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I recently had a similar problem with a single book crashing the reader, so I believe it's entirely possible.
I had a text file I put into Word, converted to RTF. I kept the font at times new roman, but changed the size from 10 to 12. I also made the title size 16 and bolded. I converted it in calibre, and also put the font size to 12.0 there, just messing around with the program, I usually leave it at the defaults. It converted fine, loaded fine, and I could pull it up just fine in the 505. However, when I tried to change font sizes on it from S to M it took a bit longer than usual, and when I tried to go from M to L, it would lock. I tried it a few times and it was always the same. I even let it be for an hour or so to make sure it wasn't just having a tough time reflowing the text to L size. It wasn't. In the end, I deleted the book, re-did it from text to .rtf to calibre (leaving it all in default sizes) and it worked fine after that.
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