Dichlorido{N′-[phen­yl(pyridin-2-yl-κN)methyl­idene]isonicotinohydrazide-κ2N′,O}zinc

Sy, A.; Dieng, M.; Thiam, I.E.; Gaye, M.; Retailleau, P.

doi:10.1107/S1600536813001281

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 (C-C) = 0.006 Å
R = 0.042
wR = 0.102
Data-to-parameter ratio = 14.0
Details

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

Adama Sy,^a Moussa Dieng,^a Ibrahima Elhadj Thiam,^a Mohamed Gaye ^a ^* and Pascal Retailleau ^b

^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 Zn^II 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-HN and N-HCl hydrogen bonds, forming a two-dimensional network parallel to the ac plane.

Related literature

For related structures: see: Addison et al. (1984); Despaigne et al. (2009).

Experimental

Crystal data

[ZnCl₂(C₁₈H₁₄N₄O)]
M_r = 438.60
Triclinic, $[P \overline 1]$
a = 11.517 (3) Å
b = 13.248 (2) Å
c = 13.459 (1) Å
= 91.130 (5)°
= 104.708 (4)°
= 109.798 (4)°
V = 1856.2 (6) Å³
Z = 4
Mo K radiation
= 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) T_min = 0.379, T_max = 0.745
15524 measured reflections
6674 independent reflections
4122 reflections with I > 2(I)
R_int = 0.040

Refinement

R[F² > 2(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
_max = 0.32 e Å^-3
_min = -0.42 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N5-H5NCl2	0.85 (2)	2.46 (2)	3.250 (3)	156 (4)
N4-H4NN8ⁱ	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); cell refinement: CrystalClear-SM Expert; data reduction: CrystalClear-SM Expert; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008) and CRYSTALBUILDER (Welter, 2006); molecular graphics: PLATON (Spek, 2009); 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.
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.
Rigaku (2009). CrystalClear-SM Expert. Rigaku Corporation, Tokyo, Japan.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.
Welter, R. (2006). Acta Cryst. A62, s252.

metal-organic compounds

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