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Version of OpenTTD
1.9.2 and master-20190707
Random map generation failure should either cause the next attempt to use a random seed that should hopefully succeed (regardless of if a set seed was input into the "newmap" / "newgame" command) or for the game to exit and/or restart.
Random map generation failure crashes the game with
Steps to reproduce
Set the map generation settings as follows (from my openttd.cfg):