Ah, thank you again, an esp doesn't generate for me, thats the issue. For refrence when this is fixed, usually after doing the final run of dynDOLOD for open cities, do I need to save it or would I just exit, gamerpoets just says "continue on as normal" but I don't know what is meant by "normal" at the end of his open cities skyrim tutorial.
Continuing normal means, to use Save & Exit to save the plugin and then install the DynDOLOD output as usual, including the plugin and the SKSE folder with the data files. Read the section in the manual to double check the steps.
Please post the DynDOLOD_TES5_log.txt (and bugreport.txt if it exsist) for the second run that seems to have a problem. Where DynDOLOD.exe is started without a DynDOLOD.esp but with the Open Cities plugin and the changed INI settings for the second run etc.