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And going back a little further, I believe it was "System 7.5.5" etc. until Mac OS 8.5 or so?

I think Mac OS 7.6 was the first to have the branding

the "two face" logo.. the reference was, the logo could be a single face, or a face in the distance with a second as profile in front. IIR

Reflection of the happy user's face on the monitor, engaging in pleasing human-computer interaction.