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#!/usr/bin/env python

"""Send the contents of a directory as a MIME message.

Usage: dirmail [options] from to [to ...]*

Options:
    -h / --help
        Print this message and exit.

    -d directory
    --directory=directory
        Mail the contents of the specified directory, otherwise use the
        current directory.  Only the regular files in the directory are sent,
        and we don't recurse to subdirectories.

`from' is the email address of the sender of the message.

`to' is the email address of the recipient of the message, and multiple
recipients may be given.

The email is sent by forwarding to your local SMTP server, which then does the
normal delivery process.  Your local machine must be running an SMTP server.
"""

import sys
import os
import getopt
import smtplib
# For guessing MIME type based on file name extension
import mimetypes

from email import Encoders
from email.Message import Message
from email.MIMEAudio import MIMEAudio
from email.MIMEMultipart import MIMEMultipart
from email.MIMEImage import MIMEImage
from email.MIMEText import MIMEText

COMMASPACE = ', '


def usage(code, msg=''):
    print >> sys.stderr, __doc__
    if msg:
        print >> sys.stderr, msg
    sys.exit(code)


def main():
    try:
        opts, args = getopt.getopt(sys.argv[1:], 'hd:', ['help', 'directory='])
    except getopt.error, msg:
        usage(1, msg)

    dir = os.curdir
    for opt, arg in opts:
        if opt in ('-h', '--help'):
            usage(0)
        elif opt in ('-d', '--directory'):
            dir = arg

    if len(args) < 2:
        usage(1)

    sender = args[0]
    recips = args[1:]
    
    # Create the enclosing (outer) message
    outer = MIMEMultipart()
    outer['Subject'] = 'Contents of directory %s' % os.path.abspath(dir)
    outer['To'] = COMMASPACE.join(recips)
    outer['From'] = sender
    outer.preamble = 'You will not see this in a MIME-aware mail reader.\n'
    # To guarantee the message ends with a newline
    outer.epilogue = ''

    for filename in os.listdir(dir):
        path = os.path.join(dir, filename)
        if not os.path.isfile(path):
            continue
        # Guess the content type based on the file's extension.  Encoding
        # will be ignored, although we should check for simple things like
        # gzip'd or compressed files.
        ctype, encoding = mimetypes.guess_type(path)
        if ctype is None or encoding is not None:
            # No guess could be made, or the file is encoded (compressed), so
            # use a generic bag-of-bits type.
            ctype = 'application/octet-stream'
        maintype, subtype = ctype.split('/', 1)
        if maintype == 'text':
            fp = open(path)
            # Note: we should handle calculating the charset
            msg = MIMEText(fp.read(), _subtype=subtype)
            fp.close()
        elif maintype == 'image':
            fp = open(path, 'rb')
            msg = MIMEImage(fp.read(), _subtype=subtype)
            fp.close()
        elif maintype == 'audio':
            fp = open(path, 'rb')
            msg = MIMEAudio(fp.read(), _subtype=subtype)
            fp.close()
        else:
            fp = open(path, 'rb')
            msg = MIMEBase(maintype, subtype)
            msg.set_payload(fp.read())
            fp.close()
            # Encode the payload using Base64
            Encoders.encode_base64(msg)
        # Set the filename parameter
        msg.add_header('Content-Disposition', 'attachment', filename=filename)
        outer.attach(msg)

    # Now send the message
    s = smtplib.SMTP()
    s.connect()
    s.sendmail(sender, recips, outer.as_string())
    s.close()


if __name__ == '__main__':
    main()