New platinum(II) complexes with benzo-thia-zole ligands.

Four new platinum(II) complexes, namely tetra-ethyl-ammonium tri-bromido-(2-methyl-1,3-benzo-thia-zole-κN)platinate(II), [NEt4][PtBr3(C8H7NS)] (1), tetra-ethyl-ammonium tri-bromido-(6-meth-oxy-2-methyl-1,3-benzo-thia-zole-κN)platinate(II), [NEt4][PtBr3(C9H9NOS)] (2), tetra-ethyl-ammonium tri-bromido-(2,5,6-trimethyl-1,3-benzo-thia-zole-κN)platinate(II), [NEt4][PtBr3(C10H11NS)] (3), and tetra-ethyl-ammonium tri-bromido-(2-methyl-5-nitro-1,3-benzo-thia-zole-κN)platinate(II), [NEt4][PtBr3(C8H6N2O2S)] (4), have been synthesized and structurally characterized by single-crystal X-ray diffraction techniques. These species are precursors of compounds with potential application in cancer chemotherapy. All four platinum(II) complexes adopt the expected square-planar coordination geometry, and the benzo-thia-zole ligand is engaged in bonding to the metal atom through the imine N atom (Pt-N). The Pt-N bond lengths are normal: 2.035 (5), 2.025 (4), 2.027 (5) and 2.041 (4) Å for complexes 1, 2, 3 and 4, respectively. The benzo-thia-zole ligands are positioned out of the square plane, with dihedral angles ranging from 76.4 (4) to 88.1 (4)°. The NEt4 cation in 3 is disordered with 0.57/0.43 occupancies.

Chemical context

The synthesis of new platinum complexes as potential drugs for cancer is still of inter­est for medicinal chemists. The structural details of these complexes provide the opportunity to predict, to a certain extent, the potential biological activity of these species. In this regard, four new platinum(II) complexes with benzo­thia­zole ligands of general formula [PtBr3 L]− have been synthesized according to the equation below and their structures characterized.[NEt4]2[Pt2Br6] + 2L → 2 [NEt4][PtBr3 L]L = 2-methyl-1,3-benzo­thia­zole (1), 6-meth­oxy-2-methyl-1,3-benzo­thia­zole (2), 2,5,6-trimethyl-1,3-benzo­thia­zole (3), and 2-methyl-5-nitro-1,3-benzo­thia­zole (4). All complexes showed the benzo­thia­zoles to coordinate the PtII atom through the imino nitro­gen atom. Also, the benzo­thia­zole is positioned out of the square plane with dihedral angles between 76.4 (4) and 88.1 (4)°, as previously reported in other platinum–benzo­thia­zole complexes. Given that benzo­thia­zoles have anti­cancer properties, these platinum complexes may have enhanced properties as a result of potential synergism between the ligand and PtII. This deserves further studies as suggested by Noolvi et al. (2012 ▸).

Structural commentary

To elucidate with certainty and accurately the platinum coordination patterns, the structural determination of the complexes was performed by single crystal X-ray diffraction technique. Table 1 ▸ contains selected bond lengths, dihedral angles and torsion angles. All of the title complexes adopt a square-planar coordination geometry about the PtII atom with a deviation of no more than 4° from ideal 180° and 90° angles. As reported previously, although not predicted using Pearson’s hard–soft acid base theory, the benzo­thia­zole is engaged in bonding to the metal through the imine nitro­gen (Pt—N) instead of Pt—S coordination (Muir et al., 1987 ▸, 1988a ▸,b ▸, 1990 ▸; Gomez et al., 1988 ▸; Lozano et al., 1994 ▸). Also the benzo­thia­zole ligand is positioned out of the square plane as discussed below.

Table 1

Selected bond distances and angles (Å, °)

The dihedral angle is between the Pt–Br3N unit and the benzo­thia­zole ring. The torsion angle is between the benzo­thia­zole ring and the R group.

	1	2	3	4
Pt—Braverage	2.433 (6)	2.430 (6)	2.425 (6)	2.431 (8)
Pt—N	2.035 (5)	2.025 (4)	2.027 (5)	2.041 (4)
N1—C2	1.408 (7)	1.396 (6)	1.401 (8)	1.383 (6)
N1—C1	1.309 (7)	1.309 (6)	1.303 (8)	1.315 (6)
Pt—Br1	2.4375 (8)	2.4352 (5)	2.4309 (7)	2.4335 (6)
Pt—Br2	2.4349 (8)	2.4241 (7)	2.4198 (7)	2.4216 (5)
Pt—Br3	2.4268 (7)	2.4309 (5)	2.4240 (7)	2.4367 (5)
S—C7	1.744 (6)	1.743 (5)	1.739 (7)	1.738 (5)
S—C1	1.735 (6)	1.730 (5)	1.727 (6)	1.724 (5)
C1—N1—C2	113.0 (5)	112.6 (4)	112.3 (5)	111.9 (4)
C1—S—C7	90.3 (3)	89.9 (2)	89.8 (3)	90.0 (2)
N1—Pt—Br1	90.6 (1)	87.0 (1)	89.2 (1)	88.6 (1)
N1—Pt—Br3	86.4 (1)	89.3 (1)	88.5 (1)	89.3 (1)
N1—Pt—Br2	177.7 (1)	177.4 (1)	178.8 (1)	178.4 (1)
Br1—Pt—Br3	176.85 (2)	176.30 (2)	177.45 (3)	176.23 (2)
Br2—Pt—Br3	91.69 (2)	92.51 (2)	91.23 (2)	91.18 (2)
Br1—Pt—Br2	91.31 (2)	91.17 (2)	91.10 (2)	90.99 (2)
Dihedral angle	88.1 (4)	86.7 (3)	78.6 (4)	76.4 (4)
Torsion angle	0.72 (1) (CH3)	11.9 (7) (OCH3)	1.5 (5) (C8H3)	1.1 (5) (CH3)
			0.2 (6) (C9H3)	7.5 (7) (NO2)
			0.3 (6) (C10H3)

Figs. 1 ▸–4 ▸ ▸ ▸ show the mol­ecular structures of the four new complexes. [NEt4][PtBr3(2-Me-benzo­thia­zole)] (1) crystallizes in an ortho­rhom­bic unit cell with eight formula units. It is a square-planar complex with Pt—N and average Pt—Br bond lengths of 2.035 (5) and 2.433 (6) Å, respectively, which are within the expected range for PtII complexes. There is no trans-influence observed in the Pt—Br bond trans to the Pt—N bond. The benzo­thia­zole ligand is planar and the methyl group resides in the ligand plane. The dihedral angle between the PtBr3N unit and the benzo­thia­zole ring is 88.1 (4)°, similar to those observed in other PtII–benzo­thia­zole complexes, as a result of reducing the steric strain between PtBr3 and the benzo­thia­zole ligand (Muir et al., 1987 ▸, 1988a ▸,b ▸, 1990 ▸; Gomez et al., 1988 ▸; Lozano et al., 1994 ▸). Two types of N—C bonds are present, one long [N—C2 1.408 (7) Å] and one short [N—C1 1.309 (7) Å], indicating the presence of single- and double-bond character in the thia­zole ring. The angle at the S atom in the thia­zole ring is 90.3 (3)° suggesting it is using unhybridized p orbitals for bonding.

Figure 1

The mol­ecular structure of [NEt4][PtBr3(2-Me-benzo­thia­zole)] (1), with displacement ellipsoids drawn at the 50% probability level.

Figure 2

The mol­ecular structure of [NEt4][PtBr3(6-OMe-2-Me-benzo­thia­zole)] (2), with displacement ellipsoids drawn at the 50% probability level.

Figure 3

The mol­ecular structure of [NEt4][PtBr3(2,5,6-Me-benzo­thia­zole)] (3), with displacement ellipsoids drawn at the 50% probability level. The NEt4 cation in 3 presented disorder with 0.57/0.43 occupancies. Only the major fraction is shown for clarity.

Figure 4

The mol­ecular structure of [NEt4][PtBr3(5-NO2-2-Me-benzo­thia­zole)] (4), with displacement ellipsoids drawn at the 50% probability level.

[NEt4][PtBr3(6-OMe-2-Me-benzo­thia­zole)] (2), [NEt4][PtBr3(2,5,6-Me-benzo­thia­zole)] (3) and [NEt4][PtBr3(5-NO2-2-Me-benzo­thia­zole)] (4) crystallize in the same type of unit cell and space group, monoclinic P21/n, containing four formula units. The Pt—N and average Pt—Br bond lengths for 2, 3, and 4 are 2.025 (4)/2.430 (6) Å, 2.027 (5)/2.425 (6) Å and 2.041 (4)/2.431 (8) Å, respectively, which are within the expected range. The dihedral angle between PtBr3N and the benzo­thia­zole in 2 is 86.7 (3)° and the torsion angle between the aromatic ring and the OCH3 group is 11.9 (7)°. The C—O (OCH3) bond length is 1.427 (7) Å, and the C—O—CH3 angle is 116.3 (5)°. In contrast to 1 and 2, [NEt4][PtBr3(2,5,6-Me-benzo­thia­zole)] and [NEt4][PtBr3(5-NO2-2-Me-benzo­thia­zole)] have lower dihedral angles between the PtBr3N unit and the benzo­thia­zole ring, 78.6 (4) and 76.(4)°, respectively. The methyl groups on 3 and 4 are almost co-planar with the benzo­thia­zole plane with deviations ≤ 1.60° but in 4, the NO2 group is out of the benzo­thia­zole plane with a torsion angle of 7.5 (7)°. The C—NO2 bond length is 1.476 (7) Å, and the O—N—O angle is 117.4 (5)°. The C—NO2 bond length and O—N—O angle in 4 are smaller than those observed in nitro­benzene [C—NO2 = 1.486 (2) Å and O—N—O = 123.9 (5)°], which suggests higher electron delocal­ization between the nitro group and the aromatic ring in 4 (Johnson, 2015 ▸). The angles at the S atom in 2, 3 and 4 are also near 90°, suggesting the use of pure p orbitals for bonding.

Supra­molecular features

Analysis of the packing diagrams of all of the complexes showed their packings consist of [NEt4]+ cations and [PtBr3(L)]− anions. The [NEt4][PtBr3(2-Me-benzo­thia­zole)] and [NEt4][PtBr3(6-OMe-2-Me-benzo­thia­zole)] complexes showed partial π-stacking between the phenyl and the thia­zole rings (Fig. 5 ▸).

Figure 5

Details of the packing inter­actions in (a) [NEt4][PtBr3(2-Me-benzo­thia­zole)] and (b) [NEt4][PtBr3(6-Ome-2-Me-benzo­thia­zole)].

Synthesis and crystallization

The parent complex [NEt4]2[Pt2Br6] was prepared as reported in the literature (Livingstone & Whitley, 1962 ▸). Ligands were purchased from Sigma–Aldrich and were used without further purification.

Acetone solutions of [NEt4]2[Pt2Br6] were prepared (0.075 g, 0.068 mmol) and the corresponding amount of ligand was added with stirring. For 2-methyl-1,3-benzo­thia­zole (99%) 18 μL (0.021 g, 0.14 mmol) were added; for 2-methyl-5-nitro-1,3-benzo­thia­zole (98%) (0.027 g, 0.14 mmol) were added, and for 2-methyl-6-meth­oxy-1,3-benzo­thia­zole (97%) (0.024 g, 0.14 mmol) were added. The reaction mixtures were stirred without heating until the volume reduced considerably; then the samples were placed in desiccators containing CaCl2 at room temperature to evaporate slowly, leading to the formation of X-ray quality single crystals. For the synthesis with 2,5,6-trimethyl-1,3-benzo­thia­zole (99%), the ligand (0.0227 g, 0.128 mmol) was added to 20 mL of an acetone solution (0.07515 g, 0.0677 mmol) of [NEt4]2[Pt2Br6] with stirring, and a portion of the reaction mixture was slowly evaporated at 277 K in a small beaker in a secondary container which also contained CaCl2 to form X-ray quality single crystals.

Refinement

Crystal data, data collection and structure refinement details are summarized in Table 2 ▸. H atoms were positioned in idealized locations: d(C—H) = 0.95 Å, U iso(H) = 1.2U eq(C); d(C—H2) = 0.99 Å, U iso(H) = 1.2U eq(C); d(C—H3) = 0.98 Å, U iso(H) = 1.5U eq(C). The NEt4 cation in 3 presented disorder with 0.57/0.43 occupancies.

Table 2

Experimental details

	(1)	(2)	(3)	(4)
Crystal data
Chemical formula	(C8H20N)[PtBr3(C8H7NS)]	(C8H20N)[PtBr3(C9H9NOS)]	(C8H20N)[PtBr3(C10H11NS)]	(C8H20N)[PtBr3(C8H6N2O2S)]
M r	714.27	744.30	742.33	759.28
Crystal system, space group	Orthorhombic, P b c a	Monoclinic, P21/n	Monoclinic, P21/n	Monoclinic, P21/n
Temperature (K)	100	100	100	100
a, b, c (Å)	12.114 (3), 10.656 (3), 34.043 (9)	7.7591 (2), 30.4214 (8), 9.6551 (3)	7.9742 (4), 30.2807 (14), 9.6427 (5)	8.1170 (3), 29.2717 (12), 9.5102 (4)
α, β, γ (°)	90, 90, 90	90, 94.539 (1), 90	90, 100.151 (3), 90	90, 100.720 (1), 90
V (Å3)	4394 (2)	2271.87 (11)	2291.9 (2)	2220.17 (15)
Z	8	4	4	4
Radiation type	Mo Kα	Mo Kα	Mo Kα	Mo Kα
μ (mm−1)	11.94	11.55	11.45	11.83
Crystal size (mm)	0.18 × 0.16 × 0.12	0.32 × 0.30 × 0.24	0.50 × 0.36 × 0.25	0.32 × 0.30 × 0.25
Data collection
Diffractometer	Bruker APEXII CCD	Bruker APEXII CCD	Bruker APEXII CCD	Bruker APEXII CCD
Absorption correction	Multi-scan (SADABS; Bruker, 2014 ▸)	Multi-scan (SADABS; Bruker, 2014 ▸)	Multi-scan (SADABS; Bruker, 2014 ▸)	Multi-scan (SADABS; Bruker, 2014 ▸)
T min, T max	0.052, 0.093	0.056, 0.093	0.003, 0.028	0.020, 0.045
No. of measured, independent and observed [I > 2σ(I)] reflections	16951, 4418, 3675	12741, 4650, 4377	10729, 4692, 4120	15975, 4550, 4254
R int	0.047	0.017	0.048	0.028
(sin θ/λ)max (Å−1)	0.623	0.626	0.627	0.627
Refinement
R[F 2 > 2σ(F 2)], wR(F 2), S	0.031, 0.081, 1.03	0.027, 0.066, 1.08	0.039, 0.106, 1.05	0.029, 0.060, 1.18
No. of reflections	4418	4650	4692	4550
No. of parameters	213	232	266	240
H-atom treatment	H-atom parameters constrained	H-atom parameters constrained	H-atom parameters constrained	H-atom parameters constrained
Δρmax, Δρmin (e Å−3)	2.38, −0.93	1.25, −1.36	1.88, −1.02	1.25, −1.37

Computer programs: APEX2 and SAINT (Bruker, 2013 ▸), SHELXT (Sheldrick, 2015 ▸ a), SIR2004 (Burla et al., 2007 ▸), SHELXL2014 (Sheldrick, 2015 ▸ b) and OLEX2 (Dolomanov et al., 2009 ▸).

Crystal structure: contains datablock(s) 1, 2, 3, 4. DOI: 10.1107/S2056989016002826/bg2580sup1.cif

Structure factors: contains datablock(s) 1. DOI: 10.1107/S2056989016002826/bg25801sup2.hkl

Structure factors: contains datablock(s) 2. DOI: 10.1107/S2056989016002826/bg25802sup3.hkl

Structure factors: contains datablock(s) 3. DOI: 10.1107/S2056989016002826/bg25803sup4.hkl

Structure factors: contains datablock(s) 4. DOI: 10.1107/S2056989016002826/bg25804sup5.hkl

CCDC references: 1441324, 1441327, 1441326, 1441325

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

(C8H20N)[PtBr3(C8H7NS)]	Dx = 2.159 Mg m−3
Mr = 714.27	Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, Pbca	Cell parameters from 5330 reflections
a = 12.114 (3) Å	θ = 2.4–26.3°
b = 10.656 (3) Å	µ = 11.94 mm−1
c = 34.043 (9) Å	T = 100 K
V = 4394 (2) Å3	Block, bronze
Z = 8	0.18 × 0.16 × 0.12 mm
F(000) = 2688

Bruker APEXII CCD diffractometer	4418 independent reflections
Radiation source: Micro Focus Rotating Anode, Bruker TXS	3675 reflections with I > 2σ(I)
Double Bounce Multilayer Mirrors monochromator	Rint = 0.047
Detector resolution: 7.9 pixels mm-1	θmax = 26.3°, θmin = 2.1°
φ and ω scans	h = −14→15
Absorption correction: multi-scan (SADABS; Bruker, 2014)	k = −13→10
Tmin = 0.052, Tmax = 0.093	l = −32→42
16951 measured reflections

Refinement on F2	0 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.031	H-atom parameters constrained
wR(F2) = 0.081	w = 1/[σ2(Fo2) + (0.0352P)2 + 9.4131P] where P = (Fo2 + 2Fc2)/3
S = 1.03	(Δ/σ)max = 0.003
4418 reflections	Δρmax = 2.38 e Å−3
213 parameters	Δρmin = −0.93 e Å−3

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.

	x	y	z	Uiso*/Ueq
N2	1.0097 (4)	0.4493 (4)	0.31862 (12)	0.0213 (9)
C9	1.1117 (4)	0.3738 (5)	0.30557 (16)	0.0242 (12)
H9A	1.1049	0.2872	0.3158	0.029*
H9B	1.1781	0.4117	0.3177	0.029*
C10	1.1289 (4)	0.3677 (5)	0.26030 (15)	0.0251 (12)
H10A	1.0624	0.3336	0.2479	0.038*
H10B	1.1920	0.3134	0.2544	0.038*
H10C	1.1431	0.4523	0.2502	0.038*
C11	1.0130 (5)	0.5845 (5)	0.30315 (17)	0.0259 (12)
H11A	1.0120	0.5820	0.2741	0.031*
H11B	0.9452	0.6282	0.3119	0.031*
C12	1.1120 (5)	0.6608 (5)	0.31618 (18)	0.0339 (14)
H12A	1.1104	0.7430	0.3033	0.051*
H12B	1.1799	0.6166	0.3089	0.051*
H12C	1.1097	0.6720	0.3447	0.051*
C13	1.0124 (5)	0.4436 (6)	0.36271 (15)	0.0259 (12)
H13A	1.0827	0.4809	0.3719	0.031*
H13B	1.0121	0.3543	0.3708	0.031*
C14	0.9162 (5)	0.5110 (5)	0.38363 (18)	0.0305 (13)
H14A	0.9172	0.6003	0.3768	0.046*
H14B	0.9243	0.5017	0.4121	0.046*
H14C	0.8460	0.4739	0.3753	0.046*
C15	0.9038 (4)	0.3934 (5)	0.30181 (16)	0.0248 (12)
H15A	0.8405	0.4417	0.3122	0.030*
H15B	0.9048	0.4048	0.2730	0.030*
C16	0.8844 (4)	0.2555 (5)	0.31049 (17)	0.0303 (13)
H16A	0.9447	0.2056	0.2993	0.045*
H16B	0.8142	0.2291	0.2988	0.045*
H16C	0.8819	0.2426	0.3390	0.045*
Pt1	0.47417 (2)	0.49411 (2)	0.37148 (2)	0.01931 (8)
Br1	0.31934 (5)	0.60895 (7)	0.39974 (2)	0.04565 (19)
Br2	0.39703 (4)	0.51437 (5)	0.30574 (2)	0.02401 (13)
Br3	0.63067 (4)	0.37553 (6)	0.34693 (2)	0.03153 (15)
S1	0.67084 (13)	0.48262 (14)	0.48520 (4)	0.0321 (3)
N1	0.5409 (4)	0.4702 (4)	0.42583 (13)	0.0221 (10)
C1	0.6192 (4)	0.5394 (5)	0.44109 (15)	0.0247 (12)
C2	0.5158 (4)	0.3638 (5)	0.44867 (15)	0.0246 (12)
C3	0.4356 (5)	0.2744 (5)	0.44047 (16)	0.0290 (12)
H3	0.3925	0.2796	0.4172	0.035*
C4	0.4200 (6)	0.1769 (6)	0.46718 (16)	0.0351 (14)
H4	0.3642	0.1162	0.4624	0.042*
C5	0.4853 (5)	0.1671 (7)	0.50112 (16)	0.0398 (16)
H5	0.4740	0.0987	0.5186	0.048*
C6	0.5666 (6)	0.2558 (6)	0.50970 (17)	0.0379 (15)
H6	0.6106	0.2495	0.5327	0.045*
C7	0.5807 (5)	0.3552 (5)	0.48283 (16)	0.0315 (13)
C8	0.6643 (5)	0.6567 (5)	0.42301 (16)	0.0290 (13)
H8A	0.7204	0.6929	0.4404	0.044*
H8B	0.6043	0.7173	0.4193	0.044*
H8C	0.6976	0.6368	0.3975	0.044*

	U11	U22	U33	U12	U13	U23
N2	0.022 (2)	0.022 (2)	0.020 (2)	0.0039 (19)	0.0002 (18)	0.0024 (19)
C9	0.016 (3)	0.024 (3)	0.032 (3)	0.001 (2)	0.000 (2)	0.000 (2)
C10	0.019 (3)	0.025 (3)	0.032 (3)	0.003 (2)	0.004 (2)	−0.003 (2)
C11	0.026 (3)	0.021 (3)	0.031 (3)	0.002 (2)	0.004 (2)	0.006 (2)
C12	0.031 (3)	0.027 (3)	0.044 (4)	0.000 (3)	−0.004 (3)	0.002 (3)
C13	0.030 (3)	0.028 (3)	0.020 (3)	0.000 (3)	−0.001 (2)	−0.001 (2)
C14	0.030 (3)	0.037 (3)	0.025 (3)	−0.001 (3)	0.000 (2)	−0.003 (2)
C15	0.018 (3)	0.032 (3)	0.025 (3)	0.003 (2)	−0.005 (2)	−0.002 (2)
C16	0.021 (3)	0.031 (3)	0.039 (3)	−0.003 (2)	−0.001 (2)	0.002 (3)
Pt1	0.01841 (13)	0.02210 (12)	0.01742 (13)	0.00011 (8)	−0.00120 (7)	−0.00100 (8)
Br1	0.0399 (4)	0.0675 (5)	0.0296 (3)	0.0248 (3)	−0.0059 (3)	−0.0135 (3)
Br2	0.0241 (3)	0.0255 (3)	0.0224 (3)	−0.0012 (2)	−0.0022 (2)	−0.0005 (2)
Br3	0.0235 (3)	0.0411 (3)	0.0300 (3)	0.0027 (3)	0.0004 (2)	−0.0050 (3)
S1	0.0337 (8)	0.0381 (8)	0.0245 (7)	0.0055 (7)	−0.0105 (6)	−0.0028 (6)
N1	0.022 (2)	0.025 (2)	0.019 (2)	0.0030 (19)	0.0017 (18)	0.0000 (19)
C1	0.022 (3)	0.031 (3)	0.021 (3)	0.006 (2)	−0.004 (2)	−0.009 (2)
C2	0.030 (3)	0.026 (3)	0.018 (3)	0.005 (2)	0.001 (2)	−0.005 (2)
C3	0.033 (3)	0.032 (3)	0.021 (3)	−0.003 (3)	0.004 (2)	−0.005 (2)
C4	0.051 (4)	0.032 (3)	0.022 (3)	−0.004 (3)	0.006 (3)	−0.002 (2)
C5	0.062 (4)	0.032 (4)	0.026 (3)	0.003 (3)	0.005 (3)	0.003 (2)
C6	0.054 (4)	0.035 (3)	0.025 (3)	0.011 (3)	−0.004 (3)	0.001 (3)
C7	0.036 (3)	0.033 (3)	0.025 (3)	0.006 (3)	0.002 (3)	−0.010 (2)
C8	0.034 (3)	0.032 (3)	0.021 (3)	−0.001 (3)	−0.010 (2)	−0.004 (2)

N2—C9	1.540 (6)	C16—H16A	0.9800
N2—C11	1.534 (7)	C16—H16B	0.9800
N2—C13	1.503 (7)	C16—H16C	0.9800
N2—C15	1.526 (7)	Pt1—Br1	2.4375 (8)
C9—H9A	0.9900	Pt1—Br2	2.4349 (8)
C9—H9B	0.9900	Pt1—Br3	2.4268 (7)
C9—C10	1.557 (7)	Pt1—N1	2.035 (5)
C10—H10A	0.9800	S1—C1	1.735 (6)
C10—H10B	0.9800	S1—C7	1.744 (6)
C10—H10C	0.9800	N1—C1	1.309 (7)
C11—H11A	0.9900	N1—C2	1.408 (7)
C11—H11B	0.9900	C1—C8	1.497 (8)
C11—C12	1.515 (8)	C2—C3	1.389 (8)
C12—H12A	0.9800	C2—C7	1.407 (8)
C12—H12B	0.9800	C3—H3	0.9500
C12—H12C	0.9800	C3—C4	1.393 (8)
C13—H13A	0.9900	C4—H4	0.9500
C13—H13B	0.9900	C4—C5	1.405 (8)
C13—C14	1.543 (8)	C5—H5	0.9500
C14—H14A	0.9800	C5—C6	1.396 (9)
C14—H14B	0.9800	C6—H6	0.9500
C14—H14C	0.9800	C6—C7	1.410 (8)
C15—H15A	0.9900	C8—H8A	0.9800
C15—H15B	0.9900	C8—H8B	0.9800
C15—C16	1.517 (8)	C8—H8C	0.9800
C11—N2—C9	111.8 (4)	C16—C15—H15A	108.3
C13—N2—C9	104.5 (4)	C16—C15—H15B	108.3
C13—N2—C11	112.4 (4)	C15—C16—H16A	109.5
C13—N2—C15	112.1 (4)	C15—C16—H16B	109.5
C15—N2—C9	111.2 (4)	C15—C16—H16C	109.5
C15—N2—C11	105.1 (4)	H16A—C16—H16B	109.5
N2—C9—H9A	108.6	H16A—C16—H16C	109.5
N2—C9—H9B	108.6	H16B—C16—H16C	109.5
N2—C9—C10	114.5 (4)	Br2—Pt1—Br1	91.31 (2)
H9A—C9—H9B	107.6	Br3—Pt1—Br1	176.85 (2)
C10—C9—H9A	108.6	Br3—Pt1—Br2	91.69 (2)
C10—C9—H9B	108.6	N1—Pt1—Br1	90.56 (12)
C9—C10—H10A	109.5	N1—Pt1—Br2	177.68 (13)
C9—C10—H10B	109.5	N1—Pt1—Br3	86.41 (12)
C9—C10—H10C	109.5	C1—S1—C7	90.3 (3)
H10A—C10—H10B	109.5	C1—N1—Pt1	125.3 (4)
H10A—C10—H10C	109.5	C1—N1—C2	113.0 (5)
H10B—C10—H10C	109.5	C2—N1—Pt1	121.2 (4)
N2—C11—H11A	108.5	N1—C1—S1	114.1 (4)
N2—C11—H11B	108.5	N1—C1—C8	124.9 (5)
H11A—C11—H11B	107.5	C8—C1—S1	121.0 (4)
C12—C11—N2	115.1 (5)	C3—C2—N1	126.3 (5)
C12—C11—H11A	108.5	C3—C2—C7	120.8 (5)
C12—C11—H11B	108.5	C7—C2—N1	112.8 (5)
C11—C12—H12A	109.5	C2—C3—H3	120.8
C11—C12—H12B	109.5	C2—C3—C4	118.4 (5)
C11—C12—H12C	109.5	C4—C3—H3	120.8
H12A—C12—H12B	109.5	C3—C4—H4	119.5
H12A—C12—H12C	109.5	C3—C4—C5	121.0 (6)
H12B—C12—H12C	109.5	C5—C4—H4	119.5
N2—C13—H13A	108.5	C4—C5—H5	119.4
N2—C13—H13B	108.5	C6—C5—C4	121.3 (6)
N2—C13—C14	115.2 (5)	C6—C5—H5	119.4
H13A—C13—H13B	107.5	C5—C6—H6	121.4
C14—C13—H13A	108.5	C5—C6—C7	117.3 (6)
C14—C13—H13B	108.5	C7—C6—H6	121.4
C13—C14—H14A	109.5	C2—C7—S1	109.7 (4)
C13—C14—H14B	109.5	C2—C7—C6	121.2 (6)
C13—C14—H14C	109.5	C6—C7—S1	129.1 (5)
H14A—C14—H14B	109.5	C1—C8—H8A	109.5
H14A—C14—H14C	109.5	C1—C8—H8B	109.5
H14B—C14—H14C	109.5	C1—C8—H8C	109.5
N2—C15—H15A	108.3	H8A—C8—H8B	109.5
N2—C15—H15B	108.3	H8A—C8—H8C	109.5
H15A—C15—H15B	107.4	H8B—C8—H8C	109.5
C16—C15—N2	115.8 (4)

(C8H20N)[PtBr3(C9H9NOS)]	F(000) = 1408
Mr = 744.30	Dx = 2.176 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 7.7591 (2) Å	Cell parameters from 7838 reflections
b = 30.4214 (8) Å	θ = 2.2–26.4°
c = 9.6551 (3) Å	µ = 11.55 mm−1
β = 94.539 (1)°	T = 100 K
V = 2271.87 (11) Å3	Block, bronze
Z = 4	0.32 × 0.3 × 0.24 mm

Bruker APEXII CCD diffractometer	4650 independent reflections
Radiation source: Micro Focus Rotating Anode, Bruker TXS	4377 reflections with I > 2σ(I)
Double Bounce Multilayer Mirrors monochromator	Rint = 0.017
Detector resolution: 7.9 pixels mm-1	θmax = 26.4°, θmin = 2.2°
φ and ω scans	h = −9→9
Absorption correction: multi-scan (SADABS; Bruker, 2014)	k = −32→38
Tmin = 0.056, Tmax = 0.093	l = −12→7
12741 measured reflections

Refinement on F2	0 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.027	H-atom parameters constrained
wR(F2) = 0.066	w = 1/[σ2(Fo2) + (0.0227P)2 + 15.6321P] where P = (Fo2 + 2Fc2)/3
S = 1.08	(Δ/σ)max = 0.001
4650 reflections	Δρmax = 1.25 e Å−3
232 parameters	Δρmin = −1.36 e Å−3

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.

	x	y	z	Uiso*/Ueq
N2	0.4744 (6)	0.68841 (14)	1.0072 (4)	0.0224 (9)
C10	0.4365 (10)	0.6636 (2)	0.8727 (7)	0.0442 (16)
H10A	0.3248	0.6744	0.8289	0.053*
H10B	0.5266	0.6715	0.8099	0.053*
C11	0.4277 (12)	0.6153 (2)	0.8795 (10)	0.065 (3)
H11A	0.5326	0.6039	0.9305	0.097*
H11B	0.4183	0.6032	0.7851	0.097*
H11C	0.3263	0.6065	0.9274	0.097*
C12	0.6550 (9)	0.6759 (3)	1.0680 (8)	0.0529 (19)
H12A	0.6514	0.6451	1.1004	0.064*
H12B	0.7336	0.6769	0.9921	0.064*
C13	0.7308 (9)	0.7028 (3)	1.1828 (7)	0.061 (2)
H13A	0.6425	0.7094	1.2470	0.092*
H13B	0.7743	0.7304	1.1462	0.092*
H13C	0.8264	0.6868	1.2322	0.092*
C14	0.3484 (8)	0.6760 (2)	1.1136 (7)	0.0403 (15)
H14A	0.3582	0.6440	1.1319	0.048*
H14B	0.3825	0.6915	1.2018	0.048*
C15	0.1616 (7)	0.6868 (2)	1.0702 (6)	0.0338 (13)
H15A	0.0883	0.6767	1.1421	0.051*
H15B	0.1267	0.6719	0.9824	0.051*
H15C	0.1488	0.7186	1.0581	0.051*
C16	0.4651 (9)	0.7366 (2)	0.9800 (8)	0.0426 (15)
H16A	0.4764	0.7522	1.0703	0.051*
H16B	0.3493	0.7435	0.9349	0.051*
C17	0.6004 (9)	0.7545 (2)	0.8898 (7)	0.0425 (15)
H17A	0.7160	0.7485	0.9340	0.064*
H17B	0.5849	0.7864	0.8787	0.064*
H17C	0.5876	0.7404	0.7984	0.064*
Pt1	0.73847 (2)	0.62959 (2)	0.53521 (2)	0.01668 (6)
Br1	0.90363 (7)	0.66953 (2)	0.71969 (5)	0.02744 (12)
Br2	0.52471 (7)	0.68778 (2)	0.51179 (5)	0.02766 (12)
Br3	0.58868 (7)	0.58627 (2)	0.35144 (6)	0.02867 (12)
S1	1.20643 (16)	0.54060 (4)	0.58464 (13)	0.0233 (3)
O1	0.8812 (6)	0.43871 (13)	0.9169 (4)	0.0337 (9)
N1	0.9166 (5)	0.58111 (13)	0.5642 (4)	0.0184 (8)
C1	1.0717 (6)	0.58239 (17)	0.5202 (5)	0.0213 (10)
C2	0.8935 (6)	0.54544 (15)	0.6519 (5)	0.0191 (10)
C3	0.7394 (7)	0.53338 (17)	0.7090 (5)	0.0222 (10)
H3	0.6361	0.5497	0.6889	0.027*
C4	0.7421 (7)	0.49725 (17)	0.7951 (5)	0.0255 (11)
H4	0.6390	0.4885	0.8344	0.031*
C5	0.8937 (8)	0.47324 (17)	0.8256 (5)	0.0262 (11)
C6	1.0457 (7)	0.48345 (17)	0.7664 (5)	0.0250 (11)
H6	1.1476	0.4664	0.7841	0.030*
C7	1.0411 (6)	0.52035 (16)	0.6788 (5)	0.0204 (10)
C8	1.1316 (7)	0.61649 (18)	0.4252 (6)	0.0277 (11)
H8A	1.1838	0.6409	0.4799	0.042*
H8B	1.0329	0.6273	0.3652	0.042*
H8C	1.2175	0.6038	0.3678	0.042*
C9	1.0403 (9)	0.4191 (2)	0.9692 (7)	0.0393 (15)
H9A	1.0908	0.4030	0.8943	0.059*
H9B	1.0187	0.3987	1.0445	0.059*
H9C	1.1206	0.4420	1.0046	0.059*

	U11	U22	U33	U12	U13	U23
N2	0.024 (2)	0.024 (2)	0.019 (2)	0.0044 (18)	0.0044 (17)	0.0013 (17)
C10	0.056 (4)	0.044 (4)	0.035 (3)	−0.010 (3)	0.015 (3)	−0.011 (3)
C11	0.076 (6)	0.040 (4)	0.086 (6)	−0.017 (4)	0.048 (5)	−0.026 (4)
C12	0.033 (4)	0.079 (6)	0.047 (4)	0.012 (4)	0.008 (3)	0.020 (4)
C13	0.026 (3)	0.130 (8)	0.027 (3)	−0.007 (4)	−0.004 (3)	0.005 (4)
C14	0.037 (3)	0.051 (4)	0.033 (3)	0.003 (3)	0.009 (3)	0.003 (3)
C15	0.026 (3)	0.042 (4)	0.034 (3)	0.000 (2)	0.003 (2)	−0.008 (3)
C16	0.047 (4)	0.029 (3)	0.052 (4)	−0.001 (3)	0.003 (3)	−0.004 (3)
C17	0.045 (4)	0.034 (3)	0.049 (4)	−0.007 (3)	0.007 (3)	0.005 (3)
Pt1	0.01677 (10)	0.01604 (10)	0.01721 (10)	0.00084 (7)	0.00130 (7)	0.00005 (7)
Br1	0.0303 (3)	0.0270 (3)	0.0244 (2)	−0.0012 (2)	−0.0021 (2)	−0.0027 (2)
Br2	0.0295 (3)	0.0267 (3)	0.0266 (3)	0.0050 (2)	0.0015 (2)	−0.0004 (2)
Br3	0.0262 (3)	0.0286 (3)	0.0303 (3)	0.0029 (2)	−0.0035 (2)	−0.0062 (2)
S1	0.0177 (6)	0.0245 (6)	0.0275 (6)	0.0036 (5)	0.0004 (5)	−0.0025 (5)
O1	0.047 (2)	0.022 (2)	0.032 (2)	0.0026 (18)	0.0023 (18)	0.0078 (16)
N1	0.019 (2)	0.018 (2)	0.0171 (19)	−0.0008 (16)	−0.0012 (16)	−0.0010 (16)
C1	0.018 (2)	0.022 (3)	0.023 (2)	0.0007 (19)	−0.0009 (19)	−0.003 (2)
C2	0.024 (2)	0.013 (2)	0.020 (2)	0.0017 (19)	0.0000 (19)	−0.0010 (18)
C3	0.021 (2)	0.020 (3)	0.026 (2)	0.001 (2)	0.004 (2)	−0.002 (2)
C4	0.028 (3)	0.024 (3)	0.025 (3)	−0.001 (2)	0.007 (2)	0.001 (2)
C5	0.041 (3)	0.016 (2)	0.021 (2)	0.000 (2)	0.000 (2)	−0.0010 (19)
C6	0.033 (3)	0.017 (2)	0.025 (2)	0.005 (2)	−0.004 (2)	−0.002 (2)
C7	0.021 (2)	0.018 (2)	0.022 (2)	0.0006 (19)	−0.0022 (19)	−0.0056 (19)
C8	0.024 (3)	0.027 (3)	0.033 (3)	−0.001 (2)	0.008 (2)	0.000 (2)
C9	0.053 (4)	0.025 (3)	0.037 (3)	−0.001 (3)	−0.011 (3)	0.007 (2)

N2—C10	1.511 (7)	C17—H17C	0.9800
N2—C12	1.523 (8)	Pt1—Br1	2.4352 (5)
N2—C14	1.521 (7)	Pt1—Br2	2.4241 (6)
N2—C16	1.491 (8)	Pt1—Br3	2.4309 (5)
C10—H10A	0.9900	Pt1—N1	2.025 (4)
C10—H10B	0.9900	S1—C1	1.730 (5)
C10—C11	1.474 (10)	S1—C7	1.743 (5)
C11—H11A	0.9800	O1—C5	1.379 (6)
C11—H11B	0.9800	O1—C9	1.427 (7)
C11—H11C	0.9800	N1—C1	1.309 (6)
C12—H12A	0.9900	N1—C2	1.396 (6)
C12—H12B	0.9900	C1—C8	1.483 (7)
C12—C13	1.464 (11)	C2—C3	1.405 (7)
C13—H13A	0.9800	C2—C7	1.383 (7)
C13—H13B	0.9800	C3—H3	0.9500
C13—H13C	0.9800	C3—C4	1.377 (7)
C14—H14A	0.9900	C4—H4	0.9500
C14—H14B	0.9900	C4—C5	1.396 (8)
C14—C15	1.513 (8)	C5—C6	1.386 (8)
C15—H15A	0.9800	C6—H6	0.9500
C15—H15B	0.9800	C6—C7	1.404 (7)
C15—H15C	0.9800	C8—H8A	0.9800
C16—H16A	0.9900	C8—H8B	0.9800
C16—H16B	0.9900	C8—H8C	0.9800
C16—C17	1.517 (9)	C9—H9A	0.9800
C17—H17A	0.9800	C9—H9B	0.9800
C17—H17B	0.9800	C9—H9C	0.9800
C10—N2—C12	108.5 (5)	C16—C17—H17B	109.5
C10—N2—C14	111.4 (5)	C16—C17—H17C	109.5
C14—N2—C12	107.4 (4)	H17A—C17—H17B	109.5
C16—N2—C10	109.6 (5)	H17A—C17—H17C	109.5
C16—N2—C12	110.1 (5)	H17B—C17—H17C	109.5
C16—N2—C14	109.8 (5)	Br2—Pt1—Br1	91.171 (19)
N2—C10—H10A	107.9	Br2—Pt1—Br3	92.507 (19)
N2—C10—H10B	107.9	Br3—Pt1—Br1	176.30 (2)
H10A—C10—H10B	107.2	N1—Pt1—Br1	87.04 (11)
C11—C10—N2	117.8 (6)	N1—Pt1—Br2	177.41 (11)
C11—C10—H10A	107.9	N1—Pt1—Br3	89.29 (11)
C11—C10—H10B	107.9	C1—S1—C7	89.9 (2)
C10—C11—H11A	109.5	C5—O1—C9	116.3 (5)
C10—C11—H11B	109.5	C1—N1—Pt1	124.7 (3)
C10—C11—H11C	109.5	C1—N1—C2	112.6 (4)
H11A—C11—H11B	109.5	C2—N1—Pt1	122.1 (3)
H11A—C11—H11C	109.5	N1—C1—S1	114.0 (4)
H11B—C11—H11C	109.5	N1—C1—C8	124.2 (5)
N2—C12—H12A	108.0	C8—C1—S1	121.8 (4)
N2—C12—H12B	108.0	N1—C2—C3	126.5 (4)
H12A—C12—H12B	107.3	C7—C2—N1	113.5 (4)
C13—C12—N2	117.1 (6)	C7—C2—C3	120.0 (5)
C13—C12—H12A	108.0	C2—C3—H3	120.9
C13—C12—H12B	108.0	C4—C3—C2	118.2 (5)
C12—C13—H13A	109.5	C4—C3—H3	120.9
C12—C13—H13B	109.5	C3—C4—H4	119.4
C12—C13—H13C	109.5	C3—C4—C5	121.2 (5)
H13A—C13—H13B	109.5	C5—C4—H4	119.4
H13A—C13—H13C	109.5	O1—C5—C4	115.7 (5)
H13B—C13—H13C	109.5	O1—C5—C6	122.6 (5)
N2—C14—H14A	108.7	C6—C5—C4	121.7 (5)
N2—C14—H14B	108.7	C5—C6—H6	121.8
H14A—C14—H14B	107.6	C5—C6—C7	116.5 (5)
C15—C14—N2	114.3 (5)	C7—C6—H6	121.8
C15—C14—H14A	108.7	C2—C7—S1	109.9 (4)
C15—C14—H14B	108.7	C2—C7—C6	122.4 (5)
C14—C15—H15A	109.5	C6—C7—S1	127.7 (4)
C14—C15—H15B	109.5	C1—C8—H8A	109.5
C14—C15—H15C	109.5	C1—C8—H8B	109.5
H15A—C15—H15B	109.5	C1—C8—H8C	109.5
H15A—C15—H15C	109.5	H8A—C8—H8B	109.5
H15B—C15—H15C	109.5	H8A—C8—H8C	109.5
N2—C16—H16A	108.4	H8B—C8—H8C	109.5
N2—C16—H16B	108.4	O1—C9—H9A	109.5
N2—C16—C17	115.4 (5)	O1—C9—H9B	109.5
H16A—C16—H16B	107.5	O1—C9—H9C	109.5
C17—C16—H16A	108.4	H9A—C9—H9B	109.5
C17—C16—H16B	108.4	H9A—C9—H9C	109.5
C16—C17—H17A	109.5	H9B—C9—H9C	109.5

(C8H20N)[PtBr3(C10H11NS)]	F(000) = 1408
Mr = 742.33	Dx = 2.151 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 7.9742 (4) Å	Cell parameters from 5770 reflections
b = 30.2807 (14) Å	θ = 2.3–26.4°
c = 9.6427 (5) Å	µ = 11.45 mm−1
β = 100.151 (3)°	T = 100 K
V = 2291.9 (2) Å3	Block, red
Z = 4	0.5 × 0.36 × 0.25 mm

Bruker APEXII CCD diffractometer	4692 independent reflections
Radiation source: Micro Focus Rotating Anode, Bruker TXS	4120 reflections with I > 2σ(I)
Double Bounce Multilayer Mirrors monochromator	Rint = 0.048
Detector resolution: 7.9 pixels mm-1	θmax = 26.5°, θmin = 2.3°
φ and ω scans	h = −9→5
Absorption correction: multi-scan (SADABS; Bruker, 2014)	k = −37→31
Tmin = 0.003, Tmax = 0.028	l = −10→12
10729 measured reflections

Refinement on F2	0 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.039	H-atom parameters constrained
wR(F2) = 0.106	w = 1/[σ2(Fo2) + (0.056P)2 + 1.6623P] where P = (Fo2 + 2Fc2)/3
S = 1.05	(Δ/σ)max = 0.002
4692 reflections	Δρmax = 1.88 e Å−3
266 parameters	Δρmin = −1.02 e Å−3

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.

	x	y	z	Uiso*/Ueq	Occ. (<1)
N2	0.5342 (7)	0.18676 (17)	0.5028 (5)	0.0281 (11)
C12	0.8178 (11)	0.1847 (4)	0.6760 (9)	0.060 (2)
H12A	0.8673	0.1911	0.7743	0.089*	0.566 (9)
H12B	0.8346	0.1535	0.6560	0.089*	0.566 (9)
H12C	0.8736	0.2030	0.6137	0.089*	0.566 (9)
H12D	0.9301	0.1706	0.6901	0.089*	0.434 (9)
H12E	0.8313	0.2168	0.6706	0.089*	0.434 (9)
H12F	0.7606	0.1775	0.7551	0.089*	0.434 (9)
C14	0.4260 (12)	0.1207 (3)	0.3440 (10)	0.057 (2)
H14A	0.4285	0.0884	0.3448	0.086*	0.566 (9)
H14B	0.3076	0.1309	0.3310	0.086*	0.566 (9)
H14C	0.4792	0.1316	0.2665	0.086*	0.566 (9)
H14D	0.3786	0.1145	0.2451	0.086*	0.434 (9)
H14E	0.5321	0.1041	0.3718	0.086*	0.434 (9)
H14F	0.3439	0.1119	0.4033	0.086*	0.434 (9)
C16	0.2437 (10)	0.1856 (2)	0.5783 (8)	0.0404 (17)
H16A	0.1334	0.2008	0.5672	0.061*	0.566 (9)
H16B	0.2262	0.1549	0.5468	0.061*	0.566 (9)
H16C	0.2981	0.1862	0.6777	0.061*	0.566 (9)
H16D	0.1836	0.1759	0.6532	0.061*	0.434 (9)
H16E	0.2345	0.2178	0.5684	0.061*	0.434 (9)
H16F	0.1925	0.1716	0.4893	0.061*	0.434 (9)
C18	0.6616 (12)	0.2550 (3)	0.4092 (10)	0.054 (2)
H18A	0.7199	0.2649	0.3334	0.081*	0.566 (9)
H18B	0.5547	0.2713	0.4045	0.081*	0.566 (9)
H18C	0.7348	0.2603	0.5004	0.081*	0.566 (9)
H18D	0.6529	0.2872	0.4073	0.081*	0.434 (9)
H18E	0.7769	0.2463	0.4540	0.081*	0.434 (9)
H18F	0.6378	0.2435	0.3126	0.081*	0.434 (9)
C11	0.6256 (17)	0.1951 (4)	0.6507 (12)	0.033 (3)	0.566 (9)
H11A	0.5715	0.1771	0.7162	0.040*	0.566 (9)
H11B	0.6104	0.2266	0.6739	0.040*	0.566 (9)
C13	0.5186 (18)	0.1373 (4)	0.4765 (14)	0.037 (3)	0.566 (9)
H13A	0.6356	0.1252	0.4883	0.044*	0.566 (9)
H13B	0.4650	0.1245	0.5524	0.044*	0.566 (9)
C15	0.3598 (15)	0.2095 (4)	0.4884 (12)	0.032 (3)	0.566 (9)
H15A	0.3039	0.2093	0.3882	0.038*	0.566 (9)
H15B	0.3758	0.2406	0.5193	0.038*	0.566 (9)
C17A	0.6257 (15)	0.2086 (5)	0.3936 (13)	0.040 (3)	0.566 (9)
H17A	0.7349	0.1930	0.3950	0.048*	0.566 (9)
H17B	0.5555	0.2039	0.2993	0.048*	0.566 (9)
C11A	0.716 (2)	0.1689 (6)	0.546 (2)	0.044 (5)	0.434 (9)
H11C	0.7089	0.1363	0.5527	0.053*	0.434 (9)
H11D	0.7792	0.1755	0.4687	0.053*	0.434 (9)
C13A	0.460 (2)	0.1664 (5)	0.3608 (15)	0.033 (4)	0.434 (9)
H13C	0.3509	0.1819	0.3266	0.040*	0.434 (9)
H13D	0.5377	0.1742	0.2953	0.040*	0.434 (9)
C15A	0.435 (2)	0.1723 (6)	0.6165 (14)	0.031 (4)	0.434 (9)
H15C	0.4863	0.1860	0.7073	0.038*	0.434 (9)
H15D	0.4442	0.1398	0.6281	0.038*	0.434 (9)
C17	0.535 (2)	0.2363 (5)	0.4914 (17)	0.033 (4)	0.434 (9)
H17C	0.4195	0.2461	0.4466	0.040*	0.434 (9)
H17D	0.5582	0.2489	0.5876	0.040*	0.434 (9)
Pt1	0.28820 (3)	0.36639 (2)	0.54603 (2)	0.02321 (10)
Br1	0.11056 (8)	0.41268 (2)	0.37347 (7)	0.03333 (17)
Br2	0.08097 (9)	0.30729 (2)	0.50744 (7)	0.03324 (17)
Br3	0.47121 (9)	0.32318 (2)	0.72302 (8)	0.04046 (19)
S1	0.7243 (2)	0.46490 (5)	0.58781 (16)	0.0279 (3)
N1	0.4604 (6)	0.41615 (16)	0.5825 (5)	0.0239 (10)
C1	0.6036 (8)	0.4185 (2)	0.5354 (6)	0.0271 (13)
C2	0.4361 (8)	0.4523 (2)	0.6672 (6)	0.0258 (13)
C3	0.2953 (8)	0.4599 (2)	0.7319 (6)	0.0263 (13)
H3	0.2031	0.4396	0.7202	0.032*
C4	0.2917 (8)	0.4974 (2)	0.8136 (6)	0.0285 (13)
C5	0.4298 (9)	0.5269 (2)	0.8313 (7)	0.0319 (14)
C6	0.5667 (9)	0.5201 (2)	0.7669 (6)	0.0294 (14)
H6	0.6578	0.5408	0.7782	0.035*
C7	0.5713 (8)	0.4824 (2)	0.6840 (6)	0.0263 (13)
C8	0.6633 (9)	0.3844 (2)	0.4455 (7)	0.0342 (15)
H8A	0.5737	0.3784	0.3642	0.051*
H8B	0.6900	0.3572	0.5001	0.051*
H8C	0.7657	0.3949	0.4126	0.051*
C9	0.1406 (9)	0.5053 (2)	0.8848 (7)	0.0346 (15)
H9A	0.0846	0.5330	0.8503	0.052*
H9B	0.1792	0.5073	0.9869	0.052*
H9C	0.0599	0.4808	0.8636	0.052*
C10	0.4240 (10)	0.5680 (2)	0.9223 (8)	0.0391 (16)
H10A	0.3289	0.5869	0.8798	0.059*
H10B	0.5311	0.5844	0.9286	0.059*
H10C	0.4084	0.5591	1.0170	0.059*

	U11	U22	U33	U12	U13	U23
N2	0.028 (3)	0.026 (3)	0.031 (3)	0.001 (2)	0.007 (2)	−0.001 (2)
C12	0.036 (4)	0.093 (7)	0.047 (5)	0.003 (4)	−0.002 (4)	0.015 (5)
C14	0.053 (5)	0.052 (5)	0.072 (6)	−0.005 (4)	0.026 (5)	−0.035 (5)
C16	0.038 (4)	0.037 (4)	0.051 (4)	0.000 (3)	0.023 (3)	−0.005 (3)
C18	0.061 (5)	0.045 (5)	0.060 (5)	−0.009 (4)	0.021 (4)	0.014 (4)
C11	0.045 (7)	0.027 (6)	0.027 (5)	−0.004 (5)	0.004 (5)	−0.001 (5)
C13	0.038 (7)	0.028 (6)	0.043 (7)	0.009 (5)	0.004 (6)	−0.008 (5)
C15	0.037 (6)	0.023 (6)	0.034 (6)	0.003 (5)	0.007 (5)	−0.002 (5)
C17A	0.024 (6)	0.063 (9)	0.034 (6)	0.000 (6)	0.010 (5)	0.003 (6)
C11A	0.035 (9)	0.044 (10)	0.058 (11)	0.017 (8)	0.020 (8)	0.022 (8)
C13A	0.049 (9)	0.032 (8)	0.023 (7)	−0.013 (7)	0.014 (7)	−0.013 (6)
C15A	0.032 (8)	0.044 (9)	0.020 (7)	0.000 (7)	0.009 (6)	0.006 (6)
C17	0.037 (8)	0.031 (8)	0.037 (8)	−0.009 (7)	0.018 (7)	0.001 (6)
Pt1	0.02518 (15)	0.01967 (15)	0.02593 (15)	−0.00120 (8)	0.00770 (10)	0.00056 (8)
Br1	0.0312 (3)	0.0284 (3)	0.0401 (4)	−0.0015 (3)	0.0056 (3)	0.0073 (3)
Br2	0.0415 (4)	0.0266 (3)	0.0321 (3)	−0.0074 (3)	0.0077 (3)	0.0004 (2)
Br3	0.0389 (4)	0.0386 (4)	0.0420 (4)	0.0009 (3)	0.0019 (3)	0.0113 (3)
S1	0.0268 (7)	0.0263 (8)	0.0320 (8)	−0.0029 (6)	0.0091 (6)	0.0027 (6)
N1	0.026 (3)	0.025 (3)	0.021 (2)	0.001 (2)	0.006 (2)	0.002 (2)
C1	0.030 (3)	0.025 (3)	0.026 (3)	−0.004 (2)	0.006 (3)	0.000 (2)
C2	0.023 (3)	0.027 (3)	0.028 (3)	−0.001 (2)	0.007 (2)	0.006 (2)
C3	0.028 (3)	0.022 (3)	0.030 (3)	−0.003 (2)	0.007 (3)	0.002 (2)
C4	0.033 (3)	0.023 (3)	0.031 (3)	0.004 (3)	0.009 (3)	−0.001 (3)
C5	0.046 (4)	0.025 (3)	0.025 (3)	0.004 (3)	0.005 (3)	0.000 (2)
C6	0.037 (4)	0.021 (3)	0.030 (3)	−0.005 (3)	0.005 (3)	0.005 (2)
C7	0.032 (3)	0.022 (3)	0.026 (3)	0.002 (2)	0.007 (3)	0.007 (2)
C8	0.030 (3)	0.037 (4)	0.039 (4)	0.001 (3)	0.013 (3)	−0.005 (3)
C9	0.045 (4)	0.027 (3)	0.034 (3)	0.001 (3)	0.012 (3)	0.001 (3)
C10	0.050 (4)	0.020 (3)	0.048 (4)	−0.004 (3)	0.013 (3)	−0.004 (3)

N2—C11	1.504 (12)	C13—H13A	0.9900
N2—C13	1.520 (12)	C13—H13B	0.9900
N2—C15	1.535 (13)	C15—H15A	0.9900
N2—C17A	1.533 (13)	C15—H15B	0.9900
N2—C11A	1.537 (16)	C17A—H17A	0.9900
N2—C13A	1.523 (14)	C17A—H17B	0.9900
N2—C15A	1.523 (15)	C11A—H11C	0.9900
N2—C17	1.505 (16)	C11A—H11D	0.9900
C12—H12A	0.9800	C13A—H13C	0.9900
C12—H12B	0.9800	C13A—H13D	0.9900
C12—H12C	0.9800	C15A—H15C	0.9900
C12—H12D	0.9800	C15A—H15D	0.9900
C12—H12E	0.9800	C17—H17C	0.9900
C12—H12F	0.9800	C17—H17D	0.9900
C12—C11	1.542 (15)	Pt1—Br1	2.4309 (7)
C12—C11A	1.45 (2)	Pt1—Br2	2.4198 (7)
C14—H14A	0.9800	Pt1—Br3	2.4240 (7)
C14—H14B	0.9800	Pt1—N1	2.027 (5)
C14—H14C	0.9800	S1—C1	1.727 (6)
C14—H14D	0.9800	S1—C7	1.739 (7)
C14—H14E	0.9800	N1—C1	1.303 (8)
C14—H14F	0.9800	N1—C2	1.401 (8)
C14—C13	1.449 (15)	C1—C8	1.482 (9)
C14—C13A	1.415 (16)	C2—C3	1.397 (9)
C16—H16A	0.9800	C2—C7	1.398 (9)
C16—H16B	0.9800	C3—H3	0.9500
C16—H16C	0.9800	C3—C4	1.385 (9)
C16—H16D	0.9800	C4—C5	1.404 (9)
C16—H16E	0.9800	C4—C9	1.507 (9)
C16—H16F	0.9800	C5—C6	1.363 (10)
C16—C15	1.553 (14)	C5—C10	1.528 (9)
C16—C15A	1.561 (17)	C6—H6	0.9500
C18—H18A	0.9800	C6—C7	1.400 (9)
C18—H18B	0.9800	C8—H8A	0.9800
C18—H18C	0.9800	C8—H8B	0.9800
C18—H18D	0.9800	C8—H8C	0.9800
C18—H18E	0.9800	C9—H9A	0.9800
C18—H18F	0.9800	C9—H9B	0.9800
C18—C17A	1.435 (17)	C9—H9C	0.9800
C18—C17	1.500 (16)	C10—H10A	0.9800
C11—H11A	0.9900	C10—H10B	0.9800
C11—H11B	0.9900	C10—H10C	0.9800
C11—N2—C13	109.7 (7)	N2—C17A—H17B	107.9
C11—N2—C15	106.9 (8)	C18—C17A—N2	117.4 (10)
C11—N2—C17A	111.6 (8)	C18—C17A—H17A	107.9
C13—N2—C15	112.3 (8)	C18—C17A—H17B	107.9
C13—N2—C17A	110.2 (8)	H17A—C17A—H17B	107.2
C17A—N2—C15	106.1 (7)	N2—C11A—H11C	107.7
C13A—N2—C11A	107.5 (11)	N2—C11A—H11D	107.7
C13A—N2—C15A	111.2 (9)	C12—C11A—N2	118.3 (13)
C15A—N2—C11A	106.7 (9)	C12—C11A—H11C	107.7
C17—N2—C11A	110.9 (10)	C12—C11A—H11D	107.7
C17—N2—C13A	110.0 (9)	H11C—C11A—H11D	107.1
C17—N2—C15A	110.4 (9)	N2—C13A—H13C	106.7
H12A—C12—H12B	109.5	N2—C13A—H13D	106.7
H12A—C12—H12C	109.5	C14—C13A—N2	122.3 (12)
H12B—C12—H12C	109.5	C14—C13A—H13C	106.7
H12D—C12—H12E	109.5	C14—C13A—H13D	106.7
H12D—C12—H12F	109.5	H13C—C13A—H13D	106.6
H12E—C12—H12F	109.5	N2—C15A—C16	111.4 (9)
C11—C12—H12A	109.5	N2—C15A—H15C	109.4
C11—C12—H12B	109.5	N2—C15A—H15D	109.4
C11—C12—H12C	109.5	C16—C15A—H15C	109.4
C11A—C12—H12D	109.5	C16—C15A—H15D	109.4
C11A—C12—H12E	109.5	H15C—C15A—H15D	108.0
C11A—C12—H12F	109.5	N2—C17—H17C	108.5
H14A—C14—H14B	109.5	N2—C17—H17D	108.5
H14A—C14—H14C	109.5	C18—C17—N2	115.2 (11)
H14B—C14—H14C	109.5	C18—C17—H17C	108.5
H14D—C14—H14E	109.5	C18—C17—H17D	108.5
H14D—C14—H14F	109.5	H17C—C17—H17D	107.5
H14E—C14—H14F	109.5	Br2—Pt1—Br1	91.23 (2)
C13—C14—H14A	109.5	Br2—Pt1—Br3	91.10 (2)
C13—C14—H14B	109.5	Br3—Pt1—Br1	177.45 (3)
C13—C14—H14C	109.5	N1—Pt1—Br1	89.16 (14)
C13A—C14—H14D	109.5	N1—Pt1—Br2	178.76 (14)
C13A—C14—H14E	109.5	N1—Pt1—Br3	88.50 (14)
C13A—C14—H14F	109.5	C1—S1—C7	89.8 (3)
H16A—C16—H16B	109.5	C1—N1—Pt1	126.1 (4)
H16A—C16—H16C	109.5	C1—N1—C2	112.3 (5)
H16B—C16—H16C	109.5	C2—N1—Pt1	121.6 (4)
H16D—C16—H16E	109.5	N1—C1—S1	114.9 (5)
H16D—C16—H16F	109.5	N1—C1—C8	123.9 (6)
H16E—C16—H16F	109.5	C8—C1—S1	121.2 (5)
C15—C16—H16A	109.5	C3—C2—N1	126.5 (6)
C15—C16—H16B	109.5	C3—C2—C7	120.4 (6)
C15—C16—H16C	109.5	C7—C2—N1	113.1 (5)
C15A—C16—H16D	109.5	C2—C3—H3	120.4
C15A—C16—H16E	109.5	C4—C3—C2	119.2 (6)
C15A—C16—H16F	109.5	C4—C3—H3	120.4
H18A—C18—H18B	109.5	C3—C4—C5	119.8 (6)
H18A—C18—H18C	109.5	C3—C4—C9	119.1 (6)
H18B—C18—H18C	109.5	C5—C4—C9	121.1 (6)
H18D—C18—H18E	109.5	C4—C5—C10	119.0 (6)
H18D—C18—H18F	109.5	C6—C5—C4	121.5 (6)
H18E—C18—H18F	109.5	C6—C5—C10	119.5 (6)
C17A—C18—H18A	109.5	C5—C6—H6	120.4
C17A—C18—H18B	109.5	C5—C6—C7	119.1 (6)
C17A—C18—H18C	109.5	C7—C6—H6	120.4
C17—C18—H18D	109.5	C2—C7—S1	109.9 (5)
C17—C18—H18E	109.5	C2—C7—C6	120.0 (6)
C17—C18—H18F	109.5	C6—C7—S1	130.1 (5)
N2—C11—C12	114.7 (9)	C1—C8—H8A	109.5
N2—C11—H11A	108.6	C1—C8—H8B	109.5
N2—C11—H11B	108.6	C1—C8—H8C	109.5
C12—C11—H11A	108.6	H8A—C8—H8B	109.5
C12—C11—H11B	108.6	H8A—C8—H8C	109.5
H11A—C11—H11B	107.6	H8B—C8—H8C	109.5
N2—C13—H13A	107.3	C4—C9—H9A	109.5
N2—C13—H13B	107.3	C4—C9—H9B	109.5
C14—C13—N2	120.2 (10)	C4—C9—H9C	109.5
C14—C13—H13A	107.3	H9A—C9—H9B	109.5
C14—C13—H13B	107.3	H9A—C9—H9C	109.5
H13A—C13—H13B	106.9	H9B—C9—H9C	109.5
N2—C15—C16	111.2 (8)	C5—C10—H10A	109.5
N2—C15—H15A	109.4	C5—C10—H10B	109.5
N2—C15—H15B	109.4	C5—C10—H10C	109.5
C16—C15—H15A	109.4	H10A—C10—H10B	109.5
C16—C15—H15B	109.4	H10A—C10—H10C	109.5
H15A—C15—H15B	108.0	H10B—C10—H10C	109.5
N2—C17A—H17A	107.9

(C8H20N)[PtBr3(C8H6N2O2S)]	F(000) = 1432
Mr = 759.28	Dx = 2.272 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 8.1170 (3) Å	Cell parameters from 9483 reflections
b = 29.2717 (12) Å	θ = 2.6–26.4°
c = 9.5102 (4) Å	µ = 11.83 mm−1
β = 100.720 (1)°	T = 100 K
V = 2220.17 (15) Å3	Block, bronze
Z = 4	0.32 × 0.3 × 0.25 mm

Bruker APEXII CCD diffractometer	4550 independent reflections
Radiation source: Micro Focus Rotating Anode, Bruker TXS	4254 reflections with I > 2σ(I)
Double Bounce Multilayer Mirrors monochromator	Rint = 0.028
Detector resolution: 7.9 pixels mm-1	θmax = 26.5°, θmin = 2.3°
φ and ω scans	h = −10→10
Absorption correction: multi-scan (SADABS; Bruker, 2014)	k = −31→36
Tmin = 0.020, Tmax = 0.045	l = −11→7
15975 measured reflections

Refinement on F2	0 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.029	H-atom parameters constrained
wR(F2) = 0.060	w = 1/[σ2(Fo2) + (0.0044P)2 + 13.0832P] where P = (Fo2 + 2Fc2)/3
S = 1.18	(Δ/σ)max = 0.002
4550 reflections	Δρmax = 1.25 e Å−3
240 parameters	Δρmin = −1.37 e Å−3

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.

	x	y	z	Uiso*/Ueq
N3	0.5548 (5)	0.31569 (15)	0.5135 (4)	0.0187 (9)
C9	0.3795 (6)	0.30025 (19)	0.5223 (6)	0.0247 (12)
H9A	0.3850	0.2685	0.5585	0.030*
H9B	0.3112	0.3000	0.4245	0.030*
C10	0.2911 (7)	0.3294 (2)	0.6170 (7)	0.0320 (13)
H10A	0.2786	0.3606	0.5790	0.048*
H10B	0.3575	0.3300	0.7143	0.048*
H10C	0.1802	0.3165	0.6191	0.048*
C11	0.5608 (7)	0.36508 (18)	0.4693 (6)	0.0257 (12)
H11A	0.6776	0.3727	0.4612	0.031*
H11B	0.5304	0.3844	0.5459	0.031*
C12	0.4466 (7)	0.3771 (2)	0.3292 (6)	0.0281 (12)
H12A	0.4815	0.3601	0.2510	0.042*
H12B	0.4534	0.4099	0.3115	0.042*
H12C	0.3308	0.3689	0.3347	0.042*
C13	0.6205 (7)	0.28611 (19)	0.4041 (6)	0.0262 (12)
H13A	0.5380	0.2869	0.3133	0.031*
H13B	0.7258	0.2998	0.3853	0.031*
C14	0.6543 (8)	0.2369 (2)	0.4470 (7)	0.0323 (13)
H14A	0.6871	0.2201	0.3675	0.048*
H14B	0.5527	0.2232	0.4707	0.048*
H14C	0.7452	0.2354	0.5307	0.048*
C15	0.6624 (7)	0.3097 (2)	0.6607 (6)	0.0266 (12)
H15A	0.6503	0.2780	0.6929	0.032*
H15B	0.6197	0.3303	0.7284	0.032*
C16	0.8519 (7)	0.3199 (3)	0.6674 (7)	0.0373 (15)
H16A	0.8974	0.2984	0.6054	0.056*
H16B	0.9122	0.3164	0.7661	0.056*
H16C	0.8655	0.3512	0.6348	0.056*
Pt1	0.19959 (2)	0.63310 (2)	0.93287 (2)	0.01542 (6)
Br1	0.01278 (6)	0.67668 (2)	0.75173 (6)	0.02534 (12)
Br2	0.39391 (7)	0.69652 (2)	0.97693 (6)	0.02338 (12)
Br3	0.38687 (6)	0.58556 (2)	1.10249 (6)	0.02324 (12)
S1	−0.23297 (16)	0.53228 (4)	0.89580 (14)	0.0211 (3)
O1	0.4596 (5)	0.50291 (14)	0.6504 (4)	0.0304 (9)
O2	0.3206 (5)	0.44662 (14)	0.5385 (5)	0.0343 (10)
N1	0.0320 (5)	0.58046 (14)	0.8995 (4)	0.0168 (8)
N2	0.3324 (6)	0.48001 (15)	0.6180 (5)	0.0247 (10)
C1	−0.1103 (6)	0.57965 (17)	0.9469 (6)	0.0187 (10)
C2	0.0503 (6)	0.54253 (17)	0.8172 (5)	0.0187 (10)
C3	0.1902 (6)	0.53230 (17)	0.7554 (5)	0.0192 (10)
H3	0.2846	0.5520	0.7661	0.023*
C4	0.1839 (7)	0.49242 (17)	0.6787 (6)	0.0213 (11)
C5	0.0465 (7)	0.46309 (19)	0.6567 (6)	0.0263 (12)
H5	0.0473	0.4365	0.5994	0.032*
C6	−0.0899 (7)	0.47253 (18)	0.7177 (6)	0.0245 (12)
H6	−0.1844	0.4528	0.7047	0.029*
C7	−0.0852 (6)	0.51233 (18)	0.7997 (6)	0.0212 (11)
C8	−0.1675 (7)	0.61580 (18)	1.0364 (6)	0.0239 (11)
H8A	−0.1978	0.6433	0.9784	0.036*
H8B	−0.0770	0.6231	1.1168	0.036*
H8C	−0.2655	0.6049	1.0732	0.036*

	U11	U22	U33	U12	U13	U23
N3	0.018 (2)	0.024 (2)	0.014 (2)	0.0008 (17)	0.0023 (17)	0.0010 (17)
C9	0.020 (3)	0.027 (3)	0.027 (3)	−0.003 (2)	0.006 (2)	0.004 (2)
C10	0.032 (3)	0.036 (3)	0.031 (3)	0.002 (3)	0.013 (3)	0.005 (3)
C11	0.025 (3)	0.024 (3)	0.029 (3)	−0.004 (2)	0.007 (2)	0.002 (2)
C12	0.035 (3)	0.028 (3)	0.022 (3)	0.005 (2)	0.009 (2)	0.007 (2)
C13	0.030 (3)	0.032 (3)	0.020 (3)	−0.002 (2)	0.011 (2)	−0.004 (2)
C14	0.034 (3)	0.031 (3)	0.033 (3)	0.011 (2)	0.008 (3)	−0.004 (3)
C15	0.025 (3)	0.033 (3)	0.022 (3)	0.000 (2)	0.002 (2)	−0.003 (2)
C16	0.018 (3)	0.064 (4)	0.026 (3)	0.004 (3)	−0.006 (2)	−0.011 (3)
Pt1	0.01462 (10)	0.01661 (9)	0.01517 (10)	−0.00278 (7)	0.00313 (7)	−0.00054 (7)
Br1	0.0203 (3)	0.0302 (3)	0.0244 (3)	−0.0025 (2)	0.0012 (2)	0.0072 (2)
Br2	0.0250 (3)	0.0238 (3)	0.0213 (3)	−0.0058 (2)	0.0043 (2)	−0.0007 (2)
Br3	0.0194 (2)	0.0225 (3)	0.0263 (3)	−0.0023 (2)	−0.0001 (2)	0.0038 (2)
S1	0.0183 (6)	0.0210 (6)	0.0235 (7)	−0.0059 (5)	0.0029 (5)	0.0014 (5)
O1	0.026 (2)	0.034 (2)	0.032 (2)	−0.0023 (17)	0.0070 (18)	−0.0038 (18)
O2	0.046 (3)	0.024 (2)	0.037 (2)	−0.0025 (18)	0.018 (2)	−0.0089 (18)
N1	0.014 (2)	0.019 (2)	0.016 (2)	−0.0005 (16)	0.0018 (17)	0.0022 (17)
N2	0.035 (3)	0.019 (2)	0.021 (2)	0.002 (2)	0.008 (2)	0.0032 (19)
C1	0.017 (2)	0.018 (2)	0.022 (3)	−0.0015 (19)	0.004 (2)	0.005 (2)
C2	0.023 (3)	0.017 (2)	0.014 (2)	−0.003 (2)	−0.001 (2)	0.0027 (19)
C3	0.017 (2)	0.021 (2)	0.018 (3)	−0.003 (2)	0.000 (2)	0.004 (2)
C4	0.026 (3)	0.019 (2)	0.018 (3)	0.000 (2)	0.002 (2)	0.004 (2)
C5	0.036 (3)	0.020 (3)	0.023 (3)	−0.006 (2)	0.005 (2)	−0.001 (2)
C6	0.026 (3)	0.023 (3)	0.022 (3)	−0.010 (2)	−0.001 (2)	0.000 (2)
C7	0.022 (3)	0.021 (3)	0.020 (3)	0.000 (2)	0.002 (2)	0.006 (2)
C8	0.020 (3)	0.022 (3)	0.030 (3)	−0.002 (2)	0.006 (2)	0.000 (2)

N3—C9	1.510 (6)	C16—H16B	0.9800
N3—C11	1.509 (7)	C16—H16C	0.9800
N3—C13	1.524 (6)	Pt1—Br1	2.4335 (6)
N3—C15	1.516 (7)	Pt1—Br2	2.4216 (5)
C9—H9A	0.9900	Pt1—Br3	2.4367 (5)
C9—H9B	0.9900	Pt1—N1	2.041 (4)
C9—C10	1.515 (8)	S1—C1	1.724 (5)
C10—H10A	0.9800	S1—C7	1.738 (5)
C10—H10B	0.9800	O1—N2	1.221 (6)
C10—H10C	0.9800	O2—N2	1.228 (6)
C11—H11A	0.9900	N1—C1	1.315 (6)
C11—H11B	0.9900	N1—C2	1.383 (6)
C11—C12	1.516 (8)	N2—C4	1.476 (7)
C12—H12A	0.9800	C1—C8	1.486 (7)
C12—H12B	0.9800	C2—C3	1.405 (7)
C12—H12C	0.9800	C2—C7	1.397 (7)
C13—H13A	0.9900	C3—H3	0.9500
C13—H13B	0.9900	C3—C4	1.372 (7)
C13—C14	1.509 (8)	C4—C5	1.392 (7)
C14—H14A	0.9800	C5—H5	0.9500
C14—H14B	0.9800	C5—C6	1.370 (8)
C14—H14C	0.9800	C6—H6	0.9500
C15—H15A	0.9900	C6—C7	1.399 (7)
C15—H15B	0.9900	C8—H8A	0.9800
C15—C16	1.557 (8)	C8—H8B	0.9800
C16—H16A	0.9800	C8—H8C	0.9800
C9—N3—C13	108.7 (4)	C16—C15—H15B	108.7
C9—N3—C15	107.5 (4)	C15—C16—H16A	109.5
C11—N3—C9	112.4 (4)	C15—C16—H16B	109.5
C11—N3—C13	108.7 (4)	C15—C16—H16C	109.5
C11—N3—C15	108.9 (4)	H16A—C16—H16B	109.5
C15—N3—C13	110.5 (4)	H16A—C16—H16C	109.5
N3—C9—H9A	108.6	H16B—C16—H16C	109.5
N3—C9—H9B	108.6	Br1—Pt1—Br3	176.23 (2)
N3—C9—C10	114.8 (5)	Br2—Pt1—Br1	91.183 (19)
H9A—C9—H9B	107.5	Br2—Pt1—Br3	90.989 (19)
C10—C9—H9A	108.6	N1—Pt1—Br1	88.64 (11)
C10—C9—H9B	108.6	N1—Pt1—Br2	178.40 (12)
C9—C10—H10A	109.5	N1—Pt1—Br3	89.28 (11)
C9—C10—H10B	109.5	C1—S1—C7	90.0 (2)
C9—C10—H10C	109.5	C1—N1—Pt1	124.2 (3)
H10A—C10—H10B	109.5	C1—N1—C2	111.9 (4)
H10A—C10—H10C	109.5	C2—N1—Pt1	123.8 (3)
H10B—C10—H10C	109.5	O1—N2—O2	123.9 (5)
N3—C11—H11A	108.6	O1—N2—C4	118.7 (4)
N3—C11—H11B	108.6	O2—N2—C4	117.4 (5)
N3—C11—C12	114.9 (5)	N1—C1—S1	114.6 (4)
H11A—C11—H11B	107.5	N1—C1—C8	124.8 (5)
C12—C11—H11A	108.6	C8—C1—S1	120.6 (4)
C12—C11—H11B	108.6	N1—C2—C3	126.0 (5)
C11—C12—H12A	109.5	N1—C2—C7	114.2 (4)
C11—C12—H12B	109.5	C7—C2—C3	119.7 (5)
C11—C12—H12C	109.5	C2—C3—H3	121.6
H12A—C12—H12B	109.5	C4—C3—C2	116.8 (5)
H12A—C12—H12C	109.5	C4—C3—H3	121.6
H12B—C12—H12C	109.5	C3—C4—N2	117.7 (5)
N3—C13—H13A	108.5	C3—C4—C5	123.6 (5)
N3—C13—H13B	108.5	C5—C4—N2	118.6 (5)
H13A—C13—H13B	107.5	C4—C5—H5	120.0
C14—C13—N3	115.3 (4)	C6—C5—C4	120.0 (5)
C14—C13—H13A	108.5	C6—C5—H5	120.0
C14—C13—H13B	108.5	C5—C6—H6	121.2
C13—C14—H14A	109.5	C5—C6—C7	117.6 (5)
C13—C14—H14B	109.5	C7—C6—H6	121.2
C13—C14—H14C	109.5	C2—C7—S1	109.3 (4)
H14A—C14—H14B	109.5	C2—C7—C6	122.2 (5)
H14A—C14—H14C	109.5	C6—C7—S1	128.5 (4)
H14B—C14—H14C	109.5	C1—C8—H8A	109.5
N3—C15—H15A	108.7	C1—C8—H8B	109.5
N3—C15—H15B	108.7	C1—C8—H8C	109.5
N3—C15—C16	114.3 (5)	H8A—C8—H8B	109.5
H15A—C15—H15B	107.6	H8A—C8—H8C	109.5
C16—C15—H15A	108.7	H8B—C8—H8C	109.5
C9—N3—C11—C12	−55.8 (6)	N1—C2—C7—S1	−2.1 (6)
C9—N3—C13—C14	−68.6 (6)	N1—C2—C7—C6	178.8 (5)
C9—N3—C15—C16	174.6 (5)	N2—C4—C5—C6	176.8 (5)
C11—N3—C9—C10	−54.2 (6)	C1—S1—C7—C2	1.9 (4)
C11—N3—C13—C14	168.7 (5)	C1—S1—C7—C6	−179.1 (5)
C11—N3—C15—C16	−63.3 (6)	C1—N1—C2—C3	−177.5 (5)
C13—N3—C9—C10	−174.6 (5)	C1—N1—C2—C7	1.1 (6)
C13—N3—C11—C12	64.6 (6)	C2—N1—C1—S1	0.4 (6)
C13—N3—C15—C16	56.0 (6)	C2—N1—C1—C8	−179.1 (5)
C15—N3—C9—C10	65.7 (6)	C2—C3—C4—N2	−177.5 (4)
C15—N3—C11—C12	−174.9 (4)	C2—C3—C4—C5	1.9 (8)
C15—N3—C13—C14	49.2 (6)	C3—C2—C7—S1	176.6 (4)
Pt1—N1—C1—S1	176.9 (2)	C3—C2—C7—C6	−2.4 (8)
Pt1—N1—C1—C8	−2.6 (7)	C3—C4—C5—C6	−2.6 (8)
Pt1—N1—C2—C3	6.0 (7)	C4—C5—C6—C7	0.7 (8)
Pt1—N1—C2—C7	−175.4 (3)	C5—C6—C7—S1	−177.1 (4)
O1—N2—C4—C3	7.5 (7)	C5—C6—C7—C2	1.7 (8)
O1—N2—C4—C5	−171.9 (5)	C7—S1—C1—N1	−1.4 (4)
O2—N2—C4—C3	−173.4 (5)	C7—S1—C1—C8	178.2 (5)
O2—N2—C4—C5	7.2 (7)	C7—C2—C3—C4	0.6 (7)
N1—C2—C3—C4	179.2 (5)