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Volume 69 
Part 1 
Pages m70-m71  
January 2013  

Received 10 December 2012
Accepted 18 December 2012
Online 22 December 2012

Key indicators
Single-crystal X-ray study
T = 110 K
Mean [sigma](C-C) = 0.005 Å
R = 0.057
wR = 0.129
Data-to-parameter ratio = 15.0
Details
Open access

(2-Amino-7-methyl-4-oxidopteridine-6-carboxylato-[kappa]3O4,N5,O6)aqua(1,10-phenanthroline-[kappa]2N,N')cobalt(II) trihydrate

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

In the title compound, [Co(C8H5N5O3)(C12H8N2)(H2O)]·3H2O, a tridentate 2-amino-7-methyl-4-oxidopteridine-6-carboxylate ligand, a bidentate ancillary 1,10-phenanthroline (phen) ligand and a water molecule complete a distorted octahedral geometry around the CoII atom. The pterin ligand forms two chelate rings. The phen and pterin ring systems are nearly perpendicular [dihedral angle = 85.15 (8)°]. N-H...O, O-H...N and O-H...O hydrogen bonds link the complex molecules and lattice water molecules into a layer parallel to (001). [pi]-[pi] stacking contacts (involving phen-phen and pteridine-pteridine) are also observed [centroid-centroid distances = 3.670 (2), 3.547 (2), 3.698 (2) and 3.349 (2) Å].

Related literature

For background to the chemistry of pterins 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.]). For structures of related cobalt complexes, see: Acuña-Cueva et al. (2003[Acuña-Cueva, E. R., Faure, R., Illán-Cabeza, N. A., Jiménez-Pulido, S. B., Moreno-Carretero, M. N. & Quirós-Olozábal, M. (2003). Inorg. Chim. Acta, 342, 209-218.]); Beddoes et al. (1997[Beddoes, R. L., Dinsmore, A., Helliwell, M., Garner, C. D. & Joule, J. A. (1997). Acta Cryst. C53, 213-215.]); Burgmayer & Stiefel (1988[Burgmayer, S. J. N. & Stiefel, E. I. (1988). Inorg. Chem. 27, 4059-4061.]); Funahashi et al. (1997[Funahashi, Y., Hara, Y., Masuda, H. & Yamauchi, O. (1997). Inorg. Chem. 36, 3869-3875.]). 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.]).

[Scheme 1]

Experimental

Crystal data
  • [Co(C8H5N5O3)(C12H8N2)(H2O)]·3H2O

  • Mr = 530.36

  • Triclinic, [P \overline 1]

  • a = 8.454 (2) Å

  • b = 9.934 (3) Å

  • c = 13.778 (4) Å

  • [alpha] = 97.534 (4)°

  • [beta] = 95.281 (4)°

  • [gamma] = 110.603 (4)°

  • V = 1061.8 (5) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.87 mm-1

  • T = 110 K

  • 0.23 × 0.11 × 0.04 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 = 0.82, Tmax = 0.97

  • 8945 measured reflections

  • 4726 independent reflections

  • 4360 reflections with I > 2[sigma](I)

  • Rint = 0.030

Refinement
  • R[F2 > 2[sigma](F2)] = 0.057

  • wR(F2) = 0.129

  • S = 1.03

  • 4726 reflections

  • 316 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.99 e Å-3

  • [Delta][rho]min = -0.88 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N7-H141...O2i 0.85 2.12 2.942 (4) 163
N7-H142...O6ii 0.84 2.15 2.970 (4) 165
O4-H181...O6 0.81 1.93 2.717 (3) 164
O4-H182...N5ii 0.80 2.25 3.051 (4) 176
O5-H341...O1 0.82 2.34 3.079 (4) 151
O5-H341...O2 0.82 2.23 2.896 (4) 139
O5-H342...N4iii 0.82 2.04 2.844 (4) 166
O6-H351...O5 0.83 1.92 2.740 (4) 174
O6-H352...N5iv 0.82 2.05 2.871 (4) 176
O7-H331...O5i 0.80 2.25 2.941 (4) 145
O7-H332...O3 0.81 2.23 2.962 (5) 151
Symmetry codes: (i) x+1, y+1, z; (ii) -x+1, -y+1, -z+1; (iii) x-1, y-1, z; (iv) x, 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: HY2609 ).


Acknowledgements

The authors express their gratitude 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 the University of North Bengal for infrastructure.

References

Acuña-Cueva, E. R., Faure, R., Illán-Cabeza, N. A., Jiménez-Pulido, S. B., Moreno-Carretero, M. N. & Quirós-Olozábal, M. (2003). Inorg. Chim. Acta, 342, 209-218.
Basu, P. & Burgmayer, S. J. N. (2011). Coord. Chem. Rev. 255, 1016-1038.  [CrossRef] [ChemPort] [PubMed]
Beddoes, R. L., Dinsmore, A., Helliwell, M., Garner, C. D. & Joule, J. A. (1997). Acta Cryst. C53, 213-215.  [CrossRef] [details]
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]
Burgmayer, S. J. N. & Stiefel, E. I. (1988). Inorg. Chem. 27, 4059-4061.  [CrossRef] [ChemPort]
Fitzpatrick, P. F. (2003). Biochemistry, 42, 14083-14091.  [CrossRef] [PubMed] [ChemPort]
Fukuzumi, S. & Kojima, T. (2008). J. Biol. Inorg. Chem. 13, 321-333.  [CrossRef] [PubMed] [ChemPort]
Funahashi, Y., Hara, Y., Masuda, H. & Yamauchi, O. (1997). Inorg. Chem. 36, 3869-3875.  [CrossRef] [ChemPort]
Kohzuma, T., Odani, A., Morita, Y., Takani, M. & Yamauchi, O. (1988). Inorg. Chem. 27, 3854-3858.  [CrossRef] [ChemPort]
Odani, A., Masuda, H., Inukai, K. & Yamauchi, O. (1992). J. Am. Chem. Soc. 114, 6294-6300.  [CrossRef] [ChemPort]
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]


Acta Cryst (2013). E69, m70-m71   [ doi:10.1107/S1600536812051185 ]

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