Potassium trifluoro­[(Z)-3-(oxan-2-yl­oxy)prop-1-en-1-yl]borate monohydrate

Zukerman-Schpector, J.; Guadagnin, R.C.; Stefani, H.A.; Visentin, L. do C.

doi:10.1107/S1600536808042931

Volume 65
Part 1
Page o192
January 2009

Received 8 December 2008
Accepted 16 December 2008
Online 24 December 2008

Key indicators
Single-crystal X-ray study
T = 291 K
Mean (C-C) = 0.008 Å
R = 0.041
wR = 0.096
Data-to-parameter ratio = 16.0
Details

Potassium trifluoro[(Z)-3-(oxan-2-yloxy)prop-1-en-1-yl]borate monohydrate

Julio Zukerman-Schpector,^a ^* Rafael C. Guadagnin,^b Hélio A. Stefani ^b and Lorenzo do Canto Visentin ^c

^aDepartment of Chemistry, Universidade Federal de São Carlos, 13565-905 São Carlos, SP, Brazil,^bDepartamento de Farmácia, Faculdade de Ciências Farmacêuticas, Universidade de São Paulo, São Paulo-SP, Brazil, and ^cInstituto de Química, Universidade Federal do Rio de Janeiro-RJ, Brazil
Correspondence e-mail: julio@power.ufscar.br

The title compound, K⁺·C₈H₁₃BF₃O₂^-·H₂O, which was obtained from the reaction of a modified form of Z-vinylic telluride via a transmetalation reaction with n-BuLi, crystallizes as K⁺ and C₈H₁₃BF₃O₂^- ions along with a water molecule. The K⁺ cation is surrounded by four anions, making close contacts with six F atoms at 2.659 (3)-2.906 (3) Å and with two O atoms at 2.806 (3) and 2.921 (3) Å in a distorted bicapped trigonal-prismatic geometry.

Related literature

For related structures, see: Stefani et al. (2006); Caracelli et al. (2007); Zukerman-Schpector et al. (2008). For related literature, see: Vieira et al. (2008). For the synthesis, see: Bernady et al. (1979). For ring puckering analysis, see: Cremer & Pople (1975).

Experimental

Crystal data

K⁺·C₈H₁₃BF₃O₂^-·H₂O
M_r = 266.11
Orthorhombic, P c a 2₁
a = 8.5210 (7) Å
b = 17.056 (1) Å
c = 8.6318 (7) Å
V = 1254.50 (16) Å³
Z = 4
Mo K radiation
= 0.45 mm^-1
T = 291 (2) K
0.27 × 0.10 × 0.04 mm

Data collection

Nonius KappaCCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2006) T_min = 0.888, T_max = 0.982
11914 measured reflections
2324 independent reflections
1604 reflections with I > 2(I)
R_int = 0.074

Refinement

R[F² > 2(F²)] = 0.041
wR(F²) = 0.096
S = 1.03
2324 reflections
145 parameters
1 restraint
H-atom parameters constrained
_max = 0.23 e Å^-3
_min = -0.19 e Å^-3
Absolute structure: Flack (Flack, 1983), 1064 Friedel pairs
Flack parameter: 0.07 (9)

Data collection: COLLECT (Nonius, 1998); cell refinement: PHICHI (Duisenberg et al., 2000); data reduction: EVAL-14 (CCD) (Duisenberg et al., 2003); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: NG2525 ).

Acknowledgements

We thank FAPESP (grants 07/59404-2 to HAS and 08/02531-5 to JZ-S), CNPq (grants 300613/2007 to HAS and 307121/2006-0 to JZ-S) and CAPES for financial support. The LDRX (Laboratório de Difração de Raios X), UFF-RJ, for the use of the diffractometer.

References

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Zukerman-Schpector, J., Guadagnin, R. C., Stefani, H. A. & Visentin, L. do C. (2008). Acta Cryst. E64, m1525.

organic compounds