bpo-27827: identify a greater range of reserved filename on Windows. (GH-26698) (GH-27421)

`pathlib.PureWindowsPath.is_reserved()` now identifies as reserved
filenames with trailing spaces or colons.

Co-authored-by: Barney Gale <barney.gale@foundry.com>
Co-authored-by: Eryk Sun <eryksun@gmail.com>
(cherry picked from commit 56c1f6d7edad454f382d3ecb8cdcff24ac898a50)
diff --git a/Lib/test/test_pathlib.py b/Lib/test/test_pathlib.py
index 54b7977..e716f4d 100644
--- a/Lib/test/test_pathlib.py
+++ b/Lib/test/test_pathlib.py
@@ -1282,19 +1282,35 @@ def test_is_reserved(self):
         self.assertIs(False, P('').is_reserved())
         self.assertIs(False, P('/').is_reserved())
         self.assertIs(False, P('/foo/bar').is_reserved())
-        self.assertIs(True, P('con').is_reserved())
-        self.assertIs(True, P('NUL').is_reserved())
-        self.assertIs(True, P('NUL.txt').is_reserved())
-        self.assertIs(True, P('com1').is_reserved())
-        self.assertIs(True, P('com9.bar').is_reserved())
-        self.assertIs(False, P('bar.com9').is_reserved())
-        self.assertIs(True, P('lpt1').is_reserved())
-        self.assertIs(True, P('lpt9.bar').is_reserved())
-        self.assertIs(False, P('bar.lpt9').is_reserved())
-        # Only the last component matters.
-        self.assertIs(False, P('c:/NUL/con/baz').is_reserved())
         # UNC paths are never reserved.
         self.assertIs(False, P('//my/share/nul/con/aux').is_reserved())
+        # Case-insenstive DOS-device names are reserved.
+        self.assertIs(True, P('nul').is_reserved())
+        self.assertIs(True, P('aux').is_reserved())
+        self.assertIs(True, P('prn').is_reserved())
+        self.assertIs(True, P('con').is_reserved())
+        self.assertIs(True, P('conin$').is_reserved())
+        self.assertIs(True, P('conout$').is_reserved())
+        # COM/LPT + 1-9 or + superscript 1-3 are reserved.
+        self.assertIs(True, P('COM1').is_reserved())
+        self.assertIs(True, P('LPT9').is_reserved())
+        self.assertIs(True, P('com\xb9').is_reserved())
+        self.assertIs(True, P('com\xb2').is_reserved())
+        self.assertIs(True, P('lpt\xb3').is_reserved())
+        # DOS-device name mataching ignores characters after a dot or
+        # a colon and also ignores trailing spaces.
+        self.assertIs(True, P('NUL.txt').is_reserved())
+        self.assertIs(True, P('PRN  ').is_reserved())
+        self.assertIs(True, P('AUX  .txt').is_reserved())
+        self.assertIs(True, P('COM1:bar').is_reserved())
+        self.assertIs(True, P('LPT9   :bar').is_reserved())
+        # DOS-device names are only matched at the beginning
+        # of a path component.
+        self.assertIs(False, P('bar.com9').is_reserved())
+        self.assertIs(False, P('bar.lpt9').is_reserved())
+        # Only the last path component matters.
+        self.assertIs(True, P('c:/baz/con/NUL').is_reserved())
+        self.assertIs(False, P('c:/NUL/con/baz').is_reserved())
 
 class PurePathTest(_BasePurePathTest, unittest.TestCase):
     cls = pathlib.PurePath