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Volume 69 
Part 9 
Page m488  
September 2013  

Received 2 August 2013
Accepted 5 August 2013
Online 10 August 2013

Key indicators
Single-crystal X-ray study
T = 180 K
Mean [sigma](C-C) = 0.002 Å
R = 0.022
wR = 0.058
Data-to-parameter ratio = 17.4
Details
Open access

Di-[mu]-chlorido-bis[(2-aminobenzamide-[kappa]2N2,O)chloridocopper(II)]

aUnité de Recherche de Chimie de l'Environnement et Moléculaire Structurale, CHEMS, Université Constantine 1, 25000 , Algeria,bLaboratory of Solid State Chemistry and Mössbauer Spectroscopy, Laboratories for Inorganic Materials, Department of Chemistry and Biochemistry, Concordia University, Montreal, Quebec, H3G 1M8, Canada,cDépartement Sciences de la Matière, Faculté des Sciences Exactes et Sciences de la Nature et de la Vie, Université Oum El Bouaghi 04000, Algeria, and dLaboratoire de Chimie de Coordination, UPR CNRS 8241, 205 route de Narbonne, 31077 Toulouse cedex, France
Correspondence e-mail: bouacida_sofiane@yahoo.fr

The title compound, [Cu2Cl4(C7H8N2O)2], crystallizes as discrete [CuLCl2]2 (L = 2-aminobenzamide) dimers with inversion symmetry. Each CuII ion is five-coordinated and is bound to two bridging chloride ligands, a terminal chloride ligand and a bidentate 2-aminobenzamide ligand. The crystal structure exhibits alternating layers parallel to (010) along the b-axis direction. In the crystal, the components are linked via N-H...Cl hydrogen bonds, forming a three-dimensional network. These interactions link the molecules within the layers and also link the layers together and reinforce the cohesion of the structure.

Related literature

For general background to 2-aminobenzamide derivatives, see: Nagaoka et al. (2006[Nagaoka, Y., Maeda, T., Kawai, Y., Nakashima, D., Oikawa, T., Shimoke, K., Ikeuchi, T., Kuwajima, H. & Uesato, S. (2006). Eur. J. Med. Chem. 41, 697-708.]); Butsch et al. (2011[Butsch, K., Klein, A. & Bauer, M. (2011). Inorg. Chim. Acta, 374, 350-354.]); Kapoor et al. (2010[Kapoor, P., Pannu, A. P. S., Sharma, M., Hundal, M. S., Kapoor, R., Corbella, M. & Aliaga-Alcalde, N. (2010). J. Mol. Struct. 981, 40-45.]). For related structures, see: Yang et al. (2012[Yang, F., Chui, W., Guo, W., Jing, H., Min, X. & Yi, F. (2012). Bioorg. Med. Chem. Lett. 22, 4703-4706.]); Lah et al. (2006[Lah, N., Leban, I. & Clérac, R. (2006). Eur. J. Inorg. Chem. pp. 4888-4894.]). For standard bond lengths, see: Allen (2002[Allen, F. H. (2002). Acta Cryst. B58, 380-388.])

[Scheme 1]

Experimental

Crystal data
  • [Cu2Cl4(C7H8N2O)2]

  • Mr = 541.21

  • Monoclinic, P 21 /c

  • a = 8.1888 (5) Å

  • b = 13.8545 (6) Å

  • c = 8.1592 (4) Å

  • [beta] = 98.771 (5)°

  • V = 914.85 (8) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 2.93 mm-1

  • T = 180 K

  • 0.15 × 0.13 × 0.12 mm

Data collection
  • Agilent Xcalibur (Sapphire1) diffractometer

  • Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2011[Agilent (2011). CrysAlis PRO. Agilent Technologies Ltd, Yarnton, England.]) Tmin = 0.699, Tmax = 1

  • 5578 measured reflections

  • 2058 independent reflections

  • 1897 reflections with I > 2[sigma](I)

  • Rint = 0.022

Refinement
  • R[F2 > 2[sigma](F2)] = 0.022

  • wR(F2) = 0.058

  • S = 1.04

  • 2058 reflections

  • 118 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.41 e Å-3

  • [Delta][rho]min = -0.41 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N1-H1A...Cl2i 0.9200 2.4100 3.3113 (16) 166.00
N2-H2A...Cl1ii 0.8800 2.7800 3.6439 (16) 169.00
N2-H2B...Cl2iii 0.8800 2.5400 3.3493 (17) 153.00
Symmetry codes: (i) -x+1, -y, -z+1; (ii) [-x, y-{\script{1\over 2}}, -z+{\script{3\over 2}}]; (iii) x, y, z+1.

Data collection: CrysAlis PRO (Agilent, 2011[Agilent (2011). CrysAlis PRO. Agilent Technologies Ltd, Yarnton, England.]); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SIR2002 (Burla et al., 2003[Burla, M. C., Caliandro, R., Camalli, M., Carrozzini, B., Cascarano, G. L., De Caro, L., Giacovazzo, C., Polidori, G. & Spagna, R. (2005). J. Appl. Cryst. 38, 381-388.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]) and DIAMOND (Brandenburg & Berndt, 2001[Brandenburg, K. & Berndt, M. (2001). DIAMOND. Crystal Impact, Bonn, Germany.]); software used to prepare material for publication: WinGX (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HG5337 ).


Acknowledgements

This work was supported by the Unité de Recherche de Chimie de l'Environnement et Moléculaire Structurale, CHEMS, Université Constantine1. 25000 Algeria, and the Laboratoire de Chimie de Coordination, 31077 Toulouse cedex, France. Thanks are due to the Ministére de l'Enseignement Supérieur et de la Recherche Scientifique - Algérie (PNR project) for financial support.

References

Agilent (2011). CrysAlis PRO. Agilent Technologies Ltd, Yarnton, England.
Allen, F. H. (2002). Acta Cryst. B58, 380-388.  [ISI] [CrossRef] [details]
Brandenburg, K. & Berndt, M. (2001). DIAMOND. Crystal Impact, Bonn, Germany.
Burla, M. C., Caliandro, R., Camalli, M., Carrozzini, B., Cascarano, G. L., De Caro, L., Giacovazzo, C., Polidori, G. & Spagna, R. (2005). J. Appl. Cryst. 38, 381-388.  [ISI] [CrossRef] [ChemPort] [details]
Butsch, K., Klein, A. & Bauer, M. (2011). Inorg. Chim. Acta, 374, 350-354.  [ISI] [CSD] [CrossRef] [ChemPort]
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [ISI] [CrossRef] [ChemPort] [details]
Kapoor, P., Pannu, A. P. S., Sharma, M., Hundal, M. S., Kapoor, R., Corbella, M. & Aliaga-Alcalde, N. (2010). J. Mol. Struct. 981, 40-45.  [ISI] [CSD] [CrossRef] [ChemPort]
Lah, N., Leban, I. & Clérac, R. (2006). Eur. J. Inorg. Chem. pp. 4888-4894.  [ISI] [CSD] [CrossRef]
Nagaoka, Y., Maeda, T., Kawai, Y., Nakashima, D., Oikawa, T., Shimoke, K., Ikeuchi, T., Kuwajima, H. & Uesato, S. (2006). Eur. J. Med. Chem. 41, 697-708.  [ISI] [CrossRef] [PubMed] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [details]
Yang, F., Chui, W., Guo, W., Jing, H., Min, X. & Yi, F. (2012). Bioorg. Med. Chem. Lett. 22, 4703-4706.  [PubMed]


Acta Cryst (2013). E69, m488  [ doi:10.1107/S1600536813021879 ]

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