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Volume 66 
Part 4 
Page m360  
April 2010  

Received 20 February 2010
Accepted 26 February 2010
Online 3 March 2010

Key indicators
Single-crystal X-ray study
T = 296 K
Mean [sigma](C-C) = 0.003 Å
R = 0.033
wR = 0.085
Data-to-parameter ratio = 18.3
Details
Open access

{1,1'-[2,2-Dimethylpropane-1,3-diylbis(nitrilomethylidyne)]di-2-naphtholato}nickel(II)

aDepartment of Chemistry, School of Science, Payame Noor University (PNU), Ardakan, Yazd, Iran,bDepartment of Chemistry, Science and Research Branch, Islamic Azad University, Tehran, Iran, and cMaterials Chemistry Laboratory, Department of Chemistry, GC University, Lahore 54000, Pakistan
Correspondence e-mail: iuklodhi@yahoo.com

In the title Schiff base complex, [Ni(C27H24N2O2)], the NiII atom shows a slightly distorted square-planar geometry. The dihedral angle between the mean planes of the two aromatic rings is 6.16 (6)°. In the crystal, pairs of intermolecular weak C-H...O hydrogen bonds link neighboring molecules into a chain along the a axis. The crystal structure is further stabilized by two intermolecular [pi]-[pi] interactions with centroid-centroid distances of 3.7252 (13) and 3.8323 (13) Å.

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. S1-19.]). For background to Schiff base-metal complexes, see: Granovski et al. (1993[Granovski, A. D., Nivorozhkin, A. L. & Minkin, V. I. (1993). Coord. Chem. Rev. 126, 1-69.]); Blower et al. (1998[Blower, P. J. (1998). Transition Met. Chem. 23, 109-112.]); Elmali et al. (2000[Elmali, A., Elerman, Y. & Svoboda, I. (2000). Acta Cryst. C56, 423-424.]).

[Scheme 1]

Experimental

Crystal data
  • [Ni(C27H24N2O2)]

  • Mr = 467.19

  • Triclinic, [P \overline 1]

  • a = 7.5016 (2) Å

  • b = 11.3583 (3) Å

  • c = 13.0173 (3) Å

  • [alpha] = 87.846 (2)°

  • [beta] = 89.496 (1)°

  • [gamma] = 76.196 (1)°

  • V = 1076.35 (5) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.93 mm-1

  • T = 296 K

  • 0.45 × 0.23 × 0.12 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 = 0.680, Tmax = 0.897

  • 23454 measured reflections

  • 5293 independent reflections

  • 3802 reflections with I > 2[sigma](I)

  • Rint = 0.034

Refinement
  • R[F2 > 2[sigma](F2)] = 0.033

  • wR(F2) = 0.085

  • S = 1.02

  • 5293 reflections

  • 289 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.23 e Å-3

  • [Delta][rho]min = -0.28 e Å-3

Table 1
Selected geometric parameters (Å, °)

Ni1-O2 1.8453 (12)
Ni1-O1 1.8501 (12)
Ni1-N1 1.8617 (14)
Ni1-N2 1.8632 (14)
O2-Ni1-O1 84.48 (5)
O1-Ni1-N1 92.08 (6)
O2-Ni1-N2 92.02 (6)
N1-Ni1-N2 91.51 (6)

Table 2
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C12-H12B...O1i 0.97 2.46 3.422 (2) 171
C14-H14B...O2ii 0.97 2.54 3.502 (2) 170
Symmetry codes: (i) -x+1, -y+2, -z; (ii) -x, -y+2, -z.

Data collection: APEX2 (Bruker, 2005[Bruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2005[Bruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; 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, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BQ2198 ).


Acknowledgements

HK and RK thank PNU for financial support and RK also thanks Islamic Azad University. IUK thanks GC University of Lahore, Pakistan, for the research facilities.

References

Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-19.
Blower, P. J. (1998). Transition Met. Chem. 23, 109-112.  [CrossRef] [ChemPort]
Bruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Elmali, A., Elerman, Y. & Svoboda, I. (2000). Acta Cryst. C56, 423-424.  [CSD] [CrossRef] [details]
Granovski, A. D., Nivorozhkin, A. L. & Minkin, V. I. (1993). Coord. Chem. Rev. 126, 1-69.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [ISI] [CrossRef] [details]


Acta Cryst (2010). E66, m360  [ doi:10.1107/S1600536810007373 ]

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