The PrintToPDF Chooser extension only uses a limited set of fonts that are used to replace the fonts in the original document and these fonts are not embedded in the PDF file.
Setting up printing to a PostScript file is possible in SheepShaver and Preview in OSX can open that PS file. Printing or saving as PDF is then possible from Preview.
See our printing from SheepShaver and BasiliskII guide: http://www.emaculation.com/doku.php/she ... k_printing
Note that we do not support COI, but as COI contains a full OS9 installation and supports the Unix volume / shared folder feature, I suppose the different described printing setups can be used there also.