Strong intermolecular interactions between functional groups and their effect on the physical properties of organic compounds

Comparative analysis of a series of organic compounds containing various fu nctional group in their molecules was performed. The groups are potential s ites of strong intermolecular interaction; effect of the interaction on the structure-sensitive parameters such as boiling point, melting point, and m olecular packing factors was considered. The compared series are representa tive samplings from ca. 5000 compounds; they include organic compounds belo nging to 14 classes with oxygen-, nitrogen- and halogen-containing function al groups. The analysis showed that the systems of intermolecular interacti ons exert a decisive effect on the properties of the compounds. An addition al factor, often masking the main one, is the molecular shape, in particula r, position of the center of intermolecular interactions in the molecule (i n the middle or at the end). By the shape is meant a set of conformational states in complex organic molecules, determined, in turn, by the set of rot ation barriers of separate atomic groups.