After reading the logs (not really good lol), it seems that it's mentioning MassiveCore is out of date:
[11:28:12] [Server thread/ERROR]: Error occurred while enabling MassiveCore v2.13.1 (Is it up to date?)
Also I believe factions relies on Vault, no?:
[11:28:16] [Server thread/INFO]: Vault not found! Disabling support for economy features. If you would like to use economy features download Vault at: http://dev.bukkit.org/bukkit-plugins/vault/