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Usually Hydrogen bonds are associated with N,O,F as the atoms involved. In some cases OH---Cl bond is observed as in case of o-chlorophenol.

According to the updated IUPAC definition a Hydrogen bond can be formed between molecules having EN greater than hydrogen (which explains the H-bond in DCM(aq) and chloroform(aq)).

My first question is -How is the EN decided for concluding the formation of H-bond between two General atoms? Is it the Pauling scale(defined for sp3 hybrids), or an application of Bent's Rule for determining s% in a bonded orbital.By General I mean not N,O, or F as the only participants and a definition that can be extended for C, Cl etc.

My second question is- Is it possible to quantitively determine the strength of a H bond with minimal data like EN between atoms , or at least sufficient to conclude the formation of a H-bond between them?

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    $\begingroup$ Verification of presence of hydrogen bond needs serious experimental and/or computational tools not some lame ballpark parameters like electronegativity. $\endgroup$
    – Mithoron
    Commented Sep 18, 2021 at 20:33
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    $\begingroup$ 1. The full definition doi.org/10.1351/goldbook.H02899 it doesn't really matter what value you take, the elements are the same. 2. No. Structure is key. $\endgroup$
    – Martin - マーチン ♦
    Commented Sep 18, 2021 at 21:33

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