The test results you have selected are very old and may not represent the current state of Wine.
Selected Test Results (selected in 'Test Results' table below)
Tested for Half-life 2 servers only.
Logging in, saving username/password
Setting rcon password
Issuing rcon commands
Ping to server
Ban list enumerates correctly
Changelevel map list enumerates correctly
Icon tray and menu work
What does not
Tested for Half-Life 2 servers only.
Opening the drop down menu (File, Menu, etc.) completely crashes HLSW
Trace route crashes HLSW
Does not save servers list between sessions
Server variable list does not enumerate
Server player list does not enumerate
What was not tested
Because you cannot access the File/ServerList/Server menu, nor the help menu, it is not very configurable.
For my purposes, it will work great how it is. Having to repopulate my server list manually each time I run HLSW (and entering the rcon password for each server) will be tedious, but it works.