Hard roof fracturing characteristics and mining-induced stress behaviors can be studied to ensure production safety in top coal caving face. Field tests were conducted at top coal caving face No. 8309 in the Tongxin mine of the Datong Coal Mining Group in China. The monitoring results indicated two modes of periodic weighting: short weighting steps with low intensity and long weighting steps with high intensity. According to three periodic weighting phenomena, three models of hard roof fracturing were proposed based on the cantilever-voussoir beam compound structure. And the equations of the working resistance for long/high periodic weighting were derived. Furthermore, a difference in the pressure changes among the front leg, back leg and front beam of the supports was observed, and the back leg pressure significantly increased during periodic weighting. The change in the single prop pressure was divided into a slow growth stage and a rapid growth stage. And the front abutment pressure fluctuated with the periodic instability of the roof compound structure. Moreover, the fracturing of the roof above the stope resulted in roadway deformation. The instability of the cantilever-voussoir beam structure also intensified the roadway deformation. Finally, a support-surrounding rock mechanical model was established considering the behavior of an elastic cantilever beam. The required work resistance considering the bearing capacity of top coal were discussed, providing a basis for reasonable support selection. These research results can provide references for mining pressure and stratum movement control.