(2-Amino-7-methyl-4-oxidopteridine-6-carboxyl­ato-κ3O4,N5,O6)aqua­(ethane-1,2-diamine-κ2N,N′)nickel(II) dihydrate

Baisya, S.S.; Roy, P.S.

doi:10.1107/S160053681300069X

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 (C-C) = 0.004 Å
R = 0.050
wR = 0.135
Data-to-parameter ratio = 16.1
Details

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

Siddhartha S. Baisya ^a and Parag S. Roy ^a ^*

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

The Ni^II 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-HO, O-HN and O-HO 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); Burgmayer (1998); Fitzpatrick (2003); Fukuzumi & Kojima (2008); Kaim et al. (1999). For the structure of a related nickel complex, see: Crispini et al. (2005). For structures of related copper complexes, see: Odani et al. (1992). 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); Kohzuma et al. (1988); Russell et al. (1992). For the synthesis of the pterin ligand, see: Wittle et al. (1947). For refinement of H atoms, see: Cooper et al. (2010).

Experimental

Crystal data

[Ni(C₈H₅N₅O₃)(C₂H₈N₂)(H₂O)]·2H₂O
M_r = 392.01
Monoclinic, P 2₁ /c
a = 10.406 (4) Å
b = 14.323 (5) Å
c = 10.450 (4) Å
= 93.294 (6)°
V = 1554.9 (10) Å³
Z = 4
Mo K radiation
= 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) T_min = 0.56, T_max = 0.70
8393 measured reflections
3488 independent reflections
2760 reflections with I > 2(I)
R_int = 0.035

Refinement

R[F² > 2(F²)] = 0.050
wR(F²) = 0.135
S = 0.92
3488 reflections
217 parameters
H-atom parameters constrained
_max = 1.12 e Å^-3
_min = -0.84 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N1-H192O1ⁱ	0.89	2.39	3.175 (4)	147
N1-H192O2ⁱ	0.89	2.42	3.243 (4)	154
N2-H221O4	0.87	2.40	3.103 (5)	137
N2-H222O6ⁱⁱ	0.85	2.22	3.064 (4)	176
N7-H171O2ⁱⁱⁱ	0.92	2.16	2.890 (4)	136
N7-H172O5^iv	0.96	2.29	3.225 (5)	167
O4-H231O3ⁱⁱ	0.83	1.89	2.683 (4)	160
O4-H232O5^v	0.82	2.04	2.858 (5)	171
O5-H242O1	0.83	2.21	3.010 (4)	160
O6-H181O4	0.82	1.96	2.774 (4)	171
O6-H182N5^iv	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); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: CRYSTALS (Betteridge et al., 2003); molecular graphics: CAMERON (Watkin et al., 1996); 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.
Beddoes, R. L., Russell, J. R., Garner, C. D. & Joule, J. A. (1993). Acta Cryst. C49, 1649-1652.
Betteridge, P. W., Carruthers, J. R., Cooper, R. I., Prout, K. & Watkin, D. J. (2003). J. Appl. Cryst. 36, 1487.
Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Burgmayer, S. J. N. (1998). Struct. Bond. 92, 67-119.
Cooper, R. I., Thompson, A. L. & Watkin, D. J. (2010). J. Appl. Cryst. 43, 1100-1107.
Crispini, A., Pucci, D., Bellusci, A., Barberio, G., Deda, M. L., Cataldi, A. & Ghedini, M. (2005). Cryst. Growth Des. 5, 1597-1601.
Fitzpatrick, P. F. (2003). Biochemistry, 42, 14083-14091.
Fukuzumi, S. & Kojima, T. (2008). J. Biol. Inorg. Chem. 13, 321-333.
Kaim, W., Schwederski, B., Heilmann, O. & Hornun, F. M. (1999). Coord. Chem. Rev. 182, 323-342.
Kohzuma, T., Odani, A., Morita, Y., Takani, M. & Yamauchi, O. (1988). Inorg. Chem. 27, 3854-3858.
Odani, A., Masuda, H., Inukai, K. & Yamauchi, O. (1992). J. Am. Chem. Soc. 114, 6294-6300.
Russell, J. R., Garner, C. D. & Joule, J. A. (1992). J. Chem. Soc. Perkin Trans. 1, pp. 1245-1249.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
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.