There are a number of elements to this, including what Sisu are implying job their judicial review application, that their options to buy the Higgs 50% was effectively removed by the Council's £14 million rescue deal for ACL. Also that the Council acted well before that in a way that is seriously open to question.
I don't see how they can ask the council for damages over an agreement they had with the Higgs Trust. AFAIK the judicial review is solely to determine whether the council acted within their rights to buy the share.
Even if the council aren't allowed to go ahead with the transaction, I'd still question :
a) who holds the option to buy the 50% - if it's ccfc ltd, then has it lapsed with administration?
b) does the option preclude HT from selling it to another party any time they like?
c) does the council have the right to veto the potential co-owners?