3-[2-(3-Nitrophenyl)hydrazin-1-ylidene]pentane-2,4-dione

Abstract

The title compound, C11H11N3O4, crystallizes with three independent but conformationally similar molecules in the asymmetric unit. The plane through the pentane-2,4-dione moiety of the molecule is inclined at angles of 10.1 (1), 10.6 (1) and 17.4 (1)° with regard to the respective arene ring. In the crystal, the molecules are connected via Carene—H...Onitro and Carene—H...O=C interactions into supramolecular sheets. Molecules of consecutive sheets are linked by Cmethyl—H...O bonds.

Crystal structure of (N,N′-ethylenebis{3-[2-(3-nitrophenyl)hydrazin-1-ylidene]-4-oxopentan-2-iminato})copper(II)–3-[2-(3-nitrophenyl)hydrazin-1-ylidene]pentane-2,4-dione (1/1)

“…The nitro groups deviate slightly from the planes of the respective benzene rings, with plane N3/O2/O3 being inclined to benzene ring C6-C11 of 3.8 (1) and plane N6/O5/O6 being inclined to benzene ring C17-C22 by 5.1 (2) between the nitro groups and the respective benzene rings. The conformation of the arylhydrazone component is nearly identical with that found in the reported structure of this compound (Marten et al, 2018). The molecule features an intramolecular N-HÁ Á ÁO C interaction that yields a six-membered hydrogenbonded ring.…”

“…As a result of the presence of two extended fluoroalkyl moieties, the pattern of intermolecular non-covalent bonding is dominated by C-HÁ Á ÁF and FÁ Á ÁF interactions (Reichenbä cher et al, 2005), creating a threedimensional supramolecular architecture. Unlike the title structure, in the reported crystal structure of 3-[2-(3-nitrophenyl)hydrazine-1-ylidene]pentane-2,4-dione (Marten et al, 2018) the molecules are connected via C arene -HÁ Á ÁO nitro and C arene -HÁ Á ÁO keto interactions giving rise to supramolecular sheets.…”

“…In the presence of a diamine and Ni II , related bis-(hydrazonoimine) complexes are formed displaying an unusual behavior of the effective magnetic moment at low temperature (Khudina et al, 2007). A corresponding chelate complex, formed of 3-[2-(3-nitrophenyl)hydrazin-1-ylidene]pentane-2,4-dione (Marten et al, 2018) and bis(ethylenediamine)copper(II) chloride yielded a co-crystal consisting of N,N 0 -ethylenebis{3-[2-(3-nitrophenyl)hydrazine-1-ylidene]-4oxopentane-2-iminato}copper(II) and 3-[2-(3-nitrophenyl)hydrazine-1-ylidene]pentane-2,4-dione in a 1:1 stoichiometric composition (the title compound), whose crystal structure is reported on herein.…”