Cron overnight from 22:00 to 06:00: why 22-6 does not work

Every cron range is evaluated as a simple walk from the start value to the end value, which means the start has to come first. 22-6 asks the parser to count upwards from 22 and stop at 6, which never terminates, so it is rejected as an invalid range instead of being reinterpreted as an overnight span.

The fix is to describe the window as the two pieces it actually is: the part before midnight and the part after. 22,23,0-6 covers hours 22 and 23 of one day and hours 0 through 6 of the next, and the comma list joins them into a single field. Nine hours, nine runs a night at the top of each hour.

It is worth being explicit that this is one schedule spanning two calendar dates, not two schedules. The runs at 22:00 and 23:00 happen on Monday night and the runs at 00:00 through 06:00 happen on Tuesday morning. Any day of week restriction applies to the actual date of each run, so 0 22,23,0-6 * * 1 gives a very odd looking Monday only window.

If the window genuinely needs to follow a single night rather than a clock pattern, express it as two crontab lines with different day of week restrictions: one for the evening part on the nights you want, and one for the morning part on the following days. That is more verbose but it is the only way to say Friday night meaning Friday evening plus Saturday morning.