%0 Generic %A Lemmerer, Andreas %A Adsmond, Daniel A. %A Bernstein, Joel %D 2011 %T An Investigation of the Hydrogen-Bond Preferences and Co-crystallization Behavior of Three Didonor Compounds. %U https://acs.figshare.com/articles/dataset/An_Investigation_of_the_Hydrogen_Bond_Preferences_and_Co_crystallization_Behavior_of_Three_Didonor_Compounds_/2657182 %R 10.1021/cg2002145.s012 %2 https://acs.figshare.com/ndownloader/files/4315069 %K Cambridge Structural Database %K didonor compounds %K racemic mandelic acid %K CSD %K RS %X We assess the suitability of the three didonor compounds as building blocks for ternary co-crystals of the type (didonor)(monoacceptor)2. A Cambridge Structural Database (CSD) survey was carried out to analyze the hydrogen-bond connectivity and develop a strategy for the preparation of the desired co-crystal. Six specific compounds were selected and crystals were grown from 1:1 and 1:2 solutions of didonor compounds (m-hydroxybenzoic acid, p-hydroxybenzoic acid, and racemic mandelic acid) and acceptor compounds (acridine, triphenylphosphine oxide, and nicotinamide) leading to three co-crystals (m-hydroxybenzoic acid)·(triphenylphosphine oxide)2 (1), ((RS)-mandelic acid)·(acridine) (2) and (p-hydroxybenzoic acid)·(nicotinamide) (3). Characterization by single-crystal structure determination confirms the success of this design strategy. %I ACS Publications