pendant phenyl group bonded to one of the Cp rings. The Cp rings are ... The distance between the phenyl and Cp bridging carbons is 1.469 (5) Ã
; while the.
CIF access Acta Cryst. (1999). C55, IUC9900154
[ doi:10.1107/S0108270199098406 ]
Phenylferrocene H.-J. Fan, M. D. Carducci, C. Grittini, A. Mendoza and D. L. Lichtenberger Abstract Phenylferrocene, in the solid state, has two five-membered cyclopentadienyl (Cp) rings η5 bonded to iron and a single pendant phenyl group bonded to one of the Cp rings. The Cp rings are parallel [0.5 (3)°] to each other and almost completely eclipsed [average rotation is −8.3 (1)°]. The distance between the phenyl and Cp bridging carbons is 1.469 (5) Å; while the angle between the mean planes of the five- and six-membered rings is 11.4 (3)°.
Experimental The title compound was prepared and characterized (Fan, 1999) by a modification of the procedure in the literature (Rosenblum, 1959; Iyoda et al., 1997). Crystals were obtained from acetone by slow evaporation of solvent. Refinement The structure was solved using direct methods followed by Fourier synthesis. Non-H atoms were refined anisotropically. H atoms were placed in idealized positions, forced to ride on the atom to which they are bonded, and given thermal parameters equal to 1.2 times that atom. Computing details Data collection: Nonius CAD-4 Software; cell refinement: Nonius CAD-4 Software; data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: XS in SHELX97 (Sheldrick, 1997); program(s) used to refine structure: XL in SHELX97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: SHELXTL (Bruker, 1997).
Phenylferrocene Crystal data [Fe(C5H5)(C11H9)]
V = 2455.8 (3) Å3
Mr = 262.12
Z=8
Orthorhombic, Pbca
Mo Kα
a = 10.0695 (8) Å
µ = 1.20 mm−1 T = 293 (2) K 0.37 × 0.28 × 0.03 mm
b = 8.2112 (6) Å c = 29.701 (3) Å
CIF access Data collection Nonius CAD-4 diffractometer Absorption correction: ψ scan [North et al. (1968); number of ψ scan sets = 5; θ correction applied; averaged transmission function used; no Fourier smoothing applied] Tmin = 0.788, Tmax = 0.965 2129 measured reflections 2129 independent reflections
1270 reflections with I > 2σ(I) Rint = 0.0000 3 standard reflections every 60 min intensity decay: −2.6%
Refinement R[F2 > 2σ(F2)] = 0.040 2
154 parameters
wR(F ) = 0.092
H-atom parameters constrained
S = 1.02
Δρmax = 0.23 e Å−3
2129 reflections
Δρmin = −0.24 e Å−3
Acknowledgements This structure was determined in the Molecular Structure Laboratory of the Department of Chemistry, University of Arizona, Tucson AZ 85721. The SMART1000 diffractometer was gratefully obtained with funds provided by NSF grant CHE9610374. DLL would like to acknowledge support by the US Department of Energy (Division of Chemical Science, Office of Basic Energy Sciences, Office of Energy Research, DE—FG03–95ER14574), the National Science Foundation, (Grant No. CHE9618900), and the Materials Characterization Program, Department of Chemistry, the University of Arizona. References Bruker (1997). SHELXTL Reference Manual. Version 5.0. Bruker AXS Inc., Madison, Wisconsin, USA. Fan, H.-J. (1999). PhD Dissertation, Unversity of Arizona, Tucson, Arizona. Harms, K. & Wocadlo, S. (1995). XCAD4. Program for the Lp Correction of Nonius Four-Circle Diffractometer Data.University of Marburg, Germany. Iyoda, M., Kondo, T., Okabe, T., Matsuyama, H., Sasaki, S. & Kuwatani, Y. (1997). Chem. Lett. pp. 35. North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351–359. Rosenblum, M. (1959). J. Am. Chem. Soc. 81, 4530. Sheldrick, G. M. (1997). SHELX97. Programs for Crystal Structure Analysis. Release 97-2. University of Göttingen, Germany.
CIF access Scheme 1
supplementary materials
supplementary materials Phenylferrocene Crystal data [Fe(C5H5)(C11H9)]
F000 = 1088
Mr = 262.12
Dx = 1.418 Mg m−3
Orthorhombic, Pbca Hall symbol: -P 2ac 2ab a = 10.0695 (8) Å b = 8.2112 (6) Å c = 29.701 (3) Å V = 2455.8 (3) Å3 Z=8
Mo Kα radiation λ = 0.71073 Å Cell parameters from 25 reflections θ = 10.0–15.0º µ = 1.20 mm−1 T = 293 (2) K Plate, orange 0.37 × 0.28 × 0.03 mm
Data collection Nonius CAD-4 diffractometer
Rint = 0.0000
Radiation source: fine-focus sealed tube
θmax = 25.0º
Monochromator: graphite
θmin = 2.4º
T = 293(2) K ω–2θ scans Absorption correction: ψ scan [North et al. (1968); number of ψ scan sets = 5; θ correction applied; averaged transmission function used; no Fourier smoothing applied] Tmin = 0.788, Tmax = 0.965
h = 0→11 k = 0→9
2129 measured reflections 2129 independent reflections 1270 reflections with I > 2σ(I)
every 60 min intensity decay: −2.6%
l = −35→0 3 standard reflections
Refinement Refinement on F2
Secondary atom site location: difference Fourier map
Least-squares matrix: full
Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.040
H-atom parameters constrained
wR(F2) = 0.092
w = 1/[σ2(Fo2) + (0.0317P)2]
where P = (Fo2 + 2Fc2)/3
S = 1.02
(Δ/σ)max = 0.002
2129 reflections
Δρmax = 0.23 e Å−3
154 parameters
Δρmin = −0.24 e Å−3
Primary atom site location: structure-invariant direct Extinction correction: none methods
sup-1
supplementary materials Special details Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > 2sigma(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R– factors based on ALL data will be even larger.
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) Fe1 C1 H1A C2 H2A C3 H3A C4 H4A C5 H5A C6 C7 H7A C8 H8A C9 H9A C10 H10A C11 C12 H12A C13 H13A C14 H14A C15 H15A C16 H16A
sup-2
x
y
z
Uiso*/Ueq
0.51350 (4) 0.3685 (5) 0.3438 0.3149 (3) 0.2460 0.3762 (4) 0.3581 0.4668 (4) 0.5243 0.4631 (5) 0.5165 0.6104 (3) 0.5441 (4) 0.4749 0.5957 (4) 0.5680 0.6924 (4) 0.7437 0.7016 (3) 0.7601 0.5897 (4) 0.6769 (4) 0.7474 0.6598 (6) 0.7187 0.5562 (7) 0.5446 0.4702 (6) 0.4000 0.4860 (4) 0.4256
0.18974 (6) 0.1194 (6) 0.1740 0.1498 (5) 0.2302 0.0447 (6) 0.0391 −0.0494 (5) −0.1333 −0.0049 (6) −0.0525 0.3826 (4) 0.4295 (5) 0.5129 0.3359 (5) 0.3432 0.2289 (5) 0.1490 0.2570 (5) 0.1988 0.4524 (4) 0.4200 (6) 0.3485 0.4938 (8) 0.4717 0.5987 (7) 0.6480 0.6308 (6) 0.7024 0.5591 (5) 0.5823
0.417792 (17) 0.37497 (17) 0.3468 0.41724 (19) 0.4242 0.44810 (16) 0.4805 0.4248 (2) 0.4379 0.3797 (2) 0.3554 0.38903 (13) 0.42925 (13) 0.4317 0.46529 (15) 0.4969 0.44790 (17) 0.4652 0.40103 (16) 0.3802 0.34405 (13) 0.30904 (16) 0.3135 0.26705 (19) 0.2437 0.26027 (19) 0.2324 0.29447 (19) 0.2898 0.33545 (14) 0.3583
0.04932 (18) 0.0799 (14) 0.096* 0.0764 (13) 0.092* 0.0753 (13) 0.090* 0.0806 (15) 0.097* 0.0878 (16) 0.105* 0.0488 (9) 0.0568 (11) 0.068* 0.0675 (11) 0.081* 0.0709 (13) 0.085* 0.0616 (11) 0.074* 0.0544 (10) 0.0781 (13) 0.094* 0.1022 (18) 0.123* 0.1064 (19) 0.128* 0.0973 (16) 0.117* 0.0735 (12) 0.088*
supplementary materials Atomic displacement parameters (Å2) Fe1 C1 C2 C3 C4 C5 C6 C7 C8 C9 C10 C11 C12 C13 C14 C15 C16
U11 0.0403 (3) 0.074 (3) 0.0367 (18) 0.063 (3) 0.062 (3) 0.072 (3) 0.043 (2) 0.059 (2) 0.078 (3) 0.053 (2) 0.0356 (18) 0.055 (2) 0.080 (3) 0.122 (5) 0.148 (6) 0.116 (4) 0.078 (3)
U22 0.0463 (3) 0.095 (4) 0.075 (3) 0.092 (4) 0.049 (2) 0.076 (3) 0.045 (2) 0.048 (2) 0.066 (3) 0.061 (3) 0.053 (2) 0.046 (2) 0.080 (3) 0.112 (5) 0.102 (4) 0.093 (4) 0.075 (3)
U33 0.0614 (3) 0.070 (3) 0.118 (4) 0.071 (3) 0.131 (5) 0.116 (5) 0.057 (3) 0.064 (3) 0.059 (3) 0.099 (4) 0.096 (3) 0.063 (3) 0.074 (3) 0.073 (4) 0.069 (4) 0.084 (4) 0.068 (3)
U12 −0.0020 (2) −0.033 (3) −0.0020 (19) −0.030 (3) −0.011 (2) −0.026 (3) −0.0086 (17) 0.0018 (19) −0.014 (2) −0.007 (2) −0.0031 (17) −0.0133 (19) −0.017 (2) −0.038 (4) −0.037 (4) 0.005 (3) 0.007 (3)
U13 0.0031 (3) −0.013 (3) 0.007 (3) 0.010 (2) −0.003 (3) 0.029 (3) 0.0020 (18) 0.003 (2) −0.011 (2) −0.021 (2) 0.004 (2) 0.008 (2) 0.017 (3) 0.032 (4) −0.004 (4) −0.022 (3) −0.003 (2)
U23 −0.0072 (3) 0.002 (3) −0.015 (3) −0.001 (3) 0.001 (3) −0.048 (3) −0.010 (2) −0.012 (2) −0.005 (3) 0.007 (3) −0.001 (2) −0.012 (2) −0.020 (3) −0.023 (4) 0.002 (4) 0.011 (3) 0.007 (3)
Geometric parameters (Å, °) Fe1—C1 Fe1—C7 Fe1—C5 Fe1—C2 Fe1—C8 Fe1—C4 Fe1—C10 Fe1—C3 Fe1—C9 Fe1—C6 C1—C2 C1—C5 C1—H1A C2—C3 C2—H2A C3—C4 C3—H3A C4—C5 C4—H4A C5—H5A C6—C7
2.020 (4) 2.021 (4) 2.023 (4) 2.027 (3) 2.029 (4) 2.030 (4) 2.034 (3) 2.035 (4) 2.037 (4) 2.047 (4) 1.389 (5) 1.403 (6) 0.9800 1.402 (6) 0.9800 1.381 (6) 0.9800 1.390 (6) 0.9800 0.9800 1.422 (5)
C6—C10 C6—C11 C7—C8 C7—H7A C8—C9 C8—H8A C9—C10 C9—H9A C10—H10A C11—C12 C11—C16 C12—C13 C12—H12A C13—C14 C13—H13A C14—C15 C14—H14A C15—C16 C15—H15A C16—H16A
1.426 (5) 1.469 (5) 1.416 (5) 0.9800 1.410 (5) 0.9800 1.414 (5) 0.9800 0.9800 1.387 (5) 1.387 (5) 1.397 (6) 0.9300 1.367 (7) 0.9300 1.361 (7) 0.9300 1.361 (6) 0.9300 0.9300
C1—Fe1—C7 C1—Fe1—C5 C7—Fe1—C5
119.63 (19) 40.61 (18) 154.4 (2)
Fe1—C3—H3A C3—C4—C5 C3—C4—Fe1
126.0 108.5 (4) 70.3 (2)
sup-3
supplementary materials C1—Fe1—C2 C7—Fe1—C2 C5—Fe1—C2 C1—Fe1—C8 C7—Fe1—C8 C5—Fe1—C8 C2—Fe1—C8 C1—Fe1—C4 C7—Fe1—C4 C5—Fe1—C4 C2—Fe1—C4 C8—Fe1—C4 C1—Fe1—C10 C7—Fe1—C10 C5—Fe1—C10 C2—Fe1—C10 C8—Fe1—C10 C4—Fe1—C10 C1—Fe1—C3 C7—Fe1—C3 C5—Fe1—C3 C2—Fe1—C3 C8—Fe1—C3 C4—Fe1—C3 C10—Fe1—C3 C1—Fe1—C9 C7—Fe1—C9 C5—Fe1—C9 C2—Fe1—C9 C8—Fe1—C9 C4—Fe1—C9 C10—Fe1—C9 C3—Fe1—C9 C1—Fe1—C6 C7—Fe1—C6 C5—Fe1—C6 C2—Fe1—C6 C8—Fe1—C6 C4—Fe1—C6 C10—Fe1—C6 C3—Fe1—C6 C9—Fe1—C6 C2—C1—C5 C2—C1—Fe1 C5—C1—Fe1 C2—C1—H1A C5—C1—H1A Fe1—C1—H1A C1—C2—C3
sup-4
40.16 (16) 108.02 (16) 67.68 (18) 154.4 (2) 40.94 (14) 163.5 (2) 120.26 (19) 67.73 (19) 163.8 (2) 40.12 (18) 67.41 (17) 126.5 (2) 126.6 (2) 68.58 (15) 108.12 (18) 163.8 (2) 68.26 (17) 120.22 (17) 67.69 (18) 126.81 (18) 67.34 (19) 40.40 (16) 108.42 (18) 39.73 (17) 154.1 (2) 163.9 (2) 68.74 (16) 126.3 (2) 154.4 (2) 40.57 (15) 108.21 (18) 40.64 (15) 120.0 (2) 107.63 (17) 40.90 (13) 119.8 (2) 126.32 (18) 68.77 (17) 154.38 (19) 40.89 (14) 164.03 (19) 68.85 (16) 107.7 (5) 70.2 (2) 69.8 (3) 126.1 126.1 126.1 108.0 (4)
C5—C4—Fe1 C3—C4—H4A C5—C4—H4A Fe1—C4—H4A C4—C5—C1 C4—C5—Fe1 C1—C5—Fe1 C4—C5—H5A C1—C5—H5A Fe1—C5—H5A C7—C6—C10 C7—C6—C11 C10—C6—C11 C7—C6—Fe1 C10—C6—Fe1 C11—C6—Fe1 C8—C7—C6 C8—C7—Fe1 C6—C7—Fe1 C8—C7—H7A C6—C7—H7A Fe1—C7—H7A C9—C8—C7 C9—C8—Fe1 C7—C8—Fe1 C9—C8—H8A C7—C8—H8A Fe1—C8—H8A C8—C9—C10 C8—C9—Fe1 C10—C9—Fe1 C8—C9—H9A C10—C9—H9A Fe1—C9—H9A C9—C10—C6 C9—C10—Fe1 C6—C10—Fe1 C9—C10—H10A C6—C10—H10A Fe1—C10—H10A C12—C11—C16 C12—C11—C6 C16—C11—C6 C11—C12—C13 C11—C12—H12A C13—C12—H12A C14—C13—C12 C14—C13—H13A C12—C13—H13A
69.7 (3) 125.7 125.7 125.7 107.8 (4) 70.2 (3) 69.6 (3) 126.1 126.1 126.1 106.7 (4) 126.3 (3) 126.9 (4) 68.6 (2) 69.1 (2) 127.9 (2) 108.4 (4) 69.8 (2) 70.5 (2) 125.8 125.8 125.8 108.3 (4) 70.0 (2) 69.2 (2) 125.8 125.8 125.8 107.7 (4) 69.4 (2) 69.6 (2) 126.1 126.1 126.1 108.8 (4) 69.8 (2) 70.03 (19) 125.6 125.6 125.6 117.4 (4) 121.2 (4) 121.4 (4) 120.5 (5) 119.8 119.8 119.9 (5) 120.0 120.0
supplementary materials C1—C2—Fe1 C3—C2—Fe1 C1—C2—H2A C3—C2—H2A Fe1—C2—H2A C4—C3—C2 C4—C3—Fe1 C2—C3—Fe1 C4—C3—H3A C2—C3—H3A
69.7 (2) 70.1 (2) 126.0 126.0 126.0 107.9 (4) 69.9 (2) 69.5 (2) 126.0 126.0
C15—C14—C13 C15—C14—H14A C13—C14—H14A C14—C15—C16 C14—C15—H15A C16—C15—H15A C15—C16—C11 C15—C16—H16A C11—C16—H16A
119.8 (6) 120.1 120.1 120.6 (5) 119.7 119.7 121.7 (4) 119.1 119.1
C7—Fe1—C1—C2 C5—Fe1—C1—C2 C8—Fe1—C1—C2 C4—Fe1—C1—C2 C10—Fe1—C1—C2 C3—Fe1—C1—C2 C9—Fe1—C1—C2 C6—Fe1—C1—C2 C7—Fe1—C1—C5 C2—Fe1—C1—C5 C8—Fe1—C1—C5 C4—Fe1—C1—C5 C10—Fe1—C1—C5 C3—Fe1—C1—C5 C9—Fe1—C1—C5 C6—Fe1—C1—C5 C5—C1—C2—C3 Fe1—C1—C2—C3 C5—C1—C2—Fe1 C7—Fe1—C2—C1 C5—Fe1—C2—C1 C8—Fe1—C2—C1 C4—Fe1—C2—C1 C10—Fe1—C2—C1 C3—Fe1—C2—C1 C9—Fe1—C2—C1 C6—Fe1—C2—C1 C1—Fe1—C2—C3 C7—Fe1—C2—C3 C5—Fe1—C2—C3 C8—Fe1—C2—C3 C4—Fe1—C2—C3 C10—Fe1—C2—C3 C9—Fe1—C2—C3 C6—Fe1—C2—C3 C1—C2—C3—C4 Fe1—C2—C3—C4 C1—C2—C3—Fe1 C1—Fe1—C3—C4
−83.0 (3) 118.5 (4) −48.4 (5) 80.9 (3) −167.2 (3) 37.8 (3) 159.3 (6) −125.9 (3) 158.5 (3) −118.5 (4) −166.9 (4) −37.6 (3) 74.3 (4) −80.7 (3) 40.8 (8) 115.5 (3) 0.1 (5) −59.9 (3) 60.0 (3) 114.9 (3) −38.2 (3) 158.0 (3) −81.7 (3) 39.8 (7) −119.0 (4) −166.9 (4) 73.2 (3) 119.0 (4) −126.2 (3) 80.8 (3) −83.0 (3) 37.2 (3) 158.7 (6) −47.9 (5) −167.8 (3) 0.0 (5) −59.6 (3) 59.6 (3) 81.5 (3)
C3—Fe1—C6—C10 C9—Fe1—C6—C10 C1—Fe1—C6—C11 C7—Fe1—C6—C11 C5—Fe1—C6—C11 C2—Fe1—C6—C11 C8—Fe1—C6—C11 C4—Fe1—C6—C11 C10—Fe1—C6—C11 C3—Fe1—C6—C11 C9—Fe1—C6—C11 C10—C6—C7—C8 C11—C6—C7—C8 Fe1—C6—C7—C8 C10—C6—C7—Fe1 C11—C6—C7—Fe1 C1—Fe1—C7—C8 C5—Fe1—C7—C8 C2—Fe1—C7—C8 C4—Fe1—C7—C8 C10—Fe1—C7—C8 C3—Fe1—C7—C8 C9—Fe1—C7—C8 C6—Fe1—C7—C8 C1—Fe1—C7—C6 C5—Fe1—C7—C6 C2—Fe1—C7—C6 C8—Fe1—C7—C6 C4—Fe1—C7—C6 C10—Fe1—C7—C6 C3—Fe1—C7—C6 C9—Fe1—C7—C6 C6—C7—C8—C9 Fe1—C7—C8—C9 C6—C7—C8—Fe1 C1—Fe1—C8—C9 C7—Fe1—C8—C9 C5—Fe1—C8—C9 C2—Fe1—C8—C9
163.7 (6) 37.2 (2) −4.9 (4) −120.0 (4) 37.7 (4) −45.2 (4) −157.9 (4) 70.3 (5) 121.2 (4) −75.1 (7) 158.4 (4) 1.0 (4) −178.2 (3) 59.8 (3) −58.8 (2) 122.0 (3) 158.0 (3) −168.5 (4) 115.7 (3) 44.8 (7) −81.1 (3) 74.9 (3) −37.3 (2) −119.1 (3) −82.8 (3) −49.3 (5) −125.1 (3) 119.1 (3) 164.0 (5) 38.1 (2) −166.0 (2) 81.8 (2) −0.9 (4) 59.3 (3) −60.2 (3) −168.5 (4) −119.7 (4) 42.6 (7) 157.5 (3)
sup-5
supplementary materials C7—Fe1—C3—C4 C5—Fe1—C3—C4 C2—Fe1—C3—C4 C8—Fe1—C3—C4 C10—Fe1—C3—C4 C9—Fe1—C3—C4 C6—Fe1—C3—C4 C1—Fe1—C3—C2 C7—Fe1—C3—C2 C5—Fe1—C3—C2 C8—Fe1—C3—C2 C4—Fe1—C3—C2 C10—Fe1—C3—C2 C9—Fe1—C3—C2 C6—Fe1—C3—C2 C2—C3—C4—C5 Fe1—C3—C4—C5 C2—C3—C4—Fe1 C1—Fe1—C4—C3 C7—Fe1—C4—C3 C5—Fe1—C4—C3 C2—Fe1—C4—C3 C8—Fe1—C4—C3 C10—Fe1—C4—C3 C9—Fe1—C4—C3 C6—Fe1—C4—C3 C1—Fe1—C4—C5 C7—Fe1—C4—C5 C2—Fe1—C4—C5 C8—Fe1—C4—C5 C10—Fe1—C4—C5 C3—Fe1—C4—C5 C9—Fe1—C4—C5 C6—Fe1—C4—C5 C3—C4—C5—C1 Fe1—C4—C5—C1 C3—C4—C5—Fe1 C2—C1—C5—C4 Fe1—C1—C5—C4 C2—C1—C5—Fe1 C1—Fe1—C5—C4 C7—Fe1—C5—C4 C2—Fe1—C5—C4 C8—Fe1—C5—C4 C10—Fe1—C5—C4 C3—Fe1—C5—C4 C9—Fe1—C5—C4 C6—Fe1—C5—C4 C7—Fe1—C5—C1
sup-6
−167.3 (3) 37.4 (3) 119.1 (4) −125.5 (3) −47.5 (5) −82.6 (3) 157.4 (5) −37.6 (3) 73.5 (3) −81.7 (3) 115.4 (3) −119.1 (4) −166.6 (4) 158.3 (3) 38.3 (7) −0.1 (5) −59.4 (3) 59.3 (3) −81.4 (3) 38.9 (7) −119.5 (4) −37.8 (3) 74.0 (3) 158.1 (3) 115.2 (3) −165.8 (3) 38.1 (3) 158.4 (5) 81.7 (3) −166.5 (3) −82.4 (3) 119.5 (4) −125.2 (3) −46.3 (5) 0.1 (5) −59.7 (3) 59.8 (3) −0.1 (5) 60.1 (3) −60.2 (3) −118.7 (4) −166.2 (3) −81.0 (3) 41.2 (7) 115.7 (3) −37.1 (3) 74.3 (3) 158.9 (3) −47.5 (5)
C4—Fe1—C8—C9 C10—Fe1—C8—C9 C3—Fe1—C8—C9 C6—Fe1—C8—C9 C1—Fe1—C8—C7 C5—Fe1—C8—C7 C2—Fe1—C8—C7 C4—Fe1—C8—C7 C10—Fe1—C8—C7 C3—Fe1—C8—C7 C9—Fe1—C8—C7 C6—Fe1—C8—C7 C7—C8—C9—C10 Fe1—C8—C9—C10 C7—C8—C9—Fe1 C1—Fe1—C9—C8 C7—Fe1—C9—C8 C5—Fe1—C9—C8 C2—Fe1—C9—C8 C4—Fe1—C9—C8 C10—Fe1—C9—C8 C3—Fe1—C9—C8 C6—Fe1—C9—C8 C1—Fe1—C9—C10 C7—Fe1—C9—C10 C5—Fe1—C9—C10 C2—Fe1—C9—C10 C8—Fe1—C9—C10 C4—Fe1—C9—C10 C3—Fe1—C9—C10 C6—Fe1—C9—C10 C8—C9—C10—C6 Fe1—C9—C10—C6 C8—C9—C10—Fe1 C7—C6—C10—C9 C11—C6—C10—C9 Fe1—C6—C10—C9 C7—C6—C10—Fe1 C11—C6—C10—Fe1 C1—Fe1—C10—C9 C7—Fe1—C10—C9 C5—Fe1—C10—C9 C2—Fe1—C10—C9 C8—Fe1—C10—C9 C4—Fe1—C10—C9 C3—Fe1—C10—C9 C6—Fe1—C10—C9 C1—Fe1—C10—C6 C7—Fe1—C10—C6
74.5 (3) −37.8 (2) 114.8 (3) −81.9 (3) −48.8 (5) 162.3 (6) −82.8 (3) −165.8 (2) 81.9 (2) −125.4 (3) 119.7 (4) 37.8 (2) 0.4 (4) 59.3 (3) −58.8 (3) 162.0 (6) 37.6 (2) −166.2 (3) −49.8 (5) −125.4 (3) 119.1 (4) −83.5 (3) 81.7 (3) 42.8 (7) −81.5 (3) 74.7 (3) −168.9 (4) −119.1 (4) 115.5 (3) 157.3 (3) −37.5 (2) 0.2 (4) 59.3 (2) −59.2 (3) −0.7 (4) 178.5 (3) −59.2 (3) 58.4 (2) −122.3 (3) −166.4 (3) 81.9 (3) −125.1 (3) 162.7 (6) 37.7 (2) −82.9 (3) −49.9 (5) 119.9 (3) 73.7 (3) −38.1 (2)
supplementary materials C2—Fe1—C5—C1 C8—Fe1—C5—C1 C4—Fe1—C5—C1 C10—Fe1—C5—C1 C3—Fe1—C5—C1 C9—Fe1—C5—C1 C6—Fe1—C5—C1 C1—Fe1—C6—C7 C5—Fe1—C6—C7 C2—Fe1—C6—C7 C8—Fe1—C6—C7 C4—Fe1—C6—C7 C10—Fe1—C6—C7 C3—Fe1—C6—C7 C9—Fe1—C6—C7 C1—Fe1—C6—C10 C7—Fe1—C6—C10 C5—Fe1—C6—C10 C2—Fe1—C6—C10 C8—Fe1—C6—C10 C4—Fe1—C6—C10
37.8 (3) 159.9 (5) 118.7 (4) −125.6 (3) 81.7 (3) −167.0 (3) −82.4 (3) 115.2 (3) 157.8 (3) 74.8 (3) −37.9 (2) −169.7 (4) −118.8 (3) 44.9 (7) −81.5 (3) −126.0 (3) 118.8 (3) −83.4 (3) −166.4 (3) 80.9 (3) −50.9 (5)
C5—Fe1—C10—C6 C2—Fe1—C10—C6 C8—Fe1—C10—C6 C4—Fe1—C10—C6 C3—Fe1—C10—C6 C9—Fe1—C10—C6 C7—C6—C11—C12 C10—C6—C11—C12 Fe1—C6—C11—C12 C7—C6—C11—C16 C10—C6—C11—C16 Fe1—C6—C11—C16 C16—C11—C12—C13 C6—C11—C12—C13 C11—C12—C13—C14 C12—C13—C14—C15 C13—C14—C15—C16 C14—C15—C16—C11 C12—C11—C16—C15 C6—C11—C16—C15
114.9 (3) 42.8 (7) −82.2 (3) 157.1 (3) −169.8 (4) −119.9 (3) 167.4 (4) −11.7 (6) −102.7 (4) −9.5 (5) 171.4 (3) 80.3 (4) 0.4 (6) −176.7 (4) −0.1 (7) 0.0 (8) −0.2 (9) 0.4 (8) −0.5 (6) 176.5 (4)
sup-7
