Dichlorido{4-cyclo­hexyl-1-[1-(2-pyridyl-κN)ethyl­idene]thio­semicarbazidato-κ2N1,S}methyl­tin(IV)

Salam, M.A.; Affan, M.A.; Shamsuddin, M.; Ng, S.W.

doi:10.1107/S1600536810014443

Volume 66
Part 5
Page m570
May 2010

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

Key indicators
Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.005 Å
R = 0.021
wR = 0.054
Data-to-parameter ratio = 21.0
Details

ADDENDA AND ERRATA

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Dichlorido{4-cyclohexyl-1-[1-(2-pyridyl-N)ethylidene]thiosemicarbazidato-²N¹,S}methyltin(IV)

Md. Abdus Salam,^a Md. Abu Affan,^a Mustaffa Shamsuddin ^a and Seik Weng Ng ^b ^*

^aFaculty of Resource Science and Technology, Universiti Malaysia Sarawak, 94300 Kota Samarahan, Sarawak, Malaysia, and ^bDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
Correspondence e-mail: seikweng@um.edu.my

The monodeprotonated Schiff base ligand in the title compound, [Sn(CH₃)(C₁₄H₁₉N₄S)Cl₂], N,N',S-chelates to the Sn atom, which is six-coordinated in an octahedral environment. The three coordinating atoms along with the methyl C atom comprise a square plane, above and below which are positioned the Cl atoms. The amino group is a hydrogen-bond donor to a Cl atom of an adjacent molecule, the hydrogen bond giving rise to a helical chain extending parallel to [100].

Related literature

For the crystal structures of other metal derivatives of the Schiff base, see: Joseph et al. (2004); Kovala-Demertzi et al. (2007).

Experimental

Crystal data

[Sn(CH₃)(C₁₄H₁₉N₄S)Cl₂]
M_r = 480.02
Orthorhombic, P 2₁ 2₁ 2₁
a = 9.2016 (5) Å
b = 12.2434 (7) Å
c = 17.4544 (10) Å
V = 1966.39 (19) Å³
Z = 4
Mo K radiation
= 1.68 mm^-1
T = 293 K
0.30 × 0.25 × 0.20 mm

Data collection

Bruker SMART APEX diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T_min = 0.633, T_max = 0.730
18838 measured reflections
4498 independent reflections
4223 reflections with I > 2(I)
R_int = 0.025

Refinement

R[F² > 2(F²)] = 0.021
wR(F²) = 0.054
S = 1.02
4498 reflections
214 parameters
1 restraint
H atoms treated by a mixture of independent and constrained refinement
_max = 0.29 e Å^-3
_min = -0.41 e Å^-3
Absolute structure: Flack (1983), 1493 Friedel pairs
Flack parameter: -0.020 (17)

Table 1
Selected bond lengths (Å)

Sn1-C1	2.136 (3)
Sn1-N1	2.269 (2)
Sn1-N2	2.224 (2)
Sn1-S1	2.4814 (7)
Sn1-Cl1	2.4960 (7)
Sn1-Cl2	2.4701 (8)

Table 2
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N4-H4Cl1ⁱ	0.86 (1)	2.36 (1)	3.219 (3)	177 (3)
Symmetry code: (i) $[x+{\script{1\over 2}}, -y+{\script{3\over 2}}, -z]$ .

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: BT5250 ).

Acknowledgements

We thank MOSTI (grant No. 06-01-09-SF0046), Universiti Malaysia Sarawak and the University of Malaya for supporting this study.

References

Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.
Bruker (2009). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Flack, H. D. (1983). Acta Cryst. A39, 876-881.
Joseph, M., Suni, V., Kurup, M. R. P., Nethaji, M., Kishore, A. & Bhat, S. G. (2004). Polyhedron, 23, 3069-3080.
Kovala-Demertzi, D., Galani, A., Kourkoumelis, N., Miller, J. R. & Demertzis, M. A. (2007). Polyhedron, 26, 2871-2879.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Westrip, S. P. (2010). J. Appl. Cryst. 43. Submitted.

metal-organic compounds

Dichlorido{4-cyclohexyl-1-[1-(2-pyridyl-N)ethylidene]thiosemicarbazidato-2N1,S}methyltin(IV)