Buy article online - an online subscription or single-article purchase is required to access this article.
The title compound, [Fe(C
5H
5)(C
11H
13N
2O)]·[Fe(C
5H
5)(C
11H
13N
2O)]Cl, cocrystallizes as (1–2-hydroxyethyl-5-methylpyrazol-3-yl)ferrocenium chloride–(1-2-hydroxyethyl-5-methylpyrazol-3-yl)ferrocene (1/1). Two independent pyrazolylferrocenes in the asymmetric unit, with similar geometric parameters, form an
R44(24) tetramer
via O—H
N hydrogen bonds and Cl
− ions occupy the spaces between the tetramer rings. This tetramer is linked
via C—H
π hydrogen bonds, involving the cyclopentadienyl rings as acceptors, into a [100] chain.
Supporting information
CCDC reference: 647462
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.010 Å
- Disorder in solvent or counterion
- R factor = 0.068
- wR factor = 0.189
- Data-to-parameter ratio = 14.1
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical . ?
PLAT154_ALERT_1_C The su's on the Cell Angles are Equal (x 10000) 2000 Deg.
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C23
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C24
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for Fe2
PLAT302_ALERT_4_C Anion/Solvent Disorder ......................... 50.00 Perc.
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 10
PLAT380_ALERT_4_C Check Incorrectly? Oriented X(sp2)-Methyl Moiety C30
PLAT480_ALERT_4_C Long H...A H-Bond Reported H30A .. O2 .. 2.72 Ang.
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
10 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
3 ALERT type 2 Indicator that the structure model may be wrong or deficient
1 ALERT type 3 Indicator that the structure quality may be low
3 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: CAD-4 VAX/PC Fortran System (Enraf–Nonius, 1988); cell refinement: CAD-4 VAX/PC Fortran System; data reduction: XCAD4 (Harms & Wocadlo, 1997) in WinGX (Farrugia, 1999); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: PLATON.
(1–2-hydroxyethyl-5-methylpyrazol-3-yl)ferrocenium
chloride–(1–2-hydroxyethyl-5-methylpyrazol-3-yl)ferrocene (1/1)
top
Crystal data top
[Fe(C5H5)(C11H13N2O)]·[Fe(C5H5)(C11H13N2O)]Cl | Z = 2 |
Mr = 655.80 | F(000) = 682 |
Triclinic, P1 | Dx = 1.417 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 9.161 (2) Å | Cell parameters from 25 reflections |
b = 11.307 (1) Å | θ = 9–15° |
c = 16.318 (1) Å | µ = 1.07 mm−1 |
α = 80.05 (2)° | T = 295 K |
β = 79.84 (2)° | Block, orange |
γ = 68.49 (2)° | 0.21 × 0.17 × 0.14 mm |
V = 1537.1 (4) Å3 | |
Data collection top
Enraf–Nonius CAD-4 diffractometer | 3712 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.029 |
Graphite monochromator | θmax = 25.0°, θmin = 1.3° |
ω/2θ scans | h = 0→10 |
Absorption correction: ψ scan (North et al., 1968) | k = −12→13 |
Tmin = 0.801, Tmax = 0.861 | l = −19→19 |
5795 measured reflections | 3 standard reflections every 120 min |
5421 independent reflections | intensity decay: 0.1% |
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)] = 0.068 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.189 | H-atom parameters constrained |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0991P)2 + 0.2032P] where P = (Fo2 + 2Fc2)/3 |
5421 reflections | (Δ/σ)max < 0.001 |
384 parameters | Δρmax = 0.81 e Å−3 |
0 restraints | Δρmin = −0.71 e Å−3 |
Special details top
Experimental. IR (KBr, cm-1): 3180 (vs, HO). UV [λmax, nm, (ε × 104), in
DMF]: 275.00 (1.14, B-band), 338.00 (0.028, R-band), 445.00 (0.028,
d–d band). |
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Fe1 | 0.82772 (9) | 0.94020 (7) | 0.15928 (5) | 0.0392 (2) | |
Fe2 | 1.11998 (9) | 0.31002 (8) | 0.20478 (5) | 0.0384 (2) | |
Cl1 | 0.1458 (5) | 0.5383 (8) | 0.4859 (3) | 0.129 (3) | 0.681 (12) |
Cl1' | 0.118 (3) | 0.4418 (11) | 0.5067 (8) | 0.187 (9) | 0.319 (12) |
O1 | 0.5832 (6) | 0.4444 (5) | 0.2891 (3) | 0.0757 (14) | |
H1O | 0.6593 | 0.3844 | 0.3103 | 0.091* | |
O2 | 0.5867 (6) | 0.1063 (4) | 0.5836 (3) | 0.0708 (14) | |
H2O | 0.5728 | 0.1349 | 0.6303 | 0.085* | |
N1 | 0.4761 (5) | 0.8132 (4) | 0.2530 (3) | 0.0435 (11) | |
N2 | 0.4331 (5) | 0.7163 (4) | 0.2375 (3) | 0.0455 (11) | |
N3 | 0.7927 (5) | 0.2337 (4) | 0.3760 (3) | 0.0412 (11) | |
N4 | 0.7426 (5) | 0.1330 (4) | 0.4083 (3) | 0.0418 (11) | |
C1 | 0.5930 (6) | 0.9640 (5) | 0.1702 (3) | 0.0404 (13) | |
C2 | 0.6244 (6) | 1.0169 (5) | 0.2361 (4) | 0.0464 (14) | |
H2 | 0.6063 | 0.9919 | 0.2932 | 0.056* | |
C3 | 0.6874 (7) | 1.1135 (5) | 0.1997 (4) | 0.0497 (15) | |
H3 | 0.7165 | 1.1635 | 0.2287 | 0.060* | |
C4 | 0.6985 (7) | 1.1209 (6) | 0.1127 (4) | 0.0523 (15) | |
H4 | 0.7367 | 1.1767 | 0.0740 | 0.063* | |
C5 | 0.6419 (6) | 1.0294 (5) | 0.0932 (3) | 0.0436 (13) | |
H5 | 0.6373 | 1.0143 | 0.0396 | 0.052* | |
C6 | 0.9788 (8) | 0.7976 (7) | 0.2285 (4) | 0.069 (2) | |
H6 | 0.9583 | 0.7739 | 0.2856 | 0.082* | |
C7 | 1.0505 (8) | 0.8876 (7) | 0.1928 (5) | 0.0671 (19) | |
H7 | 1.0861 | 0.9338 | 0.2217 | 0.080* | |
C8 | 1.0586 (7) | 0.8954 (7) | 0.1063 (4) | 0.0619 (18) | |
H8 | 1.1004 | 0.9483 | 0.0670 | 0.074* | |
C9 | 0.9929 (7) | 0.8096 (6) | 0.0883 (4) | 0.0588 (17) | |
H9 | 0.9846 | 0.7962 | 0.0350 | 0.071* | |
C10 | 0.9422 (7) | 0.7481 (6) | 0.1632 (5) | 0.0614 (18) | |
H10 | 0.8941 | 0.6870 | 0.1694 | 0.074* | |
C11 | 0.5329 (6) | 0.8591 (5) | 0.1788 (3) | 0.0400 (13) | |
C12 | 0.5255 (7) | 0.7927 (6) | 0.1162 (4) | 0.0510 (15) | |
H12 | 0.5572 | 0.8069 | 0.0592 | 0.061* | |
C13 | 0.4623 (7) | 0.7024 (6) | 0.1555 (4) | 0.0542 (16) | |
C14 | 0.4260 (9) | 0.6018 (7) | 0.1194 (5) | 0.074 (2) | |
H14A | 0.4761 | 0.5188 | 0.1483 | 0.110* | |
H14B | 0.4655 | 0.6025 | 0.0608 | 0.110* | |
H14C | 0.3138 | 0.6209 | 0.1263 | 0.110* | |
C15 | 0.3744 (7) | 0.6415 (6) | 0.3070 (4) | 0.0563 (16) | |
H15A | 0.3065 | 0.6061 | 0.2876 | 0.068* | |
H15B | 0.3113 | 0.6967 | 0.3492 | 0.068* | |
C16 | 0.5072 (8) | 0.5336 (6) | 0.3460 (4) | 0.0643 (18) | |
H16A | 0.5820 | 0.5671 | 0.3600 | 0.077* | |
H16B | 0.4650 | 0.4928 | 0.3971 | 0.077* | |
C17 | 1.0456 (6) | 0.2617 (5) | 0.3272 (3) | 0.0397 (13) | |
C18 | 0.9916 (7) | 0.3957 (6) | 0.3070 (3) | 0.0462 (14) | |
H18 | 0.8864 | 0.4495 | 0.3107 | 0.055* | |
C19 | 1.1244 (7) | 0.4346 (6) | 0.2801 (4) | 0.0497 (15) | |
H19 | 1.1214 | 0.5183 | 0.2633 | 0.060* | |
C20 | 1.2624 (7) | 0.3241 (6) | 0.2831 (4) | 0.0534 (16) | |
H20 | 1.3659 | 0.3225 | 0.2690 | 0.064* | |
C21 | 1.2148 (7) | 0.2156 (6) | 0.3115 (3) | 0.0476 (14) | |
H21 | 1.2814 | 0.1306 | 0.3185 | 0.057* | |
C22 | 1.0372 (9) | 0.2278 (7) | 0.1313 (4) | 0.0625 (18) | |
H22 | 0.9754 | 0.1767 | 0.1499 | 0.075* | |
C23 | 0.9809 (9) | 0.3639 (8) | 0.1119 (4) | 0.079 (2) | |
H23 | 0.8756 | 0.4174 | 0.1156 | 0.095* | |
C24 | 1.1143 (12) | 0.4035 (9) | 0.0859 (4) | 0.081 (2) | |
H24 | 1.1133 | 0.4868 | 0.0701 | 0.098* | |
C25 | 1.2466 (10) | 0.2918 (8) | 0.0890 (4) | 0.075 (2) | |
H25 | 1.3504 | 0.2890 | 0.0741 | 0.090* | |
C26 | 1.2024 (9) | 0.1855 (8) | 0.1173 (4) | 0.0672 (19) | |
H26 | 1.2704 | 0.1012 | 0.1256 | 0.081* | |
C27 | 0.9492 (6) | 0.1806 (5) | 0.3615 (3) | 0.0379 (12) | |
C28 | 0.9985 (7) | 0.0493 (5) | 0.3854 (3) | 0.0436 (13) | |
H28 | 1.1019 | −0.0081 | 0.3817 | 0.052* | |
C29 | 0.8628 (7) | 0.0214 (5) | 0.4157 (3) | 0.0397 (13) | |
C30 | 0.8425 (8) | −0.1031 (6) | 0.4509 (4) | 0.0572 (16) | |
H30A | 0.7908 | −0.0978 | 0.5074 | 0.086* | |
H30B | 0.9442 | −0.1698 | 0.4506 | 0.086* | |
H30C | 0.7793 | −0.1219 | 0.4173 | 0.086* | |
C31 | 0.5751 (7) | 0.1609 (6) | 0.4374 (4) | 0.0496 (15) | |
H31A | 0.5499 | 0.0841 | 0.4400 | 0.060* | |
H31B | 0.5136 | 0.2255 | 0.3974 | 0.060* | |
C32 | 0.5293 (8) | 0.2076 (6) | 0.5224 (4) | 0.0560 (16) | |
H32A | 0.5726 | 0.2737 | 0.5235 | 0.067* | |
H32B | 0.4151 | 0.2442 | 0.5336 | 0.067* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Fe1 | 0.0297 (4) | 0.0489 (5) | 0.0370 (4) | −0.0120 (4) | −0.0013 (3) | −0.0066 (3) |
Fe2 | 0.0315 (4) | 0.0509 (5) | 0.0347 (4) | −0.0194 (4) | −0.0031 (3) | 0.0008 (3) |
Cl1 | 0.087 (3) | 0.188 (8) | 0.107 (3) | −0.054 (3) | 0.031 (2) | −0.035 (3) |
Cl1' | 0.33 (2) | 0.077 (7) | 0.112 (8) | −0.022 (9) | −0.009 (10) | −0.022 (6) |
O1 | 0.068 (3) | 0.063 (3) | 0.087 (4) | −0.007 (3) | −0.031 (3) | 0.000 (3) |
O2 | 0.089 (4) | 0.069 (3) | 0.043 (2) | −0.020 (3) | 0.001 (3) | −0.003 (2) |
N1 | 0.036 (3) | 0.057 (3) | 0.042 (3) | −0.023 (2) | −0.004 (2) | −0.003 (2) |
N2 | 0.037 (3) | 0.049 (3) | 0.052 (3) | −0.020 (2) | −0.006 (2) | −0.002 (2) |
N3 | 0.036 (3) | 0.049 (3) | 0.037 (2) | −0.019 (2) | −0.001 (2) | 0.005 (2) |
N4 | 0.040 (3) | 0.055 (3) | 0.036 (2) | −0.028 (2) | −0.002 (2) | 0.004 (2) |
C1 | 0.027 (3) | 0.048 (3) | 0.041 (3) | −0.012 (2) | −0.002 (2) | 0.002 (2) |
C2 | 0.036 (3) | 0.056 (4) | 0.042 (3) | −0.014 (3) | 0.007 (3) | −0.009 (3) |
C3 | 0.041 (3) | 0.042 (3) | 0.062 (4) | −0.011 (3) | 0.005 (3) | −0.015 (3) |
C4 | 0.040 (3) | 0.049 (4) | 0.063 (4) | −0.017 (3) | −0.005 (3) | 0.010 (3) |
C5 | 0.030 (3) | 0.059 (4) | 0.036 (3) | −0.012 (3) | −0.005 (2) | 0.004 (3) |
C6 | 0.054 (4) | 0.076 (5) | 0.050 (4) | 0.006 (4) | −0.009 (3) | −0.003 (3) |
C7 | 0.043 (4) | 0.079 (5) | 0.081 (5) | −0.013 (4) | −0.021 (4) | −0.017 (4) |
C8 | 0.030 (3) | 0.078 (5) | 0.070 (5) | −0.012 (3) | 0.001 (3) | −0.011 (4) |
C9 | 0.045 (4) | 0.066 (4) | 0.056 (4) | −0.003 (3) | −0.008 (3) | −0.021 (3) |
C10 | 0.043 (4) | 0.041 (3) | 0.091 (5) | −0.001 (3) | −0.016 (4) | −0.007 (3) |
C11 | 0.025 (3) | 0.052 (3) | 0.041 (3) | −0.016 (2) | −0.001 (2) | 0.002 (3) |
C12 | 0.050 (4) | 0.071 (4) | 0.037 (3) | −0.031 (3) | −0.003 (3) | −0.002 (3) |
C13 | 0.044 (3) | 0.062 (4) | 0.062 (4) | −0.018 (3) | −0.012 (3) | −0.014 (3) |
C14 | 0.075 (5) | 0.081 (5) | 0.082 (5) | −0.037 (4) | −0.020 (4) | −0.022 (4) |
C15 | 0.036 (3) | 0.057 (4) | 0.073 (4) | −0.019 (3) | 0.002 (3) | −0.004 (3) |
C16 | 0.054 (4) | 0.068 (4) | 0.068 (4) | −0.022 (4) | −0.009 (3) | 0.004 (4) |
C17 | 0.034 (3) | 0.057 (4) | 0.031 (3) | −0.023 (3) | 0.000 (2) | 0.000 (2) |
C18 | 0.039 (3) | 0.057 (4) | 0.048 (3) | −0.024 (3) | 0.003 (3) | −0.011 (3) |
C19 | 0.052 (4) | 0.057 (4) | 0.050 (3) | −0.033 (3) | −0.003 (3) | −0.003 (3) |
C20 | 0.039 (3) | 0.078 (4) | 0.052 (4) | −0.033 (3) | −0.015 (3) | 0.008 (3) |
C21 | 0.039 (3) | 0.059 (4) | 0.043 (3) | −0.019 (3) | −0.008 (3) | 0.008 (3) |
C22 | 0.068 (5) | 0.086 (5) | 0.050 (4) | −0.043 (4) | −0.011 (3) | −0.013 (4) |
C23 | 0.059 (5) | 0.112 (7) | 0.056 (4) | −0.004 (5) | −0.032 (4) | −0.017 (4) |
C24 | 0.118 (7) | 0.093 (6) | 0.040 (4) | −0.052 (6) | −0.013 (4) | 0.014 (4) |
C25 | 0.079 (6) | 0.112 (7) | 0.046 (4) | −0.056 (5) | 0.028 (4) | −0.025 (4) |
C26 | 0.060 (5) | 0.082 (5) | 0.059 (4) | −0.022 (4) | 0.004 (3) | −0.025 (4) |
C27 | 0.035 (3) | 0.052 (3) | 0.029 (3) | −0.019 (3) | −0.004 (2) | −0.002 (2) |
C28 | 0.035 (3) | 0.049 (3) | 0.041 (3) | −0.010 (3) | −0.004 (2) | −0.002 (3) |
C29 | 0.045 (3) | 0.045 (3) | 0.035 (3) | −0.023 (3) | −0.008 (2) | 0.001 (2) |
C30 | 0.067 (4) | 0.053 (4) | 0.056 (4) | −0.028 (3) | −0.012 (3) | 0.005 (3) |
C31 | 0.038 (3) | 0.068 (4) | 0.047 (3) | −0.030 (3) | −0.007 (3) | 0.009 (3) |
C32 | 0.047 (4) | 0.062 (4) | 0.057 (4) | −0.022 (3) | 0.006 (3) | −0.005 (3) |
Geometric parameters (Å, º) top
Fe1—C6 | 2.019 (7) | C8—H8 | 0.9300 |
Fe1—C5 | 2.022 (5) | C9—C10 | 1.391 (9) |
Fe1—C10 | 2.031 (6) | C9—H9 | 0.9300 |
Fe1—C9 | 2.036 (6) | C10—H10 | 0.9300 |
Fe1—C2 | 2.040 (5) | C11—C12 | 1.392 (8) |
Fe1—C4 | 2.040 (6) | C12—C13 | 1.365 (8) |
Fe1—C1 | 2.045 (5) | C12—H12 | 0.9300 |
Fe1—C8 | 2.049 (6) | C13—C14 | 1.526 (8) |
Fe1—C7 | 2.052 (6) | C14—H14A | 0.9600 |
Fe1—C3 | 2.056 (5) | C14—H14B | 0.9600 |
Fe2—C23 | 2.021 (6) | C14—H14C | 0.9600 |
Fe2—C22 | 2.025 (6) | C15—C16 | 1.514 (8) |
Fe2—C26 | 2.030 (7) | C15—H15A | 0.9700 |
Fe2—C18 | 2.033 (5) | C15—H15B | 0.9700 |
Fe2—C21 | 2.034 (6) | C16—H16A | 0.9700 |
Fe2—C25 | 2.035 (6) | C16—H16B | 0.9700 |
Fe2—C19 | 2.038 (6) | C17—C18 | 1.408 (7) |
Fe2—C24 | 2.041 (7) | C17—C21 | 1.434 (7) |
Fe2—C20 | 2.042 (6) | C17—C27 | 1.475 (7) |
Fe2—C17 | 2.042 (5) | C18—C19 | 1.415 (7) |
Cl1'—Cl1'i | 2.10 (4) | C18—H18 | 0.9300 |
O1—C16 | 1.393 (8) | C19—C20 | 1.416 (8) |
O1—H1O | 0.8501 | C19—H19 | 0.9300 |
O2—C32 | 1.390 (7) | C20—C21 | 1.425 (8) |
O2—H2O | 0.8501 | C20—H20 | 0.9300 |
N1—C11 | 1.328 (6) | C21—H21 | 0.9300 |
N1—N2 | 1.366 (6) | C22—C26 | 1.399 (9) |
N2—C13 | 1.342 (8) | C22—C23 | 1.430 (10) |
N2—C15 | 1.441 (7) | C22—H22 | 0.9300 |
N3—C27 | 1.330 (7) | C23—C24 | 1.422 (11) |
N3—N4 | 1.369 (6) | C23—H23 | 0.9300 |
N4—C29 | 1.339 (7) | C24—C25 | 1.394 (11) |
N4—C31 | 1.456 (7) | C24—H24 | 0.9300 |
C1—C5 | 1.431 (7) | C25—C26 | 1.386 (10) |
C1—C2 | 1.433 (8) | C25—H25 | 0.9300 |
C1—C11 | 1.458 (7) | C26—H26 | 0.9300 |
C2—C3 | 1.413 (8) | C27—C28 | 1.389 (7) |
C2—H2 | 0.9300 | C28—C29 | 1.381 (7) |
C3—C4 | 1.395 (8) | C28—H28 | 0.9300 |
C3—H3 | 0.9300 | C29—C30 | 1.490 (7) |
C4—C5 | 1.417 (8) | C30—H30A | 0.9600 |
C4—H4 | 0.9300 | C30—H30B | 0.9600 |
C5—H5 | 0.9300 | C30—H30C | 0.9600 |
C6—C7 | 1.399 (10) | C31—C32 | 1.504 (8) |
C6—C10 | 1.425 (10) | C31—H31A | 0.9700 |
C6—H6 | 0.9300 | C31—H31B | 0.9700 |
C7—C8 | 1.390 (9) | C32—H32A | 0.9700 |
C7—H7 | 0.9300 | C32—H32B | 0.9700 |
C8—C9 | 1.406 (9) | | |
| | | |
C6—Fe1—C5 | 158.0 (3) | C8—C7—Fe1 | 70.1 (4) |
C6—Fe1—C10 | 41.2 (3) | C6—C7—Fe1 | 68.6 (4) |
C5—Fe1—C10 | 120.8 (3) | C8—C7—H7 | 126.3 |
C6—Fe1—C9 | 67.4 (3) | C6—C7—H7 | 126.3 |
C5—Fe1—C9 | 107.0 (2) | Fe1—C7—H7 | 126.5 |
C10—Fe1—C9 | 40.0 (3) | C7—C8—C9 | 108.4 (7) |
C6—Fe1—C2 | 107.9 (3) | C7—C8—Fe1 | 70.3 (4) |
C5—Fe1—C2 | 68.7 (2) | C9—C8—Fe1 | 69.3 (4) |
C10—Fe1—C2 | 121.9 (3) | C7—C8—H8 | 125.8 |
C9—Fe1—C2 | 157.6 (3) | C9—C8—H8 | 125.8 |
C6—Fe1—C4 | 159.8 (3) | Fe1—C8—H8 | 126.1 |
C5—Fe1—C4 | 40.8 (2) | C10—C9—C8 | 109.1 (6) |
C10—Fe1—C4 | 158.1 (3) | C10—C9—Fe1 | 69.8 (4) |
C9—Fe1—C4 | 124.1 (3) | C8—C9—Fe1 | 70.4 (4) |
C2—Fe1—C4 | 67.8 (2) | C10—C9—H9 | 125.5 |
C6—Fe1—C1 | 121.9 (3) | C8—C9—H9 | 125.5 |
C5—Fe1—C1 | 41.2 (2) | Fe1—C9—H9 | 125.9 |
C10—Fe1—C1 | 104.9 (3) | C9—C10—C6 | 106.1 (6) |
C9—Fe1—C1 | 121.2 (3) | C9—C10—Fe1 | 70.2 (4) |
C2—Fe1—C1 | 41.1 (2) | C6—C10—Fe1 | 68.9 (4) |
C4—Fe1—C1 | 68.8 (2) | C9—C10—H10 | 126.9 |
C6—Fe1—C8 | 67.1 (3) | C6—C10—H10 | 126.9 |
C5—Fe1—C8 | 123.4 (3) | Fe1—C10—H10 | 125.6 |
C10—Fe1—C8 | 67.9 (3) | N1—C11—C12 | 110.3 (5) |
C9—Fe1—C8 | 40.3 (3) | N1—C11—C1 | 121.5 (5) |
C2—Fe1—C8 | 160.2 (3) | C12—C11—C1 | 128.2 (5) |
C4—Fe1—C8 | 109.8 (3) | C13—C12—C11 | 106.2 (5) |
C1—Fe1—C8 | 158.2 (3) | C13—C12—H12 | 126.9 |
C6—Fe1—C7 | 40.2 (3) | C11—C12—H12 | 126.9 |
C5—Fe1—C7 | 159.4 (3) | N2—C13—C12 | 106.9 (5) |
C10—Fe1—C7 | 68.5 (3) | N2—C13—C14 | 123.0 (6) |
C9—Fe1—C7 | 67.4 (3) | C12—C13—C14 | 130.1 (6) |
C2—Fe1—C7 | 124.2 (3) | C13—C14—H14A | 109.5 |
C4—Fe1—C7 | 124.6 (3) | C13—C14—H14B | 109.5 |
C1—Fe1—C7 | 159.0 (3) | H14A—C14—H14B | 109.5 |
C8—Fe1—C7 | 39.6 (3) | C13—C14—H14C | 109.5 |
C6—Fe1—C3 | 124.2 (3) | H14A—C14—H14C | 109.5 |
C5—Fe1—C3 | 68.1 (2) | H14B—C14—H14C | 109.5 |
C10—Fe1—C3 | 159.1 (3) | N2—C15—C16 | 111.9 (5) |
C9—Fe1—C3 | 160.3 (3) | N2—C15—H15A | 109.2 |
C2—Fe1—C3 | 40.4 (2) | C16—C15—H15A | 109.2 |
C4—Fe1—C3 | 39.8 (2) | N2—C15—H15B | 109.2 |
C1—Fe1—C3 | 68.5 (2) | C16—C15—H15B | 109.2 |
C8—Fe1—C3 | 125.3 (3) | H15A—C15—H15B | 107.9 |
C7—Fe1—C3 | 110.1 (3) | O1—C16—C15 | 109.1 (6) |
C23—Fe2—C22 | 41.4 (3) | O1—C16—H16A | 109.9 |
C23—Fe2—C26 | 68.5 (3) | C15—C16—H16A | 109.9 |
C22—Fe2—C26 | 40.4 (3) | O1—C16—H16B | 109.9 |
C23—Fe2—C18 | 108.3 (3) | C15—C16—H16B | 109.9 |
C22—Fe2—C18 | 124.3 (3) | H16A—C16—H16B | 108.3 |
C26—Fe2—C18 | 160.1 (3) | C18—C17—C21 | 107.9 (5) |
C23—Fe2—C21 | 160.1 (3) | C18—C17—C27 | 127.4 (5) |
C22—Fe2—C21 | 122.7 (3) | C21—C17—C27 | 124.7 (5) |
C26—Fe2—C21 | 107.1 (3) | C18—C17—Fe2 | 69.4 (3) |
C18—Fe2—C21 | 68.8 (2) | C21—C17—Fe2 | 69.1 (3) |
C23—Fe2—C25 | 67.3 (3) | C27—C17—Fe2 | 128.6 (4) |
C22—Fe2—C25 | 67.3 (3) | C17—C18—C19 | 108.6 (5) |
C26—Fe2—C25 | 39.9 (3) | C17—C18—Fe2 | 70.1 (3) |
C18—Fe2—C25 | 158.7 (3) | C19—C18—Fe2 | 69.8 (3) |
C21—Fe2—C25 | 122.6 (3) | C17—C18—H18 | 125.7 |
C23—Fe2—C19 | 122.8 (3) | C19—C18—H18 | 125.7 |
C22—Fe2—C19 | 160.1 (3) | Fe2—C18—H18 | 125.9 |
C26—Fe2—C19 | 157.7 (3) | C18—C19—C20 | 108.1 (5) |
C18—Fe2—C19 | 40.7 (2) | C18—C19—Fe2 | 69.5 (3) |
C21—Fe2—C19 | 68.8 (3) | C20—C19—Fe2 | 69.8 (3) |
C25—Fe2—C19 | 122.6 (3) | C18—C19—H19 | 126.0 |
C23—Fe2—C24 | 41.0 (3) | C20—C19—H19 | 126.0 |
C22—Fe2—C24 | 69.2 (3) | Fe2—C19—H19 | 126.3 |
C26—Fe2—C24 | 68.4 (3) | C19—C20—C21 | 108.1 (5) |
C18—Fe2—C24 | 122.9 (3) | C19—C20—Fe2 | 69.5 (3) |
C21—Fe2—C24 | 157.3 (3) | C21—C20—Fe2 | 69.2 (3) |
C25—Fe2—C24 | 40.0 (3) | C19—C20—H20 | 126.0 |
C19—Fe2—C24 | 106.5 (3) | C21—C20—H20 | 126.0 |
C23—Fe2—C20 | 158.0 (3) | Fe2—C20—H20 | 126.8 |
C22—Fe2—C20 | 158.3 (3) | C20—C21—C17 | 107.3 (5) |
C26—Fe2—C20 | 122.0 (3) | C20—C21—Fe2 | 69.8 (3) |
C18—Fe2—C20 | 68.5 (2) | C17—C21—Fe2 | 69.7 (3) |
C21—Fe2—C20 | 40.9 (2) | C20—C21—H21 | 126.3 |
C25—Fe2—C20 | 107.3 (3) | C17—C21—H21 | 126.3 |
C19—Fe2—C20 | 40.6 (2) | Fe2—C21—H21 | 125.7 |
C24—Fe2—C20 | 121.1 (3) | C26—C22—C23 | 107.4 (7) |
C23—Fe2—C17 | 123.9 (3) | C26—C22—Fe2 | 70.0 (4) |
C22—Fe2—C17 | 108.6 (2) | C23—C22—Fe2 | 69.2 (4) |
C26—Fe2—C17 | 123.9 (3) | C26—C22—H22 | 126.3 |
C18—Fe2—C17 | 40.4 (2) | C23—C22—H22 | 126.3 |
C21—Fe2—C17 | 41.2 (2) | Fe2—C22—H22 | 126.1 |
C25—Fe2—C17 | 159.4 (3) | C24—C23—C22 | 108.1 (7) |
C19—Fe2—C17 | 68.4 (2) | C24—C23—Fe2 | 70.3 (4) |
C24—Fe2—C17 | 159.6 (3) | C22—C23—Fe2 | 69.5 (4) |
C20—Fe2—C17 | 68.7 (2) | C24—C23—H23 | 126.0 |
C16—O1—H1O | 109.5 | C22—C23—H23 | 126.0 |
C32—O2—H2O | 109.5 | Fe2—C23—H23 | 125.9 |
C11—N1—N2 | 105.5 (4) | C25—C24—C23 | 105.9 (7) |
C13—N2—N1 | 111.1 (5) | C25—C24—Fe2 | 69.8 (4) |
C13—N2—C15 | 129.6 (5) | C23—C24—Fe2 | 68.7 (4) |
N1—N2—C15 | 119.1 (5) | C25—C24—H24 | 127.0 |
C27—N3—N4 | 104.4 (4) | C23—C24—H24 | 127.0 |
C29—N4—N3 | 112.5 (4) | Fe2—C24—H24 | 126.0 |
C29—N4—C31 | 129.1 (5) | C26—C25—C24 | 110.9 (7) |
N3—N4—C31 | 118.0 (5) | C26—C25—Fe2 | 69.9 (4) |
C5—C1—C2 | 106.3 (5) | C24—C25—Fe2 | 70.2 (4) |
C5—C1—C11 | 126.3 (5) | C26—C25—H25 | 124.6 |
C2—C1—C11 | 127.3 (5) | C24—C25—H25 | 124.6 |
C5—C1—Fe1 | 68.5 (3) | Fe2—C25—H25 | 126.9 |
C2—C1—Fe1 | 69.3 (3) | C25—C26—C22 | 107.7 (7) |
C11—C1—Fe1 | 124.0 (4) | C25—C26—Fe2 | 70.3 (4) |
C3—C2—C1 | 108.5 (5) | C22—C26—Fe2 | 69.6 (4) |
C3—C2—Fe1 | 70.4 (3) | C25—C26—H26 | 126.1 |
C1—C2—Fe1 | 69.7 (3) | C22—C26—H26 | 126.1 |
C3—C2—H2 | 125.8 | Fe2—C26—H26 | 125.6 |
C1—C2—H2 | 125.8 | N3—C27—C28 | 111.1 (5) |
Fe1—C2—H2 | 125.7 | N3—C27—C17 | 119.9 (5) |
C4—C3—C2 | 108.4 (5) | C28—C27—C17 | 128.9 (5) |
C4—C3—Fe1 | 69.5 (3) | C29—C28—C27 | 106.1 (5) |
C2—C3—Fe1 | 69.2 (3) | C29—C28—H28 | 127.0 |
C4—C3—H3 | 125.8 | C27—C28—H28 | 127.0 |
C2—C3—H3 | 125.8 | N4—C29—C28 | 105.9 (5) |
Fe1—C3—H3 | 127.1 | N4—C29—C30 | 123.9 (5) |
C3—C4—C5 | 108.6 (5) | C28—C29—C30 | 130.2 (5) |
C3—C4—Fe1 | 70.7 (3) | C29—C30—H30A | 109.5 |
C5—C4—Fe1 | 68.9 (3) | C29—C30—H30B | 109.5 |
C3—C4—H4 | 125.7 | H30A—C30—H30B | 109.5 |
C5—C4—H4 | 125.7 | C29—C30—H30C | 109.5 |
Fe1—C4—H4 | 126.3 | H30A—C30—H30C | 109.5 |
C4—C5—C1 | 108.2 (5) | H30B—C30—H30C | 109.5 |
C4—C5—Fe1 | 70.3 (3) | N4—C31—C32 | 112.3 (5) |
C1—C5—Fe1 | 70.3 (3) | N4—C31—H31A | 109.1 |
C4—C5—H5 | 125.9 | C32—C31—H31A | 109.1 |
C1—C5—H5 | 125.9 | N4—C31—H31B | 109.1 |
Fe1—C5—H5 | 125.2 | C32—C31—H31B | 109.1 |
C7—C6—C10 | 109.0 (6) | H31A—C31—H31B | 107.9 |
C7—C6—Fe1 | 71.2 (4) | O2—C32—C31 | 109.8 (5) |
C10—C6—Fe1 | 69.9 (4) | O2—C32—H32A | 109.7 |
C7—C6—H6 | 125.5 | C31—C32—H32A | 109.7 |
C10—C6—H6 | 125.5 | O2—C32—H32B | 109.7 |
Fe1—C6—H6 | 125.1 | C31—C32—H32B | 109.7 |
C8—C7—C6 | 107.4 (6) | H32A—C32—H32B | 108.2 |
| | | |
C11—N1—N2—C13 | −0.1 (6) | N2—C15—C16—O1 | −67.6 (7) |
C11—N1—N2—C15 | 176.6 (5) | C23—Fe2—C17—C18 | −78.2 (5) |
C27—N3—N4—C29 | 1.5 (6) | C22—Fe2—C17—C18 | −121.5 (4) |
C27—N3—N4—C31 | 175.1 (4) | C26—Fe2—C17—C18 | −163.5 (4) |
C6—Fe1—C1—C5 | −161.3 (4) | C21—Fe2—C17—C18 | 119.7 (5) |
C10—Fe1—C1—C5 | −120.0 (4) | C25—Fe2—C17—C18 | 163.9 (7) |
C9—Fe1—C1—C5 | −80.0 (4) | C19—Fe2—C17—C18 | 37.6 (3) |
C2—Fe1—C1—C5 | 118.1 (5) | C24—Fe2—C17—C18 | −41.4 (9) |
C4—Fe1—C1—C5 | 37.9 (4) | C20—Fe2—C17—C18 | 81.4 (4) |
C8—Fe1—C1—C5 | −52.6 (8) | C23—Fe2—C17—C21 | 162.2 (4) |
C7—Fe1—C1—C5 | 171.2 (7) | C22—Fe2—C17—C21 | 118.9 (4) |
C3—Fe1—C1—C5 | 80.8 (4) | C26—Fe2—C17—C21 | 76.8 (4) |
C6—Fe1—C1—C2 | 80.6 (4) | C18—Fe2—C17—C21 | −119.7 (5) |
C5—Fe1—C1—C2 | −118.1 (5) | C25—Fe2—C17—C21 | 44.2 (9) |
C10—Fe1—C1—C2 | 121.8 (4) | C19—Fe2—C17—C21 | −82.1 (4) |
C9—Fe1—C1—C2 | 161.9 (4) | C24—Fe2—C17—C21 | −161.1 (8) |
C4—Fe1—C1—C2 | −80.2 (4) | C20—Fe2—C17—C21 | −38.3 (4) |
C8—Fe1—C1—C2 | −170.7 (6) | C23—Fe2—C17—C27 | 43.8 (6) |
C7—Fe1—C1—C2 | 53.1 (8) | C22—Fe2—C17—C27 | 0.5 (6) |
C3—Fe1—C1—C2 | −37.3 (3) | C26—Fe2—C17—C27 | −41.5 (6) |
C6—Fe1—C1—C11 | −41.2 (6) | C18—Fe2—C17—C27 | 122.0 (6) |
C5—Fe1—C1—C11 | 120.1 (6) | C21—Fe2—C17—C27 | −118.3 (6) |
C10—Fe1—C1—C11 | 0.1 (5) | C25—Fe2—C17—C27 | −74.1 (9) |
C9—Fe1—C1—C11 | 40.2 (6) | C19—Fe2—C17—C27 | 159.6 (6) |
C2—Fe1—C1—C11 | −121.7 (6) | C24—Fe2—C17—C27 | 80.6 (10) |
C4—Fe1—C1—C11 | 158.1 (5) | C20—Fe2—C17—C27 | −156.6 (6) |
C8—Fe1—C1—C11 | 67.5 (9) | C21—C17—C18—C19 | −0.9 (6) |
C7—Fe1—C1—C11 | −68.6 (9) | C27—C17—C18—C19 | 177.1 (5) |
C3—Fe1—C1—C11 | −159.0 (5) | Fe2—C17—C18—C19 | −59.5 (4) |
C5—C1—C2—C3 | 1.2 (6) | C21—C17—C18—Fe2 | 58.6 (4) |
C11—C1—C2—C3 | 177.6 (5) | C27—C17—C18—Fe2 | −123.4 (5) |
Fe1—C1—C2—C3 | 60.0 (4) | C23—Fe2—C18—C17 | 121.2 (4) |
C5—C1—C2—Fe1 | −58.8 (4) | C22—Fe2—C18—C17 | 78.1 (4) |
C11—C1—C2—Fe1 | 117.6 (5) | C26—Fe2—C18—C17 | 43.9 (9) |
C6—Fe1—C2—C3 | 122.3 (4) | C21—Fe2—C18—C17 | −37.9 (3) |
C5—Fe1—C2—C3 | −80.8 (4) | C25—Fe2—C18—C17 | −164.4 (8) |
C10—Fe1—C2—C3 | 165.3 (4) | C19—Fe2—C18—C17 | −119.6 (5) |
C9—Fe1—C2—C3 | −163.7 (6) | C24—Fe2—C18—C17 | 164.0 (4) |
C4—Fe1—C2—C3 | −36.7 (4) | C20—Fe2—C18—C17 | −82.0 (4) |
C1—Fe1—C2—C3 | −119.4 (5) | C23—Fe2—C18—C19 | −119.3 (4) |
C8—Fe1—C2—C3 | 50.5 (9) | C22—Fe2—C18—C19 | −162.3 (4) |
C7—Fe1—C2—C3 | 80.9 (5) | C26—Fe2—C18—C19 | 163.4 (8) |
C6—Fe1—C2—C1 | −118.4 (4) | C21—Fe2—C18—C19 | 81.7 (4) |
C5—Fe1—C2—C1 | 38.5 (3) | C25—Fe2—C18—C19 | −44.8 (9) |
C10—Fe1—C2—C1 | −75.3 (4) | C24—Fe2—C18—C19 | −76.4 (5) |
C9—Fe1—C2—C1 | −44.3 (8) | C20—Fe2—C18—C19 | 37.6 (4) |
C4—Fe1—C2—C1 | 82.6 (4) | C17—Fe2—C18—C19 | 119.6 (5) |
C8—Fe1—C2—C1 | 169.8 (7) | C17—C18—C19—C20 | 0.3 (7) |
C7—Fe1—C2—C1 | −159.7 (4) | Fe2—C18—C19—C20 | −59.4 (4) |
C3—Fe1—C2—C1 | 119.4 (5) | C17—C18—C19—Fe2 | 59.7 (4) |
C1—C2—C3—C4 | −0.9 (6) | C23—Fe2—C19—C18 | 79.9 (5) |
Fe1—C2—C3—C4 | 58.6 (4) | C22—Fe2—C19—C18 | 47.5 (9) |
C1—C2—C3—Fe1 | −59.5 (4) | C26—Fe2—C19—C18 | −165.2 (7) |
C6—Fe1—C3—C4 | 163.0 (4) | C21—Fe2—C19—C18 | −81.8 (4) |
C5—Fe1—C3—C4 | −37.7 (3) | C25—Fe2—C19—C18 | 162.3 (4) |
C10—Fe1—C3—C4 | −157.3 (7) | C24—Fe2—C19—C18 | 121.7 (4) |
C9—Fe1—C3—C4 | 41.4 (9) | C20—Fe2—C19—C18 | −119.4 (5) |
C2—Fe1—C3—C4 | −120.1 (5) | C17—Fe2—C19—C18 | −37.4 (3) |
C1—Fe1—C3—C4 | −82.2 (4) | C23—Fe2—C19—C20 | −160.7 (4) |
C8—Fe1—C3—C4 | 78.5 (5) | C22—Fe2—C19—C20 | 166.9 (7) |
C7—Fe1—C3—C4 | 120.3 (4) | C26—Fe2—C19—C20 | −45.8 (9) |
C6—Fe1—C3—C2 | −76.8 (5) | C18—Fe2—C19—C20 | 119.4 (5) |
C5—Fe1—C3—C2 | 82.4 (4) | C21—Fe2—C19—C20 | 37.6 (3) |
C10—Fe1—C3—C2 | −37.2 (9) | C25—Fe2—C19—C20 | −78.3 (5) |
C9—Fe1—C3—C2 | 161.5 (7) | C24—Fe2—C19—C20 | −118.9 (4) |
C4—Fe1—C3—C2 | 120.1 (5) | C17—Fe2—C19—C20 | 82.0 (4) |
C1—Fe1—C3—C2 | 38.0 (3) | C18—C19—C20—C21 | 0.4 (7) |
C8—Fe1—C3—C2 | −161.3 (4) | Fe2—C19—C20—C21 | −58.7 (4) |
C7—Fe1—C3—C2 | −119.5 (4) | C18—C19—C20—Fe2 | 59.1 (4) |
C2—C3—C4—C5 | 0.2 (7) | C23—Fe2—C20—C19 | 48.1 (9) |
Fe1—C3—C4—C5 | 58.7 (4) | C22—Fe2—C20—C19 | −168.0 (6) |
C2—C3—C4—Fe1 | −58.4 (4) | C26—Fe2—C20—C19 | 161.3 (4) |
C6—Fe1—C4—C3 | −44.3 (9) | C18—Fe2—C20—C19 | −37.6 (3) |
C5—Fe1—C4—C3 | 119.8 (5) | C21—Fe2—C20—C19 | −119.7 (5) |
C10—Fe1—C4—C3 | 158.4 (7) | C25—Fe2—C20—C19 | 120.2 (4) |
C9—Fe1—C4—C3 | −164.4 (4) | C24—Fe2—C20—C19 | 78.8 (5) |
C2—Fe1—C4—C3 | 37.2 (4) | C17—Fe2—C20—C19 | −81.2 (4) |
C1—Fe1—C4—C3 | 81.6 (4) | C23—Fe2—C20—C21 | 167.8 (7) |
C8—Fe1—C4—C3 | −121.7 (4) | C22—Fe2—C20—C21 | −48.3 (8) |
C7—Fe1—C4—C3 | −79.9 (5) | C26—Fe2—C20—C21 | −79.0 (4) |
C6—Fe1—C4—C5 | −164.2 (7) | C18—Fe2—C20—C21 | 82.1 (4) |
C10—Fe1—C4—C5 | 38.6 (8) | C25—Fe2—C20—C21 | −120.1 (4) |
C9—Fe1—C4—C5 | 75.8 (4) | C19—Fe2—C20—C21 | 119.7 (5) |
C2—Fe1—C4—C5 | −82.6 (4) | C24—Fe2—C20—C21 | −161.5 (4) |
C1—Fe1—C4—C5 | −38.3 (3) | C17—Fe2—C20—C21 | 38.5 (3) |
C8—Fe1—C4—C5 | 118.5 (4) | C19—C20—C21—C17 | −1.0 (7) |
C7—Fe1—C4—C5 | 160.3 (4) | Fe2—C20—C21—C17 | −59.9 (4) |
C3—Fe1—C4—C5 | −119.8 (5) | C19—C20—C21—Fe2 | 58.9 (4) |
C3—C4—C5—C1 | 0.5 (6) | C18—C17—C21—C20 | 1.2 (6) |
Fe1—C4—C5—C1 | 60.3 (4) | C27—C17—C21—C20 | −176.9 (5) |
C3—C4—C5—Fe1 | −59.8 (4) | Fe2—C17—C21—C20 | 59.9 (4) |
C2—C1—C5—C4 | −1.1 (6) | C18—C17—C21—Fe2 | −58.8 (4) |
C11—C1—C5—C4 | −177.5 (5) | C27—C17—C21—Fe2 | 123.2 (5) |
Fe1—C1—C5—C4 | −60.3 (4) | C23—Fe2—C21—C20 | −166.6 (8) |
C2—C1—C5—Fe1 | 59.2 (4) | C22—Fe2—C21—C20 | 160.9 (4) |
C11—C1—C5—Fe1 | −117.2 (5) | C26—Fe2—C21—C20 | 119.5 (4) |
C6—Fe1—C5—C4 | 165.4 (6) | C18—Fe2—C21—C20 | −81.1 (4) |
C10—Fe1—C5—C4 | −164.3 (4) | C25—Fe2—C21—C20 | 78.6 (5) |
C9—Fe1—C5—C4 | −123.0 (4) | C19—Fe2—C21—C20 | −37.4 (4) |
C2—Fe1—C5—C4 | 80.3 (4) | C24—Fe2—C21—C20 | 44.6 (9) |
C1—Fe1—C5—C4 | 118.8 (5) | C17—Fe2—C21—C20 | −118.3 (5) |
C8—Fe1—C5—C4 | −81.9 (4) | C23—Fe2—C21—C17 | −48.3 (9) |
C7—Fe1—C5—C4 | −52.3 (9) | C22—Fe2—C21—C17 | −80.8 (4) |
C3—Fe1—C5—C4 | 36.8 (3) | C26—Fe2—C21—C17 | −122.2 (4) |
C6—Fe1—C5—C1 | 46.6 (8) | C18—Fe2—C21—C17 | 37.2 (3) |
C10—Fe1—C5—C1 | 76.9 (4) | C25—Fe2—C21—C17 | −163.1 (4) |
C9—Fe1—C5—C1 | 118.3 (4) | C19—Fe2—C21—C17 | 81.0 (4) |
C2—Fe1—C5—C1 | −38.5 (3) | C24—Fe2—C21—C17 | 162.9 (7) |
C4—Fe1—C5—C1 | −118.8 (5) | C20—Fe2—C21—C17 | 118.3 (5) |
C8—Fe1—C5—C1 | 159.3 (4) | C23—Fe2—C22—C26 | 118.6 (6) |
C7—Fe1—C5—C1 | −171.0 (7) | C18—Fe2—C22—C26 | −162.8 (4) |
C3—Fe1—C5—C1 | −82.0 (4) | C21—Fe2—C22—C26 | −77.5 (5) |
C5—Fe1—C6—C7 | 160.5 (6) | C25—Fe2—C22—C26 | 37.6 (5) |
C10—Fe1—C6—C7 | 119.5 (6) | C19—Fe2—C22—C26 | 161.6 (7) |
C9—Fe1—C6—C7 | 81.2 (4) | C24—Fe2—C22—C26 | 80.8 (5) |
C2—Fe1—C6—C7 | −122.2 (4) | C20—Fe2—C22—C26 | −42.0 (9) |
C4—Fe1—C6—C7 | −47.9 (9) | C17—Fe2—C22—C26 | −120.8 (4) |
C1—Fe1—C6—C7 | −165.1 (4) | C26—Fe2—C22—C23 | −118.6 (6) |
C8—Fe1—C6—C7 | 37.3 (4) | C18—Fe2—C22—C23 | 78.6 (5) |
C3—Fe1—C6—C7 | −80.7 (5) | C21—Fe2—C22—C23 | 163.9 (4) |
C5—Fe1—C6—C10 | 41.1 (8) | C25—Fe2—C22—C23 | −81.0 (5) |
C9—Fe1—C6—C10 | −38.3 (4) | C19—Fe2—C22—C23 | 43.0 (9) |
C2—Fe1—C6—C10 | 118.3 (4) | C24—Fe2—C22—C23 | −37.8 (5) |
C4—Fe1—C6—C10 | −167.4 (7) | C20—Fe2—C22—C23 | −160.5 (6) |
C1—Fe1—C6—C10 | 75.4 (5) | C17—Fe2—C22—C23 | 120.6 (4) |
C8—Fe1—C6—C10 | −82.1 (4) | C26—C22—C23—C24 | 0.0 (8) |
C7—Fe1—C6—C10 | −119.5 (6) | Fe2—C22—C23—C24 | 59.9 (5) |
C3—Fe1—C6—C10 | 159.8 (4) | C26—C22—C23—Fe2 | −59.9 (5) |
C10—C6—C7—C8 | 0.2 (7) | C22—Fe2—C23—C24 | −119.1 (7) |
Fe1—C6—C7—C8 | −59.6 (5) | C26—Fe2—C23—C24 | −81.4 (5) |
C10—C6—C7—Fe1 | 59.8 (4) | C18—Fe2—C23—C24 | 119.5 (5) |
C6—Fe1—C7—C8 | 118.9 (6) | C21—Fe2—C23—C24 | −162.3 (8) |
C5—Fe1—C7—C8 | −40.4 (10) | C25—Fe2—C23—C24 | −38.3 (5) |
C10—Fe1—C7—C8 | 80.8 (5) | C19—Fe2—C23—C24 | 76.9 (6) |
C9—Fe1—C7—C8 | 37.5 (4) | C20—Fe2—C23—C24 | 41.7 (10) |
C2—Fe1—C7—C8 | −164.4 (4) | C17—Fe2—C23—C24 | 161.4 (5) |
C4—Fe1—C7—C8 | −79.3 (5) | C26—Fe2—C23—C22 | 37.7 (4) |
C1—Fe1—C7—C8 | 156.2 (6) | C18—Fe2—C23—C22 | −121.4 (4) |
C3—Fe1—C7—C8 | −121.5 (4) | C21—Fe2—C23—C22 | −43.2 (10) |
C5—Fe1—C7—C6 | −159.2 (7) | C25—Fe2—C23—C22 | 80.8 (5) |
C10—Fe1—C7—C6 | −38.0 (4) | C19—Fe2—C23—C22 | −164.0 (4) |
C9—Fe1—C7—C6 | −81.3 (4) | C24—Fe2—C23—C22 | 119.1 (7) |
C2—Fe1—C7—C6 | 76.8 (5) | C20—Fe2—C23—C22 | 160.8 (6) |
C4—Fe1—C7—C6 | 161.9 (4) | C17—Fe2—C23—C22 | −79.5 (5) |
C1—Fe1—C7—C6 | 37.4 (9) | C22—C23—C24—C25 | 0.8 (8) |
C8—Fe1—C7—C6 | −118.9 (6) | Fe2—C23—C24—C25 | 60.2 (5) |
C3—Fe1—C7—C6 | 119.7 (4) | C22—C23—C24—Fe2 | −59.4 (5) |
C6—C7—C8—C9 | −0.4 (7) | C23—Fe2—C24—C25 | −117.2 (7) |
Fe1—C7—C8—C9 | −59.1 (4) | C22—Fe2—C24—C25 | −79.1 (5) |
C6—C7—C8—Fe1 | 58.7 (5) | C26—Fe2—C24—C25 | −35.6 (5) |
C6—Fe1—C8—C7 | −37.9 (4) | C18—Fe2—C24—C25 | 162.8 (4) |
C5—Fe1—C8—C7 | 164.2 (4) | C21—Fe2—C24—C25 | 47.2 (10) |
C10—Fe1—C8—C7 | −82.6 (5) | C19—Fe2—C24—C25 | 121.4 (5) |
C9—Fe1—C8—C7 | −119.5 (6) | C20—Fe2—C24—C25 | 79.7 (5) |
C2—Fe1—C8—C7 | 41.1 (10) | C17—Fe2—C24—C25 | −166.5 (7) |
C4—Fe1—C8—C7 | 120.7 (5) | C22—Fe2—C24—C23 | 38.2 (5) |
C1—Fe1—C8—C7 | −157.0 (6) | C26—Fe2—C24—C23 | 81.6 (5) |
C3—Fe1—C8—C7 | 78.8 (5) | C18—Fe2—C24—C23 | −80.0 (5) |
C6—Fe1—C8—C9 | 81.7 (5) | C21—Fe2—C24—C23 | 164.4 (7) |
C5—Fe1—C8—C9 | −76.3 (5) | C25—Fe2—C24—C23 | 117.2 (7) |
C10—Fe1—C8—C9 | 36.9 (4) | C19—Fe2—C24—C23 | −121.3 (5) |
C2—Fe1—C8—C9 | 160.7 (7) | C20—Fe2—C24—C23 | −163.1 (5) |
C4—Fe1—C8—C9 | −119.8 (4) | C17—Fe2—C24—C23 | −49.2 (10) |
C1—Fe1—C8—C9 | −37.5 (9) | C23—C24—C25—C26 | −1.4 (8) |
C7—Fe1—C8—C9 | 119.5 (6) | Fe2—C24—C25—C26 | 58.1 (5) |
C3—Fe1—C8—C9 | −161.6 (4) | C23—C24—C25—Fe2 | −59.5 (5) |
C7—C8—C9—C10 | 0.4 (7) | C23—Fe2—C25—C26 | −83.1 (5) |
Fe1—C8—C9—C10 | −59.3 (4) | C22—Fe2—C25—C26 | −38.1 (5) |
C7—C8—C9—Fe1 | 59.7 (5) | C18—Fe2—C25—C26 | −165.5 (7) |
C6—Fe1—C9—C10 | 39.4 (4) | C21—Fe2—C25—C26 | 77.3 (5) |
C5—Fe1—C9—C10 | −118.0 (4) | C19—Fe2—C25—C26 | 161.5 (4) |
C2—Fe1—C9—C10 | −42.8 (8) | C24—Fe2—C25—C26 | −122.3 (7) |
C4—Fe1—C9—C10 | −159.5 (4) | C20—Fe2—C25—C26 | 119.6 (5) |
C1—Fe1—C9—C10 | −75.3 (5) | C17—Fe2—C25—C26 | 44.3 (10) |
C8—Fe1—C9—C10 | 120.0 (6) | C23—Fe2—C25—C24 | 39.2 (5) |
C7—Fe1—C9—C10 | 83.1 (5) | C22—Fe2—C25—C24 | 84.3 (5) |
C3—Fe1—C9—C10 | 169.7 (7) | C26—Fe2—C25—C24 | 122.3 (7) |
C6—Fe1—C9—C8 | −80.6 (5) | C18—Fe2—C25—C24 | −43.2 (10) |
C5—Fe1—C9—C8 | 122.0 (4) | C21—Fe2—C25—C24 | −160.4 (5) |
C10—Fe1—C9—C8 | −120.0 (6) | C19—Fe2—C25—C24 | −76.2 (6) |
C2—Fe1—C9—C8 | −162.9 (6) | C20—Fe2—C25—C24 | −118.1 (5) |
C4—Fe1—C9—C8 | 80.5 (5) | C17—Fe2—C25—C24 | 166.6 (7) |
C1—Fe1—C9—C8 | 164.7 (4) | C24—C25—C26—C22 | 1.4 (8) |
C7—Fe1—C9—C8 | −36.9 (4) | Fe2—C25—C26—C22 | 59.8 (5) |
C3—Fe1—C9—C8 | 49.7 (9) | C24—C25—C26—Fe2 | −58.3 (5) |
C8—C9—C10—C6 | −0.2 (7) | C23—C22—C26—C25 | −0.9 (8) |
Fe1—C9—C10—C6 | −59.9 (4) | Fe2—C22—C26—C25 | −60.2 (5) |
C8—C9—C10—Fe1 | 59.6 (4) | C23—C22—C26—Fe2 | 59.3 (5) |
C7—C6—C10—C9 | 0.0 (7) | C23—Fe2—C26—C25 | 80.0 (5) |
Fe1—C6—C10—C9 | 60.7 (4) | C22—Fe2—C26—C25 | 118.6 (7) |
C7—C6—C10—Fe1 | −60.6 (5) | C18—Fe2—C26—C25 | 164.5 (7) |
C6—Fe1—C10—C9 | −117.1 (6) | C21—Fe2—C26—C25 | −120.6 (5) |
C5—Fe1—C10—C9 | 79.5 (4) | C19—Fe2—C26—C25 | −44.9 (10) |
C2—Fe1—C10—C9 | 162.2 (4) | C24—Fe2—C26—C25 | 35.7 (5) |
C4—Fe1—C10—C9 | 51.2 (8) | C20—Fe2—C26—C25 | −78.3 (6) |
C1—Fe1—C10—C9 | 121.1 (4) | C17—Fe2—C26—C25 | −162.8 (5) |
C8—Fe1—C10—C9 | −37.2 (4) | C23—Fe2—C26—C22 | −38.6 (5) |
C7—Fe1—C10—C9 | −80.0 (4) | C18—Fe2—C26—C22 | 45.9 (10) |
C3—Fe1—C10—C9 | −170.3 (6) | C21—Fe2—C26—C22 | 120.8 (4) |
C5—Fe1—C10—C6 | −163.4 (4) | C25—Fe2—C26—C22 | −118.6 (7) |
C9—Fe1—C10—C6 | 117.1 (6) | C19—Fe2—C26—C22 | −163.5 (6) |
C2—Fe1—C10—C6 | −80.7 (5) | C24—Fe2—C26—C22 | −82.9 (5) |
C4—Fe1—C10—C6 | 168.3 (6) | C20—Fe2—C26—C22 | 163.1 (4) |
C1—Fe1—C10—C6 | −121.8 (4) | C17—Fe2—C26—C22 | 78.6 (5) |
C8—Fe1—C10—C6 | 79.9 (5) | N4—N3—C27—C28 | −1.1 (6) |
C7—Fe1—C10—C6 | 37.1 (4) | N4—N3—C27—C17 | −179.0 (4) |
C3—Fe1—C10—C6 | −53.2 (9) | C18—C17—C27—N3 | 0.4 (8) |
N2—N1—C11—C12 | 0.4 (6) | C21—C17—C27—N3 | 178.0 (5) |
N2—N1—C11—C1 | −179.3 (5) | Fe2—C17—C27—N3 | −92.1 (6) |
C5—C1—C11—N1 | −173.3 (5) | C18—C17—C27—C28 | −177.0 (5) |
C2—C1—C11—N1 | 11.0 (9) | C21—C17—C27—C28 | 0.7 (9) |
Fe1—C1—C11—N1 | 99.7 (6) | Fe2—C17—C27—C28 | 90.5 (7) |
C5—C1—C11—C12 | 7.1 (9) | N3—C27—C28—C29 | 0.5 (6) |
C2—C1—C11—C12 | −168.6 (6) | C17—C27—C28—C29 | 178.0 (5) |
Fe1—C1—C11—C12 | −80.0 (7) | N3—N4—C29—C28 | −1.2 (6) |
N1—C11—C12—C13 | −0.5 (7) | C31—N4—C29—C28 | −174.0 (5) |
C1—C11—C12—C13 | 179.1 (5) | N3—N4—C29—C30 | 178.5 (5) |
N1—N2—C13—C12 | −0.2 (7) | C31—N4—C29—C30 | 5.7 (9) |
C15—N2—C13—C12 | −176.4 (5) | C27—C28—C29—N4 | 0.4 (6) |
N1—N2—C13—C14 | −179.8 (5) | C27—C28—C29—C30 | −179.3 (5) |
C15—N2—C13—C14 | 4.0 (10) | C29—N4—C31—C32 | 94.0 (7) |
C11—C12—C13—N2 | 0.4 (7) | N3—N4—C31—C32 | −78.5 (6) |
C11—C12—C13—C14 | 180.0 (6) | N4—C31—C32—O2 | −73.0 (7) |
C13—N2—C15—C16 | 91.3 (8) | C1—Cg2—Cg3—C10 | 0.4 (5) |
N1—N2—C15—C16 | −84.7 (7) | C17—Cg5—Cg6—C22 | −1.4 (5) |
Symmetry code: (i) −x, −y+1, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1O···N3 | 0.85 | 1.96 | 2.794 (6) | 166 |
O2—H2O···N1ii | 0.85 | 2.02 | 2.861 (6) | 172 |
C14—H14A···O1 | 0.96 | 2.54 | 3.276 (10) | 133 |
C14—H14C···Cg3iii | 0.96 | 2.96 | 3.777 (9) | 144 |
C30—H30A···O2 | 0.96 | 2.72 | 3.420 (8) | 131 |
Symmetry codes: (ii) −x+1, −y+1, −z+1; (iii) x−1, y, z. |
Subscribe to Acta Crystallographica Section E: Crystallographic Communications
The full text of this article is available to subscribers to the journal.
If you have already registered and are using a computer listed in your registration details, please email
support@iucr.org for assistance.