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Volume 64 
Part 5 
Pages m633-m634  
May 2008  

Received 14 March 2008
Accepted 3 April 2008
Online 10 April 2008

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Key indicators
Single-crystal X-ray study
T = 298 K
Mean [sigma](C-C) = 0.005 Å
R = 0.037
wR = 0.099
Data-to-parameter ratio = 15.1
Details
Open access

(3,5-Dichlorosalicylaldehyde thiosemicarbazonato-[kappa]3S,N1,O)(N,N'-dimethylformamide-[kappa]O)copper(II) dimethylformamide solvate

Yuan Wang,a Zheng Liua and Jiong-Yang Gaoa*

aKey Laboratory of Non-ferrous Metal Materials and New Processing Technology, Department of Materials and Chemical Engineering, Guilin University of Technology, Ministry of Education, Guilin 541004, People's Republic of China
Correspondence e-mail: lisa4.6@163.com

In the title compound, [Cu(C8H5Cl2N3OS)(C3H7NO)]·C3H7NO, the CuII atom is coordinated in a slightly distorted square-planar geometry by an O, an S and an N atom from the tridentate ligand 3,5-dichlorosalicylaldehyde thiosemicarbazonate ligand and one O atom from dimethylformamide. At the same time, the Cu atom is in contact with S and Cl atoms from another two complexes [Cu...S and Cu...Cl = 2.9791 (2) and 3.3800 (3) Å, respectively], thereby forming a [4 + 2] coordination geometry. The crystal structure exhibits N-H...O and N-H...N hydrogen bonds.

Related literature

For studies of thiosemicarbazone complexes containing amino acids, see: Garcia-Orozco et al. (2002[Garcia-Orozco, I., Tapia-Benavides, A. R., Alvarez-Toledano, C., Toscano, R. A., Ramirez-Rosales, D. & Zamorano-Ulloa, R. (2002). J. Mol. Struct. 604, 57-64.]); Seena et al. (2007[Seena, E. B., Maliyeckal, R. & Kurup, P. (2007). Polyhedron, 26, 829-, 36.]); Valdes-Martinez et al. (1995[Valdes-Martinez, J., Toscano, R. A. & Ramirez-Ortiz, J. (1995). Polyhedron, 14, 579-583.]); Singh et al. (1997[Singh, K., Long, J. R. & Stavropoulos, P. (1997). J. Am. Chem. Soc. 119, 2942-2943.]); Shen et al. (1997[Shen, X., Wu, D., Huang, X., Liu, Q., Huang, Z. & Kang, B. (1997). Polyhedron, 16, 1477-1482.]); Zimmer et al. (1991[Zimmer, M., Schulte, G., Luo, X.-L. & Crabtree, R. H. (1991). Angew. Chem. Int. Ed. Engl. 30, 193-194.]).

[Scheme 1]

Experimental

Crystal data

  • [Cu(C8H5Cl2N3OS)(C3H7NO)]·C3H7NO

  • Mr = 471.84

  • Monoclinic, P 21 /n

  • a = 9.4979 (10) Å

  • b = 9.8057 (12) Å

  • c = 21.744 (2) Å

  • [beta] = 94.263 (2)°

  • V = 2019.5 (4) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 1.47 mm-1

  • T = 298 (2) K

  • 0.49 × 0.47 × 0.24 mm
Data collection

  • Bruker SMART 1000 diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.532, Tmax = 0.719

  • 9869 measured reflections

  • 3558 independent reflections

  • 2587 reflections with I > 2[sigma](I)

  • Rint = 0.034
Refinement

  • R[F2 > 2[sigma](F2)] = 0.036

  • wR(F2) = 0.098

  • S = 1.06

  • 3558 reflections

  • 235 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.31 e Å-3

  • [Delta][rho]min = -0.50 e Å-3

Table 1
Selected geometric parameters (Å, °)

Cu1-O1 1.909 (2)
Cu1-N1 1.954 (3)
Cu1-O2 1.985 (2)
Cu1-S1 2.2567 (10)
O1-Cu1-N1 93.55 (11)
O1-Cu1-O2 90.55 (11)
N1-Cu1-O2 172.04 (11)
O1-Cu1-S1 176.26 (8)
N1-Cu1-S1 86.04 (8)
O2-Cu1-S1 89.43 (8)
C4-O1-Cu1 127.5 (2)
C9-O2-Cu1 123.8 (3)
C1-S1-Cu1 94.29 (11)

Table 2
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N3-H3A...N2i 0.86 2.14 2.992 (4) 170
N3-H3B...O3ii 0.86 2.08 2.886 (4) 157
Symmetry codes: (i) -x+2, -y+1, -z+1; (ii) [x+{\script{1\over 2}}, -y+{\script{3\over 2}}, z+{\script{1\over 2}}].

Data collection: SMART (Bruker, 2007[Bruker (2007). SAINT and SMART. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2007[Bruker (2007). SAINT and SMART. 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: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: OM2219 ).

Acknowledgements

We acknowledge financial support by the Key Laboratory of Non-ferrous Metal Materials and New Processing Technology, Ministry of Education, China.

References

Bruker (2007). SAINT and SMART. Bruker AXS Inc., Madison, Wisconsin, USA.
Garcia-Orozco, I., Tapia-Benavides, A. R., Alvarez-Toledano, C., Toscano, R. A., Ramirez-Rosales, D. & Zamorano-Ulloa, R. (2002). J. Mol. Struct. 604, 57-64.  [CrossRef] [ChemPort]
Seena, E. B., Maliyeckal, R. & Kurup, P. (2007). Polyhedron, 26, 829-, 36.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Shen, X., Wu, D., Huang, X., Liu, Q., Huang, Z. & Kang, B. (1997). Polyhedron, 16, 1477-1482.  [CrossRef] [ChemPort] [ISI]
Singh, K., Long, J. R. & Stavropoulos, P. (1997). J. Am. Chem. Soc. 119, 2942-2943.  [CrossRef] [ChemPort]
Valdes-Martinez, J., Toscano, R. A. & Ramirez-Ortiz, J. (1995). Polyhedron, 14, 579-583.  [CrossRef] [ChemPort]
Zimmer, M., Schulte, G., Luo, X.-L. & Crabtree, R. H. (1991). Angew. Chem. Int. Ed. Engl. 30, 193-194.

Acta Cryst (2008). E64, m633-m634   [ doi:10.1107/S1600536808008982 ]

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