12-(2-Hy-droxy-6-oxo-cyclo-hex-1-en-yl)-9,10-di-hydro-8H-benzo[a]xanthen-11(12H)-one.

In the xanthenone system of the title compound, C23H20O4, the pyran ring has a maximum deviation of 0.111 (1) Å from planarity and the outer cyclo-hexene ring exhibits a puckered conformation. The three methyl-ene C atoms of the cyclo-hexene ring bonded to the pyran unit are disordered over two sets of sites [occupancies = 0.570 (3) and 0.430 (3)]. In the crystal, mol-ecules are linked by C-H⋯O and O-H⋯O hydrogen bonds, forming a two-dimensional network parallel to (110). A C-H⋯π inter-action occurs between these networks.

Related literature

For related xanthenone structures, see: Li et al. (2004 ▶); Abdelhamid et al. (2011 ▶); Mohamed et al. (2011 ▶, 2012 ▶). Reddy et al. (2009 ▶); Çelik et al. (2009 ▶). For the industrial and pharmaceutical significance of xanthenes, see: Zare et al. (2012 ▶); Menchen et al. (2003a ▶,b ▶); Sarma & Baruah, (2005 ▶). For ring conformations, see: Cremer & Pople (1975 ▶) and for standard bond lengths, see: Allen et al. (1987 ▶).

Experimental

Crystal data

C23H20O4

M = 360.41

Orthorhombic,

a = 14.2855 (15) Å

b = 13.7461 (12) Å

c = 18.400 (2) Å

V = 3613.2 (6) Å3

Z = 8

Mo Kα radiation

μ = 0.09 mm−1

T = 123 K

0.20 × 0.18 × 0.16 mm

Data collection

Oxford Diffraction Xcalibur, Eos diffractometer

Absorption correction: multi-scan (CrysAlis PRO; Oxford Diffraction, 2010 ▶) T min = 0.994, T max = 1.000

17944 measured reflections

4541 independent reflections

3366 reflections with I > 2σ(I)

R int = 0.042

Refinement

R[F 2 > 2σ(F 2)] = 0.051

wR(F 2) = 0.114

S = 1.04

4541 reflections

258 parameters

8 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.40 e Å−3

Δρmin = −0.25 e Å−3

Data collection: CrysAlis PRO (Oxford Diffraction, 2010 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012 ▶); software used to prepare material for publication: WinGX (Farrugia, 2012 ▶) and PLATON (Spek, 2009 ▶).

Crystal structure: contains datablock(s) I. DOI: 10.1107/S1600536813025324/sj5351sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813025324/sj5351Isup2.hkl

Click here for additional data file.

Supplementary material file. DOI: 10.1107/S1600536813025324/sj5351Isup3.cml

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

C23H20O4	F(000) = 1520
Mr = 360.41	Dx = 1.325 Mg m−3
Orthorhombic, Pbca	Mo Kα radiation, λ = 0.7107 Å
Hall symbol: -P 2ac 2ab	Cell parameters from 3838 reflections
a = 14.2855 (15) Å	θ = 3.0–29.5°
b = 13.7461 (12) Å	µ = 0.09 mm−1
c = 18.400 (2) Å	T = 123 K
V = 3613.2 (6) Å3	Block, colourless
Z = 8	0.20 × 0.18 × 0.16 mm

Oxford Diffraction Xcalibur, Eos diffractometer	4541 independent reflections
Radiation source: Enhance (Mo) X-ray Source	3366 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.042
Detector resolution: 16.0727 pixels mm-1	θmax = 29.5°, θmin = 3.0°
ω scans	h = −18→18
Absorption correction: multi-scan (CrysAlis PRO; Oxford Diffraction, 2010)	k = −17→17
Tmin = 0.994, Tmax = 1.000	l = −16→25
17944 measured reflections

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)] = 0.051	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.114	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	w = 1/[σ2(Fo2) + (0.037P)2 + 1.8151P] where P = (Fo2 + 2Fc2)/3
4541 reflections	(Δ/σ)max = 0.001
258 parameters	Δρmax = 0.40 e Å−3
8 restraints	Δρmin = −0.25 e Å−3

Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles

	x	y	z	Uiso*/Ueq	Occ. (<1)
O1	0.03562 (8)	0.89828 (7)	0.24583 (6)	0.0232 (3)
O2	0.02801 (9)	0.61517 (8)	0.38998 (6)	0.0269 (4)
O3	0.18481 (8)	0.51704 (7)	0.29379 (7)	0.0245 (3)
O4	0.22989 (8)	0.85224 (7)	0.30414 (6)	0.0206 (3)
C1	0.11053 (11)	0.75665 (10)	0.19287 (8)	0.0170 (4)
C2	0.14830 (11)	0.71387 (10)	0.12835 (8)	0.0190 (4)
C3	0.18506 (11)	0.61770 (11)	0.12698 (9)	0.0208 (4)
C4	0.21973 (12)	0.57841 (12)	0.06413 (9)	0.0259 (5)
C5	0.21989 (12)	0.63171 (13)	−0.00100 (9)	0.0289 (5)
C6	0.18492 (12)	0.72413 (12)	−0.00158 (9)	0.0279 (5)
C7	0.14894 (12)	0.76802 (11)	0.06208 (9)	0.0233 (5)
C8	0.11215 (13)	0.86400 (11)	0.06150 (9)	0.0275 (5)
C9	0.07720 (12)	0.90419 (11)	0.12294 (9)	0.0264 (5)
C10	0.07683 (11)	0.84974 (11)	0.18784 (9)	0.0206 (4)
C11	0.10633 (10)	0.70142 (9)	0.26465 (8)	0.0150 (4)
C12	0.04078 (10)	0.75335 (10)	0.31646 (8)	0.0173 (4)
C13	0.00454 (11)	0.69966 (11)	0.37919 (9)	0.0212 (5)
C14	−0.06429 (13)	0.75053 (13)	0.42855 (10)	0.0330 (6)
C15	−0.04989 (15)	0.86009 (13)	0.43098 (11)	0.0370 (6)
C16	−0.05019 (13)	0.90186 (12)	0.35487 (10)	0.0288 (5)
C17	0.01241 (11)	0.84547 (11)	0.30557 (9)	0.0205 (4)
C18	0.20297 (10)	0.68519 (10)	0.29769 (8)	0.0145 (4)
C19	0.23694 (11)	0.59364 (10)	0.31102 (8)	0.0180 (4)
C20B	0.3353 (4)	0.5759 (6)	0.3367 (5)	0.0207 (11)	0.570 (3)
C21B	0.3740 (2)	0.66151 (19)	0.37967 (17)	0.0236 (7)	0.570 (3)
C22B	0.3603 (5)	0.7555 (5)	0.3376 (5)	0.0214 (11)	0.570 (3)
C23	0.26030 (11)	0.76828 (10)	0.31416 (8)	0.0160 (4)
C22A	0.3539 (7)	0.7519 (7)	0.3496 (7)	0.0214 (11)	0.430 (3)
C20A	0.3268 (6)	0.5728 (8)	0.3504 (7)	0.0207 (11)	0.430 (3)
C21A	0.3963 (3)	0.6529 (3)	0.3323 (2)	0.0236 (7)	0.430 (3)
H3A	0.18560	0.58020	0.17030	0.0250*
H6	0.18470	0.75980	−0.04580	0.0330*
H4	0.24410	0.51410	0.06460	0.0310*
H5	0.24410	0.60370	−0.04430	0.0350*
H3	0.2178 (17)	0.4587 (17)	0.3029 (12)	0.060 (7)*
H14A	−0.05800	0.72400	0.47830	0.0400*
H14B	−0.12870	0.73660	0.41160	0.0400*
H15A	−0.10050	0.89050	0.45990	0.0440*
H15B	0.01050	0.87490	0.45490	0.0440*
H16A	−0.11480	0.90080	0.33540	0.0350*
H16B	−0.02910	0.97040	0.35650	0.0350*
H20C	0.37600	0.56360	0.29420	0.0250*	0.570 (3)
H20D	0.33630	0.51700	0.36770	0.0250*	0.570 (3)
H21C	0.34160	0.66600	0.42710	0.0280*	0.570 (3)
H21D	0.44160	0.65130	0.38910	0.0280*	0.570 (3)
H22C	0.37900	0.81120	0.36840	0.0260*	0.570 (3)
H22D	0.40120	0.75510	0.29410	0.0260*	0.570 (3)
H8	0.11210	0.90030	0.01760	0.0330*
H9	0.05310	0.96860	0.12230	0.0320*
H11	0.07880	0.63600	0.25440	0.0180*
H20A	0.35200	0.50900	0.33500	0.0250*	0.430 (3)
H20B	0.31560	0.57080	0.40350	0.0250*	0.430 (3)
H21A	0.41270	0.64980	0.28010	0.0280*	0.430 (3)
H21B	0.45420	0.64360	0.36100	0.0280*	0.430 (3)
H22A	0.34670	0.75800	0.40290	0.0260*	0.430 (3)
H22B	0.39770	0.80330	0.33340	0.0260*	0.430 (3)

	U11	U22	U33	U12	U13	U23
O1	0.0271 (6)	0.0151 (5)	0.0274 (6)	0.0044 (4)	−0.0008 (5)	0.0007 (4)
O2	0.0325 (7)	0.0199 (6)	0.0284 (6)	−0.0053 (5)	0.0035 (5)	0.0024 (5)
O3	0.0248 (6)	0.0096 (5)	0.0392 (7)	0.0003 (4)	−0.0094 (5)	−0.0003 (4)
O4	0.0222 (6)	0.0106 (5)	0.0290 (6)	−0.0015 (4)	0.0001 (5)	0.0000 (4)
C1	0.0156 (7)	0.0143 (7)	0.0212 (8)	−0.0028 (6)	−0.0029 (6)	0.0018 (6)
C2	0.0161 (7)	0.0197 (7)	0.0213 (8)	−0.0045 (6)	−0.0029 (6)	0.0004 (6)
C3	0.0208 (8)	0.0196 (7)	0.0220 (8)	−0.0029 (6)	−0.0009 (7)	−0.0006 (6)
C4	0.0242 (9)	0.0240 (8)	0.0295 (9)	−0.0024 (7)	0.0017 (7)	−0.0052 (7)
C5	0.0264 (9)	0.0385 (10)	0.0219 (8)	−0.0062 (7)	0.0028 (7)	−0.0075 (7)
C6	0.0267 (9)	0.0370 (9)	0.0201 (8)	−0.0090 (7)	−0.0026 (7)	0.0037 (7)
C7	0.0213 (8)	0.0263 (8)	0.0222 (8)	−0.0070 (6)	−0.0033 (7)	0.0027 (7)
C8	0.0309 (10)	0.0265 (8)	0.0251 (9)	−0.0054 (7)	−0.0053 (8)	0.0098 (7)
C9	0.0290 (9)	0.0170 (7)	0.0333 (10)	−0.0004 (6)	−0.0064 (8)	0.0069 (7)
C10	0.0197 (8)	0.0173 (7)	0.0249 (8)	−0.0014 (6)	−0.0026 (7)	0.0000 (6)
C11	0.0158 (7)	0.0105 (6)	0.0186 (7)	−0.0009 (5)	−0.0010 (6)	−0.0002 (5)
C12	0.0129 (7)	0.0171 (7)	0.0220 (8)	−0.0009 (6)	−0.0013 (6)	−0.0028 (6)
C13	0.0168 (8)	0.0231 (8)	0.0236 (8)	−0.0040 (6)	−0.0013 (7)	−0.0018 (6)
C14	0.0263 (10)	0.0400 (10)	0.0326 (10)	0.0039 (8)	0.0110 (8)	0.0010 (8)
C15	0.0332 (11)	0.0389 (10)	0.0390 (11)	0.0124 (8)	0.0068 (9)	−0.0085 (8)
C16	0.0237 (9)	0.0242 (8)	0.0386 (10)	0.0067 (7)	0.0018 (8)	−0.0061 (7)
C17	0.0161 (8)	0.0192 (7)	0.0261 (8)	0.0008 (6)	−0.0027 (7)	−0.0023 (6)
C18	0.0147 (7)	0.0138 (6)	0.0150 (7)	0.0005 (5)	0.0004 (6)	−0.0003 (5)
C19	0.0189 (8)	0.0137 (7)	0.0213 (8)	0.0003 (6)	−0.0010 (6)	−0.0011 (6)
C20B	0.0199 (13)	0.0172 (8)	0.025 (3)	0.0027 (9)	−0.0037 (16)	0.0015 (15)
C21B	0.0171 (12)	0.0240 (11)	0.0297 (13)	0.0017 (9)	−0.0052 (11)	−0.0040 (12)
C22B	0.0152 (11)	0.0190 (9)	0.030 (3)	−0.0042 (9)	0.0005 (15)	−0.0012 (14)
C23	0.0166 (7)	0.0153 (7)	0.0161 (7)	−0.0005 (5)	0.0026 (6)	−0.0006 (6)
C22A	0.0152 (11)	0.0190 (9)	0.030 (3)	−0.0042 (9)	0.0005 (15)	−0.0012 (14)
C20A	0.0199 (13)	0.0172 (8)	0.025 (3)	0.0027 (9)	−0.0037 (16)	0.0015 (15)
C21A	0.0171 (12)	0.0240 (11)	0.0297 (13)	0.0017 (9)	−0.0052 (11)	−0.0040 (12)

O1—C10	1.3894 (19)	C20B—C21B	1.522 (9)
O1—C17	1.3584 (19)	C21A—C22A	1.523 (11)
O2—C13	1.2250 (19)	C21B—C22B	1.519 (8)
O3—C19	1.3281 (18)	C22A—C23	1.505 (11)
O4—C23	1.2469 (17)	C22B—C23	1.503 (8)
O3—H3	0.95 (2)	C3—H3A	0.9500
C1—C10	1.370 (2)	C4—H4	0.9500
C1—C11	1.525 (2)	C5—H5	0.9500
C1—C2	1.431 (2)	C6—H6	0.9500
C2—C3	1.423 (2)	C8—H8	0.9500
C2—C7	1.429 (2)	C9—H9	0.9500
C3—C4	1.369 (2)	C11—H11	1.0000
C4—C5	1.405 (2)	C14—H14A	0.9900
C5—C6	1.365 (2)	C14—H14B	0.9900
C6—C7	1.414 (2)	C15—H15A	0.9900
C7—C8	1.420 (2)	C15—H15B	0.9900
C8—C9	1.354 (2)	C16—H16A	0.9900
C9—C10	1.409 (2)	C16—H16B	0.9900
C11—C18	1.525 (2)	C20A—H20B	0.9900
C11—C12	1.515 (2)	C20A—H20A	0.9900
C12—C13	1.465 (2)	C20B—H20D	0.9900
C12—C17	1.345 (2)	C20B—H20C	0.9900
C13—C14	1.510 (2)	C21A—H21B	0.9900
C14—C15	1.521 (3)	C21A—H21A	0.9900
C15—C16	1.514 (3)	C21B—H21D	0.9900
C16—C17	1.491 (2)	C21B—H21C	0.9900
C18—C23	1.438 (2)	C22A—H22B	0.9900
C18—C19	1.371 (2)	C22A—H22A	0.9900
C19—C20B	1.502 (6)	C22B—H22D	0.9900
C19—C20A	1.502 (10)	C22B—H22C	0.9900
C20A—C21A	1.520 (11)
C10—O1—C17	117.92 (11)	C5—C4—H4	120.00
C19—O3—H3	110.5 (14)	C4—C5—H5	120.00
C2—C1—C11	121.94 (12)	C6—C5—H5	120.00
C10—C1—C11	120.64 (13)	C5—C6—H6	119.00
C2—C1—C10	117.41 (13)	C7—C6—H6	119.00
C1—C2—C7	119.77 (13)	C7—C8—H8	120.00
C3—C2—C7	117.82 (14)	C9—C8—H8	120.00
C1—C2—C3	122.41 (13)	C8—C9—H9	120.00
C2—C3—C4	121.00 (15)	C10—C9—H9	120.00
C3—C4—C5	121.03 (15)	C1—C11—H11	107.00
C4—C5—C6	119.44 (15)	C12—C11—H11	107.00
C5—C6—C7	121.57 (15)	C18—C11—H11	107.00
C2—C7—C6	119.14 (14)	C13—C14—H14A	109.00
C6—C7—C8	121.64 (15)	C13—C14—H14B	109.00
C2—C7—C8	119.21 (14)	C15—C14—H14A	109.00
C7—C8—C9	120.62 (15)	C15—C14—H14B	109.00
C8—C9—C10	119.49 (14)	H14A—C14—H14B	108.00
O1—C10—C9	113.41 (13)	C14—C15—H15A	110.00
C1—C10—C9	123.49 (15)	C14—C15—H15B	110.00
O1—C10—C1	123.06 (14)	C16—C15—H15A	110.00
C1—C11—C18	112.50 (12)	C16—C15—H15B	110.00
C12—C11—C18	112.19 (12)	H15A—C15—H15B	108.00
C1—C11—C12	109.56 (11)	C15—C16—H16A	109.00
C11—C12—C17	122.43 (13)	C15—C16—H16B	109.00
C13—C12—C17	119.04 (14)	C17—C16—H16A	109.00
C11—C12—C13	118.49 (12)	C17—C16—H16B	109.00
O2—C13—C14	121.31 (15)	H16A—C16—H16B	108.00
C12—C13—C14	118.09 (13)	C19—C20A—H20A	110.00
O2—C13—C12	120.58 (14)	C19—C20A—H20B	110.00
C13—C14—C15	112.84 (15)	C21A—C20A—H20A	110.00
C14—C15—C16	110.37 (15)	C21A—C20A—H20B	110.00
C15—C16—C17	111.34 (15)	H20A—C20A—H20B	108.00
O1—C17—C16	111.15 (13)	H20C—C20B—H20D	108.00
C12—C17—C16	125.43 (15)	C19—C20B—H20D	109.00
O1—C17—C12	123.39 (14)	C21B—C20B—H20C	109.00
C11—C18—C19	121.74 (13)	C19—C20B—H20C	109.00
C19—C18—C23	119.33 (13)	C21B—C20B—H20D	109.00
C11—C18—C23	118.92 (12)	C20A—C21A—H21B	110.00
O3—C19—C18	119.12 (14)	C22A—C21A—H21A	110.00
O3—C19—C20A	116.3 (4)	C20A—C21A—H21A	110.00
C18—C19—C20B	122.4 (3)	H21A—C21A—H21B	108.00
C18—C19—C20A	124.3 (4)	C22A—C21A—H21B	110.00
O3—C19—C20B	118.1 (3)	C20B—C21B—H21D	110.00
C19—C20A—C21A	108.3 (7)	C20B—C21B—H21C	110.00
C19—C20B—C21B	112.2 (5)	H21C—C21B—H21D	108.00
C20A—C21A—C22A	110.0 (6)	C22B—C21B—H21C	110.00
C20B—C21B—C22B	110.3 (5)	C22B—C21B—H21D	110.00
C21A—C22A—C23	113.4 (7)	C23—C22A—H22B	109.00
C21B—C22B—C23	111.6 (5)	H22A—C22A—H22B	108.00
C18—C23—C22A	118.6 (4)	C21A—C22A—H22A	109.00
O4—C23—C22A	120.8 (4)	C21A—C22A—H22B	109.00
C18—C23—C22B	120.6 (3)	C23—C22A—H22A	109.00
O4—C23—C18	120.38 (14)	C21B—C22B—H22C	109.00
O4—C23—C22B	118.8 (3)	C21B—C22B—H22D	109.00
C2—C3—H3A	120.00	C23—C22B—H22C	109.00
C4—C3—H3A	119.00	C23—C22B—H22D	109.00
C3—C4—H4	119.00	H22C—C22B—H22D	108.00
C17—O1—C10—C1	−12.4 (2)	C18—C11—C12—C13	−72.26 (16)
C17—O1—C10—C9	165.31 (14)	C18—C11—C12—C17	110.02 (16)
C10—O1—C17—C12	11.4 (2)	C1—C11—C18—C19	−120.34 (15)
C10—O1—C17—C16	−166.72 (13)	C1—C11—C18—C23	58.68 (17)
C10—C1—C2—C3	−179.85 (14)	C12—C11—C18—C19	115.59 (15)
C10—C1—C2—C7	−0.5 (2)	C12—C11—C18—C23	−65.40 (17)
C11—C1—C2—C3	−0.6 (2)	C11—C12—C13—O2	1.1 (2)
C11—C1—C2—C7	178.76 (14)	C11—C12—C13—C14	−177.18 (14)
C2—C1—C10—O1	177.82 (14)	C17—C12—C13—O2	178.93 (15)
C2—C1—C10—C9	0.4 (2)	C17—C12—C13—C14	0.6 (2)
C11—C1—C10—O1	−1.5 (2)	C11—C12—C17—O1	3.6 (2)
C11—C1—C10—C9	−178.93 (15)	C11—C12—C17—C16	−178.61 (15)
C2—C1—C11—C12	−164.88 (14)	C13—C12—C17—O1	−174.15 (14)
C2—C1—C11—C18	69.61 (17)	C13—C12—C17—C16	3.7 (2)
C10—C1—C11—C12	14.38 (19)	O2—C13—C14—C15	152.03 (16)
C10—C1—C11—C18	−111.14 (16)	C12—C13—C14—C15	−29.7 (2)
C1—C2—C3—C4	179.23 (15)	C13—C14—C15—C16	53.5 (2)
C7—C2—C3—C4	−0.1 (2)	C14—C15—C16—C17	−48.5 (2)
C1—C2—C7—C6	−178.84 (15)	C15—C16—C17—O1	−160.62 (14)
C1—C2—C7—C8	0.2 (2)	C15—C16—C17—C12	21.3 (2)
C3—C2—C7—C6	0.5 (2)	C11—C18—C19—O3	0.9 (2)
C3—C2—C7—C8	179.57 (15)	C11—C18—C19—C20B	173.9 (4)
C2—C3—C4—C5	−0.2 (2)	C23—C18—C19—O3	−178.09 (14)
C3—C4—C5—C6	0.0 (3)	C23—C18—C19—C20B	−5.1 (5)
C4—C5—C6—C7	0.4 (3)	C11—C18—C23—O4	2.7 (2)
C5—C6—C7—C2	−0.7 (3)	C11—C18—C23—C22B	−172.0 (4)
C5—C6—C7—C8	−179.71 (17)	C19—C18—C23—O4	−178.22 (14)
C2—C7—C8—C9	0.3 (3)	C19—C18—C23—C22B	7.0 (4)
C6—C7—C8—C9	179.32 (17)	O3—C19—C20B—C21B	−159.1 (4)
C7—C8—C9—C10	−0.5 (3)	C18—C19—C20B—C21B	27.9 (7)
C8—C9—C10—O1	−177.54 (15)	C19—C20B—C21B—C22B	−50.8 (7)
C8—C9—C10—C1	0.1 (3)	C20B—C21B—C22B—C23	52.4 (6)
C1—C11—C12—C13	162.05 (13)	C21B—C22B—C23—O4	153.7 (4)
C1—C11—C12—C17	−15.67 (19)	C21B—C22B—C23—C18	−31.5 (7)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3···O4i	0.95 (2)	1.64 (2)	2.5793 (15)	170 (2)
C3—H3A···O3	0.95	2.43	3.367 (2)	168
C9—H9···O2ii	0.95	2.34	3.275 (2)	170
C11—H11···O3	1.00	2.34	2.8228 (17)	108
C14—H14B···Cg3iii	0.99	2.85	3.750 (2)	152

Table 1

Hydrogen-bond geometry (Å, °)

Cg3 is the centroid of the C2–C7 benzene ring.

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H3⋯O4i	0.95 (2)	1.64 (2)	2.5793 (15)	170 (2)
C3—H3A⋯O3	0.95	2.43	3.367 (2)	168
C9—H9⋯O2ii	0.95	2.34	3.275 (2)	170
C14—H14B⋯Cg3iii	0.99	2.85	3.750 (2)	152

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