title: Sulfonamides as a subject to study molecular interactions in crystals and solutions: sublimation, solubility, solvation, distribution and crystal structure.
abstract: Crystal structures of 4-amino-N-(4-chlorophenyl)-benzene-sulfonamide (IV), 4-amino-N-(2,3-dichlorophenyl)-benzene-sulfonamide (V), 4-amino-N-(3,4-dichlorophenyl)-benzene-sulfonamide (VI) and 4-amino-N-(2,5-dichlorophenyl)-benzene-sulfonamide (VII) were solved by X-ray diffraction method. Temperature dependencies of saturated vapour pressure and thermodynamic functions of sublimation process were calculated (IV: delta Gsub298=74.0 kJ mol(-1), delta Hsub298=134.1+/-1.2 kJ mol(-1), delta Ssub298=202+/-3 J mol(-1)K(-1); V: delta Gsub298=61.7 kJ mol(-1), delta Hsub298=141.1+/-0.7 kJ mol(-1), delta Ssub298=266+/-2 J mol(-1)K(-1); VI: delta Gsub298=85.8 kJ mol(-1), delta Hsub298=167.5+/-3.6 kJ mol(-1), delta Ssub298=274+/-8 J mol(-1)K(-1); VII: delta Gsub298=75.7 kJ mol(-1), delta Hsub298=155.4+/-1.6 kJ mol(-1), delta Ssub298=268+/-4 J mol(-1)K(-1)). Thermochemical parameters of fusion and evaporation processes for the compounds were obtained. Temperature dependencies of the solubility in water, n-octanol were measured. The thermodynamic functions of solubility and solvation processes were deduced. The transfer processes of the molecules from water to n-octanol were analysed by diagram method and main driven forces were established.
authors.affiliation: Department of Computer-Aided Molecular Design, Institute of Physiologically Active Compounds, Russian Academy of Sciences, 142432 Chernogolovka, Russia. glp@isc-ras.ru
authors.forename: German L
authors.initials: GL
authors.lastname: Perlovich
authors.forename: Nadezda N
authors.initials: NN
authors.lastname: Strakhova
authors.forename: Vladimir P
authors.initials: VP
authors.lastname: Kazachenko
authors.forename: Tatyana V
authors.initials: TV
authors.lastname: Volkova
authors.forename: Valery V
authors.initials: VV
authors.lastname: Tkachev
authors.forename: Klaus-Jurgen
authors.initials: KJ
authors.lastname: Schaper
authors.forename: Oleg A
authors.initials: OA
authors.lastname: Raevsky
mesh_terms: D000465:Algorithms; D002152:Calorimetry, Differential Scanning; D003460:Crystallization; D006860:Hydrogen Bonding; D008958:Models, Molecular; D008968:Molecular Conformation; D019999:Pharmaceutical Solutions; D012995:Solubility; D012997:Solvents; D013449:Sulfonamides / Q000737:chemistry*; D013696:Temperature; D013816:Thermodynamics; D014961:X-Ray Diffraction
chemical_list: D019999:Pharmaceutical Solutions; D012997:Solvents; D013449:Sulfonamides