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Acta Crystallogr Sect E Struct Rep Online. 2009 March 1; 65(Pt 3): m270.
Published online 2009 February 13. doi:  10.1107/S1600536809004371
PMCID: PMC2968467

Dichloridobis(5,7-dichloro­quinolin-8-olato-κ2 N,O)tin(IV)

Abstract

The SnIV atom in the title compound, [Sn(C9H4Cl2NO)2Cl2], is chelated by the substituted quinolin-8-olate anions in a distorted octa­hedral geometry. The N-donor atoms are in a cis alignment as are the Cl atoms; the O atoms are trans to each other.

Related literature

For the structure of dichloridobis(quinolin-8-olato)tin(IV), which shows a very similar coordination geometry, see: Archer et al. (1987 [triangle]).

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Object name is e-65-0m270-scheme1.jpg

Experimental

Crystal data

  • [Sn(C9H4Cl2NO)2Cl2]
  • M r = 615.65
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-65-0m270-efi1.jpg
  • a = 15.2459 (2) Å
  • b = 8.9262 (1) Å
  • c = 15.8541 (2) Å
  • β = 110.381 (1)°
  • V = 2022.48 (4) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 2.08 mm−1
  • T = 100 (2) K
  • 0.28 × 0.22 × 0.18 mm

Data collection

  • Bruker SMART APEX diffractometer
  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996 [triangle]) T min = 0.594, T max = 0.706
  • 18582 measured reflections
  • 4651 independent reflections
  • 4218 reflections with I > 2σ(I)
  • R int = 0.021

Refinement

  • R[F 2 > 2σ(F 2)] = 0.026
  • wR(F 2) = 0.079
  • S = 1.06
  • 4651 reflections
  • 262 parameters
  • H-atom parameters constrained
  • Δρmax = 0.59 e Å−3
  • Δρmin = −1.25 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, 2009 [triangle]).

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809004371/bt2866sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809004371/bt2866Isup2.hkl

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

Acknowledgments

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

supplementary crystallographic information

Experimental

5,7-Dichloro-8-hydroxyquinoline (1 mmol, 0.21 g) was added to a solution of stannous chloride (1 mmol, 0.23) in DMSO (20 ml). The clear solution was set aside for several days to yield yellow crystals. These crystals are stable when heated at 573 K.

Refinement

H-atoms were placed in calculated positions (C—H 0.93 Å) and were included in the refinement in the riding model approximation, with U(H) set to 1.2U(C). The final difference Fourier map had a large peak/deep hole at about 1 Å from the Sn atom.

Figures

Fig. 1.
Anisotropic displacement ellipsoid plot (Barbour, 2001) of SnCl2(C9H4Cl2NO)2; ellipsoids are drawn at the 70% probability level and H atoms of arbitrary radius.

Crystal data

[Sn(C9H4Cl2NO)2Cl2]F(000) = 1192
Mr = 615.65Dx = 2.022 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 9940 reflections
a = 15.2459 (2) Åθ = 2.6–28.3°
b = 8.9262 (1) ŵ = 2.08 mm1
c = 15.8541 (2) ÅT = 100 K
β = 110.381 (1)°Polyhedron, yellow
V = 2022.48 (4) Å30.28 × 0.22 × 0.18 mm
Z = 4

Data collection

Bruker SMART APEX diffractometer4651 independent reflections
Radiation source: fine-focus sealed tube4218 reflections with I > 2σ(I)
graphiteRint = 0.021
ω scansθmax = 27.5°, θmin = 1.4°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)h = −19→19
Tmin = 0.594, Tmax = 0.706k = −11→11
18582 measured reflectionsl = −20→20

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)] = 0.026Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.079H-atom parameters constrained
S = 1.06w = 1/[σ2(Fo2) + (0.0394P)2 + 4.6706P] where P = (Fo2 + 2Fc2)/3
4651 reflections(Δ/σ)max = 0.001
262 parametersΔρmax = 0.59 e Å3
0 restraintsΔρmin = −1.25 e Å3

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

xyzUiso*/Ueq
Sn10.778941 (13)0.92337 (2)0.344613 (13)0.01736 (7)
Cl10.93987 (6)0.32043 (9)0.64058 (5)0.02934 (17)
Cl20.84159 (6)0.38698 (8)0.28352 (5)0.02702 (17)
Cl30.34831 (5)1.07293 (11)0.39582 (6)0.0343 (2)
Cl40.66222 (6)1.38854 (9)0.45378 (7)0.03409 (19)
Cl50.70590 (6)0.98399 (10)0.19137 (5)0.02889 (17)
Cl60.92679 (6)1.01709 (10)0.36724 (6)0.03319 (19)
O10.80174 (15)0.7039 (2)0.31888 (13)0.0191 (4)
O20.73412 (14)1.1077 (2)0.39671 (15)0.0205 (4)
N10.83134 (16)0.8252 (3)0.48199 (16)0.0171 (5)
N20.63835 (17)0.8521 (3)0.34618 (16)0.0192 (5)
C10.83654 (19)0.6170 (3)0.39116 (19)0.0169 (5)
C20.8582 (2)0.4680 (3)0.38683 (19)0.0183 (6)
C30.8920 (2)0.3773 (3)0.4644 (2)0.0198 (6)
H30.90640.27500.45910.024*
C40.9038 (2)0.4366 (3)0.5468 (2)0.0198 (6)
C50.8855 (2)0.5884 (3)0.55734 (19)0.0180 (6)
C60.85181 (19)0.6765 (3)0.47856 (19)0.0160 (5)
C70.8970 (2)0.6608 (4)0.64017 (19)0.0208 (6)
H70.91870.60580.69490.025*
C80.8765 (2)0.8106 (4)0.6412 (2)0.0230 (6)
H80.88430.85980.69640.028*
C90.8441 (2)0.8900 (3)0.5600 (2)0.0202 (6)
H90.83100.99390.56120.024*
C100.6471 (2)1.1032 (3)0.39562 (19)0.0183 (6)
C110.6027 (2)1.2221 (3)0.4198 (2)0.0217 (6)
C120.5108 (2)1.2119 (4)0.4191 (2)0.0248 (6)
H120.48241.29630.43560.030*
C130.4617 (2)1.0813 (4)0.3950 (2)0.0250 (7)
C140.5014 (2)0.9536 (4)0.37007 (19)0.0218 (6)
C150.5937 (2)0.9681 (3)0.37025 (19)0.0185 (5)
C160.4580 (2)0.8118 (4)0.3460 (2)0.0288 (7)
H160.39590.79650.34490.035*
C170.5055 (2)0.6976 (4)0.3246 (2)0.0299 (7)
H170.47710.60180.30990.036*
C180.5961 (2)0.7209 (4)0.3242 (2)0.0251 (6)
H180.62800.64090.30770.030*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Sn10.01867 (11)0.01519 (11)0.01871 (11)0.00298 (7)0.00712 (8)0.00097 (7)
Cl10.0364 (4)0.0257 (4)0.0232 (4)0.0040 (3)0.0070 (3)0.0099 (3)
Cl20.0428 (4)0.0173 (3)0.0204 (3)0.0031 (3)0.0103 (3)−0.0020 (3)
Cl30.0169 (3)0.0521 (5)0.0357 (4)0.0022 (3)0.0114 (3)0.0054 (4)
Cl40.0308 (4)0.0211 (4)0.0559 (5)−0.0008 (3)0.0220 (4)−0.0073 (4)
Cl50.0293 (4)0.0319 (4)0.0251 (4)0.0071 (3)0.0091 (3)0.0065 (3)
Cl60.0314 (4)0.0304 (4)0.0410 (5)−0.0019 (3)0.0167 (4)−0.0024 (4)
O10.0251 (10)0.0166 (10)0.0150 (9)0.0032 (8)0.0063 (8)0.0006 (8)
O20.0167 (10)0.0175 (10)0.0293 (11)−0.0003 (8)0.0107 (9)−0.0020 (8)
N10.0153 (11)0.0178 (12)0.0189 (11)0.0009 (9)0.0068 (9)−0.0013 (9)
N20.0204 (12)0.0201 (12)0.0162 (11)−0.0008 (10)0.0052 (9)0.0016 (9)
C10.0157 (13)0.0172 (13)0.0184 (13)−0.0007 (10)0.0066 (10)0.0006 (10)
C20.0206 (14)0.0166 (13)0.0186 (13)0.0006 (11)0.0078 (11)−0.0016 (11)
C30.0189 (14)0.0174 (13)0.0232 (14)0.0001 (11)0.0074 (11)0.0014 (11)
C40.0168 (13)0.0226 (15)0.0186 (13)−0.0022 (11)0.0046 (11)0.0058 (11)
C50.0147 (13)0.0237 (15)0.0153 (13)−0.0010 (11)0.0047 (10)0.0021 (11)
C60.0132 (12)0.0164 (13)0.0193 (13)−0.0006 (10)0.0069 (10)−0.0005 (10)
C70.0182 (13)0.0281 (16)0.0167 (13)−0.0008 (12)0.0067 (11)0.0017 (12)
C80.0203 (14)0.0306 (17)0.0191 (14)−0.0005 (12)0.0083 (11)−0.0041 (12)
C90.0178 (13)0.0207 (14)0.0234 (14)−0.0012 (11)0.0089 (11)−0.0046 (11)
C100.0181 (13)0.0205 (14)0.0173 (13)0.0009 (11)0.0074 (11)0.0025 (11)
C110.0217 (14)0.0201 (14)0.0245 (14)0.0027 (12)0.0094 (12)0.0016 (11)
C120.0228 (15)0.0299 (17)0.0233 (15)0.0079 (13)0.0099 (12)0.0042 (12)
C130.0146 (13)0.0381 (18)0.0224 (15)0.0029 (12)0.0067 (11)0.0061 (13)
C140.0189 (14)0.0290 (16)0.0159 (13)−0.0013 (12)0.0041 (11)0.0039 (12)
C150.0176 (13)0.0221 (14)0.0157 (12)0.0004 (11)0.0056 (10)0.0034 (11)
C160.0214 (15)0.041 (2)0.0229 (15)−0.0091 (14)0.0058 (12)0.0010 (14)
C170.0296 (17)0.0285 (17)0.0276 (16)−0.0131 (14)0.0052 (13)−0.0049 (13)
C180.0288 (16)0.0243 (16)0.0208 (14)−0.0022 (13)0.0070 (12)−0.0010 (12)

Geometric parameters (Å, °)

Sn1—O12.055 (2)C4—C51.405 (4)
Sn1—O22.061 (2)C5—C61.413 (4)
Sn1—N12.222 (2)C5—C71.419 (4)
Sn1—N22.244 (2)C7—C81.374 (5)
Sn1—Cl62.3122 (9)C7—H70.9500
Sn1—Cl52.3561 (8)C8—C91.400 (4)
Cl1—C41.737 (3)C8—H80.9500
Cl2—C21.726 (3)C9—H90.9500
Cl3—C131.735 (3)C10—C111.383 (4)
Cl4—C111.726 (3)C10—C151.432 (4)
O1—C11.332 (3)C11—C121.401 (4)
O2—C101.321 (4)C12—C131.366 (5)
N1—C91.316 (4)C12—H120.9500
N1—C61.369 (4)C13—C141.411 (5)
N2—C181.323 (4)C14—C151.412 (4)
N2—C151.365 (4)C14—C161.418 (5)
C1—C21.378 (4)C16—C171.361 (5)
C1—C61.425 (4)C16—H160.9500
C2—C31.411 (4)C17—C181.400 (5)
C3—C41.362 (4)C17—H170.9500
C3—H30.9500C18—H180.9500
O1—Sn1—O2160.55 (8)N1—C6—C1116.0 (3)
O1—Sn1—N177.91 (8)C5—C6—C1122.5 (3)
O2—Sn1—N188.76 (9)C8—C7—C5119.9 (3)
O1—Sn1—N287.73 (9)C8—C7—H7120.0
O2—Sn1—N276.73 (9)C5—C7—H7120.0
N1—Sn1—N284.03 (9)C7—C8—C9119.4 (3)
O1—Sn1—Cl698.77 (6)C7—C8—H8120.3
O2—Sn1—Cl695.19 (6)C9—C8—H8120.3
N1—Sn1—Cl689.56 (7)N1—C9—C8122.0 (3)
N2—Sn1—Cl6169.75 (7)N1—C9—H9119.0
O1—Sn1—Cl593.79 (6)C8—C9—H9119.0
O2—Sn1—Cl597.26 (6)O2—C10—C11124.0 (3)
N1—Sn1—Cl5168.73 (7)O2—C10—C15120.0 (3)
N2—Sn1—Cl588.07 (6)C11—C10—C15116.0 (3)
Cl6—Sn1—Cl599.32 (3)C10—C11—C12122.2 (3)
C1—O1—Sn1115.39 (17)C10—C11—Cl4119.5 (2)
C10—O2—Sn1116.24 (18)C12—C11—Cl4118.3 (2)
C9—N1—C6120.2 (3)C13—C12—C11120.4 (3)
C9—N1—Sn1129.2 (2)C13—C12—H12119.8
C6—N1—Sn1110.64 (18)C11—C12—H12119.8
C18—N2—C15120.1 (3)C12—C13—C14121.5 (3)
C18—N2—Sn1128.8 (2)C12—C13—Cl3119.0 (3)
C15—N2—Sn1111.08 (19)C14—C13—Cl3119.5 (3)
O1—C1—C2123.4 (3)C15—C14—C13116.7 (3)
O1—C1—C6120.0 (3)C15—C14—C16117.0 (3)
C2—C1—C6116.6 (3)C13—C14—C16126.3 (3)
C1—C2—C3122.1 (3)N2—C15—C14121.6 (3)
C1—C2—Cl2119.5 (2)N2—C15—C10115.3 (3)
C3—C2—Cl2118.4 (2)C14—C15—C10123.2 (3)
C4—C3—C2120.0 (3)C17—C16—C14119.8 (3)
C4—C3—H3120.0C17—C16—H16120.1
C2—C3—H3120.0C14—C16—H16120.1
C3—C4—C5121.5 (3)C16—C17—C18120.1 (3)
C3—C4—Cl1119.1 (2)C16—C17—H17119.9
C5—C4—Cl1119.4 (2)C18—C17—H17119.9
C4—C5—C6117.2 (3)N2—C18—C17121.4 (3)
C4—C5—C7125.7 (3)N2—C18—H18119.3
C6—C5—C7117.0 (3)C17—C18—H18119.3
N1—C6—C5121.5 (3)
O2—Sn1—O1—C1−49.4 (3)Sn1—N1—C6—C10.3 (3)
N1—Sn1—O1—C1−1.69 (19)C4—C5—C6—N1179.5 (3)
N2—Sn1—O1—C1−86.08 (19)C7—C5—C6—N10.1 (4)
Cl6—Sn1—O1—C185.96 (19)C4—C5—C6—C1−0.1 (4)
Cl5—Sn1—O1—C1−173.99 (18)C7—C5—C6—C1−179.5 (3)
O1—Sn1—O2—C10−45.4 (4)O1—C1—C6—N1−1.9 (4)
N1—Sn1—O2—C10−91.7 (2)C2—C1—C6—N1179.0 (2)
N2—Sn1—O2—C10−7.57 (19)O1—C1—C6—C5177.8 (3)
Cl6—Sn1—O2—C10178.82 (19)C2—C1—C6—C5−1.3 (4)
Cl5—Sn1—O2—C1078.7 (2)C4—C5—C7—C8179.9 (3)
O1—Sn1—N1—C9−179.7 (3)C6—C5—C7—C8−0.7 (4)
O2—Sn1—N1—C9−13.9 (2)C5—C7—C8—C90.2 (4)
N2—Sn1—N1—C9−90.7 (3)C6—N1—C9—C8−1.5 (4)
Cl6—Sn1—N1—C981.3 (2)Sn1—N1—C9—C8178.9 (2)
Cl5—Sn1—N1—C9−136.4 (3)C7—C8—C9—N10.9 (5)
O1—Sn1—N1—C60.71 (18)Sn1—O2—C10—C11−173.6 (2)
O2—Sn1—N1—C6166.44 (19)Sn1—O2—C10—C157.9 (3)
N2—Sn1—N1—C689.65 (19)O2—C10—C11—C12−178.9 (3)
Cl6—Sn1—N1—C6−98.36 (18)C15—C10—C11—C12−0.3 (4)
Cl5—Sn1—N1—C643.9 (4)O2—C10—C11—Cl40.0 (4)
O1—Sn1—N2—C18−8.2 (3)C15—C10—C11—Cl4178.6 (2)
O2—Sn1—N2—C18−176.5 (3)C10—C11—C12—C130.6 (5)
N1—Sn1—N2—C18−86.3 (3)Cl4—C11—C12—C13−178.3 (2)
Cl6—Sn1—N2—C18−137.9 (3)C11—C12—C13—C14−0.1 (5)
Cl5—Sn1—N2—C1885.6 (3)C11—C12—C13—Cl3179.6 (2)
O1—Sn1—N2—C15174.68 (19)C12—C13—C14—C15−0.7 (4)
O2—Sn1—N2—C156.47 (18)Cl3—C13—C14—C15179.6 (2)
N1—Sn1—N2—C1596.60 (19)C12—C13—C14—C16178.4 (3)
Cl6—Sn1—N2—C1545.0 (5)Cl3—C13—C14—C16−1.3 (4)
Cl5—Sn1—N2—C15−91.45 (18)C18—N2—C15—C14−1.8 (4)
Sn1—O1—C1—C2−178.4 (2)Sn1—N2—C15—C14175.6 (2)
Sn1—O1—C1—C62.5 (3)C18—N2—C15—C10178.0 (3)
O1—C1—C2—C3−177.7 (3)Sn1—N2—C15—C10−4.6 (3)
C6—C1—C2—C31.3 (4)C13—C14—C15—N2−179.2 (3)
O1—C1—C2—Cl20.8 (4)C16—C14—C15—N21.6 (4)
C6—C1—C2—Cl2179.9 (2)C13—C14—C15—C101.1 (4)
C1—C2—C3—C40.1 (4)C16—C14—C15—C10−178.1 (3)
Cl2—C2—C3—C4−178.4 (2)O2—C10—C15—N2−1.7 (4)
C2—C3—C4—C5−1.7 (4)C11—C10—C15—N2179.7 (3)
C2—C3—C4—Cl1176.8 (2)O2—C10—C15—C14178.1 (3)
C3—C4—C5—C61.6 (4)C11—C10—C15—C14−0.6 (4)
Cl1—C4—C5—C6−176.9 (2)C15—C14—C16—C170.1 (4)
C3—C4—C5—C7−179.0 (3)C13—C14—C16—C17−179.1 (3)
Cl1—C4—C5—C72.5 (4)C14—C16—C17—C18−1.5 (5)
C9—N1—C6—C51.0 (4)C15—N2—C18—C170.2 (4)
Sn1—N1—C6—C5−179.3 (2)Sn1—N2—C18—C17−176.6 (2)
C9—N1—C6—C1−179.4 (3)C16—C17—C18—N21.5 (5)

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BT2866).

References

  • Archer, S. J., Koch, K. R. & Schmidt, S. (1987). Inorg. Chim. Acta, 126, 209–218.
  • Barbour, L. J. (2001). J. Supramol. Chem.1, 189–191.
  • Bruker (2008). APEX2 and SAINT Bruker AXS Inc., Madison, Wisconsin, USA.
  • Sheldrick, G. M. (1996). SADABS University of Göttingen, Germany.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]
  • Westrip, S. P. (2009). publCIF In preparation.

Articles from Acta Crystallographica Section E: Structure Reports Online are provided here courtesy of International Union of Crystallography