Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805005210/hg6142sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805005210/hg6142Isup2.hkl |
CCDC reference: 255789
Key indicators
- Single-crystal X-ray study
- T = 190 K
- Mean (C-C) = 0.005 Å
- R factor = 0.054
- wR factor = 0.065
- Data-to-parameter ratio = 17.0
checkCIF/PLATON results
No syntax errors found
Alert level B PLAT242_ALERT_2_B Check Low Ueq as Compared to Neighbors for Si1
Alert level C PLAT026_ALERT_3_C Ratio Observed / Unique Reflections too Low .... 45 Perc. PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical . ? PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.97 Ratio PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.61 Ratio PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C2 PLAT340_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 5
0 ALERT level A = In general: serious problem 1 ALERT level B = Potentially serious problem 6 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 3 ALERT type 2 Indicator that the structure model may be wrong or deficient 3 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Sheldrick, 1999); software used to prepare material for publication: SHELXTL.
[Li(C18H32N3Si2)] | F(000) = 768 |
Mr = 353.59 | Dx = 1.073 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -p 2yn | Cell parameters from 1413 reflections |
a = 11.398 (4) Å | θ = 2.4–27.5° |
b = 18.283 (6) Å | µ = 0.17 mm−1 |
c = 11.659 (4) Å | T = 190 K |
β = 115.690 (5)° | Block, yellow |
V = 2189.3 (13) Å3 | 0.30 × 0.20 × 0.20 mm |
Z = 4 |
SMART CCD area-detector diffractometer | 3845 independent reflections |
Radiation source: fine-focus sealed tube | 1749 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.068 |
ω scans | θmax = 25.0°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Sheldrick, 2000) | h = −11→13 |
Tmin = 0.952, Tmax = 0.968 | k = −20→21 |
8928 measured reflections | l = −13→13 |
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)] = 0.055 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.065 | H-atom parameters constrained |
S = 0.84 | w = 1/[σ2(Fo2) + (0.0002P)2] where P = (Fo2 + 2Fc2)/3 |
3845 reflections | (Δ/σ)max < 0.001 |
226 parameters | Δρmax = 0.25 e Å−3 |
0 restraints | Δρmin = −0.25 e Å−3 |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | ||
Li1 | 0.2564 (5) | 0.1267 (3) | 0.1526 (5) | 0.0459 (15) | |
N1 | 0.4210 (2) | 0.17438 (14) | 0.2474 (2) | 0.0377 (7) | |
N2 | 0.1504 (2) | 0.16677 (14) | 0.2309 (2) | 0.0353 (7) | |
N3 | 0.6729 (2) | 0.36768 (14) | 0.4593 (2) | 0.0385 (7) | |
Si1 | 0.56233 (9) | 0.12539 (6) | 0.29166 (9) | 0.0467 (3) | |
Si2 | 0.07108 (9) | 0.09181 (5) | 0.24724 (8) | 0.0430 (3) | |
C1 | 0.1662 (3) | 0.23808 (18) | 0.2450 (3) | 0.0350 (8) | |
C2 | 0.0588 (3) | 0.28644 (17) | 0.2567 (3) | 0.0417 (9) | |
C3 | 0.0292 (3) | 0.25756 (18) | 0.3642 (3) | 0.0653 (11) | |
H3A | 0.1076 | 0.2573 | 0.4422 | 0.098* | |
H3B | −0.0045 | 0.2087 | 0.3445 | 0.098* | |
H3C | −0.0342 | 0.2885 | 0.3734 | 0.098* | |
C4 | −0.0645 (3) | 0.28363 (17) | 0.1307 (3) | 0.0651 (12) | |
H4A | −0.1332 | 0.3098 | 0.1394 | 0.098* | |
H4B | −0.0903 | 0.2336 | 0.1089 | 0.098* | |
H4C | −0.0475 | 0.3057 | 0.0647 | 0.098* | |
C5 | 0.0958 (3) | 0.36687 (17) | 0.2870 (3) | 0.0638 (11) | |
H5A | 0.1748 | 0.3704 | 0.3642 | 0.096* | |
H5B | 0.0272 | 0.3921 | 0.2975 | 0.096* | |
H5C | 0.1086 | 0.3887 | 0.2184 | 0.096* | |
C6 | 0.2771 (3) | 0.27347 (16) | 0.2483 (3) | 0.0356 (9) | |
H6 | 0.2715 | 0.3242 | 0.2414 | 0.043* | |
C7 | 0.3946 (3) | 0.24312 (19) | 0.2606 (3) | 0.0365 (9) | |
C8 | 0.5032 (3) | 0.29881 (17) | 0.2925 (3) | 0.0346 (8) | |
C9 | 0.5437 (3) | 0.32449 (18) | 0.2059 (3) | 0.0499 (10) | |
H9 | 0.5012 | 0.3101 | 0.1212 | 0.060* | |
C10 | 0.6478 (3) | 0.3719 (2) | 0.2444 (3) | 0.0545 (11) | |
H10 | 0.6760 | 0.3907 | 0.1865 | 0.065* | |
C11 | 0.7090 (3) | 0.39061 (17) | 0.3714 (3) | 0.0438 (9) | |
H11 | 0.7807 | 0.4215 | 0.3974 | 0.053* | |
C12 | 0.5688 (3) | 0.32324 (16) | 0.4169 (3) | 0.0370 (9) | |
H12 | 0.5386 | 0.3077 | 0.4752 | 0.044* | |
C13 | 0.7211 (3) | 0.17301 (18) | 0.3567 (3) | 0.0918 (14) | |
H13A | 0.7247 | 0.2051 | 0.2932 | 0.138* | |
H13B | 0.7899 | 0.1376 | 0.3806 | 0.138* | |
H13C | 0.7311 | 0.2010 | 0.4301 | 0.138* | |
C14 | 0.5697 (3) | 0.0622 (2) | 0.4179 (3) | 0.1032 (16) | |
H14A | 0.5802 | 0.0897 | 0.4918 | 0.155* | |
H14B | 0.6422 | 0.0296 | 0.4393 | 0.155* | |
H14C | 0.4906 | 0.0344 | 0.3881 | 0.155* | |
C15 | 0.5462 (3) | 0.07068 (18) | 0.1524 (3) | 0.0810 (13) | |
H15A | 0.4673 | 0.0426 | 0.1222 | 0.121* | |
H15B | 0.6193 | 0.0383 | 0.1766 | 0.121* | |
H15C | 0.5435 | 0.1027 | 0.0861 | 0.121* | |
C16 | 0.1064 (3) | 0.07107 (17) | 0.4155 (2) | 0.0702 (12) | |
H16A | 0.1973 | 0.0789 | 0.4690 | 0.105* | |
H16B | 0.0846 | 0.0210 | 0.4221 | 0.105* | |
H16C | 0.0556 | 0.1026 | 0.4422 | 0.105* | |
C17 | −0.1079 (3) | 0.08788 (17) | 0.1460 (3) | 0.0677 (11) | |
H17A | −0.1506 | 0.1235 | 0.1753 | 0.101* | |
H17B | −0.1396 | 0.0399 | 0.1513 | 0.101* | |
H17C | −0.1257 | 0.0982 | 0.0593 | 0.101* | |
C18 | 0.1420 (3) | 0.01364 (16) | 0.1940 (3) | 0.0605 (11) | |
H18A | 0.1253 | 0.0207 | 0.1067 | 0.091* | |
H18B | 0.1027 | −0.0313 | 0.2022 | 0.091* | |
H18C | 0.2342 | 0.0115 | 0.2460 | 0.091* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Li1 | 0.045 (4) | 0.035 (4) | 0.061 (4) | −0.001 (3) | 0.026 (3) | −0.004 (3) |
N1 | 0.0296 (16) | 0.0344 (19) | 0.0463 (17) | 0.0033 (15) | 0.0139 (14) | −0.0007 (16) |
N2 | 0.0317 (16) | 0.0314 (19) | 0.0412 (17) | −0.0043 (14) | 0.0145 (14) | −0.0039 (14) |
N3 | 0.0378 (18) | 0.0352 (19) | 0.0450 (18) | −0.0002 (15) | 0.0204 (16) | 0.0038 (16) |
Si1 | 0.0387 (6) | 0.0472 (7) | 0.0545 (7) | 0.0048 (6) | 0.0203 (5) | −0.0013 (6) |
Si2 | 0.0444 (6) | 0.0382 (7) | 0.0487 (6) | −0.0027 (6) | 0.0222 (5) | −0.0034 (6) |
C1 | 0.034 (2) | 0.035 (2) | 0.034 (2) | 0.0021 (19) | 0.0123 (18) | 0.0005 (18) |
C2 | 0.040 (2) | 0.031 (2) | 0.056 (2) | −0.0010 (19) | 0.023 (2) | −0.007 (2) |
C3 | 0.068 (3) | 0.061 (3) | 0.086 (3) | 0.004 (2) | 0.051 (2) | −0.011 (2) |
C4 | 0.040 (2) | 0.067 (3) | 0.076 (3) | 0.015 (2) | 0.012 (2) | −0.014 (2) |
C5 | 0.055 (3) | 0.044 (3) | 0.100 (3) | 0.005 (2) | 0.041 (2) | −0.013 (2) |
C6 | 0.032 (2) | 0.024 (2) | 0.047 (2) | 0.0002 (18) | 0.0143 (18) | 0.0025 (17) |
C7 | 0.031 (2) | 0.043 (2) | 0.033 (2) | −0.004 (2) | 0.0115 (18) | 0.003 (2) |
C8 | 0.035 (2) | 0.033 (2) | 0.037 (2) | 0.0038 (18) | 0.0165 (19) | 0.0029 (19) |
C9 | 0.043 (2) | 0.060 (3) | 0.042 (2) | −0.015 (2) | 0.014 (2) | 0.002 (2) |
C10 | 0.053 (3) | 0.072 (3) | 0.040 (2) | −0.006 (2) | 0.022 (2) | 0.014 (2) |
C11 | 0.032 (2) | 0.041 (3) | 0.057 (2) | −0.0059 (18) | 0.019 (2) | 0.010 (2) |
C12 | 0.036 (2) | 0.033 (2) | 0.048 (2) | −0.0020 (18) | 0.024 (2) | 0.0043 (19) |
C13 | 0.032 (2) | 0.071 (3) | 0.154 (4) | 0.009 (2) | 0.023 (3) | −0.033 (3) |
C14 | 0.090 (3) | 0.119 (4) | 0.114 (3) | 0.055 (3) | 0.057 (3) | 0.061 (3) |
C15 | 0.058 (3) | 0.084 (3) | 0.090 (3) | 0.012 (2) | 0.022 (2) | −0.033 (3) |
C16 | 0.093 (3) | 0.059 (3) | 0.069 (2) | 0.009 (2) | 0.046 (2) | 0.007 (2) |
C17 | 0.054 (3) | 0.050 (3) | 0.092 (3) | −0.010 (2) | 0.026 (2) | −0.007 (2) |
C18 | 0.071 (3) | 0.041 (3) | 0.076 (3) | −0.004 (2) | 0.038 (2) | −0.008 (2) |
Li1—N1 | 1.924 (5) | C6—C7 | 1.399 (4) |
Li1—N2 | 1.946 (5) | C6—H6 | 0.9300 |
Li1—N3i | 2.033 (6) | C7—C8 | 1.519 (4) |
N1—C7 | 1.317 (4) | C8—C9 | 1.363 (4) |
N1—Si1 | 1.716 (2) | C8—C12 | 1.386 (3) |
N2—C1 | 1.317 (3) | C9—C10 | 1.378 (4) |
N2—Si2 | 1.697 (3) | C9—H9 | 0.9300 |
N3—C11 | 1.326 (3) | C10—C11 | 1.378 (3) |
N3—C12 | 1.343 (3) | C10—H10 | 0.9300 |
N3—Li1ii | 2.033 (6) | C11—H11 | 0.9300 |
Si1—C14 | 1.844 (3) | C12—H12 | 0.9300 |
Si1—C15 | 1.847 (3) | C13—H13A | 0.9600 |
Si1—C13 | 1.849 (3) | C13—H13B | 0.9600 |
Si2—C16 | 1.863 (3) | C13—H13C | 0.9600 |
Si2—C17 | 1.863 (3) | C14—H14A | 0.9600 |
Si2—C18 | 1.875 (3) | C14—H14B | 0.9600 |
C1—C6 | 1.405 (4) | C14—H14C | 0.9600 |
C1—C2 | 1.562 (4) | C15—H15A | 0.9600 |
C2—C3 | 1.527 (4) | C15—H15B | 0.9600 |
C2—C5 | 1.528 (4) | C15—H15C | 0.9600 |
C2—C4 | 1.532 (3) | C16—H16A | 0.9600 |
C3—H3A | 0.9600 | C16—H16B | 0.9600 |
C3—H3B | 0.9600 | C16—H16C | 0.9600 |
C3—H3C | 0.9600 | C17—H17A | 0.9600 |
C4—H4A | 0.9600 | C17—H17B | 0.9600 |
C4—H4B | 0.9600 | C17—H17C | 0.9600 |
C4—H4C | 0.9600 | C18—H18A | 0.9600 |
C5—H5A | 0.9600 | C18—H18B | 0.9600 |
C5—H5B | 0.9600 | C18—H18C | 0.9600 |
C5—H5C | 0.9600 | ||
N1—Li1—N2 | 102.1 (3) | N1—C7—C6 | 128.6 (3) |
N1—Li1—N3i | 119.0 (3) | N1—C7—C8 | 117.7 (3) |
N2—Li1—N3i | 114.4 (3) | C6—C7—C8 | 113.7 (3) |
C7—N1—Si1 | 134.1 (2) | C9—C8—C12 | 117.5 (3) |
C7—N1—Li1 | 106.5 (3) | C9—C8—C7 | 123.4 (3) |
Si1—N1—Li1 | 119.4 (2) | C12—C8—C7 | 119.0 (3) |
C1—N2—Si2 | 146.7 (2) | C8—C9—C10 | 119.7 (3) |
C1—N2—Li1 | 110.6 (3) | C8—C9—H9 | 120.2 |
Si2—N2—Li1 | 102.6 (2) | C10—C9—H9 | 120.2 |
C11—N3—C12 | 115.3 (3) | C9—C10—C11 | 118.0 (3) |
C11—N3—Li1ii | 133.4 (3) | C9—C10—H10 | 121.0 |
C12—N3—Li1ii | 110.6 (3) | C11—C10—H10 | 121.0 |
N1—Si1—C14 | 106.22 (14) | N3—C11—C10 | 124.7 (3) |
N1—Si1—C15 | 107.20 (13) | N3—C11—H11 | 117.7 |
C14—Si1—C15 | 108.34 (17) | C10—C11—H11 | 117.7 |
N1—Si1—C13 | 120.14 (14) | N3—C12—C8 | 124.7 (3) |
C14—Si1—C13 | 105.65 (16) | N3—C12—H12 | 117.6 |
C15—Si1—C13 | 108.82 (15) | C8—C12—H12 | 117.6 |
N2—Si2—C16 | 113.59 (14) | Si1—C13—H13A | 109.5 |
N2—Si2—C17 | 116.73 (13) | Si1—C13—H13B | 109.5 |
C16—Si2—C17 | 109.69 (14) | H13A—C13—H13B | 109.5 |
N2—Si2—C18 | 104.55 (13) | Si1—C13—H13C | 109.5 |
C16—Si2—C18 | 105.42 (14) | H13A—C13—H13C | 109.5 |
C17—Si2—C18 | 105.76 (14) | H13B—C13—H13C | 109.5 |
N2—C1—C6 | 122.1 (3) | Si1—C14—H14A | 109.5 |
N2—C1—C2 | 120.1 (3) | Si1—C14—H14B | 109.5 |
C6—C1—C2 | 117.8 (3) | H14A—C14—H14B | 109.5 |
C3—C2—C5 | 106.2 (3) | Si1—C14—H14C | 109.5 |
C3—C2—C4 | 109.7 (3) | H14A—C14—H14C | 109.5 |
C5—C2—C4 | 107.5 (3) | H14B—C14—H14C | 109.5 |
C3—C2—C1 | 109.6 (3) | Si1—C15—H15A | 109.5 |
C5—C2—C1 | 114.7 (3) | Si1—C15—H15B | 109.5 |
C4—C2—C1 | 109.0 (2) | H15A—C15—H15B | 109.5 |
C2—C3—H3A | 109.5 | Si1—C15—H15C | 109.5 |
C2—C3—H3B | 109.5 | H15A—C15—H15C | 109.5 |
H3A—C3—H3B | 109.5 | H15B—C15—H15C | 109.5 |
C2—C3—H3C | 109.5 | Si2—C16—H16A | 109.5 |
H3A—C3—H3C | 109.5 | Si2—C16—H16B | 109.5 |
H3B—C3—H3C | 109.5 | H16A—C16—H16B | 109.5 |
C2—C4—H4A | 109.5 | Si2—C16—H16C | 109.5 |
C2—C4—H4B | 109.5 | H16A—C16—H16C | 109.5 |
H4A—C4—H4B | 109.5 | H16B—C16—H16C | 109.5 |
C2—C4—H4C | 109.5 | Si2—C17—H17A | 109.5 |
H4A—C4—H4C | 109.5 | Si2—C17—H17B | 109.5 |
H4B—C4—H4C | 109.5 | H17A—C17—H17B | 109.5 |
C2—C5—H5A | 109.5 | Si2—C17—H17C | 109.5 |
C2—C5—H5B | 109.5 | H17A—C17—H17C | 109.5 |
H5A—C5—H5B | 109.5 | H17B—C17—H17C | 109.5 |
C2—C5—H5C | 109.5 | Si2—C18—H18A | 109.5 |
H5A—C5—H5C | 109.5 | Si2—C18—H18B | 109.5 |
H5B—C5—H5C | 109.5 | H18A—C18—H18B | 109.5 |
C7—C6—C1 | 129.1 (3) | Si2—C18—H18C | 109.5 |
C7—C6—H6 | 115.5 | H18A—C18—H18C | 109.5 |
C1—C6—H6 | 115.5 | H18B—C18—H18C | 109.5 |
Symmetry codes: (i) x−1/2, −y+1/2, z−1/2; (ii) x+1/2, −y+1/2, z+1/2. |
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