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Just to add, I do also have a standard reset button attached to RST, along with a pull-up.



As mentioned you might have an issue with also connecting GPIO16 to RST, although thinking about it now this might work I forget why I had issue with doing it now.

giraffe81 wrote:I used a 2n3904 transistor

GPIO16 is HIGH during deepSleep and goes momentarily LOW at the end of the sleep.
Using a 2N3904 which is acting as an inverter can't do the job you ask for, it will reset right at the beginning of the sleep.