Buy article online - an online subscription or single-article purchase is required to access this article.
The crystal structures of triferrocenylboroxine, [Fe
3(C
5H
5)
3(C
15H
12B
3O
3)], (I), and triferrocenylborazine, [Fe
3(C
5H
5)
3(C
15H
15B
3N
3)], (II), are isomorphous. At room temperature, the space group is
Cmc2
1 and the molecules have crystallographic
m symmetry. A reversible phase transition occurs at 283 (2) K for (I) and at 263 (5) K for (II). In the low-temperature phase, the space group of both compounds is
P2
1 and the molecules no longer have internal symmetry. Intermolecular C—H
π interactions are enhanced in the low-temperature phase.
Supporting information
CCDC references: 182003; 182004; 182005
The synthesis of (I) has been reported by Guo et al. (2001). Orange
crystals suitable for the X-ray analysis were obtained by evaporation at room
temperature of a solution in chloroform. The synthesis of (II) is reported by
Ma et al. (2001). Orange crystals suitable for the X-ray analysis were
obtained by evaporation at room temperature of a solution in acetone.
The H atoms were taken from a difference Fourier synthesis. They were refined
with fixed individual thermal parameters [U(H) = 1.2Ueq(C) or U(H) =
1.2Ueq(N)] using a riding model with fixed distances: H—N = 0.86 Å, H—C(aromatic) = 0.93 Å at room temperature and H—C(aromatic) = 0.95 Å at 154 K.
For all compounds, data collection: SMART (Siemens, 1995); cell refinement: SMART (Siemens, 1995); data reduction: SAINT (Siemens, 1995); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP in SHELXTL (Sheldrick, 1996); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997).
(IRT) triferrocenylboroxine
top
Crystal data top
C30H27B3Fe3O3 | Dx = 1.578 Mg m−3 |
Mr = 635.50 | Mo Kα radiation, λ = 0.71073 Å |
Orthorhombic, Cmc21 | Cell parameters from 102 reflections |
a = 17.643 (4) Å | θ = 3–23° |
b = 14.466 (2) Å | µ = 1.64 mm−1 |
c = 10.481 (3) Å | T = 294 K |
V = 2675.1 (10) Å3 | Plate, orange |
Z = 4 | 0.59 × 0.50 × 0.19 mm |
F(000) = 1296 | |
Data collection top
SIEMENS SMART CCD diffractometer | 4607 independent reflections |
Radiation source: normal-focus sealed tube | 3291 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.055 |
ω scans | θmax = 32.4°, θmin = 1.8° |
Absorption correction: numerical (SHELXTL, Sheldrick, 1996) | h = −25→25 |
Tmin = 0.346, Tmax = 0.750 | k = −21→21 |
27963 measured reflections | l = −15→15 |
Refinement top
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)] = 0.039 | H atom parameters constrained |
wR(F2) = 0.108 | w = 1/[σ2(Fo2) + (0.06P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.12 | (Δ/σ)max = 0.001 |
4607 reflections | Δρmax = 0.52 e Å−3 |
184 parameters | Δρmin = −0.37 e Å−3 |
1 restraint | Absolute structure: Flack (1983) |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.27 (2) |
Crystal data top
C30H27B3Fe3O3 | V = 2675.1 (10) Å3 |
Mr = 635.50 | Z = 4 |
Orthorhombic, Cmc21 | Mo Kα radiation |
a = 17.643 (4) Å | µ = 1.64 mm−1 |
b = 14.466 (2) Å | T = 294 K |
c = 10.481 (3) Å | 0.59 × 0.50 × 0.19 mm |
Data collection top
SIEMENS SMART CCD diffractometer | 4607 independent reflections |
Absorption correction: numerical (SHELXTL, Sheldrick, 1996) | 3291 reflections with I > 2σ(I) |
Tmin = 0.346, Tmax = 0.750 | Rint = 0.055 |
27963 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.039 | H atom parameters constrained |
wR(F2) = 0.108 | Δρmax = 0.52 e Å−3 |
S = 1.12 | Δρmin = −0.37 e Å−3 |
4607 reflections | Absolute structure: Flack (1983) |
184 parameters | Absolute structure parameter: 0.27 (2) |
1 restraint | |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Fe1 | 0.5000 | 0.62556 (3) | 0.22475 (4) | 0.04664 (14) | |
Fe2 | 0.31561 (3) | 0.87625 (2) | 0.70081 (4) | 0.04884 (12) | |
O1 | 0.43246 (12) | 0.85014 (11) | 0.38356 (16) | 0.0522 (5) | |
O2 | 0.5000 | 0.94453 (16) | 0.5308 (2) | 0.0543 (6) | |
C11 | 0.5000 | 0.7655 (2) | 0.2056 (4) | 0.0466 (7) | |
C12 | 0.43500 (19) | 0.72641 (17) | 0.1434 (2) | 0.0510 (6) | |
H12 | 0.3846 | 0.7392 | 0.1627 | 0.061* | |
C13 | 0.46072 (19) | 0.66485 (18) | 0.0476 (3) | 0.0568 (7) | |
H13 | 0.4300 | 0.6302 | −0.0064 | 0.068* | |
C21 | 0.5000 | 0.5972 (4) | 0.4140 (5) | 0.095 (2) | |
H21 | 0.5000 | 0.6410 | 0.4788 | 0.114* | |
C22 | 0.4349 (3) | 0.5573 (2) | 0.3550 (4) | 0.0862 (12) | |
H22 | 0.3846 | 0.5703 | 0.3745 | 0.103* | |
C23 | 0.4605 (2) | 0.4950 (2) | 0.2626 (4) | 0.0816 (11) | |
H23 | 0.4298 | 0.4594 | 0.2098 | 0.098* | |
C31 | 0.35702 (17) | 0.94457 (15) | 0.5447 (2) | 0.0474 (6) | |
C32 | 0.28235 (18) | 0.91025 (18) | 0.5211 (3) | 0.0538 (7) | |
H32 | 0.2692 | 0.8689 | 0.4569 | 0.065* | |
C33 | 0.2320 (2) | 0.94873 (17) | 0.6103 (3) | 0.0596 (7) | |
H33 | 0.1803 | 0.9371 | 0.6150 | 0.072* | |
C34 | 0.27323 (18) | 1.00808 (16) | 0.6917 (3) | 0.0569 (6) | |
H34 | 0.2536 | 1.0426 | 0.7589 | 0.068* | |
C35 | 0.34956 (17) | 1.00545 (17) | 0.6525 (3) | 0.0515 (6) | |
H35 | 0.3890 | 1.0380 | 0.6904 | 0.062* | |
C41 | 0.3828 (3) | 0.7675 (3) | 0.7413 (5) | 0.1073 (17) | |
H41 | 0.4250 | 0.7497 | 0.6941 | 0.129* | |
C42 | 0.3074 (3) | 0.7375 (2) | 0.7224 (5) | 0.1077 (18) | |
H42 | 0.2906 | 0.6964 | 0.6603 | 0.129* | |
C43 | 0.2631 (3) | 0.7811 (2) | 0.8138 (4) | 0.0838 (12) | |
H43 | 0.2110 | 0.7745 | 0.8237 | 0.101* | |
C44 | 0.3095 (3) | 0.8357 (3) | 0.8872 (4) | 0.0772 (10) | |
H44 | 0.2936 | 0.8717 | 0.9556 | 0.093* | |
C45 | 0.3820 (3) | 0.8292 (3) | 0.8450 (4) | 0.0883 (13) | |
H45 | 0.4237 | 0.8600 | 0.8786 | 0.106* | |
B1 | 0.5000 | 0.8241 (2) | 0.3287 (3) | 0.0452 (9) | |
B2 | 0.4315 (2) | 0.91197 (17) | 0.4859 (3) | 0.0478 (6) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Fe1 | 0.0681 (3) | 0.0383 (2) | 0.0335 (3) | 0.000 | 0.000 | 0.00439 (19) |
Fe2 | 0.0734 (3) | 0.03550 (15) | 0.0377 (2) | −0.00034 (14) | −0.0021 (2) | 0.00294 (15) |
O1 | 0.0706 (13) | 0.0501 (8) | 0.0358 (9) | 0.0021 (8) | −0.0031 (8) | −0.0061 (7) |
O2 | 0.0697 (18) | 0.0495 (13) | 0.0437 (14) | 0.000 | 0.000 | −0.0085 (10) |
C11 | 0.069 (2) | 0.0380 (13) | 0.0326 (17) | 0.000 | 0.000 | 0.0010 (15) |
C12 | 0.0664 (17) | 0.0484 (11) | 0.0383 (12) | 0.0047 (11) | −0.0040 (12) | 0.0011 (10) |
C13 | 0.0852 (19) | 0.0524 (12) | 0.0328 (12) | −0.0066 (13) | −0.0116 (14) | −0.0018 (11) |
C21 | 0.182 (8) | 0.067 (3) | 0.037 (2) | 0.000 | 0.000 | 0.013 (2) |
C22 | 0.103 (3) | 0.079 (2) | 0.077 (2) | 0.0036 (19) | 0.024 (2) | 0.039 (2) |
C23 | 0.110 (3) | 0.0485 (14) | 0.086 (3) | −0.0124 (16) | −0.004 (2) | 0.0162 (16) |
C31 | 0.0707 (16) | 0.0368 (11) | 0.0346 (11) | 0.0004 (10) | −0.0024 (12) | −0.0002 (9) |
C32 | 0.077 (2) | 0.0440 (12) | 0.0404 (13) | −0.0013 (13) | −0.0083 (12) | −0.0003 (10) |
C33 | 0.0661 (18) | 0.0539 (14) | 0.0589 (16) | −0.0007 (13) | 0.0012 (15) | 0.0064 (12) |
C34 | 0.0830 (19) | 0.0425 (10) | 0.0453 (13) | 0.0109 (12) | 0.0050 (15) | −0.0028 (11) |
C35 | 0.079 (2) | 0.0356 (11) | 0.0399 (12) | −0.0045 (10) | −0.0012 (13) | −0.0019 (10) |
C41 | 0.145 (4) | 0.071 (2) | 0.106 (3) | 0.046 (3) | 0.024 (3) | 0.036 (3) |
C42 | 0.213 (5) | 0.0360 (13) | 0.074 (3) | −0.014 (2) | −0.020 (4) | 0.0096 (18) |
C43 | 0.109 (3) | 0.0672 (19) | 0.076 (2) | −0.019 (2) | −0.002 (2) | 0.0299 (19) |
C44 | 0.110 (3) | 0.074 (2) | 0.0475 (18) | −0.010 (2) | −0.0045 (18) | 0.0172 (16) |
C45 | 0.100 (3) | 0.077 (2) | 0.088 (3) | −0.006 (2) | −0.030 (2) | 0.038 (2) |
B1 | 0.071 (3) | 0.0354 (15) | 0.0291 (15) | 0.000 | 0.000 | 0.0023 (13) |
B2 | 0.072 (2) | 0.0374 (11) | 0.0341 (12) | 0.0015 (12) | −0.0036 (12) | 0.0028 (9) |
Geometric parameters (Å, º) top
Fe1—C21 | 2.025 (5) | C13—H13 | 0.9300 |
Fe1—C11 | 2.035 (3) | C21—C22i | 1.426 (6) |
Fe1—C22i | 2.039 (3) | C21—C22 | 1.426 (6) |
Fe1—C22 | 2.039 (3) | C21—H21 | 0.9300 |
Fe1—C12i | 2.042 (3) | C22—C23 | 1.398 (6) |
Fe1—C12 | 2.042 (3) | C22—H22 | 0.9300 |
Fe1—C23i | 2.052 (3) | C23—C23i | 1.394 (8) |
Fe1—C23 | 2.052 (3) | C23—H23 | 0.9300 |
Fe1—C13i | 2.062 (3) | C31—C32 | 1.429 (4) |
Fe1—C13 | 2.062 (3) | C31—C35 | 1.439 (4) |
Fe2—C41 | 2.016 (4) | C31—B2 | 1.526 (4) |
Fe2—C42 | 2.025 (3) | C32—C33 | 1.404 (4) |
Fe2—C35 | 2.027 (3) | C32—H32 | 0.9300 |
Fe2—C45 | 2.030 (4) | C33—C34 | 1.412 (4) |
Fe2—C32 | 2.033 (3) | C33—H33 | 0.9300 |
Fe2—C43 | 2.039 (3) | C34—C35 | 1.409 (4) |
Fe2—C44 | 2.042 (4) | C34—H34 | 0.9300 |
Fe2—C33 | 2.043 (3) | C35—H35 | 0.9300 |
Fe2—C31 | 2.046 (3) | C41—C45 | 1.406 (7) |
Fe2—C34 | 2.051 (2) | C41—C42 | 1.413 (7) |
O1—B1 | 1.376 (3) | C41—H41 | 0.9300 |
O1—B2 | 1.397 (3) | C42—C43 | 1.389 (6) |
O2—B2i | 1.380 (3) | C42—H42 | 0.9300 |
O2—B2 | 1.380 (3) | C43—C44 | 1.373 (6) |
C11—C12 | 1.435 (4) | C43—H43 | 0.9300 |
C11—C12i | 1.435 (4) | C44—C45 | 1.357 (6) |
C11—B1 | 1.544 (5) | C44—H44 | 0.9300 |
C12—C13 | 1.417 (4) | C45—H45 | 0.9300 |
C12—H12 | 0.9300 | B1—O1i | 1.376 (3) |
C13—C13i | 1.386 (7) | | |
| | | |
C21—Fe1—C11 | 107.4 (2) | B1—C11—Fe1 | 117.6 (2) |
C21—Fe1—C22i | 41.06 (15) | C13—C12—C11 | 108.3 (3) |
C11—Fe1—C22i | 123.24 (14) | C13—C12—Fe1 | 70.56 (15) |
C21—Fe1—C22 | 41.06 (15) | C11—C12—Fe1 | 69.12 (16) |
C11—Fe1—C22 | 123.24 (14) | C13—C12—H12 | 125.9 |
C22i—Fe1—C22 | 68.5 (3) | C11—C12—H12 | 125.9 |
C21—Fe1—C12i | 123.62 (15) | Fe1—C12—H12 | 126.0 |
C11—Fe1—C12i | 41.23 (10) | C13i—C13—C12 | 108.68 (18) |
C22i—Fe1—C12i | 108.02 (15) | C13i—C13—Fe1 | 70.36 (9) |
C22—Fe1—C12i | 160.34 (15) | C12—C13—Fe1 | 69.04 (14) |
C21—Fe1—C12 | 123.62 (15) | C13i—C13—H13 | 125.7 |
C11—Fe1—C12 | 41.23 (10) | C12—C13—H13 | 125.7 |
C22i—Fe1—C12 | 160.35 (15) | Fe1—C13—H13 | 126.5 |
C22—Fe1—C12 | 108.02 (15) | C22i—C21—C22 | 107.3 (5) |
C12i—Fe1—C12 | 68.33 (18) | C22i—C21—Fe1 | 70.0 (2) |
C21—Fe1—C23i | 67.9 (2) | C22—C21—Fe1 | 70.0 (2) |
C11—Fe1—C23i | 159.23 (12) | C22i—C21—H21 | 126.4 |
C22i—Fe1—C23i | 39.95 (17) | C22—C21—H21 | 126.4 |
C22—Fe1—C23i | 67.42 (16) | Fe1—C21—H21 | 125.3 |
C12i—Fe1—C23i | 123.19 (15) | C23—C22—C21 | 107.6 (4) |
C12—Fe1—C23i | 158.29 (14) | C23—C22—Fe1 | 70.5 (2) |
C21—Fe1—C23 | 67.9 (2) | C21—C22—Fe1 | 69.0 (2) |
C11—Fe1—C23 | 159.23 (12) | C23—C22—H22 | 126.2 |
C22i—Fe1—C23 | 67.42 (16) | C21—C22—H22 | 126.2 |
C22—Fe1—C23 | 39.95 (17) | Fe1—C22—H22 | 125.9 |
C12i—Fe1—C23 | 158.29 (14) | C23i—C23—C22 | 108.8 (3) |
C12—Fe1—C23 | 123.19 (15) | C23i—C23—Fe1 | 70.14 (11) |
C23i—Fe1—C23 | 39.7 (2) | C22—C23—Fe1 | 69.52 (18) |
C21—Fe1—C13i | 159.68 (11) | C23i—C23—H23 | 125.6 |
C11—Fe1—C13i | 68.70 (13) | C22—C23—H23 | 125.6 |
C22i—Fe1—C13i | 123.19 (17) | Fe1—C23—H23 | 126.3 |
C22—Fe1—C13i | 157.79 (17) | C32—C31—C35 | 105.3 (2) |
C12i—Fe1—C13i | 40.40 (11) | C32—C31—B2 | 128.1 (2) |
C12—Fe1—C13i | 67.41 (12) | C35—C31—B2 | 125.8 (3) |
C23i—Fe1—C13i | 108.28 (15) | C32—C31—Fe2 | 68.98 (15) |
C23—Fe1—C13i | 122.82 (15) | C35—C31—Fe2 | 68.59 (15) |
C21—Fe1—C13 | 159.68 (11) | B2—C31—Fe2 | 118.75 (17) |
C11—Fe1—C13 | 68.70 (13) | C33—C32—C31 | 109.3 (2) |
C22i—Fe1—C13 | 157.79 (17) | C33—C32—Fe2 | 70.23 (17) |
C22—Fe1—C13 | 123.19 (17) | C31—C32—Fe2 | 70.00 (15) |
C12i—Fe1—C13 | 67.41 (12) | C33—C32—H32 | 125.4 |
C12—Fe1—C13 | 40.40 (11) | C31—C32—H32 | 125.4 |
C23i—Fe1—C13 | 122.82 (15) | Fe2—C32—H32 | 126.0 |
C23—Fe1—C13 | 108.28 (15) | C32—C33—C34 | 108.5 (3) |
C13i—Fe1—C13 | 39.27 (19) | C32—C33—Fe2 | 69.47 (17) |
C41—Fe2—C42 | 40.9 (2) | C34—C33—Fe2 | 70.12 (17) |
C41—Fe2—C35 | 126.79 (19) | C32—C33—H33 | 125.7 |
C42—Fe2—C35 | 164.37 (19) | C34—C33—H33 | 125.7 |
C41—Fe2—C45 | 40.7 (2) | Fe2—C33—H33 | 126.3 |
C42—Fe2—C45 | 68.01 (18) | C35—C34—C33 | 107.4 (3) |
C35—Fe2—C45 | 108.96 (14) | C35—C34—Fe2 | 68.88 (15) |
C41—Fe2—C32 | 123.63 (18) | C33—C34—Fe2 | 69.53 (15) |
C42—Fe2—C32 | 108.81 (16) | C35—C34—H34 | 126.3 |
C35—Fe2—C32 | 68.34 (11) | C33—C34—H34 | 126.3 |
C45—Fe2—C32 | 159.63 (18) | Fe2—C34—H34 | 126.9 |
C41—Fe2—C43 | 67.5 (2) | C34—C35—C31 | 109.5 (3) |
C42—Fe2—C43 | 39.98 (18) | C34—C35—Fe2 | 70.70 (15) |
C35—Fe2—C43 | 154.40 (16) | C31—C35—Fe2 | 70.05 (14) |
C45—Fe2—C43 | 66.62 (18) | C34—C35—H35 | 125.3 |
C32—Fe2—C43 | 124.77 (15) | C31—C35—H35 | 125.3 |
C41—Fe2—C44 | 66.7 (2) | Fe2—C35—H35 | 125.6 |
C42—Fe2—C44 | 66.72 (19) | C45—C41—C42 | 107.1 (5) |
C35—Fe2—C44 | 121.29 (14) | C45—C41—Fe2 | 70.2 (2) |
C45—Fe2—C44 | 38.92 (18) | C42—C41—Fe2 | 69.9 (2) |
C32—Fe2—C44 | 160.09 (16) | C45—C41—H41 | 126.5 |
C43—Fe2—C44 | 39.31 (16) | C42—C41—H41 | 126.5 |
C41—Fe2—C33 | 157.4 (2) | Fe2—C41—H41 | 125.1 |
C42—Fe2—C33 | 120.58 (17) | C43—C42—C41 | 107.1 (4) |
C35—Fe2—C33 | 67.92 (12) | C43—C42—Fe2 | 70.56 (18) |
C45—Fe2—C33 | 159.14 (17) | C41—C42—Fe2 | 69.19 (18) |
C32—Fe2—C33 | 40.31 (12) | C43—C42—H42 | 126.4 |
C43—Fe2—C33 | 106.73 (17) | C41—C42—H42 | 126.4 |
C44—Fe2—C33 | 123.60 (16) | Fe2—C42—H42 | 125.4 |
C41—Fe2—C31 | 109.61 (17) | C44—C43—C42 | 108.1 (4) |
C42—Fe2—C31 | 126.40 (17) | C44—C43—Fe2 | 70.5 (2) |
C35—Fe2—C31 | 41.36 (10) | C42—C43—Fe2 | 69.5 (2) |
C45—Fe2—C31 | 123.47 (16) | C44—C43—H43 | 125.9 |
C32—Fe2—C31 | 41.02 (12) | C42—C43—H43 | 125.9 |
C43—Fe2—C31 | 162.35 (14) | Fe2—C43—H43 | 125.7 |
C44—Fe2—C31 | 157.26 (14) | C45—C44—C43 | 109.9 (4) |
C33—Fe2—C31 | 68.81 (12) | C45—C44—Fe2 | 70.0 (2) |
C41—Fe2—C34 | 161.9 (2) | C43—C44—Fe2 | 70.2 (2) |
C42—Fe2—C34 | 154.3 (2) | C45—C44—H44 | 125.1 |
C35—Fe2—C34 | 40.41 (11) | C43—C44—H44 | 125.1 |
C45—Fe2—C34 | 123.86 (16) | Fe2—C44—H44 | 126.3 |
C32—Fe2—C34 | 68.09 (12) | C44—C45—C41 | 107.8 (4) |
C43—Fe2—C34 | 119.26 (17) | C44—C45—Fe2 | 71.1 (2) |
C44—Fe2—C34 | 107.00 (15) | C41—C45—Fe2 | 69.1 (2) |
C33—Fe2—C34 | 40.35 (11) | C44—C45—H45 | 126.1 |
C31—Fe2—C34 | 69.14 (11) | C41—C45—H45 | 126.1 |
B1—O1—B2 | 120.4 (2) | Fe2—C45—H45 | 125.3 |
B2i—O2—B2 | 122.3 (3) | O1i—B1—O1 | 120.0 (3) |
C12—C11—C12i | 106.1 (3) | O1i—B1—C11 | 119.98 (15) |
C12—C11—B1 | 126.58 (17) | O1—B1—C11 | 119.97 (15) |
C12i—C11—B1 | 126.58 (17) | O2—B2—O1 | 118.0 (3) |
C12—C11—Fe1 | 69.65 (15) | O2—B2—C31 | 120.7 (2) |
C12i—C11—Fe1 | 69.65 (15) | O1—B2—C31 | 121.2 (3) |
| | | |
C21—Fe1—C11—C12 | −121.55 (16) | C35—Fe2—C33—C32 | 82.10 (18) |
C22i—Fe1—C11—C12 | −163.9 (2) | C45—Fe2—C33—C32 | 167.5 (4) |
C22—Fe1—C11—C12 | −79.2 (3) | C43—Fe2—C33—C32 | −124.49 (19) |
C12i—Fe1—C11—C12 | 116.9 (3) | C44—Fe2—C33—C32 | −164.11 (19) |
C23i—Fe1—C11—C12 | 165.1 (4) | C31—Fe2—C33—C32 | 37.44 (16) |
C23—Fe1—C11—C12 | −48.2 (5) | C34—Fe2—C33—C32 | 119.8 (2) |
C13i—Fe1—C11—C12 | 79.6 (2) | C41—Fe2—C33—C34 | −172.7 (4) |
C13—Fe1—C11—C12 | 37.31 (18) | C42—Fe2—C33—C34 | 157.0 (3) |
C21—Fe1—C11—C12i | 121.55 (16) | C35—Fe2—C33—C34 | −37.67 (18) |
C22i—Fe1—C11—C12i | 79.2 (3) | C45—Fe2—C33—C34 | 47.8 (5) |
C22—Fe1—C11—C12i | 163.9 (2) | C32—Fe2—C33—C34 | −119.8 (2) |
C12—Fe1—C11—C12i | −116.9 (3) | C43—Fe2—C33—C34 | 115.7 (2) |
C23i—Fe1—C11—C12i | 48.2 (5) | C44—Fe2—C33—C34 | 76.1 (2) |
C23—Fe1—C11—C12i | −165.1 (4) | C31—Fe2—C33—C34 | −82.32 (18) |
C13i—Fe1—C11—C12i | −37.31 (18) | C32—C33—C34—C35 | −0.4 (3) |
C13—Fe1—C11—C12i | −79.6 (2) | Fe2—C33—C34—C35 | 58.66 (18) |
C21—Fe1—C11—B1 | 0.0 | C32—C33—C34—Fe2 | −59.02 (18) |
C22i—Fe1—C11—B1 | −42.31 (17) | C41—Fe2—C34—C35 | 51.8 (6) |
C22—Fe1—C11—B1 | 42.31 (17) | C42—Fe2—C34—C35 | −169.9 (4) |
C12i—Fe1—C11—B1 | −121.55 (16) | C45—Fe2—C34—C35 | 79.4 (2) |
C12—Fe1—C11—B1 | 121.55 (16) | C32—Fe2—C34—C35 | −81.88 (19) |
C23i—Fe1—C11—B1 | −73.4 (4) | C43—Fe2—C34—C35 | 159.5 (2) |
C23—Fe1—C11—B1 | 73.4 (4) | C44—Fe2—C34—C35 | 118.6 (2) |
C13i—Fe1—C11—B1 | −158.86 (10) | C33—Fe2—C34—C35 | −119.1 (3) |
C13—Fe1—C11—B1 | 158.86 (10) | C31—Fe2—C34—C35 | −37.68 (17) |
C12i—C11—C12—C13 | 0.6 (4) | C41—Fe2—C34—C33 | 170.9 (5) |
B1—C11—C12—C13 | −169.8 (3) | C42—Fe2—C34—C33 | −50.8 (5) |
Fe1—C11—C12—C13 | −59.92 (18) | C35—Fe2—C34—C33 | 119.1 (3) |
C12i—C11—C12—Fe1 | 60.5 (2) | C45—Fe2—C34—C33 | −161.5 (2) |
B1—C11—C12—Fe1 | −109.9 (3) | C32—Fe2—C34—C33 | 37.25 (18) |
C21—Fe1—C12—C13 | −163.02 (19) | C43—Fe2—C34—C33 | −81.4 (2) |
C11—Fe1—C12—C13 | 119.4 (3) | C44—Fe2—C34—C33 | −122.3 (2) |
C22i—Fe1—C12—C13 | 163.1 (4) | C31—Fe2—C34—C33 | 81.44 (19) |
C22—Fe1—C12—C13 | −120.4 (2) | C33—C34—C35—C31 | 0.5 (3) |
C12i—Fe1—C12—C13 | 80.16 (18) | Fe2—C34—C35—C31 | 59.52 (18) |
C23i—Fe1—C12—C13 | −46.3 (5) | C33—C34—C35—Fe2 | −59.06 (18) |
C23—Fe1—C12—C13 | −79.0 (3) | C32—C31—C35—C34 | −0.4 (3) |
C13i—Fe1—C12—C13 | 36.4 (2) | B2—C31—C35—C34 | −170.7 (2) |
C21—Fe1—C12—C11 | 77.6 (2) | Fe2—C31—C35—C34 | −59.92 (19) |
C22i—Fe1—C12—C11 | 43.7 (5) | C32—C31—C35—Fe2 | 59.55 (16) |
C22—Fe1—C12—C11 | 120.2 (2) | B2—C31—C35—Fe2 | −110.7 (2) |
C12i—Fe1—C12—C11 | −39.23 (19) | C41—Fe2—C35—C34 | −162.2 (3) |
C23i—Fe1—C12—C11 | −165.7 (4) | C42—Fe2—C35—C34 | 163.6 (6) |
C23—Fe1—C12—C11 | 161.6 (2) | C45—Fe2—C35—C34 | −120.3 (2) |
C13i—Fe1—C12—C11 | −82.99 (19) | C32—Fe2—C35—C34 | 81.20 (19) |
C13—Fe1—C12—C11 | −119.4 (3) | C43—Fe2—C35—C34 | −45.0 (4) |
C11—C12—C13—C13i | −0.4 (2) | C44—Fe2—C35—C34 | −79.3 (2) |
Fe1—C12—C13—C13i | −59.4 (2) | C33—Fe2—C35—C34 | 37.62 (18) |
C11—C12—C13—Fe1 | 59.03 (19) | C31—Fe2—C35—C34 | 120.2 (2) |
C21—Fe1—C13—C13i | 164.5 (5) | C41—Fe2—C35—C31 | 77.6 (3) |
C11—Fe1—C13—C13i | 82.00 (16) | C42—Fe2—C35—C31 | 43.4 (7) |
C22i—Fe1—C13—C13i | −45.0 (3) | C45—Fe2—C35—C31 | 119.5 (2) |
C22—Fe1—C13—C13i | −161.38 (16) | C32—Fe2—C35—C31 | −38.98 (17) |
C12i—Fe1—C13—C13i | 37.41 (10) | C43—Fe2—C35—C31 | −165.2 (3) |
C12—Fe1—C13—C13i | 120.05 (17) | C44—Fe2—C35—C31 | 160.5 (2) |
C23i—Fe1—C13—C13i | −78.52 (15) | C33—Fe2—C35—C31 | −82.56 (18) |
C23—Fe1—C13—C13i | −119.85 (14) | C34—Fe2—C35—C31 | −120.2 (2) |
C21—Fe1—C13—C12 | 44.5 (5) | C42—Fe2—C41—C45 | −117.7 (4) |
C11—Fe1—C13—C12 | −38.05 (16) | C35—Fe2—C41—C45 | 75.7 (3) |
C22i—Fe1—C13—C12 | −165.0 (3) | C32—Fe2—C41—C45 | 162.5 (2) |
C22—Fe1—C13—C12 | 78.6 (2) | C43—Fe2—C41—C45 | −79.8 (3) |
C12i—Fe1—C13—C12 | −82.6 (2) | C44—Fe2—C41—C45 | −36.9 (3) |
C23i—Fe1—C13—C12 | 161.43 (18) | C33—Fe2—C41—C45 | −159.3 (4) |
C23—Fe1—C13—C12 | 120.1 (2) | C31—Fe2—C41—C45 | 118.9 (3) |
C13i—Fe1—C13—C12 | −120.05 (17) | C34—Fe2—C41—C45 | 36.2 (7) |
C11—Fe1—C21—C22i | −121.0 (2) | C35—Fe2—C41—C42 | −166.7 (3) |
C22—Fe1—C21—C22i | 118.0 (5) | C45—Fe2—C41—C42 | 117.7 (4) |
C12i—Fe1—C21—C22i | −78.6 (3) | C32—Fe2—C41—C42 | −79.9 (3) |
C12—Fe1—C21—C22i | −163.4 (2) | C43—Fe2—C41—C42 | 37.9 (3) |
C23i—Fe1—C21—C22i | 37.5 (3) | C44—Fe2—C41—C42 | 80.7 (3) |
C23—Fe1—C21—C22i | 80.5 (3) | C33—Fe2—C41—C42 | −41.6 (6) |
C13i—Fe1—C21—C22i | −45.6 (7) | C31—Fe2—C41—C42 | −123.4 (3) |
C13—Fe1—C21—C22i | 163.5 (4) | C34—Fe2—C41—C42 | 153.9 (5) |
C11—Fe1—C21—C22 | 121.0 (2) | C45—C41—C42—C43 | 0.0 (4) |
C22i—Fe1—C21—C22 | −118.0 (5) | Fe2—C41—C42—C43 | −60.7 (2) |
C12i—Fe1—C21—C22 | 163.4 (2) | C45—C41—C42—Fe2 | 60.7 (2) |
C12—Fe1—C21—C22 | 78.6 (3) | C41—Fe2—C42—C43 | 117.9 (4) |
C23i—Fe1—C21—C22 | −80.5 (3) | C35—Fe2—C42—C43 | 161.2 (5) |
C23—Fe1—C21—C22 | −37.5 (3) | C45—Fe2—C42—C43 | 79.4 (3) |
C13i—Fe1—C21—C22 | −163.5 (4) | C32—Fe2—C42—C43 | −122.1 (3) |
C13—Fe1—C21—C22 | 45.6 (7) | C44—Fe2—C42—C43 | 37.1 (3) |
C22i—C21—C22—C23 | −0.1 (5) | C33—Fe2—C42—C43 | −79.4 (3) |
Fe1—C21—C22—C23 | 60.2 (3) | C31—Fe2—C42—C43 | −164.4 (2) |
C22i—C21—C22—Fe1 | −60.3 (3) | C34—Fe2—C42—C43 | −43.7 (5) |
C21—Fe1—C22—C23 | −118.6 (4) | C35—Fe2—C42—C41 | 43.3 (7) |
C11—Fe1—C22—C23 | 163.4 (2) | C45—Fe2—C42—C41 | −38.5 (3) |
C22i—Fe1—C22—C23 | −80.0 (3) | C32—Fe2—C42—C41 | 120.0 (3) |
C12i—Fe1—C22—C23 | −163.5 (4) | C43—Fe2—C42—C41 | −117.9 (4) |
C12—Fe1—C22—C23 | 120.5 (2) | C44—Fe2—C42—C41 | −80.8 (3) |
C23i—Fe1—C22—C23 | −36.8 (3) | C33—Fe2—C42—C41 | 162.7 (3) |
C13i—Fe1—C22—C23 | 46.3 (5) | C31—Fe2—C42—C41 | 77.7 (3) |
C13—Fe1—C22—C23 | 78.6 (3) | C34—Fe2—C42—C41 | −161.6 (4) |
C11—Fe1—C22—C21 | −77.9 (3) | C41—C42—C43—C44 | −0.3 (4) |
C22i—Fe1—C22—C21 | 38.6 (3) | Fe2—C42—C43—C44 | −60.1 (2) |
C12i—Fe1—C22—C21 | −44.9 (6) | C41—C42—C43—Fe2 | 59.8 (3) |
C12—Fe1—C22—C21 | −120.9 (3) | C41—Fe2—C43—C44 | 80.2 (3) |
C23i—Fe1—C22—C21 | 81.8 (3) | C42—Fe2—C43—C44 | 119.0 (4) |
C23—Fe1—C22—C21 | 118.6 (4) | C35—Fe2—C43—C44 | −49.4 (5) |
C13i—Fe1—C22—C21 | 164.9 (3) | C45—Fe2—C43—C44 | 35.9 (3) |
C13—Fe1—C22—C21 | −162.8 (3) | C32—Fe2—C43—C44 | −163.5 (3) |
C21—C22—C23—C23i | 0.1 (3) | C33—Fe2—C43—C44 | −123.0 (3) |
Fe1—C22—C23—C23i | 59.3 (3) | C31—Fe2—C43—C44 | 164.4 (4) |
C21—C22—C23—Fe1 | −59.2 (3) | C34—Fe2—C43—C44 | −81.1 (3) |
C21—Fe1—C23—C23i | −81.57 (10) | C41—Fe2—C43—C42 | −38.8 (3) |
C11—Fe1—C23—C23i | −162.3 (5) | C35—Fe2—C43—C42 | −168.4 (3) |
C22i—Fe1—C23—C23i | −37.01 (18) | C45—Fe2—C43—C42 | −83.1 (3) |
C22—Fe1—C23—C23i | −120.1 (2) | C32—Fe2—C43—C42 | 77.5 (3) |
C12i—Fe1—C23—C23i | 45.0 (4) | C44—Fe2—C43—C42 | −119.0 (4) |
C12—Fe1—C23—C23i | 161.78 (17) | C33—Fe2—C43—C42 | 117.9 (3) |
C13i—Fe1—C23—C23i | 78.9 (3) | C31—Fe2—C43—C42 | 45.4 (7) |
C13—Fe1—C23—C23i | 119.71 (12) | C34—Fe2—C43—C42 | 159.9 (3) |
C21—Fe1—C23—C22 | 38.5 (3) | C42—C43—C44—C45 | 0.6 (4) |
C11—Fe1—C23—C22 | −42.2 (6) | Fe2—C43—C44—C45 | −58.9 (2) |
C22i—Fe1—C23—C22 | 83.0 (4) | C42—C43—C44—Fe2 | 59.5 (2) |
C12i—Fe1—C23—C22 | 165.1 (4) | C41—Fe2—C44—C45 | 38.6 (3) |
C12—Fe1—C23—C22 | −78.2 (3) | C42—Fe2—C44—C45 | 83.3 (3) |
C23i—Fe1—C23—C22 | 120.1 (2) | C35—Fe2—C44—C45 | −81.5 (3) |
C13i—Fe1—C23—C22 | −161.0 (3) | C32—Fe2—C44—C45 | 164.3 (4) |
C13—Fe1—C23—C22 | −120.2 (3) | C43—Fe2—C44—C45 | 121.0 (4) |
C41—Fe2—C31—C32 | 119.1 (2) | C33—Fe2—C44—C45 | −164.4 (2) |
C42—Fe2—C31—C32 | 76.3 (3) | C31—Fe2—C44—C45 | −46.8 (5) |
C35—Fe2—C31—C32 | −117.0 (2) | C34—Fe2—C44—C45 | −123.3 (2) |
C45—Fe2—C31—C32 | 162.2 (2) | C41—Fe2—C44—C43 | −82.4 (3) |
C43—Fe2—C31—C32 | 41.7 (6) | C42—Fe2—C44—C43 | −37.7 (3) |
C44—Fe2—C31—C32 | −164.5 (4) | C35—Fe2—C44—C43 | 157.4 (3) |
C33—Fe2—C31—C32 | −36.82 (16) | C45—Fe2—C44—C43 | −121.0 (4) |
C34—Fe2—C31—C32 | −80.19 (18) | C32—Fe2—C44—C43 | 43.2 (6) |
C41—Fe2—C31—C35 | −123.9 (2) | C33—Fe2—C44—C43 | 74.6 (3) |
C42—Fe2—C31—C35 | −166.7 (2) | C31—Fe2—C44—C43 | −167.8 (3) |
C45—Fe2—C31—C35 | −80.7 (2) | C34—Fe2—C44—C43 | 115.7 (3) |
C32—Fe2—C31—C35 | 117.0 (2) | C43—C44—C45—C41 | −0.6 (4) |
C43—Fe2—C31—C35 | 158.7 (5) | Fe2—C44—C45—C41 | −59.6 (2) |
C44—Fe2—C31—C35 | −47.4 (4) | C43—C44—C45—Fe2 | 59.0 (2) |
C33—Fe2—C31—C35 | 80.22 (18) | C42—C41—C45—C44 | 0.4 (4) |
C34—Fe2—C31—C35 | 36.85 (16) | Fe2—C41—C45—C44 | 60.8 (2) |
C41—Fe2—C31—B2 | −3.8 (3) | C42—C41—C45—Fe2 | −60.4 (3) |
C42—Fe2—C31—B2 | −46.6 (3) | C41—Fe2—C45—C44 | −118.5 (4) |
C35—Fe2—C31—B2 | 120.1 (3) | C42—Fe2—C45—C44 | −79.7 (3) |
C45—Fe2—C31—B2 | 39.4 (3) | C35—Fe2—C45—C44 | 116.7 (2) |
C32—Fe2—C31—B2 | −122.9 (3) | C32—Fe2—C45—C44 | −164.6 (3) |
C43—Fe2—C31—B2 | −81.2 (6) | C43—Fe2—C45—C44 | −36.3 (2) |
C44—Fe2—C31—B2 | 72.7 (4) | C33—Fe2—C45—C44 | 39.0 (5) |
C33—Fe2—C31—B2 | −159.7 (2) | C31—Fe2—C45—C44 | 160.3 (2) |
C34—Fe2—C31—B2 | 157.0 (2) | C34—Fe2—C45—C44 | 74.3 (3) |
C35—C31—C32—C33 | 0.1 (3) | C42—Fe2—C45—C41 | 38.7 (3) |
B2—C31—C32—C33 | 170.1 (2) | C35—Fe2—C45—C41 | −124.9 (3) |
Fe2—C31—C32—C33 | 59.43 (18) | C32—Fe2—C45—C41 | −46.2 (5) |
C35—C31—C32—Fe2 | −59.29 (17) | C43—Fe2—C45—C41 | 82.2 (3) |
B2—C31—C32—Fe2 | 110.7 (2) | C44—Fe2—C45—C41 | 118.5 (4) |
C41—Fe2—C32—C33 | 158.4 (3) | C33—Fe2—C45—C41 | 157.5 (4) |
C42—Fe2—C32—C33 | 115.4 (2) | C31—Fe2—C45—C41 | −81.3 (3) |
C35—Fe2—C32—C33 | −80.96 (17) | C34—Fe2—C45—C41 | −167.2 (3) |
C45—Fe2—C32—C33 | −167.2 (4) | B2—O1—B1—O1i | 7.6 (4) |
C43—Fe2—C32—C33 | 73.9 (2) | B2—O1—B1—C11 | −172.4 (3) |
C44—Fe2—C32—C33 | 42.0 (5) | C12—C11—B1—O1i | 174.2 (3) |
C31—Fe2—C32—C33 | −120.3 (2) | C12i—C11—B1—O1i | 5.8 (5) |
C34—Fe2—C32—C33 | −37.29 (17) | Fe1—C11—B1—O1i | 90.0 (3) |
C41—Fe2—C32—C31 | −81.4 (2) | C12—C11—B1—O1 | −5.8 (5) |
C42—Fe2—C32—C31 | −124.3 (2) | C12i—C11—B1—O1 | −174.2 (3) |
C35—Fe2—C32—C31 | 39.30 (15) | Fe1—C11—B1—O1 | −90.0 (3) |
C45—Fe2—C32—C31 | −47.0 (4) | B2i—O2—B2—O1 | −5.9 (5) |
C43—Fe2—C32—C31 | −165.8 (2) | B2i—O2—B2—C31 | 175.50 (17) |
C44—Fe2—C32—C31 | 162.3 (4) | B1—O1—B2—O2 | −0.9 (3) |
C33—Fe2—C32—C31 | 120.3 (2) | B1—O1—B2—C31 | 177.6 (2) |
C34—Fe2—C32—C31 | 82.97 (17) | C32—C31—B2—O2 | −171.7 (2) |
C31—C32—C33—C34 | 0.1 (3) | C35—C31—B2—O2 | −3.7 (4) |
Fe2—C32—C33—C34 | 59.43 (19) | Fe2—C31—B2—O2 | −86.9 (3) |
C31—C32—C33—Fe2 | −59.29 (17) | C32—C31—B2—O1 | 9.7 (4) |
C41—Fe2—C33—C32 | −52.9 (5) | C35—C31—B2—O1 | 177.8 (2) |
C42—Fe2—C33—C32 | −83.2 (2) | Fe2—C31—B2—O1 | 94.6 (2) |
Symmetry code: (i) −x+1, y, z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C32—H32···C43ii | 0.93 | 2.70 | 3.609 (5) | 166 |
C34—H34···C32iii | 0.93 | 2.88 | 3.653 (5) | 142 |
C35—H35···O1iii | 0.93 | 2.70 | 3.517 (4) | 147 |
C44—H44···C35iii | 0.93 | 2.90 | 3.676 (6) | 142 |
Symmetry codes: (ii) −x+1/2, −y+3/2, z−1/2; (iii) x, −y+2, z+1/2. |
(IIRT) triferrocenylborazine
top
Crystal data top
C30H30B3Fe3N3 | Dx = 1.514 Mg m−3 |
Mr = 632.55 | Mo Kα radiation, λ = 0.71073 Å |
Orthorhombic, Cmc21 | Cell parameters from 99 reflections |
a = 17.895 (3) Å | θ = 3–23° |
b = 14.792 (3) Å | µ = 1.57 mm−1 |
c = 10.4806 (18) Å | T = 294 K |
V = 2774.3 (9) Å3 | Plate, orange |
Z = 4 | 0.55 × 0.33 × 0.08 mm |
F(000) = 1296 | |
Data collection top
SIEMENS SMART CCD diffractometer | 3164 independent reflections |
Radiation source: normal-focus sealed tube | 1953 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.095 |
ω scans | θmax = 28.0°, θmin = 1.8° |
Absorption correction: numerical (SHELXTL, Sheldrick, 1996) | h = −22→22 |
Tmin = 0.389, Tmax = 0.885 | k = −19→19 |
15621 measured reflections | l = −12→13 |
Refinement top
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)] = 0.052 | H atom parameters constrained |
wR(F2) = 0.111 | w = 1/[σ2(Fo2) + (0.03P)2 + 3.P] where P = (Fo2 + 2Fc2)/3 |
S = 1.11 | (Δ/σ)max < 0.001 |
3164 reflections | Δρmax = 0.40 e Å−3 |
184 parameters | Δρmin = −0.44 e Å−3 |
1 restraint | Absolute structure: Flack (1983) |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.01 (4) |
Crystal data top
C30H30B3Fe3N3 | V = 2774.3 (9) Å3 |
Mr = 632.55 | Z = 4 |
Orthorhombic, Cmc21 | Mo Kα radiation |
a = 17.895 (3) Å | µ = 1.57 mm−1 |
b = 14.792 (3) Å | T = 294 K |
c = 10.4806 (18) Å | 0.55 × 0.33 × 0.08 mm |
Data collection top
SIEMENS SMART CCD diffractometer | 3164 independent reflections |
Absorption correction: numerical (SHELXTL, Sheldrick, 1996) | 1953 reflections with I > 2σ(I) |
Tmin = 0.389, Tmax = 0.885 | Rint = 0.095 |
15621 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.052 | H atom parameters constrained |
wR(F2) = 0.111 | Δρmax = 0.40 e Å−3 |
S = 1.11 | Δρmin = −0.44 e Å−3 |
3164 reflections | Absolute structure: Flack (1983) |
184 parameters | Absolute structure parameter: 0.01 (4) |
1 restraint | |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Fe1 | 0.5000 | 0.37819 (6) | 0.78174 (8) | 0.0575 (3) | |
Fe2 | 0.69025 (4) | 0.12322 (4) | 0.29459 (6) | 0.0618 (2) | |
N1 | 0.5678 (3) | 0.1503 (3) | 0.6181 (3) | 0.0586 (12) | |
H1 | 0.6093 | 0.1694 | 0.6496 | 0.070* | |
N2 | 0.5000 | 0.0612 (4) | 0.4627 (5) | 0.0649 (18) | |
H2 | 0.5000 | 0.0229 | 0.4009 | 0.078* | |
C11 | 0.5000 | 0.2408 (4) | 0.7979 (8) | 0.0577 (18) | |
C12 | 0.5640 (4) | 0.2785 (3) | 0.8615 (5) | 0.0615 (16) | |
H12 | 0.6137 | 0.2662 | 0.8421 | 0.074* | |
C13 | 0.5387 (3) | 0.3375 (4) | 0.9584 (5) | 0.0670 (18) | |
H13 | 0.5690 | 0.3708 | 1.0131 | 0.080* | |
C21 | 0.5000 | 0.4090 (7) | 0.5936 (9) | 0.095 (4) | |
H21 | 0.5000 | 0.3674 | 0.5270 | 0.114* | |
C22 | 0.5639 (5) | 0.4451 (5) | 0.6515 (7) | 0.090 (2) | |
H22 | 0.6133 | 0.4316 | 0.6315 | 0.108* | |
C23 | 0.5389 (4) | 0.5059 (5) | 0.7460 (7) | 0.092 (3) | |
H23 | 0.5692 | 0.5402 | 0.7994 | 0.110* | |
C31 | 0.6454 (3) | 0.0586 (3) | 0.4502 (5) | 0.0556 (14) | |
C32 | 0.7192 (4) | 0.0905 (4) | 0.4776 (5) | 0.0635 (16) | |
H32 | 0.7316 | 0.1307 | 0.5425 | 0.076* | |
C33 | 0.7706 (4) | 0.0509 (4) | 0.3896 (5) | 0.0692 (16) | |
H33 | 0.8219 | 0.0612 | 0.3867 | 0.083* | |
C34 | 0.7302 (3) | −0.0060 (3) | 0.3088 (7) | 0.0644 (14) | |
H34 | 0.7500 | −0.0410 | 0.2432 | 0.077* | |
C35 | 0.6536 (3) | −0.0014 (3) | 0.3442 (5) | 0.0617 (16) | |
H35 | 0.6149 | −0.0326 | 0.3046 | 0.074* | |
C41 | 0.6266 (8) | 0.2336 (7) | 0.2545 (11) | 0.142 (5) | |
H41 | 0.5867 | 0.2554 | 0.3024 | 0.171* | |
C42 | 0.7035 (8) | 0.2571 (5) | 0.2690 (9) | 0.131 (4) | |
H42 | 0.7236 | 0.2964 | 0.3293 | 0.157* | |
C43 | 0.7425 (5) | 0.2101 (6) | 0.1763 (8) | 0.101 (3) | |
H43 | 0.7938 | 0.2126 | 0.1624 | 0.121* | |
C44 | 0.6925 (7) | 0.1592 (6) | 0.1083 (7) | 0.100 (3) | |
H44 | 0.7044 | 0.1216 | 0.0403 | 0.120* | |
C45 | 0.6227 (6) | 0.1723 (7) | 0.1557 (11) | 0.118 (3) | |
H45 | 0.5794 | 0.1445 | 0.1263 | 0.141* | |
B1 | 0.5000 | 0.1796 (5) | 0.6759 (7) | 0.053 (2) | |
B2 | 0.5708 (4) | 0.0903 (4) | 0.5098 (5) | 0.0587 (17) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Fe1 | 0.0924 (8) | 0.0447 (5) | 0.0355 (5) | 0.000 | 0.000 | 0.0051 (5) |
Fe2 | 0.0989 (6) | 0.0442 (3) | 0.0421 (3) | −0.0014 (3) | −0.0003 (6) | 0.0043 (4) |
N1 | 0.082 (4) | 0.050 (2) | 0.045 (2) | −0.003 (2) | −0.006 (2) | −0.0080 (18) |
N2 | 0.092 (6) | 0.060 (4) | 0.042 (3) | 0.000 | 0.000 | −0.011 (3) |
C11 | 0.096 (6) | 0.042 (3) | 0.035 (4) | 0.000 | 0.000 | 0.005 (4) |
C12 | 0.093 (5) | 0.048 (3) | 0.044 (3) | 0.012 (3) | −0.001 (3) | 0.001 (2) |
C13 | 0.104 (5) | 0.058 (3) | 0.039 (3) | −0.003 (3) | −0.012 (3) | −0.004 (3) |
C21 | 0.172 (13) | 0.074 (6) | 0.039 (5) | 0.000 | 0.000 | 0.018 (5) |
C22 | 0.108 (7) | 0.086 (5) | 0.077 (4) | 0.000 (4) | 0.021 (4) | 0.042 (4) |
C23 | 0.135 (7) | 0.057 (4) | 0.083 (5) | −0.016 (3) | −0.002 (3) | 0.017 (4) |
C31 | 0.085 (4) | 0.043 (3) | 0.040 (3) | 0.000 (3) | −0.006 (3) | 0.003 (2) |
C32 | 0.095 (5) | 0.052 (3) | 0.044 (3) | −0.004 (3) | −0.003 (3) | 0.000 (3) |
C33 | 0.080 (5) | 0.068 (4) | 0.059 (3) | −0.002 (3) | 0.000 (3) | 0.001 (3) |
C34 | 0.086 (4) | 0.055 (3) | 0.053 (3) | 0.002 (3) | 0.009 (4) | −0.005 (3) |
C35 | 0.093 (5) | 0.041 (3) | 0.052 (3) | −0.010 (3) | −0.011 (3) | −0.006 (2) |
C41 | 0.235 (13) | 0.093 (7) | 0.098 (8) | 0.088 (8) | 0.035 (8) | 0.042 (6) |
C42 | 0.272 (13) | 0.042 (4) | 0.079 (7) | −0.024 (6) | −0.010 (9) | 0.006 (4) |
C43 | 0.144 (8) | 0.084 (5) | 0.075 (5) | −0.022 (5) | 0.004 (5) | 0.036 (4) |
C44 | 0.169 (10) | 0.082 (5) | 0.048 (4) | −0.022 (6) | −0.018 (5) | 0.019 (4) |
C45 | 0.123 (9) | 0.124 (8) | 0.106 (7) | 0.018 (7) | −0.028 (6) | 0.062 (7) |
B1 | 0.085 (7) | 0.040 (4) | 0.035 (4) | 0.000 | 0.000 | 0.003 (3) |
B2 | 0.087 (5) | 0.047 (3) | 0.042 (3) | −0.007 (4) | −0.006 (3) | 0.006 (3) |
Geometric parameters (Å, º) top
Fe1—C21 | 2.024 (9) | C13—C13i | 1.385 (12) |
Fe1—C22i | 2.038 (6) | C13—H13 | 0.9300 |
Fe1—C22 | 2.038 (6) | C21—C22i | 1.401 (9) |
Fe1—C11 | 2.039 (6) | C21—C22 | 1.401 (9) |
Fe1—C12 | 2.046 (5) | C21—H21 | 0.9300 |
Fe1—C12i | 2.046 (5) | C22—C23 | 1.412 (10) |
Fe1—C23i | 2.048 (7) | C22—H22 | 0.9300 |
Fe1—C23 | 2.048 (7) | C23—C23i | 1.392 (14) |
Fe1—C13 | 2.067 (5) | C23—H23 | 0.9300 |
Fe1—C13i | 2.067 (5) | C31—C35 | 1.429 (7) |
Fe2—C42 | 2.012 (7) | C31—C32 | 1.431 (8) |
Fe2—C43 | 2.016 (7) | C31—B2 | 1.547 (9) |
Fe2—C35 | 2.025 (5) | C32—C33 | 1.429 (8) |
Fe2—C44 | 2.024 (7) | C32—H32 | 0.9300 |
Fe2—C45 | 2.027 (8) | C33—C34 | 1.396 (8) |
Fe2—C41 | 2.035 (8) | C33—H33 | 0.9300 |
Fe2—C32 | 2.045 (5) | C34—C35 | 1.423 (7) |
Fe2—C34 | 2.047 (5) | C34—H34 | 0.9300 |
Fe2—C33 | 2.051 (6) | C35—H35 | 0.9300 |
Fe2—C31 | 2.053 (5) | C41—C45 | 1.377 (13) |
N1—B1 | 1.423 (6) | C41—C42 | 1.429 (13) |
N1—B2 | 1.442 (7) | C41—H41 | 0.9300 |
N1—H1 | 0.8600 | C42—C43 | 1.384 (11) |
N2—B2 | 1.427 (7) | C42—H42 | 0.9300 |
N2—B2i | 1.427 (7) | C43—C44 | 1.370 (11) |
N2—H2 | 0.8600 | C43—H43 | 0.9300 |
C11—C12 | 1.439 (7) | C44—C45 | 1.358 (12) |
C11—C12i | 1.439 (7) | C44—H44 | 0.9300 |
C11—B1 | 1.567 (11) | C45—H45 | 0.9300 |
C12—C13 | 1.414 (7) | B1—N1i | 1.423 (6) |
C12—H12 | 0.9300 | | |
| | | |
C21—Fe1—C22i | 40.4 (3) | C12—C11—Fe1 | 69.6 (3) |
C21—Fe1—C22 | 40.4 (3) | C12i—C11—Fe1 | 69.6 (3) |
C22i—Fe1—C22 | 68.3 (5) | B1—C11—Fe1 | 120.5 (5) |
C21—Fe1—C11 | 107.8 (4) | C13—C12—C11 | 108.5 (6) |
C22i—Fe1—C11 | 122.7 (3) | C13—C12—Fe1 | 70.7 (3) |
C22—Fe1—C11 | 122.7 (3) | C11—C12—Fe1 | 69.1 (3) |
C21—Fe1—C12 | 124.1 (3) | C13—C12—H12 | 125.8 |
C22i—Fe1—C12 | 159.8 (3) | C11—C12—H12 | 125.8 |
C22—Fe1—C12 | 108.0 (3) | Fe1—C12—H12 | 126.0 |
C11—Fe1—C12 | 41.24 (19) | C13i—C13—C12 | 108.7 (4) |
C21—Fe1—C12i | 124.1 (3) | C13i—C13—Fe1 | 70.43 (17) |
C22i—Fe1—C12i | 108.0 (3) | C12—C13—Fe1 | 69.1 (3) |
C22—Fe1—C12i | 159.8 (3) | C13i—C13—H13 | 125.6 |
C11—Fe1—C12i | 41.24 (19) | C12—C13—H13 | 125.6 |
C12—Fe1—C12i | 68.1 (3) | Fe1—C13—H13 | 126.4 |
C21—Fe1—C23i | 67.3 (4) | C22i—C21—C22 | 109.5 (12) |
C22i—Fe1—C23i | 40.4 (3) | C22i—C21—Fe1 | 70.3 (5) |
C22—Fe1—C23i | 67.7 (3) | C22—C21—Fe1 | 70.3 (5) |
C11—Fe1—C23i | 159.2 (2) | C22i—C21—H21 | 125.2 |
C12—Fe1—C23i | 158.4 (3) | C22—C21—H21 | 125.2 |
C12i—Fe1—C23i | 123.3 (3) | Fe1—C21—H21 | 125.7 |
C21—Fe1—C23 | 67.3 (4) | C21—C22—C23 | 106.7 (8) |
C22i—Fe1—C23 | 67.7 (3) | C21—C22—Fe1 | 69.3 (5) |
C22—Fe1—C23 | 40.4 (3) | C23—C22—Fe1 | 70.2 (4) |
C11—Fe1—C23 | 159.2 (2) | C21—C22—H22 | 126.6 |
C12—Fe1—C23 | 123.3 (3) | C23—C22—H22 | 126.6 |
C12i—Fe1—C23 | 158.4 (3) | Fe1—C22—H22 | 125.5 |
C23i—Fe1—C23 | 39.7 (4) | C23i—C23—C22 | 108.5 (5) |
C21—Fe1—C13 | 159.82 (19) | C23i—C23—Fe1 | 70.14 (19) |
C22i—Fe1—C13 | 158.4 (3) | C22—C23—Fe1 | 69.4 (4) |
C22—Fe1—C13 | 123.6 (3) | C23i—C23—H23 | 125.7 |
C11—Fe1—C13 | 68.6 (3) | C22—C23—H23 | 125.7 |
C12—Fe1—C13 | 40.2 (2) | Fe1—C23—H23 | 126.3 |
C12i—Fe1—C13 | 67.2 (2) | C35—C31—C32 | 105.5 (5) |
C23i—Fe1—C13 | 123.1 (3) | C35—C31—B2 | 126.2 (5) |
C23—Fe1—C13 | 108.6 (3) | C32—C31—B2 | 127.9 (5) |
C21—Fe1—C13i | 159.82 (19) | C35—C31—Fe2 | 68.4 (3) |
C22i—Fe1—C13i | 123.6 (3) | C32—C31—Fe2 | 69.2 (3) |
C22—Fe1—C13i | 158.4 (3) | B2—C31—Fe2 | 121.1 (4) |
C11—Fe1—C13i | 68.6 (3) | C33—C32—C31 | 109.2 (5) |
C12—Fe1—C13i | 67.2 (2) | C33—C32—Fe2 | 69.8 (3) |
C12i—Fe1—C13i | 40.2 (2) | C31—C32—Fe2 | 69.9 (3) |
C23i—Fe1—C13i | 108.6 (3) | C33—C32—H32 | 125.4 |
C23—Fe1—C13i | 123.1 (3) | C31—C32—H32 | 125.4 |
C13—Fe1—C13i | 39.2 (3) | Fe2—C32—H32 | 126.5 |
C42—Fe2—C43 | 40.2 (3) | C34—C33—C32 | 107.8 (6) |
C42—Fe2—C35 | 165.6 (4) | C34—C33—Fe2 | 69.9 (3) |
C43—Fe2—C35 | 152.7 (3) | C32—C33—Fe2 | 69.4 (3) |
C42—Fe2—C44 | 67.1 (4) | C34—C33—H33 | 126.1 |
C43—Fe2—C44 | 39.6 (3) | C32—C33—H33 | 126.1 |
C35—Fe2—C44 | 119.6 (3) | Fe2—C33—H33 | 126.2 |
C42—Fe2—C45 | 67.8 (4) | C33—C34—C35 | 108.2 (5) |
C43—Fe2—C45 | 66.9 (4) | C33—C34—Fe2 | 70.2 (3) |
C35—Fe2—C45 | 108.5 (3) | C35—C34—Fe2 | 68.7 (3) |
C44—Fe2—C45 | 39.2 (4) | C33—C34—H34 | 125.9 |
C42—Fe2—C41 | 41.3 (4) | C35—C34—H34 | 125.9 |
C43—Fe2—C41 | 67.8 (4) | Fe2—C34—H34 | 126.7 |
C35—Fe2—C41 | 127.0 (5) | C34—C35—C31 | 109.3 (5) |
C44—Fe2—C41 | 66.5 (4) | C34—C35—Fe2 | 70.4 (3) |
C45—Fe2—C41 | 39.6 (4) | C31—C35—Fe2 | 70.6 (3) |
C42—Fe2—C32 | 109.1 (3) | C34—C35—H35 | 125.3 |
C43—Fe2—C32 | 127.6 (3) | C31—C35—H35 | 125.3 |
C35—Fe2—C32 | 68.0 (2) | Fe2—C35—H35 | 125.3 |
C44—Fe2—C32 | 164.2 (4) | C45—C41—C42 | 106.8 (10) |
C45—Fe2—C32 | 155.4 (4) | C45—C41—Fe2 | 69.9 (5) |
C41—Fe2—C32 | 121.7 (4) | C42—C41—Fe2 | 68.5 (5) |
C42—Fe2—C34 | 152.6 (4) | C45—C41—H41 | 126.6 |
C43—Fe2—C34 | 118.5 (3) | C42—C41—H41 | 126.6 |
C35—Fe2—C34 | 40.9 (2) | Fe2—C41—H41 | 126.6 |
C44—Fe2—C34 | 108.0 (3) | C43—C42—C41 | 106.8 (9) |
C45—Fe2—C34 | 126.6 (4) | C43—C42—Fe2 | 70.1 (4) |
C41—Fe2—C34 | 163.8 (5) | C41—C42—Fe2 | 70.2 (4) |
C32—Fe2—C34 | 67.8 (3) | C43—C42—H42 | 126.6 |
C42—Fe2—C33 | 119.7 (4) | C41—C42—H42 | 126.6 |
C43—Fe2—C33 | 107.8 (3) | Fe2—C42—H42 | 124.8 |
C35—Fe2—C33 | 68.1 (2) | C44—C43—C42 | 108.1 (9) |
C44—Fe2—C33 | 126.3 (4) | C44—C43—Fe2 | 70.5 (4) |
C45—Fe2—C33 | 162.6 (4) | C42—C43—Fe2 | 69.7 (4) |
C41—Fe2—C33 | 155.7 (5) | C44—C43—H43 | 125.9 |
C32—Fe2—C33 | 40.8 (2) | C42—C43—H43 | 125.9 |
C34—Fe2—C33 | 39.8 (2) | Fe2—C43—H43 | 125.4 |
C42—Fe2—C31 | 127.6 (4) | C45—C44—C43 | 109.5 (9) |
C43—Fe2—C31 | 165.1 (3) | C45—C44—Fe2 | 70.5 (4) |
C35—Fe2—C31 | 41.03 (19) | C43—C44—Fe2 | 69.9 (4) |
C44—Fe2—C31 | 153.7 (3) | C45—C44—H44 | 125.3 |
C45—Fe2—C31 | 120.3 (4) | C43—C44—H44 | 125.3 |
C41—Fe2—C31 | 108.6 (3) | Fe2—C44—H44 | 125.9 |
C32—Fe2—C31 | 40.9 (2) | C44—C45—C41 | 108.8 (11) |
C34—Fe2—C31 | 69.1 (2) | C44—C45—Fe2 | 70.3 (5) |
C33—Fe2—C31 | 69.3 (2) | C41—C45—Fe2 | 70.5 (5) |
B1—N1—B2 | 123.7 (5) | C44—C45—H45 | 125.6 |
B1—N1—H1 | 118.2 | C41—C45—H45 | 125.6 |
B2—N1—H1 | 118.2 | Fe2—C45—H45 | 125.2 |
B2—N2—B2i | 125.3 (7) | N1i—B1—N1 | 116.9 (6) |
B2—N2—H2 | 117.4 | N1i—B1—C11 | 121.5 (3) |
B2i—N2—H2 | 117.4 | N1—B1—C11 | 121.5 (3) |
C12—C11—C12i | 105.6 (7) | N2—B2—N1 | 115.2 (6) |
C12—C11—B1 | 127.0 (4) | N2—B2—C31 | 122.3 (5) |
C12i—C11—B1 | 127.0 (4) | N1—B2—C31 | 122.5 (6) |
| | | |
C21—Fe1—C11—C12 | 121.8 (4) | C35—Fe2—C33—C34 | 37.8 (3) |
C22i—Fe1—C11—C12 | 163.6 (4) | C44—Fe2—C33—C34 | −73.7 (5) |
C22—Fe1—C11—C12 | 80.0 (5) | C45—Fe2—C33—C34 | −44.4 (12) |
C12i—Fe1—C11—C12 | −116.4 (7) | C41—Fe2—C33—C34 | 171.3 (8) |
C23i—Fe1—C11—C12 | −165.4 (9) | C32—Fe2—C33—C34 | 119.0 (5) |
C23—Fe1—C11—C12 | 49.0 (12) | C31—Fe2—C33—C34 | 81.9 (4) |
C13—Fe1—C11—C12 | −37.1 (4) | C42—Fe2—C33—C32 | 85.3 (5) |
C13i—Fe1—C11—C12 | −79.3 (4) | C43—Fe2—C33—C32 | 127.5 (4) |
C21—Fe1—C11—C12i | −121.8 (4) | C35—Fe2—C33—C32 | −81.2 (4) |
C22i—Fe1—C11—C12i | −80.0 (5) | C44—Fe2—C33—C32 | 167.3 (4) |
C22—Fe1—C11—C12i | −163.6 (4) | C45—Fe2—C33—C32 | −163.4 (11) |
C12—Fe1—C11—C12i | 116.4 (7) | C41—Fe2—C33—C32 | 52.3 (10) |
C23i—Fe1—C11—C12i | −49.0 (12) | C34—Fe2—C33—C32 | −119.0 (5) |
C23—Fe1—C11—C12i | 165.4 (9) | C31—Fe2—C33—C32 | −37.1 (3) |
C13—Fe1—C11—C12i | 79.3 (4) | C32—C33—C34—C35 | 0.9 (6) |
C13i—Fe1—C11—C12i | 37.1 (4) | Fe2—C33—C34—C35 | −58.4 (4) |
C21—Fe1—C11—B1 | 0.000 (2) | C32—C33—C34—Fe2 | 59.3 (4) |
C22i—Fe1—C11—B1 | 41.8 (3) | C42—Fe2—C34—C33 | 50.8 (10) |
C22—Fe1—C11—B1 | −41.8 (3) | C43—Fe2—C34—C33 | 83.7 (5) |
C12—Fe1—C11—B1 | −121.8 (4) | C35—Fe2—C34—C33 | −119.7 (5) |
C12i—Fe1—C11—B1 | 121.8 (4) | C44—Fe2—C34—C33 | 125.6 (5) |
C23i—Fe1—C11—B1 | 72.8 (10) | C45—Fe2—C34—C33 | 164.9 (5) |
C23—Fe1—C11—B1 | −72.8 (10) | C41—Fe2—C34—C33 | −167.1 (11) |
C13—Fe1—C11—B1 | −158.91 (18) | C32—Fe2—C34—C33 | −38.2 (4) |
C13i—Fe1—C11—B1 | 158.91 (18) | C31—Fe2—C34—C33 | −82.2 (4) |
C12i—C11—C12—C13 | −0.7 (7) | C42—Fe2—C34—C35 | 170.6 (7) |
B1—C11—C12—C13 | 173.4 (6) | C43—Fe2—C34—C35 | −156.5 (4) |
Fe1—C11—C12—C13 | 60.0 (4) | C44—Fe2—C34—C35 | −114.7 (4) |
C12i—C11—C12—Fe1 | −60.7 (4) | C45—Fe2—C34—C35 | −75.4 (5) |
B1—C11—C12—Fe1 | 113.5 (7) | C41—Fe2—C34—C35 | −47.4 (13) |
C21—Fe1—C12—C13 | 162.8 (4) | C32—Fe2—C34—C35 | 81.6 (4) |
C22i—Fe1—C12—C13 | −162.8 (7) | C33—Fe2—C34—C35 | 119.7 (5) |
C22—Fe1—C12—C13 | 121.1 (4) | C31—Fe2—C34—C35 | 37.5 (3) |
C11—Fe1—C12—C13 | −119.5 (6) | C33—C34—C35—C31 | −0.7 (6) |
C12i—Fe1—C12—C13 | −80.0 (3) | Fe2—C34—C35—C31 | −60.0 (4) |
C23i—Fe1—C12—C13 | 46.4 (9) | C33—C34—C35—Fe2 | 59.3 (4) |
C23—Fe1—C12—C13 | 79.2 (5) | C32—C31—C35—C34 | 0.3 (6) |
C13i—Fe1—C12—C13 | −36.4 (4) | B2—C31—C35—C34 | 173.4 (5) |
C21—Fe1—C12—C11 | −77.7 (5) | Fe2—C31—C35—C34 | 59.9 (4) |
C22i—Fe1—C12—C11 | −43.3 (10) | C32—C31—C35—Fe2 | −59.7 (3) |
C22—Fe1—C12—C11 | −119.4 (5) | B2—C31—C35—Fe2 | 113.5 (5) |
C12i—Fe1—C12—C11 | 39.5 (4) | C42—Fe2—C35—C34 | −162.3 (14) |
C23i—Fe1—C12—C11 | 165.9 (7) | C43—Fe2—C35—C34 | 49.7 (8) |
C23—Fe1—C12—C11 | −161.3 (5) | C44—Fe2—C35—C34 | 83.5 (5) |
C13—Fe1—C12—C11 | 119.5 (6) | C45—Fe2—C35—C34 | 125.0 (5) |
C13i—Fe1—C12—C11 | 83.1 (4) | C41—Fe2—C35—C34 | 165.1 (5) |
C11—C12—C13—C13i | 0.4 (5) | C32—Fe2—C35—C34 | −81.0 (4) |
Fe1—C12—C13—C13i | 59.5 (4) | C33—Fe2—C35—C34 | −36.8 (3) |
C11—C12—C13—Fe1 | −59.0 (4) | C31—Fe2—C35—C34 | −119.9 (5) |
C21—Fe1—C13—C13i | −165.4 (11) | C42—Fe2—C35—C31 | −42.4 (15) |
C22i—Fe1—C13—C13i | 43.9 (7) | C43—Fe2—C35—C31 | 169.7 (7) |
C22—Fe1—C13—C13i | 162.2 (3) | C44—Fe2—C35—C31 | −156.5 (5) |
C11—Fe1—C13—C13i | −82.0 (3) | C45—Fe2—C35—C31 | −115.1 (5) |
C12—Fe1—C13—C13i | −120.0 (3) | C41—Fe2—C35—C31 | −75.0 (6) |
C12i—Fe1—C13—C13i | −37.4 (2) | C32—Fe2—C35—C31 | 38.9 (3) |
C23i—Fe1—C13—C13i | 78.5 (3) | C34—Fe2—C35—C31 | 119.9 (5) |
C23—Fe1—C13—C13i | 120.0 (2) | C33—Fe2—C35—C31 | 83.1 (3) |
C21—Fe1—C13—C12 | −45.4 (12) | C42—Fe2—C41—C45 | 118.4 (10) |
C22i—Fe1—C13—C12 | 163.9 (7) | C43—Fe2—C41—C45 | 80.1 (7) |
C22—Fe1—C13—C12 | −77.8 (4) | C35—Fe2—C41—C45 | −73.3 (8) |
C11—Fe1—C13—C12 | 38.0 (3) | C44—Fe2—C41—C45 | 36.9 (6) |
C12i—Fe1—C13—C12 | 82.7 (5) | C32—Fe2—C41—C45 | −158.4 (6) |
C23i—Fe1—C13—C12 | −161.4 (4) | C34—Fe2—C41—C45 | −36.2 (16) |
C23—Fe1—C13—C12 | −120.0 (4) | C33—Fe2—C41—C45 | 164.1 (7) |
C13i—Fe1—C13—C12 | 120.0 (3) | C31—Fe2—C41—C45 | −115.3 (7) |
C22—Fe1—C21—C22i | −120.3 (11) | C43—Fe2—C41—C42 | −38.3 (6) |
C11—Fe1—C21—C22i | 119.9 (5) | C35—Fe2—C41—C42 | 168.3 (5) |
C12—Fe1—C21—C22i | 162.4 (5) | C44—Fe2—C41—C42 | −81.5 (6) |
C12i—Fe1—C21—C22i | 77.3 (7) | C45—Fe2—C41—C42 | −118.4 (10) |
C23i—Fe1—C21—C22i | −38.5 (5) | C32—Fe2—C41—C42 | 83.2 (7) |
C23—Fe1—C21—C22i | −81.7 (6) | C34—Fe2—C41—C42 | −154.6 (11) |
C13—Fe1—C21—C22i | −163.9 (7) | C33—Fe2—C41—C42 | 45.7 (12) |
C13i—Fe1—C21—C22i | 43.6 (15) | C31—Fe2—C41—C42 | 126.3 (6) |
C22i—Fe1—C21—C22 | 120.3 (11) | C45—C41—C42—C43 | 1.2 (9) |
C11—Fe1—C21—C22 | −119.9 (5) | Fe2—C41—C42—C43 | 60.8 (5) |
C12—Fe1—C21—C22 | −77.3 (7) | C45—C41—C42—Fe2 | −59.6 (6) |
C12i—Fe1—C21—C22 | −162.4 (5) | C35—Fe2—C42—C43 | −157.8 (11) |
C23i—Fe1—C21—C22 | 81.7 (6) | C44—Fe2—C42—C43 | −37.3 (6) |
C23—Fe1—C21—C22 | 38.5 (5) | C45—Fe2—C42—C43 | −79.9 (6) |
C13—Fe1—C21—C22 | −43.6 (15) | C41—Fe2—C42—C43 | −117.2 (9) |
C13i—Fe1—C21—C22 | 163.9 (7) | C32—Fe2—C42—C43 | 126.2 (6) |
C22i—C21—C22—C23 | −0.9 (10) | C34—Fe2—C42—C43 | 47.7 (11) |
Fe1—C21—C22—C23 | −60.5 (5) | C33—Fe2—C42—C43 | 82.6 (6) |
C22i—C21—C22—Fe1 | 59.6 (6) | C31—Fe2—C42—C43 | 168.2 (5) |
C22i—Fe1—C22—C21 | −37.0 (7) | C43—Fe2—C42—C41 | 117.2 (9) |
C11—Fe1—C22—C21 | 78.8 (7) | C35—Fe2—C42—C41 | −40.6 (16) |
C12—Fe1—C22—C21 | 121.8 (6) | C44—Fe2—C42—C41 | 79.9 (6) |
C12i—Fe1—C22—C21 | 46.3 (11) | C45—Fe2—C42—C41 | 37.3 (6) |
C23i—Fe1—C22—C21 | −80.8 (6) | C32—Fe2—C42—C41 | −116.6 (6) |
C23—Fe1—C22—C21 | −117.6 (8) | C34—Fe2—C42—C41 | 164.9 (7) |
C13—Fe1—C22—C21 | 163.4 (6) | C33—Fe2—C42—C41 | −160.2 (6) |
C13i—Fe1—C22—C21 | −164.9 (6) | C31—Fe2—C42—C41 | −74.6 (7) |
C21—Fe1—C22—C23 | 117.6 (8) | C41—C42—C43—C44 | −0.6 (9) |
C22i—Fe1—C22—C23 | 80.6 (5) | Fe2—C42—C43—C44 | 60.3 (5) |
C11—Fe1—C22—C23 | −163.6 (4) | C41—C42—C43—Fe2 | −60.9 (5) |
C12—Fe1—C22—C23 | −120.6 (4) | C42—Fe2—C43—C44 | −118.9 (9) |
C12i—Fe1—C22—C23 | 163.9 (7) | C35—Fe2—C43—C44 | 49.3 (10) |
C23i—Fe1—C22—C23 | 36.8 (4) | C45—Fe2—C43—C44 | −36.3 (6) |
C13—Fe1—C22—C23 | −79.0 (5) | C41—Fe2—C43—C44 | −79.5 (7) |
C13i—Fe1—C22—C23 | −47.3 (10) | C32—Fe2—C43—C44 | 166.9 (6) |
C21—C22—C23—C23i | 0.5 (6) | C34—Fe2—C43—C44 | 84.0 (7) |
Fe1—C22—C23—C23i | −59.4 (5) | C33—Fe2—C43—C44 | 126.0 (6) |
C21—C22—C23—Fe1 | 60.0 (5) | C31—Fe2—C43—C44 | −158.0 (10) |
C21—Fe1—C23—C23i | 81.3 (4) | C35—Fe2—C43—C42 | 168.2 (7) |
C22i—Fe1—C23—C23i | 37.5 (3) | C44—Fe2—C43—C42 | 118.9 (9) |
C22—Fe1—C23—C23i | 119.8 (4) | C45—Fe2—C43—C42 | 82.5 (6) |
C11—Fe1—C23—C23i | 161.7 (10) | C41—Fe2—C43—C42 | 39.4 (6) |
C12—Fe1—C23—C23i | −161.8 (3) | C32—Fe2—C43—C42 | −74.3 (7) |
C12i—Fe1—C23—C23i | −45.1 (7) | C34—Fe2—C43—C42 | −157.2 (6) |
C13—Fe1—C23—C23i | −119.8 (2) | C33—Fe2—C43—C42 | −115.2 (6) |
C13i—Fe1—C23—C23i | −79.1 (5) | C31—Fe2—C43—C42 | −39.2 (15) |
C21—Fe1—C23—C22 | −38.5 (5) | C42—C43—C44—C45 | −0.2 (9) |
C22i—Fe1—C23—C22 | −82.3 (6) | Fe2—C43—C44—C45 | 59.6 (5) |
C11—Fe1—C23—C22 | 41.9 (12) | C42—C43—C44—Fe2 | −59.8 (5) |
C12—Fe1—C23—C22 | 78.4 (6) | C42—Fe2—C44—C45 | −82.5 (7) |
C12i—Fe1—C23—C22 | −164.9 (7) | C43—Fe2—C44—C45 | −120.4 (9) |
C23i—Fe1—C23—C22 | −119.8 (4) | C35—Fe2—C44—C45 | 83.2 (6) |
C13—Fe1—C23—C22 | 120.4 (5) | C41—Fe2—C44—C45 | −37.4 (7) |
C13i—Fe1—C23—C22 | 161.2 (4) | C32—Fe2—C44—C45 | −161.7 (11) |
C42—Fe2—C31—C35 | 167.8 (5) | C34—Fe2—C44—C45 | 126.3 (6) |
C43—Fe2—C31—C35 | −161.3 (12) | C33—Fe2—C44—C45 | 166.6 (6) |
C44—Fe2—C31—C35 | 51.3 (8) | C31—Fe2—C44—C45 | 47.1 (10) |
C45—Fe2—C31—C35 | 83.7 (5) | C42—Fe2—C44—C43 | 37.9 (6) |
C41—Fe2—C31—C35 | 125.5 (6) | C35—Fe2—C44—C43 | −156.4 (5) |
C32—Fe2—C31—C35 | −117.2 (5) | C45—Fe2—C44—C43 | 120.4 (9) |
C34—Fe2—C31—C35 | −37.4 (3) | C41—Fe2—C44—C43 | 83.1 (7) |
C33—Fe2—C31—C35 | −80.1 (3) | C32—Fe2—C44—C43 | −41.3 (16) |
C42—Fe2—C31—C32 | −75.1 (6) | C34—Fe2—C44—C43 | −113.3 (6) |
C43—Fe2—C31—C32 | −44.1 (13) | C33—Fe2—C44—C43 | −73.0 (7) |
C35—Fe2—C31—C32 | 117.2 (5) | C31—Fe2—C44—C43 | 167.5 (6) |
C44—Fe2—C31—C32 | 168.4 (8) | C43—C44—C45—C41 | 1.0 (9) |
C45—Fe2—C31—C32 | −159.2 (5) | Fe2—C44—C45—C41 | 60.2 (6) |
C41—Fe2—C31—C32 | −117.3 (6) | C43—C44—C45—Fe2 | −59.2 (5) |
C34—Fe2—C31—C32 | 79.8 (4) | C42—C41—C45—C44 | −1.4 (9) |
C33—Fe2—C31—C32 | 37.0 (3) | Fe2—C41—C45—C44 | −60.1 (6) |
C42—Fe2—C31—B2 | 47.6 (7) | C42—C41—C45—Fe2 | 58.7 (6) |
C43—Fe2—C31—B2 | 78.5 (14) | C42—Fe2—C45—C44 | 80.4 (7) |
C35—Fe2—C31—B2 | −120.2 (6) | C43—Fe2—C45—C44 | 36.7 (5) |
C44—Fe2—C31—B2 | −68.9 (8) | C35—Fe2—C45—C44 | −114.4 (6) |
C45—Fe2—C31—B2 | −36.6 (6) | C41—Fe2—C45—C44 | 119.3 (10) |
C41—Fe2—C31—B2 | 5.3 (7) | C32—Fe2—C45—C44 | 168.1 (6) |
C32—Fe2—C31—B2 | 122.6 (6) | C34—Fe2—C45—C44 | −72.5 (7) |
C34—Fe2—C31—B2 | −157.6 (5) | C33—Fe2—C45—C44 | −38.6 (14) |
C33—Fe2—C31—B2 | 159.6 (5) | C31—Fe2—C45—C44 | −157.9 (5) |
C35—C31—C32—C33 | 0.3 (6) | C42—Fe2—C45—C41 | −38.9 (7) |
B2—C31—C32—C33 | −172.7 (5) | C43—Fe2—C45—C41 | −82.6 (7) |
Fe2—C31—C32—C33 | −58.9 (4) | C35—Fe2—C45—C41 | 126.2 (8) |
C35—C31—C32—Fe2 | 59.1 (3) | C44—Fe2—C45—C41 | −119.3 (10) |
B2—C31—C32—Fe2 | −113.9 (5) | C32—Fe2—C45—C41 | 48.8 (12) |
C42—Fe2—C32—C33 | −113.6 (5) | C34—Fe2—C45—C41 | 168.2 (7) |
C43—Fe2—C32—C33 | −72.5 (5) | C33—Fe2—C45—C41 | −157.9 (10) |
C35—Fe2—C32—C33 | 81.5 (4) | C31—Fe2—C45—C41 | 82.8 (8) |
C44—Fe2—C32—C33 | −40.4 (14) | B2—N1—B1—N1i | −2.8 (9) |
C45—Fe2—C32—C33 | 168.1 (8) | B2—N1—B1—C11 | 176.8 (5) |
C41—Fe2—C32—C33 | −157.5 (6) | C12—C11—B1—N1i | −176.7 (6) |
C34—Fe2—C32—C33 | 37.3 (3) | C12i—C11—B1—N1i | −3.8 (10) |
C31—Fe2—C32—C33 | 120.6 (5) | Fe1—C11—B1—N1i | −90.2 (5) |
C42—Fe2—C32—C31 | 125.9 (5) | C12—C11—B1—N1 | 3.8 (10) |
C43—Fe2—C32—C31 | 167.0 (4) | C12i—C11—B1—N1 | 176.7 (6) |
C35—Fe2—C32—C31 | −39.0 (3) | Fe1—C11—B1—N1 | 90.2 (5) |
C44—Fe2—C32—C31 | −161.0 (11) | B2i—N2—B2—N1 | 3.5 (10) |
C45—Fe2—C32—C31 | 47.6 (9) | B2i—N2—B2—C31 | −177.5 (4) |
C41—Fe2—C32—C31 | 81.9 (6) | B1—N1—B2—N2 | −0.1 (7) |
C34—Fe2—C32—C31 | −83.3 (4) | B1—N1—B2—C31 | −179.1 (5) |
C33—Fe2—C32—C31 | −120.6 (5) | C35—C31—B2—N2 | 0.2 (8) |
C31—C32—C33—C34 | −0.7 (6) | C32—C31—B2—N2 | 171.8 (5) |
Fe2—C32—C33—C34 | −59.6 (4) | Fe2—C31—B2—N2 | 85.0 (6) |
C31—C32—C33—Fe2 | 58.9 (4) | C35—C31—B2—N1 | 179.1 (5) |
C42—Fe2—C33—C34 | −155.7 (6) | C32—C31—B2—N1 | −9.2 (8) |
C43—Fe2—C33—C34 | −113.5 (5) | Fe2—C31—B2—N1 | −96.1 (5) |
Symmetry code: (i) −x+1, y, z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C32—H32···C43ii | 0.93 | 2.78 | 3.674 (10) | 162 |
C34—H34···C32iii | 0.93 | 2.93 | 3.695 (9) | 140 |
C35—H35···N1iii | 0.93 | 2.75 | 3.581 (7) | 149 |
C44—H44···C35iii | 0.93 | 2.86 | 3.687 (10) | 148 |
Symmetry codes: (ii) −x+3/2, −y+1/2, z+1/2; (iii) x, −y, z−1/2. |
(ILT) triferrocenylboroxine
top
Crystal data top
C30H27B3Fe3O3 | F(000) = 648 |
Mr = 635.50 | Dx = 1.625 Mg m−3 |
Monoclinic, P21 | Mo Kα radiation, λ = 0.71073 Å |
a = 10.896 (3) Å | Cell parameters from 51 reflections |
b = 10.345 (4) Å | θ = 3–23° |
c = 11.709 (5) Å | µ = 1.69 mm−1 |
β = 100.213 (18)° | T = 154 K |
V = 1298.9 (8) Å3 | Plate, orange |
Z = 2 | 0.59 × 0.50 × 0.19 mm |
Data collection top
SIEMENS SMART CCD diffractometer | 8438 independent reflections |
Radiation source: normal-focus sealed tube | 7048 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.114 |
ω scans | θmax = 32.6°, θmin = 1.8° |
Absorption correction: numerical (SHELXTL, Sheldrick, 1996) | h = −15→16 |
Tmin = 0.327, Tmax = 0.733 | k = −15→15 |
27634 measured reflections | l = −17→17 |
Refinement top
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)] = 0.080 | H atom parameters constrained |
wR(F2) = 0.210 | w = 1/[σ2(Fo2) + (0.07P)2 + 4.P] where P = (Fo2 + 2Fc2)/3 |
S = 1.25 | (Δ/σ)max = 0.001 |
8438 reflections | Δρmax = 2.25 e Å−3 |
353 parameters | Δρmin = −0.94 e Å−3 |
1 restraint | Absolute structure: Flack (1983) |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.16 (3) |
Crystal data top
C30H27B3Fe3O3 | V = 1298.9 (8) Å3 |
Mr = 635.50 | Z = 2 |
Monoclinic, P21 | Mo Kα radiation |
a = 10.896 (3) Å | µ = 1.69 mm−1 |
b = 10.345 (4) Å | T = 154 K |
c = 11.709 (5) Å | 0.59 × 0.50 × 0.19 mm |
β = 100.213 (18)° | |
Data collection top
SIEMENS SMART CCD diffractometer | 8438 independent reflections |
Absorption correction: numerical (SHELXTL, Sheldrick, 1996) | 7048 reflections with I > 2σ(I) |
Tmin = 0.327, Tmax = 0.733 | Rint = 0.114 |
27634 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.080 | H atom parameters constrained |
wR(F2) = 0.210 | Δρmax = 2.25 e Å−3 |
S = 1.25 | Δρmin = −0.94 e Å−3 |
8438 reflections | Absolute structure: Flack (1983) |
353 parameters | Absolute structure parameter: 0.16 (3) |
1 restraint | |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Fe1 | 0.11320 (8) | 0.33710 (6) | −0.36745 (8) | 0.01862 (18) | |
Fe2 | 0.20717 (8) | 0.81637 (8) | 0.05316 (7) | 0.02093 (18) | |
Fe3 | 0.57306 (7) | 0.82132 (7) | −0.32058 (7) | 0.01840 (17) | |
O1 | 0.2909 (4) | 0.4927 (4) | −0.0893 (4) | 0.0218 (8) | |
O2 | 0.4599 (4) | 0.6432 (4) | −0.0695 (4) | 0.0221 (9) | |
O3 | 0.4234 (4) | 0.5011 (4) | −0.2313 (4) | 0.0210 (8) | |
C11 | 0.2674 (5) | 0.3174 (7) | −0.2410 (5) | 0.0207 (10) | |
C12 | 0.2862 (6) | 0.2557 (6) | −0.3474 (5) | 0.0188 (11) | |
H12 | 0.3497 | 0.2770 | −0.3903 | 0.023* | |
C13 | 0.1957 (6) | 0.1597 (6) | −0.3769 (6) | 0.0215 (12) | |
H13 | 0.1881 | 0.1050 | −0.4429 | 0.026* | |
C14 | 0.1179 (6) | 0.1572 (6) | −0.2929 (6) | 0.0223 (12) | |
H14 | 0.0484 | 0.1018 | −0.2928 | 0.027* | |
C15 | 0.1618 (6) | 0.2522 (6) | −0.2091 (6) | 0.0209 (11) | |
H15 | 0.1271 | 0.2704 | −0.1419 | 0.025* | |
C21 | 0.0815 (9) | 0.5305 (7) | −0.3901 (8) | 0.0382 (19) | |
H21 | 0.1291 | 0.5975 | −0.3479 | 0.046* | |
C22 | 0.1035 (8) | 0.4760 (8) | −0.4928 (8) | 0.0364 (18) | |
H22 | 0.1690 | 0.4989 | −0.5327 | 0.044* | |
C23 | 0.0108 (8) | 0.3798 (8) | −0.5281 (7) | 0.0317 (16) | |
H23 | 0.0037 | 0.3279 | −0.5959 | 0.038* | |
C24 | −0.0687 (7) | 0.3747 (7) | −0.4450 (7) | 0.0309 (16) | |
H24 | −0.1382 | 0.3189 | −0.4466 | 0.037* | |
C25 | −0.0252 (8) | 0.4687 (8) | −0.3585 (7) | 0.0373 (18) | |
H25 | −0.0606 | 0.4872 | −0.2917 | 0.045* | |
C31 | 0.3151 (6) | 0.6529 (5) | 0.0765 (5) | 0.0193 (11) | |
C32 | 0.1986 (6) | 0.6337 (6) | 0.1164 (5) | 0.0211 (11) | |
H32 | 0.1375 | 0.5704 | 0.0884 | 0.025* | |
C33 | 0.1909 (6) | 0.7257 (6) | 0.2047 (6) | 0.0234 (12) | |
H33 | 0.1242 | 0.7336 | 0.2466 | 0.028* | |
C34 | 0.3004 (6) | 0.8048 (6) | 0.2201 (6) | 0.0248 (12) | |
H34 | 0.3184 | 0.8746 | 0.2732 | 0.030* | |
C35 | 0.3770 (6) | 0.7609 (6) | 0.1425 (6) | 0.0216 (12) | |
H35 | 0.4556 | 0.7960 | 0.1347 | 0.026* | |
C41 | 0.1820 (10) | 0.8677 (8) | −0.1185 (7) | 0.043 (2) | |
H41 | 0.2192 | 0.8269 | −0.1766 | 0.052* | |
C42 | 0.0674 (9) | 0.8354 (10) | −0.0865 (9) | 0.052 (2) | |
H42 | 0.0128 | 0.7689 | −0.1205 | 0.062* | |
C43 | 0.0469 (8) | 0.9173 (8) | 0.0037 (9) | 0.042 (2) | |
H43 | −0.0228 | 0.9148 | 0.0422 | 0.050* | |
C44 | 0.1484 (8) | 1.0041 (7) | 0.0273 (8) | 0.0364 (17) | |
H44 | 0.1584 | 1.0713 | 0.0835 | 0.044* | |
C45 | 0.2314 (8) | 0.9732 (8) | −0.0470 (8) | 0.0376 (18) | |
H45 | 0.3082 | 1.0157 | −0.0493 | 0.045* | |
C51 | 0.6021 (6) | 0.6633 (6) | −0.2144 (5) | 0.0188 (11) | |
C52 | 0.6703 (6) | 0.7740 (7) | −0.1618 (6) | 0.0215 (12) | |
H52 | 0.6606 | 0.8124 | −0.0903 | 0.026* | |
C53 | 0.7542 (5) | 0.8162 (6) | −0.2335 (5) | 0.0220 (10) | |
H53 | 0.8103 | 0.8869 | −0.2182 | 0.026* | |
C54 | 0.7398 (6) | 0.7344 (6) | −0.3324 (6) | 0.0226 (12) | |
H54 | 0.7839 | 0.7409 | −0.3953 | 0.027* | |
C55 | 0.6477 (7) | 0.6415 (6) | −0.3199 (6) | 0.0220 (12) | |
H55 | 0.6202 | 0.5745 | −0.3739 | 0.026* | |
C61 | 0.3849 (7) | 0.8491 (8) | −0.3665 (7) | 0.0355 (17) | |
H61 | 0.3215 | 0.7939 | −0.3482 | 0.043* | |
C62 | 0.4410 (8) | 0.9547 (8) | −0.2983 (7) | 0.0346 (16) | |
H62 | 0.4214 | 0.9820 | −0.2262 | 0.041* | |
C63 | 0.5308 (8) | 1.0116 (7) | −0.3560 (7) | 0.0328 (16) | |
H63 | 0.5821 | 1.0837 | −0.3295 | 0.039* | |
C64 | 0.5308 (8) | 0.9416 (7) | −0.4612 (7) | 0.0328 (16) | |
H64 | 0.5814 | 0.9586 | −0.5177 | 0.039* | |
C65 | 0.4401 (7) | 0.8414 (8) | −0.4653 (6) | 0.0328 (15) | |
H65 | 0.4204 | 0.7794 | −0.5256 | 0.039* | |
B1 | 0.3294 (7) | 0.4411 (6) | −0.1866 (6) | 0.0203 (12) | |
B2 | 0.3555 (7) | 0.5948 (6) | −0.0314 (6) | 0.0204 (12) | |
B3 | 0.4923 (7) | 0.6002 (6) | −0.1716 (6) | 0.0203 (12) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Fe1 | 0.0212 (4) | 0.0105 (4) | 0.0236 (4) | 0.0023 (3) | 0.0026 (3) | 0.0019 (3) |
Fe2 | 0.0223 (4) | 0.0149 (4) | 0.0238 (4) | 0.0002 (4) | −0.0010 (3) | 0.0019 (4) |
Fe3 | 0.0207 (4) | 0.0125 (4) | 0.0206 (3) | 0.0008 (4) | −0.0001 (3) | 0.0008 (3) |
O1 | 0.028 (2) | 0.0163 (18) | 0.020 (2) | −0.0051 (16) | 0.0021 (17) | −0.0029 (15) |
O2 | 0.025 (2) | 0.0169 (18) | 0.024 (2) | −0.0046 (16) | 0.0025 (17) | −0.0033 (16) |
O3 | 0.028 (2) | 0.0109 (16) | 0.023 (2) | −0.0023 (15) | 0.0033 (17) | −0.0021 (15) |
C11 | 0.021 (2) | 0.014 (2) | 0.026 (3) | −0.003 (2) | 0.000 (2) | −0.003 (3) |
C12 | 0.020 (3) | 0.013 (2) | 0.022 (3) | 0.005 (2) | 0.001 (2) | −0.003 (2) |
C13 | 0.028 (3) | 0.010 (2) | 0.023 (3) | 0.002 (2) | −0.004 (2) | −0.001 (2) |
C14 | 0.026 (3) | 0.010 (2) | 0.028 (3) | −0.003 (2) | −0.003 (2) | 0.000 (2) |
C15 | 0.026 (3) | 0.014 (2) | 0.022 (3) | −0.001 (2) | 0.001 (2) | 0.000 (2) |
C21 | 0.045 (5) | 0.014 (3) | 0.052 (5) | 0.008 (3) | −0.003 (4) | 0.006 (3) |
C22 | 0.036 (4) | 0.025 (3) | 0.047 (5) | 0.003 (3) | 0.006 (3) | 0.019 (3) |
C23 | 0.036 (4) | 0.028 (3) | 0.027 (3) | 0.008 (3) | −0.007 (3) | 0.006 (3) |
C24 | 0.027 (3) | 0.027 (3) | 0.037 (4) | 0.004 (3) | 0.001 (3) | 0.009 (3) |
C25 | 0.043 (5) | 0.033 (4) | 0.035 (4) | 0.022 (3) | 0.004 (3) | 0.003 (3) |
C31 | 0.021 (3) | 0.013 (2) | 0.024 (3) | 0.002 (2) | 0.002 (2) | −0.001 (2) |
C32 | 0.027 (3) | 0.018 (3) | 0.018 (3) | −0.003 (2) | 0.004 (2) | 0.001 (2) |
C33 | 0.025 (3) | 0.021 (3) | 0.024 (3) | 0.004 (2) | 0.002 (2) | 0.004 (2) |
C34 | 0.030 (3) | 0.016 (2) | 0.025 (3) | 0.001 (2) | −0.004 (2) | −0.002 (2) |
C35 | 0.021 (3) | 0.015 (2) | 0.026 (3) | −0.003 (2) | −0.004 (2) | 0.002 (2) |
C41 | 0.068 (6) | 0.038 (4) | 0.018 (3) | 0.013 (4) | −0.007 (3) | 0.013 (3) |
C42 | 0.049 (5) | 0.026 (4) | 0.066 (5) | −0.008 (4) | −0.027 (4) | 0.014 (5) |
C43 | 0.029 (4) | 0.033 (4) | 0.061 (6) | 0.006 (3) | 0.003 (4) | 0.023 (4) |
C44 | 0.040 (4) | 0.021 (3) | 0.045 (4) | 0.007 (3) | −0.001 (3) | 0.010 (3) |
C45 | 0.037 (4) | 0.035 (4) | 0.039 (4) | 0.002 (3) | 0.005 (3) | 0.018 (3) |
C51 | 0.022 (3) | 0.014 (2) | 0.018 (3) | 0.000 (2) | −0.004 (2) | 0.0035 (19) |
C52 | 0.018 (3) | 0.026 (3) | 0.019 (3) | −0.001 (2) | −0.001 (2) | −0.001 (2) |
C53 | 0.025 (3) | 0.012 (2) | 0.027 (3) | 0.000 (2) | 0.001 (2) | 0.001 (2) |
C54 | 0.024 (3) | 0.021 (3) | 0.024 (3) | 0.001 (2) | 0.006 (2) | 0.004 (2) |
C55 | 0.030 (3) | 0.016 (2) | 0.022 (3) | 0.005 (2) | 0.007 (2) | −0.001 (2) |
C61 | 0.018 (3) | 0.038 (4) | 0.046 (4) | 0.005 (3) | −0.005 (3) | 0.010 (3) |
C62 | 0.037 (4) | 0.033 (4) | 0.034 (4) | 0.014 (3) | 0.008 (3) | 0.003 (3) |
C63 | 0.048 (5) | 0.015 (3) | 0.032 (4) | 0.010 (3) | −0.003 (3) | 0.004 (3) |
C64 | 0.042 (4) | 0.023 (3) | 0.032 (4) | 0.009 (3) | 0.006 (3) | 0.006 (3) |
C65 | 0.040 (4) | 0.025 (3) | 0.028 (3) | 0.005 (3) | −0.011 (3) | −0.002 (3) |
B1 | 0.024 (3) | 0.014 (2) | 0.021 (3) | 0.000 (2) | −0.001 (2) | 0.000 (2) |
B2 | 0.024 (3) | 0.016 (3) | 0.021 (3) | 0.000 (2) | 0.001 (2) | −0.003 (2) |
B3 | 0.024 (3) | 0.011 (2) | 0.024 (3) | 0.003 (2) | 0.000 (2) | 0.002 (2) |
Geometric parameters (Å, º) top
Fe1—C15 | 2.035 (6) | C21—H21 | 0.9500 |
Fe1—C12 | 2.039 (6) | C22—C23 | 1.426 (12) |
Fe1—C21 | 2.040 (7) | C22—H22 | 0.9500 |
Fe1—C11 | 2.043 (6) | C23—C24 | 1.415 (12) |
Fe1—C22 | 2.043 (7) | C23—H23 | 0.9500 |
Fe1—C25 | 2.049 (7) | C24—C25 | 1.423 (12) |
Fe1—C14 | 2.052 (6) | C24—H24 | 0.9500 |
Fe1—C13 | 2.055 (6) | C25—H25 | 0.9500 |
Fe1—C23 | 2.058 (7) | C31—C32 | 1.441 (9) |
Fe1—C24 | 2.065 (8) | C31—C35 | 1.454 (8) |
Fe2—C43 | 2.029 (8) | C31—B2 | 1.533 (9) |
Fe2—C42 | 2.037 (8) | C32—C33 | 1.419 (9) |
Fe2—C32 | 2.037 (6) | C32—H32 | 0.9500 |
Fe2—C35 | 2.040 (6) | C33—C34 | 1.431 (9) |
Fe2—C34 | 2.040 (6) | C33—H33 | 0.9500 |
Fe2—C33 | 2.042 (7) | C34—C35 | 1.414 (10) |
Fe2—C45 | 2.046 (8) | C34—H34 | 0.9500 |
Fe2—C31 | 2.050 (6) | C35—H35 | 0.9500 |
Fe2—C41 | 2.050 (7) | C41—C42 | 1.406 (15) |
Fe2—C44 | 2.050 (7) | C41—C45 | 1.422 (13) |
Fe3—C55 | 2.029 (6) | C41—H41 | 0.9500 |
Fe3—C52 | 2.030 (6) | C42—C43 | 1.403 (15) |
Fe3—C65 | 2.035 (7) | C42—H42 | 0.9500 |
Fe3—C62 | 2.043 (7) | C43—C44 | 1.413 (12) |
Fe3—C51 | 2.044 (6) | C43—H43 | 0.9500 |
Fe3—C61 | 2.045 (7) | C44—C45 | 1.399 (13) |
Fe3—C63 | 2.047 (7) | C44—H44 | 0.9500 |
Fe3—C64 | 2.050 (7) | C45—H45 | 0.9500 |
Fe3—C54 | 2.054 (7) | C51—C55 | 1.429 (9) |
Fe3—C53 | 2.055 (6) | C51—C52 | 1.442 (9) |
O1—B2 | 1.379 (8) | C51—B3 | 1.523 (9) |
O1—B1 | 1.388 (8) | C52—C53 | 1.415 (9) |
O2—B3 | 1.379 (8) | C52—H52 | 0.9500 |
O2—B2 | 1.387 (9) | C53—C54 | 1.420 (9) |
O3—B1 | 1.378 (8) | C53—H53 | 0.9500 |
O3—B3 | 1.385 (8) | C54—C55 | 1.416 (9) |
C11—C15 | 1.439 (9) | C54—H54 | 0.9500 |
C11—C12 | 1.445 (8) | C55—H55 | 0.9500 |
C11—B1 | 1.533 (9) | C61—C65 | 1.397 (11) |
C12—C13 | 1.399 (9) | C61—C62 | 1.425 (12) |
C12—H12 | 0.9500 | C61—H61 | 0.9500 |
C13—C14 | 1.408 (10) | C62—C63 | 1.412 (12) |
C13—H13 | 0.9500 | C62—H62 | 0.9500 |
C14—C15 | 1.412 (8) | C63—C64 | 1.430 (11) |
C14—H14 | 0.9500 | C63—H63 | 0.9500 |
C15—H15 | 0.9500 | C64—C65 | 1.426 (11) |
C21—C22 | 1.386 (13) | C64—H64 | 0.9500 |
C21—C25 | 1.432 (13) | C65—H65 | 0.9500 |
| | | |
C15—Fe1—C12 | 68.4 (3) | C11—C15—Fe1 | 69.6 (4) |
C15—Fe1—C21 | 123.5 (3) | C14—C15—H15 | 125.3 |
C12—Fe1—C21 | 123.5 (3) | C11—C15—H15 | 125.3 |
C15—Fe1—C11 | 41.3 (3) | Fe1—C15—H15 | 126.3 |
C12—Fe1—C11 | 41.5 (2) | C22—C21—C25 | 108.4 (7) |
C21—Fe1—C11 | 106.9 (3) | C22—C21—Fe1 | 70.3 (4) |
C15—Fe1—C22 | 158.4 (3) | C25—C21—Fe1 | 69.8 (4) |
C12—Fe1—C22 | 107.6 (3) | C22—C21—H21 | 125.8 |
C21—Fe1—C22 | 39.7 (4) | C25—C21—H21 | 125.8 |
C11—Fe1—C22 | 121.5 (3) | Fe1—C21—H21 | 125.7 |
C15—Fe1—C25 | 108.4 (3) | C21—C22—C23 | 108.3 (8) |
C12—Fe1—C25 | 160.4 (3) | C21—C22—Fe1 | 70.0 (4) |
C21—Fe1—C25 | 41.0 (4) | C23—C22—Fe1 | 70.2 (4) |
C11—Fe1—C25 | 123.2 (3) | C21—C22—H22 | 125.9 |
C22—Fe1—C25 | 67.9 (4) | C23—C22—H22 | 125.9 |
C15—Fe1—C14 | 40.4 (2) | Fe1—C22—H22 | 125.5 |
C12—Fe1—C14 | 67.9 (3) | C24—C23—C22 | 108.3 (7) |
C21—Fe1—C14 | 159.3 (4) | C24—C23—Fe1 | 70.2 (4) |
C11—Fe1—C14 | 69.3 (3) | C22—C23—Fe1 | 69.1 (4) |
C22—Fe1—C14 | 159.6 (3) | C24—C23—H23 | 125.8 |
C25—Fe1—C14 | 122.9 (3) | C22—C23—H23 | 125.8 |
C15—Fe1—C13 | 67.6 (3) | Fe1—C23—H23 | 126.4 |
C12—Fe1—C13 | 40.0 (2) | C23—C24—C25 | 107.3 (7) |
C21—Fe1—C13 | 159.1 (3) | C23—C24—Fe1 | 69.7 (4) |
C11—Fe1—C13 | 68.8 (3) | C25—C24—Fe1 | 69.1 (4) |
C22—Fe1—C13 | 123.8 (3) | C23—C24—H24 | 126.3 |
C25—Fe1—C13 | 158.4 (3) | C25—C24—H24 | 126.3 |
C14—Fe1—C13 | 40.1 (3) | Fe1—C24—H24 | 126.4 |
C15—Fe1—C23 | 159.5 (3) | C24—C25—C21 | 107.7 (7) |
C12—Fe1—C23 | 122.3 (3) | C24—C25—Fe1 | 70.4 (4) |
C21—Fe1—C23 | 67.6 (3) | C21—C25—Fe1 | 69.2 (4) |
C11—Fe1—C23 | 157.9 (3) | C24—C25—H25 | 126.2 |
C22—Fe1—C23 | 40.7 (3) | C21—C25—H25 | 126.2 |
C25—Fe1—C23 | 67.6 (3) | Fe1—C25—H25 | 125.9 |
C14—Fe1—C23 | 123.5 (3) | C32—C31—C35 | 106.6 (5) |
C13—Fe1—C23 | 108.3 (3) | C32—C31—B2 | 127.7 (5) |
C15—Fe1—C24 | 123.8 (3) | C35—C31—B2 | 124.4 (6) |
C12—Fe1—C24 | 157.5 (3) | C32—C31—Fe2 | 68.9 (3) |
C21—Fe1—C24 | 68.3 (3) | C35—C31—Fe2 | 68.8 (3) |
C11—Fe1—C24 | 159.9 (3) | B2—C31—Fe2 | 117.1 (4) |
C22—Fe1—C24 | 68.2 (3) | C33—C32—C31 | 108.2 (5) |
C25—Fe1—C24 | 40.5 (3) | C33—C32—Fe2 | 69.8 (4) |
C14—Fe1—C24 | 107.9 (3) | C31—C32—Fe2 | 69.8 (3) |
C13—Fe1—C24 | 122.7 (3) | C33—C32—H32 | 125.9 |
C23—Fe1—C24 | 40.1 (3) | C31—C32—H32 | 125.9 |
C43—Fe2—C42 | 40.4 (4) | Fe2—C32—H32 | 126.0 |
C43—Fe2—C32 | 119.2 (3) | C32—C33—C34 | 108.7 (6) |
C42—Fe2—C32 | 107.8 (3) | C32—C33—Fe2 | 69.5 (4) |
C43—Fe2—C35 | 161.4 (4) | C34—C33—Fe2 | 69.4 (4) |
C42—Fe2—C35 | 156.9 (4) | C32—C33—H33 | 125.7 |
C32—Fe2—C35 | 69.4 (3) | C34—C33—H33 | 125.7 |
C43—Fe2—C34 | 124.1 (4) | Fe2—C33—H33 | 127.0 |
C42—Fe2—C34 | 161.7 (4) | C35—C34—C33 | 108.0 (5) |
C32—Fe2—C34 | 69.2 (3) | C35—C34—Fe2 | 69.7 (4) |
C35—Fe2—C34 | 40.5 (3) | C33—C34—Fe2 | 69.5 (4) |
C43—Fe2—C33 | 106.4 (3) | C35—C34—H34 | 126.0 |
C42—Fe2—C33 | 125.1 (4) | C33—C34—H34 | 126.0 |
C32—Fe2—C33 | 40.7 (2) | Fe2—C34—H34 | 126.3 |
C35—Fe2—C33 | 68.6 (3) | C34—C35—C31 | 108.5 (6) |
C34—Fe2—C33 | 41.0 (3) | C34—C35—Fe2 | 69.8 (4) |
C43—Fe2—C45 | 67.7 (3) | C31—C35—Fe2 | 69.6 (3) |
C42—Fe2—C45 | 67.5 (4) | C34—C35—H35 | 125.8 |
C32—Fe2—C45 | 164.2 (3) | C31—C35—H35 | 125.8 |
C35—Fe2—C45 | 108.6 (3) | Fe2—C35—H35 | 126.5 |
C34—Fe2—C45 | 120.2 (3) | C42—C41—C45 | 106.6 (9) |
C33—Fe2—C45 | 154.4 (3) | C42—C41—Fe2 | 69.4 (5) |
C43—Fe2—C31 | 155.1 (3) | C45—C41—Fe2 | 69.5 (4) |
C42—Fe2—C31 | 121.1 (4) | C42—C41—H41 | 126.7 |
C32—Fe2—C31 | 41.3 (3) | C45—C41—H41 | 126.7 |
C35—Fe2—C31 | 41.7 (2) | Fe2—C41—H41 | 126.0 |
C34—Fe2—C31 | 69.4 (3) | C43—C42—C41 | 109.0 (8) |
C33—Fe2—C31 | 69.0 (3) | C43—C42—Fe2 | 69.5 (5) |
C45—Fe2—C31 | 127.0 (3) | C41—C42—Fe2 | 70.4 (4) |
C43—Fe2—C41 | 68.2 (4) | C43—C42—H42 | 125.5 |
C42—Fe2—C41 | 40.2 (4) | C41—C42—H42 | 125.5 |
C32—Fe2—C41 | 126.1 (3) | Fe2—C42—H42 | 126.2 |
C35—Fe2—C41 | 121.8 (4) | C42—C43—C44 | 107.9 (8) |
C34—Fe2—C41 | 155.8 (4) | C42—C43—Fe2 | 70.1 (5) |
C33—Fe2—C41 | 162.5 (3) | C44—C43—Fe2 | 70.6 (4) |
C45—Fe2—C41 | 40.6 (4) | C42—C43—H43 | 126.1 |
C31—Fe2—C41 | 108.6 (3) | C44—C43—H43 | 126.1 |
C43—Fe2—C44 | 40.5 (3) | Fe2—C43—H43 | 124.9 |
C42—Fe2—C44 | 67.7 (4) | C45—C44—C43 | 107.6 (8) |
C32—Fe2—C44 | 154.0 (3) | C45—C44—Fe2 | 69.9 (4) |
C35—Fe2—C44 | 125.0 (3) | C43—C44—Fe2 | 68.9 (4) |
C34—Fe2—C44 | 106.6 (3) | C45—C44—H44 | 126.2 |
C33—Fe2—C44 | 119.4 (3) | C43—C44—H44 | 126.2 |
C45—Fe2—C44 | 39.9 (4) | Fe2—C44—H44 | 126.6 |
C31—Fe2—C44 | 163.3 (3) | C44—C45—C41 | 108.9 (8) |
C41—Fe2—C44 | 68.0 (4) | C44—C45—Fe2 | 70.2 (4) |
C55—Fe3—C52 | 68.4 (3) | C41—C45—Fe2 | 69.8 (5) |
C55—Fe3—C65 | 108.8 (3) | C44—C45—H45 | 125.6 |
C52—Fe3—C65 | 165.0 (3) | C41—C45—H45 | 125.6 |
C55—Fe3—C62 | 155.4 (3) | Fe2—C45—H45 | 126.0 |
C52—Fe3—C62 | 108.1 (3) | C55—C51—C52 | 105.2 (5) |
C65—Fe3—C62 | 67.9 (3) | C55—C51—B3 | 129.1 (6) |
C55—Fe3—C51 | 41.1 (3) | C52—C51—B3 | 125.1 (6) |
C52—Fe3—C51 | 41.5 (2) | C55—C51—Fe3 | 68.9 (3) |
C65—Fe3—C51 | 126.8 (3) | C52—C51—Fe3 | 68.8 (3) |
C62—Fe3—C51 | 119.9 (3) | B3—C51—Fe3 | 119.8 (4) |
C55—Fe3—C61 | 120.8 (3) | C53—C52—C51 | 109.3 (6) |
C52—Fe3—C61 | 127.7 (3) | C53—C52—Fe3 | 70.7 (3) |
C65—Fe3—C61 | 40.0 (3) | C51—C52—Fe3 | 69.8 (3) |
C62—Fe3—C61 | 40.8 (3) | C53—C52—H52 | 125.4 |
C51—Fe3—C61 | 108.2 (3) | C51—C52—H52 | 125.4 |
C55—Fe3—C63 | 163.3 (3) | Fe3—C52—H52 | 125.7 |
C52—Fe3—C63 | 118.7 (3) | C52—C53—C54 | 108.1 (5) |
C65—Fe3—C63 | 68.4 (3) | C52—C53—Fe3 | 68.8 (3) |
C62—Fe3—C63 | 40.4 (4) | C54—C53—Fe3 | 69.7 (4) |
C51—Fe3—C63 | 153.8 (3) | C52—C53—H53 | 126.0 |
C61—Fe3—C63 | 68.4 (4) | C54—C53—H53 | 126.0 |
C55—Fe3—C64 | 126.3 (3) | Fe3—C53—H53 | 127.1 |
C52—Fe3—C64 | 152.7 (3) | C55—C54—C53 | 107.3 (6) |
C65—Fe3—C64 | 40.9 (3) | C55—C54—Fe3 | 68.8 (4) |
C62—Fe3—C64 | 68.3 (3) | C53—C54—Fe3 | 69.8 (4) |
C51—Fe3—C64 | 164.2 (3) | C55—C54—H54 | 126.3 |
C61—Fe3—C64 | 68.4 (3) | C53—C54—H54 | 126.3 |
C63—Fe3—C64 | 40.8 (3) | Fe3—C54—H54 | 126.6 |
C55—Fe3—C54 | 40.6 (3) | C54—C55—C51 | 110.1 (6) |
C52—Fe3—C54 | 68.4 (3) | C54—C55—Fe3 | 70.6 (4) |
C65—Fe3—C54 | 119.7 (3) | C51—C55—Fe3 | 70.0 (3) |
C62—Fe3—C54 | 162.9 (3) | C54—C55—H55 | 124.9 |
C51—Fe3—C54 | 69.4 (3) | C51—C55—H55 | 124.9 |
C61—Fe3—C54 | 154.3 (3) | Fe3—C55—H55 | 126.0 |
C63—Fe3—C54 | 125.3 (3) | C65—C61—C62 | 107.6 (7) |
C64—Fe3—C54 | 106.7 (3) | C65—C61—Fe3 | 69.6 (4) |
C55—Fe3—C53 | 68.0 (3) | C62—C61—Fe3 | 69.5 (4) |
C52—Fe3—C53 | 40.5 (2) | C65—C61—H61 | 126.2 |
C65—Fe3—C53 | 153.5 (3) | C62—C61—H61 | 126.2 |
C62—Fe3—C53 | 126.2 (3) | Fe3—C61—H61 | 126.3 |
C51—Fe3—C53 | 69.3 (2) | C63—C62—C61 | 108.4 (7) |
C61—Fe3—C53 | 164.5 (3) | C63—C62—Fe3 | 70.0 (4) |
C63—Fe3—C53 | 106.7 (3) | C61—C62—Fe3 | 69.7 (4) |
C64—Fe3—C53 | 118.3 (3) | C63—C62—H62 | 125.8 |
C54—Fe3—C53 | 40.4 (2) | C61—C62—H62 | 125.8 |
B2—O1—B1 | 119.7 (5) | Fe3—C62—H62 | 126.1 |
B3—O2—B2 | 120.9 (5) | C62—C63—C64 | 107.8 (7) |
B1—O3—B3 | 121.0 (5) | C62—C63—Fe3 | 69.6 (4) |
C15—C11—C12 | 105.1 (5) | C64—C63—Fe3 | 69.7 (4) |
C15—C11—B1 | 126.6 (6) | C62—C63—H63 | 126.1 |
C12—C11—B1 | 127.4 (6) | C64—C63—H63 | 126.1 |
C15—C11—Fe1 | 69.1 (3) | Fe3—C63—H63 | 126.2 |
C12—C11—Fe1 | 69.1 (3) | C65—C64—C63 | 106.9 (7) |
B1—C11—Fe1 | 117.6 (5) | C65—C64—Fe3 | 69.0 (4) |
C13—C12—C11 | 109.0 (6) | C63—C64—Fe3 | 69.5 (4) |
C13—C12—Fe1 | 70.6 (4) | C65—C64—H64 | 126.5 |
C11—C12—Fe1 | 69.4 (3) | C63—C64—H64 | 126.5 |
C13—C12—H12 | 125.5 | Fe3—C64—H64 | 126.5 |
C11—C12—H12 | 125.5 | C61—C65—C64 | 109.2 (7) |
Fe1—C12—H12 | 126.0 | C61—C65—Fe3 | 70.4 (4) |
C12—C13—C14 | 109.0 (5) | C64—C65—Fe3 | 70.1 (4) |
C12—C13—Fe1 | 69.4 (3) | C61—C65—H65 | 125.4 |
C14—C13—Fe1 | 69.8 (4) | C64—C65—H65 | 125.4 |
C12—C13—H13 | 125.5 | Fe3—C65—H65 | 125.7 |
C14—C13—H13 | 125.5 | O3—B1—O1 | 119.5 (5) |
Fe1—C13—H13 | 126.9 | O3—B1—C11 | 121.4 (6) |
C13—C14—C15 | 107.5 (6) | O1—B1—C11 | 119.2 (6) |
C13—C14—Fe1 | 70.1 (4) | O1—B2—O2 | 119.6 (6) |
C15—C14—Fe1 | 69.2 (3) | O1—B2—C31 | 120.7 (6) |
C13—C14—H14 | 126.2 | O2—B2—C31 | 119.7 (5) |
C15—C14—H14 | 126.2 | O2—B3—O3 | 118.5 (6) |
Fe1—C14—H14 | 126.1 | O2—B3—C51 | 118.9 (5) |
C14—C15—C11 | 109.5 (6) | O3—B3—C51 | 122.6 (6) |
C14—C15—Fe1 | 70.4 (4) | | |
| | | |
C12—Fe1—C11—C15 | −116.3 (5) | C42—Fe2—C41—C45 | 117.9 (8) |
C21—Fe1—C11—C15 | 121.9 (4) | C32—Fe2—C41—C45 | −168.2 (5) |
C22—Fe1—C11—C15 | 162.7 (4) | C35—Fe2—C41—C45 | −81.6 (6) |
C25—Fe1—C11—C15 | 80.0 (5) | C34—Fe2—C41—C45 | −44.9 (10) |
C14—Fe1—C11—C15 | −36.6 (4) | C33—Fe2—C41—C45 | 155.6 (9) |
C13—Fe1—C11—C15 | −79.7 (4) | C31—Fe2—C41—C45 | −125.6 (5) |
C23—Fe1—C11—C15 | −166.2 (7) | C44—Fe2—C41—C45 | 36.9 (5) |
C24—Fe1—C11—C15 | 48.9 (10) | C45—C41—C42—C43 | −0.9 (9) |
C15—Fe1—C11—C12 | 116.3 (5) | Fe2—C41—C42—C43 | 59.0 (6) |
C21—Fe1—C11—C12 | −121.8 (4) | C45—C41—C42—Fe2 | −59.8 (5) |
C22—Fe1—C11—C12 | −81.0 (5) | C32—Fe2—C42—C43 | 114.5 (5) |
C25—Fe1—C11—C12 | −163.7 (4) | C35—Fe2—C42—C43 | −166.4 (7) |
C14—Fe1—C11—C12 | 79.7 (4) | C34—Fe2—C42—C43 | 37.1 (13) |
C13—Fe1—C11—C12 | 36.6 (4) | C33—Fe2—C42—C43 | 72.9 (6) |
C23—Fe1—C11—C12 | −49.9 (9) | C45—Fe2—C42—C43 | −81.6 (6) |
C24—Fe1—C11—C12 | 165.2 (8) | C31—Fe2—C42—C43 | 157.8 (5) |
C15—Fe1—C11—B1 | −121.4 (6) | C41—Fe2—C42—C43 | −120.1 (8) |
C12—Fe1—C11—B1 | 122.3 (6) | C44—Fe2—C42—C43 | −38.2 (5) |
C21—Fe1—C11—B1 | 0.5 (6) | C43—Fe2—C42—C41 | 120.1 (8) |
C22—Fe1—C11—B1 | 41.3 (6) | C32—Fe2—C42—C41 | −125.4 (5) |
C25—Fe1—C11—B1 | −41.4 (6) | C35—Fe2—C42—C41 | −46.3 (11) |
C14—Fe1—C11—B1 | −158.0 (5) | C34—Fe2—C42—C41 | 157.2 (9) |
C13—Fe1—C11—B1 | 158.9 (5) | C33—Fe2—C42—C41 | −167.0 (5) |
C23—Fe1—C11—B1 | 72.4 (9) | C45—Fe2—C42—C41 | 38.6 (5) |
C24—Fe1—C11—B1 | −72.5 (10) | C31—Fe2—C42—C41 | −82.1 (6) |
C15—C11—C12—C13 | 0.3 (7) | C44—Fe2—C42—C41 | 81.9 (6) |
B1—C11—C12—C13 | −169.2 (6) | C41—C42—C43—C44 | 1.2 (9) |
Fe1—C11—C12—C13 | −59.8 (4) | Fe2—C42—C43—C44 | 60.8 (5) |
C15—C11—C12—Fe1 | 60.1 (4) | C41—C42—C43—Fe2 | −59.5 (6) |
B1—C11—C12—Fe1 | −109.4 (7) | C32—Fe2—C43—C42 | −83.2 (6) |
C15—Fe1—C12—C13 | 80.5 (4) | C35—Fe2—C43—C42 | 163.2 (9) |
C21—Fe1—C12—C13 | −162.8 (4) | C34—Fe2—C43—C42 | −166.7 (5) |
C11—Fe1—C12—C13 | 120.0 (5) | C33—Fe2—C43—C42 | −125.4 (5) |
C22—Fe1—C12—C13 | −122.1 (4) | C45—Fe2—C43—C42 | 81.0 (6) |
C25—Fe1—C12—C13 | 164.4 (9) | C31—Fe2—C43—C42 | −50.2 (10) |
C14—Fe1—C12—C13 | 36.8 (4) | C41—Fe2—C43—C42 | 37.0 (6) |
C23—Fe1—C12—C13 | −79.9 (5) | C44—Fe2—C43—C42 | 118.3 (8) |
C24—Fe1—C12—C13 | −46.8 (9) | C42—Fe2—C43—C44 | −118.3 (8) |
C15—Fe1—C12—C11 | −39.5 (4) | C32—Fe2—C43—C44 | 158.5 (5) |
C21—Fe1—C12—C11 | 77.2 (5) | C35—Fe2—C43—C44 | 44.9 (12) |
C22—Fe1—C12—C11 | 117.9 (4) | C34—Fe2—C43—C44 | 75.0 (6) |
C25—Fe1—C12—C11 | 44.4 (10) | C33—Fe2—C43—C44 | 116.3 (5) |
C14—Fe1—C12—C11 | −83.2 (4) | C45—Fe2—C43—C44 | −37.3 (5) |
C13—Fe1—C12—C11 | −120.0 (5) | C31—Fe2—C43—C44 | −168.5 (7) |
C23—Fe1—C12—C11 | 160.1 (4) | C41—Fe2—C43—C44 | −81.3 (6) |
C24—Fe1—C12—C11 | −166.8 (7) | C42—C43—C44—C45 | −1.1 (9) |
C11—C12—C13—C14 | 0.3 (7) | Fe2—C43—C44—C45 | 59.4 (5) |
Fe1—C12—C13—C14 | −58.7 (4) | C42—C43—C44—Fe2 | −60.5 (6) |
C11—C12—C13—Fe1 | 59.0 (4) | C43—Fe2—C44—C45 | −119.2 (8) |
C15—Fe1—C13—C12 | −82.6 (4) | C42—Fe2—C44—C45 | −81.1 (6) |
C21—Fe1—C13—C12 | 43.9 (10) | C32—Fe2—C44—C45 | −166.1 (6) |
C11—Fe1—C13—C12 | −38.0 (4) | C35—Fe2—C44—C45 | 76.8 (6) |
C22—Fe1—C13—C12 | 76.5 (5) | C34—Fe2—C44—C45 | 117.4 (5) |
C25—Fe1—C13—C12 | −165.9 (8) | C33—Fe2—C44—C45 | 160.1 (5) |
C14—Fe1—C13—C12 | −120.6 (5) | C31—Fe2—C44—C45 | 43.9 (13) |
C23—Fe1—C13—C12 | 118.8 (4) | C41—Fe2—C44—C45 | −37.5 (6) |
C24—Fe1—C13—C12 | 160.6 (4) | C42—Fe2—C44—C43 | 38.1 (6) |
C15—Fe1—C13—C14 | 38.0 (4) | C32—Fe2—C44—C43 | −46.9 (10) |
C12—Fe1—C13—C14 | 120.6 (5) | C35—Fe2—C44—C43 | −164.0 (5) |
C21—Fe1—C13—C14 | 164.4 (8) | C34—Fe2—C44—C43 | −123.4 (6) |
C11—Fe1—C13—C14 | 82.6 (4) | C33—Fe2—C44—C43 | −80.7 (6) |
C22—Fe1—C13—C14 | −162.9 (4) | C45—Fe2—C44—C43 | 119.2 (8) |
C25—Fe1—C13—C14 | −45.3 (9) | C31—Fe2—C44—C43 | 163.1 (10) |
C23—Fe1—C13—C14 | −120.7 (4) | C41—Fe2—C44—C43 | 81.6 (6) |
C24—Fe1—C13—C14 | −78.8 (5) | C43—C44—C45—C41 | 0.6 (9) |
C12—C13—C14—C15 | −0.8 (7) | Fe2—C44—C45—C41 | 59.3 (5) |
Fe1—C13—C14—C15 | −59.3 (4) | C43—C44—C45—Fe2 | −58.7 (5) |
C12—C13—C14—Fe1 | 58.5 (4) | C42—C41—C45—C44 | 0.2 (9) |
C15—Fe1—C14—C13 | −118.7 (6) | Fe2—C41—C45—C44 | −59.6 (5) |
C12—Fe1—C14—C13 | −36.6 (4) | C42—C41—C45—Fe2 | 59.7 (5) |
C21—Fe1—C14—C13 | −164.3 (8) | C43—Fe2—C45—C44 | 37.8 (5) |
C11—Fe1—C14—C13 | −81.3 (4) | C42—Fe2—C45—C44 | 81.7 (6) |
C22—Fe1—C14—C13 | 44.4 (10) | C32—Fe2—C45—C44 | 157.1 (10) |
C25—Fe1—C14—C13 | 161.8 (4) | C35—Fe2—C45—C44 | −122.7 (5) |
C23—Fe1—C14—C13 | 78.4 (5) | C34—Fe2—C45—C44 | −79.7 (6) |
C24—Fe1—C14—C13 | 119.8 (4) | C33—Fe2—C45—C44 | −43.4 (10) |
C12—Fe1—C14—C15 | 82.1 (4) | C31—Fe2—C45—C44 | −165.5 (5) |
C21—Fe1—C14—C15 | −45.6 (10) | C41—Fe2—C45—C44 | 119.9 (8) |
C11—Fe1—C14—C15 | 37.4 (4) | C43—Fe2—C45—C41 | −82.0 (6) |
C22—Fe1—C14—C15 | 163.2 (8) | C42—Fe2—C45—C41 | −38.2 (6) |
C25—Fe1—C14—C15 | −79.5 (5) | C32—Fe2—C45—C41 | 37.3 (14) |
C13—Fe1—C14—C15 | 118.7 (6) | C35—Fe2—C45—C41 | 117.5 (6) |
C23—Fe1—C14—C15 | −162.9 (4) | C34—Fe2—C45—C41 | 160.4 (5) |
C24—Fe1—C14—C15 | −121.5 (4) | C33—Fe2—C45—C41 | −163.3 (7) |
C13—C14—C15—C11 | 1.0 (7) | C31—Fe2—C45—C41 | 74.6 (6) |
Fe1—C14—C15—C11 | −58.8 (4) | C44—Fe2—C45—C41 | −119.9 (8) |
C13—C14—C15—Fe1 | 59.8 (4) | C52—Fe3—C51—C55 | −116.9 (5) |
C12—C11—C15—C14 | −0.8 (7) | C65—Fe3—C51—C55 | 75.8 (5) |
B1—C11—C15—C14 | 168.8 (6) | C62—Fe3—C51—C55 | 159.4 (4) |
Fe1—C11—C15—C14 | 59.3 (5) | C61—Fe3—C51—C55 | 116.3 (4) |
C12—C11—C15—Fe1 | −60.1 (4) | C63—Fe3—C51—C55 | −165.7 (7) |
B1—C11—C15—Fe1 | 109.5 (6) | C64—Fe3—C51—C55 | 41.7 (12) |
C12—Fe1—C15—C14 | −80.9 (4) | C54—Fe3—C51—C55 | −36.6 (4) |
C21—Fe1—C15—C14 | 162.4 (5) | C53—Fe3—C51—C55 | −79.9 (4) |
C11—Fe1—C15—C14 | −120.6 (6) | C55—Fe3—C51—C52 | 116.9 (5) |
C22—Fe1—C15—C14 | −164.1 (8) | C65—Fe3—C51—C52 | −167.3 (4) |
C25—Fe1—C15—C14 | 119.6 (5) | C62—Fe3—C51—C52 | −83.7 (5) |
C13—Fe1—C15—C14 | −37.7 (4) | C61—Fe3—C51—C52 | −126.8 (4) |
C23—Fe1—C15—C14 | 44.5 (10) | C63—Fe3—C51—C52 | −48.8 (8) |
C24—Fe1—C15—C14 | 77.5 (5) | C64—Fe3—C51—C52 | 158.5 (10) |
C12—Fe1—C15—C11 | 39.7 (4) | C54—Fe3—C51—C52 | 80.3 (4) |
C21—Fe1—C15—C11 | −77.0 (5) | C53—Fe3—C51—C52 | 36.9 (4) |
C22—Fe1—C15—C11 | −43.5 (10) | C55—Fe3—C51—B3 | −123.9 (7) |
C25—Fe1—C15—C11 | −119.8 (4) | C52—Fe3—C51—B3 | 119.3 (6) |
C14—Fe1—C15—C11 | 120.6 (6) | C65—Fe3—C51—B3 | −48.1 (6) |
C13—Fe1—C15—C11 | 82.9 (4) | C62—Fe3—C51—B3 | 35.5 (6) |
C23—Fe1—C15—C11 | 165.1 (8) | C61—Fe3—C51—B3 | −7.6 (6) |
C24—Fe1—C15—C11 | −161.8 (4) | C63—Fe3—C51—B3 | 70.4 (8) |
C15—Fe1—C21—C22 | 161.5 (5) | C64—Fe3—C51—B3 | −82.2 (12) |
C12—Fe1—C21—C22 | 76.8 (6) | C54—Fe3—C51—B3 | −160.4 (6) |
C11—Fe1—C21—C22 | 119.2 (5) | C53—Fe3—C51—B3 | 156.2 (6) |
C25—Fe1—C21—C22 | −119.3 (7) | C55—C51—C52—C53 | −0.3 (7) |
C14—Fe1—C21—C22 | −164.8 (8) | B3—C51—C52—C53 | −172.1 (6) |
C13—Fe1—C21—C22 | 44.5 (11) | Fe3—C51—C52—C53 | −59.9 (4) |
C23—Fe1—C21—C22 | −38.1 (5) | C55—C51—C52—Fe3 | 59.6 (4) |
C24—Fe1—C21—C22 | −81.5 (5) | B3—C51—C52—Fe3 | −112.2 (6) |
C15—Fe1—C21—C25 | −79.3 (6) | C55—Fe3—C52—C53 | 81.0 (4) |
C12—Fe1—C21—C25 | −164.0 (4) | C65—Fe3—C52—C53 | 163.0 (11) |
C11—Fe1—C21—C25 | −121.5 (5) | C62—Fe3—C52—C53 | −124.9 (4) |
C22—Fe1—C21—C25 | 119.3 (7) | C51—Fe3—C52—C53 | 120.1 (5) |
C14—Fe1—C21—C25 | −45.5 (11) | C61—Fe3—C52—C53 | −166.0 (4) |
C13—Fe1—C21—C25 | 163.8 (7) | C63—Fe3—C52—C53 | −82.2 (5) |
C23—Fe1—C21—C25 | 81.2 (5) | C64—Fe3—C52—C53 | −47.4 (8) |
C24—Fe1—C21—C25 | 37.8 (5) | C54—Fe3—C52—C53 | 37.2 (4) |
C25—C21—C22—C23 | 0.4 (9) | C55—Fe3—C52—C51 | −39.1 (4) |
Fe1—C21—C22—C23 | 60.0 (5) | C65—Fe3—C52—C51 | 42.9 (13) |
C25—C21—C22—Fe1 | −59.6 (5) | C62—Fe3—C52—C51 | 115.0 (4) |
C15—Fe1—C22—C21 | −46.1 (11) | C61—Fe3—C52—C51 | 73.8 (5) |
C12—Fe1—C22—C21 | −121.6 (5) | C63—Fe3—C52—C51 | 157.7 (4) |
C11—Fe1—C22—C21 | −78.3 (6) | C64—Fe3—C52—C51 | −167.5 (6) |
C25—Fe1—C22—C21 | 38.1 (5) | C54—Fe3—C52—C51 | −82.9 (4) |
C14—Fe1—C22—C21 | 164.6 (8) | C53—Fe3—C52—C51 | −120.1 (5) |
C13—Fe1—C22—C21 | −162.5 (5) | C51—C52—C53—C54 | 0.5 (7) |
C23—Fe1—C22—C21 | 119.0 (7) | Fe3—C52—C53—C54 | −58.8 (4) |
C24—Fe1—C22—C21 | 81.9 (6) | C51—C52—C53—Fe3 | 59.3 (4) |
C15—Fe1—C22—C23 | −165.1 (7) | C55—Fe3—C53—C52 | −82.0 (4) |
C12—Fe1—C22—C23 | 119.4 (5) | C65—Fe3—C53—C52 | −170.3 (6) |
C21—Fe1—C22—C23 | −119.0 (7) | C62—Fe3—C53—C52 | 74.8 (5) |
C11—Fe1—C22—C23 | 162.7 (4) | C51—Fe3—C53—C52 | −37.8 (4) |
C25—Fe1—C22—C23 | −80.9 (5) | C61—Fe3—C53—C52 | 45.6 (12) |
C14—Fe1—C22—C23 | 45.6 (11) | C63—Fe3—C53—C52 | 114.8 (4) |
C13—Fe1—C22—C23 | 78.4 (6) | C64—Fe3—C53—C52 | 157.5 (4) |
C24—Fe1—C22—C23 | −37.1 (5) | C54—Fe3—C53—C52 | −119.9 (5) |
C21—C22—C23—C24 | −0.4 (8) | C55—Fe3—C53—C54 | 37.9 (4) |
Fe1—C22—C23—C24 | 59.5 (5) | C52—Fe3—C53—C54 | 119.9 (5) |
C21—C22—C23—Fe1 | −59.9 (5) | C65—Fe3—C53—C54 | −50.4 (8) |
C15—Fe1—C23—C24 | 44.7 (11) | C62—Fe3—C53—C54 | −165.3 (4) |
C12—Fe1—C23—C24 | 161.1 (4) | C51—Fe3—C53—C54 | 82.1 (4) |
C21—Fe1—C23—C24 | −82.5 (5) | C61—Fe3—C53—C54 | 165.5 (10) |
C11—Fe1—C23—C24 | −162.1 (7) | C63—Fe3—C53—C54 | −125.3 (4) |
C22—Fe1—C23—C24 | −119.7 (7) | C64—Fe3—C53—C54 | −82.6 (4) |
C25—Fe1—C23—C24 | −38.0 (5) | C52—C53—C54—C55 | −0.6 (7) |
C14—Fe1—C23—C24 | 77.7 (5) | Fe3—C53—C54—C55 | −58.8 (4) |
C13—Fe1—C23—C24 | 119.3 (5) | C52—C53—C54—Fe3 | 58.2 (4) |
C15—Fe1—C23—C22 | 164.3 (8) | C52—Fe3—C54—C55 | 81.6 (4) |
C12—Fe1—C23—C22 | −79.3 (6) | C65—Fe3—C54—C55 | −84.5 (5) |
C21—Fe1—C23—C22 | 37.2 (5) | C62—Fe3—C54—C55 | 163.0 (9) |
C11—Fe1—C23—C22 | −42.5 (10) | C51—Fe3—C54—C55 | 37.0 (4) |
C25—Fe1—C23—C22 | 81.7 (6) | C61—Fe3—C54—C55 | −52.3 (8) |
C14—Fe1—C23—C22 | −162.7 (5) | C63—Fe3—C54—C55 | −167.8 (4) |
C13—Fe1—C23—C22 | −121.0 (5) | C64—Fe3—C54—C55 | −126.9 (4) |
C24—Fe1—C23—C22 | 119.7 (7) | C53—Fe3—C54—C55 | 118.9 (5) |
C22—C23—C24—C25 | 0.3 (8) | C55—Fe3—C54—C53 | −118.9 (5) |
Fe1—C23—C24—C25 | 59.1 (5) | C52—Fe3—C54—C53 | −37.3 (4) |
C22—C23—C24—Fe1 | −58.8 (5) | C65—Fe3—C54—C53 | 156.7 (4) |
C15—Fe1—C24—C23 | −162.8 (4) | C62—Fe3—C54—C53 | 44.1 (11) |
C12—Fe1—C24—C23 | −45.8 (9) | C51—Fe3—C54—C53 | −81.9 (4) |
C21—Fe1—C24—C23 | 80.5 (5) | C61—Fe3—C54—C53 | −171.1 (6) |
C11—Fe1—C24—C23 | 160.4 (8) | C63—Fe3—C54—C53 | 73.3 (5) |
C22—Fe1—C24—C23 | 37.6 (5) | C64—Fe3—C54—C53 | 114.2 (4) |
C25—Fe1—C24—C23 | 118.7 (7) | C53—C54—C55—C51 | 0.4 (7) |
C14—Fe1—C24—C23 | −121.1 (5) | Fe3—C54—C55—C51 | −59.0 (4) |
C13—Fe1—C24—C23 | −79.5 (5) | C53—C54—C55—Fe3 | 59.4 (4) |
C15—Fe1—C24—C25 | 78.4 (5) | C52—C51—C55—C54 | −0.1 (7) |
C12—Fe1—C24—C25 | −164.5 (7) | B3—C51—C55—C54 | 171.3 (6) |
C21—Fe1—C24—C25 | −38.3 (5) | Fe3—C51—C55—C54 | 59.4 (4) |
C11—Fe1—C24—C25 | 41.7 (11) | C52—C51—C55—Fe3 | −59.5 (4) |
C22—Fe1—C24—C25 | −81.1 (6) | B3—C51—C55—Fe3 | 111.9 (6) |
C14—Fe1—C24—C25 | 120.1 (5) | C52—Fe3—C55—C54 | −81.6 (4) |
C13—Fe1—C24—C25 | 161.7 (5) | C65—Fe3—C55—C54 | 114.1 (4) |
C23—Fe1—C24—C25 | −118.7 (7) | C62—Fe3—C55—C54 | −168.0 (7) |
C23—C24—C25—C21 | −0.1 (8) | C51—Fe3—C55—C54 | −121.0 (5) |
Fe1—C24—C25—C21 | 59.4 (5) | C61—Fe3—C55—C54 | 156.5 (4) |
C23—C24—C25—Fe1 | −59.4 (5) | C63—Fe3—C55—C54 | 36.7 (12) |
C22—C21—C25—C24 | −0.2 (8) | C64—Fe3—C55—C54 | 71.9 (5) |
Fe1—C21—C25—C24 | −60.1 (5) | C53—Fe3—C55—C54 | −37.8 (4) |
C22—C21—C25—Fe1 | 59.9 (5) | C52—Fe3—C55—C51 | 39.4 (4) |
C15—Fe1—C25—C24 | −120.9 (5) | C65—Fe3—C55—C51 | −124.9 (4) |
C12—Fe1—C25—C24 | 162.2 (8) | C62—Fe3—C55—C51 | −47.0 (9) |
C21—Fe1—C25—C24 | 118.7 (7) | C61—Fe3—C55—C51 | −82.5 (5) |
C11—Fe1—C25—C24 | −164.1 (4) | C63—Fe3—C55—C51 | 157.7 (9) |
C22—Fe1—C25—C24 | 81.8 (5) | C64—Fe3—C55—C51 | −167.1 (4) |
C14—Fe1—C25—C24 | −78.7 (5) | C54—Fe3—C55—C51 | 121.0 (5) |
C13—Fe1—C25—C24 | −45.6 (10) | C53—Fe3—C55—C51 | 83.3 (4) |
C23—Fe1—C25—C24 | 37.7 (5) | C55—Fe3—C61—C65 | −82.8 (5) |
C15—Fe1—C25—C21 | 120.3 (5) | C52—Fe3—C61—C65 | −168.1 (4) |
C12—Fe1—C25—C21 | 43.5 (11) | C62—Fe3—C61—C65 | 119.0 (7) |
C11—Fe1—C25—C21 | 77.1 (6) | C51—Fe3—C61—C65 | −126.1 (5) |
C22—Fe1—C25—C21 | −36.9 (5) | C63—Fe3—C61—C65 | 81.7 (5) |
C14—Fe1—C25—C21 | 162.5 (5) | C64—Fe3—C61—C65 | 37.6 (5) |
C13—Fe1—C25—C21 | −164.4 (7) | C54—Fe3—C61—C65 | −46.0 (9) |
C23—Fe1—C25—C21 | −81.1 (6) | C53—Fe3—C61—C65 | 156.0 (10) |
C24—Fe1—C25—C21 | −118.7 (7) | C55—Fe3—C61—C62 | 158.3 (4) |
C43—Fe2—C31—C32 | −46.1 (9) | C52—Fe3—C61—C62 | 73.0 (6) |
C42—Fe2—C31—C32 | −81.6 (5) | C65—Fe3—C61—C62 | −119.0 (7) |
C35—Fe2—C31—C32 | 118.6 (5) | C51—Fe3—C61—C62 | 115.0 (5) |
C34—Fe2—C31—C32 | 81.6 (4) | C63—Fe3—C61—C62 | −37.3 (5) |
C33—Fe2—C31—C32 | 37.5 (4) | C64—Fe3—C61—C62 | −81.4 (5) |
C45—Fe2—C31—C32 | −165.5 (4) | C54—Fe3—C61—C62 | −164.9 (6) |
C41—Fe2—C31—C32 | −124.1 (4) | C53—Fe3—C61—C62 | 37.0 (13) |
C44—Fe2—C31—C32 | 160.6 (10) | C65—C61—C62—C63 | 0.1 (8) |
C43—Fe2—C31—C35 | −164.7 (8) | Fe3—C61—C62—C63 | 59.5 (5) |
C42—Fe2—C31—C35 | 159.8 (5) | C65—C61—C62—Fe3 | −59.4 (5) |
C32—Fe2—C31—C35 | −118.6 (5) | C55—Fe3—C62—C63 | −169.3 (6) |
C34—Fe2—C31—C35 | −37.0 (4) | C52—Fe3—C62—C63 | 113.2 (5) |
C33—Fe2—C31—C35 | −81.1 (4) | C65—Fe3—C62—C63 | −82.2 (5) |
C45—Fe2—C31—C35 | 75.9 (5) | C51—Fe3—C62—C63 | 157.0 (4) |
C41—Fe2—C31—C35 | 117.3 (5) | C61—Fe3—C62—C63 | −119.6 (7) |
C44—Fe2—C31—C35 | 42.0 (12) | C64—Fe3—C62—C63 | −38.0 (5) |
C43—Fe2—C31—B2 | 76.5 (9) | C54—Fe3—C62—C63 | 37.9 (12) |
C42—Fe2—C31—B2 | 40.9 (6) | C53—Fe3—C62—C63 | 71.9 (6) |
C32—Fe2—C31—B2 | 122.6 (6) | C55—Fe3—C62—C61 | −49.7 (9) |
C35—Fe2—C31—B2 | −118.8 (6) | C52—Fe3—C62—C61 | −127.2 (5) |
C34—Fe2—C31—B2 | −155.9 (5) | C65—Fe3—C62—C61 | 37.4 (5) |
C33—Fe2—C31—B2 | 160.1 (5) | C51—Fe3—C62—C61 | −83.4 (5) |
C45—Fe2—C31—B2 | −43.0 (6) | C63—Fe3—C62—C61 | 119.6 (7) |
C41—Fe2—C31—B2 | −1.5 (6) | C64—Fe3—C62—C61 | 81.6 (5) |
C44—Fe2—C31—B2 | −76.8 (12) | C54—Fe3—C62—C61 | 157.5 (9) |
C35—C31—C32—C33 | −0.8 (7) | C53—Fe3—C62—C61 | −168.5 (4) |
B2—C31—C32—C33 | −168.1 (6) | C61—C62—C63—C64 | 0.2 (8) |
Fe2—C31—C32—C33 | −59.5 (4) | Fe3—C62—C63—C64 | 59.4 (5) |
C35—C31—C32—Fe2 | 58.7 (4) | C61—C62—C63—Fe3 | −59.3 (5) |
B2—C31—C32—Fe2 | −108.6 (6) | C55—Fe3—C63—C62 | 164.4 (9) |
C43—Fe2—C32—C33 | −81.0 (5) | C52—Fe3—C63—C62 | −84.5 (5) |
C42—Fe2—C32—C33 | −123.5 (5) | C65—Fe3—C63—C62 | 80.9 (5) |
C35—Fe2—C32—C33 | 80.8 (4) | C51—Fe3—C63—C62 | −49.9 (9) |
C34—Fe2—C32—C33 | 37.3 (4) | C61—Fe3—C63—C62 | 37.7 (5) |
C45—Fe2—C32—C33 | 166.6 (11) | C64—Fe3—C63—C62 | 119.1 (7) |
C31—Fe2—C32—C33 | 119.3 (5) | C54—Fe3—C63—C62 | −167.2 (5) |
C41—Fe2—C32—C33 | −164.2 (5) | C53—Fe3—C63—C62 | −126.8 (5) |
C44—Fe2—C32—C33 | −48.1 (8) | C55—Fe3—C63—C64 | 45.3 (13) |
C43—Fe2—C32—C31 | 159.6 (5) | C52—Fe3—C63—C64 | 156.4 (5) |
C42—Fe2—C32—C31 | 117.1 (5) | C65—Fe3—C63—C64 | −38.2 (5) |
C35—Fe2—C32—C31 | −38.6 (4) | C62—Fe3—C63—C64 | −119.1 (7) |
C34—Fe2—C32—C31 | −82.0 (4) | C51—Fe3—C63—C64 | −169.0 (6) |
C33—Fe2—C32—C31 | −119.3 (5) | C61—Fe3—C63—C64 | −81.4 (5) |
C45—Fe2—C32—C31 | 47.3 (12) | C54—Fe3—C63—C64 | 73.7 (6) |
C41—Fe2—C32—C31 | 76.5 (5) | C53—Fe3—C63—C64 | 114.2 (5) |
C44—Fe2—C32—C31 | −167.4 (7) | C62—C63—C64—C65 | −0.3 (8) |
C31—C32—C33—C34 | 1.0 (7) | Fe3—C63—C64—C65 | 59.1 (5) |
Fe2—C32—C33—C34 | −58.5 (4) | C62—C63—C64—Fe3 | −59.4 (5) |
C31—C32—C33—Fe2 | 59.5 (4) | C55—Fe3—C64—C65 | 76.2 (6) |
C43—Fe2—C33—C32 | 116.1 (5) | C52—Fe3—C64—C65 | −168.5 (6) |
C42—Fe2—C33—C32 | 75.9 (6) | C62—Fe3—C64—C65 | −80.9 (5) |
C35—Fe2—C33—C32 | −82.9 (4) | C51—Fe3—C64—C65 | 43.4 (13) |
C34—Fe2—C33—C32 | −120.4 (5) | C61—Fe3—C64—C65 | −36.8 (5) |
C45—Fe2—C33—C32 | −171.6 (7) | C63—Fe3—C64—C65 | −118.5 (7) |
C31—Fe2—C33—C32 | −38.1 (4) | C54—Fe3—C64—C65 | 116.4 (5) |
C41—Fe2—C33—C32 | 47.0 (12) | C53—Fe3—C64—C65 | 158.6 (4) |
C44—Fe2—C33—C32 | 158.0 (4) | C55—Fe3—C64—C63 | −165.3 (5) |
C43—Fe2—C33—C34 | −123.5 (4) | C52—Fe3—C64—C63 | −50.0 (9) |
C42—Fe2—C33—C34 | −163.7 (5) | C65—Fe3—C64—C63 | 118.5 (7) |
C32—Fe2—C33—C34 | 120.4 (5) | C62—Fe3—C64—C63 | 37.6 (5) |
C35—Fe2—C33—C34 | 37.5 (4) | C51—Fe3—C64—C63 | 161.9 (10) |
C45—Fe2—C33—C34 | −51.2 (8) | C61—Fe3—C64—C63 | 81.6 (6) |
C31—Fe2—C33—C34 | 82.3 (4) | C54—Fe3—C64—C63 | −125.1 (5) |
C41—Fe2—C33—C34 | 167.4 (10) | C53—Fe3—C64—C63 | −82.9 (5) |
C44—Fe2—C33—C34 | −81.6 (5) | C62—C61—C65—C64 | −0.3 (8) |
C32—C33—C34—C35 | −0.8 (7) | Fe3—C61—C65—C64 | −59.6 (5) |
Fe2—C33—C34—C35 | −59.3 (4) | C62—C61—C65—Fe3 | 59.3 (5) |
C32—C33—C34—Fe2 | 58.5 (4) | C63—C64—C65—C61 | 0.4 (8) |
C43—Fe2—C34—C35 | −165.8 (4) | Fe3—C64—C65—C61 | 59.7 (5) |
C42—Fe2—C34—C35 | 166.1 (10) | C63—C64—C65—Fe3 | −59.4 (5) |
C32—Fe2—C34—C35 | 82.3 (4) | C55—Fe3—C65—C61 | 115.8 (5) |
C33—Fe2—C34—C35 | 119.3 (5) | C52—Fe3—C65—C61 | 39.3 (13) |
C45—Fe2—C34—C35 | −83.6 (5) | C62—Fe3—C65—C61 | −38.1 (5) |
C31—Fe2—C34—C35 | 38.0 (4) | C51—Fe3—C65—C61 | 73.5 (6) |
C41—Fe2—C34—C35 | −51.5 (9) | C63—Fe3—C65—C61 | −81.8 (5) |
C44—Fe2—C34—C35 | −124.8 (4) | C64—Fe3—C65—C61 | −120.0 (7) |
C43—Fe2—C34—C33 | 74.9 (5) | C54—Fe3—C65—C61 | 159.0 (5) |
C42—Fe2—C34—C33 | 46.8 (12) | C53—Fe3—C65—C61 | −165.9 (6) |
C32—Fe2—C34—C33 | −37.0 (4) | C55—Fe3—C65—C64 | −124.2 (5) |
C35—Fe2—C34—C33 | −119.3 (5) | C52—Fe3—C65—C64 | 159.2 (10) |
C45—Fe2—C34—C33 | 157.1 (4) | C62—Fe3—C65—C64 | 81.9 (5) |
C31—Fe2—C34—C33 | −81.3 (4) | C51—Fe3—C65—C64 | −166.5 (4) |
C41—Fe2—C34—C33 | −170.8 (7) | C61—Fe3—C65—C64 | 120.0 (7) |
C44—Fe2—C34—C33 | 115.9 (4) | C63—Fe3—C65—C64 | 38.2 (5) |
C33—C34—C35—C31 | 0.3 (7) | C54—Fe3—C65—C64 | −81.1 (5) |
Fe2—C34—C35—C31 | −58.9 (4) | C53—Fe3—C65—C64 | −46.0 (8) |
C33—C34—C35—Fe2 | 59.2 (4) | B3—O3—B1—O1 | 9.5 (9) |
C32—C31—C35—C34 | 0.3 (7) | B3—O3—B1—C11 | −169.6 (6) |
B2—C31—C35—C34 | 168.1 (6) | B2—O1—B1—O3 | −6.8 (9) |
Fe2—C31—C35—C34 | 59.1 (4) | B2—O1—B1—C11 | 172.4 (6) |
C32—C31—C35—Fe2 | −58.7 (4) | C15—C11—B1—O3 | −174.2 (6) |
B2—C31—C35—Fe2 | 109.1 (6) | C12—C11—B1—O3 | −6.9 (10) |
C43—Fe2—C35—C34 | 39.7 (11) | Fe1—C11—B1—O3 | −90.8 (6) |
C42—Fe2—C35—C34 | −168.9 (8) | C15—C11—B1—O1 | 6.7 (10) |
C32—Fe2—C35—C34 | −81.7 (4) | C12—C11—B1—O1 | 174.0 (6) |
C33—Fe2—C35—C34 | −37.9 (4) | Fe1—C11—B1—O1 | 90.1 (6) |
C45—Fe2—C35—C34 | 115.0 (4) | B1—O1—B2—O2 | −1.4 (9) |
C31—Fe2—C35—C34 | −119.9 (5) | B1—O1—B2—C31 | −179.8 (6) |
C41—Fe2—C35—C34 | 157.8 (4) | B3—O2—B2—O1 | 7.1 (9) |
C44—Fe2—C35—C34 | 73.7 (5) | B3—O2—B2—C31 | −174.5 (5) |
C43—Fe2—C35—C31 | 159.6 (9) | C32—C31—B2—O1 | −14.4 (10) |
C42—Fe2—C35—C31 | −49.0 (9) | C35—C31—B2—O1 | −179.6 (6) |
C32—Fe2—C35—C31 | 38.2 (4) | Fe2—C31—B2—O1 | −97.7 (6) |
C34—Fe2—C35—C31 | 119.9 (5) | C32—C31—B2—O2 | 167.2 (6) |
C33—Fe2—C35—C31 | 82.0 (4) | C35—C31—B2—O2 | 2.0 (9) |
C45—Fe2—C35—C31 | −125.1 (4) | Fe2—C31—B2—O2 | 83.8 (7) |
C41—Fe2—C35—C31 | −82.3 (5) | B2—O2—B3—O3 | −4.4 (8) |
C44—Fe2—C35—C31 | −166.4 (4) | B2—O2—B3—C51 | 175.5 (5) |
C43—Fe2—C41—C42 | −37.1 (6) | B1—O3—B3—O2 | −3.9 (8) |
C32—Fe2—C41—C42 | 73.9 (7) | B1—O3—B3—C51 | 176.2 (6) |
C35—Fe2—C41—C42 | 160.5 (5) | C55—C51—B3—O2 | −175.5 (6) |
C34—Fe2—C41—C42 | −162.7 (7) | C52—C51—B3—O2 | −5.7 (9) |
C33—Fe2—C41—C42 | 37.7 (14) | Fe3—C51—B3—O2 | −89.5 (6) |
C45—Fe2—C41—C42 | −117.9 (8) | C55—C51—B3—O3 | 4.4 (10) |
C31—Fe2—C41—C42 | 116.5 (6) | C52—C51—B3—O3 | 174.3 (6) |
C44—Fe2—C41—C42 | −81.0 (6) | Fe3—C51—B3—O3 | 90.4 (6) |
C43—Fe2—C41—C45 | 80.7 (6) | | |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C13—H13···C24i | 0.95 | 2.91 | 3.733 (11) | 145 |
C32—H32···C43ii | 0.95 | 2.63 | 3.579 (12) | 173 |
C34—H34···C55iii | 0.95 | 2.83 | 3.686 (10) | 151 |
C35—H35···O3iii | 0.95 | 2.64 | 3.344 (8) | 131 |
C44—H44···C51iii | 0.95 | 2.94 | 3.576 (12) | 126 |
C44—H44···C52iii | 0.95 | 2.85 | 3.615 (12) | 139 |
C52—H52···O1iii | 0.95 | 2.79 | 3.674 (8) | 155 |
C53—H53···C32iii | 0.95 | 2.83 | 3.562 (10) | 135 |
C55—H55···C64iv | 0.95 | 2.68 | 3.586 (10) | 159 |
C63—H63···C34iii | 0.95 | 2.82 | 3.752 (11) | 169 |
C63—H63···C35iii | 0.95 | 2.83 | 3.608 (11) | 140 |
Symmetry codes: (i) −x, y−1/2, −z−1; (ii) −x, y−1/2, −z; (iii) −x+1, y+1/2, −z; (iv) −x+1, y−1/2, −z−1. |
Experimental details
| (IRT) | (IIRT) | (ILT) |
Crystal data |
Chemical formula | C30H27B3Fe3O3 | C30H30B3Fe3N3 | C30H27B3Fe3O3 |
Mr | 635.50 | 632.55 | 635.50 |
Crystal system, space group | Orthorhombic, Cmc21 | Orthorhombic, Cmc21 | Monoclinic, P21 |
Temperature (K) | 294 | 294 | 154 |
a, b, c (Å) | 17.643 (4), 14.466 (2), 10.481 (3) | 17.895 (3), 14.792 (3), 10.4806 (18) | 10.896 (3), 10.345 (4), 11.709 (5) |
α, β, γ (°) | 90, 90, 90 | 90, 90, 90 | 90, 100.213 (18), 90 |
V (Å3) | 2675.1 (10) | 2774.3 (9) | 1298.9 (8) |
Z | 4 | 4 | 2 |
Radiation type | Mo Kα | Mo Kα | Mo Kα |
µ (mm−1) | 1.64 | 1.57 | 1.69 |
Crystal size (mm) | 0.59 × 0.50 × 0.19 | 0.55 × 0.33 × 0.08 | 0.59 × 0.50 × 0.19 |
|
Data collection |
Diffractometer | SIEMENS SMART CCD diffractometer | SIEMENS SMART CCD diffractometer | SIEMENS SMART CCD diffractometer |
Absorption correction | Numerical (SHELXTL, Sheldrick, 1996) | Numerical (SHELXTL, Sheldrick, 1996) | Numerical (SHELXTL, Sheldrick, 1996) |
Tmin, Tmax | 0.346, 0.750 | 0.389, 0.885 | 0.327, 0.733 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 27963, 4607, 3291 | 15621, 3164, 1953 | 27634, 8438, 7048 |
Rint | 0.055 | 0.095 | 0.114 |
(sin θ/λ)max (Å−1) | 0.754 | 0.660 | 0.757 |
|
Refinement |
R[F2 > 2σ(F2)], wR(F2), S | 0.039, 0.108, 1.12 | 0.052, 0.111, 1.11 | 0.080, 0.210, 1.25 |
No. of reflections | 4607 | 3164 | 8438 |
No. of parameters | 184 | 184 | 353 |
No. of restraints | 1 | 1 | 1 |
H-atom treatment | H atom parameters constrained | H atom parameters constrained | H atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.52, −0.37 | 0.40, −0.44 | 2.25, −0.94 |
Absolute structure | Flack (1983) | Flack (1983) | Flack (1983) |
Absolute structure parameter | 0.27 (2) | 0.01 (4) | 0.16 (3) |
Hydrogen-bond geometry (Å, º) for (IRT) top
D—H···A | D—H | H···A | D···A | D—H···A |
C32—H32···C43i | 0.93 | 2.70 | 3.609 (5) | 166 |
C34—H34···C32ii | 0.93 | 2.88 | 3.653 (5) | 142 |
C35—H35···O1ii | 0.93 | 2.70 | 3.517 (4) | 147 |
C44—H44···C35ii | 0.93 | 2.90 | 3.676 (6) | 142 |
Symmetry codes: (i) −x+1/2, −y+3/2, z−1/2; (ii) x, −y+2, z+1/2. |
Hydrogen-bond geometry (Å, º) for (IIRT) top
D—H···A | D—H | H···A | D···A | D—H···A |
C32—H32···C43i | 0.93 | 2.78 | 3.674 (10) | 162 |
C34—H34···C32ii | 0.93 | 2.93 | 3.695 (9) | 140 |
C35—H35···N1ii | 0.93 | 2.75 | 3.581 (7) | 149 |
C44—H44···C35ii | 0.93 | 2.86 | 3.687 (10) | 148 |
Symmetry codes: (i) −x+3/2, −y+1/2, z+1/2; (ii) x, −y, z−1/2. |
Hydrogen-bond geometry (Å, º) for (ILT) top
D—H···A | D—H | H···A | D···A | D—H···A |
C13—H13···C24i | 0.95 | 2.91 | 3.733 (11) | 145 |
C32—H32···C43ii | 0.95 | 2.63 | 3.579 (12) | 173 |
C34—H34···C55iii | 0.95 | 2.83 | 3.686 (10) | 151 |
C35—H35···O3iii | 0.95 | 2.64 | 3.344 (8) | 131 |
C44—H44···C51iii | 0.95 | 2.94 | 3.576 (12) | 126 |
C44—H44···C52iii | 0.95 | 2.85 | 3.615 (12) | 139 |
C52—H52···O1iii | 0.95 | 2.79 | 3.674 (8) | 155 |
C53—H53···C32iii | 0.95 | 2.83 | 3.562 (10) | 135 |
C55—H55···C64iv | 0.95 | 2.68 | 3.586 (10) | 159 |
C63—H63···C34iii | 0.95 | 2.82 | 3.752 (11) | 169 |
C63—H63···C35iii | 0.95 | 2.83 | 3.608 (11) | 140 |
Symmetry codes: (i) −x, y−1/2, −z−1; (ii) −x, y−1/2, −z; (iii) −x+1, y+1/2, −z; (iv) −x+1, y−1/2, −z−1. |
Subscribe to Acta Crystallographica Section C: Structural Chemistry
The full text of this article is available to subscribers to the journal.
If you have already registered and are using a computer listed in your registration details, please email
support@iucr.org for assistance.
Polynuclear aggregates of transition metals are of great current interest. Ferrocene is a particularly well suited building block for the generation of redox-active oligomers due to its high chemical stability and unique electrochemical properties. Our group is currently exploring the potential of boron-nitrogen and boron-oxygen bonds for the facile synthesis of ferrocene-containing macromolecules (Jäkle et al., 1995; Fontani et al., 1998; Grosche et al., 1999; Dinnebier et al., 2000). In this context, compounds (I) and (II) have been prepared and investigated by X-ray crystallography. The crystal structures of (I) and (II) at room temperature are isomorphous. The molecules show crystallographic m-symmetry: atoms Fe1, C11, C21, B1 and O2 (or N2) lie on a mirror plane (Figures 1a and 1 b). All three ferrocenyl substituents occupy the same side of the central six-membered ring. The molecules do not behave as rigid groups: the displacement parameters of the free five-membered rings are considerably larger than those of the B-substituted five-membered rings. Both molecules show larger than average displacement parameters in the direction normal to the mirror plane. The occurrence of large amplitude thermal motion is often found in the high temperature phase of structures which undergo phase transitions.
The B—O bond lengths in (I) range from 1.376 (3) to 1.397 (3) Å with an average value of 1.384 Å. Very similar B—O bond lengths with an average of 1.381 Å have been reported for other boroxines (Boese et al., 1987; Brock et al., 1987; Satoh et al., 1994; Beckett et al., 1997; Song et al., 1993; Avent et al., 1990). The B—N bond lengths in (II) range from 1.423 (6) to 1.442 (7) Å with an average value of 1.431 Å. Similar B—N bond lengths with an average value of 1.434 Å have been reported for other borazines (Boese et al., 1995; Viswamitra & Vaidya, 1965; Lux et al., 1979). A B—N bond length of 1.431 Å has also been obtained by an ab initio calculation of borazine (Kiran et al., 2001). The B—N bond lengths in (II) are about 0.05 Å longer than the B—O bond lengths in (I).
The six-membered boroxine ring in (I) shows a small deviation from planarity: ring atoms O2 and B1 deviate by 0.061 (5) and 0.078 (4) Å, respectively, in the same direction from the plane through O1/O1'/B2/B2'. A smaller deviation from planarity is observed for the borazine ring in (II): ring atoms N2 and B1 deviate by only 0.037 (10) and 0.031 (10) Å, respectively, from the plane through N1/N1'/B2/B2'. The ferrocenyl groups are slightly tilted toward the center of the molecule. As a result B1 deviates by 0.221 (6) Å from the plane through C11/C12/C13/C12'/C13' and B2 deviates by 0.203 (5) Å from the plane through C31/C32/C33/C34/C35 in (I). Corresponding values in (II) are 0.146 (13) Å for B1 and 0.149 (9) Å for B2. The five-membered rings of the ferrocenyl groups approximately have eclipsed conformations. A very similar molecular geometry has been observed in the crystal structure of triferrocenyltriselenatriborinane (Horn et al., 1992). The tilting of the ferrocenyl groups toward the center of the molecule is even slightly more pronounced in that compound. There are no short intramolecular contacts in (I) and (II). The N—H groups of (II) cannot act as hydrogen bond donors, due to shielding by C—H bonds of the neighboring ferrocenyl groups. This forward shielding of the N—H and O groups is a requirement for the isomorphism of (I) and (II).
The crystal packing of (I) shows a weak intermolecular C—H···O interaction with a H···O distance of 2.70 Å and three intermolecular C—H···C(π) interactions with H···C(π) distances of 2.70, 2.88 and 2.90 Å (Table 1, Fig. 2). The crystal packing of (II) is similar. It shows a weak intermolecular C—H···N interaction with a H···N distances of 2.75 Å and three intermolecular C—H···C(π) interactions with H···C distances of 2.78, 2.86 and 2.93 Å (Table 2). Intermolecular interactions with H···C distances exceeding 3.0 Å have not been included in Tables 1 and 2. The C—H donor groups do not point toward the centroids of the acceptor cyclopentadienyl rings. In contrast they point closer to individual C atoms of those groups.
On cooling both compounds undergo a reversible phase transition, (I) at 283 (2) K and (II) at 263 (5) K. Below the phase transition temperature the crystal structures are monoclinic with space group P21. The low temperature cells are related to the high temperature cells by the transformation: alow = 0.5 ahigh - 0.5 bhigh, blow = chigh and clow = -0.5 ahigh - 0.5 bhigh. The loss of the mirror symmetry can result in twinning of the crystals. The twin domains in the low temperature phase of (I) were found to be related by: h' = -0.08 h + 0.91 l, k' = k and l' = 1.09 h + 0.08 l. This twin relation indeed corresponds to the mirror plane of the high temperature structure. The twin relations for the cell constants are identical to the relations found for the Miller indices h, k and l. The structure of (I) was determined at 154 K. The volume fraction of the twin domain refined to 0.209 (4). Only reflections belonging to the major domain were used for the structure refinement. R-values and residual density of the low temperature structure were larger than for the room temperature structure as a result of the twinning. The largest residual density was observed within 1 Å of the Fe atoms. The dimensions of the molecule at low temperature are similar to the room temperature geometry. The B—O bond lengths range from 1.378 (8) to 1.388 (8) Å with an average value of 1.383 Å. Also the deviation from planarity of the boroxine ring and the tilting of the ferrocenyl groups is as observed at room temperature. The structure of (II) at 100 K is reported by Ma et al. (2001). The low temperature phase of (II) again is isomorphous with the low temperature phase of (I). Cell constants of (II) at 100 K are a= 11.046 (2), b = 10.316 (1), c = 12.040 (2) Å, β = 99.74 (1) °, V = 1352.2 (4) Å3. The small crystal of (II) used by Ma et al. (2001) was cooled through the phase transition without occurrence of twinning. The larger crystal of (II) used in the present determination was seriously twinned in the low temperature phase, resulting in poor net intensities. Thus those data will not be given here.
The crystal packing of (I) at 154 K shows two weak intermolecular C—H···O interactions with H···O distances of 2.64 and 2.79 Å and nine intermolecular C—H···C interactions with H···C distances less than 2.95 Å (Table 3, Fig. 3). The intermolecular C—H···π interactions are clearly enhanced in the low temperature phase. Thermal parameters at 154 K are reduced to about 40% of their room temperature values. No larger than average displacement parameters are found for the low temperature structure.