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Dougie also owned Quaffers Hotel and Country Club in Bredbury, which closed in 1999.
and Daniel say that when Air Max 95 Safari Infrared he made the will four days before his death, their father was on morphine and other medication while suffering from cancer and lacked the capacity to make a will.
However, Ian, 44, claims this is a fabrication and there was never an agreement between them.
They also say that in his weakened state, he may have come under undue influence from Ian.
But in a will, Dougie set up a trust fund with his assets, leaving 60 per cent to his other son Ian, 30 per cent to Daniel and 10 per cent to Louise.
He died in 2001, leaving behind 14m, but seven years after his death a family feud has exploded over his legacy and ended in a High Court hearing.
They also want the judge to rule that their decision to distribute the trust fund with 2.5m going to Daniel, 1.5m to Louise and the rest to Ian is valid.
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A former porter at Smithfield Market he ran a number of nightclubs and bars including the vast Bredbury Hall and often offered rewards to catch criminals.
He bought the venue in 1978 for a reported 1.5m as a golf driving range. It was gutted, rebuilt and Shirley Bassey, The Stylistics and the Drifters were among the stars that performed on its impressive hydraulic stage.
Mr Justice Briggs is being asked to rule by Ian and other trustees that there was no agreement.
He would often invite his celebrity club guests to come and stay and even the likes of Frank Sinatra and Muhammad Ali, are reported to have spent a night there.
At one point he lived in an impressive six bedroom manor house on the border between Blackley and Middleton.
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Bredbury Hall, a 140 room hotel, restaurant and conference centre, was run by Ian after the death of his father but sold in January this year after a decision taken by Ian and the trustees.
Dougie's youngest son, Daniel Firkin Flood, and his sister, Louise, expected their father would divide his estate equally among his three children, a High Court judge was told.
Daniel and Louise claim that when the three of them were told of the will's contents, they agreed that to avoid a family row and court battle they would share the assets equally.
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