Normally Outlook 2000 does not log Internet, SMTP, and POP sessions.
To turn on this feature:
Start Regedit
Go to Hkey_Current_User Software Microsoft Office 9.0 Outlook Options Mail
Create a new DWORD
Give it a name of Logging
Give it a value of 1
After this, 3 files will be created in the C:WindowsTempOutlook Logging directory.
InetXP.txt logs the Internet session
Pop3log.txt logs mail-retrieval activity
Smtplog.txt logs mail-sending activity