Using Microsoft Lync with Ubuntu

I have had two different needs come up for using Lync as my instant messaging tool.  First, the company that I work for subscribed to Microsoft’s online service called Office365.  Then, I started working for a client that hosted it’s own internal server.

These are my notes for getting connected so that I could chat on both networks using Pidgin.


I simply installed the pidgin-sipe package from the Software Center:

Installing the Sipe Package

When I tried to launch Pidgin from the command-line, it wouldn’t work:

skp@pecan:~$ pidgin
/usr/bin/pidgin: line 10: /usr/bin/pidgin.orig: No such file or directory

So, Pidgin itself has to be installed separately.  I went ahead and installed the Plugin Pack as well.

Installing Pidgin

When pidgin first started up, I accepted it’s offer to create a new account:

First Dialog -- Adding an Account

I selected…

Selecting Account Type in Pidgin

Office365 Configuration

My company uses Office365 for their email and Lync server.  So, I attempted to configure it, and it seems to work fine.  On the Basic tab, I filled out these settings:

  • Username: <my company email address>
  • Login: <my company email address>
  • Password: <password I use in Sharepoint or to access the online Microsoft portal>
  • Local alias: <my first name>

On the Advanced Tab, I filled out these settings:

  • Server:
  • Connection type: Auto
  • User Agent: UCCAPI/4.0.7577.0 OC/4.0.7577.0 (Microsoft Lync 2010)
  • Authentication scheme: TLS-DSK

Advanced Tab Sipe Settings for Office365

Connecting to Client’s Internal Server

My next challenge was connecting to the client’s internal server.  I think I finally got all of the settings right.  On the basic tab, I used these settings:

  • Username: <company email address>
  • Login: <domain>\<Windows login username>
  • Password: <Windows password>
  • Local Alias: <First name>

On the Advanced tab, I used the following settings:

  • Server: <server name from DNS>
  • Connection Type: Auto
  • User Agent: UCCAPI/4.0.7577.0 OC/4.0.7577.0 (Microsoft Lync 2010)
  • Authentication scheme: NTLM
  • Use Single Sign-On: Unchecked
  • Don’t publish my calendar information: Checked

For the server name, I learned that I could read that from DNS using nslookup.  At the nslookup, I ran “set type=srv”.  Then, I ran “_sipinternaltls._tcp.<domain name>”.  The domain name is the same domain name on my company email address (everything after the @).

I tried to remove all of the actual values from the screenshot, but this is something what the output looked like:

Using nslookup to get the server name

The value that I was looking to put in the pidgin Server setting was <svr hostname>:<port>  (underneath priority and weight).


You can see the output messages by going to Help > Debug Window.  That gave plenty of error message information to help figure out what was going on.

I got this message because I did not enter an email address format for the user name.

(21:55:03) connection: Connection error on 0x7fa6ad595c60 (reason: 1 description: User name should be a valid SIP URI

The next message I saw was this message:

(21:57:19) connection: Connection error on 0x7fa6ad5931c0 (reason: 2 description: Certificate request to https://<server name>/CertProv/CertProvisioningService.svc/WebTicket_Proof_SHA1 failed)

This page indicated that maybe this was because I was using the wrong Authentication Scheme.  When I changed it from TLS-DSK to NTLM, it fixed the problem and worked!!

Environment Variable

One post that I read mentioned setting the NSS_SSL_CBC_RANDOM_IV environment variable.  I set this variable, and it didn’t seem to make a difference.  I had some other things wrong.  I never did go back and remove it, so I am not sure if it was needed or not.

I updated /etc/profile by adding this file /etc/profile.d/



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