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Acta Crystallogr Sect E Struct Rep Online. 2009 November 1; 65(Pt 11): m1441.
Published online 2009 October 28. doi:  10.1107/S1600536809043591
PMCID: PMC2971108

[2-Oxido-1-naphthaldehyde (2-hydroxy­benzo­yl)hydrazonato]diphenyl­tin(IV)

Abstract

In the title compound, [Sn(C6H5)2(C18H12N2O3)], the SnIV atom has a distorted trigonal-bipyramidal geometry. The Schiff base mol­ecule is coordinated to the SnIV atom in a tridentate fashion via the azomethine N atom, the hydr­oxy O atom and the carbonyl O atom. The complex involves an intra­molecular O—H(...)N hydrogen bond.

Related literature

For related structures, see: Chen et al. (2006 [triangle]); Yearwood et al. (2002 [triangle]). For covalent radii, see: Sanderson (1967 [triangle]).

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Object name is e-65-m1441-scheme1.jpg

Experimental

Crystal data

  • [Sn(C6H5)2(C18H12N2O3)]
  • M r = 577.19
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-65-m1441-efi1.jpg
  • a = 9.418 (1) Å
  • b = 11.0861 (12) Å
  • c = 25.668 (2) Å
  • β = 109.547 (2)°
  • V = 2525.5 (4) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 1.05 mm−1
  • T = 293 K
  • 0.43 × 0.29 × 0.20 mm

Data collection

  • Siemens SMART 1000 CCD diffractometer
  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996 [triangle]) T min = 0.662, T max = 0.818
  • 12414 measured reflections
  • 4435 independent reflections
  • 3263 reflections with I > 2σ(I)
  • R int = 0.031

Refinement

  • R[F 2 > 2σ(F 2)] = 0.033
  • wR(F 2) = 0.073
  • S = 1.03
  • 4435 reflections
  • 325 parameters
  • H-atom parameters constrained
  • Δρmax = 0.43 e Å−3
  • Δρmin = −0.33 e Å−3

Data collection: SMART (Siemens, 1996 [triangle]); cell refinement: SAINT (Siemens, 1996 [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: SHELXTL (Sheldrick, 2008 [triangle]); software used to prepare material for publication: SHELXTL.

Table 1
Selected bond lengths (Å)
Table 2
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809043591/hy2239sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809043591/hy2239Isup2.hkl

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

Acknowledgments

We acknowledge the National Natural Science Foundation of China (grant No. 20771053) and the Natural Science Foundation of Shandong Province (Y2008B48) for financial support.

supplementary crystallographic information

Comment

The molecular structure of the title compound is shown in Fig. 1. The SnIV atom is five-coordinated by two O atoms, two C atoms and one N atom. The distortion around the SnIV atom is a result of the constraints imposed by the Sn1–N2–N1–C1–O1 and Sn1–N2–C8–C9–C10–O3 rings. The dihedral angles between the two benzene rings (C19 to C24 and C25 to C30) and the O3–Sn1–N2 plane are 61.5 (1) and 67.2 (1)°, respectively. The Sn1—N2 distance is 2.154 (3) Å, close to the sum of the covalent radii (2.15 Å; Sanderson, 1967), indicating a strong Sn—N interaction. The O atoms coordinate to the Sn atom with one shorter and one longer Sn—O bond. Very similar structural parameters were observed in the compound studied by Yearwood et al. (2002). The angles at Sn1 confirm that the complex has a distorted trigonal-bipyramidal geometry.

Experimental

2-Hydroxybenzhydrazide (5 mol) was added to 30 ml ethanol. The mixture was stirred for 0.5 h and then 2-hyroxy-1-naphthyldehyde (5 mol) was added, generating a yellow sediment immediately. The product was recrystallized from ethanol and DMF mixed solvent to get yellow crystals of 2-hydroxy-1-naphthaldehyde 2-benzoylhydrazone (L). The preparation of the title compound was carried out under nitrogen atmosphere. L (4 mmol) was added to a mixture of ethanol and benzene (v/v 1:3, 30 ml) with sodium ethoxide (4 mmol). The mixture was stirred for 0.5 h and then dichlorodiphenyltin (4 mmol) was added. The mixture was stirred for 12 h under reflux. After cooling to room temperature, the mixture was filtered and evaporated to dryness. The resulting solid was then recrystallized from dichloromethane-hexane (v/v 1:1). Analysis, calculated for C30H22N2O3Sn: C 62.42, H 3.84, N 4.85, O 8.32%; found: C 62.30, H 3.75, N 4.92, O 8.28%.

Refinement

H atoms were positioned geometrically and refined as riding atoms, with C—H = 0.93 and O—H = 0.82 Å and with Uiso(H) = 1.2(1.5 for hydroxyl)Ueq(C, O).

Figures

Fig. 1.
The molecular structure of the title compound, showing 50% probability displacement ellipsoids. H atoms have been omitted for clarity.
Fig. 2.
The crystal packing of the title compound.

Crystal data

[Sn(C6H5)2(C18H12N2O3)]F(000) = 1160
Mr = 577.19Dx = 1.518 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 4435 reflections
a = 9.418 (1) Åθ = 2.5–24.5°
b = 11.0861 (12) ŵ = 1.05 mm1
c = 25.668 (2) ÅT = 293 K
β = 109.547 (2)°Block, colorless
V = 2525.5 (4) Å30.43 × 0.29 × 0.20 mm
Z = 4

Data collection

Siemens SMART 1000 CCD diffractometer4435 independent reflections
Radiation source: fine-focus sealed tube3263 reflections with I > 2σ(I)
graphiteRint = 0.031
[var phi] and ω scansθmax = 25.0°, θmin = 1.7°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)h = −11→11
Tmin = 0.662, Tmax = 0.818k = −11→13
12414 measured reflectionsl = −30→30

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)] = 0.033Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.073H-atom parameters constrained
S = 1.03w = 1/[σ2(Fo2) + (0.0238P)2 + 1.7663P] where P = (Fo2 + 2Fc2)/3
4435 reflections(Δ/σ)max = 0.003
325 parametersΔρmax = 0.43 e Å3
0 restraintsΔρmin = −0.33 e Å3

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

xyzUiso*/Ueq
Sn10.89811 (3)0.74107 (2)0.920886 (10)0.04851 (10)
N10.8396 (4)0.4718 (2)0.91811 (11)0.0465 (8)
N20.8343 (3)0.5736 (2)0.94938 (11)0.0434 (7)
O10.9135 (3)0.6067 (2)0.86422 (10)0.0647 (8)
O20.7809 (4)0.2520 (2)0.88057 (12)0.0834 (10)
H20.78480.30890.90150.125*
O30.8815 (3)0.8048 (2)0.99407 (10)0.0589 (7)
C10.8817 (4)0.4984 (3)0.87560 (14)0.0459 (9)
C20.8935 (4)0.4009 (3)0.83892 (14)0.0493 (9)
C30.8422 (5)0.2849 (3)0.84222 (15)0.0576 (11)
C40.8529 (6)0.1978 (4)0.80504 (18)0.0794 (14)
H40.81930.11980.80750.095*
C50.9126 (7)0.2261 (5)0.7647 (2)0.0918 (17)
H50.91660.16760.73920.110*
C60.9665 (7)0.3391 (5)0.7614 (2)0.1001 (19)
H61.01000.35730.73470.120*
C70.9554 (6)0.4251 (4)0.79798 (17)0.0753 (14)
H70.99050.50250.79540.090*
C80.7840 (4)0.5562 (3)0.99031 (14)0.0449 (9)
H80.75500.47790.99500.054*
C90.7683 (4)0.6439 (3)1.02883 (13)0.0428 (9)
C100.8202 (4)0.7625 (3)1.02946 (14)0.0482 (9)
C110.8110 (5)0.8440 (3)1.07056 (15)0.0557 (10)
H110.84600.92251.07080.067*
C120.7523 (5)0.8097 (4)1.10938 (16)0.0609 (11)
H120.74960.86481.13640.073*
C130.6946 (5)0.6924 (4)1.11023 (16)0.0561 (11)
C140.7010 (4)0.6071 (3)1.07003 (15)0.0507 (10)
C150.6398 (5)0.4933 (4)1.07211 (17)0.0640 (12)
H150.64010.43631.04550.077*
C160.5797 (6)0.4627 (4)1.1119 (2)0.0826 (15)
H160.54100.38561.11220.099*
C170.5756 (6)0.5453 (5)1.1519 (2)0.0878 (16)
H170.53460.52421.17900.105*
C180.6327 (6)0.6582 (4)1.15106 (18)0.0751 (14)
H180.63080.71371.17800.090*
C191.1244 (4)0.7942 (3)0.93967 (14)0.0444 (9)
C201.2167 (5)0.8207 (3)0.99286 (15)0.0572 (11)
H201.17790.81791.02170.069*
C211.3657 (5)0.8514 (4)1.0035 (2)0.0748 (13)
H211.42750.86611.03960.090*
C221.4234 (6)0.8602 (4)0.9612 (2)0.0763 (13)
H221.52360.88210.96860.092*
C231.3339 (6)0.8371 (4)0.9084 (2)0.0707 (13)
H231.37230.84450.87960.085*
C241.1862 (5)0.8026 (3)0.89768 (16)0.0585 (11)
H241.12680.78460.86160.070*
C250.7141 (4)0.8331 (3)0.86445 (15)0.0508 (10)
C260.6817 (5)0.9491 (4)0.87485 (19)0.0700 (12)
H260.74120.98680.90710.084*
C270.5624 (6)1.0113 (5)0.8384 (2)0.0913 (16)
H270.54361.09070.84590.110*
C280.4723 (6)0.9565 (7)0.7916 (2)0.0969 (19)
H280.39110.99800.76740.116*
C290.5006 (6)0.8424 (7)0.7803 (2)0.0976 (18)
H290.43860.80500.74840.117*
C300.6228 (5)0.7797 (4)0.81640 (18)0.0751 (13)
H300.64270.70130.80790.090*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Sn10.05637 (18)0.04439 (15)0.04495 (15)−0.01070 (14)0.01717 (12)−0.00358 (12)
N10.058 (2)0.0411 (16)0.0412 (17)−0.0028 (14)0.0175 (16)−0.0055 (13)
N20.048 (2)0.0421 (16)0.0400 (17)−0.0043 (14)0.0142 (15)−0.0034 (13)
O10.094 (2)0.0545 (16)0.0572 (17)−0.0219 (15)0.0407 (17)−0.0132 (13)
O20.138 (3)0.0483 (16)0.079 (2)−0.0149 (18)0.057 (2)−0.0112 (15)
O30.080 (2)0.0532 (15)0.0504 (16)−0.0166 (14)0.0309 (15)−0.0128 (12)
C10.048 (3)0.046 (2)0.039 (2)−0.0072 (18)0.0094 (18)−0.0046 (16)
C20.054 (3)0.054 (2)0.036 (2)−0.0022 (19)0.0113 (19)−0.0059 (17)
C30.071 (3)0.053 (2)0.045 (2)0.008 (2)0.014 (2)−0.0043 (18)
C40.114 (4)0.057 (3)0.067 (3)0.009 (3)0.029 (3)−0.016 (2)
C50.120 (5)0.091 (4)0.065 (3)0.017 (3)0.032 (3)−0.029 (3)
C60.142 (6)0.111 (4)0.064 (3)−0.014 (4)0.056 (4)−0.025 (3)
C70.097 (4)0.079 (3)0.057 (3)−0.018 (3)0.037 (3)−0.015 (2)
C80.051 (3)0.041 (2)0.044 (2)0.0003 (17)0.0162 (19)0.0026 (16)
C90.043 (2)0.045 (2)0.037 (2)0.0062 (17)0.0096 (17)0.0028 (15)
C100.047 (2)0.050 (2)0.044 (2)0.0035 (19)0.0112 (17)−0.0021 (18)
C110.062 (3)0.050 (2)0.052 (2)0.002 (2)0.016 (2)−0.0086 (18)
C120.068 (3)0.063 (3)0.053 (3)0.011 (2)0.021 (2)−0.010 (2)
C130.060 (3)0.059 (2)0.052 (2)0.013 (2)0.023 (2)0.0021 (19)
C140.051 (3)0.052 (2)0.050 (2)0.0134 (19)0.018 (2)0.0057 (18)
C150.082 (4)0.058 (3)0.066 (3)0.005 (2)0.044 (3)0.003 (2)
C160.112 (5)0.071 (3)0.091 (4)0.001 (3)0.069 (3)0.007 (3)
C170.118 (5)0.089 (4)0.084 (4)0.014 (3)0.071 (4)0.014 (3)
C180.097 (4)0.077 (3)0.068 (3)0.016 (3)0.050 (3)−0.003 (2)
C190.052 (2)0.0325 (18)0.047 (2)−0.0046 (16)0.0141 (19)0.0030 (15)
C200.063 (3)0.062 (3)0.044 (2)−0.007 (2)0.014 (2)0.0018 (18)
C210.059 (3)0.078 (3)0.068 (3)−0.011 (3)−0.004 (3)−0.002 (2)
C220.055 (3)0.067 (3)0.106 (4)−0.008 (2)0.027 (3)−0.003 (3)
C230.076 (4)0.063 (3)0.089 (4)−0.010 (2)0.048 (3)0.002 (2)
C240.067 (3)0.063 (2)0.047 (2)−0.010 (2)0.022 (2)−0.0004 (19)
C250.050 (3)0.056 (2)0.045 (2)−0.0142 (19)0.0134 (19)0.0039 (17)
C260.059 (3)0.066 (3)0.077 (3)−0.002 (2)0.012 (3)0.005 (2)
C270.080 (4)0.081 (4)0.106 (5)0.008 (3)0.021 (4)0.023 (3)
C280.058 (4)0.141 (6)0.088 (4)0.008 (4)0.019 (3)0.052 (4)
C290.070 (4)0.153 (6)0.055 (3)−0.024 (4)0.001 (3)0.007 (4)
C300.076 (3)0.087 (3)0.054 (3)−0.019 (3)0.011 (2)−0.006 (2)

Geometric parameters (Å, °)

Sn1—O12.121 (2)C13—C181.411 (5)
Sn1—O32.061 (2)C13—C141.415 (5)
Sn1—N22.154 (3)C14—C151.396 (5)
Sn1—C192.106 (4)C15—C161.366 (5)
Sn1—C252.113 (4)C15—H150.9300
N1—C11.313 (4)C16—C171.387 (6)
N1—N21.395 (4)C16—H160.9300
N2—C81.303 (4)C17—C181.365 (6)
O1—C11.294 (4)C17—H170.9300
O2—C31.348 (5)C18—H180.9300
O2—H20.8200C19—C201.383 (5)
O3—C101.315 (4)C19—C241.389 (5)
C1—C21.462 (5)C20—C211.380 (6)
C2—C31.386 (5)C20—H200.9300
C2—C71.388 (5)C21—C221.370 (6)
C3—C41.384 (5)C21—H210.9300
C4—C51.371 (6)C22—C231.359 (6)
C4—H40.9300C22—H220.9300
C5—C61.364 (7)C23—C241.378 (6)
C5—H50.9300C23—H230.9300
C6—C71.366 (6)C24—H240.9300
C6—H60.9300C25—C261.368 (5)
C7—H70.9300C25—C301.379 (5)
C8—C91.429 (5)C26—C271.382 (6)
C8—H80.9300C26—H260.9300
C9—C101.401 (5)C27—C281.360 (7)
C9—C141.461 (5)C27—H270.9300
C10—C111.414 (5)C28—C291.344 (8)
C11—C121.346 (5)C28—H280.9300
C11—H110.9300C29—C301.397 (7)
C12—C131.413 (6)C29—H290.9300
C12—H120.9300C30—H300.9300
O3—Sn1—C1994.31 (12)C18—C13—C14119.4 (4)
O3—Sn1—C2599.45 (13)C12—C13—C14119.6 (3)
C19—Sn1—C25123.88 (13)C15—C14—C13117.2 (3)
O3—Sn1—O1155.42 (10)C15—C14—C9124.3 (3)
C19—Sn1—O193.27 (12)C13—C14—C9118.4 (3)
C25—Sn1—O195.61 (13)C16—C15—C14122.2 (4)
O3—Sn1—N282.61 (10)C16—C15—H15118.9
C19—Sn1—N2122.65 (12)C14—C15—H15118.9
C25—Sn1—N2113.00 (13)C15—C16—C17120.7 (4)
O1—Sn1—N273.63 (10)C15—C16—H16119.6
C1—N1—N2112.1 (3)C17—C16—H16119.6
C8—N2—N1115.9 (3)C18—C17—C16119.0 (4)
C8—N2—Sn1128.2 (2)C18—C17—H17120.5
N1—N2—Sn1115.7 (2)C16—C17—H17120.5
C1—O1—Sn1115.0 (2)C17—C18—C13121.4 (4)
C3—O2—H2109.5C17—C18—H18119.3
C10—O3—Sn1133.8 (2)C13—C18—H18119.3
O1—C1—N1123.6 (3)C20—C19—C24117.7 (4)
O1—C1—C2117.9 (3)C20—C19—Sn1122.6 (3)
N1—C1—C2118.6 (3)C24—C19—Sn1119.7 (3)
C3—C2—C7118.0 (3)C21—C20—C19120.6 (4)
C3—C2—C1122.9 (3)C21—C20—H20119.7
C7—C2—C1119.1 (4)C19—C20—H20119.7
O2—C3—C4117.6 (4)C22—C21—C20120.5 (4)
O2—C3—C2122.6 (3)C22—C21—H21119.8
C4—C3—C2119.9 (4)C20—C21—H21119.8
C5—C4—C3120.2 (5)C23—C22—C21119.9 (5)
C5—C4—H4119.9C23—C22—H22120.1
C3—C4—H4119.9C21—C22—H22120.1
C6—C5—C4120.8 (4)C22—C23—C24120.0 (4)
C6—C5—H5119.6C22—C23—H23120.0
C4—C5—H5119.6C24—C23—H23120.0
C5—C6—C7118.9 (5)C23—C24—C19121.3 (4)
C5—C6—H6120.5C23—C24—H24119.3
C7—C6—H6120.5C19—C24—H24119.3
C6—C7—C2122.2 (5)C26—C25—C30117.7 (4)
C6—C7—H7118.9C26—C25—Sn1120.3 (3)
C2—C7—H7118.9C30—C25—Sn1121.9 (3)
N2—C8—C9127.4 (3)C25—C26—C27121.4 (5)
N2—C8—H8116.3C25—C26—H26119.3
C9—C8—H8116.3C27—C26—H26119.3
C10—C9—C8122.0 (3)C28—C27—C26120.0 (5)
C10—C9—C14119.2 (3)C28—C27—H27120.0
C8—C9—C14118.8 (3)C26—C27—H27120.0
O3—C10—C9124.0 (3)C29—C28—C27120.1 (5)
O3—C10—C11115.9 (3)C29—C28—H28120.0
C9—C10—C11120.0 (3)C27—C28—H28120.0
C12—C11—C10121.0 (4)C28—C29—C30120.3 (5)
C12—C11—H11119.5C28—C29—H29119.9
C10—C11—H11119.5C30—C29—H29119.9
C11—C12—C13121.8 (4)C25—C30—C29120.5 (5)
C11—C12—H12119.1C25—C30—H30119.7
C13—C12—H12119.1C29—C30—H30119.7
C18—C13—C12121.0 (4)
C1—N1—N2—C8175.7 (3)C11—C12—C13—C18−179.6 (4)
C1—N1—N2—Sn1−0.9 (4)C11—C12—C13—C141.3 (6)
O3—Sn1—N2—C811.5 (3)C18—C13—C14—C152.1 (6)
C19—Sn1—N2—C8101.9 (3)C12—C13—C14—C15−178.8 (4)
C25—Sn1—N2—C8−85.7 (3)C18—C13—C14—C9−178.8 (4)
O1—Sn1—N2—C8−174.9 (3)C12—C13—C14—C90.3 (6)
O3—Sn1—N2—N1−172.4 (2)C10—C9—C14—C15177.3 (4)
C19—Sn1—N2—N1−82.1 (3)C8—C9—C14—C15−4.9 (6)
C25—Sn1—N2—N190.4 (3)C10—C9—C14—C13−1.8 (5)
O1—Sn1—N2—N11.2 (2)C8—C9—C14—C13176.0 (3)
O3—Sn1—O1—C114.0 (5)C13—C14—C15—C16−1.8 (7)
C19—Sn1—O1—C1121.8 (3)C9—C14—C15—C16179.2 (4)
C25—Sn1—O1—C1−113.7 (3)C14—C15—C16—C170.7 (8)
N2—Sn1—O1—C1−1.3 (3)C15—C16—C17—C180.0 (8)
C19—Sn1—O3—C10−137.9 (3)C16—C17—C18—C130.4 (8)
C25—Sn1—O3—C1096.7 (3)C12—C13—C18—C17179.4 (5)
O1—Sn1—O3—C10−30.3 (5)C14—C13—C18—C17−1.5 (7)
N2—Sn1—O3—C10−15.5 (3)O3—Sn1—C19—C2017.9 (3)
Sn1—O1—C1—N11.4 (5)C25—Sn1—C19—C20122.4 (3)
Sn1—O1—C1—C2−178.6 (3)O1—Sn1—C19—C20−138.7 (3)
N2—N1—C1—O1−0.3 (5)N2—Sn1—C19—C20−66.0 (3)
N2—N1—C1—C2179.7 (3)O3—Sn1—C19—C24−162.6 (3)
O1—C1—C2—C3−170.6 (4)C25—Sn1—C19—C24−58.2 (3)
N1—C1—C2—C39.4 (6)O1—Sn1—C19—C2440.8 (3)
O1—C1—C2—C77.9 (6)N2—Sn1—C19—C24113.5 (3)
N1—C1—C2—C7−172.1 (4)C24—C19—C20—C21−1.6 (6)
C7—C2—C3—O2179.7 (4)Sn1—C19—C20—C21177.9 (3)
C1—C2—C3—O2−1.8 (6)C19—C20—C21—C222.3 (7)
C7—C2—C3—C4−0.5 (6)C20—C21—C22—C23−0.9 (7)
C1—C2—C3—C4178.0 (4)C21—C22—C23—C24−1.2 (7)
O2—C3—C4—C5179.3 (5)C22—C23—C24—C191.9 (7)
C2—C3—C4—C5−0.6 (7)C20—C19—C24—C23−0.5 (6)
C3—C4—C5—C61.9 (8)Sn1—C19—C24—C23180.0 (3)
C4—C5—C6—C7−2.1 (9)O3—Sn1—C25—C2637.8 (3)
C5—C6—C7—C21.1 (9)C19—Sn1—C25—C26−64.0 (4)
C3—C2—C7—C60.2 (7)O1—Sn1—C25—C26−161.7 (3)
C1—C2—C7—C6−178.4 (5)N2—Sn1—C25—C26123.7 (3)
N1—N2—C8—C9179.4 (3)O3—Sn1—C25—C30−142.1 (3)
Sn1—N2—C8—C9−4.6 (6)C19—Sn1—C25—C30116.1 (3)
N2—C8—C9—C10−5.8 (6)O1—Sn1—C25—C3018.4 (3)
N2—C8—C9—C14176.5 (4)N2—Sn1—C25—C30−56.2 (4)
Sn1—O3—C10—C911.6 (6)C30—C25—C26—C27−0.4 (7)
Sn1—O3—C10—C11−169.6 (3)Sn1—C25—C26—C27179.7 (4)
C8—C9—C10—O32.8 (6)C25—C26—C27—C281.4 (8)
C14—C9—C10—O3−179.5 (3)C26—C27—C28—C29−1.0 (8)
C8—C9—C10—C11−176.0 (3)C27—C28—C29—C30−0.3 (8)
C14—C9—C10—C111.7 (5)C26—C25—C30—C29−0.9 (7)
O3—C10—C11—C12−179.0 (4)Sn1—C25—C30—C29179.0 (4)
C9—C10—C11—C12−0.2 (6)C28—C29—C30—C251.2 (8)
C10—C11—C12—C13−1.4 (6)

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
O2—H2···N10.821.892.611 (5)146

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HY2239).

References

  • Chen, S.-W., Yin, H.-D. & Wang, D.-Q. (2006). Acta Cryst. E62, m28–m29.
  • Sanderson, R. T. (1967). Inorganic Chemistry, p. 74. New York: Reinhold.
  • Sheldrick, G. M. (1996). SADABS University of Göttingen, Germany.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]
  • Siemens (1996). SMART and SAINT Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA.
  • Yearwood, B., Parkin, S. & Atwood, D. A. (2002). Inorg. Chim. Acta, 333, 124–131.

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