2-Hydroxy-5-nitrobenzaldehyde 2,4-dinitrophenylhydrazone

In the title compound, C13H9N5O7, one of the nitro groups is twisted away from the attached benzene ring by 16.21 (8)°. The dihedral angle between the two benzene rings is 4.63 (1)°. The molecular structure is stabilized by intramolecular N—H⋯O and O—H⋯N hydrogen bonds which generate an S(6) ring motif. The molecules pack as layers parallel to the ab plane; molecules of adjacent layers are linked into chains along the [101] direction through N—H⋯O hydrogen bonds.

[1]  M. Ando,et al.  Isomerization of aldehyde-2,4-dinitrophenylhydrazone derivatives and validation of high-performance liquid chromatographic analysis. , 2003, Journal of chromatography. A.

[2]  D. Das,et al.  High-performance liquid chromatographic peak identification of 2,4-dinitrophenylhydrazine derivatives of lipid peroxidation aldehydes by photodiode array detection. , 1998, Journal of chromatography. A.

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

[4]  E. Lai,et al.  Separation of carbonyl 2,4-dinitrophenylhydrazones by capillary electrochromatography with diode array detection. , 1999, Journal of chromatography. A.

[5]  H. Żegota.  High-performance liquid chromatography of methanol released from pectins after its oxidation to formaldehyde and condensation with 2,4-dinitrophenylhydrazine. , 1999, Journal of chromatography. A.

[6]  B. Hanoune,et al.  Formaldehyde measurements in libraries: Comparison between infrared diode laser spectroscopy and a DNPH-derivatization method , 2006 .

[7]  Anthony L. Spek,et al.  Journal of , 1993 .

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

[9]  K. Niknam,et al.  Dowex Polymer–Mediated Protection of Carbonyl Groups , 2005 .

[10]  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.

[11]  Shinichiro Nakamura,et al.  Calculation of the absorption wavelength of dyes using time-dependent density-functional theory (TD-DFT) , 2000 .

[12]  X. You,et al.  p-Methoxybenzaldehyde nicotinoylhydrazone dihydrate , 1996 .