Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S205322961401910X/eg3166sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S205322961401910X/eg3166RhBICPnbdBF4sup2.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S205322961401910X/eg3166RhBICPcodBF4sup3.hkl |
CCDC references: 1020873; 1020874
One of our main interests lies in the field of homogeneous asymmetric catalysis, with a special focus on asymmetric hydrogenation promoted by chiral rhodium bisphosphine complexes. Relevant ligands in this context are shown in Scheme 1. Besides the well known chiral ligands which form five-membered ring chelates, e.g. DIPAMP {1,2-bis[(2-methoxyphenyl)(phenyl)phosphanyl]ethane; Knowles et al., 1972} or ChiraPHOS [(2S,3S)-2,3-bis(diphenylphosphanyl)butane; Fryzuk & Bosnich, 1977], there are many established ligands which give rise to larger seven-membered-ring chelates, e.g. DIOP [4,5-bis(diphenylphosphanyl)-2,2-dimethyl-1,3-dioxolane; Kagan & Dang, 1972] or BINAP [2,2'-bis(diphenylphosphanyl)-1,1'-binaphthalene; Miyashita et al., 1980]. While the former possess rather stiff backbones, seven-membered ring chelates are more flexible and can adopt several conformations.
Recently, Zhang et al. [Reference?] developed a novel ligand, BICP [systematic name: 2,2'-bis(diphenylphosphanyl)-1,1'-bicyclopentane] (Scheme 1), which is able to coordinate to rhodium affording a seven-membered chelate complex. The authors reported that the resulting chelate has reduced conformational freedom because of the two cyclopentane rings in the ligand backbone. Additionally, they calculated (MM2) that the four stereogenic centres in the rhodium–BICP complex dictate the orientation of the phenyl groups in alternate sterically hindered and non-hindered quadrants. The preferred conformation adopted by the ligand in the metal complex should be a skewed seven-membered ring (Zhu et al., 1997). Such a conformation should result in higher enantioselectivity. However, the first structures of rhodium–BICP complexes (Scheme 2), viz. [Rh(BICP)(nbd)]BF4 (ndb is norbornadiene), (I), and [Rh(BICP)(cod)]BF4 (cod is cycloocta-1,5-diene), (II), which we present in this article, suggest that this assumption is not correct.
All manipulations were carried out using standard Schlenk techniques under argon. NMR spectra were recorded on a Bruker ARX-300 spectrometer. Hydrogen consumptions were monitored using the device described by Drexler et al. (2007).
The cationic complexes [Rh(BICP)(nbd)]BF4, (I), and [Rh(BICP)(cod)]BF4, (II), were prepared by reaction of [Rh(diolefin)(acac)] (acac is acetylacetate) and BICP, followed by addition of HBF4 to the resulting solution, according to a modification of a previously published procedure (Schrock & Osborn, 1971).
For the preparation of [Rh(BICP)(cod)]BF4, (I), a dry argon-flushed Schlenk tube was charged with Rh(cod)(acac) (97.2 mg, 0.313 mmol) and tetrahydrofuran (THF, 10 ml). A solution of BICP (158 mg, 0.313 mmol) in THF (10 ml) was added dropwise at 273 K. After stirring for 30 min at room temperature, 39 µl of an 8 M solution of HBF4 in Et2O were added. The resulting mixture was stirred for 1 h. Upon addition of Et2O, complex (I) precipitated. It was filtered off and washed with Et2O. Crystals suitable for X-ray analysis were grown by slow diffusion of n-hexane into a CH2Cl2 solution.
For the preparation of [Rh(BICP)(nbd)]BF4, (II), a dry argon-flushed Schlenk tube was charged with Rh(nbd)(acac) (92.1 mg, 0.313 mmol) and THF (10 ml). A solution of BICP (158 mg, 0.313 mmol) in THF (10 ml) was added dropwise at 273 K. After stirring for 30 min at room temperature, 39 µl of a 8 M solution of HBF4 in Et2O were added. The resulting mixture was stirred for 1 h. Upon addition of Et2O, complex (II) precipitated. It was filtered off and washed with Et2O. Crystals suitable for X-ray analysis were grown by slow diffusion of Et2O into the THF solution.
Spectroscopic analysis: 31P NMR (MeOH-d4, 298 K, 121 MHz, δ, p.p.m.): (I), 26.0 (d, JP—Rh = 141.2 Hz); (II) 28.9 (d, JP—Rh = 150.9 Hz).
Crystal data, data collection and structure refinement details are summarized in Table 1. All H atoms were placed in idealized positions, with C—H = 0.93–0.98 (CH) and 0.97 Å (CH2), and were refined using a riding model, with Uiso(H) = 1.2Ueq(C). The absolute configuration indicators 2R,2'R and 1R,1'R for (I) and (II) were determined using 5782 and 4694 Friedel pairs, resectively, in the refinement. The Flack parameters (Flack, 1983) at convergence were -0.032 (18) for (I) and -0.015 (5) for (II).
The anisotropic displacement parameters of atom C51 and neighbouring C atoms C52 and C55 in (I) were restrained to be more equal in the Uij components.
After refinement of the BF4- anion in (II), residual electron density and large anisotropic displacement parameters for the F atoms indicated an alternative orientation for this group. The occupancy of the alternative orientations was refined and their sum was constrained to unity; refinement converged for a ratio of 0.655 (11):0.345 (11) between the major and minor orientations. The disordered BF4- anion in (II) was constrained by similarity constraints to resemble an ideal tetrahedron.
The title compounds, (I) and (II), crystallize in the noncentrosymmetric space group P21 as red crystals. Compound (I) contains two cations and two anions in the asymmetric unit. The cationic complex of rhodium(I) coordinates to a BICP ligand and a bidentate h2,h2-coordinated norborna-2,5-diene. The unit cell of (II) contains one cation, one anion and a cocrystallized dichloromethane molecule per unit cell. The metal centre is coordinated by the BICP and the h2,h2-coordinated cycloocta-1,5-diene. The intramolecular P—Rh—P bite angles are 94.25 (7) and 94.88 (7)° for nbd, and 91.85 (2)° for cod. The dihedral angles between the P/Rh/P and CM/Rh/CM planes (CM is the centroid of the double bond) are 9.5 (2) and 11.2 (2)° for nbd, and 14.2 (1)° for cod. These values and the bond lengths and angles in the coordination environments (Table 2) are in the same ranges as for related rhodium complexes of BINAP (Preetz et al., 2010).
In the three independent cations in (I) and (II), we consistently found that all C atoms should be located in or above the P—Rh—P plane (Fig. 3a and Table 3). This means strong deviations from the ideal skew conformation. Nevertheless, the rhodium–BICP complexes afforded very good enantioselectivities in the asymmetric hydrogenation of standard substrates (Zhu et al., 1997). In contrast, in almost all examined X-ray structures of rhodium complexes containing BINAP, a ligand with a less flexible backbone (all sp2 C atoms), we found a skew conformation (Preetz et al., 2010, 2011) (Fig. 3b). In such complexes, the C atoms are arranged symmetrically above and below the P—Rh—P plane (Table 3). However, asymmetric hydrogenation of standard substrates with rhodium–BINAP complexes as catalysts leads to poor enantioselectivities (Preetz et al., 2010).
Catalytic hydrogenations of cod and nbd, respectively, with [Rh(BICP)(nbd)]BF4 or [Rh(BICP)(cod)]BF4 have been carried out in MeOH according to Preetz et al. (2008) and Heller et al. (2007). Fig. 4 shows the hydrogen consumption curves for the catalytic hydrogenation of a ca 100-fold excess of cod and nbd. Pseudo-rate constants were determined from the slope of the hydrogen consumption from the linear part of the curve, which represents the hydrogenation of the first double bond of the diolefin. For the hydrogenation of nbd, we obtained 2.225 min-1, and for cod 0.056 min-1. This gives a ratio of k'2nnbd/k'2cod of 39.7. The rate constants are slightly lower than those we found for other seven-membered rhodium complexes (Meißner et al., 2014).
For related literature, see: Drexler et al. (2007); Flack (1983); Fryzuk & Bosnich (1977); Heller et al. (2007); Kagan & Dang (1972); Knowles et al. (1972); Meißner, Alberico, Drexler, Baumann & Heller (2014); Miyashita et al. (1980); Preetz et al. (2008, 2010, 2011); Schrock & Osborn (1971); Zhu et al. (1997).
Data collection: X-AREA (Stoe & Cie, 2005) for RhBICPnbdBF4; APEX2 (Bruker, 2009) for RhBICPcodBF4. Cell refinement: X-AREA (Stoe & Cie, 2005) for RhBICPnbdBF4; SAINT (Bruker, 2009) for RhBICPcodBF4. Data reduction: X-RED32 (Stoe & Cie, 2005) for RhBICPnbdBF4; SAINT (Bruker, 2009) for RhBICPcodBF4. For both compounds, program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).
[Rh(C34H36P2)(C7H8)]BF4 | F(000) = 1624 |
Mr = 788.42 | Dx = 1.483 Mg m−3 |
Monoclinic, P21 | Mo Kα radiation, λ = 0.71073 Å |
a = 10.002 (2) Å | Cell parameters from 16122 reflections |
b = 9.0293 (18) Å | θ = 2.0–26.8° |
c = 39.251 (8) Å | µ = 0.63 mm−1 |
β = 95.17 (3)° | T = 200 K |
V = 3530.4 (12) Å3 | Prism, red |
Z = 4 | 0.34 × 0.28 × 0.25 mm |
Stoe IPDS 2 diffractometer | 12426 independent reflections |
Radiation source: fine-focus sealed tube | 7748 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.087 |
Detector resolution: 6.67 pixels mm-1 | θmax = 25.0°, θmin = 1.6° |
rotation method scans | h = −11→11 |
Absorption correction: numerical (X-SHAPE; Stoe & Cie, 2005) | k = −10→10 |
Tmin = 0.453, Tmax = 0.897 | l = −46→45 |
38678 measured reflections |
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)] = 0.046 | H-atom parameters constrained |
wR(F2) = 0.103 | w = 1/[σ2(Fo2) + (0.0481P)2] where P = (Fo2 + 2Fc2)/3 |
S = 0.83 | (Δ/σ)max = 0.002 |
12426 reflections | Δρmax = 2.80 e Å−3 |
883 parameters | Δρmin = −1.09 e Å−3 |
13 restraints | Absolute structure: Flack (1983), with 5782 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: −0.03 (3) |
[Rh(C34H36P2)(C7H8)]BF4 | V = 3530.4 (12) Å3 |
Mr = 788.42 | Z = 4 |
Monoclinic, P21 | Mo Kα radiation |
a = 10.002 (2) Å | µ = 0.63 mm−1 |
b = 9.0293 (18) Å | T = 200 K |
c = 39.251 (8) Å | 0.34 × 0.28 × 0.25 mm |
β = 95.17 (3)° |
Stoe IPDS 2 diffractometer | 12426 independent reflections |
Absorption correction: numerical (X-SHAPE; Stoe & Cie, 2005) | 7748 reflections with I > 2σ(I) |
Tmin = 0.453, Tmax = 0.897 | Rint = 0.087 |
38678 measured reflections |
R[F2 > 2σ(F2)] = 0.046 | H-atom parameters constrained |
wR(F2) = 0.103 | Δρmax = 2.80 e Å−3 |
S = 0.83 | Δρmin = −1.09 e Å−3 |
12426 reflections | Absolute structure: Flack (1983), with 5782 Friedel pairs |
883 parameters | Absolute structure parameter: −0.03 (3) |
13 restraints |
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. |
x | y | z | Uiso*/Ueq | ||
Rh1 | 0.18661 (9) | 0.65107 (6) | 0.36836 (3) | 0.0266 (4) | |
Rh2 | 0.30267 (9) | 0.01815 (6) | 0.13129 (3) | 0.0267 (4) | |
P1 | 0.1097 (3) | 0.7273 (3) | 0.41955 (7) | 0.0278 (7) | |
P2 | 0.0173 (3) | 0.7703 (3) | 0.33469 (7) | 0.0265 (6) | |
P3 | 0.3821 (3) | 0.0920 (3) | 0.08043 (7) | 0.0261 (7) | |
P4 | 0.4662 (2) | 0.1403 (3) | 0.16557 (6) | 0.0265 (6) | |
C1 | 0.0943 (10) | 0.9246 (10) | 0.4237 (3) | 0.032 (3) | |
H1 | 0.1867 | 0.9538 | 0.4311 | 0.038* | |
C2 | 0.0158 (11) | 0.9947 (11) | 0.4516 (3) | 0.038 (3) | |
H2A | 0.0580 | 0.9714 | 0.4742 | 0.046* | |
H2B | −0.0760 | 0.9587 | 0.4499 | 0.046* | |
C3 | 0.0193 (17) | 1.1637 (13) | 0.4449 (4) | 0.056 (4) | |
H3A | −0.0700 | 1.2058 | 0.4446 | 0.067* | |
H3B | 0.0776 | 1.2131 | 0.4625 | 0.067* | |
C4 | 0.0736 (12) | 1.1798 (11) | 0.4100 (3) | 0.037 (3) | |
H4A | 0.1671 | 1.2099 | 0.4127 | 0.044* | |
H4B | 0.0228 | 1.2540 | 0.3965 | 0.044* | |
C5 | 0.0596 (9) | 1.0285 (10) | 0.3925 (2) | 0.029 (2) | |
H5 | 0.1276 | 1.0181 | 0.3762 | 0.035* | |
C6 | −0.0811 (10) | 1.0109 (10) | 0.3738 (2) | 0.032 (2) | |
H6 | −0.1459 | 1.0235 | 0.3909 | 0.038* | |
C7 | −0.1144 (13) | 1.1272 (11) | 0.3460 (3) | 0.039 (3) | |
H7A | −0.0395 | 1.1399 | 0.3322 | 0.047* | |
H7B | −0.1339 | 1.2218 | 0.3562 | 0.047* | |
C8 | −0.2376 (12) | 1.0694 (11) | 0.3241 (3) | 0.041 (3) | |
H8A | −0.3182 | 1.1180 | 0.3305 | 0.049* | |
H8B | −0.2290 | 1.0889 | 0.3001 | 0.049* | |
C9 | −0.2454 (11) | 0.9041 (12) | 0.3304 (3) | 0.041 (3) | |
H9A | −0.2469 | 0.8503 | 0.3090 | 0.049* | |
H9B | −0.3261 | 0.8800 | 0.3412 | 0.049* | |
C10 | −0.1169 (10) | 0.8623 (10) | 0.3545 (3) | 0.027 (2) | |
H10 | −0.1465 | 0.7934 | 0.3716 | 0.032* | |
C11 | 0.2231 (11) | 0.6788 (10) | 0.4565 (3) | 0.027 (3) | |
C12 | 0.3420 (10) | 0.7604 (11) | 0.4639 (3) | 0.037 (3) | |
H12 | 0.3604 | 0.8403 | 0.4501 | 0.044* | |
C13 | 0.4320 (11) | 0.7231 (12) | 0.4914 (3) | 0.043 (3) | |
H13 | 0.5103 | 0.7779 | 0.4958 | 0.051* | |
C14 | 0.4072 (12) | 0.6076 (14) | 0.5119 (3) | 0.047 (3) | |
H14 | 0.4675 | 0.5849 | 0.5306 | 0.056* | |
C15 | 0.2924 (10) | 0.5232 (13) | 0.5050 (3) | 0.047 (3) | |
H15 | 0.2761 | 0.4428 | 0.5189 | 0.056* | |
C16 | 0.2018 (11) | 0.5592 (11) | 0.4774 (3) | 0.037 (3) | |
H16 | 0.1251 | 0.5018 | 0.4729 | 0.044* | |
C17 | −0.0444 (10) | 0.6340 (11) | 0.4284 (3) | 0.026 (3) | |
C18 | −0.1097 (12) | 0.6655 (14) | 0.4581 (4) | 0.039 (3) | |
H18 | −0.0754 | 0.7379 | 0.4733 | 0.047* | |
C19 | −0.2262 (11) | 0.5875 (12) | 0.4646 (3) | 0.045 (3) | |
H19 | −0.2670 | 0.6042 | 0.4846 | 0.054* | |
C20 | −0.2804 (11) | 0.4845 (12) | 0.4406 (3) | 0.051 (3) | |
H20 | −0.3603 | 0.4368 | 0.4441 | 0.061* | |
C21 | −0.2165 (10) | 0.4531 (11) | 0.4118 (3) | 0.039 (3) | |
H21 | −0.2502 | 0.3810 | 0.3965 | 0.046* | |
C22 | −0.1020 (10) | 0.5305 (11) | 0.4063 (3) | 0.033 (2) | |
H22 | −0.0614 | 0.5112 | 0.3863 | 0.040* | |
C23 | 0.0807 (10) | 0.9028 (10) | 0.3052 (3) | 0.030 (2) | |
C24 | 0.2079 (10) | 0.9672 (10) | 0.3130 (3) | 0.034 (2) | |
H24 | 0.2626 | 0.9350 | 0.3320 | 0.041* | |
C25 | 0.2510 (12) | 1.0779 (12) | 0.2926 (3) | 0.045 (3) | |
H25 | 0.3353 | 1.1195 | 0.2980 | 0.054* | |
C26 | 0.1740 (14) | 1.1280 (14) | 0.2648 (4) | 0.044 (3) | |
H26 | 0.2036 | 1.2063 | 0.2521 | 0.053* | |
C27 | 0.0503 (12) | 1.0616 (11) | 0.2554 (3) | 0.043 (3) | |
H27 | 0.0001 | 1.0914 | 0.2355 | 0.052* | |
C28 | 0.0021 (11) | 0.9522 (10) | 0.2754 (3) | 0.035 (2) | |
H28 | −0.0818 | 0.9106 | 0.2694 | 0.042* | |
C29 | −0.0683 (11) | 0.6342 (12) | 0.3067 (3) | 0.031 (3) | |
C30 | −0.1788 (9) | 0.5533 (10) | 0.3169 (3) | 0.031 (2) | |
H30 | −0.2161 | 0.5786 | 0.3370 | 0.037* | |
C31 | −0.2317 (10) | 0.4368 (11) | 0.2973 (3) | 0.037 (3) | |
H31 | −0.3064 | 0.3868 | 0.3039 | 0.044* | |
C32 | −0.1761 (11) | 0.3939 (13) | 0.2682 (3) | 0.044 (3) | |
H32 | −0.2104 | 0.3124 | 0.2559 | 0.053* | |
C33 | −0.0678 (11) | 0.4723 (11) | 0.2572 (3) | 0.040 (3) | |
H33 | −0.0310 | 0.4451 | 0.2372 | 0.048* | |
C34 | −0.0167 (11) | 0.5895 (12) | 0.2761 (3) | 0.038 (3) | |
H34 | 0.0550 | 0.6417 | 0.2685 | 0.045* | |
C35 | 0.3088 (10) | 0.5967 (12) | 0.3257 (3) | 0.034 (2) | |
H35 | 0.3007 | 0.6473 | 0.3035 | 0.041* | |
C36 | 0.2341 (10) | 0.4744 (10) | 0.3333 (3) | 0.034 (2) | |
H36 | 0.1661 | 0.4309 | 0.3167 | 0.040* | |
C37 | 0.3215 (9) | 0.3803 (10) | 0.3586 (3) | 0.030 (2) | |
H37 | 0.2961 | 0.2761 | 0.3606 | 0.036* | |
C38 | 0.3230 (11) | 0.4761 (10) | 0.3915 (3) | 0.039 (3) | |
H38 | 0.3156 | 0.4345 | 0.4143 | 0.047* | |
C39 | 0.3978 (10) | 0.5989 (11) | 0.3856 (3) | 0.036 (3) | |
H39 | 0.4503 | 0.6535 | 0.4038 | 0.043* | |
C40 | 0.4421 (11) | 0.5801 (12) | 0.3487 (3) | 0.041 (3) | |
H40 | 0.5179 | 0.6408 | 0.3428 | 0.049* | |
C41 | 0.4603 (10) | 0.4114 (11) | 0.3474 (3) | 0.037 (3) | |
H41A | 0.4718 | 0.3749 | 0.3247 | 0.044* | |
H41B | 0.5321 | 0.3757 | 0.3636 | 0.044* | |
C51 | 0.3959 (11) | 0.3065 (12) | 0.0764 (3) | 0.035 (2) | |
H51 | 0.3047 | 0.3374 | 0.0682 | 0.042* | |
C52 | 0.4810 (11) | 0.3575 (10) | 0.0479 (3) | 0.039 (3) | |
H52A | 0.4409 | 0.3298 | 0.0254 | 0.047* | |
H52B | 0.5721 | 0.3199 | 0.0512 | 0.047* | |
C53 | 0.4748 (16) | 0.5283 (14) | 0.0540 (4) | 0.051 (4) | |
H53A | 0.5643 | 0.5704 | 0.0561 | 0.061* | |
H53B | 0.4223 | 0.5762 | 0.0351 | 0.061* | |
C54 | 0.4091 (12) | 0.5487 (11) | 0.0869 (3) | 0.036 (3) | |
H54A | 0.3145 | 0.5715 | 0.0821 | 0.043* | |
H54B | 0.4517 | 0.6287 | 0.1003 | 0.043* | |
C55 | 0.4279 (10) | 0.3961 (10) | 0.1069 (3) | 0.031 (2) | |
H55 | 0.3577 | 0.3847 | 0.1225 | 0.037* | |
C56 | 0.5651 (10) | 0.3805 (11) | 0.1263 (3) | 0.032 (2) | |
H56 | 0.6310 | 0.3938 | 0.1096 | 0.039* | |
C57 | 0.5925 (13) | 0.5020 (11) | 0.1530 (3) | 0.036 (3) | |
H57A | 0.5162 | 0.5139 | 0.1664 | 0.043* | |
H57B | 0.6093 | 0.5956 | 0.1420 | 0.043* | |
C58 | 0.7166 (12) | 0.4526 (12) | 0.1759 (3) | 0.044 (3) | |
H58A | 0.7076 | 0.4782 | 0.1995 | 0.052* | |
H58B | 0.7968 | 0.4995 | 0.1688 | 0.052* | |
C59 | 0.7239 (11) | 0.2831 (12) | 0.1715 (3) | 0.041 (3) | |
H59A | 0.7180 | 0.2341 | 0.1933 | 0.049* | |
H59B | 0.8080 | 0.2554 | 0.1627 | 0.049* | |
C60 | 0.6037 (10) | 0.2374 (10) | 0.1458 (3) | 0.033 (2) | |
H60 | 0.6384 | 0.1687 | 0.1294 | 0.040* | |
C61 | 0.2710 (10) | 0.0427 (11) | 0.0430 (3) | 0.029 (3) | |
C62 | 0.1501 (10) | 0.1202 (10) | 0.0356 (3) | 0.036 (3) | |
H62 | 0.1289 | 0.1979 | 0.0497 | 0.043* | |
C63 | 0.0621 (12) | 0.0829 (13) | 0.0076 (3) | 0.047 (3) | |
H63 | −0.0173 | 0.1359 | 0.0032 | 0.056* | |
C64 | 0.0911 (13) | −0.0325 (15) | −0.0137 (4) | 0.051 (3) | |
H64 | 0.0328 | −0.0553 | −0.0328 | 0.062* | |
C65 | 0.2068 (11) | −0.1133 (14) | −0.0064 (3) | 0.049 (3) | |
H65 | 0.2257 | −0.1928 | −0.0202 | 0.058* | |
C66 | 0.2959 (11) | −0.0757 (11) | 0.0218 (3) | 0.040 (3) | |
H66 | 0.3736 | −0.1313 | 0.0265 | 0.048* | |
C67 | 0.5387 (11) | −0.0008 (11) | 0.0727 (3) | 0.029 (3) | |
C68 | 0.5900 (9) | −0.1046 (10) | 0.0966 (3) | 0.031 (2) | |
H68 | 0.5473 | −0.1226 | 0.1163 | 0.037* | |
C69 | 0.7098 (11) | −0.1833 (11) | 0.0904 (3) | 0.044 (3) | |
H69 | 0.7446 | −0.2537 | 0.1061 | 0.053* | |
C70 | 0.7736 (11) | −0.1558 (11) | 0.0617 (3) | 0.046 (3) | |
H70 | 0.8520 | −0.2063 | 0.0579 | 0.055* | |
C71 | 0.7205 (11) | −0.0528 (13) | 0.0383 (3) | 0.045 (3) | |
H71 | 0.7638 | −0.0357 | 0.0187 | 0.053* | |
C72 | 0.6057 (12) | 0.0258 (12) | 0.0430 (3) | 0.036 (3) | |
H72 | 0.5726 | 0.0953 | 0.0269 | 0.043* | |
C73 | 0.3976 (10) | 0.2754 (11) | 0.1937 (3) | 0.032 (2) | |
C74 | 0.2725 (10) | 0.3388 (10) | 0.1840 (3) | 0.032 (2) | |
H74 | 0.2207 | 0.3015 | 0.1651 | 0.038* | |
C75 | 0.2241 (11) | 0.4564 (11) | 0.2021 (3) | 0.038 (3) | |
H75 | 0.1406 | 0.4969 | 0.1951 | 0.046* | |
C76 | 0.2979 (14) | 0.5134 (13) | 0.2301 (4) | 0.048 (4) | |
H76 | 0.2672 | 0.5952 | 0.2415 | 0.057* | |
C77 | 0.4221 (12) | 0.4456 (12) | 0.2414 (3) | 0.044 (3) | |
H77 | 0.4720 | 0.4802 | 0.2609 | 0.053* | |
C78 | 0.4681 (11) | 0.3291 (11) | 0.2234 (3) | 0.036 (3) | |
H78 | 0.5488 | 0.2844 | 0.2313 | 0.044* | |
C79 | 0.5514 (11) | 0.0102 (12) | 0.1952 (3) | 0.033 (3) | |
C80 | 0.4961 (11) | −0.0329 (11) | 0.2250 (3) | 0.035 (3) | |
H80 | 0.4192 | 0.0149 | 0.2309 | 0.042* | |
C81 | 0.5503 (12) | −0.1422 (12) | 0.2458 (3) | 0.043 (3) | |
H81 | 0.5118 | −0.1654 | 0.2658 | 0.052* | |
C82 | 0.6620 (11) | −0.2187 (11) | 0.2372 (3) | 0.043 (3) | |
H82 | 0.6978 | −0.2949 | 0.2512 | 0.051* | |
C83 | 0.7208 (11) | −0.1804 (11) | 0.2075 (3) | 0.042 (3) | |
H83 | 0.7971 | −0.2298 | 0.2017 | 0.051* | |
C84 | 0.6656 (11) | −0.0696 (10) | 0.1868 (3) | 0.036 (3) | |
H84 | 0.7042 | −0.0464 | 0.1668 | 0.044* | |
C85 | 0.1797 (11) | −0.0375 (12) | 0.1737 (3) | 0.035 (3) | |
H85 | 0.1880 | 0.0130 | 0.1959 | 0.042* | |
C86 | 0.2537 (11) | −0.1596 (10) | 0.1664 (3) | 0.033 (2) | |
H86 | 0.3212 | −0.2028 | 0.1832 | 0.040* | |
C87 | 0.1707 (10) | −0.2530 (11) | 0.1405 (3) | 0.035 (2) | |
H87 | 0.1970 | −0.3569 | 0.1383 | 0.042* | |
C88 | 0.1655 (10) | −0.1565 (10) | 0.1081 (3) | 0.036 (3) | |
H88 | 0.1722 | −0.1970 | 0.0851 | 0.043* | |
C89 | 0.0906 (10) | −0.0322 (13) | 0.1144 (3) | 0.040 (3) | |
H89 | 0.0382 | 0.0233 | 0.0963 | 0.048* | |
C90 | 0.0467 (12) | −0.0514 (13) | 0.1508 (3) | 0.043 (3) | |
H90 | −0.0290 | 0.0089 | 0.1570 | 0.052* | |
C91 | 0.0290 (10) | −0.2222 (13) | 0.1515 (3) | 0.045 (3) | |
H91A | 0.0164 | −0.2601 | 0.1741 | 0.054* | |
H91B | −0.0421 | −0.2573 | 0.1350 | 0.054* | |
B1 | 0.5125 (13) | 0.0297 (16) | 0.3946 (4) | 0.046 (3) | |
F1 | 0.4698 (8) | 0.0156 (13) | 0.3601 (2) | 0.090 (3) | |
F2 | 0.5735 (8) | −0.0958 (8) | 0.4075 (2) | 0.081 (3) | |
F3 | 0.4022 (7) | 0.0648 (10) | 0.4122 (2) | 0.077 (2) | |
F4 | 0.6041 (8) | 0.1456 (9) | 0.3975 (3) | 0.071 (3) | |
B2 | 0.9696 (14) | 0.3904 (16) | 0.1064 (4) | 0.049 (3) | |
F5 | 0.8890 (9) | 0.5118 (9) | 0.1004 (3) | 0.073 (3) | |
F6 | 1.0871 (7) | 0.4084 (10) | 0.0911 (2) | 0.080 (3) | |
F7 | 0.9044 (9) | 0.2694 (9) | 0.0926 (3) | 0.094 (3) | |
F8 | 1.0017 (7) | 0.3704 (13) | 0.1408 (2) | 0.097 (3) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Rh1 | 0.0296 (5) | 0.0254 (7) | 0.0245 (9) | 0.0028 (4) | 0.0013 (5) | −0.0001 (4) |
Rh2 | 0.0298 (5) | 0.0250 (7) | 0.0251 (9) | −0.0023 (4) | 0.0021 (5) | −0.0003 (4) |
P1 | 0.0302 (15) | 0.0250 (14) | 0.0285 (18) | −0.0018 (11) | 0.0040 (13) | −0.0023 (11) |
P2 | 0.0285 (14) | 0.0256 (13) | 0.0249 (16) | 0.0018 (11) | 0.0003 (12) | 0.0005 (11) |
P3 | 0.0281 (14) | 0.0246 (14) | 0.0253 (17) | 0.0009 (10) | 0.0018 (12) | −0.0011 (11) |
P4 | 0.0295 (13) | 0.0242 (13) | 0.0258 (16) | −0.0007 (12) | 0.0017 (11) | 0.0024 (13) |
C1 | 0.028 (5) | 0.021 (5) | 0.047 (7) | −0.003 (4) | 0.005 (5) | 0.007 (5) |
C2 | 0.053 (7) | 0.038 (6) | 0.024 (6) | 0.005 (5) | 0.006 (5) | −0.002 (5) |
C3 | 0.104 (12) | 0.021 (6) | 0.044 (10) | 0.009 (6) | 0.016 (9) | 0.002 (5) |
C4 | 0.052 (7) | 0.022 (6) | 0.034 (7) | −0.005 (5) | −0.009 (5) | −0.007 (5) |
C5 | 0.039 (5) | 0.024 (4) | 0.025 (5) | 0.003 (5) | 0.005 (4) | 0.008 (5) |
C6 | 0.045 (6) | 0.023 (4) | 0.027 (6) | 0.009 (5) | 0.001 (4) | 0.002 (5) |
C7 | 0.056 (7) | 0.021 (6) | 0.038 (8) | −0.001 (5) | −0.009 (6) | 0.000 (5) |
C8 | 0.048 (7) | 0.033 (5) | 0.039 (7) | 0.011 (5) | −0.001 (6) | 0.006 (5) |
C9 | 0.039 (6) | 0.047 (6) | 0.036 (7) | 0.005 (5) | −0.002 (5) | 0.002 (5) |
C10 | 0.034 (6) | 0.020 (5) | 0.025 (6) | 0.006 (4) | −0.004 (5) | −0.004 (4) |
C11 | 0.035 (6) | 0.022 (5) | 0.025 (7) | 0.004 (4) | 0.001 (5) | −0.004 (5) |
C12 | 0.039 (6) | 0.031 (5) | 0.039 (7) | −0.006 (5) | 0.000 (5) | 0.004 (5) |
C13 | 0.036 (6) | 0.041 (6) | 0.048 (8) | −0.001 (5) | −0.012 (6) | 0.002 (6) |
C14 | 0.037 (7) | 0.061 (8) | 0.042 (8) | 0.018 (6) | 0.000 (6) | 0.007 (7) |
C15 | 0.040 (6) | 0.053 (6) | 0.049 (7) | 0.014 (6) | 0.009 (5) | 0.022 (7) |
C16 | 0.032 (6) | 0.038 (6) | 0.039 (7) | 0.001 (4) | 0.000 (5) | 0.007 (5) |
C17 | 0.029 (5) | 0.019 (5) | 0.028 (7) | −0.004 (4) | −0.006 (5) | 0.007 (4) |
C18 | 0.037 (7) | 0.040 (7) | 0.040 (9) | −0.001 (5) | 0.007 (6) | 0.005 (6) |
C19 | 0.036 (6) | 0.046 (6) | 0.056 (8) | 0.001 (5) | 0.017 (6) | 0.008 (6) |
C20 | 0.029 (6) | 0.059 (8) | 0.064 (9) | −0.015 (5) | 0.001 (6) | 0.021 (6) |
C21 | 0.030 (6) | 0.034 (5) | 0.051 (8) | −0.008 (4) | −0.004 (5) | 0.007 (5) |
C22 | 0.044 (6) | 0.035 (5) | 0.023 (5) | 0.003 (5) | 0.010 (5) | 0.003 (5) |
C23 | 0.038 (6) | 0.026 (5) | 0.026 (6) | 0.001 (4) | 0.003 (5) | −0.003 (4) |
C24 | 0.036 (6) | 0.032 (5) | 0.034 (6) | −0.004 (4) | 0.004 (5) | 0.000 (4) |
C25 | 0.053 (7) | 0.040 (6) | 0.043 (8) | −0.013 (5) | 0.015 (6) | −0.007 (6) |
C26 | 0.061 (8) | 0.037 (7) | 0.036 (8) | −0.004 (6) | 0.017 (6) | 0.008 (6) |
C27 | 0.059 (7) | 0.039 (6) | 0.032 (7) | 0.006 (5) | 0.009 (6) | 0.007 (5) |
C28 | 0.043 (6) | 0.030 (5) | 0.031 (6) | 0.001 (4) | 0.003 (5) | −0.004 (5) |
C29 | 0.029 (6) | 0.034 (6) | 0.028 (7) | 0.000 (5) | −0.006 (5) | 0.000 (5) |
C30 | 0.025 (5) | 0.032 (6) | 0.036 (6) | 0.000 (4) | 0.003 (5) | 0.004 (4) |
C31 | 0.030 (6) | 0.035 (5) | 0.045 (7) | −0.005 (4) | −0.005 (5) | 0.001 (5) |
C32 | 0.047 (7) | 0.037 (5) | 0.047 (7) | 0.002 (5) | −0.011 (5) | −0.017 (5) |
C33 | 0.043 (7) | 0.041 (6) | 0.036 (7) | 0.002 (5) | 0.003 (5) | −0.008 (5) |
C34 | 0.033 (6) | 0.047 (6) | 0.032 (7) | 0.002 (5) | 0.000 (5) | 0.000 (5) |
C35 | 0.036 (6) | 0.042 (6) | 0.025 (6) | 0.007 (5) | −0.001 (5) | −0.004 (5) |
C36 | 0.032 (6) | 0.029 (5) | 0.039 (7) | 0.010 (4) | −0.001 (5) | −0.009 (4) |
C37 | 0.018 (5) | 0.029 (5) | 0.043 (7) | 0.001 (4) | 0.007 (5) | 0.000 (5) |
C38 | 0.046 (7) | 0.037 (6) | 0.035 (7) | 0.019 (5) | 0.005 (5) | 0.004 (5) |
C39 | 0.036 (6) | 0.033 (5) | 0.037 (7) | −0.002 (5) | −0.008 (5) | 0.005 (5) |
C40 | 0.029 (6) | 0.045 (6) | 0.048 (8) | −0.001 (5) | 0.008 (5) | 0.005 (5) |
C41 | 0.026 (5) | 0.040 (6) | 0.044 (7) | 0.007 (5) | −0.001 (5) | 0.001 (5) |
C51 | 0.033 (5) | 0.055 (6) | 0.018 (5) | 0.000 (5) | 0.004 (4) | 0.024 (5) |
C52 | 0.054 (6) | 0.036 (6) | 0.028 (6) | −0.003 (5) | 0.007 (5) | 0.003 (5) |
C53 | 0.082 (10) | 0.037 (8) | 0.034 (9) | −0.005 (6) | 0.011 (8) | −0.007 (6) |
C54 | 0.047 (7) | 0.019 (5) | 0.043 (8) | 0.003 (5) | 0.013 (6) | −0.014 (5) |
C55 | 0.038 (5) | 0.025 (5) | 0.029 (6) | 0.002 (4) | 0.004 (4) | 0.000 (4) |
C56 | 0.035 (6) | 0.031 (5) | 0.030 (6) | −0.009 (5) | 0.003 (5) | 0.003 (5) |
C57 | 0.055 (7) | 0.019 (5) | 0.033 (7) | −0.008 (5) | −0.005 (6) | −0.008 (5) |
C58 | 0.051 (7) | 0.040 (6) | 0.038 (7) | −0.007 (5) | −0.004 (6) | −0.005 (5) |
C59 | 0.041 (6) | 0.038 (6) | 0.041 (7) | −0.014 (5) | −0.006 (5) | −0.001 (5) |
C60 | 0.030 (5) | 0.028 (5) | 0.039 (7) | 0.001 (4) | −0.006 (5) | −0.013 (5) |
C61 | 0.028 (5) | 0.029 (6) | 0.031 (7) | 0.003 (4) | 0.005 (5) | 0.004 (5) |
C62 | 0.036 (6) | 0.024 (5) | 0.046 (7) | 0.003 (4) | −0.005 (5) | −0.007 (4) |
C63 | 0.035 (6) | 0.048 (7) | 0.056 (9) | −0.001 (5) | −0.006 (6) | 0.003 (6) |
C64 | 0.050 (8) | 0.062 (8) | 0.041 (8) | −0.019 (7) | 0.002 (6) | −0.003 (7) |
C65 | 0.039 (6) | 0.064 (7) | 0.043 (8) | −0.010 (6) | 0.003 (6) | −0.032 (6) |
C66 | 0.033 (6) | 0.032 (6) | 0.053 (8) | 0.000 (4) | −0.002 (5) | −0.004 (5) |
C67 | 0.030 (6) | 0.023 (5) | 0.033 (7) | 0.003 (4) | 0.003 (5) | −0.005 (5) |
C68 | 0.028 (5) | 0.018 (4) | 0.045 (7) | 0.006 (4) | −0.009 (5) | −0.004 (5) |
C69 | 0.044 (7) | 0.035 (6) | 0.052 (8) | 0.015 (5) | −0.003 (6) | −0.007 (5) |
C70 | 0.031 (6) | 0.046 (7) | 0.061 (9) | 0.011 (5) | 0.006 (6) | −0.008 (6) |
C71 | 0.036 (6) | 0.056 (7) | 0.045 (8) | −0.002 (5) | 0.015 (6) | −0.007 (6) |
C72 | 0.045 (7) | 0.030 (6) | 0.032 (8) | 0.004 (5) | 0.002 (6) | 0.004 (5) |
C73 | 0.034 (6) | 0.033 (5) | 0.028 (6) | −0.004 (4) | 0.003 (5) | 0.000 (5) |
C74 | 0.038 (6) | 0.032 (5) | 0.026 (6) | 0.000 (4) | 0.004 (5) | −0.002 (4) |
C75 | 0.037 (6) | 0.038 (5) | 0.041 (7) | 0.005 (5) | 0.009 (5) | 0.005 (5) |
C76 | 0.062 (8) | 0.036 (6) | 0.047 (9) | 0.005 (6) | 0.019 (7) | 0.002 (6) |
C77 | 0.055 (7) | 0.047 (6) | 0.031 (7) | −0.009 (6) | 0.004 (6) | −0.004 (5) |
C78 | 0.033 (6) | 0.043 (6) | 0.033 (7) | −0.006 (4) | 0.005 (5) | −0.002 (5) |
C79 | 0.028 (5) | 0.034 (6) | 0.038 (8) | 0.004 (5) | −0.003 (5) | 0.000 (5) |
C80 | 0.040 (6) | 0.027 (5) | 0.038 (7) | −0.002 (4) | 0.004 (5) | 0.009 (5) |
C81 | 0.055 (7) | 0.048 (6) | 0.026 (6) | −0.007 (5) | −0.005 (5) | 0.009 (5) |
C82 | 0.047 (7) | 0.033 (5) | 0.045 (7) | 0.002 (5) | −0.010 (6) | 0.004 (5) |
C83 | 0.042 (6) | 0.036 (6) | 0.048 (8) | 0.006 (5) | −0.004 (6) | 0.000 (5) |
C84 | 0.042 (6) | 0.031 (5) | 0.036 (6) | −0.001 (5) | 0.003 (5) | 0.001 (5) |
C85 | 0.042 (7) | 0.036 (6) | 0.027 (7) | −0.009 (5) | 0.006 (5) | −0.005 (5) |
C86 | 0.045 (6) | 0.033 (5) | 0.022 (6) | −0.005 (5) | 0.004 (5) | 0.009 (4) |
C87 | 0.038 (6) | 0.031 (5) | 0.035 (7) | 0.001 (4) | 0.006 (5) | −0.001 (5) |
C88 | 0.036 (6) | 0.033 (6) | 0.038 (7) | −0.013 (4) | −0.006 (5) | 0.001 (5) |
C89 | 0.023 (5) | 0.046 (6) | 0.049 (8) | −0.005 (5) | −0.006 (5) | 0.003 (6) |
C90 | 0.039 (7) | 0.045 (6) | 0.045 (8) | 0.002 (5) | 0.002 (6) | 0.003 (6) |
C91 | 0.027 (6) | 0.049 (6) | 0.063 (9) | −0.012 (5) | 0.015 (5) | 0.004 (6) |
B1 | 0.042 (7) | 0.043 (7) | 0.051 (9) | −0.009 (7) | −0.005 (6) | −0.007 (7) |
F1 | 0.061 (5) | 0.159 (9) | 0.049 (5) | 0.003 (6) | −0.006 (4) | −0.021 (6) |
F2 | 0.085 (6) | 0.043 (4) | 0.110 (7) | −0.004 (4) | −0.013 (5) | 0.021 (5) |
F3 | 0.045 (4) | 0.121 (7) | 0.066 (6) | 0.002 (4) | 0.011 (4) | 0.010 (5) |
F4 | 0.067 (6) | 0.054 (5) | 0.091 (8) | −0.021 (5) | −0.003 (5) | 0.011 (4) |
B2 | 0.049 (8) | 0.049 (8) | 0.049 (9) | 0.007 (7) | −0.006 (7) | −0.008 (7) |
F5 | 0.069 (6) | 0.068 (6) | 0.079 (8) | 0.034 (5) | −0.005 (5) | −0.012 (5) |
F6 | 0.045 (4) | 0.126 (7) | 0.072 (6) | 0.003 (5) | 0.020 (4) | −0.012 (5) |
F7 | 0.089 (6) | 0.053 (5) | 0.134 (9) | −0.006 (5) | −0.015 (6) | −0.013 (5) |
F8 | 0.040 (4) | 0.200 (11) | 0.050 (5) | 0.018 (6) | −0.005 (4) | 0.034 (6) |
Rh1—C36 | 2.187 (9) | C38—C39 | 1.369 (14) |
Rh1—C39 | 2.210 (10) | C38—H38 | 0.9800 |
Rh1—C35 | 2.216 (11) | C39—C40 | 1.561 (16) |
Rh1—C38 | 2.226 (10) | C39—H39 | 0.9800 |
Rh1—P2 | 2.317 (3) | C40—C41 | 1.536 (15) |
Rh1—P1 | 2.319 (3) | C40—H40 | 0.9800 |
Rh2—C86 | 2.199 (9) | C41—H41A | 0.9700 |
Rh2—C89 | 2.212 (10) | C41—H41B | 0.9700 |
Rh2—C85 | 2.214 (11) | C51—C55 | 1.456 (15) |
Rh2—C88 | 2.230 (10) | C51—C52 | 1.534 (13) |
Rh2—P4 | 2.304 (3) | C51—H51 | 0.9800 |
Rh2—P3 | 2.312 (3) | C52—C53 | 1.562 (15) |
P1—C1 | 1.797 (10) | C52—H52A | 0.9700 |
P1—C11 | 1.813 (12) | C52—H52B | 0.9700 |
P1—C17 | 1.818 (10) | C53—C54 | 1.512 (18) |
P2—C29 | 1.813 (12) | C53—H53A | 0.9700 |
P2—C10 | 1.813 (10) | C53—H53B | 0.9700 |
P2—C23 | 1.819 (10) | C54—C55 | 1.587 (14) |
P3—C61 | 1.817 (12) | C54—H54A | 0.9700 |
P3—C67 | 1.824 (11) | C54—H54B | 0.9700 |
P3—C51 | 1.950 (11) | C55—C56 | 1.516 (14) |
P4—C79 | 1.811 (12) | C55—H55 | 0.9800 |
P4—C73 | 1.820 (10) | C56—C57 | 1.523 (14) |
P4—C60 | 1.859 (11) | C56—C60 | 1.532 (14) |
C1—C2 | 1.540 (14) | C56—H56 | 0.9800 |
C1—C5 | 1.558 (13) | C57—C58 | 1.532 (16) |
C1—H1 | 0.9800 | C57—H57A | 0.9700 |
C2—C3 | 1.549 (15) | C57—H57B | 0.9700 |
C2—H2A | 0.9700 | C58—C59 | 1.543 (15) |
C2—H2B | 0.9700 | C58—H58A | 0.9700 |
C3—C4 | 1.525 (19) | C58—H58B | 0.9700 |
C3—H3A | 0.9700 | C59—C60 | 1.553 (14) |
C3—H3B | 0.9700 | C59—H59A | 0.9700 |
C4—C5 | 1.531 (13) | C59—H59B | 0.9700 |
C4—H4A | 0.9700 | C60—H60 | 0.9800 |
C4—H4B | 0.9700 | C61—C66 | 1.389 (14) |
C5—C6 | 1.536 (13) | C61—C62 | 1.404 (14) |
C5—H5 | 0.9800 | C62—C63 | 1.384 (15) |
C6—C7 | 1.529 (15) | C62—H62 | 0.9300 |
C6—C10 | 1.567 (13) | C63—C64 | 1.383 (18) |
C6—H6 | 0.9800 | C63—H63 | 0.9300 |
C7—C8 | 1.529 (16) | C64—C65 | 1.376 (17) |
C7—H7A | 0.9700 | C64—H64 | 0.9300 |
C7—H7B | 0.9700 | C65—C66 | 1.399 (15) |
C8—C9 | 1.517 (16) | C65—H65 | 0.9300 |
C8—H8A | 0.9700 | C66—H66 | 0.9300 |
C8—H8B | 0.9700 | C67—C68 | 1.390 (15) |
C9—C10 | 1.572 (14) | C67—C72 | 1.417 (17) |
C9—H9A | 0.9700 | C68—C69 | 1.433 (14) |
C9—H9B | 0.9700 | C68—H68 | 0.9300 |
C10—H10 | 0.9800 | C69—C70 | 1.369 (16) |
C11—C16 | 1.384 (14) | C69—H69 | 0.9300 |
C11—C12 | 1.407 (14) | C70—C71 | 1.378 (16) |
C12—C13 | 1.384 (15) | C70—H70 | 0.9300 |
C12—H12 | 0.9300 | C71—C72 | 1.376 (16) |
C13—C14 | 1.353 (16) | C71—H71 | 0.9300 |
C13—H13 | 0.9300 | C72—H72 | 0.9300 |
C14—C15 | 1.384 (16) | C73—C78 | 1.396 (14) |
C14—H14 | 0.9300 | C73—C74 | 1.397 (14) |
C15—C16 | 1.387 (15) | C74—C75 | 1.390 (14) |
C15—H15 | 0.9300 | C74—H74 | 0.9300 |
C16—H16 | 0.9300 | C75—C76 | 1.368 (18) |
C17—C22 | 1.366 (15) | C75—H75 | 0.9300 |
C17—C18 | 1.416 (17) | C76—C77 | 1.419 (17) |
C18—C19 | 1.404 (16) | C76—H76 | 0.9300 |
C18—H18 | 0.9300 | C77—C78 | 1.368 (14) |
C19—C20 | 1.398 (17) | C77—H77 | 0.9300 |
C19—H19 | 0.9300 | C78—H78 | 0.9300 |
C20—C21 | 1.374 (16) | C79—C80 | 1.393 (17) |
C20—H20 | 0.9300 | C79—C84 | 1.414 (15) |
C21—C22 | 1.376 (14) | C80—C81 | 1.360 (14) |
C21—H21 | 0.9300 | C80—H80 | 0.9300 |
C22—H22 | 0.9300 | C81—C82 | 1.380 (15) |
C23—C24 | 1.407 (14) | C81—H81 | 0.9300 |
C23—C28 | 1.420 (14) | C82—C83 | 1.398 (15) |
C24—C25 | 1.374 (14) | C82—H82 | 0.9300 |
C24—H24 | 0.9300 | C83—C84 | 1.372 (14) |
C25—C26 | 1.355 (18) | C83—H83 | 0.9300 |
C25—H25 | 0.9300 | C84—H84 | 0.9300 |
C26—C27 | 1.394 (17) | C85—C86 | 1.372 (14) |
C26—H26 | 0.9300 | C85—C90 | 1.541 (16) |
C27—C28 | 1.375 (14) | C85—H85 | 0.9800 |
C27—H27 | 0.9300 | C86—C87 | 1.511 (14) |
C28—H28 | 0.9300 | C86—H86 | 0.9800 |
C29—C34 | 1.407 (16) | C87—C88 | 1.541 (14) |
C29—C30 | 1.413 (15) | C87—C91 | 1.544 (14) |
C30—C31 | 1.381 (14) | C87—H87 | 0.9800 |
C30—H30 | 0.9300 | C88—C89 | 1.384 (14) |
C31—C32 | 1.368 (16) | C88—H88 | 0.9800 |
C31—H31 | 0.9300 | C89—C90 | 1.545 (16) |
C32—C33 | 1.395 (16) | C89—H89 | 0.9800 |
C32—H32 | 0.9300 | C90—C91 | 1.553 (16) |
C33—C34 | 1.365 (14) | C90—H90 | 0.9800 |
C33—H33 | 0.9300 | C91—H91A | 0.9700 |
C34—H34 | 0.9300 | C91—H91B | 0.9700 |
C35—C36 | 1.381 (14) | B1—F2 | 1.363 (16) |
C35—C40 | 1.550 (15) | B1—F1 | 1.388 (16) |
C35—H35 | 0.9800 | B1—F4 | 1.388 (15) |
C36—C37 | 1.522 (14) | B1—F3 | 1.391 (15) |
C36—H36 | 0.9800 | B2—F7 | 1.360 (16) |
C37—C41 | 1.519 (13) | B2—F5 | 1.369 (15) |
C37—C38 | 1.551 (14) | B2—F8 | 1.370 (16) |
C37—H37 | 0.9800 | B2—F6 | 1.377 (16) |
C36—Rh1—C39 | 77.4 (4) | C39—C38—H38 | 123.4 |
C36—Rh1—C35 | 36.6 (4) | C37—C38—H38 | 123.4 |
C39—Rh1—C35 | 66.9 (4) | Rh1—C38—H38 | 123.4 |
C36—Rh1—C38 | 65.1 (4) | C38—C39—C40 | 105.8 (9) |
C39—Rh1—C38 | 35.9 (4) | C38—C39—Rh1 | 72.7 (6) |
C35—Rh1—C38 | 77.9 (4) | C40—C39—Rh1 | 94.7 (6) |
C36—Rh1—P2 | 99.7 (3) | C38—C39—H39 | 123.4 |
C39—Rh1—P2 | 154.5 (3) | C40—C39—H39 | 123.4 |
C35—Rh1—P2 | 95.5 (3) | Rh1—C39—H39 | 123.4 |
C38—Rh1—P2 | 162.1 (3) | C41—C40—C35 | 100.1 (9) |
C36—Rh1—P1 | 150.4 (3) | C41—C40—C39 | 100.5 (9) |
C39—Rh1—P1 | 100.4 (3) | C35—C40—C39 | 103.3 (8) |
C35—Rh1—P1 | 165.7 (3) | C41—C40—H40 | 116.8 |
C38—Rh1—P1 | 95.5 (3) | C35—C40—H40 | 116.8 |
P2—Rh1—P1 | 94.25 (10) | C39—C40—H40 | 116.8 |
C86—Rh2—C89 | 77.1 (4) | C37—C41—C40 | 93.4 (8) |
C86—Rh2—C85 | 36.2 (4) | C37—C41—H41A | 113.0 |
C89—Rh2—C85 | 66.2 (4) | C40—C41—H41A | 113.0 |
C86—Rh2—C88 | 65.0 (4) | C37—C41—H41B | 113.0 |
C89—Rh2—C88 | 36.3 (4) | C40—C41—H41B | 113.0 |
C85—Rh2—C88 | 77.5 (4) | H41A—C41—H41B | 110.4 |
C86—Rh2—P4 | 99.8 (3) | C55—C51—C52 | 109.6 (9) |
C89—Rh2—P4 | 152.3 (3) | C55—C51—P3 | 119.8 (7) |
C85—Rh2—P4 | 94.8 (3) | C52—C51—P3 | 113.9 (7) |
C88—Rh2—P4 | 162.8 (3) | C55—C51—H51 | 103.8 |
C86—Rh2—P3 | 149.8 (3) | C52—C51—H51 | 103.8 |
C89—Rh2—P3 | 101.2 (3) | P3—C51—H51 | 103.8 |
C85—Rh2—P3 | 166.3 (3) | C51—C52—C53 | 98.8 (9) |
C88—Rh2—P3 | 95.6 (3) | C51—C52—H52A | 112.0 |
P4—Rh2—P3 | 94.88 (10) | C53—C52—H52A | 112.0 |
C1—P1—C11 | 102.7 (5) | C51—C52—H52B | 112.0 |
C1—P1—C17 | 111.1 (5) | C53—C52—H52B | 112.0 |
C11—P1—C17 | 102.4 (5) | H52A—C52—H52B | 109.7 |
C1—P1—Rh1 | 114.3 (4) | C54—C53—C52 | 106.1 (10) |
C11—P1—Rh1 | 112.9 (4) | C54—C53—H53A | 110.5 |
C17—P1—Rh1 | 112.4 (4) | C52—C53—H53A | 110.5 |
C29—P2—C10 | 104.1 (5) | C54—C53—H53B | 110.5 |
C29—P2—C23 | 103.4 (5) | C52—C53—H53B | 110.5 |
C10—P2—C23 | 106.6 (4) | H53A—C53—H53B | 108.7 |
C29—P2—Rh1 | 108.2 (4) | C53—C54—C55 | 105.9 (9) |
C10—P2—Rh1 | 120.0 (3) | C53—C54—H54A | 110.5 |
C23—P2—Rh1 | 113.0 (3) | C55—C54—H54A | 110.5 |
C61—P3—C67 | 103.0 (5) | C53—C54—H54B | 110.5 |
C61—P3—C51 | 102.7 (5) | C55—C54—H54B | 110.5 |
C67—P3—C51 | 112.0 (5) | H54A—C54—H54B | 108.7 |
C61—P3—Rh2 | 113.3 (4) | C51—C55—C56 | 119.0 (9) |
C67—P3—Rh2 | 112.2 (4) | C51—C55—C54 | 93.9 (8) |
C51—P3—Rh2 | 112.9 (3) | C56—C55—C54 | 113.1 (9) |
C79—P4—C73 | 103.1 (5) | C51—C55—H55 | 109.9 |
C79—P4—C60 | 104.6 (5) | C56—C55—H55 | 109.9 |
C73—P4—C60 | 105.7 (4) | C54—C55—H55 | 109.9 |
C79—P4—Rh2 | 109.4 (4) | C55—C56—C57 | 112.2 (9) |
C73—P4—Rh2 | 112.8 (3) | C55—C56—C60 | 120.4 (8) |
C60—P4—Rh2 | 119.7 (3) | C57—C56—C60 | 104.1 (9) |
C2—C1—C5 | 102.8 (7) | C55—C56—H56 | 106.4 |
C2—C1—P1 | 121.7 (7) | C57—C56—H56 | 106.4 |
C5—C1—P1 | 122.7 (8) | C60—C56—H56 | 106.4 |
C2—C1—H1 | 102.0 | C56—C57—C58 | 106.2 (9) |
C5—C1—H1 | 102.0 | C56—C57—H57A | 110.5 |
P1—C1—H1 | 102.0 | C58—C57—H57A | 110.5 |
C1—C2—C3 | 105.3 (9) | C56—C57—H57B | 110.5 |
C1—C2—H2A | 110.7 | C58—C57—H57B | 110.5 |
C3—C2—H2A | 110.7 | H57A—C57—H57B | 108.7 |
C1—C2—H2B | 110.7 | C57—C58—C59 | 105.5 (9) |
C3—C2—H2B | 110.7 | C57—C58—H58A | 110.6 |
H2A—C2—H2B | 108.8 | C59—C58—H58A | 110.6 |
C4—C3—C2 | 105.2 (10) | C57—C58—H58B | 110.6 |
C4—C3—H3A | 110.7 | C59—C58—H58B | 110.6 |
C2—C3—H3A | 110.7 | H58A—C58—H58B | 108.8 |
C4—C3—H3B | 110.7 | C58—C59—C60 | 107.1 (9) |
C2—C3—H3B | 110.7 | C58—C59—H59A | 110.3 |
H3A—C3—H3B | 108.8 | C60—C59—H59A | 110.3 |
C3—C4—C5 | 107.1 (9) | C58—C59—H59B | 110.3 |
C3—C4—H4A | 110.3 | C60—C59—H59B | 110.3 |
C5—C4—H4A | 110.3 | H59A—C59—H59B | 108.6 |
C3—C4—H4B | 110.3 | C56—C60—C59 | 104.2 (8) |
C5—C4—H4B | 110.3 | C56—C60—P4 | 116.3 (7) |
H4A—C4—H4B | 108.6 | C59—C60—P4 | 114.3 (8) |
C4—C5—C6 | 110.5 (8) | C56—C60—H60 | 107.2 |
C4—C5—C1 | 100.3 (8) | C59—C60—H60 | 107.2 |
C6—C5—C1 | 116.3 (8) | P4—C60—H60 | 107.2 |
C4—C5—H5 | 109.8 | C66—C61—C62 | 117.2 (10) |
C6—C5—H5 | 109.8 | C66—C61—P3 | 122.8 (8) |
C1—C5—H5 | 109.8 | C62—C61—P3 | 119.8 (8) |
C7—C6—C5 | 113.6 (8) | C63—C62—C61 | 121.1 (10) |
C7—C6—C10 | 102.6 (8) | C63—C62—H62 | 119.5 |
C5—C6—C10 | 118.6 (8) | C61—C62—H62 | 119.5 |
C7—C6—H6 | 107.1 | C64—C63—C62 | 120.6 (11) |
C5—C6—H6 | 107.1 | C64—C63—H63 | 119.7 |
C10—C6—H6 | 107.1 | C62—C63—H63 | 119.7 |
C6—C7—C8 | 106.2 (8) | C65—C64—C63 | 119.5 (12) |
C6—C7—H7A | 110.5 | C65—C64—H64 | 120.3 |
C8—C7—H7A | 110.5 | C63—C64—H64 | 120.3 |
C6—C7—H7B | 110.5 | C64—C65—C66 | 120.0 (11) |
C8—C7—H7B | 110.5 | C64—C65—H65 | 120.0 |
H7A—C7—H7B | 108.7 | C66—C65—H65 | 120.0 |
C9—C8—C7 | 107.2 (9) | C61—C66—C65 | 121.6 (10) |
C9—C8—H8A | 110.3 | C61—C66—H66 | 119.2 |
C7—C8—H8A | 110.3 | C65—C66—H66 | 119.2 |
C9—C8—H8B | 110.3 | C68—C67—C72 | 119.7 (10) |
C7—C8—H8B | 110.3 | C68—C67—P3 | 117.9 (9) |
H8A—C8—H8B | 108.5 | C72—C67—P3 | 122.3 (9) |
C8—C9—C10 | 106.4 (9) | C67—C68—C69 | 118.9 (11) |
C8—C9—H9A | 110.4 | C67—C68—H68 | 120.5 |
C10—C9—H9A | 110.4 | C69—C68—H68 | 120.5 |
C8—C9—H9B | 110.4 | C70—C69—C68 | 120.6 (10) |
C10—C9—H9B | 110.4 | C70—C69—H69 | 119.7 |
H9A—C9—H9B | 108.6 | C68—C69—H69 | 119.7 |
C6—C10—C9 | 103.0 (7) | C69—C70—C71 | 119.4 (10) |
C6—C10—P2 | 117.0 (7) | C69—C70—H70 | 120.3 |
C9—C10—P2 | 116.7 (7) | C71—C70—H70 | 120.3 |
C6—C10—H10 | 106.4 | C72—C71—C70 | 122.4 (11) |
C9—C10—H10 | 106.4 | C72—C71—H71 | 118.8 |
P2—C10—H10 | 106.4 | C70—C71—H71 | 118.8 |
C16—C11—C12 | 117.4 (10) | C71—C72—C67 | 119.0 (11) |
C16—C11—P1 | 123.0 (8) | C71—C72—H72 | 120.5 |
C12—C11—P1 | 119.6 (8) | C67—C72—H72 | 120.5 |
C13—C12—C11 | 120.7 (10) | C78—C73—C74 | 117.2 (9) |
C13—C12—H12 | 119.7 | C78—C73—P4 | 123.4 (8) |
C11—C12—H12 | 119.7 | C74—C73—P4 | 119.1 (8) |
C14—C13—C12 | 120.7 (11) | C75—C74—C73 | 121.2 (10) |
C14—C13—H13 | 119.6 | C75—C74—H74 | 119.4 |
C12—C13—H13 | 119.6 | C73—C74—H74 | 119.4 |
C13—C14—C15 | 120.1 (12) | C76—C75—C74 | 120.8 (11) |
C13—C14—H14 | 119.9 | C76—C75—H75 | 119.6 |
C15—C14—H14 | 119.9 | C74—C75—H75 | 119.6 |
C14—C15—C16 | 119.6 (11) | C75—C76—C77 | 118.8 (11) |
C14—C15—H15 | 120.2 | C75—C76—H76 | 120.6 |
C16—C15—H15 | 120.2 | C77—C76—H76 | 120.6 |
C11—C16—C15 | 121.4 (11) | C78—C77—C76 | 119.8 (11) |
C11—C16—H16 | 119.3 | C78—C77—H77 | 120.1 |
C15—C16—H16 | 119.3 | C76—C77—H77 | 120.1 |
C22—C17—C18 | 117.5 (10) | C77—C78—C73 | 122.0 (11) |
C22—C17—P1 | 120.8 (9) | C77—C78—H78 | 119.0 |
C18—C17—P1 | 121.7 (9) | C73—C78—H78 | 119.0 |
C19—C18—C17 | 120.0 (12) | C80—C79—C84 | 116.3 (10) |
C19—C18—H18 | 120.0 | C80—C79—P4 | 121.4 (8) |
C17—C18—H18 | 120.0 | C84—C79—P4 | 121.6 (10) |
C20—C19—C18 | 119.3 (12) | C81—C80—C79 | 122.6 (11) |
C20—C19—H19 | 120.4 | C81—C80—H80 | 118.7 |
C18—C19—H19 | 120.4 | C79—C80—H80 | 118.7 |
C21—C20—C19 | 120.7 (10) | C80—C81—C82 | 120.4 (11) |
C21—C20—H20 | 119.7 | C80—C81—H81 | 119.8 |
C19—C20—H20 | 119.7 | C82—C81—H81 | 119.8 |
C20—C21—C22 | 118.7 (10) | C81—C82—C83 | 119.3 (10) |
C20—C21—H21 | 120.6 | C81—C82—H82 | 120.4 |
C22—C21—H21 | 120.6 | C83—C82—H82 | 120.4 |
C17—C22—C21 | 123.8 (10) | C84—C83—C82 | 119.8 (10) |
C17—C22—H22 | 118.1 | C84—C83—H83 | 120.1 |
C21—C22—H22 | 118.1 | C82—C83—H83 | 120.1 |
C24—C23—C28 | 118.3 (9) | C83—C84—C79 | 121.6 (11) |
C24—C23—P2 | 119.5 (8) | C83—C84—H84 | 119.2 |
C28—C23—P2 | 122.1 (8) | C79—C84—H84 | 119.2 |
C25—C24—C23 | 119.8 (10) | C86—C85—C90 | 105.5 (9) |
C25—C24—H24 | 120.1 | C86—C85—Rh2 | 71.3 (6) |
C23—C24—H24 | 120.1 | C90—C85—Rh2 | 95.2 (7) |
C26—C25—C24 | 121.8 (11) | C86—C85—H85 | 123.7 |
C26—C25—H25 | 119.1 | C90—C85—H85 | 123.7 |
C24—C25—H25 | 119.1 | Rh2—C85—H85 | 123.7 |
C25—C26—C27 | 119.7 (11) | C85—C86—C87 | 108.3 (9) |
C25—C26—H26 | 120.1 | C85—C86—Rh2 | 72.5 (6) |
C27—C26—H26 | 120.1 | C87—C86—Rh2 | 97.2 (6) |
C28—C27—C26 | 120.4 (11) | C85—C86—H86 | 122.2 |
C28—C27—H27 | 119.8 | C87—C86—H86 | 122.2 |
C26—C27—H27 | 119.8 | Rh2—C86—H86 | 122.2 |
C27—C28—C23 | 119.9 (10) | C86—C87—C88 | 102.5 (8) |
C27—C28—H28 | 120.1 | C86—C87—C91 | 100.0 (9) |
C23—C28—H28 | 120.1 | C88—C87—C91 | 99.6 (9) |
C34—C29—C30 | 116.8 (10) | C86—C87—H87 | 117.2 |
C34—C29—P2 | 121.5 (9) | C88—C87—H87 | 117.2 |
C30—C29—P2 | 121.1 (9) | C91—C87—H87 | 117.2 |
C31—C30—C29 | 120.3 (10) | C89—C88—C87 | 106.8 (10) |
C31—C30—H30 | 119.9 | C89—C88—Rh2 | 71.1 (6) |
C29—C30—H30 | 119.9 | C87—C88—Rh2 | 95.1 (6) |
C32—C31—C30 | 121.1 (10) | C89—C88—H88 | 123.3 |
C32—C31—H31 | 119.4 | C87—C88—H88 | 123.3 |
C30—C31—H31 | 119.4 | Rh2—C88—H88 | 123.3 |
C31—C32—C33 | 120.0 (10) | C88—C89—C90 | 106.2 (10) |
C31—C32—H32 | 120.0 | C88—C89—Rh2 | 72.6 (6) |
C33—C32—H32 | 120.0 | C90—C89—Rh2 | 95.2 (7) |
C34—C33—C32 | 119.2 (11) | C88—C89—H89 | 123.2 |
C34—C33—H33 | 120.4 | C90—C89—H89 | 123.2 |
C32—C33—H33 | 120.4 | Rh2—C89—H89 | 123.2 |
C33—C34—C29 | 122.6 (11) | C85—C90—C89 | 103.1 (9) |
C33—C34—H34 | 118.7 | C85—C90—C91 | 99.5 (9) |
C29—C34—H34 | 118.7 | C89—C90—C91 | 99.8 (10) |
C36—C35—C40 | 104.5 (9) | C85—C90—H90 | 117.2 |
C36—C35—Rh1 | 70.6 (6) | C89—C90—H90 | 117.2 |
C40—C35—Rh1 | 94.9 (7) | C91—C90—H90 | 117.2 |
C36—C35—H35 | 124.1 | C87—C91—C90 | 93.7 (8) |
C40—C35—H35 | 124.1 | C87—C91—H91A | 113.0 |
Rh1—C35—H35 | 124.1 | C90—C91—H91A | 113.0 |
C35—C36—C37 | 107.3 (9) | C87—C91—H91B | 113.0 |
C35—C36—Rh1 | 72.9 (6) | C90—C91—H91B | 113.0 |
C37—C36—Rh1 | 98.1 (7) | H91A—C91—H91B | 110.4 |
C35—C36—H36 | 122.2 | F2—B1—F1 | 112.0 (12) |
C37—C36—H36 | 122.2 | F2—B1—F4 | 109.0 (10) |
Rh1—C36—H36 | 122.2 | F1—B1—F4 | 107.0 (12) |
C41—C37—C36 | 101.2 (8) | F2—B1—F3 | 110.7 (11) |
C41—C37—C38 | 101.3 (8) | F1—B1—F3 | 108.5 (10) |
C36—C37—C38 | 101.2 (7) | F4—B1—F3 | 109.5 (11) |
C41—C37—H37 | 116.8 | F7—B2—F5 | 108.7 (11) |
C36—C37—H37 | 116.8 | F7—B2—F8 | 110.3 (13) |
C38—C37—H37 | 116.8 | F5—B2—F8 | 111.0 (12) |
C39—C38—C37 | 106.1 (9) | F7—B2—F6 | 108.6 (11) |
C39—C38—Rh1 | 71.4 (6) | F5—B2—F6 | 110.1 (12) |
C37—C38—Rh1 | 95.6 (6) | F8—B2—F6 | 108.2 (11) |
C11—P1—C1—C2 | −71.5 (9) | C38—C37—C41—C40 | −52.2 (10) |
C17—P1—C1—C2 | 37.4 (10) | C35—C40—C41—C37 | −53.5 (10) |
Rh1—P1—C1—C2 | 165.9 (8) | C39—C40—C41—C37 | 52.2 (10) |
C11—P1—C1—C5 | 153.7 (8) | C55—C51—C52—C53 | −39.7 (12) |
C17—P1—C1—C5 | −97.5 (9) | P3—C51—C52—C53 | −177.0 (8) |
Rh1—P1—C1—C5 | 31.0 (9) | C51—C52—C53—C54 | 8.4 (13) |
C5—C1—C2—C3 | −34.2 (12) | C52—C53—C54—C55 | 21.2 (13) |
P1—C1—C2—C3 | −176.5 (9) | C52—C51—C55—C56 | −68.3 (12) |
C1—C2—C3—C4 | 11.0 (14) | P3—C51—C55—C56 | 66.1 (11) |
C2—C3—C4—C5 | 17.1 (14) | C52—C51—C55—C54 | 50.8 (10) |
C3—C4—C5—C6 | 85.6 (11) | P3—C51—C55—C54 | −174.7 (7) |
C3—C4—C5—C1 | −37.7 (12) | C53—C54—C55—C51 | −42.4 (11) |
C2—C1—C5—C4 | 43.6 (10) | C53—C54—C55—C56 | 81.5 (12) |
P1—C1—C5—C4 | −174.5 (7) | C51—C55—C56—C57 | 168.6 (9) |
C2—C1—C5—C6 | −75.4 (10) | C54—C55—C56—C57 | 59.8 (12) |
P1—C1—C5—C6 | 66.4 (11) | C51—C55—C56—C60 | −68.4 (13) |
C4—C5—C6—C7 | 60.2 (11) | C54—C55—C56—C60 | −177.2 (9) |
C1—C5—C6—C7 | 173.5 (9) | C55—C56—C57—C58 | 167.0 (9) |
C4—C5—C6—C10 | −179.2 (9) | C60—C56—C57—C58 | 35.3 (12) |
C1—C5—C6—C10 | −65.8 (12) | C56—C57—C58—C59 | −21.9 (13) |
C5—C6—C7—C8 | 164.9 (9) | C57—C58—C59—C60 | 0.4 (13) |
C10—C6—C7—C8 | 35.6 (11) | C55—C56—C60—C59 | −161.1 (9) |
C6—C7—C8—C9 | −19.7 (13) | C57—C56—C60—C59 | −34.3 (11) |
C7—C8—C9—C10 | −4.3 (12) | C55—C56—C60—P4 | −34.2 (12) |
C7—C6—C10—C9 | −37.3 (10) | C57—C56—C60—P4 | 92.6 (9) |
C5—C6—C10—C9 | −163.4 (8) | C58—C59—C60—C56 | 20.9 (11) |
C7—C6—C10—P2 | 92.1 (9) | C58—C59—C60—P4 | −107.1 (9) |
C5—C6—C10—P2 | −34.0 (11) | C79—P4—C60—C56 | −165.0 (8) |
C8—C9—C10—C6 | 25.9 (11) | C73—P4—C60—C56 | −56.6 (8) |
C8—C9—C10—P2 | −103.8 (9) | Rh2—P4—C60—C56 | 72.0 (8) |
C29—P2—C10—C6 | −166.1 (7) | C79—P4—C60—C59 | −43.5 (8) |
C23—P2—C10—C6 | −57.2 (8) | C73—P4—C60—C59 | 65.0 (8) |
Rh1—P2—C10—C6 | 72.8 (8) | Rh2—P4—C60—C59 | −166.4 (6) |
C29—P2—C10—C9 | −43.5 (9) | C67—P3—C61—C66 | 18.4 (11) |
C23—P2—C10—C9 | 65.4 (8) | C51—P3—C61—C66 | 134.9 (10) |
Rh1—P2—C10—C9 | −164.6 (6) | Rh2—P3—C61—C66 | −103.0 (9) |
C1—P1—C11—C16 | 135.2 (9) | C67—P3—C61—C62 | −165.5 (9) |
C17—P1—C11—C16 | 19.8 (10) | C51—P3—C61—C62 | −49.0 (10) |
Rh1—P1—C11—C16 | −101.3 (9) | Rh2—P3—C61—C62 | 73.1 (9) |
C1—P1—C11—C12 | −48.0 (9) | C66—C61—C62—C63 | −2.2 (16) |
C17—P1—C11—C12 | −163.3 (9) | P3—C61—C62—C63 | −178.5 (9) |
Rh1—P1—C11—C12 | 75.6 (9) | C61—C62—C63—C64 | 0.3 (18) |
C16—C11—C12—C13 | −1.2 (16) | C62—C63—C64—C65 | 1.8 (19) |
P1—C11—C12—C13 | −178.2 (9) | C63—C64—C65—C66 | −1.8 (19) |
C11—C12—C13—C14 | −0.2 (18) | C62—C61—C66—C65 | 2.2 (17) |
C12—C13—C14—C15 | 1.4 (19) | P3—C61—C66—C65 | 178.4 (9) |
C13—C14—C15—C16 | −1.1 (18) | C64—C65—C66—C61 | −0.2 (18) |
C12—C11—C16—C15 | 1.5 (16) | C61—P3—C67—C68 | −120.5 (9) |
P1—C11—C16—C15 | 178.4 (9) | C51—P3—C67—C68 | 129.8 (8) |
C14—C15—C16—C11 | −0.4 (17) | Rh2—P3—C67—C68 | 1.7 (9) |
C1—P1—C17—C22 | 130.2 (9) | C61—P3—C67—C72 | 57.3 (10) |
C11—P1—C17—C22 | −120.8 (9) | C51—P3—C67—C72 | −52.4 (11) |
Rh1—P1—C17—C22 | 0.7 (10) | Rh2—P3—C67—C72 | 179.4 (8) |
C1—P1—C17—C18 | −49.6 (11) | C72—C67—C68—C69 | −0.4 (15) |
C11—P1—C17—C18 | 59.4 (10) | P3—C67—C68—C69 | 177.4 (8) |
Rh1—P1—C17—C18 | −179.1 (8) | C67—C68—C69—C70 | 0.7 (16) |
C22—C17—C18—C19 | 2.4 (17) | C68—C69—C70—C71 | −0.9 (17) |
P1—C17—C18—C19 | −177.9 (9) | C69—C70—C71—C72 | 0.8 (18) |
C17—C18—C19—C20 | −3.3 (18) | C70—C71—C72—C67 | −0.5 (18) |
C18—C19—C20—C21 | 3.7 (17) | C68—C67—C72—C71 | 0.3 (17) |
C19—C20—C21—C22 | −3.2 (16) | P3—C67—C72—C71 | −177.4 (9) |
C18—C17—C22—C21 | −1.9 (16) | C79—P4—C73—C78 | 41.5 (10) |
P1—C17—C22—C21 | 178.3 (8) | C60—P4—C73—C78 | −68.0 (9) |
C20—C21—C22—C17 | 2.4 (16) | Rh2—P4—C73—C78 | 159.4 (7) |
C29—P2—C23—C24 | −142.0 (8) | C79—P4—C73—C74 | −144.0 (8) |
C10—P2—C23—C24 | 108.6 (8) | C60—P4—C73—C74 | 106.5 (8) |
Rh1—P2—C23—C24 | −25.3 (9) | Rh2—P4—C73—C74 | −26.1 (9) |
C29—P2—C23—C28 | 42.6 (9) | C78—C73—C74—C75 | 3.7 (14) |
C10—P2—C23—C28 | −66.8 (9) | P4—C73—C74—C75 | −171.1 (8) |
Rh1—P2—C23—C28 | 159.3 (7) | C73—C74—C75—C76 | −0.1 (16) |
C28—C23—C24—C25 | 1.9 (14) | C74—C75—C76—C77 | −3.0 (17) |
P2—C23—C24—C25 | −173.7 (8) | C75—C76—C77—C78 | 2.5 (17) |
C23—C24—C25—C26 | 0.2 (17) | C76—C77—C78—C73 | 1.2 (16) |
C24—C25—C26—C27 | −3.2 (19) | C74—C73—C78—C77 | −4.3 (15) |
C25—C26—C27—C28 | 4.3 (18) | P4—C73—C78—C77 | 170.4 (8) |
C26—C27—C28—C23 | −2.2 (16) | C73—P4—C79—C80 | 39.7 (10) |
C24—C23—C28—C27 | −0.8 (14) | C60—P4—C79—C80 | 150.0 (9) |
P2—C23—C28—C27 | 174.6 (8) | Rh2—P4—C79—C80 | −80.6 (10) |
C10—P2—C29—C34 | 149.5 (9) | C73—P4—C79—C84 | −150.3 (9) |
C23—P2—C29—C34 | 38.3 (10) | C60—P4—C79—C84 | −39.9 (10) |
Rh1—P2—C29—C34 | −81.8 (10) | Rh2—P4—C79—C84 | 89.4 (9) |
C10—P2—C29—C30 | −39.7 (10) | C84—C79—C80—C81 | 2.1 (17) |
C23—P2—C29—C30 | −150.9 (9) | P4—C79—C80—C81 | 172.6 (9) |
Rh1—P2—C29—C30 | 89.0 (9) | C79—C80—C81—C82 | −2.0 (17) |
C34—C29—C30—C31 | −0.3 (15) | C80—C81—C82—C83 | 1.5 (16) |
P2—C29—C30—C31 | −171.5 (8) | C81—C82—C83—C84 | −1.2 (16) |
C29—C30—C31—C32 | 2.3 (16) | C82—C83—C84—C79 | 1.4 (17) |
C30—C31—C32—C33 | −2.9 (17) | C80—C79—C84—C83 | −1.8 (16) |
C31—C32—C33—C34 | 1.5 (17) | P4—C79—C84—C83 | −172.3 (8) |
C32—C33—C34—C29 | 0.5 (17) | C90—C85—C86—C87 | −1.7 (11) |
C30—C29—C34—C33 | −1.1 (16) | Rh2—C85—C86—C87 | −92.0 (7) |
P2—C29—C34—C33 | 170.0 (8) | C90—C85—C86—Rh2 | 90.3 (8) |
C40—C35—C36—C37 | −3.3 (11) | C85—C86—C87—C88 | 69.2 (10) |
Rh1—C35—C36—C37 | −93.3 (7) | Rh2—C86—C87—C88 | −4.6 (8) |
C40—C35—C36—Rh1 | 90.1 (7) | C85—C86—C87—C91 | −33.0 (10) |
C35—C36—C37—C41 | −32.0 (10) | Rh2—C86—C87—C91 | −106.9 (7) |
Rh1—C36—C37—C41 | −106.5 (7) | C86—C87—C88—C89 | −67.2 (10) |
C35—C36—C37—C38 | 72.1 (9) | C91—C87—C88—C89 | 35.4 (10) |
Rh1—C36—C37—C38 | −2.4 (7) | C86—C87—C88—Rh2 | 4.6 (8) |
C41—C37—C38—C39 | 34.1 (10) | C91—C87—C88—Rh2 | 107.2 (7) |
C36—C37—C38—C39 | −69.9 (10) | C87—C88—C89—C90 | −0.8 (11) |
C41—C37—C38—Rh1 | 106.4 (7) | Rh2—C88—C89—C90 | −90.4 (7) |
C36—C37—C38—Rh1 | 2.4 (7) | C87—C88—C89—Rh2 | 89.7 (7) |
C37—C38—C39—C40 | 0.5 (10) | C86—C85—C90—C89 | −67.0 (11) |
Rh1—C38—C39—C40 | −90.1 (7) | Rh2—C85—C90—C89 | 5.0 (9) |
C37—C38—C39—Rh1 | 90.6 (7) | C86—C85—C90—C91 | 35.5 (11) |
C36—C35—C40—C41 | 36.9 (11) | Rh2—C85—C90—C91 | 107.5 (8) |
Rh1—C35—C40—C41 | 108.1 (8) | C88—C89—C90—C85 | 68.3 (10) |
C36—C35—C40—C39 | −66.5 (10) | Rh2—C89—C90—C85 | −5.0 (9) |
Rh1—C35—C40—C39 | 4.7 (8) | C88—C89—C90—C91 | −33.9 (10) |
C38—C39—C40—C41 | −34.5 (10) | Rh2—C89—C90—C91 | −107.3 (7) |
Rh1—C39—C40—C41 | −107.8 (7) | C86—C87—C91—C90 | 51.5 (10) |
C38—C39—C40—C35 | 68.6 (10) | C88—C87—C91—C90 | −53.1 (10) |
Rh1—C39—C40—C35 | −4.7 (8) | C85—C90—C91—C87 | −52.5 (10) |
C36—C37—C41—C40 | 51.7 (10) | C89—C90—C91—C87 | 52.7 (10) |
[Rh(C34H36P2)(C8H12)]BF4·CH2Cl2 | F(000) = 916 |
Mr = 889.39 | Dx = 1.499 Mg m−3 |
Monoclinic, P21 | Mo Kα radiation, λ = 0.71073 Å |
a = 10.2285 (2) Å | Cell parameters from 9728 reflections |
b = 13.9823 (3) Å | θ = 2.9–33.4° |
c = 14.5131 (4) Å | µ = 0.70 mm−1 |
β = 108.2650 (12)° | T = 150 K |
V = 1971.06 (8) Å3 | Part of prism, red |
Z = 2 | 0.38 × 0.34 × 0.16 mm |
Bruker APEXII CCD area-detector diffractometer | 9780 independent reflections |
Radiation source: sealed tube | 9496 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.034 |
Detector resolution: 8.3333 pixels mm-1 | θmax = 28.3°, θmin = 2.1° |
φ and ω scans | h = −13→13 |
Absorption correction: multi-scan (SADABS; Bruker, 2008) | k = −18→18 |
Tmin = 0.670, Tmax = 0.749 | l = −19→19 |
64265 measured reflections |
Refinement on F2 | Hydrogen site location: inferred from neighbouring sites |
Least-squares matrix: full | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.020 | w = 1/[σ2(Fo2) + (0.0228P)2 + 0.6524P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.048 | (Δ/σ)max = 0.001 |
S = 1.04 | Δρmax = 0.46 e Å−3 |
9780 reflections | Δρmin = −0.46 e Å−3 |
524 parameters | Absolute structure: Flack x determined using 4470 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons et al., 2013) |
25 restraints | Absolute structure parameter: −0.015 (5) |
[Rh(C34H36P2)(C8H12)]BF4·CH2Cl2 | V = 1971.06 (8) Å3 |
Mr = 889.39 | Z = 2 |
Monoclinic, P21 | Mo Kα radiation |
a = 10.2285 (2) Å | µ = 0.70 mm−1 |
b = 13.9823 (3) Å | T = 150 K |
c = 14.5131 (4) Å | 0.38 × 0.34 × 0.16 mm |
β = 108.2650 (12)° |
Bruker APEXII CCD area-detector diffractometer | 9780 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2008) | 9496 reflections with I > 2σ(I) |
Tmin = 0.670, Tmax = 0.749 | Rint = 0.034 |
64265 measured reflections |
R[F2 > 2σ(F2)] = 0.020 | H-atom parameters constrained |
wR(F2) = 0.048 | Δρmax = 0.46 e Å−3 |
S = 1.04 | Δρmin = −0.46 e Å−3 |
9780 reflections | Absolute structure: Flack x determined using 4470 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons et al., 2013) |
524 parameters | Absolute structure parameter: −0.015 (5) |
25 restraints |
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. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Rh1 | 0.41617 (2) | 0.24643 (2) | 0.23220 (2) | 0.01403 (4) | |
P1 | 0.44955 (6) | 0.38414 (4) | 0.15326 (4) | 0.01486 (11) | |
P2 | 0.32514 (6) | 0.33385 (4) | 0.33545 (4) | 0.01515 (12) | |
C1 | 0.2886 (2) | 0.44676 (18) | 0.09159 (18) | 0.0168 (5) | |
H1 | 0.2450 | 0.4052 | 0.0340 | 0.020* | |
C2 | 0.2935 (3) | 0.54545 (19) | 0.0459 (2) | 0.0240 (5) | |
H2A | 0.3411 | 0.5422 | −0.0038 | 0.029* | |
H2B | 0.3402 | 0.5932 | 0.0958 | 0.029* | |
C3 | 0.1399 (3) | 0.5693 (2) | 0.0001 (2) | 0.0307 (6) | |
H3A | 0.1079 | 0.5509 | −0.0692 | 0.037* | |
H3B | 0.1239 | 0.6387 | 0.0052 | 0.037* | |
C4 | 0.0631 (3) | 0.5114 (2) | 0.05753 (19) | 0.0240 (5) | |
H4A | −0.0010 | 0.4654 | 0.0142 | 0.029* | |
H4B | 0.0094 | 0.5547 | 0.0859 | 0.029* | |
C5 | 0.1737 (2) | 0.45702 (18) | 0.13946 (18) | 0.0182 (5) | |
H5 | 0.1378 | 0.3921 | 0.1475 | 0.022* | |
C6 | 0.2084 (2) | 0.51101 (18) | 0.23624 (18) | 0.0190 (5) | |
H6 | 0.2452 | 0.5749 | 0.2256 | 0.023* | |
C7 | 0.0824 (3) | 0.5299 (2) | 0.26988 (19) | 0.0265 (6) | |
H7A | 0.0208 | 0.5782 | 0.2281 | 0.032* | |
H7B | 0.0296 | 0.4704 | 0.2690 | 0.032* | |
C8 | 0.1447 (3) | 0.5672 (3) | 0.3732 (2) | 0.0368 (7) | |
H8A | 0.0828 | 0.5537 | 0.4122 | 0.044* | |
H8B | 0.1600 | 0.6371 | 0.3729 | 0.044* | |
C9 | 0.2820 (3) | 0.51438 (19) | 0.41508 (19) | 0.0225 (5) | |
H9A | 0.2743 | 0.4652 | 0.4622 | 0.027* | |
H9B | 0.3557 | 0.5598 | 0.4487 | 0.027* | |
C10 | 0.3153 (2) | 0.46676 (17) | 0.32827 (17) | 0.0174 (4) | |
H10 | 0.4082 | 0.4903 | 0.3296 | 0.021* | |
C11 | 0.5253 (3) | 0.36461 (16) | 0.05541 (17) | 0.0176 (4) | |
C12 | 0.4464 (3) | 0.34150 (18) | −0.03916 (18) | 0.0213 (5) | |
H12 | 0.3488 | 0.3425 | −0.0568 | 0.026* | |
C13 | 0.5098 (3) | 0.31695 (19) | −0.1077 (2) | 0.0262 (6) | |
H13 | 0.4552 | 0.3017 | −0.1720 | 0.031* | |
C14 | 0.6517 (3) | 0.31456 (19) | −0.0830 (2) | 0.0281 (6) | |
H14 | 0.6944 | 0.2966 | −0.1299 | 0.034* | |
C15 | 0.7317 (3) | 0.3384 (2) | 0.0105 (2) | 0.0261 (5) | |
H15 | 0.8292 | 0.3376 | 0.0276 | 0.031* | |
C16 | 0.6685 (3) | 0.36342 (19) | 0.07889 (19) | 0.0224 (5) | |
H16 | 0.7237 | 0.3800 | 0.1427 | 0.027* | |
C17 | 0.5785 (3) | 0.46552 (19) | 0.2293 (2) | 0.0196 (5) | |
C18 | 0.6139 (3) | 0.55152 (19) | 0.1928 (2) | 0.0254 (5) | |
H18 | 0.5669 | 0.5703 | 0.1280 | 0.030* | |
C19 | 0.7174 (3) | 0.6090 (2) | 0.2516 (2) | 0.0318 (6) | |
H19 | 0.7415 | 0.6670 | 0.2268 | 0.038* | |
C20 | 0.7860 (3) | 0.5815 (2) | 0.3469 (3) | 0.0352 (7) | |
H20 | 0.8550 | 0.6218 | 0.3875 | 0.042* | |
C21 | 0.7543 (3) | 0.4965 (2) | 0.3822 (2) | 0.0332 (6) | |
H21 | 0.8024 | 0.4775 | 0.4469 | 0.040* | |
C22 | 0.6515 (3) | 0.4379 (2) | 0.3232 (2) | 0.0241 (6) | |
H22 | 0.6312 | 0.3786 | 0.3476 | 0.029* | |
C23 | 0.1518 (2) | 0.29339 (17) | 0.32712 (18) | 0.0176 (5) | |
C24 | 0.0960 (3) | 0.30752 (19) | 0.40233 (19) | 0.0234 (5) | |
H24 | 0.1515 | 0.3335 | 0.4623 | 0.028* | |
C25 | −0.0400 (3) | 0.2839 (2) | 0.3901 (2) | 0.0293 (6) | |
H25 | −0.0771 | 0.2940 | 0.4416 | 0.035* | |
C26 | −0.1221 (2) | 0.2456 (3) | 0.30310 (19) | 0.0303 (5) | |
H26 | −0.2159 | 0.2311 | 0.2944 | 0.036* | |
C27 | −0.0669 (3) | 0.22856 (18) | 0.2291 (2) | 0.0258 (6) | |
H27 | −0.1224 | 0.2009 | 0.1700 | 0.031* | |
C28 | 0.0692 (2) | 0.2518 (2) | 0.24073 (16) | 0.0202 (4) | |
H28 | 0.1067 | 0.2393 | 0.1897 | 0.024* | |
C29 | 0.4253 (3) | 0.31440 (18) | 0.46317 (17) | 0.0188 (5) | |
C30 | 0.4031 (3) | 0.2339 (2) | 0.51345 (17) | 0.0243 (6) | |
H30 | 0.3275 | 0.1929 | 0.4840 | 0.029* | |
C31 | 0.4907 (3) | 0.2131 (2) | 0.6064 (2) | 0.0315 (6) | |
H31 | 0.4744 | 0.1583 | 0.6399 | 0.038* | |
C32 | 0.6012 (3) | 0.2723 (2) | 0.6496 (2) | 0.0374 (8) | |
H32 | 0.6629 | 0.2569 | 0.7118 | 0.045* | |
C33 | 0.6217 (3) | 0.3540 (2) | 0.6021 (2) | 0.0334 (7) | |
H33 | 0.6957 | 0.3958 | 0.6330 | 0.040* | |
C34 | 0.5352 (3) | 0.3753 (2) | 0.50993 (19) | 0.0254 (5) | |
H34 | 0.5503 | 0.4317 | 0.4781 | 0.030* | |
C35 | 0.3424 (3) | 0.10766 (18) | 0.28107 (19) | 0.0219 (5) | |
H35 | 0.2788 | 0.1167 | 0.3205 | 0.026* | |
C36 | 0.4785 (3) | 0.12082 (18) | 0.33184 (19) | 0.0225 (5) | |
H36 | 0.4950 | 0.1373 | 0.4016 | 0.027* | |
C37 | 0.5979 (3) | 0.0692 (2) | 0.3135 (2) | 0.0266 (6) | |
H37A | 0.6012 | 0.0029 | 0.3380 | 0.032* | |
H37B | 0.6846 | 0.1013 | 0.3508 | 0.032* | |
C38 | 0.5891 (3) | 0.0663 (2) | 0.2059 (2) | 0.0246 (5) | |
H38A | 0.6833 | 0.0608 | 0.2012 | 0.029* | |
H38B | 0.5373 | 0.0084 | 0.1758 | 0.029* | |
C39 | 0.5198 (3) | 0.15355 (18) | 0.14924 (18) | 0.0206 (5) | |
H39 | 0.5794 | 0.1897 | 0.1183 | 0.025* | |
C40 | 0.3812 (3) | 0.16018 (18) | 0.09964 (18) | 0.0203 (5) | |
H40 | 0.3600 | 0.1992 | 0.0390 | 0.024* | |
C41 | 0.2727 (3) | 0.0869 (2) | 0.0978 (2) | 0.0264 (6) | |
H41A | 0.2748 | 0.0366 | 0.0503 | 0.032* | |
H41B | 0.1813 | 0.1181 | 0.0748 | 0.032* | |
C42 | 0.2889 (3) | 0.03933 (19) | 0.1964 (2) | 0.0273 (6) | |
H42A | 0.1986 | 0.0139 | 0.1964 | 0.033* | |
H42B | 0.3532 | −0.0153 | 0.2051 | 0.033* | |
B1 | 0.0439 (9) | 0.2767 (5) | 0.8985 (5) | 0.0265 (18) | 0.655 (11) |
F1 | 0.0418 (9) | 0.2732 (4) | 0.9927 (4) | 0.0296 (18) | 0.655 (11) |
F2 | 0.0856 (6) | 0.3668 (3) | 0.8796 (2) | 0.0447 (14) | 0.655 (11) |
F3 | 0.1349 (4) | 0.2099 (4) | 0.8855 (4) | 0.0404 (11) | 0.655 (11) |
F4 | −0.0847 (6) | 0.2592 (5) | 0.8351 (7) | 0.0529 (16) | 0.655 (11) |
B1' | 0.0096 (12) | 0.2837 (7) | 0.8886 (8) | 0.021 (3) | 0.345 (11) |
F1' | 0.0293 (16) | 0.2713 (9) | 0.9855 (7) | 0.050 (6) | 0.345 (11) |
F2' | −0.0189 (16) | 0.3785 (4) | 0.8658 (5) | 0.061 (4) | 0.345 (11) |
F3' | 0.1247 (8) | 0.2579 (10) | 0.8660 (7) | 0.062 (3) | 0.345 (11) |
F4' | −0.1010 (10) | 0.2309 (8) | 0.8354 (12) | 0.041 (3) | 0.345 (11) |
C51 | 0.0206 (7) | 0.3922 (4) | 0.6660 (4) | 0.0879 (19) | |
H51A | −0.0537 | 0.3548 | 0.6200 | 0.106* | |
H51B | 0.0158 | 0.3807 | 0.7322 | 0.106* | |
Cl1 | 0.18126 (13) | 0.35195 (8) | 0.65983 (7) | 0.0593 (3) | |
Cl2 | −0.00589 (15) | 0.51239 (9) | 0.63875 (12) | 0.0863 (5) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Rh1 | 0.01564 (7) | 0.01289 (7) | 0.01393 (7) | 0.00028 (8) | 0.00518 (5) | 0.00058 (8) |
P1 | 0.0155 (3) | 0.0143 (3) | 0.0161 (3) | 0.0000 (2) | 0.0069 (2) | 0.0004 (2) |
P2 | 0.0151 (3) | 0.0168 (3) | 0.0137 (3) | −0.0004 (2) | 0.0047 (2) | −0.0003 (2) |
C1 | 0.0172 (11) | 0.0164 (11) | 0.0175 (11) | 0.0025 (9) | 0.0067 (9) | 0.0036 (9) |
C2 | 0.0301 (14) | 0.0199 (12) | 0.0260 (13) | 0.0041 (10) | 0.0142 (11) | 0.0075 (10) |
C3 | 0.0354 (15) | 0.0245 (13) | 0.0306 (14) | 0.0082 (11) | 0.0080 (12) | 0.0098 (11) |
C4 | 0.0203 (12) | 0.0278 (13) | 0.0219 (12) | 0.0073 (10) | 0.0037 (9) | 0.0032 (10) |
C5 | 0.0155 (11) | 0.0190 (11) | 0.0199 (12) | 0.0024 (9) | 0.0054 (9) | 0.0028 (9) |
C6 | 0.0198 (11) | 0.0189 (11) | 0.0203 (12) | 0.0032 (9) | 0.0094 (9) | 0.0012 (9) |
C7 | 0.0239 (13) | 0.0326 (14) | 0.0259 (13) | 0.0104 (11) | 0.0118 (11) | 0.0045 (11) |
C8 | 0.0373 (16) | 0.0470 (18) | 0.0293 (15) | 0.0190 (14) | 0.0151 (13) | −0.0020 (13) |
C9 | 0.0243 (12) | 0.0222 (12) | 0.0235 (12) | −0.0002 (10) | 0.0111 (10) | −0.0055 (10) |
C10 | 0.0176 (11) | 0.0171 (11) | 0.0189 (11) | 0.0003 (9) | 0.0075 (9) | −0.0022 (9) |
C11 | 0.0237 (11) | 0.0129 (10) | 0.0195 (11) | 0.0006 (9) | 0.0118 (9) | 0.0012 (8) |
C12 | 0.0257 (12) | 0.0184 (11) | 0.0220 (12) | 0.0006 (10) | 0.0106 (10) | 0.0013 (9) |
C13 | 0.0394 (16) | 0.0214 (12) | 0.0204 (12) | 0.0023 (11) | 0.0133 (11) | −0.0014 (10) |
C14 | 0.0417 (16) | 0.0227 (12) | 0.0294 (14) | 0.0045 (11) | 0.0249 (13) | 0.0013 (10) |
C15 | 0.0259 (13) | 0.0260 (13) | 0.0325 (14) | 0.0034 (10) | 0.0181 (11) | 0.0024 (11) |
C16 | 0.0228 (12) | 0.0234 (12) | 0.0241 (12) | 0.0002 (10) | 0.0116 (10) | 0.0001 (10) |
C17 | 0.0156 (11) | 0.0203 (12) | 0.0254 (13) | −0.0022 (9) | 0.0103 (10) | −0.0055 (10) |
C18 | 0.0244 (13) | 0.0213 (12) | 0.0343 (14) | −0.0020 (10) | 0.0149 (11) | −0.0022 (11) |
C19 | 0.0234 (13) | 0.0223 (13) | 0.0552 (19) | −0.0062 (11) | 0.0203 (13) | −0.0072 (13) |
C20 | 0.0187 (13) | 0.0304 (15) | 0.054 (2) | −0.0030 (11) | 0.0075 (12) | −0.0128 (14) |
C21 | 0.0187 (12) | 0.0390 (16) | 0.0363 (16) | 0.0005 (11) | 0.0005 (11) | −0.0095 (13) |
C22 | 0.0179 (13) | 0.0254 (13) | 0.0288 (14) | 0.0003 (10) | 0.0067 (11) | −0.0017 (11) |
C23 | 0.0158 (11) | 0.0174 (11) | 0.0196 (11) | −0.0010 (9) | 0.0056 (9) | 0.0016 (9) |
C24 | 0.0221 (12) | 0.0277 (13) | 0.0222 (12) | −0.0023 (10) | 0.0095 (10) | −0.0014 (10) |
C25 | 0.0266 (14) | 0.0338 (13) | 0.0330 (15) | −0.0022 (11) | 0.0172 (12) | 0.0000 (11) |
C26 | 0.0186 (10) | 0.0309 (12) | 0.0430 (14) | −0.0019 (16) | 0.0119 (9) | 0.0021 (18) |
C27 | 0.0203 (11) | 0.0236 (18) | 0.0295 (12) | −0.0022 (9) | 0.0020 (9) | −0.0018 (10) |
C28 | 0.0208 (10) | 0.0188 (10) | 0.0202 (9) | 0.0012 (13) | 0.0055 (8) | 0.0007 (13) |
C29 | 0.0180 (11) | 0.0263 (12) | 0.0121 (10) | 0.0017 (9) | 0.0048 (9) | −0.0019 (9) |
C30 | 0.0257 (11) | 0.0299 (16) | 0.0179 (10) | 0.0047 (11) | 0.0077 (9) | 0.0035 (11) |
C31 | 0.0373 (16) | 0.0401 (15) | 0.0190 (12) | 0.0125 (12) | 0.0116 (12) | 0.0071 (11) |
C32 | 0.0346 (15) | 0.058 (2) | 0.0164 (12) | 0.0151 (13) | 0.0029 (11) | −0.0017 (12) |
C33 | 0.0250 (13) | 0.0476 (18) | 0.0234 (14) | 0.0032 (13) | 0.0016 (11) | −0.0113 (12) |
C34 | 0.0216 (12) | 0.0316 (14) | 0.0219 (12) | −0.0006 (11) | 0.0051 (10) | −0.0060 (10) |
C35 | 0.0268 (13) | 0.0163 (11) | 0.0262 (13) | 0.0016 (9) | 0.0133 (10) | 0.0061 (10) |
C36 | 0.0303 (13) | 0.0185 (11) | 0.0200 (12) | 0.0058 (10) | 0.0098 (10) | 0.0050 (9) |
C37 | 0.0275 (15) | 0.0259 (14) | 0.0273 (14) | 0.0078 (11) | 0.0096 (12) | 0.0062 (11) |
C38 | 0.0285 (14) | 0.0202 (13) | 0.0275 (14) | 0.0063 (11) | 0.0123 (11) | 0.0017 (10) |
C39 | 0.0260 (13) | 0.0171 (11) | 0.0218 (12) | 0.0018 (10) | 0.0118 (10) | 0.0001 (9) |
C40 | 0.0277 (13) | 0.0173 (11) | 0.0160 (11) | −0.0009 (10) | 0.0068 (9) | −0.0021 (9) |
C41 | 0.0303 (14) | 0.0189 (13) | 0.0262 (14) | −0.0051 (11) | 0.0033 (11) | −0.0035 (11) |
C42 | 0.0305 (14) | 0.0188 (12) | 0.0342 (15) | −0.0055 (10) | 0.0123 (12) | −0.0002 (11) |
B1 | 0.017 (3) | 0.033 (4) | 0.027 (3) | −0.003 (2) | 0.004 (2) | −0.002 (2) |
F1 | 0.038 (3) | 0.025 (3) | 0.022 (3) | −0.006 (2) | 0.004 (2) | −0.0013 (18) |
F2 | 0.064 (3) | 0.0354 (18) | 0.0335 (16) | −0.0154 (18) | 0.0143 (16) | −0.0002 (12) |
F3 | 0.0322 (18) | 0.049 (2) | 0.040 (2) | 0.0099 (19) | 0.0124 (15) | −0.0108 (19) |
F4 | 0.027 (2) | 0.070 (4) | 0.054 (3) | −0.010 (2) | 0.002 (2) | −0.018 (3) |
B1' | 0.012 (7) | 0.025 (5) | 0.023 (6) | 0.002 (4) | 0.001 (5) | −0.009 (4) |
F1' | 0.044 (7) | 0.070 (11) | 0.052 (9) | −0.001 (6) | 0.035 (7) | −0.009 (6) |
F2' | 0.125 (12) | 0.022 (3) | 0.042 (4) | 0.012 (4) | 0.036 (5) | 0.005 (3) |
F3' | 0.033 (4) | 0.088 (9) | 0.071 (6) | 0.020 (5) | 0.027 (4) | 0.011 (6) |
F4' | 0.019 (3) | 0.051 (6) | 0.041 (5) | −0.010 (3) | −0.009 (3) | −0.024 (4) |
C51 | 0.131 (5) | 0.067 (3) | 0.089 (4) | 0.026 (3) | 0.068 (4) | 0.026 (3) |
Cl1 | 0.0856 (8) | 0.0492 (5) | 0.0404 (5) | 0.0018 (5) | 0.0158 (5) | 0.0047 (4) |
Cl2 | 0.0818 (9) | 0.0478 (6) | 0.1018 (10) | 0.0025 (6) | −0.0108 (7) | −0.0102 (6) |
Rh1—C40 | 2.203 (2) | C21—C22 | 1.395 (4) |
Rh1—C36 | 2.237 (2) | C21—H21 | 0.9500 |
Rh1—C39 | 2.250 (2) | C22—H22 | 0.9500 |
Rh1—C35 | 2.274 (2) | C23—C24 | 1.396 (4) |
Rh1—P1 | 2.3198 (6) | C23—C28 | 1.400 (3) |
Rh1—P2 | 2.3411 (6) | C24—C25 | 1.385 (4) |
P1—C17 | 1.828 (3) | C24—H24 | 0.9500 |
P1—C1 | 1.832 (2) | C25—C26 | 1.386 (4) |
P1—C11 | 1.839 (2) | C25—H25 | 0.9500 |
P2—C23 | 1.829 (2) | C26—C27 | 1.382 (4) |
P2—C29 | 1.835 (2) | C26—H26 | 0.9500 |
P2—C10 | 1.862 (2) | C27—C28 | 1.388 (3) |
C1—C2 | 1.538 (3) | C27—H27 | 0.9500 |
C1—C5 | 1.548 (3) | C28—H28 | 0.9500 |
C1—H1 | 1.0000 | C29—C30 | 1.398 (4) |
C2—C3 | 1.539 (4) | C29—C34 | 1.404 (4) |
C2—H2A | 0.9900 | C30—C31 | 1.396 (4) |
C2—H2B | 0.9900 | C30—H30 | 0.9500 |
C3—C4 | 1.542 (4) | C31—C32 | 1.382 (5) |
C3—H3A | 0.9900 | C31—H31 | 0.9500 |
C3—H3B | 0.9900 | C32—C33 | 1.384 (5) |
C4—C5 | 1.558 (3) | C32—H32 | 0.9500 |
C4—H4A | 0.9900 | C33—C34 | 1.386 (4) |
C4—H4B | 0.9900 | C33—H33 | 0.9500 |
C5—C6 | 1.535 (3) | C34—H34 | 0.9500 |
C5—H5 | 1.0000 | C35—C36 | 1.368 (4) |
C6—C7 | 1.537 (3) | C35—C42 | 1.517 (4) |
C6—C10 | 1.564 (3) | C35—H35 | 1.0000 |
C6—H6 | 1.0000 | C36—C37 | 1.512 (4) |
C7—C8 | 1.526 (4) | C36—H36 | 1.0000 |
C7—H7A | 0.9900 | C37—C38 | 1.537 (4) |
C7—H7B | 0.9900 | C37—H37A | 0.9900 |
C8—C9 | 1.534 (4) | C37—H37B | 0.9900 |
C8—H8A | 0.9900 | C38—C39 | 1.517 (4) |
C8—H8B | 0.9900 | C38—H38A | 0.9900 |
C9—C10 | 1.554 (3) | C38—H38B | 0.9900 |
C9—H9A | 0.9900 | C39—C40 | 1.378 (4) |
C9—H9B | 0.9900 | C39—H39 | 1.0000 |
C10—H10 | 1.0000 | C40—C41 | 1.505 (4) |
C11—C12 | 1.395 (3) | C40—H40 | 1.0000 |
C11—C16 | 1.396 (3) | C41—C42 | 1.539 (4) |
C12—C13 | 1.390 (4) | C41—H41A | 0.9900 |
C12—H12 | 0.9500 | C41—H41B | 0.9900 |
C13—C14 | 1.383 (4) | C42—H42A | 0.9900 |
C13—H13 | 0.9500 | C42—H42B | 0.9900 |
C14—C15 | 1.388 (4) | B1—F4 | 1.370 (7) |
C14—H14 | 0.9500 | B1—F3 | 1.372 (7) |
C15—C16 | 1.388 (4) | B1—F1 | 1.375 (6) |
C15—H15 | 0.9500 | B1—F2 | 1.385 (6) |
C16—H16 | 0.9500 | B1'—F3' | 1.366 (8) |
C17—C22 | 1.388 (4) | B1'—F1' | 1.367 (8) |
C17—C18 | 1.406 (4) | B1'—F4' | 1.369 (8) |
C18—C19 | 1.388 (4) | B1'—F2' | 1.374 (8) |
C18—H18 | 0.9500 | C51—Cl2 | 1.728 (5) |
C19—C20 | 1.395 (5) | C51—Cl1 | 1.765 (6) |
C19—H19 | 0.9500 | C51—H51A | 0.9900 |
C20—C21 | 1.374 (5) | C51—H51B | 0.9900 |
C20—H20 | 0.9500 | ||
C40—Rh1—C36 | 94.02 (9) | C20—C19—H19 | 120.0 |
C40—Rh1—C39 | 36.03 (9) | C21—C20—C19 | 120.3 (3) |
C36—Rh1—C39 | 78.83 (9) | C21—C20—H20 | 119.9 |
C40—Rh1—C35 | 80.00 (10) | C19—C20—H20 | 119.9 |
C36—Rh1—C35 | 35.28 (10) | C20—C21—C22 | 120.0 (3) |
C39—Rh1—C35 | 86.13 (9) | C20—C21—H21 | 120.0 |
C40—Rh1—P1 | 91.82 (7) | C22—C21—H21 | 120.0 |
C36—Rh1—P1 | 156.16 (7) | C17—C22—C21 | 120.7 (3) |
C39—Rh1—P1 | 92.74 (7) | C17—C22—H22 | 119.7 |
C35—Rh1—P1 | 167.60 (7) | C21—C22—H22 | 119.7 |
C40—Rh1—P2 | 148.93 (7) | C24—C23—C28 | 118.6 (2) |
C36—Rh1—P2 | 94.93 (7) | C24—C23—P2 | 122.04 (19) |
C39—Rh1—P2 | 173.07 (7) | C28—C23—P2 | 119.21 (18) |
C35—Rh1—P2 | 90.49 (7) | C25—C24—C23 | 120.4 (2) |
P1—Rh1—P2 | 91.85 (2) | C25—C24—H24 | 119.8 |
C17—P1—C1 | 111.44 (12) | C23—C24—H24 | 119.8 |
C17—P1—C11 | 99.20 (11) | C24—C25—C26 | 120.4 (3) |
C1—P1—C11 | 103.04 (11) | C24—C25—H25 | 119.8 |
C17—P1—Rh1 | 114.12 (9) | C26—C25—H25 | 119.8 |
C1—P1—Rh1 | 112.90 (8) | C27—C26—C25 | 119.7 (2) |
C11—P1—Rh1 | 114.90 (8) | C27—C26—H26 | 120.1 |
C23—P2—C29 | 104.10 (11) | C25—C26—H26 | 120.1 |
C23—P2—C10 | 105.71 (11) | C26—C27—C28 | 120.2 (2) |
C29—P2—C10 | 101.99 (11) | C26—C27—H27 | 119.9 |
C23—P2—Rh1 | 111.59 (8) | C28—C27—H27 | 119.9 |
C29—P2—Rh1 | 111.16 (8) | C27—C28—C23 | 120.5 (2) |
C10—P2—Rh1 | 120.71 (8) | C27—C28—H28 | 119.8 |
C2—C1—C5 | 104.02 (19) | C23—C28—H28 | 119.8 |
C2—C1—P1 | 119.55 (18) | C30—C29—C34 | 118.2 (2) |
C5—C1—P1 | 121.17 (17) | C30—C29—P2 | 121.06 (19) |
C2—C1—H1 | 103.1 | C34—C29—P2 | 120.5 (2) |
C5—C1—H1 | 103.1 | C31—C30—C29 | 120.8 (3) |
P1—C1—H1 | 103.1 | C31—C30—H30 | 119.6 |
C1—C2—C3 | 102.3 (2) | C29—C30—H30 | 119.6 |
C1—C2—H2A | 111.3 | C32—C31—C30 | 120.0 (3) |
C3—C2—H2A | 111.3 | C32—C31—H31 | 120.0 |
C1—C2—H2B | 111.3 | C30—C31—H31 | 120.0 |
C3—C2—H2B | 111.3 | C31—C32—C33 | 119.9 (3) |
H2A—C2—H2B | 109.2 | C31—C32—H32 | 120.0 |
C2—C3—C4 | 106.0 (2) | C33—C32—H32 | 120.0 |
C2—C3—H3A | 110.5 | C32—C33—C34 | 120.5 (3) |
C4—C3—H3A | 110.5 | C32—C33—H33 | 119.8 |
C2—C3—H3B | 110.5 | C34—C33—H33 | 119.8 |
C4—C3—H3B | 110.5 | C33—C34—C29 | 120.6 (3) |
H3A—C3—H3B | 108.7 | C33—C34—H34 | 119.7 |
C3—C4—C5 | 107.3 (2) | C29—C34—H34 | 119.7 |
C3—C4—H4A | 110.2 | C36—C35—C42 | 124.7 (2) |
C5—C4—H4A | 110.2 | C36—C35—Rh1 | 70.87 (15) |
C3—C4—H4B | 110.2 | C42—C35—Rh1 | 110.81 (17) |
C5—C4—H4B | 110.2 | C36—C35—H35 | 114.2 |
H4A—C4—H4B | 108.5 | C42—C35—H35 | 114.2 |
C6—C5—C1 | 117.8 (2) | Rh1—C35—H35 | 114.2 |
C6—C5—C4 | 111.3 (2) | C35—C36—C37 | 125.6 (3) |
C1—C5—C4 | 100.04 (19) | C35—C36—Rh1 | 73.85 (14) |
C6—C5—H5 | 109.1 | C37—C36—Rh1 | 110.08 (17) |
C1—C5—H5 | 109.1 | C35—C36—H36 | 113.4 |
C4—C5—H5 | 109.1 | C37—C36—H36 | 113.4 |
C5—C6—C7 | 113.5 (2) | Rh1—C36—H36 | 113.4 |
C5—C6—C10 | 119.1 (2) | C36—C37—C38 | 113.5 (2) |
C7—C6—C10 | 103.20 (19) | C36—C37—H37A | 108.9 |
C5—C6—H6 | 106.8 | C38—C37—H37A | 108.9 |
C7—C6—H6 | 106.8 | C36—C37—H37B | 108.9 |
C10—C6—H6 | 106.8 | C38—C37—H37B | 108.9 |
C8—C7—C6 | 103.7 (2) | H37A—C37—H37B | 107.7 |
C8—C7—H7A | 111.0 | C39—C38—C37 | 113.4 (2) |
C6—C7—H7A | 111.0 | C39—C38—H38A | 108.9 |
C8—C7—H7B | 111.0 | C37—C38—H38A | 108.9 |
C6—C7—H7B | 111.0 | C39—C38—H38B | 108.9 |
H7A—C7—H7B | 109.0 | C37—C38—H38B | 108.9 |
C7—C8—C9 | 105.9 (2) | H38A—C38—H38B | 107.7 |
C7—C8—H8A | 110.6 | C40—C39—C38 | 124.5 (2) |
C9—C8—H8A | 110.6 | C40—C39—Rh1 | 70.13 (14) |
C7—C8—H8B | 110.6 | C38—C39—Rh1 | 113.11 (17) |
C9—C8—H8B | 110.6 | C40—C39—H39 | 113.8 |
H8A—C8—H8B | 108.7 | C38—C39—H39 | 113.8 |
C8—C9—C10 | 106.9 (2) | Rh1—C39—H39 | 113.8 |
C8—C9—H9A | 110.3 | C39—C40—C41 | 126.6 (2) |
C10—C9—H9A | 110.3 | C39—C40—Rh1 | 73.84 (15) |
C8—C9—H9B | 110.3 | C41—C40—Rh1 | 107.76 (17) |
C10—C9—H9B | 110.3 | C39—C40—H40 | 113.6 |
H9A—C9—H9B | 108.6 | C41—C40—H40 | 113.6 |
C9—C10—C6 | 104.50 (19) | Rh1—C40—H40 | 113.6 |
C9—C10—P2 | 113.83 (17) | C40—C41—C42 | 114.4 (2) |
C6—C10—P2 | 116.97 (17) | C40—C41—H41A | 108.6 |
C9—C10—H10 | 107.0 | C42—C41—H41A | 108.6 |
C6—C10—H10 | 107.0 | C40—C41—H41B | 108.6 |
P2—C10—H10 | 107.0 | C42—C41—H41B | 108.6 |
C12—C11—C16 | 118.5 (2) | H41A—C41—H41B | 107.6 |
C12—C11—P1 | 122.69 (19) | C35—C42—C41 | 112.8 (2) |
C16—C11—P1 | 118.51 (19) | C35—C42—H42A | 109.0 |
C13—C12—C11 | 120.3 (2) | C41—C42—H42A | 109.0 |
C13—C12—H12 | 119.8 | C35—C42—H42B | 109.0 |
C11—C12—H12 | 119.8 | C41—C42—H42B | 109.0 |
C14—C13—C12 | 120.6 (3) | H42A—C42—H42B | 107.8 |
C14—C13—H13 | 119.7 | F4—B1—F3 | 109.7 (5) |
C12—C13—H13 | 119.7 | F4—B1—F1 | 110.5 (5) |
C13—C14—C15 | 119.8 (2) | F3—B1—F1 | 109.6 (5) |
C13—C14—H14 | 120.1 | F4—B1—F2 | 108.6 (6) |
C15—C14—H14 | 120.1 | F3—B1—F2 | 109.1 (5) |
C14—C15—C16 | 119.8 (3) | F1—B1—F2 | 109.3 (5) |
C14—C15—H15 | 120.1 | F3'—B1'—F1' | 110.7 (7) |
C16—C15—H15 | 120.1 | F3'—B1'—F4' | 110.1 (7) |
C15—C16—C11 | 121.1 (2) | F1'—B1'—F4' | 109.9 (7) |
C15—C16—H16 | 119.5 | F3'—B1'—F2' | 109.3 (7) |
C11—C16—H16 | 119.5 | F1'—B1'—F2' | 108.8 (7) |
C22—C17—C18 | 119.0 (2) | F4'—B1'—F2' | 108.0 (7) |
C22—C17—P1 | 119.0 (2) | Cl2—C51—Cl1 | 112.4 (3) |
C18—C17—P1 | 121.8 (2) | Cl2—C51—H51A | 109.1 |
C19—C18—C17 | 120.0 (3) | Cl1—C51—H51A | 109.1 |
C19—C18—H18 | 120.0 | Cl2—C51—H51B | 109.1 |
C17—C18—H18 | 120.0 | Cl1—C51—H51B | 109.1 |
C18—C19—C20 | 120.0 (3) | H51A—C51—H51B | 107.9 |
C18—C19—H19 | 120.0 | ||
C17—P1—C1—C2 | 42.8 (2) | C11—P1—C17—C18 | 56.0 (2) |
C11—P1—C1—C2 | −62.6 (2) | Rh1—P1—C17—C18 | 178.71 (18) |
Rh1—P1—C1—C2 | 172.81 (17) | C22—C17—C18—C19 | −2.1 (4) |
C17—P1—C1—C5 | −89.1 (2) | P1—C17—C18—C19 | −176.7 (2) |
C11—P1—C1—C5 | 165.40 (19) | C17—C18—C19—C20 | −0.2 (4) |
Rh1—P1—C1—C5 | 40.9 (2) | C18—C19—C20—C21 | 1.8 (4) |
C5—C1—C2—C3 | −42.9 (3) | C19—C20—C21—C22 | −1.1 (5) |
P1—C1—C2—C3 | 178.05 (19) | C18—C17—C22—C21 | 2.8 (4) |
C1—C2—C3—C4 | 24.5 (3) | P1—C17—C22—C21 | 177.6 (2) |
C2—C3—C4—C5 | 2.2 (3) | C20—C21—C22—C17 | −1.3 (4) |
C2—C1—C5—C6 | −77.3 (3) | C29—P2—C23—C24 | 36.3 (2) |
P1—C1—C5—C6 | 60.9 (3) | C10—P2—C23—C24 | −70.7 (2) |
C2—C1—C5—C4 | 43.4 (2) | Rh1—P2—C23—C24 | 156.30 (19) |
P1—C1—C5—C4 | −178.45 (18) | C29—P2—C23—C28 | −147.4 (2) |
C3—C4—C5—C6 | 97.6 (2) | C10—P2—C23—C28 | 105.6 (2) |
C3—C4—C5—C1 | −27.6 (3) | Rh1—P2—C23—C28 | −27.4 (2) |
C1—C5—C6—C7 | 171.5 (2) | C28—C23—C24—C25 | −2.3 (4) |
C4—C5—C6—C7 | 56.9 (3) | P2—C23—C24—C25 | 174.0 (2) |
C1—C5—C6—C10 | −66.7 (3) | C23—C24—C25—C26 | 0.2 (5) |
C4—C5—C6—C10 | 178.7 (2) | C24—C25—C26—C27 | 1.7 (5) |
C5—C6—C7—C8 | 170.4 (2) | C25—C26—C27—C28 | −1.5 (5) |
C10—C6—C7—C8 | 40.1 (3) | C26—C27—C28—C23 | −0.6 (5) |
C6—C7—C8—C9 | −33.8 (3) | C24—C23—C28—C27 | 2.5 (4) |
C7—C8—C9—C10 | 14.1 (3) | P2—C23—C28—C27 | −174.0 (2) |
C8—C9—C10—C6 | 10.7 (3) | C23—P2—C29—C30 | 38.2 (2) |
C8—C9—C10—P2 | −118.1 (2) | C10—P2—C29—C30 | 148.0 (2) |
C5—C6—C10—C9 | −158.0 (2) | Rh1—P2—C29—C30 | −82.1 (2) |
C7—C6—C10—C9 | −31.1 (3) | C23—P2—C29—C34 | −148.0 (2) |
C5—C6—C10—P2 | −31.1 (3) | C10—P2—C29—C34 | −38.2 (2) |
C7—C6—C10—P2 | 95.7 (2) | Rh1—P2—C29—C34 | 91.8 (2) |
C23—P2—C10—C9 | 64.62 (19) | C34—C29—C30—C31 | −2.1 (4) |
C29—P2—C10—C9 | −43.9 (2) | P2—C29—C30—C31 | 171.8 (2) |
Rh1—P2—C10—C9 | −167.68 (14) | C29—C30—C31—C32 | −0.2 (4) |
C23—P2—C10—C6 | −57.5 (2) | C30—C31—C32—C33 | 2.4 (4) |
C29—P2—C10—C6 | −166.08 (17) | C31—C32—C33—C34 | −2.3 (4) |
Rh1—P2—C10—C6 | 70.19 (19) | C32—C33—C34—C29 | 0.0 (4) |
C17—P1—C11—C12 | −152.6 (2) | C30—C29—C34—C33 | 2.2 (4) |
C1—P1—C11—C12 | −38.0 (2) | P2—C29—C34—C33 | −171.8 (2) |
Rh1—P1—C11—C12 | 85.3 (2) | C42—C35—C36—C37 | −0.9 (4) |
C17—P1—C11—C16 | 34.0 (2) | Rh1—C35—C36—C37 | −103.4 (3) |
C1—P1—C11—C16 | 148.6 (2) | C42—C35—C36—Rh1 | 102.6 (2) |
Rh1—P1—C11—C16 | −88.1 (2) | C35—C36—C37—C38 | 47.0 (4) |
C16—C11—C12—C13 | 0.7 (4) | Rh1—C36—C37—C38 | −37.1 (3) |
P1—C11—C12—C13 | −172.7 (2) | C36—C37—C38—C39 | 32.1 (3) |
C11—C12—C13—C14 | 0.4 (4) | C37—C38—C39—C40 | −92.0 (3) |
C12—C13—C14—C15 | −1.1 (4) | C37—C38—C39—Rh1 | −10.9 (3) |
C13—C14—C15—C16 | 0.8 (4) | C38—C39—C40—C41 | 4.6 (4) |
C14—C15—C16—C11 | 0.3 (4) | Rh1—C39—C40—C41 | −100.4 (3) |
C12—C11—C16—C15 | −1.0 (4) | C38—C39—C40—Rh1 | 105.0 (2) |
P1—C11—C16—C15 | 172.7 (2) | C39—C40—C41—C42 | 40.5 (4) |
C1—P1—C17—C22 | 133.5 (2) | Rh1—C40—C41—C42 | −42.2 (3) |
C11—P1—C17—C22 | −118.5 (2) | C36—C35—C42—C41 | −91.3 (3) |
Rh1—P1—C17—C22 | 4.1 (2) | Rh1—C35—C42—C41 | −10.7 (3) |
C1—P1—C17—C18 | −52.0 (2) | C40—C41—C42—C35 | 35.9 (3) |
Experimental details
(RhBICPnbdBF4) | (RhBICPcodBF4) | |
Crystal data | ||
Chemical formula | [Rh(C34H36P2)(C7H8)]BF4 | [Rh(C34H36P2)(C8H12)]BF4·CH2Cl2 |
Mr | 788.42 | 889.39 |
Crystal system, space group | Monoclinic, P21 | Monoclinic, P21 |
Temperature (K) | 200 | 150 |
a, b, c (Å) | 10.002 (2), 9.0293 (18), 39.251 (8) | 10.2285 (2), 13.9823 (3), 14.5131 (4) |
β (°) | 95.17 (3) | 108.2650 (12) |
V (Å3) | 3530.4 (12) | 1971.06 (8) |
Z | 4 | 2 |
Radiation type | Mo Kα | Mo Kα |
µ (mm−1) | 0.63 | 0.70 |
Crystal size (mm) | 0.34 × 0.28 × 0.25 | 0.38 × 0.34 × 0.16 |
Data collection | ||
Diffractometer | Stoe IPDS 2 diffractometer | Bruker APEXII CCD area-detector diffractometer |
Absorption correction | Numerical (X-SHAPE; Stoe & Cie, 2005) | Multi-scan (SADABS; Bruker, 2008) |
Tmin, Tmax | 0.453, 0.897 | 0.670, 0.749 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 38678, 12426, 7748 | 64265, 9780, 9496 |
Rint | 0.087 | 0.034 |
(sin θ/λ)max (Å−1) | 0.595 | 0.667 |
Refinement | ||
R[F2 > 2σ(F2)], wR(F2), S | 0.046, 0.103, 0.83 | 0.020, 0.048, 1.04 |
No. of reflections | 12426 | 9780 |
No. of parameters | 883 | 524 |
No. of restraints | 13 | 25 |
H-atom treatment | H-atom parameters constrained | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 2.80, −1.09 | 0.46, −0.46 |
Absolute structure | Flack (1983), with 5782 Friedel pairs | Flack x determined using 4470 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons et al., 2013) |
Absolute structure parameter | −0.03 (3) | −0.015 (5) |
Computer programs: X-AREA (Stoe & Cie, 2005), APEX2 (Bruker, 2009), SAINT (Bruker, 2009), X-RED32 (Stoe & Cie, 2005), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).
Complex | Rh—P (Å) | Rh—CM (Å) | P—Rh—P (°) | CM—Rh—CM (°) |
[Rh(BICP)(nbd)]BF4, (I) | 2.304–2.319 (2) | 2.090–2.110 (1) | 94.25 (7), 94.88 (7) | 69.49 (3), 69.92 (3) |
[Rh(BICP)(cod)]BF4, (II) | 2.320 (1), 2.341 (1) | 2.117 (1), 2.150 (1) | 91.85 (2) | 84.19 (1) |
Complex | C(P)a | C(rb)b |
[Rh(BICP)(nbd)]BF4 | -0.133 (9), 1.364 (9); -0.118 (9), 1.489 (11) | 2.013 (9), 1.126 (9); 2.009 (9), 1.127 (10) |
[Rh(BICP)(cod)]BF4 | -0.065 (2), 1.495 (2) | 2.094 (2), 1.211 (2) |
[Rh(BINAP)(thf)2]BF4c | 1.261, -0.860 | 1.027, -0.327 |
Notes: (a) carbon bonded to phosphorus; (b) carbon bridging the cyclopentanes [Meaning of `rb'?]; (c) Preetz et al. (2011). |
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