Bis[bis­(diphenyl­phosphino)ethane]rhodium(I) tetra­phenyl­borate

In the title compound, [Rh(C₂₆H₂₄)₂](C₂₄H₂₀B), both the Rh and the B atom lie on twofold axes of symmetry. Selected geometrical parameters are Rh-P = 2.3076 (5) and 2.3114 (5) Å, and P-Rh-P = 82.43 (2) and 98.11 (2)°.

Key indicators

• Single-crystal X-ray study
• T = 173 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.031
• wR factor = 0.074
• Data-to-parameter ratio = 19.7

checkCIF/PLATON results

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Alert level C
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....       2.04

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   1 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion

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S1. Comment

The lipophilic bis-chelated 1:2 M^I diphosphine complexes [M(dppe)₂]X (where M = Au, Ag and Cu, dppe = Ph₂P(CH₂)₂PPh₂ and X is a non-coordinating anion) exhibit antitumour activity against a range of tumour models [see Berners-Price et al. (1990), Berners-Price, Bowen, Galettis et al. (1999) and Berners-Price, Bowen, Hambley & Healy (1999) for examples]. Since the dppe ligand is itself cytotoxic (Mirabelli et al., 1987), albeit less potent than [M(dppe)₂]X, it has been suggested that the phosphine is the antitumour agent and the role of the metal may largely be to protect the phosphine and deliver it to target sites. Conversely, the Rh^I complex [RhCl(PPh₃)dppe] and the complexes [M'Cl₂(dppe)], where M' is Pt^II, Pd^II and Ni^II, are all inactive. In this work, we sought to test the antitumor activity and various propositions for explaining this activity by examination of the [M(dppe)₂]X class of compounds. We report here the preparation and structure of [Rh(dppe)₂][BPh₄], (I). Though initial tests on compound (I) seem to indicate that the complex is inactive, we will communicate the biological data elsewhere.

The structure of (I) does not show any unexpected features. The coordination around the Rh atom is approximately square planar, the distortion being due to the twofold crystallographic symmetry. This distortion can be seen from the dihedral angle of 12.67 (2)° between the planes defined by P1/Rh/P2 and P1ⁱ/Rh/P2ⁱ [symmetry code: (i) 1 − x, y, 1/2 − z]. In each phosphine the two aliphatic C atoms bridging the two phosphorus atoms are not equally positioned on either side of the appropriate P/Rh/P plane. The dominating feature of the five-membered chelate ring is the staggered conformation about the C—C bond. The bite angle of the dppe ligands in the title compound is 82.43 (2)°. This value compares well with other cationic rhodium–dppe complexes reported in literature.

S2. Experimental

[Rh(NBD)Cl]₂ (NBD = norbornadiene) was kindly provided by Dr A. Muller (University of the Free State). All other chemicals were used as received. A solution of 1,2-bis(diphenylphosphino)ethane (0.50 g, 1.25 mmol) in dichloromethane (5 ml) was slowly added to a solution of [Rh(NBD)Cl]₂ (0.145 g, 0.31 mmol) in dichloromethane (5 ml). After stirring for 1 h a solution of NaBPh₄ (0.22 g, 0.64 mmol) in ethanol (5 ml) was added. The resulting mixture was stirred for 4 h and filtered. The volatiles were removed in vacuo. The residue was taken up in acetone, filtered, and the solvent was removed in vacuo to give the title compound as a yellow powder. Recrystallization from dichloromethane afforded crystals suitable for X-ray diffraction. All analytical data were in agreement with the literature (Faraone, 1975).

S3. Refinement

The aromatic and methylene H atoms were placed in geometrically idealized positions (C—H = 0.95 and 0.99 Å, respectively) and constrained to ride on their parent atoms with U_iso(H) = 1.2U_eq(C).

Computing details

Data collection: SMART-NT (Bruker, 1998); cell refinement: SAINT-Plus (Bruker, 1999); data reduction: SAINT-Plus and XPREP (Bruker, 1999); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: DIAMOND (Brandenburg & Berndt, 2001); software used to prepare material for publication: WinGX (Farrugia, 1999).

Figures

Fig. 1. The structure of (I), showing 50% probability displacement ellipsoids. H atoms have been omitted for clarity. For the aromatic C atoms, the first digit indicates ring number and the second digit indicates the position of the atom in the ring. [Symmetry codes: (') 1 − x, y, 1/2 − z; ('') 2 − x, y, 1/2 − z.]

Bis[bis(diphenylphosphino)ethane]rhodium(I) tetraphenylborate

Crystal data

[Rh(C26H24P2)2](C24H20B)	F(000) = 2536
Mr = 1218.9	Dx = 1.33 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 977 reflections
a = 17.010 (2) Å	θ = 2.6–28.2°
b = 16.560 (2) Å	µ = 0.43 mm^−1
c = 22.142 (3) Å	T = 173 K
β = 102.642 (2)°	Cuboid, yellow
V = 6086.0 (13) Å^3	0.2 × 0.2 × 0.19 mm
Z = 4

Data collection

Bruker SMART CCD 1K diffractometer	5664 reflections with I > 2σ(I)
ω scans	Rint = 0.037
Absorption correction: multi-scan (SADABS; Bruker, 1998)	θmax = 28°, θmin = 1.7°
Tmin = 0.919, Tmax = 0.923	h = −19→22
20334 measured reflections	k = −19→21
7320 independent reflections	l = −29→27

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	H-atom parameters constrained
R[F^2 > 2σ(F^2)] = 0.031	w = 1/[σ^2(Fo^2) + (0.0346P)^2] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.074	(Δ/σ)max = 0.001
S = 1.04	Δρmax = 0.39 e Å^−3
7320 reflections	Δρmin = −0.37 e Å^−3
371 parameters

Special details

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Rh	0.5	0.210290 (12)	0.25	0.01656 (6)
P1	0.60831 (3)	0.21762 (3)	0.33360 (2)	0.01846 (10)
P2	0.60083 (3)	0.19785 (3)	0.19581 (2)	0.01893 (11)
B	1	0.18014 (19)	0.25	0.0239 (7)
C1	0.70401 (11)	0.20313 (12)	0.30841 (8)	0.0240 (4)
H1A	0.7484	0.2307	0.3375	0.029*
H1B	0.717	0.1449	0.3081	0.029*
C2	0.69502 (11)	0.23827 (12)	0.24348 (8)	0.0231 (4)
H2A	0.7414	0.2224	0.2258	0.028*
H2B	0.6927	0.298	0.2449	0.028*
C11	0.62503 (11)	0.31524 (11)	0.37331 (8)	0.0211 (4)
C12	0.57851 (11)	0.38199 (11)	0.35073 (8)	0.0237 (4)
H12	0.54	0.378	0.3127	0.028*
C13	0.58751 (12)	0.45474 (12)	0.38305 (9)	0.0301 (5)
H13	0.5549	0.4999	0.3674	0.036*
C14	0.64446 (13)	0.46082 (13)	0.43824 (10)	0.0340 (5)
H14	0.6501	0.5099	0.461	0.041*
C15	0.69311 (13)	0.39566 (13)	0.46028 (9)	0.0327 (5)
H15	0.733	0.4005	0.4975	0.039*
C16	0.68371 (12)	0.32331 (12)	0.42813 (9)	0.0272 (4)
H16	0.7174	0.2788	0.4434	0.033*
C21	0.61418 (11)	0.14513 (11)	0.39716 (8)	0.0202 (4)
C22	0.58604 (11)	0.16495 (12)	0.44973 (8)	0.0246 (4)
H22	0.5697	0.2188	0.4554	0.03*
C23	0.58163 (12)	0.10643 (13)	0.49404 (9)	0.0329 (5)
H23	0.5622	0.1205	0.5297	0.039*
C24	0.60530 (13)	0.02833 (13)	0.48639 (10)	0.0358 (5)
H24	0.6024	−0.0113	0.5169	0.043*
C25	0.63324 (13)	0.00751 (12)	0.43453 (10)	0.0331 (5)
H25	0.6493	−0.0465	0.4292	0.04*
C26	0.63792 (12)	0.06543 (12)	0.39007 (9)	0.0269 (4)
H26	0.6574	0.0508	0.3545	0.032*
C31	0.59659 (10)	0.24128 (12)	0.11921 (8)	0.0205 (4)
C32	0.60500 (12)	0.19528 (12)	0.06835 (8)	0.0262 (4)
H32	0.6158	0.1391	0.0732	0.031*
C33	0.59763 (13)	0.23108 (13)	0.01044 (9)	0.0325 (5)
H33	0.6044	0.1995	−0.0239	0.039*
C34	0.58051 (13)	0.31255 (13)	0.00287 (9)	0.0340 (5)
H34	0.5745	0.3367	−0.0368	0.041*
C35	0.57211 (12)	0.35894 (13)	0.05311 (9)	0.0318 (5)
H35	0.5605	0.415	0.048	0.038*
C36	0.58072 (11)	0.32323 (12)	0.11090 (9)	0.0251 (4)
H36	0.5757	0.3554	0.1454	0.03*
C41	0.62362 (11)	0.09177 (11)	0.18519 (8)	0.0219 (4)
C42	0.69990 (12)	0.06444 (13)	0.18070 (9)	0.0312 (5)
H42	0.7439	0.1011	0.1867	0.037*
C43	0.71161 (13)	−0.01574 (13)	0.16752 (10)	0.0351 (5)
H43	0.7639	−0.0338	0.1651	0.042*
C44	0.64847 (14)	−0.06981 (13)	0.15781 (9)	0.0364 (5)
H44	0.657	−0.1247	0.1484	0.044*
C45	0.57261 (13)	−0.04367 (13)	0.16181 (10)	0.0365 (5)
H45	0.5286	−0.0803	0.1543	0.044*
C46	0.56082 (12)	0.03631 (12)	0.17683 (9)	0.0279 (4)
H46	0.5091	0.0533	0.1814	0.034*
C51	0.95218 (11)	0.12619 (12)	0.29323 (8)	0.0268 (4)
C52	0.91287 (13)	0.05376 (13)	0.27359 (10)	0.0369 (5)
H52	0.9183	0.0315	0.2352	0.044*
C53	0.86607 (14)	0.01280 (15)	0.30791 (12)	0.0466 (6)
H53	0.8397	−0.0359	0.2925	0.056*
C54	0.85794 (14)	0.04268 (16)	0.36412 (12)	0.0487 (7)
H54	0.827	0.0142	0.3881	0.058*
C55	0.89486 (13)	0.11399 (16)	0.38529 (10)	0.0437 (6)
H55	0.8892	0.1353	0.4239	0.052*
C56	0.94063 (12)	0.15513 (14)	0.35026 (9)	0.0328 (5)
H56	0.9651	0.2048	0.3655	0.039*
C61	0.92764 (11)	0.23343 (12)	0.20644 (8)	0.0259 (4)
C62	0.90545 (13)	0.31106 (13)	0.22108 (10)	0.0354 (5)
H62	0.9353	0.3363	0.2575	0.043*
C63	0.84109 (14)	0.35315 (14)	0.18439 (12)	0.0443 (6)
H63	0.8285	0.4061	0.1959	0.053*
C64	0.79592 (14)	0.31836 (16)	0.13173 (11)	0.0453 (6)
H64	0.7528	0.3472	0.1063	0.054*
C65	0.81422 (13)	0.24073 (16)	0.11629 (10)	0.0408 (6)
H65	0.7829	0.2155	0.0805	0.049*
C66	0.87833 (12)	0.19953 (13)	0.15305 (9)	0.0304 (5)
H66	0.8894	0.1461	0.1417	0.037*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Rh	0.01558 (10)	0.02155 (11)	0.01242 (10)	0	0.00278 (7)	0
P1	0.0175 (2)	0.0229 (3)	0.0144 (2)	−0.00038 (19)	0.00202 (18)	0.00064 (19)
P2	0.0179 (2)	0.0243 (3)	0.0149 (2)	−0.00110 (19)	0.00441 (18)	0.00034 (19)
B	0.0272 (17)	0.0238 (16)	0.0204 (15)	0	0.0045 (13)	0
C1	0.0178 (9)	0.0321 (11)	0.0219 (9)	0.0003 (8)	0.0037 (7)	0.0009 (8)
C2	0.0201 (10)	0.0282 (10)	0.0216 (9)	−0.0027 (8)	0.0057 (8)	−0.0010 (8)
C11	0.0211 (10)	0.0244 (10)	0.0184 (9)	−0.0043 (8)	0.0057 (7)	0.0003 (7)
C12	0.0222 (10)	0.0277 (11)	0.0208 (9)	−0.0019 (8)	0.0035 (8)	0.0013 (8)
C13	0.0305 (12)	0.0246 (11)	0.0368 (12)	0.0004 (9)	0.0110 (9)	0.0021 (9)
C14	0.0386 (13)	0.0290 (12)	0.0368 (12)	−0.0096 (10)	0.0133 (10)	−0.0093 (9)
C15	0.0334 (12)	0.0373 (12)	0.0252 (10)	−0.0101 (10)	0.0016 (9)	−0.0058 (9)
C16	0.0256 (11)	0.0281 (11)	0.0254 (10)	−0.0025 (8)	0.0004 (8)	0.0010 (8)
C21	0.0177 (9)	0.0228 (10)	0.0177 (9)	−0.0016 (7)	−0.0013 (7)	0.0010 (7)
C22	0.0233 (10)	0.0281 (11)	0.0219 (9)	0.0024 (8)	0.0038 (8)	0.0035 (8)
C23	0.0322 (12)	0.0438 (13)	0.0238 (10)	0.0023 (10)	0.0088 (9)	0.0097 (9)
C24	0.0357 (13)	0.0342 (13)	0.0356 (12)	−0.0028 (10)	0.0036 (10)	0.0177 (10)
C25	0.0335 (12)	0.0213 (11)	0.0403 (12)	−0.0002 (9)	−0.0009 (10)	0.0042 (9)
C26	0.0267 (11)	0.0268 (11)	0.0250 (10)	−0.0019 (8)	0.0010 (8)	−0.0024 (8)
C31	0.0159 (9)	0.0288 (10)	0.0171 (8)	−0.0016 (8)	0.0045 (7)	0.0014 (8)
C32	0.0282 (11)	0.0297 (12)	0.0214 (9)	−0.0027 (8)	0.0072 (8)	−0.0015 (8)
C33	0.0380 (12)	0.0410 (13)	0.0205 (10)	−0.0050 (10)	0.0107 (9)	−0.0037 (9)
C34	0.0351 (12)	0.0464 (14)	0.0205 (10)	−0.0042 (10)	0.0060 (9)	0.0074 (9)
C35	0.0333 (12)	0.0315 (12)	0.0300 (11)	0.0012 (9)	0.0057 (9)	0.0078 (9)
C36	0.0237 (10)	0.0298 (11)	0.0224 (9)	0.0001 (8)	0.0061 (8)	−0.0016 (8)
C41	0.0224 (10)	0.0249 (10)	0.0192 (9)	0.0015 (8)	0.0059 (8)	0.0025 (8)
C42	0.0275 (11)	0.0343 (12)	0.0346 (11)	0.0012 (9)	0.0128 (9)	0.0003 (9)
C43	0.0321 (12)	0.0418 (13)	0.0348 (12)	0.0107 (10)	0.0146 (10)	−0.0016 (10)
C44	0.0472 (14)	0.0281 (12)	0.0322 (11)	0.0099 (10)	0.0051 (10)	−0.0022 (9)
C45	0.0353 (13)	0.0272 (12)	0.0428 (13)	−0.0010 (9)	−0.0008 (10)	0.0019 (10)
C46	0.0245 (11)	0.0281 (11)	0.0313 (11)	0.0029 (8)	0.0061 (9)	0.0052 (9)
C51	0.0227 (10)	0.0305 (11)	0.0246 (10)	0.0036 (8)	−0.0008 (8)	0.0067 (8)
C52	0.0370 (13)	0.0339 (13)	0.0357 (12)	−0.0038 (10)	−0.0012 (10)	0.0090 (10)
C53	0.0367 (14)	0.0401 (14)	0.0569 (16)	−0.0065 (11)	−0.0033 (12)	0.0207 (12)
C54	0.0253 (12)	0.0616 (17)	0.0586 (16)	0.0028 (12)	0.0078 (11)	0.0340 (14)
C55	0.0331 (13)	0.0643 (17)	0.0360 (12)	0.0116 (12)	0.0125 (10)	0.0160 (12)
C56	0.0261 (11)	0.0415 (13)	0.0309 (11)	0.0045 (9)	0.0064 (9)	0.0067 (10)
C61	0.0257 (11)	0.0310 (11)	0.0227 (9)	−0.0004 (8)	0.0092 (8)	0.0048 (8)
C62	0.0338 (13)	0.0320 (12)	0.0409 (12)	0.0034 (9)	0.0088 (10)	0.0041 (10)
C63	0.0367 (14)	0.0366 (13)	0.0640 (16)	0.0094 (11)	0.0204 (13)	0.0190 (12)
C64	0.0260 (12)	0.0627 (17)	0.0499 (15)	0.0083 (11)	0.0141 (11)	0.0360 (13)
C65	0.0244 (12)	0.0700 (18)	0.0278 (11)	−0.0042 (11)	0.0056 (9)	0.0155 (11)
C66	0.0244 (11)	0.0429 (13)	0.0248 (10)	−0.0022 (9)	0.0071 (8)	0.0039 (9)

Geometric parameters (Å, º)

Rh—P2	2.3076 (5)	C32—C33	1.393 (3)
Rh—P2^i	2.3076 (5)	C32—H32	0.95
Rh—P1^i	2.3114 (5)	C33—C34	1.383 (3)
Rh—P1	2.3114 (5)	C33—H33	0.95
P1—C11	1.8326 (19)	C34—C35	1.385 (3)
P1—C21	1.8358 (18)	C34—H34	0.95
P1—C1	1.8484 (18)	C35—C36	1.388 (3)
P2—C41	1.8253 (19)	C35—H35	0.95
P2—C31	1.8290 (18)	C36—H36	0.95
P2—C2	1.8410 (18)	C41—C46	1.390 (3)
B—C61^ii	1.644 (3)	C41—C42	1.398 (3)
B—C61	1.644 (3)	C42—C43	1.383 (3)
B—C51^ii	1.648 (3)	C42—H42	0.95
B—C51	1.648 (3)	C43—C44	1.379 (3)
C1—C2	1.527 (2)	C43—H43	0.95
C1—H1A	0.99	C44—C45	1.382 (3)
C1—H1B	0.99	C44—H44	0.95
C2—H2A	0.99	C45—C46	1.391 (3)
C2—H2B	0.99	C45—H45	0.95
C11—C12	1.387 (3)	C46—H46	0.95
C11—C16	1.399 (3)	C51—C52	1.396 (3)
C12—C13	1.393 (3)	C51—C56	1.404 (3)
C12—H12	0.95	C52—C53	1.392 (3)
C13—C14	1.387 (3)	C52—H52	0.95
C13—H13	0.95	C53—C54	1.374 (4)
C14—C15	1.382 (3)	C53—H53	0.95
C14—H14	0.95	C54—C55	1.371 (3)
C15—C16	1.385 (3)	C54—H54	0.95
C15—H15	0.95	C55—C56	1.392 (3)
C16—H16	0.95	C55—H55	0.95
C21—C22	1.391 (2)	C56—H56	0.95
C21—C26	1.399 (3)	C61—C62	1.398 (3)
C22—C23	1.393 (3)	C61—C66	1.408 (3)
C22—H22	0.95	C62—C63	1.398 (3)
C23—C24	1.376 (3)	C62—H62	0.95
C23—H23	0.95	C63—C64	1.375 (3)
C24—C25	1.379 (3)	C63—H63	0.95
C24—H24	0.95	C64—C65	1.383 (3)
C25—C26	1.389 (3)	C64—H64	0.95
C25—H25	0.95	C65—C66	1.389 (3)
C26—H26	0.95	C65—H65	0.95
C31—C36	1.388 (3)	C66—H66	0.95
C31—C32	1.393 (2)
P2—Rh—P2^i	169.75 (3)	C36—C31—C32	118.62 (17)
P2—Rh—P1^i	98.110 (18)	C36—C31—P2	118.32 (13)
P2^i—Rh—P1^i	82.432 (18)	C32—C31—P2	122.99 (15)
P2—Rh—P1	82.432 (18)	C31—C32—C33	120.46 (19)
P2^i—Rh—P1	98.110 (18)	C31—C32—H32	119.8
P1^i—Rh—P1	173.98 (3)	C33—C32—H32	119.8
C11—P1—C21	103.44 (8)	C34—C33—C32	120.06 (18)
C11—P1—C1	101.82 (8)	C34—C33—H33	120
C21—P1—C1	104.05 (8)	C32—C33—H33	120
C11—P1—Rh	116.32 (6)	C33—C34—C35	120.00 (18)
C21—P1—Rh	118.67 (6)	C33—C34—H34	120
C1—P1—Rh	110.59 (6)	C35—C34—H34	120
C41—P2—C31	103.03 (8)	C34—C35—C36	119.7 (2)
C41—P2—C2	103.95 (9)	C34—C35—H35	120.1
C31—P2—C2	103.97 (8)	C36—C35—H35	120.1
C41—P2—Rh	110.85 (6)	C35—C36—C31	121.13 (18)
C31—P2—Rh	124.34 (6)	C35—C36—H36	119.4
C2—P2—Rh	108.78 (6)	C31—C36—H36	119.4
C61^ii—B—C61	115.1 (2)	C46—C41—C42	118.35 (18)
C61^ii—B—C51^ii	103.31 (9)	C46—C41—P2	118.32 (14)
C61—B—C51^ii	110.57 (9)	C42—C41—P2	123.17 (15)
C61^ii—B—C51	110.57 (9)	C43—C42—C41	120.29 (19)
C61—B—C51	103.31 (9)	C43—C42—H42	119.9
C51^ii—B—C51	114.4 (2)	C41—C42—H42	119.9
C2—C1—P1	108.74 (13)	C44—C43—C42	120.9 (2)
C2—C1—H1A	109.9	C44—C43—H43	119.6
P1—C1—H1A	109.9	C42—C43—H43	119.6
C2—C1—H1B	109.9	C43—C44—C45	119.5 (2)
P1—C1—H1B	109.9	C43—C44—H44	120.2
H1A—C1—H1B	108.3	C45—C44—H44	120.2
C1—C2—P2	107.25 (12)	C44—C45—C46	119.9 (2)
C1—C2—H2A	110.3	C44—C45—H45	120
P2—C2—H2A	110.3	C46—C45—H45	120
C1—C2—H2B	110.3	C41—C46—C45	120.94 (19)
P2—C2—H2B	110.3	C41—C46—H46	119.5
H2A—C2—H2B	108.5	C45—C46—H46	119.5
C12—C11—C16	118.62 (17)	C52—C51—C56	114.96 (19)
C12—C11—P1	120.90 (14)	C52—C51—B	123.26 (18)
C16—C11—P1	120.46 (15)	C56—C51—B	121.42 (18)
C11—C12—C13	120.94 (18)	C53—C52—C51	122.8 (2)
C11—C12—H12	119.5	C53—C52—H52	118.6
C13—C12—H12	119.5	C51—C52—H52	118.6
C14—C13—C12	119.51 (19)	C54—C53—C52	120.1 (2)
C14—C13—H13	120.2	C54—C53—H53	119.9
C12—C13—H13	120.2	C52—C53—H53	119.9
C15—C14—C13	120.21 (19)	C55—C54—C53	119.4 (2)
C15—C14—H14	119.9	C55—C54—H54	120.3
C13—C14—H14	119.9	C53—C54—H54	120.3
C14—C15—C16	120.07 (19)	C54—C55—C56	120.1 (2)
C14—C15—H15	120	C54—C55—H55	120
C16—C15—H15	120	C56—C55—H55	120
C15—C16—C11	120.58 (19)	C55—C56—C51	122.7 (2)
C15—C16—H16	119.7	C55—C56—H56	118.7
C11—C16—H16	119.7	C51—C56—H56	118.7
C22—C21—C26	118.50 (17)	C62—C61—C66	114.83 (19)
C22—C21—P1	121.07 (14)	C62—C61—B	124.27 (18)
C26—C21—P1	119.96 (14)	C66—C61—B	120.69 (19)
C21—C22—C23	120.44 (19)	C61—C62—C63	122.7 (2)
C21—C22—H22	119.8	C61—C62—H62	118.6
C23—C22—H22	119.8	C63—C62—H62	118.6
C24—C23—C22	120.32 (19)	C64—C63—C62	120.3 (2)
C24—C23—H23	119.8	C64—C63—H63	119.8
C22—C23—H23	119.8	C62—C63—H63	119.8
C23—C24—C25	120.06 (18)	C63—C64—C65	119.0 (2)
C23—C24—H24	120	C63—C64—H64	120.5
C25—C24—H24	120	C65—C64—H64	120.5
C24—C25—C26	120.06 (19)	C64—C65—C66	120.1 (2)
C24—C25—H25	120	C64—C65—H65	119.9
C26—C25—H25	120	C66—C65—H65	119.9
C25—C26—C21	120.61 (19)	C65—C66—C61	122.9 (2)
C25—C26—H26	119.7	C65—C66—H66	118.5
C21—C26—H26	119.7	C61—C66—H66	118.5
P2—Rh—P1—C11	111.92 (7)	C41—P2—C31—C32	3.46 (18)
P2^i—Rh—P1—C11	−78.41 (7)	C2—P2—C31—C32	111.68 (17)
P2—Rh—P1—C21	−123.62 (7)	Rh—P2—C31—C32	−123.45 (15)
P2^i—Rh—P1—C21	46.06 (7)	C36—C31—C32—C33	0.0 (3)
P2—Rh—P1—C1	−3.55 (7)	P2—C31—C32—C33	177.10 (15)
P2^i—Rh—P1—C1	166.12 (7)	C31—C32—C33—C34	−1.1 (3)
P2^i—Rh—P2—C41	−0.88 (6)	C32—C33—C34—C35	1.2 (3)
P1^i—Rh—P2—C41	−93.20 (6)	C33—C34—C35—C36	−0.2 (3)
P1—Rh—P2—C41	92.85 (7)	C34—C35—C36—C31	−0.9 (3)
P2^i—Rh—P2—C31	122.64 (8)	C32—C31—C36—C35	0.9 (3)
P1^i—Rh—P2—C31	30.33 (8)	P2—C31—C36—C35	−176.25 (15)
P1—Rh—P2—C31	−143.62 (8)	C31—P2—C41—C46	−100.49 (15)
P2^i—Rh—P2—C2	−114.59 (7)	C2—P2—C41—C46	151.28 (15)
P1^i—Rh—P2—C2	153.09 (7)	Rh—P2—C41—C46	34.56 (16)
P1—Rh—P2—C2	−20.86 (7)	C31—P2—C41—C42	74.84 (18)
C11—P1—C1—C2	−91.40 (14)	C2—P2—C41—C42	−33.39 (18)
C21—P1—C1—C2	161.31 (13)	Rh—P2—C41—C42	−150.11 (15)
Rh—P1—C1—C2	32.83 (14)	C46—C41—C42—C43	0.7 (3)
P1—C1—C2—P2	−49.41 (15)	P2—C41—C42—C43	−174.59 (15)
C41—P2—C2—C1	−71.28 (14)	C41—C42—C43—C44	0.8 (3)
C31—P2—C2—C1	−178.81 (13)	C42—C43—C44—C45	−0.5 (3)
Rh—P2—C2—C1	46.87 (14)	C43—C44—C45—C46	−1.4 (3)
C21—P1—C11—C12	−136.86 (15)	C42—C41—C46—C45	−2.6 (3)
C1—P1—C11—C12	115.38 (15)	P2—C41—C46—C45	172.91 (15)
Rh—P1—C11—C12	−4.91 (17)	C44—C45—C46—C41	3.0 (3)
C21—P1—C11—C16	41.36 (17)	C61^ii—B—C51—C52	−152.97 (19)
C1—P1—C11—C16	−66.40 (16)	C61—B—C51—C52	83.4 (2)
Rh—P1—C11—C16	173.31 (13)	C51^ii—B—C51—C52	−36.86 (16)
C16—C11—C12—C13	−2.6 (3)	C61^ii—B—C51—C56	34.3 (2)
P1—C11—C12—C13	175.68 (14)	C61—B—C51—C56	−89.32 (19)
C11—C12—C13—C14	0.8 (3)	C51^ii—B—C51—C56	150.44 (19)
C12—C13—C14—C15	1.4 (3)	C56—C51—C52—C53	−0.4 (3)
C13—C14—C15—C16	−1.7 (3)	B—C51—C52—C53	−173.49 (19)
C14—C15—C16—C11	−0.2 (3)	C51—C52—C53—C54	−1.0 (3)
C12—C11—C16—C15	2.3 (3)	C52—C53—C54—C55	1.4 (4)
P1—C11—C16—C15	−175.99 (15)	C53—C54—C55—C56	−0.5 (3)
C11—P1—C21—C22	34.82 (17)	C54—C55—C56—C51	−0.9 (3)
C1—P1—C21—C22	140.90 (15)	C52—C51—C56—C55	1.3 (3)
Rh—P1—C21—C22	−95.73 (15)	B—C51—C56—C55	174.56 (17)
C11—P1—C21—C26	−153.13 (15)	C61^ii—B—C61—C62	−27.67 (15)
C1—P1—C21—C26	−47.06 (16)	C51^ii—B—C61—C62	−144.24 (19)
Rh—P1—C21—C26	76.31 (16)	C51—B—C61—C62	93.0 (2)
C26—C21—C22—C23	−0.1 (3)	C61^ii—B—C61—C66	157.96 (18)
P1—C21—C22—C23	172.03 (15)	C51^ii—B—C61—C66	41.4 (2)
C21—C22—C23—C24	0.2 (3)	C51—B—C61—C66	−81.41 (19)
C22—C23—C24—C25	−0.3 (3)	C66—C61—C62—C63	−2.2 (3)
C23—C24—C25—C26	0.3 (3)	B—C61—C62—C63	−176.89 (17)
C24—C25—C26—C21	−0.3 (3)	C61—C62—C63—C64	0.6 (3)
C22—C21—C26—C25	0.2 (3)	C62—C63—C64—C65	1.1 (3)
P1—C21—C26—C25	−172.08 (15)	C63—C64—C65—C66	−1.2 (3)
C41—P2—C31—C36	−179.48 (15)	C64—C65—C66—C61	−0.5 (3)
C2—P2—C31—C36	−71.26 (16)	C62—C61—C66—C65	2.2 (3)
Rh—P2—C31—C36	53.62 (17)	B—C61—C66—C65	177.05 (16)

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