Open Access4‐(2,5‐Dioxo‐2,5‐dihydro‐1 H ‐pyrrol‐1‐yl)benzoic acid: X‐ray and DFT‐calculated structure
Author(s) -
MorenoFuquen Rodolfo,
Tenorio Juan C.,
Ellena Javier,
De Simone Carlos A.,
Ribeiro Leandro
Publication year - 2011
Publication title -
acta crystallographica section c
Language(s) - English
Resource type - Journals
eISSN - 1600-5759
pISSN - 0108-2701
DOI - 10.1107/s0108270111002265
Subject(s) - dihedral angle , density functional theory , benzene , benzoic acid , hydrogen bond , crystallography , chemistry , maleimide , x ray , proton , bioinformatics , computational chemistry , molecule , polymer chemistry , physics , organic chemistry , quantum mechanics , biology
In the title compound, C 11 H 7 NO 4 , there is a dihedral angle of 45.80 (7)° between the planes of the benzene and maleimide rings. The presence of O—H...O hydrogen bonding and weak C—H...O interactions allows the formation of R 3 3 (19) edge‐connected rings parallel to the (010) plane. Structural, spectroscopic and theoretical studies were carried out. Density functional theory (DFT) optimized structures at the B3LYP/6–311 G(d,p) and 6–31++G(d,p) levels are compared with the experimentally determined molecular structure in the solid state. Additional IR and UV theoretical studies allowed the presence of functional groups and the transition bands of the system to be identified.