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Volume 70 
Part 1 
Pages m28-m29  
January 2014  

Received 1 December 2013
Accepted 18 December 2013
Online 24 December 2013

Key indicators
Single-crystal X-ray study
T = 150 K
Mean [sigma](C-C) = 0.008 Å
R = 0.040
wR = 0.067
Data-to-parameter ratio = 17.1
Details
Open access

Bis(4-amino­benzene­sulfonamide-[kappa]N4)di­chlorido­zinc

aUnité de Recherche de Chimie de l'Environnement et Moléculaire Structurale, CHEMS, Université Constantine 1, 25000, Algeria,bDépartement Sciences de la Matière, Faculté des Sciences Exactes et Sciences de la Nature et de la Vie, Université Oum El Bouaghi, Algeria, and cLaboratory of Solid State Chemistry and Mössbauer Spectroscopy, Laboratories for Inorganic Materials, Department of Chemistry and Biochemistry, Concordia University, Montreal, Quebec, H3G 1M8, Canada
Correspondence e-mail: bouacida_sofiane@yahoo.fr

In the title compound, [ZnCl2(C6H8N2O2S)2], the ZnII ion lies on a twofold rotation axis and has a slightly distorted tetra­hedral coordination geometry, involving two Cl atoms and two N atoms from the amino groups attached directly to the benzene rings [Zn-Cl = 2.2288 (16) Å and Zn-N = 2.060 (5) Å]. The dihedral angle between the benzene rings is 67.1 (3)°. The crystal packing can be describe as layers in a zigzag arrangement parallel to (001). The amine H atoms act as donor atoms and participate in inter­molecular N-H...O and N-H...Cl hydrogen bonds, forming a three-dimensional network.

Related literature

For background to sulfanilamides and their applications, see: Wong & Giandomenico (1999[Wong, E. & Giandomenico, C. M. (1999). Chem. Rev. 99, 2451-2466.]); Ferrer et al. (1990[Ferrer, S., Borras, J. & Garcia-Espana, E. (1990). J. Inorg. Biochem. 39, 297-306.]); Supuran et al. (1998[Supuran, C. T., Mincoine, F., Scozzafava, A., Brigenti, F., Mincinone, G. & Ilies, M. A. (1998). Eur. J. Med. Chem. 33, 247-254.]); Medina et al. (1999[Medina, J. C., Roche, D., Shan, B., Learned, R. M., Frankmoelle, W. P. & Clark, D. L. (1999). Bioorg. Med. Chem. Lett. 9, 1843-1846.]). For related structures, see: Benmebarek et al. (2012[Benmebarek, S., Boudraa, M., Bouacida, S. & Daran, J.-C. (2012). Acta Cryst. E68, o3207.], 2013[Benmebarek, S., Boudraa, M., Bouacida, S. & Merazig, H. (2013). Acta Cryst. E69, o432.]).

[Scheme 1]

Experimental

Crystal data
  • [ZnCl2(C6H8N2O2S)2]

  • Mr = 480.68

  • Orthorhombic, A b a 2

  • a = 7.7957 (15) Å

  • b = 27.916 (6) Å

  • c = 8.2701 (17) Å

  • V = 1799.8 (6) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 1.92 mm-1

  • T = 150 K

  • 0.23 × 0.19 × 0.15 mm

Data collection
  • Bruker APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2002[Bruker (2002). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.639, Tmax = 0.746

  • 6151 measured reflections

  • 2051 independent reflections

  • 1563 reflections with I > 2[sigma](I)

  • Rint = 0.075

Refinement
  • R[F2 > 2[sigma](F2)] = 0.040

  • wR(F2) = 0.067

  • S = 1.00

  • 2051 reflections

  • 120 parameters

  • 3 restraints

  • H atoms treated by a mixture of independent and constrained refinement

  • [Delta][rho]max = 0.38 e Å-3

  • [Delta][rho]min = -0.40 e Å-3

  • Absolute structure: Flack parameter determined using 601 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons et al., 2013[Parsons, S., Flack, H. D. & Wagner, T. (2013). Acta Cryst. B69, 249-259.])

  • Absolute structure parameter: 0.037 (18)

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N1-H1A...Cl1i 0.99 2.50 3.327 (5) 141
N2-H1N...O2ii 0.86 (5) 2.10 (6) 2.891 (8) 152 (5)
N2-H2N...O1iii 0.86 (5) 2.18 (6) 3.015 (8) 163 (5)
Symmetry codes: (i) [x+{\script{1\over 2}}, -y, z-{\script{1\over 2}}]; (ii) [-x+1, -y+{\script{1\over 2}}, z-{\script{1\over 2}}]; (iii) [-x+{\script{3\over 2}}, y, z-{\script{1\over 2}}].

Data collection: APEX2 (Bruker, 2011[Bruker (2011). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2011[Bruker (2011). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SIR2002 (Burla et al., 2005[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: SHELXL2013 (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: LH5676 ).


Acknowledgements

This work was supported by the Unité de Recherche de Chimie de l'Environnement et Moléculaire Structurale, CHEMS, Université de Constantine1, Algeria. Thanks are due to MESRS and ATRST (Ministére de l'Enseignement Supérieur et de la Recherche Scientifique et l'Agence Thématique de Recherche en Sciences et Technologie - Algérie) via the PNR programme for financial support.

References

Benmebarek, S., Boudraa, M., Bouacida, S. & Daran, J.-C. (2012). Acta Cryst. E68, o3207.  [CSD] [CrossRef] [IUCr Journals]
Benmebarek, S., Boudraa, M., Bouacida, S. & Merazig, H. (2013). Acta Cryst. E69, o432.  [CSD] [CrossRef] [IUCr Journals]
Brandenburg, K. & Berndt, M. (2001). DIAMOND. Crystal Impact, Bonn, Germany.
Bruker (2002). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2011). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
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.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Ferrer, S., Borras, J. & Garcia-Espana, E. (1990). J. Inorg. Biochem. 39, 297-306.  [CrossRef] [ChemPort]
Medina, J. C., Roche, D., Shan, B., Learned, R. M., Frankmoelle, W. P. & Clark, D. L. (1999). Bioorg. Med. Chem. Lett. 9, 1843-1846.  [CrossRef] [PubMed] [ChemPort]
Parsons, S., Flack, H. D. & Wagner, T. (2013). Acta Cryst. B69, 249-259.  [CrossRef] [ChemPort] [IUCr Journals]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]
Supuran, C. T., Mincoine, F., Scozzafava, A., Brigenti, F., Mincinone, G. & Ilies, M. A. (1998). Eur. J. Med. Chem. 33, 247-254.  [CrossRef] [ChemPort]
Wong, E. & Giandomenico, C. M. (1999). Chem. Rev. 99, 2451-2466.  [Web of Science] [CrossRef] [PubMed] [ChemPort]


Acta Cryst (2014). E70, m28-m29   [ doi:10.1107/S160053681303417X ]

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