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1import unittest
2from test import support
3import smtplib
4import socket
5
6ssl = support.import_module("ssl")
7
8support.requires("network")
9
10def check_ssl_verifiy(host, port):
11    context = ssl.create_default_context()
12    with socket.create_connection((host, port)) as sock:
13        try:
14            sock = context.wrap_socket(sock, server_hostname=host)
15        except Exception:
16            return False
17        else:
18            sock.close()
19            return True
20
21
22class SmtpTest(unittest.TestCase):
23    testServer = 'smtp.gmail.com'
24    remotePort = 587
25
26    def test_connect_starttls(self):
27        support.get_attribute(smtplib, 'SMTP_SSL')
28        context = ssl.SSLContext(ssl.PROTOCOL_TLS_CLIENT)
29        context.check_hostname = False
30        context.verify_mode = ssl.CERT_NONE
31        with support.transient_internet(self.testServer):
32            server = smtplib.SMTP(self.testServer, self.remotePort)
33            try:
34                server.starttls(context=context)
35            except smtplib.SMTPException as e:
36                if e.args[0] == 'STARTTLS extension not supported by server.':
37                    unittest.skip(e.args[0])
38                else:
39                    raise
40            server.ehlo()
41            server.quit()
42
43
44class SmtpSSLTest(unittest.TestCase):
45    testServer = 'smtp.gmail.com'
46    remotePort = 465
47
48    def test_connect(self):
49        support.get_attribute(smtplib, 'SMTP_SSL')
50        with support.transient_internet(self.testServer):
51            server = smtplib.SMTP_SSL(self.testServer, self.remotePort)
52            server.ehlo()
53            server.quit()
54
55    def test_connect_default_port(self):
56        support.get_attribute(smtplib, 'SMTP_SSL')
57        with support.transient_internet(self.testServer):
58            server = smtplib.SMTP_SSL(self.testServer)
59            server.ehlo()
60            server.quit()
61
62    def test_connect_using_sslcontext(self):
63        context = ssl.SSLContext(ssl.PROTOCOL_TLS_CLIENT)
64        context.check_hostname = False
65        context.verify_mode = ssl.CERT_NONE
66        support.get_attribute(smtplib, 'SMTP_SSL')
67        with support.transient_internet(self.testServer):
68            server = smtplib.SMTP_SSL(self.testServer, self.remotePort, context=context)
69            server.ehlo()
70            server.quit()
71
72    def test_connect_using_sslcontext_verified(self):
73        with support.transient_internet(self.testServer):
74            can_verify = check_ssl_verifiy(self.testServer, self.remotePort)
75            if not can_verify:
76                self.skipTest("SSL certificate can't be verified")
77
78        support.get_attribute(smtplib, 'SMTP_SSL')
79        context = ssl.create_default_context()
80        with support.transient_internet(self.testServer):
81            server = smtplib.SMTP_SSL(self.testServer, self.remotePort, context=context)
82            server.ehlo()
83            server.quit()
84
85
86if __name__ == "__main__":
87    unittest.main()
88