Public bug reported:

Binary package hint: libcurl3

On a fully updated version of Ubuntu 10.10 amd64, under both curl and
php5-curl, we were unable to use NTLM authentication to talk to our
exchange server.  Regressing libcurl3 from 7.21.0 to 7.19.5 from karmic
fixed the problem for both applications.


Curl verbose log (broken, 7.21.0):

# curl --insecure --ntlm -v -u 2008Dev.internal\\test1:test1 
https://10.0.0.17/EWS/Exchange.asmx
* About to connect() to 10.0.0.17 port 443 (#0)
*   Trying 10.0.0.17... connected
* Connected to 10.0.0.17 (10.0.0.17) port 443 (#0)
* successfully set certificate verify locations:
*   CAfile: none
  CApath: /etc/ssl/certs
* SSLv3, TLS handshake, Client hello (1):
* SSLv3, TLS handshake, Server hello (2):
* SSLv3, TLS handshake, CERT (11):
* SSLv3, TLS handshake, Server finished (14):
* SSLv3, TLS handshake, Client key exchange (16):
* SSLv3, TLS change cipher, Client hello (1):
* SSLv3, TLS handshake, Finished (20):
* SSLv3, TLS change cipher, Client hello (1):
* SSLv3, TLS handshake, Finished (20):
* SSL connection using AES128-SHA
* Server certificate:
*        subject: CN=2008Exc07
*        start date: 2010-09-19 23:27:30 GMT
*        expire date: 2011-09-19 23:27:30 GMT
*        common name: 2008Exc07 (does not match '10.0.0.17')
*        issuer: CN=2008Exc07
*        SSL certificate verify result: unable to get local issuer
certificate (20), continuing anyway.
* Server auth using NTLM with user '2008Dev.internal\test1'
> GET /EWS/Exchange.asmx HTTP/1.1
> Authorization: NTLM TlRMTVNTUAABAAAABoIIAAAAAAAAAAAAAAAAAAAAAAA=
> User-Agent: curl/7.21.0 (x86_64-pc-linux-gnu) libcurl/7.21.0 OpenSSL/0.9.8o 
> zlib/1.2.3.4 libidn/1.18
> Host: 10.0.0.17
> Accept: */*
>
< HTTP/1.1 401 Unauthorized
< Server: Microsoft-IIS/7.0
< WWW-Authenticate: NTLM 
TlRMTVNTUAACAAAABwAHADgAAAAGgokC/XqDA0P38r0AAAAAAAAAALgAuAA/AAAABgByFwAAAA8yMDA4REVWAgAOADIAMAAwADgARABFAFYAAQASADIAMAAwADgARQBYAEMAMAA3AAQAIAAyADAAMAA4AGQAZQB2AC4AaQBuAHQAZQByAG4AYQBsAAMANAAyADAAMAA4AEUAeABjADAANwAuADIAMAAwADgAZABlAHYALgBpAG4AdABlAHIAbgBhAGwABQAgADIAMAAwADgAZABlAHYALgBpAG4AdABlAHIAbgBhAGwABwAIAAm9m+t+hcsBAAAAAA==
* gss_init_sec_context() failed: : Cannot determine realm for numeric host 
address
< WWW-Authenticate: Negotiate
< X-Powered-By: ASP.NET
< Date: Tue, 16 Nov 2010 11:10:46 GMT
< Content-Length: 0
<
* Connection #0 to host 10.0.0.17 left intact
* Closing connection #0
* SSLv3, TLS alert, Client hello (1):


Curl verbose log (7.19.5, working version)

# curl --insecure --ntlm -v -u 2008Dev.internal\\test1:test1 
https://10.0.0.17/EWS/Exchange.asmx
* About to connect() to 10.0.0.17 port 443 (#0)
*   Trying 10.0.0.17... connected
* Connected to 10.0.0.17 (10.0.0.17) port 443 (#0)
* successfully set certificate verify locations:
*   CAfile: none
  CApath: /etc/ssl/certs
* SSLv3, TLS handshake, Client hello (1):
* SSLv3, TLS handshake, Server hello (2):
* SSLv3, TLS handshake, CERT (11):
* SSLv3, TLS handshake, Server finished (14):
* SSLv3, TLS handshake, Client key exchange (16):
* SSLv3, TLS change cipher, Client hello (1):
* SSLv3, TLS handshake, Finished (20):
* SSLv3, TLS change cipher, Client hello (1):
* SSLv3, TLS handshake, Finished (20):
* SSL connection using AES128-SHA
* Server certificate:
*        subject: CN=2008Exc07
*        start date: 2010-09-19 23:27:30 GMT
*        expire date: 2011-09-19 23:27:30 GMT
*        common name: 2008Exc07 (does not match '10.0.0.17')
*        issuer: CN=2008Exc07
*        SSL certificate verify result: unable to get local issuer certificate 
(20), continuing anyway.
* Server auth using NTLM with user '2008Dev.internal\test1'
> GET /EWS/Exchange.asmx HTTP/1.1
> Authorization: NTLM TlRMTVNTUAABAAAABoIIAAAAAAAAAAAAAAAAAAAAAAA=
> User-Agent: curl/7.19.5 (x86_64-pc-linux-gnu) libcurl/7.19.5 OpenSSL/0.9.8o 
> zlib/1.2.3.4 libidn/1.18
> Host: 10.0.0.17
> Accept: */*
>
< HTTP/1.1 401 Unauthorized
< Server: Microsoft-IIS/7.0
< WWW-Authenticate: NTLM
TlRMTVNTUAACAAAABwAHADgAAAAGgokC5tMN7bhBbsAAAAAAAAAAALgAuAA/AAAABgByFwAAAA8yMDA4REVWAgAOADIAMAAwADgARABFAFYAAQASADIAMAAwADgARQBYAEMAMAA3AAQAIAAyADAAMAA4AGQAZQB2AC4AaQBuAHQAZQByAG4AYQBsAAMANAAyADAAMAA4AEUAeABjADAANwAuADIAMAAwADgAZABlAHYALgBpAG4AdABlAHIAbgBhAGwABQAgADIAMAAwADgAZABlAHYALgBpAG4AdABlAHIAbgBhAGwABwAIACUNUIqFhcsBAAAAAA==
* gss_init_sec_context() failed: : Credentials cache file '/tmp/krb5cc_1000' 
not found
< WWW-Authenticate: Negotiate
< X-Powered-By: ASP.NET
< Date: Tue, 16 Nov 2010 11:58:10 GMT
< Content-Length: 0
<
* Connection #0 to host 10.0.0.17 left intact
* Issue another request to this URL: 'https://10.0.0.17/EWS/Exchange.asmx'
* Re-using existing connection! (#0) with host 10.0.0.17
* Connected to 10.0.0.17 (10.0.0.17) port 443 (#0)
* Server auth using NTLM with user '2008Dev.internal\test1'
> GET /EWS/Exchange.asmx HTTP/1.1
> Authorization: NTLM
TlRMTVNTUAADAAAAGAAYAEAAAAAYABgAWAAAABAAEABwAAAABQAFAIAAAAANAA0AhQAAAAAAAAAAAAAABoKJAqEGJrSulZ+8AAAAAAAAAAAAAAAAAAAAACxk4WklyuRftTIFrxWQy3VJi7znhmcDezIwMDhEZXYuaW50ZXJuYWx0ZXN0MXBtY25hbGx5LWlNYWM=
> User-Agent: curl/7.19.5 (x86_64-pc-linux-gnu) libcurl/7.19.5
OpenSSL/0.9.8o zlib/1.2.3.4 libidn/1.18
> Host: 10.0.0.17
> Accept: */*
>
< HTTP/1.1 302 Found
< Cache-Control: private
< Content-Type: text/html
< Location: /EWS/Services.wsdl
< Server: Microsoft-IIS/7.0
< X-AspNet-Version: 2.0.50727
< X-Powered-By: ASP.NET
< Date: Tue, 16 Nov 2010 11:58:10 GMT
< Connection: close
<
<html><head><title>Object moved</title></head><body>
<h2>Object moved to <a href="%2fEWS%2fServices.wsdl">here</a>.</h2>
</body></html>
* Closing connection #0
* SSLv3, TLS alert, Client hello (1):

** Affects: curl (Ubuntu)
     Importance: Undecided
         Status: New


** Tags: curl ntlm

** Description changed:

  Binary package hint: libcurl3
  
  On a fully updated version of Ubuntu 10.10 amd64, under both curl and
  php5-curl, we were unable to use NTLM authentication to talk to our
  exchange server.  Regressing libcurl3 from 7.21.0 to 7.19.5 from karmic
  fixed the problem for both applications.
+ 
  
  Curl verbose log (broken, 7.21.0):
  
  # curl --insecure --ntlm -v -u 2008Dev.internal\\test1:test1 
https://10.0.0.17/EWS/Exchange.asmx
  * About to connect() to 10.0.0.17 port 443 (#0)
  *   Trying 10.0.0.17... connected
  * Connected to 10.0.0.17 (10.0.0.17) port 443 (#0)
  * successfully set certificate verify locations:
  *   CAfile: none
-   CApath: /etc/ssl/certs
+   CApath: /etc/ssl/certs
  * SSLv3, TLS handshake, Client hello (1):
  * SSLv3, TLS handshake, Server hello (2):
  * SSLv3, TLS handshake, CERT (11):
  * SSLv3, TLS handshake, Server finished (14):
  * SSLv3, TLS handshake, Client key exchange (16):
  * SSLv3, TLS change cipher, Client hello (1):
  * SSLv3, TLS handshake, Finished (20):
  * SSLv3, TLS change cipher, Client hello (1):
  * SSLv3, TLS handshake, Finished (20):
  * SSL connection using AES128-SHA
  * Server certificate:
  *        subject: CN=2008Exc07
  *        start date: 2010-09-19 23:27:30 GMT
  *        expire date: 2011-09-19 23:27:30 GMT
  *        common name: 2008Exc07 (does not match '10.0.0.17')
  *        issuer: CN=2008Exc07
  *        SSL certificate verify result: unable to get local issuer
  certificate (20), continuing anyway.
  * Server auth using NTLM with user '2008Dev.internal\test1'
  > GET /EWS/Exchange.asmx HTTP/1.1
  > Authorization: NTLM TlRMTVNTUAABAAAABoIIAAAAAAAAAAAAAAAAAAAAAAA=
  > User-Agent: curl/7.21.0 (x86_64-pc-linux-gnu) libcurl/7.21.0 OpenSSL/0.9.8o 
zlib/1.2.3.4 libidn/1.18
  > Host: 10.0.0.17
  > Accept: */*
- > 
+ >
  < HTTP/1.1 401 Unauthorized
  < Server: Microsoft-IIS/7.0
  < WWW-Authenticate: NTLM 
TlRMTVNTUAACAAAABwAHADgAAAAGgokC/XqDA0P38r0AAAAAAAAAALgAuAA/AAAABgByFwAAAA8yMDA4REVWAgAOADIAMAAwADgARABFAFYAAQASADIAMAAwADgARQBYAEMAMAA3AAQAIAAyADAAMAA4AGQAZQB2AC4AaQBuAHQAZQByAG4AYQBsAAMANAAyADAAMAA4AEUAeABjADAANwAuADIAMAAwADgAZABlAHYALgBpAG4AdABlAHIAbgBhAGwABQAgADIAMAAwADgAZABlAHYALgBpAG4AdABlAHIAbgBhAGwABwAIAAm9m+t+hcsBAAAAAA==
  * gss_init_sec_context() failed: : Cannot determine realm for numeric host 
address
  < WWW-Authenticate: Negotiate
  < X-Powered-By: ASP.NET
  < Date: Tue, 16 Nov 2010 11:10:46 GMT
  < Content-Length: 0
- < 
+ <
  * Connection #0 to host 10.0.0.17 left intact
  * Closing connection #0
  * SSLv3, TLS alert, Client hello (1):
+ 
+ 
  
  Curl verbose log (7.19.5, working version)
  
  # curl --insecure --ntlm -v -u 2008Dev.internal\\test1:test1 
https://10.0.0.17/EWS/Exchange.asmx
  * About to connect() to 10.0.0.17 port 443 (#0)
  *   Trying 10.0.0.17... connected
  * Connected to 10.0.0.17 (10.0.0.17) port 443 (#0)
  * successfully set certificate verify locations:
  *   CAfile: none
-   CApath: /etc/ssl/certs
+   CApath: /etc/ssl/certs
  * SSLv3, TLS handshake, Client hello (1):
  * SSLv3, TLS handshake, Server hello (2):
  * SSLv3, TLS handshake, CERT (11):
  * SSLv3, TLS handshake, Server finished (14):
  * SSLv3, TLS handshake, Client key exchange (16):
  * SSLv3, TLS change cipher, Client hello (1):
  * SSLv3, TLS handshake, Finished (20):
  * SSLv3, TLS change cipher, Client hello (1):
  * SSLv3, TLS handshake, Finished (20):
  * SSL connection using AES128-SHA
  * Server certificate:
  *        subject: CN=2008Exc07
  *        start date: 2010-09-19 23:27:30 GMT
  *        expire date: 2011-09-19 23:27:30 GMT
  *        common name: 2008Exc07 (does not match '10.0.0.17')
  *        issuer: CN=2008Exc07
  *        SSL certificate verify result: unable to get local issuer 
certificate (20), continuing anyway.
  * Server auth using NTLM with user '2008Dev.internal\test1'
  > GET /EWS/Exchange.asmx HTTP/1.1
  > Authorization: NTLM TlRMTVNTUAABAAAABoIIAAAAAAAAAAAAAAAAAAAAAAA=
  > User-Agent: curl/7.19.5 (x86_64-pc-linux-gnu) libcurl/7.19.5 OpenSSL/0.9.8o 
zlib/1.2.3.4 libidn/1.18
  > Host: 10.0.0.17
  > Accept: */*
- > 
+ >
  < HTTP/1.1 401 Unauthorized
  < Server: Microsoft-IIS/7.0
  < WWW-Authenticate: NTLM
  
TlRMTVNTUAACAAAABwAHADgAAAAGgokC5tMN7bhBbsAAAAAAAAAAALgAuAA/AAAABgByFwAAAA8yMDA4REVWAgAOADIAMAAwADgARABFAFYAAQASADIAMAAwADgARQBYAEMAMAA3AAQAIAAyADAAMAA4AGQAZQB2AC4AaQBuAHQAZQByAG4AYQBsAAMANAAyADAAMAA4AEUAeABjADAANwAuADIAMAAwADgAZABlAHYALgBpAG4AdABlAHIAbgBhAGwABQAgADIAMAAwADgAZABlAHYALgBpAG4AdABlAHIAbgBhAGwABwAIACUNUIqFhcsBAAAAAA==
  * gss_init_sec_context() failed: : Credentials cache file '/tmp/krb5cc_1000' 
not found
  < WWW-Authenticate: Negotiate
  < X-Powered-By: ASP.NET
  < Date: Tue, 16 Nov 2010 11:58:10 GMT
  < Content-Length: 0
- < 
+ <
  * Connection #0 to host 10.0.0.17 left intact
  * Issue another request to this URL: 'https://10.0.0.17/EWS/Exchange.asmx'
  * Re-using existing connection! (#0) with host 10.0.0.17
  * Connected to 10.0.0.17 (10.0.0.17) port 443 (#0)
  * Server auth using NTLM with user '2008Dev.internal\test1'
  > GET /EWS/Exchange.asmx HTTP/1.1
  > Authorization: NTLM
  
TlRMTVNTUAADAAAAGAAYAEAAAAAYABgAWAAAABAAEABwAAAABQAFAIAAAAANAA0AhQAAAAAAAAAAAAAABoKJAqEGJrSulZ+8AAAAAAAAAAAAAAAAAAAAACxk4WklyuRftTIFrxWQy3VJi7znhmcDezIwMDhEZXYuaW50ZXJuYWx0ZXN0MXBtY25hbGx5LWlNYWM=
  > User-Agent: curl/7.19.5 (x86_64-pc-linux-gnu) libcurl/7.19.5
  OpenSSL/0.9.8o zlib/1.2.3.4 libidn/1.18
  > Host: 10.0.0.17
  > Accept: */*
- > 
+ >
  < HTTP/1.1 302 Found
  < Cache-Control: private
  < Content-Type: text/html
  < Location: /EWS/Services.wsdl
  < Server: Microsoft-IIS/7.0
  < X-AspNet-Version: 2.0.50727
  < X-Powered-By: ASP.NET
  < Date: Tue, 16 Nov 2010 11:58:10 GMT
  < Connection: close
- < 
+ <
  <html><head><title>Object moved</title></head><body>
  <h2>Object moved to <a href="%2fEWS%2fServices.wsdl">here</a>.</h2>
  </body></html>
  * Closing connection #0
  * SSLv3, TLS alert, Client hello (1):

-- 
NTLM authentication isnt tried in libcurl3 
https://bugs.launchpad.net/bugs/675974
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