Since there are variables in the file path\name that Lansweeper can't compensate for you would need to have a log in script check it and write them to registry keys and then scan those.
Here's a sample script.
Set objFSO = CreateObject("Scripting.FileSystemObject")
Set objShell = CreateObject( "WScript.Shell" )
appDataLocation=objShell.ExpandEnvironmentStrings("%LOCALAPPDATA%")
objStartFolder = appDataLocation + "\microsoft\outlook\"
Set objFolder = objFSO.GetFolder(objStartFolder)
Set colFiles = objFolder.Files
For Each objFile in colFiles
If Right(objFile.Name, 4) = ".ost" Then
wshShell.RegWrite "HKEY_LOCAL_MACHINE\SOFTWARE\CompanyName\OST\FileName", objFile.Name, "REG_SZ"
wshShell.RegWrite "HKEY_LOCAL_MACHINE\SOFTWARE\CompanyName\OST\FileSize", objFile.Size, "REG_SZ"
End If
Next