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Volume 68 
Part 12 
Page m1514  
December 2012  

Received 13 November 2012
Accepted 15 November 2012
Online 24 November 2012

Key indicators
Single-crystal X-ray study
T = 173 K
Mean [sigma](C-C) = 0.004 Å
R = 0.036
wR = 0.083
Data-to-parameter ratio = 11.9
Details
Open access

catena-Poly[[aquabis[N-(pyridin-3-yl)isonicotinamide-[kappa]N1]copper(II)]-[mu]-fumarato-[kappa]2O1:O4]

aLyman Briggs College, Department of Chemistry, Michigan State University, East Lansing, MI 48825 USA
Correspondence e-mail: laduca@msu.edu

In the title compound, [Cu(C4H2O4)(C11H9N3O)2(H2O)]n, CuII ions on crystallographic twofold rotation axes are coordinated in a square pyramidal environment by two trans O atoms belonging to two monodentate fumarate anions, two trans isonicotinamide pyridyl N-donor atoms from monodentate, pendant 3-pyridylisonicotinamide (3-pina) ligands, and one apical aqua ligand, also sited on the crystallographic twofold rotation axis. The exobidentate fumarate ligands form [Cu(fumarate)(3-pina)2(H2O)]n coordination polymer chains that are arranged parallel to [001]. In the crystal, these polymeric chains are anchored into supramolecular layers parallel to (100) by O-H...O hydrogen bonds between aqua ligands and unligating fumarate O atoms, and N-H...O(=C) hydrogen bonds between 3-pina ligands. In turn, the layers aggregate by weak C-H...N and C-H...O hydrogen bonds, affording a three-dimensional network.

Related literature

For the preparation of 3-pyridylisonicotinamide, see: Gardner et al. (1954[Gardner, T. S., Wenis, E. & Lee, J. (1954). J. Org. Chem. 19, 753-757.]). For the preparation of other dicarboxylate coordination polymers containing 3-pyridylisonicotinamide, see: Kumar (2009[Kumar, D. K. (2009). Inorg. Chim. Acta, 362, 1767-1771.]).

[Scheme 1]

Experimental

Crystal data
  • [Cu(C4H2O4)(C11H9N3O)2(H2O)]

  • Mr = 594.04

  • Monoclinic, C 2/c

  • a = 29.854 (4) Å

  • b = 5.3535 (7) Å

  • c = 17.353 (2) Å

  • [beta] = 118.686 (2)°

  • V = 2433.0 (6) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.96 mm-1

  • T = 173 K

  • 0.25 × 0.13 × 0.09 mm

Data collection
  • Bruker APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS, University of Göttingen, Germany.]) Tmin = 0.794, Tmax = 0.919

  • 9406 measured reflections

  • 2240 independent reflections

  • 1758 reflections with I > 2[sigma](I)

  • Rint = 0.053

Refinement
  • R[F2 > 2[sigma](F2)] = 0.036

  • wR(F2) = 0.083

  • S = 1.04

  • 2240 reflections

  • 188 parameters

  • 5 restraints

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

  • [Delta][rho]max = 0.34 e Å-3

  • [Delta][rho]min = -0.36 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O3-H3O...O1i 0.84 (1) 1.83 (1) 2.660 (2) 169 (3)
N2-H2N...O2i 0.88 (2) 2.33 (2) 3.153 (3) 155 (3)
C2-H2...O4ii 0.95 2.48 3.360 (4) 153
C7-H7...O1iii 0.95 2.48 3.430 (4) 178
C9-H9...N1iv 0.95 2.39 3.263 (4) 153
C12-H12...O1v 0.95 2.43 3.374 (4) 171
Symmetry codes: (i) x, y+1, z; (ii) [-x+{\script{1\over 2}}, -y+{\script{5\over 2}}, -z+1]; (iii) [-x, y+1, -z+{\script{1\over 2}}]; (iv) [-x+{\script{1\over 2}}, y+{\script{1\over 2}}, -z+{\script{3\over 2}}]; (v) -x, -y+1, -z.

Data collection: APEX2 (Bruker, 2006[Bruker (2006). APEX2 and SAINT. Bruker AXS, Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2006[Bruker (2006). APEX2 and SAINT. 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: Crystal Maker (Palmer, 2007[Palmer, D. (2007). CrystalMaker. CrystalMaker Software Ltd, Bicester, England.]); software used to prepare material for publication: SHELXL97.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LH5556 ).


Acknowledgements

We gratefully acknowledge the donors of the American Chemical Society Petroleum Research Fund for funding this work.

References

Bruker (2006). APEX2 and SAINT. Bruker AXS, Inc., Madison, Wisconsin, USA.
Gardner, T. S., Wenis, E. & Lee, J. (1954). J. Org. Chem. 19, 753-757.  [CrossRef] [ChemPort]
Kumar, D. K. (2009). Inorg. Chim. Acta, 362, 1767-1771.  [ISI] [CSD] [CrossRef]
Palmer, D. (2007). CrystalMaker. CrystalMaker Software Ltd, Bicester, England.
Sheldrick, G. M. (1996). SADABS, University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]


Acta Cryst (2012). E68, m1514  [ doi:10.1107/S1600536812047101 ]

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