The "ultra-long" Gamma Ray Burst GRB 111209A at redshift z=0.677, is so far the longest GRB ever observed, with rest frame prompt emission duration of ∼ 4 hours. In order to explain the burst exceptional longevity, a low metallicity blue supergiant progenitor has been invoked. In this work, we further constrain the phenomenology and progenitor properties of this peculiar GRB by performing a multi-band temporal and spectral analysis of both the prompt and the afterglow emission. We use proprietary and publicly available data from Swift, Konus Wind, XMM-Newton, TAROT as well as from other ground based optical and radio telescopes. We find some peculiar properties that are possibly connected to the exceptional nature of this burst, namely: i) an unprecedented large optical delay of 410 ± 50 s between the peak time in gamma-rays and the peak time in optical of a marked multiwavelength flare; ii) multiwavelength prompt emission spectral modelling requires a certain amount of dust in the circumburst environment, with rest frame visual dust extinction of A V = 0.3 − 1.5 mag, that may undergo to destruction at late times; iii) we detect the presence of a hard spectral extra power law component at the end of the X-ray steep decay phase and before the start of the X-ray afterglow, which was never revealed so far in past GRBs. The optical afterglow shows more usual properties, with a flux power law decay with index 1.6±0.1 and a late re-brightening feature observed at ∼ 1.1 day after the first BAT trigger. We discuss our findings in the context of several possible interpretations given so far to the complex multi-band GRB phenomenology and propose a binary channel formation for the blue supergiant progenitor.2 Stratta et al.