Abstract
In the mol-ecular structure of the title compound, C23H14N4O7, the furan, di-nitro-phenyl and phenyl rings are almost in the same plane (r.m.s. deviation = 0.127 Å), with the benzoyl ring inclined by a dihedral angle of 56.4 (1)° to the three-ring system. A bifurcated intra-molecular N-H⋯(O,O) hydrogen bond is present. In the crystal, adjacent mol-ecules are linked by C-H⋯O hydrogen bonds into chains parallel to [001]. A π-π stacking inter-action between the benzoyl and di-nitro-phenyl moieties contributes to the crystal packing. Theoretical calculations using DFT(B3YLP) methods were used to confirm the mol-ecular structure.
Highlights
0.127 Å), with the benzoyl ring inclined by a dihedral angle of 56.4 (1) to the three-ring system
A – stacking interaction between the benzoyl and dinitrophenyl moieties contributes to the crystal packing
Numerous reports have highlighted their usage in chemistry (Ziegler et al, 1967; Saalfrank et al, 1991; Sarıpınar et al, 2000)
Summary
Furan-2-3-diones are known heterocyclic starting compounds and show a high reactivity. Due to their characteristics, numerous reports have highlighted their usage in chemistry (Ziegler et al, 1967; Saalfrank et al, 1991; Sarıpınar et al., 2000). In furan-2,3-diones, atoms C2, C3, C5 and C6 represent electrophilic sites of different reactivity and can be used for the construction of condensed heterocyclic systems upon reaction with various nucleophiles and binucleophiles The reactions of substituted furan-2,3-diones with dienophiles in different solvents and at various temperatures have been studied (Kollenz et al, 1984a,b). As part of our studies in this area, we have synthesized the title furan-2,3-dione derivative and report here its molecular and crystal structure
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