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Acta Cryst. (2009). E65, m1103-m1104    [ doi:10.1107/S1600536809032255 ]

Dichlorido{[mu]3-6,6'-diethoxy-2,2'-[ethane-1,2-diylbis(nitrilomethylidyne)]diphenolato}octamethyldi-[mu]3-oxido-tetratin(IV)

S. M. Lee, K. M. Lo and S. W. Ng

Abstract top

In the title tetranuclear tin(IV) complex, [Sn4(CH3)8(C20H22N2O4)Cl2O2], there are three completely different tin-atom coordinations. One metal atom (site symmetry 2) adopts a distorted pentagonal-bipyramidal SnC2N2O3 coordination arising from the N,N',O,O'-tetradentate deprotonated Schiff base, two methyl groups in the axial sites and a [mu]3-O atom that also bonds to two further Sn atoms. Two symmetry-equivalent Sn atoms adopt very distorted SnC2O4 arrangements that could be described as pentagonal-bipyramidal with one equatorial vertex missing and the C atoms in the axial site. The final Sn atom (site symmetry 2) adopts an SnC2Cl2O trigonal-bipyramidal arrangement, with Cl atoms in the axial sites. As well as the two Sn atoms, one O atom lies on a twofold rotation rotation axis, and another is disordered about the axis. The terminal ethoxy group is disordered over two sets of sites with equal occupancy.

Related literature top

For other organotin derivatives of 6,6'-dialkoxy-2,2'-[ethane-1,2-diylbis(nitrilomethylidyne)]diphenol, see: Cunningham et al. (2004). For the crystal structure of 6,6'-diethoxy-2,2'-[ethane-1,2-diylbis(nitrilomethylidyne)]diphenol, see: Bermejo et al. (2007).

Experimental top

One mmol (0.36 g) of the Schiff base was synthesized in toluene according to a literature procedure (Bermejo et al., 2007) from 3-ethoxysalicylaldehyde and ethylenediamine. To the solution was added an excess of triethylamine (0.5 ml). A toluene solution of dimethyltin dichloride (0.20 g, 1 mmol) was added and the mixture heated. Yellow blocks of (I) were isolated from the cool filtered solution.

Refinement top

Hydrogen atoms were placed at calculated positions (C–H 0.95–0.99 Å) and were treated as riding on their parent atoms, with U(H) set to 1.2–1.5 times Ueq(C).

The ethoxy group in disordered over two positions in respect of the carbon atoms. The occupancy could not be refined, and was arbitrarily regarded as 0.5 each. The C–O distances were restrained to 1.45±0.01 Å and the C–C distances to 1.50±0.01 Å. The displacement factors of the primed atoms were set of those of the umprimed ones, and the anisotropic temperature factors were restrained to be nearly isotropic by tight restraints.

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. View of (I) at the 70% probability level. Hydrogen atoms are drawn as spheres of arbitrary radius. The disorder in the ethyl groups are not shown. Unlabelled atoms are generated by the symmetry operation (y, x, –z).
Dichlorido{µ3-6,6'-diethoxy-2,2'-[ethane-1,2- diylbis(nitrilomethylidyne)]diphenolato}octamethyldi-µ3-oxido-tetratin(IV) top
Crystal data top
[Sn4(CH3)8(C20H22N2O4)Cl2O2]Dx = 1.886 Mg m−3
Mr = 1052.33Mo Kα radiation, λ = 0.71073 Å
Tetragonal, P43212Cell parameters from 9779 reflections
Hall symbol: P4 nw 2abwθ = 2.1–26.5°
a = 9.8723 (1) ŵ = 2.85 mm−1
c = 38.0217 (5) ÅT = 100 K
V = 3705.68 (6) Å3Block, yellow
Z = 40.20 × 0.18 × 0.15 mm
F(000) = 2040
Data collection top
Bruker SMART APEX
diffractometer		4259 independent reflections
Radiation source: fine-focus sealed tube4089 reflections with I > 2σ(I)
graphiteRint = 0.029
ω scansθmax = 27.5°, θmin = 2.1°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		h = −12→12
Tmin = 0.863, Tmax = 1.000k = −12→12
68779 measured reflectionsl = −49→48
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.027H-atom parameters constrained
wR(F2) = 0.072 w = 1/[σ2(Fo2) + (0.0361P)2 + 5.6973P]
where P = (Fo2 + 2Fc2)/3
S = 1.07(Δ/σ)max = 0.001
4259 reflectionsΔρmax = 0.42 e Å−3
198 parametersΔρmin = −0.69 e Å−3
10 restraintsAbsolute structure: Flack (1983), 1694 Friedel pairs
Primary atom site location: structure-invariant direct methodsFlack parameter: 0.00 (4)
Crystal data top
[Sn4(CH3)8(C20H22N2O4)Cl2O2]Z = 4
Mr = 1052.33Mo Kα radiation
Tetragonal, P43212µ = 2.85 mm−1
a = 9.8723 (1) ÅT = 100 K
c = 38.0217 (5) Å0.20 × 0.18 × 0.15 mm
V = 3705.68 (6) Å3
Data collection top
Bruker SMART APEX
diffractometer		4259 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		4089 reflections with I > 2σ(I)
Tmin = 0.863, Tmax = 1.000Rint = 0.029
68779 measured reflectionsθmax = 27.5°
Refinement top
R[F2 > 2σ(F2)] = 0.027H-atom parameters constrained
wR(F2) = 0.072Δρmax = 0.42 e Å−3
S = 1.07Δρmin = −0.69 e Å−3
4259 reflectionsAbsolute structure: Flack (1983), 1694 Friedel pairs
198 parametersFlack parameter: 0.00 (4)
10 restraints
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Sn10.17065 (3)0.17065 (3)0.00000.05087 (13)
Sn20.33507 (3)0.46713 (3)0.035901 (8)0.04062 (9)
Sn30.64067 (3)0.64067 (3)0.00000.03517 (10)
Cl10.51581 (18)0.74108 (17)0.05370 (4)0.0693 (4)
O10.1449 (3)0.3159 (3)0.05051 (8)0.0476 (8)
O20.1753 (4)0.5180 (4)0.09499 (11)0.0663 (11)
O30.3190 (3)0.3190 (3)0.00000.0383 (9)
O40.5075 (16)0.4933 (15)0.0032 (5)0.027 (2)0.50
N1−0.0212 (4)0.0806 (4)0.03231 (12)0.0486 (10)
C10.2924 (5)0.0328 (5)0.02834 (14)0.0505 (12)
H1A0.3582−0.00910.01240.076*
H1B0.2350−0.03760.03870.076*
H1C0.34060.08110.04710.076*
C20.4546 (6)0.3956 (6)0.07732 (13)0.0564 (13)
H2A0.52480.33520.06800.085*
H2B0.39770.34570.09400.085*
H2C0.49740.47230.08930.085*
C30.2074 (5)0.6200 (5)0.01652 (15)0.0509 (12)
H3A0.26160.70000.01050.076*
H3B0.14060.64410.03450.076*
H3C0.16060.5873−0.00450.076*
C40.8115 (6)0.5917 (6)0.03104 (17)0.0613 (15)
H4A0.80220.49910.04000.092*
H4B0.81770.65490.05080.092*
H4C0.89360.59830.01670.092*
C5−0.0612 (6)−0.0545 (6)0.01965 (15)0.0645 (16)
H5A−0.1547−0.07470.02750.077*
H5B−0.0002−0.12370.02990.077*
C6−0.0948 (5)0.1346 (5)0.05572 (13)0.0465 (11)
H6−0.17470.08620.06170.056*
C7−0.0736 (5)0.2594 (5)0.07448 (12)0.0418 (10)
C8−0.1778 (5)0.2942 (6)0.09830 (14)0.0509 (12)
H8−0.25770.24060.09920.061*
C9−0.1654 (6)0.4048 (6)0.12023 (14)0.0575 (14)
H9−0.23720.42860.13570.069*
C10−0.0475 (6)0.4810 (6)0.11964 (12)0.0551 (14)
H10−0.03690.55480.13540.066*
C110.0529 (5)0.4504 (5)0.09661 (12)0.0452 (11)
C120.0447 (5)0.3385 (5)0.07272 (11)0.0399 (9)
C130.2125 (16)0.6125 (10)0.1229 (3)0.061 (2)*0.50
H13A0.31090.60700.12760.073*0.50
H13B0.16330.59000.14480.073*0.50
C140.1759 (17)0.7520 (13)0.1109 (4)0.080 (3)*0.50
H14A0.07820.75650.10650.120*0.50
H14B0.22520.77340.08930.120*0.50
H14C0.20010.81740.12930.120*0.50
C13'0.1933 (14)0.6412 (9)0.1157 (3)0.061 (2)*0.50
H13C0.29130.66280.11620.073*0.50
H13D0.16560.62140.14020.073*0.50
C14'0.1189 (16)0.7656 (14)0.1039 (5)0.080 (3)*0.50
H14D0.18080.82460.09080.120*0.50
H14E0.08410.81410.12450.120*0.50
H14F0.04320.73930.08870.120*0.50
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Sn10.03415 (14)0.03415 (14)0.0843 (3)−0.00937 (17)−0.01282 (18)0.01282 (18)
Sn20.04630 (18)0.03956 (16)0.03599 (14)0.01171 (13)0.00052 (13)−0.00805 (12)
Sn30.03041 (12)0.03041 (12)0.0447 (2)−0.00586 (15)−0.00722 (12)0.00722 (12)
Cl10.0783 (10)0.0730 (10)0.0567 (8)0.0163 (8)−0.0115 (7)−0.0226 (7)
O10.0442 (18)0.0470 (19)0.0516 (18)−0.0007 (16)0.0139 (15)−0.0160 (15)
O20.066 (3)0.068 (3)0.065 (2)−0.014 (2)0.014 (2)−0.035 (2)
O30.0332 (13)0.0332 (13)0.049 (2)−0.0092 (17)0.0115 (14)−0.0115 (14)
O40.031 (4)0.022 (3)0.029 (5)−0.004 (3)−0.006 (3)0.005 (3)
N10.048 (2)0.039 (2)0.059 (2)−0.0105 (17)0.012 (2)−0.0063 (19)
C10.052 (3)0.039 (2)0.061 (3)0.004 (2)−0.007 (2)0.008 (2)
C20.058 (3)0.067 (3)0.044 (2)0.004 (3)−0.007 (2)0.013 (2)
C30.042 (3)0.041 (3)0.070 (3)0.009 (2)−0.003 (2)−0.001 (2)
C40.044 (3)0.061 (3)0.079 (4)−0.004 (2)−0.027 (3)0.011 (3)
C50.054 (3)0.050 (3)0.090 (4)−0.023 (2)0.024 (3)−0.014 (3)
C60.040 (2)0.049 (3)0.051 (3)−0.004 (2)0.008 (2)0.006 (2)
C70.046 (3)0.044 (3)0.035 (2)0.0085 (19)0.0034 (19)0.0063 (19)
C80.044 (3)0.058 (3)0.051 (3)0.007 (2)0.008 (2)0.008 (2)
C90.060 (3)0.070 (4)0.043 (3)0.017 (3)0.015 (3)0.003 (2)
C100.070 (4)0.059 (3)0.036 (2)0.018 (3)0.006 (2)−0.007 (2)
C110.051 (3)0.049 (3)0.035 (2)0.009 (2)0.006 (2)−0.004 (2)
C120.041 (2)0.048 (3)0.0302 (19)0.009 (2)0.0041 (17)0.0026 (19)
Geometric parameters (Å, °) top
Sn1—O32.072 (4)C2—H2B0.9800
Sn1—C1i2.112 (5)C2—H2C0.9800
Sn1—C12.112 (5)C3—H3A0.9800
Sn1—O12.410 (3)C3—H3B0.9800
Sn1—O1i2.410 (3)C3—H3C0.9800
Sn1—N1i2.426 (4)C4—H4A0.9800
Sn1—N12.426 (4)C4—H4B0.9800
Sn2—Cl13.310 (2)C4—H4C0.9800
Sn2—O12.463 (3)C5—C5i1.497 (12)
Sn2—O22.791 (4)C5—H5A0.9900
Sn2—O32.006 (2)C5—H5B0.9900
Sn2—C22.091 (5)C6—C71.439 (7)
Sn2—C32.100 (5)C6—H60.9500
Sn2—O42.125 (17)C7—C121.406 (7)
Sn2—O4i2.192 (16)C7—C81.414 (7)
Sn2—Sn2i3.2943 (6)C8—C91.379 (8)
Sn3—O41.964 (5)C8—H80.9500
Sn3—O4i1.964 (5)C9—C101.386 (9)
Sn3—C42.114 (5)C9—H90.9500
Sn3—C4i2.114 (5)C10—C111.356 (7)
Sn3—Cl12.5829 (15)C10—H100.9500
Sn3—Cl1i2.5829 (15)C11—C121.432 (7)
O1—C121.320 (5)C13—C141.493 (9)
O2—C111.381 (7)C13—H13A0.9900
O2—C131.459 (8)C13—H13B0.9900
O2—C13'1.460 (8)C14—H14A0.9800
O3—Sn2i2.006 (2)C14—H14B0.9800
O4—O4i0.31 (4)C14—H14C0.9800
O4—Sn2i2.192 (16)C13'—C14'1.499 (9)
N1—C61.267 (6)C13'—H13C0.9900
N1—C51.472 (6)C13'—H13D0.9900
C1—H1A0.9800C14'—H14D0.9800
C1—H1B0.9800C14'—H14E0.9800
C1—H1C0.9800C14'—H14F0.9800
C2—H2A0.9800
O3—Sn1—C1i93.05 (15)C6—N1—Sn1130.5 (3)
O3—Sn1—C193.04 (15)C5—N1—Sn1112.1 (3)
C1i—Sn1—C1173.9 (3)Sn1—C1—H1A109.5
O3—Sn1—O169.76 (8)Sn1—C1—H1B109.5
C1i—Sn1—O189.99 (17)H1A—C1—H1B109.5
C1—Sn1—O192.12 (17)Sn1—C1—H1C109.5
O3—Sn1—O1i69.76 (8)H1A—C1—H1C109.5
C1i—Sn1—O1i92.12 (17)H1B—C1—H1C109.5
C1—Sn1—O1i89.99 (17)Sn2—C2—H2A109.5
O1—Sn1—O1i139.52 (16)Sn2—C2—H2B109.5
O3—Sn1—N1i144.20 (10)H2A—C2—H2B109.5
C1i—Sn1—N1i87.14 (19)Sn2—C2—H2C109.5
C1—Sn1—N1i87.92 (18)H2A—C2—H2C109.5
O1—Sn1—N1i146.01 (13)H2B—C2—H2C109.5
O1i—Sn1—N1i74.46 (13)Sn2—C3—H3A109.5
O3—Sn1—N1144.20 (10)Sn2—C3—H3B109.5
C1i—Sn1—N187.92 (18)H3A—C3—H3B109.5
C1—Sn1—N187.14 (19)Sn2—C3—H3C109.5
O1—Sn1—N174.46 (13)H3A—C3—H3C109.5
O1i—Sn1—N1146.01 (13)H3B—C3—H3C109.5
N1i—Sn1—N171.6 (2)Sn3—C4—H4A109.5
O3—Sn2—C2108.10 (17)Sn3—C4—H4B109.5
O3—Sn2—C3103.75 (16)H4A—C4—H4B109.5
C2—Sn2—C3147.8 (2)Sn3—C4—H4C109.5
O3—Sn2—O475.7 (4)H4A—C4—H4C109.5
C2—Sn2—O491.7 (5)H4B—C4—H4C109.5
C3—Sn2—O4100.8 (5)N1—C5—C5i110.7 (4)
O3—Sn2—O4i74.2 (4)N1—C5—H5A109.5
C2—Sn2—O4i99.8 (5)C5i—C5—H5A109.5
C3—Sn2—O4i93.4 (5)N1—C5—H5B109.5
O4—Sn2—O4i8.1 (10)C5i—C5—H5B109.5
O3—Sn2—O169.60 (11)H5A—C5—H5B108.1
C2—Sn2—O193.19 (18)N1—C6—C7128.7 (5)
C3—Sn2—O193.30 (17)N1—C6—H6115.7
O4—Sn2—O1144.8 (4)C7—C6—H6115.7
O4i—Sn2—O1143.8 (4)C12—C7—C8120.0 (5)
O3—Sn2—Sn2i34.82 (9)C12—C7—C6125.0 (4)
C2—Sn2—Sn2i105.49 (17)C8—C7—C6114.8 (5)
C3—Sn2—Sn2i103.37 (16)C9—C8—C7121.0 (5)
O4—Sn2—Sn2i41.0 (4)C9—C8—H8119.5
O4i—Sn2—Sn2i39.5 (4)C7—C8—H8119.5
O1—Sn2—Sn2i104.40 (7)C8—C9—C10119.6 (5)
O4—Sn3—O4i9.1 (10)C8—C9—H9120.2
O4—Sn3—C4109.3 (6)C10—C9—H9120.2
O4i—Sn3—C4118.2 (6)C11—C10—C9120.2 (5)
O4—Sn3—C4i118.2 (6)C11—C10—H10119.9
O4i—Sn3—C4i109.3 (6)C9—C10—H10119.9
C4—Sn3—C4i132.6 (3)C10—C11—O2124.1 (5)
O4—Sn3—Cl185.2 (6)C10—C11—C12122.6 (5)
O4i—Sn3—Cl187.2 (6)O2—C11—C12113.2 (4)
C4—Sn3—Cl191.55 (19)O1—C12—C7124.0 (4)
C4i—Sn3—Cl191.49 (19)O1—C12—C11119.6 (4)
O4—Sn3—Cl1i87.2 (6)C7—C12—C11116.4 (4)
O4i—Sn3—Cl1i85.2 (6)O2—C13—C14108.0 (10)
C4—Sn3—Cl1i91.49 (19)O2—C13—H13A110.1
C4i—Sn3—Cl1i91.55 (19)C14—C13—H13A110.1
Cl1—Sn3—Cl1i172.42 (8)O2—C13—H13B110.1
C12—O1—Sn1133.6 (3)C14—C13—H13B110.1
C12—O1—Sn2127.8 (3)H13A—C13—H13B108.4
Sn1—O1—Sn295.76 (11)O2—C13'—C14'117.5 (10)
C11—O2—C13119.8 (7)O2—C13'—H13C107.9
C11—O2—C13'119.0 (7)C14'—C13'—H13C107.9
Sn2—O3—Sn2i110.36 (18)O2—C13'—H13D107.9
Sn2—O3—Sn1124.82 (9)C14'—C13'—H13D107.9
Sn2i—O3—Sn1124.82 (9)H13C—C13'—H13D107.2
O4i—O4—Sn385.4 (5)C13'—C14'—H14D109.5
O4i—O4—Sn298 (6)C13'—C14'—H14E109.5
Sn3—O4—Sn2131.5 (10)H14D—C14'—H14E109.5
O4i—O4—Sn2i73 (6)C13'—C14'—H14F109.5
Sn3—O4—Sn2i127.4 (9)H14D—C14'—H14F109.5
Sn2—O4—Sn2i99.5 (2)H14E—C14'—H14F109.5
C6—N1—C5117.2 (4)
O3—Sn1—O1—C12162.8 (4)O3—Sn2—O4—O4i78 (5)
C1i—Sn1—O1—C1269.6 (4)C2—Sn2—O4—O4i−174 (6)
C1—Sn1—O1—C12−104.7 (4)C3—Sn2—O4—O4i−23 (6)
O1i—Sn1—O1—C12162.8 (4)O1—Sn2—O4—O4i88 (6)
N1i—Sn1—O1—C12−15.3 (6)Sn2i—Sn2—O4—O4i75 (5)
N1—Sn1—O1—C12−18.3 (4)O3—Sn2—O4—Sn3169.5 (13)
O3—Sn1—O1—Sn21.46 (6)C2—Sn2—O4—Sn3−82.3 (12)
C1i—Sn1—O1—Sn2−91.79 (18)C3—Sn2—O4—Sn367.9 (12)
C1—Sn1—O1—Sn293.93 (18)O4i—Sn2—O4—Sn391 (6)
O1i—Sn1—O1—Sn21.46 (6)O1—Sn2—O4—Sn3179.8 (5)
N1i—Sn1—O1—Sn2−176.7 (2)Sn2i—Sn2—O4—Sn3165.9 (17)
N1—Sn1—O1—Sn2−179.63 (16)O3—Sn2—O4—Sn2i3.6 (5)
O3—Sn2—O1—C12−164.5 (4)C2—Sn2—O4—Sn2i111.9 (6)
C2—Sn2—O1—C1287.4 (4)C3—Sn2—O4—Sn2i−98.0 (6)
C3—Sn2—O1—C12−61.0 (4)O4i—Sn2—O4—Sn2i−75 (5)
O4—Sn2—O1—C12−175.1 (9)O1—Sn2—O4—Sn2i13.9 (13)
O4i—Sn2—O1—C12−161.3 (9)O3—Sn1—N1—C619.7 (6)
Sn2i—Sn2—O1—C12−165.7 (3)C1i—Sn1—N1—C6−72.6 (5)
O3—Sn2—O1—Sn1−1.51 (7)C1—Sn1—N1—C6110.9 (5)
C2—Sn2—O1—Sn1−109.65 (19)O1—Sn1—N1—C617.9 (5)
C3—Sn2—O1—Sn1101.95 (18)O1i—Sn1—N1—C6−163.3 (4)
O4—Sn2—O1—Sn1−12.1 (9)N1i—Sn1—N1—C6−160.3 (6)
O4i—Sn2—O1—Sn11.7 (9)O3—Sn1—N1—C5−165.8 (3)
Sn2i—Sn2—O1—Sn1−2.76 (12)C1i—Sn1—N1—C5101.8 (4)
C2—Sn2—O3—Sn2i−91.27 (17)C1—Sn1—N1—C5−74.6 (4)
C3—Sn2—O3—Sn2i93.72 (16)O1—Sn1—N1—C5−167.6 (4)
O4—Sn2—O3—Sn2i−4.2 (5)O1i—Sn1—N1—C511.1 (5)
O4i—Sn2—O3—Sn2i4.1 (5)N1i—Sn1—N1—C514.2 (3)
O1—Sn2—O3—Sn2i−177.87 (9)C6—N1—C5—C5i134.5 (6)
C2—Sn2—O3—Sn188.73 (17)Sn1—N1—C5—C5i−40.7 (7)
C3—Sn2—O3—Sn1−86.28 (16)C5—N1—C6—C7174.7 (5)
O4—Sn2—O3—Sn1175.8 (5)Sn1—N1—C6—C7−11.1 (8)
O4i—Sn2—O3—Sn1−175.9 (5)N1—C6—C7—C12−7.7 (8)
O1—Sn2—O3—Sn12.13 (9)N1—C6—C7—C8177.8 (5)
Sn2i—Sn2—O3—Sn1180.0C12—C7—C8—C9−0.4 (7)
C1i—Sn1—O3—Sn286.70 (15)C6—C7—C8—C9174.3 (5)
C1—Sn1—O3—Sn2−93.30 (15)C7—C8—C9—C10−1.8 (8)
O1—Sn1—O3—Sn2−2.17 (9)C8—C9—C10—C112.7 (8)
O1i—Sn1—O3—Sn2177.83 (9)C9—C10—C11—O2−177.8 (5)
N1i—Sn1—O3—Sn2176.03 (19)C9—C10—C11—C12−1.5 (8)
N1—Sn1—O3—Sn2−3.97 (19)C13—O2—C11—C1011.1 (9)
C1i—Sn1—O3—Sn2i−93.30 (15)C13'—O2—C11—C10−8.6 (9)
C1—Sn1—O3—Sn2i86.70 (15)C13—O2—C11—C12−165.5 (7)
O1—Sn1—O3—Sn2i177.83 (9)C13'—O2—C11—C12174.7 (6)
O1i—Sn1—O3—Sn2i−2.17 (9)Sn1—O1—C12—C710.6 (7)
N1i—Sn1—O3—Sn2i−3.97 (19)Sn2—O1—C12—C7166.8 (3)
N1—Sn1—O3—Sn2i176.03 (19)Sn1—O1—C12—C11−168.7 (3)
C4—Sn3—O4—O4i−167 (8)Sn2—O1—C12—C11−12.5 (6)
C4i—Sn3—O4—O4i13 (9)C8—C7—C12—O1−177.7 (4)
Cl1—Sn3—O4—O4i103 (8)C6—C7—C12—O18.1 (7)
Cl1i—Sn3—O4—O4i−77 (8)C8—C7—C12—C111.6 (7)
O4i—Sn3—O4—Sn2−97 (9)C6—C7—C12—C11−172.6 (5)
C4—Sn3—O4—Sn295.4 (12)C10—C11—C12—O1178.7 (5)
C4i—Sn3—O4—Sn2−83.7 (12)O2—C11—C12—O1−4.6 (7)
Cl1—Sn3—O4—Sn25.4 (11)C10—C11—C12—C7−0.7 (7)
Cl1i—Sn3—O4—Sn2−174.0 (11)O2—C11—C12—C7176.0 (4)
O4i—Sn3—O4—Sn2i65 (8)C11—O2—C13—C14−96.5 (12)
C4—Sn3—O4—Sn2i−102.3 (10)C13'—O2—C13—C14−4(3)
C4i—Sn3—O4—Sn2i78.6 (13)C11—O2—C13'—C14'−71.7 (14)
Cl1—Sn3—O4—Sn2i167.7 (11)C13—O2—C13'—C14'−169 (5)
Cl1i—Sn3—O4—Sn2i−11.7 (11)
Symmetry codes: (i) y, x, −z.
Table 1
Selected geometric parameters (Å, °) top
Sn1—O32.072 (4)Sn2—C22.091 (5)
Sn1—C12.112 (5)Sn2—C32.100 (5)
Sn1—O12.410 (3)Sn2—O42.125 (17)
Sn1—N12.426 (4)Sn3—O41.964 (5)
Sn2—O12.463 (3)Sn3—C42.114 (5)
Sn2—O22.791 (4)Sn3—Cl12.5829 (15)
Sn2—O32.006 (2)
C1i—Sn1—C1173.9 (3)C4—Sn3—C4i132.6 (3)
C2—Sn2—C3147.8 (2)
Symmetry codes: (i) y, x, −z.
Acknowledgements top

We thank the University of Malaya (RG020/09AFR) for supporting this study.

references
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