Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804027448/bt6559sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804027448/bt65593sup2.hkl |
CCDC reference: 259107
Key indicators
- Single-crystal X-ray study
- T = 143 K
- Mean (C-C) = 0.003 Å
- R factor = 0.048
- wR factor = 0.124
- Data-to-parameter ratio = 17.1
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ? PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ? PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.07 Ratio PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors for Si1 PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors for Si1' PLAT371_ALERT_2_C Long C(sp2)-C(sp1) Bond C2 - C3 ... 1.44 Ang. PLAT371_ALERT_2_C Long C(sp2)-C(sp1) Bond C2 - C3' ... 1.44 Ang.
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 7 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 5 ALERT type 2 Indicator that the structure model may be wrong or deficient 0 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: DIF4 (Stoe & Cie, 1992); cell refinement: DIF4; data reduction: REDU4 (Stoe & Cie, 1992); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP (Siemens, 1994); software used to prepare material for publication: SHELXL97.
C24H28Si2 | Z = 2 |
Mr = 372.64 | F(000) = 400 |
Triclinic, P1 | Dx = 1.055 Mg m−3 |
a = 10.026 (3) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 10.123 (3) Å | Cell parameters from 54 reflections |
c = 12.363 (4) Å | θ = 10–11.5° |
α = 95.51 (3)° | µ = 0.16 mm−1 |
β = 107.26 (3)° | T = 143 K |
γ = 98.19 (3)° | Tablet, colourless |
V = 1173.3 (6) Å3 | 0.5 × 0.5 × 0.2 mm |
Stoe Stadi-4 diffractometer | Rint = 0.043 |
Radiation source: fine-focus sealed tube | θmax = 25.1°, θmin = 3.2° |
Graphite monochromator | h = −11→11 |
ω/θ scans | k = −12→11 |
8570 measured reflections | l = −14→14 |
4131 independent reflections | 3 standard reflections every 60 min |
3165 reflections with I > 2σ(I) | intensity decay: none |
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)] = 0.048 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.124 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0485P)2 + 0.5199P] where P = (Fo2 + 2Fc2)/3 |
4131 reflections | (Δ/σ)max < 0.001 |
241 parameters | Δρmax = 0.38 e Å−3 |
0 restraints | Δρmin = −0.33 e Å−3 |
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. Least-squares planes (x,y,z in crystal coordinates) and deviations from them (* indicates atom used to define plane) - 0.5545 (0.0102) x + 10.0801 (0.0054) y - 1.8548 (0.0129) z = 2.3843 (0.0074) * 0.0029 (0.0016) C5 * 0.0021 (0.0018) C6 * -0.0032 (0.0019) C7 * -0.0007 (0.0018) C8 * 0.0057 (0.0017) C9 * -0.0068 (0.0016) C10 Rms deviation of fitted atoms = 0.0041 - 5.1189 (0.0082) x + 6.2721 (0.0070) y + 8.6134 (0.0079) z = 2.7305 (0.0042) Angle to previous plane (with approximate e.s.d.) = 55.89 (0.08) * 0.0111 (0.0018) C1 * -0.0009 (0.0019) C2 * 0.0787 (0.0013) C3 * -0.0812 (0.0013) C5 * -0.0800 (0.0013) C3' * 0.0723 (0.0013) C5' Rms deviation of fitted atoms = 0.0639 0.9526 (0.0101) x + 2.1148 (0.0100) y + 10.5896 (0.0084) z = 4.6147 (0.0027) Angle to previous plane (with approximate e.s.d.) = 44.39 (0.08) * -0.0130 (0.0016) C5' * 0.0071 (0.0017) C6' * 0.0035 (0.0018) C7' * -0.0082 (0.0018) C8' * 0.0020 (0.0018) C9' * 0.0086 (0.0017) C10' Rms deviation of fitted atoms = 0.0079 |
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 | ||
Si1 | 0.62665 (7) | 0.74540 (7) | 0.18909 (6) | 0.03427 (19) | |
C1 | 0.4085 (2) | 0.3152 (2) | 0.33153 (17) | 0.0270 (5) | |
C2 | 0.3535 (2) | 0.3861 (2) | 0.24585 (18) | 0.0284 (5) | |
C3 | 0.4385 (2) | 0.5002 (2) | 0.22252 (18) | 0.0302 (5) | |
C4 | 0.5074 (2) | 0.5985 (2) | 0.20527 (18) | 0.0326 (5) | |
C5 | 0.5629 (2) | 0.3403 (2) | 0.39430 (18) | 0.0288 (5) | |
C6 | 0.6612 (2) | 0.3349 (3) | 0.3358 (2) | 0.0402 (6) | |
H6 | 0.6300 | 0.3185 | 0.2545 | 0.048* | |
C7 | 0.8049 (3) | 0.3533 (3) | 0.3959 (2) | 0.0492 (7) | |
H7 | 0.8717 | 0.3490 | 0.3554 | 0.059* | |
C8 | 0.8513 (3) | 0.3777 (3) | 0.5133 (2) | 0.0471 (7) | |
H8 | 0.9498 | 0.3904 | 0.5540 | 0.057* | |
C9 | 0.7550 (3) | 0.3839 (2) | 0.5721 (2) | 0.0412 (6) | |
H9 | 0.7871 | 0.4019 | 0.6534 | 0.049* | |
C10 | 0.6108 (2) | 0.3638 (2) | 0.51295 (19) | 0.0325 (5) | |
H10 | 0.5445 | 0.3662 | 0.5540 | 0.039* | |
C11 | 0.5760 (3) | 0.8993 (3) | 0.2471 (3) | 0.0616 (8) | |
H11A | 0.4793 | 0.9054 | 0.2015 | 0.074* | |
H11B | 0.6420 | 0.9789 | 0.2438 | 0.074* | |
H11C | 0.5797 | 0.8950 | 0.3268 | 0.074* | |
C12 | 0.8084 (3) | 0.7327 (3) | 0.2754 (3) | 0.0618 (8) | |
H12A | 0.8758 | 0.8089 | 0.2682 | 0.074* | |
H12B | 0.8324 | 0.6480 | 0.2479 | 0.074* | |
H12C | 0.8134 | 0.7345 | 0.3559 | 0.074* | |
C13 | 0.6105 (3) | 0.7435 (3) | 0.0361 (2) | 0.0514 (7) | |
H13A | 0.6887 | 0.8083 | 0.0288 | 0.062* | |
H13B | 0.5198 | 0.7683 | −0.0044 | 0.062* | |
H13C | 0.6145 | 0.6528 | 0.0028 | 0.062* | |
Si1' | −0.10141 (7) | 0.27322 (8) | 0.02839 (6) | 0.0419 (2) | |
C3' | 0.2076 (2) | 0.3531 (2) | 0.17396 (19) | 0.0321 (5) | |
C4' | 0.0867 (2) | 0.3244 (2) | 0.1120 (2) | 0.0370 (6) | |
C5' | 0.3193 (2) | 0.2068 (2) | 0.36452 (18) | 0.0294 (5) | |
C6' | 0.1869 (2) | 0.2208 (3) | 0.3755 (2) | 0.0379 (6) | |
H6' | 0.1530 | 0.3029 | 0.3637 | 0.045* | |
C7' | 0.1051 (3) | 0.1159 (3) | 0.4035 (2) | 0.0470 (7) | |
H7' | 0.0150 | 0.1260 | 0.4101 | 0.056* | |
C8' | 0.1536 (3) | −0.0034 (3) | 0.4219 (2) | 0.0473 (7) | |
H8' | 0.0965 | −0.0757 | 0.4400 | 0.057* | |
C9' | 0.2850 (3) | −0.0173 (3) | 0.4138 (2) | 0.0458 (6) | |
H9' | 0.3193 | −0.0990 | 0.4273 | 0.055* | |
C10' | 0.3671 (2) | 0.0874 (2) | 0.3861 (2) | 0.0358 (5) | |
H10' | 0.4582 | 0.0772 | 0.3818 | 0.043* | |
C11' | −0.1670 (4) | 0.1131 (3) | 0.0713 (4) | 0.0832 (12) | |
H11D | −0.1178 | 0.0428 | 0.0500 | 0.100* | |
H11E | −0.2693 | 0.0862 | 0.0323 | 0.100* | |
H11F | −0.1487 | 0.1252 | 0.1543 | 0.100* | |
C12' | −0.1210 (3) | 0.2577 (4) | −0.1255 (2) | 0.0719 (10) | |
H12D | −0.2220 | 0.2368 | −0.1701 | 0.086* | |
H12E | −0.0738 | 0.1851 | −0.1457 | 0.086* | |
H12F | −0.0776 | 0.3429 | −0.1425 | 0.086* | |
C13' | −0.1952 (3) | 0.4074 (3) | 0.0664 (3) | 0.0575 (8) | |
H13D | −0.2962 | 0.3840 | 0.0220 | 0.069* | |
H13E | −0.1544 | 0.4935 | 0.0489 | 0.069* | |
H13F | −0.1844 | 0.4155 | 0.1483 | 0.069* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Si1 | 0.0301 (3) | 0.0326 (4) | 0.0379 (4) | −0.0031 (3) | 0.0137 (3) | −0.0022 (3) |
C1 | 0.0269 (11) | 0.0281 (12) | 0.0270 (11) | 0.0064 (9) | 0.0099 (9) | 0.0015 (9) |
C2 | 0.0250 (11) | 0.0321 (12) | 0.0277 (11) | 0.0035 (9) | 0.0083 (9) | 0.0046 (9) |
C3 | 0.0252 (11) | 0.0373 (13) | 0.0258 (11) | 0.0061 (10) | 0.0041 (9) | 0.0055 (10) |
C4 | 0.0262 (12) | 0.0375 (13) | 0.0310 (12) | 0.0010 (10) | 0.0065 (10) | 0.0055 (10) |
C5 | 0.0295 (11) | 0.0246 (11) | 0.0327 (12) | 0.0066 (9) | 0.0080 (9) | 0.0086 (9) |
C6 | 0.0319 (13) | 0.0512 (16) | 0.0386 (13) | 0.0111 (11) | 0.0096 (11) | 0.0116 (12) |
C7 | 0.0290 (13) | 0.0602 (18) | 0.0624 (18) | 0.0120 (12) | 0.0146 (12) | 0.0218 (14) |
C8 | 0.0275 (13) | 0.0380 (15) | 0.0662 (18) | 0.0032 (10) | −0.0014 (12) | 0.0168 (13) |
C9 | 0.0436 (14) | 0.0295 (13) | 0.0381 (13) | 0.0023 (11) | −0.0044 (11) | 0.0063 (10) |
C10 | 0.0367 (12) | 0.0259 (12) | 0.0330 (12) | 0.0065 (9) | 0.0066 (10) | 0.0077 (9) |
C11 | 0.071 (2) | 0.0435 (17) | 0.076 (2) | 0.0070 (15) | 0.0367 (17) | −0.0036 (15) |
C12 | 0.0335 (14) | 0.074 (2) | 0.0668 (19) | −0.0025 (14) | 0.0102 (13) | −0.0101 (16) |
C13 | 0.0603 (17) | 0.0452 (16) | 0.0492 (16) | −0.0069 (13) | 0.0259 (14) | 0.0062 (13) |
Si1' | 0.0271 (3) | 0.0486 (4) | 0.0426 (4) | −0.0043 (3) | 0.0025 (3) | 0.0146 (3) |
C3' | 0.0319 (13) | 0.0337 (13) | 0.0315 (12) | 0.0040 (10) | 0.0102 (10) | 0.0114 (10) |
C4' | 0.0316 (13) | 0.0388 (14) | 0.0378 (13) | 0.0005 (10) | 0.0060 (11) | 0.0164 (11) |
C5' | 0.0286 (11) | 0.0320 (12) | 0.0251 (11) | 0.0034 (9) | 0.0063 (9) | 0.0030 (9) |
C6' | 0.0349 (13) | 0.0456 (15) | 0.0408 (14) | 0.0123 (11) | 0.0175 (11) | 0.0167 (11) |
C7' | 0.0373 (14) | 0.0630 (18) | 0.0468 (15) | 0.0053 (13) | 0.0202 (12) | 0.0199 (13) |
C8' | 0.0488 (16) | 0.0445 (16) | 0.0404 (14) | −0.0126 (12) | 0.0098 (12) | 0.0111 (12) |
C9' | 0.0519 (16) | 0.0274 (13) | 0.0514 (16) | 0.0020 (11) | 0.0080 (13) | 0.0072 (11) |
C10' | 0.0340 (13) | 0.0299 (13) | 0.0406 (13) | 0.0045 (10) | 0.0088 (10) | 0.0020 (10) |
C11' | 0.057 (2) | 0.057 (2) | 0.119 (3) | −0.0144 (16) | 0.010 (2) | 0.033 (2) |
C12' | 0.0479 (18) | 0.104 (3) | 0.0469 (18) | −0.0051 (17) | 0.0027 (14) | −0.0036 (18) |
C13' | 0.0372 (15) | 0.074 (2) | 0.0615 (18) | 0.0083 (14) | 0.0133 (13) | 0.0214 (16) |
Si1—C4 | 1.837 (2) | C13—H13B | 0.9800 |
Si1—C13 | 1.848 (3) | C13—H13C | 0.9800 |
Si1—C12 | 1.848 (3) | Si1'—C4' | 1.832 (2) |
Si1—C11 | 1.851 (3) | Si1'—C12' | 1.842 (3) |
C1—C2 | 1.361 (3) | Si1'—C11' | 1.847 (3) |
C1—C5' | 1.480 (3) | Si1'—C13' | 1.859 (3) |
C1—C5 | 1.484 (3) | C3'—C4' | 1.202 (3) |
C2—C3' | 1.440 (3) | C5'—C10' | 1.384 (3) |
C2—C3 | 1.441 (3) | C5'—C6' | 1.399 (3) |
C3—C4 | 1.202 (3) | C6'—C7' | 1.382 (3) |
C5—C10 | 1.386 (3) | C6'—H6' | 0.9500 |
C5—C6 | 1.388 (3) | C7'—C8' | 1.378 (4) |
C6—C7 | 1.387 (3) | C7'—H7' | 0.9500 |
C6—H6 | 0.9500 | C8'—C9' | 1.377 (4) |
C7—C8 | 1.373 (4) | C8'—H8' | 0.9500 |
C7—H7 | 0.9500 | C9'—C10' | 1.380 (3) |
C8—C9 | 1.374 (4) | C9'—H9' | 0.9500 |
C8—H8 | 0.9500 | C10'—H10' | 0.9500 |
C9—C10 | 1.388 (3) | C11'—H11D | 0.9800 |
C9—H9 | 0.9500 | C11'—H11E | 0.9800 |
C10—H10 | 0.9500 | C11'—H11F | 0.9800 |
C11—H11A | 0.9800 | C12'—H12D | 0.9800 |
C11—H11B | 0.9800 | C12'—H12E | 0.9800 |
C11—H11C | 0.9800 | C12'—H12F | 0.9800 |
C12—H12A | 0.9800 | C13'—H13D | 0.9800 |
C12—H12B | 0.9800 | C13'—H13E | 0.9800 |
C12—H12C | 0.9800 | C13'—H13F | 0.9800 |
C13—H13A | 0.9800 | ||
C4—Si1—C13 | 109.35 (12) | Si1—C13—H13C | 109.5 |
C4—Si1—C12 | 106.87 (13) | H13A—C13—H13C | 109.5 |
C13—Si1—C12 | 111.59 (14) | H13B—C13—H13C | 109.5 |
C4—Si1—C11 | 107.99 (13) | C4'—Si1'—C12' | 109.50 (13) |
C13—Si1—C11 | 111.20 (15) | C4'—Si1'—C11' | 107.34 (14) |
C12—Si1—C11 | 109.67 (15) | C12'—Si1'—C11' | 112.70 (19) |
C2—C1—C5' | 122.22 (19) | C4'—Si1'—C13' | 107.29 (13) |
C2—C1—C5 | 121.17 (19) | C12'—Si1'—C13' | 109.69 (16) |
C5'—C1—C5 | 116.58 (18) | C11'—Si1'—C13' | 110.14 (16) |
C1—C2—C3' | 122.5 (2) | C4'—C3'—C2 | 178.6 (3) |
C1—C2—C3 | 121.56 (19) | C3'—C4'—Si1' | 174.7 (2) |
C3'—C2—C3 | 115.91 (19) | C10'—C5'—C6' | 118.1 (2) |
C4—C3—C2 | 177.6 (2) | C10'—C5'—C1 | 119.7 (2) |
C3—C4—Si1 | 174.7 (2) | C6'—C5'—C1 | 122.2 (2) |
C10—C5—C6 | 118.9 (2) | C7'—C6'—C5' | 120.5 (2) |
C10—C5—C1 | 120.2 (2) | C7'—C6'—H6' | 119.8 |
C6—C5—C1 | 120.8 (2) | C5'—C6'—H6' | 119.8 |
C7—C6—C5 | 120.2 (2) | C8'—C7'—C6' | 120.4 (2) |
C7—C6—H6 | 119.9 | C8'—C7'—H7' | 119.8 |
C5—C6—H6 | 119.9 | C6'—C7'—H7' | 119.8 |
C8—C7—C6 | 120.4 (2) | C9'—C8'—C7' | 119.8 (2) |
C8—C7—H7 | 119.8 | C9'—C8'—H8' | 120.1 |
C6—C7—H7 | 119.8 | C7'—C8'—H8' | 120.1 |
C7—C8—C9 | 120.0 (2) | C8'—C9'—C10' | 120.0 (2) |
C7—C8—H8 | 120.0 | C8'—C9'—H9' | 120.0 |
C9—C8—H8 | 120.0 | C10'—C9'—H9' | 120.0 |
C8—C9—C10 | 120.1 (2) | C9'—C10'—C5' | 121.3 (2) |
C8—C9—H9 | 120.0 | C9'—C10'—H10' | 119.4 |
C10—C9—H9 | 120.0 | C5'—C10'—H10' | 119.4 |
C5—C10—C9 | 120.4 (2) | Si1'—C11'—H11D | 109.5 |
C5—C10—H10 | 119.8 | Si1'—C11'—H11E | 109.5 |
C9—C10—H10 | 119.8 | H11D—C11'—H11E | 109.5 |
Si1—C11—H11A | 109.5 | Si1'—C11'—H11F | 109.5 |
Si1—C11—H11B | 109.5 | H11D—C11'—H11F | 109.5 |
H11A—C11—H11B | 109.5 | H11E—C11'—H11F | 109.5 |
Si1—C11—H11C | 109.5 | Si1'—C12'—H12D | 109.5 |
H11A—C11—H11C | 109.5 | Si1'—C12'—H12E | 109.5 |
H11B—C11—H11C | 109.5 | H12D—C12'—H12E | 109.5 |
Si1—C12—H12A | 109.5 | Si1'—C12'—H12F | 109.5 |
Si1—C12—H12B | 109.5 | H12D—C12'—H12F | 109.5 |
H12A—C12—H12B | 109.5 | H12E—C12'—H12F | 109.5 |
Si1—C12—H12C | 109.5 | Si1'—C13'—H13D | 109.5 |
H12A—C12—H12C | 109.5 | Si1'—C13'—H13E | 109.5 |
H12B—C12—H12C | 109.5 | H13D—C13'—H13E | 109.5 |
Si1—C13—H13A | 109.5 | Si1'—C13'—H13F | 109.5 |
Si1—C13—H13B | 109.5 | H13D—C13'—H13F | 109.5 |
H13A—C13—H13B | 109.5 | H13E—C13'—H13F | 109.5 |
C5'—C1—C2—C3' | −5.9 (3) | C1—C5—C10—C9 | 178.3 (2) |
C5—C1—C2—C3' | 172.1 (2) | C8—C9—C10—C5 | −1.4 (3) |
C5'—C1—C2—C3 | 173.49 (19) | C2—C1—C5'—C10' | 136.7 (2) |
C5—C1—C2—C3 | −8.5 (3) | C5—C1—C5'—C10' | −41.3 (3) |
C2—C1—C5—C10 | 128.7 (2) | C2—C1—C5'—C6' | −43.6 (3) |
C5'—C1—C5—C10 | −53.2 (3) | C5—C1—C5'—C6' | 138.3 (2) |
C2—C1—C5—C6 | −54.1 (3) | C10'—C5'—C6'—C7' | −2.1 (3) |
C5'—C1—C5—C6 | 124.0 (2) | C1—C5'—C6'—C7' | 178.2 (2) |
C10—C5—C6—C7 | −0.2 (4) | C5'—C6'—C7'—C8' | 0.6 (4) |
C1—C5—C6—C7 | −177.4 (2) | C6'—C7'—C8'—C9' | 0.9 (4) |
C5—C6—C7—C8 | −0.3 (4) | C7'—C8'—C9'—C10' | −0.7 (4) |
C6—C7—C8—C9 | 0.1 (4) | C8'—C9'—C10'—C5' | −0.9 (4) |
C7—C8—C9—C10 | 0.8 (4) | C6'—C5'—C10'—C9' | 2.3 (3) |
C6—C5—C10—C9 | 1.1 (3) | C1—C5'—C10'—C9' | −178.1 (2) |
Subscribe to Acta Crystallographica Section E: Crystallographic Communications
The full text of this article is available to subscribers to the journal.
- Information on subscribing
- Sample issue
- If you have already subscribed, you may need to register