The information on this accolade can be confusing.
be sure to speak to every npc with a [ ! ] over them, and select all txt options in the chat with them. once you have done this use the food replicator and then speak to Richard Castillo again clicking on all txt options available.
Extra info: In the room with Tasha yar you will find a crew member lying down on one side of the room and an old man sitting on the level below the ferengi, they are easy to miss.
On the first day, servers where so full, the accolades showed up pretty slowly/late. Perhaps that's why you didn't see them.
On the other hand, i talked to everyone and didn't get the accolade - I talked to everyone again and it seemed i had clicked too fast through Obisek. Perhaps you should take some time reading the stuff.
If you read through all messages before going to the replicator, you should get the accolade as soon as the Castillo video finishes, since he is the only one you can't talk to before going to the replicator.