Exploring hydrogen-bonded structures: Synthesis and X-ray crystallographic screening of a cisoid cyclic dipeptide mini-library
作者： Scott W. Gordon-Wylie , Eleanor Teplin , James C. Morris , Margaret I. Trombley , Sean M. McCarthy
DOI: 10.1021/CG049957U
关键词: Crystal structure 、 Crystal structure prediction 、 Base pair 、 Supramolecular chemistry 、 A-DNA 、 Hydrogen bond 、 Molecule 、 Chemistry 、 Crystallography 、 Ring (chemistry)
摘要: Understanding how and why molecular building blocks assemble into bulk structures is difficult because no unified theory for three-dimensional crystal structure prediction yet exists. Therefore, constructing a mini-library based on systematically modifying small set of supramolecular provides an attractive approach experimentally determining block geometry affects structure(s). Here, rigid diamide-containing medium-sized ring systems were used to construct solid-state hydrogen-bonded that was structurally screened via X-ray crystallography. Unlike most amides, ring-constrained amides are locked cisoid two-point hydrogen-bonding motif reminiscent DNA base pair. Three different cisoid-diamide investigated: six-membered diketopiperazine; seven-membered diketobenzodiazepine; eight-membered diketodibenzodiazocine. Five determinations carried out establish the possible hydrogen-bo...
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