Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805032794/ng6206sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805032794/ng6206Isup2.hkl |
CCDC reference: 281485
Data collection: SMART (Bruker, 1997); cell refinement: SMART; data reduction: SAINT (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: SHELXTL.
[Fe(C5H5)(C14H16N)] | Dx = 1.308 Mg m−3 |
Mr = 319.22 | Melting point: 346 K |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 9.587 (5) Å | Cell parameters from 3742 reflections |
b = 12.569 (7) Å | θ = 2.7–26.5° |
c = 13.950 (7) Å | µ = 0.92 mm−1 |
β = 105.311 (6)° | T = 293 K |
V = 1621.3 (15) Å3 | Prism, yellow |
Z = 4 | 0.38 × 0.32 × 0.22 mm |
F(000) = 672 |
Bruker APEX-II CCD area-detector diffractometer | 2862 independent reflections |
Radiation source: fine-focus sealed tube | 2447 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.019 |
φ and ω scans | θmax = 25.0°, θmin = 2.2° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −9→11 |
Tmin = 0.681, Tmax = 0.816 | k = −14→14 |
8512 measured reflections | l = −16→13 |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.028 | H-atom parameters constrained |
wR(F2) = 0.081 | w = 1/[σ2(Fo2) + (0.0432P)2 + 0.3894P] where P = (Fo2 + 2Fc2)/3 |
S = 1.05 | (Δ/σ)max = 0.001 |
2862 reflections | Δρmax = 0.19 e Å−3 |
192 parameters | Δρmin = −0.22 e Å−3 |
0 restraints | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0118 (10) |
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 | ||
Fe1 | 0.61623 (3) | 0.33587 (2) | 0.143387 (17) | 0.04360 (12) | |
N1 | 0.98389 (18) | 0.55697 (16) | 0.18955 (15) | 0.0713 (5) | |
C1 | 0.5771 (3) | 0.3661 (3) | 0.2754 (2) | 0.0977 (11) | |
H1 | 0.6381 | 0.4078 | 0.3299 | 0.117* | |
C2 | 0.5851 (4) | 0.2568 (3) | 0.2613 (2) | 0.1040 (11) | |
H2 | 0.6527 | 0.2072 | 0.3040 | 0.125* | |
C3 | 0.4762 (4) | 0.2309 (3) | 0.1771 (3) | 0.0996 (10) | |
H3 | 0.4551 | 0.1595 | 0.1489 | 0.120* | |
C4 | 0.4039 (3) | 0.3206 (3) | 0.1409 (2) | 0.0868 (9) | |
H4 | 0.3227 | 0.3246 | 0.0811 | 0.104* | |
C5 | 0.4625 (3) | 0.4046 (2) | 0.1984 (2) | 0.0838 (8) | |
H5 | 0.4298 | 0.4787 | 0.1887 | 0.101* | |
C6 | 0.6861 (2) | 0.44582 (16) | 0.05987 (13) | 0.0490 (4) | |
H6 | 0.6495 | 0.5187 | 0.0471 | 0.059* | |
C7 | 0.6317 (2) | 0.35624 (17) | 0.00156 (14) | 0.0560 (5) | |
H7 | 0.5511 | 0.3558 | −0.0587 | 0.067* | |
C8 | 0.7127 (3) | 0.26714 (18) | 0.04555 (16) | 0.0660 (6) | |
H8 | 0.6985 | 0.1938 | 0.0211 | 0.079* | |
C9 | 0.8173 (2) | 0.30165 (18) | 0.13056 (17) | 0.0633 (6) | |
H9 | 0.8885 | 0.2563 | 0.1757 | 0.076* | |
C10 | 0.80164 (19) | 0.41308 (16) | 0.14085 (14) | 0.0500 (5) | |
C11 | 0.8897 (2) | 0.48265 (19) | 0.22279 (16) | 0.0695 (6) | |
H11A | 0.8244 | 0.5226 | 0.2518 | 0.083* | |
H11B | 0.9484 | 0.4376 | 0.2744 | 0.083* | |
C12 | 1.1016 (2) | 0.5068 (2) | 0.1594 (2) | 0.0945 (9) | |
H12A | 1.0718 | 0.4923 | 0.0894 | 0.142* | |
H12B | 1.1272 | 0.4414 | 0.1953 | 0.142* | |
H12C | 1.1837 | 0.5535 | 0.1736 | 0.142* | |
C13 | 0.9272 (2) | 0.65244 (16) | 0.14422 (15) | 0.0537 (5) | |
C14 | 0.9879 (2) | 0.70423 (18) | 0.07766 (16) | 0.0612 (5) | |
H14 | 1.0641 | 0.6723 | 0.0588 | 0.073* | |
C15 | 0.9384 (3) | 0.8018 (2) | 0.03861 (18) | 0.0723 (6) | |
H15 | 0.9826 | 0.8342 | −0.0056 | 0.087* | |
C16 | 0.8259 (3) | 0.85294 (18) | 0.0626 (2) | 0.0754 (7) | |
C17 | 0.7746 (4) | 0.9622 (2) | 0.0224 (3) | 0.1262 (13) | |
H17A | 0.6793 | 0.9748 | 0.0301 | 0.189* | |
H17B | 0.7721 | 0.9657 | −0.0468 | 0.189* | |
H17C | 0.8397 | 1.0153 | 0.0584 | 0.189* | |
C18 | 0.7626 (3) | 0.8007 (2) | 0.1270 (2) | 0.0754 (7) | |
H18 | 0.6844 | 0.8323 | 0.1436 | 0.091* | |
C19 | 0.8110 (2) | 0.7034 (2) | 0.16757 (18) | 0.0695 (6) | |
H19 | 0.7655 | 0.6711 | 0.2112 | 0.083* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Fe1 | 0.04427 (18) | 0.04915 (19) | 0.03909 (17) | 0.00342 (11) | 0.01400 (11) | 0.00624 (11) |
N1 | 0.0427 (9) | 0.0784 (12) | 0.0897 (14) | −0.0053 (9) | 0.0122 (9) | 0.0178 (11) |
C1 | 0.0817 (19) | 0.171 (3) | 0.0532 (14) | −0.046 (2) | 0.0398 (14) | −0.0344 (18) |
C2 | 0.100 (2) | 0.143 (3) | 0.085 (2) | 0.031 (2) | 0.0525 (18) | 0.068 (2) |
C3 | 0.125 (3) | 0.084 (2) | 0.109 (2) | −0.0375 (19) | 0.066 (2) | −0.0014 (18) |
C4 | 0.0548 (14) | 0.136 (3) | 0.0737 (16) | −0.0196 (16) | 0.0247 (12) | 0.0038 (17) |
C5 | 0.0786 (17) | 0.0909 (19) | 0.103 (2) | 0.0131 (15) | 0.0605 (17) | 0.0053 (16) |
C6 | 0.0499 (10) | 0.0547 (11) | 0.0438 (10) | 0.0061 (8) | 0.0145 (8) | 0.0135 (9) |
C7 | 0.0619 (12) | 0.0699 (13) | 0.0387 (10) | 0.0080 (10) | 0.0178 (9) | 0.0034 (9) |
C8 | 0.0795 (15) | 0.0617 (13) | 0.0658 (13) | 0.0169 (11) | 0.0348 (12) | −0.0029 (11) |
C9 | 0.0543 (12) | 0.0736 (14) | 0.0675 (14) | 0.0270 (10) | 0.0257 (11) | 0.0203 (11) |
C10 | 0.0401 (9) | 0.0647 (12) | 0.0469 (10) | 0.0034 (8) | 0.0144 (8) | 0.0154 (9) |
C11 | 0.0578 (12) | 0.0841 (15) | 0.0586 (12) | −0.0131 (11) | 0.0014 (10) | 0.0203 (11) |
C12 | 0.0475 (13) | 0.0869 (18) | 0.149 (3) | 0.0109 (12) | 0.0249 (15) | 0.0248 (18) |
C13 | 0.0383 (10) | 0.0648 (12) | 0.0565 (12) | −0.0094 (9) | 0.0095 (8) | −0.0056 (10) |
C14 | 0.0539 (12) | 0.0666 (13) | 0.0674 (13) | −0.0071 (10) | 0.0237 (10) | −0.0047 (11) |
C15 | 0.0755 (15) | 0.0718 (14) | 0.0707 (15) | −0.0135 (12) | 0.0211 (12) | 0.0025 (12) |
C16 | 0.0737 (16) | 0.0570 (13) | 0.0840 (17) | −0.0034 (11) | 0.0007 (13) | −0.0104 (12) |
C17 | 0.128 (3) | 0.0689 (18) | 0.158 (3) | 0.0114 (18) | −0.003 (2) | 0.010 (2) |
C18 | 0.0596 (14) | 0.0770 (16) | 0.0885 (17) | 0.0059 (12) | 0.0176 (12) | −0.0259 (14) |
C19 | 0.0549 (12) | 0.0850 (16) | 0.0751 (15) | −0.0045 (12) | 0.0287 (11) | −0.0070 (13) |
Fe1—C2 | 2.011 (2) | C7—C8 | 1.408 (3) |
Fe1—C1 | 2.011 (3) | C7—H7 | 0.9800 |
Fe1—C3 | 2.024 (3) | C8—C9 | 1.404 (3) |
Fe1—C5 | 2.026 (2) | C8—H8 | 0.9800 |
Fe1—C9 | 2.029 (2) | C9—C10 | 1.420 (3) |
Fe1—C6 | 2.0318 (19) | C9—H9 | 0.9800 |
Fe1—C8 | 2.033 (2) | C10—C11 | 1.508 (3) |
Fe1—C10 | 2.034 (2) | C11—H11A | 0.9700 |
Fe1—C4 | 2.036 (3) | C11—H11B | 0.9700 |
Fe1—C7 | 2.039 (2) | C12—H12A | 0.9600 |
N1—C13 | 1.398 (3) | C12—H12B | 0.9600 |
N1—C12 | 1.448 (3) | C12—H12C | 0.9600 |
N1—C11 | 1.458 (3) | C13—C14 | 1.382 (3) |
C1—C2 | 1.393 (5) | C13—C19 | 1.396 (3) |
C1—C5 | 1.405 (4) | C14—C15 | 1.374 (3) |
C1—H1 | 0.9800 | C14—H14 | 0.9300 |
C2—C3 | 1.388 (5) | C15—C16 | 1.371 (4) |
C2—H2 | 0.9800 | C15—H15 | 0.9300 |
C3—C4 | 1.349 (4) | C16—C18 | 1.376 (4) |
C3—H3 | 0.9800 | C16—C17 | 1.516 (4) |
C4—C5 | 1.356 (4) | C17—H17A | 0.9600 |
C4—H4 | 0.9800 | C17—H17B | 0.9600 |
C5—H5 | 0.9800 | C17—H17C | 0.9600 |
C6—C7 | 1.406 (3) | C18—C19 | 1.376 (3) |
C6—C10 | 1.418 (3) | C18—H18 | 0.9300 |
C6—H6 | 0.9800 | C19—H19 | 0.9300 |
C2—Fe1—C1 | 40.52 (14) | C4—C5—C1 | 107.6 (3) |
C2—Fe1—C3 | 40.25 (13) | C4—C5—Fe1 | 70.90 (16) |
C1—Fe1—C3 | 67.32 (12) | C1—C5—Fe1 | 69.06 (14) |
C2—Fe1—C5 | 67.72 (12) | C4—C5—H5 | 126.2 |
C1—Fe1—C5 | 40.73 (12) | C1—C5—H5 | 126.2 |
C3—Fe1—C5 | 66.20 (13) | Fe1—C5—H5 | 126.2 |
C2—Fe1—C9 | 108.50 (10) | C7—C6—C10 | 108.72 (18) |
C1—Fe1—C9 | 122.16 (12) | C7—C6—Fe1 | 70.05 (12) |
C3—Fe1—C9 | 125.90 (13) | C10—C6—Fe1 | 69.65 (11) |
C5—Fe1—C9 | 157.98 (12) | C7—C6—H6 | 125.6 |
C2—Fe1—C6 | 161.46 (15) | C10—C6—H6 | 125.6 |
C1—Fe1—C6 | 124.51 (13) | Fe1—C6—H6 | 125.6 |
C3—Fe1—C6 | 156.33 (13) | C6—C7—C8 | 107.88 (19) |
C5—Fe1—C6 | 108.07 (10) | C6—C7—Fe1 | 69.53 (11) |
C9—Fe1—C6 | 68.21 (8) | C8—C7—Fe1 | 69.53 (11) |
C2—Fe1—C8 | 122.11 (14) | C6—C7—H7 | 126.1 |
C1—Fe1—C8 | 157.44 (14) | C8—C7—H7 | 126.1 |
C3—Fe1—C8 | 109.05 (12) | Fe1—C7—H7 | 126.1 |
C5—Fe1—C8 | 160.24 (12) | C9—C8—C7 | 108.1 (2) |
C9—Fe1—C8 | 40.46 (9) | C9—C8—Fe1 | 69.62 (12) |
C6—Fe1—C8 | 68.07 (9) | C7—C8—Fe1 | 70.00 (12) |
C2—Fe1—C10 | 124.72 (12) | C9—C8—H8 | 125.9 |
C1—Fe1—C10 | 107.53 (10) | C7—C8—H8 | 125.9 |
C3—Fe1—C10 | 162.06 (13) | Fe1—C8—H8 | 125.9 |
C5—Fe1—C10 | 121.98 (11) | C8—C9—C10 | 108.60 (18) |
C9—Fe1—C10 | 40.92 (9) | C8—C9—Fe1 | 69.92 (12) |
C6—Fe1—C10 | 40.84 (7) | C10—C9—Fe1 | 69.73 (10) |
C8—Fe1—C10 | 68.67 (9) | C8—C9—H9 | 125.7 |
C2—Fe1—C4 | 66.64 (12) | C10—C9—H9 | 125.7 |
C1—Fe1—C4 | 66.80 (11) | Fe1—C9—H9 | 125.7 |
C3—Fe1—C4 | 38.83 (12) | C6—C10—C9 | 106.67 (18) |
C5—Fe1—C4 | 38.99 (11) | C6—C10—C11 | 126.77 (19) |
C9—Fe1—C4 | 161.37 (13) | C9—C10—C11 | 126.55 (18) |
C6—Fe1—C4 | 122.27 (11) | C6—C10—Fe1 | 69.51 (11) |
C8—Fe1—C4 | 125.35 (12) | C9—C10—Fe1 | 69.36 (12) |
C10—Fe1—C4 | 156.84 (12) | C11—C10—Fe1 | 125.48 (14) |
C2—Fe1—C7 | 157.01 (15) | N1—C11—C10 | 113.59 (18) |
C1—Fe1—C7 | 160.78 (15) | N1—C11—H11A | 108.8 |
C3—Fe1—C7 | 122.00 (12) | C10—C11—H11A | 108.8 |
C5—Fe1—C7 | 124.09 (11) | N1—C11—H11B | 108.8 |
C9—Fe1—C7 | 68.09 (9) | C10—C11—H11B | 108.8 |
C6—Fe1—C7 | 40.42 (8) | H11A—C11—H11B | 107.7 |
C8—Fe1—C7 | 40.46 (9) | N1—C12—H12A | 109.5 |
C10—Fe1—C7 | 68.62 (8) | N1—C12—H12B | 109.5 |
C4—Fe1—C7 | 108.88 (10) | H12A—C12—H12B | 109.5 |
C13—N1—C12 | 118.8 (2) | N1—C12—H12C | 109.5 |
C13—N1—C11 | 119.65 (18) | H12A—C12—H12C | 109.5 |
C12—N1—C11 | 114.1 (2) | H12B—C12—H12C | 109.5 |
C2—C1—C5 | 107.0 (3) | C14—C13—C19 | 116.4 (2) |
C2—C1—Fe1 | 69.74 (14) | C14—C13—N1 | 121.73 (19) |
C5—C1—Fe1 | 70.22 (14) | C19—C13—N1 | 121.8 (2) |
C2—C1—H1 | 126.5 | C15—C14—C13 | 121.6 (2) |
C5—C1—H1 | 126.5 | C15—C14—H14 | 119.2 |
Fe1—C1—H1 | 126.5 | C13—C14—H14 | 119.2 |
C3—C2—C1 | 107.1 (3) | C16—C15—C14 | 122.2 (2) |
C3—C2—Fe1 | 70.39 (15) | C16—C15—H15 | 118.9 |
C1—C2—Fe1 | 69.74 (15) | C14—C15—H15 | 118.9 |
C3—C2—H2 | 126.4 | C15—C16—C18 | 116.5 (2) |
C1—C2—H2 | 126.4 | C15—C16—C17 | 122.3 (3) |
Fe1—C2—H2 | 126.4 | C18—C16—C17 | 121.2 (3) |
C4—C3—C2 | 108.6 (3) | C16—C17—H17A | 109.5 |
C4—C3—Fe1 | 71.06 (16) | C16—C17—H17B | 109.5 |
C2—C3—Fe1 | 69.36 (16) | H17A—C17—H17B | 109.5 |
C4—C3—H3 | 125.7 | C16—C17—H17C | 109.5 |
C2—C3—H3 | 125.7 | H17A—C17—H17C | 109.5 |
Fe1—C3—H3 | 125.7 | H17B—C17—H17C | 109.5 |
C3—C4—C5 | 109.7 (3) | C16—C18—C19 | 122.3 (2) |
C3—C4—Fe1 | 70.12 (16) | C16—C18—H18 | 118.9 |
C5—C4—Fe1 | 70.11 (14) | C19—C18—H18 | 118.9 |
C3—C4—H4 | 125.1 | C18—C19—C13 | 121.0 (2) |
C5—C4—H4 | 125.1 | C18—C19—H19 | 119.5 |
Fe1—C4—H4 | 125.1 | C13—C19—H19 | 119.5 |
C3—Fe1—C1—C2 | 38.34 (19) | C10—C6—C7—C8 | −0.1 (2) |
C5—Fe1—C1—C2 | 117.7 (3) | Fe1—C6—C7—C8 | −59.16 (15) |
C9—Fe1—C1—C2 | −80.9 (2) | C10—C6—C7—Fe1 | 59.10 (13) |
C6—Fe1—C1—C2 | −165.13 (17) | C2—Fe1—C7—C6 | −167.5 (2) |
C8—Fe1—C1—C2 | −46.9 (4) | C1—Fe1—C7—C6 | 44.4 (3) |
C10—Fe1—C1—C2 | −123.34 (19) | C3—Fe1—C7—C6 | 158.74 (16) |
C4—Fe1—C1—C2 | 80.6 (2) | C5—Fe1—C7—C6 | 77.46 (17) |
C7—Fe1—C1—C2 | 161.4 (3) | C9—Fe1—C7—C6 | −81.67 (13) |
C2—Fe1—C1—C5 | −117.7 (3) | C8—Fe1—C7—C6 | −119.28 (19) |
C3—Fe1—C1—C5 | −79.3 (2) | C10—Fe1—C7—C6 | −37.49 (11) |
C9—Fe1—C1—C5 | 161.46 (16) | C4—Fe1—C7—C6 | 117.95 (15) |
C6—Fe1—C1—C5 | 77.20 (19) | C2—Fe1—C7—C8 | −48.2 (3) |
C8—Fe1—C1—C5 | −164.5 (2) | C1—Fe1—C7—C8 | 163.7 (3) |
C10—Fe1—C1—C5 | 118.98 (18) | C3—Fe1—C7—C8 | −82.0 (2) |
C4—Fe1—C1—C5 | −37.03 (18) | C5—Fe1—C7—C8 | −163.26 (16) |
C7—Fe1—C1—C5 | 43.8 (4) | C9—Fe1—C7—C8 | 37.61 (14) |
C5—C1—C2—C3 | −0.2 (3) | C6—Fe1—C7—C8 | 119.28 (19) |
Fe1—C1—C2—C3 | −60.81 (19) | C10—Fe1—C7—C8 | 81.79 (15) |
C5—C1—C2—Fe1 | 60.63 (17) | C4—Fe1—C7—C8 | −122.77 (17) |
C1—Fe1—C2—C3 | 117.6 (3) | C6—C7—C8—C9 | −0.2 (2) |
C5—Fe1—C2—C3 | 79.0 (2) | Fe1—C7—C8—C9 | −59.40 (15) |
C9—Fe1—C2—C3 | −124.2 (2) | C6—C7—C8—Fe1 | 59.16 (14) |
C6—Fe1—C2—C3 | 159.3 (3) | C2—Fe1—C8—C9 | −80.9 (2) |
C8—Fe1—C2—C3 | −81.7 (2) | C1—Fe1—C8—C9 | −46.8 (3) |
C10—Fe1—C2—C3 | −166.65 (18) | C3—Fe1—C8—C9 | −123.43 (17) |
C4—Fe1—C2—C3 | 36.56 (19) | C5—Fe1—C8—C9 | 164.1 (3) |
C7—Fe1—C2—C3 | −46.8 (4) | C6—Fe1—C8—C9 | 81.68 (14) |
C3—Fe1—C2—C1 | −117.6 (3) | C10—Fe1—C8—C9 | 37.60 (13) |
C5—Fe1—C2—C1 | −38.64 (17) | C4—Fe1—C8—C9 | −163.48 (16) |
C9—Fe1—C2—C1 | 118.19 (18) | C7—Fe1—C8—C9 | 119.2 (2) |
C6—Fe1—C2—C1 | 41.7 (4) | C2—Fe1—C8—C7 | 159.88 (17) |
C8—Fe1—C2—C1 | 160.70 (17) | C1—Fe1—C8—C7 | −166.1 (3) |
C10—Fe1—C2—C1 | 75.7 (2) | C3—Fe1—C8—C7 | 117.33 (18) |
C4—Fe1—C2—C1 | −81.08 (19) | C5—Fe1—C8—C7 | 44.9 (4) |
C7—Fe1—C2—C1 | −164.4 (2) | C9—Fe1—C8—C7 | −119.2 (2) |
C1—C2—C3—C4 | −0.1 (3) | C6—Fe1—C8—C7 | −37.56 (13) |
Fe1—C2—C3—C4 | −60.5 (2) | C10—Fe1—C8—C7 | −81.64 (14) |
C1—C2—C3—Fe1 | 60.40 (18) | C4—Fe1—C8—C7 | 77.28 (19) |
C2—Fe1—C3—C4 | 119.3 (3) | C7—C8—C9—C10 | 0.4 (2) |
C1—Fe1—C3—C4 | 80.7 (2) | Fe1—C8—C9—C10 | −59.18 (14) |
C5—Fe1—C3—C4 | 36.21 (18) | C7—C8—C9—Fe1 | 59.63 (15) |
C9—Fe1—C3—C4 | −165.12 (16) | C2—Fe1—C9—C8 | 118.1 (2) |
C6—Fe1—C3—C4 | −44.5 (4) | C1—Fe1—C9—C8 | 160.69 (17) |
C8—Fe1—C3—C4 | −123.16 (18) | C3—Fe1—C9—C8 | 76.84 (18) |
C10—Fe1—C3—C4 | 157.4 (3) | C5—Fe1—C9—C8 | −165.7 (3) |
C7—Fe1—C3—C4 | −80.3 (2) | C6—Fe1—C9—C8 | −81.32 (14) |
C1—Fe1—C3—C2 | −38.6 (2) | C10—Fe1—C9—C8 | −119.81 (18) |
C5—Fe1—C3—C2 | −83.1 (2) | C4—Fe1—C9—C8 | 46.6 (3) |
C9—Fe1—C3—C2 | 75.6 (2) | C7—Fe1—C9—C8 | −37.62 (13) |
C6—Fe1—C3—C2 | −163.8 (2) | C2—Fe1—C9—C10 | −122.06 (18) |
C8—Fe1—C3—C2 | 117.5 (2) | C1—Fe1—C9—C10 | −79.50 (18) |
C10—Fe1—C3—C2 | 38.1 (4) | C3—Fe1—C9—C10 | −163.35 (15) |
C4—Fe1—C3—C2 | −119.3 (3) | C5—Fe1—C9—C10 | −45.9 (3) |
C7—Fe1—C3—C2 | 160.38 (19) | C6—Fe1—C9—C10 | 38.49 (11) |
C2—C3—C4—C5 | 0.3 (3) | C8—Fe1—C9—C10 | 119.81 (18) |
Fe1—C3—C4—C5 | −59.09 (19) | C4—Fe1—C9—C10 | 166.4 (3) |
C2—C3—C4—Fe1 | 59.4 (2) | C7—Fe1—C9—C10 | 82.19 (12) |
C2—Fe1—C4—C3 | −37.9 (2) | C7—C6—C10—C9 | 0.3 (2) |
C1—Fe1—C4—C3 | −82.2 (2) | Fe1—C6—C10—C9 | 59.68 (13) |
C5—Fe1—C4—C3 | −120.8 (3) | C7—C6—C10—C11 | −178.97 (19) |
C9—Fe1—C4—C3 | 40.7 (4) | Fe1—C6—C10—C11 | −119.62 (19) |
C6—Fe1—C4—C3 | 160.57 (17) | C7—C6—C10—Fe1 | −59.35 (13) |
C8—Fe1—C4—C3 | 75.9 (2) | C8—C9—C10—C6 | −0.5 (2) |
C10—Fe1—C4—C3 | −162.5 (2) | Fe1—C9—C10—C6 | −59.78 (12) |
C7—Fe1—C4—C3 | 117.93 (19) | C8—C9—C10—C11 | 178.82 (19) |
C2—Fe1—C4—C5 | 82.9 (2) | Fe1—C9—C10—C11 | 119.5 (2) |
C1—Fe1—C4—C5 | 38.64 (19) | C8—C9—C10—Fe1 | 59.30 (15) |
C3—Fe1—C4—C5 | 120.8 (3) | C2—Fe1—C10—C6 | −164.21 (17) |
C9—Fe1—C4—C5 | 161.5 (3) | C1—Fe1—C10—C6 | −122.89 (17) |
C6—Fe1—C4—C5 | −78.6 (2) | C3—Fe1—C10—C6 | 166.8 (3) |
C8—Fe1—C4—C5 | −163.27 (16) | C5—Fe1—C10—C6 | −80.60 (17) |
C10—Fe1—C4—C5 | −41.7 (3) | C9—Fe1—C10—C6 | 117.91 (17) |
C7—Fe1—C4—C5 | −121.27 (18) | C8—Fe1—C10—C6 | 80.72 (13) |
C3—C4—C5—C1 | −0.5 (3) | C4—Fe1—C10—C6 | −51.1 (3) |
Fe1—C4—C5—C1 | −59.55 (17) | C7—Fe1—C10—C6 | 37.12 (12) |
C3—C4—C5—Fe1 | 59.1 (2) | C2—Fe1—C10—C9 | 77.88 (19) |
C2—C1—C5—C4 | 0.4 (3) | C1—Fe1—C10—C9 | 119.20 (17) |
Fe1—C1—C5—C4 | 60.72 (18) | C3—Fe1—C10—C9 | 48.9 (4) |
C2—C1—C5—Fe1 | −60.33 (17) | C5—Fe1—C10—C9 | 161.49 (15) |
C2—Fe1—C5—C4 | −79.9 (2) | C6—Fe1—C10—C9 | −117.91 (17) |
C1—Fe1—C5—C4 | −118.4 (3) | C8—Fe1—C10—C9 | −37.19 (12) |
C3—Fe1—C5—C4 | −36.06 (18) | C4—Fe1—C10—C9 | −169.0 (2) |
C9—Fe1—C5—C4 | −164.3 (2) | C7—Fe1—C10—C9 | −80.78 (13) |
C6—Fe1—C5—C4 | 119.31 (18) | C2—Fe1—C10—C11 | −43.0 (2) |
C8—Fe1—C5—C4 | 44.0 (4) | C1—Fe1—C10—C11 | −1.7 (2) |
C10—Fe1—C5—C4 | 162.05 (16) | C3—Fe1—C10—C11 | −72.0 (4) |
C7—Fe1—C5—C4 | 77.6 (2) | C5—Fe1—C10—C11 | 40.6 (2) |
C2—Fe1—C5—C1 | 38.45 (19) | C9—Fe1—C10—C11 | −120.9 (2) |
C3—Fe1—C5—C1 | 82.3 (2) | C6—Fe1—C10—C11 | 121.2 (2) |
C9—Fe1—C5—C1 | −45.9 (4) | C8—Fe1—C10—C11 | −158.05 (19) |
C6—Fe1—C5—C1 | −122.30 (19) | C4—Fe1—C10—C11 | 70.2 (3) |
C8—Fe1—C5—C1 | 162.4 (3) | C7—Fe1—C10—C11 | 158.35 (19) |
C10—Fe1—C5—C1 | −79.6 (2) | C13—N1—C11—C10 | 81.6 (3) |
C4—Fe1—C5—C1 | 118.4 (3) | C12—N1—C11—C10 | −68.0 (3) |
C7—Fe1—C5—C1 | −164.04 (18) | C6—C10—C11—N1 | −69.3 (3) |
C2—Fe1—C6—C7 | 164.6 (3) | C9—C10—C11—N1 | 111.6 (2) |
C1—Fe1—C6—C7 | −163.76 (15) | Fe1—C10—C11—N1 | −159.04 (15) |
C3—Fe1—C6—C7 | −50.0 (3) | C12—N1—C13—C14 | −5.3 (3) |
C5—Fe1—C6—C7 | −121.75 (15) | C11—N1—C13—C14 | −153.5 (2) |
C9—Fe1—C6—C7 | 81.35 (14) | C12—N1—C13—C19 | 178.1 (2) |
C8—Fe1—C6—C7 | 37.60 (13) | C11—N1—C13—C19 | 29.8 (3) |
C10—Fe1—C6—C7 | 119.91 (17) | C19—C13—C14—C15 | 1.5 (3) |
C4—Fe1—C6—C7 | −81.30 (16) | N1—C13—C14—C15 | −175.3 (2) |
C2—Fe1—C6—C10 | 44.7 (4) | C13—C14—C15—C16 | −0.4 (4) |
C1—Fe1—C6—C10 | 76.33 (17) | C14—C15—C16—C18 | −1.1 (4) |
C3—Fe1—C6—C10 | −169.9 (3) | C14—C15—C16—C17 | 177.8 (2) |
C5—Fe1—C6—C10 | 118.33 (15) | C15—C16—C18—C19 | 1.6 (4) |
C9—Fe1—C6—C10 | −38.56 (13) | C17—C16—C18—C19 | −177.4 (2) |
C8—Fe1—C6—C10 | −82.31 (14) | C16—C18—C19—C13 | −0.5 (4) |
C4—Fe1—C6—C10 | 158.79 (14) | C14—C13—C19—C18 | −1.0 (3) |
C7—Fe1—C6—C10 | −119.91 (17) | N1—C13—C19—C18 | 175.8 (2) |