metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

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ISSN: 2414-3146

{μ-2,2′-(Ethane-1,2-di­yl)bis­­[4,6-bis­­(tri­methyl­sil­yl)-1,3-di­hydro­cyclo­penta­[c]pyrrol-5-one]}bis­­[tri­carbonyl­iron(0)]

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aLeibniz-Institut für Katalyse e. V., Albert-Einstein-Strasse 29a, 18059 Rostock, Germany
*Correspondence e-mail: henrik.junge@catalysis.de

Edited by S. Bernès, Benemérita Universidad Autónoma de Puebla, México (Received 7 April 2023; accepted 17 April 2023; online 21 April 2023)

The binuclear title compound, [Fe2(C28H48N2O2Si4)(CO)6], consists of two central iron(0) atoms, each of them surrounded by a cyclo­penta­dienone moiety and three carbonyl ligands in a three-legged piano-stool shape. Furthermore, the bis­(cyclo­penta­dienone) ligand acts as a bridge between the two metal atoms.

3D view (loading...)
[Scheme 3D1]
Chemical scheme
[Scheme 1]

Structure description

The title compound is a binuclear complex where both iron(0) atoms exhibit a piano-stool coordination environment. Each iron(0) atom is surrounded by a cyclo­penta­dienone moiety in a η4-coordination mode [torsion angles C5—C4—C8—C7 = −0.7 (2)° and C21—C20—C24—C23 = 0.0 (2)°] and three carbonyl ligands (Fig. 1[link]). The distances between Fe1 and atoms C4, C5, C7 and C8 range from 2.0698 (19) to 2.154 (2) Å [for Fe2 and atoms C20, C21, C23 and C24, the corresponding range is 2.0702 (18)–2.1435 (19) Å], while the Fe1—C6 distance is 2.3591 (15) Å [Fe2—C22 = 2.3497 (18) Å]. The pyrrolidine N atoms are 0.49 Å out of the planes defined by atoms C3/C4/C8/C9 and C19/C20/C24/C25, respectively, resulting in an envelope conformation for both heterocycles. The Fe(CO)3 units are located on opposite sides of the bis­(cyclo­penta­dienone) ligand, which bridges both metal atoms (Fig. 2[link]). The observed η4-coordination mode is in agreement with several reported iron(0) cyclo­penta­dienone tricarbonyl complexes [see, for example, Knölker et al. (1992[Knölker, H.-J., Heber, J. & Mahler, C. H. (1992). Synlett, 1992, 1002-1004.]) and Hackl et al. (2022[Hackl, L., Ho, L. P., Bockhardt, D., Bannenberg, T. & Tamm, M. (2022). Organometallics, 41, 836-851.])].

[Figure 1]
Figure 1
The mol­ecular structure of the title compound, showing the atom labelling and displacement ellipsoids drawn at 30% probability level. H atoms have been omitted for clarity.
[Figure 2]
Figure 2
Side view of the title compound. H atoms have been omitted for clarity. Displacement ellipsoids are drawn at the 30% probability level.

Synthesis and crystallization

The iron precursor Fe2(CO)9 (471 mg, 1.29 mmol) was weighted and transferred to a 50 ml Schlenk tube equipped with a stirring bar in a glove-box. Next, the tetra­yne N1,N1,N2,N2-tetra­kis­[3-(tri­methyl­sil­yl)prop-2-yn-1-yl]ethane-1,2-di­amine (321 mg, 0.64 mmol) was dissolved in 13 ml of dry toluene in another flask. The tetra­yne solution and the iron precursor were then mixed in the Schlenk tube and heated to 383 K for 16 h. The resulting black mixture was filtered through Celite. The filtrate was further purified via column chromatography over silica gel with penta­ne/ethyl acetate (90:10 v/v) as eluent to finally afford a brown solid (yield 0.497 g, 93%). Crystals suitable for X-ray analysis were obtained by slow diffusion of pentane into a solution of the complex in di­chloro­methane. 1H NMR (300 MHz, CDCl3): δ (ppm) 3.92 (d, J = 12.9 Hz, 4H), 3.42 (d, J = 13.0 Hz, 4H), 3.06 (s, 4H), 0.27 (s, 36H). 13C NMR (100 MHz, CDCl3): δ (ppm) 208.69 (C≡O), 182.39 (C=O), 113.06 (CCp), 69.33 (CCp), 54.36 (–CH2—CH2–), 53.72 (Cpyr—N), −0.69 (SiMe3). HR–MS (ESI): theoretical mass for C34H48Fe2N2O8Si4: 836.11811; found: 836.11579.

Refinement

Crystal data, data collection and structure refinement details are summarized in Table 1[link].

Table 1
Experimental details

Crystal data
Chemical formula [Fe2(C28H48N2O2Si4)(CO)6]
Mr 836.80
Crystal system, space group Monoclinic, P21/n
Temperature (K) 150
a, b, c (Å) 17.8815 (13), 12.5896 (10), 20.3917 (16)
β (°) 112.0104 (16)
V3) 4256.0 (6)
Z 4
Radiation type Mo Kα
μ (mm−1) 0.84
Crystal size (mm) 0.18 × 0.17 × 0.04
 
Data collection
Diffractometer Bruker APEXII CCD
Absorption correction Multi-scan (SADABS; Bruker, 2014[Bruker (2014). APEX2 and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.])
Tmin, Tmax 0.86, 0.97
No. of measured, independent and observed [I > 2σ(I)] reflections 57670, 11074, 7588
Rint 0.048
(sin θ/λ)max−1) 0.677
 
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.038, 0.096, 1.00
No. of reflections 11074
No. of parameters 463
H-atom treatment H-atom parameters constrained
Δρmax, Δρmin (e Å−3) 0.47, −0.27
Computer programs: APEX2 (Bruker, 2014[Bruker (2014). APEX2 and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]), SAINT (Bruker, 2013[Bruker (2013). SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]), SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]), SHELXL2018 (Sheldrick, 2015[Sheldrick, G. M. (2015). Acta Cryst. C71, 3-8.]), XP in SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]) and publCIF (Westrip, 2010[Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.]).

Structural data


Computing details top

Data collection: APEX2 (Bruker, 2014); cell refinement: SAINT (Bruker, 2013); data reduction: SAINT (Bruker, 2013); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2018 (Sheldrick, 2015); molecular graphics: XP in SHELXTL (Sheldrick, 2008); software used to prepare material for publication: publCIF (Westrip, 2010).

{µ-2,2'-(Ethane-1,2-diyl)bis[4,6-bis(trimethylsilyl)-1,3-dihydrocyclopenta[c]pyrrol-5-one]}bis[tricarbonyliron(0)] top
Crystal data top
[Fe2(C28H48N2O2Si4)(CO)6]F(000) = 1752
Mr = 836.80Dx = 1.306 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
a = 17.8815 (13) ÅCell parameters from 9955 reflections
b = 12.5896 (10) Åθ = 2.5–28.2°
c = 20.3917 (16) ŵ = 0.84 mm1
β = 112.0104 (16)°T = 150 K
V = 4256.0 (6) Å3Plate, pale yellow
Z = 40.18 × 0.17 × 0.04 mm
Data collection top
Bruker APEXII CCD
diffractometer
11074 independent reflections
Radiation source: fine-focus sealed tube7588 reflections with I > 2σ(I)
Detector resolution: 8.3333 pixels mm-1Rint = 0.048
φ and ω scansθmax = 28.8°, θmin = 1.3°
Absorption correction: multi-scan
(SADABS; Bruker, 2014)
h = 2424
Tmin = 0.86, Tmax = 0.97k = 1716
57670 measured reflectionsl = 2727
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.038Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.096H-atom parameters constrained
S = 1.00 w = 1/[σ2(Fo2) + (0.0438P)2 + 1.078P]
where P = (Fo2 + 2Fc2)/3
11074 reflections(Δ/σ)max = 0.002
463 parametersΔρmax = 0.47 e Å3
0 restraintsΔρmin = 0.27 e Å3
0 constraints
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
C10.54321 (11)0.63613 (14)0.28191 (10)0.0253 (4)
H1A0.5425230.6274540.3299380.030*
H1B0.5805620.5825480.2757430.030*
C20.45943 (11)0.61771 (14)0.22752 (10)0.0253 (4)
H2A0.4218460.6707430.2339250.030*
H2B0.4599010.6267770.1794560.030*
C30.58418 (12)0.76032 (14)0.20761 (10)0.0239 (4)
H3A0.5332640.7813590.1690930.029*
H3B0.6059610.6960220.1931410.029*
C40.64447 (11)0.84938 (14)0.22697 (10)0.0229 (4)
C50.67853 (12)0.92754 (14)0.19534 (10)0.0256 (4)
C60.75207 (12)0.96754 (15)0.25395 (10)0.0282 (4)
C70.74542 (12)0.93201 (15)0.32135 (10)0.0275 (4)
C80.68358 (12)0.85252 (14)0.30142 (10)0.0242 (4)
C90.64977 (12)0.76639 (15)0.33303 (10)0.0262 (4)
H9A0.6853940.7032790.3453090.031*
H9B0.6414620.7916110.3757840.031*
C100.75004 (15)0.9193 (2)0.08299 (13)0.0489 (6)
H10A0.7434780.9404910.0349010.073*
H10B0.7567850.8420550.0877360.073*
H10C0.7977570.9542430.1170790.073*
C110.64146 (15)1.10465 (17)0.08631 (13)0.0458 (6)
H11A0.6378651.1230950.0385340.069*
H11B0.6863351.1434750.1211560.069*
H11C0.5909811.1239160.0917250.069*
C120.56817 (14)0.88456 (17)0.04283 (12)0.0408 (5)
H12A0.5211040.9072380.0528450.061*
H12B0.5770010.8083020.0521650.061*
H12C0.5586960.8988260.0068980.061*
C130.80294 (17)0.89301 (18)0.47992 (12)0.0478 (6)
H13A0.8445600.9097610.5261210.072*
H13B0.8022380.8162590.4716810.072*
H13C0.7501600.9156380.4791010.072*
C140.92329 (15)0.9168 (2)0.40640 (14)0.0595 (8)
H14A0.9341690.9542160.3687790.089*
H14B0.9201010.8402320.3969580.089*
H14C0.9668960.9310150.4519630.089*
C150.82806 (18)1.10948 (18)0.42381 (13)0.0529 (7)
H15A0.8419071.1454880.3872630.079*
H15B0.8686571.1262310.4705170.079*
H15C0.7749791.1336350.4213470.079*
C160.65391 (16)1.13489 (17)0.26192 (13)0.0435 (6)
C170.52601 (16)0.99906 (17)0.20060 (13)0.0396 (5)
C180.59376 (14)1.00138 (17)0.33755 (12)0.0378 (5)
C190.35354 (12)0.48435 (14)0.17820 (10)0.0238 (4)
H19A0.3607330.4607840.1346170.029*
H19B0.3161870.5456830.1669990.029*
C200.32403 (11)0.39541 (13)0.21124 (9)0.0212 (4)
C210.26507 (11)0.31285 (14)0.19311 (10)0.0228 (4)
C220.26143 (11)0.27612 (15)0.26133 (10)0.0239 (4)
C230.33460 (11)0.31949 (14)0.31844 (10)0.0236 (4)
C240.36530 (11)0.39952 (14)0.28545 (9)0.0216 (4)
C250.42301 (12)0.49104 (14)0.30329 (10)0.0240 (4)
H25A0.4004480.5537990.3186630.029*
H25B0.4753120.4718540.3407020.029*
C260.20472 (17)0.3520 (2)0.03474 (11)0.0503 (7)
H26A0.1651230.3309680.0115090.075*
H26B0.2592120.3366530.0366040.075*
H26C0.1996450.4282630.0418260.075*
C270.08705 (14)0.31461 (19)0.10881 (13)0.0452 (6)
H27A0.0776090.2736860.1458600.068*
H27B0.0440580.2996510.0630140.068*
H27C0.0873160.3906080.1192870.068*
C280.19327 (15)0.13189 (17)0.08980 (12)0.0401 (5)
H28A0.1884600.0915250.1291230.060*
H28B0.2454400.1165810.0864170.060*
H28C0.1496800.1114220.0455670.060*
C290.26805 (16)0.3313 (2)0.43367 (13)0.0481 (6)
H29A0.2214550.2882090.4053900.072*
H29B0.2563780.4064490.4217680.072*
H29C0.2790970.3205240.4840410.072*
C300.37827 (15)0.14624 (16)0.43158 (12)0.0438 (6)
H30A0.4258090.1263900.4213940.066*
H30B0.3315400.1052840.4011660.066*
H30C0.3882500.1310410.4812890.066*
C310.44746 (15)0.37099 (18)0.46791 (12)0.0459 (6)
H31A0.4588760.3599290.5183130.069*
H31B0.4364220.4463850.4563740.069*
H31C0.4942210.3489120.4572170.069*
C320.41297 (14)0.24965 (17)0.17171 (13)0.0397 (5)
C330.36184 (14)0.11454 (16)0.25217 (12)0.0361 (5)
C340.48747 (15)0.25614 (17)0.30877 (14)0.0403 (5)
Fe10.62688 (2)0.99611 (2)0.26491 (2)0.02856 (8)
Fe20.38508 (2)0.25415 (2)0.24730 (2)0.02577 (8)
N10.57218 (10)0.74294 (12)0.27495 (8)0.0240 (3)
N20.43155 (9)0.51043 (12)0.23474 (8)0.0236 (3)
O10.80358 (9)1.02818 (12)0.24807 (8)0.0372 (4)
O20.67270 (13)1.22071 (13)0.25975 (11)0.0636 (6)
O30.46212 (12)0.99708 (15)0.15841 (11)0.0586 (5)
O40.57245 (12)1.00074 (14)0.38359 (10)0.0546 (5)
O50.21195 (8)0.21317 (11)0.26877 (7)0.0316 (3)
O60.42889 (13)0.24959 (14)0.12265 (10)0.0624 (5)
O70.34550 (12)0.02768 (12)0.25565 (10)0.0543 (5)
O80.55219 (11)0.26059 (15)0.34928 (11)0.0619 (5)
Si10.65890 (4)0.95934 (4)0.10059 (3)0.03152 (13)
Si20.82551 (4)0.96410 (5)0.40924 (3)0.03588 (15)
Si30.18610 (4)0.27641 (4)0.10551 (3)0.02961 (13)
Si40.35781 (4)0.29061 (4)0.41428 (3)0.03062 (14)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.0221 (10)0.0188 (9)0.0380 (11)0.0034 (8)0.0148 (9)0.0011 (7)
C20.0235 (10)0.0190 (9)0.0367 (10)0.0038 (8)0.0150 (9)0.0021 (7)
C30.0226 (10)0.0187 (8)0.0320 (10)0.0043 (8)0.0121 (8)0.0009 (7)
C40.0196 (10)0.0182 (8)0.0341 (10)0.0004 (7)0.0137 (8)0.0021 (7)
C50.0252 (11)0.0209 (9)0.0357 (10)0.0030 (8)0.0170 (9)0.0015 (7)
C60.0290 (11)0.0238 (10)0.0386 (11)0.0050 (8)0.0205 (10)0.0045 (8)
C70.0273 (11)0.0245 (9)0.0356 (10)0.0066 (8)0.0175 (9)0.0058 (8)
C80.0245 (10)0.0195 (8)0.0335 (10)0.0025 (8)0.0166 (9)0.0026 (7)
C90.0256 (11)0.0240 (9)0.0309 (10)0.0060 (8)0.0127 (9)0.0004 (7)
C100.0511 (16)0.0623 (16)0.0440 (13)0.0006 (13)0.0303 (13)0.0026 (12)
C110.0479 (16)0.0313 (12)0.0519 (14)0.0094 (11)0.0113 (12)0.0089 (10)
C120.0448 (15)0.0298 (11)0.0404 (12)0.0012 (10)0.0073 (11)0.0016 (9)
C130.0707 (19)0.0366 (12)0.0381 (12)0.0142 (12)0.0229 (13)0.0070 (10)
C140.0347 (15)0.084 (2)0.0537 (16)0.0127 (14)0.0096 (13)0.0220 (15)
C150.084 (2)0.0388 (13)0.0467 (14)0.0325 (13)0.0372 (14)0.0178 (10)
C160.0567 (16)0.0245 (11)0.0629 (16)0.0025 (11)0.0380 (14)0.0038 (10)
C170.0430 (15)0.0276 (11)0.0574 (14)0.0064 (10)0.0294 (13)0.0000 (10)
C180.0413 (14)0.0277 (10)0.0519 (13)0.0031 (10)0.0261 (12)0.0062 (9)
C190.0256 (11)0.0193 (8)0.0284 (9)0.0039 (8)0.0123 (8)0.0000 (7)
C200.0211 (10)0.0177 (8)0.0270 (9)0.0001 (7)0.0113 (8)0.0005 (7)
C210.0219 (10)0.0187 (8)0.0285 (9)0.0031 (7)0.0102 (8)0.0000 (7)
C220.0216 (10)0.0218 (9)0.0304 (10)0.0020 (7)0.0121 (9)0.0007 (7)
C230.0214 (10)0.0218 (9)0.0285 (9)0.0011 (8)0.0105 (8)0.0018 (7)
C240.0183 (10)0.0188 (8)0.0288 (9)0.0008 (7)0.0101 (8)0.0013 (7)
C250.0227 (10)0.0209 (9)0.0283 (9)0.0035 (8)0.0096 (8)0.0014 (7)
C260.0654 (18)0.0487 (14)0.0306 (12)0.0167 (13)0.0109 (12)0.0034 (10)
C270.0317 (13)0.0446 (13)0.0478 (13)0.0022 (11)0.0018 (11)0.0095 (11)
C280.0470 (15)0.0324 (11)0.0424 (12)0.0122 (10)0.0184 (11)0.0111 (9)
C290.0637 (18)0.0480 (14)0.0440 (13)0.0034 (13)0.0332 (13)0.0041 (11)
C300.0545 (16)0.0286 (11)0.0400 (12)0.0059 (11)0.0080 (11)0.0116 (9)
C310.0520 (16)0.0346 (12)0.0353 (12)0.0099 (11)0.0018 (11)0.0037 (9)
C320.0446 (14)0.0281 (11)0.0566 (14)0.0037 (10)0.0306 (12)0.0001 (10)
C330.0399 (13)0.0261 (11)0.0459 (12)0.0016 (9)0.0200 (11)0.0038 (9)
C340.0336 (14)0.0301 (11)0.0593 (15)0.0060 (10)0.0200 (12)0.0011 (10)
Fe10.03200 (18)0.01828 (13)0.04369 (17)0.00303 (12)0.02367 (14)0.00285 (11)
Fe20.02530 (16)0.01803 (13)0.03728 (16)0.00013 (11)0.01553 (13)0.00141 (11)
N10.0226 (9)0.0189 (7)0.0337 (8)0.0052 (7)0.0144 (7)0.0000 (6)
N20.0219 (9)0.0198 (7)0.0308 (8)0.0045 (6)0.0119 (7)0.0008 (6)
O10.0361 (9)0.0380 (8)0.0461 (9)0.0187 (7)0.0252 (7)0.0073 (7)
O20.0911 (16)0.0238 (9)0.0954 (15)0.0126 (9)0.0573 (13)0.0054 (8)
O30.0398 (11)0.0579 (12)0.0734 (13)0.0154 (9)0.0158 (10)0.0028 (10)
O40.0680 (13)0.0533 (11)0.0628 (11)0.0043 (9)0.0477 (11)0.0100 (9)
O50.0271 (8)0.0323 (7)0.0370 (8)0.0119 (6)0.0138 (7)0.0033 (6)
O60.0900 (16)0.0528 (11)0.0730 (13)0.0060 (10)0.0633 (12)0.0004 (9)
O70.0717 (14)0.0236 (8)0.0732 (12)0.0039 (8)0.0335 (11)0.0048 (8)
O80.0292 (10)0.0589 (12)0.0848 (14)0.0089 (9)0.0068 (10)0.0031 (10)
Si10.0348 (3)0.0280 (3)0.0339 (3)0.0022 (3)0.0154 (3)0.0038 (2)
Si20.0408 (4)0.0352 (3)0.0345 (3)0.0163 (3)0.0174 (3)0.0126 (2)
Si30.0327 (3)0.0258 (3)0.0275 (3)0.0085 (2)0.0081 (2)0.0032 (2)
Si40.0376 (4)0.0256 (3)0.0261 (3)0.0057 (2)0.0090 (3)0.0049 (2)
Geometric parameters (Å, º) top
C1—N11.467 (2)C17—Fe11.789 (3)
C1—C21.511 (3)C18—O41.138 (3)
C1—H1A0.9900C18—Fe11.791 (2)
C1—H1B0.9900C19—N21.476 (2)
C2—N21.466 (2)C19—C201.501 (2)
C2—H2A0.9900C19—H19A0.9900
C2—H2B0.9900C19—H19B0.9900
C3—N11.483 (2)C20—C241.414 (3)
C3—C41.502 (2)C20—C211.427 (2)
C3—H3A0.9900C20—Fe22.0721 (18)
C3—H3B0.9900C21—C221.490 (2)
C4—C81.414 (3)C21—Si31.8721 (19)
C4—C51.432 (2)C21—Fe22.1435 (19)
C4—Fe12.0719 (17)C22—O51.239 (2)
C5—C61.494 (3)C22—C231.491 (3)
C5—Si11.873 (2)C22—Fe22.3497 (18)
C5—Fe12.1431 (18)C23—C241.430 (2)
C6—O11.236 (2)C23—Si41.8750 (19)
C6—C71.492 (3)C23—Fe22.1394 (18)
C6—Fe12.3591 (19)C24—C251.498 (2)
C7—C81.433 (3)C24—Fe22.0702 (18)
C7—Si21.872 (2)C25—N21.482 (2)
C7—Fe12.154 (2)C25—H25A0.9900
C8—C91.500 (2)C25—H25B0.9900
C8—Fe12.0698 (19)C26—Si31.860 (2)
C9—N11.478 (2)C26—H26A0.9800
C9—H9A0.9900C26—H26B0.9800
C9—H9B0.9900C26—H26C0.9800
C10—Si11.865 (2)C27—Si31.861 (2)
C10—H10A0.9800C27—H27A0.9800
C10—H10B0.9800C27—H27B0.9800
C10—H10C0.9800C27—H27C0.9800
C11—Si11.860 (2)C28—Si31.860 (2)
C11—H11A0.9800C28—H28A0.9800
C11—H11B0.9800C28—H28B0.9800
C11—H11C0.9800C28—H28C0.9800
C12—Si11.864 (2)C29—Si41.863 (2)
C12—H12A0.9800C29—H29A0.9800
C12—H12B0.9800C29—H29B0.9800
C12—H12C0.9800C29—H29C0.9800
C13—Si21.865 (2)C30—Si41.862 (2)
C13—H13A0.9800C30—H30A0.9800
C13—H13B0.9800C30—H30B0.9800
C13—H13C0.9800C30—H30C0.9800
C14—Si21.869 (3)C31—Si41.864 (2)
C14—H14A0.9800C31—H31A0.9800
C14—H14B0.9800C31—H31B0.9800
C14—H14C0.9800C31—H31C0.9800
C15—Si21.852 (2)C32—O61.138 (3)
C15—H15A0.9800C32—Fe21.790 (2)
C15—H15B0.9800C33—O71.141 (2)
C15—H15C0.9800C33—Fe21.817 (2)
C16—O21.137 (3)C34—O81.144 (3)
C16—Fe11.820 (2)C34—Fe21.790 (3)
C17—O31.144 (3)
N1—C1—C2111.02 (15)N2—C25—H25A111.4
N1—C1—H1A109.4C24—C25—H25A111.4
C2—C1—H1A109.4N2—C25—H25B111.4
N1—C1—H1B109.4C24—C25—H25B111.4
C2—C1—H1B109.4H25A—C25—H25B109.3
H1A—C1—H1B108.0Si3—C26—H26A109.5
N2—C2—C1110.40 (15)Si3—C26—H26B109.5
N2—C2—H2A109.6H26A—C26—H26B109.5
C1—C2—H2A109.6Si3—C26—H26C109.5
N2—C2—H2B109.6H26A—C26—H26C109.5
C1—C2—H2B109.6H26B—C26—H26C109.5
H2A—C2—H2B108.1Si3—C27—H27A109.5
N1—C3—C4101.86 (14)Si3—C27—H27B109.5
N1—C3—H3A111.4H27A—C27—H27B109.5
C4—C3—H3A111.4Si3—C27—H27C109.5
N1—C3—H3B111.4H27A—C27—H27C109.5
C4—C3—H3B111.4H27B—C27—H27C109.5
H3A—C3—H3B109.3Si3—C28—H28A109.5
C8—C4—C5109.99 (16)Si3—C28—H28B109.5
C8—C4—C3108.69 (15)H28A—C28—H28B109.5
C5—C4—C3141.19 (17)Si3—C28—H28C109.5
C8—C4—Fe169.96 (10)H28A—C28—H28C109.5
C5—C4—Fe172.85 (10)H28B—C28—H28C109.5
C3—C4—Fe1124.69 (13)Si4—C29—H29A109.5
C4—C5—C6105.47 (16)Si4—C29—H29B109.5
C4—C5—Si1131.67 (15)H29A—C29—H29B109.5
C6—C5—Si1121.43 (13)Si4—C29—H29C109.5
C4—C5—Fe167.48 (10)H29A—C29—H29C109.5
C6—C5—Fe178.65 (11)H29B—C29—H29C109.5
Si1—C5—Fe1129.51 (10)Si4—C30—H30A109.5
O1—C6—C7126.44 (18)Si4—C30—H30B109.5
O1—C6—C5126.50 (18)H30A—C30—H30B109.5
C7—C6—C5106.60 (15)Si4—C30—H30C109.5
O1—C6—Fe1133.07 (15)H30A—C30—H30C109.5
C7—C6—Fe163.40 (10)H30B—C30—H30C109.5
C5—C6—Fe162.96 (10)Si4—C31—H31A109.5
C8—C7—C6105.53 (16)Si4—C31—H31B109.5
C8—C7—Si2130.90 (15)H31A—C31—H31B109.5
C6—C7—Si2121.39 (14)Si4—C31—H31C109.5
C8—C7—Fe167.03 (11)H31A—C31—H31C109.5
C6—C7—Fe178.33 (12)H31B—C31—H31C109.5
Si2—C7—Fe1132.64 (10)O6—C32—Fe2177.6 (2)
C4—C8—C7110.03 (16)O7—C33—Fe2178.1 (2)
C4—C8—C9108.93 (16)O8—C34—Fe2177.4 (2)
C7—C8—C9140.88 (18)C17—Fe1—C1892.89 (11)
C4—C8—Fe170.11 (10)C17—Fe1—C1699.37 (11)
C7—C8—Fe173.37 (11)C18—Fe1—C1699.58 (10)
C9—C8—Fe1124.35 (13)C17—Fe1—C8120.34 (9)
N1—C9—C8102.04 (15)C18—Fe1—C890.23 (9)
N1—C9—H9A111.4C16—Fe1—C8138.60 (10)
C8—C9—H9A111.4C17—Fe1—C489.84 (9)
N1—C9—H9B111.4C18—Fe1—C4119.05 (8)
C8—C9—H9B111.4C16—Fe1—C4139.83 (9)
H9A—C9—H9B109.2C8—Fe1—C439.93 (7)
Si1—C10—H10A109.5C17—Fe1—C595.12 (9)
Si1—C10—H10B109.5C18—Fe1—C5157.02 (9)
H10A—C10—H10B109.5C16—Fe1—C5100.30 (9)
Si1—C10—H10C109.5C8—Fe1—C567.16 (7)
H10A—C10—H10C109.5C4—Fe1—C539.66 (7)
H10B—C10—H10C109.5C17—Fe1—C7156.80 (8)
Si1—C11—H11A109.5C18—Fe1—C797.83 (9)
Si1—C11—H11B109.5C16—Fe1—C799.04 (10)
H11A—C11—H11B109.5C8—Fe1—C739.59 (7)
Si1—C11—H11C109.5C4—Fe1—C766.97 (7)
H11A—C11—H11C109.5C5—Fe1—C767.72 (7)
H11B—C11—H11C109.5C17—Fe1—C6131.71 (9)
Si1—C12—H12A109.5C18—Fe1—C6134.73 (9)
Si1—C12—H12B109.5C16—Fe1—C682.52 (9)
H12A—C12—H12B109.5C8—Fe1—C663.05 (7)
Si1—C12—H12C109.5C4—Fe1—C663.03 (7)
H12A—C12—H12C109.5C5—Fe1—C638.40 (7)
H12B—C12—H12C109.5C7—Fe1—C638.27 (7)
Si2—C13—H13A109.5C34—Fe2—C3293.53 (11)
Si2—C13—H13B109.5C34—Fe2—C3399.79 (10)
H13A—C13—H13B109.5C32—Fe2—C3399.18 (10)
Si2—C13—H13C109.5C34—Fe2—C2489.91 (9)
H13A—C13—H13C109.5C32—Fe2—C24119.57 (8)
H13B—C13—H13C109.5C33—Fe2—C24139.44 (9)
Si2—C14—H14A109.5C34—Fe2—C20120.07 (9)
Si2—C14—H14B109.5C32—Fe2—C2090.07 (9)
H14A—C14—H14B109.5C33—Fe2—C20138.48 (9)
Si2—C14—H14C109.5C24—Fe2—C2039.93 (7)
H14A—C14—H14C109.5C34—Fe2—C2395.77 (9)
H14B—C14—H14C109.5C32—Fe2—C23157.01 (8)
Si2—C15—H15A109.5C33—Fe2—C2399.89 (9)
Si2—C15—H15B109.5C24—Fe2—C2339.68 (7)
H15A—C15—H15B109.5C20—Fe2—C2367.09 (7)
Si2—C15—H15C109.5C34—Fe2—C21156.91 (8)
H15A—C15—H15C109.5C32—Fe2—C2196.61 (9)
H15B—C15—H15C109.5C33—Fe2—C2199.00 (9)
O2—C16—Fe1178.1 (2)C24—Fe2—C2167.04 (7)
O3—C17—Fe1177.2 (2)C20—Fe2—C2139.53 (7)
O4—C18—Fe1177.5 (2)C23—Fe2—C2167.78 (7)
N2—C19—C20101.75 (14)C34—Fe2—C22132.48 (9)
N2—C19—H19A111.4C32—Fe2—C22133.40 (9)
C20—C19—H19A111.4C33—Fe2—C2282.09 (8)
N2—C19—H19B111.4C24—Fe2—C2263.20 (7)
C20—C19—H19B111.4C20—Fe2—C2263.10 (7)
H19A—C19—H19B109.3C23—Fe2—C2238.45 (7)
C24—C20—C21110.02 (15)C21—Fe2—C2238.40 (6)
C24—C20—C19108.84 (15)C1—N1—C9111.42 (14)
C21—C20—C19140.99 (17)C1—N1—C3113.81 (14)
C24—C20—Fe269.96 (10)C9—N1—C3107.12 (14)
C21—C20—Fe272.94 (10)C2—N2—C19112.58 (14)
C19—C20—Fe2124.93 (13)C2—N2—C25113.92 (14)
C20—C21—C22105.71 (15)C19—N2—C25107.39 (14)
C20—C21—Si3130.20 (14)C11—Si1—C12110.03 (11)
C22—C21—Si3122.23 (13)C11—Si1—C10110.07 (12)
C20—C21—Fe267.54 (10)C12—Si1—C10111.00 (12)
C22—C21—Fe278.31 (11)C11—Si1—C5109.10 (10)
Si3—C21—Fe2131.21 (10)C12—Si1—C5109.03 (10)
O5—C22—C21126.57 (18)C10—Si1—C5107.54 (10)
O5—C22—C23126.62 (17)C15—Si2—C13110.48 (10)
C21—C22—C23106.43 (15)C15—Si2—C14110.67 (13)
O5—C22—Fe2133.44 (14)C13—Si2—C14110.31 (13)
C21—C22—Fe263.29 (10)C15—Si2—C7109.32 (11)
C23—C22—Fe263.13 (10)C13—Si2—C7109.08 (10)
C24—C23—C22105.65 (15)C14—Si2—C7106.89 (10)
C24—C23—Si4130.75 (14)C26—Si3—C28108.84 (11)
C22—C23—Si4121.98 (13)C26—Si3—C27110.21 (12)
C24—C23—Fe267.55 (10)C28—Si3—C27112.77 (11)
C22—C23—Fe278.43 (10)C26—Si3—C21108.94 (10)
Si4—C23—Fe2130.34 (10)C28—Si3—C21109.15 (9)
C20—C24—C23109.83 (16)C27—Si3—C21106.86 (9)
C20—C24—C25108.88 (15)C30—Si4—C29110.60 (11)
C23—C24—C25141.13 (17)C30—Si4—C31110.73 (11)
C20—C24—Fe270.10 (10)C29—Si4—C31110.26 (12)
C23—C24—Fe272.77 (10)C30—Si4—C23109.75 (10)
C25—C24—Fe2124.90 (13)C29—Si4—C23107.23 (10)
N2—C25—C24101.70 (14)C31—Si4—C23108.17 (10)
 

Acknowledgements

Funding for this research was provided by the Leibniz Campus `ComBio' (award No. W10/2018) which was financed by the State of Mecklenburg Western Pomerania and the German Federal Ministry of Education and Research (BMBF).

Funding information

Funding for this research was provided by: Leibniz Campus `ComBioCat' (award No. W10/2018).

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