Aqua­(4-methyl­quinoline-κN)[N-(2-oxidobenzyl­idene)glycinato-κ3O,N,O′]copper(II) hemihydrate

Trávníček, Z.; Marek, J.; Vančo, J.; Švajlenová, O.

doi:10.1107/S1600536807067852

Volume 64
Part 2
Pages m282-m283
February 2008

Received 15 December 2007
Accepted 20 December 2007
Online 4 January 2008

Key indicators
Single-crystal X-ray study
T = 120 K
Mean (C-C) = 0.006 Å
R = 0.047
wR = 0.113
Data-to-parameter ratio = 12.5
Details

Aqua(4-methylquinoline-N)[N-(2-oxidobenzylidene)glycinato-³O,N,O']copper(II) hemihydrate

Zdenek Trávnícek,^a ^* Jaromír Marek,^a,^b Ján Vanco ^a,^c and Olga Svajlenová ^d

^aDepartment of Inorganic Chemistry, Faculty of Science, Palacký University, Krízkovského 10, CZ-771 47 Olomouc, Czech Republic,^bLaboratory of Functional Genomics and Proteomics, Institute of Experimental Biology, Faculty of Science, Masaryk University, Kamenice 5, CZ-625 00 Brno, Czech Republic,^cDepartment of Chemical Drugs, Faculty of Pharmacy, Palackého 1/3, CZ-612 42 Brno, Czech Republic, and ^dDepartment of Chemical Theory of Drugs, Faculty of Pharmacy, Comenius University, Kalinciakova 8, SK-832 32 Bratislava, Slovak Republic
Correspondence e-mail: zdenek.travnicek@upol.cz

The title complex, [Cu(C₉H₇NO₃)(C₁₀H₉N)(H₂O)]·0.5H₂O, crystallizes with two independent formula units in the asymmetric unit; the solvent molecule is located on a twofold axis of symmetry. The Cu^II atom is coordinated by one tridentate N-salicylideneglycinate Schiff base ligand, one 4-methylquinoline ligand and one water molecule, leading to a slightly distorted square-pyramidal N₂O₃ geometry. In the crystal structure, the molecules are linked by O-HO hydrogen bonds into linear chains in the [100] direction. The structure is further stabilized by intermolecular C-HO interactions and CC contacts with CC = 3.3058 (2), 3.3636 (2) and 3.3946 (2) Å.

Related literature

For synthesis, see: Kishita et al. (1964). For related literature, see: Katsuki (2003); Vanco et al. (2004, 2008); Bauerová et al. (2005). For related structures, see: Valent et al. (2002); Warda (1998a,b,c,d).

Experimental

Crystal data

[Cu(C₉H₇NO₃)(C₁₀H₉N)(H₂O)]·0.5H₂O
M_r = 410.9
Monoclinic, P 2/c
a = 10.0966 (7) Å
b = 12.3483 (6) Å
c = 28.8133 (17) Å
= 97.730 (6)°
V = 3559.7 (4) Å³
Z = 8
Mo K radiation
= 1.26 mm^-1
T = 120 (2) K
0.30 × 0.25 × 0.25 mm

Data collection

Kuma KM-4-CCD diffractometer
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2006 $[Oxford Diffraction (2006). CrysAlis CCD and CrysAlis RED. Versions 1.171.31.7. Oxford Diffraction Ltd, Abingdon, Oxfordshire, England.]$ ) T_min = 0.690, T_max = 0.729
19645 measured reflections
6242 independent reflections
4225 reflections with I > 2(I)
R_int = 0.049

Refinement

R[F² > 2(F²)] = 0.047
wR(F²) = 0.113
S = 1.09
6242 reflections
499 parameters
6 restraints
H atoms treated by a mixture of independent and constrained refinement
_max = 0.66 e Å^-3
_min = -0.54 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O4-H4VO102ⁱ	0.879 (19)	1.88 (2)	2.756 (4)	174 (4)
O4-H4WO2ⁱⁱ	0.87 (4)	2.01 (3)	2.825 (4)	155 (4)
O5-H5VO101ⁱⁱⁱ	0.890 (19)	1.99 (2)	2.865 (4)	169 (4)
O6-H6VO1	0.876 (19)	2.01 (2)	2.867 (4)	165 (4)
O104-H4YO2	0.879 (19)	1.90 (2)	2.751 (4)	162 (4)
O104-H4ZO102ⁱⁱⁱ	0.87 (4)	1.98 (2)	2.823 (4)	162 (4)
Symmetry codes: (i) x+1, y, z; (ii) $[-x+1, y, -z+{\script{1\over 2}}]$ ; (iii) $[-x, y, -z+{\script{1\over 2}}]$ .

Data collection: CrysAlis CCD (Oxford Diffraction, 2006 $[Oxford Diffraction (2006). CrysAlis CCD and CrysAlis RED. Versions 1.171.31.7. Oxford Diffraction Ltd, Abingdon, Oxfordshire, England.]$ ); cell refinement: CrysAlis RED (Oxford Diffraction, 2006 $[Oxford Diffraction (2006). CrysAlis CCD and CrysAlis RED. Versions 1.171.31.7. Oxford Diffraction Ltd, Abingdon, Oxfordshire, England.]$ ); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: DIAMOND (Brandenburg, 2006); software used to prepare material for publication: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: TK2236 ).

Acknowledgements

Financial support of this work by the Ministry of Education, Youth and Sports of the Czech Republic (grant Nos. MSM6198959218, MSM0021622415 and MSM6215712403) and the Scientific Grant Agency of the Ministry of Education of the Slovak Republic (grant No. VEGA 1/3416/06) is gratefully acknowledged.

References

Bauerová, K., Valentová, J., Ponist, S., Navarová, J., Komendová, D. & Mihalová, D. (2005). Biologia, 60, 65-68.
Brandenburg, K. (2006). DIAMOND. Release 3.1e. Crystal Impact GbR, Bonn, Germany.
Katsuki, T. (2003). Synlett, pp. 281-297.
Kishita, M., Nakahara, A. & Kubo, M. (1964). Aust. J. Chem. 17, 810-816.
Oxford Diffraction (2006). CrysAlis CCD and CrysAlis RED. Versions 1.171.31.7. Oxford Diffraction Ltd, Abingdon, Oxfordshire, England.
Sheldrick, G. M. (1990). Acta Cryst. A46, 467-473.
Sheldrick, G. M. (1997). SHELXL97. University of Göttingen, Germany.
Valent, A., Melník, M., Hudecová, D., Dudová, B., Kivekäs, R. & Sundberg, M. R. (2002). Inorg. Chim. Acta, 340, 15-20.
Vanco, J., Marek, J., Trávnícek, Z., Racanská, E., Muselík, J. & Svajlenová, O. (2008). J. Inorg. Biochem. In the press. doi:10.1016/j.jinorgbio.2007.10.003.
Vanco, J., Svajlenová, O., Racanská, E., Muselík, J. & Valentová, J. (2004). J. Trace Elem. Med. Biol. 18, 155-161.
Warda, S. A. (1998a). Acta Cryst. C54, 187-189.
Warda, S. A. (1998b). Acta Cryst. C54, 768-770.
Warda, S. A. (1998c). Acta Cryst. C54, 1236-1238.
Warda, S. A. (1998d). Acta Cryst. C54, 1754-1755.

metal-organic compounds

Aqua(4-methylquinoline-N)[N-(2-oxidobenzylidene)glycinato-3O,N,O']copper(II) hemihydrate