I think I was able to reproduce this, but the start_tls errors were
intermittent.  I'm testing on an P3 448MHz, and initially had the error
quite frequently.  I then updated all the packages on the system and the
error became less frequent.  I also updated  the slapd indexes to match
our production system.  After updating the indexs using slapindex, it
was much harder to recreate the error.

For me it only seemed to happen when slapd was under heavy load, and
only with php5-ldap I also tested with python-ldap and didn't see the
error.  Additionally I kept Apache configured with authnz-ldap during my
tests.  I ran slapd from console using:

  sudo slapd -u openldap -g openldap -f /etc/ldap/slapd -d -1

and didn't see any errors between when an start_tls error occurred and
when one didn't.

Can you post your indexes from /etc/ldap/slapd.conf?

Thanks,
Adam

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php5-ldap TLS (start_tls) quirks
https://bugs.launchpad.net/bugs/240387
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