# Evidence: Etter's hydrogen-bond rules

Parent: — · class: molecular interaction · names merged here: Etter hydrogen-bond rules; Etter's hydrogen-bond rules

3 papers measured or used it, 1 only mentioned it (of 207 kept papers). Papers in year order; each section heading ends with the paper's category / subcategory. Generated by tools/build_evidence.py from registry/concepts.csv and the cards; do not edit.

## 2011 Eerdenbrugh — An ab initio polymer selection methodology to prevent crystallization in amorphous solid dispersions by application of crystal engineering principles · Solid state stability / Miscibility and drug-polymer interactions

[2011-van-eerdenbrugh-ab-initio-polymer-selection-asd-crystallization](../../../cards/2011-van-eerdenbrugh-ab-initio-polymer-selection-asd-crystallization/paper.html) · Solid state stability / Miscibility and drug-polymer interactions · used · as: Etter's hydrogen-bond rules

| id | kind | content | locator |
|---|---|---|---|
| C11 | claim, assumption, authors: asserted | Etter's rules apply: all good proton donors and acceptors are used in hydrogen bonding; six-membered ring intramolecular hydrogen bonds form in preference to intermolecular ones; the best donors and acceptors left after intramolecular bonding pair with one another [rests on: cited: refs 20, 21] | p.6172 |

## 2013 Wegiel — Mid-infrared spectroscopy as a polymer selection tool for formulating amorphous solid dispersions · Solid state stability / Miscibility and drug-polymer interactions

[2013-wegiel-mid-ir-polymer-selection-polyphenol-asd-stability](../../../cards/2013-wegiel-mid-ir-polymer-selection-polyphenol-asd-stability/paper.html) · Solid state stability / Miscibility and drug-polymer interactions · used · as: Etter hydrogen-bond rules

| id | kind | content | locator |
|---|---|---|---|
| C29 | claim, assumption, authors: asserted | The Van Eerdenbrugh approach behind Table 4 applies standard hydrogen-bond rules (all good donors and acceptors are used; six-membered intramolecular rings form more readily than intermolecular bonds; the best donors and acceptors left after intramolecular bonding pair with each other) and classifies acceptor strength on the pKBHX scale [rests on: cited: refs 28, 37-39] | p.8-9 |

## 2013 Wegiel — Crystallization of Amorphous Solid Dispersions of Resveratrol during Preparation and Storage—Impact of Different Polymers · Solid state stability / Physical stability

[2013-wegiel-resveratrol-asd-polymer-crystallization-stability](../../../cards/2013-wegiel-resveratrol-asd-polymer-crystallization-stability/paper.html) · Solid state stability / Physical stability · used · as: Etter's hydrogen-bond rules

| id | kind | content | locator |
|---|---|---|---|
| P10 | method | hydrogen-bond donor and acceptor ranking (pKBHX scale) | p.181-182 |
| C30 | claim, assumption, authors: asserted | Donor and acceptor groups can be categorized with Etter's hydrogen-bond rules as applied by Van Eerdenbrugh and Taylor and with the pKBHX acceptor scale; the only donors are OH groups, resveratrol phenolic OH is a stronger donor than the aliphatic OH of the cellulose polymers, PAA carboxyls are the strongest polymer donors, and resveratrol is a weak acceptor [rests on: R17; cited: refs 23, 36-38] | p.181-182 |

## Mentioned only

- 2014 Wegiel — [2014-wegiel-curcumin-asd-intramolecular-bonding-physical-stability](../../../cards/2014-wegiel-curcumin-asd-intramolecular-bonding-physical-stability/paper.html) · Solid state stability / Physical stability (ref 37)