fac-Dichloro­tris(trimethyl­phosphine)(trimethyl­phospho­niometh­yl)rhodium(III) chloride/bromide dichloro­methane benzene solvate

Batsanov, A.S.; Marder, T.B.; Seeler, F.

doi:10.1107/S1600536806005630

metal-organic compounds

CRYSTALLOGRAPHIC
COMMUNICATIONS

ISSN: 2056-9890

Volume 62| Part 3| March 2006| Pages m574-m575

https://doi.org/10.1107/S1600536806005630

fac-Dichlorotris(trimethylphosphine)(trimethylphosphoniomethyl)rhodium(III) chloride/bromide dichloromethane benzene solvate

Andrei S. Batsanov,^a ^* Todd B. Marder ^a and Fabian Seeler ^a ‡

^aDepartment of Chemistry, University of Durham, South Road, Durham DH1 3LE, England
^*Correspondence e-mail: a.s.batsanov@durham.ac.uk

(Received 8 February 2006; accepted 15 February 2006; online 22 February 2006)

The title complex, [RhCl₂(C₄H₁₁P)(C₃H₉P)₃](Br_0.12/Cl_0.88)·CH₂Cl₂·C₆H₆, has an ionic structure with fac-octahedral coordination of Rh^III in the cation. The anion is a mixture of Cl and Br in a 7:1 ratio.

Comment

The fac-[RhCl₂(CH₂PMe₃)(PMe₃)₃]Cl salt has been prepared by Marder, Fultz et al. (1987 ) via a reaction of dichloromethane (DCM) with a 16-electron Rh^I complex [RhCl(PMe₃)₃], and characterized by an X-ray crystal structure analysis of its DCM monosolvate, (Ia). We report here a solvated mixed-anion salt analogue of (Ia), obtained as a by-product during our ongoing study of PMe₃-containing rhodium–acetylide complexes (Zhu et al., 2006 ; Rourke et al., 2002 ; Rourke et al., 1995 , 2001 ; Fyfe et al., 1991 ; Chow et al., 1989 ; Zargarian et al., 1989 ; Marder, Zargarian et al., 1987 ).

The asymmetric unit of (I) comprises one fac-[RhCl₂(CH₂PMe₃)(PMe₃)₃]⁺ cation, one halide anion and one DCM molecule in general positions, and two half-molecules of benzene; the benzene rings lie on crystallographic inversion centres. The cation has a somewhat distorted fac-octahedral geometry, very similar to that of (Ia). The Rh—P bond trans to C1 is ca 0.1 Å longer than the other two, indicating the strong trans influence of a σ-bonded C atom in comparison with the chloride ligands. The P1—Me bond lengths in the phosphoniomethyl ligand average 1.793 (2) Å, appreciably shorter than in the phosphine ligands [1.804 (2)–1.837 (2) Å, average 1.818 (9) Å].

Initial treatment of the anion as purely Cl⁻ gave high residual electron density of 2.4 e Å⁻³ and R[F²>2σ(F²)] = 0.037. Modelling the disorder between Cl⁻ and Br⁻ in a 7:1 ratio resulted in satisfactory refinement. The source of bromide was found to be an impure commercial sample of RhCl₃·3H₂O, which contained a small amount of the bromo analogue, as confirmed later by spectroscopic analysis.

The anion is surrounded by ten H atoms at distances of 2.74–3.17 Å (2.70–3.09 Å using C—H distances normalised to the neutron diffraction value of 1.08 Å). The DCM molecules form hydrogen bonds to both chloro ligands of the cation, especially Cl1 (adjusted H⋯Cl distances of 2.54 and 2.74 Å).

Figure 1
The molecular structure of (I)

. Atomic displacement ellipsoids are drawn at the 50% probability level. Dashed lines indicate hydrogen bonds.

Experimental

Conversion of impure commercial RhCl₃·2H₂O to Rh(PPh₃)₃Cl/Br was followed by reaction with PMe₃ (Jones et al., 1980 ) which gave the salt, [Rh(PMe₃)₄]⁺·Cl⁻/Br⁻, which subsequently reacted with DCM solvent to give a very small amount of the title complex. The absence of bromide at the rhodium centre shows that both halides which are coordinated to the metal originate from the DCM and that little, if any, exchange occurs between these and the outer-sphere halide ion.

Crystal data

[RhCl₂(C₄H₁₁P)(C₃H₉P)₃](Br_0.12/Cl_0.88)·CH₂Cl₂·C₆H₆
M_r = 696.17
Monoclinic, P 2₁ /c
a = 16.949 (3) Å
b = 10.3396 (15) Å
c = 18.424 (3) Å
β = 105.07 (1)°
V = 3117.7 (9) Å³
Z = 4
D_x = 1.483 Mg m⁻³
Mo Kα radiation
Cell parameters from 999 reflections
θ = 12.1–23.7°
μ = 1.34 mm⁻¹
T = 120 (2) K
Block, colourless
0.40 × 0.19 × 0.13 mm

Data collection

Bruker SMART 6K CCD area-detector diffractometer
ω scans
Absorption correction: multi-scan(SADABS; Bruker, 2001 )T_min = 0.685, T_max = 0.845
55018 measured reflections
13203 independent reflections
10300 reflections with I > 2σ(I)
R_int = 0.039
θ_max = 35.0°
h = −26 → 26
k = −16 → 16
l = −29 → 29

Refinement

Refinement on F²
R[F² > 2σ(F²)] = 0.030
wR(F²) = 0.074
S = 1.04
13203 reflections
295 parameters
H-atom parameters constrained
w = 1/[σ²(F_o²) + (0.0339P)² + 0.4573P] where P = (F_o² + 2F_c²)/3
(Δ/σ)_max = 0.002
Δρ_max = 1.23 e Å⁻³
Δρ_min = −0.82 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C14—H141⋯Cl1	0.99	2.60	3.498 (2)	150
C14—H142⋯Cl2ⁱ	0.99	2.81	3.6455 (19)	142
Symmetry code: (i) $[x, -y+{\script{3\over 2}}, z-{\script{1\over 2}}]$ .

Methyl groups were treated as rigid bodies (C—H = 0.98 Å) rotating around the P—C bonds, with a common refined U_iso value for the three H atoms. Other H atoms were treated as riding on the attached C atoms [Csp²—H = 0.95 Å and Csp³—H = 0.99 Å, with U_iso(H) = 1.2U_eq(C) and 1.3U_eq(C), respectively]. The maximum electron-density peak lies 0.05 Å from the Rh atom

Data collection: SMART (Bruker, 2001); cell refinement: SMART; data reduction: SAINT (Bruker, 2001); program(s) used to solve structure: SHELXTL (Bruker, 2001); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks global, I. DOI: https://doi.org/10.1107/S1600536806005630/sg2004sup1.cif

Structure factors: contains datablock 02srv205. DOI: https://doi.org/10.1107/S1600536806005630/sg2004Isup2.hkl

Computing details top

fac-Dichlorotris(trimethylphosphine)(trimethylphosphoniomethyl)rhodium(I) chloride/bromide benzene dichloromethane solvate top

Crystal data top

[RhCl₂(C₄H₁₁P)(C₃H₉P)₃](Br0.12/Cl_0.88)·CH₂Cl₂·C₆H₆	F(000) = 1433
M_r = 696.17	D_x = 1.483 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 999 reflections
a = 16.949 (3) Å	θ = 12.1–23.7°
b = 10.3396 (15) Å	µ = 1.34 mm⁻¹
c = 18.424 (3) Å	T = 120 K
β = 105.07 (1)°	Block, colourless
V = 3117.7 (9) Å³	0.40 × 0.19 × 0.13 mm
Z = 4

Data collection top

Bruker SMART 6K CCD area-detector diffractometer	13203 independent reflections
Radiation source: fine-focus sealed tube	10300 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.039
Detector resolution: 8 pixels mm^-1	θ_max = 35.0°, θ_min = 2.3°
ω scans	h = −26→26
Absorption correction: multi-scan (SADABS; Bruker, 2001)	k = −16→16
T_min = 0.685, T_max = 0.845	l = −29→29
55018 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)] = 0.030	Hydrogen site location: difference Fourier map
wR(F²) = 0.074	H-atom parameters constrained
S = 1.04	w = 1/[σ²(F_o²) + (0.0339P)² + 0.4573P] where P = (F_o² + 2F_c²)/3
13203 reflections	(Δ/σ)_max = 0.002
295 parameters	Δρ_max = 1.23 e Å⁻³
0 restraints	Δρ_min = −0.82 e Å⁻³

Special details top

Experimental. The data collection nominally covered full sphere of reciprocal space, by a combination of 4 sets of ω scans; each set at different φ and/or 2θ angles and each scan (5 sec exposure) covering 0.3° in ω. Crystal to detector distance 4.84 cm.

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq	Occ. (<1)
Rh	0.229827 (6)	0.536706 (10)	0.289944 (6)	0.01384 (3)
Cl1	0.18701 (2)	0.61106 (3)	0.159669 (19)	0.02219 (7)
Cl2	0.14223 (2)	0.70624 (4)	0.31903 (2)	0.02406 (7)
P1	0.33377 (2)	0.81314 (4)	0.25532 (2)	0.01798 (7)
P2	0.30304 (2)	0.38566 (3)	0.24615 (2)	0.01641 (7)
P3	0.28405 (2)	0.48700 (4)	0.41363 (2)	0.01699 (7)
P4	0.11282 (2)	0.40051 (4)	0.27184 (2)	0.01937 (7)
C1	0.32553 (8)	0.67881 (13)	0.31290 (8)	0.0166 (2)
H11	0.3264	0.7153	0.3628	0.022*
H12	0.3771	0.6298	0.3197	0.022*
C2	0.37100 (11)	0.77446 (16)	0.17549 (9)	0.0272 (3)
H21	0.4211	0.7232	0.1917	0.033 (3)*
H22	0.3827	0.8545	0.1517	0.033 (3)*
H23	0.3296	0.7245	0.1393	0.033 (3)*
C3	0.41169 (9)	0.91431 (14)	0.31234 (9)	0.0220 (3)
H31	0.3916	0.9528	0.3527	0.033 (3)*
H32	0.4256	0.9831	0.2812	0.033 (3)*
H33	0.4604	0.8623	0.3342	0.033 (3)*
C4	0.24409 (10)	0.91192 (15)	0.22570 (10)	0.0282 (3)
H41	0.2003	0.8618	0.1923	0.037 (3)*
H42	0.2565	0.9879	0.1988	0.037 (3)*
H43	0.2265	0.9400	0.2698	0.037 (3)*
C5	0.25121 (10)	0.31665 (16)	0.15535 (9)	0.0256 (3)
H51	0.2419	0.3844	0.1169	0.048 (4)*
H52	0.1987	0.2801	0.1580	0.048 (4)*
H53	0.2852	0.2483	0.1423	0.048 (4)*
C6	0.39691 (10)	0.44019 (16)	0.22732 (11)	0.0285 (3)
H61	0.4214	0.3692	0.2055	0.035 (3)*
H62	0.4350	0.4682	0.2743	0.035 (3)*
H63	0.3853	0.5128	0.1919	0.035 (3)*
C7	0.33736 (11)	0.23993 (15)	0.30053 (9)	0.0275 (3)
H71	0.3673	0.1850	0.2734	0.036 (3)*
H72	0.2899	0.1927	0.3079	0.036 (3)*
H73	0.3734	0.2636	0.3495	0.036 (3)*
C8	0.25986 (11)	0.33373 (16)	0.45108 (9)	0.0273 (3)
H81	0.2899	0.3267	0.5041	0.037 (3)*
H82	0.2756	0.2625	0.4227	0.037 (3)*
H83	0.2010	0.3294	0.4466	0.037 (3)*
C9	0.39542 (9)	0.49043 (17)	0.44665 (9)	0.0245 (3)
H91	0.4147	0.5797	0.4461	0.034 (3)*
H92	0.4189	0.4371	0.4135	0.034 (3)*
H93	0.4124	0.4564	0.4980	0.034 (3)*
C10	0.25548 (11)	0.59942 (17)	0.47770 (9)	0.0287 (3)
H101	0.1961	0.5974	0.4702	0.043 (4)*
H102	0.2725	0.6869	0.4680	0.043 (4)*
H103	0.2824	0.5747	0.5296	0.043 (4)*
C11	0.04928 (10)	0.42890 (19)	0.33590 (10)	0.0310 (4)
H111	0.0325	0.5199	0.3330	0.049 (4)*
H112	0.0804	0.4086	0.3873	0.049 (4)*
H113	0.0007	0.3736	0.3219	0.049 (4)*
C12	0.11822 (11)	0.22318 (16)	0.27556 (10)	0.0304 (4)
H121	0.0628	0.1874	0.2635	0.044 (4)*
H122	0.1481	0.1957	0.3262	0.044 (4)*
H123	0.1467	0.1918	0.2390	0.044 (4)*
C13	0.04018 (10)	0.4277 (2)	0.18184 (10)	0.0325 (4)
H131	−0.0084	0.3741	0.1782	0.044 (4)*
H132	0.0653	0.4045	0.1413	0.044 (4)*
H133	0.0244	0.5191	0.1773	0.044 (4)*
Cl3	0.42954 (2)	0.11637 (3)	0.144351 (17)	0.02349 (6)	0.88
Br3	0.42954 (2)	0.11637 (3)	0.144351 (17)	0.02349 (6)	0.12
Cl4	0.09222 (3)	0.41111 (5)	−0.03212 (3)	0.03798 (10)
Cl5	0.24553 (3)	0.52306 (5)	−0.04391 (4)	0.05161 (15)
C14	0.14745 (12)	0.55584 (18)	−0.03378 (10)	0.0332 (4)
H141	0.1520	0.6042	0.0135	0.043*
H142	0.1175	0.6107	−0.0761	0.043*
C15	0.50603 (17)	0.6315 (2)	0.00684 (14)	0.0600 (8)
H15	0.5097	0.7230	0.0113	0.072*
C16	0.44929 (14)	0.5659 (3)	0.03177 (12)	0.0529 (7)
H16	0.4139	0.6124	0.0547	0.063*
C17	0.44154 (14)	0.4357 (3)	0.02495 (13)	0.0558 (7)
H17	0.4005	0.3916	0.0419	0.067*
C18	0.01271 (16)	0.1256 (2)	0.02329 (13)	0.0475 (6)
H18	0.0213	0.2127	0.0399	0.057*
C19	0.07078 (13)	0.0337 (2)	0.05252 (12)	0.0437 (5)
H19	0.1198	0.0577	0.0884	0.052*
C20	0.05787 (14)	−0.0927 (2)	0.02988 (13)	0.0457 (5)
H20	0.0974	−0.1569	0.0507	0.055*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Rh	0.01361 (5)	0.01403 (5)	0.01337 (5)	0.00044 (4)	0.00258 (3)	−0.00092 (4)
Cl1	0.02662 (16)	0.02095 (16)	0.01585 (14)	−0.00044 (13)	−0.00012 (12)	0.00117 (12)
Cl2	0.02070 (15)	0.02352 (17)	0.02747 (18)	0.00508 (13)	0.00542 (13)	−0.00617 (14)
P1	0.02141 (17)	0.01436 (15)	0.01723 (16)	−0.00006 (13)	0.00336 (13)	0.00128 (13)
P2	0.01733 (15)	0.01453 (15)	0.01748 (16)	0.00100 (12)	0.00470 (12)	−0.00160 (12)
P3	0.01761 (16)	0.01869 (16)	0.01389 (15)	−0.00203 (13)	0.00270 (12)	0.00031 (12)
P4	0.01625 (15)	0.02318 (18)	0.01866 (17)	−0.00361 (13)	0.00450 (13)	−0.00279 (14)
C1	0.0193 (6)	0.0137 (6)	0.0158 (6)	−0.0001 (5)	0.0028 (5)	0.0004 (5)
C2	0.0393 (9)	0.0225 (7)	0.0218 (7)	−0.0051 (6)	0.0113 (7)	−0.0005 (6)
C3	0.0239 (7)	0.0183 (6)	0.0235 (7)	−0.0036 (5)	0.0056 (6)	−0.0006 (5)
C4	0.0277 (8)	0.0179 (7)	0.0328 (8)	0.0031 (6)	−0.0035 (6)	0.0035 (6)
C5	0.0276 (7)	0.0257 (7)	0.0229 (7)	0.0017 (6)	0.0053 (6)	−0.0072 (6)
C6	0.0261 (7)	0.0244 (8)	0.0400 (9)	−0.0036 (6)	0.0173 (7)	−0.0088 (7)
C7	0.0346 (8)	0.0195 (7)	0.0274 (8)	0.0072 (6)	0.0066 (7)	0.0009 (6)
C8	0.0335 (8)	0.0259 (8)	0.0214 (7)	−0.0085 (6)	0.0051 (6)	0.0057 (6)
C9	0.0197 (7)	0.0307 (8)	0.0201 (7)	−0.0013 (6)	−0.0004 (5)	0.0045 (6)
C10	0.0344 (9)	0.0335 (9)	0.0190 (7)	0.0006 (7)	0.0086 (6)	−0.0047 (6)
C11	0.0242 (7)	0.0394 (9)	0.0333 (9)	−0.0067 (7)	0.0147 (7)	−0.0063 (7)
C12	0.0318 (8)	0.0235 (8)	0.0370 (9)	−0.0085 (7)	0.0111 (7)	−0.0020 (7)
C13	0.0212 (7)	0.0452 (10)	0.0270 (8)	−0.0101 (7)	−0.0012 (6)	0.0005 (7)
Cl3	0.02833 (15)	0.02127 (14)	0.02166 (14)	0.00353 (12)	0.00789 (12)	0.00012 (11)
Br3	0.02833 (15)	0.02127 (14)	0.02166 (14)	0.00353 (12)	0.00789 (12)	0.00012 (11)
Cl4	0.0394 (2)	0.0404 (2)	0.0334 (2)	0.0014 (2)	0.00803 (18)	0.00547 (19)
Cl5	0.0365 (3)	0.0337 (3)	0.0828 (4)	0.0034 (2)	0.0122 (3)	0.0110 (3)
C14	0.0410 (10)	0.0297 (9)	0.0253 (8)	0.0078 (7)	0.0023 (7)	−0.0004 (7)
C15	0.0668 (16)	0.0338 (10)	0.0528 (14)	−0.0045 (11)	−0.0320 (12)	−0.0009 (10)
C16	0.0422 (12)	0.0815 (18)	0.0282 (10)	0.0197 (12)	−0.0029 (8)	−0.0181 (11)
C17	0.0340 (10)	0.091 (2)	0.0351 (11)	−0.0169 (12)	−0.0038 (9)	0.0234 (12)
C18	0.0749 (16)	0.0349 (10)	0.0459 (12)	−0.0133 (11)	0.0392 (12)	−0.0072 (9)
C19	0.0316 (9)	0.0714 (16)	0.0295 (9)	−0.0128 (10)	0.0106 (8)	−0.0020 (10)
C20	0.0464 (12)	0.0562 (13)	0.0441 (11)	0.0171 (10)	0.0288 (10)	0.0166 (10)

Geometric parameters (Å, º) top

Rh—C1	2.1475 (14)	C7—H73	0.9799
Rh—P2	2.2695 (4)	C8—H81	0.9800
Rh—P3	2.2832 (5)	C8—H82	0.9800
Rh—P4	2.3840 (5)	C8—H83	0.9801
Rh—Cl1	2.4439 (5)	C9—H91	0.9800
Rh—Cl2	2.4449 (4)	C9—H92	0.9800
P1—C1	1.7751 (14)	C9—H93	0.9799
P1—C2	1.7900 (16)	C10—H101	0.9801
P1—C4	1.7944 (16)	C10—H102	0.9799
P1—C3	1.7946 (15)	C10—H103	0.9801
P2—C6	1.8046 (16)	C11—H111	0.9800
P2—C7	1.8191 (16)	C11—H112	0.9800
P2—C5	1.8208 (16)	C11—H113	0.9800
P3—C10	1.8100 (17)	C12—H121	0.9800
P3—C8	1.8174 (16)	C12—H122	0.9800
P3—C9	1.8267 (16)	C12—H123	0.9799
P4—C13	1.8117 (17)	C13—H131	0.9799
P4—C11	1.8165 (17)	C13—H132	0.9800
P4—C12	1.8362 (18)	C13—H133	0.9800
C1—H11	0.9900	Cl4—C14	1.770 (2)
C1—H12	0.9900	Cl5—C14	1.753 (2)
C2—H21	0.9800	C14—H141	0.9900
C2—H22	0.9801	C14—H142	0.9900
C2—H23	0.9799	C15—C16	1.351 (4)
C3—H31	0.9799	C15—C17ⁱ	1.373 (4)
C3—H32	0.9800	C15—H15	0.9500
C3—H33	0.9799	C16—C17	1.356 (4)
C4—H41	0.9799	C16—H16	0.9499
C4—H42	0.9800	C17—C15ⁱ	1.373 (4)
C4—H43	0.9799	C17—H17	0.9499
C5—H51	0.9799	C18—C19	1.373 (3)
C5—H52	0.9800	C18—C20ⁱⁱ	1.377 (3)
C5—H53	0.9800	C18—H18	0.9500
C6—H61	0.9799	C19—C20	1.372 (3)
C6—H62	0.9800	C19—H19	0.9500
C6—H63	0.9800	C20—C18ⁱⁱ	1.378 (3)
C7—H71	0.9800	C20—H20	0.9499
C7—H72	0.9799

C1—Rh—P2	94.94 (4)	H61—C6—H62	109.5
C1—Rh—P3	82.53 (4)	P2—C6—H63	109.5
P2—Rh—P3	94.848 (17)	H61—C6—H63	109.5
C1—Rh—P4	171.86 (4)	H62—C6—H63	109.5
P2—Rh—P4	93.191 (18)	P2—C7—H71	109.5
P3—Rh—P4	96.375 (16)	P2—C7—H72	109.5
C1—Rh—Cl1	89.68 (4)	H71—C7—H72	109.5
P2—Rh—Cl1	85.269 (16)	P2—C7—H73	109.5
P3—Rh—Cl1	172.191 (14)	H71—C7—H73	109.5
P4—Rh—Cl1	91.412 (16)	H72—C7—H73	109.5
C1—Rh—Cl2	86.38 (4)	P3—C8—H81	109.5
P2—Rh—Cl2	172.141 (14)	P3—C8—H82	109.5
P3—Rh—Cl2	93.005 (16)	H81—C8—H82	109.5
P4—Rh—Cl2	85.625 (18)	P3—C8—H83	109.5
Cl1—Rh—Cl2	86.992 (16)	H81—C8—H83	109.5
C1—P1—C2	114.56 (7)	H82—C8—H83	109.5
C1—P1—C4	115.79 (8)	P3—C9—H91	109.5
C2—P1—C4	109.20 (9)	P3—C9—H92	109.5
C1—P1—C3	105.46 (7)	H91—C9—H92	109.5
C2—P1—C3	104.37 (8)	P3—C9—H93	109.5
C4—P1—C3	106.41 (8)	H91—C9—H93	109.5
C6—P2—C7	101.13 (8)	H92—C9—H93	109.5
C6—P2—C5	100.64 (8)	P3—C10—H101	109.5
C7—P2—C5	100.96 (8)	P3—C10—H102	109.5
C6—P2—Rh	116.37 (6)	H101—C10—H102	109.5
C7—P2—Rh	120.02 (6)	P3—C10—H103	109.5
C5—P2—Rh	114.74 (5)	H101—C10—H103	109.5
C10—P3—C8	100.80 (8)	H102—C10—H103	109.5
C10—P3—C9	101.47 (8)	P4—C11—H111	109.5
C8—P3—C9	101.90 (8)	P4—C11—H112	109.5
C10—P3—Rh	113.57 (6)	H111—C11—H112	109.5
C8—P3—Rh	120.21 (6)	P4—C11—H113	109.5
C9—P3—Rh	116.16 (5)	H111—C11—H113	109.5
C13—P4—C11	101.13 (9)	H112—C11—H113	109.5
C13—P4—C12	101.79 (9)	P4—C12—H121	109.5
C11—P4—C12	99.75 (9)	P4—C12—H122	109.5
C13—P4—Rh	112.28 (6)	H121—C12—H122	109.5
C11—P4—Rh	115.20 (6)	P4—C12—H123	109.5
C12—P4—Rh	123.57 (6)	H121—C12—H123	109.5
P1—C1—Rh	126.18 (7)	H122—C12—H123	109.5
P1—C1—H11	105.8	P4—C13—H131	109.5
Rh—C1—H11	105.8	P4—C13—H132	109.5
P1—C1—H12	105.8	H131—C13—H132	109.5
Rh—C1—H12	105.8	P4—C13—H133	109.5
H11—C1—H12	106.2	H131—C13—H133	109.5
P1—C2—H21	109.5	H132—C13—H133	109.5
P1—C2—H22	109.5	Cl5—C14—Cl4	111.03 (10)
H21—C2—H22	109.5	Cl5—C14—H141	109.4
P1—C2—H23	109.5	Cl4—C14—H141	109.4
H21—C2—H23	109.5	Cl5—C14—H142	109.4
H22—C2—H23	109.5	Cl4—C14—H142	109.5
P1—C3—H31	109.5	H141—C14—H142	108.0
P1—C3—H32	109.5	C16—C15—C17ⁱ	119.2 (2)
H31—C3—H32	109.5	C16—C15—H15	120.4
P1—C3—H33	109.5	C17ⁱ—C15—H15	120.4
H31—C3—H33	109.5	C15—C16—C17	121.8 (2)
H32—C3—H33	109.5	C15—C16—H16	119.1
P1—C4—H41	109.5	C17—C16—H16	119.1
P1—C4—H42	109.5	C16—C17—C15ⁱ	119.0 (2)
H41—C4—H42	109.5	C16—C17—H17	120.5
P1—C4—H43	109.5	C15ⁱ—C17—H17	120.5
H41—C4—H43	109.5	C19—C18—C20ⁱⁱ	120.6 (2)
H42—C4—H43	109.5	C19—C18—H18	119.7
P2—C5—H51	109.5	C20ⁱⁱ—C18—H18	119.7
P2—C5—H52	109.5	C20—C19—C18	119.9 (2)
H51—C5—H52	109.5	C20—C19—H19	120.1
P2—C5—H53	109.5	C18—C19—H19	120.0
H51—C5—H53	109.5	C19—C20—C18ⁱⁱ	119.5 (2)
H52—C5—H53	109.5	C19—C20—H20	120.2
P2—C6—H61	109.5	C18ⁱⁱ—C20—H20	120.3
P2—C6—H62	109.5

Cl1—Rh—C1—P1	14.80 (9)	Rh—C1—P1—C3	167.66 (9)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C14—H141···Cl1	0.99	2.60	3.498 (2)	150
C14—H142···Cl2ⁱⁱⁱ	0.99	2.81	3.6455 (19)	142

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

Footnotes

‡Current address: Lehrstrul für Anorganische Chemie II, Universität Würzburg, Am Hubland, 97074 Würzburg, Germany

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