nope, 'fraid not. 
It's a pitty, I assumed this feature would be included in an iPod, Apple is usually very good at thinking of everything. Perhaps on a later model (maybe iPod Photo even?)
Your only option is to join the tracks you want to export to iPod as one long song with crossfade included.
EDIT: Found this discussion in iPod Hacks.com, thought you'd be interested.
It's a pitty, I assumed this feature would be included in an iPod, Apple is usually very good at thinking of everything. Perhaps on a later model (maybe iPod Photo even?)
Your only option is to join the tracks you want to export to iPod as one long song with crossfade included.
EDIT: Found this discussion in iPod Hacks.com, thought you'd be interested.