In the title compound, C23H32O3, there are four fused rings, three six-membered and one five-membered. The two cyclohexane rings adopt chair conformations and the cyclohexene ring displays an envelope conformation.
Supporting information
CCDC reference: 242622
Key indicators
- Single-crystal X-ray study
- T = 296 K
- Mean (C-C) = 0.004 Å
- R factor = 0.054
- wR factor = 0.143
- Data-to-parameter ratio = 6.9
checkCIF/PLATON results
No syntax errors found
Alert level C
REFNR01_ALERT_3_C Ratio of reflections to parameters is < 8 for a
non-centrosymmetric structure, where ZMAX < 18
sine(theta)/lambda 0.6491
Proportion of unique data used 0.6001
Ratio reflections to parameters 6.8723
PLAT089_ALERT_3_C Poor Data / Parameter Ratio (Zmax .LT. 18) ..... 6.87
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ?
PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.57 Ratio
PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors for C2
PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors for C20
Alert level G
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
correct. If it is not, please give the correct count in the
_publ_section_exptl_refinement section of the submitted CIF.
From the CIF: _diffrn_reflns_theta_max 27.47
From the CIF: _reflns_number_total 2691
Count of symmetry unique reflns 2690
Completeness (_total/calc) 100.04%
TEST3: Check Friedels for noncentro structure
Estimate of Friedel pairs measured 1
Fraction of Friedel pairs measured 0.000
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
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
2 ALERT type 3 Indicator that the structure quality may be low
1 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 (Watkin et al., 1996); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: CrystalStructure.
Crystal data top
C23H32O3 | F(000) = 776.00 |
Mr = 356.50 | Dx = 1.147 Mg m−3 |
Orthorhombic, P212121 | Mo Kα radiation, λ = 0.7107 Å |
Hall symbol: P 2ac 2ab | Cell parameters from 14681 reflections |
a = 8.8184 (4) Å | θ = 1.1–27.5° |
b = 12.5785 (5) Å | µ = 0.07 mm−1 |
c = 18.6036 (2) Å | T = 296 K |
V = 2063.6 (1) Å3 | Chunk, colorless |
Z = 4 | 0.60 × 0.52 × 0.10 mm |
Data collection top
Rigaku R-AXIS RAPID diffractometer | 1615 reflections with F2 > 2σ(F2) |
Detector resolution: 10.00 pixels mm-1 | Rint = 0.044 |
ω scans | θmax = 27.5° |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | h = −10→11 |
Tmin = 0.946, Tmax = 0.993 | k = −16→16 |
18683 measured reflections | l = −24→24 |
2691 independent reflections | |
Refinement top
Refinement on F2 | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.054 | w = 1/[0.0038Fo2 + σ(Fo2)]/(4Fo2) |
wR(F2) = 0.143 | (Δ/σ)max < 0.001 |
S = 1.01 | Δρmax = 0.24 e Å−3 |
1615 reflections | Δρmin = −0.18 e Å−3 |
235 parameters | |
Special details top
Refinement. Refinement using reflections with F2 > 2.0 σ(F2). 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 | 0.6517 (5) | 0.2795 (3) | 0.1448 (2) | 0.123 (1) | |
O2 | 0.5272 (3) | 0.4292 (2) | 0.1692 (1) | 0.0776 (8) | |
O3 | 0.5505 (5) | 0.4888 (2) | 0.7738 (1) | 0.107 (1) | |
C1 | 0.5399 (7) | 0.3776 (4) | 0.0484 (2) | 0.113 (2) | |
C2 | 0.5792 (6) | 0.3559 (4) | 0.1251 (2) | 0.085 (1) | |
C3 | 0.5494 (4) | 0.4140 (3) | 0.2460 (1) | 0.063 (1) | |
C4 | 0.4237 (4) | 0.3443 (3) | 0.2748 (2) | 0.066 (1) | |
C5 | 0.4377 (3) | 0.3315 (2) | 0.3564 (1) | 0.0507 (8) | |
C6 | 0.4525 (3) | 0.4336 (2) | 0.3999 (1) | 0.0506 (8) | |
C7 | 0.5693 (4) | 0.5076 (2) | 0.3621 (2) | 0.0577 (8) | |
C8 | 0.5477 (4) | 0.5203 (3) | 0.2816 (2) | 0.066 (1) | |
C9 | 0.4365 (3) | 0.2351 (2) | 0.3854 (1) | 0.0537 (8) | |
C10 | 0.4453 (4) | 0.2132 (2) | 0.4635 (1) | 0.0504 (8) | |
C11 | 0.4239 (3) | 0.3123 (2) | 0.5097 (1) | 0.0439 (7) | |
C12 | 0.5110 (3) | 0.4063 (2) | 0.4764 (1) | 0.0459 (7) | |
C13 | 0.4795 (3) | 0.2939 (2) | 0.5849 (1) | 0.0456 (7) | |
C14 | 0.4643 (3) | 0.3904 (2) | 0.6355 (2) | 0.0501 (8) | |
C15 | 0.5680 (4) | 0.4762 (2) | 0.6049 (2) | 0.0585 (9) | |
C16 | 0.5244 (4) | 0.5027 (2) | 0.5270 (2) | 0.0608 (9) | |
C17 | 0.4180 (4) | 0.2014 (2) | 0.6294 (2) | 0.0606 (9) | |
C18 | 0.4680 (4) | 0.2342 (3) | 0.7028 (2) | 0.065 (1) | |
C19 | 0.4994 (4) | 0.3368 (3) | 0.7069 (2) | 0.0570 (9) | |
C20 | 0.5374 (4) | 0.3936 (3) | 0.7735 (2) | 0.069 (1) | |
C21 | 0.5610 (6) | 0.3314 (4) | 0.8418 (2) | 0.099 (2) | |
C22 | 0.2972 (4) | 0.4895 (3) | 0.4019 (2) | 0.070 (1) | |
C23 | 0.3016 (4) | 0.4318 (3) | 0.6416 (2) | 0.073 (1) | |
H1 | 0.6175 | 0.4234 | 0.0282 | 0.136* | |
H2 | 0.4427 | 0.4136 | 0.0467 | 0.136* | |
H3 | 0.5344 | 0.3123 | 0.0209 | 0.136* | |
H4 | 0.6460 | 0.3793 | 0.2545 | 0.075* | |
H5 | 0.3286 | 0.3794 | 0.2636 | 0.079* | |
H6 | 0.4262 | 0.2751 | 0.2519 | 0.079* | |
H7 | 0.5634 | 0.5769 | 0.3848 | 0.069* | |
H8 | 0.6693 | 0.4776 | 0.3699 | 0.069* | |
H9 | 0.6271 | 0.5650 | 0.2619 | 0.079* | |
H10 | 0.4498 | 0.5528 | 0.2727 | 0.079* | |
H11 | 0.4286 | 0.1750 | 0.3529 | 0.065* | |
H12 | 0.3689 | 0.1610 | 0.4762 | 0.061* | |
H13 | 0.5452 | 0.1849 | 0.4741 | 0.060* | |
H14 | 0.3170 | 0.3300 | 0.5112 | 0.053* | |
H15 | 0.6140 | 0.3808 | 0.4704 | 0.055* | |
H16 | 0.5876 | 0.2813 | 0.5802 | 0.054* | |
H17 | 0.5609 | 0.5392 | 0.6348 | 0.070* | |
H18 | 0.6715 | 0.4500 | 0.6054 | 0.070* | |
H19 | 0.5979 | 0.5519 | 0.5071 | 0.073* | |
H20 | 0.4254 | 0.5362 | 0.5283 | 0.073* | |
H21 | 0.3085 | 0.1971 | 0.6258 | 0.073* | |
H22 | 0.4623 | 0.1343 | 0.6146 | 0.073* | |
H23 | 0.4763 | 0.1857 | 0.7432 | 0.078* | |
H24 | 0.6671 | 0.3114 | 0.8445 | 0.119* | |
H25 | 0.4987 | 0.2678 | 0.8411 | 0.119* | |
H26 | 0.5347 | 0.3742 | 0.8834 | 0.119* | |
H27 | 0.2851 | 0.5359 | 0.3607 | 0.085* | |
H28 | 0.2886 | 0.5309 | 0.4457 | 0.085* | |
H29 | 0.2190 | 0.4353 | 0.4012 | 0.085* | |
H30 | 0.2830 | 0.4840 | 0.6043 | 0.087* | |
H31 | 0.2868 | 0.4643 | 0.6884 | 0.087* | |
H32 | 0.2317 | 0.3728 | 0.6360 | 0.087* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
O1 | 0.183 (3) | 0.097 (2) | 0.089 (2) | 0.042 (2) | 0.002 (2) | −0.016 (2) |
O2 | 0.095 (2) | 0.090 (2) | 0.047 (1) | 0.016 (1) | −0.001 (1) | 0.011 (1) |
O3 | 0.178 (3) | 0.069 (2) | 0.073 (2) | −0.015 (2) | −0.010 (2) | −0.023 (1) |
C1 | 0.152 (5) | 0.131 (4) | 0.056 (3) | 0.004 (4) | 0.010 (3) | 0.002 (2) |
C2 | 0.108 (3) | 0.084 (3) | 0.063 (2) | 0.004 (2) | 0.004 (2) | 0.004 (2) |
C3 | 0.071 (2) | 0.071 (2) | 0.045 (2) | 0.008 (2) | −0.006 (2) | 0.010 (1) |
C4 | 0.077 (2) | 0.068 (2) | 0.053 (2) | −0.001 (2) | −0.012 (2) | 0.001 (2) |
C5 | 0.049 (2) | 0.059 (2) | 0.044 (2) | −0.003 (1) | −0.004 (1) | 0.001 (1) |
C6 | 0.051 (2) | 0.049 (1) | 0.052 (2) | 0.006 (1) | −0.004 (1) | 0.006 (1) |
C7 | 0.065 (2) | 0.051 (2) | 0.058 (2) | 0.003 (2) | −0.007 (2) | 0.007 (1) |
C8 | 0.076 (2) | 0.062 (2) | 0.059 (2) | 0.007 (2) | −0.003 (2) | 0.017 (2) |
C9 | 0.058 (2) | 0.054 (2) | 0.049 (2) | −0.006 (1) | −0.003 (1) | −0.009 (1) |
C10 | 0.054 (2) | 0.045 (1) | 0.052 (2) | −0.006 (1) | 0.002 (1) | −0.001 (1) |
C11 | 0.039 (1) | 0.045 (1) | 0.048 (2) | 0.001 (1) | 0.004 (1) | −0.003 (1) |
C12 | 0.044 (1) | 0.044 (1) | 0.050 (2) | −0.000 (1) | 0.000 (1) | −0.000 (1) |
C13 | 0.045 (1) | 0.044 (1) | 0.048 (2) | −0.000 (1) | 0.002 (1) | −0.006 (1) |
C14 | 0.052 (2) | 0.049 (1) | 0.049 (2) | −0.002 (1) | 0.003 (1) | −0.008 (1) |
C15 | 0.071 (2) | 0.048 (2) | 0.056 (2) | −0.005 (1) | −0.002 (2) | −0.011 (1) |
C16 | 0.076 (2) | 0.045 (2) | 0.060 (2) | −0.006 (2) | −0.003 (2) | −0.002 (1) |
C17 | 0.077 (2) | 0.053 (2) | 0.051 (2) | −0.009 (2) | 0.001 (1) | 0.001 (1) |
C18 | 0.092 (2) | 0.062 (2) | 0.041 (2) | −0.010 (2) | 0.003 (2) | 0.003 (1) |
C19 | 0.058 (2) | 0.062 (2) | 0.050 (2) | −0.007 (2) | 0.008 (1) | −0.009 (1) |
C20 | 0.074 (2) | 0.081 (2) | 0.051 (2) | −0.011 (2) | 0.000 (2) | −0.014 (2) |
C21 | 0.130 (4) | 0.118 (3) | 0.049 (2) | −0.033 (3) | −0.008 (2) | −0.007 (2) |
C22 | 0.062 (2) | 0.077 (2) | 0.071 (2) | 0.015 (2) | −0.003 (2) | 0.006 (2) |
C23 | 0.069 (2) | 0.078 (2) | 0.070 (2) | 0.015 (2) | 0.011 (2) | −0.012 (2) |
Geometric parameters (Å, º) top
O1—C2 | 1.211 (6) | C1—H3 | 0.9700 |
O2—C2 | 1.317 (5) | C3—H4 | 0.9700 |
O2—C3 | 1.454 (4) | C4—H5 | 0.9700 |
O3—C20 | 1.204 (5) | C4—H6 | 0.9700 |
C1—C2 | 1.492 (6) | C7—H7 | 0.9700 |
C3—C4 | 1.512 (5) | C7—H8 | 0.9700 |
C3—C8 | 1.493 (5) | C8—H9 | 0.9700 |
C4—C5 | 1.530 (4) | C8—H10 | 0.9700 |
C5—C6 | 1.525 (4) | C9—H11 | 0.9700 |
C5—C9 | 1.328 (4) | C10—H12 | 0.9700 |
C6—C7 | 1.557 (4) | C10—H13 | 0.9700 |
C6—C12 | 1.551 (4) | C11—H14 | 0.9700 |
C6—C22 | 1.539 (4) | C12—H15 | 0.9700 |
C7—C8 | 1.517 (4) | C13—H16 | 0.9700 |
C9—C10 | 1.481 (4) | C15—H17 | 0.9700 |
C10—C11 | 1.526 (4) | C15—H18 | 0.9701 |
C11—C12 | 1.540 (4) | C16—H19 | 0.9700 |
C11—C13 | 1.500 (4) | C16—H20 | 0.9700 |
C12—C16 | 1.541 (4) | C17—H21 | 0.9700 |
C13—C14 | 1.542 (4) | C17—H22 | 0.9700 |
C13—C17 | 1.528 (4) | C18—H23 | 0.9700 |
C14—C15 | 1.526 (4) | C21—H24 | 0.9700 |
C14—C19 | 1.521 (4) | C21—H25 | 0.9700 |
C14—C23 | 1.530 (5) | C21—H26 | 0.9700 |
C15—C16 | 1.535 (4) | C22—H27 | 0.9700 |
C17—C18 | 1.494 (4) | C22—H28 | 0.9700 |
C18—C19 | 1.322 (5) | C22—H29 | 0.9700 |
C19—C20 | 1.469 (5) | C23—H30 | 0.9700 |
C20—C21 | 1.506 (5) | C23—H31 | 0.9700 |
C1—H1 | 0.9700 | C23—H32 | 0.9700 |
C1—H2 | 0.9700 | | |
| | | |
O1—C2—O2 | 123.4 (4) | H6—C4—H5 | 109.4581 |
O1—C2—C1 | 123.8 (4) | C5—C9—H11 | 117.2772 |
O2—C2—C1 | 112.7 (4) | C6—C7—H7 | 107.7260 |
C3—O2—C2 | 118.3 (3) | C6—C7—H8 | 107.5649 |
O2—C3—C4 | 109.0 (3) | C6—C12—H15 | 106.2268 |
O2—C3—C8 | 108.5 (3) | C6—C22—H27 | 110.7042 |
O3—C20—C19 | 120.6 (3) | C6—C22—H29 | 108.1291 |
O3—C20—C21 | 120.0 (3) | C6—C22—H28 | 109.5705 |
C8—C3—C4 | 110.7 (3) | C7—C8—H9 | 110.0974 |
C3—C4—C5 | 110.7 (3) | C7—C8—H10 | 109.0440 |
C3—C8—C7 | 110.1 (3) | H7—C7—C8 | 109.1512 |
C4—C5—C6 | 116.4 (3) | H8—C7—C8 | 107.6298 |
C4—C5—C9 | 119.9 (3) | H8—C7—H7 | 109.4608 |
C5—C6—C7 | 108.6 (2) | H10—C8—H9 | 109.4567 |
C9—C5—C6 | 123.7 (3) | H11—C9—C10 | 118.0866 |
C5—C6—C22 | 108.8 (2) | C9—C10—H12 | 109.1496 |
C5—C6—C12 | 109.2 (2) | C9—C10—H13 | 108.3725 |
C5—C9—C10 | 124.6 (3) | H12—C10—C11 | 109.2479 |
C6—C7—C8 | 115.2 (3) | H13—C10—C11 | 107.3140 |
C22—C6—C7 | 109.1 (2) | C10—C11—H14 | 108.9563 |
C12—C6—C7 | 109.1 (2) | H13—C10—H12 | 109.4580 |
C22—C6—C12 | 112.0 (2) | H14—C11—C12 | 108.6269 |
C6—C12—C11 | 112.0 (2) | C11—C12—H15 | 105.0391 |
C6—C12—C16 | 114.3 (2) | H14—C11—C13 | 109.0421 |
C9—C10—C11 | 113.2 (2) | C11—C13—H16 | 105.1687 |
C10—C11—C12 | 109.8 (2) | H15—C12—C16 | 104.9594 |
C10—C11—C13 | 111.1 (2) | C12—C16—H19 | 108.6403 |
C11—C12—C16 | 113.3 (2) | C12—C16—H20 | 106.6685 |
C13—C11—C12 | 109.3 (2) | H16—C13—C14 | 105.6000 |
C11—C13—C14 | 114.8 (2) | H16—C13—C17 | 105.8782 |
C11—C13—C17 | 120.4 (2) | C13—C17—H21 | 110.9611 |
C12—C16—C15 | 115.2 (2) | C13—C17—H22 | 111.4779 |
C13—C14—C15 | 106.1 (2) | C14—C15—H17 | 108.9930 |
C13—C14—C19 | 99.6 (2) | C14—C15—H18 | 108.6432 |
C13—C14—C23 | 113.2 (2) | C14—C23—H31 | 109.6021 |
C17—C13—C14 | 103.7 (2) | C14—C23—H30 | 109.6832 |
C13—C17—C18 | 100.4 (2) | C14—C23—H32 | 109.1232 |
C19—C14—C15 | 121.2 (3) | H17—C15—C16 | 110.3561 |
C23—C14—C15 | 110.4 (2) | H18—C15—C16 | 108.5281 |
C14—C15—C16 | 110.8 (3) | C15—C16—H19 | 109.4308 |
C14—C19—C18 | 109.8 (3) | C15—C16—H20 | 107.2723 |
C14—C19—C20 | 124.6 (3) | H18—C15—H17 | 109.4513 |
C23—C14—C19 | 106.1 (3) | H20—C16—H19 | 109.4551 |
C17—C18—C19 | 112.7 (3) | H21—C17—C18 | 111.8782 |
C18—C19—C20 | 124.8 (3) | H22—C17—C18 | 112.4700 |
C19—C20—C21 | 119.4 (3) | C17—C18—H23 | 123.7834 |
O2—C3—H4 | 109.7674 | H22—C17—H21 | 109.4649 |
H1—C1—C2 | 108.4030 | H23—C18—C19 | 123.5630 |
H2—C1—C2 | 108.8086 | C20—C21—H24 | 108.0735 |
H3—C1—C2 | 111.1879 | C20—C21—H25 | 109.7601 |
H2—C1—H1 | 109.4700 | C20—C21—H26 | 110.5633 |
H3—C1—H1 | 109.4715 | H25—C21—H24 | 109.4713 |
H3—C1—H2 | 109.4725 | H26—C21—H24 | 109.4739 |
H4—C3—C4 | 108.9469 | H26—C21—H25 | 109.4751 |
C3—C4—H6 | 110.2664 | H29—C22—H27 | 109.4669 |
C3—C4—H5 | 107.0486 | H28—C22—H27 | 109.4700 |
H4—C3—C8 | 109.8698 | H29—C22—H28 | 109.4764 |
C3—C8—H9 | 110.0548 | H31—C23—H30 | 109.4705 |
C3—C8—H10 | 108.0981 | H32—C23—H30 | 109.4710 |
H6—C4—C5 | 109.8976 | H32—C23—H31 | 109.4768 |
H5—C4—C5 | 109.4012 | | |
| | | |
C3—O2—C2—O1 | −4.1 (6) | C13—C11—C12—C6 | −176.8 (2) |
C3—O2—C2—C1 | 176.2 (4) | C13—C11—C12—C16 | −45.6 (3) |
C2—O2—C3—C4 | −84.3 (3) | C10—C11—C13—C14 | 179.3 (2) |
C2—O2—C3—C8 | 155.1 (3) | C10—C11—C13—C17 | −55.5 (3) |
O2—C3—C4—C5 | −176.8 (3) | C12—C11—C13—C14 | 58.0 (3) |
C8—C3—C4—C5 | −57.5 (4) | C12—C11—C13—C17 | −176.8 (2) |
O2—C3—C8—C7 | 179.5 (3) | C6—C12—C16—C15 | 174.6 (3) |
C4—C3—C8—C7 | 59.9 (4) | C11—C12—C16—C15 | 44.7 (4) |
C3—C4—C5—C6 | 51.7 (4) | C11—C13—C14—C15 | −64.3 (3) |
C3—C4—C5—C9 | −128.4 (3) | C11—C13—C14—C19 | 169.1 (2) |
C4—C5—C6—C7 | −45.0 (3) | C11—C13—C14—C23 | 56.9 (3) |
C4—C5—C6—C12 | −163.9 (2) | C17—C13—C14—C15 | 162.2 (2) |
C4—C5—C6—C22 | 73.6 (3) | C17—C13—C14—C19 | 35.7 (3) |
C9—C5—C6—C7 | 135.0 (3) | C17—C13—C14—C23 | −76.6 (3) |
C9—C5—C6—C12 | 16.2 (4) | C11—C13—C17—C18 | −164.0 (3) |
C9—C5—C6—C22 | −106.4 (3) | C14—C13—C17—C18 | −33.8 (3) |
C4—C5—C9—C10 | −178.4 (3) | C13—C14—C15—C16 | 57.5 (3) |
C6—C5—C9—C10 | 1.6 (5) | C19—C14—C15—C16 | 169.7 (3) |
C5—C6—C7—C8 | 47.2 (3) | C23—C14—C15—C16 | −65.5 (3) |
C12—C6—C7—C8 | 166.1 (3) | C13—C14—C19—C18 | −24.8 (3) |
C22—C6—C7—C8 | −71.2 (3) | C13—C14—C19—C20 | 164.8 (3) |
C5—C6—C12—C11 | −46.9 (3) | C15—C14—C19—C18 | −140.3 (3) |
C5—C6—C12—C16 | −177.6 (2) | C15—C14—C19—C20 | 49.3 (4) |
C7—C6—C12—C11 | −165.5 (2) | C23—C14—C19—C18 | 92.9 (3) |
C7—C6—C12—C16 | 63.9 (3) | C23—C14—C19—C20 | −77.5 (4) |
C22—C6—C12—C11 | 73.6 (3) | C14—C15—C16—C12 | −51.5 (4) |
C22—C6—C12—C16 | −57.0 (3) | C13—C17—C18—C19 | 19.5 (4) |
C6—C7—C8—C3 | −56.2 (4) | C17—C18—C19—C14 | 3.7 (4) |
C5—C9—C10—C11 | 11.7 (4) | C17—C18—C19—C20 | 174.0 (3) |
C9—C10—C11—C12 | −41.7 (3) | C14—C19—C20—O3 | −3.9 (6) |
C9—C10—C11—C13 | −162.8 (2) | C14—C19—C20—C21 | 176.4 (3) |
C10—C11—C12—C6 | 61.2 (3) | C18—C19—C20—O3 | −172.9 (4) |
C10—C11—C12—C16 | −167.7 (2) | C18—C19—C20—C21 | 7.5 (6) |