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Volume 69 
Part 12 
Pages m655-m656  
December 2013  

Received 31 October 2013
Accepted 6 November 2013
Online 13 November 2013

Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.002 Å
R = 0.040
wR = 0.110
Data-to-parameter ratio = 11.9
Details
Open access

catena-Poly[[aqua­lithium(I)]-[mu]-3-carb­oxy-5,6-di­methyl­pyrazine-2-carboxyl­ato-[kappa]4O2,N1:O3,N4]

aInstitute of Nuclear Chemistry and Technology, ul. Dorodna 16, 03-195 Warszawa, Poland
Correspondence e-mail: j.leciejewicz@ichtj.waw.pl

The asymmetric unit of the title compound, [Li(C8H6N2O4)(H2O)]n, comprises three Li cations, two of which are located on a twofold rotation axis, two carboxylate anions and three water mol­ecules, of which two are situated on the twofold rotation axis being aqua ligands. Both carboxylate anions are in [mu]2-bridging mode. All Li ions show a trigonal-bipyramidal coordination mode; the two located in special positions are bridged through N,O-bonding sites generating a polymeric ribbon along the c-axis direction. The Li cation in a general position creates an independent polymeric ribbon through N,O-bonding sites of the two symmetry-related ligands; the trigonal-bipyramidal coordination is completed by an aqua ligand. In both carboxylate anions, a carboxyl­ate and a carb­oxy­lic acid group form an intra­molecular hydrogen bond. The polymeric ribbons running along [001] are inter­connected by hydrogen bonds in which the water mol­ecules act as donors and carboxyl­ate O atoms act as acceptors, giving rise to a three-dimensional architecture.

Related literature

For the structures of lithium complexes with pyrazine-2,3-di­carboxyl­ate ligands, see: Tombul et al. (2008[Tombul, M., Güven, K. & Büyükgüngör, O. (2008). Acta Cryst. E64, m491-m492.]); Tombul & Güven (2009)[Tombul, M. & Guven, K. (2009). Acta Cryst. E65, m1704-m1705.]; Starosta & Leciejewicz (2011[Starosta, W. & Leciejewicz, J. (2011). Acta Cryst. E67, m1133-m1134.], 2013[Starosta, W. & Leciejewicz, J. (2013). Acta Cryst. E69, m62.]). The structure of 5,6-di­methyl­pyrazine-2,3-di­carb­oxy­lic acid dihydrate was reported by Vishwershwar et al. (2001[Vishwershwar, P., Nangia, A. & Lynch, V. M. (2001). Chem. Commun. pp. 179-180.]).

[Scheme 1]

Experimental

Crystal data
  • [Li(C8H7N2O4)(H2O)]

  • Mr = 220.11

  • Monoclinic, C 2/c

  • a = 16.9052 (2) Å

  • b = 16.7980 (2) Å

  • c = 14.3805 (2) Å

  • [beta] = 97.272 (1)°

  • V = 4050.83 (9) Å3

  • Z = 16

  • Cu K[alpha] radiation

  • [mu] = 1.02 mm-1

  • T = 293 K

  • 0.24 × 0.07 × 0.02 mm

Data collection
  • Oxford Diffraction Xcalibur Ruby diffractometer

  • Absorption correction: analytical [CrysAlis PRO (Oxford Diffraction, 2010[Oxford Diffraction (2010). CrysAlis PRO. Oxford Diffraction Ltd, Yarnton, England.]), using a multifaceted crystal model (Clark & Reid, 1995[Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897.])] Tmin = 0.738, Tmax = 0.958

  • 37580 measured reflections

  • 3808 independent reflections

  • 2898 reflections with I > 2[sigma](I)

  • Rint = 0.039

Refinement
  • R[F2 > 2[sigma](F2)] = 0.040

  • wR(F2) = 0.110

  • S = 0.97

  • 3808 reflections

  • 319 parameters

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

  • [Delta][rho]max = 0.18 e Å-3

  • [Delta][rho]min = -0.19 e Å-3

Table 1
Selected bond lengths (Å)

Li11-O15 1.915 (4)
Li11-O11 1.9473 (19)
Li11-O11i 1.9472 (19)
Li11-N11i 2.3128 (14)
Li11-N11 2.3129 (14)
Li12-O16 1.884 (4)
Li12-O13 1.920 (2)
Li12-O13ii 1.920 (2)
Li12-N14ii 2.3446 (12)
Li12-N14 2.3446 (12)
Li21-O25 1.902 (3)
Li21-O21 1.923 (3)
Li21-O24iii 1.949 (3)
Li21-N21 2.276 (3)
Li21-N24iii 2.324 (3)
Symmetry codes: (i) [-x, y, -z+{\script{3\over 2}}]; (ii) [-x, y, -z+{\script{1\over 2}}]; (iii) [x, -y, z+{\script{1\over 2}}].

Table 2
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O22-H221...O23 1.18 (3) 1.19 (3) 2.3693 (18) 177 (3)
O12-H121...O14 1.14 (3) 1.24 (3) 2.3777 (18) 177 (3)
O16-H161...O22iv 0.82 (3) 2.01 (3) 2.8268 (18) 173 (3)
O15-H151...O24iv 0.85 (3) 2.22 (4) 2.989 (2) 150 (3)
O15-H151...O23iv 0.85 (3) 2.34 (3) 3.1201 (14) 153 (3)
O25-H251...O12v 0.91 (3) 2.03 (3) 2.938 (2) 174 (2)
O25-H252...O14ii 0.80 (3) 2.20 (3) 2.975 (2) 163 (3)
O25-H252...O13ii 0.80 (3) 2.43 (3) 3.078 (2) 139 (3)
Symmetry codes: (ii) [-x, y, -z+{\script{1\over 2}}]; (iv) [-x+{\script{1\over 2}}, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]; (v) -x, -y, -z+1.

Data collection: CrysAlis PRO (Oxford Diffraction, 2010[Oxford Diffraction (2010). CrysAlis PRO. Oxford Diffraction Ltd, Yarnton, England.]); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; 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: KP2460 ).


References

Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897.  [CrossRef] [IUCr Journals]
Oxford Diffraction (2010). CrysAlis PRO. Oxford Diffraction Ltd, Yarnton, England.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]
Starosta, W. & Leciejewicz, J. (2011). Acta Cryst. E67, m1133-m1134.  [CSD] [CrossRef] [ChemPort] [IUCr Journals]
Starosta, W. & Leciejewicz, J. (2013). Acta Cryst. E69, m62.  [CSD] [CrossRef] [IUCr Journals]
Tombul, M. & Guven, K. (2009). Acta Cryst. E65, m1704-m1705.  [CSD] [CrossRef] [ChemPort] [IUCr Journals]
Tombul, M., Güven, K. & Büyükgüngör, O. (2008). Acta Cryst. E64, m491-m492.  [CSD] [CrossRef] [ChemPort] [IUCr Journals]
Vishwershwar, P., Nangia, A. & Lynch, V. M. (2001). Chem. Commun. pp. 179-180.


Acta Cryst (2013). E69, m655-m656   [ doi:10.1107/S1600536813030493 ]

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