4'-(4-Chloro-phen-yl)-3'-(4-meth-oxy-phen-yl)-3,4-dihydro-1H,4'H-spiro-[acridine-2,5'-isoxazol]-1-one.

In the title compound, C(28)H(21)ClN(2)O(3), the quinoline ring system is essentially planar with a maximum deviation of 0.0436 (17) Å. The isoxazole and cyclo-hexane rings adopt envelope conformations. The isoxazole ring is almost orthogonal to both the quinoline ring system and the cyclo-hexane ring, making dihedral angles of 85.75 (8) and 81.46 (9) °, respectively. The O atom deviates signifigantly from the six-membered carbocyclic ring by 0.3947 (16) Å. In the crystal, mol-ecules are linked into inversion dimers via pairs of C-H⋯O inter-actions, resulting in R(2) (2)(24) ring motifs.

Related literature

For the uses and biological importance of acridines, see: Asthana et al. (1991 ▶); Di Giorgio et al. (2005 ▶); Talacki et al. (1974 ▶). For related structures, see: Sridharan et al. (2009 ▶); Trzybiński et al. (2010 ▶). For graph-set notation, see: Bernstein et al. (1995 ▶).

Experimental

Crystal data

C28H21ClN2O3

M = 468.92

Monoclinic,

a = 12.1626 (4) Å

b = 16.2747 (6) Å

c = 12.1960 (4) Å

β = 107.704 (2)°

V = 2299.78 (14) Å3

Z = 4

Mo Kα radiation

μ = 0.20 mm−1

T = 293 K

0.35 × 0.30 × 0.25 mm

Data collection

Bruker Kappa APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2008 ▶) T min = 0.932, T max = 0.951

21438 measured reflections

4288 independent reflections

3335 reflections with I > 2σ(I)

R int = 0.022

Refinement

R[F 2 > 2σ(F 2)] = 0.037

wR(F 2) = 0.108

S = 1.04

4288 reflections

308 parameters

H-atom parameters constrained

Δρmax = 0.16 e Å−3

Δρmin = −0.32 e Å−3

Data collection: APEX2 (Bruker, 2008 ▶); cell refinement: SAINT (Bruker, 2008 ▶); 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 ▶).

Click here for additional data file.

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536812042523/pv2592sup1.cif

Click here for additional data file.

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812042523/pv2592Isup2.hkl

Click here for additional data file.

Supplementary material file. DOI: 10.1107/S1600536812042523/pv2592Isup3.cml

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

C28H21ClN2O3	F(000) = 976
Mr = 468.92	Dx = 1.354 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 4288 reflections
a = 12.1626 (4) Å	θ = 2.1–25.5°
b = 16.2747 (6) Å	µ = 0.20 mm−1
c = 12.1960 (4) Å	T = 293 K
β = 107.704 (2)°	Block, colourless
V = 2299.78 (14) Å3	0.35 × 0.30 × 0.25 mm
Z = 4

Bruker Kappa APEXII CCD diffractometer	4288 independent reflections
Radiation source: fine-focus sealed tube	3335 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.022
ω & φ scans	θmax = 25.5°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Bruker, 2008)	h = −14→14
Tmin = 0.932, Tmax = 0.951	k = −19→12
21438 measured reflections	l = −14→14

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)] = 0.037	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.108	H-atom parameters constrained
S = 1.04	w = 1/[σ2(Fo2) + (0.050P)2 + 0.5964P] where P = (Fo2 + 2Fc2)/3
4288 reflections	(Δ/σ)max < 0.001
308 parameters	Δρmax = 0.16 e Å−3
0 restraints	Δρmin = −0.32 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	0.51626 (16)	0.61689 (10)	0.26429 (14)	0.0516 (4)
C2	0.5366 (2)	0.70100 (12)	0.29072 (18)	0.0739 (6)
H2	0.5095	0.7251	0.3467	0.089*
C3	0.5955 (2)	0.74654 (13)	0.2347 (2)	0.0889 (8)
H3	0.6092	0.8018	0.2531	0.107*
C4	0.6362 (2)	0.71204 (13)	0.1497 (2)	0.0869 (7)
H4	0.6762	0.7446	0.1120	0.104*
C5	0.61798 (19)	0.63173 (12)	0.12133 (17)	0.0660 (5)
H5	0.6451	0.6094	0.0642	0.079*
C6	0.55787 (15)	0.58187 (10)	0.17851 (14)	0.0482 (4)
C7	0.54119 (14)	0.49764 (10)	0.15899 (13)	0.0446 (4)
H7	0.5686	0.4720	0.1043	0.054*
C8	0.48489 (13)	0.45288 (9)	0.21986 (13)	0.0423 (4)
C9	0.44077 (14)	0.49391 (10)	0.30074 (14)	0.0475 (4)
C10	0.37302 (18)	0.44738 (11)	0.36349 (18)	0.0627 (5)
H10A	0.2916	0.4526	0.3218	0.075*
H10B	0.3857	0.4719	0.4388	0.075*
C11	0.40392 (17)	0.35664 (11)	0.37858 (16)	0.0567 (5)
H11A	0.4803	0.3508	0.4333	0.068*
H11B	0.3497	0.3288	0.4100	0.068*
C12	0.40180 (14)	0.31634 (10)	0.26607 (14)	0.0467 (4)
C13	0.48103 (15)	0.36219 (10)	0.21037 (14)	0.0468 (4)
C14	0.42268 (14)	0.22334 (10)	0.26635 (14)	0.0448 (4)
H14	0.5013	0.2130	0.2640	0.054*
C15	0.33752 (14)	0.20169 (10)	0.15118 (14)	0.0449 (4)
C16	0.33480 (13)	0.12310 (10)	0.09231 (13)	0.0435 (4)
C17	0.26043 (14)	0.10992 (11)	−0.01813 (14)	0.0501 (4)
H17	0.2099	0.1513	−0.0549	0.060*
C18	0.26084 (16)	0.03676 (12)	−0.07315 (16)	0.0584 (5)
H18	0.2120	0.0296	−0.1477	0.070*
C19	0.33278 (15)	−0.02670 (11)	−0.01948 (15)	0.0536 (4)
C20	0.40733 (16)	−0.01496 (11)	0.08936 (15)	0.0540 (4)
H20	0.4568	−0.0569	0.1262	0.065*
C21	0.40808 (15)	0.05969 (10)	0.14348 (14)	0.0506 (4)
H21	0.4595	0.0675	0.2167	0.061*
C22	0.3844 (2)	−0.16692 (15)	−0.0262 (2)	0.0926 (8)
H22A	0.4657	−0.1559	−0.0048	0.139*
H22B	0.3664	−0.2130	−0.0777	0.139*
H22C	0.3628	−0.1792	0.0415	0.139*
C23	0.40203 (13)	0.17522 (10)	0.36436 (14)	0.0443 (4)
C24	0.49351 (14)	0.14896 (10)	0.45562 (14)	0.0499 (4)
H24	0.5685	0.1620	0.4575	0.060*
C25	0.47519 (15)	0.10362 (11)	0.54396 (15)	0.0548 (4)
H25	0.5374	0.0858	0.6047	0.066*
C26	0.36501 (15)	0.08517 (10)	0.54149 (15)	0.0516 (4)
C27	0.27278 (16)	0.11154 (13)	0.45300 (17)	0.0649 (5)
H27	0.1979	0.0993	0.4525	0.078*
C28	0.29163 (16)	0.15627 (13)	0.36468 (16)	0.0629 (5)
H28	0.2290	0.1740	0.3043	0.075*
N1	0.45730 (13)	0.57296 (9)	0.32294 (13)	0.0543 (4)
N2	0.26411 (13)	0.25830 (9)	0.10843 (13)	0.0567 (4)
O1	0.53811 (14)	0.32611 (8)	0.16053 (13)	0.0750 (4)
O2	0.28725 (10)	0.32714 (7)	0.18368 (12)	0.0614 (3)
O3	0.32257 (13)	−0.09704 (10)	−0.08155 (13)	0.0823 (5)
Cl1	0.34045 (5)	0.02721 (3)	0.65159 (4)	0.07358 (18)

	U11	U22	U33	U12	U13	U23
C1	0.0578 (10)	0.0442 (9)	0.0463 (9)	0.0045 (8)	0.0059 (8)	0.0001 (7)
C2	0.1067 (18)	0.0453 (10)	0.0647 (12)	0.0030 (11)	0.0186 (12)	−0.0045 (9)
C3	0.137 (2)	0.0438 (11)	0.0812 (15)	−0.0120 (12)	0.0265 (15)	0.0027 (11)
C4	0.127 (2)	0.0545 (12)	0.0821 (15)	−0.0121 (13)	0.0364 (15)	0.0165 (11)
C5	0.0846 (14)	0.0557 (11)	0.0584 (11)	0.0003 (10)	0.0227 (10)	0.0138 (9)
C6	0.0507 (10)	0.0461 (9)	0.0416 (9)	0.0040 (7)	0.0051 (7)	0.0063 (7)
C7	0.0449 (9)	0.0482 (9)	0.0384 (8)	0.0044 (7)	0.0092 (7)	−0.0006 (7)
C8	0.0390 (8)	0.0452 (8)	0.0417 (8)	0.0003 (7)	0.0105 (7)	−0.0056 (7)
C9	0.0452 (9)	0.0477 (9)	0.0496 (9)	0.0029 (7)	0.0143 (8)	−0.0076 (7)
C10	0.0665 (12)	0.0602 (11)	0.0751 (13)	−0.0034 (9)	0.0417 (10)	−0.0148 (9)
C11	0.0616 (11)	0.0570 (10)	0.0628 (11)	−0.0077 (9)	0.0357 (9)	−0.0076 (9)
C12	0.0406 (9)	0.0476 (9)	0.0516 (9)	−0.0028 (7)	0.0136 (7)	−0.0040 (7)
C13	0.0507 (10)	0.0457 (9)	0.0468 (9)	−0.0013 (7)	0.0190 (8)	−0.0074 (7)
C14	0.0361 (8)	0.0471 (9)	0.0490 (9)	−0.0031 (7)	0.0096 (7)	−0.0035 (7)
C15	0.0394 (9)	0.0471 (9)	0.0455 (9)	−0.0047 (7)	0.0088 (7)	0.0034 (7)
C16	0.0407 (8)	0.0482 (9)	0.0402 (8)	−0.0073 (7)	0.0103 (7)	0.0022 (7)
C17	0.0426 (9)	0.0595 (10)	0.0442 (9)	−0.0054 (8)	0.0071 (7)	0.0054 (8)
C18	0.0496 (10)	0.0785 (13)	0.0425 (9)	−0.0111 (9)	0.0072 (8)	−0.0092 (9)
C19	0.0459 (10)	0.0649 (11)	0.0532 (10)	−0.0096 (8)	0.0201 (8)	−0.0163 (8)
C20	0.0530 (10)	0.0543 (10)	0.0548 (10)	0.0026 (8)	0.0164 (9)	−0.0035 (8)
C21	0.0498 (10)	0.0554 (10)	0.0409 (9)	0.0001 (8)	0.0054 (7)	−0.0026 (7)
C22	0.0970 (18)	0.0700 (14)	0.119 (2)	0.0041 (13)	0.0450 (16)	−0.0304 (14)
C23	0.0385 (9)	0.0451 (8)	0.0451 (9)	−0.0041 (7)	0.0064 (7)	−0.0032 (7)
C24	0.0374 (9)	0.0579 (10)	0.0500 (9)	−0.0025 (7)	0.0068 (7)	−0.0049 (8)
C25	0.0474 (10)	0.0636 (11)	0.0457 (9)	0.0054 (8)	0.0028 (8)	0.0030 (8)
C26	0.0548 (11)	0.0492 (9)	0.0475 (9)	−0.0035 (8)	0.0107 (8)	0.0014 (7)
C27	0.0425 (10)	0.0825 (13)	0.0650 (12)	−0.0124 (9)	0.0093 (9)	0.0169 (10)
C28	0.0406 (10)	0.0816 (13)	0.0578 (11)	−0.0067 (9)	0.0020 (8)	0.0187 (10)
N1	0.0617 (9)	0.0479 (8)	0.0527 (8)	0.0059 (7)	0.0166 (7)	−0.0077 (7)
N2	0.0490 (9)	0.0519 (8)	0.0615 (9)	−0.0005 (7)	0.0056 (7)	−0.0015 (7)
O1	0.1038 (11)	0.0492 (7)	0.0994 (11)	−0.0016 (7)	0.0715 (9)	−0.0109 (7)
O2	0.0469 (7)	0.0501 (7)	0.0803 (9)	0.0050 (5)	0.0088 (6)	−0.0060 (6)
O3	0.0778 (10)	0.0812 (10)	0.0823 (10)	−0.0009 (8)	0.0162 (8)	−0.0380 (8)
Cl1	0.0750 (4)	0.0798 (4)	0.0645 (3)	−0.0019 (3)	0.0190 (3)	0.0220 (3)

C1—N1	1.360 (2)	C14—H14	0.9800
C1—C2	1.411 (3)	C15—N2	1.279 (2)
C1—C6	1.413 (2)	C15—C16	1.462 (2)
C2—C3	1.352 (3)	C16—C21	1.382 (2)
C2—H2	0.9300	C16—C17	1.392 (2)
C3—C4	1.395 (3)	C17—C18	1.367 (3)
C3—H3	0.9300	C17—H17	0.9300
C4—C5	1.353 (3)	C18—C19	1.383 (3)
C4—H4	0.9300	C18—H18	0.9300
C5—C6	1.410 (3)	C19—O3	1.357 (2)
C5—H5	0.9300	C19—C20	1.374 (3)
C6—C7	1.396 (2)	C20—C21	1.381 (2)
C7—C8	1.364 (2)	C20—H20	0.9300
C7—H7	0.9300	C21—H21	0.9300
C8—C9	1.424 (2)	C22—O3	1.416 (3)
C8—C13	1.480 (2)	C22—H22A	0.9600
C9—N1	1.317 (2)	C22—H22B	0.9600
C9—C10	1.491 (3)	C22—H22C	0.9600
C10—C11	1.521 (3)	C23—C28	1.379 (2)
C10—H10A	0.9700	C23—C24	1.381 (2)
C10—H10B	0.9700	C24—C25	1.379 (2)
C11—C12	1.514 (2)	C24—H24	0.9300
C11—H11A	0.9700	C25—C26	1.365 (3)
C11—H11B	0.9700	C25—H25	0.9300
C12—O2	1.460 (2)	C26—C27	1.368 (3)
C12—C13	1.531 (2)	C26—Cl1	1.7396 (18)
C12—C14	1.535 (2)	C27—C28	1.376 (3)
C13—O1	1.2053 (19)	C27—H27	0.9300
C14—C15	1.512 (2)	C28—H28	0.9300
C14—C23	1.513 (2)	N2—O2	1.4210 (18)
N1—C1—C2	118.29 (17)	C23—C14—H14	109.4
N1—C1—C6	122.83 (15)	C12—C14—H14	109.4
C2—C1—C6	118.88 (18)	N2—C15—C16	121.43 (14)
C3—C2—C1	120.0 (2)	N2—C15—C14	114.02 (14)
C3—C2—H2	120.0	C16—C15—C14	124.54 (14)
C1—C2—H2	120.0	C21—C16—C17	117.51 (15)
C2—C3—C4	121.1 (2)	C21—C16—C15	121.08 (14)
C2—C3—H3	119.4	C17—C16—C15	121.40 (15)
C4—C3—H3	119.4	C18—C17—C16	120.71 (17)
C5—C4—C3	120.7 (2)	C18—C17—H17	119.6
C5—C4—H4	119.6	C16—C17—H17	119.6
C3—C4—H4	119.6	C17—C18—C19	120.95 (16)
C4—C5—C6	119.9 (2)	C17—C18—H18	119.5
C4—C5—H5	120.0	C19—C18—H18	119.5
C6—C5—H5	120.0	O3—C19—C20	125.29 (18)
C7—C6—C5	123.44 (17)	O3—C19—C18	115.38 (16)
C7—C6—C1	117.14 (15)	C20—C19—C18	119.33 (16)
C5—C6—C1	119.35 (16)	C19—C20—C21	119.37 (17)
C8—C7—C6	120.19 (15)	C19—C20—H20	120.3
C8—C7—H7	119.9	C21—C20—H20	120.3
C6—C7—H7	119.9	C20—C21—C16	122.09 (16)
C7—C8—C9	118.93 (15)	C20—C21—H21	119.0
C7—C8—C13	119.96 (14)	C16—C21—H21	119.0
C9—C8—C13	120.80 (15)	O3—C22—H22A	109.5
N1—C9—C8	122.28 (16)	O3—C22—H22B	109.5
N1—C9—C10	117.66 (15)	H22A—C22—H22B	109.5
C8—C9—C10	120.06 (15)	O3—C22—H22C	109.5
C9—C10—C11	113.61 (15)	H22A—C22—H22C	109.5
C9—C10—H10A	108.8	H22B—C22—H22C	109.5
C11—C10—H10A	108.8	C28—C23—C24	118.38 (16)
C9—C10—H10B	108.8	C28—C23—C14	120.92 (14)
C11—C10—H10B	108.8	C24—C23—C14	120.70 (14)
H10A—C10—H10B	107.7	C25—C24—C23	120.90 (16)
C12—C11—C10	112.05 (15)	C25—C24—H24	119.6
C12—C11—H11A	109.2	C23—C24—H24	119.6
C10—C11—H11A	109.2	C26—C25—C24	119.44 (16)
C12—C11—H11B	109.2	C26—C25—H25	120.3
C10—C11—H11B	109.2	C24—C25—H25	120.3
H11A—C11—H11B	107.9	C25—C26—C27	120.84 (17)
O2—C12—C11	108.75 (14)	C25—C26—Cl1	120.02 (14)
O2—C12—C13	103.51 (13)	C27—C26—Cl1	119.15 (14)
C11—C12—C13	110.57 (13)	C26—C27—C28	119.46 (17)
O2—C12—C14	104.06 (12)	C26—C27—H27	120.3
C11—C12—C14	117.92 (14)	C28—C27—H27	120.3
C13—C12—C14	110.82 (13)	C27—C28—C23	120.98 (16)
O1—C13—C8	121.04 (15)	C27—C28—H28	119.5
O1—C13—C12	121.54 (15)	C23—C28—H28	119.5
C8—C13—C12	117.42 (14)	C9—N1—C1	118.51 (15)
C15—C14—C23	112.46 (13)	C15—N2—O2	109.16 (13)
C15—C14—C12	99.30 (13)	N2—O2—C12	108.05 (11)
C23—C14—C12	116.44 (13)	C19—O3—C22	117.80 (17)
C15—C14—H14	109.4
N1—C1—C2—C3	179.6 (2)	C23—C14—C15—C16	−69.6 (2)
C6—C1—C2—C3	−0.3 (3)	C12—C14—C15—C16	166.66 (15)
C1—C2—C3—C4	0.6 (4)	N2—C15—C16—C21	−174.46 (16)
C2—C3—C4—C5	−0.3 (4)	C14—C15—C16—C21	4.1 (2)
C3—C4—C5—C6	−0.4 (4)	N2—C15—C16—C17	7.0 (2)
C4—C5—C6—C7	−176.28 (19)	C14—C15—C16—C17	−174.36 (15)
C4—C5—C6—C1	0.6 (3)	C21—C16—C17—C18	−0.1 (2)
N1—C1—C6—C7	−3.1 (2)	C15—C16—C17—C18	178.42 (16)
C2—C1—C6—C7	176.80 (17)	C16—C17—C18—C19	1.7 (3)
N1—C1—C6—C5	179.79 (17)	C17—C18—C19—O3	177.97 (17)
C2—C1—C6—C5	−0.3 (3)	C17—C18—C19—C20	−2.0 (3)
C5—C6—C7—C8	178.18 (16)	O3—C19—C20—C21	−179.31 (17)
C1—C6—C7—C8	1.2 (2)	C18—C19—C20—C21	0.7 (3)
C6—C7—C8—C9	1.8 (2)	C19—C20—C21—C16	0.9 (3)
C6—C7—C8—C13	−171.81 (15)	C17—C16—C21—C20	−1.2 (3)
C7—C8—C9—N1	−3.4 (2)	C15—C16—C21—C20	−179.77 (16)
C13—C8—C9—N1	170.19 (16)	C15—C14—C23—C28	−36.3 (2)
C7—C8—C9—C10	176.47 (16)	C12—C14—C23—C28	77.3 (2)
C13—C8—C9—C10	−10.0 (2)	C15—C14—C23—C24	143.45 (15)
N1—C9—C10—C11	−152.60 (17)	C12—C14—C23—C24	−102.91 (18)
C8—C9—C10—C11	27.5 (3)	C28—C23—C24—C25	1.2 (3)
C9—C10—C11—C12	−50.9 (2)	C14—C23—C24—C25	−178.64 (15)
C10—C11—C12—O2	−57.63 (19)	C23—C24—C25—C26	−0.6 (3)
C10—C11—C12—C13	55.4 (2)	C24—C25—C26—C27	−0.4 (3)
C10—C11—C12—C14	−175.68 (14)	C24—C25—C26—Cl1	179.40 (13)
C7—C8—C13—O1	8.9 (3)	C25—C26—C27—C28	0.9 (3)
C9—C8—C13—O1	−164.63 (17)	Cl1—C26—C27—C28	−178.95 (16)
C7—C8—C13—C12	−171.04 (14)	C26—C27—C28—C23	−0.3 (3)
C9—C8—C13—C12	15.5 (2)	C24—C23—C28—C27	−0.7 (3)
O2—C12—C13—O1	−101.47 (19)	C14—C23—C28—C27	179.10 (18)
C11—C12—C13—O1	142.22 (18)	C8—C9—N1—C1	1.6 (3)
C14—C12—C13—O1	9.6 (2)	C10—C9—N1—C1	−178.27 (16)
O2—C12—C13—C8	78.44 (16)	C2—C1—N1—C9	−178.21 (17)
C11—C12—C13—C8	−37.9 (2)	C6—C1—N1—C9	1.7 (3)
C14—C12—C13—C8	−170.53 (14)	C16—C15—N2—O2	179.92 (13)
O2—C12—C14—C15	21.30 (15)	C14—C15—N2—O2	1.2 (2)
C11—C12—C14—C15	141.81 (15)	C15—N2—O2—C12	14.07 (18)
C13—C12—C14—C15	−89.36 (15)	C11—C12—O2—N2	−149.12 (13)
O2—C12—C14—C23	−99.62 (15)	C13—C12—O2—N2	93.29 (14)
C11—C12—C14—C23	20.9 (2)	C14—C12—O2—N2	−22.63 (16)
C13—C12—C14—C23	149.71 (14)	C20—C19—O3—C22	7.0 (3)
C23—C14—C15—N2	109.13 (17)	C18—C19—O3—C22	−172.97 (19)
C12—C14—C15—N2	−14.64 (18)

D—H···A	D—H	H···A	D···A	D—H···A
C22—H22B···O1i	0.96	2.54	3.351 (2)	142

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C22—H22B⋯O1i	0.96	2.54	3.351 (2)	142

Symmetry code: (i) .