Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806023129/om2027sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806023129/om2027Isup2.hkl |
CCDC reference: 613798
Data collection: SMART (Bruker, 2003); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1998); software used to prepare material for publication: SHELXTL.
[Fe(C20H18N)2] | Dx = 1.259 Mg m−3 |
Mr = 600.56 | Melting point: 385 K |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
a = 10.827 (5) Å | Cell parameters from 4881 reflections |
b = 10.818 (5) Å | θ = 2.4–24.8° |
c = 27.055 (12) Å | µ = 0.51 mm−1 |
β = 91.947 (8)° | T = 293 K |
V = 3167 (3) Å3 | Block, red |
Z = 4 | 0.26 × 0.24 × 0.20 mm |
F(000) = 1264 |
Bruker SMART CCD area-detector diffractometer | 5575 independent reflections |
Radiation source: fine-focus sealed tube | 3997 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.037 |
φ and ω scans | θmax = 25.0°, θmin = 1.5° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −12→12 |
Tmin = 0.781, Tmax = 1.000 | k = −11→12 |
15923 measured reflections | l = −22→32 |
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)] = 0.038 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.104 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0499P)2 + 0.6967P] where P = (Fo2 + 2Fc2)/3 |
5575 reflections | (Δ/σ)max = 0.001 |
388 parameters | Δρmax = 0.24 e Å−3 |
0 restraints | Δρmin = −0.28 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 | 0.50448 (3) | 0.88413 (3) | 0.843010 (12) | 0.03899 (13) | |
N1 | 0.23477 (18) | 0.73203 (19) | 0.77775 (7) | 0.0429 (5) | |
N2 | 0.44083 (19) | 0.78498 (18) | 0.97959 (7) | 0.0445 (5) | |
C1 | 0.4837 (2) | 0.8252 (2) | 0.77135 (9) | 0.0450 (6) | |
H1A | 0.4328 | 0.8648 | 0.7452 | 0.054* | |
C2 | 0.6092 (2) | 0.8505 (3) | 0.78281 (10) | 0.0559 (7) | |
H2A | 0.6601 | 0.9115 | 0.7661 | 0.067* | |
C3 | 0.6486 (2) | 0.7755 (3) | 0.82283 (11) | 0.0545 (7) | |
H3A | 0.7315 | 0.7746 | 0.8385 | 0.065* | |
C4 | 0.5478 (2) | 0.7015 (2) | 0.83640 (9) | 0.0430 (6) | |
H4A | 0.5487 | 0.6403 | 0.8631 | 0.052* | |
C5 | 0.4440 (2) | 0.7314 (2) | 0.80446 (8) | 0.0363 (5) | |
C6 | 0.3175 (2) | 0.6804 (2) | 0.80578 (8) | 0.0342 (5) | |
C7 | 0.2966 (2) | 0.5707 (2) | 0.83836 (8) | 0.0345 (5) | |
C8 | 0.2955 (2) | 0.5783 (2) | 0.88966 (9) | 0.0435 (6) | |
H8A | 0.3113 | 0.6536 | 0.9052 | 0.052* | |
C9 | 0.2711 (2) | 0.4747 (2) | 0.91777 (10) | 0.0508 (7) | |
H9A | 0.2696 | 0.4811 | 0.9520 | 0.061* | |
C10 | 0.2490 (2) | 0.3621 (2) | 0.89521 (10) | 0.0505 (7) | |
H10A | 0.2326 | 0.2927 | 0.9142 | 0.061* | |
C11 | 0.2512 (2) | 0.3529 (2) | 0.84445 (10) | 0.0484 (7) | |
H11A | 0.2367 | 0.2769 | 0.8292 | 0.058* | |
C12 | 0.2750 (2) | 0.4559 (2) | 0.81604 (9) | 0.0417 (6) | |
H12A | 0.2765 | 0.4487 | 0.7818 | 0.050* | |
C13 | 0.1045 (2) | 0.6952 (2) | 0.78037 (10) | 0.0510 (7) | |
H13A | 0.0961 | 0.6289 | 0.8042 | 0.061* | |
H13B | 0.0739 | 0.6661 | 0.7483 | 0.061* | |
C14 | 0.0325 (2) | 0.8066 (2) | 0.79592 (10) | 0.0445 (6) | |
C15 | 0.0231 (3) | 0.8358 (3) | 0.84548 (11) | 0.0630 (8) | |
H15A | 0.0552 | 0.7821 | 0.8695 | 0.076* | |
C16 | −0.0330 (3) | 0.9433 (4) | 0.85945 (13) | 0.0786 (10) | |
H16A | −0.0379 | 0.9616 | 0.8929 | 0.094* | |
C17 | −0.0830 (3) | 1.0259 (3) | 0.82468 (15) | 0.0741 (10) | |
C18 | −0.0765 (3) | 0.9936 (3) | 0.77567 (13) | 0.0682 (9) | |
H18A | −0.1106 | 1.0459 | 0.7516 | 0.082* | |
C19 | −0.0209 (2) | 0.8861 (3) | 0.76140 (10) | 0.0535 (7) | |
H19A | −0.0191 | 0.8664 | 0.7280 | 0.064* | |
C20 | −0.1398 (4) | 1.1475 (3) | 0.83996 (19) | 0.1321 (19) | |
H20A | −0.1366 | 1.1539 | 0.8754 | 0.198* | |
H20B | −0.2243 | 1.1509 | 0.8281 | 0.198* | |
H20C | −0.0946 | 1.2147 | 0.8261 | 0.198* | |
C21 | 0.3722 (2) | 0.9322 (2) | 0.89124 (9) | 0.0442 (6) | |
H21A | 0.2995 | 0.8828 | 0.8989 | 0.053* | |
C22 | 0.3782 (3) | 1.0214 (2) | 0.85336 (10) | 0.0558 (7) | |
H22A | 0.3105 | 1.0446 | 0.8302 | 0.067* | |
C23 | 0.4992 (3) | 1.0712 (3) | 0.85439 (10) | 0.0630 (9) | |
H23A | 0.5298 | 1.1345 | 0.8320 | 0.076* | |
C24 | 0.5689 (3) | 1.0124 (2) | 0.89307 (10) | 0.0518 (7) | |
H24A | 0.6559 | 1.0283 | 0.9020 | 0.062* | |
C25 | 0.4907 (2) | 0.9257 (2) | 0.91647 (9) | 0.0395 (6) | |
C26 | 0.5261 (2) | 0.8431 (2) | 0.95773 (8) | 0.0371 (6) | |
C27 | 0.6616 (2) | 0.8351 (2) | 0.97168 (8) | 0.0369 (5) | |
C28 | 0.7311 (2) | 0.7322 (2) | 0.96043 (10) | 0.0469 (6) | |
H28A | 0.6940 | 0.6660 | 0.9438 | 0.056* | |
C29 | 0.8551 (2) | 0.7269 (3) | 0.97371 (11) | 0.0577 (7) | |
H29A | 0.9013 | 0.6580 | 0.9653 | 0.069* | |
C30 | 0.9110 (3) | 0.8227 (3) | 0.99920 (11) | 0.0602 (8) | |
H30A | 0.9942 | 0.8182 | 1.0086 | 0.072* | |
C31 | 0.8429 (3) | 0.9251 (3) | 1.01062 (11) | 0.0585 (8) | |
H31A | 0.8803 | 0.9901 | 1.0280 | 0.070* | |
C32 | 0.7194 (2) | 0.9325 (2) | 0.99661 (9) | 0.0474 (6) | |
H32A | 0.6746 | 1.0031 | 1.0039 | 0.057* | |
C33 | 0.4772 (2) | 0.7053 (3) | 1.02147 (11) | 0.0597 (8) | |
H33A | 0.5349 | 0.7499 | 1.0431 | 0.072* | |
H33B | 0.5196 | 0.6332 | 1.0091 | 0.072* | |
C34 | 0.3698 (2) | 0.6632 (2) | 1.05098 (9) | 0.0404 (6) | |
C35 | 0.3920 (2) | 0.6195 (2) | 1.09865 (9) | 0.0454 (6) | |
H35A | 0.4719 | 0.6221 | 1.1124 | 0.054* | |
C36 | 0.2982 (2) | 0.5724 (2) | 1.12603 (10) | 0.0463 (6) | |
H36A | 0.3159 | 0.5441 | 1.1579 | 0.056* | |
C37 | 0.1783 (2) | 0.5661 (2) | 1.10718 (10) | 0.0473 (6) | |
C38 | 0.1557 (2) | 0.6112 (2) | 1.05997 (10) | 0.0505 (7) | |
H38A | 0.0757 | 0.6086 | 1.0464 | 0.061* | |
C39 | 0.2492 (2) | 0.6603 (2) | 1.03220 (10) | 0.0473 (6) | |
H39A | 0.2309 | 0.6915 | 1.0008 | 0.057* | |
C40 | 0.0771 (3) | 0.5107 (3) | 1.13703 (12) | 0.0726 (9) | |
H40A | 0.0005 | 0.5136 | 1.1182 | 0.109* | |
H40B | 0.0693 | 0.5569 | 1.1671 | 0.109* | |
H40C | 0.0972 | 0.4264 | 1.1449 | 0.109* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Fe1 | 0.0440 (2) | 0.0369 (2) | 0.0357 (2) | −0.00362 (16) | −0.00351 (15) | 0.00512 (16) |
N1 | 0.0409 (12) | 0.0473 (12) | 0.0402 (12) | −0.0019 (10) | −0.0017 (10) | 0.0070 (10) |
N2 | 0.0444 (12) | 0.0470 (12) | 0.0420 (12) | 0.0018 (10) | 0.0011 (10) | 0.0126 (10) |
C1 | 0.0464 (15) | 0.0557 (16) | 0.0330 (13) | −0.0051 (13) | 0.0041 (11) | 0.0026 (12) |
C2 | 0.0483 (16) | 0.0701 (19) | 0.0501 (17) | −0.0171 (14) | 0.0120 (13) | −0.0025 (15) |
C3 | 0.0364 (15) | 0.0672 (19) | 0.0598 (18) | 0.0014 (13) | −0.0019 (13) | −0.0063 (15) |
C4 | 0.0400 (14) | 0.0416 (14) | 0.0472 (15) | 0.0071 (11) | −0.0007 (12) | −0.0018 (12) |
C5 | 0.0396 (14) | 0.0374 (13) | 0.0318 (13) | 0.0014 (11) | 0.0018 (10) | −0.0031 (11) |
C6 | 0.0398 (13) | 0.0346 (13) | 0.0281 (12) | 0.0010 (10) | 0.0022 (10) | −0.0023 (10) |
C7 | 0.0344 (13) | 0.0342 (12) | 0.0349 (13) | 0.0019 (10) | −0.0011 (10) | −0.0002 (10) |
C8 | 0.0564 (16) | 0.0354 (13) | 0.0383 (14) | −0.0012 (12) | −0.0025 (12) | −0.0010 (11) |
C9 | 0.0617 (17) | 0.0517 (17) | 0.0391 (15) | 0.0048 (13) | 0.0024 (13) | 0.0097 (13) |
C10 | 0.0498 (16) | 0.0433 (16) | 0.0583 (18) | −0.0002 (12) | 0.0000 (14) | 0.0151 (13) |
C11 | 0.0506 (16) | 0.0297 (14) | 0.0646 (19) | −0.0006 (11) | −0.0036 (14) | −0.0022 (13) |
C12 | 0.0443 (14) | 0.0398 (15) | 0.0408 (14) | 0.0042 (11) | −0.0011 (11) | −0.0050 (12) |
C13 | 0.0425 (15) | 0.0503 (16) | 0.0591 (18) | −0.0024 (12) | −0.0125 (13) | 0.0058 (13) |
C14 | 0.0356 (14) | 0.0505 (16) | 0.0471 (16) | −0.0070 (11) | −0.0042 (12) | 0.0044 (13) |
C15 | 0.070 (2) | 0.067 (2) | 0.0509 (18) | −0.0038 (16) | −0.0084 (15) | 0.0018 (16) |
C16 | 0.095 (3) | 0.084 (3) | 0.057 (2) | −0.015 (2) | 0.0126 (19) | −0.0190 (19) |
C17 | 0.070 (2) | 0.0504 (19) | 0.104 (3) | −0.0097 (16) | 0.035 (2) | −0.001 (2) |
C18 | 0.0622 (19) | 0.063 (2) | 0.081 (2) | 0.0109 (16) | 0.0197 (17) | 0.0227 (18) |
C19 | 0.0492 (16) | 0.0628 (18) | 0.0489 (16) | 0.0067 (14) | 0.0055 (13) | 0.0098 (15) |
C20 | 0.154 (4) | 0.058 (2) | 0.191 (5) | 0.005 (2) | 0.096 (4) | −0.013 (3) |
C21 | 0.0515 (15) | 0.0386 (14) | 0.0423 (15) | 0.0109 (12) | −0.0016 (12) | −0.0020 (12) |
C22 | 0.075 (2) | 0.0417 (15) | 0.0499 (17) | 0.0176 (14) | −0.0134 (15) | 0.0002 (13) |
C23 | 0.102 (3) | 0.0355 (15) | 0.0509 (18) | −0.0095 (15) | −0.0110 (17) | 0.0121 (13) |
C24 | 0.0690 (18) | 0.0390 (14) | 0.0467 (16) | −0.0143 (13) | −0.0094 (14) | 0.0077 (12) |
C25 | 0.0514 (15) | 0.0306 (12) | 0.0361 (13) | 0.0010 (11) | −0.0026 (11) | −0.0011 (10) |
C26 | 0.0460 (14) | 0.0324 (12) | 0.0328 (13) | 0.0015 (11) | −0.0017 (11) | −0.0025 (10) |
C27 | 0.0442 (14) | 0.0375 (13) | 0.0292 (12) | −0.0023 (11) | 0.0023 (11) | 0.0043 (11) |
C28 | 0.0512 (16) | 0.0416 (15) | 0.0480 (16) | −0.0006 (12) | 0.0003 (13) | −0.0017 (12) |
C29 | 0.0522 (17) | 0.0496 (17) | 0.072 (2) | 0.0094 (14) | 0.0076 (15) | 0.0075 (15) |
C30 | 0.0420 (16) | 0.065 (2) | 0.073 (2) | −0.0074 (15) | −0.0043 (15) | 0.0173 (17) |
C31 | 0.0573 (18) | 0.0555 (18) | 0.0619 (19) | −0.0157 (15) | −0.0103 (15) | −0.0015 (15) |
C32 | 0.0502 (16) | 0.0459 (15) | 0.0462 (15) | −0.0001 (12) | 0.0018 (13) | −0.0042 (13) |
C33 | 0.0432 (16) | 0.077 (2) | 0.0594 (18) | 0.0052 (14) | 0.0050 (14) | 0.0319 (16) |
C34 | 0.0392 (14) | 0.0381 (13) | 0.0441 (15) | 0.0031 (11) | 0.0047 (11) | 0.0067 (12) |
C35 | 0.0392 (14) | 0.0487 (15) | 0.0480 (15) | 0.0026 (12) | −0.0019 (12) | 0.0086 (13) |
C36 | 0.0504 (16) | 0.0472 (15) | 0.0418 (14) | 0.0090 (12) | 0.0073 (12) | 0.0096 (12) |
C37 | 0.0456 (15) | 0.0385 (14) | 0.0584 (18) | 0.0034 (12) | 0.0130 (13) | −0.0001 (13) |
C38 | 0.0360 (14) | 0.0558 (17) | 0.0597 (17) | −0.0009 (12) | −0.0001 (13) | −0.0002 (15) |
C39 | 0.0462 (15) | 0.0543 (16) | 0.0411 (15) | 0.0032 (13) | −0.0029 (12) | 0.0051 (13) |
C40 | 0.0596 (19) | 0.075 (2) | 0.085 (2) | −0.0040 (16) | 0.0253 (17) | 0.0117 (18) |
Fe1—C21 | 2.037 (3) | C17—C20 | 1.516 (5) |
Fe1—C4 | 2.040 (3) | C18—C19 | 1.371 (4) |
Fe1—C3 | 2.043 (3) | C18—H18A | 0.9300 |
Fe1—C22 | 2.045 (3) | C19—H19A | 0.9300 |
Fe1—C24 | 2.045 (3) | C20—H20A | 0.9600 |
Fe1—C1 | 2.046 (3) | C20—H20B | 0.9600 |
Fe1—C23 | 2.048 (3) | C20—H20C | 0.9600 |
Fe1—C25 | 2.048 (3) | C21—C22 | 1.411 (4) |
Fe1—C2 | 2.048 (3) | C21—C25 | 1.434 (3) |
Fe1—C5 | 2.050 (2) | C21—H21A | 0.9800 |
N1—C6 | 1.282 (3) | C22—C23 | 1.416 (4) |
N1—C13 | 1.470 (3) | C22—H22A | 0.9800 |
N2—C26 | 1.278 (3) | C23—C24 | 1.420 (3) |
N2—C33 | 1.467 (3) | C23—H23A | 0.9800 |
C1—C2 | 1.410 (4) | C24—C25 | 1.426 (3) |
C1—C5 | 1.430 (3) | C24—H24A | 0.9800 |
C1—H1A | 0.9800 | C25—C26 | 1.471 (3) |
C2—C3 | 1.408 (4) | C26—C27 | 1.505 (3) |
C2—H2A | 0.9800 | C27—C28 | 1.384 (3) |
C3—C4 | 1.412 (4) | C27—C32 | 1.388 (3) |
C3—H3A | 0.9800 | C28—C29 | 1.379 (4) |
C4—C5 | 1.431 (3) | C28—H28A | 0.9300 |
C4—H4A | 0.9800 | C29—C30 | 1.374 (4) |
C5—C6 | 1.478 (3) | C29—H29A | 0.9300 |
C6—C7 | 1.500 (3) | C30—C31 | 1.371 (4) |
C7—C8 | 1.391 (3) | C30—H30A | 0.9300 |
C7—C12 | 1.397 (3) | C31—C32 | 1.379 (4) |
C8—C9 | 1.385 (3) | C31—H31A | 0.9300 |
C8—H8A | 0.9300 | C32—H32A | 0.9300 |
C9—C10 | 1.380 (4) | C33—C34 | 1.503 (4) |
C9—H9A | 0.9300 | C33—H33A | 0.9700 |
C10—C11 | 1.378 (4) | C33—H33B | 0.9700 |
C10—H10A | 0.9300 | C34—C39 | 1.385 (3) |
C11—C12 | 1.383 (4) | C34—C35 | 1.387 (3) |
C11—H11A | 0.9300 | C35—C36 | 1.376 (3) |
C12—H12A | 0.9300 | C35—H35A | 0.9300 |
C13—C14 | 1.503 (4) | C36—C37 | 1.380 (4) |
C13—H13A | 0.9700 | C36—H36A | 0.9300 |
C13—H13B | 0.9700 | C37—C38 | 1.381 (4) |
C14—C19 | 1.382 (3) | C37—C40 | 1.507 (4) |
C14—C15 | 1.385 (4) | C38—C39 | 1.387 (4) |
C15—C16 | 1.372 (5) | C38—H38A | 0.9300 |
C15—H15A | 0.9300 | C39—H39A | 0.9300 |
C16—C17 | 1.393 (5) | C40—H40A | 0.9600 |
C16—H16A | 0.9300 | C40—H40B | 0.9600 |
C17—C18 | 1.375 (5) | C40—H40C | 0.9600 |
C21—Fe1—C4 | 118.17 (11) | C19—C14—C13 | 121.3 (2) |
C21—Fe1—C3 | 151.40 (11) | C15—C14—C13 | 120.7 (2) |
C4—Fe1—C3 | 40.46 (10) | C16—C15—C14 | 120.6 (3) |
C21—Fe1—C22 | 40.45 (11) | C16—C15—H15A | 119.7 |
C4—Fe1—C22 | 150.75 (12) | C14—C15—H15A | 119.7 |
C3—Fe1—C22 | 167.20 (12) | C15—C16—C17 | 121.5 (3) |
C21—Fe1—C24 | 68.51 (11) | C15—C16—H16A | 119.2 |
C4—Fe1—C24 | 129.87 (10) | C17—C16—H16A | 119.2 |
C3—Fe1—C24 | 108.74 (12) | C18—C17—C16 | 117.2 (3) |
C22—Fe1—C24 | 68.33 (12) | C18—C17—C20 | 121.2 (4) |
C21—Fe1—C1 | 129.00 (10) | C16—C17—C20 | 121.6 (4) |
C4—Fe1—C1 | 68.50 (10) | C19—C18—C17 | 121.6 (3) |
C3—Fe1—C1 | 68.15 (11) | C19—C18—H18A | 119.2 |
C22—Fe1—C1 | 107.66 (11) | C17—C18—H18A | 119.2 |
C24—Fe1—C1 | 149.66 (10) | C18—C19—C14 | 121.0 (3) |
C21—Fe1—C23 | 68.13 (12) | C18—C19—H19A | 119.5 |
C4—Fe1—C23 | 167.93 (11) | C14—C19—H19A | 119.5 |
C3—Fe1—C23 | 129.38 (13) | C17—C20—H20A | 109.5 |
C22—Fe1—C23 | 40.47 (12) | C17—C20—H20B | 109.5 |
C24—Fe1—C23 | 40.59 (10) | H20A—C20—H20B | 109.5 |
C1—Fe1—C23 | 116.58 (11) | C17—C20—H20C | 109.5 |
C21—Fe1—C25 | 41.09 (9) | H20A—C20—H20C | 109.5 |
C4—Fe1—C25 | 108.81 (10) | H20B—C20—H20C | 109.5 |
C3—Fe1—C25 | 117.87 (10) | C22—C21—C25 | 108.5 (2) |
C22—Fe1—C25 | 68.67 (10) | C22—C21—Fe1 | 70.06 (16) |
C24—Fe1—C25 | 40.77 (10) | C25—C21—Fe1 | 69.86 (15) |
C1—Fe1—C25 | 168.14 (10) | C22—C21—H21A | 125.8 |
C23—Fe1—C25 | 68.51 (10) | C25—C21—H21A | 125.8 |
C21—Fe1—C2 | 167.08 (10) | Fe1—C21—H21A | 125.8 |
C4—Fe1—C2 | 67.86 (11) | C21—C22—C23 | 108.1 (2) |
C3—Fe1—C2 | 40.25 (11) | C21—C22—Fe1 | 69.50 (14) |
C22—Fe1—C2 | 128.96 (12) | C23—C22—Fe1 | 69.89 (17) |
C24—Fe1—C2 | 117.50 (12) | C21—C22—H22A | 125.9 |
C1—Fe1—C2 | 40.30 (10) | C23—C22—H22A | 125.9 |
C23—Fe1—C2 | 108.31 (12) | Fe1—C22—H22A | 125.9 |
C25—Fe1—C2 | 150.60 (10) | C22—C23—C24 | 108.2 (2) |
C21—Fe1—C5 | 108.21 (10) | C22—C23—Fe1 | 69.64 (15) |
C4—Fe1—C5 | 40.97 (9) | C24—C23—Fe1 | 69.58 (15) |
C3—Fe1—C5 | 68.51 (10) | C22—C23—H23A | 125.9 |
C22—Fe1—C5 | 116.86 (11) | C24—C23—H23A | 125.9 |
C24—Fe1—C5 | 168.51 (9) | Fe1—C23—H23A | 125.9 |
C1—Fe1—C5 | 40.86 (9) | C23—C24—C25 | 108.3 (2) |
C23—Fe1—C5 | 149.66 (10) | C23—C24—Fe1 | 69.82 (15) |
C25—Fe1—C5 | 129.67 (10) | C25—C24—Fe1 | 69.74 (14) |
C2—Fe1—C5 | 68.16 (10) | C23—C24—H24A | 125.9 |
C6—N1—C13 | 120.4 (2) | C25—C24—H24A | 125.9 |
C26—N2—C33 | 117.9 (2) | Fe1—C24—H24A | 125.9 |
C2—C1—C5 | 107.9 (2) | C24—C25—C21 | 106.9 (2) |
C2—C1—Fe1 | 69.95 (15) | C24—C25—C26 | 126.4 (2) |
C5—C1—Fe1 | 69.71 (14) | C21—C25—C26 | 126.6 (2) |
C2—C1—H1A | 126.0 | C24—C25—Fe1 | 69.49 (14) |
C5—C1—H1A | 126.0 | C21—C25—Fe1 | 69.05 (14) |
Fe1—C1—H1A | 126.0 | C26—C25—Fe1 | 125.24 (17) |
C3—C2—C1 | 108.8 (2) | N2—C26—C25 | 118.4 (2) |
C3—C2—Fe1 | 69.66 (16) | N2—C26—C27 | 124.7 (2) |
C1—C2—Fe1 | 69.75 (15) | C25—C26—C27 | 116.9 (2) |
C3—C2—H2A | 125.6 | C28—C27—C32 | 118.5 (2) |
C1—C2—H2A | 125.6 | C28—C27—C26 | 121.6 (2) |
Fe1—C2—H2A | 125.6 | C32—C27—C26 | 119.9 (2) |
C2—C3—C4 | 108.1 (2) | C29—C28—C27 | 120.5 (2) |
C2—C3—Fe1 | 70.09 (16) | C29—C28—H28A | 119.7 |
C4—C3—Fe1 | 69.66 (15) | C27—C28—H28A | 119.7 |
C2—C3—H3A | 126.0 | C30—C29—C28 | 120.5 (3) |
C4—C3—H3A | 126.0 | C30—C29—H29A | 119.7 |
Fe1—C3—H3A | 126.0 | C28—C29—H29A | 119.7 |
C3—C4—C5 | 108.2 (2) | C31—C30—C29 | 119.5 (3) |
C3—C4—Fe1 | 69.88 (15) | C31—C30—H30A | 120.3 |
C5—C4—Fe1 | 69.88 (13) | C29—C30—H30A | 120.3 |
C3—C4—H4A | 125.9 | C30—C31—C32 | 120.5 (3) |
C5—C4—H4A | 125.9 | C30—C31—H31A | 119.7 |
Fe1—C4—H4A | 125.9 | C32—C31—H31A | 119.7 |
C1—C5—C4 | 107.0 (2) | C31—C32—C27 | 120.4 (3) |
C1—C5—C6 | 125.4 (2) | C31—C32—H32A | 119.8 |
C4—C5—C6 | 127.6 (2) | C27—C32—H32A | 119.8 |
C1—C5—Fe1 | 69.43 (14) | N2—C33—C34 | 113.3 (2) |
C4—C5—Fe1 | 69.15 (13) | N2—C33—H33A | 108.9 |
C6—C5—Fe1 | 124.67 (16) | C34—C33—H33A | 108.9 |
N1—C6—C5 | 116.9 (2) | N2—C33—H33B | 108.9 |
N1—C6—C7 | 125.2 (2) | C34—C33—H33B | 108.9 |
C5—C6—C7 | 117.91 (19) | H33A—C33—H33B | 107.7 |
C8—C7—C12 | 118.5 (2) | C39—C34—C35 | 117.7 (2) |
C8—C7—C6 | 123.1 (2) | C39—C34—C33 | 123.3 (2) |
C12—C7—C6 | 118.4 (2) | C35—C34—C33 | 119.0 (2) |
C9—C8—C7 | 120.5 (2) | C36—C35—C34 | 121.3 (2) |
C9—C8—H8A | 119.7 | C36—C35—H35A | 119.4 |
C7—C8—H8A | 119.7 | C34—C35—H35A | 119.4 |
C10—C9—C8 | 120.3 (2) | C35—C36—C37 | 121.5 (2) |
C10—C9—H9A | 119.8 | C35—C36—H36A | 119.3 |
C8—C9—H9A | 119.8 | C37—C36—H36A | 119.3 |
C11—C10—C9 | 119.7 (2) | C36—C37—C38 | 117.3 (2) |
C11—C10—H10A | 120.1 | C36—C37—C40 | 120.9 (3) |
C9—C10—H10A | 120.1 | C38—C37—C40 | 121.8 (3) |
C10—C11—C12 | 120.4 (2) | C37—C38—C39 | 121.8 (2) |
C10—C11—H11A | 119.8 | C37—C38—H38A | 119.1 |
C12—C11—H11A | 119.8 | C39—C38—H38A | 119.1 |
C11—C12—C7 | 120.5 (2) | C34—C39—C38 | 120.4 (2) |
C11—C12—H12A | 119.8 | C34—C39—H39A | 119.8 |
C7—C12—H12A | 119.8 | C38—C39—H39A | 119.8 |
N1—C13—C14 | 107.7 (2) | C37—C40—H40A | 109.5 |
N1—C13—H13A | 110.2 | C37—C40—H40B | 109.5 |
C14—C13—H13A | 110.2 | H40A—C40—H40B | 109.5 |
N1—C13—H13B | 110.2 | C37—C40—H40C | 109.5 |
C14—C13—H13B | 110.2 | H40A—C40—H40C | 109.5 |
H13A—C13—H13B | 108.5 | H40B—C40—H40C | 109.5 |
C19—C14—C15 | 118.0 (3) | ||
C21—Fe1—C1—C2 | 169.80 (16) | C4—Fe1—C21—C22 | −153.82 (16) |
C4—Fe1—C1—C2 | −80.69 (18) | C3—Fe1—C21—C22 | 171.3 (2) |
C3—Fe1—C1—C2 | −37.00 (17) | C24—Fe1—C21—C22 | 81.38 (17) |
C22—Fe1—C1—C2 | 130.14 (18) | C1—Fe1—C21—C22 | −69.6 (2) |
C24—Fe1—C1—C2 | 53.0 (3) | C23—Fe1—C21—C22 | 37.55 (16) |
C23—Fe1—C1—C2 | 87.3 (2) | C25—Fe1—C21—C22 | 119.5 (2) |
C25—Fe1—C1—C2 | −159.8 (4) | C2—Fe1—C21—C22 | −38.8 (5) |
C5—Fe1—C1—C2 | −119.0 (2) | C5—Fe1—C21—C22 | −110.33 (17) |
C21—Fe1—C1—C5 | −71.23 (18) | C4—Fe1—C21—C25 | 86.70 (16) |
C4—Fe1—C1—C5 | 38.27 (14) | C3—Fe1—C21—C25 | 51.9 (3) |
C3—Fe1—C1—C5 | 81.96 (16) | C22—Fe1—C21—C25 | −119.5 (2) |
C22—Fe1—C1—C5 | −110.89 (16) | C24—Fe1—C21—C25 | −38.10 (14) |
C24—Fe1—C1—C5 | 171.99 (19) | C1—Fe1—C21—C25 | 170.89 (14) |
C23—Fe1—C1—C5 | −153.72 (15) | C23—Fe1—C21—C25 | −81.93 (15) |
C25—Fe1—C1—C5 | −40.8 (5) | C2—Fe1—C21—C25 | −158.3 (4) |
C2—Fe1—C1—C5 | 119.0 (2) | C5—Fe1—C21—C25 | 130.19 (14) |
C5—C1—C2—C3 | −0.7 (3) | C25—C21—C22—C23 | 0.1 (3) |
Fe1—C1—C2—C3 | 58.9 (2) | Fe1—C21—C22—C23 | −59.4 (2) |
C5—C1—C2—Fe1 | −59.60 (18) | C25—C21—C22—Fe1 | 59.51 (17) |
C21—Fe1—C2—C3 | −158.1 (4) | C4—Fe1—C22—C21 | 52.8 (3) |
C4—Fe1—C2—C3 | −37.75 (15) | C3—Fe1—C22—C21 | −161.0 (4) |
C22—Fe1—C2—C3 | 170.32 (16) | C24—Fe1—C22—C21 | −81.86 (17) |
C24—Fe1—C2—C3 | 86.89 (18) | C1—Fe1—C22—C21 | 130.13 (16) |
C1—Fe1—C2—C3 | −120.2 (2) | C23—Fe1—C22—C21 | −119.4 (2) |
C23—Fe1—C2—C3 | 130.05 (17) | C25—Fe1—C22—C21 | −37.89 (15) |
C25—Fe1—C2—C3 | 51.5 (3) | C2—Fe1—C22—C21 | 169.61 (15) |
C5—Fe1—C2—C3 | −82.10 (17) | C5—Fe1—C22—C21 | 86.89 (17) |
C21—Fe1—C2—C1 | −38.0 (5) | C21—Fe1—C22—C23 | 119.4 (2) |
C4—Fe1—C2—C1 | 82.42 (17) | C4—Fe1—C22—C23 | 172.1 (2) |
C3—Fe1—C2—C1 | 120.2 (2) | C3—Fe1—C22—C23 | −41.7 (6) |
C22—Fe1—C2—C1 | −69.5 (2) | C24—Fe1—C22—C23 | 37.51 (16) |
C24—Fe1—C2—C1 | −152.94 (15) | C1—Fe1—C22—C23 | −110.50 (17) |
C23—Fe1—C2—C1 | −109.78 (17) | C25—Fe1—C22—C23 | 81.47 (17) |
C25—Fe1—C2—C1 | 171.68 (18) | C2—Fe1—C22—C23 | −71.0 (2) |
C5—Fe1—C2—C1 | 38.07 (15) | C5—Fe1—C22—C23 | −153.74 (15) |
C1—C2—C3—C4 | 0.6 (3) | C21—C22—C23—C24 | 0.1 (3) |
Fe1—C2—C3—C4 | 59.54 (19) | Fe1—C22—C23—C24 | −59.1 (2) |
C1—C2—C3—Fe1 | −58.95 (19) | C21—C22—C23—Fe1 | 59.19 (18) |
C21—Fe1—C3—C2 | 170.0 (2) | C21—Fe1—C23—C22 | −37.53 (16) |
C4—Fe1—C3—C2 | 119.1 (2) | C4—Fe1—C23—C22 | −161.3 (5) |
C22—Fe1—C3—C2 | −36.2 (5) | C3—Fe1—C23—C22 | 169.02 (16) |
C24—Fe1—C3—C2 | −110.72 (16) | C24—Fe1—C23—C22 | −119.6 (3) |
C1—Fe1—C3—C2 | 37.04 (15) | C1—Fe1—C23—C22 | 86.35 (19) |
C23—Fe1—C3—C2 | −70.1 (2) | C25—Fe1—C23—C22 | −81.91 (18) |
C25—Fe1—C3—C2 | −154.23 (15) | C2—Fe1—C23—C22 | 129.23 (17) |
C5—Fe1—C3—C2 | 81.16 (16) | C5—Fe1—C23—C22 | 51.4 (3) |
C21—Fe1—C3—C4 | 50.9 (3) | C21—Fe1—C23—C24 | 82.06 (18) |
C22—Fe1—C3—C4 | −155.2 (4) | C4—Fe1—C23—C24 | −41.7 (6) |
C24—Fe1—C3—C4 | 130.19 (15) | C3—Fe1—C23—C24 | −71.4 (2) |
C1—Fe1—C3—C4 | −82.04 (16) | C22—Fe1—C23—C24 | 119.6 (3) |
C23—Fe1—C3—C4 | 170.83 (15) | C1—Fe1—C23—C24 | −154.06 (16) |
C25—Fe1—C3—C4 | 86.68 (16) | C25—Fe1—C23—C24 | 37.68 (17) |
C2—Fe1—C3—C4 | −119.1 (2) | C2—Fe1—C23—C24 | −111.18 (18) |
C5—Fe1—C3—C4 | −37.92 (14) | C5—Fe1—C23—C24 | 170.95 (19) |
C2—C3—C4—C5 | −0.2 (3) | C22—C23—C24—C25 | −0.2 (3) |
Fe1—C3—C4—C5 | 59.57 (17) | Fe1—C23—C24—C25 | −59.36 (18) |
C2—C3—C4—Fe1 | −59.81 (19) | C22—C23—C24—Fe1 | 59.1 (2) |
C21—Fe1—C4—C3 | −155.08 (15) | C21—Fe1—C24—C23 | −81.04 (19) |
C22—Fe1—C4—C3 | 169.1 (2) | C4—Fe1—C24—C23 | 169.55 (18) |
C24—Fe1—C4—C3 | −70.5 (2) | C3—Fe1—C24—C23 | 129.32 (19) |
C1—Fe1—C4—C3 | 81.11 (17) | C22—Fe1—C24—C23 | −37.40 (18) |
C23—Fe1—C4—C3 | −36.1 (6) | C1—Fe1—C24—C23 | 50.8 (3) |
C25—Fe1—C4—C3 | −111.20 (16) | C25—Fe1—C24—C23 | −119.4 (2) |
C2—Fe1—C4—C3 | 37.56 (15) | C2—Fe1—C24—C23 | 86.4 (2) |
C5—Fe1—C4—C3 | 119.3 (2) | C5—Fe1—C24—C23 | −156.5 (5) |
C21—Fe1—C4—C5 | 85.63 (16) | C21—Fe1—C24—C25 | 38.39 (14) |
C3—Fe1—C4—C5 | −119.3 (2) | C4—Fe1—C24—C25 | −71.0 (2) |
C22—Fe1—C4—C5 | 49.8 (3) | C3—Fe1—C24—C25 | −111.25 (16) |
C24—Fe1—C4—C5 | 170.23 (15) | C22—Fe1—C24—C25 | 82.03 (17) |
C1—Fe1—C4—C5 | −38.18 (14) | C1—Fe1—C24—C25 | 170.18 (19) |
C23—Fe1—C4—C5 | −155.4 (5) | C23—Fe1—C24—C25 | 119.4 (2) |
C25—Fe1—C4—C5 | 129.51 (15) | C2—Fe1—C24—C25 | −154.20 (15) |
C2—Fe1—C4—C5 | −81.73 (16) | C5—Fe1—C24—C25 | −37.1 (6) |
C2—C1—C5—C4 | 0.6 (3) | C23—C24—C25—C21 | 0.3 (3) |
Fe1—C1—C5—C4 | −59.19 (16) | Fe1—C24—C25—C21 | −59.13 (17) |
C2—C1—C5—C6 | 178.4 (2) | C23—C24—C25—C26 | 178.7 (2) |
Fe1—C1—C5—C6 | 118.6 (2) | Fe1—C24—C25—C26 | 119.3 (2) |
C2—C1—C5—Fe1 | 59.75 (18) | C23—C24—C25—Fe1 | 59.41 (19) |
C3—C4—C5—C1 | −0.2 (3) | C22—C21—C25—C24 | −0.2 (3) |
Fe1—C4—C5—C1 | 59.37 (17) | Fe1—C21—C25—C24 | 59.41 (18) |
C3—C4—C5—C6 | −177.9 (2) | C22—C21—C25—C26 | −178.7 (2) |
Fe1—C4—C5—C6 | −118.4 (2) | Fe1—C21—C25—C26 | −119.0 (2) |
C3—C4—C5—Fe1 | −59.57 (18) | C22—C21—C25—Fe1 | −59.63 (18) |
C21—Fe1—C5—C1 | 129.23 (15) | C21—Fe1—C25—C24 | −118.5 (2) |
C4—Fe1—C5—C1 | −118.5 (2) | C4—Fe1—C25—C24 | 129.94 (16) |
C3—Fe1—C5—C1 | −81.02 (16) | C3—Fe1—C25—C24 | 86.75 (18) |
C22—Fe1—C5—C1 | 86.24 (17) | C22—Fe1—C25—C24 | −81.14 (17) |
C24—Fe1—C5—C1 | −159.3 (5) | C1—Fe1—C25—C24 | −155.2 (5) |
C23—Fe1—C5—C1 | 51.6 (3) | C23—Fe1—C25—C24 | −37.52 (16) |
C25—Fe1—C5—C1 | 169.94 (15) | C2—Fe1—C25—C24 | 51.9 (3) |
C2—Fe1—C5—C1 | −37.56 (15) | C5—Fe1—C25—C24 | 171.03 (15) |
C21—Fe1—C5—C4 | −112.29 (16) | C4—Fe1—C25—C21 | −111.60 (15) |
C3—Fe1—C5—C4 | 37.46 (16) | C3—Fe1—C25—C21 | −154.79 (15) |
C22—Fe1—C5—C4 | −155.28 (16) | C22—Fe1—C25—C21 | 37.32 (15) |
C24—Fe1—C5—C4 | −40.8 (6) | C24—Fe1—C25—C21 | 118.5 (2) |
C1—Fe1—C5—C4 | 118.5 (2) | C1—Fe1—C25—C21 | −36.8 (5) |
C23—Fe1—C5—C4 | 170.1 (2) | C23—Fe1—C25—C21 | 80.94 (16) |
C25—Fe1—C5—C4 | −71.58 (18) | C2—Fe1—C25—C21 | 170.3 (2) |
C2—Fe1—C5—C4 | 80.92 (17) | C5—Fe1—C25—C21 | −70.52 (17) |
C21—Fe1—C5—C6 | 9.8 (2) | C21—Fe1—C25—C26 | 120.8 (3) |
C4—Fe1—C5—C6 | 122.0 (3) | C4—Fe1—C25—C26 | 9.2 (2) |
C3—Fe1—C5—C6 | 159.5 (2) | C3—Fe1—C25—C26 | −34.0 (2) |
C22—Fe1—C5—C6 | −33.2 (2) | C22—Fe1—C25—C26 | 158.1 (2) |
C24—Fe1—C5—C6 | 81.2 (6) | C24—Fe1—C25—C26 | −120.8 (3) |
C1—Fe1—C5—C6 | −119.5 (3) | C1—Fe1—C25—C26 | 84.0 (5) |
C23—Fe1—C5—C6 | −67.9 (3) | C23—Fe1—C25—C26 | −158.3 (2) |
C25—Fe1—C5—C6 | 50.5 (2) | C2—Fe1—C25—C26 | −68.9 (3) |
C2—Fe1—C5—C6 | −157.0 (2) | C5—Fe1—C25—C26 | 50.3 (3) |
C13—N1—C6—C5 | −174.0 (2) | C33—N2—C26—C25 | −178.5 (2) |
C13—N1—C6—C7 | 8.0 (4) | C33—N2—C26—C27 | 0.3 (4) |
C1—C5—C6—N1 | −6.2 (4) | C24—C25—C26—N2 | 169.1 (2) |
C4—C5—C6—N1 | 171.2 (2) | C21—C25—C26—N2 | −12.7 (4) |
Fe1—C5—C6—N1 | 81.9 (3) | Fe1—C25—C26—N2 | −101.6 (3) |
C1—C5—C6—C7 | 172.0 (2) | C24—C25—C26—C27 | −9.8 (4) |
C4—C5—C6—C7 | −10.6 (3) | C21—C25—C26—C27 | 168.4 (2) |
Fe1—C5—C6—C7 | −99.9 (2) | Fe1—C25—C26—C27 | 79.5 (3) |
N1—C6—C7—C8 | −108.8 (3) | N2—C26—C27—C28 | 74.7 (3) |
C5—C6—C7—C8 | 73.2 (3) | C25—C26—C27—C28 | −106.5 (3) |
N1—C6—C7—C12 | 70.0 (3) | N2—C26—C27—C32 | −105.1 (3) |
C5—C6—C7—C12 | −108.0 (2) | C25—C26—C27—C32 | 73.8 (3) |
C12—C7—C8—C9 | −1.2 (4) | C32—C27—C28—C29 | −0.1 (4) |
C6—C7—C8—C9 | 177.5 (2) | C26—C27—C28—C29 | −179.8 (2) |
C7—C8—C9—C10 | 0.8 (4) | C27—C28—C29—C30 | 1.3 (4) |
C8—C9—C10—C11 | 0.0 (4) | C28—C29—C30—C31 | −1.2 (4) |
C9—C10—C11—C12 | −0.3 (4) | C29—C30—C31—C32 | −0.2 (5) |
C10—C11—C12—C7 | −0.2 (4) | C30—C31—C32—C27 | 1.4 (4) |
C8—C7—C12—C11 | 0.9 (3) | C28—C27—C32—C31 | −1.3 (4) |
C6—C7—C12—C11 | −177.9 (2) | C26—C27—C32—C31 | 178.5 (2) |
C6—N1—C13—C14 | 118.2 (2) | C26—N2—C33—C34 | 167.7 (2) |
N1—C13—C14—C19 | 91.5 (3) | N2—C33—C34—C39 | 22.0 (4) |
N1—C13—C14—C15 | −85.2 (3) | N2—C33—C34—C35 | −161.1 (2) |
C19—C14—C15—C16 | −2.7 (4) | C39—C34—C35—C36 | 1.4 (4) |
C13—C14—C15—C16 | 174.1 (3) | C33—C34—C35—C36 | −175.7 (2) |
C14—C15—C16—C17 | 0.4 (5) | C34—C35—C36—C37 | 0.3 (4) |
C15—C16—C17—C18 | 1.6 (5) | C35—C36—C37—C38 | −1.1 (4) |
C15—C16—C17—C20 | −177.2 (3) | C35—C36—C37—C40 | 178.1 (3) |
C16—C17—C18—C19 | −1.4 (5) | C36—C37—C38—C39 | 0.4 (4) |
C20—C17—C18—C19 | 177.4 (3) | C40—C37—C38—C39 | −178.9 (3) |
C17—C18—C19—C14 | −0.9 (5) | C35—C34—C39—C38 | −2.2 (4) |
C15—C14—C19—C18 | 2.9 (4) | C33—C34—C39—C38 | 174.8 (3) |
C13—C14—C19—C18 | −173.8 (3) | C37—C38—C39—C34 | 1.3 (4) |