YOU SAID:
Things went as badly as it can
INTO JAPANESE
物事は可能な限り悪い方向に進みました
BACK INTO ENGLISH
things went in the worst possible direction
INTO JAPANESE
事態は最悪の方向へ進んでしまった
BACK INTO ENGLISH
The situation has taken a turn for the worst.
INTO JAPANESE
状況は最悪の方向へ変わってしまった。
BACK INTO ENGLISH
The situation has taken a turn for the worst.
That didn't even make that much sense in English.