Five-fold diamond structure of adamantane-1,3,5,7-tetracarboxylic acid

Ermer, Otto

doi:10.1021/ja00220a005

Cited by 415 publications

(192 citation statements)

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“…Given the intramolecular distance between hydrogen-bond donors and acceptors in such cases (ca 6.0-6.8A), a single network whether planar or tetrahedral would probably lead to a structure with a high proportion of void space, and hence unstably low density. As in previously observed examples of such networks (Duchamp & Marsh, 1969;Ermer, 1988;Ermer & Eling, 1988), multiple interpenetrating networks are likely. Here we report such a network in the structure of 4,4'-sulfonyldiphenol, OxS(C6H4OH)2, (I).…”

Section: Commentsupporting

confidence: 60%

Interpenetrating Square Nets in the Hydrogen-Bonded Structure of 4,4'-Sulfonyldiphenol

Glidewell¹,

Ferguson²

1996

Acta Crystallogr C

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Section: Commentsupporting

confidence: 60%

Interpenetrating Square Nets in the Hydrogen-Bonded Structure of 4,4'-Sulfonyldiphenol

Glidewell¹,

Ferguson²

1996

Acta Crystallogr C

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“…This structure is the basic "building" block for larger diamond-like structures [21]. In present work, we consider the modified adamantane, named 1,3,5,7-adamantantetracarboxylic acid (AdTCA) (C 14 H 16 O 8 ), which contains 4 carboxylic (-COOH) groups [22]. The modified structure is resulted from the substitution of 4 hydrogen atoms for carboxylic groups in original adamantane.…”

Section: Molecular Modelingmentioning

confidence: 99%

Possibility of drug delivery due to hydrogen bonds formation in nanodiamonds and doxorubicin: molecular modeling

Bokarev¹,

Пластун²

2018

Nanosystems: Phys. Chem. Math.

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The possibility of drug delivery and retention in cells due to hydrogen bond formation between enriched nanodiamonds and highly toxic drugs (for example doxorubicin), is investigated by numerical simulation. Using molecular modeling by the density functional theory method with the B3LYP functional and the 6-31G(d) basic set, we analyze hydrogen bond formation and their influence on IR-spectra and structure of molecular complex which is formed due to interaction between doxorubicin and nanodiamonds enriched by carboxylic groups. Numerical modeling of carboxylated nanodiamonds and doxorubicin interaction is based on nanodiamond representation by a diamond-like nanoparticle with simpler structure. Enriched adamantane (1,3,5,7-adamantanetetracarboxylic acid) is used as an example of carboxylated diamond-like nanoparticle. Combined IR spectrum as imposing of IR spectra for doxorubicin and 1,3,5,7-adamantanetetracarboxylic acid various interaction positions is obtained. The combined IR spectrum demonstrates good agreement with experimental data. The obtained results demonstrate that there can be strong hydrogen bonds between doxorubicin and nanodiamond as one of basic mechanism for drug delivery and retention in cells.

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“…4 In addition, there are several examples of truly three-dimensional networks or cages. 5 We report here a selfassembling, two-dimensional, non-planar network based on a silicon-centered tetrahedron.…”

Section: Introductionmentioning

confidence: 99%

Two-Dimensional Lattice of Superboats Composed of Silicon-Centered Tetrahedra

Lambert

Zhao

Stern

1997

J. Phys. Org. Chem.

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Four benzenecarboxylic acid groups attached to silicon, (4-CO 2 HC 6 H 4 ) 4 Si, form an infinite two-dimensional pleated sheet in the solid state composed of cyclic units of 78 heavy atoms in the shape of a large boat-like structure held together by six complementary hydrogen-bonded units. Only three carboxylic acid groups per molecule are incorporated into the superboat. The material was crystallized from acetic acid. As a result, one molecule of acetic acid is bound to the fourth carboxylic acid group, preventing the structure from attaining a diamondoid lattice. Sixfold repetition of interpenetrating lattices restricts porosity.

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Five-fold diamond structure of adamantane-1,3,5,7-tetracarboxylic acid

Cited by 415 publications

References 0 publications

Interpenetrating Square Nets in the Hydrogen-Bonded Structure of 4,4'-Sulfonyldiphenol

Interpenetrating Square Nets in the Hydrogen-Bonded Structure of 4,4'-Sulfonyldiphenol

Possibility of drug delivery due to hydrogen bonds formation in nanodiamonds and doxorubicin: molecular modeling

Two-Dimensional Lattice of Superboats Composed of Silicon-Centered Tetrahedra

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