✦ LIBER ✦

Solution and solid state studies on the interactions of protonated cytosine salts. II. Interpyrimidine hydrogen bonding versus cation-anion stacking in the crystal structures of protonated 1-methylcytosine perchlorate and protonated 1-benzylcytosine nitrate

✍ Scribed by M. Rossi; J.P. Caradonna; L.G. Marzilli; T.J. Kistenmacher

Publisher: Elsevier Science
Year: 1979
Weight: 631 KB
Volume: 15
Category: Article
ISSN: 0378-4487
DOI: 10.1016/0378-4487(79)80026-6

No coin nor oath required. For personal study only.

✦ Synopsis

The structural properties of the salts protonated 1-methylcytosine perchlorate and protonated l-benzylcytosine nitrate are reported. In each of the salts, it has been definitively established that N(3) of the cytosine ring is the site of protonation. Cation-anion hydrogen-bonding interactions of the type seen in the hydrohalide salts of protonated, N(l)-substituted cytosine derivatives are also observed to some extent in these systems. In addition, the stability of both these salts depends on other factors. In particular, the interpyrimidine hydrogen bonding in the perchlorate salt is very strong and observed here for the first time.

Cation-anion stacking forces in the nitrate salt are vital to the observed crystal packing.

📜 SIMILAR VOLUMES

Solution and solid state studies on the

Solution and solid state studies on the interactions of protonated cytosine salts. III. Interpyrimidine base stacking and asymmetric interbase hydrogen bonding in the structure of 1-methylcytosine hemihydroiodide hemihydrate

✍ T.J. Kistenmacher; M. Rossi; J.P. Caradonna; L.G. Marzilli 📂 Article 📅 1979 🏛 Elsevier Science ⚖ 594 KB

Solution and Solid State Studies on the

Solution and Solid State Studies on the Interactions of Protonated Cytosine Salts. IV. Asymmetric Interbase Hydrogen Bonding and Interpyrimidine Base Stacking in Triply Hydrogen-Bonded Cytosine Complexes. Crystal and Molecular Structure of Bis[1-Methylcytosine, 1-Methylcytosinium] Hexafluorosilicate Dihydrate

✍ Thomas J. Kistenmacher; Miriam Rossi; Chian C. Chiang; John P. Caradonna; Luigi 📂 Article 📅 1980 🏛 Elsevier Science ⚖ 959 KB

Solution and solid state studies on the

Solution and solid state studies on the interactions of protonated cytosine salts. I. Influence of anions on 1H nmr spectra and degree of protonation in mixtures of protonated and unprotonated cytosine and derivatives

✍ L.G. Márzilli; Chien-Hsing Chang; J.P. Caradonna; T.J. Kistenmacher 📂 Article 📅 1979 🏛 Elsevier Science ⚖ 715 KB