Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804010621/ac6084sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804010621/ac6084Isup2.hkl |
CCDC reference: 242308
Key indicators
- Single-crystal X-ray study
- T = 150 K
- Mean (C-C) = 0.002 Å
- R factor = 0.049
- wR factor = 0.128
- Data-to-parameter ratio = 19.4
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical . ? PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ?
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 2 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 0 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: COLLECT (Nonius BV, 1999); cell refinement: HKL SCALEPACK (Otwinowski & Minor, 1997); data reduction: HKL SCALEPACK and DENZO (Otwinowski & Minor, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 1999); software used to prepare material for publication: SHELXL97.
C15H16O | Dx = 1.174 Mg m−3 |
Mr = 212.28 | Mo Kα radiation, λ = 0.71069 Å |
Hexagonal, R3 | Cell parameters from 8097 reflections |
a = 30.989 (4) Å | θ = 1.0–27.9° |
c = 6.500 (1) Å | µ = 0.07 mm−1 |
V = 5405.5 (13) Å3 | T = 150 K |
Z = 18 | Prism, colorless |
F(000) = 2052 | 0.40 × 0.15 × 0.15 mm |
KappaCCD diffractometer | 1948 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.000 |
Horizonally mounted graphite crystal monochromator | θmax = 27.9°, θmin = 3.5° |
Detector resolution: 9 pixels mm-1 | h = −40→19 |
CCD scans | k = 0→40 |
2855 measured reflections | l = 0→8 |
2855 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)] = 0.049 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.129 | H-atom parameters constrained |
S = 0.94 | w = 1/[σ2(Fo2) + (0.0636P)2 + 5.893P] where P = (Fo2 + 2Fc2)/3 |
2855 reflections | (Δ/σ)max = 0.004 |
147 parameters | Δρmax = 0.17 e Å−3 |
0 restraints | Δρmin = −0.22 e Å−3 |
Experimental. Diffractometer equiped with an area detector. phi scans and omega scans during 20 s with 2 ° steps Crystal to detector distance: 30 mm |
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 | ||
O1 | 0.34804 (4) | 0.03489 (4) | 0.01722 (16) | 0.0336 (3) | |
H1 | 0.3351 | 0.0193 | −0.0902 | 0.050* | |
C1 | 0.36952 (5) | 0.08549 (6) | −0.0195 (2) | 0.0268 (3) | |
C2 | 0.39345 (6) | 0.11810 (6) | 0.1415 (2) | 0.0287 (4) | |
H2 | 0.3958 | 0.1059 | 0.2708 | 0.034* | |
C3 | 0.41382 (6) | 0.16878 (6) | 0.1110 (2) | 0.0283 (4) | |
H3 | 0.4296 | 0.1906 | 0.2218 | 0.034* | |
C4 | 0.41168 (5) | 0.18850 (6) | −0.0795 (2) | 0.0268 (3) | |
C5 | 0.38846 (6) | 0.15488 (6) | −0.2388 (2) | 0.0311 (4) | |
H5 | 0.3868 | 0.1670 | −0.3696 | 0.037* | |
C6 | 0.36758 (6) | 0.10389 (6) | −0.2103 (2) | 0.0316 (4) | |
H6 | 0.3521 | 0.0819 | −0.3210 | 0.038* | |
C7 | 0.43124 (6) | 0.24464 (6) | −0.1009 (2) | 0.0290 (4) | |
C8 | 0.48275 (6) | 0.27424 (6) | −0.0007 (2) | 0.0261 (3) | |
C9 | 0.52031 (6) | 0.26461 (6) | −0.0604 (2) | 0.0281 (3) | |
H9 | 0.5130 | 0.2388 | −0.1547 | 0.034* | |
C10 | 0.56813 (6) | 0.29222 (6) | 0.0165 (2) | 0.0312 (4) | |
H10 | 0.5930 | 0.2852 | −0.0262 | 0.037* | |
C11 | 0.57953 (6) | 0.33019 (6) | 0.1564 (2) | 0.0338 (4) | |
H11 | 0.6122 | 0.3494 | 0.2067 | 0.041* | |
C12 | 0.54276 (7) | 0.33956 (6) | 0.2211 (2) | 0.0363 (4) | |
H12 | 0.5501 | 0.3647 | 0.3185 | 0.044* | |
C13 | 0.49467 (7) | 0.31187 (6) | 0.1426 (2) | 0.0338 (4) | |
H13 | 0.4699 | 0.3187 | 0.1873 | 0.041* | |
C14 | 0.43700 (7) | 0.26118 (6) | −0.3281 (2) | 0.0365 (4) | |
H14A | 0.4046 | 0.2446 | −0.3946 | 0.055* | |
H14B | 0.4592 | 0.2523 | −0.3978 | 0.055* | |
H14C | 0.4508 | 0.2970 | −0.3347 | 0.055* | |
C15 | 0.39263 (7) | 0.25528 (7) | 0.0002 (3) | 0.0393 (4) | |
H15A | 0.3910 | 0.2485 | 0.1465 | 0.059* | |
H15B | 0.3602 | 0.2341 | −0.0612 | 0.059* | |
H15C | 0.4023 | 0.2900 | −0.0210 | 0.059* |
U11 | U22 | U33 | U12 | U13 | U23 | |
O1 | 0.0369 (7) | 0.0304 (6) | 0.0304 (6) | 0.0145 (5) | −0.0064 (5) | 0.0001 (5) |
C1 | 0.0223 (8) | 0.0298 (8) | 0.0289 (7) | 0.0136 (7) | −0.0001 (6) | 0.0020 (6) |
C2 | 0.0265 (8) | 0.0365 (9) | 0.0222 (7) | 0.0150 (7) | −0.0014 (6) | 0.0046 (6) |
C3 | 0.0253 (8) | 0.0332 (9) | 0.0229 (7) | 0.0121 (7) | −0.0019 (6) | −0.0011 (6) |
C4 | 0.0226 (8) | 0.0327 (9) | 0.0260 (7) | 0.0144 (7) | 0.0013 (6) | 0.0019 (6) |
C5 | 0.0357 (9) | 0.0363 (9) | 0.0226 (7) | 0.0189 (8) | −0.0029 (6) | 0.0027 (6) |
C6 | 0.0340 (9) | 0.0358 (9) | 0.0247 (8) | 0.0172 (8) | −0.0080 (6) | −0.0041 (6) |
C7 | 0.0315 (9) | 0.0320 (9) | 0.0264 (8) | 0.0181 (7) | −0.0003 (6) | 0.0016 (6) |
C8 | 0.0308 (8) | 0.0254 (8) | 0.0228 (7) | 0.0146 (7) | 0.0023 (6) | 0.0034 (6) |
C9 | 0.0319 (8) | 0.0262 (8) | 0.0242 (7) | 0.0131 (7) | 0.0009 (6) | −0.0012 (6) |
C10 | 0.0299 (9) | 0.0329 (9) | 0.0292 (8) | 0.0146 (7) | 0.0032 (6) | 0.0036 (6) |
C11 | 0.0350 (9) | 0.0278 (9) | 0.0305 (8) | 0.0096 (7) | −0.0051 (7) | 0.0022 (7) |
C12 | 0.0498 (11) | 0.0274 (9) | 0.0297 (8) | 0.0178 (8) | −0.0053 (7) | −0.0048 (7) |
C13 | 0.0435 (10) | 0.0348 (9) | 0.0293 (8) | 0.0242 (8) | 0.0017 (7) | −0.0015 (7) |
C14 | 0.0414 (10) | 0.0368 (10) | 0.0313 (9) | 0.0196 (8) | −0.0032 (7) | 0.0055 (7) |
C15 | 0.0364 (10) | 0.0468 (11) | 0.0431 (10) | 0.0271 (9) | 0.0009 (7) | 0.0010 (8) |
O1—C1 | 1.3838 (18) | C8—C9 | 1.394 (2) |
O1—H1 | 0.8300 | C9—C10 | 1.382 (2) |
C1—C6 | 1.379 (2) | C9—H9 | 0.9400 |
C1—C2 | 1.385 (2) | C10—C11 | 1.386 (2) |
C2—C3 | 1.383 (2) | C10—H10 | 0.9400 |
C2—H2 | 0.9400 | C11—C12 | 1.375 (2) |
C3—C4 | 1.397 (2) | C11—H11 | 0.9400 |
C3—H3 | 0.9400 | C12—C13 | 1.392 (2) |
C4—C5 | 1.388 (2) | C12—H12 | 0.9400 |
C4—C7 | 1.536 (2) | C13—H13 | 0.9400 |
C5—C6 | 1.388 (2) | C14—H14A | 0.9700 |
C5—H5 | 0.9400 | C14—H14B | 0.9700 |
C6—H6 | 0.9400 | C14—H14C | 0.9700 |
C7—C8 | 1.533 (2) | C15—H15A | 0.9700 |
C7—C15 | 1.538 (2) | C15—H15B | 0.9700 |
C7—C14 | 1.544 (2) | C15—H15C | 0.9700 |
C8—C13 | 1.390 (2) | ||
C1—O1—H1 | 109.5 | C10—C9—C8 | 121.25 (14) |
C6—C1—O1 | 121.89 (14) | C10—C9—H9 | 119.4 |
C6—C1—C2 | 119.75 (15) | C8—C9—H9 | 119.4 |
O1—C1—C2 | 118.36 (13) | C9—C10—C11 | 120.13 (15) |
C3—C2—C1 | 119.62 (13) | C9—C10—H10 | 119.9 |
C3—C2—H2 | 120.2 | C11—C10—H10 | 119.9 |
C1—C2—H2 | 120.2 | C12—C11—C10 | 119.59 (15) |
C2—C3—C4 | 121.95 (14) | C12—C11—H11 | 120.2 |
C2—C3—H3 | 119.0 | C10—C11—H11 | 120.2 |
C4—C3—H3 | 119.0 | C11—C12—C13 | 120.16 (15) |
C5—C4—C3 | 116.94 (14) | C11—C12—H12 | 119.9 |
C5—C4—C7 | 123.08 (13) | C13—C12—H12 | 119.9 |
C3—C4—C7 | 119.83 (13) | C8—C13—C12 | 121.06 (15) |
C4—C5—C6 | 121.78 (13) | C8—C13—H13 | 119.5 |
C4—C5—H5 | 119.1 | C12—C13—H13 | 119.5 |
C6—C5—H5 | 119.1 | C7—C14—H14A | 109.5 |
C1—C6—C5 | 119.92 (14) | C7—C14—H14B | 109.5 |
C1—C6—H6 | 120.0 | H14A—C14—H14B | 109.5 |
C5—C6—H6 | 120.0 | C7—C14—H14C | 109.5 |
C8—C7—C4 | 110.03 (12) | H14A—C14—H14C | 109.5 |
C8—C7—C15 | 112.26 (13) | H14B—C14—H14C | 109.5 |
C4—C7—C15 | 107.18 (13) | C7—C15—H15A | 109.5 |
C8—C7—C14 | 107.16 (13) | C7—C15—H15B | 109.5 |
C4—C7—C14 | 112.16 (13) | H15A—C15—H15B | 109.5 |
C15—C7—C14 | 108.10 (13) | C7—C15—H15C | 109.5 |
C13—C8—C9 | 117.78 (15) | H15A—C15—H15C | 109.5 |
C13—C8—C7 | 123.17 (14) | H15B—C15—H15C | 109.5 |
C9—C8—C7 | 119.00 (13) | ||
C6—C1—C2—C3 | 2.0 (2) | C3—C4—C7—C14 | 166.89 (14) |
O1—C1—C2—C3 | −177.87 (13) | C4—C7—C8—C13 | −128.63 (15) |
C1—C2—C3—C4 | −0.9 (2) | C15—C7—C8—C13 | −9.4 (2) |
C2—C3—C4—C5 | −0.6 (2) | C14—C7—C8—C13 | 109.18 (16) |
C2—C3—C4—C7 | 175.24 (14) | C4—C7—C8—C9 | 53.86 (17) |
C3—C4—C5—C6 | 1.0 (2) | C15—C7—C8—C9 | 173.13 (14) |
C7—C4—C5—C6 | −174.70 (15) | C14—C7—C8—C9 | −68.33 (17) |
O1—C1—C6—C5 | 178.25 (14) | C13—C8—C9—C10 | −1.4 (2) |
C2—C1—C6—C5 | −1.7 (2) | C7—C8—C9—C10 | 176.21 (14) |
C4—C5—C6—C1 | 0.1 (2) | C8—C9—C10—C11 | 0.3 (2) |
C5—C4—C7—C8 | −136.75 (15) | C9—C10—C11—C12 | 1.2 (2) |
C3—C4—C7—C8 | 47.71 (18) | C10—C11—C12—C13 | −1.6 (2) |
C5—C4—C7—C15 | 100.92 (17) | C9—C8—C13—C12 | 1.1 (2) |
C3—C4—C7—C15 | −74.61 (17) | C7—C8—C13—C12 | −176.45 (14) |
C5—C4—C7—C14 | −17.6 (2) | C11—C12—C13—C8 | 0.4 (2) |
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1···O1i | 0.83 | 1.88 | 2.710 (1) | 173 |
Symmetry code: (i) −y+1/3, x−y−1/3, z−1/3. |
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