title: Salicylamide cocrystals: screening, crystal structure, sublimation thermodynamics, dissolution, and solid-state DFT calculations.
abstract: A new cocrystal of 2-hydroxybenzamide (A) with 4-acetamidobenzoic acid (B) has been obtained by the DSC screening method. Thermophysical analysis of the aggregate [A:B] has been conducted and a fusion diagram has been plotted. Cocrystal formation from melts was studied by using thermomicroscopy. A cocrystal single-crystal was grown and its crystal structure was determined. The pattern of noncovalent interactions has been quantified using the solid-state DFT computations coupled with the Bader analysis of the periodic electron density. The sublimation processes of A-B cocrystal have been studied and its thermodynamic functions have been calculated. The classical method of substance transfer by inert gas-carrier was chosen to investigate sublimation processes experimentally. The lattice energy is found to be 143 ± 4 kJ/mol. It is lower than the sum of the corresponding values of the cocrystal pure components. The theoretical value of the lattice energy, 156 kJ/mol, is in reasonable agreement with the experimental one. A ternary phase diagram of solubility (A-B-ethanol) has been plotted and the areas with solutions for growing thermodynamically stable cocrystals have been determined.
authors.affiliation: G.A. Krestov Institute of Solution Chemistry of the Russian Academy of Sciences , 1, Academicheskaya, 153045 Ivanovo, Russia.
authors.forename: Alex N
authors.initials: AN
authors.lastname: Manin
authors.forename: Alexander P
authors.initials: AP
authors.lastname: Voronin
authors.forename: Nikolay G
authors.initials: NG
authors.lastname: Manin
authors.forename: Mikhail V
authors.initials: MV
authors.lastname: Vener
authors.forename: Anastasia V
authors.initials: AV
authors.lastname: Shishkina
authors.forename: Anatoly S
authors.initials: AS
authors.lastname: Lermontov
authors.forename: German L
authors.initials: GL
authors.lastname: Perlovich
mesh_terms: D001549:Benzamides / Q000737:chemistry; D002152:Calorimetry, Differential Scanning; D018360:Crystallography, X-Ray; D005740:Gases / Q000737:chemistry; D008968:Molecular Conformation; D012457:Salicylamides / Q000737:chemistry*; D012995:Solubility; D013696:Temperature; D013816:Thermodynamics; D062366:para-Aminobenzoates / Q000737:chemistry
chemical_list: C524082:2-hydroxybenzamide; D001549:Benzamides; D005740:Gases; D012457:Salicylamides; D062366:para-Aminobenzoates; C023730:Acedoben; C031060:salicylamide