Problems with Tortoise check out

Hi,
we use TortoiseSVN 1.4.4 under windows XP on a net drive without the use of a webserver. Every few days, we have the problem that Tortoise claims that some files are already on the newest version although there is definitely a newer version in the Tortoise system. An SVN update will not check out the newer version, although the log correctly shows the entry and comments of the newest version. The only way to get the newest version is to delete the current file on the local hard disc and do an update of the whole directory. Has anybody had similar problems? How can I find out the problem in detail?

Thanks in advance, Ralf

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