Reading this thread with interest (outside of traditional working hours) - what strikes me is that there's not a single shared etiquette - and that one person's freedom to organise their own time is another person's horrible 24/7 oppression - you can't so easily tell what's going on just by applying a clock. I've been very pleased to see the ending of 9 - 5 (or more like 10 - 6) myself...
I've occasionally sent or received work emails at 2 or 3 in the morning, either because someone's in a different time zone, or because I've had a shared agreement with a co-worker that we're both massive night owls with no intention of being awake any time before lunch the next day. But it depends much more on your relationship with the other person - I think you do get a feel for how other people's lives work. The iron rule might be around how confidently someone can ignore you until a reasonable/convenient moment - if they may not feel they can, you probably shouldn't send much outside of traditional hours.
Kate
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