Usually, this error occurred because of a failure in the pre-authentication "handshake". Make sure to verify the following:
•Validate that you have entered the appropriate username, password and domain to establish the connection or select the appropriate Credential Entry
•If you are using a different username format to connect, select the appropriate one to use in the Advanced - Username Format field
•Enable/Disable the Network Level Authentication (NLA) option in the Connection tab of the RDP session
•Enable/Disable the Transport Layer Security (TLS) option in the Connection tab of the RDP session
The copy of files between a Mac and a Windows remote session is not supported. Only text can be transfer via copy/paste.
If you want to transfer a file or an image on a remote computer, you would need to enable the redirection of your hard drive or a folder. In the Local Resources tab, enable Hard drives and select if you want to redirect all disk drives, the home folder or a specific folder. To specify a folder, click on the "+" button in the Folders section