Chiral recognition between host and guest: a binaphthyl-18-crown-6 host with D-phenylglycinium methyl ester perchlorate guest. A difficult structure solved with CRUNCH

The complex between (R)-4,5,7,8,10,11,13,14,16,17-decahydro-2,19-diphenyldinaphtho[2,1-q:1′,2′-s][1,4,7,10,13,16]hexaoxa[2,5,8,11,14,17,19]cycloicosaheptene {Chemical Abstracts name: (R)-4,5,7,8,10,11,13,14,16,17-decahydro-2,19-diphenyldinaphtho[2,1-q:1′,2′-s][1,4,7,10,13,16]hexaoxacycloicosin} and D-2-phenylglycinium methyl ester perchlorate, C₉H₁₂NO.ClO.C₄₂H₄₀O₆.H₂O, crystallizes in the orthorhombic space group P2₁2₁2₁ with two C₉H₁₂NO.C₄₂H₄₀O₆ complexes, two ClO ions and two molecules of water in the asymmetric unit. Crystal data: M_r = 924.44, a = 23.048 (7), b = 34.383 (6), c = 11.992 (6) Å, V = 9503 (6) ų, Z = 8, D_x = 1.292 Mg m⁻³, F(000) = 3904, μ(Cu Kα) = 1.261 mm⁻¹, T = 175 K, R = 0.0896 for all 7784 reflections, 1208 parameters refined in three blocks with 29 restraints. Nearly twenty years elapsed between the first data collection and the solution of the structure with the direct-methods program CRUNCH. The structural details are of interest because enantiomers of this host show a high degree of discrimination between enantiomers of α-amino acids and their esters. The crystal structure demonstrates the influence of C—H...O and C—H...π interactions on the unexpected orientation of the guest in the host cavity. The same orientation is found in both of the unique complexes, and the geometric details are in agreement with solution studies.

Computing details

Data collection: UCLA CRYSTALLOGRAPHIC PACKAGE; cell refinement: UCLA CRYSTALLOGRAPHIC PACKAGE; data reduction: UCLA CRYSTALLOGRAPHIC PACKAGE; program(s) used to solve structure: CRUNCH (preproduction version; de Graaff, 1998); program(s) used to refine structure: SHELXL93 (Sheldrick, 1993); molecular graphics: SHELXTL (Sheldrick, 1995); software used to prepare material for publication: local programs.

1:1 complex of (R)-2,3:4,5-bis[1,2-(3-phenylnaphtho)]-1,6,9,12,15,18-hexaoxacycloeicosa-2,4- diene with phenylglycinium methyl ester perchlorate

Crystal data

C42H40O6·C9H12NO2·ClO4·H2O	Dx = 1.292 Mg m^−3 Dm = 1.261 Mg m^-3 at 295 K. The unit-cell volume at this temperature is 9753; correcting for the difference in volume at 175 K leads to a calculated density at 175 K of 1.294 Mg m^−3 Dm measured by flotation (carbon tetrachloride/benzene)
Mr = 924.44	Melting point: 420(2) K
Orthorhombic, P212121	Cu Kα radiation, λ = 1.54180 Å
a = 23.048 (7) Å	Cell parameters from 25 reflections
b = 34.383 (6) Å	θ = 8.0–10.0°
c = 11.992 (6) Å	µ = 1.26 mm^−1
V = 9503 (6) Å^3	T = 175 K
Z = 8	Cut needle, colorless
F(000) = 3904	0.39 × 0.20 × 0.18 mm

Data collection

Rigaku AFC5R diffractometer	Rint = 0.14
Radiation source: fine-focus sealed tube	θmax = 60.1°, θmin = 2.6°
Graphite monochromator	h = 0→25
θ/2θ scans	k = 0→38
7823 measured reflections	l = 0→13
7821 independent reflections	3 standard reflections every 147 reflections
6928 reflections with I > 2σ(I)	intensity decay: 4%

Refinement

Refinement on F^2	Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: full with fixed elements per cycle	H atoms riding; fixed C-H distances,<u^2>H = 1.2 times Ueq of attached C, except for CH3 and NH3^+ groups, for which factor was 1.5; CH3 groups rotating about O-C bond; NH3^+ groups rotating about C-N bond
R[F^2 > 2σ(F^2)] = 0.079	Calculated w = 1/[σ^2(Fo^2) + (0.147P)^2 + 18.9318P] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.225	(Δ/σ)max = 0.051,0.342,0.287
S = 1.00	Δρmax = 1.03 e Å^−3
7784 reflections	Δρmin = −0.59 e Å^−3
1208 parameters	Extinction correction: SHELXL, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
29 restraints	Extinction coefficient: 0.00111 (12)
Primary atom site location: structure-invariant direct methods	Absolute structure: Flack (1983)
Secondary atom site location: difference Fourier map	Absolute structure parameter: −0.14 (4)

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 on F² for ALL reflections except for 0 with very negative F² or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The observed criterion of F² > σ(F²) is used only for calculating R_factor_obs 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	Occ. (<1)
C1	0.7311 (3)	0.2966 (2)	0.4886 (7)	0.039 (2)
H1	0.7506	0.3168	0.5242	0.047*
C2	0.7375 (4)	0.2920 (2)	0.3761 (7)	0.047 (2)
H2	0.7603	0.3094	0.3358	0.056*
C3	0.7098 (4)	0.2612 (2)	0.3214 (7)	0.047 (2)
H3	0.7148	0.2575	0.2452	0.056*
C4	0.6750 (4)	0.2365 (2)	0.3824 (6)	0.040 (2)
H4	0.6556	0.2163	0.3466	0.048*
C5	0.6687 (3)	0.2413 (2)	0.4955 (6)	0.034 (2)
H5	0.6457	0.2239	0.5354	0.040*
C6	0.6961 (3)	0.2717 (2)	0.5517 (7)	0.034 (2)
C7	0.6888 (3)	0.2789 (2)	0.6732 (6)	0.0286 (14)
C8	0.6822 (3)	0.3165 (2)	0.7095 (6)	0.0289 (15)
H8	0.6820	0.3366	0.6577	0.035*
C9	0.6756 (3)	0.3254 (2)	0.8241 (6)	0.0297 (15)
C10	0.6714 (3)	0.3643 (2)	0.8611 (7)	0.036 (2)
H10	0.6730	0.3844	0.8093	0.044*
C11	0.6650 (4)	0.3730 (2)	0.9717 (6)	0.040 (2)
H11	0.6625	0.3988	0.9947	0.049*
C12	0.6621 (3)	0.3428 (2)	1.0505 (7)	0.041 (2)
H12	0.6573	0.3486	1.1256	0.049*
C13	0.6662 (3)	0.3046 (2)	1.0173 (6)	0.033 (2)
H13	0.6641	0.2849	1.0702	0.040*
C14	0.6735 (3)	0.2951 (2)	0.9037 (5)	0.0252 (14)
C15	0.6816 (3)	0.2560 (2)	0.8658 (6)	0.0261 (14)
C16	0.6884 (3)	0.2486 (2)	0.7567 (6)	0.0244 (14)
O17	0.6970 (2)	0.21010 (12)	0.7224 (4)	0.0277 (10)
C18	0.7562 (3)	0.2017 (2)	0.6933 (7)	0.030 (2)
H18A	0.7825	0.2124	0.7484	0.036*
H18B	0.7656	0.2126	0.6210	0.036*
C19	0.7606 (3)	0.1579 (2)	0.6906 (7)	0.035 (2)
H19A	0.7989	0.1506	0.6644	0.042*
H19B	0.7562	0.1479	0.7658	0.042*
O20	0.7181 (2)	0.14019 (13)	0.6206 (4)	0.0319 (10)
C21	0.7290 (3)	0.1451 (2)	0.5038 (6)	0.037 (2)
H21A	0.7645	0.1319	0.4827	0.045*
H21B	0.7330	0.1725	0.4860	0.045*
C22	0.6787 (3)	0.1282 (2)	0.4427 (6)	0.039 (2)
H22A	0.6861	0.1288	0.3631	0.046*
H22B	0.6732	0.1013	0.4650	0.046*
O23	0.6276 (2)	0.15005 (14)	0.4673 (4)	0.0345 (11)
C24	0.5774 (3)	0.1364 (2)	0.4099 (6)	0.037 (2)
H24A	0.5668	0.1108	0.4372	0.045*
H24B	0.5855	0.1344	0.3307	0.045*
C25	0.5292 (3)	0.1642 (2)	0.4290 (7)	0.042 (2)
H25A	0.5399	0.1897	0.4013	0.050*
H25B	0.4949	0.1556	0.3892	0.050*
O26	0.5171 (2)	0.16630 (14)	0.5462 (4)	0.0357 (11)
C27	0.4698 (3)	0.1926 (2)	0.5691 (7)	0.037 (2)
H27A	0.4352	0.1842	0.5299	0.044*
H27B	0.4797	0.2186	0.5439	0.044*
C28	0.4588 (3)	0.1929 (2)	0.6927 (7)	0.038 (2)
H28A	0.4255	0.2091	0.7093	0.046*
H28B	0.4506	0.1667	0.7182	0.046*
O29	0.5096 (2)	0.20781 (14)	0.7497 (5)	0.0346 (11)
C30	0.4997 (3)	0.2131 (2)	0.8643 (6)	0.033 (2)
H30A	0.4863	0.1889	0.8974	0.039*
H30B	0.4701	0.2327	0.8757	0.039*
C31	0.5557 (3)	0.2256 (2)	0.9180 (6)	0.0301 (15)
H31A	0.5709	0.2484	0.8801	0.036*
H31B	0.5489	0.2324	0.9955	0.036*
O32	0.5964 (2)	0.19441 (12)	0.9111 (4)	0.0276 (10)
C33	0.6470 (3)	0.1972 (2)	0.9747 (5)	0.0254 (14)
C34	0.6887 (3)	0.2246 (2)	0.9516 (6)	0.0270 (14)
C35	0.7424 (3)	0.2234 (2)	1.0115 (6)	0.0291 (15)
C36	0.7874 (3)	0.2511 (2)	0.9957 (7)	0.033 (2)
H36	0.7829	0.2708	0.9432	0.040*
C37	0.8375 (3)	0.2491 (2)	1.0573 (7)	0.040 (2)
H37	0.8662	0.2677	1.0470	0.048*
C38	0.8461 (3)	0.2195 (2)	1.1353 (6)	0.038 (2)
H38	0.8803	0.2185	1.1765	0.046*
C39	0.8040 (3)	0.1919 (2)	1.1508 (6)	0.035 (2)
H39	0.8105	0.1717	1.2009	0.042*
C40	0.7511 (3)	0.1935 (2)	1.0925 (6)	0.031 (2)
C41	0.7066 (3)	0.1666 (2)	1.1132 (6)	0.0313 (15)
H41	0.7127	0.1472	1.1658	0.038*
C42	0.6544 (3)	0.1680 (2)	1.0585 (6)	0.0276 (14)
C43	0.6090 (3)	0.1388 (2)	1.0876 (6)	0.031 (2)
C44	0.5507 (3)	0.1493 (2)	1.1095 (6)	0.035 (2)
H44	0.5394	0.1752	1.1022	0.042*
C45	0.5106 (3)	0.1221 (2)	1.1413 (6)	0.040 (2)
H45	0.4722	0.1293	1.1531	0.048*
C46	0.5274 (3)	0.0834 (2)	1.1560 (6)	0.042 (2)
H46	0.5006	0.0650	1.1801	0.051*
C47	0.5836 (4)	0.0726 (2)	1.1349 (7)	0.043 (2)
H47	0.5943	0.0467	1.1414	0.052*
C48	0.6246 (3)	0.1003 (2)	1.1037 (6)	0.035 (2)
H48	0.6630	0.0928	1.0935	0.042*
C1C	0.5014 (3)	0.0779 (2)	0.6655 (7)	0.037 (2)
H1C	0.5155	0.0711	0.5956	0.044*
C2C	0.4435 (3)	0.0700 (2)	0.6948 (8)	0.044 (2)
H2C	0.4191	0.0581	0.6434	0.052*
C3C	0.4222 (3)	0.0798 (2)	0.7986 (8)	0.041 (2)
H3C	0.3838	0.0743	0.8170	0.050*
C4C	0.4585 (3)	0.0980 (2)	0.8763 (7)	0.039 (2)
H4C	0.4447	0.1046	0.9467	0.047*
C5C	0.5160 (3)	0.1060 (2)	0.8459 (7)	0.035 (2)
H5C	0.5402	0.1184	0.8967	0.042*
C6C	0.5372 (3)	0.0961 (2)	0.7430 (6)	0.0293 (15)
C7C	0.5989 (3)	0.1063 (2)	0.7106 (6)	0.0299 (15)
H7C	0.6071	0.0951	0.6371	0.036*
N8C	0.6066 (2)	0.1496 (2)	0.7042 (5)	0.0306 (13)
H8C1	0.6412 (9)	0.1550 (2)	0.675 (4)	0.046*
H8C2	0.604 (2)	0.1597 (2)	0.7724 (7)	0.046*
H8C3	0.5790 (13)	0.1598 (2)	0.661 (3)	0.046*
C9C	0.6429 (3)	0.0907 (2)	0.7937 (7)	0.031 (2)
O10C	0.6726 (2)	0.11054 (14)	0.8516 (4)	0.0380 (12)
O11C	0.6442 (2)	0.05208 (15)	0.7893 (6)	0.051 (2)
C12C	0.6847 (4)	0.0328 (2)	0.8657 (9)	0.055 (2)
H12C	0.680 (2)	0.0052 (2)	0.861 (4)	0.082*
H12D	0.6770 (19)	0.0412 (15)	0.9406 (10)	0.082*
H12E	0.7237 (4)	0.0395 (15)	0.846 (3)	0.082*
C51	1.1974 (3)	0.0186 (2)	0.2335 (7)	0.039 (2)
H51	1.2302	0.0110	0.2729	0.047*
C52	1.1913 (3)	0.0075 (2)	0.1237 (7)	0.043 (2)
H52	1.2202	−0.0070	0.0894	0.051*
C53	1.1424 (3)	0.0180 (2)	0.0647 (7)	0.040 (2)
H53	1.1382	0.0104	−0.0093	0.048*
C54	1.0997 (3)	0.0396 (2)	0.1160 (6)	0.036 (2)
H54	1.0667	0.0466	0.0762	0.043*
C55	1.1055 (3)	0.0509 (2)	0.2259 (6)	0.031 (2)
H55	1.0759	0.0651	0.2595	0.037*
C56	1.1549 (3)	0.0415 (2)	0.2876 (7)	0.035 (2)
C57	1.1656 (3)	0.0544 (2)	0.4030 (6)	0.0315 (15)
C58	1.2181 (3)	0.0705 (2)	0.4299 (7)	0.036 (2)
H58	1.2450	0.0743	0.3733	0.044*
C59	1.2333 (3)	0.0814 (2)	0.5384 (7)	0.033 (2)
C60	1.2874 (3)	0.1007 (2)	0.5618 (7)	0.040 (2)
H60	1.3130	0.1065	0.5042	0.049*
C61	1.3009 (3)	0.1103 (2)	0.6691 (7)	0.042 (2)
H61	1.3359	0.1228	0.6840	0.051*
C62	1.2633 (3)	0.1019 (2)	0.7568 (8)	0.048 (2)
H62	1.2738	0.1085	0.8292	0.058*
C63	1.2106 (3)	0.0837 (2)	0.7379 (7)	0.043 (2)
H63	1.1865	0.0774	0.7974	0.051*
C64	1.1934 (3)	0.0746 (2)	0.6257 (7)	0.035 (2)
C65	1.1374 (3)	0.0594 (2)	0.5984 (6)	0.031 (2)
C66	1.1242 (3)	0.0513 (2)	0.4908 (6)	0.032 (2)
O67	1.0665 (2)	0.04193 (12)	0.4669 (4)	0.0318 (11)
C68	1.0535 (3)	0.0017 (2)	0.4456 (8)	0.037 (2)
H68A	1.0723	−0.0148	0.5002	0.045*
H68B	1.0667	−0.0057	0.3719	0.045*
C69	0.9885 (3)	−0.0020 (2)	0.4540 (9)	0.047 (2)
H69A	0.9773	−0.0283	0.4348	0.056*
H69B	0.9767	0.0028	0.5304	0.056*
O70	0.9586 (2)	0.02497 (13)	0.3811 (5)	0.0364 (11)
C71	0.9595 (3)	0.0149 (2)	0.2651 (7)	0.041 (2)
H71A	0.9382	−0.0091	0.2530	0.049*
H71B	0.9991	0.0111	0.2402	0.049*
C72	0.9317 (3)	0.0476 (2)	0.2011 (7)	0.043 (2)
H72A	0.9282	0.0407	0.1230	0.051*
H72B	0.8932	0.0528	0.2301	0.051*
O73	0.9668 (2)	0.08071 (14)	0.2125 (4)	0.0351 (11)
C74	0.9457 (3)	0.1133 (2)	0.1526 (6)	0.042 (2)
H74A	0.9081	0.1209	0.1816	0.050*
H74B	0.9411	0.1065	0.0745	0.050*
C75	0.9870 (4)	0.1461 (2)	0.1632 (6)	0.039 (2)
H75A	1.0251	0.1382	0.1373	0.047*
H75B	0.9740	0.1678	0.1178	0.047*
O76	0.9901 (2)	0.15769 (14)	0.2778 (4)	0.0346 (11)
C77	1.0264 (3)	0.1909 (2)	0.2914 (7)	0.040 (2)
H77A	1.0102	0.2128	0.2510	0.048*
H77B	1.0646	0.1855	0.2613	0.048*
C78	1.0313 (3)	0.2008 (2)	0.4126 (7)	0.035 (2)
H78A	1.0554	0.2237	0.4221	0.042*
H78B	0.9932	0.2064	0.4429	0.042*
O79	1.0564 (2)	0.16852 (13)	0.4696 (4)	0.0337 (11)
C80	1.0689 (3)	0.1780 (2)	0.5848 (6)	0.034 (2)
H80A	1.0338	0.1866	0.6220	0.041*
H80B	1.0972	0.1988	0.5883	0.041*
C81	1.0922 (3)	0.1427 (2)	0.6411 (7)	0.037 (2)
H81A	1.1238	0.1317	0.5979	0.045*
H81B	1.1067	0.1493	0.7146	0.045*
O82	1.0456 (2)	0.11497 (13)	0.6502 (4)	0.0314 (10)
C83	1.0529 (3)	0.0812 (2)	0.7134 (6)	0.032 (2)
C84	1.0937 (3)	0.0535 (2)	0.6904 (5)	0.0304 (15)
C85	1.0922 (3)	0.0169 (2)	0.7468 (6)	0.035 (2)
C86	1.1309 (3)	−0.0141 (2)	0.7230 (7)	0.042 (2)
H86	1.1602	−0.0106	0.6707	0.051*
C87	1.1257 (4)	−0.0490 (2)	0.7762 (7)	0.046 (2)
H87	1.1514	−0.0690	0.7589	0.055*
C88	1.0827 (4)	−0.0554 (2)	0.8556 (8)	0.048 (2)
H88	1.0804	−0.0793	0.8917	0.057*
C89	1.0444 (3)	−0.0268 (2)	0.8804 (7)	0.041 (2)
H89	1.0152	−0.0316	0.9323	0.049*
C90	1.0478 (3)	0.0105 (2)	0.8285 (6)	0.035 (2)
C91	1.0095 (3)	0.0405 (2)	0.8533 (6)	0.040 (2)
H91	0.9812	0.0362	0.9073	0.048*
C92	1.0112 (3)	0.0762 (2)	0.8022 (6)	0.035 (2)
C93	0.9692 (4)	0.1067 (3)	0.8332 (7)	0.046 (2)
C94	0.9877 (5)	0.1448 (3)	0.8550 (7)	0.059 (3)
H94	1.0267	0.1513	0.8495	0.071*
C95	0.9461 (5)	0.1734 (3)	0.8856 (7)	0.068 (3)
H95	0.9565	0.1994	0.8954	0.082*
C96	0.8873 (5)	0.1606 (4)	0.9006 (8)	0.070 (3)
H96	0.8597	0.1786	0.9237	0.084*
C97	0.8699 (4)	0.1233 (3)	0.8828 (8)	0.064 (3)
H97	0.8313	0.1160	0.8915	0.077*
C98	0.9111 (4)	0.0973 (3)	0.8519 (7)	0.052 (2)
H98	0.8999	0.0715	0.8425	0.063*
C55C	0.9155 (3)	0.1664 (2)	0.5960 (6)	0.0305 (15)
H55C	0.9337	0.1507	0.6486	0.037*
C54C	0.9043 (3)	0.2056 (2)	0.6199 (6)	0.034 (2)
H54C	0.9159	0.2162	0.6878	0.040*
C53C	0.8759 (3)	0.2287 (2)	0.5420 (6)	0.035 (2)
H53C	0.8687	0.2548	0.5575	0.042*
C52C	0.8588 (3)	0.2131 (2)	0.4426 (7)	0.037 (2)
H52C	0.8390	0.2285	0.3915	0.044*
C51C	0.8705 (3)	0.1743 (2)	0.4168 (6)	0.035 (2)
H51C	0.8592	0.1640	0.3485	0.042*
C56C	0.8994 (3)	0.1513 (2)	0.4944 (6)	0.0275 (14)
C57C	0.9118 (3)	0.1094 (2)	0.4668 (6)	0.0304 (15)
H57C	0.8920	0.1034	0.3966	0.036*
N58C	0.9752 (2)	0.1025 (2)	0.4493 (5)	0.0304 (12)
H58C	0.9806 (3)	0.0789 (6)	0.421 (4)	0.046*
H58D	0.9937 (4)	0.1043 (14)	0.5143 (8)	0.046*
H58E	0.9892 (5)	0.1203 (9)	0.402 (3)	0.046*
C59C	0.8908 (3)	0.0807 (2)	0.5530 (7)	0.038 (2)
O60C	0.9218 (2)	0.06103 (15)	0.6092 (5)	0.0425 (13)
O61C	0.8327 (2)	0.0810 (2)	0.5589 (5)	0.0479 (14)
C62C	0.8062 (4)	0.0559 (3)	0.6419 (8)	0.056 (2)
H62C	0.7649 (5)	0.0593 (15)	0.641 (4)	0.085*
H62D	0.821 (2)	0.0626 (13)	0.7145 (11)	0.085*
H62E	0.816 (2)	0.0293 (3)	0.626 (3)	0.085*
Cl1A	0.66440 (9)	0.01254 (5)	0.4372 (2)	0.0546 (5)
O2A	0.7178 (9)	0.0287 (6)	0.4802 (18)	0.090 (6)*	0.50
O2A'	0.7168 (6)	0.0354 (4)	0.4325 (13)	0.055 (3)*	0.50
O3A	0.6168 (4)	0.0333 (2)	0.4805 (10)	0.101 (3)
O4A	0.6683 (5)	−0.0254 (2)	0.4733 (11)	0.131 (4)
O5A	0.6608 (6)	0.0099 (4)	0.3164 (9)	0.139 (4)
O1W	0.7958 (3)	0.0915 (2)	0.2974 (7)	0.081 (2)
O2W	0.7432 (4)	0.0455 (2)	0.1498 (8)	0.078 (2)	0.85
O3W	1.3175 (14)	0.1045 (9)	1.034 (3)	0.036 (7)*	0.15
Cl11	0.8483 (2)	0.33241 (10)	0.7379 (3)	0.0620 (10)*	0.55
O12A	0.8241 (2)	0.29351 (12)	0.7383 (6)	0.066 (2)*	0.80
O13A	0.8040 (3)	0.3601 (2)	0.7057 (8)	0.066 (3)*	0.55
O14A	0.8960 (3)	0.3342 (2)	0.6593 (8)	0.156 (10)*	0.55
O15A	0.8694 (5)	0.3419 (2)	0.8487 (5)	0.119 (7)*	0.55
Cl16	0.9087 (4)	0.2968 (2)	0.8110 (7)	0.052 (2)*	0.20
O17A	0.9591 (5)	0.2726 (4)	0.8314 (15)	0.039 (6)*	0.20
O18A	0.8586 (5)	0.2723 (5)	0.7904 (17)	0.054 (7)*	0.20
O19A	0.8979 (9)	0.3211 (5)	0.9077 (13)	0.064 (9)*	0.20
O20A	0.9192 (8)	0.3212 (5)	0.7145 (13)	0.068 (9)*	0.20
Cl21	0.8784 (2)	0.3129 (2)	0.7637 (5)	0.040 (2)*	0.25
O22A	0.9261 (3)	0.2859 (4)	0.7486 (18)	0.103 (11)*	0.25
O23A	0.8774 (6)	0.3263 (6)	0.8783 (8)	0.069 (8)*	0.25
O24A	0.8859 (6)	0.3458 (4)	0.6896 (15)	0.077 (8)*	0.25

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.043 (4)	0.028 (4)	0.048 (5)	−0.002 (3)	−0.002 (4)	0.002 (3)
C2	0.055 (5)	0.038 (4)	0.047 (5)	0.001 (4)	0.016 (4)	0.009 (4)
C3	0.054 (5)	0.040 (4)	0.046 (5)	0.009 (4)	0.009 (4)	0.001 (4)
C4	0.048 (4)	0.034 (4)	0.037 (4)	0.003 (4)	−0.006 (4)	0.001 (3)
C5	0.033 (4)	0.029 (4)	0.039 (4)	0.002 (3)	0.000 (3)	0.004 (3)
C6	0.033 (4)	0.026 (3)	0.042 (4)	0.004 (3)	0.007 (3)	0.000 (3)
C7	0.025 (3)	0.031 (3)	0.029 (3)	−0.002 (3)	0.001 (3)	0.003 (3)
C8	0.029 (3)	0.028 (3)	0.030 (3)	−0.001 (3)	−0.001 (3)	0.002 (3)
C9	0.027 (3)	0.030 (3)	0.032 (4)	−0.002 (3)	−0.003 (3)	0.001 (3)
C10	0.041 (4)	0.022 (3)	0.046 (4)	0.004 (3)	0.002 (4)	−0.001 (3)
C11	0.052 (5)	0.028 (4)	0.042 (4)	0.000 (3)	0.001 (4)	−0.003 (3)
C12	0.048 (4)	0.033 (4)	0.041 (4)	0.000 (3)	0.000 (4)	−0.008 (3)
C13	0.034 (4)	0.031 (4)	0.035 (4)	−0.002 (3)	0.003 (3)	0.004 (3)
C14	0.024 (3)	0.028 (3)	0.024 (3)	−0.001 (3)	0.000 (3)	−0.001 (3)
C15	0.019 (3)	0.024 (3)	0.036 (4)	0.000 (3)	0.000 (3)	0.001 (3)
C16	0.020 (3)	0.020 (3)	0.034 (4)	0.000 (3)	0.000 (3)	0.002 (3)
O17	0.022 (2)	0.023 (2)	0.038 (3)	0.002 (2)	0.003 (2)	−0.006 (2)
C18	0.017 (3)	0.027 (3)	0.048 (4)	0.003 (3)	0.003 (3)	−0.007 (3)
C19	0.023 (3)	0.031 (4)	0.050 (4)	0.001 (3)	−0.004 (3)	−0.004 (3)
O20	0.028 (2)	0.030 (2)	0.038 (3)	0.000 (2)	0.003 (2)	−0.005 (2)
C21	0.035 (4)	0.041 (4)	0.036 (4)	0.001 (3)	0.004 (3)	−0.002 (3)
C22	0.042 (4)	0.042 (4)	0.032 (4)	0.004 (3)	−0.001 (3)	−0.009 (3)
O23	0.032 (2)	0.035 (3)	0.037 (3)	0.002 (2)	−0.004 (2)	−0.006 (2)
C24	0.037 (4)	0.042 (4)	0.032 (4)	−0.008 (3)	−0.005 (3)	−0.001 (3)
C25	0.038 (4)	0.047 (4)	0.041 (4)	−0.006 (4)	−0.011 (4)	0.006 (4)
O26	0.034 (3)	0.034 (2)	0.038 (3)	0.003 (2)	−0.010 (2)	0.003 (2)
C27	0.031 (4)	0.029 (4)	0.050 (4)	0.002 (3)	−0.012 (4)	0.001 (3)
C28	0.021 (3)	0.035 (4)	0.058 (5)	0.001 (3)	−0.010 (3)	−0.004 (4)
O29	0.026 (2)	0.033 (2)	0.045 (3)	−0.002 (2)	−0.006 (2)	−0.001 (2)
C30	0.020 (3)	0.032 (4)	0.047 (4)	0.003 (3)	0.000 (3)	0.001 (3)
C31	0.030 (3)	0.023 (3)	0.037 (4)	0.007 (3)	−0.003 (3)	−0.001 (3)
O32	0.022 (2)	0.023 (2)	0.037 (3)	0.000 (2)	−0.006 (2)	0.000 (2)
C33	0.023 (3)	0.025 (3)	0.028 (3)	0.001 (3)	−0.001 (3)	−0.001 (3)
C34	0.025 (3)	0.026 (3)	0.030 (3)	0.005 (3)	−0.003 (3)	−0.002 (3)
C35	0.022 (3)	0.026 (3)	0.039 (4)	0.005 (3)	0.005 (3)	−0.003 (3)
C36	0.027 (3)	0.026 (3)	0.047 (4)	0.002 (3)	0.000 (3)	−0.001 (3)
C37	0.024 (3)	0.044 (4)	0.052 (5)	−0.002 (3)	−0.003 (3)	−0.010 (4)
C38	0.031 (4)	0.046 (4)	0.037 (4)	0.002 (3)	−0.006 (3)	−0.004 (3)
C39	0.033 (4)	0.038 (4)	0.035 (4)	0.002 (3)	−0.006 (3)	0.001 (3)
C40	0.025 (3)	0.028 (3)	0.040 (4)	0.003 (3)	−0.003 (3)	−0.002 (3)
C41	0.028 (3)	0.033 (4)	0.032 (4)	0.006 (3)	0.001 (3)	0.002 (3)
C42	0.024 (3)	0.032 (3)	0.026 (3)	0.004 (3)	−0.001 (3)	0.003 (3)
C43	0.030 (4)	0.029 (4)	0.035 (4)	0.000 (3)	0.001 (3)	−0.002 (3)
C44	0.031 (4)	0.037 (4)	0.037 (4)	0.002 (3)	0.001 (3)	0.000 (3)
C45	0.032 (4)	0.051 (5)	0.036 (4)	−0.003 (3)	0.002 (3)	−0.002 (4)
C46	0.040 (4)	0.052 (5)	0.035 (4)	−0.014 (4)	0.003 (3)	0.000 (4)
C47	0.059 (5)	0.031 (4)	0.040 (4)	−0.008 (4)	0.002 (4)	0.004 (3)
C48	0.034 (4)	0.037 (4)	0.034 (4)	−0.003 (3)	−0.003 (3)	−0.001 (3)
C1C	0.031 (4)	0.028 (4)	0.051 (4)	−0.003 (3)	−0.005 (3)	0.002 (3)
C2C	0.031 (4)	0.032 (4)	0.068 (6)	−0.004 (3)	−0.016 (4)	0.017 (4)
C3C	0.021 (3)	0.035 (4)	0.069 (6)	−0.009 (3)	−0.010 (4)	0.017 (4)
C4C	0.026 (4)	0.040 (4)	0.051 (5)	−0.001 (3)	0.007 (3)	0.017 (4)
C5C	0.026 (4)	0.027 (3)	0.053 (5)	−0.005 (3)	−0.004 (3)	0.008 (3)
C6C	0.030 (4)	0.020 (3)	0.038 (4)	0.000 (3)	−0.002 (3)	0.006 (3)
C7C	0.027 (3)	0.024 (3)	0.039 (4)	−0.002 (3)	−0.007 (3)	0.003 (3)
N8C	0.022 (3)	0.023 (3)	0.046 (3)	−0.003 (2)	−0.003 (3)	0.002 (3)
C9C	0.021 (3)	0.024 (3)	0.048 (4)	0.001 (3)	−0.001 (3)	−0.005 (3)
O10C	0.035 (3)	0.036 (3)	0.043 (3)	−0.002 (2)	−0.004 (2)	0.002 (2)
O11C	0.045 (3)	0.028 (3)	0.080 (4)	0.007 (2)	−0.024 (3)	0.000 (3)
C12C	0.044 (5)	0.035 (4)	0.086 (7)	0.013 (4)	−0.019 (5)	0.011 (4)
C51	0.034 (4)	0.039 (4)	0.045 (4)	0.006 (3)	−0.001 (4)	0.001 (3)
C52	0.038 (4)	0.038 (4)	0.053 (5)	0.009 (3)	0.005 (4)	−0.005 (4)
C53	0.044 (4)	0.037 (4)	0.040 (4)	−0.008 (3)	0.001 (4)	−0.005 (3)
C54	0.033 (4)	0.033 (4)	0.043 (4)	−0.001 (3)	−0.002 (3)	0.005 (3)
C55	0.027 (3)	0.026 (3)	0.040 (4)	−0.005 (3)	0.000 (3)	0.001 (3)
C56	0.029 (4)	0.025 (3)	0.052 (4)	0.001 (3)	0.001 (3)	0.000 (3)
C57	0.028 (3)	0.027 (3)	0.040 (4)	0.006 (3)	−0.001 (3)	−0.001 (3)
C58	0.031 (4)	0.030 (3)	0.048 (4)	0.000 (3)	0.000 (3)	−0.001 (3)
C59	0.026 (3)	0.024 (3)	0.050 (4)	0.009 (3)	−0.005 (3)	−0.009 (3)
C60	0.030 (4)	0.038 (4)	0.054 (5)	0.005 (3)	−0.005 (4)	−0.006 (4)
C61	0.024 (4)	0.040 (4)	0.063 (5)	0.011 (3)	−0.013 (4)	−0.007 (4)
C62	0.037 (4)	0.047 (4)	0.061 (5)	0.015 (4)	−0.018 (4)	−0.015 (4)
C63	0.036 (4)	0.041 (4)	0.051 (5)	0.011 (3)	−0.008 (4)	−0.011 (4)
C64	0.031 (4)	0.029 (3)	0.045 (4)	0.011 (3)	−0.008 (3)	−0.005 (3)
C65	0.026 (3)	0.028 (3)	0.040 (4)	0.008 (3)	−0.001 (3)	−0.003 (3)
C66	0.025 (3)	0.023 (3)	0.047 (4)	0.002 (3)	−0.001 (3)	−0.002 (3)
O67	0.027 (2)	0.021 (2)	0.048 (3)	−0.001 (2)	−0.003 (2)	−0.004 (2)
C68	0.029 (4)	0.018 (3)	0.065 (5)	−0.004 (3)	−0.001 (4)	0.001 (3)
C69	0.034 (4)	0.021 (3)	0.085 (6)	−0.006 (3)	0.013 (4)	0.004 (4)
O70	0.029 (2)	0.025 (2)	0.055 (3)	0.000 (2)	0.000 (2)	−0.005 (2)
C71	0.031 (4)	0.038 (4)	0.054 (5)	−0.006 (3)	0.001 (4)	−0.018 (4)
C72	0.030 (4)	0.051 (5)	0.047 (5)	−0.003 (3)	−0.004 (3)	−0.017 (4)
O73	0.030 (2)	0.036 (3)	0.039 (3)	0.004 (2)	−0.006 (2)	−0.003 (2)
C74	0.038 (4)	0.059 (5)	0.028 (4)	0.013 (4)	−0.003 (3)	0.000 (3)
C75	0.051 (4)	0.046 (4)	0.019 (3)	0.011 (4)	−0.002 (3)	0.009 (3)
O76	0.033 (2)	0.038 (3)	0.033 (3)	0.002 (2)	0.000 (2)	0.008 (2)
C77	0.038 (4)	0.037 (4)	0.045 (4)	−0.003 (3)	0.001 (4)	0.017 (3)
C78	0.027 (3)	0.022 (3)	0.056 (5)	−0.001 (3)	0.005 (3)	0.000 (3)
O79	0.028 (2)	0.026 (2)	0.047 (3)	0.002 (2)	−0.004 (2)	0.005 (2)
C80	0.034 (4)	0.025 (3)	0.043 (4)	0.001 (3)	−0.005 (3)	−0.004 (3)
C81	0.038 (4)	0.035 (4)	0.039 (4)	0.004 (3)	−0.009 (3)	−0.002 (3)
O82	0.032 (2)	0.027 (2)	0.035 (3)	0.007 (2)	−0.005 (2)	0.002 (2)
C83	0.036 (4)	0.029 (3)	0.031 (4)	0.007 (3)	−0.006 (3)	0.001 (3)
C84	0.035 (4)	0.033 (4)	0.023 (3)	0.009 (3)	−0.004 (3)	−0.002 (3)
C85	0.036 (4)	0.034 (4)	0.034 (4)	0.004 (3)	−0.006 (3)	0.003 (3)
C86	0.040 (4)	0.036 (4)	0.051 (5)	0.002 (3)	−0.007 (4)	0.005 (4)
C87	0.048 (5)	0.034 (4)	0.056 (5)	0.010 (4)	−0.018 (4)	0.002 (4)
C88	0.051 (5)	0.035 (4)	0.058 (5)	−0.004 (4)	−0.020 (4)	0.008 (4)
C89	0.044 (4)	0.040 (4)	0.038 (4)	−0.009 (3)	−0.010 (4)	0.009 (3)
C90	0.037 (4)	0.041 (4)	0.026 (3)	0.004 (3)	−0.008 (3)	0.000 (3)
C91	0.042 (4)	0.047 (4)	0.031 (4)	0.005 (4)	−0.002 (3)	0.008 (3)
C92	0.036 (4)	0.042 (4)	0.027 (3)	0.008 (3)	0.000 (3)	0.001 (3)
C93	0.056 (5)	0.049 (5)	0.032 (4)	0.018 (4)	−0.006 (4)	0.004 (4)
C94	0.075 (6)	0.068 (6)	0.034 (4)	0.039 (5)	−0.003 (4)	0.003 (4)
C95	0.116 (9)	0.063 (6)	0.027 (4)	0.047 (6)	−0.018 (5)	−0.008 (4)
C96	0.062 (6)	0.114 (10)	0.033 (5)	0.047 (7)	−0.006 (4)	0.008 (5)
C97	0.056 (6)	0.093 (8)	0.044 (5)	0.038 (6)	−0.006 (4)	−0.004 (5)
C98	0.045 (5)	0.073 (6)	0.038 (4)	0.026 (4)	0.002 (4)	0.002 (4)
C55C	0.030 (3)	0.030 (3)	0.031 (4)	0.007 (3)	−0.002 (3)	0.004 (3)
C54C	0.032 (3)	0.029 (3)	0.040 (4)	0.002 (3)	0.003 (3)	−0.004 (3)
C53C	0.032 (4)	0.028 (3)	0.044 (4)	0.002 (3)	0.005 (3)	0.002 (3)
C52C	0.031 (4)	0.036 (4)	0.044 (4)	0.010 (3)	0.005 (3)	0.013 (3)
C51C	0.036 (4)	0.041 (4)	0.027 (3)	0.007 (3)	−0.001 (3)	0.004 (3)
C56C	0.022 (3)	0.029 (3)	0.031 (4)	0.003 (3)	0.009 (3)	0.002 (3)
C57C	0.025 (3)	0.030 (3)	0.036 (4)	0.002 (3)	−0.002 (3)	0.000 (3)
N58C	0.025 (3)	0.027 (3)	0.039 (3)	0.006 (2)	0.001 (3)	−0.005 (3)
C59C	0.033 (4)	0.031 (4)	0.049 (5)	−0.001 (3)	0.005 (4)	−0.007 (4)
O60C	0.041 (3)	0.036 (3)	0.050 (3)	0.006 (2)	0.007 (3)	0.010 (3)
O61C	0.031 (3)	0.042 (3)	0.070 (4)	−0.004 (2)	0.010 (3)	0.011 (3)
C62C	0.054 (5)	0.051 (5)	0.064 (6)	−0.019 (4)	0.014 (5)	0.011 (4)
Cl1A	0.0495 (11)	0.0353 (9)	0.0789 (15)	0.0012 (9)	−0.0056 (11)	−0.0122 (10)
O3A	0.075 (5)	0.076 (5)	0.153 (9)	0.017 (4)	0.025 (6)	−0.027 (6)
O4A	0.151 (9)	0.057 (5)	0.185 (11)	0.026 (6)	0.064 (9)	0.031 (6)
O5A	0.158 (10)	0.178 (11)	0.081 (6)	−0.007 (9)	−0.022 (7)	−0.013 (7)
O1W	0.062 (4)	0.086 (5)	0.096 (6)	0.011 (4)	0.018 (4)	−0.016 (5)
O2W	0.073 (5)	0.064 (5)	0.096 (6)	0.008 (4)	−0.019 (5)	−0.016 (5)

Geometric parameters (Å, º)

C1—C2	1.367 (12)	C58—C59	1.399 (11)
C1—C6	1.399 (11)	C59—C64	1.413 (11)
C2—C3	1.398 (12)	C59—C60	1.440 (10)
C3—C4	1.380 (12)	C60—C61	1.365 (12)
C4—C5	1.374 (11)	C61—C62	1.393 (13)
C5—C6	1.396 (11)	C62—C63	1.386 (12)
C6—C7	1.487 (11)	C63—C64	1.436 (12)
C7—C8	1.373 (10)	C64—C65	1.432 (10)
C7—C16	1.444 (9)	C65—C66	1.355 (11)
C8—C9	1.415 (10)	C65—C84	1.507 (10)
C9—C14	1.414 (10)	C66—O67	1.397 (8)
C9—C10	1.412 (10)	O67—C68	1.437 (8)
C10—C11	1.368 (11)	C68—C69	1.506 (10)
C11—C12	1.407 (11)	C69—O70	1.448 (10)
C12—C13	1.374 (10)	O70—C71	1.433 (10)
C13—C14	1.411 (10)	C71—C72	1.505 (12)
C14—C15	1.433 (9)	C72—O73	1.402 (9)
C15—C16	1.341 (10)	O73—C74	1.417 (9)
C15—C34	1.500 (9)	C74—C75	1.481 (12)
C16—O17	1.402 (8)	C75—O76	1.432 (9)
O17—C18	1.438 (7)	O76—C77	1.426 (9)
C18—C19	1.510 (9)	C77—C78	1.496 (11)
C19—O20	1.425 (8)	C78—O79	1.426 (8)
O20—C21	1.434 (9)	O79—C80	1.449 (9)
C21—C22	1.489 (11)	C80—C81	1.489 (10)
C22—O23	1.428 (9)	C81—O82	1.438 (9)
O23—C24	1.425 (9)	O82—C83	1.398 (8)
C24—C25	1.484 (11)	C83—C84	1.366 (10)
C25—O26	1.434 (10)	C83—C92	1.443 (10)
O26—C27	1.444 (9)	C84—C85	1.428 (10)
C27—C28	1.503 (12)	C85—C86	1.418 (11)
C28—O29	1.448 (8)	C85—C90	1.433 (11)
O29—C30	1.405 (10)	C86—C87	1.365 (11)
C30—C31	1.506 (10)	C87—C88	1.391 (13)
C31—O32	1.428 (7)	C88—C89	1.355 (12)
O32—C33	1.396 (8)	C89—C90	1.429 (10)
C33—C34	1.376 (9)	C90—C91	1.393 (10)
C33—C42	1.429 (9)	C91—C92	1.373 (11)
C34—C35	1.430 (10)	C92—C93	1.473 (11)
C35—C40	1.427 (10)	C93—C94	1.404 (14)
C35—C36	1.423 (10)	C93—C98	1.395 (13)
C36—C37	1.372 (11)	C94—C95	1.421 (12)
C37—C38	1.396 (11)	C95—C96	1.44 (2)
C38—C39	1.368 (11)	C96—C97	1.36 (2)
C39—C40	1.407 (10)	C97—C98	1.357 (12)
C40—C41	1.404 (10)	C55C—C56C	1.375 (10)
C41—C42	1.370 (10)	C55C—C54C	1.403 (10)
C42—C43	1.491 (10)	C54C—C53C	1.389 (11)
C43—C48	1.387 (10)	C53C—C52C	1.365 (11)
C43—C44	1.415 (10)	C52C—C51C	1.395 (10)
C44—C45	1.371 (11)	C51C—C56C	1.393 (10)
C45—C46	1.396 (12)	C56C—C57C	1.506 (9)
C46—C47	1.369 (12)	C57C—N58C	1.496 (8)
C47—C48	1.393 (11)	C57C—C59C	1.508 (11)
C1C—C6C	1.391 (10)	C59C—O60C	1.193 (9)
C1C—C2C	1.406 (11)	C59C—O61C	1.341 (9)
C2C—C3C	1.379 (13)	O61C—C62C	1.450 (10)
C3C—C4C	1.399 (12)	Cl1A—O4A	1.378 (8)
C4C—C5C	1.402 (10)	Cl1A—O3A	1.408 (8)
C5C—C6C	1.370 (11)	Cl1A—O2A'	1.442 (14)
C6C—C7C	1.516 (9)	Cl1A—O2A	1.45 (2)
C7C—N8C	1.501 (8)	Cl1A—O5A	1.455 (10)
C7C—C9C	1.519 (10)	O2A—O2A'	0.62 (2)
C9C—O10C	1.190 (8)	Cl11—O12A	1.4496 (10)
C9C—O11C	1.331 (9)	Cl11—O13A	1.4499 (10)
O11C—C12C	1.466 (9)	Cl11—O14A	1.4501 (10)
C51—C52	1.378 (12)	Cl11—O15A	1.4507 (11)
C51—C56	1.412 (10)	Cl16—O20A	1.4498 (11)
C52—C53	1.378 (11)	Cl16—O17A	1.4500 (10)
C53—C54	1.377 (11)	Cl16—O19A	1.4502 (11)
C54—C55	1.381 (11)	Cl16—O18A	1.4502 (10)
C55—C56	1.396 (10)	Cl21—O24A	1.4500 (11)
C56—C57	1.475 (11)	Cl21—O22A	1.4499 (11)
C57—C58	1.369 (10)	Cl21—O23A	1.4503 (13)
C57—C66	1.424 (10)
C2—C1—C6	121.8 (8)	C64—C59—C60	119.7 (7)
C1—C2—C3	120.0 (8)	C61—C60—C59	119.5 (8)
C4—C3—C2	118.9 (8)	C60—C61—C62	121.3 (7)
C5—C4—C3	120.7 (8)	C63—C62—C61	121.1 (8)
C4—C5—C6	121.3 (7)	C62—C63—C64	119.5 (8)
C1—C6—C5	117.3 (7)	C59—C64—C65	118.6 (7)
C1—C6—C7	119.6 (7)	C59—C64—C63	118.6 (7)
C5—C6—C7	123.2 (7)	C65—C64—C63	122.8 (7)
C8—C7—C16	117.3 (6)	C66—C65—C64	119.6 (7)
C8—C7—C6	118.7 (6)	C66—C65—C84	121.3 (6)
C16—C7—C6	124.0 (6)	C64—C65—C84	119.0 (7)
C7—C8—C9	121.5 (6)	C65—C66—O67	117.1 (6)
C14—C9—C8	120.0 (6)	C65—C66—C57	122.6 (6)
C14—C9—C10	118.8 (6)	O67—C66—C57	120.2 (6)
C8—C9—C10	121.2 (6)	C66—O67—C68	117.2 (5)
C11—C10—C9	121.4 (7)	O67—C68—C69	106.1 (6)
C10—C11—C12	119.5 (7)	O70—C69—C68	112.3 (6)
C13—C12—C11	120.6 (7)	C71—O70—C69	115.1 (6)
C12—C13—C14	120.5 (7)	O70—C71—C72	108.0 (6)
C9—C14—C13	119.1 (6)	O73—C72—C71	108.2 (6)
C9—C14—C15	118.2 (6)	C72—O73—C74	113.3 (6)
C13—C14—C15	122.6 (6)	O73—C74—C75	109.8 (6)
C16—C15—C14	120.1 (6)	O76—C75—C74	109.1 (6)
C16—C15—C34	121.4 (6)	C77—O76—C75	111.2 (5)
C14—C15—C34	118.2 (6)	O76—C77—C78	109.7 (6)
C15—C16—O17	118.7 (6)	O79—C78—C77	108.6 (6)
C15—C16—C7	122.8 (6)	C78—O79—C80	111.3 (5)
O17—C16—C7	118.5 (6)	O79—C80—C81	108.8 (6)
C16—O17—C18	113.3 (5)	O82—C81—C80	107.8 (6)
O17—C18—C19	105.6 (5)	C83—O82—C81	120.2 (5)
O20—C19—C18	113.1 (6)	C84—C83—O82	123.5 (6)
C19—O20—C21	113.9 (6)	C84—C83—C92	121.7 (6)
O20—C21—C22	107.4 (6)	O82—C83—C92	114.7 (6)
O23—C22—C21	109.6 (6)	C83—C84—C85	120.1 (7)
C24—O23—C22	113.3 (5)	C83—C84—C65	120.9 (6)
O23—C24—C25	108.6 (6)	C85—C84—C65	118.7 (6)
O26—C25—C24	109.3 (6)	C86—C85—C84	123.5 (7)
C25—O26—C27	111.4 (6)	C86—C85—C90	118.1 (7)
O26—C27—C28	108.6 (6)	C84—C85—C90	118.4 (6)
O29—C28—C27	109.3 (6)	C87—C86—C85	120.7 (8)
C30—O29—C28	112.1 (5)	C86—C87—C88	121.5 (8)
O29—C30—C31	108.4 (6)	C89—C88—C87	119.9 (7)
O32—C31—C30	108.8 (5)	C88—C89—C90	121.3 (8)
C33—O32—C31	117.7 (5)	C91—C90—C89	122.5 (7)
C34—C33—O32	121.4 (6)	C91—C90—C85	119.0 (7)
C34—C33—C42	122.5 (6)	C89—C90—C85	118.4 (7)
O32—C33—C42	115.9 (5)	C92—C91—C90	123.3 (7)
C33—C34—C35	119.0 (6)	C91—C92—C83	117.0 (7)
C33—C34—C15	123.7 (6)	C91—C92—C93	120.1 (7)
C35—C34—C15	117.4 (6)	C83—C92—C93	122.7 (7)
C40—C35—C36	118.1 (6)	C94—C93—C98	118.5 (8)
C40—C35—C34	119.0 (6)	C94—C93—C92	120.7 (8)
C36—C35—C34	122.9 (7)	C98—C93—C92	120.5 (8)
C37—C36—C35	120.4 (7)	C93—C94—C95	119.4 (10)
C36—C37—C38	121.3 (7)	C96—C95—C94	117.1 (11)
C39—C38—C37	119.6 (7)	C97—C96—C95	123.2 (10)
C38—C39—C40	121.3 (7)	C96—C97—C98	117.4 (11)
C41—C40—C39	121.4 (7)	C97—C98—C93	124.2 (10)
C41—C40—C35	119.4 (6)	C56C—C55C—C54C	119.7 (6)
C39—C40—C35	119.3 (6)	C53C—C54C—C55C	119.9 (7)
C42—C41—C40	122.3 (6)	C52C—C53C—C54C	119.9 (6)
C41—C42—C33	117.8 (6)	C53C—C52C—C51C	120.9 (7)
C41—C42—C43	118.7 (6)	C56C—C51C—C52C	119.2 (7)
C33—C42—C43	123.5 (6)	C55C—C56C—C51C	120.4 (6)
C48—C43—C44	117.6 (7)	C55C—C56C—C57C	120.4 (6)
C48—C43—C42	119.5 (6)	C51C—C56C—C57C	119.2 (6)
C44—C43—C42	122.6 (6)	N58C—C57C—C56C	111.5 (5)
C45—C44—C43	121.2 (7)	N58C—C57C—C59C	107.9 (6)
C44—C45—C46	119.9 (7)	C56C—C57C—C59C	114.4 (6)
C47—C46—C45	119.8 (7)	O60C—C59C—O61C	124.9 (7)
C46—C47—C48	120.5 (7)	O60C—C59C—C57C	124.5 (7)
C47—C48—C43	120.9 (7)	O61C—C59C—C57C	110.6 (7)
C6C—C1C—C2C	118.8 (8)	C59C—O61C—C62C	116.9 (7)
C3C—C2C—C1C	121.1 (8)	O4A—Cl1A—O3A	114.6 (6)
C2C—C3C—C4C	119.8 (7)	O4A—Cl1A—O2A'	118.3 (8)
C3C—C4C—C5C	118.7 (8)	O3A—Cl1A—O2A'	112.9 (7)
C6C—C5C—C4C	121.5 (7)	O4A—Cl1A—O2A	101.3 (10)
C5C—C6C—C1C	120.1 (7)	O3A—Cl1A—O2A	109.7 (9)
C5C—C6C—C7C	120.5 (6)	O2A'—Cl1A—O2A	24.7 (9)
C1C—C6C—C7C	119.3 (7)	O4A—Cl1A—O5A	105.0 (8)
N8C—C7C—C6C	110.8 (6)	O3A—Cl1A—O5A	110.7 (8)
N8C—C7C—C9C	107.6 (5)	O2A'—Cl1A—O5A	92.4 (8)
C6C—C7C—C9C	112.1 (6)	O2A—Cl1A—O5A	115.3 (10)
O10C—C9C—O11C	125.6 (7)	O2A'—O2A—Cl1A	77 (3)
O10C—C9C—C7C	124.5 (6)	O2A—O2A'—Cl1A	78 (3)
O11C—C9C—C7C	109.9 (6)	O12A—Cl11—O13A	109.56 (9)
C9C—O11C—C12C	116.1 (6)	O12A—Cl11—O14A	109.49 (9)
C52—C51—C56	121.4 (7)	O13A—Cl11—O14A	109.48 (9)
C51—C52—C53	120.1 (7)	O12A—Cl11—O15A	109.45 (9)
C54—C53—C52	119.7 (7)	O13A—Cl11—O15A	109.41 (9)
C53—C54—C55	120.6 (7)	O14A—Cl11—O15A	109.43 (9)
C54—C55—C56	121.2 (7)	O20A—Cl16—O17A	109.51 (9)
C55—C56—C51	116.9 (7)	O20A—Cl16—O19A	109.49 (10)
C55—C56—C57	124.3 (6)	O17A—Cl16—O19A	109.45 (9)
C51—C56—C57	118.8 (7)	O20A—Cl16—O18A	109.48 (9)
C58—C57—C66	116.6 (7)	O17A—Cl16—O18A	109.46 (9)
C58—C57—C56	119.4 (7)	O19A—Cl16—O18A	109.45 (9)
C66—C57—C56	124.0 (6)	O24A—Cl21—O22A	109.48 (11)
C57—C58—C59	123.3 (7)	O24A—Cl21—O23A	109.5 (3)
C58—C59—C64	118.8 (6)	O22A—Cl21—O23A	109.47 (11)
C58—C59—C60	121.5 (7)