biostudies-literatureUnknown22(5)Gallagher JFA 3 × 3 isomer grid of nine <i>N</i>-(chlorophenyl)pyridinecarboxamides (<b>NxxCl</b>) is reported with physicochemical studies and single crystal structures (<b>Nx</b> = pyridinoyl moiety; <b>xCl</b> = aminochlorobenzene ring; <b>x</b> = <i>para</i>-/<i>meta</i>-/<i>ortho</i>-), as synthesized by the reaction of the substituted <i>p</i>-/<i>m</i>-/<i>o</i>-pyridinecarbonyl chlorides (<b>Nx</b>) with <i>p</i>-/<i>m</i>-/<i>o</i>-aminochlorobenzenes (<b>xCl</b>). Several of the nine <b>NxxCl</b> crystal structures display structural similarities with their halogenated <b>NxxX</b> and methylated <b>NxxM</b> relatives (<b>x</b> = <i>p</i>-/<i>m-</i>/<i>o</i>-substitutions; <b>X</b> = F, Br; <b>M</b> = methyl). Indeed, five of the nine <b>NxxCl</b> crystal structures are isomorphous with theirCrystal growth & design3343-3358https://www.ebi.ac.uk/biostudies/studies/S-EPMC9074230biostudies-literatureProbing the Electronic Properties and Interaction Landscapes in a Series of <i>N</i>-(Chlorophenyl)pyridinecarboxamides.PMC9074230Jelsch CGallagher JFGuillot BHehir NViolin CEspinosa EMocilac PAubert EO'Connor BFfalseProbing the Electronic Properties and Interaction Landscapes in a Series of <i>N</i>-(Chlorophenyl)pyridinecarboxamides.A 3 × 3 isomer grid of nine <i>N</i>-(chlorophenyl)pyridinecarboxamides (<b>NxxCl</b>) is reported with physicochemical studies and single crystal structures (<b>Nx</b> = pyridinoyl moiety; <b>xCl</b> = aminochlorobenzene ring; <b>x</b> = <i>para</i>-/<i>meta</i>-/<i>ortho</i>-), as synthesized by the reaction of the substituted <i>p</i>-/<i>m</i>-/<i>o</i>-pyridinecarbonyl chlorides (<b>Nx</b>) with <i>p</i>-/<i>m</i>-/<i>o</i>-aminochlorobenzenes (<b>xCl</b>). Several of the nine <b>NxxCl</b> crystal structures display structural similarities with their halogenated <b>NxxX</b> and methylated <b>NxxM</b> relatives (<b>x</b> = <i>p</i>-/<i>m-</i>/<i>o</i>-substitutions; <b>X</b> = F, Br; <b>M</b> = methyl). Indeed, five of the nine <b>NxxCl</b> crystal structures are isomorphous with their2022-01-01T00:00:00Z2022 May2025-04-04T09:10:35.972Z2024-11-20T15:43:05.975ZS-EPMC90742303554794110.1021/acs.cgd.2c00153