If you have veeery long username and/or password it encodes
it with '\n' after 80? characters. This violates
(IMHO) smtp standard.
In following example look for \n characters.
O.
>>> from smtplib import SMTP
>>> s = SMTP('smtp.servery.cz')
>>> s.set_debuglevel(255)
>>>
s.login('veeeery.looooong.username@veeeeery.loooooong.domain',
'veeeeery.loooong.password')
send: 'ehlo shade.globe.cz\r\n'
reply: '250-smtp.cz\r\n'
reply: '250-AUTH LOGIN PLAIN\r\n'
reply: '250-AUTH=LOGIN PLAIN\r\n'
reply: '250-PIPELINING\r\n'
reply: '250-STARTTLS\r\n'
reply: '250 8BITMIME\r\n'
reply: retcode (250); Msg: smtp.cz
AUTH LOGIN PLAIN
AUTH=LOGIN PLAIN
PIPELINING
STARTTLS
8BITMIME
AuthMethod: PLAIN
send: 'AUTH PLAIN
dmVlZWVyeS5sb29vb29uZy51c2VybmFtZUB2ZWVlZWVyeS5sb29vb29vbmcuZG9tYWluAHZlZWVl\ncnkubG9vb29vbmcudXNlcm5hbWVAdmVlZWVlcnkubG9vb29vb25nLmRvbWFpbgB2ZWVlZWVyeS5s\nb29vb25nLnBhc3N3b3Jk\r\n'
reply: '501 malformed auth input (#5.5.4)\r\n'
reply: retcode (501); Msg: malformed auth input (#5.5.4)
Traceback (most recent call last):
File "<stdin>", line 1, in ?
File "/usr/lib/python2.2/smtplib.py", line 546, in login
raise SMTPAuthenticationError(code, resp)
smtplib.SMTPAuthenticationError: (501, 'malformed auth
input (#5.5.4)')
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