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Volume 69 
Part 2 
Page m108  
February 2013  

Received 3 January 2013
Accepted 13 January 2013
Online 19 January 2013

Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.006 Å
R = 0.042
wR = 0.102
Data-to-parameter ratio = 14.0
Details
Open access

Dichlorido{N'-[phenyl(pyridin-2-yl-[kappa]N)methylidene]isonicotinohydrazide-[kappa]2N',O}zinc

aDépartement de Chimie, Faculté des Sciences et Techniques, Université Cheikh Anta Diop, Dakar, Senegal, and bICSN-CNRS, Laboratoire de Cristallochimie, 1 Avenue la Terasse, 91198 Gift sur Yvette, France
Correspondence e-mail: mlgayeastou@yahoo.fr

The title compound, [ZnCl2(C18H14N4O)], crystallizes with two molecules in the asymmetric unit, which differ in the tautomeric (neutral and zwitterionic) forms of the coordinating organic ligand. In both molecules, the ZnII atom adopts a distorted square-pyramidal geometry by two N and one O atoms of the Schiff base ligand and two Cl atoms acting as monodentate chloride anions. The crystal packing is stabilized by N-H...N and N-H...Cl hydrogen bonds, forming a two-dimensional network parallel to the ac plane.

Related literature

For related structures: see: Addison et al. (1984[Addison, A. W., Rao, T. N., Reedijk, J., Rijn, J. & Verschoor, G. C. (1984). J. Chem. Soc. Dalton Trans. pp. 1349-1356.]); Despaigne et al. (2009[Despaigne, A. A. R., Da Silva, J. G., do Carmo, A. C. M., Piro, O. E., Castellano, E. E. & Beraldo, H. (2009). Inorg. Chim. Acta, 362, 2117-2122.]).

[Scheme 1]

Experimental

Crystal data
  • [ZnCl2(C18H14N4O)]

  • Mr = 438.60

  • Triclinic, [P \overline 1]

  • a = 11.517 (3) Å

  • b = 13.248 (2) Å

  • c = 13.459 (1) Å

  • [alpha] = 91.130 (5)°

  • [beta] = 104.708 (4)°

  • [gamma] = 109.798 (4)°

  • V = 1856.2 (6) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 1.63 mm-1

  • T = 293 K

  • 0.45 × 0.22 × 0.18 mm

Data collection
  • Nonius KappaCCD diffractometer

  • Absorption correction: multi-scan (ABSCOR; Rigaku, 2009[Rigaku (2009). CrystalClear-SM Expert. Rigaku Corporation, Tokyo, Japan.]) Tmin = 0.379, Tmax = 0.745

  • 15524 measured reflections

  • 6674 independent reflections

  • 4122 reflections with I > 2[sigma](I)

  • Rint = 0.040

Refinement
  • R[F2 > 2[sigma](F2)] = 0.042

  • wR(F2) = 0.102

  • S = 0.97

  • 6668 reflections

  • 476 parameters

  • 1 restraint

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

  • [Delta][rho]max = 0.32 e Å-3

  • [Delta][rho]min = -0.42 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N5-H5N...Cl2 0.85 (2) 2.46 (2) 3.250 (3) 156 (4)
N4-H4N...N8i 0.98 (4) 1.78 (4) 2.749 (4) 170 (4)
Symmetry code: (i) x, y, z-1.

Data collection: CrystalClear-SM Expert (Rigaku, 2009[Rigaku (2009). CrystalClear-SM Expert. Rigaku Corporation, Tokyo, Japan.]); cell refinement: CrystalClear-SM Expert; data reduction: CrystalClear-SM Expert; 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.]) and CRYSTALBUILDER (Welter, 2006[Welter, R. (2006). Acta Cryst. A62, s252.]); molecular graphics: PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]); software used to prepare material for publication: SHELXL97.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: KQ2001 ).


References

Addison, A. W., Rao, T. N., Reedijk, J., Rijn, J. & Verschoor, G. C. (1984). J. Chem. Soc. Dalton Trans. pp. 1349-1356.  [CrossRef]
Despaigne, A. A. R., Da Silva, J. G., do Carmo, A. C. M., Piro, O. E., Castellano, E. E. & Beraldo, H. (2009). Inorg. Chim. Acta, 362, 2117-2122.  [ISI] [CSD] [CrossRef] [ChemPort]
Rigaku (2009). CrystalClear-SM Expert. Rigaku Corporation, Tokyo, Japan.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [ISI] [CrossRef] [details]
Welter, R. (2006). Acta Cryst. A62, s252.  [CrossRef] [details]


Acta Cryst (2013). E69, m108  [ doi:10.1107/S1600536813001281 ]

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