Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805016831/sj6091sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805016831/sj6091Isup2.hkl |
CCDC reference: 277781
Key indicators
- Single-crystal X-ray study
- T = 173 K
- Mean (C-C) = 0.012 Å
- R factor = 0.067
- wR factor = 0.182
- Data-to-parameter ratio = 8.8
checkCIF/PLATON results
No syntax errors found
Alert level B PLAT340_ALERT_3_B Low Bond Precision on C-C bonds (x 1000) Ang ... 12
Alert level G REFLT03_ALERT_1_G ALERT: Expected hkl max differ from CIF values From the CIF: _diffrn_reflns_theta_max 25.36 From the CIF: _reflns_number_total 1607 From the CIF: _diffrn_reflns_limit_ max hkl 14. 10. 13. From the CIF: _diffrn_reflns_limit_ min hkl -14. -10. -13. TEST1: Expected hkl limits for theta max Calculated maximum hkl 14. 14. 13. Calculated minimum hkl -14. -14. -13. REFLT03_ALERT_4_G WARNING: Large fraction of Friedel related reflns may be needed to determine absolute structure From the CIF: _diffrn_reflns_theta_max 25.36 From the CIF: _reflns_number_total 1607 Count of symmetry unique reflns 1639 Completeness (_total/calc) 98.05% TEST3: Check Friedels for noncentro structure Estimate of Friedel pairs measured 0 Fraction of Friedel pairs measured 0.000 Are heavy atom types Z>Si present yes
0 ALERT level A = In general: serious problem 1 ALERT level B = Potentially serious problem 0 ALERT level C = Check and explain 2 ALERT level G = General alerts; check 1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 0 ALERT type 2 Indicator that the structure model may be wrong or deficient 1 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: COLLECT (Nonius, 1998); cell refinement: DENZO and SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO and SCALEPACK; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL-Plus (Sheldrick, 1991); software used to prepare material for publication: SHELXL97, PARST95 (Nardelli, 1995) and PLATON (Spek, 2003).
C14H30O4Si | Dx = 1.130 Mg m−3 |
Mr = 290.47 | Mo Kα radiation, λ = 0.71073 Å |
Tetragonal, P41 | Cell parameters from 20589 reflections |
Hall symbol: P 4w | θ = 3.0–25.4° |
a = 12.3616 (12) Å | µ = 0.15 mm−1 |
c = 11.1685 (11) Å | T = 173 K |
V = 1706.6 (3) Å3 | Needle, colourless |
Z = 4 | 0.36 × 0.08 × 0.08 mm |
F(000) = 640 |
Nonius KappaCCD diffractometer | 1227 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.049 |
Graphite monochromator | θmax = 25.4°, θmin = 3.0° |
Detector resolution: 19 vertical, 18 horizontal pixels mm-1 | h = −14→14 |
ω scans | k = −10→10 |
20589 measured reflections | l = −13→13 |
1607 independent 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)] = 0.067 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.182 | H-atom parameters constrained |
S = 1.15 | w = 1/[σ2(Fo2) + (0.0495P)2 + 4.0462P] where P = (Fo2 + 2Fc2)/3 |
1607 reflections | (Δ/σ)max < 0.001 |
182 parameters | Δρmax = 0.27 e Å−3 |
1 restraint | Δρmin = −0.26 e Å−3 |
Experimental. 221 frames via ω-rotation (Δω=2°) and two times 60 s per frame (five sets at different κ-angles) |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | ||
Si | 0.80268 (19) | 0.21735 (18) | −0.0049 (2) | 0.0342 (5) | |
O1 | 0.7408 (4) | 0.1343 (4) | 0.3753 (5) | 0.0379 (14) | |
O2 | 0.7934 (5) | 0.3766 (4) | 0.4828 (6) | 0.0403 (14) | |
H2 | 0.7754 | 0.4404 | 0.4838 | 0.060* | |
O3 | 0.5930 (4) | 0.2760 (5) | 0.2654 (5) | 0.0382 (14) | |
H3 | 0.6379 | 0.2463 | 0.2225 | 0.057* | |
O4 | 0.7780 (4) | 0.2226 (5) | 0.1419 (5) | 0.0393 (15) | |
C1 | 0.8184 (7) | 0.2211 (7) | 0.3552 (8) | 0.038 (2) | |
C2 | 0.7553 (6) | 0.3271 (6) | 0.3747 (7) | 0.0301 (18) | |
H2B | 0.7648 | 0.3759 | 0.3064 | 0.036* | |
C3 | 0.6371 (7) | 0.2892 (6) | 0.3840 (7) | 0.0356 (19) | |
C4 | 0.6537 (7) | 0.1786 (7) | 0.4409 (9) | 0.043 (2) | |
H4A | 0.6768 | 0.1888 | 0.5240 | 0.052* | |
C5 | 0.9163 (6) | 0.2053 (7) | 0.4405 (9) | 0.041 (2) | |
H5A | 0.9540 | 0.1401 | 0.4193 | 0.062* | |
H5B | 0.8910 | 0.2000 | 0.5215 | 0.062* | |
H5C | 0.9644 | 0.2659 | 0.4334 | 0.062* | |
C6 | 0.5614 (7) | 0.3637 (7) | 0.4507 (8) | 0.043 (2) | |
H6A | 0.4901 | 0.3328 | 0.4520 | 0.065* | |
H6B | 0.5591 | 0.4326 | 0.4112 | 0.065* | |
H6C | 0.5868 | 0.3731 | 0.5313 | 0.065* | |
C7 | 0.5597 (7) | 0.1014 (8) | 0.4393 (9) | 0.051 (2) | |
H7A | 0.5845 | 0.0300 | 0.4589 | 0.076* | |
H7B | 0.5277 | 0.1008 | 0.3609 | 0.076* | |
H7C | 0.5068 | 0.1240 | 0.4970 | 0.076* | |
C8 | 0.8610 (7) | 0.2057 (7) | 0.2277 (8) | 0.040 (2) | |
H8A | 0.9195 | 0.2563 | 0.2132 | 0.048* | |
H8B | 0.8895 | 0.1330 | 0.2191 | 0.048* | |
C9 | 0.8615 (8) | 0.0826 (7) | −0.0397 (9) | 0.052 (3) | |
H9A | 0.9283 | 0.0738 | 0.0031 | 0.077* | |
H9B | 0.8750 | 0.0775 | −0.1242 | 0.077* | |
H9C | 0.8117 | 0.0270 | −0.0162 | 0.077* | |
C10 | 0.8998 (7) | 0.3231 (7) | −0.0482 (9) | 0.046 (2) | |
H10A | 0.9710 | 0.3026 | −0.0227 | 0.069* | |
H10B | 0.8800 | 0.3902 | −0.0108 | 0.069* | |
H10C | 0.8989 | 0.3317 | −0.1336 | 0.069* | |
C11 | 0.6661 (7) | 0.2363 (8) | −0.0798 (8) | 0.041 (2) | |
C12 | 0.5898 (7) | 0.1440 (8) | −0.0436 (9) | 0.058 (3) | |
H12A | 0.5217 | 0.1526 | −0.0837 | 0.086* | |
H12B | 0.5787 | 0.1457 | 0.0415 | 0.086* | |
H12C | 0.6215 | 0.0759 | −0.0658 | 0.086* | |
C13 | 0.6200 (7) | 0.3467 (8) | −0.0455 (8) | 0.052 (2) | |
H13A | 0.5500 | 0.3556 | −0.0814 | 0.078* | |
H13B | 0.6676 | 0.4026 | −0.0735 | 0.078* | |
H13C | 0.6135 | 0.3513 | 0.0400 | 0.078* | |
C14 | 0.6838 (8) | 0.2326 (8) | −0.2153 (8) | 0.047 (2) | |
H14A | 0.6152 | 0.2269 | −0.2551 | 0.070* | |
H14B | 0.7277 | 0.1712 | −0.2352 | 0.070* | |
H14C | 0.7197 | 0.2976 | −0.2406 | 0.070* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Si | 0.0373 (13) | 0.0351 (13) | 0.0301 (11) | −0.0008 (11) | 0.0017 (11) | −0.0029 (11) |
O1 | 0.044 (3) | 0.026 (3) | 0.043 (3) | −0.003 (3) | 0.004 (3) | 0.001 (3) |
O2 | 0.044 (3) | 0.035 (3) | 0.042 (3) | −0.005 (3) | −0.003 (3) | −0.013 (3) |
O3 | 0.033 (3) | 0.045 (3) | 0.037 (3) | −0.003 (3) | −0.001 (3) | −0.004 (3) |
O4 | 0.031 (3) | 0.054 (4) | 0.033 (3) | 0.001 (3) | −0.004 (3) | −0.001 (3) |
C1 | 0.033 (5) | 0.043 (5) | 0.039 (5) | −0.004 (4) | −0.005 (4) | 0.008 (4) |
C2 | 0.030 (4) | 0.032 (4) | 0.028 (4) | −0.002 (4) | −0.008 (4) | −0.007 (4) |
C3 | 0.046 (5) | 0.036 (5) | 0.024 (4) | 0.001 (4) | 0.000 (4) | 0.002 (4) |
C4 | 0.040 (5) | 0.047 (5) | 0.042 (5) | −0.004 (4) | 0.008 (4) | −0.003 (4) |
C5 | 0.029 (4) | 0.046 (5) | 0.050 (6) | −0.003 (4) | −0.002 (4) | −0.005 (5) |
C6 | 0.041 (5) | 0.041 (5) | 0.048 (6) | 0.001 (4) | −0.006 (4) | −0.009 (4) |
C7 | 0.038 (5) | 0.058 (6) | 0.055 (6) | −0.015 (4) | 0.010 (5) | −0.001 (5) |
C8 | 0.032 (4) | 0.051 (5) | 0.037 (5) | 0.004 (4) | −0.001 (4) | 0.002 (4) |
C9 | 0.056 (6) | 0.041 (5) | 0.058 (7) | 0.013 (4) | 0.011 (5) | −0.004 (5) |
C10 | 0.044 (5) | 0.046 (5) | 0.048 (6) | 0.002 (4) | −0.003 (5) | 0.007 (4) |
C11 | 0.040 (5) | 0.052 (5) | 0.031 (5) | −0.004 (4) | 0.002 (4) | 0.000 (4) |
C12 | 0.039 (5) | 0.082 (7) | 0.052 (7) | −0.015 (5) | −0.003 (5) | 0.007 (6) |
C13 | 0.049 (6) | 0.071 (7) | 0.035 (6) | 0.010 (5) | 0.002 (4) | 0.002 (5) |
C14 | 0.057 (6) | 0.051 (6) | 0.033 (5) | −0.001 (5) | −0.004 (4) | −0.006 (4) |
Si—O4 | 1.669 (6) | C6—H6C | 0.9600 |
Si—C10 | 1.839 (9) | C7—H7A | 0.9600 |
Si—C9 | 1.859 (8) | C7—H7B | 0.9600 |
Si—C11 | 1.899 (9) | C7—H7C | 0.9600 |
O1—C4 | 1.413 (10) | C8—H8A | 0.9700 |
O1—C1 | 1.457 (10) | C8—H8B | 0.9700 |
O2—C2 | 1.433 (10) | C9—H9A | 0.9600 |
O2—H2 | 0.8200 | C9—H9B | 0.9600 |
O3—C3 | 1.442 (10) | C9—H9C | 0.9600 |
O3—H3 | 0.8200 | C10—H10A | 0.9600 |
O4—C8 | 1.419 (10) | C10—H10B | 0.9600 |
C1—C8 | 1.530 (13) | C10—H10C | 0.9600 |
C1—C2 | 1.540 (11) | C11—C13 | 1.528 (13) |
C1—C5 | 1.552 (12) | C11—C14 | 1.530 (12) |
C2—C3 | 1.539 (11) | C11—C12 | 1.534 (12) |
C2—H2B | 0.9800 | C12—H12A | 0.9600 |
C3—C6 | 1.509 (11) | C12—H12B | 0.9600 |
C3—C4 | 1.521 (11) | C12—H12C | 0.9600 |
C4—C7 | 1.504 (12) | C13—H13A | 0.9600 |
C4—H4A | 0.9800 | C13—H13B | 0.9600 |
C5—H5A | 0.9600 | C13—H13C | 0.9600 |
C5—H5B | 0.9600 | C14—H14A | 0.9600 |
C5—H5C | 0.9600 | C14—H14B | 0.9600 |
C6—H6A | 0.9600 | C14—H14C | 0.9600 |
C6—H6B | 0.9600 | ||
O4—Si—C10 | 110.5 (4) | C4—C7—H7B | 109.5 |
O4—Si—C9 | 108.2 (4) | H7A—C7—H7B | 109.5 |
C10—Si—C9 | 109.0 (4) | C4—C7—H7C | 109.5 |
O4—Si—C11 | 105.4 (3) | H7A—C7—H7C | 109.5 |
C10—Si—C11 | 112.1 (4) | H7B—C7—H7C | 109.5 |
C9—Si—C11 | 111.5 (4) | O4—C8—C1 | 111.2 (6) |
C4—O1—C1 | 107.3 (6) | O4—C8—H8A | 109.4 |
C2—O2—H2 | 109.5 | C1—C8—H8A | 109.4 |
C3—O3—H3 | 109.5 | O4—C8—H8B | 109.4 |
C8—O4—Si | 121.7 (5) | C1—C8—H8B | 109.4 |
O1—C1—C8 | 106.2 (7) | H8A—C8—H8B | 108.0 |
O1—C1—C2 | 105.7 (6) | Si—C9—H9A | 109.5 |
C8—C1—C2 | 114.3 (7) | Si—C9—H9B | 109.5 |
O1—C1—C5 | 109.0 (7) | H9A—C9—H9B | 109.5 |
C8—C1—C5 | 106.7 (7) | Si—C9—H9C | 109.5 |
C2—C1—C5 | 114.5 (7) | H9A—C9—H9C | 109.5 |
O2—C2—C3 | 112.6 (7) | H9B—C9—H9C | 109.5 |
O2—C2—C1 | 108.4 (6) | Si—C10—H10A | 109.5 |
C3—C2—C1 | 103.4 (6) | Si—C10—H10B | 109.5 |
O2—C2—H2B | 110.7 | H10A—C10—H10B | 109.5 |
C3—C2—H2B | 110.7 | Si—C10—H10C | 109.5 |
C1—C2—H2B | 110.7 | H10A—C10—H10C | 109.5 |
O3—C3—C6 | 106.8 (7) | H10B—C10—H10C | 109.5 |
O3—C3—C4 | 109.4 (7) | C13—C11—C14 | 109.1 (8) |
C6—C3—C4 | 115.2 (7) | C13—C11—C12 | 111.7 (8) |
O3—C3—C2 | 109.3 (6) | C14—C11—C12 | 109.1 (8) |
C6—C3—C2 | 115.9 (7) | C13—C11—Si | 109.3 (6) |
C4—C3—C2 | 100.0 (7) | C14—C11—Si | 107.8 (6) |
O1—C4—C7 | 109.7 (7) | C12—C11—Si | 109.8 (6) |
O1—C4—C3 | 103.6 (7) | C11—C12—H12A | 109.5 |
C7—C4—C3 | 117.5 (8) | C11—C12—H12B | 109.5 |
O1—C4—H4A | 108.6 | H12A—C12—H12B | 109.5 |
C7—C4—H4A | 108.6 | C11—C12—H12C | 109.5 |
C3—C4—H4A | 108.6 | H12A—C12—H12C | 109.5 |
C1—C5—H5A | 109.5 | H12B—C12—H12C | 109.5 |
C1—C5—H5B | 109.5 | C11—C13—H13A | 109.5 |
H5A—C5—H5B | 109.5 | C11—C13—H13B | 109.5 |
C1—C5—H5C | 109.5 | H13A—C13—H13B | 109.5 |
H5A—C5—H5C | 109.5 | C11—C13—H13C | 109.5 |
H5B—C5—H5C | 109.5 | H13A—C13—H13C | 109.5 |
C3—C6—H6A | 109.5 | H13B—C13—H13C | 109.5 |
C3—C6—H6B | 109.5 | C11—C14—H14A | 109.5 |
H6A—C6—H6B | 109.5 | C11—C14—H14B | 109.5 |
C3—C6—H6C | 109.5 | H14A—C14—H14B | 109.5 |
H6A—C6—H6C | 109.5 | C11—C14—H14C | 109.5 |
H6B—C6—H6C | 109.5 | H14A—C14—H14C | 109.5 |
C4—C7—H7A | 109.5 | H14B—C14—H14C | 109.5 |
C10—Si—O4—C8 | −62.0 (7) | O3—C3—C4—O1 | 70.2 (8) |
C9—Si—O4—C8 | 57.3 (7) | C6—C3—C4—O1 | −169.5 (7) |
C11—Si—O4—C8 | 176.6 (6) | C2—C3—C4—O1 | −44.5 (7) |
C4—O1—C1—C8 | −140.7 (7) | O3—C3—C4—C7 | −50.9 (10) |
C4—O1—C1—C2 | −18.9 (8) | C6—C3—C4—C7 | 69.4 (10) |
C4—O1—C1—C5 | 104.6 (8) | C2—C3—C4—C7 | −165.6 (8) |
O1—C1—C2—O2 | 110.2 (7) | Si—O4—C8—C1 | 176.8 (6) |
C8—C1—C2—O2 | −133.4 (7) | O1—C1—C8—O4 | 66.0 (8) |
C5—C1—C2—O2 | −9.8 (9) | C2—C1—C8—O4 | −50.2 (9) |
O1—C1—C2—C3 | −9.6 (8) | C5—C1—C8—O4 | −177.9 (7) |
C8—C1—C2—C3 | 106.8 (8) | O4—Si—C11—C13 | 61.3 (7) |
C5—C1—C2—C3 | −129.6 (7) | C10—Si—C11—C13 | −59.0 (7) |
O2—C2—C3—O3 | 160.2 (6) | C9—Si—C11—C13 | 178.5 (6) |
C1—C2—C3—O3 | −83.0 (7) | O4—Si—C11—C14 | 179.8 (6) |
O2—C2—C3—C6 | 39.5 (10) | C10—Si—C11—C14 | 59.5 (8) |
C1—C2—C3—C6 | 156.3 (7) | C9—Si—C11—C14 | −63.1 (8) |
O2—C2—C3—C4 | −85.0 (7) | O4—Si—C11—C12 | −61.5 (7) |
C1—C2—C3—C4 | 31.8 (8) | C10—Si—C11—C12 | 178.2 (7) |
C1—O1—C4—C7 | 166.6 (7) | C9—Si—C11—C12 | 55.6 (7) |
C1—O1—C4—C3 | 40.3 (8) |
D—H···A | D—H | H···A | D···A | D—H···A |
O2—H2···O3i | 0.82 | 2.02 | 2.834 (7) | 170 |
O3—H3···O4 | 0.82 | 1.97 | 2.750 (8) | 158 |
Symmetry code: (i) −y+1, x, z+1/4. |
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