A most respected moderator repeatedly advises against the automation of \left and \right in math mode. (Among others, here is one.) There must be some good argument behind that. I am just curious, why?
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\left...\rightcannot break across lines, whereas\bigetc. have no such limitations. I would guess the other argument is that one should deliberately choose their delimiter sizes, rather than trusting them to an algorithm. – Steven B. Segletes Aug 14 '17 at 13:59$a(b+c)$and$a\left(b+c\right)$– egreg Aug 14 '17 at 14:00\leftand\rightcan be wrong. Instead, they provide specific examples to show that\leftand\rightcan produce suboptimal typographic outcomes. E.g., in the answer I provided, I showed that using\leftand\rightcan lead TeX to create "fences" that are either too small or too large. If this reply isn't satisfactory, may I suggest that you post a new query, in which you state what types of information you would consider satisfactory? – Mico Jan 27 '19 at 05:34$\left(\left(a+b\right) \left(c+d\right)\right)$. The outer parentheses are, mathematically speaking, not required; their only justfication them is typographic: to provide some visual grouping. Since\left(and\right)do not create larger parentheses, they fail the typographic objective. Is this enough of a "why"-type answer? – Mico Jan 27 '19 at 05:47\leftand\rightto size "fences" automatically have evidently failed to address adequately a specific typographic issue you wish to resolve. At this point, I can only suggest that you post a new query, in which you ask explicitly for typographic, as opposed to merely TeXnical, answers and explanations. – Mico Jan 27 '19 at 06:56\leftand\rightare utterly deterministic. Of course, "deterministic" does not imply "typographically correct"... – Mico Jan 27 '19 at 07:12\leftand\rightvarious fails to satisfy various typographic principles, but without stating what these principles are. You seem to be far more interested in understanding the principles themselves. – Mico Jan 27 '19 at 08:59\leftand\right. E.g., some reasons could be purely TeX-related (e.g., the prohibition against having\leftand\rightspan rows of analignenvironment), some reasons could encompass a mixture of typographic and TeX-related concerns (e.g., the impossibility of line breaks in a\left...\rightgroup), and a remainder of reasons which address purely typographic issues (e.g., spacing & correctly-sized "fences"). – Mico Jan 27 '19 at 10:30