There are several reasons that this might happen.
The most obvious is that the videos are encoded with a later codec or container format that was never available under OS 9. You might still be able to find transcoding software that can translate the files into a format that can be read under OS 9, but that becomes more difficult as time passes and support for older, less secure codecs is dropped.
Less obvious is if the OS 9 install has been designated as a Classic environment or so-called "Blue Box". While such System folders can remain bootable, there are fundamental changes made to the OpenTransport extensions such that they are no longer fully functional in stand-alone mode. OpenTransport was not just for networking, but was also very much involved with multi-media functions under OS 9 and QuickTime.
An excellent resource for vintage and obsolete Apple systems and software is
Low End Mac . Not only does it include archived material dating back to 1997, but also has an active community and sponsors several mailing lists on particular models and OS versions.
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