For anyone else suffering from problems running iTunes in CX5 on Fedora Core 4 I thought I would post a reply to my original message to advise others of the fix (only applicable to Fedora Core 4 distros).
Fedora Core 4 is not officially supported by CX5 and but the support team were kind enough to identify the corrective actions required to make itunes work.
All that is required is a symlink to two shared libraries as follows:
ln -s /lib/libssl.so.0.9.7f /lib/libssl.so.0.9.6
ln -s /lib/libcrypto.so.0.9.7f /lib/libcrypto.so.0.9.6
Also I was provided with a way of debugging itunes on CX5 as follows:
CX_BOTTLE=managed_win2000 /opt/cxoffice/bin/wine --verbose --debugmsg=+crypt,+wininet --cx-log itunes.log --cx-app itunes
This dumps a lot of useful information regarding shared libaries, etc and it can be used to trap such problems.