I know the raw string operator r or R suppresses the meaning of escape characters but in what situation would this really be helpful?
Raw strings are commonly used for regular expressions which need to include backslashes.
re.match(r'\b(\w)+', string) # instead of re.match('(\\w)+', string
They are also useful for DOS file paths, which would otherwise have to double up every path separator.
path = r'C:\some\dir' # instead of 'C:\\some\\dir'
They save you from the leaning toothpick syndrome.
the situation in which a quoted expression becomes unreadable because it contains a large number of escape characters, usually backslashes ("\")
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