metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890

Tris(2-chloro­benz­yl)[3-(4-methyl­phen­yl)prop-2-enoato-κO]tin(IV)

aDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
*Correspondence e-mail: seikweng@um.edu.my

(Received 20 April 2011; accepted 26 April 2011; online 7 May 2011)

The SnIV atom in the title compound, [Sn(C7H6Cl)3(C10H9O2)], exists in a tetra­hedral geometry [Σ C—Sn—C = 341.5 (4)°]. If the doubly bonded carbonyl O atom is taken into account for the coordination sphere of Sn [Sn⋯O = 2.808 (2) Å], the coordination geometry can be described as a cis-penta­gonal bipyramid.

Related literature

Trialkyl­tin(IV) carboxyl­ates contain five-coordinate Sn atoms and are carboxyl­ate-bridged polymers; see: Ng et al. (1986[Ng, S. W., Chen, W. & Kumar Das, V. G. (1986). J. Organomet. Chem. 345, 59-64.]). For the structure of tribenzyl­tin acetate, see: Ferguson et al. (1995[Ferguson, G., Spalding, T. R., O'Dowd, A. T. & O'Shea, K. C. (1995). Acta Cryst. C51, 2546-2548.]).

[Scheme 1]

Experimental

Crystal data
  • [Sn(C7H6Cl)3(C10H9O2)]

  • Mr = 656.57

  • Triclinic, [P \overline 1]

  • a = 10.3162 (1) Å

  • b = 11.0056 (1) Å

  • c = 13.7555 (2) Å

  • α = 78.7708 (6)°

  • β = 72.3135 (5)°

  • γ = 86.5793 (6)°

  • V = 1459.44 (3) Å3

  • Z = 2

  • Mo Kα radiation

  • μ = 1.18 mm−1

  • T = 100 K

  • 0.45 × 0.35 × 0.25 mm

Data collection
  • Bruker SMART APEX diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.620, Tmax = 0.758

  • 14046 measured reflections

  • 6689 independent reflections

  • 6056 reflections with I > 2σ(I)

  • Rint = 0.013

Refinement
  • R[F2 > 2σ(F2)] = 0.036

  • wR(F2) = 0.106

  • S = 0.98

  • 6689 reflections

  • 335 parameters

  • H-atom parameters constrained

  • Δρmax = 1.36 e Å−3

  • Δρmin = −0.82 e Å−3

Data collection: APEX2 (Bruker, 2009[Bruker (2009). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2009[Bruker (2009). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: X-SEED (Barbour, 2001[Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.]); software used to prepare material for publication: publCIF (Westrip, 2010[Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.]).

Supporting information


Comment top

Trialkyltin carboxylates generally adopt five-coordinate, carboxylate-bridged structures (Ng et al., 1986), as exemplified by tribenzyltin acetate, which is polymeric with a short and a long Sn–O bond [2.131 (2), 2.559 (2) Å] (Ferguson et al., 1995). In the present 4-cinnamate (Scheme I), the Sn atom adopts a tetrahedral arrangment only. As noted from the sum of C–Sn–C angles at Sn, [Σ C–Sn–C 341.5 (4) °] the geometry is distorted owing to the proximity of the carbonyl O atom [Sn···O 2.808 (2) Å], but a better explanation of the lower coordination status may be attributed to crowding by the three Cl atoms.

Related literature top

Trialkyltin(IV) carboxylates generally are generally five-coordinate, carboxylate-bridged polymers; see: Ng et al. (1986). For the structure of tribenzyltin acetate, see: Ferguson et al. (1995).

Experimental top

Tri(2-chlorobenzyl)tin hydroxide was first prepared by the base hydrolysis of tri(2-chlorobenzyl)tin chloride with 10% sodium hydroxide solution. The hydroxide (0.51 g, 1 mmol) and 4-methylcinnamic acid(0.16 g, 1 mmol) were heated in ethanol (100 ml) until the reactants dissolved completely. The solution was then filtered and a white crystalline solid was obtained upon slow evaporation of the solvent.

Refinement top

Carbon-bound H-atoms were placed in calculated positions (C—H 0.95 to 0.99 Å) and were included in the refinement in the riding model approximation, with U(H) set to 1.2–1.5 times Ueq(C).

Computing details top

Data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT (Bruker, 2009); 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, 2010).

Figures top
[Figure 1] Fig. 1. Anisotropic displacement ellipsoid plot (Barbour, 2001) of Sn(C7H6Cl)3(C10H9O2) at the 70% probability level; hydrogen atoms are drawn as spheres of arbitrary radius.
Tris(2-chlorobenzyl)[3-(4-methylphenyl)prop-2-enoato-κO]tin(IV) top
Crystal data top
[Sn(C7H6Cl)3(C10H9O2)]Z = 2
Mr = 656.57F(000) = 660
Triclinic, P1Dx = 1.494 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 10.3162 (1) ÅCell parameters from 9997 reflections
b = 11.0056 (1) Åθ = 2.2–28.3°
c = 13.7555 (2) ŵ = 1.18 mm1
α = 78.7708 (6)°T = 100 K
β = 72.3135 (5)°Block, colorless
γ = 86.5793 (6)°0.45 × 0.35 × 0.25 mm
V = 1459.44 (3) Å3
Data collection top
Bruker SMART APEX
diffractometer
6689 independent reflections
Radiation source: fine-focus sealed tube6056 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.013
ω scansθmax = 27.5°, θmin = 1.6°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 1313
Tmin = 0.620, Tmax = 0.758k = 1414
14046 measured reflectionsl = 1717
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)] = 0.036Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.106H-atom parameters constrained
S = 0.98 w = 1/[σ2(Fo2) + (0.0634P)2 + 1.0785P]
where P = (Fo2 + 2Fc2)/3
6689 reflections(Δ/σ)max = 0.001
335 parametersΔρmax = 1.36 e Å3
0 restraintsΔρmin = 0.82 e Å3
Crystal data top
[Sn(C7H6Cl)3(C10H9O2)]γ = 86.5793 (6)°
Mr = 656.57V = 1459.44 (3) Å3
Triclinic, P1Z = 2
a = 10.3162 (1) ÅMo Kα radiation
b = 11.0056 (1) ŵ = 1.18 mm1
c = 13.7555 (2) ÅT = 100 K
α = 78.7708 (6)°0.45 × 0.35 × 0.25 mm
β = 72.3135 (5)°
Data collection top
Bruker SMART APEX
diffractometer
6689 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
6056 reflections with I > 2σ(I)
Tmin = 0.620, Tmax = 0.758Rint = 0.013
14046 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0360 restraints
wR(F2) = 0.106H-atom parameters constrained
S = 0.98Δρmax = 1.36 e Å3
6689 reflectionsΔρmin = 0.82 e Å3
335 parameters
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Sn10.383309 (18)0.774804 (17)0.811076 (15)0.05269 (8)
Cl20.58120 (11)1.00795 (12)0.60420 (9)0.0934 (3)
Cl10.04588 (12)0.81930 (10)0.97866 (11)0.0949 (3)
Cl30.50987 (14)0.66211 (14)1.04853 (12)0.1139 (4)
O10.5625 (2)0.6896 (3)0.7465 (2)0.0774 (7)
O20.4393 (3)0.6160 (3)0.6664 (3)0.0927 (8)
C10.2555 (3)0.6245 (3)0.9107 (3)0.0632 (8)
H1A0.30460.54550.90110.076*
H1B0.23930.63280.98380.076*
C20.1212 (3)0.6180 (3)0.8916 (2)0.0540 (6)
C30.0931 (4)0.5256 (3)0.8458 (3)0.0753 (9)
H30.16190.46700.82370.090*
C40.0327 (5)0.5163 (4)0.8311 (4)0.0891 (12)
H40.04950.45130.79990.107*
C50.1332 (4)0.6008 (4)0.8614 (3)0.0832 (11)
H50.21910.59520.85050.100*
C60.1093 (3)0.6922 (3)0.9070 (3)0.0723 (9)
H60.17840.75060.92890.087*
C70.0171 (3)0.6997 (3)0.9215 (3)0.0585 (7)
C80.3016 (4)0.8905 (3)0.6984 (3)0.0687 (8)
H8A0.35030.87260.62870.082*
H8B0.20460.86940.71400.082*
C90.3128 (3)1.0257 (3)0.6962 (2)0.0602 (7)
C100.2005 (4)1.0943 (4)0.7405 (4)0.0845 (11)
H100.11461.05480.77260.101*
C110.2124 (6)1.2202 (4)0.7383 (4)0.1025 (15)
H110.13461.26530.76950.123*
C120.3324 (6)1.2788 (4)0.6925 (5)0.1064 (16)
H120.33821.36530.68940.128*
C130.4454 (5)1.2142 (4)0.6505 (4)0.0890 (12)
H130.53091.25460.61960.107*
C140.4341 (4)1.0893 (3)0.6535 (3)0.0642 (7)
C150.4668 (4)0.8857 (4)0.8909 (3)0.0728 (9)
H15A0.56070.85750.88740.087*
H15B0.47160.97310.85440.087*
C160.3859 (3)0.8796 (3)1.0022 (2)0.0595 (7)
C170.2901 (4)0.9715 (3)1.0334 (3)0.0714 (9)
H170.27681.03910.98260.086*
C180.2151 (4)0.9657 (4)1.1353 (4)0.0850 (11)
H180.15091.02911.15400.102*
C190.2315 (5)0.8716 (5)1.2091 (4)0.0937 (13)
H190.17970.86921.27960.112*
C200.3234 (5)0.7785 (4)1.1826 (3)0.0888 (12)
H200.33500.71171.23450.107*
C210.3985 (4)0.7830 (3)1.0797 (3)0.0681 (8)
C220.5477 (4)0.6218 (3)0.6857 (3)0.0745 (10)
C230.6762 (4)0.5491 (4)0.6446 (3)0.0814 (10)
H230.75080.55260.67090.098*
C240.6864 (4)0.4838 (4)0.5760 (3)0.0765 (9)
H240.61300.48620.54740.092*
C250.8045 (3)0.4042 (3)0.5373 (3)0.0677 (8)
C260.8045 (4)0.3506 (5)0.4566 (4)0.0935 (13)
H260.73260.36780.42610.112*
C270.9073 (5)0.2718 (6)0.4184 (5)0.1090 (18)
H270.90540.23730.36070.131*
C281.0116 (4)0.2411 (4)0.4593 (4)0.0848 (12)
C291.0152 (4)0.2971 (5)0.5390 (3)0.0881 (12)
H291.08810.27990.56840.106*
C300.9129 (4)0.3788 (4)0.5774 (3)0.0830 (11)
H300.91760.41790.63200.100*
C311.1227 (6)0.1511 (5)0.4187 (6)0.144 (3)
H31A1.08190.07880.40770.216*
H31B1.17290.12460.46940.216*
H31C1.18530.19190.35280.216*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Sn10.04486 (12)0.05104 (12)0.05715 (13)0.00428 (8)0.01183 (8)0.00238 (8)
Cl20.0703 (6)0.1004 (7)0.0886 (6)0.0104 (5)0.0013 (5)0.0074 (5)
Cl10.0817 (6)0.0811 (6)0.1307 (9)0.0014 (5)0.0253 (6)0.0513 (6)
Cl30.1010 (8)0.1149 (9)0.1186 (9)0.0513 (7)0.0362 (7)0.0146 (7)
O10.0512 (12)0.0772 (16)0.0937 (18)0.0023 (11)0.0073 (12)0.0152 (14)
O20.095 (2)0.0801 (18)0.107 (2)0.0082 (15)0.0302 (17)0.0286 (16)
C10.0472 (14)0.0567 (16)0.0752 (19)0.0017 (12)0.0153 (14)0.0082 (14)
C20.0491 (14)0.0467 (13)0.0571 (15)0.0045 (11)0.0084 (12)0.0011 (11)
C30.073 (2)0.0644 (19)0.083 (2)0.0018 (16)0.0114 (18)0.0208 (17)
C40.097 (3)0.089 (3)0.088 (3)0.024 (2)0.026 (2)0.026 (2)
C50.068 (2)0.093 (3)0.090 (3)0.020 (2)0.031 (2)0.002 (2)
C60.0517 (16)0.0675 (19)0.091 (2)0.0009 (14)0.0166 (16)0.0058 (17)
C70.0512 (15)0.0496 (14)0.0696 (18)0.0047 (11)0.0118 (13)0.0075 (13)
C80.082 (2)0.0557 (16)0.077 (2)0.0067 (15)0.0395 (18)0.0059 (15)
C90.0667 (18)0.0540 (15)0.0601 (16)0.0020 (13)0.0249 (14)0.0006 (13)
C100.068 (2)0.078 (2)0.097 (3)0.0055 (18)0.019 (2)0.003 (2)
C110.108 (4)0.073 (3)0.116 (4)0.025 (3)0.020 (3)0.022 (2)
C120.130 (4)0.056 (2)0.123 (4)0.006 (2)0.027 (3)0.013 (2)
C130.099 (3)0.063 (2)0.095 (3)0.015 (2)0.020 (2)0.0021 (19)
C140.0670 (18)0.0592 (17)0.0602 (17)0.0011 (14)0.0155 (14)0.0023 (13)
C150.071 (2)0.085 (2)0.0625 (18)0.0279 (18)0.0212 (16)0.0016 (16)
C160.0558 (16)0.0635 (17)0.0624 (17)0.0124 (13)0.0260 (13)0.0024 (13)
C170.074 (2)0.0535 (16)0.093 (3)0.0059 (15)0.0395 (19)0.0059 (16)
C180.073 (2)0.076 (2)0.104 (3)0.0016 (18)0.016 (2)0.030 (2)
C190.092 (3)0.101 (3)0.077 (2)0.005 (2)0.004 (2)0.023 (2)
C200.102 (3)0.092 (3)0.062 (2)0.003 (2)0.021 (2)0.0042 (19)
C210.0612 (18)0.073 (2)0.0683 (19)0.0097 (15)0.0239 (15)0.0036 (15)
C220.0569 (18)0.0645 (19)0.082 (2)0.0040 (15)0.0003 (17)0.0009 (17)
C230.071 (2)0.088 (3)0.086 (3)0.0059 (19)0.0226 (19)0.016 (2)
C240.075 (2)0.074 (2)0.073 (2)0.0107 (17)0.0158 (18)0.0010 (17)
C250.0546 (17)0.0608 (17)0.0699 (19)0.0012 (13)0.0012 (14)0.0012 (15)
C260.065 (2)0.124 (4)0.097 (3)0.000 (2)0.024 (2)0.034 (3)
C270.077 (3)0.137 (4)0.124 (4)0.012 (3)0.011 (3)0.077 (4)
C280.064 (2)0.067 (2)0.104 (3)0.0097 (16)0.011 (2)0.026 (2)
C290.062 (2)0.108 (3)0.083 (3)0.008 (2)0.0141 (19)0.007 (2)
C300.081 (2)0.101 (3)0.065 (2)0.003 (2)0.0105 (18)0.030 (2)
C310.088 (3)0.096 (4)0.204 (7)0.008 (3)0.035 (4)0.054 (4)
Geometric parameters (Å, º) top
Sn1—O12.050 (2)C13—H130.9500
Sn1—C82.152 (3)C15—C161.496 (5)
Sn1—C12.152 (3)C15—H15A0.9900
Sn1—C152.158 (3)C15—H15B0.9900
Cl2—C141.735 (4)C16—C211.382 (4)
Cl1—C71.741 (3)C16—C171.405 (5)
Cl3—C211.736 (4)C17—C181.372 (6)
O1—C221.270 (5)C17—H170.9500
O2—C221.234 (5)C18—C191.344 (7)
C1—C21.494 (4)C18—H180.9500
C1—H1A0.9900C19—C201.379 (6)
C1—H1B0.9900C19—H190.9500
C2—C71.375 (4)C20—C211.385 (5)
C2—C31.383 (5)C20—H200.9500
C3—C41.385 (6)C22—C231.520 (5)
C3—H30.9500C23—C241.270 (6)
C4—C51.375 (7)C23—H230.9500
C4—H40.9500C24—C251.482 (5)
C5—C61.355 (6)C24—H240.9500
C5—H50.9500C25—C261.355 (6)
C6—C71.386 (5)C25—C301.382 (6)
C6—H60.9500C26—C271.373 (7)
C8—C91.493 (4)C26—H260.9500
C8—H8A0.9900C27—C281.356 (7)
C8—H8B0.9900C27—H270.9500
C9—C141.378 (5)C28—C291.369 (7)
C9—C101.388 (5)C28—C311.515 (6)
C10—C111.392 (6)C29—C301.391 (6)
C10—H100.9500C29—H290.9500
C11—C121.345 (8)C30—H300.9500
C11—H110.9500C31—H31A0.9800
C12—C131.360 (7)C31—H31B0.9800
C12—H120.9500C31—H31C0.9800
C13—C141.378 (5)
O1—Sn1—C8113.63 (14)C16—C15—H15A108.9
O1—Sn1—C1103.75 (11)Sn1—C15—H15A108.9
C8—Sn1—C1115.95 (13)C16—C15—H15B108.9
O1—Sn1—C1596.09 (14)Sn1—C15—H15B108.9
C8—Sn1—C15110.81 (14)H15A—C15—H15B107.7
C1—Sn1—C15114.71 (14)C21—C16—C17116.3 (3)
C22—O1—Sn1111.2 (2)C21—C16—C15122.3 (3)
C2—C1—Sn1114.3 (2)C17—C16—C15121.4 (3)
C2—C1—H1A108.7C18—C17—C16121.5 (4)
Sn1—C1—H1A108.7C18—C17—H17119.3
C2—C1—H1B108.7C16—C17—H17119.3
Sn1—C1—H1B108.7C19—C18—C17120.8 (4)
H1A—C1—H1B107.6C19—C18—H18119.6
C7—C2—C3116.0 (3)C17—C18—H18119.6
C7—C2—C1122.6 (3)C18—C19—C20120.0 (4)
C3—C2—C1121.3 (3)C18—C19—H19120.0
C2—C3—C4121.8 (4)C20—C19—H19120.0
C2—C3—H3119.1C19—C20—C21119.5 (4)
C4—C3—H3119.1C19—C20—H20120.2
C5—C4—C3120.1 (4)C21—C20—H20120.2
C5—C4—H4120.0C16—C21—C20121.9 (4)
C3—C4—H4120.0C16—C21—Cl3119.8 (3)
C6—C5—C4119.7 (4)C20—C21—Cl3118.3 (3)
C6—C5—H5120.2O2—C22—O1122.3 (3)
C4—C5—H5120.2O2—C22—C23125.8 (4)
C5—C6—C7119.4 (4)O1—C22—C23111.9 (4)
C5—C6—H6120.3C24—C23—C22121.7 (4)
C7—C6—H6120.3C24—C23—H23119.1
C2—C7—C6123.1 (3)C22—C23—H23119.1
C2—C7—Cl1118.5 (2)C23—C24—C25124.7 (4)
C6—C7—Cl1118.4 (3)C23—C24—H24117.6
C9—C8—Sn1113.4 (2)C25—C24—H24117.6
C9—C8—H8A108.9C26—C25—C30117.6 (4)
Sn1—C8—H8A108.9C26—C25—C24116.8 (4)
C9—C8—H8B108.9C30—C25—C24125.6 (4)
Sn1—C8—H8B108.9C25—C26—C27120.6 (4)
H8A—C8—H8B107.7C25—C26—H26119.7
C14—C9—C10115.9 (3)C27—C26—H26119.7
C14—C9—C8122.7 (3)C28—C27—C26122.9 (4)
C10—C9—C8121.3 (3)C28—C27—H27118.5
C11—C10—C9120.8 (4)C26—C27—H27118.5
C11—C10—H10119.6C27—C28—C29117.1 (4)
C9—C10—H10119.6C27—C28—C31122.6 (5)
C12—C11—C10121.0 (4)C29—C28—C31120.2 (5)
C12—C11—H11119.5C28—C29—C30120.5 (4)
C10—C11—H11119.5C28—C29—H29119.7
C11—C12—C13120.0 (4)C30—C29—H29119.7
C11—C12—H12120.0C29—C30—C25121.1 (4)
C13—C12—H12120.0C29—C30—H30119.5
C14—C13—C12119.1 (4)C25—C30—H30119.5
C14—C13—H13120.5C28—C31—H31A109.5
C12—C13—H13120.5C28—C31—H31B109.5
C9—C14—C13123.2 (4)H31A—C31—H31B109.5
C9—C14—Cl2118.7 (3)C28—C31—H31C109.5
C13—C14—Cl2118.1 (3)H31A—C31—H31C109.5
C16—C15—Sn1113.5 (2)H31B—C31—H31C109.5
C8—Sn1—O1—C2259.1 (3)C12—C13—C14—Cl2177.4 (4)
C1—Sn1—O1—C2267.7 (3)O1—Sn1—C15—C16131.5 (3)
C15—Sn1—O1—C22175.0 (3)C8—Sn1—C15—C16110.3 (3)
O1—Sn1—C1—C2126.3 (2)C1—Sn1—C15—C1623.3 (3)
C8—Sn1—C1—C21.0 (3)Sn1—C15—C16—C2181.2 (4)
C15—Sn1—C1—C2130.2 (3)Sn1—C15—C16—C1797.3 (3)
Sn1—C1—C2—C773.8 (3)C21—C16—C17—C181.0 (5)
Sn1—C1—C2—C3108.5 (3)C15—C16—C17—C18179.6 (3)
C7—C2—C3—C40.1 (5)C16—C17—C18—C190.2 (6)
C1—C2—C3—C4177.7 (4)C17—C18—C19—C200.7 (7)
C2—C3—C4—C50.6 (7)C18—C19—C20—C210.1 (8)
C3—C4—C5—C60.9 (7)C17—C16—C21—C201.6 (5)
C4—C5—C6—C70.6 (6)C15—C16—C21—C20179.8 (4)
C3—C2—C7—C60.2 (5)C17—C16—C21—Cl3177.8 (3)
C1—C2—C7—C6178.0 (3)C15—C16—C21—Cl30.9 (5)
C3—C2—C7—Cl1179.4 (3)C19—C20—C21—C161.1 (7)
C1—C2—C7—Cl12.8 (4)C19—C20—C21—Cl3178.3 (4)
C5—C6—C7—C20.1 (6)Sn1—O1—C22—O23.4 (5)
C5—C6—C7—Cl1179.2 (3)Sn1—O1—C22—C23174.9 (2)
O1—Sn1—C8—C9108.4 (3)O2—C22—C23—C247.7 (7)
C1—Sn1—C8—C9131.5 (3)O1—C22—C23—C24174.0 (4)
C15—Sn1—C8—C91.5 (3)C22—C23—C24—C25175.8 (3)
Sn1—C8—C9—C1474.2 (4)C23—C24—C25—C26173.6 (4)
Sn1—C8—C9—C10103.9 (4)C23—C24—C25—C307.5 (6)
C14—C9—C10—C111.5 (6)C30—C25—C26—C271.5 (7)
C8—C9—C10—C11179.8 (4)C24—C25—C26—C27177.5 (4)
C9—C10—C11—C120.6 (8)C25—C26—C27—C281.4 (8)
C10—C11—C12—C132.2 (9)C26—C27—C28—C293.1 (8)
C11—C12—C13—C141.6 (8)C26—C27—C28—C31178.2 (5)
C10—C9—C14—C132.2 (5)C27—C28—C29—C301.9 (7)
C8—C9—C14—C13179.6 (4)C31—C28—C29—C30179.4 (4)
C10—C9—C14—Cl2175.9 (3)C28—C29—C30—C250.9 (7)
C8—C9—C14—Cl22.4 (4)C26—C25—C30—C292.7 (6)
C12—C13—C14—C90.7 (7)C24—C25—C30—C29176.3 (4)

Experimental details

Crystal data
Chemical formula[Sn(C7H6Cl)3(C10H9O2)]
Mr656.57
Crystal system, space groupTriclinic, P1
Temperature (K)100
a, b, c (Å)10.3162 (1), 11.0056 (1), 13.7555 (2)
α, β, γ (°)78.7708 (6), 72.3135 (5), 86.5793 (6)
V3)1459.44 (3)
Z2
Radiation typeMo Kα
µ (mm1)1.18
Crystal size (mm)0.45 × 0.35 × 0.25
Data collection
DiffractometerBruker SMART APEX
diffractometer
Absorption correctionMulti-scan
(SADABS; Sheldrick, 1996)
Tmin, Tmax0.620, 0.758
No. of measured, independent and
observed [I > 2σ(I)] reflections
14046, 6689, 6056
Rint0.013
(sin θ/λ)max1)0.650
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.036, 0.106, 0.98
No. of reflections6689
No. of parameters335
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)1.36, 0.82

Computer programs: APEX2 (Bruker, 2009), SAINT (Bruker, 2009), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), X-SEED (Barbour, 2001), publCIF (Westrip, 2010).

 

Acknowledgements

We thank the University of Malaya (grant No. RG020/09AFR) for supporting this study.

References

First citationBarbour, L. J. (2001). J. Supramol. Chem. 1, 189–191.  CrossRef CAS Google Scholar
First citationBruker (2009). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.  Google Scholar
First citationFerguson, G., Spalding, T. R., O'Dowd, A. T. & O'Shea, K. C. (1995). Acta Cryst. C51, 2546–2548.  CSD CrossRef CAS Web of Science IUCr Journals Google Scholar
First citationNg, S. W., Chen, W. & Kumar Das, V. G. (1986). J. Organomet. Chem. 345, 59–64.  CrossRef Web of Science Google Scholar
First citationSheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.  Google Scholar
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar
First citationWestrip, S. P. (2010). J. Appl. Cryst. 43, 920–925.  Web of Science CrossRef CAS IUCr Journals Google Scholar

This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds