(E)-1-(2,4-Dinitro-phen-yl)-2-[1-(3-fluoro-phen-yl)ethyl-idene]hydrazine

• Published in: Acta crystallographica. Section E, Structure reports online Vol. 68; no. Pt 6; pp. o1644 - o1645
• Main Authors: Chantrapromma, Suchada, Nilwanna, Boonlerd, Kobkeatthawin, Thawanrat, Jansrisewangwong, Patcharaporn, Fun, Hoong-Kun
• Format: Journal Article
• Language: English
• Published: United States International Union of Crystallography 01.06.2012
• Subjects: Organic Papers
• ISSN: 1600-5368; 1600-5368
• DOI: 10.1107/S160053681201937X

The mol-ecule of the title hydrazone derivative, C(14)H(11)FN(4)O(4), is nearly planar, with a dihedral angle between the benzene rings of 3.71 (7)°. The central ethyl-idenehydrazine N-N=C-C plane makes dihedral angles of 5.32 (10) and 9.02 (10)° with the 2,4-dinitro- and 3-fluoro-substituted benzene rings, respectively. An intra-molecular N-H⋯O bond generates an S(6) ring motif. In the crystal, mol-ecules are linked by weak C-H⋯O inter-actions into a sheet parallel to (10-1). The mol-ecules are further stacked along the a axis by π-π inter-actions with centroid-centroid distances of 3.6314 (9) and 3.7567 (10) Å. A C⋯F short contact [2.842 (3) Å] is observed. The 3-fluoro-phenyl group is disordered over two orientations with a site-occupancy ratio of 0.636 (3):0.364 (3).