Diethyl 4,4'-dihy-droxy-3,3'-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octa-hydro-1H-1,3-benzimidazole-1,3-di-yl]bis-(methyl-ene)}dibenzoate.

The heterocyclic ring in the title compound, C(27)H(34)N(2)O(6), has an envelope conformation on one of the bridgehead C atoms [Q(2) = 0.4487 (19) Å and ϕ = 291.3 (2)°]. Two strong intra-molecular O-H⋯N hydrogen bonds stabilize the mol-ecular conformation. The benzoate groups differ in the relative orientations of the ethyl groups, as quanti-fied by the values of the C-O-C-C torsion angles of -86.5 (2) and -178.97 (17)°. The carbonyl groups are nearly coplanar with the benzene rings, forming C-C-C-O torsion angles of 0.9 (3) and 3.4 (3)°. The crystal structure is stabilized by weak inter-molecular C-H⋯O inter-actions.

Related literature

For related structures, see: Rivera et al. (2010 ▶, 2011 ▶). For the background to this work, see: Van den Enden & Geise (1981 ▶); Geise et al. (1971 ▶). For the synthesis of the precursor, see: Murray-Rust & Riddell (1975 ▶). For puckering parameters, see: Cremer & Pople (1975 ▶). For hydrogen-bond graph-set nomenclature, see: Bernstein et al. (1995 ▶).

Experimental

Crystal data

C27H34N2O6

M = 482.6

Triclinic,

a = 8.1132 (4) Å

b = 10.9796 (7) Å

c = 15.2450 (8) Å

α = 89.580 (5)°

β = 81.028 (4)°

γ = 70.028 (5)°

V = 1259.19 (13) Å3

Z = 2

Cu Kα radiation

μ = 0.73 mm−1

T = 120 K

0.46 × 0.18 × 0.11 mm

Data collection

Agilent Xcalibur diffractometer with an Atlas (Gemini ultra Cu) detector

Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2010 ▶) T min = 0.752, T max = 1

11294 measured reflections

4430 independent reflections

3313 reflections with I > 3σ(I)

R int = 0.034

Refinement

R[F 2 > 2σ(F 2)] = 0.043

wR(F 2) = 0.111

S = 1.64

4430 reflections

323 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.47 e Å−3

Δρmin = −0.24 e Å−3

Data collection: CrysAlis PRO (Agilent, 2010 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SIR2002 (Burla et al., 2003 ▶); program(s) used to refine structure: JANA2006 (Petříček et al., 2006 ▶); molecular graphics: DIAMOND (Brandenburg & Putz, 2005 ▶); software used to prepare material for publication: JANA2006.

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536811039559/bt5654sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811039559/bt5654Isup2.hkl

Supplementary material file. DOI: 10.1107/S1600536811039559/bt5654Isup3.cml

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

C27H34N2O6	Z = 2
Mr = 482.6	F(000) = 516
Triclinic, P1	Dx = 1.272 Mg m−3
Hall symbol: -P 1	Cu Kα radiation, λ = 1.5418 Å
a = 8.1132 (4) Å	Cell parameters from 4486 reflections
b = 10.9796 (7) Å	θ = 2.9–67.1°
c = 15.2450 (8) Å	µ = 0.73 mm−1
α = 89.580 (5)°	T = 120 K
β = 81.028 (4)°	Block, colourless
γ = 70.028 (5)°	0.46 × 0.18 × 0.11 mm
V = 1259.19 (13) Å3

Agilent Xcalibur diffractometer with an Atlas (Gemini ultra Cu) detector	4430 independent reflections
Radiation source: Enhance Ultra (Cu) X-ray Source	3313 reflections with I > 3σ(I)
mirror	Rint = 0.034
Detector resolution: 10.3784 pixels mm-1	θmax = 67.2°, θmin = 2.9°
Rotation method data acquisition using ω scans	h = −8→9
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2010)	k = −13→12
Tmin = 0.752, Tmax = 1	l = −18→18
11294 measured reflections

Refinement on F2	H atoms treated by a mixture of independent and constrained refinement
R[F2 > 2σ(F2)] = 0.043	Weighting scheme based on measured s.u.'s w = 1/[σ2(I) + 0.0009I2]
wR(F2) = 0.111	(Δ/σ)max = 0.005
S = 1.64	Δρmax = 0.47 e Å−3
4430 reflections	Δρmin = −0.24 e Å−3
323 parameters	Extinction correction: B-C type 1 Lorentzian isotropic (Becker & Coppens, 1974)
0 restraints	Extinction coefficient: 900 (200)
130 constraints

Experimental. CrysAlisPro (Agilent Technologies, 2010) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm

Refinement. The refinement was carried out against all reflections. The conventional R-factor is always based on F. The goodness of fit as well as the weighted R-factor are based on F and F2 for refinement carried out on F and F2, respectively. The threshold expression is used only for calculating R-factors etc. and it is not relevant to the choice of reflections for refinement.The program used for refinement, Jana2006, uses the weighting scheme based on the experimental expectations, see _refine_ls_weighting_details, that does not force S to be one. Therefore the values of S are usually larger than the ones from the SHELX program.

	x	y	z	Uiso*/Ueq
O1	0.80490 (18)	0.62458 (15)	−0.09060 (10)	0.0383 (6)
O2	0.86246 (17)	0.80304 (15)	−0.05677 (10)	0.0363 (6)
O3	0.16819 (17)	0.90030 (14)	0.22196 (9)	0.0305 (5)
O4	0.88617 (18)	0.26784 (14)	0.50761 (10)	0.0336 (5)
O5	1.05002 (16)	0.09728 (14)	0.41510 (9)	0.0289 (5)
O6	0.35533 (18)	0.23291 (15)	0.24830 (10)	0.0327 (6)
N1	0.16240 (18)	0.65935 (16)	0.21904 (10)	0.0230 (6)
N2	0.20550 (18)	0.47944 (15)	0.31013 (10)	0.0223 (5)
C1	0.2970 (2)	0.5617 (2)	0.26184 (14)	0.0301 (7)
C2	−0.0010 (2)	0.62702 (18)	0.23985 (12)	0.0215 (6)
C3	0.0186 (2)	0.56664 (18)	0.32802 (12)	0.0212 (6)
C4	−0.1214 (2)	0.5040 (2)	0.35509 (13)	0.0251 (7)
C5	−0.3031 (2)	0.6115 (2)	0.36049 (13)	0.0284 (7)
C6	−0.3246 (2)	0.6841 (2)	0.27465 (13)	0.0289 (7)
C7	−0.1753 (2)	0.7398 (2)	0.24635 (13)	0.0263 (7)
C8	0.2195 (2)	0.66840 (19)	0.12354 (13)	0.0247 (7)
C9	0.3493 (2)	0.74075 (18)	0.10787 (12)	0.0220 (6)
C10	0.5003 (2)	0.69903 (19)	0.04363 (13)	0.0237 (7)
C11	0.6112 (2)	0.77285 (19)	0.02585 (12)	0.0237 (7)
C12	0.5683 (2)	0.89060 (19)	0.07296 (12)	0.0243 (7)
C13	0.4197 (2)	0.93306 (19)	0.13820 (13)	0.0252 (7)
C14	0.3118 (2)	0.85782 (19)	0.15638 (12)	0.0235 (7)
C15	0.7677 (2)	0.7236 (2)	−0.04577 (13)	0.0281 (7)
C16	1.0021 (3)	0.7736 (2)	−0.13485 (16)	0.0406 (9)
C17	1.1722 (3)	0.6775 (3)	−0.11692 (17)	0.0510 (11)
C18	0.2807 (2)	0.42669 (18)	0.38978 (13)	0.0234 (6)
C19	0.4584 (2)	0.31872 (18)	0.36541 (12)	0.0216 (6)
C20	0.5969 (2)	0.30589 (19)	0.41223 (12)	0.0226 (6)
C21	0.7585 (2)	0.20349 (18)	0.39261 (12)	0.0223 (6)
C22	0.7816 (2)	0.11224 (19)	0.32436 (13)	0.0248 (7)
C23	0.6454 (2)	0.1236 (2)	0.27718 (13)	0.0275 (7)
C24	0.4850 (2)	0.22611 (19)	0.29689 (13)	0.0239 (7)
C25	0.9003 (2)	0.19539 (18)	0.44524 (13)	0.0233 (7)
C26	1.2010 (2)	0.0805 (2)	0.45986 (14)	0.0289 (7)
C27	1.3504 (2)	−0.0335 (2)	0.41217 (14)	0.0335 (8)
H1a	0.390996	0.509476	0.217022	0.0361*
H1b	0.339167	0.60455	0.303387	0.0361*
H2	−0.009721	0.573115	0.192756	0.0257*
H3	−0.002172	0.624178	0.378853	0.0255*
H4a	−0.109705	0.438854	0.310572	0.0301*
H4b	−0.109034	0.468638	0.412473	0.0301*
H5a	−0.395371	0.574881	0.374116	0.034*
H5b	−0.319889	0.671905	0.409118	0.034*
H6a	−0.326041	0.626526	0.227901	0.0346*
H6b	−0.437513	0.753203	0.282548	0.0346*
H7a	−0.186338	0.775993	0.189146	0.0316*
H7b	−0.180183	0.802846	0.290901	0.0316*
H8a	0.117525	0.712073	0.096222	0.0296*
H8b	0.274173	0.582741	0.095879	0.0296*
H10	0.529284	0.618178	0.010754	0.0285*
H12	0.642366	0.942596	0.060072	0.0292*
H13	0.390889	1.014069	0.170841	0.0302*
H16a	0.963679	0.740749	−0.183166	0.0488*
H16b	1.021028	0.852032	−0.153732	0.0488*
H17a	1.262112	0.665384	−0.168345	0.0765*
H17b	1.208207	0.708856	−0.067132	0.0765*
H17c	1.156002	0.596333	−0.103694	0.0765*
H18a	0.199541	0.394252	0.426876	0.0281*
H18b	0.295301	0.494797	0.423447	0.0281*
H20	0.581029	0.368816	0.459072	0.0271*
H22	0.892295	0.041523	0.310208	0.0298*
H23	0.66159	0.060322	0.230516	0.033*
H26a	1.172541	0.060967	0.520634	0.0347*
H26b	1.233698	0.156681	0.454438	0.0347*
H27a	1.31469	−0.108441	0.414248	0.0503*
H27b	1.378537	−0.014112	0.351344	0.0503*
H27c	1.453165	−0.050579	0.440505	0.0503*
H3o	0.139 (3)	0.829 (3)	0.2311 (15)	0.0366*
H6o	0.280 (3)	0.316 (3)	0.2587 (16)	0.0393*

	U11	U22	U33	U12	U13	U23
O1	0.0355 (8)	0.0382 (9)	0.0379 (9)	−0.0156 (7)	0.0104 (6)	−0.0086 (7)
O2	0.0280 (7)	0.0358 (9)	0.0439 (9)	−0.0156 (6)	0.0079 (6)	−0.0004 (7)
O3	0.0272 (7)	0.0266 (8)	0.0324 (8)	−0.0073 (6)	0.0060 (6)	−0.0034 (6)
O4	0.0325 (8)	0.0300 (8)	0.0357 (8)	−0.0042 (6)	−0.0127 (6)	−0.0063 (7)
O5	0.0199 (7)	0.0305 (8)	0.0329 (8)	−0.0025 (6)	−0.0080 (5)	−0.0027 (6)
O6	0.0278 (7)	0.0283 (8)	0.0416 (9)	−0.0046 (6)	−0.0155 (6)	−0.0064 (7)
N1	0.0175 (7)	0.0280 (9)	0.0235 (8)	−0.0080 (6)	−0.0031 (6)	0.0047 (7)
N2	0.0173 (7)	0.0239 (9)	0.0238 (8)	−0.0047 (6)	−0.0034 (6)	0.0040 (7)
C1	0.0193 (9)	0.0345 (12)	0.0359 (12)	−0.0084 (8)	−0.0055 (8)	0.0115 (9)
C2	0.0175 (9)	0.0246 (10)	0.0230 (10)	−0.0082 (7)	−0.0035 (7)	0.0022 (8)
C3	0.0174 (9)	0.0221 (10)	0.0216 (9)	−0.0039 (7)	−0.0024 (7)	−0.0009 (8)
C4	0.0203 (9)	0.0296 (11)	0.0262 (10)	−0.0101 (8)	−0.0027 (7)	0.0042 (8)
C5	0.0193 (9)	0.0357 (12)	0.0294 (11)	−0.0098 (8)	−0.0015 (8)	0.0025 (9)
C6	0.0173 (9)	0.0362 (12)	0.0305 (11)	−0.0058 (8)	−0.0044 (8)	0.0024 (9)
C7	0.0216 (9)	0.0290 (11)	0.0255 (10)	−0.0048 (8)	−0.0042 (8)	0.0045 (8)
C8	0.0244 (9)	0.0255 (10)	0.0230 (10)	−0.0089 (8)	0.0002 (7)	0.0004 (8)
C9	0.0223 (9)	0.0228 (10)	0.0209 (9)	−0.0077 (7)	−0.0041 (7)	0.0038 (8)
C10	0.0247 (9)	0.0232 (10)	0.0224 (10)	−0.0073 (8)	−0.0034 (7)	0.0012 (8)
C11	0.0229 (9)	0.0273 (10)	0.0214 (10)	−0.0091 (8)	−0.0044 (7)	0.0033 (8)
C12	0.0258 (10)	0.0250 (10)	0.0250 (10)	−0.0108 (8)	−0.0081 (8)	0.0068 (8)
C13	0.0284 (10)	0.0218 (10)	0.0253 (10)	−0.0075 (8)	−0.0073 (8)	0.0015 (8)
C14	0.0217 (9)	0.0226 (10)	0.0222 (10)	−0.0032 (7)	−0.0021 (7)	0.0026 (8)
C15	0.0262 (10)	0.0305 (11)	0.0283 (11)	−0.0117 (8)	−0.0022 (8)	0.0041 (9)
C16	0.0318 (11)	0.0473 (14)	0.0405 (13)	−0.0171 (10)	0.0093 (9)	0.0016 (11)
C17	0.0365 (13)	0.0683 (19)	0.0445 (15)	−0.0167 (12)	0.0008 (11)	0.0037 (13)
C18	0.0220 (9)	0.0233 (10)	0.0226 (10)	−0.0051 (7)	−0.0032 (7)	0.0020 (8)
C19	0.0211 (9)	0.0209 (10)	0.0222 (9)	−0.0066 (7)	−0.0027 (7)	0.0030 (8)
C20	0.0239 (9)	0.0214 (10)	0.0209 (9)	−0.0071 (7)	−0.0010 (7)	0.0000 (8)
C21	0.0219 (9)	0.0218 (10)	0.0226 (10)	−0.0075 (7)	−0.0018 (7)	0.0038 (8)
C22	0.0208 (9)	0.0226 (10)	0.0275 (10)	−0.0039 (8)	−0.0017 (8)	−0.0013 (8)
C23	0.0273 (10)	0.0247 (11)	0.0288 (11)	−0.0070 (8)	−0.0038 (8)	−0.0049 (8)
C24	0.0219 (9)	0.0234 (10)	0.0279 (10)	−0.0089 (8)	−0.0064 (8)	0.0010 (8)
C25	0.0229 (9)	0.0207 (10)	0.0256 (10)	−0.0069 (8)	−0.0037 (8)	0.0032 (8)
C26	0.0235 (10)	0.0298 (11)	0.0353 (11)	−0.0081 (8)	−0.0130 (8)	0.0056 (9)
C27	0.0217 (10)	0.0369 (12)	0.0396 (12)	−0.0064 (8)	−0.0067 (9)	0.0036 (10)

O1—C15	1.209 (3)	C8—H8b	0.96
O2—C15	1.340 (3)	C9—C10	1.385 (2)
O2—C16	1.463 (3)	C9—C14	1.403 (3)
O3—C14	1.359 (2)	C10—C11	1.400 (3)
O3—H3o	0.89 (3)	C10—H10	0.96
O4—C25	1.210 (3)	C11—C12	1.392 (3)
O5—C25	1.3364 (19)	C11—C15	1.485 (2)
O5—C26	1.451 (3)	C12—C13	1.382 (2)
O6—C24	1.360 (3)	C12—H12	0.96
O6—H6o	0.91 (2)	C13—C14	1.393 (3)
N1—C1	1.476 (2)	C13—H13	0.96
N1—C2	1.474 (3)	C16—C17	1.487 (3)
N1—C8	1.471 (2)	C16—H16a	0.96
N2—C1	1.479 (3)	C16—H16b	0.96
N2—C3	1.474 (2)	C17—H17a	0.96
N2—C18	1.470 (2)	C17—H17b	0.96
C1—H1a	0.96	C17—H17c	0.96
C1—H1b	0.96	C18—C19	1.514 (2)
C2—C3	1.501 (3)	C18—H18a	0.96
C2—C7	1.518 (2)	C18—H18b	0.96
C2—H2	0.96	C19—C20	1.390 (3)
C3—C4	1.522 (3)	C19—C24	1.402 (3)
C3—H3	0.96	C20—C21	1.396 (2)
C4—C5	1.533 (2)	C20—H20	0.96
C4—H4a	0.96	C21—C22	1.396 (3)
C4—H4b	0.96	C21—C25	1.481 (3)
C5—C6	1.529 (3)	C22—C23	1.380 (3)
C5—H5a	0.96	C22—H22	0.96
C5—H5b	0.96	C23—C24	1.391 (2)
C6—C7	1.539 (3)	C23—H23	0.96
C6—H6a	0.96	C26—C27	1.505 (2)
C6—H6b	0.96	C26—H26a	0.96
C7—H7a	0.96	C26—H26b	0.96
C7—H7b	0.96	C27—H27a	0.96
C8—C9	1.512 (3)	C27—H27b	0.96
C8—H8a	0.96	C27—H27c	0.96
C15—O2—C16	116.06 (17)	C10—C11—C15	117.93 (18)
C14—O3—H3o	102.3 (13)	C12—C11—C15	122.6 (2)
C25—O5—C26	117.08 (16)	C11—C12—C13	120.4 (2)
C24—O6—H6o	103.4 (18)	C11—C12—H12	119.8207
C1—N1—C2	105.79 (16)	C13—C12—H12	119.8195
C1—N1—C8	113.67 (13)	C12—C13—C14	119.71 (19)
C2—N1—C8	114.09 (16)	C12—C13—H13	120.1478
C1—N2—C3	102.83 (14)	C14—C13—H13	120.1472
C1—N2—C18	112.75 (16)	O3—C14—C9	120.36 (19)
C3—N2—C18	114.62 (13)	O3—C14—C13	118.70 (18)
N1—C1—N2	106.30 (15)	C9—C14—C13	120.94 (16)
N1—C1—H1a	109.4712	O1—C15—O2	123.33 (17)
N1—C1—H1b	109.4709	O1—C15—C11	124.4 (2)
N2—C1—H1a	109.4716	O2—C15—C11	112.25 (18)
N2—C1—H1b	109.4715	O2—C16—C17	112.13 (19)
H1a—C1—H1b	112.4688	O2—C16—H16a	109.4709
N1—C2—C3	101.91 (15)	O2—C16—H16b	109.4712
N1—C2—C7	116.25 (17)	C17—C16—H16a	109.4713
N1—C2—H2	110.6306	C17—C16—H16b	109.4715
C3—C2—C7	110.74 (14)	H16a—C16—H16b	106.6803
C3—C2—H2	116.1453	C16—C17—H17a	109.4706
C7—C2—H2	101.7775	C16—C17—H17b	109.471
N2—C3—C2	100.86 (13)	C16—C17—H17c	109.4713
N2—C3—C4	116.93 (16)	H17a—C17—H17b	109.4711
N2—C3—H3	110.9593	H17a—C17—H17c	109.4713
C2—C3—C4	110.85 (17)	H17b—C17—H17c	109.4722
C2—C3—H3	117.026	N2—C18—C19	111.38 (14)
C4—C3—H3	100.9923	N2—C18—H18a	109.4715
C3—C4—C5	106.90 (17)	N2—C18—H18b	109.4713
C3—C4—H4a	109.4713	C19—C18—H18a	109.4707
C3—C4—H4b	109.4714	C19—C18—H18b	109.4714
C5—C4—H4a	109.4711	H18a—C18—H18b	107.4978
C5—C4—H4b	109.471	C18—C19—C20	121.07 (17)
H4a—C4—H4b	111.9296	C18—C19—C24	120.63 (17)
C4—C5—C6	112.75 (15)	C20—C19—C24	118.26 (15)
C4—C5—H5a	109.4716	C19—C20—C21	121.41 (18)
C4—C5—H5b	109.4711	C19—C20—H20	119.2941
C6—C5—H5a	109.4709	C21—C20—H20	119.2942
C6—C5—H5b	109.4716	C20—C21—C22	119.27 (18)
H5a—C5—H5b	105.9755	C20—C21—C25	118.64 (17)
C5—C6—C7	112.22 (17)	C22—C21—C25	122.08 (15)
C5—C6—H6a	109.4716	C21—C22—C23	120.05 (15)
C5—C6—H6b	109.4709	C21—C22—H22	119.9737
C7—C6—H6a	109.4709	C23—C22—H22	119.9726
C7—C6—H6b	109.4708	C22—C23—C24	120.36 (19)
H6a—C6—H6b	106.5811	C22—C23—H23	119.8209
C2—C7—C6	106.70 (17)	C24—C23—H23	119.8211
C2—C7—H7a	109.4713	O6—C24—C19	121.35 (14)
C2—C7—H7b	109.4711	O6—C24—C23	118.01 (18)
C6—C7—H7a	109.4719	C19—C24—C23	120.64 (19)
C6—C7—H7b	109.4712	O4—C25—O5	123.08 (18)
H7a—C7—H7b	112.1028	O4—C25—C21	125.33 (15)
N1—C8—C9	111.39 (17)	O5—C25—C21	111.58 (16)
N1—C8—H8a	109.4707	O5—C26—C27	106.08 (17)
N1—C8—H8b	109.4706	O5—C26—H26a	109.4715
C9—C8—H8a	109.4718	O5—C26—H26b	109.4715
C9—C8—H8b	109.4714	C27—C26—H26a	109.4715
H8a—C8—H8b	107.4817	C27—C26—H26b	109.4709
C8—C9—C10	122.19 (18)	H26a—C26—H26b	112.6645
C8—C9—C14	119.30 (15)	C26—C27—H27a	109.4704
C10—C9—C14	118.4 (2)	C26—C27—H27b	109.4712
C9—C10—C11	121.07 (19)	C26—C27—H27c	109.4714
C9—C10—H10	119.4657	H27a—C27—H27b	109.4716
C11—C10—H10	119.4663	H27a—C27—H27c	109.4708
C10—C11—C12	119.46 (16)	H27b—C27—H27c	109.4719
N1—C2—C3—N2	−45.57 (16)	C20—C21—C25—O4	3.4 (3)
C7—C2—C3—C4	65.6 (2)	C15—O2—C16—C17	−86.5 (2)
C10—C11—C15—O1	0.9 (3)	C25—O5—C26—C27	−178.97 (17)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3o···N1	0.89 (3)	1.82 (3)	2.663 (2)	156.9 (19)
O6—H6o···N2	0.91 (2)	1.82 (3)	2.669 (2)	154 (3)
C2—H2···O1i	0.96	2.58	3.362 (2)	138
C3—H3···O4ii	0.96	2.57	3.436 (2)	151
C8—H8b···O1i	0.96	2.57	3.336 (2)	137
C22—H22···O3iii	0.96	2.44	3.351 (2)	159

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H3o⋯N1	0.89 (3)	1.82 (3)	2.663 (2)	156.9 (19)
O6—H6o⋯N2	0.91 (2)	1.82 (3)	2.669 (2)	154 (3)
C2—H2⋯O1i	0.96	2.58	3.362 (2)	138
C3—H3⋯O4ii	0.96	2.57	3.436 (2)	151
C8—H8b⋯O1i	0.96	2.57	3.336 (2)	137
C22—H22⋯O3iii	0.96	2.44	3.351 (2)	159

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