In the molecule of the title compound, C28H42O2, the two cyclohexane rings adopt chair conformations. The olefinic bond and carbonyl group are approximately coplanar.
Supporting information
CCDC reference: 613728
Key indicators
- Single-crystal X-ray study
- T = 298 K
- Mean (C-C) = 0.002 Å
- R factor = 0.033
- wR factor = 0.061
- Data-to-parameter ratio = 21.3
checkCIF/PLATON results
No syntax errors found
Alert level C
STRVA01_ALERT_4_C Flack test results are ambiguous.
From the CIF: _refine_ls_abs_structure_Flack 0.460
From the CIF: _refine_ls_abs_structure_Flack_su 0.080
PLAT033_ALERT_2_C Flack Parameter Value Deviates from Zero ....... 0.46
PLAT230_ALERT_2_C Hirshfeld Test Diff for C7 - C9 .. 5.68 su
PLAT230_ALERT_2_C Hirshfeld Test Diff for C25 - C26 .. 6.30 su
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C20
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C25
Alert level G
REFLT03_ALERT_4_G ALERT: MoKa measured Friedel data cannot be used to
determine absolute structure in a light-atom
study EXCEPT under VERY special conditions.
It is preferred that Friedel data is merged in such cases.
From the CIF: _diffrn_reflns_theta_max 27.48
From the CIF: _reflns_number_total 5828
Count of symmetry unique reflns 3032
Completeness (_total/calc) 192.22%
TEST3: Check Friedels for noncentro structure
Estimate of Friedel pairs measured 2796
Fraction of Friedel pairs measured 0.922
Are heavy atom types Z>Si present no
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
6 ALERT level C = Check and explain
1 ALERT level G = General alerts; check
0 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
2 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2004); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: CRYSTALS (Betteridge et al., 2003); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: CrystalStructure.
Crystal data top
C28H42O2 | Dx = 1.063 Mg m−3 |
Mr = 410.64 | Mo Kα radiation, λ = 0.71075 Å |
Tetragonal, P41 | Cell parameters from 17054 reflections |
Hall symbol: P 4w | θ = 3.3–27.5° |
a = 11.909 (4) Å | µ = 0.06 mm−1 |
c = 18.083 (4) Å | T = 298 K |
V = 2564.5 (12) Å3 | Block, colorless |
Z = 4 | 0.42 × 0.39 × 0.36 mm |
F(000) = 904.00 | |
Data collection top
Rigaku R-AXIS RAPID-S diffractometer | Rint = 0.040 |
Detector resolution: 10.00 pixels mm-1 | θmax = 27.5° |
ω scans | h = −15→15 |
24932 measured reflections | k = −15→13 |
5828 independent reflections | l = −23→22 |
2994 reflections with F2 > 2σ(F2) | |
Refinement top
Refinement on F2 | (Δ/σ)max < 0.001 |
R[F2 > 2σ(F2)] = 0.033 | Δρmax = 0.13 e Å−3 |
wR(F2) = 0.061 | Δρmin = −0.15 e Å−3 |
S = 1.00 | Extinction correction: Larson (1970) |
5828 reflections | Extinction coefficient: 768 (34) |
273 parameters | Absolute structure: Flack (1983), with 671 Friedel Pairs |
H-atom parameters constrained | Absolute structure parameter: 0.46 (8) |
w = 1/[0.7900σ(Fo2)]/(4Fo2) | |
Special details top
Refinement. Refinement using all reflections. The weighted R-factor (wR) and
goodness of fit (S) are based on F2. R-factor (gt) are
based on F. The threshold expression of F2 > 2.0
σ(F2) is used only for calculating R-factor (gt). |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
O1 | 0.86330 (8) | 0.24967 (8) | 0.31409 (5) | 0.0558 (3) | |
O2 | 0.70697 (11) | 0.17712 (11) | 0.36292 (6) | 0.0868 (4) | |
C1 | 0.81370 (12) | 0.25343 (12) | 0.24062 (6) | 0.0520 (4) | |
C2 | 0.86073 (12) | 0.15448 (12) | 0.19879 (8) | 0.0612 (5) | |
C3 | 0.82672 (13) | 0.15278 (13) | 0.11737 (8) | 0.0656 (5) | |
C4 | 0.86286 (14) | 0.26266 (14) | 0.08326 (8) | 0.0702 (5) | |
C5 | 0.81150 (13) | 0.36205 (13) | 0.12339 (6) | 0.0693 (5) | |
C6 | 0.84284 (12) | 0.36694 (12) | 0.20616 (6) | 0.0544 (4) | |
C7 | 0.79018 (14) | 0.47024 (13) | 0.24667 (8) | 0.0665 (5) | |
C8 | 0.8171 (2) | 0.57830 (14) | 0.20270 (10) | 0.0910 (8) | |
C9 | 0.66190 (16) | 0.45860 (18) | 0.25050 (11) | 0.0879 (8) | |
C10 | 0.83928 (13) | 0.48706 (12) | 0.32420 (8) | 0.0577 (5) | |
C11 | 0.95188 (13) | 0.51192 (13) | 0.33214 (8) | 0.0672 (5) | |
C12 | 0.99836 (16) | 0.53503 (14) | 0.39979 (10) | 0.0801 (6) | |
C13 | 0.9339 (2) | 0.53396 (14) | 0.46274 (10) | 0.0836 (7) | |
C14 | 0.8231 (2) | 0.50838 (13) | 0.45682 (9) | 0.0796 (6) | |
C15 | 0.77547 (14) | 0.48513 (12) | 0.38854 (9) | 0.0697 (6) | |
C16 | 0.87543 (17) | 0.05184 (16) | 0.07734 (10) | 0.0999 (7) | |
C17 | 0.80178 (14) | 0.20835 (13) | 0.37031 (8) | 0.0581 (5) | |
C18 | 0.86865 (13) | 0.21148 (12) | 0.43843 (8) | 0.0624 (5) | |
C19 | 0.83283 (14) | 0.18840 (12) | 0.50657 (8) | 0.0620 (5) | |
C20 | 0.90955 (14) | 0.19982 (18) | 0.57206 (8) | 0.0899 (6) | |
C21 | 0.86112 (12) | 0.28335 (16) | 0.62844 (8) | 0.0790 (6) | |
C22 | 0.74242 (13) | 0.25252 (12) | 0.65200 (6) | 0.0570 (4) | |
C23 | 0.67031 (12) | 0.24009 (13) | 0.58329 (6) | 0.0612 (5) | |
C24 | 0.71662 (14) | 0.15640 (13) | 0.52777 (8) | 0.0680 (5) | |
C25 | 0.69193 (14) | 0.33186 (14) | 0.71100 (8) | 0.0683 (5) | |
C26 | 0.57600 (16) | 0.29000 (17) | 0.73370 (9) | 0.0787 (7) | |
C27 | 0.76396 (18) | 0.3302 (2) | 0.78073 (8) | 0.1119 (8) | |
C28 | 0.6801 (2) | 0.45120 (17) | 0.68270 (10) | 0.0948 (9) | |
H1 | 0.7320 | 0.2460 | 0.2445 | 0.062* | |
H3 | 0.7447 | 0.1482 | 0.1147 | 0.079* | |
H6 | 0.9246 | 0.3753 | 0.2090 | 0.065* | |
H11 | 0.9975 | 0.5130 | 0.2904 | 0.081* | |
H12 | 1.0745 | 0.5516 | 0.4031 | 0.096* | |
H13 | 0.9654 | 0.5504 | 0.5085 | 0.100* | |
H14 | 0.7786 | 0.5064 | 0.4991 | 0.096* | |
H15 | 0.6994 | 0.4679 | 0.3857 | 0.084* | |
H18 | 0.9437 | 0.2316 | 0.4336 | 0.075* | |
H21 | 0.9420 | 0.1572 | 0.2017 | 0.073* | |
H22 | 0.8339 | 0.0861 | 0.2219 | 0.073* | |
H41 | 0.9440 | 0.2683 | 0.0858 | 0.084* | |
H42 | 0.8392 | 0.2643 | 0.0319 | 0.084* | |
H51 | 0.8374 | 0.4305 | 0.0998 | 0.083* | |
H52 | 0.7304 | 0.3571 | 0.1193 | 0.083* | |
H81 | 0.7821 | 0.5745 | 0.1549 | 0.109* | |
H82 | 0.7890 | 0.6423 | 0.2291 | 0.109* | |
H83 | 0.8969 | 0.5852 | 0.1968 | 0.109* | |
H91 | 0.6325 | 0.4482 | 0.2016 | 0.106* | |
H92 | 0.6427 | 0.3950 | 0.2806 | 0.106* | |
H93 | 0.6303 | 0.5253 | 0.2718 | 0.106* | |
H161 | 0.9559 | 0.0552 | 0.0790 | 0.120* | |
H162 | 0.8509 | 0.0523 | 0.0268 | 0.120* | |
H163 | 0.8503 | −0.0158 | 0.1010 | 0.120* | |
H201 | 0.9182 | 0.1271 | 0.5955 | 0.108* | |
H202 | 0.9822 | 0.2265 | 0.5554 | 0.108* | |
H211 | 0.9090 | 0.2841 | 0.6718 | 0.095* | |
H212 | 0.8600 | 0.3576 | 0.6063 | 0.095* | |
H221 | 0.7469 | 0.1779 | 0.6747 | 0.068* | |
H231 | 0.5961 | 0.2154 | 0.5983 | 0.073* | |
H232 | 0.6647 | 0.3128 | 0.5594 | 0.073* | |
H241 | 0.7173 | 0.0821 | 0.5497 | 0.082* | |
H242 | 0.6694 | 0.1559 | 0.4841 | 0.082* | |
H261 | 0.5488 | 0.3341 | 0.7744 | 0.094* | |
H262 | 0.5253 | 0.2969 | 0.6927 | 0.094* | |
H263 | 0.5809 | 0.2127 | 0.7484 | 0.094* | |
H271 | 0.8347 | 0.3659 | 0.7708 | 0.134* | |
H272 | 0.7259 | 0.3697 | 0.8196 | 0.134* | |
H273 | 0.7767 | 0.2538 | 0.7956 | 0.134* | |
H281 | 0.6383 | 0.4509 | 0.6373 | 0.114* | |
H282 | 0.7533 | 0.4824 | 0.6741 | 0.114* | |
H283 | 0.6413 | 0.4958 | 0.7188 | 0.114* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
O1 | 0.0517 (6) | 0.0633 (7) | 0.0526 (5) | −0.0008 (5) | 0.0025 (5) | 0.0057 (5) |
O2 | 0.0712 (8) | 0.1235 (11) | 0.0657 (6) | −0.0337 (8) | 0.0079 (6) | 0.0017 (6) |
C1 | 0.0458 (9) | 0.0572 (10) | 0.0530 (8) | −0.0000 (7) | −0.0011 (7) | 0.0016 (7) |
C2 | 0.0580 (10) | 0.0558 (10) | 0.0699 (9) | −0.0017 (8) | 0.0036 (8) | 0.0004 (8) |
C3 | 0.0601 (11) | 0.0708 (12) | 0.0658 (10) | −0.0023 (9) | 0.0021 (8) | −0.0105 (9) |
C4 | 0.0717 (12) | 0.0831 (13) | 0.0558 (9) | −0.0051 (10) | 0.0001 (8) | −0.0006 (8) |
C5 | 0.0730 (12) | 0.0713 (12) | 0.0635 (9) | −0.0002 (10) | −0.0075 (8) | 0.0084 (9) |
C6 | 0.0517 (9) | 0.0544 (10) | 0.0570 (8) | 0.0013 (8) | −0.0037 (7) | 0.0044 (7) |
C7 | 0.0663 (12) | 0.0511 (11) | 0.0821 (11) | 0.0111 (9) | −0.0149 (9) | −0.0039 (8) |
C8 | 0.120 (2) | 0.0594 (13) | 0.0932 (13) | 0.0111 (14) | −0.0160 (15) | 0.0056 (11) |
C9 | 0.0734 (14) | 0.0802 (17) | 0.1102 (17) | 0.0307 (12) | −0.0201 (12) | −0.0113 (14) |
C10 | 0.0583 (11) | 0.0476 (10) | 0.0673 (9) | 0.0075 (8) | −0.0038 (9) | −0.0046 (8) |
C11 | 0.0644 (12) | 0.0686 (11) | 0.0687 (10) | 0.0012 (9) | −0.0017 (9) | −0.0058 (8) |
C12 | 0.0693 (13) | 0.0800 (14) | 0.0911 (12) | 0.0025 (10) | −0.0144 (11) | −0.0156 (10) |
C13 | 0.1047 (16) | 0.0690 (13) | 0.0771 (12) | 0.0099 (12) | −0.0193 (12) | −0.0106 (10) |
C14 | 0.1059 (17) | 0.0603 (12) | 0.0727 (12) | 0.0121 (11) | 0.0204 (11) | −0.0003 (9) |
C15 | 0.0637 (12) | 0.0541 (11) | 0.0914 (13) | 0.0031 (9) | 0.0088 (10) | −0.0040 (9) |
C16 | 0.1148 (17) | 0.0868 (15) | 0.0980 (13) | 0.0037 (13) | 0.0122 (12) | −0.0300 (11) |
C17 | 0.0593 (11) | 0.0563 (10) | 0.0589 (9) | 0.0008 (9) | 0.0094 (9) | −0.0010 (7) |
C18 | 0.0543 (10) | 0.0722 (11) | 0.0606 (9) | 0.0100 (8) | 0.0044 (8) | 0.0015 (8) |
C19 | 0.0704 (12) | 0.0608 (11) | 0.0550 (9) | 0.0163 (9) | 0.0040 (8) | 0.0025 (7) |
C20 | 0.0683 (12) | 0.1346 (18) | 0.0667 (10) | 0.0252 (12) | −0.0002 (9) | 0.0167 (11) |
C21 | 0.0574 (11) | 0.1202 (16) | 0.0594 (10) | −0.0056 (11) | −0.0084 (8) | −0.0006 (10) |
C22 | 0.0640 (11) | 0.0551 (10) | 0.0521 (7) | −0.0038 (8) | 0.0019 (7) | 0.0037 (7) |
C23 | 0.0589 (10) | 0.0656 (11) | 0.0592 (9) | −0.0101 (9) | 0.0034 (8) | −0.0032 (8) |
C24 | 0.0868 (13) | 0.0592 (11) | 0.0580 (9) | −0.0153 (10) | 0.0132 (9) | −0.0028 (8) |
C25 | 0.0807 (12) | 0.0681 (12) | 0.0560 (9) | −0.0116 (10) | 0.0077 (8) | −0.0085 (8) |
C26 | 0.0854 (14) | 0.0805 (17) | 0.0703 (11) | 0.0007 (13) | 0.0159 (9) | −0.0189 (10) |
C27 | 0.1012 (17) | 0.165 (2) | 0.0699 (11) | −0.0230 (15) | −0.0050 (11) | −0.0325 (13) |
C28 | 0.114 (2) | 0.0665 (15) | 0.1037 (15) | 0.0015 (16) | 0.0367 (16) | −0.0132 (11) |
Geometric parameters (Å, º) top
O1—C1 | 1.4546 (16) | C4—H42 | 0.970 |
O1—C17 | 1.3462 (18) | C5—H51 | 0.970 |
O2—C17 | 1.196 (2) | C5—H52 | 0.970 |
C1—C2 | 1.508 (2) | C6—H6 | 0.980 |
C1—C6 | 1.528 (2) | C8—H81 | 0.960 |
C2—C3 | 1.527 (2) | C8—H82 | 0.960 |
C3—C4 | 1.509 (2) | C8—H83 | 0.960 |
C3—C16 | 1.518 (2) | C9—H91 | 0.960 |
C4—C5 | 1.517 (2) | C9—H92 | 0.960 |
C5—C6 | 1.5436 (18) | C9—H93 | 0.960 |
C6—C7 | 1.563 (2) | C11—H11 | 0.930 |
C7—C8 | 1.546 (2) | C12—H12 | 0.930 |
C7—C9 | 1.536 (2) | C13—H13 | 0.930 |
C7—C10 | 1.532 (2) | C14—H14 | 0.930 |
C10—C11 | 1.381 (2) | C15—H15 | 0.930 |
C10—C15 | 1.390 (2) | C16—H161 | 0.960 |
C11—C12 | 1.371 (2) | C16—H162 | 0.960 |
C12—C13 | 1.373 (2) | C16—H163 | 0.960 |
C13—C14 | 1.358 (3) | C18—H18 | 0.930 |
C14—C15 | 1.387 (2) | C20—H201 | 0.970 |
C17—C18 | 1.467 (2) | C20—H202 | 0.970 |
C18—C19 | 1.333 (2) | C21—H211 | 0.970 |
C19—C20 | 1.502 (2) | C21—H212 | 0.970 |
C19—C24 | 1.486 (2) | C22—H221 | 0.980 |
C20—C21 | 1.537 (2) | C23—H231 | 0.970 |
C21—C22 | 1.521 (2) | C23—H232 | 0.970 |
C22—C23 | 1.5176 (19) | C24—H241 | 0.970 |
C22—C25 | 1.547 (2) | C24—H242 | 0.970 |
C23—C24 | 1.518 (2) | C26—H261 | 0.960 |
C25—C26 | 1.524 (2) | C26—H262 | 0.960 |
C25—C27 | 1.525 (2) | C26—H263 | 0.960 |
C25—C28 | 1.517 (2) | C27—H271 | 0.960 |
C1—H1 | 0.980 | C27—H272 | 0.960 |
C2—H21 | 0.970 | C27—H273 | 0.960 |
C2—H22 | 0.970 | C28—H281 | 0.960 |
C3—H3 | 0.980 | C28—H282 | 0.960 |
C4—H41 | 0.970 | C28—H283 | 0.960 |
| | | |
O1···C24i | 3.574 (2) | H51···H13iv | 2.880 |
C24···O1ii | 3.5743 (19) | H51···H261v | 2.831 |
O1···H241i | 2.648 | H51···H262v | 3.451 |
O2···H13iii | 3.150 | H51···H263v | 2.632 |
O2···H14iii | 3.197 | H52···C15iii | 3.339 |
O2···H41ii | 2.834 | H52···C26v | 3.586 |
O2···H282iii | 3.010 | H52···H15iii | 3.212 |
C1···H241i | 3.388 | H52···H82iii | 3.249 |
C2···H161ii | 3.483 | H52···H93iii | 3.016 |
C2···H241i | 3.551 | H52···H261v | 2.957 |
C3···H82iii | 3.399 | H52···H263v | 3.512 |
C4···H13iv | 3.311 | H81···C26v | 3.213 |
C4···H22i | 3.527 | H81···C27v | 3.453 |
C4···H82iii | 3.290 | H81···H261v | 2.754 |
C5···H13iv | 3.530 | H81···H263v | 2.833 |
C5···H261v | 3.340 | H81···H272v | 2.983 |
C5···H263v | 3.462 | H81···H273v | 3.144 |
C6···H241i | 3.462 | H82···C3vi | 3.399 |
C8···H3vi | 3.560 | H82···C4vi | 3.290 |
C8···H42vi | 3.556 | H82···H3vi | 2.839 |
C9···H14iii | 3.378 | H82···H42vi | 2.610 |
C9···H261vii | 3.546 | H82···H52vi | 3.249 |
C10···H3vi | 3.157 | H82···H162vi | 3.238 |
C11···H3vi | 3.074 | H82···H272v | 3.588 |
C11···H231i | 3.404 | H83···C21iv | 3.505 |
C11···H241i | 3.194 | H83···H162vi | 3.532 |
C11···H271iv | 3.132 | H83···H211iv | 2.823 |
C12···H3vi | 3.111 | H83···H212iv | 3.395 |
C12···H231i | 3.160 | H83···H271iv | 3.515 |
C12···H263i | 3.406 | H91···C14iii | 3.554 |
C12···H271iv | 3.284 | H91···C15iii | 3.387 |
C13···H1vi | 3.237 | H91···H14iii | 3.207 |
C13···H3vi | 3.224 | H91···H15iii | 2.889 |
C13···H22vi | 3.584 | H91···H261v | 3.444 |
C13···H41viii | 3.551 | H91···H262vii | 3.574 |
C14···H1vi | 2.869 | H91···H283vii | 3.342 |
C14···H3vi | 3.288 | H92···C14iii | 3.329 |
C14···H91vi | 3.554 | H92···H14iii | 2.689 |
C14···H92vi | 3.329 | H92···H15iii | 3.529 |
C15···H1vi | 3.518 | H92···H281iii | 3.017 |
C15···H3vi | 3.250 | H93···C26vii | 3.368 |
C15···H52vi | 3.339 | H93···H52vi | 3.016 |
C15···H91vi | 3.387 | H93···H261vii | 2.711 |
C16···H22i | 3.432 | H93···H262vii | 3.157 |
C16···H201ix | 3.269 | H93···H281iii | 3.567 |
C17···H21ii | 3.531 | H93···H283vii | 3.382 |
C17···H41ii | 3.316 | H161···C2i | 3.483 |
C17···H161ii | 3.535 | H161···C17i | 3.535 |
C18···H21ii | 3.233 | H161···C20ix | 3.436 |
C19···H21ii | 3.100 | H161···H21i | 3.323 |
C20···H161x | 3.436 | H161···H22i | 2.809 |
C21···H83viii | 3.505 | H161···H201ix | 2.655 |
C23···H12ii | 3.531 | H161···H202ix | 3.462 |
C23···H283iii | 3.256 | H162···H22i | 3.266 |
C24···H6ii | 3.220 | H162···H82iii | 3.238 |
C24···H11ii | 3.333 | H162···H83iii | 3.532 |
C24···H21ii | 3.266 | H162···H211xiii | 3.016 |
C24···H282iii | 3.528 | H162···H273xiii | 3.528 |
C26···H12ii | 3.320 | H163···H201ix | 3.060 |
C26···H51xi | 3.117 | H163···H202ix | 3.309 |
C26···H52xi | 3.586 | H163···H271xiii | 3.449 |
C26···H81xi | 3.213 | H163···H273xiii | 2.940 |
C26···H93xii | 3.368 | H201···C16x | 3.269 |
C27···H11viii | 3.404 | H201···H18ii | 3.238 |
C27···H12viii | 3.253 | H201···H21ii | 3.525 |
C27···H81xi | 3.453 | H201···H161x | 2.655 |
C27···H231vi | 3.404 | H201···H163x | 3.060 |
C28···H15vi | 3.545 | H202···H161x | 3.462 |
C28···H232vi | 3.424 | H202···H163x | 3.309 |
C28···H242vi | 3.380 | H202···H221i | 3.335 |
H1···C13iii | 3.237 | H202···H273i | 3.239 |
H1···C14iii | 2.869 | H211···H11viii | 3.417 |
H1···C15iii | 3.518 | H211···H83viii | 2.823 |
H1···H13iii | 3.328 | H211···H162xiv | 3.016 |
H1···H14iii | 2.703 | H212···H83viii | 3.395 |
H3···C8iii | 3.560 | H221···H18ii | 2.805 |
H3···C10iii | 3.157 | H221···H202ii | 3.335 |
H3···C11iii | 3.074 | H231···C11ii | 3.404 |
H3···C12iii | 3.111 | H231···C12ii | 3.160 |
H3···C13iii | 3.224 | H231···C27iii | 3.404 |
H3···C14iii | 3.288 | H231···H11ii | 3.085 |
H3···C15iii | 3.250 | H231···H12ii | 2.625 |
H3···H11iii | 3.525 | H231···H271iii | 3.136 |
H3···H12iii | 3.577 | H231···H272iii | 2.834 |
H3···H82iii | 2.839 | H231···H282iii | 3.449 |
H6···C24i | 3.220 | H231···H283iii | 3.135 |
H6···H241i | 2.725 | H232···C28iii | 3.424 |
H6···H242i | 2.842 | H232···H272iii | 3.549 |
H11···C24i | 3.333 | H232···H282iii | 3.364 |
H11···C27iv | 3.404 | H232···H283iii | 2.652 |
H11···H3vi | 3.525 | H241···O1ii | 2.648 |
H11···H211iv | 3.417 | H241···C1ii | 3.388 |
H11···H231i | 3.085 | H241···C2ii | 3.551 |
H11···H241i | 2.927 | H241···C6ii | 3.462 |
H11···H242i | 3.052 | H241···C11ii | 3.194 |
H11···H271iv | 2.490 | H241···H6ii | 2.725 |
H12···C23i | 3.531 | H241···H11ii | 2.927 |
H12···C26i | 3.320 | H241···H18ii | 2.990 |
H12···C27iv | 3.253 | H241···H21ii | 2.856 |
H12···H3vi | 3.577 | H242···C28iii | 3.380 |
H12···H42viii | 3.360 | H242···H6ii | 2.842 |
H12···H231i | 2.625 | H242···H11ii | 3.052 |
H12···H262i | 2.892 | H242···H21ii | 3.332 |
H12···H263i | 2.858 | H242···H282iii | 2.702 |
H12···H271iv | 2.803 | H242···H283iii | 3.191 |
H12···H272iv | 2.968 | H261···C5xi | 3.340 |
H12···H273iv | 3.505 | H261···C9xii | 3.546 |
H13···O2vi | 3.150 | H261···H51xi | 2.831 |
H13···C4viii | 3.311 | H261···H52xi | 2.957 |
H13···C5viii | 3.530 | H261···H81xi | 2.754 |
H13···H1vi | 3.328 | H261···H91xi | 3.444 |
H13···H22vi | 3.494 | H261···H93xii | 2.711 |
H13···H41viii | 2.788 | H262···H12ii | 2.892 |
H13···H42viii | 3.235 | H262···H51xi | 3.451 |
H13···H51viii | 2.880 | H262···H91xii | 3.574 |
H13···H263i | 3.339 | H262···H93xii | 3.157 |
H14···O2vi | 3.197 | H262···H272iii | 2.908 |
H14···C9vi | 3.378 | H263···C5xi | 3.462 |
H14···H1vi | 2.703 | H263···C12ii | 3.406 |
H14···H91vi | 3.207 | H263···H12ii | 2.858 |
H14···H92vi | 2.689 | H263···H13ii | 3.339 |
H15···C28iii | 3.545 | H263···H51xi | 2.632 |
H15···H52vi | 3.212 | H263···H52xi | 3.512 |
H15···H91vi | 2.889 | H263···H81xi | 2.833 |
H15···H92vi | 3.529 | H271···C11viii | 3.132 |
H15···H281iii | 3.218 | H271···C12viii | 3.284 |
H15···H283iii | 3.135 | H271···H11viii | 2.490 |
H18···H201i | 3.238 | H271···H12viii | 2.803 |
H18···H221i | 2.805 | H271···H83viii | 3.515 |
H18···H241i | 2.990 | H271···H163xiv | 3.449 |
H21···C17i | 3.531 | H271···H231vi | 3.136 |
H21···C18i | 3.233 | H272···H12viii | 2.968 |
H21···C19i | 3.100 | H272···H81xi | 2.983 |
H21···C24i | 3.266 | H272···H82xi | 3.588 |
H21···H161ii | 3.323 | H272···H231vi | 2.834 |
H21···H201i | 3.525 | H272···H232vi | 3.549 |
H21···H241i | 2.856 | H272···H262vi | 2.908 |
H21···H242i | 3.332 | H273···H12viii | 3.505 |
H22···C4ii | 3.527 | H273···H81xi | 3.144 |
H22···C13iii | 3.584 | H273···H162xiv | 3.528 |
H22···C16ii | 3.432 | H273···H163xiv | 2.940 |
H22···H13iii | 3.494 | H273···H202ii | 3.239 |
H22···H41ii | 2.929 | H281···H15vi | 3.218 |
H22···H42ii | 3.345 | H281···H92vi | 3.017 |
H22···H161ii | 2.809 | H281···H93vi | 3.567 |
H22···H162ii | 3.266 | H282···O2vi | 3.010 |
H41···O2i | 2.834 | H282···C24vi | 3.528 |
H41···C13iv | 3.551 | H282···H231vi | 3.449 |
H41···C17i | 3.316 | H282···H232vi | 3.364 |
H41···H13iv | 2.788 | H282···H242vi | 2.702 |
H41···H22i | 2.929 | H283···C23vi | 3.256 |
H42···C8iii | 3.556 | H283···H15vi | 3.135 |
H42···H12iv | 3.360 | H283···H91xii | 3.342 |
H42···H13iv | 3.235 | H283···H93xii | 3.382 |
H42···H22i | 3.345 | H283···H231vi | 3.135 |
H42···H82iii | 2.610 | H283···H232vi | 2.652 |
H51···C26v | 3.117 | H283···H242vi | 3.191 |
| | | |
C1—O1—C17 | 118.68 (11) | C7—C8—H81 | 109.5 |
O1—C1—C2 | 106.45 (11) | C7—C8—H82 | 109.5 |
O1—C1—C6 | 107.90 (11) | C7—C8—H83 | 109.5 |
C2—C1—C6 | 113.72 (11) | H81—C8—H82 | 109.5 |
C1—C2—C3 | 113.29 (12) | H81—C8—H83 | 109.5 |
C2—C3—C4 | 107.87 (12) | H82—C8—H83 | 109.5 |
C2—C3—C16 | 111.64 (13) | C7—C9—H91 | 109.5 |
C4—C3—C16 | 112.50 (13) | C7—C9—H92 | 109.5 |
C3—C4—C5 | 111.47 (12) | C7—C9—H93 | 109.5 |
C4—C5—C6 | 113.31 (12) | H91—C9—H92 | 109.5 |
C1—C6—C5 | 107.88 (11) | H91—C9—H93 | 109.5 |
C1—C6—C7 | 114.45 (11) | H92—C9—H93 | 109.5 |
C5—C6—C7 | 112.77 (12) | C10—C11—H11 | 119.1 |
C6—C7—C8 | 109.32 (12) | C12—C11—H11 | 119.1 |
C6—C7—C9 | 110.44 (14) | C11—C12—H12 | 119.6 |
C6—C7—C10 | 112.25 (13) | C13—C12—H12 | 119.6 |
C8—C7—C9 | 107.73 (15) | C12—C13—H13 | 120.7 |
C8—C7—C10 | 106.41 (13) | C14—C13—H13 | 120.7 |
C9—C7—C10 | 110.50 (13) | C13—C14—H14 | 119.6 |
C7—C10—C11 | 119.59 (13) | C15—C14—H14 | 119.6 |
C7—C10—C15 | 123.72 (15) | C10—C15—H15 | 119.4 |
C11—C10—C15 | 116.58 (14) | C14—C15—H15 | 119.4 |
C10—C11—C12 | 121.88 (14) | C3—C16—H161 | 109.5 |
C11—C12—C13 | 120.80 (17) | C3—C16—H162 | 109.5 |
C12—C13—C14 | 118.69 (17) | C3—C16—H163 | 109.5 |
C13—C14—C15 | 120.81 (17) | H161—C16—H162 | 109.5 |
C10—C15—C14 | 121.23 (17) | H161—C16—H163 | 109.5 |
O1—C17—O2 | 122.88 (13) | H162—C16—H163 | 109.5 |
O1—C17—C18 | 109.23 (13) | C17—C18—H18 | 116.7 |
O2—C17—C18 | 127.88 (14) | C19—C18—H18 | 116.7 |
C17—C18—C19 | 126.68 (15) | C19—C20—H201 | 109.2 |
C18—C19—C20 | 121.04 (15) | C19—C20—H202 | 109.2 |
C18—C19—C24 | 126.13 (14) | C21—C20—H201 | 109.2 |
C20—C19—C24 | 112.73 (12) | C21—C20—H202 | 109.2 |
C19—C20—C21 | 110.70 (14) | H201—C20—H202 | 109.5 |
C20—C21—C22 | 112.23 (14) | C20—C21—H211 | 108.8 |
C21—C22—C23 | 108.67 (11) | C20—C21—H212 | 108.8 |
C21—C22—C25 | 114.01 (13) | C22—C21—H211 | 108.8 |
C23—C22—C25 | 113.85 (13) | C22—C21—H212 | 108.8 |
C22—C23—C24 | 113.57 (13) | H211—C21—H212 | 109.5 |
C19—C24—C23 | 109.91 (13) | C21—C22—H221 | 106.6 |
C22—C25—C26 | 109.76 (14) | C23—C22—H221 | 106.6 |
C22—C25—C27 | 110.09 (14) | C25—C22—H221 | 106.6 |
C22—C25—C28 | 112.07 (13) | C22—C23—H231 | 108.4 |
C26—C25—C27 | 106.41 (13) | C22—C23—H232 | 108.4 |
C26—C25—C28 | 108.25 (16) | C24—C23—H231 | 108.4 |
C27—C25—C28 | 110.10 (16) | C24—C23—H232 | 108.4 |
O1—C1—H1 | 109.6 | H231—C23—H232 | 109.5 |
C2—C1—H1 | 109.6 | C19—C24—H241 | 109.4 |
C6—C1—H1 | 109.6 | C19—C24—H242 | 109.4 |
C1—C2—H21 | 108.5 | C23—C24—H241 | 109.4 |
C1—C2—H22 | 108.5 | C23—C24—H242 | 109.4 |
C3—C2—H21 | 108.5 | H241—C24—H242 | 109.5 |
C3—C2—H22 | 108.5 | C25—C26—H261 | 109.5 |
H21—C2—H22 | 109.5 | C25—C26—H262 | 109.5 |
C2—C3—H3 | 108.2 | C25—C26—H263 | 109.5 |
C4—C3—H3 | 108.2 | H261—C26—H262 | 109.5 |
C16—C3—H3 | 108.2 | H261—C26—H263 | 109.5 |
C3—C4—H41 | 109.0 | H262—C26—H263 | 109.5 |
C3—C4—H42 | 109.0 | C25—C27—H271 | 109.5 |
C5—C4—H41 | 109.0 | C25—C27—H272 | 109.5 |
C5—C4—H42 | 109.0 | C25—C27—H273 | 109.5 |
H41—C4—H42 | 109.5 | H271—C27—H272 | 109.5 |
C4—C5—H51 | 108.5 | H271—C27—H273 | 109.5 |
C4—C5—H52 | 108.5 | H272—C27—H273 | 109.5 |
C6—C5—H51 | 108.5 | C25—C28—H281 | 109.5 |
C6—C5—H52 | 108.5 | C25—C28—H282 | 109.5 |
H51—C5—H52 | 109.5 | C25—C28—H283 | 109.5 |
C1—C6—H6 | 107.1 | H281—C28—H282 | 109.5 |
C5—C6—H6 | 107.1 | H281—C28—H283 | 109.5 |
C7—C6—H6 | 107.1 | H282—C28—H283 | 109.5 |
| | | |
C1—O1—C17—O2 | −1.9 (2) | C7—C10—C11—C12 | 175.62 (15) |
C1—O1—C17—C18 | 179.34 (12) | C7—C10—C15—C14 | −175.59 (15) |
C17—O1—C1—C2 | −100.91 (14) | C11—C10—C15—C14 | 0.7 (2) |
C17—O1—C1—C6 | 136.66 (13) | C15—C10—C11—C12 | −0.8 (2) |
O1—C1—C2—C3 | −173.85 (11) | C10—C11—C12—C13 | 0.2 (2) |
O1—C1—C6—C5 | 168.74 (11) | C11—C12—C13—C14 | 0.7 (2) |
O1—C1—C6—C7 | −64.85 (15) | C12—C13—C14—C15 | −0.8 (2) |
C2—C1—C6—C5 | 50.90 (16) | C13—C14—C15—C10 | 0.1 (2) |
C2—C1—C6—C7 | 177.31 (12) | O1—C17—C18—C19 | 172.70 (15) |
C6—C1—C2—C3 | −55.18 (17) | O2—C17—C18—C19 | −5.9 (2) |
C1—C2—C3—C4 | 56.07 (17) | C17—C18—C19—C20 | −177.33 (16) |
C1—C2—C3—C16 | −179.84 (13) | C17—C18—C19—C24 | −1.1 (2) |
C2—C3—C4—C5 | −57.43 (17) | C18—C19—C20—C21 | 121.42 (16) |
C16—C3—C4—C5 | 179.01 (13) | C18—C19—C24—C23 | −121.03 (16) |
C3—C4—C5—C6 | 59.06 (18) | C20—C19—C24—C23 | 55.48 (18) |
C4—C5—C6—C1 | −53.08 (17) | C24—C19—C20—C21 | −55.29 (19) |
C4—C5—C6—C7 | 179.53 (13) | C19—C20—C21—C22 | 54.73 (18) |
C1—C6—C7—C8 | −175.04 (13) | C20—C21—C22—C23 | −54.04 (17) |
C1—C6—C7—C9 | −56.67 (16) | C20—C21—C22—C25 | 177.81 (12) |
C1—C6—C7—C10 | 67.13 (17) | C21—C22—C23—C24 | 55.47 (17) |
C5—C6—C7—C8 | −51.21 (18) | C21—C22—C25—C26 | −176.91 (13) |
C5—C6—C7—C9 | 67.16 (16) | C21—C22—C25—C27 | −60.10 (18) |
C5—C6—C7—C10 | −169.04 (13) | C21—C22—C25—C28 | 62.79 (19) |
C6—C7—C10—C11 | 63.50 (19) | C23—C22—C25—C26 | 57.64 (17) |
C6—C7—C10—C15 | −120.31 (16) | C23—C22—C25—C27 | 174.45 (14) |
C8—C7—C10—C11 | −56.05 (19) | C23—C22—C25—C28 | −62.66 (19) |
C8—C7—C10—C15 | 120.15 (17) | C25—C22—C23—C24 | −176.29 (13) |
C9—C7—C10—C11 | −172.74 (15) | C22—C23—C24—C19 | −56.39 (16) |
C9—C7—C10—C15 | 3.5 (2) | | |
Symmetry codes: (i) y+1, −x+1, z−1/4; (ii) −y+1, x−1, z+1/4; (iii) y, −x+1, z−1/4; (iv) −x+2, −y+1, z−1/2; (v) −y+1, x, z−3/4; (vi) −y+1, x, z+1/4; (vii) −x+1, −y+1, z−1/2; (viii) −x+2, −y+1, z+1/2; (ix) −x+2, −y, z−1/2; (x) −x+2, −y, z+1/2; (xi) y, −x+1, z+3/4; (xii) −x+1, −y+1, z+1/2; (xiii) −y+1, x−1, z−3/4; (xiv) y+1, −x+1, z+3/4. |