(2Z,N′E)-N′-[(2-Hydroxy-1-naphthyl)methylidene]furan-2-carbohydrazonic acid

In the title compound, C16H12N2O3, the dihedral angle between the mean planes of the naphthalene ring system and the furan ring is 21.3 (6)°. The molecular structure is stabilized by an intramolecular O—H⋯N hydrogen bond, which generates an S(6) graph-set motif.

[1]  Olga Kennard,et al.  Tables of bond lengths determined by X-ray and neutron diffraction. Part 1. Bond lengths in organic compounds , 1987 .

[2]  L. Pickart,et al.  Inhibition of the growth of cultured cells and an implanted fibrosarcoma by aroylhydrazone analogs of the Gly-His-Lys-Cu(II) complex. , 1983, Biochemical pharmacology.

[3]  Raymond E. Davis,et al.  Patterns in Hydrogen Bonding: Functionality and Graph Set Analysis in Crystals , 1995 .

[4]  K. N. Shivananda,et al.  Synthesis, spectral characterization, in-vitro microbiological evaluation and cytotoxic activities of novel macrocyclic bis hydrazone. , 2009, European journal of medicinal chemistry.

[5]  M. Drew,et al.  Synthesis, structure, solution chemistry and the electronic effect of para substituents on the vanadium center in a family of mixed-ligand [VVO(ONO)(ON)] complexes , 2007 .

[6]  Louis J. Farrugia,et al.  ORTEP-3 for Windows - a version of ORTEP-III with a Graphical User Interface (GUI) , 1997 .

[7]  J. Bernstein,et al.  Graph-set analysis of hydrogen-bond patterns in organic crystals. , 1990, Acta crystallographica. Section B, Structural science.

[8]  G. Domagk,et al.  Hydrazinderivate aus Pyridincarbonsäuren und Carbonylverbindungen und ihre Wirksamkeit gegenüber Mycobacterium tuberculosis , 1952 .

[9]  Louis J. Farrugia,et al.  WinGX suite for small-molecule single-crystal crystallography , 1999 .

[10]  Hoong-Kun Fun,et al.  Coordination chemistry and bioactivity of Ni2+, Cu2+, Cd2+ and Zn2+ complexes containing bidentate Schiff bases derived from S-benzyldithiocarbazate and the X-ray crystal structure of bis[S-benzyl-β-N-(5-methyl-2-furylmethylene)dithiocarbazato]cadmium(II) , 2002 .

[11]  G. G. Stokes "J." , 1890, The New Yale Book of Quotations.

[12]  Peter Mayer,et al.  (E)-3-Hydroxy-N′-(2-hydroxybenzylidene)-2-naphthohydrazide , 2009, Acta crystallographica. Section E, Structure reports online.

[13]  N′-(3-Eth­oxy-4-hydroxy­benzyl­idene)isonicotinohydrazide , 2006 .

[14]  B. N. Bessy Raj,et al.  N-2-hydroxy-4-methoxyacetophenone-N'-4-nitrobenzoyl hydrazine: synthesis and structural characterization. , 2007, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[15]  良二 上田 J. Appl. Cryst.の発刊に際して , 1970 .

[16]  G. Sheldrick A short history of SHELX. , 2008, Acta crystallographica. Section A, Foundations of crystallography.