Crystal structure of a fluorescent C-shaped mol­ecule containing closely stacked bi­thio­phene-substituted quinoxaline rings

Mol­ecules with well-defined structures that feature closely stacked aromatic rings are important for understanding π–π inter­actions. A previously reported C-shaped mol­ecule with bi­thio­phene-substituted quinoxaline rings suspended from an aliphatic bridge that holds the aromatic rings in close proximity exists as a pair of syn and anti diastereomers. The anti isomer, namely (1α,2β,4β,5α,16α,17β,19β,20α)-1,5,16,20-tetra­chloro-31,31,32,32-tetra­meth­oxy-11,26-bis­[5-(thio­phen-2-yl)thio­phen-2-yl]-7,14,22,29-tetra­aza­nona­cyclo­[18.10.1.1^5,16.0^2,19.0^4,17.0^6,15.0^8,13.0^21,30.0^23,28]dotriaconta-6(15),7,9,11,13,21(30),22,24,26,28-deca­ene chloro­form monosolvate, C₄₈H₃₆Cl₄N₄O₄S₄·CHCl₃, whose X-ray structure is described herein, has cofacial quinoxaline rings with bi­thio­phene rings attached on opposite sides. The mol­ecular structure is approximately C-shaped and consists of an aliphatic spacer with a boat-shaped cyclo­hexane ring in the middle. The centroid-to-centroid distance between the quinoxaline rings is 3.950 (1) Å, with ring-offset distances of 0.354 (3) and 0.816 (2) Å. The pendant bi­thio­phene rings are oriented parallel to one another, which results from the thio­phene rings connected to the quinoxaline rings being oriented such that their S atoms are rotated inward toward one another, but are not overlapped. Inter­molecular packing is largely governed by van der Waals forces and a few weak C—H...X (X = N or O) inter­actions.

Computing details

Data collection: APEX2 (Bruker, 2013); cell refinement: SAINT (Bruker, 2013); data reduction: SAINT (Bruker, 2013); program(s) used to solve structure: SHELXT2014 (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015b); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

(1α,2β,4β,5α,16α,17β,19β,20α)-1,5,16,20-Tetrachloro-31,31,32,32-tetramethoxy-11,26-bis[5-(thiophen-2-yl)thiophen-2-yl]-7,14,22,29-tetraazanonacyclo[18.10.1.1^5,16.0^2,19.0^4,17.0^6,15.0^8,13.0^21,30.0^23,28]dotriaconta-6(15),7,9,11,13,21(30),22,24,26,28-decaene chloroform monosolvate

Crystal data

C48H36Cl4N4O4S4·CHCl3	Z = 2
Mr = 1122.21	F(000) = 1148
Triclinic, P1	Dx = 1.550 Mg m^−3
a = 10.242 (1) Å	Mo Kα radiation, λ = 0.71073 Å
b = 11.8070 (11) Å	Cell parameters from 9947 reflections
c = 22.297 (2) Å	θ = 2.2–30.5°
α = 80.453 (2)°	µ = 0.64 mm^−1
β = 84.916 (2)°	T = 125 K
γ = 64.733 (1)°	Block, yellow
V = 2404.1 (4) Å^3	0.40 × 0.34 × 0.25 mm

Data collection

Bruker APEXII CCD diffractometer	24744 independent reflections
Radiation source: fine-focus sealed tube	20204 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.031
Detector resolution: 8.3333 pixels mm^-1	θmax = 30.6°, θmin = 0.9°
φ and ω scans	h = −14→14
Absorption correction: multi-scan (TWINABS; Sheldrick, 2012)	k = −16→16
Tmin = 0.77, Tmax = 0.86	l = 0→31
33271 measured reflections

Refinement

Refinement on F^2	220 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.040	H-atom parameters constrained
wR(F^2) = 0.104	w = 1/[σ^2(Fo^2) + (0.0462P)^2 + 0.9895P] where P = (Fo^2 + 2Fc^2)/3
S = 1.02	(Δ/σ)max = 0.001
24744 reflections	Δρmax = 0.48 e Å^−3
731 parameters	Δρmin = −0.43 e Å^−3

Special details

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

Refinement. Refined as a two-component twin, BASF = 0.1428 (3)

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
Cl1	0.06975 (5)	0.16846 (5)	0.84603 (2)	0.02827 (10)
Cl2	0.64609 (5)	0.08870 (4)	0.86474 (2)	0.02904 (10)
Cl3	−0.13500 (4)	0.69821 (4)	0.92139 (2)	0.02556 (9)
Cl4	0.44435 (4)	0.62536 (4)	0.92841 (2)	0.02180 (8)
S1	0.24021 (5)	0.63431 (5)	0.48306 (2)	0.02701 (10)
S2	−0.05378 (6)	0.85002 (6)	0.33618 (2)	0.03690 (12)
S3	0.25509 (5)	0.92933 (5)	0.52407 (2)	0.02798 (10)
O2	0.40755 (14)	−0.00445 (12)	0.82380 (6)	0.0236 (3)
O3	0.12252 (14)	0.65417 (13)	1.00497 (6)	0.0241 (3)
O4	0.11863 (14)	0.81689 (12)	0.92913 (6)	0.0252 (3)
N1	0.18362 (15)	0.31846 (14)	0.74103 (6)	0.0192 (3)
N2	0.48151 (15)	0.27466 (14)	0.74938 (7)	0.0205 (3)
N3	0.02319 (15)	0.71952 (14)	0.79352 (7)	0.0199 (3)
N4	0.32301 (16)	0.67316 (14)	0.79927 (7)	0.0204 (3)
C1	0.0312 (3)	0.9216 (2)	0.28415 (9)	0.0372 (5)
H1A	−0.0058	0.9646	0.2452	0.045*
C2	0.1566 (3)	0.9096 (2)	0.30506 (10)	0.0356 (5)
H2A	0.2185	0.9428	0.2823	0.043*
C3	0.1858 (2)	0.84228 (18)	0.36454 (9)	0.0268 (4)
H3B	0.2694	0.826	0.3861	0.032*
C4	0.0811 (2)	0.80271 (18)	0.38808 (8)	0.0248 (4)
C5	0.0800 (2)	0.72465 (18)	0.44559 (8)	0.0248 (3)
C6	−0.0312 (2)	0.7069 (2)	0.47753 (10)	0.0374 (5)
H6A	−0.1282	0.7476	0.4643	0.045*
C7	0.0117 (2)	0.6221 (2)	0.53233 (10)	0.0361 (5)
H7A	−0.0539	0.6006	0.5594	0.043*
C8	0.15654 (19)	0.57398 (18)	0.54254 (8)	0.0233 (3)
C9	0.23976 (18)	0.49052 (17)	0.59513 (8)	0.0209 (3)
C10	0.17590 (18)	0.43848 (17)	0.64232 (8)	0.0213 (3)
H10A	0.0781	0.4524	0.6394	0.026*
C11	0.25356 (17)	0.36544 (16)	0.69443 (7)	0.0187 (3)
C12	0.40085 (17)	0.34297 (16)	0.69886 (8)	0.0190 (3)
C13	0.46561 (18)	0.39438 (18)	0.65003 (8)	0.0230 (3)
H13A	0.5639	0.3797	0.652	0.028*
C14	0.38736 (19)	0.46518 (18)	0.59989 (8)	0.0245 (4)
H14A	0.433	0.4984	0.5673	0.029*
C15	0.26456 (18)	0.25420 (16)	0.78758 (8)	0.0189 (3)
C16	0.41128 (18)	0.23275 (16)	0.79183 (8)	0.0194 (3)
C17	0.45759 (19)	0.16487 (16)	0.85484 (8)	0.0210 (3)
C18	0.3717 (2)	0.08022 (17)	0.86468 (8)	0.0238 (3)
O1	0.3367 (6)	0.0334 (5)	0.9226 (2)	0.0228 (10)	0.359 (4)
C19	0.4582 (7)	−0.0726 (5)	0.9493 (3)	0.0319 (13)	0.359 (4)
H19A	0.4251	−0.1243	0.9803	0.048*	0.359 (4)
H19B	0.5185	−0.0431	0.9682	0.048*	0.359 (4)
H19C	0.5148	−0.1236	0.9178	0.048*	0.359 (4)
C20	0.3406 (6)	−0.0804 (5)	0.8189 (2)	0.0283 (12)	0.359 (4)
H20A	0.2693	−0.0403	0.7866	0.042*	0.359 (4)
H20B	0.2919	−0.0933	0.8575	0.042*	0.359 (4)
H20C	0.4125	−0.1623	0.8089	0.042*	0.359 (4)
O1'	0.3993 (3)	0.0219 (3)	0.92557 (13)	0.0220 (5)	0.641 (4)
C19'	0.3192 (4)	−0.0519 (3)	0.94704 (14)	0.0293 (7)	0.641 (4)
H19D	0.3646	−0.1106	0.9834	0.044*	0.641 (4)
H19E	0.3186	−0.0999	0.9153	0.044*	0.641 (4)
H19F	0.2198	0.0045	0.9571	0.044*	0.641 (4)
C20'	0.5408 (3)	−0.1190 (3)	0.82973 (14)	0.0286 (7)	0.641 (4)
H20D	0.618	−0.1028	0.8061	0.043*	0.641 (4)
H20E	0.5272	−0.1864	0.8145	0.043*	0.641 (4)
H20F	0.5672	−0.1451	0.8726	0.043*	0.641 (4)
C21	0.22458 (19)	0.19741 (16)	0.84809 (8)	0.0209 (3)
C22	0.21533 (19)	0.28239 (16)	0.89595 (7)	0.0194 (3)
H22A	0.1836	0.2486	0.9359	0.023*
C23	0.37737 (19)	0.25966 (16)	0.90045 (8)	0.0203 (3)
H23A	0.4114	0.2169	0.9423	0.024*
C24	0.11361 (17)	0.42164 (16)	0.88001 (8)	0.0188 (3)
H24A	0.0123	0.4317	0.8824	0.023*
H24B	0.1342	0.4532	0.8379	0.023*
C25	0.13433 (17)	0.49776 (15)	0.92437 (7)	0.0175 (3)
H25A	0.1	0.4728	0.9657	0.021*
C26	0.29587 (18)	0.47549 (15)	0.92857 (7)	0.0176 (3)
H26A	0.3268	0.4437	0.9717	0.021*
C27	0.39884 (17)	0.38148 (15)	0.88810 (8)	0.0192 (3)
H27A	0.3801	0.4184	0.8448	0.023*
H27B	0.4998	0.363	0.8965	0.023*
C28	0.05305 (17)	0.64362 (16)	0.90717 (7)	0.0183 (3)
C29	0.14072 (18)	0.69087 (16)	0.94353 (8)	0.0199 (3)
C30	0.2088 (2)	0.6755 (2)	1.04588 (9)	0.0302 (4)
H30A	0.1733	0.6644	1.0877	0.045*
H30B	0.2018	0.7617	1.0352	0.045*
H30C	0.3097	0.6147	1.0425	0.045*
C31	−0.0225 (2)	0.9090 (2)	0.94127 (14)	0.0467 (6)
H31A	−0.0194	0.9909	0.9409	0.07*
H31B	−0.0568	0.8828	0.9813	0.07*
H31C	−0.0882	0.9165	0.91	0.07*
C32	0.28721 (17)	0.61062 (15)	0.91169 (7)	0.0175 (3)
C33	0.24482 (17)	0.65689 (15)	0.84598 (7)	0.0176 (3)
C34	0.09688 (17)	0.67921 (15)	0.84320 (7)	0.0178 (3)
C35	0.10194 (18)	0.73831 (16)	0.74225 (8)	0.0201 (3)
C36	0.0332 (2)	0.78411 (18)	0.68580 (8)	0.0248 (4)
H36A	−0.0651	0.799	0.6833	0.03*
C37	0.1065 (2)	0.80736 (18)	0.63444 (8)	0.0257 (4)
H37A	0.0582	0.8392	0.5968	0.031*
C38	0.2535 (2)	0.78464 (18)	0.63667 (8)	0.0248 (4)
C39	0.3232 (2)	0.73877 (18)	0.69159 (8)	0.0244 (4)
H39A	0.422	0.7229	0.6932	0.029*
C40	0.24969 (19)	0.71530 (17)	0.74510 (8)	0.0205 (3)
C41	0.3342 (2)	0.80598 (19)	0.58171 (8)	0.0268 (4)
C42	0.4758 (2)	0.7356 (2)	0.56764 (10)	0.0365 (5)
H42A	0.5377	0.6635	0.5936	0.044*
C43	0.5209 (2)	0.7809 (2)	0.51077 (10)	0.0377 (5)
H43A	0.6159	0.7417	0.4944	0.045*
C44	0.4144 (2)	0.8867 (2)	0.48155 (8)	0.0277 (4)
S4	0.57675 (19)	0.90679 (15)	0.38103 (6)	0.0408 (4)	0.575 (3)
C45	0.4180 (19)	0.9634 (15)	0.4237 (5)	0.025 (2)	0.575 (3)
C46	0.3251 (12)	1.0737 (11)	0.3960 (5)	0.066 (4)	0.575 (3)
H46A	0.2353	1.1242	0.4137	0.079*	0.575 (3)
C47	0.3735 (14)	1.1084 (13)	0.3375 (7)	0.051 (3)	0.575 (3)
H47A	0.3149	1.178	0.3094	0.062*	0.575 (3)
C48	0.5137 (13)	1.0306 (9)	0.3260 (5)	0.0381 (17)	0.575 (3)
H48A	0.5685	1.0447	0.2912	0.046*	0.575 (3)
S4'	0.3032 (3)	1.1024 (3)	0.39839 (12)	0.0306 (5)	0.425 (3)
C45'	0.434 (3)	0.952 (2)	0.4225 (8)	0.029 (3)	0.425 (3)
C46'	0.5230 (8)	0.9178 (9)	0.3740 (4)	0.0426 (19)	0.425 (3)
H46B	0.5948	0.8336	0.3744	0.051*	0.425 (3)
C47'	0.508 (2)	1.0047 (14)	0.3255 (9)	0.052 (4)	0.425 (3)
H47B	0.5698	0.9901	0.2906	0.062*	0.425 (3)
C48'	0.3943 (17)	1.1160 (15)	0.3315 (8)	0.036 (2)	0.425 (3)
H48B	0.3688	1.1908	0.3028	0.044*	0.425 (3)
C1S	0.8255 (17)	0.4480 (13)	0.7390 (7)	0.028 (3)	0.50 (2)
H1SA	0.9228	0.375	0.7407	0.034*	0.50 (2)
Cl5	0.8389 (7)	0.5715 (4)	0.7696 (3)	0.0461 (9)	0.50 (2)
Cl6	0.7022 (7)	0.3959 (9)	0.7793 (4)	0.0655 (12)	0.50 (2)
Cl7	0.7773 (5)	0.4994 (4)	0.6627 (2)	0.0303 (7)	0.50 (2)
C1S'	0.8198 (16)	0.4542 (13)	0.7438 (7)	0.032 (3)	0.50 (2)
H1SB	0.9232	0.3916	0.7468	0.038*	0.50 (2)
Cl5'	0.7932 (12)	0.5738 (4)	0.7853 (4)	0.0614 (14)	0.50 (2)
Cl6'	0.7109 (5)	0.3774 (3)	0.7724 (3)	0.0386 (8)	0.50 (2)
Cl7'	0.7791 (6)	0.5154 (8)	0.6656 (3)	0.0607 (12)	0.50 (2)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cl1	0.0380 (2)	0.0321 (2)	0.0271 (2)	−0.0268 (2)	0.00168 (17)	−0.00452 (18)
Cl2	0.0273 (2)	0.0229 (2)	0.0284 (2)	−0.00161 (17)	−0.00840 (17)	−0.00173 (17)
Cl3	0.01983 (18)	0.0280 (2)	0.0267 (2)	−0.00833 (16)	0.00043 (15)	−0.00346 (17)
Cl4	0.02329 (18)	0.01991 (19)	0.02506 (19)	−0.01153 (15)	−0.00819 (15)	0.00018 (15)
S1	0.0229 (2)	0.0336 (2)	0.0202 (2)	−0.01025 (18)	−0.00310 (15)	0.00462 (18)
S2	0.0432 (3)	0.0383 (3)	0.0312 (3)	−0.0195 (2)	−0.0190 (2)	0.0061 (2)
S3	0.0343 (2)	0.0275 (2)	0.0184 (2)	−0.01147 (19)	−0.00052 (17)	0.00221 (17)
O2	0.0276 (6)	0.0173 (6)	0.0235 (6)	−0.0058 (5)	−0.0037 (5)	−0.0049 (5)
O3	0.0297 (6)	0.0269 (7)	0.0170 (6)	−0.0119 (5)	−0.0016 (5)	−0.0051 (5)
O4	0.0275 (6)	0.0133 (6)	0.0336 (7)	−0.0062 (5)	−0.0073 (5)	−0.0031 (5)
N1	0.0209 (6)	0.0209 (7)	0.0188 (7)	−0.0115 (6)	−0.0011 (5)	−0.0025 (5)
N2	0.0209 (6)	0.0200 (7)	0.0210 (7)	−0.0088 (6)	−0.0046 (5)	−0.0013 (5)
N3	0.0218 (6)	0.0175 (7)	0.0205 (7)	−0.0087 (5)	−0.0051 (5)	0.0009 (5)
N4	0.0231 (7)	0.0205 (7)	0.0188 (7)	−0.0114 (6)	−0.0056 (5)	0.0033 (5)
C1	0.0590 (14)	0.0280 (10)	0.0216 (9)	−0.0149 (10)	−0.0092 (9)	0.0001 (8)
C2	0.0491 (12)	0.0284 (10)	0.0266 (10)	−0.0149 (9)	0.0027 (9)	−0.0024 (8)
C3	0.0288 (9)	0.0242 (9)	0.0257 (9)	−0.0095 (7)	−0.0028 (7)	−0.0020 (7)
C4	0.0280 (9)	0.0235 (9)	0.0201 (8)	−0.0077 (7)	−0.0066 (7)	−0.0017 (7)
C5	0.0252 (8)	0.0249 (9)	0.0222 (8)	−0.0087 (7)	−0.0069 (6)	0.0006 (7)
C6	0.0247 (9)	0.0455 (13)	0.0354 (11)	−0.0131 (9)	−0.0105 (8)	0.0124 (9)
C7	0.0253 (9)	0.0451 (13)	0.0329 (10)	−0.0152 (9)	−0.0052 (8)	0.0116 (9)
C8	0.0237 (8)	0.0265 (9)	0.0196 (8)	−0.0115 (7)	−0.0010 (6)	−0.0003 (7)
C9	0.0203 (7)	0.0238 (8)	0.0174 (7)	−0.0082 (6)	−0.0030 (6)	−0.0011 (6)
C10	0.0186 (7)	0.0261 (9)	0.0196 (8)	−0.0099 (7)	−0.0023 (6)	−0.0015 (6)
C11	0.0181 (7)	0.0208 (8)	0.0182 (7)	−0.0092 (6)	−0.0008 (6)	−0.0026 (6)
C12	0.0185 (7)	0.0202 (8)	0.0184 (7)	−0.0082 (6)	−0.0021 (6)	−0.0017 (6)
C13	0.0178 (7)	0.0282 (9)	0.0228 (8)	−0.0108 (7)	−0.0012 (6)	0.0004 (7)
C14	0.0223 (8)	0.0296 (9)	0.0207 (8)	−0.0119 (7)	0.0003 (6)	0.0014 (7)
C15	0.0235 (8)	0.0174 (7)	0.0186 (7)	−0.0111 (6)	−0.0002 (6)	−0.0034 (6)
C16	0.0227 (8)	0.0171 (8)	0.0196 (8)	−0.0090 (6)	−0.0054 (6)	−0.0014 (6)
C17	0.0253 (8)	0.0160 (7)	0.0203 (8)	−0.0071 (6)	−0.0066 (6)	0.0003 (6)
C18	0.0379 (10)	0.0168 (8)	0.0188 (8)	−0.0137 (7)	−0.0026 (7)	−0.0009 (6)
O1	0.034 (3)	0.0155 (19)	0.0167 (18)	−0.010 (2)	−0.005 (2)	0.0029 (14)
C19	0.045 (3)	0.020 (3)	0.029 (3)	−0.013 (2)	−0.013 (2)	0.005 (2)
C20	0.040 (3)	0.022 (3)	0.027 (3)	−0.017 (2)	−0.004 (2)	−0.004 (2)
O1'	0.0272 (13)	0.0169 (11)	0.0207 (11)	−0.0089 (12)	−0.0052 (11)	0.0022 (8)
C19'	0.0407 (17)	0.0204 (14)	0.0283 (15)	−0.0164 (13)	0.0015 (12)	0.0014 (11)
C20'	0.0289 (14)	0.0191 (14)	0.0290 (15)	−0.0005 (11)	−0.0037 (11)	−0.0057 (11)
C21	0.0301 (8)	0.0193 (8)	0.0189 (8)	−0.0161 (7)	−0.0002 (6)	−0.0017 (6)
C22	0.0278 (8)	0.0175 (8)	0.0169 (7)	−0.0137 (7)	0.0000 (6)	−0.0011 (6)
C23	0.0264 (8)	0.0164 (7)	0.0185 (8)	−0.0089 (6)	−0.0065 (6)	0.0000 (6)
C24	0.0197 (7)	0.0193 (8)	0.0204 (8)	−0.0111 (6)	−0.0008 (6)	−0.0026 (6)
C25	0.0206 (7)	0.0164 (7)	0.0163 (7)	−0.0092 (6)	−0.0007 (6)	−0.0004 (6)
C26	0.0227 (7)	0.0142 (7)	0.0163 (7)	−0.0085 (6)	−0.0053 (6)	0.0012 (6)
C27	0.0191 (7)	0.0159 (7)	0.0229 (8)	−0.0072 (6)	−0.0048 (6)	−0.0018 (6)
C28	0.0187 (7)	0.0181 (8)	0.0189 (7)	−0.0086 (6)	−0.0012 (6)	−0.0019 (6)
C29	0.0248 (8)	0.0154 (7)	0.0195 (8)	−0.0081 (6)	−0.0040 (6)	−0.0014 (6)
C30	0.0305 (9)	0.0383 (11)	0.0217 (9)	−0.0112 (8)	−0.0039 (7)	−0.0112 (8)
C31	0.0309 (11)	0.0187 (10)	0.086 (2)	−0.0033 (8)	−0.0051 (11)	−0.0142 (11)
C32	0.0198 (7)	0.0158 (7)	0.0184 (7)	−0.0087 (6)	−0.0054 (6)	−0.0007 (6)
C33	0.0203 (7)	0.0147 (7)	0.0183 (7)	−0.0084 (6)	−0.0054 (6)	0.0014 (6)
C34	0.0205 (7)	0.0140 (7)	0.0194 (7)	−0.0083 (6)	−0.0022 (6)	−0.0002 (6)
C35	0.0242 (8)	0.0187 (8)	0.0186 (7)	−0.0108 (6)	−0.0047 (6)	0.0012 (6)
C36	0.0245 (8)	0.0274 (9)	0.0217 (8)	−0.0107 (7)	−0.0072 (6)	0.0015 (7)
C37	0.0295 (9)	0.0273 (9)	0.0194 (8)	−0.0119 (7)	−0.0075 (7)	0.0026 (7)
C38	0.0309 (9)	0.0258 (9)	0.0190 (8)	−0.0146 (7)	−0.0039 (7)	0.0025 (7)
C39	0.0262 (8)	0.0293 (9)	0.0200 (8)	−0.0155 (7)	−0.0044 (6)	0.0032 (7)
C40	0.0247 (8)	0.0201 (8)	0.0181 (7)	−0.0119 (7)	−0.0050 (6)	0.0028 (6)
C41	0.0319 (9)	0.0311 (10)	0.0187 (8)	−0.0160 (8)	−0.0057 (7)	0.0038 (7)
C42	0.0291 (10)	0.0464 (13)	0.0287 (10)	−0.0158 (9)	−0.0064 (8)	0.0114 (9)
C43	0.0282 (10)	0.0515 (14)	0.0300 (10)	−0.0178 (10)	−0.0028 (8)	0.0070 (9)
C44	0.0325 (9)	0.0366 (11)	0.0201 (8)	−0.0214 (8)	−0.0021 (7)	−0.0003 (7)
S4	0.0510 (10)	0.0404 (7)	0.0270 (6)	−0.0181 (7)	0.0108 (6)	−0.0030 (4)
C45	0.032 (4)	0.041 (5)	0.014 (3)	−0.026 (4)	0.003 (2)	−0.004 (2)
C46	0.048 (4)	0.076 (7)	0.057 (5)	−0.022 (4)	0.009 (3)	0.020 (4)
C47	0.053 (4)	0.067 (5)	0.044 (4)	−0.044 (3)	−0.019 (3)	0.029 (3)
C48	0.053 (3)	0.056 (4)	0.018 (2)	−0.038 (3)	0.0019 (18)	0.002 (2)
S4'	0.0307 (9)	0.0361 (10)	0.0222 (7)	−0.0140 (8)	−0.0062 (6)	0.0060 (6)
C45'	0.031 (5)	0.027 (4)	0.029 (5)	−0.012 (3)	−0.011 (3)	0.004 (3)
C46'	0.025 (3)	0.050 (4)	0.058 (4)	−0.019 (3)	0.006 (3)	−0.018 (3)
C47'	0.063 (6)	0.066 (6)	0.035 (4)	−0.036 (5)	0.009 (4)	−0.008 (4)
C48'	0.046 (5)	0.043 (4)	0.030 (4)	−0.035 (4)	−0.006 (3)	0.016 (3)
C1S	0.026 (5)	0.026 (4)	0.043 (5)	−0.017 (3)	0.001 (3)	−0.017 (4)
Cl5	0.0513 (16)	0.0285 (7)	0.0588 (17)	−0.0106 (9)	−0.0310 (11)	−0.0082 (9)
Cl6	0.0475 (18)	0.114 (3)	0.0471 (14)	−0.053 (2)	−0.0009 (12)	0.010 (2)
Cl7	0.0245 (10)	0.0368 (12)	0.0301 (11)	−0.0119 (7)	−0.0089 (7)	−0.0045 (8)
C1S'	0.022 (4)	0.039 (6)	0.027 (4)	−0.010 (4)	−0.014 (3)	0.014 (4)
Cl5'	0.077 (3)	0.0364 (9)	0.078 (2)	−0.0256 (15)	−0.040 (2)	−0.0038 (12)
Cl6'	0.0283 (9)	0.0331 (15)	0.057 (2)	−0.0176 (9)	−0.0012 (9)	−0.0010 (9)
Cl7'	0.0332 (12)	0.090 (3)	0.0430 (19)	−0.0201 (17)	−0.0067 (12)	0.0200 (17)

Geometric parameters (Å, º)

Cl1—C21	1.7648 (18)	C21—C22	1.553 (2)
Cl2—C17	1.7642 (18)	C22—C24	1.525 (2)
Cl3—C28	1.7679 (17)	C22—C23	1.574 (2)
Cl4—C32	1.7681 (16)	C22—H22A	1.0
S1—C5	1.7267 (18)	C23—C27	1.523 (2)
S1—C8	1.7341 (18)	C23—H23A	1.0
S2—C1	1.715 (2)	C24—C25	1.525 (2)
S2—C4	1.7234 (18)	C24—H24A	0.99
S3—C41	1.7279 (19)	C24—H24B	0.99
S3—C44	1.732 (2)	C25—C28	1.556 (2)
O2—C20	1.363 (5)	C25—C26	1.569 (2)
O2—C18	1.377 (2)	C25—H25A	1.0
O2—C20'	1.451 (3)	C26—C27	1.524 (2)
O3—C29	1.388 (2)	C26—C32	1.543 (2)
O3—C30	1.444 (2)	C26—H26A	1.0
O4—C29	1.391 (2)	C27—H27A	0.99
O4—C31	1.425 (2)	C27—H27B	0.99
N1—C15	1.302 (2)	C28—C34	1.504 (2)
N1—C11	1.384 (2)	C28—C29	1.575 (2)
N2—C16	1.298 (2)	C29—C32	1.573 (2)
N2—C12	1.377 (2)	C30—H30A	0.98
N3—C34	1.300 (2)	C30—H30B	0.98
N3—C35	1.383 (2)	C30—H30C	0.98
N4—C33	1.296 (2)	C31—H31A	0.98
N4—C40	1.383 (2)	C31—H31B	0.98
C1—C2	1.348 (3)	C31—H31C	0.98
C1—H1A	0.95	C32—C33	1.509 (2)
C2—C3	1.413 (3)	C33—C34	1.428 (2)
C2—H2A	0.95	C35—C36	1.407 (2)
C3—C4	1.374 (3)	C35—C40	1.424 (2)
C3—H3B	0.95	C36—C37	1.368 (3)
C4—C5	1.452 (3)	C36—H36A	0.95
C5—C6	1.363 (3)	C37—C38	1.416 (3)
C6—C7	1.415 (3)	C37—H37A	0.95
C6—H6A	0.95	C38—C39	1.381 (2)
C7—C8	1.369 (3)	C38—C41	1.464 (3)
C7—H7A	0.95	C39—C40	1.406 (2)
C8—C9	1.466 (2)	C39—H39A	0.95
C9—C10	1.385 (2)	C41—C42	1.368 (3)
C9—C14	1.421 (2)	C42—C43	1.410 (3)
C10—C11	1.404 (2)	C42—H42A	0.95
C10—H10A	0.95	C43—C44	1.367 (3)
C11—C12	1.426 (2)	C43—H43A	0.95
C12—C13	1.411 (2)	C44—C45	1.454 (9)
C13—C14	1.367 (2)	C44—C45'	1.456 (14)
C13—H13A	0.95	S4—C48	1.673 (10)
C14—H14A	0.95	S4—C45	1.734 (15)
C15—C16	1.423 (2)	C45—C46	1.328 (19)
C15—C21	1.508 (2)	C46—C47	1.413 (15)
C16—C17	1.504 (2)	C46—H46A	0.95
C17—C23	1.551 (2)	C47—C48	1.364 (11)
C17—C18	1.570 (2)	C47—H47A	0.95
C18—O1	1.397 (5)	C48—H48A	0.95
C18—O1'	1.410 (3)	S4'—C48'	1.710 (14)
C18—C21	1.572 (3)	S4'—C45'	1.74 (2)
O1—C19	1.423 (7)	C45'—C46'	1.35 (2)
C19—H19A	0.98	C46'—C47'	1.331 (17)
C19—H19B	0.98	C46'—H46B	0.95
C19—H19C	0.98	C47'—C48'	1.350 (14)
C20—H20A	0.98	C47'—H47B	0.95
C20—H20B	0.98	C48'—H48B	0.95
C20—H20C	0.98	C1S—Cl7	1.748 (16)
O1'—C19'	1.436 (4)	C1S—Cl6	1.750 (16)
C19'—H19D	0.98	C1S—Cl5	1.768 (13)
C19'—H19E	0.98	C1S—H1SA	1.0
C19'—H19F	0.98	C1S'—Cl5'	1.728 (16)
C20'—H20D	0.98	C1S'—Cl6'	1.736 (16)
C20'—H20E	0.98	C1S'—Cl7'	1.788 (14)
C20'—H20F	0.98	C1S'—H1SB	1.0
C5—S1—C8	92.85 (9)	C24—C25—C28	114.23 (13)
C1—S2—C4	92.03 (10)	C24—C25—C26	113.01 (13)
C41—S3—C44	92.15 (10)	C28—C25—C26	103.65 (12)
C20—O2—C18	126.0 (3)	C24—C25—H25A	108.6
C18—O2—C20'	120.52 (17)	C28—C25—H25A	108.6
C29—O3—C30	115.94 (14)	C26—C25—H25A	108.6
C29—O4—C31	116.33 (16)	C27—C26—C32	114.15 (13)
C15—N1—C11	113.74 (14)	C27—C26—C25	113.37 (13)
C16—N2—C12	113.83 (14)	C32—C26—C25	102.41 (12)
C34—N3—C35	113.68 (14)	C27—C26—H26A	108.9
C33—N4—C40	113.67 (14)	C32—C26—H26A	108.9
C2—C1—S2	111.95 (16)	C25—C26—H26A	108.9
C2—C1—H1A	124.0	C23—C27—C26	109.65 (14)
S2—C1—H1A	124.0	C23—C27—H27A	109.7
C1—C2—C3	112.6 (2)	C26—C27—H27A	109.7
C1—C2—H2A	123.7	C23—C27—H27B	109.7
C3—C2—H2A	123.7	C26—C27—H27B	109.7
C4—C3—C2	113.25 (18)	H27A—C27—H27B	108.2
C4—C3—H3B	123.4	C34—C28—C25	108.28 (13)
C2—C3—H3B	123.4	C34—C28—C29	99.91 (13)
C3—C4—C5	128.34 (17)	C25—C28—C29	101.05 (13)
C3—C4—S2	110.16 (14)	C34—C28—Cl3	115.45 (12)
C5—C4—S2	121.36 (14)	C25—C28—Cl3	112.19 (11)
C6—C5—C4	130.48 (17)	C29—C28—Cl3	118.33 (12)
C6—C5—S1	110.23 (14)	O3—C29—O4	113.83 (14)
C4—C5—S1	119.28 (14)	O3—C29—C32	117.69 (14)
C5—C6—C7	113.58 (18)	O4—C29—C32	106.73 (13)
C5—C6—H6A	123.2	O3—C29—C28	107.44 (13)
C7—C6—H6A	123.2	O4—C29—C28	117.49 (14)
C8—C7—C6	113.55 (18)	C32—C29—C28	92.21 (12)
C8—C7—H7A	123.2	O3—C30—H30A	109.5
C6—C7—H7A	123.2	O3—C30—H30B	109.5
C7—C8—C9	129.79 (17)	H30A—C30—H30B	109.5
C7—C8—S1	109.78 (14)	O3—C30—H30C	109.5
C9—C8—S1	120.33 (13)	H30A—C30—H30C	109.5
C10—C9—C14	118.35 (15)	H30B—C30—H30C	109.5
C10—C9—C8	121.24 (15)	O4—C31—H31A	109.5
C14—C9—C8	120.36 (15)	O4—C31—H31B	109.5
C9—C10—C11	121.01 (15)	H31A—C31—H31B	109.5
C9—C10—H10A	119.5	O4—C31—H31C	109.5
C11—C10—H10A	119.5	H31A—C31—H31C	109.5
N1—C11—C10	118.75 (14)	H31B—C31—H31C	109.5
N1—C11—C12	121.43 (15)	C33—C32—C26	108.77 (13)
C10—C11—C12	119.81 (15)	C33—C32—C29	99.58 (13)
N2—C12—C13	118.83 (15)	C26—C32—C29	101.72 (13)
N2—C12—C11	122.46 (15)	C33—C32—Cl4	112.90 (11)
C13—C12—C11	118.70 (15)	C26—C32—Cl4	114.13 (11)
C14—C13—C12	120.22 (15)	C29—C32—Cl4	118.22 (11)
C14—C13—H13A	119.9	N4—C33—C34	124.35 (15)
C12—C13—H13A	119.9	N4—C33—C32	128.93 (15)
C13—C14—C9	121.89 (16)	C34—C33—C32	106.71 (14)
C13—C14—H14A	119.1	N3—C34—C33	124.24 (15)
C9—C14—H14A	119.1	N3—C34—C28	130.07 (15)
N1—C15—C16	124.53 (15)	C33—C34—C28	105.66 (14)
N1—C15—C21	129.22 (15)	N3—C35—C36	119.00 (15)
C16—C15—C21	106.09 (14)	N3—C35—C40	121.96 (15)
N2—C16—C15	124.01 (15)	C36—C35—C40	119.02 (16)
N2—C16—C17	129.43 (15)	C37—C36—C35	120.61 (17)
C15—C16—C17	106.37 (14)	C37—C36—H36A	119.7
C16—C17—C23	107.87 (14)	C35—C36—H36A	119.7
C16—C17—C18	100.46 (13)	C36—C37—C38	120.89 (16)
C23—C17—C18	101.02 (14)	C36—C37—H37A	119.6
C16—C17—Cl2	114.85 (13)	C38—C37—H37A	119.6
C23—C17—Cl2	113.32 (12)	C39—C38—C37	119.36 (16)
C18—C17—Cl2	117.66 (12)	C39—C38—C41	119.24 (17)
O2—C18—O1	112.9 (2)	C37—C38—C41	121.39 (16)
O2—C18—O1'	113.47 (18)	C38—C39—C40	120.78 (16)
O2—C18—C17	114.26 (15)	C38—C39—H39A	119.6
O1—C18—C17	122.3 (3)	C40—C39—H39A	119.6
O1'—C18—C17	103.74 (17)	N4—C40—C39	118.56 (15)
O2—C18—C21	111.05 (14)	N4—C40—C35	122.09 (15)
O1—C18—C21	100.2 (2)	C39—C40—C35	119.33 (15)
O1'—C18—C21	119.99 (18)	C42—C41—C38	127.27 (18)
C17—C18—C21	92.23 (13)	C42—C41—S3	110.66 (14)
C18—O1—C19	111.1 (4)	C38—C41—S3	122.07 (15)
O1—C19—H19A	109.5	C41—C42—C43	113.29 (19)
O1—C19—H19B	109.5	C41—C42—H42A	123.4
H19A—C19—H19B	109.5	C43—C42—H42A	123.4
O1—C19—H19C	109.5	C44—C43—C42	113.32 (19)
H19A—C19—H19C	109.5	C44—C43—H43A	123.3
H19B—C19—H19C	109.5	C42—C43—H43A	123.3
O2—C20—H20A	109.5	C43—C44—C45	130.3 (7)
O2—C20—H20B	109.5	C43—C44—C45'	123.9 (10)
H20A—C20—H20B	109.5	C43—C44—S3	110.57 (14)
O2—C20—H20C	109.5	C45—C44—S3	119.1 (7)
H20A—C20—H20C	109.5	C45'—C44—S3	125.5 (9)
H20B—C20—H20C	109.5	C48—S4—C45	92.5 (6)
C18—O1'—C19'	113.8 (2)	C46—C45—C44	133.5 (13)
O1'—C19'—H19D	109.5	C46—C45—S4	110.3 (7)
O1'—C19'—H19E	109.5	C44—C45—S4	116.1 (10)
H19D—C19'—H19E	109.5	C45—C46—C47	113.2 (11)
O1'—C19'—H19F	109.5	C45—C46—H46A	123.4
H19D—C19'—H19F	109.5	C47—C46—H46A	123.4
H19E—C19'—H19F	109.5	C48—C47—C46	112.3 (12)
O2—C20'—H20D	109.5	C48—C47—H47A	123.9
O2—C20'—H20E	109.5	C46—C47—H47A	123.9
H20D—C20'—H20E	109.5	C47—C48—S4	111.1 (9)
O2—C20'—H20F	109.5	C47—C48—H48A	124.4
H20D—C20'—H20F	109.5	S4—C48—H48A	124.4
H20E—C20'—H20F	109.5	C48'—S4'—C45'	92.5 (8)
C15—C21—C22	107.74 (13)	C46'—C45'—C44	134.8 (17)
C15—C21—C18	100.61 (14)	C46'—C45'—S4'	105.7 (9)
C22—C21—C18	101.31 (13)	C44—C45'—S4'	118.6 (14)
C15—C21—Cl1	113.72 (12)	C47'—C46'—C45'	118.4 (13)
C22—C21—Cl1	114.24 (12)	C47'—C46'—H46B	120.8
C18—C21—Cl1	117.61 (12)	C45'—C46'—H46B	120.8
C24—C22—C21	114.79 (14)	C46'—C47'—C48'	112.4 (16)
C24—C22—C23	113.07 (13)	C46'—C47'—H47B	123.8
C21—C22—C23	102.47 (13)	C48'—C47'—H47B	123.8
C24—C22—H22A	108.7	C47'—C48'—S4'	109.9 (13)
C21—C22—H22A	108.7	C47'—C48'—H48B	125.0
C23—C22—H22A	108.7	S4'—C48'—H48B	125.0
C27—C23—C17	114.53 (14)	Cl7—C1S—Cl6	110.3 (7)
C27—C23—C22	113.15 (14)	Cl7—C1S—Cl5	109.0 (7)
C17—C23—C22	103.25 (13)	Cl6—C1S—Cl5	112.7 (10)
C27—C23—H23A	108.5	Cl7—C1S—H1SA	108.2
C17—C23—H23A	108.5	Cl6—C1S—H1SA	108.2
C22—C23—H23A	108.5	Cl5—C1S—H1SA	108.2
C22—C24—C25	109.42 (13)	Cl5'—C1S'—Cl6'	110.5 (10)
C22—C24—H24A	109.8	Cl5'—C1S'—Cl7'	111.0 (7)
C25—C24—H24A	109.8	Cl6'—C1S'—Cl7'	108.7 (7)
C22—C24—H24B	109.8	Cl5'—C1S'—H1SB	108.9
C25—C24—H24B	109.8	Cl6'—C1S'—H1SB	108.9
H24A—C24—H24B	108.2	Cl7'—C1S'—H1SB	108.9
C4—S2—C1—C2	0.30 (18)	C28—C25—C26—C27	−124.84 (14)
S2—C1—C2—C3	−0.5 (2)	C24—C25—C26—C32	122.81 (14)
C1—C2—C3—C4	0.5 (3)	C28—C25—C26—C32	−1.38 (15)
C2—C3—C4—C5	175.47 (19)	C17—C23—C27—C26	170.41 (13)
C2—C3—C4—S2	−0.2 (2)	C22—C23—C27—C26	52.44 (18)
C1—S2—C4—C3	−0.03 (16)	C32—C26—C27—C23	−169.01 (13)
C1—S2—C4—C5	−176.08 (17)	C25—C26—C27—C23	−52.25 (17)
C3—C4—C5—C6	162.6 (2)	C24—C25—C28—C34	−54.47 (17)
S2—C4—C5—C6	−22.1 (3)	C26—C25—C28—C34	68.93 (15)
C3—C4—C5—S1	−18.2 (3)	C24—C25—C28—C29	−158.91 (13)
S2—C4—C5—S1	157.02 (12)	C26—C25—C28—C29	−35.51 (15)
C8—S1—C5—C6	−0.75 (18)	C24—C25—C28—Cl3	74.09 (15)
C8—S1—C5—C4	179.95 (16)	C26—C25—C28—Cl3	−162.51 (11)
C4—C5—C6—C7	179.9 (2)	C30—O3—C29—O4	−55.3 (2)
S1—C5—C6—C7	0.7 (3)	C30—O3—C29—C32	70.70 (19)
C5—C6—C7—C8	−0.2 (3)	C30—O3—C29—C28	172.85 (14)
C6—C7—C8—C9	175.9 (2)	C31—O4—C29—O3	−62.4 (2)
C6—C7—C8—S1	−0.4 (3)	C31—O4—C29—C32	166.09 (17)
C5—S1—C8—C7	0.64 (17)	C31—O4—C29—C28	64.4 (2)
C5—S1—C8—C9	−176.07 (16)	C34—C28—C29—O3	−174.58 (13)
C7—C8—C9—C10	5.9 (3)	C25—C28—C29—O3	−63.57 (15)
S1—C8—C9—C10	−178.17 (14)	Cl3—C28—C29—O3	59.27 (17)
C7—C8—C9—C14	−171.6 (2)	C34—C28—C29—O4	55.56 (18)
S1—C8—C9—C14	4.3 (2)	C25—C28—C29—O4	166.57 (14)
C14—C9—C10—C11	1.8 (3)	Cl3—C28—C29—O4	−70.59 (18)
C8—C9—C10—C11	−175.74 (17)	C34—C28—C29—C32	−54.62 (13)
C15—N1—C11—C10	−178.77 (16)	C25—C28—C29—C32	56.39 (13)
C15—N1—C11—C12	0.1 (2)	Cl3—C28—C29—C32	179.24 (11)
C9—C10—C11—N1	178.24 (16)	C27—C26—C32—C33	56.47 (17)
C9—C10—C11—C12	−0.7 (3)	C25—C26—C32—C33	−66.47 (15)
C16—N2—C12—C13	179.34 (16)	C27—C26—C32—C29	160.94 (13)
C16—N2—C12—C11	0.4 (2)	C25—C26—C32—C29	38.00 (15)
N1—C11—C12—N2	−0.5 (3)	C27—C26—C32—Cl4	−70.58 (16)
C10—C11—C12—N2	178.44 (16)	C25—C26—C32—Cl4	166.48 (11)
N1—C11—C12—C13	−179.44 (16)	O3—C29—C32—C33	164.58 (14)
C10—C11—C12—C13	−0.5 (3)	O4—C29—C32—C33	−66.06 (15)
N2—C12—C13—C14	−178.42 (17)	C28—C29—C32—C33	53.54 (13)
C11—C12—C13—C14	0.6 (3)	O3—C29—C32—C26	52.98 (17)
C12—C13—C14—C9	0.6 (3)	O4—C29—C32—C26	−177.67 (13)
C10—C9—C14—C13	−1.8 (3)	C28—C29—C32—C26	−58.06 (13)
C8—C9—C14—C13	175.80 (18)	O3—C29—C32—Cl4	−72.84 (17)
C11—N1—C15—C16	0.2 (2)	O4—C29—C32—Cl4	56.52 (16)
C11—N1—C15—C21	174.94 (16)	C28—C29—C32—Cl4	176.12 (11)
C12—N2—C16—C15	0.0 (2)	C40—N4—C33—C34	0.2 (2)
C12—N2—C16—C17	−174.32 (17)	C40—N4—C33—C32	179.04 (16)
N1—C15—C16—N2	−0.3 (3)	C26—C32—C33—N4	−108.00 (19)
C21—C15—C16—N2	−176.07 (16)	C29—C32—C33—N4	146.04 (17)
N1—C15—C16—C17	175.11 (16)	Cl4—C32—C33—N4	19.7 (2)
C21—C15—C16—C17	−0.63 (18)	C26—C32—C33—C34	71.04 (16)
N2—C16—C17—C23	105.5 (2)	C29—C32—C33—C34	−34.92 (16)
C15—C16—C17—C23	−69.60 (17)	Cl4—C32—C33—C34	−161.21 (12)
N2—C16—C17—C18	−149.21 (18)	C35—N3—C34—C33	0.6 (2)
C15—C16—C17—C18	35.69 (17)	C35—N3—C34—C28	−177.69 (16)
N2—C16—C17—Cl2	−21.9 (2)	N4—C33—C34—N3	−0.6 (3)
C15—C16—C17—Cl2	162.98 (12)	C32—C33—C34—N3	−179.72 (15)
C20—O2—C18—O1	40.5 (4)	N4—C33—C34—C28	178.03 (16)
C20'—O2—C18—O1'	−42.4 (3)	C32—C33—C34—C28	−1.07 (17)
C20—O2—C18—C17	−173.7 (3)	C25—C28—C34—N3	109.96 (19)
C20'—O2—C18—C17	76.3 (2)	C29—C28—C34—N3	−144.81 (18)
C20—O2—C18—C21	−71.1 (3)	Cl3—C28—C34—N3	−16.7 (2)
C20'—O2—C18—C21	178.93 (19)	C25—C28—C34—C33	−68.59 (16)
C16—C17—C18—O2	61.27 (18)	C29—C28—C34—C33	36.64 (16)
C23—C17—C18—O2	171.99 (14)	Cl3—C28—C34—C33	164.71 (12)
Cl2—C17—C18—O2	−64.14 (18)	C34—N3—C35—C36	−178.85 (16)
C16—C17—C18—O1	−156.6 (3)	C34—N3—C35—C40	−0.2 (2)
C23—C17—C18—O1	−45.9 (3)	N3—C35—C36—C37	178.06 (17)
Cl2—C17—C18—O1	78.0 (3)	C40—C35—C36—C37	−0.6 (3)
C16—C17—C18—O1'	−174.69 (17)	C35—C36—C37—C38	0.7 (3)
C23—C17—C18—O1'	−63.97 (19)	C36—C37—C38—C39	−0.2 (3)
Cl2—C17—C18—O1'	59.9 (2)	C36—C37—C38—C41	178.35 (19)
C16—C17—C18—C21	−53.06 (14)	C37—C38—C39—C40	−0.4 (3)
C23—C17—C18—C21	57.66 (14)	C41—C38—C39—C40	−179.00 (18)
Cl2—C17—C18—C21	−178.46 (12)	C33—N4—C40—C39	178.68 (16)
O2—C18—O1—C19	64.7 (5)	C33—N4—C40—C35	0.2 (2)
C17—C18—O1—C19	−77.9 (4)	C38—C39—C40—N4	−178.00 (17)
C21—C18—O1—C19	−177.1 (4)	C38—C39—C40—C35	0.5 (3)
O2—C18—O1'—C19'	−61.3 (3)	N3—C35—C40—N4	−0.2 (3)
C17—C18—O1'—C19'	174.2 (2)	C36—C35—C40—N4	178.43 (16)
C21—C18—O1'—C19'	73.4 (3)	N3—C35—C40—C39	−178.63 (17)
N1—C15—C21—C22	−104.4 (2)	C36—C35—C40—C39	0.0 (3)
C16—C15—C21—C22	71.02 (17)	C39—C38—C41—C42	35.4 (3)
N1—C15—C21—C18	149.92 (18)	C37—C38—C41—C42	−143.1 (2)
C16—C15—C21—C18	−34.61 (16)	C39—C38—C41—S3	−145.20 (17)
N1—C15—C21—Cl1	23.2 (2)	C37—C38—C41—S3	36.2 (3)
C16—C15—C21—Cl1	−161.29 (12)	C44—S3—C41—C42	−0.73 (17)
O2—C18—C21—C15	−64.39 (17)	C44—S3—C41—C38	179.80 (17)
O1—C18—C21—C15	176.1 (2)	C38—C41—C42—C43	179.6 (2)
O1'—C18—C21—C15	159.98 (19)	S3—C41—C42—C43	0.2 (3)
C17—C18—C21—C15	52.71 (14)	C41—C42—C43—C44	0.7 (3)
O2—C18—C21—C22	−175.10 (14)	C42—C43—C44—C45	178.0 (10)
O1—C18—C21—C22	65.4 (2)	C42—C43—C44—C45'	179.5 (15)
O1'—C18—C21—C22	49.3 (2)	C42—C43—C44—S3	−1.2 (3)
C17—C18—C21—C22	−58.00 (14)	C41—S3—C44—C43	1.12 (17)
O2—C18—C21—Cl1	59.65 (18)	C41—S3—C44—C45	−178.2 (9)
O1—C18—C21—Cl1	−59.9 (3)	C41—S3—C44—C45'	−179.6 (15)
O1'—C18—C21—Cl1	−76.0 (2)	C43—C44—C45—C46	−171.1 (15)
C17—C18—C21—Cl1	176.76 (12)	S3—C44—C45—C46	8 (2)
C15—C21—C22—C24	54.92 (19)	C43—C44—C45—S4	6.1 (18)
C18—C21—C22—C24	160.05 (13)	S3—C44—C45—S4	−174.7 (7)
Cl1—C21—C22—C24	−72.48 (16)	C48—S4—C45—C46	−1.3 (14)
C15—C21—C22—C23	−68.05 (16)	C48—S4—C45—C44	−179.2 (12)
C18—C21—C22—C23	37.08 (15)	C44—C45—C46—C47	−176.6 (17)
Cl1—C21—C22—C23	164.55 (11)	S4—C45—C46—C47	6.1 (19)
C16—C17—C23—C27	−55.50 (18)	C45—C46—C47—C48	−9 (2)
C18—C17—C23—C27	−160.40 (14)	C46—C47—C48—S4	7.9 (17)
Cl2—C17—C23—C27	72.81 (16)	C45—S4—C48—C47	−3.9 (13)
C16—C17—C23—C22	67.97 (16)	C43—C44—C45'—C46'	26 (4)
C18—C17—C23—C22	−36.93 (15)	S3—C44—C45'—C46'	−153 (2)
Cl2—C17—C23—C22	−163.73 (11)	C43—C44—C45'—S4'	−166.4 (11)
C24—C22—C23—C27	0.1 (2)	S3—C44—C45'—S4'	14 (3)
C21—C22—C23—C27	124.27 (15)	C48'—S4'—C45'—C46'	−9.4 (19)
C24—C22—C23—C17	−124.23 (15)	C48'—S4'—C45'—C44	180 (2)
C21—C22—C23—C17	−0.10 (16)	C44—C45'—C46'—C47'	178 (3)
C21—C22—C24—C25	−170.08 (13)	S4'—C45'—C46'—C47'	10 (2)
C23—C22—C24—C25	−53.00 (17)	C45'—C46'—C47'—C48'	−4 (3)
C22—C24—C25—C28	171.46 (13)	C46'—C47'—C48'—S4'	−4 (2)
C22—C24—C25—C26	53.27 (17)	C45'—S4'—C48'—C47'	7.6 (18)
C24—C25—C26—C27	−0.65 (19)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C20—H20C···N4^i	0.98	2.52	3.094 (5)	117
C47′—H47B···O2^ii	0.95	2.52	3.365 (19)	148
C1S—H1SA···N1^iii	1.00	2.46	3.318 (15)	143
C1S′—H1SB···N1^iii	1.00	2.43	3.369 (15)	157

Symmetry codes: (i) x, y−1, z; (ii) −x+1, −y+1, −z+1; (iii) x+1, y, z.