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Acta Cryst. (2008). E64, m450    [ doi:10.1107/S1600536808003437 ]

(4-Formyl-2-methoxyphenolato)tris(2-methyl-2-phenylpropyl)tin(IV)

Y. Dong

Abstract top

The Sn atom of the title compound, [Sn(C10H13)3(C8H7O3)], is four-coordinate and possesses a distorted SnOC3 tetrahedral geometry.

Comment top

Little attention has been paid to the condensing reaction of tris(2-methyl-2-phenylpropyl)tin oxide, {[C6H5C(CH3)2CH2]3Sn}2O, with phenols in the literature. In reported three structures, tris(2-methyl-2-phenylpropyl)tin pentachlorophenoate, 4-nitrophenolate, and 4-acetylphenolate (Zhang et al., 2002; Yang et al., 2006; Yang et al., 2007), the tin atom is four coordinated.

In the title compound, the Sn atom is also four-coordinate and possess a distorted SnOC3 tetrahedral geometry (Fig. 1). This is different from Me3SnOMe, in which almost planar trimethyltin groups are linked by two methoxy ligands forming infinite one-dimensional zigzag chains with nearly ideally trigonal-bipyramidal coordinated tin atom (Domingos & Sheldrick,1974), due to the crowding of the four bulky groups at the Sn atom in the title compound. The three Sn—C distances are almost equal [from 2.142 (4) to 2.148 (4) Å] and comparable with those [2.142 (2)–2.158 (2) and 2.144 (2)–2.157 (2) Å, respectively] in tris(2-methyl-2-phenylpropyl)tin 4-nitrophenolate and 4-acetylphenolate (Yang et al., 2006; Yang et al., 2007), but slightly longer than those [2.105 (4)–2.114 (4) Å] in tris(2-methyl-2-phenylpropyl)tin pentachlorophenoate (Zhang et al., 2002). The Sn—O dimension of the title compound is almost same as that [2.045 (2) and 2.041 (2) Å, respectively] of tris(2-methyl-2-phenylpropyl)tin 4-nitrophenolate and 4-acetylphenolate and shorter than that [2.103 (3) Å] found in tris(2-methyl-2-phenylpropyl)tin pentachlorophenoate.

Related literature top

For related literature, see: Domingos & Sheldrick (1974); Yang et al. (2006, 2007); Zhang et al. (2002).

Experimental top

The title compound was synthesized by condensing bis[tri(2-phenyl-2-methylpropyl)tin] oxide (1.05 g, 1 mmol) with 4-hydroxy-2-methoxybenzaldehyde (0.30 g, 2 mmol) in toluene (50 ml). Water was removed with a Dean-Stark water separator. The resulting clear solution was evaporated using a rotary evaporator. The white solid obtained was recrystallized from ethanol and crystals of title compound were obtained from chloroform-hexane (V/V, 1:1) by slow evaporation at room temperature (yield 81%, m.p. 388–389 K). Analysis, found: C 68.02, H 6.79%; calculated for C38H46O3Sn: C 68.17, H 6.93%.

Refinement top

H atoms were placed at calculated positions and were included in the refinement in the riding-model approximation, with C—H = 0.93 Å and Uiso(H) = 1.2Ueq(C) for aromatic and aldehydic H atoms, C—H = 0.96 Å and Uiso(H) = 1.5Ueq(C) for methyl H atoms, and C—H = 0.97 Å and Uiso(H) = 1.2Ueq(C) for methylene H atoms.

Computing details top

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT (Bruker, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. The structure of title compound, showing the atom-numbering scheme. Displacement ellipsoids are drawn at the 30% probability level. H atoms have been omitted for clarity.
(4-Formyl-2-methoxyphenolato)tris(2-methyl-2-phenylpropyl)tin(IV) top
Crystal data top
[Sn(C10H13)3(C8H7O3)]F000 = 1392
Mr = 669.44Dx = 1.307 Mg m−3
Monoclinic, P21/nMo Kα radiation
λ = 0.71073 Å
Hall symbol: -p 2ynCell parameters from 4584 reflections
a = 9.7900 (13) Åθ = 2.2–21.5º
b = 33.761 (4) ŵ = 0.79 mm−1
c = 10.3073 (13) ÅT = 295 (2) K
β = 92.873 (2)ºPrism, colorless
V = 3402.5 (7) Å30.20 × 0.16 × 0.08 mm
Z = 4
Data collection top
Bruker SMART APEX area-detector
diffractometer		6675 independent reflections
Radiation source: fine-focus sealed tube5252 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.055
T = 295(2) Kθmax = 26.0º
φ and ω scansθmin = 1.2º
Absorption correction: multi-scan
(SADABS; Bruker, 2002)		h = −12→12
Tmin = 0.859, Tmax = 0.942k = −41→41
26454 measured reflectionsl = −12→12
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)] = 0.048H-atom parameters constrained
wR(F2) = 0.099  w = 1/[σ2(Fo2) + (0.023P)2 + 3.2918P]
where P = (Fo2 + 2Fc2)/3
S = 1.06(Δ/σ)max = 0.001
6675 reflectionsΔρmax = 0.49 e Å−3
379 parametersΔρmin = −0.96 e Å−3
Primary atom site location: structure-invariant direct methodsExtinction correction: none
Crystal data top
[Sn(C10H13)3(C8H7O3)]V = 3402.5 (7) Å3
Mr = 669.44Z = 4
Monoclinic, P21/nMo Kα
a = 9.7900 (13) ŵ = 0.79 mm−1
b = 33.761 (4) ÅT = 295 (2) K
c = 10.3073 (13) Å0.20 × 0.16 × 0.08 mm
β = 92.873 (2)º
Data collection top
Bruker SMART APEX area-detector
diffractometer		6675 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2002)		5252 reflections with I > 2σ(I)
Tmin = 0.859, Tmax = 0.942Rint = 0.055
26454 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.048379 parameters
wR(F2) = 0.099H-atom parameters constrained
S = 1.06Δρmax = 0.49 e Å−3
6675 reflectionsΔρmin = −0.96 e Å−3
Special details top

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Sn10.63396 (3)0.884454 (7)0.76497 (2)0.04078 (10)
O10.4361 (3)0.89038 (8)0.6964 (3)0.0552 (7)
O20.3783 (3)0.81358 (9)0.7079 (3)0.0634 (8)
O30.1355 (4)0.78647 (13)0.2522 (4)0.0956 (12)
C10.6474 (5)0.94423 (12)0.8359 (4)0.0560 (11)
H1A0.55520.95320.84960.067*
H1B0.69580.94350.92030.067*
C20.7167 (5)0.97585 (12)0.7536 (4)0.0573 (11)
C30.6356 (5)0.97925 (14)0.6225 (5)0.0789 (15)
H3A0.54170.98520.63720.118*
H3B0.64060.95460.57650.118*
H3C0.67371.00000.57200.118*
C40.7058 (6)1.01584 (14)0.8247 (6)0.0923 (18)
H4A0.61121.02210.83440.138*
H4B0.74731.03620.77500.138*
H4C0.75211.01410.90880.138*
C50.8666 (5)0.96629 (11)0.7398 (5)0.0565 (11)
C60.9267 (6)0.96385 (13)0.6211 (5)0.0679 (13)
H60.87350.96850.54540.081*
C71.0630 (6)0.95477 (15)0.6121 (6)0.0812 (16)
H71.09980.95300.53090.097*
C81.1438 (6)0.94842 (16)0.7202 (7)0.0866 (17)
H81.23590.94240.71370.104*
C91.0890 (6)0.95095 (16)0.8388 (6)0.0844 (17)
H91.14440.94680.91350.101*
C100.9512 (5)0.95968 (13)0.8497 (5)0.0663 (13)
H100.91540.96110.93150.080*
C110.7350 (4)0.87195 (11)0.5896 (4)0.0445 (9)
H11A0.66920.87600.51730.053*
H11B0.80670.89150.58160.053*
C120.7994 (4)0.83075 (11)0.5732 (4)0.0436 (9)
C130.8845 (5)0.83177 (14)0.4515 (4)0.0664 (13)
H13A0.82600.83810.37670.100*
H13B0.92590.80630.43950.100*
H13C0.95460.85160.46230.100*
C140.6860 (5)0.80029 (14)0.5503 (5)0.0675 (13)
H14A0.62930.80780.47560.101*
H14B0.63150.79910.62510.101*
H14C0.72560.77480.53580.101*
C150.8936 (4)0.82085 (11)0.6905 (4)0.0396 (9)
C160.9885 (4)0.84824 (13)0.7388 (4)0.0575 (11)
H160.99400.87280.69840.069*
C171.0749 (5)0.84018 (16)0.8449 (5)0.0782 (15)
H171.13700.85930.87530.094*
C181.0701 (6)0.80462 (18)0.9054 (5)0.0783 (16)
H181.12840.79930.97730.094*
C190.9787 (5)0.77666 (16)0.8598 (5)0.0741 (15)
H190.97500.75220.90090.089*
C200.8922 (4)0.78446 (13)0.7534 (4)0.0579 (12)
H200.83160.76500.72300.069*
C210.6354 (5)0.83972 (12)0.9124 (4)0.0547 (11)
H21A0.57800.81810.88030.066*
H21B0.72790.82960.92350.066*
C220.5881 (5)0.85141 (13)1.0473 (4)0.0567 (11)
C230.4406 (5)0.8664 (2)1.0298 (5)0.0923 (18)
H23A0.38470.84630.98790.138*
H23B0.43840.88980.97720.138*
H23C0.40630.87231.11320.138*
C240.5910 (7)0.81390 (17)1.1334 (5)0.102 (2)
H24A0.53170.79421.09410.153*
H24B0.56040.82051.21780.153*
H24C0.68260.80381.14180.153*
C250.6838 (4)0.88179 (13)1.1135 (4)0.0511 (10)
C260.8219 (5)0.87993 (15)1.1027 (5)0.0671 (13)
H260.85870.85961.05440.081*
C270.9098 (6)0.90794 (19)1.1631 (6)0.0865 (17)
H271.00370.90621.15450.104*
C280.8578 (9)0.93748 (19)1.2336 (6)0.098 (2)
H280.91550.95641.27260.117*
C290.7232 (9)0.93948 (19)1.2471 (6)0.108 (2)
H290.68760.95971.29650.130*
C300.6361 (6)0.91187 (16)1.1888 (5)0.0819 (16)
H300.54270.91371.20070.098*
C310.3764 (4)0.87261 (12)0.5919 (4)0.0480 (10)
C320.3435 (5)0.89388 (13)0.4813 (4)0.0598 (12)
H320.36680.92060.47810.072*
C330.2766 (5)0.87657 (15)0.3742 (4)0.0643 (13)
H330.25610.89140.29980.077*
C340.2407 (4)0.83744 (15)0.3786 (4)0.0579 (12)
C350.1688 (5)0.82004 (18)0.2631 (5)0.0753 (15)
H350.14800.83680.19320.090*
C360.2732 (4)0.81543 (13)0.4886 (4)0.0545 (11)
H360.25020.78870.49040.065*
C370.3390 (4)0.83231 (12)0.5952 (4)0.0476 (10)
C380.3435 (6)0.77269 (15)0.7182 (5)0.0832 (16)
H38A0.37600.76280.80150.125*
H38B0.38510.75800.65090.125*
H38C0.24600.76970.70930.125*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Sn10.04377 (16)0.03930 (15)0.03881 (15)0.00142 (13)−0.00246 (10)−0.00157 (13)
O10.0413 (15)0.0565 (18)0.0669 (19)0.0020 (13)−0.0061 (14)−0.0146 (15)
O20.062 (2)0.0576 (19)0.070 (2)−0.0053 (15)−0.0016 (16)0.0036 (16)
O30.092 (3)0.092 (3)0.102 (3)0.005 (2)−0.014 (2)−0.037 (2)
C10.065 (3)0.046 (2)0.057 (3)0.002 (2)−0.003 (2)−0.012 (2)
C20.072 (3)0.037 (2)0.062 (3)0.004 (2)−0.013 (2)0.002 (2)
C30.092 (4)0.063 (3)0.078 (4)0.001 (3)−0.021 (3)0.017 (3)
C40.103 (4)0.045 (3)0.127 (5)0.003 (3)−0.010 (4)−0.013 (3)
C50.072 (3)0.033 (2)0.063 (3)−0.011 (2)−0.009 (2)0.003 (2)
C60.090 (4)0.051 (3)0.062 (3)−0.011 (3)−0.005 (3)0.011 (2)
C70.092 (4)0.062 (3)0.091 (4)−0.014 (3)0.017 (4)0.006 (3)
C80.073 (4)0.063 (3)0.123 (5)−0.015 (3)0.003 (4)−0.015 (4)
C90.076 (4)0.072 (4)0.102 (5)−0.008 (3)−0.030 (3)−0.010 (3)
C100.075 (3)0.061 (3)0.061 (3)−0.014 (3)−0.013 (3)−0.004 (2)
C110.041 (2)0.053 (2)0.040 (2)0.0021 (18)0.0029 (17)0.0052 (18)
C120.038 (2)0.047 (2)0.046 (2)−0.0058 (17)0.0017 (17)−0.0083 (18)
C130.064 (3)0.083 (3)0.053 (3)0.003 (3)0.012 (2)−0.010 (2)
C140.055 (3)0.068 (3)0.079 (3)−0.014 (2)−0.005 (2)−0.018 (3)
C150.034 (2)0.036 (2)0.050 (2)0.0048 (16)0.0102 (17)−0.0060 (17)
C160.057 (3)0.049 (3)0.065 (3)0.004 (2)−0.013 (2)−0.001 (2)
C170.075 (3)0.072 (4)0.084 (4)0.008 (3)−0.031 (3)−0.018 (3)
C180.084 (4)0.091 (4)0.058 (3)0.031 (3)−0.012 (3)−0.001 (3)
C190.076 (4)0.069 (3)0.079 (4)0.024 (3)0.013 (3)0.028 (3)
C200.050 (3)0.045 (2)0.078 (3)0.002 (2)0.006 (2)0.007 (2)
C210.075 (3)0.045 (2)0.044 (2)0.000 (2)−0.004 (2)0.0038 (19)
C220.062 (3)0.064 (3)0.044 (2)−0.003 (2)0.000 (2)0.007 (2)
C230.055 (3)0.155 (6)0.068 (4)−0.007 (3)0.012 (3)−0.005 (4)
C240.149 (6)0.099 (4)0.056 (3)−0.046 (4)−0.007 (3)0.029 (3)
C250.061 (3)0.057 (3)0.035 (2)0.007 (2)0.0008 (18)0.006 (2)
C260.063 (3)0.075 (3)0.063 (3)0.007 (3)−0.005 (2)−0.004 (3)
C270.074 (4)0.094 (4)0.089 (4)−0.011 (3)−0.020 (3)0.015 (4)
C280.135 (6)0.080 (4)0.076 (4)−0.028 (4)−0.023 (4)−0.003 (3)
C290.149 (7)0.088 (5)0.087 (5)−0.005 (5)0.010 (5)−0.035 (4)
C300.084 (4)0.084 (4)0.079 (4)0.010 (3)0.016 (3)−0.018 (3)
C310.031 (2)0.052 (2)0.061 (3)0.0034 (17)0.0009 (18)−0.009 (2)
C320.058 (3)0.056 (3)0.065 (3)−0.001 (2)−0.004 (2)0.000 (2)
C330.060 (3)0.078 (4)0.054 (3)0.004 (2)−0.002 (2)0.005 (2)
C340.040 (2)0.076 (3)0.057 (3)0.008 (2)−0.001 (2)−0.014 (2)
C350.062 (3)0.092 (4)0.072 (4)0.012 (3)0.002 (3)−0.028 (3)
C360.042 (2)0.052 (3)0.069 (3)−0.0024 (19)0.004 (2)−0.009 (2)
C370.032 (2)0.055 (3)0.055 (3)0.0045 (18)−0.0007 (18)−0.004 (2)
C380.096 (4)0.064 (3)0.090 (4)−0.008 (3)0.005 (3)0.009 (3)
Geometric parameters (Å, °) top
Sn1—O12.038 (3)C16—H160.9300
Sn1—C212.142 (4)C17—C181.355 (7)
Sn1—C112.145 (4)C17—H170.9300
Sn1—C12.148 (4)C18—C191.368 (7)
O1—C311.341 (5)C18—H180.9300
O2—C371.361 (5)C19—C201.377 (6)
O2—C381.427 (5)C19—H190.9300
O3—C351.183 (6)C20—H200.9300
C1—C21.541 (6)C21—C221.539 (6)
C1—H1A0.9700C21—H21A0.9700
C1—H1B0.9700C21—H21B0.9700
C2—C51.517 (6)C22—C251.527 (6)
C2—C31.537 (6)C22—C231.532 (6)
C2—C41.542 (6)C22—C241.546 (6)
C3—H3A0.9600C23—H23A0.9600
C3—H3B0.9600C23—H23B0.9600
C3—H3C0.9600C23—H23C0.9600
C4—H4A0.9600C24—H24A0.9600
C4—H4B0.9600C24—H24B0.9600
C4—H4C0.9600C24—H24C0.9600
C5—C61.386 (6)C25—C261.364 (6)
C5—C101.388 (6)C25—C301.374 (6)
C6—C71.377 (7)C26—C271.403 (7)
C6—H60.9300C26—H260.9300
C7—C81.350 (7)C27—C281.349 (8)
C7—H70.9300C27—H270.9300
C8—C91.362 (8)C28—C291.334 (8)
C8—H80.9300C28—H280.9300
C9—C101.390 (7)C29—C301.381 (8)
C9—H90.9300C29—H290.9300
C10—H100.9300C30—H300.9300
C11—C121.540 (5)C31—C321.373 (6)
C11—H11A0.9700C31—C371.410 (5)
C11—H11B0.9700C32—C331.384 (6)
C12—C151.520 (5)C32—H320.9300
C12—C141.523 (5)C33—C341.368 (6)
C12—C131.541 (5)C33—H330.9300
C13—H13A0.9600C34—C361.380 (6)
C13—H13B0.9600C34—C351.474 (6)
C13—H13C0.9600C35—H350.9300
C14—H14A0.9600C36—C371.369 (5)
C14—H14B0.9600C36—H360.9300
C14—H14C0.9600C38—H38A0.9600
C15—C161.386 (5)C38—H38B0.9600
C15—C201.390 (5)C38—H38C0.9600
C16—C171.376 (6)
O1—Sn1—C21106.72 (15)C18—C17—H17119.8
O1—Sn1—C11101.37 (13)C16—C17—H17119.8
C21—Sn1—C11118.18 (15)C17—C18—C19119.3 (5)
O1—Sn1—C193.83 (14)C17—C18—H18120.3
C21—Sn1—C1115.01 (16)C19—C18—H18120.3
C11—Sn1—C1116.65 (16)C18—C19—C20120.5 (5)
C31—O1—Sn1127.1 (2)C18—C19—H19119.7
C37—O2—C38117.1 (4)C20—C19—H19119.7
C2—C1—Sn1119.0 (3)C19—C20—C15121.4 (4)
C2—C1—H1A107.6C19—C20—H20119.3
Sn1—C1—H1A107.6C15—C20—H20119.3
C2—C1—H1B107.6C22—C21—Sn1118.0 (3)
Sn1—C1—H1B107.6C22—C21—H21A107.8
H1A—C1—H1B107.0Sn1—C21—H21A107.8
C5—C2—C3113.1 (4)C22—C21—H21B107.8
C5—C2—C1111.0 (3)Sn1—C21—H21B107.8
C3—C2—C1108.2 (4)H21A—C21—H21B107.2
C5—C2—C4108.8 (4)C25—C22—C23112.7 (4)
C3—C2—C4107.9 (4)C25—C22—C21111.7 (4)
C1—C2—C4107.6 (4)C23—C22—C21107.6 (4)
C2—C3—H3A109.5C25—C22—C24107.5 (4)
C2—C3—H3B109.5C23—C22—C24109.1 (4)
H3A—C3—H3B109.5C21—C22—C24108.1 (4)
C2—C3—H3C109.5C22—C23—H23A109.5
H3A—C3—H3C109.5C22—C23—H23B109.5
H3B—C3—H3C109.5H23A—C23—H23B109.5
C2—C4—H4A109.5C22—C23—H23C109.5
C2—C4—H4B109.5H23A—C23—H23C109.5
H4A—C4—H4B109.5H23B—C23—H23C109.5
C2—C4—H4C109.5C22—C24—H24A109.5
H4A—C4—H4C109.5C22—C24—H24B109.5
H4B—C4—H4C109.5H24A—C24—H24B109.5
C6—C5—C10116.7 (5)C22—C24—H24C109.5
C6—C5—C2123.5 (4)H24A—C24—H24C109.5
C10—C5—C2119.9 (4)H24B—C24—H24C109.5
C7—C6—C5121.9 (5)C26—C25—C30116.5 (5)
C7—C6—H6119.1C26—C25—C22121.4 (4)
C5—C6—H6119.1C30—C25—C22122.0 (4)
C8—C7—C6120.6 (6)C25—C26—C27121.4 (5)
C8—C7—H7119.7C25—C26—H26119.3
C6—C7—H7119.7C27—C26—H26119.3
C7—C8—C9119.3 (6)C28—C27—C26119.9 (6)
C7—C8—H8120.3C28—C27—H27120.1
C9—C8—H8120.3C26—C27—H27120.1
C8—C9—C10120.9 (5)C29—C28—C27119.7 (6)
C8—C9—H9119.6C29—C28—H28120.2
C10—C9—H9119.6C27—C28—H28120.2
C5—C10—C9120.6 (5)C28—C29—C30120.8 (6)
C5—C10—H10119.7C28—C29—H29119.6
C9—C10—H10119.7C30—C29—H29119.6
C12—C11—Sn1118.6 (3)C25—C30—C29121.6 (6)
C12—C11—H11A107.7C25—C30—H30119.2
Sn1—C11—H11A107.7C29—C30—H30119.2
C12—C11—H11B107.7O1—C31—C32120.5 (4)
Sn1—C11—H11B107.7O1—C31—C37121.1 (4)
H11A—C11—H11B107.1C32—C31—C37118.3 (4)
C15—C12—C14112.5 (3)C31—C32—C33121.6 (4)
C15—C12—C11110.3 (3)C31—C32—H32119.2
C14—C12—C11109.1 (3)C33—C32—H32119.2
C15—C12—C13108.7 (3)C34—C33—C32119.6 (4)
C14—C12—C13108.0 (3)C34—C33—H33120.2
C11—C12—C13108.1 (3)C32—C33—H33120.2
C12—C13—H13A109.5C33—C34—C36119.8 (4)
C12—C13—H13B109.5C33—C34—C35118.1 (5)
H13A—C13—H13B109.5C36—C34—C35122.0 (5)
C12—C13—H13C109.5O3—C35—C34125.2 (6)
H13A—C13—H13C109.5O3—C35—H35117.4
H13B—C13—H13C109.5C34—C35—H35117.4
C12—C14—H14A109.5C37—C36—C34121.0 (4)
C12—C14—H14B109.5C37—C36—H36119.5
H14A—C14—H14B109.5C34—C36—H36119.5
C12—C14—H14C109.5O2—C37—C36126.4 (4)
H14A—C14—H14C109.5O2—C37—C31114.0 (4)
H14B—C14—H14C109.5C36—C37—C31119.7 (4)
C16—C15—C20116.4 (4)O2—C38—H38A109.5
C16—C15—C12120.5 (3)O2—C38—H38B109.5
C20—C15—C12123.1 (4)H38A—C38—H38B109.5
C17—C16—C15121.9 (4)O2—C38—H38C109.5
C17—C16—H16119.1H38A—C38—H38C109.5
C15—C16—H16119.1H38B—C38—H38C109.5
C18—C17—C16120.5 (5)
C21—Sn1—O1—C31−95.1 (3)C16—C15—C20—C191.4 (6)
C11—Sn1—O1—C3129.2 (4)C12—C15—C20—C19−179.7 (4)
C1—Sn1—O1—C31147.4 (3)O1—Sn1—C21—C22−78.4 (3)
O1—Sn1—C1—C2−99.6 (3)C11—Sn1—C21—C22168.4 (3)
C21—Sn1—C1—C2149.9 (3)C1—Sn1—C21—C2224.2 (4)
C11—Sn1—C1—C25.2 (4)Sn1—C21—C22—C25−64.9 (4)
Sn1—C1—C2—C5−63.6 (4)Sn1—C21—C22—C2359.2 (5)
Sn1—C1—C2—C361.1 (4)Sn1—C21—C22—C24177.0 (3)
Sn1—C1—C2—C4177.5 (3)C23—C22—C25—C26−159.5 (4)
C3—C2—C5—C64.7 (6)C21—C22—C25—C26−38.2 (5)
C1—C2—C5—C6126.6 (4)C24—C22—C25—C2680.2 (5)
C4—C2—C5—C6−115.2 (5)C23—C22—C25—C3021.8 (6)
C3—C2—C5—C10−175.7 (4)C21—C22—C25—C30143.1 (4)
C1—C2—C5—C10−53.8 (5)C24—C22—C25—C30−98.5 (5)
C4—C2—C5—C1064.4 (5)C30—C25—C26—C27−1.5 (7)
C10—C5—C6—C70.9 (6)C22—C25—C26—C27179.7 (4)
C2—C5—C6—C7−179.5 (4)C25—C26—C27—C280.1 (8)
C5—C6—C7—C8−0.9 (8)C26—C27—C28—C291.0 (9)
C6—C7—C8—C90.2 (8)C27—C28—C29—C30−0.6 (10)
C7—C8—C9—C100.4 (8)C26—C25—C30—C291.9 (8)
C6—C5—C10—C9−0.2 (6)C22—C25—C30—C29−179.3 (5)
C2—C5—C10—C9−179.9 (4)C28—C29—C30—C25−0.9 (10)
C8—C9—C10—C5−0.4 (8)Sn1—O1—C31—C32−108.0 (4)
O1—Sn1—C11—C12−113.5 (3)Sn1—O1—C31—C3775.5 (4)
C21—Sn1—C11—C122.6 (4)O1—C31—C32—C33−177.2 (4)
C1—Sn1—C11—C12146.3 (3)C37—C31—C32—C33−0.6 (6)
Sn1—C11—C12—C15−52.1 (4)C31—C32—C33—C340.7 (7)
Sn1—C11—C12—C1472.0 (4)C32—C33—C34—C36−1.0 (7)
Sn1—C11—C12—C13−170.8 (3)C32—C33—C34—C35179.7 (4)
C14—C12—C15—C16−169.4 (4)C33—C34—C35—O3177.7 (5)
C11—C12—C15—C16−47.3 (5)C36—C34—C35—O3−1.7 (8)
C13—C12—C15—C1671.0 (5)C33—C34—C36—C371.2 (6)
C14—C12—C15—C2011.7 (5)C35—C34—C36—C37−179.4 (4)
C11—C12—C15—C20133.8 (4)C38—O2—C37—C36−2.4 (6)
C13—C12—C15—C20−107.8 (4)C38—O2—C37—C31179.8 (4)
C20—C15—C16—C17−1.2 (6)C34—C36—C37—O2−178.8 (4)
C12—C15—C16—C17179.8 (4)C34—C36—C37—C31−1.2 (6)
C15—C16—C17—C180.5 (8)O1—C31—C37—O2−4.7 (5)
C16—C17—C18—C190.2 (8)C32—C31—C37—O2178.8 (4)
C17—C18—C19—C200.0 (8)O1—C31—C37—C36177.4 (4)
C18—C19—C20—C15−0.9 (7)C32—C31—C37—C360.9 (6)
Table 1
Selected geometric parameters (Å, °) top
Sn1—O12.038 (3)Sn1—C112.145 (4)
Sn1—C212.142 (4)Sn1—C12.148 (4)
O1—Sn1—C21106.72 (15)O1—Sn1—C193.83 (14)
O1—Sn1—C11101.37 (13)C21—Sn1—C1115.01 (16)
C21—Sn1—C11118.18 (15)C11—Sn1—C1116.65 (16)
Acknowledgements top

The author thanks the Science Foundation of Dezhou University for supporting this work.

references
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