Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807059041/rz2167sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807059041/rz2167Isup2.hkl |
CCDC reference: 1176502
A solution of ferrocenecarboxylic acid (0.046 g 0.02 mmol) in methanol (10 ml) and NaHCO3 (0.017 g 0.02 mmol) was stirred for half an hour. Then Cu(OAc)2.H2O (0.025 g, 0.013 mmol) was added. The mixture was stirred for 3 h at room temperature. All the volatiles were removed under vacuum and the residue was recrystallized from CCl2H2—DMF mixture (1:1 v/v) to give green crystal of the title compound suitable for X-ray analysis.
All of H atoms were placed in geometrically idealized positions and constrained to ride on their parent atoms, with C—H = 0.93–0.96 Å and Uiso(H) = 1.2 Ueq(C) or 1.5 Ueq(C) for methyl H atoms.
Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO (Rigaku, 1998); data reduction: RAPID-AUTO (Rigaku, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL/PC (Sheldrick, 1993); software used to prepare material for publication: SHELXL97-2 (Sheldrick,1997).
[Cu2Fe3(C5H5)3(C2H3O2)(C6H4O2)3(C3H7NO)2] | Z = 2 |
Mr = 1019.41 | F(000) = 1040 |
Triclinic, P1 | Dx = 1.666 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 10.948 (2) Å | Cell parameters from 14862 reflections |
b = 13.548 (3) Å | θ = 3.1–27.5° |
c = 15.828 (3) Å | µ = 2.14 mm−1 |
α = 108.96 (3)° | T = 295 K |
β = 94.57 (3)° | Block, green |
γ = 110.33 (3)° | 0.22 × 0.18 × 0.18 mm |
V = 2032.3 (10) Å3 |
Rigaku R-AXIS RAPID diffractometer | 6613 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.045 |
Graphite monochromator | θmax = 27.5°, θmin = 3.1° |
Oscillation scans | h = −14→13 |
19821 measured reflections | k = −17→17 |
9106 independent reflections | l = −20→20 |
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)] = 0.060 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.184 | H-atom parameters constrained |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0962P)2 + 3.4415P] where P = (Fo2 + 2Fc2)/3 |
9106 reflections | (Δ/σ)max < 0.001 |
486 parameters | Δρmax = 0.76 e Å−3 |
0 restraints | Δρmin = −1.39 e Å−3 |
[Cu2Fe3(C5H5)3(C2H3O2)(C6H4O2)3(C3H7NO)2] | γ = 110.33 (3)° |
Mr = 1019.41 | V = 2032.3 (10) Å3 |
Triclinic, P1 | Z = 2 |
a = 10.948 (2) Å | Mo Kα radiation |
b = 13.548 (3) Å | µ = 2.14 mm−1 |
c = 15.828 (3) Å | T = 295 K |
α = 108.96 (3)° | 0.22 × 0.18 × 0.18 mm |
β = 94.57 (3)° |
Rigaku R-AXIS RAPID diffractometer | 6613 reflections with I > 2σ(I) |
19821 measured reflections | Rint = 0.045 |
9106 independent reflections |
R[F2 > 2σ(F2)] = 0.060 | 0 restraints |
wR(F2) = 0.184 | H-atom parameters constrained |
S = 1.05 | Δρmax = 0.76 e Å−3 |
9106 reflections | Δρmin = −1.39 e Å−3 |
486 parameters |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | ||
Cu1 | 0.61220 (6) | 0.29677 (5) | 0.14850 (4) | 0.02853 (16) | |
Cu2 | 0.87075 (6) | 0.35953 (5) | 0.16691 (4) | 0.02790 (16) | |
Fe2 | 0.73811 (9) | 0.15331 (7) | −0.19309 (5) | 0.0366 (2) | |
Fe1 | 0.76655 (8) | 0.22841 (7) | 0.46343 (5) | 0.0373 (2) | |
Fe3 | 0.74862 (10) | 0.73109 (8) | 0.36609 (7) | 0.0506 (2) | |
O3 | 0.8335 (4) | 0.3589 (3) | 0.0433 (2) | 0.0351 (8) | |
O7 | 0.8240 (4) | 0.1930 (3) | 0.1141 (3) | 0.0381 (8) | |
O6 | 0.6555 (4) | 0.4598 (3) | 0.1752 (3) | 0.0359 (8) | |
O4 | 0.6113 (4) | 0.2705 (3) | 0.0184 (2) | 0.0380 (8) | |
O5 | 0.8760 (4) | 0.5149 (3) | 0.2192 (3) | 0.0388 (9) | |
O2 | 0.6557 (4) | 0.3314 (4) | 0.2820 (2) | 0.0420 (9) | |
O1 | 0.8682 (4) | 0.3497 (4) | 0.2867 (2) | 0.0402 (9) | |
O8 | 0.6111 (4) | 0.1451 (3) | 0.1259 (3) | 0.0398 (9) | |
O10 | 0.3985 (4) | 0.2433 (4) | 0.1349 (3) | 0.0463 (10) | |
O9 | 1.0815 (4) | 0.4089 (4) | 0.1694 (3) | 0.0443 (9) | |
N1 | 1.2437 (6) | 0.4268 (6) | 0.0902 (5) | 0.0675 (18) | |
N2 | 0.2132 (7) | 0.2176 (6) | 0.1945 (6) | 0.0697 (19) | |
C1 | 0.7695 (6) | 0.3445 (4) | 0.3222 (3) | 0.0343 (11) | |
C2 | 0.7867 (6) | 0.3563 (5) | 0.4188 (4) | 0.0395 (12) | |
C3 | 0.9086 (7) | 0.3769 (5) | 0.4743 (4) | 0.0460 (14) | |
H3 | 0.9886 | 0.3847 | 0.4555 | 0.055* | |
C4 | 0.8882 (8) | 0.3834 (5) | 0.5624 (4) | 0.0548 (17) | |
H4 | 0.9523 | 0.3977 | 0.6119 | 0.066* | |
C5 | 0.7540 (9) | 0.3645 (6) | 0.5617 (4) | 0.0573 (18) | |
H5 | 0.7132 | 0.3626 | 0.6109 | 0.069* | |
C6 | 0.6905 (8) | 0.3487 (6) | 0.4738 (4) | 0.0521 (16) | |
H6 | 0.6015 | 0.3357 | 0.4555 | 0.063* | |
C7 | 0.6141 (8) | 0.0739 (7) | 0.4289 (6) | 0.068 (2) | |
H7 | 0.5252 | 0.0607 | 0.4304 | 0.082* | |
C8 | 0.7128 (10) | 0.0913 (6) | 0.5000 (5) | 0.069 (2) | |
H8 | 0.7004 | 0.0921 | 0.5577 | 0.083* | |
C9 | 0.8316 (9) | 0.1072 (6) | 0.4718 (6) | 0.069 (2) | |
H9 | 0.9123 | 0.1196 | 0.5060 | 0.083* | |
C10 | 0.8074 (9) | 0.1012 (6) | 0.3804 (6) | 0.068 (2) | |
H10 | 0.8704 | 0.1100 | 0.3443 | 0.082* | |
C11 | 0.6745 (8) | 0.0800 (6) | 0.3539 (5) | 0.0597 (18) | |
H11 | 0.6323 | 0.0712 | 0.2970 | 0.072* | |
C12 | 0.7189 (5) | 0.3073 (4) | −0.0066 (3) | 0.0301 (10) | |
C13 | 0.7077 (5) | 0.2853 (4) | −0.1057 (3) | 0.0314 (10) | |
C14 | 0.8150 (6) | 0.3260 (5) | −0.1483 (4) | 0.0387 (12) | |
H14 | 0.9026 | 0.3749 | −0.1183 | 0.046* | |
C15 | 0.7639 (7) | 0.2787 (5) | −0.2438 (4) | 0.0483 (15) | |
H15 | 0.8120 | 0.2900 | −0.2881 | 0.058* | |
C16 | 0.6262 (7) | 0.2108 (5) | −0.2599 (4) | 0.0459 (14) | |
H16 | 0.5685 | 0.1701 | −0.3170 | 0.055* | |
C17 | 0.5908 (6) | 0.2146 (5) | −0.1762 (4) | 0.0403 (12) | |
H17 | 0.5061 | 0.1776 | −0.1681 | 0.048* | |
C18 | 0.6875 (9) | 0.0107 (6) | −0.1635 (7) | 0.068 (2) | |
H18 | 0.6154 | −0.0170 | −0.1383 | 0.082* | |
C19 | 0.6858 (10) | −0.0179 (7) | −0.2583 (7) | 0.077 (3) | |
H19 | 0.6132 | −0.0672 | −0.3065 | 0.092* | |
C20 | 0.8156 (10) | 0.0431 (7) | −0.2648 (5) | 0.070 (2) | |
H20 | 0.8440 | 0.0413 | −0.3189 | 0.084* | |
C21 | 0.8948 (7) | 0.1067 (6) | −0.1768 (5) | 0.0547 (16) | |
H21 | 0.9849 | 0.1540 | −0.1621 | 0.066* | |
C22 | 0.8153 (8) | 0.0872 (6) | −0.1148 (5) | 0.0521 (16) | |
H22 | 0.8431 | 0.1198 | −0.0514 | 0.062* | |
C23 | 0.7722 (5) | 0.5336 (4) | 0.2103 (3) | 0.0316 (10) | |
C24 | 0.7895 (6) | 0.6546 (5) | 0.2447 (4) | 0.0390 (12) | |
C25 | 0.9056 (7) | 0.7480 (6) | 0.3031 (5) | 0.0557 (17) | |
H25 | 0.9856 | 0.7444 | 0.3231 | 0.067* | |
C26 | 0.8796 (7) | 0.8480 (6) | 0.3260 (6) | 0.064 (2) | |
H26 | 0.9389 | 0.9211 | 0.3636 | 0.076* | |
C27 | 0.7461 (8) | 0.8160 (6) | 0.2810 (5) | 0.0613 (18) | |
H27 | 0.7026 | 0.8646 | 0.2835 | 0.074* | |
C28 | 0.6914 (7) | 0.6974 (6) | 0.2318 (5) | 0.0517 (15) | |
H28 | 0.6050 | 0.6543 | 0.1967 | 0.062* | |
C29 | 0.7967 (13) | 0.7074 (11) | 0.4817 (7) | 0.1035 (17) | |
H29 | 0.8765 | 0.7039 | 0.5022 | 0.124* | |
C30 | 0.7749 (13) | 0.8055 (11) | 0.5033 (7) | 0.1035 (17) | |
H30 | 0.8348 | 0.8789 | 0.5398 | 0.124* | |
C31 | 0.6402 (13) | 0.7706 (11) | 0.4575 (7) | 0.1035 (17) | |
H31 | 0.5955 | 0.8181 | 0.4589 | 0.124* | |
C32 | 0.5877 (13) | 0.6540 (11) | 0.4106 (7) | 0.1035 (17) | |
H32 | 0.5019 | 0.6094 | 0.3749 | 0.124* | |
C33 | 0.6860 (13) | 0.6156 (12) | 0.4263 (7) | 0.1035 (17) | |
H33 | 0.6779 | 0.5406 | 0.4032 | 0.124* | |
C35 | 0.6934 (8) | −0.0006 (5) | 0.0838 (5) | 0.0558 (17) | |
H35A | 0.7419 | −0.0080 | 0.1331 | 0.084* | |
H35B | 0.7273 | −0.0232 | 0.0298 | 0.084* | |
H35C | 0.6005 | −0.0483 | 0.0720 | 0.084* | |
C36 | 1.1219 (7) | 0.3952 (6) | 0.0992 (6) | 0.0590 (18) | |
H36 | 1.0569 | 0.3571 | 0.0452 | 0.071* | |
C37 | 1.3472 (11) | 0.4908 (11) | 0.1742 (10) | 0.112 (2) | |
H37A | 1.3168 | 0.4657 | 0.2218 | 0.168* | |
H37B | 1.3659 | 0.5703 | 0.1923 | 0.168* | |
H37C | 1.4268 | 0.4784 | 0.1638 | 0.168* | |
C38 | 1.2905 (11) | 0.4134 (11) | 0.0096 (9) | 0.112 (2) | |
H38A | 1.2170 | 0.3662 | −0.0420 | 0.168* | |
H38B | 1.3532 | 0.3784 | 0.0093 | 0.168* | |
H38C | 1.3336 | 0.4865 | 0.0060 | 0.168* | |
C34 | 0.7101 (6) | 0.1220 (5) | 0.1097 (4) | 0.0373 (12) | |
C40 | 0.1239 (11) | 0.1510 (11) | 0.1034 (10) | 0.112 (2) | |
H40A | 0.1700 | 0.1690 | 0.0579 | 0.168* | |
H40B | 0.0466 | 0.1691 | 0.1017 | 0.168* | |
H40C | 0.0967 | 0.0714 | 0.0913 | 0.168* | |
C41 | 0.1499 (11) | 0.2274 (10) | 0.2676 (9) | 0.112 (2) | |
H41A | 0.2151 | 0.2753 | 0.3237 | 0.168* | |
H41B | 0.1043 | 0.1535 | 0.2691 | 0.168* | |
H41C | 0.0867 | 0.2601 | 0.2606 | 0.168* | |
C39 | 0.3427 (8) | 0.2540 (7) | 0.1983 (6) | 0.062 (2) | |
H39 | 0.3977 | 0.2924 | 0.2565 | 0.074* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu1 | 0.0279 (3) | 0.0294 (3) | 0.0301 (3) | 0.0118 (2) | 0.0105 (2) | 0.0119 (2) |
Cu2 | 0.0276 (3) | 0.0293 (3) | 0.0285 (3) | 0.0122 (3) | 0.0081 (2) | 0.0116 (2) |
Fe2 | 0.0524 (5) | 0.0332 (4) | 0.0312 (4) | 0.0214 (4) | 0.0126 (3) | 0.0154 (3) |
Fe1 | 0.0448 (5) | 0.0330 (4) | 0.0328 (4) | 0.0120 (4) | 0.0073 (3) | 0.0149 (3) |
Fe3 | 0.0512 (5) | 0.0473 (5) | 0.0511 (5) | 0.0241 (4) | 0.0134 (4) | 0.0103 (4) |
O3 | 0.035 (2) | 0.040 (2) | 0.0288 (17) | 0.0120 (17) | 0.0066 (16) | 0.0147 (16) |
O7 | 0.041 (2) | 0.0286 (18) | 0.047 (2) | 0.0154 (17) | 0.0158 (18) | 0.0137 (16) |
O6 | 0.036 (2) | 0.0304 (18) | 0.0402 (19) | 0.0146 (17) | 0.0078 (17) | 0.0113 (16) |
O4 | 0.040 (2) | 0.043 (2) | 0.0296 (17) | 0.0147 (18) | 0.0102 (16) | 0.0132 (16) |
O5 | 0.043 (2) | 0.0306 (19) | 0.043 (2) | 0.0169 (17) | 0.0132 (18) | 0.0111 (16) |
O2 | 0.049 (2) | 0.050 (2) | 0.0316 (18) | 0.021 (2) | 0.0152 (18) | 0.0183 (17) |
O1 | 0.045 (2) | 0.048 (2) | 0.0312 (18) | 0.0200 (19) | 0.0103 (17) | 0.0179 (17) |
O8 | 0.039 (2) | 0.0298 (19) | 0.053 (2) | 0.0129 (17) | 0.0192 (19) | 0.0176 (17) |
O10 | 0.032 (2) | 0.046 (2) | 0.066 (3) | 0.0177 (18) | 0.020 (2) | 0.023 (2) |
O9 | 0.033 (2) | 0.051 (2) | 0.052 (2) | 0.0152 (19) | 0.0143 (19) | 0.023 (2) |
N1 | 0.044 (3) | 0.069 (4) | 0.108 (5) | 0.027 (3) | 0.039 (4) | 0.047 (4) |
N2 | 0.058 (4) | 0.091 (5) | 0.111 (6) | 0.050 (4) | 0.050 (4) | 0.073 (5) |
C1 | 0.045 (3) | 0.031 (3) | 0.030 (2) | 0.016 (2) | 0.007 (2) | 0.014 (2) |
C2 | 0.053 (3) | 0.039 (3) | 0.029 (2) | 0.018 (3) | 0.009 (2) | 0.016 (2) |
C3 | 0.053 (4) | 0.029 (3) | 0.046 (3) | 0.003 (3) | 0.000 (3) | 0.019 (2) |
C4 | 0.075 (5) | 0.036 (3) | 0.039 (3) | 0.012 (3) | −0.006 (3) | 0.011 (3) |
C5 | 0.099 (6) | 0.057 (4) | 0.032 (3) | 0.043 (4) | 0.020 (3) | 0.022 (3) |
C6 | 0.073 (5) | 0.066 (4) | 0.041 (3) | 0.045 (4) | 0.024 (3) | 0.028 (3) |
C7 | 0.054 (4) | 0.054 (4) | 0.080 (5) | 0.003 (4) | 0.010 (4) | 0.024 (4) |
C8 | 0.102 (7) | 0.045 (4) | 0.059 (4) | 0.018 (4) | 0.015 (4) | 0.029 (3) |
C9 | 0.086 (6) | 0.043 (4) | 0.078 (5) | 0.032 (4) | −0.001 (5) | 0.019 (4) |
C10 | 0.077 (5) | 0.044 (4) | 0.078 (5) | 0.022 (4) | 0.038 (4) | 0.013 (4) |
C11 | 0.071 (5) | 0.043 (4) | 0.042 (3) | 0.009 (3) | −0.001 (3) | 0.006 (3) |
C12 | 0.040 (3) | 0.024 (2) | 0.031 (2) | 0.017 (2) | 0.010 (2) | 0.0118 (19) |
C13 | 0.041 (3) | 0.033 (3) | 0.028 (2) | 0.018 (2) | 0.009 (2) | 0.016 (2) |
C14 | 0.051 (3) | 0.033 (3) | 0.041 (3) | 0.017 (3) | 0.017 (3) | 0.022 (2) |
C15 | 0.080 (5) | 0.048 (3) | 0.040 (3) | 0.036 (4) | 0.029 (3) | 0.030 (3) |
C16 | 0.063 (4) | 0.045 (3) | 0.032 (3) | 0.022 (3) | 0.004 (3) | 0.017 (2) |
C17 | 0.044 (3) | 0.040 (3) | 0.041 (3) | 0.018 (3) | 0.008 (3) | 0.019 (2) |
C18 | 0.079 (5) | 0.048 (4) | 0.110 (7) | 0.035 (4) | 0.041 (5) | 0.055 (4) |
C19 | 0.090 (6) | 0.042 (4) | 0.088 (6) | 0.036 (4) | −0.012 (5) | 0.009 (4) |
C20 | 0.123 (8) | 0.074 (5) | 0.049 (4) | 0.071 (6) | 0.038 (5) | 0.026 (4) |
C21 | 0.056 (4) | 0.053 (4) | 0.068 (4) | 0.032 (3) | 0.017 (3) | 0.028 (3) |
C22 | 0.078 (5) | 0.056 (4) | 0.051 (3) | 0.045 (4) | 0.024 (3) | 0.034 (3) |
C23 | 0.040 (3) | 0.031 (3) | 0.028 (2) | 0.017 (2) | 0.013 (2) | 0.012 (2) |
C24 | 0.046 (3) | 0.027 (3) | 0.044 (3) | 0.016 (2) | 0.015 (3) | 0.010 (2) |
C25 | 0.046 (4) | 0.044 (4) | 0.075 (5) | 0.020 (3) | 0.020 (3) | 0.016 (3) |
C26 | 0.055 (4) | 0.036 (3) | 0.092 (5) | 0.013 (3) | 0.021 (4) | 0.017 (4) |
C27 | 0.072 (5) | 0.045 (4) | 0.077 (5) | 0.031 (4) | 0.019 (4) | 0.025 (4) |
C28 | 0.056 (4) | 0.048 (4) | 0.053 (4) | 0.026 (3) | 0.009 (3) | 0.017 (3) |
C29 | 0.129 (4) | 0.127 (4) | 0.081 (3) | 0.069 (4) | 0.058 (3) | 0.044 (3) |
C30 | 0.129 (4) | 0.127 (4) | 0.081 (3) | 0.069 (4) | 0.058 (3) | 0.044 (3) |
C31 | 0.129 (4) | 0.127 (4) | 0.081 (3) | 0.069 (4) | 0.058 (3) | 0.044 (3) |
C32 | 0.129 (4) | 0.127 (4) | 0.081 (3) | 0.069 (4) | 0.058 (3) | 0.044 (3) |
C33 | 0.129 (4) | 0.127 (4) | 0.081 (3) | 0.069 (4) | 0.058 (3) | 0.044 (3) |
C35 | 0.072 (5) | 0.034 (3) | 0.072 (4) | 0.026 (3) | 0.029 (4) | 0.024 (3) |
C36 | 0.046 (4) | 0.061 (4) | 0.081 (5) | 0.025 (3) | 0.024 (4) | 0.034 (4) |
C37 | 0.088 (4) | 0.122 (5) | 0.184 (6) | 0.067 (4) | 0.074 (4) | 0.091 (5) |
C38 | 0.088 (4) | 0.122 (5) | 0.184 (6) | 0.067 (4) | 0.074 (4) | 0.091 (5) |
C34 | 0.052 (3) | 0.028 (3) | 0.032 (2) | 0.014 (2) | 0.014 (2) | 0.014 (2) |
C40 | 0.088 (4) | 0.122 (5) | 0.184 (6) | 0.067 (4) | 0.074 (4) | 0.091 (5) |
C41 | 0.088 (4) | 0.122 (5) | 0.184 (6) | 0.067 (4) | 0.074 (4) | 0.091 (5) |
C39 | 0.067 (4) | 0.077 (5) | 0.085 (5) | 0.047 (4) | 0.048 (4) | 0.057 (4) |
Cu1—O8 | 1.964 (4) | C7—C11 | 1.416 (11) |
Cu1—O4 | 1.970 (4) | C7—H7 | 0.9300 |
Cu1—O6 | 1.978 (4) | C8—C9 | 1.377 (12) |
Cu1—O2 | 1.987 (4) | C8—H8 | 0.9300 |
Cu1—O10 | 2.164 (4) | C9—C10 | 1.420 (12) |
Cu1—Cu2 | 2.6183 (11) | C9—H9 | 0.9300 |
Cu2—O1 | 1.945 (4) | C10—C11 | 1.381 (11) |
Cu2—O3 | 1.963 (4) | C10—H10 | 0.9300 |
Cu2—O5 | 1.973 (4) | C11—H11 | 0.9300 |
Cu2—O7 | 1.988 (4) | C12—C13 | 1.485 (7) |
Cu2—O9 | 2.161 (4) | C13—C17 | 1.424 (8) |
Fe2—C13 | 2.025 (5) | C13—C14 | 1.434 (7) |
Fe2—C22 | 2.034 (6) | C14—C15 | 1.413 (8) |
Fe2—C14 | 2.036 (6) | C14—H14 | 0.9300 |
Fe2—C18 | 2.036 (7) | C15—C16 | 1.416 (10) |
Fe2—C20 | 2.042 (7) | C15—H15 | 0.9300 |
Fe2—C21 | 2.048 (7) | C16—C17 | 1.399 (8) |
Fe2—C15 | 2.049 (6) | C16—H16 | 0.9300 |
Fe2—C19 | 2.049 (7) | C17—H17 | 0.9300 |
Fe2—C16 | 2.053 (6) | C18—C22 | 1.388 (11) |
Fe2—C17 | 2.054 (6) | C18—C19 | 1.420 (12) |
Fe1—C3 | 2.013 (6) | C18—H18 | 0.9300 |
Fe1—C10 | 2.014 (7) | C19—C20 | 1.405 (13) |
Fe1—C2 | 2.025 (6) | C19—H19 | 0.9300 |
Fe1—C11 | 2.028 (7) | C20—C21 | 1.394 (11) |
Fe1—C8 | 2.031 (7) | C20—H20 | 0.9300 |
Fe1—C7 | 2.037 (8) | C21—C22 | 1.391 (9) |
Fe1—C9 | 2.039 (7) | C21—H21 | 0.9300 |
Fe1—C6 | 2.042 (7) | C22—H22 | 0.9300 |
Fe1—C5 | 2.046 (6) | C23—C24 | 1.486 (7) |
Fe1—C4 | 2.055 (6) | C24—C28 | 1.416 (9) |
Fe3—C31 | 2.000 (9) | C24—C25 | 1.416 (9) |
Fe3—C29 | 2.018 (12) | C25—C26 | 1.419 (9) |
Fe3—C28 | 2.019 (7) | C25—H25 | 0.9300 |
Fe3—C32 | 2.022 (11) | C26—C27 | 1.423 (11) |
Fe3—C30 | 2.023 (10) | C26—H26 | 0.9300 |
Fe3—C24 | 2.033 (5) | C27—C28 | 1.411 (9) |
Fe3—C25 | 2.037 (6) | C27—H27 | 0.9300 |
Fe3—C33 | 2.038 (12) | C28—H28 | 0.9300 |
Fe3—C27 | 2.040 (8) | C29—C33 | 1.364 (16) |
Fe3—C26 | 2.046 (8) | C29—C30 | 1.371 (16) |
O3—C12 | 1.249 (6) | C29—H29 | 0.9300 |
O7—C34 | 1.264 (7) | C30—C31 | 1.431 (16) |
O6—C23 | 1.257 (6) | C30—H30 | 0.9300 |
O4—C12 | 1.261 (6) | C31—C32 | 1.384 (16) |
O5—C23 | 1.255 (6) | C31—H31 | 0.9300 |
O2—C1 | 1.279 (7) | C32—C33 | 1.386 (15) |
O1—C1 | 1.249 (6) | C32—H32 | 0.9300 |
O8—C34 | 1.250 (7) | C33—H33 | 0.9300 |
O10—C39 | 1.211 (7) | C35—C34 | 1.515 (8) |
O9—C36 | 1.210 (8) | C35—H35A | 0.9600 |
N1—C36 | 1.287 (8) | C35—H35B | 0.9600 |
N1—C38 | 1.393 (12) | C35—H35C | 0.9600 |
N1—C37 | 1.460 (15) | C36—H36 | 0.9300 |
N2—C39 | 1.319 (9) | C37—H37A | 0.9600 |
N2—C41 | 1.389 (12) | C37—H37B | 0.9600 |
N2—C40 | 1.472 (15) | C37—H37C | 0.9600 |
C1—C2 | 1.474 (7) | C38—H38A | 0.9600 |
C2—C6 | 1.416 (8) | C38—H38B | 0.9600 |
C2—C3 | 1.423 (9) | C38—H38C | 0.9600 |
C3—C4 | 1.408 (9) | C40—H40A | 0.9600 |
C3—H3 | 0.9300 | C40—H40B | 0.9600 |
C4—C5 | 1.399 (11) | C40—H40C | 0.9600 |
C4—H4 | 0.9300 | C41—H41A | 0.9600 |
C5—C6 | 1.420 (9) | C41—H41B | 0.9600 |
C5—H5 | 0.9300 | C41—H41C | 0.9600 |
C6—H6 | 0.9300 | C39—H39 | 0.9300 |
C7—C8 | 1.396 (12) | ||
O8—Cu1—O4 | 89.37 (17) | C4—C5—H5 | 125.6 |
O8—Cu1—O6 | 167.62 (15) | C6—C5—H5 | 125.6 |
O4—Cu1—O6 | 89.89 (16) | Fe1—C5—H5 | 126.1 |
O8—Cu1—O2 | 88.57 (18) | C2—C6—C5 | 107.8 (6) |
O4—Cu1—O2 | 167.40 (16) | C2—C6—Fe1 | 69.0 (3) |
O6—Cu1—O2 | 89.46 (17) | C5—C6—Fe1 | 69.8 (4) |
O8—Cu1—O10 | 95.06 (16) | C2—C6—H6 | 126.1 |
O4—Cu1—O10 | 96.20 (17) | C5—C6—H6 | 126.1 |
O6—Cu1—O10 | 97.31 (16) | Fe1—C6—H6 | 126.6 |
O2—Cu1—O10 | 96.36 (17) | C8—C7—C11 | 107.2 (7) |
O8—Cu1—Cu2 | 84.26 (12) | C8—C7—Fe1 | 69.7 (4) |
O4—Cu1—Cu2 | 84.55 (12) | C11—C7—Fe1 | 69.3 (4) |
O6—Cu1—Cu2 | 83.36 (11) | C8—C7—H7 | 126.4 |
O2—Cu1—Cu2 | 82.87 (12) | C11—C7—H7 | 126.4 |
O10—Cu1—Cu2 | 178.98 (12) | Fe1—C7—H7 | 126.2 |
O1—Cu2—O3 | 168.23 (16) | C9—C8—C7 | 109.5 (7) |
O1—Cu2—O5 | 89.34 (17) | C9—C8—Fe1 | 70.5 (4) |
O3—Cu2—O5 | 89.81 (17) | C7—C8—Fe1 | 70.2 (4) |
O1—Cu2—O7 | 88.32 (17) | C9—C8—H8 | 125.2 |
O3—Cu2—O7 | 90.03 (17) | C7—C8—H8 | 125.2 |
O5—Cu2—O7 | 167.72 (16) | Fe1—C8—H8 | 125.6 |
O1—Cu2—O9 | 99.92 (17) | C8—C9—C10 | 107.0 (8) |
O3—Cu2—O9 | 91.85 (16) | C8—C9—Fe1 | 69.9 (4) |
O5—Cu2—O9 | 96.55 (17) | C10—C9—Fe1 | 68.5 (4) |
O7—Cu2—O9 | 95.72 (16) | C8—C9—H9 | 126.5 |
O1—Cu2—Cu1 | 85.06 (12) | C10—C9—H9 | 126.5 |
O3—Cu2—Cu1 | 83.17 (11) | Fe1—C9—H9 | 126.6 |
O5—Cu2—Cu1 | 84.36 (12) | C11—C10—C9 | 108.6 (7) |
O7—Cu2—Cu1 | 83.44 (12) | C11—C10—Fe1 | 70.6 (4) |
O9—Cu2—Cu1 | 174.93 (11) | C9—C10—Fe1 | 70.4 (4) |
C13—Fe2—C22 | 106.6 (2) | C11—C10—H10 | 125.7 |
C13—Fe2—C14 | 41.3 (2) | C9—C10—H10 | 125.7 |
C22—Fe2—C14 | 115.7 (3) | Fe1—C10—H10 | 124.9 |
C13—Fe2—C18 | 116.4 (3) | C10—C11—C7 | 107.8 (7) |
C22—Fe2—C18 | 39.9 (3) | C10—C11—Fe1 | 69.5 (4) |
C14—Fe2—C18 | 148.9 (3) | C7—C11—Fe1 | 70.0 (4) |
C13—Fe2—C20 | 166.1 (3) | C10—C11—H11 | 126.1 |
C22—Fe2—C20 | 67.1 (3) | C7—C11—H11 | 126.1 |
C14—Fe2—C20 | 128.8 (3) | Fe1—C11—H11 | 126.0 |
C18—Fe2—C20 | 67.4 (3) | O3—C12—O4 | 126.5 (5) |
C13—Fe2—C21 | 127.6 (3) | O3—C12—C13 | 117.1 (4) |
C22—Fe2—C21 | 39.8 (3) | O4—C12—C13 | 116.4 (5) |
C14—Fe2—C21 | 107.1 (3) | C17—C13—C14 | 107.6 (5) |
C18—Fe2—C21 | 67.1 (3) | C17—C13—C12 | 126.3 (5) |
C20—Fe2—C21 | 39.9 (3) | C14—C13—C12 | 126.0 (5) |
C13—Fe2—C15 | 68.7 (2) | C17—C13—Fe2 | 70.6 (3) |
C22—Fe2—C15 | 149.3 (3) | C14—C13—Fe2 | 69.7 (3) |
C14—Fe2—C15 | 40.5 (2) | C12—C13—Fe2 | 122.2 (3) |
C18—Fe2—C15 | 169.9 (3) | C15—C14—C13 | 107.8 (5) |
C20—Fe2—C15 | 109.9 (3) | C15—C14—Fe2 | 70.2 (3) |
C21—Fe2—C15 | 117.7 (3) | C13—C14—Fe2 | 68.9 (3) |
C13—Fe2—C19 | 150.7 (3) | C15—C14—H14 | 126.1 |
C22—Fe2—C19 | 67.7 (3) | C13—C14—H14 | 126.1 |
C14—Fe2—C19 | 167.7 (3) | Fe2—C14—H14 | 126.3 |
C18—Fe2—C19 | 40.7 (4) | C14—C15—C16 | 107.6 (5) |
C20—Fe2—C19 | 40.2 (4) | C14—C15—Fe2 | 69.3 (3) |
C21—Fe2—C19 | 67.5 (3) | C16—C15—Fe2 | 70.0 (3) |
C15—Fe2—C19 | 131.0 (3) | C14—C15—H15 | 126.2 |
C13—Fe2—C16 | 68.0 (2) | C16—C15—H15 | 126.2 |
C22—Fe2—C16 | 167.9 (3) | Fe2—C15—H15 | 126.1 |
C14—Fe2—C16 | 67.9 (3) | C17—C16—C15 | 109.3 (5) |
C18—Fe2—C16 | 131.6 (3) | C17—C16—Fe2 | 70.1 (3) |
C20—Fe2—C16 | 120.6 (3) | C15—C16—Fe2 | 69.6 (4) |
C21—Fe2—C16 | 151.9 (3) | C17—C16—H16 | 125.3 |
C15—Fe2—C16 | 40.4 (3) | C15—C16—H16 | 125.3 |
C19—Fe2—C16 | 111.4 (3) | Fe2—C16—H16 | 126.5 |
C13—Fe2—C17 | 40.9 (2) | C16—C17—C13 | 107.7 (5) |
C22—Fe2—C17 | 129.2 (2) | C16—C17—Fe2 | 70.1 (3) |
C14—Fe2—C17 | 68.7 (2) | C13—C17—Fe2 | 68.5 (3) |
C18—Fe2—C17 | 109.5 (3) | C16—C17—H17 | 126.2 |
C20—Fe2—C17 | 152.5 (3) | C13—C17—H17 | 126.2 |
C21—Fe2—C17 | 166.4 (3) | Fe2—C17—H17 | 126.8 |
C15—Fe2—C17 | 68.1 (2) | C22—C18—C19 | 108.3 (7) |
C19—Fe2—C17 | 119.2 (3) | C22—C18—Fe2 | 70.0 (4) |
C16—Fe2—C17 | 39.8 (2) | C19—C18—Fe2 | 70.2 (4) |
C3—Fe1—C10 | 108.2 (3) | C22—C18—H18 | 125.9 |
C3—Fe1—C2 | 41.3 (2) | C19—C18—H18 | 125.9 |
C10—Fe1—C2 | 114.7 (3) | Fe2—C18—H18 | 125.6 |
C3—Fe1—C11 | 130.4 (3) | C20—C19—C18 | 106.4 (8) |
C10—Fe1—C11 | 40.0 (3) | C20—C19—Fe2 | 69.6 (4) |
C2—Fe1—C11 | 107.5 (3) | C18—C19—Fe2 | 69.2 (4) |
C3—Fe1—C8 | 148.2 (3) | C20—C19—H19 | 126.8 |
C10—Fe1—C8 | 67.6 (3) | C18—C19—H19 | 126.8 |
C2—Fe1—C8 | 170.3 (3) | Fe2—C19—H19 | 126.0 |
C11—Fe1—C8 | 67.7 (3) | C21—C20—C19 | 108.8 (7) |
C3—Fe1—C7 | 169.9 (3) | C21—C20—Fe2 | 70.3 (4) |
C10—Fe1—C7 | 67.8 (3) | C19—C20—Fe2 | 70.2 (4) |
C2—Fe1—C7 | 130.9 (3) | C21—C20—H20 | 125.6 |
C11—Fe1—C7 | 40.8 (3) | C19—C20—H20 | 125.6 |
C8—Fe1—C7 | 40.1 (3) | Fe2—C20—H20 | 125.5 |
C3—Fe1—C9 | 116.1 (3) | C22—C21—C20 | 108.0 (7) |
C10—Fe1—C9 | 41.0 (3) | C22—C21—Fe2 | 69.5 (4) |
C2—Fe1—C9 | 147.8 (3) | C20—C21—Fe2 | 69.8 (4) |
C11—Fe1—C9 | 68.0 (3) | C22—C21—H21 | 126.0 |
C8—Fe1—C9 | 39.6 (4) | C20—C21—H21 | 126.0 |
C7—Fe1—C9 | 67.5 (4) | Fe2—C21—H21 | 126.2 |
C3—Fe1—C6 | 68.5 (3) | C18—C22—C21 | 108.5 (7) |
C10—Fe1—C6 | 147.1 (3) | C18—C22—Fe2 | 70.2 (4) |
C2—Fe1—C6 | 40.8 (2) | C21—C22—Fe2 | 70.6 (4) |
C11—Fe1—C6 | 115.9 (3) | C18—C22—H22 | 125.7 |
C8—Fe1—C6 | 132.6 (3) | C21—C22—H22 | 125.7 |
C7—Fe1—C6 | 109.5 (3) | Fe2—C22—H22 | 125.1 |
C9—Fe1—C6 | 170.7 (3) | O5—C23—O6 | 126.1 (5) |
C3—Fe1—C5 | 67.9 (3) | O5—C23—C24 | 116.6 (5) |
C10—Fe1—C5 | 170.6 (4) | O6—C23—C24 | 117.2 (5) |
C2—Fe1—C5 | 68.5 (2) | C28—C24—C25 | 107.3 (5) |
C11—Fe1—C5 | 149.0 (3) | C28—C24—C23 | 126.9 (5) |
C8—Fe1—C5 | 110.9 (3) | C25—C24—C23 | 125.6 (5) |
C7—Fe1—C5 | 117.5 (3) | C28—C24—Fe3 | 69.0 (3) |
C9—Fe1—C5 | 132.0 (3) | C25—C24—Fe3 | 69.8 (3) |
C6—Fe1—C5 | 40.7 (3) | C23—C24—Fe3 | 122.7 (4) |
C3—Fe1—C4 | 40.5 (3) | C24—C25—C26 | 108.6 (6) |
C10—Fe1—C4 | 131.7 (3) | C24—C25—Fe3 | 69.5 (3) |
C2—Fe1—C4 | 68.7 (2) | C26—C25—Fe3 | 70.0 (4) |
C11—Fe1—C4 | 169.5 (3) | C24—C25—H25 | 125.7 |
C8—Fe1—C4 | 117.5 (3) | C26—C25—H25 | 125.7 |
C7—Fe1—C4 | 148.9 (3) | Fe3—C25—H25 | 126.4 |
C9—Fe1—C4 | 109.7 (3) | C25—C26—C27 | 107.5 (6) |
C6—Fe1—C4 | 68.0 (3) | C25—C26—Fe3 | 69.3 (4) |
C5—Fe1—C4 | 39.9 (3) | C27—C26—Fe3 | 69.4 (4) |
C31—Fe3—C29 | 67.2 (5) | C25—C26—H26 | 126.3 |
C31—Fe3—C28 | 122.9 (4) | C27—C26—H26 | 126.3 |
C29—Fe3—C28 | 159.9 (4) | Fe3—C26—H26 | 126.6 |
C31—Fe3—C32 | 40.2 (4) | C28—C27—C26 | 107.8 (6) |
C29—Fe3—C32 | 66.7 (5) | C28—C27—Fe3 | 68.9 (4) |
C28—Fe3—C32 | 108.6 (4) | C26—C27—Fe3 | 69.9 (4) |
C31—Fe3—C30 | 41.7 (4) | C28—C27—H27 | 126.1 |
C29—Fe3—C30 | 39.7 (4) | C26—C27—H27 | 126.1 |
C28—Fe3—C30 | 159.1 (4) | Fe3—C27—H27 | 126.7 |
C32—Fe3—C30 | 68.7 (5) | C27—C28—C24 | 108.8 (6) |
C31—Fe3—C24 | 158.7 (4) | C27—C28—Fe3 | 70.4 (4) |
C29—Fe3—C24 | 123.7 (4) | C24—C28—Fe3 | 70.1 (4) |
C28—Fe3—C24 | 40.9 (2) | C27—C28—H28 | 125.6 |
C32—Fe3—C24 | 123.1 (4) | C24—C28—H28 | 125.6 |
C30—Fe3—C24 | 158.1 (4) | Fe3—C28—H28 | 125.5 |
C31—Fe3—C25 | 159.4 (4) | C33—C29—C30 | 111.1 (13) |
C29—Fe3—C25 | 108.3 (4) | C33—C29—Fe3 | 71.1 (7) |
C28—Fe3—C25 | 68.4 (3) | C30—C29—Fe3 | 70.3 (7) |
C32—Fe3—C25 | 158.6 (4) | C33—C29—H29 | 124.4 |
C30—Fe3—C25 | 121.8 (4) | C30—C29—H29 | 124.4 |
C24—Fe3—C25 | 40.7 (3) | Fe3—C29—H29 | 125.7 |
C31—Fe3—C33 | 67.2 (5) | C29—C30—C31 | 105.0 (12) |
C29—Fe3—C33 | 39.3 (5) | C29—C30—Fe3 | 70.0 (6) |
C28—Fe3—C33 | 124.6 (4) | C31—C30—Fe3 | 68.3 (6) |
C32—Fe3—C33 | 39.9 (4) | C29—C30—H30 | 127.5 |
C30—Fe3—C33 | 67.5 (5) | C31—C30—H30 | 127.5 |
C24—Fe3—C33 | 108.5 (4) | Fe3—C30—H30 | 125.8 |
C25—Fe3—C33 | 123.0 (4) | C32—C31—C30 | 108.3 (12) |
C31—Fe3—C27 | 107.9 (4) | C32—C31—Fe3 | 70.7 (6) |
C29—Fe3—C27 | 158.3 (4) | C30—C31—Fe3 | 70.0 (6) |
C28—Fe3—C27 | 40.7 (3) | C32—C31—H31 | 125.8 |
C32—Fe3—C27 | 124.1 (4) | C30—C31—H31 | 125.8 |
C30—Fe3—C27 | 122.4 (4) | Fe3—C31—H31 | 125.0 |
C24—Fe3—C27 | 68.7 (3) | C31—C32—C33 | 107.7 (13) |
C25—Fe3—C27 | 68.4 (3) | C31—C32—Fe3 | 69.0 (7) |
C33—Fe3—C27 | 160.4 (4) | C33—C32—Fe3 | 70.7 (7) |
C31—Fe3—C26 | 123.3 (4) | C31—C32—H32 | 126.2 |
C29—Fe3—C26 | 122.8 (5) | C33—C32—H32 | 126.2 |
C28—Fe3—C26 | 68.6 (3) | Fe3—C32—H32 | 125.7 |
C32—Fe3—C26 | 159.9 (4) | C29—C33—C32 | 107.8 (12) |
C30—Fe3—C26 | 106.4 (4) | C29—C33—Fe3 | 69.6 (7) |
C24—Fe3—C26 | 68.7 (3) | C32—C33—Fe3 | 69.4 (7) |
C25—Fe3—C26 | 40.7 (3) | C29—C33—H33 | 126.1 |
C33—Fe3—C26 | 158.0 (4) | C32—C33—H33 | 126.1 |
C27—Fe3—C26 | 40.8 (3) | Fe3—C33—H33 | 126.5 |
C12—O3—Cu2 | 121.8 (3) | C34—C35—H35A | 109.5 |
C34—O7—Cu2 | 121.7 (3) | C34—C35—H35B | 109.5 |
C23—O6—Cu1 | 121.6 (3) | H35A—C35—H35B | 109.5 |
C12—O4—Cu1 | 120.3 (3) | C34—C35—H35C | 109.5 |
C23—O5—Cu2 | 121.2 (4) | H35A—C35—H35C | 109.5 |
C1—O2—Cu1 | 121.8 (3) | H35B—C35—H35C | 109.5 |
C1—O1—Cu2 | 122.0 (4) | O9—C36—N1 | 128.0 (8) |
C34—O8—Cu1 | 122.4 (3) | O9—C36—H36 | 116.0 |
C39—O10—Cu1 | 124.8 (5) | N1—C36—H36 | 116.0 |
C36—O9—Cu2 | 121.0 (5) | N1—C37—H37A | 109.5 |
C36—N1—C38 | 128.2 (9) | N1—C37—H37B | 109.5 |
C36—N1—C37 | 116.8 (8) | H37A—C37—H37B | 109.5 |
C38—N1—C37 | 114.9 (8) | N1—C37—H37C | 109.5 |
C39—N2—C41 | 127.3 (9) | H37A—C37—H37C | 109.5 |
C39—N2—C40 | 117.3 (7) | H37B—C37—H37C | 109.5 |
C41—N2—C40 | 115.2 (8) | N1—C38—H38A | 109.5 |
O1—C1—O2 | 125.2 (5) | N1—C38—H38B | 109.5 |
O1—C1—C2 | 117.1 (5) | H38A—C38—H38B | 109.5 |
O2—C1—C2 | 117.6 (5) | N1—C38—H38C | 109.5 |
C6—C2—C3 | 107.0 (5) | H38A—C38—H38C | 109.5 |
C6—C2—C1 | 128.6 (6) | H38B—C38—H38C | 109.5 |
C3—C2—C1 | 124.4 (5) | O8—C34—O7 | 125.3 (5) |
C6—C2—Fe1 | 70.2 (3) | O8—C34—C35 | 117.8 (5) |
C3—C2—Fe1 | 68.9 (3) | O7—C34—C35 | 116.9 (5) |
C1—C2—Fe1 | 125.3 (4) | N2—C40—H40A | 109.5 |
C4—C3—C2 | 108.8 (6) | N2—C40—H40B | 109.5 |
C4—C3—Fe1 | 71.4 (4) | H40A—C40—H40B | 109.5 |
C2—C3—Fe1 | 69.8 (3) | N2—C40—H40C | 109.5 |
C4—C3—H3 | 125.6 | H40A—C40—H40C | 109.5 |
C2—C3—H3 | 125.6 | H40B—C40—H40C | 109.5 |
Fe1—C3—H3 | 124.8 | N2—C41—H41A | 109.5 |
C5—C4—C3 | 107.6 (6) | N2—C41—H41B | 109.5 |
C5—C4—Fe1 | 69.7 (4) | H41A—C41—H41B | 109.5 |
C3—C4—Fe1 | 68.2 (3) | N2—C41—H41C | 109.5 |
C5—C4—H4 | 126.2 | H41A—C41—H41C | 109.5 |
C3—C4—H4 | 126.2 | H41B—C41—H41C | 109.5 |
Fe1—C4—H4 | 127.5 | O10—C39—N2 | 127.7 (9) |
C4—C5—C6 | 108.8 (6) | O10—C39—H39 | 116.2 |
C4—C5—Fe1 | 70.4 (4) | N2—C39—H39 | 116.2 |
C6—C5—Fe1 | 69.5 (4) |
Experimental details
Crystal data | |
Chemical formula | [Cu2Fe3(C5H5)3(C2H3O2)(C6H4O2)3(C3H7NO)2] |
Mr | 1019.41 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 295 |
a, b, c (Å) | 10.948 (2), 13.548 (3), 15.828 (3) |
α, β, γ (°) | 108.96 (3), 94.57 (3), 110.33 (3) |
V (Å3) | 2032.3 (10) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 2.14 |
Crystal size (mm) | 0.22 × 0.18 × 0.18 |
Data collection | |
Diffractometer | Rigaku R-AXIS RAPID diffractometer |
Absorption correction | – |
No. of measured, independent and observed [I > 2σ(I)] reflections | 19821, 9106, 6613 |
Rint | 0.045 |
(sin θ/λ)max (Å−1) | 0.649 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.060, 0.184, 1.05 |
No. of reflections | 9106 |
No. of parameters | 486 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.76, −1.39 |
Computer programs: RAPID-AUTO (Rigaku, 1998), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL/PC (Sheldrick, 1993), SHELXL97-2 (Sheldrick,1997).
Cu1—O8 | 1.964 (4) | O3—C12 | 1.249 (6) |
Cu1—O4 | 1.970 (4) | O7—C34 | 1.264 (7) |
Cu1—O6 | 1.978 (4) | O6—C23 | 1.257 (6) |
Cu1—O2 | 1.987 (4) | O4—C12 | 1.261 (6) |
Cu1—O10 | 2.164 (4) | O5—C23 | 1.255 (6) |
Cu1—Cu2 | 2.6183 (11) | O2—C1 | 1.279 (7) |
Cu2—O1 | 1.945 (4) | O1—C1 | 1.249 (6) |
Cu2—O3 | 1.963 (4) | O8—C34 | 1.250 (7) |
Cu2—O5 | 1.973 (4) | O10—C39 | 1.211 (7) |
Cu2—O7 | 1.988 (4) | O9—C36 | 1.210 (8) |
Cu2—O9 | 2.161 (4) |
It is well known that dicopper(II) carboxylates form a class of compounds in which a pair of copper atoms are symmetrically bridged by four carboxylates to give a paddlewheel or lantern structure (Chung & Wei, 1999; Chen et al., 2006). There are few examples of this kind of complexes consisting of two different carboxylate acids, especially bulky acids (Maspoch et al., 2002; Erre et al., 1985). Ferrocenecarboxylic acid was used to synthesize the title compound, resulting in a complex molecule containing three ferrocenecarboxylate groups and one acetate group which, as far as we know, is the first example of a dinuclear copper(II) carboxylate of this type.
In the structure of the title compound, the copper(II) metal atoms display a square-pyramidal coordination with the oxygen atoms of three ferrocenecarboxylate groups and one acetate group occupying the basal positions (Fig. 1). The four carboxylates bridge between the copper ions, forming a paddlewheel cage with a Cu—Cu separation of 2.6182 (11) Å. This value is a little larger than that observed for the tetrakis(ferrocenecarboxylato-O,O')bis(tetrahydrofuran)dicopper(ii) complex (Churchill et al., 1985). The Cu1 and Cu2 atoms are displaced 0.2143 (10) and 0.2059 (10) Å respectively from the basal plane. The Cu—O distances (Table 1) are in the range 1.946 (3)–1.9884 (4) Å, as observed in other dicopper complexes (Maspoch at al., 2002; Porter & Doedens, 1984; Viossat et al., 2005). The oxygen atom of a DMF molecule occupies the apical position, with Cu1—O10 and Cu2—O9 bond lengths of 2.166 (4) and 2.161 (4) Å, respectively. The ferrocenecarboxylate groups containing Fe1 and Fe2 are cis-oriented with respect to the C1···C12 vector. The crystal packing is mainly determined by van der Waals interactions (Fig. 2).