1,1′-[(Hexane-1,6-diyldioxy)bis(nitrilomethylidyne)]dinaphthalene

The title compound, C28H28N2O2, was synthesized by condensation of 1-naphthaldehyde with 1,6-bis(aminooxy)hexane in ethanol. The molecule is disposed about a crystallographic centre of symmetry. In the crystal structure, molecules are linked through strong intermolecular π–π stacking interactions [interplana distance = 2.986 (2) Å], forming a three-dimensional network.

The title compound, C 28 H 28 N 2 O 2 , was synthesized by condensation of 1-naphthaldehyde with 1,6-bis(aminooxy)hexane in ethanol. The molecule is disposed about a crystallographic centre of symmetry. In the crystal structure, molecules are linked through strong intermolecularstacking interactions [interplana distance = 2.986 (2) Å ], forming a three-dimensional network.

Data collection
Bruker SMART 1000 CCD areadetector diffractometer Absorption correction: multi-scan (SADABS; Sheldrick, 1996) (Siemens, 1996); 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.  (You, et al., 2004). The diversity in the coordination environment and structures of transition metal complexes mainly depend on the type of Schiff-base ligands (Herzfeld, et al., 1999). In this research, we report on the synthesis and crystal structure of (I) with the aim of confirming its structural properties, and gaining further insight into its coordinating abilities toward various transition metal ions.
The crystal structure of (I) consists of discrete molecules disposed about a crystallographic centre of symmetry. The six carbon atoms in the (-CH=N-O-(CH 2 ) 6 -O-N=CH-) bridge deviate slightly from the mean plane, with C1, C2 and C3 above by 0.04, 0.04 and 0.08 Å, and C1A, C2A and C3A below by 0.04, 0.04 and 0.08 Å (symmetry code A: -x + 1, -y, -z), respectively. The planes of the two naphthane rings in (I) are parallel with a separation distance of 2.163 (2) Å. In the crystal structure, molecules are linked through strong intermolecular π-π stacking interactions (Inter-molecular plane-to-plane distance, 2.986 (2) Å) to form a three-dimensional network.
Colorless block-shaped single crystals suitable for X-ray diffraction studies were obtained after several weeks by slow evaporation from an methanol solution of (I).

Refinement
Non-H atoms were refined anisotropically. H atoms were treated as riding atoms with distances C-H = 0.97 (CH 2 ), or 0.93 Å (CH), and U iso (H) = 1.2 U eq (C) and 1.5 U eq (O). Fig. 1. The molecule structure of (I) with atom numbering (symmetry code A: -x + 1, -y, -z). Displacement ellipsoids for non-hydrogen atoms are drawn at the 30% probability level.