SSH connection hang after upgrade

[John DeStefano]

Hello,

Any help, please?  Could this possibly be a bug with 'portable'  
OpenSSH 5.0p_1 on Mac OS X 10.5.3?  I don't understand why the daemon  
is saying my private key is "Not a RSA1 key file" when it _is_ a valid  
RSA key file ... or why the daemon is trying to read the private key  
in the first place: as long as the SSH Agent is working properly,  
shouldn't it be the _public_ key it looks for?

Thanks,
~John

On Jun 18, 2008, at 6:16 PM, John DeStefano wrote:

> I recently had to upgrade my version of OpenSSH from 4.7 to 5.0p1 on  
> my
> MacBook (Darwin). I installed the latest 'portable' tarball and
> removed the system version:
> $ ssh -V
> OpenSSH_5.0p1, OpenSSL 0.9.7l 28 Sep 2006
> $ which ssh
> /usr/bin/ssh
>
> sshd is the same version, installed in /usr/sbin/sshd. Now, things are
> a bit broken: I am able to ssh from another machine into my MacBook,
> so the server (sshd) is working, but the outgoing client (ssh) hangs
> indefinitely on connect. ssh-add also hangs on any operation. ssh-
> agent shows:
> SSH_AUTH_SOCK=/tmp/ssh-35xNGanxBs/agent.2282; export SSH_AUTH_SOCK;
> SSH_AGENT_PID=2283; export SSH_AGENT_PID;
> echo Agent pid 2283;
>
> The interesting bits from an 'ssh -vvv localhost' session are:
> ...
> debug3: Not a RSA1 key file /Users/jd/.ssh/id_rsa.
> debug2: key_type_from_name: unknown key type '-----BEGIN'
> debug3: key_read: missing keytype
> debug2: key_type_from_name: unknown key type 'Proc-Type:'
> debug3: key_read: missing keytype
> debug2: key_type_from_name: unknown key type 'DEK-Info:'
> debug3: key_read: missing keytype
> debug3: key_read: missing whitespace
> ...
> debug3: key_read: missing whitespace
> debug2: key_type_from_name: unknown key type '-----END'
> debug3: key_read: missing keytype
>
> The ssh connection attempt just hangs and sits at:
> ...
> debug2: service_accept: ssh-userauth
> debug1: SSH2_MSG_SERVICE_ACCEPT received
>
> I don't know why the error 'Not a RSA1 key file' comes up, as my
> private key (id_rsa) remains unchanged and begins:
> -----BEGIN RSA PRIVATE KEY-----
> Proc-Type: 4,ENCRYPTED
> DEK-Info: DES-EDE3-CBC,...
>
> Other points of interest:
> 'ssh-keygen -B' correctly identifies my private key and returns what  
> appears to be a valid bubble-babble digest, beginning with '1024 ...'
> 'ssh-keygen -l' correctly identifies my private key and returns what  
> appears to be a valid fingerprint, beginning with '1024 ...'
> 'ssh-keygen -y' correctly identifies my private key, asks for my  
> pass phrase, and returns my public key, beginning with 'ssh-rsa ...'
> I haven't knowingly enabled any RSA-related settings in sshd_config,  
> and HostKey remains commented out.
>
> Any thoughts on what may be wrong, whether this is a bug or  
> something I've screwed up, or what else I can try?
>
> Thanks,
> ~John