Dibutyl­chloro­[4-(4-nitro­phen­yl)piperazine-1-carbodithio­ato-κ2S,S′]tin(IV)

Zia-ur-Rahman; Ali, S.; Muhammed, N.; Meetsma, A.

doi:10.1107/S160053680605207X

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Dibutylchloro[4-(4-nitrophenyl)piperazine-1-carbodithioato-κ²S,S′]tin(IV)

Zia-ur-Rahman, S. Ali, N. Muhammed and A. Meetsma

The title complex, [Sn(C₄H₉)₂(C₁₁H₁₂N₃O₂S₂)Cl], features an asymmetrically chelating thiocarboxylate ligand. There are two molecules in the asymmetric unit. The Sn atom is five-coordinated within a C₂ClS₂ donor set that is best described as trigonal–bipyramidal with one S atom and the Cl atom in axial positions, subtending bond angles of 155.67 (2) and 155.11 (2)°, respectively.

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Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680605207X/ng2171sup1.cif Contains datablocks global, I
	Structure factor file (CIF format) https://doi.org/10.1107/S160053680605207X/ng2171Isup2.hkl Contains datablock I

CCDC reference: 633969

checkCIF report

Key indicators

Single-crystal X-ray study
T = 100 K
Mean (C-C) = 0.003 Å
R factor = 0.025
wR factor = 0.059
Data-to-parameter ratio = 14.6

checkCIF/PLATON results

No syntax errors found



Alert level A
PLAT222_ALERT_3_A Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       8.50 Ratio

Author Response: ...

   The are a few Hydrogen atoms with a higher Uiso  then the average
    and one (H41) with a factor 2 lower as the average, but overall
    they are not exception for an heavy atom structure.
    Otherwise we could refine them in the riding mode, but if you can
    locate the H atoms from a difference Fourier map and in the
    final refinement the are well behaved then is the result.


Alert level B
PLAT222_ALERT_3_B Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       4.40 Ratio

Author Response: ...

   The are a few Hydrogen atoms with a higher Uiso  then the average
    and one (H41) with a factor 2 lower as the average, but overall
    they are not exception for an heavy atom structure.
    Otherwise we could refine them in the riding mode, but if you can
    locate the H atoms from a difference Fourier map and in the
    final refinement the are well behaved then is the result.


Alert level C
PLAT164_ALERT_4_C Nr. of Refined C-H H-Atoms in Heavy-At Struct...         60
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........         22

   1 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
   2 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   0 ALERT type 2 Indicator that the structure model may be wrong or deficient
   2 ALERT type 3 Indicator that the structure quality may be low
   2 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

Computing details top

Data collection: SMART (Bruker, 2000); cell refinement: SAINT-Plus (Bruker, 2000); data reduction: XPREP (Bruker, 2000); program(s) used to solve structure: DIRDIF99 (Beurskens et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: PLATON.

Dibutylchloro[4-(4-nitrophenyl)piperazine-1-carbodithioato-κ²S,S']tin(IV) top

Crystal data top

[Sn(C₄H₉)₂(C₁₁H₁₂N₃O₂S₂)Cl]	Z = 4
M_r = 550.76	F(000) = 1120
Triclinic, P1	The final unit cell was obtained from the xyz centroids of 6271 reflections after integration using the SAINTPLUS software package (Bruker, 2000). Reduced cell calculations did not indicate any higher metric lattice symmetry and examination of the finalatomic coordinates of the structure did not yield extra symmetry elements (Spek, 1988; Le Page 1987, 1988)
Hall symbol: -P 1	D_x = 1.602 Mg m⁻³
a = 9.7151 (7) Å	Mo Kα radiation, λ = 0.71073 Å
b = 14.978 (1) Å	Cell parameters from 6271 reflections
c = 16.152 (1) Å	θ = 2.5–29.8°
α = 76.553 (1)°	µ = 1.44 mm⁻¹
β = 88.464 (1)°	T = 100 K
γ = 87.508 (1)°	Block, yellow
V = 2283.4 (3) Å³	0.51 × 0.21 × 0.18 mm

Data collection top

Bruker SMART APEX CCD area-detector diffractometer	10881 independent reflections
Radiation source: fine focus sealed Siemens Mo tube	9782 reflections with I > 2σ(I)
Parallel mounted graphite monochromator	R_int = 0.019
Detector resolution: 4096x4096 / 62x62 (binned 512) pixels mm^-1	θ_max = 28.3°, θ_min = 2.6°
φ and ω scans	h = −11→12
Absorption correction: multi-scan (SADABS; Sheldrick, 2001)	k = −19→19
T_min = 0.510, T_max = 0.772	l = −21→21
21022 measured reflections

Refinement top

Refinement on F²	Primary atom site location: heavy-atom method
Least-squares matrix: full	Secondary atom site location: structure-invariant direct methods
R[F² > 2σ(F²)] = 0.026	Hydrogen site location: difference Fourier map
wR(F²) = 0.059	All H-atom parameters refined
S = 1.05	w = 1/[σ²(F_o²) + (0.0255P)² + 1.1175P] where P = (F_o² + 2F_c²)/3
10881 reflections	(Δ/σ)_max = 0.001
745 parameters	Δρ_max = 0.94 e Å⁻³
0 restraints	Δρ_min = −0.51 e Å⁻³

Special details top

Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles

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 (Å²) top

	x	y	z	U_iso*/U_eq
Sn1	0.06975 (1)	0.30407 (1)	0.06453 (1)	0.0118 (1)
Cl1	−0.10703 (5)	0.36276 (3)	−0.04648 (3)	0.0200 (1)
S11	−0.01623 (5)	0.14972 (3)	0.07156 (3)	0.0151 (1)
S12	0.20359 (5)	0.17574 (3)	0.18474 (3)	0.0165 (1)
O11	−0.23267 (15)	−0.44889 (10)	0.45133 (10)	0.0222 (5)
O12	−0.08358 (16)	−0.43718 (10)	0.54501 (9)	0.0204 (4)
N11	−0.12515 (18)	−0.41969 (11)	0.47146 (11)	0.0161 (5)
N12	0.17616 (17)	−0.18197 (10)	0.21610 (10)	0.0137 (5)
N13	0.11120 (17)	0.01119 (11)	0.18006 (10)	0.0136 (4)
C11	−0.0437 (2)	−0.36115 (12)	0.40568 (12)	0.0145 (5)
C12	0.0677 (2)	−0.31781 (13)	0.42793 (12)	0.0157 (6)
C13	0.1407 (2)	−0.25815 (13)	0.36562 (12)	0.0152 (5)
C14	0.1043 (2)	−0.24114 (12)	0.27943 (12)	0.0130 (5)
C15	−0.0058 (2)	−0.29001 (13)	0.25885 (13)	0.0161 (6)
C16	−0.0793 (2)	−0.34880 (13)	0.32103 (13)	0.0168 (6)
C17	0.2731 (2)	−0.11873 (13)	0.23718 (13)	0.0143 (5)
C18	0.1993 (2)	−0.03253 (13)	0.25269 (13)	0.0158 (6)
C19	0.0233 (2)	−0.05200 (13)	0.14999 (14)	0.0163 (6)
C110	0.1076 (2)	−0.13579 (13)	0.13729 (12)	0.0145 (6)
C111	0.1031 (2)	0.10166 (13)	0.14977 (12)	0.0132 (5)
C112	−0.0120 (2)	0.37956 (13)	0.15288 (13)	0.0153 (6)
C113	−0.1573 (2)	0.35279 (14)	0.18365 (13)	0.0171 (6)
C114	−0.2195 (2)	0.41021 (15)	0.24334 (14)	0.0213 (6)
C115	−0.1491 (3)	0.3925 (2)	0.32838 (16)	0.0301 (8)
C116	0.2403 (2)	0.33632 (15)	−0.02211 (14)	0.0200 (6)
C117	0.2992 (2)	0.42962 (14)	−0.02383 (13)	0.0183 (6)
C118	0.3535 (2)	0.43747 (15)	0.06157 (14)	0.0207 (6)
C119	0.4673 (3)	0.36778 (18)	0.09713 (17)	0.0314 (8)
H12	0.093 (3)	−0.3295 (17)	0.4832 (16)	0.025 (7)*
H13	0.213 (2)	−0.2282 (15)	0.3813 (14)	0.015 (6)*
H15	−0.029 (2)	−0.2836 (16)	0.2026 (15)	0.021 (6)*
H16	−0.156 (2)	−0.3847 (16)	0.3063 (14)	0.019 (6)*
H17	0.335 (2)	−0.0981 (14)	0.1878 (14)	0.011 (5)*
H17'	0.324 (2)	−0.1487 (15)	0.2848 (14)	0.014 (5)*
H18	0.140 (2)	−0.0473 (16)	0.3028 (15)	0.020 (6)*
H18'	0.259 (2)	0.0114 (16)	0.2590 (15)	0.020 (6)*
H19	−0.018 (2)	−0.0209 (16)	0.0979 (15)	0.020 (6)*
H19'	−0.049 (2)	−0.0716 (16)	0.1931 (15)	0.019 (6)*
H110	0.049 (2)	−0.1744 (14)	0.1183 (13)	0.010 (5)*
H110'	0.180 (2)	−0.1153 (14)	0.0942 (14)	0.012 (5)*
H112	0.053 (2)	0.3673 (15)	0.1982 (14)	0.016 (6)*
H112'	−0.013 (2)	0.4431 (16)	0.1213 (14)	0.014 (6)*
H113	−0.153 (2)	0.2871 (17)	0.2156 (15)	0.025 (6)*
H113'	−0.218 (2)	0.3584 (15)	0.1356 (14)	0.017 (6)*
H114	−0.209 (3)	0.4774 (18)	0.2155 (16)	0.031 (7)*
H114'	−0.316 (3)	0.3999 (17)	0.2509 (16)	0.028 (7)*
H115	−0.160 (3)	0.328 (2)	0.3593 (18)	0.043 (8)*
H115'	−0.193 (3)	0.429 (2)	0.3663 (18)	0.041 (8)*
H115"	−0.057 (3)	0.406 (2)	0.3214 (19)	0.043 (9)*
H116	0.309 (3)	0.2882 (18)	−0.0036 (16)	0.033 (7)*
H116'	0.203 (3)	0.3352 (16)	−0.0779 (16)	0.023 (6)*
H117	0.377 (3)	0.4395 (18)	−0.0667 (17)	0.033 (7)*
H117'	0.227 (3)	0.4814 (18)	−0.0432 (16)	0.032 (7)*
H118	0.275 (3)	0.4347 (16)	0.1060 (16)	0.025 (6)*
H118'	0.385 (3)	0.4992 (18)	0.0548 (16)	0.028 (7)*
H119	0.436 (3)	0.303 (2)	0.1103 (18)	0.044 (8)*
H119'	0.512 (3)	0.3881 (19)	0.1453 (18)	0.040 (8)*
H119"	0.544 (3)	0.3672 (19)	0.0559 (19)	0.042 (8)*
Sn2	0.42609 (1)	0.17280 (1)	0.44708 (1)	0.0131 (1)
Cl2	0.61369 (6)	0.10993 (3)	0.54866 (3)	0.0230 (2)
S21	0.28091 (5)	0.30781 (3)	0.33684 (3)	0.0162 (1)
S22	0.50597 (5)	0.32641 (3)	0.45026 (3)	0.0165 (1)
O21	0.58583 (16)	0.96151 (10)	−0.06831 (9)	0.0200 (4)
O22	0.74900 (16)	0.97330 (10)	0.01698 (10)	0.0234 (5)
N21	0.64456 (18)	0.93710 (11)	0.00040 (11)	0.0159 (5)
N22	0.43160 (17)	0.64473 (10)	0.24888 (10)	0.0129 (4)
N23	0.36929 (17)	0.46874 (11)	0.35343 (10)	0.0133 (4)
C21	0.5884 (2)	0.86255 (12)	0.06459 (12)	0.0146 (5)
C22	0.4735 (2)	0.81945 (13)	0.04684 (12)	0.0145 (5)
C23	0.4227 (2)	0.74667 (13)	0.10693 (12)	0.0135 (5)
C24	0.4850 (2)	0.71610 (12)	0.18697 (12)	0.0128 (5)
C25	0.6022 (2)	0.76176 (13)	0.20244 (13)	0.0159 (5)
C26	0.6534 (2)	0.83389 (13)	0.14202 (13)	0.0162 (6)
C27	0.3398 (2)	0.58344 (13)	0.22016 (13)	0.0155 (5)
C28	0.2676 (2)	0.51975 (13)	0.29322 (13)	0.0150 (5)
C29	0.4494 (2)	0.53170 (13)	0.38764 (12)	0.0150 (6)
C210	0.5245 (2)	0.59729 (13)	0.31644 (12)	0.0143 (5)
C211	0.3812 (2)	0.37809 (13)	0.37646 (12)	0.0130 (5)
C212	0.5005 (2)	0.11498 (13)	0.34505 (13)	0.0158 (6)
C213	0.5987 (2)	0.17451 (14)	0.28352 (14)	0.0188 (6)
C214	0.6222 (3)	0.14065 (15)	0.20169 (14)	0.0227 (7)
C215	0.6838 (3)	0.04335 (17)	0.21640 (17)	0.0307 (8)
C216	0.2580 (3)	0.12952 (17)	0.53447 (14)	0.0244 (7)
C217	0.1164 (2)	0.14239 (15)	0.49432 (15)	0.0230 (7)
C218	0.1017 (2)	0.09066 (15)	0.42500 (14)	0.0209 (6)
C219	−0.0363 (3)	0.10941 (19)	0.38093 (18)	0.0317 (8)
H22	0.429 (2)	0.8389 (15)	−0.0037 (14)	0.013 (5)*
H23	0.345 (2)	0.7191 (16)	0.0929 (14)	0.019 (6)*
H25	0.648 (2)	0.7435 (15)	0.2533 (14)	0.016 (6)*
H26	0.727 (2)	0.8639 (15)	0.1534 (14)	0.014 (5)*
H27	0.393 (2)	0.5436 (16)	0.1852 (15)	0.023 (6)*
H27'	0.272 (2)	0.6183 (15)	0.1870 (14)	0.014 (6)*
H28	0.208 (2)	0.5558 (15)	0.3246 (13)	0.012 (5)*
H28'	0.220 (2)	0.4750 (15)	0.2730 (14)	0.015 (6)*
H29	0.512 (2)	0.5004 (14)	0.4260 (13)	0.009 (5)*
H29'	0.385 (2)	0.5664 (15)	0.4196 (13)	0.011 (5)*
H210	0.563 (2)	0.6411 (14)	0.3431 (12)	0.006 (5)*
H210'	0.598 (2)	0.5637 (15)	0.2930 (14)	0.014 (5)*
H212	0.543 (3)	0.0598 (19)	0.3710 (17)	0.037 (8)*
H212'	0.418 (3)	0.1064 (16)	0.3166 (15)	0.019 (6)*
H213	0.687 (3)	0.1730 (16)	0.3131 (15)	0.021 (6)*
H213'	0.559 (3)	0.2364 (18)	0.2684 (16)	0.033 (7)*
H214	0.535 (3)	0.1424 (16)	0.1731 (15)	0.020 (6)*
H214'	0.683 (3)	0.1834 (17)	0.1630 (16)	0.027 (7)*
H215	0.769 (3)	0.0407 (19)	0.2504 (18)	0.039 (8)*
H215'	0.705 (3)	0.0267 (18)	0.1641 (18)	0.034 (7)*
H215"	0.617 (3)	−0.001 (2)	0.2488 (19)	0.046 (9)*
H216	0.278 (3)	0.0644 (18)	0.5574 (16)	0.030 (7)*
H216'	0.268 (3)	0.1626 (18)	0.5808 (17)	0.030 (7)*
H217	0.047 (3)	0.1219 (18)	0.5418 (17)	0.036 (7)*
H217'	0.097 (2)	0.2068 (17)	0.4710 (15)	0.024 (6)*
H218	0.119 (3)	0.0268 (18)	0.4499 (16)	0.027 (7)*
H218'	0.176 (3)	0.1051 (16)	0.3849 (16)	0.023 (6)*
H219	−0.113 (3)	0.098 (2)	0.4214 (19)	0.042 (8)*
H219'	−0.045 (3)	0.0722 (19)	0.3390 (18)	0.037 (8)*
H219"	−0.041 (3)	0.175 (2)	0.3537 (19)	0.051 (9)*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Sn1	0.0118 (1)	0.0117 (1)	0.0118 (1)	0.0004 (1)	−0.0015 (1)	−0.0024 (1)
Cl1	0.0221 (3)	0.0194 (2)	0.0178 (2)	0.0022 (2)	−0.0096 (2)	−0.0022 (2)
S11	0.0163 (3)	0.0127 (2)	0.0159 (2)	0.0002 (2)	−0.0069 (2)	−0.0020 (2)
S12	0.0185 (3)	0.0124 (2)	0.0187 (2)	−0.0007 (2)	−0.0087 (2)	−0.0028 (2)
O11	0.0148 (8)	0.0281 (8)	0.0227 (8)	−0.0071 (6)	0.0020 (6)	−0.0030 (6)
O12	0.0230 (8)	0.0245 (8)	0.0118 (7)	−0.0022 (6)	0.0017 (6)	−0.0003 (6)
N11	0.0172 (9)	0.0143 (8)	0.0158 (8)	0.0016 (6)	0.0024 (7)	−0.0022 (7)
N12	0.0162 (9)	0.0117 (7)	0.0118 (8)	−0.0005 (6)	−0.0010 (6)	−0.0001 (6)
N13	0.0128 (8)	0.0128 (7)	0.0152 (8)	−0.0005 (6)	−0.0049 (6)	−0.0030 (6)
C11	0.0159 (10)	0.0118 (8)	0.0142 (9)	0.0012 (7)	0.0020 (8)	−0.0003 (7)
C12	0.0203 (11)	0.0155 (9)	0.0104 (9)	0.0013 (7)	−0.0014 (8)	−0.0013 (7)
C13	0.0163 (10)	0.0149 (9)	0.0142 (9)	−0.0020 (7)	−0.0029 (8)	−0.0024 (7)
C14	0.0151 (10)	0.0107 (8)	0.0121 (9)	0.0014 (7)	0.0003 (7)	−0.0008 (7)
C15	0.0191 (11)	0.0171 (9)	0.0110 (9)	−0.0020 (7)	−0.0026 (8)	−0.0005 (7)
C16	0.0157 (10)	0.0171 (9)	0.0168 (10)	−0.0021 (7)	−0.0026 (8)	−0.0020 (8)
C17	0.0139 (10)	0.0134 (9)	0.0142 (9)	−0.0012 (7)	−0.0030 (8)	0.0003 (7)
C18	0.0205 (11)	0.0125 (9)	0.0141 (9)	−0.0005 (7)	−0.0083 (8)	−0.0018 (7)
C19	0.0160 (10)	0.0136 (9)	0.0190 (10)	−0.0027 (7)	−0.0066 (8)	−0.0020 (8)
C110	0.0207 (11)	0.0131 (9)	0.0092 (9)	−0.0028 (7)	−0.0024 (8)	−0.0009 (7)
C111	0.0119 (9)	0.0154 (9)	0.0127 (9)	0.0006 (7)	−0.0005 (7)	−0.0044 (7)
C112	0.0163 (10)	0.0137 (9)	0.0163 (10)	−0.0006 (7)	−0.0005 (8)	−0.0041 (8)
C113	0.0172 (11)	0.0194 (10)	0.0156 (10)	0.0001 (8)	−0.0014 (8)	−0.0060 (8)
C114	0.0175 (11)	0.0263 (11)	0.0217 (11)	0.0007 (8)	0.0008 (9)	−0.0092 (9)
C115	0.0288 (14)	0.0427 (15)	0.0226 (12)	0.0036 (11)	−0.0029 (10)	−0.0159 (11)
C116	0.0173 (11)	0.0242 (10)	0.0198 (10)	−0.0021 (8)	0.0026 (8)	−0.0078 (9)
C117	0.0197 (11)	0.0180 (10)	0.0165 (10)	−0.0027 (8)	0.0001 (8)	−0.0023 (8)
C118	0.0211 (11)	0.0224 (10)	0.0199 (10)	−0.0068 (8)	−0.0011 (9)	−0.0061 (9)
C119	0.0259 (14)	0.0328 (13)	0.0313 (13)	−0.0044 (10)	−0.0108 (11)	0.0030 (11)
Sn2	0.0150 (1)	0.0121 (1)	0.0116 (1)	−0.0005 (1)	−0.0024 (1)	−0.0014 (1)
Cl2	0.0254 (3)	0.0194 (2)	0.0218 (3)	−0.0003 (2)	−0.0119 (2)	0.0010 (2)
S21	0.0174 (3)	0.0126 (2)	0.0189 (2)	−0.0007 (2)	−0.0073 (2)	−0.0032 (2)
S22	0.0192 (3)	0.0130 (2)	0.0171 (2)	0.0001 (2)	−0.0079 (2)	−0.0024 (2)
O21	0.0251 (8)	0.0186 (7)	0.0144 (7)	−0.0009 (6)	0.0014 (6)	0.0001 (6)
O22	0.0218 (8)	0.0237 (8)	0.0235 (8)	−0.0094 (6)	0.0031 (6)	−0.0020 (6)
N21	0.0169 (9)	0.0130 (8)	0.0168 (8)	0.0001 (6)	0.0053 (7)	−0.0023 (7)
N22	0.0128 (8)	0.0132 (7)	0.0118 (8)	−0.0025 (6)	−0.0024 (6)	−0.0006 (6)
N23	0.0134 (8)	0.0130 (7)	0.0130 (8)	−0.0016 (6)	−0.0018 (6)	−0.0018 (6)
C21	0.0173 (10)	0.0099 (8)	0.0152 (9)	0.0006 (7)	0.0037 (8)	−0.0007 (7)
C22	0.0163 (10)	0.0149 (9)	0.0116 (9)	0.0030 (7)	−0.0009 (8)	−0.0022 (7)
C23	0.0120 (10)	0.0139 (9)	0.0146 (9)	−0.0005 (7)	−0.0012 (7)	−0.0034 (7)
C24	0.0128 (10)	0.0123 (8)	0.0131 (9)	0.0008 (7)	0.0004 (7)	−0.0029 (7)
C25	0.0163 (10)	0.0159 (9)	0.0146 (9)	−0.0017 (7)	−0.0036 (8)	−0.0013 (8)
C26	0.0132 (10)	0.0150 (9)	0.0207 (10)	−0.0027 (7)	−0.0012 (8)	−0.0041 (8)
C27	0.0156 (10)	0.0156 (9)	0.0142 (9)	−0.0038 (7)	−0.0043 (8)	−0.0003 (8)
C28	0.0133 (10)	0.0138 (9)	0.0153 (9)	−0.0007 (7)	−0.0031 (8)	0.0021 (7)
C29	0.0198 (11)	0.0134 (9)	0.0117 (9)	−0.0024 (7)	−0.0049 (8)	−0.0017 (7)
C210	0.0147 (10)	0.0147 (9)	0.0128 (9)	−0.0018 (7)	−0.0038 (8)	−0.0013 (7)
C211	0.0124 (9)	0.0152 (9)	0.0111 (9)	0.0005 (7)	−0.0002 (7)	−0.0028 (7)
C212	0.0188 (11)	0.0129 (9)	0.0155 (9)	0.0006 (7)	−0.0029 (8)	−0.0029 (8)
C213	0.0202 (11)	0.0172 (10)	0.0194 (10)	−0.0022 (8)	0.0011 (9)	−0.0052 (8)
C214	0.0226 (12)	0.0247 (11)	0.0217 (11)	−0.0039 (9)	0.0020 (9)	−0.0070 (9)
C215	0.0341 (15)	0.0308 (13)	0.0306 (13)	0.0051 (10)	0.0002 (11)	−0.0151 (11)
C216	0.0281 (13)	0.0297 (12)	0.0146 (10)	−0.0073 (9)	0.0034 (9)	−0.0031 (9)
C217	0.0219 (12)	0.0224 (11)	0.0245 (11)	−0.0020 (8)	0.0058 (9)	−0.0053 (9)
C218	0.0189 (11)	0.0205 (10)	0.0220 (11)	−0.0007 (8)	−0.0010 (9)	−0.0023 (9)
C219	0.0221 (13)	0.0385 (14)	0.0313 (14)	−0.0014 (10)	−0.0039 (11)	−0.0009 (12)

Geometric parameters (Å, º) top

Sn1—Cl1	2.4976 (5)	C113—H113	1.00 (3)
Sn1—S11	2.4690 (5)	C113—H113'	0.97 (2)
Sn1—S12	2.7088 (5)	C114—H114	1.01 (3)
Sn1—C112	2.135 (2)	C114—H114'	0.96 (3)
Sn1—C116	2.137 (2)	C115—H115'	0.99 (3)
Sn2—S21	2.7315 (5)	C115—H115"	0.92 (3)
Sn2—S22	2.4720 (5)	C115—H115	0.99 (3)
Sn2—Cl2	2.4886 (6)	C116—H116'	0.98 (3)
Sn2—C216	2.150 (3)	C116—H116	0.96 (3)
Sn2—C212	2.129 (2)	C117—H117	1.00 (3)
S11—C111	1.744 (2)	C117—H117'	1.02 (3)
S12—C111	1.708 (2)	C118—H118'	0.97 (3)
S21—C211	1.704 (2)	C118—H118	1.03 (3)
S22—C211	1.748 (2)	C119—H119"	0.99 (3)
O11—N11	1.230 (2)	C119—H119	1.00 (3)
O12—N11	1.231 (2)	C119—H119'	1.01 (3)
O21—N21	1.232 (2)	C21—C22	1.382 (3)
O22—N21	1.235 (2)	C21—C26	1.384 (3)
N11—C11	1.451 (3)	C22—C23	1.380 (3)
N12—C14	1.383 (2)	C23—C24	1.411 (3)
N12—C17	1.465 (3)	C24—C25	1.410 (3)
N12—C110	1.462 (2)	C25—C26	1.377 (3)
N13—C18	1.478 (3)	C27—C28	1.512 (3)
N13—C111	1.329 (3)	C29—C210	1.521 (3)
N13—C19	1.472 (3)	C22—H22	0.91 (2)
N21—C21	1.450 (3)	C23—H23	0.93 (2)
N22—C27	1.465 (3)	C25—H25	0.92 (2)
N22—C24	1.391 (2)	C26—H26	0.91 (2)
N22—C210	1.465 (3)	C27—H27'	0.92 (2)
N23—C29	1.459 (3)	C27—H27	1.03 (2)
N23—C28	1.465 (3)	C28—H28	0.98 (2)
N23—C211	1.323 (3)	C28—H28'	0.95 (2)
C11—C16	1.388 (3)	C29—H29	0.91 (2)
C11—C12	1.383 (3)	C29—H29'	1.00 (2)
C12—C13	1.383 (3)	C212—C213	1.518 (3)
C13—C14	1.408 (3)	C213—C214	1.530 (3)
C14—C15	1.411 (3)	C214—C215	1.520 (4)
C15—C16	1.378 (3)	C216—C217	1.522 (3)
C17—C18	1.518 (3)	C217—C218	1.515 (3)
C19—C110	1.520 (3)	C218—C219	1.519 (4)
C112—C113	1.523 (3)	C210—H210'	0.97 (2)
C12—H12	0.91 (3)	C210—H210	0.96 (2)
C113—C114	1.531 (3)	C212—H212'	0.96 (3)
C13—H13	0.92 (2)	C212—H212	0.92 (3)
C114—C115	1.513 (3)	C213—H213'	0.97 (3)
C15—H15	0.92 (2)	C213—H213	0.99 (3)
C116—C117	1.527 (3)	C214—H214'	0.99 (3)
C16—H16	1.00 (2)	C214—H214	0.97 (3)
C17—H17'	0.94 (2)	C215—H215'	0.95 (3)
C117—C118	1.521 (3)	C215—H215"	1.00 (3)
C17—H17	0.98 (2)	C215—H215	1.00 (3)
C118—C119	1.516 (4)	C216—H216'	1.00 (3)
C18—H18	0.97 (2)	C216—H216	0.97 (3)
C18—H18'	0.92 (2)	C217—H217'	0.96 (3)
C19—H19	0.95 (2)	C217—H217	1.01 (3)
C19—H19'	0.98 (2)	C218—H218'	0.95 (3)
C110—H110'	0.98 (2)	C218—H218	0.96 (3)
C110—H110	0.93 (2)	C219—H219'	0.98 (3)
C112—H112'	0.97 (2)	C219—H219"	0.98 (3)
C112—H112	0.96 (2)	C219—H219	0.97 (3)

Sn1···C119	4.095 (3)	C118···H27	2.87 (2)
Sn1···H118	3.05 (3)	C119···H116	2.76 (3)
Sn1···H119	3.65 (3)	C210···H25	2.53 (2)
Sn2···H218'	2.96 (3)	C212···H215"	2.78 (3)
Cl1···C112	3.441 (2)	C213···H113^xiv	3.04 (2)
Cl1···C116	3.403 (2)	C214···H119	3.08 (3)
Cl1···S11	3.4075 (7)	C215···H26^x	3.10 (2)
Cl1···C27ⁱ	3.573 (2)	C215···H212	2.87 (3)
Cl2···S22	3.3959 (7)	C219···H213^xiii	2.96 (3)
Cl2···C216	3.465 (3)	H110'···H17	2.23 (3)
Cl2···C212ⁱⁱ	3.614 (2)	H110'···O22^ix	2.55 (2)
Cl2···C212	3.479 (2)	H110'···C23^x	3.05 (2)
Cl1···H23ⁱ	2.86 (2)	H112'···Cl1ⁱ	3.14 (2)
Cl1···H116'	3.07 (3)	H112'···H117'ⁱ	2.54 (3)
Cl1···H27'ⁱ	2.77 (2)	H112'···H114	2.52 (3)
Cl1···H113'	3.09 (2)	H113'···Cl1	3.09 (2)
Cl1···H112'ⁱ	3.14 (2)	H113'···H117'ⁱ	2.51 (4)
Cl2···H212ⁱⁱ	3.03 (3)	H114'···H119'^xiii	2.46 (4)
Cl2···H13ⁱⁱ	2.92 (2)	H115'···O11^xii	2.54 (3)
Cl2···H17'ⁱⁱ	2.96 (2)	H115"···O12^iv	2.72 (3)
S11···S12	2.9441 (7)	H115"···C112	2.86 (3)
S11···Cl1	3.4075 (7)	H115"···H112	2.41 (4)
S11···C110ⁱⁱⁱ	3.566 (2)	H117'···H113'ⁱ	2.51 (4)
S12···C112	3.570 (2)	H117'···C113ⁱ	3.02 (3)
S12···S11	2.9441 (7)	H117'···H112'ⁱ	2.54 (3)
S12···S21	3.6057 (7)	H118'···H27	2.36 (4)
S12···C116	3.654 (2)	H118'···H119"^ix	2.46 (4)
S21···C212	3.495 (2)	H118'···H117^ix	2.55 (4)
S21···S22	2.9529 (7)	H119'···H114'^xiv	2.46 (4)
S21···S12	3.6057 (7)	H119"···H117	2.60 (4)
S21···C216	3.663 (2)	H119"···H118'^ix	2.46 (4)
S21···C217	3.516 (2)	H12···C115^iv	3.03 (3)
S21···O12^iv	3.5032 (16)	H12···O12	2.44 (3)
S22···Cl2	3.3959 (7)	H210'···C25	2.99 (2)
S22···S21	2.9529 (7)	H210'···C114^xiv	3.08 (2)
S11···H19	2.49 (2)	H210'···H16^xi	2.57 (3)
S11···H110ⁱⁱⁱ	3.03 (2)	H13···C17	2.59 (2)
S12···H212'	3.00 (3)	H13···Cl2ⁱⁱ	2.92 (2)
S12···H218'	3.17 (3)	H13···H17'	2.04 (3)
S12···H119	3.06 (3)	H212'···H18'	2.48 (3)
S12···H18'	2.52 (2)	H212'···H218'	2.57 (4)
S21···H213'	3.13 (3)	H212'···S12	3.00 (3)
S21···H217'	2.95 (2)	H212'···H214	2.51 (3)
S21···H28'	2.53 (2)	H213'···S21	3.13 (3)
S21···H112	3.14 (2)	H15···C110	2.62 (2)
S21···H218'	3.16 (3)	H15···H110	2.03 (3)
S22···H29'^v	3.16 (2)	H214'···H113^xiv	2.56 (4)
S22···H29	2.55 (2)	H16···O11	2.43 (2)
O11···C210^vi	3.197 (2)	H16···H210'^vi	2.57 (3)
O11···C29^vi	3.327 (2)	H215'···H26^x	2.48 (4)
O11···C29^iv	3.342 (2)	H215'···O22^x	2.70 (3)
O12···N11^vii	2.939 (2)	H215'···C26^x	3.06 (3)
O12···C115^iv	3.280 (3)	H17···C22^x	3.09 (2)
O12···C211^iv	3.295 (2)	H17···O21^ix	2.59 (2)
O12···O12^vii	3.029 (2)	H17···C23^x	3.00 (2)
O12···C11^vii	3.146 (2)	H17···C24^x	3.09 (2)
O12···S21^iv	3.5032 (16)	H17···H110'	2.23 (3)
O12···N23^iv	3.183 (2)	H17'···H13	2.04 (3)
O12···C28^iv	3.161 (2)	H17'···C13	2.59 (2)
O21···O21^viii	3.130 (2)	H17'···Cl2ⁱⁱ	2.96 (2)
O21···C21^viii	3.081 (2)	H215"···H212	2.44 (4)
O21···C22^viii	3.402 (3)	H215"···C212	2.78 (3)
O21···N21^viii	2.978 (2)	H18···C13	3.08 (2)
O22···C110^ix	3.371 (2)	H18···C14	3.05 (2)
O22···C111^ix	3.411 (2)	H18'···H212'	2.48 (3)
O11···H210^vi	2.77 (2)	H18'···S12	2.52 (2)
O11···H16	2.43 (2)	H19···S11	2.49 (2)
O11···H29'^iv	2.83 (2)	H19···O22^vi	2.66 (2)
O11···H29^vi	2.69 (2)	H19'···C14	2.96 (2)
O11···H115'^x	2.54 (3)	H19'···H26^vi	2.57 (3)
O12···H12	2.44 (3)	H217'···C12^iv	2.98 (2)
O12···H28^iv	2.71 (2)	H217'···S21	2.95 (2)
O12···H115"^iv	2.72 (3)	H217'···H219"	2.50 (4)
O21···H22	2.46 (2)	H218'···S21	3.16 (3)
O21···H214^ix	2.86 (3)	H218'···H212'	2.57 (4)
O21···H17^ix	2.59 (2)	H218'···S12	3.17 (3)
O22···H19^xi	2.66 (2)	H218'···Sn2	2.96 (3)
O22···H215'^xii	2.70 (3)	H219'···H215^xiii	2.46 (4)
O22···H110'^ix	2.55 (2)	H22···O21	2.46 (2)
O22···H26	2.43 (2)	H219"···H115	2.54 (4)
N11···O12^vii	2.939 (2)	H219"···H217'	2.50 (4)
N12···N13	2.861 (2)	H23···Cl1ⁱ	2.86 (2)
N12···C23^x	3.227 (3)	H23···C27	2.53 (2)
N12···C24^x	3.379 (3)	H23···H27'	2.02 (3)
N13···N12	2.861 (2)	H25···H210	2.04 (3)
N21···O21^viii	2.978 (2)	H25···C16^xi	3.04 (2)
N22···N23	2.860 (2)	H25···C210	2.53 (2)
N23···N22	2.860 (2)	H26···O22	2.43 (2)
N23···O12^iv	3.183 (2)	H26···H215'^xii	2.48 (4)
C11···O12^vii	3.146 (2)	H26···H19'^xi	2.57 (3)
C12···C217^iv	3.562 (3)	H26···C215^xii	3.10 (2)
C13···C18	3.509 (3)	H27···H118'	2.36 (4)
C17···C24^x	3.379 (3)	H27···C23	3.03 (2)
C17···C23^x	3.487 (3)	H27···C118	2.87 (2)
C18···C13	3.509 (3)	H27'···H23	2.02 (3)
C21···O21^viii	3.081 (2)	H27'···C23	2.55 (2)
C21···C116^ix	3.546 (3)	H27'···Cl1ⁱ	2.77 (2)
C22···O21^viii	3.402 (3)	H28···C16^xii	3.08 (2)
C23···N12^xii	3.227 (3)	H28···C11^xii	3.09 (2)
C23···C17^xii	3.487 (3)	H28···C12^xii	3.06 (2)
C23···C110^xii	3.545 (3)	H28···C13^xii	3.05 (2)
C24···C17^xii	3.379 (3)	H28···C14^xii	3.09 (2)
C24···N12^xii	3.379 (3)	H28···C15^xii	3.06 (2)
C27···Cl1ⁱ	3.573 (2)	H28···O12^iv	2.71 (2)
C28···O12^iv	3.161 (2)	H28···H29'	2.37 (3)
C29···O11^iv	3.342 (2)	H28'···S21	2.53 (2)
C29···O11^xi	3.327 (2)	H29···C29^v	2.97 (2)
C110···S11ⁱⁱⁱ	3.566 (2)	H29···O11^xi	2.69 (2)
C110···O22^ix	3.371 (2)	H29···H29^v	2.39 (3)
C110···C23^x	3.545 (3)	H29···S22	2.55 (2)
C11···H28^x	3.09 (2)	H29'···H28	2.37 (3)
C111···O22^ix	3.411 (2)	H29'···S22^v	3.16 (2)
C12···H28^x	3.06 (2)	H29'···O11^iv	2.83 (2)
C112···S12	3.570 (2)	H110···H15	2.03 (3)
C112···Cl1	3.441 (2)	H110···S11ⁱⁱⁱ	3.03 (2)
C12···H217'^iv	2.98 (2)	H110···C15	2.57 (2)
C13···H17'	2.59 (2)	H112···H115"	2.41 (4)
C13···H18	3.08 (2)	H112···C115	2.92 (2)
C13···H28^x	3.05 (2)	H112···S21	3.14 (2)
C14···H28^x	3.09 (2)	H113···H115	2.53 (4)
C14···H18	3.05 (2)	H113···H214'^xiii	2.56 (4)
C14···H19'	2.96 (2)	H113···C213^xiii	3.04 (2)
C15···H28^x	3.06 (2)	H113···H213^xiii	2.58 (3)
C15···H110	2.57 (2)	H114···H112'	2.52 (3)
C115···O12^iv	3.280 (3)	H115···H219"	2.54 (4)
C116···S12	3.654 (2)	H115···H113	2.53 (4)
C16···H25^vi	3.04 (2)	H116···H119	2.30 (4)
C116···C21^ix	3.546 (3)	H116···C21^ix	2.80 (3)
C16···H28^x	3.08 (2)	H116···C119	2.76 (3)
C116···Cl1	3.403 (2)	H116···C22^ix	2.78 (3)
C17···H13	2.59 (2)	H117···H118'^ix	2.55 (4)
C119···Sn1	4.095 (3)	H117···H119"	2.60 (4)
C21···H116^ix	2.80 (3)	H118···C112	2.97 (3)
C22···H116^ix	2.78 (3)	H118···Sn1	3.05 (3)
C22···H17^xii	3.09 (2)	H119···C116	2.84 (3)
C23···H27'	2.55 (2)	H119···S12	3.06 (3)
C23···H17^xii	3.00 (2)	H119···H214	2.54 (4)
C23···H110'^xii	3.05 (2)	H119···C214	3.08 (3)
C23···H27	3.03 (2)	H119···H116	2.30 (4)
C24···H17^xii	3.09 (2)	H119···Sn1	3.65 (3)
C25···H210	2.58 (2)	H210···O11^xi	2.77 (2)
C25···H210'	2.99 (2)	H210···C25	2.58 (2)
C26···H215'^xii	3.06 (3)	H210···H25	2.04 (3)
C27···H23	2.53 (2)	H212···C215	2.87 (3)
C29···H29^v	2.97 (2)	H212···H215"	2.44 (4)
C210···O11^xi	3.197 (2)	H212···Cl2ⁱⁱ	3.03 (3)
C110···H15	2.62 (2)	H212···H216ⁱⁱ	2.58 (4)
C211···O12^iv	3.295 (2)	H213···C219^xiv	2.96 (3)
C112···H115"	2.86 (3)	H213···H113^xiv	2.58 (3)
C112···H118	2.97 (3)	H213···H215	2.52 (4)
C212···Cl2	3.479 (2)	H214···H212'	2.51 (3)
C212···S21	3.495 (2)	H214···H119	2.54 (4)
C212···Cl2ⁱⁱ	3.614 (2)	H214···O21^ix	2.86 (3)
C113···H117'ⁱ	3.02 (3)	H215···H219'^xiv	2.46 (4)
C114···H210'^xiii	3.08 (2)	H215···H213	2.52 (4)
C115···H112	2.92 (2)	H216···H218	2.53 (4)
C115···H12^iv	3.03 (3)	H216···H212ⁱⁱ	2.58 (4)
C216···S21	3.663 (2)	H218···H216	2.53 (4)
C216···Cl2	3.465 (3)	H218···H219^iv	2.45 (4)
C116···H119	2.84 (3)	H219···H218^iv	2.45 (4)
C217···C12^iv	3.562 (3)

Cl1—Sn1—S11	86.64 (2)	H116'—C116—H116	112 (2)
Cl1—Sn1—S12	155.67 (2)	C117—C116—H116	110.1 (17)
Cl1—Sn1—C112	95.63 (5)	Sn1—C116—H116'	104.4 (17)
Cl1—Sn1—C116	94.16 (6)	Sn1—C116—H116	105.8 (16)
S11—Sn1—S12	69.13 (2)	C117—C116—H116'	110.8 (15)
S11—Sn1—C112	118.58 (5)	H117'—C117—H117	107 (2)
S11—Sn1—C116	112.77 (6)	C116—C117—H117	107.9 (16)
S12—Sn1—C112	94.20 (6)	C118—C117—H117'	108.2 (15)
S12—Sn1—C116	97.16 (6)	C116—C117—H117'	110.9 (16)
C112—Sn1—C116	128.12 (8)	C118—C117—H117	108.5 (16)
S21—Sn2—C212	91.07 (6)	C119—C118—H118'	110.3 (17)
S21—Sn2—C216	96.53 (7)	C119—C118—H118	109.7 (15)
S22—Sn2—C212	117.11 (6)	C117—C118—H118	111.2 (15)
S22—Sn2—C216	113.24 (7)	C117—C118—H118'	107.6 (15)
C212—Sn2—C216	128.35 (9)	H118'—C118—H118	103 (2)
Cl2—Sn2—C212	97.45 (5)	H119"—C119—H119	104 (2)
Cl2—Sn2—C216	96.37 (7)	C118—C119—H119'	108.5 (16)
S21—Sn2—S22	68.94 (2)	C118—C119—H119"	112.3 (17)
Cl2—Sn2—S22	86.40 (2)	C118—C119—H119	112.7 (17)
Cl2—Sn2—S21	155.11 (2)	H119'—C119—H119"	103 (2)
Sn1—S11—C111	90.35 (7)	H119'—C119—H119	116 (2)
Sn1—S12—C111	83.38 (7)	N21—C21—C22	119.72 (17)
Sn2—S21—C211	82.97 (7)	N21—C21—C26	119.28 (17)
Sn2—S22—C211	90.38 (7)	C22—C21—C26	120.97 (18)
O11—N11—O12	123.13 (17)	C21—C22—C23	119.70 (18)
O11—N11—C11	118.62 (17)	C22—C23—C24	121.06 (18)
O12—N11—C11	118.25 (17)	N22—C24—C23	121.35 (17)
C17—N12—C110	108.19 (15)	N22—C24—C25	121.20 (17)
C14—N12—C110	120.06 (16)	C23—C24—C25	117.44 (17)
C14—N12—C17	120.86 (16)	C24—C25—C26	121.35 (18)
C18—N13—C111	122.15 (16)	C21—C26—C25	119.47 (18)
C18—N13—C19	114.83 (16)	N22—C27—C28	112.59 (16)
C19—N13—C111	122.73 (16)	N23—C28—C27	109.89 (16)
O21—N21—O22	122.91 (17)	N23—C29—C210	110.66 (15)
O22—N21—C21	118.62 (17)	C21—C22—H22	121.4 (14)
O21—N21—C21	118.47 (17)	C23—C22—H22	118.9 (14)
C24—N22—C27	117.06 (16)	C22—C23—H23	117.5 (14)
C27—N22—C210	113.66 (15)	C24—C23—H23	121.4 (14)
C24—N22—C210	117.12 (16)	C24—C25—H25	120.8 (13)
C28—N23—C211	124.27 (17)	C26—C25—H25	117.8 (13)
C29—N23—C211	125.09 (16)	C25—C26—H26	120.5 (14)
C28—N23—C29	110.55 (15)	C21—C26—H26	120.0 (14)
N11—C11—C12	119.79 (17)	N22—C27—H27'	109.1 (14)
N11—C11—C16	119.47 (17)	C28—C27—H27	107.8 (13)
C12—C11—C16	120.73 (18)	N22—C27—H27	111.2 (12)
C11—C12—C13	119.73 (18)	H27—C27—H27'	109.2 (19)
C12—C13—C14	121.12 (18)	C28—C27—H27'	106.9 (13)
N12—C14—C15	120.49 (17)	N23—C28—H28'	106.2 (13)
N12—C14—C13	122.05 (17)	N23—C28—H28	106.9 (12)
C13—C14—C15	117.41 (17)	C27—C28—H28	109.8 (13)
C14—C15—C16	121.40 (18)	C27—C28—H28'	110.2 (13)
C11—C16—C15	119.50 (18)	H28—C28—H28'	113.6 (17)
N12—C17—C18	111.47 (16)	C210—C29—H29'	110.8 (12)
N13—C18—C17	110.87 (16)	H29—C29—H29'	106.6 (17)
N13—C19—C110	110.46 (16)	C210—C29—H29	109.3 (13)
N12—C110—C19	110.47 (16)	N23—C29—H29	111.1 (14)
S11—C111—S12	117.03 (11)	N23—C29—H29'	108.4 (12)
S11—C111—N13	119.80 (15)	N22—C210—C29	112.31 (16)
S12—C111—N13	123.16 (15)	S21—C211—N23	123.09 (15)
Sn1—C112—C113	112.70 (13)	S22—C211—N23	119.31 (15)
C11—C12—H12	119.6 (17)	S21—C211—S22	117.61 (11)
C13—C12—H12	120.6 (18)	Sn2—C212—C213	114.58 (14)
C112—C113—C114	112.98 (17)	C212—C213—C214	112.00 (18)
C14—C13—H13	119.8 (14)	C213—C214—C215	113.69 (19)
C12—C13—H13	119.1 (14)	Sn2—C216—C217	114.72 (15)
C113—C114—C115	113.56 (19)	C216—C217—C218	113.75 (18)
C14—C15—H15	119.9 (14)	C217—C218—C219	113.35 (19)
C16—C15—H15	118.7 (14)	N22—C210—H210'	110.2 (13)
C11—C16—H16	119.1 (13)	N22—C210—H210	109.7 (12)
Sn1—C116—C117	113.36 (14)	C29—C210—H210'	109.5 (13)
C15—C16—H16	121.4 (13)	C29—C210—H210	105.1 (11)
H17—C17—H17'	110.3 (17)	H210'—C210—H210	109.9 (17)
C116—C117—C118	113.63 (18)	Sn2—C212—H212'	103.7 (15)
C18—C17—H17'	110.9 (14)	Sn2—C212—H212	104.9 (17)
N12—C17—H17	108.6 (12)	C213—C212—H212'	110.6 (15)
N12—C17—H17'	109.7 (14)	C213—C212—H212	111.0 (18)
C18—C17—H17	105.9 (13)	H212'—C212—H212	112 (2)
N13—C18—H18	107.3 (13)	C212—C213—H213'	108.4 (17)
N13—C18—H18'	106.1 (14)	C212—C213—H213	107.4 (14)
C117—C118—C119	114.73 (19)	C214—C213—H213'	108.2 (15)
C17—C18—H18	110.5 (14)	C214—C213—H213	110.1 (14)
C17—C18—H18'	112.8 (13)	H213'—C213—H213	111 (2)
H18—C18—H18'	109 (2)	C213—C214—H214'	108.6 (15)
N13—C19—H19'	108.3 (14)	C213—C214—H214	109.5 (15)
C110—C19—H19	110.0 (14)	C215—C214—H214'	109.8 (16)
C110—C19—H19'	109.3 (14)	C215—C214—H214	108.0 (15)
N13—C19—H19	109.5 (14)	H214'—C214—H214	107 (2)
H19—C19—H19'	109.3 (18)	C214—C215—H215'	111.4 (17)
H110'—C110—H110	109.9 (18)	C214—C215—H215"	110.0 (18)
N12—C110—H110'	107.3 (12)	C214—C215—H215	107.5 (17)
N12—C110—H110	112.2 (13)	H215'—C215—H215"	108 (2)
C19—C110—H110	108.3 (13)	H215'—C215—H215	111 (2)
C19—C110—H110'	108.6 (13)	H215"—C215—H215	110 (2)
C113—C112—H112'	109.9 (12)	Sn2—C216—H216'	105.1 (16)
C113—C112—H112	112.6 (12)	Sn2—C216—H216	104.3 (16)
Sn1—C112—H112	104.5 (13)	C217—C216—H216'	114.2 (17)
Sn1—C112—H112'	104.4 (13)	C217—C216—H216	109.3 (17)
H112'—C112—H112	112.3 (18)	H216'—C216—H216	109 (2)
C112—C113—H113	108.0 (11)	C216—C217—H217'	109.3 (12)
C112—C113—H113'	110.6 (12)	C216—C217—H217	107.0 (16)
H113'—C113—H113	108.2 (19)	C218—C217—H217'	109.0 (14)
C114—C113—H113'	108.9 (13)	C218—C217—H217	110.7 (16)
C114—C113—H113	108.0 (14)	H217'—C217—H217	107 (2)
C113—C114—H114'	109.3 (16)	C217—C218—H218'	109.0 (16)
C113—C114—H114	108.6 (15)	C217—C218—H218	107.5 (16)
C115—C114—H114'	110.9 (15)	C219—C218—H218'	111.0 (16)
C115—C114—H114	106.8 (15)	C219—C218—H218	112.5 (17)
H114'—C114—H114	108 (2)	H218'—C218—H218	103 (2)
C114—C115—H115	109.9 (17)	C218—C219—H219'	111.5 (17)
H115'—C115—H115"	109 (3)	C218—C219—H219"	106.3 (17)
C114—C115—H115"	111.0 (19)	C218—C219—H219	111.8 (18)
C114—C115—H115'	111.9 (17)	H219'—C219—H219"	111 (2)
H115"—C115—H115	111 (3)	H219'—C219—H219	109 (2)
H115'—C115—H115	104 (2)	H219"—C219—H219	107 (3)

Cl1—Sn1—S11—C111	−179.82 (7)	C19—N13—C111—S11	0.4 (3)
S12—Sn1—S11—C111	−2.04 (7)	C19—N13—C111—S12	179.47 (15)
C112—Sn1—S11—C111	−85.24 (9)	C111—N13—C18—C17	−138.50 (18)
C116—Sn1—S11—C111	87.08 (9)	C18—N13—C19—C110	−49.1 (2)
Cl1—Sn1—S12—C111	7.48 (8)	C111—N13—C19—C110	136.92 (19)
S11—Sn1—S12—C111	2.10 (7)	C18—N13—C111—S11	−173.21 (14)
C112—Sn1—S12—C111	121.13 (9)	O21—N21—C21—C22	1.6 (3)
C116—Sn1—S12—C111	−109.59 (9)	O21—N21—C21—C26	179.68 (18)
Cl1—Sn1—C112—C113	62.47 (14)	O22—N21—C21—C22	−178.46 (18)
S11—Sn1—C112—C113	−26.77 (16)	O22—N21—C21—C26	−0.3 (3)
S12—Sn1—C112—C113	−95.25 (13)	C27—N22—C24—C23	19.7 (3)
C116—Sn1—C112—C113	162.25 (13)	C27—N22—C24—C25	−161.47 (18)
Cl1—Sn1—C116—C117	94.79 (14)	C210—N22—C24—C23	159.84 (18)
S11—Sn1—C116—C117	−177.11 (12)	C210—N22—C24—C25	−21.3 (3)
S12—Sn1—C116—C117	−106.79 (14)	C24—N22—C27—C28	−169.51 (16)
C112—Sn1—C116—C117	−5.69 (19)	C210—N22—C27—C28	49.0 (2)
C212—Sn2—S22—C211	81.79 (9)	C24—N22—C210—C29	170.72 (16)
C216—Sn2—S22—C211	−86.28 (10)	C27—N22—C210—C29	−47.8 (2)
Cl2—Sn2—C212—C213	−89.07 (14)	C28—N23—C211—S22	−179.09 (14)
S21—Sn2—C212—C213	67.48 (14)	C29—N23—C28—C27	60.1 (2)
S22—Sn2—C212—C213	0.69 (16)	C211—N23—C28—C27	−123.1 (2)
C216—Sn2—C212—C213	166.68 (14)	C28—N23—C29—C210	−59.5 (2)
Cl2—Sn2—C216—C217	−171.52 (16)	C211—N23—C29—C210	123.8 (2)
S21—Sn2—C216—C217	29.82 (17)	C28—N23—C211—S21	1.5 (3)
S22—Sn2—C216—C217	99.67 (17)	C29—N23—C211—S21	177.80 (14)
Cl2—Sn2—S21—C211	−10.29 (8)	C29—N23—C211—S22	−2.8 (3)
S22—Sn2—S21—C211	−1.92 (7)	N11—C11—C12—C13	−176.51 (18)
C212—Sn2—S21—C211	−120.68 (9)	N11—C11—C16—C15	177.11 (18)
C216—Sn2—S21—C211	110.51 (10)	C12—C11—C16—C15	−2.4 (3)
Cl2—Sn2—S22—C211	178.33 (7)	C16—C11—C12—C13	3.0 (3)
S21—Sn2—S22—C211	1.85 (6)	C11—C12—C13—C14	−0.5 (3)
C212—Sn2—C216—C217	−66.8 (2)	C12—C13—C14—C15	−2.5 (3)
Sn1—S11—C111—S12	3.39 (11)	C12—C13—C14—N12	−179.80 (18)
Sn1—S11—C111—N13	−177.46 (15)	N12—C14—C15—C16	−179.55 (18)
Sn1—S12—C111—N13	177.77 (17)	C13—C14—C15—C16	3.1 (3)
Sn1—S12—C111—S11	−3.11 (10)	C14—C15—C16—C11	−0.7 (3)
Sn2—S21—C211—N23	−177.70 (17)	N12—C17—C18—N13	−53.5 (2)
Sn2—S21—C211—S22	2.85 (10)	N13—C19—C110—N12	56.7 (2)
Sn2—S22—C211—S21	−3.13 (11)	N21—C21—C22—C23	177.97 (18)
Sn2—S22—C211—N23	177.40 (15)	C26—C21—C22—C23	−0.1 (3)
O11—N11—C11—C12	171.66 (18)	N21—C21—C26—C25	−178.55 (18)
O12—N11—C11—C16	172.65 (18)	C22—C21—C26—C25	−0.4 (3)
O11—N11—C11—C16	−7.9 (3)	C21—C22—C23—C24	0.9 (3)
O12—N11—C11—C12	−7.8 (3)	C22—C23—C24—N22	177.86 (18)
C17—N12—C14—C13	−13.9 (3)	C22—C23—C24—C25	−1.1 (3)
C110—N12—C17—C18	61.9 (2)	N22—C24—C25—C26	−178.43 (18)
C14—N12—C110—C19	81.2 (2)	C23—C24—C25—C26	0.5 (3)
C17—N12—C110—C19	−63.29 (19)	C24—C25—C26—C21	0.3 (3)
C110—N12—C14—C15	28.8 (3)	N22—C27—C28—N23	−54.5 (2)
C17—N12—C14—C15	168.81 (17)	N23—C29—C210—N22	52.8 (2)
C110—N12—C14—C13	−153.92 (18)	Sn2—C212—C213—C214	−166.82 (15)
C14—N12—C17—C18	−82.3 (2)	C212—C213—C214—C215	−60.2 (3)
C19—N13—C18—C17	47.4 (2)	Sn2—C216—C217—C218	59.5 (2)
C18—N13—C111—S12	5.9 (3)	C216—C217—C218—C219	−175.8 (2)

Symmetry codes: (i) −x, −y+1, −z; (ii) −x+1, −y, −z+1; (iii) −x, −y, −z; (iv) −x, −y, −z+1; (v) −x+1, −y+1, −z+1; (vi) x−1, y−1, z; (vii) −x, −y−1, −z+1; (viii) −x+1, −y+2, −z; (ix) −x+1, −y+1, −z; (x) x, y−1, z; (xi) x+1, y+1, z; (xii) x, y+1, z; (xiii) x−1, y, z; (xiv) x+1, y, z.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C110—H110′···O22^ix	0.98 (2)	2.55 (2)	3.371 (2)	140.8 (16)
C115—H115′···O11^xii	0.99 (3)	2.54 (3)	3.491 (3)	161 (2)
C17—H17···O21^ix	0.98 (2)	2.59 (2)	3.458 (3)	146.7 (16)
C18—H18′···S12	0.92 (2)	2.52 (2)	3.058 (2)	118.0 (16)
C19—H19···S11	0.95 (2)	2.49 (2)	3.004 (2)	113.8 (17)
C27—H27′···Cl1ⁱ	0.92 (2)	2.77 (2)	3.573 (2)	146.4 (18)
C28—H28′···S21	0.95 (2)	2.53 (2)	3.085 (2)	117.5 (16)
C29—H29···S22	0.91 (2)	2.55 (2)	3.036 (2)	114.1 (16)

Symmetry codes: (i) −x, −y+1, −z; (ix) −x+1, −y+1, −z; (xii) x, y+1, z.

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