Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806054912/hg2159sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806054912/hg2159Isup2.hkl |
CCDC reference: 636677
Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Bruker, 1999); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
[Fe(C5H5)(C11H7FNO2)] | F(000) = 664 |
Mr = 325.12 | Dx = 1.596 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 3757 reflections |
a = 10.196 (2) Å | θ = 2.7–26.9° |
b = 12.905 (3) Å | µ = 1.13 mm−1 |
c = 10.639 (2) Å | T = 446 K |
β = 104.882 (3)° | Block, red |
V = 1352.9 (5) Å3 | 0.45 × 0.40 × 0.39 mm |
Z = 4 |
Bruker SMART CCD area-detector diffractometer | 2510 independent reflections |
Radiation source: fine-focus sealed tube | 2119 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.028 |
φ and ω scans | θmax = 25.5°, θmin = 2.5° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −12→10 |
Tmin = 0.631, Tmax = 0.667 | k = −8→15 |
6918 measured reflections | l = −11→12 |
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)] = 0.037 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.100 | H-atom parameters constrained |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0554P)2 + 0.3244P] where P = (Fo2 + 2Fc2)/3 |
2510 reflections | (Δ/σ)max = 0.001 |
190 parameters | Δρmax = 0.37 e Å−3 |
12 restraints | Δρmin = −0.26 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 | 0.89710 (3) | 0.21761 (3) | 0.74806 (3) | 0.03879 (15) | |
F1 | 0.7215 (2) | 0.08355 (17) | 0.07730 (18) | 0.0897 (6) | |
O1 | 0.5659 (3) | −0.05216 (19) | 0.1368 (2) | 0.0816 (7) | |
O2 | 0.5771 (2) | −0.09016 (19) | 0.3354 (2) | 0.0831 (8) | |
N1 | 0.6170 (2) | −0.04155 (19) | 0.2551 (2) | 0.0584 (7) | |
C1 | 0.8678 (4) | 0.3597 (3) | 0.8191 (4) | 0.0765 (10) | |
H1A | 0.9381 | 0.4094 | 0.8613 | 0.092* | |
C2 | 0.8025 (5) | 0.3527 (3) | 0.6831 (4) | 0.0945 (15) | |
H2A | 0.8203 | 0.3968 | 0.6143 | 0.113* | |
C3 | 0.7075 (4) | 0.2723 (3) | 0.6664 (3) | 0.0781 (11) | |
H3A | 0.6475 | 0.2497 | 0.5835 | 0.094* | |
C4 | 0.7124 (3) | 0.2308 (3) | 0.7866 (3) | 0.0658 (9) | |
H4A | 0.6567 | 0.1732 | 0.8037 | 0.079* | |
C5 | 0.8092 (3) | 0.2843 (2) | 0.8796 (3) | 0.0628 (8) | |
H5A | 0.8334 | 0.2701 | 0.9732 | 0.075* | |
C6 | 0.9276 (3) | 0.0644 (2) | 0.7228 (3) | 0.0494 (7) | |
H6A | 0.8596 | 0.0096 | 0.7158 | 0.059* | |
C7 | 1.0170 (3) | 0.1002 (2) | 0.8398 (3) | 0.0571 (7) | |
H7A | 1.0217 | 0.0743 | 0.9275 | 0.069* | |
C8 | 1.0981 (3) | 0.1793 (2) | 0.8079 (3) | 0.0570 (7) | |
H8A | 1.1685 | 0.2185 | 0.8696 | 0.068* | |
C9 | 1.0597 (3) | 0.1927 (2) | 0.6727 (3) | 0.0473 (6) | |
H9A | 1.0986 | 0.2436 | 0.6241 | 0.057* | |
C10 | 0.9533 (2) | 0.12136 (18) | 0.6174 (2) | 0.0390 (5) | |
C11 | 0.8878 (2) | 0.11023 (17) | 0.4778 (2) | 0.0363 (5) | |
C12 | 0.9333 (3) | 0.1682 (2) | 0.3863 (3) | 0.0489 (6) | |
H12A | 1.0037 | 0.2153 | 0.4154 | 0.059* | |
C13 | 0.8782 (3) | 0.1581 (2) | 0.2559 (3) | 0.0550 (7) | |
H13A | 0.9119 | 0.1980 | 0.1984 | 0.066* | |
C14 | 0.7729 (3) | 0.0894 (2) | 0.2073 (2) | 0.0466 (6) | |
C15 | 0.7265 (2) | 0.03154 (18) | 0.2978 (3) | 0.0423 (6) | |
C16 | 0.7836 (2) | 0.04134 (18) | 0.4309 (2) | 0.0406 (6) | |
H16A | 0.7511 | 0.0010 | 0.4887 | 0.049* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Fe1 | 0.0401 (2) | 0.0435 (2) | 0.0339 (2) | −0.00104 (15) | 0.01172 (16) | −0.00085 (14) |
F1 | 0.1067 (16) | 0.1008 (16) | 0.0547 (12) | 0.0036 (13) | 0.0083 (11) | 0.0017 (11) |
O1 | 0.0891 (16) | 0.0831 (16) | 0.0553 (15) | −0.0221 (13) | −0.0132 (12) | −0.0133 (12) |
O2 | 0.0872 (17) | 0.0784 (16) | 0.0715 (16) | −0.0447 (14) | −0.0020 (13) | 0.0063 (13) |
N1 | 0.0598 (15) | 0.0478 (14) | 0.0561 (16) | −0.0090 (11) | −0.0059 (13) | −0.0058 (12) |
C1 | 0.083 (2) | 0.0534 (19) | 0.103 (3) | 0.0004 (17) | 0.042 (2) | −0.0212 (18) |
C2 | 0.144 (4) | 0.073 (2) | 0.092 (3) | 0.057 (3) | 0.076 (3) | 0.039 (2) |
C3 | 0.066 (2) | 0.112 (3) | 0.052 (2) | 0.037 (2) | 0.0069 (17) | −0.0041 (19) |
C4 | 0.0476 (17) | 0.089 (2) | 0.067 (2) | 0.0002 (15) | 0.0259 (16) | −0.0113 (17) |
C5 | 0.0642 (19) | 0.083 (2) | 0.0456 (17) | 0.0086 (16) | 0.0219 (15) | −0.0092 (15) |
C6 | 0.0538 (16) | 0.0408 (14) | 0.0492 (16) | −0.0028 (12) | 0.0054 (13) | 0.0023 (12) |
C7 | 0.0634 (18) | 0.0553 (17) | 0.0432 (16) | 0.0124 (14) | −0.0035 (13) | 0.0054 (13) |
C8 | 0.0386 (14) | 0.072 (2) | 0.0537 (18) | −0.0006 (13) | −0.0003 (13) | −0.0148 (15) |
C9 | 0.0360 (13) | 0.0602 (17) | 0.0482 (16) | −0.0086 (12) | 0.0152 (12) | −0.0138 (12) |
C10 | 0.0337 (12) | 0.0387 (13) | 0.0437 (14) | 0.0015 (10) | 0.0085 (11) | −0.0061 (10) |
C11 | 0.0331 (11) | 0.0318 (11) | 0.0439 (14) | 0.0025 (9) | 0.0097 (10) | −0.0042 (10) |
C12 | 0.0456 (14) | 0.0505 (16) | 0.0491 (16) | −0.0084 (12) | 0.0093 (12) | −0.0019 (12) |
C13 | 0.0570 (17) | 0.0623 (18) | 0.0462 (17) | −0.0071 (14) | 0.0141 (14) | 0.0093 (13) |
C14 | 0.0529 (15) | 0.0456 (15) | 0.0371 (14) | 0.0090 (12) | 0.0044 (12) | −0.0016 (11) |
C15 | 0.0422 (13) | 0.0338 (13) | 0.0465 (15) | 0.0016 (10) | 0.0033 (11) | −0.0049 (11) |
C16 | 0.0414 (13) | 0.0364 (13) | 0.0431 (14) | −0.0022 (10) | 0.0092 (11) | −0.0001 (10) |
Fe1—C2 | 2.026 (3) | C4—H4A | 0.9800 |
Fe1—C6 | 2.030 (3) | C5—H5A | 0.9800 |
Fe1—C3 | 2.032 (3) | C6—C7 | 1.418 (4) |
Fe1—C7 | 2.032 (3) | C6—C10 | 1.420 (4) |
Fe1—C1 | 2.035 (3) | C6—H6A | 0.9800 |
Fe1—C4 | 2.035 (3) | C7—C8 | 1.409 (4) |
Fe1—C5 | 2.037 (3) | C7—H7A | 0.9800 |
Fe1—C9 | 2.044 (2) | C8—C9 | 1.401 (4) |
Fe1—C8 | 2.044 (3) | C8—H8A | 0.9800 |
Fe1—C10 | 2.052 (2) | C9—C10 | 1.430 (3) |
F1—C14 | 1.350 (3) | C9—H9A | 0.9800 |
O1—N1 | 1.240 (3) | C10—C11 | 1.470 (3) |
O2—N1 | 1.211 (3) | C11—C16 | 1.377 (3) |
N1—C15 | 1.443 (3) | C11—C12 | 1.398 (4) |
C1—C5 | 1.384 (5) | C12—C13 | 1.363 (4) |
C1—C2 | 1.432 (6) | C12—H12A | 0.9300 |
C1—H1A | 0.9800 | C13—C14 | 1.386 (4) |
C2—C3 | 1.400 (6) | C13—H13A | 0.9300 |
C2—H2A | 0.9800 | C14—C15 | 1.393 (4) |
C3—C4 | 1.375 (5) | C15—C16 | 1.392 (4) |
C3—H3A | 0.9800 | C16—H16A | 0.9300 |
C4—C5 | 1.389 (5) | ||
C2—Fe1—C6 | 150.29 (17) | C4—C3—H3A | 125.9 |
C2—Fe1—C3 | 40.35 (17) | C2—C3—H3A | 125.9 |
C6—Fe1—C3 | 116.29 (15) | Fe1—C3—H3A | 125.9 |
C2—Fe1—C7 | 168.62 (18) | C3—C4—C5 | 108.6 (3) |
C6—Fe1—C7 | 40.87 (11) | C3—C4—Fe1 | 70.11 (19) |
C3—Fe1—C7 | 148.56 (16) | C5—C4—Fe1 | 70.12 (17) |
C2—Fe1—C1 | 41.30 (17) | C3—C4—H4A | 125.7 |
C6—Fe1—C1 | 165.73 (14) | C5—C4—H4A | 125.7 |
C3—Fe1—C1 | 68.37 (16) | Fe1—C4—H4A | 125.7 |
C7—Fe1—C1 | 128.39 (15) | C1—C5—C4 | 109.3 (3) |
C2—Fe1—C4 | 67.20 (16) | C1—C5—Fe1 | 70.06 (18) |
C6—Fe1—C4 | 106.83 (13) | C4—C5—Fe1 | 69.99 (17) |
C3—Fe1—C4 | 39.52 (14) | C1—C5—H5A | 125.3 |
C7—Fe1—C4 | 116.06 (14) | C4—C5—H5A | 125.3 |
C1—Fe1—C4 | 67.53 (14) | Fe1—C5—H5A | 125.3 |
C2—Fe1—C5 | 67.39 (14) | C7—C6—C10 | 108.5 (2) |
C6—Fe1—C5 | 127.76 (12) | C7—C6—Fe1 | 69.64 (16) |
C3—Fe1—C5 | 66.94 (14) | C10—C6—Fe1 | 70.50 (14) |
C7—Fe1—C5 | 107.56 (13) | C7—C6—H6A | 125.7 |
C1—Fe1—C5 | 39.74 (13) | C10—C6—H6A | 125.7 |
C4—Fe1—C5 | 39.89 (13) | Fe1—C6—H6A | 125.7 |
C2—Fe1—C9 | 111.37 (14) | C8—C7—C6 | 108.0 (3) |
C6—Fe1—C9 | 68.15 (11) | C8—C7—Fe1 | 70.24 (16) |
C3—Fe1—C9 | 131.73 (13) | C6—C7—Fe1 | 69.49 (15) |
C7—Fe1—C9 | 67.85 (12) | C8—C7—H7A | 126.0 |
C1—Fe1—C9 | 119.91 (13) | C6—C7—H7A | 126.0 |
C4—Fe1—C9 | 168.00 (12) | Fe1—C7—H7A | 126.0 |
C5—Fe1—C9 | 151.70 (12) | C9—C8—C7 | 108.1 (2) |
C2—Fe1—C8 | 131.73 (18) | C9—C8—Fe1 | 69.94 (15) |
C6—Fe1—C8 | 68.30 (12) | C7—C8—Fe1 | 69.32 (16) |
C3—Fe1—C8 | 170.03 (15) | C9—C8—H8A | 125.9 |
C7—Fe1—C8 | 40.45 (12) | C7—C8—H8A | 125.9 |
C1—Fe1—C8 | 109.48 (14) | Fe1—C8—H8A | 125.9 |
C4—Fe1—C8 | 149.69 (14) | C8—C9—C10 | 109.0 (2) |
C5—Fe1—C8 | 118.12 (13) | C8—C9—Fe1 | 69.98 (16) |
C9—Fe1—C8 | 40.07 (12) | C10—C9—Fe1 | 69.90 (13) |
C2—Fe1—C10 | 118.74 (13) | C8—C9—H9A | 125.5 |
C6—Fe1—C10 | 40.70 (10) | C10—C9—H9A | 125.5 |
C3—Fe1—C10 | 108.72 (12) | Fe1—C9—H9A | 125.5 |
C7—Fe1—C10 | 68.67 (11) | C6—C10—C9 | 106.4 (2) |
C1—Fe1—C10 | 152.91 (13) | C6—C10—C11 | 128.3 (2) |
C4—Fe1—C10 | 128.37 (12) | C9—C10—C11 | 125.3 (2) |
C5—Fe1—C10 | 165.91 (12) | C6—C10—Fe1 | 68.80 (14) |
C9—Fe1—C10 | 40.87 (9) | C9—C10—Fe1 | 69.23 (14) |
C8—Fe1—C10 | 68.45 (11) | C11—C10—Fe1 | 127.59 (16) |
O2—N1—O1 | 121.9 (2) | C16—C11—C12 | 117.1 (2) |
O2—N1—C15 | 119.3 (2) | C16—C11—C10 | 122.5 (2) |
O1—N1—C15 | 118.8 (3) | C12—C11—C10 | 120.3 (2) |
C5—C1—C2 | 106.3 (3) | C13—C12—C11 | 122.2 (2) |
C5—C1—Fe1 | 70.21 (18) | C13—C12—H12A | 118.9 |
C2—C1—Fe1 | 69.03 (19) | C11—C12—H12A | 118.9 |
C5—C1—H1A | 126.8 | C12—C13—C14 | 121.2 (3) |
C2—C1—H1A | 126.8 | C12—C13—H13A | 119.4 |
Fe1—C1—H1A | 126.8 | C14—C13—H13A | 119.4 |
C3—C2—C1 | 107.6 (3) | F1—C14—C13 | 118.5 (2) |
C3—C2—Fe1 | 70.03 (19) | F1—C14—C15 | 124.5 (2) |
C1—C2—Fe1 | 69.67 (19) | C13—C14—C15 | 117.0 (2) |
C3—C2—H2A | 126.2 | C16—C15—C14 | 121.8 (2) |
C1—C2—H2A | 126.2 | C16—C15—N1 | 117.9 (2) |
Fe1—C2—H2A | 126.2 | C14—C15—N1 | 120.4 (2) |
C4—C3—C2 | 108.2 (3) | C11—C16—C15 | 120.7 (2) |
C4—C3—Fe1 | 70.37 (19) | C11—C16—H16A | 119.7 |
C2—C3—Fe1 | 69.6 (2) | C15—C16—H16A | 119.7 |
C2—Fe1—C1—C5 | 117.3 (3) | C10—C6—C7—Fe1 | 60.00 (18) |
C6—Fe1—C1—C5 | −32.4 (6) | C2—Fe1—C7—C8 | −51.1 (7) |
C3—Fe1—C1—C5 | 79.5 (2) | C6—Fe1—C7—C8 | 119.0 (3) |
C7—Fe1—C1—C5 | −69.4 (3) | C3—Fe1—C7—C8 | 172.6 (2) |
C4—Fe1—C1—C5 | 36.7 (2) | C1—Fe1—C7—C8 | −74.1 (2) |
C9—Fe1—C1—C5 | −153.8 (2) | C4—Fe1—C7—C8 | −155.19 (18) |
C8—Fe1—C1—C5 | −110.9 (2) | C5—Fe1—C7—C8 | −113.01 (19) |
C10—Fe1—C1—C5 | 168.5 (2) | C9—Fe1—C7—C8 | 37.24 (17) |
C6—Fe1—C1—C2 | −149.7 (5) | C10—Fe1—C7—C8 | 81.39 (18) |
C3—Fe1—C1—C2 | −37.8 (2) | C2—Fe1—C7—C6 | −170.1 (6) |
C7—Fe1—C1—C2 | 173.3 (2) | C3—Fe1—C7—C6 | 53.7 (3) |
C4—Fe1—C1—C2 | −80.5 (3) | C1—Fe1—C7—C6 | 166.90 (18) |
C5—Fe1—C1—C2 | −117.3 (3) | C4—Fe1—C7—C6 | 85.8 (2) |
C9—Fe1—C1—C2 | 89.0 (3) | C5—Fe1—C7—C6 | 128.01 (19) |
C8—Fe1—C1—C2 | 131.8 (2) | C9—Fe1—C7—C6 | −81.73 (18) |
C10—Fe1—C1—C2 | 51.3 (4) | C8—Fe1—C7—C6 | −119.0 (3) |
C5—C1—C2—C3 | −0.6 (4) | C10—Fe1—C7—C6 | −37.58 (16) |
Fe1—C1—C2—C3 | 60.1 (2) | C6—C7—C8—C9 | 0.1 (3) |
C5—C1—C2—Fe1 | −60.6 (2) | Fe1—C7—C8—C9 | −59.4 (2) |
C6—Fe1—C2—C3 | 47.0 (3) | C6—C7—C8—Fe1 | 59.5 (2) |
C7—Fe1—C2—C3 | −146.1 (7) | C2—Fe1—C8—C9 | −72.4 (2) |
C1—Fe1—C2—C3 | −118.5 (3) | C6—Fe1—C8—C9 | 81.42 (17) |
C4—Fe1—C2—C3 | −37.1 (2) | C7—Fe1—C8—C9 | 119.5 (2) |
C5—Fe1—C2—C3 | −80.5 (2) | C1—Fe1—C8—C9 | −113.64 (19) |
C9—Fe1—C2—C3 | 130.0 (2) | C4—Fe1—C8—C9 | 167.8 (2) |
C8—Fe1—C2—C3 | 171.27 (19) | C5—Fe1—C8—C9 | −156.27 (17) |
C10—Fe1—C2—C3 | 85.4 (2) | C10—Fe1—C8—C9 | 37.48 (15) |
C6—Fe1—C2—C1 | 165.5 (2) | C2—Fe1—C8—C7 | 168.1 (2) |
C3—Fe1—C2—C1 | 118.5 (3) | C6—Fe1—C8—C7 | −38.04 (17) |
C7—Fe1—C2—C1 | −27.6 (8) | C1—Fe1—C8—C7 | 126.90 (19) |
C4—Fe1—C2—C1 | 81.4 (2) | C4—Fe1—C8—C7 | 48.3 (3) |
C5—Fe1—C2—C1 | 38.0 (2) | C5—Fe1—C8—C7 | 84.3 (2) |
C9—Fe1—C2—C1 | −111.5 (2) | C9—Fe1—C8—C7 | −119.5 (2) |
C8—Fe1—C2—C1 | −70.2 (3) | C10—Fe1—C8—C7 | −81.98 (18) |
C10—Fe1—C2—C1 | −156.10 (19) | C7—C8—C9—C10 | −0.2 (3) |
C1—C2—C3—C4 | 0.2 (4) | Fe1—C8—C9—C10 | −59.20 (18) |
Fe1—C2—C3—C4 | 60.0 (2) | C7—C8—C9—Fe1 | 59.0 (2) |
C1—C2—C3—Fe1 | −59.8 (2) | C2—Fe1—C9—C8 | 130.2 (2) |
C2—Fe1—C3—C4 | −119.1 (3) | C6—Fe1—C9—C8 | −81.82 (18) |
C6—Fe1—C3—C4 | 84.8 (2) | C3—Fe1—C9—C8 | 171.8 (2) |
C7—Fe1—C3—C4 | 48.7 (4) | C7—Fe1—C9—C8 | −37.58 (17) |
C1—Fe1—C3—C4 | −80.5 (2) | C1—Fe1—C9—C8 | 85.1 (2) |
C5—Fe1—C3—C4 | −37.4 (2) | C4—Fe1—C9—C8 | −149.1 (6) |
C9—Fe1—C3—C4 | 168.11 (19) | C5—Fe1—C9—C8 | 48.5 (3) |
C10—Fe1—C3—C4 | 128.2 (2) | C10—Fe1—C9—C8 | −120.1 (2) |
C6—Fe1—C3—C2 | −156.2 (2) | C2—Fe1—C9—C10 | −109.7 (2) |
C7—Fe1—C3—C2 | 167.8 (2) | C6—Fe1—C9—C10 | 38.30 (15) |
C1—Fe1—C3—C2 | 38.6 (2) | C3—Fe1—C9—C10 | −68.1 (3) |
C4—Fe1—C3—C2 | 119.1 (3) | C7—Fe1—C9—C10 | 82.54 (17) |
C5—Fe1—C3—C2 | 81.7 (2) | C1—Fe1—C9—C10 | −154.81 (19) |
C9—Fe1—C3—C2 | −72.8 (3) | C4—Fe1—C9—C10 | −28.9 (7) |
C10—Fe1—C3—C2 | −112.7 (2) | C5—Fe1—C9—C10 | 168.6 (2) |
C2—C3—C4—C5 | 0.2 (4) | C8—Fe1—C9—C10 | 120.1 (2) |
Fe1—C3—C4—C5 | 59.8 (2) | C7—C6—C10—C9 | −0.2 (3) |
C2—C3—C4—Fe1 | −59.6 (2) | Fe1—C6—C10—C9 | 59.29 (17) |
C2—Fe1—C4—C3 | 37.9 (2) | C7—C6—C10—C11 | 178.7 (2) |
C6—Fe1—C4—C3 | −111.1 (2) | Fe1—C6—C10—C11 | −121.8 (2) |
C7—Fe1—C4—C3 | −154.1 (2) | C7—C6—C10—Fe1 | −59.47 (19) |
C1—Fe1—C4—C3 | 82.8 (3) | C8—C9—C10—C6 | 0.2 (3) |
C5—Fe1—C4—C3 | 119.4 (3) | Fe1—C9—C10—C6 | −59.01 (17) |
C9—Fe1—C4—C3 | −47.7 (7) | C8—C9—C10—C11 | −178.7 (2) |
C8—Fe1—C4—C3 | 173.2 (3) | Fe1—C9—C10—C11 | 122.1 (2) |
C10—Fe1—C4—C3 | −71.6 (3) | C8—C9—C10—Fe1 | 59.25 (19) |
C2—Fe1—C4—C5 | −81.5 (3) | C2—Fe1—C10—C6 | −151.8 (2) |
C6—Fe1—C4—C5 | 129.5 (2) | C3—Fe1—C10—C6 | −108.9 (2) |
C3—Fe1—C4—C5 | −119.4 (3) | C7—Fe1—C10—C6 | 37.73 (16) |
C7—Fe1—C4—C5 | 86.5 (2) | C1—Fe1—C10—C6 | 172.2 (3) |
C1—Fe1—C4—C5 | −36.6 (2) | C4—Fe1—C10—C6 | −69.3 (2) |
C9—Fe1—C4—C5 | −167.1 (6) | C5—Fe1—C10—C6 | −39.2 (5) |
C8—Fe1—C4—C5 | 53.8 (4) | C9—Fe1—C10—C6 | 118.1 (2) |
C10—Fe1—C4—C5 | 169.05 (18) | C8—Fe1—C10—C6 | 81.33 (17) |
C2—C1—C5—C4 | 0.7 (4) | C2—Fe1—C10—C9 | 90.1 (2) |
Fe1—C1—C5—C4 | −59.1 (2) | C6—Fe1—C10—C9 | −118.1 (2) |
C2—C1—C5—Fe1 | 59.9 (2) | C3—Fe1—C10—C9 | 133.0 (2) |
C3—C4—C5—C1 | −0.6 (4) | C7—Fe1—C10—C9 | −80.38 (18) |
Fe1—C4—C5—C1 | 59.2 (2) | C1—Fe1—C10—C9 | 54.1 (3) |
C3—C4—C5—Fe1 | −59.8 (2) | C4—Fe1—C10—C9 | 172.63 (18) |
C2—Fe1—C5—C1 | −39.5 (3) | C5—Fe1—C10—C9 | −157.3 (5) |
C6—Fe1—C5—C1 | 170.4 (2) | C8—Fe1—C10—C9 | −36.78 (17) |
C3—Fe1—C5—C1 | −83.4 (3) | C2—Fe1—C10—C11 | −29.2 (3) |
C7—Fe1—C5—C1 | 129.7 (2) | C6—Fe1—C10—C11 | 122.6 (3) |
C4—Fe1—C5—C1 | −120.5 (3) | C3—Fe1—C10—C11 | 13.8 (3) |
C9—Fe1—C5—C1 | 53.9 (4) | C7—Fe1—C10—C11 | 160.4 (2) |
C8—Fe1—C5—C1 | 87.1 (3) | C1—Fe1—C10—C11 | −65.1 (4) |
C10—Fe1—C5—C1 | −158.2 (4) | C4—Fe1—C10—C11 | 53.4 (3) |
C2—Fe1—C5—C4 | 81.0 (3) | C5—Fe1—C10—C11 | 83.4 (5) |
C6—Fe1—C5—C4 | −69.2 (2) | C9—Fe1—C10—C11 | −119.2 (3) |
C3—Fe1—C5—C4 | 37.1 (2) | C8—Fe1—C10—C11 | −156.0 (2) |
C7—Fe1—C5—C4 | −109.9 (2) | C6—C10—C11—C16 | 2.7 (4) |
C1—Fe1—C5—C4 | 120.5 (3) | C9—C10—C11—C16 | −178.6 (2) |
C9—Fe1—C5—C4 | 174.4 (2) | Fe1—C10—C11—C16 | −88.7 (3) |
C8—Fe1—C5—C4 | −152.5 (2) | C6—C10—C11—C12 | −175.2 (2) |
C10—Fe1—C5—C4 | −37.7 (6) | C9—C10—C11—C12 | 3.5 (4) |
C2—Fe1—C6—C7 | 176.1 (3) | Fe1—C10—C11—C12 | 93.3 (3) |
C3—Fe1—C6—C7 | −152.05 (19) | C16—C11—C12—C13 | 0.0 (4) |
C1—Fe1—C6—C7 | −46.1 (6) | C10—C11—C12—C13 | 178.1 (3) |
C4—Fe1—C6—C7 | −110.6 (2) | C11—C12—C13—C14 | 0.3 (5) |
C5—Fe1—C6—C7 | −71.8 (2) | C12—C13—C14—F1 | 179.3 (3) |
C9—Fe1—C6—C7 | 80.96 (19) | C12—C13—C14—C15 | −0.1 (4) |
C8—Fe1—C6—C7 | 37.65 (18) | F1—C14—C15—C16 | −179.8 (2) |
C10—Fe1—C6—C7 | 119.4 (2) | C13—C14—C15—C16 | −0.5 (4) |
C2—Fe1—C6—C10 | 56.7 (3) | F1—C14—C15—N1 | 0.6 (4) |
C3—Fe1—C6—C10 | 88.55 (19) | C13—C14—C15—N1 | 179.9 (2) |
C7—Fe1—C6—C10 | −119.4 (2) | O2—N1—C15—C16 | 1.3 (4) |
C1—Fe1—C6—C10 | −165.5 (5) | O1—N1—C15—C16 | −179.2 (2) |
C4—Fe1—C6—C10 | 130.00 (16) | O2—N1—C15—C14 | −179.1 (3) |
C5—Fe1—C6—C10 | 168.77 (16) | O1—N1—C15—C14 | 0.4 (4) |
C9—Fe1—C6—C10 | −38.45 (15) | C12—C11—C16—C15 | −0.5 (3) |
C8—Fe1—C6—C10 | −81.75 (17) | C10—C11—C16—C15 | −178.5 (2) |
C10—C6—C7—C8 | 0.1 (3) | C14—C15—C16—C11 | 0.8 (4) |
Fe1—C6—C7—C8 | −59.9 (2) | N1—C15—C16—C11 | −179.6 (2) |