Molecular recognition motifs in cytidinium and 2'-deoxycytidinium salts with composite anions.
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Published:1998-12-31
Issue:4
Volume:45
Page:917-928
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ISSN:1734-154X
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Container-title:Acta Biochimica Polonica
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language:
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Short-container-title:Acta Biochim Pol
Author:
Gilski M,Jaskólski M
Abstract
In the crystal structures of N3-protonated cytidinium and 2'-deoxycytidinium salts with composite XYn anions capable of accepting hydrogen bonds through their Y atoms, the dominating motif of cytosinium...anion interactions consists of a pair of hydrogen bonds donated from the N3+ -H protonation site and from the exoamino N4-H41 group cis to N3, and accepted by two Y centers of one anion. This multipoint recognition pattern is stable and robust and thus can be classified as a supramolecular synthon. In a broader group of N3-protonated, N1-substituted cytosinium salts with composite anions it occurs with 70% frequency. The C5 side of the cytosine ring mimics the N3+ -H type synthon and shows a propensity to form an analogous motif in which a C5-H5...Y hydrogen bond replaces the strong N3+ -H...Y interaction. Since the C-H...Y bond is much weaker, the secondary motif shows higher deformability and is less frequent (44%).
Publisher
Polskie Towarzystwo Biochemiczne (Polish Biochemical Society)
Subject
General Biochemistry, Genetics and Molecular Biology
Cited by
1 articles.
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1. Hydrogen-bonding patterns in 2-amino-4,6-dimethylpyrimidinium hydrogen sulfate;Acta Crystallographica Section C Crystal Structure Communications;2005-01-22