Acta Crystallographica Section C

Crystal Structure Communications

Volume 60, Part 2 (February 2004)

Acta Cryst. (2004). C60, o103-o106 [doi:10.1107/S0108270103027197]

2,4-Dinitrophenylhydrazones of 2,4-dihydroxybenzaldehyde, 2,4-dihydroxyacetophenone and 2,4-dihydroxybenzophenone

R. G. Baughman, K. L. Martin, R. K. Singh and J. O. Stoffer

Abstract: In 2,4-dihydroxybenzaldehyde 2,4-dinitrophenylhydrazone N,N-dimethylformamide solvate {or 4-[(2,4-dinitrophenyl)hydrazonomethyl]benzene-1,3-diol N,N-dimethylformamide solvate}, C₁₃H₁₀N₄O₆·C₃H₇NO, (X), 2,4-dihydroxyacetophenone 2,4-dinitrophenylhydrazone N,N-dimethylformamide solvate (or 4-{1-[(2,4-dinitrophenyl)hydrazono]ethyl}benzene-1,3-diol N,N-dimethylformamide solvate), C₁₄H₁₂N₄O₆·C₃H₇NO, (XI), and 2,4-dihydroxybenzophenone 2,4-dinitrophenylhydrazone N,N-dimethylacetamide solvate (or 4-{[(2,4-dinitrophenyl)hydrazono]phenylmethyl}benzene-1,3-diol N,N-dimethylacetamide solvate), C₁₉H₁₄N₄O₆·C₄H₉NO, (XII), the molecules all lack a center of symmetry, crystallize in centrosymmetric space groups and have been observed to exhibit non-linear optical activity. In each case, the hydrazone skeleton is fairly planar, facilitated by the presence of two intramolecular hydrogen bonds and some partial N-N double-bond character. Each molecule is hydrogen bonded to one solvent molecule.

Formula: C₁₃H₁₀N₄O₆·C₃H₇NO, C₁₄H₁₂N₄O₆·C₃H₇NO and C₁₉H₁₄N₄O₆·C₄H₉NO

Online 10 January 2004


	Structure factor file (CIF format) (152.6 kbytes) Contains datablock X

	Structure factor file (CIF format) (161.8 kbytes) Contains datablock XI

	Structure factor file (CIF format) (203.5 kbytes) Contains datablock XII

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