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Recycle Bin Tab (Login Dialog)
WinSCP can emulate Windows Recycle bin functionality on the server-side. Recycle Bin tab allows user to configure it.
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You need to check Advanced options and click Other settings > Recycle bin on Environment tab to reveal the tab.
Recycle Bin
When Preserve deleted remote files to recycle bin is checked deleted files are moved to specified remote directory (recycle bin) instead of actually deleting them. This applies even for directory synchronization.
When Preserve overwritten remote files to recycle bin is checked, the remote file is moved to specified remote directory (recycle bin) before being overwritten by uploaded file. The option is supported only with SFTP protocol.
The file, when it is moved to remote recycle bin, is renamed to include deletion timestamp in the filename. For example test.txt deleted on New Year Eve 2005 is renamed to test-20050101-000000.txt.
Deleting the file from remote recycle bin deletes it permanently. The same is true for overwriting it.