Ethyl 3'-(2,4-dichloro-phen-yl)-5'-hydr-oxy-5'-methyl-4',5'-dihydro-spiro-[fluorene-9,2'(3'H)-furan]-4'-carboxyl-ate.

The furan ring and the five-membered fluorene unit in the title compound, C(26)H(22)Cl(2)O(4), adopt envelope conformations. Inter-molecular C-H⋯O inter-actions between symmetry-related mol-ecules involving two C-H groups and an O atom as a bifurcated acceptor generate centrosymmetric hydrogen-bonded dimers with cyclic R(2) (2)(16) and R(2) (2)(8) ring motifs. A short C-H⋯Cl intramolecular contact occurs in the molecule.

Related literature

For spiro compounds in pharmacologically active alkaloids, see: Cravotto et al. (2001 ▶). For the anticonvulsant activity of fluorene derivatives, see: Vanvakides et al. (2004 ▶). Fluorene derivatives, including polyfluorenes and oligofluorenes, are promising candidates for blue light-emitting materials in organic light-emitting devices (Muller et al., 2003 ▶), organic phototransistors (Saragi et al., 2004 ▶), non-linear optics (Kim et al., 1998 ▶) and photochromic materials (Chun et al., 2003 ▶). For the biological activity of furan derivatives and annulated furan derivatives and their use as precursors for the synthesis of natural products, see: Greve & Friedrichsen (2000 ▶). For hydrogen-bond motifs and ring puckering parameters, see: Bernstein et al. (1995 ▶); Cremer & Pople (1975 ▶); Nardelli (1983 ▶). For a related spiro-linked system, see: Feng et al. (2004 ▶).

Experimental

Crystal data

C26H22Cl2O4

M = 469.34

Monoclinic,

a = 28.6811 (13) Å

b = 9.0600 (4) Å

c = 17.4074 (8) Å

β = 92.072 (3)°

V = 4520.4 (4) Å3

Z = 8

Mo Kα radiation

μ = 0.32 mm−1

T = 293 K

0.25 × 0.20 × 0.20 mm

Data collection

Bruker Kappa APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker 2004 ▶) T min = 0.916, T max = 0.938

22504 measured reflections

5338 independent reflections

3663 reflections with I > 2σ(I)

R int = 0.056

Refinement

R[F 2 > 2σ(F 2)] = 0.048

wR(F 2) = 0.151

S = 1.04

5338 reflections

291 parameters

H-atom parameters constrained

Δρmax = 0.38 e Å−3

Δρmin = −0.35 e Å−3

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT (Bruker, 2004 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 1997 ▶); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2009 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809011854/fl2242sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809011854/fl2242Isup2.hkl

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

C26H22Cl2O4	F(000) = 1952
Mr = 469.34	Dx = 1.379 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 7176 reflections
a = 28.6811 (13) Å	θ = 2.5–25°
b = 9.0600 (4) Å	µ = 0.32 mm−1
c = 17.4074 (8) Å	T = 293 K
β = 92.072 (3)°	Prismatic, yellow
V = 4520.4 (4) Å3	0.25 × 0.20 × 0.20 mm
Z = 8

Bruker Kappa APEXII CCD diffractometer	5338 independent reflections
Radiation source: fine-focus sealed tube	3663 reflections with I > 2σ(I)
graphite	Rint = 0.056
ω and φ scans	θmax = 27.8°, θmin = 1.4°
Absorption correction: multi-scan (SADABS; Bruker 2004)	h = −36→37
Tmin = 0.916, Tmax = 0.938	k = −11→11
22504 measured reflections	l = −21→22

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)] = 0.048	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.151	H-atom parameters constrained
S = 1.04	w = 1/[σ2(Fo2) + (0.0729P)2 + 2.471P] where P = (Fo2 + 2Fc2)/3
5338 reflections	(Δ/σ)max < 0.001
291 parameters	Δρmax = 0.38 e Å−3
0 restraints	Δρmin = −0.35 e Å−3

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
Cl1	0.06337 (2)	−0.03027 (7)	0.10063 (4)	0.0663 (2)
Cl2	0.00329 (2)	0.39144 (8)	−0.09056 (4)	0.0652 (2)
O1	0.21156 (5)	0.19309 (19)	0.21266 (8)	0.0476 (4)
O2	0.23543 (6)	−0.03879 (18)	0.17193 (10)	0.0550 (4)
H2	0.2506	−0.0562	0.2117	0.082*
O3	0.25673 (6)	0.04006 (18)	−0.01270 (10)	0.0540 (4)
O4	0.18812 (5)	−0.06733 (17)	0.00380 (9)	0.0455 (4)
C1	0.23639 (7)	0.1143 (2)	0.15672 (13)	0.0411 (5)
C2	0.20777 (6)	0.1382 (2)	0.08249 (11)	0.0331 (4)
H2A	0.2135	0.2389	0.0645	0.040*
C3	0.15806 (6)	0.1308 (2)	0.10976 (11)	0.0301 (4)
H3	0.1508	0.0267	0.1186	0.036*
C4	0.16289 (7)	0.2080 (2)	0.19036 (12)	0.0349 (4)
C5	0.14777 (8)	0.3679 (2)	0.19083 (12)	0.0401 (5)
C6	0.16812 (10)	0.4898 (2)	0.15801 (13)	0.0536 (6)
H6	0.1963	0.4821	0.1336	0.064*
C7	0.14497 (14)	0.6249 (3)	0.16271 (16)	0.0709 (9)
H7	0.1579	0.7085	0.1409	0.085*
C8	0.10342 (13)	0.6362 (3)	0.19909 (17)	0.0722 (9)
H8	0.0883	0.7269	0.2005	0.087*
C9	0.08401 (11)	0.5172 (3)	0.23298 (16)	0.0628 (7)
H9	0.0561	0.5263	0.2581	0.075*
C10	0.10643 (8)	0.3822 (2)	0.22951 (12)	0.0438 (5)
C11	0.09519 (8)	0.2392 (3)	0.26364 (13)	0.0442 (5)
C12	0.05912 (10)	0.1956 (4)	0.30938 (16)	0.0650 (7)
H12	0.0350	0.2601	0.3201	0.078*
C13	0.05993 (12)	0.0536 (4)	0.33873 (18)	0.0767 (9)
H13	0.0359	0.0223	0.3693	0.092*
C14	0.09547 (12)	−0.0415 (3)	0.32353 (16)	0.0690 (8)
H14	0.0959	−0.1349	0.3457	0.083*
C15	0.13054 (9)	−0.0010 (3)	0.27593 (14)	0.0505 (6)
H15	0.1540	−0.0672	0.2639	0.061*
C16	0.13012 (7)	0.1400 (2)	0.24653 (11)	0.0378 (5)
C17	0.12017 (6)	0.1925 (2)	0.05700 (11)	0.0300 (4)
C18	0.12700 (7)	0.3165 (2)	0.01180 (12)	0.0369 (5)
H18	0.1564	0.3597	0.0125	0.044*
C19	0.09199 (8)	0.3780 (2)	−0.03393 (13)	0.0431 (5)
H19	0.0978	0.4604	−0.0640	0.052*
C20	0.04839 (7)	0.3160 (2)	−0.03454 (12)	0.0405 (5)
C21	0.03967 (7)	0.1925 (2)	0.00810 (12)	0.0413 (5)
H21	0.0101	0.1506	0.0074	0.050*
C22	0.07576 (7)	0.1313 (2)	0.05219 (12)	0.0355 (4)
C23	0.28555 (8)	0.1735 (3)	0.15764 (15)	0.0597 (7)
H23A	0.3002	0.1568	0.2073	0.089*
H23B	0.2848	0.2774	0.1471	0.089*
H23C	0.3029	0.1239	0.1192	0.089*
C24	0.22049 (7)	0.0327 (2)	0.01982 (12)	0.0356 (4)
C25	0.19678 (9)	−0.1675 (3)	−0.05956 (14)	0.0541 (6)
H25A	0.2275	−0.2115	−0.0531	0.065*
H25B	0.1952	−0.1145	−0.1080	0.065*
C26	0.16055 (11)	−0.2826 (3)	−0.05889 (18)	0.0685 (8)
H26A	0.1637	−0.3381	−0.0120	0.103*
H26B	0.1641	−0.3474	−0.1019	0.103*
H26C	0.1303	−0.2373	−0.0623	0.103*

	U11	U22	U33	U12	U13	U23
Cl1	0.0460 (4)	0.0596 (4)	0.0915 (5)	−0.0247 (3)	−0.0215 (3)	0.0354 (3)
Cl2	0.0504 (4)	0.0691 (4)	0.0743 (5)	0.0082 (3)	−0.0234 (3)	0.0176 (3)
O1	0.0330 (8)	0.0669 (10)	0.0423 (9)	−0.0021 (7)	−0.0079 (7)	−0.0085 (7)
O2	0.0522 (10)	0.0538 (10)	0.0579 (10)	0.0060 (8)	−0.0121 (8)	0.0140 (8)
O3	0.0441 (10)	0.0515 (10)	0.0677 (11)	−0.0063 (7)	0.0194 (8)	−0.0078 (8)
O4	0.0390 (8)	0.0434 (8)	0.0540 (9)	−0.0071 (7)	−0.0003 (7)	−0.0137 (7)
C1	0.0308 (11)	0.0483 (12)	0.0439 (12)	−0.0006 (9)	−0.0042 (9)	0.0008 (9)
C2	0.0267 (10)	0.0317 (10)	0.0406 (11)	−0.0033 (7)	−0.0025 (8)	0.0009 (8)
C3	0.0268 (10)	0.0263 (9)	0.0368 (10)	−0.0033 (7)	−0.0030 (8)	0.0011 (7)
C4	0.0318 (10)	0.0345 (10)	0.0381 (11)	−0.0020 (8)	−0.0041 (8)	0.0015 (8)
C5	0.0517 (13)	0.0346 (11)	0.0333 (10)	−0.0043 (9)	−0.0074 (9)	−0.0035 (8)
C6	0.0795 (18)	0.0389 (12)	0.0423 (13)	−0.0168 (12)	−0.0022 (12)	−0.0051 (10)
C7	0.130 (3)	0.0322 (13)	0.0493 (15)	−0.0157 (15)	−0.0189 (17)	0.0005 (11)
C8	0.110 (3)	0.0433 (15)	0.0613 (17)	0.0191 (15)	−0.0230 (18)	−0.0063 (13)
C9	0.0715 (18)	0.0554 (16)	0.0603 (16)	0.0205 (13)	−0.0138 (14)	−0.0078 (13)
C10	0.0489 (13)	0.0430 (12)	0.0387 (11)	0.0062 (10)	−0.0081 (10)	−0.0037 (9)
C11	0.0400 (12)	0.0532 (13)	0.0392 (12)	−0.0001 (10)	−0.0028 (10)	−0.0026 (10)
C12	0.0506 (15)	0.085 (2)	0.0606 (17)	0.0010 (14)	0.0145 (13)	−0.0025 (15)
C13	0.071 (2)	0.092 (2)	0.069 (2)	−0.0250 (18)	0.0225 (16)	0.0101 (17)
C14	0.089 (2)	0.0612 (17)	0.0574 (17)	−0.0222 (16)	0.0069 (16)	0.0162 (13)
C15	0.0611 (16)	0.0435 (13)	0.0467 (13)	−0.0029 (11)	−0.0020 (12)	0.0064 (10)
C16	0.0388 (11)	0.0412 (11)	0.0330 (10)	−0.0042 (9)	−0.0033 (9)	0.0019 (8)
C17	0.0281 (9)	0.0277 (9)	0.0340 (10)	−0.0013 (7)	−0.0029 (8)	−0.0039 (7)
C18	0.0336 (11)	0.0337 (10)	0.0430 (11)	−0.0071 (8)	−0.0048 (9)	0.0018 (9)
C19	0.0471 (13)	0.0347 (11)	0.0469 (12)	−0.0054 (9)	−0.0079 (10)	0.0077 (9)
C20	0.0370 (11)	0.0400 (11)	0.0434 (12)	0.0052 (9)	−0.0107 (9)	−0.0004 (9)
C21	0.0309 (11)	0.0431 (11)	0.0493 (13)	−0.0056 (9)	−0.0070 (9)	−0.0004 (10)
C22	0.0317 (10)	0.0322 (10)	0.0424 (11)	−0.0061 (8)	−0.0030 (9)	0.0027 (8)
C23	0.0327 (12)	0.0820 (18)	0.0634 (16)	−0.0086 (12)	−0.0113 (11)	−0.0038 (14)
C24	0.0340 (11)	0.0305 (10)	0.0419 (11)	0.0004 (8)	−0.0020 (9)	0.0041 (8)
C25	0.0615 (16)	0.0469 (13)	0.0534 (14)	0.0042 (12)	−0.0065 (12)	−0.0132 (11)
C26	0.078 (2)	0.0479 (15)	0.0779 (19)	−0.0077 (13)	−0.0150 (16)	−0.0140 (13)

Cl1—C22	1.733 (2)	C11—C16	1.386 (3)
Cl2—C20	1.732 (2)	C11—C12	1.386 (3)
O1—C1	1.420 (3)	C12—C13	1.384 (4)
O1—C4	1.442 (2)	C12—H12	0.9300
O2—C1	1.412 (3)	C13—C14	1.368 (4)
O2—H2	0.8200	C13—H13	0.9300
O3—C24	1.203 (3)	C14—C15	1.376 (4)
O4—C24	1.320 (2)	C14—H14	0.9300
O4—C25	1.456 (3)	C15—C16	1.376 (3)
C1—C23	1.508 (3)	C15—H15	0.9300
C1—C2	1.521 (3)	C17—C22	1.389 (3)
C2—C24	1.506 (3)	C17—C18	1.389 (3)
C2—C3	1.520 (3)	C18—C19	1.377 (3)
C2—H2A	0.9800	C18—H18	0.9300
C3—C17	1.505 (3)	C19—C20	1.371 (3)
C3—C4	1.569 (3)	C19—H19	0.9300
C3—H3	0.9800	C20—C21	1.371 (3)
C4—C16	1.512 (3)	C21—C22	1.382 (3)
C4—C5	1.512 (3)	C21—H21	0.9300
C5—C6	1.383 (3)	C22—Cl1	1.733 (2)
C5—C10	1.391 (3)	C23—H23A	0.9600
C6—C7	1.396 (4)	C23—H23B	0.9600
C6—H6	0.9300	C23—H23C	0.9600
C7—C8	1.373 (4)	C25—C26	1.472 (4)
C7—H7	0.9300	C25—H25A	0.9700
C8—C9	1.358 (4)	C25—H25B	0.9700
C8—H8	0.9300	C26—H26A	0.9600
C9—C10	1.384 (3)	C26—H26B	0.9600
C9—H9	0.9300	C26—H26C	0.9600
C10—C11	1.466 (3)
C1—O1—C4	111.55 (15)	C14—C13—H13	119.4
C1—O2—H2	109.5	C12—C13—H13	119.4
C24—O4—C25	116.72 (17)	C13—C14—C15	121.0 (3)
O2—C1—O1	110.58 (18)	C13—C14—H14	119.5
O2—C1—C23	111.83 (19)	C15—C14—H14	119.5
O1—C1—C23	107.81 (18)	C14—C15—C16	118.4 (3)
O2—C1—C2	106.62 (17)	C14—C15—H15	120.8
O1—C1—C2	104.00 (16)	C16—C15—H15	120.8
C23—C1—C2	115.72 (19)	C15—C16—C11	121.2 (2)
C24—C2—C3	116.91 (16)	C15—C16—C4	128.4 (2)
C24—C2—C1	112.78 (17)	C11—C16—C4	110.23 (18)
C3—C2—C1	102.23 (16)	C22—C17—C18	115.87 (18)
C24—C2—H2A	108.2	C22—C17—C3	121.93 (17)
C3—C2—H2A	108.2	C18—C17—C3	122.18 (17)
C1—C2—H2A	108.2	C19—C18—C17	122.68 (19)
C17—C3—C2	117.24 (16)	C19—C18—H18	118.7
C17—C3—C4	114.73 (15)	C17—C18—H18	118.7
C2—C3—C4	101.89 (15)	C20—C19—C18	119.0 (2)
C17—C3—H3	107.5	C20—C19—H19	120.5
C2—C3—H3	107.5	C18—C19—H19	120.5
C4—C3—H3	107.5	C19—C20—C21	120.98 (19)
O1—C4—C16	113.98 (16)	C19—C20—Cl2	120.33 (17)
O1—C4—C5	111.29 (16)	C21—C20—Cl2	118.68 (16)
C16—C4—C5	101.64 (17)	C20—C21—C22	118.69 (19)
O1—C4—C3	104.61 (15)	C20—C21—H21	120.7
C16—C4—C3	111.10 (16)	C22—C21—H21	120.7
C5—C4—C3	114.56 (16)	C21—C22—C17	122.71 (18)
C6—C5—C10	120.4 (2)	C21—C22—Cl1	116.49 (15)
C6—C5—C4	129.6 (2)	C17—C22—Cl1	120.78 (15)
C10—C5—C4	109.98 (18)	C21—C22—Cl1	116.49 (15)
C5—C6—C7	117.9 (3)	C17—C22—Cl1	120.78 (15)
C5—C6—H6	121.1	C1—C23—H23A	109.5
C7—C6—H6	121.1	C1—C23—H23B	109.5
C8—C7—C6	121.0 (3)	H23A—C23—H23B	109.5
C8—C7—H7	119.5	C1—C23—H23C	109.5
C6—C7—H7	119.5	H23A—C23—H23C	109.5
C9—C8—C7	121.2 (3)	H23B—C23—H23C	109.5
C9—C8—H8	119.4	O3—C24—O4	123.5 (2)
C7—C8—H8	119.4	O3—C24—C2	122.80 (19)
C8—C9—C10	119.0 (3)	O4—C24—C2	113.70 (17)
C8—C9—H9	120.5	O4—C25—C26	107.2 (2)
C10—C9—H9	120.5	O4—C25—H25A	110.3
C9—C10—C5	120.6 (2)	C26—C25—H25A	110.3
C9—C10—C11	130.8 (2)	O4—C25—H25B	110.3
C5—C10—C11	108.50 (19)	C26—C25—H25B	110.3
C16—C11—C12	119.9 (2)	H25A—C25—H25B	108.5
C16—C11—C10	108.35 (19)	C25—C26—H26A	109.5
C12—C11—C10	131.6 (2)	C25—C26—H26B	109.5
C13—C12—C11	118.3 (3)	H26A—C26—H26B	109.5
C13—C12—H12	120.8	C25—C26—H26C	109.5
C11—C12—H12	120.8	H26A—C26—H26C	109.5
C14—C13—C12	121.1 (3)	H26B—C26—H26C	109.5
C4—O1—C1—O2	−89.2 (2)	C10—C11—C12—C13	−174.5 (3)
C4—O1—C1—C23	148.26 (19)	C11—C12—C13—C14	0.4 (5)
C4—O1—C1—C2	24.9 (2)	C12—C13—C14—C15	−2.7 (5)
O2—C1—C2—C24	−48.0 (2)	C13—C14—C15—C16	2.7 (4)
O1—C1—C2—C24	−164.86 (16)	C14—C15—C16—C11	−0.5 (3)
C23—C1—C2—C24	77.1 (2)	C14—C15—C16—C4	−176.5 (2)
O2—C1—C2—C3	78.44 (19)	C12—C11—C16—C15	−1.9 (3)
O1—C1—C2—C3	−38.47 (19)	C10—C11—C16—C15	175.3 (2)
C23—C1—C2—C3	−156.49 (19)	C12—C11—C16—C4	174.9 (2)
C24—C2—C3—C17	−73.5 (2)	C10—C11—C16—C4	−8.0 (2)
C1—C2—C3—C17	162.79 (16)	O1—C4—C16—C15	−52.6 (3)
C24—C2—C3—C4	160.35 (16)	C5—C4—C16—C15	−172.4 (2)
C1—C2—C3—C4	36.69 (18)	C3—C4—C16—C15	65.3 (3)
C1—O1—C4—C16	120.28 (19)	O1—C4—C16—C11	131.00 (19)
C1—O1—C4—C5	−125.50 (19)	C5—C4—C16—C11	11.2 (2)
C1—O1—C4—C3	−1.3 (2)	C3—C4—C16—C11	−111.1 (2)
C17—C3—C4—O1	−150.41 (16)	C2—C3—C17—C22	145.93 (19)
C2—C3—C4—O1	−22.69 (18)	C4—C3—C17—C22	−94.6 (2)
C17—C3—C4—C16	86.2 (2)	C2—C3—C17—C18	−35.9 (3)
C2—C3—C4—C16	−146.11 (16)	C4—C3—C17—C18	83.6 (2)
C17—C3—C4—C5	−28.3 (2)	C22—C17—C18—C19	1.4 (3)
C2—C3—C4—C5	99.43 (19)	C3—C17—C18—C19	−176.88 (19)
O1—C4—C5—C6	49.6 (3)	C17—C18—C19—C20	0.7 (3)
C16—C4—C5—C6	171.4 (2)	C18—C19—C20—C21	−1.5 (3)
C3—C4—C5—C6	−68.8 (3)	C18—C19—C20—Cl2	179.31 (17)
O1—C4—C5—C10	−132.24 (18)	C19—C20—C21—C22	0.2 (3)
C16—C4—C5—C10	−10.5 (2)	Cl2—C20—C21—C22	179.34 (16)
C3—C4—C5—C10	109.4 (2)	C20—C21—C22—C17	2.1 (3)
C10—C5—C6—C7	−2.3 (3)	C20—C21—C22—Cl1	−176.59 (17)
C4—C5—C6—C7	175.7 (2)	C20—C21—C22—Cl1	−176.59 (17)
C5—C6—C7—C8	0.3 (4)	C18—C17—C22—C21	−2.8 (3)
C6—C7—C8—C9	1.4 (4)	C3—C17—C22—C21	175.45 (19)
C7—C8—C9—C10	−0.9 (4)	C18—C17—C22—Cl1	175.82 (15)
C8—C9—C10—C5	−1.1 (4)	C3—C17—C22—Cl1	−5.9 (3)
C8—C9—C10—C11	176.4 (2)	C18—C17—C22—Cl1	175.82 (15)
C6—C5—C10—C9	2.7 (3)	C3—C17—C22—Cl1	−5.9 (3)
C4—C5—C10—C9	−175.6 (2)	C25—O4—C24—O3	−3.3 (3)
C6—C5—C10—C11	−175.3 (2)	C25—O4—C24—C2	176.29 (18)
C4—C5—C10—C11	6.4 (2)	C3—C2—C24—O3	170.8 (2)
C9—C10—C11—C16	−176.7 (2)	C1—C2—C24—O3	−71.1 (3)
C5—C10—C11—C16	1.0 (2)	C3—C2—C24—O4	−8.7 (3)
C9—C10—C11—C12	−0.1 (4)	C1—C2—C24—O4	109.3 (2)
C5—C10—C11—C12	177.7 (3)	C24—O4—C25—C26	171.0 (2)
C16—C11—C12—C13	1.9 (4)

D—H···A	D—H	H···A	D···A	D—H···A
C2—H2A···O3i	0.98	2.37	3.331 (3)	167
C6—H6···O3i	0.93	2.55	3.393 (3)	151
C3—H3···Cl1	0.98	2.57	3.082 (2)	113
C26—H26C···Cg1ii	0.96	2.95	3.556 (1)	122

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C2—H2A⋯O3i	0.98	2.37	3.331 (3)	167
C6—H6⋯O3i	0.93	2.55	3.393 (3)	151
C3—H3⋯Cl1	0.98	2.57	3.082 (2)	113

Symmetry codes: (i) .