metal-organic compounds
In the structure of the title salt, Na+·CF3SO3-·C2H3N, two symmetry-related acetonitrile molecules take part in the octahedral coordination of the Na+ cation, which is located on an inversion center. The trifluoromethanesulfonate anions and acetonitrile molecules lie on mirror planes. The Na+ ions are arranged in layers, sandwiched by trifluoromethanesulfonate double layers with the lipophilic CF3 groups pointing outwards and towards those of neighbouring double layers.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806053918/dn2106sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806053918/dn2106Isup2.hkl |
CCDC reference: 633680
Key indicators
- Single-crystal X-ray study
- T = 173 K
- Mean (C-C) = 0.005 Å
- R factor = 0.035
- wR factor = 0.084
- Data-to-parameter ratio = 14.9
checkCIF/PLATON results
No syntax errors found
Alert level C GOODF01_ALERT_2_C The least squares goodness of fit parameter lies outside the range 0.80 <> 2.00 Goodness of fit given = 0.711 PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT340_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 5 PLAT391_ALERT_3_C Deviating Methyl C10 H-C-H Bond Angle ...... 100.00 Deg.
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 4 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 1 ALERT type 2 Indicator that the structure model may be wrong or deficient 2 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check
Computing details top
Data collection: CrysAlis CCD Oxford Diffraction 2006); cell refinement: CrysAlis RED Oxford Diffraction (2006); data reduction: CrysAlis RED; program(s) used to solve structure: SUPERFLIP (Palatinus & Chapuis, 2006); program(s) used to refine structure: CRYSTALS (Betteridge et al., 2003); molecular graphics: PLATON (Spek, 2003), CAMERON (Watkin et al., 1996) and DRAWxtl (Kroeker & Finger, 2005); software used to prepare material for publication: CRYSTALS.
Sodium trifluoromethanesulfonate acetonitrile solvate top
Crystal data top
Na+·CF3SO3−·C2H3N | F(000) = 424 |
Mr = 213.12 | Dx = 1.868 Mg m−3 |
Orthorhombic, Pnma | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ac 2n | Cell parameters from 11167 reflections |
a = 20.0447 (7) Å | θ = 4.0–28.7° |
b = 7.6833 (2) Å | µ = 0.51 mm−1 |
c = 4.91966 (17) Å | T = 173 K |
V = 757.67 (4) Å3 | Needle, colourless |
Z = 4 | 0.45 × 0.08 × 0.04 mm |
Data collection top
Oxford Diffraction GEMINI diffractometer | 1016 independent reflections |
Radiation source: Enhance (Mo) X-ray Source | 523 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.090 |
Detector resolution: 16.0143 pixels mm-1 | θmax = 28.8°, θmin = 4.1° |
φ and ω scans | h = −26→26 |
Absorption correction: analytical Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by Clark & Reid (1995). (CrysAlis RED; Oxford Diffraction, 2006) | k = −10→10 |
Tmin = 0.841, Tmax = 0.977 | l = −6→6 |
29572 measured reflections |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.035 | H-atom parameters constrained |
wR(F2) = 0.084 | w = 1/[σ2(F2) + (0.05P)2], where P = [max(Fo2,0) + 2Fc2]/3 |
S = 0.71 | (Δ/σ)max = 0.000175 |
1016 reflections | Δρmax = 0.85 e Å−3 |
68 parameters | Δρmin = −0.75 e Å−3 |
2 restraints |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
Na1 | 0.0000 | 0.5000 | 0.5000 | 0.0257 | |
O2 | −0.07435 (8) | 0.40815 (19) | 0.1580 (3) | 0.0276 | |
O3 | −0.04000 (11) | 0.2500 | −0.2445 (5) | 0.0272 | |
S4 | −0.07829 (4) | 0.2500 | 0.00332 (18) | 0.0221 | |
C5 | −0.16374 (18) | 0.2500 | −0.1213 (8) | 0.0298 | |
F6 | −0.17651 (7) | 0.38906 (18) | −0.2728 (3) | 0.0463 | |
F7 | −0.20718 (11) | 0.2500 | 0.0809 (5) | 0.0611 | |
N8 | 0.07710 (15) | 0.2500 | 0.3156 (6) | 0.0332 | |
C9 | 0.11529 (17) | 0.2500 | 0.1464 (8) | 0.0258 | |
C10 | 0.16418 (19) | 0.250000 (7) | −0.0663 (7) | 0.0342 | |
H11 | 0.2058 | 0.2500 | −0.0124 | 0.0500* | |
H12 | 0.1592 | 0.3454 | −0.1906 | 0.0500* |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Na1 | 0.0313 (7) | 0.0184 (7) | 0.0273 (7) | −0.0010 (5) | −0.0007 (7) | −0.0023 (7) |
O2 | 0.0364 (9) | 0.0191 (9) | 0.0274 (8) | 0.0025 (7) | −0.0051 (8) | −0.0079 (8) |
O3 | 0.0339 (14) | 0.0259 (13) | 0.0218 (12) | 0.0000 | 0.0008 (11) | 0.0000 |
S4 | 0.0279 (4) | 0.0171 (4) | 0.0213 (4) | 0.0000 | −0.0022 (5) | 0.0000 |
C5 | 0.034 (2) | 0.024 (2) | 0.031 (2) | 0.0000 | −0.004 (2) | 0.0000 |
F6 | 0.0486 (9) | 0.0278 (8) | 0.0626 (11) | 0.0049 (7) | −0.0240 (8) | 0.0059 (9) |
F7 | 0.0360 (13) | 0.088 (2) | 0.0594 (17) | 0.0000 | 0.0076 (13) | 0.0000 |
N8 | 0.0306 (16) | 0.0307 (17) | 0.0384 (18) | 0.0000 | 0.0050 (17) | 0.0000 |
C9 | 0.0244 (19) | 0.0168 (18) | 0.036 (2) | 0.0000 | −0.0051 (19) | 0.0000 |
C10 | 0.036 (2) | 0.026 (2) | 0.040 (3) | 0.0000 | 0.0095 (19) | 0.0000 |
Geometric parameters (Å, º) top
Na1—O2i | 2.3558 (14) | C5—F6iv | 1.328 (2) |
Na1—O3ii | 2.4315 (14) | C5—F6 | 1.328 (2) |
Na1—O3iii | 2.4315 (14) | C5—F7 | 1.322 (4) |
Na1—N8i | 2.627 (2) | N8—C9 | 1.131 (4) |
Na1—O2 | 2.3558 (14) | C9—C10 | 1.434 (5) |
Na1—N8 | 2.627 (2) | C10—H12iv | 0.960 |
O2—S4 | 1.4360 (15) | C10—H11 | 0.875 |
O3—S4 | 1.441 (2) | C10—H12 | 0.960 |
S4—C5 | 1.819 (4) | ||
O2i—Na1—O3ii | 94.37 (6) | O2—S4—O2iv | 115.60 (13) |
O2i—Na1—O3iii | 85.63 (6) | O3—S4—C5 | 102.50 (15) |
O3ii—Na1—O3iii | 179.995 | O2—S4—C5 | 103.32 (9) |
O2i—Na1—N8i | 84.64 (7) | O2iv—S4—C5 | 103.32 (9) |
O3ii—Na1—N8i | 101.84 (7) | S4—C5—F6iv | 111.76 (19) |
O3iii—Na1—N8i | 78.16 (7) | S4—C5—F6 | 111.76 (19) |
O2i—Na1—O2 | 179.995 | F6iv—C5—F6 | 107.2 (3) |
O3ii—Na1—O2 | 85.63 (6) | S4—C5—F7 | 111.5 (2) |
O3iii—Na1—O2 | 94.37 (6) | F6iv—C5—F7 | 107.2 (2) |
N8i—Na1—O2 | 95.36 (7) | F6—C5—F7 | 107.2 (2) |
O2i—Na1—N8 | 95.36 (7) | Na1—N8—Na1iv | 93.98 (10) |
O3ii—Na1—N8 | 78.16 (7) | Na1—N8—C9 | 130.72 (8) |
O3iii—Na1—N8 | 101.84 (7) | Na1iv—N8—C9 | 130.72 (8) |
N8i—Na1—N8 | 179.996 | N8—C9—C10 | 179.5 (4) |
O2—Na1—N8 | 84.64 (7) | C9—C10—H12iv | 113.2 |
Na1—O2—S4 | 131.82 (9) | C9—C10—H11 | 115.5 |
Na1v—O3—Na1vi | 104.36 (8) | H12iv—C10—H11 | 106.9 |
Na1v—O3—S4 | 127.82 (4) | C9—C10—H12 | 113.2 |
Na1vi—O3—S4 | 127.82 (4) | H12iv—C10—H12 | 99.6 |
O3—S4—O2 | 114.79 (8) | H11—C10—H12 | 106.9 |
O3—S4—O2iv | 114.79 (8) |
Symmetry codes: (i) −x, −y+1, −z+1; (ii) x, y, z+1; (iii) −x, −y+1, −z; (iv) x, −y+1/2, z; (v) x, y, z−1; (vi) x, −y+1/2, z−1. |