Bis[2-({[2-(methyl­sulfan­yl)phen­yl]imino}­meth­yl)phenolato-κ2N,O]zinc chloro­form disolvate

Chen, Y.-J.; Hsiao, M.-W.; Jheng, N.-Y.; Lai, Y.-C.; Chen, H.-Y.

doi:10.1107/S1600536812045473

Volume 68
Part 12
Page m1496
December 2012

Received 10 September 2012
Accepted 3 November 2012
Online 17 November 2012

Key indicators
Single-crystal X-ray study
T = 110 K
Mean (C-C) = 0.005 Å
R = 0.044
wR = 0.135
Data-to-parameter ratio = 17.2
Details

Bis[2-({[2-(methylsulfanyl)phenyl]imino}methyl)phenolato-²N,O]zinc chloroform disolvate

Yen-Jen Chen,^a Mon-Wei Hsiao,^b Nai-Yuan Jheng,^a Yi-Chun Lai ^a and Hsuan-Ying Chen ^a ^*

^aDepartment of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 807, Taiwan, and ^bDepartment of Chemistry, National Chung Hsing University, Taichung 402, Taiwan
Correspondence e-mail: hchen@kmu.edu.tw

The monomeric title complex, [Zn(C₁₄H₁₂NOS)₂]·2CHCl₃ or L₂Zn·2CHCl₃, where L is the 2-({[2-(methylsulfanyl)phenyl]imino}methyl)phenolate anion, may be obtained by the reaction of LZnEt with benzyl alcohol or by the reaction of two equivalents of LH with ZnEt₂ in tetrahydrofuran. The Zn atom, located on a twofold axis, is four-coordinated in a distorted tetrahedral geometry by two O atoms [Zn-O = 1.9472 (19) Å] from the phenolate anions and two imine N atoms [Zn-N = 2.054 (2) Å].

Related literature

For backgroud to poly(lactide) (PLA) and its copolymers, see: Huang et al. (2007). For the use of bulky ligands coordinated to the active metal centre to avoid undesirable transesterification during synthesis by ring-opening polymerization (ROP) of lactides, see: Wu et al. (2006). Many complexes with bulky ligands have been designed for this function, incorporating a single active metal site, see: Wu et al. (2006). For the preparation of a series of Zn complexes with N,N,O-tridentate Schiff bases, which have great activity in the ROP of lactides, see: Chen et al. (2006). For the 2-(2,6-diisopropylphenylimino)methyl)-4-nitrophenolate anion, see: Chisholm et al. (2001).

Experimental

Crystal data

[Zn(C₁₄H₁₂NOS)₂]·2CHCl₃
M_r = 788.72
Monoclinic, C 2/c
a = 10.5673 (9) Å
b = 21.5085 (19) Å
c = 15.1215 (14) Å
= 97.309 (2)°
V = 3409.0 (5) Å³
Z = 4
Mo K radiation
= 1.34 mm^-1
T = 110 K
0.45 × 0.38 × 0.32 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001) T_min = 0.381, T_max = 1.000
9547 measured reflections
3345 independent reflections
2494 reflections with I > 2(I)
R_int = 0.037

Refinement

R[F² > 2(F²)] = 0.044
wR(F²) = 0.135
S = 1.01
3345 reflections
195 parameters
6 restraints
H-atom parameters constrained
_max = 0.50 e Å^-3
_min = -0.50 e Å^-3

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HP2049 ).

Acknowledgements

Financial support from the National Science Council of the Republic of China is gratefully appreciated. Helpful comments from the reviewers are also greatly appreciated.

References

Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Chen, H.-Y., Tang, H.-Y. & Lin, C.-C. (2006). Macromolecules, 39, 3745-3752.
Chisholm, M. H., Gallucci, J. C. & Zhen, H. (2001). Inorg. Chem. 40, 5051-5054.
Huang, C.-K., Lo, C.-L., Chen, H.-H. & Hsiue, G.-H. (2007). Adv. Funct. Mater. 17, 2291-2297.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Wu, J.-C., Yu, T.-L., Chen, C.-T. & Lin, C.-C. (2006). Coord. Chem. Rev. 250, 602-626.

metal-organic compounds

Bis[2-({[2-(methylsulfanyl)phenyl]imino}methyl)phenolato-2N,O]zinc chloroform disolvate