4-{[8-(4-Acetyl-oxybenzo-yl)-2,7-dimeth-oxy-naphthalen-1-yl]carbon-yl}phenyl acetate.

In the mol-ecule of the title compound, C(30)H(24)O(8), the two 4-acet-oxy-benzoyl groups at the 1- and 8-positions of the naphthalene ring system are aligned almost anti-parallel, and the two benzene rings make a dihedral angle of 54.21 (9)°. The dihedral angles between the benzene rings and the naphthalene ring system are 63.63 (8) and 78.54 (8)°.

Related literature

For formation reactions of aroylated naphthalene compounds via electrophilic aromatic substitution of naphthalene derivatives, see: Okamoto et al. (2009 ▶, 2011 ▶). For the structures of closely related compounds, see: Hijikata et al. (2010 ▶); Muto, Kato et al. (2010 ▶); Sasagawa, Hijikata et al. (2011 ▶); Sasagawa, Muto et al. (2011 ▶); Muto, Sasagawa et al. (2012 ▶).

Experimental

Crystal data

C30H24O8

M = 512.49

Monoclinic,

a = 44.115 (6) Å

b = 7.9710 (9) Å

c = 15.035 (4) Å

β = 99.439 (16)°

V = 5215.2 (15) Å3

Z = 8

Cu Kα radiation

μ = 0.79 mm−1

T = 193 K

0.60 × 0.20 × 0.05 mm

Data collection

Rigaku R-AXIS RAPID diffractometer

Absorption correction: numerical (NUMABS; Higashi, 1999 ▶) T min = 0.649, T max = 0.962

44265 measured reflections

4760 independent reflections

3547 reflections with I > 2σ(I)

R int = 0.024

Refinement

R[F 2 > 2σ(F 2)] = 0.041

wR(F 2) = 0.127

S = 1.11

4760 reflections

348 parameters

H-atom parameters constrained

Δρmax = 0.21 e Å−3

Δρmin = −0.23 e Å−3

Data collection: PROCESS-AUTO (Rigaku, 1998 ▶); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku, 2010 ▶); program(s) used to solve structure: SIR2004 (Burla et al., 2005 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEPIII (Burnett & Johnson, 1996 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S160053681203228X/pk2431sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S160053681203228X/pk2431Isup2.hkl

Supplementary material file. DOI: 10.1107/S160053681203228X/pk2431Isup3.cml

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

C30H24O8	F(000) = 2144
Mr = 512.49	Dx = 1.305 Mg m−3
Monoclinic, C2/c	Melting point = 436.9–434.4 K
Hall symbol: -C 2yc	Cu Kα radiation, λ = 1.54178 Å
a = 44.115 (6) Å	Cell parameters from 2415 reflections
b = 7.9710 (9) Å	θ = 3.0–66.9°
c = 15.035 (4) Å	µ = 0.79 mm−1
β = 99.439 (16)°	T = 193 K
V = 5215.2 (15) Å3	Platelet, colorless
Z = 8	0.60 × 0.20 × 0.05 mm

Rigaku R-AXIS RAPID diffractometer	4760 independent reflections
Radiation source: rotating anode	3547 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.024
Detector resolution: 10.000 pixels mm-1	θmax = 68.1°, θmin = 4.1°
ω scans	h = −52→51
Absorption correction: numerical (NUMABS; Higashi, 1999)	k = −9→9
Tmin = 0.649, Tmax = 0.962	l = −18→18
44265 measured reflections

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)] = 0.041	H-atom parameters constrained
wR(F2) = 0.127	w = 1/[σ2(Fo2) + (0.0509P)2 + 3.8146P] where P = (Fo2 + 2Fc2)/3
S = 1.11	(Δ/σ)max = 0.003
4760 reflections	Δρmax = 0.21 e Å−3
348 parameters	Δρmin = −0.23 e Å−3
0 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.00093 (6)

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	0.67019 (4)	−0.50504 (18)	0.69478 (11)	0.0666 (4)
O2	0.57758 (4)	0.0498 (2)	0.38430 (9)	0.0684 (4)
O3	0.60948 (3)	−0.21880 (19)	0.69000 (9)	0.0577 (4)
O4	0.63836 (3)	0.07349 (17)	0.58412 (9)	0.0530 (3)
O5	0.73159 (3)	0.02768 (17)	0.94108 (10)	0.0600 (4)
O6	0.50983 (3)	0.3687 (2)	0.63806 (10)	0.0713 (5)
O7	0.72389 (4)	−0.1669 (2)	1.04398 (11)	0.0749 (5)
O8	0.48041 (4)	0.3266 (2)	0.50231 (13)	0.0765 (5)
C1	0.65066 (5)	−0.5185 (3)	0.44900 (17)	0.0674 (6)
H1	0.6537	−0.5870	0.3995	0.081*
C2	0.61596 (5)	−0.3398 (3)	0.34495 (14)	0.0663 (6)
H2	0.6187	−0.4115	0.2964	0.080*
C3	0.66475 (5)	−0.5624 (3)	0.53323 (18)	0.0662 (6)
H3	0.6775	−0.6588	0.5423	0.079*
C4	0.63189 (5)	−0.3764 (3)	0.43240 (15)	0.0577 (5)
C5	0.59705 (5)	−0.2061 (3)	0.32843 (14)	0.0647 (6)
H5	0.5858	−0.1876	0.2697	0.078*
C6	0.65994 (5)	−0.4615 (3)	0.60696 (15)	0.0556 (5)
C7	0.62858 (4)	−0.2672 (3)	0.50575 (12)	0.0493 (5)
C8	0.59414 (5)	−0.0946 (3)	0.39916 (13)	0.0547 (5)
C9	0.64307 (4)	−0.3145 (2)	0.59433 (13)	0.0488 (5)
C10	0.61025 (4)	−0.1195 (2)	0.48571 (12)	0.0474 (4)
C11	0.68463 (6)	−0.6645 (3)	0.71381 (19)	0.0754 (7)
H11A	0.6885	−0.6830	0.7791	0.090*
H11B	0.7041	−0.6667	0.6907	0.090*
H11C	0.6711	−0.7532	0.6847	0.090*
C12	0.55560 (6)	0.0640 (4)	0.30369 (15)	0.0797 (7)
H12A	0.5663	0.0748	0.2518	0.096*
H12B	0.5428	0.1633	0.3074	0.096*
H12C	0.5426	−0.0364	0.2964	0.096*
C13	0.63614 (4)	−0.2268 (2)	0.67754 (12)	0.0477 (4)
C14	0.61272 (4)	0.0255 (2)	0.54981 (12)	0.0454 (4)
C15	0.69160 (5)	−0.1424 (3)	0.72838 (14)	0.0544 (5)
H15	0.6964	−0.1745	0.6714	0.065*
C16	0.71455 (5)	−0.0820 (3)	0.79466 (14)	0.0573 (5)
H16	0.7350	−0.0725	0.7833	0.069*
C17	0.66159 (4)	−0.1561 (2)	0.74484 (12)	0.0451 (4)
C18	0.70746 (5)	−0.0359 (2)	0.87711 (13)	0.0511 (5)
C19	0.65498 (5)	−0.1042 (2)	0.82785 (13)	0.0495 (5)
H19	0.6344	−0.1107	0.8391	0.059*
C20	0.67777 (5)	−0.0431 (3)	0.89443 (14)	0.0537 (5)
H20	0.6730	−0.0070	0.9508	0.064*
C21	0.55710 (4)	0.0299 (3)	0.56628 (12)	0.0517 (5)
H21	0.5555	−0.0848	0.5490	0.062*
C22	0.58486 (4)	0.1138 (2)	0.56932 (11)	0.0453 (4)
C23	0.53169 (5)	0.1133 (3)	0.58840 (13)	0.0574 (5)
H23	0.5128	0.0560	0.5879	0.069*
C24	0.58705 (5)	0.2828 (3)	0.59350 (12)	0.0501 (5)
H24	0.6061	0.3399	0.5961	0.060*
C25	0.53453 (5)	0.2814 (3)	0.61117 (13)	0.0568 (5)
C26	0.56166 (5)	0.3679 (3)	0.61376 (13)	0.0557 (5)
H26	0.5630	0.4835	0.6291	0.067*
C27	0.73804 (5)	−0.0490 (3)	1.02320 (15)	0.0575 (5)
C28	0.76456 (5)	0.0327 (3)	1.08052 (16)	0.0713 (6)
H28A	0.7587	0.1460	1.0965	0.086*
H28B	0.7819	0.0392	1.0473	0.086*
H28C	0.7706	−0.0333	1.1356	0.086*
C29	0.48345 (5)	0.3866 (3)	0.57648 (19)	0.0667 (6)
C30	0.46120 (6)	0.4943 (4)	0.6140 (2)	0.0937 (9)
H30A	0.4635	0.4768	0.6793	0.112*
H30B	0.4402	0.4649	0.5859	0.112*
H30C	0.4652	0.6123	0.6017	0.112*

	U11	U22	U33	U12	U13	U23
O1	0.0778 (10)	0.0442 (8)	0.0766 (11)	0.0067 (7)	0.0087 (8)	−0.0012 (7)
O2	0.0918 (11)	0.0719 (10)	0.0371 (8)	0.0067 (9)	−0.0022 (7)	−0.0024 (7)
O3	0.0519 (8)	0.0720 (10)	0.0501 (8)	−0.0014 (7)	0.0106 (6)	−0.0031 (7)
O4	0.0542 (8)	0.0500 (8)	0.0525 (8)	−0.0057 (6)	0.0020 (6)	−0.0068 (6)
O5	0.0662 (9)	0.0515 (8)	0.0579 (9)	−0.0124 (7)	−0.0027 (7)	−0.0004 (7)
O6	0.0650 (9)	0.0921 (12)	0.0572 (9)	0.0241 (8)	0.0109 (7)	0.0053 (8)
O7	0.0694 (10)	0.0795 (11)	0.0707 (10)	−0.0193 (9)	−0.0040 (8)	0.0163 (9)
O8	0.0638 (10)	0.0704 (11)	0.0880 (13)	−0.0015 (8)	−0.0094 (9)	0.0064 (9)
C1	0.0698 (14)	0.0650 (14)	0.0716 (16)	−0.0075 (12)	0.0239 (12)	−0.0233 (12)
C2	0.0724 (14)	0.0812 (16)	0.0477 (12)	−0.0163 (13)	0.0172 (11)	−0.0253 (11)
C3	0.0625 (13)	0.0501 (12)	0.0892 (18)	−0.0022 (10)	0.0220 (12)	−0.0146 (12)
C4	0.0594 (12)	0.0574 (12)	0.0603 (13)	−0.0092 (10)	0.0213 (10)	−0.0180 (10)
C5	0.0711 (14)	0.0807 (16)	0.0423 (11)	−0.0103 (13)	0.0090 (10)	−0.0139 (11)
C6	0.0560 (11)	0.0474 (11)	0.0632 (13)	−0.0043 (9)	0.0096 (10)	−0.0061 (10)
C7	0.0523 (10)	0.0518 (11)	0.0456 (11)	−0.0108 (9)	0.0132 (8)	−0.0090 (9)
C8	0.0615 (12)	0.0643 (13)	0.0393 (10)	−0.0108 (10)	0.0109 (9)	−0.0074 (9)
C9	0.0491 (10)	0.0440 (10)	0.0543 (11)	−0.0061 (8)	0.0117 (9)	−0.0067 (8)
C10	0.0545 (11)	0.0512 (11)	0.0377 (10)	−0.0081 (9)	0.0107 (8)	−0.0060 (8)
C11	0.0712 (15)	0.0450 (12)	0.0991 (19)	0.0075 (11)	−0.0183 (13)	−0.0118 (12)
C12	0.0871 (17)	0.100 (2)	0.0459 (13)	0.0052 (15)	−0.0069 (12)	−0.0032 (12)
C13	0.0539 (11)	0.0444 (10)	0.0453 (10)	0.0006 (8)	0.0090 (8)	0.0037 (8)
C14	0.0552 (11)	0.0450 (10)	0.0353 (9)	−0.0050 (8)	0.0057 (8)	0.0006 (8)
C15	0.0583 (11)	0.0536 (12)	0.0524 (12)	−0.0067 (9)	0.0125 (9)	−0.0041 (9)
C16	0.0560 (11)	0.0577 (12)	0.0589 (13)	−0.0107 (10)	0.0114 (10)	−0.0020 (10)
C17	0.0515 (10)	0.0363 (9)	0.0467 (10)	0.0013 (8)	0.0055 (8)	0.0026 (8)
C18	0.0577 (11)	0.0397 (10)	0.0526 (11)	−0.0037 (9)	−0.0012 (9)	0.0000 (8)
C19	0.0527 (11)	0.0452 (10)	0.0502 (11)	0.0048 (8)	0.0070 (9)	−0.0006 (8)
C20	0.0616 (12)	0.0497 (11)	0.0488 (11)	0.0037 (9)	0.0058 (9)	−0.0044 (9)
C21	0.0589 (12)	0.0564 (12)	0.0379 (10)	−0.0024 (9)	0.0025 (8)	0.0008 (9)
C22	0.0524 (10)	0.0516 (11)	0.0300 (9)	−0.0001 (8)	0.0006 (7)	−0.0009 (8)
C23	0.0538 (11)	0.0736 (15)	0.0438 (11)	−0.0015 (10)	0.0049 (9)	0.0069 (10)
C24	0.0559 (11)	0.0530 (11)	0.0388 (10)	−0.0006 (9)	0.0000 (8)	0.0015 (8)
C25	0.0597 (12)	0.0694 (14)	0.0404 (11)	0.0152 (11)	0.0055 (9)	0.0053 (10)
C26	0.0642 (13)	0.0551 (12)	0.0449 (11)	0.0084 (10)	0.0004 (9)	0.0005 (9)
C27	0.0588 (12)	0.0546 (12)	0.0567 (13)	−0.0021 (10)	0.0023 (10)	−0.0029 (10)
C28	0.0694 (14)	0.0717 (15)	0.0671 (15)	−0.0109 (12)	−0.0056 (11)	−0.0074 (12)
C29	0.0533 (12)	0.0697 (15)	0.0782 (17)	0.0033 (11)	0.0141 (12)	0.0230 (13)
C30	0.0704 (16)	0.107 (2)	0.110 (2)	0.0262 (16)	0.0331 (15)	0.0328 (18)

O1—C6	1.369 (3)	C12—H12B	0.9800
O1—C11	1.430 (3)	C12—H12C	0.9800
O2—C8	1.362 (3)	C13—C17	1.493 (3)
O2—C12	1.427 (3)	C14—C22	1.487 (3)
O3—C13	1.223 (2)	C15—C16	1.385 (3)
O4—C14	1.225 (2)	C15—C17	1.390 (3)
O5—C27	1.365 (3)	C15—H15	0.9500
O5—C18	1.407 (2)	C16—C18	1.377 (3)
O6—C29	1.371 (3)	C16—H16	0.9500
O6—C25	1.407 (2)	C17—C19	1.390 (3)
O7—C27	1.198 (3)	C18—C20	1.378 (3)
O8—C29	1.200 (3)	C19—C20	1.385 (3)
C1—C3	1.362 (3)	C19—H19	0.9500
C1—C4	1.402 (3)	C20—H20	0.9500
C1—H1	0.9500	C21—C23	1.390 (3)
C2—C5	1.351 (3)	C21—C22	1.389 (3)
C2—C4	1.416 (3)	C21—H21	0.9500
C2—H2	0.9500	C22—C24	1.395 (3)
C3—C6	1.413 (3)	C23—C25	1.384 (3)
C3—H3	0.9500	C23—H23	0.9500
C4—C7	1.431 (3)	C24—C26	1.385 (3)
C5—C8	1.408 (3)	C24—H24	0.9500
C5—H5	0.9500	C25—C26	1.376 (3)
C6—C9	1.384 (3)	C26—H26	0.9500
C7—C9	1.430 (3)	C27—C28	1.485 (3)
C7—C10	1.432 (3)	C28—H28A	0.9800
C8—C10	1.391 (3)	C28—H28B	0.9800
C9—C13	1.508 (3)	C28—H28C	0.9800
C10—C14	1.498 (3)	C29—C30	1.483 (4)
C11—H11A	0.9800	C30—H30A	0.9800
C11—H11B	0.9800	C30—H30B	0.9800
C11—H11C	0.9800	C30—H30C	0.9800
C12—H12A	0.9800
C6—O1—C11	118.99 (18)	C16—C15—H15	119.9
C8—O2—C12	118.56 (18)	C17—C15—H15	119.9
C27—O5—C18	118.60 (16)	C18—C16—C15	119.55 (19)
C29—O6—C25	117.98 (18)	C18—C16—H16	120.2
C3—C1—C4	122.6 (2)	C15—C16—H16	120.2
C3—C1—H1	118.7	C15—C17—C19	118.83 (18)
C4—C1—H1	118.7	C15—C17—C13	122.76 (17)
C5—C2—C4	122.0 (2)	C19—C17—C13	118.41 (17)
C5—C2—H2	119.0	C16—C18—C20	121.49 (18)
C4—C2—H2	119.0	C16—C18—O5	116.96 (18)
C1—C3—C6	118.6 (2)	C20—C18—O5	121.46 (18)
C1—C3—H3	120.7	C20—C19—C17	121.27 (19)
C6—C3—H3	120.7	C20—C19—H19	119.4
C1—C4—C2	121.4 (2)	C17—C19—H19	119.4
C1—C4—C7	119.1 (2)	C18—C20—C19	118.53 (19)
C2—C4—C7	119.5 (2)	C18—C20—H20	120.7
C2—C5—C8	119.3 (2)	C19—C20—H20	120.7
C2—C5—H5	120.3	C23—C21—C22	120.2 (2)
C8—C5—H5	120.3	C23—C21—H21	119.9
O1—C6—C9	115.61 (18)	C22—C21—H21	119.9
O1—C6—C3	122.9 (2)	C21—C22—C24	119.76 (18)
C9—C6—C3	121.4 (2)	C21—C22—C14	121.26 (18)
C4—C7—C9	118.11 (19)	C24—C22—C14	118.96 (17)
C4—C7—C10	117.59 (18)	C25—C23—C21	118.6 (2)
C9—C7—C10	124.28 (17)	C25—C23—H23	120.7
O2—C8—C10	116.90 (17)	C21—C23—H23	120.7
O2—C8—C5	121.51 (19)	C26—C24—C22	120.43 (19)
C10—C8—C5	121.3 (2)	C26—C24—H24	119.8
C6—C9—C7	119.92 (18)	C22—C24—H24	119.8
C6—C9—C13	117.15 (18)	C26—C25—C23	122.3 (2)
C7—C9—C13	122.02 (17)	C26—C25—O6	117.1 (2)
C8—C10—C7	119.91 (17)	C23—C25—O6	120.5 (2)
C8—C10—C14	117.62 (18)	C25—C26—C24	118.7 (2)
C7—C10—C14	121.36 (16)	C25—C26—H26	120.7
O1—C11—H11A	109.5	C24—C26—H26	120.7
O1—C11—H11B	109.5	O7—C27—O5	123.17 (19)
H11A—C11—H11B	109.5	O7—C27—C28	126.0 (2)
O1—C11—H11C	109.5	O5—C27—C28	110.85 (19)
H11A—C11—H11C	109.5	C27—C28—H28A	109.5
H11B—C11—H11C	109.5	C27—C28—H28B	109.5
O2—C12—H12A	109.5	H28A—C28—H28B	109.5
O2—C12—H12B	109.5	C27—C28—H28C	109.5
H12A—C12—H12B	109.5	H28A—C28—H28C	109.5
O2—C12—H12C	109.5	H28B—C28—H28C	109.5
H12A—C12—H12C	109.5	O8—C29—O6	122.6 (2)
H12B—C12—H12C	109.5	O8—C29—C30	127.1 (2)
O3—C13—C17	120.79 (17)	O6—C29—C30	110.2 (2)
O3—C13—C9	118.83 (17)	C29—C30—H30A	109.5
C17—C13—C9	120.35 (16)	C29—C30—H30B	109.5
O4—C14—C22	120.38 (17)	H30A—C30—H30B	109.5
O4—C14—C10	118.46 (17)	C29—C30—H30C	109.5
C22—C14—C10	121.13 (16)	H30A—C30—H30C	109.5
C16—C15—C17	120.28 (19)	H30B—C30—H30C	109.5
C4—C1—C3—C6	0.8 (3)	C7—C10—C14—O4	45.0 (3)
C3—C1—C4—C2	−175.9 (2)	C8—C10—C14—C22	55.0 (2)
C3—C1—C4—C7	3.5 (3)	C7—C10—C14—C22	−137.04 (18)
C5—C2—C4—C1	177.9 (2)	C17—C15—C16—C18	0.1 (3)
C5—C2—C4—C7	−1.4 (3)	C16—C15—C17—C19	1.7 (3)
C4—C2—C5—C8	3.2 (3)	C16—C15—C17—C13	−177.39 (19)
C11—O1—C6—C9	172.72 (18)	O3—C13—C17—C15	−171.31 (19)
C11—O1—C6—C3	−4.3 (3)	C9—C13—C17—C15	10.7 (3)
C1—C3—C6—O1	172.5 (2)	O3—C13—C17—C19	9.6 (3)
C1—C3—C6—C9	−4.4 (3)	C9—C13—C17—C19	−168.36 (17)
C1—C4—C7—C9	−4.1 (3)	C15—C16—C18—C20	−2.2 (3)
C2—C4—C7—C9	175.27 (18)	C15—C16—C18—O5	−178.72 (18)
C1—C4—C7—C10	177.48 (18)	C27—O5—C18—C16	−123.6 (2)
C2—C4—C7—C10	−3.2 (3)	C27—O5—C18—C20	59.9 (3)
C12—O2—C8—C10	−166.42 (19)	C15—C17—C19—C20	−1.5 (3)
C12—O2—C8—C5	19.1 (3)	C13—C17—C19—C20	177.64 (18)
C2—C5—C8—O2	174.0 (2)	C16—C18—C20—C19	2.4 (3)
C2—C5—C8—C10	−0.2 (3)	O5—C18—C20—C19	178.76 (17)
O1—C6—C9—C7	−173.40 (17)	C17—C19—C20—C18	−0.5 (3)
C3—C6—C9—C7	3.7 (3)	C23—C21—C22—C24	−0.9 (3)
O1—C6—C9—C13	−4.1 (3)	C23—C21—C22—C14	177.33 (17)
C3—C6—C9—C13	173.02 (18)	O4—C14—C22—C21	−151.77 (18)
C4—C7—C9—C6	0.6 (3)	C10—C14—C22—C21	30.3 (3)
C10—C7—C9—C6	178.93 (18)	O4—C14—C22—C24	26.5 (3)
C4—C7—C9—C13	−168.20 (17)	C10—C14—C22—C24	−151.44 (17)
C10—C7—C9—C13	10.1 (3)	C22—C21—C23—C25	1.6 (3)
O2—C8—C10—C7	−178.93 (17)	C21—C22—C24—C26	−0.5 (3)
C5—C8—C10—C7	−4.4 (3)	C14—C22—C24—C26	−178.78 (17)
O2—C8—C10—C14	−10.8 (3)	C21—C23—C25—C26	−0.9 (3)
C5—C8—C10—C14	163.68 (19)	C21—C23—C25—O6	−177.03 (16)
C4—C7—C10—C8	6.0 (3)	C29—O6—C25—C26	119.9 (2)
C9—C7—C10—C8	−172.35 (18)	C29—O6—C25—C23	−63.8 (3)
C4—C7—C10—C14	−161.67 (17)	C23—C25—C26—C24	−0.5 (3)
C9—C7—C10—C14	20.0 (3)	O6—C25—C26—C24	175.78 (17)
C6—C9—C13—O3	−113.6 (2)	C22—C24—C26—C25	1.2 (3)
C7—C9—C13—O3	55.5 (3)	C18—O5—C27—O7	−0.9 (3)
C6—C9—C13—C17	64.4 (2)	C18—O5—C27—C28	178.60 (18)
C7—C9—C13—C17	−126.51 (19)	C25—O6—C29—O8	2.4 (3)
C8—C10—C14—O4	−122.9 (2)	C25—O6—C29—C30	−175.0 (2)

D—H···A	D—H	H···A	D···A	D—H···A
C11—H11C···O4i	0.98	2.36	3.320 (3)	166
C12—H12A···O3ii	0.98	2.53	3.380 (3)	145
C3—H3···O7iii	0.95	2.47	3.369 (3)	158
C21—H21···O8iv	0.95	2.53	3.364 (3)	146

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C11—H11C⋯O4i	0.98	2.36	3.320 (3)	166
C12—H12A⋯O3ii	0.98	2.53	3.380 (3)	145
C3—H3⋯O7iii	0.95	2.47	3.369 (3)	158
C21—H21⋯O8iv	0.95	2.53	3.364 (3)	146

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) .