What ring are you on in the pic?
I looked at 2007 Jake spec's and it said it had a 30-39-53T triple.
That's a toot differential of 23T+ the 21T differential of the cassette makes a total of 44T wrap capacity needed. The Tiagra GS is listed as a 37T cpacity.
IF your chain is PROPERLY sized for the Big:Big combo, it'll probably be close to dragging on the pavement in Small:Small.