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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 [sigma](C-C) = 0.005 Å
R = 0.044
wR = 0.135
Data-to-parameter ratio = 17.2
Details
Open access

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

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[Huang, C.-K., Lo, C.-L., Chen, H.-H. & Hsiue, G.-H. (2007). Adv. Funct. Mater. 17, 2291-2297.]). 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[Wu, J.-C., Yu, T.-L., Chen, C.-T. & Lin, C.-C. (2006). Coord. Chem. Rev. 250, 602-626.]). Many complexes with bulky ligands have been designed for this function, incorporating a single active metal site, see: Wu et al. (2006[Wu, J.-C., Yu, T.-L., Chen, C.-T. & Lin, C.-C. (2006). Coord. Chem. Rev. 250, 602-626.]). 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[Chen, H.-Y., Tang, H.-Y. & Lin, C.-C. (2006). Macromolecules, 39, 3745-3752.]). For the 2-(2,6-diisopropylphenylimino)methyl)-4-nitrophenolate anion, see: Chisholm et al. (2001[Chisholm, M. H., Gallucci, J. C. & Zhen, H. (2001). Inorg. Chem. 40, 5051-5054.]).

[Scheme 1]

Experimental

Crystal data
  • [Zn(C14H12NOS)2]·2CHCl3

  • Mr = 788.72

  • Monoclinic, C 2/c

  • a = 10.5673 (9) Å

  • b = 21.5085 (19) Å

  • c = 15.1215 (14) Å

  • [beta] = 97.309 (2)°

  • V = 3409.0 (5) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 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[Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.381, Tmax = 1.000

  • 9547 measured reflections

  • 3345 independent reflections

  • 2494 reflections with I > 2[sigma](I)

  • Rint = 0.037

Refinement
  • R[F2 > 2[sigma](F2)] = 0.044

  • wR(F2) = 0.135

  • S = 1.01

  • 3345 reflections

  • 195 parameters

  • 6 restraints

  • H-atom parameters constrained

  • [Delta][rho]max = 0.50 e Å-3

  • [Delta][rho]min = -0.50 e Å-3

Data collection: APEX2 (Bruker, 2007[Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2007[Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); 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.  [ISI] [CrossRef] [ChemPort]
Chisholm, M. H., Gallucci, J. C. & Zhen, H. (2001). Inorg. Chem. 40, 5051-5054.  [ISI] [CSD] [CrossRef] [PubMed] [ChemPort]
Huang, C.-K., Lo, C.-L., Chen, H.-H. & Hsiue, G.-H. (2007). Adv. Funct. Mater. 17, 2291-2297.  [CrossRef] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Wu, J.-C., Yu, T.-L., Chen, C.-T. & Lin, C.-C. (2006). Coord. Chem. Rev. 250, 602-626.  [ISI] [CrossRef] [ChemPort]


Acta Cryst (2012). E68, m1496  [ doi:10.1107/S1600536812045473 ]

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