A triclinic polymorph of cyclo-tetra-μ-thio­saccharinato-κ⁸S:S-tetra­kis[(triphenyl­phosphane-κP)silver(I)]

The triclinic structure of the title compound, cyclo-tetra­kis­(μ-1,1-dioxo-1λ⁶,2-benzothia­zole-3-thiol­ato-κ²S:S)tetra­kis­[(triphenyl­phosphane-κP)silver(I)], [Ag₄(C₇H₄NO₂S₂)₄(C₁₈H₁₅P)₄], is a polymorph of the previously reported monoclinic structure [Dennehy, Mandolesi, Quinzani & Jennings (2007). Z. Anorg. Allg. Chem. 633, 2746–2752]. In both polymorphs, the complex lies on a crystallographic inversion centre and the bond distances are closely comparable. Some differences can be found in the inter­atomic angles and torsion angles involving the inner Ag₄S₄ skeleton. The polymorphs contain essentially identical two-dimensional layers, but with different layer stacking arrangements. In the triclinic form, all layers are related by lattice translation, while in the monoclinic form they are arranged around glide planes so that adjacent layers are mirrored with respect to each other.

S1. Comment

Heterocyclic thiones are versatile S,N-chelating ligands and a considerable amount of work has centred around their coordination chemistry. They are capable of binding to metals in a variety of coordination modes and a large number of mononuclear, binuclear and complex polynuclear coordination compounds have been reported after the pioneering work by Raper (1996, 1997). We have developed a sustained interest in the coordination behaviour of heterocyclic thiones in general, and thiosaccharin [the thione form of saccharin, C₆H₄SO₂NHCS, hereinafter tsac; systematic name: 1,1-dioxo-1λ⁶,2-benzothiazole-3(2H)-thione], in particular. As is well known for other heterocyclic thiones, tsac has a tautomeric equilibrium in solution (Scheme 1) and in its thiol form it can act as a good coordinating agent for soft metals, building interesting mononuclear and polynuclear structures with or without the presence of additional ligands. In particular, we have worked on the silver–tsac system, aiming to control its stereochemistry and nuclearity, and we have been able to develop new products, for example, by changing the stoichiometry of the soft bulky triphenylphosphane (PPh₃) co-ligand. Surprisingly, the Ag–PPh₃ stoichiometries in the resulting complexes do not always follow the mole ratios of the reaction mixture. For example, a stable tetracoordinated complex [Ag(tsac)(PPh₃)₃] was obtained from reaction mixtures with Ag–PPh₃ molar ratios greater than 1:2, but a different Ag₆(tsac)₆ complex resulted for molar ratios of 1:1 or less (Dennehy, Quinzani & Jennings, 2007). In our search for the appropriate conditions to prepare silver(I) thiosaccharinates with less than three phosphane ligands on the metal nuclei, we recently produced a monoclinic tetranuclear complex, [Ag₄(tsac)₄(PPh₃)₄] (Dennehy, Mandolesi et al., 2007). Through a slight variation in the synthesis conditions, we have now obtained a triclinic polymorph of the same compound, which we report herein. The triclinic and monoclinic polymorphs are referred to as (I) and (II), respectively.

Some comparative crystal data for polymorphs (I) and (II) are given in Table 1. In order to highlight the similarities and differences between the structures, triclinic form (I) is described using a nonconventional nonreduced unit cell. The corresponding reduced cell is a = 13.8914 (7), b = 14.0768 (6), c = 14.1309 (7) Å, α = 77.771 (4), β = 73.572 (4) and γ = 66.603 (4)°.

The tetranuclear unit in (I) (Fig. 1) is very similar to its counterpart in (II). The molecule is composed of four fused Ag(tsac)(PPh₃) groups, two of them independent and the remaining two generated by an inversion centre. The main characteristic is the centrosymmetric eight-membered skeleton, composed of four thione exocyclic S atoms and four Ag atoms in a regular chair conformation. Each Ag atom is triply coordinated by two S atoms and one PPh₃ group in a slightly distorted planar arrangement; the deviations of the Ag atoms from the ligand coordination plane are 0.0192 (3) Å for Ag1 and 0.1392 (3) Å for Ag2, compared with the corresponding values of 0.0062 (14) and 0.0650 (16) Å for polymorph (II). The coordination distances in both complexes are extremely similar (Table 2), and the bond distances and angles in the bridging tsac ligands are typical of those observed in other related polynuclear silver thiosaccharinates (Dennehy, Mandolesi et al., 2007). A least-squares overlay of the complexes in (I) and (II) gives an r.m.s. deviation of 0.4 Å for 128 non-H atoms (Macrae et al., 2008). A least-squares overlay of the central core of the complex (Fig. 2) shows that (I) adopts a more regular chair conformation compared with (II), as reflected by the Ag1—S1—Ag2—S2 torsion angles [89.17 (5)° in (I) versus 79.80 (10)° in (II)]. These relatively small differences in the skeleton are magnified towards the outermost parts of the bulky PPh₃ groups on account of the variation in the degree of rotation around the P—Ag bonds. However, in both polymorphs the overall globular shape for the molecule is conserved. The changes which arise are reflected in the geometries of the intra- and intermolecular interactions (Tables 3 and 4) to the extent that they cannot readily be correlated between one structure and the other.

The two polymorphs have closely comparable calculated densities (Table 2) but different distributions of the molecules in space. The choice of cell axes for (I) is intended to highlight the similarities in the (001) planes in both structures (see a, b and γ in Table 1, and the coloured ab faces in Fig. 3). Indeed, the structures contain essentially identical layers of molecules parallel to the (001) planes, and they look identical when projected along the b axis. Fig. 3, where for simplicity only the inorganic skeletons have been represented, presents for each structure two consecutive layers (with and without shading) of these (001) planes, projected onto the layer plane. In (I), the layer stacking takes place via a consistent c_(I) cell shift, so that all layers are related by lattice translation. In (II), the n-glides generate alternating mirror images shifted by one half of the c_(II) translation. Taking into account the differences in cell lengths and cell angles, this corresponds to slightly different interplanar spacings: d₍₀₀₁₎ = 11.159 (2) Å for (I) and d₍₀₀₂₎ = 10.910 (2) Å for (II).

The globular shape of the molecules involved, and the absence of strong directional intermolecular interactions, leads to arrangements compatible with the packing of spheres. A nearest-neighbours calculation for the molecular centroids gives exactly 12 neighbours for each structure, in the tight range of 14.667 (2)–15.672 (3) Å for (II) and the slightly broader range of 13.8914 (12)–17.7086 (13) Å for (I), in both cases followed by a 3 Å gap to the second nearest-neighbour shell. The distribution of the centroids in both structures can be envisaged as a hexagonal arrangement, parallel to (100) in (I) or (101) in (II), bi-capped by two parallel inverted triangles, resembling a 3 distribution (Fig. 4). The distribution in (II) is rather regular, with the line through the triangular centres being almost perpendicular to the equatorial plane [angle 179.91 (14)°] and the interplanar distances [corresponding to d₍₁₀₁₎] being 11.838 (2) Å. The distribution in (I) is more deformed, with corresponding values of 171.78 (16)° for the line-to-plane angle and 12.432 (2)Å for d₍₁₀₀₎.

Related literature

For related literature, see: Dennehy, Mandolesi, Quinzani & Jennings (2007); Dennehy, Quinzani & Jennings (2007); Dennehy, Tellería, Tarulli, Quinzani, Mandolesi, Güida, Echeverrí, Piro & Castellano (2007); Macrae et al. (2008); Perec & Baggio (2010); Raper (1996, 1997); Spek (2009).

S2. Experimental

Thiosaccharin (Htsac) was prepared by the reaction of saccharin (Mallindkrodt) with Lawesson's reagent (Fluka) in toluene [Quantities?]. Ag₆(tsac)₆ was obtained as a yellow solid by reaction of AgNO₃ and thiosaccharin in acetonitrile in a 1:1 molar ratio (Dennehy, Tellería et al., 2007). The title [Ag₄(tsac)₄(PPh₃)₄] complex was prepared by slow addition of an acetonitrile solution containing 2,5-dimethylpyrazine (10 mg) to another yellow solution of Ag₆(tsac)₆ (0.0120 g, 0.04 mmol of Ag) and PPh₃ (0.0100 g, 0.04 mmol) in acetonitrile (10 ml). The resulting clear yellow solution was kept at room temperature and crystals of (I) were formed after one month.

S3. Refinement

All H atoms were visible in a difference Fourier map, but they were placed in idealized positions and allowed to ride for subsequent refinement, with C—H = 0.93 Å and U_iso(H) = 1.2U_eq(C).

Attention is drawn to a refinement paradox. When checking the final results with PLATON checkCIF (Spek, 2009), the Hirshfeld tests implemented therein generated a significant number of alerts regarding suspiciously large `Hirshfeld test dfferences' (HTD) for many of the Ag—S bonds, thus advising careful review of the cation-type assignment. To our surprise, lower R indices and better Hirshfeld indicators were obtained when the structure was refined with Pd atoms in place of Ag: R, wR and HTD values are 0.0553, 0.0882 and 17.3, respectively, for Ag, and 0.0543, 0.0830 and 13.2, respectively, for Pd. This contradicts clear synthetic and analytical evidence for the composition of the complex; an EDAX analysis on a Philips 515 microscope (Philips Export BV, Eindhoven, The Netherlands) equipped with an EDAX PV9100 probe (EDAX International Inc., Prairie View, Illinois, USA) showed that Ag was the only metallic element present. Even if surprising, this is not a novel paradox: we had previously found similar refinement `misbehaviour' with different cation pairs (e.g. Cu^II versus Ni^II; Perec & Baggio, 2010).

Computing details

Data collection: CrysAlis PRO (Oxford Diffraction, 2009); cell refinement: CrysAlis PRO (Oxford Diffraction, 2009); data reduction: CrysAlis PRO (Oxford Diffraction, 2009); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2009).

Figures

	Fig. 1. The molecular structure of (I), with the atom-numbering scheme. Displacement ellipsoids are drawn at the 30% probability level. H atoms have been omitted. The eight-membered Ag4S4 skeleton is highlighted. [Symmetry code: (i) -x, -y + 2, -z + 2.]
	Fig. 2. A least-squares overlay of the eight-membered rings in (I) (heavy lines) and (II) (broken lines). [Symmetry code: (i) -x, -y + 2, -z + 2.]
	Fig. 3. Packing diagrams of (I) (top) and (II) (bottom), projected perpendicular to the (001) plane, showing two consecutive layers in different shading. Only the central ring of each molecule has been drawn, for clarity. Note the very similar a, b and γ cell parameters in the coloured cell faces.
	Fig. 4. Schematic nearest-neighbours representations of the structures of (I) (left) and (II) (right) (see Comment for details).

cyclo-tetrakis(µ-1,1-dioxo-1λ⁶,2-benzothiazole-3-thiolato- κ²S:S)tetrakis[(triphenylphosphane-κP)silver(I)]

Crystal data

[Ag4(C7H4NO2S2)4(C18H15P)4]	Z = 1
Mr = 2273.49	F(000) = 1144
Triclinic, P1	Dx = 1.562 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 15.3566 (10) Å	Cell parameters from 4175 reflections
b = 14.1309 (7) Å	θ = 3.5–28.9°
c = 14.0768 (6) Å	µ = 1.10 mm^−1
α = 77.771 (4)°	T = 291 K
β = 123.880 (3)°	Block, colourless
γ = 86.465 (1)°	0.20 × 0.16 × 0.12 mm
V = 2416.9 (2) Å^3

Data collection

Oxford Gemini CCD S Ultra diffractometer	11017 independent reflections
Radiation source: fine-focus sealed tube	5568 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.060
ω scans, thick slices	θmax = 29.0°, θmin = 3.5°
Absorption correction: multi-scan (CrysAlis PRO; Oxford Diffraction, 2009)	h = −19→19
Tmin = 0.98, Tmax = 0.99	k = −18→19
20631 measured reflections	l = −18→14

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.055	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.112	H-atom parameters constrained
S = 0.94	w = 1/[σ^2(Fo^2) + (0.030P)^2] where P = (Fo^2 + 2Fc^2)/3
11017 reflections	(Δ/σ)max < 0.001
577 parameters	Δρmax = 0.72 e Å^−3
0 restraints	Δρmin = −0.70 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.

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

	x	y	z	Uiso*/Ueq
Ag1	−0.07002 (3)	−0.06867 (3)	0.07782 (3)	0.05941 (14)
Ag2	−0.15283 (3)	0.21930 (3)	−0.09355 (3)	0.05819 (14)
P1	−0.02938 (11)	−0.04555 (10)	0.26070 (10)	0.0473 (3)
P2	−0.30143 (11)	0.33152 (9)	−0.13510 (11)	0.0438 (3)
S17	−0.42230 (11)	−0.04441 (10)	−0.17977 (11)	0.0500 (3)
S18	−0.09538 (13)	0.47073 (11)	−0.34340 (13)	0.0691 (5)
S1	−0.15624 (11)	0.04807 (9)	−0.13180 (11)	0.0494 (3)
S2	0.02862 (11)	0.23119 (9)	−0.04545 (10)	0.0489 (3)
O17	−0.4688 (3)	−0.0063 (3)	−0.1279 (3)	0.0731 (11)
O18	−0.1151 (3)	0.5655 (3)	−0.3295 (4)	0.0896 (14)
O27	−0.4286 (3)	−0.1434 (2)	−0.1870 (3)	0.0637 (10)
O28	−0.1632 (3)	0.4588 (3)	−0.4596 (3)	0.0891 (15)
N17	−0.2958 (3)	−0.0341 (3)	−0.1074 (3)	0.0459 (10)
N18	−0.0959 (3)	0.3835 (3)	−0.2437 (4)	0.0557 (12)
C11	−0.0427 (4)	0.0845 (4)	0.2546 (4)	0.0494 (14)
C21	−0.1083 (4)	0.1321 (4)	0.2759 (4)	0.0565 (15)
H21	−0.1471	0.0965	0.2969	0.068*
C31	−0.1172 (5)	0.2319 (5)	0.2665 (5)	0.0714 (18)
H31	−0.1619	0.2633	0.2809	0.086*
C41	−0.0603 (6)	0.2847 (5)	0.2360 (5)	0.082 (2)
H41	−0.0661	0.3520	0.2296	0.098*
C51	0.0048 (6)	0.2385 (5)	0.2151 (5)	0.083 (2)
H51	0.0444	0.2743	0.1957	0.099*
C61	0.0130 (5)	0.1397 (5)	0.2222 (5)	0.0689 (17)
H61	0.0562	0.1096	0.2052	0.083*
C12	−0.1203 (4)	−0.0921 (4)	0.2929 (4)	0.0479 (13)
C22	−0.0894 (5)	−0.1467 (4)	0.4038 (5)	0.0707 (18)
H22	−0.0178	−0.1602	0.4693	0.085*
C32	−0.1651 (6)	−0.1821 (5)	0.4186 (6)	0.086 (2)
H32	−0.1436	−0.2199	0.4939	0.103*
C42	−0.2700 (6)	−0.1618 (5)	0.3240 (7)	0.0801 (19)
H42	−0.3202	−0.1851	0.3346	0.096*
C52	−0.3016 (5)	−0.1075 (5)	0.2135 (6)	0.0742 (18)
H52	−0.3735	−0.0937	0.1487	0.089*
C62	−0.2282 (5)	−0.0731 (4)	0.1975 (5)	0.0629 (16)
H62	−0.2507	−0.0364	0.1214	0.075*
C13	0.1035 (4)	−0.1061 (4)	0.3961 (4)	0.0468 (13)
C23	0.1467 (5)	−0.2022 (4)	0.4130 (4)	0.0616 (16)
H23	0.1090	−0.2321	0.3529	0.074*
C33	0.2434 (5)	−0.2539 (4)	0.5158 (5)	0.0721 (18)
H33	0.2702	−0.3187	0.5257	0.087*
C43	0.3011 (5)	−0.2108 (5)	0.6043 (5)	0.0735 (18)
H43	0.3674	−0.2461	0.6742	0.088*
C53	0.2608 (5)	−0.1152 (5)	0.5896 (5)	0.0678 (18)
H53	0.3003	−0.0854	0.6492	0.081*
C63	0.1621 (5)	−0.0633 (4)	0.4867 (4)	0.0596 (15)
H63	0.1346	0.0009	0.4780	0.072*
C14	−0.4199 (4)	0.3503 (3)	−0.2876 (4)	0.0475 (13)
C24	−0.5212 (5)	0.3528 (4)	−0.3173 (5)	0.0682 (17)
H24	−0.5329	0.3439	−0.2582	0.082*
C34	−0.6079 (5)	0.3687 (4)	−0.4372 (6)	0.082 (2)
H34	−0.6768	0.3693	−0.4572	0.098*
C44	−0.5914 (7)	0.3835 (5)	−0.5246 (6)	0.087 (2)
H44	−0.6490	0.3952	−0.6043	0.105*
C54	−0.4909 (6)	0.3810 (5)	−0.4945 (5)	0.091 (2)
H54	−0.4803	0.3921	−0.5545	0.109*
C64	−0.4031 (5)	0.3624 (4)	−0.3766 (5)	0.0682 (17)
H64	−0.3340	0.3580	−0.3572	0.082*
C15	−0.2829 (4)	0.4573 (4)	−0.1359 (4)	0.0447 (13)
C25	−0.3666 (5)	0.5357 (4)	−0.1823 (4)	0.0573 (15)
H25	−0.4354	0.5246	−0.2141	0.069*
C35	−0.3505 (5)	0.6299 (4)	−0.1827 (4)	0.0673 (18)
H35	−0.4080	0.6820	−0.2142	0.081*
C45	−0.2495 (6)	0.6473 (4)	−0.1365 (5)	0.075 (2)
H45	−0.2385	0.7114	−0.1370	0.090*
C55	−0.1656 (6)	0.5709 (5)	−0.0901 (5)	0.0782 (19)
H55	−0.0970	0.5824	−0.0586	0.094*
C65	−0.1827 (5)	0.4756 (4)	−0.0897 (5)	0.0615 (15)
H65	−0.1250	0.4234	−0.0576	0.074*
C16	−0.3509 (4)	0.2976 (3)	−0.0452 (4)	0.0448 (13)
C26	−0.3723 (5)	0.3606 (4)	0.0056 (4)	0.0659 (16)
H26	−0.3560	0.4229	−0.0007	0.079*
C36	−0.4174 (5)	0.3322 (5)	0.0652 (5)	0.081 (2)
H36	−0.4318	0.3756	0.0984	0.097*
C46	−0.4412 (5)	0.2402 (6)	0.0760 (5)	0.082 (2)
H46	−0.4726	0.2217	0.1156	0.099*
C56	−0.4190 (5)	0.1769 (5)	0.0292 (5)	0.074 (2)
H56	−0.4343	0.1143	0.0375	0.089*
C66	−0.3737 (4)	0.2042 (4)	−0.0309 (4)	0.0609 (16)
H66	−0.3583	0.1596	−0.0623	0.073*
C17	−0.2789 (4)	0.0230 (3)	−0.1793 (4)	0.0391 (12)
C27	−0.3766 (4)	0.0651 (3)	−0.3063 (4)	0.0424 (12)
C37	−0.3835 (5)	0.1213 (4)	−0.4038 (4)	0.0641 (17)
H37	−0.3238	0.1402	−0.3970	0.077*
C47	−0.4841 (6)	0.1485 (5)	−0.5128 (5)	0.085 (2)
H47	−0.4916	0.1865	−0.5805	0.102*
C57	−0.5726 (6)	0.1215 (5)	−0.5243 (5)	0.083 (2)
H57	−0.6387	0.1422	−0.5990	0.099*
C67	−0.5651 (4)	0.0645 (4)	−0.4275 (5)	0.0661 (17)
H67	−0.6252	0.0460	−0.4349	0.079*
C77	−0.4656 (4)	0.0354 (3)	−0.3188 (4)	0.0492 (13)
C18	−0.0017 (4)	0.3260 (4)	−0.1666 (4)	0.0474 (13)
C28	0.0822 (4)	0.3480 (4)	−0.1842 (4)	0.0482 (13)
C38	0.1877 (5)	0.2998 (4)	−0.1216 (5)	0.0676 (17)
H38	0.2172	0.2442	−0.0555	0.081*
C48	0.2491 (6)	0.3350 (5)	−0.1580 (6)	0.089 (2)
H48	0.3205	0.3024	−0.1163	0.107*
C58	0.2065 (7)	0.4178 (6)	−0.2554 (7)	0.103 (3)
H58	0.2499	0.4414	−0.2776	0.124*
C68	0.1003 (6)	0.4657 (5)	−0.3201 (6)	0.082 (2)
H68	0.0704	0.5205	−0.3872	0.098*
C78	0.0398 (5)	0.4303 (4)	−0.2825 (5)	0.0573 (15)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ag1	0.0509 (3)	0.0857 (3)	0.0487 (2)	−0.0150 (2)	0.0298 (2)	−0.0307 (2)
Ag2	0.0521 (3)	0.0541 (3)	0.0684 (3)	−0.0082 (2)	0.0375 (2)	−0.0123 (2)
P1	0.0435 (9)	0.0606 (9)	0.0405 (7)	−0.0118 (7)	0.0244 (6)	−0.0205 (6)
P2	0.0426 (8)	0.0415 (7)	0.0470 (7)	−0.0114 (6)	0.0267 (6)	−0.0107 (6)
S17	0.0439 (9)	0.0550 (8)	0.0565 (8)	−0.0149 (6)	0.0333 (7)	−0.0133 (6)
S18	0.0636 (11)	0.0529 (10)	0.0725 (10)	−0.0097 (8)	0.0330 (8)	−0.0076 (8)
S1	0.0447 (8)	0.0508 (8)	0.0623 (8)	−0.0160 (6)	0.0356 (7)	−0.0189 (6)
S2	0.0494 (9)	0.0529 (8)	0.0490 (7)	−0.0164 (6)	0.0297 (6)	−0.0192 (6)
O17	0.059 (3)	0.097 (3)	0.088 (3)	−0.017 (2)	0.056 (2)	−0.030 (2)
O18	0.085 (3)	0.050 (3)	0.113 (3)	−0.007 (2)	0.050 (3)	−0.015 (2)
O27	0.062 (3)	0.050 (2)	0.082 (2)	−0.0230 (19)	0.044 (2)	−0.0151 (19)
O28	0.085 (3)	0.088 (3)	0.057 (2)	−0.018 (2)	0.022 (2)	−0.012 (2)
N17	0.038 (3)	0.053 (3)	0.045 (2)	−0.016 (2)	0.0243 (19)	−0.0110 (19)
N18	0.042 (3)	0.052 (3)	0.064 (3)	−0.012 (2)	0.027 (2)	−0.015 (2)
C11	0.050 (4)	0.063 (4)	0.035 (3)	−0.013 (3)	0.023 (2)	−0.018 (2)
C21	0.055 (4)	0.063 (4)	0.055 (3)	−0.018 (3)	0.032 (3)	−0.024 (3)
C31	0.069 (5)	0.073 (5)	0.066 (4)	−0.008 (4)	0.034 (3)	−0.028 (3)
C41	0.102 (6)	0.057 (4)	0.074 (4)	−0.015 (4)	0.043 (4)	−0.023 (3)
C51	0.102 (6)	0.080 (5)	0.079 (4)	−0.033 (4)	0.061 (4)	−0.020 (4)
C61	0.086 (5)	0.072 (4)	0.075 (4)	−0.020 (4)	0.061 (4)	−0.024 (3)
C12	0.047 (3)	0.059 (3)	0.046 (3)	−0.014 (3)	0.029 (3)	−0.025 (3)
C22	0.064 (4)	0.095 (5)	0.053 (3)	−0.031 (4)	0.033 (3)	−0.021 (3)
C32	0.104 (6)	0.104 (5)	0.081 (4)	−0.044 (5)	0.070 (5)	−0.028 (4)
C42	0.074 (5)	0.095 (5)	0.114 (5)	−0.041 (4)	0.071 (5)	−0.053 (5)
C52	0.051 (4)	0.086 (5)	0.080 (4)	−0.012 (3)	0.035 (3)	−0.026 (4)
C62	0.051 (4)	0.075 (4)	0.062 (3)	−0.007 (3)	0.034 (3)	−0.019 (3)
C13	0.042 (3)	0.061 (3)	0.041 (3)	−0.018 (3)	0.024 (2)	−0.020 (2)
C23	0.051 (4)	0.072 (4)	0.054 (3)	−0.014 (3)	0.024 (3)	−0.025 (3)
C33	0.069 (5)	0.069 (4)	0.065 (4)	−0.001 (3)	0.036 (3)	−0.010 (3)
C43	0.051 (4)	0.102 (5)	0.045 (3)	−0.009 (4)	0.021 (3)	−0.005 (3)
C53	0.059 (4)	0.100 (5)	0.045 (3)	−0.030 (4)	0.027 (3)	−0.029 (3)
C63	0.059 (4)	0.074 (4)	0.049 (3)	−0.019 (3)	0.032 (3)	−0.022 (3)
C14	0.048 (4)	0.038 (3)	0.053 (3)	−0.011 (2)	0.027 (3)	−0.015 (2)
C24	0.056 (4)	0.079 (4)	0.057 (3)	−0.016 (3)	0.027 (3)	−0.017 (3)
C34	0.057 (5)	0.072 (4)	0.079 (4)	−0.023 (3)	0.021 (4)	−0.011 (4)
C44	0.086 (6)	0.073 (5)	0.058 (4)	−0.019 (4)	0.015 (4)	−0.021 (3)
C54	0.098 (6)	0.110 (6)	0.049 (4)	−0.012 (5)	0.031 (4)	−0.039 (4)
C64	0.077 (5)	0.077 (4)	0.057 (3)	−0.018 (3)	0.041 (3)	−0.025 (3)
C15	0.050 (4)	0.052 (3)	0.037 (3)	−0.019 (3)	0.027 (2)	−0.016 (2)
C25	0.060 (4)	0.051 (4)	0.049 (3)	−0.015 (3)	0.025 (3)	−0.012 (3)
C35	0.081 (5)	0.048 (4)	0.049 (3)	−0.003 (3)	0.027 (3)	−0.011 (3)
C45	0.106 (6)	0.052 (4)	0.068 (4)	−0.030 (4)	0.046 (4)	−0.028 (3)
C55	0.070 (5)	0.082 (5)	0.098 (5)	−0.045 (4)	0.049 (4)	−0.046 (4)
C65	0.059 (4)	0.059 (4)	0.076 (4)	−0.018 (3)	0.041 (3)	−0.031 (3)
C16	0.040 (3)	0.045 (3)	0.039 (3)	−0.009 (2)	0.019 (2)	−0.006 (2)
C26	0.076 (5)	0.070 (4)	0.064 (4)	−0.013 (3)	0.050 (3)	−0.014 (3)
C36	0.099 (6)	0.094 (5)	0.079 (4)	−0.024 (4)	0.070 (4)	−0.023 (4)
C46	0.062 (5)	0.115 (6)	0.062 (4)	−0.020 (4)	0.039 (3)	−0.002 (4)
C56	0.070 (5)	0.070 (4)	0.071 (4)	−0.031 (4)	0.039 (4)	−0.001 (3)
C66	0.056 (4)	0.064 (4)	0.057 (3)	−0.014 (3)	0.032 (3)	−0.010 (3)
C17	0.047 (3)	0.038 (3)	0.041 (3)	−0.012 (2)	0.028 (2)	−0.019 (2)
C27	0.046 (3)	0.038 (3)	0.045 (3)	−0.012 (2)	0.027 (2)	−0.013 (2)
C37	0.073 (5)	0.061 (4)	0.054 (3)	−0.023 (3)	0.037 (3)	−0.007 (3)
C47	0.100 (6)	0.073 (5)	0.049 (3)	−0.019 (4)	0.030 (4)	0.000 (3)
C57	0.070 (5)	0.075 (5)	0.057 (4)	−0.011 (4)	0.014 (3)	−0.011 (3)
C67	0.044 (4)	0.057 (4)	0.069 (4)	−0.012 (3)	0.019 (3)	−0.012 (3)
C77	0.046 (3)	0.043 (3)	0.048 (3)	−0.007 (2)	0.023 (3)	−0.011 (2)
C18	0.048 (4)	0.050 (3)	0.050 (3)	−0.019 (3)	0.028 (3)	−0.022 (2)
C28	0.050 (4)	0.057 (3)	0.052 (3)	−0.017 (3)	0.036 (3)	−0.021 (3)
C38	0.059 (4)	0.075 (4)	0.071 (4)	−0.017 (3)	0.042 (3)	−0.015 (3)
C48	0.071 (5)	0.105 (6)	0.104 (5)	−0.014 (4)	0.062 (4)	−0.018 (5)
C58	0.100 (7)	0.136 (7)	0.117 (6)	−0.051 (6)	0.086 (5)	−0.036 (5)
C68	0.089 (6)	0.089 (5)	0.078 (4)	−0.029 (4)	0.056 (4)	−0.019 (4)
C78	0.063 (4)	0.054 (3)	0.067 (3)	−0.016 (3)	0.044 (3)	−0.018 (3)

Geometric parameters (Å, º)

Ag1—P1	2.3904 (13)	C63—H63	0.9300
Ag1—S2^i	2.5440 (13)	C14—C24	1.364 (7)
Ag1—S1	2.5484 (13)	C14—C64	1.393 (7)
Ag2—P2	2.3952 (15)	C24—C34	1.403 (7)
Ag2—S2	2.5008 (14)	C24—H24	0.9300
Ag2—S1	2.5852 (13)	C34—C44	1.367 (9)
P1—C12	1.812 (5)	C34—H34	0.9300
P1—C13	1.813 (5)	C44—C54	1.349 (9)
P1—C11	1.815 (5)	C44—H44	0.9300
P2—C16	1.808 (5)	C54—C64	1.385 (7)
P2—C15	1.816 (5)	C54—H54	0.9300
P2—C14	1.826 (5)	C64—H64	0.9300
S17—O17	1.426 (4)	C15—C65	1.364 (7)
S17—O27	1.429 (3)	C15—C25	1.374 (7)
S17—N17	1.651 (4)	C25—C35	1.367 (6)
S17—C77	1.751 (5)	C25—H25	0.9300
S18—O28	1.424 (4)	C35—C45	1.371 (8)
S18—O18	1.432 (4)	C35—H35	0.9300
S18—N18	1.664 (4)	C45—C55	1.358 (8)
S18—C78	1.742 (6)	C45—H45	0.9300
S1—C17	1.702 (5)	C55—C65	1.387 (7)
S2—C18	1.729 (5)	C55—H55	0.9300
S2—Ag1^i	2.5440 (13)	C65—H65	0.9300
N17—C17	1.311 (5)	C16—C26	1.381 (7)
N18—C18	1.289 (6)	C16—C66	1.388 (6)
C11—C21	1.376 (7)	C26—C36	1.372 (8)
C11—C61	1.383 (7)	C26—H26	0.9300
C21—C31	1.379 (7)	C36—C46	1.373 (8)
C21—H21	0.9300	C36—H36	0.9300
C31—C41	1.366 (9)	C46—C56	1.347 (8)
C31—H31	0.9300	C46—H46	0.9300
C41—C51	1.357 (9)	C56—C66	1.379 (8)
C41—H41	0.9300	C56—H56	0.9300
C51—C61	1.371 (8)	C66—H66	0.9300
C51—H51	0.9300	C17—C27	1.500 (6)
C61—H61	0.9300	C27—C37	1.375 (6)
C12—C22	1.369 (6)	C27—C77	1.381 (7)
C12—C62	1.390 (7)	C37—C47	1.387 (7)
C22—C32	1.394 (8)	C37—H37	0.9300
C22—H22	0.9300	C47—C57	1.364 (9)
C32—C42	1.356 (8)	C47—H47	0.9300
C32—H32	0.9300	C57—C67	1.367 (8)
C42—C52	1.360 (8)	C57—H57	0.9300
C42—H42	0.9300	C67—C77	1.376 (6)
C52—C62	1.365 (8)	C67—H67	0.9300
C52—H52	0.9300	C18—C28	1.479 (7)
C62—H62	0.9300	C28—C38	1.373 (7)
C13—C63	1.383 (6)	C28—C78	1.383 (6)
C13—C23	1.385 (7)	C38—C48	1.373 (8)
C23—C33	1.361 (7)	C38—H38	0.9300
C23—H23	0.9300	C48—C58	1.380 (9)
C33—C43	1.366 (7)	C48—H48	0.9300
C33—H33	0.9300	C58—C68	1.376 (9)
C43—C53	1.373 (8)	C58—H58	0.9300
C43—H43	0.9300	C68—C78	1.374 (8)
C53—C63	1.378 (7)	C68—H68	0.9300
C53—H53	0.9300
P1—Ag1—S2^i	126.76 (5)	C64—C14—P2	116.7 (4)
P1—Ag1—S1	133.92 (5)	C14—C24—C34	119.9 (6)
S2^i—Ag1—S1	99.30 (4)	C14—C24—H24	120.0
P2—Ag2—S2	135.38 (4)	C34—C24—H24	120.0
P2—Ag2—S1	126.12 (4)	C44—C34—C24	120.2 (7)
S2—Ag2—S1	97.49 (4)	C44—C34—H34	119.9
C12—P1—C13	104.3 (2)	C24—C34—H34	119.9
C12—P1—C11	106.6 (3)	C54—C44—C34	119.5 (6)
C13—P1—C11	104.7 (2)	C54—C44—H44	120.2
C12—P1—Ag1	110.94 (15)	C34—C44—H44	120.2
C13—P1—Ag1	117.26 (18)	C44—C54—C64	121.8 (7)
C11—P1—Ag1	112.20 (15)	C44—C54—H54	119.1
C16—P2—C15	106.0 (2)	C64—C54—H54	119.1
C16—P2—C14	103.3 (2)	C54—C64—C14	118.9 (6)
C15—P2—C14	102.1 (2)	C54—C64—H64	120.5
C16—P2—Ag2	118.59 (17)	C14—C64—H64	120.5
C15—P2—Ag2	114.55 (19)	C65—C15—C25	118.3 (5)
C14—P2—Ag2	110.53 (18)	C65—C15—P2	119.3 (4)
O17—S17—O27	117.1 (2)	C25—C15—P2	122.4 (4)
O17—S17—N17	108.7 (2)	C35—C25—C15	121.1 (5)
O27—S17—N17	110.0 (2)	C35—C25—H25	119.4
O17—S17—C77	113.0 (3)	C15—C25—H25	119.4
O27—S17—C77	109.9 (2)	C25—C35—C45	120.0 (6)
N17—S17—C77	96.2 (2)	C25—C35—H35	120.0
O28—S18—O18	117.6 (3)	C45—C35—H35	120.0
O28—S18—N18	110.1 (2)	C55—C45—C35	119.8 (5)
O18—S18—N18	108.8 (3)	C55—C45—H45	120.1
O28—S18—C78	111.2 (3)	C35—C45—H45	120.1
O18—S18—C78	111.3 (3)	C45—C55—C65	119.8 (6)
N18—S18—C78	95.5 (2)	C45—C55—H55	120.1
C17—S1—Ag1	91.55 (16)	C65—C55—H55	120.1
C17—S1—Ag2	108.51 (16)	C15—C65—C55	121.0 (6)
Ag1—S1—Ag2	101.38 (4)	C15—C65—H65	119.5
C18—S2—Ag2	102.77 (19)	C55—C65—H65	119.5
C18—S2—Ag1^i	107.06 (17)	C26—C16—C66	117.8 (5)
Ag2—S2—Ag1^i	97.33 (4)	C26—C16—P2	124.0 (4)
C17—N17—S17	111.2 (3)	C66—C16—P2	118.1 (4)
C18—N18—S18	110.5 (4)	C36—C26—C16	120.7 (6)
C21—C11—C61	118.2 (5)	C36—C26—H26	119.7
C21—C11—P1	123.7 (4)	C16—C26—H26	119.7
C61—C11—P1	118.1 (5)	C26—C36—C46	120.4 (6)
C11—C21—C31	120.8 (6)	C26—C36—H36	119.8
C11—C21—H21	119.6	C46—C36—H36	119.8
C31—C21—H21	119.6	C56—C46—C36	119.8 (6)
C41—C31—C21	120.0 (7)	C56—C46—H46	120.1
C41—C31—H31	120.0	C36—C46—H46	120.1
C21—C31—H31	120.0	C46—C56—C66	120.5 (6)
C51—C41—C31	119.7 (6)	C46—C56—H56	119.8
C51—C41—H41	120.1	C66—C56—H56	119.8
C31—C41—H41	120.1	C56—C66—C16	120.7 (6)
C41—C51—C61	120.8 (7)	C56—C66—H66	119.6
C41—C51—H51	119.6	C16—C66—H66	119.6
C61—C51—H51	119.6	N17—C17—C27	114.4 (4)
C51—C61—C11	120.4 (6)	N17—C17—S1	122.6 (3)
C51—C61—H61	119.8	C27—C17—S1	123.0 (4)
C11—C61—H61	119.8	C37—C27—C77	120.9 (5)
C22—C12—C62	118.2 (5)	C37—C27—C17	128.3 (5)
C22—C12—P1	124.4 (4)	C77—C27—C17	110.7 (4)
C62—C12—P1	117.4 (4)	C27—C37—C47	116.6 (6)
C12—C22—C32	120.1 (6)	C27—C37—H37	121.7
C12—C22—H22	120.0	C47—C37—H37	121.7
C32—C22—H22	120.0	C57—C47—C37	122.5 (6)
C42—C32—C22	120.4 (6)	C57—C47—H47	118.8
C42—C32—H32	119.8	C37—C47—H47	118.8
C22—C32—H32	119.8	C47—C57—C67	120.8 (6)
C32—C42—C52	120.0 (6)	C47—C57—H57	119.6
C32—C42—H42	120.0	C67—C57—H57	119.6
C52—C42—H42	120.0	C57—C67—C77	117.7 (6)
C42—C52—C62	120.2 (6)	C57—C67—H67	121.2
C42—C52—H52	119.9	C77—C67—H67	121.2
C62—C52—H52	119.9	C67—C77—C27	121.5 (5)
C52—C62—C12	121.1 (6)	C67—C77—S17	131.0 (5)
C52—C62—H62	119.4	C27—C77—S17	107.4 (4)
C12—C62—H62	119.4	N18—C18—C28	116.1 (5)
C63—C13—C23	117.9 (5)	N18—C18—S2	122.9 (5)
C63—C13—P1	123.5 (4)	C28—C18—S2	120.9 (4)
C23—C13—P1	118.5 (4)	C38—C28—C78	119.5 (5)
C33—C23—C13	121.4 (5)	C38—C28—C18	130.6 (5)
C33—C23—H23	119.3	C78—C28—C18	109.9 (5)
C13—C23—H23	119.3	C28—C38—C48	119.1 (6)
C23—C33—C43	120.3 (6)	C28—C38—H38	120.5
C23—C33—H33	119.9	C48—C38—H38	120.5
C43—C33—H33	119.9	C38—C48—C58	121.1 (7)
C33—C43—C53	119.6 (5)	C38—C48—H48	119.5
C33—C43—H43	120.2	C58—C48—H48	119.5
C53—C43—H43	120.2	C68—C58—C48	120.4 (7)
C43—C53—C63	120.3 (5)	C68—C58—H58	119.8
C43—C53—H53	119.9	C48—C58—H58	119.8
C63—C53—H53	119.9	C78—C68—C58	118.0 (6)
C53—C63—C13	120.5 (6)	C78—C68—H68	121.0
C53—C63—H63	119.8	C58—C68—H68	121.0
C13—C63—H63	119.8	C68—C78—C28	121.9 (6)
C24—C14—C64	119.6 (5)	C68—C78—S18	130.2 (5)
C24—C14—P2	123.7 (4)	C28—C78—S18	107.9 (4)
S2^i—Ag1—P1—C12	−74.87 (19)	C24—C14—C64—C54	2.8 (8)
S1—Ag1—P1—C12	107.05 (19)	P2—C14—C64—C54	−177.3 (4)
S2^i—Ag1—P1—C13	44.8 (2)	C16—P2—C15—C65	119.0 (4)
S1—Ag1—P1—C13	−133.31 (18)	C14—P2—C15—C65	−133.2 (4)
S2^i—Ag1—P1—C11	166.1 (2)	Ag2—P2—C15—C65	−13.7 (4)
S1—Ag1—P1—C11	−12.0 (2)	C16—P2—C15—C25	−61.4 (4)
S2—Ag2—P2—C16	−124.86 (17)	C14—P2—C15—C25	46.4 (5)
S1—Ag2—P2—C16	69.37 (18)	Ag2—P2—C15—C25	165.9 (3)
S2—Ag2—P2—C15	1.56 (17)	C65—C15—C25—C35	0.1 (7)
S1—Ag2—P2—C15	−164.21 (15)	P2—C15—C25—C35	−179.5 (4)
S2—Ag2—P2—C14	116.23 (18)	C15—C25—C35—C45	0.2 (8)
S1—Ag2—P2—C14	−49.54 (18)	C25—C35—C45—C55	−0.3 (9)
P1—Ag1—S1—C17	−95.75 (16)	C35—C45—C55—C65	0.0 (9)
S2^i—Ag1—S1—C17	85.82 (16)	C25—C15—C65—C55	−0.3 (8)
P1—Ag1—S1—Ag2	13.48 (9)	P2—C15—C65—C55	179.2 (4)
S2^i—Ag1—S1—Ag2	−164.95 (5)	C45—C55—C65—C15	0.3 (9)
P2—Ag2—S1—C17	−5.32 (17)	C15—P2—C16—C26	2.3 (5)
S2—Ag2—S1—C17	−175.29 (16)	C14—P2—C16—C26	−104.7 (5)
P2—Ag2—S1—Ag1	−100.86 (6)	Ag2—P2—C16—C26	132.7 (4)
S2—Ag2—S1—Ag1	89.17 (5)	C15—P2—C16—C66	179.1 (4)
P2—Ag2—S2—C18	−57.11 (18)	C14—P2—C16—C66	72.1 (4)
S1—Ag2—S2—C18	111.34 (17)	Ag2—P2—C16—C66	−50.5 (4)
P2—Ag2—S2—Ag1^i	−166.52 (5)	C66—C16—C26—C36	−1.7 (8)
S1—Ag2—S2—Ag1^i	1.93 (4)	P2—C16—C26—C36	175.1 (5)
O17—S17—N17—C17	−119.1 (4)	C16—C26—C36—C46	0.5 (10)
O27—S17—N17—C17	111.6 (3)	C26—C36—C46—C56	0.9 (10)
C77—S17—N17—C17	−2.2 (4)	C36—C46—C56—C66	−0.8 (10)
O28—S18—N18—C18	115.5 (4)	C46—C56—C66—C16	−0.5 (9)
O18—S18—N18—C18	−114.2 (4)	C26—C16—C66—C56	1.7 (8)
C78—S18—N18—C18	0.5 (4)	P2—C16—C66—C56	−175.2 (4)
C12—P1—C11—C21	2.1 (5)	S17—N17—C17—C27	0.8 (5)
C13—P1—C11—C21	−108.0 (4)	S17—N17—C17—S1	−179.8 (2)
Ag1—P1—C11—C21	123.7 (4)	Ag1—S1—C17—N17	3.9 (4)
C12—P1—C11—C61	−175.2 (4)	Ag2—S1—C17—N17	−98.6 (4)
C13—P1—C11—C61	74.6 (4)	Ag1—S1—C17—C27	−176.8 (4)
Ag1—P1—C11—C61	−53.7 (4)	Ag2—S1—C17—C27	80.7 (4)
C61—C11—C21—C31	−0.7 (8)	N17—C17—C27—C37	−175.1 (5)
P1—C11—C21—C31	−178.1 (4)	S1—C17—C27—C37	5.5 (7)
C11—C21—C31—C41	−0.2 (8)	N17—C17—C27—C77	1.4 (6)
C21—C31—C41—C51	0.0 (9)	S1—C17—C27—C77	−177.9 (4)
C31—C41—C51—C61	1.1 (10)	C77—C27—C37—C47	1.9 (8)
C41—C51—C61—C11	−2.0 (10)	C17—C27—C37—C47	178.1 (5)
C21—C11—C61—C51	1.8 (8)	C27—C37—C47—C57	0.0 (10)
P1—C11—C61—C51	179.3 (4)	C37—C47—C57—C67	−0.9 (11)
C13—P1—C12—C22	9.8 (5)	C47—C57—C67—C77	−0.1 (10)
C11—P1—C12—C22	−100.6 (5)	C57—C67—C77—C27	2.1 (8)
Ag1—P1—C12—C22	137.0 (4)	C57—C67—C77—S17	−174.2 (5)
C13—P1—C12—C62	−168.3 (4)	C37—C27—C77—C67	−3.0 (8)
C11—P1—C12—C62	81.3 (4)	C17—C27—C77—C67	−179.9 (5)
Ag1—P1—C12—C62	−41.1 (4)	C37—C27—C77—S17	174.0 (4)
C62—C12—C22—C32	0.3 (9)	C17—C27—C77—S17	−2.8 (5)
P1—C12—C22—C32	−177.7 (5)	O17—S17—C77—C67	−67.0 (6)
C12—C22—C32—C42	−0.8 (10)	O27—S17—C77—C67	65.8 (6)
C22—C32—C42—C52	0.7 (11)	N17—S17—C77—C67	179.6 (5)
C32—C42—C52—C62	−0.1 (10)	O17—S17—C77—C27	116.3 (4)
C42—C52—C62—C12	−0.4 (9)	O27—S17—C77—C27	−110.9 (4)
C22—C12—C62—C52	0.3 (9)	N17—S17—C77—C27	2.9 (4)
P1—C12—C62—C52	178.5 (5)	S18—N18—C18—C28	−1.1 (5)
C12—P1—C13—C63	−95.0 (5)	S18—N18—C18—S2	176.4 (2)
C11—P1—C13—C63	16.7 (5)	Ag2—S2—C18—N18	11.9 (4)
Ag1—P1—C13—C63	141.9 (4)	Ag1^i—S2—C18—N18	113.8 (4)
C12—P1—C13—C23	81.6 (5)	Ag2—S2—C18—C28	−170.6 (3)
C11—P1—C13—C23	−166.6 (4)	Ag1^i—S2—C18—C28	−68.7 (4)
Ag1—P1—C13—C23	−41.5 (5)	N18—C18—C28—C38	−177.5 (5)
C63—C13—C23—C33	0.7 (9)	S2—C18—C28—C38	4.9 (7)
P1—C13—C23—C33	−176.2 (5)	N18—C18—C28—C78	1.3 (6)
C13—C23—C33—C43	−1.2 (9)	S2—C18—C28—C78	−176.3 (3)
C23—C33—C43—C53	0.4 (9)	C78—C28—C38—C48	0.3 (8)
C33—C43—C53—C63	0.8 (10)	C18—C28—C38—C48	179.0 (5)
C43—C53—C63—C13	−1.3 (9)	C28—C38—C48—C58	0.4 (10)
C23—C13—C63—C53	0.6 (8)	C38—C48—C58—C68	−1.5 (11)
P1—C13—C63—C53	177.3 (4)	C48—C58—C68—C78	1.8 (11)
C16—P2—C14—C24	9.6 (5)	C58—C68—C78—C28	−1.2 (9)
C15—P2—C14—C24	−100.3 (5)	C58—C68—C78—S18	−178.7 (5)
Ag2—P2—C14—C24	137.4 (4)	C38—C28—C78—C68	0.1 (8)
C16—P2—C14—C64	−170.3 (4)	C18—C28—C78—C68	−178.8 (5)
C15—P2—C14—C64	79.8 (4)	C38—C28—C78—S18	178.2 (4)
Ag2—P2—C14—C64	−42.5 (4)	C18—C28—C78—S18	−0.8 (5)
C64—C14—C24—C34	−0.8 (8)	O28—S18—C78—C68	63.9 (6)
P2—C14—C24—C34	179.3 (4)	O18—S18—C78—C68	−69.3 (6)
C14—C24—C34—C44	−1.1 (9)	N18—S18—C78—C68	178.0 (5)
C24—C34—C44—C54	1.1 (10)	O28—S18—C78—C28	−113.9 (4)
C34—C44—C54—C64	0.9 (10)	O18—S18—C78—C28	112.8 (4)
C44—C54—C64—C14	−2.8 (9)	N18—S18—C78—C28	0.2 (4)

Symmetry code: (i) −x, −y, −z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C46—H46···O27^ii	0.93	2.44	3.350 (10)	165
C52—H52···O17^ii	0.93	2.56	3.196 (10)	126
C23—H23···Cg1^i	0.93	2.99	3.865 (6)	158
C37—H37···Cg2^i	0.93	2.93	3.734 (9)	146

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