In this paper we analyze the second-order Kuramoto model in the presence of a positive correlation between the heterogeneity of the connections and the natural frequencies in scale-free networks. We numerically show that discontinuous transitions emerge not just in disassortative but also in strongly assortative networks, in contrast with the first-order model. We also find that the effect of assortativity on network synchronization can be compensated by adjusting the phase damping. Our results show that it is possible to control collective behavior of damped Kuramoto oscillators by tuning the network structure or by adjusting the dissipation related to the phases' movement.