organic compounds
In the title compound, C30H24O4, the chromone system is essentially planar. There are intermolecular C—HO and C—Hπ interactions in the crystal structure.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806024275/bh2025sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806024275/bh2025Isup2.hkl |
CCDC reference: 618120
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.005 Å
- R factor = 0.062
- wR factor = 0.153
- Data-to-parameter ratio = 14.8
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT026_ALERT_3_C Ratio Observed / Unique Reflections too Low .... 49 Perc. PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature 293 K PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature . 293 K PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.56 Ratio PLAT230_ALERT_2_C Hirshfeld Test Diff for C29 - C30 .. 6.49 su PLAT340_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 5 PLAT480_ALERT_4_C Long H...A H-Bond Reported H19 .. O2 .. 2.63 Ang. PLAT480_ALERT_4_C Long H...A H-Bond Reported H20 .. O2 .. 2.61 Ang. PLAT480_ALERT_4_C Long H...A H-Bond Reported H2 .. CGA .. 2.99 Ang. PLAT480_ALERT_4_C Long H...A H-Bond Reported H17A .. CGB .. 2.95 Ang.
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 10 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 2 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 4 ALERT type 4 Improvement, methodology, query or suggestion
Computing details top
Data collection: CAD-4 Software (Enraf–Nonius, 1989); cell refinement: CAD-4 Software; data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SHELXTL (Sheldrick, 1997); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2003).
8-Benzyl-5,7-bis(benzyloxy)-4H-benzopyran-4-one top
Crystal data top
C30H24O4 | F(000) = 944 |
Mr = 448.49 | Dx = 1.278 Mg m−3 |
Monoclinic, P21/c | Melting point: 433.2 K |
Hall symbol: -P 2ybc | Mo Kα radiation, λ = 0.71073 Å |
a = 9.723 (2) Å | Cell parameters from 25 reflections |
b = 9.746 (2) Å | θ = 10–13° |
c = 24.698 (5) Å | µ = 0.08 mm−1 |
β = 95.15 (3)° | T = 293 K |
V = 2330.9 (8) Å3 | Block, colourless |
Z = 4 | 0.35 × 0.32 × 0.21 mm |
Data collection top
Enraf–Nonius CAD-4 diffractometer | 2228 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.078 |
Graphite monochromator | θmax = 26.0°, θmin = 1.7° |
ω/2θ scans | h = 0→11 |
Absorption correction: ψ scan (XCAD4; Harms & Wocadlo, 1995) | k = 0→12 |
Tmin = 0.959, Tmax = 0.983 | l = −30→30 |
4828 measured reflections | 3 standard reflections every 200 reflections |
4549 independent reflections | intensity decay: none |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.062 | H-atom parameters constrained |
wR(F2) = 0.153 | w = 1/[σ2(Fo2) + (0.052P)2 + 0.32P] where P = (Fo2 + 2Fc2)/3 |
S = 1.00 | (Δ/σ)max < 0.001 |
4549 reflections | Δρmax = 0.17 e Å−3 |
308 parameters | Δρmin = −0.18 e Å−3 |
0 restraints | Extinction correction: SHELXTL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0250 (15) |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
O1 | 0.3663 (2) | 0.1266 (2) | 0.18037 (8) | 0.0656 (6) | |
O2 | 0.2169 (3) | 0.4154 (3) | 0.07149 (10) | 0.0917 (8) | |
O3 | 0.4033 (2) | 0.3326 (2) | 0.00707 (8) | 0.0592 (6) | |
O4 | 0.71410 (19) | −0.0221 (2) | 0.07821 (8) | 0.0574 (6) | |
C1 | 0.2616 (3) | 0.2137 (4) | 0.18976 (15) | 0.0754 (10) | |
H1 | 0.2234 | 0.2069 | 0.2228 | 0.090* | |
C2 | 0.2113 (4) | 0.3068 (4) | 0.15492 (16) | 0.0747 (10) | |
H2 | 0.1385 | 0.3615 | 0.1641 | 0.090* | |
C3 | 0.2649 (3) | 0.3271 (4) | 0.10326 (14) | 0.0624 (9) | |
C4 | 0.3799 (3) | 0.2359 (3) | 0.09280 (12) | 0.0493 (7) | |
C5 | 0.4509 (3) | 0.2410 (3) | 0.04556 (12) | 0.0469 (7) | |
C6 | 0.5621 (3) | 0.1555 (3) | 0.03970 (11) | 0.0484 (7) | |
H6 | 0.6086 | 0.1599 | 0.0084 | 0.058* | |
C7 | 0.6042 (3) | 0.0629 (3) | 0.08068 (12) | 0.0471 (7) | |
C8 | 0.5367 (3) | 0.0498 (3) | 0.12740 (11) | 0.0485 (7) | |
C9 | 0.4269 (3) | 0.1394 (3) | 0.13207 (12) | 0.0501 (8) | |
C10 | 0.4659 (3) | 0.3404 (3) | −0.04281 (12) | 0.0568 (8) | |
H10A | 0.4679 | 0.2502 | −0.0593 | 0.068* | |
H10B | 0.5600 | 0.3732 | −0.0362 | 0.068* | |
C11 | 0.3831 (3) | 0.4371 (3) | −0.08001 (13) | 0.0564 (8) | |
C12 | 0.2665 (3) | 0.5024 (3) | −0.06507 (14) | 0.0692 (9) | |
H12 | 0.2371 | 0.4871 | −0.0308 | 0.083* | |
C13 | 0.1926 (4) | 0.5910 (4) | −0.10101 (18) | 0.0865 (12) | |
H13 | 0.1137 | 0.6342 | −0.0908 | 0.104* | |
C14 | 0.2358 (5) | 0.6148 (4) | −0.1512 (2) | 0.0961 (14) | |
H14 | 0.1860 | 0.6738 | −0.1752 | 0.115* | |
C15 | 0.3523 (5) | 0.5519 (5) | −0.16639 (17) | 0.0960 (13) | |
H15 | 0.3822 | 0.5693 | −0.2004 | 0.115* | |
C16 | 0.4258 (4) | 0.4621 (4) | −0.13091 (15) | 0.0771 (10) | |
H16 | 0.5042 | 0.4186 | −0.1415 | 0.093* | |
C17 | 0.8062 (3) | 0.0011 (3) | 0.03703 (13) | 0.0637 (9) | |
H17A | 0.8312 | 0.0974 | 0.0358 | 0.076* | |
H17B | 0.7629 | −0.0253 | 0.0017 | 0.076* | |
C18 | 0.9324 (3) | −0.0855 (3) | 0.05192 (12) | 0.0504 (7) | |
C19 | 0.9383 (3) | −0.2170 (3) | 0.03252 (13) | 0.0618 (9) | |
H19 | 0.8651 | −0.2511 | 0.0096 | 0.074* | |
C20 | 1.0508 (4) | −0.2989 (3) | 0.04651 (14) | 0.0709 (10) | |
H20 | 1.0532 | −0.3883 | 0.0335 | 0.085* | |
C21 | 1.1592 (3) | −0.2485 (4) | 0.07952 (14) | 0.0700 (10) | |
H21 | 1.2356 | −0.3036 | 0.0890 | 0.084* | |
C22 | 1.1556 (4) | −0.1174 (4) | 0.09870 (14) | 0.0739 (10) | |
H22 | 1.2299 | −0.0832 | 0.1210 | 0.089* | |
C23 | 1.0415 (4) | −0.0351 (3) | 0.08495 (13) | 0.0652 (9) | |
H23 | 1.0390 | 0.0542 | 0.0981 | 0.078* | |
C24 | 0.5859 (3) | −0.0508 (3) | 0.17140 (12) | 0.0584 (8) | |
H24A | 0.5105 | −0.0708 | 0.1933 | 0.070* | |
H24B | 0.6120 | −0.1358 | 0.1547 | 0.070* | |
C25 | 0.7069 (4) | 0.0019 (3) | 0.20766 (12) | 0.0590 (8) | |
C26 | 0.8391 (4) | −0.0463 (4) | 0.20333 (14) | 0.0768 (10) | |
H26 | 0.8536 | −0.1136 | 0.1777 | 0.092* | |
C27 | 0.9495 (5) | 0.0034 (6) | 0.23623 (19) | 0.1049 (15) | |
H27 | 1.0376 | −0.0305 | 0.2326 | 0.126* | |
C28 | 0.9314 (7) | 0.1011 (6) | 0.2739 (2) | 0.120 (2) | |
H28 | 1.0062 | 0.1339 | 0.2962 | 0.144* | |
C29 | 0.8009 (7) | 0.1514 (5) | 0.27860 (18) | 0.1156 (17) | |
H29 | 0.7877 | 0.2194 | 0.3040 | 0.139* | |
C30 | 0.6889 (5) | 0.1014 (4) | 0.24576 (15) | 0.0860 (12) | |
H30 | 0.6010 | 0.1355 | 0.2496 | 0.103* |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
O1 | 0.0695 (15) | 0.0651 (15) | 0.0656 (15) | 0.0081 (12) | 0.0247 (12) | −0.0011 (11) |
O2 | 0.101 (2) | 0.0878 (19) | 0.0867 (19) | 0.0540 (16) | 0.0111 (15) | −0.0021 (15) |
O3 | 0.0611 (13) | 0.0569 (13) | 0.0591 (13) | 0.0160 (11) | 0.0027 (10) | 0.0093 (11) |
O4 | 0.0612 (13) | 0.0526 (13) | 0.0613 (13) | 0.0178 (11) | 0.0211 (11) | 0.0148 (10) |
C1 | 0.072 (2) | 0.082 (3) | 0.077 (3) | 0.009 (2) | 0.028 (2) | −0.019 (2) |
C2 | 0.068 (2) | 0.075 (3) | 0.083 (3) | 0.021 (2) | 0.015 (2) | −0.019 (2) |
C3 | 0.063 (2) | 0.058 (2) | 0.065 (2) | 0.0107 (18) | 0.0032 (18) | −0.0160 (18) |
C4 | 0.0481 (17) | 0.0431 (17) | 0.0569 (19) | 0.0057 (15) | 0.0050 (15) | −0.0096 (15) |
C5 | 0.0452 (17) | 0.0386 (16) | 0.0559 (19) | 0.0001 (14) | −0.0008 (14) | −0.0034 (14) |
C6 | 0.0530 (18) | 0.0446 (17) | 0.0484 (17) | 0.0070 (15) | 0.0093 (14) | 0.0038 (14) |
C7 | 0.0483 (17) | 0.0353 (16) | 0.0584 (19) | 0.0071 (14) | 0.0082 (15) | −0.0005 (14) |
C8 | 0.0514 (17) | 0.0449 (17) | 0.0499 (18) | 0.0019 (15) | 0.0081 (14) | 0.0040 (14) |
C9 | 0.0509 (18) | 0.0476 (18) | 0.0534 (19) | −0.0008 (15) | 0.0132 (15) | −0.0048 (15) |
C10 | 0.065 (2) | 0.0474 (18) | 0.057 (2) | 0.0051 (16) | 0.0028 (16) | 0.0029 (15) |
C11 | 0.058 (2) | 0.0437 (18) | 0.064 (2) | −0.0074 (16) | −0.0110 (16) | 0.0070 (16) |
C12 | 0.068 (2) | 0.056 (2) | 0.081 (2) | 0.0024 (19) | −0.0068 (19) | 0.0117 (18) |
C13 | 0.074 (3) | 0.077 (3) | 0.103 (3) | 0.012 (2) | −0.016 (2) | 0.020 (2) |
C14 | 0.096 (3) | 0.078 (3) | 0.107 (4) | −0.007 (3) | −0.033 (3) | 0.034 (3) |
C15 | 0.110 (3) | 0.099 (3) | 0.076 (3) | −0.015 (3) | −0.011 (3) | 0.029 (2) |
C16 | 0.085 (3) | 0.073 (2) | 0.072 (2) | −0.003 (2) | 0.000 (2) | 0.016 (2) |
C17 | 0.064 (2) | 0.063 (2) | 0.067 (2) | 0.0186 (18) | 0.0231 (17) | 0.0172 (17) |
C18 | 0.0519 (18) | 0.0493 (19) | 0.0516 (18) | 0.0087 (15) | 0.0135 (15) | 0.0098 (15) |
C19 | 0.058 (2) | 0.052 (2) | 0.075 (2) | 0.0057 (17) | 0.0022 (16) | −0.0051 (17) |
C20 | 0.075 (2) | 0.053 (2) | 0.086 (3) | 0.018 (2) | 0.013 (2) | −0.0028 (19) |
C21 | 0.055 (2) | 0.077 (3) | 0.080 (3) | 0.020 (2) | 0.0133 (18) | 0.021 (2) |
C22 | 0.062 (2) | 0.082 (3) | 0.075 (2) | −0.014 (2) | −0.0091 (18) | 0.012 (2) |
C23 | 0.079 (2) | 0.052 (2) | 0.066 (2) | 0.0007 (19) | 0.0098 (19) | 0.0009 (17) |
C24 | 0.068 (2) | 0.0504 (19) | 0.059 (2) | 0.0061 (17) | 0.0157 (17) | 0.0064 (16) |
C25 | 0.079 (2) | 0.053 (2) | 0.0462 (18) | 0.0013 (18) | 0.0086 (16) | 0.0126 (16) |
C26 | 0.077 (3) | 0.090 (3) | 0.063 (2) | −0.001 (2) | 0.007 (2) | 0.014 (2) |
C27 | 0.089 (3) | 0.144 (4) | 0.079 (3) | −0.027 (3) | −0.004 (3) | 0.032 (3) |
C28 | 0.145 (5) | 0.124 (5) | 0.083 (4) | −0.055 (4) | −0.034 (4) | 0.033 (3) |
C29 | 0.190 (5) | 0.083 (3) | 0.070 (3) | −0.009 (4) | −0.011 (4) | 0.003 (2) |
C30 | 0.120 (3) | 0.077 (3) | 0.059 (2) | 0.009 (2) | −0.006 (2) | 0.001 (2) |
Geometric parameters (Å, º) top
O1—C1 | 1.361 (4) | C15—C16 | 1.390 (5) |
O1—C9 | 1.382 (3) | C15—H15 | 0.9300 |
O2—C3 | 1.229 (4) | C16—H16 | 0.9300 |
O3—C5 | 1.355 (3) | C17—C18 | 1.507 (4) |
O3—C10 | 1.424 (3) | C17—H17A | 0.9700 |
O4—C7 | 1.358 (3) | C17—H17B | 0.9700 |
O4—C17 | 1.432 (3) | C18—C23 | 1.370 (4) |
C1—C2 | 1.315 (5) | C18—C19 | 1.371 (4) |
C1—H1 | 0.9300 | C19—C20 | 1.374 (4) |
C2—C3 | 1.435 (5) | C19—H19 | 0.9300 |
C2—H2 | 0.9300 | C20—C21 | 1.364 (4) |
C3—C4 | 1.469 (4) | C20—H20 | 0.9300 |
C4—C9 | 1.398 (4) | C21—C22 | 1.364 (5) |
C4—C5 | 1.409 (4) | C21—H21 | 0.9300 |
C5—C6 | 1.383 (4) | C22—C23 | 1.387 (4) |
C6—C7 | 1.390 (4) | C22—H22 | 0.9300 |
C6—H6 | 0.9300 | C23—H23 | 0.9300 |
C7—C8 | 1.384 (4) | C24—C25 | 1.503 (4) |
C8—C9 | 1.392 (4) | C24—H24A | 0.9700 |
C8—C24 | 1.509 (4) | C24—H24B | 0.9700 |
C10—C11 | 1.499 (4) | C25—C30 | 1.373 (4) |
C10—H10A | 0.9700 | C25—C26 | 1.382 (4) |
C10—H10B | 0.9700 | C26—C27 | 1.375 (5) |
C11—C12 | 1.379 (4) | C26—H26 | 0.9300 |
C11—C16 | 1.381 (4) | C27—C28 | 1.353 (6) |
C12—C13 | 1.391 (4) | C27—H27 | 0.9300 |
C12—H12 | 0.9300 | C28—C29 | 1.374 (6) |
C13—C14 | 1.363 (5) | C28—H28 | 0.9300 |
C13—H13 | 0.9300 | C29—C30 | 1.387 (6) |
C14—C15 | 1.370 (5) | C29—H29 | 0.9300 |
C14—H14 | 0.9300 | C30—H30 | 0.9300 |
C1—O1—C9 | 118.3 (3) | C11—C16—C15 | 120.3 (4) |
C5—O3—C10 | 119.8 (2) | C11—C16—H16 | 119.8 |
C7—O4—C17 | 118.7 (2) | C15—C16—H16 | 119.8 |
C2—C1—O1 | 124.0 (3) | O4—C17—C18 | 106.6 (2) |
C2—C1—H1 | 118.0 | O4—C17—H17A | 110.4 |
O1—C1—H1 | 118.0 | C18—C17—H17A | 110.4 |
C1—C2—C3 | 122.2 (3) | O4—C17—H17B | 110.4 |
C1—C2—H2 | 118.9 | C18—C17—H17B | 110.4 |
C3—C2—H2 | 118.9 | H17A—C17—H17B | 108.6 |
O2—C3—C2 | 121.1 (3) | C23—C18—C19 | 119.3 (3) |
O2—C3—C4 | 124.3 (3) | C23—C18—C17 | 120.9 (3) |
C2—C3—C4 | 114.6 (3) | C19—C18—C17 | 119.8 (3) |
C9—C4—C5 | 116.4 (3) | C18—C19—C20 | 120.8 (3) |
C9—C4—C3 | 119.4 (3) | C18—C19—H19 | 119.6 |
C5—C4—C3 | 124.1 (3) | C20—C19—H19 | 119.6 |
O3—C5—C6 | 123.0 (3) | C21—C20—C19 | 119.7 (3) |
O3—C5—C4 | 116.3 (2) | C21—C20—H20 | 120.1 |
C6—C5—C4 | 120.7 (3) | C19—C20—H20 | 120.1 |
C5—C6—C7 | 119.8 (3) | C22—C21—C20 | 120.2 (3) |
C5—C6—H6 | 120.1 | C22—C21—H21 | 119.9 |
C7—C6—H6 | 120.1 | C20—C21—H21 | 119.9 |
O4—C7—C8 | 114.5 (2) | C21—C22—C23 | 120.1 (3) |
O4—C7—C6 | 123.0 (3) | C21—C22—H22 | 119.9 |
C8—C7—C6 | 122.5 (3) | C23—C22—H22 | 119.9 |
C7—C8—C9 | 115.8 (3) | C18—C23—C22 | 119.9 (3) |
C7—C8—C24 | 121.1 (3) | C18—C23—H23 | 120.1 |
C9—C8—C24 | 122.9 (3) | C22—C23—H23 | 120.1 |
O1—C9—C8 | 113.9 (3) | C25—C24—C8 | 112.8 (2) |
O1—C9—C4 | 121.4 (3) | C25—C24—H24A | 109.0 |
C8—C9—C4 | 124.7 (3) | C8—C24—H24A | 109.0 |
O3—C10—C11 | 108.5 (2) | C25—C24—H24B | 109.0 |
O3—C10—H10A | 110.0 | C8—C24—H24B | 109.0 |
C11—C10—H10A | 110.0 | H24A—C24—H24B | 107.8 |
O3—C10—H10B | 110.0 | C30—C25—C26 | 118.0 (4) |
C11—C10—H10B | 110.0 | C30—C25—C24 | 120.6 (3) |
H10A—C10—H10B | 108.4 | C26—C25—C24 | 121.4 (3) |
C12—C11—C16 | 119.0 (3) | C27—C26—C25 | 121.1 (4) |
C12—C11—C10 | 122.4 (3) | C27—C26—H26 | 119.4 |
C16—C11—C10 | 118.7 (3) | C25—C26—H26 | 119.4 |
C11—C12—C13 | 120.4 (4) | C28—C27—C26 | 120.7 (5) |
C11—C12—H12 | 119.8 | C28—C27—H27 | 119.6 |
C13—C12—H12 | 119.8 | C26—C27—H27 | 119.6 |
C14—C13—C12 | 120.1 (4) | C27—C28—C29 | 119.2 (5) |
C14—C13—H13 | 119.9 | C27—C28—H28 | 120.4 |
C12—C13—H13 | 119.9 | C29—C28—H28 | 120.4 |
C13—C14—C15 | 120.2 (4) | C28—C29—C30 | 120.5 (5) |
C13—C14—H14 | 119.9 | C28—C29—H29 | 119.7 |
C15—C14—H14 | 119.9 | C30—C29—H29 | 119.7 |
C14—C15—C16 | 120.0 (4) | C25—C30—C29 | 120.5 (4) |
C14—C15—H15 | 120.0 | C25—C30—H30 | 119.8 |
C16—C15—H15 | 120.0 | C29—C30—H30 | 119.8 |
C9—O1—C1—C2 | 2.2 (5) | C5—O3—C10—C11 | 173.4 (2) |
O1—C1—C2—C3 | −1.2 (6) | O3—C10—C11—C12 | −0.4 (4) |
C1—C2—C3—O2 | −179.5 (3) | O3—C10—C11—C16 | 179.2 (3) |
C1—C2—C3—C4 | −0.1 (5) | C16—C11—C12—C13 | 0.5 (5) |
O2—C3—C4—C9 | 179.6 (3) | C10—C11—C12—C13 | −179.8 (3) |
C2—C3—C4—C9 | 0.3 (4) | C11—C12—C13—C14 | −0.5 (5) |
O2—C3—C4—C5 | 1.5 (5) | C12—C13—C14—C15 | −0.2 (6) |
C2—C3—C4—C5 | −177.9 (3) | C13—C14—C15—C16 | 0.9 (6) |
C10—O3—C5—C6 | 2.1 (4) | C12—C11—C16—C15 | 0.1 (5) |
C10—O3—C5—C4 | −177.5 (2) | C10—C11—C16—C15 | −179.6 (3) |
C9—C4—C5—O3 | 178.6 (2) | C14—C15—C16—C11 | −0.9 (6) |
C3—C4—C5—O3 | −3.2 (4) | C7—O4—C17—C18 | 167.4 (2) |
C9—C4—C5—C6 | −1.0 (4) | O4—C17—C18—C23 | −89.1 (3) |
C3—C4—C5—C6 | 177.2 (3) | O4—C17—C18—C19 | 90.5 (3) |
O3—C5—C6—C7 | −179.3 (2) | C23—C18—C19—C20 | 1.1 (5) |
C4—C5—C6—C7 | 0.3 (4) | C17—C18—C19—C20 | −178.6 (3) |
C17—O4—C7—C8 | −168.2 (3) | C18—C19—C20—C21 | −0.9 (5) |
C17—O4—C7—C6 | 12.0 (4) | C19—C20—C21—C22 | 0.2 (5) |
C5—C6—C7—O4 | −178.6 (3) | C20—C21—C22—C23 | 0.4 (5) |
C5—C6—C7—C8 | 1.6 (4) | C19—C18—C23—C22 | −0.5 (5) |
O4—C7—C8—C9 | 177.6 (2) | C17—C18—C23—C22 | 179.1 (3) |
C6—C7—C8—C9 | −2.6 (4) | C21—C22—C23—C18 | −0.2 (5) |
O4—C7—C8—C24 | 0.8 (4) | C7—C8—C24—C25 | 79.8 (3) |
C6—C7—C8—C24 | −179.4 (3) | C9—C8—C24—C25 | −96.7 (3) |
C1—O1—C9—C8 | 177.4 (3) | C8—C24—C25—C30 | 74.3 (4) |
C1—O1—C9—C4 | −2.0 (4) | C8—C24—C25—C26 | −104.8 (3) |
C7—C8—C9—O1 | −177.4 (2) | C30—C25—C26—C27 | 0.1 (5) |
C24—C8—C9—O1 | −0.7 (4) | C24—C25—C26—C27 | 179.3 (3) |
C7—C8—C9—C4 | 2.0 (4) | C25—C26—C27—C28 | 0.1 (6) |
C24—C8—C9—C4 | 178.6 (3) | C26—C27—C28—C29 | −0.5 (7) |
C5—C4—C9—O1 | 179.1 (2) | C27—C28—C29—C30 | 0.8 (7) |
C3—C4—C9—O1 | 0.8 (4) | C26—C25—C30—C29 | 0.1 (5) |
C5—C4—C9—C8 | −0.2 (4) | C24—C25—C30—C29 | −179.0 (3) |
C3—C4—C9—C8 | −178.5 (3) | C28—C29—C30—C25 | −0.6 (6) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C19—H19···O2i | 0.93 | 2.63 | 3.453 (3) | 148 |
C20—H20···O2ii | 0.93 | 2.61 | 3.250 (3) | 127 |
C2—H2···Cg(A)iii | 0.93 | 2.99 | 3.545 (4) | 120 |
C17—H17A···Cg(B)iv | 0.97 | 2.95 | 3.430 (3) | 112 |
Symmetry codes: (i) −x+1, −y, −z; (ii) x+1, y−1, z; (iii) −x+1, y+1/2, −z+1/2; (iv) −x+2, −y, −z. |