Abstract
In the title compound, [Rh(C74H68O8P2)H(CO)2]·C4H10O, the C2HP2 coordination set at the RhI ion is arranged in a distorted trigonal–planar geometry with one P atom of the diphosphite molecule and the H atom adopting the axial coordination sites.
Related literature
For another crystal structure of a dicarbonyl hydrido complex of rhodium(I), see: Van Rooy et al. (1995 ▶, 1996 ▶). The title compound has recently been studied in solution, see: Selent et al. (2011 ▶). Structural information on this labile compound class is usually obtained by spectroscopy, see, for example: Dieleman et al. (2001 ▶); Axet et al. (2007 ▶).
Experimental
Crystal data
[Rh(C74H68O8P2)H(CO)2]·C4H10O
M r = 1381.28
Monoclinic,
a = 11.1489 (2) Å
b = 25.8458 (4) Å
c = 12.5941 (3) Å
β = 110.263 (2)°
V = 3404.43 (11) Å3
Z = 2
Mo Kα radiation
μ = 0.36 mm−1
T = 200 K
0.40 × 0.35 × 0.15 mm
Data collection
Stoe IPDS II diffractometer
Absorption correction: numerical (X-SHAPE and X-RED32; Stoe & Cie, 2005 ▶) T min = 0.835, T max = 0.959
59171 measured reflections
16262 independent reflections
14238 reflections with I > 2σ(I)
R int = 0.026
Refinement
R[F 2 > 2σ(F 2)] = 0.028
wR(F 2) = 0.063
S = 0.94
16262 reflections
834 parameters
35 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρmax = 0.66 e Å−3
Δρmin = −0.47 e Å−3
Absolute structure: Flack (1983 ▶), 7944 Friedel pairs
Flack parameter: −0.026 (11)
Data collection: X-AREA (Stoe & Cie, 2005 ▶); cell refinement: X-AREA; data reduction: X-AREA; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: XP in SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.
Supplementary Material
Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812011786/bt5848sup1.cif
Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812011786/bt5848Isup2.hkl
Additional supplementary materials: crystallographic information; 3D view; checkCIF report
supplementary crystallographic information
Comment
The reaction of a mixture of dicarbonyl(acetylacetonato-κO,O')rhodium(I) and 3,3'-di-tert-butyl-5,5'-dimethoxy-2,2'-bis[(4,4,5,5-tetraphenyl-1,3,2-dioxaphospholan-2-yl)oxy]biphenyl under an atmosphere of hydrogen and carbon monoxide in toluene affords the elimination of acetylacetone and the formation of the rhodium hydrido complex which, after recrystallization, gives the title compound (figure 1). The distances Rh1—P1 = 2.3045 (5) Å and Rh1—P2 = 2.2913 (5) Å and the angle P1—Rh1—P2 = 109.66 (2)° do significantly differ from those (Rh1—P1 = 2.255 (3), Rh1—P2 = 2.239 (3) Å, P1—Rh1—P2 = 115.95 (9)°) found in the only molecular structure of a similar rhodium complex known to date (Van Rooy et al. 1995, 1996). In the solid state, the phosphorus atoms of the diphosphite molecule adopt formally different axial and equatorial sites of the idealized trigonal bipyramidal geometry around the rhodium center which is in contrast to the bisequatorial arrangement determined for both, the solution and the theoretical gas phase structure (Selent et al., 2011). The hydride could be found from difference Fourier map; the Rh1—H1 distance was refined to 1.42 (3) Å.
Experimental
A mixture of dicarbonyl(acetylacetonato-κO,O')rhodium(I) (0.5161 g, 2 mmol) and 3,3'-di-tert-butyl-5,5'-dimethoxy-2,2'-bis[(4,4,5,5-tetraphenyl-1,3,2-dioxaphospholan-2-yl)oxy]biphenyl (2.524 g, 2.2 mmol) was dissolved in toluene (50 ml). The resulting solution was transferred to an autoclave and then stirred under an atmosphere of carbon monoxide and hydrogen (1:1, 2.0 MPa) at 70°C for 2 h. The clear, pale yellow solution obtained after cooling and depressurization was evaporated to dryness in vacuo. The residue was crystallized from diethyl ether to give 2.108 g (1.613 mmol, 81%) of the title compound. 1H-NMR(toluene-D8): -10.00 (d, 1JHRh = 3.4 Hz) p.p.m.. 31P-NMR (toluene-D8): 166.1 (d, 1JPRh = 235 Hz) p.p.m.. Elemental analysis (calc. for C76H69O10P2Rh = 1307.229 g/mol): C, 69.75 (69.83); H, 5.48 (5.32); P, 4.56 (4.74); Rh, 7.73(7.87) %. ESI-TOF/HRMS: m/e 1317.3097 (M—CO+K)+, 1249.34397 (M-2CO)+. Crystals suitable for X-ray analysis were obtained by recrystallization from diethyl ether.
Refinement
H1 was found from difference Fourier map and refined freely. All other H atoms were placed in idealized positions with d(C—H) = 0.95 Å (CH), 0.99 Å (CH2) and 0.98 Å (CH3) and refined using a riding model with Uiso(H) fixed at 1.2 Ueq(C) for CH, CH2 and 1.5 Ueq(C) for CH3. The solvent atoms were only isotropically refined.
Figures
Fig. 1.
The molecular structure of the title compound; displacement ellipsoids are drawn at the 30% probability level. Hydrogen atoms except H1 are omitted for clarity.
Crystal data
| [Rh(C74H68O8P2)H(CO)2]·C4H10O | F(000) = 1444 |
| Mr = 1381.28 | Dx = 1.347 Mg m−3 |
| Monoclinic, P21 | Mo Kα radiation, λ = 0.71073 Å |
| a = 11.1489 (2) Å | Cell parameters from 15841 reflections |
| b = 25.8458 (4) Å | θ = 1.7–28.4° |
| c = 12.5941 (3) Å | µ = 0.36 mm−1 |
| β = 110.263 (2)° | T = 200 K |
| V = 3404.43 (11) Å3 | Prism, colourless |
| Z = 2 | 0.40 × 0.35 × 0.15 mm |
Data collection
| Stoe IPDS II diffractometer | 16262 independent reflections |
| Radiation source: fine-focus sealed tube | 14238 reflections with I > 2σ(I) |
| Graphite monochromator | Rint = 0.026 |
| ω scans | θmax = 27.9°, θmin = 1.6° |
| Absorption correction: numerical (X-SHAPE and X-RED32; Stoe & Cie, 2005) | h = −14→14 |
| Tmin = 0.835, Tmax = 0.959 | k = −34→34 |
| 59171 measured reflections | l = −16→16 |
Refinement
| Refinement on F2 | Secondary atom site location: difference Fourier map |
| Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
| R[F2 > 2σ(F2)] = 0.028 | H atoms treated by a mixture of independent and constrained refinement |
| wR(F2) = 0.063 | w = 1/[σ2(Fo2) + (0.0377P)2] where P = (Fo2 + 2Fc2)/3 |
| S = 0.94 | (Δ/σ)max = 0.001 |
| 16262 reflections | Δρmax = 0.66 e Å−3 |
| 834 parameters | Δρmin = −0.47 e Å−3 |
| 35 restraints | Absolute structure: Flack (1983), 7944 Friedel pairs |
| Primary atom site location: structure-invariant direct methods | Flack parameter: −0.026 (11) |
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. |
| 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)
| x | y | z | Uiso*/Ueq | ||
| C77 | 1.0804 (4) | 0.91333 (17) | 0.5094 (3) | 0.0878 (11)* | |
| H77A | 1.1508 | 0.9343 | 0.5030 | 0.132* | |
| H77B | 1.1042 | 0.8767 | 0.5147 | 0.132* | |
| H77C | 1.0626 | 0.9236 | 0.5774 | 0.132* | |
| C78 | 0.9699 (5) | 0.9212 (2) | 0.4129 (4) | 0.1113 (15)* | |
| H78A | 0.9490 | 0.9586 | 0.4077 | 0.134* | |
| H78B | 0.9908 | 0.9120 | 0.3449 | 0.134* | |
| C79 | 0.7521 (5) | 0.9016 (2) | 0.3186 (4) | 0.1172 (17)* | |
| H79A | 0.7315 | 0.8699 | 0.2715 | 0.141* | |
| H79B | 0.7635 | 0.9304 | 0.2713 | 0.141* | |
| C80 | 0.6510 (6) | 0.9131 (3) | 0.3584 (6) | 0.147 (2)* | |
| H80A | 0.5718 | 0.9181 | 0.2938 | 0.221* | |
| H80B | 0.6711 | 0.9449 | 0.4037 | 0.221* | |
| H80C | 0.6401 | 0.8845 | 0.4052 | 0.221* | |
| O11 | 0.8631 (3) | 0.89420 (13) | 0.4096 (3) | 0.1138 (10)* | |
| C1 | 0.5785 (3) | 0.53367 (10) | 0.6920 (2) | 0.0518 (7) | |
| C2 | 0.5159 (2) | 0.59995 (12) | 0.9031 (2) | 0.0456 (6) | |
| C3 | 0.37567 (19) | 0.72557 (7) | 0.53935 (15) | 0.0230 (4) | |
| C4 | 0.44781 (18) | 0.75555 (7) | 0.65556 (16) | 0.0248 (4) | |
| C5 | 0.4165 (2) | 0.73789 (8) | 0.43790 (16) | 0.0287 (4) | |
| C6 | 0.3402 (2) | 0.72021 (9) | 0.33200 (16) | 0.0377 (5) | |
| H6 | 0.2633 | 0.7022 | 0.3239 | 0.045* | |
| C7 | 0.3749 (2) | 0.72856 (10) | 0.23819 (19) | 0.0507 (7) | |
| H7 | 0.3217 | 0.7161 | 0.1664 | 0.061* | |
| C8 | 0.4858 (2) | 0.75483 (11) | 0.24739 (19) | 0.0573 (8) | |
| H8 | 0.5071 | 0.7620 | 0.1821 | 0.069* | |
| C9 | 0.5654 (3) | 0.77058 (10) | 0.35312 (17) | 0.0522 (7) | |
| H9 | 0.6438 | 0.7874 | 0.3610 | 0.063* | |
| C10 | 0.5319 (2) | 0.76214 (9) | 0.44750 (19) | 0.0375 (5) | |
| H10 | 0.5879 | 0.7729 | 0.5198 | 0.045* | |
| C11 | 0.23051 (19) | 0.72664 (7) | 0.50856 (15) | 0.0242 (4) | |
| C12 | 0.1685 (2) | 0.68911 (8) | 0.54920 (17) | 0.0297 (4) | |
| H12 | 0.2158 | 0.6610 | 0.5922 | 0.036* | |
| C13 | 0.0377 (2) | 0.69246 (9) | 0.52739 (19) | 0.0346 (5) | |
| H13 | −0.0041 | 0.6662 | 0.5544 | 0.042* | |
| C14 | −0.0318 (2) | 0.73353 (9) | 0.46688 (18) | 0.0347 (5) | |
| H14 | −0.1209 | 0.7360 | 0.4534 | 0.042* | |
| C15 | 0.0287 (2) | 0.77076 (8) | 0.42623 (17) | 0.0338 (5) | |
| H15 | −0.0188 | 0.7992 | 0.3846 | 0.041* | |
| C16 | 0.1582 (2) | 0.76722 (8) | 0.44540 (16) | 0.0289 (4) | |
| H16 | 0.1984 | 0.7928 | 0.4151 | 0.035* | |
| C17 | 0.37177 (18) | 0.75349 (6) | 0.73659 (15) | 0.0268 (4) | |
| C18 | 0.27163 (19) | 0.78775 (8) | 0.72410 (17) | 0.0316 (4) | |
| H18 | 0.2514 | 0.8130 | 0.6657 | 0.038* | |
| C19 | 0.2012 (2) | 0.78574 (9) | 0.79491 (17) | 0.0406 (5) | |
| H19 | 0.1335 | 0.8096 | 0.7850 | 0.049* | |
| C20 | 0.2282 (3) | 0.74940 (9) | 0.8798 (2) | 0.0542 (7) | |
| H20 | 0.1775 | 0.7471 | 0.9266 | 0.065* | |
| C21 | 0.3298 (3) | 0.71647 (12) | 0.8955 (2) | 0.0654 (9) | |
| H21 | 0.3513 | 0.6921 | 0.9557 | 0.078* | |
| C22 | 0.4007 (3) | 0.71839 (10) | 0.82517 (19) | 0.0470 (6) | |
| H22 | 0.4705 | 0.6953 | 0.8375 | 0.056* | |
| C23 | 0.4872 (2) | 0.81179 (7) | 0.65172 (18) | 0.0287 (4) | |
| C24 | 0.4264 (2) | 0.84704 (7) | 0.5669 (2) | 0.0407 (5) | |
| H24 | 0.3584 | 0.8356 | 0.5019 | 0.049* | |
| C25 | 0.4628 (3) | 0.89834 (8) | 0.5752 (2) | 0.0495 (6) | |
| H25 | 0.4194 | 0.9218 | 0.5163 | 0.059* | |
| C26 | 0.5618 (2) | 0.91583 (9) | 0.66831 (19) | 0.0506 (7) | |
| H26 | 0.5870 | 0.9511 | 0.6740 | 0.061* | |
| C27 | 0.6238 (2) | 0.88133 (7) | 0.7529 (2) | 0.0505 (7) | |
| H27 | 0.6930 | 0.8928 | 0.8170 | 0.061* | |
| C28 | 0.5857 (2) | 0.83023 (8) | 0.7449 (2) | 0.0377 (5) | |
| H28 | 0.6282 | 0.8071 | 0.8048 | 0.045* | |
| C29 | 0.75300 (19) | 0.63414 (7) | 0.60830 (16) | 0.0236 (4) | |
| C30 | 0.75663 (16) | 0.59539 (10) | 0.53180 (14) | 0.0268 (3) | |
| C31 | 0.8683 (2) | 0.56572 (7) | 0.56195 (17) | 0.0298 (4) | |
| H31 | 0.8735 | 0.5385 | 0.5130 | 0.036* | |
| C32 | 0.9723 (2) | 0.57425 (8) | 0.66043 (18) | 0.0282 (4) | |
| C33 | 0.96708 (19) | 0.61368 (7) | 0.73284 (16) | 0.0253 (4) | |
| H33 | 1.0380 | 0.6202 | 0.7998 | 0.030* | |
| C34 | 0.85706 (19) | 0.64382 (7) | 0.70688 (16) | 0.0225 (4) | |
| C35 | 0.85814 (18) | 0.68962 (7) | 0.77842 (16) | 0.0241 (4) | |
| C36 | 0.85984 (19) | 0.68565 (7) | 0.88844 (16) | 0.0240 (4) | |
| C37 | 0.8629 (2) | 0.72994 (8) | 0.95425 (16) | 0.0260 (4) | |
| C38 | 0.8742 (2) | 0.77697 (8) | 0.90746 (17) | 0.0285 (4) | |
| H38 | 0.8807 | 0.8074 | 0.9516 | 0.034* | |
| C39 | 0.8764 (2) | 0.78185 (7) | 0.79794 (18) | 0.0277 (4) | |
| C40 | 0.86457 (19) | 0.73841 (7) | 0.73202 (17) | 0.0256 (4) | |
| H40 | 0.8608 | 0.7414 | 0.6557 | 0.031* | |
| C41 | 0.65315 (19) | 0.58828 (10) | 0.41376 (16) | 0.0347 (5) | |
| C42 | 0.6587 (4) | 0.63533 (12) | 0.3432 (2) | 0.0581 (8) | |
| H42A | 0.6297 | 0.6659 | 0.3735 | 0.087* | |
| H42B | 0.6031 | 0.6298 | 0.2646 | 0.087* | |
| H42C | 0.7468 | 0.6406 | 0.3462 | 0.087* | |
| C43 | 0.5178 (2) | 0.58264 (12) | 0.4152 (2) | 0.0536 (8) | |
| H43A | 0.4934 | 0.6144 | 0.4453 | 0.080* | |
| H43B | 0.5143 | 0.5533 | 0.4633 | 0.080* | |
| H43C | 0.4585 | 0.5767 | 0.3381 | 0.080* | |
| C44 | 0.6792 (3) | 0.53988 (12) | 0.3542 (2) | 0.0529 (8) | |
| H44A | 0.6122 | 0.5363 | 0.2797 | 0.079* | |
| H44B | 0.6794 | 0.5092 | 0.4000 | 0.079* | |
| H44C | 0.7625 | 0.5432 | 0.3449 | 0.079* | |
| C45 | 1.1894 (2) | 0.55561 (10) | 0.7650 (2) | 0.0428 (5) | |
| H45A | 1.2151 | 0.5911 | 0.7556 | 0.064* | |
| H45B | 1.2572 | 0.5316 | 0.7643 | 0.064* | |
| H45C | 1.1751 | 0.5526 | 0.8372 | 0.064* | |
| C46 | 0.8585 (2) | 0.72778 (9) | 1.07566 (17) | 0.0338 (5) | |
| C47 | 0.7439 (3) | 0.69620 (10) | 1.0791 (2) | 0.0415 (6) | |
| H47A | 0.7534 | 0.6602 | 1.0588 | 0.062* | |
| H47B | 0.6651 | 0.7107 | 1.0252 | 0.062* | |
| H47C | 0.7399 | 0.6975 | 1.1556 | 0.062* | |
| C48 | 0.9848 (3) | 0.70463 (10) | 1.15472 (19) | 0.0438 (6) | |
| H48A | 0.9823 | 0.7021 | 1.2316 | 0.066* | |
| H48B | 1.0560 | 0.7269 | 1.1552 | 0.066* | |
| H48C | 0.9965 | 0.6701 | 1.1279 | 0.066* | |
| C49 | 0.8440 (3) | 0.78176 (9) | 1.11995 (19) | 0.0455 (6) | |
| H49A | 0.8371 | 0.7787 | 1.1952 | 0.068* | |
| H49B | 0.7667 | 0.7983 | 1.0681 | 0.068* | |
| H49C | 0.9188 | 0.8028 | 1.1249 | 0.068* | |
| C50 | 0.8673 (3) | 0.83944 (9) | 0.6481 (2) | 0.0445 (6) | |
| H50A | 0.9270 | 0.8189 | 0.6237 | 0.067* | |
| H50B | 0.8783 | 0.8762 | 0.6349 | 0.067* | |
| H50C | 0.7794 | 0.8290 | 0.6047 | 0.067* | |
| C51 | 0.8631 (2) | 0.51759 (7) | 1.06368 (16) | 0.0272 (4) | |
| C52 | 0.9253 (2) | 0.50443 (7) | 0.96605 (16) | 0.0258 (4) | |
| C53 | 0.9628 (2) | 0.52742 (7) | 1.17970 (17) | 0.0333 (5) | |
| C54 | 0.9590 (3) | 0.57220 (9) | 1.23876 (18) | 0.0436 (6) | |
| H54 | 0.8948 | 0.5974 | 1.2056 | 0.052* | |
| C55 | 1.0473 (3) | 0.58061 (11) | 1.3451 (2) | 0.0635 (8) | |
| H55 | 1.0434 | 0.6115 | 1.3845 | 0.076* | |
| C56 | 1.1416 (3) | 0.54451 (14) | 1.3952 (2) | 0.0684 (9) | |
| H56 | 1.2029 | 0.5508 | 1.4681 | 0.082* | |
| C57 | 1.1457 (3) | 0.49955 (12) | 1.3383 (2) | 0.0553 (7) | |
| H57 | 1.2091 | 0.4742 | 1.3722 | 0.066* | |
| C58 | 1.0572 (2) | 0.49143 (9) | 1.23184 (19) | 0.0410 (5) | |
| H58 | 1.0609 | 0.4603 | 1.1930 | 0.049* | |
| C59 | 0.7618 (2) | 0.47876 (8) | 1.06974 (19) | 0.0297 (5) | |
| C60 | 0.7693 (2) | 0.45389 (8) | 1.1700 (2) | 0.0407 (5) | |
| H60 | 0.8376 | 0.4619 | 1.2379 | 0.049* | |
| C61 | 0.6786 (2) | 0.41769 (9) | 1.1717 (2) | 0.0525 (7) | |
| H61 | 0.6854 | 0.4009 | 1.2406 | 0.063* | |
| C62 | 0.5784 (3) | 0.40585 (10) | 1.07396 (18) | 0.0524 (7) | |
| H62 | 0.5181 | 0.3800 | 1.0746 | 0.063* | |
| C63 | 0.5666 (2) | 0.43203 (9) | 0.9752 (2) | 0.0488 (6) | |
| H63 | 0.4963 | 0.4250 | 0.9081 | 0.059* | |
| C64 | 0.6570 (2) | 0.46836 (8) | 0.9739 (2) | 0.0382 (5) | |
| H64 | 0.6470 | 0.4866 | 0.9059 | 0.046* | |
| C65 | 1.0696 (2) | 0.51295 (9) | 1.00494 (17) | 0.0320 (5) | |
| C66 | 1.1212 (2) | 0.56104 (10) | 1.04461 (18) | 0.0391 (5) | |
| H66 | 1.0658 | 0.5888 | 1.0457 | 0.047* | |
| C67 | 1.25186 (18) | 0.56925 (11) | 1.0827 (2) | 0.0546 (7) | |
| H67 | 1.2854 | 0.6024 | 1.1102 | 0.065* | |
| C68 | 1.3338 (3) | 0.52943 (10) | 1.0807 (2) | 0.0651 (9) | |
| H68 | 1.4237 | 0.5348 | 1.1078 | 0.078* | |
| C69 | 1.2832 (2) | 0.48177 (11) | 1.0386 (2) | 0.0635 (9) | |
| H69 | 1.3387 | 0.4544 | 1.0355 | 0.076* | |
| C70 | 1.1525 (2) | 0.47359 (10) | 1.0011 (2) | 0.0458 (6) | |
| H70 | 1.1191 | 0.4406 | 0.9724 | 0.055* | |
| C71 | 0.8872 (2) | 0.45146 (8) | 0.91157 (18) | 0.0300 (4) | |
| C72 | 0.9014 (2) | 0.40673 (8) | 0.9771 (2) | 0.0355 (5) | |
| H72 | 0.9386 | 0.4089 | 1.0572 | 0.043* | |
| C73 | 0.8617 (3) | 0.35940 (9) | 0.9266 (2) | 0.0446 (6) | |
| H73 | 0.8711 | 0.3293 | 0.9722 | 0.053* | |
| C74 | 0.8087 (3) | 0.35539 (10) | 0.8108 (3) | 0.0591 (8) | |
| H74 | 0.7785 | 0.3230 | 0.7761 | 0.071* | |
| C75 | 0.7999 (4) | 0.39903 (10) | 0.7457 (2) | 0.0620 (8) | |
| H75 | 0.7664 | 0.3964 | 0.6655 | 0.074* | |
| C76 | 0.8393 (3) | 0.44637 (9) | 0.79552 (19) | 0.0419 (6) | |
| H76 | 0.8334 | 0.4760 | 0.7492 | 0.050* | |
| O1 | 0.41561 (13) | 0.67214 (5) | 0.57154 (11) | 0.0249 (3) | |
| O2 | 0.56444 (13) | 0.72564 (5) | 0.70404 (11) | 0.0258 (3) | |
| O3 | 0.64584 (13) | 0.66599 (5) | 0.58506 (11) | 0.0265 (3) | |
| O4 | 0.87143 (14) | 0.63686 (5) | 0.93978 (11) | 0.0266 (3) | |
| O5 | 0.79305 (14) | 0.56579 (5) | 1.02459 (11) | 0.0285 (3) | |
| O6 | 0.86838 (14) | 0.54274 (5) | 0.87786 (11) | 0.0258 (3) | |
| O7 | 0.5764 (3) | 0.49777 (8) | 0.6399 (2) | 0.0890 (9) | |
| O8 | 0.4804 (2) | 0.60351 (9) | 0.97680 (18) | 0.0691 (6) | |
| O9 | 1.07528 (16) | 0.54333 (6) | 0.67518 (14) | 0.0421 (4) | |
| O10 | 0.89204 (16) | 0.83106 (5) | 0.76520 (13) | 0.0341 (3) | |
| P1 | 0.55672 (5) | 0.66565 (2) | 0.66426 (4) | 0.02305 (10) | |
| P2 | 0.78003 (5) | 0.586778 (19) | 0.90123 (4) | 0.02370 (10) | |
| Rh1 | 0.574142 (14) | 0.594078 (6) | 0.777762 (12) | 0.02906 (4) | |
| H1 | 0.444 (3) | 0.5921 (15) | 0.708 (2) | 0.062 (7)* |
Atomic displacement parameters (Å2)
| U11 | U22 | U33 | U12 | U13 | U23 | |
| C1 | 0.0549 (18) | 0.0355 (13) | 0.0473 (15) | −0.0018 (12) | −0.0045 (13) | 0.0005 (12) |
| C2 | 0.0323 (11) | 0.0520 (15) | 0.0581 (13) | 0.0060 (12) | 0.0228 (10) | 0.0182 (13) |
| C3 | 0.0249 (10) | 0.0200 (8) | 0.0234 (9) | 0.0035 (7) | 0.0074 (7) | 0.0006 (7) |
| C4 | 0.0210 (10) | 0.0247 (9) | 0.0263 (9) | 0.0047 (7) | 0.0052 (7) | −0.0008 (7) |
| C5 | 0.0339 (12) | 0.0267 (9) | 0.0273 (10) | 0.0069 (8) | 0.0129 (9) | 0.0036 (8) |
| C6 | 0.0387 (13) | 0.0452 (13) | 0.0293 (11) | 0.0082 (10) | 0.0117 (9) | 0.0003 (9) |
| C7 | 0.0610 (18) | 0.0641 (17) | 0.0280 (11) | 0.0204 (14) | 0.0166 (11) | 0.0042 (11) |
| C8 | 0.076 (2) | 0.0670 (17) | 0.0435 (14) | 0.0223 (16) | 0.0392 (15) | 0.0192 (13) |
| C9 | 0.0569 (17) | 0.0479 (14) | 0.0683 (18) | 0.0032 (12) | 0.0427 (15) | 0.0115 (12) |
| C10 | 0.0402 (13) | 0.0351 (11) | 0.0430 (12) | 0.0011 (10) | 0.0215 (11) | 0.0007 (9) |
| C11 | 0.0260 (10) | 0.0246 (9) | 0.0206 (8) | 0.0017 (8) | 0.0063 (7) | −0.0038 (7) |
| C12 | 0.0292 (11) | 0.0289 (10) | 0.0298 (10) | 0.0006 (8) | 0.0086 (8) | −0.0012 (8) |
| C13 | 0.0319 (12) | 0.0392 (11) | 0.0353 (11) | −0.0044 (9) | 0.0148 (9) | −0.0018 (9) |
| C14 | 0.0250 (11) | 0.0433 (12) | 0.0345 (11) | 0.0029 (9) | 0.0084 (9) | −0.0090 (9) |
| C15 | 0.0284 (11) | 0.0361 (11) | 0.0297 (10) | 0.0103 (9) | 0.0010 (8) | −0.0031 (8) |
| C16 | 0.0299 (11) | 0.0272 (10) | 0.0268 (10) | 0.0024 (8) | 0.0062 (8) | 0.0006 (7) |
| C17 | 0.0279 (11) | 0.0267 (9) | 0.0242 (9) | 0.0002 (8) | 0.0069 (8) | −0.0060 (7) |
| C18 | 0.0301 (11) | 0.0311 (10) | 0.0324 (11) | 0.0047 (9) | 0.0092 (9) | −0.0064 (8) |
| C19 | 0.0338 (13) | 0.0451 (13) | 0.0468 (13) | 0.0075 (10) | 0.0189 (10) | −0.0047 (10) |
| C20 | 0.0677 (19) | 0.0566 (16) | 0.0576 (16) | 0.0150 (14) | 0.0463 (15) | 0.0055 (13) |
| C21 | 0.093 (2) | 0.0676 (18) | 0.0553 (17) | 0.0359 (18) | 0.0504 (17) | 0.0264 (14) |
| C22 | 0.0567 (16) | 0.0516 (14) | 0.0386 (12) | 0.0277 (12) | 0.0241 (12) | 0.0081 (10) |
| C23 | 0.0251 (11) | 0.0271 (9) | 0.0362 (11) | −0.0006 (8) | 0.0136 (9) | −0.0079 (8) |
| C24 | 0.0422 (14) | 0.0289 (10) | 0.0471 (13) | −0.0032 (10) | 0.0106 (11) | 0.0014 (9) |
| C25 | 0.0583 (18) | 0.0297 (11) | 0.0613 (16) | −0.0021 (11) | 0.0217 (14) | 0.0027 (11) |
| C26 | 0.0515 (17) | 0.0288 (11) | 0.0818 (19) | −0.0114 (11) | 0.0359 (15) | −0.0152 (12) |
| C27 | 0.0357 (14) | 0.0423 (13) | 0.0729 (18) | −0.0080 (11) | 0.0179 (13) | −0.0277 (13) |
| C28 | 0.0309 (12) | 0.0329 (11) | 0.0449 (12) | 0.0017 (9) | 0.0076 (10) | −0.0102 (9) |
| C29 | 0.0230 (10) | 0.0228 (8) | 0.0267 (9) | 0.0005 (7) | 0.0108 (8) | 0.0015 (7) |
| C30 | 0.0261 (8) | 0.0258 (8) | 0.0289 (8) | 0.0002 (11) | 0.0098 (7) | −0.0012 (10) |
| C31 | 0.0312 (11) | 0.0252 (10) | 0.0340 (10) | 0.0036 (8) | 0.0126 (9) | −0.0061 (8) |
| C32 | 0.0262 (11) | 0.0260 (9) | 0.0347 (10) | 0.0041 (8) | 0.0135 (8) | 0.0000 (8) |
| C33 | 0.0219 (10) | 0.0274 (8) | 0.0265 (9) | −0.0022 (7) | 0.0083 (8) | 0.0014 (7) |
| C34 | 0.0249 (10) | 0.0205 (8) | 0.0254 (9) | −0.0012 (7) | 0.0127 (8) | 0.0005 (7) |
| C35 | 0.0199 (10) | 0.0258 (9) | 0.0259 (9) | −0.0003 (7) | 0.0070 (7) | −0.0029 (7) |
| C36 | 0.0223 (10) | 0.0243 (9) | 0.0259 (9) | −0.0024 (7) | 0.0089 (8) | 0.0004 (7) |
| C37 | 0.0220 (10) | 0.0302 (10) | 0.0233 (9) | −0.0022 (8) | 0.0045 (8) | −0.0037 (8) |
| C38 | 0.0255 (11) | 0.0278 (10) | 0.0298 (10) | −0.0024 (8) | 0.0066 (8) | −0.0080 (8) |
| C39 | 0.0271 (11) | 0.0231 (9) | 0.0341 (10) | −0.0015 (8) | 0.0123 (9) | 0.0018 (8) |
| C40 | 0.0256 (11) | 0.0255 (9) | 0.0266 (9) | −0.0002 (8) | 0.0101 (8) | 0.0005 (7) |
| C41 | 0.0315 (10) | 0.0393 (12) | 0.0298 (9) | 0.0041 (11) | 0.0061 (7) | −0.0084 (10) |
| C42 | 0.069 (2) | 0.0575 (17) | 0.0351 (14) | −0.0011 (15) | 0.0024 (13) | −0.0005 (12) |
| C43 | 0.0320 (12) | 0.081 (2) | 0.0413 (12) | −0.0052 (13) | 0.0050 (9) | −0.0233 (13) |
| C44 | 0.0440 (17) | 0.0582 (17) | 0.0421 (14) | 0.0096 (13) | −0.0032 (12) | −0.0272 (12) |
| C45 | 0.0266 (12) | 0.0497 (13) | 0.0498 (14) | 0.0097 (10) | 0.0102 (10) | 0.0030 (11) |
| C46 | 0.0405 (13) | 0.0381 (11) | 0.0235 (9) | −0.0011 (9) | 0.0117 (9) | −0.0047 (8) |
| C47 | 0.0504 (16) | 0.0441 (14) | 0.0369 (13) | −0.0003 (12) | 0.0238 (12) | −0.0023 (10) |
| C48 | 0.0474 (15) | 0.0489 (14) | 0.0285 (11) | 0.0017 (11) | 0.0049 (10) | −0.0038 (10) |
| C49 | 0.0662 (18) | 0.0410 (12) | 0.0310 (11) | 0.0029 (12) | 0.0191 (11) | −0.0073 (9) |
| C50 | 0.0620 (17) | 0.0319 (11) | 0.0430 (13) | −0.0021 (11) | 0.0225 (12) | 0.0072 (9) |
| C51 | 0.0318 (11) | 0.0258 (9) | 0.0262 (9) | 0.0054 (8) | 0.0128 (8) | 0.0046 (7) |
| C52 | 0.0262 (11) | 0.0271 (9) | 0.0250 (9) | 0.0050 (8) | 0.0103 (8) | 0.0060 (7) |
| C53 | 0.0379 (13) | 0.0385 (11) | 0.0250 (10) | 0.0000 (9) | 0.0127 (9) | 0.0043 (8) |
| C54 | 0.0526 (16) | 0.0460 (12) | 0.0314 (11) | 0.0057 (11) | 0.0136 (10) | −0.0014 (9) |
| C55 | 0.084 (2) | 0.062 (2) | 0.0370 (12) | 0.0020 (15) | 0.0107 (13) | −0.0136 (12) |
| C56 | 0.072 (2) | 0.089 (2) | 0.0295 (13) | 0.0022 (18) | −0.0022 (13) | −0.0054 (14) |
| C57 | 0.0528 (17) | 0.0710 (19) | 0.0356 (13) | 0.0133 (14) | 0.0069 (12) | 0.0103 (12) |
| C58 | 0.0445 (14) | 0.0481 (13) | 0.0293 (11) | 0.0094 (11) | 0.0112 (10) | 0.0067 (10) |
| C59 | 0.0369 (13) | 0.0248 (10) | 0.0343 (11) | 0.0063 (9) | 0.0211 (10) | 0.0057 (8) |
| C60 | 0.0554 (16) | 0.0352 (11) | 0.0409 (12) | 0.0044 (11) | 0.0287 (12) | 0.0091 (10) |
| C61 | 0.071 (2) | 0.0415 (13) | 0.0588 (16) | 0.0022 (13) | 0.0407 (16) | 0.0163 (12) |
| C62 | 0.0511 (17) | 0.0388 (13) | 0.081 (2) | −0.0036 (12) | 0.0399 (16) | 0.0117 (13) |
| C63 | 0.0361 (14) | 0.0475 (14) | 0.0645 (17) | −0.0049 (11) | 0.0196 (13) | 0.0049 (12) |
| C64 | 0.0335 (13) | 0.0384 (12) | 0.0461 (13) | 0.0018 (10) | 0.0180 (11) | 0.0111 (10) |
| C65 | 0.0288 (11) | 0.0412 (12) | 0.0262 (10) | 0.0039 (9) | 0.0098 (8) | 0.0104 (8) |
| C66 | 0.0323 (12) | 0.0510 (13) | 0.0320 (11) | −0.0076 (10) | 0.0084 (9) | 0.0029 (10) |
| C67 | 0.0355 (14) | 0.0747 (18) | 0.0444 (14) | −0.0131 (13) | 0.0023 (11) | 0.0148 (13) |
| C68 | 0.0260 (14) | 0.100 (2) | 0.0613 (17) | −0.0023 (15) | 0.0052 (12) | 0.0395 (17) |
| C69 | 0.0347 (15) | 0.081 (2) | 0.081 (2) | 0.0246 (15) | 0.0285 (15) | 0.0445 (17) |
| C70 | 0.0333 (13) | 0.0500 (14) | 0.0572 (15) | 0.0129 (11) | 0.0196 (11) | 0.0210 (12) |
| C71 | 0.0294 (12) | 0.0295 (10) | 0.0356 (11) | 0.0037 (8) | 0.0170 (9) | 0.0009 (8) |
| C72 | 0.0394 (13) | 0.0304 (11) | 0.0401 (12) | 0.0096 (9) | 0.0180 (10) | 0.0074 (9) |
| C73 | 0.0563 (16) | 0.0260 (10) | 0.0588 (15) | 0.0044 (10) | 0.0294 (13) | 0.0051 (10) |
| C74 | 0.083 (2) | 0.0314 (12) | 0.0650 (18) | −0.0071 (13) | 0.0281 (17) | −0.0115 (12) |
| C75 | 0.096 (3) | 0.0431 (14) | 0.0418 (14) | −0.0058 (15) | 0.0176 (16) | −0.0098 (11) |
| C76 | 0.0628 (17) | 0.0309 (11) | 0.0324 (11) | 0.0014 (11) | 0.0169 (11) | 0.0003 (9) |
| O1 | 0.0233 (7) | 0.0216 (6) | 0.0277 (7) | 0.0013 (5) | 0.0060 (5) | −0.0010 (5) |
| O2 | 0.0208 (7) | 0.0273 (7) | 0.0261 (6) | 0.0041 (5) | 0.0041 (5) | −0.0031 (5) |
| O3 | 0.0251 (7) | 0.0269 (6) | 0.0270 (7) | 0.0056 (6) | 0.0084 (6) | −0.0006 (5) |
| O4 | 0.0296 (8) | 0.0247 (7) | 0.0222 (7) | −0.0006 (6) | 0.0047 (6) | 0.0021 (5) |
| O5 | 0.0336 (8) | 0.0256 (7) | 0.0291 (7) | 0.0061 (6) | 0.0145 (6) | 0.0048 (5) |
| O6 | 0.0300 (8) | 0.0251 (7) | 0.0225 (6) | 0.0036 (6) | 0.0092 (6) | 0.0038 (5) |
| O7 | 0.115 (2) | 0.0415 (11) | 0.0759 (15) | 0.0036 (13) | −0.0104 (14) | −0.0194 (11) |
| O8 | 0.0672 (13) | 0.0842 (17) | 0.0769 (13) | 0.0133 (12) | 0.0514 (11) | 0.0264 (12) |
| O9 | 0.0313 (9) | 0.0427 (9) | 0.0463 (9) | 0.0127 (7) | 0.0056 (7) | −0.0105 (7) |
| O10 | 0.0423 (9) | 0.0219 (7) | 0.0406 (8) | −0.0021 (6) | 0.0176 (7) | 0.0014 (6) |
| P1 | 0.0218 (3) | 0.0234 (2) | 0.0234 (2) | 0.0023 (2) | 0.0071 (2) | 0.00024 (19) |
| P2 | 0.0243 (2) | 0.0229 (3) | 0.0240 (2) | 0.0010 (2) | 0.00854 (17) | 0.00250 (18) |
| Rh1 | 0.02251 (7) | 0.02832 (7) | 0.03357 (7) | −0.00073 (8) | 0.00617 (5) | 0.00755 (8) |
Geometric parameters (Å, º)
| C77—C78 | 1.414 (5) | C41—C42 | 1.520 (4) |
| C77—H77A | 0.9800 | C41—C43 | 1.523 (3) |
| C77—H77B | 0.9800 | C41—C44 | 1.537 (3) |
| C77—H77C | 0.9800 | C42—H42A | 0.9800 |
| C78—O11 | 1.369 (4) | C42—H42B | 0.9800 |
| C78—H78A | 0.9900 | C42—H42C | 0.9800 |
| C78—H78B | 0.9900 | C43—H43A | 0.9800 |
| C79—O11 | 1.377 (4) | C43—H43B | 0.9800 |
| C79—C80 | 1.415 (5) | C43—H43C | 0.9800 |
| C79—H79A | 0.9900 | C44—H44A | 0.9800 |
| C79—H79B | 0.9900 | C44—H44B | 0.9800 |
| C80—H80A | 0.9800 | C44—H44C | 0.9800 |
| C80—H80B | 0.9800 | C45—O9 | 1.415 (3) |
| C80—H80C | 0.9800 | C45—H45A | 0.9800 |
| C1—O7 | 1.132 (3) | C45—H45B | 0.9800 |
| C1—Rh1 | 1.909 (3) | C45—H45C | 0.9800 |
| C2—O8 | 1.133 (3) | C46—C47 | 1.529 (4) |
| C2—Rh1 | 1.909 (2) | C46—C49 | 1.532 (3) |
| C3—O1 | 1.464 (2) | C46—C48 | 1.536 (3) |
| C3—C11 | 1.528 (3) | C47—H47A | 0.9800 |
| C3—C5 | 1.531 (3) | C47—H47B | 0.9800 |
| C3—C4 | 1.604 (3) | C47—H47C | 0.9800 |
| C4—O2 | 1.453 (2) | C48—H48A | 0.9800 |
| C4—C23 | 1.524 (3) | C48—H48B | 0.9800 |
| C4—C17 | 1.537 (3) | C48—H48C | 0.9800 |
| C5—C6 | 1.388 (3) | C49—H49A | 0.9800 |
| C5—C10 | 1.398 (3) | C49—H49B | 0.9800 |
| C6—C7 | 1.3814 (18) | C49—H49C | 0.9800 |
| C6—H6 | 0.9500 | C50—O10 | 1.421 (3) |
| C7—C8 | 1.3797 (19) | C50—H50A | 0.9800 |
| C7—H7 | 0.9500 | C50—H50B | 0.9800 |
| C8—C9 | 1.3811 (19) | C50—H50C | 0.9800 |
| C8—H8 | 0.9500 | C51—O5 | 1.462 (2) |
| C9—C10 | 1.3811 (18) | C51—C53 | 1.520 (3) |
| C9—H9 | 0.9500 | C51—C59 | 1.532 (3) |
| C10—H10 | 0.9500 | C51—C52 | 1.643 (3) |
| C11—C12 | 1.387 (3) | C52—O6 | 1.459 (2) |
| C11—C16 | 1.392 (3) | C52—C71 | 1.524 (3) |
| C12—C13 | 1.390 (3) | C52—C65 | 1.527 (3) |
| C12—H12 | 0.9500 | C53—C54 | 1.385 (2) |
| C13—C14 | 1.378 (3) | C53—C58 | 1.387 (2) |
| C13—H13 | 0.9500 | C54—C55 | 1.377 (4) |
| C14—C15 | 1.372 (3) | C54—H54 | 0.9500 |
| C14—H14 | 0.9500 | C55—C56 | 1.384 (4) |
| C15—C16 | 1.382 (3) | C55—H55 | 0.9500 |
| C15—H15 | 0.9500 | C56—C57 | 1.374 (4) |
| C16—H16 | 0.9500 | C56—H56 | 0.9500 |
| C17—C22 | 1.386 (2) | C57—C58 | 1.378 (4) |
| C17—C18 | 1.391 (2) | C57—H57 | 0.9500 |
| C18—C19 | 1.3779 (18) | C58—H58 | 0.9500 |
| C18—H18 | 0.9500 | C59—C64 | 1.385 (3) |
| C19—C20 | 1.3754 (18) | C59—C60 | 1.393 (3) |
| C19—H19 | 0.9500 | C60—C61 | 1.3835 (19) |
| C20—C21 | 1.3751 (18) | C60—H60 | 0.9500 |
| C20—H20 | 0.9500 | C61—C62 | 1.3805 (19) |
| C21—C22 | 1.3778 (18) | C61—H61 | 0.9500 |
| C21—H21 | 0.9500 | C62—C63 | 1.3817 (19) |
| C22—H22 | 0.9500 | C62—H62 | 0.9500 |
| C23—C28 | 1.385 (3) | C63—C64 | 1.3814 (19) |
| C23—C24 | 1.389 (3) | C63—H63 | 0.9500 |
| C24—C25 | 1.3800 (18) | C64—H64 | 0.9500 |
| C24—H24 | 0.9500 | C65—C70 | 1.386 (3) |
| C25—C26 | 1.3791 (18) | C65—C66 | 1.388 (3) |
| C25—H25 | 0.9500 | C66—C67 | 1.3835 (19) |
| C26—C27 | 1.3775 (18) | C66—H66 | 0.9500 |
| C26—H26 | 0.9500 | C67—C68 | 1.3823 (19) |
| C27—C28 | 1.3802 (18) | C67—H67 | 0.9500 |
| C27—H27 | 0.9500 | C68—C69 | 1.382 (2) |
| C28—H28 | 0.9500 | C68—H68 | 0.9500 |
| C29—O3 | 1.396 (2) | C69—C70 | 1.3840 (19) |
| C29—C34 | 1.397 (3) | C69—H69 | 0.9500 |
| C29—C30 | 1.400 (3) | C70—H70 | 0.9500 |
| C30—C31 | 1.398 (3) | C71—C76 | 1.378 (3) |
| C30—C41 | 1.545 (2) | C71—C72 | 1.397 (3) |
| C31—C32 | 1.391 (3) | C72—C73 | 1.379 (3) |
| C31—H31 | 0.9500 | C72—H72 | 0.9500 |
| C32—O9 | 1.358 (2) | C73—C74 | 1.375 (4) |
| C32—C33 | 1.382 (3) | C73—H73 | 0.9500 |
| C33—C34 | 1.393 (3) | C74—C75 | 1.378 (4) |
| C33—H33 | 0.9500 | C74—H74 | 0.9500 |
| C34—C35 | 1.485 (3) | C75—C76 | 1.376 (3) |
| C35—C36 | 1.383 (3) | C75—H75 | 0.9500 |
| C35—C40 | 1.402 (3) | C76—H76 | 0.9500 |
| C36—O4 | 1.403 (2) | O1—P1 | 1.6106 (14) |
| C36—C37 | 1.407 (3) | O2—P1 | 1.6224 (14) |
| C37—C38 | 1.375 (3) | O3—P1 | 1.6336 (14) |
| C37—C46 | 1.548 (3) | O4—P2 | 1.6146 (14) |
| C38—C39 | 1.394 (3) | O5—P2 | 1.6039 (14) |
| C38—H38 | 0.9500 | O6—P2 | 1.5979 (14) |
| C39—O10 | 1.367 (2) | P1—Rh1 | 2.3045 (5) |
| C39—C40 | 1.375 (3) | P2—Rh1 | 2.2913 (5) |
| C40—H40 | 0.9500 | Rh1—H1 | 1.42 (3) |
| C78—C77—H77A | 109.5 | H43A—C43—H43B | 109.5 |
| C78—C77—H77B | 109.5 | C41—C43—H43C | 109.5 |
| H77A—C77—H77B | 109.5 | H43A—C43—H43C | 109.5 |
| C78—C77—H77C | 109.5 | H43B—C43—H43C | 109.5 |
| H77A—C77—H77C | 109.5 | C41—C44—H44A | 109.5 |
| H77B—C77—H77C | 109.5 | C41—C44—H44B | 109.5 |
| O11—C78—C77 | 116.2 (4) | H44A—C44—H44B | 109.5 |
| O11—C78—H78A | 108.2 | C41—C44—H44C | 109.5 |
| C77—C78—H78A | 108.2 | H44A—C44—H44C | 109.5 |
| O11—C78—H78B | 108.2 | H44B—C44—H44C | 109.5 |
| C77—C78—H78B | 108.2 | O9—C45—H45A | 109.5 |
| H78A—C78—H78B | 107.4 | O9—C45—H45B | 109.5 |
| O11—C79—C80 | 109.3 (5) | H45A—C45—H45B | 109.5 |
| O11—C79—H79A | 109.8 | O9—C45—H45C | 109.5 |
| C80—C79—H79A | 109.8 | H45A—C45—H45C | 109.5 |
| O11—C79—H79B | 109.8 | H45B—C45—H45C | 109.5 |
| C80—C79—H79B | 109.8 | C47—C46—C49 | 106.3 (2) |
| H79A—C79—H79B | 108.3 | C47—C46—C48 | 111.1 (2) |
| C79—C80—H80A | 109.5 | C49—C46—C48 | 107.92 (19) |
| C79—C80—H80B | 109.5 | C47—C46—C37 | 111.10 (18) |
| H80A—C80—H80B | 109.5 | C49—C46—C37 | 111.75 (18) |
| C79—C80—H80C | 109.5 | C48—C46—C37 | 108.60 (18) |
| H80A—C80—H80C | 109.5 | C46—C47—H47A | 109.5 |
| H80B—C80—H80C | 109.5 | C46—C47—H47B | 109.5 |
| C78—O11—C79 | 118.4 (4) | H47A—C47—H47B | 109.5 |
| O7—C1—Rh1 | 177.5 (3) | C46—C47—H47C | 109.5 |
| O8—C2—Rh1 | 179.4 (2) | H47A—C47—H47C | 109.5 |
| O1—C3—C11 | 106.33 (15) | H47B—C47—H47C | 109.5 |
| O1—C3—C5 | 106.10 (14) | C46—C48—H48A | 109.5 |
| C11—C3—C5 | 112.30 (15) | C46—C48—H48B | 109.5 |
| O1—C3—C4 | 101.22 (13) | H48A—C48—H48B | 109.5 |
| C11—C3—C4 | 112.02 (15) | C46—C48—H48C | 109.5 |
| C5—C3—C4 | 117.43 (16) | H48A—C48—H48C | 109.5 |
| O2—C4—C23 | 107.17 (16) | H48B—C48—H48C | 109.5 |
| O2—C4—C17 | 108.77 (14) | C46—C49—H49A | 109.5 |
| C23—C4—C17 | 106.57 (15) | C46—C49—H49B | 109.5 |
| O2—C4—C3 | 102.67 (14) | H49A—C49—H49B | 109.5 |
| C23—C4—C3 | 119.38 (16) | C46—C49—H49C | 109.5 |
| C17—C4—C3 | 111.80 (16) | H49A—C49—H49C | 109.5 |
| C6—C5—C10 | 118.05 (19) | H49B—C49—H49C | 109.5 |
| C6—C5—C3 | 118.22 (19) | O10—C50—H50A | 109.5 |
| C10—C5—C3 | 123.49 (18) | O10—C50—H50B | 109.5 |
| C7—C6—C5 | 120.7 (2) | H50A—C50—H50B | 109.5 |
| C7—C6—H6 | 119.6 | O10—C50—H50C | 109.5 |
| C5—C6—H6 | 119.6 | H50A—C50—H50C | 109.5 |
| C8—C7—C6 | 120.9 (2) | H50B—C50—H50C | 109.5 |
| C8—C7—H7 | 119.6 | O5—C51—C53 | 107.98 (15) |
| C6—C7—H7 | 119.6 | O5—C51—C59 | 104.95 (16) |
| C7—C8—C9 | 118.9 (2) | C53—C51—C59 | 111.58 (17) |
| C7—C8—H8 | 120.5 | O5—C51—C52 | 103.82 (14) |
| C9—C8—H8 | 120.5 | C53—C51—C52 | 113.35 (17) |
| C10—C9—C8 | 120.6 (2) | C59—C51—C52 | 114.28 (16) |
| C10—C9—H9 | 119.7 | O6—C52—C71 | 106.68 (16) |
| C8—C9—H9 | 119.7 | O6—C52—C65 | 106.17 (15) |
| C9—C10—C5 | 120.7 (2) | C71—C52—C65 | 111.83 (17) |
| C9—C10—H10 | 119.6 | O6—C52—C51 | 104.14 (14) |
| C5—C10—H10 | 119.6 | C71—C52—C51 | 113.51 (16) |
| C12—C11—C16 | 118.27 (19) | C65—C52—C51 | 113.65 (16) |
| C12—C11—C3 | 120.83 (17) | C54—C53—C58 | 117.7 (2) |
| C16—C11—C3 | 120.76 (17) | C54—C53—C51 | 120.52 (18) |
| C11—C12—C13 | 120.4 (2) | C58—C53—C51 | 121.69 (17) |
| C11—C12—H12 | 119.8 | C55—C54—C53 | 120.6 (2) |
| C13—C12—H12 | 119.8 | C55—C54—H54 | 119.7 |
| C14—C13—C12 | 120.5 (2) | C53—C54—H54 | 119.7 |
| C14—C13—H13 | 119.7 | C54—C55—C56 | 120.8 (2) |
| C12—C13—H13 | 119.7 | C54—C55—H55 | 119.6 |
| C15—C14—C13 | 119.4 (2) | C56—C55—H55 | 119.6 |
| C15—C14—H14 | 120.3 | C57—C56—C55 | 119.3 (3) |
| C13—C14—H14 | 120.3 | C57—C56—H56 | 120.3 |
| C14—C15—C16 | 120.5 (2) | C55—C56—H56 | 120.3 |
| C14—C15—H15 | 119.8 | C56—C57—C58 | 119.6 (3) |
| C16—C15—H15 | 119.8 | C56—C57—H57 | 120.2 |
| C15—C16—C11 | 120.9 (2) | C58—C57—H57 | 120.2 |
| C15—C16—H16 | 119.6 | C57—C58—C53 | 121.9 (2) |
| C11—C16—H16 | 119.6 | C57—C58—H58 | 119.0 |
| C22—C17—C18 | 117.48 (19) | C53—C58—H58 | 119.0 |
| C22—C17—C4 | 121.93 (16) | C64—C59—C60 | 117.9 (2) |
| C18—C17—C4 | 120.58 (15) | C64—C59—C51 | 119.84 (18) |
| C19—C18—C17 | 121.18 (18) | C60—C59—C51 | 122.2 (2) |
| C19—C18—H18 | 119.4 | C61—C60—C59 | 120.8 (2) |
| C17—C18—H18 | 119.4 | C61—C60—H60 | 119.6 |
| C20—C19—C18 | 120.6 (2) | C59—C60—H60 | 119.6 |
| C20—C19—H19 | 119.7 | C62—C61—C60 | 120.4 (2) |
| C18—C19—H19 | 119.7 | C62—C61—H61 | 119.8 |
| C21—C20—C19 | 118.8 (2) | C60—C61—H61 | 119.8 |
| C21—C20—H20 | 120.6 | C61—C62—C63 | 119.3 (2) |
| C19—C20—H20 | 120.6 | C61—C62—H62 | 120.4 |
| C20—C21—C22 | 120.8 (2) | C63—C62—H62 | 120.4 |
| C20—C21—H21 | 119.6 | C64—C63—C62 | 120.1 (2) |
| C22—C21—H21 | 119.6 | C64—C63—H63 | 120.0 |
| C21—C22—C17 | 121.1 (2) | C62—C63—H63 | 120.0 |
| C21—C22—H22 | 119.5 | C63—C64—C59 | 121.3 (2) |
| C17—C22—H22 | 119.5 | C63—C64—H64 | 119.3 |
| C28—C23—C24 | 117.27 (19) | C59—C64—H64 | 119.3 |
| C28—C23—C4 | 117.01 (18) | C70—C65—C66 | 118.1 (2) |
| C24—C23—C4 | 125.52 (18) | C70—C65—C52 | 121.6 (2) |
| C25—C24—C23 | 121.3 (2) | C66—C65—C52 | 120.26 (19) |
| C25—C24—H24 | 119.3 | C67—C66—C65 | 121.2 (2) |
| C23—C24—H24 | 119.3 | C67—C66—H66 | 119.4 |
| C26—C25—C24 | 120.5 (2) | C65—C66—H66 | 119.4 |
| C26—C25—H25 | 119.8 | C68—C67—C66 | 120.2 (3) |
| C24—C25—H25 | 119.8 | C68—C67—H67 | 119.9 |
| C27—C26—C25 | 119.0 (2) | C66—C67—H67 | 119.9 |
| C27—C26—H26 | 120.5 | C69—C68—C67 | 119.1 (2) |
| C25—C26—H26 | 120.5 | C69—C68—H68 | 120.5 |
| C26—C27—C28 | 120.2 (2) | C67—C68—H68 | 120.5 |
| C26—C27—H27 | 119.9 | C68—C69—C70 | 120.6 (3) |
| C28—C27—H27 | 119.9 | C68—C69—H69 | 119.7 |
| C27—C28—C23 | 121.7 (2) | C70—C69—H69 | 119.7 |
| C27—C28—H28 | 119.2 | C69—C70—C65 | 120.8 (2) |
| C23—C28—H28 | 119.2 | C69—C70—H70 | 119.6 |
| O3—C29—C34 | 117.88 (16) | C65—C70—H70 | 119.6 |
| O3—C29—C30 | 120.28 (16) | C76—C71—C72 | 118.1 (2) |
| C34—C29—C30 | 121.78 (17) | C76—C71—C52 | 120.57 (19) |
| C31—C30—C29 | 116.15 (16) | C72—C71—C52 | 121.4 (2) |
| C31—C30—C41 | 119.61 (18) | C73—C72—C71 | 120.6 (2) |
| C29—C30—C41 | 123.87 (18) | C73—C72—H72 | 119.7 |
| C32—C31—C30 | 122.95 (18) | C71—C72—H72 | 119.7 |
| C32—C31—H31 | 118.5 | C74—C73—C72 | 120.5 (2) |
| C30—C31—H31 | 118.5 | C74—C73—H73 | 119.8 |
| O9—C32—C33 | 124.77 (19) | C72—C73—H73 | 119.8 |
| O9—C32—C31 | 115.64 (17) | C73—C74—C75 | 119.0 (2) |
| C33—C32—C31 | 119.53 (18) | C73—C74—H74 | 120.5 |
| C32—C33—C34 | 119.48 (18) | C75—C74—H74 | 120.5 |
| C32—C33—H33 | 120.3 | C76—C75—C74 | 120.7 (3) |
| C34—C33—H33 | 120.3 | C76—C75—H75 | 119.6 |
| C33—C34—C29 | 120.07 (17) | C74—C75—H75 | 119.6 |
| C33—C34—C35 | 118.81 (17) | C75—C76—C71 | 120.9 (2) |
| C29—C34—C35 | 120.77 (17) | C75—C76—H76 | 119.5 |
| C36—C35—C40 | 119.96 (17) | C71—C76—H76 | 119.5 |
| C36—C35—C34 | 122.90 (17) | C3—O1—P1 | 115.21 (11) |
| C40—C35—C34 | 117.05 (17) | C4—O2—P1 | 115.76 (11) |
| C35—C36—O4 | 119.71 (16) | C29—O3—P1 | 121.75 (12) |
| C35—C36—C37 | 121.26 (18) | C36—O4—P2 | 129.38 (13) |
| O4—C36—C37 | 118.72 (17) | C51—O5—P2 | 118.22 (12) |
| C38—C37—C36 | 117.00 (18) | C52—O6—P2 | 118.46 (12) |
| C38—C37—C46 | 119.60 (18) | C32—O9—C45 | 117.47 (17) |
| C36—C37—C46 | 123.37 (18) | C39—O10—C50 | 117.12 (16) |
| C37—C38—C39 | 122.65 (18) | O1—P1—O2 | 93.35 (7) |
| C37—C38—H38 | 118.7 | O1—P1—O3 | 101.81 (7) |
| C39—C38—H38 | 118.7 | O2—P1—O3 | 101.83 (7) |
| O10—C39—C40 | 124.98 (18) | O1—P1—Rh1 | 112.62 (5) |
| O10—C39—C38 | 115.50 (17) | O2—P1—Rh1 | 126.26 (5) |
| C40—C39—C38 | 119.52 (18) | O3—P1—Rh1 | 116.40 (5) |
| C39—C40—C35 | 119.39 (18) | O6—P2—O5 | 94.75 (7) |
| C39—C40—H40 | 120.3 | O6—P2—O4 | 105.15 (8) |
| C35—C40—H40 | 120.3 | O5—P2—O4 | 98.27 (7) |
| C42—C41—C43 | 109.0 (2) | O6—P2—Rh1 | 118.05 (6) |
| C42—C41—C44 | 108.3 (2) | O5—P2—Rh1 | 114.74 (6) |
| C43—C41—C44 | 106.5 (2) | O4—P2—Rh1 | 121.17 (5) |
| C42—C41—C30 | 107.4 (2) | C1—Rh1—C2 | 127.99 (13) |
| C43—C41—C30 | 114.37 (17) | C1—Rh1—P2 | 95.80 (9) |
| C44—C41—C30 | 111.23 (19) | C2—Rh1—P2 | 89.60 (7) |
| C41—C42—H42A | 109.5 | C1—Rh1—P1 | 108.58 (9) |
| C41—C42—H42B | 109.5 | C2—Rh1—P1 | 117.99 (9) |
| H42A—C42—H42B | 109.5 | P2—Rh1—P1 | 109.662 (19) |
| C41—C42—H42C | 109.5 | C1—Rh1—H1 | 80.9 (14) |
| H42A—C42—H42C | 109.5 | C2—Rh1—H1 | 86.9 (10) |
| H42B—C42—H42C | 109.5 | P2—Rh1—H1 | 172.1 (14) |
| C41—C43—H43A | 109.5 | P1—Rh1—H1 | 78.3 (14) |
| C41—C43—H43B | 109.5 |
Footnotes
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BT5848).
References
- Axet, M. R., Benet-Buchholz, J., Claver, C. & Castillón, S. (2007). Adv. Synth. Catal. 349, 1983–1998.
- Dieleman, C. B., Kamer, P. C. J., Reek, J. N. H. & van Leeuwen, P. W. N. M. (2001). Helv. Chim. Acta, 84, 3269–3280.
- Flack, H. D. (1983). Acta Cryst. A39, 876–881.
- Selent, D., Franke, R., Kubis, C., Spannenberg, A., Baumann, W., Kreidler, B. & Börner, A. (2011). Organometallics, 30, 4509–4514.
- Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [DOI] [PubMed]
- Stoe & Cie (2005). X-SHAPE, X-RED32 and X-AREA Stoe & Cie, Darmstadt, Germany.
- Van Rooy, A., Kamer, P. C. J., van Leeuwen, P. W. N. M., Goubitz, K., Fraanje, J., Veldman, N. & Spek, A. L. (1996). Organometallics, 15, 835–847.
- Van Rooy, A., Kamer, P. C. J., van Leeuwen, P. W. N. M., Veldman, N. & Spek, A. L. (1995). J. Organomet. Chem. 494, C15–C18.
Associated Data
This section collects any data citations, data availability statements, or supplementary materials included in this article.
Supplementary Materials
Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812011786/bt5848sup1.cif
Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812011786/bt5848Isup2.hkl
Additional supplementary materials: crystallographic information; 3D view; checkCIF report

