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SMTP and NTLM

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Operating Systems HP-UX SMTP and NTLM
# 1  
Old 11-10-2009
SMTP and NTLM
Hi,

I have a HP Unix from which I'm trying to connect to an email server through telnet and test sending emails using commands. Why am I doing that is not important.
The email server is an Exchange server and it looks like that the only Authentication method it supports is NTLM.
The host name is "svrdb01".
Here is what I do:

telnet 172.19.120.36
ehlo 172.19.120.36
AUTH NTLM 4e544c4d535350000100000007220000060006002000000073767264623031

The hex number is made based on the following information:
- NTLMSSP Signature and Type 1 Indicator: (0x4e544c4d53535000 and 0x01000000)
- Flags: (0x07220000)
Negotiate Unicode (0x00000001)
Negotiate OEM (0x00000002)
Request Target (0x00000004)
Negotiate NTLM (0x00000200)
Negotiate Workstation Supplied (0x00002000)
- Supplied Domain Security Buffer (0x0600060020000000)
Length: 7 bytes (0x0700)
Allocated Space: 7 bytes (0x0700)
Offset: 32 bytes (0x20000000)
- Data section (workstation name "svrdb01"): 73767264623031

But in return I get the "Authentication unsuccessful" error. Am I doing something wrong? How can I make sure those flags I've set are actually correct? For example how do I know my OS actually supports NTLM?
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LEARN ABOUT DEBIAN

calibre-smtp

CALIBRE-SMTP(1) 						      calibre							   CALIBRE-SMTP(1)

NAME

       calibre-smtp - part of calibre

SYNOPSIS

       calibre-smtp  [options] [from to text]

DESCRIPTION

       Send  mail using the SMTP protocol. calibre-smtp has two modes of operation. In the compose mode you specify from to and text and these are
       used to build and send an email message. In the filter mode, calibre-smtp reads a complete email message from STDIN and sends it.

       text is the body of the email message.  If text is not specified, a complete email message is read from STDIN.  from is the  email  address
       of the sender and to is the email address of the recipient. When a complete email is read from STDIN, from and to are only used in the SMTP
       negotiation, the message headers are not modified.

       Whenever you pass arguments to calibre-smtp that have spaces in them, enclose the arguments in quotation marks.

OPTIONS

       --version
	      show program's version number and exit

       -h, --help
	      show this help message and exit

       -l, --localhost
	      Host name of localhost. Used when connecting to SMTP server.

       -o, --outbox
	      Path to maildir folder to store failed email messages in.

       -f, --fork
	      Fork and deliver message in background. If you use this option, you should also use --outbox to handle delivery failures.

       -t, --timeout
	      Timeout for connection

       -v, --verbose
	      Be more verbose

   COMPOSE MAIL
       Options to compose an email. Ignored if text is not specified

       -a, --attachment
	      File to attach to the email

       -s, --subject
	      Subject of the email

   SMTP RELAY
       Options to use an SMTP relay server to send mail. calibre will try to send the email directly unless --relay is specified.

       -r, --relay
	      An SMTP relay server to use to send mail.

       --port Port to connect to on relay server. Default is to use 465 if encryption method is SSL and 25 otherwise.

       -u, --username
	      Username for relay

       -p, --password
	      Password for relay

       -e, --encryption-method
	      Encryption method to use when connecting to relay. Choices are TLS, SSL and NONE. Default is TLS. WARNING: Choosing NONE	is  highly
	      insecure

SEE ALSO

       The User Manual is available at http://manual.calibre-ebook.com

       Created by Kovid Goyal <kovid@kovidgoyal.net>

calibre-smtp (calibre 0.8.51)					   January 2013 						   CALIBRE-SMTP(1)