How do you draw diagonal lines in photoshop with brush tool?

the regular way of using shift isnt working

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Community Expert

Have you rest the Tool yet?

What have you done for all-purpose trouble-shooting so far?
Restoring Preferences after making sure all customized presets like Actions, Patterns, Brushes etc. have been saved might be a good starting point:
https://helpx.adobe.com/photoshop/using/preferences.html
https://helpx.adobe.com/photoshop/kb/basic-trouble-shooting-steps.html
https://helpx.adobe.com/photoshop/kb/troubleshoot-gpu-graphics-card.html

Community Expert

There is a line tool You can choose Shape, path or pixel rendering and trace according to 45$ angle ,increments with Shift pressed

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