The reason for Cain's frown was simple. The envoy sent by DeathSong Heaven was not its ruler, but merely a Prima Deity. She was a woman of the Hell Clan, her crimson face betraying the nervousness and panic she tried—and failed—to conceal.
Cain was not arrogant, but neither did he sell himself short. He was a sovereign with overwhelming strength, the Scarlet King, who commanded armies and ArchDeities alike. Other than Azazel, he had no rival in this world.
For an Omega Lord Tier Organization such as DeathSong Heaven to send a mere Prima Deity as their negotiator could easily be interpreted as an insult. Even if this envoy was a proxy because her master could not attend, a Prima Deity simply lacked the authority to speak for an entire Heaven. It reeked of cowardice, or worse, manipulation.