title: Extending the supramolecular synthon based fragment approach (SBFA) for transferability of multipole charge density parameters to monofluorobenzoic acids and their cocrystals with isonicotinamide: importance of C-H···O, C-H···F, and F···F intermolecular regions.
abstract: An extension of the supramolecular synthon-based fragment approach (SBFA) method for transferability of multipole charge density parameters to include weak supramolecular synthons is proposed. In particular, the SBFA method is applied to C-H···O, C-H···F, and F···F containing synthons. A high resolution charge density study has been performed on 4-fluorobenzoic acid to build a synthon library for C-H···F infinite chain interactions. Libraries for C-H···O and F···F synthons were taken from earlier work. The SBFA methodology was applied successfully to 2- and 3-fluorobenzoic acids, data sets for which were collected in a routine manner at 100 K, and the modularity of the synthons was demonstrated. Cocrystals of isonicotinamide with all three fluorobenzoic acids were also studied with the SBFA method. The topological analysis of inter- and intramolecular interaction regions was performed using Bader's AIM approach. This study shows that the SBFA method is generally applicable to generate charge density maps using information from multiple intermolecular regions.
authors.affiliation: Solid State and Structural Chemistry Unit, Indian Institute of Science, Bangalore, India.
authors.forename: Venkatesha R
authors.initials: VR
authors.lastname: Hathwar
authors.forename: Tejender S
authors.initials: TS
authors.lastname: Thakur
authors.forename: Ritesh
authors.initials: R
authors.lastname: Dubey
authors.forename: Mysore S
authors.initials: MS
authors.lastname: Pavan
authors.forename: Tayur N Guru
authors.initials: TN
authors.lastname: Row
authors.forename: Gautam R
authors.initials: GR
authors.lastname: Desiraju
mesh_terms: D001565:Benzoates / Q000737:chemistry*; D003460:Crystallization; D046911:Macromolecular Substances / Q000737:chemistry; D009536:Niacinamide / Q000737:chemistry*; D011789:Quantum Theory
chemical_list: D001565:Benzoates; D046911:Macromolecular Substances; D009536:Niacinamide; C027681:isonicotinamide