Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270104020773/tr1096sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270104020773/tr1096Isup2.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270104020773/tr1096IIsup3.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270104020773/tr1096IIIsup4.hkl |
CCDC references: 254914; 254915; 254916
The syntheses and complete characterization of complexes (I) and (II) (including all starting materials) are given by Braun et al. (2003). Single crystals were obtained from ethanol for (I) and from methanol for (II). Complex (III) was prepared according to the following procedure. In a Schlenk flask, [CODRhCl]2 (104 mg, 0.211 mmol) and AgBF4 (82 mg, 0.423 mmol) were dissolved in tetrahydrofuran (THF; 10 ml) and the solution was stirred vigorously for 30 min at ambient temperature. The AgCl which precipitated was filtered off using a syringe equipped with a filter needle, and the clear liquid dripped into a solution of (I) (258 mg; 0.423 mmol) in THF (5 ml). After stirring for 10 min, the product was precipitated by adding Et2O. The ether solution was discarded and the solid dried in vacuo. Single crystals of (III) were obtained by recrystallization from methanol.
H atoms were placed in calculated positions and refined using a riding model, with C—H distances of 0.98 Å and with Uiso(H) = 1.3Ueq(C). Please check added text. The BF4 anion in complex (III) is disordered. Two sets of F atoms were refined isotropically, each set with near half occupancy. For complexes (II) and (III), the final structure models show several peaks of relatively high electron density. In agreement with the 1H NMR data, this electron density was interpreted as two MeOH molecules for (II) and 1.5 molecules for (III) per unit cell (solvent of crystallization). In the case of (II), both solvent molecules are disordered and were treated as isotropic. For one solvent molecule, the position of the hydroxyl H atom attached to atom O8 was refined using a riding model, with O—H = 0.95 Å. The choice of the H-atom position was determined by the best hydrogen bond that could be created (O8···F6). For the second MeOH molecule, no hydrogen-bond acceptor was found in the neighbourhood of atom O7 and the maximum electron density was taken as the starting position for the H atom, and it was also treated as riding, with O—H = 0.95 Å. For both hydroxy H atoms, Uiso(H) = Ueq(O). For (III), the position of one solvent molecule was only half occupied. For both MeOH molecules, the maximum electron density was taken as the starting position for the hydroxy H atom and these were treated as riding, with O—H = 0.95 Å and Uiso(H) = 1.5Ueq(O). Please check all added text.
Data collection: SMART (Bruker, 2001) for (I), (II); EXPOSE in IPDS (Stoe & Cie, 1995) for (III). Cell refinement: SAINT-Plus (Bruker 1999) for (I), (II); CELL in IPDS for (III). Data reduction: SAINT-Plus for (I), (II); INTEGRATE in IPDS for (III). For all compounds, program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997). Molecular graphics: PLATON (Spek, 1990) for (I), (II); XP in SHELXTL (Bruker, 1999) for (III). For all compounds, software used to prepare material for publication: SHELXL97.
[Cr(C32H28P2)(CO)3] | F(000) = 1264 |
Mr = 610.51 | Dx = 1.319 Mg m−3 |
Orthorhombic, P212121 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2ac 2ab | Cell parameters from 8096 reflections |
a = 10.6758 (12) Å | θ = 2.4–25.2° |
b = 13.5533 (15) Å | µ = 0.51 mm−1 |
c = 21.255 (2) Å | T = 293 K |
V = 3075.4 (6) Å3 | Rod, yellow |
Z = 4 | 0.70 × 0.20 × 0.12 mm |
Bruker SMART APEX CCD diffractometer | 5572 independent reflections |
Radiation source: fine-focus sealed tube | 4996 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.044 |
Detector resolution: 0 pixels mm-1 | θmax = 25.2°, θmin = 2.4° |
ϕ and ω scans | h = −12→12 |
Absorption correction: multi-scan (SADABS; Sheldrick; 1996) | k = −16→16 |
Tmin = 0.717, Tmax = 0.941 | l = −25→25 |
33737 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)] = 0.042 | H-atom parameters constrained |
wR(F2) = 0.098 | w = 1/[σ2(Fo2) + (0.0546P)2 + 1.0577P] where P = (Fo2 + 2Fc2)/3 |
S = 1.01 | (Δ/σ)max = 0.001 |
5572 reflections | Δρmax = 0.33 e Å−3 |
371 parameters | Δρmin = −0.16 e Å−3 |
0 restraints | Absolute structure: Flack (1983), 2430 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.02 (2) |
[Cr(C32H28P2)(CO)3] | V = 3075.4 (6) Å3 |
Mr = 610.51 | Z = 4 |
Orthorhombic, P212121 | Mo Kα radiation |
a = 10.6758 (12) Å | µ = 0.51 mm−1 |
b = 13.5533 (15) Å | T = 293 K |
c = 21.255 (2) Å | 0.70 × 0.20 × 0.12 mm |
Bruker SMART APEX CCD diffractometer | 5572 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick; 1996) | 4996 reflections with I > 2σ(I) |
Tmin = 0.717, Tmax = 0.941 | Rint = 0.044 |
33737 measured reflections |
R[F2 > 2σ(F2)] = 0.042 | H-atom parameters constrained |
wR(F2) = 0.098 | Δρmax = 0.33 e Å−3 |
S = 1.01 | Δρmin = −0.16 e Å−3 |
5572 reflections | Absolute structure: Flack (1983), 2430 Friedel pairs |
371 parameters | Absolute structure parameter: 0.02 (2) |
0 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 | ||
Cr1 | 0.15520 (4) | 0.31365 (3) | 0.89842 (2) | 0.04051 (13) | |
P1 | 0.30442 (8) | 0.12244 (6) | 0.79891 (4) | 0.0441 (2) | |
P2 | 0.07943 (9) | −0.03049 (6) | 0.83940 (4) | 0.0511 (2) | |
C1 | 0.1711 (3) | 0.2012 (2) | 0.82331 (12) | 0.0376 (6) | |
C25 | 0.1262 (4) | 0.0865 (3) | 0.62873 (17) | 0.0614 (9) | |
H25 | 0.0409 | 0.0911 | 0.6119 | 0.080* | |
C2 | 0.1511 (3) | 0.2944 (2) | 0.79614 (13) | 0.0435 (7) | |
H2 | 0.2103 | 0.3188 | 0.7646 | 0.057* | |
C8 | 0.1061 (3) | 0.0665 (2) | 0.90104 (14) | 0.0464 (7) | |
H8 | 0.1954 | 0.0637 | 0.9117 | 0.060* | |
C26 | 0.1499 (3) | 0.1107 (2) | 0.69062 (14) | 0.0493 (7) | |
H26 | 0.0806 | 0.1321 | 0.7176 | 0.064* | |
C5 | −0.0173 (3) | 0.2257 (2) | 0.88608 (14) | 0.0437 (7) | |
H5 | −0.0785 | 0.2014 | 0.9167 | 0.057* | |
C9 | 0.1608 (4) | −0.1377 (2) | 0.87144 (16) | 0.0580 (8) | |
C27 | 0.4352 (3) | 0.2095 (2) | 0.79696 (15) | 0.0501 (8) | |
C21 | 0.2687 (3) | 0.1054 (2) | 0.71520 (14) | 0.0462 (7) | |
C6 | 0.0847 (3) | 0.1667 (2) | 0.87004 (12) | 0.0393 (6) | |
C34 | 0.2883 (3) | 0.3990 (3) | 0.8868 (2) | 0.0646 (10) | |
C4 | −0.0338 (3) | 0.3192 (2) | 0.85912 (14) | 0.0474 (7) | |
H4 | −0.1038 | 0.3608 | 0.8728 | 0.062* | |
O2 | 0.3692 (3) | 0.4521 (2) | 0.8792 (2) | 0.1073 (12) | |
O3 | 0.3038 (3) | 0.2077 (2) | 0.99631 (14) | 0.0919 (10) | |
C32 | 0.4675 (3) | 0.2694 (3) | 0.74669 (19) | 0.0644 (10) | |
H32 | 0.4148 | 0.2696 | 0.7089 | 0.084* | |
C15 | −0.0860 (4) | −0.0570 (3) | 0.85191 (17) | 0.0610 (9) | |
C30 | 0.6473 (4) | 0.3297 (4) | 0.8006 (3) | 0.0940 (15) | |
H30 | 0.7220 | 0.3718 | 0.8017 | 0.122* | |
O1 | 0.0586 (3) | 0.4493 (3) | 0.99766 (16) | 0.1090 (12) | |
C20 | −0.1687 (5) | 0.0038 (3) | 0.8204 (2) | 0.0838 (13) | |
H20 | −0.1362 | 0.0541 | 0.7916 | 0.109* | |
C14 | 0.1412 (4) | −0.2279 (3) | 0.8424 (2) | 0.0832 (13) | |
H14 | 0.0783 | −0.2333 | 0.8090 | 0.108* | |
C28 | 0.5121 (3) | 0.2105 (3) | 0.84998 (18) | 0.0661 (10) | |
H28 | 0.4923 | 0.1686 | 0.8862 | 0.086* | |
C23 | 0.3410 (4) | 0.0515 (4) | 0.61445 (18) | 0.0832 (13) | |
H23 | 0.4099 | 0.0307 | 0.5870 | 0.108* | |
C16 | −0.1340 (4) | −0.1299 (4) | 0.8918 (2) | 0.0846 (12) | |
H16 | −0.0767 | −0.1752 | 0.9134 | 0.110* | |
C22 | 0.3658 (4) | 0.0757 (3) | 0.67595 (18) | 0.0704 (11) | |
H22 | 0.4516 | 0.0720 | 0.6921 | 0.092* | |
C12 | 0.2976 (6) | −0.3040 (4) | 0.9058 (3) | 0.1051 (16) | |
H12 | 0.3426 | −0.3632 | 0.9194 | 0.137* | |
C24 | 0.2225 (4) | 0.0560 (3) | 0.59094 (17) | 0.0716 (11) | |
H24 | 0.2062 | 0.0374 | 0.5471 | 0.093* | |
C17 | −0.2613 (5) | −0.1383 (5) | 0.9009 (3) | 0.1145 (19) | |
H17 | −0.2944 | −0.1888 | 0.9294 | 0.149* | |
C11 | 0.3237 (6) | −0.2154 (4) | 0.9330 (3) | 0.1120 (19) | |
H11 | 0.3902 | −0.2102 | 0.9646 | 0.146* | |
C13 | 0.2094 (5) | −0.3109 (4) | 0.8598 (3) | 0.1065 (17) | |
H13 | 0.1939 | −0.3742 | 0.8390 | 0.138* | |
C7 | 0.0346 (4) | 0.0511 (3) | 0.96275 (15) | 0.0653 (10) | |
H7A | 0.0593 | 0.1020 | 0.9931 | 0.085* | |
H7B | 0.0544 | −0.0142 | 0.9799 | 0.085* | |
H7C | −0.0556 | 0.0557 | 0.9548 | 0.085* | |
C31 | 0.5720 (4) | 0.3288 (4) | 0.7486 (2) | 0.0834 (13) | |
H31 | 0.5926 | 0.3707 | 0.7125 | 0.108* | |
C29 | 0.6176 (4) | 0.2714 (4) | 0.8511 (2) | 0.0888 (15) | |
H29 | 0.6712 | 0.2725 | 0.8886 | 0.115* | |
C33 | 0.0964 (4) | 0.3977 (3) | 0.96015 (18) | 0.0653 (10) | |
C10 | 0.2559 (5) | −0.1326 (3) | 0.9158 (2) | 0.0876 (14) | |
H10 | 0.2756 | −0.0690 | 0.9354 | 0.114* | |
C18 | −0.3410 (5) | −0.0767 (6) | 0.8702 (4) | 0.125 (3) | |
H18 | −0.4313 | −0.0827 | 0.8774 | 0.162* | |
C19 | −0.2968 (6) | −0.0051 (5) | 0.8288 (3) | 0.119 (2) | |
H19 | −0.3551 | 0.0380 | 0.8061 | 0.154* | |
C3 | 0.0483 (3) | 0.3535 (2) | 0.81309 (14) | 0.0483 (8) | |
H3 | 0.0346 | 0.4176 | 0.7929 | 0.063* | |
C35 | 0.2468 (4) | 0.2495 (3) | 0.95873 (16) | 0.0577 (9) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cr1 | 0.0371 (2) | 0.0421 (2) | 0.0423 (2) | 0.0015 (2) | −0.0030 (2) | −0.0088 (2) |
P1 | 0.0438 (4) | 0.0480 (4) | 0.0405 (4) | 0.0112 (3) | 0.0011 (3) | −0.0023 (3) |
P2 | 0.0664 (6) | 0.0450 (4) | 0.0421 (4) | −0.0007 (4) | −0.0013 (4) | −0.0019 (4) |
C1 | 0.0376 (15) | 0.0421 (15) | 0.0331 (13) | 0.0012 (13) | −0.0025 (11) | −0.0025 (12) |
C25 | 0.069 (2) | 0.064 (2) | 0.051 (2) | 0.0041 (18) | −0.0057 (17) | −0.0020 (16) |
C2 | 0.0442 (16) | 0.0469 (17) | 0.0393 (15) | 0.0028 (14) | 0.0010 (14) | 0.0003 (12) |
C8 | 0.0576 (18) | 0.0445 (15) | 0.0371 (15) | −0.0014 (14) | −0.0002 (15) | −0.0035 (13) |
C26 | 0.0521 (18) | 0.0531 (17) | 0.0427 (16) | 0.0064 (16) | 0.0030 (15) | −0.0043 (14) |
C5 | 0.0356 (15) | 0.0535 (17) | 0.0421 (17) | −0.0052 (13) | 0.0013 (13) | −0.0094 (13) |
C9 | 0.065 (2) | 0.0508 (19) | 0.058 (2) | 0.0013 (18) | 0.0099 (19) | −0.0009 (15) |
C27 | 0.0391 (16) | 0.061 (2) | 0.0501 (17) | 0.0131 (15) | 0.0001 (14) | −0.0101 (15) |
C21 | 0.0530 (19) | 0.0452 (17) | 0.0405 (16) | 0.0036 (14) | 0.0056 (14) | −0.0037 (13) |
C6 | 0.0434 (16) | 0.0427 (16) | 0.0319 (13) | −0.0010 (13) | −0.0057 (13) | −0.0056 (11) |
C34 | 0.053 (2) | 0.056 (2) | 0.086 (3) | −0.0014 (17) | −0.003 (2) | −0.0134 (19) |
C4 | 0.0364 (15) | 0.0546 (18) | 0.0510 (17) | 0.0116 (15) | −0.0071 (13) | −0.0130 (15) |
O2 | 0.0719 (19) | 0.076 (2) | 0.174 (4) | −0.0332 (17) | 0.018 (2) | −0.019 (2) |
O3 | 0.099 (2) | 0.098 (2) | 0.0788 (18) | 0.0108 (19) | −0.0464 (17) | 0.0023 (17) |
C32 | 0.045 (2) | 0.078 (2) | 0.069 (2) | −0.0001 (18) | 0.0003 (17) | 0.0061 (19) |
C15 | 0.067 (2) | 0.061 (2) | 0.056 (2) | −0.0007 (19) | −0.0036 (18) | −0.0199 (17) |
C30 | 0.051 (2) | 0.105 (4) | 0.126 (4) | −0.008 (3) | −0.012 (3) | 0.005 (3) |
O1 | 0.112 (3) | 0.120 (3) | 0.095 (2) | 0.016 (2) | 0.003 (2) | −0.064 (2) |
C20 | 0.083 (3) | 0.076 (3) | 0.092 (3) | 0.019 (2) | −0.019 (3) | −0.031 (2) |
C14 | 0.072 (3) | 0.054 (2) | 0.124 (4) | 0.000 (2) | −0.010 (3) | −0.011 (2) |
C28 | 0.049 (2) | 0.085 (3) | 0.065 (2) | 0.0112 (19) | −0.0091 (17) | −0.005 (2) |
C23 | 0.083 (3) | 0.117 (4) | 0.050 (2) | 0.018 (3) | 0.016 (2) | −0.021 (2) |
C16 | 0.071 (3) | 0.086 (3) | 0.096 (3) | −0.010 (2) | 0.012 (3) | −0.006 (3) |
C22 | 0.056 (2) | 0.096 (3) | 0.059 (2) | 0.018 (2) | 0.0088 (18) | −0.014 (2) |
C12 | 0.111 (4) | 0.068 (3) | 0.136 (5) | 0.032 (3) | −0.005 (4) | 0.012 (3) |
C24 | 0.096 (3) | 0.080 (3) | 0.0380 (18) | 0.004 (2) | 0.002 (2) | −0.0108 (18) |
C17 | 0.078 (3) | 0.124 (4) | 0.141 (5) | −0.028 (3) | 0.023 (4) | −0.032 (4) |
C11 | 0.148 (5) | 0.086 (4) | 0.102 (4) | 0.044 (4) | −0.027 (4) | 0.007 (3) |
C13 | 0.090 (3) | 0.057 (3) | 0.172 (5) | 0.008 (3) | 0.007 (4) | −0.017 (3) |
C7 | 0.100 (3) | 0.059 (2) | 0.0369 (17) | −0.003 (2) | 0.0060 (18) | 0.0014 (15) |
C31 | 0.051 (2) | 0.100 (3) | 0.100 (3) | −0.008 (2) | 0.005 (2) | 0.015 (3) |
C29 | 0.052 (2) | 0.119 (4) | 0.095 (3) | 0.000 (2) | −0.026 (2) | −0.012 (3) |
C33 | 0.066 (2) | 0.072 (2) | 0.058 (2) | 0.006 (2) | −0.0049 (19) | −0.0311 (19) |
C10 | 0.121 (4) | 0.067 (3) | 0.074 (3) | 0.028 (3) | −0.020 (3) | −0.009 (2) |
C18 | 0.061 (3) | 0.152 (6) | 0.161 (6) | −0.004 (4) | 0.003 (4) | −0.084 (5) |
C19 | 0.085 (4) | 0.110 (4) | 0.162 (6) | 0.035 (3) | −0.040 (4) | −0.069 (4) |
C3 | 0.0536 (19) | 0.0444 (17) | 0.0469 (17) | 0.0082 (15) | −0.0062 (15) | 0.0026 (13) |
C35 | 0.062 (2) | 0.062 (2) | 0.050 (2) | −0.0039 (18) | −0.0149 (18) | −0.0099 (16) |
Cr1—C35 | 1.832 (4) | C32—C31 | 1.376 (5) |
Cr1—C33 | 1.847 (3) | C32—H32 | 0.9800 |
Cr1—C34 | 1.849 (4) | C15—C20 | 1.381 (6) |
Cr1—C4 | 2.186 (3) | C15—C16 | 1.399 (6) |
Cr1—C2 | 2.190 (3) | C30—C31 | 1.366 (6) |
Cr1—C3 | 2.210 (3) | C30—C29 | 1.371 (7) |
Cr1—C5 | 2.209 (3) | C30—H30 | 0.9800 |
Cr1—C1 | 2.214 (3) | O1—C33 | 1.135 (4) |
Cr1—C6 | 2.213 (3) | C20—C19 | 1.384 (8) |
P1—C27 | 1.828 (4) | C20—H20 | 0.9800 |
P1—C21 | 1.834 (3) | C14—C13 | 1.389 (7) |
P1—C1 | 1.854 (3) | C14—H14 | 0.9800 |
P2—C15 | 1.822 (4) | C28—C29 | 1.397 (6) |
P2—C9 | 1.825 (4) | C28—H28 | 0.9800 |
P2—C8 | 1.878 (3) | C23—C24 | 1.362 (6) |
C1—C2 | 1.405 (4) | C23—C22 | 1.373 (5) |
C1—C6 | 1.434 (4) | C23—H23 | 0.9800 |
C25—C24 | 1.369 (5) | C16—C17 | 1.377 (6) |
C25—C26 | 1.379 (5) | C16—H16 | 0.9800 |
C25—H25 | 0.9800 | C22—H22 | 0.9800 |
C2—C3 | 1.406 (4) | C12—C13 | 1.360 (7) |
C2—H2 | 0.9800 | C12—C11 | 1.362 (7) |
C8—C6 | 1.526 (4) | C12—H12 | 0.9800 |
C8—C7 | 1.532 (4) | C24—H24 | 0.9800 |
C8—H8 | 0.9800 | C17—C18 | 1.359 (9) |
C26—C21 | 1.374 (5) | C17—H17 | 0.9800 |
C26—H26 | 0.9800 | C11—C10 | 1.383 (6) |
C5—C6 | 1.392 (4) | C11—H11 | 0.9800 |
C5—C4 | 1.402 (4) | C13—H13 | 0.9800 |
C5—H5 | 0.9800 | C7—H7A | 0.9801 |
C9—C14 | 1.386 (5) | C7—H7B | 0.9801 |
C9—C10 | 1.387 (6) | C7—H7C | 0.9801 |
C27—C32 | 1.386 (5) | C31—H31 | 0.9800 |
C27—C28 | 1.395 (5) | C29—H29 | 0.9800 |
C21—C22 | 1.390 (5) | C10—H10 | 0.9800 |
C34—O2 | 1.136 (4) | C18—C19 | 1.392 (9) |
C4—C3 | 1.394 (4) | C18—H18 | 0.9800 |
C4—H4 | 0.9800 | C19—H19 | 0.9800 |
O3—C35 | 1.153 (4) | C3—H3 | 0.9800 |
C35—Cr1—C33 | 88.68 (17) | C1—C6—C8 | 119.5 (3) |
C35—Cr1—C34 | 88.86 (17) | C5—C6—Cr1 | 71.50 (16) |
C33—Cr1—C34 | 88.32 (17) | C1—C6—Cr1 | 71.12 (15) |
C35—Cr1—C4 | 140.98 (15) | C8—C6—Cr1 | 129.18 (19) |
C33—Cr1—C4 | 86.34 (14) | O2—C34—Cr1 | 179.2 (4) |
C34—Cr1—C4 | 129.57 (16) | C3—C4—C5 | 120.6 (3) |
C35—Cr1—C2 | 130.44 (14) | C3—C4—Cr1 | 72.47 (18) |
C33—Cr1—C2 | 140.52 (15) | C5—C4—Cr1 | 72.31 (17) |
C34—Cr1—C2 | 87.56 (15) | C3—C4—H4 | 119.7 |
C4—Cr1—C2 | 66.81 (11) | C5—C4—H4 | 119.7 |
C35—Cr1—C3 | 165.03 (13) | Cr1—C4—H4 | 127.6 |
C33—Cr1—C3 | 104.87 (15) | C31—C32—C27 | 121.4 (4) |
C34—Cr1—C3 | 97.71 (16) | C31—C32—H32 | 119.3 |
C4—Cr1—C3 | 36.97 (12) | C27—C32—H32 | 119.3 |
C2—Cr1—C3 | 37.27 (11) | C20—C15—C16 | 118.8 (4) |
C35—Cr1—C5 | 105.78 (14) | C20—C15—P2 | 115.6 (3) |
C33—Cr1—C5 | 97.68 (15) | C16—C15—P2 | 125.6 (3) |
C34—Cr1—C5 | 164.22 (15) | C31—C30—C29 | 119.5 (4) |
C4—Cr1—C5 | 37.21 (12) | C31—C30—H30 | 120.3 |
C2—Cr1—C5 | 78.52 (11) | C29—C30—H30 | 120.3 |
C3—Cr1—C5 | 66.67 (12) | C15—C20—C19 | 121.1 (5) |
C35—Cr1—C1 | 97.88 (13) | C15—C20—H20 | 119.4 |
C33—Cr1—C1 | 164.28 (15) | C19—C20—H20 | 119.4 |
C34—Cr1—C1 | 106.00 (14) | C9—C14—C13 | 121.1 (5) |
C4—Cr1—C1 | 79.55 (11) | C9—C14—H14 | 119.5 |
C2—Cr1—C1 | 37.20 (10) | C13—C14—H14 | 119.5 |
C3—Cr1—C1 | 67.41 (11) | C27—C28—C29 | 119.6 (4) |
C5—Cr1—C1 | 66.83 (10) | C27—C28—H28 | 120.2 |
C35—Cr1—C6 | 86.87 (13) | C29—C28—H28 | 120.2 |
C33—Cr1—C6 | 129.24 (15) | C24—C23—C22 | 121.2 (4) |
C34—Cr1—C6 | 142.02 (14) | C24—C23—H23 | 119.4 |
C4—Cr1—C6 | 67.20 (11) | C22—C23—H23 | 119.4 |
C2—Cr1—C6 | 67.37 (11) | C17—C16—C15 | 120.3 (5) |
C3—Cr1—C6 | 79.66 (11) | C17—C16—H16 | 119.9 |
C5—Cr1—C6 | 36.70 (10) | C15—C16—H16 | 119.9 |
C1—Cr1—C6 | 37.80 (10) | C23—C22—C21 | 119.8 (4) |
C27—P1—C21 | 102.60 (15) | C23—C22—H22 | 120.1 |
C27—P1—C1 | 102.77 (13) | C21—C22—H22 | 120.1 |
C21—P1—C1 | 100.63 (13) | C13—C12—C11 | 120.4 (5) |
C15—P2—C9 | 104.50 (18) | C13—C12—H12 | 119.8 |
C15—P2—C8 | 100.55 (15) | C11—C12—H12 | 119.8 |
C9—P2—C8 | 102.99 (15) | C23—C24—C25 | 119.7 (3) |
C2—C1—C6 | 118.7 (3) | C23—C24—H24 | 120.1 |
C2—C1—P1 | 121.3 (2) | C25—C24—H24 | 120.1 |
C6—C1—P1 | 120.0 (2) | C18—C17—C16 | 120.0 (6) |
C2—C1—Cr1 | 70.49 (16) | C18—C17—H17 | 120.0 |
C6—C1—Cr1 | 71.08 (15) | C16—C17—H17 | 120.0 |
P1—C1—Cr1 | 131.08 (14) | C12—C11—C10 | 119.7 (5) |
C24—C25—C26 | 119.6 (4) | C12—C11—H11 | 120.1 |
C24—C25—H25 | 120.2 | C10—C11—H11 | 120.1 |
C26—C25—H25 | 120.2 | C12—C13—C14 | 119.9 (5) |
C1—C2—C3 | 121.7 (3) | C12—C13—H13 | 120.0 |
C1—C2—Cr1 | 72.31 (16) | C14—C13—H13 | 120.0 |
C3—C2—Cr1 | 72.14 (17) | C8—C7—H7A | 109.5 |
C1—C2—H2 | 119.1 | C8—C7—H7B | 109.5 |
C3—C2—H2 | 119.1 | H7A—C7—H7B | 109.5 |
Cr1—C2—H2 | 128.8 | C8—C7—H7C | 109.5 |
C6—C8—C7 | 114.6 (3) | H7A—C7—H7C | 109.5 |
C6—C8—P2 | 107.39 (19) | H7B—C7—H7C | 109.5 |
C7—C8—P2 | 115.2 (2) | C30—C31—C32 | 120.5 (4) |
C6—C8—H8 | 106.3 | C30—C31—H31 | 119.8 |
C7—C8—H8 | 106.3 | C32—C31—H31 | 119.8 |
P2—C8—H8 | 106.3 | C30—C29—C28 | 120.9 (4) |
C21—C26—C25 | 121.3 (3) | C30—C29—H29 | 119.5 |
C21—C26—H26 | 119.3 | C28—C29—H29 | 119.5 |
C25—C26—H26 | 119.3 | O1—C33—Cr1 | 179.0 (4) |
C6—C5—C4 | 121.2 (3) | C11—C10—C9 | 121.5 (4) |
C6—C5—Cr1 | 71.80 (16) | C11—C10—H10 | 119.3 |
C4—C5—Cr1 | 70.47 (17) | C9—C10—H10 | 119.3 |
C6—C5—H5 | 119.4 | C17—C18—C19 | 121.3 (6) |
C4—C5—H5 | 119.4 | C17—C18—H18 | 119.3 |
Cr1—C5—H5 | 131.2 | C19—C18—H18 | 119.3 |
C14—C9—C10 | 117.2 (4) | C20—C19—C18 | 118.5 (6) |
C14—C9—P2 | 117.7 (3) | C20—C19—H19 | 120.8 |
C10—C9—P2 | 124.3 (3) | C18—C19—H19 | 120.8 |
C32—C27—C28 | 118.1 (3) | C4—C3—C2 | 118.7 (3) |
C32—C27—P1 | 125.9 (3) | C4—C3—Cr1 | 70.57 (17) |
C28—C27—P1 | 115.9 (3) | C2—C3—Cr1 | 70.60 (17) |
C26—C21—C22 | 118.4 (3) | C4—C3—H3 | 120.6 |
C26—C21—P1 | 123.7 (2) | C2—C3—H3 | 120.6 |
C22—C21—P1 | 117.6 (3) | Cr1—C3—H3 | 130.7 |
C5—C6—C1 | 119.0 (3) | O3—C35—Cr1 | 178.9 (3) |
C5—C6—C8 | 121.5 (3) | ||
C27—P1—C1—C2 | 45.1 (3) | C1—P1—C27—C32 | −85.6 (3) |
C21—P1—C1—C2 | −60.6 (3) | C21—P1—C27—C28 | −157.7 (3) |
C27—P1—C1—C6 | −135.9 (2) | C1—P1—C27—C28 | 98.1 (3) |
C21—P1—C1—C6 | 118.4 (2) | C25—C26—C21—C22 | 0.6 (5) |
C27—P1—C1—Cr1 | −45.5 (2) | C25—C26—C21—P1 | −172.7 (3) |
C21—P1—C1—Cr1 | −151.21 (19) | C27—P1—C21—C26 | −131.8 (3) |
C35—Cr1—C1—C2 | −154.3 (2) | C1—P1—C21—C26 | −26.0 (3) |
C33—Cr1—C1—C2 | 91.8 (6) | C27—P1—C21—C22 | 54.9 (3) |
C34—Cr1—C1—C2 | −63.2 (2) | C1—P1—C21—C22 | 160.7 (3) |
C4—Cr1—C1—C2 | 65.20 (19) | C4—C5—C6—C1 | −2.4 (4) |
C5—Cr1—C1—C2 | 101.88 (19) | Cr1—C5—C6—C1 | −54.8 (2) |
C3—Cr1—C1—C2 | 28.65 (18) | C4—C5—C6—C8 | 177.6 (3) |
C6—Cr1—C1—C2 | 131.3 (2) | Cr1—C5—C6—C8 | 125.2 (3) |
C35—Cr1—C1—C6 | 74.4 (2) | C4—C5—C6—Cr1 | 52.4 (2) |
C33—Cr1—C1—C6 | −39.5 (6) | C2—C1—C6—C5 | 1.2 (4) |
C34—Cr1—C1—C6 | 165.51 (19) | P1—C1—C6—C5 | −177.8 (2) |
C4—Cr1—C1—C6 | −66.10 (17) | Cr1—C1—C6—C5 | 55.0 (2) |
C2—Cr1—C1—C6 | −131.3 (2) | C2—C1—C6—C8 | −178.8 (2) |
C5—Cr1—C1—C6 | −29.42 (16) | P1—C1—C6—C8 | 2.2 (3) |
C3—Cr1—C1—C6 | −102.66 (18) | Cr1—C1—C6—C8 | −125.0 (2) |
C35—Cr1—C1—P1 | −39.3 (2) | C2—C1—C6—Cr1 | −53.8 (2) |
C33—Cr1—C1—P1 | −153.3 (5) | P1—C1—C6—Cr1 | 127.17 (19) |
C34—Cr1—C1—P1 | 51.8 (2) | C7—C8—C6—C5 | −17.9 (4) |
C4—Cr1—C1—P1 | −179.8 (2) | P2—C8—C6—C5 | 111.5 (3) |
C2—Cr1—C1—P1 | 115.0 (3) | C7—C8—C6—C1 | 162.1 (3) |
C5—Cr1—C1—P1 | −143.2 (2) | P2—C8—C6—C1 | −68.5 (3) |
C3—Cr1—C1—P1 | 143.6 (2) | C7—C8—C6—Cr1 | 73.2 (4) |
C6—Cr1—C1—P1 | −113.7 (3) | P2—C8—C6—Cr1 | −157.43 (17) |
C6—C1—C2—C3 | −0.8 (4) | C6—C5—C4—C3 | 3.2 (4) |
P1—C1—C2—C3 | 178.2 (2) | Cr1—C5—C4—C3 | 56.2 (3) |
Cr1—C1—C2—C3 | −54.9 (3) | C6—C5—C4—Cr1 | −53.0 (2) |
C6—C1—C2—Cr1 | 54.1 (2) | C28—C27—C32—C31 | −0.3 (5) |
P1—C1—C2—Cr1 | −126.90 (19) | P1—C27—C32—C31 | −176.4 (3) |
C35—Cr1—C2—C1 | 34.4 (3) | C9—P2—C15—C20 | −167.4 (3) |
C33—Cr1—C2—C1 | −154.8 (2) | C8—P2—C15—C20 | 86.0 (3) |
C34—Cr1—C2—C1 | 120.8 (2) | C9—P2—C15—C16 | 15.0 (4) |
C4—Cr1—C2—C1 | −103.8 (2) | C8—P2—C15—C16 | −91.5 (4) |
C5—Cr1—C2—C1 | −66.63 (18) | C16—C15—C20—C19 | 1.4 (6) |
C3—Cr1—C2—C1 | −133.0 (3) | P2—C15—C20—C19 | −176.3 (4) |
C6—Cr1—C2—C1 | −29.92 (16) | C10—C9—C14—C13 | 3.7 (7) |
C35—Cr1—C2—C3 | 167.4 (2) | P2—C9—C14—C13 | 173.4 (4) |
C33—Cr1—C2—C3 | −21.8 (3) | C32—C27—C28—C29 | 0.4 (5) |
C34—Cr1—C2—C3 | −106.1 (2) | P1—C27—C28—C29 | 176.9 (3) |
C4—Cr1—C2—C3 | 29.25 (19) | C20—C15—C16—C17 | −2.1 (7) |
C5—Cr1—C2—C3 | 66.40 (19) | P2—C15—C16—C17 | 175.3 (4) |
C6—Cr1—C2—C3 | 103.1 (2) | C24—C23—C22—C21 | −0.1 (7) |
C1—Cr1—C2—C3 | 133.0 (3) | C26—C21—C22—C23 | −0.7 (6) |
C15—P2—C8—C6 | −92.3 (2) | P1—C21—C22—C23 | 172.9 (4) |
C9—P2—C8—C6 | 160.0 (2) | C22—C23—C24—C25 | 1.0 (7) |
C15—P2—C8—C7 | 36.7 (3) | C26—C25—C24—C23 | −1.2 (6) |
C9—P2—C8—C7 | −71.0 (3) | C15—C16—C17—C18 | 1.0 (8) |
C24—C25—C26—C21 | 0.4 (6) | C13—C12—C11—C10 | 3.0 (9) |
C35—Cr1—C5—C6 | −61.7 (2) | C11—C12—C13—C14 | −3.0 (9) |
C33—Cr1—C5—C6 | −152.5 (2) | C9—C14—C13—C12 | −0.5 (8) |
C34—Cr1—C5—C6 | 95.9 (5) | C29—C30—C31—C32 | −0.4 (7) |
C4—Cr1—C5—C6 | 134.0 (3) | C27—C32—C31—C30 | 0.2 (7) |
C2—Cr1—C5—C6 | 67.38 (17) | C31—C30—C29—C28 | 0.6 (8) |
C3—Cr1—C5—C6 | 104.55 (19) | C27—C28—C29—C30 | −0.6 (6) |
C1—Cr1—C5—C6 | 30.25 (16) | C12—C11—C10—C9 | 0.4 (9) |
C35—Cr1—C5—C4 | 164.31 (19) | C14—C9—C10—C11 | −3.6 (7) |
C33—Cr1—C5—C4 | 73.5 (2) | P2—C9—C10—C11 | −172.5 (4) |
C34—Cr1—C5—C4 | −38.1 (5) | C16—C17—C18—C19 | 0.8 (9) |
C2—Cr1—C5—C4 | −66.61 (18) | C15—C20—C19—C18 | 0.3 (8) |
C3—Cr1—C5—C4 | −29.43 (17) | C17—C18—C19—C20 | −1.5 (9) |
C6—Cr1—C5—C4 | −134.0 (3) | C5—C4—C3—C2 | −2.7 (4) |
C1—Cr1—C5—C4 | −103.74 (18) | Cr1—C4—C3—C2 | 53.5 (3) |
C15—P2—C9—C14 | 64.3 (4) | C5—C4—C3—Cr1 | −56.2 (2) |
C8—P2—C9—C14 | 169.0 (3) | C1—C2—C3—C4 | 1.5 (4) |
C15—P2—C9—C10 | −126.8 (4) | Cr1—C2—C3—C4 | −53.5 (3) |
C8—P2—C9—C10 | −22.1 (4) | C1—C2—C3—Cr1 | 54.9 (3) |
C21—P1—C27—C32 | 18.5 (3) |
[CrRh(C7H8)(C32H28P2)(CO)3]·BF4·0.75CH4O | Dx = 1.546 Mg m−3 |
Mr = 916.40 | Mo Kα radiation, λ = 0.71073 Å |
Tetragonal, P43212 | Cell parameters from 8096 reflections |
Hall symbol: P 4nw 2abw | θ = 1.5–25.0° |
a = 14.3886 (6) Å | µ = 0.84 mm−1 |
c = 76.056 (4) Å | T = 110 K |
V = 15746.0 (13) Å3 | Fragment, red |
Z = 16 | 0.16 × 0.10 × 0.10 mm |
F(000) = 7448 |
Bruker SMART APEX CCD diffractometer | 13552 independent reflections |
Radiation source: fine-focus sealed tube | 9225 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.105 |
Detector resolution: 0 pixels mm-1 | θmax = 25.0°, θmin = 1.5° |
ϕ and ω scans | h = −17→16 |
Absorption correction: multi-scan (SADABS; Sheldrick; 1996) | k = −16→17 |
Tmin = 0.878, Tmax = 0.921 | l = −85→70 |
72654 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)] = 0.071 | H-atom parameters constrained |
wR(F2) = 0.174 | Calculated w = 1/[σ2(Fo2) + (0.0804P)2 + 29.8752P] where P = (Fo2 + 2Fc2)/3 |
S = 1.02 | (Δ/σ)max = 0.001 |
13552 reflections | Δρmax = 1.77 e Å−3 |
983 parameters | Δρmin = −0.90 e Å−3 |
9 restraints | Absolute structure: Flack (1983), 5780 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: −0.01 (4) |
[CrRh(C7H8)(C32H28P2)(CO)3]·BF4·0.75CH4O | Z = 16 |
Mr = 916.40 | Mo Kα radiation |
Tetragonal, P43212 | µ = 0.84 mm−1 |
a = 14.3886 (6) Å | T = 110 K |
c = 76.056 (4) Å | 0.16 × 0.10 × 0.10 mm |
V = 15746.0 (13) Å3 |
Bruker SMART APEX CCD diffractometer | 13552 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick; 1996) | 9225 reflections with I > 2σ(I) |
Tmin = 0.878, Tmax = 0.921 | Rint = 0.105 |
72654 measured reflections |
R[F2 > 2σ(F2)] = 0.071 | H-atom parameters constrained |
wR(F2) = 0.174 | Δρmax = 1.77 e Å−3 |
S = 1.02 | Δρmin = −0.90 e Å−3 |
13552 reflections | Absolute structure: Flack (1983), 5780 Friedel pairs |
983 parameters | Absolute structure parameter: −0.01 (4) |
9 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 | Occ. (<1) | |
Rh1 | 0.22302 (6) | 0.77146 (6) | −0.011497 (10) | 0.0312 (2) | |
Cr1 | 0.51228 (12) | 0.76647 (12) | 0.03666 (2) | 0.0329 (4) | |
P1 | 0.2699 (2) | 0.76309 (18) | 0.01705 (4) | 0.0320 (7) | |
P2 | 0.3574 (2) | 0.84285 (19) | −0.01953 (3) | 0.0301 (7) | |
O1 | 0.4793 (5) | 0.9689 (5) | 0.04294 (10) | 0.0438 (19) | |
O2 | 0.6970 (6) | 0.7915 (6) | 0.05386 (10) | 0.053 (2) | |
O3 | 0.4427 (5) | 0.7224 (6) | 0.07218 (10) | 0.048 (2) | |
C1 | 0.3953 (8) | 0.7375 (7) | 0.01877 (13) | 0.035 (3) | |
C2 | 0.4911 (7) | 0.8895 (8) | 0.04061 (13) | 0.033 (3) | |
C3 | 0.6271 (8) | 0.7826 (8) | 0.04724 (13) | 0.038 (3) | |
C4 | 0.4691 (7) | 0.7387 (8) | 0.05834 (15) | 0.035 (3) | |
C5 | 0.4614 (8) | 0.7890 (7) | 0.00914 (14) | 0.035 (3) | |
C6 | 0.5543 (8) | 0.7590 (8) | 0.00845 (14) | 0.043 (3) | |
H6 | 0.5981 | 0.7931 | 0.0022 | 0.051* | |
C7 | 0.5812 (9) | 0.6766 (9) | 0.01733 (13) | 0.051 (4) | |
H7 | 0.6435 | 0.6592 | 0.0172 | 0.062* | |
C8 | 0.5162 (9) | 0.6197 (8) | 0.02642 (15) | 0.047 (3) | |
H8 | 0.5331 | 0.5632 | 0.0314 | 0.056* | |
C9 | 0.4276 (8) | 0.6529 (7) | 0.02732 (13) | 0.037 (3) | |
H9 | 0.3847 | 0.6192 | 0.0339 | 0.045* | |
C10 | 0.4325 (7) | 0.8756 (6) | −0.00077 (13) | 0.028 (2) | |
H10 | 0.3930 | 0.9110 | 0.0073 | 0.034* | |
C11 | 0.4293 (8) | 0.7777 (7) | −0.03467 (13) | 0.037 (3) | |
C12 | 0.4081 (7) | 0.6844 (7) | −0.03731 (14) | 0.038 (3) | |
H12 | 0.3630 | 0.6555 | −0.0305 | 0.046* | |
C13 | 0.4557 (9) | 0.6340 (8) | −0.05045 (14) | 0.049 (4) | |
H13 | 0.4408 | 0.5721 | −0.0526 | 0.058* | |
C14 | 0.5244 (9) | 0.6772 (10) | −0.06001 (15) | 0.050 (3) | |
H14 | 0.5565 | 0.6439 | −0.0685 | 0.060* | |
C15 | 0.5462 (8) | 0.7685 (9) | −0.05715 (14) | 0.045 (3) | |
H15 | 0.5931 | 0.7969 | −0.0636 | 0.054* | |
C16 | 0.4973 (7) | 0.8190 (7) | −0.04439 (13) | 0.035 (3) | |
H16 | 0.5113 | 0.8813 | −0.0425 | 0.042* | |
C17 | 0.3307 (7) | 0.9495 (7) | −0.03106 (13) | 0.028 (2) | |
C18 | 0.3075 (7) | 1.0289 (8) | −0.02219 (15) | 0.038 (3) | |
H18 | 0.3119 | 1.0310 | −0.0100 | 0.046* | |
C19 | 0.2767 (8) | 1.1073 (8) | −0.03162 (19) | 0.052 (3) | |
H19 | 0.2605 | 1.1608 | −0.0255 | 0.062* | |
C20 | 0.2702 (7) | 1.1068 (8) | −0.04960 (17) | 0.044 (3) | |
H20 | 0.2517 | 1.1595 | −0.0558 | 0.053* | |
C21 | 0.2915 (7) | 1.0271 (8) | −0.05805 (16) | 0.044 (3) | |
H21 | 0.2861 | 1.0249 | −0.0702 | 0.053* | |
C22 | 0.3204 (8) | 0.9501 (7) | −0.04937 (14) | 0.038 (3) | |
H22 | 0.3338 | 0.8965 | −0.0557 | 0.046* | |
C23 | 0.5147 (7) | 0.9412 (7) | −0.00569 (13) | 0.039 (3) | |
H23A | 0.5490 | 0.9568 | 0.0047 | 0.059* | |
H23B | 0.4908 | 0.9969 | −0.0110 | 0.059* | |
H23C | 0.5551 | 0.9103 | −0.0139 | 0.059* | |
C24 | 0.2085 (7) | 0.6714 (7) | 0.02848 (13) | 0.031 (3) | |
C25 | 0.1374 (7) | 0.6911 (7) | 0.04038 (13) | 0.035 (3) | |
H25 | 0.1247 | 0.7526 | 0.0433 | 0.042* | |
C26 | 0.0857 (7) | 0.6213 (8) | 0.04794 (14) | 0.037 (3) | |
H26 | 0.0372 | 0.6352 | 0.0556 | 0.045* | |
C27 | 0.1075 (8) | 0.5295 (8) | 0.04391 (14) | 0.038 (3) | |
H27 | 0.0756 | 0.4819 | 0.0496 | 0.046* | |
C28 | 0.1740 (8) | 0.5073 (8) | 0.03192 (14) | 0.042 (3) | |
H28 | 0.1867 | 0.4458 | 0.0291 | 0.050* | |
C29 | 0.2212 (8) | 0.5784 (7) | 0.02427 (13) | 0.036 (3) | |
H29 | 0.2647 | 0.5638 | 0.0157 | 0.043* | |
C30 | 0.2513 (6) | 0.8678 (6) | 0.02980 (12) | 0.024 (2) | |
C31 | 0.2152 (7) | 0.9449 (6) | 0.02187 (13) | 0.029 (2) | |
H31 | 0.1981 | 0.9424 | 0.0101 | 0.035* | |
C32 | 0.2040 (8) | 1.0251 (7) | 0.03103 (14) | 0.038 (3) | |
H32 | 0.1805 | 1.0776 | 0.0254 | 0.045* | |
C33 | 0.2273 (8) | 1.0294 (7) | 0.04867 (16) | 0.046 (3) | |
H33 | 0.2194 | 1.0843 | 0.0549 | 0.055* | |
C34 | 0.2622 (8) | 0.9519 (8) | 0.05686 (15) | 0.041 (3) | |
H34 | 0.2787 | 0.9549 | 0.0687 | 0.050* | |
C35 | 0.2728 (7) | 0.8709 (7) | 0.04798 (13) | 0.032 (3) | |
H35 | 0.2940 | 0.8180 | 0.0537 | 0.039* | |
C36 | 0.1088 (8) | 0.6688 (7) | −0.01081 (14) | 0.043 (3) | |
H36 | 0.1344 | 0.6264 | −0.0030 | 0.051* | |
C37 | 0.0715 (7) | 0.7562 (7) | −0.00705 (13) | 0.036 (3) | |
H37 | 0.0671 | 0.7827 | 0.0041 | 0.043* | |
C38 | 0.0398 (7) | 0.8003 (8) | −0.02382 (14) | 0.041 (3) | |
H38 | −0.0041 | 0.8522 | −0.0231 | 0.049* | |
C39 | 0.1321 (7) | 0.8158 (8) | −0.03350 (14) | 0.038 (3) | |
H39 | 0.1593 | 0.8730 | −0.0359 | 0.046* | |
C40 | 0.1674 (8) | 0.7306 (8) | −0.03790 (13) | 0.043 (3) | |
H40 | 0.2227 | 0.7188 | −0.0438 | 0.052* | |
C41 | 0.0976 (8) | 0.6583 (8) | −0.03116 (13) | 0.041 (3) | |
H41 | 0.1008 | 0.5956 | −0.0361 | 0.049* | |
C42 | 0.0097 (9) | 0.7123 (8) | −0.03376 (15) | 0.049 (3) | |
H42A | −0.0435 | 0.6823 | −0.0283 | 0.058* | |
H42B | −0.0031 | 0.7244 | −0.0461 | 0.058* | |
Rh2 | 0.42814 (5) | 0.49305 (6) | 0.123562 (10) | 0.02484 (19) | |
Cr2 | 0.06623 (11) | 0.46824 (11) | 0.15045 (2) | 0.0277 (4) | |
P3 | 0.33396 (17) | 0.45689 (17) | 0.14681 (3) | 0.0230 (6) | |
P4 | 0.30543 (18) | 0.50008 (19) | 0.10521 (3) | 0.0271 (6) | |
O4 | 0.0519 (5) | 0.3640 (6) | 0.18448 (9) | 0.048 (2) | |
O5 | 0.0615 (5) | 0.2764 (5) | 0.13521 (9) | 0.0427 (19) | |
O6 | −0.1422 (5) | 0.4641 (6) | 0.15098 (10) | 0.049 (2) | |
C43 | 0.2170 (6) | 0.5060 (6) | 0.14572 (12) | 0.023 (2) | |
C44 | 0.0594 (7) | 0.4082 (8) | 0.17194 (15) | 0.039 (3) | |
C45 | 0.0635 (7) | 0.3524 (7) | 0.14077 (13) | 0.030 (3) | |
C46 | −0.0627 (8) | 0.4673 (8) | 0.15027 (14) | 0.039 (3) | |
C47 | 0.1637 (6) | 0.5064 (7) | 0.12944 (12) | 0.024 (2) | |
C48 | 0.0854 (7) | 0.5624 (7) | 0.12775 (13) | 0.033 (3) | |
H48 | 0.0538 | 0.5645 | 0.1171 | 0.040* | |
C49 | 0.0528 (7) | 0.6169 (7) | 0.14231 (15) | 0.035 (3) | |
H49 | 0.0005 | 0.6543 | 0.1412 | 0.042* | |
C50 | 0.1003 (7) | 0.6128 (7) | 0.15798 (15) | 0.037 (3) | |
H50 | 0.0781 | 0.6468 | 0.1675 | 0.045* | |
C51 | 0.1816 (7) | 0.5588 (7) | 0.16022 (14) | 0.030 (3) | |
H51 | 0.2119 | 0.5575 | 0.1710 | 0.036* | |
C52 | 0.1957 (6) | 0.4480 (7) | 0.11375 (13) | 0.029 (2) | |
H52 | 0.2127 | 0.3871 | 0.1185 | 0.035* | |
C53 | 0.2740 (7) | 0.6195 (6) | 0.10023 (12) | 0.025 (2) | |
C54 | 0.2120 (7) | 0.6455 (7) | 0.08720 (13) | 0.033 (3) | |
H54 | 0.1874 | 0.6014 | 0.0796 | 0.040* | |
C55 | 0.1874 (7) | 0.7379 (7) | 0.08569 (12) | 0.034 (3) | |
H55 | 0.1433 | 0.7549 | 0.0774 | 0.041* | |
C56 | 0.2265 (7) | 0.8060 (7) | 0.09628 (13) | 0.033 (3) | |
H56 | 0.2108 | 0.8682 | 0.0948 | 0.040* | |
C57 | 0.2897 (7) | 0.7797 (8) | 0.10918 (13) | 0.034 (3) | |
H57 | 0.3157 | 0.8243 | 0.1166 | 0.040* | |
C58 | 0.3137 (6) | 0.6883 (7) | 0.11102 (13) | 0.028 (2) | |
H58 | 0.3568 | 0.6713 | 0.1195 | 0.034* | |
C59 | 0.3280 (6) | 0.4360 (7) | 0.08522 (13) | 0.027 (2) | |
C60 | 0.3441 (6) | 0.4759 (7) | 0.06964 (12) | 0.027 (2) | |
H60 | 0.3388 | 0.5400 | 0.0685 | 0.032* | |
C61 | 0.3688 (7) | 0.4225 (9) | 0.05491 (14) | 0.044 (3) | |
H61 | 0.3784 | 0.4514 | 0.0441 | 0.053* | |
C62 | 0.3789 (8) | 0.3274 (8) | 0.05633 (15) | 0.043 (3) | |
H62 | 0.3969 | 0.2916 | 0.0467 | 0.052* | |
C63 | 0.3615 (7) | 0.2872 (8) | 0.07252 (15) | 0.044 (3) | |
H63 | 0.3683 | 0.2233 | 0.0738 | 0.053* | |
C64 | 0.3343 (7) | 0.3398 (8) | 0.08681 (13) | 0.035 (3) | |
H64 | 0.3201 | 0.3111 | 0.0974 | 0.042* | |
C65 | 0.1205 (6) | 0.4300 (8) | 0.10033 (12) | 0.033 (3) | |
H65A | 0.0660 | 0.4069 | 0.1061 | 0.050* | |
H65B | 0.1419 | 0.3849 | 0.0920 | 0.050* | |
H65C | 0.1058 | 0.4869 | 0.0943 | 0.050* | |
C66 | 0.3229 (6) | 0.3339 (7) | 0.14996 (12) | 0.023 (2) | |
C67 | 0.2667 (7) | 0.2948 (6) | 0.16357 (13) | 0.027 (2) | |
H67 | 0.2319 | 0.3337 | 0.1708 | 0.033* | |
C68 | 0.2635 (7) | 0.2004 (7) | 0.16607 (13) | 0.033 (3) | |
H68 | 0.2270 | 0.1758 | 0.1750 | 0.040* | |
C69 | 0.3148 (8) | 0.1407 (7) | 0.15523 (14) | 0.037 (3) | |
H69 | 0.3129 | 0.0769 | 0.1571 | 0.045* | |
C70 | 0.3683 (7) | 0.1767 (8) | 0.14175 (15) | 0.040 (3) | |
H70 | 0.4012 | 0.1371 | 0.1344 | 0.048* | |
C71 | 0.3727 (6) | 0.2717 (8) | 0.13931 (13) | 0.031 (3) | |
H71 | 0.4098 | 0.2952 | 0.1303 | 0.037* | |
C72 | 0.3833 (6) | 0.5012 (7) | 0.16723 (11) | 0.019 (2) | |
C73 | 0.3902 (7) | 0.5979 (7) | 0.16946 (13) | 0.030 (2) | |
H73 | 0.3620 | 0.6382 | 0.1615 | 0.036* | |
C74 | 0.4390 (8) | 0.6320 (7) | 0.18349 (13) | 0.036 (3) | |
H74 | 0.4417 | 0.6959 | 0.1852 | 0.043* | |
C75 | 0.4835 (7) | 0.5748 (8) | 0.19489 (13) | 0.038 (3) | |
H75 | 0.5170 | 0.6004 | 0.2042 | 0.045* | |
C76 | 0.4803 (7) | 0.4804 (7) | 0.19304 (12) | 0.035 (3) | |
H76 | 0.5114 | 0.4418 | 0.2009 | 0.041* | |
C77 | 0.4281 (7) | 0.4421 (7) | 0.17870 (12) | 0.028 (2) | |
H77 | 0.4245 | 0.3781 | 0.1772 | 0.033* | |
C78 | 0.5664 (6) | 0.4583 (7) | 0.13535 (13) | 0.028 (2) | |
H78 | 0.5507 | 0.4120 | 0.1433 | 0.033* | |
C79 | 0.5507 (6) | 0.5506 (7) | 0.13715 (12) | 0.027 (2) | |
H79 | 0.5208 | 0.5801 | 0.1464 | 0.032* | |
C80 | 0.5930 (7) | 0.5975 (7) | 0.12052 (13) | 0.028 (2) | |
H80 | 0.6061 | 0.6643 | 0.1212 | 0.034* | |
C81 | 0.5270 (7) | 0.5640 (7) | 0.10572 (14) | 0.036 (3) | |
H81 | 0.4868 | 0.6007 | 0.0991 | 0.044* | |
C82 | 0.5393 (7) | 0.4693 (7) | 0.10423 (13) | 0.031 (2) | |
H82 | 0.5079 | 0.4289 | 0.0968 | 0.037* | |
C83 | 0.6155 (7) | 0.4449 (7) | 0.11742 (12) | 0.030 (3) | |
H83 | 0.6472 | 0.3854 | 0.1156 | 0.036* | |
C84 | 0.6762 (6) | 0.5314 (6) | 0.11693 (13) | 0.026 (2) | |
H84A | 0.7050 | 0.5417 | 0.1056 | 0.031* | |
H84B | 0.7226 | 0.5326 | 0.1262 | 0.031* | |
F1 | 0.9524 (4) | 0.7206 (4) | 0.10757 (8) | 0.0453 (16) | |
F2 | 0.8952 (4) | 0.5737 (4) | 0.10725 (8) | 0.0449 (16) | |
F3 | 0.8214 (5) | 0.6883 (4) | 0.09244 (9) | 0.0568 (19) | |
F4 | 0.9599 (5) | 0.6339 (6) | 0.08279 (10) | 0.081 (3) | |
B1 | 0.9061 (8) | 0.6548 (9) | 0.09729 (17) | 0.034 (3) | |
F5 | 0.5025 (8) | 0.4115 (9) | 0.00851 (18) | 0.171 (5) | |
F6 | 0.3540 (8) | 0.4113 (8) | 0.01204 (11) | 0.126 (4) | |
B2 | 0.4178 (14) | 0.4178 (14) | 0.0000 | 0.076 (8) | |
F7 | 1.0039 (4) | 0.0890 (4) | 0.00967 (8) | 0.0509 (17) | |
F8 | 1.0036 (4) | −0.0688 (4) | 0.01143 (8) | 0.0503 (16) | |
B3 | 1.0074 (9) | 0.0074 (9) | 0.0000 | 0.050 (5) | |
C85 | 0.8702 (17) | 0.7547 (17) | 0.0273 (4) | 0.173 (5)* | 0.50 |
H85A | 0.9357 | 0.7379 | 0.0289 | 0.173 (5)* | 0.50 |
H85B | 0.8308 | 0.7079 | 0.0330 | 0.173 (5)* | 0.50 |
H85C | 0.8586 | 0.8156 | 0.0327 | 0.173 (5)* | 0.50 |
O7 | 0.8492 (17) | 0.7586 (17) | 0.0089 (4) | 0.173 (5)* | 0.50 |
H7A | 0.7833 | 0.7621 | 0.0085 | 0.173 (5)* | 0.50 |
C86 | 0.4127 (10) | 0.1636 (9) | 0.01799 (15) | 0.173 (5)* | |
H86A | 0.4612 | 0.2114 | 0.0178 | 0.173 (5)* | |
H86B | 0.4285 | 0.1139 | 0.0097 | 0.173 (5)* | |
H86C | 0.4078 | 0.1377 | 0.0299 | 0.173 (5)* | |
O8 | 0.3256 (10) | 0.2040 (9) | 0.01308 (15) | 0.173 (5)* | |
H8A | 0.3334 | 0.2696 | 0.0127 | 0.173 (5)* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Rh1 | 0.0445 (5) | 0.0321 (5) | 0.0168 (4) | −0.0059 (4) | −0.0027 (4) | 0.0013 (4) |
Cr1 | 0.0399 (10) | 0.0397 (10) | 0.0192 (10) | 0.0047 (8) | −0.0012 (8) | 0.0016 (8) |
P1 | 0.0456 (16) | 0.0263 (14) | 0.0240 (16) | −0.0029 (13) | −0.0007 (13) | −0.0015 (12) |
P2 | 0.0445 (17) | 0.0299 (15) | 0.0161 (16) | 0.0008 (13) | −0.0043 (13) | −0.0007 (12) |
O1 | 0.044 (5) | 0.046 (5) | 0.041 (5) | −0.005 (4) | 0.009 (4) | −0.001 (4) |
O2 | 0.051 (5) | 0.071 (6) | 0.038 (5) | 0.010 (4) | −0.005 (4) | 0.010 (4) |
O3 | 0.051 (5) | 0.061 (5) | 0.033 (5) | −0.011 (4) | 0.002 (4) | 0.011 (4) |
C1 | 0.055 (7) | 0.022 (6) | 0.027 (6) | 0.021 (5) | −0.011 (5) | −0.003 (5) |
C2 | 0.036 (6) | 0.041 (7) | 0.021 (6) | 0.002 (5) | −0.007 (5) | −0.001 (5) |
C3 | 0.040 (7) | 0.057 (8) | 0.016 (6) | 0.011 (6) | −0.012 (5) | −0.002 (5) |
C4 | 0.037 (6) | 0.044 (7) | 0.025 (7) | −0.005 (5) | 0.000 (5) | 0.001 (5) |
C5 | 0.052 (7) | 0.032 (6) | 0.021 (6) | 0.009 (5) | 0.000 (5) | −0.003 (5) |
C6 | 0.046 (7) | 0.059 (8) | 0.023 (7) | 0.009 (6) | 0.000 (5) | 0.000 (6) |
C7 | 0.072 (9) | 0.070 (9) | 0.012 (7) | 0.042 (8) | 0.004 (6) | −0.007 (6) |
C8 | 0.066 (9) | 0.040 (7) | 0.034 (8) | 0.024 (6) | −0.006 (7) | −0.005 (6) |
C9 | 0.060 (8) | 0.029 (6) | 0.023 (7) | −0.004 (6) | −0.001 (6) | −0.006 (5) |
C10 | 0.032 (6) | 0.031 (6) | 0.022 (6) | 0.006 (4) | −0.007 (5) | 0.000 (5) |
C11 | 0.052 (7) | 0.034 (6) | 0.024 (6) | −0.004 (6) | 0.006 (6) | 0.006 (5) |
C12 | 0.041 (7) | 0.039 (7) | 0.034 (7) | 0.003 (5) | −0.018 (5) | −0.001 (6) |
C13 | 0.075 (10) | 0.051 (8) | 0.021 (7) | 0.032 (7) | −0.020 (7) | −0.020 (6) |
C14 | 0.049 (8) | 0.087 (11) | 0.014 (7) | 0.031 (7) | −0.007 (6) | −0.002 (7) |
C15 | 0.054 (8) | 0.056 (8) | 0.026 (7) | 0.008 (7) | −0.003 (6) | 0.008 (6) |
C16 | 0.039 (6) | 0.039 (6) | 0.028 (7) | 0.007 (6) | −0.009 (6) | 0.002 (5) |
C17 | 0.027 (6) | 0.040 (7) | 0.018 (6) | 0.003 (5) | −0.002 (5) | 0.010 (5) |
C18 | 0.038 (7) | 0.045 (7) | 0.033 (7) | −0.002 (5) | 0.005 (5) | −0.001 (6) |
C19 | 0.029 (7) | 0.044 (7) | 0.082 (11) | 0.007 (6) | 0.007 (7) | 0.010 (7) |
C20 | 0.028 (6) | 0.047 (8) | 0.058 (9) | −0.005 (6) | −0.009 (6) | 0.028 (7) |
C21 | 0.031 (6) | 0.053 (8) | 0.048 (8) | −0.007 (5) | −0.005 (6) | 0.010 (7) |
C22 | 0.058 (8) | 0.026 (6) | 0.030 (7) | −0.008 (5) | −0.009 (6) | 0.007 (5) |
C23 | 0.041 (7) | 0.049 (7) | 0.028 (6) | 0.000 (5) | −0.007 (5) | 0.005 (5) |
C24 | 0.051 (7) | 0.027 (6) | 0.017 (6) | −0.002 (5) | 0.002 (5) | 0.004 (5) |
C25 | 0.043 (7) | 0.032 (6) | 0.030 (7) | −0.011 (5) | −0.011 (5) | −0.005 (5) |
C26 | 0.027 (6) | 0.049 (7) | 0.035 (7) | −0.013 (5) | −0.007 (5) | 0.002 (6) |
C27 | 0.045 (7) | 0.036 (7) | 0.033 (7) | −0.017 (5) | −0.016 (6) | 0.012 (6) |
C28 | 0.060 (8) | 0.037 (7) | 0.027 (7) | −0.004 (6) | −0.017 (6) | 0.011 (6) |
C29 | 0.049 (7) | 0.027 (6) | 0.030 (7) | 0.001 (5) | −0.001 (6) | 0.002 (5) |
C30 | 0.030 (6) | 0.023 (5) | 0.018 (6) | −0.007 (4) | −0.004 (4) | 0.000 (4) |
C31 | 0.039 (6) | 0.020 (6) | 0.028 (6) | 0.001 (5) | 0.006 (5) | −0.001 (5) |
C32 | 0.063 (8) | 0.033 (7) | 0.017 (7) | 0.010 (5) | −0.004 (6) | 0.003 (5) |
C33 | 0.046 (7) | 0.028 (6) | 0.064 (9) | 0.000 (5) | 0.018 (7) | −0.005 (6) |
C34 | 0.047 (7) | 0.044 (7) | 0.033 (7) | −0.012 (6) | 0.001 (6) | −0.016 (6) |
C35 | 0.036 (6) | 0.036 (6) | 0.024 (7) | 0.004 (5) | 0.002 (5) | −0.009 (5) |
C36 | 0.078 (9) | 0.023 (6) | 0.027 (7) | −0.004 (5) | −0.003 (6) | −0.003 (5) |
C37 | 0.042 (6) | 0.046 (7) | 0.019 (6) | −0.002 (5) | −0.006 (5) | 0.003 (5) |
C38 | 0.033 (6) | 0.054 (8) | 0.035 (7) | 0.001 (5) | −0.007 (5) | 0.005 (6) |
C39 | 0.037 (7) | 0.033 (7) | 0.045 (8) | −0.008 (5) | −0.014 (5) | 0.005 (6) |
C40 | 0.045 (7) | 0.062 (8) | 0.023 (6) | −0.019 (6) | 0.001 (5) | 0.006 (6) |
C41 | 0.051 (8) | 0.053 (8) | 0.019 (7) | −0.011 (6) | −0.010 (5) | −0.017 (6) |
C42 | 0.062 (8) | 0.051 (7) | 0.032 (7) | 0.000 (7) | −0.016 (6) | −0.002 (6) |
Rh2 | 0.0257 (4) | 0.0337 (5) | 0.0152 (4) | −0.0022 (4) | 0.0000 (4) | 0.0013 (4) |
Cr2 | 0.0252 (9) | 0.0337 (10) | 0.0242 (10) | 0.0012 (7) | −0.0015 (7) | −0.0001 (7) |
P3 | 0.0244 (14) | 0.0294 (15) | 0.0152 (15) | 0.0009 (11) | −0.0004 (11) | −0.0002 (11) |
P4 | 0.0302 (14) | 0.0342 (15) | 0.0170 (15) | −0.0062 (12) | 0.0019 (11) | −0.0002 (13) |
O4 | 0.061 (6) | 0.069 (6) | 0.014 (5) | −0.014 (4) | −0.003 (4) | 0.013 (4) |
O5 | 0.049 (5) | 0.044 (5) | 0.035 (5) | −0.009 (4) | −0.005 (4) | 0.000 (4) |
O6 | 0.026 (4) | 0.081 (6) | 0.041 (5) | 0.009 (4) | 0.000 (4) | −0.002 (4) |
C43 | 0.025 (5) | 0.023 (5) | 0.020 (6) | 0.004 (4) | 0.002 (4) | 0.000 (5) |
C44 | 0.032 (6) | 0.065 (8) | 0.020 (7) | 0.003 (6) | 0.004 (5) | −0.002 (6) |
C45 | 0.032 (6) | 0.032 (6) | 0.028 (7) | −0.010 (5) | 0.001 (5) | −0.009 (5) |
C46 | 0.037 (7) | 0.056 (8) | 0.023 (7) | 0.000 (6) | 0.001 (5) | 0.007 (5) |
C47 | 0.020 (5) | 0.030 (6) | 0.022 (6) | 0.000 (4) | −0.002 (4) | 0.001 (5) |
C48 | 0.037 (6) | 0.045 (7) | 0.017 (6) | 0.003 (5) | −0.011 (5) | 0.001 (5) |
C49 | 0.029 (6) | 0.032 (6) | 0.044 (8) | 0.003 (5) | −0.005 (6) | 0.001 (5) |
C50 | 0.028 (6) | 0.047 (7) | 0.037 (8) | 0.004 (5) | 0.000 (5) | −0.019 (6) |
C51 | 0.029 (6) | 0.032 (6) | 0.029 (7) | −0.003 (5) | −0.002 (5) | 0.004 (5) |
C52 | 0.028 (6) | 0.036 (6) | 0.023 (6) | −0.003 (4) | 0.007 (5) | −0.005 (5) |
C53 | 0.030 (6) | 0.032 (6) | 0.014 (6) | −0.004 (5) | 0.003 (5) | 0.000 (4) |
C54 | 0.040 (7) | 0.037 (6) | 0.022 (6) | 0.008 (5) | 0.002 (5) | 0.004 (5) |
C55 | 0.043 (7) | 0.043 (7) | 0.017 (6) | 0.015 (5) | 0.007 (5) | 0.000 (5) |
C56 | 0.037 (6) | 0.037 (6) | 0.025 (6) | 0.005 (5) | 0.006 (5) | 0.001 (5) |
C57 | 0.037 (7) | 0.042 (7) | 0.022 (6) | 0.005 (5) | 0.003 (5) | −0.001 (5) |
C58 | 0.019 (5) | 0.044 (7) | 0.022 (6) | 0.002 (5) | −0.002 (5) | −0.005 (5) |
C59 | 0.020 (5) | 0.046 (7) | 0.016 (6) | −0.001 (5) | −0.007 (4) | −0.010 (5) |
C60 | 0.036 (6) | 0.039 (6) | 0.005 (6) | −0.006 (5) | 0.003 (4) | 0.000 (5) |
C61 | 0.044 (7) | 0.068 (9) | 0.020 (7) | 0.005 (6) | 0.002 (5) | −0.001 (6) |
C62 | 0.059 (8) | 0.050 (8) | 0.021 (7) | 0.002 (6) | 0.000 (6) | −0.008 (6) |
C63 | 0.040 (7) | 0.041 (7) | 0.051 (8) | 0.007 (5) | −0.002 (6) | −0.004 (7) |
C64 | 0.038 (7) | 0.046 (7) | 0.021 (7) | 0.012 (5) | 0.004 (5) | −0.002 (5) |
C65 | 0.022 (6) | 0.054 (7) | 0.024 (6) | −0.008 (5) | −0.007 (5) | −0.005 (6) |
C66 | 0.024 (5) | 0.035 (6) | 0.010 (6) | 0.005 (4) | −0.003 (4) | −0.003 (5) |
C67 | 0.030 (6) | 0.021 (5) | 0.031 (6) | 0.012 (4) | −0.012 (5) | −0.006 (4) |
C68 | 0.037 (6) | 0.040 (7) | 0.024 (6) | −0.001 (5) | −0.004 (5) | 0.011 (5) |
C69 | 0.054 (8) | 0.020 (6) | 0.037 (7) | 0.005 (5) | −0.027 (6) | −0.003 (5) |
C70 | 0.026 (6) | 0.059 (9) | 0.036 (7) | 0.007 (5) | 0.002 (5) | −0.001 (6) |
C71 | 0.020 (5) | 0.039 (7) | 0.034 (7) | −0.007 (5) | 0.005 (5) | 0.007 (5) |
C72 | 0.017 (4) | 0.032 (5) | 0.008 (5) | 0.002 (4) | −0.001 (4) | 0.010 (4) |
C73 | 0.044 (7) | 0.027 (6) | 0.019 (6) | 0.002 (5) | −0.010 (5) | 0.009 (5) |
C74 | 0.060 (8) | 0.028 (6) | 0.020 (6) | −0.003 (5) | 0.000 (6) | −0.003 (5) |
C75 | 0.033 (6) | 0.053 (7) | 0.026 (6) | −0.004 (6) | −0.003 (5) | 0.001 (6) |
C76 | 0.041 (7) | 0.043 (7) | 0.019 (6) | −0.011 (5) | −0.005 (5) | 0.006 (5) |
C77 | 0.032 (6) | 0.036 (6) | 0.015 (6) | −0.005 (5) | −0.003 (5) | 0.005 (5) |
C78 | 0.022 (5) | 0.037 (5) | 0.024 (6) | −0.002 (4) | 0.001 (4) | 0.009 (4) |
C79 | 0.029 (5) | 0.047 (5) | 0.004 (5) | −0.001 (4) | 0.001 (4) | −0.008 (4) |
C80 | 0.029 (6) | 0.021 (5) | 0.036 (6) | −0.005 (4) | 0.011 (5) | 0.000 (4) |
C81 | 0.024 (6) | 0.048 (7) | 0.037 (7) | 0.001 (5) | 0.000 (5) | 0.018 (6) |
C82 | 0.037 (6) | 0.032 (6) | 0.025 (6) | −0.003 (4) | −0.006 (5) | −0.005 (5) |
C83 | 0.025 (6) | 0.046 (7) | 0.019 (6) | 0.009 (5) | 0.006 (5) | −0.004 (5) |
C84 | 0.021 (5) | 0.037 (6) | 0.020 (6) | −0.004 (4) | 0.002 (4) | −0.005 (5) |
F1 | 0.050 (4) | 0.047 (4) | 0.039 (4) | −0.007 (3) | −0.005 (3) | −0.009 (3) |
F2 | 0.039 (4) | 0.044 (4) | 0.052 (4) | 0.001 (3) | −0.005 (3) | 0.013 (3) |
F3 | 0.055 (4) | 0.050 (4) | 0.065 (5) | 0.000 (3) | −0.016 (4) | 0.001 (4) |
F4 | 0.076 (6) | 0.097 (6) | 0.069 (6) | −0.025 (5) | 0.041 (5) | −0.024 (5) |
B1 | 0.026 (7) | 0.037 (8) | 0.039 (9) | −0.007 (5) | 0.010 (6) | 0.011 (7) |
F5 | 0.112 (9) | 0.182 (12) | 0.218 (14) | −0.012 (9) | −0.060 (10) | −0.024 (10) |
F6 | 0.152 (9) | 0.174 (10) | 0.052 (6) | 0.098 (8) | 0.053 (6) | 0.017 (6) |
B2 | 0.060 (10) | 0.060 (10) | 0.11 (3) | 0.017 (13) | −0.002 (12) | 0.002 (12) |
F7 | 0.062 (4) | 0.049 (4) | 0.041 (4) | −0.005 (3) | −0.015 (4) | −0.002 (3) |
F8 | 0.058 (4) | 0.052 (4) | 0.041 (4) | −0.001 (3) | 0.010 (4) | 0.001 (3) |
B3 | 0.053 (8) | 0.053 (8) | 0.043 (13) | −0.023 (10) | 0.012 (8) | −0.012 (8) |
Rh1—C36 | 2.210 (11) | Cr2—C50 | 2.212 (11) |
Rh1—C37 | 2.217 (10) | Cr2—C49 | 2.235 (10) |
Rh1—C39 | 2.218 (10) | Cr2—C51 | 2.237 (10) |
Rh1—C40 | 2.240 (10) | Cr2—C43 | 2.266 (9) |
Rh1—P2 | 2.273 (3) | P3—C66 | 1.792 (10) |
Rh1—P1 | 2.277 (3) | P3—C72 | 1.823 (9) |
Cr1—C4 | 1.807 (11) | P3—C43 | 1.827 (9) |
Cr1—C2 | 1.821 (11) | P4—C59 | 1.807 (10) |
Cr1—C3 | 1.852 (11) | P4—C53 | 1.816 (10) |
Cr1—C9 | 2.158 (11) | P4—C52 | 1.865 (10) |
Cr1—C7 | 2.195 (10) | O4—C44 | 1.152 (12) |
Cr1—C1 | 2.204 (11) | O5—C45 | 1.172 (11) |
Cr1—C6 | 2.232 (11) | O6—C46 | 1.146 (12) |
Cr1—C5 | 2.241 (11) | C43—C51 | 1.432 (13) |
Cr1—C8 | 2.252 (11) | C43—C47 | 1.458 (12) |
P1—C24 | 1.810 (10) | C47—C48 | 1.390 (13) |
P1—C30 | 1.812 (9) | C47—C52 | 1.531 (13) |
P1—C1 | 1.846 (11) | C48—C49 | 1.436 (14) |
P2—C17 | 1.808 (10) | C48—H48 | 0.9300 |
P2—C11 | 1.810 (11) | C49—C50 | 1.375 (14) |
P2—C10 | 1.851 (10) | C49—H49 | 0.9300 |
O1—C2 | 1.168 (11) | C50—C51 | 1.415 (13) |
O2—C3 | 1.133 (11) | C50—H50 | 0.9300 |
O3—C4 | 1.143 (11) | C51—H51 | 0.9300 |
C1—C5 | 1.411 (15) | C52—C65 | 1.509 (12) |
C1—C9 | 1.455 (13) | C52—H52 | 0.9800 |
C5—C6 | 1.406 (14) | C53—C54 | 1.385 (13) |
C5—C10 | 1.514 (13) | C53—C58 | 1.407 (13) |
C6—C7 | 1.418 (15) | C54—C55 | 1.380 (14) |
C6—H6 | 0.9300 | C54—H54 | 0.9300 |
C7—C8 | 1.422 (17) | C55—C56 | 1.388 (14) |
C7—H7 | 0.9300 | C55—H55 | 0.9300 |
C8—C9 | 1.364 (15) | C56—C57 | 1.390 (13) |
C8—H8 | 0.9300 | C56—H56 | 0.9300 |
C9—H9 | 0.9300 | C57—C58 | 1.367 (13) |
C10—C23 | 1.559 (13) | C57—H57 | 0.9300 |
C10—H10 | 0.9800 | C58—H58 | 0.9300 |
C11—C16 | 1.362 (14) | C59—C60 | 1.336 (13) |
C11—C12 | 1.392 (14) | C59—C64 | 1.393 (14) |
C12—C13 | 1.412 (14) | C60—C61 | 1.404 (14) |
C12—H12 | 0.9300 | C60—H60 | 0.9300 |
C13—C14 | 1.375 (17) | C61—C62 | 1.379 (15) |
C13—H13 | 0.9300 | C61—H61 | 0.9300 |
C14—C15 | 1.368 (16) | C62—C63 | 1.384 (15) |
C14—H14 | 0.9300 | C62—H62 | 0.9300 |
C15—C16 | 1.402 (14) | C63—C64 | 1.381 (14) |
C15—H15 | 0.9300 | C63—H63 | 0.9300 |
C16—H16 | 0.9300 | C64—H64 | 0.9300 |
C17—C18 | 1.369 (14) | C65—H65A | 0.9600 |
C17—C22 | 1.400 (13) | C65—H65B | 0.9600 |
C18—C19 | 1.408 (15) | C65—H65C | 0.9600 |
C18—H18 | 0.9300 | C66—C71 | 1.404 (13) |
C19—C20 | 1.371 (16) | C66—C67 | 1.430 (13) |
C19—H19 | 0.9300 | C67—C68 | 1.373 (13) |
C20—C21 | 1.350 (15) | C67—H67 | 0.9300 |
C20—H20 | 0.9300 | C68—C69 | 1.401 (14) |
C21—C22 | 1.355 (14) | C68—H68 | 0.9300 |
C21—H21 | 0.9300 | C69—C70 | 1.383 (15) |
C22—H22 | 0.9300 | C69—H69 | 0.9300 |
C23—H23A | 0.9600 | C70—C71 | 1.381 (14) |
C23—H23B | 0.9600 | C70—H70 | 0.9300 |
C23—H23C | 0.9600 | C71—H71 | 0.9300 |
C24—C29 | 1.389 (14) | C72—C77 | 1.378 (12) |
C24—C25 | 1.395 (14) | C72—C73 | 1.406 (13) |
C25—C26 | 1.376 (13) | C73—C74 | 1.368 (13) |
C25—H25 | 0.9300 | C73—H73 | 0.9300 |
C26—C27 | 1.392 (15) | C74—C75 | 1.356 (13) |
C26—H26 | 0.9300 | C74—H74 | 0.9300 |
C27—C28 | 1.360 (15) | C75—C76 | 1.366 (14) |
C27—H27 | 0.9300 | C75—H75 | 0.9300 |
C28—C29 | 1.359 (14) | C76—C77 | 1.434 (12) |
C28—H28 | 0.9300 | C76—H76 | 0.9300 |
C29—H29 | 0.9300 | C77—H77 | 0.9300 |
C30—C31 | 1.365 (13) | C78—C79 | 1.354 (13) |
C30—C35 | 1.417 (13) | C78—C83 | 1.548 (13) |
C31—C32 | 1.359 (13) | C78—H78 | 0.9300 |
C31—H31 | 0.9300 | C79—C80 | 1.557 (12) |
C32—C33 | 1.384 (15) | C79—H79 | 0.9300 |
C32—H32 | 0.9300 | C80—C81 | 1.549 (13) |
C33—C34 | 1.372 (15) | C80—C84 | 1.554 (13) |
C33—H33 | 0.9300 | C80—H80 | 0.9800 |
C34—C35 | 1.355 (13) | C81—C82 | 1.379 (13) |
C34—H34 | 0.9300 | C81—H81 | 0.9300 |
C35—H35 | 0.9300 | C82—C83 | 1.527 (13) |
C36—C37 | 1.396 (14) | C82—H82 | 0.9300 |
C36—C41 | 1.563 (14) | C83—C84 | 1.521 (13) |
C36—H36 | 0.9300 | C83—H83 | 0.9800 |
C37—C38 | 1.496 (14) | C84—H84A | 0.9700 |
C37—H37 | 0.9300 | C84—H84B | 0.9700 |
C38—C39 | 1.535 (14) | F1—B1 | 1.396 (14) |
C38—C42 | 1.537 (14) | F2—B1 | 1.401 (13) |
C38—H38 | 0.9800 | F3—B1 | 1.363 (13) |
C39—C40 | 1.369 (15) | F4—B1 | 1.381 (14) |
C39—H39 | 0.9300 | F5—B2 | 1.383 (17) |
C40—C41 | 1.533 (14) | F6—B2 | 1.300 (16) |
C40—H40 | 0.9300 | B2—F6i | 1.300 (16) |
C41—C42 | 1.498 (16) | B2—F5i | 1.383 (17) |
C41—H41 | 0.9800 | F7—B3 | 1.387 (12) |
C42—H42A | 0.9700 | F8—B3 | 1.400 (12) |
C42—H42B | 0.9700 | B3—F7ii | 1.387 (12) |
Rh2—C82 | 2.200 (10) | B3—F8ii | 1.401 (12) |
Rh2—C79 | 2.206 (9) | C85—O7 | 1.4297 |
Rh2—C81 | 2.215 (10) | C85—H85A | 0.9802 |
Rh2—C78 | 2.238 (9) | C85—H85B | 0.9799 |
Rh2—P4 | 2.253 (3) | C85—H85C | 0.9808 |
Rh2—P3 | 2.288 (3) | O7—H7A | 0.9500 |
Cr2—C45 | 1.824 (10) | C86—O8 | 1.4301 |
Cr2—C44 | 1.851 (12) | C86—H86A | 0.9799 |
Cr2—C46 | 1.855 (11) | C86—H86B | 0.9806 |
Cr2—C47 | 2.196 (9) | C86—H86C | 0.9813 |
Cr2—C48 | 2.212 (10) | O8—H8A | 0.9504 |
C36—Rh1—C37 | 36.8 (4) | C45—Cr2—C46 | 88.2 (5) |
C36—Rh1—C39 | 76.8 (4) | C44—Cr2—C46 | 87.1 (5) |
C37—Rh1—C39 | 64.2 (4) | C45—Cr2—C47 | 87.0 (4) |
C36—Rh1—C40 | 65.2 (4) | C44—Cr2—C47 | 142.5 (4) |
C37—Rh1—C40 | 76.1 (4) | C46—Cr2—C47 | 129.4 (4) |
C39—Rh1—C40 | 35.8 (4) | C45—Cr2—C48 | 104.3 (4) |
C36—Rh1—P2 | 160.2 (3) | C44—Cr2—C48 | 169.0 (4) |
C37—Rh1—P2 | 157.3 (3) | C46—Cr2—C48 | 97.1 (4) |
C39—Rh1—P2 | 99.7 (3) | C47—Cr2—C48 | 36.8 (3) |
C40—Rh1—P2 | 100.5 (3) | C45—Cr2—C50 | 165.7 (4) |
C36—Rh1—P1 | 99.4 (3) | C44—Cr2—C50 | 102.8 (5) |
C37—Rh1—P1 | 98.1 (3) | C46—Cr2—C50 | 103.3 (4) |
C39—Rh1—P1 | 155.5 (3) | C47—Cr2—C50 | 79.1 (4) |
C40—Rh1—P1 | 161.2 (3) | C48—Cr2—C50 | 66.3 (4) |
P2—Rh1—P1 | 91.60 (10) | C45—Cr2—C49 | 139.6 (4) |
C4—Cr1—C2 | 90.4 (5) | C44—Cr2—C49 | 133.4 (5) |
C4—Cr1—C3 | 86.4 (5) | C46—Cr2—C49 | 85.3 (4) |
C2—Cr1—C3 | 87.5 (5) | C47—Cr2—C49 | 67.3 (4) |
C4—Cr1—C9 | 86.5 (4) | C48—Cr2—C49 | 37.7 (4) |
C2—Cr1—C9 | 134.0 (4) | C50—Cr2—C49 | 36.0 (4) |
C3—Cr1—C9 | 137.9 (5) | C45—Cr2—C51 | 133.0 (4) |
C4—Cr1—C7 | 129.5 (5) | C44—Cr2—C51 | 91.0 (4) |
C2—Cr1—C7 | 139.4 (5) | C46—Cr2—C51 | 138.5 (4) |
C3—Cr1—C7 | 87.8 (5) | C47—Cr2—C51 | 67.8 (4) |
C9—Cr1—C7 | 65.7 (5) | C48—Cr2—C51 | 79.1 (4) |
C4—Cr1—C1 | 105.0 (5) | C50—Cr2—C51 | 37.1 (3) |
C2—Cr1—C1 | 99.1 (4) | C49—Cr2—C51 | 66.4 (4) |
C3—Cr1—C1 | 166.7 (4) | C45—Cr2—C43 | 100.1 (4) |
C9—Cr1—C1 | 39.0 (4) | C44—Cr2—C43 | 107.6 (4) |
C7—Cr1—C1 | 79.6 (4) | C46—Cr2—C43 | 163.4 (4) |
C4—Cr1—C6 | 163.7 (5) | C47—Cr2—C43 | 38.1 (3) |
C2—Cr1—C6 | 104.5 (4) | C48—Cr2—C43 | 67.0 (3) |
C3—Cr1—C6 | 100.5 (4) | C50—Cr2—C43 | 66.6 (3) |
C9—Cr1—C6 | 78.5 (4) | C49—Cr2—C43 | 79.0 (4) |
C7—Cr1—C6 | 37.4 (4) | C51—Cr2—C43 | 37.1 (3) |
C1—Cr1—C6 | 66.7 (4) | C66—P3—C72 | 105.4 (4) |
C4—Cr1—C5 | 140.5 (4) | C66—P3—C43 | 107.8 (4) |
C2—Cr1—C5 | 87.6 (4) | C72—P3—C43 | 105.2 (4) |
C3—Cr1—C5 | 132.8 (4) | C66—P3—Rh2 | 112.3 (3) |
C9—Cr1—C5 | 67.5 (4) | C72—P3—Rh2 | 110.4 (3) |
C7—Cr1—C5 | 66.9 (4) | C43—P3—Rh2 | 115.0 (3) |
C1—Cr1—C5 | 37.0 (4) | C59—P4—C53 | 110.6 (5) |
C6—Cr1—C5 | 36.6 (4) | C59—P4—C52 | 103.9 (4) |
C4—Cr1—C8 | 96.7 (5) | C53—P4—C52 | 104.0 (5) |
C2—Cr1—C8 | 166.6 (4) | C59—P4—Rh2 | 111.0 (3) |
C3—Cr1—C8 | 104.2 (5) | C53—P4—Rh2 | 111.5 (3) |
C9—Cr1—C8 | 36.0 (4) | C52—P4—Rh2 | 115.5 (3) |
C7—Cr1—C8 | 37.3 (4) | C51—C43—C47 | 117.7 (8) |
C1—Cr1—C8 | 68.2 (4) | C51—C43—P3 | 119.8 (7) |
C6—Cr1—C8 | 67.4 (4) | C47—C43—P3 | 121.7 (7) |
C5—Cr1—C8 | 79.7 (4) | C51—C43—Cr2 | 70.4 (5) |
C24—P1—C30 | 106.0 (5) | C47—C43—Cr2 | 68.4 (5) |
C24—P1—C1 | 107.3 (5) | P3—C43—Cr2 | 141.4 (5) |
C30—P1—C1 | 105.8 (4) | O4—C44—Cr2 | 173.7 (10) |
C24—P1—Rh1 | 110.6 (3) | O5—C45—Cr2 | 177.3 (9) |
C30—P1—Rh1 | 115.0 (3) | O6—C46—Cr2 | 176.3 (9) |
C1—P1—Rh1 | 111.6 (3) | C48—C47—C43 | 120.5 (9) |
C17—P2—C11 | 104.6 (5) | C48—C47—C52 | 119.3 (8) |
C17—P2—C10 | 106.4 (4) | C43—C47—C52 | 120.1 (8) |
C11—P2—C10 | 106.8 (5) | C48—C47—Cr2 | 72.2 (6) |
C17—P2—Rh1 | 109.5 (3) | C43—C47—Cr2 | 73.6 (5) |
C11—P2—Rh1 | 115.0 (4) | C52—C47—Cr2 | 128.5 (7) |
C10—P2—Rh1 | 113.9 (3) | C47—C48—C49 | 120.6 (9) |
C5—C1—C9 | 117.2 (10) | C47—C48—Cr2 | 71.0 (6) |
C5—C1—P1 | 121.1 (7) | C49—C48—Cr2 | 72.0 (6) |
C9—C1—P1 | 120.7 (9) | C47—C48—H48 | 119.7 |
C5—C1—Cr1 | 72.9 (6) | C49—C48—H48 | 119.7 |
C9—C1—Cr1 | 68.8 (6) | Cr2—C48—H48 | 129.8 |
P1—C1—Cr1 | 138.8 (5) | C50—C49—C48 | 118.9 (10) |
O1—C2—Cr1 | 178.5 (10) | C50—C49—Cr2 | 71.1 (6) |
O2—C3—Cr1 | 179.0 (9) | C48—C49—Cr2 | 70.3 (6) |
O3—C4—Cr1 | 178.8 (9) | C50—C49—H49 | 120.6 |
C6—C5—C1 | 119.9 (10) | C48—C49—H49 | 120.6 |
C6—C5—C10 | 119.7 (10) | Cr2—C49—H49 | 130.6 |
C1—C5—C10 | 120.4 (9) | C49—C50—C51 | 122.6 (10) |
C6—C5—Cr1 | 71.3 (6) | C49—C50—Cr2 | 72.9 (6) |
C1—C5—Cr1 | 70.1 (6) | C51—C50—Cr2 | 72.4 (6) |
C10—C5—Cr1 | 132.4 (7) | C49—C50—H50 | 118.7 |
C5—C6—C7 | 119.9 (11) | C51—C50—H50 | 118.7 |
C5—C6—Cr1 | 72.0 (6) | Cr2—C50—H50 | 128.4 |
C7—C6—Cr1 | 69.9 (6) | C50—C51—C43 | 119.5 (9) |
C5—C6—H6 | 120.0 | C50—C51—Cr2 | 70.5 (6) |
C7—C6—H6 | 120.0 | C43—C51—Cr2 | 72.6 (6) |
Cr1—C6—H6 | 130.6 | C50—C51—H51 | 120.2 |
C6—C7—C8 | 122.2 (11) | C43—C51—H51 | 120.2 |
C6—C7—Cr1 | 72.7 (6) | Cr2—C51—H51 | 129.0 |
C8—C7—Cr1 | 73.5 (6) | C65—C52—C47 | 113.9 (8) |
C6—C7—H7 | 118.9 | C65—C52—P4 | 116.1 (7) |
C8—C7—H7 | 118.9 | C47—C52—P4 | 107.8 (6) |
Cr1—C7—H7 | 126.9 | C65—C52—H52 | 106.1 |
C9—C8—C7 | 115.9 (11) | C47—C52—H52 | 106.1 |
C9—C8—Cr1 | 68.3 (6) | P4—C52—H52 | 106.1 |
C7—C8—Cr1 | 69.2 (6) | C54—C53—C58 | 119.2 (9) |
C9—C8—H8 | 122.0 | C54—C53—P4 | 124.4 (8) |
C7—C8—H8 | 122.0 | C58—C53—P4 | 116.3 (7) |
Cr1—C8—H8 | 133.1 | C55—C54—C53 | 119.1 (10) |
C8—C9—C1 | 124.7 (11) | C55—C54—H54 | 120.5 |
C8—C9—Cr1 | 75.8 (7) | C53—C54—H54 | 120.5 |
C1—C9—Cr1 | 72.2 (6) | C54—C55—C56 | 121.8 (10) |
C8—C9—H9 | 117.7 | C54—C55—H55 | 119.1 |
C1—C9—H9 | 117.7 | C56—C55—H55 | 119.1 |
Cr1—C9—H9 | 126.4 | C55—C56—C57 | 118.9 (10) |
C5—C10—C23 | 114.1 (8) | C55—C56—H56 | 120.5 |
C5—C10—P2 | 109.5 (7) | C57—C56—H56 | 120.5 |
C23—C10—P2 | 114.4 (7) | C58—C57—C56 | 119.9 (10) |
C5—C10—H10 | 106.0 | C58—C57—H57 | 120.1 |
C23—C10—H10 | 106.0 | C56—C57—H57 | 120.1 |
P2—C10—H10 | 106.0 | C57—C58—C53 | 121.1 (9) |
C16—C11—C12 | 120.0 (10) | C57—C58—H58 | 119.5 |
C16—C11—P2 | 122.0 (8) | C53—C58—H58 | 119.5 |
C12—C11—P2 | 117.8 (9) | C60—C59—C64 | 119.5 (9) |
C11—C12—C13 | 119.4 (11) | C60—C59—P4 | 124.0 (8) |
C11—C12—H12 | 120.3 | C64—C59—P4 | 116.5 (8) |
C13—C12—H12 | 120.3 | C59—C60—C61 | 121.1 (10) |
C14—C13—C12 | 119.3 (12) | C59—C60—H60 | 119.4 |
C14—C13—H13 | 120.3 | C61—C60—H60 | 119.4 |
C12—C13—H13 | 120.3 | C62—C61—C60 | 120.5 (11) |
C15—C14—C13 | 121.0 (11) | C62—C61—H61 | 119.8 |
C15—C14—H14 | 119.5 | C60—C61—H61 | 119.8 |
C13—C14—H14 | 119.5 | C61—C62—C63 | 117.7 (11) |
C14—C15—C16 | 119.5 (12) | C61—C62—H62 | 121.1 |
C14—C15—H15 | 120.3 | C63—C62—H62 | 121.1 |
C16—C15—H15 | 120.3 | C64—C63—C62 | 121.5 (11) |
C11—C16—C15 | 120.7 (11) | C64—C63—H63 | 119.3 |
C11—C16—H16 | 119.7 | C62—C63—H63 | 119.3 |
C15—C16—H16 | 119.7 | C63—C64—C59 | 119.7 (10) |
C18—C17—C22 | 117.4 (9) | C63—C64—H64 | 120.2 |
C18—C17—P2 | 121.4 (8) | C59—C64—H64 | 120.2 |
C22—C17—P2 | 120.7 (8) | C52—C65—H65A | 109.5 |
C17—C18—C19 | 119.6 (11) | C52—C65—H65B | 109.5 |
C17—C18—H18 | 120.2 | H65A—C65—H65B | 109.5 |
C19—C18—H18 | 120.2 | C52—C65—H65C | 109.5 |
C20—C19—C18 | 121.7 (12) | H65A—C65—H65C | 109.5 |
C20—C19—H19 | 119.1 | H65B—C65—H65C | 109.5 |
C18—C19—H19 | 119.1 | C71—C66—C67 | 117.1 (9) |
C21—C20—C19 | 117.6 (11) | C71—C66—P3 | 120.5 (7) |
C21—C20—H20 | 121.2 | C67—C66—P3 | 122.4 (7) |
C19—C20—H20 | 121.2 | C68—C67—C66 | 120.6 (9) |
C20—C21—C22 | 122.2 (12) | C68—C67—H67 | 119.7 |
C20—C21—H21 | 118.9 | C66—C67—H67 | 119.7 |
C22—C21—H21 | 118.9 | C67—C68—C69 | 120.5 (10) |
C21—C22—C17 | 121.5 (11) | C67—C68—H68 | 119.8 |
C21—C22—H22 | 119.3 | C69—C68—H68 | 119.8 |
C17—C22—H22 | 119.3 | C70—C69—C68 | 120.0 (10) |
C10—C23—H23A | 109.5 | C70—C69—H69 | 120.0 |
C10—C23—H23B | 109.5 | C68—C69—H69 | 120.0 |
H23A—C23—H23B | 109.5 | C71—C70—C69 | 119.7 (10) |
C10—C23—H23C | 109.5 | C71—C70—H70 | 120.1 |
H23A—C23—H23C | 109.5 | C69—C70—H70 | 120.1 |
H23B—C23—H23C | 109.5 | C70—C71—C66 | 122.0 (10) |
C29—C24—C25 | 116.2 (9) | C70—C71—H71 | 119.0 |
C29—C24—P1 | 121.8 (8) | C66—C71—H71 | 119.0 |
C25—C24—P1 | 121.5 (8) | C77—C72—C73 | 120.1 (9) |
C26—C25—C24 | 121.3 (10) | C77—C72—P3 | 120.4 (7) |
C26—C25—H25 | 119.4 | C73—C72—P3 | 118.5 (7) |
C24—C25—H25 | 119.4 | C74—C73—C72 | 119.0 (9) |
C25—C26—C27 | 118.7 (11) | C74—C73—H73 | 120.5 |
C25—C26—H26 | 120.7 | C72—C73—H73 | 120.5 |
C27—C26—H26 | 120.7 | C75—C74—C73 | 121.6 (10) |
C28—C27—C26 | 121.9 (10) | C75—C74—H74 | 119.2 |
C28—C27—H27 | 119.0 | C73—C74—H74 | 119.2 |
C26—C27—H27 | 119.0 | C74—C75—C76 | 121.4 (10) |
C29—C28—C27 | 117.5 (11) | C74—C75—H75 | 119.3 |
C29—C28—H28 | 121.2 | C76—C75—H75 | 119.3 |
C27—C28—H28 | 121.2 | C75—C76—C77 | 118.5 (10) |
C28—C29—C24 | 124.1 (11) | C75—C76—H76 | 120.7 |
C28—C29—H29 | 117.9 | C77—C76—H76 | 120.7 |
C24—C29—H29 | 117.9 | C72—C77—C76 | 119.3 (9) |
C31—C30—C35 | 119.3 (9) | C72—C77—H77 | 120.4 |
C31—C30—P1 | 119.7 (7) | C76—C77—H77 | 120.4 |
C35—C30—P1 | 121.1 (7) | C79—C78—C83 | 106.7 (8) |
C32—C31—C30 | 120.6 (10) | C79—C78—Rh2 | 71.0 (6) |
C32—C31—H31 | 119.7 | C83—C78—Rh2 | 94.6 (6) |
C30—C31—H31 | 119.7 | C79—C78—H78 | 126.7 |
C31—C32—C33 | 120.4 (10) | C83—C78—H78 | 126.7 |
C31—C32—H32 | 119.8 | Rh2—C78—H78 | 101.9 |
C33—C32—H32 | 119.8 | C78—C79—C80 | 106.2 (8) |
C34—C33—C32 | 119.5 (10) | C78—C79—Rh2 | 73.6 (6) |
C34—C33—H33 | 120.2 | C80—C79—Rh2 | 95.4 (5) |
C32—C33—H33 | 120.2 | C78—C79—H79 | 126.9 |
C35—C34—C33 | 120.9 (11) | C80—C79—H79 | 126.9 |
C35—C34—H34 | 119.5 | Rh2—C79—H79 | 99.0 |
C33—C34—H34 | 119.5 | C81—C80—C84 | 98.9 (8) |
C34—C35—C30 | 119.2 (10) | C81—C80—C79 | 102.5 (7) |
C34—C35—H35 | 120.4 | C84—C80—C79 | 100.3 (8) |
C30—C35—H35 | 120.4 | C81—C80—H80 | 117.4 |
C37—C36—C41 | 104.5 (9) | C84—C80—H80 | 117.4 |
C37—C36—Rh1 | 71.9 (6) | C79—C80—H80 | 117.4 |
C41—C36—Rh1 | 96.7 (7) | C82—C81—C80 | 106.8 (8) |
C37—C36—H36 | 127.7 | C82—C81—Rh2 | 71.2 (6) |
C41—C36—H36 | 127.7 | C80—C81—Rh2 | 95.3 (6) |
Rh1—C36—H36 | 99.1 | C82—C81—H81 | 126.6 |
C36—C37—C38 | 108.9 (9) | C80—C81—H81 | 126.6 |
C36—C37—Rh1 | 71.4 (6) | Rh2—C81—H81 | 101.1 |
C38—C37—Rh1 | 97.3 (6) | C81—C82—C83 | 105.3 (9) |
C36—C37—H37 | 125.6 | C81—C82—Rh2 | 72.4 (6) |
C38—C37—H37 | 125.6 | C83—C82—Rh2 | 96.8 (6) |
Rh1—C37—H37 | 99.5 | C81—C82—H82 | 127.3 |
C37—C38—C39 | 102.0 (8) | C83—C82—H82 | 127.3 |
C37—C38—C42 | 99.0 (9) | Rh2—C82—H82 | 98.7 |
C39—C38—C42 | 97.4 (9) | C84—C83—C82 | 102.0 (8) |
C37—C38—H38 | 118.2 | C84—C83—C78 | 100.5 (8) |
C39—C38—H38 | 118.2 | C82—C83—C78 | 102.9 (7) |
C42—C38—H38 | 118.2 | C84—C83—H83 | 116.3 |
C40—C39—C38 | 107.9 (9) | C82—C83—H83 | 116.3 |
C40—C39—Rh1 | 73.0 (6) | C78—C83—H83 | 116.3 |
C38—C39—Rh1 | 96.1 (7) | C83—C84—C80 | 93.1 (7) |
C40—C39—H39 | 126.1 | C83—C84—H84A | 113.1 |
C38—C39—H39 | 126.1 | C80—C84—H84A | 113.1 |
Rh1—C39—H39 | 99.1 | C83—C84—H84B | 113.1 |
C39—C40—C41 | 106.5 (10) | C80—C84—H84B | 113.1 |
C39—C40—Rh1 | 71.2 (6) | H84A—C84—H84B | 110.5 |
C41—C40—Rh1 | 96.5 (6) | F3—B1—F4 | 111.2 (10) |
C39—C40—H40 | 126.8 | F3—B1—F1 | 109.8 (10) |
C41—C40—H40 | 126.8 | F4—B1—F1 | 109.1 (9) |
Rh1—C40—H40 | 100.1 | F3—B1—F2 | 109.9 (9) |
C42—C41—C40 | 99.1 (10) | F4—B1—F2 | 108.2 (10) |
C42—C41—C36 | 99.6 (9) | F1—B1—F2 | 108.4 (10) |
C40—C41—C36 | 101.4 (8) | F6—B2—F6i | 113 (2) |
C42—C41—H41 | 117.8 | F6—B2—F5 | 106.7 (7) |
C40—C41—H41 | 117.8 | F6i—B2—F5 | 110.3 (7) |
C36—C41—H41 | 117.8 | F6—B2—F5i | 110.3 (7) |
C41—C42—C38 | 97.1 (9) | F6i—B2—F5i | 106.7 (7) |
C41—C42—H42A | 112.3 | F5—B2—F5i | 110 (2) |
C38—C42—H42A | 112.3 | F7ii—B3—F7 | 110.0 (14) |
C41—C42—H42B | 112.3 | F7ii—B3—F8 | 109.5 (4) |
C38—C42—H42B | 112.3 | F7—B3—F8 | 109.4 (3) |
H42A—C42—H42B | 109.9 | F7ii—B3—F8ii | 109.4 (3) |
C82—Rh2—C79 | 77.9 (4) | F7—B3—F8ii | 109.5 (4) |
C82—Rh2—C81 | 36.4 (4) | F8—B3—F8ii | 109.0 (14) |
C79—Rh2—C81 | 66.4 (4) | O7—C85—H85A | 109.3 |
C82—Rh2—C78 | 65.6 (4) | O7—C85—H85B | 109.5 |
C79—Rh2—C78 | 35.5 (3) | H85A—C85—H85B | 109.5 |
C81—Rh2—C78 | 77.2 (4) | O7—C85—H85C | 109.6 |
C82—Rh2—P4 | 99.4 (3) | H85A—C85—H85C | 109.5 |
C79—Rh2—P4 | 154.2 (3) | H85B—C85—H85C | 109.4 |
C81—Rh2—P4 | 95.9 (3) | C85—O7—H7A | 104.1 |
C78—Rh2—P4 | 162.7 (3) | O8—C86—H86A | 109.5 |
C82—Rh2—P3 | 155.8 (3) | O8—C86—H86B | 109.4 |
C79—Rh2—P3 | 101.4 (2) | H86A—C86—H86B | 109.7 |
C81—Rh2—P3 | 163.5 (3) | O8—C86—H86C | 109.4 |
C78—Rh2—P3 | 99.5 (3) | H86A—C86—H86C | 109.4 |
P4—Rh2—P3 | 91.42 (9) | H86B—C86—H86C | 109.5 |
C45—Cr2—C44 | 85.9 (5) | C86—O8—H8A | 108.0 |
Symmetry codes: (i) y, x, −z; (ii) y+1, x−1, −z. |
[CrRh(C8H12)(C32H28P2)(CO)3]·BF4·1.5CH4O | F(000) = 978 |
Mr = 956.47 | Dx = 1.475 Mg m−3 |
Monoclinic, P21 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2yb | Cell parameters from 5000 reflections |
a = 11.262 (2) Å | θ = 4–20° |
b = 14.116 (3) Å | µ = 0.77 mm−1 |
c = 14.226 (3) Å | T = 200 K |
β = 107.81 (3)° | Prism, red |
V = 2153.2 (7) Å3 | 0.50 × 0.30 × 0.30 mm |
Z = 2 |
Stoe IPDS image-plate diffractometer | 6454 independent reflections |
Radiation source: fine-focus sealed tube | 5511 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.035 |
ϕ scans | θmax = 24.4°, θmin = 2.0° |
Absorption correction: empirical (using intensity measurements) (ABSCOR; Stoe & Cie, 1995) | h = −12→12 |
Tmin = 0.700, Tmax = 0.802 | k = −16→15 |
11684 measured reflections | l = −16→16 |
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)] = 0.034 | H-atom parameters constrained |
wR(F2) = 0.074 | w = 1/[σ2(Fo2) + (0.0388P)2] where P = (Fo2 + 2Fc2)/3 |
S = 0.95 | (Δ/σ)max = 0.009 |
6454 reflections | Δρmax = 0.63 e Å−3 |
532 parameters | Δρmin = −0.34 e Å−3 |
3 restraints | Absolute structure: Flack (1983), 2773 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.00 (2) |
[CrRh(C8H12)(C32H28P2)(CO)3]·BF4·1.5CH4O | V = 2153.2 (7) Å3 |
Mr = 956.47 | Z = 2 |
Monoclinic, P21 | Mo Kα radiation |
a = 11.262 (2) Å | µ = 0.77 mm−1 |
b = 14.116 (3) Å | T = 200 K |
c = 14.226 (3) Å | 0.50 × 0.30 × 0.30 mm |
β = 107.81 (3)° |
Stoe IPDS image-plate diffractometer | 6454 independent reflections |
Absorption correction: empirical (using intensity measurements) (ABSCOR; Stoe & Cie, 1995) | 5511 reflections with I > 2σ(I) |
Tmin = 0.700, Tmax = 0.802 | Rint = 0.035 |
11684 measured reflections |
R[F2 > 2σ(F2)] = 0.034 | H-atom parameters constrained |
wR(F2) = 0.074 | Δρmax = 0.63 e Å−3 |
S = 0.95 | Δρmin = −0.34 e Å−3 |
6454 reflections | Absolute structure: Flack (1983), 2773 Friedel pairs |
532 parameters | Absolute structure parameter: 0.00 (2) |
3 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 | Occ. (<1) | |
Rh1 | 0.48626 (3) | 0.63969 (2) | 0.77159 (2) | 0.02141 (10) | |
Cr1 | 0.34290 (8) | 0.25708 (6) | 0.71544 (6) | 0.0234 (2) | |
P1 | 0.33189 (12) | 0.52834 (10) | 0.74748 (10) | 0.0202 (3) | |
P2 | 0.63296 (12) | 0.52357 (10) | 0.81948 (10) | 0.0222 (3) | |
O1 | 0.3343 (5) | 0.0440 (3) | 0.6990 (4) | 0.0573 (14) | |
O2 | 0.0743 (3) | 0.2426 (3) | 0.7071 (3) | 0.0462 (9) | |
O3 | 0.4147 (4) | 0.2278 (3) | 0.9335 (3) | 0.0504 (11) | |
C1 | 0.3702 (4) | 0.4137 (3) | 0.7007 (3) | 0.0201 (10) | |
C2 | 0.2925 (4) | 0.3750 (3) | 0.6104 (3) | 0.0258 (11) | |
H2A | 0.2050 | 0.3950 | 0.5865 | 0.031* | |
C3 | 0.3309 (5) | 0.2999 (3) | 0.5630 (3) | 0.0294 (12) | |
H3A | 0.2713 | 0.2687 | 0.5065 | 0.035* | |
C4 | 0.4482 (5) | 0.2599 (4) | 0.6068 (3) | 0.0305 (11) | |
H4A | 0.4694 | 0.1999 | 0.5810 | 0.037* | |
C5 | 0.5255 (5) | 0.2944 (3) | 0.6964 (4) | 0.0267 (11) | |
H5A | 0.5988 | 0.2570 | 0.7319 | 0.032* | |
C6 | 0.4883 (4) | 0.3692 (3) | 0.7469 (3) | 0.0224 (11) | |
C7 | 0.5741 (4) | 0.4053 (3) | 0.8439 (3) | 0.0209 (11) | |
H7A | 0.5226 | 0.4160 | 0.8873 | 0.025* | |
C8 | 0.6765 (5) | 0.3348 (4) | 0.8969 (4) | 0.0321 (12) | |
H8A | 0.6390 | 0.2760 | 0.9065 | 0.048* | |
H8B | 0.7237 | 0.3603 | 0.9598 | 0.048* | |
H8C | 0.7309 | 0.3240 | 0.8575 | 0.048* | |
C9 | 0.3397 (5) | 0.1269 (5) | 0.7041 (3) | 0.0391 (14) | |
C10 | 0.1783 (5) | 0.2485 (4) | 0.7096 (4) | 0.0333 (12) | |
C11 | 0.3860 (5) | 0.2394 (3) | 0.8494 (4) | 0.0310 (12) | |
C12 | 0.2957 (4) | 0.5065 (3) | 0.8624 (3) | 0.0244 (11) | |
C13 | 0.3506 (5) | 0.5640 (3) | 0.9442 (3) | 0.0273 (11) | |
H13A | 0.4092 | 0.6093 | 0.9408 | 0.033* | |
C14 | 0.3186 (5) | 0.5541 (4) | 1.0299 (4) | 0.0373 (13) | |
H14A | 0.3560 | 0.5924 | 1.0841 | 0.045* | |
C15 | 0.2321 (5) | 0.4882 (4) | 1.0354 (4) | 0.0401 (14) | |
H15A | 0.2101 | 0.4823 | 1.0930 | 0.048* | |
C16 | 0.1777 (5) | 0.4307 (4) | 0.9563 (4) | 0.0394 (13) | |
H16A | 0.1193 | 0.3857 | 0.9608 | 0.047* | |
C17 | 0.2092 (5) | 0.4389 (4) | 0.8694 (4) | 0.0320 (12) | |
H17A | 0.1725 | 0.3993 | 0.8162 | 0.038* | |
C18 | 0.1834 (4) | 0.5623 (3) | 0.6595 (3) | 0.0214 (10) | |
C19 | 0.0786 (4) | 0.5843 (3) | 0.6864 (4) | 0.0306 (12) | |
H19A | 0.0792 | 0.5749 | 0.7512 | 0.037* | |
C20 | −0.0277 (4) | 0.6203 (4) | 0.6174 (4) | 0.0406 (15) | |
H20A | −0.0971 | 0.6360 | 0.6366 | 0.049* | |
C21 | −0.0302 (4) | 0.6326 (6) | 0.5222 (4) | 0.0463 (13) | |
H21A | −0.1028 | 0.6546 | 0.4762 | 0.056* | |
C22 | 0.0728 (5) | 0.6133 (3) | 0.4921 (4) | 0.0364 (14) | |
H22A | 0.0711 | 0.6241 | 0.4272 | 0.044* | |
C23 | 0.1791 (5) | 0.5774 (3) | 0.5607 (4) | 0.0312 (12) | |
H23A | 0.2486 | 0.5632 | 0.5411 | 0.037* | |
C24 | 0.6969 (4) | 0.4961 (3) | 0.7200 (4) | 0.0257 (11) | |
C25 | 0.8037 (5) | 0.4397 (4) | 0.7324 (4) | 0.0375 (13) | |
H25A | 0.8531 | 0.4221 | 0.7952 | 0.045* | |
C26 | 0.8340 (6) | 0.4108 (4) | 0.6489 (5) | 0.0519 (17) | |
H26A | 0.9035 | 0.3726 | 0.6560 | 0.062* | |
C27 | 0.7622 (6) | 0.4382 (5) | 0.5558 (5) | 0.0539 (17) | |
H27A | 0.7833 | 0.4178 | 0.5008 | 0.065* | |
C28 | 0.6621 (5) | 0.4942 (4) | 0.5440 (4) | 0.0405 (14) | |
H28A | 0.6158 | 0.5136 | 0.4810 | 0.049* | |
C29 | 0.6273 (5) | 0.5233 (4) | 0.6253 (4) | 0.0298 (11) | |
H29A | 0.5571 | 0.5611 | 0.6161 | 0.036* | |
C30 | 0.7602 (4) | 0.5489 (3) | 0.9305 (4) | 0.0294 (12) | |
C31 | 0.8741 (5) | 0.5863 (4) | 0.9282 (5) | 0.0412 (14) | |
H31A | 0.8898 | 0.5941 | 0.8682 | 0.049* | |
C32 | 0.9640 (5) | 0.6120 (4) | 1.0155 (5) | 0.0561 (19) | |
H32A | 1.0396 | 0.6372 | 1.0137 | 0.067* | |
C33 | 0.9417 (6) | 0.6006 (5) | 1.1039 (5) | 0.0602 (19) | |
H33A | 1.0031 | 0.6163 | 1.1623 | 0.072* | |
C34 | 0.8301 (6) | 0.5662 (4) | 1.1071 (4) | 0.0488 (16) | |
H34A | 0.8153 | 0.5594 | 1.1676 | 0.059* | |
C35 | 0.7393 (5) | 0.5416 (4) | 1.0219 (4) | 0.0372 (13) | |
H35A | 0.6627 | 0.5197 | 1.0251 | 0.045* | |
C36 | 0.3429 (5) | 0.7555 (5) | 0.7539 (4) | 0.0319 (13) | |
H36A | 0.2583 | 0.7323 | 0.7455 | 0.038* | |
C37 | 0.3780 (5) | 0.7511 (4) | 0.6693 (4) | 0.0337 (12) | |
H37A | 0.3130 | 0.7252 | 0.6124 | 0.040* | |
C38 | 0.4643 (6) | 0.8215 (4) | 0.6405 (4) | 0.0436 (15) | |
H38A | 0.4598 | 0.8820 | 0.6717 | 0.052* | |
H38B | 0.4346 | 0.8311 | 0.5696 | 0.052* | |
C39 | 0.6025 (6) | 0.7889 (4) | 0.6703 (4) | 0.0474 (16) | |
H39A | 0.6137 | 0.7464 | 0.6201 | 0.057* | |
H39B | 0.6554 | 0.8437 | 0.6730 | 0.057* | |
C40 | 0.6429 (5) | 0.7393 (4) | 0.7688 (4) | 0.0314 (13) | |
H40A | 0.7246 | 0.7086 | 0.7839 | 0.038* | |
C41 | 0.6073 (5) | 0.7600 (4) | 0.8505 (4) | 0.0295 (12) | |
H41A | 0.6689 | 0.7408 | 0.9126 | 0.035* | |
C42 | 0.5309 (5) | 0.8449 (4) | 0.8616 (4) | 0.0352 (13) | |
H42A | 0.5406 | 0.8946 | 0.8173 | 0.042* | |
H42B | 0.5629 | 0.8688 | 0.9285 | 0.042* | |
C43 | 0.3912 (5) | 0.8222 (4) | 0.8390 (4) | 0.0409 (14) | |
H43A | 0.3776 | 0.7945 | 0.8973 | 0.049* | |
H43B | 0.3441 | 0.8808 | 0.8246 | 0.049* | |
B1 | 0.2944 (6) | 0.5734 (5) | 0.3265 (6) | 0.0491 (18) | |
F1 | 0.3742 (5) | 0.5434 (5) | 0.2812 (4) | 0.125 (2) | |
F2 | 0.1993 (4) | 0.5114 (3) | 0.3198 (4) | 0.1059 (16) | |
F3 | 0.2351 (9) | 0.6544 (9) | 0.3038 (10) | 0.100 (4)* | 0.491 (14) |
F4 | 0.3723 (9) | 0.5784 (8) | 0.4216 (6) | 0.068 (3)* | 0.491 (14) |
F3' | 0.2441 (6) | 0.6425 (8) | 0.2476 (7) | 0.067 (3)* | 0.509 (14) |
F4' | 0.3289 (8) | 0.6268 (10) | 0.4078 (6) | 0.083 (3)* | 0.509 (14) |
O100 | 0.0839 (4) | 0.3606 (3) | 0.3735 (4) | 0.0674 (13) | |
H100 | 0.1203 | 0.4152 | 0.3546 | 0.088* | |
C100 | −0.0335 (7) | 0.3835 (6) | 0.3807 (8) | 0.094 (3) | |
H101 | −0.0821 | 0.4133 | 0.3209 | 0.141* | |
H102 | −0.0239 | 0.4260 | 0.4353 | 0.141* | |
H103 | −0.0737 | 0.3266 | 0.3914 | 0.141* | |
O200 | 0.0229 (9) | 0.2499 (5) | 0.1956 (6) | 0.058 (2) | 0.50 |
H200 | 0.0632 | 0.2754 | 0.2591 | 0.075* | 0.50 |
C200 | 0.0024 (15) | 0.3204 (9) | 0.1265 (9) | 0.068 (4) | 0.50 |
H201 | 0.0824 | 0.3422 | 0.1205 | 0.102* | 0.50 |
H202 | −0.0403 | 0.3734 | 0.1469 | 0.102* | 0.50 |
H203 | −0.0496 | 0.2962 | 0.0626 | 0.102* | 0.50 |
U11 | U22 | U33 | U12 | U13 | U23 | |
Rh1 | 0.02224 (17) | 0.01532 (16) | 0.02386 (18) | 0.0007 (2) | 0.00291 (13) | 0.0010 (2) |
Cr1 | 0.0274 (4) | 0.0192 (4) | 0.0215 (4) | 0.0000 (4) | 0.0045 (3) | −0.0011 (4) |
P1 | 0.0190 (7) | 0.0165 (7) | 0.0220 (7) | 0.0016 (6) | 0.0018 (6) | −0.0001 (7) |
P2 | 0.0190 (6) | 0.0193 (7) | 0.0253 (7) | −0.0004 (6) | 0.0023 (6) | 0.0014 (6) |
O1 | 0.087 (4) | 0.008 (2) | 0.088 (4) | −0.001 (2) | 0.043 (3) | −0.006 (2) |
O2 | 0.034 (2) | 0.045 (2) | 0.057 (2) | −0.0031 (19) | 0.0103 (18) | −0.001 (2) |
O3 | 0.060 (3) | 0.063 (3) | 0.025 (2) | −0.013 (2) | 0.0076 (19) | 0.0066 (19) |
C1 | 0.024 (2) | 0.014 (2) | 0.020 (2) | −0.0022 (19) | 0.003 (2) | 0.0015 (19) |
C2 | 0.024 (2) | 0.023 (3) | 0.024 (3) | 0.000 (2) | −0.001 (2) | 0.003 (2) |
C3 | 0.044 (3) | 0.022 (3) | 0.021 (3) | −0.001 (2) | 0.007 (2) | −0.003 (2) |
C4 | 0.044 (3) | 0.021 (2) | 0.030 (3) | 0.000 (2) | 0.017 (2) | −0.007 (2) |
C5 | 0.032 (3) | 0.021 (2) | 0.028 (3) | 0.003 (2) | 0.010 (2) | −0.002 (2) |
C6 | 0.025 (3) | 0.018 (2) | 0.022 (3) | −0.004 (2) | 0.004 (2) | 0.001 (2) |
C7 | 0.022 (3) | 0.020 (3) | 0.018 (3) | 0.002 (2) | 0.002 (2) | 0.006 (2) |
C8 | 0.029 (3) | 0.025 (3) | 0.034 (3) | 0.011 (2) | −0.002 (2) | 0.007 (2) |
C9 | 0.040 (3) | 0.050 (4) | 0.032 (3) | 0.000 (3) | 0.018 (2) | 0.000 (3) |
C10 | 0.041 (3) | 0.024 (3) | 0.032 (3) | 0.001 (3) | 0.007 (2) | −0.001 (2) |
C11 | 0.032 (3) | 0.018 (3) | 0.041 (3) | −0.011 (2) | 0.007 (2) | 0.000 (2) |
C12 | 0.025 (2) | 0.021 (3) | 0.026 (3) | 0.004 (2) | 0.005 (2) | 0.004 (2) |
C13 | 0.034 (3) | 0.022 (3) | 0.025 (3) | 0.003 (2) | 0.008 (2) | 0.003 (2) |
C14 | 0.055 (4) | 0.030 (3) | 0.025 (3) | 0.009 (3) | 0.009 (3) | −0.003 (2) |
C15 | 0.049 (3) | 0.042 (3) | 0.036 (3) | 0.015 (3) | 0.023 (3) | 0.010 (3) |
C16 | 0.041 (3) | 0.044 (3) | 0.038 (3) | −0.002 (3) | 0.020 (3) | 0.004 (3) |
C17 | 0.027 (3) | 0.037 (3) | 0.031 (3) | −0.006 (2) | 0.007 (2) | 0.000 (2) |
C18 | 0.018 (2) | 0.015 (2) | 0.028 (3) | −0.0047 (19) | 0.001 (2) | −0.002 (2) |
C19 | 0.029 (3) | 0.027 (3) | 0.033 (3) | 0.001 (2) | 0.006 (2) | −0.001 (2) |
C20 | 0.026 (2) | 0.037 (4) | 0.052 (3) | 0.011 (3) | 0.003 (2) | 0.002 (3) |
C21 | 0.032 (3) | 0.047 (3) | 0.044 (3) | 0.010 (4) | −0.012 (2) | 0.007 (4) |
C22 | 0.038 (3) | 0.034 (4) | 0.027 (3) | 0.007 (2) | −0.005 (2) | 0.004 (2) |
C23 | 0.032 (3) | 0.024 (3) | 0.034 (3) | 0.006 (2) | 0.004 (2) | 0.004 (2) |
C24 | 0.021 (2) | 0.019 (2) | 0.036 (3) | −0.001 (2) | 0.008 (2) | −0.003 (2) |
C25 | 0.024 (3) | 0.037 (3) | 0.054 (4) | 0.007 (2) | 0.016 (3) | −0.003 (3) |
C26 | 0.039 (3) | 0.046 (4) | 0.079 (5) | 0.004 (3) | 0.029 (4) | −0.013 (4) |
C27 | 0.055 (4) | 0.062 (4) | 0.055 (4) | −0.007 (3) | 0.033 (4) | −0.025 (4) |
C28 | 0.049 (4) | 0.037 (3) | 0.037 (3) | −0.011 (3) | 0.015 (3) | −0.013 (3) |
C29 | 0.031 (3) | 0.031 (3) | 0.029 (3) | −0.001 (2) | 0.011 (2) | −0.009 (2) |
C30 | 0.019 (2) | 0.024 (3) | 0.037 (3) | 0.008 (2) | −0.003 (2) | 0.003 (2) |
C31 | 0.029 (3) | 0.034 (3) | 0.057 (4) | 0.002 (3) | 0.008 (3) | −0.012 (3) |
C32 | 0.026 (3) | 0.043 (4) | 0.083 (5) | 0.001 (2) | −0.006 (3) | −0.021 (3) |
C33 | 0.045 (4) | 0.061 (4) | 0.050 (4) | 0.017 (3) | −0.021 (3) | −0.027 (3) |
C34 | 0.041 (4) | 0.054 (4) | 0.038 (3) | 0.012 (3) | −0.008 (3) | −0.008 (3) |
C35 | 0.040 (3) | 0.027 (3) | 0.041 (3) | 0.004 (3) | 0.007 (3) | −0.006 (3) |
C36 | 0.027 (3) | 0.023 (3) | 0.042 (3) | 0.002 (3) | 0.005 (3) | 0.001 (3) |
C37 | 0.038 (3) | 0.021 (3) | 0.032 (3) | 0.004 (3) | −0.004 (2) | 0.011 (2) |
C38 | 0.063 (4) | 0.025 (3) | 0.039 (3) | 0.002 (3) | 0.010 (3) | 0.012 (3) |
C39 | 0.069 (4) | 0.035 (3) | 0.041 (4) | −0.013 (3) | 0.021 (3) | 0.005 (3) |
C40 | 0.024 (3) | 0.029 (3) | 0.043 (3) | −0.008 (2) | 0.013 (2) | −0.002 (3) |
C41 | 0.027 (3) | 0.020 (2) | 0.037 (3) | −0.008 (2) | 0.004 (2) | −0.006 (3) |
C42 | 0.042 (3) | 0.031 (3) | 0.032 (3) | 0.003 (3) | 0.011 (3) | −0.006 (3) |
C43 | 0.052 (4) | 0.019 (3) | 0.052 (4) | 0.008 (3) | 0.018 (3) | −0.005 (3) |
B1 | 0.032 (4) | 0.042 (4) | 0.070 (5) | −0.007 (3) | 0.011 (4) | 0.002 (4) |
F1 | 0.112 (4) | 0.160 (6) | 0.125 (5) | −0.001 (4) | 0.071 (4) | −0.032 (4) |
F2 | 0.095 (3) | 0.087 (3) | 0.131 (4) | −0.051 (3) | 0.028 (3) | 0.008 (3) |
O100 | 0.062 (3) | 0.054 (3) | 0.083 (3) | −0.007 (2) | 0.019 (3) | 0.016 (3) |
C100 | 0.051 (5) | 0.063 (5) | 0.161 (9) | −0.010 (4) | 0.023 (5) | −0.015 (5) |
O200 | 0.121 (8) | 0.026 (4) | 0.046 (5) | −0.004 (5) | 0.053 (5) | −0.003 (4) |
C200 | 0.100 (12) | 0.061 (9) | 0.040 (7) | 0.026 (8) | 0.019 (8) | −0.002 (7) |
Rh1—C37 | 2.234 (5) | C22—H22A | 0.9300 |
Rh1—C41 | 2.251 (5) | C23—H23A | 0.9300 |
Rh1—C36 | 2.257 (6) | C24—C29 | 1.390 (7) |
Rh1—C40 | 2.265 (5) | C24—C25 | 1.408 (7) |
Rh1—P2 | 2.2786 (15) | C25—C26 | 1.394 (8) |
Rh1—P1 | 2.2904 (15) | C25—H25A | 0.9300 |
Cr1—C11 | 1.833 (6) | C26—C27 | 1.379 (9) |
Cr1—C10 | 1.833 (6) | C26—H26A | 0.9300 |
Cr1—C9 | 1.844 (7) | C27—C28 | 1.344 (8) |
Cr1—C2 | 2.192 (5) | C27—H27A | 0.9300 |
Cr1—C3 | 2.215 (5) | C28—C29 | 1.392 (7) |
Cr1—C4 | 2.218 (5) | C28—H28A | 0.9300 |
Cr1—C5 | 2.218 (5) | C29—H29A | 0.9300 |
Cr1—C6 | 2.222 (5) | C30—C35 | 1.395 (7) |
Cr1—C1 | 2.250 (4) | C30—C31 | 1.396 (7) |
P1—C18 | 1.820 (5) | C31—C32 | 1.389 (8) |
P1—C12 | 1.828 (5) | C31—H31A | 0.9300 |
P1—C1 | 1.851 (5) | C32—C33 | 1.365 (9) |
P2—C30 | 1.814 (5) | C32—H32A | 0.9300 |
P2—C24 | 1.815 (5) | C33—C34 | 1.361 (9) |
P2—C7 | 1.868 (5) | C33—H33A | 0.9300 |
O1—C9 | 1.172 (8) | C34—C35 | 1.370 (8) |
O2—C10 | 1.164 (6) | C34—H34A | 0.9300 |
O3—C11 | 1.152 (6) | C35—H35A | 0.9300 |
C1—C2 | 1.424 (6) | C36—C37 | 1.378 (8) |
C1—C6 | 1.435 (6) | C36—C43 | 1.499 (8) |
C2—C3 | 1.395 (7) | C36—H36A | 0.9800 |
C2—H2A | 0.9800 | C37—C38 | 1.531 (8) |
C3—C4 | 1.396 (7) | C37—H37A | 0.9800 |
C3—H3A | 0.9800 | C38—C39 | 1.553 (9) |
C4—C5 | 1.394 (7) | C38—H38A | 0.9700 |
C4—H4A | 0.9800 | C38—H38B | 0.9700 |
C5—C6 | 1.410 (7) | C39—C40 | 1.507 (8) |
C5—H5A | 0.9800 | C39—H39A | 0.9700 |
C6—C7 | 1.510 (6) | C39—H39B | 0.9700 |
C7—C8 | 1.536 (6) | C40—C41 | 1.372 (7) |
C7—H7A | 0.9800 | C40—H40A | 0.9800 |
C8—H8A | 0.9600 | C41—C42 | 1.511 (7) |
C8—H8B | 0.9600 | C41—H41A | 0.9800 |
C8—H8C | 0.9600 | C42—C43 | 1.540 (8) |
C12—C17 | 1.390 (7) | C42—H42A | 0.9700 |
C12—C13 | 1.398 (7) | C42—H42B | 0.9700 |
C13—C14 | 1.381 (7) | C43—H43A | 0.9700 |
C13—H13A | 0.9300 | C43—H43B | 0.9700 |
C14—C15 | 1.366 (7) | B1—F3 | 1.314 (14) |
C14—H14A | 0.9300 | B1—F1 | 1.326 (8) |
C15—C16 | 1.371 (8) | B1—F4' | 1.335 (12) |
C15—H15A | 0.9300 | B1—F2 | 1.363 (8) |
C16—C17 | 1.391 (7) | B1—F4 | 1.370 (11) |
C16—H16A | 0.9300 | B1—F3' | 1.465 (12) |
C17—H17A | 0.9300 | O100—C100 | 1.395 (8) |
C18—C19 | 1.383 (6) | O100—H100 | 0.9500 |
C18—C23 | 1.407 (7) | C100—H101 | 0.9572 |
C19—C20 | 1.391 (7) | C100—H102 | 0.9608 |
C19—H19A | 0.9300 | C100—H103 | 0.9565 |
C20—C21 | 1.358 (7) | O200—C200 | 1.369 (12) |
C20—H20A | 0.9300 | O200—H200 | 0.9500 |
C21—C22 | 1.381 (7) | C200—H201 | 0.9801 |
C21—H21A | 0.9300 | C200—H202 | 0.9801 |
C22—C23 | 1.388 (7) | C200—H203 | 0.9801 |
C37—Rh1—C41 | 85.4 (2) | C16—C17—H17A | 120.1 |
C37—Rh1—C36 | 35.7 (2) | C19—C18—C23 | 118.1 (4) |
C41—Rh1—C36 | 79.2 (2) | C19—C18—P1 | 123.4 (4) |
C37—Rh1—C40 | 79.9 (2) | C23—C18—P1 | 118.1 (4) |
C41—Rh1—C40 | 35.38 (18) | C18—C19—C20 | 120.7 (5) |
C36—Rh1—C40 | 94.7 (2) | C18—C19—H19A | 119.7 |
C37—Rh1—P2 | 154.47 (14) | C20—C19—H19A | 119.7 |
C41—Rh1—P2 | 96.93 (14) | C21—C20—C19 | 120.1 (5) |
C36—Rh1—P2 | 169.41 (15) | C21—C20—H20A | 120.0 |
C40—Rh1—P2 | 87.39 (14) | C19—C20—H20A | 120.0 |
C37—Rh1—P1 | 98.48 (14) | C20—C21—C22 | 121.4 (5) |
C41—Rh1—P1 | 155.30 (14) | C20—C21—H21A | 119.3 |
C36—Rh1—P1 | 89.78 (15) | C22—C21—H21A | 119.3 |
C40—Rh1—P1 | 169.31 (14) | C21—C22—C23 | 118.7 (5) |
P2—Rh1—P1 | 89.94 (5) | C21—C22—H22A | 120.7 |
C11—Cr1—C10 | 88.9 (2) | C23—C22—H22A | 120.7 |
C11—Cr1—C9 | 87.0 (2) | C22—C23—C18 | 121.1 (5) |
C10—Cr1—C9 | 86.5 (2) | C22—C23—H23A | 119.5 |
C11—Cr1—C2 | 137.9 (2) | C18—C23—H23A | 119.5 |
C10—Cr1—C2 | 88.4 (2) | C29—C24—C25 | 119.0 (5) |
C9—Cr1—C2 | 134.7 (2) | C29—C24—P2 | 117.2 (4) |
C11—Cr1—C3 | 166.4 (2) | C25—C24—P2 | 123.4 (4) |
C10—Cr1—C3 | 102.4 (2) | C26—C25—C24 | 118.8 (5) |
C9—Cr1—C3 | 101.1 (2) | C26—C25—H25A | 120.6 |
C2—Cr1—C3 | 36.90 (17) | C24—C25—H25A | 120.6 |
C11—Cr1—C4 | 134.3 (2) | C27—C26—C25 | 120.8 (5) |
C10—Cr1—C4 | 135.9 (2) | C27—C26—H26A | 119.6 |
C9—Cr1—C4 | 87.5 (2) | C25—C26—H26A | 119.6 |
C2—Cr1—C4 | 66.04 (19) | C28—C27—C26 | 120.5 (6) |
C3—Cr1—C4 | 36.70 (18) | C28—C27—H27A | 119.8 |
C11—Cr1—C5 | 101.5 (2) | C26—C27—H27A | 119.8 |
C10—Cr1—C5 | 166.4 (2) | C27—C28—C29 | 120.6 (6) |
C9—Cr1—C5 | 102.71 (19) | C27—C28—H28A | 119.7 |
C2—Cr1—C5 | 78.05 (18) | C29—C28—H28A | 119.7 |
C3—Cr1—C5 | 66.22 (19) | C24—C29—C28 | 120.4 (5) |
C4—Cr1—C5 | 36.63 (17) | C24—C29—H29A | 119.8 |
C11—Cr1—C6 | 86.73 (19) | C28—C29—H29A | 119.8 |
C10—Cr1—C6 | 136.7 (2) | C35—C30—C31 | 117.9 (5) |
C9—Cr1—C6 | 136.1 (2) | C35—C30—P2 | 118.9 (4) |
C2—Cr1—C6 | 67.54 (17) | C31—C30—P2 | 122.8 (4) |
C3—Cr1—C6 | 79.83 (18) | C32—C31—C30 | 120.1 (6) |
C4—Cr1—C6 | 67.02 (18) | C32—C31—H31A | 119.9 |
C5—Cr1—C6 | 37.03 (17) | C30—C31—H31A | 119.9 |
C11—Cr1—C1 | 103.28 (18) | C33—C32—C31 | 120.2 (6) |
C10—Cr1—C1 | 103.0 (2) | C33—C32—H32A | 119.9 |
C9—Cr1—C1 | 165.98 (19) | C31—C32—H32A | 119.9 |
C2—Cr1—C1 | 37.35 (16) | C34—C33—C32 | 120.3 (5) |
C3—Cr1—C1 | 67.05 (17) | C34—C33—H33A | 119.9 |
C4—Cr1—C1 | 78.48 (17) | C32—C33—H33A | 119.9 |
C5—Cr1—C1 | 66.22 (17) | C33—C34—C35 | 120.6 (6) |
C6—Cr1—C1 | 37.42 (16) | C33—C34—H34A | 119.7 |
C18—P1—C12 | 104.5 (2) | C35—C34—H34A | 119.7 |
C18—P1—C1 | 104.4 (2) | C34—C35—C30 | 120.8 (5) |
C12—P1—C1 | 108.3 (2) | C34—C35—H35A | 119.6 |
C18—P1—Rh1 | 114.70 (15) | C30—C35—H35A | 119.6 |
C12—P1—Rh1 | 110.37 (16) | C37—C36—C43 | 127.2 (6) |
C1—P1—Rh1 | 113.84 (15) | C37—C36—Rh1 | 71.2 (3) |
C30—P2—C24 | 108.9 (2) | C43—C36—Rh1 | 107.1 (4) |
C30—P2—C7 | 104.2 (2) | C37—C36—H36A | 114.0 |
C24—P2—C7 | 101.6 (2) | C43—C36—H36A | 114.0 |
C30—P2—Rh1 | 115.23 (16) | Rh1—C36—H36A | 114.0 |
C24—P2—Rh1 | 110.16 (17) | C36—C37—C38 | 125.4 (5) |
C7—P2—Rh1 | 115.62 (16) | C36—C37—Rh1 | 73.0 (3) |
C2—C1—C6 | 118.3 (4) | C38—C37—Rh1 | 111.5 (3) |
C2—C1—P1 | 120.8 (3) | C36—C37—H37A | 113.3 |
C6—C1—P1 | 120.3 (3) | C38—C37—H37A | 113.3 |
C2—C1—Cr1 | 69.1 (3) | Rh1—C37—H37A | 113.3 |
C6—C1—Cr1 | 70.2 (3) | C37—C38—C39 | 113.6 (4) |
P1—C1—Cr1 | 140.6 (2) | C37—C38—H38A | 108.9 |
C3—C2—C1 | 122.1 (4) | C39—C38—H38A | 108.9 |
C3—C2—Cr1 | 72.4 (3) | C37—C38—H38B | 108.9 |
C1—C2—Cr1 | 73.5 (3) | C39—C38—H38B | 108.9 |
C3—C2—H2A | 118.6 | H38A—C38—H38B | 107.7 |
C1—C2—H2A | 118.6 | C40—C39—C38 | 112.6 (5) |
Cr1—C2—H2A | 118.6 | C40—C39—H39A | 109.1 |
C2—C3—C4 | 118.9 (4) | C38—C39—H39A | 109.1 |
C2—C3—Cr1 | 70.7 (3) | C40—C39—H39B | 109.1 |
C4—C3—Cr1 | 71.8 (3) | C38—C39—H39B | 109.1 |
C2—C3—H3A | 120.1 | H39A—C39—H39B | 107.8 |
C4—C3—H3A | 120.1 | C41—C40—C39 | 127.2 (5) |
Cr1—C3—H3A | 120.1 | C41—C40—Rh1 | 71.7 (3) |
C5—C4—C3 | 120.5 (4) | C39—C40—Rh1 | 106.9 (3) |
C5—C4—Cr1 | 71.7 (3) | C41—C40—H40A | 114.0 |
C3—C4—Cr1 | 71.5 (3) | C39—C40—H40A | 114.0 |
C5—C4—H4A | 119.2 | Rh1—C40—H40A | 114.0 |
C3—C4—H4A | 119.2 | C40—C41—C42 | 125.5 (5) |
Cr1—C4—H4A | 119.2 | C40—C41—Rh1 | 72.9 (3) |
C4—C5—C6 | 121.9 (4) | C42—C41—Rh1 | 111.9 (3) |
C4—C5—Cr1 | 71.7 (3) | C40—C41—H41A | 113.2 |
C6—C5—Cr1 | 71.6 (3) | C42—C41—H41A | 113.2 |
C4—C5—H5A | 118.4 | Rh1—C41—H41A | 113.2 |
C6—C5—H5A | 118.4 | C41—C42—C43 | 113.0 (4) |
Cr1—C5—H5A | 118.4 | C41—C42—H42A | 109.0 |
C5—C6—C1 | 118.2 (4) | C43—C42—H42A | 109.0 |
C5—C6—C7 | 120.7 (4) | C41—C42—H42B | 109.0 |
C1—C6—C7 | 121.0 (4) | C43—C42—H42B | 109.0 |
C5—C6—Cr1 | 71.3 (3) | H42A—C42—H42B | 107.8 |
C1—C6—Cr1 | 72.4 (3) | C36—C43—C42 | 113.2 (5) |
C7—C6—Cr1 | 130.6 (3) | C36—C43—H43A | 108.9 |
C6—C7—C8 | 113.8 (4) | C42—C43—H43A | 108.9 |
C6—C7—P2 | 107.3 (3) | C36—C43—H43B | 108.9 |
C8—C7—P2 | 114.5 (3) | C42—C43—H43B | 108.9 |
C6—C7—H7A | 106.9 | H43A—C43—H43B | 107.7 |
C8—C7—H7A | 106.9 | F3—B1—F1 | 121.8 (9) |
P2—C7—H7A | 106.9 | F3—B1—F4' | 73.3 (8) |
C7—C8—H8A | 109.5 | F1—B1—F4' | 122.8 (7) |
C7—C8—H8B | 109.5 | F3—B1—F2 | 102.2 (6) |
H8A—C8—H8B | 109.5 | F1—B1—F2 | 113.3 (7) |
C7—C8—H8C | 109.5 | F4'—B1—F2 | 115.9 (7) |
H8A—C8—H8C | 109.5 | F3—B1—F4 | 108.8 (8) |
H8B—C8—H8C | 109.5 | F1—B1—F4 | 99.9 (7) |
O1—C9—Cr1 | 177.3 (4) | F2—B1—F4 | 110.8 (7) |
O2—C10—Cr1 | 179.1 (5) | F1—B1—F3' | 90.0 (7) |
O3—C11—Cr1 | 179.0 (5) | F4'—B1—F3' | 103.3 (8) |
C17—C12—C13 | 118.7 (4) | F2—B1—F3' | 105.2 (6) |
C17—C12—P1 | 122.2 (4) | F4—B1—F3' | 134.7 (8) |
C13—C12—P1 | 118.9 (3) | C100—O100—H100 | 109.5 |
C14—C13—C12 | 120.5 (5) | O100—C100—H101 | 109.5 |
C14—C13—H13A | 119.8 | O100—C100—H102 | 109.2 |
C12—C13—H13A | 119.8 | H101—C100—H102 | 109.6 |
C15—C14—C13 | 120.2 (5) | O100—C100—H103 | 108.8 |
C15—C14—H14A | 119.9 | H101—C100—H103 | 110.0 |
C13—C14—H14A | 119.9 | H102—C100—H103 | 109.7 |
C14—C15—C16 | 120.3 (5) | C200—O200—H200 | 109.5 |
C14—C15—H15A | 119.9 | O200—C200—H201 | 109.5 |
C16—C15—H15A | 119.9 | O200—C200—H202 | 109.5 |
C15—C16—C17 | 120.5 (5) | H201—C200—H202 | 109.5 |
C15—C16—H16A | 119.7 | O200—C200—H203 | 109.5 |
C17—C16—H16A | 119.7 | H201—C200—H203 | 109.5 |
C12—C17—C16 | 119.7 (5) | H202—C200—H203 | 109.5 |
C12—C17—H17A | 120.1 | ||
C37—Rh1—P1—C18 | 0.5 (2) | P1—C1—C6—Cr1 | 137.8 (3) |
C41—Rh1—P1—C18 | 98.1 (4) | C11—Cr1—C6—C5 | 114.0 (3) |
C36—Rh1—P1—C18 | 35.3 (2) | C10—Cr1—C6—C5 | −161.1 (3) |
C40—Rh1—P1—C18 | −79.8 (8) | C9—Cr1—C6—C5 | 31.7 (4) |
P2—Rh1—P1—C18 | −155.27 (17) | C2—Cr1—C6—C5 | −100.1 (3) |
C37—Rh1—P1—C12 | −117.2 (2) | C3—Cr1—C6—C5 | −63.7 (3) |
C41—Rh1—P1—C12 | −19.6 (4) | C4—Cr1—C6—C5 | −27.7 (3) |
C36—Rh1—P1—C12 | −82.4 (2) | C1—Cr1—C6—C5 | −129.1 (4) |
C40—Rh1—P1—C12 | 162.5 (8) | C11—Cr1—C6—C1 | −117.0 (3) |
P2—Rh1—P1—C12 | 87.03 (17) | C10—Cr1—C6—C1 | −32.1 (4) |
C37—Rh1—P1—C1 | 120.8 (2) | C9—Cr1—C6—C1 | 160.8 (3) |
C41—Rh1—P1—C1 | −141.7 (4) | C2—Cr1—C6—C1 | 28.9 (3) |
C36—Rh1—P1—C1 | 155.6 (2) | C3—Cr1—C6—C1 | 65.3 (3) |
C40—Rh1—P1—C1 | 40.4 (8) | C4—Cr1—C6—C1 | 101.4 (3) |
P2—Rh1—P1—C1 | −35.04 (16) | C5—Cr1—C6—C1 | 129.1 (4) |
C37—Rh1—P2—C30 | 116.2 (4) | C11—Cr1—C6—C7 | −1.0 (4) |
C41—Rh1—P2—C30 | 22.3 (2) | C10—Cr1—C6—C7 | 83.9 (5) |
C36—Rh1—P2—C30 | −45.4 (9) | C9—Cr1—C6—C7 | −83.2 (5) |
C40—Rh1—P2—C30 | 56.4 (2) | C2—Cr1—C6—C7 | 144.9 (5) |
P1—Rh1—P2—C30 | −133.9 (2) | C3—Cr1—C6—C7 | −178.7 (5) |
C37—Rh1—P2—C24 | −7.5 (4) | C4—Cr1—C6—C7 | −142.6 (5) |
C41—Rh1—P2—C24 | −101.4 (2) | C5—Cr1—C6—C7 | −114.9 (5) |
C36—Rh1—P2—C24 | −169.2 (9) | C1—Cr1—C6—C7 | 116.0 (5) |
C40—Rh1—P2—C24 | −67.3 (2) | C5—C6—C7—C8 | −20.4 (6) |
P1—Rh1—P2—C24 | 102.34 (18) | C1—C6—C7—C8 | 163.5 (4) |
C37—Rh1—P2—C7 | −122.0 (4) | Cr1—C6—C7—C8 | 70.8 (6) |
C41—Rh1—P2—C7 | 144.1 (2) | C5—C6—C7—P2 | 107.3 (4) |
C36—Rh1—P2—C7 | 76.3 (9) | C1—C6—C7—P2 | −68.7 (5) |
C40—Rh1—P2—C7 | 178.2 (2) | Cr1—C6—C7—P2 | −161.5 (3) |
P1—Rh1—P2—C7 | −12.14 (18) | C30—P2—C7—C6 | −167.3 (3) |
C18—P1—C1—C2 | 3.5 (4) | C24—P2—C7—C6 | −54.1 (4) |
C12—P1—C1—C2 | 114.5 (4) | Rh1—P2—C7—C6 | 65.2 (3) |
Rh1—P1—C1—C2 | −122.4 (3) | C30—P2—C7—C8 | −39.9 (4) |
C18—P1—C1—C6 | 174.1 (4) | C24—P2—C7—C8 | 73.3 (4) |
C12—P1—C1—C6 | −75.0 (4) | Rh1—P2—C7—C8 | −167.5 (3) |
Rh1—P1—C1—C6 | 48.2 (4) | C18—P1—C12—C17 | 59.2 (4) |
C18—P1—C1—Cr1 | −90.6 (4) | C1—P1—C12—C17 | −51.8 (5) |
C12—P1—C1—Cr1 | 20.3 (4) | Rh1—P1—C12—C17 | −177.0 (4) |
Rh1—P1—C1—Cr1 | 143.5 (3) | C18—P1—C12—C13 | −116.5 (4) |
C11—Cr1—C1—C2 | −161.4 (3) | C1—P1—C12—C13 | 132.6 (4) |
C10—Cr1—C1—C2 | −69.4 (3) | Rh1—P1—C12—C13 | 7.3 (4) |
C9—Cr1—C1—C2 | 62.3 (9) | C17—C12—C13—C14 | −0.5 (7) |
C3—Cr1—C1—C2 | 28.8 (3) | P1—C12—C13—C14 | 175.3 (4) |
C4—Cr1—C1—C2 | 65.4 (3) | C12—C13—C14—C15 | −0.4 (8) |
C5—Cr1—C1—C2 | 101.8 (3) | C13—C14—C15—C16 | 0.8 (8) |
C6—Cr1—C1—C2 | 132.5 (4) | C14—C15—C16—C17 | −0.3 (8) |
C11—Cr1—C1—C6 | 66.1 (3) | C13—C12—C17—C16 | 1.0 (7) |
C10—Cr1—C1—C6 | 158.1 (3) | P1—C12—C17—C16 | −174.7 (4) |
C9—Cr1—C1—C6 | −70.2 (9) | C15—C16—C17—C12 | −0.6 (8) |
C2—Cr1—C1—C6 | −132.5 (4) | C12—P1—C18—C19 | 11.9 (4) |
C3—Cr1—C1—C6 | −103.8 (3) | C1—P1—C18—C19 | 125.7 (4) |
C4—Cr1—C1—C6 | −67.1 (3) | Rh1—P1—C18—C19 | −109.0 (4) |
C5—Cr1—C1—C6 | −30.7 (3) | C12—P1—C18—C23 | −175.6 (4) |
C11—Cr1—C1—P1 | −47.8 (4) | C1—P1—C18—C23 | −61.9 (4) |
C10—Cr1—C1—P1 | 44.2 (4) | Rh1—P1—C18—C23 | 63.4 (4) |
C9—Cr1—C1—P1 | 175.9 (7) | C23—C18—C19—C20 | 0.0 (7) |
C2—Cr1—C1—P1 | 113.6 (5) | P1—C18—C19—C20 | 172.5 (4) |
C3—Cr1—C1—P1 | 142.3 (4) | C18—C19—C20—C21 | 1.2 (8) |
C4—Cr1—C1—P1 | 179.0 (4) | C19—C20—C21—C22 | −2.4 (10) |
C5—Cr1—C1—P1 | −144.6 (4) | C20—C21—C22—C23 | 2.3 (10) |
C6—Cr1—C1—P1 | −113.9 (5) | C21—C22—C23—C18 | −1.1 (8) |
C6—C1—C2—C3 | −4.2 (7) | C19—C18—C23—C22 | 0.0 (7) |
P1—C1—C2—C3 | 166.5 (4) | P1—C18—C23—C22 | −172.9 (4) |
Cr1—C1—C2—C3 | −56.2 (4) | C30—P2—C24—C29 | −146.6 (4) |
C6—C1—C2—Cr1 | 51.9 (4) | C7—P2—C24—C29 | 103.8 (4) |
P1—C1—C2—Cr1 | −137.3 (3) | Rh1—P2—C24—C29 | −19.3 (4) |
C11—Cr1—C2—C3 | 160.1 (3) | C30—P2—C24—C25 | 41.2 (5) |
C10—Cr1—C2—C3 | −113.4 (3) | C7—P2—C24—C25 | −68.4 (5) |
C9—Cr1—C2—C3 | −30.0 (4) | Rh1—P2—C24—C25 | 168.5 (4) |
C4—Cr1—C2—C3 | 29.6 (3) | C29—C24—C25—C26 | −1.8 (8) |
C5—Cr1—C2—C3 | 66.1 (3) | P2—C24—C25—C26 | 170.2 (4) |
C6—Cr1—C2—C3 | 103.4 (3) | C24—C25—C26—C27 | 1.2 (9) |
C1—Cr1—C2—C3 | 132.4 (4) | C25—C26—C27—C28 | 0.6 (10) |
C11—Cr1—C2—C1 | 27.6 (4) | C26—C27—C28—C29 | −1.8 (9) |
C10—Cr1—C2—C1 | 114.2 (3) | C25—C24—C29—C28 | 0.7 (7) |
C9—Cr1—C2—C1 | −162.4 (3) | P2—C24—C29—C28 | −171.8 (4) |
C3—Cr1—C2—C1 | −132.4 (4) | C27—C28—C29—C24 | 1.1 (8) |
C4—Cr1—C2—C1 | −102.8 (3) | C24—P2—C30—C35 | −159.4 (4) |
C5—Cr1—C2—C1 | −66.3 (3) | C7—P2—C30—C35 | −51.5 (4) |
C6—Cr1—C2—C1 | −29.0 (3) | Rh1—P2—C30—C35 | 76.3 (4) |
C1—C2—C3—C4 | 1.6 (7) | C24—P2—C30—C31 | 28.6 (5) |
Cr1—C2—C3—C4 | −55.1 (4) | C7—P2—C30—C31 | 136.4 (4) |
C1—C2—C3—Cr1 | 56.7 (4) | Rh1—P2—C30—C31 | −95.8 (4) |
C11—Cr1—C3—C2 | −75.7 (10) | C35—C30—C31—C32 | 2.1 (8) |
C10—Cr1—C3—C2 | 70.0 (3) | P2—C30—C31—C32 | 174.3 (4) |
C9—Cr1—C3—C2 | 158.7 (3) | C30—C31—C32—C33 | 0.2 (8) |
C4—Cr1—C3—C2 | −130.9 (4) | C31—C32—C33—C34 | −1.7 (9) |
C5—Cr1—C3—C2 | −102.1 (3) | C32—C33—C34—C35 | 0.8 (9) |
C6—Cr1—C3—C2 | −65.9 (3) | C33—C34—C35—C30 | 1.7 (9) |
C1—Cr1—C3—C2 | −29.1 (3) | C31—C30—C35—C34 | −3.1 (8) |
C11—Cr1—C3—C4 | 55.2 (10) | P2—C30—C35—C34 | −175.6 (4) |
C10—Cr1—C3—C4 | −159.1 (3) | C41—Rh1—C36—C37 | 97.3 (4) |
C9—Cr1—C3—C4 | −70.3 (3) | C40—Rh1—C36—C37 | 65.4 (3) |
C2—Cr1—C3—C4 | 130.9 (4) | P2—Rh1—C36—C37 | 166.6 (7) |
C5—Cr1—C3—C4 | 28.8 (3) | P1—Rh1—C36—C37 | −104.9 (3) |
C6—Cr1—C3—C4 | 65.0 (3) | C37—Rh1—C36—C43 | −124.3 (6) |
C1—Cr1—C3—C4 | 101.8 (3) | C41—Rh1—C36—C43 | −27.0 (4) |
C2—C3—C4—C5 | 0.0 (7) | C40—Rh1—C36—C43 | −58.9 (4) |
Cr1—C3—C4—C5 | −54.5 (4) | P2—Rh1—C36—C43 | 42.3 (12) |
C2—C3—C4—Cr1 | 54.5 (4) | P1—Rh1—C36—C43 | 130.8 (4) |
C11—Cr1—C4—C5 | −32.0 (4) | C43—C36—C37—C38 | −7.1 (9) |
C10—Cr1—C4—C5 | 162.4 (3) | Rh1—C36—C37—C38 | −104.7 (5) |
C9—Cr1—C4—C5 | −115.3 (3) | C43—C36—C37—Rh1 | 97.6 (6) |
C2—Cr1—C4—C5 | 102.6 (3) | C41—Rh1—C37—C36 | −77.8 (3) |
C3—Cr1—C4—C5 | 132.3 (4) | C40—Rh1—C37—C36 | −113.1 (4) |
C6—Cr1—C4—C5 | 28.0 (3) | P2—Rh1—C37—C36 | −174.3 (3) |
C1—Cr1—C4—C5 | 65.4 (3) | P1—Rh1—C37—C36 | 77.7 (3) |
C11—Cr1—C4—C3 | −164.3 (3) | C41—Rh1—C37—C38 | 44.2 (4) |
C10—Cr1—C4—C3 | 30.0 (4) | C36—Rh1—C37—C38 | 122.0 (6) |
C9—Cr1—C4—C3 | 112.4 (3) | C40—Rh1—C37—C38 | 9.0 (4) |
C2—Cr1—C4—C3 | −29.8 (3) | P2—Rh1—C37—C38 | −52.3 (6) |
C5—Cr1—C4—C3 | −132.3 (4) | P1—Rh1—C37—C38 | −160.3 (4) |
C6—Cr1—C4—C3 | −104.3 (3) | C36—C37—C38—C39 | 95.7 (6) |
C1—Cr1—C4—C3 | −66.9 (3) | Rh1—C37—C38—C39 | 11.7 (6) |
C3—C4—C5—C6 | 1.1 (7) | C37—C38—C39—C40 | −37.8 (7) |
Cr1—C4—C5—C6 | −53.3 (4) | C38—C39—C40—C41 | −36.3 (8) |
C3—C4—C5—Cr1 | 54.4 (4) | C38—C39—C40—Rh1 | 43.3 (5) |
C11—Cr1—C5—C4 | 157.3 (3) | C37—Rh1—C40—C41 | 96.4 (4) |
C10—Cr1—C5—C4 | −63.8 (9) | C36—Rh1—C40—C41 | 63.8 (4) |
C9—Cr1—C5—C4 | 67.8 (3) | P2—Rh1—C40—C41 | −105.8 (3) |
C2—Cr1—C5—C4 | −65.7 (3) | P1—Rh1—C40—C41 | 178.5 (6) |
C3—Cr1—C5—C4 | −28.9 (3) | C37—Rh1—C40—C39 | −28.1 (4) |
C6—Cr1—C5—C4 | −134.2 (4) | C41—Rh1—C40—C39 | −124.5 (5) |
C1—Cr1—C5—C4 | −103.1 (3) | C36—Rh1—C40—C39 | −60.7 (4) |
C11—Cr1—C5—C6 | −68.6 (3) | P2—Rh1—C40—C39 | 129.7 (4) |
C10—Cr1—C5—C6 | 70.4 (9) | P1—Rh1—C40—C39 | 54.1 (10) |
C9—Cr1—C5—C6 | −158.1 (3) | C39—C40—C41—C42 | −7.5 (9) |
C2—Cr1—C5—C6 | 68.4 (3) | Rh1—C40—C41—C42 | −105.1 (5) |
C3—Cr1—C5—C6 | 105.3 (3) | C39—C40—C41—Rh1 | 97.6 (5) |
C4—Cr1—C5—C6 | 134.2 (4) | C37—Rh1—C41—C40 | −78.9 (3) |
C1—Cr1—C5—C6 | 31.0 (3) | C36—Rh1—C41—C40 | −114.5 (4) |
C4—C5—C6—C1 | −3.7 (7) | P2—Rh1—C41—C40 | 75.5 (3) |
Cr1—C5—C6—C1 | −57.1 (4) | P1—Rh1—C41—C40 | −179.3 (3) |
C4—C5—C6—C7 | −179.9 (4) | C37—Rh1—C41—C42 | 43.1 (4) |
Cr1—C5—C6—C7 | 126.7 (4) | C36—Rh1—C41—C42 | 7.6 (4) |
C4—C5—C6—Cr1 | 53.3 (4) | C40—Rh1—C41—C42 | 122.0 (6) |
C2—C1—C6—C5 | 5.1 (6) | P2—Rh1—C41—C42 | −162.5 (4) |
P1—C1—C6—C5 | −165.7 (3) | P1—Rh1—C41—C42 | −57.3 (6) |
Cr1—C1—C6—C5 | 56.6 (4) | C40—C41—C42—C43 | 97.5 (6) |
C2—C1—C6—C7 | −178.7 (4) | Rh1—C41—C42—C43 | 13.3 (6) |
P1—C1—C6—C7 | 10.5 (6) | C37—C36—C43—C42 | −35.7 (8) |
Cr1—C1—C6—C7 | −127.2 (4) | Rh1—C36—C43—C42 | 43.4 (6) |
C2—C1—C6—Cr1 | −51.4 (4) | C41—C42—C43—C36 | −38.9 (7) |
Experimental details
(I) | (II) | (III) | |
Crystal data | |||
Chemical formula | [Cr(C32H28P2)(CO)3] | [CrRh(C7H8)(C32H28P2)(CO)3]·BF4·0.75CH4O | [CrRh(C8H12)(C32H28P2)(CO)3]·BF4·1.5CH4O |
Mr | 610.51 | 916.40 | 956.47 |
Crystal system, space group | Orthorhombic, P212121 | Tetragonal, P43212 | Monoclinic, P21 |
Temperature (K) | 293 | 110 | 200 |
a, b, c (Å) | 10.6758 (12), 13.5533 (15), 21.255 (2) | 14.3886 (6), 14.3886 (6), 76.056 (4) | 11.262 (2), 14.116 (3), 14.226 (3) |
α, β, γ (°) | 90, 90, 90 | 90, 90, 90 | 90, 107.81 (3), 90 |
V (Å3) | 3075.4 (6) | 15746.0 (13) | 2153.2 (7) |
Z | 4 | 16 | 2 |
Radiation type | Mo Kα | Mo Kα | Mo Kα |
µ (mm−1) | 0.51 | 0.84 | 0.77 |
Crystal size (mm) | 0.70 × 0.20 × 0.12 | 0.16 × 0.10 × 0.10 | 0.50 × 0.30 × 0.30 |
Data collection | |||
Diffractometer | Bruker SMART APEX CCD diffractometer | Bruker SMART APEX CCD diffractometer | Stoe IPDS image-plate diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick; 1996) | Multi-scan (SADABS; Sheldrick; 1996) | Empirical (using intensity measurements) (ABSCOR; Stoe & Cie, 1995) |
Tmin, Tmax | 0.717, 0.941 | 0.878, 0.921 | 0.700, 0.802 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 33737, 5572, 4996 | 72654, 13552, 9225 | 11684, 6454, 5511 |
Rint | 0.044 | 0.105 | 0.035 |
(sin θ/λ)max (Å−1) | 0.600 | 0.595 | 0.581 |
Refinement | |||
R[F2 > 2σ(F2)], wR(F2), S | 0.042, 0.098, 1.01 | 0.071, 0.174, 1.02 | 0.034, 0.074, 0.95 |
No. of reflections | 5572 | 13552 | 6454 |
No. of parameters | 371 | 983 | 532 |
No. of restraints | 0 | 9 | 3 |
H-atom treatment | H-atom parameters constrained | H-atom parameters constrained | H-atom parameters constrained |
w = 1/[σ2(Fo2) + (0.0546P)2 + 1.0577P] where P = (Fo2 + 2Fc2)/3 | Calculated w = 1/[σ2(Fo2) + (0.0804P)2 + 29.8752P] where P = (Fo2 + 2Fc2)/3 | w = 1/[σ2(Fo2) + (0.0388P)2] where P = (Fo2 + 2Fc2)/3 | |
Δρmax, Δρmin (e Å−3) | 0.33, −0.16 | 1.77, −0.90 | 0.63, −0.34 |
Absolute structure | Flack (1983), 2430 Friedel pairs | Flack (1983), 5780 Friedel pairs | Flack (1983), 2773 Friedel pairs |
Absolute structure parameter | 0.02 (2) | −0.01 (4) | 0.00 (2) |
Computer programs: SMART (Bruker, 2001), EXPOSE in IPDS (Stoe & Cie, 1995), SAINT-Plus (Bruker 1999), CELL in IPDS, SAINT-Plus, INTEGRATE in IPDS, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), PLATON (Spek, 1990), XP in SHELXTL (Bruker, 1999), SHELXL97.
P1-C1 | 1.854 (3) | P2-C8 | 1.878 (3) |
〈Cr1-C(C6H4 ring)〉 | 2.213 (4) | 〈Cr1-C(CO)〉 | 1.840 (4) |
C33-Cr1-C34 | 88.3 (2) | C34-Cr1-C35 | 88.8 (2) |
C35-Cr1-C33 | 88.6 (2) |
Rh1-P1 | 2.277 (3)/2.288 (3) | Rh1-P2 | 2.273 (3)/2.253 (3) |
Rh1-MP1 | 2.0974 (8)/2.1141 (6) | Rh1-MP2 | 2.1242 (7)/2.0962 (7) |
〈Rh1-C═C (diolefin)〉 | 2.221 (10)/2.215 (9) | ||
P1-C1 | 1.846 (11)/1.827 (9) | P2-C10 | 1.851 (10)/1.865 (10) |
P1-C24 | 1.810 (10)/1.823 (9) | P2-C11 | 1.810 (11)/1.807 (10) |
P1-C30 | 1.812 (9)/1.793 (10) | P2-C17 | 1.808 (10)/1.816 (10) |
〈Cr1-C(C6H4 ring)〉 | 2.214 (11)/2.226 (10) | 〈Cr1-C(CO)〉 | 1.826 (11)/1.843 (11) |
P1-Rh1-P2 | 91.60 (10)/91.42 (9) | MP1-Rh1-MP2 | 68.26 (3)/69.23 (2) |
P1-Rh1-MP1 | 99.02 (8)/101.11 (7) | P2-Rh1-MP2 | 101.03 (7)/98.53 (7) |
C2-Cr1-C3 | 87.5 (5)/85.9 (5) | C3-Cr1-C4 | 86.4 (5)/87.1 (5) |
C4-Cr1-C2 | 90.4 (5)/88.2 (5) |
Note: MP1 and MP2 denote the midpoints of the olefinic bonds C36-C37/C78-C79 and C39-C40/C81-C82, respectively. |
Rh1-P1 | 2.290 (2) | Rh1-P2 | 2.279 (2) |
Rh1-MP1 | 2.135 (5) | Rh1-MP2 | 2.149 (5) |
〈Rh1-C═C (diolefin)〉 | 2.249 (6) | ||
P1-C1 | 1.852 (5) | P2-C7 | 1.871 (5) |
P1-C12 | 1.832 (5) | P2-C24 | 1.815 (5) |
P1-C18 | 1.823 (5) | P2-C30 | 1.818 (5) |
〈Cr1-C(C6H4 ring)〉 | 2.217 (5) | 〈Cr1-C(CO)〉 | 1.835 (7) |
P1-Rh1-P2 | 90.0 (1) | MP1-Rh1-MP2 | 84.2 (1) |
P1-Rh1-MP1 | 94.4 (1) | P2-Rh1-MP2 | 92.2 (1) |
C9-Cr1-C10 | 86.5 (2) | C10-Cr1-C11 | 88.9 (2) |
C11-Cr1-C9 | 87.1 (2) |
Torsion angle | (I) | (II) | (III) |
Molecule 1/Molecule 2 | |||
Image 1 | -68.9 (5) | -68.6 (11)/-68.5 (10) | -68.9 (5) |
Image 2 | -92.3 (2) | -66.3 (8)/-56.8 (7) | -54.1 (3) |
Image 3 | -17.9 (4) | -19.5 (13)/-21.4 (13) | -20.0 (6) |
Image 4 | -61.6 (2) | -75.9 (9)/-83.6 (8) | -75.1 (4) |
One of our main interests lies in the field of the design, synthesis and application of new chiral ligands for asymmetric hydrogenation, including those incorporating an organometallic framework. For compound (R,R)-(I), first introduced by Uemura (Hayashi et al., 1995) in its enantiomeric form (S,S)-(I), we have recently reported an alternative synthetic route (Vasen et al., 2000; Braun et al., 2003), depicted in Scheme 1 as route (a), together with Uemura's route, (b). Uemura's method starts from the (S)-[(1-methoxymethoxy)ethyl]benzene chromium tricarbonyl complex which, after deprotonation with s-BuLi and quenching with ClPPh2, gives the ortho-substituted product in a 50% yield. Subsequent deprotection with boron trifluoride etherate (38%) and nucleophilic substitution of the hydroxy group for PPh2 with tetrafluoroboric acid and diphenylphosphine (80%) leads to the diphosphine in an overall yield of just 15%. In contrast, we employed (R)-[(1-dimethylamino)ethyl] benzene chromium tricarbonyl as the starting material. From this, ortho-substitution by a deprotonation/electrophilic addition sequence with t-BuLi and diphenyl phosphine gives the planar chiral product in almost quantitative yield (98%). The dimethylamino group is then substituted for a Cl atom employing ACE-Cl (1-chloroethyl chloroformate) with 90% yield, and this can easily be exchanged for the desired diphenylphosphine group in 83% yield. The overall yield of the synthesis of (I) is 73%, significantly higher than the aforementioned compound. \sch
For application in catalysis we have complexed (I) to NBD-Rh- and COD-Rh- fragments (NBD is norbornadiene and COD is cyclooctadiene) by standard laboratory procedures (Gladiali, 2000), forming the complexes [(NBD)Rh(PPh2/PPh2)]BF4·0.75CH4O, (II), and [(COD)Rh(PPh2/PPh2)]BF4·1.5CH4O, (III). Here, we present an X-ray crystallographic study of both the ligand and the two rhodium complexes (Figs. 1–3). Scheme 2 here.
It should be mentioned that the supplementary material associated with Uemura's original report (Hayashi et al., 1995) refers to a compound in the centrosymmetric space group P21/c, and hence to a racemic crystal rather than enantiomerically pure crystals. In the free ligand, (I), as typical for piano-stool compounds like these, the Cr tripod is oriented eclipsed with respect to the arene ring. The three carbonyl ligands are oriented synperiplanar with the respective C atoms of the benzene ring. The bond lengths and angles of the title three complexes are similar to those of the already published structures of [(NBD)Rh(PPh2/PCy2)]BF4 and [(NBD)Rh(PCy2/PPh2)]BF4 (Braun et al., 2003). The NBD complex, (II), crystallizes with two complex cations and two anions (BF4−) per asymmetric unit. The superposition of the two independent complex moieties and an analysis of the torsion angles (Table 4) shows that the geometry of the two molecules is almost the same, except for the phenyl rings on the P atoms, which adopt slightly different conformations, differing by about 9° in the two independent molecules of (II).
The deviation observed from square-planar towards a tetrahedral coordination sphere is characteristic. The dihedral angles between the planes defined by P/Rh/P and MP1/Rh/MP2 (MP denotes the midpoints of the coordinated double bond) are 3.3 (1) and 6.5 (1)° for (II), and 9.8 (1)° for (III). It is also found for rhodium diolefin complexes with other bisphosphine ligands that this dihedral angle is larger in COD complexes than in NBD complexes (Drexler et al., 2001; Spannenberg et al., 2001). No substantial change is found for the important bond lengths of the uncoordinated ligand on coordination to Rh (Tables 1–3).
Selected torsion angles may be used to describe the conformation of the chelate rings of the title complexes. Table 4 shows that these torsion angles do not differ significantly for the NBD complex, (II), and the COD complex, (III). For the group incorporating the α-C atom, as expected, it can be stated that it chooses a conformation in which the small H atom faces down towards the bulky chromium tricarbonyl moiety, while the diphenylphosphine group points away from the ring plane. We have calculated in (I) a dihedral angle for P2-α-C8—C6ipso—C1ortho of 68.9 (5)°. Since the two P atoms are in close proximity, they can readily coordinate a Rh centre. This dihedral angle does not change significantly on coordination to the Rh centre, as can be seen in Table 4. Nonetheless, a twist of 30° around the P—Casymm bond takes place, due to the orientation of the P lone pair towards the Rh.
Within the ligand, the four phenyl rings of both the ortho and the α diphenylphosphine groups adopt a conformation that exhibits a sense of helicity, probably induced by the asymmetry of the backbone of the ligand, which might lead to the formation of a chiral cavity for the prochiral substrate in the rhodium complex.
Table 4. Comparison of characteristic torsion angles in (I)-(III) (°).