3.660 (3)	156.6

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

Acknowledgements

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

References

Angoletta, M. (1959). Gazz. Chim. Ital. 89, 2359–2361. CAS Google Scholar
Brandenburg, K. & Putz, H. (2005). DIAMOND. Crystal Impact GbR, Bonn, Germany. Google Scholar
Bruker (2007). APEX2, SAINT-Plus and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Chen, Y.-J., Wang, J.-C. & Wang, Y. (1991). Acta Cryst. C47, 2441–2442. CSD CrossRef CAS Web of Science IUCr Journals Google Scholar
Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837–838. CrossRef CAS IUCr Journals Google Scholar
Kuwabara, E. & Bau, R. (1994). Acta Cryst. C50, 1409–1411. CSD CrossRef CAS Web of Science IUCr Journals Google Scholar
Meijboom, R., Muller, A. & Roodt, A. (2005). Acta Cryst. E61, m1283–m1285. Web of Science CSD CrossRef IUCr Journals Google Scholar
Otto, S. (2001). Acta Cryst. C57, 793–795. Web of Science CSD CrossRef CAS IUCr Journals Google Scholar
Otto, S., Roodt, A. & Smith, J. (2000). Inorg. Chim. Acta, 303, 295–299. Web of Science CSD CrossRef CAS 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