Second one looks fine. Was it re-uploaded?

When did you upload them? On en.wikipedia.org or commons?

Found in files for enwiki:
-rw-rw-r-- 1 apache wikidev 1446914 Sep 10 2004 USA_transport_corps_steam_loco_5820.jpg

There's no database entry for it, though. Possibly an old bug with uploads, or an old bug with deletions
(eg if it was deleted a long time ago but the file wasn't removed).

plugwash wrote:

it sounds to me like a program needs to be written to scan the images dir and
create db entries for any files without them.

dunc_harris wrote:

[[:Image:USA transport corps steam loco 5820.jpg]]
was uploaded to w:en: probably sometime between 7-10 September 2004.

[[:Image:BN 251 IL Eola.jpg]] was reuploaded, by Slambo from his own hard drive. He probably uploaded the
original around 8 June 2005 to w:en: since that is the time that the photo first appears in articles and in
his gallery.

I've set up a script to crawl the upload directory and add entries, and the example image is now
loadable.

I'll run this on the others and include it in the upgrade regime.