meso-5,15-Bis[3-(iso­propyl­idenegalacto­pyran­oxy)phen­yl]-10,20-bis­(4-methyl­phen­yl)porphyrin

The crystal structure of a glycosyl­ated porphyrin (P_Gal2) system, C₇₀H₇₀N₄O₁₂, where two iso­propyl­idene protected galactose moieties are attached to the meso position of a substituted tetra­aryl porphyrin is reported. This structure reveals that the parent porphyrin is planar, with the galactose moieties positioned above and below the porphyrin macrocycle. This orientation likely prevents porphyrin–porphyrin H-type aggregation, potentially enhancing its efficiency as a photosensitizer in photodynamic therapy. Notable non-bonding C—H...O and C—H...π inter­actions among adjacent P_Gal2 systems are observed in this crystal network. Additionally, the tolyl groups of each porphyrin can engage in π–π inter­actions with the delocalized π-systems of neighboring porphyrins.

Computing details

meso-5,15-Bis{4-[{4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.0^2,6]dodecan-8-yl)methoxy]phenyl}-10,20-bis(4-methylphenyl)porphyrin

Crystal data

C70H70N4O12	F(000) = 1228
Mr = 1159.30	Dx = 1.232 Mg m^−3
Monoclinic, P21	Mo Kα radiation, λ = 0.71075 Å
a = 16.565 (2) Å	Cell parameters from 7206 reflections
b = 9.7051 (13) Å	θ = 3.1–25.3°
c = 19.708 (3) Å	µ = 0.08 mm^−1
β = 99.376 (7)°	T = 150 K
V = 3126.0 (7) Å^3	Platelet, purple
Z = 2	0.15 × 0.07 × 0.04 mm

Data collection

Rigaku R-AXIS RAPID diffractometer	4159 reflections with I > 2σ(I)
Detector resolution: 10.000 pixels mm^-1	Rint = 0.144
ω scans	θmax = 25.3°, θmin = 3.1°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −19→19
Tmin = 0.438, Tmax = 0.997	k = −11→11
25359 measured reflections	l = −23→23
11348 independent reflections

Refinement

Refinement on F^2	Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: full	H-atom parameters constrained
R[F^2 > 2σ(F^2)] = 0.082	w = 1/[σ^2(Fo^2) + (0.0622P)^2] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.186	(Δ/σ)max < 0.001
S = 0.93	Δρmax = 0.21 e Å^−3
11348 reflections	Δρmin = −0.20 e Å^−3
785 parameters	Absolute structure: Flack x determined using 1142 quotients [(I^+)-(I^-)]/[(I^+)+(I^-)] (Parsons et al., 2013)
168 restraints	Absolute structure parameter: −1.0 (10)

Special details

Experimental. Single-crystal data were collected on Rigaku Rapid II diffractometer using MoKα radiation at 150 K. The data were processed by CrystalClear software package (Rigaku, 2016). The structure was solved by direct methods using the CrystalStructure crystallographic software package (Rigaku, 2017) and the refinement was performed using SHELXL2019/3 (Sheldrick 2015). All non-hydrogen atoms were refined anisotropically. Hydrogen atoms are placed at calculated positions and refined using riding model with U_iso(H) = 1.5Ueq(C-methyl) and 1.2Ueq(C) for other H atoms.

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

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

	x	y	z	Uiso*/Ueq
O1	0.6280 (4)	0.2522 (7)	0.1009 (4)	0.055 (2)
O2	0.4526 (4)	0.0692 (7)	0.0177 (3)	0.0621 (19)
O3	0.4074 (4)	0.0905 (8)	−0.0993 (4)	0.074 (2)
O4	0.3810 (4)	0.3139 (7)	−0.0770 (3)	0.0605 (19)
O5	0.3201 (5)	0.2320 (9)	0.0859 (5)	0.086 (3)
O6	0.4501 (5)	0.2353 (9)	0.1429 (4)	0.084 (3)
O7	1.3653 (4)	1.3074 (7)	0.3981 (4)	0.0562 (19)
O8	1.5313 (3)	1.1102 (6)	0.4867 (3)	0.0567 (18)
O9	1.5835 (4)	1.1426 (8)	0.6019 (3)	0.070 (2)
O10	1.6183 (4)	1.3590 (7)	0.5719 (3)	0.060 (2)
O11	1.5438 (5)	1.2402 (8)	0.3574 (4)	0.072 (2)
O12	1.6742 (5)	1.2566 (8)	0.4102 (5)	0.077 (3)
N1	0.9282 (5)	0.6798 (10)	0.1592 (4)	0.052 (2)
H1	0.954839	0.711788	0.198271	0.062*
N2	0.9761 (5)	0.5749 (9)	0.2972 (4)	0.053 (2)
N3	1.0756 (5)	0.8169 (10)	0.3437 (4)	0.049 (2)
H3	1.047742	0.788022	0.304487	0.058*
N4	1.0283 (5)	0.9229 (9)	0.2052 (4)	0.051 (2)
C1	0.9184 (6)	0.7499 (13)	0.0974 (6)	0.051 (3)
C2	0.8702 (6)	0.6644 (13)	0.0490 (5)	0.058 (3)
H2	0.851864	0.686988	0.002081	0.069*
C3	0.8544 (6)	0.5465 (13)	0.0794 (5)	0.057 (3)
H3A	0.824321	0.470900	0.057576	0.068*
C4	0.8907 (6)	0.5536 (13)	0.1512 (5)	0.054 (3)
C5	0.8838 (6)	0.4574 (12)	0.2028 (6)	0.051 (3)
C6	0.9206 (6)	0.4714 (12)	0.2727 (6)	0.053 (3)
C7	0.9028 (6)	0.3823 (12)	0.3261 (5)	0.060 (3)
H7	0.865585	0.307189	0.321197	0.072*
C8	0.9496 (7)	0.4261 (12)	0.3849 (6)	0.063 (3)
H8	0.952624	0.386823	0.429422	0.076*
C9	0.9933 (6)	0.5434 (12)	0.3664 (5)	0.051 (3)
C10	1.0500 (6)	0.6170 (13)	0.4145 (5)	0.056 (3)
C11	1.0844 (7)	0.7422 (13)	0.4040 (6)	0.054 (3)
C12	1.1346 (6)	0.8275 (14)	0.4543 (5)	0.059 (3)
H12	1.153168	0.803771	0.500976	0.070*
C13	1.1507 (6)	0.9472 (14)	0.4235 (5)	0.061 (3)
H13	1.180582	1.022649	0.445768	0.073*
C14	1.1153 (6)	0.9417 (13)	0.3519 (6)	0.053 (3)
C15	1.1196 (6)	1.0370 (12)	0.3012 (5)	0.050 (3)
C16	1.0816 (7)	1.0226 (11)	0.2316 (6)	0.049 (3)
C17	1.0976 (6)	1.1156 (12)	0.1770 (5)	0.058 (3)
H17	1.133870	1.192042	0.181368	0.070*
C18	1.0498 (6)	1.0703 (13)	0.1188 (6)	0.064 (3)
H18	1.045910	1.110858	0.074498	0.077*
C19	1.0070 (6)	0.9524 (12)	0.1354 (5)	0.052 (3)
C20	0.9532 (6)	0.8757 (12)	0.0885 (5)	0.051 (3)
C21	0.8339 (6)	0.3312 (13)	0.1840 (5)	0.049 (3)
C22	0.7523 (6)	0.3413 (12)	0.1525 (5)	0.048 (3)
H22	0.727941	0.429648	0.144192	0.057*
C23	0.7065 (7)	0.2250 (13)	0.1333 (6)	0.053 (3)
C24	0.7389 (6)	0.0975 (13)	0.1464 (5)	0.053 (3)
H24	0.706349	0.017820	0.134432	0.064*
C25	0.8204 (6)	0.0842 (12)	0.1774 (5)	0.055 (3)
H25	0.844028	−0.004627	0.185696	0.066*
C26	0.8656 (8)	0.1981 (14)	0.1955 (6)	0.060 (3)
H26	0.920947	0.187429	0.216917	0.071*
C27	1.0745 (6)	0.5497 (12)	0.4833 (5)	0.065 (3)
C28	1.0459 (6)	0.5893 (12)	0.5418 (5)	0.067 (3)
H28	1.007720	0.662807	0.539723	0.081*
C29	1.0724 (7)	0.5228 (12)	0.6048 (6)	0.072 (3)
H29	1.053241	0.554033	0.644960	0.086*
C30	1.1252 (7)	0.4141 (13)	0.6092 (6)	0.076 (3)
C31	1.1543 (9)	0.3733 (16)	0.5514 (6)	0.110 (4)
H31	1.192796	0.300186	0.553893	0.132*
C32	1.1274 (8)	0.4387 (14)	0.4884 (6)	0.099 (4)
H32	1.146059	0.406078	0.448177	0.119*
C33	1.1643 (6)	1.1698 (14)	0.3184 (5)	0.055 (3)
C34	1.2460 (6)	1.1691 (13)	0.3504 (5)	0.055 (3)
H34	1.273934	1.084639	0.361723	0.066*
C35	1.2854 (7)	1.2934 (13)	0.3654 (6)	0.052 (3)
C36	1.2480 (7)	1.4171 (14)	0.3472 (5)	0.058 (3)
H36	1.277357	1.501065	0.355812	0.069*
C37	1.1666 (7)	1.4177 (14)	0.3162 (5)	0.062 (3)
H37	1.139301	1.502405	0.303901	0.074*
C38	1.1250 (7)	1.2925 (13)	0.3030 (6)	0.054 (3)
H38	1.068714	1.292745	0.283148	0.065*
C39	0.9263 (6)	0.9432 (12)	0.0195 (5)	0.063 (3)
C40	0.8759 (8)	1.0579 (14)	0.0147 (6)	0.098 (4)
H40	0.859411	1.091771	0.055595	0.118*
C41	0.8481 (9)	1.1264 (16)	−0.0468 (5)	0.110 (4)
H41	0.814105	1.205354	−0.047514	0.132*
C42	0.8706 (8)	1.0778 (13)	−0.1061 (5)	0.078 (3)
C43	0.9260 (7)	0.9735 (12)	−0.1015 (5)	0.073 (3)
H43	0.946518	0.945562	−0.141692	0.088*
C44	0.9535 (6)	0.9070 (12)	−0.0399 (5)	0.063 (3)
H44	0.992116	0.834364	−0.038827	0.076*
C45	0.5781 (6)	0.1336 (11)	0.0795 (5)	0.060 (3)
H45A	0.565493	0.082156	0.119858	0.072*
H45B	0.606285	0.071094	0.051268	0.072*
C46	0.5012 (6)	0.1911 (11)	0.0378 (5)	0.053 (3)
H46	0.514950	0.237211	−0.004232	0.064*
C47	0.3836 (6)	0.0943 (12)	−0.0331 (5)	0.065 (3)
H47	0.341382	0.021761	−0.030353	0.079*
C48	0.3465 (7)	0.2341 (13)	−0.0271 (7)	0.063 (4)
H48	0.285845	0.228251	−0.041341	0.075*
C49	0.3927 (9)	0.2233 (13)	−0.1306 (6)	0.070 (4)
C50	0.4691 (9)	0.2674 (12)	−0.1574 (6)	0.095 (5)
H50A	0.479188	0.204350	−0.194016	0.114*
H50B	0.515870	0.265140	−0.119912	0.114*
H50C	0.461893	0.361185	−0.175812	0.114*
C51	0.3169 (9)	0.2198 (14)	−0.1862 (7)	0.113 (6)
H51A	0.268674	0.198315	−0.165108	0.136*
H51B	0.323673	0.148938	−0.220204	0.136*
H51C	0.309512	0.309840	−0.208816	0.136*
C52	0.3656 (6)	0.3051 (12)	0.0420 (5)	0.064 (3)
H52	0.348897	0.404161	0.038176	0.077*
C53	0.4551 (5)	0.2910 (11)	0.0764 (4)	0.054 (3)
H53	0.482634	0.382993	0.080629	0.065*
C54	0.3668 (10)	0.2366 (17)	0.1536 (8)	0.092 (4)
C55	0.3511 (8)	0.1118 (16)	0.1918 (6)	0.117 (5)
H55A	0.363465	0.030114	0.166114	0.140*
H55B	0.293452	0.109818	0.197542	0.140*
H55C	0.385852	0.112468	0.237035	0.140*
C56	0.3521 (9)	0.3716 (16)	0.1898 (6)	0.125 (5)
H56A	0.296732	0.371387	0.201381	0.150*
H56B	0.357796	0.449309	0.159176	0.150*
H56C	0.392188	0.380598	0.231969	0.150*
C57	1.1547 (8)	0.3440 (15)	0.6773 (6)	0.101 (5)
H57A	1.210454	0.374699	0.695308	0.121*
H57B	1.154416	0.243935	0.670676	0.121*
H57C	1.118369	0.367984	0.710108	0.121*
C58	1.4079 (6)	1.1838 (11)	0.4224 (5)	0.060 (3)
H58A	1.416401	1.123981	0.383511	0.072*
H58B	1.377085	1.131685	0.452991	0.072*
C59	1.4896 (6)	1.2342 (10)	0.4619 (6)	0.054 (3)
H59	1.479168	1.290577	0.502015	0.065*
C60	1.6037 (6)	1.1311 (11)	0.5346 (5)	0.059 (3)
H60	1.641813	1.051695	0.532919	0.071*
C61	1.6481 (7)	1.2662 (11)	0.5249 (6)	0.058 (4)
H61	1.708568	1.253709	0.537920	0.069*
C62	1.6012 (9)	1.2775 (13)	0.6297 (7)	0.074 (4)
C63	1.5287 (8)	1.3348 (14)	0.6537 (5)	0.090 (4)
H63A	1.514538	1.277231	0.690929	0.107*
H63B	1.482699	1.336476	0.615538	0.107*
H63C	1.540511	1.428708	0.670703	0.107*
C64	1.6765 (9)	1.2745 (12)	0.6847 (7)	0.096 (5)
H64A	1.692052	1.368875	0.698831	0.115*
H64B	1.721544	1.230188	0.666383	0.115*
H64C	1.664547	1.222335	0.724492	0.115*
C65	1.5385 (6)	1.3168 (12)	0.4201 (5)	0.056 (3)
H65	1.512922	1.409154	0.409102	0.068*
C66	1.6281 (5)	1.3319 (11)	0.4543 (5)	0.057 (3)
H66	1.644508	1.431172	0.456519	0.068*
C67	1.6247 (9)	1.2509 (15)	0.3435 (8)	0.082 (4)
C68	1.6470 (9)	1.1198 (14)	0.3099 (6)	0.120 (5)
H68A	1.614297	1.111910	0.263887	0.144*
H68B	1.636055	1.040584	0.337821	0.144*
H68C	1.705259	1.121701	0.306012	0.144*
C69	1.6335 (9)	1.3803 (16)	0.3025 (6)	0.110 (5)
H69A	1.596684	1.375469	0.258318	0.132*
H69B	1.690162	1.388572	0.294416	0.132*
H69C	1.619521	1.460792	0.328301	0.132*
C70	0.8407 (8)	1.1557 (16)	−0.1738 (5)	0.102 (4)
H70A	0.796702	1.103204	−0.201547	0.122*
H70B	0.886274	1.166548	−0.199439	0.122*
H70C	0.820220	1.246651	−0.163348	0.122*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O1	0.039 (4)	0.055 (5)	0.065 (5)	−0.007 (4)	−0.007 (4)	0.004 (4)
O2	0.061 (4)	0.048 (5)	0.068 (4)	−0.011 (4)	−0.017 (3)	0.005 (3)
O3	0.094 (5)	0.060 (6)	0.060 (5)	0.002 (4)	−0.011 (4)	−0.001 (4)
O4	0.072 (5)	0.050 (5)	0.055 (5)	0.003 (4)	−0.005 (4)	0.000 (4)
O5	0.058 (5)	0.113 (7)	0.093 (6)	0.013 (5)	0.027 (5)	0.035 (5)
O6	0.074 (5)	0.122 (7)	0.059 (6)	0.011 (5)	0.020 (4)	0.017 (4)
O7	0.041 (4)	0.047 (4)	0.074 (5)	−0.003 (4)	−0.010 (3)	0.009 (4)
O8	0.054 (4)	0.036 (4)	0.074 (4)	−0.002 (3)	−0.009 (3)	0.005 (3)
O9	0.088 (5)	0.054 (6)	0.064 (5)	−0.008 (4)	−0.001 (4)	0.003 (4)
O10	0.065 (5)	0.051 (5)	0.061 (5)	0.004 (4)	0.003 (4)	−0.004 (4)
O11	0.060 (5)	0.090 (6)	0.064 (6)	−0.006 (4)	0.005 (4)	−0.012 (4)
O12	0.052 (5)	0.090 (7)	0.091 (7)	0.001 (4)	0.017 (5)	−0.003 (5)
N1	0.045 (5)	0.063 (7)	0.043 (6)	−0.005 (5)	−0.003 (4)	−0.007 (5)
N2	0.037 (5)	0.064 (7)	0.054 (6)	−0.002 (5)	0.000 (4)	−0.013 (5)
N3	0.041 (5)	0.061 (6)	0.043 (6)	0.003 (5)	0.001 (4)	−0.007 (5)
N4	0.041 (5)	0.054 (6)	0.058 (6)	−0.002 (5)	0.010 (4)	0.003 (5)
C1	0.038 (6)	0.071 (7)	0.042 (7)	−0.005 (5)	0.001 (5)	−0.001 (6)
C2	0.040 (6)	0.073 (9)	0.057 (7)	−0.013 (7)	0.001 (6)	0.007 (7)
C3	0.047 (7)	0.069 (9)	0.051 (7)	−0.005 (6)	−0.005 (6)	−0.011 (7)
C4	0.041 (7)	0.073 (10)	0.044 (7)	0.007 (7)	−0.003 (6)	−0.007 (6)
C5	0.032 (6)	0.057 (8)	0.062 (8)	0.000 (6)	0.003 (6)	−0.008 (7)
C6	0.026 (6)	0.079 (9)	0.051 (7)	0.002 (6)	−0.003 (5)	0.006 (7)
C7	0.054 (7)	0.069 (9)	0.055 (7)	−0.014 (6)	0.001 (6)	−0.005 (6)
C8	0.068 (8)	0.064 (9)	0.059 (7)	−0.004 (7)	0.010 (6)	0.005 (7)
C9	0.044 (7)	0.061 (9)	0.049 (7)	−0.003 (6)	0.006 (6)	0.002 (6)
C10	0.048 (6)	0.064 (9)	0.054 (7)	0.005 (6)	−0.004 (5)	0.000 (7)
C11	0.050 (8)	0.066 (8)	0.045 (8)	0.010 (6)	0.001 (6)	−0.002 (7)
C12	0.040 (6)	0.085 (10)	0.048 (7)	−0.003 (7)	−0.001 (5)	−0.018 (8)
C13	0.045 (7)	0.083 (10)	0.051 (7)	−0.015 (7)	−0.003 (6)	−0.004 (7)
C14	0.033 (6)	0.066 (9)	0.060 (8)	−0.004 (6)	0.004 (6)	−0.008 (7)
C15	0.033 (6)	0.068 (8)	0.046 (7)	−0.002 (6)	−0.005 (5)	−0.004 (6)
C16	0.043 (7)	0.047 (7)	0.058 (7)	0.002 (6)	0.013 (6)	0.002 (6)
C17	0.052 (7)	0.055 (8)	0.068 (8)	−0.003 (6)	0.008 (6)	−0.007 (7)
C18	0.052 (7)	0.074 (10)	0.062 (8)	−0.010 (7)	0.000 (6)	0.003 (7)
C19	0.049 (7)	0.053 (8)	0.053 (7)	0.006 (7)	0.007 (6)	0.001 (6)
C20	0.042 (6)	0.072 (8)	0.041 (6)	0.007 (6)	0.011 (5)	0.002 (6)
C21	0.040 (6)	0.059 (9)	0.046 (7)	0.003 (7)	0.001 (5)	−0.010 (6)
C22	0.043 (7)	0.039 (7)	0.057 (7)	0.001 (6)	−0.001 (5)	0.003 (6)
C23	0.040 (7)	0.060 (9)	0.055 (8)	0.006 (6)	−0.005 (6)	0.002 (6)
C24	0.043 (6)	0.058 (8)	0.055 (7)	−0.011 (6)	−0.004 (5)	−0.007 (6)
C25	0.056 (7)	0.052 (8)	0.053 (7)	0.014 (6)	−0.001 (6)	−0.013 (6)
C26	0.055 (8)	0.069 (9)	0.053 (8)	0.008 (8)	0.004 (6)	−0.007 (7)
C27	0.055 (6)	0.082 (7)	0.054 (5)	0.005 (5)	−0.001 (5)	−0.003 (6)
C28	0.067 (6)	0.074 (7)	0.061 (6)	−0.015 (6)	0.010 (5)	−0.002 (5)
C29	0.072 (7)	0.086 (8)	0.056 (5)	−0.027 (5)	0.009 (5)	−0.005 (6)
C30	0.074 (7)	0.094 (8)	0.055 (5)	−0.014 (6)	0.000 (5)	0.008 (6)
C31	0.117 (8)	0.137 (9)	0.075 (6)	0.050 (7)	0.007 (6)	0.023 (7)
C32	0.100 (8)	0.135 (9)	0.060 (6)	0.046 (7)	0.005 (6)	0.012 (7)
C33	0.035 (7)	0.071 (9)	0.058 (7)	−0.001 (7)	0.005 (6)	−0.006 (7)
C34	0.048 (7)	0.055 (8)	0.061 (7)	0.002 (7)	0.003 (6)	0.003 (6)
C35	0.043 (7)	0.063 (9)	0.050 (7)	−0.006 (7)	0.002 (6)	0.005 (6)
C36	0.049 (7)	0.063 (9)	0.059 (7)	0.001 (6)	0.000 (5)	0.005 (6)
C37	0.050 (7)	0.063 (9)	0.070 (8)	0.009 (6)	0.001 (6)	0.006 (7)
C38	0.040 (7)	0.068 (9)	0.055 (7)	0.007 (7)	0.007 (6)	−0.010 (7)
C39	0.057 (6)	0.083 (7)	0.048 (5)	−0.001 (5)	0.007 (5)	0.005 (6)
C40	0.108 (8)	0.136 (9)	0.050 (5)	0.042 (7)	0.009 (6)	0.014 (6)
C41	0.128 (8)	0.140 (9)	0.058 (6)	0.043 (7)	0.000 (7)	0.016 (6)
C42	0.086 (7)	0.102 (8)	0.041 (5)	−0.016 (6)	−0.003 (5)	−0.002 (5)
C43	0.074 (7)	0.102 (8)	0.045 (5)	−0.021 (6)	0.015 (5)	−0.004 (6)
C44	0.060 (6)	0.080 (7)	0.051 (5)	−0.011 (5)	0.014 (5)	0.000 (5)
C45	0.048 (6)	0.065 (8)	0.064 (6)	−0.002 (6)	0.002 (5)	−0.007 (6)
C46	0.044 (6)	0.050 (7)	0.063 (7)	−0.008 (6)	−0.001 (6)	0.010 (6)
C47	0.048 (6)	0.059 (9)	0.079 (8)	−0.011 (6)	−0.019 (6)	0.006 (7)
C48	0.041 (7)	0.067 (9)	0.075 (10)	0.001 (6)	−0.004 (7)	0.019 (7)
C49	0.102 (11)	0.063 (10)	0.040 (8)	−0.007 (8)	−0.008 (8)	0.003 (6)
C50	0.147 (13)	0.091 (11)	0.053 (8)	0.012 (9)	0.036 (8)	0.003 (6)
C51	0.144 (14)	0.100 (13)	0.071 (10)	0.005 (10)	−0.054 (10)	0.002 (8)
C52	0.047 (6)	0.083 (9)	0.062 (7)	−0.006 (6)	0.009 (5)	0.003 (7)
C53	0.036 (5)	0.082 (9)	0.045 (6)	−0.002 (6)	0.006 (5)	0.001 (6)
C54	0.081 (7)	0.122 (8)	0.079 (7)	0.015 (7)	0.028 (6)	0.029 (6)
C55	0.098 (9)	0.139 (11)	0.123 (10)	0.034 (9)	0.051 (8)	0.059 (9)
C56	0.141 (12)	0.149 (11)	0.093 (9)	0.064 (11)	0.041 (8)	0.018 (8)
C57	0.107 (10)	0.115 (11)	0.068 (7)	−0.038 (9)	−0.021 (7)	0.026 (8)
C58	0.054 (7)	0.048 (7)	0.076 (8)	−0.001 (6)	0.002 (6)	0.012 (6)
C59	0.052 (7)	0.041 (7)	0.066 (7)	−0.009 (6)	0.003 (6)	0.010 (6)
C60	0.048 (6)	0.059 (8)	0.066 (7)	0.001 (6)	−0.009 (6)	−0.002 (6)
C61	0.047 (8)	0.051 (9)	0.071 (10)	−0.005 (6)	−0.003 (7)	−0.002 (7)
C62	0.091 (11)	0.065 (11)	0.061 (9)	0.010 (8)	−0.003 (8)	0.008 (7)
C63	0.120 (11)	0.095 (10)	0.056 (7)	0.005 (10)	0.018 (7)	−0.005 (7)
C64	0.137 (13)	0.057 (10)	0.074 (10)	0.002 (8)	−0.038 (10)	−0.004 (7)
C65	0.053 (6)	0.062 (8)	0.051 (6)	−0.005 (6)	−0.001 (5)	0.002 (6)
C66	0.044 (6)	0.054 (7)	0.072 (7)	0.000 (6)	0.007 (5)	−0.002 (6)
C67	0.069 (9)	0.093 (11)	0.088 (11)	0.002 (8)	0.022 (8)	−0.018 (8)
C68	0.157 (14)	0.096 (12)	0.127 (12)	0.004 (11)	0.079 (11)	−0.037 (10)
C69	0.113 (11)	0.127 (14)	0.100 (10)	0.006 (10)	0.048 (8)	0.026 (10)
C70	0.122 (10)	0.120 (11)	0.056 (7)	−0.030 (9)	−0.008 (7)	0.021 (8)

Geometric parameters (Å, º)

O1—C23	1.378 (12)	C31—H31	0.9500
O1—C45	1.439 (11)	C32—H32	0.9500
O2—C47	1.412 (10)	C33—C38	1.368 (15)
O2—C46	1.450 (11)	C33—C34	1.397 (13)
O3—C47	1.424 (11)	C34—C35	1.380 (15)
O3—C49	1.432 (13)	C34—H34	0.9500
O4—C49	1.412 (14)	C35—C36	1.372 (15)
O4—C48	1.441 (13)	C36—C37	1.387 (14)
O5—C52	1.427 (12)	C36—H36	0.9500
O5—C54	1.430 (15)	C37—C38	1.401 (16)
O6—C54	1.429 (15)	C37—H37	0.9500
O6—C53	1.433 (11)	C38—H38	0.9500
O7—C35	1.380 (12)	C39—C44	1.367 (9)
O7—C58	1.435 (11)	C39—C40	1.385 (10)
O8—C60	1.416 (9)	C40—C41	1.393 (10)
O8—C59	1.433 (11)	C40—H40	0.9500
O9—C60	1.423 (11)	C41—C42	1.367 (10)
O9—C62	1.432 (14)	C41—H41	0.9500
O10—C61	1.435 (13)	C42—C43	1.359 (11)
O10—C62	1.453 (14)	C42—C70	1.544 (15)
O11—C67	1.414 (15)	C43—C44	1.386 (10)
O11—C65	1.457 (12)	C43—H43	0.9500
O12—C67	1.433 (15)	C44—H44	0.9500
O12—C66	1.444 (11)	C45—C46	1.507 (12)
N1—C4	1.370 (14)	C45—H45A	0.9900
N1—C1	1.381 (13)	C45—H45B	0.9900
N1—H1	0.8800	C46—C53	1.514 (14)
N2—C9	1.381 (11)	C46—H46	1.0000
N2—C6	1.395 (13)	C47—C48	1.503 (15)
N3—C14	1.374 (14)	C47—H47	1.0000
N3—C11	1.378 (13)	C48—C52	1.513 (15)
N3—H3	0.8800	C48—H48	1.0000
N4—C16	1.356 (13)	C49—C50	1.511 (17)
N4—C19	1.394 (12)	C49—C51	1.527 (16)
C1—C20	1.373 (14)	C50—H50A	0.9800
C1—C2	1.410 (14)	C50—H50B	0.9800
C2—C3	1.338 (14)	C50—H50C	0.9800
C2—H2	0.9500	C51—H51A	0.9800
C3—C4	1.446 (13)	C51—H51B	0.9800
C3—H3A	0.9500	C51—H51C	0.9800
C4—C5	1.399 (14)	C52—C53	1.531 (12)
C5—C6	1.419 (13)	C52—H52	1.0000
C5—C21	1.490 (15)	C53—H53	1.0000
C6—C7	1.429 (13)	C54—C55	1.470 (17)
C7—C8	1.354 (13)	C54—C56	1.530 (18)
C7—H7	0.9500	C55—H55A	0.9800
C8—C9	1.429 (14)	C55—H55B	0.9800
C8—H8	0.9500	C55—H55C	0.9800
C9—C10	1.414 (14)	C56—H56A	0.9800
C10—C11	1.373 (14)	C56—H56B	0.9800
C10—C27	1.501 (14)	C56—H56C	0.9800
C11—C12	1.446 (14)	C57—H57A	0.9800
C12—C13	1.356 (15)	C57—H57B	0.9800
C12—H12	0.9500	C57—H57C	0.9800
C13—C14	1.439 (13)	C58—C59	1.527 (12)
C13—H13	0.9500	C58—H58A	0.9900
C14—C15	1.371 (14)	C58—H58B	0.9900
C15—C16	1.421 (13)	C59—C65	1.480 (13)
C15—C33	1.498 (16)	C59—H59	1.0000
C16—C17	1.461 (13)	C60—C61	1.530 (14)
C17—C18	1.356 (13)	C60—H60	1.0000
C17—H17	0.9500	C61—C66	1.518 (14)
C18—C19	1.413 (14)	C61—H61	1.0000
C18—H18	0.9500	C62—C63	1.470 (16)
C19—C20	1.390 (14)	C62—C64	1.513 (16)
C20—C39	1.510 (13)	C63—H63A	0.9800
C21—C22	1.396 (13)	C63—H63B	0.9800
C21—C26	1.399 (16)	C63—H63C	0.9800
C22—C23	1.378 (14)	C64—H64A	0.9800
C22—H22	0.9500	C64—H64B	0.9800
C23—C24	1.357 (14)	C64—H64C	0.9800
C24—C25	1.394 (13)	C65—C66	1.534 (12)
C24—H24	0.9500	C65—H65	1.0000
C25—C26	1.350 (15)	C66—H66	1.0000
C25—H25	0.9500	C67—C68	1.508 (16)
C26—H26	0.9500	C67—C69	1.513 (17)
C27—C28	1.370 (10)	C68—H68A	0.9800
C27—C32	1.382 (10)	C68—H68B	0.9800
C28—C29	1.404 (10)	C68—H68C	0.9800
C28—H28	0.9500	C69—H69A	0.9800
C29—C30	1.363 (11)	C69—H69B	0.9800
C29—H29	0.9500	C69—H69C	0.9800
C30—C31	1.367 (10)	C70—H70A	0.9800
C30—C57	1.513 (15)	C70—H70B	0.9800
C31—C32	1.401 (10)	C70—H70C	0.9800
C23—O1—C45	115.8 (8)	C46—C45—H45A	110.8
C47—O2—C46	113.7 (7)	O1—C45—H45B	110.8
C47—O3—C49	108.6 (9)	C46—C45—H45B	110.8
C49—O4—C48	107.1 (9)	H45A—C45—H45B	108.8
C52—O5—C54	107.0 (9)	O2—C46—C45	103.3 (8)
C54—O6—C53	109.4 (9)	O2—C46—C53	110.9 (8)
C35—O7—C58	117.1 (8)	C45—C46—C53	114.5 (8)
C60—O8—C59	114.6 (7)	O2—C46—H46	109.3
C60—O9—C62	111.3 (9)	C45—C46—H46	109.3
C61—O10—C62	107.2 (8)	C53—C46—H46	109.3
C67—O11—C65	108.5 (8)	O2—C47—O3	109.4 (8)
C67—O12—C66	107.0 (8)	O2—C47—C48	113.2 (9)
C4—N1—C1	110.7 (9)	O3—C47—C48	105.8 (9)
C4—N1—H1	124.6	O2—C47—H47	109.4
C1—N1—H1	124.6	O3—C47—H47	109.4
C9—N2—C6	101.6 (9)	C48—C47—H47	109.4
C14—N3—C11	112.4 (9)	O4—C48—C47	102.7 (10)
C14—N3—H3	123.8	O4—C48—C52	108.7 (9)
C11—N3—H3	123.8	C47—C48—C52	117.0 (10)
C16—N4—C19	106.0 (9)	O4—C48—H48	109.4
C20—C1—N1	124.0 (10)	C47—C48—H48	109.4
C20—C1—C2	129.8 (11)	C52—C48—H48	109.4
N1—C1—C2	106.2 (10)	O4—C49—O3	105.8 (9)
C3—C2—C1	109.3 (10)	O4—C49—C50	108.1 (10)
C3—C2—H2	125.4	O3—C49—C50	108.2 (11)
C1—C2—H2	125.4	O4—C49—C51	110.7 (12)
C2—C3—C4	108.5 (10)	O3—C49—C51	110.5 (10)
C2—C3—H3A	125.7	C50—C49—C51	113.2 (12)
C4—C3—H3A	125.7	C49—C50—H50A	109.5
N1—C4—C5	127.1 (10)	C49—C50—H50B	109.5
N1—C4—C3	105.3 (10)	H50A—C50—H50B	109.5
C5—C4—C3	127.5 (11)	C49—C50—H50C	109.5
C4—C5—C6	124.6 (10)	H50A—C50—H50C	109.5
C4—C5—C21	118.5 (10)	H50B—C50—H50C	109.5
C6—C5—C21	116.9 (11)	C49—C51—H51A	109.5
N2—C6—C5	124.1 (11)	C49—C51—H51B	109.5
N2—C6—C7	112.6 (9)	H51A—C51—H51B	109.5
C5—C6—C7	123.4 (11)	C49—C51—H51C	109.5
C8—C7—C6	106.5 (10)	H51A—C51—H51C	109.5
C8—C7—H7	126.8	H51B—C51—H51C	109.5
C6—C7—H7	126.8	O5—C52—C48	105.4 (9)
C7—C8—C9	105.9 (9)	O5—C52—C53	104.8 (8)
C7—C8—H8	127.1	C48—C52—C53	113.8 (9)
C9—C8—H8	127.1	O5—C52—H52	110.8
N2—C9—C10	123.9 (11)	C48—C52—H52	110.8
N2—C9—C8	113.4 (9)	C53—C52—H52	110.8
C10—C9—C8	122.7 (10)	O6—C53—C46	109.1 (9)
C11—C10—C9	126.4 (10)	O6—C53—C52	104.1 (8)
C11—C10—C27	117.6 (10)	C46—C53—C52	111.4 (8)
C9—C10—C27	116.0 (11)	O6—C53—H53	110.7
C10—C11—N3	127.4 (10)	C46—C53—H53	110.7
C10—C11—C12	127.6 (11)	C52—C53—H53	110.7
N3—C11—C12	104.9 (11)	O6—C54—O5	104.6 (10)
C13—C12—C11	108.5 (10)	O6—C54—C55	108.9 (12)
C13—C12—H12	125.8	O5—C54—C55	109.7 (13)
C11—C12—H12	125.8	O6—C54—C56	107.9 (13)
C12—C13—C14	109.1 (11)	O5—C54—C56	110.9 (12)
C12—C13—H13	125.4	C55—C54—C56	114.3 (12)
C14—C13—H13	125.4	C54—C55—H55A	109.5
C15—C14—N3	126.1 (10)	C54—C55—H55B	109.5
C15—C14—C13	128.9 (11)	H55A—C55—H55B	109.5
N3—C14—C13	105.0 (11)	C54—C55—H55C	109.5
C14—C15—C16	124.8 (11)	H55A—C55—H55C	109.5
C14—C15—C33	119.9 (9)	H55B—C55—H55C	109.5
C16—C15—C33	115.3 (11)	C54—C56—H56A	109.5
N4—C16—C15	126.7 (10)	C54—C56—H56B	109.5
N4—C16—C17	110.1 (9)	H56A—C56—H56B	109.5
C15—C16—C17	123.1 (10)	C54—C56—H56C	109.5
C18—C17—C16	105.8 (10)	H56A—C56—H56C	109.5
C18—C17—H17	127.1	H56B—C56—H56C	109.5
C16—C17—H17	127.1	C30—C57—H57A	109.5
C17—C18—C19	108.2 (10)	C30—C57—H57B	109.5
C17—C18—H18	125.9	H57A—C57—H57B	109.5
C19—C18—H18	125.9	C30—C57—H57C	109.5
C20—C19—N4	125.3 (11)	H57A—C57—H57C	109.5
C20—C19—C18	124.9 (10)	H57B—C57—H57C	109.5
N4—C19—C18	109.8 (9)	O7—C58—C59	104.4 (8)
C1—C20—C19	128.9 (10)	O7—C58—H58A	110.9
C1—C20—C39	115.6 (10)	C59—C58—H58A	110.9
C19—C20—C39	115.4 (10)	O7—C58—H58B	110.9
C22—C21—C26	116.6 (11)	C59—C58—H58B	110.9
C22—C21—C5	120.7 (11)	H58A—C58—H58B	108.9
C26—C21—C5	122.7 (9)	O8—C59—C65	111.6 (9)
C23—C22—C21	120.9 (11)	O8—C59—C58	104.0 (7)
C23—C22—H22	119.5	C65—C59—C58	114.2 (8)
C21—C22—H22	119.5	O8—C59—H59	108.9
C24—C23—O1	125.3 (10)	C65—C59—H59	108.9
C24—C23—C22	120.8 (10)	C58—C59—H59	108.9
O1—C23—C22	113.9 (10)	O8—C60—O9	109.2 (8)
C23—C24—C25	119.5 (11)	O8—C60—C61	114.3 (8)
C23—C24—H24	120.2	O9—C60—C61	103.9 (9)
C25—C24—H24	120.2	O8—C60—H60	109.7
C26—C25—C24	119.8 (11)	O9—C60—H60	109.7
C26—C25—H25	120.1	C61—C60—H60	109.7
C24—C25—H25	120.1	O10—C61—C66	106.3 (9)
C25—C26—C21	122.4 (11)	O10—C61—C60	103.5 (9)
C25—C26—H26	118.8	C66—C61—C60	116.0 (9)
C21—C26—H26	118.8	O10—C61—H61	110.2
C28—C27—C32	117.4 (11)	C66—C61—H61	110.2
C28—C27—C10	123.9 (10)	C60—C61—H61	110.2
C32—C27—C10	118.6 (9)	O9—C62—O10	104.5 (10)
C27—C28—C29	120.9 (11)	O9—C62—C63	110.0 (12)
C27—C28—H28	119.6	O10—C62—C63	108.7 (10)
C29—C28—H28	119.6	O9—C62—C64	110.5 (10)
C30—C29—C28	121.2 (11)	O10—C62—C64	109.2 (12)
C30—C29—H29	119.4	C63—C62—C64	113.5 (12)
C28—C29—H29	119.4	C62—C63—H63A	109.5
C29—C30—C31	118.7 (12)	C62—C63—H63B	109.5
C29—C30—C57	121.1 (11)	H63A—C63—H63B	109.5
C31—C30—C57	120.2 (12)	C62—C63—H63C	109.5
C30—C31—C32	120.2 (12)	H63A—C63—H63C	109.5
C30—C31—H31	119.9	H63B—C63—H63C	109.5
C32—C31—H31	119.9	C62—C64—H64A	109.5
C27—C32—C31	121.5 (11)	C62—C64—H64B	109.5
C27—C32—H32	119.2	H64A—C64—H64B	109.5
C31—C32—H32	119.2	C62—C64—H64C	109.5
C38—C33—C34	119.7 (12)	H64A—C64—H64C	109.5
C38—C33—C15	119.9 (10)	H64B—C64—H64C	109.5
C34—C33—C15	120.4 (12)	O11—C65—C59	108.0 (9)
C35—C34—C33	118.9 (12)	O11—C65—C66	103.5 (8)
C35—C34—H34	120.6	C59—C65—C66	112.7 (8)
C33—C34—H34	120.6	O11—C65—H65	110.8
C36—C35—C34	122.1 (11)	C59—C65—H65	110.8
C36—C35—O7	113.1 (10)	C66—C65—H65	110.8
C34—C35—O7	124.8 (11)	O12—C66—C61	106.4 (9)
C35—C36—C37	119.0 (12)	O12—C66—C65	104.8 (8)
C35—C36—H36	120.5	C61—C66—C65	114.4 (9)
C37—C36—H36	120.5	O12—C66—H66	110.3
C36—C37—C38	119.5 (12)	C61—C66—H66	110.3
C36—C37—H37	120.3	C65—C66—H66	110.3
C38—C37—H37	120.3	O11—C67—O12	104.1 (10)
C33—C38—C37	120.8 (11)	O11—C67—C68	109.4 (12)
C33—C38—H38	119.6	O12—C67—C68	106.9 (12)
C37—C38—H38	119.6	O11—C67—C69	110.0 (12)
C44—C39—C40	115.3 (11)	O12—C67—C69	111.5 (12)
C44—C39—C20	124.7 (10)	C68—C67—C69	114.5 (12)
C40—C39—C20	119.8 (9)	C67—C68—H68A	109.5
C39—C40—C41	123.5 (11)	C67—C68—H68B	109.5
C39—C40—H40	118.2	H68A—C68—H68B	109.5
C41—C40—H40	118.2	C67—C68—H68C	109.5
C42—C41—C40	118.8 (12)	H68A—C68—H68C	109.5
C42—C41—H41	120.6	H68B—C68—H68C	109.5
C40—C41—H41	120.6	C67—C69—H69A	109.5
C43—C42—C41	118.4 (12)	C67—C69—H69B	109.5
C43—C42—C70	122.6 (11)	H69A—C69—H69B	109.5
C41—C42—C70	118.4 (12)	C67—C69—H69C	109.5
C42—C43—C44	121.7 (11)	H69A—C69—H69C	109.5
C42—C43—H43	119.1	H69B—C69—H69C	109.5
C44—C43—H43	119.1	C42—C70—H70A	109.5
C39—C44—C43	121.6 (11)	C42—C70—H70B	109.5
C39—C44—H44	119.2	H70A—C70—H70B	109.5
C43—C44—H44	119.2	C42—C70—H70C	109.5
O1—C45—C46	105.0 (8)	H70A—C70—H70C	109.5
O1—C45—H45A	110.8	H70B—C70—H70C	109.5
C4—N1—C1—C20	−176.2 (10)	C58—O7—C35—C34	−4.6 (16)
C4—N1—C1—C2	1.8 (12)	C34—C35—C36—C37	3.5 (18)
C20—C1—C2—C3	175.6 (11)	O7—C35—C36—C37	−177.7 (10)
N1—C1—C2—C3	−2.3 (12)	C35—C36—C37—C38	−1.0 (18)
C1—C2—C3—C4	1.8 (13)	C34—C33—C38—C37	2.8 (18)
C1—N1—C4—C5	−176.2 (10)	C15—C33—C38—C37	−177.5 (11)
C1—N1—C4—C3	−0.8 (11)	C36—C37—C38—C33	−2.1 (18)
C2—C3—C4—N1	−0.7 (12)	C1—C20—C39—C44	−77.4 (14)
C2—C3—C4—C5	174.8 (11)	C19—C20—C39—C44	105.4 (13)
N1—C4—C5—C6	−4.9 (17)	C1—C20—C39—C40	108.5 (13)
C3—C4—C5—C6	−179.4 (11)	C19—C20—C39—C40	−68.7 (14)
N1—C4—C5—C21	174.5 (10)	C44—C39—C40—C41	5 (2)
C3—C4—C5—C21	0.1 (16)	C20—C39—C40—C41	−179.9 (13)
C9—N2—C6—C5	−179.8 (10)	C39—C40—C41—C42	1 (2)
C9—N2—C6—C7	1.8 (11)	C40—C41—C42—C43	−7 (2)
C4—C5—C6—N2	−7.9 (17)	C40—C41—C42—C70	−179.0 (13)
C21—C5—C6—N2	172.7 (10)	C41—C42—C43—C44	7 (2)
C4—C5—C6—C7	170.4 (10)	C70—C42—C43—C44	178.5 (11)
C21—C5—C6—C7	−9.0 (15)	C40—C39—C44—C43	−5.6 (17)
N2—C6—C7—C8	−2.2 (12)	C20—C39—C44—C43	180.0 (11)
C5—C6—C7—C8	179.4 (11)	C42—C43—C44—C39	−0.2 (18)
C6—C7—C8—C9	1.5 (12)	C23—O1—C45—C46	−172.6 (9)
C6—N2—C9—C10	177.7 (10)	C47—O2—C46—C45	−168.4 (8)
C6—N2—C9—C8	−0.9 (11)	C47—O2—C46—C53	68.5 (11)
C7—C8—C9—N2	−0.4 (13)	O1—C45—C46—O2	−179.6 (8)
C7—C8—C9—C10	−179.0 (10)	O1—C45—C46—C53	−58.9 (11)
N2—C9—C10—C11	12.8 (17)	C46—O2—C47—O3	84.2 (11)
C8—C9—C10—C11	−168.7 (11)	C46—O2—C47—C48	−33.6 (13)
N2—C9—C10—C27	−166.8 (9)	C49—O3—C47—O2	−117.7 (10)
C8—C9—C10—C27	11.7 (15)	C49—O3—C47—C48	4.6 (11)
C9—C10—C11—N3	−4.9 (19)	C49—O4—C48—C47	31.7 (11)
C27—C10—C11—N3	174.8 (10)	C49—O4—C48—C52	156.2 (9)
C9—C10—C11—C12	171.9 (11)	O2—C47—C48—O4	98.0 (10)
C27—C10—C11—C12	−8.5 (17)	O3—C47—C48—O4	−21.9 (10)
C14—N3—C11—C10	177.0 (11)	O2—C47—C48—C52	−20.9 (14)
C14—N3—C11—C12	−0.4 (11)	O3—C47—C48—C52	−140.8 (9)
C10—C11—C12—C13	−175.4 (11)	C48—O4—C49—O3	−29.6 (12)
N3—C11—C12—C13	2.0 (12)	C48—O4—C49—C50	−145.4 (9)
C11—C12—C13—C14	−2.7 (13)	C48—O4—C49—C51	90.1 (11)
C11—N3—C14—C15	178.2 (10)	C47—O3—C49—O4	15.0 (12)
C11—N3—C14—C13	−1.2 (11)	C47—O3—C49—C50	130.7 (9)
C12—C13—C14—C15	−176.9 (11)	C47—O3—C49—C51	−104.9 (12)
C12—C13—C14—N3	2.4 (12)	C54—O5—C52—C48	147.6 (10)
N3—C14—C15—C16	1.3 (17)	C54—O5—C52—C53	27.2 (12)
C13—C14—C15—C16	−179.4 (11)	O4—C48—C52—O5	171.9 (8)
N3—C14—C15—C33	179.1 (10)	C47—C48—C52—O5	−72.5 (12)
C13—C14—C15—C33	−1.6 (17)	O4—C48—C52—C53	−73.8 (12)
C19—N4—C16—C15	179.2 (10)	C47—C48—C52—C53	41.8 (14)
C19—N4—C16—C17	−2.2 (11)	C54—O6—C53—C46	−128.0 (11)
C14—C15—C16—N4	8.2 (17)	C54—O6—C53—C52	−9.0 (13)
C33—C15—C16—N4	−169.7 (10)	O2—C46—C53—O6	71.1 (10)
C14—C15—C16—C17	−170.4 (10)	C45—C46—C53—O6	−45.3 (12)
C33—C15—C16—C17	11.8 (15)	O2—C46—C53—C52	−43.3 (11)
N4—C16—C17—C18	2.1 (12)	C45—C46—C53—C52	−159.7 (9)
C15—C16—C17—C18	−179.1 (10)	O5—C52—C53—O6	−11.1 (11)
C16—C17—C18—C19	−1.2 (12)	C48—C52—C53—O6	−125.8 (10)
C16—N4—C19—C20	180.0 (10)	O5—C52—C53—C46	106.3 (10)
C16—N4—C19—C18	1.4 (12)	C48—C52—C53—C46	−8.4 (13)
C17—C18—C19—C20	−178.7 (10)	C53—O6—C54—O5	25.7 (14)
C17—C18—C19—N4	−0.1 (13)	C53—O6—C54—C55	142.9 (11)
N1—C1—C20—C19	4.4 (18)	C53—O6—C54—C56	−92.5 (12)
C2—C1—C20—C19	−173.1 (11)	C52—O5—C54—O6	−32.9 (14)
N1—C1—C20—C39	−172.4 (9)	C52—O5—C54—C55	−149.6 (11)
C2—C1—C20—C39	10.1 (17)	C52—O5—C54—C56	83.2 (13)
N4—C19—C20—C1	−9.0 (18)	C35—O7—C58—C59	−174.4 (9)
C18—C19—C20—C1	169.4 (11)	C60—O8—C59—C65	66.2 (11)
N4—C19—C20—C39	167.8 (9)	C60—O8—C59—C58	−170.2 (8)
C18—C19—C20—C39	−13.9 (15)	O7—C58—C59—O8	179.3 (8)
C4—C5—C21—C22	−55.8 (14)	O7—C58—C59—C65	−58.9 (12)
C6—C5—C21—C22	123.6 (11)	C59—O8—C60—O9	86.1 (10)
C4—C5—C21—C26	123.1 (11)	C59—O8—C60—C61	−29.8 (12)
C6—C5—C21—C26	−57.4 (14)	C62—O9—C60—O8	−114.6 (10)
C26—C21—C22—C23	−0.8 (16)	C62—O9—C60—C61	7.8 (11)
C5—C21—C22—C23	178.2 (10)	C62—O10—C61—C66	154.0 (9)
C45—O1—C23—C24	−0.3 (17)	C62—O10—C61—C60	31.4 (10)
C45—O1—C23—C22	179.6 (9)	O8—C60—C61—O10	95.2 (10)
C21—C22—C23—C24	1.9 (18)	O9—C60—C61—O10	−23.7 (10)
C21—C22—C23—O1	−177.9 (10)	O8—C60—C61—C66	−20.8 (14)
O1—C23—C24—C25	177.6 (10)	O9—C60—C61—C66	−139.8 (9)
C22—C23—C24—C25	−2.2 (18)	C60—O9—C62—O10	11.0 (12)
C23—C24—C25—C26	1.5 (17)	C60—O9—C62—C63	127.6 (9)
C24—C25—C26—C21	−0.4 (18)	C60—O9—C62—C64	−106.4 (12)
C22—C21—C26—C25	0.1 (17)	C61—O10—C62—O9	−26.9 (12)
C5—C21—C26—C25	−178.9 (11)	C61—O10—C62—C63	−144.3 (10)
C11—C10—C27—C28	76.5 (15)	C61—O10—C62—C64	91.4 (11)
C9—C10—C27—C28	−103.8 (13)	C67—O11—C65—C59	−138.0 (10)
C11—C10—C27—C32	−105.2 (14)	C67—O11—C65—C66	−18.4 (12)
C9—C10—C27—C32	74.4 (14)	O8—C59—C65—O11	67.0 (10)
C32—C27—C28—C29	2.6 (17)	C58—C59—C65—O11	−50.6 (12)
C10—C27—C28—C29	−179.1 (10)	O8—C59—C65—C66	−46.6 (12)
C27—C28—C29—C30	−2.1 (18)	C58—C59—C65—C66	−164.2 (9)
C28—C29—C30—C31	2.1 (19)	C67—O12—C66—C61	144.7 (9)
C28—C29—C30—C57	179.0 (11)	C67—O12—C66—C65	23.2 (11)
C29—C30—C31—C32	−3 (2)	O10—C61—C66—O12	166.9 (8)
C57—C30—C31—C32	−179.5 (13)	C60—C61—C66—O12	−78.7 (11)
C28—C27—C32—C31	−3 (2)	O10—C61—C66—C65	−77.9 (11)
C10—C27—C32—C31	178.5 (13)	C60—C61—C66—C65	36.5 (14)
C30—C31—C32—C27	3 (2)	O11—C65—C66—O12	−3.2 (10)
C14—C15—C33—C38	−124.1 (12)	C59—C65—C66—O12	113.3 (10)
C16—C15—C33—C38	53.9 (14)	O11—C65—C66—C61	−119.3 (9)
C14—C15—C33—C34	55.6 (15)	C59—C65—C66—C61	−2.8 (14)
C16—C15—C33—C34	−126.4 (11)	C65—O11—C67—O12	33.1 (12)
C38—C33—C34—C35	−0.5 (17)	C65—O11—C67—C68	147.0 (11)
C15—C33—C34—C35	179.8 (10)	C65—O11—C67—C69	−86.4 (12)
C33—C34—C35—C36	−2.7 (18)	C66—O12—C67—O11	−34.9 (12)
C33—C34—C35—O7	178.6 (11)	C66—O12—C67—C68	−150.6 (10)
C58—O7—C35—C36	176.6 (10)	C66—O12—C67—C69	83.6 (12)

Hydrogen-bond geometry (Å, º)

π1, π2, π3 and π4 are the centroids of the [please define] rings, respectively.

D—H···A	D—H	H···A	D···A	D—H···A
C45—H45B···O4^i	0.99	2.55	3.18 (1)	121
C24—H24···O4^i	0.95	2.60	3.54 (1)	169
C48—H48···π1^i	1.00	3.18	4.120	165
C53—H53···O3^ii	1.00	2.70	3.67 (1)	165
C40—H40···π3^iii	0.95	2.89	3.828	171
C32—H32···π4^iv	0.95	2.83	3.782	176
C58—H58B···O10^v	0.99	2.70	3.19 (1)	110
C61—H61···π2^vi	1.00	3.20	4.117	153
C36—H36···O9^vi	0.95	2.70	3.56 (1)	152

Symmetry codes: (i) −x+1, y−1/2, −z; (ii) −x+1, y+1/2, −z; (iii) x, y+1, z; (iv) x, y−1, z; (v) −x+3, y−1/2, −z+1; (vi) −x+3, y+1/2, −z+1.