Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804011006/cv6308sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804011006/cv63083sup2.hkl |
CCDC reference: 242037
Data collection: XSCANS (Siemens, 1994); cell refinement: XSCANS; data reduction: SHELXTL (Siemens, 1994); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
[Fe(C5H5)(C16H16N2)]I | F(000) = 960 |
Mr = 484.15 | Dx = 1.622 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
a = 13.086 (2) Å | Cell parameters from 34 reflections |
b = 11.043 (2) Å | θ = 2.8–14.8° |
c = 13.729 (2) Å | µ = 2.32 mm−1 |
β = 92.11 (2)° | T = 292 K |
V = 1982.5 (5) Å3 | Block, orange |
Z = 4 | 0.30 × 0.22 × 0.22 mm |
Siemens P4 diffractometer | 2818 reflections with I > 2σ(I) |
Radiation source: normal-focus sealed tube | Rint = 0.021 |
Graphite monochromator | θmax = 25.3°, θmin = 2.1° |
ω scans | h = 0→15 |
Absorption correction: multi-scan (SHELXTL; Siemens, 1994) | k = 0→13 |
Tmin = 0.727, Tmax = 0.845 | l = −16→16 |
4120 measured reflections | 3 standard reflections every 97 reflections |
3593 independent reflections | intensity decay: 3.5% |
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)] = 0.029 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.068 | w = 1/[σ2(Fo2) + (0.0392P)2] where P = (Fo2 + 2Fc2)/3 |
S = 0.93 | (Δ/σ)max = 0.001 |
3593 reflections | Δρmax = 0.44 e Å−3 |
266 parameters | Δρmin = −0.47 e Å−3 |
17 restraints | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0032 (2) |
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 | Occ. (<1) | |
I | 0.754301 (18) | 0.22798 (2) | 0.456232 (18) | 0.05089 (11) | |
Fe | 0.41642 (3) | −0.01771 (4) | 0.19240 (3) | 0.03604 (13) | |
N1 | 0.5968 (2) | 0.4982 (2) | 0.2582 (2) | 0.0427 (7) | |
N2 | 0.4761 (2) | 0.3693 (2) | 0.2315 (2) | 0.0429 (7) | |
C1 | 0.7397 (3) | 0.7543 (3) | 0.3763 (3) | 0.0469 (9) | |
H1 | 0.8021 | 0.7448 | 0.3470 | 0.056* | |
C2 | 0.7231 (3) | 0.8543 (3) | 0.4325 (3) | 0.0569 (10) | |
H2 | 0.7744 | 0.9119 | 0.4415 | 0.068* | |
C3 | 0.6314 (3) | 0.8696 (4) | 0.4754 (3) | 0.0629 (11) | |
H3 | 0.6203 | 0.9383 | 0.5127 | 0.075* | |
C4 | 0.5560 (3) | 0.7848 (4) | 0.4638 (3) | 0.0659 (11) | |
H4 | 0.4938 | 0.7954 | 0.4935 | 0.079* | |
C5 | 0.5725 (3) | 0.6833 (3) | 0.4078 (3) | 0.0535 (9) | |
H5 | 0.5213 | 0.6252 | 0.4004 | 0.064* | |
C6 | 0.6643 (2) | 0.6671 (3) | 0.3627 (2) | 0.0412 (8) | |
C7 | 0.6881 (3) | 0.5564 (3) | 0.3026 (3) | 0.0507 (9) | |
H7A | 0.7333 | 0.5798 | 0.2514 | 0.061* | |
H7B | 0.7242 | 0.4981 | 0.3440 | 0.061* | |
C8 | 0.5564 (3) | 0.3963 (3) | 0.2885 (3) | 0.0448 (9) | |
C9 | 0.4658 (3) | 0.4576 (4) | 0.1619 (3) | 0.0545 (10) | |
C10 | 0.5402 (3) | 0.5385 (4) | 0.1788 (3) | 0.0553 (10) | |
C11 | 0.4134 (3) | 0.2582 (3) | 0.2378 (3) | 0.0511 (9) | |
H11A | 0.3550 | 0.2640 | 0.1924 | 0.061* | |
H11B | 0.3880 | 0.2507 | 0.3030 | 0.061* | |
C12 | 0.4746 (2) | 0.1491 (3) | 0.2146 (2) | 0.0362 (7) | |
C13 | 0.5220 (2) | 0.0659 (3) | 0.2806 (2) | 0.0416 (8) | |
H13 | 0.5221 | 0.0713 | 0.3482 | 0.050* | |
C14 | 0.5687 (2) | −0.0254 (3) | 0.2278 (3) | 0.0421 (8) | |
H14 | 0.6032 | −0.0923 | 0.2539 | 0.051* | |
C15 | 0.5541 (2) | 0.0019 (3) | 0.1278 (3) | 0.0480 (9) | |
H15 | 0.5784 | −0.0433 | 0.0764 | 0.058* | |
C16 | 0.4961 (2) | 0.1097 (3) | 0.1191 (2) | 0.0426 (8) | |
H16 | 0.4758 | 0.1479 | 0.0612 | 0.051* | |
C17 | 0.2653 (10) | −0.0114 (9) | 0.2161 (10) | 0.073 (3) | 0.67 |
H17 | 0.2293 | 0.0567 | 0.2350 | 0.087* | 0.67 |
C18 | 0.3137 (7) | −0.0968 (9) | 0.2789 (4) | 0.0473 (16) | 0.67 |
H18 | 0.3160 | −0.0948 | 0.3466 | 0.057* | 0.67 |
C19 | 0.3577 (6) | −0.1853 (6) | 0.2202 (7) | 0.0504 (19) | 0.67 |
H19 | 0.3925 | −0.2536 | 0.2430 | 0.060* | 0.67 |
C20 | 0.3409 (10) | −0.1545 (10) | 0.1217 (5) | 0.073 (3) | 0.67 |
H20 | 0.3644 | −0.1965 | 0.0682 | 0.088* | 0.67 |
C21 | 0.2816 (14) | −0.0480 (15) | 0.1193 (7) | 0.078 (4) | 0.67 |
H21 | 0.2572 | −0.0084 | 0.0633 | 0.093* | 0.67 |
C17' | 0.2631 (18) | 0.0033 (14) | 0.1770 (14) | 0.043 (5) | 0.33 |
H17' | 0.2319 | 0.0775 | 0.1641 | 0.052* | 0.33 |
C18' | 0.2863 (15) | −0.0461 (19) | 0.2701 (8) | 0.0473 (16) | 0.33 |
H18' | 0.2692 | −0.0129 | 0.3296 | 0.057* | 0.33 |
C19' | 0.3398 (14) | −0.1543 (16) | 0.2563 (15) | 0.0504 (19) | 0.33 |
H19' | 0.3702 | −0.2012 | 0.3056 | 0.060* | 0.33 |
C20' | 0.340 (2) | −0.1808 (16) | 0.1563 (17) | 0.073 (3) | 0.33 |
H20' | 0.3647 | −0.2510 | 0.1280 | 0.088* | 0.33 |
C21' | 0.296 (4) | −0.080 (3) | 0.1070 (9) | 0.068 (8) | 0.33 |
H21' | 0.2899 | −0.0710 | 0.0397 | 0.081* | 0.33 |
H8 | 0.583 (2) | 0.351 (3) | 0.343 (2) | 0.028 (8)* | |
H9 | 0.417 (2) | 0.447 (3) | 0.112 (2) | 0.073 (13)* | |
H10 | 0.559 (3) | 0.609 (2) | 0.145 (3) | 0.092 (15)* |
U11 | U22 | U33 | U12 | U13 | U23 | |
I | 0.04974 (16) | 0.04731 (16) | 0.05534 (17) | −0.00458 (11) | −0.00190 (11) | −0.00035 (12) |
Fe | 0.0305 (2) | 0.0360 (3) | 0.0414 (3) | −0.0057 (2) | −0.0013 (2) | −0.0010 (2) |
N1 | 0.0350 (15) | 0.0335 (16) | 0.0597 (19) | 0.0004 (12) | 0.0024 (13) | −0.0044 (13) |
N2 | 0.0362 (15) | 0.0326 (15) | 0.0598 (19) | 0.0027 (12) | 0.0006 (14) | −0.0026 (14) |
C1 | 0.045 (2) | 0.042 (2) | 0.054 (2) | −0.0035 (16) | −0.0031 (17) | 0.0086 (16) |
C2 | 0.065 (3) | 0.046 (2) | 0.059 (3) | −0.0132 (19) | −0.012 (2) | −0.0005 (19) |
C3 | 0.088 (3) | 0.053 (2) | 0.048 (2) | 0.002 (2) | −0.006 (2) | −0.0126 (19) |
C4 | 0.064 (3) | 0.078 (3) | 0.057 (3) | 0.001 (2) | 0.014 (2) | −0.011 (2) |
C5 | 0.046 (2) | 0.055 (2) | 0.059 (2) | −0.0078 (18) | 0.0041 (18) | −0.003 (2) |
C6 | 0.0398 (19) | 0.0377 (19) | 0.045 (2) | 0.0002 (15) | −0.0068 (16) | 0.0033 (16) |
C7 | 0.0331 (18) | 0.045 (2) | 0.074 (3) | −0.0017 (16) | −0.0034 (17) | −0.0008 (19) |
C8 | 0.040 (2) | 0.0309 (19) | 0.063 (2) | 0.0056 (15) | −0.0022 (18) | 0.0022 (17) |
C9 | 0.046 (2) | 0.058 (3) | 0.059 (3) | −0.0023 (19) | −0.0083 (19) | 0.002 (2) |
C10 | 0.051 (2) | 0.054 (2) | 0.061 (2) | 0.002 (2) | −0.002 (2) | 0.016 (2) |
C11 | 0.0402 (19) | 0.035 (2) | 0.079 (3) | −0.0056 (15) | 0.0057 (18) | −0.0028 (17) |
C12 | 0.0294 (16) | 0.0350 (18) | 0.044 (2) | −0.0054 (14) | 0.0006 (14) | −0.0044 (15) |
C13 | 0.0385 (18) | 0.048 (2) | 0.0379 (18) | −0.0070 (16) | −0.0053 (15) | −0.0052 (16) |
C14 | 0.0277 (16) | 0.0406 (19) | 0.058 (2) | 0.0024 (15) | −0.0076 (15) | −0.0022 (17) |
C15 | 0.0393 (19) | 0.052 (2) | 0.053 (2) | −0.0071 (17) | 0.0114 (17) | −0.0169 (18) |
C16 | 0.0404 (19) | 0.049 (2) | 0.0389 (19) | −0.0127 (16) | 0.0051 (15) | 0.0039 (16) |
C17 | 0.036 (5) | 0.052 (5) | 0.132 (10) | −0.004 (3) | 0.030 (8) | 0.029 (7) |
C18 | 0.050 (5) | 0.037 (5) | 0.057 (3) | −0.014 (3) | 0.014 (3) | −0.005 (4) |
C19 | 0.048 (4) | 0.026 (3) | 0.077 (6) | −0.011 (3) | 0.004 (4) | −0.008 (3) |
C20 | 0.079 (4) | 0.060 (5) | 0.082 (7) | −0.039 (5) | 0.014 (6) | −0.019 (5) |
C21 | 0.053 (10) | 0.110 (12) | 0.066 (8) | −0.044 (8) | −0.034 (9) | 0.028 (8) |
C17' | 0.032 (8) | 0.044 (9) | 0.052 (10) | −0.017 (7) | −0.013 (11) | 0.021 (9) |
C18' | 0.050 (5) | 0.037 (5) | 0.057 (3) | −0.014 (3) | 0.014 (3) | −0.005 (4) |
C19' | 0.048 (4) | 0.026 (3) | 0.077 (6) | −0.011 (3) | 0.004 (4) | −0.008 (3) |
C20' | 0.079 (4) | 0.060 (5) | 0.082 (7) | −0.039 (5) | 0.014 (6) | −0.019 (5) |
C21' | 0.048 (13) | 0.079 (17) | 0.076 (15) | −0.024 (11) | 0.000 (11) | −0.040 (13) |
Fe—C12 | 2.012 (3) | C9—H9 | 0.930 (10) |
Fe—C17 | 2.017 (12) | C10—H10 | 0.935 (10) |
Fe—C17' | 2.02 (2) | C11—C12 | 1.487 (4) |
Fe—C18 | 2.024 (6) | C11—H11A | 0.9700 |
Fe—C21 | 2.026 (17) | C11—H11B | 0.9700 |
Fe—C13 | 2.027 (3) | C12—C13 | 1.418 (4) |
Fe—C19' | 2.029 (17) | C12—C16 | 1.420 (4) |
Fe—C20 | 2.033 (11) | C13—C14 | 1.396 (4) |
Fe—C14 | 2.036 (3) | C13—H13 | 0.9300 |
Fe—C16 | 2.039 (3) | C14—C15 | 1.412 (5) |
Fe—C19 | 2.045 (7) | C14—H14 | 0.9300 |
Fe—C21' | 2.05 (4) | C15—C16 | 1.414 (5) |
Fe—C15 | 2.048 (3) | C15—H15 | 0.9300 |
N1—C8 | 1.317 (4) | C16—H16 | 0.9300 |
N1—C10 | 1.369 (4) | C17—C21 | 1.412 (4) |
N1—C7 | 1.469 (4) | C17—C18 | 1.412 (4) |
N2—C8 | 1.321 (4) | C17—H17 | 0.9300 |
N2—C9 | 1.370 (5) | C18—C19 | 1.403 (4) |
N2—C11 | 1.480 (4) | C18—H18 | 0.9300 |
C1—C2 | 1.369 (5) | C19—C20 | 1.404 (4) |
C1—C6 | 1.386 (5) | C19—H19 | 0.9300 |
C1—H1 | 0.9300 | C20—C21 | 1.409 (4) |
C2—C3 | 1.366 (5) | C20—H20 | 0.9300 |
C2—H2 | 0.9300 | C21—H21 | 0.9300 |
C3—C4 | 1.366 (6) | C17'—C21' | 1.413 (5) |
C3—H3 | 0.9300 | C17'—C18' | 1.413 (5) |
C4—C5 | 1.380 (5) | C17'—H17' | 0.9300 |
C4—H4 | 0.9300 | C18'—C19' | 1.402 (5) |
C5—C6 | 1.384 (5) | C18'—H18' | 0.9300 |
C5—H5 | 0.9300 | C19'—C20' | 1.404 (5) |
C6—C7 | 1.513 (5) | C19'—H19' | 0.9300 |
C7—H7A | 0.9700 | C20'—C21' | 1.410 (5) |
C7—H7B | 0.9700 | C20'—H20' | 0.9300 |
C8—H8 | 0.96 (3) | C21'—H21' | 0.9300 |
C9—C10 | 1.335 (5) | ||
C12—Fe—C17 | 108.1 (3) | N2—C9—H9 | 118 (2) |
C12—Fe—C17' | 106.2 (5) | C9—C10—N1 | 106.9 (3) |
C17—Fe—C17' | 15.9 (4) | C9—C10—H10 | 132 (3) |
C12—Fe—C18 | 124.2 (3) | N1—C10—H10 | 121 (3) |
C17—Fe—C18 | 40.92 (17) | N2—C11—C12 | 110.8 (3) |
C17'—Fe—C18 | 55.5 (4) | N2—C11—H11A | 109.5 |
C12—Fe—C21 | 122.9 (4) | C12—C11—H11A | 109.5 |
C17—Fe—C21 | 40.9 (3) | N2—C11—H11B | 109.5 |
C17'—Fe—C21 | 28.9 (6) | C12—C11—H11B | 109.5 |
C18—Fe—C21 | 68.5 (4) | H11A—C11—H11B | 108.1 |
C12—Fe—C13 | 41.10 (12) | C13—C12—C16 | 107.1 (3) |
C17—Fe—C13 | 122.6 (4) | C13—C12—C11 | 127.9 (3) |
C17'—Fe—C13 | 131.5 (6) | C16—C12—C11 | 125.0 (3) |
C18—Fe—C13 | 107.4 (2) | C13—C12—Fe | 70.00 (18) |
C21—Fe—C13 | 159.0 (4) | C16—C12—Fe | 70.50 (18) |
C12—Fe—C19' | 143.7 (7) | C11—C12—Fe | 124.8 (2) |
C17—Fe—C19' | 56.8 (5) | C14—C13—C12 | 109.0 (3) |
C17'—Fe—C19' | 68.1 (5) | C14—C13—Fe | 70.24 (18) |
C18—Fe—C19' | 22.5 (4) | C12—C13—Fe | 68.90 (17) |
C21—Fe—C19' | 69.9 (6) | C14—C13—H13 | 125.5 |
C13—Fe—C19' | 114.7 (5) | C12—C13—H13 | 125.5 |
C12—Fe—C20 | 158.0 (3) | Fe—C13—H13 | 127.0 |
C17—Fe—C20 | 68.9 (4) | C13—C14—C15 | 107.7 (3) |
C17'—Fe—C20 | 64.7 (6) | C13—C14—Fe | 69.55 (18) |
C18—Fe—C20 | 68.8 (3) | C15—C14—Fe | 70.26 (19) |
C21—Fe—C20 | 40.6 (2) | C13—C14—H14 | 126.1 |
C13—Fe—C20 | 158.9 (4) | C15—C14—H14 | 126.1 |
C19'—Fe—C20 | 54.2 (5) | Fe—C14—H14 | 125.6 |
C12—Fe—C14 | 68.95 (13) | C14—C15—C16 | 108.4 (3) |
C17—Fe—C14 | 156.9 (4) | C14—C15—Fe | 69.28 (19) |
C17'—Fe—C14 | 171.2 (6) | C16—C15—Fe | 69.40 (18) |
C18—Fe—C14 | 120.5 (3) | C14—C15—H15 | 125.8 |
C21—Fe—C14 | 159.9 (4) | C16—C15—H15 | 125.8 |
C13—Fe—C14 | 40.20 (13) | Fe—C15—H15 | 127.1 |
C19'—Fe—C14 | 111.1 (4) | C15—C16—C12 | 107.7 (3) |
C20—Fe—C14 | 122.5 (4) | C15—C16—Fe | 70.12 (19) |
C12—Fe—C16 | 41.04 (12) | C12—C16—Fe | 68.47 (18) |
C17—Fe—C16 | 125.3 (3) | C15—C16—H16 | 126.1 |
C17'—Fe—C16 | 113.1 (5) | C12—C16—H16 | 126.1 |
C18—Fe—C16 | 161.8 (3) | Fe—C16—H16 | 126.8 |
C21—Fe—C16 | 108.7 (4) | C21—C17—C18 | 107.7 (5) |
C13—Fe—C16 | 68.33 (13) | C21—C17—Fe | 69.9 (8) |
C19'—Fe—C16 | 175.2 (7) | C18—C17—Fe | 69.8 (5) |
C20—Fe—C16 | 121.7 (3) | C21—C17—H17 | 126.2 |
C14—Fe—C16 | 68.46 (14) | C18—C17—H17 | 126.2 |
C12—Fe—C19 | 160.5 (3) | Fe—C17—H17 | 125.7 |
C17—Fe—C19 | 67.9 (3) | C19—C18—C17 | 107.4 (4) |
C17'—Fe—C19 | 75.2 (5) | C19—C18—Fe | 70.6 (4) |
C18—Fe—C19 | 40.32 (13) | C17—C18—Fe | 69.3 (6) |
C21—Fe—C19 | 67.5 (4) | C19—C18—H18 | 126.3 |
C13—Fe—C19 | 123.6 (2) | C17—C18—H18 | 126.3 |
C19'—Fe—C19 | 18.4 (5) | Fe—C18—H18 | 125.4 |
C20—Fe—C19 | 40.28 (15) | C18—C19—C20 | 109.4 (5) |
C14—Fe—C19 | 106.8 (2) | C18—C19—Fe | 69.0 (4) |
C16—Fe—C19 | 156.8 (3) | C20—C19—Fe | 69.4 (5) |
C12—Fe—C21' | 132.4 (7) | C18—C19—H19 | 125.3 |
C17—Fe—C21' | 50.7 (8) | C20—C19—H19 | 125.3 |
C17'—Fe—C21' | 40.6 (5) | Fe—C19—H19 | 127.9 |
C18—Fe—C21' | 71.2 (9) | C19—C20—C21 | 106.9 (5) |
C21—Fe—C21' | 12.5 (7) | C19—C20—Fe | 70.3 (5) |
C13—Fe—C21' | 171.5 (7) | C21—C20—Fe | 69.4 (8) |
C19'—Fe—C21' | 67.3 (9) | C19—C20—H20 | 126.6 |
C20—Fe—C21' | 29.0 (7) | C21—C20—H20 | 126.6 |
C14—Fe—C21' | 147.9 (7) | Fe—C20—H20 | 125.3 |
C16—Fe—C21' | 110.3 (9) | C20—C21—C17 | 108.6 (5) |
C19—Fe—C21' | 61.0 (8) | C20—C21—Fe | 70.0 (7) |
C8—N1—C10 | 108.5 (3) | C17—C21—Fe | 69.2 (8) |
C8—N1—C7 | 124.9 (3) | C20—C21—H21 | 125.7 |
C10—N1—C7 | 126.6 (3) | C17—C21—H21 | 125.7 |
C8—N2—C9 | 107.9 (3) | Fe—C21—H21 | 126.7 |
C8—N2—C11 | 125.7 (3) | C21'—C17'—C18' | 107.6 (5) |
C9—N2—C11 | 126.2 (3) | C21'—C17'—Fe | 71 (2) |
C2—C1—C6 | 120.6 (4) | C18'—C17'—Fe | 71.5 (12) |
C2—C1—H1 | 119.7 | C21'—C17'—H17' | 126.2 |
C6—C1—H1 | 119.7 | C18'—C17'—H17' | 126.2 |
C3—C2—C1 | 120.2 (4) | Fe—C17'—H17' | 123.3 |
C3—C2—H2 | 119.9 | C19'—C18'—C17' | 107.3 (5) |
C1—C2—H2 | 119.9 | C19'—C18'—Fe | 68.5 (10) |
C4—C3—C2 | 120.5 (4) | C17'—C18'—Fe | 68.1 (12) |
C4—C3—H3 | 119.8 | C19'—C18'—H18' | 126.3 |
C2—C3—H3 | 119.8 | C17'—C18'—H18' | 126.3 |
C3—C4—C5 | 119.6 (4) | Fe—C18'—H18' | 128.6 |
C3—C4—H4 | 120.2 | C18'—C19'—C20' | 109.3 (5) |
C5—C4—H4 | 120.2 | C18'—C19'—Fe | 71.5 (10) |
C4—C5—C6 | 120.7 (4) | C20'—C19'—Fe | 73.3 (13) |
C4—C5—H5 | 119.6 | C18'—C19'—H19' | 125.4 |
C6—C5—H5 | 119.6 | C20'—C19'—H19' | 125.4 |
C5—C6—C1 | 118.4 (3) | Fe—C19'—H19' | 121.5 |
C5—C6—C7 | 123.2 (3) | C19'—C20'—C21' | 106.8 (6) |
C1—C6—C7 | 118.4 (3) | C19'—C20'—Fe | 67.1 (12) |
N1—C7—C6 | 113.6 (3) | C21'—C20'—Fe | 67.9 (19) |
N1—C7—H7A | 108.9 | C19'—C20'—H20' | 126.6 |
C6—C7—H7A | 108.9 | C21'—C20'—H20' | 126.6 |
N1—C7—H7B | 108.9 | Fe—C20'—H20' | 130.0 |
C6—C7—H7B | 108.9 | C20'—C21'—C17' | 108.6 (6) |
H7A—C7—H7B | 107.7 | C20'—C21'—Fe | 72.5 (17) |
N1—C8—N2 | 109.0 (3) | C17'—C21'—Fe | 68.7 (17) |
N1—C8—H8 | 123.8 (17) | C20'—C21'—H21' | 125.7 |
N2—C8—H8 | 127.2 (17) | C17'—C21'—H21' | 125.7 |
C10—C9—N2 | 107.6 (3) | Fe—C21'—H21' | 124.6 |
C10—C9—H9 | 134 (3) | ||
C6—C1—C2—C3 | −0.4 (6) | C14—Fe—C18—C17 | 162.0 (6) |
C1—C2—C3—C4 | 0.9 (6) | C16—Fe—C18—C17 | 46.7 (9) |
C2—C3—C4—C5 | −0.4 (6) | C19—Fe—C18—C17 | −118.1 (6) |
C3—C4—C5—C6 | −0.5 (6) | C21'—Fe—C18—C17 | −51.1 (8) |
C4—C5—C6—C1 | 1.0 (5) | C17—C18—C19—C20 | 2.1 (11) |
C4—C5—C6—C7 | 178.3 (3) | Fe—C18—C19—C20 | −57.7 (7) |
C2—C1—C6—C5 | −0.5 (5) | C17—C18—C19—Fe | 59.8 (8) |
C2—C1—C6—C7 | −178.0 (3) | C12—Fe—C19—C18 | 43.3 (8) |
C8—N1—C7—C6 | −105.1 (4) | C17—Fe—C19—C18 | −38.6 (3) |
C10—N1—C7—C6 | 75.5 (5) | C17'—Fe—C19—C18 | −53.5 (6) |
C5—C6—C7—N1 | 27.2 (5) | C21—Fe—C19—C18 | −82.9 (4) |
C1—C6—C7—N1 | −155.5 (3) | C13—Fe—C19—C18 | 76.8 (5) |
C10—N1—C8—N2 | 0.2 (4) | C19'—Fe—C19—C18 | 11.0 (15) |
C7—N1—C8—N2 | −179.2 (3) | C20—Fe—C19—C18 | −121.6 (6) |
C9—N2—C8—N1 | 0.4 (4) | C14—Fe—C19—C18 | 117.6 (4) |
C11—N2—C8—N1 | 176.2 (3) | C16—Fe—C19—C18 | −168.1 (5) |
C8—N2—C9—C10 | −0.8 (4) | C21'—Fe—C19—C18 | −94.8 (9) |
C11—N2—C9—C10 | −176.6 (3) | C12—Fe—C19—C20 | 164.9 (7) |
N2—C9—C10—N1 | 0.9 (5) | C17—Fe—C19—C20 | 83.0 (5) |
C8—N1—C10—C9 | −0.7 (4) | C17'—Fe—C19—C20 | 68.1 (7) |
C7—N1—C10—C9 | 178.7 (3) | C18—Fe—C19—C20 | 121.6 (6) |
C8—N2—C11—C12 | −65.1 (5) | C21—Fe—C19—C20 | 38.7 (4) |
C9—N2—C11—C12 | 110.0 (4) | C13—Fe—C19—C20 | −161.6 (6) |
N2—C11—C12—C13 | 99.8 (4) | C19'—Fe—C19—C20 | 132.6 (16) |
N2—C11—C12—C16 | −80.1 (4) | C14—Fe—C19—C20 | −120.8 (6) |
N2—C11—C12—Fe | −169.5 (2) | C16—Fe—C19—C20 | −46.5 (8) |
C17—Fe—C12—C13 | 119.2 (4) | C21'—Fe—C19—C20 | 26.8 (10) |
C17'—Fe—C12—C13 | 135.7 (6) | C18—C19—C20—C21 | −2.6 (14) |
C18—Fe—C12—C13 | 76.8 (4) | Fe—C19—C20—C21 | −60.1 (10) |
C21—Fe—C12—C13 | 161.8 (5) | C18—C19—C20—Fe | 57.5 (6) |
C19'—Fe—C12—C13 | 60.9 (7) | C12—Fe—C20—C19 | −166.6 (6) |
C20—Fe—C12—C13 | −162.4 (9) | C17—Fe—C20—C19 | −80.3 (4) |
C14—Fe—C12—C13 | −36.51 (19) | C17'—Fe—C20—C19 | −97.0 (6) |
C16—Fe—C12—C13 | −117.5 (3) | C18—Fe—C20—C19 | −36.3 (4) |
C19—Fe—C12—C13 | 44.3 (7) | C21—Fe—C20—C19 | −117.7 (8) |
C21'—Fe—C12—C13 | 172.0 (12) | C13—Fe—C20—C19 | 47.0 (11) |
C17—Fe—C12—C16 | −123.4 (4) | C19'—Fe—C20—C19 | −16.7 (6) |
C17'—Fe—C12—C16 | −106.8 (6) | C14—Fe—C20—C19 | 77.2 (6) |
C18—Fe—C12—C16 | −165.8 (4) | C16—Fe—C20—C19 | 160.4 (4) |
C21—Fe—C12—C16 | −80.7 (5) | C21'—Fe—C20—C19 | −125 (2) |
C13—Fe—C12—C16 | 117.5 (3) | C12—Fe—C20—C21 | −49.0 (11) |
C19'—Fe—C12—C16 | 178.4 (7) | C17—Fe—C20—C21 | 37.4 (6) |
C20—Fe—C12—C16 | −44.9 (9) | C17'—Fe—C20—C21 | 20.6 (7) |
C14—Fe—C12—C16 | 81.0 (2) | C18—Fe—C20—C21 | 81.4 (6) |
C19—Fe—C12—C16 | 161.8 (6) | C13—Fe—C20—C21 | 164.7 (8) |
C21'—Fe—C12—C16 | −70.5 (12) | C19'—Fe—C20—C21 | 101.0 (8) |
C17—Fe—C12—C11 | −3.8 (5) | C14—Fe—C20—C21 | −165.2 (6) |
C17'—Fe—C12—C11 | 12.8 (7) | C16—Fe—C20—C21 | −82.0 (7) |
C18—Fe—C12—C11 | −46.1 (5) | C19—Fe—C20—C21 | 117.7 (8) |
C21—Fe—C12—C11 | 38.9 (6) | C21'—Fe—C20—C21 | −8 (2) |
C13—Fe—C12—C11 | −122.9 (4) | C19—C20—C21—C17 | 2.1 (17) |
C19'—Fe—C12—C11 | −62.0 (8) | Fe—C20—C21—C17 | −58.6 (12) |
C20—Fe—C12—C11 | 74.7 (9) | C19—C20—C21—Fe | 60.6 (8) |
C14—Fe—C12—C11 | −159.4 (3) | C18—C17—C21—C20 | −0.8 (18) |
C16—Fe—C12—C11 | 119.6 (4) | Fe—C17—C21—C20 | 59.0 (11) |
C19—Fe—C12—C11 | −78.6 (7) | C18—C17—C21—Fe | −59.8 (9) |
C21'—Fe—C12—C11 | 49.1 (12) | C12—Fe—C21—C20 | 160.4 (4) |
C16—C12—C13—C14 | −2.1 (4) | C17—Fe—C21—C20 | −120.1 (9) |
C11—C12—C13—C14 | 178.0 (3) | C17'—Fe—C21—C20 | −138.8 (14) |
Fe—C12—C13—C14 | 58.9 (2) | C18—Fe—C21—C20 | −82.0 (6) |
C16—C12—C13—Fe | −61.1 (2) | C13—Fe—C21—C20 | −164.6 (7) |
C11—C12—C13—Fe | 119.1 (3) | C19'—Fe—C21—C20 | −57.9 (7) |
C12—Fe—C13—C14 | −120.7 (3) | C14—Fe—C21—C20 | 38.8 (15) |
C17—Fe—C13—C14 | 159.2 (4) | C16—Fe—C21—C20 | 117.2 (6) |
C17'—Fe—C13—C14 | 175.9 (7) | C19—Fe—C21—C20 | −38.3 (5) |
C18—Fe—C13—C14 | 116.9 (4) | C21'—Fe—C21—C20 | 18 (5) |
C21—Fe—C13—C14 | −167.8 (11) | C12—Fe—C21—C17 | −79.5 (7) |
C19'—Fe—C13—C14 | 94.1 (7) | C17'—Fe—C21—C17 | −18.7 (12) |
C20—Fe—C13—C14 | 41.0 (8) | C18—Fe—C21—C17 | 38.1 (5) |
C16—Fe—C13—C14 | −81.8 (2) | C13—Fe—C21—C17 | −44.5 (14) |
C19—Fe—C13—C14 | 75.6 (4) | C19'—Fe—C21—C17 | 62.2 (7) |
C21'—Fe—C13—C14 | −164 (6) | C20—Fe—C21—C17 | 120.1 (9) |
C17—Fe—C13—C12 | −80.1 (4) | C14—Fe—C21—C17 | 158.9 (9) |
C17'—Fe—C13—C12 | −63.5 (7) | C16—Fe—C21—C17 | −122.7 (6) |
C18—Fe—C13—C12 | −122.4 (4) | C19—Fe—C21—C17 | 81.8 (6) |
C21—Fe—C13—C12 | −47.1 (11) | C21'—Fe—C21—C17 | 138 (6) |
C19'—Fe—C13—C12 | −145.3 (7) | C12—Fe—C17'—C21' | 137.8 (14) |
C20—Fe—C13—C12 | 161.6 (7) | C17—Fe—C17'—C21' | −123 (3) |
C14—Fe—C13—C12 | 120.7 (3) | C18—Fe—C17'—C21' | −101.5 (14) |
C16—Fe—C13—C12 | 38.82 (19) | C21—Fe—C17'—C21' | 8 (2) |
C19—Fe—C13—C12 | −163.8 (3) | C13—Fe—C17'—C21' | 175.6 (13) |
C21'—Fe—C13—C12 | −44 (6) | C19'—Fe—C17'—C21' | −80.2 (13) |
C12—C13—C14—C15 | 2.1 (4) | C20—Fe—C17'—C21' | −20.8 (13) |
Fe—C13—C14—C15 | 60.2 (2) | C14—Fe—C17'—C21' | −167 (3) |
C12—C13—C14—Fe | −58.1 (2) | C16—Fe—C17'—C21' | 94.7 (14) |
C12—Fe—C14—C13 | 37.30 (19) | C19—Fe—C17'—C21' | −62.4 (14) |
C17—Fe—C14—C13 | −49.7 (8) | C12—Fe—C17'—C18' | −105.1 (10) |
C17'—Fe—C14—C13 | −21 (3) | C17—Fe—C17'—C18' | −6 (2) |
C18—Fe—C14—C13 | −80.9 (4) | C18—Fe—C17'—C18' | 15.6 (7) |
C21—Fe—C14—C13 | 167.3 (12) | C21—Fe—C17'—C18' | 124.6 (16) |
C19'—Fe—C14—C13 | −103.6 (8) | C13—Fe—C17'—C18' | −67.4 (11) |
C20—Fe—C14—C13 | −163.8 (3) | C19'—Fe—C17'—C18' | 36.8 (7) |
C16—Fe—C14—C13 | 81.5 (2) | C20—Fe—C17'—C18' | 96.3 (10) |
C19—Fe—C14—C13 | −122.6 (3) | C14—Fe—C17'—C18' | −50 (3) |
C21'—Fe—C14—C13 | 175.7 (16) | C16—Fe—C17'—C18' | −148.2 (9) |
C12—Fe—C14—C15 | −81.3 (2) | C19—Fe—C17'—C18' | 54.7 (9) |
C17—Fe—C14—C15 | −168.3 (8) | C21'—Fe—C17'—C18' | 117.0 (15) |
C17'—Fe—C14—C15 | −139 (3) | C21'—C17'—C18'—C19' | 4 (3) |
C18—Fe—C14—C15 | 160.5 (3) | Fe—C17'—C18'—C19' | −57.4 (15) |
C21—Fe—C14—C15 | 48.7 (12) | C21'—C17'—C18'—Fe | 62 (3) |
C13—Fe—C14—C15 | −118.6 (3) | C12—Fe—C18'—C19' | −150.4 (8) |
C19'—Fe—C14—C15 | 137.7 (8) | C17—Fe—C18'—C19' | 124.0 (15) |
C20—Fe—C14—C15 | 77.6 (4) | C17'—Fe—C18'—C19' | 120.2 (11) |
C16—Fe—C14—C15 | −37.1 (2) | C18—Fe—C18'—C19' | −16.8 (14) |
C19—Fe—C14—C15 | 118.8 (3) | C21—Fe—C18'—C19' | 93.1 (9) |
C21'—Fe—C14—C15 | 57.1 (17) | C13—Fe—C18'—C19' | −106.6 (9) |
C13—C14—C15—C16 | −1.2 (4) | C20—Fe—C18'—C19' | 51.6 (8) |
Fe—C14—C15—C16 | 58.5 (2) | C14—Fe—C18'—C19' | −69.1 (9) |
C13—C14—C15—Fe | −59.7 (2) | C16—Fe—C18'—C19' | 175.0 (8) |
C12—Fe—C15—C14 | 82.2 (2) | C19—Fe—C18'—C19' | 11.9 (8) |
C17—Fe—C15—C14 | 165.4 (11) | C21'—Fe—C18'—C19' | 81.3 (7) |
C17'—Fe—C15—C14 | 169.7 (9) | C12—Fe—C18'—C17' | 89.4 (10) |
C18—Fe—C15—C14 | −44.8 (5) | C17—Fe—C18'—C17' | 3.7 (14) |
C21—Fe—C15—C14 | −161.7 (5) | C18—Fe—C18'—C17' | −137.0 (19) |
C13—Fe—C15—C14 | 37.80 (19) | C21—Fe—C18'—C17' | −27.1 (9) |
C19'—Fe—C15—C14 | −65.1 (8) | C13—Fe—C18'—C17' | 133.2 (10) |
C20—Fe—C15—C14 | −120.6 (4) | C19'—Fe—C18'—C17' | −120.2 (11) |
C16—Fe—C15—C14 | 120.2 (3) | C20—Fe—C18'—C17' | −68.6 (10) |
C19—Fe—C15—C14 | −79.0 (3) | C14—Fe—C18'—C17' | 170.7 (8) |
C21'—Fe—C15—C14 | −149.9 (8) | C16—Fe—C18'—C17' | 54.8 (12) |
C12—Fe—C15—C16 | −37.92 (19) | C19—Fe—C18'—C17' | −108.3 (10) |
C17—Fe—C15—C16 | 45.3 (11) | C21'—Fe—C18'—C17' | −38.9 (8) |
C17'—Fe—C15—C16 | 49.6 (9) | C17'—C18'—C19'—C20' | −7 (3) |
C18—Fe—C15—C16 | −165.0 (5) | Fe—C18'—C19'—C20' | −64.0 (19) |
C21—Fe—C15—C16 | 78.1 (5) | C17'—C18'—C19'—Fe | 57.2 (17) |
C13—Fe—C15—C16 | −82.4 (2) | C12—Fe—C19'—C18' | 50.5 (11) |
C19'—Fe—C15—C16 | 174.8 (8) | C17—Fe—C19'—C18' | −24.3 (7) |
C20—Fe—C15—C16 | 119.3 (4) | C17'—Fe—C19'—C18' | −37.2 (7) |
C14—Fe—C15—C16 | −120.2 (3) | C18—Fe—C19'—C18' | 14.2 (10) |
C19—Fe—C15—C16 | 160.9 (3) | C21—Fe—C19'—C18' | −68.1 (8) |
C21'—Fe—C15—C16 | 89.9 (8) | C13—Fe—C19'—C18' | 89.7 (8) |
C14—C15—C16—C12 | −0.1 (4) | C20—Fe—C19'—C18' | −111.0 (10) |
Fe—C15—C16—C12 | 58.3 (2) | C14—Fe—C19'—C18' | 133.4 (8) |
C14—C15—C16—Fe | −58.5 (2) | C16—Fe—C19'—C18' | −142 (5) |
C13—C12—C16—C15 | 1.4 (4) | C19—Fe—C19'—C18' | −147 (2) |
C11—C12—C16—C15 | −178.7 (3) | C21'—Fe—C19'—C18' | −81.2 (8) |
Fe—C12—C16—C15 | −59.4 (2) | C12—Fe—C19'—C20' | 168.2 (12) |
C13—C12—C16—Fe | 60.7 (2) | C17—Fe—C19'—C20' | 93.3 (11) |
C11—C12—C16—Fe | −119.4 (3) | C17'—Fe—C19'—C20' | 80.5 (9) |
C12—Fe—C16—C15 | 119.4 (3) | C18—Fe—C19'—C20' | 131.9 (14) |
C17—Fe—C16—C15 | −164.1 (5) | C21—Fe—C19'—C20' | 49.5 (11) |
C17'—Fe—C16—C15 | −152.3 (6) | C13—Fe—C19'—C20' | −152.6 (11) |
C18—Fe—C16—C15 | 160.2 (7) | C20—Fe—C19'—C20' | 6.6 (13) |
C21—Fe—C16—C15 | −121.6 (5) | C14—Fe—C19'—C20' | −109.0 (11) |
C13—Fe—C16—C15 | 80.5 (2) | C16—Fe—C19'—C20' | −25 (5) |
C19'—Fe—C16—C15 | −49 (5) | C19—Fe—C19'—C20' | −29.4 (19) |
C20—Fe—C16—C15 | −78.7 (5) | C21'—Fe—C19'—C20' | 36.4 (9) |
C14—Fe—C16—C15 | 37.10 (19) | C18'—C19'—C20'—C21' | 7 (4) |
C19—Fe—C16—C15 | −45.3 (6) | Fe—C19'—C20'—C21' | −56 (3) |
C21'—Fe—C16—C15 | −108.5 (8) | C18'—C19'—C20'—Fe | 62.8 (16) |
C17—Fe—C16—C12 | 76.5 (5) | C12—Fe—C20'—C19' | −119 (4) |
C17'—Fe—C16—C12 | 88.3 (6) | C17—Fe—C20'—C19' | −65.2 (9) |
C18—Fe—C16—C12 | 40.8 (7) | C17'—Fe—C20'—C19' | −82.5 (9) |
C21—Fe—C16—C12 | 119.0 (5) | C18—Fe—C20'—C19' | −19.9 (7) |
C13—Fe—C16—C12 | −38.88 (19) | C21—Fe—C20'—C19' | −109.3 (12) |
C19'—Fe—C16—C12 | −168 (5) | C13—Fe—C20'—C19' | 49.6 (16) |
C20—Fe—C16—C12 | 161.9 (5) | C20—Fe—C20'—C19' | −159 (4) |
C14—Fe—C16—C12 | −82.3 (2) | C14—Fe—C20'—C19' | 89.8 (11) |
C19—Fe—C16—C12 | −164.7 (5) | C16—Fe—C20'—C19' | 177.1 (8) |
C21'—Fe—C16—C12 | 132.1 (8) | C19—Fe—C20'—C19' | 21.5 (11) |
C12—Fe—C17—C21 | 119.7 (7) | C21'—Fe—C20'—C19' | −120.7 (17) |
C17'—Fe—C17—C21 | 34 (3) | C12—Fe—C20'—C21' | 2 (5) |
C18—Fe—C17—C21 | −118.6 (8) | C17—Fe—C20'—C21' | 55.5 (13) |
C13—Fe—C17—C21 | 162.7 (6) | C17'—Fe—C20'—C21' | 38.2 (13) |
C19'—Fe—C17—C21 | −97.3 (9) | C18—Fe—C20'—C21' | 100.8 (15) |
C20—Fe—C17—C21 | −37.1 (6) | C21—Fe—C20'—C21' | 11.4 (16) |
C14—Fe—C17—C21 | −161.5 (9) | C13—Fe—C20'—C21' | 170.4 (14) |
C16—Fe—C17—C21 | 77.5 (7) | C19'—Fe—C20'—C21' | 120.7 (17) |
C19—Fe—C17—C21 | −80.6 (6) | C20—Fe—C20'—C21' | −39 (3) |
C21'—Fe—C17—C21 | −10.8 (13) | C14—Fe—C20'—C21' | −149.5 (14) |
C12—Fe—C17—C18 | −121.6 (5) | C16—Fe—C20'—C21' | −62.1 (16) |
C17'—Fe—C17—C18 | 153 (3) | C19—Fe—C20'—C21' | 142 (2) |
C21—Fe—C17—C18 | 118.6 (8) | C19'—C20'—C21'—C17' | −4 (4) |
C13—Fe—C17—C18 | −78.7 (6) | Fe—C20'—C21'—C17' | −60 (3) |
C19'—Fe—C17—C18 | 21.3 (6) | C19'—C20'—C21'—Fe | 56 (2) |
C20—Fe—C17—C18 | 81.5 (4) | C18'—C17'—C21'—C20' | 0 (4) |
C14—Fe—C17—C18 | −42.9 (11) | Fe—C17'—C21'—C20' | 62 (3) |
C16—Fe—C17—C18 | −163.9 (4) | C18'—C17'—C21'—Fe | −62 (2) |
C19—Fe—C17—C18 | 38.0 (4) | C12—Fe—C21'—C20' | −179.6 (10) |
C21'—Fe—C17—C18 | 107.9 (12) | C17—Fe—C21'—C20' | −101.4 (16) |
C21—C17—C18—C19 | −0.8 (15) | C17'—Fe—C21'—C20' | −119 (2) |
Fe—C17—C18—C19 | −60.7 (6) | C18—Fe—C21'—C20' | −60.1 (12) |
C21—C17—C18—Fe | 59.9 (11) | C21—Fe—C21'—C20' | −136 (6) |
C12—Fe—C18—C19 | −163.9 (4) | C13—Fe—C21'—C20' | −142 (5) |
C17—Fe—C18—C19 | 118.1 (6) | C19'—Fe—C21'—C20' | −36.4 (11) |
C17'—Fe—C18—C19 | 109.4 (7) | C20—Fe—C21'—C20' | 19.8 (14) |
C21—Fe—C18—C19 | 80.0 (4) | C14—Fe—C21'—C20' | 58 (2) |
C13—Fe—C18—C19 | −121.8 (4) | C16—Fe—C21'—C20' | 139.1 (12) |
C19'—Fe—C18—C19 | −9.0 (13) | C19—Fe—C21'—C20' | −17.2 (10) |
C20—Fe—C18—C19 | 36.2 (3) | C12—Fe—C21'—C17' | −60.9 (18) |
C14—Fe—C18—C19 | −79.9 (4) | C17—Fe—C21'—C17' | 17.4 (9) |
C16—Fe—C18—C19 | 164.8 (5) | C18—Fe—C21'—C17' | 58.6 (11) |
C21'—Fe—C18—C19 | 67.0 (7) | C21—Fe—C21'—C17' | −17 (5) |
C12—Fe—C18—C17 | 77.9 (6) | C13—Fe—C21'—C17' | −23 (7) |
C17'—Fe—C18—C17 | −8.7 (9) | C19'—Fe—C21'—C17' | 82.3 (12) |
C21—Fe—C18—C17 | −38.1 (4) | C20—Fe—C21'—C17' | 139 (3) |
C13—Fe—C18—C17 | 120.1 (6) | C14—Fe—C21'—C17' | 176.2 (8) |
C19'—Fe—C18—C17 | −127.2 (13) | C16—Fe—C21'—C17' | −102.2 (13) |
C20—Fe—C18—C17 | −81.9 (5) | C19—Fe—C21'—C17' | 101.5 (14) |
D—H···A | D—H | H···A | D···A | D—H···A |
C8—H8···I | 0.96 (3) | 3.00 (3) | 3.876 (4) | 152 (2) |