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Volume 69 
Part 2 
Pages m122-m123  
February 2013  

Received 21 November 2012
Accepted 2 January 2013
Online 23 January 2013

Key indicators
Single-crystal X-ray study
T = 200 K
Mean [sigma](C-C) = 0.004 Å
R = 0.064
wR = 0.165
Data-to-parameter ratio = 19.0
Details
Open access

Bis(4,4''-difluoro-1,1':3',1''-terphenyl-2'-carboxylato-[kappa]O)tetrakis(methanol-[kappa]O)calcium methanol tetrasolvate

aDepartment of Bio & Nano Chemistry, College of Natural Sciences, Kookmin University, 861-1 Jeongneung-dong, Seongbuk-gu, Seoul 136-702, Republic of Korea, and bDepartment of Physics, College of Natural Sciences, Kookmin University, 861-1 Jeongneung-dong, Seongbuk-gu, Seoul 136-702, Republic of Korea.
Correspondence e-mail: yoona@kookmin.ac.kr, crpark@kookmin.ac.kr

In the title compound, [Ca(C19H11F2O2)2(CH3OH)4]·4CH3OH, the Ca2+ ion is located on an inversion centre and is hexacoordinated by two O atoms of two 4,4''-difluoro-1,1':3',1''-terphenyl-2'-carboxylate ligands and four O atoms of four methanol ligands, forming a CaO6 polyhedron with a slightly distorted octahedral coordination geometry. The Ca-O-C angle between the carboxylate group and the calcium ion is 171.8 (2)°. Two types of intermolecular hydrogen-bond interactions (C=O...H and O-H...O) between the carboxylate ligand, the methanol solvent molecules and the coordinating methanol ligands generate a two-dimensional network parallel to (001).

Related literature

For background to metal complexes with 4,4''-difluoro-1,1':3',1''-terphenyl-2'-carboxylate ligands, see: Kannan et al. (2011[Kannan, S., Venkatachalam, G., Lee, H.-J., Kim, W., Koo, E., Do, Y. R. & Yoon, S. (2011). Polyhedron, 30, 340-346.]); Chavez et al. (2001[Chavez, F. A., Que, L. & Tolman, W. B. (2001). Chem. Commun. pp. 111-112.]). For mononuclear calcium complexes with carboxylate ligands, see: Perrin et al. (2009[Perrin, C. L., Lau, J. S., Kim, Y.-J., Karri, P., Moore, C. & Rheingold, A. L. (2009). J. Am. Chem. Soc. 131, 13548-13554.]); Godino Salido et al. (2004[Godino Salido, M. L., Arranz Mascarós, P., López Garzón, R., Gutiérrez Valero, M. D., Low, J. N., Gallagher, J. F. & Glidewell, C. (2004). Acta Cryst. B60, 46-64.]); Huang et al. (2010[Huang, L., Zhong, A. G., Chen, D. B., Qiu, D. & Liang, H. D. (2010). J. Mol. Struct. 984, 39-50.]). For their polymerization behavior, see: Jisha et al. (2010[Jisha, K. R., Suma, S. & Sudarsanakumar, M. R. (2010). Polyhedron, 29, 3164-3169.]); Murugavel & Banerjee (2003[Murugavel, R. & Banerjee, S. (2003). Inorg. Chem. Commun. 6, 810-814.]); Yang et al. (2004[Yang, Y.-Y., Huang, Z.-Q., Szeto, L. & Wong, W. T. (2004). Appl. Organomet. Chem. 18, 97-98.]).

[Scheme 1]

Experimental

Crystal data
  • [Ca(C19H11F2O2)2(CH4O)4]·4CH4O

  • Mr = 914.97

  • Orthorhombic, P b c a

  • a = 15.4611 (19) Å

  • b = 14.2436 (18) Å

  • c = 20.886 (3) Å

  • V = 4599.5 (10) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.21 mm-1

  • T = 200 K

  • 0.32 × 0.23 × 0.14 mm

Data collection
  • Bruker SMART CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2000[Bruker (2000). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.521, Tmax = 1.00

  • 32627 measured reflections

  • 5709 independent reflections

  • 2624 reflections with I > 2[sigma](I)

  • Rint = 0.143

Refinement
  • R[F2 > 2[sigma](F2)] = 0.064

  • wR(F2) = 0.165

  • S = 0.98

  • 5709 reflections

  • 300 parameters

  • H atoms treated by a mixture of independent and constrained refinement

  • [Delta][rho]max = 0.43 e Å-3

  • [Delta][rho]min = -0.45 e Å-3

Table 1
Selected bond lengths (Å)

Ca1-O1 2.2693 (19)
Ca1-O4 2.325 (2)
Ca1-O3 2.346 (2)

Table 2
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O3-H1...O6ii 0.89 (4) 1.78 (4) 2.636 (3) 162 (4)
O4-H2...O5iii 0.91 (4) 1.76 (4) 2.660 (3) 172 (4)
O6-H6A...O2iv 0.84 1.96 2.804 (3) 177
O5-H5A...O2v 0.84 1.92 2.755 (3) 170
Symmetry codes: (ii) x, y-1, z; (iii) x+1, y-1, z; (iv) [-x+{\script{3\over 2}}, y+{\script{1\over 2}}, z]; (v) -x+1, -y+1, -z+1.

Data collection: SMART (Bruker, 2000[Bruker (2000). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2000[Bruker (2000). SMART, SAINT and SADABS. 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: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXTL.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: RU2047 ).


Acknowledgements

This work was supported by the International Collaborative R&D Program of the Korea Institute of Energy Technology Evaluation and Planning (KETEP) grant funded by Korea Government Ministry of Knowledge Economy (20118520010020).

References

Bruker (2000). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Chavez, F. A., Que, L. & Tolman, W. B. (2001). Chem. Commun. pp. 111-112.  [CSD] [CrossRef]
Godino Salido, M. L., Arranz Mascarós, P., López Garzón, R., Gutiérrez Valero, M. D., Low, J. N., Gallagher, J. F. & Glidewell, C. (2004). Acta Cryst. B60, 46-64.  [ISI] [CSD] [CrossRef] [details]
Huang, L., Zhong, A. G., Chen, D. B., Qiu, D. & Liang, H. D. (2010). J. Mol. Struct. 984, 39-50.  [ISI] [CSD] [CrossRef] [ChemPort]
Jisha, K. R., Suma, S. & Sudarsanakumar, M. R. (2010). Polyhedron, 29, 3164-3169.  [ISI] [CSD] [CrossRef] [ChemPort]
Kannan, S., Venkatachalam, G., Lee, H.-J., Kim, W., Koo, E., Do, Y. R. & Yoon, S. (2011). Polyhedron, 30, 340-346.  [ISI] [CSD] [CrossRef] [ChemPort]
Murugavel, R. & Banerjee, S. (2003). Inorg. Chem. Commun. 6, 810-814.  [ISI] [CrossRef] [ChemPort]
Perrin, C. L., Lau, J. S., Kim, Y.-J., Karri, P., Moore, C. & Rheingold, A. L. (2009). J. Am. Chem. Soc. 131, 13548-13554.  [ISI] [CSD] [CrossRef] [PubMed] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Yang, Y.-Y., Huang, Z.-Q., Szeto, L. & Wong, W. T. (2004). Appl. Organomet. Chem. 18, 97-98.  [ISI] [CSD] [CrossRef]


Acta Cryst (2013). E69, m122-m123   [ doi:10.1107/S1600536813000044 ]

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