Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807024294/bh2097sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807024294/bh2097Isup2.hkl |
CCDC reference: 650707
Dichloromethane was distilled from P2O5. Other chemicals (A.R. Grade) were obtained commercially without further purification. The preparation of btmf followed a published method (Wilkes et al., 1995) and was modified by us. The title polymer was synthesized as follows: A solution of btmf (3.5 mg, 0.01 mmol) in ethanol (5 cm3) was slowly added to a solution of Co(ClO4)2 (2.6 mg, 0.01 mmol) in ethanol (3 cm3) and water. The mixture was sealed in a small glass vial and allowed to stand over 36 h. Orange single crystals appeared after this time. Yield: 49%. Anal. Calcd for C40H58Cl2CoFe2N12O13: C 41.54, H 5.05, N 14.53%. Found: C 41.50, H 4.96, N 14.52%.
Hydroxy H atoms of the water and ethanol molecules were located in a difference map and refined with isotropic displacement parameters fixed to Uiso(H) = 1.5Ueq(carrier O). Other H atoms were included in calculated positions and refined using a riding model, with C—H = 0.93–0.98 Å, and Uiso(H) = 1.5Ueq(carrier C) for methyl groups and Uiso(H) = 1.2Ueq(carrier C) otherwise.
Within the research field of metal-organic compounds, ferrocene derivatives have attracted much attention in the construction of metal-organic polymers and supramolecular architectures, due to their potential applications: electrochemical sensors, potential antitumor agents, monomers for extended stacked complexes, and even units for self-assembly (Li et al., 2003). We use ferrocene-containing ligand 1,1'-bis[(1H-1,2,4-triazol-1-yl)methyl]ferrocene, btmf, to construct ferrocene-containing metal-organic polymers (Gao et al., 2004, 2006). It is suggested that introducing ferrocene groups into coordination polymers can lead to interesting assembled structures, because of their conformational flexibility. The ferrocene groups usually behave as the ball-joints, and so the bidentate representatives can adapt as chelating or bridging groups to different geometric requirements of the metal centers (Dong et al., 2003). Herein, we describe a metal-organic polymer of CoII with btmf, in which ferrocene-based ligands behave as bridges connecting the adjacent CoII ions to form a two dimensional network. Fig. 1 depicts the coordination geometry of the CoII center. Each CoII ion is coordinated by four N atoms from btmf ligands [N1, N7, N6i and N12ii; symmetry codes: (i) 3/2 - x, 1/2 + y, 1/2 - z; (ii) 3/2 - x, 1/2 + y, 3/2 - z], one O atom (O13) from water molecule and one O atom (O1) from an ethanol molecule, leading to an slightly distorted octahedral geometry. The Co1—N bond lengths range from 2.149 (4) to 2.157 (4) Å (see deposited Table), and they are all within the range of those reported for related complexes (Han et al. 2005, Chen et al., 2005). The Co1—O1 bond length of 2.118 (3) Å and Co1—O13 = 2.093 (4) Å are also close to those reported in analogous compounds (e.g. Jia et al., 2007). Cis and trans angles around CoII ion range from 88.06 (15)° to 93.51 (15) and 177.00 (16) to 178.09 (16)°. Fig. 2 displays the packing arrangement of the title compound, in which the btmf bridging ligands connect the CoII ions to form layers parallel to the bc plane. The repeating unit of the two dimensional network possesses a 8-membered grid (size ca. 12.701×12.922 Å2) which is composed of four btmf groups acting as four edges and four CoII ions representing the four vertexes. These two dimensional layers are interconnected by extensive hydrogen bonds, leading to a three dimensional supramolecular framework (Fig. 3).
For related literature, see: Chen et al. (2005); Gao et al. (2004, 2006); Dong et al. (2003); Han et al. (2005); Jia et al. (2007); Li et al. (2003); Wilkes et al. (1995).
Data collection: SMART (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2004); software used to prepare material for publication: SHELXTL.
[CoFe2(C8H8N3)4(C2H6O)(H2O)](ClO4)2·C6H6O | F(000) = 2396 |
Mr = 1156.51 | Dx = 1.465 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 4968 reflections |
a = 17.3708 (11) Å | θ = 2.4–23.7° |
b = 14.2250 (9) Å | µ = 1.03 mm−1 |
c = 21.2747 (14) Å | T = 291 K |
β = 94.224 (1)° | Block, orange |
V = 5242.7 (6) Å3 | 0.20 × 0.15 × 0.08 mm |
Z = 4 |
Bruker SMART CCD area-detector diffractometer | 9696 independent reflections |
Radiation source: fine-focus sealed tube | 6313 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.037 |
φ and ω scans | θmax = 25.5°, θmin = 2.4° |
Absorption correction: multi-scan (SADABS; Bruker, 2004) | h = −21→20 |
Tmin = 0.817, Tmax = 0.919 | k = −17→17 |
27120 measured reflections | l = −16→25 |
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)] = 0.057 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.190 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0987P)2 + 5.0582P] where P = (Fo2 + 2Fc2)/3 |
9696 reflections | (Δ/σ)max = 0.001 |
635 parameters | Δρmax = 0.61 e Å−3 |
720 restraints | Δρmin = −0.53 e Å−3 |
[CoFe2(C8H8N3)4(C2H6O)(H2O)](ClO4)2·C6H6O | V = 5242.7 (6) Å3 |
Mr = 1156.51 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 17.3708 (11) Å | µ = 1.03 mm−1 |
b = 14.2250 (9) Å | T = 291 K |
c = 21.2747 (14) Å | 0.20 × 0.15 × 0.08 mm |
β = 94.224 (1)° |
Bruker SMART CCD area-detector diffractometer | 9696 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2004) | 6313 reflections with I > 2σ(I) |
Tmin = 0.817, Tmax = 0.919 | Rint = 0.037 |
27120 measured reflections |
R[F2 > 2σ(F2)] = 0.057 | 720 restraints |
wR(F2) = 0.190 | H-atom parameters constrained |
S = 1.02 | Δρmax = 0.61 e Å−3 |
9696 reflections | Δρmin = −0.53 e Å−3 |
635 parameters |
x | y | z | Uiso*/Ueq | ||
Co1 | 0.76780 (4) | 0.47416 (4) | 0.50420 (3) | 0.04369 (19) | |
Fe1 | 0.99384 (4) | 0.41748 (5) | 0.16723 (3) | 0.0454 (2) | |
Fe2 | 0.98856 (4) | 0.00490 (5) | 0.66848 (3) | 0.0572 (2) | |
Cl1 | 0.73105 (11) | 0.25768 (14) | 0.22650 (10) | 0.0969 (6) | |
Cl2 | 0.79526 (10) | 0.25124 (11) | 0.75988 (8) | 0.0780 (4) | |
O1 | 0.8175 (2) | 0.5938 (2) | 0.55053 (15) | 0.0562 (8) | |
H1D | 0.7822 | 0.6420 | 0.5547 | 0.084* | |
O2 | 0.7185 (4) | 0.7314 (4) | 0.5717 (3) | 0.136 (2) | |
H2D | 0.6989 | 0.7381 | 0.6053 | 0.204* | |
O3 | 0.7871 (4) | 0.2248 (5) | 0.3956 (3) | 0.157 (3) | |
H3D | 0.7918 | 0.2335 | 0.3563 | 0.236* | |
O4 | 0.5688 (3) | 0.3181 (6) | 0.4625 (3) | 0.176 (3) | |
H4D | 0.5396 | 0.3464 | 0.4862 | 0.265* | |
O5 | 0.6616 (5) | 0.2462 (6) | 0.2507 (5) | 0.204 (4) | |
O6 | 0.7527 (4) | 0.1720 (6) | 0.2071 (5) | 0.204 (4) | |
O7 | 0.7274 (6) | 0.3137 (11) | 0.1764 (6) | 0.324 (7) | |
O8 | 0.7851 (7) | 0.2927 (8) | 0.2667 (4) | 0.257 (5) | |
O9 | 0.8093 (3) | 0.3400 (4) | 0.7360 (3) | 0.130 (2) | |
O10 | 0.8577 (4) | 0.2163 (5) | 0.7989 (3) | 0.159 (3) | |
O11 | 0.7290 (3) | 0.2535 (5) | 0.7933 (3) | 0.143 (2) | |
O12 | 0.7806 (5) | 0.1913 (5) | 0.7054 (3) | 0.162 (3) | |
O13 | 0.7150 (2) | 0.3602 (3) | 0.45607 (17) | 0.0675 (10) | |
H1W | 0.7436 | 0.3120 | 0.4518 | 0.101* | |
H2W | 0.6720 | 0.3603 | 0.4295 | 0.101* | |
N1 | 0.8276 (2) | 0.5102 (3) | 0.42227 (17) | 0.0453 (9) | |
N2 | 0.9179 (3) | 0.5739 (3) | 0.36527 (18) | 0.0625 (12) | |
N3 | 0.8726 (2) | 0.5145 (3) | 0.32994 (17) | 0.0485 (9) | |
N4 | 0.9068 (2) | 0.1511 (3) | 0.08487 (18) | 0.0511 (9) | |
N5 | 0.9494 (3) | 0.1182 (4) | 0.0387 (2) | 0.0713 (13) | |
N6 | 0.8300 (2) | 0.0581 (3) | 0.02814 (18) | 0.0487 (9) | |
N7 | 0.8620 (2) | 0.3837 (3) | 0.53572 (18) | 0.0544 (10) | |
N8 | 0.9633 (3) | 0.2874 (3) | 0.5306 (2) | 0.0655 (12) | |
N9 | 0.9364 (2) | 0.2847 (3) | 0.58887 (19) | 0.0540 (10) | |
N10 | 0.8390 (2) | −0.0544 (3) | 0.82146 (18) | 0.0545 (10) | |
N11 | 0.8619 (3) | −0.1382 (3) | 0.8469 (2) | 0.0640 (12) | |
N12 | 0.7895 (2) | −0.0588 (3) | 0.91196 (18) | 0.0516 (10) | |
C1 | 0.8884 (3) | 0.5698 (4) | 0.4198 (2) | 0.0561 (12) | |
H1 | 0.9075 | 0.6049 | 0.4544 | 0.067* | |
C2 | 0.8196 (3) | 0.4775 (3) | 0.3636 (2) | 0.0482 (11) | |
H2A | 0.7821 | 0.4348 | 0.3486 | 0.058* | |
C3 | 0.8832 (3) | 0.5020 (4) | 0.2620 (2) | 0.0562 (12) | |
H3A | 0.8753 | 0.5618 | 0.2406 | 0.067* | |
H3B | 0.8447 | 0.4583 | 0.2441 | 0.067* | |
C4 | 0.9617 (3) | 0.4658 (3) | 0.2511 (2) | 0.0461 (10) | |
C5 | 0.9874 (3) | 0.3713 (3) | 0.2567 (2) | 0.0502 (11) | |
H5 | 0.9569 | 0.3177 | 0.2697 | 0.060* | |
C6 | 1.0645 (3) | 0.3680 (4) | 0.2406 (2) | 0.0623 (12) | |
H6 | 1.0967 | 0.3115 | 0.2399 | 0.075* | |
C7 | 1.0873 (3) | 0.4598 (4) | 0.2249 (2) | 0.0657 (13) | |
H7 | 1.1379 | 0.4779 | 0.2112 | 0.079* | |
C8 | 1.0251 (3) | 0.5204 (4) | 0.2321 (2) | 0.0580 (12) | |
H8 | 1.0246 | 0.5882 | 0.2241 | 0.070* | |
C9 | 0.9514 (3) | 0.3123 (3) | 0.1103 (2) | 0.0492 (10) | |
C10 | 1.0205 (3) | 0.3492 (4) | 0.0875 (2) | 0.0648 (13) | |
H10 | 1.0679 | 0.3138 | 0.0821 | 0.078* | |
C11 | 1.0089 (4) | 0.4445 (5) | 0.0746 (2) | 0.0776 (16) | |
H11 | 1.0471 | 0.4876 | 0.0590 | 0.093* | |
C12 | 0.9338 (4) | 0.4684 (4) | 0.0882 (3) | 0.0806 (16) | |
H12 | 0.9105 | 0.5311 | 0.0837 | 0.097* | |
C13 | 0.8974 (3) | 0.3874 (4) | 0.1104 (2) | 0.0617 (12) | |
H13 | 0.8446 | 0.3836 | 0.1234 | 0.074* | |
C14 | 0.9399 (3) | 0.2152 (4) | 0.1339 (2) | 0.0551 (12) | |
H14A | 0.9892 | 0.1905 | 0.1507 | 0.066* | |
H14B | 0.9059 | 0.2176 | 0.1680 | 0.066* | |
C15 | 0.8369 (3) | 0.1150 (3) | 0.0778 (2) | 0.0495 (11) | |
H15 | 0.7976 | 0.1276 | 0.1040 | 0.059* | |
C16 | 0.9004 (3) | 0.0642 (4) | 0.0058 (3) | 0.0668 (15) | |
H16 | 0.9132 | 0.0324 | −0.0302 | 0.080* | |
C17 | 0.9174 (3) | 0.3469 (4) | 0.5008 (2) | 0.0608 (14) | |
H17 | 0.9219 | 0.3632 | 0.4588 | 0.073* | |
C18 | 0.8777 (3) | 0.3420 (4) | 0.5913 (2) | 0.0584 (13) | |
H18 | 0.8508 | 0.3521 | 0.6268 | 0.070* | |
C19 | 0.9713 (3) | 0.2233 (4) | 0.6387 (3) | 0.0625 (13) | |
H19A | 0.9432 | 0.2291 | 0.6762 | 0.075* | |
H19B | 1.0243 | 0.2422 | 0.6493 | 0.075* | |
C20 | 0.9691 (3) | 0.1234 (4) | 0.6165 (2) | 0.0581 (12) | |
C21 | 0.9044 (4) | 0.0643 (4) | 0.6106 (2) | 0.0677 (13) | |
H21 | 0.8525 | 0.0805 | 0.6222 | 0.081* | |
C22 | 0.9267 (5) | −0.0235 (5) | 0.5860 (3) | 0.0943 (19) | |
H22 | 0.8930 | −0.0779 | 0.5775 | 0.113* | |
C23 | 1.0045 (6) | −0.0184 (5) | 0.5759 (3) | 0.102 (2) | |
H23 | 1.0352 | −0.0694 | 0.5596 | 0.123* | |
C24 | 1.0319 (4) | 0.0703 (5) | 0.5934 (3) | 0.0826 (17) | |
H24 | 1.0851 | 0.0924 | 0.5913 | 0.099* | |
C25 | 0.9410 (3) | −0.0312 (3) | 0.7488 (2) | 0.0508 (11) | |
C26 | 0.9810 (4) | −0.1091 (4) | 0.7249 (3) | 0.0728 (15) | |
H26 | 0.9581 | −0.1698 | 0.7123 | 0.087* | |
C27 | 1.0590 (4) | −0.0837 (6) | 0.7222 (3) | 0.101 (2) | |
H27 | 1.0998 | −0.1234 | 0.7070 | 0.122* | |
C28 | 1.0678 (4) | 0.0085 (7) | 0.7445 (3) | 0.101 (2) | |
H28 | 1.1160 | 0.0446 | 0.7474 | 0.122* | |
C29 | 0.9945 (4) | 0.0420 (5) | 0.7609 (2) | 0.0704 (14) | |
H29 | 0.9836 | 0.1043 | 0.7778 | 0.084* | |
C30 | 0.8570 (3) | −0.0280 (4) | 0.7572 (2) | 0.0609 (13) | |
H30A | 0.8381 | 0.0351 | 0.7482 | 0.073* | |
H30B | 0.8304 | −0.0704 | 0.7273 | 0.073* | |
C31 | 0.7960 (3) | −0.0093 (4) | 0.8605 (2) | 0.0545 (12) | |
H31 | 0.7734 | 0.0492 | 0.8525 | 0.065* | |
C32 | 0.8304 (3) | −0.1372 (4) | 0.9008 (2) | 0.0580 (13) | |
H32 | 0.8358 | −0.1866 | 0.9294 | 0.070* | |
C33 | 0.8870 (4) | 0.6021 (4) | 0.5903 (3) | 0.0772 (17) | |
H33A | 0.9258 | 0.5611 | 0.5745 | 0.093* | |
H33B | 0.8773 | 0.5808 | 0.6323 | 0.093* | |
C34 | 0.9180 (4) | 0.7002 (5) | 0.5943 (3) | 0.089 (2) | |
H34A | 0.9209 | 0.7250 | 0.5526 | 0.134* | |
H34B | 0.9686 | 0.6997 | 0.6158 | 0.134* | |
H34C | 0.8844 | 0.7389 | 0.6172 | 0.134* | |
C35 | 0.7069 (9) | 0.8145 (6) | 0.5347 (5) | 0.191 (6) | |
H35A | 0.6646 | 0.8028 | 0.5033 | 0.229* | |
H35B | 0.7528 | 0.8246 | 0.5122 | 0.229* | |
C36 | 0.6903 (9) | 0.9023 (6) | 0.5674 (6) | 0.214 (5) | |
H36A | 0.6492 | 0.8919 | 0.5943 | 0.320* | |
H36B | 0.6752 | 0.9498 | 0.5369 | 0.320* | |
H36C | 0.7356 | 0.9225 | 0.5922 | 0.320* | |
C37 | 0.7846 (8) | 0.1253 (7) | 0.4087 (7) | 0.228 (7) | |
H37A | 0.8335 | 0.0972 | 0.3997 | 0.274* | |
H37B | 0.7445 | 0.0965 | 0.3809 | 0.274* | |
C38 | 0.7694 (10) | 0.1044 (11) | 0.4748 (6) | 0.262 (7) | |
H38A | 0.8096 | 0.1313 | 0.5026 | 0.393* | |
H38B | 0.7683 | 0.0376 | 0.4809 | 0.393* | |
H38C | 0.7206 | 0.1308 | 0.4838 | 0.393* | |
C39 | 0.5220 (7) | 0.2888 (11) | 0.4075 (5) | 0.208 (5) | |
H39A | 0.4998 | 0.3446 | 0.3872 | 0.250* | |
H39B | 0.4797 | 0.2515 | 0.4213 | 0.250* | |
C40 | 0.5592 (12) | 0.2351 (14) | 0.3605 (6) | 0.311 (11) | |
H40A | 0.6037 | 0.2686 | 0.3484 | 0.467* | |
H40B | 0.5237 | 0.2261 | 0.3243 | 0.467* | |
H40C | 0.5747 | 0.1751 | 0.3777 | 0.467* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Co1 | 0.0492 (4) | 0.0446 (4) | 0.0386 (3) | 0.0021 (3) | 0.0122 (3) | 0.0050 (3) |
Fe1 | 0.0553 (4) | 0.0462 (4) | 0.0354 (3) | −0.0015 (3) | 0.0081 (3) | −0.0022 (3) |
Fe2 | 0.0660 (5) | 0.0577 (5) | 0.0497 (4) | 0.0107 (4) | 0.0176 (4) | 0.0195 (3) |
Cl1 | 0.0853 (12) | 0.0957 (13) | 0.1141 (15) | −0.0164 (10) | 0.0376 (11) | −0.0268 (11) |
Cl2 | 0.0777 (10) | 0.0695 (9) | 0.0881 (11) | 0.0086 (8) | 0.0156 (8) | 0.0049 (8) |
O1 | 0.061 (2) | 0.058 (2) | 0.0497 (19) | 0.0000 (16) | 0.0043 (16) | −0.0076 (16) |
O2 | 0.187 (6) | 0.125 (4) | 0.095 (4) | 0.063 (4) | 0.010 (4) | −0.025 (3) |
O3 | 0.183 (7) | 0.130 (5) | 0.160 (6) | 0.035 (5) | 0.024 (5) | −0.029 (4) |
O4 | 0.084 (4) | 0.269 (9) | 0.176 (6) | −0.020 (5) | 0.006 (4) | −0.042 (6) |
O5 | 0.163 (6) | 0.190 (7) | 0.278 (10) | −0.035 (6) | 0.136 (7) | −0.055 (7) |
O6 | 0.147 (6) | 0.183 (6) | 0.288 (10) | −0.009 (5) | 0.058 (7) | −0.119 (6) |
O7 | 0.208 (10) | 0.428 (14) | 0.338 (12) | 0.004 (10) | 0.029 (8) | 0.257 (13) |
O8 | 0.312 (10) | 0.295 (11) | 0.165 (7) | −0.214 (10) | 0.026 (6) | −0.073 (6) |
O9 | 0.125 (5) | 0.101 (4) | 0.167 (6) | −0.016 (3) | 0.032 (4) | 0.032 (4) |
O10 | 0.145 (5) | 0.164 (6) | 0.160 (6) | 0.069 (5) | −0.047 (4) | −0.007 (4) |
O11 | 0.098 (4) | 0.231 (7) | 0.104 (4) | −0.031 (4) | 0.034 (3) | 0.025 (4) |
O12 | 0.211 (7) | 0.131 (5) | 0.139 (5) | 0.040 (5) | −0.018 (4) | −0.055 (4) |
O13 | 0.071 (2) | 0.060 (2) | 0.072 (2) | −0.0039 (18) | 0.0140 (19) | −0.0092 (18) |
N1 | 0.053 (2) | 0.045 (2) | 0.0384 (19) | −0.0008 (17) | 0.0109 (17) | 0.0019 (16) |
N2 | 0.076 (3) | 0.070 (3) | 0.044 (2) | −0.024 (2) | 0.020 (2) | −0.011 (2) |
N3 | 0.058 (2) | 0.050 (2) | 0.039 (2) | 0.0012 (18) | 0.0133 (18) | −0.0002 (17) |
N4 | 0.053 (2) | 0.053 (2) | 0.047 (2) | −0.0011 (19) | 0.0056 (18) | −0.0067 (18) |
N5 | 0.051 (2) | 0.092 (3) | 0.073 (3) | −0.010 (2) | 0.014 (2) | −0.033 (3) |
N6 | 0.047 (2) | 0.050 (2) | 0.050 (2) | −0.0041 (17) | 0.0092 (18) | −0.0075 (18) |
N7 | 0.061 (2) | 0.055 (2) | 0.050 (2) | 0.0086 (19) | 0.0152 (19) | 0.0115 (19) |
N8 | 0.062 (3) | 0.075 (3) | 0.061 (3) | 0.018 (2) | 0.019 (2) | 0.021 (2) |
N9 | 0.056 (2) | 0.052 (2) | 0.054 (2) | 0.0006 (19) | 0.0050 (19) | 0.0151 (19) |
N10 | 0.058 (3) | 0.063 (3) | 0.045 (2) | 0.002 (2) | 0.0160 (19) | −0.0011 (19) |
N11 | 0.073 (3) | 0.071 (3) | 0.051 (2) | 0.019 (2) | 0.025 (2) | 0.004 (2) |
N12 | 0.057 (2) | 0.052 (2) | 0.048 (2) | −0.0028 (19) | 0.0166 (19) | −0.0078 (18) |
C1 | 0.064 (3) | 0.063 (3) | 0.043 (3) | −0.016 (2) | 0.013 (2) | −0.007 (2) |
C2 | 0.051 (3) | 0.050 (3) | 0.044 (2) | −0.004 (2) | 0.010 (2) | −0.003 (2) |
C3 | 0.071 (3) | 0.065 (3) | 0.034 (2) | 0.005 (2) | 0.010 (2) | −0.004 (2) |
C4 | 0.059 (3) | 0.046 (2) | 0.034 (2) | −0.003 (2) | 0.0090 (19) | −0.0033 (18) |
C5 | 0.067 (3) | 0.048 (2) | 0.036 (2) | −0.002 (2) | 0.002 (2) | 0.0002 (19) |
C6 | 0.070 (3) | 0.072 (3) | 0.044 (3) | 0.016 (3) | −0.001 (2) | −0.004 (2) |
C7 | 0.052 (3) | 0.090 (4) | 0.056 (3) | −0.013 (3) | 0.007 (2) | −0.010 (3) |
C8 | 0.077 (3) | 0.052 (3) | 0.045 (3) | −0.018 (2) | 0.008 (2) | −0.005 (2) |
C9 | 0.058 (3) | 0.054 (2) | 0.036 (2) | −0.002 (2) | 0.005 (2) | −0.0080 (19) |
C10 | 0.079 (3) | 0.074 (3) | 0.044 (3) | −0.008 (3) | 0.019 (2) | −0.011 (2) |
C11 | 0.122 (5) | 0.073 (3) | 0.040 (2) | −0.024 (3) | 0.019 (3) | 0.002 (3) |
C12 | 0.127 (5) | 0.061 (3) | 0.050 (3) | 0.010 (3) | −0.020 (3) | 0.002 (3) |
C13 | 0.066 (3) | 0.071 (3) | 0.046 (3) | 0.007 (2) | −0.009 (2) | −0.007 (2) |
C14 | 0.059 (3) | 0.060 (3) | 0.045 (3) | −0.006 (2) | 0.000 (2) | −0.009 (2) |
C15 | 0.053 (3) | 0.051 (3) | 0.046 (3) | −0.004 (2) | 0.008 (2) | −0.008 (2) |
C16 | 0.053 (3) | 0.083 (4) | 0.066 (3) | −0.007 (3) | 0.019 (3) | −0.029 (3) |
C17 | 0.060 (3) | 0.071 (3) | 0.053 (3) | 0.014 (3) | 0.018 (2) | 0.021 (3) |
C18 | 0.073 (3) | 0.055 (3) | 0.049 (3) | 0.010 (2) | 0.016 (2) | 0.013 (2) |
C19 | 0.065 (3) | 0.061 (3) | 0.060 (3) | 0.000 (2) | −0.004 (3) | 0.022 (2) |
C20 | 0.064 (3) | 0.061 (3) | 0.050 (3) | 0.009 (2) | 0.013 (2) | 0.023 (2) |
C21 | 0.082 (3) | 0.063 (3) | 0.057 (3) | 0.000 (2) | −0.003 (2) | 0.017 (2) |
C22 | 0.152 (6) | 0.065 (3) | 0.063 (3) | −0.002 (4) | −0.009 (4) | 0.010 (3) |
C23 | 0.175 (6) | 0.081 (4) | 0.056 (3) | 0.039 (4) | 0.040 (4) | 0.019 (3) |
C24 | 0.096 (4) | 0.089 (4) | 0.068 (3) | 0.024 (3) | 0.039 (3) | 0.042 (3) |
C25 | 0.060 (3) | 0.052 (3) | 0.042 (2) | 0.005 (2) | 0.013 (2) | 0.007 (2) |
C26 | 0.103 (4) | 0.059 (3) | 0.061 (3) | 0.028 (3) | 0.038 (3) | 0.028 (2) |
C27 | 0.086 (4) | 0.130 (5) | 0.094 (5) | 0.053 (4) | 0.045 (3) | 0.072 (4) |
C28 | 0.064 (3) | 0.162 (6) | 0.078 (4) | −0.017 (4) | 0.002 (3) | 0.059 (4) |
C29 | 0.084 (4) | 0.076 (3) | 0.051 (2) | −0.014 (3) | −0.002 (3) | 0.012 (2) |
C30 | 0.065 (3) | 0.077 (4) | 0.042 (3) | 0.003 (3) | 0.015 (2) | 0.002 (2) |
C31 | 0.061 (3) | 0.053 (3) | 0.052 (3) | 0.007 (2) | 0.019 (2) | 0.001 (2) |
C32 | 0.071 (3) | 0.053 (3) | 0.053 (3) | 0.008 (2) | 0.020 (3) | 0.001 (2) |
C33 | 0.090 (4) | 0.081 (4) | 0.057 (3) | −0.010 (3) | −0.019 (3) | −0.001 (3) |
C34 | 0.090 (5) | 0.102 (5) | 0.076 (4) | −0.026 (4) | 0.009 (4) | −0.023 (4) |
C35 | 0.285 (15) | 0.122 (8) | 0.153 (10) | 0.075 (9) | −0.069 (10) | −0.008 (6) |
C36 | 0.247 (10) | 0.170 (7) | 0.225 (9) | 0.040 (8) | 0.022 (8) | −0.013 (7) |
C37 | 0.221 (14) | 0.183 (9) | 0.292 (14) | 0.092 (11) | 0.096 (13) | 0.070 (13) |
C38 | 0.264 (11) | 0.275 (11) | 0.245 (9) | −0.015 (9) | 0.005 (8) | 0.054 (8) |
C39 | 0.198 (9) | 0.259 (10) | 0.160 (8) | 0.003 (8) | −0.031 (6) | −0.045 (7) |
C40 | 0.38 (3) | 0.30 (2) | 0.254 (17) | 0.09 (2) | −0.007 (16) | −0.097 (15) |
Co1—O13 | 2.093 (4) | C4—C5 | 1.420 (7) |
Co1—O1 | 2.118 (3) | C4—C8 | 1.431 (7) |
Co1—N6i | 2.149 (4) | C5—C6 | 1.407 (7) |
Co1—N7 | 2.149 (4) | C5—H5 | 0.9800 |
Co1—N1 | 2.156 (3) | C6—C7 | 1.411 (8) |
Co1—N12ii | 2.157 (4) | C6—H6 | 0.9800 |
Fe1—C5 | 2.023 (4) | C7—C8 | 1.399 (8) |
Fe1—C9 | 2.030 (5) | C7—H7 | 0.9800 |
Fe1—C4 | 2.029 (4) | C8—H8 | 0.9800 |
Fe1—C13 | 2.038 (5) | C9—C13 | 1.421 (7) |
Fe1—C10 | 2.037 (5) | C9—C10 | 1.428 (7) |
Fe1—C6 | 2.038 (5) | C9—C14 | 1.487 (7) |
Fe1—C11 | 2.043 (5) | C10—C11 | 1.395 (8) |
Fe1—C12 | 2.045 (6) | C10—H10 | 0.9800 |
Fe1—C7 | 2.052 (5) | C11—C12 | 1.400 (9) |
Fe1—C8 | 2.057 (5) | C11—H11 | 0.9800 |
Fe2—C25 | 2.019 (4) | C12—C13 | 1.412 (8) |
Fe2—C21 | 2.024 (6) | C12—H12 | 0.9800 |
Fe2—C26 | 2.027 (5) | C13—H13 | 0.9800 |
Fe2—C22 | 2.029 (7) | C14—H14A | 0.9700 |
Fe2—C29 | 2.031 (6) | C14—H14B | 0.9700 |
Fe2—C20 | 2.031 (5) | C15—H15 | 0.9300 |
Fe2—C23 | 2.036 (6) | C16—H16 | 0.9300 |
Fe2—C24 | 2.039 (5) | C17—H17 | 0.9300 |
Fe2—C27 | 2.045 (6) | C18—H18 | 0.9300 |
Fe2—C28 | 2.046 (7) | C19—C20 | 1.497 (8) |
Cl1—O8 | 1.320 (8) | C19—H19A | 0.9700 |
Cl1—O7 | 1.329 (10) | C19—H19B | 0.9700 |
Cl1—O6 | 1.349 (7) | C20—C21 | 1.402 (8) |
Cl1—O5 | 1.357 (6) | C20—C24 | 1.443 (8) |
Cl2—O9 | 1.389 (5) | C21—C22 | 1.418 (9) |
Cl2—O11 | 1.397 (5) | C21—H21 | 0.9800 |
Cl2—O10 | 1.406 (6) | C22—C23 | 1.385 (11) |
Cl2—O12 | 1.446 (6) | C22—H22 | 0.9800 |
O1—C33 | 1.428 (6) | C23—C24 | 1.390 (10) |
O1—H1D | 0.9286 | C23—H23 | 0.9800 |
O2—C35 | 1.427 (7) | C24—H24 | 0.9800 |
O2—H2D | 0.8200 | C25—C29 | 1.407 (8) |
O3—C37 | 1.445 (8) | C25—C26 | 1.421 (7) |
O3—H3D | 0.8545 | C25—C30 | 1.483 (7) |
O4—C39 | 1.437 (8) | C26—C27 | 1.408 (10) |
O4—H4D | 0.8430 | C26—H26 | 0.9800 |
O13—H1W | 0.8548 | C27—C28 | 1.400 (11) |
O13—H2W | 0.9031 | C27—H27 | 0.9800 |
N1—C2 | 1.329 (6) | C28—C29 | 1.426 (9) |
N1—C1 | 1.357 (6) | C28—H28 | 0.9800 |
N2—C1 | 1.304 (6) | C29—H29 | 0.9800 |
N2—N3 | 1.345 (5) | C30—H30A | 0.9700 |
N3—C2 | 1.317 (5) | C30—H30B | 0.9700 |
N3—C3 | 1.481 (5) | C31—H31 | 0.9300 |
N4—C15 | 1.317 (6) | C32—H32 | 0.9300 |
N4—N5 | 1.357 (5) | C33—C34 | 1.497 (8) |
N4—C14 | 1.470 (6) | C33—H33A | 0.9700 |
N5—C16 | 1.310 (7) | C33—H33B | 0.9700 |
N6—C15 | 1.329 (6) | C34—H34A | 0.9600 |
N6—C16 | 1.346 (6) | C34—H34B | 0.9600 |
N6—Co1iii | 2.149 (4) | C34—H34C | 0.9600 |
N7—C18 | 1.333 (6) | C35—C36 | 1.468 (8) |
N7—C17 | 1.363 (6) | C35—H35A | 0.9700 |
N8—C17 | 1.296 (6) | C35—H35B | 0.9700 |
N8—N9 | 1.357 (5) | C36—H36A | 0.9600 |
N9—C18 | 1.308 (6) | C36—H36B | 0.9600 |
N9—C19 | 1.469 (6) | C36—H36C | 0.9600 |
N10—C31 | 1.323 (6) | C37—C38 | 1.480 (9) |
N10—N11 | 1.357 (6) | C37—H37A | 0.9700 |
N10—C30 | 1.473 (6) | C37—H37B | 0.9700 |
N11—C32 | 1.305 (6) | C38—H38A | 0.9600 |
N12—C31 | 1.314 (6) | C38—H38B | 0.9600 |
N12—C32 | 1.353 (6) | C38—H38C | 0.9600 |
N12—Co1iv | 2.157 (4) | C39—C40 | 1.446 (9) |
C1—H1 | 0.9300 | C39—H39A | 0.9700 |
C2—H2A | 0.9300 | C39—H39B | 0.9700 |
C3—C4 | 1.491 (7) | C40—H40A | 0.9600 |
C3—H3A | 0.9700 | C40—H40B | 0.9600 |
C3—H3B | 0.9700 | C40—H40C | 0.9600 |
O13—Co1—O1 | 177.28 (14) | C8—C7—Fe1 | 70.3 (3) |
O13—Co1—N6i | 88.06 (15) | C6—C7—Fe1 | 69.3 (3) |
O1—Co1—N6i | 89.30 (15) | C8—C7—H7 | 125.9 |
O13—Co1—N7 | 89.14 (16) | C6—C7—H7 | 125.9 |
O1—Co1—N7 | 93.51 (15) | Fe1—C7—H7 | 125.9 |
N6i—Co1—N7 | 177.00 (16) | C7—C8—C4 | 108.3 (5) |
O13—Co1—N1 | 90.49 (14) | C7—C8—Fe1 | 69.9 (3) |
O1—Co1—N1 | 88.92 (13) | C4—C8—Fe1 | 68.4 (3) |
N6i—Co1—N1 | 91.48 (14) | C7—C8—H8 | 125.8 |
N7—Co1—N1 | 89.63 (14) | C4—C8—H8 | 125.8 |
O13—Co1—N12ii | 91.36 (15) | Fe1—C8—H8 | 125.8 |
O1—Co1—N12ii | 89.25 (14) | C13—C9—C10 | 107.1 (5) |
N6i—Co1—N12ii | 89.05 (15) | C13—C9—C14 | 126.3 (5) |
N7—Co1—N12ii | 89.94 (15) | C10—C9—C14 | 126.4 (5) |
N1—Co1—N12ii | 178.09 (16) | C13—C9—Fe1 | 69.8 (3) |
C5—Fe1—C9 | 106.20 (19) | C10—C9—Fe1 | 69.7 (3) |
C5—Fe1—C4 | 41.01 (18) | C14—C9—Fe1 | 122.3 (3) |
C9—Fe1—C4 | 131.56 (19) | C11—C10—C9 | 108.2 (5) |
C5—Fe1—C13 | 113.0 (2) | C11—C10—Fe1 | 70.2 (3) |
C9—Fe1—C13 | 40.9 (2) | C9—C10—Fe1 | 69.2 (3) |
C4—Fe1—C13 | 109.0 (2) | C11—C10—H10 | 125.9 |
C5—Fe1—C10 | 131.3 (2) | C9—C10—H10 | 125.9 |
C9—Fe1—C10 | 41.1 (2) | Fe1—C10—H10 | 125.9 |
C4—Fe1—C10 | 171.2 (2) | C10—C11—C12 | 108.6 (6) |
C13—Fe1—C10 | 68.4 (2) | C10—C11—Fe1 | 69.8 (3) |
C5—Fe1—C6 | 40.5 (2) | C12—C11—Fe1 | 70.0 (3) |
C9—Fe1—C6 | 112.0 (2) | C10—C11—H11 | 125.7 |
C4—Fe1—C6 | 68.5 (2) | C12—C11—H11 | 125.7 |
C13—Fe1—C6 | 143.5 (2) | Fe1—C11—H11 | 125.7 |
C10—Fe1—C6 | 108.2 (2) | C11—C12—C13 | 108.5 (5) |
C5—Fe1—C11 | 171.0 (2) | C11—C12—Fe1 | 69.9 (3) |
C9—Fe1—C11 | 68.3 (2) | C13—C12—Fe1 | 69.5 (3) |
C4—Fe1—C11 | 147.9 (2) | C11—C12—H12 | 125.8 |
C13—Fe1—C11 | 68.0 (3) | C13—C12—H12 | 125.8 |
C10—Fe1—C11 | 40.0 (2) | Fe1—C12—H12 | 125.8 |
C6—Fe1—C11 | 133.7 (3) | C12—C13—C9 | 107.6 (5) |
C5—Fe1—C12 | 145.9 (3) | C12—C13—Fe1 | 70.0 (3) |
C9—Fe1—C12 | 68.3 (2) | C9—C13—Fe1 | 69.3 (3) |
C4—Fe1—C12 | 116.5 (2) | C12—C13—H13 | 126.2 |
C13—Fe1—C12 | 40.5 (2) | C9—C13—H13 | 126.2 |
C10—Fe1—C12 | 67.5 (3) | Fe1—C13—H13 | 126.2 |
C6—Fe1—C12 | 173.6 (3) | N4—C14—C9 | 113.0 (4) |
C11—Fe1—C12 | 40.0 (3) | N4—C14—H14A | 109.0 |
C5—Fe1—C7 | 68.2 (2) | C9—C14—H14A | 109.0 |
C9—Fe1—C7 | 144.1 (2) | N4—C14—H14B | 109.0 |
C4—Fe1—C7 | 68.4 (2) | C9—C14—H14B | 109.0 |
C13—Fe1—C7 | 174.9 (2) | H14A—C14—H14B | 107.8 |
C10—Fe1—C7 | 114.8 (2) | N4—C15—N6 | 110.9 (4) |
C6—Fe1—C7 | 40.4 (2) | N4—C15—H15 | 124.6 |
C11—Fe1—C7 | 111.7 (3) | N6—C15—H15 | 124.6 |
C12—Fe1—C7 | 136.1 (3) | N5—C16—N6 | 114.8 (4) |
C5—Fe1—C8 | 68.32 (19) | N5—C16—H16 | 122.6 |
C9—Fe1—C8 | 172.51 (19) | N6—C16—H16 | 122.6 |
C4—Fe1—C8 | 40.98 (19) | N8—C17—N7 | 114.6 (4) |
C13—Fe1—C8 | 135.5 (2) | N8—C17—H17 | 122.7 |
C10—Fe1—C8 | 146.4 (2) | N7—C17—H17 | 122.7 |
C6—Fe1—C8 | 67.5 (2) | N9—C18—N7 | 110.6 (4) |
C11—Fe1—C8 | 117.8 (2) | N9—C18—H18 | 124.7 |
C12—Fe1—C8 | 113.1 (2) | N7—C18—H18 | 124.7 |
C7—Fe1—C8 | 39.8 (2) | N9—C19—C20 | 109.7 (4) |
C25—Fe2—C21 | 107.4 (2) | N9—C19—H19A | 109.7 |
C25—Fe2—C26 | 41.13 (19) | C20—C19—H19A | 109.7 |
C21—Fe2—C26 | 128.2 (3) | N9—C19—H19B | 109.7 |
C25—Fe2—C22 | 117.2 (3) | C20—C19—H19B | 109.7 |
C21—Fe2—C22 | 41.0 (3) | H19A—C19—H19B | 108.2 |
C26—Fe2—C22 | 107.4 (3) | C21—C20—C24 | 106.0 (5) |
C25—Fe2—C29 | 40.7 (2) | C21—C20—C19 | 126.8 (5) |
C21—Fe2—C29 | 117.6 (3) | C24—C20—C19 | 127.0 (5) |
C26—Fe2—C29 | 68.6 (2) | C21—C20—Fe2 | 69.5 (3) |
C22—Fe2—C29 | 151.0 (3) | C24—C20—Fe2 | 69.5 (3) |
C25—Fe2—C20 | 127.6 (2) | C19—C20—Fe2 | 128.1 (4) |
C21—Fe2—C20 | 40.5 (2) | C20—C21—C22 | 108.8 (6) |
C26—Fe2—C20 | 166.1 (2) | C20—C21—Fe2 | 70.0 (3) |
C22—Fe2—C20 | 68.8 (2) | C22—C21—Fe2 | 69.7 (4) |
C29—Fe2—C20 | 107.8 (2) | C20—C21—H21 | 125.6 |
C25—Fe2—C23 | 150.5 (3) | C22—C21—H21 | 125.6 |
C21—Fe2—C23 | 67.9 (3) | Fe2—C21—H21 | 125.6 |
C26—Fe2—C23 | 117.5 (3) | C23—C22—C21 | 107.9 (7) |
C22—Fe2—C23 | 39.8 (3) | C23—C22—Fe2 | 70.3 (4) |
C29—Fe2—C23 | 167.9 (3) | C21—C22—Fe2 | 69.4 (4) |
C20—Fe2—C23 | 68.8 (2) | C23—C22—H22 | 126.0 |
C25—Fe2—C24 | 167.6 (2) | C21—C22—H22 | 126.0 |
C21—Fe2—C24 | 68.0 (3) | Fe2—C22—H22 | 126.0 |
C26—Fe2—C24 | 150.7 (2) | C22—C23—C24 | 108.9 (7) |
C22—Fe2—C24 | 67.4 (3) | C22—C23—Fe2 | 69.8 (4) |
C29—Fe2—C24 | 130.1 (3) | C24—C23—Fe2 | 70.2 (4) |
C20—Fe2—C24 | 41.5 (2) | C22—C23—H23 | 125.5 |
C23—Fe2—C24 | 39.9 (3) | C24—C23—H23 | 125.5 |
C25—Fe2—C27 | 68.6 (2) | Fe2—C23—H23 | 125.5 |
C21—Fe2—C27 | 166.3 (3) | C23—C24—C20 | 108.3 (6) |
C26—Fe2—C27 | 40.4 (3) | C23—C24—Fe2 | 69.9 (3) |
C22—Fe2—C27 | 128.1 (3) | C20—C24—Fe2 | 68.9 (3) |
C29—Fe2—C27 | 68.5 (3) | C23—C24—H24 | 125.9 |
C20—Fe2—C27 | 152.2 (3) | C20—C24—H24 | 125.9 |
C23—Fe2—C27 | 108.8 (3) | Fe2—C24—H24 | 125.9 |
C24—Fe2—C27 | 118.6 (3) | C29—C25—C26 | 107.9 (5) |
C25—Fe2—C28 | 68.3 (2) | C29—C25—C30 | 126.7 (5) |
C21—Fe2—C28 | 152.1 (3) | C26—C25—C30 | 125.3 (5) |
C26—Fe2—C28 | 67.8 (3) | C29—C25—Fe2 | 70.1 (3) |
C22—Fe2—C28 | 166.2 (4) | C26—C25—Fe2 | 69.8 (3) |
C29—Fe2—C28 | 40.9 (3) | C30—C25—Fe2 | 124.2 (3) |
C20—Fe2—C28 | 119.0 (3) | C27—C26—C25 | 108.2 (6) |
C23—Fe2—C28 | 129.6 (4) | C27—C26—Fe2 | 70.5 (3) |
C24—Fe2—C28 | 110.0 (3) | C25—C26—Fe2 | 69.1 (3) |
C27—Fe2—C28 | 40.0 (3) | C27—C26—H26 | 125.9 |
O8—Cl1—O7 | 106.4 (8) | C25—C26—H26 | 125.9 |
O8—Cl1—O6 | 109.8 (8) | Fe2—C26—H26 | 125.9 |
O7—Cl1—O6 | 107.1 (9) | C28—C27—C26 | 108.0 (6) |
O8—Cl1—O5 | 114.2 (6) | C28—C27—Fe2 | 70.0 (4) |
O7—Cl1—O5 | 112.7 (7) | C26—C27—Fe2 | 69.1 (3) |
O6—Cl1—O5 | 106.5 (5) | C28—C27—H27 | 126.0 |
O9—Cl2—O11 | 109.8 (4) | C26—C27—H27 | 126.0 |
O9—Cl2—O10 | 112.8 (5) | Fe2—C27—H27 | 126.0 |
O11—Cl2—O10 | 109.6 (4) | C27—C28—C29 | 108.5 (6) |
O9—Cl2—O12 | 105.6 (4) | C27—C28—Fe2 | 70.0 (4) |
O11—Cl2—O12 | 108.6 (5) | C29—C28—Fe2 | 69.0 (4) |
O10—Cl2—O12 | 110.3 (4) | C27—C28—H28 | 125.7 |
C33—O1—Co1 | 129.8 (3) | C29—C28—H28 | 125.7 |
C33—O1—H1D | 114.6 | Fe2—C28—H28 | 125.7 |
Co1—O1—H1D | 113.0 | C25—C29—C28 | 107.4 (6) |
C35—O2—H2D | 109.5 | C25—C29—Fe2 | 69.2 (3) |
C37—O3—H3D | 109.6 | C28—C29—Fe2 | 70.1 (4) |
C39—O4—H4D | 107.3 | C25—C29—H29 | 126.3 |
Co1—O13—H1W | 115.8 | C28—C29—H29 | 126.3 |
Co1—O13—H2W | 128.1 | Fe2—C29—H29 | 126.3 |
H1W—O13—H2W | 113.2 | N10—C30—C25 | 112.5 (4) |
C2—N1—C1 | 102.1 (4) | N10—C30—H30A | 109.1 |
C2—N1—Co1 | 130.7 (3) | C25—C30—H30A | 109.1 |
C1—N1—Co1 | 127.0 (3) | N10—C30—H30B | 109.1 |
C1—N2—N3 | 102.6 (4) | C25—C30—H30B | 109.1 |
C2—N3—N2 | 110.5 (4) | H30A—C30—H30B | 107.8 |
C2—N3—C3 | 128.7 (4) | N12—C31—N10 | 110.5 (4) |
N2—N3—C3 | 120.8 (4) | N12—C31—H31 | 124.7 |
C15—N4—N5 | 109.2 (4) | N10—C31—H31 | 124.7 |
C15—N4—C14 | 129.2 (4) | N11—C32—N12 | 115.0 (5) |
N5—N4—C14 | 121.5 (4) | N11—C32—H32 | 122.5 |
C16—N5—N4 | 102.8 (4) | N12—C32—H32 | 122.5 |
C15—N6—C16 | 102.2 (4) | O1—C33—C34 | 113.3 (5) |
C15—N6—Co1iii | 128.0 (3) | O1—C33—H33A | 108.9 |
C16—N6—Co1iii | 129.8 (3) | C34—C33—H33A | 108.9 |
C18—N7—C17 | 101.9 (4) | O1—C33—H33B | 108.9 |
C18—N7—Co1 | 130.2 (3) | C34—C33—H33B | 108.9 |
C17—N7—Co1 | 127.7 (3) | H33A—C33—H33B | 107.7 |
C17—N8—N9 | 103.0 (4) | C33—C34—H34A | 109.5 |
C18—N9—N8 | 109.8 (4) | C33—C34—H34B | 109.5 |
C18—N9—C19 | 128.5 (4) | H34A—C34—H34B | 109.5 |
N8—N9—C19 | 121.7 (4) | C33—C34—H34C | 109.5 |
C31—N10—N11 | 109.7 (4) | H34A—C34—H34C | 109.5 |
C31—N10—C30 | 128.8 (5) | H34B—C34—H34C | 109.5 |
N11—N10—C30 | 121.2 (4) | O2—C35—C36 | 117.9 (8) |
C32—N11—N10 | 102.2 (4) | O2—C35—H35A | 107.8 |
C31—N12—C32 | 102.5 (4) | C36—C35—H35A | 107.8 |
C31—N12—Co1iv | 130.2 (3) | O2—C35—H35B | 107.8 |
C32—N12—Co1iv | 127.2 (3) | C36—C35—H35B | 107.8 |
N2—C1—N1 | 114.8 (4) | H35A—C35—H35B | 107.2 |
N2—C1—H1 | 122.6 | C35—C36—H36A | 109.5 |
N1—C1—H1 | 122.6 | C35—C36—H36B | 109.5 |
N3—C2—N1 | 110.0 (4) | H36A—C36—H36B | 109.5 |
N3—C2—H2A | 125.0 | C35—C36—H36C | 109.5 |
N1—C2—H2A | 125.0 | H36A—C36—H36C | 109.5 |
N3—C3—C4 | 112.0 (4) | H36B—C36—H36C | 109.5 |
N3—C3—H3A | 109.2 | O3—C37—C38 | 112.9 (9) |
C4—C3—H3A | 109.2 | O3—C37—H37A | 109.0 |
N3—C3—H3B | 109.2 | C38—C37—H37A | 109.0 |
C4—C3—H3B | 109.2 | O3—C37—H37B | 109.0 |
H3A—C3—H3B | 107.9 | C38—C37—H37B | 109.0 |
C5—C4—C8 | 107.0 (4) | H37A—C37—H37B | 107.8 |
C5—C4—C3 | 126.9 (4) | C37—C38—H38A | 109.5 |
C8—C4—C3 | 126.1 (5) | C37—C38—H38B | 109.5 |
C5—C4—Fe1 | 69.3 (2) | H38A—C38—H38B | 109.5 |
C8—C4—Fe1 | 70.6 (3) | C37—C38—H38C | 109.5 |
C3—C4—Fe1 | 124.6 (3) | H38A—C38—H38C | 109.5 |
C6—C5—C4 | 108.1 (4) | H38B—C38—H38C | 109.5 |
C6—C5—Fe1 | 70.3 (3) | O4—C39—C40 | 117.5 (9) |
C4—C5—Fe1 | 69.7 (3) | O4—C39—H39A | 107.9 |
C6—C5—H5 | 125.9 | C40—C39—H39A | 107.9 |
C4—C5—H5 | 125.9 | O4—C39—H39B | 107.9 |
Fe1—C5—H5 | 125.9 | C40—C39—H39B | 107.9 |
C5—C6—C7 | 108.4 (5) | H39A—C39—H39B | 107.2 |
C5—C6—Fe1 | 69.2 (3) | C39—C40—H40A | 109.5 |
C7—C6—Fe1 | 70.4 (3) | C39—C40—H40B | 109.5 |
C5—C6—H6 | 125.8 | H40A—C40—H40B | 109.5 |
C7—C6—H6 | 125.8 | C39—C40—H40C | 109.5 |
Fe1—C6—H6 | 125.8 | H40A—C40—H40C | 109.5 |
C8—C7—C6 | 108.2 (5) | H40B—C40—H40C | 109.5 |
N6i—Co1—O1—C33 | 175.9 (4) | C15—N6—C16—N5 | 1.4 (7) |
N7—Co1—O1—C33 | −3.0 (4) | Co1iii—N6—C16—N5 | −176.0 (4) |
N1—Co1—O1—C33 | −92.6 (4) | N9—N8—C17—N7 | 0.0 (6) |
N12ii—Co1—O1—C33 | 86.9 (4) | C18—N7—C17—N8 | 0.5 (7) |
O13—Co1—N1—C2 | 9.4 (4) | Co1—N7—C17—N8 | −173.9 (4) |
O1—Co1—N1—C2 | −167.9 (4) | N8—N9—C18—N7 | 0.9 (6) |
N6i—Co1—N1—C2 | −78.7 (4) | C19—N9—C18—N7 | −178.2 (5) |
N7—Co1—N1—C2 | 98.5 (4) | C17—N7—C18—N9 | −0.8 (6) |
O13—Co1—N1—C1 | −165.6 (4) | Co1—N7—C18—N9 | 173.3 (3) |
O1—Co1—N1—C1 | 17.0 (4) | C18—N9—C19—C20 | 122.1 (6) |
N6i—Co1—N1—C1 | 106.3 (4) | N8—N9—C19—C20 | −57.0 (6) |
N7—Co1—N1—C1 | −76.5 (4) | N9—C19—C20—C21 | −75.0 (6) |
C1—N2—N3—C2 | −0.5 (6) | N9—C19—C20—C24 | 101.1 (6) |
C1—N2—N3—C3 | 176.4 (4) | N9—C19—C20—Fe2 | −166.9 (4) |
C15—N4—N5—C16 | 0.8 (6) | C25—Fe2—C20—C21 | −71.2 (4) |
C14—N4—N5—C16 | 179.5 (5) | C26—Fe2—C20—C21 | −39.1 (12) |
O13—Co1—N7—C18 | −101.5 (5) | C22—Fe2—C20—C21 | 37.5 (4) |
O1—Co1—N7—C18 | 79.1 (5) | C29—Fe2—C20—C21 | −111.9 (4) |
N1—Co1—N7—C18 | 168.0 (5) | C23—Fe2—C20—C21 | 80.4 (4) |
N12ii—Co1—N7—C18 | −10.1 (5) | C24—Fe2—C20—C21 | 117.0 (5) |
O13—Co1—N7—C17 | 71.3 (5) | C27—Fe2—C20—C21 | 170.6 (6) |
O1—Co1—N7—C17 | −108.1 (5) | C28—Fe2—C20—C21 | −155.1 (4) |
N1—Co1—N7—C17 | −19.2 (5) | C25—Fe2—C20—C24 | 171.8 (4) |
N12ii—Co1—N7—C17 | 162.7 (5) | C21—Fe2—C20—C24 | −117.0 (5) |
C17—N8—N9—C18 | −0.6 (6) | C26—Fe2—C20—C24 | −156.1 (10) |
C17—N8—N9—C19 | 178.7 (5) | C22—Fe2—C20—C24 | −79.5 (5) |
C31—N10—N11—C32 | −0.3 (6) | C29—Fe2—C20—C24 | 131.1 (4) |
C30—N10—N11—C32 | −175.5 (5) | C23—Fe2—C20—C24 | −36.6 (5) |
N3—N2—C1—N1 | 1.0 (6) | C27—Fe2—C20—C24 | 53.6 (7) |
C2—N1—C1—N2 | −1.2 (6) | C28—Fe2—C20—C24 | 87.9 (5) |
Co1—N1—C1—N2 | 174.9 (4) | C25—Fe2—C20—C19 | 50.2 (6) |
N2—N3—C2—N1 | −0.3 (6) | C21—Fe2—C20—C19 | 121.4 (6) |
C3—N3—C2—N1 | −176.8 (4) | C26—Fe2—C20—C19 | 82.3 (12) |
C1—N1—C2—N3 | 0.8 (5) | C22—Fe2—C20—C19 | 158.9 (6) |
Co1—N1—C2—N3 | −175.1 (3) | C29—Fe2—C20—C19 | 9.5 (5) |
C2—N3—C3—C4 | −123.2 (5) | C23—Fe2—C20—C19 | −158.3 (6) |
N2—N3—C3—C4 | 60.6 (6) | C24—Fe2—C20—C19 | −121.6 (7) |
N3—C3—C4—C5 | 79.9 (6) | C27—Fe2—C20—C19 | −68.1 (8) |
N3—C3—C4—C8 | −101.1 (5) | C28—Fe2—C20—C19 | −33.7 (6) |
N3—C3—C4—Fe1 | 168.8 (3) | C24—C20—C21—C22 | 1.2 (6) |
C9—Fe1—C4—C5 | 63.2 (4) | C19—C20—C21—C22 | 178.0 (5) |
C13—Fe1—C4—C5 | 103.4 (3) | Fe2—C20—C21—C22 | −59.1 (4) |
C6—Fe1—C4—C5 | −37.7 (3) | C24—C20—C21—Fe2 | 60.3 (3) |
C11—Fe1—C4—C5 | −177.9 (4) | C19—C20—C21—Fe2 | −122.9 (5) |
C12—Fe1—C4—C5 | 146.8 (3) | C25—Fe2—C21—C20 | 128.2 (3) |
C7—Fe1—C4—C5 | −81.2 (3) | C26—Fe2—C21—C20 | 168.9 (3) |
C8—Fe1—C4—C5 | −117.7 (4) | C22—Fe2—C21—C20 | −120.0 (5) |
C5—Fe1—C4—C8 | 117.7 (4) | C29—Fe2—C21—C20 | 85.4 (4) |
C9—Fe1—C4—C8 | −179.1 (3) | C23—Fe2—C21—C20 | −82.8 (4) |
C13—Fe1—C4—C8 | −138.8 (3) | C24—Fe2—C21—C20 | −39.6 (4) |
C6—Fe1—C4—C8 | 80.0 (3) | C27—Fe2—C21—C20 | −161.1 (10) |
C11—Fe1—C4—C8 | −60.2 (6) | C28—Fe2—C21—C20 | 51.9 (7) |
C12—Fe1—C4—C8 | −95.5 (4) | C25—Fe2—C21—C22 | −111.8 (4) |
C7—Fe1—C4—C8 | 36.5 (3) | C26—Fe2—C21—C22 | −71.1 (5) |
C5—Fe1—C4—C3 | −121.2 (5) | C29—Fe2—C21—C22 | −154.6 (4) |
C9—Fe1—C4—C3 | −58.1 (5) | C20—Fe2—C21—C22 | 120.0 (5) |
C13—Fe1—C4—C3 | −17.8 (5) | C23—Fe2—C21—C22 | 37.2 (4) |
C6—Fe1—C4—C3 | −158.9 (5) | C24—Fe2—C21—C22 | 80.4 (5) |
C11—Fe1—C4—C3 | 60.9 (6) | C27—Fe2—C21—C22 | −41.1 (12) |
C12—Fe1—C4—C3 | 25.6 (5) | C28—Fe2—C21—C22 | 171.9 (5) |
C7—Fe1—C4—C3 | 157.5 (5) | C20—C21—C22—C23 | −0.7 (7) |
C8—Fe1—C4—C3 | 121.0 (5) | Fe2—C21—C22—C23 | −60.0 (5) |
C8—C4—C5—C6 | −0.8 (5) | C20—C21—C22—Fe2 | 59.3 (4) |
C3—C4—C5—C6 | 178.4 (4) | C25—Fe2—C22—C23 | −155.7 (4) |
Fe1—C4—C5—C6 | 60.0 (3) | C21—Fe2—C22—C23 | 119.0 (6) |
C8—C4—C5—Fe1 | −60.8 (3) | C26—Fe2—C22—C23 | −112.3 (4) |
C3—C4—C5—Fe1 | 118.4 (5) | C29—Fe2—C22—C23 | 170.6 (5) |
C9—Fe1—C5—C6 | 105.1 (3) | C20—Fe2—C22—C23 | 81.9 (4) |
C4—Fe1—C5—C6 | −119.0 (4) | C24—Fe2—C22—C23 | 37.0 (4) |
C13—Fe1—C5—C6 | 148.0 (3) | C27—Fe2—C22—C23 | −72.4 (5) |
C10—Fe1—C5—C6 | 67.2 (4) | C28—Fe2—C22—C23 | −45.0 (14) |
C12—Fe1—C5—C6 | −179.9 (4) | C25—Fe2—C22—C21 | 85.4 (4) |
C7—Fe1—C5—C6 | −37.3 (3) | C26—Fe2—C22—C21 | 128.8 (4) |
C8—Fe1—C5—C6 | −80.3 (3) | C29—Fe2—C22—C21 | 51.6 (7) |
C9—Fe1—C5—C4 | −135.9 (3) | C20—Fe2—C22—C21 | −37.1 (3) |
C13—Fe1—C5—C4 | −93.0 (3) | C23—Fe2—C22—C21 | −119.0 (6) |
C10—Fe1—C5—C4 | −173.8 (3) | C24—Fe2—C22—C21 | −82.0 (4) |
C6—Fe1—C5—C4 | 119.0 (4) | C27—Fe2—C22—C21 | 168.6 (4) |
C12—Fe1—C5—C4 | −60.9 (5) | C28—Fe2—C22—C21 | −163.9 (11) |
C7—Fe1—C5—C4 | 81.7 (3) | C21—C22—C23—C24 | −0.1 (8) |
C8—Fe1—C5—C4 | 38.7 (3) | Fe2—C22—C23—C24 | −59.5 (5) |
C4—C5—C6—C7 | 0.0 (6) | C21—C22—C23—Fe2 | 59.4 (4) |
Fe1—C5—C6—C7 | 59.6 (4) | C25—Fe2—C23—C22 | 48.0 (7) |
C4—C5—C6—Fe1 | −59.7 (3) | C21—Fe2—C23—C22 | −38.3 (4) |
C9—Fe1—C6—C5 | −89.5 (3) | C26—Fe2—C23—C22 | 84.5 (5) |
C4—Fe1—C6—C5 | 38.1 (3) | C29—Fe2—C23—C22 | −157.7 (12) |
C13—Fe1—C6—C5 | −55.1 (5) | C20—Fe2—C23—C22 | −81.9 (4) |
C10—Fe1—C6—C5 | −133.2 (3) | C24—Fe2—C23—C22 | −120.0 (6) |
C11—Fe1—C6—C5 | −169.9 (3) | C27—Fe2—C23—C22 | 127.6 (5) |
C7—Fe1—C6—C5 | 119.6 (4) | C28—Fe2—C23—C22 | 167.4 (5) |
C8—Fe1—C6—C5 | 82.4 (3) | C25—Fe2—C23—C24 | 168.0 (4) |
C5—Fe1—C6—C7 | −119.6 (4) | C21—Fe2—C23—C24 | 81.7 (4) |
C9—Fe1—C6—C7 | 150.9 (3) | C26—Fe2—C23—C24 | −155.5 (4) |
C4—Fe1—C6—C7 | −81.5 (3) | C22—Fe2—C23—C24 | 120.0 (6) |
C13—Fe1—C6—C7 | −174.7 (3) | C29—Fe2—C23—C24 | −37.7 (15) |
C10—Fe1—C6—C7 | 107.2 (3) | C20—Fe2—C23—C24 | 38.1 (4) |
C11—Fe1—C6—C7 | 70.5 (4) | C27—Fe2—C23—C24 | −112.4 (5) |
C8—Fe1—C6—C7 | −37.2 (3) | C28—Fe2—C23—C24 | −72.6 (6) |
C5—C6—C7—C8 | 0.9 (6) | C22—C23—C24—C20 | 0.8 (7) |
Fe1—C6—C7—C8 | 59.7 (4) | Fe2—C23—C24—C20 | −58.4 (4) |
C5—C6—C7—Fe1 | −58.9 (3) | C22—C23—C24—Fe2 | 59.2 (5) |
C5—Fe1—C7—C8 | −81.8 (3) | C21—C20—C24—C23 | −1.3 (6) |
C9—Fe1—C7—C8 | −169.6 (3) | C19—C20—C24—C23 | −178.1 (5) |
C4—Fe1—C7—C8 | −37.5 (3) | Fe2—C20—C24—C23 | 59.0 (4) |
C10—Fe1—C7—C8 | 151.4 (3) | C21—C20—C24—Fe2 | −60.3 (4) |
C6—Fe1—C7—C8 | −119.3 (4) | C19—C20—C24—Fe2 | 122.9 (5) |
C11—Fe1—C7—C8 | 107.9 (4) | C25—Fe2—C24—C23 | −151.7 (11) |
C12—Fe1—C7—C8 | 68.7 (5) | C21—Fe2—C24—C23 | −81.3 (5) |
C5—Fe1—C7—C6 | 37.5 (3) | C26—Fe2—C24—C23 | 48.6 (8) |
C9—Fe1—C7—C6 | −50.2 (5) | C22—Fe2—C24—C23 | −36.9 (5) |
C4—Fe1—C7—C6 | 81.8 (3) | C29—Fe2—C24—C23 | 170.4 (5) |
C10—Fe1—C7—C6 | −89.2 (3) | C20—Fe2—C24—C23 | −119.9 (6) |
C11—Fe1—C7—C6 | −132.8 (3) | C27—Fe2—C24—C23 | 85.4 (6) |
C12—Fe1—C7—C6 | −172.0 (4) | C28—Fe2—C24—C23 | 128.5 (5) |
C8—Fe1—C7—C6 | 119.3 (4) | C25—Fe2—C24—C20 | −31.7 (14) |
C6—C7—C8—C4 | −1.3 (6) | C21—Fe2—C24—C20 | 38.6 (4) |
Fe1—C7—C8—C4 | 57.8 (3) | C26—Fe2—C24—C20 | 168.5 (5) |
C6—C7—C8—Fe1 | −59.1 (4) | C22—Fe2—C24—C20 | 83.0 (4) |
C5—C4—C8—C7 | 1.3 (5) | C29—Fe2—C24—C20 | −69.7 (5) |
C3—C4—C8—C7 | −177.9 (4) | C23—Fe2—C24—C20 | 119.9 (6) |
Fe1—C4—C8—C7 | −58.7 (4) | C27—Fe2—C24—C20 | −154.7 (4) |
C5—C4—C8—Fe1 | 60.0 (3) | C28—Fe2—C24—C20 | −111.6 (4) |
C3—C4—C8—Fe1 | −119.2 (5) | C21—Fe2—C25—C29 | −112.4 (4) |
C5—Fe1—C8—C7 | 81.6 (3) | C26—Fe2—C25—C29 | 118.8 (5) |
C4—Fe1—C8—C7 | 120.3 (5) | C22—Fe2—C25—C29 | −155.6 (4) |
C13—Fe1—C8—C7 | −177.2 (3) | C20—Fe2—C25—C29 | −72.3 (4) |
C10—Fe1—C8—C7 | −51.6 (5) | C23—Fe2—C25—C29 | 172.0 (6) |
C6—Fe1—C8—C7 | 37.7 (3) | C24—Fe2—C25—C29 | −46.2 (13) |
C11—Fe1—C8—C7 | −91.1 (4) | C27—Fe2—C25—C29 | 81.4 (4) |
C12—Fe1—C8—C7 | −135.4 (4) | C28—Fe2—C25—C29 | 38.3 (4) |
C5—Fe1—C8—C4 | −38.7 (3) | C21—Fe2—C25—C26 | 128.8 (4) |
C13—Fe1—C8—C4 | 62.5 (4) | C22—Fe2—C25—C26 | 85.6 (4) |
C10—Fe1—C8—C4 | −171.9 (4) | C29—Fe2—C25—C26 | −118.8 (5) |
C6—Fe1—C8—C4 | −82.6 (3) | C20—Fe2—C25—C26 | 168.8 (4) |
C11—Fe1—C8—C4 | 148.6 (3) | C23—Fe2—C25—C26 | 53.2 (7) |
C12—Fe1—C8—C4 | 104.3 (4) | C24—Fe2—C25—C26 | −165.1 (11) |
C7—Fe1—C8—C4 | −120.3 (5) | C27—Fe2—C25—C26 | −37.4 (5) |
C5—Fe1—C9—C13 | 106.5 (3) | C28—Fe2—C25—C26 | −80.5 (5) |
C4—Fe1—C9—C13 | 69.0 (4) | C21—Fe2—C25—C30 | 9.1 (5) |
C10—Fe1—C9—C13 | −118.0 (4) | C26—Fe2—C25—C30 | −119.6 (6) |
C6—Fe1—C9—C13 | 149.1 (3) | C22—Fe2—C25—C30 | −34.1 (5) |
C11—Fe1—C9—C13 | −81.0 (4) | C29—Fe2—C25—C30 | 121.5 (6) |
C12—Fe1—C9—C13 | −37.8 (3) | C20—Fe2—C25—C30 | 49.2 (5) |
C7—Fe1—C9—C13 | −178.4 (4) | C23—Fe2—C25—C30 | −66.5 (7) |
C5—Fe1—C9—C10 | −135.4 (3) | C24—Fe2—C25—C30 | 75.3 (13) |
C4—Fe1—C9—C10 | −173.0 (3) | C27—Fe2—C25—C30 | −157.0 (6) |
C13—Fe1—C9—C10 | 118.0 (4) | C28—Fe2—C25—C30 | 159.8 (6) |
C6—Fe1—C9—C10 | −92.8 (4) | C29—C25—C26—C27 | −0.1 (6) |
C11—Fe1—C9—C10 | 37.0 (4) | C30—C25—C26—C27 | 178.1 (5) |
C12—Fe1—C9—C10 | 80.3 (4) | Fe2—C25—C26—C27 | 59.9 (4) |
C7—Fe1—C9—C10 | −60.3 (5) | C29—C25—C26—Fe2 | −60.0 (4) |
C5—Fe1—C9—C14 | −14.4 (5) | C30—C25—C26—Fe2 | 118.2 (5) |
C4—Fe1—C9—C14 | −52.0 (5) | C25—Fe2—C26—C27 | −119.3 (6) |
C13—Fe1—C9—C14 | −121.0 (5) | C21—Fe2—C26—C27 | 169.5 (5) |
C10—Fe1—C9—C14 | 121.0 (6) | C22—Fe2—C26—C27 | 129.0 (5) |
C6—Fe1—C9—C14 | 28.2 (5) | C29—Fe2—C26—C27 | −81.5 (5) |
C11—Fe1—C9—C14 | 158.0 (5) | C20—Fe2—C26—C27 | −159.1 (10) |
C12—Fe1—C9—C14 | −158.7 (5) | C23—Fe2—C26—C27 | 87.0 (6) |
C7—Fe1—C9—C14 | 60.6 (6) | C24—Fe2—C26—C27 | 54.2 (8) |
C13—C9—C10—C11 | 0.5 (6) | C28—Fe2—C26—C27 | −37.3 (5) |
C14—C9—C10—C11 | −175.5 (5) | C21—Fe2—C26—C25 | −71.2 (5) |
Fe1—C9—C10—C11 | −59.6 (4) | C22—Fe2—C26—C25 | −111.7 (4) |
C13—C9—C10—Fe1 | 60.1 (3) | C29—Fe2—C26—C25 | 37.8 (3) |
C14—C9—C10—Fe1 | −115.8 (5) | C20—Fe2—C26—C25 | −39.8 (12) |
C5—Fe1—C10—C11 | −176.8 (4) | C23—Fe2—C26—C25 | −153.6 (4) |
C9—Fe1—C10—C11 | 119.4 (5) | C24—Fe2—C26—C25 | 173.5 (5) |
C13—Fe1—C10—C11 | 81.0 (4) | C27—Fe2—C26—C25 | 119.3 (6) |
C6—Fe1—C10—C11 | −137.7 (4) | C28—Fe2—C26—C25 | 82.1 (4) |
C12—Fe1—C10—C11 | 37.2 (4) | C25—C26—C27—C28 | 0.4 (7) |
C7—Fe1—C10—C11 | −94.7 (4) | Fe2—C26—C27—C28 | 59.5 (4) |
C8—Fe1—C10—C11 | −61.1 (6) | C25—C26—C27—Fe2 | −59.0 (4) |
C5—Fe1—C10—C9 | 63.8 (4) | C25—Fe2—C27—C28 | −81.3 (4) |
C13—Fe1—C10—C9 | −38.4 (3) | C21—Fe2—C27—C28 | −156.7 (10) |
C6—Fe1—C10—C9 | 102.9 (3) | C26—Fe2—C27—C28 | −119.3 (6) |
C11—Fe1—C10—C9 | −119.4 (5) | C22—Fe2—C27—C28 | 170.2 (4) |
C12—Fe1—C10—C9 | −82.2 (4) | C29—Fe2—C27—C28 | −37.5 (4) |
C7—Fe1—C10—C9 | 145.8 (3) | C20—Fe2—C27—C28 | 50.1 (7) |
C8—Fe1—C10—C9 | 179.4 (4) | C23—Fe2—C27—C28 | 130.0 (5) |
C9—C10—C11—C12 | −0.5 (6) | C24—Fe2—C27—C28 | 87.5 (5) |
Fe1—C10—C11—C12 | −59.5 (4) | C25—Fe2—C27—C26 | 38.0 (4) |
C9—C10—C11—Fe1 | 59.0 (4) | C21—Fe2—C27—C26 | −37.3 (13) |
C9—Fe1—C11—C10 | −38.0 (4) | C22—Fe2—C27—C26 | −70.5 (5) |
C4—Fe1—C11—C10 | −173.2 (4) | C29—Fe2—C27—C26 | 81.8 (4) |
C13—Fe1—C11—C10 | −82.3 (4) | C20—Fe2—C27—C26 | 169.4 (4) |
C6—Fe1—C11—C10 | 62.2 (5) | C23—Fe2—C27—C26 | −110.7 (5) |
C12—Fe1—C11—C10 | −119.7 (6) | C24—Fe2—C27—C26 | −153.1 (4) |
C7—Fe1—C11—C10 | 103.2 (4) | C28—Fe2—C27—C26 | 119.3 (6) |
C8—Fe1—C11—C10 | 146.8 (4) | C26—C27—C28—C29 | −0.6 (7) |
C9—Fe1—C11—C12 | 81.6 (4) | Fe2—C27—C28—C29 | 58.3 (4) |
C4—Fe1—C11—C12 | −53.5 (6) | C26—C27—C28—Fe2 | −58.9 (4) |
C13—Fe1—C11—C12 | 37.4 (4) | C25—Fe2—C28—C27 | 82.2 (4) |
C10—Fe1—C11—C12 | 119.7 (6) | C21—Fe2—C28—C27 | 168.5 (5) |
C6—Fe1—C11—C12 | −178.2 (4) | C26—Fe2—C28—C27 | 37.7 (4) |
C7—Fe1—C11—C12 | −137.1 (4) | C22—Fe2—C28—C27 | −34.4 (13) |
C8—Fe1—C11—C12 | −93.6 (4) | C29—Fe2—C28—C27 | 120.2 (5) |
C10—C11—C12—C13 | 0.4 (7) | C20—Fe2—C28—C27 | −155.8 (4) |
Fe1—C11—C12—C13 | −59.0 (4) | C23—Fe2—C28—C27 | −70.3 (5) |
C10—C11—C12—Fe1 | 59.3 (4) | C24—Fe2—C28—C27 | −111.0 (4) |
C5—Fe1—C12—C11 | −168.7 (4) | C25—Fe2—C28—C29 | −38.0 (3) |
C9—Fe1—C12—C11 | −81.7 (4) | C21—Fe2—C28—C29 | 48.3 (7) |
C4—Fe1—C12—C11 | 151.5 (3) | C26—Fe2—C28—C29 | −82.5 (4) |
C13—Fe1—C12—C11 | −119.8 (5) | C22—Fe2—C28—C29 | −154.5 (11) |
C10—Fe1—C12—C11 | −37.2 (4) | C20—Fe2—C28—C29 | 84.0 (4) |
C7—Fe1—C12—C11 | 65.9 (5) | C23—Fe2—C28—C29 | 169.5 (4) |
C8—Fe1—C12—C11 | 106.3 (4) | C24—Fe2—C28—C29 | 128.8 (4) |
C5—Fe1—C12—C13 | −48.8 (5) | C27—Fe2—C28—C29 | −120.2 (5) |
C9—Fe1—C12—C13 | 38.1 (3) | C26—C25—C29—C28 | −0.2 (6) |
C4—Fe1—C12—C13 | −88.7 (4) | C30—C25—C29—C28 | −178.4 (5) |
C10—Fe1—C12—C13 | 82.6 (4) | Fe2—C25—C29—C28 | −60.0 (4) |
C11—Fe1—C12—C13 | 119.8 (5) | C26—C25—C29—Fe2 | 59.8 (3) |
C7—Fe1—C12—C13 | −174.3 (3) | C30—C25—C29—Fe2 | −118.4 (5) |
C8—Fe1—C12—C13 | −133.9 (3) | C27—C28—C29—C25 | 0.5 (7) |
C11—C12—C13—C9 | −0.1 (6) | Fe2—C28—C29—C25 | 59.4 (4) |
Fe1—C12—C13—C9 | −59.3 (3) | C27—C28—C29—Fe2 | −58.9 (5) |
C11—C12—C13—Fe1 | 59.2 (4) | C21—Fe2—C29—C25 | 84.7 (4) |
C10—C9—C13—C12 | −0.2 (5) | C26—Fe2—C29—C25 | −38.2 (3) |
C14—C9—C13—C12 | 175.7 (5) | C22—Fe2—C29—C25 | 49.3 (7) |
Fe1—C9—C13—C12 | 59.8 (4) | C20—Fe2—C29—C25 | 127.5 (3) |
C10—C9—C13—Fe1 | −60.0 (3) | C23—Fe2—C29—C25 | −160.9 (12) |
C14—C9—C13—Fe1 | 115.9 (5) | C24—Fe2—C29—C25 | 168.3 (3) |
C5—Fe1—C13—C12 | 152.7 (4) | C27—Fe2—C29—C25 | −81.8 (4) |
C9—Fe1—C13—C12 | −118.8 (5) | C28—Fe2—C29—C25 | −118.5 (6) |
C4—Fe1—C13—C12 | 108.8 (4) | C25—Fe2—C29—C28 | 118.5 (6) |
C10—Fe1—C13—C12 | −80.2 (4) | C21—Fe2—C29—C28 | −156.8 (4) |
C6—Fe1—C13—C12 | −171.9 (4) | C26—Fe2—C29—C28 | 80.3 (5) |
C11—Fe1—C13—C12 | −37.0 (4) | C22—Fe2—C29—C28 | 167.8 (6) |
C8—Fe1—C13—C12 | 70.8 (5) | C20—Fe2—C29—C28 | −114.0 (4) |
C5—Fe1—C13—C9 | −88.5 (3) | C23—Fe2—C29—C28 | −42.4 (14) |
C4—Fe1—C13—C9 | −132.4 (3) | C24—Fe2—C29—C28 | −73.2 (5) |
C10—Fe1—C13—C9 | 38.6 (3) | C27—Fe2—C29—C28 | 36.7 (4) |
C6—Fe1—C13—C9 | −53.1 (5) | C31—N10—C30—C25 | 129.5 (6) |
C11—Fe1—C13—C9 | 81.8 (3) | N11—N10—C30—C25 | −56.3 (7) |
C12—Fe1—C13—C9 | 118.8 (5) | C29—C25—C30—N10 | −87.9 (6) |
C8—Fe1—C13—C9 | −170.4 (3) | C26—C25—C30—N10 | 94.2 (6) |
C15—N4—C14—C9 | −108.1 (6) | Fe2—C25—C30—N10 | −177.6 (3) |
N5—N4—C14—C9 | 73.5 (6) | C32—N12—C31—N10 | −1.0 (6) |
C13—C9—C14—N4 | 91.0 (6) | Co1iv—N12—C31—N10 | 177.3 (3) |
C10—C9—C14—N4 | −93.9 (6) | N11—N10—C31—N12 | 0.8 (6) |
Fe1—C9—C14—N4 | 178.6 (3) | C30—N10—C31—N12 | 175.6 (5) |
N5—N4—C15—N6 | 0.0 (6) | N10—N11—C32—N12 | −0.3 (6) |
C14—N4—C15—N6 | −178.5 (4) | C31—N12—C32—N11 | 0.8 (6) |
C16—N6—C15—N4 | −0.8 (6) | Co1iv—N12—C32—N11 | −177.5 (4) |
Co1iii—N6—C15—N4 | 176.7 (3) | Co1—O1—C33—C34 | 158.2 (4) |
N4—N5—C16—N6 | −1.4 (7) |
Symmetry codes: (i) −x+3/2, y+1/2, −z+1/2; (ii) −x+3/2, y+1/2, −z+3/2; (iii) −x+3/2, y−1/2, −z+1/2; (iv) −x+3/2, y−1/2, −z+3/2. |
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1D···O2 | 0.93 | 1.74 | 2.665 (6) | 174 |
O2—H2D···Cl2ii | 0.82 | 2.87 | 3.620 (6) | 153 |
O3—H3D···O8 | 0.85 | 2.08 | 2.906 (12) | 162 |
O3—H3D···Cl1 | 0.85 | 2.90 | 3.687 (8) | 153 |
O4—H4D···N5v | 0.84 | 2.05 | 2.871 (8) | 164 |
O13—H1W···O3 | 0.85 | 1.92 | 2.677 (7) | 148 |
O13—H2W···O4 | 0.90 | 2.06 | 2.622 (7) | 119 |
Symmetry codes: (ii) −x+3/2, y+1/2, −z+3/2; (v) x−1/2, −y+1/2, z+1/2. |
Experimental details
Crystal data | |
Chemical formula | [CoFe2(C8H8N3)4(C2H6O)(H2O)](ClO4)2·C6H6O |
Mr | 1156.51 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 291 |
a, b, c (Å) | 17.3708 (11), 14.2250 (9), 21.2747 (14) |
β (°) | 94.224 (1) |
V (Å3) | 5242.7 (6) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 1.03 |
Crystal size (mm) | 0.20 × 0.15 × 0.08 |
Data collection | |
Diffractometer | Bruker SMART CCD area-detector |
Absorption correction | Multi-scan (SADABS; Bruker, 2004) |
Tmin, Tmax | 0.817, 0.919 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 27120, 9696, 6313 |
Rint | 0.037 |
(sin θ/λ)max (Å−1) | 0.606 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.057, 0.190, 1.02 |
No. of reflections | 9696 |
No. of parameters | 635 |
No. of restraints | 720 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.61, −0.53 |
Computer programs: SMART (Bruker, 2004), SAINT (Bruker, 2004), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 2004), SHELXTL.
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1D···O2 | 0.93 | 1.74 | 2.665 (6) | 173.6 |
O2—H2D···Cl2i | 0.82 | 2.87 | 3.620 (6) | 153.3 |
O3—H3D···O8 | 0.85 | 2.08 | 2.906 (12) | 162.2 |
O3—H3D···Cl1 | 0.85 | 2.90 | 3.687 (8) | 153.3 |
O4—H4D···N5ii | 0.84 | 2.05 | 2.871 (8) | 163.6 |
O13—H1W···O3 | 0.85 | 1.92 | 2.677 (7) | 147.6 |
O13—H2W···O4 | 0.90 | 2.06 | 2.622 (7) | 119.1 |
Symmetry codes: (i) −x+3/2, y+1/2, −z+3/2; (ii) x−1/2, −y+1/2, z+1/2. |
Within the research field of metal-organic compounds, ferrocene derivatives have attracted much attention in the construction of metal-organic polymers and supramolecular architectures, due to their potential applications: electrochemical sensors, potential antitumor agents, monomers for extended stacked complexes, and even units for self-assembly (Li et al., 2003). We use ferrocene-containing ligand 1,1'-bis[(1H-1,2,4-triazol-1-yl)methyl]ferrocene, btmf, to construct ferrocene-containing metal-organic polymers (Gao et al., 2004, 2006). It is suggested that introducing ferrocene groups into coordination polymers can lead to interesting assembled structures, because of their conformational flexibility. The ferrocene groups usually behave as the ball-joints, and so the bidentate representatives can adapt as chelating or bridging groups to different geometric requirements of the metal centers (Dong et al., 2003). Herein, we describe a metal-organic polymer of CoII with btmf, in which ferrocene-based ligands behave as bridges connecting the adjacent CoII ions to form a two dimensional network. Fig. 1 depicts the coordination geometry of the CoII center. Each CoII ion is coordinated by four N atoms from btmf ligands [N1, N7, N6i and N12ii; symmetry codes: (i) 3/2 - x, 1/2 + y, 1/2 - z; (ii) 3/2 - x, 1/2 + y, 3/2 - z], one O atom (O13) from water molecule and one O atom (O1) from an ethanol molecule, leading to an slightly distorted octahedral geometry. The Co1—N bond lengths range from 2.149 (4) to 2.157 (4) Å (see deposited Table), and they are all within the range of those reported for related complexes (Han et al. 2005, Chen et al., 2005). The Co1—O1 bond length of 2.118 (3) Å and Co1—O13 = 2.093 (4) Å are also close to those reported in analogous compounds (e.g. Jia et al., 2007). Cis and trans angles around CoII ion range from 88.06 (15)° to 93.51 (15) and 177.00 (16) to 178.09 (16)°. Fig. 2 displays the packing arrangement of the title compound, in which the btmf bridging ligands connect the CoII ions to form layers parallel to the bc plane. The repeating unit of the two dimensional network possesses a 8-membered grid (size ca. 12.701×12.922 Å2) which is composed of four btmf groups acting as four edges and four CoII ions representing the four vertexes. These two dimensional layers are interconnected by extensive hydrogen bonds, leading to a three dimensional supramolecular framework (Fig. 3).