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:mod:`smtplib` --- SMTP protocol client
=======================================

.. module:: smtplib
   :synopsis: SMTP protocol client (requires sockets).
.. sectionauthor:: Eric S. Raymond <esr@snark.thyrsus.com>


.. index::
   pair: SMTP; protocol
   single: Simple Mail Transfer Protocol

The :mod:`smtplib` module defines an SMTP client session object that can be used
to send mail to any Internet machine with an SMTP or ESMTP listener daemon.  For
details of SMTP and ESMTP operation, consult :rfc:`821` (Simple Mail Transfer
Protocol) and :rfc:`1869` (SMTP Service Extensions).


.. class:: SMTP([host[, port[, local_hostname[, timeout]]]])

   A :class:`SMTP` instance encapsulates an SMTP connection.  It has methods that
   support a full repertoire of SMTP and ESMTP operations. If the optional host and
   port parameters are given, the SMTP :meth:`connect` method is called with those
   parameters during initialization.  An :exc:`SMTPConnectError` is raised if the
   specified host doesn't respond correctly. The optional *timeout* parameter
   specifies a timeout in seconds for the connection attempt (if not specified, or
   passed as None, the global default timeout setting will be used).

   For normal use, you should only require the initialization/connect,
   :meth:`sendmail`, and :meth:`quit` methods.  An example is included below.


.. class:: SMTP_SSL([host[, port[, local_hostname[, keyfile[, certfile[, timeout]]]]]])

   A :class:`SMTP_SSL` instance behaves exactly the same as instances of
   :class:`SMTP`. :class:`SMTP_SSL` should be used for situations where SSL is
   required from  the beginning of the connection and using :meth:`starttls` is not
   appropriate. If *host* is not specified, the local host is used. If *port* is
   omitted, the standard SMTP-over-SSL port (465) is used. *keyfile* and *certfile*
   are also optional, and can contain a PEM formatted private key and certificate
   chain file for the SSL connection. The optional *timeout* parameter specifies a
   timeout in seconds for the connection attempt (if not specified, or passed as
   None, the global default timeout setting will be used).


.. class:: LMTP([host[, port[, local_hostname]]])

   The LMTP protocol, which is very similar to ESMTP, is heavily based on the
   standard SMTP client. It's common to use Unix sockets for LMTP, so our :meth:`connect`
   method must support that as well as a regular host:port server. To specify a
   Unix socket, you must use an absolute path for *host*, starting with a '/'.

   Authentication is supported, using the regular SMTP mechanism. When using a Unix
   socket, LMTP generally don't support or require any authentication, but your
   mileage might vary.


A nice selection of exceptions is defined as well:


.. exception:: SMTPException

   Base exception class for all exceptions raised by this module.


.. exception:: SMTPServerDisconnected

   This exception is raised when the server unexpectedly disconnects, or when an
   attempt is made to use the :class:`SMTP` instance before connecting it to a
   server.


.. exception:: SMTPResponseException

   Base class for all exceptions that include an SMTP error code. These exceptions
   are generated in some instances when the SMTP server returns an error code.  The
   error code is stored in the :attr:`smtp_code` attribute of the error, and the
   :attr:`smtp_error` attribute is set to the error message.


.. exception:: SMTPSenderRefused

   Sender address refused.  In addition to the attributes set by on all
   :exc:`SMTPResponseException` exceptions, this sets 'sender' to the string that
   the SMTP server refused.


.. exception:: SMTPRecipientsRefused

   All recipient addresses refused.  The errors for each recipient are accessible
   through the attribute :attr:`recipients`, which is a dictionary of exactly the
   same sort as :meth:`SMTP.sendmail` returns.


.. exception:: SMTPDataError

   The SMTP server refused to accept the message data.


.. exception:: SMTPConnectError

   Error occurred during establishment of a connection  with the server.


.. exception:: SMTPHeloError

   The server refused our ``HELO`` message.


.. exception:: SMTPAuthenticationError

   SMTP authentication went wrong.  Most probably the server didn't accept the
   username/password combination provided.


.. seealso::

   :rfc:`821` - Simple Mail Transfer Protocol
      Protocol definition for SMTP.  This document covers the model, operating
      procedure, and protocol details for SMTP.

   :rfc:`1869` - SMTP Service Extensions
      Definition of the ESMTP extensions for SMTP.  This describes a framework for
      extending SMTP with new commands, supporting dynamic discovery of the commands
      provided by the server, and defines a few additional commands.


.. _smtp-objects:

SMTP Objects
------------

An :class:`SMTP` instance has the following methods:


.. method:: SMTP.set_debuglevel(level)

   Set the debug output level.  A true value for *level* results in debug messages
   for connection and for all messages sent to and received from the server.


.. method:: SMTP.connect([host[, port]])

   Connect to a host on a given port.  The defaults are to connect to the local
   host at the standard SMTP port (25). If the hostname ends with a colon (``':'``)
   followed by a number, that suffix will be stripped off and the number
   interpreted as the port number to use. This method is automatically invoked by
   the constructor if a host is specified during instantiation.


.. method:: SMTP.docmd(cmd, [, argstring])

   Send a command *cmd* to the server.  The optional argument *argstring* is simply
   concatenated to the command, separated by a space.

   This returns a 2-tuple composed of a numeric response code and the actual
   response line (multiline responses are joined into one long line.)

   In normal operation it should not be necessary to call this method explicitly.
   It is used to implement other methods and may be useful for testing private
   extensions.

   If the connection to the server is lost while waiting for the reply,
   :exc:`SMTPServerDisconnected` will be raised.


.. method:: SMTP.helo([hostname])

   Identify yourself to the SMTP server using ``HELO``.  The hostname argument
   defaults to the fully qualified domain name of the local host.

   In normal operation it should not be necessary to call this method explicitly.
   It will be implicitly called by the :meth:`sendmail` when necessary.


.. method:: SMTP.ehlo([hostname])

   Identify yourself to an ESMTP server using ``EHLO``.  The hostname argument
   defaults to the fully qualified domain name of the local host.  Examine the
   response for ESMTP option and store them for use by :meth:`has_extn`.

   Unless you wish to use :meth:`has_extn` before sending mail, it should not be
   necessary to call this method explicitly.  It will be implicitly called by
   :meth:`sendmail` when necessary.


.. method:: SMTP.has_extn(name)

   Return :const:`True` if *name* is in the set of SMTP service extensions returned
   by the server, :const:`False` otherwise. Case is ignored.


.. method:: SMTP.verify(address)

   Check the validity of an address on this server using SMTP ``VRFY``. Returns a
   tuple consisting of code 250 and a full :rfc:`822` address (including human
   name) if the user address is valid. Otherwise returns an SMTP error code of 400
   or greater and an error string.

   .. note::

      Many sites disable SMTP ``VRFY`` in order to foil spammers.


.. method:: SMTP.login(user, password)

   Log in on an SMTP server that requires authentication. The arguments are the
   username and the password to authenticate with. If there has been no previous
   ``EHLO`` or ``HELO`` command this session, this method tries ESMTP ``EHLO``
   first. This method will return normally if the authentication was successful, or
   may raise the following exceptions:

   :exc:`SMTPHeloError`
      The server didn't reply properly to the ``HELO`` greeting.

   :exc:`SMTPAuthenticationError`
      The server didn't accept the username/password combination.

   :exc:`SMTPException`
      No suitable authentication method was found.


.. method:: SMTP.starttls([keyfile[, certfile]])

   Put the SMTP connection in TLS (Transport Layer Security) mode.  All SMTP
   commands that follow will be encrypted.  You should then call :meth:`ehlo`
   again.

   If *keyfile* and *certfile* are provided, these are passed to the :mod:`socket`
   module's :func:`ssl` function.


.. method:: SMTP.sendmail(from_addr, to_addrs, msg[, mail_options, rcpt_options])

   Send mail.  The required arguments are an :rfc:`822` from-address string, a list
   of :rfc:`822` to-address strings (a bare string will be treated as a list with 1
   address), and a message string.  The caller may pass a list of ESMTP options
   (such as ``8bitmime``) to be used in ``MAIL FROM`` commands as *mail_options*.
   ESMTP options (such as ``DSN`` commands) that should be used with all ``RCPT``
   commands can be passed as *rcpt_options*.  (If you need to use different ESMTP
   options to different recipients you have to use the low-level methods such as
   :meth:`mail`, :meth:`rcpt` and :meth:`data` to send the message.)

   .. note::

      The *from_addr* and *to_addrs* parameters are used to construct the message
      envelope used by the transport agents. The :class:`SMTP` does not modify the
      message headers in any way.

   If there has been no previous ``EHLO`` or ``HELO`` command this session, this
   method tries ESMTP ``EHLO`` first. If the server does ESMTP, message size and
   each of the specified options will be passed to it (if the option is in the
   feature set the server advertises).  If ``EHLO`` fails, ``HELO`` will be tried
   and ESMTP options suppressed.

   This method will return normally if the mail is accepted for at least one
   recipient. Otherwise it will throw an exception.  That is, if this method does
   not throw an exception, then someone should get your mail. If this method does
   not throw an exception, it returns a dictionary, with one entry for each
   recipient that was refused.  Each entry contains a tuple of the SMTP error code
   and the accompanying error message sent by the server.

   This method may raise the following exceptions:

   :exc:`SMTPRecipientsRefused`
      All recipients were refused.  Nobody got the mail.  The :attr:`recipients`
      attribute of the exception object is a dictionary with information about the
      refused recipients (like the one returned when at least one recipient was
      accepted).

   :exc:`SMTPHeloError`
      The server didn't reply properly to the ``HELO`` greeting.

   :exc:`SMTPSenderRefused`
      The server didn't accept the *from_addr*.

   :exc:`SMTPDataError`
      The server replied with an unexpected error code (other than a refusal of a
      recipient).

   Unless otherwise noted, the connection will be open even after an exception is
   raised.


.. method:: SMTP.quit()

   Terminate the SMTP session and close the connection.

Low-level methods corresponding to the standard SMTP/ESMTP commands ``HELP``,
``RSET``, ``NOOP``, ``MAIL``, ``RCPT``, and ``DATA`` are also supported.
Normally these do not need to be called directly, so they are not documented
here.  For details, consult the module code.


.. _smtp-example:

SMTP Example
------------

This example prompts the user for addresses needed in the message envelope ('To'
and 'From' addresses), and the message to be delivered.  Note that the headers
to be included with the message must be included in the message as entered; this
example doesn't do any processing of the :rfc:`822` headers.  In particular, the
'To' and 'From' addresses must be included in the message headers explicitly. ::

   import smtplib

   def raw_input(prompt):
       import sys
       sys.stdout.write(prompt)
       sys.stdout.flush()
       return sys.stdin.readline()

   def prompt(prompt):
       return raw_input(prompt).strip()

   fromaddr = prompt("From: ")
   toaddrs  = prompt("To: ").split()
   print("Enter message, end with ^D (Unix) or ^Z (Windows):")

   # Add the From: and To: headers at the start!
   msg = ("From: %s\r\nTo: %s\r\n\r\n"
          % (fromaddr, ", ".join(toaddrs)))
   while True:
       try:
           line = raw_input()
       except EOFError:
           break
       if not line:
           break
       msg = msg + line

   print("Message length is", len(msg))

   server = smtplib.SMTP('localhost')
   server.set_debuglevel(1)
   server.sendmail(fromaddr, toaddrs, msg)
   server.quit()