4-Tert-butyl-N?-((2-Hydroxynaphthalen-1-yl)methylene) Benzohydrazide: Synthesis,Crystal Structure and Recognition Properties

A new naphthol-based compound 1, C22 H_22 N2 O2, has been designed and synthesized. The structure of the title compound 1 was confirmed by IR, ~1 H NMR, ~(13) C NMR, H RMS, and X-ray single-crystal diffraction. The crystal belongs to the monoclinic system, space group P2_1/c, with a = 12.888(9), b = 15.543(10), c = 9.119(6) ?, β = 94.05(3)°, V = 1822(2) ?~3, Z = 4, D_c = 1.263 g/cm~3, M_r = 346.41, μ = 0.081 mm-1, F(000) = 736.0, the final R = 0.0452 and wR = 0.1142 for 3404 observed reflections with(I 2σ(I)). The crystal structure of 1 is stabilized by O–H···N, N–H···O, C–H···O hydrogen bonds and π-π interactions. The spectroscopic studies of 1 toward various metal ions were also investigated in 25%(V/V) ethanol aqueous solution, and the result showed that it can selectively recognize Zn~(2+) with fluorescence enhancement.