The Crusade (autumn, winter 2013-14)

When will the leaderboard be updated?

If you're asking about the results leaderboard, it's updated regularly, with a slight delay after a new report is submitted.
If you're asking about the draw, it will be on November 30th after lunch. You can still finish any unfinished matches.

It's just that yostairs and I are having trouble finding a convenient time. If the first round of the cross-bracket is already finished, I don't think there's any point in playing this game?

There is a point, to fight for 1st place in the group.