Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536801003208/ci6009sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536801003208/ci6009Isup2.hkl |
CCDC reference: 159833
Key indicators
- Single-crystal X-ray study
- T = 203 K
- Mean (C-C) = 0.019 Å
- R factor = 0.058
- wR factor = 0.154
- Data-to-parameter ratio = 14.5
checkCIF results
No syntax errors found ADDSYM reports no extra symmetry
Alert Level C:
PLAT_711 Alert C BOND Unknown or Inconsistent Label ........ (1,2) RH1 (1,2) PLAT_711 Alert C BOND Unknown or Inconsistent Label ........ (1,2) RH1 (1,2) PLAT_711 Alert C BOND Unknown or Inconsistent Label ........ (5,6) RH1 (5,6) PLAT_711 Alert C BOND Unknown or Inconsistent Label ........ (5,6) RH1 (5,6) PLAT_711 Alert C BOND Unknown or Inconsistent Label ........ (9,10) RH2 (9,10) PLAT_711 Alert C BOND Unknown or Inconsistent Label ........ (9,10) RH2 (9,10) PLAT_711 Alert C BOND Unknown or Inconsistent Label ........ (13,14) RH2 (13,14) PLAT_711 Alert C BOND Unknown or Inconsistent Label ........ (13,14) RH2 (13,14) PLAT_712 Alert C ANGLE Unknown or Inconsistent Label ........ (1,2) (1,2) RH1 (1,2) PLAT_712 Alert C ANGLE Unknown or Inconsistent Label ........ (1,2) (1,2) RH1 (5,6) PLAT_712 Alert C ANGLE Unknown or Inconsistent Label ........ (1,2) (1,2) RH1 (5,6) PLAT_712 Alert C ANGLE Unknown or Inconsistent Label ........ (1,2) (1,2) RH1 (5,6) PLAT_712 Alert C ANGLE Unknown or Inconsistent Label ........ (1,2) (1,2) RH1 (5,6) PLAT_712 Alert C ANGLE Unknown or Inconsistent Label ........ (5,6) (5,6) RH1 (5,6) PLAT_712 Alert C ANGLE Unknown or Inconsistent Label ........ (9,10) (9,10) RH2 (13,14) PLAT_712 Alert C ANGLE Unknown or Inconsistent Label ........ (9,10) (9,10) RH2 (9,10) PLAT_712 Alert C ANGLE Unknown or Inconsistent Label ........ (9,10) (9,10) RH2 (13,14) PLAT_712 Alert C ANGLE Unknown or Inconsistent Label ........ (9,10) (9,10) RH2 (13,14) PLAT_712 Alert C ANGLE Unknown or Inconsistent Label ........ (9,10) (9,10) RH2 (13,14) PLAT_712 Alert C ANGLE Unknown or Inconsistent Label ........ (13,14) (13,14)RH2 (13,14)
0 Alert Level A = Potentially serious problem
0 Alert Level B = Potential problem
20 Alert Level C = Please check
[C8H12)2Rh](O3SCF3) was prepared according to published procedures (Burk et al., 1993; Schenck et al., 1985; Schrock & Osborn, 1971). Single crystals were grown from dichloromethane/pentane.
All non-H atoms were located by direct methods and subsequent alternate cycles of difference Fourier synthesis and full matrix least-squares refinement. The resulting structural model was refined to convergence with allowance for anisotropic thermal motion of the non-H atoms. H atoms were included in geometrically idealized positions employing appropriate riding models with isotropic displacement parameters constrained to 1.2Ueq of their carrier atoms. The high Ueq values observed for some of the C atoms of the cyclooctadiene ligands and the F and O atoms of the trifluoromethanesulfonate anion are associated with thermal motion of the rings and the respective CF3 and SO3 units of the anion. Several approaches at refining the structural model using split occupancies were attempted but the suspected disorder could not plausibly be resolved. As artificially short Csp3—Csp3 distances resulted for the bonds between C3 and C4 and, respectively, C11 and C12, these bond lengths were restrained to a more sensible target value of 1.50 (2) Å during the final cycles. The highest peaks and deepest holes in the final difference map were located at distances less than 1.3 Å from the heavy metal atom.
Data collection: CAD-4 EXPRESS (Enraf Nonius, 1994); cell refinement: CAD-4 EXPRESS; data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SIR97 (Altomare et al., 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3(Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).
Fig. 1. View of (I) (40% probability displacement ellipsoids); operators used for generating equivalent atoms _2 and _3 are (2 - x, y, 3/2 - z) and (-x, 1 - y, -z), respectively. |
[Rh(C8H12)2](CF3SO3) | F(000) = 1904 |
Mr = 468.33 | Dx = 1.699 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 14.072 (2) Å | Cell parameters from 25 reflections |
b = 17.617 (2) Å | θ = 7.4–11.8° |
c = 14.840 (2) Å | µ = 1.09 mm−1 |
β = 95.425 (9)° | T = 203 K |
V = 3662.5 (8) Å3 | Block, orange |
Z = 8 | 0.23 × 0.18 × 0.18 mm |
Nonius CAD-4 MACH3 diffractometer | Rint = 0.055 |
non–profiled ω scans | θmax = 25.2°, θmin = 2.2° |
Absorption correction: ψ scan (North et al., 1968) | h = −16→16 |
Tmin = 0.788, Tmax = 0.828 | k = 0→21 |
7359 measured reflections | l = 0→17 |
3300 independent reflections | 3 standard reflections every 60 min |
2158 reflections with I > 2σ(I) | intensity decay: none |
Refinement on F2 | 2 restraints |
Least-squares matrix: full | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.058 | w = 1/[σ2(Fo2) + (0.0723P)2 + 12.5891P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.154 | (Δ/σ)max = 0.001 |
S = 1.02 | Δρmax = 0.79 e Å−3 |
3300 reflections | Δρmin = −1.02 e Å−3 |
228 parameters |
[Rh(C8H12)2](CF3SO3) | V = 3662.5 (8) Å3 |
Mr = 468.33 | Z = 8 |
Monoclinic, C2/c | Mo Kα radiation |
a = 14.072 (2) Å | µ = 1.09 mm−1 |
b = 17.617 (2) Å | T = 203 K |
c = 14.840 (2) Å | 0.23 × 0.18 × 0.18 mm |
β = 95.425 (9)° |
Nonius CAD-4 MACH3 diffractometer | 2158 reflections with I > 2σ(I) |
Absorption correction: ψ scan (North et al., 1968) | Rint = 0.055 |
Tmin = 0.788, Tmax = 0.828 | 3 standard reflections every 60 min |
7359 measured reflections | intensity decay: none |
3300 independent reflections |
R[F2 > 2σ(F2)] = 0.058 | 2 restraints |
wR(F2) = 0.154 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0723P)2 + 12.5891P] where P = (Fo2 + 2Fc2)/3 |
3300 reflections | Δρmax = 0.79 e Å−3 |
228 parameters | Δρmin = −1.02 e Å−3 |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Rh1 | 1 | 0.12391 (4) | 0.75 | 0.0370 (2) | |
Rh2 | 0.5 | 0 | 0.5 | 0.0531 (3) | |
S1 | 0.75874 (16) | 0.38713 (15) | 0.71469 (16) | 0.0636 (6) | |
F1 | 0.6929 (9) | 0.3262 (8) | 0.8527 (6) | 0.210 (6) | |
F2 | 0.7068 (8) | 0.2528 (5) | 0.7466 (11) | 0.238 (7) | |
F3 | 0.5973 (5) | 0.3274 (7) | 0.7415 (7) | 0.183 (5) | |
O1 | 0.7363 (8) | 0.3789 (10) | 0.6256 (6) | 0.221 (8) | |
O2 | 0.7373 (7) | 0.4564 (5) | 0.7574 (9) | 0.156 (5) | |
O3 | 0.8530 (4) | 0.3660 (4) | 0.7434 (5) | 0.0740 (18) | |
C1 | 0.9705 (7) | 0.2074 (5) | 0.8579 (6) | 0.062 (2) | |
H1 | 0.9357 | 0.2376 | 0.8141 | 0.074* | |
C2 | 1.0661 (7) | 0.2045 (5) | 0.8546 (5) | 0.057 (2) | |
H2 | 1.09 | 0.2317 | 0.8071 | 0.069* | |
C3 | 1.1381 (8) | 0.1640 (6) | 0.9163 (8) | 0.082 (3) | |
H3A | 1.201 | 0.1851 | 0.9077 | 0.099* | |
H3B | 1.1252 | 0.1753 | 0.9787 | 0.099* | |
C4 | 1.1431 (10) | 0.0825 (7) | 0.9067 (11) | 0.140 (7) | |
H4A | 1.1497 | 0.0608 | 0.9677 | 0.168* | |
H4B | 1.2023 | 0.0711 | 0.8796 | 0.168* | |
C5 | 1.0664 (7) | 0.0414 (5) | 0.8546 (6) | 0.063 (2) | |
H5 | 1.086 | 0.0095 | 0.8092 | 0.075* | |
C6 | 0.9719 (7) | 0.0422 (5) | 0.8618 (6) | 0.060 (2) | |
H6 | 0.9318 | 0.0141 | 0.82 | 0.072* | |
C7 | 0.9281 (12) | 0.0860 (9) | 0.9336 (10) | 0.156 (8) | |
H7A | 0.8651 | 0.0641 | 0.9398 | 0.187* | |
H7B | 0.9671 | 0.0771 | 0.9909 | 0.187* | |
C8 | 0.9159 (8) | 0.1681 (7) | 0.9232 (8) | 0.093 (4) | |
H8A | 0.932 | 0.1915 | 0.9826 | 0.111* | |
H8B | 0.848 | 0.178 | 0.9062 | 0.111* | |
C9 | 0.5166 (13) | 0.1213 (6) | 0.4686 (9) | 0.093 (5) | |
H9 | 0.5476 | 0.1075 | 0.4177 | 0.112* | |
C10 | 0.4217 (14) | 0.1102 (6) | 0.4648 (8) | 0.102 (5) | |
H10 | 0.3938 | 0.087 | 0.4117 | 0.122* | |
C11 | 0.3581 (10) | 0.1289 (8) | 0.5305 (15) | 0.136 (7) | |
H11A | 0.293 | 0.1258 | 0.5009 | 0.164* | |
H11B | 0.3695 | 0.182 | 0.5478 | 0.164* | |
C12 | 0.3618 (12) | 0.0846 (13) | 0.6123 (9) | 0.180 (10) | |
H12A | 0.3011 | 0.0573 | 0.6124 | 0.216* | |
H12B | 0.3658 | 0.1199 | 0.6635 | 0.216* | |
C13 | 0.4382 (8) | 0.0297 (6) | 0.6285 (6) | 0.070 (3) | |
H13 | 0.4187 | −0.0213 | 0.6297 | 0.084* | |
C14 | 0.5319 (6) | 0.0409 (5) | 0.6420 (5) | 0.053 (2) | |
H14 | 0.5708 | −0.0019 | 0.6544 | 0.064* | |
C15 | 0.5801 (11) | 0.1162 (8) | 0.6390 (8) | 0.120 (6) | |
H15A | 0.6473 | 0.1098 | 0.6618 | 0.144* | |
H15B | 0.5512 | 0.1505 | 0.6807 | 0.144* | |
C16 | 0.5764 (9) | 0.1541 (8) | 0.5480 (13) | 0.130 (6) | |
H16A | 0.5547 | 0.2064 | 0.5558 | 0.156* | |
H16B | 0.642 | 0.1572 | 0.5314 | 0.156* | |
C17 | 0.6856 (9) | 0.3192 (7) | 0.7708 (10) | 0.095 (4) | |
(1,2) | 1.0183 | 0.2060 | 0.8562 | 0.0* | 0 |
(5,6) | 1.0192 | 0.0418 | 0.8582 | 0.0* | 0 |
(9,10) | 0.4692 | 0.1158 | 0.4667 | 0.0* | 0 |
(13,14) | 0.4851 | 0.0353 | 0.6353 | 0.0* | 0 |
U11 | U22 | U33 | U12 | U13 | U23 | |
Rh1 | 0.0319 (5) | 0.0317 (4) | 0.0477 (5) | 0 | 0.0061 (4) | 0 |
Rh2 | 0.0717 (7) | 0.0552 (6) | 0.0317 (4) | 0.0099 (5) | 0.0014 (4) | 0.0090 (4) |
S1 | 0.0457 (13) | 0.0835 (16) | 0.0616 (13) | 0.0230 (12) | 0.0047 (11) | 0.0085 (11) |
F1 | 0.252 (13) | 0.286 (14) | 0.099 (6) | −0.161 (12) | 0.049 (7) | 0.014 (8) |
F2 | 0.155 (9) | 0.079 (5) | 0.49 (2) | −0.042 (6) | 0.101 (11) | −0.071 (10) |
F3 | 0.035 (4) | 0.277 (13) | 0.238 (11) | −0.030 (6) | 0.013 (5) | −0.013 (10) |
O1 | 0.109 (8) | 0.49 (2) | 0.063 (5) | −0.090 (12) | −0.024 (5) | 0.025 (9) |
O2 | 0.110 (7) | 0.067 (5) | 0.308 (14) | 0.029 (5) | 0.106 (9) | 0.005 (7) |
O3 | 0.049 (4) | 0.076 (4) | 0.094 (5) | 0.010 (3) | −0.008 (3) | −0.004 (4) |
C1 | 0.063 (6) | 0.066 (5) | 0.053 (5) | 0.023 (5) | −0.005 (5) | −0.014 (4) |
C2 | 0.072 (7) | 0.055 (5) | 0.046 (4) | −0.017 (5) | 0.010 (4) | −0.002 (4) |
C3 | 0.057 (6) | 0.090 (8) | 0.094 (7) | 0.009 (6) | −0.019 (6) | −0.021 (6) |
C4 | 0.085 (9) | 0.114 (11) | 0.200 (16) | −0.021 (8) | −0.088 (10) | 0.064 (11) |
C5 | 0.069 (7) | 0.046 (5) | 0.075 (6) | 0.009 (4) | 0.015 (5) | 0.023 (4) |
C6 | 0.051 (6) | 0.057 (5) | 0.075 (6) | −0.005 (4) | 0.012 (5) | 0.023 (4) |
C7 | 0.157 (14) | 0.162 (14) | 0.167 (14) | 0.097 (12) | 0.111 (12) | 0.114 (12) |
C8 | 0.063 (7) | 0.131 (10) | 0.090 (7) | −0.019 (7) | 0.037 (6) | −0.045 (7) |
C9 | 0.157 (14) | 0.052 (6) | 0.081 (7) | 0.034 (8) | 0.067 (9) | 0.029 (6) |
C10 | 0.166 (15) | 0.069 (7) | 0.059 (6) | 0.015 (9) | −0.056 (9) | 0.002 (5) |
C11 | 0.069 (9) | 0.083 (9) | 0.26 (2) | 0.024 (7) | 0.009 (12) | −0.024 (12) |
C12 | 0.129 (14) | 0.32 (3) | 0.085 (9) | 0.131 (17) | −0.014 (10) | −0.064 (14) |
C13 | 0.081 (8) | 0.083 (7) | 0.048 (5) | −0.006 (6) | 0.017 (5) | −0.013 (5) |
C14 | 0.053 (6) | 0.063 (5) | 0.041 (4) | 0.003 (4) | −0.004 (4) | −0.002 (4) |
C15 | 0.152 (13) | 0.133 (11) | 0.085 (8) | −0.085 (10) | 0.059 (8) | −0.056 (8) |
C16 | 0.059 (8) | 0.088 (9) | 0.24 (2) | −0.002 (7) | 0.026 (10) | 0.071 (11) |
C17 | 0.063 (8) | 0.090 (9) | 0.134 (11) | −0.028 (6) | 0.021 (7) | −0.039 (8) |
Rh1—C2 | 2.240 (8) | C3—C4 | 1.445 (13) |
Rh1—C2i | 2.240 (8) | C3—H3A | 0.98 |
Rh1—C1 | 2.242 (8) | C3—H3B | 0.98 |
Rh1—C1i | 2.242 (8) | C4—C5 | 1.459 (14) |
Rh1—C6i | 2.259 (8) | C4—H4A | 0.98 |
Rh1—C6 | 2.259 (8) | C4—H4B | 0.98 |
Rh1—C5i | 2.263 (8) | C5—C6 | 1.343 (12) |
Rh1—C5 | 2.263 (8) | C5—H5 | 0.94 |
Rh1—(1,2) | 2.137 | C6—C7 | 1.495 (17) |
Rh1—(1,2)i | 2.137 | C6—H6 | 0.94 |
Rh1—(5,6) | 2.159 | C7—C8 | 1.463 (17) |
Rh1—(5,6)i | 2.159 | C7—H7A | 0.98 |
Rh2—C9 | 2.205 (11) | C7—H7B | 0.98 |
Rh2—C9ii | 2.205 (11) | C8—H8A | 0.98 |
Rh2—C13ii | 2.232 (9) | C8—H8B | 0.98 |
Rh2—C13 | 2.232 (9) | C9—C10 | 1.345 (19) |
Rh2—C14ii | 2.233 (7) | C9—C16 | 1.497 (19) |
Rh2—C14 | 2.233 (7) | C9—H9 | 0.94 |
Rh2—C10 | 2.269 (12) | C10—C11 | 1.42 (2) |
Rh2—C10ii | 2.269 (12) | C10—H10 | 0.94 |
Rh2—(9,10) | 2.134 | C11—C12 | 1.440 (15) |
Rh2—(9,10)ii | 2.134 | C11—H11A | 0.98 |
Rh2—(13,14) | 2.131 | C11—H11B | 0.98 |
Rh2—(13,14)ii | 2.131 | C12—C13 | 1.450 (17) |
S1—O1 | 1.337 (9) | C12—H12A | 0.98 |
S1—O3 | 1.405 (6) | C12—H12B | 0.98 |
S1—O2 | 1.421 (9) | C13—C14 | 1.330 (12) |
S1—C17 | 1.829 (13) | C13—H13 | 0.94 |
F1—C17 | 1.215 (14) | C14—C15 | 1.493 (13) |
F2—C17 | 1.268 (14) | C14—H14 | 0.94 |
F3—C17 | 1.286 (14) | C15—C16 | 1.503 (17) |
C1—C2 | 1.351 (12) | C15—H15A | 0.98 |
C1—C8 | 1.467 (14) | C15—H15B | 0.98 |
C1—H1 | 0.94 | C16—H16A | 0.98 |
C2—C3 | 1.483 (13) | C16—H16B | 0.98 |
C2—H2 | 0.94 | ||
C2—Rh1—C2i | 101.3 (5) | C2—C3—H3A | 108.1 |
C2—Rh1—C1 | 35.1 (3) | C4—C3—H3B | 108.1 |
C2i—Rh1—C1 | 89.2 (3) | C2—C3—H3B | 108.1 |
C2—Rh1—C1i | 89.2 (3) | H3A—C3—H3B | 107.3 |
C2i—Rh1—C1i | 35.1 (3) | C3—C4—C5 | 120.3 (9) |
C1—Rh1—C1i | 97.9 (5) | C3—C4—H4A | 107.2 |
C2—Rh1—C6i | 145.4 (4) | C5—C4—H4A | 107.2 |
C2i—Rh1—C6i | 89.1 (3) | C3—C4—H4B | 107.2 |
C1—Rh1—C6i | 178.3 (4) | C5—C4—H4B | 107.2 |
C1i—Rh1—C6i | 80.6 (3) | H4A—C4—H4B | 106.9 |
C2—Rh1—C6 | 89.1 (3) | C6—C5—C4 | 129.9 (12) |
C2i—Rh1—C6 | 145.4 (4) | C6—C5—Rh1 | 72.6 (5) |
C1—Rh1—C6 | 80.6 (3) | C4—C5—Rh1 | 106.3 (6) |
C1i—Rh1—C6 | 178.3 (4) | C6—C5—H5 | 115.1 |
C6i—Rh1—C6 | 100.9 (5) | C4—C5—H5 | 115.1 |
C2—Rh1—C5i | 179.4 (3) | Rh1—C5—H5 | 91.3 |
C2i—Rh1—C5i | 79.3 (3) | C5—C6—C7 | 122.7 (11) |
C1—Rh1—C5i | 145.0 (4) | C5—C6—Rh1 | 72.9 (5) |
C1i—Rh1—C5i | 91.4 (3) | C7—C6—Rh1 | 107.9 (6) |
C6i—Rh1—C5i | 34.6 (3) | C5—C6—H6 | 118.7 |
C6—Rh1—C5i | 90.3 (3) | C7—C6—H6 | 118.7 |
C2—Rh1—C5 | 79.3 (3) | Rh1—C6—H6 | 89.2 |
C2i—Rh1—C5 | 179.4 (3) | C8—C7—C6 | 119.1 (9) |
C1—Rh1—C5 | 91.4 (3) | C8—C7—H7A | 107.5 |
C1i—Rh1—C5 | 145.0 (4) | C6—C7—H7A | 107.5 |
C6i—Rh1—C5 | 90.3 (3) | C8—C7—H7B | 107.5 |
C6—Rh1—C5 | 34.6 (3) | C6—C7—H7B | 107.5 |
C5i—Rh1—C5 | 100.1 (5) | H7A—C7—H7B | 107 |
(1,2)—Rh1—(1,2)i | 94.82 | C7—C8—C1 | 118.2 (9) |
(1,2)—Rh1—(5,6)i | 179.43 | C7—C8—H8A | 107.8 |
(1,2)—Rh1—(5,6) | 84.64 | C1—C8—H8A | 107.8 |
(1,2)i—Rh1—(5,6)i | 84.64 | C7—C8—H8B | 107.8 |
(1,2)i—Rh1—(5,6) | 179.43 | C1—C8—H8B | 107.8 |
(5,6)—Rh1—(5,6)i | 95.89 | H8A—C8—H8B | 107.1 |
C9—Rh2—C9ii | 180.0000 (10) | C10—C9—C16 | 124.8 (11) |
C9—Rh2—C13ii | 89.4 (4) | C10—C9—Rh2 | 75.1 (8) |
C9ii—Rh2—C13ii | 90.6 (4) | C16—C9—Rh2 | 105.7 (7) |
C9—Rh2—C13 | 90.6 (4) | C10—C9—H9 | 117.6 |
C9ii—Rh2—C13 | 89.4 (4) | C16—C9—H9 | 117.6 |
C13ii—Rh2—C13 | 180.0000 (10) | Rh2—C9—H9 | 89.2 |
C9—Rh2—C14ii | 97.4 (4) | C9—C10—C11 | 128.6 (12) |
C9ii—Rh2—C14ii | 82.6 (4) | C9—C10—Rh2 | 69.9 (8) |
C13ii—Rh2—C14ii | 34.7 (3) | C11—C10—Rh2 | 111.3 (9) |
C13—Rh2—C14ii | 145.3 (3) | C9—C10—H10 | 115.7 |
C9—Rh2—C14 | 82.6 (4) | C11—C10—H10 | 115.7 |
C9ii—Rh2—C14 | 97.4 (4) | Rh2—C10—H10 | 88.7 |
C13ii—Rh2—C14 | 145.3 (3) | C10—C11—C12 | 118.5 (11) |
C13—Rh2—C14 | 34.7 (3) | C10—C11—H11A | 107.7 |
C14ii—Rh2—C14 | 180.0000 (10) | C12—C11—H11A | 107.7 |
C9—Rh2—C10 | 35.0 (5) | C10—C11—H11B | 107.7 |
C9ii—Rh2—C10 | 145.0 (5) | C12—C11—H11B | 107.7 |
C13ii—Rh2—C10 | 102.9 (5) | H11A—C11—H11B | 107.1 |
C13—Rh2—C10 | 77.1 (5) | C11—C12—C13 | 118.0 (12) |
C14ii—Rh2—C10 | 90.5 (4) | C11—C12—H12A | 107.8 |
C14—Rh2—C10 | 89.5 (4) | C13—C12—H12A | 107.8 |
C9—Rh2—C10ii | 145.0 (5) | C11—C12—H12B | 107.8 |
C9ii—Rh2—C10ii | 35.0 (5) | C13—C12—H12B | 107.8 |
C13ii—Rh2—C10ii | 77.1 (5) | H12A—C12—H12B | 107.2 |
C13—Rh2—C10ii | 102.9 (5) | C14—C13—C12 | 129.5 (13) |
C14ii—Rh2—C10ii | 89.5 (4) | C14—C13—Rh2 | 72.7 (5) |
C14—Rh2—C10ii | 90.5 (4) | C12—C13—Rh2 | 110.9 (8) |
C10—Rh2—C10ii | 180.0000 (10) | C14—C13—H13 | 115.3 |
(9,10)—Rh2—(13,14) | 84.46 | C12—C13—H13 | 115.3 |
(9,10)—Rh2—(9,10)ii | 180.00 | Rh2—C13—H13 | 86 |
(9,10)—Rh2—(13,14)iii | 95.54 | C13—C14—C15 | 125.0 (10) |
(9,10)iii—Rh2—(13,14) | 95.54 | C13—C14—Rh2 | 72.6 (5) |
(9,10)iv—Rh2—(13,14)iii | 84.46 | C15—C14—Rh2 | 108.1 (6) |
(13,14)—Rh2—(13,14)iii | 180.00 | C13—C14—H14 | 117.5 |
O1—S1—O3 | 113.6 (7) | C15—C14—H14 | 117.5 |
O1—S1—O2 | 119.5 (9) | Rh2—C14—H14 | 89.3 |
O3—S1—O2 | 109.1 (6) | C14—C15—C16 | 116.4 (10) |
O1—S1—C17 | 106.8 (7) | C14—C15—H15A | 108.2 |
O3—S1—C17 | 104.1 (5) | C16—C15—H15A | 108.2 |
O2—S1—C17 | 101.9 (6) | C14—C15—H15B | 108.2 |
C2—C1—C8 | 126.3 (9) | C16—C15—H15B | 108.2 |
C2—C1—Rh1 | 72.4 (5) | H15A—C15—H15B | 107.3 |
C8—C1—Rh1 | 107.8 (6) | C9—C16—C15 | 120.3 (10) |
C2—C1—H1 | 116.9 | C9—C16—H16A | 107.2 |
C8—C1—H1 | 116.9 | C15—C16—H16A | 107.2 |
Rh1—C1—H1 | 89.8 | C9—C16—H16B | 107.2 |
C1—C2—C3 | 128.3 (9) | C15—C16—H16B | 107.2 |
C1—C2—Rh1 | 72.5 (5) | H16A—C16—H16B | 106.9 |
C3—C2—Rh1 | 109.7 (6) | F1—C17—F2 | 112.1 (17) |
C1—C2—H2 | 115.8 | F1—C17—F3 | 108.3 (13) |
C3—C2—H2 | 115.8 | F2—C17—F3 | 104.6 (12) |
Rh1—C2—H2 | 87.6 | F1—C17—S1 | 113.0 (9) |
C4—C3—C2 | 117.0 (9) | F2—C17—S1 | 108.5 (10) |
C4—C3—H3A | 108.1 | F3—C17—S1 | 109.9 (11) |
Symmetry codes: (i) −x+2, y, −z+3/2; (ii) −x+1, −y, −z+1; (iii) −x, −y+1, −z; (iv) −x, −y, −z+1. |
Experimental details
Crystal data | |
Chemical formula | [Rh(C8H12)2](CF3SO3) |
Mr | 468.33 |
Crystal system, space group | Monoclinic, C2/c |
Temperature (K) | 203 |
a, b, c (Å) | 14.072 (2), 17.617 (2), 14.840 (2) |
β (°) | 95.425 (9) |
V (Å3) | 3662.5 (8) |
Z | 8 |
Radiation type | Mo Kα |
µ (mm−1) | 1.09 |
Crystal size (mm) | 0.23 × 0.18 × 0.18 |
Data collection | |
Diffractometer | Nonius CAD-4 MACH3 diffractometer |
Absorption correction | ψ scan (North et al., 1968) |
Tmin, Tmax | 0.788, 0.828 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 7359, 3300, 2158 |
Rint | 0.055 |
(sin θ/λ)max (Å−1) | 0.599 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.058, 0.154, 1.02 |
No. of reflections | 3300 |
No. of parameters | 228 |
No. of restraints | 2 |
H-atom treatment | H-atom parameters constrained |
w = 1/[σ2(Fo2) + (0.0723P)2 + 12.5891P] where P = (Fo2 + 2Fc2)/3 | |
Δρmax, Δρmin (e Å−3) | 0.79, −1.02 |
Computer programs: CAD-4 EXPRESS (Enraf Nonius, 1994), CAD-4 EXPRESS, XCAD4 (Harms & Wocadlo, 1995), SIR97 (Altomare et al., 1997), SHELXL97 (Sheldrick, 1997), ORTEP-3(Farrugia, 1997), WinGX (Farrugia, 1999).
Rh1—C2 | 2.240 (8) | S1—O1 | 1.337 (9) |
Rh1—C1 | 2.242 (8) | S1—O3 | 1.405 (6) |
Rh1—C6 | 2.259 (8) | S1—O2 | 1.421 (9) |
Rh1—C5 | 2.263 (8) | S1—C17 | 1.829 (13) |
Rh1—(1,2) | 2.137 | F1—C17 | 1.215 (14) |
Rh1—(5,6) | 2.159 | F2—C17 | 1.268 (14) |
Rh2—C9 | 2.205 (11) | F3—C17 | 1.286 (14) |
Rh2—C13 | 2.232 (9) | C1—C2 | 1.351 (12) |
Rh2—C14 | 2.233 (7) | C5—C6 | 1.343 (12) |
Rh2—C10 | 2.269 (12) | C9—C10 | 1.345 (19) |
Rh2—(9,10) | 2.134 | C13—C14 | 1.330 (12) |
Rh2—(13,14) | 2.131 | ||
(1,2)—Rh1—(1,2)i | 94.82 | C1—C2—C3 | 128.3 (9) |
(1,2)—Rh1—(5,6)i | 179.43 | C6—C5—C4 | 129.9 (12) |
(1,2)—Rh1—(5,6) | 84.64 | C5—C6—C7 | 122.7 (11) |
(5,6)—Rh1—(5,6)i | 95.89 | C10—C9—C16 | 124.8 (11) |
(9,10)—Rh2—(13,14) | 84.46 | C9—C10—C11 | 128.6 (12) |
(9,10)—Rh2—(13,14)ii | 95.54 | C14—C13—C12 | 129.5 (13) |
O1—S1—O3 | 113.6 (7) | C13—C14—C15 | 125.0 (10) |
O1—S1—O2 | 119.5 (9) | F1—C17—F2 | 112.1 (17) |
O3—S1—O2 | 109.1 (6) | F1—C17—F3 | 108.3 (13) |
C2—C1—C8 | 126.3 (9) | F2—C17—F3 | 104.6 (12) |
Symmetry codes: (i) −x+2, y, −z+3/2; (ii) −x, −y+1, −z. |
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The title compound, (I), and related complexes containing BF4-, PF6-, SbF6- or ClO4- anions (Green et al., 1970, 1971; Schenck et al., 1985; Schrock & Osborn, 1971; Uson et al., 1976) are frequently used as precursors of chiral chelate phosphine-substituted derivatives [(C8H12)RhL2]X which have wide application as catalysts for asymmetric hydrogenation reactions (e.g. Burk et al., 1993; Dahlenburg & Eckert, 1998; Dahlenburg & Kurth, 1999). The structure of (I) consists of two discrete [(C8H12)2Rh]+ cations lying on special positions 4 e (site symmetry 2; molecule 1) and 4 b (site symmetry 1; molecule 2) of the C-centered monoclinic unit cell, in addition to one F3CSO3- anion in a general position. The chelating cyclooctadiene ligands are π-bonded to the central metal in an essentially square-planar fashion, as anticipated. The range of interatomic distances spanned by the rhodium-to-carbon bonds, 2.240 (8)–2.263 (8) Å in molecule 1 and 2.205 (11)–2.269 (12) Å in molecule 2, compares well to that previously found for [(C8H12)2Rh][(µ-Cl)3{Re(CO)3}2] [Rh—C 2.198 (10)–2.254 (14) Å; Baenziger et al., 1991], which appears to be the only other example of a crystallographically characterized [(C8H12)2Rh]+ complex salt contained in the Cambridge Structural Database (Allen & Kennard, 1993). The trifluoromethanesulfonate counter-ion adopts the expected staggered conformation.