Make sure that you have the latest patch installed AND that you have installed them in the proper order. Installing an IWD patch after you have installed HOW or a HOW patch after you have installed TOL can cause exactly the problem you are seeing.
Try uninstalling and reinstalling if everything with the patches is in order.
Check out the BIS message boards. There have been a lot of assertion errors lately. Some are the result of bad cds! You might try copying the contents of each cd into a temp file on your hd. If a file fails to copy it's a sure sign that the cd is bad and it needs to be replaced.
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