As I am blocked on the python update,
I would like to inform you about the issue

On i686 arch and only on that, in all versions
3.8.3 and 2.7.18 the sh.exe segfaults during configure

The logs on 3.8.3 and also rebuilding 3.8.2
-------------------------------------------
checking for use_env... yes
configure: checking for device files
checking for /dev/ptmx... yes
make: *** No targets specified and no makefile found.  Stop.
*** ERROR: make failed
-------------------------------------------

on 2.7.18:
-------------------------------------------
checking for /dev/ptmx... yes
checking for /dev/ptc... no
checking for %lld and %llu printf() format support... make: *** No targets specified and no makefile found. Stop.
ESC[1;31m*** ERROR:ESC[0;0m make failed
15 [main] sh 6354 D:\cygwin32\bin\sh.exe: *** fatal error in forked process - WFSO timed out after longjmp 80937 [main] sh 6354 cygwin_exception::open_stackdumpfile: Dumping stack trace to sh.exe.stackdump
-------------------------------------------
In one of the 3 cases no stack dump is produced, while for the other
two I have:

$ cat sh.exe.stackdump
Stack trace:
Frame     Function  Args
006DC078  61084F28 (00000000, 77BE6DD2, 00777E68, 00770000)

 $ cat sh.exe.stackdump
Stack trace:
Frame     Function  Args
006DC438  61084F28 (00000148, 00000000, 00000000, 00000018)
End of stack trace

$ addr2line.exe -a 61084F28 -e /usr/bin/cygwin1.dll
0x61084f28
/usr/src/debug/cygwin-3.1.4-1/winsup/cygwin/fork.cc:650


As 3.8.2 was built before, it seems a recent change in Cygwin
is impacting the 32bit platform.


It seems I forgot the announce, but last build was 10th of April
https://cygwin.com/packages/x86/python38/python38-3.8.2-1

so I will try to bisect Cygwin to see when this problem arose.

Crossing finger
Marco







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