In no particular order:
I'm not absolutely sure what you are asking, but you can't run ASIP 5 on an iMac running OS9.2, if that's what you intend doing. ASIP is very, VERY picky about operating system versions.
ASIP 6 supports Appletalk multihoming, meaning it will allow simultaneous Appleshare client access to as many ethernet cards as you can install, to ethernet as well as localtalk ports simultaneously, and MAYBE, therefore, to newer technologies like wireless and so forth also at the same time. I can't say for sure, but I wouldn't try it on ASIP5, since it is meant to run on System 8 (it even runs on 7.6.1).
ASIP 6.3 will certainly run on OS9, but up to what version of 9 I don't know. It will also do Appletalk "multihoming," so presumably Airport would be supported alongside ethernet.
There is an Apple document which summarizes the system requirements of all the Appleshare products that you should look for.