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I am saying GD is prone to memory timeouts so add the ini_set line I noted. People get this same issue with vbgallery on larger photos and we have the same kind of solution
Imagemagick is better I think and does not use php memory to process images but you can only use it if you got it. Usually your host must tell you where it is on the server.
If you have ssh access you can type whereis mogrify to see if you have it and where
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