I saw this assert too and reported it upstream

https://gitlab.gnome.org/GNOME/gedit/-/issues/353#note_894322

** Bug watch added: gitlab.gnome.org/GNOME/gedit/-/issues #353
   https://gitlab.gnome.org/GNOME/gedit/-/issues/353

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https://bugs.launchpad.net/bugs/1681962

Title:
  gedit handles encodings inconsistently (and corrupts files)

Status in gedit package in Ubuntu:
  New

Bug description:
  
  The handling of codepages by gedit is inconsistent and
  may corrupt files and/or cause loss of data:

  
  gedit 3.18.3 / Ubuntu 16.04 LTS

  If I use the command
    gedit --encoding ISO-8859-15 <File>

  If, for some reason, the (new) input contains an UTF-8 character
  (e.g., by typing, or by pasting) then gedit does not save the file,
  but issues a warning:

    Could not save the file <..> using the "Western (ISO-8859-15)"
    character encoding.

  but does not show the incorrect character.
  Now there are two options:
  (1) If the file is saved using UTF-8 then also the "old" (unchanged) content
  is saved using UTF-8 (i.e., it corrupts the existing data)
  (2) Using "Save as ..." in order to avoid this does not work either:
     gedit acts as if it had obeyed this command, but after exit there is
     no such file (i.e., newly added material is lost),
  but the terminal shows the following error message:

  ** (gedit:20985): CRITICAL **: _gedit_tab_save_as_async:
   assertion 'tab->state == GEDIT_TAB_STATE_NORMAL ||
   tab->state == GEDIT_TAB_STATE_EXTERNALLY_MODIFIED_NOTIFICATION ||
   tab->state == GEDIT_TAB_STATE_SHOWING_PRINT_PREVIEW' failed

  I think that this behaviour counts as a (quite) serious bug.

  Moreover, I made some tests and noticed another quite curious
  behaviour:
  If a new file is opened with this command and then saved with text
  containing non-standard characters (like accented characters),
  these are saved using UTF-8 encoding.
  If this file is opened again they are shown "binary" as two characters
  while newly added characters are treated as the should.

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