Two polymorphs of bis(2-bromophenyl) di­sulfide

Colourless crystals of the title compound, bis(2-bromo­phenyl) di­sulfide, C₁₂H₈Br₂S₂, are obtained from the reaction of 2-bromo­phenyl­mercaptan with metallic sodium and either zinc chloride or cadmium chloride in methanol. In the presence of Zn^II ions, the crystals are orthorhombic (space group Pbca, with Z′ = 1); with Cd^II ions present, the product is triclinic (space group , with Z′ = 4). Both polymorphs exhibit significant intramolecular C—H...S hydrogen bonds. In the ortho­rhombic form, mol­ecules are linked by intermolecular C—H...Br hydrogen bonds, while in the triclinic form, mol­ecules exhibit Br...Br contacts.

S1. Comment

The electronic and structural properties of transition and main group metal complexes coordinated by S-donor atoms have attracted intense research interest over the past 30 years (Kasper et al., 1976; Kobayashi et al., 1982; Pullen et al., 1998; Kie-Moon et al. 2001). Although some works have appeared describing the behaviour of the disulfide group as a donor (Valde et al., 1983; Matsubayashi et al., 1990; Ohio, 1993; Kobayashi et al., 1990), it has not been subjected to such detailed study as a number of other donor groups (Balch et al., 1968; Gray, 1966; Schrauzer & Mayweg, 1966). This neglect is in part because the disulfide group tends to give bridged or polymeric metal complexes, which are extremely insoluble and are accordingly difficult to characterize or study. We report here the structures of two polymorphs of bis(2-bromophenyl)disulfide isolated during attempts to synthesize zinc(II) or cadmium(II) complexes of the ligand. There are no significant differences in the bond lengths observed for the two polymorphs (Figs. 1 and 2 and Tables 1 and 2). The substituents are essentially coplanar with their respective ring, giving molecules in which all the atoms lie in two planes. The dihedral angle between the two phenyl rings in the orthorhombic form is 83.34 (9)°, while an average value of 84.90 (2)° is observed for the triclinic form. The values of the S11—S21—C21—C22, S11—S21—C21—C26, S21—S11—C11—C12 and S21—S11—C11—C16 torsion angles in the orthorhombic form [−174.7 (2), 7.5 (2), −172.7 (2) and 8.3 (2)°, respectively] are slightly different from the corresponding mean angles in the triclinic system [−169.9 (2), 11.1 (2), −169.2 (2) and 13.5 (2)°, respectively]. The orthorhombic form crystallizes with one independent molecule in each asymmetric unit (Fig. 1), while in the triclinic form there are four (Fig. 2). In both polymorphs, phenyl rings participate in significant intramolecular C—H···S interactions, with average H···S distances of 2.69 and 2.72 Å (for the orthorhombic and triclinic forms, respectively). The crystal packing for the orthorhombic form shows repulsion between Br atoms, leading to a staggered arrangement of Br atoms in adjacent molecules. The staggered conformation in the orthorhombic form involves intermolecular C—H···S and C—H···Br hydrogen bonds, which are not present in the triclinic form (Fig. 3 and Table 2). The orthorhombic form exhibits mean H···S and H···Br distances of 2.98 and 3.04 Å, respectively. In contrast, the triclinic form shows eclipsed dispositions for the br atoms in different molecules (Fig. 4), which minimizes the intermolecular hydrogen bonding predominant in the orthorhombic form (Table 5). As a result of this eclipsed conformation between adjacent Br atoms and the large covalent radius of the Br atoms (1.14 Å), an accumulation of charge exists around each Br atom. The higher electron density around the Br atoms produces closer [3.770 (9) Å] repulsive contacts between them (Table 4), giving rise to less efficient packing, which can be seen by comparing the cell volumes [2480.4 (6) ų and 2531.4 (8) ų] and crystal densities (2.014 and 1.974 g cm⁻³) for the orthorhombic and triclinic forms.

S2. Experimental

The title compound was prepared by refluxing a methanolic solution (15 ml) of 2-bromophenylmercaptan (2 mmol) in the presence of metallic sodium (1 g) and either ZnCl₂ or CdCl₂ (1 mmol). After refluxing for 4 h at 338 K, the volume of the solution was concentrated to 5 ml and maintained at 278 K for a week, leading to the formation of colourless columns (ZnCl₂) or plates (CdCl₂). IR and NMR spectra for both crystals correspond to the title compound. Analysis; found for the orthorhomic form: C 38.15, H 2.38, S 17.22%; found for the triclinic form: C 38.15, H 2.30, S 16.98%; calculated for C₁₂H₈Br₂S₂: C 38.30, H 2.13, S 17.02%.

S3. Refinement

All H atoms were initially located from difference Fourier maps and thereafter placed at idealized positions and refined using a riding model with a C—H distance of 0.93 Å and U_iso(H) equal to 1.2U_iso(C).

Computing details

For both compounds, data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT. Program(s) used to solve structure: SHELXS97 (Sheldrick, 1997) for (I); SHELXS97 (Sheldrick, 1997a) for (II). Program(s) used to refine structure: SHELXL97 (Sheldrick, 1997) for (I); SHELXL97 (Sheldrick, 1997b) for (II). Molecular graphics: SHELXTL (Sheldrick, 1994) for (I); SHELXTL version 5.03 (Sheldrick, 1994) for (II). For both compounds, software used to prepare material for publication: SHELXL97.

Figures

	Fig. 1. The asymmetric unit of the orthorhombic form (Z' = 1). Displacement ellipsoids are shown at the 50% probability level.
	Fig. 2. The asymmetric unit of the triclinic form (Z' = 4). Displacement ellipsoids are shown at the 50% probability level.
	Fig. 3. The packing arrangement in the orthorhombic form, viewed along b. Hydrogen bonds are indicated by dashed lines.
	Fig. 4. The packing arrangement in the triclinic form, viewed along c. Hydrogen bonds are indicated by dashed lines. ## AUTHOR: Other interactions shown as well?

(I) Bis(2-bromophenyl) disulfide

Crystal data

C12H8Br2S2	F(000) = 1456
Mr = 376.12	Dx = 2.014 Mg m^−3
Orthorhombic, Pbca	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2ab	Cell parameters from 2137 reflections
a = 7.6844 (10) Å	θ = 1.8–26.4°
b = 14.4240 (18) Å	µ = 6.84 mm^−1
c = 22.378 (3) Å	T = 150 K
V = 2480.4 (6) Å^3	Column, colourless
Z = 8	0.38 × 0.20 × 0.16 mm

Data collection

Bruker SMART APEX CCD with an Oxford Cryosystems low-temperature device diffractometer	2537 independent reflections
Radiation source: normal-focus sealed tube	2224 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.028
ϕ and ω scans	θmax = 26.4°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −9→9
Tmin = 0.211, Tmax = 0.335	k = −18→18
18462 measured reflections	l = −27→27

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)] = 0.019	Hydrogen site location: difference Fourier map
wR(F^2) = 0.049	H-atom parameters constrained
S = 1.02	w = 1/[σ^2(Fo^2) + (0.0317P)^2] where P = (Fo^2 + 2Fc^2)/3
2537 reflections	(Δ/σ)max = 0.003
145 parameters	Δρmax = 0.42 e Å^−3
0 restraints	Δρmin = −0.22 e Å^−3

Special details

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

Refinement. 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
Br11	0.05417 (3)	0.23178 (15)	0.77159 (9)	0.02855 (7)
Br21	0.16418 (3)	0.08851 (16)	0.41499 (9)	0.02884 (7)
S11	0.08670 (7)	0.19803 (4)	0.63232 (2)	0.02425 (12)
S21	0.08815 (6)	0.14544 (4)	0.54832 (2)	0.02407 (12)
C11	0.1261 (2)	0.10068 (13)	0.67967 (8)	0.0205 (4)
C12	0.1127 (3)	0.11313 (14)	0.74100 (9)	0.0216 (4)
C13	0.1414 (3)	0.04130 (15)	0.78041 (9)	0.0267 (5)
H13	0.1325	0.0511	0.8214	0.032*
C14	0.1837 (3)	−0.04574 (16)	0.75844 (9)	0.0298 (5)
H14	0.2015	−0.0949	0.7846	0.036*
C15	0.1993 (3)	−0.05908 (15)	0.69761 (9)	0.0270 (5)
H15	0.2283	−0.1173	0.6829	0.032*
C16	0.1722 (3)	0.01333 (14)	0.65864 (9)	0.0235 (4)
H16	0.1848	0.0037	0.6178	0.028*
C21	0.3112 (3)	0.14005 (13)	0.52705 (8)	0.0204 (4)
C22	0.3488 (3)	0.11346 (14)	0.46889 (8)	0.0217 (4)
C23	0.5177 (3)	0.10200 (14)	0.44959 (9)	0.0254 (4)
H23	0.5400	0.0829	0.4106	0.030*
C24	0.6535 (3)	0.11899 (15)	0.48833 (9)	0.0282 (5)
H24	0.7678	0.1115	0.4756	0.034*
C25	0.6188 (3)	0.14731 (14)	0.54629 (9)	0.0270 (5)
H25	0.7103	0.1593	0.5724	0.032*
C26	0.4494 (3)	0.15788 (14)	0.56553 (9)	0.0245 (4)
H26	0.4274	0.1771	0.6045	0.029*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Br11	0.03719 (14)	0.02434 (12)	0.02411 (12)	0.00021 (9)	0.00742 (9)	−0.00358 (8)
Br21	0.02800 (12)	0.03817 (14)	0.02035 (11)	−0.00169 (10)	−0.00360 (8)	−0.00441 (9)
S11	0.0287 (3)	0.0247 (3)	0.0193 (2)	0.0037 (2)	0.0021 (2)	0.0014 (2)
S21	0.0205 (2)	0.0338 (3)	0.0179 (2)	−0.0007 (2)	−0.00069 (19)	0.0005 (2)
C11	0.0171 (9)	0.0230 (11)	0.0213 (10)	−0.0022 (8)	−0.0004 (8)	0.0024 (8)
C12	0.0210 (10)	0.0199 (10)	0.0240 (10)	−0.0005 (8)	0.0031 (8)	−0.0037 (8)
C13	0.0326 (12)	0.0286 (12)	0.0189 (10)	−0.0011 (10)	0.0012 (9)	0.0013 (8)
C14	0.0361 (13)	0.0263 (11)	0.0272 (11)	0.0007 (9)	−0.0006 (9)	0.0067 (9)
C15	0.0282 (11)	0.0227 (11)	0.0300 (11)	0.0001 (9)	0.0009 (9)	−0.0028 (9)
C16	0.0239 (11)	0.0266 (11)	0.0201 (10)	−0.0008 (8)	0.0013 (8)	−0.0018 (8)
C21	0.0227 (10)	0.0189 (10)	0.0196 (9)	0.0002 (8)	0.0007 (8)	0.0031 (8)
C22	0.0233 (10)	0.0213 (10)	0.0204 (9)	−0.0026 (8)	−0.0032 (8)	0.0018 (8)
C23	0.0290 (11)	0.0250 (11)	0.0222 (10)	0.0009 (9)	0.0048 (9)	−0.0022 (8)
C24	0.0199 (10)	0.0308 (11)	0.0340 (12)	0.0010 (9)	0.0037 (9)	0.0028 (10)
C25	0.0212 (10)	0.0320 (12)	0.0278 (11)	−0.0026 (9)	−0.0044 (9)	0.0012 (9)
C26	0.0263 (11)	0.0270 (11)	0.0202 (10)	−0.0026 (9)	−0.0017 (8)	−0.0007 (9)

Geometric parameters (Å, º)

Br11—C12	1.897 (2)	C15—H15	0.9300
Br21—C22	1.897 (2)	C16—H16	0.9300
S11—C11	1.785 (2)	C21—C22	1.387 (3)
S11—S21	2.0270 (7)	C21—C26	1.391 (3)
S21—C21	1.780 (2)	C22—C23	1.378 (3)
C11—C12	1.388 (3)	C23—C24	1.378 (3)
C11—C16	1.391 (3)	C23—H23	0.9300
C12—C13	1.378 (3)	C24—C25	1.386 (3)
C13—C14	1.387 (3)	C24—H24	0.9300
C13—H13	0.9300	C25—C26	1.380 (3)
C14—C15	1.380 (3)	C25—H25	0.9300
C14—H14	0.9300	C26—H26	0.9300
C15—C16	1.377 (3)
C11—S11—S21	104.78 (7)	C11—C16—H16	119.6
C21—S21—S11	105.64 (7)	C22—C21—C26	118.21 (18)
C12—C11—C16	118.08 (17)	C22—C21—S21	117.61 (15)
C12—C11—S11	118.20 (15)	C26—C21—S21	124.15 (15)
C16—C11—S11	123.71 (15)	C23—C22—C21	121.55 (19)
C13—C12—C11	121.57 (19)	C23—C22—Br21	118.86 (15)
C13—C12—Br11	119.02 (15)	C21—C22—Br21	119.56 (15)
C11—C12—Br11	119.41 (15)	C24—C23—C22	119.64 (18)
C12—C13—C14	119.41 (18)	C24—C23—H23	120.2
C12—C13—H13	120.3	C22—C23—H23	120.2
C14—C13—H13	120.3	C23—C24—C25	119.73 (19)
C15—C14—C13	119.75 (19)	C23—C24—H24	120.1
C15—C14—H14	120.1	C25—C24—H24	120.1
C13—C14—H14	120.1	C26—C25—C24	120.4 (2)
C16—C15—C14	120.4 (2)	C26—C25—H25	119.8
C16—C15—H15	119.8	C24—C25—H25	119.8
C14—C15—H15	119.8	C25—C26—C21	120.46 (19)
C15—C16—C11	120.77 (18)	C25—C26—H26	119.8
C15—C16—H16	119.6	C21—C26—H26	119.8
C11—S11—S21—C21	−83.34 (9)	S11—S21—C21—C22	−174.69 (14)
S21—S11—C11—C12	−172.68 (14)	S11—S21—C21—C26	7.46 (19)
S21—S11—C11—C16	8.33 (18)	C26—C21—C22—C23	1.9 (3)
C16—C11—C12—C13	−0.9 (3)	S21—C21—C22—C23	−176.04 (16)
S11—C11—C12—C13	−179.94 (17)	C26—C21—C22—Br21	−179.99 (15)
C16—C11—C12—Br11	178.90 (15)	S21—C21—C22—Br21	2.0 (2)
S11—C11—C12—Br11	−0.1 (2)	C21—C22—C23—C24	−1.3 (3)
C11—C12—C13—C14	−0.4 (3)	Br21—C22—C23—C24	−179.40 (16)
Br11—C12—C13—C14	179.80 (16)	C22—C23—C24—C25	0.1 (3)
C12—C13—C14—C15	1.0 (3)	C23—C24—C25—C26	0.5 (3)
C13—C14—C15—C16	−0.4 (3)	C24—C25—C26—C21	0.2 (3)
C14—C15—C16—C11	−1.0 (3)	C22—C21—C26—C25	−1.3 (3)
C12—C11—C16—C15	1.6 (3)	S21—C21—C26—C25	176.50 (16)
S11—C11—C16—C15	−179.43 (16)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C16—H16···S21	0.93	2.67	3.185 (2)	115
C26—H26···S11	0.93	2.71	3.215 (2)	115
C25—H25···S21^i	0.93	2.96	3.607 (2)	128
C24—H24···S21^i	0.93	2.99	3.620 (2)	126
C26—H26···Br11^ii	0.93	3.04	3.882 (2)	151

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

(II) Bis(2-bromophenyl) disulfide

Crystal data

C12H8Br2S2	Z = 8
Mr = 376.12	F(000) = 1456
Triclinic, P1	Dx = 1.974 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 11.8186 (19) Å	Cell parameters from 3180 reflections
b = 15.489 (3) Å	θ = 1.4–28.8°
c = 15.653 (3) Å	µ = 6.70 mm^−1
α = 102.122 (5)°	T = 150 K
β = 100.393 (5)°	Plate, colourless
γ = 110.001 (5)°	0.13 × 0.11 × 0.06 mm
V = 2531.4 (8) Å^3

Data collection

Bruker SMART APEX CCD with an Oxford Cryosystems low-temperature device diffractometer	13188 independent reflections
Radiation source: normal-focus sealed tube	8387 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.031
ϕ and ω scans	θmax = 28.8°, θmin = 1.4°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −15→16
Tmin = 0.408, Tmax = 0.669	k = −20→20
22934 measured reflections	l = −21→21

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)] = 0.035	Hydrogen site location: difference Fourier map
wR(F^2) = 0.060	H-atom parameters constrained
S = 1.00	w = 1/[σ^2(Fo^2) + (0.0121P)^2] where P = (Fo^2 + 2Fc^2)/3
11915 reflections	(Δ/σ)max = 0.002
577 parameters	Δρmax = 0.98 e Å^−3
0 restraints	Δρmin = −1.03 e Å^−3

Special details

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

Refinement. 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
Br11	0.48434 (3)	0.14082 (2)	0.16448 (3)	0.03224 (9)
Br21	0.96195 (3)	−0.12266 (3)	0.03784 (3)	0.03552 (10)
S11	0.68930 (8)	0.05653 (6)	0.13605 (7)	0.0309 (2)
S21	0.78582 (8)	−0.01581 (7)	0.08068 (6)	0.0317 (2)
C11	0.5307 (3)	−0.0289 (2)	0.1035 (2)	0.0227 (8)
C12	0.4404 (3)	0.0067 (2)	0.1184 (2)	0.0221 (7)
C13	0.3166 (3)	−0.0544 (2)	0.1015 (2)	0.0282 (8)
H13	0.2577	−0.0295	0.1132	0.034*
C14	0.2808 (3)	−0.1522 (2)	0.0675 (2)	0.0313 (9)
H14	0.1977	−0.1936	0.0557	0.038*
C15	0.3699 (3)	−0.1884 (2)	0.0509 (2)	0.0304 (9)
H15	0.3461	−0.2544	0.0281	0.036*
C16	0.4941 (3)	−0.1270 (2)	0.0682 (2)	0.0268 (8)
H16	0.5528	−0.1518	0.0560	0.032*
C21	0.8256 (3)	−0.0752 (2)	0.1600 (2)	0.0224 (8)
C22	0.9021 (3)	−0.1232 (2)	0.1423 (2)	0.0252 (8)
C23	0.9352 (3)	−0.1730 (2)	0.1995 (3)	0.0350 (9)
H23	0.9863	−0.2053	0.1866	0.042*
C24	0.8921 (3)	−0.1746 (3)	0.2750 (3)	0.0394 (10)
H24	0.9147	−0.2077	0.3136	0.047*
C25	0.8153 (3)	−0.1273 (3)	0.2941 (2)	0.0363 (9)
H25	0.7857	−0.1290	0.3452	0.044*
C26	0.7826 (3)	−0.0774 (2)	0.2373 (2)	0.0293 (8)
H26	0.7317	−0.0450	0.2506	0.035*
Br31	0.50331 (3)	0.30046 (3)	0.38136 (3)	0.03634 (10)
Br41	0.98069 (3)	0.66116 (3)	0.88201 (2)	0.03702 (10)
S31	0.69929 (8)	0.42892 (6)	0.57070 (6)	0.0282 (2)
S41	0.78617 (8)	0.52974 (7)	0.69348 (6)	0.0313 (2)
C31	0.6561 (3)	0.4911 (2)	0.4953 (2)	0.0228 (8)
C32	0.5738 (3)	0.4367 (2)	0.4108 (2)	0.0256 (8)
C33	0.5392 (3)	0.4780 (3)	0.3468 (2)	0.0337 (9)
H33	0.4822	0.4399	0.2910	0.040*
C34	0.5904 (3)	0.5774 (3)	0.3665 (3)	0.0386 (10)
H34	0.5695	0.6063	0.3231	0.046*
C35	0.6724 (3)	0.6336 (3)	0.4508 (3)	0.0358 (9)
H35	0.7051	0.7002	0.4644	0.043*
C36	0.7057 (3)	0.5911 (2)	0.5144 (2)	0.0277 (8)
H36	0.7617	0.6292	0.5706	0.033*
C41	0.9454 (3)	0.5836 (2)	0.6920 (2)	0.0230 (8)
C42	1.0326 (3)	0.6403 (2)	0.7746 (2)	0.0242 (8)
C43	1.1584 (3)	0.6869 (2)	0.7793 (2)	0.0277 (8)
H43	1.2160	0.7253	0.8348	0.033*
C44	1.1968 (3)	0.6757 (2)	0.7011 (3)	0.0303 (9)
H44	1.2809	0.7054	0.7040	0.036*
C45	1.1107 (3)	0.6205 (2)	0.6185 (2)	0.0302 (9)
H45	1.1367	0.6146	0.5657	0.036*
C46	0.9853 (3)	0.5739 (2)	0.6140 (2)	0.0268 (8)
H46	0.9279	0.5359	0.5583	0.032*
Br51	0.16503 (4)	0.13950 (3)	0.20227 (3)	0.04086 (11)
Br61	0.36130 (3)	−0.12415 (3)	0.58307 (3)	0.04290 (11)
S51	0.25242 (8)	0.03597 (7)	0.33919 (6)	0.0329 (2)
S61	0.26338 (8)	−0.04125 (7)	0.42816 (6)	0.0316 (2)
C51	0.1415 (3)	0.0850 (2)	0.3643 (2)	0.0246 (8)
C52	0.1022 (3)	0.1319 (2)	0.3047 (2)	0.0272 (8)
C53	0.0171 (3)	0.1720 (2)	0.3192 (3)	0.0342 (9)
H53	−0.0094	0.2019	0.2787	0.041*
C54	−0.0286 (3)	0.1676 (2)	0.3941 (3)	0.0374 (10)
H54	−0.0866	0.1942	0.4037	0.045*
C55	0.0114 (3)	0.1240 (2)	0.4547 (3)	0.0357 (9)
H55	−0.0179	0.1228	0.5059	0.043*
C56	0.0948 (3)	0.0823 (2)	0.4391 (2)	0.0301 (8)
H56	0.1201	0.0519	0.4795	0.036*
C61	0.3719 (3)	0.0441 (2)	0.5309 (2)	0.0241 (8)
C62	0.4148 (3)	0.0102 (2)	0.5995 (3)	0.0275 (8)
C63	0.4983 (3)	0.0716 (3)	0.6810 (3)	0.0352 (9)
H63	0.5257	0.0471	0.7263	0.042*
C64	0.5407 (3)	0.1692 (3)	0.6951 (3)	0.0371 (10)
H64	0.5971	0.2109	0.7499	0.045*
C65	0.4996 (3)	0.2055 (3)	0.6276 (3)	0.0364 (9)
H65	0.5282	0.2715	0.6370	0.044*
C66	0.4161 (3)	0.1432 (2)	0.5462 (2)	0.0299 (9)
H66	0.3889	0.1679	0.5010	0.036*
Br71	0.35381 (3)	0.31781 (3)	0.08740 (3)	0.04085 (11)
Br81	1.09271 (4)	0.61651 (3)	0.11356 (3)	0.04224 (11)
S71	0.64557 (8)	0.41596 (6)	0.11577 (6)	0.0310 (2)
S81	0.81287 (8)	0.49280 (7)	0.09867 (6)	0.0335 (2)
C71	0.5633 (3)	0.4934 (2)	0.1174 (2)	0.0223 (8)
C72	0.4356 (3)	0.4530 (2)	0.1089 (2)	0.0253 (8)
C73	0.3659 (3)	0.5080 (3)	0.1143 (2)	0.0297 (9)
H73	0.2806	0.4795	0.1086	0.036*
C74	0.4229 (3)	0.6051 (3)	0.1283 (2)	0.0362 (9)
H74	0.3761	0.6427	0.1322	0.043*
C75	0.5496 (3)	0.6473 (2)	0.1368 (2)	0.0322 (9)
H75	0.5881	0.7131	0.1461	0.039*
C76	0.6195 (3)	0.5912 (2)	0.1313 (2)	0.0271 (8)
H76	0.7048	0.6198	0.1369	0.033*
C81	0.9092 (3)	0.5642 (2)	0.2106 (2)	0.0244 (8)
C82	1.0333 (3)	0.6206 (2)	0.2186 (2)	0.0262 (8)
C83	1.1141 (3)	0.6801 (2)	0.3021 (3)	0.0334 (9)
H83	1.1969	0.7170	0.3064	0.040*
C84	1.0718 (3)	0.6846 (2)	0.3792 (3)	0.0341 (9)
H84	1.1256	0.7246	0.4355	0.041*
C85	0.9478 (3)	0.6285 (2)	0.3712 (2)	0.0318 (9)
H85	0.9188	0.6308	0.4227	0.038*
C86	0.8677 (3)	0.5696 (2)	0.2879 (2)	0.0279 (8)
H86	0.7848	0.5330	0.2835	0.033*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Br11	0.02924 (19)	0.02342 (19)	0.0378 (2)	0.01103 (16)	0.00326 (17)	0.00035 (17)
Br21	0.02816 (19)	0.0395 (2)	0.0349 (2)	0.01291 (18)	0.00990 (18)	0.00261 (19)
S11	0.0233 (5)	0.0255 (5)	0.0432 (6)	0.0099 (4)	0.0069 (4)	0.0101 (5)
S21	0.0303 (5)	0.0414 (6)	0.0357 (6)	0.0206 (5)	0.0137 (5)	0.0210 (5)
C11	0.0222 (18)	0.0232 (19)	0.020 (2)	0.0073 (15)	0.0016 (15)	0.0065 (16)
C12	0.0271 (18)	0.0206 (18)	0.0169 (19)	0.0085 (15)	0.0035 (15)	0.0061 (15)
C13	0.0249 (19)	0.034 (2)	0.027 (2)	0.0144 (17)	0.0031 (16)	0.0095 (18)
C14	0.0272 (19)	0.026 (2)	0.033 (2)	0.0033 (17)	0.0024 (17)	0.0097 (18)
C15	0.037 (2)	0.022 (2)	0.025 (2)	0.0078 (17)	0.0025 (18)	0.0060 (17)
C16	0.032 (2)	0.025 (2)	0.025 (2)	0.0132 (17)	0.0068 (17)	0.0069 (17)
C21	0.0170 (16)	0.0222 (18)	0.022 (2)	0.0043 (15)	−0.0001 (15)	0.0054 (16)
C22	0.0215 (18)	0.0233 (19)	0.022 (2)	0.0054 (15)	−0.0001 (15)	−0.0010 (16)
C23	0.035 (2)	0.026 (2)	0.040 (3)	0.0150 (18)	0.0002 (19)	0.0060 (19)
C24	0.044 (2)	0.030 (2)	0.037 (3)	0.0112 (19)	−0.004 (2)	0.015 (2)
C25	0.036 (2)	0.038 (2)	0.026 (2)	0.0049 (19)	0.0047 (18)	0.0112 (19)
C26	0.0253 (19)	0.031 (2)	0.028 (2)	0.0097 (17)	0.0050 (17)	0.0073 (18)
Br31	0.0327 (2)	0.0279 (2)	0.0352 (2)	0.00597 (17)	0.00460 (18)	−0.00316 (18)
Br41	0.0352 (2)	0.0427 (2)	0.0236 (2)	0.01079 (19)	0.00437 (18)	0.00151 (19)
S31	0.0245 (5)	0.0263 (5)	0.0272 (5)	0.0052 (4)	0.0011 (4)	0.0078 (4)
S41	0.0222 (5)	0.0405 (6)	0.0240 (5)	0.0071 (4)	0.0039 (4)	0.0064 (5)
C31	0.0197 (17)	0.0253 (19)	0.023 (2)	0.0091 (15)	0.0052 (16)	0.0068 (17)
C32	0.0224 (18)	0.026 (2)	0.025 (2)	0.0082 (16)	0.0053 (16)	0.0041 (17)
C33	0.031 (2)	0.046 (3)	0.023 (2)	0.0168 (19)	0.0043 (17)	0.0073 (19)
C34	0.046 (2)	0.051 (3)	0.040 (3)	0.033 (2)	0.020 (2)	0.025 (2)
C35	0.034 (2)	0.029 (2)	0.050 (3)	0.0157 (19)	0.018 (2)	0.014 (2)
C36	0.0217 (18)	0.027 (2)	0.031 (2)	0.0085 (16)	0.0056 (17)	0.0059 (18)
C41	0.0194 (17)	0.0207 (18)	0.028 (2)	0.0076 (15)	0.0037 (16)	0.0070 (16)
C42	0.0260 (18)	0.0224 (19)	0.022 (2)	0.0113 (16)	0.0011 (16)	0.0034 (16)
C43	0.0252 (19)	0.0211 (19)	0.028 (2)	0.0049 (16)	−0.0032 (17)	0.0052 (17)
C44	0.0210 (18)	0.023 (2)	0.040 (3)	0.0031 (16)	0.0070 (18)	0.0070 (18)
C45	0.031 (2)	0.031 (2)	0.030 (2)	0.0114 (18)	0.0110 (18)	0.0099 (18)
C46	0.0251 (19)	0.0236 (19)	0.024 (2)	0.0057 (16)	0.0016 (16)	0.0031 (16)
Br51	0.0408 (2)	0.0511 (3)	0.0304 (2)	0.0127 (2)	0.00922 (19)	0.0210 (2)
Br61	0.0367 (2)	0.0384 (2)	0.0625 (3)	0.01736 (19)	0.0124 (2)	0.0296 (2)
S51	0.0331 (5)	0.0470 (6)	0.0271 (6)	0.0221 (5)	0.0114 (4)	0.0148 (5)
S61	0.0323 (5)	0.0305 (5)	0.0322 (6)	0.0142 (4)	0.0054 (4)	0.0093 (5)
C51	0.0205 (17)	0.0242 (19)	0.023 (2)	0.0039 (15)	0.0025 (16)	0.0055 (16)
C52	0.0236 (18)	0.026 (2)	0.022 (2)	0.0015 (16)	0.0019 (16)	0.0051 (17)
C53	0.030 (2)	0.028 (2)	0.040 (3)	0.0076 (17)	0.0010 (19)	0.0152 (19)
C54	0.032 (2)	0.027 (2)	0.052 (3)	0.0133 (18)	0.013 (2)	0.008 (2)
C55	0.038 (2)	0.031 (2)	0.036 (2)	0.0100 (19)	0.0149 (19)	0.0070 (19)
C56	0.033 (2)	0.029 (2)	0.028 (2)	0.0122 (17)	0.0068 (18)	0.0100 (18)
C61	0.0234 (18)	0.030 (2)	0.021 (2)	0.0121 (16)	0.0075 (16)	0.0089 (17)
C62	0.0256 (18)	0.030 (2)	0.036 (2)	0.0142 (17)	0.0146 (18)	0.0173 (19)
C63	0.029 (2)	0.053 (3)	0.029 (2)	0.017 (2)	0.0116 (18)	0.019 (2)
C64	0.029 (2)	0.047 (3)	0.026 (2)	0.0105 (19)	0.0060 (18)	0.000 (2)
C65	0.038 (2)	0.031 (2)	0.042 (3)	0.0118 (19)	0.017 (2)	0.012 (2)
C66	0.033 (2)	0.029 (2)	0.030 (2)	0.0122 (18)	0.0106 (18)	0.0137 (19)
Br71	0.0335 (2)	0.0278 (2)	0.0477 (3)	−0.00217 (17)	0.00650 (19)	0.0117 (2)
Br81	0.0369 (2)	0.0491 (3)	0.0468 (3)	0.0146 (2)	0.0220 (2)	0.0215 (2)
S71	0.0255 (5)	0.0243 (5)	0.0378 (6)	0.0084 (4)	0.0028 (4)	0.0056 (4)
S81	0.0272 (5)	0.0410 (6)	0.0286 (6)	0.0129 (4)	0.0058 (4)	0.0056 (5)
C71	0.0215 (17)	0.0244 (19)	0.0186 (19)	0.0084 (15)	0.0005 (15)	0.0067 (16)
C72	0.0261 (19)	0.0213 (19)	0.020 (2)	0.0016 (16)	0.0015 (16)	0.0053 (16)
C73	0.0195 (18)	0.040 (2)	0.025 (2)	0.0083 (17)	0.0036 (16)	0.0080 (18)
C74	0.039 (2)	0.041 (2)	0.033 (2)	0.025 (2)	0.0030 (19)	0.010 (2)
C75	0.035 (2)	0.024 (2)	0.031 (2)	0.0084 (17)	0.0017 (18)	0.0088 (18)
C76	0.0221 (18)	0.025 (2)	0.027 (2)	0.0038 (16)	0.0003 (16)	0.0078 (17)
C81	0.0237 (18)	0.027 (2)	0.023 (2)	0.0126 (16)	0.0023 (16)	0.0090 (17)
C82	0.0291 (19)	0.026 (2)	0.027 (2)	0.0130 (17)	0.0095 (17)	0.0101 (17)
C83	0.0236 (19)	0.027 (2)	0.045 (3)	0.0068 (17)	0.0038 (19)	0.012 (2)
C84	0.033 (2)	0.029 (2)	0.033 (2)	0.0100 (18)	−0.0029 (18)	0.0060 (18)
C85	0.036 (2)	0.034 (2)	0.027 (2)	0.0149 (18)	0.0073 (18)	0.0116 (19)
C86	0.0219 (18)	0.029 (2)	0.033 (2)	0.0102 (16)	0.0048 (17)	0.0111 (18)

Geometric parameters (Å, º)

Br11—C12	1.898 (3)	Br51—C52	1.894 (3)
Br21—C22	1.896 (3)	Br61—C62	1.901 (3)
S11—C11	1.789 (3)	S51—C51	1.787 (3)
S11—S21	2.0326 (12)	S51—S61	2.0317 (13)
S21—C21	1.782 (3)	S61—C61	1.783 (3)
C11—C16	1.384 (4)	C51—C56	1.383 (4)
C11—C12	1.391 (4)	C51—C52	1.405 (4)
C12—C13	1.384 (4)	C52—C53	1.377 (4)
C13—C14	1.378 (4)	C53—C54	1.381 (5)
C13—H13	0.9300	C53—H53	0.9300
C14—C15	1.391 (4)	C54—C55	1.380 (5)
C14—H14	0.9300	C54—H54	0.9300
C15—C16	1.388 (4)	C55—C56	1.381 (4)
C15—H15	0.9300	C55—H55	0.9300
C16—H16	0.9300	C56—H56	0.9300
C21—C22	1.382 (4)	C61—C62	1.381 (4)
C21—C26	1.396 (4)	C61—C66	1.393 (4)
C22—C23	1.385 (4)	C62—C63	1.379 (5)
C23—C24	1.371 (5)	C63—C64	1.373 (5)
C23—H23	0.9300	C63—H63	0.9300
C24—C25	1.383 (5)	C64—C65	1.385 (5)
C24—H24	0.9300	C64—H64	0.9300
C25—C26	1.381 (4)	C65—C66	1.380 (5)
C25—H25	0.9300	C65—H65	0.9300
C26—H26	0.9300	C66—H66	0.9300
Br31—C32	1.900 (3)	Br71—C72	1.906 (3)
Br41—C42	1.895 (3)	Br81—C82	1.898 (3)
S31—C31	1.782 (3)	S71—C71	1.783 (3)
S31—S41	2.0291 (14)	S71—S81	2.0279 (13)
S41—C41	1.785 (3)	S81—C81	1.787 (3)
C31—C32	1.383 (4)	C71—C76	1.381 (4)
C31—C36	1.398 (4)	C71—C72	1.391 (4)
C32—C33	1.371 (4)	C72—C73	1.373 (4)
C33—C34	1.389 (5)	C73—C74	1.371 (5)
C33—H33	0.9300	C73—H73	0.9300
C34—C35	1.385 (5)	C74—C75	1.383 (4)
C34—H34	0.9300	C74—H74	0.9300
C35—C36	1.375 (4)	C75—C76	1.388 (4)
C35—H35	0.9300	C75—H75	0.9300
C36—H36	0.9300	C76—H76	0.9300
C41—C46	1.384 (4)	C81—C86	1.382 (4)
C41—C42	1.389 (4)	C81—C82	1.393 (4)
C42—C43	1.392 (4)	C82—C83	1.382 (5)
C43—C44	1.378 (4)	C83—C84	1.384 (5)
C43—H43	0.9300	C83—H83	0.9300
C44—C45	1.379 (4)	C84—C85	1.392 (5)
C44—H44	0.9300	C84—H84	0.9300
C45—C46	1.390 (4)	C85—C86	1.376 (4)
C45—H45	0.9300	C85—H85	0.9300
C46—H46	0.9300	C86—H86	0.9300
Br11···Br71	3.8681 (9)	Br21···Br51^i	3.7056 (10)
Br11···Br31	3.6755 (9)	Br31···Br61^iii	3.6926 (9)
Br21···Br71^i	3.7499 (9)	Br51···Br71	3.8931 (10)
Br21···Br41^ii	3.8056 (9)
C11—S11—S21	105.42 (11)	C51—S51—S61	104.42 (12)
C21—S21—S11	105.55 (12)	C61—S61—S51	105.17 (12)
C16—C11—C12	118.9 (3)	C56—C51—C52	118.2 (3)
C16—C11—S11	124.2 (2)	C56—C51—S51	124.7 (3)
C12—C11—S11	117.0 (2)	C52—C51—S51	117.0 (2)
C13—C12—C11	121.2 (3)	C53—C52—C51	120.8 (3)
C13—C12—Br11	118.1 (2)	C53—C52—Br51	119.2 (3)
C11—C12—Br11	120.8 (2)	C51—C52—Br51	120.0 (2)
C14—C13—C12	119.8 (3)	C52—C53—C54	119.8 (3)
C14—C13—H13	120.1	C52—C53—H53	120.1
C12—C13—H13	120.1	C54—C53—H53	120.1
C13—C14—C15	119.5 (3)	C53—C54—C55	120.3 (3)
C13—C14—H14	120.2	C53—C54—H54	119.9
C15—C14—H14	120.2	C55—C54—H54	119.9
C16—C15—C14	120.6 (3)	C54—C55—C56	119.8 (3)
C16—C15—H15	119.7	C54—C55—H55	120.1
C14—C15—H15	119.7	C56—C55—H55	120.1
C11—C16—C15	120.1 (3)	C55—C56—C51	121.1 (3)
C11—C16—H16	120.0	C55—C56—H56	119.5
C15—C16—H16	120.0	C51—C56—H56	119.5
C22—C21—C26	118.6 (3)	C62—C61—C66	117.9 (3)
C22—C21—S21	117.3 (3)	C62—C61—S61	118.3 (3)
C26—C21—S21	124.1 (2)	C66—C61—S61	123.8 (3)
C21—C22—C23	121.0 (3)	C63—C62—C61	121.7 (3)
C21—C22—Br21	120.0 (3)	C63—C62—Br61	117.8 (3)
C23—C22—Br21	119.0 (3)	C61—C62—Br61	120.4 (3)
C24—C23—C22	119.7 (3)	C64—C63—C62	119.6 (3)
C24—C23—H23	120.2	C64—C63—H63	120.2
C22—C23—H23	120.2	C62—C63—H63	120.2
C23—C24—C25	120.4 (3)	C63—C64—C65	120.1 (4)
C23—C24—H24	119.8	C63—C64—H64	120.0
C25—C24—H24	119.8	C65—C64—H64	120.0
C26—C25—C24	119.9 (3)	C66—C65—C64	119.8 (4)
C26—C25—H25	120.1	C66—C65—H65	120.1
C24—C25—H25	120.1	C64—C65—H65	120.1
C25—C26—C21	120.4 (3)	C65—C66—C61	120.9 (3)
C25—C26—H26	119.8	C65—C66—H66	119.5
C21—C26—H26	119.8	C61—C66—H66	119.5
C31—S31—S41	105.39 (12)	C71—S71—S81	104.62 (11)
C41—S41—S31	104.64 (12)	C81—S81—S71	105.05 (12)
C32—C31—C36	118.1 (3)	C76—C71—C72	118.3 (3)
C32—C31—S31	117.8 (2)	C76—C71—S71	124.1 (2)
C36—C31—S31	124.0 (3)	C72—C71—S71	117.5 (2)
C33—C32—C31	122.0 (3)	C73—C72—C71	121.6 (3)
C33—C32—Br31	118.1 (3)	C73—C72—Br71	118.8 (3)
C31—C32—Br31	119.9 (3)	C71—C72—Br71	119.6 (2)
C32—C33—C34	119.1 (4)	C74—C73—C72	119.6 (3)
C32—C33—H33	120.4	C74—C73—H73	120.2
C34—C33—H33	120.4	C72—C73—H73	120.2
C35—C34—C33	120.0 (4)	C73—C74—C75	120.2 (3)
C35—C34—H34	120.0	C73—C74—H74	119.9
C33—C34—H34	120.0	C75—C74—H74	119.9
C36—C35—C34	120.2 (3)	C74—C75—C76	119.9 (3)
C36—C35—H35	119.9	C74—C75—H75	120.0
C34—C35—H35	119.9	C76—C75—H75	120.0
C35—C36—C31	120.5 (3)	C71—C76—C75	120.4 (3)
C35—C36—H36	119.7	C71—C76—H76	119.8
C31—C36—H36	119.7	C75—C76—H76	119.8
C46—C41—C42	118.9 (3)	C86—C81—C82	118.7 (3)
C46—C41—S41	124.0 (3)	C86—C81—S81	124.6 (3)
C42—C41—S41	117.1 (3)	C82—C81—S81	116.7 (3)
C41—C42—C43	120.8 (3)	C83—C82—C81	120.9 (3)
C41—C42—Br41	120.3 (2)	C83—C82—Br81	119.3 (3)
C43—C42—Br41	118.8 (3)	C81—C82—Br81	119.8 (3)
C44—C43—C42	119.5 (3)	C82—C83—C84	120.0 (3)
C44—C43—H43	120.2	C82—C83—H83	120.0
C42—C43—H43	120.2	C84—C83—H83	120.0
C43—C44—C45	120.2 (3)	C83—C84—C85	119.1 (4)
C43—C44—H44	119.9	C83—C84—H84	120.4
C45—C44—H44	119.9	C85—C84—H84	120.4
C44—C45—C46	120.2 (3)	C86—C85—C84	120.6 (3)
C44—C45—H45	119.9	C86—C85—H85	119.7
C46—C45—H45	119.9	C84—C85—H85	119.7
C41—C46—C45	120.4 (3)	C85—C86—C81	120.7 (3)
C41—C46—H46	119.8	C85—C86—H86	119.7
C45—C46—H46	119.8	C81—C86—H86	119.7
C11—S11—S21—C21	−84.88 (16)	C51—S51—S61—C61	−83.35 (16)
S21—S11—C11—C16	14.1 (3)	S61—S51—C51—C56	10.2 (3)
S21—S11—C11—C12	−168.4 (2)	S61—S51—C51—C52	−171.7 (2)
C16—C11—C12—C13	2.4 (5)	C56—C51—C52—C53	−1.6 (5)
S11—C11—C12—C13	−175.3 (3)	S51—C51—C52—C53	−179.8 (3)
C16—C11—C12—Br11	−178.7 (2)	C56—C51—C52—Br51	179.0 (2)
S11—C11—C12—Br11	3.5 (4)	S51—C51—C52—Br51	0.8 (4)
C11—C12—C13—C14	−1.5 (5)	C51—C52—C53—C54	1.2 (5)
Br11—C12—C13—C14	179.6 (3)	Br51—C52—C53—C54	−179.5 (3)
C12—C13—C14—C15	0.4 (5)	C52—C53—C54—C55	0.5 (5)
C13—C14—C15—C16	−0.1 (5)	C53—C54—C55—C56	−1.8 (5)
C12—C11—C16—C15	−2.1 (5)	C54—C55—C56—C51	1.3 (5)
S11—C11—C16—C15	175.4 (3)	C52—C51—C56—C55	0.4 (5)
C14—C15—C16—C11	1.0 (5)	S51—C51—C56—C55	178.4 (3)
S11—S21—C21—C22	−174.3 (2)	S51—S61—C61—C62	−169.2 (2)
S11—S21—C21—C26	6.8 (3)	S51—S61—C61—C66	10.9 (3)
C26—C21—C22—C23	0.4 (5)	C66—C61—C62—C63	0.2 (5)
S21—C21—C22—C23	−178.5 (3)	S61—C61—C62—C63	−179.7 (2)
C26—C21—C22—Br21	179.7 (2)	C66—C61—C62—Br61	−178.9 (2)
S21—C21—C22—Br21	0.7 (4)	S61—C61—C62—Br61	1.2 (4)
C21—C22—C23—C24	−0.4 (5)	C61—C62—C63—C64	−0.1 (5)
Br21—C22—C23—C24	−179.6 (3)	Br61—C62—C63—C64	179.0 (2)
C22—C23—C24—C25	0.4 (5)	C62—C63—C64—C65	0.1 (5)
C23—C24—C25—C26	−0.6 (5)	C63—C64—C65—C66	−0.1 (5)
C24—C25—C26—C21	0.7 (5)	C64—C65—C66—C61	0.2 (5)
C22—C21—C26—C25	−0.6 (5)	C62—C61—C66—C65	−0.2 (5)
S21—C21—C26—C25	178.3 (3)	S61—C61—C66—C65	179.6 (3)
C31—S31—S41—C41	−85.78 (15)	C71—S71—S81—C81	85.61 (15)
S41—S31—C31—C32	−167.6 (2)	S81—S71—C71—C76	−16.9 (3)
S41—S31—C31—C36	16.2 (3)	S81—S71—C71—C72	166.6 (2)
C36—C31—C32—C33	−0.8 (5)	C76—C71—C72—C73	−0.3 (5)
S31—C31—C32—C33	−177.2 (2)	S71—C71—C72—C73	176.4 (3)
C36—C31—C32—Br31	−179.9 (2)	C76—C71—C72—Br71	178.8 (2)
S31—C31—C32—Br31	3.7 (3)	S71—C71—C72—Br71	−4.4 (4)
C31—C32—C33—C34	1.4 (5)	C71—C72—C73—C74	0.2 (5)
Br31—C32—C33—C34	−179.4 (2)	Br71—C72—C73—C74	−179.0 (3)
C32—C33—C34—C35	−1.8 (5)	C72—C73—C74—C75	0.1 (5)
C33—C34—C35—C36	1.5 (5)	C73—C74—C75—C76	−0.2 (5)
C34—C35—C36—C31	−0.8 (5)	C72—C71—C76—C75	0.3 (5)
C32—C31—C36—C35	0.4 (4)	S71—C71—C76—C75	−176.2 (3)
S31—C31—C36—C35	176.6 (2)	C74—C75—C76—C71	0.0 (5)
S31—S41—C41—C46	15.6 (3)	S71—S81—C81—C86	−6.1 (3)
S31—S41—C41—C42	−166.1 (2)	S71—S81—C81—C82	176.5 (2)
C46—C41—C42—C43	0.0 (5)	C86—C81—C82—C83	0.8 (5)
S41—C41—C42—C43	−178.4 (2)	S81—C81—C82—C83	178.4 (2)
C46—C41—C42—Br41	176.6 (2)	C86—C81—C82—Br81	−179.0 (2)
S41—C41—C42—Br41	−1.8 (4)	S81—C81—C82—Br81	−1.5 (4)
C41—C42—C43—C44	−0.6 (5)	C81—C82—C83—C84	−0.5 (5)
Br41—C42—C43—C44	−177.3 (2)	Br81—C82—C83—C84	179.3 (2)
C42—C43—C44—C45	1.5 (5)	C82—C83—C84—C85	0.3 (5)
C43—C44—C45—C46	−1.7 (5)	C83—C84—C85—C86	−0.4 (5)
C42—C41—C46—C45	−0.2 (5)	C84—C85—C86—C81	0.7 (5)
S41—C41—C46—C45	178.1 (2)	C82—C81—C86—C85	−0.9 (5)
C44—C45—C46—C41	1.1 (5)	S81—C81—C86—C85	−178.3 (2)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C16—H16···S21	0.93	2.73	3.232 (3)	114
C26—H26···S11	0.93	2.71	3.216 (4)	115
C36—H36···S41	0.93	2.74	3.230 (4)	114
C46—H46···S31	0.93	2.71	3.205 (3)	114
C56—H56···S61	0.93	2.70	3.202 (3)	115
C66—H66···S51	0.93	2.70	3.206 (4)	115
C76—H76···S81	0.93	2.71	3.207 (3)	114
C86—H86···S71	0.93	2.70	3.208 (4)	115
C44—H44···Br11^iv	0.93	2.99	3.743 (3)	139

Symmetry code: (iv) −x+2, −y+1, −z+1.