I think its the "CANT FIND: De_Vegas.wad" error your getting, this is because Vavle didnt include this in CS 1.6, and alot of CS maps use it.
Download de_vegas.wad here
Quote:
If you download the file from the website you need to put the fy_iceworld.bsp into your /Steam/Steamapps/user@host/counter-strike/cstrike/maps folder.
Then put de_vegas.wad into /Steam/Steamapps/user@host/counter-strike/cstrike folder
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that above is the file and the help folder to tell you where to put the files 
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