(3aR*,8bR*)-3a,8b-Dihy-droxy-1-(4-methyl-phen-yl)-2-methyl-sulfanyl-3-nitro-1,8b-di-hydro-indeno-[1,2-b]pyrrol-4(3aH)-one.

The asymmetric unit of the title compound, C19H16N2O5S, contains four independent mol-ecules (A, B, C and D), with two mol-ecules (B and D) displaying disorder in their methyl-sulfanyl groups [occupancy ratios of 0.797 (11):0.203 (11) and 0.85 (2):0.15 (2)]. The nitro groups are twisted slightly out of the planes of the 2-pyrroline rings to which they are bonded with dihedral angles of 10.17 (1), 8.01 (1), 9.44 (1) and 8.87 (1)° in mol-ecules A, B, C and D, respectively. The 2-pyrroline rings are almost orthogonal to the attached tolyl rings, forming dihedral angles of 73.44 (1), 81.21 (1), 88.18 (8) and 73.94 (1)° for mol-ecules A, B, C and D, respectively. A weak intra-molecular O-H⋯O inter-action is observed in mol-ecules B and C. The two hy-droxy groups in each mol-ecule are involved in inter-molecular O-H⋯O hydrogen bonding. In the crystal, mol-ecules are connected via O-H⋯O and C-H⋯O hydrogen bonds, forming a complex three-dimensional network.

Related literature

For the importance of pyrrolidine and pyrroline derivatives, see: Obniska et al. (2002 ▶); Stylianakis et al. (2003 ▶); Coldham & Hufton (2005 ▶); Kravchenko et al. (2005 ▶); Nair & Suja (2007 ▶); Pandey et al. (2006 ▶). For a related structure, see: Nagalakshmi et al. (2013 ▶). For ring conformation parameters, see: Cremer & Pople (1975 ▶).

Experimental

Crystal data

C19H16N2O5S

M = 384.40

Triclinic,

a = 10.0830 (5) Å

b = 10.2775 (5) Å

c = 34.6579 (17) Å

α = 97.540 (3)°

β = 96.028 (3)°

γ = 97.138 (3)°

V = 3505.9 (3) Å3

Z = 8

Mo Kα radiation

μ = 0.22 mm−1

T = 293 K

0.21 × 0.19 × 0.18 mm

Data collection

Bruker Kappa APEXII diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.967, T max = 0.974

53951 measured reflections

13050 independent reflections

9856 reflections with I > 2σ(I)

R int = 0.041

Refinement

R[F 2 > 2σ(F 2)] = 0.069

wR(F 2) = 0.188

S = 1.06

13050 reflections

1016 parameters

12 restraints

H-atom parameters constrained

Δρmax = 0.68 e Å−3

Δρmin = −0.30 e Å−3

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT (Bruker, 2004 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: PLATON (Spek, 2009 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536814002712/bh2494sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536814002712/bh2494Isup2.hkl

Click here for additional data file.

Supporting information file. DOI: 10.1107/S1600536814002712/bh2494Isup3.cml

CCDC reference: 985344

Additional supporting information: crystallographic information; 3D view; checkCIF report

C19H16N2O5S	Z = 8
Mr = 384.40	F(000) = 1600
Triclinic, P1	Dx = 1.457 Mg m−3
Hall symbol: -P 1	Melting point: 471 K
a = 10.0830 (5) Å	Mo Kα radiation, λ = 0.71073 Å
b = 10.2775 (5) Å	Cell parameters from 2000 reflections
c = 34.6579 (17) Å	θ = 2–31°
α = 97.540 (3)°	µ = 0.22 mm−1
β = 96.028 (3)°	T = 293 K
γ = 97.138 (3)°	Block, yellow
V = 3505.9 (3) Å3	0.21 × 0.19 × 0.18 mm

Bruker Kappa APEXII diffractometer	13050 independent reflections
Radiation source: fine-focus sealed tube	9856 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.041
Detector resolution: 0 pixels mm-1	θmax = 25.5°, θmin = 0.6°
ω and φ scans	h = −12→12
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	k = −12→12
Tmin = 0.967, Tmax = 0.974	l = −41→41
53951 measured reflections

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.069	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.188	H-atom parameters constrained
S = 1.06	w = 1/[σ2(Fo2) + (0.0785P)2 + 4.0405P] where P = (Fo2 + 2Fc2)/3
13050 reflections	(Δ/σ)max = 0.001
1016 parameters	Δρmax = 0.68 e Å−3
12 restraints	Δρmin = −0.30 e Å−3
0 constraints

	x	y	z	Uiso*/Ueq	Occ. (<1)
C5C	−0.0868 (7)	0.8339 (10)	0.7819 (3)	0.101 (3)	0.797 (11)
H7	−0.1013	0.7976	0.8056	0.152*	0.797 (11)
H8	−0.0665	0.7659	0.7626	0.152*	0.797 (11)
H9	−0.1666	0.8673	0.7722	0.152*	0.797 (11)
S3	0.0486 (3)	0.9635 (4)	0.79199 (5)	0.0627 (8)	0.797 (11)
C1	−0.074 (3)	0.738 (2)	0.7612 (9)	0.108 (6)	0.203 (11)
H16	−0.1206	0.6849	0.7777	0.162*	0.203 (11)
H17	−0.0078	0.6911	0.7499	0.162*	0.203 (11)
H18	−0.1374	0.7570	0.7407	0.162*	0.203 (11)
S3'	0.0055 (12)	0.8874 (18)	0.7892 (2)	0.072 (3)	0.203 (11)
C1A	0.3058 (3)	0.6338 (3)	0.48764 (9)	0.0393 (7)
C1B	−0.4152 (3)	0.5374 (3)	0.34840 (9)	0.0408 (7)
C2A	0.4370 (3)	0.6700 (3)	0.46797 (9)	0.0408 (7)
C2B	−0.5618 (4)	0.4670 (4)	0.34575 (10)	0.0482 (8)
C3A	0.5131 (3)	0.7805 (3)	0.49689 (9)	0.0403 (7)
C3B	−0.6424 (4)	0.5603 (4)	0.32766 (11)	0.0558 (9)
C4A	0.4468 (3)	0.8042 (3)	0.52945 (9)	0.0369 (7)
C4B	−0.5613 (4)	0.6593 (4)	0.31486 (10)	0.0542 (9)
C5A	0.4410 (4)	0.8588 (4)	0.60993 (11)	0.0636 (11)
H1	0.4460	0.7655	0.6075	0.095*
H2	0.3488	0.8733	0.6099	0.095*
H3	0.4923	0.9027	0.6341	0.095*
C5B	−0.540 (7)	0.893 (5)	0.282 (2)	0.106 (6)	0.15 (2)
H4	−0.4535	0.8672	0.2771	0.159*	0.15 (2)
H5	−0.5284	0.9640	0.3030	0.159*	0.15 (2)
H6	−0.5805	0.9207	0.2584	0.159*	0.15 (2)
C2	−0.4941 (10)	0.8501 (10)	0.2651 (3)	0.094 (3)	0.85 (2)
H19	−0.4300	0.9119	0.2831	0.142*	0.85 (2)
H20	−0.5329	0.8950	0.2451	0.142*	0.85 (2)
H21	−0.4497	0.7804	0.2533	0.142*	0.85 (2)
C6A	0.3863 (4)	0.7211 (4)	0.43000 (10)	0.0467 (8)
C6B	−0.5640 (4)	0.3353 (4)	0.31823 (11)	0.0527 (9)
C7A	0.2434 (4)	0.7296 (4)	0.43012 (10)	0.0520 (9)
C7B	−0.4258 (4)	0.3248 (3)	0.31042 (10)	0.0469 (8)
C8A	0.1947 (3)	0.6753 (3)	0.46124 (9)	0.0444 (8)
C8B	−0.3394 (3)	0.4343 (3)	0.32883 (9)	0.0409 (7)
C9A	0.0578 (4)	0.6616 (4)	0.46453 (12)	0.0557 (9)
H9A	0.0234	0.6243	0.4851	0.067*
C9B	−0.2021 (4)	0.4392 (4)	0.32877 (10)	0.0510 (9)
H9B	−0.1431	0.5130	0.3413	0.061*
C10A	−0.0254 (4)	0.7053 (5)	0.43626 (14)	0.0724 (13)
H10A	−0.1175	0.6969	0.4378	0.087*
C10B	−0.1548 (5)	0.3312 (4)	0.30955 (12)	0.0639 (11)
H10B	−0.0625	0.3312	0.3097	0.077*
C11A	0.0245 (5)	0.7610 (5)	0.40576 (14)	0.0820 (15)
H11A	−0.0344	0.7901	0.3873	0.098*
C11B	−0.2432 (5)	0.2229 (4)	0.29000 (13)	0.0687 (12)
H11B	−0.2092	0.1523	0.2766	0.082*
C12A	0.1586 (5)	0.7740 (5)	0.40212 (12)	0.0701 (12)
H12A	0.1922	0.8116	0.3815	0.084*
C12B	−0.3785 (5)	0.2177 (4)	0.29002 (11)	0.0597 (10)
H12B	−0.4376	0.1450	0.2768	0.072*
C13A	0.2158 (3)	0.7433 (3)	0.54657 (9)	0.0383 (7)
C13B	−0.3150 (4)	0.7404 (3)	0.32166 (10)	0.0472 (8)
C14A	0.1567 (3)	0.8551 (3)	0.54164 (10)	0.0438 (8)
H14A	0.1977	0.9204	0.5289	0.053*
C14B	−0.2340 (5)	0.7157 (4)	0.29249 (12)	0.0696 (12)
H14B	−0.2553	0.6394	0.2741	0.084*
C15B	−0.1219 (5)	0.8049 (5)	0.29082 (15)	0.0800 (14)
H15B	−0.0675	0.7865	0.2713	0.096*
C16A	−0.0278 (3)	0.7719 (4)	0.57473 (10)	0.0498 (8)
C16B	−0.0875 (4)	0.9188 (4)	0.31660 (13)	0.0625 (11)
C15A	0.0347 (4)	0.8687 (4)	0.55607 (11)	0.0498 (8)
H15A	−0.0053	0.9442	0.5531	0.060*
C17A	0.0366 (4)	0.6634 (4)	0.58047 (11)	0.0524 (9)
H17A	−0.0022	0.5996	0.5941	0.063*
C18A	0.1573 (3)	0.6482 (4)	0.56627 (10)	0.0468 (8)
H18A	0.1988	0.5742	0.5700	0.056*
C17B	−0.1718 (4)	0.9422 (4)	0.34562 (11)	0.0576 (10)
H17B	−0.1522	1.0200	0.3634	0.069*
C18B	−0.2816 (4)	0.8545 (4)	0.34848 (10)	0.0496 (8)
H18B	−0.3342	0.8714	0.3686	0.060*
C19A	−0.1661 (4)	0.7826 (5)	0.58720 (14)	0.0724 (12)
H19A	−0.2325	0.7221	0.5695	0.109*
H19B	−0.1857	0.8715	0.5868	0.109*
H19C	−0.1679	0.7608	0.6133	0.109*
C19B	0.0391 (5)	1.0120 (6)	0.31561 (17)	0.0941 (17)
H19D	0.0805	0.9835	0.2928	0.141*
H19E	0.1004	1.0120	0.3388	0.141*
H19F	0.0173	1.0999	0.3146	0.141*
N1A	0.3318 (2)	0.7197 (3)	0.52688 (7)	0.0366 (6)
N1B	−0.4299 (3)	0.6477 (3)	0.32421 (8)	0.0446 (7)
N2A	0.6351 (3)	0.8495 (3)	0.49127 (9)	0.0523 (7)
N2B	−0.7813 (4)	0.5448 (5)	0.32615 (11)	0.0795 (12)
O1A	0.4557 (3)	0.7450 (3)	0.40438 (7)	0.0596 (7)
O1B	−0.6620 (3)	0.2552 (3)	0.30708 (10)	0.0868 (10)
O2A	0.2734 (2)	0.5022 (2)	0.49147 (7)	0.0484 (6)
H2A	0.3352	0.4785	0.5049	0.073*
O3B	−0.5922 (3)	0.4394 (3)	0.38327 (7)	0.0563 (7)
H3B	−0.6712	0.4060	0.3816	0.084*
O3A	0.5110 (3)	0.5622 (3)	0.46113 (7)	0.0504 (6)
H3A	0.4885	0.5238	0.4387	0.076*
O2B	−0.3484 (2)	0.5870 (2)	0.38529 (6)	0.0448 (5)
H2B	−0.3891	0.6430	0.3960	0.067*
O4A	0.6824 (3)	0.9511 (3)	0.51445 (9)	0.0707 (8)
O4B	−0.8460 (3)	0.6210 (5)	0.30993 (11)	0.1101 (14)
O5A	0.6916 (3)	0.8092 (3)	0.46307 (9)	0.0767 (9)
O5B	−0.8371 (3)	0.4541 (5)	0.34225 (12)	0.0987 (12)
S1	0.50842 (9)	0.92446 (9)	0.56943 (3)	0.0504 (2)
S2	−0.62570 (16)	0.78016 (15)	0.29113 (4)	0.0902 (4)
C1D	0.6383 (3)	0.8124 (3)	1.01223 (9)	0.0405 (7)
C2D	0.6902 (3)	0.9583 (3)	1.03256 (9)	0.0422 (7)
C3D	0.7771 (3)	1.0098 (3)	1.00404 (9)	0.0417 (7)
C4D	0.7760 (3)	0.9169 (3)	0.97153 (9)	0.0379 (7)
C5D	0.7641 (5)	0.8362 (5)	0.89118 (11)	0.0664 (11)
H10	0.6699	0.8350	0.8935	0.100*
H11	0.7871	0.7483	0.8912	0.100*
H12	0.7833	0.8668	0.8671	0.100*
C6D	0.7756 (3)	0.9422 (4)	1.07046 (10)	0.0475 (8)
C7D	0.7847 (4)	0.8024 (4)	1.07031 (10)	0.0513 (9)
C8D	0.7035 (3)	0.7262 (4)	1.03883 (10)	0.0451 (8)
C9D	0.6886 (4)	0.5892 (4)	1.03508 (12)	0.0578 (10)
H9D	0.6333	0.5371	1.0141	0.069*
C10D	0.7581 (5)	0.5323 (5)	1.06343 (15)	0.0710 (13)
H10D	0.7495	0.4405	1.0614	0.085*
C11D	0.8397 (5)	0.6084 (5)	1.09461 (15)	0.0810 (15)
H11D	0.8860	0.5671	1.1131	0.097*
C12D	0.8538 (5)	0.7432 (5)	1.09896 (12)	0.0701 (12)
H12D	0.9078	0.7944	1.1203	0.084*
C13D	0.7059 (3)	0.6746 (3)	0.95415 (9)	0.0404 (7)
C14D	0.8240 (3)	0.6224 (3)	0.95949 (10)	0.0461 (8)
H14D	0.9012	0.6754	0.9726	0.055*
C15D	0.8284 (4)	0.4909 (4)	0.94538 (11)	0.0512 (9)
H15D	0.9088	0.4560	0.9493	0.061*
C16D	0.7156 (4)	0.4109 (4)	0.92571 (11)	0.0533 (9)
C17D	0.5980 (4)	0.4670 (4)	0.91898 (11)	0.0539 (9)
H17D	0.5220	0.4152	0.9047	0.065*
C18D	0.5921 (4)	0.5971 (4)	0.93292 (10)	0.0477 (8)
H18D	0.5128	0.6331	0.9282	0.057*
C19D	0.7187 (5)	0.2650 (4)	0.91262 (15)	0.0778 (13)
H19J	0.6730	0.2137	0.9298	0.117*
H19K	0.8104	0.2483	0.9135	0.117*
H19L	0.6744	0.2404	0.8863	0.117*
N1D	0.6938 (3)	0.8045 (3)	0.97352 (7)	0.0379 (6)
N2D	0.8481 (3)	1.1362 (3)	1.00990 (9)	0.0531 (7)
O1D	0.8237 (3)	1.0340 (3)	1.09637 (7)	0.0595 (7)
O2D	0.5001 (2)	0.7761 (3)	1.00695 (8)	0.0506 (6)
H2D	0.4646	0.8271	0.9942	0.076*
O3D	0.5852 (2)	1.0344 (3)	1.03922 (7)	0.0498 (6)
H3D	0.5644	1.0295	1.0613	0.075*
O4D	0.9295 (3)	1.1659 (3)	0.98715 (9)	0.0699 (8)
O5D	0.8301 (3)	1.2162 (3)	1.03853 (9)	0.0744 (8)
S4	0.86152 (10)	0.94568 (10)	0.93187 (3)	0.0532 (2)
C1C	0.3302 (3)	0.7827 (3)	0.84914 (9)	0.0427 (7)
C2C	0.4071 (4)	0.9207 (4)	0.84560 (10)	0.0465 (8)
C3C	0.3014 (4)	0.9892 (4)	0.82676 (10)	0.0531 (9)
C4C	0.1834 (4)	0.9043 (4)	0.81611 (10)	0.0535 (9)
C6C	0.5135 (4)	0.8886 (4)	0.81767 (10)	0.0505 (9)
C7C	0.5025 (3)	0.7446 (4)	0.80862 (9)	0.0457 (8)
C8C	0.4066 (3)	0.6835 (3)	0.82799 (9)	0.0436 (8)
C9C	0.3899 (4)	0.5475 (4)	0.82721 (11)	0.0593 (10)
H9C	0.3254	0.5054	0.8404	0.071*
C10C	0.4731 (5)	0.4761 (5)	0.80591 (13)	0.0739 (12)
H10C	0.4655	0.3847	0.8054	0.089*
C11C	0.5665 (5)	0.5370 (5)	0.78551 (13)	0.0716 (12)
H11C	0.6191	0.4863	0.7709	0.086*
C12C	0.5829 (4)	0.6709 (5)	0.78655 (11)	0.0595 (10)
H12C	0.6462	0.7124	0.7728	0.071*
C13C	0.0970 (3)	0.6701 (4)	0.82203 (10)	0.0499 (9)
C14C	0.0850 (5)	0.5777 (6)	0.78867 (13)	0.0871 (16)
H14C	0.1385	0.5917	0.7689	0.105*
C15C	−0.0070 (6)	0.4646 (6)	0.78502 (16)	0.0958 (18)
H15C	−0.0155	0.4032	0.7624	0.115*
C16C	−0.0872 (5)	0.4396 (5)	0.81398 (15)	0.0755 (13)
C17C	−0.0760 (4)	0.5352 (4)	0.84590 (12)	0.0609 (10)
H17C	−0.1322	0.5235	0.8651	0.073*
C18C	0.0158 (4)	0.6483 (4)	0.85049 (11)	0.0529 (9)
H18C	0.0228	0.7102	0.8730	0.063*
C19C	−0.1815 (6)	0.3122 (6)	0.8111 (2)	0.116 (2)
H19G	−0.1368	0.2500	0.8242	0.174*
H19H	−0.2078	0.2761	0.7841	0.174*
H19I	−0.2599	0.3293	0.8233	0.174*
N1C	0.1946 (3)	0.7845 (3)	0.82644 (8)	0.0491 (7)
N2C	0.3258 (4)	1.1234 (4)	0.82451 (11)	0.0724 (10)
O1C	0.5932 (3)	0.9711 (3)	0.80765 (10)	0.0791 (9)
O2C	0.3173 (2)	0.7522 (2)	0.88630 (6)	0.0471 (6)
H2C	0.2759	0.8057	0.8979	0.071*
O3C	0.4712 (3)	0.9862 (3)	0.88256 (7)	0.0550 (6)
H3C	0.5082	1.0599	0.8801	0.083*
O4C	0.2372 (4)	1.1761 (4)	0.80671 (12)	0.1060 (13)
O5C	0.4335 (4)	1.1883 (3)	0.84059 (12)	0.0951 (11)

	U11	U22	U33	U12	U13	U23
C5C	0.057 (4)	0.118 (7)	0.130 (7)	−0.005 (5)	−0.020 (4)	0.070 (6)
S3	0.0530 (11)	0.075 (2)	0.0635 (9)	0.0199 (12)	−0.0072 (7)	0.0244 (9)
C1	0.070 (9)	0.125 (12)	0.131 (12)	0.003 (10)	−0.026 (9)	0.063 (10)
S3'	0.061 (5)	0.084 (9)	0.071 (4)	0.014 (6)	−0.021 (3)	0.029 (4)
C1A	0.0416 (17)	0.0419 (19)	0.0355 (16)	0.0149 (14)	−0.0010 (13)	0.0056 (13)
C1B	0.0479 (18)	0.0448 (19)	0.0313 (16)	0.0139 (14)	0.0000 (13)	0.0085 (13)
C2A	0.0441 (18)	0.049 (2)	0.0339 (16)	0.0247 (15)	0.0046 (13)	0.0079 (14)
C2B	0.0484 (19)	0.061 (2)	0.0351 (17)	0.0101 (16)	0.0030 (14)	0.0077 (15)
C3A	0.0396 (17)	0.0465 (19)	0.0388 (17)	0.0160 (14)	0.0046 (13)	0.0115 (14)
C3B	0.047 (2)	0.076 (3)	0.046 (2)	0.0205 (19)	−0.0019 (16)	0.0096 (18)
C4A	0.0402 (17)	0.0377 (17)	0.0368 (16)	0.0163 (13)	0.0035 (13)	0.0107 (13)
C4B	0.069 (2)	0.064 (2)	0.0310 (17)	0.026 (2)	−0.0041 (16)	0.0033 (16)
C5A	0.076 (3)	0.076 (3)	0.0365 (19)	0.015 (2)	0.0023 (18)	0.0005 (18)
C5B	0.156 (11)	0.073 (10)	0.080 (11)	0.032 (8)	−0.044 (9)	0.009 (9)
C2	0.147 (5)	0.059 (5)	0.070 (5)	0.007 (4)	−0.034 (3)	0.028 (4)
C6A	0.060 (2)	0.050 (2)	0.0351 (17)	0.0277 (17)	0.0061 (16)	0.0086 (15)
C6B	0.052 (2)	0.059 (2)	0.0442 (19)	0.0011 (18)	−0.0030 (16)	0.0087 (16)
C7A	0.061 (2)	0.058 (2)	0.0409 (19)	0.0327 (18)	−0.0027 (16)	0.0042 (16)
C7B	0.060 (2)	0.045 (2)	0.0383 (17)	0.0141 (16)	0.0007 (15)	0.0113 (15)
C8A	0.0475 (19)	0.046 (2)	0.0382 (17)	0.0197 (15)	−0.0056 (14)	−0.0029 (14)
C8B	0.0508 (19)	0.0456 (19)	0.0291 (15)	0.0136 (15)	0.0019 (13)	0.0114 (13)
C9A	0.050 (2)	0.059 (2)	0.055 (2)	0.0192 (17)	−0.0079 (17)	−0.0032 (17)
C9B	0.056 (2)	0.057 (2)	0.0424 (19)	0.0153 (17)	0.0079 (16)	0.0082 (16)
C10A	0.053 (2)	0.076 (3)	0.082 (3)	0.031 (2)	−0.020 (2)	−0.012 (2)
C10B	0.071 (3)	0.073 (3)	0.054 (2)	0.031 (2)	0.013 (2)	0.008 (2)
C11A	0.087 (3)	0.100 (4)	0.064 (3)	0.057 (3)	−0.018 (2)	0.012 (3)
C11B	0.093 (3)	0.061 (3)	0.060 (3)	0.038 (2)	0.015 (2)	0.010 (2)
C12A	0.085 (3)	0.083 (3)	0.051 (2)	0.046 (2)	−0.005 (2)	0.018 (2)
C12B	0.083 (3)	0.047 (2)	0.048 (2)	0.014 (2)	0.0016 (19)	0.0047 (17)
C13A	0.0371 (16)	0.0443 (18)	0.0353 (16)	0.0112 (14)	0.0052 (13)	0.0061 (13)
C13B	0.064 (2)	0.0405 (19)	0.0389 (18)	0.0115 (16)	0.0007 (16)	0.0121 (14)
C14A	0.0467 (19)	0.0424 (19)	0.0449 (18)	0.0088 (15)	0.0101 (15)	0.0099 (14)
C14B	0.109 (4)	0.048 (2)	0.054 (2)	0.007 (2)	0.029 (2)	0.0027 (18)
C15B	0.101 (4)	0.071 (3)	0.082 (3)	0.018 (3)	0.044 (3)	0.031 (3)
C16A	0.0438 (19)	0.063 (2)	0.0443 (19)	0.0110 (17)	0.0106 (15)	0.0050 (16)
C16B	0.069 (3)	0.058 (3)	0.064 (3)	0.010 (2)	0.001 (2)	0.028 (2)
C15A	0.048 (2)	0.051 (2)	0.054 (2)	0.0198 (16)	0.0075 (16)	0.0055 (16)
C17A	0.052 (2)	0.058 (2)	0.050 (2)	0.0025 (17)	0.0115 (16)	0.0175 (17)
C18A	0.0486 (19)	0.047 (2)	0.0482 (19)	0.0121 (15)	0.0079 (16)	0.0146 (15)
C17B	0.070 (3)	0.050 (2)	0.048 (2)	0.0104 (19)	−0.0110 (19)	0.0051 (17)
C18B	0.062 (2)	0.051 (2)	0.0365 (18)	0.0173 (18)	−0.0005 (16)	0.0034 (15)
C19A	0.050 (2)	0.095 (3)	0.075 (3)	0.015 (2)	0.020 (2)	0.009 (2)
C19B	0.085 (3)	0.103 (4)	0.098 (4)	0.000 (3)	0.003 (3)	0.048 (3)
N1A	0.0367 (14)	0.0413 (15)	0.0333 (13)	0.0112 (11)	0.0042 (11)	0.0051 (11)
N1B	0.0565 (17)	0.0438 (16)	0.0341 (14)	0.0151 (13)	−0.0032 (12)	0.0069 (12)
N2A	0.0452 (17)	0.064 (2)	0.0539 (18)	0.0153 (15)	0.0097 (15)	0.0206 (16)
N2B	0.052 (2)	0.126 (4)	0.062 (2)	0.028 (2)	−0.0060 (18)	0.015 (2)
O1A	0.0809 (18)	0.0702 (18)	0.0390 (13)	0.0384 (14)	0.0152 (13)	0.0165 (12)
O1B	0.069 (2)	0.088 (2)	0.089 (2)	−0.0166 (18)	0.0012 (17)	−0.0097 (18)
O2A	0.0506 (14)	0.0431 (14)	0.0499 (14)	0.0124 (11)	−0.0046 (11)	0.0044 (10)
O3B	0.0530 (14)	0.0763 (18)	0.0403 (13)	0.0035 (13)	0.0076 (11)	0.0151 (12)
O3A	0.0618 (15)	0.0618 (16)	0.0353 (12)	0.0368 (13)	0.0058 (11)	0.0083 (11)
O2B	0.0478 (13)	0.0540 (14)	0.0326 (11)	0.0169 (11)	−0.0012 (9)	0.0018 (10)
O4A	0.0630 (18)	0.078 (2)	0.0673 (18)	−0.0103 (15)	0.0089 (14)	0.0168 (16)
O4B	0.071 (2)	0.181 (4)	0.091 (3)	0.062 (2)	−0.0104 (19)	0.040 (3)
O5A	0.0607 (17)	0.100 (2)	0.079 (2)	0.0227 (16)	0.0366 (16)	0.0176 (17)
O5B	0.0479 (18)	0.145 (4)	0.106 (3)	0.007 (2)	0.0063 (18)	0.036 (3)
S1	0.0530 (5)	0.0503 (5)	0.0445 (5)	0.0062 (4)	−0.0008 (4)	0.0011 (4)
S2	0.1209 (11)	0.0944 (10)	0.0656 (7)	0.0605 (8)	−0.0119 (7)	0.0250 (7)
C1D	0.0443 (18)	0.0436 (19)	0.0372 (17)	0.0137 (14)	0.0080 (14)	0.0093 (13)
C2D	0.0489 (19)	0.047 (2)	0.0342 (16)	0.0232 (15)	0.0019 (14)	0.0062 (14)
C3D	0.0431 (18)	0.0421 (19)	0.0405 (17)	0.0116 (14)	−0.0010 (14)	0.0083 (14)
C4D	0.0376 (16)	0.0435 (18)	0.0362 (16)	0.0175 (14)	0.0035 (13)	0.0093 (13)
C5D	0.084 (3)	0.085 (3)	0.0343 (19)	0.026 (2)	0.0094 (19)	0.0071 (19)
C6D	0.0464 (19)	0.066 (2)	0.0342 (17)	0.0251 (17)	0.0038 (14)	0.0061 (16)
C7D	0.055 (2)	0.067 (2)	0.0415 (19)	0.0314 (18)	0.0075 (16)	0.0180 (17)
C8D	0.0483 (19)	0.053 (2)	0.0415 (18)	0.0206 (16)	0.0113 (15)	0.0167 (15)
C9D	0.065 (2)	0.054 (2)	0.065 (2)	0.0217 (18)	0.0222 (19)	0.0232 (19)
C10D	0.082 (3)	0.064 (3)	0.086 (3)	0.038 (2)	0.030 (3)	0.040 (2)
C11D	0.089 (3)	0.094 (4)	0.080 (3)	0.053 (3)	0.013 (3)	0.046 (3)
C12D	0.074 (3)	0.095 (4)	0.052 (2)	0.045 (2)	0.000 (2)	0.022 (2)
C13D	0.0440 (18)	0.0398 (18)	0.0384 (17)	0.0104 (14)	0.0043 (14)	0.0052 (13)
C14D	0.0437 (18)	0.045 (2)	0.0478 (19)	0.0084 (15)	0.0036 (15)	0.0016 (15)
C15D	0.051 (2)	0.052 (2)	0.053 (2)	0.0197 (17)	0.0053 (16)	0.0043 (16)
C16D	0.066 (2)	0.044 (2)	0.050 (2)	0.0116 (18)	0.0083 (18)	0.0019 (16)
C17D	0.054 (2)	0.050 (2)	0.052 (2)	0.0018 (17)	−0.0026 (17)	0.0001 (17)
C18D	0.0448 (19)	0.049 (2)	0.049 (2)	0.0120 (15)	−0.0014 (15)	0.0043 (16)
C19D	0.096 (3)	0.048 (2)	0.085 (3)	0.014 (2)	0.000 (3)	−0.002 (2)
N1D	0.0417 (14)	0.0375 (15)	0.0352 (14)	0.0085 (11)	0.0055 (11)	0.0041 (11)
N2D	0.0568 (19)	0.0457 (18)	0.0555 (19)	0.0094 (14)	−0.0030 (15)	0.0089 (15)
O1D	0.0647 (16)	0.0750 (19)	0.0386 (13)	0.0288 (14)	−0.0048 (12)	−0.0017 (13)
O2D	0.0445 (13)	0.0559 (16)	0.0567 (15)	0.0154 (11)	0.0105 (11)	0.0164 (12)
O3D	0.0569 (14)	0.0604 (16)	0.0372 (12)	0.0334 (12)	0.0022 (11)	0.0046 (11)
O4D	0.0740 (19)	0.0618 (18)	0.0677 (18)	−0.0120 (15)	0.0015 (15)	0.0127 (14)
O5D	0.096 (2)	0.0473 (16)	0.074 (2)	0.0147 (15)	0.0043 (17)	−0.0111 (14)
S4	0.0569 (5)	0.0618 (6)	0.0452 (5)	0.0105 (4)	0.0132 (4)	0.0156 (4)
C1C	0.0469 (18)	0.053 (2)	0.0286 (15)	0.0117 (15)	−0.0013 (13)	0.0077 (14)
C2C	0.055 (2)	0.048 (2)	0.0377 (17)	0.0136 (16)	−0.0001 (15)	0.0109 (14)
C3C	0.065 (2)	0.054 (2)	0.0433 (19)	0.0186 (19)	0.0000 (17)	0.0135 (16)
C4C	0.062 (2)	0.071 (3)	0.0363 (18)	0.033 (2)	0.0064 (16)	0.0172 (17)
C6C	0.053 (2)	0.060 (2)	0.0411 (19)	0.0109 (18)	0.0034 (16)	0.0167 (16)
C7C	0.0479 (19)	0.056 (2)	0.0331 (16)	0.0120 (16)	−0.0023 (14)	0.0062 (14)
C8C	0.0475 (19)	0.047 (2)	0.0354 (17)	0.0100 (15)	−0.0030 (14)	0.0053 (14)
C9C	0.075 (3)	0.056 (2)	0.046 (2)	0.010 (2)	0.0071 (19)	0.0058 (17)
C10C	0.102 (4)	0.061 (3)	0.061 (3)	0.025 (2)	0.011 (3)	0.004 (2)
C11C	0.086 (3)	0.075 (3)	0.057 (2)	0.039 (2)	0.011 (2)	−0.003 (2)
C12C	0.057 (2)	0.078 (3)	0.045 (2)	0.019 (2)	0.0059 (17)	0.0065 (19)
C13C	0.0452 (19)	0.070 (2)	0.0357 (18)	0.0179 (17)	−0.0005 (15)	0.0069 (16)
C14C	0.067 (3)	0.130 (5)	0.051 (3)	−0.007 (3)	0.009 (2)	−0.017 (3)
C15C	0.086 (4)	0.106 (4)	0.075 (3)	−0.006 (3)	−0.002 (3)	−0.033 (3)
C16C	0.060 (3)	0.077 (3)	0.081 (3)	0.002 (2)	−0.018 (2)	0.009 (3)
C17C	0.054 (2)	0.080 (3)	0.052 (2)	0.010 (2)	0.0001 (18)	0.026 (2)
C18C	0.055 (2)	0.063 (2)	0.0428 (19)	0.0152 (18)	0.0033 (16)	0.0103 (17)
C19C	0.105 (4)	0.089 (4)	0.136 (6)	−0.017 (3)	−0.033 (4)	0.019 (4)
N1C	0.0429 (16)	0.067 (2)	0.0382 (15)	0.0101 (14)	0.0003 (12)	0.0143 (14)
N2C	0.093 (3)	0.061 (2)	0.071 (2)	0.029 (2)	0.004 (2)	0.0287 (19)
O1C	0.083 (2)	0.073 (2)	0.088 (2)	0.0013 (17)	0.0293 (18)	0.0309 (17)
O2C	0.0581 (14)	0.0550 (15)	0.0312 (11)	0.0168 (11)	0.0055 (10)	0.0096 (10)
O3C	0.0694 (16)	0.0526 (15)	0.0407 (13)	0.0047 (12)	−0.0028 (12)	0.0089 (11)
O4C	0.131 (3)	0.083 (2)	0.111 (3)	0.041 (2)	−0.018 (2)	0.042 (2)
O5C	0.108 (3)	0.061 (2)	0.111 (3)	−0.0012 (19)	−0.017 (2)	0.0289 (19)

C5C—S3	1.757 (8)	N2A—O4A	1.241 (4)
S3—C4C	1.737 (4)	N2B—O4B	1.233 (5)
C1—S3'	1.755 (10)	N2B—O5B	1.253 (5)
S3'—C4C	1.909 (10)	C1D—O2D	1.384 (4)
C1A—O2A	1.379 (4)	C1D—N1D	1.503 (4)
C1A—N1A	1.500 (4)	C1D—C8D	1.516 (4)
C1A—C8A	1.509 (4)	C1D—C2D	1.571 (5)
C1A—C2A	1.578 (5)	C2D—O3D	1.412 (4)
C1B—O2B	1.382 (4)	C2D—C3D	1.494 (5)
C1B—N1B	1.508 (4)	C2D—C6D	1.533 (4)
C1B—C8B	1.513 (5)	C3D—C4D	1.376 (5)
C1B—C2B	1.551 (5)	C3D—N2D	1.382 (5)
C2A—O3A	1.419 (4)	C4D—N1D	1.349 (4)
C2A—C3A	1.485 (5)	C4D—S4	1.736 (3)
C2A—C6A	1.541 (4)	C5D—S4	1.800 (4)
C2B—O3B	1.423 (4)	C6D—O1D	1.226 (4)
C2B—C3B	1.489 (5)	C6D—C7D	1.451 (5)
C2B—C6B	1.547 (5)	C7D—C8D	1.379 (5)
C3A—C4A	1.381 (4)	C7D—C12D	1.400 (5)
C3A—N2A	1.387 (4)	C8D—C9D	1.384 (5)
C3B—C4B	1.375 (6)	C9D—C10D	1.381 (6)
C3B—N2B	1.384 (5)	C10D—C11D	1.374 (7)
C4A—N1A	1.348 (4)	C11D—C12D	1.361 (7)
C4A—S1	1.735 (3)	C13D—C14D	1.371 (5)
C4B—N1B	1.354 (5)	C13D—C18D	1.391 (5)
C4B—S2	1.731 (4)	C13D—N1D	1.439 (4)
C5A—S1	1.795 (4)	C14D—C15D	1.383 (5)
C5B—S2	1.45 (6)	C15D—C16D	1.376 (5)
C2—S2	1.809 (10)	C16D—C17D	1.392 (5)
C6A—O1A	1.218 (4)	C16D—C19D	1.514 (6)
C6A—C7A	1.455 (5)	C17D—C18D	1.372 (5)
C6B—O1B	1.199 (4)	N2D—O4D	1.235 (4)
C6B—C7B	1.462 (5)	N2D—O5D	1.247 (4)
C7A—C8A	1.385 (5)	C1C—O2C	1.380 (4)
C7A—C12A	1.385 (5)	C1C—N1C	1.508 (4)
C7B—C8B	1.372 (5)	C1C—C8C	1.512 (5)
C7B—C12B	1.391 (5)	C1C—C2C	1.556 (5)
C8A—C9A	1.389 (5)	C2C—O3C	1.415 (4)
C8B—C9B	1.379 (5)	C2C—C3C	1.489 (5)
C9A—C10A	1.379 (6)	C2C—C6C	1.556 (5)
C9B—C10B	1.381 (5)	C3C—C4C	1.371 (6)
C10A—C11A	1.378 (7)	C3C—N2C	1.384 (5)
C10B—C11B	1.386 (6)	C4C—N1C	1.341 (5)
C11A—C12A	1.364 (7)	C6C—O1C	1.204 (4)
C11B—C12B	1.359 (6)	C6C—C7C	1.460 (5)
C13A—C18A	1.373 (5)	C7C—C8C	1.370 (5)
C13A—C14A	1.380 (5)	C7C—C12C	1.395 (5)
C13A—N1A	1.445 (4)	C8C—C9C	1.384 (5)
C13B—C18B	1.380 (5)	C9C—C10C	1.389 (6)
C13B—C14B	1.382 (5)	C10C—C11C	1.374 (7)
C13B—N1B	1.424 (5)	C11C—C12C	1.361 (6)
C14A—C15A	1.391 (5)	C13C—C18C	1.370 (5)
C14B—C15B	1.375 (6)	C13C—C14C	1.381 (6)
C15B—C16B	1.360 (7)	C13C—N1C	1.417 (5)
C16A—C15A	1.380 (5)	C14C—C15C	1.377 (7)
C16A—C17A	1.385 (5)	C15C—C16C	1.384 (7)
C16A—C19A	1.515 (5)	C16C—C17C	1.365 (7)
C16B—C17B	1.400 (6)	C16C—C19C	1.504 (7)
C16B—C19B	1.504 (6)	C17C—C18C	1.372 (6)
C17A—C18A	1.378 (5)	N2C—O5C	1.237 (5)
C17B—C18B	1.358 (5)	N2C—O4C	1.251 (5)
N2A—O5A	1.232 (4)
C4C—S3—C5C	107.6 (3)	C4B—S2—C2	106.8 (3)
C1—S3'—C4C	122.1 (12)	O2D—C1D—N1D	111.0 (3)
O2A—C1A—N1A	111.3 (2)	O2D—C1D—C8D	109.7 (3)
O2A—C1A—C8A	109.3 (3)	N1D—C1D—C8D	111.5 (3)
N1A—C1A—C8A	111.8 (3)	O2D—C1D—C2D	115.9 (3)
O2A—C1A—C2A	116.1 (3)	N1D—C1D—C2D	104.0 (2)
N1A—C1A—C2A	103.9 (2)	C8D—C1D—C2D	104.6 (3)
C8A—C1A—C2A	104.3 (3)	O3D—C2D—C3D	112.4 (3)
O2B—C1B—N1B	110.6 (3)	O3D—C2D—C6D	113.1 (3)
O2B—C1B—C8B	109.1 (3)	C3D—C2D—C6D	110.8 (3)
N1B—C1B—C8B	111.4 (3)	O3D—C2D—C1D	113.3 (3)
O2B—C1B—C2B	117.7 (3)	C3D—C2D—C1D	102.1 (3)
N1B—C1B—C2B	103.0 (3)	C6D—C2D—C1D	104.4 (3)
C8B—C1B—C2B	104.9 (3)	C4D—C3D—N2D	124.9 (3)
O3A—C2A—C3A	112.3 (3)	C4D—C3D—C2D	111.7 (3)
O3A—C2A—C6A	113.0 (3)	N2D—C3D—C2D	123.4 (3)
C3A—C2A—C6A	110.6 (3)	N1D—C4D—C3D	111.3 (3)
O3A—C2A—C1A	113.2 (3)	N1D—C4D—S4	124.7 (2)
C3A—C2A—C1A	102.3 (2)	C3D—C4D—S4	123.8 (3)
C6A—C2A—C1A	104.5 (3)	O1D—C6D—C7D	127.3 (3)
O3B—C2B—C3B	115.9 (3)	O1D—C6D—C2D	124.3 (3)
O3B—C2B—C6B	109.5 (3)	C7D—C6D—C2D	108.4 (3)
C3B—C2B—C6B	112.7 (3)	C8D—C7D—C12D	120.9 (4)
O3B—C2B—C1B	110.7 (3)	C8D—C7D—C6D	111.2 (3)
C3B—C2B—C1B	102.9 (3)	C12D—C7D—C6D	127.7 (4)
C6B—C2B—C1B	104.3 (3)	C7D—C8D—C9D	120.4 (3)
C4A—C3A—N2A	125.3 (3)	C7D—C8D—C1D	111.1 (3)
C4A—C3A—C2A	111.3 (3)	C9D—C8D—C1D	128.5 (3)
N2A—C3A—C2A	123.4 (3)	C10D—C9D—C8D	118.0 (4)
C4B—C3B—N2B	127.3 (4)	C11D—C10D—C9D	121.5 (4)
C4B—C3B—C2B	111.5 (3)	C12D—C11D—C10D	121.1 (4)
N2B—C3B—C2B	121.2 (4)	C11D—C12D—C7D	118.1 (4)
N1A—C4A—C3A	111.7 (3)	C14D—C13D—C18D	120.0 (3)
N1A—C4A—S1	124.5 (2)	C14D—C13D—N1D	120.8 (3)
C3A—C4A—S1	123.7 (3)	C18D—C13D—N1D	119.0 (3)
N1B—C4B—C3B	110.3 (3)	C13D—C14D—C15D	120.0 (3)
N1B—C4B—S2	127.2 (3)	C16D—C15D—C14D	120.9 (3)
C3B—C4B—S2	122.4 (3)	C15D—C16D—C17D	118.3 (3)
O1A—C6A—C7A	127.5 (3)	C15D—C16D—C19D	120.7 (4)
O1A—C6A—C2A	124.4 (3)	C17D—C16D—C19D	121.0 (4)
C7A—C6A—C2A	108.0 (3)	C18D—C17D—C16D	121.3 (3)
O1B—C6B—C7B	127.3 (4)	C17D—C18D—C13D	119.3 (3)
O1B—C6B—C2B	125.0 (4)	C4D—N1D—C13D	125.5 (3)
C7B—C6B—C2B	107.6 (3)	C4D—N1D—C1D	110.6 (3)
C8A—C7A—C12A	121.5 (4)	C13D—N1D—C1D	117.1 (2)
C8A—C7A—C6A	110.9 (3)	O4D—N2D—O5D	121.9 (3)
C12A—C7A—C6A	127.4 (4)	O4D—N2D—C3D	119.2 (3)
C8B—C7B—C12B	121.4 (4)	O5D—N2D—C3D	118.9 (3)
C8B—C7B—C6B	110.9 (3)	C4D—S4—C5D	103.93 (19)
C12B—C7B—C6B	127.5 (4)	O2C—C1C—N1C	111.3 (3)
C7A—C8A—C9A	120.1 (3)	O2C—C1C—C8C	109.1 (3)
C7A—C8A—C1A	111.8 (3)	N1C—C1C—C8C	110.9 (3)
C9A—C8A—C1A	128.1 (3)	O2C—C1C—C2C	117.8 (3)
C7B—C8B—C9B	120.6 (3)	N1C—C1C—C2C	102.4 (3)
C7B—C8B—C1B	111.3 (3)	C8C—C1C—C2C	105.0 (3)
C9B—C8B—C1B	128.1 (3)	O3C—C2C—C3C	115.0 (3)
C10A—C9A—C8A	117.7 (4)	O3C—C2C—C6C	110.4 (3)
C8B—C9B—C10B	118.0 (4)	C3C—C2C—C6C	111.7 (3)
C11A—C10A—C9A	121.7 (4)	O3C—C2C—C1C	111.2 (3)
C9B—C10B—C11B	120.8 (4)	C3C—C2C—C1C	103.6 (3)
C12A—C11A—C10A	121.1 (4)	C6C—C2C—C1C	104.2 (3)
C12B—C11B—C10B	121.3 (4)	C4C—C3C—N2C	128.4 (4)
C11A—C12A—C7A	117.9 (4)	C4C—C3C—C2C	110.6 (3)
C11B—C12B—C7B	117.8 (4)	N2C—C3C—C2C	120.7 (4)
C18A—C13A—C14A	120.8 (3)	N1C—C4C—C3C	111.3 (3)
C18A—C13A—N1A	119.8 (3)	N1C—C4C—S3	130.8 (4)
C14A—C13A—N1A	119.1 (3)	C3C—C4C—S3	117.9 (3)
C18B—C13B—C14B	119.1 (4)	N1C—C4C—S3'	104.9 (6)
C18B—C13B—N1B	120.7 (3)	C3C—C4C—S3'	143.7 (6)
C14B—C13B—N1B	120.1 (3)	O1C—C6C—C7C	128.1 (4)
C13A—C14A—C15A	119.0 (3)	O1C—C6C—C2C	124.1 (4)
C15B—C14B—C13B	119.5 (4)	C7C—C6C—C2C	107.7 (3)
C16B—C15B—C14B	122.6 (4)	C8C—C7C—C12C	120.9 (4)
C15A—C16A—C17A	118.5 (3)	C8C—C7C—C6C	111.1 (3)
C15A—C16A—C19A	120.3 (4)	C12C—C7C—C6C	127.8 (4)
C17A—C16A—C19A	121.1 (4)	C7C—C8C—C9C	120.8 (3)
C15B—C16B—C17B	116.8 (4)	C7C—C8C—C1C	111.5 (3)
C15B—C16B—C19B	121.9 (5)	C9C—C8C—C1C	127.7 (3)
C17B—C16B—C19B	121.2 (5)	C8C—C9C—C10C	117.5 (4)
C16A—C15A—C14A	121.0 (3)	C11C—C10C—C9C	121.7 (4)
C18A—C17A—C16A	121.2 (3)	C12C—C11C—C10C	120.6 (4)
C13A—C18A—C17A	119.5 (3)	C11C—C12C—C7C	118.6 (4)
C18B—C17B—C16B	121.9 (4)	C18C—C13C—C14C	119.3 (4)
C17B—C18B—C13B	120.1 (4)	C18C—C13C—N1C	121.3 (3)
C4A—N1A—C13A	126.1 (3)	C14C—C13C—N1C	119.4 (4)
C4A—N1A—C1A	110.4 (2)	C15C—C14C—C13C	119.2 (4)
C13A—N1A—C1A	116.9 (2)	C14C—C15C—C16C	122.1 (5)
C4B—N1B—C13B	127.9 (3)	C17C—C16C—C15C	117.0 (4)
C4B—N1B—C1B	111.0 (3)	C17C—C16C—C19C	120.9 (5)
C13B—N1B—C1B	119.4 (3)	C15C—C16C—C19C	122.1 (5)
O5A—N2A—O4A	122.3 (3)	C16C—C17C—C18C	122.1 (4)
O5A—N2A—C3A	119.0 (3)	C13C—C18C—C17C	120.2 (4)
O4A—N2A—C3A	118.7 (3)	C4C—N1C—C13C	129.8 (3)
O4B—N2B—O5B	122.0 (4)	C4C—N1C—C1C	111.4 (3)
O4B—N2B—C3B	119.8 (5)	C13C—N1C—C1C	118.6 (3)
O5B—N2B—C3B	118.1 (4)	O5C—N2C—O4C	121.8 (4)
C4A—S1—C5A	103.90 (18)	O5C—N2C—C3C	119.3 (4)
C5B—S2—C4B	122 (2)	O4C—N2C—C3C	119.0 (4)
O2A—C1A—C2A—O3A	−6.8 (4)	O2D—C1D—C2D—C3D	−126.5 (3)
N1A—C1A—C2A—O3A	115.7 (3)	N1D—C1D—C2D—C3D	−4.4 (3)
C8A—C1A—C2A—O3A	−127.1 (3)	C8D—C1D—C2D—C3D	112.7 (3)
O2A—C1A—C2A—C3A	−127.9 (3)	O2D—C1D—C2D—C6D	118.1 (3)
N1A—C1A—C2A—C3A	−5.5 (3)	N1D—C1D—C2D—C6D	−119.9 (3)
C8A—C1A—C2A—C3A	111.7 (3)	C8D—C1D—C2D—C6D	−2.8 (3)
O2A—C1A—C2A—C6A	116.7 (3)	O3D—C2D—C3D—C4D	−119.6 (3)
N1A—C1A—C2A—C6A	−120.9 (3)	C6D—C2D—C3D—C4D	112.8 (3)
C8A—C1A—C2A—C6A	−3.7 (3)	C1D—C2D—C3D—C4D	2.1 (3)
O2B—C1B—C2B—O3B	−13.3 (4)	O3D—C2D—C3D—N2D	59.7 (4)
N1B—C1B—C2B—O3B	−135.2 (3)	C6D—C2D—C3D—N2D	−67.9 (4)
C8B—C1B—C2B—O3B	108.1 (3)	C1D—C2D—C3D—N2D	−178.6 (3)
O2B—C1B—C2B—C3B	111.2 (3)	N2D—C3D—C4D—N1D	−177.8 (3)
N1B—C1B—C2B—C3B	−10.8 (3)	C2D—C3D—C4D—N1D	1.5 (4)
C8B—C1B—C2B—C3B	−127.4 (3)	N2D—C3D—C4D—S4	−1.5 (5)
O2B—C1B—C2B—C6B	−131.0 (3)	C2D—C3D—C4D—S4	177.8 (2)
N1B—C1B—C2B—C6B	107.1 (3)	O3D—C2D—C6D—O1D	−49.3 (5)
C8B—C1B—C2B—C6B	−9.6 (3)	C3D—C2D—C6D—O1D	77.9 (4)
O3A—C2A—C3A—C4A	−118.8 (3)	C1D—C2D—C6D—O1D	−172.9 (3)
C6A—C2A—C3A—C4A	113.9 (3)	O3D—C2D—C6D—C7D	129.0 (3)
C1A—C2A—C3A—C4A	3.0 (3)	C3D—C2D—C6D—C7D	−103.8 (3)
O3A—C2A—C3A—N2A	61.1 (4)	C1D—C2D—C6D—C7D	5.4 (4)
C6A—C2A—C3A—N2A	−66.2 (4)	O1D—C6D—C7D—C8D	171.8 (4)
C1A—C2A—C3A—N2A	−177.1 (3)	C2D—C6D—C7D—C8D	−6.4 (4)
O3B—C2B—C3B—C4B	130.0 (3)	O1D—C6D—C7D—C12D	−2.4 (6)
C6B—C2B—C3B—C4B	−102.7 (4)	C2D—C6D—C7D—C12D	179.4 (4)
C1B—C2B—C3B—C4B	9.1 (4)	C12D—C7D—C8D—C9D	0.2 (5)
O3B—C2B—C3B—N2B	−48.1 (5)	C6D—C7D—C8D—C9D	−174.4 (3)
C6B—C2B—C3B—N2B	79.1 (4)	C12D—C7D—C8D—C1D	179.2 (3)
C1B—C2B—C3B—N2B	−169.1 (3)	C6D—C7D—C8D—C1D	4.6 (4)
N2A—C3A—C4A—N1A	−178.8 (3)	O2D—C1D—C8D—C7D	−125.8 (3)
C2A—C3A—C4A—N1A	1.1 (4)	N1D—C1D—C8D—C7D	110.8 (3)
N2A—C3A—C4A—S1	−1.1 (5)	C2D—C1D—C8D—C7D	−0.9 (4)
C2A—C3A—C4A—S1	178.8 (2)	O2D—C1D—C8D—C9D	53.1 (5)
N2B—C3B—C4B—N1B	174.8 (4)	N1D—C1D—C8D—C9D	−70.2 (4)
C2B—C3B—C4B—N1B	−3.1 (4)	C2D—C1D—C8D—C9D	178.0 (3)
N2B—C3B—C4B—S2	−4.1 (6)	C7D—C8D—C9D—C10D	−0.6 (5)
C2B—C3B—C4B—S2	177.9 (3)	C1D—C8D—C9D—C10D	−179.5 (3)
O3A—C2A—C6A—O1A	−47.8 (5)	C8D—C9D—C10D—C11D	0.2 (6)
C3A—C2A—C6A—O1A	79.2 (4)	C9D—C10D—C11D—C12D	0.7 (7)
C1A—C2A—C6A—O1A	−171.3 (3)	C10D—C11D—C12D—C7D	−1.2 (7)
O3A—C2A—C6A—C7A	130.0 (3)	C8D—C7D—C12D—C11D	0.7 (6)
C3A—C2A—C6A—C7A	−103.0 (3)	C6D—C7D—C12D—C11D	174.4 (4)
C1A—C2A—C6A—C7A	6.5 (4)	C18D—C13D—C14D—C15D	−3.1 (5)
O3B—C2B—C6B—O1B	65.6 (5)	N1D—C13D—C14D—C15D	170.6 (3)
C3B—C2B—C6B—O1B	−65.0 (5)	C13D—C14D—C15D—C16D	0.4 (6)
C1B—C2B—C6B—O1B	−175.9 (4)	C14D—C15D—C16D—C17D	2.5 (6)
O3B—C2B—C6B—C7B	−111.5 (3)	C14D—C15D—C16D—C19D	−176.1 (4)
C3B—C2B—C6B—C7B	117.9 (3)	C15D—C16D—C17D—C18D	−2.8 (6)
C1B—C2B—C6B—C7B	7.0 (4)	C19D—C16D—C17D—C18D	175.8 (4)
O1A—C6A—C7A—C8A	170.6 (4)	C16D—C17D—C18D—C13D	0.1 (6)
C2A—C6A—C7A—C8A	−7.1 (4)	C14D—C13D—C18D—C17D	2.8 (5)
O1A—C6A—C7A—C12A	−4.1 (7)	N1D—C13D—C18D—C17D	−171.0 (3)
C2A—C6A—C7A—C12A	178.2 (4)	C3D—C4D—N1D—C13D	−154.6 (3)
O1B—C6B—C7B—C8B	−178.4 (4)	S4—C4D—N1D—C13D	29.2 (4)
C2B—C6B—C7B—C8B	−1.4 (4)	C3D—C4D—N1D—C1D	−4.7 (4)
O1B—C6B—C7B—C12B	−3.2 (6)	S4—C4D—N1D—C1D	179.1 (2)
C2B—C6B—C7B—C12B	173.9 (3)	C14D—C13D—N1D—C4D	54.7 (4)
C12A—C7A—C8A—C9A	1.3 (6)	C18D—C13D—N1D—C4D	−131.5 (3)
C6A—C7A—C8A—C9A	−173.7 (3)	C14D—C13D—N1D—C1D	−93.5 (4)
C12A—C7A—C8A—C1A	179.8 (4)	C18D—C13D—N1D—C1D	80.3 (4)
C6A—C7A—C8A—C1A	4.7 (4)	O2D—C1D—N1D—C4D	130.9 (3)
O2A—C1A—C8A—C7A	−125.2 (3)	C8D—C1D—N1D—C4D	−106.5 (3)
N1A—C1A—C8A—C7A	111.2 (3)	C2D—C1D—N1D—C4D	5.7 (3)
C2A—C1A—C8A—C7A	−0.4 (4)	O2D—C1D—N1D—C13D	−76.4 (3)
O2A—C1A—C8A—C9A	53.1 (4)	C8D—C1D—N1D—C13D	46.3 (4)
N1A—C1A—C8A—C9A	−70.6 (4)	C2D—C1D—N1D—C13D	158.4 (3)
C2A—C1A—C8A—C9A	177.9 (3)	C4D—C3D—N2D—O4D	−9.0 (5)
C12B—C7B—C8B—C9B	−2.3 (5)	C2D—C3D—N2D—O4D	171.8 (3)
C6B—C7B—C8B—C9B	173.3 (3)	C4D—C3D—N2D—O5D	172.5 (3)
C12B—C7B—C8B—C1B	179.2 (3)	C2D—C3D—N2D—O5D	−6.7 (5)
C6B—C7B—C8B—C1B	−5.2 (4)	N1D—C4D—S4—C5D	23.7 (3)
O2B—C1B—C8B—C7B	136.3 (3)	C3D—C4D—S4—C5D	−152.1 (3)
N1B—C1B—C8B—C7B	−101.3 (3)	O2C—C1C—C2C—O3C	9.4 (4)
C2B—C1B—C8B—C7B	9.4 (3)	N1C—C1C—C2C—O3C	131.9 (3)
O2B—C1B—C8B—C9B	−42.0 (4)	C8C—C1C—C2C—O3C	−112.2 (3)
N1B—C1B—C8B—C9B	80.4 (4)	O2C—C1C—C2C—C3C	−114.7 (3)
C2B—C1B—C8B—C9B	−168.9 (3)	N1C—C1C—C2C—C3C	7.8 (3)
C7A—C8A—C9A—C10A	−0.8 (5)	C8C—C1C—C2C—C3C	123.7 (3)
C1A—C8A—C9A—C10A	−178.9 (4)	O2C—C1C—C2C—C6C	128.4 (3)
C7B—C8B—C9B—C10B	0.3 (5)	N1C—C1C—C2C—C6C	−109.2 (3)
C1B—C8B—C9B—C10B	178.5 (3)	C8C—C1C—C2C—C6C	6.8 (3)
C8A—C9A—C10A—C11A	−0.2 (6)	O3C—C2C—C3C—C4C	−127.7 (3)
C8B—C9B—C10B—C11B	1.8 (6)	C6C—C2C—C3C—C4C	105.4 (4)
C9A—C10A—C11A—C12A	0.6 (7)	C1C—C2C—C3C—C4C	−6.1 (4)
C9B—C10B—C11B—C12B	−1.9 (6)	O3C—C2C—C3C—N2C	47.7 (5)
C10A—C11A—C12A—C7A	−0.1 (7)	C6C—C2C—C3C—N2C	−79.2 (4)
C8A—C7A—C12A—C11A	−0.9 (6)	C1C—C2C—C3C—N2C	169.3 (3)
C6A—C7A—C12A—C11A	173.3 (4)	N2C—C3C—C4C—N1C	−173.4 (4)
C10B—C11B—C12B—C7B	−0.1 (6)	C2C—C3C—C4C—N1C	1.6 (4)
C8B—C7B—C12B—C11B	2.2 (5)	N2C—C3C—C4C—S3	7.3 (6)
C6B—C7B—C12B—C11B	−172.6 (4)	C2C—C3C—C4C—S3	−177.8 (3)
C18A—C13A—C14A—C15A	−1.7 (5)	N2C—C3C—C4C—S3'	10.8 (9)
N1A—C13A—C14A—C15A	171.2 (3)	C2C—C3C—C4C—S3'	−174.2 (5)
C18B—C13B—C14B—C15B	0.2 (6)	C5C—S3—C4C—N1C	0.5 (5)
N1B—C13B—C14B—C15B	−178.8 (4)	C5C—S3—C4C—C3C	179.7 (4)
C13B—C14B—C15B—C16B	−1.0 (7)	C5C—S3—C4C—S3'	4.6 (7)
C14B—C15B—C16B—C17B	0.3 (7)	C1—S3'—C4C—N1C	−32.4 (16)
C14B—C15B—C16B—C19B	176.9 (5)	C1—S3'—C4C—C3C	143.5 (17)
C17A—C16A—C15A—C14A	3.0 (6)	C1—S3'—C4C—S3	150.8 (18)
C19A—C16A—C15A—C14A	−174.8 (3)	O3C—C2C—C6C—O1C	−60.7 (5)
C13A—C14A—C15A—C16A	−0.6 (5)	C3C—C2C—C6C—O1C	68.7 (5)
C15A—C16A—C17A—C18A	−3.2 (6)	C1C—C2C—C6C—O1C	179.9 (3)
C19A—C16A—C17A—C18A	174.6 (4)	O3C—C2C—C6C—C7C	116.0 (3)
C14A—C13A—C18A—C17A	1.5 (5)	C3C—C2C—C6C—C7C	−114.6 (3)
N1A—C13A—C18A—C17A	−171.4 (3)	C1C—C2C—C6C—C7C	−3.4 (3)
C16A—C17A—C18A—C13A	0.9 (6)	O1C—C6C—C7C—C8C	174.8 (4)
C15B—C16B—C17B—C18B	1.2 (6)	C2C—C6C—C7C—C8C	−1.7 (4)
C19B—C16B—C17B—C18B	−175.5 (4)	O1C—C6C—C7C—C12C	0.5 (6)
C16B—C17B—C18B—C13B	−2.0 (6)	C2C—C6C—C7C—C12C	−176.0 (3)
C14B—C13B—C18B—C17B	1.2 (5)	C12C—C7C—C8C—C9C	2.1 (5)
N1B—C13B—C18B—C17B	−179.8 (3)	C6C—C7C—C8C—C9C	−172.6 (3)
C3A—C4A—N1A—C13A	−155.3 (3)	C12C—C7C—C8C—C1C	−178.8 (3)
S1—C4A—N1A—C13A	27.0 (4)	C6C—C7C—C8C—C1C	6.5 (4)
C3A—C4A—N1A—C1A	−5.1 (3)	O2C—C1C—C8C—C7C	−135.5 (3)
S1—C4A—N1A—C1A	177.2 (2)	N1C—C1C—C8C—C7C	101.5 (3)
C18A—C13A—N1A—C4A	−132.1 (3)	C2C—C1C—C8C—C7C	−8.4 (3)
C14A—C13A—N1A—C4A	54.9 (4)	O2C—C1C—C8C—C9C	43.5 (5)
C18A—C13A—N1A—C1A	79.4 (4)	N1C—C1C—C8C—C9C	−79.5 (4)
C14A—C13A—N1A—C1A	−93.6 (4)	C2C—C1C—C8C—C9C	170.6 (3)
O2A—C1A—N1A—C4A	132.2 (3)	C7C—C8C—C9C—C10C	−0.4 (6)
C8A—C1A—N1A—C4A	−105.3 (3)	C1C—C8C—C9C—C10C	−179.4 (4)
C2A—C1A—N1A—C4A	6.6 (3)	C8C—C9C—C10C—C11C	−1.6 (7)
O2A—C1A—N1A—C13A	−74.6 (3)	C9C—C10C—C11C—C12C	1.9 (7)
C8A—C1A—N1A—C13A	48.0 (4)	C10C—C11C—C12C—C7C	−0.2 (6)
C2A—C1A—N1A—C13A	159.8 (2)	C8C—C7C—C12C—C11C	−1.8 (5)
C3B—C4B—N1B—C13B	−169.6 (3)	C6C—C7C—C12C—C11C	172.0 (4)
S2—C4B—N1B—C13B	9.3 (5)	C18C—C13C—C14C—C15C	−1.0 (7)
C3B—C4B—N1B—C1B	−4.7 (4)	N1C—C13C—C14C—C15C	178.0 (5)
S2—C4B—N1B—C1B	174.2 (3)	C13C—C14C—C15C—C16C	−0.7 (9)
C18B—C13B—N1B—C4B	74.3 (4)	C14C—C15C—C16C—C17C	3.0 (8)
C14B—C13B—N1B—C4B	−106.8 (5)	C14C—C15C—C16C—C19C	−176.1 (6)
C18B—C13B—N1B—C1B	−89.5 (4)	C15C—C16C—C17C—C18C	−3.6 (7)
C14B—C13B—N1B—C1B	89.4 (4)	C19C—C16C—C17C—C18C	175.4 (4)
O2B—C1B—N1B—C4B	−116.6 (3)	C14C—C13C—C18C—C17C	0.4 (6)
C8B—C1B—N1B—C4B	121.9 (3)	N1C—C13C—C18C—C17C	−178.6 (3)
C2B—C1B—N1B—C4B	10.0 (3)	C16C—C17C—C18C—C13C	2.0 (6)
O2B—C1B—N1B—C13B	49.7 (4)	C3C—C4C—N1C—C13C	178.1 (3)
C8B—C1B—N1B—C13B	−71.8 (4)	S3—C4C—N1C—C13C	−2.7 (6)
C2B—C1B—N1B—C13B	176.3 (3)	S3'—C4C—N1C—C13C	−4.5 (5)
C4A—C3A—N2A—O5A	171.8 (3)	C3C—C4C—N1C—C1C	4.1 (4)
C2A—C3A—N2A—O5A	−8.1 (5)	S3—C4C—N1C—C1C	−176.7 (3)
C4A—C3A—N2A—O4A	−9.6 (5)	S3'—C4C—N1C—C1C	−178.5 (3)
C2A—C3A—N2A—O4A	170.5 (3)	C18C—C13C—N1C—C4C	−89.6 (5)
C4B—C3B—N2B—O4B	4.4 (7)	C14C—C13C—N1C—C4C	91.4 (5)
C2B—C3B—N2B—O4B	−177.8 (4)	C18C—C13C—N1C—C1C	84.0 (4)
C4B—C3B—N2B—O5B	−174.2 (4)	C14C—C13C—N1C—C1C	−94.9 (4)
C2B—C3B—N2B—O5B	3.6 (6)	O2C—C1C—N1C—C4C	119.2 (3)
N1A—C4A—S1—C5A	26.9 (3)	C8C—C1C—N1C—C4C	−119.1 (3)
C3A—C4A—S1—C5A	−150.5 (3)	C2C—C1C—N1C—C4C	−7.5 (3)
N1B—C4B—S2—C5B	−6 (4)	O2C—C1C—N1C—C13C	−55.5 (4)
C3B—C4B—S2—C5B	173 (4)	C8C—C1C—N1C—C13C	66.2 (4)
N1B—C4B—S2—C2	21.0 (5)	C2C—C1C—N1C—C13C	177.7 (3)
C3B—C4B—S2—C2	−160.3 (5)	C4C—C3C—N2C—O5C	169.8 (4)
O2D—C1D—C2D—O3D	−5.4 (4)	C2C—C3C—N2C—O5C	−4.7 (6)
N1D—C1D—C2D—O3D	116.7 (3)	C4C—C3C—N2C—O4C	−9.1 (7)
C8D—C1D—C2D—O3D	−126.2 (3)	C2C—C3C—N2C—O4C	176.3 (4)

D—H···A	D—H	H···A	D···A	D—H···A
O3B—H3B···O5B	0.82	2.19	2.748 (4)	125
O3C—H3C···O5C	0.82	2.17	2.728 (4)	126
O2A—H2A···O3Ai	0.82	1.97	2.785 (3)	175
O3A—H3A···O3Bii	0.82	2.04	2.854 (3)	172
O2B—H2B···O1Aiii	0.82	2.01	2.787 (3)	157
O2C—H2C···O5Div	0.82	2.57	3.133 (4)	127
O2C—H2C···O1Div	0.82	2.03	2.797 (4)	155
O3D—H3D···O3Civ	0.82	2.04	2.857 (3)	175
C10A—H10A···O5Aiii	0.93	2.54	3.347 (5)	146
C10C—H10C···O5Cv	0.93	2.50	3.331 (6)	149
C10D—H10D···O5Dv	0.93	2.59	3.437 (5)	151
C10B—H10B···O5Bii	0.93	2.53	3.316 (6)	142
C2—H20···O1Cvi	0.96	2.50	3.446 (7)	170

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3B—H3B⋯O5B	0.82	2.19	2.748 (4)	125
O3C—H3C⋯O5C	0.82	2.17	2.728 (4)	126
O2A—H2A⋯O3A i	0.82	1.97	2.785 (3)	175
O3A—H3A⋯O3B ii	0.82	2.04	2.854 (3)	172
O2B—H2B⋯O1A iii	0.82	2.01	2.787 (3)	157
O2C—H2C⋯O5D iv	0.82	2.57	3.133 (4)	127
O2C—H2C⋯O1D iv	0.82	2.03	2.797 (4)	155
O3D—H3D⋯O3C iv	0.82	2.04	2.857 (3)	175
C10A—H10A⋯O5A iii	0.93	2.54	3.347 (5)	146
C10C—H10C⋯O5C v	0.93	2.50	3.331 (6)	149
C10D—H10D⋯O5D v	0.93	2.59	3.437 (5)	151
C10B—H10B⋯O5B ii	0.93	2.53	3.316 (6)	142
C2—H20⋯O1C vi	0.96	2.50	3.446 (7)	170

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) ; (vi) .