has not yet been explored. Some computational studies have shown that density functional theory (DFT) can reproduce experimental results in AOC reactions. However, most quantum chemistry models utilize only a few water molecules to represent the complex traits of HB in these systems, completely neglecting the role of water cluster size in accurately depicting hydrogen bonding interactions with organic molecules. For these reasons, in this work, we explore the interaction strengths of water clusters of varying sizes with organic HB acceptors. In the process of our study, we developed a new benchmark data set of hydrogen bonding for organic molecule-water cluster complexes.