2,6-Bis(4-meth-oxy-phen-yl)-1,3-dimethyl-piperidin-4-one O-benzyl-oxime.

The central ring of the title compound, C(28)H(32)N(2)O(3), exists in a chair conformation with an equatorial disposition of all the alkyl and aryl groups on the heterocycle. The para-anisyl groups on both sides of the secondary amino group are oriented at an angle of 54.75 (4)° with respect to each other. The oxime derivative exists as an E isomer with the methyl substitution on one of the active methyl-ene centers of the mol-ecule. The crystal packing features weak C-H⋯O inter-actions.

Related literature

For the synthesis and biological activity of piperidin-4-ones, see: Parthiban et al. (2005 ▶, 2008 ▶, 2009a ▶, 2011 ▶). For related structures, see: Parthiban et al. (2009a ▶,b ▶); For ring puckering parameters, see: Cremer & Pople (1975 ▶); Nardelli (1983 ▶).

Experimental

Crystal data

C28H32N2O3

M = 444.56

Monoclinic,

a = 16.674 (5) Å

b = 19.819 (8) Å

c = 7.549 (1) Å

β = 90.080 (5)°

V = 2494.7 (13) Å3

Z = 4

Mo Kα radiation

μ = 0.08 mm−1

T = 298 K

0.40 × 0.20 × 0.20 mm

Data collection

Bruker APEXII CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2004 ▶) T min = 0.970, T max = 0.985

58357 measured reflections

6743 independent reflections

4156 reflections with I > 2σ(I)

R int = 0.037

Refinement

R[F 2 > 2σ(F 2)] = 0.048

wR(F 2) = 0.160

S = 1.02

6743 reflections

302 parameters

H-atom parameters constrained

Δρmax = 0.25 e Å−3

Δρmin = −0.19 e Å−3

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: APEX2 and SAINT (Bruker, 2004 ▶); data reduction: SAINT and XPREP (Bruker, 2004 ▶); program(s) used to solve structure: SIR92 (Altomare et al., 1993 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 1997 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536812002140/bq2334sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812002140/bq2334Isup2.hkl

Supplementary material file. DOI: 10.1107/S1600536812002140/bq2334Isup3.cml

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

C28H32N2O3	F(000) = 952
Mr = 444.56	Dx = 1.184 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71069 Å
Hall symbol: -P 2yn	Cell parameters from 6328 reflections
a = 16.674 (5) Å	θ = 2.5–26.2°
b = 19.819 (8) Å	µ = 0.08 mm−1
c = 7.549 (1) Å	T = 298 K
β = 90.080 (5)°	Needle, colourless
V = 2494.7 (13) Å3	0.40 × 0.20 × 0.20 mm
Z = 4

Bruker APEXII CCD area-detector diffractometer	6743 independent reflections
Radiation source: fine-focus sealed tube	4156 reflections with I > 2σ(I)
graphite	Rint = 0.037
ω and φ scan	θmax = 29.2°, θmin = 1.6°
Absorption correction: multi-scan (SADABS; Bruker, 2004)	h = −22→22
Tmin = 0.970, Tmax = 0.985	k = −27→27
58357 measured reflections	l = −10→10

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) = 0.160	H-atom parameters constrained
S = 1.02	w = 1/[σ2(Fo2) + (0.0731P)2 + 0.4684P] where P = (Fo2 + 2Fc2)/3
6743 reflections	(Δ/σ)max < 0.001
302 parameters	Δρmax = 0.25 e Å−3
0 restraints	Δρmin = −0.19 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
C1	0.44194 (8)	0.16166 (7)	0.11676 (18)	0.0417 (3)
H1	0.4945	0.1589	0.0592	0.050*
C2	0.44660 (10)	0.12323 (7)	0.29407 (19)	0.0470 (3)
H2	0.3920	0.1214	0.3419	0.056*
C3	0.49689 (9)	0.16058 (7)	0.42603 (19)	0.0466 (3)
C4	0.47747 (11)	0.23373 (8)	0.4419 (2)	0.0571 (4)
H4A	0.5160	0.2554	0.5195	0.068*
H4B	0.4246	0.2391	0.4933	0.068*
C5	0.47965 (9)	0.26701 (7)	0.2596 (2)	0.0457 (3)
H5	0.5335	0.2611	0.2101	0.055*
C6	0.38096 (8)	0.12780 (7)	−0.00204 (18)	0.0397 (3)
C7	0.30053 (9)	0.12442 (8)	0.0456 (2)	0.0487 (4)
H7	0.2837	0.1451	0.1496	0.058*
C8	0.24547 (9)	0.09114 (9)	−0.0577 (2)	0.0566 (4)
H8	0.1921	0.0891	−0.0228	0.068*
C9	0.26938 (10)	0.06092 (8)	−0.2127 (2)	0.0549 (4)
C10	0.34798 (10)	0.06385 (9)	−0.2638 (2)	0.0575 (4)
H10	0.3643	0.0435	−0.3687	0.069*
C11	0.40321 (9)	0.09731 (9)	−0.1580 (2)	0.0513 (4)
H11	0.4566	0.0992	−0.1934	0.062*
C12	0.23105 (18)	−0.00445 (16)	−0.4616 (4)	0.1228 (11)
H12A	0.2481	0.0276	−0.5491	0.184*
H12B	0.1856	−0.0291	−0.5054	0.184*
H12C	0.2740	−0.0353	−0.4367	0.184*
C13	0.42251 (12)	0.26663 (9)	−0.0327 (2)	0.0646 (5)
H13A	0.4064	0.3129	−0.0199	0.097*
H13B	0.3860	0.2438	−0.1109	0.097*
H13C	0.4757	0.2648	−0.0810	0.097*
C14	0.46296 (9)	0.34154 (7)	0.27568 (19)	0.0444 (3)
C15	0.38889 (9)	0.36556 (8)	0.3302 (2)	0.0550 (4)
H15	0.3486	0.3351	0.3594	0.066*
C16	0.37405 (10)	0.43351 (8)	0.3418 (2)	0.0574 (4)
H16	0.3238	0.4486	0.3774	0.069*
C17	0.43340 (10)	0.47954 (7)	0.3007 (2)	0.0488 (4)
C18	0.50806 (10)	0.45703 (8)	0.2520 (2)	0.0517 (4)
H18	0.5488	0.4876	0.2273	0.062*
C19	0.52203 (9)	0.38844 (8)	0.2399 (2)	0.0492 (4)
H19	0.5727	0.3734	0.2067	0.059*
C20	0.46999 (14)	0.59501 (9)	0.2670 (3)	0.0741 (6)
H20A	0.5144	0.5914	0.3474	0.111*
H20B	0.4468	0.6392	0.2762	0.111*
H20C	0.4883	0.5877	0.1480	0.111*
C21	0.64597 (11)	0.13411 (9)	0.7318 (3)	0.0648 (5)
H21A	0.6908	0.1253	0.6535	0.078*
H21B	0.6247	0.0912	0.7719	0.078*
C22	0.67301 (9)	0.17495 (8)	0.8864 (2)	0.0495 (4)
C23	0.68344 (12)	0.14580 (12)	1.0497 (3)	0.0741 (5)
H23	0.6730	0.1001	1.0665	0.089*
C24	0.71023 (16)	0.18628 (18)	1.1919 (3)	0.1016 (9)
H24	0.7175	0.1673	1.3034	0.122*
C25	0.72539 (15)	0.25289 (17)	1.1660 (4)	0.1004 (8)
H25	0.7437	0.2792	1.2597	0.120*
C26	0.71426 (14)	0.28085 (13)	1.0079 (4)	0.0919 (7)
H26	0.7239	0.3267	0.9921	0.110*
C27	0.68888 (12)	0.24268 (10)	0.8690 (3)	0.0692 (5)
H27	0.6821	0.2630	0.7589	0.083*
C28	0.47333 (13)	0.05063 (8)	0.2641 (2)	0.0679 (5)
H28A	0.5263	0.0503	0.2142	0.102*
H28B	0.4368	0.0288	0.1841	0.102*
H28C	0.4738	0.0270	0.3751	0.102*
N1	0.42166 (7)	0.23357 (6)	0.14133 (16)	0.0428 (3)
N2	0.54935 (8)	0.12812 (7)	0.51302 (17)	0.0507 (3)
O1	0.20983 (8)	0.02954 (9)	−0.3066 (2)	0.0900 (5)
O2	0.41151 (8)	0.54589 (6)	0.31036 (17)	0.0671 (3)
O3	0.58612 (7)	0.17071 (6)	0.64134 (15)	0.0599 (3)

	U11	U22	U33	U12	U13	U23
C1	0.0424 (7)	0.0405 (8)	0.0424 (7)	−0.0023 (6)	−0.0045 (6)	0.0015 (6)
C2	0.0558 (9)	0.0408 (8)	0.0443 (8)	−0.0030 (6)	−0.0102 (7)	0.0040 (6)
C3	0.0579 (9)	0.0426 (8)	0.0394 (7)	0.0024 (7)	−0.0089 (7)	0.0033 (6)
C4	0.0757 (11)	0.0461 (9)	0.0492 (9)	0.0079 (8)	−0.0209 (8)	−0.0037 (7)
C5	0.0457 (8)	0.0398 (8)	0.0518 (9)	0.0000 (6)	−0.0103 (6)	−0.0004 (6)
C6	0.0435 (7)	0.0367 (7)	0.0390 (7)	−0.0007 (6)	−0.0033 (6)	0.0022 (6)
C7	0.0471 (8)	0.0544 (9)	0.0447 (8)	0.0018 (7)	0.0003 (6)	−0.0085 (7)
C8	0.0413 (8)	0.0672 (11)	0.0614 (10)	−0.0037 (7)	−0.0005 (7)	−0.0080 (8)
C9	0.0520 (9)	0.0528 (9)	0.0597 (10)	0.0005 (7)	−0.0154 (7)	−0.0117 (8)
C10	0.0621 (10)	0.0671 (11)	0.0432 (8)	0.0105 (8)	−0.0061 (7)	−0.0150 (8)
C11	0.0451 (8)	0.0657 (10)	0.0432 (8)	0.0030 (7)	0.0032 (6)	−0.0023 (7)
C12	0.122 (2)	0.135 (2)	0.111 (2)	0.0023 (18)	−0.0431 (17)	−0.0718 (19)
C13	0.0899 (13)	0.0499 (9)	0.0539 (10)	−0.0123 (9)	−0.0201 (9)	0.0115 (8)
C14	0.0456 (8)	0.0405 (7)	0.0470 (8)	−0.0018 (6)	−0.0100 (6)	0.0002 (6)
C15	0.0465 (8)	0.0436 (8)	0.0748 (11)	−0.0044 (7)	−0.0034 (8)	0.0069 (8)
C16	0.0486 (9)	0.0492 (9)	0.0745 (11)	0.0054 (7)	0.0019 (8)	0.0050 (8)
C17	0.0603 (9)	0.0385 (8)	0.0477 (8)	0.0005 (7)	−0.0052 (7)	0.0018 (6)
C18	0.0556 (9)	0.0449 (8)	0.0546 (9)	−0.0098 (7)	0.0001 (7)	0.0005 (7)
C19	0.0459 (8)	0.0456 (8)	0.0560 (9)	−0.0020 (6)	−0.0014 (7)	−0.0014 (7)
C20	0.1086 (16)	0.0404 (9)	0.0735 (12)	−0.0087 (10)	−0.0008 (11)	0.0028 (8)
C21	0.0665 (11)	0.0592 (10)	0.0687 (11)	0.0128 (8)	−0.0259 (9)	−0.0051 (9)
C22	0.0391 (7)	0.0592 (10)	0.0503 (9)	0.0025 (6)	−0.0074 (6)	0.0014 (7)
C23	0.0703 (12)	0.0867 (14)	0.0652 (12)	0.0025 (10)	−0.0093 (9)	0.0164 (11)
C24	0.1032 (18)	0.153 (3)	0.0488 (12)	0.0167 (18)	−0.0201 (12)	0.0042 (14)
C25	0.0884 (17)	0.118 (2)	0.0948 (19)	0.0112 (15)	−0.0279 (14)	−0.0426 (17)
C26	0.0855 (15)	0.0815 (15)	0.109 (2)	−0.0083 (12)	−0.0196 (14)	−0.0250 (14)
C27	0.0736 (12)	0.0656 (12)	0.0685 (12)	−0.0081 (9)	−0.0072 (9)	−0.0015 (9)
C28	0.0986 (14)	0.0398 (9)	0.0652 (11)	0.0002 (9)	−0.0293 (10)	0.0032 (8)
N1	0.0487 (7)	0.0369 (6)	0.0429 (6)	−0.0036 (5)	−0.0111 (5)	0.0052 (5)
N2	0.0596 (8)	0.0475 (7)	0.0449 (7)	−0.0007 (6)	−0.0140 (6)	0.0013 (6)
O1	0.0690 (8)	0.1054 (12)	0.0954 (11)	−0.0067 (8)	−0.0256 (8)	−0.0440 (9)
O2	0.0817 (9)	0.0394 (6)	0.0804 (9)	0.0047 (6)	0.0045 (7)	0.0024 (6)
O3	0.0722 (8)	0.0498 (6)	0.0576 (7)	0.0071 (5)	−0.0286 (6)	−0.0039 (5)

C1—N1	1.4765 (19)	C14—C19	1.381 (2)
C1—C6	1.5119 (19)	C14—C15	1.387 (2)
C1—C2	1.542 (2)	C15—C16	1.372 (2)
C1—H1	0.9800	C15—H15	0.9300
C2—C3	1.497 (2)	C16—C17	1.381 (2)
C2—C28	1.523 (2)	C16—H16	0.9300
C2—H2	0.9800	C17—O2	1.3667 (19)
C3—N2	1.2684 (19)	C17—C18	1.373 (2)
C3—C4	1.490 (2)	C18—C19	1.382 (2)
C4—C5	1.526 (2)	C18—H18	0.9300
C4—H4A	0.9700	C19—H19	0.9300
C4—H4B	0.9700	C20—O2	1.417 (2)
C5—N1	1.4729 (18)	C20—H20A	0.9600
C5—C14	1.508 (2)	C20—H20B	0.9600
C5—H5	0.9800	C20—H20C	0.9600
C6—C11	1.375 (2)	C21—O3	1.4095 (19)
C6—C7	1.391 (2)	C21—C22	1.490 (2)
C7—C8	1.372 (2)	C21—H21A	0.9700
C7—H7	0.9300	C21—H21B	0.9700
C8—C9	1.374 (2)	C22—C23	1.372 (2)
C8—H8	0.9300	C22—C27	1.374 (3)
C9—C10	1.368 (2)	C23—C24	1.412 (3)
C9—O1	1.369 (2)	C23—H23	0.9300
C10—C11	1.387 (2)	C24—C25	1.358 (4)
C10—H10	0.9300	C24—H24	0.9300
C11—H11	0.9300	C25—C26	1.329 (4)
C12—O1	1.396 (3)	C25—H25	0.9300
C12—H12A	0.9600	C26—C27	1.360 (3)
C12—H12B	0.9600	C26—H26	0.9300
C12—H12C	0.9600	C27—H27	0.9300
C13—N1	1.468 (2)	C28—H28A	0.9600
C13—H13A	0.9600	C28—H28B	0.9600
C13—H13B	0.9600	C28—H28C	0.9600
C13—H13C	0.9600	N2—O3	1.4231 (16)
N1—C1—C6	110.43 (11)	C15—C14—C5	121.64 (13)
N1—C1—C2	112.27 (12)	C16—C15—C14	121.10 (15)
C6—C1—C2	109.19 (11)	C16—C15—H15	119.4
N1—C1—H1	108.3	C14—C15—H15	119.4
C6—C1—H1	108.3	C15—C16—C17	120.31 (15)
C2—C1—H1	108.3	C15—C16—H16	119.8
C3—C2—C28	113.71 (13)	C17—C16—H16	119.8
C3—C2—C1	111.16 (12)	O2—C17—C18	124.69 (14)
C28—C2—C1	110.61 (13)	O2—C17—C16	115.60 (15)
C3—C2—H2	107.0	C18—C17—C16	119.70 (15)
C28—C2—H2	107.0	C17—C18—C19	119.34 (14)
C1—C2—H2	107.0	C17—C18—H18	120.3
N2—C3—C4	126.98 (14)	C19—C18—H18	120.3
N2—C3—C2	118.62 (13)	C14—C19—C18	121.92 (15)
C4—C3—C2	114.38 (13)	C14—C19—H19	119.0
C3—C4—C5	110.03 (13)	C18—C19—H19	119.0
C3—C4—H4A	109.7	O2—C20—H20A	109.5
C5—C4—H4A	109.7	O2—C20—H20B	109.5
C3—C4—H4B	109.7	H20A—C20—H20B	109.5
C5—C4—H4B	109.7	O2—C20—H20C	109.5
H4A—C4—H4B	108.2	H20A—C20—H20C	109.5
N1—C5—C14	111.62 (12)	H20B—C20—H20C	109.5
N1—C5—C4	109.62 (12)	O3—C21—C22	108.26 (14)
C14—C5—C4	110.26 (13)	O3—C21—H21A	110.0
N1—C5—H5	108.4	C22—C21—H21A	110.0
C14—C5—H5	108.4	O3—C21—H21B	110.0
C4—C5—H5	108.4	C22—C21—H21B	110.0
C11—C6—C7	117.50 (13)	H21A—C21—H21B	108.4
C11—C6—C1	121.40 (13)	C23—C22—C27	118.24 (17)
C7—C6—C1	121.07 (13)	C23—C22—C21	120.85 (17)
C8—C7—C6	121.40 (14)	C27—C22—C21	120.91 (16)
C8—C7—H7	119.3	C22—C23—C24	118.9 (2)
C6—C7—H7	119.3	C22—C23—H23	120.6
C7—C8—C9	119.90 (15)	C24—C23—H23	120.6
C7—C8—H8	120.1	C25—C24—C23	120.1 (2)
C9—C8—H8	120.1	C25—C24—H24	120.0
C10—C9—O1	124.59 (15)	C23—C24—H24	120.0
C10—C9—C8	120.06 (14)	C26—C25—C24	120.6 (2)
O1—C9—C8	115.35 (15)	C26—C25—H25	119.7
C9—C10—C11	119.57 (15)	C24—C25—H25	119.7
C9—C10—H10	120.2	C25—C26—C27	120.2 (2)
C11—C10—H10	120.2	C25—C26—H26	119.9
C6—C11—C10	121.57 (14)	C27—C26—H26	119.9
C6—C11—H11	119.2	C26—C27—C22	121.9 (2)
C10—C11—H11	119.2	C26—C27—H27	119.0
O1—C12—H12A	109.5	C22—C27—H27	119.0
O1—C12—H12B	109.5	C2—C28—H28A	109.5
H12A—C12—H12B	109.5	C2—C28—H28B	109.5
O1—C12—H12C	109.5	H28A—C28—H28B	109.5
H12A—C12—H12C	109.5	C2—C28—H28C	109.5
H12B—C12—H12C	109.5	H28A—C28—H28C	109.5
N1—C13—H13A	109.5	H28B—C28—H28C	109.5
N1—C13—H13B	109.5	C13—N1—C5	109.55 (12)
H13A—C13—H13B	109.5	C13—N1—C1	108.42 (12)
N1—C13—H13C	109.5	C5—N1—C1	111.11 (11)
H13A—C13—H13C	109.5	C3—N2—O3	110.35 (12)
H13B—C13—H13C	109.5	C9—O1—C12	117.96 (18)
C19—C14—C15	117.56 (14)	C17—O2—C20	117.71 (14)
C19—C14—C5	120.78 (14)	C21—O3—N2	109.19 (12)
N1—C1—C2—C3	−48.71 (17)	C15—C16—C17—O2	177.69 (16)
C6—C1—C2—C3	−171.52 (12)	C15—C16—C17—C18	−1.4 (3)
N1—C1—C2—C28	−176.03 (13)	O2—C17—C18—C19	−177.25 (15)
C6—C1—C2—C28	61.16 (17)	C16—C17—C18—C19	1.8 (2)
C28—C2—C3—N2	−7.6 (2)	C15—C14—C19—C18	−2.0 (2)
C1—C2—C3—N2	−133.25 (15)	C5—C14—C19—C18	179.39 (14)
C28—C2—C3—C4	173.41 (15)	C17—C18—C19—C14	−0.1 (2)
C1—C2—C3—C4	47.80 (19)	O3—C21—C22—C23	135.37 (17)
N2—C3—C4—C5	128.05 (17)	O3—C21—C22—C27	−45.2 (2)
C2—C3—C4—C5	−53.11 (19)	C27—C22—C23—C24	−0.3 (3)
C3—C4—C5—N1	58.77 (18)	C21—C22—C23—C24	179.12 (19)
C3—C4—C5—C14	−177.97 (13)	C22—C23—C24—C25	−0.1 (4)
N1—C1—C6—C11	121.01 (15)	C23—C24—C25—C26	0.9 (4)
C2—C1—C6—C11	−115.08 (16)	C24—C25—C26—C27	−1.2 (4)
N1—C1—C6—C7	−61.16 (17)	C25—C26—C27—C22	0.8 (4)
C2—C1—C6—C7	62.75 (18)	C23—C22—C27—C26	0.0 (3)
C11—C6—C7—C8	0.9 (2)	C21—C22—C27—C26	−179.44 (19)
C1—C6—C7—C8	−177.04 (15)	C14—C5—N1—C13	56.26 (18)
C6—C7—C8—C9	−0.7 (3)	C4—C5—N1—C13	178.72 (13)
C7—C8—C9—C10	0.2 (3)	C14—C5—N1—C1	176.03 (12)
C7—C8—C9—O1	−179.49 (16)	C4—C5—N1—C1	−61.51 (16)
O1—C9—C10—C11	179.78 (17)	C6—C1—N1—C13	−60.66 (15)
C8—C9—C10—C11	0.2 (3)	C2—C1—N1—C13	177.22 (13)
C7—C6—C11—C10	−0.5 (2)	C6—C1—N1—C5	178.89 (12)
C1—C6—C11—C10	177.36 (15)	C2—C1—N1—C5	56.78 (16)
C9—C10—C11—C6	0.0 (3)	C4—C3—N2—O3	3.6 (2)
N1—C5—C14—C19	−125.45 (15)	C2—C3—N2—O3	−175.15 (13)
C4—C5—C14—C19	112.46 (16)	C10—C9—O1—C12	3.0 (3)
N1—C5—C14—C15	56.0 (2)	C8—C9—O1—C12	−177.4 (2)
C4—C5—C14—C15	−66.13 (19)	C18—C17—O2—C20	0.0 (2)
C19—C14—C15—C16	2.3 (2)	C16—C17—O2—C20	−179.11 (16)
C5—C14—C15—C16	−179.03 (15)	C22—C21—O3—N2	−169.64 (13)
C14—C15—C16—C17	−0.7 (3)	C3—N2—O3—C21	−178.00 (15)

D—H···A	D—H	H···A	D···A	D—H···A
C8—H8···O2i	0.93	2.51	3.340 (2)	149 (6)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C8—H8⋯O2i	0.93	2.51	3.340 (2)	149 (6)

Symmetry code: (i) .