Hydrogen Bonding Motifs in the Conformational Space of a Hydroxy-Bisphosphonate Moiety

Bisphosphonates are important therapeutic agents in bone related diseases and exhibitcomplex H-bonding networks[1,2]. To asses the role of H-bonds in their stabilities, fullconformational search was performed at CPCM-MP2 level of theory for MBP and HEDP.The most stable structures and their equilibrium populations were analyzed at twoprotonation states via assignment of H-bonding motifs to each conformer. Geometrical andtopological approaches for identification and characterization of H-bonds were comparedwith each other. Topologically derived H-bond energy obtained from local density ofpotential energy at H-bond critical points was compared with other measures of H-bondstrength.