The Windows 2008 server is running ExtremeZIP and the problem only occurs if the clients connected via AFP- SMB connections were fine. The problem affected both AD bound and unbound Macs.
FIX: it turned out that file permissions didn't fully copy (or perhaps robocopy doesn't have the flags that Windows 2008 Server requires). Folders that the Mac users could only see as read-only were missing a tick in "Delete subfolders and files and folders" in the Advanced folder settings.
Go to the security properties of the folder and click on the "Advanced" tab
Highlight the user/group that you want to check permissions on and click "Change Permissions"
Highlight the user/group again and click "Edit"
Make sure there is a tick in "Delete subfolders and files"
Make sure you propagate the permissions to all child objects.
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