Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806021155/sa2008sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806021155/sa2008Isup2.hkl |
CCDC reference: 613807
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)(C13H13ClN] | Dx = 1.444 Mg m−3 |
Mr = 339.63 | Melting point: 371 K |
Orthorhombic, Pbca | Mo Kα radiation, λ = 0.71073 Å |
a = 10.093 (2) Å | Cell parameters from 3484 reflections |
b = 8.8080 (19) Å | θ = 2.3–23.4° |
c = 35.159 (8) Å | µ = 1.13 mm−1 |
V = 3125.5 (12) Å3 | T = 294 K |
Z = 8 | Block, yellow |
F(000) = 1408 | 0.20 × 0.18 × 0.12 mm |
Bruker CCD area-detector diffractometer | 2752 independent reflections |
Radiation source: fine-focus sealed tube | 1756 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.050 |
φ and ω scans | θmax = 25.0°, θmin = 2.3° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −12→10 |
Tmin = 0.709, Tmax = 0.901 | k = −10→6 |
14959 measured reflections | l = −41→36 |
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)] = 0.047 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.147 | H-atom parameters constrained |
S = 1.11 | w = 1/[σ2(Fo2) + (0.0666P)2 + 2.6017P] where P = (Fo2 + 2Fc2)/3 |
2752 reflections | (Δ/σ)max = 0.002 |
190 parameters | Δρmax = 0.37 e Å−3 |
6 restraints | Δρmin = −0.61 e Å−3 |
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 | 0.50648 (6) | 0.46481 (7) | 0.816910 (17) | 0.0415 (2) | |
Cl1 | 1.25825 (14) | 0.6666 (3) | 0.94524 (5) | 0.1024 (6) | |
N1 | 0.7004 (4) | 0.4684 (4) | 0.92960 (10) | 0.0503 (9) | |
C1 | 0.4677 (7) | 0.2389 (6) | 0.81454 (19) | 0.0763 (18) | |
H1A | 0.5122 | 0.1608 | 0.8298 | 0.092* | |
C2 | 0.3545 (7) | 0.3171 (8) | 0.8253 (2) | 0.096 (2) | |
H2A | 0.3041 | 0.3029 | 0.8489 | 0.116* | |
C3 | 0.3246 (7) | 0.4209 (8) | 0.7953 (3) | 0.104 (2) | |
H3A | 0.2495 | 0.4913 | 0.7944 | 0.124* | |
C4 | 0.4220 (9) | 0.4022 (7) | 0.7671 (2) | 0.097 (2) | |
H4A | 0.4273 | 0.4578 | 0.7430 | 0.117* | |
C5 | 0.5091 (7) | 0.2895 (6) | 0.77935 (17) | 0.0794 (18) | |
H5A | 0.5869 | 0.2530 | 0.7654 | 0.095* | |
C6 | 0.5153 (4) | 0.6105 (5) | 0.86149 (13) | 0.0495 (11) | |
H6A | 0.4465 | 0.6241 | 0.8809 | 0.059* | |
C7 | 0.5241 (5) | 0.6904 (5) | 0.82700 (14) | 0.0539 (13) | |
H7A | 0.4627 | 0.7692 | 0.8183 | 0.065* | |
C8 | 0.6350 (5) | 0.6382 (5) | 0.80715 (14) | 0.0545 (12) | |
H8A | 0.6647 | 0.6739 | 0.7822 | 0.065* | |
C9 | 0.6967 (4) | 0.5244 (5) | 0.82938 (13) | 0.0475 (11) | |
H9A | 0.7762 | 0.4672 | 0.8223 | 0.057* | |
C10 | 0.6223 (4) | 0.5052 (4) | 0.86345 (12) | 0.0398 (10) | |
C11 | 0.6504 (5) | 0.3958 (5) | 0.89516 (12) | 0.0495 (11) | |
H11A | 0.5696 | 0.3414 | 0.9013 | 0.059* | |
H11B | 0.7150 | 0.3219 | 0.8865 | 0.059* | |
C12 | 0.6026 (5) | 0.5359 (7) | 0.95469 (14) | 0.0668 (14) | |
H12A | 0.6464 | 0.5809 | 0.9761 | 0.100* | |
H12B | 0.5425 | 0.4588 | 0.9634 | 0.100* | |
H12C | 0.5541 | 0.6125 | 0.9412 | 0.100* | |
C13 | 0.8309 (4) | 0.5140 (4) | 0.93290 (12) | 0.0396 (10) | |
C14 | 0.9277 (5) | 0.4705 (5) | 0.90647 (13) | 0.0509 (11) | |
H14A | 0.9036 | 0.4105 | 0.8858 | 0.061* | |
C15 | 1.0574 (5) | 0.5147 (6) | 0.91049 (14) | 0.0590 (13) | |
H15A | 1.1203 | 0.4845 | 0.8927 | 0.071* | |
C16 | 1.0944 (5) | 0.6041 (6) | 0.94094 (15) | 0.0575 (13) | |
C17 | 1.0027 (5) | 0.6471 (5) | 0.96720 (13) | 0.0539 (12) | |
H17A | 1.0284 | 0.7058 | 0.9879 | 0.065* | |
C18 | 0.8731 (5) | 0.6045 (5) | 0.96335 (12) | 0.0485 (11) | |
H18A | 0.8116 | 0.6363 | 0.9814 | 0.058* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Fe1 | 0.0445 (4) | 0.0382 (4) | 0.0417 (4) | −0.0011 (3) | −0.0099 (3) | −0.0058 (3) |
Cl1 | 0.0542 (8) | 0.1554 (18) | 0.0976 (12) | −0.0180 (10) | −0.0097 (8) | −0.0078 (11) |
N1 | 0.055 (2) | 0.059 (2) | 0.037 (2) | −0.0058 (19) | −0.0027 (17) | −0.0009 (18) |
C1 | 0.090 (4) | 0.044 (3) | 0.095 (5) | −0.015 (3) | −0.032 (4) | −0.005 (3) |
C2 | 0.075 (4) | 0.093 (5) | 0.121 (6) | −0.047 (4) | −0.007 (4) | −0.015 (5) |
C3 | 0.067 (4) | 0.083 (4) | 0.162 (6) | 0.005 (3) | −0.057 (4) | −0.039 (5) |
C4 | 0.155 (7) | 0.057 (4) | 0.079 (5) | −0.006 (4) | −0.070 (5) | −0.012 (3) |
C5 | 0.119 (5) | 0.057 (4) | 0.062 (4) | 0.002 (3) | −0.015 (4) | −0.027 (3) |
C6 | 0.055 (3) | 0.047 (3) | 0.046 (3) | 0.000 (2) | −0.001 (2) | −0.014 (2) |
C7 | 0.071 (3) | 0.031 (2) | 0.060 (3) | 0.000 (2) | −0.021 (3) | −0.002 (2) |
C8 | 0.059 (3) | 0.055 (3) | 0.049 (3) | −0.010 (2) | −0.007 (2) | 0.015 (2) |
C9 | 0.041 (2) | 0.051 (3) | 0.050 (3) | −0.004 (2) | −0.004 (2) | 0.003 (2) |
C10 | 0.047 (2) | 0.034 (2) | 0.038 (2) | −0.0068 (18) | −0.0062 (19) | −0.0049 (17) |
C11 | 0.056 (3) | 0.048 (3) | 0.045 (3) | −0.013 (2) | −0.010 (2) | 0.005 (2) |
C12 | 0.051 (3) | 0.099 (4) | 0.050 (3) | −0.004 (3) | 0.004 (2) | 0.002 (3) |
C13 | 0.051 (2) | 0.034 (2) | 0.034 (2) | 0.003 (2) | −0.0057 (19) | 0.0065 (18) |
C14 | 0.060 (3) | 0.048 (3) | 0.045 (3) | 0.013 (2) | −0.009 (2) | −0.012 (2) |
C15 | 0.052 (3) | 0.073 (4) | 0.052 (3) | 0.018 (3) | 0.001 (2) | −0.003 (3) |
C16 | 0.048 (3) | 0.069 (3) | 0.056 (3) | 0.004 (2) | −0.012 (2) | 0.006 (3) |
C17 | 0.066 (3) | 0.056 (3) | 0.040 (3) | 0.000 (3) | −0.012 (2) | −0.005 (2) |
C18 | 0.054 (3) | 0.059 (3) | 0.033 (2) | 0.004 (2) | 0.000 (2) | −0.003 (2) |
Fe1—C4 | 2.023 (5) | C6—C10 | 1.425 (6) |
Fe1—C3 | 2.024 (6) | C6—H6A | 0.9800 |
Fe1—C7 | 2.026 (5) | C7—C8 | 1.396 (7) |
Fe1—C6 | 2.028 (4) | C7—H7A | 0.9800 |
Fe1—C1 | 2.030 (5) | C8—C9 | 1.415 (6) |
Fe1—C5 | 2.032 (5) | C8—H8A | 0.9800 |
Fe1—C8 | 2.033 (5) | C9—C10 | 1.424 (6) |
Fe1—C2 | 2.033 (6) | C9—H9A | 0.9800 |
Fe1—C9 | 2.038 (4) | C10—C11 | 1.501 (6) |
Fe1—C10 | 2.042 (4) | C11—H11A | 0.9700 |
Cl1—C16 | 1.750 (5) | C11—H11B | 0.9700 |
N1—C13 | 1.381 (6) | C12—H12A | 0.9600 |
N1—C12 | 1.452 (6) | C12—H12B | 0.9600 |
N1—C11 | 1.460 (5) | C12—H12C | 0.9600 |
C1—C5 | 1.380 (8) | C13—C18 | 1.401 (6) |
C1—C2 | 1.387 (9) | C13—C14 | 1.402 (6) |
C1—H1A | 0.9800 | C14—C15 | 1.373 (7) |
C2—C3 | 1.429 (10) | C14—H14A | 0.9300 |
C2—H2A | 0.9800 | C15—C16 | 1.380 (7) |
C3—C4 | 1.406 (10) | C15—H15A | 0.9300 |
C3—H3A | 0.9800 | C16—C17 | 1.361 (7) |
C4—C5 | 1.394 (8) | C17—C18 | 1.367 (6) |
C4—H4A | 0.9800 | C17—H17A | 0.9300 |
C5—H5A | 0.9800 | C18—H18A | 0.9300 |
C6—C7 | 1.405 (7) | ||
C4—Fe1—C3 | 40.7 (3) | C5—C4—H4A | 126.0 |
C4—Fe1—C7 | 117.1 (2) | C3—C4—H4A | 126.0 |
C3—Fe1—C7 | 109.4 (3) | Fe1—C4—H4A | 126.0 |
C4—Fe1—C6 | 149.3 (3) | C1—C5—C4 | 108.4 (6) |
C3—Fe1—C6 | 116.8 (3) | C1—C5—Fe1 | 70.0 (3) |
C7—Fe1—C6 | 40.55 (18) | C4—C5—Fe1 | 69.6 (3) |
C4—Fe1—C1 | 67.4 (2) | C1—C5—H5A | 125.8 |
C3—Fe1—C1 | 67.8 (3) | C4—C5—H5A | 125.8 |
C7—Fe1—C1 | 170.2 (3) | Fe1—C5—H5A | 125.8 |
C6—Fe1—C1 | 131.3 (2) | C7—C6—C10 | 108.6 (4) |
C4—Fe1—C5 | 40.2 (2) | C7—C6—Fe1 | 69.7 (3) |
C3—Fe1—C5 | 67.9 (3) | C10—C6—Fe1 | 70.1 (2) |
C7—Fe1—C5 | 149.1 (2) | C7—C6—H6A | 125.7 |
C6—Fe1—C5 | 169.3 (2) | C10—C6—H6A | 125.7 |
C1—Fe1—C5 | 39.7 (2) | Fe1—C6—H6A | 125.7 |
C4—Fe1—C8 | 109.1 (3) | C8—C7—C6 | 108.5 (4) |
C3—Fe1—C8 | 131.2 (3) | C8—C7—Fe1 | 70.1 (3) |
C7—Fe1—C8 | 40.2 (2) | C6—C7—Fe1 | 69.8 (3) |
C6—Fe1—C8 | 68.1 (2) | C8—C7—H7A | 125.8 |
C1—Fe1—C8 | 148.5 (3) | C6—C7—H7A | 125.8 |
C5—Fe1—C8 | 116.9 (2) | Fe1—C7—H7A | 125.8 |
C4—Fe1—C2 | 68.5 (3) | C7—C8—C9 | 108.0 (4) |
C3—Fe1—C2 | 41.2 (3) | C7—C8—Fe1 | 69.6 (3) |
C7—Fe1—C2 | 132.0 (3) | C9—C8—Fe1 | 69.8 (3) |
C6—Fe1—C2 | 109.0 (3) | C7—C8—H8A | 126.0 |
C1—Fe1—C2 | 39.9 (3) | C9—C8—H8A | 126.0 |
C5—Fe1—C2 | 67.6 (3) | Fe1—C8—H8A | 126.0 |
C8—Fe1—C2 | 170.7 (3) | C8—C9—C10 | 108.5 (4) |
C4—Fe1—C9 | 130.8 (3) | C8—C9—Fe1 | 69.5 (3) |
C3—Fe1—C9 | 169.9 (3) | C10—C9—Fe1 | 69.8 (2) |
C7—Fe1—C9 | 68.1 (2) | C8—C9—H9A | 125.8 |
C6—Fe1—C9 | 68.23 (19) | C10—C9—H9A | 125.8 |
C1—Fe1—C9 | 116.3 (2) | Fe1—C9—H9A | 125.8 |
C5—Fe1—C9 | 108.8 (2) | C9—C10—C6 | 106.3 (4) |
C8—Fe1—C9 | 40.70 (18) | C9—C10—C11 | 127.0 (4) |
C2—Fe1—C9 | 147.6 (3) | C6—C10—C11 | 126.7 (4) |
C4—Fe1—C10 | 169.0 (3) | C9—C10—Fe1 | 69.4 (2) |
C3—Fe1—C10 | 148.5 (3) | C6—C10—Fe1 | 69.0 (2) |
C7—Fe1—C10 | 68.81 (17) | C11—C10—Fe1 | 126.2 (3) |
C6—Fe1—C10 | 40.99 (16) | N1—C11—C10 | 113.6 (3) |
C1—Fe1—C10 | 108.3 (2) | N1—C11—H11A | 108.9 |
C5—Fe1—C10 | 130.2 (2) | C10—C11—H11A | 108.9 |
C8—Fe1—C10 | 68.84 (17) | N1—C11—H11B | 108.9 |
C2—Fe1—C10 | 115.3 (3) | C10—C11—H11B | 108.9 |
C9—Fe1—C10 | 40.84 (17) | H11A—C11—H11B | 107.7 |
C13—N1—C12 | 118.6 (4) | N1—C12—H12A | 109.5 |
C13—N1—C11 | 121.8 (4) | N1—C12—H12B | 109.5 |
C12—N1—C11 | 116.6 (4) | H12A—C12—H12B | 109.5 |
C5—C1—C2 | 109.5 (6) | N1—C12—H12C | 109.5 |
C5—C1—Fe1 | 70.2 (3) | H12A—C12—H12C | 109.5 |
C2—C1—Fe1 | 70.2 (3) | H12B—C12—H12C | 109.5 |
C5—C1—H1A | 125.2 | N1—C13—C18 | 121.3 (4) |
C2—C1—H1A | 125.2 | N1—C13—C14 | 122.0 (4) |
Fe1—C1—H1A | 125.2 | C18—C13—C14 | 116.7 (4) |
C1—C2—C3 | 106.9 (7) | C15—C14—C13 | 121.3 (4) |
C1—C2—Fe1 | 69.9 (3) | C15—C14—H14A | 119.4 |
C3—C2—Fe1 | 69.0 (4) | C13—C14—H14A | 119.4 |
C1—C2—H2A | 126.6 | C14—C15—C16 | 120.0 (5) |
C3—C2—H2A | 126.6 | C14—C15—H15A | 120.0 |
Fe1—C2—H2A | 126.6 | C16—C15—H15A | 120.0 |
C4—C3—C2 | 107.3 (6) | C17—C16—C15 | 120.1 (5) |
C4—C3—Fe1 | 69.6 (3) | C17—C16—Cl1 | 119.8 (4) |
C2—C3—Fe1 | 69.7 (3) | C15—C16—Cl1 | 120.1 (4) |
C4—C3—H3A | 126.3 | C16—C17—C18 | 120.5 (4) |
C2—C3—H3A | 126.3 | C16—C17—H17A | 119.8 |
Fe1—C3—H3A | 126.3 | C18—C17—H17A | 119.8 |
C5—C4—C3 | 107.9 (6) | C17—C18—C13 | 121.5 (4) |
C5—C4—Fe1 | 70.2 (3) | C17—C18—H18A | 119.2 |
C3—C4—Fe1 | 69.7 (4) | C13—C18—H18A | 119.2 |
C4—Fe1—C1—C5 | 37.5 (4) | C10—C6—C7—C8 | −0.3 (5) |
C3—Fe1—C1—C5 | 81.6 (5) | Fe1—C6—C7—C8 | −59.7 (3) |
C7—Fe1—C1—C5 | 157.1 (12) | C10—C6—C7—Fe1 | 59.4 (3) |
C6—Fe1—C1—C5 | −171.6 (3) | C4—Fe1—C7—C8 | −88.0 (4) |
C8—Fe1—C1—C5 | −52.5 (6) | C3—Fe1—C7—C8 | −131.7 (4) |
C2—Fe1—C1—C5 | 120.5 (6) | C6—Fe1—C7—C8 | 119.5 (4) |
C9—Fe1—C1—C5 | −88.2 (4) | C1—Fe1—C7—C8 | 156.5 (12) |
C10—Fe1—C1—C5 | −131.7 (4) | C5—Fe1—C7—C8 | −52.5 (5) |
C4—Fe1—C1—C2 | −83.0 (5) | C2—Fe1—C7—C8 | −172.6 (4) |
C3—Fe1—C1—C2 | −38.9 (4) | C9—Fe1—C7—C8 | 37.8 (3) |
C7—Fe1—C1—C2 | 36.6 (15) | C10—Fe1—C7—C8 | 81.9 (3) |
C6—Fe1—C1—C2 | 67.9 (5) | C4—Fe1—C7—C6 | 152.5 (4) |
C5—Fe1—C1—C2 | −120.5 (6) | C3—Fe1—C7—C6 | 108.8 (4) |
C8—Fe1—C1—C2 | −173.0 (4) | C1—Fe1—C7—C6 | 37.0 (14) |
C9—Fe1—C1—C2 | 151.3 (4) | C5—Fe1—C7—C6 | −172.0 (4) |
C10—Fe1—C1—C2 | 107.8 (4) | C8—Fe1—C7—C6 | −119.5 (4) |
C5—C1—C2—C3 | 0.0 (7) | C2—Fe1—C7—C6 | 67.9 (4) |
Fe1—C1—C2—C3 | 59.4 (4) | C9—Fe1—C7—C6 | −81.7 (3) |
C5—C1—C2—Fe1 | −59.4 (4) | C10—Fe1—C7—C6 | −37.6 (3) |
C4—Fe1—C2—C1 | 80.1 (4) | C6—C7—C8—C9 | −0.1 (5) |
C3—Fe1—C2—C1 | 118.1 (6) | Fe1—C7—C8—C9 | −59.5 (3) |
C7—Fe1—C2—C1 | −172.2 (3) | C6—C7—C8—Fe1 | 59.4 (3) |
C6—Fe1—C2—C1 | −132.6 (4) | C4—Fe1—C8—C7 | 109.7 (4) |
C5—Fe1—C2—C1 | 36.6 (4) | C3—Fe1—C8—C7 | 69.5 (5) |
C8—Fe1—C2—C1 | 157.1 (14) | C6—Fe1—C8—C7 | −37.6 (3) |
C9—Fe1—C2—C1 | −53.5 (7) | C1—Fe1—C8—C7 | −172.5 (4) |
C10—Fe1—C2—C1 | −88.7 (4) | C5—Fe1—C8—C7 | 152.8 (3) |
C4—Fe1—C2—C3 | −38.0 (4) | C2—Fe1—C8—C7 | 36.1 (16) |
C7—Fe1—C2—C3 | 69.7 (5) | C9—Fe1—C8—C7 | −119.2 (4) |
C6—Fe1—C2—C3 | 109.3 (5) | C10—Fe1—C8—C7 | −81.8 (3) |
C1—Fe1—C2—C3 | −118.1 (6) | C4—Fe1—C8—C9 | −131.1 (4) |
C5—Fe1—C2—C3 | −81.5 (5) | C3—Fe1—C8—C9 | −171.3 (4) |
C8—Fe1—C2—C3 | 39.0 (17) | C7—Fe1—C8—C9 | 119.2 (4) |
C9—Fe1—C2—C3 | −171.6 (5) | C6—Fe1—C8—C9 | 81.6 (3) |
C10—Fe1—C2—C3 | 153.2 (4) | C1—Fe1—C8—C9 | −53.3 (5) |
C1—C2—C3—C4 | −0.2 (7) | C5—Fe1—C8—C9 | −88.0 (3) |
Fe1—C2—C3—C4 | 59.8 (4) | C2—Fe1—C8—C9 | 155.3 (15) |
C1—C2—C3—Fe1 | −60.0 (4) | C10—Fe1—C8—C9 | 37.4 (3) |
C7—Fe1—C3—C4 | 109.3 (4) | C7—C8—C9—C10 | 0.3 (5) |
C6—Fe1—C3—C4 | 152.9 (4) | Fe1—C8—C9—C10 | −59.0 (3) |
C1—Fe1—C3—C4 | −80.7 (4) | C7—C8—C9—Fe1 | 59.4 (3) |
C5—Fe1—C3—C4 | −37.6 (4) | C4—Fe1—C9—C8 | 70.2 (4) |
C8—Fe1—C3—C4 | 69.4 (5) | C3—Fe1—C9—C8 | 40.4 (14) |
C2—Fe1—C3—C4 | −118.4 (6) | C7—Fe1—C9—C8 | −37.4 (3) |
C9—Fe1—C3—C4 | 35.2 (15) | C6—Fe1—C9—C8 | −81.3 (3) |
C10—Fe1—C3—C4 | −169.7 (3) | C1—Fe1—C9—C8 | 152.1 (3) |
C4—Fe1—C3—C2 | 118.4 (6) | C5—Fe1—C9—C8 | 109.7 (3) |
C7—Fe1—C3—C2 | −132.3 (4) | C2—Fe1—C9—C8 | −172.7 (5) |
C6—Fe1—C3—C2 | −88.7 (5) | C10—Fe1—C9—C8 | −119.9 (4) |
C1—Fe1—C3—C2 | 37.7 (4) | C4—Fe1—C9—C10 | −169.9 (3) |
C5—Fe1—C3—C2 | 80.7 (4) | C3—Fe1—C9—C10 | 160.3 (13) |
C8—Fe1—C3—C2 | −172.2 (4) | C7—Fe1—C9—C10 | 82.5 (3) |
C9—Fe1—C3—C2 | 153.6 (12) | C6—Fe1—C9—C10 | 38.7 (3) |
C10—Fe1—C3—C2 | −51.4 (7) | C1—Fe1—C9—C10 | −87.9 (3) |
C2—C3—C4—C5 | 0.3 (7) | C5—Fe1—C9—C10 | −130.4 (3) |
Fe1—C3—C4—C5 | 60.1 (4) | C8—Fe1—C9—C10 | 119.9 (4) |
C2—C3—C4—Fe1 | −59.8 (4) | C2—Fe1—C9—C10 | −52.8 (6) |
C3—Fe1—C4—C5 | −118.8 (6) | C8—C9—C10—C6 | −0.5 (5) |
C7—Fe1—C4—C5 | 152.5 (4) | Fe1—C9—C10—C6 | −59.3 (3) |
C6—Fe1—C4—C5 | −171.5 (4) | C8—C9—C10—C11 | 179.4 (4) |
C1—Fe1—C4—C5 | −37.0 (4) | Fe1—C9—C10—C11 | 120.5 (4) |
C8—Fe1—C4—C5 | 109.4 (4) | C8—C9—C10—Fe1 | 58.8 (3) |
C2—Fe1—C4—C5 | −80.2 (5) | C7—C6—C10—C9 | 0.5 (5) |
C9—Fe1—C4—C5 | 68.9 (5) | Fe1—C6—C10—C9 | 59.6 (3) |
C10—Fe1—C4—C5 | 32.0 (15) | C7—C6—C10—C11 | −179.4 (4) |
C7—Fe1—C4—C3 | −88.7 (5) | Fe1—C6—C10—C11 | −120.2 (4) |
C6—Fe1—C4—C3 | −52.8 (7) | C7—C6—C10—Fe1 | −59.2 (3) |
C1—Fe1—C4—C3 | 81.7 (5) | C4—Fe1—C10—C9 | 44.0 (12) |
C5—Fe1—C4—C3 | 118.8 (6) | C3—Fe1—C10—C9 | −173.5 (5) |
C8—Fe1—C4—C3 | −131.8 (4) | C7—Fe1—C10—C9 | −80.6 (3) |
C2—Fe1—C4—C3 | 38.5 (4) | C6—Fe1—C10—C9 | −117.8 (4) |
C9—Fe1—C4—C3 | −172.3 (4) | C1—Fe1—C10—C9 | 109.3 (3) |
C10—Fe1—C4—C3 | 150.8 (11) | C5—Fe1—C10—C9 | 70.7 (4) |
C2—C1—C5—C4 | 0.1 (6) | C8—Fe1—C10—C9 | −37.3 (3) |
Fe1—C1—C5—C4 | −59.2 (4) | C2—Fe1—C10—C9 | 151.8 (4) |
C2—C1—C5—Fe1 | 59.3 (4) | C4—Fe1—C10—C6 | 161.9 (12) |
C3—C4—C5—C1 | −0.2 (7) | C3—Fe1—C10—C6 | −55.6 (5) |
Fe1—C4—C5—C1 | 59.5 (4) | C7—Fe1—C10—C6 | 37.2 (3) |
C3—C4—C5—Fe1 | −59.8 (4) | C1—Fe1—C10—C6 | −132.9 (3) |
C4—Fe1—C5—C1 | −119.5 (6) | C5—Fe1—C10—C6 | −171.5 (3) |
C3—Fe1—C5—C1 | −81.5 (5) | C8—Fe1—C10—C6 | 80.5 (3) |
C7—Fe1—C5—C1 | −172.6 (4) | C2—Fe1—C10—C6 | −90.3 (4) |
C6—Fe1—C5—C1 | 36.5 (14) | C9—Fe1—C10—C6 | 117.8 (4) |
C8—Fe1—C5—C1 | 152.3 (4) | C4—Fe1—C10—C11 | −77.4 (13) |
C2—Fe1—C5—C1 | −36.7 (4) | C3—Fe1—C10—C11 | 65.1 (6) |
C9—Fe1—C5—C1 | 108.8 (4) | C7—Fe1—C10—C11 | 158.0 (4) |
C10—Fe1—C5—C1 | 68.1 (5) | C6—Fe1—C10—C11 | 120.7 (5) |
C3—Fe1—C5—C4 | 38.1 (5) | C1—Fe1—C10—C11 | −12.1 (5) |
C7—Fe1—C5—C4 | −53.1 (7) | C5—Fe1—C10—C11 | −50.8 (5) |
C6—Fe1—C5—C4 | 156.0 (12) | C8—Fe1—C10—C11 | −158.7 (4) |
C1—Fe1—C5—C4 | 119.5 (6) | C2—Fe1—C10—C11 | 30.4 (5) |
C8—Fe1—C5—C4 | −88.2 (5) | C9—Fe1—C10—C11 | −121.4 (5) |
C2—Fe1—C5—C4 | 82.8 (5) | C13—N1—C11—C10 | −78.6 (5) |
C9—Fe1—C5—C4 | −131.7 (5) | C12—N1—C11—C10 | 81.6 (5) |
C10—Fe1—C5—C4 | −172.4 (4) | C9—C10—C11—N1 | 107.7 (5) |
C4—Fe1—C6—C7 | −53.5 (6) | C6—C10—C11—N1 | −72.4 (5) |
C3—Fe1—C6—C7 | −89.0 (4) | Fe1—C10—C11—N1 | −161.9 (3) |
C1—Fe1—C6—C7 | −172.2 (3) | C12—N1—C13—C18 | 10.0 (6) |
C5—Fe1—C6—C7 | 157.4 (12) | C11—N1—C13—C18 | 169.8 (4) |
C8—Fe1—C6—C7 | 37.3 (3) | C12—N1—C13—C14 | −171.0 (4) |
C2—Fe1—C6—C7 | −133.2 (4) | C11—N1—C13—C14 | −11.2 (6) |
C9—Fe1—C6—C7 | 81.3 (3) | N1—C13—C14—C15 | −179.0 (4) |
C10—Fe1—C6—C7 | 119.8 (4) | C18—C13—C14—C15 | 0.1 (6) |
C4—Fe1—C6—C10 | −173.3 (5) | C13—C14—C15—C16 | −0.2 (7) |
C3—Fe1—C6—C10 | 151.1 (4) | C14—C15—C16—C17 | 0.7 (7) |
C7—Fe1—C6—C10 | −119.8 (4) | C14—C15—C16—Cl1 | −177.6 (4) |
C1—Fe1—C6—C10 | 68.0 (4) | C15—C16—C17—C18 | −1.1 (8) |
C5—Fe1—C6—C10 | 37.6 (13) | Cl1—C16—C17—C18 | 177.2 (4) |
C8—Fe1—C6—C10 | −82.5 (3) | C16—C17—C18—C13 | 1.0 (7) |
C2—Fe1—C6—C10 | 107.0 (3) | N1—C13—C18—C17 | 178.5 (4) |
C9—Fe1—C6—C10 | −38.5 (2) | C14—C13—C18—C17 | −0.5 (6) |