Bis[N-(2-hy­droxy­eth­yl)-N-methyl­dithio­carbamato-κS][2,4,6-tris­(pyridin-2-yl)-1,3,5-triazine-κ3N1,N2,N6]zinc dioxane sesquisolvate

Arman, H.D.; Poplaukhin, P.; Tiekink, E.R.T.

doi:10.1107/S160053681200671X

Volume 68
Part 3
Pages m319-m320
March 2012

Received 8 February 2012
Accepted 14 February 2012
Online 24 February 2012

Key indicators
Single-crystal X-ray study
T = 98 K
Mean (C-C) = 0.009 Å
R = 0.085
wR = 0.222
Data-to-parameter ratio = 15.1
Details

Bis[N-(2-hydroxyethyl)-N-methyldithiocarbamato-S][2,4,6-tris(pyridin-2-yl)-1,3,5-triazine-³N¹,N²,N⁶]zinc dioxane sesquisolvate

Hadi D. Arman,^a Pavel Poplaukhin ^b and Edward R. T. Tiekink ^c ^*

^aDepartment of Chemistry, The University of Texas at San Antonio, One UTSA Circle, San Antonio, Texas 78249-0698, USA,^bChemical Abstracts Service, 2540 Olentangy River Road, Columbus, Ohio 43202, USA, and ^cDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
Correspondence e-mail: edward.tiekink@gmail.com

The asymmetric unit of the title compound, [Zn(C₄H₈NOS₂)₂(C₁₈H₁₂N₆)]·1.5C₄H₈O₂, comprises a Zn-containing molecule and one and a half dioxane molecules as one of the solvent molecules is located about a crystallographic inversion centre. The approximately square-pyramidal N₃S₂ donor set is defined by two monodentate dithiocarbamate ligands and two pyridine and one triazine N atom from the tridentate triazine ligand. Molecules are connected into a supramolecular array via O-HS and O-HN hydrogen bonds. These stack along the b axis and the solvent molecules reside in the channels thus formed.

Related literature

For background on structural studies on hydroxyl-substituted dithiocarbamate ligands, see: Benson et al. (2007); Poplaukhin & Tiekink (2010). For the coordination modes of triazine molecules, see: Therrin (2011). For additional structural analysis, see: Addison et al. (1984); Spek (2009).

Experimental

Crystal data

[Zn(C₄H₈NOS₂)₂(C₁₈H₁₂N₆)]·1.5C₄H₈O₂
M_r = 810.33
Triclinic, $[P \overline 1]$
a = 11.863 (10) Å
b = 13.019 (11) Å
c = 13.199 (11) Å
= 107.214 (12)°
= 105.780 (15)°
= 100.892 (11)°
V = 1792 (3) Å³
Z = 2
Mo K radiation
= 0.97 mm^-1
T = 98 K
0.40 × 0.30 × 0.05 mm

Data collection

Rigaku AFC12/SATURN724 diffractometer
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) T_min = 0.539, T_max = 1
11537 measured reflections
6940 independent reflections
5803 reflections with I > 2(I)
R_int = 0.067

Refinement

R[F² > 2(F²)] = 0.085
wR(F²) = 0.222
S = 1.12
6940 reflections
459 parameters
2 restraints
H atoms treated by a mixture of independent and constrained refinement
_max = 1.54 e Å^-3
_min = -1.08 e Å^-3

Table 1
Selected bond lengths (Å)

Zn-S1	2.335 (2)
Zn-S3	2.368 (2)
Zn-N3	2.082 (5)
Zn-N6	2.211 (5)
Zn-N7	2.249 (5)

Table 2
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O1-H1ON4ⁱ	0.84 (7)	2.34 (8)	3.038 (8)	141 (7)
O1-H1ON8ⁱ	0.84 (7)	2.27 (6)	2.995 (8)	146 (7)
O2-H2OS2ⁱⁱ	0.84 (9)	2.65 (8)	3.387 (6)	149 (8)
Symmetry codes: (i) x-1, y, z; (ii) x, y, z-1.

Data collection: CrystalClear (Molecular Structure Corporation & Rigaku, 2005); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997) and DIAMOND (Brandenburg, 2006); 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: LH5418 ).

Acknowledgements

We gratefully thank the Ministry of Higher Education (Malaysia) for funding structural studies through the High-Impact Research scheme (UM.C/HIR/MOHE/SC/12).

References

Addison, A. W., Rao, T. N., Reedijk, J., van Rijn, J. & Verschoor, G. C. (1984). J. Chem. Soc. Dalton Trans. pp. 1349-1356.
Benson, R. E., Ellis, C. A., Lewis, C. E. & Tiekink, E. R. T. (2007). CrystEngComm, 9, 930-940.
Brandenburg, K. (2006). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.
Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan.
Molecular Structure Corporation & Rigaku (2005). CrystalClear. MSC, The Woodlands, Texas, USA, and Rigaku Corporation, Tokyo, Japan.
Poplaukhin, P. & Tiekink, E. R. T. (2010). CrystEngComm, 12, 1302-1306.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.
Therrin, B. (2011). J. Organomet. Chem. 696, 637-651.
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.

metal-organic compounds

Bis[N-(2-hydroxyethyl)-N-methyldithiocarbamato-S][2,4,6-tris(pyridin-2-yl)-1,3,5-triazine-3N1,N2,N6]zinc dioxane sesquisolvate