Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804024754/bt6533sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804024754/bt6533Isup2.hkl |
CCDC reference: 255411
Data collection: SMART (Bruker, 2000); cell refinement: SMART; data reduction: SAINT (Bruker, 2000); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2001).
[Fe(C5H5)(C14H14N)] | F(000) = 332 |
Mr = 317.20 | Dx = 1.365 Mg m−3 |
Monoclinic, P21 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P2yb | Cell parameters from 3511 reflections |
a = 5.9480 (3) Å | θ = 2–25° |
b = 7.5010 (4) Å | µ = 0.97 mm−1 |
c = 17.3197 (10) Å | T = 213 K |
β = 92.751 (1)° | Block, orange |
V = 771.84 (7) Å3 | 0.40 × 0.30 × 0.20 mm |
Z = 2 |
CCD diffractometer | 3511 independent reflections |
Radiation source: fine-focus sealed tube | 3264 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.020 |
ω scans | θmax = 28.8°, θmin = 1.2° |
Absorption correction: empirical (using intensity measurements) (SADABS; Sheldrick, 1996) | h = −7→6 |
Tmin = 0.698, Tmax = 0.830 | k = −9→10 |
5063 measured reflections | l = −23→19 |
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 | All H-atom parameters refined |
wR(F2) = 0.084 | w = 1/[σ2(Fo2) + (0.056P)2 + 0.0168P] where P = (Fo2 + 2Fc2)/3 |
S = 1.12 | (Δ/σ)max = 0.007 |
3511 reflections | Δρmax = 0.25 e Å−3 |
266 parameters | Δρmin = −0.26 e Å−3 |
1 restraint | Absolute structure: Flack (1983), 1416 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.011 (16) |
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 | 0.30470 (4) | 0.42689 (4) | 0.627599 (15) | 0.02824 (9) | |
C14 | −0.1636 (4) | 0.1470 (3) | 0.92510 (14) | 0.0318 (5) | |
N1 | −0.0642 (4) | 0.2628 (3) | 0.79798 (12) | 0.0365 (4) | |
C11 | 0.1331 (4) | 0.3110 (4) | 0.78289 (13) | 0.0338 (5) | |
C3 | 0.1845 (4) | 0.4636 (3) | 0.73448 (13) | 0.0330 (6) | |
C4 | 0.4061 (4) | 0.5401 (4) | 0.73000 (14) | 0.0363 (5) | |
C5 | 0.3956 (5) | 0.6720 (4) | 0.67163 (16) | 0.0380 (5) | |
C10 | 0.3237 (5) | 0.1577 (4) | 0.61289 (18) | 0.0445 (6) | |
C12 | −0.0784 (5) | 0.1010 (4) | 0.84658 (15) | 0.0372 (5) | |
C9 | 0.5288 (5) | 0.3598 (4) | 0.54633 (16) | 0.0430 (6) | |
C8 | 0.5401 (5) | 0.2360 (4) | 0.60835 (17) | 0.0425 (6) | |
C7 | 0.3072 (5) | 0.3586 (4) | 0.51308 (16) | 0.0422 (6) | |
C2 | 0.1699 (5) | 0.6767 (3) | 0.63902 (16) | 0.0392 (5) | |
C6 | 0.1794 (5) | 0.2344 (4) | 0.55418 (17) | 0.0440 (6) | |
C1 | 0.0395 (4) | 0.5497 (3) | 0.67780 (15) | 0.0355 (5) | |
C13 | −0.2298 (7) | −0.0342 (4) | 0.80350 (19) | 0.0532 (8) | |
C19 | −0.0432 (4) | 0.0902 (4) | 0.99153 (16) | 0.0368 (5) | |
C15 | −0.3618 (4) | 0.2419 (4) | 0.93332 (16) | 0.0372 (5) | |
C16 | −0.4426 (4) | 0.2744 (4) | 1.00626 (17) | 0.0424 (6) | |
C18 | −0.1224 (5) | 0.1243 (4) | 1.06406 (16) | 0.0436 (6) | |
C17 | −0.3227 (5) | 0.2146 (4) | 1.07156 (17) | 0.0445 (6) | |
H15 | −0.443 (5) | 0.279 (4) | 0.8894 (17) | 0.035 (7)* | |
H19 | 0.091 (5) | 0.026 (5) | 0.9833 (18) | 0.041 (8)* | |
H16 | −0.586 (5) | 0.340 (5) | 1.0117 (19) | 0.048 (9)* | |
H17 | −0.372 (5) | 0.235 (4) | 1.1220 (18) | 0.038 (8)* | |
H13C | −0.175 (5) | −0.061 (7) | 0.757 (2) | 0.056 (9)* | |
H4 | 0.556 (6) | 0.500 (5) | 0.765 (2) | 0.057 (10)* | |
H9 | 0.644 (5) | 0.415 (7) | 0.532 (2) | 0.059 (9)* | |
H7 | 0.259 (5) | 0.423 (6) | 0.4733 (18) | 0.046 (7)* | |
H11 | 0.267 (6) | 0.248 (5) | 0.805 (2) | 0.053 (9)* | |
H18 | −0.038 (6) | 0.089 (5) | 1.109 (2) | 0.055 (10)* | |
H12 | 0.078 (5) | 0.052 (4) | 0.8534 (18) | 0.038 (7)* | |
H1 | −0.110 (6) | 0.527 (5) | 0.6670 (18) | 0.047 (9)* | |
H5 | 0.513 (6) | 0.743 (5) | 0.656 (2) | 0.051 (9)* | |
H13A | −0.380 (8) | 0.008 (6) | 0.797 (2) | 0.076 (13)* | |
H10 | 0.287 (6) | 0.080 (5) | 0.656 (2) | 0.050 (9)* | |
H2 | 0.130 (6) | 0.749 (5) | 0.596 (2) | 0.047 (9)* | |
H6 | 0.030 (7) | 0.203 (6) | 0.545 (2) | 0.072 (12)* | |
H8 | 0.672 (6) | 0.212 (5) | 0.645 (2) | 0.051 (9)* | |
H13B | −0.228 (6) | −0.152 (6) | 0.837 (2) | 0.063 (12)* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Fe1 | 0.03221 (15) | 0.02639 (14) | 0.02639 (14) | −0.00168 (16) | 0.00421 (9) | −0.00055 (15) |
C14 | 0.0324 (11) | 0.0288 (11) | 0.0345 (12) | −0.0045 (9) | 0.0043 (9) | 0.0042 (9) |
N1 | 0.0392 (11) | 0.0392 (11) | 0.0316 (10) | −0.0017 (9) | 0.0063 (8) | 0.0035 (8) |
C11 | 0.0357 (12) | 0.0399 (13) | 0.0257 (11) | −0.0009 (10) | 0.0019 (9) | −0.0008 (9) |
C3 | 0.0347 (10) | 0.0372 (17) | 0.0271 (10) | −0.0034 (9) | 0.0034 (8) | −0.0060 (8) |
C4 | 0.0382 (13) | 0.0395 (13) | 0.0312 (11) | −0.0103 (10) | 0.0025 (10) | −0.0045 (10) |
C5 | 0.0452 (13) | 0.0309 (12) | 0.0382 (13) | −0.0082 (11) | 0.0048 (10) | −0.0050 (9) |
C10 | 0.0629 (18) | 0.0262 (12) | 0.0455 (15) | −0.0030 (11) | 0.0137 (13) | −0.0026 (10) |
C12 | 0.0413 (13) | 0.0364 (13) | 0.0344 (12) | 0.0017 (10) | 0.0078 (10) | 0.0030 (10) |
C9 | 0.0478 (15) | 0.0430 (13) | 0.0394 (14) | −0.0003 (11) | 0.0155 (12) | −0.0034 (10) |
C8 | 0.0473 (15) | 0.0377 (13) | 0.0432 (14) | 0.0099 (11) | 0.0077 (12) | −0.0037 (11) |
C7 | 0.0553 (16) | 0.0439 (13) | 0.0274 (12) | 0.0012 (12) | 0.0031 (11) | −0.0047 (10) |
C2 | 0.0481 (14) | 0.0295 (12) | 0.0404 (13) | 0.0035 (11) | 0.0063 (11) | −0.0007 (10) |
C6 | 0.0469 (15) | 0.0442 (15) | 0.0414 (14) | −0.0069 (11) | 0.0060 (11) | −0.0152 (11) |
C1 | 0.0358 (13) | 0.0339 (12) | 0.0369 (12) | 0.0040 (9) | 0.0041 (10) | −0.0031 (9) |
C13 | 0.071 (2) | 0.046 (2) | 0.0430 (15) | −0.0135 (14) | 0.0113 (14) | −0.0057 (11) |
C19 | 0.0363 (12) | 0.0336 (13) | 0.0404 (13) | 0.0014 (10) | 0.0017 (10) | 0.0051 (10) |
C15 | 0.0328 (12) | 0.0392 (13) | 0.0393 (13) | 0.0016 (9) | −0.0022 (10) | 0.0029 (10) |
C16 | 0.0363 (13) | 0.0399 (15) | 0.0519 (16) | −0.0003 (11) | 0.0105 (11) | −0.0013 (12) |
C18 | 0.0576 (17) | 0.0381 (14) | 0.0347 (13) | −0.0021 (12) | −0.0012 (12) | 0.0092 (10) |
C17 | 0.0582 (16) | 0.0397 (14) | 0.0368 (13) | −0.0045 (12) | 0.0146 (12) | 0.0011 (11) |
Fe1—C4 | 2.032 (2) | C10—H10 | 0.97 (4) |
Fe1—C3 | 2.035 (2) | C12—C13 | 1.527 (4) |
Fe1—C10 | 2.039 (3) | C12—H12 | 1.00 (3) |
Fe1—C6 | 2.041 (3) | C9—C7 | 1.413 (4) |
Fe1—C8 | 2.041 (3) | C9—C8 | 1.419 (4) |
Fe1—C9 | 2.047 (3) | C9—H9 | 0.85 (4) |
Fe1—C7 | 2.049 (3) | C8—H8 | 1.00 (4) |
Fe1—C2 | 2.051 (3) | C7—C6 | 1.416 (4) |
Fe1—C5 | 2.053 (3) | C7—H7 | 0.88 (4) |
Fe1—C1 | 2.056 (2) | C2—C1 | 1.418 (4) |
C14—C15 | 1.390 (4) | C2—H2 | 0.93 (4) |
C14—C19 | 1.393 (4) | C6—H6 | 0.92 (4) |
C14—C12 | 1.514 (3) | C1—H1 | 0.91 (3) |
N1—C11 | 1.267 (3) | C13—H13C | 0.91 (4) |
N1—C12 | 1.482 (3) | C13—H13A | 0.95 (4) |
C11—C3 | 1.460 (3) | C13—H13B | 1.06 (4) |
C11—H11 | 0.99 (4) | C19—C18 | 1.387 (4) |
C3—C1 | 1.429 (4) | C19—H19 | 0.95 (3) |
C3—C4 | 1.444 (3) | C15—C16 | 1.394 (4) |
C4—C5 | 1.414 (4) | C15—H15 | 0.92 (3) |
C4—H4 | 1.10 (4) | C16—C17 | 1.383 (4) |
C5—C2 | 1.432 (4) | C16—H16 | 0.99 (3) |
C5—H5 | 0.93 (4) | C18—C17 | 1.382 (4) |
C10—C6 | 1.421 (5) | C18—H18 | 0.94 (4) |
C10—C8 | 1.421 (4) | C17—H17 | 0.95 (3) |
C4—Fe1—C3 | 41.58 (9) | C6—C10—C8 | 108.1 (3) |
C4—Fe1—C10 | 120.47 (12) | C6—C10—Fe1 | 69.69 (16) |
C3—Fe1—C10 | 105.75 (11) | C8—C10—Fe1 | 69.69 (16) |
C4—Fe1—C6 | 157.48 (12) | C6—C10—H10 | 129 (2) |
C3—Fe1—C6 | 121.91 (10) | C8—C10—H10 | 122 (2) |
C10—Fe1—C6 | 40.75 (13) | Fe1—C10—H10 | 119 (2) |
C4—Fe1—C8 | 104.98 (12) | N1—C12—C14 | 110.7 (2) |
C3—Fe1—C8 | 121.15 (11) | N1—C12—C13 | 108.3 (2) |
C10—Fe1—C8 | 40.76 (12) | C14—C12—C13 | 112.1 (2) |
C6—Fe1—C8 | 68.60 (12) | N1—C12—H12 | 106.8 (19) |
C4—Fe1—C9 | 121.81 (12) | C14—C12—H12 | 109.1 (18) |
C3—Fe1—C9 | 158.05 (11) | C13—C12—H12 | 109.7 (19) |
C10—Fe1—C9 | 68.22 (12) | C7—C9—C8 | 108.3 (3) |
C6—Fe1—C9 | 68.17 (12) | C7—C9—Fe1 | 69.90 (16) |
C8—Fe1—C9 | 40.61 (12) | C8—C9—Fe1 | 69.46 (16) |
C4—Fe1—C7 | 159.01 (11) | C7—C9—H9 | 130 (3) |
C3—Fe1—C7 | 158.99 (11) | C8—C9—H9 | 122 (3) |
C10—Fe1—C7 | 68.20 (12) | Fe1—C9—H9 | 130 (3) |
C6—Fe1—C7 | 40.51 (12) | C9—C8—C10 | 107.6 (3) |
C8—Fe1—C7 | 68.26 (12) | C9—C8—Fe1 | 69.93 (16) |
C9—Fe1—C7 | 40.34 (12) | C10—C8—Fe1 | 69.55 (16) |
C4—Fe1—C2 | 68.60 (12) | C9—C8—H8 | 127 (2) |
C3—Fe1—C2 | 68.45 (10) | C10—C8—H8 | 125 (2) |
C10—Fe1—C2 | 160.18 (12) | Fe1—C8—H8 | 123 (2) |
C6—Fe1—C2 | 124.98 (13) | C9—C7—C6 | 108.2 (3) |
C8—Fe1—C2 | 158.56 (12) | C9—C7—Fe1 | 69.76 (16) |
C9—Fe1—C2 | 124.14 (12) | C6—C7—Fe1 | 69.43 (16) |
C7—Fe1—C2 | 110.03 (12) | C9—C7—H7 | 125 (2) |
C4—Fe1—C5 | 40.50 (11) | C6—C7—H7 | 126 (2) |
C3—Fe1—C5 | 68.83 (10) | Fe1—C7—H7 | 127 (3) |
C10—Fe1—C5 | 156.65 (12) | C1—C2—C5 | 108.7 (2) |
C6—Fe1—C5 | 161.21 (12) | C1—C2—Fe1 | 69.96 (15) |
C8—Fe1—C5 | 121.21 (12) | C5—C2—Fe1 | 69.65 (15) |
C9—Fe1—C5 | 107.88 (12) | C1—C2—H2 | 130 (2) |
C7—Fe1—C5 | 124.70 (12) | C5—C2—H2 | 121 (2) |
C2—Fe1—C5 | 40.84 (11) | Fe1—C2—H2 | 122 (2) |
C4—Fe1—C1 | 69.22 (11) | C7—C6—C10 | 107.8 (3) |
C3—Fe1—C1 | 40.90 (10) | C7—C6—Fe1 | 70.05 (16) |
C10—Fe1—C1 | 123.01 (11) | C10—C6—Fe1 | 69.56 (16) |
C6—Fe1—C1 | 108.40 (11) | C7—C6—H6 | 128 (3) |
C8—Fe1—C1 | 158.42 (11) | C10—C6—H6 | 124 (3) |
C9—Fe1—C1 | 159.93 (11) | Fe1—C6—H6 | 127 (3) |
C7—Fe1—C1 | 124.25 (12) | C2—C1—C3 | 107.7 (2) |
C2—Fe1—C1 | 40.39 (11) | C2—C1—Fe1 | 69.65 (14) |
C5—Fe1—C1 | 68.61 (11) | C3—C1—Fe1 | 68.77 (13) |
C15—C14—C19 | 118.5 (2) | C2—C1—H1 | 125 (2) |
C15—C14—C12 | 122.1 (2) | C3—C1—H1 | 127 (2) |
C19—C14—C12 | 119.4 (2) | Fe1—C1—H1 | 126 (2) |
C11—N1—C12 | 115.5 (2) | C12—C13—H13C | 111 (3) |
N1—C11—C3 | 124.3 (2) | C12—C13—H13A | 112 (3) |
N1—C11—H11 | 121 (2) | H13C—C13—H13A | 110 (3) |
C3—C11—H11 | 114 (2) | C12—C13—H13B | 108 (2) |
C1—C3—C4 | 107.8 (2) | H13C—C13—H13B | 108 (4) |
C1—C3—C11 | 127.8 (2) | H13A—C13—H13B | 110 (3) |
C4—C3—C11 | 124.0 (2) | C18—C19—C14 | 120.6 (2) |
C1—C3—Fe1 | 70.32 (13) | C18—C19—H19 | 124 (2) |
C4—C3—Fe1 | 69.09 (13) | C14—C19—H19 | 116 (2) |
C11—C3—Fe1 | 120.60 (16) | C14—C15—C16 | 120.9 (2) |
C5—C4—C3 | 107.9 (2) | C14—C15—H15 | 118.8 (18) |
C5—C4—Fe1 | 70.57 (15) | C16—C15—H15 | 120.3 (18) |
C3—C4—Fe1 | 69.33 (13) | C17—C16—C15 | 119.8 (3) |
C5—C4—H4 | 126.5 (19) | C17—C16—H16 | 120 (2) |
C3—C4—H4 | 125.5 (19) | C15—C16—H16 | 120 (2) |
Fe1—C4—H4 | 124.9 (19) | C17—C18—C19 | 120.5 (3) |
C4—C5—C2 | 107.9 (2) | C17—C18—H18 | 119 (2) |
C4—C5—Fe1 | 68.94 (15) | C19—C18—H18 | 120 (2) |
C2—C5—Fe1 | 69.52 (15) | C18—C17—C16 | 119.7 (3) |
C4—C5—H5 | 127 (2) | C18—C17—H17 | 118.1 (19) |
C2—C5—H5 | 125 (2) | C16—C17—H17 | 122.2 (19) |
Fe1—C5—H5 | 126 (2) | ||
C12—N1—C11—C3 | 178.3 (2) | Fe1—C10—C8—C9 | −59.83 (19) |
N1—C11—C3—C1 | −21.1 (4) | C6—C10—C8—Fe1 | 59.3 (2) |
N1—C11—C3—C4 | 166.8 (2) | C4—Fe1—C8—C9 | −121.75 (18) |
N1—C11—C3—Fe1 | −109.0 (3) | C3—Fe1—C8—C9 | −163.76 (17) |
C4—Fe1—C3—C1 | 119.0 (2) | C10—Fe1—C8—C9 | 118.7 (3) |
C10—Fe1—C3—C1 | −122.61 (17) | C6—Fe1—C8—C9 | 81.00 (19) |
C6—Fe1—C3—C1 | −81.34 (19) | C7—Fe1—C8—C9 | 37.29 (18) |
C8—Fe1—C3—C1 | −164.10 (16) | C2—Fe1—C8—C9 | −52.4 (4) |
C9—Fe1—C3—C1 | 166.8 (3) | C5—Fe1—C8—C9 | −81.1 (2) |
C7—Fe1—C3—C1 | −52.6 (3) | C1—Fe1—C8—C9 | 167.0 (3) |
C2—Fe1—C3—C1 | 37.37 (16) | C4—Fe1—C8—C10 | 119.57 (18) |
C5—Fe1—C3—C1 | 81.36 (16) | C3—Fe1—C8—C10 | 77.6 (2) |
C10—Fe1—C3—C4 | 118.41 (17) | C6—Fe1—C8—C10 | −37.68 (18) |
C6—Fe1—C3—C4 | 159.69 (17) | C9—Fe1—C8—C10 | −118.7 (3) |
C8—Fe1—C3—C4 | 76.93 (19) | C7—Fe1—C8—C10 | −81.39 (19) |
C9—Fe1—C3—C4 | 47.8 (3) | C2—Fe1—C8—C10 | −171.0 (3) |
C7—Fe1—C3—C4 | −171.6 (3) | C5—Fe1—C8—C10 | 160.26 (17) |
C2—Fe1—C3—C4 | −81.61 (17) | C1—Fe1—C8—C10 | 48.4 (4) |
C5—Fe1—C3—C4 | −37.61 (16) | C8—C9—C7—C6 | 0.0 (3) |
C1—Fe1—C3—C4 | −119.0 (2) | Fe1—C9—C7—C6 | −58.98 (19) |
C4—Fe1—C3—C11 | −118.0 (3) | C8—C9—C7—Fe1 | 59.02 (19) |
C10—Fe1—C3—C11 | 0.4 (2) | C4—Fe1—C7—C9 | 37.3 (4) |
C6—Fe1—C3—C11 | 41.7 (2) | C3—Fe1—C7—C9 | −158.5 (3) |
C8—Fe1—C3—C11 | −41.1 (2) | C10—Fe1—C7—C9 | −81.57 (19) |
C9—Fe1—C3—C11 | −70.2 (4) | C6—Fe1—C7—C9 | −119.6 (3) |
C7—Fe1—C3—C11 | 70.4 (4) | C8—Fe1—C7—C9 | −37.53 (18) |
C2—Fe1—C3—C11 | 160.4 (2) | C2—Fe1—C7—C9 | 119.57 (18) |
C5—Fe1—C3—C11 | −155.6 (2) | C5—Fe1—C7—C9 | 76.2 (2) |
C1—Fe1—C3—C11 | 123.0 (3) | C1—Fe1—C7—C9 | 162.47 (17) |
C1—C3—C4—C5 | 0.4 (3) | C4—Fe1—C7—C6 | 156.8 (3) |
C11—C3—C4—C5 | 173.8 (2) | C3—Fe1—C7—C6 | −38.9 (4) |
Fe1—C3—C4—C5 | 60.29 (18) | C10—Fe1—C7—C6 | 38.01 (19) |
C1—C3—C4—Fe1 | −59.91 (16) | C8—Fe1—C7—C6 | 82.06 (19) |
C11—C3—C4—Fe1 | 113.5 (2) | C9—Fe1—C7—C6 | 119.6 (3) |
C3—Fe1—C4—C5 | −118.8 (2) | C2—Fe1—C7—C6 | −120.84 (19) |
C10—Fe1—C4—C5 | 162.06 (16) | C5—Fe1—C7—C6 | −164.20 (18) |
C6—Fe1—C4—C5 | −169.1 (3) | C1—Fe1—C7—C6 | −77.9 (2) |
C8—Fe1—C4—C5 | 120.85 (17) | C4—C5—C2—C1 | 0.8 (3) |
C9—Fe1—C4—C5 | 80.2 (2) | Fe1—C5—C2—C1 | 59.24 (18) |
C7—Fe1—C4—C5 | 52.7 (4) | C4—C5—C2—Fe1 | −58.40 (18) |
C2—Fe1—C4—C5 | −37.58 (16) | C4—Fe1—C2—C1 | −82.67 (17) |
C1—Fe1—C4—C5 | −81.01 (17) | C3—Fe1—C2—C1 | −37.83 (15) |
C10—Fe1—C4—C3 | −79.14 (18) | C10—Fe1—C2—C1 | 38.6 (4) |
C6—Fe1—C4—C3 | −50.3 (4) | C6—Fe1—C2—C1 | 76.83 (19) |
C8—Fe1—C4—C3 | −120.35 (16) | C8—Fe1—C2—C1 | −158.9 (3) |
C9—Fe1—C4—C3 | −160.99 (15) | C9—Fe1—C2—C1 | 162.60 (16) |
C7—Fe1—C4—C3 | 171.5 (3) | C7—Fe1—C2—C1 | 119.74 (17) |
C2—Fe1—C4—C3 | 81.21 (16) | C5—Fe1—C2—C1 | −120.0 (2) |
C5—Fe1—C4—C3 | 118.8 (2) | C4—Fe1—C2—C5 | 37.28 (15) |
C1—Fe1—C4—C3 | 37.79 (15) | C3—Fe1—C2—C5 | 82.13 (16) |
C3—C4—C5—C2 | −0.7 (3) | C10—Fe1—C2—C5 | 158.5 (3) |
Fe1—C4—C5—C2 | 58.76 (18) | C6—Fe1—C2—C5 | −163.21 (15) |
C3—C4—C5—Fe1 | −59.51 (17) | C8—Fe1—C2—C5 | −38.9 (4) |
C3—Fe1—C5—C4 | 38.59 (15) | C9—Fe1—C2—C5 | −77.44 (19) |
C10—Fe1—C5—C4 | −42.1 (3) | C7—Fe1—C2—C5 | −120.31 (17) |
C6—Fe1—C5—C4 | 167.0 (3) | C1—Fe1—C2—C5 | 120.0 (2) |
C8—Fe1—C5—C4 | −75.86 (19) | C9—C7—C6—C10 | −0.4 (3) |
C9—Fe1—C5—C4 | −118.37 (18) | Fe1—C7—C6—C10 | −59.55 (19) |
C7—Fe1—C5—C4 | −159.71 (17) | C9—C7—C6—Fe1 | 59.2 (2) |
C2—Fe1—C5—C4 | 119.7 (2) | C8—C10—C6—C7 | 0.5 (3) |
C1—Fe1—C5—C4 | 82.64 (17) | Fe1—C10—C6—C7 | 59.86 (19) |
C4—Fe1—C5—C2 | −119.7 (2) | C8—C10—C6—Fe1 | −59.31 (19) |
C3—Fe1—C5—C2 | −81.13 (16) | C4—Fe1—C6—C7 | −158.4 (3) |
C10—Fe1—C5—C2 | −161.8 (3) | C3—Fe1—C6—C7 | 164.60 (17) |
C6—Fe1—C5—C2 | 47.3 (4) | C10—Fe1—C6—C7 | −118.8 (3) |
C8—Fe1—C5—C2 | 164.42 (15) | C8—Fe1—C6—C7 | −81.16 (19) |
C9—Fe1—C5—C2 | 121.92 (17) | C9—Fe1—C6—C7 | −37.33 (18) |
C7—Fe1—C5—C2 | 80.57 (19) | C2—Fe1—C6—C7 | 79.9 (2) |
C1—Fe1—C5—C2 | −37.08 (15) | C5—Fe1—C6—C7 | 44.0 (4) |
C4—Fe1—C10—C6 | 163.55 (16) | C1—Fe1—C6—C7 | 121.59 (18) |
C3—Fe1—C10—C6 | 120.92 (17) | C4—Fe1—C6—C10 | −39.6 (4) |
C8—Fe1—C10—C6 | −119.3 (3) | C3—Fe1—C6—C10 | −76.6 (2) |
C9—Fe1—C10—C6 | −81.39 (19) | C8—Fe1—C6—C10 | 37.68 (18) |
C7—Fe1—C10—C6 | −37.79 (17) | C9—Fe1—C6—C10 | 81.51 (19) |
C2—Fe1—C10—C6 | 51.0 (4) | C7—Fe1—C6—C10 | 118.8 (3) |
C5—Fe1—C10—C6 | −166.1 (2) | C2—Fe1—C6—C10 | −161.25 (17) |
C1—Fe1—C10—C6 | 79.8 (2) | C5—Fe1—C6—C10 | 162.9 (3) |
C4—Fe1—C10—C8 | −77.1 (2) | C1—Fe1—C6—C10 | −119.57 (17) |
C3—Fe1—C10—C8 | −119.73 (17) | C5—C2—C1—C3 | −0.6 (3) |
C6—Fe1—C10—C8 | 119.3 (3) | Fe1—C2—C1—C3 | 58.45 (17) |
C9—Fe1—C10—C8 | 37.95 (17) | C5—C2—C1—Fe1 | −59.05 (18) |
C7—Fe1—C10—C8 | 81.55 (19) | C4—C3—C1—C2 | 0.1 (3) |
C2—Fe1—C10—C8 | 170.3 (3) | C11—C3—C1—C2 | −173.0 (2) |
C5—Fe1—C10—C8 | −46.8 (4) | Fe1—C3—C1—C2 | −58.99 (17) |
C1—Fe1—C10—C8 | −160.86 (16) | C4—C3—C1—Fe1 | 59.13 (16) |
C11—N1—C12—C14 | 112.3 (3) | C11—C3—C1—Fe1 | −114.0 (2) |
C11—N1—C12—C13 | −124.4 (3) | C4—Fe1—C1—C2 | 81.02 (17) |
C15—C14—C12—N1 | 53.0 (3) | C3—Fe1—C1—C2 | 119.4 (2) |
C19—C14—C12—N1 | −128.3 (2) | C10—Fe1—C1—C2 | −165.39 (17) |
C15—C14—C12—C13 | −68.1 (3) | C6—Fe1—C1—C2 | −122.77 (18) |
C19—C14—C12—C13 | 110.6 (3) | C8—Fe1—C1—C2 | 159.0 (3) |
C4—Fe1—C9—C7 | −165.22 (17) | C9—Fe1—C1—C2 | −46.1 (4) |
C3—Fe1—C9—C7 | 159.4 (3) | C7—Fe1—C1—C2 | −80.7 (2) |
C10—Fe1—C9—C7 | 81.54 (19) | C5—Fe1—C1—C2 | 37.48 (16) |
C6—Fe1—C9—C7 | 37.48 (19) | C4—Fe1—C1—C3 | −38.39 (14) |
C8—Fe1—C9—C7 | 119.6 (3) | C10—Fe1—C1—C3 | 75.19 (19) |
C2—Fe1—C9—C7 | −80.8 (2) | C6—Fe1—C1—C3 | 117.81 (16) |
C5—Fe1—C9—C7 | −122.96 (18) | C8—Fe1—C1—C3 | 39.6 (4) |
C1—Fe1—C9—C7 | −46.5 (4) | C9—Fe1—C1—C3 | −165.5 (3) |
C4—Fe1—C9—C8 | 75.2 (2) | C7—Fe1—C1—C3 | 159.84 (15) |
C3—Fe1—C9—C8 | 39.8 (4) | C2—Fe1—C1—C3 | −119.4 (2) |
C10—Fe1—C9—C8 | −38.09 (18) | C5—Fe1—C1—C3 | −81.93 (16) |
C6—Fe1—C9—C8 | −82.14 (19) | C15—C14—C19—C18 | 1.4 (4) |
C7—Fe1—C9—C8 | −119.6 (3) | C12—C14—C19—C18 | −177.4 (2) |
C2—Fe1—C9—C8 | 159.53 (18) | C19—C14—C15—C16 | −2.1 (4) |
C5—Fe1—C9—C8 | 117.41 (18) | C12—C14—C15—C16 | 176.6 (2) |
C1—Fe1—C9—C8 | −166.1 (3) | C14—C15—C16—C17 | 1.1 (4) |
C7—C9—C8—C10 | 0.3 (3) | C14—C19—C18—C17 | 0.3 (4) |
Fe1—C9—C8—C10 | 59.59 (19) | C19—C18—C17—C16 | −1.3 (4) |
C7—C9—C8—Fe1 | −59.3 (2) | C15—C16—C17—C18 | 0.6 (4) |
C6—C10—C8—C9 | −0.5 (3) |