(5SR,10SR,15SR)-Trimethyl 5H,10H,15H-diindeno-[1,2-a:1',2'-c]fluorene-5,10,15-tricarboxyl-ate 0.167-hydrate.

The title compound, C(33)H(24)O(6)·0.17H(2)O, which is commonly known as (SR,SR,SR)-trimethyl 1,10,19-truxentricarboxyl-ate, crystallizes as a hydrate with the water mol-ecule encapsulated between three ester groups by O-H⋯O hydrogen bonding to two of them. The water mol-ecule site is not fully occupied in the crystal studied, with a refined site occupancy of 0.167 (5). The 27-atom ring system is approximately planar, with a maximum deviation of 0.148 (1) Å, and the three ester substituents are all on the same side of this plane.

Related literature

For general background to bucky balls and bucky bowls, see: Akada et al. (2006 ▶); Amick & Scott (2007 ▶); Berezkin (2006 ▶); Billups & Ciufolini (1993 ▶); Emsley (1980 ▶); Kroto et al. (1985 ▶); Narozhnyi et al. (2003 ▶); Mehta & Sarma (2002 ▶); Rao (1998 ▶); Takeda et al. (2006 ▶). For related structures, see: De Frutos et al. (1999 ▶, 2002 ▶).

Experimental

Crystal data

C33H24O6·0.17H2O

M = 519.61

Monoclinic,

a = 11.8527 (3) Å

b = 17.3848 (5) Å

c = 12.6466 (3) Å

β = 96.857 (2)°

V = 2587.28 (12) Å3

Z = 4

Mo Kα radiation

μ = 0.09 mm−1

T = 90 K

0.47 × 0.35 × 0.22 mm

Data collection

Nonius KappaCCD diffractometer with an Oxford Cryostreams Cryostream cooler

14739 measured reflections

7544 independent reflections

5513 reflections with I > 2sI)

R int = 0.031

Refinement

R[F 2 > 2σ(F 2)] = 0.054

wR(F 2) = 0.144

S = 1.04

7544 reflections

365 parameters

H-atom parameters constrained

Δρmax = 0.47 e Å−3

Δρmin = −0.26 e Å−3

Data collection: COLLECT (Nonius, 2000 ▶); cell refinement: SCALEPACK (Otwinowski & Minor, 1997 ▶); data reduction: DENZO (Otwinowski & Minor, 1997 ▶) and SCALEPACK; program(s) used to solve structure: SHELXS86 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810049056/bh2320sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810049056/bh2320Isup2.hkl

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

C33H24O6·0.17H2O	F(000) = 1087
Mr = 519.61	Dx = 1.334 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 7563 reflections
a = 11.8527 (3) Å	θ = 2.6–30.0°
b = 17.3848 (5) Å	µ = 0.09 mm−1
c = 12.6466 (3) Å	T = 90 K
β = 96.857 (2)°	Prism, yellow
V = 2587.28 (12) Å3	0.47 × 0.35 × 0.22 mm
Z = 4

Nonius KappaCCD diffractometer with an Oxford Cryostreams Cryostream cooler	Rint = 0.031
ω and φ scans	θmax = 30.0°, θmin = 2.8°
14739 measured reflections	h = −16→16
7544 independent reflections	k = −24→24
5513 reflections with I > 2s˘I)	l = −17→17

Refinement on F2	0 restraints
Least-squares matrix: full	0 constraints
R[F2 > 2σ(F2)] = 0.054	H-atom parameters constrained
wR(F2) = 0.144	w = 1/[σ2(Fo2) + (0.0635P)2 + 1.439P] where P = (Fo2 + 2Fc2)/3
S = 1.04	(Δ/σ)max < 0.001
7544 reflections	Δρmax = 0.47 e Å−3
365 parameters	Δρmin = −0.26 e Å−3

	x	y	z	Uiso*/Ueq	Occ. (<1)
C1	0.79369 (14)	0.28910 (9)	0.31351 (13)	0.0230 (3)
H1	0.822	0.2455	0.2798	0.028*
C2	0.80979 (14)	0.29464 (9)	0.42416 (13)	0.0225 (3)
H2	0.8484	0.2547	0.465	0.027*
C3	0.76940 (13)	0.35885 (9)	0.47593 (12)	0.0193 (3)
H3	0.7802	0.3629	0.5514	0.023*
C4	0.71288 (12)	0.41658 (8)	0.41344 (12)	0.0156 (3)
C5	0.66194 (12)	0.48950 (8)	0.44248 (11)	0.0155 (3)
C6	0.65626 (12)	0.52438 (8)	0.54044 (11)	0.0152 (3)
C7	0.70284 (12)	0.49746 (9)	0.65152 (11)	0.0166 (3)
H7	0.6671	0.4473	0.6675	0.02*
C8	0.66286 (12)	0.56068 (9)	0.72253 (12)	0.0172 (3)
C9	0.67516 (13)	0.56468 (10)	0.83230 (12)	0.0215 (3)
H9	0.7141	0.5255	0.8744	0.026*
C10	0.62905 (15)	0.62756 (10)	0.87945 (13)	0.0248 (3)
H10	0.6358	0.6308	0.9549	0.03*
C11	0.57345 (15)	0.68576 (10)	0.81902 (13)	0.0251 (3)
H11	0.5437	0.7285	0.8534	0.03*
C12	0.56078 (14)	0.68193 (9)	0.70711 (13)	0.0217 (3)
H12	0.5229	0.7216	0.6652	0.026*
C13	0.60539 (12)	0.61825 (9)	0.65917 (11)	0.0160 (3)
C14	0.60109 (12)	0.59552 (8)	0.54651 (11)	0.0153 (3)
C15	0.55157 (12)	0.63095 (8)	0.45422 (11)	0.0150 (3)
C16	0.49278 (12)	0.70854 (8)	0.43846 (11)	0.0166 (3)
H16	0.4267	0.7127	0.4804	0.02*
C17	0.45486 (12)	0.70999 (9)	0.31791 (12)	0.0174 (3)
C18	0.39336 (14)	0.76566 (9)	0.25886 (13)	0.0225 (3)
H18	0.3672	0.8102	0.2919	0.027*
C19	0.37067 (14)	0.75483 (10)	0.14951 (13)	0.0236 (3)
H19	0.3284	0.7927	0.1075	0.028*
C20	0.40849 (13)	0.68979 (10)	0.10025 (12)	0.0224 (3)
H20	0.3917	0.6837	0.0254	0.027*
C21	0.47157 (13)	0.63294 (9)	0.16088 (12)	0.0191 (3)
H21	0.4974	0.5882	0.128	0.023*
C22	0.49511 (12)	0.64422 (8)	0.27088 (11)	0.0144 (3)
C23	0.55610 (11)	0.59590 (8)	0.35456 (11)	0.0141 (3)
C24	0.61163 (12)	0.52597 (8)	0.34860 (11)	0.0146 (3)
C25	0.63200 (12)	0.47831 (9)	0.25254 (11)	0.0171 (3)
H25	0.5577	0.461	0.2142	0.021*
C26	0.69733 (12)	0.40907 (9)	0.30261 (12)	0.0174 (3)
C27	0.73685 (13)	0.34636 (9)	0.25173 (13)	0.0213 (3)
H27	0.7256	0.3423	0.1763	0.026*
C28	0.70202 (13)	0.51795 (9)	0.17463 (12)	0.0205 (3)
C29	0.85240 (15)	0.60433 (11)	0.15745 (15)	0.0320 (4)
H29A	0.9046	0.6385	0.2012	0.048*
H29B	0.8088	0.6342	0.1009	0.048*
H29C	0.896	0.5644	0.1256	0.048*
C30	0.57751 (13)	0.77331 (9)	0.46472 (11)	0.0177 (3)
C31	0.60352 (18)	0.90226 (10)	0.51643 (17)	0.0366 (5)
H31G	0.5615	0.9461	0.5408	0.055*
H31H	0.6338	0.9159	0.4501	0.055*
H31I	0.6664	0.889	0.5709	0.055*
C32	0.83138 (13)	0.49074 (10)	0.67208 (12)	0.0208 (3)
C33	1.00581 (15)	0.54451 (13)	0.64120 (19)	0.0433 (5)
H33D	1.0363	0.5858	0.6002	0.065*
H33E	1.0372	0.4951	0.6216	0.065*
H33F	1.0269	0.5538	0.7174	0.065*
O1	0.88051 (11)	0.44471 (9)	0.73200 (11)	0.0396 (4)
O2	0.52757 (11)	0.83658 (7)	0.49782 (11)	0.0289 (3)
O3	0.77526 (10)	0.56870 (8)	0.22343 (9)	0.0277 (3)
O4	0.67626 (9)	0.76970 (6)	0.45266 (9)	0.0206 (2)
O5	0.88321 (10)	0.54280 (8)	0.61814 (11)	0.0322 (3)
O6	0.69483 (12)	0.50293 (8)	0.08116 (9)	0.0307 (3)
O7	0.8591 (7)	0.6664 (5)	0.3989 (7)	0.039 (3)	0.167 (5)
H7A	0.8306	0.6321	0.3376	0.047*	0.167 (5)
H7B	0.798	0.7012	0.4172	0.047*	0.167 (5)

	U11	U22	U33	U12	U13	U23
C1	0.0248 (8)	0.0176 (7)	0.0281 (8)	0.0014 (6)	0.0099 (6)	−0.0011 (6)
C2	0.0204 (7)	0.0191 (7)	0.0286 (8)	0.0035 (6)	0.0051 (6)	0.0074 (6)
C3	0.0170 (7)	0.0221 (7)	0.0192 (7)	−0.0025 (6)	0.0040 (5)	0.0041 (6)
C4	0.0127 (6)	0.0146 (6)	0.0200 (7)	−0.0009 (5)	0.0042 (5)	0.0022 (5)
C5	0.0114 (6)	0.0147 (6)	0.0206 (7)	−0.0011 (5)	0.0036 (5)	0.0025 (5)
C6	0.0118 (6)	0.0183 (7)	0.0152 (6)	−0.0028 (5)	0.0011 (5)	0.0049 (5)
C7	0.0157 (7)	0.0190 (7)	0.0153 (6)	−0.0014 (5)	0.0024 (5)	0.0024 (5)
C8	0.0142 (6)	0.0196 (7)	0.0180 (7)	−0.0028 (5)	0.0032 (5)	0.0011 (5)
C9	0.0215 (7)	0.0252 (8)	0.0171 (7)	−0.0017 (6)	0.0000 (5)	0.0017 (6)
C10	0.0304 (9)	0.0278 (8)	0.0159 (7)	−0.0024 (7)	0.0009 (6)	−0.0023 (6)
C11	0.0306 (9)	0.0234 (8)	0.0221 (8)	0.0005 (7)	0.0057 (6)	−0.0053 (6)
C12	0.0228 (8)	0.0202 (7)	0.0221 (7)	−0.0007 (6)	0.0025 (6)	0.0005 (6)
C13	0.0153 (7)	0.0196 (7)	0.0134 (6)	−0.0050 (5)	0.0028 (5)	−0.0006 (5)
C14	0.0137 (6)	0.0182 (7)	0.0143 (6)	−0.0049 (5)	0.0032 (5)	0.0000 (5)
C15	0.0119 (6)	0.0140 (6)	0.0197 (7)	−0.0008 (5)	0.0045 (5)	0.0010 (5)
C16	0.0159 (7)	0.0179 (7)	0.0165 (7)	0.0008 (5)	0.0037 (5)	0.0013 (5)
C17	0.0140 (6)	0.0182 (7)	0.0203 (7)	−0.0013 (5)	0.0030 (5)	−0.0001 (5)
C18	0.0209 (8)	0.0201 (7)	0.0262 (8)	0.0029 (6)	0.0010 (6)	0.0006 (6)
C19	0.0200 (8)	0.0236 (8)	0.0258 (8)	0.0044 (6)	−0.0027 (6)	0.0049 (6)
C20	0.0202 (7)	0.0287 (8)	0.0175 (7)	0.0006 (6)	−0.0009 (5)	0.0010 (6)
C21	0.0180 (7)	0.0208 (7)	0.0187 (7)	−0.0012 (6)	0.0035 (5)	−0.0006 (6)
C22	0.0118 (6)	0.0154 (6)	0.0160 (7)	−0.0010 (5)	0.0015 (5)	0.0028 (5)
C23	0.0111 (6)	0.0165 (6)	0.0149 (6)	−0.0021 (5)	0.0021 (5)	0.0040 (5)
C24	0.0130 (6)	0.0179 (7)	0.0134 (6)	−0.0037 (5)	0.0041 (5)	−0.0008 (5)
C25	0.0168 (7)	0.0195 (7)	0.0155 (7)	0.0021 (5)	0.0035 (5)	0.0008 (5)
C26	0.0152 (7)	0.0191 (7)	0.0185 (7)	−0.0010 (5)	0.0042 (5)	0.0021 (5)
C27	0.0212 (7)	0.0218 (8)	0.0214 (7)	0.0004 (6)	0.0053 (6)	0.0003 (6)
C28	0.0195 (7)	0.0227 (7)	0.0201 (7)	0.0053 (6)	0.0063 (5)	0.0032 (6)
C29	0.0229 (8)	0.0357 (10)	0.0401 (10)	0.0011 (7)	0.0145 (7)	0.0167 (8)
C30	0.0203 (7)	0.0166 (7)	0.0166 (7)	0.0001 (5)	0.0044 (5)	0.0013 (5)
C31	0.0420 (11)	0.0205 (8)	0.0513 (12)	−0.0105 (8)	0.0227 (9)	−0.0113 (8)
C32	0.0174 (7)	0.0258 (8)	0.0188 (7)	−0.0008 (6)	0.0008 (5)	0.0026 (6)
C33	0.0139 (8)	0.0498 (13)	0.0657 (14)	−0.0063 (8)	0.0023 (8)	0.0153 (11)
O1	0.0203 (6)	0.0542 (9)	0.0425 (8)	0.0028 (6)	−0.0030 (5)	0.0264 (7)
O2	0.0298 (7)	0.0161 (5)	0.0441 (7)	−0.0027 (5)	0.0183 (5)	−0.0063 (5)
O3	0.0207 (6)	0.0375 (7)	0.0260 (6)	−0.0079 (5)	0.0071 (4)	0.0051 (5)
O4	0.0171 (5)	0.0205 (5)	0.0241 (6)	−0.0015 (4)	0.0020 (4)	0.0005 (4)
O5	0.0129 (5)	0.0367 (7)	0.0464 (8)	−0.0053 (5)	0.0015 (5)	0.0181 (6)
O6	0.0430 (8)	0.0337 (7)	0.0175 (6)	0.0037 (6)	0.0124 (5)	0.0024 (5)
O7	0.029 (5)	0.048 (6)	0.040 (5)	0.002 (4)	0.003 (3)	−0.006 (4)

C1—C27	1.389 (2)	C18—H18	0.95
C1—C2	1.393 (2)	C19—C20	1.391 (2)
C1—H1	0.95	C19—H19	0.95
C2—C3	1.407 (2)	C20—C21	1.410 (2)
C2—H2	0.95	C20—H20	0.95
C3—C4	1.398 (2)	C21—C22	1.400 (2)
C3—H3	0.95	C21—H21	0.95
C4—C26	1.398 (2)	C22—C23	1.4715 (19)
C4—C5	1.470 (2)	C23—C24	1.389 (2)
C5—C6	1.388 (2)	C24—C25	1.513 (2)
C5—C24	1.414 (2)	C25—C28	1.526 (2)
C6—C14	1.405 (2)	C25—C26	1.527 (2)
C6—C7	1.5205 (19)	C25—H25	1
C7—C32	1.519 (2)	C26—C27	1.376 (2)
C7—C8	1.530 (2)	C27—H27	0.95
C7—H7	1	C28—O6	1.2036 (19)
C8—C9	1.380 (2)	C28—O3	1.336 (2)
C8—C13	1.406 (2)	C29—O3	1.4485 (19)
C9—C10	1.388 (2)	C29—H29A	0.98
C9—H9	0.95	C29—H29B	0.98
C10—C11	1.386 (2)	C29—H29C	0.98
C10—H10	0.95	C30—O4	1.1999 (18)
C11—C12	1.407 (2)	C30—O2	1.3396 (18)
C11—H11	0.95	C31—O2	1.456 (2)
C12—C13	1.396 (2)	C31—H31G	0.98
C12—H12	0.95	C31—H31H	0.98
C13—C14	1.4736 (19)	C31—H31I	0.98
C14—C15	1.387 (2)	C32—O1	1.204 (2)
C15—C23	1.407 (2)	C32—O5	1.3274 (19)
C15—C16	1.520 (2)	C33—O5	1.448 (2)
C16—C30	1.519 (2)	C33—H33D	0.98
C16—C17	1.537 (2)	C33—H33E	0.98
C16—H16	1	C33—H33F	0.98
C17—C18	1.377 (2)	O7—H7A	1.00
C17—C22	1.399 (2)	O7—H7B	0.99
C18—C19	1.390 (2)
C27—C1—C2	120.97 (15)	C18—C19—H19	119.3
C27—C1—H1	119.5	C20—C19—H19	119.3
C2—C1—H1	119.5	C19—C20—C21	120.32 (14)
C1—C2—C3	120.59 (14)	C19—C20—H20	119.8
C1—C2—H2	119.7	C21—C20—H20	119.8
C3—C2—H2	119.7	C22—C21—C20	118.18 (14)
C4—C3—C2	118.25 (14)	C22—C21—H21	120.9
C4—C3—H3	120.9	C20—C21—H21	120.9
C2—C3—H3	120.9	C17—C22—C21	119.97 (13)
C26—C4—C3	119.79 (14)	C17—C22—C23	108.91 (12)
C26—C4—C5	108.80 (12)	C21—C22—C23	131.10 (14)
C3—C4—C5	131.42 (14)	C24—C23—C15	119.79 (13)
C6—C5—C24	119.55 (13)	C24—C23—C22	130.99 (13)
C6—C5—C4	131.68 (13)	C15—C23—C22	109.21 (12)
C24—C5—C4	108.77 (12)	C23—C24—C5	120.14 (13)
C5—C6—C14	120.37 (13)	C23—C24—C25	130.15 (13)
C5—C6—C7	129.73 (13)	C5—C24—C25	109.69 (13)
C14—C6—C7	109.90 (12)	C24—C25—C28	114.97 (13)
C32—C7—C6	115.34 (12)	C24—C25—C26	102.73 (11)
C32—C7—C8	109.23 (12)	C28—C25—C26	109.61 (12)
C6—C7—C8	102.56 (12)	C24—C25—H25	109.8
C32—C7—H7	109.8	C28—C25—H25	109.8
C6—C7—H7	109.8	C26—C25—H25	109.8
C8—C7—H7	109.8	C27—C26—C4	122.10 (14)
C9—C8—C13	121.54 (14)	C27—C26—C25	127.92 (14)
C9—C8—C7	128.58 (14)	C4—C26—C25	109.98 (12)
C13—C8—C7	109.86 (12)	C26—C27—C1	118.29 (15)
C8—C9—C10	118.16 (15)	C26—C27—H27	120.9
C8—C9—H9	120.9	C1—C27—H27	120.9
C10—C9—H9	120.9	O6—C28—O3	124.25 (15)
C11—C10—C9	121.57 (15)	O6—C28—C25	123.77 (15)
C11—C10—H10	119.2	O3—C28—C25	111.92 (13)
C9—C10—H10	119.2	O3—C29—H29A	109.5
C10—C11—C12	120.44 (15)	O3—C29—H29B	109.5
C10—C11—H11	119.8	H29A—C29—H29B	109.5
C12—C11—H11	119.8	O3—C29—H29C	109.5
C13—C12—C11	118.29 (15)	H29A—C29—H29C	109.5
C13—C12—H12	120.9	H29B—C29—H29C	109.5
C11—C12—H12	120.9	O4—C30—O2	123.84 (14)
C12—C13—C8	119.98 (13)	O4—C30—C16	124.26 (14)
C12—C13—C14	131.40 (14)	O2—C30—C16	111.82 (12)
C8—C13—C14	108.58 (13)	O2—C31—H31G	109.5
C15—C14—C6	119.87 (13)	O2—C31—H31H	109.5
C15—C14—C13	131.07 (14)	H31G—C31—H31H	109.5
C6—C14—C13	109.04 (12)	O2—C31—H31I	109.5
C14—C15—C23	120.27 (13)	H31G—C31—H31I	109.5
C14—C15—C16	130.23 (13)	H31H—C31—H31I	109.5
C23—C15—C16	109.43 (12)	O1—C32—O5	123.93 (15)
C30—C16—C15	110.38 (12)	O1—C32—C7	123.98 (14)
C30—C16—C17	108.19 (12)	O5—C32—C7	112.08 (13)
C15—C16—C17	102.70 (12)	O5—C33—H33D	109.5
C30—C16—H16	111.7	O5—C33—H33E	109.5
C15—C16—H16	111.7	H33D—C33—H33E	109.5
C17—C16—H16	111.7	O5—C33—H33F	109.5
C18—C17—C22	121.96 (14)	H33D—C33—H33F	109.5
C18—C17—C16	128.51 (14)	H33E—C33—H33F	109.5
C22—C17—C16	109.52 (12)	C30—O2—C31	114.00 (13)
C17—C18—C19	118.14 (15)	C28—O3—C29	115.87 (14)
C17—C18—H18	120.9	C32—O5—C33	115.18 (14)
C19—C18—H18	120.9	H7A—O7—H7B	110.8
C18—C19—C20	121.43 (15)
C27—C1—C2—C3	−0.5 (2)	C18—C17—C22—C21	−1.1 (2)
C1—C2—C3—C4	0.0 (2)	C16—C17—C22—C21	−179.71 (13)
C2—C3—C4—C26	0.4 (2)	C18—C17—C22—C23	−179.42 (14)
C2—C3—C4—C5	−179.76 (15)	C16—C17—C22—C23	1.93 (16)
C26—C4—C5—C6	−178.57 (15)	C20—C21—C22—C17	0.9 (2)
C3—C4—C5—C6	1.6 (3)	C20—C21—C22—C23	178.87 (14)
C26—C4—C5—C24	1.76 (16)	C14—C15—C23—C24	−0.8 (2)
C3—C4—C5—C24	−178.07 (15)	C16—C15—C23—C24	176.61 (12)
C24—C5—C6—C14	−0.1 (2)	C14—C15—C23—C22	178.59 (12)
C4—C5—C6—C14	−179.74 (14)	C16—C15—C23—C22	−4.01 (15)
C24—C5—C6—C7	180.00 (13)	C17—C22—C23—C24	−179.42 (14)
C4—C5—C6—C7	0.4 (3)	C21—C22—C23—C24	2.5 (3)
C5—C6—C7—C32	63.6 (2)	C17—C22—C23—C15	1.29 (16)
C14—C6—C7—C32	−116.28 (14)	C21—C22—C23—C15	−176.82 (15)
C5—C6—C7—C8	−177.77 (14)	C15—C23—C24—C5	1.0 (2)
C14—C6—C7—C8	2.33 (15)	C22—C23—C24—C5	−178.24 (14)
C32—C7—C8—C9	−61.07 (19)	C15—C23—C24—C25	−177.60 (14)
C6—C7—C8—C9	176.11 (15)	C22—C23—C24—C25	3.2 (3)
C32—C7—C8—C13	120.30 (13)	C6—C5—C24—C23	−0.5 (2)
C6—C7—C8—C13	−2.53 (15)	C4—C5—C24—C23	179.17 (12)
C13—C8—C9—C10	0.0 (2)	C6—C5—C24—C25	178.31 (12)
C7—C8—C9—C10	−178.52 (15)	C4—C5—C24—C25	−1.98 (16)
C8—C9—C10—C11	−1.0 (2)	C23—C24—C25—C28	61.1 (2)
C9—C10—C11—C12	0.9 (3)	C5—C24—C25—C28	−117.57 (14)
C10—C11—C12—C13	0.1 (2)	C23—C24—C25—C26	−179.88 (14)
C11—C12—C13—C8	−1.0 (2)	C5—C24—C25—C26	1.42 (15)
C11—C12—C13—C14	176.35 (15)	C3—C4—C26—C27	−0.5 (2)
C9—C8—C13—C12	1.0 (2)	C5—C4—C26—C27	179.63 (14)
C7—C8—C13—C12	179.78 (13)	C3—C4—C26—C25	179.02 (13)
C9—C8—C13—C14	−176.90 (14)	C5—C4—C26—C25	−0.83 (16)
C7—C8—C13—C14	1.85 (16)	C24—C25—C26—C27	179.18 (15)
C5—C6—C14—C15	0.3 (2)	C28—C25—C26—C27	−58.1 (2)
C7—C6—C14—C15	−179.79 (12)	C24—C25—C26—C4	−0.33 (15)
C5—C6—C14—C13	178.73 (13)	C28—C25—C26—C4	122.35 (13)
C7—C6—C14—C13	−1.36 (16)	C4—C26—C27—C1	0.1 (2)
C12—C13—C14—C15	0.3 (3)	C25—C26—C27—C1	−179.35 (14)
C8—C13—C14—C15	177.88 (14)	C2—C1—C27—C26	0.4 (2)
C12—C13—C14—C6	−177.92 (15)	C24—C25—C28—O6	−153.27 (15)
C8—C13—C14—C6	−0.32 (16)	C26—C25—C28—O6	91.65 (18)
C6—C14—C15—C23	0.1 (2)	C24—C25—C28—O3	29.38 (18)
C13—C14—C15—C23	−177.89 (14)	C26—C25—C28—O3	−85.70 (15)
C6—C14—C15—C16	−176.64 (14)	C15—C16—C30—O4	30.93 (19)
C13—C14—C15—C16	5.3 (3)	C17—C16—C30—O4	−80.72 (18)
C14—C15—C16—C30	66.79 (19)	C15—C16—C30—O2	−152.33 (12)
C23—C15—C16—C30	−110.26 (13)	C17—C16—C30—O2	96.02 (14)
C14—C15—C16—C17	−178.06 (14)	C6—C7—C32—O1	−148.97 (17)
C23—C15—C16—C17	4.89 (15)	C8—C7—C32—O1	96.20 (19)
C30—C16—C17—C18	−65.91 (19)	C6—C7—C32—O5	32.53 (19)
C15—C16—C17—C18	177.36 (15)	C8—C7—C32—O5	−82.31 (16)
C30—C16—C17—C22	112.63 (14)	O4—C30—O2—C31	1.1 (2)
C15—C16—C17—C22	−4.11 (15)	C16—C30—O2—C31	−175.64 (14)
C22—C17—C18—C19	0.5 (2)	O6—C28—O3—C29	−2.5 (2)
C16—C17—C18—C19	178.93 (15)	C25—C28—O3—C29	174.81 (13)
C17—C18—C19—C20	0.1 (2)	O1—C32—O5—C33	−3.9 (3)
C18—C19—C20—C21	−0.1 (3)	C7—C32—O5—C33	174.59 (16)
C19—C20—C21—C22	−0.3 (2)

D—H···A	D—H	H···A	D···A	D—H···A
O7—H7A···O3	1.00	1.87	2.876 (9)	179
O7—H7B···O4	0.99	1.96	2.955 (9)	180

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O7—H7A⋯O3	1.00	1.87	2.876 (9)	179
O7—H7B⋯O4	0.99	1.96	2.955 (9)	180