Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804002685/cv6269sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804002685/cv6269Isup2.hkl |
CCDC reference: 236026
Data collection: COLLECT (Nonius, 1997-2000); cell refinement: HKL SCALEPACK (Otwinowski & Minor, 1997); data reduction: HKL DENZO (Otwinowski & Minor, 1997) and SCALEPACK; program(s) used to solve structure: SIR97 (Altomare et al., 1994); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2001).
[Fe(C5H5)(C12H14NO3)] | Dx = 1.477 Mg m−3 |
Mr = 341.18 | Mo Kα radiation, λ = 0.71073 Å |
Tetragonal, P43 | Cell parameters from 1852 reflections |
Hall symbol: P 4cw | θ = 1.0–27.5° |
a = 11.4599 (2) Å | µ = 0.99 mm−1 |
c = 11.6864 (2) Å | T = 150 K |
V = 1534.77 (5) Å3 | Prism, brown |
Z = 4 | 0.52 × 0.40 × 0.28 mm |
F(000) = 712 |
Nonius KappaCCD diffractometer | 3497 independent reflections |
Radiation source: fine-focus sealed tube | 3323 reflections with I > 2σ(I) |
Horizontally mounted graphite crystal monochromator | Rint = 0.044 |
Detector resolution: 9.091 pixels mm-1 | θmax = 27.5°, θmin = 3.1° |
ω and φ scans to fill the Ewald sphere | h = −14→14 |
Absorption correction: multi-scan (SORTAV; Blessing 1997) | k = −14→14 |
Tmin = 0.681, Tmax = 0.757 | l = −14→15 |
27433 measured reflections |
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)] = 0.034 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.087 | w = 1/[σ2(Fo2) + (0.048P)2 + 0.8632P] where P = (Fo2 + 2Fc2)/3 |
S = 1.04 | (Δ/σ)max = 0.001 |
3497 reflections | Δρmax = 0.71 e Å−3 |
205 parameters | Δρmin = −0.32 e Å−3 |
1 restraint | Absolute structure: Flack (1983) |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: −0.020 (17) |
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. ————————————————————– Least-Squares Planes - P*X+Q*Y+R*Z=S ————————————————————– Nr 1 P Q R S ————————————————————– oxazo -.1653 (13). 9720 (4) -.1670 (15) 8.993 (8) perpendicular distances of the defining atoms to the l.s.-plane O(3). 061 (2) N -.040 (2) C(12) -.014 (2) C(13). 070 (3) C(14) -.078 (3) ————————————————————– Nr 2 P Q R S ————————————————————– Cp1 -.0450 (14). 9925 (2) -.1134 (15) 9.752 (11) perpendicular distances of the defining atoms to the l.s.-plane C(1) -.001 (2) C(2) -.002 (2) C(3). 001 (2) C(4) -.002 (3) C(5). 000 (3) ————————————————————– Nr 3 P Q R S ————————————————————– Cp2 -.0472 (14). 9953 (1) -.0850 (15) 6.636 (11) perpendicular distances of the defining atoms to the l.s.-plane C(6). 001 (2) C(7). 002 (2) C(8) -.001 (2) C(9). 002 (3) C(10) -.001 (3) ————————————————————– Nr 4 P Q R S ————————————————————– COO -.022 (4). 9964 (1) -.0818 (18) 10.03 (2) perpendicular distances of the defining atoms to the l.s.-plane O(1) -.001 (2) O(2) -.001 (2) C(11) -.001 (2) ————————————————————– Dihedral angles of the l.s.-planes 1,2 = 7.65 (17) 1,3 = 8.35 (17) 1,4 = 9.7 (3) 2,3 = 1.64 (17) 2,4 = 2.3 (3) 3,4 = 1.5 (3) ————————————————————– |
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 | ||
Fe | 0.27611 (3) | 0.78048 (3) | 0.46928 (3) | 0.02614 (10) | |
N | 0.3220 (2) | 0.8863 (2) | 0.15844 (19) | 0.0327 (5) | |
O1 | 0.56936 (17) | 0.9282 (2) | 0.4460 (2) | 0.0440 (5) | |
O2 | 0.51445 (17) | 0.91199 (19) | 0.26653 (19) | 0.0378 (4) | |
O3 | 0.13067 (16) | 0.86941 (16) | 0.19636 (16) | 0.0322 (4) | |
C1 | 0.3664 (2) | 0.9224 (2) | 0.4157 (2) | 0.0293 (5) | |
C2 | 0.2577 (2) | 0.9102 (2) | 0.3544 (2) | 0.0267 (5) | |
C3 | 0.1646 (2) | 0.9157 (2) | 0.4355 (3) | 0.0329 (6) | |
H3 | 0.0854 | 0.9105 | 0.4191 | 0.039* | |
C4 | 0.2151 (3) | 0.9306 (3) | 0.5463 (3) | 0.0374 (6) | |
H4 | 0.1742 | 0.9364 | 0.6147 | 0.045* | |
C5 | 0.3380 (3) | 0.9350 (3) | 0.5344 (3) | 0.0369 (6) | |
H5 | 0.3913 | 0.9444 | 0.5937 | 0.044* | |
C6 | 0.3815 (2) | 0.6389 (2) | 0.4473 (3) | 0.0371 (7) | |
H6 | 0.4580 | 0.6403 | 0.4207 | 0.045* | |
C7 | 0.2805 (3) | 0.6282 (2) | 0.3784 (3) | 0.0340 (6) | |
H7 | 0.2788 | 0.6214 | 0.2992 | 0.041* | |
C8 | 0.1818 (2) | 0.6297 (2) | 0.4525 (3) | 0.0364 (6) | |
H8 | 0.1041 | 0.6238 | 0.4301 | 0.044* | |
C9 | 0.2228 (2) | 0.6419 (3) | 0.5663 (3) | 0.0378 (6) | |
H9 | 0.1768 | 0.6458 | 0.6318 | 0.045* | |
C10 | 0.3470 (2) | 0.6472 (3) | 0.5628 (3) | 0.0368 (6) | |
H10 | 0.3964 | 0.6547 | 0.6254 | 0.044* | |
C11 | 0.4911 (2) | 0.9207 (2) | 0.3766 (2) | 0.0309 (5) | |
C12 | 0.2410 (2) | 0.88777 (19) | 0.2324 (2) | 0.0271 (5) | |
C13 | 0.2686 (3) | 0.8672 (3) | 0.0449 (3) | 0.0387 (6) | |
H13 | 0.2678 | 0.9428 | 0.0057 | 0.046* | |
C14 | 0.1415 (3) | 0.8375 (3) | 0.0747 (2) | 0.0369 (6) | |
H14A | 0.0878 | 0.8825 | 0.0280 | 0.044* | |
H14B | 0.1261 | 0.7551 | 0.0634 | 0.044* | |
C15 | 0.3415 (3) | 0.7844 (3) | −0.0284 (4) | 0.0561 (8) | |
H15 | 0.4165 | 0.8218 | −0.0449 | 0.067* | |
C16 | 0.3641 (4) | 0.6706 (4) | 0.0296 (4) | 0.0666 (11) | |
H16A | 0.2913 | 0.6321 | 0.0446 | 0.100* | |
H16B | 0.4042 | 0.6843 | 0.1005 | 0.100* | |
H16C | 0.4115 | 0.6224 | −0.0189 | 0.100* | |
C17 | 0.2788 (6) | 0.7613 (7) | −0.1415 (5) | 0.116 (3) | |
H17A | 0.3312 | 0.7232 | −0.1936 | 0.174* | |
H17B | 0.2535 | 0.8340 | −0.1740 | 0.174* | |
H17C | 0.2124 | 0.7122 | −0.1281 | 0.174* | |
H90 | 0.450 (5) | 0.905 (5) | 0.211 (6) | 0.107 (18)* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Fe | 0.02504 (17) | 0.02835 (18) | 0.02503 (16) | −0.00284 (14) | −0.00033 (15) | −0.00254 (15) |
N | 0.0330 (11) | 0.0366 (12) | 0.0285 (12) | 0.0015 (9) | −0.0041 (9) | −0.0003 (9) |
O1 | 0.0311 (10) | 0.0543 (12) | 0.0466 (13) | −0.0079 (9) | −0.0107 (9) | 0.0023 (10) |
O2 | 0.0277 (9) | 0.0472 (11) | 0.0385 (10) | 0.0040 (8) | 0.0017 (8) | 0.0037 (9) |
O3 | 0.0307 (9) | 0.0336 (9) | 0.0321 (10) | −0.0042 (7) | −0.0071 (7) | 0.0012 (8) |
C1 | 0.0296 (12) | 0.0258 (12) | 0.0324 (13) | −0.0046 (10) | −0.0019 (10) | −0.0040 (10) |
C2 | 0.0259 (12) | 0.0236 (11) | 0.0307 (13) | 0.0003 (9) | −0.0010 (10) | −0.0017 (10) |
C3 | 0.0279 (12) | 0.0302 (12) | 0.0406 (15) | 0.0018 (10) | 0.0029 (10) | −0.0073 (10) |
C4 | 0.0383 (15) | 0.0393 (15) | 0.0347 (14) | 0.0004 (11) | 0.0045 (12) | −0.0123 (12) |
C5 | 0.0413 (15) | 0.0357 (14) | 0.0337 (14) | −0.0041 (12) | −0.0036 (12) | −0.0105 (11) |
C6 | 0.0305 (13) | 0.0301 (12) | 0.0508 (19) | 0.0008 (10) | 0.0051 (12) | −0.0011 (12) |
C7 | 0.0417 (15) | 0.0228 (12) | 0.0376 (15) | −0.0016 (11) | −0.0021 (12) | −0.0070 (11) |
C8 | 0.0284 (12) | 0.0305 (12) | 0.0502 (18) | −0.0078 (10) | −0.0099 (12) | 0.0056 (12) |
C9 | 0.0330 (14) | 0.0418 (15) | 0.0386 (16) | −0.0040 (11) | 0.0001 (12) | 0.0113 (13) |
C10 | 0.0292 (13) | 0.0412 (15) | 0.0399 (16) | 0.0002 (11) | −0.0082 (12) | 0.0106 (12) |
C11 | 0.0279 (12) | 0.0246 (12) | 0.0403 (15) | −0.0030 (9) | −0.0025 (11) | 0.0023 (10) |
C12 | 0.0295 (11) | 0.0201 (10) | 0.0318 (13) | 0.0000 (8) | −0.0010 (10) | 0.0017 (10) |
C13 | 0.0435 (15) | 0.0457 (16) | 0.0269 (13) | 0.0049 (12) | −0.0088 (12) | −0.0010 (12) |
C14 | 0.0451 (16) | 0.0380 (14) | 0.0277 (14) | −0.0084 (12) | −0.0089 (12) | 0.0003 (11) |
C15 | 0.062 (2) | 0.064 (2) | 0.0431 (17) | 0.0021 (17) | −0.004 (2) | −0.0102 (17) |
C16 | 0.077 (3) | 0.054 (2) | 0.070 (3) | −0.0010 (19) | 0.004 (2) | −0.0123 (19) |
C17 | 0.118 (5) | 0.184 (7) | 0.047 (3) | 0.056 (5) | −0.028 (3) | −0.055 (4) |
Fe—C2 | 2.014 (3) | C5—H5 | 0.9300 |
Fe—C1 | 2.027 (3) | C6—C10 | 1.409 (5) |
Fe—C6 | 2.039 (3) | C6—C7 | 1.415 (4) |
Fe—C7 | 2.043 (3) | C6—H6 | 0.9300 |
Fe—C9 | 2.045 (3) | C7—C8 | 1.425 (4) |
Fe—C10 | 2.046 (3) | C7—H7 | 0.9300 |
Fe—C3 | 2.047 (3) | C8—C9 | 1.418 (4) |
Fe—C8 | 2.047 (3) | C8—H8 | 0.9300 |
Fe—C5 | 2.053 (3) | C9—C10 | 1.425 (4) |
Fe—C4 | 2.063 (3) | C9—H9 | 0.9300 |
N—C12 | 1.269 (3) | C10—H10 | 0.9300 |
N—C13 | 1.477 (4) | C13—C15 | 1.527 (5) |
O1—C11 | 1.213 (3) | C13—C14 | 1.536 (4) |
O2—C11 | 1.317 (4) | C13—H13 | 0.9800 |
O2—H90 | 0.98 (7) | C14—H14A | 0.9700 |
O3—C12 | 1.349 (3) | C14—H14B | 0.9700 |
O3—C14 | 1.473 (3) | C15—C16 | 1.493 (6) |
C1—C5 | 1.433 (4) | C15—C17 | 1.528 (6) |
C1—C2 | 1.444 (4) | C15—H15 | 0.9800 |
C1—C11 | 1.500 (4) | C16—H16A | 0.9600 |
C2—C3 | 1.428 (4) | C16—H16B | 0.9600 |
C2—C12 | 1.461 (4) | C16—H16C | 0.9600 |
C3—C4 | 1.428 (4) | C17—H17A | 0.9600 |
C3—H3 | 0.9300 | C17—H17B | 0.9600 |
C4—C5 | 1.416 (4) | C17—H17C | 0.9600 |
C4—H4 | 0.9300 | ||
C2—Fe—C1 | 41.87 (10) | C4—C5—C1 | 108.5 (3) |
C2—Fe—C6 | 124.42 (12) | C4—C5—Fe | 70.25 (16) |
C1—Fe—C6 | 107.27 (11) | C1—C5—Fe | 68.46 (16) |
C2—Fe—C7 | 106.64 (11) | C4—C5—H5 | 125.8 |
C1—Fe—C7 | 120.81 (11) | C1—C5—H5 | 125.8 |
C6—Fe—C7 | 40.58 (12) | Fe—C5—H5 | 127.1 |
C2—Fe—C9 | 155.72 (11) | C10—C6—C7 | 108.7 (3) |
C1—Fe—C9 | 161.28 (11) | C10—C6—Fe | 70.09 (16) |
C6—Fe—C9 | 68.23 (12) | C7—C6—Fe | 69.88 (15) |
C7—Fe—C9 | 68.43 (12) | C10—C6—H6 | 125.7 |
C2—Fe—C10 | 161.54 (11) | C7—C6—H6 | 125.7 |
C1—Fe—C10 | 124.16 (11) | Fe—C6—H6 | 125.9 |
C6—Fe—C10 | 40.37 (13) | C6—C7—C8 | 107.7 (3) |
C7—Fe—C10 | 68.29 (13) | C6—C7—Fe | 69.54 (15) |
C9—Fe—C10 | 40.77 (11) | C8—C7—Fe | 69.78 (15) |
C2—Fe—C3 | 41.17 (11) | C6—C7—H7 | 126.2 |
C1—Fe—C3 | 69.61 (11) | C8—C7—H7 | 126.2 |
C6—Fe—C3 | 161.42 (12) | Fe—C7—H7 | 126.1 |
C7—Fe—C3 | 124.17 (12) | C9—C8—C7 | 107.9 (2) |
C9—Fe—C3 | 120.56 (12) | C9—C8—Fe | 69.62 (16) |
C10—Fe—C3 | 156.34 (12) | C7—C8—Fe | 69.45 (14) |
C2—Fe—C8 | 120.23 (11) | C9—C8—H8 | 126.0 |
C1—Fe—C8 | 156.50 (12) | C7—C8—H8 | 126.0 |
C6—Fe—C8 | 68.26 (11) | Fe—C8—H8 | 126.5 |
C7—Fe—C8 | 40.76 (12) | C8—C9—C10 | 107.9 (3) |
C9—Fe—C8 | 40.55 (12) | C8—C9—Fe | 69.83 (16) |
C10—Fe—C8 | 68.33 (11) | C10—C9—Fe | 69.66 (16) |
C3—Fe—C8 | 106.89 (11) | C8—C9—H9 | 126.0 |
C2—Fe—C5 | 69.34 (11) | C10—C9—H9 | 126.0 |
C1—Fe—C5 | 41.10 (11) | Fe—C9—H9 | 126.1 |
C6—Fe—C5 | 121.86 (12) | C6—C10—C9 | 107.8 (3) |
C7—Fe—C5 | 156.99 (12) | C6—C10—Fe | 69.54 (16) |
C9—Fe—C5 | 124.54 (13) | C9—C10—Fe | 69.57 (16) |
C10—Fe—C5 | 107.97 (13) | C6—C10—H10 | 126.1 |
C3—Fe—C5 | 68.56 (12) | C9—C10—H10 | 126.1 |
C8—Fe—C5 | 160.97 (13) | Fe—C10—H10 | 126.4 |
C2—Fe—C4 | 68.89 (12) | O1—C11—O2 | 120.6 (3) |
C1—Fe—C4 | 68.82 (12) | O1—C11—C1 | 120.0 (3) |
C6—Fe—C4 | 156.78 (12) | O2—C11—C1 | 119.5 (2) |
C7—Fe—C4 | 161.25 (11) | N—C12—O3 | 118.1 (2) |
C9—Fe—C4 | 107.72 (13) | N—C12—C2 | 124.8 (2) |
C10—Fe—C4 | 121.61 (14) | O3—C12—C2 | 117.0 (2) |
C3—Fe—C4 | 40.66 (12) | N—C13—C15 | 111.7 (3) |
C8—Fe—C4 | 124.50 (12) | N—C13—C14 | 102.9 (2) |
C5—Fe—C4 | 40.23 (12) | C15—C13—C14 | 120.6 (3) |
C12—N—C13 | 108.1 (2) | N—C13—H13 | 107.0 |
C11—O2—H90 | 120 (4) | C15—C13—H13 | 107.0 |
C12—O3—C14 | 105.1 (2) | C14—C13—H13 | 107.0 |
C5—C1—C2 | 107.1 (2) | O3—C14—C13 | 104.1 (2) |
C5—C1—C11 | 120.8 (2) | O3—C14—H14A | 110.9 |
C2—C1—C11 | 132.0 (2) | C13—C14—H14A | 110.9 |
C5—C1—Fe | 70.44 (17) | O3—C14—H14B | 110.9 |
C2—C1—Fe | 68.59 (14) | C13—C14—H14B | 110.9 |
C11—C1—Fe | 124.74 (18) | H14A—C14—H14B | 109.0 |
C3—C2—C1 | 108.1 (2) | C16—C15—C13 | 112.5 (4) |
C3—C2—C12 | 123.9 (2) | C16—C15—C17 | 108.9 (4) |
C1—C2—C12 | 127.9 (2) | C13—C15—C17 | 109.6 (3) |
C3—C2—Fe | 70.63 (16) | C16—C15—H15 | 108.6 |
C1—C2—Fe | 69.54 (15) | C13—C15—H15 | 108.6 |
C12—C2—Fe | 122.30 (17) | C17—C15—H15 | 108.6 |
C4—C3—C2 | 107.7 (2) | C15—C16—H16A | 109.5 |
C4—C3—Fe | 70.29 (16) | C15—C16—H16B | 109.5 |
C2—C3—Fe | 68.20 (15) | H16A—C16—H16B | 109.5 |
C4—C3—H3 | 126.1 | C15—C16—H16C | 109.5 |
C2—C3—H3 | 126.1 | H16A—C16—H16C | 109.5 |
Fe—C3—H3 | 126.9 | H16B—C16—H16C | 109.5 |
C5—C4—C3 | 108.6 (3) | C15—C17—H17A | 109.5 |
C5—C4—Fe | 69.51 (16) | C15—C17—H17B | 109.5 |
C3—C4—Fe | 69.05 (16) | H17A—C17—H17B | 109.5 |
C5—C4—H4 | 125.7 | C15—C17—H17C | 109.5 |
C3—C4—H4 | 125.7 | H17A—C17—H17C | 109.5 |
Fe—C4—H4 | 127.3 | H17B—C17—H17C | 109.5 |
C2—Fe—C1—C5 | 118.3 (2) | C4—Fe—C5—C1 | −120.3 (3) |
C6—Fe—C1—C5 | −118.98 (18) | C2—Fe—C6—C10 | 165.75 (16) |
C7—Fe—C1—C5 | −161.20 (17) | C1—Fe—C6—C10 | 122.82 (17) |
C9—Fe—C1—C5 | −46.0 (4) | C7—Fe—C6—C10 | −119.7 (2) |
C10—Fe—C1—C5 | −77.8 (2) | C9—Fe—C6—C10 | −37.88 (17) |
C3—Fe—C1—C5 | 80.38 (18) | C3—Fe—C6—C10 | −159.9 (3) |
C8—Fe—C1—C5 | 166.0 (2) | C8—Fe—C6—C10 | −81.69 (18) |
C4—Fe—C1—C5 | 36.75 (18) | C5—Fe—C6—C10 | 80.2 (2) |
C6—Fe—C1—C2 | 122.68 (16) | C4—Fe—C6—C10 | 46.4 (4) |
C7—Fe—C1—C2 | 80.46 (18) | C2—Fe—C6—C7 | −74.6 (2) |
C9—Fe—C1—C2 | −164.3 (3) | C1—Fe—C6—C7 | −117.48 (17) |
C10—Fe—C1—C2 | 163.81 (16) | C9—Fe—C6—C7 | 81.82 (18) |
C3—Fe—C1—C2 | −37.96 (15) | C10—Fe—C6—C7 | 119.7 (2) |
C8—Fe—C1—C2 | 47.6 (3) | C3—Fe—C6—C7 | −40.2 (4) |
C5—Fe—C1—C2 | −118.3 (2) | C8—Fe—C6—C7 | 38.01 (18) |
C4—Fe—C1—C2 | −81.58 (17) | C5—Fe—C6—C7 | −160.10 (17) |
C2—Fe—C1—C11 | −127.1 (3) | C4—Fe—C6—C7 | 166.1 (3) |
C6—Fe—C1—C11 | −4.4 (3) | C10—C6—C7—C8 | −0.1 (3) |
C7—Fe—C1—C11 | −46.7 (3) | Fe—C6—C7—C8 | −59.62 (18) |
C9—Fe—C1—C11 | 68.6 (5) | C10—C6—C7—Fe | 59.6 (2) |
C10—Fe—C1—C11 | 36.7 (3) | C2—Fe—C7—C6 | 123.91 (18) |
C3—Fe—C1—C11 | −165.1 (3) | C1—Fe—C7—C6 | 80.5 (2) |
C8—Fe—C1—C11 | −79.5 (4) | C9—Fe—C7—C6 | −81.29 (18) |
C5—Fe—C1—C11 | 114.5 (3) | C10—Fe—C7—C6 | −37.27 (18) |
C4—Fe—C1—C11 | 151.3 (3) | C3—Fe—C7—C6 | 165.61 (17) |
C5—C1—C2—C3 | 0.2 (3) | C8—Fe—C7—C6 | −118.8 (2) |
C11—C1—C2—C3 | 178.5 (3) | C5—Fe—C7—C6 | 47.7 (4) |
Fe—C1—C2—C3 | 60.37 (18) | C4—Fe—C7—C6 | −162.9 (4) |
C5—C1—C2—C12 | −175.8 (2) | C2—Fe—C7—C8 | −117.26 (17) |
C11—C1—C2—C12 | 2.5 (4) | C1—Fe—C7—C8 | −160.65 (16) |
Fe—C1—C2—C12 | −115.6 (3) | C6—Fe—C7—C8 | 118.8 (2) |
C5—C1—C2—Fe | −60.2 (2) | C9—Fe—C7—C8 | 37.55 (17) |
C11—C1—C2—Fe | 118.1 (3) | C10—Fe—C7—C8 | 81.56 (18) |
C1—Fe—C2—C3 | −118.9 (2) | C3—Fe—C7—C8 | −75.6 (2) |
C6—Fe—C2—C3 | 164.15 (16) | C5—Fe—C7—C8 | 166.5 (3) |
C7—Fe—C2—C3 | 123.27 (16) | C4—Fe—C7—C8 | −44.0 (5) |
C9—Fe—C2—C3 | 49.0 (3) | C6—C7—C8—C9 | 0.3 (3) |
C10—Fe—C2—C3 | −165.6 (3) | Fe—C7—C8—C9 | −59.20 (19) |
C8—Fe—C2—C3 | 81.07 (19) | C6—C7—C8—Fe | 59.47 (18) |
C5—Fe—C2—C3 | −80.67 (17) | C2—Fe—C8—C9 | −160.35 (17) |
C4—Fe—C2—C3 | −37.47 (16) | C1—Fe—C8—C9 | 164.9 (2) |
C6—Fe—C2—C1 | −76.99 (18) | C6—Fe—C8—C9 | 81.49 (19) |
C7—Fe—C2—C1 | −117.86 (16) | C7—Fe—C8—C9 | 119.3 (2) |
C9—Fe—C2—C1 | 167.8 (3) | C10—Fe—C8—C9 | 37.88 (18) |
C10—Fe—C2—C1 | −46.7 (4) | C3—Fe—C8—C9 | −117.53 (18) |
C3—Fe—C2—C1 | 118.9 (2) | C5—Fe—C8—C9 | −44.4 (4) |
C8—Fe—C2—C1 | −160.07 (15) | C4—Fe—C8—C9 | −76.4 (2) |
C5—Fe—C2—C1 | 38.20 (16) | C2—Fe—C8—C7 | 80.32 (19) |
C4—Fe—C2—C1 | 81.40 (17) | C1—Fe—C8—C7 | 45.5 (3) |
C1—Fe—C2—C12 | 122.6 (3) | C6—Fe—C8—C7 | −37.84 (18) |
C6—Fe—C2—C12 | 45.7 (3) | C9—Fe—C8—C7 | −119.3 (2) |
C7—Fe—C2—C12 | 4.8 (2) | C10—Fe—C8—C7 | −81.45 (19) |
C9—Fe—C2—C12 | −69.5 (4) | C3—Fe—C8—C7 | 123.14 (18) |
C10—Fe—C2—C12 | 75.9 (4) | C5—Fe—C8—C7 | −163.8 (3) |
C3—Fe—C2—C12 | −118.5 (3) | C4—Fe—C8—C7 | 164.27 (18) |
C8—Fe—C2—C12 | −37.4 (3) | C7—C8—C9—C10 | −0.4 (3) |
C5—Fe—C2—C12 | 160.8 (2) | Fe—C8—C9—C10 | −59.5 (2) |
C4—Fe—C2—C12 | −156.0 (2) | C7—C8—C9—Fe | 59.09 (18) |
C1—C2—C3—C4 | −0.3 (3) | C2—Fe—C9—C8 | 44.9 (4) |
C12—C2—C3—C4 | 175.9 (2) | C1—Fe—C9—C8 | −161.1 (3) |
Fe—C2—C3—C4 | 59.4 (2) | C6—Fe—C9—C8 | −81.56 (19) |
C1—C2—C3—Fe | −59.68 (18) | C7—Fe—C9—C8 | −37.74 (18) |
C12—C2—C3—Fe | 116.5 (2) | C10—Fe—C9—C8 | −119.1 (3) |
C2—Fe—C3—C4 | −119.4 (2) | C3—Fe—C9—C8 | 80.2 (2) |
C1—Fe—C3—C4 | −80.86 (18) | C5—Fe—C9—C8 | 163.91 (17) |
C6—Fe—C3—C4 | −164.5 (3) | C4—Fe—C9—C8 | 122.76 (18) |
C7—Fe—C3—C4 | 165.06 (17) | C2—Fe—C9—C10 | 164.0 (3) |
C9—Fe—C3—C4 | 81.7 (2) | C1—Fe—C9—C10 | −42.0 (5) |
C10—Fe—C3—C4 | 49.3 (3) | C6—Fe—C9—C10 | 37.52 (19) |
C8—Fe—C3—C4 | 123.70 (18) | C7—Fe—C9—C10 | 81.3 (2) |
C5—Fe—C3—C4 | −36.72 (17) | C3—Fe—C9—C10 | −160.76 (18) |
C1—Fe—C3—C2 | 38.58 (15) | C8—Fe—C9—C10 | 119.1 (3) |
C6—Fe—C3—C2 | −45.0 (4) | C5—Fe—C9—C10 | −77.0 (2) |
C7—Fe—C3—C2 | −75.51 (19) | C4—Fe—C9—C10 | −118.2 (2) |
C9—Fe—C3—C2 | −158.89 (16) | C7—C6—C10—C9 | −0.2 (3) |
C10—Fe—C3—C2 | 168.7 (3) | Fe—C6—C10—C9 | 59.3 (2) |
C8—Fe—C3—C2 | −116.87 (17) | C7—C6—C10—Fe | −59.43 (19) |
C5—Fe—C3—C2 | 82.71 (17) | C8—C9—C10—C6 | 0.3 (3) |
C4—Fe—C3—C2 | 119.4 (2) | Fe—C9—C10—C6 | −59.2 (2) |
C2—C3—C4—C5 | 0.3 (3) | C8—C9—C10—Fe | 59.6 (2) |
Fe—C3—C4—C5 | 58.4 (2) | C2—Fe—C10—C6 | −39.9 (4) |
C2—C3—C4—Fe | −58.09 (18) | C1—Fe—C10—C6 | −75.9 (2) |
C2—Fe—C4—C5 | −82.6 (2) | C7—Fe—C10—C6 | 37.46 (17) |
C1—Fe—C4—C5 | −37.52 (18) | C9—Fe—C10—C6 | 119.2 (3) |
C6—Fe—C4—C5 | 47.0 (4) | C3—Fe—C10—C6 | 164.2 (2) |
C7—Fe—C4—C5 | −162.1 (3) | C8—Fe—C10—C6 | 81.48 (19) |
C9—Fe—C4—C5 | 122.95 (19) | C5—Fe—C10—C6 | −118.37 (18) |
C10—Fe—C4—C5 | 80.4 (2) | C4—Fe—C10—C6 | −160.41 (17) |
C3—Fe—C4—C5 | −120.5 (3) | C2—Fe—C10—C9 | −159.1 (3) |
C8—Fe—C4—C5 | 164.51 (18) | C1—Fe—C10—C9 | 164.96 (18) |
C2—Fe—C4—C3 | 37.92 (16) | C6—Fe—C10—C9 | −119.2 (3) |
C1—Fe—C4—C3 | 82.97 (18) | C7—Fe—C10—C9 | −81.71 (19) |
C6—Fe—C4—C3 | 167.5 (3) | C3—Fe—C10—C9 | 45.0 (4) |
C7—Fe—C4—C3 | −41.6 (5) | C8—Fe—C10—C9 | −37.68 (19) |
C9—Fe—C4—C3 | −116.55 (18) | C5—Fe—C10—C9 | 122.5 (2) |
C10—Fe—C4—C3 | −159.08 (16) | C4—Fe—C10—C9 | 80.4 (2) |
C8—Fe—C4—C3 | −75.0 (2) | C5—C1—C11—O1 | 1.1 (4) |
C5—Fe—C4—C3 | 120.5 (3) | C2—C1—C11—O1 | −177.0 (3) |
C3—C4—C5—C1 | −0.2 (3) | Fe—C1—C11—O1 | −85.4 (3) |
Fe—C4—C5—C1 | 57.9 (2) | C5—C1—C11—O2 | −178.3 (3) |
C3—C4—C5—Fe | −58.1 (2) | C2—C1—C11—O2 | 3.6 (4) |
C2—C1—C5—C4 | 0.0 (3) | Fe—C1—C11—O2 | 95.2 (3) |
C11—C1—C5—C4 | −178.5 (2) | C13—N—C12—O3 | 1.9 (3) |
Fe—C1—C5—C4 | −59.0 (2) | C13—N—C12—C2 | −176.9 (2) |
C2—C1—C5—Fe | 59.03 (18) | C14—O3—C12—N | 6.8 (3) |
C11—C1—C5—Fe | −119.5 (2) | C14—O3—C12—C2 | −174.3 (2) |
C2—Fe—C5—C4 | 81.4 (2) | C3—C2—C12—N | 177.6 (3) |
C1—Fe—C5—C4 | 120.3 (3) | C1—C2—C12—N | −7.0 (4) |
C6—Fe—C5—C4 | −160.15 (18) | Fe—C2—C12—N | −95.1 (3) |
C7—Fe—C5—C4 | 165.3 (3) | C3—C2—C12—O3 | −1.2 (3) |
C9—Fe—C5—C4 | −76.0 (2) | C1—C2—C12—O3 | 174.2 (2) |
C10—Fe—C5—C4 | −118.0 (2) | Fe—C2—C12—O3 | 86.1 (2) |
C3—Fe—C5—C4 | 37.10 (19) | C12—N—C13—C15 | −140.0 (3) |
C8—Fe—C5—C4 | −42.5 (4) | C12—N—C13—C14 | −9.3 (3) |
C2—Fe—C5—C1 | −38.89 (16) | C12—O3—C14—C13 | −11.8 (3) |
C6—Fe—C5—C1 | 79.6 (2) | N—C13—C14—O3 | 12.6 (3) |
C7—Fe—C5—C1 | 45.1 (4) | C15—C13—C14—O3 | 137.7 (3) |
C9—Fe—C5—C1 | 163.72 (16) | N—C13—C15—C16 | 55.0 (4) |
C10—Fe—C5—C1 | 121.74 (18) | C14—C13—C15—C16 | −65.8 (4) |
C3—Fe—C5—C1 | −83.15 (18) | N—C13—C15—C17 | 176.3 (4) |
C8—Fe—C5—C1 | −162.7 (3) | C14—C13—C15—C17 | 55.5 (5) |
D—H···A | D—H | H···A | D···A | D—H···A |
O2—H90···N | 0.98 (7) | 1.61 (6) | 2.558 (3) | 161 (6) |
C3—H3···O3i | 0.93 | 2.54 | 3.427 (3) | 160 |
C8—H8···Ni | 0.93 | 2.58 | 3.470 (3) | 159 |
Symmetry code: (i) y−1, −x+1, z+1/4. |