Received 7 June 2013
The title compound, 6C5H9N2+·3SiF62-·CH3OH, (I), was prepared by recrystallization of the crude salt from methanol along with solvent-free 2C5H9N2+·SiF62- (II). Crystals of these solvatomorphs can be separated manually. The solvate (I) crystallizes in a rare hexagonal space group P6/mcc. Its asymmetric unit comprises one half of an imidazolium cation bisected by the crystallographic m-plane, one-sixth and one-twelfth of two crystallographically independent SiF62- dianions (Si atoms are located on the 3.2 and 6/m inversion centres), and one-twelfth of a methanol molecule (C atoms are situated on the 622 inversion centres, other atoms are disordered between general positions). In (I), all F atoms of 3.2-located SiF62- dianions participate in the formation of symmetry-equivalent contacts to the H atoms of imidazolium fragments, thus forming rod-type ensembles positioned on the -6 axes. These `pillar' rods are, in turn, FH interlinked through SiF62- dianions disordered around the 6/m centres. The twelvefold disordered methanol molecules are appended to this array by O-HF hydrogen bonds to the 6/m located SiF62- dianions. In terms of graph-set notation, the first and second level networks in (I) are N1 = C22(7)[3R44(14)]D22(4) and N2 = D22(5) (C-HO hydrogen bonds are not considered). After locating all symmetrically independent atoms in the cation and anions, there remained a strong (> 3 e Å-3) residual electron density peak located at the 622 inversion centre. Treatment of this pre-refined model with the SQUEEZE procedure in PLATON [Spek (2009). Acta Cryst. D65, 148-155] revealed two voids per unit cell, indicative of the presence of the solvent methanol molecule disordered about the 622 inversion centre.
For solvatomorphs of (I), see: Light et al. (2007); Tian et al. (2013). For solvatomorphism of (1,3-dimethyl-1H-imidazolium) hexafluorophosphate, C5H9N2+·PF6-, see: Holbrey et al. (2003). For the practical utility of sterically non-hindered 1,3-dialkyl-1H-imidazolium salts with BF4- and PF6- anions for the preparation of Arduengo carbene adducts with BF3 and PF5, see: Tian et al. (2012). For graph-set notation, see: Etter et al. (1990); Bernstein et al. (1995); Grell et al. (1999). For a description of the Cambridge Structural Database, see: Allen (2002). For the SQUEEZE procedure in PLATON, see: Spek (2009).
Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008) and OLEX2 (Dolomanov et al., 2009); software used to prepare material for publication: SHELXTL and OLEX2.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: IM2435 ).
Financial support from the National Natural Science Foundation of China (project Nos. 20702041 and 21072157) and the Shaanxi Province Administration of Foreign Experts Bureau Foundation (grant No. 20106100079) is gratefully acknowledged. The authors are thankful to Mr Su Pengfei (Xi'an Modern Chemistry Research Institute) for his help in carrying out X-ray diffraction measurements.
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