Systematic Data Set for Structure−Property Investigations: Solubility and Solid-State Structure of Alkaline Earth Metal Salts of Benzoates.

A new resource for studying structure property relationships is presented, namely a systematic database of 36 organic salt structures together with phase specific aqueous solubility data. The salts are derived from four M2+ cations (Mg2+, Ca2+, Sr2+, Ba2+) and nine substituted benzoate anions. The intrinsic solubility of the free acid is found to have a major contribution to make to salt solubility, but despite previous literature assertions, there appears to be little correlation of solubility with the polarity of the organic ions, with cation size, or with hydration state. Importantly, we also show that consideration of the array structure rather than just molecular considerations improves prediction of rank orders of solubility. Thus, three-dimensional intermolecular networks (here formed with hydrogen bonding, M−O−M and M−N−M interactions, and halide interactions) are found to have lower aqueous solubilities than lower dimensional networks. A new resource for studying structure property relationships is presented, namely a systematic database of 36 pharmaceutically relevant organic salt structures (alkali earth metal salts of substituted benzoates) together with phase-specific aqueous-solubility data. [ABSTRACT FROM AUTHOR]