title: Structural and Theoretical Investigation of Anhydrous 3,4,5-Triacetoxybenzoic Acid.
abstract: A comprehensive investigation of anhydrous form of 3,4,5-Triacetoxybenzoic acid (TABA) is reported. Single crystal X-ray diffraction, Thermal analysis, Fourier Transform Infrared spectroscopy (FTIR) and DFT calculations were applied for TABA characterization. This anhydrous phase crystallizes in the triclinic [Formula: see text] space group (Z' = 1) and its packing shows a supramolecular motif in a classical [Formula: see text] ring formed by acid-acid groups association. The phase stability is accounted in terms of supramolecular architecture and its thermal behaviour. Conformation search at B3LYP/6-311++G(2d,p) level of theory shows the existence of three stable conformers and the most stable conformation was found experimentally. The reactivity of TABA was investigated using the molecular orbital theory and molecular electrostatic potential. The calculation results were used to simulate the infrared spectrum. There is a good agreement between calculated and experimental IR spectrum, which allowed the assignment of the normal vibrational modes.
authors.affiliation: Instituto de Física de São Carlos, Universidade de São Paulo, 13560-970, São Carlos, SP, Brazil.|Ciências Exatas e Tecnológicas, Universidade Estadual de Goiás, 75132-400, Anápolis, GO, Brazil.
authors.forename: Paulo S
authors.initials: PS
authors.lastname: Carvalho
authors.affiliation: Instituto de Física de São Carlos, Universidade de São Paulo, 13560-970, São Carlos, SP, Brazil.|Ciências Exatas e Tecnológicas, Universidade Estadual de Goiás, 75132-400, Anápolis, GO, Brazil.
authors.forename: Leonardo R
authors.initials: LR
authors.lastname: Almeida
authors.affiliation: Ciências Exatas e Tecnológicas, Universidade Estadual de Goiás, 75132-400, Anápolis, GO, Brazil.|Departamento de Química, Universidade Federal de São Carlos, 13565-905, São Carlos, SP, Brazil.
authors.forename: João H
authors.initials: JH
authors.lastname: Araújo Neto
authors.affiliation: Instituto de Física de São Carlos, Universidade de São Paulo, 13560-970, São Carlos, SP, Brazil.
authors.forename: Ana Carolina Q D
authors.initials: AC
authors.lastname: Medina
authors.affiliation: Ciências Exatas e Tecnológicas, Universidade Estadual de Goiás, 75132-400, Anápolis, GO, Brazil.
authors.forename: Antonio C S
authors.initials: AC
authors.lastname: Menezes
authors.affiliation: Ciências Exatas e Tecnológicas, Universidade Estadual de Goiás, 75132-400, Anápolis, GO, Brazil.
authors.forename: José E F
authors.initials: JE
authors.lastname: Sousa
authors.affiliation: Ciências Exatas e Tecnológicas, Universidade Estadual de Goiás, 75132-400, Anápolis, GO, Brazil.
authors.forename: Solemar S
authors.initials: SS
authors.lastname: Oliveira
authors.affiliation: Ciências Exatas e Tecnológicas, Universidade Estadual de Goiás, 75132-400, Anápolis, GO, Brazil.
authors.forename: Ademir J
authors.initials: AJ
authors.lastname: Camargo
authors.affiliation: Ciências Exatas e Tecnológicas, Universidade Estadual de Goiás, 75132-400, Anápolis, GO, Brazil.
authors.forename: Hamilton B
authors.initials: HB
authors.lastname: Napolitano
mesh_terms: D000085:Acetates / Q000737:chemistry*; D018360:Crystallography, X-Ray; D019281:Dimerization; D005707:Gallic Acid / Q000031:analogs & derivatives* / Q000737:chemistry; D062385:Hydroxybenzoates / Q000737:chemistry*; D007259:Infrared Rays; D008968:Molecular Conformation; D017550:Spectroscopy, Fourier Transform Infrared; D055672:Static Electricity; D013696:Temperature; D013818:Thermogravimetry; D014732:Vibration
chemical_list: D000085:Acetates; D062385:Hydroxybenzoates; D005707:Gallic Acid