Bis(μ-5-hydr­oxy-2-{[2-(N-phenyl­thio­carbamo­yl)hydrazin-1-yl­idene]meth­yl}phenolato)bis[chloridozinc(II)] N,N-dimethyl­formamide tetra­solvate

Tan, K.W.; Ng, C.H.; Maah, M.J.; Ng, S.W.

doi:10.1107/S1600536810014522

Volume 66
Part 5
Page m569
May 2010

Received 19 April 2010
Accepted 20 April 2010
Online 24 April 2010

Key indicators
Single-crystal X-ray study
T = 100 K
Mean (C-C) = 0.010 Å
Disorder in solvent or counterion
R = 0.055
wR = 0.161
Data-to-parameter ratio = 12.8
Details

Bis(-5-hydroxy-2-{[2-(N-phenylthiocarbamoyl)hydrazin-1-ylidene]methyl}phenolato)bis[chloridozinc(II)] N,N-dimethylformamide tetrasolvate

Kong Wai Tan,^a Chew Hee Ng,^b M. Jamil Maah ^a ^* and Seik Weng Ng ^a

^aDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia, and ^bFaculty of Engineering and Science, Universiti Tunku Abdul Rahman, 53300 Kuala Lumpur, Malaysia
Correspondence e-mail: mjamil@um.edu.my

In the dinuclear title compound, [Zn₂(C₁₄H₁₂N₃O₂S)₂Cl₂]·4C₃H₇NO, the two monodeprotonated Schiff base ligands N,O,S:O-chelate to Zn atoms. The formally negatively charged O atom involved in chelation also serves as a bridge. The O, O', N and S atoms comprise a square, and the Cl atom the apex of a square pyramid surrounding each metal atom. The solvate dimethylformamide molecules, one of which is disordered over two positions in a 3:1 ratio, are hydrogen bonded to the dinuclear molecule.

Related literature

For related zinc complexes, see: Tan et al. (2009a,b).

Experimental

Crystal data

[Zn₂(C₁₄H₁₂N₃O₂S)₂Cl₂]·4C₃H₇NO
M_r = 1066.68
Triclinic, $[P \overline 1]$
a = 8.1913 (4) Å
b = 17.6402 (7) Å
c = 17.9597 (7) Å
= 64.941 (3)°
= 81.213 (3)°
= 89.103 (3)°
V = 2319.76 (17) Å³
Z = 2
Mo K radiation
= 1.30 mm^-1
T = 100 K
0.12 × 0.08 × 0.04 mm

Data collection

Bruker SMART APEX diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T_min = 0.860, T_max = 0.950
15848 measured reflections
8106 independent reflections
4918 reflections with I > 2(I)
R_int = 0.071

Refinement

R[F² > 2(F²)] = 0.055
wR(F²) = 0.161
S = 0.97
8106 reflections
634 parameters
68 restraints
H-atom parameters constrained
_max = 0.59 e Å^-3
_min = -0.71 e Å^-3

Table 1
Selected bond lengths (Å)

Zn1-N1	2.127 (5)
Zn1-O1	2.073 (4)
Zn1-O3	2.024 (4)
Zn1-S1	2.464 (2)
Zn1-Cl1	2.272 (2)
Zn2-O1	2.024 (4)
Zn2-O3	2.061 (4)
Zn2-N4	2.116 (5)
Zn2-S2	2.420 (2)
Zn2-Cl2	2.264 (2)

Table 2
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O2-H2oO5	0.84	1.76	2.595 (9)	170
O4-H4oO6	0.84	1.82	2.657 (6)	175
N2-H2O7	0.88	1.89	2.713 (6)	156
N3-H3O7	0.84	2.18	2.940 (6)	151
N5-H5O8	0.88	1.90	2.717 (6)	154
N6-H6O8	0.84	2.08	2.841 (6)	150

Data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2010).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HG2675 ).

Acknowledgements

We thank MOHE (FRGS -FP001/2009) and the Ministry of Science and Technology (grant No. Esc 02-02-11-SF0033) for supporting this study. KWT also thanks the Ministry of Higher Education for an SLAI scholarship.

References

Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.
Bruker (2009). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Tan, K. W., Ng, C. H., Maah, M. J. & Ng, S. W. (2009a). Acta Cryst. E65, m61-m62.
Tan, K. W., Ng, C. H., Maah, M. J. & Ng, S. W. (2009b). Acta Cryst. E65, m549.
Westrip, S. P. (2010). J. Appl. Cryst. 43. Submitted.

metal-organic compounds