Supramolecular Packing of a Series of N-Phenylamides and the Role of NH···O=C Interactions.

ABSTRACT: A series of seven N-phenylamides [R-C(O)NHPh, in which R: CH₃, C(CH₃)₃, Ph, CF₃, CCl₃, CBr₃, and H] were used as models in this study. Molecular packing and intermolecular interactions were evaluated by theoretical calculations, solution NMR, and quantum theory of atoms in molecules analyses. Crystallization mechanisms were proposed based on the energetic and topological parameters using the supramolecular cluster as demarcation. Concentration-dependent ¹H NMR experiments corroborated the proposed interactions between molecules. For all compounds (except for R: H, which initially formed tetramers), layers (two-dimensional) or chains (one-dimensional) were formed in the first stage of the proposed crystalliz

SUBMITTER: Pagliari AB 

PROVIDER: S-EPMC6645157 | biostudies-literature | 2018 Oct

REPOSITORIES: biostudies-literature