Poly[[μ2-(1Z,N′E)-2-(1,3-benzothia­zol-2-ylsulfan­yl)-N′-(2-oxidobenzyl­idene-κ2O:O)acetohydrazidato-κ2O,N′](pyridine-κN)copper(II)]

Bon, V.V.; Orysyk, S.I.; Pekhnyo, V.I.

doi:10.1107/S160053681004986X

Volume 67
Part 1
Page m11
January 2011

Received 18 November 2010
Accepted 29 November 2010
Online 4 December 2010

Key indicators
Single-crystal X-ray study
T = 173 K
Mean (C-C) = 0.004 Å
R = 0.037
wR = 0.089
Data-to-parameter ratio = 14.8
Details

Poly[[₂-(1Z,N'E)-2-(1,3-benzothiazol-2-ylsulfanyl)-N'-(2-oxidobenzylidene-²O:O)acetohydrazidato-²O,N'](pyridine-N)copper(II)]

Vladimir V. Bon,^a Svitlana I. Orysyk ^a ^* and Vasily I. Pekhnyo ^a

^aInstitute of General and Inorganic Chemistry, NAS Ukraine, Kyiv, Prosp. Palladina 32/34, 03680, Ukraine
Correspondence e-mail: orysyk@ionc.kiev.ua

In the title compound, [Cu(C₁₆H₁₁N₃O₂S₂)(C₅H₅N)]_n, the Cu^II atom displays a square-pyramidal CuN₂O₃ coordination geometry with strong elongation in the vertex direction. The hydrazone molecule is coordinated to the Cu^II atom in a tridentate manner in the enolic form, creating five- and six-membered chelate metallarings. The pyridine molecule completes the square-planar base of the copper coordination environment. The crystal structure displays zigzag polymeric Cu-O-Cu chains along [001]. Several weak [pi] - [pi] interactions between benzothiazole rings were found in the same direction [centroid-centroid distances = 3.7484 (16), 3.7483 (16), 3.6731 (17) and 3.7649 (17) Å].

Related literature

For general background to the biological activity of hydrazones and their metal complexes, see: Belkheiri et al. (2010); Pavan et al. (2010). For related structures, see: Luo et al. (2009).

Experimental

Crystal data

[Cu(C₁₆H₁₁N₃O₂S₂)(C₅H₅N)]
M_r = 484.04
Orthorhombic, P c c n
a = 21.6256 (5) Å
b = 25.3751 (7) Å
c = 7.1230 (2) Å
V = 3908.76 (18) Å³
Z = 8
Mo K radiation
= 1.36 mm^-1
T = 173 K
0.50 × 0.08 × 0.06 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2005) T_min = 0.550, T_max = 0.923
18118 measured reflections
4003 independent reflections
2903 reflections with I > 2(I)
R_int = 0.055

Refinement

R[F² > 2(F²)] = 0.037
wR(F²) = 0.089
S = 1.02
4003 reflections
271 parameters
H-atom parameters constrained
_max = 0.38 e Å^-3
_min = -0.33 e Å^-3

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg & Putz, 2010); software used to prepare material for publication: publCIF (Westrip, 2010).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: RK2250 ).

Acknowledgements

The authors thank the Ukrainian National Academy of Sciences for support of this study (project No 20-10).

References

Belkheiri, N., Bouguerne, B., Bedos-Belval, F., Duran, H., Bernis, C., Salvayre, R., Nègre-Salvayre, A. & Baltas, M. (2010). Eur. J. Med. Chem. 45, 3019-3026.
Brandenburg, K. & Putz, H. (2010). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Bruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Luo, W., Meng, X.-G., Cheng, G.-Z. & Ji, Z.-P. (2009). Inorg. Chim. Acta, 362, 551-555.
Pavan, F. R., Maia, P. I. da S., Leite, S. R. A., Deflon, V. M., Batista, A. A., Sato, D. N., Franzblau, S. G. & Leite, C. Q. F. (2010). Eur. J. Med. Chem. 45, 1898-1905.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.