Yes, I have seen this problem before, but in every case, it has occurred on a Macintosh, and FileMaker Pro crashed. In that case, removal of AdobeFnt08.lst file fixed the problem. That file was found in the Macintosh directory:
Home Directory -> Library -> Application Support -> Adobe -> TypeSpt -> AdobeFnt08.lst
Before removing this file, see if you can print to PDF manually. If not, then remove the file. If you can print manually, then something else is occurring, and we'll have to do some additional sleuthing.