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Volume 64 
Part 5 
Pages m738-m739  
May 2008  

Received 19 April 2008
Accepted 20 April 2008
Online 30 April 2008


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Key indicators
Single-crystal X-ray study
T = 100 K
Mean [sigma](C-C) = 0.008 Å
R = 0.074
wR = 0.191
Data-to-parameter ratio = 15.5
Details

(Acetone-[kappa]O){6,6'-di-tert-butyl-2,2'-[1,2-phenylenebis(nitrilomethylidyne)]diphenolato-[kappa]4O,N,N',O'}zinc(II)

Naser Eltaher Eltayeb,a+ Siang Guan Teoh,a Suchada Chantrapromma,b++ Hoong-Kun Func* and Rohana Adnana

aSchool of Chemical Science, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia,bDepartment of Chemistry, Faculty of Science, Prince of Songkla University, Hat-Yai, Songkhla 90112, Thailand, and cX-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia
Correspondence e-mail: hkfun@usm.my

The molecule of the title compound, [Zn(C28H30N2O2)(CH3COCH3)], lies across a mirror plane with the ZnII ion and the acetone molecule on the mirror plane. The ZnII ion is in a five-coordinate distorted square-pyramidal N2O3 environment, with the two imine N and two phenolic O atoms of the tetradentate Schiff base dianion in the basal plane and the acetone molecule in the apical position. The central benzene ring makes a dihedral angle of 16.5 (2)° with the two outer phenolate rings. In the crystal structure, the molecules are arranged into antiparallel columns along the a axis.

Related literature

For bond-length data, see: Allen et al. (1987[Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-S19.]). For related structures, see: Eltayeb et al. (2007a[Eltayeb, N. E., Teoh, S. G., Chantrapromma, S., Fun, H.-K. & Ibrahim, K. (2007a). Acta Cryst. E63, m1633-m1634.],b[Eltayeb, N. E., Teoh, S. G., Chantrapromma, S., Fun, H.-K. & Ibrahim, K. (2007b). Acta Cryst. E63, m1672-m1673.],c[Eltayeb, N. E., Teoh, S. G., Chantrapromma, S., Fun, H.-K. & Ibrahim, K. (2007c). Acta Cryst. E63, m2024-m2025.]); Reglinski et al. (2002[Reglinski, J., Morris, S. & Stevenson, D. E. (2002). Polyhedron, 21, 2175-2182.]). For background to the applications of zinc complexes, see, for example: Assaf & Chung (1984[Assaf, S. Y. & Chung, S. H. (1984). Nature (London), 308, 734-736.]); Basak et al. (2007[Basak, S., Sen, S., Banerjee, S., Mitra, S., Rosair, G. & Rodriguez, M. T. G. (2007). Polyhedron, 26, 5104-5112.]); Berg & Shi (1996[Berg, J. M. & Shi, Y. (1996). Science, 271, 1081-1085.]); Tarafder et al. (2002[Tarafder, M. T. H., Chew, K.-B., Crouse, K. A., Ali, A. M., Yamin, B. M. & Fun, H.-K. (2002). Polyhedron, 21, 2683-2690.]).

[Scheme 1]

Experimental

Crystal data

  • [Zn(C28H30N2O2)(C3H6O)]

  • Mr = 550.11

  • Monoclinic, C 2/m

  • a = 10.5803 (16) Å

  • b = 16.3602 (19) Å

  • c = 15.729 (2) Å

  • [beta] = 94.446 (10)°

  • V = 2714.4 (6) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.94 mm-1

  • T = 100.0 (1) K

  • 0.57 × 0.24 × 0.07 mm
Data collection

  • Bruker SMART APEXII CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2005[Bruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.616, Tmax = 0.935

  • 29567 measured reflections

  • 2756 independent reflections

  • 2613 reflections with I > 2[sigma](I)

  • Rint = 0.089
Refinement

  • R[F2 > 2[sigma](F2)] = 0.073

  • wR(F2) = 0.190

  • S = 1.20

  • 2756 reflections

  • 178 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 1.50 e Å-3

  • [Delta][rho]min = -1.15 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C13-H13B...O1 0.96 2.37 3.022 (7) 124
C14-H14C...O1 0.96 2.41 2.983 (6) 118

Data collection: APEX2 (Bruker, 2005[Bruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: APEX2; data reduction: SAINT (Bruker, 2005[Bruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); program(s) used to solve structure: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2003[Spek, A. L. (2003). J. Appl. Cryst. 36, 7-13.]).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: CI2585 ).

Acknowledgements

The authors thank the Malaysian Government, the Ministry of Science, Technology and Innovation (MOSTI) and Universiti Sains Malaysia for the E-Science Fund and RU research grants (PKIMIA/613308, PKIMIA/815002, 203/PKIMIA/671083) and facilities. The International University of Africa (Sudan) is acknowledged for providing study leave to NEE. The authors also thank Universiti Sains Malaysia for the Research University Golden Goose Grant No. 1001/PFIZIK/811012.

References

Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-S19.
Assaf, S. Y. & Chung, S. H. (1984). Nature (London), 308, 734-736.  [CrossRef] [ChemPort] [PubMed]
Basak, S., Sen, S., Banerjee, S., Mitra, S., Rosair, G. & Rodriguez, M. T. G. (2007). Polyhedron, 26, 5104-5112.  [CrossRef]
Berg, J. M. & Shi, Y. (1996). Science, 271, 1081-1085.  [CrossRef] [ChemPort] [PubMed]
Bruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Eltayeb, N. E., Teoh, S. G., Chantrapromma, S., Fun, H.-K. & Ibrahim, K. (2007a). Acta Cryst. E63, m1633-m1634.  [CrossRef] [details]
Eltayeb, N. E., Teoh, S. G., Chantrapromma, S., Fun, H.-K. & Ibrahim, K. (2007b). Acta Cryst. E63, m1672-m1673.  [CrossRef] [details]
Eltayeb, N. E., Teoh, S. G., Chantrapromma, S., Fun, H.-K. & Ibrahim, K. (2007c). Acta Cryst. E63, m2024-m2025.  [CrossRef] [details]
Reglinski, J., Morris, S. & Stevenson, D. E. (2002). Polyhedron, 21, 2175-2182.  [CrossRef] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Spek, A. L. (2003). J. Appl. Cryst. 36, 7-13.  [CrossRef] [ChemPort] [details]
Tarafder, M. T. H., Chew, K.-B., Crouse, K. A., Ali, A. M., Yamin, B. M. & Fun, H.-K. (2002). Polyhedron, 21, 2683-2690.  [CrossRef] [ChemPort]

Acta Cryst (2008). E64, m738-m739   [ doi:10.1107/S1600536808011215 ]

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