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Acta Crystallogr Sect E Struct Rep Online. 2010 August 1; 66(Pt 8): m893.
Published online 2010 July 7. doi:  10.1107/S1600536810025961
PMCID: PMC3007570

(18-Crown-6)(trifluoro­methane­sulfonato)­sodium

Abstract

The title compound, [Na(CF3O3S)(C12H24O6)], features a sodium cation that is coordinated by eight O atoms in an irregular hexa­gonal bipyramidal environment. The equatorial positions are occupied by the six O atoms of an 18-crown-6 ether ring. In the axial positions, there is one O atom of a trifluoro­methane­sulfonate anion and an ether O atom of a symmetry-equivalent crown ether ring. In this way, centrosymmetric dimers are formed.

Related literature

For the synthesis of hetereoleptic transition metal complexes with silyl ligands, see: Lerner (2005 [triangle]). For the reaction of Na2[Fe(CO)4] with tBu3SiO3SCF3, see: Lerner et al. (2002 [triangle]). For the structure of similar complexes with trifluoro­methane­sulfonate, see: Bolte & Lerner (2001 [triangle]); Lerner & Bolte (2003 [triangle]); Sofina et al. (2003 [triangle]); Dinnebier et al. (2004 [triangle]); Hilde­brandt et al. (2006 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-66-0m893-scheme1.jpg

Experimental

Crystal data

  • [Na(CF3O3S)(C12H24O6)]
  • M r = 436.37
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-66-0m893-efi1.jpg
  • a = 9.4455 (9) Å
  • b = 15.1723 (12) Å
  • c = 14.0597 (14) Å
  • β = 100.828 (8)°
  • V = 1979.0 (3) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 0.26 mm−1
  • T = 173 K
  • 0.33 × 0.20 × 0.19 mm

Data collection

  • Stoe IPDS II two-circle diffractometer
  • Absorption correction: multi-scan (MULABS; Spek, 2009 [triangle]; Blessing, 1995 [triangle]) T min = 0.921, T max = 0.943
  • 11867 measured reflections
  • 3697 independent reflections
  • 2856 reflections with I > 2σ(I)
  • R int = 0.039

Refinement

  • R[F 2 > 2σ(F 2)] = 0.044
  • wR(F 2) = 0.111
  • S = 1.03
  • 3697 reflections
  • 245 parameters
  • H-atom parameters constrained
  • Δρmax = 0.55 e Å−3
  • Δρmin = −0.44 e Å−3

Data collection: X-AREA (Stoe & Cie, 2001 [triangle]); cell refinement: X-AREA; data reduction: X-AREA; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: XP (Sheldrick, 2008 [triangle]); software used to prepare material for publication: SHELXL97.

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810025961/ng2797sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810025961/ng2797Isup2.hkl

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

supplementary crystallographic information

Comment

We report here the X-ray crystal structure analysis of sodium trifluorosulfonate as 18-crown-6 ether complex, [Na(18-crown-6)]+[CF3SO3]-. A huge number of hetereoleptic transition metal complexes with silyl ligands are known. Most of these compounds are synthesized by addition of silanes, R3SiH, to reactive transition metal species (Lerner, 2005). In contrast, few complexes with Fe—Si bonds have been structurally characterized. We have now investigated the reaction of Collman reagent Na2[Fe(CO)4] with tBu3SiO3SCF3 (Lerner et al., 2002). When [Na(18-crown-6)]2[Fe(CO)4] was treated with two molar equivalents of tBu3SiO3SCF3, the title compound has been formed in nearly quantitative yield, as shown in the scheme below (scheme). The title compound, Na+[C12H24O6].F3CSO3-, (Fig. 1) features a sodium cation that is coordinated by eight O atoms in an irregular hexagonal bipyramidal environment. The equatorial positions are occupied by the six O atoms of an 18-crown-6 ether ring with Na···O bond distances ranging from 2.5595 (17)Å to 3.0614 (18) Å. In the axial positions there is one O atom of a trifluoromethanesulfonate anion [Na1—O1S 2.3222 (18) Å] and an ether O atom of a symmetry equivalent crown-ether ring [Na1—O10i 2.5792 (17) Å; symmetry operator (i): 1 - x, 1 - y, 1 - z]. In this way, centrosymmetric dimers are formed (Fig. 2).

For the structure of similar complexes with trifluoromethanesulfonate, see: Bolte & Lerner (2001); Lerner & Bolte (2003); Sofina et al. (2003); Dinnebier et al. (2004); Hildebrandt et al. (2006).

Experimental

To a solution of Na2[Fe(CO)4] (75 mg, 0.35 mmol) and 18-crown-6 (92 mg, 0.35 mmol) in 20 ml of tetrahydrofuran was added a solution of tBu3SiO3SCF3 (244 mg, 0.70 mmol) in 20 ml toluene at 195 K. The resulting orange-yellow solution was allowed to warm up to room temperature. Colourless crystals of the title compound were grown by storing this solution at room temperature for several days.

Refinement

H atoms were refined with fixed individual displacement parameters [U(H) = 1.2 Ueq(C)] using a riding model with C—H = 0.99 Å.

Figures

Fig. 1.
Perspective view of the title compound with the atom numbering scheme; displacement ellipsoids are at the 50% probability level; H atoms are omitted for clarity.
Fig. 2.
Partial packing diagram of the title compound showing the formation of a centrosymmetric dimer. Symmetry operator for generating equivalent atoms: 1 - x, 1 - y, 1 - z.
Fig. 3.
The preparation of the title compound.

Crystal data

[Na(CF3O3S)(C12H24O6)]F(000) = 912
Mr = 436.37Dx = 1.465 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 9688 reflections
a = 9.4455 (9) Åθ = 3.7–25.3°
b = 15.1723 (12) ŵ = 0.26 mm1
c = 14.0597 (14) ÅT = 173 K
β = 100.828 (8)°Block, colourless
V = 1979.0 (3) Å30.33 × 0.20 × 0.19 mm
Z = 4

Data collection

Stoe IPDS II two-circle diffractometer3697 independent reflections
Radiation source: fine-focus sealed tube2856 reflections with I > 2σ(I)
graphiteRint = 0.039
ω scansθmax = 25.6°, θmin = 3.6°
Absorption correction: multi-scan (MULABS; Spek, 2009; Blessing, 1995)h = −11→11
Tmin = 0.921, Tmax = 0.943k = −18→16
11867 measured reflectionsl = −17→17

Refinement

Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.044H-atom parameters constrained
wR(F2) = 0.111w = 1/[σ2(Fo2) + (0.056P)2 + 0.8425P] where P = (Fo2 + 2Fc2)/3
S = 1.03(Δ/σ)max < 0.001
3697 reflectionsΔρmax = 0.55 e Å3
245 parametersΔρmin = −0.44 e Å3
0 restraintsExtinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.0078 (11)

Special details

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)

xyzUiso*/Ueq
S10.17698 (6)0.56948 (4)0.77270 (4)0.02932 (18)
O1S0.30336 (19)0.58449 (15)0.73348 (12)0.0471 (5)
O2S0.0687 (2)0.63629 (17)0.75273 (14)0.0602 (6)
O3S0.1236 (3)0.48077 (17)0.76046 (16)0.0800 (8)
C10.2408 (3)0.5785 (2)0.90285 (18)0.0451 (7)
F10.3404 (2)0.51872 (14)0.93644 (11)0.0652 (6)
F20.2920 (3)0.65607 (15)0.92817 (15)0.0950 (8)
F30.1342 (2)0.5651 (2)0.95120 (13)0.0976 (9)
Na10.44188 (9)0.58543 (6)0.61340 (6)0.0272 (2)
O10.5534 (2)0.75492 (12)0.63049 (12)0.0429 (5)
C20.6072 (3)0.7698 (2)0.73050 (18)0.0479 (7)
H2A0.52650.77010.76630.057*
H2B0.65550.82790.73940.057*
C30.7129 (3)0.6982 (2)0.76966 (19)0.0453 (7)
H3A0.79140.69570.73190.054*
H3B0.75600.71040.83820.054*
O40.63713 (18)0.61655 (12)0.76219 (11)0.0385 (4)
C50.7169 (3)0.54774 (19)0.81833 (17)0.0411 (7)
H5A0.74710.56690.88650.049*
H5B0.80430.53320.79210.049*
C60.6208 (3)0.46921 (18)0.81295 (15)0.0356 (6)
H6A0.67080.42080.85300.043*
H6B0.53230.48430.83760.043*
O70.58458 (17)0.44233 (11)0.71374 (10)0.0304 (4)
C80.4890 (3)0.36874 (16)0.69957 (16)0.0297 (5)
H8A0.39150.38670.70820.036*
H8B0.52420.32170.74690.036*
C90.4847 (3)0.33610 (15)0.59799 (16)0.0281 (5)
H9A0.58410.32400.58860.034*
H9B0.42990.28020.58850.034*
O100.41817 (16)0.39975 (10)0.52663 (10)0.0247 (3)
C110.2659 (2)0.38518 (16)0.50056 (17)0.0299 (5)
H11A0.22410.37960.55980.036*
H11B0.24710.32970.46320.036*
C120.1974 (2)0.46051 (17)0.44098 (15)0.0300 (5)
H12A0.24970.47240.38760.036*
H12B0.09620.44580.41240.036*
O130.20166 (16)0.53687 (11)0.50144 (10)0.0271 (4)
C140.1175 (3)0.60634 (18)0.45126 (16)0.0348 (6)
H14A0.01590.58720.43230.042*
H14B0.15390.62130.39170.042*
C150.1263 (3)0.68530 (18)0.51541 (18)0.0378 (6)
H15A0.06330.73280.48300.045*
H15B0.09460.67000.57660.045*
O160.27303 (18)0.71387 (11)0.53489 (11)0.0346 (4)
C170.2986 (3)0.79133 (18)0.5926 (2)0.0442 (7)
H17A0.28830.77860.66000.053*
H17B0.22890.83800.56630.053*
C180.4496 (3)0.82041 (17)0.5897 (2)0.0461 (7)
H18A0.45850.83180.52180.055*
H18B0.47010.87610.62630.055*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
S10.0269 (3)0.0373 (4)0.0243 (3)−0.0015 (3)0.0061 (2)0.0048 (2)
O1S0.0304 (10)0.0817 (16)0.0323 (9)0.0052 (10)0.0138 (7)0.0117 (9)
O2S0.0421 (12)0.0902 (18)0.0470 (11)0.0338 (12)0.0053 (9)0.0125 (11)
O3S0.116 (2)0.0615 (16)0.0580 (14)−0.0449 (16)0.0047 (13)0.0051 (11)
C10.0474 (16)0.0597 (19)0.0290 (12)0.0230 (15)0.0091 (11)−0.0047 (12)
F10.0718 (12)0.0926 (15)0.0305 (8)0.0447 (11)0.0077 (7)0.0110 (8)
F20.132 (2)0.0681 (15)0.0672 (13)0.0070 (14)−0.0257 (13)−0.0318 (11)
F30.0815 (15)0.179 (3)0.0427 (10)0.0480 (16)0.0394 (10)0.0185 (12)
Na10.0237 (5)0.0344 (5)0.0246 (4)0.0006 (4)0.0070 (3)0.0012 (4)
O10.0552 (12)0.0341 (10)0.0403 (10)−0.0033 (9)0.0115 (8)−0.0154 (8)
C20.066 (2)0.0401 (16)0.0391 (14)−0.0176 (15)0.0135 (13)−0.0194 (12)
C30.0407 (16)0.0529 (18)0.0414 (14)−0.0238 (14)0.0050 (11)−0.0228 (13)
O40.0343 (10)0.0438 (11)0.0334 (9)−0.0105 (8)−0.0041 (7)−0.0058 (8)
C50.0356 (14)0.0611 (19)0.0228 (11)0.0009 (13)−0.0047 (10)−0.0059 (11)
C60.0392 (14)0.0506 (16)0.0162 (10)0.0062 (12)0.0031 (9)0.0020 (10)
O70.0337 (9)0.0384 (10)0.0194 (7)−0.0051 (7)0.0055 (6)0.0012 (6)
C80.0322 (13)0.0283 (13)0.0310 (12)0.0021 (10)0.0121 (9)0.0083 (9)
C90.0294 (12)0.0218 (12)0.0345 (12)0.0034 (10)0.0101 (9)0.0014 (9)
O100.0210 (8)0.0252 (8)0.0288 (8)−0.0018 (6)0.0067 (6)0.0010 (6)
C110.0222 (12)0.0322 (13)0.0353 (12)−0.0101 (10)0.0052 (9)−0.0049 (10)
C120.0232 (12)0.0432 (15)0.0222 (10)−0.0071 (11)0.0005 (8)−0.0050 (9)
O130.0233 (8)0.0359 (9)0.0206 (7)0.0048 (7)0.0002 (6)0.0046 (6)
C140.0225 (12)0.0502 (16)0.0304 (12)0.0101 (11)0.0020 (9)0.0152 (11)
C150.0275 (13)0.0443 (16)0.0441 (14)0.0162 (12)0.0130 (10)0.0163 (12)
O160.0358 (10)0.0300 (10)0.0425 (9)0.0062 (8)0.0185 (7)0.0015 (7)
C170.0585 (19)0.0302 (15)0.0487 (15)0.0136 (13)0.0225 (13)0.0000 (11)
C180.067 (2)0.0215 (13)0.0533 (16)−0.0007 (13)0.0213 (14)−0.0059 (11)

Geometric parameters (Å, °)

S1—O1S1.4241 (18)O7—C81.426 (3)
S1—O2S1.430 (2)C8—C91.505 (3)
S1—O3S1.436 (2)C8—H8A0.9900
S1—C11.821 (3)C8—H8B0.9900
O1S—Na12.3222 (18)C9—O101.448 (3)
C1—F21.296 (4)C9—H9A0.9900
C1—F11.328 (3)C9—H9B0.9900
C1—F31.333 (4)O10—C111.433 (3)
Na1—O42.5595 (17)O10—Na1i2.5792 (17)
Na1—O10i2.5792 (17)C11—C121.491 (3)
Na1—O132.6129 (17)C11—H11A0.9900
Na1—O162.6265 (19)C11—H11B0.9900
Na1—O12.772 (2)C12—O131.433 (3)
Na1—O72.7939 (19)C12—H12A0.9900
O1—C21.421 (3)C12—H12B0.9900
O1—C181.437 (3)O13—C141.425 (3)
C2—C31.508 (4)C14—C151.493 (4)
C2—H2A0.9900C14—H14A0.9900
C2—H2B0.9900C14—H14B0.9900
C3—O41.425 (3)C15—O161.429 (3)
C3—H3A0.9900C15—H15A0.9900
C3—H3B0.9900C15—H15B0.9900
O4—C51.434 (3)O16—C171.423 (3)
C5—C61.491 (4)C17—C181.501 (4)
C5—H5A0.9900C17—H17A0.9900
C5—H5B0.9900C17—H17B0.9900
C6—O71.432 (3)C18—H18A0.9900
C6—H6A0.9900C18—H18B0.9900
C6—H6B0.9900
O1S—S1—O2S115.53 (13)C5—C6—H6B110.1
O1S—S1—O3S113.85 (16)H6A—C6—H6B108.4
O2S—S1—O3S114.78 (17)C8—O7—C6112.85 (17)
O1S—S1—C1103.51 (12)C8—O7—Na1107.78 (12)
O2S—S1—C1103.52 (12)C6—O7—Na1105.96 (14)
O3S—S1—C1103.50 (14)O7—C8—C9107.10 (17)
S1—O1S—Na1155.54 (12)O7—C8—H8A110.3
F2—C1—F1108.7 (3)C9—C8—H8A110.3
F2—C1—F3106.1 (3)O7—C8—H8B110.3
F1—C1—F3105.5 (2)C9—C8—H8B110.3
F2—C1—S1112.3 (2)H8A—C8—H8B108.5
F1—C1—S1112.63 (18)O10—C9—C8111.66 (18)
F3—C1—S1111.2 (2)O10—C9—H9A109.3
O1S—Na1—O479.91 (6)C8—C9—H9A109.3
O1S—Na1—O10i174.33 (7)O10—C9—H9B109.3
O4—Na1—O10i102.35 (6)C8—C9—H9B109.3
O1S—Na1—O1383.81 (6)H9A—C9—H9B108.0
O4—Na1—O13162.80 (6)C11—O10—C9110.99 (17)
O10i—Na1—O1394.38 (5)C11—O10—Na1i116.86 (12)
O1S—Na1—O1685.96 (7)C9—O10—Na1i111.66 (12)
O4—Na1—O16119.60 (7)O10—C11—C12109.53 (18)
O10i—Na1—O1688.42 (5)O10—C11—H11A109.8
O13—Na1—O1664.28 (6)C12—C11—H11A109.8
O1S—Na1—O1101.51 (7)O10—C11—H11B109.8
O4—Na1—O163.53 (6)C12—C11—H11B109.8
O10i—Na1—O175.19 (5)H11A—C11—H11B108.2
O13—Na1—O1125.92 (6)O13—C12—C11109.00 (17)
O16—Na1—O162.54 (6)O13—C12—H12A109.9
O1S—Na1—O784.97 (6)C11—C12—H12A109.9
O4—Na1—O761.67 (6)O13—C12—H12B109.9
O10i—Na1—O7100.68 (5)C11—C12—H12B109.9
O13—Na1—O7111.53 (6)H12A—C12—H12B108.3
O16—Na1—O7170.41 (6)C14—O13—C12110.70 (17)
O1—Na1—O7122.53 (6)C14—O13—Na1115.48 (14)
C2—O1—C18112.0 (2)C12—O13—Na1120.65 (13)
C2—O1—Na1107.03 (15)O13—C14—C15109.39 (18)
C18—O1—Na1112.78 (15)O13—C14—H14A109.8
O1—C2—C3109.6 (2)C15—C14—H14A109.8
O1—C2—H2A109.7O13—C14—H14B109.8
C3—C2—H2A109.7C15—C14—H14B109.8
O1—C2—H2B109.7H14A—C14—H14B108.2
C3—C2—H2B109.7O16—C15—C14107.54 (19)
H2A—C2—H2B108.2O16—C15—H15A110.2
O4—C3—C2108.1 (2)C14—C15—H15A110.2
O4—C3—H3A110.1O16—C15—H15B110.2
C2—C3—H3A110.1C14—C15—H15B110.2
O4—C3—H3B110.1H15A—C15—H15B108.5
C2—C3—H3B110.1C17—O16—C15114.5 (2)
H3A—C3—H3B108.4C17—O16—Na1110.39 (15)
C3—O4—C5112.80 (19)C15—O16—Na1110.24 (14)
C3—O4—Na1119.71 (15)O16—C17—C18106.7 (2)
C5—O4—Na1122.61 (14)O16—C17—H17A110.4
O4—C5—C6107.58 (19)C18—C17—H17A110.4
O4—C5—H5A110.2O16—C17—H17B110.4
C6—C5—H5A110.2C18—C17—H17B110.4
O4—C5—H5B110.2H17A—C17—H17B108.6
C6—C5—H5B110.2O1—C18—C17111.5 (2)
H5A—C5—H5B108.5O1—C18—H18A109.3
O7—C6—C5108.00 (18)C17—C18—H18A109.3
O7—C6—H6A110.1O1—C18—H18B109.3
C5—C6—H6A110.1C17—C18—H18B109.3
O7—C6—H6B110.1H18A—C18—H18B108.0
O2S—S1—O1S—Na1−80.8 (4)O1S—Na1—O7—C871.26 (13)
O3S—S1—O1S—Na155.2 (4)O4—Na1—O7—C8152.50 (14)
C1—S1—O1S—Na1166.8 (3)O10i—Na1—O7—C8−109.13 (12)
O1S—S1—C1—F261.9 (2)O13—Na1—O7—C8−10.05 (13)
O2S—S1—C1—F2−59.0 (3)O1—Na1—O7—C8171.72 (12)
O3S—S1—C1—F2−179.1 (2)O1S—Na1—O7—C6−49.80 (14)
O1S—S1—C1—F1−61.2 (3)O4—Na1—O7—C631.44 (13)
O2S—S1—C1—F1177.9 (2)O10i—Na1—O7—C6129.81 (14)
O3S—S1—C1—F157.8 (3)O13—Na1—O7—C6−131.11 (14)
O1S—S1—C1—F3−179.4 (2)O1—Na1—O7—C650.66 (15)
O2S—S1—C1—F359.7 (3)C6—O7—C8—C9−168.50 (19)
O3S—S1—C1—F3−60.4 (3)Na1—O7—C8—C974.85 (18)
S1—O1S—Na1—O4−169.0 (3)O7—C8—C9—O10−66.6 (2)
S1—O1S—Na1—O135.4 (3)C8—C9—O10—C11−90.6 (2)
S1—O1S—Na1—O1670.0 (3)C8—C9—O10—Na1i137.13 (15)
S1—O1S—Na1—O1130.9 (3)C9—O10—C11—C12170.05 (18)
S1—O1S—Na1—O7−106.9 (3)Na1i—O10—C11—C12−60.3 (2)
O1S—Na1—O1—C247.64 (17)O10—C11—C12—O13−70.3 (2)
O4—Na1—O1—C2−24.84 (16)C11—C12—O13—C14−170.82 (18)
O10i—Na1—O1—C2−137.10 (17)C11—C12—O13—Na149.8 (2)
O13—Na1—O1—C2138.30 (16)O1S—Na1—O13—C1494.66 (15)
O16—Na1—O1—C2126.87 (17)O4—Na1—O13—C14113.5 (2)
O7—Na1—O1—C2−43.73 (18)O10i—Na1—O13—C14−79.95 (14)
O1S—Na1—O1—C18−76.03 (16)O16—Na1—O13—C146.18 (13)
O4—Na1—O1—C18−148.50 (17)O1—Na1—O13—C14−5.08 (16)
O10i—Na1—O1—C1899.24 (16)O7—Na1—O13—C14176.75 (13)
O13—Na1—O1—C1814.64 (18)O1S—Na1—O13—C12−127.82 (15)
O16—Na1—O1—C183.21 (15)O4—Na1—O13—C12−108.9 (2)
O7—Na1—O1—C18−167.39 (15)O10i—Na1—O13—C1257.58 (15)
C18—O1—C2—C3178.8 (2)O16—Na1—O13—C12143.70 (16)
Na1—O1—C2—C354.7 (2)O1—Na1—O13—C12132.44 (14)
O1—C2—C3—O4−63.7 (3)O7—Na1—O13—C12−45.72 (16)
C2—C3—O4—C5−165.5 (2)C12—O13—C14—C15−178.97 (19)
C2—C3—O4—Na138.6 (3)Na1—O13—C14—C15−37.4 (2)
O1S—Na1—O4—C3−116.58 (19)O13—C14—C15—O1663.5 (2)
O10i—Na1—O4—C358.12 (18)C14—C15—O16—C17177.68 (19)
O13—Na1—O4—C3−135.6 (2)C14—C15—O16—Na1−57.14 (19)
O16—Na1—O4—C3−37.1 (2)O1S—Na1—O16—C1769.56 (16)
O1—Na1—O4—C3−8.22 (17)O4—Na1—O16—C17−6.43 (17)
O7—Na1—O4—C3153.72 (19)O10i—Na1—O16—C17−109.75 (15)
O1S—Na1—O4—C589.95 (18)O13—Na1—O16—C17154.63 (16)
O10i—Na1—O4—C5−95.35 (18)O1S—Na1—O16—C15−57.94 (15)
O13—Na1—O4—C570.9 (3)O4—Na1—O16—C15−133.92 (14)
O16—Na1—O4—C5169.38 (16)O10i—Na1—O16—C15122.76 (14)
O1—Na1—O4—C5−161.69 (19)O13—Na1—O16—C1527.13 (14)
O7—Na1—O4—C50.25 (16)O1—Na1—O16—C15−163.13 (15)
C3—O4—C5—C6174.10 (19)C15—O16—C17—C18−169.6 (2)
Na1—O4—C5—C6−30.8 (3)Na1—O16—C17—C1865.3 (2)
O4—C5—C6—O761.9 (3)C2—O1—C18—C17−93.2 (3)
C5—C6—O7—C8−178.3 (2)Na1—O1—C18—C1727.7 (2)
C5—C6—O7—Na1−60.6 (2)O16—C17—C18—O1−62.0 (3)

Symmetry codes: (i) −x+1, −y+1, −z+1.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: NG2797).

References

  • Blessing, R. H. (1995). Acta Cryst. A51, 33–38. [PubMed]
  • Bolte, M. & Lerner, H.-W. (2001). Acta Cryst. E57, m231–m232.
  • Dinnebier, R., Sofina, N. & Jansen, M. (2004). Z. Anorg. Allg. Chem.630, 1613–1616.
  • Hildebrandt, L., Dinnebier, R. & Jansen, M. (2006). Inorg. Chem.45, 3217–3223. [PubMed]
  • Lerner, H.-W. (2005). Coord. Chem. Rev.249, 781–798.
  • Lerner, H.-W. & Bolte, M. (2003). Acta Cryst. E59, m625–m626.
  • Lerner, H.-W., Wiberg, N., Bolte, M., Nöth, H. & Knizek, J. (2002). Z. Naturforsch. Teil B, 57, 177–182.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]
  • Sofina, N., Peters, E. M. & Jansen, M. (2003). Z. Anorg. Allg. Chem.629, 1431–1436.
  • Spek, A. L. (2009). Acta Cryst. D65, 148–155. [PMC free article] [PubMed]
  • Stoe & Cie (2001). X-AREA Stoe & Cie, Darmstadt, Germany.

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