2,15-Dioxa-7,18,19,20,23-penta-aza-hepta-cyclo-[21.6.1.1(17,20).0(1,8).0(3,7).0(9,14).0(24,29)]hentriaconta-9,11,13,17(31),18,24,26,28-octaen-30-one.

In the title compound, C24H23N5O3, the oxindole ring system is nearly planar, with a dihedral angle between the two fused rings of 3.3 (1)°. In the fused pyrrolo-oxazole ring system, the oxazole and pyrrolidine rings adopt envelope conformations with the spiro C atom and one of the methyl-ene C atoms, respectively, as the flap atoms. In the crystal, mol-ecules are linked into a helical chain along the b axis via C-H⋯O inter-actions generating R 2 (1)(7) and R 2 (2)(8) ring motifs.

Related literature

For the biological activity of pyrrole, oxazole and indole derivatives, see: Fernandes et al. (2004 ▶); Jiang et al. (2004 ▶). For a related crystal structure, see: Narayanan et al. (2013 ▶).

Experimental

Crystal data

C24H23N5O3

M = 429.47

Monoclinic,

a = 9.273 (5) Å

b = 10.983 (5) Å

c = 20.096 (5) Å

β = 90.038 (5)°

V = 2046.7 (15) Å3

Z = 4

Mo Kα radiation

μ = 0.10 mm−1

T = 293 K

0.30 × 0.25 × 0.20 mm

Data collection

Bruker SMART APEXII area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2008 ▶) T min = 0.653, T max = 0.746

18864 measured reflections

5113 independent reflections

3845 reflections with I > 2σ(I)

R int = 0.027

Refinement

R[F 2 > 2σ(F 2)] = 0.050

wR(F 2) = 0.146

S = 1.01

5113 reflections

289 parameters

H-atom parameters constrained

Δρmax = 0.56 e Å−3

Δρmin = −0.25 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 for Windows (Farrugia, 2012 ▶); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2009 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536813027396/is5309sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813027396/is5309Isup2.hkl

Click here for additional data file.

Supplementary material file. DOI: 10.1107/S1600536813027396/is5309Isup3.cml

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

C24H23N5O3	F(000) = 904
Mr = 429.47	Dx = 1.394 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 5113 reflections
a = 9.273 (5) Å	θ = 2.0–28.4°
b = 10.983 (5) Å	µ = 0.10 mm−1
c = 20.096 (5) Å	T = 293 K
β = 90.038 (5)°	Block, colourless
V = 2046.7 (15) Å3	0.30 × 0.25 × 0.20 mm
Z = 4

Bruker SMART APEXII area-detector diffractometer	5113 independent reflections
Radiation source: fine-focus sealed tube	3845 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.027
ω and φ scans	θmax = 28.4°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Bruker, 2008)	h = −12→12
Tmin = 0.653, Tmax = 0.746	k = −12→14
18864 measured reflections	l = −25→26

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)] = 0.050	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.146	H-atom parameters constrained
S = 1.01	w = 1/[σ2(Fo2) + (0.0709P)2 + 0.8032P] where P = (Fo2 + 2Fc2)/3
5113 reflections	(Δ/σ)max < 0.001
289 parameters	Δρmax = 0.56 e Å−3
0 restraints	Δρmin = −0.25 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	0.14019 (16)	0.05291 (14)	0.29426 (8)	0.0343 (3)
C2	0.12581 (16)	−0.13095 (15)	0.34750 (8)	0.0345 (3)
C3	0.09293 (19)	−0.25119 (17)	0.36051 (10)	0.0439 (4)
H3	0.0563	−0.3021	0.3276	0.053*
C4	0.1166 (2)	−0.29295 (19)	0.42455 (11)	0.0523 (5)
H4	0.0961	−0.3737	0.4348	0.063*
C5	0.1700 (2)	−0.2177 (2)	0.47336 (10)	0.0551 (5)
H5	0.1858	−0.2483	0.5159	0.066*
C6	0.2005 (2)	−0.09606 (19)	0.45972 (9)	0.0481 (4)
H6	0.2342	−0.0447	0.4931	0.058*
C7	0.17987 (16)	−0.05276 (15)	0.39565 (8)	0.0358 (3)
C8	0.19783 (16)	0.07191 (14)	0.36545 (8)	0.0339 (3)
C9	0.18801 (18)	0.20933 (17)	0.45133 (9)	0.0414 (4)
H9	0.1564	0.1690	0.4923	0.050*
C10	0.1736 (2)	0.34643 (19)	0.45780 (11)	0.0542 (5)
H10A	0.0888	0.3754	0.4344	0.065*
H10B	0.1667	0.3702	0.5042	0.065*
C11	0.3081 (3)	0.3960 (2)	0.42698 (13)	0.0631 (6)
H11A	0.3340	0.4741	0.4462	0.076*
H11B	0.2976	0.4049	0.3792	0.076*
C12	0.4193 (2)	0.29847 (19)	0.44428 (10)	0.0508 (5)
H12A	0.5002	0.3015	0.4138	0.061*
H12B	0.4549	0.3095	0.4893	0.061*
C13	0.34670 (17)	0.13335 (15)	0.36914 (8)	0.0353 (3)
H13	0.3473	0.2022	0.3381	0.042*
C14	0.48023 (16)	0.05760 (15)	0.35651 (8)	0.0346 (3)
C15	0.52497 (18)	−0.02832 (17)	0.40269 (9)	0.0420 (4)
H15	0.4738	−0.0365	0.4422	0.050*
C16	0.64310 (19)	−0.10212 (19)	0.39183 (10)	0.0480 (4)
H16	0.6693	−0.1604	0.4232	0.058*
C17	0.7216 (2)	−0.0889 (2)	0.33447 (11)	0.0544 (5)
H17	0.8000	−0.1396	0.3264	0.065*
C18	0.6847 (2)	−0.0009 (2)	0.28880 (10)	0.0512 (5)
H18	0.7405	0.0099	0.2508	0.061*
C19	0.56425 (17)	0.07204 (15)	0.29935 (8)	0.0371 (4)
C20	0.5354 (2)	0.13510 (18)	0.18557 (9)	0.0469 (4)
H20A	0.6291	0.1004	0.1756	0.056*
H20B	0.5249	0.2093	0.1598	0.056*
C21	0.4204 (2)	0.04717 (17)	0.16601 (9)	0.0425 (4)
C22	0.37870 (18)	−0.05874 (16)	0.19571 (8)	0.0382 (4)
H22	0.4218	−0.0976	0.2317	0.046*
C23	0.15348 (19)	−0.18146 (16)	0.18336 (9)	0.0405 (4)
H23A	0.1993	−0.2465	0.2083	0.049*
H23B	0.1060	−0.2170	0.1450	0.049*
C24	0.04305 (17)	−0.11776 (16)	0.22683 (8)	0.0384 (4)
H24A	−0.0017	−0.0527	0.2015	0.046*
H24B	−0.0318	−0.1754	0.2388	0.046*
N1	0.10500 (14)	−0.06718 (12)	0.28709 (7)	0.0343 (3)
N2	0.34184 (15)	0.18234 (14)	0.43800 (7)	0.0392 (3)
N3	0.3288 (2)	0.07077 (18)	0.11524 (9)	0.0630 (5)
N4	0.2310 (2)	−0.01524 (18)	0.11278 (9)	0.0621 (5)
N5	0.26167 (16)	−0.09446 (14)	0.16155 (7)	0.0408 (3)
O1	0.12691 (15)	0.13061 (11)	0.25218 (6)	0.0473 (3)
O2	0.10994 (12)	0.16351 (11)	0.39546 (6)	0.0419 (3)
O3	0.52789 (14)	0.16379 (11)	0.25560 (6)	0.0445 (3)

	U11	U22	U33	U12	U13	U23
C1	0.0311 (7)	0.0327 (8)	0.0390 (8)	0.0058 (6)	−0.0041 (6)	−0.0042 (6)
C2	0.0289 (7)	0.0377 (8)	0.0369 (8)	0.0034 (6)	0.0002 (6)	0.0002 (6)
C3	0.0418 (9)	0.0390 (9)	0.0510 (10)	−0.0013 (7)	0.0015 (7)	−0.0013 (8)
C4	0.0520 (10)	0.0443 (10)	0.0607 (12)	0.0003 (8)	0.0091 (9)	0.0121 (9)
C5	0.0568 (11)	0.0630 (13)	0.0456 (11)	0.0005 (10)	0.0025 (9)	0.0183 (9)
C6	0.0483 (10)	0.0574 (11)	0.0385 (9)	−0.0030 (8)	−0.0035 (8)	0.0037 (8)
C7	0.0308 (7)	0.0399 (9)	0.0366 (8)	0.0009 (6)	−0.0002 (6)	−0.0002 (7)
C8	0.0319 (7)	0.0343 (8)	0.0356 (8)	0.0041 (6)	−0.0028 (6)	−0.0055 (6)
C9	0.0382 (8)	0.0478 (10)	0.0382 (9)	−0.0004 (7)	0.0018 (7)	−0.0065 (7)
C10	0.0558 (11)	0.0492 (11)	0.0576 (12)	0.0085 (9)	−0.0027 (9)	−0.0204 (9)
C11	0.0768 (15)	0.0423 (11)	0.0701 (14)	−0.0039 (10)	0.0060 (11)	−0.0097 (10)
C12	0.0473 (10)	0.0571 (12)	0.0481 (10)	−0.0134 (9)	0.0030 (8)	−0.0109 (9)
C13	0.0351 (8)	0.0342 (8)	0.0364 (8)	0.0017 (6)	−0.0016 (6)	−0.0018 (6)
C14	0.0293 (7)	0.0356 (8)	0.0390 (8)	−0.0007 (6)	−0.0051 (6)	−0.0050 (6)
C15	0.0394 (8)	0.0490 (10)	0.0377 (9)	0.0038 (7)	−0.0033 (7)	0.0000 (7)
C16	0.0417 (9)	0.0525 (11)	0.0497 (11)	0.0107 (8)	−0.0111 (8)	0.0049 (8)
C17	0.0377 (9)	0.0632 (13)	0.0624 (12)	0.0178 (9)	−0.0008 (8)	0.0031 (10)
C18	0.0396 (9)	0.0613 (12)	0.0527 (11)	0.0057 (8)	0.0088 (8)	0.0031 (9)
C19	0.0344 (8)	0.0353 (8)	0.0416 (9)	−0.0025 (6)	−0.0060 (6)	−0.0004 (7)
C20	0.0514 (10)	0.0455 (10)	0.0437 (10)	−0.0083 (8)	0.0048 (8)	0.0087 (8)
C21	0.0461 (9)	0.0436 (9)	0.0379 (9)	−0.0018 (7)	0.0018 (7)	0.0051 (7)
C22	0.0375 (8)	0.0390 (9)	0.0382 (9)	0.0014 (7)	−0.0012 (7)	0.0005 (7)
C23	0.0431 (9)	0.0373 (9)	0.0411 (9)	−0.0044 (7)	−0.0049 (7)	−0.0062 (7)
C24	0.0351 (8)	0.0410 (9)	0.0390 (9)	−0.0038 (7)	−0.0076 (7)	−0.0040 (7)
N1	0.0353 (6)	0.0328 (7)	0.0346 (7)	−0.0012 (5)	−0.0045 (5)	−0.0035 (5)
N2	0.0377 (7)	0.0445 (8)	0.0355 (7)	−0.0011 (6)	0.0009 (6)	−0.0070 (6)
N3	0.0723 (12)	0.0685 (12)	0.0481 (10)	−0.0187 (10)	−0.0146 (8)	0.0199 (9)
N4	0.0712 (11)	0.0696 (12)	0.0454 (9)	−0.0163 (10)	−0.0184 (8)	0.0174 (9)
N5	0.0442 (8)	0.0435 (8)	0.0348 (7)	−0.0030 (6)	−0.0020 (6)	−0.0017 (6)
O1	0.0613 (8)	0.0359 (6)	0.0447 (7)	0.0082 (6)	−0.0128 (6)	0.0028 (5)
O2	0.0372 (6)	0.0436 (7)	0.0448 (7)	0.0082 (5)	−0.0033 (5)	−0.0134 (5)
O3	0.0525 (7)	0.0382 (6)	0.0429 (7)	−0.0017 (5)	0.0005 (5)	0.0035 (5)

C1—O1	1.208 (2)	C13—C14	1.513 (2)
C1—N1	1.366 (2)	C13—H13	0.9800
C1—C8	1.541 (2)	C14—C15	1.387 (2)
C2—C3	1.380 (3)	C14—C19	1.397 (2)
C2—C7	1.387 (2)	C15—C16	1.380 (3)
C2—N1	1.415 (2)	C15—H15	0.9300
C3—C4	1.384 (3)	C16—C17	1.371 (3)
C3—H3	0.9300	C16—H16	0.9300
C4—C5	1.375 (3)	C17—C18	1.376 (3)
C4—H4	0.9300	C17—H17	0.9300
C5—C6	1.393 (3)	C18—C19	1.391 (3)
C5—H5	0.9300	C18—H18	0.9300
C6—C7	1.386 (2)	C19—O3	1.379 (2)
C6—H6	0.9300	C20—O3	1.444 (2)
C7—C8	1.507 (2)	C20—C21	1.491 (3)
C8—O2	1.4285 (19)	C20—H20A	0.9700
C8—C13	1.538 (2)	C20—H20B	0.9700
C9—O2	1.427 (2)	C21—N3	1.352 (2)
C9—N2	1.482 (2)	C21—C22	1.363 (2)
C9—C10	1.517 (3)	C22—N5	1.342 (2)
C9—H9	0.9800	C22—H22	0.9300
C10—C11	1.496 (3)	C23—N5	1.453 (2)
C10—H10A	0.9700	C23—C24	1.517 (2)
C10—H10B	0.9700	C23—H23A	0.9700
C11—C12	1.527 (3)	C23—H23B	0.9700
C11—H11A	0.9700	C24—N1	1.451 (2)
C11—H11B	0.9700	C24—H24A	0.9700
C12—N2	1.469 (2)	C24—H24B	0.9700
C12—H12A	0.9700	N3—N4	1.310 (3)
C12—H12B	0.9700	N4—N5	1.341 (2)
C13—N2	1.485 (2)
O1—C1—N1	125.74 (15)	C8—C13—H13	108.2
O1—C1—C8	126.13 (15)	C15—C14—C19	117.42 (15)
N1—C1—C8	108.13 (13)	C15—C14—C13	120.41 (15)
C3—C2—C7	122.67 (16)	C19—C14—C13	122.16 (15)
C3—C2—N1	127.32 (16)	C16—C15—C14	122.07 (17)
C7—C2—N1	109.94 (14)	C16—C15—H15	119.0
C2—C3—C4	117.28 (18)	C14—C15—H15	119.0
C2—C3—H3	121.4	C17—C16—C15	119.49 (18)
C4—C3—H3	121.4	C17—C16—H16	120.3
C5—C4—C3	121.42 (19)	C15—C16—H16	120.3
C5—C4—H4	119.3	C16—C17—C18	120.24 (17)
C3—C4—H4	119.3	C16—C17—H17	119.9
C4—C5—C6	120.62 (18)	C18—C17—H17	119.9
C4—C5—H5	119.7	C17—C18—C19	120.12 (17)
C6—C5—H5	119.7	C17—C18—H18	119.9
C7—C6—C5	118.95 (18)	C19—C18—H18	119.9
C7—C6—H6	120.5	O3—C19—C18	121.30 (16)
C5—C6—H6	120.5	O3—C19—C14	118.09 (15)
C2—C7—C6	119.03 (16)	C18—C19—C14	120.55 (16)
C2—C7—C8	108.75 (14)	O3—C20—C21	111.30 (14)
C6—C7—C8	132.13 (16)	O3—C20—H20A	109.4
O2—C8—C7	113.99 (13)	C21—C20—H20A	109.4
O2—C8—C13	100.54 (12)	O3—C20—H20B	109.4
C7—C8—C13	118.59 (13)	C21—C20—H20B	109.4
O2—C8—C1	106.84 (12)	H20A—C20—H20B	108.0
C7—C8—C1	102.27 (13)	N3—C21—C22	108.41 (17)
C13—C8—C1	114.51 (13)	N3—C21—C20	121.57 (17)
O2—C9—N2	105.97 (13)	C22—C21—C20	129.78 (17)
O2—C9—C10	111.89 (16)	N5—C22—C21	104.75 (15)
N2—C9—C10	107.38 (15)	N5—C22—H22	127.6
O2—C9—H9	110.5	C21—C22—H22	127.6
N2—C9—H9	110.5	N5—C23—C24	109.67 (14)
C10—C9—H9	110.5	N5—C23—H23A	109.7
C11—C10—C9	104.64 (16)	C24—C23—H23A	109.7
C11—C10—H10A	110.8	N5—C23—H23B	109.7
C9—C10—H10A	110.8	C24—C23—H23B	109.7
C11—C10—H10B	110.8	H23A—C23—H23B	108.2
C9—C10—H10B	110.8	N1—C24—C23	112.96 (13)
H10A—C10—H10B	108.9	N1—C24—H24A	109.0
C10—C11—C12	102.31 (18)	C23—C24—H24A	109.0
C10—C11—H11A	111.3	N1—C24—H24B	109.0
C12—C11—H11A	111.3	C23—C24—H24B	109.0
C10—C11—H11B	111.3	H24A—C24—H24B	107.8
C12—C11—H11B	111.3	C1—N1—C2	110.80 (13)
H11A—C11—H11B	109.2	C1—N1—C24	123.51 (14)
N2—C12—C11	105.04 (16)	C2—N1—C24	125.49 (14)
N2—C12—H12A	110.7	C12—N2—C9	106.36 (14)
C11—C12—H12A	110.7	C12—N2—C13	112.30 (14)
N2—C12—H12B	110.7	C9—N2—C13	105.71 (12)
C11—C12—H12B	110.7	N4—N3—C21	108.94 (16)
H12A—C12—H12B	108.8	N3—N4—N5	107.09 (15)
N2—C13—C14	112.38 (13)	N4—N5—C22	110.80 (15)
N2—C13—C8	100.14 (12)	N4—N5—C23	120.06 (15)
C14—C13—C8	119.02 (14)	C22—N5—C23	126.58 (15)
N2—C13—H13	108.2	C9—O2—C8	106.93 (12)
C14—C13—H13	108.2	C19—O3—C20	116.75 (14)
C7—C2—C3—C4	−0.3 (2)	C13—C14—C19—O3	4.1 (2)
N1—C2—C3—C4	−177.07 (16)	C15—C14—C19—C18	2.3 (2)
C2—C3—C4—C5	0.4 (3)	C13—C14—C19—C18	−178.74 (16)
C3—C4—C5—C6	0.6 (3)	O3—C20—C21—N3	126.6 (2)
C4—C5—C6—C7	−1.7 (3)	O3—C20—C21—C22	−47.2 (3)
C3—C2—C7—C6	−0.7 (2)	N3—C21—C22—N5	−0.5 (2)
N1—C2—C7—C6	176.53 (15)	C20—C21—C22—N5	173.87 (18)
C3—C2—C7—C8	−177.75 (15)	N5—C23—C24—N1	−62.19 (19)
N1—C2—C7—C8	−0.49 (17)	O1—C1—N1—C2	−176.26 (15)
C5—C6—C7—C2	1.7 (3)	C8—C1—N1—C2	3.07 (17)
C5—C6—C7—C8	177.89 (17)	O1—C1—N1—C24	−1.2 (3)
C2—C7—C8—O2	117.07 (14)	C8—C1—N1—C24	178.13 (13)
C6—C7—C8—O2	−59.4 (2)	C3—C2—N1—C1	175.41 (16)
C2—C7—C8—C13	−124.86 (15)	C7—C2—N1—C1	−1.69 (18)
C6—C7—C8—C13	58.7 (2)	C3—C2—N1—C24	0.5 (3)
C2—C7—C8—C1	2.16 (16)	C7—C2—N1—C24	−176.63 (14)
C6—C7—C8—C1	−174.33 (17)	C23—C24—N1—C1	99.69 (18)
O1—C1—C8—O2	56.1 (2)	C23—C24—N1—C2	−85.98 (19)
N1—C1—C8—O2	−123.19 (14)	C11—C12—N2—C9	−27.44 (19)
O1—C1—C8—C7	176.18 (16)	C11—C12—N2—C13	87.73 (18)
N1—C1—C8—C7	−3.15 (16)	O2—C9—N2—C12	126.13 (15)
O1—C1—C8—C13	−54.2 (2)	C10—C9—N2—C12	6.41 (19)
N1—C1—C8—C13	126.45 (14)	O2—C9—N2—C13	6.58 (18)
O2—C9—C10—C11	−98.40 (19)	C10—C9—N2—C13	−113.15 (16)
N2—C9—C10—C11	17.5 (2)	C14—C13—N2—C12	86.45 (18)
C9—C10—C11—C12	−33.3 (2)	C8—C13—N2—C12	−146.21 (14)
C10—C11—C12—N2	38.0 (2)	C14—C13—N2—C9	−157.99 (14)
O2—C8—C13—N2	43.82 (14)	C8—C13—N2—C9	−30.64 (16)
C7—C8—C13—N2	−81.10 (16)	C22—C21—N3—N4	0.8 (2)
C1—C8—C13—N2	157.94 (13)	C20—C21—N3—N4	−174.12 (19)
O2—C8—C13—C14	166.61 (14)	C21—N3—N4—N5	−0.8 (3)
C7—C8—C13—C14	41.7 (2)	N3—N4—N5—C22	0.5 (2)
C1—C8—C13—C14	−79.27 (18)	N3—N4—N5—C23	163.50 (17)
N2—C13—C14—C15	45.4 (2)	C21—C22—N5—N4	0.0 (2)
C8—C13—C14—C15	−71.2 (2)	C21—C22—N5—C23	−161.64 (16)
N2—C13—C14—C19	−133.54 (16)	C24—C23—N5—N4	−76.5 (2)
C8—C13—C14—C19	109.96 (18)	C24—C23—N5—C22	83.6 (2)
C19—C14—C15—C16	−3.4 (3)	N2—C9—O2—C8	22.94 (18)
C13—C14—C15—C16	177.61 (16)	C10—C9—O2—C8	139.67 (15)
C14—C15—C16—C17	1.6 (3)	C7—C8—O2—C9	86.14 (16)
C15—C16—C17—C18	1.5 (3)	C13—C8—O2—C9	−41.85 (16)
C16—C17—C18—C19	−2.5 (3)	C1—C8—O2—C9	−161.66 (13)
C17—C18—C19—O3	177.63 (18)	C18—C19—O3—C20	44.2 (2)
C17—C18—C19—C14	0.6 (3)	C14—C19—O3—C20	−138.69 (16)
C15—C14—C19—O3	−174.82 (14)	C21—C20—O3—C19	69.3 (2)

D—H···A	D—H	H···A	D···A	D—H···A
C3—H3···O1i	0.93	2.45	3.311 (3)	154
C23—H23B···O2i	0.97	2.53	3.372 (3)	145
C24—H24B···O1i	0.97	2.31	3.209 (3)	153

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C3—H3⋯O1i	0.93	2.45	3.311 (3)	154
C23—H23B⋯O2i	0.97	2.53	3.372 (3)	145
C24—H24B⋯O1i	0.97	2.31	3.209 (3)	153

Symmetry code: (i) .