XI is end of life long time ago and never tested on 2008 Server.
You can try XI R2 SP 6:
http://downloads.businessobjects.com/akdlm/crystalreports/crxir2_sp4_full_bld_0-20008684.exe
http://downloads.businessobjects.com/akdlm/crystalreports/CRYSTALREPORTS06_0-20008684.EXE
Use the same keycode you used for XI, it may help.
If the font is being replaced it's likely due to licensing, CR is not allowed to distribute licensed fonts.
Don