Boron has been shown to have relatively unique chemical abilities in physiological systems. It however has not been well studied with computationally rapid methodologies. This work demonstrates some steps towards the understanding of small systems in furtherance of understanding large systems. Boron's Lewis acid character has been investigated through its dative bonding to nitrogen and oxygen. A tool for the complete conformational searching of a potential energy surface has been created. This tool has been used to investigate the boron apiosyl crosslink in Rhamnogalacturonan-II.