Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270100008477/fr1276sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270100008477/fr1276Isup2.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270100008477/fr1276IIsup3.hkl |
CCDC references: 150858; 150859
For both compounds, data collection: XSCANS (Siemens, 1996); cell refinement: XSCANS; data reduction: XSCANS; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97; molecular graphics: SHELXL97; software used to prepare material for publication: SHELXL97.
C15H20O4 | F(000) = 284 |
Mr = 264.32 | Dx = 1.235 Mg m−3 |
Triclinic, P1 | Melting point = 444–446 K |
a = 6.652 (2) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 10.616 (4) Å | Cell parameters from 33 reflections |
c = 11.038 (4) Å | θ = 3.8–13.3° |
α = 66.18 (1)° | µ = 0.09 mm−1 |
β = 88.20 (1)° | T = 293 K |
γ = 85.61 (2)° | Rectangular prism, colorless |
V = 711.0 (4) Å3 | 0.60 × 0.18 × 0.16 mm |
Z = 2 |
Siemens P4 diffractometer | 1790 reflections with I > 2σ(I) |
Radiation source: normal-focus sealed tube | Rint = 0.034 |
Graphite monochromator | θmax = 25.0°, θmin = 2.0° |
2θ/θ scans | h = −7→7 |
Absorption correction: numerical XPREP (Sheldrick, 1997) | k = −11→11 |
Tmin = 0.98, Tmax = 0.99 | l = 0→13 |
4844 measured reflections | 3 standard reflections every 97 reflections |
2422 independent reflections | intensity decay: variation < 1% |
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)] = 0.038 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.088 | H-atom parameters constrained |
S = 1.01 | w = 1/[σ2(Fo2) + (0.0272P)2 + 0.1159P] where P = (Fo2 + 2Fc2)/3 |
2422 reflections | (Δ/σ)max = 0.01 |
192 parameters | Δρmax = 0.14 e Å−3 |
0 restraints | Δρmin = −0.12 e Å−3 |
Experimental. Crystal mounted on glass fiber using epoxy resin |
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 | Occ. (<1) | |
O1 | 0.80540 (18) | 0.56041 (14) | 0.60286 (13) | 0.0579 (4) | |
O2 | 0.48334 (16) | 0.64264 (11) | 0.60146 (11) | 0.0407 (3) | |
O3 | 0.4272 (2) | 0.91003 (14) | 0.65943 (12) | 0.0586 (4) | |
O4 | 0.2717 (2) | 0.93710 (13) | 0.47315 (12) | 0.0570 (4) | |
C1 | 0.2882 (2) | 0.58538 (16) | 0.64482 (15) | 0.0359 (4) | |
C3 | 0.6301 (3) | 0.53716 (18) | 0.62922 (16) | 0.0395 (4) | |
C3A | 0.5355 (2) | 0.40492 (17) | 0.69056 (15) | 0.0362 (4) | |
C4 | 0.6387 (3) | 0.26234 (17) | 0.73623 (17) | 0.0463 (4) | |
C5 | 0.489 (3) | 0.1550 (14) | 0.7665 (14) | 0.061 (3) | 0.351 (11) |
C6 | 0.3114 (15) | 0.1823 (7) | 0.8462 (14) | 0.067 (3) | 0.351 (11) |
C5' | 0.4905 (13) | 0.1563 (8) | 0.8223 (7) | 0.0594 (15) | 0.649 (11) |
C6' | 0.2806 (6) | 0.1866 (4) | 0.7606 (8) | 0.0654 (15) | 0.649 (11) |
C7 | 0.1887 (3) | 0.32496 (18) | 0.7541 (2) | 0.0552 (5) | |
C7A | 0.3382 (2) | 0.43209 (16) | 0.69956 (15) | 0.0367 (4) | |
C8 | 0.1894 (2) | 0.64056 (16) | 0.74287 (15) | 0.0355 (4) | |
C9 | 0.1195 (2) | 0.79612 (16) | 0.67575 (16) | 0.0390 (4) | |
C10 | 0.0184 (3) | 0.84559 (19) | 0.77873 (18) | 0.0512 (5) | |
C11 | 0.1440 (3) | 0.80718 (18) | 0.90404 (17) | 0.0512 (5) | |
C12 | 0.2033 (3) | 0.65251 (18) | 0.96661 (17) | 0.0504 (5) | |
C13 | 0.3154 (3) | 0.60468 (17) | 0.86779 (16) | 0.0430 (4) | |
C14 | 0.2863 (3) | 0.88605 (16) | 0.60161 (16) | 0.0410 (4) | |
H1 | 0.2002 | 0.6121 | 0.5676 | 0.043* | |
H3 | 0.5059 | 0.9579 | 0.6045 | 0.088* | 0.31 (3) |
H4 | 0.3690 | 0.9821 | 0.4401 | 0.086* | 0.69 (3) |
H4A | 0.7303 | 0.2578 | 0.6678 | 0.056* | 0.351 (11) |
H4B | 0.7174 | 0.2436 | 0.8149 | 0.056* | 0.351 (11) |
H4A' | 0.7579 | 0.2565 | 0.7864 | 0.056* | 0.649 (11) |
H4B' | 0.6798 | 0.2431 | 0.6609 | 0.056* | 0.649 (11) |
H5A | 0.5550 | 0.0646 | 0.8167 | 0.073* | 0.351 (11) |
H5B | 0.4404 | 0.1556 | 0.6845 | 0.073* | 0.351 (11) |
H6A | 0.3601 | 0.1893 | 0.9251 | 0.080* | 0.351 (11) |
H6B | 0.2235 | 0.1068 | 0.8735 | 0.080* | 0.351 (11) |
H5'A | 0.5421 | 0.0645 | 0.8330 | 0.071* | 0.649 (11) |
H5'B | 0.4813 | 0.1582 | 0.9094 | 0.071* | 0.649 (11) |
H6'A | 0.2897 | 0.1883 | 0.6720 | 0.078* | 0.649 (11) |
H6'B | 0.1948 | 0.1140 | 0.8131 | 0.078* | 0.649 (11) |
H7A | 0.1217 | 0.3138 | 0.6826 | 0.066* | 0.351 (11) |
H7B | 0.0875 | 0.3519 | 0.8059 | 0.066* | 0.351 (11) |
H7A' | 0.0696 | 0.3526 | 0.7001 | 0.066* | 0.649 (11) |
H7B' | 0.1503 | 0.3157 | 0.8419 | 0.066* | 0.649 (11) |
H8 | 0.0659 | 0.5920 | 0.7731 | 0.043* | |
H9 | 0.0161 | 0.8058 | 0.6107 | 0.047* | |
H10A | −0.0067 | 0.9451 | 0.7377 | 0.061* | |
H10B | −0.1109 | 0.8059 | 0.8036 | 0.061* | |
H11A | 0.2647 | 0.8578 | 0.8820 | 0.061* | |
H11B | 0.0667 | 0.8334 | 0.9673 | 0.061* | |
H12A | 0.0831 | 0.6023 | 0.9972 | 0.061* | |
H12B | 0.2889 | 0.6319 | 1.0428 | 0.061* | |
H13A | 0.3460 | 0.5056 | 0.9092 | 0.052* | |
H13B | 0.4418 | 0.6485 | 0.8435 | 0.052* |
U11 | U22 | U33 | U12 | U13 | U23 | |
O1 | 0.0404 (8) | 0.0617 (9) | 0.0710 (9) | −0.0131 (6) | 0.0074 (6) | −0.0250 (7) |
O2 | 0.0421 (6) | 0.0362 (6) | 0.0420 (6) | −0.0092 (5) | 0.0084 (5) | −0.0133 (5) |
O3 | 0.0761 (9) | 0.0606 (9) | 0.0415 (7) | −0.0308 (7) | 0.0040 (7) | −0.0188 (6) |
O4 | 0.0671 (9) | 0.0560 (8) | 0.0349 (7) | −0.0091 (7) | −0.0014 (6) | −0.0038 (6) |
C1 | 0.0362 (9) | 0.0386 (9) | 0.0336 (8) | −0.0070 (7) | 0.0013 (7) | −0.0148 (7) |
C3 | 0.0400 (10) | 0.0465 (10) | 0.0358 (9) | −0.0072 (8) | 0.0022 (7) | −0.0201 (8) |
C3A | 0.0412 (10) | 0.0385 (9) | 0.0330 (8) | −0.0056 (7) | 0.0018 (7) | −0.0183 (7) |
C4 | 0.0509 (11) | 0.0455 (11) | 0.0441 (10) | 0.0008 (9) | 0.0005 (8) | −0.0203 (9) |
C5 | 0.080 (6) | 0.037 (4) | 0.069 (8) | −0.005 (3) | 0.014 (7) | −0.027 (6) |
C6 | 0.076 (6) | 0.040 (4) | 0.086 (7) | −0.022 (3) | 0.033 (5) | −0.025 (4) |
C5' | 0.072 (3) | 0.036 (2) | 0.065 (4) | −0.0037 (18) | 0.000 (4) | −0.015 (3) |
C6' | 0.067 (3) | 0.0391 (19) | 0.093 (4) | −0.0160 (16) | 0.004 (2) | −0.027 (2) |
C7 | 0.0501 (11) | 0.0438 (11) | 0.0762 (14) | −0.0140 (9) | 0.0143 (10) | −0.0281 (10) |
C7A | 0.0423 (10) | 0.0372 (9) | 0.0361 (9) | −0.0091 (7) | 0.0037 (7) | −0.0194 (7) |
C8 | 0.0384 (9) | 0.0326 (9) | 0.0348 (9) | −0.0079 (7) | 0.0038 (7) | −0.0122 (7) |
C9 | 0.0413 (9) | 0.0373 (9) | 0.0364 (9) | −0.0009 (7) | −0.0039 (7) | −0.0128 (7) |
C10 | 0.0579 (12) | 0.0431 (10) | 0.0506 (11) | 0.0040 (9) | 0.0055 (9) | −0.0185 (9) |
C11 | 0.0699 (13) | 0.0437 (11) | 0.0428 (10) | −0.0041 (9) | 0.0098 (9) | −0.0209 (9) |
C12 | 0.0709 (13) | 0.0450 (11) | 0.0347 (9) | −0.0040 (9) | 0.0028 (9) | −0.0154 (8) |
C13 | 0.0549 (11) | 0.0362 (9) | 0.0361 (9) | 0.0010 (8) | −0.0024 (8) | −0.0132 (7) |
C14 | 0.0569 (11) | 0.0282 (9) | 0.0351 (9) | −0.0008 (8) | −0.0020 (8) | −0.0100 (7) |
O1—C3 | 1.212 (2) | C4—H4A | 0.9700 |
O2—C3 | 1.369 (2) | C4—H4B | 0.9700 |
O2—C1 | 1.4596 (19) | C4—H4A' | 0.9650 |
O3—C14 | 1.248 (2) | C4—H4B' | 0.9605 |
O4—C14 | 1.301 (2) | C5—H5A | 0.9700 |
C1—C7A | 1.503 (2) | C5—H5B | 0.9700 |
C1—C8 | 1.535 (2) | C6—H6A | 0.9700 |
C3—C3A | 1.472 (2) | C6—H6B | 0.9700 |
C3A—C7A | 1.331 (2) | C5'—H5'A | 0.9700 |
C3A—C4 | 1.504 (2) | C5'—H5'B | 0.9700 |
C4—C5 | 1.497 (15) | C6'—H6'A | 0.9700 |
C4—C5' | 1.545 (8) | C6'—H6'B | 0.9700 |
C5—C6 | 1.533 (19) | C7—H7A | 0.9700 |
C6—C7 | 1.617 (10) | C7—H7B | 0.9700 |
C5'—C6' | 1.527 (11) | C7—H7A' | 0.9601 |
C6'—C7 | 1.523 (5) | C7—H7B' | 0.9626 |
C7—C7A | 1.492 (2) | C8—H8 | 0.9800 |
C8—C13 | 1.532 (2) | C9—H9 | 0.9800 |
C8—C9 | 1.552 (2) | C10—H10A | 0.9700 |
C9—C14 | 1.512 (2) | C10—H10B | 0.9700 |
C9—C10 | 1.549 (2) | C11—H11A | 0.9700 |
C10—C11 | 1.530 (3) | C11—H11B | 0.9700 |
C11—C12 | 1.527 (3) | C12—H12A | 0.9700 |
C12—C13 | 1.530 (2) | C12—H12B | 0.9700 |
O3—H3 | 0.8200 | C13—H13A | 0.9700 |
O4—H4 | 0.8200 | C13—H13B | 0.9700 |
C1—H1 | 0.9800 | ||
C3—O2—C1 | 109.39 (12) | C6—C5—H5B | 109.5 |
O2—C1—C7A | 103.45 (12) | H5A—C5—H5B | 108.1 |
O2—C1—C8 | 110.41 (12) | C5—C6—H6A | 110.0 |
C7A—C1—C8 | 115.43 (13) | C7—C6—H6A | 110.0 |
O1—C3—O2 | 121.03 (16) | C5—C6—H6B | 110.0 |
O1—C3—C3A | 130.20 (17) | C7—C6—H6B | 110.0 |
O2—C3—C3A | 108.77 (14) | H6A—C6—H6B | 108.4 |
C7A—C3A—C3 | 108.09 (15) | C6'—C5'—H5'A | 109.3 |
C7A—C3A—C4 | 124.73 (15) | C4—C5'—H5'A | 109.3 |
C3—C3A—C4 | 127.18 (15) | C6'—C5'—H5'B | 109.3 |
C5—C4—C3A | 111.4 (6) | C4—C5'—H5'B | 109.3 |
C5—C4—C5' | 23.5 (4) | H5'A—C5'—H5'B | 107.9 |
C3A—C4—C5' | 109.0 (3) | C7—C6'—H6'A | 109.6 |
C4—C5—C6 | 110.8 (10) | C5'—C6'—H6'A | 109.6 |
C5—C6—C7 | 108.6 (10) | C7—C6'—H6'B | 109.6 |
C6'—C5'—C4 | 111.8 (5) | C5'—C6'—H6'B | 109.6 |
C7—C6'—C5' | 110.3 (5) | H6'A—C6'—H6'B | 108.1 |
C7A—C7—C6' | 110.2 (2) | C7A—C7—H7A | 110.3 |
C7A—C7—C6 | 107.2 (3) | C6'—C7—H7A | 76.8 |
C6'—C7—C6 | 35.3 (3) | C6—C7—H7A | 110.3 |
C3A—C7A—C7 | 124.51 (16) | C7A—C7—H7B | 110.3 |
C3A—C7A—C1 | 110.29 (14) | C6'—C7—H7B | 133.9 |
C7—C7A—C1 | 125.19 (15) | C6—C7—H7B | 110.3 |
C13—C8—C1 | 113.43 (13) | H7A—C7—H7B | 108.5 |
C13—C8—C9 | 112.93 (13) | C7A—C7—H7A' | 110.1 |
C1—C8—C9 | 112.55 (13) | C6'—C7—H7A' | 110.3 |
C14—C9—C10 | 111.48 (14) | C6—C7—H7A' | 137.4 |
C14—C9—C8 | 113.31 (14) | H7A—C7—H7A' | 36.5 |
C10—C9—C8 | 110.30 (14) | H7B—C7—H7A' | 75.0 |
C11—C10—C9 | 113.83 (15) | C7A—C7—H7B' | 109.3 |
C12—C11—C10 | 111.12 (15) | C6'—C7—H7B' | 109.1 |
C11—C12—C13 | 111.34 (15) | C6—C7—H7B' | 77.6 |
C12—C13—C8 | 111.30 (14) | H7A—C7—H7B' | 134.7 |
O3—C14—O4 | 122.43 (16) | H7B—C7—H7B' | 35.2 |
O3—C14—C9 | 122.41 (15) | H7A'—C7—H7B' | 108.0 |
O4—C14—C9 | 115.16 (15) | C13—C8—H8 | 105.7 |
C14—O3—H3 | 109.5 | C1—C8—H8 | 105.7 |
C14—O4—H4 | 109.5 | C9—C8—H8 | 105.7 |
O2—C1—H1 | 109.1 | C14—C9—H9 | 107.1 |
C7A—C1—H1 | 109.1 | C10—C9—H9 | 107.1 |
C8—C1—H1 | 109.1 | C8—C9—H9 | 107.1 |
C5—C4—H4A | 109.3 | C11—C10—H10A | 108.8 |
C3A—C4—H4A | 109.3 | C9—C10—H10A | 108.8 |
C5'—C4—H4A | 129.1 | C11—C10—H10B | 108.8 |
C5—C4—H4B | 109.3 | C9—C10—H10B | 108.8 |
C3A—C4—H4B | 109.3 | H10A—C10—H10B | 107.7 |
C5'—C4—H4B | 89.2 | C12—C11—H11A | 109.4 |
H4A—C4—H4B | 108.0 | C10—C11—H11A | 109.4 |
C5—C4—H4A' | 126.9 | C12—C11—H11B | 109.4 |
C3A—C4—H4A' | 110.0 | C10—C11—H11B | 109.4 |
C5'—C4—H4A' | 110.3 | H11A—C11—H11B | 108.0 |
H4A—C4—H4A' | 86.2 | C11—C12—H12A | 109.4 |
H4B—C4—H4A' | 23.5 | C13—C12—H12A | 109.4 |
C5—C4—H4B' | 87.7 | C11—C12—H12B | 109.4 |
C3A—C4—H4B' | 109.8 | C13—C12—H12B | 109.4 |
C5'—C4—H4B' | 109.9 | H12A—C12—H12B | 108.0 |
H4A—C4—H4B' | 24.1 | C12—C13—H13A | 109.4 |
H4B—C4—H4B' | 127.1 | C8—C13—H13A | 109.4 |
H4A'—C4—H4B' | 107.9 | C12—C13—H13B | 109.4 |
C4—C5—H5A | 109.5 | C8—C13—H13B | 109.4 |
C6—C5—H5A | 109.5 | H13A—C13—H13B | 108.0 |
C4—C5—H5B | 109.5 | ||
C3—O2—C1—C7A | −1.03 (15) | C6—C7—C7A—C3A | 21.1 (6) |
C3—O2—C1—C8 | 123.03 (14) | C6'—C7—C7A—C1 | 162.7 (4) |
C1—O2—C3—O1 | −179.32 (15) | C6—C7—C7A—C1 | −160.1 (5) |
C1—O2—C3—C3A | 0.96 (16) | O2—C1—C7A—C3A | 0.74 (17) |
O1—C3—C3A—C7A | 179.84 (17) | C8—C1—C7A—C3A | −119.97 (15) |
O2—C3—C3A—C7A | −0.48 (18) | O2—C1—C7A—C7 | −178.19 (15) |
O1—C3—C3A—C4 | −0.2 (3) | C8—C1—C7A—C7 | 61.1 (2) |
O2—C3—C3A—C4 | 179.52 (15) | O2—C1—C8—C13 | −59.94 (17) |
C7A—C3A—C4—C5 | 12.1 (6) | C7A—C1—C8—C13 | 56.91 (18) |
C3—C3A—C4—C5 | −167.9 (6) | O2—C1—C8—C9 | 69.83 (17) |
C7A—C3A—C4—C5' | −12.8 (4) | C7A—C1—C8—C9 | −173.32 (13) |
C3—C3A—C4—C5' | 167.2 (3) | C13—C8—C9—C14 | 74.98 (18) |
C3A—C4—C5—C6 | −44.4 (14) | C1—C8—C9—C14 | −55.04 (18) |
C5'—C4—C5—C6 | 44.1 (17) | C13—C8—C9—C10 | −50.79 (19) |
C4—C5—C6—C7 | 65.8 (15) | C1—C8—C9—C10 | 179.19 (14) |
C5—C4—C5'—C6' | −56 (2) | C14—C9—C10—C11 | −76.23 (19) |
C3A—C4—C5'—C6' | 44.4 (7) | C8—C9—C10—C11 | 50.6 (2) |
C4—C5'—C6'—C7 | −64.0 (9) | C9—C10—C11—C12 | −53.7 (2) |
C5'—C6'—C7—C7A | 47.0 (7) | C10—C11—C12—C13 | 55.9 (2) |
C5'—C6'—C7—C6 | −44.6 (6) | C11—C12—C13—C8 | −56.7 (2) |
C5—C6—C7—C7A | −51.4 (12) | C1—C8—C13—C12 | −175.74 (13) |
C5—C6—C7—C6' | 49.3 (9) | C9—C8—C13—C12 | 54.69 (19) |
C3—C3A—C7A—C7 | 178.75 (16) | C10—C9—C14—O3 | 53.4 (2) |
C4—C3A—C7A—C7 | −1.2 (3) | C8—C9—C14—O3 | −71.7 (2) |
C3—C3A—C7A—C1 | −0.20 (18) | C10—C9—C14—O4 | −126.31 (16) |
C4—C3A—C7A—C1 | 179.80 (15) | C8—C9—C14—O4 | 108.56 (17) |
C6'—C7—C7A—C3A | −16.1 (4) |
C15H20O4 | Dx = 1.240 Mg m−3 |
Mr = 264.32 | Melting point = 472–476 K |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 11.372 (7) Å | Cell parameters from 41 reflections |
b = 10.467 (9) Å | θ = 1.7–16.7° |
c = 11.901 (16) Å | µ = 0.09 mm−1 |
β = 91.11 (7)° | T = 293 K |
V = 1416 (2) Å3 | Rectangular prism, colorless |
Z = 4 | 0.50 × 0.30 × 0.25 mm |
F(000) = 568 |
Siemens P4 diffractometer | Rint = 0.025 |
Radiation source: normal-focus sealed tube | θmax = 25.0°, θmin = 2.6° |
Graphite monochromator | h = −13→13 |
2θ/θ scans | k = 0→12 |
3242 measured reflections | l = 0→14 |
2498 independent reflections | 3 standard reflections every 97 reflections |
1151 reflections with I > 2σ(I) | intensity decay: variation < 3.0% |
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)] = 0.065 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.237 | H-atom parameters constrained |
S = 1.09 | w = 1/[σ2(Fo2) + (0.0941P)2 + 0.6553P] where P = (Fo2 + 2Fc2)/3 |
2498 reflections | (Δ/σ)max < 0.001 |
175 parameters | Δρmax = 0.42 e Å−3 |
0 restraints | Δρmin = −0.32 e Å−3 |
Experimental. Crystal mounted on glass fiber using epoxy resin |
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 | 0.5226 (3) | 0.7519 (4) | 0.5555 (3) | 0.1007 (11) | |
O2 | 0.6491 (2) | 0.6445 (3) | 0.4484 (2) | 0.0717 (8) | |
O3 | 0.8875 (2) | 0.4831 (3) | 0.4112 (3) | 0.0849 (9) | |
O4 | 0.9972 (3) | 0.6557 (3) | 0.4385 (3) | 0.0884 (10) | |
C1 | 0.6439 (3) | 0.5640 (4) | 0.3489 (3) | 0.0614 (10) | |
C3 | 0.5380 (3) | 0.6856 (4) | 0.4745 (3) | 0.0701 (11) | |
C3A | 0.4564 (3) | 0.6343 (4) | 0.3910 (3) | 0.0637 (10) | |
C4 | 0.3269 (3) | 0.6592 (5) | 0.3855 (4) | 0.0858 (13) | |
C5 | 0.2799 (5) | 0.6207 (9) | 0.2736 (6) | 0.151 (3) | |
C6 | 0.3251 (5) | 0.5033 (6) | 0.2291 (6) | 0.129 (2) | |
C7A | 0.5148 (3) | 0.5630 (4) | 0.3177 (3) | 0.0632 (10) | |
C7 | 0.4592 (4) | 0.4927 (4) | 0.2213 (4) | 0.0815 (13) | |
C8 | 0.7280 (3) | 0.6140 (4) | 0.2594 (3) | 0.0640 (10) | |
C9 | 0.8393 (3) | 0.6770 (4) | 0.3083 (3) | 0.0619 (10) | |
C10 | 0.9204 (4) | 0.7220 (4) | 0.2126 (4) | 0.0837 (13) | |
C11 | 0.9509 (4) | 0.6126 (5) | 0.1344 (4) | 0.1010 (16) | |
C12 | 0.8406 (5) | 0.5556 (6) | 0.0836 (4) | 0.1101 (18) | |
C13 | 0.7563 (4) | 0.5088 (4) | 0.1740 (3) | 0.0832 (13) | |
C14 | 0.9083 (3) | 0.5958 (4) | 0.3896 (3) | 0.0645 (10) | |
H1 | 0.6678 | 0.4772 | 0.3701 | 0.074* | |
H4 | 1.044 (3) | 0.593 (4) | 0.498 (3) | 0.080* | |
H4A | 0.2881 | 0.6109 | 0.4437 | 0.103* | |
H4B | 0.3118 | 0.7493 | 0.3979 | 0.103* | |
H5A | 0.1951 | 0.6131 | 0.2781 | 0.181* | |
H5B | 0.2962 | 0.6886 | 0.2207 | 0.181* | |
H6A | 0.2913 | 0.4911 | 0.1544 | 0.155* | |
H6B | 0.2976 | 0.4337 | 0.2756 | 0.155* | |
H7A | 0.4826 | 0.4036 | 0.2237 | 0.098* | |
H7B | 0.4849 | 0.5289 | 0.1509 | 0.098* | |
H8A | 0.6852 | 0.6807 | 0.2177 | 0.077* | |
H9A | 0.8146 | 0.7535 | 0.3490 | 0.074* | |
H10A | 0.8813 | 0.7890 | 0.1698 | 0.100* | |
H10B | 0.9923 | 0.7573 | 0.2451 | 0.100* | |
H11A | 1.0007 | 0.6439 | 0.0751 | 0.121* | |
H11B | 0.9941 | 0.5475 | 0.1760 | 0.121* | |
H12A | 0.8614 | 0.4844 | 0.0357 | 0.132* | |
H12B | 0.8011 | 0.6192 | 0.0372 | 0.132* | |
H13A | 0.7915 | 0.4367 | 0.2133 | 0.100* | |
H13B | 0.6838 | 0.4797 | 0.1382 | 0.100* |
U11 | U22 | U33 | U12 | U13 | U23 | |
O1 | 0.094 (2) | 0.119 (3) | 0.089 (2) | −0.0041 (19) | 0.0186 (17) | −0.031 (2) |
O2 | 0.0554 (14) | 0.097 (2) | 0.0625 (15) | −0.0054 (14) | −0.0015 (12) | −0.0066 (14) |
O3 | 0.0748 (19) | 0.0740 (19) | 0.105 (2) | 0.0019 (16) | −0.0281 (16) | 0.0185 (17) |
O4 | 0.0767 (19) | 0.0802 (19) | 0.107 (2) | −0.0083 (16) | −0.0293 (17) | 0.0167 (17) |
C1 | 0.060 (2) | 0.068 (2) | 0.057 (2) | 0.0058 (19) | −0.0041 (16) | −0.0042 (18) |
C3 | 0.064 (2) | 0.074 (3) | 0.072 (2) | −0.003 (2) | 0.007 (2) | −0.002 (2) |
C3A | 0.054 (2) | 0.064 (2) | 0.073 (2) | −0.0038 (19) | −0.0023 (18) | 0.008 (2) |
C4 | 0.054 (2) | 0.101 (3) | 0.102 (3) | 0.000 (2) | −0.002 (2) | 0.023 (3) |
C5 | 0.067 (3) | 0.210 (8) | 0.175 (6) | 0.019 (4) | −0.041 (4) | −0.019 (6) |
C6 | 0.091 (4) | 0.129 (5) | 0.165 (6) | −0.019 (4) | −0.055 (4) | −0.023 (4) |
C7A | 0.060 (2) | 0.059 (2) | 0.070 (2) | −0.0066 (19) | −0.0123 (18) | 0.0085 (19) |
C7 | 0.086 (3) | 0.071 (3) | 0.086 (3) | −0.012 (2) | −0.025 (2) | −0.003 (2) |
C8 | 0.059 (2) | 0.076 (2) | 0.057 (2) | 0.0153 (19) | −0.0013 (16) | 0.0016 (19) |
C9 | 0.057 (2) | 0.066 (2) | 0.062 (2) | 0.0115 (18) | 0.0054 (17) | 0.0067 (18) |
C10 | 0.074 (3) | 0.090 (3) | 0.087 (3) | 0.018 (2) | 0.015 (2) | 0.023 (2) |
C11 | 0.089 (3) | 0.130 (4) | 0.085 (3) | 0.033 (3) | 0.027 (3) | 0.022 (3) |
C12 | 0.122 (4) | 0.144 (5) | 0.064 (3) | 0.041 (4) | 0.011 (3) | −0.010 (3) |
C13 | 0.086 (3) | 0.092 (3) | 0.072 (3) | 0.020 (3) | −0.004 (2) | −0.017 (2) |
C14 | 0.054 (2) | 0.074 (3) | 0.065 (2) | 0.011 (2) | 0.0003 (18) | 0.003 (2) |
O1—C3 | 1.203 (5) | O4—H4 | 1.09 (4) |
O2—C3 | 1.375 (5) | C1—H1 | 0.9800 |
O2—C1 | 1.454 (4) | C4—H4A | 0.9700 |
O3—C14 | 1.231 (5) | C4—H4B | 0.9700 |
O4—C14 | 1.315 (5) | C5—H5A | 0.9700 |
C1—C7A | 1.508 (5) | C5—H5B | 0.9700 |
C1—C8 | 1.537 (5) | C6—H6A | 0.9700 |
C3—C3A | 1.449 (6) | C6—H6B | 0.9700 |
C3A—C7A | 1.334 (5) | C7—H7A | 0.9700 |
C3A—C4 | 1.496 (5) | C7—H7B | 0.9700 |
C4—C5 | 1.482 (8) | C8—H8A | 0.9800 |
C5—C6 | 1.436 (8) | C9—H9A | 0.9800 |
C6—C7 | 1.534 (7) | C10—H10A | 0.9700 |
C7A—C7 | 1.493 (5) | C10—H10B | 0.9700 |
C8—C9 | 1.532 (5) | C11—H11A | 0.9700 |
C8—C13 | 1.536 (5) | C11—H11B | 0.9700 |
C9—C14 | 1.498 (5) | C12—H12A | 0.9700 |
C9—C10 | 1.552 (5) | C12—H12B | 0.9700 |
C10—C11 | 1.520 (6) | C13—H13A | 0.9700 |
C11—C12 | 1.506 (7) | C13—H13B | 0.9700 |
C12—C13 | 1.535 (6) | ||
C3—O2—C1 | 110.0 (3) | C4—C5—H5A | 108.3 |
O2—C1—C7A | 103.2 (3) | C6—C5—H5B | 108.3 |
O2—C1—C8 | 110.6 (3) | C4—C5—H5B | 108.3 |
C7A—C1—C8 | 116.6 (3) | H5A—C5—H5B | 107.4 |
O1—C3—O2 | 120.7 (4) | C5—C6—H6A | 108.1 |
O1—C3—C3A | 131.4 (4) | C7—C6—H6A | 108.1 |
O2—C3—C3A | 107.9 (3) | C5—C6—H6B | 108.1 |
C7A—C3A—C3 | 109.6 (3) | C7—C6—H6B | 108.1 |
C7A—C3A—C4 | 124.8 (4) | H6A—C6—H6B | 107.3 |
C3—C3A—C4 | 125.6 (4) | C7A—C7—H7A | 109.9 |
C5—C4—C3A | 109.2 (4) | C6—C7—H7A | 109.9 |
C6—C5—C4 | 116.0 (5) | C7A—C7—H7B | 109.9 |
C5—C6—C7 | 116.6 (5) | C6—C7—H7B | 109.9 |
C3A—C7A—C7 | 124.7 (4) | H7A—C7—H7B | 108.3 |
C3A—C7A—C1 | 109.3 (3) | C9—C8—H8A | 106.5 |
C7—C7A—C1 | 126.0 (4) | C13—C8—H8A | 106.5 |
C7A—C7—C6 | 108.9 (4) | C1—C8—H8A | 106.5 |
C9—C8—C13 | 112.2 (3) | C14—C9—H9A | 107.2 |
C9—C8—C1 | 113.8 (3) | C8—C9—H9A | 107.2 |
C13—C8—C1 | 110.8 (3) | C10—C9—H9A | 107.2 |
C14—C9—C8 | 114.8 (3) | C11—C10—H10A | 109.3 |
C14—C9—C10 | 109.6 (3) | C9—C10—H10A | 109.3 |
C8—C9—C10 | 110.5 (3) | C11—C10—H10B | 109.3 |
C11—C10—C9 | 111.5 (4) | C9—C10—H10B | 109.3 |
C12—C11—C10 | 110.3 (4) | H10A—C10—H10B | 108.0 |
C11—C12—C13 | 111.8 (4) | C12—C11—H11A | 109.6 |
C12—C13—C8 | 112.2 (4) | C10—C11—H11A | 109.6 |
O3—C14—O4 | 120.9 (4) | C12—C11—H11B | 109.6 |
O3—C14—C9 | 125.3 (4) | C10—C11—H11B | 109.6 |
O4—C14—C9 | 113.8 (4) | H11A—C11—H11B | 108.1 |
C14—O4—H4 | 111 (2) | C11—C12—H12A | 109.2 |
O2—C1—H1 | 108.7 | C13—C12—H12A | 109.2 |
C7A—C1—H1 | 108.7 | C11—C12—H12B | 109.2 |
C8—C1—H1 | 108.7 | C13—C12—H12B | 109.2 |
C5—C4—H4A | 109.8 | H12A—C12—H12B | 107.9 |
C3A—C4—H4A | 109.8 | C12—C13—H13A | 109.2 |
C5—C4—H4B | 109.8 | C8—C13—H13A | 109.2 |
C3A—C4—H4B | 109.8 | C12—C13—H13B | 109.2 |
H4A—C4—H4B | 108.3 | C8—C13—H13B | 109.2 |
C6—C5—H5A | 108.3 | H13A—C13—H13B | 107.9 |
C3—O2—C1—C7A | 0.6 (4) | C1—C7A—C7—C6 | 172.6 (4) |
C3—O2—C1—C8 | 125.9 (3) | C5—C6—C7—C7A | 34.1 (7) |
C1—O2—C3—O1 | 178.8 (4) | O2—C1—C8—C9 | 32.7 (4) |
C1—O2—C3—C3A | −0.9 (4) | C7A—C1—C8—C9 | 150.1 (3) |
O1—C3—C3A—C7A | −178.7 (4) | O2—C1—C8—C13 | 160.2 (3) |
O2—C3—C3A—C7A | 0.9 (4) | C7A—C1—C8—C13 | −82.4 (4) |
O1—C3—C3A—C4 | 2.6 (7) | C13—C8—C9—C14 | −72.6 (4) |
O2—C3—C3A—C4 | −177.8 (4) | C1—C8—C9—C14 | 54.2 (4) |
C7A—C3A—C4—C5 | −13.9 (7) | C13—C8—C9—C10 | 51.9 (4) |
C3—C3A—C4—C5 | 164.7 (5) | C1—C8—C9—C10 | 178.7 (3) |
C3A—C4—C5—C6 | 41.4 (8) | C14—C9—C10—C11 | 71.6 (5) |
C4—C5—C6—C7 | −54.8 (9) | C8—C9—C10—C11 | −55.9 (4) |
C3—C3A—C7A—C7 | 178.6 (4) | C9—C10—C11—C12 | 58.5 (5) |
C4—C3A—C7A—C7 | −2.6 (6) | C10—C11—C12—C13 | −57.2 (6) |
C3—C3A—C7A—C1 | −0.6 (4) | C11—C12—C13—C8 | 53.9 (5) |
C4—C3A—C7A—C1 | 178.2 (4) | C9—C8—C13—C12 | −51.4 (5) |
O2—C1—C7A—C3A | 0.0 (4) | C1—C8—C13—C12 | −179.8 (3) |
C8—C1—C7A—C3A | −121.3 (4) | C8—C9—C14—O3 | 6.3 (5) |
O2—C1—C7A—C7 | −179.2 (3) | C10—C9—C14—O3 | −118.8 (4) |
C8—C1—C7A—C7 | 59.5 (5) | C8—C9—C14—O4 | −173.9 (3) |
C3A—C7A—C7—C6 | −6.5 (6) | C10—C9—C14—O4 | 61.1 (4) |
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