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I feel stupid here.  Perhaps I am setting these up incorrectly.  Do you have a sample or a suggestion on which images go into what settings?  I seem to have most issues with auto tiles generating esp with the cliffs.   No angles either.  I have pictures. Should I send them through email?  Here is my set up at least.

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The setup here seem correct. Yes, please send the pictures to [REDACTED] and we'll take a look at it there. Thank you! 

Side note, there are some functions and mapping possibilities that are only available to RPG Makers that utilize the Tiled Map Editor. 

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We've received and checked over the images you've provided. Basically, A5 sheets are by design, 256x512. The reason why you're not seeing those transparent tiles is because those were added in as a bonus, where users can elect to use them  as D or E and manually apply em onto the map through the layer feature of MZ. They were not designed to work straight off of A5.

We suggest the following:

For the tiles in the "A5" row, to make usage of the transparent features of rocks and cliffs, put a duplicate of the set in the "C" tab of your tileset onwards.

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As far as mapping in RPG Maker MV/MZ's default editor, this is the kind of style you will be able to do with the cliffs.