Bis(1,10-phenanthroline-κ2N,N′)platinum(II) bis­(3-carb­oxy­benzene­sulfonate) dihydrate

Liu, J.; Zhu, L.-G.

doi:10.1107/S241431461600211X

metal-organic compounds

IUCrDATA

ISSN: 2414-3146

Volume 1| Part 2| February 2016| x160211

https://doi.org/10.1107/S241431461600211X

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Bis(1,10-phenanthroline-κ²N,N′)platinum(II) bis(3-carboxybenzenesulfonate) dihydrate

Jing Liu ^a and Long-Guan Zhu ^a ^*

^aDepartment of Chemistry, Zhejiang University, Hangzhou, Zhejiang 310027, People's Republic of China
^*Correspondence e-mail: chezlg@zju.edu.cn

Edited by W. Imhof, University Koblenz-Landau, Germany (Received 30 December 2015; accepted 3 February 2016; online 6 February 2016)

The title complex, [Pt(C₁₂H₈N₂)₂](C₇H₅O₅S)₂·2H₂O, consists of a complex cation [Pt(1,10-phen)₂]²⁺ (1,10-phen = 1,10-phenanthroline), two 3-sulfobenzoate anions and two lattice water molecules. In the crystal, anions and water molecules form hydrogen-bonded centrosymmetric dimers. In addition, π–π interactions are observed between 1,10-phenanthroline ligands and 3-sulfobenzoate anions.

Keywords: crystal structure; 3-sulfobenzoate; platinum; hydrogen bonding.

CCDC reference: 1451710

Structure description

Metal complexes with sulfobenzoate ligands or anions have attracted much attention and are very interesting in material science, as they may have potential applications in fluorescence, as electric conductors or may be used as catalysts (Ma & Zhu, 2014 ; Zheng & Zhu, 2014 ). Sulfobenzoate ligands have two functional groups, sulfonate and carboxylate, and may therefore either coordinate to metal ions or form abundant hydrogen bonds. Platinum complexes are important in bio- and catalytical chemistry (Li et al., 2011 ; Palocsay & Rund, 1969 ). General background to bis(1,10-phenanthroline)platinum and sulfobenzoate complexes and their applications is given by Wernberg & Hazell (1980 ) and Hazell et al. (1986 ).

Up to now, more than 100 platinum 1,10-phenanthroline complexes have been structurally characterized (CSD Version 5.36, 2015; Groom & Allen, 2015 ), but no structure analysis of a platinum complex with sulfobenzoate moieties has been reported so far. The title complex is therefore the first 3-sulfobenzoate platinum complex and consists of one centrosymmetric cation and two anions as well as two additional lattice water molecules (Fig. 1). In the cation, the platinum ion is coordinated by four nitrogen donor atoms from two 1,10-phenanthroline ligands in a square-planar geometry (Table 1). The anion is deprotonated at the sulfonate substituent. Two anions and water molecules form hydrogen-bonded centrosymmetric dimers (Table 2 and Fig. 2). There are additional weak C—H⋯O contacts linking the anions and cations. Futhermore, π–π stacking interactions between 1,10-phenanthroline ligands and sulfobenzoate anions with centroid-to-centroid distances of 3.549 (5) and 3.733 (5) Å, respectively, are observed.

Table 1
Selected geometric parameters (Å, °)

Pt1—N1	2.022 (7)	S1—O5	1.418 (7)
Pt1—N1ⁱ	2.022 (7)	S1—O4	1.479 (10)
Pt1—N2ⁱ	2.034 (6)	O2—C13	1.289 (11)
Pt1—N2	2.034 (6)	O1—C13	1.231 (12)
S1—O3	1.357 (10)

N1—Pt1—N1ⁱ	180.0 (4)	N2ⁱ—Pt1—N2	180.0 (5)
N1—Pt1—N2ⁱ	99.9 (3)	O3—S1—O5	114.6 (7)
N1ⁱ—Pt1—N2ⁱ	80.1 (3)	O3—S1—O4	113.4 (8)
N1—Pt1—N2	80.1 (3)	O5—S1—O4	109.7 (6)
N1ⁱ—Pt1—N2	99.9 (3)
Symmetry code: (i) -x, -y, -z.

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O2—H2A⋯O1W	0.82	1.83	2.650 (10)	177
O1W—H1A⋯O3ⁱⁱ	0.85 (2)	2.32 (14)	2.90 (2)	126 (14)
C6—H6⋯O2ⁱⁱⁱ	0.93	2.57	3.468 (13)	161
C10—H1⋯O5^iv	0.93	2.46	3.228 (12)	140
Symmetry codes: (ii) -x+1, -y+1, -z; (iii) x, y-1, z; (iv) $[-x+{\script{1\over 2}}, y-{\script{1\over 2}}, -z-{\script{1\over 2}}]$ .

Figure 1
View of the molecular structure of (I), showing displacement ellipsoids at the 30% probability level. [Symmetry code: (i) −x, −y, −z.]

Figure 2
Perspective view of the centrosymmetric hydrogen-bonded dimers consisting of anions and water molecules in (I).

Synthesis and crystallization

A mixture of K₂PtCl₄ (52 mg, 0.125 mmol), 3-sulfobenzoic acid monosodium salt (48 mg, 0.25 mmol), and 1,10-phenanthroline (50 mg 0.25 mmol) was dissolved in H₂O (15 ml). The resulting mixture was sealed in a 30 ml Teflon-lined autoclave in a stainless-steel reactor and heated to 150°C for 24 h. The resulting clear solution was set aside for about two weeks at room temperature. Brownish needle-shaped crystals were obtained by filtration (Yield: 85 mg, 69%).

Refinement

Crystal data, data collection and structure refinement details are summarized in Table 3. Although the sulfonate group seems to be disordered due to the elongated displacement parameters of oxygen atoms, disorder has not been resolved because the refinement then did not converge.

Table 3
Experimental details

Crystal data
Chemical formula	[Pt(C₁₂H₈N₂)₂](C₇H₅O₅S)₂·2H₂O
M_r	993.87
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	295
a, b, c (Å)	6.9957 (7), 12.0819 (10), 20.904 (2)
β (°)	97.296 (10)
V (Å³)	1752.5 (3)
Z	2
Radiation type	Mo Kα
μ (mm⁻¹)	4.20
Crystal size (mm)	0.40 × 0.15 × 0.13

Data collection
Diffractometer	Oxford Diffraction Xcalibur Atlas Gemini ultra
Absorption correction	Multi-scan (CrysAlis PRO; Oxford Diffraction, 2009 $[Oxford Diffraction (2009). CrysAlis PRO. Oxford Diffraction Ltd, Yarnton, UK.]$ )
T_min, T_max	0.285, 0.611
No. of measured, independent and observed [I > 2σ(I)] reflections	7677, 3087, 2202
R_int	0.047
(sin θ/λ)_max (Å⁻¹)	0.596

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.050, 0.122, 1.16
No. of reflections	3087
No. of parameters	265
No. of restraints	5
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	1.35, −0.76
Computer programs: CrysAlis PRO (Oxford Diffraction, 2009 $[Oxford Diffraction (2009). CrysAlis PRO. Oxford Diffraction Ltd, Yarnton, UK.]$ ), ORTEP-3 for Windows (Farrugia, 2012 ), WinGX (Farrugia, 2012).

Structural data

CCDC reference: 1451710

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S241431461600211X/im4001sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S241431461600211X/im4001Isup2.hkl

checkCIF report

Computing details top

Data collection: CrysAlis PRO (Oxford Diffraction, 2009); cell refinement: CrysAlis PRO (Oxford Diffraction, 2009); data reduction: CrysAlis PRO (Oxford Diffraction, 2009); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: WinGX (Farrugia, 2012).

Bis(1,10-phenanthroline-κ²N,N')platinum(II) bis(3-carboxybenzenesulfonate) dihydrate top

Crystal data top

[Pt(C₁₂H₈N₂)₂](C₇H₅O₅S)₂·2H₂O	F(000) = 984
M_r = 993.87	D_x = 1.883 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 2156 reflections
a = 6.9957 (7) Å	θ = 2.9–29.2°
b = 12.0819 (10) Å	µ = 4.20 mm⁻¹
c = 20.904 (2) Å	T = 295 K
β = 97.296 (10)°	Needle, brown
V = 1752.5 (3) Å³	0.40 × 0.15 × 0.13 mm
Z = 2

Data collection top

Oxford Diffraction Xcalibur Atlas Gemini ultra diffractometer	3087 independent reflections
Radiation source: fine-focus sealed tube	2202 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.047
ω scans	θ_max = 25.1°, θ_min = 3.4°
Absorption correction: multi-scan (CrysAlis PRO; Oxford Diffraction, 2009)	h = −8→7
T_min = 0.285, T_max = 0.611	k = −14→11
7677 measured reflections	l = −24→22

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.050	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.122	H atoms treated by a mixture of independent and constrained refinement
S = 1.16	w = 1/[σ²(F_o²) + (0.0463P)² + 1.9422P] where P = (F_o² + 2F_c²)/3
3087 reflections	(Δ/σ)_max < 0.001
265 parameters	Δρ_max = 1.35 e Å⁻³
5 restraints	Δρ_min = −0.76 e Å⁻³

Special details top

Experimental. Absorption correction: CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.53 (release 17-11-2009 CrysAlis171 .NET) (compiled Nov 17 2009,16:58:22) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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 (Å²) top

	x	y	z	U_iso*/U_eq
O1W	0.4465 (17)	0.3570 (11)	0.1629 (4)	0.135 (5)
H1A	0.48 (3)	0.413 (4)	0.186 (3)	0.160*
H1B	0.44 (3)	0.302 (5)	0.189 (2)	0.160*
Pt1	0.0000	0.0000	0.0000	0.03467 (18)
S1	0.2546 (4)	0.3824 (3)	−0.22026 (14)	0.0649 (8)
N1	0.1230 (9)	−0.0662 (5)	0.0841 (3)	0.0354 (16)
C12	0.1129 (11)	−0.2246 (7)	0.0181 (5)	0.040 (2)
C11	0.1365 (11)	−0.1803 (7)	0.0815 (4)	0.037 (2)
C14	0.3660 (11)	0.2165 (7)	−0.0524 (4)	0.0346 (19)
C19	0.3717 (12)	0.1080 (7)	−0.0727 (4)	0.042 (2)
H19	0.4000	0.0515	−0.0427	0.050*
N2	0.0730 (9)	−0.1517 (5)	−0.0315 (3)	0.0356 (16)
C15	0.3292 (11)	0.3015 (7)	−0.0961 (4)	0.040 (2)
H15	0.3283	0.3746	−0.0822	0.047*
C16	0.2934 (12)	0.2762 (8)	−0.1612 (4)	0.042 (2)
C8	0.1435 (14)	−0.3731 (8)	−0.0563 (6)	0.062 (3)
H8	0.1646	−0.4472	−0.0652	0.074*
O2	0.3736 (11)	0.3364 (6)	0.0359 (3)	0.070 (2)
H2A	0.3916	0.3416	0.0753	0.106*
C18	0.3351 (13)	0.0836 (8)	−0.1375 (5)	0.047 (2)
H18	0.3365	0.0106	−0.1515	0.057*
C4	0.1922 (12)	−0.2446 (8)	0.1343 (5)	0.048 (2)
O1	0.4453 (11)	0.1592 (6)	0.0573 (3)	0.072 (2)
O5	0.4059 (10)	0.3743 (6)	−0.2592 (3)	0.071 (2)
C7	0.1426 (12)	−0.3370 (7)	0.0087 (5)	0.051 (3)
C5	0.2090 (15)	−0.3632 (9)	0.1251 (6)	0.065 (3)
H5	0.2319	−0.4104	0.1604	0.078*
C17	0.2968 (13)	0.1676 (9)	−0.1812 (5)	0.051 (2)
H17	0.2728	0.1512	−0.2250	0.061*
C6	0.1908 (14)	−0.4040 (9)	0.0645 (6)	0.063 (3)
H6	0.2107	−0.4793	0.0589	0.075*
C2	0.2373 (14)	−0.0813 (10)	0.1967 (5)	0.060 (3)
H2	0.2756	−0.0454	0.2356	0.071*
C13	0.3961 (13)	0.2350 (9)	0.0194 (5)	0.051 (2)
C9	0.1130 (14)	−0.2979 (9)	−0.1053 (5)	0.058 (3)
H9	0.1125	−0.3205	−0.1479	0.070*
C10	0.0829 (13)	−0.1876 (8)	−0.0911 (5)	0.050 (2)
H10	0.0690	−0.1366	−0.1247	0.060*
C1	0.1804 (14)	−0.0196 (8)	0.1412 (5)	0.052 (3)
H1	0.1826	0.0572	0.1440	0.062*
C3	0.2370 (13)	−0.1932 (10)	0.1941 (5)	0.060 (3)
H3	0.2659	−0.2350	0.2314	0.071*
O3	0.249 (2)	0.4796 (7)	−0.1881 (5)	0.158 (6)
O4	0.0693 (13)	0.3532 (9)	−0.2588 (5)	0.132 (4)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
O1W	0.098 (7)	0.268 (15)	0.039 (5)	0.036 (10)	0.005 (5)	−0.033 (6)
Pt1	0.0381 (3)	0.0305 (3)	0.0373 (3)	0.0038 (3)	0.01218 (19)	0.0002 (2)
S1	0.0707 (18)	0.0720 (19)	0.0559 (17)	0.0306 (16)	0.0230 (14)	0.0305 (15)
N1	0.031 (4)	0.035 (4)	0.043 (4)	0.004 (3)	0.013 (3)	0.003 (3)
C12	0.021 (4)	0.040 (5)	0.063 (6)	0.006 (4)	0.014 (4)	0.001 (4)
C11	0.025 (4)	0.038 (5)	0.051 (6)	0.004 (4)	0.017 (4)	0.008 (4)
C14	0.023 (4)	0.045 (5)	0.036 (5)	−0.004 (4)	0.005 (4)	−0.001 (4)
C19	0.040 (5)	0.046 (5)	0.040 (5)	0.000 (4)	0.006 (4)	0.008 (4)
N2	0.033 (4)	0.034 (4)	0.041 (4)	0.008 (3)	0.007 (3)	0.000 (3)
C15	0.038 (5)	0.037 (5)	0.046 (6)	0.011 (4)	0.014 (4)	0.000 (4)
C16	0.041 (5)	0.051 (6)	0.038 (5)	0.006 (4)	0.014 (4)	0.013 (4)
C8	0.047 (6)	0.037 (6)	0.105 (10)	0.001 (5)	0.020 (6)	−0.027 (6)
O2	0.089 (5)	0.082 (6)	0.037 (4)	0.015 (5)	0.001 (4)	−0.015 (4)
C18	0.052 (6)	0.040 (5)	0.051 (6)	−0.012 (5)	0.013 (5)	−0.001 (4)
C4	0.029 (5)	0.062 (6)	0.057 (7)	0.004 (5)	0.013 (4)	0.019 (5)
O1	0.094 (6)	0.078 (5)	0.042 (4)	0.001 (5)	−0.006 (4)	0.020 (4)
O5	0.071 (5)	0.090 (5)	0.057 (5)	0.016 (4)	0.029 (4)	0.028 (4)
C7	0.033 (5)	0.031 (5)	0.089 (8)	−0.002 (4)	0.004 (5)	0.001 (5)
C5	0.059 (7)	0.053 (7)	0.084 (9)	0.007 (6)	0.016 (6)	0.029 (6)
C17	0.046 (5)	0.070 (7)	0.035 (5)	−0.002 (5)	0.004 (4)	−0.014 (5)
C6	0.052 (6)	0.037 (6)	0.102 (10)	0.003 (5)	0.020 (6)	0.009 (6)
C2	0.058 (6)	0.085 (8)	0.036 (6)	0.021 (6)	0.008 (5)	0.001 (5)
C13	0.034 (5)	0.063 (7)	0.056 (7)	−0.009 (5)	0.011 (5)	−0.014 (6)
C9	0.052 (6)	0.054 (7)	0.071 (8)	0.000 (5)	0.014 (5)	−0.029 (6)
C10	0.056 (6)	0.056 (6)	0.041 (6)	0.003 (5)	0.018 (5)	−0.007 (5)
C1	0.054 (6)	0.061 (7)	0.041 (6)	0.014 (5)	0.011 (5)	−0.010 (5)
C3	0.043 (5)	0.091 (9)	0.046 (7)	0.011 (6)	0.008 (5)	0.031 (6)
O3	0.328 (19)	0.060 (6)	0.110 (8)	0.082 (8)	0.120 (10)	0.058 (6)
O4	0.078 (6)	0.169 (11)	0.142 (9)	0.017 (7)	−0.013 (6)	0.098 (8)

Geometric parameters (Å, º) top

O1W—H1A	0.845 (19)	C16—C17	1.378 (13)
O1W—H1B	0.87 (2)	C8—C9	1.365 (15)
Pt1—N1	2.022 (7)	C8—C7	1.428 (14)
Pt1—N1ⁱ	2.022 (7)	C8—H8	0.9300
Pt1—N2ⁱ	2.034 (6)	O2—C13	1.289 (11)
Pt1—N2	2.034 (6)	O2—H2A	0.8200
S1—O3	1.357 (10)	C18—C17	1.368 (13)
S1—O5	1.418 (7)	C18—H18	0.9300
S1—O4	1.479 (10)	C4—C3	1.396 (14)
S1—C16	1.777 (9)	C4—C5	1.452 (14)
N1—C1	1.333 (11)	O1—C13	1.231 (12)
N1—C11	1.384 (10)	C7—C6	1.424 (14)
C12—N2	1.362 (11)	C5—C6	1.349 (15)
C12—C7	1.392 (12)	C5—H5	0.9300
C12—C11	1.419 (12)	C17—H17	0.9300
C11—C4	1.365 (12)	C6—H6	0.9300
C14—C15	1.377 (11)	C2—C3	1.353 (15)
C14—C19	1.381 (12)	C2—C1	1.394 (13)
C14—C13	1.505 (12)	C2—H2	0.9300
C19—C18	1.380 (12)	C9—C10	1.388 (13)
C19—H19	0.9300	C9—H9	0.9300
N2—C10	1.331 (11)	C10—H10	0.9300
C15—C16	1.386 (12)	C1—H1	0.9300
C15—H15	0.9300	C3—H3	0.9300

H1A—O1W—H1B	107 (3)	C7—C8—H8	120.2
N1—Pt1—N1ⁱ	180.0 (4)	C13—O2—H2A	109.5
N1—Pt1—N2ⁱ	99.9 (3)	C17—C18—C19	119.6 (9)
N1ⁱ—Pt1—N2ⁱ	80.1 (3)	C17—C18—H18	120.2
N1—Pt1—N2	80.1 (3)	C19—C18—H18	120.2
N1ⁱ—Pt1—N2	99.9 (3)	C11—C4—C3	118.6 (10)
N2ⁱ—Pt1—N2	180.0 (5)	C11—C4—C5	118.3 (10)
O3—S1—O5	114.6 (7)	C3—C4—C5	123.1 (9)
O3—S1—O4	113.4 (8)	C12—C7—C6	117.6 (10)
O5—S1—O4	109.7 (6)	C12—C7—C8	116.7 (9)
O3—S1—C16	107.0 (5)	C6—C7—C8	125.2 (10)
O5—S1—C16	106.8 (4)	C6—C5—C4	119.0 (10)
O4—S1—C16	104.6 (5)	C6—C5—H5	120.5
C1—N1—C11	116.2 (8)	C4—C5—H5	120.5
C1—N1—Pt1	131.1 (6)	C18—C17—C16	120.8 (9)
C11—N1—Pt1	112.5 (6)	C18—C17—H17	119.6
N2—C12—C7	123.0 (9)	C16—C17—H17	119.6
N2—C12—C11	117.1 (8)	C5—C6—C7	123.0 (10)
C7—C12—C11	119.8 (9)	C5—C6—H6	118.5
C4—C11—N1	123.3 (9)	C7—C6—H6	118.5
C4—C11—C12	121.8 (9)	C3—C2—C1	120.1 (10)
N1—C11—C12	114.3 (8)	C3—C2—H2	119.9
C15—C14—C19	121.0 (8)	C1—C2—H2	119.9
C15—C14—C13	122.8 (8)	O1—C13—O2	124.7 (10)
C19—C14—C13	116.2 (8)	O1—C13—C14	121.6 (9)
C18—C19—C14	119.7 (8)	O2—C13—C14	113.7 (9)
C18—C19—H19	120.2	C8—C9—C10	119.5 (10)
C14—C19—H19	120.2	C8—C9—H9	120.3
C10—N2—C12	118.2 (8)	C10—C9—H9	120.3
C10—N2—Pt1	129.9 (6)	N2—C10—C9	122.7 (9)
C12—N2—Pt1	111.9 (6)	N2—C10—H10	118.6
C14—C15—C16	118.8 (8)	C9—C10—H10	118.6
C14—C15—H15	120.6	N1—C1—C2	122.7 (10)
C16—C15—H15	120.6	N1—C1—H1	118.6
C17—C16—C15	120.0 (8)	C2—C1—H1	118.6
C17—C16—S1	118.9 (7)	C2—C3—C4	118.7 (9)
C15—C16—S1	121.0 (7)	C2—C3—H3	120.6
C9—C8—C7	119.5 (9)	C4—C3—H3	120.6
C9—C8—H8	120.2

N2ⁱ—Pt1—N1—C1	−13.2 (8)	N1—C11—C4—C3	0.4 (13)
N2—Pt1—N1—C1	166.8 (8)	C12—C11—C4—C3	171.7 (8)
N2ⁱ—Pt1—N1—C11	162.1 (5)	N1—C11—C4—C5	−177.4 (8)
N2—Pt1—N1—C11	−17.9 (5)	C12—C11—C4—C5	−6.1 (13)
C1—N1—C11—C4	4.4 (12)	N2—C12—C7—C6	177.6 (8)
Pt1—N1—C11—C4	−171.7 (6)	C11—C12—C7—C6	1.8 (12)
C1—N1—C11—C12	−167.5 (7)	N2—C12—C7—C8	4.4 (13)
Pt1—N1—C11—C12	16.4 (8)	C11—C12—C7—C8	−171.3 (8)
N2—C12—C11—C4	−174.5 (7)	C9—C8—C7—C12	−0.9 (14)
C7—C12—C11—C4	1.5 (12)	C9—C8—C7—C6	−173.5 (9)
N2—C12—C11—N1	−2.5 (11)	C11—C4—C5—C6	7.5 (14)
C7—C12—C11—N1	173.5 (7)	C3—C4—C5—C6	−170.2 (9)
C15—C14—C19—C18	−1.7 (12)	C19—C18—C17—C16	−0.3 (14)
C13—C14—C19—C18	176.6 (8)	C15—C16—C17—C18	0.1 (14)
C7—C12—N2—C10	−7.2 (12)	S1—C16—C17—C18	176.9 (7)
C11—C12—N2—C10	168.7 (7)	C4—C5—C6—C7	−4.4 (16)
C7—C12—N2—Pt1	171.6 (6)	C12—C7—C6—C5	−0.2 (15)
C11—C12—N2—Pt1	−12.5 (9)	C8—C7—C6—C5	172.3 (10)
N1—Pt1—N2—C10	−165.0 (8)	C15—C14—C13—O1	−173.6 (9)
N1ⁱ—Pt1—N2—C10	15.0 (8)	C19—C14—C13—O1	8.2 (12)
N1—Pt1—N2—C12	16.4 (5)	C15—C14—C13—O2	3.7 (12)
N1ⁱ—Pt1—N2—C12	−163.6 (5)	C19—C14—C13—O2	−174.5 (8)
C19—C14—C15—C16	1.4 (12)	C7—C8—C9—C10	0.4 (15)
C13—C14—C15—C16	−176.7 (7)	C12—N2—C10—C9	6.6 (13)
C14—C15—C16—C17	−0.6 (13)	Pt1—N2—C10—C9	−172.0 (7)
C14—C15—C16—S1	−177.4 (6)	C8—C9—C10—N2	−3.3 (15)
O3—S1—C16—C17	177.2 (10)	C11—N1—C1—C2	−4.8 (13)
O5—S1—C16—C17	−59.7 (8)	Pt1—N1—C1—C2	170.4 (7)
O4—S1—C16—C17	56.6 (9)	C3—C2—C1—N1	0.4 (15)
O3—S1—C16—C15	−6.0 (11)	C1—C2—C3—C4	4.6 (15)
O5—S1—C16—C15	117.2 (8)	C11—C4—C3—C2	−4.9 (14)
O4—S1—C16—C15	−126.6 (8)	C5—C4—C3—C2	172.8 (9)
C14—C19—C18—C17	1.1 (13)

Symmetry code: (i) −x, −y, −z.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O2—H2A···O1W	0.82	1.83	2.650 (10)	177
O1W—H1A···O3ⁱⁱ	0.85 (2)	2.32 (14)	2.90 (2)	126 (14)
C6—H6···O2ⁱⁱⁱ	0.93	2.57	3.468 (13)	161
C10—H1···O5^iv	0.93	2.46	3.228 (12)	140

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

Acknowledgements

Support from the National Natural Science Foundation of China is gratefully acknowledged (grant No. 21073157).

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