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Acta Crystallogr Sect E Struct Rep Online. 2010 March 1; 66(Pt 3): m309.
Published online 2010 February 17. doi:  10.1107/S1600536810005829
PMCID: PMC2983492

Dicyclo­hexyl­{3-hydr­oxy-N′-[1-(2-oxidophenyl-κO)ethyl­idene]-2-naphthohydrazidato-κ2 N′,O}tin(IV)

Abstract

In the title compound, [Sn(C6H11)2(C19H14N2O3)], the SnIV atom is O,N,O′ chelated by the deprotonated Schiff base ligand and exists in a cis-trigonal-bipyramidal environment, completed by the two cyclohexyl ligands.

Related literature

For other dialkyl­tin(IV) compounds with similar Schiff-base ligands, see: Lee et al. (2009a [triangle],b [triangle],c [triangle]).

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Object name is e-66-0m309-scheme1.jpg

Experimental

Crystal data

  • [Sn(C6H11)2(C19H14N2O3)]
  • M r = 603.31
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-66-0m309-efi1.jpg
  • a = 30.2358 (4) Å
  • b = 7.7030 (1) Å
  • c = 25.8528 (4) Å
  • β = 111.249 (2)°
  • V = 5611.92 (16) Å3
  • Z = 8
  • Mo Kα radiation
  • μ = 0.95 mm−1
  • T = 293 K
  • 0.30 × 0.10 × 0.10 mm

Data collection

  • Bruker SMART APEX diffractometer
  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996 [triangle]) T min = 0.765, T max = 0.912
  • 26097 measured reflections
  • 6424 independent reflections
  • 3942 reflections with I > 2σ(I)
  • R int = 0.047

Refinement

  • R[F 2 > 2σ(F 2)] = 0.043
  • wR(F 2) = 0.111
  • S = 1.00
  • 6424 reflections
  • 336 parameters
  • H-atom parameters constrained
  • Δρmax = 0.52 e Å−3
  • Δρmin = −0.43 e Å−3

Data collection: APEX2 (Bruker, 2009 [triangle]); cell refinement: SAINT (Bruker, 2009 [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, 2010 [triangle]).

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810005829/ci5035sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810005829/ci5035Isup2.hkl

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

Acknowledgments

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

supplementary crystallographic information

Experimental

The Schiff base ligand was prepared by the condensation of 3-hydroxy-2-naphthoiyl hydrazide with 2-hydroxyacetophenone. The organotin compound was prepared by heating the Schiff base (0.64 g, 2 mmol) and dicyclohexyltin oxide (0.6 g, 2mmol) in toluene for 3 h. After filtering the solution, yellow crystals were obtained upon evaporation of the filtrate.

Refinement

H atoms were placed at calculated positions (C–H = 0.93–0.98 Å and O–H = 0.82 Å) and were treated as riding on their parent atoms, with U(H) set to 1.2–1.5 times Ueq(C,O).

Figures

Fig. 1.
Displacement ellipsoid plot (Barbour, 2001) of [Sn(C6H11)2(C9H14N2O3)] at the 50% probability level. H atoms are drawn as spheres of arbitrary radius.

Crystal data

[Sn(C6H11)2(C19H14N2O3)]F(000) = 2480
Mr = 603.31Dx = 1.428 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 4113 reflections
a = 30.2358 (4) Åθ = 2.6–20.3°
b = 7.7030 (1) ŵ = 0.95 mm1
c = 25.8528 (4) ÅT = 293 K
β = 111.249 (2)°Block, yellow
V = 5611.92 (16) Å30.30 × 0.10 × 0.10 mm
Z = 8

Data collection

Bruker SMART APEX diffractometer6424 independent reflections
Radiation source: fine-focus sealed tube3942 reflections with I > 2σ(I)
graphiteRint = 0.047
ω scansθmax = 27.5°, θmin = 1.7°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)h = −39→39
Tmin = 0.765, Tmax = 0.912k = −10→10
26097 measured reflectionsl = −33→33

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)] = 0.043Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.111H-atom parameters constrained
S = 1.00w = 1/[σ2(Fo2) + (0.047P)2 + 3.9403P] where P = (Fo2 + 2Fc2)/3
6424 reflections(Δ/σ)max = 0.001
336 parametersΔρmax = 0.52 e Å3
0 restraintsΔρmin = −0.43 e Å3

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

xyzUiso*/Ueq
Sn10.607817 (9)0.32667 (4)0.446538 (11)0.06297 (12)
O10.59313 (11)0.1555 (4)0.38108 (11)0.0778 (8)
O20.65161 (9)0.5072 (4)0.50781 (11)0.0713 (7)
O30.79451 (10)0.5522 (5)0.52370 (13)0.0853 (9)
H30.77280.50300.49940.128*
N10.67212 (11)0.3711 (4)0.42833 (13)0.0574 (8)
N20.70928 (10)0.4444 (4)0.47247 (13)0.0589 (8)
C10.61233 (16)0.1276 (6)0.50638 (17)0.0735 (11)
H10.63940.05570.50750.088*
C20.6237 (3)0.1871 (7)0.5631 (2)0.134 (3)
H2A0.59980.26960.56410.161*
H2B0.65400.24700.57530.161*
C30.6262 (3)0.0403 (9)0.6031 (2)0.159 (3)
H3A0.6546−0.02760.60850.191*
H3B0.62890.08910.63870.191*
C40.5843 (3)−0.0760 (9)0.5836 (2)0.137 (3)
H4A0.5899−0.17500.60830.165*
H4B0.5569−0.01410.58520.165*
C50.5741 (2)−0.1371 (6)0.5276 (2)0.1075 (18)
H5A0.5446−0.20170.51550.129*
H5B0.5991−0.21610.52740.129*
C60.57024 (18)0.0080 (6)0.48669 (18)0.0939 (15)
H6A0.5677−0.04150.45120.113*
H6B0.54160.07420.48120.113*
C70.55119 (15)0.5063 (6)0.41036 (17)0.0755 (11)
H70.55410.59650.43810.091*
C80.50407 (19)0.4219 (9)0.3978 (4)0.163 (3)
H8A0.50220.37640.43190.196*
H8B0.50130.32490.37280.196*
C90.4627 (2)0.5467 (11)0.3712 (4)0.189 (4)
H9A0.43310.48280.36070.227*
H9B0.46250.63390.39820.227*
C100.4659 (2)0.6324 (9)0.3222 (3)0.154 (3)
H10A0.44060.71710.30850.185*
H10B0.46160.54690.29330.185*
C110.5115 (3)0.7192 (8)0.3344 (3)0.138 (2)
H11A0.51410.81460.35980.166*
H11B0.51300.76700.30040.166*
C120.5529 (2)0.5950 (8)0.3600 (3)0.124 (2)
H12A0.55260.50820.33270.149*
H12B0.58240.65910.36980.149*
C130.60322 (16)0.1758 (5)0.33577 (16)0.0663 (10)
C140.57067 (18)0.1090 (6)0.28635 (18)0.0838 (13)
H140.54280.05810.28630.101*
C150.5795 (2)0.1180 (7)0.2377 (2)0.1016 (17)
H150.55750.07370.20510.122*
C160.6205 (2)0.1918 (7)0.2375 (2)0.1091 (19)
H160.62650.19710.20470.131*
C170.65253 (19)0.2574 (6)0.28514 (19)0.0844 (14)
H170.68020.30740.28420.101*
C180.64529 (15)0.2524 (5)0.33554 (16)0.0633 (10)
C190.68174 (14)0.3258 (4)0.38474 (16)0.0592 (9)
C200.73134 (15)0.3514 (5)0.38609 (19)0.0770 (12)
H20A0.75360.31100.42090.115*
H20B0.73670.47250.38180.115*
H20C0.73550.28700.35640.115*
C210.69499 (13)0.5079 (5)0.51059 (16)0.0572 (9)
C220.73168 (13)0.5798 (5)0.56094 (15)0.0555 (9)
C230.78029 (14)0.5961 (5)0.56581 (17)0.0626 (10)
C240.81286 (15)0.6568 (5)0.61388 (19)0.0742 (12)
H240.84430.66720.61660.089*
C250.80107 (15)0.7043 (5)0.65944 (18)0.0681 (11)
C260.83469 (19)0.7662 (7)0.7099 (2)0.0911 (15)
H260.86640.77450.71390.109*
C270.8213 (2)0.8136 (6)0.7525 (2)0.1030 (18)
H270.84390.85510.78520.124*
C280.7746 (2)0.8012 (6)0.7481 (2)0.0982 (17)
H280.76590.83460.77760.118*
C290.74128 (18)0.7402 (6)0.70071 (19)0.0833 (13)
H290.70990.73130.69830.100*
C300.75344 (15)0.6904 (5)0.65528 (17)0.0658 (10)
C310.71993 (14)0.6266 (5)0.60520 (16)0.0634 (10)
H310.68850.61590.60230.076*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Sn10.05673 (17)0.0795 (2)0.05493 (17)−0.00534 (14)0.02301 (13)−0.00016 (14)
O10.083 (2)0.095 (2)0.0615 (17)−0.0239 (16)0.0339 (15)−0.0086 (15)
O20.0561 (16)0.086 (2)0.0739 (17)−0.0072 (14)0.0266 (14)−0.0162 (15)
O30.0598 (18)0.116 (3)0.085 (2)0.0003 (17)0.0322 (17)−0.0030 (18)
N10.0606 (19)0.0569 (19)0.0572 (18)0.0028 (14)0.0243 (16)0.0065 (14)
N20.0561 (19)0.061 (2)0.0605 (19)0.0022 (15)0.0226 (16)0.0075 (15)
C10.073 (3)0.093 (3)0.061 (2)−0.004 (2)0.032 (2)0.004 (2)
C20.196 (7)0.126 (5)0.064 (3)−0.078 (4)0.028 (4)0.000 (3)
C30.223 (8)0.165 (6)0.058 (3)−0.083 (6)0.014 (4)0.016 (4)
C40.201 (7)0.139 (5)0.073 (4)−0.058 (5)0.052 (4)0.008 (3)
C50.151 (5)0.095 (4)0.084 (4)−0.030 (3)0.050 (4)0.002 (3)
C60.108 (4)0.102 (4)0.065 (3)−0.033 (3)0.024 (3)−0.002 (3)
C70.073 (3)0.083 (3)0.065 (3)0.006 (2)0.019 (2)0.000 (2)
C80.069 (4)0.155 (6)0.271 (9)0.025 (4)0.068 (5)0.112 (6)
C90.080 (4)0.181 (8)0.299 (11)0.028 (5)0.061 (6)0.110 (8)
C100.105 (5)0.104 (5)0.185 (8)−0.004 (4)−0.030 (5)0.023 (5)
C110.130 (6)0.107 (5)0.153 (6)0.019 (4)0.021 (5)0.051 (4)
C120.104 (4)0.117 (4)0.150 (6)0.003 (4)0.043 (4)0.049 (4)
C130.083 (3)0.064 (2)0.056 (2)0.000 (2)0.030 (2)0.0012 (19)
C140.101 (4)0.085 (3)0.065 (3)−0.023 (3)0.030 (3)−0.013 (2)
C150.135 (5)0.103 (4)0.063 (3)−0.021 (3)0.031 (3)−0.017 (3)
C160.159 (6)0.115 (4)0.069 (3)−0.038 (4)0.060 (4)−0.019 (3)
C170.116 (4)0.081 (3)0.071 (3)−0.016 (3)0.052 (3)−0.006 (2)
C180.085 (3)0.053 (2)0.061 (2)0.005 (2)0.036 (2)0.0049 (18)
C190.072 (2)0.050 (2)0.063 (2)0.0068 (19)0.033 (2)0.0122 (18)
C200.078 (3)0.080 (3)0.087 (3)0.009 (2)0.047 (3)0.010 (2)
C210.057 (2)0.052 (2)0.063 (2)0.0032 (18)0.0227 (19)0.0066 (18)
C220.053 (2)0.052 (2)0.061 (2)0.0032 (17)0.0207 (19)0.0114 (17)
C230.057 (2)0.061 (2)0.069 (3)0.0050 (18)0.022 (2)0.012 (2)
C240.054 (2)0.073 (3)0.086 (3)0.006 (2)0.014 (2)0.012 (2)
C250.071 (3)0.053 (2)0.068 (3)0.0006 (19)0.009 (2)0.0097 (19)
C260.078 (3)0.090 (3)0.085 (4)0.000 (3)0.004 (3)0.005 (3)
C270.116 (5)0.089 (4)0.076 (3)−0.015 (3)0.002 (3)0.000 (3)
C280.130 (5)0.093 (4)0.068 (3)−0.022 (3)0.031 (3)−0.013 (3)
C290.094 (4)0.083 (3)0.076 (3)−0.015 (3)0.035 (3)−0.006 (2)
C300.076 (3)0.052 (2)0.064 (2)−0.0053 (19)0.018 (2)0.0067 (19)
C310.061 (2)0.059 (2)0.070 (3)−0.0011 (18)0.024 (2)0.0052 (19)

Geometric parameters (Å, °)

Sn1—O12.063 (3)C10—H10B0.97
Sn1—C72.136 (4)C11—C121.523 (8)
Sn1—C12.147 (4)C11—H11A0.97
Sn1—O22.162 (3)C11—H11B0.97
Sn1—N12.187 (3)C12—H12A0.97
O1—C131.322 (5)C12—H12B0.97
O2—C211.287 (4)C13—C181.404 (6)
O3—C231.350 (5)C13—C141.398 (6)
O3—H30.82C14—C151.378 (6)
N1—C191.309 (5)C14—H140.93
N1—N21.398 (4)C15—C161.367 (8)
N2—C211.306 (5)C15—H150.93
C1—C21.455 (6)C16—C171.359 (7)
C1—C61.502 (6)C16—H160.93
C1—H10.98C17—C181.398 (6)
C2—C31.515 (7)C17—H170.93
C2—H2A0.97C18—C191.461 (6)
C2—H2B0.97C19—C201.501 (5)
C3—C41.483 (8)C20—H20A0.96
C3—H3A0.97C20—H20B0.96
C3—H3B0.97C20—H20C0.96
C4—C51.447 (7)C21—C221.478 (5)
C4—H4A0.97C22—C311.364 (5)
C4—H4B0.97C22—C231.434 (5)
C5—C61.514 (6)C23—C241.358 (6)
C5—H5A0.97C24—C251.397 (6)
C5—H5B0.97C24—H240.93
C6—H6A0.97C25—C301.409 (6)
C6—H6B0.97C25—C261.415 (6)
C7—C121.487 (7)C26—C271.354 (7)
C7—C81.491 (7)C26—H260.93
C7—H70.98C27—C281.377 (8)
C8—C91.529 (8)C27—H270.93
C8—H8A0.97C28—C291.357 (6)
C8—H8B0.97C28—H280.93
C9—C101.463 (10)C29—C301.405 (6)
C9—H9A0.97C29—H290.93
C9—H9B0.97C30—C311.412 (5)
C10—C111.460 (9)C31—H310.93
C10—H10A0.97
O1—Sn1—C798.91 (14)C11—C10—H10B109.2
O1—Sn1—C194.19 (15)H10A—C10—H10B107.9
C7—Sn1—C1127.59 (17)C10—C11—C12111.6 (5)
O1—Sn1—O2154.78 (11)C10—C11—H11A109.3
C7—Sn1—O294.88 (14)C12—C11—H11A109.3
C1—Sn1—O293.98 (14)C10—C11—H11B109.3
O1—Sn1—N182.38 (11)C12—C11—H11B109.3
C7—Sn1—N1116.00 (14)H11A—C11—H11B108.0
C1—Sn1—N1115.95 (14)C7—C12—C11112.7 (5)
O2—Sn1—N172.59 (11)C7—C12—H12A109.1
C13—O1—Sn1126.9 (2)C11—C12—H12A109.1
C21—O2—Sn1112.6 (2)C7—C12—H12B109.1
C23—O3—H3109.5C11—C12—H12B109.1
C19—N1—N2116.5 (3)H12A—C12—H12B107.8
C19—N1—Sn1129.5 (3)O1—C13—C18123.6 (4)
N2—N1—Sn1113.7 (2)O1—C13—C14117.0 (4)
C21—N2—N1112.3 (3)C18—C13—C14119.3 (4)
C2—C1—C6113.3 (4)C15—C14—C13120.7 (5)
C2—C1—Sn1115.6 (3)C15—C14—H14119.7
C6—C1—Sn1111.6 (3)C13—C14—H14119.7
C2—C1—H1105.0C16—C15—C14120.1 (5)
C6—C1—H1105.0C16—C15—H15119.9
Sn1—C1—H1105.0C14—C15—H15119.9
C1—C2—C3112.8 (5)C17—C16—C15120.0 (5)
C1—C2—H2A109.0C17—C16—H16120.0
C3—C2—H2A109.0C15—C16—H16120.0
C1—C2—H2B109.0C16—C17—C18122.3 (5)
C3—C2—H2B109.0C16—C17—H17118.8
H2A—C2—H2B107.8C18—C17—H17118.8
C4—C3—C2113.2 (5)C17—C18—C13117.6 (4)
C4—C3—H3A108.9C17—C18—C19118.5 (4)
C2—C3—H3A108.9C13—C18—C19123.9 (3)
C4—C3—H3B108.9N1—C19—C18121.3 (4)
C2—C3—H3B108.9N1—C19—C20118.5 (4)
H3A—C3—H3B107.8C18—C19—C20120.2 (4)
C5—C4—C3112.5 (5)C19—C20—H20A109.5
C5—C4—H4A109.1C19—C20—H20B109.5
C3—C4—H4A109.1H20A—C20—H20B109.5
C5—C4—H4B109.1C19—C20—H20C109.5
C3—C4—H4B109.1H20A—C20—H20C109.5
H4A—C4—H4B107.8H20B—C20—H20C109.5
C4—C5—C6113.2 (5)O2—C21—N2124.4 (4)
C4—C5—H5A108.9O2—C21—C22118.4 (3)
C6—C5—H5A108.9N2—C21—C22117.2 (3)
C4—C5—H5B108.9C31—C22—C23118.3 (4)
C6—C5—H5B108.9C31—C22—C21119.8 (3)
H5A—C5—H5B107.8C23—C22—C21121.9 (4)
C1—C6—C5112.0 (4)O3—C23—C24119.1 (4)
C1—C6—H6A109.2O3—C23—C22121.5 (4)
C5—C6—H6A109.2C24—C23—C22119.4 (4)
C1—C6—H6B109.2C23—C24—C25122.6 (4)
C5—C6—H6B109.2C23—C24—H24118.7
H6A—C6—H6B107.9C25—C24—H24118.7
C12—C7—C8110.0 (5)C24—C25—C30118.8 (4)
C12—C7—Sn1113.8 (3)C24—C25—C26123.2 (5)
C8—C7—Sn1111.3 (3)C30—C25—C26118.0 (5)
C12—C7—H7107.1C27—C26—C25120.9 (5)
C8—C7—H7107.1C27—C26—H26119.5
Sn1—C7—H7107.1C25—C26—H26119.5
C7—C8—C9112.7 (5)C26—C27—C28120.9 (5)
C7—C8—H8A109.1C26—C27—H27119.5
C9—C8—H8A109.1C28—C27—H27119.5
C7—C8—H8B109.1C29—C28—C27120.1 (5)
C9—C8—H8B109.1C29—C28—H28119.9
H8A—C8—H8B107.8C27—C28—H28119.9
C10—C9—C8111.8 (7)C28—C29—C30121.0 (5)
C10—C9—H9A109.3C28—C29—H29119.5
C8—C9—H9A109.3C30—C29—H29119.5
C10—C9—H9B109.3C25—C30—C29119.0 (4)
C8—C9—H9B109.3C25—C30—C31118.1 (4)
H9A—C9—H9B107.9C29—C30—C31122.9 (4)
C9—C10—C11112.0 (6)C22—C31—C30122.9 (4)
C9—C10—H10A109.2C22—C31—H31118.6
C11—C10—H10A109.2C30—C31—H31118.6
C9—C10—H10B109.2
C7—Sn1—O1—C1378.9 (4)Sn1—O1—C13—C14−145.0 (3)
C1—Sn1—O1—C13−152.0 (4)O1—C13—C14—C15−177.2 (4)
O2—Sn1—O1—C13−43.4 (5)C18—C13—C14—C15−0.1 (7)
N1—Sn1—O1—C13−36.4 (3)C13—C14—C15—C160.4 (8)
O1—Sn1—O2—C21−9.9 (4)C14—C15—C16—C17−0.4 (9)
C7—Sn1—O2—C21−133.0 (3)C15—C16—C17—C180.1 (9)
C1—Sn1—O2—C2198.7 (3)C16—C17—C18—C130.2 (7)
N1—Sn1—O2—C21−17.3 (2)C16—C17—C18—C19179.8 (5)
O1—Sn1—N1—C1913.7 (3)O1—C13—C18—C17176.7 (4)
C7—Sn1—N1—C19−82.5 (3)C14—C13—C18—C17−0.2 (6)
C1—Sn1—N1—C19104.7 (3)O1—C13—C18—C19−3.0 (6)
O2—Sn1—N1—C19−169.5 (3)C14—C13—C18—C19−179.9 (4)
O1—Sn1—N1—N2−159.7 (2)N2—N1—C19—C18−178.3 (3)
C7—Sn1—N1—N2104.0 (2)Sn1—N1—C19—C188.4 (5)
C1—Sn1—N1—N2−68.8 (3)N2—N1—C19—C201.5 (5)
O2—Sn1—N1—N217.1 (2)Sn1—N1—C19—C20−171.8 (2)
C19—N1—N2—C21170.9 (3)C17—C18—C19—N1160.1 (4)
Sn1—N1—N2—C21−14.8 (3)C13—C18—C19—N1−20.3 (6)
O1—Sn1—C1—C2178.9 (5)C17—C18—C19—C20−19.7 (6)
C7—Sn1—C1—C2−76.5 (5)C13—C18—C19—C20159.9 (4)
O2—Sn1—C1—C222.8 (5)Sn1—O2—C21—N216.8 (5)
N1—Sn1—C1—C295.4 (5)Sn1—O2—C21—C22−161.0 (2)
O1—Sn1—C1—C6−49.6 (3)N1—N2—C21—O2−1.3 (5)
C7—Sn1—C1—C655.0 (4)N1—N2—C21—C22176.5 (3)
O2—Sn1—C1—C6154.3 (3)O2—C21—C22—C316.7 (5)
N1—Sn1—C1—C6−133.2 (3)N2—C21—C22—C31−171.3 (3)
C6—C1—C2—C349.2 (8)O2—C21—C22—C23−175.8 (3)
Sn1—C1—C2—C3179.9 (5)N2—C21—C22—C236.3 (5)
C1—C2—C3—C4−49.9 (10)C31—C22—C23—O3180.0 (4)
C2—C3—C4—C551.4 (9)C21—C22—C23—O32.4 (6)
C3—C4—C5—C6−52.4 (9)C31—C22—C23—C240.1 (5)
C2—C1—C6—C5−49.8 (6)C21—C22—C23—C24−177.5 (4)
Sn1—C1—C6—C5177.6 (4)O3—C23—C24—C25−179.7 (4)
C4—C5—C6—C151.4 (7)C22—C23—C24—C250.2 (6)
O1—Sn1—C7—C12−62.2 (4)C23—C24—C25—C30−0.7 (6)
C1—Sn1—C7—C12−164.5 (4)C23—C24—C25—C26179.4 (4)
O2—Sn1—C7—C1296.6 (4)C24—C25—C26—C27178.8 (4)
N1—Sn1—C7—C1223.6 (4)C30—C25—C26—C27−1.2 (7)
O1—Sn1—C7—C862.9 (5)C25—C26—C27—C280.7 (8)
C1—Sn1—C7—C8−39.4 (5)C26—C27—C28—C290.2 (8)
O2—Sn1—C7—C8−138.3 (4)C27—C28—C29—C30−0.6 (8)
N1—Sn1—C7—C8148.7 (4)C24—C25—C30—C29−179.1 (4)
C12—C7—C8—C9−52.2 (9)C26—C25—C30—C290.8 (6)
Sn1—C7—C8—C9−179.4 (6)C24—C25—C30—C310.9 (5)
C7—C8—C9—C1053.5 (10)C26—C25—C30—C31−179.2 (4)
C8—C9—C10—C11−54.2 (10)C28—C29—C30—C250.1 (7)
C9—C10—C11—C1254.9 (10)C28—C29—C30—C31−179.9 (4)
C8—C7—C12—C1152.9 (7)C23—C22—C31—C300.2 (6)
Sn1—C7—C12—C11178.7 (4)C21—C22—C31—C30177.8 (3)
C10—C11—C12—C7−54.9 (9)C25—C30—C31—C22−0.6 (6)
Sn1—O1—C13—C1838.1 (6)C29—C30—C31—C22179.4 (4)

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
O3—H3···N20.821.852.571 (4)147

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: CI5035).

References

  • Barbour, L. J. (2001). J. Supramol. Chem.1, 189–191.
  • Bruker (2009). APEX2 and SAINT Bruker AXS Inc., Madison, Wisconsin, USA.
  • Lee, S. M., Lo, K. M., Mohd Ali, H. & Ng, S. W. (2009a). Acta Cryst. E65, m816. [PMC free article] [PubMed]
  • Lee, S. M., Lo, K. M., Ali, H. M. & Ng, S. W. (2009b). Acta Cryst. E65, m862. [PMC free article] [PubMed]
  • Lee, S. M., Lo, K. M., Ali, H. M. & Ng, S. W. (2009c). Acta Cryst. E65, m863. [PMC free article] [PubMed]
  • Sheldrick, G. M. (1996). SADABS University of Göttingen, Germany.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]
  • Westrip, S. P. (2010). publCIF In preparation.

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