Can't boot OS9 from external HD

I have an external HD with OS X4 and OS9 installed on it. Classic will open, but I can't instal an OS 9 app because the app says I need virtual memory. I tried to boot OS9 from the external drive to install the app from OS9, but it is not a start up option in system preferences. I also can't start it from the c key. I have a full retail version of OS9.
Does any one have any suggestions? Do I need to install an earlier version of OS X?

Allan,
Thanks for the response.
When I upgraded my iMac G5 to OS X5 I thought it was time to finally get rid of all of my OS9 apps. I originally had them on an external bootable HD. It's now Thanksgiving and I had a few holiday graphics in Corel Print House 2000 I would like to use (OS9). I thought I would reinstall OS X4 and OS9 on the external HD which I did. OSX4 boots fine and classic opens but I can't get it to boot from OS9. I can't reinstall Print House because it says it needs virtual memory to instal.
Any ideas how I could load Print House onto my external HD or how to open a .cxx file? I wonder how I got this app on the external originally.

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