Mechanochemical synthesis and X-ray structural characterization of three 3-nitrophenol cocrystals with three aminal cage azaadamantanes: the role of the stereoelectronic effect on intermolecular hydrogen-bonding patterns

Rivera, Augusto; Rojas, Jicli José; Sadat-Bernal, John; Ríos-Motta, Jaime; Bolte, Michael

doi:10.1107/s205322961901516x

Search citation statements

Order By: Relevance

Paper Sections

Select...

Figure1

Citation Types

Supporting

Mentioning

Contrasting

Year Published

2022

Publication Types

Select...

Article2

Relationship

Self Cite1

Independent1

Authors

Journals

Cited by 2 publications

(1 citation statement)

References 34 publications

(34 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Co-crystals of tetraazatricyclo[4.4.1.1 3,8 ]dodecane have already been reported, i.e. with 3-nitrophenol (Rivera et al, 2019), 4-iodophenol (Rivera et al, 2017a), 4-chloro-3,5-dimethylphenol (Rivera et al, 2015a), hydroquinone (Rivera et al, 2007), and 4-bromophenol (Rivera et al, 2015b) (refcodes: HOXGUZ, JELVII, QUFROA, WEXQIA, XULKOG).…”

Section: Figurementioning

confidence: 99%

First hydrogen-bonded adduct of sterically hindered 2-tert-butyl-4-methylphenol (TBMP) with 1,3,6,8-tetraazatricyclo[4.4.1.1^3,8]dodecane (TATD) via coupling of classical hydrogen bonds and C—H...π non-covalent interactions

Rivera¹,

Ríos-Motta²,

Bolte³

2022

Acta Cryst E

Self Cite

View full text Add to dashboard Cite

The title compound, C8H16N4·2C11H16O, was synthesized from the corresponding sterically crowded phenol by treatment with the aminal cage polyamine. Single-crystal X-ray diffraction structural analysis revealed the three-molecule aggregate to crystallize in the monoclinic space group P2/c with one half of a 1,3,6,8-tetraaztricyclo[4.4.1.13,8]dodecane (TATD) molecule and one 2-tert-butyl-4-methylphenol molecule per asymmetric unit. The crystal structure features intermolecular O—H...N and C—H...O hydrogen bonds, as well as intermolecular C—H...π interactions.

show abstract

Section: Figurementioning

confidence: 99%

First hydrogen-bonded adduct of sterically hindered 2-tert-butyl-4-methylphenol (TBMP) with 1,3,6,8-tetraazatricyclo[4.4.1.1^3,8]dodecane (TATD) via coupling of classical hydrogen bonds and C—H...π non-covalent interactions

Rivera¹,

Ríos-Motta²,

Bolte³

2022

Acta Cryst E

Self Cite

View full text Add to dashboard Cite

show abstract

Hydrated magnesium (II) with H-bonded hexamethylenetetramine and co-ligands: synthesis, structural characterization, thermal decomposition, and hirshfeld surface analysis

Milo

Tabong²,

Nono³

et al. 2022

Chem. Pap.

View full text Add to dashboard Cite

Mechanochemical synthesis and X-ray structural characterization of three 3-nitrophenol cocrystals with three aminal cage azaadamantanes: the role of the stereoelectronic effect on intermolecular hydrogen-bonding patterns

Cited by 2 publications

References 34 publications

First hydrogen-bonded adduct of sterically hindered 2-tert-butyl-4-methylphenol (TBMP) with 1,3,6,8-tetraazatricyclo[4.4.1.1^3,8]dodecane (TATD) via coupling of classical hydrogen bonds and C—H...π non-covalent interactions

First hydrogen-bonded adduct of sterically hindered 2-tert-butyl-4-methylphenol (TBMP) with 1,3,6,8-tetraazatricyclo[4.4.1.1^3,8]dodecane (TATD) via coupling of classical hydrogen bonds and C—H...π non-covalent interactions

Hydrated magnesium (II) with H-bonded hexamethylenetetramine and co-ligands: synthesis, structural characterization, thermal decomposition, and hirshfeld surface analysis

Contact Info

Product

Resources

About

Mechanochemical synthesis and X-ray structural characterization of three 3-nitrophenol cocrystals with three aminal cage azaadamantanes: the role of the stereoelectronic effect on intermolecular hydrogen-bonding patterns

Cited by 2 publications

References 34 publications

First hydrogen-bonded adduct of sterically hindered 2-tert-butyl-4-methylphenol (TBMP) with 1,3,6,8-tetraazatricyclo[4.4.1.13,8]dodecane (TATD) via coupling of classical hydrogen bonds and C—H...π non-covalent interactions

First hydrogen-bonded adduct of sterically hindered 2-tert-butyl-4-methylphenol (TBMP) with 1,3,6,8-tetraazatricyclo[4.4.1.13,8]dodecane (TATD) via coupling of classical hydrogen bonds and C—H...π non-covalent interactions

Hydrated magnesium (II) with H-bonded hexamethylenetetramine and co-ligands: synthesis, structural characterization, thermal decomposition, and hirshfeld surface analysis

Contact Info

Product

Resources

About

First hydrogen-bonded adduct of sterically hindered 2-tert-butyl-4-methylphenol (TBMP) with 1,3,6,8-tetraazatricyclo[4.4.1.1^3,8]dodecane (TATD) via coupling of classical hydrogen bonds and C—H...π non-covalent interactions

First hydrogen-bonded adduct of sterically hindered 2-tert-butyl-4-methylphenol (TBMP) with 1,3,6,8-tetraazatricyclo[4.4.1.1^3,8]dodecane (TATD) via coupling of classical hydrogen bonds and C—H...π non-covalent interactions