Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807026827/at2319sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807026827/at2319Isup2.hkl |
CCDC reference: 655589
Key indicators
- Single-crystal X-ray study
- T = 173 K
- Mean (C-C) = 0.005 Å
- Disorder in main residue
- R factor = 0.036
- wR factor = 0.100
- Data-to-parameter ratio = 11.7
checkCIF/PLATON results
No syntax errors found
Alert level B PLAT241_ALERT_2_B Check High Ueq as Compared to Neighbors for C4 PLAT301_ALERT_3_B Main Residue Disorder ......................... 27.00 Perc.
Alert level C PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ? PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 0.99 PLAT068_ALERT_1_C Reported F000 Differs from Calcd (or Missing)... ? PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for Fe1 PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for P1 PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.41 PLAT380_ALERT_4_C Check Incorrectly? Oriented X(sp2)-Methyl Moiety C3
Alert level G FORMU01_ALERT_1_G There is a discrepancy between the atom counts in the _chemical_formula_sum and _chemical_formula_moiety. This is usually due to the moiety formula being in the wrong format. Atom count from _chemical_formula_sum: C15 H18 Cl3 F6 Fe1 P1 Atom count from _chemical_formula_moiety: FORMU01_ALERT_2_G There is a discrepancy between the atom counts in the _chemical_formula_sum and the formula from the _atom_site* data. Atom count from _chemical_formula_sum:C15 H18 Cl3 F6 Fe1 P1 Atom count from the _atom_site data: C15.04 H18.04 Cl3 F6 Fe1 P1 CELLZ01_ALERT_1_G Difference between formula and atom_site contents detected. CELLZ01_ALERT_1_G ALERT: check formula stoichiometry or atom site occupancies. From the CIF: _cell_formula_units_Z 2 From the CIF: _chemical_formula_sum C15 H18 Cl3 F6 Fe P TEST: Compare cell contents of formula and atom_site data atom Z*formula cif sites diff C 30.00 30.08 -0.08 H 36.00 36.08 -0.08 Cl 6.00 6.00 0.00 F 12.00 12.00 0.00 Fe 2.00 2.00 0.00 P 2.00 2.00 0.00 REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is correct. If it is not, please give the correct count in the _publ_section_exptl_refinement section of the submitted CIF. From the CIF: _diffrn_reflns_theta_max 25.57 From the CIF: _reflns_number_total 726 Count of symmetry unique reflns 399 Completeness (_total/calc) 181.95% TEST3: Check Friedels for noncentro structure Estimate of Friedel pairs measured 327 Fraction of Friedel pairs measured 0.820 Are heavy atom types Z>Si present yes PLAT860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 1
0 ALERT level A = In general: serious problem 2 ALERT level B = Potentially serious problem 8 ALERT level C = Check and explain 6 ALERT level G = General alerts; check 6 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 4 ALERT type 2 Indicator that the structure model may be wrong or deficient 2 ALERT type 3 Indicator that the structure quality may be low 4 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check
Ferrocene (2 g, 10.75 mmol) was dissolved in mesitylene and Al (0.29 g, 10.75 mmol), AlCl3 (5.73 g, 43 mmol) and H2O (0.22 ml, 10.75 mmol) were added. The crude mixture was heated at 373 K for 8 h followed by aqueous workup. The aqueous phase was treated with an ammonia solution and filtered. NH4PF6 was added to precipitate the title compound in 85% as a yellow solid. Single crystals were obtained from slow evaporation of a chloroform solution.
H atoms were refined using a riding model with fixed individual displacement parameters [Uiso(H) = 1.2Ueq(C) or Uiso(H) = 1.5Ueq(Cmethyl)] with C—H ranging from 0.95 Å to 1.00 Å. The cyclopentadienyl ring is disordered due to the symmetry of the special position. Since only nine sites were generated for the five atoms, the occupation factor of each site was set to 5/9 of is usual occupancy.
The title compound, [C14H17Fe]+PF6-.CHCl3, crystallizes with Z'=1/3. A l l there molecules are located on a special position with site symmetry 3 m. The cyclopentadienyl ring is disordered due to the symmetry of the special position.
Data collection: X-AREA (Stoe & Cie, 2001); cell refinement: X-AREA; data reduction: X-AREA; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP in SHELXTL-Plus (Sheldrick, 1991); software used to prepare material for publication: SHELXL97.
[Fe(C5H5)(C9H12)]PF6·CHCl3 | Dx = 1.662 Mg m−3 |
Mr = 505.46 | Mo Kα radiation, λ = 0.71073 Å |
Hexagonal, P63mc | Cell parameters from 4866 reflections |
Hall symbol: P 6c -2c | θ = 4.1–25.7° |
a = 9.3640 (11) Å | µ = 1.27 mm−1 |
c = 13.3018 (19) Å | T = 173 K |
V = 1010.1 (2) Å3 | Block, yellow |
Z = 2 | 0.35 × 0.33 × 0.21 mm |
F(000) = 508 |
Stoe IPDS II two-circle diffractometer | 726 independent reflections |
Radiation source: fine-focus sealed tube | 711 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.023 |
ω scans | θmax = 25.6°, θmin = 4.0° |
Absorption correction: multi-scan (MULABS; Spek, 2003; Blessing, 1995) | h = −11→11 |
Tmin = 0.664, Tmax = 0.776 | k = −11→11 |
4236 measured reflections | l = −14→16 |
Refinement on F2 | Hydrogen site location: inferred from neighbouring sites |
Least-squares matrix: full | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.036 | w = 1/[σ2(Fo2) + (0.0697P)2 + 0.3969P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.100 | (Δ/σ)max < 0.001 |
S = 1.13 | Δρmax = 0.43 e Å−3 |
726 reflections | Δρmin = −0.26 e Å−3 |
62 parameters | Extinction correction: SHELXL97 (Sheldrick, 1997), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
1 restraint | Extinction coefficient: 0.021 (5) |
Primary atom site location: structure-invariant direct methods | Absolute structure: Flack (1983), with 332 Friedel pairs |
Secondary atom site location: difference Fourier map | Absolute structure parameter: 0.02 (5) |
[Fe(C5H5)(C9H12)]PF6·CHCl3 | Z = 2 |
Mr = 505.46 | Mo Kα radiation |
Hexagonal, P63mc | µ = 1.27 mm−1 |
a = 9.3640 (11) Å | T = 173 K |
c = 13.3018 (19) Å | 0.35 × 0.33 × 0.21 mm |
V = 1010.1 (2) Å3 |
Stoe IPDS II two-circle diffractometer | 726 independent reflections |
Absorption correction: multi-scan (MULABS; Spek, 2003; Blessing, 1995) | 711 reflections with I > 2σ(I) |
Tmin = 0.664, Tmax = 0.776 | Rint = 0.023 |
4236 measured reflections |
R[F2 > 2σ(F2)] = 0.036 | H-atom parameters constrained |
wR(F2) = 0.100 | Δρmax = 0.43 e Å−3 |
S = 1.13 | Δρmin = −0.26 e Å−3 |
726 reflections | Absolute structure: Flack (1983), with 332 Friedel pairs |
62 parameters | Absolute structure parameter: 0.02 (5) |
1 restraint |
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) | |
Fe1 | 0.0000 | 0.0000 | 0.02847 (8) | 0.0288 (3) | |
C1 | −0.0886 (3) | 0.0886 (3) | 0.1437 (3) | 0.0403 (12) | |
C2 | −0.1726 (6) | −0.0863 (3) | 0.1437 (3) | 0.0402 (12) | |
H2 | −0.2897 | −0.1449 | 0.1437 | 0.048* | |
C3 | −0.1813 (3) | 0.1813 (3) | 0.1387 (5) | 0.0569 (13) | |
H3A | −0.2044 | 0.2044 | 0.2052 | 0.085* | |
H3B | −0.1156 | 0.2831 | 0.1033 | 0.085* | |
C4 | 0.0681 (9) | 0.1362 (19) | −0.1027 (15) | 0.080 (10) | 0.56 |
H4 | 0.1267 | 0.2533 | −0.1048 | 0.096* | 0.56 |
C4' | 0.1380 (14) | 0.0137 (13) | −0.0959 (6) | 0.049 (3) | 0.56 |
H4' | 0.2481 | 0.0339 | −0.0948 | 0.059* | 0.56 |
P1 | 0.6667 | 0.3333 | 0.47038 (15) | 0.0319 (4) | |
F1 | 0.5906 (3) | 0.1813 (7) | 0.5415 (6) | 0.140 (3) | |
F2 | 0.7417 (3) | 0.2583 (3) | 0.3980 (5) | 0.138 (2) | |
C5 | 0.3333 | 0.6667 | 0.2813 (8) | 0.0444 (17) | |
H5 | 0.3333 | 0.6667 | 0.2061 | 0.053* | |
Cl1 | 0.43613 (9) | 0.56387 (9) | 0.32191 (18) | 0.0737 (5) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Fe1 | 0.0348 (4) | 0.0348 (4) | 0.0170 (5) | 0.01738 (19) | 0.000 | 0.000 |
C1 | 0.052 (2) | 0.052 (2) | 0.025 (2) | 0.031 (2) | 0.0023 (9) | −0.0023 (9) |
C2 | 0.039 (3) | 0.050 (2) | 0.027 (2) | 0.0196 (13) | 0.0036 (18) | 0.0018 (9) |
C3 | 0.062 (3) | 0.062 (3) | 0.060 (3) | 0.042 (3) | 0.0068 (12) | −0.0068 (12) |
C4 | 0.14 (2) | 0.042 (7) | 0.029 (7) | 0.021 (3) | 0.006 (3) | 0.011 (5) |
C4' | 0.051 (5) | 0.071 (7) | 0.018 (3) | 0.024 (5) | 0.012 (3) | −0.009 (4) |
P1 | 0.0294 (5) | 0.0294 (5) | 0.0369 (9) | 0.0147 (3) | 0.000 | 0.000 |
F1 | 0.187 (6) | 0.067 (3) | 0.126 (5) | 0.0334 (15) | 0.0249 (18) | 0.050 (4) |
F2 | 0.187 (5) | 0.187 (5) | 0.119 (5) | 0.154 (6) | 0.0232 (14) | −0.0232 (14) |
C5 | 0.039 (2) | 0.039 (2) | 0.055 (4) | 0.0194 (12) | 0.000 | 0.000 |
Cl1 | 0.0620 (7) | 0.0620 (7) | 0.1108 (13) | 0.0411 (7) | −0.0044 (4) | 0.0044 (4) |
Fe1—C4' | 2.063 (9) | C3—H3A | 0.9600 |
Fe1—C4'i | 2.063 (9) | C3—H3B | 0.9608 |
Fe1—C4'ii | 2.063 (9) | C4—C4'i | 1.583 (9) |
Fe1—C4'iii | 2.063 (9) | C4—C4' | 1.583 (9) |
Fe1—C4'iv | 2.063 (9) | C4—H4 | 0.9501 |
Fe1—C4'v | 2.063 (9) | C4'—C4'iv | 1.42 (2) |
Fe1—C4iii | 2.065 (19) | C4'—H4' | 0.9500 |
Fe1—C4 | 2.065 (19) | P1—F2vi | 1.552 (5) |
Fe1—C4v | 2.065 (19) | P1—F2 | 1.552 (5) |
Fe1—C2iii | 2.076 (5) | P1—F2vii | 1.552 (5) |
Fe1—C2 | 2.076 (5) | P1—F1vii | 1.554 (5) |
Fe1—C2v | 2.076 (5) | P1—F1vi | 1.554 (5) |
C1—C2 | 1.419 (4) | P1—F1 | 1.554 (5) |
C1—C2iii | 1.419 (4) | C5—Cl1viii | 1.753 (4) |
C1—C3 | 1.505 (7) | C5—Cl1ix | 1.753 (4) |
C2—C1v | 1.419 (4) | C5—Cl1 | 1.753 (4) |
C2—H2 | 0.9500 | C5—H5 | 1.0000 |
C4'—Fe1—C2iii | 123.8 (3) | Fe1—C2—H2 | 132.4 |
C4'i—Fe1—C2iii | 123.8 (3) | C1—C3—H3A | 110.5 |
C4'ii—Fe1—C2iii | 105.2 (3) | C1—C3—H3B | 109.0 |
C4'iii—Fe1—C2iii | 163.3 (3) | H3A—C3—H3B | 109.4 |
C4'iv—Fe1—C2iii | 163.3 (3) | C4'ii—C4—C4'i | 132 (2) |
C4'v—Fe1—C2iii | 105.2 (3) | C4'v—C4—C4' | 132 (2) |
C4iii—Fe1—C2iii | 143.54 (12) | C4'i—C4—C4' | 101.8 (13) |
C4—Fe1—C2iii | 105.3 (5) | C4'v—C4—C4iii | 112.1 (18) |
C4v—Fe1—C2iii | 143.54 (12) | C4'ii—C4—C4v | 112.1 (18) |
C4'—Fe1—C2 | 163.3 (3) | C4'ii—C4—H4 | 97.8 |
C4'i—Fe1—C2 | 105.2 (3) | C4'v—C4—H4 | 97.8 |
C4'ii—Fe1—C2 | 163.3 (3) | C4'i—C4—H4 | 129.0 |
C4'iii—Fe1—C2 | 105.2 (3) | C4'—C4—H4 | 129.0 |
C4'iv—Fe1—C2 | 123.8 (3) | Fe1—C4—H4 | 124.0 |
C4'v—Fe1—C2 | 123.8 (3) | C4iii—C4'—C4'ii | 127.3 (18) |
C4iii—Fe1—C2 | 143.54 (12) | C4'ii—C4'—C4'iv | 119.998 (3) |
C4—Fe1—C2 | 143.54 (12) | C4iii—C4'—C4 | 106 (2) |
C4v—Fe1—C2 | 105.3 (5) | C4iii—C4'—H4' | 122.1 |
C2iii—Fe1—C2 | 71.5 (2) | C4'ii—C4'—H4' | 110.1 |
C4'—Fe1—C2v | 105.2 (3) | Fe1—C4'—H4' | 125.7 |
C4'i—Fe1—C2v | 163.3 (3) | F2vi—P1—F2 | 85.5 (4) |
C4'ii—Fe1—C2v | 123.8 (3) | F2vi—P1—F2vii | 85.5 (4) |
C4'iii—Fe1—C2v | 123.8 (3) | F2—P1—F2vii | 85.5 (4) |
C4'iv—Fe1—C2v | 105.2 (3) | F2vi—P1—F1vii | 179.2 (4) |
C4'v—Fe1—C2v | 163.3 (3) | F2—P1—F1vii | 93.8 (3) |
C4iii—Fe1—C2v | 105.3 (5) | F2vii—P1—F1vii | 93.8 (3) |
C4—Fe1—C2v | 143.54 (12) | F2vi—P1—F1vi | 93.8 (3) |
C4v—Fe1—C2v | 143.54 (12) | F2—P1—F1vi | 179.2 (4) |
C2iii—Fe1—C2v | 71.5 (2) | F2vii—P1—F1vi | 93.8 (3) |
C2—Fe1—C2v | 71.5 (2) | F1vii—P1—F1vi | 86.8 (4) |
C2—C1—C2iii | 117.4 (4) | F2vi—P1—F1 | 93.8 (3) |
C2—C1—C3 | 121.3 (2) | F2—P1—F1 | 93.8 (3) |
C2iii—C1—C3 | 121.3 (2) | F2vii—P1—F1 | 179.2 (5) |
C2—C1—Fe1 | 69.2 (2) | F1vii—P1—F1 | 86.8 (4) |
C2iii—C1—Fe1 | 69.2 (2) | F1vi—P1—F1 | 86.8 (4) |
C3—C1—Fe1 | 130.7 (4) | Cl1viii—C5—Cl1ix | 110.9 (3) |
C1v—C2—C1 | 122.6 (4) | Cl1viii—C5—Cl1 | 110.9 (3) |
C1v—C2—Fe1 | 71.1 (2) | Cl1ix—C5—Cl1 | 110.9 (3) |
C1—C2—Fe1 | 71.1 (2) | Cl1viii—C5—H5 | 108.0 |
C1v—C2—H2 | 118.7 | Cl1ix—C5—H5 | 108.0 |
C1—C2—H2 | 118.7 | Cl1—C5—H5 | 108.0 |
C4'—Fe1—C1—C2 | 174.8 (8) | C4'i—Fe1—C4—C4' | −114.4 (12) |
C4'i—Fe1—C1—C2 | 99.0 (3) | C4'ii—Fe1—C4—C4' | 30.1 (14) |
C4'ii—Fe1—C1—C2 | 163.4 (4) | C4'iii—Fe1—C4—C4' | −73.0 (7) |
C4'iii—Fe1—C1—C2 | 64.5 (4) | C4'iv—Fe1—C4—C4' | −41.4 (6) |
C4'iv—Fe1—C1—C2 | 53.0 (8) | C4'v—Fe1—C4—C4' | −145 (2) |
C4'v—Fe1—C1—C2 | 128.8 (4) | C4iii—Fe1—C4—C4' | −22.9 (7) |
C4iii—Fe1—C1—C2 | 113.9 (2) | C4v—Fe1—C4—C4' | −91.6 (5) |
C4—Fe1—C1—C2 | 144.9 (4) | C2iii—Fe1—C4—C4' | 122.8 (6) |
C4v—Fe1—C1—C2 | 83.0 (4) | C2—Fe1—C4—C4' | −157.9 (5) |
C2iii—Fe1—C1—C2 | −132.1 (4) | C2v—Fe1—C4—C4' | 43.5 (11) |
C2v—Fe1—C1—C2 | −66.1 (2) | C4'—Fe1—C4—C4iii | 22.9 (7) |
C4'—Fe1—C1—C2iii | −53.0 (8) | C4'i—Fe1—C4—C4iii | −91.6 (5) |
C4'i—Fe1—C1—C2iii | −128.8 (4) | C4'ii—Fe1—C4—C4iii | 53 (2) |
C4'ii—Fe1—C1—C2iii | −64.5 (4) | C4'iii—Fe1—C4—C4iii | −50.2 (3) |
C4'iii—Fe1—C1—C2iii | −163.4 (4) | C4'iv—Fe1—C4—C4iii | −18.5 (4) |
C4'iv—Fe1—C1—C2iii | −174.8 (8) | C4'v—Fe1—C4—C4iii | −121.7 (17) |
C4'v—Fe1—C1—C2iii | −99.0 (3) | C4v—Fe1—C4—C4iii | −68.7 (3) |
C4iii—Fe1—C1—C2iii | −113.9 (2) | C2iii—Fe1—C4—C4iii | 145.65 (14) |
C4—Fe1—C1—C2iii | −83.0 (4) | C2—Fe1—C4—C4iii | −135.0 (8) |
C4v—Fe1—C1—C2iii | −144.9 (4) | C2v—Fe1—C4—C4iii | 66.3 (5) |
C2—Fe1—C1—C2iii | 132.1 (4) | C4'—Fe1—C4—C4v | 91.6 (5) |
C2v—Fe1—C1—C2iii | 66.1 (2) | C4'i—Fe1—C4—C4v | −22.9 (7) |
C4'—Fe1—C1—C3 | 60.9 (8) | C4'ii—Fe1—C4—C4v | 121.7 (17) |
C4'i—Fe1—C1—C3 | −14.9 (3) | C4'iii—Fe1—C4—C4v | 18.5 (4) |
C4'ii—Fe1—C1—C3 | 49.5 (4) | C4'iv—Fe1—C4—C4v | 50.2 (3) |
C4'iii—Fe1—C1—C3 | −49.5 (4) | C4'v—Fe1—C4—C4v | −53 (2) |
C4'iv—Fe1—C1—C3 | −60.9 (8) | C4iii—Fe1—C4—C4v | 68.7 (3) |
C4'v—Fe1—C1—C3 | 14.9 (3) | C2iii—Fe1—C4—C4v | −145.65 (14) |
C4iii—Fe1—C1—C3 | −0.002 (2) | C2—Fe1—C4—C4v | −66.3 (5) |
C4—Fe1—C1—C3 | 30.9 (3) | C2v—Fe1—C4—C4v | 135.0 (8) |
C4v—Fe1—C1—C3 | −30.9 (3) | C4'ii—C4—C4'—C4iii | 180.003 (2) |
C2iii—Fe1—C1—C3 | 113.9 (2) | C4'v—C4—C4'—C4iii | 21 (6) |
C2—Fe1—C1—C3 | −113.9 (2) | C4'i—C4—C4'—C4iii | 13 (4) |
C2v—Fe1—C1—C3 | 180.0 | C4v—C4—C4'—C4iii | 8 (2) |
C2iii—C1—C2—C1v | −0.1 (7) | Fe1—C4—C4'—C4iii | 72 (3) |
C3—C1—C2—C1v | 177.0 (4) | C4'v—C4—C4'—C4'ii | −159 (6) |
Fe1—C1—C2—C1v | 51.3 (4) | C4'i—C4—C4'—C4'ii | −167 (4) |
C2iii—C1—C2—Fe1 | −51.3 (4) | C4iii—C4—C4'—C4'ii | 179.997 (2) |
C3—C1—C2—Fe1 | 125.8 (4) | C4v—C4—C4'—C4'ii | −172 (2) |
C4'—Fe1—C2—C1v | 51.1 (11) | Fe1—C4—C4'—C4'ii | −108 (3) |
C4'i—Fe1—C2—C1v | 132.9 (3) | C4'ii—C4—C4'—C4'iv | 172 (2) |
C4'ii—Fe1—C2—C1v | 172.9 (11) | C4'v—C4—C4'—C4'iv | 13 (4) |
C4'iii—Fe1—C2—C1v | 91.1 (4) | C4'i—C4—C4'—C4'iv | 4.6 (13) |
C4'iv—Fe1—C2—C1v | 66.2 (4) | C4iii—C4—C4'—C4'iv | −8 (2) |
C4'v—Fe1—C2—C1v | 157.7 (4) | C4v—C4—C4'—C4'iv | 0.0 |
C4iii—Fe1—C2—C1v | 60.8 (8) | Fe1—C4—C4'—C4'iv | 63.7 (3) |
C4—Fe1—C2—C1v | 163.2 (8) | C4'ii—C4—C4'—Fe1 | 108 (3) |
C4v—Fe1—C2—C1v | 112.0 (2) | C4'v—C4—C4'—Fe1 | −50 (4) |
C2iii—Fe1—C2—C1v | −106.02 (18) | C4'i—C4—C4'—Fe1 | −59.2 (10) |
C2v—Fe1—C2—C1v | −30.0 (2) | C4iii—C4—C4'—Fe1 | −72 (3) |
C4'—Fe1—C2—C1 | −172.9 (11) | C4v—C4—C4'—Fe1 | −63.7 (3) |
C4'i—Fe1—C2—C1 | −91.1 (4) | C4'i—Fe1—C4'—C4iii | −70 (2) |
C4'ii—Fe1—C2—C1 | −51.1 (11) | C4'ii—Fe1—C4'—C4iii | −133.0 (19) |
C4'iii—Fe1—C2—C1 | −132.9 (3) | C4'iii—Fe1—C4'—C4iii | −27.6 (18) |
C4'iv—Fe1—C2—C1 | −157.7 (4) | C4'iv—Fe1—C4'—C4iii | −3 (2) |
C4'v—Fe1—C2—C1 | −66.2 (4) | C4'v—Fe1—C4'—C4iii | −99.1 (17) |
C4iii—Fe1—C2—C1 | −163.2 (8) | C4—Fe1—C4'—C4iii | −112 (2) |
C4—Fe1—C2—C1 | −60.8 (8) | C4v—Fe1—C4'—C4iii | −49.2 (17) |
C4v—Fe1—C2—C1 | −112.0 (2) | C2iii—Fe1—C4'—C4iii | 170.5 (17) |
C2iii—Fe1—C2—C1 | 30.0 (2) | C2—Fe1—C4'—C4iii | 17 (3) |
C2v—Fe1—C2—C1 | 106.02 (18) | C2v—Fe1—C4'—C4iii | 92.9 (19) |
C4'—Fe1—C4—C4'ii | −30.1 (14) | C4'i—Fe1—C4'—C4'ii | 63.21 (18) |
C4'i—Fe1—C4—C4'ii | −145 (2) | C4'iii—Fe1—C4'—C4'ii | 105.4 (4) |
C4'iii—Fe1—C4—C4'ii | −103 (2) | C4'iv—Fe1—C4'—C4'ii | 130.19 (16) |
C4'iv—Fe1—C4—C4'ii | −71.6 (16) | C4'v—Fe1—C4'—C4'ii | 33.9 (4) |
C4'v—Fe1—C4—C4'ii | −175 (4) | C4iii—Fe1—C4'—C4'ii | 133.0 (19) |
C4iii—Fe1—C4—C4'ii | −53 (2) | C4—Fe1—C4'—C4'ii | 20.8 (7) |
C4v—Fe1—C4—C4'ii | −121.7 (17) | C4v—Fe1—C4'—C4'ii | 83.7 (2) |
C2iii—Fe1—C4—C4'ii | 92.6 (19) | C2iii—Fe1—C4'—C4'ii | −56.5 (2) |
C2—Fe1—C4—C4'ii | 171.9 (13) | C2—Fe1—C4'—C4'ii | 149.8 (11) |
C2v—Fe1—C4—C4'ii | 13 (2) | C2v—Fe1—C4'—C4'ii | −134.09 (14) |
C4'—Fe1—C4—C4'v | 145 (2) | C4'i—Fe1—C4'—C4'iv | −66.98 (19) |
C4'i—Fe1—C4—C4'v | 30.1 (14) | C4'ii—Fe1—C4'—C4'iv | −130.19 (16) |
C4'ii—Fe1—C4—C4'v | 175 (4) | C4'iii—Fe1—C4'—C4'iv | −24.8 (4) |
C4'iii—Fe1—C4—C4'v | 71.6 (16) | C4'v—Fe1—C4'—C4'iv | −96.3 (5) |
C4'iv—Fe1—C4—C4'v | 103 (2) | C4iii—Fe1—C4'—C4'iv | 3 (2) |
C4iii—Fe1—C4—C4'v | 121.7 (17) | C4—Fe1—C4'—C4'iv | −109.3 (6) |
C4v—Fe1—C4—C4'v | 53 (2) | C4v—Fe1—C4'—C4'iv | −46.4 (3) |
C2iii—Fe1—C4—C4'v | −92.6 (19) | C2iii—Fe1—C4'—C4'iv | 173.3 (3) |
C2—Fe1—C4—C4'v | −13 (2) | C2—Fe1—C4'—C4'iv | 19.7 (10) |
C2v—Fe1—C4—C4'v | −171.9 (13) | C2v—Fe1—C4'—C4'iv | 95.72 (14) |
C4'—Fe1—C4—C4'i | 114.4 (12) | C4'i—Fe1—C4'—C4 | 42.4 (7) |
C4'ii—Fe1—C4—C4'i | 145 (2) | C4'ii—Fe1—C4'—C4 | −20.8 (7) |
C4'iii—Fe1—C4—C4'i | 41.4 (6) | C4'iii—Fe1—C4'—C4 | 84.6 (7) |
C4'iv—Fe1—C4—C4'i | 73.0 (7) | C4'iv—Fe1—C4'—C4 | 109.3 (6) |
C4'v—Fe1—C4—C4'i | −30.1 (14) | C4'v—Fe1—C4'—C4 | 13.0 (8) |
C4iii—Fe1—C4—C4'i | 91.6 (5) | C4iii—Fe1—C4'—C4 | 112 (2) |
C4v—Fe1—C4—C4'i | 22.9 (7) | C4v—Fe1—C4'—C4 | 62.9 (8) |
C2iii—Fe1—C4—C4'i | −122.8 (6) | C2iii—Fe1—C4'—C4 | −77.3 (8) |
C2—Fe1—C4—C4'i | −43.5 (11) | C2—Fe1—C4'—C4 | 129.0 (8) |
C2v—Fe1—C4—C4'i | 157.9 (5) | C2v—Fe1—C4'—C4 | −154.9 (6) |
Symmetry codes: (i) −x+y, y, z; (ii) x, x−y, z; (iii) −x+y, −x, z; (iv) −y, −x, z; (v) −y, x−y, z; (vi) −x+y+1, −x+1, z; (vii) −y+1, x−y, z; (viii) −x+y, −x+1, z; (ix) −y+1, x−y+1, z. |
Experimental details
Crystal data | |
Chemical formula | [Fe(C5H5)(C9H12)]PF6·CHCl3 |
Mr | 505.46 |
Crystal system, space group | Hexagonal, P63mc |
Temperature (K) | 173 |
a, c (Å) | 9.3640 (11), 13.3018 (19) |
V (Å3) | 1010.1 (2) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 1.27 |
Crystal size (mm) | 0.35 × 0.33 × 0.21 |
Data collection | |
Diffractometer | Stoe IPDS II two-circle |
Absorption correction | Multi-scan (MULABS; Spek, 2003; Blessing, 1995) |
Tmin, Tmax | 0.664, 0.776 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 4236, 726, 711 |
Rint | 0.023 |
(sin θ/λ)max (Å−1) | 0.607 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.036, 0.100, 1.13 |
No. of reflections | 726 |
No. of parameters | 62 |
No. of restraints | 1 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.43, −0.26 |
Absolute structure | Flack (1983), with 332 Friedel pairs |
Absolute structure parameter | 0.02 (5) |
Computer programs: X-AREA (Stoe & Cie, 2001), X-AREA, SHELXS97 (Sheldrick, 1990), SHELXL97 (Sheldrick, 1997), XP in SHELXTL-Plus (Sheldrick, 1991), SHELXL97.
The title compound, [C14H17Fe]+PF6-.CHCl3, crystallizes with Z'=1/3. A l l there molecules are located on a special position with site symmetry 3 m. The cyclopentadienyl ring is disordered due to the symmetry of the special position.