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test.test_ssl.TestEnumerations is not run when run ssl tests. If add it to the list of test classes it fails:
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ERROR: test_options (test.test_ssl.TestEnumerations)
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Traceback (most recent call last):
 File "/home/serhiy/py/cpython/Lib/test/test_ssl.py", line 4981, in test_options
 enum._test_simple_enum(CheckedOptions, ssl.Options)
 ^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^
 File "/home/serhiy/py/cpython/Lib/enum.py", line 1803, in _test_simple_enum
 raise TypeError('enum mismatch:\n %s' % '\n '.join(failed))
 ^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^
TypeError: enum mismatch:
 '_use_args_':
 checked -> False
 simple -> True
 '__format__': checked -> <function Enum.__format__ at 0x7f18691815a0> simple -> <function IntFlag.__format__ at 0x7f1869182620>
 '__getnewargs__': checked -> None simple -> <method '__getnewargs__' of 'int' objects>
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ERROR: test_sslerrornumber (test.test_ssl.TestEnumerations)
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Traceback (most recent call last):
 File "/home/serhiy/py/cpython/Lib/test/test_ssl.py", line 4998, in test_sslerrornumber
 enum._test_simple_enum(Checked_SSLMethod, ssl._SSLMethod)
 ^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^
 File "/home/serhiy/py/cpython/Lib/enum.py", line 1803, in _test_simple_enum
 raise TypeError('enum mismatch:\n %s' % '\n '.join(failed))
 ^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^
TypeError: enum mismatch:
 extra key: 'PROTOCOL_SSLv23'
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ERROR: test_sslmethod (test.test_ssl.TestEnumerations)
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Traceback (most recent call last):
 File "/home/serhiy/py/cpython/Lib/test/test_ssl.py", line 4973, in test_sslmethod
 enum._test_simple_enum(Checked_SSLMethod, ssl._SSLMethod)
 ^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^
 File "/home/serhiy/py/cpython/Lib/enum.py", line 1803, in _test_simple_enum
 raise TypeError('enum mismatch:\n %s' % '\n '.join(failed))
 ^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^
TypeError: enum mismatch:
 extra key: 'PROTOCOL_SSLv23'
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ERROR: test_verifyflags (test.test_ssl.TestEnumerations)
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Traceback (most recent call last):
 File "/home/serhiy/py/cpython/Lib/test/test_ssl.py", line 5002, in test_verifyflags
 enum.FlagEnum, 'VerifyFlags', 'ssl',
 ^^^^^^^^^^^^^
AttributeError: module 'enum' has no attribute 'FlagEnum'
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