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Acta Cryst. (2009). E65, m270    [ doi:10.1107/S1600536809004371 ]

Dichloridobis(5,7-dichloroquinolin-8-olato-[kappa]2N,O)tin(IV)

Y. Fazaeli, E. Najafi, M. M. Amini and S. W. Ng

Abstract top

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 top

For the structure of dichloridobis(quinolin-8-olato)tin, which shows the same coordination geometry, see: Archer et al. (1987).

Experimental top

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 top

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.

Computing details top

Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT (Bruker, 2008); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2009).

Figures top
[Figure 1] 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.
Dichloridobis(5,7-dichloroquinolin-8-olato-κ2N,O)tin(IV) top
Crystal data top
[Sn(C9H4Cl2NO)2Cl2]F(000) = 1192
Mr = 615.65Dx = 2.022 Mg m−3
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 mm−1
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 top
Bruker SMART APEX
diffractometer		4651 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 top
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 = 1.06 w = 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 Å−3
0 restraintsΔρmin = −1.25 e Å−3
Crystal data top
[Sn(C9H4Cl2NO)2Cl2]V = 2022.48 (4) Å3
Mr = 615.65Z = 4
Monoclinic, P21/cMo Kα radiation
a = 15.2459 (2) ŵ = 2.08 mm−1
b = 8.9262 (1) ÅT = 100 K
c = 15.8541 (2) Å0.28 × 0.22 × 0.18 mm
β = 110.381 (1)°
Data collection top
Bruker SMART APEX
diffractometer		4651 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		4218 reflections with I > 2σ(I)
Tmin = 0.594, Tmax = 0.706Rint = 0.021
18582 measured reflectionsθmax = 27.5°
Refinement top
R[F2 > 2σ(F2)] = 0.026H-atom parameters constrained
wR(F2) = 0.079Δρmax = 0.59 e Å−3
S = 1.06Δρmin = −1.25 e Å−3
4651 reflectionsAbsolute structure: ?
262 parametersFlack parameter: ?
0 restraintsRogers parameter: ?
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
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) top
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, °) top
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)
Acknowledgements top

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

references
References top

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Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122.

Westrip, S. P. (2009). publCIF. In preparation.