Crystallographic evidence for intramolecular C−H...O interactions in principal nucleosides. Refinement of the crystal structure of thymidine

Springer Science and Business Media LLC - Tập 36 - Trang 155-161 - 1995
A. N. Chekhlov

Tóm tắt

An analysis of crystallographic data for the major nucleosides has shown that their molecules (except for guanosine) exhibit specific intramolecular C−H...O interactions, which are weak hydrogen bonds. In purine nucleosides these interactions are rare and rather weak. For pyrimidine nucleosides, in addition to the previously known intramolecular interaction C6−H6...O5′, we have revealed the intramolecular interactions C1′−H1′...O2 and C6−H6...O1′. The three interactions make approximately equal contributions to the stabilization of the anti-conformation in pyrimidine nucleosides and make this conformation prevailing. To enhance the reliability of the results of studying the C−H...O interactions in thymidine, we performed an additional, more exact, X-ray diffraction analysis of the substance.

Tài liệu tham khảo

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