All non-H atoms in the title compound, C
24H
26O
6, are almost coplanar, except for the two terminal C atoms of the butyl chain. An
R22(32) motif is formed by paired C—H
O hydrogen bonds. A chain along the
c axis is formed by propagation of the C—H
O hydrogen bonds. The motif interacts with others
via C—H
π interactions and C—H
O hydrogen bonds running along the
a axis. The combination of these short contacts generates a sheet in the
bc plane.
Supporting information
CCDC reference: 298381
Key indicators
- Single-crystal X-ray study
- T = 298 K
- Mean (C-C) = 0.007 Å
- R factor = 0.075
- wR factor = 0.259
- Data-to-parameter ratio = 15.1
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT222_ALERT_3_B Large Non-Solvent H Ueq(max)/Ueq(min) ... 4.03 Ratio
PLAT601_ALERT_2_B Structure Contains Solvent Accessible VOIDS of . 168.00 A 3
Alert level C
RFACR01_ALERT_3_C The value of the weighted R factor is > 0.25
Weighted R factor given 0.259
PLAT026_ALERT_3_C Ratio Observed / Unique Reflections too Low .... 41 Perc.
PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical . ?
PLAT084_ALERT_2_C High R2 Value .................................. 0.26
PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.41 Ratio
PLAT230_ALERT_2_C Hirshfeld Test Diff for O4 - C9 .. 5.52 su
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C9
PLAT340_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 7
PLAT480_ALERT_4_C Long H...A H-Bond Reported H24C .. O4 .. 2.68 Ang.
0 ALERT level A = In general: serious problem
2 ALERT level B = Potentially serious problem
9 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
4 ALERT type 3 Indicator that the structure quality may be low
1 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 2000); cell refinement: SMART; data reduction: SAINT (Bruker, 2000); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2000); software used to prepare material for publication: SHELXTL and WinGX (Version 1.7; Farrugia, 1999).
Butyl 3-[2-(3,4-dimethoxyphenyl)-7-methoxy-1-benzofuran-5-yl]-2-propenoate
top
Crystal data top
C24H26O6 | F(000) = 872 |
Mr = 410.45 | Dx = 1.151 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 1279 reflections |
a = 18.381 (5) Å | θ = 2.4–20.0° |
b = 4.8068 (13) Å | µ = 0.08 mm−1 |
c = 27.575 (7) Å | T = 298 K |
β = 103.655 (4)° | Neddle, colourless |
V = 2367.4 (11) Å3 | 0.52 × 0.23 × 0.18 mm |
Z = 4 | |
Data collection top
Bruker SMART CCD area-detector diffractometer | 4096 independent reflections |
Radiation source: fine-focus sealed tube | 1678 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.076 |
φ and ω scans | θmax = 25.0°, θmin = 3.7° |
Absorption correction: multi-scan (SADABS; Bruker, 2000) | h = −15→21 |
Tmin = 0.958, Tmax = 0.985 | k = −5→5 |
11615 measured reflections | l = −32→31 |
Refinement top
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)] = 0.075 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.259 | H-atom parameters constrained |
S = 1.00 | w = 1/[σ2(Fo2) + (0.0501P)2] where P = (Fo2 + 2Fc2)/3 |
4096 reflections | (Δ/σ)max < 0.001 |
271 parameters | Δρmax = 0.30 e Å−3 |
4 restraints | Δρmin = −0.28 e Å−3 |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
O1 | 0.16509 (14) | −0.0626 (6) | 0.10585 (9) | 0.0513 (8) | |
O2 | 0.27657 (18) | 0.3369 (8) | 0.11039 (11) | 0.0841 (11) | |
O3 | 0.2780 (2) | 0.8767 (9) | −0.13771 (12) | 0.0992 (13) | |
O4 | 0.1814 (2) | 0.6069 (9) | −0.17232 (15) | 0.1040 (14) | |
O5 | 0.14152 (18) | −0.6189 (7) | 0.25736 (9) | 0.0715 (10) | |
O6 | 0.02771 (18) | −0.9424 (6) | 0.22996 (10) | 0.0673 (9) | |
C1 | 0.1048 (2) | −0.2358 (8) | 0.08843 (13) | 0.0463 (10) | |
C2 | 0.0771 (2) | −0.1995 (9) | 0.03904 (14) | 0.0543 (11) | |
H2 | 0.0360 | −0.2911 | 0.0193 | 0.065* | |
C3 | 0.1218 (2) | 0.0037 (9) | 0.02259 (14) | 0.0499 (11) | |
C4 | 0.1248 (3) | 0.1263 (9) | −0.02260 (14) | 0.0590 (12) | |
H4 | 0.0894 | 0.0805 | −0.0516 | 0.071* | |
C5 | 0.1803 (2) | 0.3157 (9) | −0.02409 (14) | 0.0555 (12) | |
C6 | 0.2316 (2) | 0.3940 (10) | 0.01957 (16) | 0.0620 (13) | |
H6 | 0.2677 | 0.5273 | 0.0180 | 0.074* | |
C7 | 0.2300 (2) | 0.2770 (10) | 0.06533 (15) | 0.0588 (12) | |
C8 | 0.1747 (2) | 0.0843 (9) | 0.06537 (14) | 0.0503 (11) | |
C9 | 0.2266 (3) | 0.7000 (13) | −0.13594 (19) | 0.0757 (15) | |
C10 | 0.2283 (3) | 0.6112 (12) | −0.08418 (18) | 0.0783 (15) | |
H10 | 0.2637 | 0.6921 | −0.0583 | 0.094* | |
C11 | 0.1840 (3) | 0.4295 (10) | −0.07317 (17) | 0.0709 (14) | |
H11 | 0.1487 | 0.3584 | −0.1002 | 0.085* | |
C12 | 0.2824 (4) | 0.9734 (14) | −0.18584 (19) | 0.108 (2) | |
H12A | 0.2409 | 1.0972 | −0.1994 | 0.129* | |
H12B | 0.2804 | 0.8179 | −0.2085 | 0.129* | |
C13 | 0.3555 (4) | 1.1254 (16) | −0.1794 (3) | 0.125 (2) | |
H13A | 0.3581 | 1.2041 | −0.2113 | 0.151* | |
H13B | 0.3558 | 1.2789 | −0.1565 | 0.151* | |
C14 | 0.4233 (4) | 0.9562 (16) | −0.1606 (3) | 0.126 (2) | |
H14A | 0.4222 | 0.7978 | −0.1825 | 0.151* | |
H14B | 0.4224 | 0.8855 | −0.1277 | 0.151* | |
C15 | 0.4940 (4) | 1.1107 (18) | −0.1571 (3) | 0.156 (3) | |
H15A | 0.5357 | 0.9877 | −0.1457 | 0.234* | |
H15B | 0.4969 | 1.2617 | −0.1339 | 0.234* | |
H15C | 0.4952 | 1.1830 | −0.1893 | 0.234* | |
C16 | 0.3324 (3) | 0.5419 (12) | 0.1131 (2) | 0.0886 (17) | |
H16A | 0.3606 | 0.5601 | 0.1470 | 0.133* | |
H16B | 0.3092 | 0.7167 | 0.1017 | 0.133* | |
H16C | 0.3652 | 0.4884 | 0.0923 | 0.133* | |
C17 | 0.0837 (2) | −0.4174 (8) | 0.12524 (13) | 0.0457 (10) | |
C18 | 0.1252 (2) | −0.4246 (8) | 0.17435 (13) | 0.0480 (10) | |
H18 | 0.1668 | −0.3098 | 0.1844 | 0.058* | |
C19 | 0.1049 (2) | −0.6019 (9) | 0.20829 (13) | 0.0533 (11) | |
C20 | 0.0427 (2) | −0.7773 (9) | 0.19357 (14) | 0.0519 (11) | |
C21 | 0.0022 (2) | −0.7672 (9) | 0.14507 (14) | 0.0561 (12) | |
H21 | −0.0394 | −0.8816 | 0.1349 | 0.067* | |
C22 | 0.0223 (2) | −0.5893 (9) | 0.11110 (14) | 0.0545 (11) | |
H22 | −0.0059 | −0.5854 | 0.0783 | 0.065* | |
C23 | 0.1932 (3) | −0.4033 (11) | 0.27668 (17) | 0.0827 (16) | |
H23A | 0.2150 | −0.4376 | 0.3114 | 0.124* | |
H23B | 0.1675 | −0.2278 | 0.2731 | 0.124* | |
H23C | 0.2319 | −0.3987 | 0.2586 | 0.124* | |
C24 | −0.0364 (3) | −1.1204 (11) | 0.21625 (19) | 0.0823 (15) | |
H24A | −0.0414 | −1.2265 | 0.2448 | 0.123* | |
H24B | −0.0302 | −1.2444 | 0.1902 | 0.123* | |
H24C | −0.0805 | −1.0094 | 0.2046 | 0.123* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
O1 | 0.0501 (17) | 0.0567 (19) | 0.0415 (15) | −0.0061 (15) | 0.0000 (13) | 0.0066 (13) |
O2 | 0.072 (2) | 0.105 (3) | 0.0620 (19) | −0.037 (2) | −0.0104 (17) | 0.0200 (18) |
O3 | 0.111 (3) | 0.121 (3) | 0.068 (2) | −0.030 (3) | 0.025 (2) | 0.023 (2) |
O4 | 0.096 (3) | 0.129 (4) | 0.086 (3) | −0.028 (3) | 0.021 (2) | 0.032 (2) |
O5 | 0.085 (2) | 0.082 (2) | 0.0392 (16) | −0.0099 (19) | −0.0026 (15) | 0.0087 (15) |
O6 | 0.086 (2) | 0.065 (2) | 0.0516 (17) | −0.0077 (19) | 0.0178 (16) | 0.0099 (15) |
C1 | 0.050 (2) | 0.044 (3) | 0.041 (2) | 0.001 (2) | 0.0013 (18) | −0.0009 (18) |
C2 | 0.064 (3) | 0.053 (3) | 0.043 (2) | −0.014 (2) | 0.007 (2) | −0.007 (2) |
C3 | 0.054 (3) | 0.056 (3) | 0.038 (2) | −0.002 (2) | 0.0063 (19) | −0.0051 (19) |
C4 | 0.072 (3) | 0.063 (3) | 0.040 (2) | −0.006 (3) | 0.009 (2) | 0.000 (2) |
C5 | 0.062 (3) | 0.060 (3) | 0.045 (2) | 0.004 (2) | 0.015 (2) | 0.012 (2) |
C6 | 0.051 (3) | 0.070 (3) | 0.063 (3) | −0.007 (2) | 0.011 (2) | 0.014 (2) |
C7 | 0.046 (3) | 0.070 (3) | 0.054 (3) | −0.008 (2) | 0.000 (2) | 0.008 (2) |
C8 | 0.050 (3) | 0.055 (3) | 0.045 (2) | −0.001 (2) | 0.0086 (19) | 0.004 (2) |
C9 | 0.066 (3) | 0.102 (5) | 0.061 (3) | −0.006 (3) | 0.017 (3) | 0.011 (3) |
C10 | 0.078 (4) | 0.093 (4) | 0.062 (3) | −0.004 (3) | 0.014 (3) | 0.013 (3) |
C11 | 0.072 (3) | 0.080 (4) | 0.063 (3) | −0.002 (3) | 0.021 (3) | 0.009 (3) |
C12 | 0.125 (5) | 0.129 (5) | 0.068 (4) | −0.036 (4) | 0.020 (3) | 0.032 (3) |
C13 | 0.126 (6) | 0.145 (7) | 0.102 (5) | −0.019 (6) | 0.021 (4) | 0.048 (4) |
C14 | 0.138 (7) | 0.144 (7) | 0.105 (5) | −0.015 (6) | 0.049 (5) | 0.014 (4) |
C15 | 0.120 (6) | 0.199 (9) | 0.151 (7) | −0.059 (6) | 0.038 (5) | 0.022 (6) |
C16 | 0.072 (3) | 0.094 (4) | 0.089 (4) | −0.031 (3) | −0.002 (3) | 0.003 (3) |
C17 | 0.053 (3) | 0.043 (2) | 0.040 (2) | −0.001 (2) | 0.0081 (18) | 0.0002 (19) |
C18 | 0.052 (2) | 0.050 (3) | 0.037 (2) | −0.005 (2) | 0.0012 (18) | 0.0019 (19) |
C19 | 0.063 (3) | 0.059 (3) | 0.034 (2) | 0.006 (2) | 0.0015 (19) | 0.001 (2) |
C20 | 0.066 (3) | 0.051 (3) | 0.040 (2) | 0.002 (2) | 0.015 (2) | 0.004 (2) |
C21 | 0.066 (3) | 0.051 (3) | 0.048 (2) | −0.010 (2) | 0.008 (2) | −0.006 (2) |
C22 | 0.067 (3) | 0.054 (3) | 0.037 (2) | −0.006 (2) | 0.002 (2) | −0.001 (2) |
C23 | 0.094 (4) | 0.088 (4) | 0.051 (3) | −0.007 (3) | −0.013 (3) | −0.003 (3) |
C24 | 0.088 (4) | 0.081 (4) | 0.080 (3) | −0.016 (3) | 0.025 (3) | 0.017 (3) |
Geometric parameters (Å, º) top
O1—C8 | 1.367 (4) | C12—H12A | 0.9700 |
O1—C1 | 1.379 (4) | C12—H12B | 0.9700 |
O2—C7 | 1.362 (5) | C13—C14 | 1.476 (8) |
O2—C16 | 1.411 (5) | C13—H13A | 0.9700 |
O3—C9 | 1.280 (6) | C13—H13B | 0.9700 |
O3—C12 | 1.426 (5) | C14—C15 | 1.480 (8) |
O4—C9 | 1.227 (6) | C14—H14A | 0.9700 |
O5—C19 | 1.364 (4) | C14—H14B | 0.9700 |
O5—C23 | 1.422 (5) | C15—H15A | 0.9600 |
O6—C20 | 1.358 (5) | C15—H15B | 0.9600 |
O6—C24 | 1.433 (5) | C15—H15C | 0.9600 |
C1—C2 | 1.348 (5) | C16—H16A | 0.9600 |
C1—C17 | 1.459 (5) | C16—H16B | 0.9600 |
C2—C3 | 1.418 (5) | C16—H16C | 0.9600 |
C2—H2 | 0.9300 | C17—C22 | 1.378 (5) |
C3—C4 | 1.391 (6) | C17—C18 | 1.389 (5) |
C3—C8 | 1.395 (5) | C18—C19 | 1.381 (5) |
C4—C5 | 1.376 (6) | C18—H18 | 0.9300 |
C4—H4 | 0.9300 | C19—C20 | 1.401 (6) |
C5—C6 | 1.395 (6) | C20—C21 | 1.369 (5) |
C5—C11 | 1.476 (6) | C21—C22 | 1.382 (5) |
C6—C7 | 1.388 (6) | C21—H21 | 0.9300 |
C6—H6 | 0.9300 | C22—H22 | 0.9300 |
C7—C8 | 1.376 (6) | C23—H23A | 0.9600 |
C9—C10 | 1.483 (7) | C23—H23B | 0.9600 |
C10—C11 | 1.279 (6) | C23—H23C | 0.9600 |
C10—H10 | 0.9300 | C24—H24A | 0.9600 |
C11—H11 | 0.9300 | C24—H24B | 0.9600 |
C12—C13 | 1.503 (8) | C24—H24C | 0.9600 |
| | | |
C8—O1—C1 | 106.0 (3) | H13A—C13—H13B | 107.5 |
C7—O2—C16 | 119.1 (3) | C13—C14—C15 | 113.7 (7) |
C9—O3—C12 | 117.1 (4) | C13—C14—H14A | 108.8 |
C19—O5—C23 | 117.2 (3) | C15—C14—H14A | 108.8 |
C20—O6—C24 | 116.9 (3) | C13—C14—H14B | 108.8 |
C2—C1—O1 | 110.8 (3) | C15—C14—H14B | 108.8 |
C2—C1—C17 | 132.9 (4) | H14A—C14—H14B | 107.7 |
O1—C1—C17 | 116.3 (3) | C14—C15—H15A | 109.5 |
C1—C2—C3 | 107.6 (4) | C14—C15—H15B | 109.5 |
C1—C2—H2 | 126.2 | H15A—C15—H15B | 109.5 |
C3—C2—H2 | 126.2 | C14—C15—H15C | 109.5 |
C4—C3—C8 | 118.2 (4) | H15A—C15—H15C | 109.5 |
C4—C3—C2 | 136.6 (4) | H15B—C15—H15C | 109.5 |
C8—C3—C2 | 105.2 (3) | O2—C16—H16A | 109.5 |
C5—C4—C3 | 119.5 (4) | O2—C16—H16B | 109.5 |
C5—C4—H4 | 120.2 | H16A—C16—H16B | 109.5 |
C3—C4—H4 | 120.2 | O2—C16—H16C | 109.5 |
C4—C5—C6 | 120.6 (4) | H16A—C16—H16C | 109.5 |
C4—C5—C11 | 117.9 (4) | H16B—C16—H16C | 109.5 |
C6—C5—C11 | 121.6 (4) | C22—C17—C18 | 119.1 (3) |
C7—C6—C5 | 121.3 (4) | C22—C17—C1 | 119.8 (3) |
C7—C6—H6 | 119.3 | C18—C17—C1 | 121.2 (4) |
C5—C6—H6 | 119.3 | C19—C18—C17 | 120.1 (4) |
O2—C7—C8 | 116.5 (4) | C19—C18—H18 | 120.0 |
O2—C7—C6 | 126.9 (4) | C17—C18—H18 | 120.0 |
C8—C7—C6 | 116.6 (4) | O5—C19—C18 | 124.1 (4) |
O1—C8—C7 | 125.9 (4) | O5—C19—C20 | 115.4 (4) |
O1—C8—C3 | 110.3 (4) | C18—C19—C20 | 120.5 (3) |
C7—C8—C3 | 123.7 (4) | O6—C20—C21 | 125.7 (4) |
O4—C9—O3 | 125.1 (5) | O6—C20—C19 | 115.6 (3) |
O4—C9—C10 | 122.6 (5) | C21—C20—C19 | 118.7 (4) |
O3—C9—C10 | 112.3 (5) | C20—C21—C22 | 120.9 (4) |
C11—C10—C9 | 123.7 (5) | C20—C21—H21 | 119.6 |
C11—C10—H10 | 118.1 | C22—C21—H21 | 119.6 |
C9—C10—H10 | 118.1 | C17—C22—C21 | 120.7 (4) |
C10—C11—C5 | 129.8 (5) | C17—C22—H22 | 119.6 |
C10—C11—H11 | 115.1 | C21—C22—H22 | 119.6 |
C5—C11—H11 | 115.1 | O5—C23—H23A | 109.5 |
O3—C12—C13 | 107.0 (5) | O5—C23—H23B | 109.5 |
O3—C12—H12A | 110.3 | H23A—C23—H23B | 109.5 |
C13—C12—H12A | 110.3 | O5—C23—H23C | 109.5 |
O3—C12—H12B | 110.3 | H23A—C23—H23C | 109.5 |
C13—C12—H12B | 110.3 | H23B—C23—H23C | 109.5 |
H12A—C12—H12B | 108.6 | O6—C24—H24A | 109.5 |
C14—C13—C12 | 115.6 (6) | O6—C24—H24B | 109.5 |
C14—C13—H13A | 108.4 | H24A—C24—H24B | 109.5 |
C12—C13—H13A | 108.4 | O6—C24—H24C | 109.5 |
C14—C13—H13B | 108.4 | H24A—C24—H24C | 109.5 |
C12—C13—H13B | 108.4 | H24B—C24—H24C | 109.5 |
| | | |
C8—O1—C1—C2 | −0.3 (4) | O3—C9—C10—C11 | −177.7 (5) |
C8—O1—C1—C17 | 179.6 (3) | C9—C10—C11—C5 | 178.2 (5) |
O1—C1—C2—C3 | 1.1 (5) | C4—C5—C11—C10 | 177.9 (5) |
C17—C1—C2—C3 | −178.8 (4) | C6—C5—C11—C10 | −2.7 (8) |
C1—C2—C3—C4 | 177.7 (5) | C9—O3—C12—C13 | −167.9 (5) |
C1—C2—C3—C8 | −1.4 (5) | O3—C12—C13—C14 | 62.0 (8) |
C8—C3—C4—C5 | 1.7 (6) | C12—C13—C14—C15 | 177.2 (6) |
C2—C3—C4—C5 | −177.4 (5) | C2—C1—C17—C22 | −2.5 (7) |
C3—C4—C5—C6 | −2.6 (7) | O1—C1—C17—C22 | 177.6 (3) |
C3—C4—C5—C11 | 176.7 (4) | C2—C1—C17—C18 | 176.3 (4) |
C4—C5—C6—C7 | 2.3 (7) | O1—C1—C17—C18 | −3.6 (5) |
C11—C5—C6—C7 | −177.1 (4) | C22—C17—C18—C19 | −0.1 (6) |
C16—O2—C7—C8 | −177.3 (4) | C1—C17—C18—C19 | −178.8 (4) |
C16—O2—C7—C6 | 1.4 (7) | C23—O5—C19—C18 | 13.6 (6) |
C5—C6—C7—O2 | −179.6 (4) | C23—O5—C19—C20 | −165.6 (4) |
C5—C6—C7—C8 | −1.0 (7) | C17—C18—C19—O5 | −178.7 (4) |
C1—O1—C8—C7 | −178.2 (4) | C17—C18—C19—C20 | 0.5 (6) |
C1—O1—C8—C3 | −0.6 (4) | C24—O6—C20—C21 | −0.3 (6) |
O2—C7—C8—O1 | −3.9 (7) | C24—O6—C20—C19 | 178.9 (4) |
C6—C7—C8—O1 | 177.3 (4) | O5—C19—C20—O6 | −0.6 (5) |
O2—C7—C8—C3 | 178.8 (4) | C18—C19—C20—O6 | −179.9 (4) |
C6—C7—C8—C3 | 0.0 (7) | O5—C19—C20—C21 | 178.6 (4) |
C4—C3—C8—O1 | −178.1 (4) | C18—C19—C20—C21 | −0.6 (6) |
C2—C3—C8—O1 | 1.3 (4) | O6—C20—C21—C22 | 179.6 (4) |
C4—C3—C8—C7 | −0.4 (6) | C19—C20—C21—C22 | 0.4 (6) |
C2—C3—C8—C7 | 178.9 (4) | C18—C17—C22—C21 | −0.2 (6) |
C12—O3—C9—O4 | 0.5 (9) | C1—C17—C22—C21 | 178.6 (4) |
C12—O3—C9—C10 | 179.0 (5) | C20—C21—C22—C17 | 0.0 (6) |
O4—C9—C10—C11 | 0.9 (9) | | |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C18—H18···O1 | 0.93 | 2.46 | 2.790 (5) | 101 |
C23—H23A···O2i | 0.96 | 2.50 | 3.244 (5) | 134 |
C24—H24C···O4ii | 0.96 | 2.68 | 3.624 (7) | 167 |
Symmetry codes: (i) −x+1/2, y−1/2, −z+1/2; (ii) −x, −y, −z. |