Exploring the structural landscape of 2-(thio­phen-2-yl)-1,3-benzo­thia­zole: high-Z′ packing polymorphism and cocrystallization with calix[4]tube

Alvarenga, M.E.; Valdo, A.K.S.M.; Ribeiro, L.; Do Nascimento Neto, J.A.; De Araujo, D.P.; Da Silva, C.M.; De Fátima, Â.; Martins, F.T.

doi:10.1107/S2053229619005886

Exploring the structural landscape of 2-(thiophen-2-yl)-1,3-benzothiazole: high-Z′ packing polymorphism and cocrystallization with calix[4]tube

M. E. Alvarenga, A. K. S. M. Valdo, L. Ribeiro, J. A. Do Nascimento Neto, D. P. De Araujo, C. M. Da Silva, Â. De Fátima and F. T. Martins

We report here for the first time a cocrystal of the so-called neutral calix[4]tube, which is two tail-to-tail-arranged and partially deprotonated tetrakis(carboxymethoxy)calix[4]arenes, including three sodium ions, with 2-(thiophen-2-yl)-1,3-benzothiazole, namely trisodium bis(carboxymethoxy)bis(carboxylatomethoxy)calix[4]arene tris(carboxymethoxy)(carboxylatomethoxy)calix[4]arene–2-(thiophen-2-yl)-1,3-benzothiazole–dimethyl sulfoxide–water (1/1/2/2), 3Na⁺·C₃₆H₃₀O₁₂²⁻·C₃₆H₃₁O₁₂⁻·C₁₁H₇NS₂·2C₂H₆OS·2H₂O, which provides a new approach into the host–guest chemistry of inclusion complexes. Three packing polymorphs of the same benzothiazole with high Z′ (one with Z′ = 8 and two with Z′ = 4) were also discovered in the course of our desired cocrystallization. The inspection of these polymorphs and a previously known polymorph with Z′ = 2 revealed that Z′ increases as the strength of intermolecular contacts decreases. Also, these results expand the frontier of invoking calixarenes as a host for nonsolvent small molecules, besides providing knowledge on the rare formation of high-Z′ packing polymorphs of simple molecules, such as the target benzothiazole.

Keywords: packing polymorphism; crystal structure; cocrystal; calix[4]tube; calixarene; high Z; benzothiazole.

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Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229619005886/qs3080sup1.cif Contains datablocks global, 1, 2, 3, 4
	Structure factor file (CIF format) https://doi.org/10.1107/S2053229619005886/qs30801sup2.hkl Contains datablock 1
	Structure factor file (CIF format) https://doi.org/10.1107/S2053229619005886/qs30802sup3.hkl Contains datablock 2
	Structure factor file (CIF format) https://doi.org/10.1107/S2053229619005886/qs30803sup4.hkl Contains datablock 3
	Structure factor file (CIF format) https://doi.org/10.1107/S2053229619005886/qs30804sup5.hkl Contains datablock 4
	Chemical Markup Language (CML) file https://doi.org/10.1107/S2053229619005886/qs30801sup6.cml Supplementary material
	Portable Document Format (PDF) file https://doi.org/10.1107/S2053229619005886/qs3080sup7.pdf Structural description of disordered part B and the literature polymorph, and additional figures

CCDC references: 1844545; 1844542; 1844543; 1844544

Computing details top

For all structures, data collection: APEX2 (Bruker, 2003); cell refinement: APEX2 (Bruker, 2003); data reduction: SAINT (Bruker, 2003); program(s) used to solve structure: SHELXS2014 (Sheldrick, 2015); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: ORTEP-3 (Farrugia, 2012), Mercury (Macrae et al., 2008) and Chimera< (Pettersen et al., 2004); software used to prepare material for publication: SHELXL2014 (Sheldrick, 2015).

2-(Thiophen-2-yl)-1,3-benzothiazole (1) top

Crystal data top

C₁₁H₇NS₂	Z = 16
M_r = 217.30	F(000) = 1792
Triclinic, P1	D_x = 1.437 Mg m⁻³
a = 13.1146 (6) Å	Cu Kα radiation, λ = 1.54178 Å
b = 14.8676 (7) Å	Cell parameters from 9135 reflections
c = 22.4297 (10) Å	θ = 3.2–65.9°
α = 87.244 (2)°	µ = 4.42 mm⁻¹
β = 80.719 (2)°	T = 296 K
γ = 68.535 (2)°	Prism, colourless
V = 4016.5 (3) Å³	0.15 × 0.10 × 0.08 mm

Data collection top

Bruker APEXII CCD diffractometer	9644 reflections with I > 2σ(I)
CCD scans	R_int = 0.050
Absorption correction: multi-scan (Blessing, 1995)	θ_max = 66.7°, θ_min = 2.0°
T_min = 0.464, T_max = 0.702	h = −14→15
47968 measured reflections	k = −17→17
13974 independent reflections	l = −26→26

Refinement top

Refinement on F²	2933 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.062	H-atom parameters constrained
wR(F²) = 0.194	w = 1/[σ²(F_o²) + (0.1203P)² + 0.8318P] where P = (F_o² + 2F_c²)/3
S = 1.02	(Δ/σ)_max < 0.001
13974 reflections	Δρ_max = 0.55 e Å⁻³
1557 parameters	Δρ_min = −0.35 e Å⁻³

Special details top

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. Refined as a 2-component inversion twin.

All measurements of intensity data were done at room temperature, using Cu Kα radiation from an IµS microsource with multilayer optics. The diffraction frames were recorded using APEX2 (Bruker, 2003), and raw data set treatment was performed using the programs SAINT and SADABS (Bruker, 2003). Multi-scan absorption correction has been employed to all data sets (Blessing, 1995). The crystal structures were solved by direct methods with SHELXS2014 (Sheldrick, 2015), wherein C, N, O, S and Na were readily assigned from the Fourier map. All full-matrix refinements were performed on F² using SHELXL2014 (Sheldrick, 2015), accessed by WinGX (Farrugia, 2012) platform. Anisotropic and isotropic atomic displacement parameters were set for non-hydrogen and hydrogen atoms, respectively.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq	Occ. (<1)
S3A	0.5579 (2)	0.3896 (2)	0.42613 (19)	0.0592 (6)	0.732 (2)
S11A	0.63769 (16)	0.19007 (15)	0.30708 (10)	0.0545 (4)	0.762 (2)
S5A	0.66414 (15)	0.43149 (14)	0.25647 (10)	0.0554 (4)	0.742 (2)
S1A	0.0191 (2)	0.6152 (2)	0.19317 (6)	0.0520 (4)	0.866 (3)
S4A	0.9094 (2)	0.32919 (19)	0.4230 (2)	0.0953 (12)	0.732 (2)
S12A	0.35580 (19)	0.29506 (14)	0.20799 (14)	0.0675 (5)	0.762 (2)
S6A	1.02244 (19)	0.35484 (16)	0.2448 (2)	0.0710 (6)	0.742 (2)
S2	0.05758 (9)	0.67363 (8)	0.37701 (4)	0.0721 (3)
C45B	0.8723 (19)	0.9716 (15)	0.0519 (15)	0.082 (5)	0.402 (2)
H45B	0.8415	0.9459	0.0257	0.098*	0.402 (2)
S10A	0.8594 (5)	0.9755 (4)	0.0427 (4)	0.1023 (13)	0.598 (2)
S8A	0.1385 (2)	0.39477 (17)	0.0800 (2)	0.0692 (6)	0.687 (2)
S7A	−0.22039 (19)	0.48260 (18)	0.08773 (14)	0.0612 (6)	0.687 (2)
C14	0.3578 (4)	0.6696 (3)	0.4113 (2)	0.0843 (12)
H14	0.2831	0.7054	0.4108	0.101*
C15	0.3945 (3)	0.5713 (3)	0.41729 (17)	0.0667 (9)
H15	0.3413	0.5429	0.4209	0.080*
C16A	0.4984 (5)	0.5124 (4)	0.4184 (3)	0.0617 (13)	0.732 (2)
C18A	0.6868 (4)	0.4016 (4)	0.42274 (19)	0.0564 (11)	0.732 (2)
C19A	0.7834 (5)	0.3170 (5)	0.4247 (3)	0.0620 (14)	0.732 (2)
C22	0.9707 (4)	0.2131 (4)	0.4249 (2)	0.1080 (16)
H22	1.0468	0.1841	0.4247	0.130*
C13	0.4345 (5)	0.7147 (3)	0.40597 (19)	0.0882 (13)
H13	0.4136	0.7813	0.4017	0.106*
C23B	1.015 (2)	0.3365 (15)	0.247 (3)	0.079 (6)	0.258 (2)
H23B	1.0580	0.3752	0.2427	0.095*	0.258 (2)
S4B	0.5462 (16)	0.6642 (10)	0.4063 (10)	0.079 (3)	0.268 (2)
C17A	0.5776 (5)	0.5547 (4)	0.4142 (2)	0.0569 (12)	0.732 (2)
C21	0.9053 (4)	0.1603 (4)	0.4268 (2)	0.0929 (13)
H21	0.9323	0.0933	0.4298	0.112*
C15B	0.789 (6)	0.214 (3)	0.437 (2)	0.077 (7)	0.268 (2)
H15B	0.7477	0.1794	0.4557	0.092*	0.268 (2)
C58	0.8576 (4)	−0.0813 (3)	0.2647 (2)	0.0845 (12)
H58	0.9245	−0.1240	0.2746	0.101*
C59	0.8085 (3)	0.0102 (3)	0.29224 (19)	0.0691 (9)
H59	0.8442	0.0261	0.3204	0.083*
C60A	0.7141 (5)	0.0749 (4)	0.2802 (3)	0.0571 (12)	0.762 (2)
C62A	0.5409 (4)	0.1988 (3)	0.25950 (19)	0.0497 (9)	0.762 (2)
C63A	0.4475 (5)	0.2876 (5)	0.2572 (3)	0.0567 (15)	0.762 (2)
C66	0.2837 (3)	0.4077 (3)	0.2283 (2)	0.0814 (11)
H66	0.2205	0.4444	0.2120	0.098*
C57	0.8080 (4)	−0.1083 (3)	0.2233 (2)	0.0850 (12)
H57	0.8385	−0.1685	0.2041	0.102*
C61A	0.6613 (4)	0.0494 (3)	0.2385 (2)	0.0508 (10)	0.762 (2)
N6A	0.5615 (6)	0.1230 (5)	0.2269 (5)	0.0581 (15)	0.762 (2)
C64	0.4174 (3)	0.3797 (3)	0.28997 (17)	0.0641 (9)
H64	0.4550	0.3924	0.3183	0.077*
C65	0.3219 (3)	0.4439 (3)	0.2703 (2)	0.0741 (10)
H65	0.2870	0.5070	0.2850	0.089*
C32	1.0097 (4)	0.1900 (3)	0.2561 (2)	0.0804 (11)
H32	1.0344	0.1230	0.2588	0.096*
C31	0.8983 (3)	0.2468 (3)	0.25926 (17)	0.0661 (9)
H31	0.8391	0.2254	0.2644	0.079*
C30A	0.8921 (5)	0.3482 (5)	0.2528 (3)	0.0539 (14)	0.742 (2)
C29A	0.7963 (4)	0.4369 (3)	0.25223 (18)	0.0485 (9)	0.742 (2)
N3A	0.8005 (5)	0.5210 (4)	0.2483 (4)	0.0544 (14)	0.742 (2)
C28A	0.6960 (5)	0.5923 (4)	0.2474 (2)	0.0510 (11)	0.742 (2)
S6B	0.6767 (13)	0.6948 (8)	0.2453 (6)	0.079 (3)	0.258 (2)
C24	0.5600 (4)	0.7551 (3)	0.24544 (19)	0.0868 (12)
H24	0.5420	0.8216	0.2430	0.104*
C33	1.0797 (4)	0.2387 (4)	0.2489 (2)	0.0893 (13)
H33	1.1560	0.2074	0.2464	0.107*
C27A	0.6100 (4)	0.5561 (4)	0.2514 (3)	0.0560 (12)	0.742 (2)
C25	0.4786 (4)	0.7166 (3)	0.24937 (19)	0.0807 (11)
H25	0.4048	0.7565	0.2501	0.097*
C26	0.5090 (3)	0.6162 (3)	0.25226 (17)	0.0711 (10)
H26	0.4532	0.5910	0.2550	0.085*
C2	0.2704 (3)	0.7211 (3)	0.08847 (19)	0.0730 (10)
H2	0.3225	0.7452	0.0683	0.088*
C1	0.2475 (3)	0.7254 (2)	0.15166 (15)	0.0548 (8)
H1	0.2847	0.7507	0.1741	0.066*
C6	0.1670 (3)	0.6903 (2)	0.17967 (16)	0.0584 (8)
N1	0.1366 (2)	0.6898 (2)	0.24238 (14)	0.0638 (7)
C7	0.0614 (3)	0.6524 (2)	0.25533 (16)	0.0564 (8)
C8	0.0149 (3)	0.6386 (2)	0.31627 (14)	0.0562 (8)
C11	−0.0285 (3)	0.6346 (3)	0.42696 (16)	0.0688 (10)
H11	−0.0341	0.6388	0.4687	0.083*
C3	0.2154 (3)	0.6806 (3)	0.05525 (17)	0.0669 (9)
H3	0.2328	0.6766	0.0134	0.080*
C5	0.1130 (3)	0.6518 (2)	0.14569 (16)	0.0564 (8)
C10	−0.0881 (3)	0.5966 (3)	0.39923 (17)	0.0675 (9)
H10	−0.1395	0.5722	0.4199	0.081*
C9	−0.0642 (3)	0.5981 (3)	0.33622 (16)	0.0624 (9)
H9	−0.0978	0.5745	0.3105	0.075*
C4	0.1368 (3)	0.6472 (3)	0.08388 (16)	0.0633 (9)
H4	0.0995	0.6216	0.0617	0.076*
C52A	0.8384 (8)	1.0691 (7)	0.0938 (5)	0.069 (2)	0.598 (2)
C50A	0.5847 (7)	1.2620 (6)	0.0691 (4)	0.0558 (18)	0.598 (2)
C49A	0.6051 (6)	1.3211 (5)	0.1095 (3)	0.0559 (15)	0.598 (2)
C48	0.5419 (3)	1.4044 (3)	0.11774 (19)	0.0760 (10)
H48	0.5585	1.4407	0.1447	0.091*
C47	0.4487 (3)	1.4510 (3)	0.0917 (2)	0.0841 (12)
H47	0.4058	1.5155	0.1008	0.101*
C46	0.4209 (4)	1.4007 (4)	0.0525 (2)	0.0863 (12)
H46	0.3597	1.4286	0.0328	0.104*
C45A	0.4890 (16)	1.3061 (14)	0.0440 (12)	0.088 (5)	0.598 (2)
H45A	0.4695	1.2684	0.0194	0.105*	0.598 (2)
C53	0.9352 (4)	1.0415 (3)	0.1293 (2)	0.0842 (11)
H53	0.9463	1.0786	0.1580	0.101*
C54	1.0028 (4)	0.9494 (4)	0.1093 (3)	0.1130 (18)
H54	1.0673	0.9156	0.1252	0.136*
C44	0.1913 (4)	0.2782 (4)	0.0813 (2)	0.0885 (12)
H44	0.2668	0.2448	0.0810	0.106*
C41A	0.0068 (6)	0.3920 (5)	0.0814 (3)	0.0545 (15)	0.687 (2)
C40A	−0.0847 (4)	0.4820 (4)	0.0822 (2)	0.0502 (10)	0.687 (2)
C39A	−0.1814 (5)	0.6399 (5)	0.0831 (4)	0.0533 (14)	0.687 (2)
C34A	−0.202 (2)	0.7473 (16)	0.0825 (13)	0.072 (4)	0.687 (2)
H34A	−0.1450	0.7713	0.0812	0.087*	0.687 (2)
C35	−0.3126 (5)	0.8064 (3)	0.08420 (19)	0.0909 (13)
H35	−0.3309	0.8729	0.0814	0.109*
C42A	0.0124 (11)	0.2958 (7)	0.0837 (10)	0.067 (3)	0.687 (2)
H42A	−0.0488	0.2777	0.0856	0.081*	0.687 (2)
C43	0.1190 (4)	0.2319 (3)	0.0827 (2)	0.0919 (13)
H43	0.1392	0.1651	0.0831	0.110*
C38A	−0.2703 (5)	0.6075 (5)	0.0874 (3)	0.0586 (13)	0.687 (2)
C36	−0.3955 (4)	0.7703 (3)	0.08974 (19)	0.0878 (13)
H36	−0.4691	0.8117	0.0927	0.105*
C37	−0.3680 (4)	0.6706 (3)	0.09093 (17)	0.0837 (12)
H37	−0.4262	0.6480	0.0946	0.100*
S9A	0.72798 (19)	1.25409 (17)	0.13664 (11)	0.0609 (5)	0.598 (2)
N5A	0.6640 (6)	1.1679 (6)	0.0604 (5)	0.0606 (17)	0.598 (2)
C51A	0.7438 (6)	1.1544 (5)	0.0921 (3)	0.0576 (14)	0.598 (2)
C70	0.6808 (4)	0.9657 (3)	0.45428 (18)	0.0687 (9)
H70	0.7113	0.9825	0.4846	0.082*
C67B	0.2375 (17)	1.2665 (13)	0.3810 (13)	0.086 (6)	0.503 (2)
H67B	0.2118	1.2359	0.3549	0.103*	0.503 (2)
S16B	0.1370 (11)	0.8940 (9)	0.3314 (5)	0.0791 (15)	0.506 (2)
S14B	0.5848 (6)	0.9139 (4)	0.3692 (4)	0.0743 (11)	0.503 (2)
S14A	0.2420 (4)	1.2596 (3)	0.3749 (3)	0.0733 (11)	0.497 (2)
C76	0.2114 (3)	1.4030 (3)	0.4383 (2)	0.0766 (10)
H76	0.1737	1.4663	0.4523	0.092*
C69	0.7382 (4)	0.8729 (3)	0.4304 (3)	0.0946 (14)
H69	0.8034	0.8326	0.4435	0.114*
C75	0.3046 (3)	1.3447 (3)	0.45978 (17)	0.0707 (10)
H75	0.3404	1.3595	0.4884	0.085*
C77	0.1752 (4)	1.3644 (4)	0.3953 (2)	0.0890 (13)
H77	0.1120	1.4009	0.3791	0.107*
S16A	0.2924 (9)	0.9561 (8)	0.1048 (5)	0.0692 (12)	0.494 (2)
C78A	0.128 (4)	0.905 (3)	0.333 (2)	0.069 (5)	0.494 (2)
H78A	0.0830	0.8861	0.3119	0.082*	0.494 (2)
C87	0.4223 (3)	1.0464 (3)	0.07246 (17)	0.0712 (10)
H87	0.4635	1.0726	0.0442	0.085*
C88	0.3595 (3)	0.9996 (3)	0.05519 (18)	0.0755 (10)
H88	0.3566	0.9935	0.0145	0.091*
C80	0.1762 (4)	0.9481 (3)	0.42691 (19)	0.0804 (11)
H80	0.1707	0.9542	0.4685	0.096*
C79	0.1197 (4)	0.9024 (3)	0.4024 (2)	0.0826 (11)
H79	0.0785	0.8709	0.4262	0.099*
C81	0.2421 (4)	0.9849 (3)	0.3866 (2)	0.0868 (12)
H81	0.2786	1.0161	0.4053	0.104*
C86	0.4222 (4)	1.0531 (3)	0.1327 (2)	0.0818 (11)
H86	0.4604	1.0817	0.1520	0.098*
C83A	0.2067 (10)	0.9394 (9)	0.3050 (5)	0.060 (2)	0.494 (2)
C82A	0.2614 (7)	0.9848 (6)	0.3342 (4)	0.0612 (19)	0.494 (2)
C72A	0.5426 (7)	1.0072 (6)	0.4010 (4)	0.0552 (18)	0.497 (2)
C68	0.6951 (4)	0.8437 (3)	0.3872 (2)	0.0948 (14)
H68	0.7248	0.7830	0.3688	0.114*
C71B	0.3651 (7)	1.2603 (6)	0.4463 (4)	0.0511 (17)	0.503 (2)
C71A	0.6008 (8)	1.0254 (6)	0.4422 (4)	0.0613 (19)	0.497 (2)
C72B	0.3351 (7)	1.2122 (6)	0.4032 (4)	0.0526 (18)	0.503 (2)
C74B	0.5805 (8)	1.0026 (7)	0.4214 (4)	0.055 (2)	0.503 (2)
C74A	0.3377 (8)	1.2461 (7)	0.4246 (4)	0.057 (2)	0.497 (2)
C67A	0.601 (2)	0.9173 (14)	0.3749 (13)	0.070 (4)	0.497 (2)
H67A	0.5712	0.9039	0.3430	0.084*	0.497 (2)
C78B	0.291 (3)	0.968 (3)	0.1047 (19)	0.072 (5)	0.506 (2)
H78B	0.2417	0.9402	0.0967	0.086*	0.506 (2)
C73B	0.4892 (6)	1.0919 (5)	0.4236 (3)	0.0477 (13)	0.503 (2)
C73A	0.4269 (7)	1.1562 (6)	0.4243 (3)	0.0571 (15)	0.497 (2)
C85B	0.2265 (9)	0.9584 (8)	0.3225 (5)	0.060 (2)	0.506 (2)
S9B	0.7696 (3)	1.2098 (3)	0.13805 (17)	0.0694 (9)	0.402 (2)
S10B	0.4940 (5)	1.2937 (5)	0.0365 (4)	0.0764 (14)	0.402 (2)
C50B	0.8110 (10)	1.0634 (9)	0.0695 (5)	0.062 (3)	0.402 (2)
C49B	0.8568 (11)	1.0927 (9)	0.1124 (7)	0.069 (3)	0.402 (2)
C52B	0.5859 (11)	1.2959 (10)	0.0862 (6)	0.060 (3)	0.402 (2)
C55	0.9711 (5)	0.9100 (4)	0.0655 (3)	0.1219 (19)
H55	1.0126	0.8483	0.0498	0.146*
S8B	−0.1910 (13)	0.7359 (11)	0.0795 (8)	0.085 (3)	0.313 (2)
S7B	−0.1805 (4)	0.4464 (4)	0.0842 (3)	0.0668 (13)	0.313 (2)
C37B	0.001 (3)	0.276 (2)	0.082 (2)	0.066 (4)	0.313 (2)
H37B	−0.0441	0.2404	0.0830	0.080*	0.313 (2)
N4A	−0.0764 (6)	0.5662 (5)	0.0804 (5)	0.0561 (15)	0.687 (2)
C41B	−0.2326 (17)	0.6402 (15)	0.0843 (9)	0.069 (4)	0.313 (2)
C34B	0.1340 (19)	0.3749 (13)	0.077 (2)	0.076 (6)	0.313 (2)
H34B	0.1795	0.4110	0.0692	0.092*	0.313 (2)
N4B	−0.0411 (14)	0.5336 (13)	0.0819 (11)	0.062 (3)	0.313 (2)
C38B	−0.0362 (12)	0.3690 (12)	0.0813 (7)	0.062 (3)	0.313 (2)
C40B	−0.1441 (11)	0.5484 (10)	0.0835 (5)	0.057 (2)	0.313 (2)
S13A	0.5255 (3)	1.1440 (2)	0.47092 (15)	0.0615 (7)	0.497 (2)
S13B	0.4850 (2)	1.1839 (2)	0.47136 (14)	0.0543 (6)	0.503 (2)
N7B	0.4066 (9)	1.1135 (8)	0.3919 (7)	0.053 (2)	0.503 (2)
N7A	0.4449 (9)	1.0861 (9)	0.3912 (8)	0.062 (2)	0.497 (2)
S15A	0.3438 (2)	1.0288 (2)	0.28136 (13)	0.0607 (6)	0.494 (2)
S15B	0.3678 (2)	1.03475 (19)	0.25317 (12)	0.0564 (6)	0.506 (2)
C85A	0.3377 (11)	0.9979 (10)	0.1632 (5)	0.060 (3)	0.494 (2)
C84B	0.2712 (6)	0.9763 (5)	0.2635 (4)	0.0579 (16)	0.506 (2)
C84A	0.2983 (7)	0.9826 (5)	0.2241 (5)	0.0587 (16)	0.494 (2)
N8A	0.2330 (10)	0.9385 (9)	0.2411 (4)	0.066 (2)	0.494 (2)
N8B	0.2453 (10)	0.9516 (8)	0.2146 (4)	0.061 (2)	0.506 (2)
C82B	0.3738 (7)	1.0278 (6)	0.1748 (4)	0.0558 (17)	0.506 (2)
C83B	0.3036 (11)	0.9811 (11)	0.1625 (5)	0.059 (2)	0.506 (2)
C39B	0.0240 (11)	0.4296 (10)	0.0814 (7)	0.052 (3)	0.313 (2)
S11B	0.5966 (5)	0.2236 (5)	0.3057 (3)	0.0521 (13)	0.238 (2)
C62B	0.6045 (13)	0.1312 (11)	0.2555 (6)	0.048 (2)	0.238 (2)
C56B	0.347 (3)	0.3101 (17)	0.218 (2)	0.079 (7)	0.238 (2)
H56B	0.3181	0.2764	0.1962	0.095*	0.238 (2)
N6B	0.526 (2)	0.1509 (19)	0.2250 (15)	0.061 (4)	0.238 (2)
C63B	0.7052 (15)	0.0428 (15)	0.2604 (10)	0.063 (4)	0.238 (2)
S12B	0.6978 (12)	−0.0464 (9)	0.2031 (7)	0.071 (2)	0.238 (2)
C60B	0.4768 (13)	0.2954 (11)	0.2777 (8)	0.052 (3)	0.238 (2)
C61B	0.4471 (17)	0.2565 (14)	0.2365 (9)	0.056 (3)	0.238 (2)
C56A	0.7089 (13)	−0.0392 (10)	0.2122 (8)	0.073 (3)	0.762 (2)
H57A	0.6722	−0.0547	0.1844	0.087*	0.762 (2)
S5B	0.7046 (4)	0.3946 (4)	0.2596 (3)	0.0570 (12)	0.258 (2)
S3B	0.5935 (6)	0.3602 (6)	0.4249 (5)	0.0598 (16)	0.268 (2)
S1B	−0.0011 (14)	0.6083 (13)	0.2127 (5)	0.067 (3)	0.134 (3)
C51B	0.6809 (9)	1.2080 (8)	0.0880 (4)	0.0587 (19)	0.402 (2)
N5B	0.7075 (10)	1.1327 (10)	0.0560 (7)	0.067 (3)	0.402 (2)
C20A	0.7954 (19)	0.2138 (11)	0.4241 (8)	0.070 (3)	0.732 (2)
H20A	0.7397	0.1899	0.4222	0.084*	0.732 (2)
C17B	0.7920 (12)	0.3619 (11)	0.4235 (9)	0.062 (3)	0.268 (2)
C19B	0.5158 (11)	0.5539 (11)	0.4158 (8)	0.065 (3)	0.268 (2)
N2A	0.6862 (5)	0.4879 (5)	0.4178 (5)	0.0608 (14)	0.732 (2)
C12A	0.553 (2)	0.6508 (14)	0.4074 (12)	0.073 (4)	0.732 (2)
H12A	0.6079	0.6768	0.4037	0.088*	0.732 (2)
C18B	0.6145 (10)	0.4717 (8)	0.4211 (5)	0.056 (2)	0.268 (2)
C12B	0.9093 (17)	0.3099 (14)	0.4138 (18)	0.072 (5)	0.268 (2)
H12B	0.9515	0.3461	0.3975	0.087*	0.268 (2)
C16B	0.7345 (13)	0.2955 (11)	0.4255 (6)	0.057 (3)	0.268 (2)
N2B	0.7220 (13)	0.4608 (14)	0.4174 (17)	0.069 (4)	0.268 (2)
C29B	0.7326 (10)	0.5023 (9)	0.2514 (6)	0.053 (2)	0.258 (2)
C27B	0.8504 (12)	0.3254 (12)	0.2541 (7)	0.050 (3)	0.258 (2)
C28B	0.9049 (13)	0.3894 (12)	0.2492 (9)	0.054 (3)	0.258 (2)
N3B	0.8393 (12)	0.4924 (15)	0.2450 (14)	0.056 (4)	0.258 (2)
C30B	0.6409 (15)	0.5892 (12)	0.2509 (8)	0.057 (3)	0.258 (2)
C23A	0.6719 (16)	0.6924 (11)	0.2451 (7)	0.075 (4)	0.742 (2)
H23A	0.7280	0.7171	0.2434	0.090*	0.742 (2)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
S3A	0.0602 (15)	0.0611 (16)	0.0643 (9)	−0.0313 (11)	−0.0097 (13)	−0.0015 (12)
S11A	0.0542 (11)	0.0577 (12)	0.0580 (7)	−0.0243 (8)	−0.0161 (9)	−0.0020 (8)
S5A	0.0495 (10)	0.0580 (12)	0.0667 (8)	−0.0271 (8)	−0.0142 (8)	0.0017 (9)
S1A	0.0538 (9)	0.0592 (9)	0.0517 (6)	−0.0288 (6)	−0.0127 (6)	0.0020 (7)
S4A	0.0696 (11)	0.1038 (14)	0.122 (3)	−0.0387 (11)	−0.0264 (14)	0.0041 (16)
S12A	0.0577 (9)	0.0766 (10)	0.0729 (12)	−0.0253 (8)	−0.0221 (8)	0.0025 (9)
S6A	0.0510 (8)	0.0772 (11)	0.0904 (12)	−0.0289 (8)	−0.0152 (9)	0.0060 (11)
S2	0.0829 (7)	0.0806 (7)	0.0667 (5)	−0.0404 (5)	−0.0237 (5)	−0.0036 (5)
C45B	0.072 (9)	0.063 (8)	0.108 (13)	−0.033 (6)	0.013 (7)	−0.010 (8)
S10A	0.103 (3)	0.0707 (19)	0.123 (3)	−0.0208 (17)	−0.012 (2)	−0.0115 (17)
S8A	0.0547 (10)	0.0739 (12)	0.0772 (14)	−0.0196 (9)	−0.0132 (9)	−0.0022 (12)
S7A	0.0545 (13)	0.0680 (15)	0.0693 (10)	−0.0294 (10)	−0.0151 (11)	−0.0013 (11)
C14	0.084 (3)	0.074 (3)	0.088 (3)	−0.015 (2)	−0.027 (2)	−0.002 (2)
C15	0.068 (2)	0.061 (2)	0.072 (2)	−0.0234 (18)	−0.0130 (18)	−0.0006 (18)
C16A	0.079 (3)	0.060 (3)	0.056 (3)	−0.034 (3)	−0.014 (3)	−0.002 (3)
C18A	0.064 (3)	0.068 (3)	0.047 (2)	−0.035 (2)	−0.008 (2)	−0.001 (2)
C19A	0.060 (3)	0.081 (4)	0.054 (3)	−0.033 (3)	−0.012 (3)	0.001 (3)
C22	0.069 (3)	0.133 (4)	0.109 (4)	−0.025 (3)	−0.010 (3)	0.012 (3)
C13	0.124 (4)	0.067 (3)	0.078 (3)	−0.034 (3)	−0.031 (3)	0.002 (2)
C23B	0.058 (7)	0.078 (7)	0.109 (15)	−0.039 (6)	−0.002 (11)	−0.010 (12)
S4B	0.105 (5)	0.056 (3)	0.079 (6)	−0.033 (3)	−0.014 (5)	0.000 (3)
C17A	0.083 (3)	0.057 (3)	0.043 (2)	−0.037 (3)	−0.011 (3)	−0.003 (2)
C21	0.084 (3)	0.088 (3)	0.090 (3)	−0.016 (2)	−0.004 (2)	0.010 (2)
C15B	0.073 (7)	0.082 (9)	0.061 (17)	−0.020 (7)	0.001 (12)	0.029 (11)
C58	0.072 (3)	0.064 (2)	0.111 (3)	−0.015 (2)	−0.020 (2)	0.012 (2)
C59	0.067 (2)	0.053 (2)	0.087 (3)	−0.0207 (18)	−0.0137 (19)	0.0028 (18)
C60A	0.063 (3)	0.050 (3)	0.066 (3)	−0.028 (2)	−0.013 (2)	−0.001 (2)
C62A	0.048 (2)	0.055 (3)	0.053 (2)	−0.025 (2)	−0.0106 (18)	0.0052 (19)
C63A	0.041 (3)	0.074 (4)	0.059 (5)	−0.025 (3)	−0.012 (3)	0.012 (3)
C66	0.056 (2)	0.090 (3)	0.096 (3)	−0.022 (2)	−0.024 (2)	0.022 (2)
C57	0.087 (3)	0.062 (2)	0.099 (3)	−0.025 (2)	0.000 (2)	−0.005 (2)
C61A	0.053 (3)	0.043 (2)	0.059 (3)	−0.024 (2)	0.001 (2)	−0.003 (2)
N6A	0.054 (4)	0.072 (4)	0.058 (3)	−0.034 (3)	−0.011 (3)	0.000 (3)
C64	0.0477 (18)	0.074 (2)	0.070 (2)	−0.0216 (17)	−0.0088 (16)	0.0011 (18)
C65	0.058 (2)	0.064 (2)	0.093 (3)	−0.0146 (18)	−0.0064 (19)	−0.003 (2)
C32	0.077 (3)	0.064 (2)	0.096 (3)	−0.015 (2)	−0.027 (2)	0.009 (2)
C31	0.054 (2)	0.069 (2)	0.076 (2)	−0.0202 (18)	−0.0181 (17)	0.0120 (19)
C30A	0.048 (3)	0.067 (3)	0.054 (3)	−0.026 (3)	−0.018 (3)	−0.003 (3)
C29A	0.048 (2)	0.060 (3)	0.046 (2)	−0.028 (2)	−0.0129 (18)	0.0030 (19)
N3A	0.051 (3)	0.068 (4)	0.051 (3)	−0.029 (3)	−0.010 (3)	−0.001 (3)
C28A	0.066 (3)	0.052 (3)	0.042 (2)	−0.027 (2)	−0.014 (3)	−0.0024 (19)
S6B	0.094 (4)	0.048 (3)	0.092 (7)	−0.022 (3)	−0.008 (5)	−0.017 (4)
C24	0.119 (4)	0.064 (2)	0.076 (3)	−0.024 (2)	−0.031 (3)	−0.002 (2)
C33	0.056 (2)	0.107 (3)	0.093 (3)	−0.013 (2)	−0.019 (2)	−0.001 (3)
C27A	0.059 (3)	0.064 (3)	0.051 (3)	−0.028 (2)	−0.011 (2)	−0.002 (2)
C25	0.074 (2)	0.073 (3)	0.080 (3)	−0.003 (2)	−0.025 (2)	−0.005 (2)
C26	0.070 (2)	0.071 (2)	0.069 (2)	−0.0184 (19)	−0.0176 (19)	−0.0066 (19)
C2	0.069 (2)	0.066 (2)	0.090 (3)	−0.035 (2)	−0.004 (2)	−0.001 (2)
C1	0.0516 (18)	0.0537 (19)	0.071 (2)	−0.0318 (16)	−0.0126 (15)	−0.0037 (15)
C6	0.0567 (19)	0.0516 (19)	0.0654 (19)	−0.0175 (16)	−0.0110 (15)	0.0009 (15)
N1	0.0649 (18)	0.0581 (18)	0.0737 (18)	−0.0239 (15)	−0.0207 (14)	−0.0037 (14)
C7	0.0534 (18)	0.0436 (18)	0.074 (2)	−0.0145 (15)	−0.0206 (16)	−0.0014 (15)
C8	0.0582 (19)	0.0456 (18)	0.0561 (17)	−0.0067 (15)	−0.0136 (15)	−0.0006 (14)
C11	0.079 (2)	0.071 (2)	0.0546 (19)	−0.022 (2)	−0.0157 (18)	−0.0022 (17)
C3	0.074 (2)	0.066 (2)	0.061 (2)	−0.0261 (19)	−0.0076 (17)	0.0007 (17)
C5	0.0540 (19)	0.0462 (18)	0.071 (2)	−0.0179 (15)	−0.0157 (16)	0.0032 (15)
C10	0.062 (2)	0.068 (2)	0.070 (2)	−0.0235 (19)	−0.0053 (17)	−0.0012 (18)
C9	0.059 (2)	0.060 (2)	0.068 (2)	−0.0176 (17)	−0.0184 (16)	−0.0081 (17)
C4	0.065 (2)	0.063 (2)	0.068 (2)	−0.0274 (18)	−0.0161 (17)	0.0024 (17)
C52A	0.058 (5)	0.061 (4)	0.085 (9)	−0.023 (4)	−0.005 (4)	0.011 (4)
C50A	0.047 (3)	0.082 (5)	0.045 (4)	−0.031 (3)	−0.007 (3)	0.003 (3)
C49A	0.057 (4)	0.069 (4)	0.052 (4)	−0.034 (3)	−0.011 (3)	0.003 (3)
C48	0.065 (2)	0.089 (3)	0.079 (3)	−0.034 (2)	−0.016 (2)	0.010 (2)
C47	0.068 (3)	0.073 (3)	0.102 (3)	−0.018 (2)	−0.008 (2)	0.009 (2)
C46	0.062 (2)	0.112 (3)	0.082 (3)	−0.026 (2)	−0.020 (2)	0.015 (2)
C45A	0.083 (8)	0.115 (8)	0.067 (8)	−0.029 (6)	−0.028 (6)	−0.013 (7)
C53	0.083 (3)	0.080 (3)	0.097 (3)	−0.038 (2)	−0.021 (2)	0.018 (2)
C54	0.060 (3)	0.106 (4)	0.164 (5)	−0.025 (3)	−0.023 (3)	0.058 (4)
C44	0.066 (2)	0.097 (3)	0.086 (3)	−0.011 (2)	−0.009 (2)	−0.001 (2)
C41A	0.055 (3)	0.060 (4)	0.053 (3)	−0.026 (3)	−0.009 (3)	−0.003 (4)
C40A	0.051 (3)	0.059 (3)	0.044 (2)	−0.022 (3)	−0.011 (2)	0.001 (2)
C39A	0.070 (4)	0.052 (3)	0.043 (3)	−0.024 (3)	−0.018 (4)	0.001 (2)
C34A	0.103 (7)	0.039 (5)	0.079 (8)	−0.029 (5)	−0.016 (7)	−0.009 (5)
C35	0.120 (4)	0.068 (3)	0.073 (3)	−0.012 (3)	−0.035 (3)	−0.003 (2)
C42A	0.063 (4)	0.048 (5)	0.086 (5)	−0.018 (4)	−0.009 (4)	0.004 (6)
C43	0.104 (3)	0.059 (2)	0.095 (3)	−0.011 (2)	−0.009 (3)	0.001 (2)
C38A	0.059 (3)	0.068 (3)	0.053 (3)	−0.023 (3)	−0.016 (3)	−0.003 (3)
C36	0.077 (3)	0.083 (3)	0.078 (3)	0.008 (2)	−0.028 (2)	−0.010 (2)
C37	0.090 (3)	0.087 (3)	0.063 (2)	−0.013 (2)	−0.023 (2)	−0.010 (2)
S9A	0.0578 (13)	0.0644 (14)	0.0680 (10)	−0.0269 (10)	−0.0202 (10)	0.0020 (11)
N5A	0.064 (5)	0.066 (5)	0.059 (4)	−0.030 (3)	−0.013 (4)	−0.005 (4)
C51A	0.060 (3)	0.062 (4)	0.057 (3)	−0.031 (3)	−0.006 (3)	0.013 (3)
C70	0.082 (3)	0.057 (2)	0.072 (2)	−0.028 (2)	−0.021 (2)	0.0058 (18)
C67B	0.079 (10)	0.109 (9)	0.073 (10)	−0.028 (7)	−0.035 (8)	−0.009 (8)
S16B	0.080 (4)	0.075 (3)	0.095 (2)	−0.043 (3)	−0.018 (2)	0.005 (2)
S14B	0.095 (2)	0.0579 (16)	0.074 (2)	−0.0324 (15)	−0.0114 (17)	−0.0072 (14)
S14A	0.062 (2)	0.0821 (19)	0.083 (3)	−0.0321 (16)	−0.0205 (17)	0.0091 (18)
C76	0.064 (2)	0.065 (2)	0.089 (3)	−0.0169 (19)	0.002 (2)	0.008 (2)
C69	0.066 (3)	0.077 (3)	0.132 (4)	−0.017 (2)	−0.019 (3)	0.022 (3)
C75	0.064 (2)	0.086 (3)	0.062 (2)	−0.029 (2)	−0.0048 (17)	0.0056 (19)
C77	0.061 (2)	0.106 (3)	0.097 (3)	−0.027 (2)	−0.019 (2)	0.031 (3)
S16A	0.065 (3)	0.073 (2)	0.0736 (19)	−0.023 (2)	−0.0235 (19)	−0.0073 (19)
C78A	0.051 (8)	0.061 (11)	0.104 (7)	−0.030 (7)	−0.014 (7)	−0.005 (8)
C87	0.071 (2)	0.069 (2)	0.069 (2)	−0.022 (2)	−0.0057 (19)	−0.0020 (18)
C88	0.073 (2)	0.081 (3)	0.068 (2)	−0.016 (2)	−0.0221 (19)	−0.009 (2)
C80	0.094 (3)	0.083 (3)	0.072 (2)	−0.041 (2)	−0.014 (2)	0.009 (2)
C79	0.077 (3)	0.071 (3)	0.106 (3)	−0.038 (2)	−0.010 (2)	0.014 (2)
C81	0.081 (3)	0.080 (3)	0.107 (3)	−0.039 (2)	−0.015 (3)	0.019 (3)
C86	0.081 (3)	0.071 (3)	0.081 (3)	−0.005 (2)	−0.025 (2)	−0.018 (2)
C83A	0.043 (5)	0.050 (5)	0.092 (5)	−0.018 (3)	−0.023 (4)	0.006 (5)
C82A	0.052 (5)	0.054 (5)	0.085 (4)	−0.023 (3)	−0.025 (4)	0.005 (4)
C72A	0.064 (5)	0.059 (4)	0.054 (5)	−0.039 (3)	−0.003 (3)	0.002 (3)
C68	0.107 (4)	0.061 (3)	0.101 (3)	−0.027 (2)	0.022 (3)	−0.013 (2)
C71B	0.057 (4)	0.060 (4)	0.045 (5)	−0.030 (3)	−0.013 (3)	0.002 (3)
C71A	0.076 (5)	0.065 (5)	0.057 (5)	−0.040 (4)	−0.014 (4)	−0.001 (3)
C72B	0.056 (4)	0.069 (5)	0.046 (5)	−0.036 (3)	−0.014 (3)	0.010 (3)
C74B	0.058 (5)	0.056 (4)	0.057 (7)	−0.026 (4)	−0.008 (4)	−0.001 (4)
C74A	0.055 (5)	0.071 (5)	0.047 (7)	−0.027 (4)	−0.007 (4)	0.010 (4)
C67A	0.096 (8)	0.082 (7)	0.050 (7)	−0.053 (5)	−0.011 (6)	−0.007 (5)
C78B	0.069 (11)	0.079 (13)	0.076 (7)	−0.027 (9)	−0.032 (8)	−0.012 (9)
C73B	0.059 (4)	0.044 (3)	0.048 (3)	−0.027 (3)	−0.010 (3)	0.005 (3)
C73A	0.059 (4)	0.070 (4)	0.051 (4)	−0.035 (3)	−0.008 (3)	0.010 (3)
C85B	0.047 (6)	0.056 (7)	0.082 (5)	−0.022 (4)	−0.024 (4)	0.017 (5)
S9B	0.066 (2)	0.081 (2)	0.0723 (16)	−0.0358 (18)	−0.0197 (16)	0.0007 (19)
S10B	0.059 (2)	0.098 (3)	0.073 (3)	−0.026 (2)	−0.0177 (19)	−0.003 (2)
C50B	0.061 (6)	0.059 (5)	0.066 (7)	−0.026 (4)	0.001 (4)	0.005 (5)
C49B	0.057 (5)	0.083 (7)	0.078 (8)	−0.038 (5)	−0.011 (5)	0.011 (5)
C52B	0.048 (5)	0.080 (7)	0.057 (10)	−0.031 (5)	−0.009 (5)	0.014 (5)
C55	0.085 (3)	0.074 (3)	0.182 (6)	−0.015 (3)	0.015 (3)	0.011 (3)
S8B	0.097 (4)	0.072 (6)	0.083 (5)	−0.018 (4)	−0.031 (4)	0.007 (4)
S7B	0.064 (3)	0.075 (4)	0.074 (2)	−0.039 (2)	−0.014 (3)	−0.003 (3)
C37B	0.086 (7)	0.058 (7)	0.075 (9)	−0.052 (6)	−0.006 (8)	−0.008 (9)
N4A	0.054 (4)	0.060 (4)	0.058 (3)	−0.024 (3)	−0.011 (3)	0.001 (4)
C41B	0.082 (7)	0.063 (5)	0.051 (7)	−0.009 (6)	−0.025 (10)	−0.005 (7)
C34B	0.060 (7)	0.084 (7)	0.089 (12)	−0.033 (6)	0.002 (9)	−0.022 (10)
N4B	0.066 (7)	0.068 (7)	0.057 (6)	−0.030 (5)	−0.012 (8)	−0.001 (8)
C38B	0.069 (6)	0.074 (6)	0.056 (6)	−0.040 (5)	−0.013 (6)	0.001 (6)
C40B	0.065 (5)	0.071 (6)	0.042 (5)	−0.032 (5)	−0.012 (5)	0.003 (5)
S13A	0.071 (2)	0.0656 (19)	0.0581 (11)	−0.0339 (14)	−0.0170 (14)	−0.0034 (14)
S13B	0.0603 (16)	0.0517 (16)	0.0571 (11)	−0.0236 (12)	−0.0176 (12)	−0.0015 (12)
N7B	0.058 (6)	0.064 (5)	0.054 (4)	−0.038 (4)	−0.013 (5)	0.000 (4)
N7A	0.058 (6)	0.080 (6)	0.056 (4)	−0.034 (4)	−0.010 (5)	0.001 (5)
S15A	0.0642 (14)	0.0635 (13)	0.0650 (15)	−0.0324 (11)	−0.0179 (13)	0.0007 (13)
S15B	0.0566 (13)	0.0558 (11)	0.0617 (14)	−0.0232 (9)	−0.0156 (12)	−0.0011 (12)
C85A	0.061 (9)	0.047 (7)	0.061 (4)	0.000 (4)	−0.024 (4)	−0.009 (4)
C84B	0.050 (4)	0.049 (4)	0.078 (4)	−0.016 (3)	−0.024 (4)	0.001 (4)
C84A	0.058 (4)	0.036 (4)	0.078 (4)	−0.006 (3)	−0.026 (4)	−0.005 (4)
N8A	0.065 (5)	0.061 (5)	0.077 (5)	−0.023 (4)	−0.028 (5)	0.002 (5)
N8B	0.063 (4)	0.048 (4)	0.076 (5)	−0.017 (3)	−0.028 (5)	−0.004 (5)
C82B	0.050 (4)	0.048 (4)	0.067 (4)	−0.007 (3)	−0.023 (3)	−0.012 (3)
C83B	0.055 (7)	0.045 (5)	0.073 (4)	−0.003 (4)	−0.027 (4)	−0.008 (3)
C39B	0.060 (5)	0.062 (6)	0.048 (6)	−0.038 (4)	−0.008 (5)	0.002 (7)
S11B	0.053 (3)	0.055 (4)	0.055 (2)	−0.025 (2)	−0.015 (3)	−0.002 (2)
C62B	0.059 (6)	0.051 (6)	0.045 (6)	−0.036 (5)	−0.004 (5)	0.009 (5)
C56B	0.077 (12)	0.090 (9)	0.079 (14)	−0.029 (8)	−0.032 (10)	−0.026 (10)
N6B	0.064 (11)	0.074 (9)	0.056 (8)	−0.037 (6)	−0.008 (8)	−0.004 (8)
C63B	0.065 (8)	0.050 (7)	0.074 (12)	−0.027 (6)	0.001 (7)	0.002 (6)
S12B	0.084 (4)	0.058 (3)	0.075 (4)	−0.032 (3)	−0.006 (3)	−0.013 (3)
C60B	0.039 (7)	0.066 (6)	0.056 (9)	−0.025 (5)	−0.009 (6)	0.009 (6)
C61B	0.052 (7)	0.078 (8)	0.052 (9)	−0.039 (6)	−0.008 (6)	0.011 (6)
C56A	0.085 (5)	0.072 (5)	0.073 (6)	−0.036 (4)	−0.022 (4)	−0.012 (4)
S5B	0.049 (3)	0.058 (3)	0.071 (2)	−0.025 (2)	−0.015 (2)	0.001 (2)
S3B	0.058 (4)	0.062 (4)	0.068 (3)	−0.031 (3)	−0.012 (4)	0.000 (3)
S1B	0.051 (6)	0.047 (5)	0.112 (7)	−0.022 (4)	−0.029 (6)	0.006 (8)
C51B	0.057 (5)	0.080 (5)	0.045 (4)	−0.035 (4)	−0.005 (4)	0.008 (4)
N5B	0.065 (7)	0.085 (7)	0.051 (5)	−0.027 (4)	−0.010 (5)	−0.003 (5)
C20A	0.060 (4)	0.078 (4)	0.059 (7)	−0.011 (3)	−0.006 (5)	0.003 (4)
C17B	0.055 (5)	0.083 (7)	0.063 (7)	−0.043 (5)	−0.006 (6)	−0.007 (9)
C19B	0.073 (6)	0.064 (6)	0.056 (8)	−0.022 (6)	−0.010 (8)	−0.004 (8)
N2A	0.063 (3)	0.075 (4)	0.055 (3)	−0.036 (3)	−0.009 (4)	−0.007 (3)
C12A	0.097 (6)	0.073 (6)	0.068 (7)	−0.045 (6)	−0.031 (6)	0.005 (7)
C18B	0.062 (5)	0.069 (6)	0.048 (6)	−0.033 (5)	−0.011 (5)	−0.009 (6)
C12B	0.055 (7)	0.109 (8)	0.056 (9)	−0.044 (6)	0.019 (8)	−0.017 (10)
C16B	0.064 (6)	0.068 (6)	0.052 (7)	−0.038 (5)	−0.010 (6)	0.005 (6)
N2B	0.064 (7)	0.075 (7)	0.076 (9)	−0.035 (6)	−0.003 (10)	−0.011 (9)
C29B	0.051 (5)	0.062 (5)	0.050 (6)	−0.025 (5)	−0.010 (5)	−0.001 (6)
C27B	0.049 (6)	0.067 (6)	0.045 (6)	−0.027 (5)	−0.021 (6)	−0.002 (6)
C28B	0.056 (6)	0.061 (6)	0.055 (7)	−0.028 (5)	−0.019 (6)	−0.013 (8)
N3B	0.052 (7)	0.066 (7)	0.058 (7)	−0.029 (5)	−0.006 (9)	−0.008 (9)
C30B	0.060 (7)	0.058 (6)	0.058 (8)	−0.025 (5)	−0.017 (9)	0.004 (7)
C23A	0.097 (6)	0.076 (6)	0.067 (7)	−0.042 (5)	−0.036 (6)	0.027 (6)

Geometric parameters (Å, º) top

S3A—C16A	1.716 (6)	C41A—C40A	1.433 (8)
S3A—C18A	1.753 (5)	C40A—N4A	1.293 (10)
S11A—C60A	1.717 (5)	C39A—C38A	1.405 (9)
S11A—C62A	1.752 (4)	C39A—N4A	1.406 (9)
S5A—C27A	1.731 (6)	C39A—C34A	1.52 (2)
S5A—C29A	1.751 (4)	C34A—C35	1.39 (2)
S1A—C5	1.720 (4)	C35—C36	1.364 (7)
S1A—C7	1.762 (4)	C35—S8B	1.545 (17)
S4A—C22	1.618 (7)	C42A—C43	1.370 (14)
S4A—C19A	1.722 (7)	C43—C37B	1.44 (3)
S12A—C66	1.638 (5)	C38A—C37	1.274 (7)
S12A—C63A	1.731 (6)	C36—C37	1.391 (6)
S6A—C33	1.617 (6)	C37—C41B	1.65 (2)
S6A—C30A	1.728 (7)	S9A—C51A	1.757 (7)
S2—C11	1.696 (4)	N5A—C51A	1.309 (11)
S2—C8	1.723 (3)	C70—C71A	1.162 (9)
C45B—C50B	1.346 (17)	C70—C69	1.392 (6)
C45B—C55	1.358 (16)	C70—C74B	1.524 (10)
S10A—C55	1.583 (8)	C67B—C72B	1.396 (17)
S10A—C52A	1.760 (10)	C67B—C77	1.407 (17)
S8A—C44	1.614 (6)	S16B—C79	1.576 (14)
S8A—C41A	1.738 (8)	S16B—C85B	1.750 (18)
S7A—C38A	1.728 (7)	S14B—C68	1.546 (8)
S7A—C40A	1.761 (6)	S14B—C74B	1.785 (10)
C14—C15	1.370 (5)	S14A—C77	1.532 (8)
C14—C13	1.386 (6)	S14A—C74A	1.763 (12)
C15—C16A	1.326 (7)	C76—C75	1.361 (5)
C15—C19B	1.510 (14)	C76—C77	1.372 (6)
C16A—C17A	1.386 (8)	C69—C68	1.356 (7)
C18A—N2A	1.280 (8)	C75—C71B	1.236 (8)
C18A—C19A	1.426 (8)	C75—C74A	1.579 (11)
C19A—C20A	1.484 (17)	S16A—C88	1.570 (12)
C22—C21	1.353 (7)	S16A—C85A	1.748 (19)
C22—C12B	1.402 (17)	C78A—C83A	1.36 (5)
C13—S4B	1.38 (2)	C78A—C79	1.55 (4)
C13—C12A	1.50 (2)	C87—C86	1.359 (5)
C23B—C28B	1.367 (18)	C87—C88	1.364 (5)
C23B—C33	1.392 (18)	C88—C78B	1.48 (4)
S4B—C19B	1.819 (17)	C80—C79	1.359 (6)
C17A—C12A	1.350 (18)	C80—C81	1.382 (6)
C17A—N2A	1.421 (8)	C81—C82A	1.162 (9)
C21—C20A	1.38 (2)	C81—C85B	1.573 (11)
C21—C15B	1.42 (7)	C86—C82B	1.176 (9)
C15B—C16B	1.20 (6)	C86—C85A	1.654 (13)
C58—C57	1.367 (6)	C83A—C82A	1.396 (11)
C58—C59	1.399 (6)	C83A—N8A	1.420 (15)
C59—C60A	1.320 (6)	C82A—S15A	1.742 (9)
C59—C63B	1.543 (16)	C72A—C67A	1.377 (16)
C60A—C61A	1.390 (7)	C72A—C71A	1.383 (10)
C62A—N6A	1.292 (9)	C72A—N7A	1.425 (11)
C62A—C63A	1.441 (8)	C68—C67A	1.376 (16)
C63A—C64	1.476 (8)	C71B—C72B	1.414 (9)
C66—C65	1.352 (6)	C71B—S13B	1.731 (8)
C66—C56B	1.391 (19)	C71A—S13A	1.770 (9)
C57—C56A	1.382 (13)	C72B—N7B	1.431 (13)
C57—S12B	1.529 (14)	C74B—C73B	1.422 (12)
C61A—C56A	1.351 (13)	C74A—C73A	1.417 (13)
C61A—N6A	1.419 (7)	C78B—C83B	1.36 (5)
C64—C60B	1.226 (14)	C73B—N7B	1.324 (13)
C64—C65	1.391 (5)	C73B—S13B	1.758 (7)
C32—C33	1.349 (6)	C73A—N7A	1.239 (16)
C32—C31	1.386 (5)	C73A—S13A	1.745 (8)
C31—C27B	1.117 (16)	C85B—C84B	1.413 (14)
C31—C30A	1.481 (7)	S9B—C51B	1.751 (12)
C30A—C29A	1.452 (8)	S9B—C49B	1.760 (12)
C29A—N3A	1.270 (8)	S10B—C52B	1.778 (13)
N3A—C28A	1.395 (8)	C50B—C49B	1.376 (13)
C28A—C23A	1.404 (16)	C50B—N5B	1.441 (16)
C28A—C27A	1.405 (7)	C52B—C51B	1.442 (18)
S6B—C24	1.464 (16)	S8B—C41B	1.69 (3)
S6B—C30B	1.79 (3)	S7B—C40B	1.747 (15)
C24—C25	1.374 (6)	S7B—C38B	1.812 (16)
C24—C23A	1.421 (18)	C37B—C38B	1.29 (3)
C27A—C26	1.296 (6)	C41B—C40B	1.43 (2)
C25—C26	1.398 (5)	C34B—C39B	1.363 (18)
C26—C30B	1.622 (19)	N4B—C40B	1.28 (2)
C2—C1	1.400 (5)	N4B—C39B	1.47 (2)
C2—C3	1.404 (5)	C38B—C39B	1.398 (16)
C1—C6	1.393 (4)	S15A—C84A	1.764 (10)
C6—C5	1.386 (5)	S15B—C82B	1.754 (8)
C6—N1	1.399 (4)	S15B—C84B	1.762 (9)
N1—C7	1.288 (4)	C85A—C84A	1.420 (15)
C7—C8	1.442 (5)	C84B—N8B	1.305 (13)
C7—S1B	1.649 (11)	C84A—N8A	1.261 (15)
C8—C9	1.386 (5)	N8B—C83B	1.432 (16)
C11—C10	1.352 (5)	C82B—C83B	1.405 (11)
C3—C4	1.361 (5)	S11B—C60B	1.740 (15)
C5—C4	1.370 (5)	S11B—C62B	1.780 (17)
C5—S1B	2.193 (13)	C62B—N6B	1.26 (3)
C10—C9	1.398 (5)	C62B—C63B	1.50 (2)
C52A—C51A	1.418 (12)	C56B—C61B	1.377 (18)
C52A—C53	1.526 (10)	N6B—C61B	1.54 (3)
C50A—C45A	1.382 (16)	C63B—S12B	1.93 (2)
C50A—N5A	1.405 (11)	C60B—C61B	1.29 (2)
C50A—C49A	1.412 (9)	S5B—C29B	1.763 (12)
C49A—C48	1.216 (8)	S5B—C27B	1.797 (16)
C49A—S9A	1.744 (7)	S3B—C16B	1.746 (17)
C48—C47	1.373 (5)	S3B—C18B	1.774 (11)
C48—C52B	1.654 (14)	C51B—N5B	1.265 (18)
C47—C46	1.354 (6)	C17B—C12B	1.431 (18)
C46—C45A	1.365 (16)	C17B—N2B	1.434 (17)
C46—S10B	1.551 (10)	C17B—C16B	1.441 (19)
C53—C49B	1.142 (13)	C19B—C18B	1.435 (15)
C53—C54	1.381 (7)	C18B—N2B	1.348 (16)
C54—C55	1.358 (8)	C29B—N3B	1.337 (15)
C44—C43	1.357 (6)	C29B—C30B	1.408 (16)
C44—C34B	1.364 (16)	C27B—C28B	1.37 (2)
C41A—C42A	1.404 (11)	C28B—N3B	1.46 (3)

C16A—S3A—C18A	89.0 (3)	C76—C75—C74A	103.6 (5)
C60A—S11A—C62A	89.5 (3)	C76—C77—C67B	114.9 (10)
C27A—S5A—C29A	89.0 (3)	C76—C77—S14A	118.1 (4)
C5—S1A—C7	89.10 (18)	C88—S16A—C85A	92.2 (7)
C22—S4A—C19A	90.7 (3)	C83A—C78A—C79	113 (3)
C66—S12A—C63A	90.8 (3)	C86—C87—C88	117.2 (4)
C33—S6A—C30A	91.3 (3)	C87—C88—C78B	115.9 (18)
C11—S2—C8	91.97 (17)	C87—C88—S16A	119.2 (5)
C50B—C45B—C55	131.4 (18)	C79—C80—C81	116.3 (4)
C55—S10A—C52A	92.0 (5)	C80—C79—C78A	116.6 (17)
C44—S8A—C41A	90.9 (3)	C80—C79—S16B	117.7 (6)
C38A—S7A—C40A	89.4 (3)	C82A—C81—C80	133.2 (6)
C15—C14—C13	118.5 (4)	C80—C81—C85B	104.7 (5)
C16A—C15—C14	126.5 (4)	C82B—C86—C87	131.5 (6)
C14—C15—C19B	97.6 (6)	C87—C86—C85A	103.2 (5)
C15—C16A—C17A	116.9 (5)	C78A—C83A—C82A	125 (2)
C15—C16A—S3A	132.5 (4)	C78A—C83A—N8A	121 (2)
C17A—C16A—S3A	110.7 (4)	C82A—C83A—N8A	113.7 (9)
N2A—C18A—C19A	124.8 (6)	C81—C82A—C83A	114.6 (9)
N2A—C18A—S3A	116.0 (5)	C81—C82A—S15A	135.3 (7)
C19A—C18A—S3A	119.2 (4)	C83A—C82A—S15A	110.2 (8)
C18A—C19A—C20A	129.3 (10)	C67A—C72A—C71A	109.7 (11)
C18A—C19A—S4A	119.1 (5)	C67A—C72A—N7A	135.1 (12)
C20A—C19A—S4A	111.5 (10)	C71A—C72A—N7A	114.9 (9)
C21—C22—C12B	109.3 (12)	C69—C68—C67A	109.9 (9)
C21—C22—S4A	116.4 (4)	C69—C68—S14B	118.3 (4)
S4B—C13—C14	122.5 (7)	C75—C71B—C72B	117.8 (7)
C14—C13—C12A	116.6 (8)	C75—C71B—S13B	132.0 (6)
C28B—C23B—C33	135 (2)	C72B—C71B—S13B	110.2 (6)
C13—S4B—C19B	88.2 (10)	C70—C71A—C72A	120.7 (8)
C12A—C17A—C16A	122.6 (12)	C70—C71A—S13A	131.7 (6)
C12A—C17A—N2A	123.6 (12)	C72A—C71A—S13A	107.5 (7)
C16A—C17A—N2A	113.8 (5)	C67B—C72B—C71B	115.1 (12)
C22—C21—C20A	114.6 (8)	C67B—C72B—N7B	130.3 (12)
C22—C21—C15B	115.2 (17)	C71B—C72B—N7B	114.4 (8)
C16B—C15B—C21	133 (4)	C73B—C74B—C70	132.9 (7)
C57—C58—C59	120.6 (4)	C73B—C74B—S14B	116.2 (7)
C60A—C59—C58	123.2 (4)	C70—C74B—S14B	110.9 (6)
C58—C59—C63B	95.5 (9)	C73A—C74A—C75	133.3 (9)
C59—C60A—C61A	117.7 (5)	C73A—C74A—S14A	117.8 (8)
C59—C60A—S11A	132.3 (4)	C75—C74A—S14A	108.8 (6)
C61A—C60A—S11A	110.0 (4)	C68—C67A—C72A	131.9 (16)
N6A—C62A—C63A	124.2 (5)	C83B—C78B—C88	118 (3)
N6A—C62A—S11A	115.8 (4)	N7B—C73B—C74B	126.0 (8)
C63A—C62A—S11A	120.0 (4)	N7B—C73B—S13B	116.1 (7)
C62A—C63A—C64	129.5 (5)	C74B—C73B—S13B	117.9 (6)
C62A—C63A—S12A	118.8 (5)	N7A—C73A—C74A	125.6 (9)
C64—C63A—S12A	111.7 (4)	N7A—C73A—S13A	116.2 (8)
C65—C66—C56B	109.9 (12)	C74A—C73A—S13A	118.1 (7)
C65—C66—S12A	115.6 (3)	C84B—C85B—C81	132.1 (9)
C58—C57—C56A	114.6 (6)	C84B—C85B—S16B	118.9 (9)
C58—C57—S12B	125.5 (6)	C81—C85B—S16B	109.1 (7)
C56A—C61A—C60A	118.9 (7)	C51B—S9B—C49B	88.3 (6)
C56A—C61A—N6A	126.5 (7)	C46—S10B—C52B	90.6 (6)
C60A—C61A—N6A	114.6 (5)	C45B—C50B—C49B	110.5 (13)
C62A—N6A—C61A	110.0 (6)	C45B—C50B—N5B	134.1 (13)
C60B—C64—C65	134.3 (8)	C49B—C50B—N5B	115.3 (11)
C65—C64—C63A	106.9 (4)	C53—C49B—C50B	121.3 (11)
C66—C65—C64	115.0 (4)	C53—C49B—S9B	129.3 (9)
C33—C32—C31	115.4 (4)	C50B—C49B—S9B	109.2 (9)
C27B—C31—C32	135.1 (9)	C51B—C52B—C48	135.2 (10)
C32—C31—C30A	106.5 (4)	C51B—C52B—S10B	115.5 (10)
C29A—C30A—C31	129.9 (5)	C48—C52B—S10B	109.3 (7)
C29A—C30A—S6A	118.9 (5)	C45B—C55—C54	110.0 (10)
C31—C30A—S6A	111.2 (4)	C54—C55—S10A	116.0 (5)
N3A—C29A—C30A	124.5 (5)	C35—S8B—C41B	90.6 (11)
N3A—C29A—S5A	115.8 (4)	C40B—S7B—C38B	90.1 (7)
C30A—C29A—S5A	119.7 (4)	C38B—C37B—C43	114.7 (17)
C29A—N3A—C28A	111.9 (6)	C40A—N4A—C39A	110.8 (7)
N3A—C28A—C23A	126.0 (10)	C40B—C41B—C37	132.0 (17)
N3A—C28A—C27A	114.0 (5)	C40B—C41B—S8B	114.2 (15)
C23A—C28A—C27A	120.1 (10)	C37—C41B—S8B	113.8 (12)
C24—S6B—C30B	89.8 (10)	C39B—C34B—C44	133 (2)
C25—C24—C23A	119.4 (8)	C40B—N4B—C39B	110.4 (16)
C25—C24—S6B	122.2 (6)	C37B—C38B—C39B	127.3 (18)
C32—C33—C23B	107.1 (13)	C37B—C38B—S7B	125.6 (17)
C32—C33—S6A	115.7 (3)	C39B—C38B—S7B	106.9 (12)
C26—C27A—C28A	119.2 (5)	N4B—C40B—C41B	126.5 (17)
C26—C27A—S5A	131.4 (5)	N4B—C40B—S7B	117.0 (13)
C28A—C27A—S5A	109.4 (4)	C41B—C40B—S7B	116.5 (12)
C24—C25—C26	118.7 (4)	C73A—S13A—C71A	89.5 (4)
C27A—C26—C25	124.1 (5)	C71B—S13B—C73B	89.6 (4)
C25—C26—C30B	97.6 (7)	C73B—N7B—C72B	109.5 (9)
C1—C2—C3	120.6 (3)	C73A—N7A—C72A	111.9 (11)
C6—C1—C2	117.5 (3)	C82A—S15A—C84A	88.1 (4)
C5—C6—C1	120.6 (3)	C82B—S15B—C84B	89.3 (4)
C5—C6—N1	116.0 (3)	C84A—C85A—C86	132.4 (10)
C1—C6—N1	123.4 (3)	C84A—C85A—S16A	119.5 (9)
C7—N1—C6	109.8 (3)	C86—C85A—S16A	108.2 (7)
N1—C7—C8	123.5 (3)	N8B—C84B—C85B	123.6 (10)
N1—C7—S1B	132.2 (5)	N8B—C84B—S15B	116.5 (9)
C8—C7—S1B	104.2 (5)	C85B—C84B—S15B	119.9 (7)
N1—C7—S1A	115.8 (3)	N8A—C84A—C85A	125.5 (11)
C8—C7—S1A	120.7 (3)	N8A—C84A—S15A	116.8 (9)
C9—C8—C7	129.2 (3)	C85A—C84A—S15A	117.7 (8)
C9—C8—S2	110.1 (2)	C84A—N8A—C83A	111.1 (11)
C7—C8—S2	120.6 (3)	C84B—N8B—C83B	109.7 (11)
C10—C11—S2	112.3 (3)	C86—C82B—C83B	116.4 (9)
C4—C3—C2	120.5 (4)	C86—C82B—S15B	134.3 (7)
C4—C5—C6	121.4 (3)	C83B—C82B—S15B	109.3 (8)
C4—C5—S1A	129.3 (3)	C78B—C83B—C82B	121 (2)
C6—C5—S1A	109.4 (3)	C78B—C83B—N8B	123.5 (19)
C4—C5—S1B	134.2 (4)	C82B—C83B—N8B	115.2 (9)
C6—C5—S1B	104.5 (4)	C34B—C39B—C38B	109.3 (16)
C11—C10—C9	112.9 (4)	C34B—C39B—N4B	134.9 (15)
C8—C9—C10	112.7 (3)	C38B—C39B—N4B	115.6 (14)
C3—C4—C5	119.4 (3)	C60B—S11B—C62B	87.0 (8)
C51A—C52A—C53	132.7 (7)	N6B—C62B—C63B	133.3 (19)
C51A—C52A—S10A	117.3 (7)	N6B—C62B—S11B	116.2 (16)
C53—C52A—S10A	109.8 (6)	C63B—C62B—S11B	110.4 (12)
C45A—C50A—N5A	129.9 (11)	C61B—C56B—C66	129 (2)
C45A—C50A—C49A	114.6 (11)	C62B—N6B—C61B	110 (2)
N5A—C50A—C49A	115.5 (7)	C62B—C63B—C59	139.1 (17)
C48—C49A—C50A	119.2 (7)	C62B—C63B—S12B	103.6 (12)
C48—C49A—S9A	132.5 (5)	C59—C63B—S12B	117.0 (12)
C50A—C49A—S9A	108.3 (6)	C57—S12B—C63B	81.3 (8)
C49A—C48—C47	127.4 (5)	C64—C60B—C61B	114.3 (14)
C47—C48—C52B	101.1 (5)	C64—C60B—S11B	129.3 (12)
C46—C47—C48	118.3 (4)	C61B—C60B—S11B	116.3 (13)
C47—C46—C45A	115.2 (9)	C60B—C61B—C56B	116 (2)
C47—C46—S10B	120.7 (4)	C60B—C61B—N6B	110.0 (16)
C46—C45A—C50A	125.2 (16)	C56B—C61B—N6B	133.0 (19)
C49B—C53—C54	129.0 (8)	C61A—C56A—C57	125.1 (9)
C54—C53—C52A	104.8 (5)	C29B—S5B—C27B	90.1 (7)
C55—C54—C53	117.3 (5)	C16B—S3B—C18B	91.5 (8)
C43—C44—C34B	108.0 (11)	C7—S1B—C5	77.5 (5)
C43—C44—S8A	116.0 (4)	N5B—C51B—C52B	126.8 (13)
C42A—C41A—C40A	132.0 (8)	N5B—C51B—S9B	117.9 (10)
C42A—C41A—S8A	109.7 (6)	C52B—C51B—S9B	115.3 (9)
C40A—C41A—S8A	118.3 (5)	C51B—N5B—C50B	109.2 (13)
N4A—C40A—C41A	124.7 (6)	C21—C20A—C19A	106.7 (13)
N4A—C40A—S7A	115.5 (5)	C12B—C17B—N2B	134.7 (16)
C41A—C40A—S7A	119.8 (5)	C12B—C17B—C16B	109.9 (17)
C38A—C39A—N4A	114.8 (6)	N2B—C17B—C16B	113.3 (14)
C38A—C39A—C34A	120.7 (11)	C18B—C19B—C15	136.1 (12)
N4A—C39A—C34A	124.4 (11)	C18B—C19B—S4B	110.8 (11)
C35—C34A—C39A	113.9 (16)	C15—C19B—S4B	113.1 (10)
C36—C35—C34A	122.4 (10)	C18A—N2A—C17A	110.6 (6)
C36—C35—S8B	119.4 (7)	C17A—C12A—C13	118.9 (16)
C43—C42A—C41A	111.8 (8)	N2B—C18B—C19B	133.0 (14)
C44—C43—C42A	111.6 (5)	N2B—C18B—S3B	113.0 (12)
C44—C43—C37B	126.6 (9)	C19B—C18B—S3B	113.5 (10)
C37—C38A—C39A	118.1 (6)	C22—C12B—C17B	130.4 (18)
C37—C38A—S7A	132.4 (5)	C15B—C16B—C17B	114 (3)
C39A—C38A—S7A	109.5 (4)	C15B—C16B—S3B	136 (3)
C35—C36—C37	119.0 (4)	C17B—C16B—S3B	109.5 (11)
C38A—C37—C36	125.8 (5)	C18B—N2B—C17B	112.3 (16)
C36—C37—C41B	97.3 (8)	N3B—C29B—C30B	126.8 (16)
C49A—S9A—C51A	90.3 (3)	N3B—C29B—S5B	116.3 (13)
C51A—N5A—C50A	111.0 (8)	C30B—C29B—S5B	116.8 (12)
N5A—C51A—C52A	126.6 (8)	C31—C27B—C28B	119.2 (14)
N5A—C51A—S9A	114.8 (7)	C31—C27B—S5B	132.6 (13)
C52A—C51A—S9A	118.6 (6)	C28B—C27B—S5B	107.7 (12)
C71A—C70—C69	130.1 (6)	C23B—C28B—C27B	107.4 (18)
C69—C70—C74B	103.0 (5)	C23B—C28B—N3B	134.5 (18)
C72B—C67B—C77	124.6 (18)	C27B—C28B—N3B	118.0 (14)
C79—S16B—C85B	92.3 (7)	C29B—N3B—C28B	107.8 (16)
C68—S14B—C74B	90.6 (5)	C29B—C30B—C26	134.6 (16)
C77—S14A—C74A	92.2 (5)	C29B—C30B—S6B	113.7 (14)
C75—C76—C77	117.2 (4)	C26—C30B—S6B	111.7 (10)
C68—C69—C70	117.2 (4)	C28A—C23A—C24	118.5 (14)
C71B—C75—C76	130.2 (5)

C13—C14—C15—C16A	−0.3 (7)	S13B—C71B—C72B—N7B	1.8 (14)
C13—C14—C15—C19B	0.5 (9)	C69—C70—C74B—C73B	−179.3 (8)
C14—C15—C16A—C17A	1.2 (9)	C69—C70—C74B—S14B	−0.8 (7)
C14—C15—C16A—S3A	179.4 (5)	C68—S14B—C74B—C73B	178.8 (7)
C18A—S3A—C16A—C15	−178.6 (6)	C68—S14B—C74B—C70	0.0 (8)
C18A—S3A—C16A—C17A	−0.3 (5)	C76—C75—C74A—C73A	178.4 (8)
C16A—S3A—C18A—N2A	1.4 (7)	C76—C75—C74A—S14A	1.1 (6)
C16A—S3A—C18A—C19A	−177.7 (5)	C77—S14A—C74A—C73A	−178.8 (6)
N2A—C18A—C19A—C20A	−173.0 (11)	C77—S14A—C74A—C75	−1.0 (6)
S3A—C18A—C19A—C20A	6.0 (12)	C69—C68—C67A—C72A	−6 (4)
N2A—C18A—C19A—S4A	2.3 (10)	C71A—C72A—C67A—C68	8 (4)
S3A—C18A—C19A—S4A	−178.6 (4)	N7A—C72A—C67A—C68	−179 (2)
C22—S4A—C19A—C18A	−178.7 (5)	C87—C88—C78B—C83B	−5 (3)
C22—S4A—C19A—C20A	−2.6 (9)	C70—C74B—C73B—N7B	−179.6 (11)
C19A—S4A—C22—C21	0.0 (5)	S14B—C74B—C73B—N7B	1.9 (14)
C15—C14—C13—S4B	0.2 (13)	C70—C74B—C73B—S13B	1.7 (12)
C15—C14—C13—C12A	−0.1 (13)	S14B—C74B—C73B—S13B	−176.8 (6)
C14—C13—S4B—C19B	−0.7 (15)	C75—C74A—C73A—N7A	−175.8 (12)
C15—C16A—C17A—C12A	−1.9 (16)	S14A—C74A—C73A—N7A	1.3 (15)
S3A—C16A—C17A—C12A	179.6 (14)	C75—C74A—C73A—S13A	0.0 (12)
C15—C16A—C17A—N2A	177.9 (6)	S14A—C74A—C73A—S13A	177.1 (5)
S3A—C16A—C17A—N2A	−0.6 (9)	C80—C81—C85B—C84B	179.7 (10)
S4A—C22—C21—C20A	2.9 (10)	C80—C81—C85B—S16B	−1.1 (9)
C12B—C22—C21—C15B	−19 (3)	C79—S16B—C85B—C84B	−179.1 (8)
C22—C21—C15B—C16B	28 (7)	C79—S16B—C85B—C81	1.6 (9)
C57—C58—C59—C60A	−0.4 (7)	C47—C46—S10B—C52B	0.8 (8)
C57—C58—C59—C63B	1.5 (9)	C55—C45B—C50B—C49B	−6 (5)
C58—C59—C60A—C61A	0.8 (8)	C55—C45B—C50B—N5B	179 (2)
C58—C59—C60A—S11A	−179.9 (4)	C54—C53—C49B—C50B	6 (3)
C62A—S11A—C60A—C59	179.3 (6)	C54—C53—C49B—S9B	179.4 (8)
C62A—S11A—C60A—C61A	−1.4 (5)	C45B—C50B—C49B—C53	−1 (3)
C60A—S11A—C62A—N6A	0.9 (6)	N5B—C50B—C49B—C53	175.3 (12)
C60A—S11A—C62A—C63A	−177.3 (4)	C45B—C50B—C49B—S9B	−176.1 (18)
N6A—C62A—C63A—C64	−177.3 (8)	N5B—C50B—C49B—S9B	1 (2)
S11A—C62A—C63A—C64	0.8 (8)	C51B—S9B—C49B—C53	−174.7 (16)
N6A—C62A—C63A—S12A	−0.1 (9)	C51B—S9B—C49B—C50B	−0.6 (14)
S11A—C62A—C63A—S12A	178.0 (3)	C47—C48—C52B—C51B	176.5 (13)
C66—S12A—C63A—C62A	−178.1 (5)	C47—C48—C52B—S10B	−0.3 (9)
C66—S12A—C63A—C64	−0.4 (5)	C46—S10B—C52B—C51B	−177.7 (10)
C63A—S12A—C66—C65	0.2 (4)	C46—S10B—C52B—C48	−0.3 (9)
C59—C58—C57—C56A	−0.1 (12)	C50B—C45B—C55—C54	7 (4)
C59—C58—C57—S12B	−0.7 (11)	C53—C54—C55—C45B	−2.6 (18)
C59—C60A—C61A—C56A	−0.6 (14)	C53—C54—C55—S10A	−0.1 (8)
S11A—C60A—C61A—C56A	180.0 (11)	C52A—S10A—C55—C54	−1.3 (8)
C59—C60A—C61A—N6A	−178.8 (6)	C36—C35—S8B—C41B	0.1 (12)
S11A—C60A—C61A—N6A	1.8 (8)	C44—C43—C37B—C38B	−1 (5)
C63A—C62A—N6A—C61A	178.1 (6)	C41A—C40A—N4A—C39A	−178.7 (7)
S11A—C62A—N6A—C61A	0.0 (10)	S7A—C40A—N4A—C39A	−0.3 (11)
C56A—C61A—N6A—C62A	−179.2 (13)	C38A—C39A—N4A—C40A	0.2 (13)
C60A—C61A—N6A—C62A	−1.2 (11)	C34A—C39A—N4A—C40A	179.4 (14)
C62A—C63A—C64—C65	177.9 (6)	C36—C37—C41B—C40B	178.1 (16)
S12A—C63A—C64—C65	0.5 (5)	C36—C37—C41B—S8B	0.1 (13)
C56B—C66—C65—C64	4 (2)	C35—S8B—C41B—C40B	−178.5 (13)
S12A—C66—C65—C64	0.1 (5)	C35—S8B—C41B—C37	−0.1 (14)
C60B—C64—C65—C66	0.1 (14)	C43—C44—C34B—C39B	10 (5)
C63A—C64—C65—C66	−0.4 (5)	C43—C37B—C38B—C39B	−1 (6)
C33—C32—C31—C27B	5.2 (13)	C43—C37B—C38B—S7B	−176.9 (19)
C33—C32—C31—C30A	0.5 (6)	C40B—S7B—C38B—C37B	178 (3)
C32—C31—C30A—C29A	179.3 (5)	C40B—S7B—C38B—C39B	1.3 (13)
C32—C31—C30A—S6A	−0.5 (5)	C39B—N4B—C40B—C41B	−179.9 (15)
C33—S6A—C30A—C29A	−179.5 (5)	C39B—N4B—C40B—S7B	0 (2)
C33—S6A—C30A—C31	0.3 (5)	C37—C41B—C40B—N4B	−175.1 (19)
C31—C30A—C29A—N3A	177.7 (7)	S8B—C41B—C40B—N4B	3 (2)
S6A—C30A—C29A—N3A	−2.6 (9)	C37—C41B—C40B—S7B	5 (2)
C31—C30A—C29A—S5A	−2.9 (8)	S8B—C41B—C40B—S7B	−176.8 (10)
S6A—C30A—C29A—S5A	176.8 (3)	C38B—S7B—C40B—N4B	−0.6 (16)
C27A—S5A—C29A—N3A	0.8 (6)	C38B—S7B—C40B—C41B	179.0 (12)
C27A—S5A—C29A—C30A	−178.7 (4)	N7A—C73A—S13A—C71A	−1.3 (11)
C30A—C29A—N3A—C28A	178.7 (6)	C74A—C73A—S13A—C71A	−177.5 (7)
S5A—C29A—N3A—C28A	−0.8 (9)	C70—C71A—S13A—C73A	−176.7 (10)
C29A—N3A—C28A—C23A	178.1 (9)	C72A—C71A—S13A—C73A	−0.7 (8)
C29A—N3A—C28A—C27A	0.4 (10)	C75—C71B—S13B—C73B	179.0 (9)
C30B—S6B—C24—C25	0.3 (10)	C72B—C71B—S13B—C73B	−0.2 (8)
C31—C32—C33—C23B	0 (3)	N7B—C73B—S13B—C71B	−1.7 (9)
C31—C32—C33—S6A	−0.3 (6)	C74B—C73B—S13B—C71B	177.2 (6)
C28B—C23B—C33—C32	−1 (7)	C74B—C73B—N7B—C72B	−175.8 (9)
C30A—S6A—C33—C32	−0.1 (5)	S13B—C73B—N7B—C72B	2.9 (14)
N3A—C28A—C27A—C26	178.6 (6)	C67B—C72B—N7B—C73B	−179.0 (18)
C23A—C28A—C27A—C26	0.7 (11)	C71B—C72B—N7B—C73B	−3.0 (17)
N3A—C28A—C27A—S5A	0.2 (8)	C74A—C73A—N7A—C72A	178.7 (9)
C23A—C28A—C27A—S5A	−177.7 (7)	S13A—C73A—N7A—C72A	2.8 (17)
C29A—S5A—C27A—C26	−178.6 (6)	C67A—C72A—N7A—C73A	−176 (2)
C29A—S5A—C27A—C28A	−0.5 (5)	C71A—C72A—N7A—C73A	−3.4 (19)
C23A—C24—C25—C26	−0.7 (9)	C81—C82A—S15A—C84A	−179.9 (10)
S6B—C24—C25—C26	−1.2 (9)	C83A—C82A—S15A—C84A	−0.1 (10)
C28A—C27A—C26—C25	0.1 (8)	C87—C86—C85A—C84A	−177.4 (12)
S5A—C27A—C26—C25	178.1 (4)	C87—C86—C85A—S16A	1.3 (9)
C24—C25—C26—C27A	−0.1 (7)	C88—S16A—C85A—C84A	177.6 (10)
C24—C25—C26—C30B	1.3 (8)	C88—S16A—C85A—C86	−1.3 (9)
C3—C2—C1—C6	−1.4 (5)	C81—C85B—C84B—N8B	−177.3 (10)
C2—C1—C6—C5	0.6 (5)	S16B—C85B—C84B—N8B	3.6 (14)
C2—C1—C6—N1	179.6 (3)	C81—C85B—C84B—S15B	2.7 (14)
C5—C6—N1—C7	−0.3 (4)	S16B—C85B—C84B—S15B	−176.3 (7)
C1—C6—N1—C7	−179.3 (3)	C82B—S15B—C84B—N8B	0.9 (8)
C6—N1—C7—C8	178.0 (3)	C82B—S15B—C84B—C85B	−179.2 (7)
C6—N1—C7—S1B	−0.3 (10)	C86—C85A—C84A—N8A	−180.0 (12)
C6—N1—C7—S1A	−0.6 (4)	S16A—C85A—C84A—N8A	1.5 (17)
C5—S1A—C7—N1	1.0 (3)	C86—C85A—C84A—S15A	0.1 (16)
C5—S1A—C7—C8	−177.6 (3)	S16A—C85A—C84A—S15A	−178.5 (8)
N1—C7—C8—C9	−178.8 (3)	C82A—S15A—C84A—N8A	−1.4 (9)
S1B—C7—C8—C9	−0.1 (8)	C82A—S15A—C84A—C85A	178.6 (8)
S1A—C7—C8—C9	−0.3 (5)	C85A—C84A—N8A—C83A	−177.6 (11)
N1—C7—C8—S2	0.7 (5)	S15A—C84A—N8A—C83A	2.3 (13)
S1B—C7—C8—S2	179.4 (7)	C78A—C83A—N8A—C84A	172 (2)
S1A—C7—C8—S2	179.2 (2)	C82A—C83A—N8A—C84A	−2.3 (17)
C11—S2—C8—C9	0.1 (3)	C85B—C84B—N8B—C83B	179.2 (11)
C11—S2—C8—C7	−179.5 (3)	S15B—C84B—N8B—C83B	−0.8 (13)
C8—S2—C11—C10	−0.3 (3)	C87—C86—C82B—C83B	0.8 (15)
C1—C2—C3—C4	1.8 (6)	C87—C86—C82B—S15B	−179.1 (5)
C1—C6—C5—C4	−0.1 (5)	C84B—S15B—C82B—C86	179.3 (9)
N1—C6—C5—C4	−179.2 (3)	C84B—S15B—C82B—C83B	−0.6 (10)
C1—C6—C5—S1A	−179.9 (3)	C88—C78B—C83B—C82B	4 (4)
N1—C6—C5—S1A	1.0 (4)	C88—C78B—C83B—N8B	−178.3 (18)
C1—C6—C5—S1B	179.6 (6)	C86—C82B—C83B—C78B	−1 (3)
N1—C6—C5—S1B	0.5 (6)	S15B—C82B—C83B—C78B	179 (2)
C7—S1A—C5—C4	179.2 (3)	C86—C82B—C83B—N8B	−179.6 (9)
C7—S1A—C5—C6	−1.0 (3)	S15B—C82B—C83B—N8B	0.3 (16)
S2—C11—C10—C9	0.3 (4)	C84B—N8B—C83B—C78B	−178 (2)
C7—C8—C9—C10	179.6 (3)	C84B—N8B—C83B—C82B	0.3 (17)
S2—C8—C9—C10	0.1 (4)	C44—C34B—C39B—C38B	−11 (6)
C11—C10—C9—C8	−0.3 (5)	C44—C34B—C39B—N4B	174 (3)
C2—C3—C4—C5	−1.2 (6)	C37B—C38B—C39B—C34B	6 (4)
C6—C5—C4—C3	0.4 (5)	S7B—C38B—C39B—C34B	−178 (2)
S1A—C5—C4—C3	−179.8 (3)	C37B—C38B—C39B—N4B	−178 (3)
S1B—C5—C4—C3	−179.2 (8)	S7B—C38B—C39B—N4B	−2 (2)
C55—S10A—C52A—C51A	178.4 (8)	C40B—N4B—C39B—C34B	176 (3)
C55—S10A—C52A—C53	2.2 (8)	C40B—N4B—C39B—C38B	1 (3)
C45A—C50A—C49A—C48	−2.3 (19)	C60B—S11B—C62B—N6B	−3 (2)
N5A—C50A—C49A—C48	177.7 (7)	C60B—S11B—C62B—C63B	178.9 (12)
C45A—C50A—C49A—S9A	179.9 (14)	C65—C66—C56B—C61B	−12 (6)
N5A—C50A—C49A—S9A	−0.1 (13)	C63B—C62B—N6B—C61B	−177.5 (18)
C50A—C49A—C48—C47	0.0 (12)	S11B—C62B—N6B—C61B	5 (3)
S9A—C49A—C48—C47	177.1 (5)	N6B—C62B—C63B—C59	176 (3)
C49A—C48—C47—C46	0.5 (8)	S11B—C62B—C63B—C59	−6 (3)
C52B—C48—C47—C46	0.8 (7)	N6B—C62B—C63B—S12B	2 (3)
C48—C47—C46—C45A	1.4 (14)	S11B—C62B—C63B—S12B	−179.9 (9)
C48—C47—C46—S10B	−1.2 (7)	C58—C59—C63B—C62B	−175 (2)
C47—C46—C45A—C50A	−4 (3)	C58—C59—C63B—S12B	−1.7 (13)
N5A—C50A—C45A—C46	−175.5 (15)	C58—C57—S12B—C63B	−0.4 (12)
C49A—C50A—C45A—C46	5 (3)	C65—C64—C60B—C61B	2 (3)
C51A—C52A—C53—C54	−177.8 (9)	C65—C64—C60B—S11B	179.1 (8)
S10A—C52A—C53—C54	−2.4 (8)	C62B—S11B—C60B—C64	−177.8 (18)
C49B—C53—C54—C55	−3.6 (14)	C62B—S11B—C60B—C61B	0 (2)
C52A—C53—C54—C55	1.7 (7)	C64—C60B—C61B—C56B	−8 (4)
C41A—S8A—C44—C43	0.0 (5)	S11B—C60B—C61B—C56B	174 (3)
C44—S8A—C41A—C42A	0.8 (11)	C64—C60B—C61B—N6B	−179.5 (18)
C44—S8A—C41A—C40A	178.8 (5)	S11B—C60B—C61B—N6B	3 (3)
C42A—C41A—C40A—N4A	179.3 (15)	C66—C56B—C61B—C60B	15 (6)
S8A—C41A—C40A—N4A	1.8 (9)	C66—C56B—C61B—N6B	−176 (3)
C42A—C41A—C40A—S7A	0.9 (15)	C62B—N6B—C61B—C60B	−5 (4)
S8A—C41A—C40A—S7A	−176.6 (4)	C62B—N6B—C61B—C56B	−174 (4)
C38A—S7A—C40A—N4A	0.2 (7)	C60A—C61A—C56A—C57	0 (2)
C38A—S7A—C40A—C41A	178.7 (5)	N6A—C61A—C56A—C57	178.0 (13)
C38A—C39A—C34A—C35	−2 (3)	C58—C57—C56A—C61A	0 (2)
N4A—C39A—C34A—C35	178.5 (13)	N1—C7—S1B—C5	0.5 (10)
C39A—C34A—C35—C36	4 (2)	C8—C7—S1B—C5	−178.0 (3)
C40A—C41A—C42A—C43	−179.0 (8)	C48—C52B—C51B—N5B	−172.8 (14)
S8A—C41A—C42A—C43	−1.4 (18)	S10B—C52B—C51B—N5B	3.8 (18)
S8A—C44—C43—C42A	−0.9 (12)	C48—C52B—C51B—S9B	4.6 (18)
C34B—C44—C43—C37B	−2 (3)	S10B—C52B—C51B—S9B	−178.8 (7)
C41A—C42A—C43—C44	1.4 (18)	C49B—S9B—C51B—N5B	0.5 (12)
N4A—C39A—C38A—C37	179.0 (7)	C49B—S9B—C51B—C52B	−177.1 (10)
C34A—C39A—C38A—C37	−0.2 (17)	C52B—C51B—N5B—C50B	177.0 (12)
N4A—C39A—C38A—S7A	−0.1 (11)	S9B—C51B—N5B—C50B	−0.3 (16)
C34A—C39A—C38A—S7A	−179.3 (13)	C45B—C50B—N5B—C51B	175 (3)
C40A—S7A—C38A—C37	−179.0 (7)	C49B—C50B—N5B—C51B	0 (2)
C40A—S7A—C38A—C39A	0.0 (6)	C22—C21—C20A—C19A	−4.5 (13)
C34A—C35—C36—C37	−3.1 (15)	C18A—C19A—C20A—C21	−180.0 (7)
S8B—C35—C36—C37	−0.1 (9)	S4A—C19A—C20A—C21	4.4 (13)
C39A—C38A—C37—C36	1.4 (10)	C14—C15—C19B—C18B	177.8 (19)
S7A—C38A—C37—C36	−179.7 (5)	C14—C15—C19B—S4B	−0.9 (13)
C35—C36—C37—C38A	0.1 (7)	C13—S4B—C19B—C18B	−178.0 (13)
C35—C36—C37—C41B	0.0 (8)	C13—S4B—C19B—C15	1.0 (16)
C48—C49A—S9A—C51A	−176.7 (8)	C19A—C18A—N2A—C17A	177.1 (6)
C50A—C49A—S9A—C51A	0.7 (8)	S3A—C18A—N2A—C17A	−1.9 (10)
C45A—C50A—N5A—C51A	179.2 (18)	C12A—C17A—N2A—C18A	−178.6 (15)
C49A—C50A—N5A—C51A	−0.8 (14)	C16A—C17A—N2A—C18A	1.6 (11)
C50A—N5A—C51A—C52A	−178.9 (9)	C16A—C17A—C12A—C13	2 (3)
C50A—N5A—C51A—S9A	1.4 (11)	N2A—C17A—C12A—C13	−178.2 (13)
C53—C52A—C51A—N5A	−177.8 (9)	C14—C13—C12A—C17A	−1 (3)
S10A—C52A—C51A—N5A	7.0 (13)	C15—C19B—C18B—N2B	177 (3)
C53—C52A—C51A—S9A	1.9 (13)	S4B—C19B—C18B—N2B	−4 (3)
S10A—C52A—C51A—S9A	−173.3 (6)	C15—C19B—C18B—S3B	6 (2)
C49A—S9A—C51A—N5A	−1.2 (7)	S4B—C19B—C18B—S3B	−175.5 (12)
C49A—S9A—C51A—C52A	179.0 (6)	C16B—S3B—C18B—N2B	3 (2)
C71A—C70—C69—C68	−2.0 (10)	C16B—S3B—C18B—C19B	176.4 (12)
C74B—C70—C69—C68	1.4 (6)	C21—C22—C12B—C17B	22 (4)
C77—C76—C75—C71B	0.8 (8)	N2B—C17B—C12B—C22	175 (3)
C77—C76—C75—C74A	−0.8 (6)	C16B—C17B—C12B—C22	−22 (5)
C75—C76—C77—C67B	3.0 (14)	C21—C15B—C16B—C17B	−28 (7)
C75—C76—C77—S14A	0.0 (6)	C21—C15B—C16B—S3B	167 (3)
C72B—C67B—C77—C76	−6 (3)	C12B—C17B—C16B—C15B	21 (4)
C74A—S14A—C77—C76	0.6 (6)	N2B—C17B—C16B—C15B	−173 (3)
C86—C87—C88—C78B	4.6 (18)	C12B—C17B—C16B—S3B	−170 (2)
C86—C87—C88—S16A	−0.4 (7)	N2B—C17B—C16B—S3B	−4 (3)
C85A—S16A—C88—C87	1.1 (8)	C18B—S3B—C16B—C15B	166 (4)
C81—C80—C79—C78A	−5 (2)	C18B—S3B—C16B—C17B	0.7 (15)
C81—C80—C79—S16B	1.3 (8)	C19B—C18B—N2B—C17B	−177.6 (18)
C83A—C78A—C79—C80	11 (4)	S3B—C18B—N2B—C17B	−6 (3)
C85B—S16B—C79—C80	−1.7 (9)	C12B—C17B—N2B—C18B	168 (3)
C79—C80—C81—C82A	−0.6 (10)	C16B—C17B—N2B—C18B	6 (4)
C79—C80—C81—C85B	0.0 (7)	C27B—S5B—C29B—N3B	0.0 (18)
C88—C87—C86—C82B	−2.7 (9)	C27B—S5B—C29B—C30B	178.5 (12)
C88—C87—C86—C85A	−0.6 (7)	C32—C31—C27B—C28B	−8 (3)
C79—C78A—C83A—C82A	−12 (4)	C32—C31—C27B—S5B	−179.3 (7)
C79—C78A—C83A—N8A	173.8 (18)	C29B—S5B—C27B—C31	174.2 (15)
C80—C81—C82A—C83A	0.7 (16)	C29B—S5B—C27B—C28B	2.5 (15)
C80—C81—C82A—S15A	−179.4 (6)	C33—C23B—C28B—C27B	−1 (7)
C78A—C83A—C82A—C81	7 (3)	C33—C23B—C28B—N3B	−178 (4)
N8A—C83A—C82A—C81	−178.8 (8)	C31—C27B—C28B—C23B	5 (4)
C78A—C83A—C82A—S15A	−173 (2)	S5B—C27B—C28B—C23B	178 (3)
N8A—C83A—C82A—S15A	1.3 (15)	C31—C27B—C28B—N3B	−177.5 (17)
C70—C69—C68—C67A	1.8 (18)	S5B—C27B—C28B—N3B	−4 (3)
C70—C69—C68—S14B	−1.7 (8)	C30B—C29B—N3B—C28B	179.4 (16)
C74B—S14B—C68—C69	0.9 (7)	S5B—C29B—N3B—C28B	−2 (3)
C76—C75—C71B—C72B	−1.9 (13)	C23B—C28B—N3B—C29B	−179 (4)
C76—C75—C71B—S13B	179.0 (5)	C27B—C28B—N3B—C29B	4 (3)
C69—C70—C71A—C72A	4.8 (15)	N3B—C29B—C30B—C26	174 (2)
C69—C70—C71A—S13A	−179.6 (5)	S5B—C29B—C30B—C26	−4 (2)
C67A—C72A—C71A—C70	−7 (2)	N3B—C29B—C30B—S6B	−4 (3)
N7A—C72A—C71A—C70	178.9 (10)	S5B—C29B—C30B—S6B	177.7 (9)
C67A—C72A—C71A—S13A	176.8 (17)	C25—C26—C30B—C29B	−179.0 (17)
N7A—C72A—C71A—S13A	2.4 (14)	C25—C26—C30B—S6B	−1.0 (11)
C77—C67B—C72B—C71B	5 (3)	C24—S6B—C30B—C29B	178.9 (12)
C77—C67B—C72B—N7B	−179.2 (16)	C24—S6B—C30B—C26	0.5 (12)
C75—C71B—C72B—C67B	−0.9 (19)	N3A—C28A—C23A—C24	−179.1 (8)
S13B—C71B—C72B—C67B	178.4 (14)	C27A—C28A—C23A—C24	−1.4 (15)
C75—C71B—C72B—N7B	−177.5 (9)	C25—C24—C23A—C28A	1.4 (14)

2-(Thiophen-2-yl)-1,3-benzothiazole (2) top

Crystal data top

C₁₁H₇NS₂	F(000) = 1792
M_r = 217.30	D_x = 1.426 Mg m⁻³
Monoclinic, P2₁/n	Cu Kα radiation, λ = 1.54178 Å
a = 13.0549 (6) Å	Cell parameters from 9752 reflections
b = 15.6867 (8) Å	θ = 2.8–66.2°
c = 20.0965 (10) Å	µ = 4.39 mm⁻¹
β = 100.315 (2)°	T = 296 K
V = 4049.0 (3) Å³	Prism, colourless
Z = 16	0.20 × 0.10 × 0.08 mm

Data collection top

Bruker APEXII CCD diffractometer	5404 reflections with I > 2σ(I)
CCD scans	R_int = 0.038
Absorption correction: multi-scan (Blessing, 1995)	θ_max = 66.5°, θ_min = 3.6°
T_min = 0.474, T_max = 0.704	h = −12→15
30248 measured reflections	k = −18→17
6807 independent reflections	l = −23→23

Refinement top

Refinement on F²	1617 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.127	H-atom parameters constrained
wR(F²) = 0.347	w = 1/[σ²(F_o²) + (0.2P)²] where P = (F_o² + 2F_c²)/3
S = 1.53	(Δ/σ)_max = 0.008
6807 reflections	Δρ_max = 1.02 e Å⁻³
745 parameters	Δρ_min = −0.76 e Å⁻³

Special details top

Refinement. Refined as a 2-component inversion twin.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq	Occ. (<1)
N4B	0.5211 (9)	0.4502 (6)	0.7115 (6)	0.020 (2)	0.451 (2)
N4A	0.5125 (8)	0.4106 (6)	0.7091 (5)	0.0240 (18)	0.549 (2)
S1A	0.2733 (2)	0.57679 (12)	0.49450 (10)	0.0281 (5)	0.884 (2)
S2A	0.19743 (19)	0.37657 (11)	0.34298 (10)	0.0462 (6)	0.884 (2)
C10	0.2069 (5)	0.2923 (4)	0.4509 (4)	0.0594 (18)
H10	0.2049	0.2459	0.4794	0.071*
C9	0.2274 (4)	0.3756 (3)	0.4747 (3)	0.0382 (12)
H9	0.2394	0.3923	0.5198	0.046*
C5A	0.2812 (5)	0.6690 (3)	0.4505 (3)	0.0283 (12)	0.884 (2)
C4	0.3048 (4)	0.7509 (3)	0.4715 (3)	0.0352 (11)
H4	0.3208	0.7617	0.5177	0.042*
C3	0.3060 (4)	0.8181 (4)	0.4276 (3)	0.0457 (14)
H3	0.3208	0.8732	0.4436	0.055*
C6A	0.2623 (4)	0.6528 (3)	0.3807 (3)	0.0240 (10)	0.884 (2)
S2B	0.260 (2)	0.7204 (10)	0.3369 (7)	0.051 (6)	0.116 (2)
C2	0.2842 (4)	0.8009 (4)	0.3576 (3)	0.0476 (14)
H2	0.2850	0.8460	0.3277	0.057*
S5A	0.3865 (3)	−0.0718 (4)	0.7113 (3)	0.0294 (9)	0.536 (3)
S6B	0.1684 (6)	−0.0633 (8)	0.5461 (5)	0.052 (2)	0.464 (3)
C23A	0.1530 (19)	−0.0711 (19)	0.5404 (16)	0.0290 (18)	0.536 (3)
H23A	0.1474	−0.0767	0.4939	0.035*	0.536 (3)
C25	0.0746 (5)	−0.0698 (3)	0.6435 (3)	0.0411 (13)
H25	0.0149	−0.0707	0.6628	0.049*
N3A	0.3643 (11)	−0.0609 (19)	0.5808 (10)	0.031 (3)	0.536 (3)
C26	0.1691 (5)	−0.0718 (3)	0.6810 (3)	0.0439 (13)
H26	0.1693	−0.0752	0.7272	0.053*
C24	0.0694 (6)	−0.0661 (4)	0.5744 (3)	0.0538 (15)
H24	0.0037	−0.0596	0.5480	0.065*
C28A	0.2637 (9)	−0.0658 (6)	0.5949 (5)	0.0290 (18)	0.536 (3)
C27A	0.2610 (7)	−0.0701 (4)	0.6655 (5)	0.0263 (17)	0.536 (3)
S5B	0.4279 (6)	−0.0661 (5)	0.7092 (3)	0.0514 (16)	0.464 (3)
C29A	0.4338 (8)	−0.0661 (5)	0.6351 (4)	0.0250 (13)	0.536 (3)
C29B	0.3452 (12)	−0.0688 (6)	0.6303 (6)	0.0367 (17)	0.464 (3)
N3B	0.3921 (15)	−0.071 (2)	0.5773 (11)	0.035 (3)	0.464 (3)
C31	0.6301 (5)	−0.0582 (3)	0.6966 (3)	0.0497 (15)
H31	0.6261	−0.0563	0.7423	0.060*
C30B	0.2397 (13)	−0.0679 (7)	0.6214 (8)	0.0367 (17)	0.464 (3)
C30A	0.5420 (9)	−0.0632 (5)	0.6351 (7)	0.0250 (13)	0.536 (3)
C37	0.4459 (4)	0.2469 (3)	0.5952 (3)	0.0453 (14)
H37	0.4339	0.2419	0.5483	0.054*
C43	0.5296 (5)	0.6987 (3)	0.6442 (3)	0.0469 (15)
H43	0.5306	0.7511	0.6228	0.056*
C36	0.4402 (5)	0.1696 (3)	0.6309 (4)	0.0510 (15)
H36	0.4229	0.1184	0.6082	0.061*
C33	0.7016 (7)	−0.0620 (4)	0.5975 (5)	0.076 (2)
H33	0.7571	−0.0623	0.5742	0.091*
S8A	0.5410 (7)	0.5984 (3)	0.7455 (2)	0.0417 (12)	0.549 (2)
C34B	0.548 (4)	0.6071 (10)	0.7321 (10)	0.042 (6)	0.451 (2)
H34B	0.5694	0.5978	0.7782	0.050*	0.451 (2)
C42	0.5143 (4)	0.6234 (4)	0.6086 (3)	0.0426 (13)
H42	0.5023	0.6162	0.5619	0.051*
C41A	0.5217 (8)	0.5514 (6)	0.6650 (8)	0.021 (2)	0.549 (2)
C38A	0.4642 (7)	0.3195 (5)	0.6168 (5)	0.0262 (17)	0.549 (2)
C40A	0.5052 (6)	0.4625 (6)	0.6576 (4)	0.0212 (16)	0.549 (2)
C38B	0.5097 (8)	0.5527 (7)	0.6242 (6)	0.0177 (19)	0.451 (2)
C40B	0.4957 (6)	0.4034 (7)	0.6583 (6)	0.0173 (17)	0.451 (2)
C39B	0.5274 (11)	0.5351 (8)	0.6951 (6)	0.018 (2)	0.451 (2)
C39A	0.4869 (12)	0.3263 (7)	0.6855 (6)	0.024 (2)	0.549 (2)
C41B	0.4789 (15)	0.3120 (9)	0.6589 (9)	0.026 (3)	0.451 (2)
C35	0.4609 (5)	0.1730 (3)	0.6994 (4)	0.0503 (15)
H35	0.4595	0.1259	0.7274	0.060*
C44	0.5433 (5)	0.6916 (4)	0.7136 (4)	0.0522 (16)
H44	0.5536	0.7397	0.7410	0.063*
S7B	0.4810 (2)	0.4572 (2)	0.58118 (15)	0.0216 (7)	0.451 (2)
S7A	0.4709 (2)	0.4170 (2)	0.57857 (13)	0.0256 (6)	0.549 (2)
S8B	0.4898 (12)	0.2621 (4)	0.7377 (3)	0.0376 (13)	0.451 (2)
C32	0.7181 (6)	−0.0574 (4)	0.6658 (4)	0.0645 (19)
H32	0.7849	−0.0538	0.6911	0.077*
C27B	0.5393 (12)	−0.0638 (6)	0.6703 (7)	0.039 (2)	0.464 (3)
S6A	0.5906 (3)	−0.0668 (4)	0.5600 (2)	0.0423 (10)	0.536 (3)
C34A	0.484 (3)	0.2543 (10)	0.7224 (9)	0.037 (4)	0.549 (2)
H34A	0.4999	0.2608	0.7691	0.045*	0.549 (2)
C28B	0.5051 (11)	−0.0671 (6)	0.6011 (6)	0.036 (2)	0.464 (3)
C23B	0.5957 (13)	−0.069 (2)	0.5756 (12)	0.063 (5)	0.464 (3)
H23B	0.5813	−0.0785	0.5292	0.075*	0.464 (3)
C11	0.1904 (5)	0.2853 (4)	0.3825 (4)	0.0637 (18)
H11	0.1764	0.2337	0.3600	0.076*
C8A	0.2267 (4)	0.4306 (3)	0.4179 (3)	0.0250 (12)	0.884 (2)
C7A	0.2456 (3)	0.5211 (3)	0.4182 (2)	0.0225 (10)	0.884 (2)
N1A	0.2423 (4)	0.5672 (3)	0.3640 (2)	0.0249 (10)	0.884 (2)
S1B	0.2660 (12)	0.5404 (9)	0.4926 (7)	0.025 (3)	0.116 (2)
C7B	0.2598 (17)	0.5881 (13)	0.4196 (10)	0.0225 (10)	0.116 (2)
C1B	0.206 (4)	0.3636 (16)	0.3520 (16)	0.046 (8)	0.116 (2)
H1B	0.2024	0.3610	0.3054	0.055*	0.116 (2)
N1B	0.238 (3)	0.5335 (17)	0.3603 (16)	0.0249 (10)	0.116 (2)
C6B	0.226 (2)	0.4455 (17)	0.3801 (15)	0.031 (5)	0.116 (2)
C8B	0.277 (3)	0.6865 (10)	0.4215 (8)	0.033 (6)	0.116 (2)
C5B	0.240 (2)	0.4439 (15)	0.4506 (15)	0.023 (5)	0.116 (2)
C1A	0.2614 (10)	0.7192 (6)	0.3311 (5)	0.041 (3)	0.884 (2)
H1A	0.2467	0.7086	0.2848	0.049*	0.884 (2)
C19A	0.3559 (6)	0.0550 (4)	−0.1323 (3)	0.0211 (8)	0.785 (2)
C16A	0.4566 (5)	−0.1748 (4)	−0.0985 (4)	0.0264 (14)	0.785 (2)
C17A	0.3564 (5)	−0.1742 (3)	−0.1354 (3)	0.0177 (12)	0.785 (2)
C20A	0.4193 (5)	0.1244 (4)	−0.1065 (3)	0.0211 (8)	0.785 (2)
H20A	0.4876	0.1206	−0.0834	0.025*	0.785 (2)
C18A	0.3770 (5)	−0.0345 (4)	−0.1253 (3)	0.0211 (8)	0.785 (2)
S3A	0.49662 (14)	−0.07094 (15)	−0.08184 (12)	0.0394 (6)	0.785 (2)
S4A	0.23906 (19)	0.08893 (13)	−0.17777 (14)	0.0382 (6)	0.785 (2)
N2A	0.3120 (5)	−0.0943 (3)	−0.1501 (3)	0.0209 (12)	0.785 (2)
C12A	0.311 (2)	−0.2497 (10)	−0.1563 (17)	0.049 (6)	0.785 (2)
H12A	0.2451	−0.2493	−0.1837	0.058*	0.785 (2)
S4B	0.297 (2)	−0.2500 (11)	−0.1556 (16)	0.046 (3)	0.215 (2)
C20B	0.424 (2)	0.1377 (14)	−0.0881 (11)	0.0254 (19)	0.215 (2)
H20B	0.4766	0.1502	−0.0516	0.030*	0.215 (2)
C16B	0.4072 (18)	0.0591 (13)	−0.1097 (10)	0.0254 (19)	0.215 (2)
S3B	0.4862 (5)	−0.0280 (6)	−0.0841 (4)	0.0385 (18)	0.215 (2)
C18B	0.3879 (19)	−0.0932 (15)	−0.1229 (10)	0.0254 (19)	0.215 (2)
N2B	0.3066 (19)	−0.0572 (14)	−0.1549 (13)	0.023 (4)	0.215 (2)
C17B	0.3157 (17)	0.0340 (13)	−0.1475 (10)	0.0254 (19)	0.215 (2)
C19B	0.408 (3)	−0.1825 (16)	−0.1173 (15)	0.025 (4)	0.215 (2)
C12B	0.254 (3)	0.1027 (11)	−0.166 (2)	0.0254 (19)	0.215 (2)
H12B	0.1884	0.0878	−0.1896	0.030*	0.215 (2)
C13	0.3590 (5)	−0.3284 (3)	−0.1376 (3)	0.0492 (15)
H13	0.3256	−0.3800	−0.1497	0.059*
C14	0.4588 (5)	−0.3251 (3)	−0.1005 (3)	0.0493 (15)
H14	0.4947	−0.3753	−0.0875	0.059*
C15	0.5057 (4)	−0.2469 (3)	−0.0825 (3)	0.0451 (14)
H15	0.5735	−0.2457	−0.0585	0.054*
C21	0.3608 (5)	0.2023 (3)	−0.1216 (3)	0.0490 (15)
H21	0.3856	0.2560	−0.1070	0.059*
C22	0.2669 (5)	0.1882 (4)	−0.1591 (3)	0.0530 (15)
H22	0.2206	0.2322	−0.1736	0.064*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
N4B	0.021 (5)	0.019 (4)	0.021 (5)	−0.003 (5)	0.006 (3)	0.003 (4)
N4A	0.028 (4)	0.022 (4)	0.022 (4)	0.000 (4)	0.003 (3)	0.002 (4)
S1A	0.0305 (10)	0.0382 (11)	0.0152 (7)	−0.0001 (10)	0.0034 (6)	−0.0020 (8)
S2A	0.0589 (12)	0.0401 (9)	0.0350 (10)	0.0006 (8)	−0.0041 (9)	−0.0097 (7)
C10	0.065 (4)	0.037 (3)	0.070 (4)	−0.005 (3)	−0.004 (4)	0.014 (3)
C9	0.033 (3)	0.044 (3)	0.037 (3)	−0.005 (2)	0.004 (2)	0.002 (2)
C5A	0.027 (3)	0.034 (3)	0.023 (3)	0.013 (2)	0.002 (2)	0.001 (2)
C4	0.032 (3)	0.037 (3)	0.035 (3)	0.005 (2)	0.002 (2)	−0.006 (2)
C3	0.044 (3)	0.036 (3)	0.057 (4)	0.006 (2)	0.010 (3)	−0.006 (2)
C6A	0.013 (2)	0.031 (2)	0.026 (3)	0.010 (2)	−0.0008 (19)	0.004 (2)
S2B	0.058 (15)	0.048 (8)	0.042 (7)	0.003 (13)	−0.001 (11)	0.000 (6)
C2	0.048 (3)	0.041 (3)	0.053 (3)	0.012 (3)	0.007 (3)	0.011 (3)
S5A	0.0426 (19)	0.0365 (16)	0.0097 (13)	−0.0057 (17)	0.0064 (14)	−0.0005 (10)
S6B	0.073 (4)	0.061 (4)	0.026 (3)	0.011 (3)	0.017 (3)	0.012 (3)
C23A	0.056 (4)	0.017 (3)	0.015 (4)	0.010 (3)	0.007 (3)	−0.001 (3)
C25	0.070 (4)	0.025 (3)	0.035 (3)	0.005 (2)	0.024 (3)	0.003 (2)
N3A	0.054 (5)	0.026 (8)	0.015 (5)	0.005 (6)	0.008 (4)	0.000 (4)
C26	0.065 (4)	0.020 (2)	0.046 (3)	−0.002 (2)	0.012 (3)	−0.002 (2)
C24	0.080 (4)	0.037 (3)	0.044 (3)	0.015 (3)	0.011 (3)	0.010 (2)
C28A	0.056 (4)	0.017 (3)	0.015 (4)	0.010 (3)	0.007 (3)	−0.001 (3)
C27A	0.056 (4)	0.007 (3)	0.014 (4)	−0.004 (3)	−0.001 (3)	−0.001 (3)
S5B	0.110 (5)	0.034 (2)	0.0095 (16)	0.010 (4)	0.009 (3)	−0.0010 (13)
C29A	0.055 (3)	0.008 (3)	0.010 (3)	−0.003 (3)	0.001 (3)	0.001 (2)
C29B	0.082 (4)	0.015 (3)	0.015 (4)	0.001 (4)	0.013 (3)	−0.004 (3)
N3B	0.079 (7)	0.017 (7)	0.007 (5)	0.004 (10)	0.001 (6)	−0.002 (4)
C31	0.069 (4)	0.029 (3)	0.042 (3)	−0.005 (3)	−0.016 (3)	−0.001 (2)
C30B	0.082 (4)	0.015 (3)	0.015 (4)	0.001 (4)	0.013 (3)	−0.004 (3)
C30A	0.055 (3)	0.008 (3)	0.010 (3)	−0.003 (3)	0.001 (3)	0.001 (2)
C37	0.044 (3)	0.028 (3)	0.064 (4)	0.012 (2)	0.009 (3)	0.008 (2)
C43	0.052 (3)	0.018 (2)	0.067 (4)	−0.002 (2)	0.000 (3)	0.011 (2)
C36	0.062 (4)	0.022 (3)	0.067 (4)	0.006 (2)	0.007 (3)	−0.009 (2)
C33	0.086 (4)	0.053 (4)	0.095 (5)	0.009 (4)	0.032 (4)	0.022 (4)
S8A	0.055 (2)	0.0330 (16)	0.033 (2)	−0.0031 (17)	−0.001 (2)	−0.0109 (13)
C34B	0.071 (12)	0.035 (6)	0.017 (7)	−0.020 (8)	0.004 (9)	−0.008 (5)
C42	0.033 (3)	0.041 (3)	0.053 (3)	−0.014 (2)	0.004 (3)	−0.014 (2)
C41A	0.015 (5)	0.017 (4)	0.034 (6)	−0.003 (3)	0.009 (7)	−0.006 (4)
C38A	0.021 (4)	0.028 (4)	0.030 (5)	0.010 (3)	0.006 (4)	−0.001 (3)
C40A	0.016 (4)	0.021 (4)	0.026 (4)	0.000 (3)	0.003 (3)	−0.002 (3)
C38B	0.012 (4)	0.031 (4)	0.011 (5)	0.003 (4)	0.003 (4)	−0.002 (4)
C40B	0.005 (4)	0.021 (4)	0.027 (5)	0.004 (3)	0.004 (3)	0.004 (3)
C39B	0.013 (5)	0.028 (4)	0.012 (5)	−0.012 (4)	0.000 (5)	−0.009 (4)
C39A	0.012 (4)	0.026 (4)	0.035 (6)	0.008 (4)	0.005 (6)	0.015 (4)
C41B	0.023 (7)	0.019 (4)	0.039 (7)	0.002 (4)	0.012 (9)	0.008 (5)
C35	0.054 (4)	0.027 (3)	0.071 (4)	0.010 (2)	0.017 (3)	0.019 (3)
C44	0.054 (4)	0.033 (3)	0.067 (4)	−0.007 (3)	0.003 (3)	−0.024 (3)
S7B	0.0273 (15)	0.0196 (16)	0.0162 (13)	−0.0002 (14)	−0.0008 (10)	−0.0015 (13)
S7A	0.0325 (13)	0.0251 (15)	0.0175 (12)	0.0003 (13)	−0.0001 (9)	−0.0003 (12)
S8B	0.055 (3)	0.0260 (19)	0.031 (2)	0.0007 (18)	0.004 (3)	0.0111 (15)
C32	0.055 (4)	0.037 (3)	0.091 (5)	−0.001 (3)	−0.016 (4)	0.012 (3)
C27B	0.077 (5)	0.020 (5)	0.012 (5)	0.005 (5)	−0.014 (4)	0.000 (4)
S6A	0.0561 (18)	0.050 (2)	0.0226 (19)	0.0052 (15)	0.0124 (13)	0.0126 (15)
C34A	0.042 (8)	0.034 (6)	0.032 (8)	0.005 (6)	−0.003 (10)	0.011 (5)
C28B	0.082 (6)	0.016 (5)	0.007 (5)	−0.003 (5)	−0.001 (4)	−0.001 (4)
C23B	0.090 (7)	0.066 (12)	0.031 (9)	−0.007 (10)	0.006 (6)	0.024 (10)
C11	0.066 (4)	0.040 (3)	0.078 (4)	0.001 (3)	−0.005 (4)	−0.019 (3)
C8A	0.013 (3)	0.035 (3)	0.026 (3)	0.002 (2)	−0.001 (2)	−0.003 (2)
C7A	0.010 (2)	0.037 (2)	0.020 (2)	0.006 (2)	0.0015 (17)	−0.0007 (18)
N1A	0.021 (2)	0.035 (2)	0.018 (2)	0.006 (2)	0.0007 (16)	−0.0025 (19)
S1B	0.013 (5)	0.046 (7)	0.012 (4)	−0.001 (7)	−0.006 (4)	0.001 (5)
C7B	0.010 (2)	0.037 (2)	0.020 (2)	0.006 (2)	0.0015 (17)	−0.0007 (18)
C1B	0.06 (2)	0.050 (9)	0.034 (11)	−0.002 (18)	0.014 (18)	−0.021 (8)
N1B	0.021 (2)	0.035 (2)	0.018 (2)	0.006 (2)	0.0007 (16)	−0.0025 (19)
C6B	0.022 (13)	0.043 (7)	0.024 (8)	−0.012 (12)	−0.005 (12)	−0.006 (7)
C8B	0.027 (14)	0.029 (6)	0.041 (10)	0.021 (12)	−0.002 (14)	0.001 (6)
C5B	0.006 (13)	0.038 (7)	0.022 (9)	−0.003 (12)	0.000 (13)	−0.001 (7)
C1A	0.044 (7)	0.046 (5)	0.034 (4)	0.008 (6)	0.008 (5)	0.006 (3)
C19A	0.0260 (17)	0.0213 (18)	0.0179 (18)	−0.0062 (14)	0.0091 (15)	−0.0032 (13)
C16A	0.013 (3)	0.034 (3)	0.030 (4)	−0.003 (2)	−0.004 (3)	0.000 (3)
C17A	0.019 (3)	0.016 (2)	0.020 (3)	−0.006 (2)	0.006 (2)	−0.005 (2)
C20A	0.0260 (17)	0.0213 (18)	0.0179 (18)	−0.0062 (14)	0.0091 (15)	−0.0032 (13)
C18A	0.0260 (17)	0.0213 (18)	0.0179 (18)	−0.0062 (14)	0.0091 (15)	−0.0032 (13)
S3A	0.0155 (9)	0.0300 (11)	0.0648 (13)	−0.0053 (8)	−0.0144 (8)	−0.0021 (11)
S4A	0.0343 (12)	0.0338 (10)	0.0426 (16)	0.0086 (8)	−0.0032 (9)	−0.0019 (8)
N2A	0.016 (3)	0.018 (2)	0.027 (3)	−0.005 (2)	−0.001 (2)	0.003 (3)
C12A	0.041 (9)	0.031 (5)	0.068 (11)	−0.010 (5)	−0.008 (7)	−0.017 (7)
S4B	0.044 (6)	0.034 (5)	0.057 (8)	−0.013 (4)	0.001 (5)	−0.005 (6)
C20B	0.036 (4)	0.029 (3)	0.011 (4)	−0.003 (3)	0.005 (4)	−0.002 (3)
C16B	0.036 (4)	0.029 (3)	0.011 (4)	−0.003 (3)	0.005 (4)	−0.002 (3)
S3B	0.018 (3)	0.034 (4)	0.057 (4)	−0.001 (3)	−0.009 (3)	−0.002 (4)
C18B	0.036 (4)	0.029 (3)	0.011 (4)	−0.003 (3)	0.005 (4)	−0.002 (3)
N2B	0.019 (7)	0.027 (6)	0.026 (9)	−0.005 (7)	0.007 (6)	−0.003 (9)
C17B	0.036 (4)	0.029 (3)	0.011 (4)	−0.003 (3)	0.005 (4)	−0.002 (3)
C19B	0.025 (11)	0.022 (5)	0.028 (12)	−0.004 (6)	0.004 (10)	0.003 (7)
C12B	0.036 (4)	0.029 (3)	0.011 (4)	−0.003 (3)	0.005 (4)	−0.002 (3)
C13	0.066 (4)	0.026 (3)	0.055 (4)	−0.012 (2)	0.009 (3)	−0.007 (2)
C14	0.064 (4)	0.029 (3)	0.055 (4)	0.016 (3)	0.011 (3)	0.001 (2)
C15	0.034 (3)	0.037 (3)	0.060 (4)	0.001 (2)	−0.005 (3)	0.001 (3)
C21	0.073 (4)	0.018 (2)	0.058 (4)	−0.011 (2)	0.017 (3)	0.003 (2)
C22	0.072 (4)	0.040 (3)	0.048 (4)	0.025 (3)	0.013 (3)	0.011 (3)

Geometric parameters (Å, º) top

N4B—C40B	1.291 (16)	C42—C38B	1.157 (12)
N4B—C39B	1.379 (16)	C42—C41A	1.590 (14)
N4A—C40A	1.305 (13)	C42—H42	0.9300
N4A—C39A	1.424 (15)	C41A—C40A	1.416 (12)
S1A—C5A	1.708 (6)	C38A—C39A	1.365 (14)
S1A—C7A	1.746 (5)	C38A—S7A	1.722 (10)
S2A—C11	1.648 (8)	C40A—S7A	1.726 (9)
S2A—C8A	1.711 (6)	C38B—C39B	1.428 (14)
C10—C11	1.357 (10)	C38B—S7B	1.737 (11)
C10—C9	1.400 (8)	C40B—C41B	1.452 (17)
C10—H10	0.9300	C40B—S7B	1.745 (11)
C9—C5B	1.20 (3)	C39A—C34A	1.355 (16)
C9—C8A	1.429 (8)	C41B—S8B	1.749 (19)
C9—H9	0.9300	C35—C34A	1.372 (15)
C5A—C4	1.370 (7)	C35—S8B	1.608 (8)
C5A—C6A	1.404 (7)	C35—H35	0.9300
C4—C3	1.376 (8)	C44—H44	0.9300
C4—C8B	1.427 (9)	C32—H32	0.9300
C4—H4	0.9300	C27B—C28B	1.384 (12)
C3—C2	1.410 (9)	C34A—H34A	0.9300
C3—H3	0.9300	C28B—C23B	1.370 (17)
C6A—N1A	1.397 (7)	C23B—H23B	0.9300
C6A—C1A	1.442 (10)	C11—C1B	1.404 (19)
S2B—C2	1.349 (15)	C11—H11	0.9300
S2B—C8B	1.757 (10)	C8A—C7A	1.441 (8)
C2—C1A	1.399 (10)	C7A—N1A	1.300 (7)
C2—H2	0.9300	S1B—C7B	1.637 (17)
S5A—C27A	1.731 (10)	S1B—C5B	1.736 (18)
S5A—C29A	1.752 (10)	C7B—N1B	1.453 (19)
S6B—C24	1.503 (12)	C7B—C8B	1.559 (16)
S6B—C30B	1.631 (17)	C1B—C6B	1.408 (19)
C23A—C24	1.389 (19)	C1B—H1B	0.9300
C23A—C28A	1.65 (3)	N1B—C6B	1.45 (2)
C23A—H23A	0.9300	C6B—C5B	1.397 (19)
C25—C26	1.326 (9)	C1A—H1A	0.9300
C25—C24	1.380 (9)	C19A—C20A	1.409 (9)
C25—H25	0.9300	C19A—C18A	1.433 (8)
N3A—C29A	1.29 (2)	C19A—S4A	1.717 (7)
N3A—C28A	1.395 (18)	C16A—C15	1.311 (8)
C26—C27A	1.292 (11)	C16A—C17A	1.385 (8)
C26—C30B	1.637 (16)	C16A—S3A	1.725 (7)
C26—H26	0.9300	C17A—C12A	1.359 (17)
C24—H24	0.9300	C17A—N2A	1.390 (8)
C28A—C27A	1.427 (13)	C20A—C21	1.444 (9)
S5B—C29B	1.751 (14)	C20A—H20A	0.9300
S5B—C27B	1.770 (18)	C18A—N2A	1.302 (8)
C29A—C30A	1.414 (15)	C18A—S3A	1.743 (6)
C29B—N3B	1.32 (2)	S4A—C22	1.628 (7)
C29B—C30B	1.36 (2)	C12A—C13	1.408 (17)
N3B—C28B	1.47 (2)	C12A—H12A	0.9300
C31—C27B	1.212 (15)	S4B—C13	1.48 (2)
C31—C32	1.400 (10)	S4B—C19B	1.85 (4)
C31—C30A	1.532 (14)	C20B—C16B	1.313 (17)
C31—H31	0.9300	C20B—C21	1.40 (3)
C30A—S6A	1.741 (13)	C20B—H20B	0.9300
C37—C38A	1.226 (9)	C16B—C17B	1.355 (17)
C37—C36	1.420 (8)	C16B—S3B	1.73 (2)
C37—C41B	1.633 (17)	S3B—C18B	1.72 (2)
C37—H37	0.9300	C18B—N2B	1.27 (3)
C43—C44	1.377 (9)	C18B—C19B	1.42 (3)
C43—C42	1.377 (8)	N2B—C17B	1.44 (3)
C43—H43	0.9300	C17B—C12B	1.357 (19)
C36—C35	1.354 (9)	C19B—C15	1.68 (3)
C36—H36	0.9300	C12B—C22	1.356 (17)
C33—C32	1.353 (12)	C12B—H12B	0.9300
C33—C23B	1.377 (16)	C13—C14	1.382 (9)
C33—S6A	1.511 (11)	C13—H13	0.9300
C33—H33	0.9300	C14—C15	1.389 (8)
S8A—C44	1.600 (8)	C14—H14	0.9300
S8A—C41A	1.755 (15)	C15—H15	0.9300
C34B—C39B	1.352 (17)	C21—C22	1.337 (9)
C34B—C44	1.376 (16)	C21—H21	0.9300
C34B—H34B	0.9300	C22—H22	0.9300

C40B—N4B—C39B	111.6 (10)	C36—C35—H35	124.1
C40A—N4A—C39A	109.6 (9)	C34A—C35—H35	124.1
C5A—S1A—C7A	89.5 (3)	C34B—C44—C43	110.0 (10)
C11—S2A—C8A	91.7 (3)	C43—C44—S8A	118.1 (5)
C11—C10—C9	114.1 (6)	C43—C44—H44	121.0
C11—C10—H10	123.0	S8A—C44—H44	121.0
C9—C10—H10	123.0	C38B—S7B—C40B	89.7 (5)
C5B—C9—C10	136.7 (13)	C38A—S7A—C40A	89.0 (4)
C10—C9—C8A	108.5 (5)	C35—S8B—C41B	88.9 (6)
C10—C9—H9	125.7	C33—C32—C31	117.0 (7)
C8A—C9—H9	125.7	C33—C32—H32	121.5
C4—C5A—C6A	117.9 (5)	C31—C32—H32	121.5
C4—C5A—S1A	131.8 (4)	C31—C27B—C28B	123.7 (15)
C6A—C5A—S1A	110.3 (4)	C31—C27B—S5B	128.7 (11)
C5A—C4—C3	123.3 (5)	C28B—C27B—S5B	107.5 (11)
C3—C4—C8B	97.0 (9)	C33—S6A—C30A	91.8 (6)
C5A—C4—H4	118.3	C39A—C34A—C35	128.1 (14)
C3—C4—H4	118.3	C39A—C34A—H34A	115.9
C4—C3—C2	117.9 (5)	C35—C34A—H34A	115.9
C4—C3—H3	121.0	C23B—C28B—C27B	103.4 (16)
C2—C3—H3	121.0	C23B—C28B—N3B	139.6 (15)
N1A—C6A—C5A	114.0 (5)	C27B—C28B—N3B	116.9 (13)
N1A—C6A—C1A	123.4 (5)	C28B—C23B—C33	140 (2)
C5A—C6A—C1A	122.6 (6)	C28B—C23B—H23B	110.1
C2—S2B—C8B	90.2 (9)	C33—C23B—H23B	110.1
S2B—C2—C3	118.8 (8)	C10—C11—C1B	111.2 (15)
C1A—C2—C3	123.2 (6)	C10—C11—S2A	113.9 (5)
C1A—C2—H2	118.4	C10—C11—H11	123.1
C3—C2—H2	118.4	S2A—C11—H11	123.1
C27A—S5A—C29A	89.0 (5)	C9—C8A—C7A	128.0 (5)
C24—S6B—C30B	91.9 (8)	C9—C8A—S2A	111.8 (4)
C24—C23A—C28A	110 (2)	C7A—C8A—S2A	120.1 (4)
C24—C23A—H23A	125.0	N1A—C7A—C8A	124.4 (5)
C28A—C23A—H23A	125.0	N1A—C7A—S1A	115.3 (4)
C26—C25—C24	116.4 (6)	C8A—C7A—S1A	120.3 (4)
C26—C25—H25	121.8	C7A—N1A—C6A	110.9 (5)
C24—C25—H25	121.8	C7B—S1B—C5B	89.3 (13)
C29A—N3A—C28A	111.7 (15)	N1B—C7B—C8B	127.6 (15)
C27A—C26—C25	132.3 (7)	N1B—C7B—S1B	115.9 (18)
C25—C26—C30B	100.0 (7)	C8B—C7B—S1B	116.5 (15)
C27A—C26—H26	113.9	C11—C1B—C6B	131 (2)
C25—C26—H26	113.9	C11—C1B—H1B	114.6
C25—C24—C23A	126.2 (15)	C6B—C1B—H1B	114.6
C25—C24—S6B	119.5 (7)	C6B—N1B—C7B	111 (3)
C25—C24—H24	116.9	C5B—C6B—C1B	112 (2)
C23A—C24—H24	116.9	C5B—C6B—N1B	107 (3)
N3A—C28A—C27A	113.3 (12)	C1B—C6B—N1B	141 (2)
N3A—C28A—C23A	127.8 (14)	C4—C8B—C7B	137.4 (14)
C27A—C28A—C23A	118.8 (12)	C4—C8B—S2B	116.0 (10)
C26—C27A—C28A	115.5 (9)	C7B—C8B—S2B	106.5 (9)
C26—C27A—S5A	134.7 (7)	C9—C5B—C6B	115.0 (17)
C28A—C27A—S5A	109.9 (8)	C9—C5B—S1B	128 (2)
C29B—S5B—C27B	91.3 (7)	C6B—C5B—S1B	117 (2)
N3A—C29A—C30A	123.3 (11)	C2—C1A—C6A	115.0 (7)
N3A—C29A—S5A	116.0 (10)	C2—C1A—H1A	122.5
C30A—C29A—S5A	120.6 (8)	C6A—C1A—H1A	122.5
N3B—C29B—C30B	120.0 (15)	C20A—C19A—C18A	129.1 (7)
N3B—C29B—S5B	115.6 (14)	C20A—C19A—S4A	111.3 (5)
C30B—C29B—S5B	124.5 (11)	C18A—C19A—S4A	119.5 (5)
C29B—N3B—C28B	108.7 (17)	C15—C16A—C17A	120.7 (6)
C27B—C31—C32	128.6 (9)	C15—C16A—S3A	130.5 (6)
C32—C31—C30A	101.6 (7)	C17A—C16A—S3A	108.8 (4)
C32—C31—H31	129.2	C12A—C17A—C16A	118.8 (10)
C30A—C31—H31	129.2	C12A—C17A—N2A	125.2 (10)
C29B—C30B—S6B	121.3 (12)	C16A—C17A—N2A	116.0 (5)
C29B—C30B—C26	126.5 (12)	C19A—C20A—C21	108.8 (6)
S6B—C30B—C26	112.2 (10)	C19A—C20A—H20A	125.6
C29A—C30A—C31	127.4 (10)	C21—C20A—H20A	125.6
C29A—C30A—S6A	121.2 (10)	N2A—C18A—C19A	124.6 (6)
C31—C30A—S6A	111.3 (7)	N2A—C18A—S3A	114.8 (5)
C38A—C37—C36	129.7 (8)	C19A—C18A—S3A	120.6 (5)
C36—C37—C41B	99.6 (7)	C16A—S3A—C18A	90.0 (3)
C38A—C37—H37	115.2	C22—S4A—C19A	91.9 (3)
C36—C37—H37	115.2	C18A—N2A—C17A	110.5 (5)
C44—C43—C42	116.0 (5)	C17A—C12A—C13	122.1 (16)
C44—C43—H43	122.0	C17A—C12A—H12A	119.0
C42—C43—H43	122.0	C13—C12A—H12A	119.0
C35—C36—C37	117.5 (5)	C13—S4B—C19B	91.0 (16)
C35—C36—H36	121.3	C16B—C20B—C21	118.1 (19)
C37—C36—H36	121.3	C16B—C20B—H20B	121.0
C32—C33—C23B	107.2 (12)	C21—C20B—H20B	121.0
C32—C33—S6A	118.2 (7)	C20B—C16B—C17B	123 (2)
C32—C33—H33	120.9	C20B—C16B—S3B	126 (2)
S6A—C33—H33	120.9	C17B—C16B—S3B	110.9 (15)
C44—S8A—C41A	91.3 (5)	C18B—S3B—C16B	88.8 (10)
C39B—C34B—C44	131.3 (17)	N2B—C18B—C19B	127 (3)
C39B—C34B—H34B	114.3	N2B—C18B—S3B	117.0 (19)
C44—C34B—H34B	114.3	C19B—C18B—S3B	116 (2)
C38B—C42—C43	133.6 (8)	C18B—N2B—C17B	110 (2)
C43—C42—C41A	104.7 (6)	C16B—C17B—C12B	110 (2)
C43—C42—H42	127.7	C16B—C17B—N2B	113.2 (19)
C41A—C42—H42	127.7	C12B—C17B—N2B	137 (2)
C40A—C41A—C42	129.5 (11)	C18B—C19B—C15	138 (3)
C40A—C41A—S8A	120.2 (10)	C18B—C19B—S4B	114 (2)
C42—C41A—S8A	109.9 (6)	C15—C19B—S4B	108.1 (15)
C37—C38A—C39A	115.2 (9)	C22—C12B—C17B	134 (2)
C37—C38A—S7A	133.6 (8)	C22—C12B—H12B	112.8
C39A—C38A—S7A	111.2 (7)	C17B—C12B—H12B	112.8
N4A—C40A—C41A	122.9 (10)	C14—C13—C12A	116.5 (10)
N4A—C40A—S7A	116.2 (8)	C14—C13—S4B	121.5 (9)
C41A—C40A—S7A	120.8 (9)	C14—C13—H13	121.8
C42—C38B—C39B	116.7 (10)	C12A—C13—H13	121.8
C42—C38B—S7B	135.1 (9)	C13—C14—C15	120.2 (5)
C39B—C38B—S7B	108.2 (8)	C13—C14—H14	119.9
N4B—C40B—C41B	124.9 (12)	C15—C14—H14	119.9
N4B—C40B—S7B	115.6 (9)	C16A—C15—C14	121.6 (6)
C41B—C40B—S7B	119.5 (10)	C14—C15—C19B	99.0 (11)
C34B—C39B—N4B	133.6 (14)	C16A—C15—H15	119.2
C34B—C39B—C38B	111.6 (13)	C14—C15—H15	119.2
N4B—C39B—C38B	114.8 (9)	C22—C21—C20B	123.6 (10)
C34A—C39A—C38A	117.7 (12)	C22—C21—C20A	112.0 (5)
C34A—C39A—N4A	128.4 (12)	C22—C21—H21	124.0
C38A—C39A—N4A	113.9 (9)	C20A—C21—H21	124.0
C40B—C41B—C37	129.0 (13)	C21—C22—C12B	107.9 (13)
C40B—C41B—S8B	117.5 (12)	C21—C22—S4A	115.6 (4)
C37—C41B—S8B	113.4 (8)	C21—C22—H22	122.2
C36—C35—C34A	111.8 (9)	S4A—C22—H22	122.2
C36—C35—S8B	120.5 (5)

C11—C10—C9—C5B	−5 (2)	C32—C33—S6A—C30A	0.0 (7)
C11—C10—C9—C8A	−1.1 (8)	C29A—C30A—S6A—C33	−179.5 (7)
C7A—S1A—C5A—C4	−177.7 (6)	C31—C30A—S6A—C33	−0.5 (7)
C7A—S1A—C5A—C6A	0.2 (4)	C38A—C39A—C34A—C35	0 (5)
C6A—C5A—C4—C3	3.1 (9)	N4A—C39A—C34A—C35	−179 (3)
S1A—C5A—C4—C3	−179.2 (5)	C36—C35—C34A—C39A	1 (5)
C5A—C4—C3—C2	−1.6 (8)	C31—C27B—C28B—C23B	4 (2)
C8B—C4—C3—C2	−1.3 (16)	S5B—C27B—C28B—C23B	−177.2 (16)
C4—C5A—C6A—N1A	178.0 (5)	C31—C27B—C28B—N3B	−178.0 (16)
S1A—C5A—C6A—N1A	−0.2 (6)	S5B—C27B—C28B—N3B	0.3 (18)
C4—C5A—C6A—C1A	−3.4 (11)	C29B—N3B—C28B—C23B	177 (3)
S1A—C5A—C6A—C1A	178.5 (7)	C29B—N3B—C28B—C27B	1 (3)
C8B—S2B—C2—C3	−1.4 (13)	C27B—C28B—C23B—C33	−7 (5)
C4—C3—C2—S2B	2.1 (18)	N3B—C28B—C23B—C33	176 (3)
C4—C3—C2—C1A	0.1 (9)	C32—C33—C23B—C28B	6 (5)
C24—C25—C26—C27A	0.9 (9)	C9—C10—C11—C1B	5 (2)
C24—C25—C26—C30B	0.5 (7)	C9—C10—C11—S2A	−0.4 (9)
C26—C25—C24—C23A	5.4 (18)	C8A—S2A—C11—C10	1.4 (6)
C26—C25—C24—S6B	−0.9 (9)	C10—C9—C8A—C7A	−178.9 (6)
C28A—C23A—C24—C25	−10 (3)	C10—C9—C8A—S2A	2.0 (6)
C30B—S6B—C24—C25	0.8 (9)	C11—S2A—C8A—C9	−2.0 (5)
C29A—N3A—C28A—C27A	4 (3)	C11—S2A—C8A—C7A	178.9 (5)
C29A—N3A—C28A—C23A	−173.6 (18)	C9—C8A—C7A—N1A	−179.1 (5)
C24—C23A—C28A—N3A	−173.7 (19)	S2A—C8A—C7A—N1A	−0.1 (7)
C24—C23A—C28A—C27A	9 (2)	C9—C8A—C7A—S1A	−0.1 (8)
C25—C26—C27A—C28A	−0.5 (11)	S2A—C8A—C7A—S1A	178.9 (3)
C25—C26—C27A—S5A	179.4 (6)	C5A—S1A—C7A—N1A	−0.1 (4)
N3A—C28A—C27A—C26	177.8 (14)	C5A—S1A—C7A—C8A	−179.1 (4)
C23A—C28A—C27A—C26	−4.8 (16)	C8A—C7A—N1A—C6A	179.0 (5)
N3A—C28A—C27A—S5A	−2.2 (16)	S1A—C7A—N1A—C6A	0.0 (6)
C23A—C28A—C27A—S5A	175.2 (13)	C5A—C6A—N1A—C7A	0.2 (6)
C29A—S5A—C27A—C26	−179.6 (8)	C1A—C6A—N1A—C7A	−178.5 (7)
C29A—S5A—C27A—C28A	0.3 (7)	C5B—S1B—C7B—N1B	−0.1 (16)
C28A—N3A—C29A—C30A	179.8 (12)	C5B—S1B—C7B—C8B	179.2 (19)
C28A—N3A—C29A—S5A	−3 (3)	C10—C11—C1B—C6B	−6 (4)
C27A—S5A—C29A—N3A	1.8 (16)	C8B—C7B—N1B—C6B	−179 (2)
C27A—S5A—C29A—C30A	178.7 (7)	S1B—C7B—N1B—C6B	0 (2)
C27B—S5B—C29B—N3B	2.2 (17)	C11—C1B—C6B—C5B	5 (4)
C27B—S5B—C29B—C30B	−177.2 (10)	C11—C1B—C6B—N1B	−175 (4)
C30B—C29B—N3B—C28B	177.2 (13)	C7B—N1B—C6B—C5B	0.0 (19)
S5B—C29B—N3B—C28B	−2 (3)	C7B—N1B—C6B—C1B	−179.5 (10)
N3B—C29B—C30B—S6B	−4 (2)	C3—C4—C8B—C7B	177 (3)
S5B—C29B—C30B—S6B	175.3 (8)	C3—C4—C8B—S2B	0.4 (16)
N3B—C29B—C30B—C26	175.4 (18)	N1B—C7B—C8B—C4	−175 (3)
S5B—C29B—C30B—C26	−5.2 (15)	S1B—C7B—C8B—C4	6 (4)
C24—S6B—C30B—C29B	179.1 (9)	N1B—C7B—C8B—S2B	2 (2)
C24—S6B—C30B—C26	−0.4 (9)	S1B—C7B—C8B—S2B	−177.3 (14)
C25—C26—C30B—C29B	−179.5 (10)	C2—S2B—C8B—C4	0.6 (15)
C25—C26—C30B—S6B	0.0 (9)	C2—S2B—C8B—C7B	−177 (2)
N3A—C29A—C30A—C31	172.2 (17)	C10—C9—C5B—C6B	4 (3)
S5A—C29A—C30A—C31	−4.5 (11)	C10—C9—C5B—S1B	−179.4 (11)
N3A—C29A—C30A—S6A	−8.9 (19)	C1B—C6B—C5B—C9	−4 (3)
S5A—C29A—C30A—S6A	174.4 (5)	N1B—C6B—C5B—C9	177 (3)
C32—C31—C30A—C29A	179.8 (7)	C1B—C6B—C5B—S1B	179.6 (12)
C32—C31—C30A—S6A	0.8 (6)	N1B—C6B—C5B—S1B	−0.1 (17)
C38A—C37—C36—C35	−2.4 (11)	C7B—S1B—C5B—C9	−176 (3)
C41B—C37—C36—C35	0.4 (10)	C7B—S1B—C5B—C6B	0.1 (14)
C44—C43—C42—C38B	0.4 (13)	C3—C2—C1A—C6A	−0.4 (13)
C44—C43—C42—C41A	−1.6 (8)	N1A—C6A—C1A—C2	−179.4 (7)
C43—C42—C41A—C40A	175.3 (9)	C5A—C6A—C1A—C2	2.0 (14)
C43—C42—C41A—S8A	2.0 (8)	C15—C16A—C17A—C12A	−2 (2)
C44—S8A—C41A—C40A	−175.6 (8)	S3A—C16A—C17A—C12A	177.7 (19)
C44—S8A—C41A—C42	−1.6 (8)	C15—C16A—C17A—N2A	−179.5 (6)
C36—C37—C38A—C39A	3.1 (15)	S3A—C16A—C17A—N2A	−0.3 (8)
C36—C37—C38A—S7A	−178.7 (6)	C18A—C19A—C20A—C21	−174.8 (6)
C39A—N4A—C40A—C41A	177.3 (10)	S4A—C19A—C20A—C21	5.3 (6)
C39A—N4A—C40A—S7A	−1.2 (12)	C20A—C19A—C18A—N2A	178.5 (6)
C42—C41A—C40A—N4A	−178.8 (9)	S4A—C19A—C18A—N2A	−1.6 (9)
S8A—C41A—C40A—N4A	−6.2 (14)	C20A—C19A—C18A—S3A	−2.1 (9)
C42—C41A—C40A—S7A	−0.4 (13)	S4A—C19A—C18A—S3A	177.9 (3)
S8A—C41A—C40A—S7A	172.2 (6)	C15—C16A—S3A—C18A	179.2 (7)
C43—C42—C38B—C39B	−3.2 (17)	C17A—C16A—S3A—C18A	0.0 (5)
C43—C42—C38B—S7B	174.1 (7)	N2A—C18A—S3A—C16A	0.3 (6)
C39B—N4B—C40B—C41B	−177.5 (13)	C19A—C18A—S3A—C16A	−179.3 (5)
C39B—N4B—C40B—S7B	2.3 (13)	C20A—C19A—S4A—C22	−4.1 (5)
C44—C34B—C39B—N4B	−172 (3)	C18A—C19A—S4A—C22	175.9 (5)
C44—C34B—C39B—C38B	8 (6)	C19A—C18A—N2A—C17A	179.1 (6)
C40B—N4B—C39B—C34B	178 (3)	S3A—C18A—N2A—C17A	−0.5 (8)
C40B—N4B—C39B—C38B	−2.7 (17)	C12A—C17A—N2A—C18A	−177 (2)
C42—C38B—C39B—C34B	−1 (3)	C16A—C17A—N2A—C18A	0.5 (9)
S7B—C38B—C39B—C34B	−179 (2)	C16A—C17A—C12A—C13	4 (4)
C42—C38B—C39B—N4B	180.0 (9)	N2A—C17A—C12A—C13	−177.9 (19)
S7B—C38B—C39B—N4B	1.9 (15)	C21—C20B—C16B—C17B	−20 (3)
C37—C38A—C39A—C34A	−2 (3)	C21—C20B—C16B—S3B	170.4 (16)
S7A—C38A—C39A—C34A	180 (2)	C20B—C16B—S3B—C18B	168 (2)
C37—C38A—C39A—N4A	177.3 (9)	C17B—C16B—S3B—C18B	−2.7 (18)
S7A—C38A—C39A—N4A	−1.3 (16)	C16B—S3B—C18B—N2B	3 (2)
C40A—N4A—C39A—C34A	−179 (3)	C16B—S3B—C18B—C19B	−178.5 (19)
C40A—N4A—C39A—C38A	1.6 (16)	C19B—C18B—N2B—C17B	179 (2)
N4B—C40B—C41B—C37	179.4 (12)	S3B—C18B—N2B—C17B	−3 (3)
S7B—C40B—C41B—C37	0 (2)	C20B—C16B—C17B—C12B	9 (4)
N4B—C40B—C41B—S8B	2 (2)	S3B—C16B—C17B—C12B	179 (2)
S7B—C40B—C41B—S8B	−177.6 (10)	C20B—C16B—C17B—N2B	−169 (2)
C36—C37—C41B—C40B	−178.4 (15)	S3B—C16B—C17B—N2B	2 (3)
C36—C37—C41B—S8B	−1.0 (14)	C18B—N2B—C17B—C16B	1 (3)
C37—C36—C35—C34A	0 (2)	C18B—N2B—C17B—C12B	−176 (4)
C37—C36—C35—S8B	0.5 (11)	N2B—C18B—C19B—C15	177 (2)
C39B—C34B—C44—C43	−11 (5)	S3B—C18B—C19B—C15	−1 (4)
C42—C43—C44—C34B	6 (2)	N2B—C18B—C19B—S4B	−6 (4)
C42—C43—C44—S8A	0.4 (9)	S3B—C18B—C19B—S4B	176.5 (18)
C41A—S8A—C44—C43	0.8 (8)	C13—S4B—C19B—C18B	179 (2)
C42—C38B—S7B—C40B	−178.0 (11)	C13—S4B—C19B—C15	−3 (2)
C39B—C38B—S7B—C40B	−0.6 (10)	C16B—C17B—C12B—C22	5 (6)
N4B—C40B—S7B—C38B	−1.0 (9)	N2B—C17B—C12B—C22	−179 (3)
C41B—C40B—S7B—C38B	178.8 (11)	C17A—C12A—C13—C14	−4 (4)
C37—C38A—S7A—C40A	−177.7 (10)	C19B—S4B—C13—C14	4 (2)
C39A—C38A—S7A—C40A	0.5 (10)	C12A—C13—C14—C15	1 (2)
N4A—C40A—S7A—C38A	0.5 (8)	S4B—C13—C14—C15	−4 (2)
C41A—C40A—S7A—C38A	−178.1 (8)	C17A—C16A—C15—C14	−1.4 (11)
C36—C35—S8B—C41B	−0.9 (12)	S3A—C16A—C15—C14	179.5 (6)
C40B—C41B—S8B—C35	178.8 (13)	C13—C14—C15—C16A	1.6 (10)
C37—C41B—S8B—C35	1.1 (14)	C13—C14—C15—C19B	0.7 (12)
C23B—C33—C32—C31	−1.8 (16)	C18B—C19B—C15—C14	179 (3)
S6A—C33—C32—C31	0.7 (9)	S4B—C19B—C15—C14	1.9 (19)
C27B—C31—C32—C33	1.1 (10)	C16B—C20B—C21—C22	21 (3)
C30A—C31—C32—C33	−0.9 (7)	C19A—C20A—C21—C22	−4.1 (7)
C32—C31—C27B—C28B	−2.8 (15)	C20B—C21—C22—C12B	−9 (2)
C32—C31—C27B—S5B	179.2 (6)	C20A—C21—C22—S4A	1.1 (8)
C29B—S5B—C27B—C31	177.0 (10)	C17B—C12B—C22—C21	−4 (5)
C29B—S5B—C27B—C28B	−1.3 (8)	C19A—S4A—C22—C21	1.8 (6)

2-(Thiophen-2-yl)-1,3-benzothiazole (3) top

Crystal data top

C₁₁H₇NS₂	Z = 8
M_r = 217.26	F(000) = 896.0
Triclinic, P1	D_x = 1.426 Mg m⁻³
a = 12.5339 (3) Å	Cu Kα radiation, λ = 1.54178 Å
b = 13.5178 (4) Å	Cell parameters from 2578 reflections
c = 14.4107 (4) Å	θ = 3.6–64.7°
α = 117.741 (2)°	µ = 4.39 mm⁻¹
β = 92.687 (2)°	T = 296 K
γ = 106.548 (2)°	Prism, colourless
V = 2024.60 (11) Å³	0.12 × 0.10 × 0.08 mm

Data collection top

Bruker APEXII CCD diffractometer	3799 reflections with I > 2σ(I)
CCD scans	R_int = 0.103
Absorption correction: multi-scan (Blessing, 1995)	θ_max = 67.2°, θ_min = 3.6°
T_min = 0.501, T_max = 0.704	h = −14→14
23870 measured reflections	k = −15→16
7091 independent reflections	l = −16→13

Refinement top

Refinement on F²	1573 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.064	H-atom parameters constrained
wR(F²) = 0.207	w = 1/[σ²(F_o²) + (0.1156P)²] where P = (F_o² + 2F_c²)/3
S = 1.01	(Δ/σ)_max < 0.001
7091 reflections	Δρ_max = 0.41 e Å⁻³
796 parameters	Δρ_min = −0.21 e Å⁻³

Special details top

Refinement. Refined as a 2-component inversion twin.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq	Occ. (<1)
S7A	0.87903 (16)	0.30271 (15)	0.56972 (17)	0.0750 (5)	0.740 (2)
S8A	1.1401 (4)	0.2437 (4)	0.3750 (4)	0.0850 (9)	0.740 (2)
C34A	0.9739 (16)	0.0914 (16)	0.6419 (17)	0.069 (3)	0.740 (2)
H34A	1.0259	0.0521	0.6214	0.083*	0.740 (2)
C34B	1.124 (4)	0.248 (4)	0.358 (4)	0.083 (6)	0.260 (2)
H34B	1.1575	0.1898	0.3394	0.100*	0.260 (2)
S1A	0.51379 (16)	0.1683 (2)	0.10136 (17)	0.0730 (5)	0.895 (2)
S2A	0.15198 (15)	−0.0100 (2)	0.06412 (14)	0.0900 (6)	0.895 (2)
S3A	0.5124 (2)	0.6704 (3)	0.0727 (3)	0.0630 (6)	0.664 (2)
C12B	0.187 (3)	0.624 (2)	−0.084 (3)	0.083 (8)	0.336 (2)
H12B	0.1616	0.6844	−0.0803	0.100*	0.336 (2)
S5A	0.4797 (2)	0.4902 (2)	0.2295 (2)	0.0700 (6)	0.709 (2)
C23B	0.149 (3)	0.432 (2)	0.074 (3)	0.081 (8)	0.291 (2)
H23B	0.1126	0.4869	0.0854	0.097*	0.291 (2)
S8B	0.9722 (12)	0.0994 (14)	0.6301 (13)	0.088 (3)	0.260 (2)
C43	1.0751 (6)	0.3714 (4)	0.3189 (4)	0.1033 (18)
H43	1.0720	0.4138	0.2839	0.124*
C42	1.0042 (5)	0.3650 (5)	0.3888 (5)	0.0937 (15)
H42	0.9496	0.4012	0.4076	0.112*
C41A	1.0328 (9)	0.2880 (7)	0.4285 (7)	0.074 (2)	0.740 (2)
C40A	0.9832 (7)	0.2541 (5)	0.5058 (6)	0.0663 (14)	0.740 (2)
N4A	1.0189 (6)	0.1840 (5)	0.5274 (6)	0.0650 (14)	0.740 (2)
C39A	0.9561 (5)	0.1664 (5)	0.6010 (5)	0.0569 (13)	0.740 (2)
C35	0.9067 (5)	0.0825 (4)	0.7146 (4)	0.0838 (14)
H35	0.9134	0.0354	0.7437	0.101*
C36	0.8319 (4)	0.1418 (4)	0.7430 (4)	0.0845 (14)
H36	0.7882	0.1351	0.7915	0.101*
C37	0.8205 (4)	0.2103 (4)	0.7012 (5)	0.0891 (14)
H37	0.7691	0.2503	0.7224	0.107*
C44	1.1488 (5)	0.3122 (4)	0.3050 (4)	0.0917 (15)
H44	1.1998	0.3103	0.2600	0.110*
C3	0.6938 (4)	0.4163 (4)	0.4025 (5)	0.0896 (14)
H3	0.7672	0.4684	0.4400	0.108*
C4	0.6719 (4)	0.3455 (4)	0.2914 (5)	0.0815 (13)
H4	0.7300	0.3524	0.2545	0.098*
C5A	0.5650 (4)	0.2659 (5)	0.2365 (4)	0.0638 (12)	0.895 (2)
C7A	0.3791 (4)	0.1255 (4)	0.1259 (4)	0.0596 (11)	0.895 (2)
C8A	0.2831 (4)	0.0371 (4)	0.0392 (4)	0.0628 (12)	0.895 (2)
C9	0.2800 (4)	−0.0183 (4)	−0.0714 (4)	0.0766 (12)
H9	0.3426	−0.0053	−0.1019	0.092*
C10	0.1706 (4)	−0.0954 (4)	−0.1291 (4)	0.0859 (13)
H10	0.1517	−0.1401	−0.2036	0.103*
C11	0.0960 (5)	−0.0989 (5)	−0.0680 (5)	0.0936 (15)
H11	0.0195	−0.1462	−0.0955	0.112*
C6A	0.4785 (4)	0.2603 (4)	0.2920 (4)	0.0594 (11)	0.895 (2)
C1A	0.5027 (8)	0.3373 (15)	0.4071 (6)	0.077 (3)	0.895 (2)
H1A	0.4448	0.3355	0.4451	0.092*	0.895 (2)
C2	0.6072 (5)	0.4096 (5)	0.4572 (5)	0.0933 (15)
H2	0.6233	0.4576	0.5315	0.112*
N1A	0.3723 (4)	0.1799 (5)	0.2278 (4)	0.0643 (12)	0.895 (2)
C21	0.1790 (4)	0.4307 (5)	−0.1847 (5)	0.0957 (16)
H21	0.1515	0.3522	−0.2408	0.115*
C20	0.2838 (4)	0.4796 (4)	−0.1149 (4)	0.0721 (11)
H20	0.3359	0.4420	−0.1166	0.086*
C19B	0.5331 (18)	0.8662 (19)	0.1992 (19)	0.061 (4)	0.336 (2)
C13	0.6319 (5)	1.0579 (4)	0.3336 (4)	0.0895 (14)
H13	0.6574	1.1397	0.3805	0.107*
C14	0.7037 (4)	0.9971 (4)	0.3199 (4)	0.0864 (13)
H14	0.7765	1.0348	0.3630	0.104*
C16A	0.5720 (6)	0.8168 (6)	0.1771 (5)	0.0596 (15)	0.664 (2)
C15	0.6680 (4)	0.8764 (4)	0.2402 (4)	0.0734 (11)
H15	0.7196	0.8371	0.2335	0.088*
C22	0.1195 (4)	0.5062 (6)	−0.1647 (5)	0.1085 (18)
H22	0.0498	0.4834	−0.2081	0.130*
N3B	0.3191 (18)	0.595 (2)	0.2329 (18)	0.065 (4)	0.291 (2)
C29A	0.3545 (6)	0.5166 (6)	0.2086 (6)	0.0622 (14)	0.709 (2)
C25	0.6782 (5)	0.8174 (5)	0.4643 (4)	0.0888 (14)
H25	0.7528	0.8551	0.5035	0.107*
C26	0.6412 (5)	0.7004 (5)	0.3869 (4)	0.0810 (13)
H26	0.6944	0.6623	0.3747	0.097*
C27A	0.5410 (7)	0.6376 (7)	0.3292 (7)	0.0706 (18)	0.709 (2)
C24	0.6040 (5)	0.8791 (5)	0.4839 (5)	0.0954 (15)
H24	0.6251	0.9587	0.5369	0.114*
C33	0.0862 (5)	0.3191 (6)	−0.0094 (5)	0.1116 (19)
H33	0.0162	0.2939	−0.0535	0.134*
C32	0.1463 (5)	0.2475 (5)	−0.0259 (5)	0.1028 (18)
H32	0.1216	0.1689	−0.0816	0.123*
N2A	0.3891 (7)	0.8036 (8)	0.1159 (7)	0.0591 (18)	0.664 (2)
C19A	0.2954 (7)	0.6052 (8)	−0.0365 (7)	0.061 (2)	0.664 (2)
C18A	0.3865 (6)	0.6957 (6)	0.0493 (6)	0.0573 (14)	0.664 (2)
S3B	0.4679 (4)	0.6343 (5)	0.0429 (5)	0.0638 (13)	0.336 (2)
C18B	0.4464 (11)	0.7690 (12)	0.1109 (11)	0.052 (2)	0.336 (2)
C17B	0.2828 (12)	0.6612 (15)	−0.0114 (13)	0.061 (3)	0.336 (2)
N2B	0.3511 (14)	0.7752 (16)	0.0759 (13)	0.055 (3)	0.336 (2)
C29B	0.4150 (14)	0.5936 (15)	0.2672 (12)	0.062 (3)	0.291 (2)
S6A	0.1424 (3)	0.4518 (3)	0.0917 (4)	0.0843 (9)	0.709 (2)
S6B	0.4862 (19)	0.8226 (16)	0.4275 (19)	0.089 (4)	0.291 (2)
N3A	0.3538 (8)	0.6222 (8)	0.2712 (8)	0.070 (2)	0.709 (2)
S7B	0.9034 (4)	0.3217 (4)	0.5182 (5)	0.0711 (14)	0.260 (2)
N4B	1.0418 (19)	0.212 (2)	0.4968 (18)	0.079 (4)	0.260 (2)
C38B	1.0064 (19)	0.3268 (19)	0.4458 (17)	0.079 (4)	0.260 (2)
C39B	1.064 (2)	0.256 (2)	0.427 (2)	0.078 (4)	0.260 (2)
C16B	0.3348 (13)	0.5752 (14)	−0.0425 (14)	0.059 (3)	0.336 (2)
C38A	0.8778 (9)	0.2223 (10)	0.6336 (9)	0.0762 (18)	0.740 (2)
C30A	0.2617 (6)	0.4174 (7)	0.1204 (7)	0.0652 (17)	0.709 (2)
C41B	0.902 (3)	0.201 (3)	0.626 (3)	0.085 (5)	0.260 (2)
C17A	0.4931 (8)	0.8765 (8)	0.1883 (9)	0.058 (2)	0.664 (2)
C28A	0.4631 (6)	0.6952 (6)	0.3426 (6)	0.0593 (15)	0.709 (2)
C30B	0.5212 (15)	0.683 (2)	0.3518 (19)	0.076 (5)	0.291 (2)
S5B	0.4269 (5)	0.4495 (6)	0.1972 (6)	0.0683 (14)	0.291 (2)
C28B	0.2527 (11)	0.4838 (15)	0.1438 (13)	0.062 (3)	0.291 (2)
C31	0.2486 (4)	0.3003 (4)	0.0470 (5)	0.0799 (13)
H31	0.3007	0.2631	0.0469	0.096*
C27B	0.3152 (13)	0.4126 (14)	0.1328 (16)	0.086 (5)	0.291 (2)
C40B	0.966 (2)	0.229 (2)	0.5478 (17)	0.079 (4)	0.260 (2)
C12A	0.5205 (17)	0.9982 (17)	0.278 (2)	0.084 (6)	0.664 (2)
H12A	0.4652	1.0335	0.2959	0.101*	0.664 (2)
S4A	0.1764 (5)	0.6352 (4)	−0.0629 (5)	0.0947 (14)	0.664 (2)
S4B	0.5127 (9)	1.0003 (10)	0.2591 (13)	0.084 (2)	0.336 (2)
C23A	0.489 (3)	0.811 (2)	0.415 (2)	0.071 (4)	0.709 (2)
H23A	0.4344	0.8473	0.4222	0.086*	0.709 (2)
S1B	0.4717 (14)	0.134 (2)	0.0704 (17)	0.079 (4)	0.105 (2)
C1B	0.146 (3)	−0.005 (6)	0.034 (3)	0.090 (14)	0.105 (2)
H1B	0.0926	0.0165	0.0741	0.108*	0.105 (2)
C5B	0.3311 (18)	0.054 (3)	0.0245 (16)	0.063 (5)	0.105 (2)
N1B	0.336 (3)	0.147 (4)	0.197 (2)	0.058 (6)	0.105 (2)
C7B	0.449 (2)	0.194 (3)	0.2000 (18)	0.067 (6)	0.105 (2)
C6B	0.257 (2)	0.067 (3)	0.093 (2)	0.063 (5)	0.105 (2)
C8B	0.548 (2)	0.285 (4)	0.2849 (16)	0.076 (9)	0.105 (2)
S2B	0.483 (2)	0.314 (4)	0.3901 (18)	0.097 (7)	0.105 (2)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
S7A	0.0780 (11)	0.0606 (9)	0.0774 (13)	0.0324 (8)	−0.0033 (9)	0.0246 (9)
S8A	0.1010 (16)	0.0810 (14)	0.083 (2)	0.0325 (13)	0.0155 (16)	0.0484 (14)
C34A	0.109 (8)	0.054 (5)	0.075 (8)	0.050 (5)	0.021 (5)	0.044 (6)
C34B	0.117 (16)	0.076 (13)	0.060 (13)	0.040 (10)	0.014 (11)	0.032 (9)
S1A	0.0689 (11)	0.0850 (15)	0.0695 (12)	0.0294 (10)	0.0281 (9)	0.0393 (10)
S2A	0.0727 (9)	0.1123 (12)	0.0754 (11)	0.0158 (9)	0.0190 (8)	0.0483 (10)
S3A	0.0599 (15)	0.0598 (16)	0.0671 (17)	0.0268 (12)	0.0140 (12)	0.0266 (13)
C12B	0.071 (11)	0.107 (9)	0.076 (14)	0.051 (8)	0.015 (9)	0.038 (8)
S5A	0.0716 (14)	0.0735 (15)	0.0812 (16)	0.0415 (12)	0.0223 (12)	0.0415 (13)
C23B	0.079 (12)	0.094 (9)	0.096 (16)	0.045 (9)	0.022 (10)	0.059 (8)
S8B	0.092 (6)	0.087 (7)	0.070 (5)	0.024 (4)	0.032 (4)	0.031 (5)
C43	0.164 (6)	0.069 (3)	0.067 (3)	0.031 (3)	−0.004 (4)	0.034 (3)
C42	0.099 (4)	0.079 (3)	0.069 (4)	0.037 (3)	−0.003 (3)	0.009 (3)
C41A	0.105 (7)	0.042 (6)	0.044 (4)	0.008 (4)	−0.002 (4)	0.009 (4)
C40A	0.069 (4)	0.042 (3)	0.065 (4)	0.018 (3)	−0.007 (3)	0.011 (3)
N4A	0.072 (4)	0.046 (3)	0.068 (4)	0.025 (3)	0.000 (3)	0.020 (2)
C39A	0.074 (4)	0.035 (3)	0.055 (3)	0.013 (2)	−0.001 (3)	0.022 (3)
C35	0.114 (4)	0.064 (3)	0.064 (3)	0.019 (3)	0.021 (3)	0.031 (2)
C36	0.077 (3)	0.079 (3)	0.068 (3)	0.015 (3)	0.018 (3)	0.020 (3)
C37	0.071 (3)	0.071 (3)	0.089 (4)	0.027 (3)	−0.001 (3)	0.012 (3)
C44	0.125 (4)	0.070 (3)	0.070 (4)	0.020 (3)	0.018 (3)	0.035 (3)
C3	0.077 (3)	0.071 (3)	0.094 (4)	0.011 (2)	−0.003 (3)	0.031 (3)
C4	0.075 (3)	0.076 (3)	0.091 (4)	0.024 (2)	0.020 (3)	0.040 (3)
C5A	0.072 (3)	0.061 (3)	0.070 (3)	0.029 (2)	0.020 (2)	0.037 (3)
C7A	0.071 (3)	0.067 (3)	0.058 (3)	0.031 (2)	0.020 (2)	0.039 (2)
C8A	0.063 (3)	0.066 (3)	0.069 (3)	0.024 (2)	0.014 (2)	0.040 (2)
C9	0.081 (3)	0.080 (3)	0.074 (3)	0.030 (2)	0.022 (2)	0.040 (2)
C10	0.094 (3)	0.085 (3)	0.067 (3)	0.023 (3)	0.009 (3)	0.034 (3)
C11	0.079 (3)	0.094 (4)	0.092 (4)	0.013 (3)	−0.001 (3)	0.046 (3)
C6A	0.077 (3)	0.056 (3)	0.056 (3)	0.030 (2)	0.018 (2)	0.032 (2)
C1A	0.084 (4)	0.067 (8)	0.055 (4)	0.019 (4)	0.011 (3)	0.016 (3)
C2	0.109 (4)	0.077 (3)	0.073 (3)	0.026 (3)	0.010 (3)	0.026 (3)
N1A	0.068 (3)	0.064 (3)	0.060 (3)	0.021 (2)	0.012 (2)	0.031 (2)
C21	0.071 (3)	0.088 (3)	0.079 (4)	0.004 (3)	0.011 (3)	0.018 (3)
C20	0.056 (2)	0.071 (3)	0.076 (3)	0.014 (2)	0.009 (2)	0.031 (2)
C19B	0.085 (9)	0.058 (6)	0.049 (7)	0.024 (6)	0.018 (7)	0.032 (5)
C13	0.113 (4)	0.067 (3)	0.071 (3)	0.027 (3)	0.018 (3)	0.023 (2)
C14	0.086 (3)	0.078 (3)	0.068 (3)	0.012 (3)	−0.004 (3)	0.026 (2)
C16A	0.064 (3)	0.069 (4)	0.053 (4)	0.030 (3)	0.015 (3)	0.032 (3)
C15	0.084 (3)	0.068 (3)	0.055 (3)	0.017 (2)	0.006 (2)	0.027 (2)
C22	0.066 (3)	0.144 (5)	0.083 (4)	0.028 (3)	0.002 (3)	0.038 (3)
N3B	0.070 (9)	0.079 (8)	0.068 (11)	0.041 (7)	0.035 (6)	0.042 (6)
C29A	0.070 (3)	0.069 (3)	0.073 (4)	0.037 (3)	0.035 (3)	0.046 (3)
C25	0.084 (3)	0.101 (4)	0.073 (3)	0.018 (3)	0.000 (3)	0.046 (3)
C26	0.087 (3)	0.092 (3)	0.074 (3)	0.039 (3)	0.023 (3)	0.044 (3)
C27A	0.090 (4)	0.075 (4)	0.059 (5)	0.042 (4)	0.028 (3)	0.034 (3)
C24	0.120 (4)	0.073 (3)	0.075 (4)	0.027 (3)	0.013 (3)	0.027 (3)
C33	0.066 (3)	0.152 (5)	0.089 (4)	0.011 (3)	0.011 (3)	0.053 (4)
C32	0.090 (4)	0.089 (3)	0.089 (4)	0.001 (3)	0.029 (3)	0.029 (3)
N2A	0.062 (5)	0.070 (4)	0.056 (5)	0.031 (4)	0.020 (3)	0.034 (3)
C19A	0.048 (4)	0.076 (5)	0.059 (4)	0.024 (4)	0.023 (4)	0.032 (4)
C18A	0.057 (3)	0.060 (3)	0.058 (4)	0.018 (3)	0.021 (3)	0.031 (3)
S3B	0.064 (3)	0.057 (3)	0.070 (3)	0.027 (2)	0.011 (2)	0.028 (3)
C18B	0.060 (6)	0.060 (5)	0.051 (6)	0.023 (5)	0.020 (4)	0.037 (4)
C17B	0.045 (6)	0.086 (8)	0.055 (7)	0.033 (6)	0.020 (4)	0.031 (6)
N2B	0.060 (8)	0.067 (7)	0.053 (9)	0.033 (6)	0.026 (5)	0.035 (5)
C29B	0.076 (7)	0.071 (6)	0.054 (7)	0.034 (6)	0.026 (5)	0.038 (5)
S6A	0.0629 (12)	0.0996 (17)	0.0865 (18)	0.0343 (12)	0.0198 (11)	0.0396 (13)
S6B	0.104 (5)	0.066 (4)	0.075 (6)	0.033 (4)	0.004 (5)	0.017 (4)
N3A	0.078 (5)	0.073 (4)	0.078 (6)	0.042 (4)	0.031 (4)	0.043 (4)
S7B	0.063 (2)	0.061 (2)	0.082 (4)	0.027 (2)	0.015 (2)	0.027 (2)
N4B	0.083 (10)	0.064 (10)	0.081 (11)	0.023 (8)	0.015 (7)	0.031 (7)
C38B	0.093 (11)	0.043 (11)	0.058 (10)	0.009 (7)	0.018 (8)	0.000 (8)
C39B	0.080 (11)	0.048 (11)	0.078 (10)	0.008 (7)	0.018 (8)	0.019 (8)
C16B	0.055 (7)	0.065 (6)	0.059 (7)	0.025 (5)	0.020 (6)	0.029 (5)
C38A	0.081 (5)	0.052 (4)	0.072 (5)	0.022 (3)	−0.016 (3)	0.016 (4)
C30A	0.056 (4)	0.076 (4)	0.074 (4)	0.008 (3)	0.013 (3)	0.053 (3)
C41B	0.089 (13)	0.050 (11)	0.082 (11)	−0.015 (8)	−0.008 (8)	0.031 (9)
C17A	0.080 (5)	0.057 (4)	0.045 (4)	0.029 (4)	0.022 (4)	0.029 (3)
C28A	0.075 (4)	0.061 (3)	0.052 (4)	0.030 (3)	0.022 (3)	0.032 (3)
C30B	0.091 (9)	0.070 (8)	0.063 (10)	0.017 (7)	0.021 (8)	0.037 (7)
S5B	0.069 (3)	0.072 (3)	0.089 (4)	0.040 (3)	0.029 (3)	0.050 (3)
C28B	0.048 (6)	0.088 (7)	0.072 (8)	0.022 (6)	0.024 (5)	0.057 (6)
C31	0.077 (3)	0.080 (3)	0.097 (4)	0.026 (2)	0.031 (3)	0.054 (3)
C27B	0.078 (10)	0.087 (8)	0.095 (11)	0.028 (7)	0.018 (7)	0.047 (6)
C40B	0.068 (9)	0.055 (9)	0.076 (10)	0.006 (7)	0.000 (7)	0.014 (7)
C12A	0.115 (7)	0.070 (6)	0.062 (10)	0.032 (6)	0.021 (6)	0.028 (5)
S4A	0.0711 (15)	0.1112 (19)	0.088 (3)	0.0455 (14)	0.0093 (17)	0.0321 (15)
S4B	0.106 (4)	0.068 (3)	0.065 (4)	0.025 (3)	0.015 (3)	0.027 (3)
C23A	0.087 (6)	0.077 (8)	0.066 (8)	0.047 (6)	0.028 (5)	0.037 (6)
S1B	0.071 (8)	0.076 (10)	0.091 (8)	0.035 (7)	0.035 (6)	0.036 (7)
C1B	0.062 (11)	0.106 (19)	0.084 (11)	0.031 (15)	0.018 (9)	0.033 (16)
C5B	0.068 (8)	0.057 (9)	0.076 (6)	0.024 (8)	0.019 (6)	0.041 (8)
N1B	0.065 (9)	0.057 (14)	0.075 (9)	0.035 (10)	0.014 (7)	0.044 (10)
C7B	0.069 (9)	0.067 (12)	0.079 (8)	0.026 (10)	0.016 (8)	0.044 (10)
C6B	0.068 (8)	0.057 (9)	0.076 (6)	0.024 (8)	0.019 (6)	0.041 (8)
C8B	0.078 (10)	0.062 (14)	0.082 (9)	0.015 (13)	0.007 (8)	0.037 (13)
S2B	0.096 (8)	0.069 (12)	0.089 (10)	−0.002 (8)	0.016 (8)	0.027 (10)

Geometric parameters (Å, º) top

S7A—C38A	1.719 (8)	C20—H20	0.9300
S7A—C40A	1.739 (8)	C19B—C18B	1.42 (2)
S8A—C44	1.645 (6)	C19B—S4B	1.71 (2)
S8A—C41A	1.699 (9)	C19B—C15	1.71 (2)
C34A—C35	1.401 (17)	C13—C14	1.346 (7)
C34A—C39A	1.447 (12)	C13—C12A	1.377 (16)
C34A—H34A	0.9300	C13—S4B	1.549 (13)
C34B—C39B	1.27 (3)	C13—H13	0.9300
C34B—C44	1.380 (19)	C14—C15	1.405 (6)
C34B—H34B	0.9300	C14—H14	0.9300
S1A—C5A	1.719 (6)	C16A—C15	1.259 (8)
S1A—C7A	1.732 (5)	C16A—C17A	1.416 (10)
S2A—C11	1.680 (6)	C15—H15	0.9300
S2A—C8A	1.705 (5)	C22—S4A	1.585 (8)
S3A—C16A	1.737 (7)	C22—H22	0.9300
S3A—C18A	1.756 (7)	N3B—C29B	1.28 (3)
C12B—C17B	1.36 (2)	N3B—C28B	1.409 (16)
C12B—C22	1.425 (19)	C29A—N3A	1.288 (11)
C12B—H12B	0.9300	C29A—C30A	1.467 (10)
S5A—C27A	1.728 (8)	C25—C26	1.361 (7)
S5A—C29A	1.748 (7)	C25—C24	1.374 (7)
C23B—C28B	1.376 (17)	C25—H25	0.9300
C23B—C33	1.387 (17)	C26—C27A	1.275 (9)
C23B—H23B	0.9300	C26—C30B	1.479 (17)
S8B—C35	1.566 (14)	C26—H26	0.9300
S8B—C41B	1.855 (18)	C27A—C28A	1.381 (9)
C43—C44	1.350 (7)	C24—S6B	1.45 (2)
C43—C42	1.391 (8)	C24—C23A	1.48 (3)
C43—H43	0.9300	C24—H24	0.9300
C42—C38B	1.158 (16)	C33—C32	1.334 (8)
C42—C41A	1.512 (10)	C33—S6A	1.609 (7)
C42—H42	0.9300	C33—H33	0.9300
C41A—C40A	1.489 (11)	C32—C31	1.383 (8)
C40A—N4A	1.302 (9)	C32—H32	0.9300
N4A—C39A	1.417 (9)	N2A—C18A	1.310 (11)
C39A—C38A	1.375 (8)	N2A—C17A	1.393 (11)
C35—C36	1.359 (6)	C19A—C18A	1.412 (11)
C35—H35	0.9300	C19A—S4A	1.723 (10)
C36—C37	1.352 (7)	S3B—C18B	1.730 (15)
C36—H36	0.9300	S3B—C16B	1.751 (16)
C37—C38A	1.279 (8)	C18B—N2B	1.31 (2)
C37—C41B	1.515 (16)	C17B—C16B	1.397 (18)
C37—H37	0.9300	C17B—N2B	1.43 (2)
C44—H44	0.9300	C29B—C30B	1.51 (3)
C3—C2	1.378 (7)	C29B—S5B	1.785 (18)
C3—C4	1.392 (7)	S6A—C30A	1.772 (9)
C3—H3	0.9300	S6B—C30B	1.88 (3)
C4—C5A	1.366 (7)	N3A—C28A	1.436 (11)
C4—C8B	1.510 (17)	S7B—C38B	1.705 (15)
C4—H4	0.9300	S7B—C40B	1.83 (3)
C5A—C6A	1.382 (6)	N4B—C40B	1.24 (3)
C7A—N1A	1.322 (7)	N4B—C39B	1.393 (17)
C7A—C8A	1.444 (7)	C38B—C39B	1.289 (17)
C8A—C9	1.404 (7)	C30A—C31	1.388 (9)
C9—C5B	1.256 (17)	C41B—C40B	1.531 (17)
C9—C10	1.389 (7)	C17A—C12A	1.466 (17)
C9—H9	0.9300	C28A—C23A	1.34 (3)
C10—C11	1.320 (6)	S5B—C27B	1.457 (14)
C10—H10	0.9300	C28B—C27B	1.365 (16)
C11—C1B	1.37 (2)	C31—C27B	1.401 (14)
C11—H11	0.9300	C31—H31	0.9300
C6A—N1A	1.390 (6)	C12A—H12A	0.9300
C6A—C1A	1.447 (8)	C23A—H23A	0.9300
C1A—C2	1.311 (9)	S1B—C5B	1.688 (18)
C1A—H1A	0.9300	S1B—C7B	1.730 (19)
C2—S2B	1.604 (17)	C1B—C6B	1.397 (19)
C2—H2	0.9300	C1B—H1B	0.9300
C21—C22	1.364 (7)	C5B—C6B	1.367 (19)
C21—C20	1.392 (7)	N1B—C7B	1.38 (4)
C21—H21	0.9300	N1B—C6B	1.46 (2)
C20—C16B	1.174 (15)	C7B—C8B	1.458 (19)
C20—C19A	1.496 (10)	C8B—S2B	1.690 (19)

C38A—S7A—C40A	89.9 (3)	S4A—C22—H22	122.1
C44—S8A—C41A	93.1 (4)	C29B—N3B—C28B	111.9 (18)
C35—C34A—C39A	115.0 (11)	N3A—C29A—C30A	126.5 (7)
C35—C34A—H34A	122.5	N3A—C29A—S5A	116.5 (7)
C39A—C34A—H34A	122.5	C30A—C29A—S5A	116.9 (5)
C39B—C34B—C44	130 (2)	C26—C25—C24	119.2 (5)
C39B—C34B—H34B	115.1	C26—C25—H25	120.4
C44—C34B—H34B	115.1	C24—C25—H25	120.4
C5A—S1A—C7A	89.4 (3)	C27A—C26—C25	126.8 (6)
C11—S2A—C8A	90.9 (3)	C25—C26—C30B	99.8 (10)
C16A—S3A—C18A	90.0 (4)	C27A—C26—H26	116.6
C17B—C12B—C22	128 (3)	C25—C26—H26	116.6
C17B—C12B—H12B	115.8	C26—C27A—C28A	117.0 (7)
C22—C12B—H12B	115.8	C26—C27A—S5A	132.9 (6)
C27A—S5A—C29A	89.2 (4)	C28A—C27A—S5A	110.1 (6)
C28B—C23B—C33	135 (2)	C25—C24—S6B	122.1 (8)
C28B—C23B—H23B	112.3	C25—C24—C23A	115.7 (11)
C33—C23B—H23B	112.3	C25—C24—H24	122.2
C35—S8B—C41B	92.9 (8)	C23A—C24—H24	122.2
C44—C43—C42	115.8 (5)	C32—C33—C23B	109.2 (11)
C44—C43—H43	122.1	C32—C33—S6A	115.7 (5)
C42—C43—H43	122.1	C32—C33—H33	122.2
C38B—C42—C43	129.5 (9)	S6A—C33—H33	122.2
C43—C42—C41A	106.9 (5)	C33—C32—C31	114.2 (5)
C43—C42—H42	126.6	C33—C32—H32	122.9
C41A—C42—H42	126.6	C31—C32—H32	122.9
C40A—C41A—C42	128.9 (7)	C18A—N2A—C17A	113.3 (9)
C40A—C41A—S8A	120.8 (6)	C18A—C19A—C20	129.6 (7)
C42—C41A—S8A	110.2 (6)	C18A—C19A—S4A	119.6 (6)
N4A—C40A—C41A	118.9 (9)	C20—C19A—S4A	110.8 (6)
N4A—C40A—S7A	117.5 (7)	N2A—C18A—C19A	125.9 (8)
C41A—C40A—S7A	123.6 (5)	N2A—C18A—S3A	113.6 (7)
C40A—N4A—C39A	106.2 (8)	C19A—C18A—S3A	120.5 (6)
C38A—C39A—N4A	118.8 (6)	C18B—S3B—C16B	88.9 (7)
C38A—C39A—C34A	120.2 (9)	N2B—C18B—C19B	124.3 (16)
N4A—C39A—C34A	121.0 (9)	N2B—C18B—S3B	117.3 (12)
C36—C35—C34A	120.8 (6)	C19B—C18B—S3B	118.4 (12)
C36—C35—S8B	114.1 (6)	C12B—C17B—C16B	112 (2)
C36—C35—H35	119.6	C12B—C17B—N2B	132.5 (18)
C34A—C35—H35	119.6	C16B—C17B—N2B	114.2 (13)
C37—C36—C35	120.5 (5)	C18B—N2B—C17B	109.4 (14)
C37—C36—H36	119.7	N3B—C29B—C30B	136.5 (19)
C35—C36—H36	119.7	N3B—C29B—S5B	112.4 (14)
C38A—C37—C36	122.6 (5)	C30B—C29B—S5B	111.1 (13)
C36—C37—C41B	106.5 (9)	C33—S6A—C30A	90.1 (4)
C38A—C37—H37	118.7	C24—S6B—C30B	86.2 (12)
C36—C37—H37	118.7	C29A—N3A—C28A	109.5 (8)
C43—C44—C34B	108.4 (13)	C38B—S7B—C40B	84.3 (8)
C43—C44—S8A	114.0 (4)	C40B—N4B—C39B	120 (3)
C43—C44—H44	123.0	C42—C38B—C39B	116.9 (16)
S8A—C44—H44	123.0	C42—C38B—S7B	120.2 (14)
C2—C3—C4	120.3 (5)	C39B—C38B—S7B	119.3 (15)
C2—C3—H3	119.8	C34B—C39B—C38B	116.9 (18)
C4—C3—H3	119.8	C34B—C39B—N4B	137 (2)
C5A—C4—C3	120.0 (5)	C38B—C39B—N4B	105.6 (19)
C3—C4—C8B	92.8 (8)	C20—C16B—C17B	117.8 (14)
C5A—C4—H4	120.0	C20—C16B—S3B	132.0 (11)
C3—C4—H4	120.0	C17B—C16B—S3B	110.1 (11)
C4—C5A—C6A	119.3 (5)	C37—C38A—C39A	120.9 (7)
C4—C5A—S1A	130.1 (4)	C37—C38A—S7A	131.4 (6)
C6A—C5A—S1A	110.6 (4)	C39A—C38A—S7A	107.7 (6)
N1A—C7A—C8A	123.9 (4)	C31—C30A—C29A	133.7 (7)
N1A—C7A—S1A	115.0 (4)	C31—C30A—S6A	110.4 (6)
C8A—C7A—S1A	121.1 (4)	C29A—C30A—S6A	115.7 (6)
C9—C8A—C7A	128.0 (5)	C37—C41B—C40B	156.6 (19)
C9—C8A—S2A	111.0 (4)	C37—C41B—S8B	106.0 (11)
C7A—C8A—S2A	121.0 (4)	C40B—C41B—S8B	97.4 (16)
C5B—C9—C10	138.7 (12)	N2A—C17A—C16A	113.1 (7)
C10—C9—C8A	110.7 (4)	N2A—C17A—C12A	126.7 (10)
C10—C9—H9	124.7	C16A—C17A—C12A	119.8 (10)
C8A—C9—H9	124.7	C23A—C28A—C27A	122.5 (14)
C11—C10—C9	113.5 (5)	C23A—C28A—N3A	122.9 (14)
C11—C10—H10	123.3	C27A—C28A—N3A	114.6 (7)
C9—C10—H10	123.3	C26—C30B—C29B	142.0 (19)
C10—C11—C1B	107.3 (19)	C26—C30B—S6B	112.7 (15)
C10—C11—S2A	113.9 (4)	C29B—C30B—S6B	105.0 (14)
C10—C11—H11	123.1	C27B—S5B—C29B	85.7 (8)
S2A—C11—H11	123.1	C27B—C28B—C23B	117.4 (16)
C5A—C6A—N1A	114.5 (4)	C27B—C28B—N3B	103.7 (14)
C5A—C6A—C1A	119.7 (5)	C23B—C28B—N3B	138.8 (17)
N1A—C6A—C1A	125.8 (5)	C32—C31—C30A	109.6 (6)
C2—C1A—C6A	119.1 (6)	C32—C31—C27B	138.9 (8)
C2—C1A—H1A	120.4	C32—C31—H31	125.2
C6A—C1A—H1A	120.4	C30A—C31—H31	125.2
C1A—C2—C3	121.5 (6)	C28B—C27B—C31	104.7 (12)
C3—C2—S2B	118.1 (8)	C28B—C27B—S5B	126.1 (12)
C1A—C2—H2	119.2	C31—C27B—S5B	129.2 (12)
C3—C2—H2	119.2	N4B—C40B—C41B	144 (3)
C7A—N1A—C6A	110.5 (4)	N4B—C40B—S7B	109 (2)
C22—C21—C20	115.1 (5)	C41B—C40B—S7B	107.3 (17)
C22—C21—H21	122.5	C13—C12A—C17A	116.9 (15)
C20—C21—H21	122.5	C13—C12A—H12A	121.6
C16B—C20—C21	133.2 (9)	C17A—C12A—H12A	121.6
C21—C20—C19A	105.8 (5)	C22—S4A—C19A	92.3 (4)
C21—C20—H20	127.1	C13—S4B—C19B	89.5 (9)
C19A—C20—H20	127.1	C28A—C23A—C24	119 (2)
C18B—C19B—S4B	117.0 (15)	C28A—C23A—H23A	120.6
C18B—C19B—C15	128.7 (16)	C24—C23A—H23A	120.6
S4B—C19B—C15	113.2 (12)	C5B—S1B—C7B	89.3 (12)
C14—C13—C12A	119.6 (9)	C11—C1B—C6B	137 (3)
C14—C13—S4B	121.6 (5)	C11—C1B—H1B	111.7
C14—C13—H13	120.2	C6B—C1B—H1B	111.7
C12A—C13—H13	120.2	C9—C5B—C6B	111.8 (17)
C13—C14—C15	119.6 (5)	C9—C5B—S1B	127.1 (19)
C13—C14—H14	120.2	C6B—C5B—S1B	121.0 (18)
C15—C14—H14	120.2	C7B—N1B—C6B	118 (3)
C15—C16A—C17A	117.1 (7)	N1B—C7B—C8B	134 (2)
C15—C16A—S3A	133.1 (6)	N1B—C7B—S1B	109.1 (18)
C17A—C16A—S3A	109.8 (5)	C8B—C7B—S1B	117 (2)
C16A—C15—C14	125.6 (6)	C5B—C6B—C1B	109 (2)
C14—C15—C19B	95.5 (8)	C5B—C6B—N1B	102 (2)
C16A—C15—H15	117.2	C1B—C6B—N1B	149 (3)
C14—C15—H15	117.2	C7B—C8B—C4	136.3 (17)
C21—C22—C12B	111.0 (14)	C7B—C8B—S2B	98.1 (15)
C21—C22—S4A	115.9 (4)	C4—C8B—S2B	125.5 (14)
C21—C22—H22	122.1	C2—S2B—C8B	83.1 (10)

C44—C43—C42—C38B	9.0 (19)	C40B—S7B—C38B—C42	169 (2)
C44—C43—C42—C41A	−0.7 (7)	C40B—S7B—C38B—C39B	11 (3)
C43—C42—C41A—C40A	179.1 (8)	C44—C34B—C39B—C38B	7 (9)
C43—C42—C41A—S8A	1.3 (8)	C44—C34B—C39B—N4B	−170 (4)
C44—S8A—C41A—C40A	−179.2 (7)	C42—C38B—C39B—C34B	9 (6)
C44—S8A—C41A—C42	−1.2 (7)	S7B—C38B—C39B—C34B	168 (4)
C42—C41A—C40A—N4A	178.6 (8)	C42—C38B—C39B—N4B	−173 (2)
S8A—C41A—C40A—N4A	−3.8 (11)	S7B—C38B—C39B—N4B	−14 (4)
C42—C41A—C40A—S7A	−1.3 (12)	C40B—N4B—C39B—C34B	−172 (5)
S8A—C41A—C40A—S7A	176.2 (5)	C40B—N4B—C39B—C38B	10 (4)
C38A—S7A—C40A—N4A	−0.5 (7)	C21—C20—C16B—C17B	4 (3)
C38A—S7A—C40A—C41A	179.4 (8)	C21—C20—C16B—S3B	−179.1 (9)
C41A—C40A—N4A—C39A	−179.1 (6)	C12B—C17B—C16B—C20	−11 (4)
S7A—C40A—N4A—C39A	0.8 (8)	N2B—C17B—C16B—C20	−179.0 (13)
C40A—N4A—C39A—C38A	−0.7 (10)	C12B—C17B—C16B—S3B	172 (3)
C40A—N4A—C39A—C34A	179.6 (12)	N2B—C17B—C16B—S3B	3 (2)
C35—C34A—C39A—C38A	0 (2)	C18B—S3B—C16B—C20	−178.6 (18)
C35—C34A—C39A—N4A	179.6 (10)	C18B—S3B—C16B—C17B	−1.4 (16)
C39A—C34A—C35—C36	0 (2)	C36—C37—C38A—C39A	−0.9 (15)
C41B—S8B—C35—C36	1.5 (16)	C36—C37—C38A—S7A	179.9 (8)
C34A—C35—C36—C37	0.2 (13)	N4A—C39A—C38A—C37	−178.9 (9)
S8B—C35—C36—C37	−1.4 (9)	C34A—C39A—C38A—C37	0.8 (17)
C35—C36—C37—C38A	0.4 (10)	N4A—C39A—C38A—S7A	0.4 (11)
C35—C36—C37—C41B	0.3 (17)	C34A—C39A—C38A—S7A	−179.9 (11)
C42—C43—C44—C34B	7 (3)	C40A—S7A—C38A—C37	179.3 (12)
C42—C43—C44—S8A	−0.2 (7)	C40A—S7A—C38A—C39A	0.0 (8)
C39B—C34B—C44—C43	−15 (7)	N3A—C29A—C30A—C31	−179.8 (10)
C41A—S8A—C44—C43	0.9 (6)	S5A—C29A—C30A—C31	1.7 (10)
C2—C3—C4—C5A	−2.3 (8)	N3A—C29A—C30A—S6A	5.4 (12)
C2—C3—C4—C8B	−2 (3)	S5A—C29A—C30A—S6A	−173.1 (5)
C3—C4—C5A—C6A	2.7 (8)	C33—S6A—C30A—C31	−0.5 (6)
C3—C4—C5A—S1A	−180.0 (5)	C33—S6A—C30A—C29A	175.6 (6)
C7A—S1A—C5A—C4	−177.3 (6)	C36—C37—C41B—C40B	−176 (7)
C7A—S1A—C5A—C6A	0.3 (4)	C36—C37—C41B—S8B	1 (2)
C5A—S1A—C7A—N1A	−0.1 (5)	C35—S8B—C41B—C37	−1 (2)
C5A—S1A—C7A—C8A	179.6 (4)	C35—S8B—C41B—C40B	177.3 (19)
N1A—C7A—C8A—C9	174.6 (5)	C18A—N2A—C17A—C16A	−2.4 (15)
S1A—C7A—C8A—C9	−5.0 (7)	C18A—N2A—C17A—C12A	−175 (2)
N1A—C7A—C8A—S2A	−3.5 (7)	C15—C16A—C17A—N2A	−179.5 (8)
S1A—C7A—C8A—S2A	176.9 (3)	S3A—C16A—C17A—N2A	1.3 (13)
C11—S2A—C8A—C9	−0.4 (4)	C15—C16A—C17A—C12A	−6 (2)
C11—S2A—C8A—C7A	177.9 (4)	S3A—C16A—C17A—C12A	174.4 (17)
C7A—C8A—C9—C10	−177.9 (5)	C26—C27A—C28A—C23A	−2 (2)
S2A—C8A—C9—C10	0.4 (5)	S5A—C27A—C28A—C23A	179.9 (18)
C5B—C9—C10—C11	−2 (3)	C26—C27A—C28A—N3A	176.4 (8)
C8A—C9—C10—C11	−0.1 (6)	S5A—C27A—C28A—N3A	−1.3 (12)
C9—C10—C11—C1B	13 (4)	C29A—N3A—C28A—C23A	178.3 (19)
C9—C10—C11—S2A	−0.2 (6)	C29A—N3A—C28A—C27A	−0.5 (14)
C8A—S2A—C11—C10	0.4 (5)	C25—C26—C30B—C29B	172 (3)
C4—C5A—C6A—N1A	177.4 (5)	C25—C26—C30B—S6B	0.3 (17)
S1A—C5A—C6A—N1A	−0.4 (6)	N3B—C29B—C30B—C26	−165 (3)
C4—C5A—C6A—C1A	−0.9 (13)	S5B—C29B—C30B—C26	15 (3)
S1A—C5A—C6A—C1A	−178.7 (11)	N3B—C29B—C30B—S6B	7 (3)
C5A—C6A—C1A—C2	−1 (2)	S5B—C29B—C30B—S6B	−173.2 (13)
N1A—C6A—C1A—C2	−179.5 (11)	C24—S6B—C30B—C26	1 (2)
C6A—C1A—C2—C3	2 (2)	C24—S6B—C30B—C29B	−174.0 (16)
C4—C3—C2—C1A	0.0 (14)	N3B—C29B—S5B—C27B	2 (2)
C4—C3—C2—S2B	3 (3)	C30B—C29B—S5B—C27B	−177.5 (16)
C8A—C7A—N1A—C6A	−179.8 (4)	C33—C23B—C28B—C27B	1 (7)
S1A—C7A—N1A—C6A	−0.2 (6)	C33—C23B—C28B—N3B	−176 (4)
C5A—C6A—N1A—C7A	0.4 (7)	C29B—N3B—C28B—C27B	4 (3)
C1A—C6A—N1A—C7A	178.5 (12)	C29B—N3B—C28B—C23B	−178 (4)
C22—C21—C20—C16B	−2.5 (15)	C33—C32—C31—C30A	0.1 (7)
C22—C21—C20—C19A	0.7 (7)	C33—C32—C31—C27B	−5.3 (18)
C12A—C13—C14—C15	7.2 (19)	C29A—C30A—C31—C32	−174.8 (7)
S4B—C13—C14—C15	−3.6 (11)	S6A—C30A—C31—C32	0.3 (7)
C18A—S3A—C16A—C15	−179.1 (7)	C23B—C28B—C27B—C31	0 (4)
C18A—S3A—C16A—C17A	0.0 (8)	N3B—C28B—C27B—C31	177.8 (18)
C17A—C16A—C15—C14	−0.7 (12)	C23B—C28B—C27B—S5B	179 (3)
S3A—C16A—C15—C14	178.3 (5)	N3B—C28B—C27B—S5B	−3 (3)
C13—C14—C15—C16A	0.5 (8)	C32—C31—C27B—C28B	3 (3)
C13—C14—C15—C19B	−2.1 (10)	C32—C31—C27B—S5B	−176.8 (11)
C18B—C19B—C15—C14	174 (2)	C29B—S5B—C27B—C28B	0 (2)
S4B—C19B—C15—C14	6.4 (16)	C29B—S5B—C27B—C31	180 (2)
C20—C21—C22—C12B	8 (3)	C39B—N4B—C40B—C41B	176 (4)
C20—C21—C22—S4A	−2.5 (8)	C39B—N4B—C40B—S7B	−3 (3)
C17B—C12B—C22—C21	−18 (6)	C37—C41B—C40B—N4B	173 (6)
C27A—S5A—C29A—N3A	−2.5 (9)	S8B—C41B—C40B—N4B	−4 (5)
C27A—S5A—C29A—C30A	176.1 (6)	C37—C41B—C40B—S7B	−8 (8)
C24—C25—C26—C27A	−1.6 (10)	S8B—C41B—C40B—S7B	175.1 (14)
C24—C25—C26—C30B	−1.3 (11)	C38B—S7B—C40B—N4B	−4.3 (19)
C25—C26—C27A—C28A	3.5 (14)	C38B—S7B—C40B—C41B	176 (2)
C25—C26—C27A—S5A	−179.5 (6)	C14—C13—C12A—C17A	−14 (3)
C29A—S5A—C27A—C26	−175.2 (10)	N2A—C17A—C12A—C13	−174.4 (17)
C29A—S5A—C27A—C28A	2.0 (8)	C16A—C17A—C12A—C13	13 (3)
C26—C25—C24—S6B	2.4 (16)	C21—C22—S4A—C19A	2.6 (7)
C26—C25—C24—C23A	−1.3 (17)	C18A—C19A—S4A—C22	177.1 (7)
C28B—C23B—C33—C32	−4 (7)	C20—C19A—S4A—C22	−2.1 (7)
C23B—C33—C32—C31	5 (3)	C14—C13—S4B—C19B	6.8 (15)
S6A—C33—C32—C31	−0.5 (7)	C18B—C19B—S4B—C13	−176.3 (18)
C21—C20—C19A—C18A	−178.0 (7)	C15—C19B—S4B—C13	−7.4 (17)
C21—C20—C19A—S4A	1.1 (7)	C27A—C28A—C23A—C24	0 (4)
C17A—N2A—C18A—C19A	−175.9 (9)	N3A—C28A—C23A—C24	−179.0 (16)
C17A—N2A—C18A—S3A	2.4 (12)	C25—C24—C23A—C28A	2 (3)
C20—C19A—C18A—N2A	−178.7 (8)	C10—C11—C1B—C6B	−22 (11)
S4A—C19A—C18A—N2A	2.2 (12)	C10—C9—C5B—C6B	−5 (6)
C20—C19A—C18A—S3A	3.2 (11)	C10—C9—C5B—S1B	177.5 (17)
S4A—C19A—C18A—S3A	−175.9 (5)	C7B—S1B—C5B—C9	−179 (4)
C16A—S3A—C18A—N2A	−1.4 (7)	C7B—S1B—C5B—C6B	4 (5)
C16A—S3A—C18A—C19A	177.0 (6)	C6B—N1B—C7B—C8B	171 (5)
S4B—C19B—C18B—N2B	−3 (3)	C6B—N1B—C7B—S1B	−5 (5)
C15—C19B—C18B—N2B	−169.5 (18)	C5B—S1B—C7B—N1B	1 (4)
S4B—C19B—C18B—S3B	176.0 (13)	C5B—S1B—C7B—C8B	−176 (4)
C15—C19B—C18B—S3B	9 (3)	C9—C5B—C6B—C1B	0 (7)
C16B—S3B—C18B—N2B	−0.9 (14)	S1B—C5B—C6B—C1B	177 (5)
C16B—S3B—C18B—C19B	−179.7 (15)	C9—C5B—C6B—N1B	176 (4)
C22—C12B—C17B—C16B	19 (6)	S1B—C5B—C6B—N1B	−7 (5)
C22—C12B—C17B—N2B	−175 (3)	C11—C1B—C6B—C5B	15 (12)
C19B—C18B—N2B—C17B	−178.4 (17)	C11—C1B—C6B—N1B	−157 (7)
S3B—C18B—N2B—C17B	3 (2)	C7B—N1B—C6B—C5B	7 (6)
C12B—C17B—N2B—C18B	−169 (4)	C7B—N1B—C6B—C1B	180 (9)
C16B—C17B—N2B—C18B	−4 (3)	N1B—C7B—C8B—C4	−175 (5)
C28B—N3B—C29B—C30B	176 (2)	S1B—C7B—C8B—C4	2 (9)
C28B—N3B—C29B—S5B	−4 (3)	N1B—C7B—C8B—S2B	3 (8)
C32—C33—S6A—C30A	0.5 (6)	S1B—C7B—C8B—S2B	179 (4)
C25—C24—S6B—C30B	−1.6 (18)	C3—C4—C8B—C7B	179 (7)
C30A—C29A—N3A—C28A	−176.4 (7)	C3—C4—C8B—S2B	1 (6)
S5A—C29A—N3A—C28A	2.1 (12)	C3—C2—S2B—C8B	−2 (4)
C43—C42—C38B—C39B	−18 (4)	C7B—C8B—S2B—C2	−178 (4)
C43—C42—C38B—S7B	−176.1 (8)	C4—C8B—S2B—C2	0 (6)

Trisodium bis(carboxymethoxy)bis(carboxylatomethoxy)calix[4]arene tris(carboxymethoxy)(carboxylatomethoxy)calix[4]arene–2-(thiophen-2-yl)-1,3-benzothiazole–dimethyl sulfoxide–water (1/1/2/2) (4) top

Crystal data top

3Na⁺·C₃₆H₃₂O₁₂²⁻·C₃₆H₃₃O₁₂⁻·C₁₁H₇NS₂·2C₂H₆OS	F(000) = 3736
M_r = 1788.77	D_x = 1.418 Mg m⁻³
Monoclinic, P2₁/n	Cu Kα radiation, λ = 1.54178 Å
a = 15.4853 (5) Å	Cell parameters from 2593 reflections
b = 32.7646 (9) Å	θ = 3.0–34.1°
c = 16.8635 (4) Å	µ = 1.90 mm⁻¹
β = 101.633 (2)°	T = 296 K
V = 8380.3 (4) Å³	Plate, colourless
Z = 4	0.15 × 0.12 × 0.05 mm

Data collection top

Bruker APEXII CCD diffractometer	4365 reflections with I > 2σ(I)
CCD scans	R_int = 0.156
Absorption correction: multi-scan (Blessing, 1995)	θ_max = 66.5°, θ_min = 2.7°
T_min = 0.737, T_max = 0.916	h = −18→17
47875 measured reflections	k = −29→38
14526 independent reflections	l = −19→19

Refinement top

Refinement on F²	Hydrogen site location: mixed
Least-squares matrix: full	H-atom parameters constrained
R[F² > 2σ(F²)] = 0.101	w = 1/[σ²(F_o²) + (0.1691P)²] where P = (F_o² + 2F_c²)/3
wR(F²) = 0.360	(Δ/σ)_max = 0.048
S = 0.95	Δρ_max = 0.61 e Å⁻³
14526 reflections	Δρ_min = −0.59 e Å⁻³
1194 parameters	Extinction correction: SHELXL2014 (Sheldrick, 2015), Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
1534 restraints	Extinction coefficient: 0.00052 (9)

Special details top

Refinement. Refined as a 2-component inversion twin.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq	Occ. (<1)
Na1	0.7799 (2)	0.97697 (9)	0.21402 (19)	0.0636 (9)
O13	1.0265 (4)	0.81568 (16)	0.0361 (3)	0.0594 (14)
Na3	0.9024 (2)	0.80401 (9)	0.10487 (19)	0.0630 (9)
O19	0.8220 (4)	0.74385 (16)	0.1431 (3)	0.0600 (15)
Na2	0.8299 (3)	0.89466 (10)	0.1262 (2)	0.0766 (11)
O17	0.9639 (5)	0.85677 (17)	0.2021 (4)	0.0771 (17)
O16	1.0207 (4)	0.77923 (15)	0.2077 (3)	0.0568 (14)
O2W	0.1374 (8)	0.9749 (3)	0.1397 (6)	0.186 (5)
H2WA	0.1750	0.9514	0.1295	0.280*
H2WB	0.0991	0.9740	0.0855	0.280*
O20	0.8204 (5)	0.80580 (19)	0.2460 (4)	0.0805 (18)
O1W	0.5620 (7)	0.8605 (3)	0.2670 (6)	0.167 (4)
H1WA	0.5958	0.8716	0.3198	0.251*
H1WB	0.5829	0.8320	0.2607	0.251*
O22	0.8272 (4)	0.77961 (16)	−0.0256 (3)	0.0616 (15)
O23	0.7590 (4)	0.83207 (18)	0.0680 (4)	0.0714 (16)
O14	0.9061 (5)	0.87475 (18)	0.0241 (4)	0.0786 (17)
O7	0.6240 (4)	0.97807 (16)	0.1870 (3)	0.0636 (15)
O1	0.9038 (4)	1.01783 (18)	0.2858 (4)	0.0719 (16)
O9	0.5850 (5)	0.8909 (2)	0.0576 (4)	0.088 (2)
H9C	0.6134	0.8804	0.0269	0.132*
O4	0.7667 (4)	1.03043 (16)	0.1219 (3)	0.0656 (16)
O5	0.8769 (4)	0.96629 (17)	0.1224 (4)	0.0725 (16)
O6	0.8874 (5)	0.97622 (19)	−0.0055 (4)	0.099 (2)
O10	0.7569 (4)	0.96703 (16)	0.3495 (3)	0.0663 (16)
O11	0.7860 (5)	0.90825 (17)	0.2454 (4)	0.0797 (18)
O12	0.8136 (5)	0.86187 (19)	0.3436 (4)	0.095 (2)
H12C	0.8188	0.8464	0.3066	0.142*
O2	0.9751 (6)	0.9430 (2)	0.3275 (5)	0.115 (3)
O15	1.0036 (5)	0.92294 (19)	0.0035 (4)	0.097 (2)
H15C	0.9604	0.9378	−0.0012	0.145*
C56	0.9810 (8)	0.8855 (3)	0.0166 (6)	0.072 (3)
C55	1.0540 (7)	0.8573 (2)	0.0236 (6)	0.078 (3)
H55A	1.1003	0.8653	0.0687	0.094*
H55B	1.0778	0.8584	−0.0253	0.094*
C54	1.0787 (6)	0.7878 (2)	0.0027 (5)	0.059 (2)
C49	1.0516 (7)	0.7758 (3)	−0.0764 (5)	0.063 (2)
C48	0.9604 (7)	0.7871 (3)	−0.1235 (5)	0.071 (2)
H48A	0.9638	0.7954	−0.1780	0.085*
H48B	0.9371	0.8097	−0.0973	0.085*
C80	0.8997 (7)	0.7501 (3)	−0.1267 (5)	0.065 (2)
C81	0.8386 (6)	0.7462 (3)	−0.0764 (5)	0.057 (2)
C76	0.7885 (7)	0.7106 (3)	−0.0714 (5)	0.066 (2)
C75	0.7362 (6)	0.7051 (3)	−0.0078 (5)	0.066 (2)
H75A	0.6829	0.6900	−0.0297	0.079*
H75B	0.7193	0.7316	0.0099	0.079*
C71	0.7892 (6)	0.6822 (3)	0.0641 (5)	0.057 (2)
C72	0.8332 (6)	0.7018 (3)	0.1333 (5)	0.056 (2)
C73	0.7429 (7)	0.7509 (3)	0.1726 (6)	0.077 (3)
H73A	0.7325	0.7279	0.2056	0.092*
H73B	0.6936	0.7526	0.1269	0.092*
C74	0.7465 (9)	0.7890 (3)	0.2214 (7)	0.078 (3)
O21	0.6757 (5)	0.8004 (2)	0.2371 (5)	0.107 (3)
C65	1.0060 (8)	0.8450 (3)	0.2658 (6)	0.071 (3)
C64	1.0440 (6)	0.8035 (2)	0.2796 (5)	0.065 (2)
H64A	1.1076	0.8054	0.2953	0.078*
H64B	1.0222	0.7905	0.3234	0.078*
C63	1.0717 (6)	0.7429 (2)	0.2129 (5)	0.0519 (19)
C62	1.0402 (6)	0.7085 (3)	0.2450 (5)	0.058 (2)
C66	0.9483 (6)	0.7052 (2)	0.2639 (5)	0.062 (2)
H66A	0.9240	0.7322	0.2681	0.075*
H66B	0.9510	0.6911	0.3150	0.075*
C67	0.8904 (6)	0.6814 (2)	0.1952 (5)	0.055 (2)
C82	0.7548 (7)	0.8055 (3)	−0.0644 (5)	0.074 (3)
H82A	0.7070	0.7886	−0.0930	0.088*
H82B	0.7743	0.8230	−0.1036	0.088*
C83	0.7229 (7)	0.8306 (3)	−0.0041 (6)	0.070 (2)
O24	0.6513 (5)	0.8503 (2)	−0.0341 (4)	0.099 (3)
C53	1.1560 (7)	0.7734 (3)	0.0517 (6)	0.063 (2)
C57	1.1796 (6)	0.7806 (3)	0.1429 (5)	0.068 (2)
H57A	1.2428	0.7846	0.1595	0.081*
H57B	1.1504	0.8051	0.1564	0.081*
C58	1.1519 (6)	0.7449 (3)	0.1868 (5)	0.060 (2)
C59	1.2061 (7)	0.7097 (3)	0.1977 (5)	0.071 (3)
H59	1.2603	0.7099	0.1818	0.085*
C60	1.1786 (7)	0.6755 (3)	0.2316 (6)	0.077 (3)
H60	1.2149	0.6527	0.2394	0.093*
C61	1.0981 (7)	0.6743 (3)	0.2544 (5)	0.074 (3)
H61	1.0810	0.6504	0.2766	0.089*
C52	1.2124 (7)	0.7497 (3)	0.0162 (6)	0.075 (3)
H52	1.2658	0.7405	0.0466	0.090*
C51	1.1873 (7)	0.7399 (3)	−0.0658 (6)	0.081 (3)
H51	1.2249	0.7246	−0.0906	0.098*
C50	1.1079 (7)	0.7526 (3)	−0.1101 (5)	0.072 (3)
H50	1.0920	0.7452	−0.1644	0.087*
C79	0.9051 (7)	0.7176 (3)	−0.1797 (5)	0.078 (3)
H79	0.9430	0.7191	−0.2160	0.093*
C78	0.8539 (7)	0.6836 (3)	−0.1775 (6)	0.082 (3)
H78	0.8572	0.6624	−0.2135	0.099*
C77	0.7985 (7)	0.6795 (3)	−0.1246 (6)	0.078 (3)
H77	0.7669	0.6554	−0.1242	0.093*
C70	0.7962 (7)	0.6396 (3)	0.0617 (6)	0.072 (3)
H70	0.7667	0.6253	0.0166	0.087*
C69	0.8463 (7)	0.6189 (3)	0.1254 (6)	0.071 (3)
H69	0.8482	0.5905	0.1247	0.086*
C68	0.8932 (7)	0.6397 (3)	0.1894 (6)	0.071 (3)
H68	0.9285	0.6252	0.2310	0.085*
C38	0.6273 (7)	0.9224 (3)	0.0924 (6)	0.066 (2)
C37	0.5779 (7)	0.9427 (3)	0.1492 (6)	0.071 (3)
H37A	0.5201	0.9508	0.1196	0.085*
H37B	0.5697	0.9234	0.1907	0.085*
C36	0.5629 (6)	1.0070 (3)	0.2041 (5)	0.058 (2)
C35	0.5321 (6)	1.0037 (3)	0.2746 (6)	0.065 (2)
C39	0.5705 (6)	0.9728 (3)	0.3411 (5)	0.071 (2)
H39A	0.5963	0.9501	0.3171	0.085*
H39B	0.5234	0.9621	0.3654	0.085*
C40	0.6414 (7)	0.9926 (3)	0.4074 (5)	0.066 (2)
C45	0.7299 (7)	0.9918 (3)	0.4076 (5)	0.064 (2)
C44	0.7933 (7)	1.0127 (3)	0.4628 (6)	0.064 (2)
C12	0.8874 (6)	1.0162 (3)	0.4516 (6)	0.076 (3)
H12A	0.9015	0.9929	0.4211	0.091*
H12B	0.9270	1.0161	0.5040	0.091*
C13	0.9003 (6)	1.0554 (3)	0.4067 (6)	0.074 (3)
C18	0.9001 (6)	1.0555 (3)	0.3243 (6)	0.068 (2)
C19	0.9910 (7)	1.0084 (3)	0.2743 (7)	0.084 (3)
H19A	1.0339	1.0244	0.3114	0.101*
H19B	0.9961	1.0154	0.2195	0.101*
C20	1.0092 (8)	0.9644 (4)	0.2888 (7)	0.087 (3)
O3	1.0766 (6)	0.9497 (2)	0.2612 (6)	0.132 (3)
H3C	1.0985	0.9680	0.2384	0.198*
C31	0.5350 (6)	1.0372 (3)	0.1467 (6)	0.062 (2)
C30	0.5773 (6)	1.0435 (3)	0.0756 (5)	0.070 (2)
H30A	0.5327	1.0504	0.0284	0.083*
H30B	0.6058	1.0184	0.0640	0.083*
C26	0.6458 (7)	1.0778 (3)	0.0932 (5)	0.062 (2)
C27	0.7353 (7)	1.0705 (3)	0.1196 (5)	0.062 (2)
C28	0.7960 (7)	1.0206 (3)	0.0479 (5)	0.077 (3)
H28A	0.8259	1.0441	0.0311	0.093*
H28B	0.7450	1.0148	0.0056	0.093*
C29	0.8574 (7)	0.9844 (3)	0.0576 (6)	0.076 (3)
C22	0.7953 (7)	1.1009 (3)	0.1451 (6)	0.075 (3)
C21	0.8886 (6)	1.0929 (3)	0.1882 (6)	0.076 (2)
H21A	0.9265	1.1141	0.1743	0.091*
H21B	0.9080	1.0670	0.1698	0.091*
C16	0.8996 (7)	1.1287 (3)	0.3229 (8)	0.091 (3)
H16	0.8971	1.1534	0.2955	0.109*
C15	0.9053 (7)	1.1283 (3)	0.4058 (8)	0.094 (3)
H15	0.9101	1.1529	0.4339	0.112*
C14	0.9039 (7)	1.0928 (3)	0.4467 (7)	0.089 (3)
H14	0.9053	1.0933	0.5021	0.106*
C46	0.7787 (7)	0.9272 (3)	0.3804 (5)	0.071 (3)
H46A	0.7323	0.9174	0.4065	0.086*
H46B	0.8328	0.9284	0.4211	0.086*
C47	0.7906 (7)	0.8975 (3)	0.3148 (6)	0.075 (3)
C34	0.4638 (7)	1.0294 (3)	0.2864 (6)	0.076 (3)
H34	0.4410	1.0273	0.3332	0.091*
C33	0.4311 (7)	1.0576 (3)	0.2285 (6)	0.079 (3)
H33	0.3836	1.0737	0.2348	0.095*
C32	0.4671 (7)	1.0623 (3)	0.1614 (6)	0.074 (3)
H32	0.4458	1.0828	0.1246	0.089*
C41	0.6148 (7)	1.0157 (3)	0.4697 (6)	0.075 (3)
H41	0.5553	1.0180	0.4711	0.090*
C42	0.6763 (8)	1.0343 (3)	0.5275 (6)	0.075 (3)
H42	0.6590	1.0476	0.5704	0.091*
C43	0.7647 (7)	1.0335 (3)	0.5227 (6)	0.075 (3)
H43	0.8054	1.0476	0.5612	0.090*
C23	0.7642 (8)	1.1421 (3)	0.1352 (6)	0.080 (3)
H23	0.8031	1.1637	0.1500	0.096*
C24	0.6768 (8)	1.1496 (3)	0.1036 (6)	0.081 (3)
H24	0.6575	1.1764	0.0946	0.097*
C25	0.6182 (7)	1.1186 (3)	0.0853 (5)	0.070 (3)
H25	0.5588	1.1245	0.0673	0.084*
C17	0.8977 (6)	1.0916 (3)	0.2796 (7)	0.074 (2)
O8	0.6991 (5)	0.93465 (19)	0.0826 (4)	0.0787 (17)
O18	1.0286 (5)	0.86660 (19)	0.3316 (4)	0.101 (3)
H18C	1.0076	0.8896	0.3239	0.151*
S1S1	0.3331 (5)	0.9132 (2)	0.1262 (4)	0.1557 (18)	0.682 (2)
C2S	0.3441 (12)	0.9276 (4)	0.2356 (9)	0.216 (7)
H2S1	0.4054	0.9307	0.2600	0.323*	0.682 (2)
H2S2	0.3139	0.9529	0.2394	0.323*	0.682 (2)
H2S3	0.3187	0.9066	0.2633	0.323*	0.682 (2)
H2S4	0.3849	0.9153	0.2796	0.323*	0.318 (2)
H2S5	0.3756	0.9449	0.2053	0.323*	0.318 (2)
H2S6	0.3018	0.9436	0.2567	0.323*	0.318 (2)
C1S	0.3705 (12)	0.8624 (4)	0.1223 (9)	0.203 (6)
H1S1	0.4338	0.8622	0.1313	0.305*	0.682 (2)
H1S2	0.3515	0.8465	0.1633	0.305*	0.682 (2)
H1S3	0.3467	0.8510	0.0700	0.305*	0.682 (2)
H1S4	0.4100	0.8467	0.1620	0.305*	0.318 (2)
H1S5	0.3402	0.8446	0.0806	0.305*	0.318 (2)
H1S6	0.4036	0.8823	0.0989	0.305*	0.318 (2)
C4S	0.0170 (8)	0.6763 (2)	0.0130 (7)	0.111 (4)
H4S1	0.0323	0.6892	0.0650	0.167*	0.536 (3)
H4S2	0.0175	0.6962	−0.0287	0.167*	0.536 (3)
H4S3	−0.0407	0.6645	0.0064	0.167*	0.536 (3)
H4S4	−0.0141	0.6802	0.0562	0.167*	0.464 (3)
H4S5	0.0767	0.6856	0.0298	0.167*	0.464 (3)
H4S6	−0.0115	0.6915	−0.0336	0.167*	0.464 (3)
C3S	0.0874 (10)	0.5926 (3)	0.0608 (9)	0.185 (6)
H3S1	0.1091	0.5981	0.1172	0.277*	0.536 (3)
H3S2	0.0261	0.5854	0.0522	0.277*	0.536 (3)
H3S3	0.1201	0.5704	0.0441	0.277*	0.536 (3)
H3S4	0.0631	0.5909	0.1087	0.277*	0.464 (3)
H3S5	0.0929	0.5657	0.0399	0.277*	0.464 (3)
H3S6	0.1444	0.6052	0.0737	0.277*	0.464 (3)
O2S	0.0638 (10)	0.6206 (3)	−0.0755 (6)	0.242 (6)
S2S1	0.0995 (6)	0.6350 (3)	0.0054 (6)	0.1557 (18)	0.536 (3)
S2S2	0.0171 (6)	0.6221 (2)	−0.0127 (5)	0.121 (3)	0.464 (3)
S2B	0.3804 (15)	0.6137 (4)	0.2850 (5)	0.099 (3)	0.516 (3)
S2A	0.489 (2)	0.7443 (6)	0.1382 (6)	0.104 (3)	0.484 (3)
C3	0.2938 (8)	0.5534 (4)	0.2120 (9)	0.120 (4)
H3	0.2632	0.5289	0.2080	0.144*
C2	0.3307 (8)	0.5712 (4)	0.2866 (8)	0.108 (3)
H2	0.3319	0.5588	0.3364	0.130*
C4	0.3066 (8)	0.5758 (4)	0.1420 (8)	0.109 (3)
H4	0.2869	0.5621	0.0934	0.131*
C10	0.4826 (9)	0.7532 (4)	−0.0157 (8)	0.117 (4)
H10	0.4946	0.7657	−0.0619	0.140*
C9	0.5091 (8)	0.7693 (4)	0.0593 (7)	0.110 (4)
H9	0.5384	0.7942	0.0661	0.132*
C11	0.4357 (9)	0.7162 (5)	−0.0186 (7)	0.115 (4)
H11	0.4099	0.7007	−0.0634	0.137*
S1B	0.3602 (16)	0.6471 (5)	0.0315 (8)	0.095 (3)	0.516 (3)
S1A	0.3521 (19)	0.6337 (5)	0.0475 (9)	0.121 (4)	0.484 (3)
C5A	0.341 (2)	0.6117 (7)	0.1332 (13)	0.109 (6)	0.484 (3)
C6A	0.372 (2)	0.6286 (7)	0.2073 (13)	0.089 (5)	0.484 (3)
C1A	0.365 (6)	0.6093 (14)	0.2774 (16)	0.103 (8)	0.484 (3)
H1A	0.3858	0.6237	0.3250	0.124*	0.484 (3)
C5B	0.4156 (16)	0.6915 (6)	0.0324 (11)	0.080 (4)	0.516 (3)
C6B	0.4452 (18)	0.7070 (6)	0.1113 (10)	0.077 (4)	0.516 (3)
N1A	0.411 (2)	0.6639 (7)	0.1871 (11)	0.084 (5)	0.484 (3)
C8B	0.360 (2)	0.6125 (7)	0.1836 (10)	0.090 (5)	0.516 (3)
C1B	0.491 (6)	0.7443 (17)	0.1220 (15)	0.090 (7)	0.516 (3)
H1B	0.5104	0.7532	0.1749	0.108*	0.516 (3)
C7B	0.3815 (14)	0.6473 (6)	0.1345 (10)	0.079 (4)	0.516 (3)
C7A	0.4068 (16)	0.6726 (6)	0.1084 (11)	0.083 (4)	0.484 (3)
N1B	0.4261 (19)	0.6800 (6)	0.1712 (10)	0.073 (4)	0.516 (3)
C8A	0.438 (2)	0.7083 (7)	0.0699 (10)	0.090 (5)	0.484 (3)
O1S	0.2327 (8)	0.9115 (5)	0.1115 (9)	0.244 (6)
S1S2	0.2888 (9)	0.8890 (4)	0.1715 (9)	0.1557 (18)	0.318 (2)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Na1	0.074 (2)	0.0561 (19)	0.063 (2)	0.0048 (17)	0.0180 (18)	0.0056 (15)
O13	0.072 (4)	0.049 (3)	0.060 (3)	0.004 (3)	0.019 (3)	0.001 (3)
Na3	0.070 (2)	0.0554 (18)	0.062 (2)	0.0074 (17)	0.0108 (17)	−0.0017 (16)
O19	0.070 (4)	0.051 (3)	0.062 (4)	0.000 (3)	0.022 (3)	−0.004 (3)
Na2	0.085 (3)	0.061 (2)	0.090 (3)	0.0057 (19)	0.032 (2)	−0.0043 (18)
O17	0.103 (5)	0.056 (3)	0.072 (4)	0.006 (3)	0.017 (3)	−0.007 (3)
O16	0.074 (4)	0.048 (3)	0.049 (3)	0.002 (3)	0.013 (3)	−0.008 (2)
O2W	0.269 (14)	0.164 (9)	0.150 (9)	0.064 (9)	0.100 (9)	0.030 (7)
O20	0.099 (5)	0.066 (4)	0.077 (4)	0.009 (4)	0.019 (4)	−0.012 (3)
O1W	0.224 (12)	0.131 (8)	0.168 (9)	0.034 (8)	0.090 (8)	0.029 (7)
O22	0.069 (4)	0.061 (3)	0.054 (3)	0.017 (3)	0.010 (3)	−0.002 (3)
O23	0.083 (4)	0.070 (3)	0.061 (3)	0.013 (3)	0.013 (3)	−0.006 (3)
O14	0.084 (5)	0.063 (4)	0.092 (4)	0.010 (3)	0.024 (4)	−0.002 (3)
O7	0.070 (4)	0.051 (3)	0.069 (4)	0.000 (3)	0.012 (3)	−0.009 (3)
O1	0.071 (4)	0.066 (3)	0.079 (4)	0.008 (3)	0.015 (3)	−0.009 (3)
O9	0.078 (5)	0.092 (5)	0.090 (5)	0.012 (4)	0.007 (4)	−0.029 (4)
O4	0.083 (4)	0.053 (3)	0.066 (4)	0.014 (3)	0.029 (3)	0.005 (3)
O5	0.086 (4)	0.064 (3)	0.070 (4)	0.014 (3)	0.024 (3)	0.012 (3)
O6	0.150 (7)	0.080 (5)	0.080 (4)	0.035 (5)	0.054 (5)	0.013 (4)
O10	0.089 (5)	0.051 (3)	0.059 (3)	0.009 (3)	0.017 (3)	0.010 (3)
O11	0.120 (6)	0.056 (3)	0.065 (4)	0.011 (3)	0.023 (4)	0.006 (3)
O12	0.152 (7)	0.063 (4)	0.069 (4)	0.022 (4)	0.021 (4)	0.004 (3)
O2	0.175 (9)	0.067 (5)	0.120 (7)	0.015 (5)	0.071 (6)	0.012 (4)
O15	0.107 (6)	0.060 (4)	0.135 (6)	0.010 (4)	0.050 (5)	0.014 (4)
C56	0.088 (7)	0.064 (5)	0.071 (6)	0.006 (5)	0.029 (6)	0.004 (5)
C55	0.084 (7)	0.052 (5)	0.103 (8)	0.002 (5)	0.031 (6)	0.008 (5)
C54	0.072 (6)	0.047 (5)	0.062 (5)	0.008 (4)	0.024 (4)	0.005 (4)
C49	0.084 (6)	0.058 (5)	0.050 (5)	0.016 (5)	0.020 (4)	0.008 (4)
C48	0.098 (6)	0.064 (5)	0.053 (5)	0.014 (5)	0.024 (5)	0.009 (5)
C80	0.079 (6)	0.066 (5)	0.051 (5)	0.017 (4)	0.015 (4)	0.005 (4)
C81	0.058 (6)	0.062 (5)	0.048 (5)	0.020 (4)	0.000 (4)	0.000 (4)
C76	0.070 (7)	0.063 (5)	0.061 (5)	0.007 (5)	0.003 (5)	−0.003 (4)
C75	0.062 (7)	0.061 (5)	0.071 (5)	−0.006 (5)	0.005 (4)	−0.007 (4)
C71	0.050 (6)	0.051 (4)	0.072 (5)	0.000 (4)	0.018 (4)	−0.010 (4)
C72	0.055 (6)	0.049 (4)	0.066 (5)	−0.002 (4)	0.021 (4)	−0.003 (4)
C73	0.085 (7)	0.066 (6)	0.090 (7)	0.003 (5)	0.041 (6)	−0.008 (5)
C74	0.093 (7)	0.062 (6)	0.088 (8)	0.014 (6)	0.041 (6)	0.007 (5)
O21	0.119 (6)	0.087 (5)	0.135 (7)	0.017 (5)	0.072 (6)	0.002 (5)
C65	0.108 (8)	0.049 (5)	0.061 (5)	0.002 (5)	0.026 (5)	−0.012 (4)
C64	0.082 (7)	0.055 (5)	0.056 (5)	0.001 (5)	0.013 (4)	−0.011 (4)
C63	0.064 (5)	0.047 (4)	0.041 (5)	0.001 (4)	0.001 (4)	−0.011 (4)
C62	0.077 (5)	0.053 (5)	0.041 (5)	−0.002 (4)	0.006 (4)	0.001 (4)
C66	0.090 (6)	0.050 (5)	0.048 (5)	−0.003 (5)	0.017 (4)	0.007 (4)
C67	0.072 (6)	0.043 (4)	0.057 (5)	0.001 (4)	0.028 (4)	−0.005 (4)
C82	0.081 (7)	0.081 (6)	0.055 (5)	0.035 (5)	0.006 (5)	−0.005 (5)
C83	0.079 (7)	0.074 (6)	0.059 (5)	0.014 (5)	0.021 (4)	−0.003 (5)
O24	0.104 (6)	0.107 (5)	0.074 (5)	0.054 (5)	−0.010 (4)	−0.018 (4)
C53	0.066 (6)	0.062 (6)	0.065 (5)	0.000 (4)	0.019 (4)	−0.005 (4)
C57	0.066 (7)	0.071 (6)	0.066 (5)	0.007 (5)	0.013 (4)	0.001 (5)
C58	0.059 (6)	0.062 (5)	0.057 (5)	0.003 (4)	0.002 (5)	−0.003 (4)
C59	0.069 (6)	0.075 (6)	0.066 (6)	0.014 (5)	0.003 (5)	−0.007 (5)
C60	0.089 (7)	0.072 (6)	0.065 (6)	0.020 (6)	0.003 (6)	0.002 (5)
C61	0.104 (7)	0.053 (5)	0.061 (6)	0.011 (5)	0.005 (6)	0.002 (5)
C52	0.062 (6)	0.088 (7)	0.077 (6)	0.010 (5)	0.017 (5)	−0.004 (5)
C51	0.097 (8)	0.086 (7)	0.069 (6)	0.029 (6)	0.035 (6)	−0.002 (6)
C50	0.092 (7)	0.084 (7)	0.047 (5)	0.013 (6)	0.027 (5)	0.005 (5)
C79	0.097 (8)	0.084 (6)	0.053 (6)	0.018 (5)	0.017 (5)	−0.011 (5)
C78	0.094 (9)	0.082 (6)	0.069 (7)	0.022 (6)	0.012 (5)	−0.011 (6)
C77	0.086 (8)	0.076 (6)	0.065 (6)	0.007 (6)	0.002 (5)	−0.018 (5)
C70	0.071 (7)	0.050 (5)	0.097 (7)	0.000 (5)	0.018 (5)	−0.010 (5)
C69	0.073 (8)	0.048 (5)	0.093 (7)	0.006 (5)	0.017 (5)	−0.009 (4)
C68	0.093 (8)	0.053 (5)	0.069 (6)	0.008 (5)	0.024 (5)	0.002 (4)
C38	0.078 (6)	0.059 (6)	0.060 (6)	0.012 (5)	0.011 (5)	−0.001 (4)
C37	0.082 (6)	0.058 (5)	0.074 (6)	−0.015 (5)	0.021 (5)	−0.014 (4)
C36	0.060 (5)	0.052 (5)	0.064 (5)	−0.003 (4)	0.014 (4)	−0.004 (4)
C35	0.067 (6)	0.056 (5)	0.076 (5)	−0.007 (4)	0.022 (4)	0.000 (4)
C39	0.086 (7)	0.055 (5)	0.079 (6)	−0.010 (5)	0.035 (5)	0.006 (4)
C40	0.091 (6)	0.053 (5)	0.059 (5)	−0.010 (5)	0.030 (4)	0.012 (4)
C45	0.083 (5)	0.058 (5)	0.055 (5)	0.005 (5)	0.020 (5)	0.004 (4)
C44	0.076 (6)	0.061 (6)	0.059 (5)	0.011 (5)	0.019 (4)	0.004 (4)
C12	0.066 (6)	0.088 (6)	0.070 (6)	0.009 (6)	0.004 (5)	−0.004 (5)
C13	0.058 (6)	0.078 (5)	0.085 (6)	−0.001 (5)	0.011 (6)	−0.013 (5)
C18	0.051 (6)	0.067 (5)	0.083 (5)	−0.002 (5)	0.009 (5)	−0.014 (4)
C19	0.071 (6)	0.074 (6)	0.110 (8)	0.013 (5)	0.029 (6)	0.007 (6)
C20	0.089 (8)	0.075 (7)	0.100 (9)	0.014 (6)	0.030 (7)	−0.010 (6)
O3	0.102 (7)	0.107 (6)	0.195 (9)	0.031 (5)	0.050 (6)	−0.006 (6)
C31	0.069 (6)	0.049 (5)	0.069 (6)	−0.004 (4)	0.016 (5)	0.003 (4)
C30	0.078 (6)	0.062 (5)	0.066 (6)	0.003 (5)	0.008 (5)	0.008 (5)
C26	0.079 (6)	0.058 (5)	0.054 (5)	0.004 (4)	0.023 (5)	0.008 (4)
C27	0.082 (5)	0.053 (4)	0.055 (5)	0.012 (4)	0.023 (5)	−0.001 (4)
C28	0.111 (9)	0.064 (6)	0.063 (6)	0.023 (5)	0.030 (6)	0.007 (4)
C29	0.101 (7)	0.061 (5)	0.071 (5)	0.016 (5)	0.033 (5)	0.008 (4)
C22	0.077 (6)	0.059 (5)	0.097 (7)	0.006 (4)	0.035 (5)	0.012 (5)
C21	0.067 (6)	0.063 (6)	0.109 (6)	0.002 (5)	0.042 (5)	0.002 (5)
C16	0.068 (7)	0.071 (6)	0.138 (8)	−0.014 (6)	0.033 (8)	−0.022 (6)
C15	0.071 (8)	0.078 (6)	0.138 (8)	−0.014 (6)	0.033 (8)	−0.047 (7)
C14	0.070 (7)	0.092 (6)	0.110 (8)	−0.013 (7)	0.031 (7)	−0.041 (6)
C46	0.089 (8)	0.065 (5)	0.061 (5)	0.010 (5)	0.018 (5)	0.007 (4)
C47	0.103 (8)	0.052 (4)	0.073 (5)	0.011 (5)	0.028 (6)	0.006 (4)
C34	0.074 (7)	0.072 (6)	0.085 (7)	−0.001 (5)	0.027 (6)	−0.004 (5)
C33	0.063 (7)	0.080 (7)	0.098 (8)	0.002 (5)	0.023 (6)	0.003 (5)
C32	0.072 (7)	0.064 (6)	0.086 (7)	0.007 (5)	0.013 (5)	0.008 (5)
C41	0.087 (7)	0.070 (7)	0.076 (6)	0.001 (5)	0.033 (5)	0.014 (5)
C42	0.107 (8)	0.063 (6)	0.066 (6)	0.006 (6)	0.041 (6)	0.002 (5)
C43	0.095 (7)	0.078 (7)	0.053 (5)	0.006 (6)	0.014 (5)	0.004 (4)
C23	0.089 (6)	0.051 (5)	0.110 (8)	−0.005 (5)	0.044 (6)	0.008 (5)
C24	0.097 (7)	0.053 (5)	0.102 (8)	0.010 (5)	0.043 (7)	0.006 (5)
C25	0.079 (7)	0.065 (5)	0.068 (6)	0.008 (4)	0.017 (5)	0.005 (5)
C17	0.052 (6)	0.067 (5)	0.108 (6)	−0.004 (5)	0.033 (5)	−0.006 (5)
O8	0.085 (4)	0.077 (4)	0.077 (4)	0.007 (3)	0.021 (3)	−0.005 (3)
O18	0.154 (8)	0.068 (4)	0.074 (4)	0.013 (5)	0.009 (5)	−0.022 (4)
S1S1	0.153 (4)	0.142 (4)	0.188 (4)	0.001 (3)	0.072 (4)	0.032 (3)
C2S	0.285 (18)	0.154 (12)	0.216 (11)	−0.038 (12)	0.072 (11)	−0.042 (10)
C1S	0.308 (17)	0.154 (10)	0.186 (14)	0.041 (11)	0.139 (12)	0.023 (10)
C4S	0.143 (10)	0.082 (6)	0.109 (9)	−0.010 (6)	0.026 (8)	−0.011 (6)
C3S	0.235 (17)	0.133 (9)	0.176 (11)	0.000 (10)	0.015 (11)	0.045 (9)
O2S	0.436 (18)	0.169 (9)	0.149 (7)	0.085 (11)	0.129 (9)	0.008 (7)
S2S1	0.153 (4)	0.142 (4)	0.188 (4)	0.001 (3)	0.072 (4)	0.032 (3)
S2S2	0.149 (8)	0.079 (4)	0.141 (6)	0.023 (5)	0.043 (5)	−0.027 (4)
S2B	0.089 (9)	0.110 (5)	0.099 (4)	0.009 (4)	0.018 (5)	0.000 (4)
S2A	0.116 (7)	0.116 (6)	0.082 (4)	0.005 (5)	0.027 (6)	−0.003 (4)
C3	0.082 (9)	0.116 (9)	0.163 (10)	0.001 (7)	0.023 (9)	−0.019 (7)
C2	0.077 (9)	0.107 (8)	0.137 (8)	0.013 (6)	0.014 (7)	0.000 (7)
C4	0.074 (9)	0.121 (8)	0.132 (7)	0.009 (7)	0.017 (7)	−0.034 (7)
C10	0.119 (11)	0.141 (10)	0.093 (6)	0.037 (8)	0.026 (8)	0.027 (7)
C9	0.113 (10)	0.128 (8)	0.096 (7)	0.025 (7)	0.035 (8)	0.014 (6)
C11	0.095 (10)	0.153 (10)	0.098 (6)	0.026 (8)	0.026 (7)	−0.001 (6)
S1B	0.094 (7)	0.114 (8)	0.071 (5)	0.012 (6)	0.007 (5)	−0.022 (4)
S1A	0.126 (10)	0.141 (11)	0.084 (6)	0.008 (9)	−0.007 (8)	−0.046 (6)
C5A	0.094 (15)	0.111 (12)	0.111 (9)	0.016 (10)	−0.006 (13)	−0.021 (10)
C6A	0.070 (13)	0.103 (12)	0.088 (8)	0.021 (11)	0.006 (11)	−0.019 (8)
C1A	0.077 (19)	0.116 (14)	0.115 (10)	0.008 (14)	0.017 (15)	−0.006 (11)
C5B	0.075 (12)	0.091 (11)	0.075 (8)	0.037 (8)	0.017 (10)	−0.022 (7)
C6B	0.069 (12)	0.092 (10)	0.069 (8)	0.027 (8)	0.009 (11)	−0.011 (8)
N1A	0.078 (13)	0.105 (14)	0.072 (7)	0.025 (11)	0.021 (10)	−0.028 (8)
C8B	0.071 (12)	0.109 (11)	0.088 (7)	0.019 (10)	0.010 (12)	−0.011 (8)
C1B	0.091 (17)	0.103 (14)	0.076 (10)	0.010 (12)	0.016 (17)	−0.011 (11)
C7B	0.074 (11)	0.093 (10)	0.073 (7)	0.027 (8)	0.024 (9)	−0.033 (7)
C7A	0.075 (12)	0.102 (10)	0.066 (8)	0.032 (9)	−0.001 (10)	−0.025 (7)
N1B	0.069 (12)	0.080 (11)	0.073 (8)	0.034 (9)	0.020 (9)	−0.014 (7)
C8A	0.076 (12)	0.107 (10)	0.094 (9)	0.039 (9)	0.030 (13)	−0.013 (9)
O1S	0.141 (8)	0.279 (13)	0.303 (13)	0.014 (9)	0.020 (9)	0.071 (10)
S1S2	0.153 (4)	0.142 (4)	0.188 (4)	0.001 (3)	0.072 (4)	0.032 (3)

Geometric parameters (Å, º) top

Na1—O11	2.310 (7)	C35—C39	1.539 (12)
Na1—O4	2.323 (6)	C39—C40	1.543 (12)
Na1—O7	2.365 (7)	C39—H39A	0.9700
Na1—O5	2.388 (7)	C39—H39B	0.9700
Na1—O10	2.404 (6)	C40—C45	1.370 (13)
Na1—O1	2.450 (7)	C40—C41	1.421 (12)
Na1—O8	2.699 (7)	C45—C44	1.391 (12)
Na1—C47	3.096 (10)	C44—C43	1.364 (12)
Na1—C29	3.120 (11)	C44—C12	1.510 (12)
Na1—Na2	3.245 (5)	C12—C13	1.524 (13)
O13—C54	1.411 (9)	C12—H12A	0.9700
O13—C55	1.457 (9)	C12—H12B	0.9700
O13—Na3	2.465 (7)	C13—C14	1.393 (12)
Na3—O23	2.368 (7)	C13—C18	1.390 (12)
Na3—O16	2.396 (6)	C18—C17	1.399 (12)
Na3—O22	2.408 (6)	C19—C20	1.481 (13)
Na3—O17	2.440 (7)	C19—H19A	0.9700
Na3—O19	2.486 (6)	C19—H19B	0.9700
Na3—O14	2.695 (7)	C20—O3	1.316 (12)
Na3—O20	2.917 (7)	O3—H3C	0.8200
Na3—Na2	3.221 (5)	C31—C32	1.395 (12)
O19—C72	1.402 (9)	C31—C30	1.493 (12)
O19—C73	1.430 (10)	C30—C26	1.535 (12)
Na2—O11	2.291 (7)	C30—H30A	0.9700
Na2—O14	2.367 (8)	C30—H30B	0.9700
Na2—O8	2.400 (8)	C26—C27	1.388 (12)
Na2—O23	2.437 (7)	C26—C25	1.401 (11)
Na2—O5	2.462 (7)	C27—C22	1.369 (13)
Na2—O17	2.532 (8)	C28—C29	1.508 (12)
O17—C65	1.203 (10)	C28—H28A	0.9700
O16—C63	1.421 (9)	C28—H28B	0.9700
O16—C64	1.434 (9)	C22—C23	1.432 (12)
O2W—H2WA	1.0017	C22—C21	1.503 (13)
O2W—H2WB	0.9839	C21—C17	1.520 (13)
O20—C74	1.262 (12)	C21—H21A	0.9700
O1W—H1WA	1.0051	C21—H21B	0.9700
O1W—H1WB	0.9991	C16—C15	1.382 (14)
O22—C81	1.423 (9)	C16—C17	1.415 (13)
O22—C82	1.452 (9)	C16—H16	0.9300
O23—C83	1.232 (10)	C15—C14	1.357 (14)
O14—C56	1.244 (11)	C15—H15	0.9300
O7—C36	1.410 (10)	C14—H14	0.9300
O7—C37	1.441 (9)	C46—C47	1.513 (12)
O1—C18	1.401 (10)	C46—H46A	0.9700
O1—C19	1.436 (10)	C46—H46B	0.9700
O9—C38	1.298 (11)	C34—C33	1.364 (12)
O9—H9C	0.8200	C34—H34	0.9300
O4—C27	1.398 (9)	C33—C32	1.368 (12)
O4—C28	1.447 (9)	C33—H33	0.9300
O5—C29	1.227 (10)	C32—H32	0.9300
O6—C29	1.274 (10)	C41—C42	1.362 (13)
O10—C45	1.400 (10)	C41—H41	0.9300
O10—C46	1.421 (9)	C42—C43	1.388 (13)
O11—C47	1.210 (10)	C42—H42	0.9300
O12—C47	1.287 (10)	C43—H43	0.9300
O12—H12C	0.8200	C23—C24	1.373 (13)
O2—C20	1.155 (12)	C23—H23	0.9300
O15—C56	1.305 (10)	C24—C25	1.355 (13)
O15—H15C	0.8200	C24—H24	0.9300
C56—C55	1.447 (13)	C25—H25	0.9300
C55—H55A	0.9700	O18—H18C	0.8200
C55—H55B	0.9700	S1S1—O1S	1.525 (11)
C54—C49	1.374 (11)	S1S1—C1S	1.769 (13)
C54—C53	1.391 (12)	S1S1—C2S	1.878 (14)
C49—C50	1.364 (12)	C2S—S1S2	1.769 (14)
C49—C48	1.521 (12)	C2S—H2S1	0.9600
C48—C80	1.527 (12)	C2S—H2S2	0.9600
C48—H48A	0.9700	C2S—H2S3	0.9600
C48—H48B	0.9700	C2S—H2S4	0.9600
C80—C81	1.397 (12)	C2S—H2S5	0.9600
C80—C79	1.404 (11)	C2S—H2S6	0.9600
C81—C76	1.412 (12)	C1S—S1S2	1.864 (14)
C76—C77	1.388 (12)	C1S—H1S1	0.9600
C76—C75	1.481 (12)	C1S—H1S2	0.9600
C75—C71	1.519 (11)	C1S—H1S3	0.9600
C75—H75A	0.9700	C1S—H1S4	0.9600
C75—H75B	0.9700	C1S—H1S5	0.9600
C71—C72	1.385 (11)	C1S—H1S6	0.9600
C71—C70	1.400 (11)	C4S—S2S2	1.827 (9)
C72—C67	1.397 (11)	C4S—S2S1	1.880 (12)
C73—C74	1.489 (13)	C4S—H4S1	0.9600
C73—H73A	0.9700	C4S—H4S2	0.9600
C73—H73B	0.9700	C4S—H4S3	0.9600
C74—O21	1.237 (12)	C4S—H4S4	0.9600
C65—O18	1.302 (10)	C4S—H4S5	0.9600
C65—C64	1.482 (12)	C4S—H4S6	0.9600
C64—H64A	0.9700	C3S—S2S1	1.706 (13)
C64—H64B	0.9700	C3S—S2S2	1.764 (11)
C63—C62	1.382 (11)	C3S—H3S1	0.9600
C63—C58	1.402 (12)	C3S—H3S2	0.9600
C62—C61	1.422 (12)	C3S—H3S3	0.9600
C62—C66	1.523 (12)	C3S—H3S4	0.9600
C66—C67	1.528 (11)	C3S—H3S5	0.9600
C66—H66A	0.9700	C3S—H3S6	0.9600
C66—H66B	0.9700	O2S—S2S2	1.398 (8)
C67—C68	1.369 (11)	O2S—S2S1	1.444 (9)
C82—C83	1.469 (11)	S2B—C2	1.592 (15)
C82—H82A	0.9700	S2B—C8B	1.676 (15)
C82—H82B	0.9700	S2A—C9	1.648 (16)
C83—O24	1.294 (11)	S2A—C8A	1.722 (16)
C53—C52	1.392 (12)	C3—C2	1.400 (15)
C53—C57	1.525 (11)	C3—C4	1.437 (16)
C57—C58	1.492 (12)	C3—H3	0.9300
C57—H57A	0.9700	C2—C1A	1.376 (18)
C57—H57B	0.9700	C2—H2	0.9300
C58—C59	1.416 (11)	C4—C5A	1.309 (17)
C59—C60	1.365 (12)	C4—C8B	1.542 (16)
C59—H59	0.9300	C4—H4	0.9300
C60—C61	1.379 (13)	C10—C9	1.355 (15)
C60—H60	0.9300	C10—C11	1.409 (16)
C61—H61	0.9300	C10—H10	0.9300
C52—C51	1.397 (12)	C9—C1B	1.414 (18)
C52—H52	0.9300	C9—H9	0.9300
C51—C50	1.367 (13)	C11—C5B	1.27 (2)
C51—H51	0.9300	C11—C8A	1.507 (16)
C50—H50	0.9300	C11—H11	0.9300
C79—C78	1.374 (13)	S1B—C5B	1.69 (3)
C79—H79	0.9300	S1B—C7B	1.702 (16)
C78—C77	1.362 (13)	S1A—C5A	1.66 (3)
C78—H78	0.9300	S1A—C7A	1.745 (17)
C77—H77	0.9300	C5A—C6A	1.364 (17)
C70—C69	1.371 (12)	C6A—C1A	1.367 (18)
C70—H70	0.9300	C6A—N1A	1.376 (17)
C69—C68	1.358 (12)	C1A—H1A	0.9300
C69—H69	0.9300	C5B—C6B	1.412 (16)
C68—H68	0.9300	C6B—C1B	1.401 (18)
C38—O8	1.224 (11)	C6B—N1B	1.418 (16)
C38—C37	1.496 (12)	N1A—C7A	1.346 (17)
C37—H37A	0.9700	C8B—C7B	1.49 (2)
C37—H37B	0.9700	C1B—H1B	0.9300
C36—C35	1.372 (11)	C7B—N1B	1.355 (16)
C36—C31	1.391 (11)	C7A—C8A	1.47 (3)
C35—C34	1.396 (12)	O1S—S1S2	1.404 (13)

O11—Na1—O4	151.9 (3)	C79—C78—H78	118.6
O11—Na1—O7	93.0 (3)	C78—C77—C76	121.1 (10)
O4—Na1—O7	84.9 (2)	C78—C77—H77	119.4
O11—Na1—O5	90.2 (2)	C76—C77—H77	119.4
O4—Na1—O5	70.1 (2)	C69—C70—C71	120.3 (9)
O7—Na1—O5	128.9 (2)	C69—C70—H70	119.8
O11—Na1—O10	70.0 (2)	C71—C70—H70	119.8
O4—Na1—O10	136.7 (2)	C68—C69—C70	120.1 (9)
O7—Na1—O10	81.0 (2)	C68—C69—H69	120.0
O5—Na1—O10	145.9 (3)	C70—C69—H69	120.0
O11—Na1—O1	115.3 (3)	C69—C68—C67	122.6 (9)
O4—Na1—O1	82.7 (2)	C69—C68—H68	118.7
O7—Na1—O1	139.0 (2)	C67—C68—H68	118.7
O5—Na1—O1	82.4 (2)	O8—C38—O9	126.1 (9)
O10—Na1—O1	81.7 (2)	O8—C38—C37	122.4 (9)
O11—Na1—O8	71.2 (2)	O9—C38—C37	111.5 (9)
O4—Na1—O8	82.8 (2)	O7—C37—C38	111.7 (8)
O7—Na1—O8	64.1 (2)	O7—C37—H37A	109.3
O5—Na1—O8	69.0 (2)	C38—C37—H37A	109.3
O10—Na1—O8	125.3 (2)	O7—C37—H37B	109.3
O1—Na1—O8	150.9 (3)	C38—C37—H37B	109.3
O11—Na1—C47	19.8 (2)	H37A—C37—H37B	107.9
O4—Na1—C47	171.6 (3)	C35—C36—C31	123.1 (9)
O7—Na1—C47	93.3 (3)	C35—C36—O7	119.2 (8)
O5—Na1—C47	105.1 (3)	C31—C36—O7	117.6 (8)
O10—Na1—C47	50.7 (2)	C36—C35—C34	118.7 (9)
O1—Na1—C47	103.8 (3)	C36—C35—C39	122.2 (9)
O8—Na1—C47	89.0 (3)	C34—C35—C39	119.0 (9)
O11—Na1—C29	105.4 (3)	C35—C39—C40	111.3 (7)
O4—Na1—C29	51.1 (2)	C35—C39—H39A	109.4
O7—Na1—C29	112.8 (3)	C40—C39—H39A	109.4
O5—Na1—C29	20.8 (2)	C35—C39—H39B	109.4
O10—Na1—C29	165.9 (3)	C40—C39—H39B	109.4
O1—Na1—C29	88.8 (3)	H39A—C39—H39B	108.0
O8—Na1—C29	62.6 (3)	C45—C40—C41	116.6 (10)
C47—Na1—C29	122.9 (3)	C45—C40—C39	124.0 (9)
O11—Na1—Na2	44.92 (18)	C41—C40—C39	119.3 (10)
O4—Na1—Na2	108.57 (18)	C40—C45—C44	124.3 (9)
O7—Na1—Na2	104.66 (18)	C40—C45—O10	116.7 (9)
O5—Na1—Na2	48.99 (16)	C44—C45—O10	119.0 (9)
O10—Na1—Na2	114.56 (18)	C43—C44—C45	116.8 (10)
O1—Na1—Na2	116.4 (2)	C43—C44—C12	121.4 (10)
O8—Na1—Na2	46.53 (17)	C45—C44—C12	121.4 (9)
C47—Na1—Na2	63.9 (2)	C44—C12—C13	110.7 (8)
C29—Na1—Na2	60.76 (19)	C44—C12—H12A	109.5
C54—O13—C55	109.9 (6)	C13—C12—H12A	109.5
C54—O13—Na3	130.6 (5)	C44—C12—H12B	109.5
C55—O13—Na3	119.5 (5)	C13—C12—H12B	109.5
O23—Na3—O16	149.4 (2)	H12A—C12—H12B	108.1
O23—Na3—O22	68.5 (2)	C14—C13—C18	118.3 (10)
O16—Na3—O22	135.0 (2)	C14—C13—C12	119.8 (10)
O23—Na3—O17	96.9 (2)	C18—C13—C12	121.6 (9)
O16—Na3—O17	67.4 (2)	C13—C18—C17	122.4 (9)
O22—Na3—O17	154.2 (2)	C13—C18—O1	118.0 (9)
O23—Na3—O13	126.5 (2)	C17—C18—O1	119.6 (9)
O16—Na3—O13	80.7 (2)	O1—C19—C20	109.9 (9)
O22—Na3—O13	84.3 (2)	O1—C19—H19A	109.7
O17—Na3—O13	88.3 (2)	C20—C19—H19A	109.7
O23—Na3—O19	83.3 (2)	O1—C19—H19B	109.7
O16—Na3—O19	83.9 (2)	C20—C19—H19B	109.7
O22—Na3—O19	78.4 (2)	H19A—C19—H19B	108.2
O17—Na3—O19	122.4 (2)	O2—C20—O3	117.7 (11)
O13—Na3—O19	136.4 (2)	O2—C20—C19	126.2 (11)
O23—Na3—O14	69.4 (2)	O3—C20—C19	115.8 (11)
O16—Na3—O14	124.5 (2)	C20—O3—H3C	109.5
O22—Na3—O14	83.1 (2)	C32—C31—C36	115.8 (9)
O17—Na3—O14	71.6 (2)	C32—C31—C30	122.1 (8)
O13—Na3—O14	62.0 (2)	C36—C31—C30	122.1 (9)
O19—Na3—O14	151.2 (3)	C31—C30—C26	110.1 (7)
O23—Na3—O20	70.5 (2)	C31—C30—H30A	109.6
O16—Na3—O20	79.1 (2)	C26—C30—H30A	109.6
O22—Na3—O20	122.8 (2)	C31—C30—H30B	109.6
O17—Na3—O20	67.2 (2)	C26—C30—H30B	109.6
O13—Na3—O20	152.9 (2)	H30A—C30—H30B	108.2
O19—Na3—O20	58.68 (19)	C27—C26—C25	117.4 (9)
O14—Na3—O20	116.9 (2)	C27—C26—C30	122.8 (8)
O23—Na3—Na2	48.83 (17)	C25—C26—C30	119.7 (9)
O16—Na3—Na2	117.65 (18)	C22—C27—C26	123.1 (9)
O22—Na3—Na2	107.03 (18)	C22—C27—O4	117.6 (9)
O17—Na3—Na2	50.88 (19)	C26—C27—O4	119.3 (9)
O13—Na3—Na2	103.40 (17)	O4—C28—C29	112.5 (7)
O19—Na3—Na2	119.86 (19)	O4—C28—H28A	109.1
O14—Na3—Na2	46.12 (16)	C29—C28—H28A	109.1
O20—Na3—Na2	70.79 (15)	O4—C28—H28B	109.1
C72—O19—C73	109.7 (6)	C29—C28—H28B	109.1
C72—O19—Na3	131.8 (5)	H28A—C28—H28B	107.8
C73—O19—Na3	118.1 (5)	O5—C29—O6	125.2 (9)
O11—Na2—O14	166.3 (3)	O5—C29—C28	120.9 (9)
O11—Na2—O8	77.4 (3)	O6—C29—C28	113.8 (9)
O14—Na2—O8	116.1 (3)	O6—C29—Na1	163.3 (7)
O11—Na2—O23	109.1 (3)	C28—C29—Na1	79.1 (5)
O14—Na2—O23	74.0 (2)	C27—C22—C23	117.2 (10)
O8—Na2—O23	93.0 (3)	C27—C22—C21	123.4 (9)
O11—Na2—O5	88.8 (2)	C23—C22—C21	119.2 (10)
O14—Na2—O5	92.9 (2)	C22—C21—C17	112.3 (8)
O8—Na2—O5	73.0 (2)	C22—C21—H21A	109.1
O23—Na2—O5	154.6 (3)	C17—C21—H21A	109.1
O11—Na2—O17	90.6 (3)	C22—C21—H21B	109.1
O14—Na2—O17	75.8 (2)	C17—C21—H21B	109.1
O8—Na2—O17	167.8 (3)	H21A—C21—H21B	107.9
O23—Na2—O17	92.7 (2)	C15—C16—C17	120.4 (11)
O5—Na2—O17	105.3 (2)	C15—C16—H16	119.8
O11—Na2—Na3	116.7 (2)	C17—C16—H16	119.8
O14—Na2—Na3	55.14 (17)	C14—C15—C16	121.1 (11)
O8—Na2—Na3	139.5 (2)	C14—C15—H15	119.5
O23—Na2—Na3	46.99 (17)	C16—C15—H15	119.5
O5—Na2—Na3	139.9 (2)	C15—C14—C13	120.8 (11)
O17—Na2—Na3	48.37 (16)	C15—C14—H14	119.6
O11—Na2—Na1	45.40 (16)	C13—C14—H14	119.6
O14—Na2—Na1	139.5 (2)	O10—C46—C47	112.2 (7)
O8—Na2—Na1	54.68 (17)	O10—C46—H46A	109.2
O23—Na2—Na1	138.9 (2)	C47—C46—H46A	109.2
O5—Na2—Na1	47.04 (16)	O10—C46—H46B	109.2
O17—Na2—Na1	115.09 (19)	C47—C46—H46B	109.2
Na3—Na2—Na1	159.75 (16)	H46A—C46—H46B	107.9
C65—O17—Na3	116.2 (6)	O11—C47—O12	126.0 (9)
C65—O17—Na2	148.2 (7)	O11—C47—C46	121.9 (8)
Na3—O17—Na2	80.8 (2)	O12—C47—C46	111.8 (9)
C63—O16—C64	111.7 (6)	O12—C47—Na1	162.0 (7)
C63—O16—Na3	131.5 (4)	C46—C47—Na1	81.9 (5)
C64—O16—Na3	116.7 (5)	C33—C34—C35	119.3 (10)
H2WA—O2W—H2WB	94.6	C33—C34—H34	120.4
C74—O20—Na3	103.7 (6)	C35—C34—H34	120.4
H1WA—O1W—H1WB	108.2	C34—C33—C32	120.9 (10)
C81—O22—C82	110.8 (6)	C34—C33—H33	119.6
C81—O22—Na3	135.2 (5)	C32—C33—H33	119.5
C82—O22—Na3	113.9 (5)	C33—C32—C31	121.9 (10)
C83—O23—Na3	117.3 (6)	C33—C32—H32	119.1
C83—O23—Na2	120.6 (6)	C31—C32—H32	119.1
Na3—O23—Na2	84.2 (2)	C42—C41—C40	120.2 (10)
C56—O14—Na2	127.4 (7)	C42—C41—H41	119.9
C56—O14—Na3	114.3 (6)	C40—C41—H41	119.9
Na2—O14—Na3	78.7 (2)	C41—C42—C43	120.4 (10)
C36—O7—C37	109.9 (7)	C41—C42—H42	119.8
C36—O7—Na1	132.2 (5)	C43—C42—H42	119.8
C37—O7—Na1	117.9 (5)	C44—C43—C42	121.6 (10)
C18—O1—C19	112.3 (7)	C44—C43—H43	119.2
C18—O1—Na1	127.5 (5)	C42—C43—H43	119.2
C19—O1—Na1	118.7 (6)	C24—C23—C22	119.8 (10)
C38—O9—H9C	109.5	C24—C23—H23	120.1
C27—O4—C28	110.7 (6)	C22—C23—H23	120.1
C27—O4—Na1	135.2 (5)	C25—C24—C23	121.1 (10)
C28—O4—Na1	114.1 (5)	C25—C24—H24	119.5
C29—O5—Na1	115.6 (6)	C23—C24—H24	119.5
C29—O5—Na2	117.7 (6)	C24—C25—C26	121.0 (10)
Na1—O5—Na2	84.0 (2)	C24—C25—H25	119.5
C45—O10—C46	111.0 (6)	C26—C25—H25	119.5
C45—O10—Na1	135.1 (5)	C18—C17—C16	116.9 (10)
C46—O10—Na1	113.8 (5)	C18—C17—C21	123.8 (9)
C47—O11—Na2	145.2 (7)	C16—C17—C21	119.2 (10)
C47—O11—Na1	119.8 (6)	C38—O8—Na2	120.8 (6)
Na2—O11—Na1	89.7 (2)	C38—O8—Na1	109.9 (6)
C47—O12—H12C	109.5	Na2—O8—Na1	78.8 (2)
C56—O15—H15C	109.5	C65—O18—H18C	109.5
O14—C56—O15	124.9 (10)	O1S—S1S1—C1S	106.9 (9)
O14—C56—C55	122.6 (9)	O1S—S1S1—C2S	93.2 (9)
O15—C56—C55	112.5 (10)	C1S—S1S1—C2S	107.9 (7)
C56—C55—O13	111.3 (8)	S1S1—C2S—H2S1	109.5
C56—C55—H55A	109.4	S1S1—C2S—H2S2	109.5
O13—C55—H55A	109.4	H2S1—C2S—H2S2	109.5
C56—C55—H55B	109.4	S1S1—C2S—H2S3	109.5
O13—C55—H55B	109.4	H2S1—C2S—H2S3	109.5
H55A—C55—H55B	108.0	H2S2—C2S—H2S3	109.5
C49—C54—C53	122.5 (9)	S1S2—C2S—H2S4	109.5
C49—C54—O13	119.1 (9)	S1S2—C2S—H2S5	109.5
C53—C54—O13	118.4 (8)	H2S4—C2S—H2S5	109.5
C50—C49—C54	117.9 (10)	S1S2—C2S—H2S6	109.5
C50—C49—C48	121.6 (9)	H2S4—C2S—H2S6	109.5
C54—C49—C48	120.5 (8)	H2S5—C2S—H2S6	109.5
C49—C48—C80	109.0 (7)	S1S1—C1S—H1S1	109.5
C49—C48—H48A	109.9	S1S1—C1S—H1S2	109.5
C80—C48—H48A	109.9	H1S1—C1S—H1S2	109.5
C49—C48—H48B	109.9	S1S1—C1S—H1S3	109.5
C80—C48—H48B	109.9	H1S1—C1S—H1S3	109.5
H48A—C48—H48B	108.3	H1S2—C1S—H1S3	109.5
C81—C80—C79	116.9 (9)	S1S2—C1S—H1S4	109.5
C81—C80—C48	122.6 (8)	S1S2—C1S—H1S5	109.5
C79—C80—C48	120.5 (9)	H1S4—C1S—H1S5	109.5
C80—C81—C76	124.0 (8)	S1S2—C1S—H1S6	109.5
C80—C81—O22	118.4 (8)	H1S4—C1S—H1S6	109.5
C76—C81—O22	117.6 (8)	H1S5—C1S—H1S6	109.5
C77—C76—C81	115.8 (9)	S2S1—C4S—H4S1	109.5
C77—C76—C75	121.8 (9)	S2S1—C4S—H4S2	109.5
C81—C76—C75	122.1 (8)	H4S1—C4S—H4S2	109.5
C76—C75—C71	110.7 (8)	S2S1—C4S—H4S3	109.5
C76—C75—H75A	109.5	H4S1—C4S—H4S3	109.5
C71—C75—H75A	109.5	H4S2—C4S—H4S3	109.5
C76—C75—H75B	109.5	S2S2—C4S—H4S4	109.5
C71—C75—H75B	109.5	S2S2—C4S—H4S5	109.5
H75A—C75—H75B	108.1	H4S4—C4S—H4S5	109.5
C72—C71—C70	117.4 (9)	S2S2—C4S—H4S6	109.5
C72—C71—C75	122.4 (8)	H4S4—C4S—H4S6	109.5
C70—C71—C75	120.1 (8)	H4S5—C4S—H4S6	109.5
C71—C72—C67	122.4 (8)	S2S1—C3S—H3S1	109.5
C71—C72—O19	120.3 (8)	S2S1—C3S—H3S2	109.5
C67—C72—O19	117.2 (8)	H3S1—C3S—H3S2	109.5
O19—C73—C74	112.8 (8)	S2S1—C3S—H3S3	109.5
O19—C73—H73A	109.0	H3S1—C3S—H3S3	109.5
C74—C73—H73A	109.0	H3S2—C3S—H3S3	109.5
O19—C73—H73B	109.0	S2S2—C3S—H3S4	109.5
C74—C73—H73B	109.0	S2S2—C3S—H3S5	109.5
H73A—C73—H73B	107.8	H3S4—C3S—H3S5	109.5
O21—C74—O20	125.5 (11)	S2S2—C3S—H3S6	109.5
O21—C74—C73	115.8 (11)	H3S4—C3S—H3S6	109.5
O20—C74—C73	118.6 (10)	H3S5—C3S—H3S6	109.5
O17—C65—O18	126.3 (9)	O2S—S2S1—C3S	100.8 (8)
O17—C65—C64	124.1 (9)	O2S—S2S1—C4S	99.4 (8)
O18—C65—C64	109.6 (9)	C3S—S2S1—C4S	113.4 (7)
O16—C64—C65	110.6 (7)	O2S—S2S2—C3S	99.9 (9)
O16—C64—H64A	109.5	O2S—S2S2—C4S	103.7 (8)
C65—C64—H64A	109.5	C3S—S2S2—C4S	113.3 (6)
O16—C64—H64B	109.5	C2—S2B—C8B	90.2 (9)
C65—C64—H64B	109.5	C9—S2A—C8A	86.3 (9)
H64A—C64—H64B	108.1	C2—C3—C4	115.3 (12)
C62—C63—C58	124.5 (8)	C2—C3—H3	122.3
C62—C63—O16	118.2 (8)	C4—C3—H3	122.3
C58—C63—O16	117.3 (8)	C1A—C2—C3	111.9 (16)
C63—C62—C61	115.0 (9)	C3—C2—S2B	117.3 (11)
C63—C62—C66	123.8 (8)	C1A—C2—H2	124.1
C61—C62—C66	121.0 (8)	C3—C2—H2	124.1
C62—C66—C67	107.9 (7)	C5A—C4—C3	132.5 (15)
C62—C66—H66A	110.1	C3—C4—C8B	99.9 (11)
C67—C66—H66A	110.1	C5A—C4—H4	113.7
C62—C66—H66B	110.1	C3—C4—H4	113.7
C67—C66—H66B	110.1	C9—C10—C11	115.1 (12)
H66A—C66—H66B	108.4	C9—C10—H10	122.4
C68—C67—C72	116.7 (9)	C11—C10—H10	122.4
C68—C67—C66	122.7 (9)	C10—C9—C1B	113.8 (15)
C72—C67—C66	120.6 (7)	C10—C9—S2A	119.3 (11)
O22—C82—C83	110.6 (7)	C10—C9—H9	120.4
O22—C82—H82A	109.5	S2A—C9—H9	120.4
C83—C82—H82A	109.5	C5B—C11—C10	136.3 (15)
O22—C82—H82B	109.5	C10—C11—C8A	101.7 (12)
C83—C82—H82B	109.5	C10—C11—H11	129.1
H82A—C82—H82B	108.1	C8A—C11—H11	129.1
O23—C83—O24	123.3 (9)	C5B—S1B—C7B	89.6 (12)
O23—C83—C82	123.8 (10)	C5A—S1A—C7A	86.0 (13)
O24—C83—C82	112.9 (9)	C4—C5A—C6A	109.9 (18)
C52—C53—C54	118.2 (9)	C4—C5A—S1A	127.4 (18)
C52—C53—C57	118.4 (9)	C6A—C5A—S1A	122.6 (17)
C54—C53—C57	123.3 (8)	C5A—C6A—C1A	121.8 (19)
C58—C57—C53	110.2 (7)	C5A—C6A—N1A	102.1 (17)
C58—C57—H57A	109.6	C1A—C6A—N1A	136 (2)
C53—C57—H57A	109.6	C6A—C1A—C2	128 (2)
C58—C57—H57B	109.6	C6A—C1A—H1A	115.9
C53—C57—H57B	109.6	C2—C1A—H1A	115.9
H57A—C57—H57B	108.1	C11—C5B—C6B	109.5 (17)
C63—C58—C59	117.4 (9)	C11—C5B—S1B	137.7 (15)
C63—C58—C57	123.7 (8)	C6B—C5B—S1B	112.7 (16)
C59—C58—C57	118.7 (9)	C5B—C6B—C1B	119.6 (18)
C60—C59—C58	119.8 (10)	C5B—C6B—N1B	111.8 (16)
C60—C59—H59	120.1	C1B—C6B—N1B	128.6 (17)
C58—C59—H59	120.1	C7A—N1A—C6A	119 (2)
C59—C60—C61	121.1 (10)	C7B—C8B—C4	120.3 (13)
C59—C60—H60	119.4	C7B—C8B—S2B	122.1 (12)
C61—C60—H60	119.4	C4—C8B—S2B	117.2 (12)
C60—C61—C62	122.1 (10)	C6B—C1B—C9	126 (2)
C60—C61—H61	119.0	C6B—C1B—H1B	117.2
C62—C61—H61	119.0	C9—C1B—H1B	117.2
C53—C52—C51	118.7 (10)	N1B—C7B—C8B	120.4 (15)
C53—C52—H52	120.7	N1B—C7B—S1B	116.5 (16)
C51—C52—H52	120.7	C8B—C7B—S1B	123.0 (13)
C50—C51—C52	120.8 (9)	N1A—C7A—C8A	130.7 (18)
C50—C51—H51	119.6	N1A—C7A—S1A	110.2 (17)
C52—C51—H51	119.6	C8A—C7A—S1A	119.1 (14)
C51—C50—C49	121.4 (9)	C7B—N1B—C6B	109.2 (16)
C51—C50—H50	119.3	C7A—C8A—C11	129.1 (15)
C49—C50—H50	119.3	C7A—C8A—S2A	113.3 (13)
C78—C79—C80	119.3 (10)	C11—C8A—S2A	117.6 (13)
C78—C79—H79	120.4	O1S—S1S2—C2S	102.5 (12)
C80—C79—H79	120.4	O1S—S1S2—C1S	107.5 (12)
C77—C78—C79	122.8 (10)	C2S—S1S2—C1S	108.5 (9)
C77—C78—H78	118.6

Na2—O14—C56—O15	−63.3 (13)	C44—C12—C13—C18	−99.6 (11)
Na3—O14—C56—O15	−157.6 (8)	C14—C13—C18—C17	−4.1 (15)
Na2—O14—C56—C55	115.2 (9)	C12—C13—C18—C17	169.6 (9)
Na3—O14—C56—C55	20.9 (12)	C14—C13—C18—O1	174.8 (8)
O14—C56—C55—O13	2.7 (14)	C12—C13—C18—O1	−11.5 (14)
O15—C56—C55—O13	−178.5 (8)	C19—O1—C18—C13	−100.2 (10)
C54—O13—C55—C56	150.1 (8)	Na1—O1—C18—C13	94.2 (9)
Na3—O13—C55—C56	−28.7 (10)	C19—O1—C18—C17	78.8 (11)
C55—O13—C54—C49	−90.2 (10)	Na1—O1—C18—C17	−86.9 (10)
Na3—O13—C54—C49	88.4 (9)	C18—O1—C19—C20	141.0 (9)
C55—O13—C54—C53	89.9 (9)	Na1—O1—C19—C20	−51.9 (10)
Na3—O13—C54—C53	−91.4 (9)	O1—C19—C20—O2	−23.4 (18)
C53—C54—C49—C50	−7.6 (14)	O1—C19—C20—O3	163.7 (10)
O13—C54—C49—C50	172.6 (8)	C35—C36—C31—C32	−5.4 (14)
C53—C54—C49—C48	170.6 (8)	O7—C36—C31—C32	172.8 (8)
O13—C54—C49—C48	−9.2 (13)	C35—C36—C31—C30	172.3 (9)
C50—C49—C48—C80	76.6 (11)	O7—C36—C31—C30	−9.6 (13)
C54—C49—C48—C80	−101.4 (9)	C32—C31—C30—C26	80.4 (11)
C49—C48—C80—C81	101.3 (10)	C36—C31—C30—C26	−97.2 (10)
C49—C48—C80—C79	−76.7 (10)	C31—C30—C26—C27	97.6 (10)
C79—C80—C81—C76	5.4 (13)	C31—C30—C26—C25	−80.2 (10)
C48—C80—C81—C76	−172.7 (8)	C25—C26—C27—C22	6.4 (14)
C79—C80—C81—O22	−176.1 (7)	C30—C26—C27—C22	−171.5 (9)
C48—C80—C81—O22	5.8 (13)	C25—C26—C27—O4	−174.7 (7)
C82—O22—C81—C80	94.1 (9)	C30—C26—C27—O4	7.4 (13)
Na3—O22—C81—C80	−83.0 (10)	C28—O4—C27—C22	−87.1 (10)
C82—O22—C81—C76	−87.3 (9)	Na1—O4—C27—C22	94.1 (10)
Na3—O22—C81—C76	95.6 (9)	C28—O4—C27—C26	94.0 (10)
C80—C81—C76—C77	−4.3 (13)	Na1—O4—C27—C26	−84.8 (10)
O22—C81—C76—C77	177.2 (7)	C27—O4—C28—C29	160.4 (8)
C80—C81—C76—C75	169.3 (8)	Na1—O4—C28—C29	−20.6 (10)
O22—C81—C76—C75	−9.2 (13)	Na1—O5—C29—O6	−163.4 (9)
C77—C76—C75—C71	79.3 (11)	Na2—O5—C29—O6	−66.6 (13)
C81—C76—C75—C71	−93.9 (10)	Na1—O5—C29—C28	18.9 (12)
C76—C75—C71—C72	98.5 (10)	Na2—O5—C29—C28	115.8 (9)
C76—C75—C71—C70	−80.5 (10)	Na2—O5—C29—Na1	96.9 (7)
C70—C71—C72—C67	6.8 (13)	O4—C28—C29—O5	0.9 (14)
C75—C71—C72—C67	−172.2 (8)	O4—C28—C29—O6	−177.0 (9)
C70—C71—C72—O19	−173.6 (8)	O4—C28—C29—Na1	14.1 (7)
C75—C71—C72—O19	7.4 (13)	C26—C27—C22—C23	−7.0 (14)
C73—O19—C72—C71	82.0 (10)	O4—C27—C22—C23	174.1 (8)
Na3—O19—C72—C71	−90.1 (9)	C26—C27—C22—C21	168.0 (9)
C73—O19—C72—C67	−98.4 (9)	O4—C27—C22—C21	−10.9 (14)
Na3—O19—C72—C67	89.5 (9)	C27—C22—C21—C17	−90.7 (12)
C72—O19—C73—C74	151.9 (8)	C23—C22—C21—C17	84.3 (11)
Na3—O19—C73—C74	−34.7 (10)	C17—C16—C15—C14	−3.9 (17)
Na3—O20—C74—O21	−138.7 (10)	C16—C15—C14—C13	2.6 (17)
Na3—O20—C74—C73	44.6 (10)	C18—C13—C14—C15	1.3 (16)
O19—C73—C74—O21	168.4 (9)	C12—C13—C14—C15	−172.5 (10)
O19—C73—C74—O20	−14.6 (14)	C45—O10—C46—C47	168.7 (8)
Na3—O17—C65—O18	−164.4 (8)	Na1—O10—C46—C47	−13.6 (10)
Na2—O17—C65—O18	−47 (2)	Na2—O11—C47—O12	−19 (2)
Na3—O17—C65—C64	18.6 (13)	Na1—O11—C47—O12	−163.7 (9)
Na2—O17—C65—C64	135.6 (10)	Na2—O11—C47—C46	153.7 (8)
C63—O16—C64—C65	166.7 (8)	Na1—O11—C47—C46	9.4 (14)
Na3—O16—C64—C65	−15.9 (9)	Na2—O11—C47—Na1	144.3 (16)
O17—C65—C64—O16	−2.1 (14)	O10—C46—C47—O11	3.5 (15)
O18—C65—C64—O16	−179.5 (8)	O10—C46—C47—O12	177.6 (9)
C64—O16—C63—C62	89.7 (9)	O10—C46—C47—Na1	9.7 (7)
Na3—O16—C63—C62	−87.3 (8)	C36—C35—C34—C33	−1.4 (14)
C64—O16—C63—C58	−88.7 (9)	C39—C35—C34—C33	178.4 (8)
Na3—O16—C63—C58	94.3 (8)	C35—C34—C33—C32	−3.4 (15)
C58—C63—C62—C61	3.2 (12)	C34—C33—C32—C31	3.8 (16)
O16—C63—C62—C61	−175.1 (7)	C36—C31—C32—C33	0.5 (14)
C58—C63—C62—C66	−172.5 (8)	C30—C31—C32—C33	−177.2 (9)
O16—C63—C62—C66	9.2 (12)	C45—C40—C41—C42	−2.4 (13)
C63—C62—C66—C67	100.8 (9)	C39—C40—C41—C42	−178.2 (8)
C61—C62—C66—C67	−74.6 (10)	C40—C41—C42—C43	4.7 (14)
C71—C72—C67—C68	−7.7 (13)	C45—C44—C43—C42	−0.9 (14)
O19—C72—C67—C68	172.7 (7)	C12—C44—C43—C42	172.3 (9)
C71—C72—C67—C66	170.4 (8)	C41—C42—C43—C44	−3.1 (15)
O19—C72—C67—C66	−9.2 (12)	C27—C22—C23—C24	2.1 (15)
C62—C66—C67—C68	78.8 (10)	C21—C22—C23—C24	−173.2 (9)
C62—C66—C67—C72	−99.2 (9)	C22—C23—C24—C25	3.3 (16)
C81—O22—C82—C83	160.1 (8)	C23—C24—C25—C26	−4.1 (15)
Na3—O22—C82—C83	−22.1 (10)	C27—C26—C25—C24	−0.6 (13)
Na3—O23—C83—O24	−168.7 (8)	C30—C26—C25—C24	177.3 (9)
Na2—O23—C83—O24	−68.8 (12)	C13—C18—C17—C16	2.8 (14)
Na3—O23—C83—C82	13.2 (13)	O1—C18—C17—C16	−176.1 (8)
Na2—O23—C83—C82	113.1 (9)	C13—C18—C17—C21	−173.9 (9)
O22—C82—C83—O23	6.6 (14)	O1—C18—C17—C21	7.2 (14)
O22—C82—C83—O24	−171.7 (8)	C15—C16—C17—C18	1.2 (15)
C49—C54—C53—C52	7.5 (14)	C15—C16—C17—C21	178.0 (9)
O13—C54—C53—C52	−172.7 (8)	C22—C21—C17—C18	98.6 (11)
C49—C54—C53—C57	−169.5 (9)	C22—C21—C17—C16	−78.1 (11)
O13—C54—C53—C57	10.4 (13)	O9—C38—O8—Na2	−66.3 (12)
C52—C53—C57—C58	−81.7 (11)	C37—C38—O8—Na2	112.7 (9)
C54—C53—C57—C58	95.2 (10)	O9—C38—O8—Na1	−154.9 (8)
C62—C63—C58—C59	−3.1 (13)	C37—C38—O8—Na1	24.2 (11)
O16—C63—C58—C59	175.2 (7)	C4—C3—C2—C1A	6 (5)
C62—C63—C58—C57	172.0 (8)	C4—C3—C2—S2B	0.8 (18)
O16—C63—C58—C57	−9.7 (12)	C8B—S2B—C2—C3	−1 (2)
C53—C57—C58—C63	−95.2 (10)	C2—C3—C4—C5A	−6 (3)
C53—C57—C58—C59	79.9 (10)	C2—C3—C4—C8B	−0.1 (19)
C63—C58—C59—C60	0.8 (13)	C11—C10—C9—C1B	5 (5)
C57—C58—C59—C60	−174.5 (8)	C11—C10—C9—S2A	2 (2)
C58—C59—C60—C61	1.0 (14)	C8A—S2A—C9—C10	−1 (3)
C59—C60—C61—C62	−0.9 (15)	C9—C10—C11—C5B	−6 (3)
C63—C62—C61—C60	−1.2 (13)	C9—C10—C11—C8A	−3 (2)
C66—C62—C61—C60	174.7 (9)	C3—C4—C5A—C6A	4 (4)
C54—C53—C52—C51	−2.8 (14)	C3—C4—C5A—S1A	179 (2)
C57—C53—C52—C51	174.3 (9)	C7A—S1A—C5A—C4	−176 (3)
C53—C52—C51—C50	−1.5 (15)	C7A—S1A—C5A—C6A	0 (3)
C52—C51—C50—C49	1.4 (16)	C4—C5A—C6A—C1A	−1 (7)
C54—C49—C50—C51	3.1 (15)	S1A—C5A—C6A—C1A	−178 (6)
C48—C49—C50—C51	−175.1 (9)	C4—C5A—C6A—N1A	175 (3)
C81—C80—C79—C78	−2.5 (14)	S1A—C5A—C6A—N1A	−1 (4)
C48—C80—C79—C78	175.6 (9)	C5A—C6A—C1A—C2	3 (12)
C80—C79—C78—C77	−1.2 (16)	N1A—C6A—C1A—C2	−172 (5)
C79—C78—C77—C76	2.4 (16)	C3—C2—C1A—C6A	−5 (10)
C81—C76—C77—C78	0.3 (14)	C10—C11—C5B—C6B	4 (3)
C75—C76—C77—C78	−173.3 (9)	C10—C11—C5B—S1B	−180 (2)
C72—C71—C70—C69	−1.1 (14)	C7B—S1B—C5B—C11	−180 (3)
C75—C71—C70—C69	177.9 (9)	C7B—S1B—C5B—C6B	−3 (2)
C71—C70—C69—C68	−3.4 (15)	C11—C5B—C6B—C1B	−1 (6)
C70—C69—C68—C67	2.5 (16)	S1B—C5B—C6B—C1B	−179 (6)
C72—C67—C68—C69	2.9 (14)	C11—C5B—C6B—N1B	−179 (2)
C66—C67—C68—C69	−175.1 (9)	S1B—C5B—C6B—N1B	4 (3)
C36—O7—C37—C38	149.8 (8)	C5A—C6A—N1A—C7A	2 (4)
Na1—O7—C37—C38	−32.8 (9)	C1A—C6A—N1A—C7A	178 (7)
O8—C38—C37—O7	1.8 (13)	C3—C4—C8B—C7B	−174 (2)
O9—C38—C37—O7	−179.0 (7)	C3—C4—C8B—S2B	−1 (3)
C37—O7—C36—C35	84.8 (10)	C2—S2B—C8B—C7B	174 (3)
Na1—O7—C36—C35	−92.1 (9)	C2—S2B—C8B—C4	1 (3)
C37—O7—C36—C31	−93.5 (9)	C5B—C6B—C1B—C9	1 (12)
Na1—O7—C36—C31	89.6 (9)	N1B—C6B—C1B—C9	179 (5)
C31—C36—C35—C34	5.9 (14)	C10—C9—C1B—C6B	−3 (11)
O7—C36—C35—C34	−172.2 (8)	C4—C8B—C7B—N1B	178 (3)
C31—C36—C35—C39	−173.8 (8)	S2B—C8B—C7B—N1B	6 (4)
O7—C36—C35—C39	8.0 (13)	C4—C8B—C7B—S1B	−7 (4)
C36—C35—C39—C40	95.7 (10)	S2B—C8B—C7B—S1B	−179 (2)
C34—C35—C39—C40	−84.0 (11)	C5B—S1B—C7B—N1B	2 (3)
C35—C39—C40—C45	−93.7 (11)	C5B—S1B—C7B—C8B	−173 (2)
C35—C39—C40—C41	81.8 (10)	C6A—N1A—C7A—C8A	177 (3)
C41—C40—C45—C44	−1.8 (14)	C6A—N1A—C7A—S1A	−2 (4)
C39—C40—C45—C44	173.9 (8)	C5A—S1A—C7A—N1A	1 (3)
C41—C40—C45—O10	175.9 (7)	C5A—S1A—C7A—C8A	−178 (2)
C39—C40—C45—O10	−8.4 (13)	C8B—C7B—N1B—C6B	175 (3)
C46—O10—C45—C40	−91.4 (9)	S1B—C7B—N1B—C6B	0 (3)
Na1—O10—C45—C40	91.5 (10)	C5B—C6B—N1B—C7B	−2 (3)
C46—O10—C45—C44	86.4 (10)	C1B—C6B—N1B—C7B	−179 (6)
Na1—O10—C45—C44	−90.7 (10)	N1A—C7A—C8A—C11	177 (3)
C40—C45—C44—C43	3.4 (14)	S1A—C7A—C8A—C11	−4 (4)
O10—C45—C44—C43	−174.3 (7)	N1A—C7A—C8A—S2A	0 (5)
C40—C45—C44—C12	−169.8 (9)	S1A—C7A—C8A—S2A	179 (2)
O10—C45—C44—C12	12.6 (13)	C10—C11—C8A—C7A	−175 (3)
C43—C44—C12—C13	−79.7 (11)	C10—C11—C8A—S2A	2 (3)
C45—C44—C12—C13	93.2 (11)	C9—S2A—C8A—C7A	177 (2)
C44—C12—C13—C14	74.0 (12)	C9—S2A—C8A—C11	−1 (3)

Energy values (kcal mol^-1) of single point calculations using the M06-2X/6-31G(d,p) level of theory for intermolecular interactions present in chains of polymorphs 1 to 3 (this article) and in CAMBAV01 (Huang et al., 2016) top

	Interaction	Polymorph			CAMBAV01
a	π–π	-8.97 to -8.09	-9.48	-8.16
b	C—H···π	-2.82 to -1.69	-2.76 to -1.13	-2.82 to -1.26	-3.01 to -2.45
c	C—H···S	-2.82
d	C—H···π and S···π		-5.71 and -4.77	-6.40	-6.21
e	C—H···S and S···π				-7.15
f	S···S	-2.95 to -2.38	-3.51 and -3.14	-3.89	-3.89 and -3.58

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Exploring the structural landscape of 2-(thio­phen-2-yl)-1,3-benzo­thia­zole: high-Z′ packing polymorphism and cocrystallization with calix[4]tube

Supporting information

Exploring the structural landscape of 2-(thiophen-2-yl)-1,3-benzothiazole: high-Z′ packing polymorphism and cocrystallization with calix[4]tube