N-(4-Chloro-3-nitrophenyl)maleamic acid

Abstract

Key indicators: single-crystal X-ray study; T = 293 K; mean (C-C) = 0.006 Å; R factor = 0.063; wR factor = 0.180; data-to-parameter ratio = 13.3.In the molecule of the title compound, C 10 H 7 ClN 2 O 5 , the acyclic C C double bond is cis configured. The C O and O-H bonds of the acid group are in a relatively rare anti position to each other, due to the donation of intramolecular hydrogen bond to the amide by the carboxyl group. The nitro group is significantly twisted [dihedral angle = 66.9 (3) ] out of the plane of the remaining atoms, which are almost coplanar (r.m.s. deviation for non-H atoms except the nitro group = 0.202 Å ). In the crystal, N-HÁ Á ÁO hydrogen bonds link the molecules into zigzag chains running along the b axis. Related literature

Synthesis, SC XRD Based Structure Elucidation, Supramolecular Assembly Exploration Via Hirshfeld Surface Analysis, Computational and QTAIM Study of Functionalized Anilide

“…The molecular configuration of MAOA (Figure 2, Table 2) is stabilized by intramolecular N-H 33 and MNP-MAL01 34 have nitro-substituted phenyl rings whereas, the other two structures with reference code LAQJEU 35 and SAGFIR 36…”