1′-Methyl-2′′-phenyl­cyclo­hexane-1-spiro-4′-[acenaphthene-1-spiro-2′-pyrrolidine-3′-spiro-4′′(5′′H)-[1,3]­oxazole]-2,5′′-dione

In the title compound, C₂₉H₂₆N₂O₃, the pyrrolidine ring adopts an envelope conformation and the cyclo­hexane ring adopts a chair conformation. The structure is stabilized by intramolecular C—H...O and π–π interactions.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.002 Å
• R factor = 0.044
• wR factor = 0.134
• Data-to-parameter ratio = 14.8

checkCIF/PLATON results

No syntax errors found



Alert level A
REFLT03_ALERT_3_A  Reflection count < 85% complete (theta max?)
           From the CIF: _diffrn_reflns_theta_max           28.00
           From the CIF: _diffrn_reflns_theta_full           0.00
           From the CIF: _reflns_number_total               4539
           TEST2: Reflns within _diffrn_reflns_theta_max
           Count of symmetry unique reflns         5463
           Completeness (_total/calc)             83.09%
PLAT029_ALERT_3_A _diffrn_measured_fraction_theta_full Low .......       0.83

   2 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   0 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   0 ALERT type 2 Indicator that the structure model may be wrong or deficient
   2 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997) and PLATON (Spek, 2003); software used to prepare material for publication: SHELXL97 and PARST (Nardelli, 1995).

1'-Methyl-2''-phenylcyclohexane-1-spiro-4'-[acenapthene-1-spiro-2'- pyrrolidine-3'-spiro-4''-[1,3]oxazole]-2,5''-dione

Crystal data

C29H26N2O3	Z = 2
Mr = 450.52	F(000) = 476
Triclinic, P1	Dx = 1.319 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.8626 (8) Å	Cell parameters from 2364 reflections
b = 10.4697 (9) Å	θ = 2.5–22.9°
c = 12.5629 (11) Å	µ = 0.09 mm^−1
α = 114.049 (1)°	T = 293 K
β = 103.946 (1)°	Block, colourless
γ = 92.633 (2)°	0.24 × 0.22 × 0.20 mm
V = 1134.39 (17) Å^3

Data collection

Bruker SMART APEX CCD area-detector diffractometer	3881 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.013
Graphite monochromator	θmax = 28.0°, θmin = 1.9°
ω scans	h = −11→12
6911 measured reflections	k = −11→13
4539 independent reflections	l = −16→16

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.044	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.134	H-atom parameters constrained
S = 1.00	w = 1/[σ^2(Fo^2) + (0.0865P)^2 + 0.1476P] where P = (Fo^2 + 2Fc^2)/3
4539 reflections	(Δ/σ)max < 0.001
307 parameters	Δρmax = 0.23 e Å^−3
0 restraints	Δρmin = −0.22 e Å^−3

Special details

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
N1	0.73320 (13)	0.51951 (11)	0.12531 (10)	0.0414 (3)
C2	0.71827 (14)	0.47724 (13)	0.21897 (11)	0.0360 (3)
C3	0.72420 (14)	0.31392 (13)	0.15863 (11)	0.0354 (3)
C4	0.81518 (15)	0.29656 (13)	0.06586 (11)	0.0382 (3)
C5	0.84037 (17)	0.44756 (14)	0.07451 (12)	0.0448 (3)
H5A	0.9344	0.4963	0.1268	0.054*
H5B	0.8310	0.4440	−0.0054	0.054*
C6	0.75429 (19)	0.67178 (15)	0.16231 (14)	0.0541 (4)
H6A	0.6793	0.7114	0.1948	0.081*
H6B	0.7540	0.6897	0.0932	0.081*
H6C	0.8435	0.7146	0.2234	0.081*
C7	0.84145 (14)	0.54700 (13)	0.34298 (11)	0.0371 (3)
C8	0.77477 (15)	0.59860 (13)	0.44312 (11)	0.0375 (3)
C9	0.82978 (17)	0.66077 (14)	0.56753 (12)	0.0445 (3)
H9	0.9260	0.6702	0.6040	0.053*
C10	0.73530 (19)	0.70953 (16)	0.63764 (13)	0.0518 (4)
H10	0.7704	0.7501	0.7219	0.062*
C11	0.5938 (2)	0.69967 (16)	0.58670 (14)	0.0519 (4)
H11	0.5358	0.7349	0.6368	0.062*
C12	0.53417 (16)	0.63657 (14)	0.45867 (13)	0.0431 (3)
C13	0.62880 (15)	0.58416 (13)	0.39012 (11)	0.0373 (3)
C14	0.39243 (18)	0.62220 (17)	0.39247 (15)	0.0525 (4)
H14	0.3245	0.6526	0.4333	0.063*
C15	0.35471 (17)	0.56358 (17)	0.26829 (16)	0.0547 (4)
H15	0.2610	0.5570	0.2265	0.066*
C16	0.45207 (16)	0.51246 (16)	0.20071 (14)	0.0489 (3)
H16	0.4234	0.4747	0.1163	0.059*
C17	0.58900 (15)	0.51969 (14)	0.26193 (12)	0.0387 (3)
O18	0.96589 (11)	0.56302 (11)	0.35072 (9)	0.0501 (3)
N19	0.78571 (12)	0.26748 (11)	0.25228 (9)	0.0362 (3)
C20	0.69329 (14)	0.17571 (13)	0.24721 (11)	0.0365 (3)
O21	0.56460 (10)	0.14201 (10)	0.15923 (9)	0.0453 (3)
C22	0.57512 (15)	0.22673 (14)	0.09962 (11)	0.0402 (3)
O23	0.47807 (11)	0.22209 (11)	0.02056 (9)	0.0536 (3)
C24	0.70513 (15)	0.10278 (13)	0.32625 (12)	0.0388 (3)
C25	0.59548 (18)	0.00177 (15)	0.30784 (14)	0.0506 (4)
H25	0.5147	−0.0233	0.2427	0.061*
C26	0.6056 (2)	−0.06178 (17)	0.38560 (16)	0.0600 (4)
H26	0.5313	−0.1291	0.3731	0.072*
C27	0.7248 (2)	−0.02608 (17)	0.48141 (15)	0.0600 (5)
H27	0.7319	−0.0702	0.5331	0.072*
C28	0.8336 (2)	0.0749 (2)	0.50090 (16)	0.0636 (5)
H28	0.9139	0.0999	0.5664	0.076*
C29	0.82407 (17)	0.13964 (18)	0.42345 (14)	0.0539 (4)
H29	0.8979	0.2080	0.4370	0.065*
C30	0.95371 (17)	0.24881 (17)	0.10533 (13)	0.0496 (4)
H30A	0.9338	0.1622	0.1135	0.059*
H30B	1.0089	0.3207	0.1843	0.059*
C31	1.0407 (2)	0.2226 (2)	0.01485 (16)	0.0609 (4)
H31A	1.0682	0.3111	0.0121	0.073*
H31B	1.1263	0.1890	0.0421	0.073*
C32	0.9574 (2)	0.11469 (19)	−0.11122 (17)	0.0684 (5)
H32A	1.0137	0.1027	−0.1672	0.082*
H32B	0.9363	0.0239	−0.1100	0.082*
C33	0.8221 (2)	0.16203 (19)	−0.15383 (14)	0.0628 (5)
H33A	0.7677	0.0891	−0.2327	0.075*
H33B	0.8439	0.2473	−0.1634	0.075*
C34	0.73293 (18)	0.19168 (16)	−0.06490 (12)	0.0518 (4)
H34A	0.6992	0.1031	−0.0650	0.062*
H34B	0.6509	0.2298	−0.0925	0.062*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
N1	0.0546 (7)	0.0386 (6)	0.0359 (5)	0.0114 (5)	0.0129 (5)	0.0204 (5)
C2	0.0388 (7)	0.0361 (6)	0.0334 (6)	0.0064 (5)	0.0069 (5)	0.0171 (5)
C3	0.0372 (7)	0.0373 (6)	0.0315 (6)	0.0067 (5)	0.0047 (5)	0.0172 (5)
C4	0.0463 (8)	0.0386 (6)	0.0329 (6)	0.0101 (6)	0.0113 (5)	0.0183 (5)
C5	0.0590 (9)	0.0416 (7)	0.0415 (7)	0.0108 (6)	0.0192 (6)	0.0222 (6)
C6	0.0782 (12)	0.0413 (7)	0.0526 (8)	0.0152 (7)	0.0246 (8)	0.0260 (7)
C7	0.0402 (7)	0.0358 (6)	0.0353 (6)	0.0058 (5)	0.0082 (5)	0.0166 (5)
C8	0.0439 (8)	0.0351 (6)	0.0349 (6)	0.0050 (5)	0.0095 (5)	0.0176 (5)
C9	0.0520 (8)	0.0445 (7)	0.0371 (6)	0.0048 (6)	0.0086 (6)	0.0202 (6)
C10	0.0705 (11)	0.0522 (8)	0.0351 (7)	0.0107 (7)	0.0168 (7)	0.0201 (6)
C11	0.0695 (11)	0.0506 (8)	0.0498 (8)	0.0190 (7)	0.0308 (8)	0.0266 (7)
C12	0.0502 (8)	0.0399 (7)	0.0508 (8)	0.0127 (6)	0.0207 (6)	0.0266 (6)
C13	0.0437 (7)	0.0338 (6)	0.0392 (6)	0.0072 (5)	0.0119 (5)	0.0203 (5)
C14	0.0501 (9)	0.0528 (8)	0.0692 (10)	0.0194 (7)	0.0276 (8)	0.0335 (8)
C15	0.0409 (8)	0.0574 (9)	0.0700 (10)	0.0158 (7)	0.0119 (7)	0.0329 (8)
C16	0.0454 (8)	0.0507 (8)	0.0473 (8)	0.0119 (7)	0.0048 (6)	0.0222 (6)
C17	0.0413 (7)	0.0370 (6)	0.0394 (6)	0.0087 (5)	0.0091 (5)	0.0191 (5)
O18	0.0376 (5)	0.0595 (6)	0.0461 (5)	0.0027 (5)	0.0093 (4)	0.0177 (5)
N19	0.0387 (6)	0.0391 (5)	0.0347 (5)	0.0072 (5)	0.0083 (4)	0.0207 (4)
C20	0.0370 (7)	0.0363 (6)	0.0356 (6)	0.0075 (5)	0.0093 (5)	0.0154 (5)
O21	0.0410 (5)	0.0468 (5)	0.0458 (5)	−0.0010 (4)	0.0040 (4)	0.0231 (4)
C22	0.0419 (7)	0.0376 (6)	0.0369 (6)	0.0067 (6)	0.0060 (5)	0.0149 (5)
O23	0.0465 (6)	0.0559 (6)	0.0475 (6)	0.0054 (5)	−0.0047 (4)	0.0220 (5)
C24	0.0448 (8)	0.0370 (6)	0.0399 (6)	0.0088 (5)	0.0157 (5)	0.0193 (5)
C25	0.0573 (9)	0.0411 (7)	0.0508 (8)	−0.0017 (6)	0.0109 (7)	0.0210 (6)
C26	0.0782 (12)	0.0448 (8)	0.0635 (10)	−0.0010 (8)	0.0256 (9)	0.0281 (7)
C27	0.0900 (14)	0.0521 (9)	0.0549 (9)	0.0153 (8)	0.0296 (9)	0.0343 (7)
C28	0.0676 (11)	0.0765 (11)	0.0569 (9)	0.0108 (9)	0.0100 (8)	0.0430 (9)
C29	0.0490 (9)	0.0654 (9)	0.0558 (8)	0.0007 (7)	0.0099 (7)	0.0381 (8)
C30	0.0522 (9)	0.0631 (9)	0.0499 (8)	0.0221 (7)	0.0214 (7)	0.0352 (7)
C31	0.0650 (11)	0.0773 (11)	0.0649 (10)	0.0312 (9)	0.0345 (9)	0.0433 (9)
C32	0.1002 (16)	0.0564 (10)	0.0683 (11)	0.0310 (10)	0.0506 (11)	0.0293 (8)
C33	0.0884 (13)	0.0578 (9)	0.0384 (7)	0.0144 (9)	0.0230 (8)	0.0140 (7)
C34	0.0648 (10)	0.0475 (8)	0.0360 (7)	0.0091 (7)	0.0112 (7)	0.0131 (6)

Geometric parameters (Å, º)

N1—C5	1.449 (2)	C15—H15	0.9300
N1—C2	1.451 (2)	C16—C17	1.365 (2)
N1—C6	1.456 (2)	C16—H16	0.9300
C2—C17	1.517 (2)	N19—C20	1.265 (2)
C2—C3	1.574 (2)	C20—O21	1.386 (2)
C2—C7	1.586 (2)	C20—C24	1.467 (2)
C3—N19	1.462 (2)	O21—C22	1.389 (2)
C3—C22	1.531 (2)	C22—O23	1.185 (2)
C3—C4	1.595 (2)	C24—C29	1.378 (2)
C4—C30	1.517 (2)	C24—C25	1.384 (2)
C4—C34	1.539 (2)	C25—C26	1.377 (2)
C4—C5	1.544 (2)	C25—H25	0.9300
C5—H5A	0.9700	C26—C27	1.372 (3)
C5—H5B	0.9700	C26—H26	0.9300
C6—H6A	0.9600	C27—C28	1.374 (3)
C6—H6B	0.9600	C27—H27	0.9300
C6—H6C	0.9600	C28—C29	1.383 (2)
C7—O18	1.206 (2)	C28—H28	0.9300
C7—C8	1.478 (2)	C29—H29	0.9300
C8—C9	1.375 (2)	C30—C31	1.530 (2)
C8—C13	1.405 (2)	C30—H30A	0.9700
C9—C10	1.406 (2)	C30—H30B	0.9700
C9—H9	0.9300	C31—C32	1.513 (3)
C10—C11	1.367 (2)	C31—H31A	0.9700
C10—H10	0.9300	C31—H31B	0.9700
C11—C12	1.418 (2)	C32—C33	1.499 (3)
C11—H11	0.9300	C32—H32A	0.9700
C12—C13	1.401 (2)	C32—H32B	0.9700
C12—C14	1.410 (2)	C33—C34	1.528 (2)
C13—C17	1.410 (2)	C33—H33A	0.9700
C14—C15	1.367 (2)	C33—H33B	0.9700
C14—H14	0.9300	C34—H34A	0.9700
C15—C16	1.414 (2)	C34—H34B	0.9700
C5—N1—C2	107.5 (1)	C17—C16—H16	120.7
C5—N1—C6	114.6 (1)	C15—C16—H16	120.7
C2—N1—C6	115.1 (1)	C16—C17—C13	118.50 (13)
N1—C2—C17	113.23 (11)	C16—C17—C2	132.20 (12)
N1—C2—C3	102.29 (9)	C13—C17—C2	109.21 (11)
C17—C2—C3	116.68 (10)	C20—N19—C3	107.67 (10)
N1—C2—C7	115.83 (10)	N19—C20—O21	116.83 (11)
C17—C2—C7	101.69 (10)	N19—C20—C24	127.35 (12)
C3—C2—C7	107.59 (10)	O21—C20—C24	115.80 (11)
N19—C3—C22	103.22 (10)	C20—O21—C22	105.88 (10)
N19—C3—C2	110.03 (9)	O23—C22—O21	120.58 (12)
C22—C3—C2	111.09 (11)	O23—C22—C3	133.02 (13)
N19—C3—C4	113.81 (11)	O21—C22—C3	106.39 (11)
C22—C3—C4	114.31 (10)	C29—C24—C25	119.40 (13)
C2—C3—C4	104.53 (9)	C29—C24—C20	119.72 (12)
C30—C4—C34	110.00 (12)	C25—C24—C20	120.81 (13)
C30—C4—C5	111.37 (12)	C26—C25—C24	120.25 (15)
C34—C4—C5	110.14 (11)	C26—C25—H25	119.9
C30—C4—C3	110.49 (10)	C24—C25—H25	119.9
C34—C4—C3	111.75 (11)	C27—C26—C25	120.20 (14)
C5—C4—C3	102.94 (10)	C27—C26—H26	119.9
N1—C5—C4	105.85 (11)	C25—C26—H26	119.9
N1—C5—H5A	110.6	C28—C27—C26	119.91 (14)
C4—C5—H5A	110.6	C28—C27—H27	120.0
N1—C5—H5B	110.6	C26—C27—H27	120.0
C4—C5—H5B	110.6	C27—C28—C29	120.25 (17)
H5A—C5—H5B	108.7	C27—C28—H28	119.9
N1—C6—H6A	109.5	C29—C28—H28	119.9
N1—C6—H6B	109.5	C24—C29—C28	119.99 (14)
H6A—C6—H6B	109.5	C24—C29—H29	120.0
N1—C6—H6C	109.5	C28—C29—H29	120.0
H6A—C6—H6C	109.5	C4—C30—C31	112.23 (12)
H6B—C6—H6C	109.5	C4—C30—H30A	109.2
O18—C7—C8	127.45 (12)	C31—C30—H30A	109.2
O18—C7—C2	124.73 (11)	C4—C30—H30B	109.2
C8—C7—C2	107.60 (11)	C31—C30—H30B	109.2
C9—C8—C13	120.17 (12)	H30A—C30—H30B	107.9
C9—C8—C7	132.49 (13)	C32—C31—C30	111.32 (15)
C13—C8—C7	107.18 (11)	C32—C31—H31A	109.4
C8—C9—C10	117.59 (14)	C30—C31—H31A	109.4
C8—C9—H9	121.2	C32—C31—H31B	109.4
C10—C9—H9	121.2	C30—C31—H31B	109.4
C11—C10—C9	122.55 (13)	H31A—C31—H31B	108.0
C11—C10—H10	118.7	C33—C32—C31	110.42 (14)
C9—C10—H10	118.7	C33—C32—H32A	109.6
C10—C11—C12	121.11 (14)	C31—C32—H32A	109.6
C10—C11—H11	119.4	C33—C32—H32B	109.6
C12—C11—H11	119.4	C31—C32—H32B	109.6
C13—C12—C14	116.35 (13)	H32A—C32—H32B	108.1
C13—C12—C11	115.64 (14)	C32—C33—C34	111.97 (14)
C14—C12—C11	128.00 (14)	C32—C33—H33A	109.2
C12—C13—C8	122.85 (12)	C34—C33—H33A	109.2
C12—C13—C17	123.62 (13)	C32—C33—H33B	109.2
C8—C13—C17	113.43 (12)	C34—C33—H33B	109.2
C15—C14—C12	120.03 (14)	H33A—C33—H33B	107.9
C15—C14—H14	120.0	C33—C34—C4	112.98 (14)
C12—C14—H14	120.0	C33—C34—H34A	109.0
C14—C15—C16	122.77 (15)	C4—C34—H34A	109.0
C14—C15—H15	118.6	C33—C34—H34B	109.0
C16—C15—H15	118.6	C4—C34—H34B	109.0
C17—C16—C15	118.65 (14)	H34A—C34—H34B	107.8
C5—N1—C2—C17	−167.95 (10)	C13—C12—C14—C15	−1.9 (2)
C6—N1—C2—C17	62.99 (16)	C11—C12—C14—C15	177.08 (14)
C5—N1—C2—C3	−41.54 (13)	C12—C14—C15—C16	1.4 (2)
C6—N1—C2—C3	−170.60 (12)	C14—C15—C16—C17	1.2 (2)
C5—N1—C2—C7	75.13 (13)	C15—C16—C17—C13	−3.1 (2)
C6—N1—C2—C7	−53.92 (17)	C15—C16—C17—C2	−179.10 (13)
N1—C2—C3—N19	149.62 (10)	C12—C13—C17—C16	2.60 (19)
C17—C2—C3—N19	−86.24 (13)	C8—C13—C17—C16	−173.84 (12)
C7—C2—C3—N19	27.16 (13)	C12—C13—C17—C2	179.50 (11)
N1—C2—C3—C22	−96.71 (12)	C8—C13—C17—C2	3.06 (14)
C17—C2—C3—C22	27.43 (14)	N1—C2—C17—C16	43.86 (19)
C7—C2—C3—C22	140.83 (10)	C3—C2—C17—C16	−74.49 (18)
N1—C2—C3—C4	27.05 (12)	C7—C2—C17—C16	168.81 (14)
C17—C2—C3—C4	151.19 (11)	N1—C2—C17—C13	−132.46 (11)
C7—C2—C3—C4	−95.41 (11)	C3—C2—C17—C13	109.19 (12)
N19—C3—C4—C30	−5.74 (15)	C7—C2—C17—C13	−7.51 (12)
C22—C3—C4—C30	−124.00 (13)	C22—C3—N19—C20	0.06 (13)
C2—C3—C4—C30	114.33 (12)	C2—C3—N19—C20	118.69 (11)
N19—C3—C4—C34	117.09 (12)	C4—C3—N19—C20	−124.39 (11)
C22—C3—C4—C34	−1.17 (16)	C3—N19—C20—O21	0.57 (15)
C2—C3—C4—C34	−122.84 (12)	C3—N19—C20—C24	−177.71 (12)
N19—C3—C4—C5	−124.75 (11)	N19—C20—O21—C22	−0.99 (15)
C22—C3—C4—C5	116.99 (12)	C24—C20—O21—C22	177.48 (11)
C2—C3—C4—C5	−4.68 (13)	C20—O21—C22—O23	−178.47 (13)
C2—N1—C5—C4	39.64 (14)	C20—O21—C22—C3	0.92 (13)
C6—N1—C5—C4	169.02 (11)	N19—C3—C22—O23	178.65 (15)
C30—C4—C5—N1	−138.02 (12)	C2—C3—C22—O23	60.77 (19)
C34—C4—C5—N1	99.66 (13)	C4—C3—C22—O23	−57.2 (2)
C3—C4—C5—N1	−19.62 (14)	N19—C3—C22—O21	−0.63 (13)
N1—C2—C7—O18	−42.36 (18)	C2—C3—C22—O21	−118.51 (11)
C17—C2—C7—O18	−165.56 (13)	C4—C3—C22—O21	123.50 (11)
C3—C2—C7—O18	71.31 (15)	N19—C20—C24—C29	4.5 (2)
N1—C2—C7—C8	132.59 (11)	O21—C20—C24—C29	−173.83 (13)
C17—C2—C7—C8	9.39 (12)	N19—C20—C24—C25	−178.51 (13)
C3—C2—C7—C8	−113.74 (11)	O21—C20—C24—C25	3.19 (18)
O18—C7—C8—C9	−8.7 (2)	C29—C24—C25—C26	−0.3 (2)
C2—C7—C8—C9	176.54 (13)	C20—C24—C25—C26	−177.37 (14)
O18—C7—C8—C13	166.69 (14)	C24—C25—C26—C27	−0.4 (3)
C2—C7—C8—C13	−8.08 (13)	C25—C26—C27—C28	1.0 (3)
C13—C8—C9—C10	−0.66 (19)	C26—C27—C28—C29	−0.7 (3)
C7—C8—C9—C10	174.24 (13)	C25—C24—C29—C28	0.6 (2)
C8—C9—C10—C11	−1.3 (2)	C20—C24—C29—C28	177.64 (15)
C9—C10—C11—C12	1.1 (2)	C27—C28—C29—C24	−0.1 (3)
C10—C11—C12—C13	1.0 (2)	C34—C4—C30—C31	52.89 (17)
C10—C11—C12—C14	−177.93 (14)	C5—C4—C30—C31	−69.51 (16)
C14—C12—C13—C8	176.03 (12)	C3—C4—C30—C31	176.74 (12)
C11—C12—C13—C8	−3.07 (18)	C4—C30—C31—C32	−56.90 (19)
C14—C12—C13—C17	−0.08 (18)	C30—C31—C32—C33	57.19 (19)
C11—C12—C13—C17	−179.18 (12)	C31—C32—C33—C34	−55.66 (19)
C9—C8—C13—C12	2.96 (19)	C32—C33—C34—C4	53.73 (19)
C7—C8—C13—C12	−173.11 (11)	C30—C4—C34—C33	−51.43 (17)
C9—C8—C13—C17	179.43 (12)	C5—C4—C34—C33	71.69 (17)
C7—C8—C13—C17	3.36 (14)	C3—C4—C34—C33	−174.54 (12)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C5—H5A···O18	0.97	2.54	3.067 (2)	114
C16—H16···O23	0.93	2.57	3.029 (2)	111
C25—H25···O21	0.93	2.45	2.781 (2)	101
C34—H34B···O23	0.97	2.49	2.944 (2)	109