Commercial baicalein (α form) exhibits deficient tabletability. Cocrystals of baicalein with nicotinamide, caffeine, and isoniazid were all shown to display excellent tabletability, despite the three coformers having high, medium, and poor tabletability, respectively. A crystal structure analysis using the energy framework approach revealed that the superior tabletability of these cocrystals always correlated with structural features rendering high plasticity irrespective of the coformer involved.