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Volume 69 
Part 2 
Pages m99-m100  
February 2013  

Received 24 December 2012
Accepted 8 January 2013
Online 12 January 2013

Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.004 Å
R = 0.050
wR = 0.135
Data-to-parameter ratio = 16.1
Details
Open access

(2-Amino-7-methyl-4-oxidopteridine-6-carboxylato-[kappa]3O4,N5,O6)aqua(ethane-1,2-diamine-[kappa]2N,N')nickel(II) dihydrate

aDepartment of Chemistry, University of North Bengal, Siliguri 734 013, India
Correspondence e-mail: psrnbu@gmail.com

The NiII atom in the title complex, [Ni(C8H5N5O3)(C2H8N2)(H2O)]·2H2O, is six-coordinated in a distorted octahedral geometry by a tridentate 2-amino-7-methyl-4-oxidopteridine-6-carboxylate (pterin) ligand, a bidentate ancillary ethane-1,2-diamine (en) ligand and a water molecule. The pterin ligand forms two chelate rings. The en and pterin ligands are arranged nearly orthogonally [dihedral angle between the mean plane of the en molecule and the pterin ring = 77.1 (1)°]. N-H...O, O-H...N and O-H...O hydrogen bonds link the complex molecules and lattice water molecules into a three-dimensional network. [pi]-[pi] interactions are observed between the pyrazine and pyrimidine rings [centroid-centroid distance = 3.437 (2) Å].

Related literature

For the importance of pterin in metalloenzymes, see: Basu & Burgmayer (2011[Basu, P. & Burgmayer, S. J. N. (2011). Coord. Chem. Rev. 255, 1016-1038.]); Burgmayer (1998[Burgmayer, S. J. N. (1998). Struct. Bond. 92, 67-119.]); Fitzpatrick (2003[Fitzpatrick, P. F. (2003). Biochemistry, 42, 14083-14091.]); Fukuzumi & Kojima (2008[Fukuzumi, S. & Kojima, T. (2008). J. Biol. Inorg. Chem. 13, 321-333.]); Kaim et al. (1999[Kaim, W., Schwederski, B., Heilmann, O. & Hornun, F. M. (1999). Coord. Chem. Rev. 182, 323-342.]). For the structure of a related nickel complex, see: Crispini et al. (2005[Crispini, A., Pucci, D., Bellusci, A., Barberio, G., Deda, M. L., Cataldi, A. & Ghedini, M. (2005). Cryst. Growth Des. 5, 1597-1601.]). For structures of related copper complexes, see: Odani et al. (1992[Odani, A., Masuda, H., Inukai, K. & Yamauchi, O. (1992). J. Am. Chem. Soc. 114, 6294-6300.]). For the electron-shuffling ability of the pterin unit as well as its donor groups and the effect on the geometric parameters of related complexes, see: Beddoes et al. (1993[Beddoes, R. L., Russell, J. R., Garner, C. D. & Joule, J. A. (1993). Acta Cryst. C49, 1649-1652.]); Kohzuma et al. (1988[Kohzuma, T., Odani, A., Morita, Y., Takani, M. & Yamauchi, O. (1988). Inorg. Chem. 27, 3854-3858.]); Russell et al. (1992[Russell, J. R., Garner, C. D. & Joule, J. A. (1992). J. Chem. Soc. Perkin Trans. 1, pp. 1245-1249.]). For the synthesis of the pterin ligand, see: Wittle et al. (1947[Wittle, E. L., O'Dell, B. L., Vandenbelt, J. M. & Pfiffner, J. J. (1947). J. Am. Chem. Soc. 69, 1786-1792.]). For refinement of H atoms, see: Cooper et al. (2010[Cooper, R. I., Thompson, A. L. & Watkin, D. J. (2010). J. Appl. Cryst. 43, 1100-1107.]).

[Scheme 1]

Experimental

Crystal data
  • [Ni(C8H5N5O3)(C2H8N2)(H2O)]·2H2O

  • Mr = 392.01

  • Monoclinic, P 21 /c

  • a = 10.406 (4) Å

  • b = 14.323 (5) Å

  • c = 10.450 (4) Å

  • [beta] = 93.294 (6)°

  • V = 1554.9 (10) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 1.29 mm-1

  • T = 293 K

  • 0.49 × 0.38 × 0.28 mm

Data collection
  • Bruker Kappa APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.56, Tmax = 0.70

  • 8393 measured reflections

  • 3488 independent reflections

  • 2760 reflections with I > 2[sigma](I)

  • Rint = 0.035

Refinement
  • R[F2 > 2[sigma](F2)] = 0.050

  • wR(F2) = 0.135

  • S = 0.92

  • 3488 reflections

  • 217 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 1.12 e Å-3

  • [Delta][rho]min = -0.84 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N1-H192...O1i 0.89 2.39 3.175 (4) 147
N1-H192...O2i 0.89 2.42 3.243 (4) 154
N2-H221...O4 0.87 2.40 3.103 (5) 137
N2-H222...O6ii 0.85 2.22 3.064 (4) 176
N7-H171...O2iii 0.92 2.16 2.890 (4) 136
N7-H172...O5iv 0.96 2.29 3.225 (5) 167
O4-H231...O3ii 0.83 1.89 2.683 (4) 160
O4-H232...O5v 0.82 2.04 2.858 (5) 171
O5-H242...O1 0.83 2.21 3.010 (4) 160
O6-H181...O4 0.82 1.96 2.774 (4) 171
O6-H182...N5iv 0.84 2.06 2.805 (3) 148
Symmetry codes: (i) [x, -y+{\script{1\over 2}}, z+{\script{1\over 2}}]; (ii) -x+1, -y+1, -z+1; (iii) x, y, z+1; (iv) -x, -y+1, -z+1; (v) -x+1, -y+1, -z.

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: CRYSTALS (Betteridge et al., 2003[Betteridge, P. W., Carruthers, J. R., Cooper, R. I., Prout, K. & Watkin, D. J. (2003). J. Appl. Cryst. 36, 1487.]); molecular graphics: CAMERON (Watkin et al., 1996[Watkin, D. J., Prout, C. K. & Pearce, L. J. (1996). CAMERON. Chemical Crystallography Laboratory, Oxford, England.]); software used to prepare material for publication: CRYSTALS.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HY2612 ).


Acknowledgements

The authors are grateful to the UGC, New Delhi, for financial assistance (SAP-DRS program). Thanks are due to the CSMCRI, Bhavnagar, Gujrat, India, for the X-ray structural data and elemental analysis data, and the University of North Bengal for infrastructure.

References

Basu, P. & Burgmayer, S. J. N. (2011). Coord. Chem. Rev. 255, 1016-1038.  [ISI] [CrossRef] [ChemPort] [PubMed]
Beddoes, R. L., Russell, J. R., Garner, C. D. & Joule, J. A. (1993). Acta Cryst. C49, 1649-1652.  [CrossRef] [details]
Betteridge, P. W., Carruthers, J. R., Cooper, R. I., Prout, K. & Watkin, D. J. (2003). J. Appl. Cryst. 36, 1487.  [ISI] [CrossRef] [details]
Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Burgmayer, S. J. N. (1998). Struct. Bond. 92, 67-119.  [ChemPort]
Cooper, R. I., Thompson, A. L. & Watkin, D. J. (2010). J. Appl. Cryst. 43, 1100-1107.  [ISI] [CrossRef] [ChemPort] [details]
Crispini, A., Pucci, D., Bellusci, A., Barberio, G., Deda, M. L., Cataldi, A. & Ghedini, M. (2005). Cryst. Growth Des. 5, 1597-1601.  [CSD] [CrossRef] [ChemPort]
Fitzpatrick, P. F. (2003). Biochemistry, 42, 14083-14091.  [ISI] [CrossRef] [PubMed] [ChemPort]
Fukuzumi, S. & Kojima, T. (2008). J. Biol. Inorg. Chem. 13, 321-333.  [ISI] [CrossRef] [PubMed] [ChemPort]
Kaim, W., Schwederski, B., Heilmann, O. & Hornun, F. M. (1999). Coord. Chem. Rev. 182, 323-342.  [ISI] [CrossRef]
Kohzuma, T., Odani, A., Morita, Y., Takani, M. & Yamauchi, O. (1988). Inorg. Chem. 27, 3854-3858.  [CrossRef] [ChemPort] [ISI]
Odani, A., Masuda, H., Inukai, K. & Yamauchi, O. (1992). J. Am. Chem. Soc. 114, 6294-6300.  [CrossRef] [ChemPort] [ISI]
Russell, J. R., Garner, C. D. & Joule, J. A. (1992). J. Chem. Soc. Perkin Trans. 1, pp. 1245-1249.  [CrossRef]
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Watkin, D. J., Prout, C. K. & Pearce, L. J. (1996). CAMERON. Chemical Crystallography Laboratory, Oxford, England.
Wittle, E. L., O'Dell, B. L., Vandenbelt, J. M. & Pfiffner, J. J. (1947). J. Am. Chem. Soc. 69, 1786-1792.  [CrossRef] [ChemPort] [PubMed] [ISI]


Acta Cryst (2013). E69, m99-m100   [ doi:10.1107/S160053681300069X ]

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