Hi, I don't know if this is a known issue, but I haven't been able to find any mention of it. I think this is partly because in English it can go perfectly unnoticed, since for English the values of secondary-closing and apostrophe are identical:
(secondary-closing :utf-8 "’" :html "’" :latex "'" :texinfo "'") (apostrophe :utf-8 "’" :html "’") However, consider the following example: ━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━ #+OPTIONS: ':t #+language:es "my friends' party and the students' papers" ━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━ the above produces in LaTeX: \guillemotleft{}my friends'' party and the students'' papers\guillemotright{} In Spanish, as in other similar cases, the issue is easier to reproduce because: (secondary-closing :utf-8 "”" :html "”" :latex "''" :texinfo "''") (apostrophe :utf-8 "’" :html "’") I don't know whether to consider this a bug or a limitation in the current implementation, originating from how Org interprets an apostrophe. Although I suspect it has a difficult solution: how to differentiate an apostrophe from a second-level quote in certain scenarios, when the approach seems to be essentially heuristic? Let us also consider cases in which the apostrophe can be placed at the beginning of a word, as in Greek: "να 'ρθώ το βράδυ" (Org would confuse the apostrophe in the word 'ρθώ with second-level opening quotes) Perhaps a possible solution would be to allow the use of a specific, customizable character, other than an apostrophe, for second-level quotes. Or at least add some brief warning in the manual: in certain contexts it is safer to use a explicit Unicode character for the apostrophe. Best regards, Juan Manuel -- Juan Manuel Macías -- Composición tipográfica, tratamiento de datos, diseño editorial y ortotipografía