10.6.8 to Mavericks Server Upgrade loses Open Directory Users

Hi,
I have an OpenDirectory Master running OSX Server 10.6.8. An upgrade to Mavericks 10.9 has just failed.
The server has about 50 OD users and passwords need to be retained across the upgrade. Apart from OD, the only other active service is AFP file sharing.
DNS is good forward and back as per this article: OS X Server: Steps to take before upgrading or migrating the Open Directory database
I followed these Apple guidelines for server migration: OS X Server: Upgrade and migration from Lion Server or Snow Leopard Server.
I cloned the boot drive, booted from the clone, upgraded to Mavericks, then installed the Mavericks Server app.
On opening the Mavericks Server app "Configuring services' showed for 5 minutes, but then an error message appeared. I did not record it exactly, but it was something like, "There was an error configuring the server. Certificate not valid!".
I was able to continue through the error but on opening Server app there were no OD (local/network) users showing. Authentication was not happening.
I had underestimated the time to get the installation done and I had used up the window of downtime I had booked - I did not have much time to troubleshoot. So, I cut back to the original hard drive and the server is back to 10.6.8 again.
Can anyone point me in the right direction to find out what may have gone wrong? How can I get my users into 10.9 Server?
Many thanks,
b.

Linc Davis advice is spot-on, as usual.
There seem to be dozens of sub-databases in the LDAP database. A problem in any of them seems to derail the entire conversion process. I tried a straight conversion and was also disappointed that there were unresolved issues, and it meant that the conversion failed.
So I did the export route using WorkGroup Manager, and exported four sets:
Users
Groups
Computers
Computer groups
go to the appropriate pane (e.g., Users) and Select All, then choose Export, and give it a name (probably with an embedded date in case you need to do it again later)
Then use 10.9 WorkGroup Manager (available as a separate download) to Import.
When re-imported, everything worked just fine (except the passwords, which cannot be carried forward using this method). I did have to manually enable at least one service, such as File Sharing service in Server [admin], or users showed up as "not allowed" [to log in].
This entire process of getting Server 3 to work is fraught with peril, and everything converges on ONE diagnostic, "Network users can't log in". Which means you blew it, but provides no additional information about WHERE you blew it.
There do not appear to be any magic bullets. It is just a tough slog. Users who reported success after failing the first time reported they returned to fundamental principles and did all the steps over, in order, to attain success.

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