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Calendar: Using Images
When I use the special FILENAME tag, image options no longer work. Why?
This is because the [!FILENAME:X!] tag simply inserts the full path to your image or PDF into your web page where ever you place it. The FILENAME tag doesn't know anything about the options you set for your images or PDFs.

If you want to use your options try using the [!IMAGEX:X!] tag instead. The upload tag was was designed with this in mind.