Estou usando o Ubuntu Distribution 12.04 e tentando executar o Oblivion, usei o playonlinux para instalá-lo em uma unidade virtual junto com o uso do wine.
Eu acho que o problema é que eu tenho uma placa gráfica com defeito ou algo que eu sou relativamente novo no Linux que acabei de migrar do Windows. Aqui está o relatório de bug do playonlinux eu acredito.
Quando o inicio no playonlinux, ele mostra um menu com os botões "Reproduzir, Arquivos de Dados, Opções, Elderscrolls.com, Suporte Técnico, Desinstalar e Sair".
[10/19/13 14:58:38] - Running wine-1.7.4 OblivionLauncher.exe (Working directory : /home/tyler/.PlayOnLinux/wineprefix/TheElderScrolls4_Oblivion/drive_c/Program Files/Bethesda Softworks/Oblivion)
wine: configuration in '/home/tyler/.PlayOnLinux//wineprefix/TheElderScrolls4_Oblivion' has been updated.
[10/19/13 14:59:02] - Running wine-1.7.4 regedit (Working directory : /home/tyler/.PlayOnLinux)
[10/19/13 14:59:02] - User modified something in the registry manually
[10/19/13 15:02:24] - Running wine-1.7.4 OblivionLauncher.exe (Working directory : /home/tyler/.PlayOnLinux/wineprefix/TheElderScrolls4_Oblivion/drive_c/Program Files/Bethesda Softworks/Oblivion)
[10/19/13 15:18:56] - Running wine-1.7.4 OblivionLauncher.exe (Working directory : /home/tyler/.PlayOnLinux/wineprefix/TheElderScrolls4_Oblivion/drive_c/Program Files/Bethesda Softworks/Oblivion)
[10/19/13 15:19:15] - Running wine-1.7.4 OblivionLauncher.exe (Working directory : /home/tyler/.PlayOnLinux/wineprefix/TheElderScrolls4_Oblivion/drive_c/Program Files/Bethesda Softworks/Oblivion)
err:ole:CoInitializeEx Attempt to change threading model of this apartment from multi-threaded to apartment threaded
fixme:d3d:wined3d_guess_card No card selector available for card vendor 0000 (using GL_RENDERER "Gallium 0.4 on llvmpipe (LLVM 3.2, 128 bits)").
fixme:win:EnumDisplayDevicesW ((null),0,0x32f328,0x00000000), stub!
fixme:d3d:wined3d_guess_card No card selector available for card vendor 0000 (using GL_RENDERER "Gallium 0.4 on llvmpipe (LLVM 3.2, 128 bits)").
fixme:win:EnumDisplayDevicesW ((null),0,0x33ef28,0x00000000), stub!
fixme:d3d:wined3d_guess_card No card selector available for card vendor 0000 (using GL_RENDERER "Gallium 0.4 on llvmpipe (LLVM 3.2, 128 bits)").
fixme:win:EnumDisplayDevicesW ((null),0,0x33eef8,0x00000000), stub!
fixme:d3d:resource_check_usage Unhandled usage flags 0x8.
fixme:d3d:state_zenable Z buffer disabled, but ARB_depth_clamp isn't supported.
Tente executar
export LD_LIBRARY_PATH=/usr/lib32:$LD_LIBRARY_PATH
Se você estiver executando o Ubuntu de 64 bits, ele pesquisará as 64 bibliotecas primeiro, depois falhará e será fechado. Isso irá instruí-lo para procurar a biblioteca 32 primeiro. Foi assim que resolvi o problema com o Civilization 4.