The title compounds, [CuFe2(C5H5)2(C9H8O2)2], (I), and [CuFe4(C5H5)4(C13H9O2)2], (II), are four-coordinate square-planar copper(II) complexes with two bidentate 1-ferrocenylbutane-1,3-dionate or 1,3-diferrocenylpropane-1,3-dionate ligands, respectively. The copper ion in (I) lies on an inversion centre, with one-half of the molecule in the asymmetric unit, while in (II), there are two independent half molecules in the asymmetric unit, with the copper ions also situated on inversion centres. The ferrocene substituents in (I) are in an anti arrangement. The molecules assemble in the crystal structure in layers with ferrocene groups at the surface. The pairs of ferrocene substituents on each ligand in complex (II) are syn and these adopt an anti arrangement with respect to the pair on the other diketonate ligand. As found in (I), complexes assemble in a layered structure with ferrocene-coated surfaces.
Supporting information
CCDC references: 632919; 632920
Complex (I)<schemer id="scheme1"> was prepared by mixing a warm solution of H<it>L</it><inf>1</inf> (500 mg, 1.85 mmol, in 20 ml methanol) with a warm solution of copper(II) acetate dihydrate (176 mg, 0.88 mmol, in 20 ml methanol). A brown–gold precipitate formed which was filtered off, washed with methanol and dried to give 482 mg of (I)<schemer id="scheme1"> (91% yield). Red crystals of (I)<schemer id="scheme1"> were grown by vapour diffusion of ethanol into a benzene solution. Complex (II)<schemer id="scheme1"> was prepared by mixing a warm solution of H<it>L</it><inf>2</inf> (371 mg, 0.84 mmol, in 20 ml methanol) with a warm solution of copper(II) acetate dihydrate (84 mg, 0.42 mmol, in 20 ml methanol). The solution was refuxed for 30 min, cooled to room temperature, filtered and washed with ethyl acetate to give 182 mg of a red crystalline precipitate (46% yield). Red crystals of (II)<schemer id="scheme1"> were grown by vapour diffusion of hexane into a benzene solution.
H atoms were placed in calculated positions and refined using a riding model (C—H = 0.93–0.97 Å), with Uiso(H) values of 1.2 or 1.5 times Ueq(C) for aromatic and methyl groups, respectively. Methyl groups were rotated to fit the H-atom positions to the observed electron density. Electron density difference maps in structure (II) indicated disorder of a cyclopentadienyl ring attached to Fe1. A two-site disorder model was constructed and refined to give a site occupation factor of 0.67 (2) for C6–C10 and 0.33 (2) for C47–C51. The final refinement included restraints on the displacement parameters of C6–C10 and C47–C51 (SHELX, SIMU, DELU; Sheldrick, 1997).
For both compounds, data collection: SMART (Siemens, 1995); cell refinement: SAINT (Siemens, 1995); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).
(I) Bis(1-ferrocenylbutane-1,3-dionato-
κ2O,
O')copper(II)
top
Crystal data top
[CuFe2(C5H5)2(C9H8O2)2] | F(000) = 1228 |
Mr = 601.73 | Dx = 1.723 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 29.6410 (3) Å | Cell parameters from 4092 reflections |
b = 7.4132 (1) Å | θ = 1.4–27.5° |
c = 10.5656 (2) Å | µ = 2.18 mm−1 |
β = 92.109 (1)° | T = 203 K |
V = 2320.06 (6) Å3 | Plate, red |
Z = 4 | 0.38 × 0.28 × 0.03 mm |
Data collection top
Siemens SMART CCD area-detector diffractometer | 2558 independent reflections |
Radiation source: fine-focus sealed tube | 2195 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.021 |
ω scans | θmax = 27.5°, θmin = 1.4° |
Absorption correction: multi-scan SADABS; Sheldrick, 1997 | h = −38→35 |
Tmin = 0.655, Tmax = 0.952 | k = −9→8 |
7126 measured reflections | l = −13→13 |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.032 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.100 | H-atom parameters constrained |
S = 1.21 | w = 1/[σ2(Fo2) + (0.0525P)2 + 1.6252P] where P = (Fo2 + 2Fc2)/3 |
2558 reflections | (Δ/σ)max < 0.001 |
161 parameters | Δρmax = 0.50 e Å−3 |
0 restraints | Δρmin = −0.69 e Å−3 |
Crystal data top
[CuFe2(C5H5)2(C9H8O2)2] | V = 2320.06 (6) Å3 |
Mr = 601.73 | Z = 4 |
Monoclinic, C2/c | Mo Kα radiation |
a = 29.6410 (3) Å | µ = 2.18 mm−1 |
b = 7.4132 (1) Å | T = 203 K |
c = 10.5656 (2) Å | 0.38 × 0.28 × 0.03 mm |
β = 92.109 (1)° | |
Data collection top
Siemens SMART CCD area-detector diffractometer | 2558 independent reflections |
Absorption correction: multi-scan SADABS; Sheldrick, 1997 | 2195 reflections with I > 2σ(I) |
Tmin = 0.655, Tmax = 0.952 | Rint = 0.021 |
7126 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.032 | 0 restraints |
wR(F2) = 0.100 | H-atom parameters constrained |
S = 1.21 | Δρmax = 0.50 e Å−3 |
2558 reflections | Δρmin = −0.69 e Å−3 |
161 parameters | |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Cu | 0.2500 | 0.2500 | 0.5000 | 0.02167 (14) | |
Fe | 0.087286 (11) | 0.22994 (4) | 0.17950 (3) | 0.01826 (13) | |
O1 | 0.27841 (6) | 0.1878 (3) | 0.34736 (17) | 0.0287 (4) | |
O2 | 0.19080 (6) | 0.1852 (3) | 0.43599 (16) | 0.0263 (4) | |
C1 | 0.28831 (9) | 0.1382 (4) | 0.1310 (3) | 0.0315 (6) | |
H1A | 0.3027 | 0.2538 | 0.1175 | 0.047* | |
H1B | 0.2706 | 0.1047 | 0.0555 | 0.047* | |
H1C | 0.3112 | 0.0472 | 0.1485 | 0.047* | |
C2 | 0.25785 (8) | 0.1518 (3) | 0.2417 (2) | 0.0232 (5) | |
C3 | 0.21138 (8) | 0.1272 (3) | 0.2241 (2) | 0.0248 (5) | |
H3 | 0.20000 | 0.1005 | 0.1420 | 0.030* | |
C4 | 0.18079 (8) | 0.1398 (3) | 0.3210 (2) | 0.0212 (5) | |
C5 | 0.13259 (8) | 0.0958 (3) | 0.2965 (2) | 0.0207 (5) | |
C6 | 0.09588 (8) | 0.1623 (3) | 0.3677 (2) | 0.0232 (5) | |
H6 | 0.0982 | 0.2425 | 0.4365 | 0.028* | |
C7 | 0.05528 (8) | 0.0857 (3) | 0.3160 (2) | 0.0257 (5) | |
H7 | 0.0261 | 0.1066 | 0.3446 | 0.031* | |
C8 | 0.06660 (8) | −0.0285 (3) | 0.2132 (2) | 0.0277 (6) | |
H8 | 0.0461 | −0.0966 | 0.1629 | 0.033* | |
C9 | 0.11413 (8) | −0.0223 (3) | 0.1995 (2) | 0.0239 (5) | |
H9 | 0.1305 | −0.0838 | 0.1384 | 0.029* | |
C10 | 0.04393 (10) | 0.4292 (4) | 0.1163 (3) | 0.0337 (6) | |
H10 | 0.0150 | 0.4530 | 0.1457 | 0.040* | |
C11 | 0.08503 (11) | 0.5040 (3) | 0.1650 (2) | 0.0369 (7) | |
H11 | 0.0880 | 0.5852 | 0.2331 | 0.044* | |
C12 | 0.12087 (10) | 0.4361 (4) | 0.0938 (3) | 0.0333 (6) | |
H12 | 0.1516 | 0.4651 | 0.1053 | 0.040* | |
C13 | 0.10174 (9) | 0.3159 (4) | 0.0016 (2) | 0.0304 (6) | |
H13 | 0.1178 | 0.2502 | −0.0581 | 0.036* | |
C14 | 0.05431 (9) | 0.3124 (4) | 0.0154 (2) | 0.0300 (6) | |
H14 | 0.0334 | 0.2444 | −0.0338 | 0.036* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cu | 0.0166 (2) | 0.0274 (3) | 0.0206 (2) | −0.00069 (15) | −0.00472 (17) | −0.00207 (15) |
Fe | 0.0189 (2) | 0.01796 (19) | 0.0176 (2) | 0.00056 (12) | −0.00378 (14) | 0.00091 (12) |
O1 | 0.0200 (9) | 0.0385 (10) | 0.0272 (9) | −0.0004 (8) | −0.0034 (7) | −0.0050 (8) |
O2 | 0.0190 (8) | 0.0368 (10) | 0.0226 (8) | −0.0031 (7) | −0.0050 (7) | −0.0038 (7) |
C1 | 0.0265 (13) | 0.0375 (15) | 0.0308 (13) | −0.0021 (11) | 0.0028 (11) | −0.0043 (11) |
C2 | 0.0263 (12) | 0.0211 (11) | 0.0221 (11) | 0.0014 (9) | −0.0004 (9) | −0.0019 (9) |
C3 | 0.0241 (12) | 0.0286 (13) | 0.0214 (12) | 0.0000 (10) | −0.0054 (9) | −0.0023 (9) |
C4 | 0.0220 (11) | 0.0180 (11) | 0.0230 (11) | 0.0004 (9) | −0.0066 (9) | 0.0019 (9) |
C5 | 0.0223 (12) | 0.0197 (11) | 0.0197 (11) | −0.0011 (9) | −0.0062 (9) | 0.0041 (9) |
C6 | 0.0225 (12) | 0.0279 (12) | 0.0190 (11) | −0.0017 (9) | −0.0038 (9) | 0.0054 (9) |
C7 | 0.0213 (12) | 0.0274 (13) | 0.0282 (12) | −0.0028 (10) | −0.0018 (10) | 0.0081 (10) |
C8 | 0.0258 (13) | 0.0221 (12) | 0.0343 (13) | −0.0057 (10) | −0.0118 (10) | 0.0038 (10) |
C9 | 0.0269 (12) | 0.0165 (11) | 0.0275 (12) | 0.0007 (9) | −0.0077 (10) | 0.0003 (9) |
C10 | 0.0382 (15) | 0.0339 (15) | 0.0288 (13) | 0.0155 (12) | 0.0014 (11) | 0.0108 (11) |
C11 | 0.067 (2) | 0.0173 (13) | 0.0265 (14) | 0.0031 (12) | −0.0055 (14) | 0.0026 (10) |
C12 | 0.0351 (14) | 0.0303 (14) | 0.0339 (14) | −0.0097 (11) | −0.0051 (11) | 0.0121 (11) |
C13 | 0.0367 (15) | 0.0345 (14) | 0.0202 (12) | 0.0033 (12) | 0.0035 (10) | 0.0061 (10) |
C14 | 0.0325 (14) | 0.0344 (14) | 0.0223 (12) | 0.0023 (11) | −0.0104 (10) | 0.0065 (11) |
Geometric parameters (Å, º) top
Cu—O1i | 1.9033 (18) | C3—H3 | 0.9400 |
Cu—O1 | 1.9033 (18) | C4—C5 | 1.479 (3) |
Cu—O2 | 1.9182 (16) | C5—C6 | 1.433 (3) |
Cu—O2i | 1.9182 (16) | C5—C9 | 1.440 (3) |
Fe—C11 | 2.039 (3) | C6—C7 | 1.422 (3) |
Fe—C9 | 2.040 (2) | C6—H6 | 0.9400 |
Fe—C13 | 2.045 (3) | C7—C8 | 1.427 (4) |
Fe—C8 | 2.047 (3) | C7—H7 | 0.9400 |
Fe—C5 | 2.049 (2) | C8—C9 | 1.422 (4) |
Fe—C14 | 2.052 (2) | C8—H8 | 0.9400 |
Fe—C12 | 2.052 (3) | C9—H9 | 0.9400 |
Fe—C10 | 2.054 (3) | C10—C14 | 1.416 (4) |
Fe—C7 | 2.056 (2) | C10—C11 | 1.418 (4) |
Fe—C6 | 2.057 (2) | C10—H10 | 0.9400 |
O1—C2 | 1.280 (3) | C11—C12 | 1.416 (4) |
O2—C4 | 1.285 (3) | C11—H11 | 0.9400 |
C1—C2 | 1.507 (3) | C12—C13 | 1.422 (4) |
C1—H1A | 0.9700 | C12—H12 | 0.9400 |
C1—H1B | 0.9700 | C13—C14 | 1.419 (4) |
C1—H1C | 0.9700 | C13—H13 | 0.9400 |
C2—C3 | 1.395 (3) | C14—H14 | 0.9400 |
C3—C4 | 1.396 (3) | | |
| | | |
O1i—Cu—O1 | 180 | C4—C3—H3 | 118.0 |
O1i—Cu—O2 | 86.09 (7) | O2—C4—C3 | 125.3 (2) |
O1—Cu—O2 | 93.91 (7) | O2—C4—C5 | 114.3 (2) |
O1i—Cu—O2i | 93.91 (7) | C3—C4—C5 | 120.4 (2) |
O1—Cu—O2i | 86.09 (7) | C6—C5—C9 | 107.8 (2) |
O2—Cu—O2i | 180 | C6—C5—C4 | 125.4 (2) |
C11—Fe—C9 | 158.90 (11) | C9—C5—C4 | 126.7 (2) |
C11—Fe—C13 | 68.12 (11) | C6—C5—Fe | 69.90 (13) |
C9—Fe—C13 | 106.68 (11) | C9—C5—Fe | 69.03 (13) |
C11—Fe—C8 | 159.53 (12) | C4—C5—Fe | 127.31 (16) |
C9—Fe—C8 | 40.73 (10) | C7—C6—C5 | 108.0 (2) |
C13—Fe—C8 | 121.74 (11) | C7—C6—Fe | 69.71 (13) |
C11—Fe—C5 | 123.23 (10) | C5—C6—Fe | 69.26 (13) |
C9—Fe—C5 | 41.26 (9) | C7—C6—H6 | 126.0 |
C13—Fe—C5 | 123.44 (10) | C5—C6—H6 | 126.0 |
C8—Fe—C5 | 68.57 (9) | Fe—C6—H6 | 126.6 |
C11—Fe—C14 | 68.05 (11) | C6—C7—C8 | 108.1 (2) |
C9—Fe—C14 | 122.18 (11) | C6—C7—Fe | 69.85 (13) |
C13—Fe—C14 | 40.53 (11) | C8—C7—Fe | 69.33 (14) |
C8—Fe—C14 | 106.83 (10) | C6—C7—H7 | 126.0 |
C5—Fe—C14 | 159.34 (11) | C8—C7—H7 | 126.0 |
C11—Fe—C12 | 40.51 (11) | Fe—C7—H7 | 126.4 |
C9—Fe—C12 | 122.32 (11) | C9—C8—C7 | 108.6 (2) |
C13—Fe—C12 | 40.62 (11) | C9—C8—Fe | 69.35 (14) |
C8—Fe—C12 | 157.97 (12) | C7—C8—Fe | 69.97 (14) |
C5—Fe—C12 | 108.05 (10) | C9—C8—H8 | 125.7 |
C14—Fe—C12 | 68.23 (11) | C7—C8—H8 | 125.7 |
C11—Fe—C10 | 40.54 (11) | Fe—C8—H8 | 126.6 |
C9—Fe—C10 | 158.46 (11) | C8—C9—C5 | 107.4 (2) |
C13—Fe—C10 | 68.07 (11) | C8—C9—Fe | 69.92 (14) |
C8—Fe—C10 | 122.83 (11) | C5—C9—Fe | 69.71 (13) |
C5—Fe—C10 | 159.03 (11) | C8—C9—H9 | 126.3 |
C14—Fe—C10 | 40.35 (11) | C5—C9—H9 | 126.3 |
C12—Fe—C10 | 68.20 (12) | Fe—C9—H9 | 125.7 |
C11—Fe—C7 | 123.83 (11) | C14—C10—C11 | 107.7 (2) |
C9—Fe—C7 | 68.82 (10) | C14—C10—Fe | 69.75 (14) |
C13—Fe—C7 | 157.65 (11) | C11—C10—Fe | 69.16 (14) |
C8—Fe—C7 | 40.70 (11) | C14—C10—H10 | 126.1 |
C5—Fe—C7 | 68.49 (10) | C11—C10—H10 | 126.1 |
C14—Fe—C7 | 122.01 (11) | Fe—C10—H10 | 126.5 |
C12—Fe—C7 | 160.20 (11) | C10—C11—C12 | 108.6 (2) |
C10—Fe—C7 | 107.65 (11) | C10—C11—Fe | 70.30 (15) |
C11—Fe—C6 | 108.56 (10) | C12—C11—Fe | 70.27 (15) |
C9—Fe—C6 | 69.05 (10) | C10—C11—H11 | 125.7 |
C13—Fe—C6 | 160.32 (10) | C12—C11—H11 | 125.7 |
C8—Fe—C6 | 68.34 (10) | Fe—C11—H11 | 125.3 |
C5—Fe—C6 | 40.84 (9) | C11—C12—C13 | 107.4 (2) |
C14—Fe—C6 | 158.04 (11) | C11—C12—Fe | 69.22 (15) |
C12—Fe—C6 | 124.27 (10) | C13—C12—Fe | 69.39 (15) |
C10—Fe—C6 | 122.92 (11) | C11—C12—H12 | 126.3 |
C7—Fe—C6 | 40.44 (9) | C13—C12—H12 | 126.3 |
C2—O1—Cu | 125.33 (16) | Fe—C12—H12 | 126.6 |
C4—O2—Cu | 125.14 (16) | C14—C13—C12 | 108.2 (2) |
C2—C1—H1A | 109.5 | C14—C13—Fe | 70.00 (14) |
C2—C1—H1B | 109.5 | C12—C13—Fe | 69.99 (15) |
H1A—C1—H1B | 109.5 | C14—C13—H13 | 125.9 |
C2—C1—H1C | 109.5 | C12—C13—H13 | 125.9 |
H1A—C1—H1C | 109.5 | Fe—C13—H13 | 125.7 |
H1B—C1—H1C | 109.5 | C10—C14—C13 | 108.0 (2) |
O1—C2—C3 | 125.4 (2) | C10—C14—Fe | 69.90 (14) |
O1—C2—C1 | 114.3 (2) | C13—C14—Fe | 69.47 (14) |
C3—C2—C1 | 120.3 (2) | C10—C14—H14 | 126.0 |
C2—C3—C4 | 123.9 (2) | C13—C14—H14 | 126.0 |
C2—C3—H3 | 118.0 | Fe—C14—H14 | 126.2 |
Symmetry code: (i) −x+1/2, −y+1/2, −z+1. |
(II) Bis(1,3-diferrocenylpropane-1,3-dionateo-
κ2O,
O')copper(II)
top
Crystal data top
[CuFe4(C5H5)4(C13H9O2)2] | Z = 2 |
Mr = 941.70 | F(000) = 958 |
Triclinic, P1 | Dx = 1.653 Mg m−3 |
a = 11.9182 (2) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 12.8881 (1) Å | Cell parameters from 8192 reflections |
c = 12.9097 (1) Å | θ = 1.6–26.4° |
α = 89.670 (1)° | µ = 2.10 mm−1 |
β = 78.617 (1)° | T = 200 K |
γ = 76.987 (1)° | Prism, brown |
V = 1892.49 (4) Å3 | 0.16 × 0.14 × 0.1 mm |
Data collection top
Siemens SMART CCD area-detector diffractometer | 7556 independent reflections |
Radiation source: fine-focus sealed tube | 5859 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.038 |
ω scans | θmax = 26.4°, θmin = 1.6° |
Absorption correction: multi-scan SADABS; Sheldrick, 1997 | h = −14→14 |
Tmin = 0.650, Tmax = 0.803 | k = −15→16 |
17654 measured reflections | l = −16→16 |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.048 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.127 | H-atom parameters constrained |
S = 1.07 | w = 1/[σ2(Fo2) + (0.0684P)2 + 0.6255P] where P = (Fo2 + 2Fc2)/3 |
7556 reflections | (Δ/σ)max = 0.001 |
545 parameters | Δρmax = 0.95 e Å−3 |
140 restraints | Δρmin = −1.23 e Å−3 |
Crystal data top
[CuFe4(C5H5)4(C13H9O2)2] | γ = 76.987 (1)° |
Mr = 941.70 | V = 1892.49 (4) Å3 |
Triclinic, P1 | Z = 2 |
a = 11.9182 (2) Å | Mo Kα radiation |
b = 12.8881 (1) Å | µ = 2.10 mm−1 |
c = 12.9097 (1) Å | T = 200 K |
α = 89.670 (1)° | 0.16 × 0.14 × 0.1 mm |
β = 78.617 (1)° | |
Data collection top
Siemens SMART CCD area-detector diffractometer | 7556 independent reflections |
Absorption correction: multi-scan SADABS; Sheldrick, 1997 | 5859 reflections with I > 2σ(I) |
Tmin = 0.650, Tmax = 0.803 | Rint = 0.038 |
17654 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.048 | 140 restraints |
wR(F2) = 0.127 | H-atom parameters constrained |
S = 1.07 | Δρmax = 0.95 e Å−3 |
7556 reflections | Δρmin = −1.23 e Å−3 |
545 parameters | |
Special details top
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. One disordered ferrocene refined with a two site model atoms, C6/C10 (occupancy 0.6254) and C47/C51 (0.3746). Anisotropic Thermal parameters for these atoms were constrained using the SHELX SIMU and DELU keywords. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
C1 | 0.1670 (3) | −0.1357 (3) | 0.1482 (3) | 0.0231 (8) | |
C2 | 0.0875 (3) | −0.2004 (3) | 0.1882 (3) | 0.0250 (8) | |
C3 | 0.1535 (3) | −0.3059 (3) | 0.1970 (3) | 0.0239 (8) | |
C4 | 0.2739 (3) | −0.3077 (3) | 0.1630 (3) | 0.0216 (8) | |
C5 | 0.2833 (3) | −0.2016 (3) | 0.1318 (3) | 0.0183 (8) | |
C6 | 0.2178 (13) | −0.2593 (8) | 0.4331 (7) | 0.035 (3) | 0.674 (18) |
C7 | 0.1135 (9) | −0.1800 (11) | 0.4420 (8) | 0.031 (3) | 0.674 (18) |
C8 | 0.1434 (10) | −0.0833 (10) | 0.4074 (12) | 0.030 (3) | 0.674 (18) |
C9 | 0.2679 (12) | −0.1057 (10) | 0.3795 (8) | 0.035 (3) | 0.674 (18) |
C10 | 0.3120 (8) | −0.2141 (12) | 0.3943 (8) | 0.036 (3) | 0.674 (18) |
C11 | 0.7189 (3) | −0.2881 (3) | 0.0658 (3) | 0.0218 (8) | |
C12 | 0.7300 (3) | −0.3994 (3) | 0.0896 (3) | 0.0209 (8) | |
C13 | 0.8481 (3) | −0.4432 (3) | 0.0972 (3) | 0.0228 (8) | |
C14 | 0.9111 (3) | −0.3611 (3) | 0.0801 (3) | 0.0203 (8) | |
C15 | 0.8313 (3) | −0.2646 (3) | 0.0611 (3) | 0.0198 (8) | |
C16 | 0.6480 (4) | −0.3225 (3) | 0.3400 (3) | 0.0313 (9) | |
C17 | 0.7615 (4) | −0.3797 (3) | 0.3539 (3) | 0.0294 (9) | |
C18 | 0.8362 (4) | −0.3069 (3) | 0.3403 (3) | 0.0291 (9) | |
C19 | 0.7693 (4) | −0.2054 (3) | 0.3186 (3) | 0.0299 (9) | |
C20 | 0.6531 (4) | −0.2149 (3) | 0.3185 (3) | 0.0314 (10) | |
C21 | 0.2073 (4) | 0.1949 (3) | 0.4044 (3) | 0.0332 (10) | |
C22 | 0.1520 (4) | 0.1751 (3) | 0.3214 (3) | 0.0290 (9) | |
C23 | 0.2385 (4) | 0.1544 (3) | 0.2266 (3) | 0.0297 (9) | |
C24 | 0.3464 (4) | 0.1619 (3) | 0.2506 (4) | 0.0358 (10) | |
C25 | 0.3278 (4) | 0.1865 (3) | 0.3609 (4) | 0.0379 (11) | |
C26 | 0.1568 (3) | 0.4155 (3) | 0.1907 (3) | 0.0250 (9) | |
C27 | 0.0926 (3) | 0.4391 (3) | 0.2958 (3) | 0.0260 (9) | |
C28 | 0.1722 (3) | 0.4540 (3) | 0.3616 (3) | 0.0238 (8) | |
C29 | 0.2865 (3) | 0.4388 (3) | 0.2950 (3) | 0.0207 (8) | |
C30 | 0.2769 (3) | 0.4143 (3) | 0.1892 (3) | 0.0225 (8) | |
C31 | 0.8545 (4) | 0.0258 (3) | 0.1587 (4) | 0.0374 (11) | |
C32 | 0.7322 (5) | 0.0586 (3) | 0.1701 (4) | 0.0442 (13) | |
C33 | 0.6841 (4) | 0.0964 (4) | 0.2757 (4) | 0.0424 (12) | |
C34 | 0.7783 (5) | 0.0855 (3) | 0.3299 (4) | 0.0375 (11) | |
C35 | 0.8835 (4) | 0.0416 (3) | 0.2575 (4) | 0.0366 (11) | |
C36 | 0.7423 (3) | 0.3106 (3) | 0.1191 (3) | 0.0225 (8) | |
C37 | 0.8657 (4) | 0.2676 (3) | 0.0829 (3) | 0.0251 (9) | |
C38 | 0.9230 (3) | 0.2727 (3) | 0.1681 (3) | 0.0242 (8) | |
C39 | 0.8375 (3) | 0.3192 (3) | 0.2585 (3) | 0.0219 (8) | |
C40 | 0.7239 (3) | 0.3436 (3) | 0.2286 (3) | 0.0202 (8) | |
C41 | 0.6127 (3) | 0.3921 (3) | 0.3008 (3) | 0.0193 (8) | |
C42 | 0.5056 (3) | 0.4008 (3) | 0.2685 (3) | 0.0236 (8) | |
C43 | 0.3948 (3) | 0.4418 (3) | 0.3338 (3) | 0.0198 (8) | |
C44 | 0.6096 (3) | −0.2083 (3) | 0.0577 (3) | 0.0190 (8) | |
C45 | 0.5013 (3) | −0.2356 (3) | 0.0884 (3) | 0.0237 (8) | |
C46 | 0.3924 (3) | −0.1652 (3) | 0.0908 (3) | 0.0192 (8) | |
C47 | 0.151 (3) | −0.243 (2) | 0.4415 (14) | 0.034 (5) | 0.326 (18) |
C48 | 0.0938 (19) | −0.139 (2) | 0.4245 (17) | 0.028 (5) | 0.326 (18) |
C49 | 0.191 (3) | −0.0859 (18) | 0.395 (2) | 0.034 (5) | 0.326 (18) |
C50 | 0.299 (2) | −0.159 (3) | 0.3811 (19) | 0.041 (6) | 0.326 (18) |
C51 | 0.274 (3) | −0.262 (2) | 0.410 (2) | 0.043 (6) | 0.326 (18) |
Cu1 | 0.5000 | 0.5000 | 0.5000 | 0.01900 (16) | |
Cu2 | 0.5000 | 0.0000 | 0.0000 | 0.01808 (16) | |
Fe1 | 0.20172 (5) | −0.19969 (4) | 0.28757 (4) | 0.02069 (14) | |
Fe2 | 0.77108 (5) | −0.31812 (4) | 0.20619 (4) | 0.01940 (14) | |
Fe3 | 0.22549 (5) | 0.30393 (4) | 0.28993 (4) | 0.02114 (14) | |
Fe4 | 0.80038 (5) | 0.18324 (4) | 0.20588 (4) | 0.01956 (14) | |
O1 | 0.6235 (2) | 0.4237 (2) | 0.3913 (2) | 0.0231 (6) | |
O2 | 0.3790 (2) | 0.4832 (2) | 0.4273 (2) | 0.0231 (6) | |
O3 | 0.6232 (2) | −0.11743 (19) | 0.0237 (2) | 0.0229 (6) | |
O4 | 0.3774 (2) | −0.06927 (19) | 0.0592 (2) | 0.0222 (6) | |
H1 | 0.1470 | −0.0635 | 0.1350 | 0.028* | |
H2 | 0.0061 | −0.1778 | 0.2057 | 0.030* | |
H3 | 0.1225 | −0.3637 | 0.2211 | 0.029* | |
H4 | 0.3360 | −0.3666 | 0.1610 | 0.026* | |
H6 | 0.2227 | −0.3301 | 0.4504 | 0.041* | 0.674 (18) |
H7 | 0.0378 | −0.1893 | 0.4664 | 0.038* | 0.674 (18) |
H8 | 0.0917 | −0.0181 | 0.4036 | 0.036* | 0.674 (18) |
H9 | 0.3128 | −0.0567 | 0.3555 | 0.042* | 0.674 (18) |
H10 | 0.3909 | −0.2494 | 0.3804 | 0.043* | 0.674 (18) |
H12 | 0.6700 | −0.4358 | 0.0983 | 0.025* | |
H13 | 0.8791 | −0.5136 | 0.1111 | 0.027* | |
H14 | 0.9903 | −0.3686 | 0.0809 | 0.024* | |
H15 | 0.8497 | −0.1987 | 0.0481 | 0.024* | |
H16 | 0.5821 | −0.3508 | 0.3443 | 0.038* | |
H17 | 0.7825 | −0.4512 | 0.3690 | 0.035* | |
H18 | 0.9151 | −0.3226 | 0.3447 | 0.035* | |
H19 | 0.7972 | −0.1437 | 0.3067 | 0.036* | |
H20 | 0.5914 | −0.1607 | 0.3065 | 0.038* | |
H21 | 0.1708 | 0.2106 | 0.4749 | 0.040* | |
H22 | 0.0728 | 0.1756 | 0.3279 | 0.035* | |
H23 | 0.2260 | 0.1386 | 0.1602 | 0.036* | |
H24 | 0.4176 | 0.1525 | 0.2027 | 0.043* | |
H25 | 0.3848 | 0.1954 | 0.3978 | 0.045* | |
H26 | 0.1257 | 0.4029 | 0.1325 | 0.030* | |
H27 | 0.0124 | 0.4442 | 0.3183 | 0.031* | |
H28 | 0.1531 | 0.4704 | 0.4339 | 0.029* | |
H30 | 0.3381 | 0.4001 | 0.1303 | 0.027* | |
H31 | 0.9074 | −0.0016 | 0.0968 | 0.045* | |
H32 | 0.6899 | 0.0560 | 0.1172 | 0.053* | |
H33 | 0.6050 | 0.1235 | 0.3045 | 0.051* | |
H34 | 0.7719 | 0.1041 | 0.4007 | 0.045* | |
H35 | 0.9587 | 0.0258 | 0.2722 | 0.044* | |
H36 | 0.6846 | 0.3163 | 0.0790 | 0.027* | |
H37 | 0.9020 | 0.2408 | 0.0149 | 0.030* | |
H38 | 1.0033 | 0.2495 | 0.1655 | 0.029* | |
H39 | 0.8520 | 0.3317 | 0.3250 | 0.026* | |
H42 | 0.5077 | 0.3782 | 0.1997 | 0.028* | |
H45 | 0.5015 | −0.3050 | 0.1086 | 0.028* | |
H47 | 0.1116 | −0.2938 | 0.4707 | 0.041* | 0.326 (18) |
H48 | 0.0138 | −0.1104 | 0.4303 | 0.033* | 0.326 (18) |
H49 | 0.1823 | −0.0129 | 0.3875 | 0.041* | 0.326 (18) |
H50 | 0.3724 | −0.1453 | 0.3575 | 0.049* | 0.326 (18) |
H51 | 0.3276 | −0.3269 | 0.4081 | 0.052* | 0.326 (18) |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
C1 | 0.019 (2) | 0.023 (2) | 0.028 (2) | −0.0042 (15) | −0.0085 (16) | 0.0017 (16) |
C2 | 0.019 (2) | 0.027 (2) | 0.030 (2) | −0.0038 (16) | −0.0072 (17) | 0.0053 (16) |
C3 | 0.022 (2) | 0.0214 (19) | 0.030 (2) | −0.0074 (15) | −0.0067 (17) | 0.0042 (16) |
C4 | 0.019 (2) | 0.0212 (19) | 0.024 (2) | −0.0033 (15) | −0.0056 (16) | 0.0014 (15) |
C5 | 0.0149 (19) | 0.0189 (18) | 0.0201 (19) | −0.0007 (14) | −0.0050 (15) | 0.0034 (14) |
C6 | 0.047 (8) | 0.029 (4) | 0.019 (5) | 0.006 (6) | −0.001 (6) | 0.001 (3) |
C7 | 0.019 (5) | 0.049 (8) | 0.024 (5) | −0.002 (5) | −0.005 (3) | 0.011 (5) |
C8 | 0.030 (6) | 0.028 (4) | 0.028 (5) | 0.010 (4) | −0.013 (5) | −0.006 (3) |
C9 | 0.039 (6) | 0.046 (6) | 0.026 (4) | −0.021 (6) | −0.011 (5) | 0.000 (5) |
C10 | 0.024 (4) | 0.051 (7) | 0.030 (5) | 0.006 (4) | −0.017 (3) | −0.004 (6) |
C11 | 0.0172 (19) | 0.0225 (19) | 0.025 (2) | −0.0011 (15) | −0.0059 (16) | 0.0015 (15) |
C12 | 0.019 (2) | 0.0180 (18) | 0.026 (2) | −0.0028 (15) | −0.0056 (16) | 0.0020 (15) |
C13 | 0.021 (2) | 0.0195 (19) | 0.027 (2) | 0.0018 (15) | −0.0090 (16) | 0.0007 (16) |
C14 | 0.0135 (19) | 0.025 (2) | 0.0204 (19) | −0.0012 (15) | −0.0027 (15) | 0.0034 (15) |
C15 | 0.0178 (19) | 0.0219 (19) | 0.0204 (19) | −0.0052 (15) | −0.0050 (15) | 0.0063 (15) |
C16 | 0.023 (2) | 0.040 (2) | 0.029 (2) | −0.0065 (18) | −0.0015 (18) | 0.0052 (19) |
C17 | 0.035 (2) | 0.028 (2) | 0.025 (2) | −0.0023 (18) | −0.0099 (18) | 0.0064 (17) |
C18 | 0.026 (2) | 0.036 (2) | 0.026 (2) | −0.0057 (18) | −0.0099 (18) | 0.0000 (18) |
C19 | 0.037 (3) | 0.025 (2) | 0.027 (2) | −0.0101 (18) | −0.0038 (19) | −0.0029 (17) |
C20 | 0.024 (2) | 0.031 (2) | 0.032 (2) | 0.0037 (17) | −0.0013 (18) | 0.0048 (18) |
C21 | 0.051 (3) | 0.027 (2) | 0.028 (2) | −0.013 (2) | −0.017 (2) | 0.0093 (18) |
C22 | 0.036 (2) | 0.026 (2) | 0.032 (2) | −0.0151 (18) | −0.0147 (19) | 0.0060 (17) |
C23 | 0.041 (3) | 0.022 (2) | 0.029 (2) | −0.0066 (18) | −0.0156 (19) | −0.0003 (17) |
C24 | 0.032 (3) | 0.026 (2) | 0.048 (3) | 0.0006 (18) | −0.012 (2) | 0.003 (2) |
C25 | 0.041 (3) | 0.026 (2) | 0.055 (3) | −0.0023 (19) | −0.033 (2) | 0.006 (2) |
C26 | 0.026 (2) | 0.0216 (19) | 0.034 (2) | −0.0059 (16) | −0.0195 (18) | 0.0023 (16) |
C27 | 0.018 (2) | 0.024 (2) | 0.040 (2) | −0.0047 (16) | −0.0152 (18) | 0.0036 (17) |
C28 | 0.019 (2) | 0.0215 (19) | 0.031 (2) | −0.0009 (15) | −0.0081 (17) | −0.0033 (16) |
C29 | 0.0174 (19) | 0.0202 (18) | 0.028 (2) | −0.0050 (15) | −0.0110 (16) | 0.0002 (15) |
C30 | 0.021 (2) | 0.0239 (19) | 0.026 (2) | −0.0068 (16) | −0.0114 (16) | 0.0037 (16) |
C31 | 0.053 (3) | 0.021 (2) | 0.036 (3) | −0.007 (2) | −0.003 (2) | −0.0017 (18) |
C32 | 0.062 (3) | 0.031 (2) | 0.060 (3) | −0.026 (2) | −0.043 (3) | 0.015 (2) |
C33 | 0.024 (2) | 0.033 (2) | 0.068 (4) | −0.0089 (19) | −0.002 (2) | 0.014 (2) |
C34 | 0.059 (3) | 0.027 (2) | 0.027 (2) | −0.012 (2) | −0.008 (2) | 0.0046 (18) |
C35 | 0.034 (3) | 0.024 (2) | 0.055 (3) | −0.0048 (18) | −0.020 (2) | 0.010 (2) |
C36 | 0.023 (2) | 0.0213 (19) | 0.025 (2) | −0.0051 (15) | −0.0077 (16) | 0.0023 (15) |
C37 | 0.023 (2) | 0.029 (2) | 0.022 (2) | −0.0045 (16) | −0.0043 (16) | 0.0035 (16) |
C38 | 0.019 (2) | 0.0225 (19) | 0.029 (2) | −0.0040 (15) | −0.0022 (16) | 0.0052 (16) |
C39 | 0.020 (2) | 0.0217 (19) | 0.027 (2) | −0.0074 (15) | −0.0103 (16) | 0.0015 (16) |
C40 | 0.019 (2) | 0.0187 (18) | 0.024 (2) | −0.0040 (15) | −0.0092 (16) | 0.0018 (15) |
C41 | 0.022 (2) | 0.0168 (18) | 0.0216 (19) | −0.0056 (15) | −0.0081 (16) | 0.0029 (15) |
C42 | 0.020 (2) | 0.032 (2) | 0.020 (2) | −0.0050 (16) | −0.0081 (16) | −0.0018 (16) |
C43 | 0.021 (2) | 0.0185 (18) | 0.024 (2) | −0.0070 (15) | −0.0104 (16) | 0.0004 (15) |
C44 | 0.0175 (19) | 0.0188 (18) | 0.0211 (19) | −0.0031 (14) | −0.0060 (15) | 0.0035 (15) |
C45 | 0.019 (2) | 0.0181 (19) | 0.034 (2) | −0.0023 (15) | −0.0092 (17) | 0.0084 (16) |
C46 | 0.0190 (19) | 0.0218 (19) | 0.0188 (19) | −0.0067 (15) | −0.0059 (15) | 0.0014 (15) |
C47 | 0.050 (12) | 0.035 (9) | 0.019 (7) | −0.013 (10) | −0.003 (10) | 0.021 (8) |
C48 | 0.022 (7) | 0.045 (12) | 0.013 (8) | 0.007 (8) | −0.010 (6) | 0.005 (8) |
C49 | 0.056 (14) | 0.018 (7) | 0.031 (10) | −0.009 (9) | −0.018 (15) | 0.003 (7) |
C50 | 0.026 (9) | 0.055 (15) | 0.043 (11) | −0.012 (10) | −0.008 (8) | −0.008 (14) |
C51 | 0.044 (12) | 0.032 (9) | 0.038 (13) | 0.021 (9) | −0.008 (11) | −0.013 (9) |
Cu1 | 0.0165 (3) | 0.0219 (3) | 0.0204 (3) | −0.0041 (3) | −0.0081 (3) | −0.0002 (3) |
Cu2 | 0.0147 (3) | 0.0176 (3) | 0.0230 (3) | −0.0029 (2) | −0.0073 (3) | 0.0051 (2) |
Fe1 | 0.0179 (3) | 0.0212 (3) | 0.0221 (3) | −0.0019 (2) | −0.0053 (2) | 0.0044 (2) |
Fe2 | 0.0159 (3) | 0.0195 (3) | 0.0222 (3) | −0.0015 (2) | −0.0053 (2) | 0.0044 (2) |
Fe3 | 0.0202 (3) | 0.0208 (3) | 0.0253 (3) | −0.0049 (2) | −0.0109 (2) | 0.0017 (2) |
Fe4 | 0.0181 (3) | 0.0194 (3) | 0.0223 (3) | −0.0036 (2) | −0.0077 (2) | 0.0020 (2) |
O1 | 0.0183 (14) | 0.0280 (14) | 0.0242 (14) | −0.0038 (11) | −0.0084 (11) | −0.0007 (11) |
O2 | 0.0186 (14) | 0.0275 (14) | 0.0237 (14) | −0.0040 (11) | −0.0071 (11) | −0.0016 (11) |
O3 | 0.0179 (14) | 0.0219 (14) | 0.0296 (15) | −0.0042 (11) | −0.0066 (11) | 0.0048 (11) |
O4 | 0.0159 (14) | 0.0198 (13) | 0.0315 (15) | −0.0031 (10) | −0.0078 (11) | 0.0084 (11) |
Geometric parameters (Å, º) top
C6—C10 | 1.386 (14) | C14—C15 | 1.437 (5) |
C6—C7 | 1.405 (12) | C14—H14 | 0.9300 |
C6—Fe1 | 2.053 (9) | O4—C46 | 1.285 (4) |
C6—H6 | 0.9300 | C13—C12 | 1.416 (5) |
C7—C8 | 1.418 (15) | C13—H13 | 0.9300 |
C7—Fe1 | 2.050 (10) | C4—C3 | 1.410 (5) |
C7—H7 | 0.9300 | C4—C5 | 1.446 (5) |
C8—C9 | 1.419 (12) | C4—H4 | 0.9300 |
C8—Fe1 | 2.064 (13) | C46—C45 | 1.402 (5) |
C8—H8 | 0.9300 | C46—C5 | 1.480 (5) |
C9—C10 | 1.403 (13) | C12—C11 | 1.447 (5) |
C9—Fe1 | 2.078 (10) | C12—H12 | 0.9300 |
C9—H9 | 0.9300 | C30—C26 | 1.424 (5) |
C10—Fe1 | 2.065 (9) | C30—C29 | 1.437 (5) |
C10—H10 | 0.9300 | C30—H30 | 0.9300 |
C47—C48 | 1.39 (2) | C44—C45 | 1.396 (5) |
C47—C51 | 1.40 (3) | C44—C11 | 1.488 (5) |
C47—Fe1 | 2.069 (17) | C15—C11 | 1.430 (5) |
C47—H47 | 0.9300 | C15—H15 | 0.9300 |
C48—C49 | 1.46 (3) | C41—C42 | 1.400 (5) |
C48—Fe1 | 2.01 (2) | C41—C40 | 1.471 (5) |
C48—H48 | 0.9300 | C36—C37 | 1.433 (5) |
C49—C50 | 1.39 (3) | C36—C40 | 1.439 (5) |
C49—Fe1 | 1.99 (3) | C36—H36 | 0.9300 |
C49—H49 | 0.9300 | C45—H45 | 0.9300 |
C50—C51 | 1.45 (3) | C5—C1 | 1.429 (5) |
C50—Fe1 | 1.97 (2) | C26—C27 | 1.418 (6) |
C50—H50 | 0.9300 | C26—H26 | 0.9300 |
C51—Fe1 | 2.02 (3) | C2—C1 | 1.421 (5) |
C51—H51 | 0.9300 | C2—C3 | 1.426 (5) |
Cu1—O1i | 1.911 (3) | C2—H2 | 0.9300 |
Cu1—O1 | 1.911 (3) | C40—C39 | 1.447 (5) |
Cu1—O2i | 1.919 (2) | C29—C28 | 1.433 (5) |
Cu1—O2 | 1.919 (2) | C29—C43 | 1.482 (5) |
Cu2—O4ii | 1.912 (2) | C3—H3 | 0.9300 |
Cu2—O4 | 1.912 (2) | C43—C42 | 1.408 (5) |
Cu2—O3 | 1.926 (3) | C1—H1 | 0.9300 |
Cu2—O3ii | 1.926 (3) | C19—C20 | 1.418 (6) |
Fe4—C31 | 2.043 (4) | C19—C18 | 1.427 (6) |
Fe4—C38 | 2.043 (4) | C19—H19 | 0.9300 |
Fe4—C34 | 2.044 (4) | C39—C38 | 1.423 (5) |
Fe4—C33 | 2.044 (4) | C39—H39 | 0.9300 |
Fe4—C37 | 2.045 (4) | C21—C22 | 1.415 (6) |
Fe4—C35 | 2.047 (4) | C21—C25 | 1.415 (7) |
Fe4—C32 | 2.049 (4) | C21—H21 | 0.9300 |
Fe4—C36 | 2.050 (4) | C42—H42 | 0.9300 |
Fe4—C39 | 2.052 (4) | C34—C35 | 1.410 (7) |
Fe4—C40 | 2.060 (4) | C34—C33 | 1.416 (7) |
Fe2—C12 | 2.035 (4) | C34—H34 | 0.9300 |
Fe2—C11 | 2.037 (4) | C38—C37 | 1.413 (5) |
Fe2—C16 | 2.043 (4) | C38—H38 | 0.9300 |
Fe2—C15 | 2.044 (4) | C18—C17 | 1.419 (6) |
Fe2—C18 | 2.050 (4) | C18—H18 | 0.9300 |
Fe2—C17 | 2.053 (4) | C16—C20 | 1.425 (6) |
Fe2—C19 | 2.053 (4) | C16—C17 | 1.432 (6) |
Fe2—C20 | 2.055 (4) | C16—H16 | 0.9300 |
Fe2—C14 | 2.065 (4) | C35—C31 | 1.413 (6) |
Fe2—C13 | 2.066 (4) | C35—H35 | 0.9300 |
Fe1—C2 | 2.048 (4) | C22—C23 | 1.419 (6) |
Fe1—C4 | 2.050 (4) | C22—H22 | 0.9300 |
Fe1—C5 | 2.051 (4) | C27—C28 | 1.435 (5) |
Fe1—C3 | 2.051 (4) | C27—H27 | 0.9300 |
Fe1—C1 | 2.053 (4) | C24—C23 | 1.404 (6) |
Fe3—C29 | 2.036 (4) | C24—C25 | 1.424 (6) |
Fe3—C30 | 2.036 (4) | C24—H24 | 0.9300 |
Fe3—C21 | 2.047 (4) | C25—H25 | 0.9300 |
Fe3—C22 | 2.048 (4) | C23—H23 | 0.9300 |
Fe3—C25 | 2.052 (4) | C32—C31 | 1.401 (7) |
Fe3—C24 | 2.054 (4) | C32—C33 | 1.414 (7) |
Fe3—C28 | 2.058 (4) | C32—H32 | 0.9300 |
Fe3—C23 | 2.059 (4) | C20—H20 | 0.9300 |
Fe3—C26 | 2.060 (4) | C28—H28 | 0.9300 |
Fe3—C27 | 2.065 (4) | C33—H33 | 0.9300 |
O3—C44 | 1.281 (4) | C17—H17 | 0.9300 |
O1—C41 | 1.279 (4) | C37—H37 | 0.9300 |
O2—C43 | 1.285 (4) | C31—H31 | 0.9300 |
C14—C13 | 1.422 (5) | | |
| | | |
C10—C6—C7 | 108.5 (8) | C25—Fe3—C23 | 67.69 (17) |
C10—C6—Fe1 | 70.8 (5) | C24—Fe3—C23 | 39.93 (17) |
C7—C6—Fe1 | 69.8 (5) | C28—Fe3—C23 | 166.91 (16) |
C10—C6—H6 | 125.8 | C29—Fe3—C26 | 68.62 (14) |
C7—C6—H6 | 125.8 | C30—Fe3—C26 | 40.69 (15) |
Fe1—C6—H6 | 125.2 | C21—Fe3—C26 | 151.57 (18) |
C6—C7—C8 | 108.4 (8) | C22—Fe3—C26 | 118.27 (16) |
C6—C7—Fe1 | 70.1 (5) | C25—Fe3—C26 | 166.65 (19) |
C8—C7—Fe1 | 70.4 (7) | C24—Fe3—C26 | 128.43 (17) |
C6—C7—H7 | 125.8 | C28—Fe3—C26 | 68.43 (15) |
C8—C7—H7 | 125.8 | C23—Fe3—C26 | 108.49 (16) |
Fe1—C7—H7 | 125.3 | C29—Fe3—C27 | 68.51 (15) |
C7—C8—C9 | 106.3 (9) | C30—Fe3—C27 | 68.43 (16) |
C7—C8—Fe1 | 69.3 (7) | C21—Fe3—C27 | 118.67 (18) |
C9—C8—Fe1 | 70.5 (7) | C22—Fe3—C27 | 108.81 (17) |
C7—C8—H8 | 126.9 | C25—Fe3—C27 | 152.01 (18) |
C9—C8—H8 | 126.9 | C24—Fe3—C27 | 166.18 (17) |
Fe1—C8—H8 | 125.0 | C28—Fe3—C27 | 40.74 (14) |
C10—C9—C8 | 108.6 (10) | C23—Fe3—C27 | 128.89 (16) |
C10—C9—Fe1 | 69.7 (6) | C26—Fe3—C27 | 40.21 (16) |
C8—C9—Fe1 | 69.4 (7) | C44—O3—Cu2 | 126.0 (2) |
C10—C9—H9 | 125.7 | C41—O1—Cu1 | 126.4 (2) |
C8—C9—H9 | 125.7 | C43—O2—Cu1 | 126.1 (2) |
Fe1—C9—H9 | 126.8 | C13—C14—C15 | 108.3 (3) |
C6—C10—C9 | 108.2 (9) | C13—C14—Fe2 | 69.9 (2) |
C6—C10—Fe1 | 69.9 (6) | C15—C14—Fe2 | 68.7 (2) |
C9—C10—Fe1 | 70.7 (6) | C13—C14—H14 | 125.8 |
C6—C10—H10 | 125.9 | C15—C14—H14 | 125.8 |
C9—C10—H10 | 125.9 | Fe2—C14—H14 | 127.1 |
Fe1—C10—H10 | 125.1 | C46—O4—Cu2 | 125.5 (2) |
C48—C47—C51 | 113 (2) | C12—C13—C14 | 108.3 (3) |
C48—C47—Fe1 | 67.9 (12) | C12—C13—Fe2 | 68.6 (2) |
C51—C47—Fe1 | 68.1 (14) | C14—C13—Fe2 | 69.8 (2) |
C48—C47—H47 | 123.4 | C12—C13—H13 | 125.9 |
C51—C47—H47 | 123.4 | C14—C13—H13 | 125.9 |
Fe1—C47—H47 | 132.9 | Fe2—C13—H13 | 127.3 |
C47—C48—C49 | 102.7 (19) | C3—C4—C5 | 107.7 (3) |
C47—C48—Fe1 | 72.2 (12) | C3—C4—Fe1 | 69.9 (2) |
C49—C48—Fe1 | 67.9 (14) | C5—C4—Fe1 | 69.4 (2) |
C47—C48—H48 | 128.7 | C3—C4—H4 | 126.1 |
C49—C48—H48 | 128.7 | C5—C4—H4 | 126.1 |
Fe1—C48—H48 | 123.1 | Fe1—C4—H4 | 126.1 |
C50—C49—C48 | 110.8 (18) | O4—C46—C45 | 125.5 (3) |
C50—C49—Fe1 | 68.6 (14) | O4—C46—C5 | 115.4 (3) |
C48—C49—Fe1 | 69.4 (13) | C45—C46—C5 | 119.1 (3) |
C50—C49—H49 | 124.6 | C13—C12—C11 | 108.3 (3) |
C48—C49—H49 | 124.6 | C13—C12—Fe2 | 71.0 (2) |
Fe1—C49—H49 | 129.1 | C11—C12—Fe2 | 69.3 (2) |
C49—C50—C51 | 107.0 (18) | C13—C12—H12 | 125.9 |
C49—C50—Fe1 | 70.3 (15) | C11—C12—H12 | 125.9 |
C51—C50—Fe1 | 70.6 (14) | Fe2—C12—H12 | 125.5 |
C49—C50—H50 | 126.5 | C26—C30—C29 | 107.6 (3) |
C51—C50—H50 | 126.5 | C26—C30—Fe3 | 70.5 (2) |
Fe1—C50—H50 | 124.2 | C29—C30—Fe3 | 69.3 (2) |
C47—C51—C50 | 105.4 (19) | C26—C30—H30 | 126.2 |
C47—C51—Fe1 | 71.8 (14) | C29—C30—H30 | 126.2 |
C50—C51—Fe1 | 66.9 (13) | Fe3—C30—H30 | 125.5 |
C47—C51—H51 | 127.3 | O3—C44—C45 | 124.8 (3) |
C50—C51—H51 | 127.3 | O3—C44—C11 | 116.2 (3) |
Fe1—C51—H51 | 125.6 | C45—C44—C11 | 119.0 (3) |
O1i—Cu1—O1 | 180 | C11—C15—C14 | 107.7 (3) |
O1i—Cu1—O2i | 93.32 (11) | C11—C15—Fe2 | 69.2 (2) |
O1—Cu1—O2i | 86.68 (11) | C14—C15—Fe2 | 70.3 (2) |
O1i—Cu1—O2 | 86.68 (11) | C11—C15—H15 | 126.1 |
O1—Cu1—O2 | 93.32 (11) | C14—C15—H15 | 126.1 |
O2i—Cu1—O2 | 180 | Fe2—C15—H15 | 125.9 |
O4ii—Cu2—O4 | 180 | O1—C41—C42 | 124.9 (3) |
O4ii—Cu2—O3 | 86.38 (10) | O1—C41—C40 | 114.9 (3) |
O4—Cu2—O3 | 93.62 (10) | C42—C41—C40 | 120.1 (3) |
O4ii—Cu2—O3ii | 93.62 (10) | C37—C36—C40 | 107.7 (3) |
O4—Cu2—O3ii | 86.38 (10) | C37—C36—Fe4 | 69.3 (2) |
O3—Cu2—O3ii | 180 | C40—C36—Fe4 | 69.9 (2) |
C31—Fe4—C38 | 116.09 (18) | C37—C36—H36 | 126.2 |
C31—Fe4—C34 | 67.92 (18) | C40—C36—H36 | 126.2 |
C38—Fe4—C34 | 128.48 (18) | Fe4—C36—H36 | 126.2 |
C31—Fe4—C33 | 67.86 (19) | C44—C45—C46 | 124.2 (3) |
C38—Fe4—C33 | 167.69 (19) | C44—C45—H45 | 117.9 |
C34—Fe4—C33 | 40.54 (19) | C46—C45—H45 | 117.9 |
C31—Fe4—C37 | 106.92 (18) | C1—C5—C4 | 107.8 (3) |
C38—Fe4—C37 | 40.45 (15) | C1—C5—C46 | 125.1 (3) |
C34—Fe4—C37 | 165.71 (19) | C4—C5—C46 | 127.2 (3) |
C33—Fe4—C37 | 151.51 (19) | C1—C5—Fe1 | 69.7 (2) |
C31—Fe4—C35 | 40.42 (18) | C4—C5—Fe1 | 69.3 (2) |
C38—Fe4—C35 | 106.93 (17) | C46—C5—Fe1 | 126.1 (3) |
C34—Fe4—C35 | 40.34 (19) | C27—C26—C30 | 108.5 (3) |
C33—Fe4—C35 | 67.94 (19) | C27—C26—Fe3 | 70.1 (2) |
C37—Fe4—C35 | 127.28 (18) | C30—C26—Fe3 | 68.8 (2) |
C31—Fe4—C32 | 40.05 (19) | C27—C26—H26 | 125.8 |
C38—Fe4—C32 | 149.5 (2) | C30—C26—H26 | 125.8 |
C34—Fe4—C32 | 67.87 (19) | Fe3—C26—H26 | 127.0 |
C33—Fe4—C32 | 40.4 (2) | C1—C2—C3 | 108.5 (3) |
C37—Fe4—C32 | 117.43 (18) | C1—C2—Fe1 | 69.9 (2) |
C35—Fe4—C32 | 67.64 (18) | C3—C2—Fe1 | 69.8 (2) |
C31—Fe4—C36 | 128.25 (17) | C1—C2—H2 | 125.7 |
C38—Fe4—C36 | 68.72 (15) | C3—C2—H2 | 125.7 |
C34—Fe4—C36 | 152.53 (18) | Fe1—C2—H2 | 126.2 |
C33—Fe4—C36 | 118.95 (18) | C36—C40—C39 | 107.3 (3) |
C37—Fe4—C36 | 40.96 (15) | C36—C40—C41 | 128.4 (3) |
C35—Fe4—C36 | 165.92 (18) | C39—C40—C41 | 124.3 (3) |
C32—Fe4—C36 | 108.86 (17) | C36—C40—Fe4 | 69.2 (2) |
C31—Fe4—C39 | 149.52 (18) | C39—C40—Fe4 | 69.1 (2) |
C38—Fe4—C39 | 40.66 (15) | C41—C40—Fe4 | 126.4 (3) |
C34—Fe4—C39 | 108.77 (17) | C28—C29—C30 | 108.2 (3) |
C33—Fe4—C39 | 130.47 (18) | C28—C29—C43 | 124.1 (3) |
C37—Fe4—C39 | 68.46 (16) | C30—C29—C43 | 127.5 (3) |
C35—Fe4—C39 | 117.02 (17) | C28—C29—Fe3 | 70.3 (2) |
C32—Fe4—C39 | 169.17 (19) | C30—C29—Fe3 | 69.3 (2) |
C36—Fe4—C39 | 69.04 (15) | C43—C29—Fe3 | 123.0 (3) |
C31—Fe4—C40 | 167.48 (17) | C4—C3—C2 | 108.4 (3) |
C38—Fe4—C40 | 68.84 (15) | C4—C3—Fe1 | 69.8 (2) |
C34—Fe4—C40 | 119.04 (17) | C2—C3—Fe1 | 69.5 (2) |
C33—Fe4—C40 | 109.92 (17) | C4—C3—H3 | 125.8 |
C37—Fe4—C40 | 68.79 (15) | C2—C3—H3 | 125.8 |
C35—Fe4—C40 | 151.42 (17) | Fe1—C3—H3 | 126.4 |
C32—Fe4—C40 | 130.41 (18) | C15—C11—C12 | 107.4 (3) |
C36—Fe4—C40 | 40.99 (14) | C15—C11—C44 | 124.9 (3) |
C39—Fe4—C40 | 41.21 (14) | C12—C11—C44 | 127.4 (3) |
C12—Fe2—C11 | 41.63 (14) | C15—C11—Fe2 | 69.8 (2) |
C12—Fe2—C16 | 106.95 (17) | C12—C11—Fe2 | 69.1 (2) |
C11—Fe2—C16 | 119.39 (16) | C44—C11—Fe2 | 122.1 (3) |
C12—Fe2—C15 | 69.26 (15) | O2—C43—C42 | 124.6 (3) |
C11—Fe2—C15 | 41.01 (15) | O2—C43—C29 | 115.7 (3) |
C16—Fe2—C15 | 154.54 (16) | C42—C43—C29 | 119.7 (3) |
C12—Fe2—C18 | 153.86 (16) | C2—C1—C5 | 107.6 (3) |
C11—Fe2—C18 | 163.50 (16) | C2—C1—Fe1 | 69.5 (2) |
C16—Fe2—C18 | 68.27 (17) | C5—C1—Fe1 | 69.6 (2) |
C15—Fe2—C18 | 126.24 (16) | C2—C1—H1 | 126.2 |
C12—Fe2—C17 | 118.98 (16) | C5—C1—H1 | 126.2 |
C11—Fe2—C17 | 154.38 (16) | Fe1—C1—H1 | 126.3 |
C16—Fe2—C17 | 40.92 (16) | C20—C19—C18 | 108.3 (4) |
C15—Fe2—C17 | 163.23 (16) | C20—C19—Fe2 | 69.9 (2) |
C18—Fe2—C17 | 40.47 (16) | C18—C19—Fe2 | 69.5 (2) |
C12—Fe2—C19 | 163.50 (16) | C20—C19—H19 | 125.9 |
C11—Fe2—C19 | 125.75 (16) | C18—C19—H19 | 125.9 |
C16—Fe2—C19 | 68.12 (17) | Fe2—C19—H19 | 126.3 |
C15—Fe2—C19 | 107.99 (16) | C38—C39—C40 | 107.8 (3) |
C18—Fe2—C19 | 40.70 (16) | C38—C39—Fe4 | 69.3 (2) |
C17—Fe2—C19 | 68.37 (17) | C40—C39—Fe4 | 69.7 (2) |
C12—Fe2—C20 | 125.78 (16) | C38—C39—H39 | 126.1 |
C11—Fe2—C20 | 107.12 (16) | C40—C39—H39 | 126.1 |
C16—Fe2—C20 | 40.70 (17) | Fe4—C39—H39 | 126.4 |
C15—Fe2—C20 | 119.90 (16) | C22—C21—C25 | 107.8 (4) |
C18—Fe2—C20 | 68.35 (17) | C22—C21—Fe3 | 69.8 (2) |
C17—Fe2—C20 | 68.70 (16) | C25—C21—Fe3 | 70.0 (2) |
C19—Fe2—C20 | 40.38 (17) | C22—C21—H21 | 126.1 |
C12—Fe2—C14 | 68.23 (15) | C25—C21—H21 | 126.1 |
C11—Fe2—C14 | 68.72 (15) | Fe3—C21—H21 | 125.7 |
C16—Fe2—C14 | 162.86 (16) | C41—C42—C43 | 124.0 (3) |
C15—Fe2—C14 | 40.95 (14) | C41—C42—H42 | 118.0 |
C18—Fe2—C14 | 108.36 (16) | C43—C42—H42 | 118.0 |
C17—Fe2—C14 | 125.69 (16) | C35—C34—C33 | 107.9 (4) |
C19—Fe2—C14 | 121.07 (16) | C35—C34—Fe4 | 70.0 (3) |
C20—Fe2—C14 | 155.33 (16) | C33—C34—Fe4 | 69.7 (3) |
C12—Fe2—C13 | 40.38 (14) | C35—C34—H34 | 126.0 |
C11—Fe2—C13 | 68.85 (15) | C33—C34—H34 | 126.0 |
C16—Fe2—C13 | 125.63 (17) | Fe4—C34—H34 | 125.9 |
C15—Fe2—C13 | 68.66 (15) | C37—C38—C39 | 108.7 (3) |
C18—Fe2—C13 | 120.15 (16) | C37—C38—Fe4 | 69.8 (2) |
C17—Fe2—C13 | 107.35 (16) | C39—C38—Fe4 | 70.0 (2) |
C19—Fe2—C13 | 155.19 (16) | C37—C38—H38 | 125.7 |
C20—Fe2—C13 | 162.96 (17) | C39—C38—H38 | 125.7 |
C14—Fe2—C13 | 40.26 (15) | Fe4—C38—H38 | 126.1 |
C50—Fe1—C49 | 41.1 (9) | C17—C18—C19 | 108.3 (4) |
C50—Fe1—C48 | 72.1 (9) | C17—C18—Fe2 | 69.9 (2) |
C49—Fe1—C48 | 42.7 (9) | C19—C18—Fe2 | 69.8 (2) |
C50—Fe1—C51 | 42.6 (9) | C17—C18—H18 | 125.8 |
C49—Fe1—C51 | 69.3 (10) | C19—C18—H18 | 125.8 |
C48—Fe1—C51 | 70.8 (8) | Fe2—C18—H18 | 126.1 |
C50—Fe1—C2 | 165.4 (10) | C20—C16—C17 | 108.5 (4) |
C49—Fe1—C2 | 126.5 (9) | C20—C16—Fe2 | 70.1 (2) |
C48—Fe1—C2 | 102.8 (6) | C17—C16—Fe2 | 69.9 (2) |
C51—Fe1—C2 | 149.8 (11) | C20—C16—H16 | 125.8 |
C50—Fe1—C7 | 68.5 (7) | C17—C16—H16 | 125.8 |
C49—Fe1—C7 | 50.4 (9) | Fe2—C16—H16 | 125.8 |
C48—Fe1—C7 | 16.7 (5) | C34—C35—C31 | 107.9 (4) |
C51—Fe1—C7 | 56.5 (7) | C34—C35—Fe4 | 69.7 (2) |
C2—Fe1—C7 | 110.6 (3) | C31—C35—Fe4 | 69.6 (2) |
C50—Fe1—C4 | 121.5 (8) | C34—C35—H35 | 126.0 |
C49—Fe1—C4 | 158.9 (10) | C31—C35—H35 | 126.0 |
C48—Fe1—C4 | 156.9 (9) | Fe4—C35—H35 | 126.2 |
C51—Fe1—C4 | 105.7 (6) | C21—C22—C23 | 108.2 (4) |
C2—Fe1—C4 | 68.27 (15) | C21—C22—Fe3 | 69.8 (2) |
C7—Fe1—C4 | 144.7 (4) | C23—C22—Fe3 | 70.2 (2) |
C50—Fe1—C5 | 110.9 (7) | C21—C22—H22 | 125.9 |
C49—Fe1—C5 | 124.8 (8) | C23—C22—H22 | 125.9 |
C48—Fe1—C5 | 157.0 (7) | Fe3—C22—H22 | 125.7 |
C51—Fe1—C5 | 127.7 (8) | C26—C27—C28 | 108.5 (3) |
C2—Fe1—C5 | 68.26 (15) | C26—C27—Fe3 | 69.7 (2) |
C7—Fe1—C5 | 173.6 (4) | C28—C27—Fe3 | 69.4 (2) |
C4—Fe1—C5 | 41.28 (14) | C26—C27—H27 | 125.7 |
C50—Fe1—C3 | 153.7 (10) | C28—C27—H27 | 125.7 |
C49—Fe1—C3 | 160.8 (10) | Fe3—C27—H27 | 126.7 |
C48—Fe1—C3 | 119.4 (8) | C23—C24—C25 | 108.1 (4) |
C51—Fe1—C3 | 115.5 (9) | C23—C24—Fe3 | 70.2 (2) |
C2—Fe1—C3 | 40.70 (15) | C25—C24—Fe3 | 69.7 (2) |
C7—Fe1—C3 | 115.1 (3) | C23—C24—H24 | 125.9 |
C4—Fe1—C3 | 40.21 (15) | C25—C24—H24 | 125.9 |
C5—Fe1—C3 | 68.41 (15) | Fe3—C24—H24 | 125.8 |
C50—Fe1—C1 | 129.3 (9) | C21—C25—C24 | 107.9 (4) |
C49—Fe1—C1 | 111.2 (8) | C21—C25—Fe3 | 69.6 (2) |
C48—Fe1—C1 | 118.9 (6) | C24—C25—Fe3 | 69.8 (2) |
C51—Fe1—C1 | 167.1 (10) | C21—C25—H25 | 126.1 |
C2—Fe1—C1 | 40.56 (15) | C24—C25—H25 | 126.1 |
C7—Fe1—C1 | 134.4 (4) | Fe3—C25—H25 | 126.1 |
C4—Fe1—C1 | 68.95 (15) | C24—C23—C22 | 108.0 (4) |
C5—Fe1—C1 | 40.76 (14) | C24—C23—Fe3 | 69.8 (2) |
C3—Fe1—C1 | 68.55 (15) | C22—C23—Fe3 | 69.4 (2) |
C50—Fe1—C6 | 53.9 (8) | C24—C23—H23 | 126.0 |
C49—Fe1—C6 | 67.5 (8) | C22—C23—H23 | 126.0 |
C48—Fe1—C6 | 55.9 (6) | Fe3—C23—H23 | 126.4 |
C51—Fe1—C6 | 18.8 (7) | C31—C32—C33 | 108.3 (4) |
C2—Fe1—C6 | 135.1 (4) | C31—C32—Fe4 | 69.7 (2) |
C7—Fe1—C6 | 40.1 (3) | C33—C32—Fe4 | 69.6 (2) |
C4—Fe1—C6 | 114.5 (3) | C31—C32—H32 | 125.9 |
C5—Fe1—C6 | 145.0 (4) | C33—C32—H32 | 125.9 |
C3—Fe1—C6 | 110.6 (3) | Fe4—C32—H32 | 126.4 |
C1—Fe1—C6 | 174.0 (4) | C19—C20—C16 | 107.6 (4) |
C50—Fe1—C8 | 54.6 (8) | C19—C20—Fe2 | 69.7 (2) |
C49—Fe1—C8 | 15.5 (8) | C16—C20—Fe2 | 69.2 (2) |
C48—Fe1—C8 | 29.0 (8) | C19—C20—H20 | 126.2 |
C51—Fe1—C8 | 74.6 (7) | C16—C20—H20 | 126.2 |
C2—Fe1—C8 | 114.6 (4) | Fe2—C20—H20 | 126.4 |
C7—Fe1—C8 | 40.3 (4) | C29—C28—C27 | 107.2 (3) |
C4—Fe1—C8 | 174.0 (4) | C29—C28—Fe3 | 68.7 (2) |
C5—Fe1—C8 | 133.9 (4) | C27—C28—Fe3 | 69.9 (2) |
C3—Fe1—C8 | 145.3 (4) | C29—C28—H28 | 126.4 |
C1—Fe1—C8 | 109.5 (4) | C27—C28—H28 | 126.4 |
C6—Fe1—C8 | 67.6 (4) | Fe3—C28—H28 | 126.6 |
C29—Fe3—C30 | 41.31 (14) | C32—C33—C34 | 107.7 (4) |
C29—Fe3—C21 | 128.52 (16) | C32—C33—Fe4 | 70.0 (3) |
C30—Fe3—C21 | 166.86 (17) | C34—C33—Fe4 | 69.7 (2) |
C29—Fe3—C22 | 166.85 (16) | C32—C33—H33 | 126.2 |
C30—Fe3—C22 | 150.96 (15) | C34—C33—H33 | 126.2 |
C21—Fe3—C22 | 40.42 (16) | Fe4—C33—H33 | 125.7 |
C29—Fe3—C25 | 108.13 (16) | C18—C17—C16 | 107.3 (4) |
C30—Fe3—C25 | 128.46 (18) | C18—C17—Fe2 | 69.6 (2) |
C21—Fe3—C25 | 40.39 (19) | C16—C17—Fe2 | 69.2 (2) |
C22—Fe3—C25 | 67.79 (18) | C18—C17—H17 | 126.3 |
C29—Fe3—C24 | 118.00 (17) | C16—C17—H17 | 126.3 |
C30—Fe3—C24 | 107.70 (18) | Fe2—C17—H17 | 126.4 |
C21—Fe3—C24 | 68.05 (19) | C38—C37—C36 | 108.5 (3) |
C22—Fe3—C24 | 67.70 (18) | C38—C37—Fe4 | 69.7 (2) |
C25—Fe3—C24 | 40.58 (18) | C36—C37—Fe4 | 69.7 (2) |
C29—Fe3—C28 | 40.97 (15) | C38—C37—H37 | 125.7 |
C30—Fe3—C28 | 69.19 (16) | C36—C37—H37 | 125.7 |
C21—Fe3—C28 | 108.30 (17) | Fe4—C37—H37 | 126.4 |
C22—Fe3—C28 | 128.73 (17) | C32—C31—C35 | 108.2 (4) |
C25—Fe3—C28 | 118.23 (17) | C32—C31—Fe4 | 70.2 (2) |
C24—Fe3—C28 | 151.79 (17) | C35—C31—Fe4 | 70.0 (2) |
C29—Fe3—C23 | 151.10 (17) | C32—C31—H31 | 125.9 |
C30—Fe3—C23 | 117.39 (16) | C35—C31—H31 | 125.9 |
C21—Fe3—C23 | 67.95 (17) | Fe4—C31—H31 | 125.5 |
C22—Fe3—C23 | 40.43 (17) | | |
| | | |
C10—C6—C7—C8 | 0.3 (13) | C5—Fe1—C3—C2 | −81.3 (2) |
Fe1—C6—C7—C8 | −60.2 (9) | C1—Fe1—C3—C2 | −37.4 (2) |
C10—C6—C7—Fe1 | 60.5 (7) | C6—Fe1—C3—C2 | 136.3 (5) |
C6—C7—C8—C9 | −1.1 (14) | C8—Fe1—C3—C2 | 56.2 (7) |
Fe1—C7—C8—C9 | −61.2 (9) | C14—C15—C11—C12 | 0.9 (4) |
C6—C7—C8—Fe1 | 60.0 (7) | Fe2—C15—C11—C12 | −59.1 (3) |
C7—C8—C9—C10 | 1.6 (15) | C14—C15—C11—C44 | 175.7 (3) |
Fe1—C8—C9—C10 | −58.8 (9) | Fe2—C15—C11—C44 | 115.6 (4) |
C7—C8—C9—Fe1 | 60.4 (9) | C14—C15—C11—Fe2 | 60.0 (3) |
C7—C6—C10—C9 | 0.7 (12) | C13—C12—C11—C15 | −1.1 (4) |
Fe1—C6—C10—C9 | 60.6 (8) | Fe2—C12—C11—C15 | 59.5 (3) |
C7—C6—C10—Fe1 | −59.9 (7) | C13—C12—C11—C44 | −175.6 (3) |
C8—C9—C10—C6 | −1.4 (14) | Fe2—C12—C11—C44 | −115.1 (4) |
Fe1—C9—C10—C6 | −60.1 (7) | C13—C12—C11—Fe2 | −60.5 (3) |
C8—C9—C10—Fe1 | 58.7 (9) | O3—C44—C11—C15 | 14.2 (5) |
C51—C47—C48—C49 | −9 (3) | C45—C44—C11—C15 | −164.7 (4) |
Fe1—C47—C48—C49 | −61.5 (16) | O3—C44—C11—C12 | −172.1 (3) |
C51—C47—C48—Fe1 | 52 (2) | C45—C44—C11—C12 | 8.9 (6) |
C47—C48—C49—C50 | 9 (3) | O3—C44—C11—Fe2 | 100.8 (4) |
Fe1—C48—C49—C50 | −56 (2) | C45—C44—C11—Fe2 | −78.2 (4) |
C47—C48—C49—Fe1 | 64.5 (15) | C12—Fe2—C11—C15 | −118.8 (3) |
C48—C49—C50—C51 | −5 (3) | C16—Fe2—C11—C15 | 158.7 (2) |
Fe1—C49—C50—C51 | −61.4 (17) | C18—Fe2—C11—C15 | 44.8 (6) |
C48—C49—C50—Fe1 | 56.4 (19) | C17—Fe2—C11—C15 | −167.5 (3) |
C48—C47—C51—C50 | 7 (3) | C19—Fe2—C11—C15 | 75.6 (3) |
Fe1—C47—C51—C50 | 58.7 (17) | C20—Fe2—C11—C15 | 116.1 (2) |
C48—C47—C51—Fe1 | −52.1 (19) | C14—Fe2—C11—C15 | −38.1 (2) |
C49—C50—C51—C47 | −1 (3) | C13—Fe2—C11—C15 | −81.4 (2) |
Fe1—C50—C51—C47 | −61.9 (18) | C16—Fe2—C11—C12 | −82.5 (3) |
C49—C50—C51—Fe1 | 61.2 (19) | C15—Fe2—C11—C12 | 118.8 (3) |
C51—C50—Fe1—C49 | 117.1 (19) | C18—Fe2—C11—C12 | 163.6 (5) |
C49—C50—Fe1—C48 | −36.4 (13) | C17—Fe2—C11—C12 | −48.7 (4) |
C51—C50—Fe1—C48 | 80.7 (13) | C19—Fe2—C11—C12 | −165.6 (2) |
C49—C50—Fe1—C51 | −117.1 (19) | C20—Fe2—C11—C12 | −125.1 (2) |
C49—C50—Fe1—C2 | 36 (4) | C14—Fe2—C11—C12 | 80.7 (2) |
C51—C50—Fe1—C2 | 153 (3) | C13—Fe2—C11—C12 | 37.4 (2) |
C49—C50—Fe1—C7 | −53.7 (14) | C12—Fe2—C11—C44 | 121.9 (4) |
C51—C50—Fe1—C7 | 63.4 (11) | C16—Fe2—C11—C44 | 39.4 (4) |
C49—C50—Fe1—C4 | 164.3 (13) | C15—Fe2—C11—C44 | −119.3 (4) |
C51—C50—Fe1—C4 | −78.6 (13) | C18—Fe2—C11—C44 | −74.5 (7) |
C49—C50—Fe1—C5 | 119.5 (15) | C17—Fe2—C11—C44 | 73.2 (5) |
C51—C50—Fe1—C5 | −123.4 (12) | C19—Fe2—C11—C44 | −43.6 (4) |
C49—C50—Fe1—C3 | −157.2 (15) | C20—Fe2—C11—C44 | −3.1 (3) |
C51—C50—Fe1—C3 | −40 (2) | C14—Fe2—C11—C44 | −157.4 (3) |
C49—C50—Fe1—C1 | 76.8 (16) | C13—Fe2—C11—C44 | 159.3 (3) |
C51—C50—Fe1—C1 | −166.1 (10) | Cu1—O2—C43—C42 | 0.4 (5) |
C49—C50—Fe1—C6 | −96.7 (15) | Cu1—O2—C43—C29 | −179.5 (2) |
C51—C50—Fe1—C6 | 20.4 (9) | C28—C29—C43—O2 | −15.6 (5) |
C49—C50—Fe1—C8 | −10.2 (15) | C30—C29—C43—O2 | 168.7 (3) |
C51—C50—Fe1—C8 | 106.9 (14) | Fe3—C29—C43—O2 | −103.1 (3) |
C48—C49—Fe1—C50 | −123.7 (19) | C28—C29—C43—C42 | 164.5 (4) |
C50—C49—Fe1—C48 | 123.7 (19) | C30—C29—C43—C42 | −11.2 (6) |
C50—C49—Fe1—C51 | 40.1 (14) | Fe3—C29—C43—C42 | 77.0 (4) |
C48—C49—Fe1—C51 | −83.6 (13) | C3—C2—C1—C5 | 0.1 (4) |
C50—C49—Fe1—C2 | −169.5 (14) | Fe1—C2—C1—C5 | 59.4 (3) |
C48—C49—Fe1—C2 | 66.8 (15) | C3—C2—C1—Fe1 | −59.3 (3) |
C50—C49—Fe1—C7 | 103.1 (16) | C4—C5—C1—C2 | −0.3 (4) |
C48—C49—Fe1—C7 | −20.6 (8) | C46—C5—C1—C2 | −179.9 (3) |
C50—C49—Fe1—C4 | −40 (3) | Fe1—C5—C1—C2 | −59.4 (3) |
C48—C49—Fe1—C4 | −163.6 (15) | C4—C5—C1—Fe1 | 59.1 (3) |
C50—C49—Fe1—C5 | −82.1 (16) | C46—C5—C1—Fe1 | −120.5 (4) |
C48—C49—Fe1—C5 | 154.2 (10) | C50—Fe1—C1—C2 | −165.2 (10) |
C50—C49—Fe1—C3 | 148 (2) | C49—Fe1—C1—C2 | −121.9 (11) |
C48—C49—Fe1—C3 | 25 (3) | C48—Fe1—C1—C2 | −75.2 (10) |
C50—C49—Fe1—C1 | −126.1 (15) | C51—Fe1—C1—C2 | 148 (4) |
C48—C49—Fe1—C1 | 110.2 (12) | C7—Fe1—C1—C2 | −67.2 (5) |
C50—C49—Fe1—C6 | 60.2 (14) | C4—Fe1—C1—C2 | 80.8 (2) |
C48—C49—Fe1—C6 | −63.5 (11) | C5—Fe1—C1—C2 | 118.9 (3) |
C50—C49—Fe1—C8 | 147 (5) | C3—Fe1—C1—C2 | 37.5 (2) |
C48—C49—Fe1—C8 | 24 (3) | C8—Fe1—C1—C2 | −105.4 (5) |
C47—C48—Fe1—C50 | −77.3 (15) | C50—Fe1—C1—C5 | 75.9 (10) |
C49—C48—Fe1—C50 | 35.0 (13) | C49—Fe1—C1—C5 | 119.3 (11) |
C47—C48—Fe1—C49 | −112 (2) | C48—Fe1—C1—C5 | 165.9 (10) |
C47—C48—Fe1—C51 | −32.3 (15) | C51—Fe1—C1—C5 | 29 (4) |
C49—C48—Fe1—C51 | 80.1 (15) | C2—Fe1—C1—C5 | −118.9 (3) |
C47—C48—Fe1—C2 | 117.0 (14) | C7—Fe1—C1—C5 | 174.0 (5) |
C49—C48—Fe1—C2 | −130.7 (14) | C4—Fe1—C1—C5 | −38.1 (2) |
C47—C48—Fe1—C7 | −3 (2) | C3—Fe1—C1—C5 | −81.4 (2) |
C49—C48—Fe1—C7 | 110 (3) | C8—Fe1—C1—C5 | 135.7 (5) |
C47—C48—Fe1—C4 | 53 (2) | C12—Fe2—C19—C20 | 37.7 (7) |
C49—C48—Fe1—C4 | 165.0 (13) | C11—Fe2—C19—C20 | 73.3 (3) |
C47—C48—Fe1—C5 | −178.9 (12) | C16—Fe2—C19—C20 | −37.9 (2) |
C49—C48—Fe1—C5 | −67 (2) | C15—Fe2—C19—C20 | 115.3 (2) |
C47—C48—Fe1—C3 | 76.8 (15) | C18—Fe2—C19—C20 | −119.6 (3) |
C49—C48—Fe1—C3 | −170.9 (13) | C17—Fe2—C19—C20 | −82.1 (3) |
C47—C48—Fe1—C1 | 157.1 (12) | C14—Fe2—C19—C20 | 158.3 (2) |
C49—C48—Fe1—C1 | −90.6 (15) | C13—Fe2—C19—C20 | −166.8 (3) |
C47—C48—Fe1—C6 | −19.3 (11) | C12—Fe2—C19—C18 | 157.2 (5) |
C49—C48—Fe1—C6 | 93.0 (15) | C11—Fe2—C19—C18 | −167.1 (2) |
C47—C48—Fe1—C8 | −125 (2) | C16—Fe2—C19—C18 | 81.7 (3) |
C49—C48—Fe1—C8 | −12.7 (17) | C15—Fe2—C19—C18 | −125.1 (2) |
C47—C51—Fe1—C50 | 116.4 (19) | C17—Fe2—C19—C18 | 37.4 (2) |
C47—C51—Fe1—C49 | 77.7 (15) | C20—Fe2—C19—C18 | 119.6 (3) |
C50—C51—Fe1—C49 | −38.7 (13) | C14—Fe2—C19—C18 | −82.1 (3) |
C47—C51—Fe1—C48 | 32.1 (15) | C13—Fe2—C19—C18 | −47.2 (5) |
C50—C51—Fe1—C48 | −84.2 (14) | C36—C40—C39—C38 | 0.3 (4) |
C47—C51—Fe1—C2 | −50 (2) | C41—C40—C39—C38 | 179.6 (3) |
C50—C51—Fe1—C2 | −166.7 (12) | Fe4—C40—C39—C38 | 59.1 (3) |
C47—C51—Fe1—C7 | 22.3 (12) | C36—C40—C39—Fe4 | −58.8 (2) |
C50—C51—Fe1—C7 | −94.1 (13) | C41—C40—C39—Fe4 | 120.5 (4) |
C47—C51—Fe1—C4 | −123.9 (15) | C31—Fe4—C39—C38 | 49.6 (4) |
C50—C51—Fe1—C4 | 119.7 (13) | C34—Fe4—C39—C38 | 127.8 (3) |
C47—C51—Fe1—C5 | −163.6 (12) | C33—Fe4—C39—C38 | 167.9 (3) |
C50—C51—Fe1—C5 | 80.0 (14) | C37—Fe4—C39—C38 | −37.3 (2) |
C47—C51—Fe1—C3 | −82.1 (16) | C35—Fe4—C39—C38 | 84.7 (3) |
C50—C51—Fe1—C3 | 161.6 (12) | C32—Fe4—C39—C38 | −162.1 (8) |
C47—C51—Fe1—C1 | 172 (2) | C36—Fe4—C39—C38 | −81.4 (2) |
C50—C51—Fe1—C1 | 56 (4) | C40—Fe4—C39—C38 | −119.2 (3) |
C47—C51—Fe1—C6 | −3.1 (19) | C31—Fe4—C39—C40 | 168.9 (3) |
C50—C51—Fe1—C6 | −119 (3) | C38—Fe4—C39—C40 | 119.2 (3) |
C47—C51—Fe1—C8 | 62.3 (14) | C34—Fe4—C39—C40 | −113.0 (2) |
C50—C51—Fe1—C8 | −54.1 (12) | C33—Fe4—C39—C40 | −72.9 (3) |
C6—C7—Fe1—C50 | −58.9 (11) | C37—Fe4—C39—C40 | 82.0 (2) |
C8—C7—Fe1—C50 | 60.2 (10) | C35—Fe4—C39—C40 | −156.0 (2) |
C6—C7—Fe1—C49 | −102.3 (13) | C32—Fe4—C39—C40 | −42.9 (10) |
C8—C7—Fe1—C49 | 16.7 (12) | C36—Fe4—C39—C40 | 37.9 (2) |
C6—C7—Fe1—C48 | −158 (3) | C29—Fe3—C21—C22 | 170.0 (2) |
C8—C7—Fe1—C48 | −39 (3) | C30—Fe3—C21—C22 | −154.4 (7) |
C6—C7—Fe1—C51 | −12.4 (13) | C25—Fe3—C21—C22 | −118.7 (4) |
C8—C7—Fe1—C51 | 106.6 (12) | C24—Fe3—C21—C22 | −80.9 (3) |
C6—C7—Fe1—C2 | 136.8 (6) | C28—Fe3—C21—C22 | 128.9 (3) |
C8—C7—Fe1—C2 | −104.2 (7) | C23—Fe3—C21—C22 | −37.7 (3) |
C6—C7—Fe1—C4 | 55.6 (8) | C26—Fe3—C21—C22 | 50.6 (5) |
C8—C7—Fe1—C4 | 174.7 (6) | C27—Fe3—C21—C22 | 85.7 (3) |
C6—C7—Fe1—C3 | 92.7 (7) | C29—Fe3—C21—C25 | −71.2 (3) |
C8—C7—Fe1—C3 | −148.3 (6) | C30—Fe3—C21—C25 | −35.6 (8) |
C6—C7—Fe1—C1 | 176.6 (6) | C22—Fe3—C21—C25 | 118.7 (4) |
C8—C7—Fe1—C1 | −64.4 (8) | C24—Fe3—C21—C25 | 37.8 (3) |
C8—C7—Fe1—C6 | 119.0 (9) | C28—Fe3—C21—C25 | −112.3 (3) |
C6—C7—Fe1—C8 | −119.0 (9) | C23—Fe3—C21—C25 | 81.0 (3) |
C10—C6—Fe1—C50 | −19.6 (9) | C26—Fe3—C21—C25 | 169.3 (3) |
C7—C6—Fe1—C50 | 99.4 (11) | C27—Fe3—C21—C25 | −155.6 (2) |
C10—C6—Fe1—C49 | −64.5 (10) | O1—C41—C42—C43 | −2.9 (6) |
C7—C6—Fe1—C49 | 54.5 (11) | C40—C41—C42—C43 | 177.1 (3) |
C10—C6—Fe1—C48 | −111.6 (11) | O2—C43—C42—C41 | 5.5 (6) |
C7—C6—Fe1—C48 | 7.4 (12) | C29—C43—C42—C41 | −174.6 (3) |
C10—C6—Fe1—C51 | 27 (3) | C31—Fe4—C34—C35 | 37.7 (3) |
C7—C6—Fe1—C51 | 146 (3) | C38—Fe4—C34—C35 | −68.8 (3) |
C10—C6—Fe1—C2 | 175.7 (6) | C33—Fe4—C34—C35 | 119.0 (4) |
C7—C6—Fe1—C2 | −65.2 (7) | C37—Fe4—C34—C35 | −33.6 (8) |
C10—C6—Fe1—C7 | −119.0 (8) | C32—Fe4—C34—C35 | 81.1 (3) |
C10—C6—Fe1—C4 | 92.6 (7) | C36—Fe4—C34—C35 | 169.6 (3) |
C7—C6—Fe1—C4 | −148.4 (6) | C39—Fe4—C34—C35 | −109.9 (3) |
C10—C6—Fe1—C5 | 54.6 (8) | C40—Fe4—C34—C35 | −153.9 (2) |
C7—C6—Fe1—C5 | 173.7 (5) | C31—Fe4—C34—C33 | −81.3 (3) |
C10—C6—Fe1—C3 | 136.1 (6) | C38—Fe4—C34—C33 | 172.2 (3) |
C7—C6—Fe1—C3 | −104.9 (6) | C37—Fe4—C34—C33 | −152.6 (6) |
C10—C6—Fe1—C8 | −81.3 (6) | C35—Fe4—C34—C33 | −119.0 (4) |
C7—C6—Fe1—C8 | 37.7 (6) | C32—Fe4—C34—C33 | −37.9 (3) |
C7—C8—Fe1—C50 | −98.2 (12) | C36—Fe4—C34—C33 | 50.6 (5) |
C9—C8—Fe1—C50 | 18.7 (11) | C39—Fe4—C34—C33 | 131.1 (3) |
C7—C8—Fe1—C49 | −124 (4) | C40—Fe4—C34—C33 | 87.2 (3) |
C9—C8—Fe1—C49 | −7 (3) | C40—C39—C38—C37 | 0.0 (4) |
C7—C8—Fe1—C48 | 22.0 (11) | Fe4—C39—C38—C37 | 59.3 (3) |
C9—C8—Fe1—C48 | 138.9 (16) | C40—C39—C38—Fe4 | −59.3 (2) |
C7—C8—Fe1—C51 | −56.0 (10) | C31—Fe4—C38—C37 | 85.7 (3) |
C9—C8—Fe1—C51 | 60.9 (11) | C34—Fe4—C38—C37 | 167.3 (2) |
C7—C8—Fe1—C2 | 93.3 (7) | C33—Fe4—C38—C37 | −168.3 (7) |
C9—C8—Fe1—C2 | −149.8 (6) | C35—Fe4—C38—C37 | 128.2 (3) |
C9—C8—Fe1—C7 | 116.9 (10) | C32—Fe4—C38—C37 | 53.7 (4) |
C7—C8—Fe1—C5 | 176.1 (5) | C36—Fe4—C38—C37 | −37.6 (2) |
C9—C8—Fe1—C5 | −67.0 (9) | C39—Fe4—C38—C37 | −119.8 (3) |
C7—C8—Fe1—C3 | 56.7 (10) | C40—Fe4—C38—C37 | −81.7 (2) |
C9—C8—Fe1—C3 | 173.6 (5) | C31—Fe4—C38—C39 | −154.5 (2) |
C7—C8—Fe1—C1 | 136.9 (6) | C34—Fe4—C38—C39 | −72.9 (3) |
C9—C8—Fe1—C1 | −106.2 (7) | C33—Fe4—C38—C39 | −48.5 (9) |
C7—C8—Fe1—C6 | −37.5 (6) | C37—Fe4—C38—C39 | 119.8 (3) |
C9—C8—Fe1—C6 | 79.4 (7) | C35—Fe4—C38—C39 | −112.0 (2) |
O4ii—Cu2—O3—C44 | −173.8 (3) | C32—Fe4—C38—C39 | 173.5 (3) |
O4—Cu2—O3—C44 | 6.2 (3) | C36—Fe4—C38—C39 | 82.2 (2) |
O2i—Cu1—O1—C41 | −171.8 (3) | C40—Fe4—C38—C39 | 38.1 (2) |
O2—Cu1—O1—C41 | 8.2 (3) | C20—C19—C18—C17 | −0.1 (5) |
O1i—Cu1—O2—C43 | 174.2 (3) | Fe2—C19—C18—C17 | −59.5 (3) |
O1—Cu1—O2—C43 | −5.8 (3) | C20—C19—C18—Fe2 | 59.3 (3) |
C12—Fe2—C14—C13 | −37.1 (2) | C12—Fe2—C18—C17 | −46.1 (5) |
C11—Fe2—C14—C13 | −82.0 (2) | C11—Fe2—C18—C17 | 159.1 (5) |
C16—Fe2—C14—C13 | 39.6 (6) | C16—Fe2—C18—C17 | 38.2 (2) |
C15—Fe2—C14—C13 | −120.1 (3) | C15—Fe2—C18—C17 | −165.9 (2) |
C18—Fe2—C14—C13 | 115.3 (2) | C19—Fe2—C18—C17 | 119.5 (4) |
C17—Fe2—C14—C13 | 73.7 (3) | C20—Fe2—C18—C17 | 82.1 (3) |
C19—Fe2—C14—C13 | 158.2 (2) | C14—Fe2—C18—C17 | −123.9 (2) |
C20—Fe2—C14—C13 | −166.8 (4) | C13—Fe2—C18—C17 | −81.4 (3) |
C12—Fe2—C14—C15 | 83.0 (2) | C12—Fe2—C18—C19 | −165.5 (3) |
C11—Fe2—C14—C15 | 38.1 (2) | C11—Fe2—C18—C19 | 39.7 (7) |
C16—Fe2—C14—C15 | 159.7 (5) | C16—Fe2—C18—C19 | −81.3 (3) |
C18—Fe2—C14—C15 | −124.6 (2) | C15—Fe2—C18—C19 | 74.6 (3) |
C17—Fe2—C14—C15 | −166.1 (2) | C17—Fe2—C18—C19 | −119.5 (4) |
C19—Fe2—C14—C15 | −81.7 (3) | C20—Fe2—C18—C19 | −37.3 (2) |
C20—Fe2—C14—C15 | −46.7 (5) | C14—Fe2—C18—C19 | 116.6 (2) |
C13—Fe2—C14—C15 | 120.1 (3) | C13—Fe2—C18—C19 | 159.1 (2) |
O3—Cu2—O4—C46 | −4.9 (3) | C12—Fe2—C16—C20 | −125.7 (3) |
O3ii—Cu2—O4—C46 | 175.1 (3) | C11—Fe2—C16—C20 | −82.1 (3) |
C15—C14—C13—C12 | −0.2 (4) | C15—Fe2—C16—C20 | −48.4 (5) |
Fe2—C14—C13—C12 | 58.0 (3) | C18—Fe2—C16—C20 | 81.6 (3) |
C15—C14—C13—Fe2 | −58.1 (3) | C17—Fe2—C16—C20 | 119.4 (4) |
C11—Fe2—C13—C12 | −38.5 (2) | C19—Fe2—C16—C20 | 37.6 (3) |
C16—Fe2—C13—C12 | 73.2 (3) | C14—Fe2—C16—C20 | 163.5 (5) |
C15—Fe2—C13—C12 | −82.7 (2) | C13—Fe2—C16—C20 | −166.1 (2) |
C18—Fe2—C13—C12 | 156.8 (2) | C12—Fe2—C16—C17 | 114.9 (2) |
C17—Fe2—C13—C12 | 114.6 (2) | C11—Fe2—C16—C17 | 158.5 (2) |
C19—Fe2—C13—C12 | −169.5 (3) | C15—Fe2—C16—C17 | −167.8 (3) |
C20—Fe2—C13—C12 | 40.8 (6) | C18—Fe2—C16—C17 | −37.8 (2) |
C14—Fe2—C13—C12 | −120.2 (3) | C19—Fe2—C16—C17 | −81.8 (3) |
C12—Fe2—C13—C14 | 120.2 (3) | C20—Fe2—C16—C17 | −119.4 (4) |
C11—Fe2—C13—C14 | 81.6 (2) | C14—Fe2—C16—C17 | 44.1 (7) |
C16—Fe2—C13—C14 | −166.6 (2) | C13—Fe2—C16—C17 | 74.5 (3) |
C15—Fe2—C13—C14 | 37.5 (2) | C33—C34—C35—C31 | 0.3 (5) |
C18—Fe2—C13—C14 | −83.0 (3) | Fe4—C34—C35—C31 | −59.4 (3) |
C17—Fe2—C13—C14 | −125.2 (2) | C33—C34—C35—Fe4 | 59.6 (3) |
C19—Fe2—C13—C14 | −49.4 (5) | C31—Fe4—C35—C34 | −119.1 (4) |
C20—Fe2—C13—C14 | 161.0 (5) | C38—Fe4—C35—C34 | 130.3 (3) |
C50—Fe1—C4—C3 | 154.7 (11) | C33—Fe4—C35—C34 | −37.8 (3) |
C49—Fe1—C4—C3 | −176 (2) | C37—Fe4—C35—C34 | 170.1 (3) |
C48—Fe1—C4—C3 | 33.5 (15) | C32—Fe4—C35—C34 | −81.7 (3) |
C51—Fe1—C4—C3 | 111.1 (12) | C36—Fe4—C35—C34 | −159.9 (6) |
C2—Fe1—C4—C3 | −37.6 (2) | C39—Fe4—C35—C34 | 87.6 (3) |
C7—Fe1—C4—C3 | 57.7 (6) | C40—Fe4—C35—C34 | 53.6 (5) |
C5—Fe1—C4—C3 | −118.9 (3) | C38—Fe4—C35—C31 | −110.6 (3) |
C1—Fe1—C4—C3 | −81.3 (2) | C34—Fe4—C35—C31 | 119.1 (4) |
C50—Fe1—C4—C5 | −86.4 (11) | C33—Fe4—C35—C31 | 81.3 (3) |
C49—Fe1—C4—C5 | −57 (2) | C37—Fe4—C35—C31 | −70.8 (3) |
C48—Fe1—C4—C5 | 152.4 (15) | C32—Fe4—C35—C31 | 37.5 (3) |
C51—Fe1—C4—C5 | −129.9 (12) | C36—Fe4—C35—C31 | −40.8 (8) |
C2—Fe1—C4—C5 | 81.4 (2) | C39—Fe4—C35—C31 | −153.3 (3) |
C7—Fe1—C4—C5 | 176.6 (6) | C40—Fe4—C35—C31 | 172.7 (3) |
C3—Fe1—C4—C5 | 118.9 (3) | C25—C21—C22—C23 | 0.0 (5) |
C1—Fe1—C4—C5 | 37.6 (2) | Fe3—C21—C22—C23 | 60.0 (3) |
C6—Fe1—C4—C5 | −147.7 (5) | C25—C21—C22—Fe3 | −59.9 (3) |
Cu2—O4—C46—C45 | 0.6 (5) | C29—Fe3—C22—C21 | −36.5 (8) |
Cu2—O4—C46—C5 | −178.8 (2) | C30—Fe3—C22—C21 | 168.3 (3) |
C14—C13—C12—C11 | 0.7 (4) | C25—Fe3—C22—C21 | 37.9 (3) |
Fe2—C13—C12—C11 | 59.5 (3) | C24—Fe3—C22—C21 | 81.9 (3) |
C14—C13—C12—Fe2 | −58.7 (3) | C28—Fe3—C22—C21 | −71.3 (3) |
C11—Fe2—C12—C13 | 119.0 (3) | C23—Fe3—C22—C21 | 119.0 (4) |
C16—Fe2—C12—C13 | −125.6 (2) | C26—Fe3—C22—C21 | −155.3 (3) |
C15—Fe2—C12—C13 | 81.1 (2) | C27—Fe3—C22—C21 | −112.4 (3) |
C18—Fe2—C12—C13 | −50.5 (4) | C29—Fe3—C22—C23 | −155.5 (6) |
C17—Fe2—C12—C13 | −82.8 (3) | C30—Fe3—C22—C23 | 49.3 (4) |
C19—Fe2—C12—C13 | 164.5 (5) | C21—Fe3—C22—C23 | −119.0 (4) |
C20—Fe2—C12—C13 | −166.3 (2) | C25—Fe3—C22—C23 | −81.2 (3) |
C14—Fe2—C12—C13 | 37.0 (2) | C24—Fe3—C22—C23 | −37.2 (3) |
C16—Fe2—C12—C11 | 115.4 (2) | C28—Fe3—C22—C23 | 169.7 (2) |
C15—Fe2—C12—C11 | −37.9 (2) | C26—Fe3—C22—C23 | 85.6 (3) |
C18—Fe2—C12—C11 | −169.5 (3) | C27—Fe3—C22—C23 | 128.5 (2) |
C17—Fe2—C12—C11 | 158.2 (2) | C30—C26—C27—C28 | 0.5 (4) |
C19—Fe2—C12—C11 | 45.5 (6) | Fe3—C26—C27—C28 | 58.7 (3) |
C20—Fe2—C12—C11 | 74.7 (3) | C30—C26—C27—Fe3 | −58.2 (3) |
C14—Fe2—C12—C11 | −82.0 (2) | C29—Fe3—C27—C26 | 81.9 (2) |
C13—Fe2—C12—C11 | −119.0 (3) | C30—Fe3—C27—C26 | 37.3 (2) |
C29—Fe3—C30—C26 | −118.4 (3) | C21—Fe3—C27—C26 | −154.9 (2) |
C21—Fe3—C30—C26 | −162.0 (7) | C22—Fe3—C27—C26 | −111.8 (2) |
C22—Fe3—C30—C26 | 53.3 (4) | C25—Fe3—C27—C26 | 170.3 (3) |
C25—Fe3—C30—C26 | 169.1 (2) | C24—Fe3—C27—C26 | −38.9 (8) |
C24—Fe3—C30—C26 | 129.0 (2) | C28—Fe3—C27—C26 | 120.0 (3) |
C28—Fe3—C30—C26 | −80.7 (2) | C23—Fe3—C27—C26 | −71.2 (3) |
C23—Fe3—C30—C26 | 86.9 (3) | C29—Fe3—C27—C28 | −38.2 (2) |
C27—Fe3—C30—C26 | −36.9 (2) | C30—Fe3—C27—C28 | −82.7 (2) |
C21—Fe3—C30—C29 | −43.6 (8) | C21—Fe3—C27—C28 | 85.0 (3) |
C22—Fe3—C30—C29 | 171.7 (3) | C22—Fe3—C27—C28 | 128.1 (2) |
C25—Fe3—C30—C29 | −72.4 (3) | C25—Fe3—C27—C28 | 50.2 (4) |
C24—Fe3—C30—C29 | −112.5 (2) | C24—Fe3—C27—C28 | −158.9 (7) |
C28—Fe3—C30—C29 | 37.7 (2) | C23—Fe3—C27—C28 | 168.8 (2) |
C23—Fe3—C30—C29 | −154.7 (2) | C26—Fe3—C27—C28 | −120.0 (3) |
C26—Fe3—C30—C29 | 118.4 (3) | C29—Fe3—C24—C23 | −155.5 (2) |
C27—Fe3—C30—C29 | 81.6 (2) | C30—Fe3—C24—C23 | −111.8 (3) |
Cu2—O3—C44—C45 | −3.3 (5) | C21—Fe3—C24—C23 | 81.4 (3) |
Cu2—O3—C44—C11 | 177.8 (2) | C22—Fe3—C24—C23 | 37.6 (3) |
C13—C14—C15—C11 | −0.5 (4) | C25—Fe3—C24—C23 | 119.1 (4) |
Fe2—C14—C15—C11 | −59.4 (3) | C28—Fe3—C24—C23 | 169.4 (3) |
C13—C14—C15—Fe2 | 58.9 (3) | C26—Fe3—C24—C23 | −71.5 (3) |
C12—Fe2—C15—C11 | 38.5 (2) | C27—Fe3—C24—C23 | −40.3 (8) |
C16—Fe2—C15—C11 | −47.5 (5) | C29—Fe3—C24—C25 | 85.5 (3) |
C18—Fe2—C15—C11 | −165.6 (2) | C30—Fe3—C24—C25 | 129.1 (3) |
C17—Fe2—C15—C11 | 161.1 (5) | C21—Fe3—C24—C25 | −37.6 (3) |
C19—Fe2—C15—C11 | −124.2 (2) | C22—Fe3—C24—C25 | −81.4 (3) |
C20—Fe2—C15—C11 | −81.7 (3) | C28—Fe3—C24—C25 | 50.3 (5) |
C14—Fe2—C15—C11 | 118.8 (3) | C23—Fe3—C24—C25 | −119.1 (4) |
C13—Fe2—C15—C11 | 81.9 (2) | C26—Fe3—C24—C25 | 169.4 (3) |
C12—Fe2—C15—C14 | −80.3 (2) | C27—Fe3—C24—C25 | −159.4 (7) |
C11—Fe2—C15—C14 | −118.8 (3) | C22—C21—C25—C24 | 0.3 (5) |
C16—Fe2—C15—C14 | −166.3 (4) | Fe3—C21—C25—C24 | −59.5 (3) |
C18—Fe2—C15—C14 | 75.6 (3) | C22—C21—C25—Fe3 | 59.8 (3) |
C17—Fe2—C15—C14 | 42.4 (6) | C23—C24—C25—C21 | −0.5 (5) |
C19—Fe2—C15—C14 | 117.0 (2) | Fe3—C24—C25—C21 | 59.4 (3) |
C20—Fe2—C15—C14 | 159.5 (2) | C23—C24—C25—Fe3 | −59.9 (3) |
C13—Fe2—C15—C14 | −36.9 (2) | C29—Fe3—C25—C21 | 128.8 (2) |
Cu1—O1—C41—C42 | −5.3 (5) | C30—Fe3—C25—C21 | 170.3 (2) |
Cu1—O1—C41—C40 | 174.7 (2) | C22—Fe3—C25—C21 | −37.9 (2) |
C31—Fe4—C36—C37 | −70.0 (3) | C24—Fe3—C25—C21 | −119.1 (4) |
C38—Fe4—C36—C37 | 37.1 (2) | C28—Fe3—C25—C21 | 85.3 (3) |
C34—Fe4—C36—C37 | 171.5 (3) | C23—Fe3—C25—C21 | −81.7 (3) |
C33—Fe4—C36—C37 | −153.5 (3) | C26—Fe3—C25—C21 | −157.6 (6) |
C35—Fe4—C36—C37 | −37.3 (8) | C27—Fe3—C25—C21 | 50.6 (4) |
C32—Fe4—C36—C37 | −110.4 (3) | C29—Fe3—C25—C24 | −112.2 (3) |
C39—Fe4—C36—C37 | 80.9 (2) | C30—Fe3—C25—C24 | −70.7 (3) |
C40—Fe4—C36—C37 | 118.9 (3) | C21—Fe3—C25—C24 | 119.1 (4) |
C31—Fe4—C36—C40 | 171.1 (2) | C22—Fe3—C25—C24 | 81.2 (3) |
C38—Fe4—C36—C40 | −81.8 (2) | C28—Fe3—C25—C24 | −155.6 (3) |
C34—Fe4—C36—C40 | 52.5 (4) | C23—Fe3—C25—C24 | 37.3 (3) |
C33—Fe4—C36—C40 | 87.5 (3) | C26—Fe3—C25—C24 | −38.5 (8) |
C37—Fe4—C36—C40 | −118.9 (3) | C27—Fe3—C25—C24 | 169.7 (3) |
C35—Fe4—C36—C40 | −156.3 (6) | C25—C24—C23—C22 | 0.5 (5) |
C32—Fe4—C36—C40 | 130.6 (3) | Fe3—C24—C23—C22 | −59.0 (3) |
C39—Fe4—C36—C40 | −38.1 (2) | C25—C24—C23—Fe3 | 59.6 (3) |
O3—C44—C45—C46 | −3.2 (6) | C21—C22—C23—C24 | −0.4 (5) |
C11—C44—C45—C46 | 175.7 (4) | Fe3—C22—C23—C24 | 59.3 (3) |
O4—C46—C45—C44 | 4.7 (6) | C21—C22—C23—Fe3 | −59.7 (3) |
C5—C46—C45—C44 | −175.9 (3) | C29—Fe3—C23—C24 | 49.4 (4) |
C3—C4—C5—C1 | 0.4 (4) | C30—Fe3—C23—C24 | 85.1 (3) |
Fe1—C4—C5—C1 | −59.3 (3) | C21—Fe3—C23—C24 | −81.7 (3) |
C3—C4—C5—C46 | 179.9 (3) | C22—Fe3—C23—C24 | −119.4 (4) |
Fe1—C4—C5—C46 | 120.3 (4) | C25—Fe3—C23—C24 | −37.9 (3) |
C3—C4—C5—Fe1 | 59.7 (3) | C28—Fe3—C23—C24 | −157.4 (7) |
O4—C46—C5—C1 | −6.8 (5) | C26—Fe3—C23—C24 | 128.4 (3) |
C45—C46—C5—C1 | 173.8 (4) | C27—Fe3—C23—C24 | 168.5 (3) |
O4—C46—C5—C4 | 173.7 (3) | C29—Fe3—C23—C22 | 168.7 (3) |
C45—C46—C5—C4 | −5.7 (6) | C30—Fe3—C23—C22 | −155.5 (2) |
O4—C46—C5—Fe1 | −96.0 (4) | C21—Fe3—C23—C22 | 37.7 (3) |
C45—C46—C5—Fe1 | 84.5 (4) | C25—Fe3—C23—C22 | 81.5 (3) |
C50—Fe1—C5—C1 | −126.5 (11) | C24—Fe3—C23—C22 | 119.4 (4) |
C49—Fe1—C5—C1 | −82.4 (11) | C28—Fe3—C23—C22 | −38.0 (8) |
C48—Fe1—C5—C1 | −33.1 (19) | C26—Fe3—C23—C22 | −112.2 (3) |
C51—Fe1—C5—C1 | −172.0 (13) | C27—Fe3—C23—C22 | −72.1 (3) |
C2—Fe1—C5—C1 | 37.8 (2) | C38—Fe4—C32—C31 | 47.7 (5) |
C4—Fe1—C5—C1 | 119.2 (3) | C34—Fe4—C32—C31 | −81.6 (3) |
C3—Fe1—C5—C1 | 81.8 (2) | C33—Fe4—C32—C31 | −119.6 (4) |
C6—Fe1—C5—C1 | 177.2 (6) | C37—Fe4—C32—C31 | 83.8 (3) |
C8—Fe1—C5—C1 | −66.0 (5) | C35—Fe4—C32—C31 | −37.8 (3) |
C50—Fe1—C5—C4 | 114.3 (11) | C36—Fe4—C32—C31 | 127.6 (3) |
C49—Fe1—C5—C4 | 158.5 (11) | C39—Fe4—C32—C31 | −155.5 (8) |
C48—Fe1—C5—C4 | −152.3 (19) | C40—Fe4—C32—C31 | 168.4 (3) |
C51—Fe1—C5—C4 | 68.8 (13) | C31—Fe4—C32—C33 | 119.6 (4) |
C2—Fe1—C5—C4 | −81.4 (2) | C38—Fe4—C32—C33 | 167.3 (3) |
C3—Fe1—C5—C4 | −37.4 (2) | C34—Fe4—C32—C33 | 38.0 (3) |
C1—Fe1—C5—C4 | −119.2 (3) | C37—Fe4—C32—C33 | −156.6 (3) |
C6—Fe1—C5—C4 | 58.0 (6) | C35—Fe4—C32—C33 | 81.8 (3) |
C8—Fe1—C5—C4 | 174.8 (5) | C36—Fe4—C32—C33 | −112.8 (3) |
C50—Fe1—C5—C46 | −7.3 (11) | C39—Fe4—C32—C33 | −35.9 (10) |
C49—Fe1—C5—C46 | 36.9 (12) | C40—Fe4—C32—C33 | −72.0 (3) |
C48—Fe1—C5—C46 | 86.1 (19) | C18—C19—C20—C16 | 0.0 (5) |
C51—Fe1—C5—C46 | −52.8 (13) | Fe2—C19—C20—C16 | 59.1 (3) |
C2—Fe1—C5—C46 | 157.0 (3) | C18—C19—C20—Fe2 | −59.1 (3) |
C4—Fe1—C5—C46 | −121.6 (4) | C17—C16—C20—C19 | 0.2 (5) |
C3—Fe1—C5—C46 | −159.0 (3) | Fe2—C16—C20—C19 | −59.4 (3) |
C1—Fe1—C5—C46 | 119.2 (4) | C17—C16—C20—Fe2 | 59.6 (3) |
C6—Fe1—C5—C46 | −63.6 (7) | C12—Fe2—C20—C19 | −167.6 (2) |
C8—Fe1—C5—C46 | 53.2 (6) | C11—Fe2—C20—C19 | −125.6 (2) |
C29—C30—C26—C27 | −0.7 (4) | C16—Fe2—C20—C19 | 119.0 (4) |
Fe3—C30—C26—C27 | 59.0 (3) | C15—Fe2—C20—C19 | −82.8 (3) |
C29—C30—C26—Fe3 | −59.7 (3) | C18—Fe2—C20—C19 | 37.6 (2) |
C29—Fe3—C26—C27 | −81.6 (2) | C17—Fe2—C20—C19 | 81.2 (3) |
C30—Fe3—C26—C27 | −120.2 (3) | C14—Fe2—C20—C19 | −49.4 (5) |
C21—Fe3—C26—C27 | 51.4 (4) | C13—Fe2—C20—C19 | 160.9 (5) |
C22—Fe3—C26—C27 | 86.1 (3) | C12—Fe2—C20—C16 | 73.3 (3) |
C25—Fe3—C26—C27 | −159.9 (6) | C11—Fe2—C20—C16 | 115.4 (3) |
C24—Fe3—C26—C27 | 169.0 (2) | C15—Fe2—C20—C16 | 158.2 (2) |
C28—Fe3—C26—C27 | −37.4 (2) | C18—Fe2—C20—C16 | −81.4 (3) |
C23—Fe3—C26—C27 | 129.0 (2) | C17—Fe2—C20—C16 | −37.8 (3) |
C29—Fe3—C26—C30 | 38.6 (2) | C19—Fe2—C20—C16 | −119.0 (4) |
C21—Fe3—C26—C30 | 171.5 (3) | C14—Fe2—C20—C16 | −168.4 (3) |
C22—Fe3—C26—C30 | −153.8 (2) | C13—Fe2—C20—C16 | 41.9 (7) |
C25—Fe3—C26—C30 | −39.8 (8) | C30—C29—C28—C27 | −0.3 (4) |
C24—Fe3—C26—C30 | −70.9 (3) | C43—C29—C28—C27 | −176.7 (3) |
C28—Fe3—C26—C30 | 82.7 (2) | Fe3—C29—C28—C27 | −59.5 (3) |
C23—Fe3—C26—C30 | −110.8 (2) | C30—C29—C28—Fe3 | 59.2 (3) |
C27—Fe3—C26—C30 | 120.2 (3) | C43—C29—C28—Fe3 | −117.2 (4) |
C50—Fe1—C2—C1 | 52 (3) | C26—C27—C28—C29 | −0.1 (4) |
C49—Fe1—C2—C1 | 80.0 (11) | Fe3—C27—C28—C29 | 58.8 (3) |
C48—Fe1—C2—C1 | 119.8 (9) | C26—C27—C28—Fe3 | −58.9 (3) |
C51—Fe1—C2—C1 | −166.5 (13) | C30—Fe3—C28—C29 | −38.0 (2) |
C7—Fe1—C2—C1 | 135.3 (5) | C21—Fe3—C28—C29 | 128.3 (2) |
C4—Fe1—C2—C1 | −82.6 (2) | C22—Fe3—C28—C29 | 168.6 (2) |
C5—Fe1—C2—C1 | −38.0 (2) | C25—Fe3—C28—C29 | 85.4 (3) |
C3—Fe1—C2—C1 | −119.7 (3) | C24—Fe3—C28—C29 | 50.8 (5) |
C6—Fe1—C2—C1 | 173.9 (5) | C23—Fe3—C28—C29 | −160.6 (6) |
C8—Fe1—C2—C1 | 91.7 (5) | C26—Fe3—C28—C29 | −81.8 (2) |
C50—Fe1—C2—C3 | 171 (3) | C27—Fe3—C28—C29 | −118.7 (3) |
C49—Fe1—C2—C3 | −160.2 (11) | C29—Fe3—C28—C27 | 118.7 (3) |
C48—Fe1—C2—C3 | −120.5 (9) | C30—Fe3—C28—C27 | 80.7 (2) |
C51—Fe1—C2—C3 | −46.8 (13) | C21—Fe3—C28—C27 | −113.0 (3) |
C7—Fe1—C2—C3 | −105.0 (5) | C22—Fe3—C28—C27 | −72.7 (3) |
C4—Fe1—C2—C3 | 37.1 (2) | C25—Fe3—C28—C27 | −155.8 (3) |
C5—Fe1—C2—C3 | 81.7 (2) | C24—Fe3—C28—C27 | 169.5 (4) |
C1—Fe1—C2—C3 | 119.7 (3) | C23—Fe3—C28—C27 | −41.9 (8) |
C6—Fe1—C2—C3 | −66.3 (5) | C26—Fe3—C28—C27 | 36.9 (2) |
C8—Fe1—C2—C3 | −148.6 (5) | C31—C32—C33—C34 | −0.6 (5) |
C37—C36—C40—C39 | −0.4 (4) | Fe4—C32—C33—C34 | −59.8 (3) |
Fe4—C36—C40—C39 | 58.8 (2) | C31—C32—C33—Fe4 | 59.2 (3) |
C37—C36—C40—C41 | −179.7 (3) | C35—C34—C33—C32 | 0.2 (5) |
Fe4—C36—C40—C41 | −120.5 (4) | Fe4—C34—C33—C32 | 59.9 (3) |
C37—C36—C40—Fe4 | −59.2 (3) | C35—C34—C33—Fe4 | −59.8 (3) |
O1—C41—C40—C36 | −173.0 (3) | C31—Fe4—C33—C32 | −37.2 (3) |
C42—C41—C40—C36 | 7.0 (6) | C38—Fe4—C33—C32 | −148.4 (7) |
O1—C41—C40—C39 | 7.8 (5) | C34—Fe4—C33—C32 | −118.6 (4) |
C42—C41—C40—C39 | −172.2 (4) | C37—Fe4—C33—C32 | 47.6 (5) |
O1—C41—C40—Fe4 | 95.9 (4) | C35—Fe4—C33—C32 | −80.9 (3) |
C42—C41—C40—Fe4 | −84.1 (4) | C36—Fe4—C33—C32 | 85.4 (3) |
C31—Fe4—C40—C36 | −34.1 (9) | C39—Fe4—C33—C32 | 171.7 (2) |
C38—Fe4—C40—C36 | 81.5 (2) | C40—Fe4—C33—C32 | 129.6 (3) |
C34—Fe4—C40—C36 | −155.2 (2) | C31—Fe4—C33—C34 | 81.4 (3) |
C33—Fe4—C40—C36 | −111.6 (3) | C38—Fe4—C33—C34 | −29.8 (9) |
C37—Fe4—C40—C36 | 38.0 (2) | C37—Fe4—C33—C34 | 166.2 (3) |
C35—Fe4—C40—C36 | 168.2 (3) | C35—Fe4—C33—C34 | 37.7 (3) |
C32—Fe4—C40—C36 | −70.6 (3) | C32—Fe4—C33—C34 | 118.6 (4) |
C39—Fe4—C40—C36 | 119.1 (3) | C36—Fe4—C33—C34 | −156.0 (2) |
C31—Fe4—C40—C39 | −153.2 (7) | C39—Fe4—C33—C34 | −69.7 (3) |
C38—Fe4—C40—C39 | −37.6 (2) | C40—Fe4—C33—C34 | −111.8 (3) |
C34—Fe4—C40—C39 | 85.7 (3) | C19—C18—C17—C16 | 0.3 (5) |
C33—Fe4—C40—C39 | 129.3 (3) | Fe2—C18—C17—C16 | −59.1 (3) |
C37—Fe4—C40—C39 | −81.1 (2) | C19—C18—C17—Fe2 | 59.4 (3) |
C35—Fe4—C40—C39 | 49.1 (4) | C20—C16—C17—C18 | −0.3 (5) |
C32—Fe4—C40—C39 | 170.3 (3) | Fe2—C16—C17—C18 | 59.4 (3) |
C36—Fe4—C40—C39 | −119.1 (3) | C20—C16—C17—Fe2 | −59.7 (3) |
C31—Fe4—C40—C41 | 88.9 (8) | C12—Fe2—C17—C18 | 158.7 (2) |
C38—Fe4—C40—C41 | −155.5 (4) | C11—Fe2—C17—C18 | −166.5 (3) |
C34—Fe4—C40—C41 | −32.2 (4) | C16—Fe2—C17—C18 | −118.8 (3) |
C33—Fe4—C40—C41 | 11.4 (4) | C15—Fe2—C17—C18 | 42.9 (6) |
C37—Fe4—C40—C41 | 161.0 (4) | C19—Fe2—C17—C18 | −37.7 (2) |
C35—Fe4—C40—C41 | −68.8 (5) | C20—Fe2—C17—C18 | −81.2 (3) |
C32—Fe4—C40—C41 | 52.4 (4) | C14—Fe2—C17—C18 | 75.9 (3) |
C36—Fe4—C40—C41 | 123.0 (4) | C13—Fe2—C17—C18 | 116.4 (2) |
C39—Fe4—C40—C41 | −117.9 (4) | C12—Fe2—C17—C16 | −82.5 (3) |
C26—C30—C29—C28 | 0.6 (4) | C11—Fe2—C17—C16 | −47.7 (5) |
Fe3—C30—C29—C28 | −59.8 (3) | C15—Fe2—C17—C16 | 161.7 (5) |
C26—C30—C29—C43 | 176.8 (3) | C18—Fe2—C17—C16 | 118.8 (3) |
Fe3—C30—C29—C43 | 116.4 (4) | C19—Fe2—C17—C16 | 81.1 (3) |
C26—C30—C29—Fe3 | 60.4 (3) | C20—Fe2—C17—C16 | 37.6 (2) |
C30—Fe3—C29—C28 | 119.3 (3) | C14—Fe2—C17—C16 | −165.4 (2) |
C21—Fe3—C29—C28 | −72.3 (3) | C13—Fe2—C17—C16 | −124.8 (2) |
C22—Fe3—C29—C28 | −42.8 (8) | C39—C38—C37—C36 | −0.3 (4) |
C25—Fe3—C29—C28 | −112.5 (3) | Fe4—C38—C37—C36 | 59.1 (3) |
C24—Fe3—C29—C28 | −155.5 (2) | C39—C38—C37—Fe4 | −59.4 (3) |
C23—Fe3—C29—C28 | 171.0 (3) | C40—C36—C37—C38 | 0.5 (4) |
C26—Fe3—C29—C28 | 81.3 (2) | Fe4—C36—C37—C38 | −59.1 (3) |
C27—Fe3—C29—C28 | 38.0 (2) | C40—C36—C37—Fe4 | 59.6 (3) |
C21—Fe3—C29—C30 | 168.4 (2) | C31—Fe4—C37—C38 | −110.6 (3) |
C22—Fe3—C29—C30 | −162.1 (7) | C34—Fe4—C37—C38 | −44.0 (7) |
C25—Fe3—C29—C30 | 128.2 (2) | C33—Fe4—C37—C38 | 174.8 (3) |
C24—Fe3—C29—C30 | 85.2 (3) | C35—Fe4—C37—C38 | −70.8 (3) |
C28—Fe3—C29—C30 | −119.3 (3) | C32—Fe4—C37—C38 | −152.6 (3) |
C23—Fe3—C29—C30 | 51.7 (4) | C36—Fe4—C37—C38 | 119.9 (3) |
C26—Fe3—C29—C30 | −38.0 (2) | C39—Fe4—C37—C38 | 37.4 (2) |
C27—Fe3—C29—C30 | −81.3 (2) | C40—Fe4—C37—C38 | 81.9 (2) |
C30—Fe3—C29—C43 | −122.1 (4) | C31—Fe4—C37—C36 | 129.5 (2) |
C21—Fe3—C29—C43 | 46.3 (4) | C38—Fe4—C37—C36 | −119.9 (3) |
C22—Fe3—C29—C43 | 75.8 (8) | C34—Fe4—C37—C36 | −163.9 (6) |
C25—Fe3—C29—C43 | 6.1 (4) | C33—Fe4—C37—C36 | 54.9 (4) |
C24—Fe3—C29—C43 | −36.9 (4) | C35—Fe4—C37—C36 | 169.3 (2) |
C28—Fe3—C29—C43 | 118.6 (4) | C32—Fe4—C37—C36 | 87.6 (3) |
C23—Fe3—C29—C43 | −70.4 (5) | C39—Fe4—C37—C36 | −82.4 (2) |
C26—Fe3—C29—C43 | −160.1 (4) | C40—Fe4—C37—C36 | −38.0 (2) |
C27—Fe3—C29—C43 | 156.5 (4) | C33—C32—C31—C35 | 0.7 (5) |
C5—C4—C3—C2 | −0.3 (4) | Fe4—C32—C31—C35 | 59.9 (3) |
Fe1—C4—C3—C2 | 59.0 (3) | C33—C32—C31—Fe4 | −59.1 (3) |
C5—C4—C3—Fe1 | −59.3 (3) | C34—C35—C31—C32 | −0.6 (5) |
C1—C2—C3—C4 | 0.1 (4) | Fe4—C35—C31—C32 | −60.0 (3) |
Fe1—C2—C3—C4 | −59.2 (3) | C34—C35—C31—Fe4 | 59.4 (3) |
C1—C2—C3—Fe1 | 59.4 (3) | C38—Fe4—C31—C32 | −155.3 (3) |
C50—Fe1—C3—C4 | −55.4 (17) | C34—Fe4—C31—C32 | 81.4 (3) |
C49—Fe1—C3—C4 | 175 (2) | C33—Fe4—C31—C32 | 37.5 (3) |
C48—Fe1—C3—C4 | −165.6 (8) | C37—Fe4—C31—C32 | −112.7 (3) |
C51—Fe1—C3—C4 | −84.2 (10) | C35—Fe4—C31—C32 | 119.0 (4) |
C2—Fe1—C3—C4 | 119.7 (3) | C36—Fe4—C31—C32 | −72.7 (3) |
C7—Fe1—C3—C4 | −147.4 (4) | C39—Fe4—C31—C32 | 171.2 (3) |
C5—Fe1—C3—C4 | 38.4 (2) | C40—Fe4—C31—C32 | −44.7 (9) |
C1—Fe1—C3—C4 | 82.4 (2) | C38—Fe4—C31—C35 | 85.7 (3) |
C6—Fe1—C3—C4 | −104.0 (5) | C34—Fe4—C31—C35 | −37.6 (3) |
C8—Fe1—C3—C4 | 175.9 (7) | C33—Fe4—C31—C35 | −81.5 (3) |
C50—Fe1—C3—C2 | −175.1 (16) | C37—Fe4—C31—C35 | 128.3 (3) |
C49—Fe1—C3—C2 | 56 (2) | C32—Fe4—C31—C35 | −119.0 (4) |
C48—Fe1—C3—C2 | 74.7 (8) | C36—Fe4—C31—C35 | 168.3 (3) |
C51—Fe1—C3—C2 | 156.0 (10) | C39—Fe4—C31—C35 | 52.1 (5) |
C7—Fe1—C3—C2 | 92.9 (5) | C40—Fe4—C31—C35 | −163.8 (7) |
C4—Fe1—C3—C2 | −119.7 (3) | | |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x+1, −y, −z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C19—H···Cga | 0.93 | 2.77 | 3.63 | 154 |
C49—H···Cgb | 0.93 | 2.84 | 3.71 | 155 |
C9—H···Cgb | 0.93 | 2.98 | 3.68 | 134 |
C34—H···Cgc | 0.93 | 2.63 | 3.55 | 170 |
C21—H···Cgd | 0.93 | 3.15 | 3.82 | 130 |
C17—H···O1e | 0.93 | 2.73 | 3.30 | 121 |
C51—H···O2e | 0.93 | 2.41 | 3.26 | 153 |
C32—H···O4f | 0.93 | 2.55 | 3.45 | 163 |
Experimental details
| (I) | (II) |
Crystal data |
Chemical formula | [CuFe2(C5H5)2(C9H8O2)2] | [CuFe4(C5H5)4(C13H9O2)2] |
Mr | 601.73 | 941.70 |
Crystal system, space group | Monoclinic, C2/c | Triclinic, P1 |
Temperature (K) | 203 | 200 |
a, b, c (Å) | 29.6410 (3), 7.4132 (1), 10.5656 (2) | 11.9182 (2), 12.8881 (1), 12.9097 (1) |
α, β, γ (°) | 90, 92.109 (1), 90 | 89.670 (1), 78.617 (1), 76.987 (1) |
V (Å3) | 2320.06 (6) | 1892.49 (4) |
Z | 4 | 2 |
Radiation type | Mo Kα | Mo Kα |
µ (mm−1) | 2.18 | 2.10 |
Crystal size (mm) | 0.38 × 0.28 × 0.03 | 0.16 × 0.14 × 0.1 |
|
Data collection |
Diffractometer | Siemens SMART CCD area-detector diffractometer | Siemens SMART CCD area-detector diffractometer |
Absorption correction | Multi-scan SADABS; Sheldrick, 1997 | Multi-scan SADABS; Sheldrick, 1997 |
Tmin, Tmax | 0.655, 0.952 | 0.650, 0.803 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 7126, 2558, 2195 | 17654, 7556, 5859 |
Rint | 0.021 | 0.038 |
(sin θ/λ)max (Å−1) | 0.649 | 0.625 |
|
Refinement |
R[F2 > 2σ(F2)], wR(F2), S | 0.032, 0.100, 1.21 | 0.048, 0.127, 1.07 |
No. of reflections | 2558 | 7556 |
No. of parameters | 161 | 545 |
No. of restraints | 0 | 140 |
H-atom treatment | H-atom parameters constrained | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.50, −0.69 | 0.95, −1.23 |
Selected geometric parameters (Å, º) for (I) topCu—O1 | 1.9033 (18) | O2—C4 | 1.285 (3) |
Cu—O2 | 1.9182 (16) | C2—C3 | 1.395 (3) |
O1—C2 | 1.280 (3) | C3—C4 | 1.396 (3) |
| | | |
O1—Cu—O2 | 93.91 (7) | O1—Cu—O2i | 86.09 (7) |
Symmetry code: (i) −x+1/2, −y+1/2, −z+1. |
Selected geometric parameters (Å, º) for (II) topCu1—O1 | 1.911 (3) | Cu2—O4 | 1.912 (2) |
Cu1—O2 | 1.919 (2) | Cu2—O3 | 1.926 (3) |
| | | |
O1i—Cu1—O2 | 86.68 (11) | O4ii—Cu2—O3 | 86.38 (10) |
O1—Cu1—O2 | 93.32 (11) | O4—Cu2—O3 | 93.62 (10) |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x+1, −y, −z. |
Hydrogen-bond geometry (Å, º) for (II) top
D—H···A | D—H | H···A | D···A | D—H···A |
C19—H···Cga | 0.93 | 2.77 | 3.63 | 154 |
C49—H···Cgb | 0.93 | 2.84 | 3.71 | 155 |
C9—H···Cgb | 0.93 | 2.98 | 3.68 | 134 |
C34—H···Cgc | 0.93 | 2.63 | 3.55 | 170 |
C21—H···Cgd | 0.93 | 3.15 | 3.82 | 130 |
C17—H···O1e | 0.93 | 2.73 | 3.30 | 121 |
C51—H···O2e | 0.93 | 2.41 | 3.26 | 153 |
C32—H···O4f | 0.93 | 2.55 | 3.45 | 163 |
C—H···O and C—H···π contacts in (II) (Å, °) topD-H.·A | H···A | D-H.·A | D-H.·A | H.·A | D-H.·A |
C19-H.·Cga | 2.77 | 154.0 | C49-H.·Cgb | 2.84 | 155.2 |
C9-H.·Cgb | 2.98 | 133.8 | C34-H.·Cgc | 2.63 | 168.6 |
C21-H.·Cgd | 3.15 | 130.4 | C16-H.·O1 | 2.92 | 113.7 |
C17-H.·O1 | 2.73 | 121.1 | C51-H.·O2 | 2.41 | 153.0 |
C6-H.·O2 | 2.67 | 140.0 | C23-H.·O3 | 2.65 | 128.0 |
C32-H.·O4 | 2.55 | 163.4 | | | |
Centroids of the (a) C31–C35, (b) C21–C25, (c) C6–C10 and (d) C16–C20 rings. |
The 1,3-β-diketones 1-ferrocenylbutane-1,3-dione (HL1; FcCOCH2COCH3; Cain et al. 1961; Hennig & Gurtler, 1968; Bell et al., 1992; Zakaraia or Zakaria et al.; 1995) and 1,3-diferrocenylpropane-1,3-dione (HL2; FcCOCH2COFc; Woisetschlager et al., 1999; du Plessis et al., 1998, 2001), form coordination (Zanello et al., 1998; Che et al., 1998; Li et al., 2002) and organometallic complexes of interest in catalysis (Abiko & Wang, 1996, 1998; Cullen et al., 1991; Swarts et al., 1993; Woisetschlager et al., 2000; Vosloo et al., 2002; Conradie et al., 2005).
Copper(II) complexes of these ligands, Cu(L1)2, (I), and Cu(L2)2, (II), are readily formed upon mixing of methanol solutions of copper acetate to methanol solutions of either HL1 or HL2. These complexes have been used in the purification of the ligands (Imai & Ota, 1974; Zanello et al., 1998; du Plessis et al., 1998). Compound (I) has been further characterized by elemental analysis and cyclic voltammetry (Zanello et al., 1998). Related complexes, bis(1-ethoxycarbonyl-3-ferrocenyl-propane-1,3-dionato-O,O')copper(II), (III), and bis[1,3-bis(2-methylferrocenyl)propane-1,3-dionato-O,O']copper(II) have been prepared and characterized (Prokop et al., 1999, 2001; Abiko & Wang, 1998).
The molecular structure of (I) is shown in Fig. 1. The four coordinate copper ion lies on a crystallographic inversion centre, leading to a near square-planar CuO4 unit (Table 1). The mean plane of the two butanedionate ligands (O1/C2–C4/O2, with an r.m.s. deviation of 0.018 Å) are anti with respect to the CuO4 plane, with tilt angles of 7.80 (9)°. The two ferrocene groups are anti in the complex, with the C5–C9 cyclopentadienyl ring rotated by 26.7 (1)° with respect to the ligand plane O1/C2–C4/O2. This arrangement differs from that of complex (III), in which the ferrocenyl groups are syn (Prokop et al., 1999), whilst in the aqua complex of (III) they are anti (Prokop et al., 2001). The cyclopentadienyl rings are in an eclipsed arrangement within each ferrocene group with pseuo-torsion angles C—Cg1—Cg2—C ranging from 0.79 to 1.39° (Cg1 and Cg2 are centroids of the C5/C9 and C10/C14 cyclopentadienyl rings). The Fe to Cg1 and Cg2 distances are 1.651 (1) and 1.655 (1) Å, respectively, with a Cg1···Fe···Cg2 angle of 179.0°.
The molecules in the crystal structure of (I) assemble in layers aligned with the bc plane. The copper β-diketonates are stacked along the b axis (Cu···Cu = 7.413 Å), with methyl groups from complexes in adjacent stacks interleaved between them (Fig. 2). The complexes are connected via C—H···O interactions (C12—H···O1 = 2.684 Å) between adjacent stacks and C—H···π contacts between ferrocene groups (C13—H···centroid C5–C9 ring = 2.944 Å and C6—H···centroid C10–C14 ring = 3.099 Å) on the surface of the layers. Each ferrocene group on the surface adopts a near orthogonal arrangement with respect to a ferrocene ring on a neighbouring layer (Fe···Fe = 5.437 Å).
The molecular structure of (II) is shown in Fig. 3. The asymmetric unit consists of two independent half molecules of bis(1,3-diferrocenyl-1,3-propanedionato-O,O')copper(II) with the copper ions situated on crystallographic inversion centres, again leading to two near square-planar CuO4 units (Table 2). The two propanedionate ligand planes are tilted in an anti arrangement with tilt angles of the two ligand planes (O1/C41–C43/O2 with an r.m.s. deviation of 0.016 Å and O3/C44–C46/O4 with an r.m.s. deviation of 0.012 Å) of 6.5 (2) and 5.3 (2)° with respect to the Cu1O4 and Cu2O4 planes, respectively. Within each copper complex, the two ferrocene groups on each propanedionate ligand are in a syn arrangment and these are anti to the two ferrocene substituents on the other ligand (Fig. 3). The cyclopentadienyl rings on the ferrocene groups attached to the Cu1 complex are in a near eclipsed arrangement with average pseudo-torsion angles C—Cg3—Cg4—C for ferrocene Fe3 and Fe4 of 13.3 and 14.3°, respectively (Cg3 and Cg4 are the centroids of either the Fe3 or Fe4 cyclopentadienyl rings). The Fe3···Cg and Fe4···Cg distances are 1.662 (2) and 1.652 (2) Å, respectively, for Cg3, and 1.656 (2) and 1.649(2) Å for Cg4, with Cg3···Fe···Cg4 angles of 179.7 and 178.2°. A ferrocene group, Fe1, attached to the Cu2 complex contains a disordered cyclopentadienyl ring in either a near staggered (major component, C1–C5; average pseudo-torsion angle C—Cg5—Cg6—C = 25.5°; Cg5 and Cg6 are centroids of either the Fe3 or Fe4 cyclopentadienyl rings) or a near eclipsed arrangement (minor component, C47–C51; average pseudo-torsion angles C—Cg5—Cg6—C = 7.0°), whilst those on Fe2 are eclipsed (average pseudo-torsion angles C—Cg5—Cg6—C = 7.5°). The Fe1···Cg and Fe2···Cg distances are 1.653 (2) and 1.679 (5) Å, respectively, for Cg5, and 1.649 (2) and 1.655 (2) Å for Cg6, with Cg5.·Fe..Cg6 angles of 179.8 and 179.5°. The ferrocene groups are slightly tilted with respect to the ligand propanedionate mean planes [14.9 (1)° for the C26–C30 ring and 8.1 (2)° for the C36–C40 ring with resepct to the O12/C41–C43 plane, and 13.4 (1)° for the C11/C15 ring and 6.8 (2)° for the C1–C5 ring with respect to the O3/O4/C44–C46 plane).
The copper complexes assemble in the crystal structure of (II) via ferrocene C—H···O and C—H···π interactions (Table 3). Four complexes are arranged in a rectangular arrangement of four pairs of ferrocene groups (Fig. 4a). Within this arrangement is a 44 Å 3 solvent-accessible void with no residual electron density (PLATON; Spek, 2003). These arrangements continue in the bc plane, giving a layered structure with interdigitated ferrocene groups on the surfaces of each layer (Fig. 4b).