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Acta Crystallogr Sect E Struct Rep Online. 2010 February 1; 66(Pt 2): m164.
Published online 2010 January 16. doi:  10.1107/S1600536809055755
PMCID: PMC2979818

(2-Methyl­quinolin-8-olato-κ2 N,O)di­phenyl­(thio­cyanato-κN)tin(IV)

Abstract

The SnIV atom in the title compound, [Sn(C6H5)2(C10H8NO)(NCS)], is chelated by the 2-methyl­quinolin-8-olate anion and is five-coordinate in a trigonal-bipramidal geometry [C—Sn—C = 133.47 (13) and 138.77 (12)°]. There are two independent mol­ecules of similar conformation in the asymmetric unit.

Related literature

The title compound is an unusual example of a diorganotin compound having different anionic groups; for mixed chelated diorganotin compounds, see: Ng (1999 [triangle]). The diorganotin derivatives of 8-hydroxy­quinolines are bis-­chelate compounds; for the crystal structure of diphenyl­bis(8-hydroxy­quinolinato)tin, see: Linden et al. (2005 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-66-0m164-scheme1.jpg

Experimental

Crystal data

  • [Sn(C6H5)2(C10H8NO)(NCS)]
  • M r = 489.14
  • Triclinic, An external file that holds a picture, illustration, etc.
Object name is e-66-0m164-efi1.jpg
  • a = 9.0093 (5) Å
  • b = 11.5809 (6) Å
  • c = 20.5129 (11) Å
  • α = 83.7166 (7)°
  • β = 85.4123 (7)°
  • γ = 78.2441 (7)°
  • V = 2079.09 (19) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 1.35 mm−1
  • T = 295 K
  • 0.40 × 0.20 × 0.20 mm

Data collection

  • Bruker SMART APEX diffractometer
  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996 [triangle]) T min = 0.615, T max = 0.775
  • 19942 measured reflections
  • 9461 independent reflections
  • 7796 reflections with I > 2σ(I)
  • R int = 0.021

Refinement

  • R[F 2 > 2σ(F 2)] = 0.034
  • wR(F 2) = 0.103
  • S = 1.04
  • 9461 reflections
  • 507 parameters
  • H-atom parameters constrained
  • Δρmax = 0.56 e Å−3
  • Δρmin = −0.96 e Å−3

Data collection: APEX2 (Bruker, 2008 [triangle]); cell refinement: SAINT (Bruker, 2008 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: X-SEED (Barbour, 2001 [triangle]); software used to prepare material for publication: publCIF (Westrip, 2010 [triangle]).

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809055755/bt5150sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809055755/bt5150Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Acknowledgments

We thank Shahid Beheshti University and the University of Malaya for supporting this study.

supplementary crystallographic information

Experimental

Diphenyltin dichloride (0.34 g,1 mmol), potassium thiocyanate (0.10 g, 1 mol) and 2-methyl-8-hydroxyquinoline (0.16 g, 1 mmol) were dissolved in methanol (10 ml). The white participate was collected and crystallized from dichloromethane; m.p. 466–467 K.

Refinement

H-atoms were placed in calculated positions (C–H 0.93–0.96 Å) and were included in the refinement in the riding model approximation, with U(H) set to 1.2–1.5U(C).

Figures

Fig. 1.
Anisotropic displacement ellipsoid plot (Barbour, 2001) of Sn(NCS)(C6H5)2(C10H8NO); ellipsoids are drawn at the 50% probability level and H atoms of arbitrary radius.

Crystal data

[Sn(C6H5)2(C10H8NO)(NCS)]Z = 4
Mr = 489.14F(000) = 976
Triclinic, P1Dx = 1.563 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 9.0093 (5) ÅCell parameters from 9333 reflections
b = 11.5809 (6) Åθ = 2.3–28.3°
c = 20.5129 (11) ŵ = 1.35 mm1
α = 83.7166 (7)°T = 295 K
β = 85.4123 (7)°Prism, yellow
γ = 78.2441 (7)°0.40 × 0.20 × 0.20 mm
V = 2079.09 (19) Å3

Data collection

Bruker SMART APEX diffractometer9461 independent reflections
Radiation source: fine-focus sealed tube7796 reflections with I > 2σ(I)
graphiteRint = 0.021
ω scansθmax = 27.5°, θmin = 1.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)h = −11→11
Tmin = 0.615, Tmax = 0.775k = −15→13
19942 measured reflectionsl = −26→26

Refinement

Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.034Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.103H-atom parameters constrained
S = 1.04w = 1/[σ2(Fo2) + (0.0543P)2 + 1.4929P] where P = (Fo2 + 2Fc2)/3
9461 reflections(Δ/σ)max = 0.001
507 parametersΔρmax = 0.56 e Å3
0 restraintsΔρmin = −0.96 e Å3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)

xyzUiso*/Ueq
Sn10.82767 (2)0.23539 (2)0.420294 (10)0.03926 (8)
Sn20.09509 (2)0.75000 (2)0.091111 (10)0.03957 (8)
S10.88115 (18)0.08766 (12)0.64310 (6)0.0794 (4)
S20.2261 (2)0.87393 (15)−0.13678 (6)0.0979 (5)
O10.6736 (3)0.3825 (2)0.43924 (11)0.0461 (6)
O20.2507 (3)0.5987 (2)0.08617 (11)0.0485 (6)
N10.8195 (3)0.3559 (2)0.32032 (13)0.0364 (6)
N20.7735 (4)0.1754 (3)0.52636 (17)0.0583 (8)
N30.0928 (3)0.6567 (3)0.19826 (13)0.0409 (6)
N40.1623 (4)0.7748 (3)−0.01556 (17)0.0632 (9)
C11.0470 (3)0.2573 (3)0.44053 (15)0.0362 (6)
C21.0524 (4)0.3402 (4)0.48398 (19)0.0530 (9)
H2A0.96280.38110.50320.064*
C31.1910 (5)0.3624 (4)0.4989 (2)0.0619 (11)
H3A1.19350.41790.52810.074*
C41.3240 (4)0.3031 (4)0.4710 (2)0.0569 (10)
H4A1.41660.31890.48060.068*
C51.3190 (4)0.2207 (4)0.4290 (2)0.0571 (10)
H5A1.40920.17970.41040.068*
C61.1814 (4)0.1968 (3)0.41342 (18)0.0473 (8)
H6A1.18020.14010.38480.057*
C70.7258 (3)0.1086 (3)0.38270 (16)0.0380 (7)
C80.6944 (5)0.0112 (4)0.4234 (2)0.0568 (10)
H8A0.7288−0.00370.46560.068*
C90.6119 (6)−0.0636 (4)0.4011 (2)0.0704 (13)
H9A0.5898−0.12770.42890.085*
C100.5626 (5)−0.0448 (3)0.3391 (2)0.0595 (10)
H10A0.5077−0.09590.32460.071*
C110.5942 (5)0.0498 (4)0.29804 (19)0.0538 (9)
H11A0.56040.06300.25570.065*
C120.6760 (4)0.1255 (3)0.31938 (17)0.0448 (8)
H12A0.69810.18880.29090.054*
C130.6292 (4)0.4647 (3)0.38955 (16)0.0398 (7)
C140.5120 (4)0.5589 (3)0.39706 (19)0.0494 (8)
H14A0.45970.56740.43780.059*
C150.4700 (5)0.6433 (3)0.3433 (2)0.0578 (10)
H15A0.38920.70640.34910.069*
C160.5443 (5)0.6346 (3)0.2836 (2)0.0567 (10)
H16A0.51590.69200.24910.068*
C170.6650 (4)0.5383 (3)0.27379 (18)0.0450 (8)
C180.7069 (4)0.4531 (3)0.32630 (15)0.0368 (7)
C190.7480 (5)0.5186 (4)0.21314 (19)0.0561 (10)
H19A0.72530.57250.17660.067*
C200.8603 (5)0.4220 (4)0.20783 (18)0.0527 (9)
H20A0.91430.41020.16770.063*
C210.8959 (4)0.3393 (3)0.26282 (16)0.0416 (7)
C221.0172 (4)0.2313 (4)0.25659 (19)0.0533 (9)
H22A1.02110.20720.21310.080*
H22B0.99490.16850.28810.080*
H22C1.11340.24870.26460.080*
C230.8225 (4)0.1396 (4)0.5705 (2)0.0530 (9)
C24−0.1255 (4)0.7263 (3)0.07396 (15)0.0412 (7)
C25−0.1355 (4)0.6240 (4)0.04732 (19)0.0544 (9)
H25A−0.04790.56820.03910.065*
C26−0.2744 (6)0.6036 (5)0.0328 (2)0.0715 (13)
H26A−0.28000.53520.01400.086*
C27−0.4036 (5)0.6845 (5)0.0460 (2)0.0766 (14)
H27A−0.49730.67040.03660.092*
C28−0.3966 (5)0.7849 (5)0.0727 (2)0.0754 (14)
H28A−0.48560.83880.08170.091*
C29−0.2576 (5)0.8085 (4)0.0869 (2)0.0564 (9)
H29A−0.25320.87810.10480.068*
C300.1809 (4)0.8951 (3)0.11689 (16)0.0409 (7)
C310.1905 (5)0.9914 (4)0.0717 (2)0.0618 (11)
H31A0.15460.99400.03020.074*
C320.2519 (6)1.0829 (4)0.0871 (2)0.0714 (13)
H32A0.25551.14770.05640.086*
C330.3074 (6)1.0797 (4)0.1464 (2)0.0700 (13)
H33A0.35331.14030.15600.084*
C340.2960 (6)0.9872 (4)0.1924 (2)0.0678 (12)
H34A0.32980.98720.23410.081*
C350.2356 (5)0.8945 (4)0.17824 (19)0.0544 (9)
H35A0.23120.83090.20970.065*
C360.2866 (4)0.5294 (3)0.14148 (17)0.0429 (7)
C370.4023 (5)0.4310 (4)0.1427 (2)0.0577 (10)
H37A0.45900.41120.10420.069*
C380.4349 (5)0.3606 (4)0.2019 (2)0.0636 (11)
H38A0.51390.29490.20190.076*
C390.3555 (5)0.3851 (4)0.2585 (2)0.0641 (12)
H39A0.37970.33650.29690.077*
C400.2356 (4)0.4844 (3)0.26010 (18)0.0501 (9)
C410.2027 (4)0.5574 (3)0.20114 (16)0.0395 (7)
C420.1439 (5)0.5205 (4)0.3162 (2)0.0636 (11)
H42A0.15990.47590.35640.076*
C430.0345 (5)0.6176 (4)0.31239 (18)0.0625 (11)
H43A−0.02520.63890.34990.075*
C440.0077 (4)0.6889 (4)0.25189 (17)0.0490 (9)
C45−0.1110 (5)0.7978 (4)0.2472 (2)0.0627 (11)
H45A−0.07240.85920.22000.094*
H45B−0.13980.82280.29030.094*
H45C−0.19810.78200.22820.094*
C460.1877 (5)0.8159 (4)−0.0627 (2)0.0561 (10)

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Sn10.03234 (12)0.05092 (15)0.03605 (12)−0.01352 (10)−0.00570 (8)0.00188 (9)
Sn20.03680 (13)0.04672 (14)0.03558 (12)−0.01099 (10)−0.00574 (9)0.00222 (9)
S10.1024 (10)0.0763 (8)0.0585 (7)−0.0095 (7)−0.0306 (7)0.0021 (6)
S20.1332 (14)0.1052 (11)0.0526 (7)−0.0328 (10)0.0259 (8)−0.0010 (7)
O10.0427 (13)0.0588 (15)0.0356 (12)−0.0089 (11)0.0021 (10)−0.0039 (10)
O20.0483 (14)0.0534 (15)0.0393 (12)−0.0008 (11)−0.0031 (10)−0.0020 (11)
N10.0357 (13)0.0382 (14)0.0378 (14)−0.0144 (11)−0.0001 (11)−0.0024 (11)
N20.0534 (19)0.074 (2)0.0500 (19)−0.0213 (17)−0.0110 (15)0.0059 (17)
N30.0406 (15)0.0485 (16)0.0362 (14)−0.0165 (13)−0.0022 (11)−0.0003 (12)
N40.060 (2)0.078 (3)0.051 (2)−0.0200 (18)−0.0103 (16)0.0147 (18)
C10.0325 (15)0.0390 (17)0.0372 (16)−0.0086 (13)−0.0078 (12)0.0034 (13)
C20.0427 (19)0.060 (2)0.057 (2)−0.0042 (17)−0.0088 (16)−0.0172 (18)
C30.064 (3)0.060 (3)0.069 (3)−0.017 (2)−0.026 (2)−0.012 (2)
C40.0391 (19)0.069 (3)0.066 (2)−0.0228 (18)−0.0220 (17)0.014 (2)
C50.0316 (17)0.077 (3)0.055 (2)−0.0008 (18)−0.0008 (15)0.005 (2)
C60.0420 (18)0.052 (2)0.0474 (19)−0.0037 (16)−0.0059 (15)−0.0088 (16)
C70.0309 (15)0.0376 (17)0.0440 (17)−0.0060 (12)−0.0029 (12)0.0023 (13)
C80.063 (2)0.055 (2)0.052 (2)−0.0188 (19)−0.0171 (18)0.0165 (17)
C90.090 (3)0.051 (2)0.076 (3)−0.035 (2)−0.017 (3)0.017 (2)
C100.071 (3)0.040 (2)0.073 (3)−0.0240 (19)−0.009 (2)−0.0026 (18)
C110.058 (2)0.059 (2)0.051 (2)−0.0237 (19)−0.0120 (17)−0.0034 (17)
C120.0468 (19)0.0461 (19)0.0440 (18)−0.0190 (15)−0.0043 (15)0.0044 (15)
C130.0374 (16)0.0450 (18)0.0410 (17)−0.0152 (14)−0.0038 (13)−0.0071 (14)
C140.0427 (19)0.051 (2)0.056 (2)−0.0100 (16)0.0009 (16)−0.0150 (17)
C150.051 (2)0.042 (2)0.080 (3)−0.0060 (17)−0.008 (2)−0.0092 (19)
C160.061 (2)0.039 (2)0.069 (3)−0.0096 (17)−0.015 (2)0.0046 (17)
C170.0501 (19)0.0382 (18)0.0492 (19)−0.0160 (15)−0.0083 (15)0.0032 (14)
C180.0361 (16)0.0390 (17)0.0393 (16)−0.0160 (13)−0.0044 (12)−0.0033 (13)
C190.073 (3)0.051 (2)0.046 (2)−0.023 (2)−0.0084 (18)0.0137 (17)
C200.065 (2)0.056 (2)0.0388 (18)−0.0210 (19)0.0064 (16)0.0014 (16)
C210.0429 (18)0.0479 (19)0.0370 (16)−0.0186 (15)0.0027 (13)−0.0035 (14)
C220.0432 (19)0.065 (2)0.049 (2)−0.0075 (18)0.0042 (16)−0.0072 (18)
C230.046 (2)0.056 (2)0.059 (2)−0.0172 (17)0.0110 (18)−0.0104 (19)
C240.0369 (16)0.053 (2)0.0337 (15)−0.0106 (14)−0.0017 (12)−0.0007 (14)
C250.049 (2)0.065 (3)0.051 (2)−0.0095 (18)−0.0009 (16)−0.0199 (18)
C260.074 (3)0.090 (3)0.065 (3)−0.040 (3)−0.008 (2)−0.022 (2)
C270.053 (3)0.126 (5)0.061 (3)−0.043 (3)−0.010 (2)−0.004 (3)
C280.038 (2)0.111 (4)0.071 (3)−0.005 (2)−0.0018 (19)−0.003 (3)
C290.051 (2)0.058 (2)0.058 (2)−0.0036 (18)−0.0050 (18)−0.0093 (18)
C300.0304 (15)0.0446 (18)0.0461 (18)−0.0068 (13)−0.0026 (13)0.0013 (14)
C310.080 (3)0.056 (2)0.052 (2)−0.022 (2)−0.016 (2)0.0096 (18)
C320.096 (4)0.055 (3)0.068 (3)−0.034 (2)−0.003 (2)0.009 (2)
C330.085 (3)0.061 (3)0.075 (3)−0.042 (2)0.003 (2)−0.010 (2)
C340.080 (3)0.077 (3)0.058 (2)−0.040 (3)−0.013 (2)−0.006 (2)
C350.061 (2)0.060 (2)0.047 (2)−0.0256 (19)−0.0108 (17)0.0061 (17)
C360.0414 (17)0.0419 (18)0.0479 (19)−0.0112 (14)−0.0106 (14)−0.0045 (15)
C370.057 (2)0.050 (2)0.067 (3)−0.0063 (18)−0.0139 (19)−0.0097 (19)
C380.059 (2)0.046 (2)0.084 (3)−0.0054 (19)−0.026 (2)0.003 (2)
C390.071 (3)0.045 (2)0.078 (3)−0.022 (2)−0.034 (2)0.023 (2)
C400.056 (2)0.049 (2)0.050 (2)−0.0235 (17)−0.0179 (17)0.0104 (16)
C410.0428 (17)0.0364 (17)0.0422 (17)−0.0155 (14)−0.0128 (14)0.0056 (13)
C420.075 (3)0.071 (3)0.048 (2)−0.031 (2)−0.012 (2)0.0167 (19)
C430.072 (3)0.086 (3)0.0362 (19)−0.034 (2)0.0040 (18)−0.0023 (19)
C440.051 (2)0.062 (2)0.0389 (18)−0.0239 (18)0.0021 (15)−0.0044 (16)
C450.058 (2)0.077 (3)0.054 (2)−0.013 (2)0.0075 (19)−0.019 (2)
C460.051 (2)0.067 (3)0.053 (2)−0.0124 (19)−0.0006 (18)−0.019 (2)

Geometric parameters (Å, °)

Sn1—O12.019 (2)C17—C181.398 (5)
Sn1—C12.121 (3)C17—C191.415 (5)
Sn1—C72.122 (3)C19—C201.354 (6)
Sn1—N22.257 (3)C19—H19A0.9300
Sn1—N12.348 (3)C20—C211.410 (5)
Sn2—O22.015 (2)C20—H20A0.9300
Sn2—C302.119 (3)C21—C221.494 (5)
Sn2—C242.122 (3)C22—H22A0.9600
Sn2—N42.227 (4)C22—H22B0.9600
Sn2—N32.341 (3)C22—H22C0.9600
S1—C231.631 (5)C24—C251.380 (5)
S2—C461.634 (5)C24—C291.392 (5)
O1—C131.343 (4)C25—C261.380 (6)
O2—C361.338 (4)C25—H25A0.9300
N1—C211.329 (4)C26—C271.367 (7)
N1—C181.362 (4)C26—H26A0.9300
N2—C231.046 (5)C27—C281.352 (7)
N3—C441.332 (4)C27—H27A0.9300
N3—C411.356 (4)C28—C291.394 (6)
N4—C461.059 (5)C28—H28A0.9300
C1—C61.378 (5)C29—H29A0.9300
C1—C21.390 (5)C30—C351.387 (5)
C2—C31.387 (5)C30—C311.383 (5)
C2—H2A0.9300C31—C321.367 (6)
C3—C41.370 (6)C31—H31A0.9300
C3—H3A0.9300C32—C331.346 (7)
C4—C51.363 (6)C32—H32A0.9300
C4—H4A0.9300C33—C341.363 (6)
C5—C61.392 (5)C33—H33A0.9300
C5—H5A0.9300C34—C351.366 (6)
C6—H6A0.9300C34—H34A0.9300
C7—C121.389 (5)C35—H35A0.9300
C7—C81.392 (5)C36—C371.379 (5)
C8—C91.384 (6)C36—C411.419 (5)
C8—H8A0.9300C37—C381.403 (6)
C9—C101.361 (6)C37—H37A0.9300
C9—H9A0.9300C38—C391.340 (7)
C10—C111.370 (5)C38—H38A0.9300
C10—H10A0.9300C39—C401.409 (6)
C11—C121.379 (5)C39—H39A0.9300
C11—H11A0.9300C40—C421.412 (6)
C12—H12A0.9300C40—C411.413 (5)
C13—C141.367 (5)C42—C431.336 (7)
C13—C181.430 (4)C42—H42A0.9300
C14—C151.413 (6)C43—C441.422 (5)
C14—H14A0.9300C43—H43A0.9300
C15—C161.352 (6)C44—C451.478 (6)
C15—H15A0.9300C45—H45A0.9600
C16—C171.410 (5)C45—H45B0.9600
C16—H16A0.9300C45—H45C0.9600
O1—Sn1—C1109.54 (11)C20—C19—H19A119.7
O1—Sn1—C7111.63 (11)C17—C19—H19A119.7
C1—Sn1—C7138.77 (12)C19—C20—C21120.3 (3)
O1—Sn1—N283.88 (12)C19—C20—H20A119.8
C1—Sn1—N292.22 (12)C21—C20—H20A119.8
C7—Sn1—N294.25 (13)N1—C21—C20120.1 (3)
O1—Sn1—N175.77 (9)N1—C21—C22119.5 (3)
C1—Sn1—N194.66 (10)C20—C21—C22120.3 (3)
C7—Sn1—N193.13 (11)C21—C22—H22A109.5
N2—Sn1—N1159.65 (12)C21—C22—H22B109.5
O2—Sn2—C30114.60 (12)H22A—C22—H22B109.5
O2—Sn2—C24111.83 (12)C21—C22—H22C109.5
C30—Sn2—C24133.47 (13)H22A—C22—H22C109.5
O2—Sn2—N482.33 (12)H22B—C22—H22C109.5
C30—Sn2—N495.46 (13)N2—C23—S1174.0 (4)
C24—Sn2—N493.36 (12)C25—C24—C29119.2 (3)
O2—Sn2—N375.56 (10)C25—C24—Sn2117.1 (3)
C30—Sn2—N394.26 (11)C29—C24—Sn2123.7 (3)
C24—Sn2—N394.28 (11)C24—C25—C26120.7 (4)
N4—Sn2—N3157.88 (13)C24—C25—H25A119.7
C13—O1—Sn1119.2 (2)C26—C25—H25A119.7
C36—O2—Sn2119.2 (2)C27—C26—C25119.7 (4)
C21—N1—C18120.1 (3)C27—C26—H26A120.2
C21—N1—Sn1131.2 (2)C25—C26—H26A120.2
C18—N1—Sn1108.61 (19)C28—C27—C26120.6 (4)
C23—N2—Sn1143.4 (3)C28—C27—H27A119.7
C44—N3—C41120.6 (3)C26—C27—H27A119.7
C44—N3—Sn2130.4 (3)C27—C28—C29120.9 (4)
C41—N3—Sn2108.9 (2)C27—C28—H28A119.6
C46—N4—Sn2161.1 (4)C29—C28—H28A119.6
C6—C1—C2118.8 (3)C24—C29—C28118.9 (4)
C6—C1—Sn1124.8 (2)C24—C29—H29A120.5
C2—C1—Sn1116.4 (2)C28—C29—H29A120.5
C3—C2—C1120.3 (4)C35—C30—C31117.8 (3)
C3—C2—H2A119.8C35—C30—Sn2121.4 (3)
C1—C2—H2A119.8C31—C30—Sn2120.7 (3)
C4—C3—C2120.6 (4)C32—C31—C30121.0 (4)
C4—C3—H3A119.7C32—C31—H31A119.5
C2—C3—H3A119.7C30—C31—H31A119.5
C5—C4—C3119.2 (3)C33—C32—C31120.4 (4)
C5—C4—H4A120.4C33—C32—H32A119.8
C3—C4—H4A120.4C31—C32—H32A119.8
C4—C5—C6121.3 (4)C32—C33—C34119.8 (4)
C4—C5—H5A119.4C32—C33—H33A120.1
C6—C5—H5A119.4C34—C33—H33A120.1
C1—C6—C5119.9 (3)C35—C34—C33120.9 (4)
C1—C6—H6A120.1C35—C34—H34A119.5
C5—C6—H6A120.1C33—C34—H34A119.5
C12—C7—C8118.0 (3)C34—C35—C30120.1 (4)
C12—C7—Sn1121.5 (2)C34—C35—H35A120.0
C8—C7—Sn1120.2 (3)C30—C35—H35A120.0
C9—C8—C7120.1 (4)O2—C36—C37122.3 (3)
C9—C8—H8A120.0O2—C36—C41119.2 (3)
C7—C8—H8A120.0C37—C36—C41118.5 (3)
C10—C9—C8121.0 (4)C36—C37—C38120.2 (4)
C10—C9—H9A119.5C36—C37—H37A119.9
C8—C9—H9A119.5C38—C37—H37A119.9
C9—C10—C11119.7 (4)C39—C38—C37122.0 (4)
C9—C10—H10A120.1C39—C38—H38A119.0
C11—C10—H10A120.1C37—C38—H38A119.0
C10—C11—C12120.2 (4)C38—C39—C40120.2 (4)
C10—C11—H11A119.9C38—C39—H39A119.9
C12—C11—H11A119.9C40—C39—H39A119.9
C11—C12—C7121.0 (3)C42—C40—C39126.0 (4)
C11—C12—H12A119.5C42—C40—C41115.4 (4)
C7—C12—H12A119.5C39—C40—C41118.6 (4)
O1—C13—C14122.5 (3)N3—C41—C40122.8 (3)
O1—C13—C18118.8 (3)N3—C41—C36116.7 (3)
C14—C13—C18118.7 (3)C40—C41—C36120.5 (3)
C13—C14—C15120.3 (4)C43—C42—C40121.2 (4)
C13—C14—H14A119.8C43—C42—H42A119.4
C15—C14—H14A119.8C40—C42—H42A119.4
C16—C15—C14121.5 (4)C42—C43—C44121.1 (4)
C16—C15—H15A119.2C42—C43—H43A119.5
C14—C15—H15A119.2C44—C43—H43A119.5
C15—C16—C17119.8 (4)N3—C44—C43118.9 (4)
C15—C16—H16A120.1N3—C44—C45119.4 (3)
C17—C16—H16A120.1C43—C44—C45121.7 (4)
C18—C17—C16119.4 (3)C44—C45—H45A109.5
C18—C17—C19116.0 (3)C44—C45—H45B109.5
C16—C17—C19124.7 (3)H45A—C45—H45B109.5
N1—C18—C17122.9 (3)C44—C45—H45C109.5
N1—C18—C13116.9 (3)H45A—C45—H45C109.5
C17—C18—C13120.2 (3)H45B—C45—H45C109.5
C20—C19—C17120.7 (3)N4—C46—S2177.4 (4)
C1—Sn1—O1—C1397.4 (2)C19—C17—C18—N1−0.6 (5)
C7—Sn1—O1—C13−80.2 (2)C16—C17—C18—C13−0.8 (5)
N2—Sn1—O1—C13−172.4 (2)C19—C17—C18—C13−179.7 (3)
N1—Sn1—O1—C137.5 (2)O1—C13—C18—N11.9 (4)
C30—Sn2—O2—C3682.1 (3)C14—C13—C18—N1−177.8 (3)
C24—Sn2—O2—C36−94.8 (3)O1—C13—C18—C17−179.0 (3)
N4—Sn2—O2—C36174.6 (3)C14—C13—C18—C171.3 (5)
N3—Sn2—O2—C36−6.0 (2)C18—C17—C19—C200.2 (5)
O1—Sn1—N1—C21178.9 (3)C16—C17—C19—C20−178.5 (4)
C1—Sn1—N1—C2170.0 (3)C17—C19—C20—C210.2 (6)
C7—Sn1—N1—C21−69.5 (3)C18—N1—C21—C20−0.2 (5)
N2—Sn1—N1—C21179.3 (3)Sn1—N1—C21—C20174.4 (2)
O1—Sn1—N1—C18−5.97 (19)C18—N1—C21—C22−178.9 (3)
C1—Sn1—N1—C18−115.0 (2)Sn1—N1—C21—C22−4.3 (5)
C7—Sn1—N1—C18105.6 (2)C19—C20—C21—N1−0.2 (6)
N2—Sn1—N1—C18−5.6 (4)C19—C20—C21—C22178.5 (4)
O1—Sn1—N2—C23−130.5 (6)O2—Sn2—C24—C25−14.3 (3)
C1—Sn1—N2—C23−21.1 (6)C30—Sn2—C24—C25169.6 (3)
C7—Sn1—N2—C23118.2 (6)N4—Sn2—C24—C2568.8 (3)
N1—Sn1—N2—C23−130.9 (6)N3—Sn2—C24—C25−90.4 (3)
O2—Sn2—N3—C44−177.8 (3)O2—Sn2—C24—C29167.0 (3)
C30—Sn2—N3—C4467.9 (3)C30—Sn2—C24—C29−9.2 (4)
C24—Sn2—N3—C44−66.4 (3)N4—Sn2—C24—C29−110.0 (3)
N4—Sn2—N3—C44−176.2 (3)N3—Sn2—C24—C2990.8 (3)
O2—Sn2—N3—C414.5 (2)C29—C24—C25—C260.9 (6)
C30—Sn2—N3—C41−109.9 (2)Sn2—C24—C25—C26−178.0 (3)
C24—Sn2—N3—C41115.9 (2)C24—C25—C26—C27−1.3 (7)
N4—Sn2—N3—C416.1 (4)C25—C26—C27—C280.6 (8)
O2—Sn2—N4—C46−144.9 (11)C26—C27—C28—C290.4 (8)
C30—Sn2—N4—C46−30.8 (11)C25—C24—C29—C280.1 (6)
C24—Sn2—N4—C46103.5 (11)Sn2—C24—C29—C28178.9 (3)
N3—Sn2—N4—C46−146.5 (10)C27—C28—C29—C24−0.8 (7)
O1—Sn1—C1—C6−156.6 (3)O2—Sn2—C30—C35−65.5 (3)
C7—Sn1—C1—C620.0 (4)C24—Sn2—C30—C35110.6 (3)
N2—Sn1—C1—C6119.1 (3)N4—Sn2—C30—C35−149.5 (3)
N1—Sn1—C1—C6−80.1 (3)N3—Sn2—C30—C3510.6 (3)
O1—Sn1—C1—C222.7 (3)O2—Sn2—C30—C31111.5 (3)
C7—Sn1—C1—C2−160.7 (3)C24—Sn2—C30—C31−72.4 (4)
N2—Sn1—C1—C2−61.6 (3)N4—Sn2—C30—C3127.5 (3)
N1—Sn1—C1—C299.2 (3)N3—Sn2—C30—C31−172.4 (3)
C6—C1—C2—C30.8 (6)C35—C30—C31—C320.0 (6)
Sn1—C1—C2—C3−178.5 (3)Sn2—C30—C31—C32−177.1 (4)
C1—C2—C3—C40.1 (6)C30—C31—C32—C331.4 (8)
C2—C3—C4—C5−0.9 (7)C31—C32—C33—C34−3.0 (8)
C3—C4—C5—C60.8 (6)C32—C33—C34—C353.2 (8)
C2—C1—C6—C5−1.0 (5)C33—C34—C35—C30−1.8 (7)
Sn1—C1—C6—C5178.3 (3)C31—C30—C35—C340.2 (6)
C4—C5—C6—C10.2 (6)Sn2—C30—C35—C34177.3 (3)
O1—Sn1—C7—C1272.3 (3)Sn2—O2—C36—C37−173.4 (3)
C1—Sn1—C7—C12−104.4 (3)Sn2—O2—C36—C416.8 (4)
N2—Sn1—C7—C12157.4 (3)O2—C36—C37—C38−179.5 (4)
N1—Sn1—C7—C12−3.7 (3)C41—C36—C37—C380.2 (6)
O1—Sn1—C7—C8−101.7 (3)C36—C37—C38—C390.5 (7)
C1—Sn1—C7—C881.7 (3)C37—C38—C39—C40−0.3 (7)
N2—Sn1—C7—C8−16.6 (3)C38—C39—C40—C42−179.6 (4)
N1—Sn1—C7—C8−177.6 (3)C38—C39—C40—C41−0.7 (6)
C12—C7—C8—C9−1.9 (6)C44—N3—C41—C40−1.3 (5)
Sn1—C7—C8—C9172.3 (3)Sn2—N3—C41—C40176.7 (3)
C7—C8—C9—C101.2 (7)C44—N3—C41—C36179.4 (3)
C8—C9—C10—C11−0.3 (8)Sn2—N3—C41—C36−2.6 (3)
C9—C10—C11—C120.2 (7)C42—C40—C41—N31.2 (5)
C10—C11—C12—C7−0.9 (6)C39—C40—C41—N3−177.8 (3)
C8—C7—C12—C111.8 (5)C42—C40—C41—C36−179.5 (3)
Sn1—C7—C12—C11−172.3 (3)C39—C40—C41—C361.5 (5)
Sn1—O1—C13—C14171.6 (3)O2—C36—C41—N3−2.2 (5)
Sn1—O1—C13—C18−8.1 (4)C37—C36—C41—N3178.1 (3)
O1—C13—C14—C15179.8 (3)O2—C36—C41—C40178.5 (3)
C18—C13—C14—C15−0.5 (5)C37—C36—C41—C40−1.2 (5)
C13—C14—C15—C16−0.7 (6)C39—C40—C42—C43178.8 (4)
C14—C15—C16—C171.2 (6)C41—C40—C42—C43−0.2 (6)
C15—C16—C17—C18−0.4 (6)C40—C42—C43—C44−0.8 (7)
C15—C16—C17—C19178.3 (4)C41—N3—C44—C430.3 (5)
C21—N1—C18—C170.6 (5)Sn2—N3—C44—C43−177.2 (3)
Sn1—N1—C18—C17−175.1 (3)C41—N3—C44—C45179.9 (3)
C21—N1—C18—C13179.7 (3)Sn2—N3—C44—C452.5 (5)
Sn1—N1—C18—C134.0 (3)C42—C43—C44—N30.8 (6)
C16—C17—C18—N1178.2 (3)C42—C43—C44—C45−178.9 (4)

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BT5150).

References

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