[Journal logo]

Volume 64 
Part 7 
Pages m874-m875  
July 2008  

Received 28 April 2008
Accepted 29 May 2008
Online 7 June 2008


[Cited in]
[Download citation]
Key indicators
Single-crystal X-ray study
T = 100 K
Mean [sigma](C-C) = 0.002 Å
R = 0.024
wR = 0.060
Data-to-parameter ratio = 20.6
Details

Propane-1,2-diammonium bis(pyridine-2,6-dicarboxylato-[kappa]3O,N,O')nickelate(II) tetrahydrate

Hossein Aghabozorg,a* Mohammad Heidari,a Sara Bagheri,b Jafar Attar Gharamalekia and Mohammad Ghadermazic

aFaculty of Chemistry, Tarbiat Moallem University, 49 Mofateh Avenue, Tehran, Iran,bDepartment of Chemistry, Islamic Azad University, North Tehran Branch, Tehran, Iran, and cDepartment of Chemistry, Faculty of Science, University of Kurdistan, Sanandaj, Iran
Correspondence e-mail: haghabozorg@yahoo.com

The reaction of nickel(II) nitrate hexahydrate, propane-1,2-diamine and pyridine-2,6-dicarboxylic acid in a 1:2:2 molar ratio in aqueous solution resulted in the formation of the title compound, (C3H12N2)[Ni(C7H3NO4)2]·4H2O or (p-1,2-daH2)[Ni(pydc)2]·4H2O (where p-1,2-da is propane-1,2-diamine and pydcH2 is pyridine-2,6-dicarboxylic acid). The geometry of the resulting NiN2O4 coordination can be described as distorted octahedral. Considerable C=O...[pi] stacking interactions are observed between the carboxylate C=O groups and the pyridine rings of the (pydc)2- fragments, with O...[pi] distances of 3.1563 (12) and 3.2523 (12) Å and C=O...[pi] angles of 95.14 (8) and 94.64 (8)°. In the crystal structure, a wide range of non-covalent interactions, consisting of hydrogen bonding [O-H...O, N-H...O and C-H...O, with D...A distances ranging from 2.712 (2) to 3.484 (2) Å], ion pairing, [pi]-[pi] [centroid-to-centroid distance = 3.4825 (8) Å] and C=O...[pi] stacking, connect the various components to form a supramolecular structure.

Related literature

For related literature, see: Aghabozorg et al. (2007[Aghabozorg, H., Ghadermazi, M., Sheshmani, S. & Attar Gharamaleki, J. (2007). Acta Cryst. E63, o2985-o2986.]); Aghabozorg, Ghadermazi & Attar Gharamaleki (2006[Aghabozorg, H., Ghadermazi, M. & Attar Gharamaleki, J. (2006). Acta Cryst. E62, o3174-o3176.]); Aghabozorg, Ghadermazi & Ramezanipour (2006[Aghabozorg, H., Ghadermazi, M. & Ramezanipour, F. (2006). Acta Cryst. E62, o1143-o1146.]); Aghabozorg, Heidari et al. (2008[Aghabozorg, H., Heidari, M., Ghadermazi, M. & Attar Gharamaleki, J. (2008). Acta Cryst. E64, o1045-o1046.]); Aghabozorg, Manteghi & Sheshmani (2008[Aghabozorg, H., Manteghi, F. & Sheshmani, S. (2008). J. Iran. Chem. Soc. 5, 184-227.]).

[Scheme 1]

Experimental

Crystal data

  • (C3H12N2)[Ni(C7H3NO4)2]·4H2O

  • Mr = 537.13

  • Orthorhombic, P n a 21

  • a = 20.7598 (6) Å

  • b = 8.2582 (2) Å

  • c = 12.7242 (4) Å

  • V = 2181.42 (11) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.96 mm-1

  • T = 100 (2) K

  • 0.26 × 0.22 × 0.11 mm
Data collection

  • Bruker APEXII CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.781, Tmax = 0.898

  • 36654 measured reflections

  • 6379 independent reflections

  • 6016 reflections with I > 2[sigma](I)

  • Rint = 0.035
Refinement

  • R[F2 > 2[sigma](F2)] = 0.023

  • wR(F2) = 0.059

  • S = 1.01

  • 6379 reflections

  • 310 parameters

  • 1 restraint

  • H-atom parameters constrained

  • [Delta][rho]max = 0.34 e Å-3

  • [Delta][rho]min = -0.33 e Å-3

  • Absolute structure: Flack (1983[Flack, H. D. (1983). Acta Cryst. A39, 876-881.]), 2846 Friedel pairs

  • Flack parameter: 0.004 (7)

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O1W-H1WA...O4W 0.82 1.97 2.788 (2) 173
O1W-H1WB...O2 0.82 2.47 3.109 (2) 135
O1W-H1WB...O6 0.82 2.21 2.912 (2) 144
O2W-H2WA...O3 0.82 2.21 2.759 (2) 125
N3-H3B...O4i 0.91 1.90 2.795 (2) 168
N3-H3C...O1W 0.91 1.91 2.763 (2) 155
N3-H3D...O8ii 0.91 1.88 2.783 (2) 176
O2W-H2WB...O1iii 0.82 2.07 2.849 (2) 160
N4-H4B...O3Wii 0.91 1.92 2.812 (2) 165
N4-H4C...O1 0.91 1.92 2.813 (2) 168
N4-H4D...O4Wiv 0.91 1.91 2.777 (2) 160
O3W-H3WA...O8 0.82 2.03 2.771 (2) 149
O3W-H3WB...O4v 0.82 1.99 2.787 (2) 166
O4W-H4WA...O2Wi 0.82 1.99 2.749 (2) 153
O4W-H4WB...O5 0.82 1.90 2.712 (2) 171
C10-H10A...O6vi 0.95 2.54 3.289 (2) 136
C11-H11A...O1Wvi 0.95 2.58 3.484 (2) 160
C15-H15B...O5vii 0.99 2.30 3.268 (2) 164
C16-H16A...O7ii 1.00 2.49 3.291 (2) 137
Symmetry codes: (i) [x+{\script{1\over 2}}, -y+{\script{3\over 2}}, z]; (ii) [x+{\script{1\over 2}}, -y+{\script{1\over 2}}, z]; (iii) [-x+{\script{1\over 2}}, y+{\script{1\over 2}}, z-{\script{1\over 2}}]; (iv) x, y-1, z; (v) [-x, -y+1, z-{\script{1\over 2}}]; (vi) [-x+{\script{1\over 2}}, y-{\script{1\over 2}}, z-{\script{1\over 2}}]; (vii) [-x+1, -y+1, z+{\script{1\over 2}}].

Data collection: APEX2 (Bruker, 2007[Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2007[Bruker (2007). 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: 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: SU2054 ).

References

Aghabozorg, H., Ghadermazi, M. & Attar Gharamaleki, J. (2006). Acta Cryst. E62, o3174-o3176.  [CrossRef] [details]
Aghabozorg, H., Ghadermazi, M. & Ramezanipour, F. (2006). Acta Cryst. E62, o1143-o1146.  [CrossRef] [details]
Aghabozorg, H., Ghadermazi, M., Sheshmani, S. & Attar Gharamaleki, J. (2007). Acta Cryst. E63, o2985-o2986.  [CrossRef] [details]
Aghabozorg, H., Heidari, M., Ghadermazi, M. & Attar Gharamaleki, J. (2008). Acta Cryst. E64, o1045-o1046. [CrossRef] [details]
Aghabozorg, H., Manteghi, F. & Sheshmani, S. (2008). J. Iran. Chem. Soc. 5, 184-227.
Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Flack, H. D. (1983). Acta Cryst. A39, 876-881.  [CrossRef] [ChemPort] [details]
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]

Acta Cryst (2008). E64, m874-m875   [ doi:10.1107/S1600536808016309 ]

This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.