metal-organic compounds
Tetrabutylammonium tetrakis(trimethylsilanolato-κO)ferrate(III)
aPenn State Beaver, 100 University Drive, Monaca, PA 15061, USA, bCenter for Crystallographic Research, Michigan State University, Department of Chemistry East, Lansing, MI 48824, USA, and cMichigan State University, Chemical Engineering and Material Science, 3514 Engineering Building, East Lansing, MI 48824, USA
*Correspondence e-mail: mth7@psu.edu
In the title salt, (C16H36N)[Fe(C3H9OSi)4], the cation contains a central N atom bonded to four n-butyl in a tetrahedral arrangement, while the anion contains a central FeIII atom tetrahedrally coordinated by four trimethylsilanolate ligands.
Related literature
For general background to the structural characterization of silsesquioxane compounds containing tetrabutylammonium iron(III), see: Hay & Geib (2007); Hay et al. (2003, 2009). For details of the synthesis, see: Shapley et al. (2003).
Experimental
Crystal data
|
Refinement
|
|
Data collection: APEX2 (Bruker, 2008); cell SAINT (Bruker, 2008); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.
Supporting information
10.1107/S1600536812035337/vn2048sup1.cif
contains datablocks I, global. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536812035337/vn2048Isup2.hkl
The following synthetic protocol is adapted from the previously reported procedure (Shapley, et al., 2003). A yellow solution of [C16H36N][FeCl4] (1.136 mmol, 0.5000 g) in dichloromethane (10 ml) was treated with four equivalents of solid sodium trimethlysilanate (4.544 mmol, 0.5098 g). Immediately, the yellow solution turned red due to the formation of a dark red precipitate. The reaction mixture was stirred for 40 minutes before the precipitate was removed by filtration through celite. The resulting pale green filtrate was concentrated under reduced pressure to give a pale green powder. The powder was extracted with diethyl ether and filtered to remove any insoluble material. Hexanes were added to the diethyl ether filtrate and the sample was stored at 243 K for about 30 minutes before colorless block crystals formed which were analyzed.
All H atoms were placed in calculated positions and refined using a riding model. C—H(aromatic) = 0.94 Å and Uiso(H) = 1.2Ueq(C); C—H (alaphatic) = 0.99 Å and Uiso(H) = 1.2Ueq(C); CH2 = 0.98 Å and Uiso(H) = 1.2Ueq(C); CH3 = 0.97 Å and Uiso(H) = 1.5Ueq(C); N—H = 0.86 (0.92) Å and Uiso(H) = 1.2Ueq(N); O—H(alcohol) = 0.85 Å and Uiso(H) = 1.2Ueq(O); O—H(acid) = 0.82 Å and Uiso(H) = 1.5Ueq(O). ?
Data collection: APEX2 (Bruker, 2008); cell
SAINT (Bruker, 2008); data reduction: SAINT (Bruker, 2008); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).Fig. 1. A 50% thermal ellipsoidal drawing of the asymmetric cell. | |
Fig. 2. Drawing of the packing along the b axis. |
(C16H36N)[Fe(C3H9OSi)4] | Z = 2 |
Mr = 655.08 | F(000) = 722 |
Triclinic, P1 | Dx = 1.044 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 10.4952 (5) Å | Cell parameters from 7900 reflections |
b = 10.5143 (5) Å | θ = 2.3–27.4° |
c = 19.3506 (9) Å | µ = 0.50 mm−1 |
α = 82.722 (1)° | T = 173 K |
β = 82.834 (1)° | Block, colourless |
γ = 81.658 (1)° | 0.56 × 0.35 × 0.28 mm |
V = 2083.37 (17) Å3 |
Bruker APEXII CCD diffractometer | 9424 independent reflections |
Radiation source: fine-focus sealed tube | 6223 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.071 |
Detector resolution: 836.6 pixels mm-1 | θmax = 28.6°, θmin = 2.0° |
ω and ϕ 0.5 deg scans | h = −14→13 |
Absorption correction: multi-scan (SADABS; Bruker, 2008) | k = −13→14 |
Tmin = 0.767, Tmax = 0.872 | l = −25→25 |
18068 measured reflections |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.041 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.088 | H-atom parameters constrained |
S = 0.93 | w = 1/[σ2(Fo2) + (0.0118P)2] where P = (Fo2 + 2Fc2)/3 |
9424 reflections | (Δ/σ)max = 0.002 |
359 parameters | Δρmax = 0.36 e Å−3 |
0 restraints | Δρmin = −0.30 e Å−3 |
(C16H36N)[Fe(C3H9OSi)4] | γ = 81.658 (1)° |
Mr = 655.08 | V = 2083.37 (17) Å3 |
Triclinic, P1 | Z = 2 |
a = 10.4952 (5) Å | Mo Kα radiation |
b = 10.5143 (5) Å | µ = 0.50 mm−1 |
c = 19.3506 (9) Å | T = 173 K |
α = 82.722 (1)° | 0.56 × 0.35 × 0.28 mm |
β = 82.834 (1)° |
Bruker APEXII CCD diffractometer | 9424 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2008) | 6223 reflections with I > 2σ(I) |
Tmin = 0.767, Tmax = 0.872 | Rint = 0.071 |
18068 measured reflections |
R[F2 > 2σ(F2)] = 0.041 | 0 restraints |
wR(F2) = 0.088 | H-atom parameters constrained |
S = 0.93 | Δρmax = 0.36 e Å−3 |
9424 reflections | Δρmin = −0.30 e Å−3 |
359 parameters |
Experimental. Data was collected using a BRUKER CCD (charge coupled device) based diffractometer equipped with an Oxford low-temperature apparatus operating at 173 K. A suitable crystal was chosen and mounted on a glass fiber or nylon loop using Paratone oil for Mo radiation and Mineral oil for Copper radiation. Data were measured using omega and phi scans of 0.5° per frame for 30 s. The total number of images were based on results from the program COSMO where redundancy was expected to be 4 and completeness to 0.83 Å to 100%. Cell parameters were retrieved using APEX II software and refined using SAINT on all observed reflections. Data reduction was performed using the SAINT software which corrects for Lp. Scaling and absorption corrections were applied using SADABS6 multi-scan technique (Sheldrick, 2008). The structures are solved by the direct method using the SHELXS97 program and refined by least squares method on F2, SHELXL97, incorporated in SHELXTL-PC. |
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. _michigan_contact_Crystallographer_name 'Richard Staples' _michigan_contact_Crystallographer_email xraystaples@chemistry.msu.com |
x | y | z | Uiso*/Ueq | ||
Fe1 | 0.74285 (3) | 0.64074 (3) | 0.746004 (14) | 0.03091 (9) | |
Si1 | 0.79239 (6) | 0.42170 (6) | 0.87610 (3) | 0.04012 (16) | |
Si2 | 0.72382 (6) | 0.43686 (6) | 0.63710 (3) | 0.04463 (17) | |
Si3 | 0.54754 (6) | 0.86616 (6) | 0.82993 (3) | 0.03772 (15) | |
Si4 | 0.88113 (6) | 0.84989 (6) | 0.63377 (3) | 0.03860 (16) | |
O1 | 0.82805 (13) | 0.52860 (13) | 0.81292 (7) | 0.0461 (4) | |
O2 | 0.67258 (13) | 0.54525 (13) | 0.68921 (7) | 0.0456 (4) | |
O3 | 0.60452 (14) | 0.74786 (13) | 0.78552 (7) | 0.0483 (4) | |
O4 | 0.86943 (13) | 0.73219 (13) | 0.69549 (7) | 0.0416 (4) | |
C1 | 0.8425 (3) | 0.4626 (3) | 0.95884 (12) | 0.0724 (8) | |
H1A | 0.9368 | 0.4608 | 0.9541 | 0.109* | |
H1B | 0.8164 | 0.3994 | 0.9978 | 0.109* | |
H1C | 0.8007 | 0.5493 | 0.9681 | 0.109* | |
C2 | 0.8795 (2) | 0.2593 (2) | 0.85816 (15) | 0.0737 (9) | |
H2A | 0.8566 | 0.2371 | 0.8140 | 0.111* | |
H2B | 0.8546 | 0.1942 | 0.8965 | 0.111* | |
H2C | 0.9732 | 0.2612 | 0.8546 | 0.111* | |
C3 | 0.6159 (2) | 0.4104 (3) | 0.88869 (14) | 0.0755 (9) | |
H3A | 0.5684 | 0.4925 | 0.9020 | 0.113* | |
H3B | 0.5979 | 0.3407 | 0.9258 | 0.113* | |
H3C | 0.5881 | 0.3919 | 0.8449 | 0.113* | |
C4 | 0.9026 (2) | 0.4104 (3) | 0.62274 (16) | 0.0805 (9) | |
H4A | 0.9343 | 0.4884 | 0.5974 | 0.121* | |
H4B | 0.9306 | 0.3374 | 0.5951 | 0.121* | |
H4C | 0.9377 | 0.3913 | 0.6681 | 0.121* | |
C5 | 0.6691 (2) | 0.2787 (2) | 0.67500 (16) | 0.0762 (9) | |
H5A | 0.7098 | 0.2473 | 0.7179 | 0.114* | |
H5B | 0.6941 | 0.2155 | 0.6410 | 0.114* | |
H5C | 0.5747 | 0.2903 | 0.6859 | 0.114* | |
C6 | 0.6578 (3) | 0.4858 (3) | 0.55180 (13) | 0.0842 (9) | |
H6A | 0.5632 | 0.4910 | 0.5587 | 0.126* | |
H6B | 0.6930 | 0.4217 | 0.5194 | 0.126* | |
H6C | 0.6824 | 0.5705 | 0.5322 | 0.126* | |
C7 | 0.4713 (2) | 0.8052 (2) | 0.91776 (11) | 0.0580 (7) | |
H7A | 0.3996 | 0.7586 | 0.9120 | 0.087* | |
H7B | 0.4384 | 0.8783 | 0.9446 | 0.087* | |
H7C | 0.5360 | 0.7465 | 0.9428 | 0.087* | |
C8 | 0.4215 (2) | 0.9769 (2) | 0.78437 (12) | 0.0525 (6) | |
H8A | 0.4607 | 1.0150 | 0.7393 | 0.079* | |
H8B | 0.3846 | 1.0459 | 0.8135 | 0.079* | |
H8C | 0.3528 | 0.9282 | 0.7764 | 0.079* | |
C9 | 0.6750 (2) | 0.9638 (2) | 0.84233 (13) | 0.0593 (7) | |
H9A | 0.7423 | 0.9088 | 0.8672 | 0.089* | |
H9B | 0.6366 | 1.0346 | 0.8699 | 0.089* | |
H9C | 0.7134 | 0.9996 | 0.7965 | 0.089* | |
C10 | 0.7182 (2) | 0.9279 (2) | 0.61219 (12) | 0.0544 (7) | |
H10A | 0.6715 | 0.8637 | 0.5972 | 0.082* | |
H10B | 0.7277 | 0.9982 | 0.5743 | 0.082* | |
H10C | 0.6695 | 0.9629 | 0.6537 | 0.082* | |
C11 | 0.9695 (2) | 0.9731 (2) | 0.66132 (12) | 0.0529 (6) | |
H11A | 0.9220 | 1.0071 | 0.7034 | 0.079* | |
H11B | 0.9766 | 1.0440 | 0.6235 | 0.079* | |
H11C | 1.0564 | 0.9331 | 0.6715 | 0.079* | |
C12 | 0.9728 (2) | 0.7892 (2) | 0.55258 (12) | 0.0647 (7) | |
H12A | 1.0562 | 0.7410 | 0.5638 | 0.097* | |
H12B | 0.9878 | 0.8627 | 0.5174 | 0.097* | |
H12C | 0.9224 | 0.7322 | 0.5341 | 0.097* | |
N1 | 0.24290 (14) | 0.52480 (15) | 0.75675 (8) | 0.0290 (4) | |
C13 | 0.12540 (17) | 0.61155 (18) | 0.78604 (10) | 0.0324 (5) | |
H13A | 0.0806 | 0.6579 | 0.7462 | 0.039* | |
H13B | 0.0651 | 0.5559 | 0.8142 | 0.039* | |
C14 | 0.15129 (19) | 0.7106 (2) | 0.83111 (11) | 0.0417 (5) | |
H14A | 0.1976 | 0.6660 | 0.8707 | 0.050* | |
H14B | 0.2078 | 0.7701 | 0.8030 | 0.050* | |
C15 | 0.0275 (2) | 0.7877 (2) | 0.85923 (11) | 0.0438 (6) | |
H15A | −0.0253 | 0.7287 | 0.8906 | 0.053* | |
H15B | −0.0224 | 0.8250 | 0.8196 | 0.053* | |
C16 | 0.0493 (2) | 0.8961 (2) | 0.89928 (14) | 0.0655 (7) | |
H16A | 0.0958 | 0.8598 | 0.9397 | 0.098* | |
H16B | −0.0345 | 0.9430 | 0.9156 | 0.098* | |
H16C | 0.1007 | 0.9556 | 0.8685 | 0.098* | |
C17 | 0.34387 (18) | 0.60341 (19) | 0.71623 (10) | 0.0326 (5) | |
H17A | 0.4220 | 0.5432 | 0.7025 | 0.039* | |
H17B | 0.3688 | 0.6603 | 0.7479 | 0.039* | |
C18 | 0.30222 (19) | 0.6867 (2) | 0.65075 (10) | 0.0391 (5) | |
H18A | 0.2888 | 0.6304 | 0.6157 | 0.047* | |
H18B | 0.2189 | 0.7409 | 0.6627 | 0.047* | |
C19 | 0.4030 (2) | 0.7727 (2) | 0.61963 (11) | 0.0444 (6) | |
H19A | 0.4883 | 0.7191 | 0.6125 | 0.053* | |
H19B | 0.4098 | 0.8349 | 0.6530 | 0.053* | |
C20 | 0.3703 (2) | 0.8464 (2) | 0.55050 (11) | 0.0601 (7) | |
H20A | 0.3713 | 0.7853 | 0.5161 | 0.090* | |
H20B | 0.4345 | 0.9055 | 0.5337 | 0.090* | |
H20C | 0.2840 | 0.8961 | 0.5568 | 0.090* | |
C21 | 0.31012 (18) | 0.44134 (18) | 0.81477 (10) | 0.0329 (5) | |
H21A | 0.3380 | 0.4990 | 0.8450 | 0.039* | |
H21B | 0.3893 | 0.3916 | 0.7932 | 0.039* | |
C22 | 0.23097 (19) | 0.3468 (2) | 0.86101 (10) | 0.0400 (5) | |
H22A | 0.1541 | 0.3951 | 0.8854 | 0.048* | |
H22B | 0.2004 | 0.2894 | 0.8316 | 0.048* | |
C23 | 0.3114 (2) | 0.2658 (2) | 0.91458 (10) | 0.0420 (5) | |
H23A | 0.3423 | 0.3236 | 0.9437 | 0.050* | |
H23B | 0.3882 | 0.2178 | 0.8899 | 0.050* | |
C24 | 0.2344 (2) | 0.1701 (2) | 0.96193 (12) | 0.0609 (7) | |
H24A | 0.1604 | 0.2175 | 0.9881 | 0.091* | |
H24B | 0.2902 | 0.1181 | 0.9949 | 0.091* | |
H24C | 0.2030 | 0.1132 | 0.9333 | 0.091* | |
C25 | 0.19311 (19) | 0.44218 (19) | 0.70961 (10) | 0.0344 (5) | |
H25A | 0.1265 | 0.3941 | 0.7378 | 0.041* | |
H25B | 0.1502 | 0.5003 | 0.6726 | 0.041* | |
C26 | 0.2951 (2) | 0.3457 (2) | 0.67477 (11) | 0.0448 (6) | |
H26A | 0.3357 | 0.2839 | 0.7112 | 0.054* | |
H26B | 0.3635 | 0.3922 | 0.6471 | 0.054* | |
C27 | 0.2357 (2) | 0.2720 (2) | 0.62695 (13) | 0.0622 (7) | |
H27A | 0.1715 | 0.2212 | 0.6554 | 0.075* | |
H27B | 0.1895 | 0.3346 | 0.5929 | 0.075* | |
C28 | 0.3361 (3) | 0.1820 (3) | 0.58759 (15) | 0.0907 (10) | |
H28A | 0.3972 | 0.2323 | 0.5574 | 0.136* | |
H28B | 0.2933 | 0.1345 | 0.5588 | 0.136* | |
H28C | 0.3830 | 0.1206 | 0.6211 | 0.136* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Fe1 | 0.03597 (17) | 0.02678 (16) | 0.03030 (17) | −0.00261 (13) | −0.00944 (13) | −0.00036 (12) |
Si1 | 0.0344 (3) | 0.0395 (4) | 0.0461 (4) | −0.0115 (3) | −0.0156 (3) | 0.0149 (3) |
Si2 | 0.0378 (4) | 0.0445 (4) | 0.0565 (4) | 0.0014 (3) | −0.0152 (3) | −0.0219 (3) |
Si3 | 0.0411 (4) | 0.0376 (3) | 0.0337 (3) | −0.0011 (3) | −0.0025 (3) | −0.0072 (3) |
Si4 | 0.0440 (4) | 0.0387 (3) | 0.0314 (3) | −0.0072 (3) | −0.0058 (3) | 0.0063 (3) |
O1 | 0.0402 (8) | 0.0498 (9) | 0.0476 (9) | −0.0145 (7) | −0.0188 (7) | 0.0210 (7) |
O2 | 0.0356 (8) | 0.0480 (9) | 0.0580 (10) | 0.0021 (7) | −0.0150 (8) | −0.0235 (8) |
O3 | 0.0533 (9) | 0.0416 (9) | 0.0477 (9) | 0.0050 (8) | −0.0012 (8) | −0.0130 (7) |
O4 | 0.0465 (9) | 0.0388 (8) | 0.0377 (8) | −0.0081 (7) | −0.0100 (7) | 0.0114 (7) |
C1 | 0.082 (2) | 0.087 (2) | 0.0508 (16) | −0.0161 (17) | −0.0132 (15) | −0.0040 (15) |
C2 | 0.0672 (18) | 0.0410 (15) | 0.119 (2) | −0.0111 (14) | −0.0364 (18) | 0.0005 (15) |
C3 | 0.0402 (15) | 0.083 (2) | 0.097 (2) | −0.0209 (15) | −0.0119 (15) | 0.0309 (17) |
C4 | 0.0470 (16) | 0.086 (2) | 0.114 (2) | −0.0026 (16) | 0.0061 (17) | −0.0519 (19) |
C5 | 0.0668 (18) | 0.0441 (15) | 0.120 (3) | 0.0008 (14) | −0.0237 (18) | −0.0148 (16) |
C6 | 0.111 (2) | 0.084 (2) | 0.0618 (19) | 0.0044 (19) | −0.0300 (18) | −0.0245 (16) |
C7 | 0.0594 (16) | 0.0718 (17) | 0.0410 (14) | −0.0125 (14) | 0.0010 (12) | −0.0021 (12) |
C8 | 0.0564 (15) | 0.0482 (14) | 0.0511 (15) | 0.0045 (12) | −0.0079 (12) | −0.0102 (12) |
C9 | 0.0579 (16) | 0.0612 (16) | 0.0626 (17) | −0.0139 (14) | −0.0074 (14) | −0.0136 (13) |
C10 | 0.0578 (15) | 0.0532 (15) | 0.0488 (15) | −0.0031 (13) | −0.0166 (13) | 0.0130 (12) |
C11 | 0.0542 (15) | 0.0461 (14) | 0.0578 (15) | −0.0126 (12) | −0.0058 (13) | 0.0032 (12) |
C12 | 0.0726 (18) | 0.0747 (18) | 0.0430 (15) | −0.0062 (15) | 0.0006 (14) | −0.0025 (13) |
N1 | 0.0224 (8) | 0.0352 (9) | 0.0299 (9) | −0.0038 (7) | −0.0066 (7) | −0.0014 (7) |
C13 | 0.0224 (10) | 0.0390 (12) | 0.0350 (12) | −0.0030 (9) | −0.0043 (9) | −0.0013 (9) |
C14 | 0.0330 (12) | 0.0459 (13) | 0.0467 (13) | −0.0041 (11) | −0.0023 (11) | −0.0106 (11) |
C15 | 0.0413 (13) | 0.0398 (13) | 0.0477 (14) | −0.0014 (11) | 0.0012 (11) | −0.0050 (11) |
C16 | 0.0629 (17) | 0.0500 (15) | 0.0823 (19) | −0.0071 (14) | 0.0130 (15) | −0.0228 (14) |
C17 | 0.0239 (10) | 0.0388 (12) | 0.0344 (11) | −0.0050 (9) | −0.0025 (9) | −0.0015 (9) |
C18 | 0.0357 (12) | 0.0439 (13) | 0.0361 (12) | −0.0050 (10) | −0.0057 (10) | 0.0028 (10) |
C19 | 0.0500 (14) | 0.0397 (13) | 0.0412 (13) | −0.0080 (11) | −0.0017 (11) | 0.0032 (10) |
C20 | 0.0754 (18) | 0.0564 (16) | 0.0459 (15) | −0.0174 (14) | −0.0037 (14) | 0.0116 (12) |
C21 | 0.0273 (11) | 0.0377 (12) | 0.0327 (11) | 0.0011 (9) | −0.0103 (9) | 0.0000 (9) |
C22 | 0.0341 (12) | 0.0475 (13) | 0.0370 (12) | −0.0077 (11) | −0.0039 (10) | 0.0035 (10) |
C23 | 0.0481 (13) | 0.0433 (13) | 0.0341 (12) | −0.0077 (11) | −0.0071 (11) | 0.0017 (10) |
C24 | 0.0762 (18) | 0.0606 (16) | 0.0462 (15) | −0.0233 (15) | −0.0104 (14) | 0.0130 (13) |
C25 | 0.0332 (12) | 0.0395 (12) | 0.0326 (11) | −0.0081 (10) | −0.0082 (9) | −0.0041 (9) |
C26 | 0.0433 (13) | 0.0457 (14) | 0.0456 (14) | −0.0005 (11) | −0.0070 (11) | −0.0096 (11) |
C27 | 0.0691 (18) | 0.0645 (17) | 0.0581 (16) | 0.0015 (15) | −0.0169 (14) | −0.0282 (14) |
C28 | 0.112 (3) | 0.081 (2) | 0.082 (2) | 0.0331 (19) | −0.040 (2) | −0.0439 (17) |
Fe1—O1 | 1.8608 (13) | C12—H12B | 0.9800 |
Fe1—O2 | 1.8591 (13) | C12—H12C | 0.9800 |
Fe1—O3 | 1.8515 (14) | N1—C21 | 1.515 (2) |
Fe1—O4 | 1.8583 (13) | N1—C17 | 1.518 (2) |
Si1—O1 | 1.5993 (14) | N1—C13 | 1.518 (2) |
Si1—C3 | 1.857 (2) | N1—C25 | 1.520 (2) |
Si1—C1 | 1.864 (2) | C13—C14 | 1.514 (3) |
Si1—C2 | 1.869 (2) | C13—H13A | 0.9900 |
Si2—O2 | 1.6071 (14) | C13—H13B | 0.9900 |
Si2—C4 | 1.847 (2) | C14—C15 | 1.507 (3) |
Si2—C6 | 1.853 (2) | C14—H14A | 0.9900 |
Si2—C5 | 1.870 (2) | C14—H14B | 0.9900 |
Si3—O3 | 1.6031 (15) | C15—C16 | 1.515 (3) |
Si3—C9 | 1.855 (2) | C15—H15A | 0.9900 |
Si3—C8 | 1.862 (2) | C15—H15B | 0.9900 |
Si3—C7 | 1.864 (2) | C16—H16A | 0.9800 |
Si4—O4 | 1.6143 (13) | C16—H16B | 0.9800 |
Si4—C10 | 1.859 (2) | C16—H16C | 0.9800 |
Si4—C11 | 1.863 (2) | C17—C18 | 1.520 (2) |
Si4—C12 | 1.871 (2) | C17—H17A | 0.9900 |
C1—H1A | 0.9800 | C17—H17B | 0.9900 |
C1—H1B | 0.9800 | C18—C19 | 1.510 (3) |
C1—H1C | 0.9800 | C18—H18A | 0.9900 |
C2—H2A | 0.9800 | C18—H18B | 0.9900 |
C2—H2B | 0.9800 | C19—C20 | 1.511 (3) |
C2—H2C | 0.9800 | C19—H19A | 0.9900 |
C3—H3A | 0.9800 | C19—H19B | 0.9900 |
C3—H3B | 0.9800 | C20—H20A | 0.9800 |
C3—H3C | 0.9800 | C20—H20B | 0.9800 |
C4—H4A | 0.9800 | C20—H20C | 0.9800 |
C4—H4B | 0.9800 | C21—C22 | 1.519 (2) |
C4—H4C | 0.9800 | C21—H21A | 0.9900 |
C5—H5A | 0.9800 | C21—H21B | 0.9900 |
C5—H5B | 0.9800 | C22—C23 | 1.516 (2) |
C5—H5C | 0.9800 | C22—H22A | 0.9900 |
C6—H6A | 0.9800 | C22—H22B | 0.9900 |
C6—H6B | 0.9800 | C23—C24 | 1.524 (3) |
C6—H6C | 0.9800 | C23—H23A | 0.9900 |
C7—H7A | 0.9800 | C23—H23B | 0.9900 |
C7—H7B | 0.9800 | C24—H24A | 0.9800 |
C7—H7C | 0.9800 | C24—H24B | 0.9800 |
C8—H8A | 0.9800 | C24—H24C | 0.9800 |
C8—H8B | 0.9800 | C25—C26 | 1.519 (3) |
C8—H8C | 0.9800 | C25—H25A | 0.9900 |
C9—H9A | 0.9800 | C25—H25B | 0.9900 |
C9—H9B | 0.9800 | C26—C27 | 1.520 (3) |
C9—H9C | 0.9800 | C26—H26A | 0.9900 |
C10—H10A | 0.9800 | C26—H26B | 0.9900 |
C10—H10B | 0.9800 | C27—C28 | 1.510 (3) |
C10—H10C | 0.9800 | C27—H27A | 0.9900 |
C11—H11A | 0.9800 | C27—H27B | 0.9900 |
C11—H11B | 0.9800 | C28—H28A | 0.9800 |
C11—H11C | 0.9800 | C28—H28B | 0.9800 |
C12—H12A | 0.9800 | C28—H28C | 0.9800 |
O3—Fe1—O4 | 112.58 (6) | H12A—C12—H12C | 109.5 |
O3—Fe1—O2 | 105.76 (6) | H12B—C12—H12C | 109.5 |
O4—Fe1—O2 | 111.55 (6) | C21—N1—C17 | 105.74 (13) |
O3—Fe1—O1 | 112.53 (7) | C21—N1—C13 | 111.41 (14) |
O4—Fe1—O1 | 105.17 (6) | C17—N1—C13 | 111.40 (14) |
O2—Fe1—O1 | 109.33 (6) | C21—N1—C25 | 111.07 (14) |
O1—Si1—C3 | 111.45 (9) | C17—N1—C25 | 111.13 (15) |
O1—Si1—C1 | 109.84 (10) | C13—N1—C25 | 106.18 (13) |
C3—Si1—C1 | 108.97 (13) | C14—C13—N1 | 116.35 (15) |
O1—Si1—C2 | 110.30 (11) | C14—C13—H13A | 108.2 |
C3—Si1—C2 | 107.99 (12) | N1—C13—H13A | 108.2 |
C1—Si1—C2 | 108.20 (12) | C14—C13—H13B | 108.2 |
O2—Si2—C4 | 111.65 (10) | N1—C13—H13B | 108.2 |
O2—Si2—C6 | 109.81 (10) | H13A—C13—H13B | 107.4 |
C4—Si2—C6 | 109.42 (14) | C15—C14—C13 | 111.60 (16) |
O2—Si2—C5 | 110.26 (11) | C15—C14—H14A | 109.3 |
C4—Si2—C5 | 107.23 (12) | C13—C14—H14A | 109.3 |
C6—Si2—C5 | 108.38 (13) | C15—C14—H14B | 109.3 |
O3—Si3—C9 | 111.92 (10) | C13—C14—H14B | 109.3 |
O3—Si3—C8 | 110.69 (9) | H14A—C14—H14B | 108.0 |
C9—Si3—C8 | 107.22 (11) | C14—C15—C16 | 113.43 (18) |
O3—Si3—C7 | 110.32 (10) | C14—C15—H15A | 108.9 |
C9—Si3—C7 | 108.60 (11) | C16—C15—H15A | 108.9 |
C8—Si3—C7 | 107.95 (11) | C14—C15—H15B | 108.9 |
O4—Si4—C10 | 110.89 (9) | C16—C15—H15B | 108.9 |
O4—Si4—C11 | 109.98 (9) | H15A—C15—H15B | 107.7 |
C10—Si4—C11 | 109.09 (10) | C15—C16—H16A | 109.5 |
O4—Si4—C12 | 110.34 (9) | C15—C16—H16B | 109.5 |
C10—Si4—C12 | 108.16 (11) | H16A—C16—H16B | 109.5 |
C11—Si4—C12 | 108.32 (11) | C15—C16—H16C | 109.5 |
Si1—O1—Fe1 | 137.69 (9) | H16A—C16—H16C | 109.5 |
Si2—O2—Fe1 | 137.57 (8) | H16B—C16—H16C | 109.5 |
Si3—O3—Fe1 | 151.05 (10) | N1—C17—C18 | 115.47 (14) |
Si4—O4—Fe1 | 139.01 (8) | N1—C17—H17A | 108.4 |
Si1—C1—H1A | 109.5 | C18—C17—H17A | 108.4 |
Si1—C1—H1B | 109.5 | N1—C17—H17B | 108.4 |
H1A—C1—H1B | 109.5 | C18—C17—H17B | 108.4 |
Si1—C1—H1C | 109.5 | H17A—C17—H17B | 107.5 |
H1A—C1—H1C | 109.5 | C19—C18—C17 | 111.02 (15) |
H1B—C1—H1C | 109.5 | C19—C18—H18A | 109.4 |
Si1—C2—H2A | 109.5 | C17—C18—H18A | 109.4 |
Si1—C2—H2B | 109.5 | C19—C18—H18B | 109.4 |
H2A—C2—H2B | 109.5 | C17—C18—H18B | 109.4 |
Si1—C2—H2C | 109.5 | H18A—C18—H18B | 108.0 |
H2A—C2—H2C | 109.5 | C18—C19—C20 | 111.97 (17) |
H2B—C2—H2C | 109.5 | C18—C19—H19A | 109.2 |
Si1—C3—H3A | 109.5 | C20—C19—H19A | 109.2 |
Si1—C3—H3B | 109.5 | C18—C19—H19B | 109.2 |
H3A—C3—H3B | 109.5 | C20—C19—H19B | 109.2 |
Si1—C3—H3C | 109.5 | H19A—C19—H19B | 107.9 |
H3A—C3—H3C | 109.5 | C19—C20—H20A | 109.5 |
H3B—C3—H3C | 109.5 | C19—C20—H20B | 109.5 |
Si2—C4—H4A | 109.5 | H20A—C20—H20B | 109.5 |
Si2—C4—H4B | 109.5 | C19—C20—H20C | 109.5 |
H4A—C4—H4B | 109.5 | H20A—C20—H20C | 109.5 |
Si2—C4—H4C | 109.5 | H20B—C20—H20C | 109.5 |
H4A—C4—H4C | 109.5 | N1—C21—C22 | 116.20 (14) |
H4B—C4—H4C | 109.5 | N1—C21—H21A | 108.2 |
Si2—C5—H5A | 109.5 | C22—C21—H21A | 108.2 |
Si2—C5—H5B | 109.5 | N1—C21—H21B | 108.2 |
H5A—C5—H5B | 109.5 | C22—C21—H21B | 108.2 |
Si2—C5—H5C | 109.5 | H21A—C21—H21B | 107.4 |
H5A—C5—H5C | 109.5 | C23—C22—C21 | 110.69 (15) |
H5B—C5—H5C | 109.5 | C23—C22—H22A | 109.5 |
Si2—C6—H6A | 109.5 | C21—C22—H22A | 109.5 |
Si2—C6—H6B | 109.5 | C23—C22—H22B | 109.5 |
H6A—C6—H6B | 109.5 | C21—C22—H22B | 109.5 |
Si2—C6—H6C | 109.5 | H22A—C22—H22B | 108.1 |
H6A—C6—H6C | 109.5 | C22—C23—C24 | 111.91 (17) |
H6B—C6—H6C | 109.5 | C22—C23—H23A | 109.2 |
Si3—C7—H7A | 109.5 | C24—C23—H23A | 109.2 |
Si3—C7—H7B | 109.5 | C22—C23—H23B | 109.2 |
H7A—C7—H7B | 109.5 | C24—C23—H23B | 109.2 |
Si3—C7—H7C | 109.5 | H23A—C23—H23B | 107.9 |
H7A—C7—H7C | 109.5 | C23—C24—H24A | 109.5 |
H7B—C7—H7C | 109.5 | C23—C24—H24B | 109.5 |
Si3—C8—H8A | 109.5 | H24A—C24—H24B | 109.5 |
Si3—C8—H8B | 109.5 | C23—C24—H24C | 109.5 |
H8A—C8—H8B | 109.5 | H24A—C24—H24C | 109.5 |
Si3—C8—H8C | 109.5 | H24B—C24—H24C | 109.5 |
H8A—C8—H8C | 109.5 | C26—C25—N1 | 115.46 (15) |
H8B—C8—H8C | 109.5 | C26—C25—H25A | 108.4 |
Si3—C9—H9A | 109.5 | N1—C25—H25A | 108.4 |
Si3—C9—H9B | 109.5 | C26—C25—H25B | 108.4 |
H9A—C9—H9B | 109.5 | N1—C25—H25B | 108.4 |
Si3—C9—H9C | 109.5 | H25A—C25—H25B | 107.5 |
H9A—C9—H9C | 109.5 | C25—C26—C27 | 111.05 (17) |
H9B—C9—H9C | 109.5 | C25—C26—H26A | 109.4 |
Si4—C10—H10A | 109.5 | C27—C26—H26A | 109.4 |
Si4—C10—H10B | 109.5 | C25—C26—H26B | 109.4 |
H10A—C10—H10B | 109.5 | C27—C26—H26B | 109.4 |
Si4—C10—H10C | 109.5 | H26A—C26—H26B | 108.0 |
H10A—C10—H10C | 109.5 | C28—C27—C26 | 112.4 (2) |
H10B—C10—H10C | 109.5 | C28—C27—H27A | 109.1 |
Si4—C11—H11A | 109.5 | C26—C27—H27A | 109.1 |
Si4—C11—H11B | 109.5 | C28—C27—H27B | 109.1 |
H11A—C11—H11B | 109.5 | C26—C27—H27B | 109.1 |
Si4—C11—H11C | 109.5 | H27A—C27—H27B | 107.9 |
H11A—C11—H11C | 109.5 | C27—C28—H28A | 109.5 |
H11B—C11—H11C | 109.5 | C27—C28—H28B | 109.5 |
Si4—C12—H12A | 109.5 | H28A—C28—H28B | 109.5 |
Si4—C12—H12B | 109.5 | C27—C28—H28C | 109.5 |
H12A—C12—H12B | 109.5 | H28A—C28—H28C | 109.5 |
Si4—C12—H12C | 109.5 | H28B—C28—H28C | 109.5 |
C3—Si1—O1—Fe1 | −3.07 (19) | O2—Fe1—O4—Si4 | 66.36 (15) |
C1—Si1—O1—Fe1 | −123.94 (15) | O1—Fe1—O4—Si4 | −175.23 (13) |
C2—Si1—O1—Fe1 | 116.88 (16) | C21—N1—C13—C14 | 63.1 (2) |
O3—Fe1—O1—Si1 | 55.77 (16) | C17—N1—C13—C14 | −54.7 (2) |
O4—Fe1—O1—Si1 | 178.67 (13) | C25—N1—C13—C14 | −175.85 (16) |
O2—Fe1—O1—Si1 | −61.44 (16) | N1—C13—C14—C15 | −177.98 (16) |
C4—Si2—O2—Fe1 | −7.49 (19) | C13—C14—C15—C16 | −174.84 (18) |
C6—Si2—O2—Fe1 | −129.04 (15) | C21—N1—C17—C18 | 174.73 (16) |
C5—Si2—O2—Fe1 | 111.60 (15) | C13—N1—C17—C18 | −64.1 (2) |
O3—Fe1—O2—Si2 | 178.46 (13) | C25—N1—C17—C18 | 54.1 (2) |
O4—Fe1—O2—Si2 | 55.75 (15) | N1—C17—C18—C19 | 173.01 (17) |
O1—Fe1—O2—Si2 | −60.14 (15) | C17—C18—C19—C20 | 174.14 (18) |
C9—Si3—O3—Fe1 | 12.8 (2) | C17—N1—C21—C22 | −176.67 (16) |
C8—Si3—O3—Fe1 | 132.34 (18) | C13—N1—C21—C22 | 62.1 (2) |
C7—Si3—O3—Fe1 | −108.2 (2) | C25—N1—C21—C22 | −56.0 (2) |
O4—Fe1—O3—Si3 | −48.4 (2) | N1—C21—C22—C23 | 177.55 (16) |
O2—Fe1—O3—Si3 | −170.41 (18) | C21—C22—C23—C24 | 179.85 (18) |
O1—Fe1—O3—Si3 | 70.3 (2) | C21—N1—C25—C26 | −58.1 (2) |
C10—Si4—O4—Fe1 | 7.56 (17) | C17—N1—C25—C26 | 59.3 (2) |
C11—Si4—O4—Fe1 | 128.31 (14) | C13—N1—C25—C26 | −179.38 (16) |
C12—Si4—O4—Fe1 | −112.26 (15) | N1—C25—C26—C27 | −177.93 (17) |
O3—Fe1—O4—Si4 | −52.36 (15) | C25—C26—C27—C28 | 176.0 (2) |
Experimental details
Crystal data | |
Chemical formula | (C16H36N)[Fe(C3H9OSi)4] |
Mr | 655.08 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 173 |
a, b, c (Å) | 10.4952 (5), 10.5143 (5), 19.3506 (9) |
α, β, γ (°) | 82.722 (1), 82.834 (1), 81.658 (1) |
V (Å3) | 2083.37 (17) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 0.50 |
Crystal size (mm) | 0.56 × 0.35 × 0.28 |
Data collection | |
Diffractometer | Bruker APEXII CCD diffractometer |
Absorption correction | Multi-scan (SADABS; Bruker, 2008) |
Tmin, Tmax | 0.767, 0.872 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 18068, 9424, 6223 |
Rint | 0.071 |
(sin θ/λ)max (Å−1) | 0.673 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.041, 0.088, 0.93 |
No. of reflections | 9424 |
No. of parameters | 359 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.36, −0.30 |
Computer programs: APEX2 (Bruker, 2008), SAINT (Bruker, 2008), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).
Acknowledgements
We thank the University College of the Pennsylvania State University and the Air Force Office of Scientific Research (FA9550–08-1–0213 F A9550–08-1–0213) for their financial support. The CCD-based X-ray diffractometer at Michigan State University was upgraded and/or replaced by departmental funds.
References
Bruker (2008). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Hay, M. T. & Geib, S. J. (2007). Acta Cryst. E63, m445–m446. Web of Science CSD CrossRef IUCr Journals Google Scholar
Hay, M. T., Geib, S. J. & Pettner, D. A. (2009). Polyhedron, 28, 2183–2186. Web of Science CSD CrossRef CAS Google Scholar
Hay, M. T., Hainaut, B. J. & Geib, S. J. (2003). Inorg. Chem. Commun. 6, 431–434. Web of Science CSD CrossRef CAS Google Scholar
Shapley, P. A., Bigham, W. S. & Hay, M. T. (2003). Inorg. Chim. Acta, 345, 255–260. Web of Science CrossRef CAS Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
Over the past decade, Hay et al. reported on the structural characterization of numerous tetrabutylammonium iron (III) containing silsesquioxane compounds (Hay et al., 2003; Hay & Geib, 2007, Hay et al., 2009). In order to make a more complete structural study of these compounds, it was useful to have structural data on an analogous tetrabutylammonium iron (III) silanolato compound – the title compound (Fig. 1). Its structural arrangement contains a pair of tetrabutylammonium cations and tetrakistrimethylsilanolato ferrate (III) anions in a triclinic unit cell (Fig. 2). The tetrabutylammonium cation, C16H36N+, consists of a tetrahedrally arranged central nitrogen atom, with N—C bond lengths in the range of 1.515 (2)–1.520 (2) Å and C—N—C bond angles in the range of 105.74 (13)–111.41 (14)°. The complex anion, C12H36FeO4Si4-, contains a four coordinate FeIII atom with a tetrahedral arrangement of four trimethylsilanolato ligands. The O—Fe—O bond angles are 105.17 (6)–112.58 (6)°. The Fe—O bond lengths are in the range of 1.8515 (14)–1.8608 (13) Å.