Design of Organic Solids by Jenny P. Glusker (auth.), Prof. Dr. Edwin Weber, Y. Aoyama, PDF

By Jenny P. Glusker (auth.), Prof. Dr. Edwin Weber, Y. Aoyama, M. R. Caira, G. R. Desiraju, J. P. Glusker, A. D. Hamilton, R. E. Meléndez, A. Nangia (eds.)

ISBN-10: 3540646450

ISBN-13: 9783540646457

Considering the excessive point of our wisdom pertaining to covalent bond formation within the natural chemistry of molecules, our realizing of the rules keen on natural good layout is nearly in its infancy. whereas chemists this day may be able to synthesize natural molecules of very excessive complexity utilizing refined tools of instruction, they lack normal techniques allowing them to reliably expect natural crystalline or reliable buildings from molecular descriptors - irrespective of how basic they're. nevertheless, approximately all of the natural subject surrounding us isn't really within the single-molecule kingdom yet aggregated and condensed to shape liquid or good molecular assemblages and structural arrays giving upward push to the appearances and houses of natural compounds we frequently detect. evidently, undefined, optical or magnetic homes of stable natural fabrics which are vital specifications for destiny applied sciences and high-tech purposes, in addition to the soundness and solubility habit of a medicament depend upon the constitution of the molecule and the intramolecular forces, yet much more decisively at the intermolecular forces, i. e. the packing constitution of the molecules to which a normal technique is missing. this case involved ]. Maddox a few years in the past to this sort of measure that he defined it as "one of the ongoing scandals within the actual sciences" [see (1998) Nature 335:201; see additionally Ball, P. (1996) Nature 381:648]. the matter of predicting natural sturdy and crystal buildings is especially dif- cult.

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Netropsin and distamycin A, which are pyrrole-amidine oligopeptide antibiotics, bind very tightly to A ◊ T regions of Directional Aspects of Intermolecular Interactions 49 a b Fig. 38 a, b. Minor groove binding of netropsin in DNA [100]: a chemical formula of netropsin; b binding of netropsin by way of N-H◊◊ ◊ ◊O bonds (dotted lines) and C-H◊◊ ◊ ◊C interactions. The latter define the specificity of the drug duplex DNA, as illustrated in Fig. 38. These compounds are relatively cytotoxic. In the crystal structure of netropsin bound to a dodecamer with four A ◊ T base pairs in the middle, the four base pairs have high propeller twists [99, 100].

In this compound the amino groups are joined by a xylyl group. This daunomy- a Fig. 37a–c. Binding of daunomycin to an oligonucleotide [95]: a chemical formula of daun- omycin, showing some interactions in the crystalline state. R1 =CH3 , R2 =CH3 for daunomycin, CH2OH for adriamycin Directional Aspects of Intermolecular Interactions 47 b c Fig. 37b, c. P. Glusker d Fig. 37d. The chemical formula of a bisintercalator, WP 631 [97] cin derivative (named WP631, see Fig. 7 ¥ 1011 M–1 for WP631 [98].

This is shown in Fig. 16. Thus there are two important types of interactions involving delocalized p-electron systems, as described earlier. These are the C-H◊◊ ◊ ◊p or C-H◊◊ ◊ ◊C interactions (where p may be any part of an electron-rich aromatic system, a delocalized double bond or a triple carbon-carbon bond) which give rise to a “herring-bone” arrangement of molecules, as shown for benzene in Fig. 2. O-H◊◊ ◊ ◊p interactions are also seen in 2- and 3-aminophenol crystals in 2ethynyladamantan-2-ol [47], and in several protein structures in the PDB.

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Design of Organic Solids by Jenny P. Glusker (auth.), Prof. Dr. Edwin Weber, Y. Aoyama, M. R. Caira, G. R. Desiraju, J. P. Glusker, A. D. Hamilton, R. E. Meléndez, A. Nangia (eds.)


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