title: Interpreting medium ring canonical conformers by a triangular plane tessellation of the macrocycle.
abstract: Cyclic conformational coordinates are essential for the distinction of molecular ring conformers as the use of Cremer-Pople coordinates have illustrated for five- and six-membered rings. Here, by tessellating medium rings into triangular planes and using the relative angles made between triangular planes we are able to assign macrocyclic pucker conformations into canonical pucker conformers such as chairs, boats, etc. We show that the definition is straightforward compared with other methods popularly used for small rings and that it is computationally simple to implement for complex macrocyclic rings. These cyclic conformational coordinates directly couple to the motion of individual nodes of a ring. Therefore, they are useful for correlating the physical properties of macrocycles with their ring pucker and measuring the dynamic ring conformational behavior. We illustrate the triangular tessellation, assignment, and pucker analysis on 7- and 8-membered rings. Sets of canonical states are given for cycloheptane and cyclooctane that have been previously experimentally analysed.
authors.affiliation: Scientific Computing Research Unit, University of Cape Town, Cape Town 7701, South Africa.
authors.forename: Pegah
authors.initials: P
authors.lastname: Khalili
authors.forename: Christopher B
authors.initials: CB
authors.lastname: Barnett
authors.forename: Kevin J
authors.initials: KJ
authors.lastname: Naidoo
mesh_terms: D047028:Macrocyclic Compounds / Q000737:chemistry*; D008968:Molecular Conformation
chemical_list: D047028:Macrocyclic Compounds