Bis(tetra-n-butyl­ammonium) and bis­(tetra­phenyl­phospho­nium) salts of tris­(2-oxo-1,3-di­thiole-4,5-di­thiol­ato)stannate(IV), both at 120 K

The title compounds, (C₁₆H₃₆N)₂[Sn(C₃OS₄)₃], (I), and (C₂₄H₂₀P)₂[Sn(C₃OS₄)₃], (II), are examples of complex salts of the general form [Q]₂[Sn(dmio)₃], where Q is ⁿBu₄N⁺ or Ph₄P⁺ and dmio is the 2-oxo-1,3-dithiole-4,5-dithiol­ate dianion. Features of both structures are the slightly distorted octahedral coordination of tin in the propeller-shaped dianions and the absence of any significant inter-anion contacts. The structure of (I) is particularly notable because all of the dianions in the sample crystal have the same propeller configuration, which is very unusual in this type of structure.

Comment

Compounds of the general form [Q]₂[Sn(dmit)₃], where Q is an onium counter-cation and dmit represents the 2-thioxo-1,3-dithole-4,5-dithiol­ate dianion, have already received considerable attention (de Assis et al., 1999; Comerlato et al., 2004). The compounds discussed here, namely (I) with Q = ⁿBu₄N⁺ and (II) with Q = Ph₄P⁺, are entirely analogous, but with dmit replaced by the equivalent 2-oxo dianion, here designated dmio, although the acronym dmid, referring to the same 2-oxo species, occurs elsewhere in the literature. The dmio complexes (I) and (II) were obtained in order to investigate further the influence of cation variation on the overall shapes of [Sn(dmio)₃]²⁻ dianions and to compare such influences with those found in the analogous [Sn(dmit)₃]²⁻ complexes described by de Assis et al. (1999). The counter-cations are not, in themselves, remarkable and thus their bond lengths and angles are not discussed in detail. The anions of (I) and (II) are shown in Figs. 1 and 2, respectively.

Details of the coordination of the Sn atoms in both compounds in terms of bond lengths and angles are given in Table 1. The Sn atoms are in octahedral environments, somewhat distorted by the chelate bite angles and by slightly asymmetric chelation by the ligands. This situation is consistent with what has been found in previously studied [Sn(dmit)₃] and [Sn(dmio)₃] compounds. Geometric data for the ligands are given in Table 2; in this table and in the discussion below, the individual ligands in both structures are designated L1 for that comprising atoms S1–S4, C1–C3 and O1, L2 for that comprising atoms S5–S8, C4–C6 and O2, and L3 for that comprising atoms S9–S12, C7–C9 and O3.

The bond-length and angle data show little variation from one ligand to another, both within and between the compounds. However, in the distances and angles referenced to the ligand planes, clear distinctions between the compounds and the ligands within them are evident. It is convenient, in this context, to define the plane of each ligand in terms of the C=C bond and the four S atoms directly associated with it, e.g. for L1, atoms C1, C2 and S1–S4. Of some significance are the displacements from such a plane of the oxo O atoms and the C atoms to which they are connected. These are indicative of slight variations in the ligand shape and, specifically, small departures from planarity of the five-membered ring of which the oxo O atom is a substituent. It is the displacement of the Sn atom from such ligand planes which relates to the overall shape of the dianion. These displacements correlate closely with the dihedral angles, ligand by ligand, between the ligand plane as defined above and the plane defined by the Sn atom and the two chelating S atoms of the same ligand, e.g. Sn1 and, for L1, atoms S1 and S2. Both of these are a measure of the tilt of the ligand about the vector joining the chelating S atoms. The values in Table 2 are compatible with the overall ligand shape (Figs. 1 and 2) and are crudely measured by the O⋯Sn⋯O angles (Table 2). These angles demonstrate the T shape of the dianion in (II), as distinct from the comparatively regular three-pointed star shape of the dianion in (I). Despite the difference in overall shape, both dianions have a propeller-like configuration in terms of the tilt of the ligands relative to the plane defined by the three oxo O atoms [the Sn-atom displacements are −0.900 (3) and −0.2241 (12) Å in (I) and (II), respectively]. The tilt is seen in the orientation of the C=C bonds in Figs. 1 and 2.

The structure of (I) is unusual in that all of the dianions have the same configuration in terms of the pitch of the propellers, because there is no crystallographic symmetry plane or centre of symmetry to bring about inversion. This is in contrast with (II), and with all literature examples of [Sn(dmit)₃]²⁻ dianions and the single [Q]₂[Sn(dmio)₃] compound (Q = Et₄N⁺) for which structural data are available (de Assis et al., 1999). The resolution of the enantiomeric dianions in (I) occurred spontaneously during crystal growth, rendering the bulk sample as a racemic conglomerate.

In both structures, the completeness of the coordination of the Sn atoms (coordinative saturation) precludes the existence of Sn⋯X inter-anion (X = S or O) interactions. The distribution of dianions and counter-cations, as shown in Figs. 3 and 4 for (I) and in Fig. 5 for (II), is such that the separation between the dianions is too great to permit S⋯S or S⋯O inter-anion interactions, such as those which have been found when less bulky Q moieties are present.

In compound (I), the two counter-cations, namely cation A, comprising atom N1 and the butyl groups C10–C25, and cation B, comprising atoms N2 and C26–C41, contribute in very different ways to the dispersal of the dianions. The dianions and cation B in (I) can be considered as being in pseudo-C-centred layers parallel to (001) (Fig. 3), in which can be found all but the last two hydrogen bonds listed in Table 3. One other hydrogen bond, involving cation B [C37—H37A⋯O3^iv; symmetry code: (iv) ], interconnects the layers in the c direction. Cation A, flatter than cation B and seen edge-on in Fig. 4, lies between the layers, providing the C10—H10B⋯S6^v hydrogen bond and the first three C—H⋯π contacts in Table 4 [symmetry code: (v) 1-x, ]. The remaining contact in this table is provided by cation A.

For compound (II), all of the inter-ion interactions given in Tables 5 and 6, with the exception of hydrogen bonds C26—H26⋯O3ⁱⁱⁱ and C36—H36⋯S10^iv [symmetry codes: (iii) x − 1, y, z; (iv) x, y, z − 1], are represented in the chain of interconnected ions shown in Fig. 5. Also present within the chain is the π–π interaction between the five-membered ring of L1, defined by atoms C1–C3/S3/S4, and the C40–C45 phenyl group at symmetry position (2 − x, 2 − y, 1 − z), for which the distance between the ring centroids, the average perpendicular distance of the centroid of one ring from the least-squares plane of the other, and the lateral displacement or slippage of the rings are 3.824, 3.560 and 1.396 Å, respectively. The hydrogen bonds missing from Fig. 5 connect the chains, themselves propagated in the a direction, in the c direction, to form layers parallel to (010) in which adjacent chains are related by the operation of crystallographic centres of symmetry. The interaction between the layers involves only van der Waals contacts between ligands L2 and L3 of the dianion on the surface of one layer and between the phenyl groups of the counter-cations on the surface of the other.

The arrangement in (II) is surprisingly different from that found by Comerlato et al. (2004) in the formally analogous, but solvated, compound [Ph₄As]₂[Sn(dmit)₃]·Me₂CO, (III). The structure of (II) contains voids of 69.6 ų, but there is no evidence of even partial occupancy of these by solvent. Both structures contain chains in which T-shaped dianions are linked by cations through a variety of inter-ionic contacts. In both cases, the ligand forming the stem of the T, L1 in the case of (II), lies between two cations, making a π–π contact with one and a C—H⋯π contact with the other (Fig. 5). In both structures, the ligands forming the top of the T, L2 and L3 in the case of (II), are involved in rather fewer inter-ionic contacts than L1 and its equivalent in (III). It is in the constitution and arrangement of the chains that significant differences between the structures of (II) and (III) are observed. Along the chain length in (II), two cations, one of each type present in the asymmetric unit, lie between adjacent dianions, which are then separated enough to allow the top of the T to be aligned with the direction of propagation of the chain. In the chains of (III), only one cation, always of the same type, separates the dianions, and the top of the T is now roughly at right angles to the chain. In (II), as noted earlier, the chains are located side by side, forming layers. In the structure of (III), they are located in centrosymmetrically related pairs creating a tube-like arrangement, with the cation associated with chain formation at the centre of the tube and the tops of the T-shaped dianions at the tube surface. The remaining cations in (III) are found in separate columns.

Figure 1 The dianion of (I). Displacement ellipsoids are drawn at the 50% probability level.

Figure 2 The dianion of (II). Displacement ellipsoids are drawn at the 50% probability level.

Figure 3 A layer of ions in (I). Displacement ellipsoids are drawn at the 20% probability level. H atoms which participate in the formation of hydrogen bonds (dashed lines) are shown as small circles of arbitrary radii. For the purposes of this figure, the origin of the unit cell has been shifted to (, 0, 0). [Symmetry codes: (i) 1 + x, y, z; (ii)  + x,  − y, 2 − z; (iii)  + x,  − y, 2 − z.]

Figure 4 The unit cell of (I). Displacement ellipsoids are drawn at the 20% probability level. H atoms participating in the formation of hydrogen bonds and C—H⋯π contacts (dashed lines) are depicted as for Fig. 3. The labels N1 and N2 designate counter-cations rather than specific atoms. [Symmetry codes: (vi) 1 − x, y − ,  − z; (vii)  − x, 1 − y, z − ; (viii)  + x,  − y, 1 − z; (ix)  − x, 1 − y, z − ; (x) x − ,  − y, 1 − z; (xi) x − ,  − y, 1 − z.]

Figure 5 Inter-ion contacts in (II), propagating a chain in the a direction (left to right across the page). Displacement ellipsoids are drawn at the 50% probability level. H atoms participating in the formation of hydrogen bonds and C—H⋯π contacts (dashed lines) are shown as small circles of arbitrary radii. Dashed lines also indicate π–π contacts. [Symmetry codes: (i) 1 − x, 2 − y, 1 − z; (ii) 2 − x, 2 − y, 1 − z; (iii) x − 1, y, z.]

Experimental

The syntheses of (I) and (II), [Q]₂[Sn(dmio)₃], were based on the procedure described by Akasaka et al. (2002). 4,5-Bis(benzoyl­thio)-1,3-dithiol-2-one (0.819 mg, 2.1 mmol) and [Q]Br (4.2 mmol) were successively added to a solution of NaOMe, obtained from Na (0.100 g) and MeOH (10 ml), with agitation and under an argon atmosphere. The resulting orange solid was collected under argon and washed with dry ether (100 ml). The dried solid, [Q]₂[dmio], was added to MeOH (10 ml), followed by SnCl₄·5H₂O (0.245 mg, 0.7 mmol). The reaction mixture was stirred for 24 h at room temperature and the precipitate collected, washed successively with H₂O and Et₂O, and dried in vacuo. The compounds were crystallized from acetone–methanol (1:1 v/v). For [Bu₄N]₂[Sn(dmio)₃], (I): yield 0.44 g (56%), m.p. 430–431 K; elemental analysis for C₄₁H₇₂N₂O₃S₁₂Sn calculated (found): C 42.8 (43.0), H 6.2 (6.3), N 2.2% (2.4%); IR (CsI, cm⁻¹): 2962, 1671, 1618, 1461, 896, 463. For [Ph₄P]₂[Sn(dmio)₃], (II): yield 0.57 g (61%), m.p. 424–425 K; IR (CsI, cm⁻¹): 3055, 1660, 1609, 1432, 1108, 997, 894, 724, 527, 465.

Compound (I)

Crystal data

• (C₁₆H₃₆N)₂[Sn(C₃OS₄)₃]

• M_r = 1144.42

• Orthorhombic, P 2₁ /n

• a = 10.7732 (4) Å

• b = 18.3479 (7) Å

• c = 27.5862 (9) Å

• V = 5452.8 (3) ų

• Z = 4

• D_x = 1.394 Mg m⁻³

• Mo Kα radiation

• Cell parameters from 26 026 reflections

• θ = 2.9–27.5°

• μ = 0.96 mm⁻¹

• T = 120 (2) K

• Plate, dark red

• 0.55 × 0.26 × 0.08 mm

Data collection

• Nonius KappaCCD area-detector diffractometer

• φ and ω scans

• Absorption correction: multi-scan(SORTAV; Blessing, 1995, 1997)T_min = 0.619, T_max = 0.923

• 43 550 measured reflections

• 12 433 independent reflections

• 9169 reflections with I > 2σ(I)

• R_int = 0.081

• θ_max = 27.5°

• h = −13 → 13

• k = −23 → 23

• l = −34 → 35

Refinement

• Refinement on F²

• R[F² > 2σ(F²)] = 0.050

• wR(F²) = 0.110

• S = 1.02

• 12 433 reflections

• 532 parameters

• H-atom parameters constrained

• w = 1/[σ²(F_o²) + (0.0476P)² + 1.7266P] where P = (F_o² + 2F_c²)/3

• (Δ/σ)_max = 0.002

• Δρ_max = 0.94 e Å⁻³

• Δρ_min = −0.62 e Å⁻³

• Absolute structure: Flack (1983), with 5583 Friedel pairs

• Flack parameter: −0.007 (19)

Table 1
Bond lengths and angles (Å, °) involving the Sn atom in (I) and (II)

	(I)	(II)
Sn1—S1	2.5386 (12)	2.5354 (6)
Sn1—S2	2.5284 (13)	2.5435 (5)
Sn1—S5	2.5282 (14)	2.5649 (6)
Sn1—S6	2.5394 (12)	2.5536 (6)
Sn1—S9	2.5457 (12)	2.5549 (6)
Sn1—S10	2.5626 (14)	2.5639 (6)
S1—Sn1—S2	85.24 (4)	85.117 (18)
S5—Sn1—S6	85.96 (4)	82.271 (18)
S9—Sn1—S10	85.45 (4)	82.013 (19)
S1—Sn1—S6	174.24 (4)	170.76 (2)
S2—Sn1—S9	171.52 (4)	171.61 (2)
S5—Sn1—S10	169.37 (5)	160.47 (2)
S1—Sn1—S5	92.46 (4)	99.667 (19)
S2—Sn1—S5	94.97 (5)	94.268 (18)
S2—Sn1—S6	89.37 (4)	85.728 (19)
S1—Sn1—S9	87.64 (4)	86.53 (2)
S5—Sn1—S9	89.93 (5)	87.899 (19)
S6—Sn1—S9	97.88 (4)	102.61 (2)
S1—Sn1—S10	96.90 (4)	96.384 (19)
S2—Sn1—S10	90.83 (4)	98.136 (19)
S6—Sn1—S10	85.20 (4)	83.666 (18)

Table 2
Bond lengths and angles (Å, °) and other geometric parameters associated with the dmio ligands in (I) and (II)

	†Compound (I)			Compound (II)
	Ligand 1	Ligand 2	Ligand 3	Ligand 1	Ligand 2	Ligand 3
S1—C1	1.746 (5)	1.732 (6)	1.713 (7)	1.750 (2)	1.747 (2)	1.749 (2)
S2—C2	1.738 (5)	1.731 (6)	1.783 (6)	1.745 (2)	1.746 (2)	1.740 (2)
S3—C1	1.747 (5)	1.763 (6)	1.751 (6)	1.753 (2)	1.754 (2)	1.760 (2)
S3—C3	1.766 (6)	1.758 (7)	1.734 (9)	1.773 (3)	1.772 (2)	1.766 (3)
S4—C2	1.764 (5)	1.749 (5)	1.752 (6)	1.757 (2)	1.756 (2)	1.751 (2)
S4—C3	1.770 (6)	1.750 (7)	1.787 (8)	1.766 (3)	1.769 (2)	1.760 (2)
C1—C2	1.350 (7)	1.356 (7)	1.354 (8)	1.346 (3)	1.352 (3)	1.352 (3)
C3—O1	1.214 (6)	1.225 (7)	1.238 (8)	1.214 (3)	1.218 (3)	1.229 (3)
C1—S1—Sn1	98.84 (16)	98.47 (19)	97.9 (2)	99.78 (7)	93.81 (7)	94.68 (7)
C2—S2—Sn1	98.91 (16)	99.05 (18)	95.5 (2)	99.49 (7)	93.80 (7)	94.88 (8)
C1—S3—C3	97.5 (2)	97.1 (3)	96.7 (4)	97.18 (12)	97.13 (11)	97.37 (11)
C2—S4—C3	97.0 (2)	97.3 (3)	95.4 (4)	97.03 (12)	97.10 (10)	97.06 (11)
C2—C1—S1	126.1 (4)	128.0 (4)	127.0 (4)	126.65 (17)	125.45 (17)	125.46 (17)
C2—C1—S3	117.0 (4)	116.0 (4)	116.8 (5)	116.66 (17)	116.83 (16)	115.80 (16)
S1—C1—S3	116.9 (3)	116.0 (3)	116.2 (4)	116.67 (12)	117.63 (13)	118.58 (13)
C1—C2—S2	127.3 (4)	126.5 (4)	127.3 (5)	126.71 (17)	125.00 (17)	124.74 (17)
C1—C2—S4	116.5 (4)	116.9 (4)	117.3 (5)	117.09 (17)	116.80 (16)	117.45 (16)
S2—C2—S4	116.1 (3)	116.4 (3)	115.4 (4)	116.20 (13)	118.11 (12)	117.63 (13)
O1—C3—S3	124.3 (5)	123.5 (6)	124.3 (7)	123.6 (2)	124.14 (18)	123.45 (19)
O1—C3—S4	123.8 (5)	123.8 (6)	122.0 (7)	124.4 (2)	123.84 (18)	124.4 (2)
S3—C3—S4	111.9 (3)	112.7 (4)	113.7 (4)	111.94 (14)	112.02 (12)	112.16 (13)
Sn1oop‡	0.6438 (19)	−0.505 (2)	0.861 (2)	0.4930 (9)	1.3871 (8)	1.3721 (8)
C3oop	0.035 (6)	−0.046 (8)	0.070 (7)	0.064 (3)	−0.012 (2)	−0.015 (3)
O1oop	0.042 (5)	−0.094 (7)	0.130 (6)	0.115 (2)	−0.047 (2)	−0.082 (2)
IP§	19.89 (6)	15.36 (6)	27.01 (7)	15.15 (3)	45.38 (2)	44.34 (3)
O1⋯Sn1⋯O2	117.68 (6)			97.58 (2)
O1⋯Sn1⋯O3	112.41 (6)			84.83 (2)
O2⋯Sn1⋯O3	124.86 (7)			175.42 (2)

†Atom designations apply to all three ligands if, for a ligand n, where n = 1 to 3, Sx becomes S[x + 4(n−1)], Cx becomes C[x + 3(n−1)] and Ox becomes On.
‡oop denotes displacements of the atoms so designated from the ligand planes as defined in the text.
§IP is the dihedral angle, ligand by ligand, between the ligand plane and the plane defined by the Sn atom and the chelating S atoms.

Table 3
Hydrogen-bond geometry for (I) (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C26—H26A⋯S6	0.99	2.72	3.606 (6)	149
C26—H26B⋯S2	0.99	2.77	3.621 (6)	144
C29—H29B⋯S11^i	0.98	2.81	3.711 (8)	153
C30—H30B⋯O2^ii	0.99	2.53	3.280 (8)	133
C34—H34B⋯O2^ii	0.99	2.56	3.459 (8)	152
C35—H35A⋯S2	0.99	2.85	3.819 (6)	165
C38—H38B⋯O1^iii	0.99	2.44	3.418 (7)	168
C37—H37A⋯O3^iv	0.98	2.51	3.466 (9)	165
C10—H10B⋯S6^v	0.99	2.80	3.772 (5)	166
Symmetry codes: (i) x+1, y, z; (ii) ; (iii) ; (iv) ; (v) .

Table 4
Geometry of C—H⋯π contacts in (I) (Å, °)

C—H⋯Cg†	C—H	H⋯Cg	Hperp‡	γ§	C—H⋯Cg	C⋯Cg
C12—H12A⋯Cg2^v	0.99	2.87	2.78	15	145	3.729
C18—H18B⋯Cg3^v	0.99	3.09	2.88	21	158	4.029
C22—H22B⋯Cg1	0.99	3.16	2.75	29	154	4.073
C40—H40B⋯Cg1^i	0.99	3.27	3.05	21	144	4.114
Symmetry codes: (i) 1+x, y, z; (v) .

†Cgn is the centroid of the C₃S₂ ring of ligand n.
‡H_perp is the perpendicular distance of the H atom from the mean plane of the ring.
§γ is the angle at H between H⋯Cg and H_perp.

Compound (II)

Crystal data

• (C₂₄H₂₀P)₂[Sn(C₃OS₄)₃]

• M_r = 1338.24

• Monoclinic, P 2₁ /n

• a = 14.2844 (2) Å

• b = 26.4828 (4) Å

• c = 15.4538 (2) Å

• β = 90.4168 (6)°

• V = 5845.88 (14) ų

• Z = 4

• D_x = 1.521 Mg m⁻³

• Mo Kα radiation

• Cell parameters from 13 144 reflections

• θ = 2.9–27.5°

• μ = 0.96 mm⁻¹

• T = 120 (2) K

• Block, dark red

• 0.20 × 0.18 × 0.16 mm

Data collection

• Bruker-Nonius 95mm CCD camera on κ-goniostat diffractometer

• φ and ω scans

• Absorption correction: multi-scan(SADABS; Sheldrick, 2003)T_min = 0.673, T_max = 0.857

• 64 111 measured reflections

• 13 360 independent reflections

• 10 973 reflections with I > 2σ(I)

• R_int = 0.040

• θ_max = 27.5°

• h = −18 → 18

• k = −34 → 33

• l = −20 → 19

Refinement

• Refinement on F²

• R[F² > 2σ(F²)] = 0.031

• wR(F²) = 0.078

• S = 1.09

• 13 360 reflections

• 676 parameters

• H-atom parameters constrained

• w = 1/[σ²(F_o²) + (0.0365P)² + 1.8314P] where P = (F_o² + 2F_c²)/3

• (Δ/σ)_max = 0.002

• Δρ_max = 0.50 e Å⁻³

• Δρ_min = −0.72 e Å⁻³

Table 5
Hydrogen-bond geometry for (II) (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C38—H38⋯S2^i	0.95	2.85	3.573 (2)	133
C47—H47⋯O2^i	0.95	2.41	3.323 (3)	162
C44—H44⋯S10^ii	0.95	2.81	3.751 (3)	172
C53—H53⋯O1^ii	0.95	2.46	3.211 (3)	135
C26—H26⋯O3^iii	0.95	2.46	3.188 (3)	133
C36—H36⋯S2^iv	0.95	2.71	3.576 (2)	151
Symmetry codes: (i) 1-x, 2-y, 1-z; (ii) 2-x, 2-y, 1-z; (iii) x-1, y, z; (iv) x, y, z-1.

Table 6
Geometry of C—H⋯π contacts in (II) (Å, °)

C—H⋯Cg†	C—H	H⋯Cg	Hperp‡	γ§	C—H⋯Cg	C⋯Cg
C12—H12⋯Cg5	0.95	3.23	2.96	24	123	3.838
C15—H15⋯Cg1^i	0.95	2.79	2.75	9	160	3.693
C18—H18⋯Cg3	0.95	3.21	3.05	18	124	3.821
C39—H39⋯Cg2	0.95	3.06	2.92	17	131	3.758
Symmetry code: (i) 1-x, 2-y, 1-z.

†Cgn, where n = 1, 2, 3 and 5, are the centroids of the rings C1–C3/S3/S4, C10–C15, C34–C39 and C46–C51, respectively.
‡H_perp is the perpendicular distance of the H atom from the mean plane of the ring.
§γ is the angle at H between H⋯Cg and H_perp.

In the final stages of both refinements, H atoms were introduced in calculated positions, with C—H distances of 0.95, 0.98 and 0.99 Å for phenyl, methyl and methyl­ene H atoms, respectively, and refined with a riding model, with U_iso(H) = 1.5U_eq(C) for methyl H atoms and U_iso(H) = 1.2U_eq(C) for all other H atoms.

Data collection: DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998) for (I); COLLECT for (II). For both compounds, cell refinement: DENZO and COLLECT; data reduction: DENZO and COLLECT; structure solution: SHELXS97 (Sheldrick, 1997); structure refinement: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); publication software: SHELXL97 and PLATON (Spek, 2003).

Supporting information

S1. Comment

Compounds of the general form [Q]₂[Sn(dmit)₃], where Q is an onium countercation and dmit represents the 2-thioxo-1,3-dithole-4,5-dithiolate dianion, have already received considerable attention (de Assis et al., 1999; Comerlato et al., 2004). The compounds discussed here, namely (I) with Q = ⁿBu₄N⁺ and (II) with Q = Ph₄P⁺, are entirely analogous, but with dmit replaced by the equivalent 2-oxo dianion, here designated dmio, although the acronym dmid, referring to the same 2-oxo species, occurs elsewhere in the literature. The dmio complexes (I) and (II) were obtained in order to investigate further the influence of cation variation on the overall shapes of [Sn(dmio)₃] dianions and to compare such influences with those found in the analogous [Sn(dmit)₃] complexes described by de Assis et al. (1999). The countercations are not, in themselves, remarkable, and their bond lengths and angles are not discussed in detail. The anions of (I) and (II) are shown in Figs. 1 and 2, respectively.

Details of the coordination of the Sn atoms in both compounds in terms of bond lengths and angles are given in Table 1. The Sn atoms are in octahedral environments, somewhat distorted by the chelate bite angles and by slightly asymmetric chelation by the ligands. This situation is consistent with what has been found in previously studied [Sn(dmit)₃] and [Sn(dmio)₃] compounds. Geometric data for the ligands are in Table 2. In this Table and in the discussion below, the individual ligands in both structures are designated L1, comprising atoms S1–S4, C1–C3 and O1, L2, comprising atoms S5–S8, C4–C6 and O2, and L3, comprising atoms S9–S12, C7–C9 and O3.

The bond-length and angle data show little variation from one ligand to another, both within and between the compounds. However, in the distances and angles referenced to the ligand planes, clear distinctions between the compounds and the ligands within them are evident. It is convenient, in this context, to define the plane of each ligand in terms of the C═C bond and the four S atoms directly associated with it, e.g. for L1, atoms C1, C2 and S1–S4. Of some significance are the displacements from such a plane of the oxo O atoms and the C atoms to which they are connected. These are indicative of slight variations in the ligand shape and, specifically, small departures from planarity of the five-membered ring of which the oxo O atom is a substituent. It is the displacement of the Sn atom from such ligand planes which relates to the overall shape of the dianion. These displacements correlate closely with the dihedral angles, ligand by ligand, between the ligand plane as defined above and the plane defined by the Sn atom and the two chelating S atoms of the same ligand, e.g. Sn1 and, for L1, atoms S1 and S2. Both of these are a measure of the tilt of the ligand about the vector joining the chelating S atoms. The values in Table 2 are compatible with the overall ligand shape (Figs. 1 and 2) and are crudely measured by the O···Sn···O angles (Table 2). These angles demonstrate the T shape of the dianion in (II), as distinct from the comparatively regular three-pointed star shape of the dianion in (I). Despite the difference in overall shape, both dianions have a propeller-like configuration in terms of the tilt of the ligands relative to the plane defined by the three oxo O atoms [Sn-atom displacements −0.900 (3) and −0.2241 (12) Å in (I) and (II), respectively]. The tilt is seen in the orientation of the C═C bonds in Figs. 1 and 2.

The structure of (I) is unusual in that all of the dianions have the same configuration in terms of the pitch of the propellers, because there is no crystallographic symmetry plane or centre of symmetry to bring about inversion. This is in contrast with (II), and with all literature examples of [Sn(dmit)₃] dianions and the single [Q]₂[Sn(dmio)₃] compound (Q = Et₄N⁺) for which structural data are available (de Assis et al., 1999). The resolution of the enantiomeric dianions in (I) occurred spontaneously during crystal growth, rendering the bulk sample as a racemic conglomerate.

In both structures, the completeness of the coordination of the Sn atoms (coordinative saturation) precludes the existence of Sn···X interanion (X = S or O) interactions. The distribution of dianions and countercations, as shown in Figs. 3 and 4 for (I) and Fig. 5 for (II), is such that separation between dianions is too great to permit S···S or S···O interanion interactions, such as those which have been found when less bulky Q moieties are present.

In compound (I), the two counter-cations, namely cation A, comprising atom N1 and the butyl groups C10–C25, and cation B, comprising atoms N2 and C26–41, contribute in very different ways to the dispersal of the dianions. The dianions and cation B in (I) can be considered as being in pseudo-C-centred layers parallel to (001) (Fig. 3), in which can be found all but the last two hydrogen bonds listed in Table 3. One other hydrogen bond, involving cation B (C37—H37A···O3^iv), interconnects the layers in the direction of c [symmetry code: (iv) Please provide missing symmetry code]. Cation A, flatter than cation B and seen edge-on in Fig. 4, lies between the layers, providing the C10—H10B···S6^v hydrogen bond and the first three C—H···π contacts in Table 4 [symmetry code: (v) Please provide missing symmetry code]. The remaining contact in this Table is provided by cation A.

For compound (II), all of the interion interactions given in Tables 5 and 6, with the exception of the hydrogen bonds C26—H26.·O3ⁱⁱⁱ and C36—H36.·S10^iv [symmetry codes: (iii) x − 1, y, z; (iv) x, y, z − 1], are represented in the chain of interconnected ions shown in Fig. 5. Also present within the chain is the π–π interaction between the five-membered ring of L1, defined by C1–3/S3–4, and the phenyl group defined by C40–C45 at symmetry position (2 − x, 2 − y,1 − z), for which the distance between the ring centroids, the average perpendicular distance of the centroid of one ring from the least-squares plane of the other, and the lateral displacement or slippage of the rings are 3.824, 3.560 and 1.396 Å, respectively. The hydrogen bonds missing from Fig. 5 connect the chains, themselves propagated in the a direction, in the direction of c, to form layers parallel to (010) in which adjacent chains are related by the operation of crystallographic centres of symmetry. The interaction between the layers involves only van der Waals contacts between ligands L2 and L3 of the dianion on the surface of one layer and between the phenyl groups of the countercations on the surface of the other.

The arrangement in (II) is surprisingly different from that found by Comerlato et al. (2004) in the formally analogous, but solvated, compound [Ph₄As]₂[Sn(dmit)₃]·Me₂CO, (III). The structure of (II) contains voids of 69.6 ų but there is no evidence of even partial occupancy of these by solvent. Both structures contain chains in which T-shaped dianions are linked by cations through a variety of interionic contacts. In both cases, the ligand forming the stem of the T, L1 in the case of (II), lies between two cations, making a π–π contact with one and a C—H···π contact with the other (Fig. 5). In both structures, the ligands forming the top of the T, L2 and L3 in the case of (II), are involved in rather fewer interionic contacts than L1 and its equivalent in (III). It is in the constitution and arrangement of the chains that significant differences between the structures of (II) and (III) are observed. Along the chain length in (II), two cations, one of each type present in the asymmetric unit, lie between adjacent dianions, which are then separated enough to allow the top of the T to be aligned with the direction of propagation of the chain. In the chains of (III), only one cation, always of the same type, separates the dianions, and the top of the T is now roughly at right angles to the chain. In (II), as noted earlier, the chains are located side by side, forming layers. In the structure of (III), they are located in centrosymmetrically related pairs creating a tube-like arrangement, with the cation associated with chain formation at the centre of the tube and the tops of the T-shaped dianions at the tube surface. The remaining cations in (III) are found in separate columns.

S2. Experimental

The syntheses of (I) and (II), [Q]₂[Sn(dmio)₃], were based on the procedure described by Akasaka et al. (2002). 4,5-Bis(benzoylthio)-1,3-dithiole-2-one (0.819 mg, 2.1 mmol) and [Q]Br (4.2 mmol) were successively added to a solution of NaOMe, obtained from Na (0.100 g) and MeOH (10 ml), with agitation and under an argon atmosphere. The resulting orange solid was collected under argon and washed with dry ether (100 ml). The dried solid, [Q]₂[dmio], was added to MeOH (10 ml), followed by SnCl₄·5H₂O (0.245 mg, 0.7 mmol). The reaction mixture was stirred for 24 h at room temperature and the precipitate collected, washed successively with H₂O and Et₂O, and dried in vacuo. The compounds were crystallized from acetone–methanol (Ratio?). For [Bu₄N]₂[Sn(dmio)₃], (I): yield 0.44 g, 56%, m.p. 430–431 K. Elemental analysis for C₄₁H₇₂N₂O₃S₁₂Sn: calculated (found): C 42.8 (43.0), H 6.2 (6.3), N: 2.2% (2.4%). Spectroscopic analysis: IR (CsI, cm⁻¹): 2962, 1671, 1618, 1461, 896, 463. For [Ph₄P]₂[Sn(dmio)₃], (II): yield 0.57 g, 61%, m.p. 424–425 K. Spectroscopic analysis: IR (CsI, cm⁻¹): 3055, 1660, 1609, 1432, 1108, 997, 894, 724, 527, 465.

S3. Refinement

In the final stages of both refinements, H atoms were introduced in calculated positions, with C—H distances of 0.95, 0.98 and 0.99 Å for phenyl, methyl and methylene H atoms, respectively, and refined with a riding model, with U_iso(H) = 1.5U_eq(C) for methyl H atoms and U_iso(H) = 1.2U_eq(C) otherwise.

Computing details

Data collection: DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998) for (I); COLLECT (Hooft, 1998) for (II). Cell refinement: DENZO and COLLECT for (I); DENZO (Otwinowski & Minor, 1997) and COLLECT for (II). For both compounds, data reduction: DENZO and COLLECT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2003).

Figures

	Fig. 1. The dianion of (I). Displacement ellipsoids are drawn at the 50% probability level.
	Fig. 2. The dianion of (II). Displacement ellipsoids are drawn at the 50% probability level.
	Fig. 3. A layer of ions in (I). Displacement ellipsoids are drawn at the 20% probability level. H atoms which participate in the formation of hydrogen bonds (dashed lines) are shown as small circles of arbitrary radii. For the purposes of this figure, the origin of the unit cell has been shifted to (1/2,0,0). [Symmetry codes: (i) 1 + x, y, z; (ii) 1/2 + x, 1/2 − y, 2 − z; (iii) 1/2 + x, 3/2 − y, 2 − z.]
	Fig. 4. The unit cell of (I). Displacement ellipsoids are drawn at the 20% probability level. H atoms participating in the formation of hydrogen bonds and C—H···π contacts (dashed lines) are depicted as for Fig. 3. The labels N1 and N2 designate countercations rather than specific atoms. [Symmetry codes: (vi) 1 − x, y − 1/2, 3/2 − z; (vii) 1/2 − x, 1 − y, z − 1/2; (viii) 1/2 + x, 1/2 − y, 1 − z; (ix) 3/2 − x, 1 − y, z − 1/2; (x) x − 1/2, 3/2 − y, 1 − z; (xi) x − 1/2, 1/2 − y, 1 − z.]
	Fig. 5. Interion contacts in (II), propagating a chain in the direction of a (left to right across the page). Displacement ellipsoids are drawn at the 50% probability level. H atoms participating in the formation of hydrogen bonds and C—H···π contacts (dashed lines) are shown as small circles of arbitrary radii. Dashed lines also indicate π–π contacts. [Symmetry codes: (i) 1 − x, 2 − y, 1 − z; (ii) 2 − x, 2 − y, 1 − z; (iii) x − 1, y, z.]

(I) Bis(tetrabutylammonium) tris(2-oxo-1,3-dithiole-4,5-dithiolato)stannate(IV)

Crystal data

(C16H36N)2[Sn(C3OS4)3]	Dx = 1.394 Mg m^−3
Mr = 1144.42	Melting point: 430 K
Orthorhombic, P212121	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ac 2ab	Cell parameters from 26026 reflections
a = 10.7732 (4) Å	θ = 2.9–27.5°
b = 18.3479 (7) Å	µ = 0.96 mm^−1
c = 27.5862 (9) Å	T = 120 K
V = 5452.8 (3) Å^3	Plate, dark red
Z = 4	0.55 × 0.26 × 0.08 mm
F(000) = 2392

Data collection

Enraf-Nonius KappaCCD area-detector diffractometer	12433 independent reflections
Radiation source: Enraf-Nonius FR591 rotating anode	9169 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.081
Detector resolution: 9.091 pixels mm^-1	θmax = 27.5°, θmin = 2.9°
ϕ and ω scans to fill the Ewald sphere	h = −13→13
Absorption correction: multi-scan (SORTAV; Blessing, 1995, 1997)	k = −23→23
Tmin = 0.619, Tmax = 0.923	l = −34→35
43550 measured reflections

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.050	H-atom parameters constrained
wR(F^2) = 0.110	w = 1/[σ^2(Fo^2) + (0.0476P)^2 + 1.7266P] where P = (Fo^2 + 2Fc^2)/3
S = 1.02	(Δ/σ)max = 0.002
12433 reflections	Δρmax = 0.94 e Å^−3
532 parameters	Δρmin = −0.62 e Å^−3
0 restraints	Absolute structure: Flack (1983), with 5583 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: −0.007 (19)

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. Least-squares planes (x,y,z in crystal coordinates) and deviations from them

(* indicates atom used to define plane)

− 2.5989(0.0060) x − 11.9615(0.0064) y + 19.8313(0.0090) z = 9.2716(0.0126) * 0.0227 (0.0015) S1 * −0.0029 (0.0015) S2 * −0.0108 (0.0039) C1 * −0.0267 (0.0038) C2 * −0.0097 (0.0014) S3 * 0.0274 (0.0014) S4 0.0348 (0.0056) C3 0.0418 (0.0046) O1 0.6438 (0.0019) Sn1

Rms deviation of fitted atoms = 0.0191 6.9572(0.0052) x + 7.1844(0.0097) y + 18.0819(0.0129) z = 22.4913(0.0091)

Angle to previous plane (with approximate e.s.d.) = 86.55 (0.04)

* 0.0145 (0.0017) S5 * −0.0440 (0.0017) S6 * 0.0182 (0.0044) C4 * 0.0372 (0.0043) C5 * −0.0431 (0.0017) S7 * 0.0172 (0.0017) S8 − 0.0456 (0.0077) C6 − 0.0939 (0.0066) O2 − 0.5046 (0.0022) Sn1

Rms deviation of fitted atoms = 0.0317 − 4.6322(0.0057) x + 14.3962(0.0070) y + 12.3211(0.0135) z = 15.1869(0.0093)

Angle to previous plane (with approximate e.s.d.) = 71.20 (0.04)

* 0.0295 (0.0017) S9 * −0.0113 (0.0017) S10 * −0.0141 (0.0043) C7 * −0.0199 (0.0043) C8 * −0.0172 (0.0016) S11 * 0.0330 (0.0016) S12 0.0697 (0.0068) C9 0.1302 (0.0060) O3 0.8611 (0.0021) Sn1

Rms deviation of fitted atoms = 0.0223

- 10.0568(0.0029) x − 3.0956(0.0104) y + 8.7282(0.0200) z = 2.7872(0.0205)

Angle to previous plane (with approximate e.s.d.) = 65.78 (0.05)

* 0.0000 (0.0002) O1 * 0.0000 (0.0001) O2 * 0.0000 (0.0000) O3 − 0.9005 (0.0033) Sn1

Rms deviation of fitted atoms = 0.0000

Angle ANG1 117.68 (0.06) O1 - Sn1 - O2

Angle ANG2 112.41 (0.06) O1 - Sn1 - O3

Angle ANG3 124.86 (0.07) O2 - Sn1 - O3

Refinement. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

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

	x	y	z	Uiso*/Ueq
Sn1	0.40170 (3)	0.508514 (17)	0.859349 (12)	0.02861 (9)
S1	0.24324 (11)	0.61000 (7)	0.86847 (5)	0.0308 (3)
S2	0.55094 (11)	0.59632 (7)	0.89926 (5)	0.0327 (3)
S3	0.23735 (12)	0.73191 (7)	0.93960 (5)	0.0343 (3)
S4	0.49879 (12)	0.71805 (7)	0.96737 (5)	0.0356 (3)
C1	0.3229 (4)	0.6644 (3)	0.91003 (18)	0.0292 (11)
C2	0.4442 (4)	0.6588 (3)	0.92174 (17)	0.0280 (11)
C3	0.3573 (5)	0.7647 (3)	0.9774 (2)	0.0410 (13)
O1	0.3454 (4)	0.8144 (2)	1.00608 (15)	0.0530 (11)
S5	0.33482 (13)	0.44854 (8)	0.93762 (5)	0.0410 (3)
S6	0.57259 (10)	0.41326 (6)	0.85692 (5)	0.0331 (3)
S7	0.38608 (17)	0.29951 (9)	0.97393 (7)	0.0631 (5)
S8	0.59353 (15)	0.27223 (8)	0.90828 (6)	0.0557 (4)
C4	0.4254 (5)	0.3707 (3)	0.9339 (2)	0.0411 (14)
C5	0.5214 (5)	0.3573 (3)	0.9033 (2)	0.0392 (13)
C6	0.5000 (7)	0.2373 (4)	0.9546 (3)	0.0668 (19)
O2	0.5120 (5)	0.1761 (3)	0.9717 (2)	0.0901 (17)
S9	0.23672 (11)	0.43677 (7)	0.81366 (5)	0.0334 (3)
S10	0.48088 (13)	0.54537 (7)	0.77525 (5)	0.0354 (3)
S11	0.11713 (16)	0.47424 (11)	0.72112 (7)	0.0705 (5)
S12	0.3198 (2)	0.57065 (10)	0.68873 (6)	0.0692 (5)
C7	0.2454 (5)	0.4827 (3)	0.7597 (2)	0.0529 (16)
C8	0.3395 (6)	0.5258 (3)	0.7443 (2)	0.0478 (15)
C9	0.1687 (7)	0.5345 (4)	0.6771 (3)	0.077 (2)
O3	0.1090 (6)	0.5510 (3)	0.6403 (2)	0.112 (2)
N1	0.5096 (4)	0.7962 (2)	0.79093 (15)	0.0377 (11)
C10	0.5727 (5)	0.7993 (3)	0.74172 (19)	0.0409 (14)
H10A	0.6542	0.8235	0.7457	0.049*
H10B	0.5219	0.8303	0.7201	0.049*
C11	0.5936 (6)	0.7260 (3)	0.7167 (2)	0.0515 (15)
H11A	0.6297	0.6911	0.7401	0.062*
H11B	0.5130	0.7063	0.7055	0.062*
C12	0.6807 (6)	0.7344 (3)	0.6734 (2)	0.0537 (16)
H12A	0.6493	0.7738	0.6522	0.064*
H12B	0.7638	0.7491	0.6852	0.064*
C13	0.6925 (8)	0.6656 (3)	0.6444 (3)	0.079 (2)
H13A	0.7497	0.6737	0.6173	0.118*
H13B	0.6108	0.6516	0.6318	0.118*
H13C	0.7246	0.6266	0.6652	0.118*
C14	0.3889 (5)	0.7523 (3)	0.78772 (19)	0.0407 (13)
H14A	0.4084	0.7036	0.7744	0.049*
H14B	0.3564	0.7452	0.8210	0.049*
C15	0.2871 (5)	0.7862 (4)	0.7570 (2)	0.0529 (16)
H15A	0.2706	0.8363	0.7688	0.064*
H15B	0.3161	0.7898	0.7230	0.064*
C16	0.1686 (6)	0.7433 (4)	0.7583 (3)	0.0597 (18)
H16A	0.1515	0.7283	0.7922	0.072*
H16B	0.1788	0.6985	0.7387	0.072*
C17	0.0588 (6)	0.7866 (5)	0.7392 (3)	0.086 (3)
H17A	−0.0162	0.7564	0.7405	0.129*
H17B	0.0748	0.8009	0.7055	0.129*
H17C	0.0470	0.8303	0.7590	0.129*
C18	0.4856 (5)	0.8739 (3)	0.8054 (2)	0.0433 (14)
H18A	0.4338	0.8971	0.7802	0.052*
H18B	0.5659	0.9001	0.8063	0.052*
C19	0.4213 (6)	0.8835 (3)	0.8545 (2)	0.0497 (14)
H19A	0.3570	0.8455	0.8584	0.060*
H19B	0.4829	0.8774	0.8808	0.060*
C20	0.3618 (6)	0.9580 (3)	0.8586 (3)	0.0629 (17)
H20A	0.4226	0.9955	0.8484	0.076*
H20B	0.3404	0.9673	0.8930	0.076*
C21	0.2426 (6)	0.9657 (4)	0.8272 (3)	0.070 (2)
H21A	0.2088	1.0150	0.8309	0.105*
H21B	0.1807	0.9300	0.8379	0.105*
H21C	0.2631	0.9570	0.7931	0.105*
C22	0.5905 (5)	0.7575 (3)	0.82739 (19)	0.0413 (13)
H22A	0.5936	0.7052	0.8187	0.050*
H22B	0.5503	0.7612	0.8596	0.050*
C23	0.7246 (5)	0.7855 (3)	0.8321 (2)	0.0438 (14)
H23A	0.7725	0.7720	0.8028	0.053*
H23B	0.7244	0.8393	0.8348	0.053*
C24	0.7848 (5)	0.7529 (4)	0.8763 (2)	0.0487 (15)
H24A	0.7790	0.6991	0.8746	0.058*
H24B	0.7394	0.7691	0.9056	0.058*
C25	0.9223 (5)	0.7752 (4)	0.8808 (2)	0.0578 (17)
H25A	0.9584	0.7525	0.9097	0.087*
H25B	0.9283	0.8283	0.8835	0.087*
H25C	0.9677	0.7589	0.8520	0.087*
N2	0.9162 (4)	0.4736 (2)	0.93973 (15)	0.0350 (10)
C26	0.8502 (5)	0.5067 (4)	0.8952 (2)	0.0491 (14)
H26A	0.8000	0.4675	0.8802	0.059*
H26B	0.7913	0.5439	0.9073	0.059*
C27	0.9239 (5)	0.5404 (3)	0.8566 (2)	0.0500 (14)
H27A	0.9916	0.5069	0.8470	0.060*
H27B	0.9622	0.5858	0.8690	0.060*
C28	0.8453 (6)	0.5581 (4)	0.8126 (2)	0.0604 (18)
H28A	0.8248	0.5118	0.7960	0.072*
H28B	0.7663	0.5798	0.8239	0.072*
C29	0.9018 (8)	0.6082 (4)	0.7767 (2)	0.080 (2)
H29A	0.8440	0.6158	0.7498	0.119*
H29B	0.9791	0.5870	0.7644	0.119*
H29C	0.9198	0.6551	0.7922	0.119*
C30	0.9964 (5)	0.4093 (3)	0.9240 (2)	0.0491 (15)
H30A	1.0511	0.4258	0.8974	0.059*
H30B	1.0504	0.3956	0.9516	0.059*
C31	0.9287 (6)	0.3423 (4)	0.9073 (3)	0.0673 (19)
H31A	0.8769	0.3544	0.8788	0.081*
H31B	0.8730	0.3250	0.9335	0.081*
C32	1.0193 (7)	0.2819 (4)	0.8940 (3)	0.080 (2)
H32A	1.0683	0.2978	0.8655	0.096*
H32B	1.0777	0.2748	0.9213	0.096*
C33	0.9598 (9)	0.2113 (5)	0.8826 (3)	0.103 (3)
H33A	1.0237	0.1755	0.8740	0.155*
H33B	0.9027	0.2175	0.8553	0.155*
H33C	0.9135	0.1941	0.9110	0.155*
C34	0.8165 (5)	0.4502 (4)	0.9750 (2)	0.0535 (16)
H34A	0.7578	0.4182	0.9575	0.064*
H34B	0.8564	0.4204	1.0006	0.064*
C35	0.7448 (5)	0.5071 (4)	0.9988 (2)	0.0576 (17)
H35A	0.7060	0.5381	0.9737	0.069*
H35B	0.8021	0.5382	1.0178	0.069*
C36	0.6453 (5)	0.4792 (4)	1.0319 (2)	0.0596 (18)
H36A	0.6844	0.4511	1.0585	0.071*
H36B	0.5911	0.4455	1.0136	0.071*
C37	0.5658 (6)	0.5396 (5)	1.0538 (3)	0.092 (3)
H37A	0.5029	0.5181	1.0751	0.137*
H37B	0.5248	0.5668	1.0277	0.137*
H37C	0.6185	0.5727	1.0725	0.137*
C38	1.0009 (5)	0.5312 (3)	0.96065 (19)	0.0410 (13)
H38A	1.0663	0.5419	0.9364	0.049*
H38B	0.9520	0.5763	0.9652	0.049*
C39	1.0630 (5)	0.5134 (3)	1.00773 (18)	0.0403 (13)
H39A	0.9987	0.5059	1.0329	0.048*
H39B	1.1095	0.4672	1.0041	0.048*
C40	1.1502 (6)	0.5716 (3)	1.0242 (2)	0.0549 (16)
H40A	1.1031	0.6173	1.0296	0.066*
H40B	1.2123	0.5809	0.9985	0.066*
C41	1.2165 (6)	0.5511 (4)	1.0705 (2)	0.0664 (19)
H41A	1.2713	0.5911	1.0804	0.100*
H41B	1.2659	0.5070	1.0650	0.100*
H41C	1.1554	0.5419	1.0961	0.100*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Sn1	0.02492 (15)	0.02442 (17)	0.03649 (18)	−0.00068 (14)	0.00102 (15)	−0.00342 (15)
S1	0.0243 (6)	0.0287 (6)	0.0393 (7)	0.0007 (5)	−0.0037 (5)	−0.0031 (6)
S2	0.0255 (6)	0.0281 (7)	0.0444 (8)	0.0017 (5)	−0.0023 (6)	−0.0060 (6)
S3	0.0316 (7)	0.0274 (7)	0.0440 (8)	0.0022 (5)	0.0060 (6)	−0.0044 (6)
S4	0.0369 (7)	0.0320 (7)	0.0378 (8)	−0.0018 (6)	−0.0059 (6)	−0.0060 (6)
C1	0.029 (3)	0.022 (3)	0.037 (3)	0.002 (2)	0.002 (2)	0.004 (2)
C2	0.033 (3)	0.020 (3)	0.031 (3)	−0.003 (2)	−0.004 (2)	0.000 (2)
C3	0.045 (3)	0.028 (3)	0.050 (3)	−0.006 (2)	0.003 (3)	−0.002 (3)
O1	0.062 (3)	0.040 (2)	0.058 (3)	0.004 (2)	0.002 (2)	−0.018 (2)
S5	0.0382 (7)	0.0388 (8)	0.0462 (8)	0.0025 (6)	0.0100 (6)	0.0054 (7)
S6	0.0254 (6)	0.0257 (6)	0.0481 (8)	0.0006 (5)	0.0030 (6)	−0.0027 (6)
S7	0.0642 (11)	0.0503 (10)	0.0748 (12)	−0.0023 (9)	0.0117 (10)	0.0246 (9)
S8	0.0488 (8)	0.0316 (8)	0.0867 (12)	0.0036 (8)	0.0066 (9)	0.0104 (8)
C4	0.040 (3)	0.039 (3)	0.045 (3)	−0.001 (2)	0.002 (3)	0.002 (3)
C5	0.034 (3)	0.029 (3)	0.054 (4)	0.000 (2)	−0.003 (3)	−0.002 (3)
C6	0.072 (5)	0.049 (4)	0.080 (5)	0.000 (4)	0.005 (4)	0.015 (4)
O2	0.092 (4)	0.051 (3)	0.127 (5)	0.008 (3)	0.012 (4)	0.043 (3)
S9	0.0233 (6)	0.0288 (7)	0.0481 (8)	−0.0041 (5)	0.0031 (6)	−0.0146 (6)
S10	0.0432 (8)	0.0316 (7)	0.0314 (7)	−0.0017 (6)	0.0035 (6)	−0.0033 (6)
S11	0.0573 (10)	0.0807 (13)	0.0734 (12)	0.0150 (10)	−0.0230 (9)	−0.0272 (10)
S12	0.0993 (15)	0.0613 (12)	0.0471 (10)	0.0184 (11)	−0.0111 (10)	−0.0044 (9)
C7	0.038 (3)	0.053 (4)	0.069 (4)	0.015 (3)	−0.014 (3)	−0.034 (3)
C8	0.065 (4)	0.036 (3)	0.043 (3)	0.010 (3)	0.000 (3)	−0.010 (3)
C9	0.093 (5)	0.070 (5)	0.066 (5)	0.038 (4)	−0.031 (4)	−0.030 (4)
O3	0.146 (5)	0.113 (4)	0.076 (4)	0.050 (4)	−0.061 (4)	−0.022 (3)
N1	0.033 (2)	0.040 (3)	0.039 (3)	−0.003 (2)	0.000 (2)	0.014 (2)
C10	0.048 (4)	0.035 (3)	0.039 (3)	−0.006 (3)	0.003 (3)	0.016 (2)
C11	0.063 (4)	0.042 (3)	0.050 (4)	−0.004 (3)	0.003 (3)	0.008 (3)
C12	0.055 (4)	0.048 (4)	0.057 (4)	−0.001 (3)	0.009 (3)	0.001 (3)
C13	0.120 (7)	0.054 (4)	0.062 (4)	0.010 (4)	0.021 (5)	−0.006 (4)
C14	0.042 (3)	0.036 (3)	0.044 (3)	−0.007 (3)	−0.003 (3)	0.013 (2)
C15	0.050 (4)	0.054 (4)	0.055 (4)	−0.009 (3)	−0.013 (3)	0.020 (3)
C16	0.049 (4)	0.061 (4)	0.069 (4)	−0.007 (3)	−0.010 (3)	0.021 (4)
C17	0.062 (5)	0.100 (6)	0.097 (6)	0.002 (4)	−0.014 (4)	0.036 (5)
C18	0.044 (3)	0.032 (3)	0.054 (4)	−0.003 (3)	−0.001 (3)	0.010 (3)
C19	0.054 (4)	0.045 (3)	0.050 (3)	−0.001 (3)	−0.004 (3)	−0.001 (3)
C20	0.072 (4)	0.056 (4)	0.061 (4)	0.005 (3)	0.000 (4)	−0.015 (4)
C21	0.065 (4)	0.061 (5)	0.085 (5)	0.011 (4)	−0.004 (4)	−0.006 (4)
C22	0.041 (3)	0.042 (3)	0.042 (3)	−0.002 (3)	−0.003 (3)	0.020 (2)
C23	0.040 (3)	0.041 (3)	0.050 (3)	0.000 (3)	0.004 (3)	0.002 (3)
C24	0.036 (3)	0.062 (4)	0.048 (3)	−0.001 (3)	−0.007 (3)	0.002 (3)
C25	0.040 (3)	0.080 (5)	0.054 (4)	−0.010 (3)	−0.001 (3)	−0.008 (3)
N2	0.025 (2)	0.031 (2)	0.050 (3)	−0.0013 (18)	−0.002 (2)	−0.0009 (19)
C26	0.035 (3)	0.054 (4)	0.058 (4)	−0.001 (3)	−0.010 (3)	−0.003 (3)
C27	0.049 (4)	0.058 (4)	0.042 (3)	0.009 (3)	0.001 (3)	−0.001 (3)
C28	0.064 (4)	0.064 (5)	0.053 (4)	0.003 (4)	0.006 (3)	0.006 (4)
C29	0.096 (6)	0.082 (5)	0.060 (4)	0.018 (5)	0.010 (5)	0.014 (4)
C30	0.038 (3)	0.051 (4)	0.058 (4)	0.000 (3)	−0.001 (3)	0.000 (3)
C31	0.068 (5)	0.056 (4)	0.079 (5)	−0.012 (4)	−0.005 (4)	−0.011 (4)
C32	0.075 (5)	0.060 (5)	0.105 (6)	0.001 (4)	0.001 (5)	−0.032 (4)
C33	0.117 (7)	0.070 (6)	0.123 (8)	−0.009 (5)	−0.003 (6)	−0.023 (5)
C34	0.035 (3)	0.066 (4)	0.060 (4)	−0.013 (3)	−0.004 (3)	0.012 (3)
C35	0.038 (3)	0.078 (5)	0.057 (3)	0.012 (4)	0.004 (3)	0.016 (4)
C36	0.036 (3)	0.085 (5)	0.057 (4)	−0.009 (3)	0.005 (3)	0.010 (4)
C37	0.052 (4)	0.149 (8)	0.074 (5)	0.028 (5)	0.019 (4)	0.035 (5)
C38	0.032 (3)	0.044 (3)	0.047 (3)	0.006 (2)	0.008 (3)	0.007 (3)
C39	0.037 (3)	0.042 (3)	0.042 (3)	0.009 (3)	0.000 (2)	−0.005 (3)
C40	0.053 (4)	0.047 (4)	0.065 (4)	0.003 (3)	−0.005 (3)	−0.011 (3)
C41	0.063 (4)	0.083 (5)	0.053 (4)	0.007 (4)	−0.017 (3)	−0.011 (4)

Geometric parameters (Å, º)

Sn1—S5	2.5282 (14)	C21—H21A	0.9800
Sn1—S2	2.5284 (13)	C21—H21B	0.9800
Sn1—S1	2.5386 (12)	C21—H21C	0.9800
Sn1—S6	2.5394 (12)	C22—C23	1.538 (7)
Sn1—S9	2.5457 (12)	C22—H22A	0.9900
Sn1—S10	2.5626 (14)	C22—H22B	0.9900
S1—C1	1.746 (5)	C23—C24	1.507 (8)
S2—C2	1.738 (5)	C23—H23A	0.9900
S3—C1	1.747 (5)	C23—H23B	0.9900
S3—C3	1.766 (6)	C24—C25	1.542 (8)
S4—C2	1.764 (5)	C24—H24A	0.9900
S4—C3	1.770 (6)	C24—H24B	0.9900
C1—C2	1.350 (7)	C25—H25A	0.9800
C3—O1	1.214 (6)	C25—H25B	0.9800
S5—C4	1.732 (6)	C25—H25C	0.9800
S6—C5	1.731 (6)	N2—C38	1.510 (6)
S7—C6	1.758 (7)	N2—C34	1.512 (7)
S7—C4	1.763 (6)	N2—C30	1.525 (7)
S8—C5	1.749 (5)	N2—C26	1.543 (7)
S8—C6	1.750 (7)	C26—C27	1.466 (8)
C4—C5	1.356 (7)	C26—H26A	0.9900
C6—O2	1.225 (7)	C26—H26B	0.9900
S9—C7	1.713 (7)	C27—C28	1.515 (8)
S10—C8	1.783 (6)	C27—H27A	0.9900
S11—C9	1.734 (9)	C27—H27B	0.9900
S11—C7	1.751 (6)	C28—C29	1.483 (9)
S12—C8	1.752 (6)	C28—H28A	0.9900
S12—C9	1.787 (8)	C28—H28B	0.9900
C7—C8	1.354 (8)	C29—H29A	0.9800
C9—O3	1.238 (8)	C29—H29B	0.9800
N1—C18	1.503 (7)	C29—H29C	0.9800
N1—C22	1.508 (6)	C30—C31	1.503 (8)
N1—C10	1.519 (7)	C30—H30A	0.9900
N1—C14	1.532 (7)	C30—H30B	0.9900
C10—C11	1.528 (8)	C31—C32	1.522 (9)
C10—H10A	0.9900	C31—H31A	0.9900
C10—H10B	0.9900	C31—H31B	0.9900
C11—C12	1.526 (8)	C32—C33	1.480 (10)
C11—H11A	0.9900	C32—H32A	0.9900
C11—H11B	0.9900	C32—H32B	0.9900
C12—C13	1.500 (8)	C33—H33A	0.9800
C12—H12A	0.9900	C33—H33B	0.9800
C12—H12B	0.9900	C33—H33C	0.9800
C13—H13A	0.9800	C34—C35	1.454 (8)
C13—H13B	0.9800	C34—H34A	0.9900
C13—H13C	0.9800	C34—H34B	0.9900
C14—C15	1.519 (7)	C35—C36	1.498 (8)
C14—H14A	0.9900	C35—H35A	0.9900
C14—H14B	0.9900	C35—H35B	0.9900
C15—C16	1.500 (8)	C36—C37	1.525 (10)
C15—H15A	0.9900	C36—H36A	0.9900
C15—H15B	0.9900	C36—H36B	0.9900
C16—C17	1.520 (9)	C37—H37A	0.9800
C16—H16A	0.9900	C37—H37B	0.9800
C16—H16B	0.9900	C37—H37C	0.9800
C17—H17A	0.9800	C38—C39	1.497 (7)
C17—H17B	0.9800	C38—H38A	0.9900
C17—H17C	0.9800	C38—H38B	0.9900
C18—C19	1.530 (8)	C39—C40	1.494 (8)
C18—H18A	0.9900	C39—H39A	0.9900
C18—H18B	0.9900	C39—H39B	0.9900
C19—C20	1.514 (8)	C40—C41	1.510 (8)
C19—H19A	0.9900	C40—H40A	0.9900
C19—H19B	0.9900	C40—H40B	0.9900
C20—C21	1.555 (9)	C41—H41A	0.9800
C20—H20A	0.9900	C41—H41B	0.9800
C20—H20B	0.9900	C41—H41C	0.9800
S5—Sn1—S2	94.97 (5)	C20—C21—H21C	109.5
S5—Sn1—S1	92.46 (4)	H21A—C21—H21C	109.5
S2—Sn1—S1	85.24 (4)	H21B—C21—H21C	109.5
S5—Sn1—S6	85.96 (4)	N1—C22—C23	116.2 (4)
S2—Sn1—S6	89.37 (4)	N1—C22—H22A	108.2
S1—Sn1—S6	174.24 (4)	C23—C22—H22A	108.2
S5—Sn1—S9	89.93 (5)	N1—C22—H22B	108.2
S2—Sn1—S9	171.52 (4)	C23—C22—H22B	108.2
S1—Sn1—S9	87.64 (4)	H22A—C22—H22B	107.4
S6—Sn1—S9	97.88 (4)	C24—C23—C22	109.9 (5)
S5—Sn1—S10	169.37 (5)	C24—C23—H23A	109.7
S2—Sn1—S10	90.83 (4)	C22—C23—H23A	109.7
S1—Sn1—S10	96.90 (4)	C24—C23—H23B	109.7
S6—Sn1—S10	85.20 (4)	C22—C23—H23B	109.7
S9—Sn1—S10	85.45 (4)	H23A—C23—H23B	108.2
C1—S1—Sn1	98.84 (16)	C23—C24—C25	111.9 (5)
C2—S2—Sn1	98.91 (16)	C23—C24—H24A	109.2
C1—S3—C3	97.5 (2)	C25—C24—H24A	109.2
C2—S4—C3	97.0 (2)	C23—C24—H24B	109.2
C2—C1—S1	126.1 (4)	C25—C24—H24B	109.2
C2—C1—S3	117.0 (4)	H24A—C24—H24B	107.9
S1—C1—S3	116.9 (3)	C24—C25—H25A	109.5
C1—C2—S2	127.3 (4)	C24—C25—H25B	109.5
C1—C2—S4	116.5 (4)	H25A—C25—H25B	109.5
S2—C2—S4	116.1 (3)	C24—C25—H25C	109.5
O1—C3—S3	124.3 (5)	H25A—C25—H25C	109.5
O1—C3—S4	123.8 (5)	H25B—C25—H25C	109.5
S3—C3—S4	111.9 (3)	C38—N2—C34	112.4 (4)
C4—S5—Sn1	98.47 (19)	C38—N2—C30	107.9 (4)
C5—S6—Sn1	99.05 (18)	C34—N2—C30	111.4 (4)
C6—S7—C4	97.1 (3)	C38—N2—C26	107.9 (4)
C5—S8—C6	97.3 (3)	C34—N2—C26	107.3 (4)
C5—C4—S5	128.0 (4)	C30—N2—C26	109.8 (4)
C5—C4—S7	116.0 (4)	C27—C26—N2	119.7 (4)
S5—C4—S7	116.0 (3)	C27—C26—H26A	107.4
C4—C5—S6	126.5 (4)	N2—C26—H26A	107.4
C4—C5—S8	116.9 (4)	C27—C26—H26B	107.4
S6—C5—S8	116.4 (3)	N2—C26—H26B	107.4
O2—C6—S8	123.8 (6)	H26A—C26—H26B	106.9
O2—C6—S7	123.5 (6)	C26—C27—C28	111.7 (5)
S8—C6—S7	112.7 (4)	C26—C27—H27A	109.3
C7—S9—Sn1	97.9 (2)	C28—C27—H27A	109.3
C8—S10—Sn1	95.5 (2)	C26—C27—H27B	109.3
C9—S11—C7	96.7 (4)	C28—C27—H27B	109.3
C8—S12—C9	95.4 (4)	H27A—C27—H27B	107.9
C8—C7—S9	127.0 (4)	C29—C28—C27	116.0 (6)
C8—C7—S11	116.8 (5)	C29—C28—H28A	108.3
S9—C7—S11	116.2 (4)	C27—C28—H28A	108.3
C7—C8—S12	117.3 (5)	C29—C28—H28B	108.3
C7—C8—S10	127.3 (5)	C27—C28—H28B	108.3
S12—C8—S10	115.4 (4)	H28A—C28—H28B	107.4
O3—C9—S11	124.3 (7)	C28—C29—H29A	109.5
O3—C9—S12	122.0 (7)	C28—C29—H29B	109.5
S11—C9—S12	113.7 (4)	H29A—C29—H29B	109.5
C18—N1—C22	111.6 (4)	C28—C29—H29C	109.5
C18—N1—C10	106.2 (4)	H29A—C29—H29C	109.5
C22—N1—C10	110.8 (4)	H29B—C29—H29C	109.5
C18—N1—C14	111.5 (4)	C31—C30—N2	116.5 (5)
C22—N1—C14	106.4 (4)	C31—C30—H30A	108.2
C10—N1—C14	110.3 (4)	N2—C30—H30A	108.2
N1—C10—C11	115.9 (4)	C31—C30—H30B	108.2
N1—C10—H10A	108.3	N2—C30—H30B	108.2
C11—C10—H10A	108.3	H30A—C30—H30B	107.3
N1—C10—H10B	108.3	C30—C31—C32	111.0 (5)
C11—C10—H10B	108.3	C30—C31—H31A	109.4
H10A—C10—H10B	107.4	C32—C31—H31A	109.4
C12—C11—C10	110.8 (5)	C30—C31—H31B	109.4
C12—C11—H11A	109.5	C32—C31—H31B	109.4
C10—C11—H11A	109.5	H31A—C31—H31B	108.0
C12—C11—H11B	109.5	C33—C32—C31	114.2 (7)
C10—C11—H11B	109.5	C33—C32—H32A	108.7
H11A—C11—H11B	108.1	C31—C32—H32A	108.7
C13—C12—C11	112.6 (5)	C33—C32—H32B	108.7
C13—C12—H12A	109.1	C31—C32—H32B	108.7
C11—C12—H12A	109.1	H32A—C32—H32B	107.6
C13—C12—H12B	109.1	C32—C33—H33A	109.5
C11—C12—H12B	109.1	C32—C33—H33B	109.5
H12A—C12—H12B	107.8	H33A—C33—H33B	109.5
C12—C13—H13A	109.5	C32—C33—H33C	109.5
C12—C13—H13B	109.5	H33A—C33—H33C	109.5
H13A—C13—H13B	109.5	H33B—C33—H33C	109.5
C12—C13—H13C	109.5	C35—C34—N2	117.7 (5)
H13A—C13—H13C	109.5	C35—C34—H34A	107.9
H13B—C13—H13C	109.5	N2—C34—H34A	107.9
C15—C14—N1	115.5 (4)	C35—C34—H34B	107.9
C15—C14—H14A	108.4	N2—C34—H34B	107.9
N1—C14—H14A	108.4	H34A—C34—H34B	107.2
C15—C14—H14B	108.4	C34—C35—C36	114.2 (6)
N1—C14—H14B	108.4	C34—C35—H35A	108.7
H14A—C14—H14B	107.5	C36—C35—H35A	108.7
C16—C15—C14	112.7 (5)	C34—C35—H35B	108.7
C16—C15—H15A	109.1	C36—C35—H35B	108.7
C14—C15—H15A	109.1	H35A—C35—H35B	107.6
C16—C15—H15B	109.1	C35—C36—C37	113.3 (6)
C14—C15—H15B	109.1	C35—C36—H36A	108.9
H15A—C15—H15B	107.8	C37—C36—H36A	108.9
C15—C16—C17	112.3 (5)	C35—C36—H36B	108.9
C15—C16—H16A	109.2	C37—C36—H36B	108.9
C17—C16—H16A	109.2	H36A—C36—H36B	107.7
C15—C16—H16B	109.2	C36—C37—H37A	109.5
C17—C16—H16B	109.2	C36—C37—H37B	109.5
H16A—C16—H16B	107.9	H37A—C37—H37B	109.5
C16—C17—H17A	109.5	C36—C37—H37C	109.5
C16—C17—H17B	109.5	H37A—C37—H37C	109.5
H17A—C17—H17B	109.5	H37B—C37—H37C	109.5
C16—C17—H17C	109.5	C39—C38—N2	116.7 (4)
H17A—C17—H17C	109.5	C39—C38—H38A	108.1
H17B—C17—H17C	109.5	N2—C38—H38A	108.1
N1—C18—C19	115.0 (4)	C39—C38—H38B	108.1
N1—C18—H18A	108.5	N2—C38—H38B	108.1
C19—C18—H18A	108.5	H38A—C38—H38B	107.3
N1—C18—H18B	108.5	C40—C39—C38	112.9 (5)
C19—C18—H18B	108.5	C40—C39—H39A	109.0
H18A—C18—H18B	107.5	C38—C39—H39A	109.0
C20—C19—C18	111.3 (5)	C40—C39—H39B	109.0
C20—C19—H19A	109.4	C38—C39—H39B	109.0
C18—C19—H19A	109.4	H39A—C39—H39B	107.8
C20—C19—H19B	109.4	C39—C40—C41	112.1 (5)
C18—C19—H19B	109.4	C39—C40—H40A	109.2
H19A—C19—H19B	108.0	C41—C40—H40A	109.2
C19—C20—C21	113.0 (5)	C39—C40—H40B	109.2
C19—C20—H20A	109.0	C41—C40—H40B	109.2
C21—C20—H20A	109.0	H40A—C40—H40B	107.9
C19—C20—H20B	109.0	C40—C41—H41A	109.5
C21—C20—H20B	109.0	C40—C41—H41B	109.5
H20A—C20—H20B	107.8	H41A—C41—H41B	109.5
C20—C21—H21A	109.5	C40—C41—H41C	109.5
C20—C21—H21B	109.5	H41A—C41—H41C	109.5
H21A—C21—H21B	109.5	H41B—C41—H41C	109.5
Sn1—S1—C1—C2	14.2 (5)	C7—S11—C9—O3	−178.1 (6)
Sn1—S1—C1—S3	−165.2 (2)	C7—S11—C9—S12	3.0 (4)
C3—S3—C1—C2	−2.2 (5)	C8—S12—C9—O3	179.1 (6)
C3—S3—C1—S1	177.3 (3)	C8—S12—C9—S11	−2.0 (4)
S1—C1—C2—S2	−0.6 (7)	C18—N1—C10—C11	−173.4 (5)
S3—C1—C2—S2	178.8 (3)	C22—N1—C10—C11	65.2 (6)
S1—C1—C2—S4	−176.8 (3)	C14—N1—C10—C11	−52.4 (6)
S3—C1—C2—S4	2.6 (6)	N1—C10—C11—C12	−168.0 (5)
Sn1—S2—C2—C1	−13.4 (5)	C10—C11—C12—C13	−173.5 (6)
Sn1—S2—C2—S4	162.8 (2)	C18—N1—C14—C15	51.6 (6)
C3—S4—C2—C1	−1.6 (5)	C22—N1—C14—C15	173.4 (5)
C3—S4—C2—S2	−178.2 (3)	C10—N1—C14—C15	−66.3 (6)
C1—S3—C3—O1	179.6 (5)	N1—C14—C15—C16	−175.9 (5)
C1—S3—C3—S4	1.0 (3)	C14—C15—C16—C17	164.8 (6)
C2—S4—C3—O1	−178.5 (5)	C22—N1—C18—C19	−59.4 (6)
C2—S4—C3—S3	0.1 (3)	C10—N1—C18—C19	179.8 (4)
Sn1—S5—C4—C5	12.9 (5)	C14—N1—C18—C19	59.5 (6)
Sn1—S5—C4—S7	−165.8 (3)	N1—C18—C19—C20	−160.4 (5)
C6—S7—C4—C5	0.2 (5)	C18—C19—C20—C21	73.1 (7)
C6—S7—C4—S5	179.1 (4)	C18—N1—C22—C23	−66.0 (6)
S5—C4—C5—S6	−4.4 (8)	C10—N1—C22—C23	52.2 (6)
S7—C4—C5—S6	174.2 (3)	C14—N1—C22—C23	172.2 (5)
S5—C4—C5—S8	−179.3 (3)	N1—C22—C23—C24	168.3 (5)
S7—C4—C5—S8	−0.7 (6)	C22—C23—C24—C25	176.2 (5)
Sn1—S6—C5—C4	−7.2 (5)	C38—N2—C26—C27	53.0 (6)
Sn1—S6—C5—S8	167.8 (3)	C34—N2—C26—C27	174.4 (5)
C6—S8—C5—C4	0.8 (5)	C30—N2—C26—C27	−64.4 (6)
C6—S8—C5—S6	−174.7 (4)	N2—C26—C27—C28	170.4 (5)
C5—S8—C6—O2	179.0 (7)	C26—C27—C28—C29	165.4 (6)
C5—S8—C6—S7	−0.6 (4)	C38—N2—C30—C31	173.2 (5)
C4—S7—C6—O2	−179.3 (7)	C34—N2—C30—C31	49.4 (7)
C4—S7—C6—S8	0.3 (4)	C26—N2—C30—C31	−69.4 (6)
Sn1—S9—C7—C8	18.3 (5)	N2—C30—C31—C32	−178.6 (6)
Sn1—S9—C7—S11	−160.3 (3)	C30—C31—C32—C33	173.3 (7)
C9—S11—C7—C8	−3.2 (5)	C38—N2—C34—C35	49.7 (6)
C9—S11—C7—S9	175.5 (3)	C30—N2—C34—C35	171.0 (5)
S9—C7—C8—S12	−176.3 (3)	C26—N2—C34—C35	−68.8 (6)
S11—C7—C8—S12	2.3 (6)	N2—C34—C35—C36	178.0 (5)
S9—C7—C8—S10	1.1 (8)	C34—C35—C36—C37	−176.1 (6)
S11—C7—C8—S10	179.7 (3)	C34—N2—C38—C39	54.9 (6)
C9—S12—C8—C7	−0.1 (5)	C30—N2—C38—C39	−68.4 (6)
C9—S12—C8—S10	−177.8 (3)	C26—N2—C38—C39	173.0 (4)
Sn1—S10—C8—C7	−19.5 (5)	N2—C38—C39—C40	176.9 (4)
Sn1—S10—C8—S12	158.0 (3)	C38—C39—C40—C41	−177.2 (5)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C26—H26A···S6	0.99	2.72	3.606 (6)	149
C26—H26B···S2	0.99	2.77	3.621 (6)	144
C29—H29B···S11^i	0.98	2.81	3.711 (8)	153
C30—H30B···O2^ii	0.99	2.53	3.280 (8)	133
C34—H34B···O2^ii	0.99	2.56	3.459 (8)	152
C35—H35A···S2	0.99	2.85	3.819 (6)	165
C38—H38B···O1^iii	0.99	2.44	3.418 (7)	168
C37—H37A···O3^iv	0.98	2.51	3.466 (9)	165
C10—H10B···S6^v	0.99	2.80	3.772 (5)	166

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

(II) Bis(tetraphenylphosphonium) tris(2-oxo-1,3-dithiole-4,5-dithiolato)stannate(IV)

Crystal data

(C24H20P)2[Sn(C3OS4)3]	F(000) = 2712
Mr = 1338.24	Dx = 1.521 Mg m^−3
Monoclinic, P21/n	Melting point: 424 K
Hall symbol: -P 2yn	Mo Kα radiation, λ = 0.71073 Å
a = 14.2844 (2) Å	Cell parameters from 13144 reflections
b = 26.4828 (4) Å	θ = 2.9–27.5°
c = 15.4538 (2) Å	µ = 0.96 mm^−1
β = 90.4168 (6)°	T = 120 K
V = 5845.88 (14) Å^3	Block, dark red
Z = 4	0.20 × 0.18 × 0.16 mm

Data collection

Bruker-Nonius 95mm CCD camera on κ-goniostat diffractometer	13360 independent reflections
Radiation source: Bruker-Nonius FR591 rotating anode	10973 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.040
Detector resolution: 9.091 pixels mm^-1	θmax = 27.5°, θmin = 3.0°
ϕ and ω scans	h = −18→18
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	k = −34→33
Tmin = 0.673, Tmax = 0.857	l = −20→19
64111 measured reflections

Refinement

Refinement on F^2	Primary atom site location: heavy-atom method
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.031	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.078	H-atom parameters constrained
S = 1.09	w = 1/[σ^2(Fo^2) + (0.0365P)^2 + 1.8314P] where P = (Fo^2 + 2Fc^2)/3
13360 reflections	(Δ/σ)max = 0.002
676 parameters	Δρmax = 0.50 e Å^−3
0 restraints	Δρmin = −0.72 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. Least-squares planes (x,y,z in crystal coordinates) and deviations from them (* indicates atom used to define plane)

9.9106(0.0025) x − 8.1991(0.0052) y + 9.9700(0.0029) z = 6.1855(0.0063)

* 0.0373 (0.0007) S1 * −0.0270 (0.0007) S2 * −0.0316 (0.0006) S3 * 0.0410 (0.0006) S4 * −0.0129 (0.0017) C1 * −0.0068 (0.0017) C2 0.4930 (0.0009) Sn1 0.0639 (0.0027) C3 0.1150 (0.0023) O1

Rms deviation of fitted atoms = 0.0289

5.5372(0.0026) x + 23.8054(0.0026) y + 3.1127(0.0037) z = 26.0871(0.0019)

Angle to previous plane (with approximate e.s.d.) = 82.91 (0.02)

* 0.0456 (0.0006) S5 * −0.0139 (0.0007) S6 * −0.0196 (0.0006) S7 * 0.0482 (0.0006) S8 * −0.0308 (0.0017) C4 * −0.0295 (0.0017) C5 1.3871 (0.0008) Sn1 − 0.0117 (0.0024) C6 − 0.0467 (0.0020) O2

Rms deviation of fitted atoms = 0.0337

− 1.5522(0.0031) x + 24.3805(0.0029) y − 5.7834(0.0038) z = 15.2340(0.0064)

Angle to previous plane (with approximate e.s.d.) = 44.86 (0.01)

* 0.0288 (0.0007) S9 * 0.0155 (0.0007) S10 * 0.0124 (0.0007) S11 * 0.0281 (0.0007) S12 * −0.0417 (0.0018) C7 * −0.0431 (0.0018) C8 1.3721 (0.0008) Sn1 − 0.0146 (0.0026) C9 − 0.0824 (0.0023) O3

Rms deviation of fitted atoms = 0.0306

2.4174(0.0027) x − 2.3788(0.0102) y + 15.1481(0.0007) z = 11.0460(0.0105)

Angle to previous plane (with approximate e.s.d.) = 62.02 (0.03)

* 0.0000 (0.0000) O1 * 0.0000 (0.0000) O2 * 0.0000 (0.0000) O3 − 0.2241 (0.0012) Sn1

Rms deviation of fitted atoms = 0.0000

Angle ANG1 97.58 (0.02) O1 - Sn1 - O2

Angle ANG2 84.83 (0.02) O1 - Sn1 - O3

Angle ANG3 175.42 (0.02) O2 - Sn1 - O3

Refinement. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. H atoms in calculated positions with C—H 0.95 A ng. and refined with a riding model with U_iso(H) = 1.2 U_eq(C).

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

	x	y	z	Uiso*/Ueq
Sn1	0.665273 (9)	0.901335 (5)	0.749782 (9)	0.01852 (5)
S1	0.76062 (4)	0.96210 (2)	0.65928 (4)	0.02585 (13)
S2	0.60372 (4)	0.98031 (2)	0.82376 (4)	0.02338 (12)
C1	0.74283 (14)	1.01782 (8)	0.71774 (14)	0.0218 (5)
C2	0.68283 (15)	1.02454 (8)	0.78353 (14)	0.0224 (5)
S3	0.81230 (4)	1.06977 (2)	0.68954 (4)	0.03118 (14)
S4	0.68441 (4)	1.08360 (2)	0.83531 (4)	0.03156 (14)
C3	0.77326 (17)	1.11116 (10)	0.77195 (19)	0.0370 (6)
O1	0.80327 (13)	1.15363 (7)	0.78218 (16)	0.0557 (6)
S5	0.52145 (4)	0.89136 (2)	0.65092 (3)	0.02276 (12)
S6	0.56226 (4)	0.85265 (2)	0.85528 (4)	0.02627 (13)
C4	0.44204 (14)	0.89549 (8)	0.73611 (14)	0.0212 (5)
C5	0.45889 (14)	0.88084 (8)	0.81854 (14)	0.0219 (5)
S7	0.33347 (4)	0.92399 (2)	0.71483 (4)	0.02400 (12)
S8	0.37178 (4)	0.89441 (2)	0.89471 (4)	0.02523 (13)
C6	0.28934 (16)	0.92063 (9)	0.82154 (15)	0.0257 (5)
O2	0.21142 (11)	0.93458 (7)	0.84223 (11)	0.0343 (4)
S9	0.74304 (4)	0.83073 (2)	0.66355 (4)	0.03080 (14)
S10	0.79586 (4)	0.87975 (2)	0.85831 (4)	0.02383 (12)
C7	0.85606 (15)	0.84403 (8)	0.70148 (15)	0.0244 (5)
C8	0.87745 (14)	0.86390 (8)	0.77974 (14)	0.0233 (5)
S11	0.95086 (4)	0.83552 (2)	0.63079 (4)	0.02936 (13)
S12	0.99484 (4)	0.87915 (3)	0.80019 (4)	0.03076 (14)
C9	1.03996 (16)	0.85689 (9)	0.70165 (16)	0.0314 (5)
O3	1.12371 (12)	0.85531 (8)	0.68419 (12)	0.0449 (5)
P1	0.47638 (4)	0.81222 (2)	0.37149 (4)	0.02061 (12)
C10	0.52369 (15)	0.87334 (8)	0.39690 (13)	0.0222 (5)
C11	0.60892 (16)	0.87826 (9)	0.44041 (14)	0.0270 (5)
H11	0.6430	0.8491	0.4578	0.032*
C12	0.64363 (17)	0.92608 (10)	0.45811 (15)	0.0329 (6)
H12	0.7020	0.9298	0.4873	0.040*
C13	0.59359 (19)	0.96835 (10)	0.43347 (15)	0.0350 (6)
H13	0.6173	1.0010	0.4467	0.042*
C14	0.50897 (18)	0.96371 (9)	0.38954 (15)	0.0320 (6)
H14	0.4750	0.9930	0.3725	0.038*
C15	0.47450 (17)	0.91625 (9)	0.37081 (15)	0.0274 (5)
H15	0.4170	0.9128	0.3400	0.033*
C16	0.46417 (14)	0.80878 (8)	0.25559 (14)	0.0212 (5)
C17	0.53689 (16)	0.82796 (9)	0.20521 (15)	0.0276 (5)
H17	0.5899	0.8428	0.2324	0.033*
C18	0.53194 (17)	0.82538 (9)	0.11605 (16)	0.0321 (6)
H18	0.5820	0.8379	0.0821	0.039*
C19	0.45376 (18)	0.80450 (9)	0.07607 (15)	0.0307 (5)
H19	0.4503	0.8028	0.0147	0.037*
C20	0.38105 (17)	0.78613 (9)	0.12530 (15)	0.0305 (5)
H20	0.3274	0.7722	0.0975	0.037*
C21	0.38560 (15)	0.78788 (8)	0.21501 (15)	0.0248 (5)
H21	0.3356	0.7749	0.2486	0.030*
C22	0.36602 (15)	0.80261 (8)	0.42428 (14)	0.0235 (5)
C23	0.32201 (16)	0.75580 (9)	0.41595 (16)	0.0317 (5)
H23	0.3507	0.7296	0.3837	0.038*
C24	0.23630 (18)	0.74770 (10)	0.45493 (17)	0.0397 (6)
H24	0.2055	0.7161	0.4485	0.048*
C25	0.19563 (19)	0.78582 (11)	0.50342 (19)	0.0453 (7)
H25	0.1365	0.7804	0.5295	0.054*
C26	0.24055 (19)	0.83161 (11)	0.51397 (19)	0.0465 (7)
H26	0.2130	0.8571	0.5487	0.056*
C27	0.32574 (17)	0.84045 (9)	0.47410 (16)	0.0346 (6)
H27	0.3563	0.8721	0.4808	0.042*
C28	0.55603 (15)	0.76458 (8)	0.40979 (15)	0.0234 (5)
C29	0.61570 (16)	0.73951 (9)	0.35334 (15)	0.0290 (5)
H29	0.6125	0.7460	0.2929	0.035*
C30	0.67998 (17)	0.70490 (9)	0.38604 (17)	0.0341 (6)
H30	0.7210	0.6877	0.3480	0.041*
C31	0.68422 (16)	0.69552 (9)	0.47402 (17)	0.0326 (6)
H31	0.7284	0.6719	0.4960	0.039*
C32	0.62477 (17)	0.72016 (9)	0.53063 (17)	0.0340 (6)
H32	0.6280	0.7133	0.5909	0.041*
C33	0.56059 (17)	0.75480 (9)	0.49856 (15)	0.0322 (5)
H33	0.5197	0.7719	0.5369	0.039*
P2	0.88580 (4)	0.91210 (2)	0.20981 (4)	0.02145 (12)
C34	0.77598 (14)	0.92892 (8)	0.16109 (13)	0.0200 (4)
C35	0.76636 (16)	0.92908 (9)	0.07156 (15)	0.0283 (5)
H35	0.8182	0.9206	0.0362	0.034*
C36	0.68163 (16)	0.94157 (10)	0.03393 (15)	0.0327 (6)
H36	0.6751	0.9414	−0.0273	0.039*
C37	0.60626 (16)	0.95436 (9)	0.08482 (15)	0.0302 (5)
H37	0.5483	0.9634	0.0585	0.036*
C38	0.61476 (15)	0.95403 (9)	0.17388 (15)	0.0277 (5)
H38	0.5626	0.9628	0.2086	0.033*
C39	0.69880 (15)	0.94105 (8)	0.21275 (14)	0.0243 (5)
H39	0.7043	0.9403	0.2740	0.029*
C40	0.98050 (14)	0.93229 (8)	0.14216 (14)	0.0224 (5)
C41	1.00448 (15)	0.90257 (9)	0.07055 (15)	0.0253 (5)
H41	0.9733	0.8714	0.0602	0.030*
C42	1.07402 (15)	0.91891 (9)	0.01498 (15)	0.0286 (5)
H42	1.0897	0.8992	−0.0342	0.034*
C43	1.12046 (15)	0.96369 (9)	0.03087 (15)	0.0288 (5)
H43	1.1682	0.9746	−0.0073	0.035*
C44	1.09801 (16)	0.99270 (9)	0.10196 (16)	0.0307 (5)
H44	1.1308	1.0233	0.1128	0.037*
C45	1.02777 (15)	0.97742 (9)	0.15757 (15)	0.0267 (5)
H45	1.0119	0.9977	0.2060	0.032*
C46	0.89076 (14)	0.94249 (9)	0.31369 (14)	0.0240 (5)
C47	0.87394 (15)	0.99443 (9)	0.31717 (15)	0.0272 (5)
H47	0.8624	1.0128	0.2654	0.033*
C48	0.87416 (16)	1.01898 (10)	0.39631 (15)	0.0306 (5)
H48	0.8630	1.0543	0.3989	0.037*
C49	0.89065 (16)	0.99207 (11)	0.47137 (15)	0.0354 (6)
H49	0.8905	1.0090	0.5255	0.042*
C50	0.90729 (17)	0.94088 (11)	0.46857 (16)	0.0376 (6)
H50	0.9185	0.9229	0.5208	0.045*
C51	0.90785 (16)	0.91547 (10)	0.39018 (15)	0.0304 (5)
H51	0.9197	0.8802	0.3883	0.036*
C52	0.89278 (16)	0.84483 (9)	0.21863 (15)	0.0268 (5)
C53	0.97821 (18)	0.82277 (10)	0.24369 (18)	0.0391 (6)
H53	1.0302	0.8436	0.2581	0.047*
C54	0.9867 (2)	0.77096 (11)	0.2473 (2)	0.0490 (8)
H54	1.0442	0.7560	0.2649	0.059*
C55	0.9108 (2)	0.74085 (11)	0.2251 (2)	0.0537 (8)
H55	0.9171	0.7052	0.2269	0.064*
C56	0.8257 (2)	0.76191 (10)	0.20034 (19)	0.0479 (7)
H56	0.7741	0.7408	0.1859	0.057*
C57	0.81673 (19)	0.81440 (9)	0.19681 (16)	0.0355 (6)
H57	0.7590	0.8293	0.1796	0.043*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Sn1	0.01706 (7)	0.01620 (8)	0.02234 (8)	0.00047 (6)	0.00215 (5)	−0.00118 (6)
S1	0.0306 (3)	0.0236 (3)	0.0234 (3)	−0.0054 (2)	0.0090 (2)	−0.0032 (2)
S2	0.0254 (3)	0.0215 (3)	0.0233 (3)	0.0052 (2)	0.0055 (2)	−0.0008 (2)
C1	0.0235 (11)	0.0180 (11)	0.0238 (11)	−0.0020 (9)	−0.0038 (9)	0.0011 (9)
C2	0.0231 (11)	0.0183 (11)	0.0257 (11)	0.0028 (9)	−0.0064 (9)	−0.0015 (9)
S3	0.0267 (3)	0.0230 (3)	0.0439 (4)	−0.0049 (2)	−0.0007 (3)	0.0027 (3)
S4	0.0267 (3)	0.0238 (3)	0.0441 (4)	0.0037 (2)	−0.0058 (3)	−0.0129 (3)
C3	0.0239 (12)	0.0250 (14)	0.0620 (18)	0.0015 (10)	−0.0075 (12)	−0.0065 (12)
O1	0.0325 (10)	0.0284 (11)	0.1061 (18)	−0.0049 (8)	−0.0040 (11)	−0.0230 (11)
S5	0.0195 (3)	0.0275 (3)	0.0213 (3)	−0.0009 (2)	0.0021 (2)	−0.0026 (2)
S6	0.0206 (3)	0.0267 (3)	0.0315 (3)	−0.0007 (2)	−0.0001 (2)	0.0103 (2)
C4	0.0175 (10)	0.0199 (12)	0.0263 (12)	−0.0013 (8)	0.0023 (8)	−0.0019 (9)
C5	0.0198 (10)	0.0195 (11)	0.0263 (11)	−0.0030 (9)	0.0032 (9)	0.0013 (9)
S7	0.0192 (3)	0.0292 (3)	0.0237 (3)	0.0026 (2)	0.0023 (2)	0.0035 (2)
S8	0.0227 (3)	0.0293 (3)	0.0237 (3)	−0.0001 (2)	0.0046 (2)	0.0062 (2)
C6	0.0260 (12)	0.0246 (12)	0.0266 (12)	−0.0012 (10)	0.0047 (9)	0.0049 (10)
O2	0.0258 (9)	0.0424 (11)	0.0346 (10)	0.0104 (7)	0.0098 (7)	0.0092 (8)
S9	0.0246 (3)	0.0250 (3)	0.0428 (4)	0.0027 (2)	−0.0012 (2)	−0.0156 (3)
S10	0.0190 (3)	0.0275 (3)	0.0251 (3)	0.0033 (2)	0.0018 (2)	−0.0007 (2)
C7	0.0204 (11)	0.0192 (12)	0.0337 (13)	0.0037 (9)	0.0038 (9)	−0.0027 (10)
C8	0.0190 (10)	0.0215 (12)	0.0293 (12)	0.0017 (9)	0.0029 (9)	0.0013 (9)
S11	0.0286 (3)	0.0270 (3)	0.0327 (3)	0.0020 (2)	0.0071 (2)	−0.0053 (3)
S12	0.0190 (3)	0.0414 (4)	0.0319 (3)	0.0006 (3)	0.0021 (2)	−0.0038 (3)
C9	0.0272 (12)	0.0326 (14)	0.0343 (13)	0.0002 (10)	0.0071 (10)	0.0018 (11)
O3	0.0259 (9)	0.0645 (13)	0.0444 (11)	−0.0054 (9)	0.0122 (8)	−0.0049 (10)
P1	0.0202 (3)	0.0183 (3)	0.0234 (3)	0.0002 (2)	0.0010 (2)	−0.0009 (2)
C10	0.0248 (11)	0.0230 (12)	0.0189 (11)	−0.0036 (9)	0.0026 (8)	−0.0005 (9)
C11	0.0270 (12)	0.0322 (14)	0.0219 (11)	−0.0052 (10)	0.0015 (9)	0.0001 (10)
C12	0.0312 (13)	0.0451 (16)	0.0225 (12)	−0.0144 (12)	0.0025 (10)	−0.0058 (11)
C13	0.0535 (16)	0.0297 (14)	0.0218 (12)	−0.0186 (12)	0.0112 (11)	−0.0077 (10)
C14	0.0470 (15)	0.0220 (13)	0.0271 (13)	−0.0020 (11)	0.0047 (11)	−0.0005 (10)
C15	0.0337 (13)	0.0239 (12)	0.0247 (12)	−0.0018 (10)	−0.0020 (10)	−0.0009 (10)
C16	0.0219 (11)	0.0167 (11)	0.0250 (11)	0.0021 (9)	0.0001 (8)	−0.0014 (9)
C17	0.0260 (12)	0.0279 (13)	0.0289 (12)	−0.0029 (10)	0.0000 (9)	−0.0022 (10)
C18	0.0367 (13)	0.0299 (14)	0.0299 (13)	−0.0015 (11)	0.0074 (10)	0.0010 (11)
C19	0.0481 (15)	0.0203 (13)	0.0236 (12)	0.0045 (11)	−0.0026 (10)	−0.0003 (10)
C20	0.0369 (13)	0.0217 (13)	0.0327 (13)	−0.0002 (10)	−0.0104 (10)	−0.0016 (10)
C21	0.0261 (11)	0.0171 (12)	0.0313 (12)	−0.0008 (9)	−0.0009 (9)	−0.0002 (9)
C22	0.0213 (11)	0.0250 (12)	0.0241 (11)	0.0018 (9)	0.0041 (9)	0.0002 (9)
C23	0.0321 (13)	0.0258 (13)	0.0373 (14)	−0.0040 (10)	0.0091 (10)	−0.0059 (11)
C24	0.0354 (14)	0.0368 (15)	0.0469 (16)	−0.0115 (12)	0.0102 (12)	−0.0048 (13)
C25	0.0318 (14)	0.0478 (18)	0.0566 (18)	−0.0016 (13)	0.0206 (13)	−0.0004 (14)
C26	0.0453 (16)	0.0380 (17)	0.0565 (18)	0.0036 (13)	0.0259 (14)	−0.0075 (13)
C27	0.0379 (14)	0.0260 (13)	0.0402 (15)	−0.0004 (11)	0.0110 (11)	−0.0056 (11)
C28	0.0226 (11)	0.0172 (11)	0.0304 (12)	−0.0001 (9)	−0.0001 (9)	0.0015 (9)
C29	0.0318 (12)	0.0272 (13)	0.0280 (12)	0.0035 (10)	0.0008 (10)	0.0012 (10)
C30	0.0308 (13)	0.0301 (14)	0.0414 (15)	0.0067 (11)	0.0014 (11)	−0.0018 (11)
C31	0.0283 (12)	0.0238 (13)	0.0455 (15)	0.0031 (10)	−0.0073 (11)	0.0034 (11)
C32	0.0369 (14)	0.0324 (14)	0.0326 (13)	0.0013 (11)	−0.0014 (11)	0.0091 (11)
C33	0.0321 (13)	0.0327 (14)	0.0317 (13)	0.0051 (11)	0.0031 (10)	0.0041 (11)
P2	0.0209 (3)	0.0219 (3)	0.0216 (3)	0.0036 (2)	0.0026 (2)	0.0036 (2)
C34	0.0203 (10)	0.0190 (11)	0.0208 (11)	0.0003 (8)	0.0011 (8)	0.0006 (9)
C35	0.0254 (12)	0.0349 (14)	0.0247 (12)	0.0055 (10)	0.0045 (9)	−0.0005 (10)
C36	0.0320 (13)	0.0452 (16)	0.0207 (12)	0.0053 (11)	−0.0009 (9)	0.0017 (11)
C37	0.0232 (12)	0.0357 (14)	0.0317 (13)	0.0039 (10)	−0.0034 (10)	−0.0015 (11)
C38	0.0222 (11)	0.0307 (14)	0.0302 (12)	0.0025 (10)	0.0043 (9)	−0.0024 (10)
C39	0.0257 (11)	0.0276 (13)	0.0198 (11)	0.0032 (10)	0.0035 (9)	0.0018 (9)
C40	0.0192 (10)	0.0245 (12)	0.0233 (11)	0.0047 (9)	0.0017 (8)	0.0043 (9)
C41	0.0240 (11)	0.0244 (13)	0.0274 (12)	0.0002 (9)	0.0032 (9)	−0.0010 (10)
C42	0.0262 (12)	0.0335 (14)	0.0261 (12)	0.0062 (10)	0.0040 (9)	−0.0017 (10)
C43	0.0222 (11)	0.0348 (14)	0.0296 (12)	0.0015 (10)	0.0057 (9)	0.0054 (10)
C44	0.0298 (12)	0.0270 (13)	0.0353 (14)	−0.0045 (10)	0.0012 (10)	0.0023 (11)
C45	0.0276 (12)	0.0254 (13)	0.0270 (12)	0.0021 (10)	0.0018 (9)	0.0005 (10)
C46	0.0187 (10)	0.0322 (13)	0.0209 (11)	0.0015 (9)	0.0011 (8)	0.0037 (9)
C47	0.0253 (11)	0.0334 (14)	0.0229 (12)	0.0045 (10)	0.0010 (9)	0.0003 (10)
C48	0.0280 (12)	0.0350 (14)	0.0289 (13)	−0.0013 (10)	0.0027 (10)	−0.0041 (11)
C49	0.0289 (13)	0.0549 (18)	0.0225 (12)	−0.0077 (12)	0.0023 (10)	−0.0062 (12)
C50	0.0365 (14)	0.0530 (18)	0.0234 (13)	−0.0025 (13)	−0.0019 (10)	0.0112 (12)
C51	0.0280 (12)	0.0355 (14)	0.0277 (12)	0.0014 (10)	0.0007 (10)	0.0089 (11)
C52	0.0293 (12)	0.0223 (12)	0.0289 (12)	0.0030 (10)	0.0091 (9)	0.0046 (10)
C53	0.0325 (14)	0.0332 (15)	0.0517 (17)	0.0098 (11)	0.0092 (12)	0.0137 (12)
C54	0.0497 (17)	0.0345 (16)	0.063 (2)	0.0155 (14)	0.0139 (14)	0.0175 (14)
C55	0.079 (2)	0.0219 (15)	0.061 (2)	0.0133 (15)	0.0197 (17)	0.0068 (14)
C56	0.064 (2)	0.0294 (16)	0.0506 (18)	−0.0086 (14)	0.0073 (14)	−0.0001 (13)
C57	0.0405 (14)	0.0285 (14)	0.0377 (14)	0.0017 (11)	0.0047 (11)	0.0032 (11)

Geometric parameters (Å, º)

Sn1—S1	2.5354 (6)	C25—H25	0.9500
Sn1—S2	2.5435 (5)	C26—C27	1.388 (3)
Sn1—S6	2.5536 (6)	C26—H26	0.9500
Sn1—S9	2.5549 (6)	C27—H27	0.9500
Sn1—S10	2.5639 (6)	C28—C29	1.393 (3)
Sn1—S5	2.5649 (6)	C28—C33	1.397 (3)
S1—C1	1.750 (2)	C29—C30	1.390 (3)
S2—C2	1.745 (2)	C29—H29	0.9500
C1—C2	1.346 (3)	C30—C31	1.383 (3)
C1—S3	1.753 (2)	C30—H30	0.9500
C2—S4	1.757 (2)	C31—C32	1.387 (3)
S3—C3	1.773 (3)	C31—H31	0.9500
S4—C3	1.766 (3)	C32—C33	1.386 (3)
C3—O1	1.214 (3)	C32—H32	0.9500
S5—C4	1.747 (2)	C33—H33	0.9500
S6—C5	1.746 (2)	P2—C52	1.789 (2)
C4—C5	1.352 (3)	P2—C34	1.791 (2)
C4—S7	1.754 (2)	P2—C46	1.797 (2)
C5—S8	1.756 (2)	P2—C40	1.797 (2)
S7—C6	1.772 (2)	C34—C35	1.389 (3)
S8—C6	1.769 (2)	C34—C39	1.403 (3)
C6—O2	1.218 (3)	C35—C36	1.379 (3)
S9—C7	1.749 (2)	C35—H35	0.9500
S10—C8	1.740 (2)	C36—C37	1.380 (3)
C7—C8	1.352 (3)	C36—H36	0.9500
C7—S11	1.760 (2)	C37—C38	1.381 (3)
C8—S12	1.751 (2)	C37—H37	0.9500
S11—C9	1.766 (3)	C38—C39	1.382 (3)
S12—C9	1.760 (2)	C38—H38	0.9500
C9—O3	1.229 (3)	C39—H39	0.9500
P1—C28	1.796 (2)	C40—C45	1.392 (3)
P1—C10	1.796 (2)	C40—C41	1.402 (3)
P1—C22	1.798 (2)	C41—C42	1.387 (3)
P1—C16	1.801 (2)	C41—H41	0.9500
C10—C11	1.393 (3)	C42—C43	1.380 (3)
C10—C15	1.394 (3)	C42—H42	0.9500
C11—C12	1.386 (3)	C43—C44	1.380 (3)
C11—H11	0.9500	C43—H43	0.9500
C12—C13	1.380 (4)	C44—C45	1.386 (3)
C12—H12	0.9500	C44—H44	0.9500
C13—C14	1.387 (4)	C45—H45	0.9500
C13—H13	0.9500	C46—C47	1.397 (3)
C14—C15	1.380 (3)	C46—C51	1.402 (3)
C14—H14	0.9500	C47—C48	1.385 (3)
C15—H15	0.9500	C47—H47	0.9500
C16—C21	1.396 (3)	C48—C49	1.380 (3)
C16—C17	1.398 (3)	C48—H48	0.9500
C17—C18	1.381 (3)	C49—C50	1.377 (4)
C17—H17	0.9500	C49—H49	0.9500
C18—C19	1.387 (3)	C50—C51	1.386 (4)
C18—H18	0.9500	C50—H50	0.9500
C19—C20	1.381 (3)	C51—H51	0.9500
C19—H19	0.9500	C52—C57	1.392 (3)
C20—C21	1.388 (3)	C52—C53	1.405 (3)
C20—H20	0.9500	C53—C54	1.379 (4)
C21—H21	0.9500	C53—H53	0.9500
C22—C27	1.391 (3)	C54—C55	1.387 (4)
C22—C23	1.395 (3)	C54—H54	0.9500
C23—C24	1.385 (3)	C55—C56	1.389 (4)
C23—H23	0.9500	C55—H55	0.9500
C24—C25	1.387 (4)	C56—C57	1.397 (4)
C24—H24	0.9500	C56—H56	0.9500
C25—C26	1.381 (4)	C57—H57	0.9500
S1—Sn1—S2	85.117 (18)	C26—C25—C24	120.4 (2)
S1—Sn1—S6	170.76 (2)	C26—C25—H25	119.8
S2—Sn1—S6	85.728 (19)	C24—C25—H25	119.8
S1—Sn1—S9	86.53 (2)	C25—C26—C27	120.3 (2)
S2—Sn1—S9	171.61 (2)	C25—C26—H26	119.9
S6—Sn1—S9	102.61 (2)	C27—C26—H26	119.9
S1—Sn1—S10	96.384 (19)	C26—C27—C22	119.5 (2)
S2—Sn1—S10	98.136 (19)	C26—C27—H27	120.3
S6—Sn1—S10	83.666 (18)	C22—C27—H27	120.3
S9—Sn1—S10	82.013 (19)	C29—C28—C33	120.2 (2)
S1—Sn1—S5	99.667 (19)	C29—C28—P1	121.17 (17)
S2—Sn1—S5	94.268 (18)	C33—C28—P1	118.59 (17)
S6—Sn1—S5	82.271 (18)	C30—C29—C28	119.5 (2)
S9—Sn1—S5	87.899 (19)	C30—C29—H29	120.2
S10—Sn1—S5	160.47 (2)	C28—C29—H29	120.2
C1—S1—Sn1	99.78 (7)	C31—C30—C29	120.0 (2)
C2—S2—Sn1	99.49 (7)	C31—C30—H30	120.0
C2—C1—S1	126.65 (17)	C29—C30—H30	120.0
C2—C1—S3	116.66 (17)	C30—C31—C32	120.9 (2)
S1—C1—S3	116.67 (12)	C30—C31—H31	119.6
C1—C2—S2	126.71 (17)	C32—C31—H31	119.6
C1—C2—S4	117.09 (17)	C33—C32—C31	119.5 (2)
S2—C2—S4	116.20 (13)	C33—C32—H32	120.3
C1—S3—C3	97.18 (12)	C31—C32—H32	120.3
C2—S4—C3	97.03 (12)	C32—C33—C28	120.0 (2)
O1—C3—S4	124.4 (2)	C32—C33—H33	120.0
O1—C3—S3	123.6 (2)	C28—C33—H33	120.0
S4—C3—S3	111.94 (14)	C52—P2—C34	109.14 (11)
C4—S5—Sn1	93.81 (7)	C52—P2—C46	112.09 (11)
C5—S6—Sn1	93.80 (7)	C34—P2—C46	107.03 (10)
C5—C4—S5	125.45 (17)	C52—P2—C40	107.39 (10)
C5—C4—S7	116.83 (16)	C34—P2—C40	110.00 (10)
S5—C4—S7	117.63 (13)	C46—P2—C40	111.19 (10)
C4—C5—S6	125.00 (17)	C35—C34—C39	119.6 (2)
C4—C5—S8	116.80 (16)	C35—C34—P2	119.95 (16)
S6—C5—S8	118.11 (12)	C39—C34—P2	120.47 (16)
C4—S7—C6	97.13 (11)	C36—C35—C34	120.0 (2)
C5—S8—C6	97.10 (10)	C36—C35—H35	120.0
O2—C6—S8	123.84 (18)	C34—C35—H35	120.0
O2—C6—S7	124.14 (18)	C35—C36—C37	120.3 (2)
S8—C6—S7	112.02 (12)	C35—C36—H36	119.9
C7—S9—Sn1	94.68 (7)	C37—C36—H36	119.9
C8—S10—Sn1	94.88 (8)	C36—C37—C38	120.2 (2)
C8—C7—S9	125.46 (17)	C36—C37—H37	119.9
C8—C7—S11	115.80 (16)	C38—C37—H37	119.9
S9—C7—S11	118.58 (13)	C37—C38—C39	120.3 (2)
C7—C8—S10	124.74 (17)	C37—C38—H38	119.8
C7—C8—S12	117.45 (16)	C39—C38—H38	119.8
S10—C8—S12	117.63 (13)	C38—C39—C34	119.6 (2)
C7—S11—C9	97.37 (11)	C38—C39—H39	120.2
C8—S12—C9	97.06 (11)	C34—C39—H39	120.2
O3—C9—S12	124.4 (2)	C45—C40—C41	119.7 (2)
O3—C9—S11	123.45 (19)	C45—C40—P2	121.47 (17)
S12—C9—S11	112.16 (13)	C41—C40—P2	118.77 (17)
C28—P1—C10	108.94 (10)	C42—C41—C40	119.6 (2)
C28—P1—C22	107.84 (10)	C42—C41—H41	120.2
C10—P1—C22	110.97 (10)	C40—C41—H41	120.2
C28—P1—C16	110.41 (10)	C43—C42—C41	120.2 (2)
C10—P1—C16	107.25 (10)	C43—C42—H42	119.9
C22—P1—C16	111.42 (10)	C41—C42—H42	119.9
C11—C10—C15	120.0 (2)	C42—C43—C44	120.4 (2)
C11—C10—P1	121.06 (18)	C42—C43—H43	119.8
C15—C10—P1	118.90 (17)	C44—C43—H43	119.8
C12—C11—C10	119.4 (2)	C43—C44—C45	120.3 (2)
C12—C11—H11	120.3	C43—C44—H44	119.9
C10—C11—H11	120.3	C45—C44—H44	119.9
C13—C12—C11	120.2 (2)	C44—C45—C40	119.8 (2)
C13—C12—H12	119.9	C44—C45—H45	120.1
C11—C12—H12	119.9	C40—C45—H45	120.1
C12—C13—C14	120.7 (2)	C47—C46—C51	119.9 (2)
C12—C13—H13	119.6	C47—C46—P2	118.01 (16)
C14—C13—H13	119.6	C51—C46—P2	122.03 (19)
C15—C14—C13	119.4 (2)	C48—C47—C46	119.8 (2)
C15—C14—H14	120.3	C48—C47—H47	120.1
C13—C14—H14	120.3	C46—C47—H47	120.1
C14—C15—C10	120.2 (2)	C49—C48—C47	119.9 (2)
C14—C15—H15	119.9	C49—C48—H48	120.0
C10—C15—H15	119.9	C47—C48—H48	120.0
C21—C16—C17	119.5 (2)	C50—C49—C48	120.7 (2)
C21—C16—P1	122.59 (17)	C50—C49—H49	119.7
C17—C16—P1	117.94 (16)	C48—C49—H49	119.7
C18—C17—C16	120.3 (2)	C49—C50—C51	120.5 (2)
C18—C17—H17	119.8	C49—C50—H50	119.7
C16—C17—H17	119.8	C51—C50—H50	119.7
C17—C18—C19	120.0 (2)	C50—C51—C46	119.2 (2)
C17—C18—H18	120.0	C50—C51—H51	120.4
C19—C18—H18	120.0	C46—C51—H51	120.4
C20—C19—C18	120.1 (2)	C57—C52—C53	120.0 (2)
C20—C19—H19	119.9	C57—C52—P2	121.00 (18)
C18—C19—H19	119.9	C53—C52—P2	118.88 (19)
C19—C20—C21	120.6 (2)	C54—C53—C52	120.1 (3)
C19—C20—H20	119.7	C54—C53—H53	120.0
C21—C20—H20	119.7	C52—C53—H53	120.0
C20—C21—C16	119.6 (2)	C53—C54—C55	119.6 (3)
C20—C21—H21	120.2	C53—C54—H54	120.2
C16—C21—H21	120.2	C55—C54—H54	120.2
C27—C22—C23	120.2 (2)	C54—C55—C56	121.2 (3)
C27—C22—P1	121.11 (18)	C54—C55—H55	119.4
C23—C22—P1	118.67 (17)	C56—C55—H55	119.4
C24—C23—C22	119.8 (2)	C55—C56—C57	119.4 (3)
C24—C23—H23	120.1	C55—C56—H56	120.3
C22—C23—H23	120.1	C57—C56—H56	120.3
C23—C24—C25	119.8 (2)	C52—C57—C56	119.7 (3)
C23—C24—H24	120.1	C52—C57—H57	120.1
C25—C24—H24	120.1	C56—C57—H57	120.1
Sn1—S1—C1—C2	−8.7 (2)	C10—P1—C22—C23	−176.10 (18)
Sn1—S1—C1—S3	169.63 (10)	C16—P1—C22—C23	64.5 (2)
S1—C1—C2—S2	−3.3 (3)	C27—C22—C23—C24	2.3 (4)
S3—C1—C2—S2	178.43 (12)	P1—C22—C23—C24	−179.1 (2)
S1—C1—C2—S4	176.14 (12)	C22—C23—C24—C25	−1.3 (4)
S3—C1—C2—S4	−2.2 (2)	C23—C24—C25—C26	−0.8 (5)
Sn1—S2—C2—C1	12.9 (2)	C24—C25—C26—C27	1.8 (5)
Sn1—S2—C2—S4	−166.51 (10)	C25—C26—C27—C22	−0.8 (4)
C2—C1—S3—C3	3.2 (2)	C23—C22—C27—C26	−1.3 (4)
S1—C1—S3—C3	−175.28 (13)	P1—C22—C27—C26	−179.9 (2)
C1—C2—S4—C3	−0.1 (2)	C10—P1—C28—C29	−102.0 (2)
S2—C2—S4—C3	179.42 (13)	C22—P1—C28—C29	137.52 (19)
C2—S4—C3—O1	−179.1 (2)	C16—P1—C28—C29	15.6 (2)
C2—S4—C3—S3	2.15 (16)	C10—P1—C28—C33	74.8 (2)
C1—S3—C3—O1	178.1 (2)	C22—P1—C28—C33	−45.7 (2)
C1—S3—C3—S4	−3.05 (16)	C16—P1—C28—C33	−167.66 (18)
Sn1—S5—C4—C5	−29.6 (2)	C33—C28—C29—C30	−0.3 (3)
Sn1—S5—C4—S7	146.82 (11)	P1—C28—C29—C30	176.44 (18)
S5—C4—C5—S6	−2.5 (3)	C28—C29—C30—C31	0.1 (4)
S7—C4—C5—S6	−178.98 (12)	C29—C30—C31—C32	0.2 (4)
S5—C4—C5—S8	174.07 (12)	C30—C31—C32—C33	−0.3 (4)
S7—C4—C5—S8	−2.4 (2)	C31—C32—C33—C28	0.1 (4)
Sn1—S6—C5—C4	33.0 (2)	C29—C28—C33—C32	0.1 (4)
Sn1—S6—C5—S8	−143.53 (12)	P1—C28—C33—C32	−176.65 (19)
C5—C4—S7—C6	0.0 (2)	C52—P2—C34—C35	−84.4 (2)
S5—C4—S7—C6	−176.77 (13)	C46—P2—C34—C35	154.08 (18)
C4—C5—S8—C6	3.5 (2)	C40—P2—C34—C35	33.2 (2)
S6—C5—S8—C6	−179.66 (14)	C52—P2—C34—C39	94.36 (19)
C5—S8—C6—O2	176.5 (2)	C46—P2—C34—C39	−27.1 (2)
C5—S8—C6—S7	−3.31 (14)	C40—P2—C34—C39	−148.07 (18)
C4—S7—C6—O2	−177.5 (2)	C39—C34—C35—C36	0.6 (3)
C4—S7—C6—S8	2.33 (14)	P2—C34—C35—C36	179.40 (19)
Sn1—S9—C7—C8	30.1 (2)	C34—C35—C36—C37	0.5 (4)
Sn1—S9—C7—S11	−145.08 (12)	C35—C36—C37—C38	−0.9 (4)
S9—C7—C8—S10	0.4 (3)	C36—C37—C38—C39	0.2 (4)
S11—C7—C8—S10	175.68 (13)	C37—C38—C39—C34	1.0 (4)
S9—C7—C8—S12	−174.55 (13)	C35—C34—C39—C38	−1.4 (3)
S11—C7—C8—S12	0.7 (3)	P2—C34—C39—C38	179.87 (18)
Sn1—S10—C8—C7	−30.5 (2)	C52—P2—C40—C45	−144.04 (18)
Sn1—S10—C8—S12	144.46 (12)	C34—P2—C40—C45	97.30 (19)
C8—C7—S11—C9	1.9 (2)	C46—P2—C40—C45	−21.1 (2)
S9—C7—S11—C9	177.52 (14)	C52—P2—C40—C41	38.3 (2)
C7—C8—S12—C9	−3.0 (2)	C34—P2—C40—C41	−80.32 (19)
S10—C8—S12—C9	−178.29 (14)	C46—P2—C40—C41	161.30 (17)
C8—S12—C9—O3	−174.6 (2)	C45—C40—C41—C42	−1.1 (3)
C8—S12—C9—S11	4.03 (16)	P2—C40—C41—C42	176.57 (17)
C7—S11—C9—O3	174.9 (2)	C40—C41—C42—C43	1.1 (3)
C7—S11—C9—S12	−3.75 (15)	C41—C42—C43—C44	−0.2 (4)
C28—P1—C10—C11	−0.6 (2)	C42—C43—C44—C45	−0.8 (4)
C22—P1—C10—C11	118.02 (18)	C43—C44—C45—C40	0.8 (3)
C16—P1—C10—C11	−120.08 (18)	C41—C40—C45—C44	0.1 (3)
C28—P1—C10—C15	178.18 (17)	P2—C40—C45—C44	−177.46 (18)
C22—P1—C10—C15	−63.2 (2)	C52—P2—C46—C47	−171.90 (17)
C16—P1—C10—C15	58.67 (19)	C34—P2—C46—C47	−52.28 (19)
C15—C10—C11—C12	0.6 (3)	C40—P2—C46—C47	67.88 (19)
P1—C10—C11—C12	179.36 (16)	C52—P2—C46—C51	6.1 (2)
C10—C11—C12—C13	0.6 (3)	C34—P2—C46—C51	125.67 (19)
C11—C12—C13—C14	−1.1 (3)	C40—P2—C46—C51	−114.16 (19)
C12—C13—C14—C15	0.3 (3)	C51—C46—C47—C48	−0.1 (3)
C13—C14—C15—C10	0.9 (3)	P2—C46—C47—C48	177.94 (17)
C11—C10—C15—C14	−1.4 (3)	C46—C47—C48—C49	−0.2 (3)
P1—C10—C15—C14	179.86 (18)	C47—C48—C49—C50	0.2 (4)
C28—P1—C16—C21	103.69 (19)	C48—C49—C50—C51	0.1 (4)
C10—P1—C16—C21	−137.74 (18)	C49—C50—C51—C46	−0.3 (4)
C22—P1—C16—C21	−16.1 (2)	C47—C46—C51—C50	0.3 (3)
C28—P1—C16—C17	−76.3 (2)	P2—C46—C51—C50	−177.58 (18)
C10—P1—C16—C17	42.3 (2)	C34—P2—C52—C57	−5.6 (2)
C22—P1—C16—C17	163.88 (17)	C46—P2—C52—C57	112.8 (2)
C21—C16—C17—C18	−1.3 (3)	C40—P2—C52—C57	−124.8 (2)
P1—C16—C17—C18	178.72 (18)	C34—P2—C52—C53	171.06 (19)
C16—C17—C18—C19	1.2 (4)	C46—P2—C52—C53	−70.6 (2)
C17—C18—C19—C20	−0.3 (4)	C40—P2—C52—C53	51.9 (2)
C18—C19—C20—C21	−0.6 (4)	C57—C52—C53—C54	−0.5 (4)
C19—C20—C21—C16	0.5 (3)	P2—C52—C53—C54	−177.2 (2)
C17—C16—C21—C20	0.4 (3)	C52—C53—C54—C55	0.8 (4)
P1—C16—C21—C20	−179.56 (17)	C53—C54—C55—C56	−0.9 (5)
C28—P1—C22—C27	121.8 (2)	C54—C55—C56—C57	0.7 (4)
C10—P1—C22—C27	2.5 (2)	C53—C52—C57—C56	0.3 (4)
C16—P1—C22—C27	−116.9 (2)	P2—C52—C57—C56	176.9 (2)
C28—P1—C22—C23	−56.9 (2)	C55—C56—C57—C52	−0.4 (4)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C38—H38···S2^i	0.95	2.85	3.573 (2)	133
C47—H47···O2^i	0.95	2.41	3.323 (3)	162
C44—H44···S10^ii	0.95	2.81	3.751 (3)	172
C53—H53···O1^ii	0.95	2.46	3.211 (3)	135
C26—H26···O3^iii	0.95	2.46	3.188 (3)	133
C36—H36···S2^iv	0.95	2.71	3.576 (2)	151

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