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

Kargar, H.; Kia, R.; Khan, I.U.; Zare, K.

doi:10.1107/S1600536810007373

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 (C-C) = 0.003 Å
R = 0.033
wR = 0.085
Data-to-parameter ratio = 18.3
Details

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

Hadi Kargar,^a Reza Kia,^b ⁺ Islam Ullah Khan ^c ^* and Karim Zare ^b

^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 Ni^II 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-HO 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). For background to Schiff base-metal complexes, see: Granovski et al. (1993); Blower et al. (1998); Elmali et al. (2000).

Experimental

Crystal data

[Ni(C₂₇H₂₄N₂O₂)]
M_r = 467.19
Triclinic, $[P \overline 1]$
a = 7.5016 (2) Å
b = 11.3583 (3) Å
c = 13.0173 (3) Å
= 87.846 (2)°
= 89.496 (1)°
= 76.196 (1)°
V = 1076.35 (5) Å³
Z = 2
Mo K radiation
= 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) T_min = 0.680, T_max = 0.897
23454 measured reflections
5293 independent reflections
3802 reflections with I > 2(I)
R_int = 0.034

Refinement

R[F² > 2(F²)] = 0.033
wR(F²) = 0.085
S = 1.02
5293 reflections
289 parameters
H-atom parameters constrained
_max = 0.23 e Å^-3
_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-HA	D-H	HA	DA	D-HA
C12-H12BO1ⁱ	0.97	2.46	3.422 (2)	171
C14-H14BO2ⁱⁱ	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); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009).

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.
Bruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Elmali, A., Elerman, Y. & Svoboda, I. (2000). Acta Cryst. C56, 423-424.
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.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.

metal-organic compounds