3-Hy-droxy-2-[(4-hy-droxy-3,5-dimeth-oxy-phen-yl)(2-hy-droxy-4,4-dimethyl-6-oxo-cyclo-hex-1-en-1-yl)meth-yl]-5,5-dimethyl-cyclo-hex-2-en-1-one.

In the title compound, C(25)H(32)O(7), the 3-hy-droxy-5,5-dimethyl-cyclo-hex-2-enone rings adopt slightly distorted envelope conformations with the two planes at the base of the envelope forming dihedral angles of 57.6 (4) and 53.9 (9)° with the benzene ring. There is an intra-molecular hy-droxy-ketone O-H⋯O inter-action between the two substituted cyclo-hexane rings as well as a short intra-molecular phenol-meth-oxy O-H⋯O inter-action.

Related literature

For related structures, see: Yang et al. (2010 ▶); Tu et al. (2004 ▶). For applications of 1,4-dihydro­pyridine derivatives, see: Rose & Draeger (1992 ▶); Davies et al. (2005 ▶); Warrior et al. (2005 ▶).

Experimental

Crystal data

C25H32O7

M = 444.51

Triclinic,

a = 9.1620 (18) Å

b = 10.979 (2) Å

c = 13.120 (3) Å

α = 100.82 (3)°

β = 109.04 (3)°

γ = 104.16 (3)°

V = 1157.0 (6) Å3

Z = 2

Mo Kα radiation

μ = 0.09 mm−1

T = 293 K

0.30 × 0.20 × 0.20 mm

Data collection

Enraf–Nonius CAD-4 diffractometer

Absorption correction: ψ scan (North et al., 1968 ▶) T min = 0.973, T max = 0.982

4515 measured reflections

4230 independent reflections

2652 reflections with I > 2σ(I)

R int = 0.023

3 standard reflections every 200 reflections intensity decay: 1%

Refinement

R[F 2 > 2σ(F 2)] = 0.059

wR(F 2) = 0.184

S = 1.00

4230 reflections

289 parameters

H-atom parameters constrained

Δρmax = 0.16 e Å−3

Δρmin = −0.30 e Å−3

Data collection: CAD-4 EXPRESS (Enraf–Nonius, 1994 ▶); cell refinement: CAD-4 EXPRESS; data reduction: XCAD4 (Harms & Wocadlo, 1996 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811002698/zs2081sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811002698/zs2081Isup2.hkl

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

C25H32O7	Z = 2
Mr = 444.51	F(000) = 476
Triclinic, P1	Dx = 1.276 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.1620 (18) Å	Cell parameters from 25 reflections
b = 10.979 (2) Å	θ = 8–14°
c = 13.120 (3) Å	µ = 0.09 mm−1
α = 100.82 (3)°	T = 293 K
β = 109.04 (3)°	Block, colourless
γ = 104.16 (3)°	0.30 × 0.20 × 0.20 mm
V = 1157.0 (6) Å3

Enraf–Nonius CAD-4 diffractometer	2652 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.023
graphite	θmax = 25.4°, θmin = 1.7°
ω/–2θ scans	h = 0→11
Absorption correction: ψ scan (North et al., 1968)	k = −13→12
Tmin = 0.973, Tmax = 0.982	l = −15→14
4515 measured reflections	3 standard reflections every 200 reflections
4230 independent reflections	intensity decay: 1%

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)] = 0.059	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.184	H-atom parameters constrained
S = 1.00	w = 1/[σ2(Fo2) + (0.1P)2 + 0.18P] where P = (Fo2 + 2Fc2)/3
4230 reflections	(Δ/σ)max < 0.001
289 parameters	Δρmax = 0.16 e Å−3
0 restraints	Δρmin = −0.30 e Å−3

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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
C1	0.3616 (3)	0.2008 (3)	0.8305 (2)	0.0423 (7)
H1A	0.4668	0.2361	0.8339	0.051*
O1	0.1583 (3)	0.0314 (2)	0.98624 (19)	0.0696 (7)
H1B	0.2420	0.0296	1.0380	0.084*
C2	0.3382 (3)	0.1413 (3)	0.9100 (2)	0.0454 (7)
O2	−0.0996 (3)	0.0423 (2)	0.82596 (19)	0.0702 (7)
O3	0.4598 (3)	0.1312 (2)	0.99870 (18)	0.0603 (6)
C3	0.1799 (4)	0.0880 (3)	0.9058 (2)	0.0486 (7)
O4	0.1863 (2)	0.1972 (2)	0.42127 (16)	0.0618 (6)
C4	0.0503 (3)	0.0955 (3)	0.8216 (2)	0.0490 (7)
O5	0.0426 (2)	0.4150 (2)	0.69521 (17)	0.0542 (6)
H5B	0.1400	0.4341	0.7342	0.081*
C5	0.0728 (3)	0.1532 (3)	0.7405 (2)	0.0464 (7)
H5A	−0.0172	0.1550	0.6823	0.056*
O6	0.3409 (2)	0.49561 (19)	0.84537 (16)	0.0516 (5)
C6	0.2298 (3)	0.2087 (2)	0.7456 (2)	0.0383 (6)
O7	0.4945 (2)	0.3343 (2)	0.55456 (17)	0.0652 (7)
H7D	0.3958	0.2967	0.5204	0.098*
C7	0.6237 (4)	0.1861 (4)	1.0097 (3)	0.0652 (9)
H7A	0.6968	0.1721	1.0744	0.098*
H7B	0.6486	0.2787	1.0189	0.098*
H7C	0.6362	0.1447	0.9433	0.098*
C8	−0.2392 (4)	0.0506 (4)	0.7457 (3)	0.0733 (10)
H8A	−0.3340	0.0092	0.7586	0.110*
H8B	−0.2507	0.0070	0.6715	0.110*
H8C	−0.2284	0.1412	0.7521	0.110*
C9	0.2629 (3)	0.2702 (2)	0.6556 (2)	0.0363 (6)
H9A	0.2940	0.2056	0.6123	0.044*
C10	0.1132 (3)	0.2811 (3)	0.5686 (2)	0.0378 (6)
C11	0.0111 (3)	0.3455 (3)	0.5945 (2)	0.0401 (6)
C12	−0.1474 (3)	0.3377 (3)	0.5066 (3)	0.0500 (7)
H12A	−0.1317	0.4185	0.4855	0.060*
H12B	−0.2283	0.3320	0.5398	0.060*
C13	−0.2147 (3)	0.2233 (3)	0.4010 (2)	0.0475 (7)
C14	−0.0754 (3)	0.2221 (3)	0.3619 (2)	0.0578 (8)
H14A	−0.1097	0.1414	0.3020	0.069*
H14B	−0.0545	0.2947	0.3306	0.069*
C15	0.0812 (3)	0.2323 (3)	0.4535 (2)	0.0461 (7)
C16	−0.3548 (4)	0.2419 (4)	0.3101 (3)	0.0692 (10)
H16A	−0.4423	0.2417	0.3352	0.104*
H16B	−0.3937	0.1715	0.2420	0.104*
H16C	−0.3166	0.3241	0.2961	0.104*
C17	−0.2806 (4)	0.0945 (3)	0.4246 (3)	0.0622 (9)
H17A	−0.1942	0.0812	0.4818	0.093*
H17B	−0.3222	0.0231	0.3568	0.093*
H17C	−0.3670	0.0981	0.4500	0.093*
C18	0.4135 (3)	0.3933 (3)	0.7051 (2)	0.0374 (6)
C19	0.5225 (3)	0.4114 (3)	0.6525 (2)	0.0460 (7)
C20	0.6797 (3)	0.5237 (3)	0.7034 (3)	0.0550 (8)
H20A	0.6617	0.5971	0.6760	0.066*
H20B	0.7593	0.4981	0.6785	0.066*
C21	0.7493 (3)	0.5682 (3)	0.8309 (2)	0.0505 (7)
C22	0.6138 (3)	0.5941 (3)	0.8669 (2)	0.0510 (7)
H22A	0.6463	0.6024	0.9467	0.061*
H22B	0.6044	0.6775	0.8566	0.061*
C23	0.4487 (3)	0.4906 (3)	0.8044 (2)	0.0402 (6)
C24	0.8977 (4)	0.6928 (4)	0.8753 (3)	0.0769 (11)
H24A	0.8658	0.7605	0.8463	0.115*
H24B	0.9806	0.6748	0.8513	0.115*
H24C	0.9400	0.7214	0.9562	0.115*
C25	0.8023 (4)	0.4613 (4)	0.8764 (3)	0.0732 (10)
H25A	0.7096	0.3828	0.8496	0.110*
H25B	0.8466	0.4903	0.9573	0.110*
H25C	0.8841	0.4436	0.8510	0.110*

	U11	U22	U33	U12	U13	U23
C1	0.0363 (15)	0.0453 (16)	0.0461 (16)	0.0129 (13)	0.0173 (13)	0.0140 (13)
O1	0.0773 (16)	0.0842 (17)	0.0682 (15)	0.0278 (13)	0.0394 (13)	0.0476 (13)
C2	0.0482 (17)	0.0440 (16)	0.0440 (16)	0.0187 (14)	0.0141 (14)	0.0154 (13)
O2	0.0490 (13)	0.0912 (17)	0.0726 (15)	0.0050 (12)	0.0324 (12)	0.0372 (13)
O3	0.0537 (13)	0.0724 (15)	0.0626 (14)	0.0253 (11)	0.0205 (11)	0.0351 (12)
C3	0.0553 (19)	0.0460 (17)	0.0496 (17)	0.0118 (14)	0.0282 (15)	0.0180 (14)
O4	0.0482 (12)	0.0898 (16)	0.0484 (12)	0.0274 (12)	0.0249 (10)	0.0055 (11)
C4	0.0447 (17)	0.0519 (17)	0.0526 (17)	0.0092 (14)	0.0266 (15)	0.0154 (14)
O5	0.0387 (11)	0.0639 (13)	0.0556 (13)	0.0193 (10)	0.0203 (10)	0.0010 (10)
C5	0.0372 (15)	0.0557 (17)	0.0460 (16)	0.0108 (13)	0.0181 (13)	0.0168 (14)
O6	0.0428 (11)	0.0597 (13)	0.0539 (12)	0.0165 (10)	0.0272 (10)	0.0060 (10)
C6	0.0364 (15)	0.0387 (14)	0.0409 (15)	0.0111 (12)	0.0186 (12)	0.0097 (12)
O7	0.0413 (12)	0.0888 (17)	0.0559 (13)	0.0097 (11)	0.0277 (10)	−0.0002 (12)
C7	0.054 (2)	0.087 (2)	0.064 (2)	0.0362 (19)	0.0194 (17)	0.0315 (19)
C8	0.0450 (19)	0.091 (3)	0.083 (3)	0.0118 (18)	0.0328 (19)	0.024 (2)
C9	0.0324 (14)	0.0422 (15)	0.0387 (14)	0.0162 (12)	0.0174 (12)	0.0099 (12)
C10	0.0305 (14)	0.0439 (15)	0.0431 (15)	0.0120 (12)	0.0186 (12)	0.0148 (12)
C11	0.0322 (14)	0.0437 (15)	0.0466 (16)	0.0117 (12)	0.0189 (12)	0.0127 (13)
C12	0.0357 (15)	0.0515 (17)	0.0642 (19)	0.0172 (14)	0.0188 (14)	0.0172 (15)
C13	0.0354 (15)	0.0573 (18)	0.0494 (17)	0.0161 (14)	0.0132 (13)	0.0192 (14)
C14	0.0445 (18)	0.085 (2)	0.0428 (17)	0.0208 (17)	0.0160 (14)	0.0188 (16)
C15	0.0387 (16)	0.0570 (18)	0.0464 (17)	0.0164 (14)	0.0217 (13)	0.0134 (14)
C16	0.0461 (19)	0.090 (3)	0.068 (2)	0.0229 (18)	0.0134 (17)	0.033 (2)
C17	0.0524 (19)	0.057 (2)	0.062 (2)	0.0079 (16)	0.0129 (16)	0.0144 (16)
C18	0.0323 (14)	0.0434 (15)	0.0396 (14)	0.0130 (12)	0.0160 (12)	0.0147 (12)
C19	0.0359 (15)	0.0565 (18)	0.0455 (16)	0.0131 (13)	0.0198 (13)	0.0107 (14)
C20	0.0385 (16)	0.0622 (19)	0.064 (2)	0.0071 (14)	0.0298 (15)	0.0131 (15)
C21	0.0308 (15)	0.0565 (18)	0.0564 (18)	0.0072 (13)	0.0160 (14)	0.0101 (15)
C22	0.0400 (16)	0.0530 (18)	0.0504 (17)	0.0098 (14)	0.0152 (14)	0.0057 (14)
C23	0.0340 (15)	0.0446 (16)	0.0431 (15)	0.0135 (12)	0.0149 (12)	0.0143 (13)
C24	0.0440 (19)	0.077 (2)	0.086 (3)	−0.0034 (17)	0.0236 (18)	0.005 (2)
C25	0.0425 (19)	0.090 (3)	0.085 (3)	0.0297 (18)	0.0168 (18)	0.024 (2)

C1—C2	1.376 (4)	C12—C13	1.513 (4)
C1—C6	1.384 (4)	C12—H12A	0.9700
C1—H1A	0.9300	C12—H12B	0.9700
O1—C3	1.365 (3)	C13—C14	1.525 (4)
O1—H1B	0.8500	C13—C17	1.526 (4)
C2—O3	1.368 (3)	C13—C16	1.527 (4)
C2—C3	1.403 (4)	C14—C15	1.504 (4)
O2—C4	1.379 (3)	C14—H14A	0.9700
O2—C8	1.402 (4)	C14—H14B	0.9700
O3—C7	1.422 (4)	C16—H16A	0.9600
C3—C4	1.365 (4)	C16—H16B	0.9600
O4—C15	1.280 (3)	C16—H16C	0.9600
C4—C5	1.381 (4)	C17—H17A	0.9600
O5—C11	1.295 (3)	C17—H17B	0.9600
O5—H5B	0.8200	C17—H17C	0.9600
C5—C6	1.392 (4)	C18—C19	1.385 (4)
C5—H5A	0.9300	C18—C23	1.406 (4)
O6—C23	1.276 (3)	C19—C20	1.495 (4)
C6—C9	1.542 (3)	C20—C21	1.513 (4)
O7—C19	1.305 (3)	C20—H20A	0.9700
O7—H7D	0.8200	C20—H20B	0.9700
C7—H7A	0.9600	C21—C25	1.523 (4)
C7—H7B	0.9600	C21—C24	1.528 (4)
C7—H7C	0.9600	C21—C22	1.533 (4)
C8—H8A	0.9600	C22—C23	1.501 (4)
C8—H8B	0.9600	C22—H22A	0.9700
C8—H8C	0.9600	C22—H22B	0.9700
C9—C10	1.519 (3)	C24—H24A	0.9600
C9—C18	1.525 (4)	C24—H24B	0.9600
C9—H9A	0.9800	C24—H24C	0.9600
C10—C11	1.389 (4)	C25—H25A	0.9600
C10—C15	1.409 (4)	C25—H25B	0.9600
C11—C12	1.503 (4)	C25—H25C	0.9600
C2—C1—C6	120.5 (3)	C15—C14—H14A	108.7
C2—C1—H1A	119.7	C13—C14—H14A	108.7
C6—C1—H1A	119.7	C15—C14—H14B	108.7
C3—O1—H1B	118.7	C13—C14—H14B	108.7
O3—C2—C1	125.3 (3)	H14A—C14—H14B	107.6
O3—C2—C3	114.6 (2)	O4—C15—C10	121.5 (3)
C1—C2—C3	120.2 (3)	O4—C15—C14	116.4 (2)
C4—O2—C8	118.6 (2)	C10—C15—C14	122.1 (2)
C2—O3—C7	117.5 (2)	C13—C16—H16A	109.5
O1—C3—C4	121.2 (3)	C13—C16—H16B	109.5
O1—C3—C2	119.7 (3)	H16A—C16—H16B	109.5
C4—C3—C2	119.1 (2)	C13—C16—H16C	109.5
C3—C4—O2	114.6 (2)	H16A—C16—H16C	109.5
C3—C4—C5	121.0 (3)	H16B—C16—H16C	109.5
O2—C4—C5	124.4 (3)	C13—C17—H17A	109.5
C11—O5—H5B	109.5	C13—C17—H17B	109.5
C4—C5—C6	120.1 (3)	H17A—C17—H17B	109.5
C4—C5—H5A	119.9	C13—C17—H17C	109.5
C6—C5—H5A	119.9	H17A—C17—H17C	109.5
C1—C6—C5	119.0 (2)	H17B—C17—H17C	109.5
C1—C6—C9	118.1 (2)	C19—C18—C23	117.7 (2)
C5—C6—C9	122.7 (2)	C19—C18—C9	119.8 (2)
C19—O7—H7D	109.5	C23—C18—C9	122.5 (2)
O3—C7—H7A	109.5	O7—C19—C18	122.9 (3)
O3—C7—H7B	109.5	O7—C19—C20	115.3 (2)
H7A—C7—H7B	109.5	C18—C19—C20	121.8 (3)
O3—C7—H7C	109.5	C19—C20—C21	113.5 (2)
H7A—C7—H7C	109.5	C19—C20—H20A	108.9
H7B—C7—H7C	109.5	C21—C20—H20A	108.9
O2—C8—H8A	109.5	C19—C20—H20B	108.9
O2—C8—H8B	109.5	C21—C20—H20B	108.9
H8A—C8—H8B	109.5	H20A—C20—H20B	107.7
O2—C8—H8C	109.5	C20—C21—C25	109.9 (3)
H8A—C8—H8C	109.5	C20—C21—C24	109.9 (3)
H8B—C8—H8C	109.5	C25—C21—C24	108.8 (3)
C10—C9—C18	115.0 (2)	C20—C21—C22	107.2 (2)
C10—C9—C6	114.9 (2)	C25—C21—C22	110.2 (3)
C18—C9—C6	113.0 (2)	C24—C21—C22	110.8 (3)
C10—C9—H9A	104.0	C23—C22—C21	115.0 (2)
C18—C9—H9A	104.0	C23—C22—H22A	108.5
C6—C9—H9A	104.0	C21—C22—H22A	108.5
C11—C10—C15	116.8 (2)	C23—C22—H22B	108.5
C11—C10—C9	124.4 (2)	C21—C22—H22B	108.5
C15—C10—C9	118.6 (2)	H22A—C22—H22B	107.5
O5—C11—C10	123.4 (2)	O6—C23—C18	121.5 (2)
O5—C11—C12	114.6 (2)	O6—C23—C22	116.7 (2)
C10—C11—C12	122.0 (2)	C18—C23—C22	121.8 (2)
C11—C12—C13	114.9 (2)	C21—C24—H24A	109.5
C11—C12—H12A	108.5	C21—C24—H24B	109.5
C13—C12—H12A	108.5	H24A—C24—H24B	109.5
C11—C12—H12B	108.5	C21—C24—H24C	109.5
C13—C12—H12B	108.5	H24A—C24—H24C	109.5
H12A—C12—H12B	107.5	H24B—C24—H24C	109.5
C12—C13—C14	107.1 (2)	C21—C25—H25A	109.5
C12—C13—C17	110.7 (2)	C21—C25—H25B	109.5
C14—C13—C17	111.1 (3)	H25A—C25—H25B	109.5
C12—C13—C16	109.6 (3)	C21—C25—H25C	109.5
C14—C13—C16	110.1 (2)	H25A—C25—H25C	109.5
C17—C13—C16	108.3 (2)	H25B—C25—H25C	109.5
C15—C14—C13	114.1 (2)
C6—C1—C2—O3	−178.3 (2)	C11—C12—C13—C14	−49.1 (3)
C6—C1—C2—C3	−0.1 (4)	C11—C12—C13—C17	72.1 (3)
C1—C2—O3—C7	−0.3 (4)	C11—C12—C13—C16	−168.6 (2)
C3—C2—O3—C7	−178.5 (3)	C12—C13—C14—C15	48.9 (3)
O3—C2—C3—O1	−0.4 (4)	C17—C13—C14—C15	−72.1 (3)
C1—C2—C3—O1	−178.7 (3)	C16—C13—C14—C15	168.0 (3)
O3—C2—C3—C4	178.7 (3)	C11—C10—C15—O4	164.9 (3)
C1—C2—C3—C4	0.4 (4)	C9—C10—C15—O4	−10.3 (4)
O1—C3—C4—O2	0.1 (4)	C11—C10—C15—C14	−13.4 (4)
C2—C3—C4—O2	−179.0 (3)	C9—C10—C15—C14	171.4 (3)
O1—C3—C4—C5	179.8 (3)	C13—C14—C15—O4	162.0 (3)
C2—C3—C4—C5	0.7 (4)	C13—C14—C15—C10	−19.6 (4)
C8—O2—C4—C3	177.3 (3)	C10—C9—C18—C19	−88.5 (3)
C8—O2—C4—C5	−2.4 (5)	C6—C9—C18—C19	136.8 (3)
C3—C4—C5—C6	−2.1 (5)	C10—C9—C18—C23	92.3 (3)
O2—C4—C5—C6	177.6 (3)	C6—C9—C18—C23	−42.5 (3)
C2—C1—C6—C5	−1.2 (4)	C23—C18—C19—O7	−173.2 (3)
C2—C1—C6—C9	−176.9 (2)	C9—C18—C19—O7	7.5 (4)
C4—C5—C6—C1	2.3 (4)	C23—C18—C19—C20	5.2 (4)
C4—C5—C6—C9	177.8 (2)	C9—C18—C19—C20	−174.1 (2)
C1—C6—C9—C10	−177.2 (2)	O7—C19—C20—C21	−151.3 (3)
C5—C6—C9—C10	7.2 (4)	C18—C19—C20—C21	30.2 (4)
C1—C6—C9—C18	−42.5 (3)	C19—C20—C21—C25	67.0 (3)
C5—C6—C9—C18	142.0 (3)	C19—C20—C21—C24	−173.3 (3)
C18—C9—C10—C11	−77.8 (3)	C19—C20—C21—C22	−52.8 (3)
C6—C9—C10—C11	56.1 (3)	C20—C21—C22—C23	45.0 (3)
C18—C9—C10—C15	96.9 (3)	C25—C21—C22—C23	−74.6 (3)
C6—C9—C10—C15	−129.2 (3)	C24—C21—C22—C23	164.9 (3)
C15—C10—C11—O5	−167.2 (2)	C19—C18—C23—O6	165.7 (2)
C9—C10—C11—O5	7.6 (4)	C9—C18—C23—O6	−15.1 (4)
C15—C10—C11—C12	13.6 (4)	C19—C18—C23—C22	−13.8 (4)
C9—C10—C11—C12	−171.5 (2)	C9—C18—C23—C22	165.5 (2)
O5—C11—C12—C13	−159.7 (2)	C21—C22—C23—O6	167.3 (2)
C10—C11—C12—C13	19.5 (4)	C21—C22—C23—C18	−13.2 (4)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1B···O3	0.85	2.30	2.649 (4)	105
O5—H5B···O6	0.82	1.80	2.604 (3)	166
O7—H7D···O4	0.82	1.84	2.647 (3)	168
C9—H9A···O4	0.98	2.35	2.825 (3)	109
C9—H9A···O7	0.98	2.45	2.865 (4)	105

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O5—H5B⋯O6	0.82	1.80	2.604 (3)	166
O7—H7D⋯O4	0.82	1.84	2.647 (3)	168