Crystal structure of 8-(4-methyl-phen-yl)-2'-de-oxy-adenosine hemihydrate

• Published in: Acta crystallographica. Section E, Crystallographic communications Vol. 74; no. Pt 1; pp. 1 - 5
• Main Authors: Ardhapure, Ajaykumar V, Sanghvi, Yogesh S, Borozdina, Yulia, Kapdi, Anant Ramakant, Schulzke, Carola
• Format: Journal Article
• Language: English
• Published: England International Union of Crystallography 01.01.2018
• Subjects: Research Communications; adenosine; crystal structure; catalysis; palladium; Suzuki–Miyaura cross-coupling; nucleoside
• ISSN: 2056-9890; 2056-9890
• DOI: 10.1107/S2056989017017212

In the asymmetric unit, equalling the unit cell (triclinic, 1, = 1), two mol-ecules of the title compound, 8-(4-methyl-phen-yl)-d-2'-de-oxy-adenosine, C H N O , are present, with distinct conformations of the two sugar moieties, together with one solvent water mol-ecule. All three ribose O atoms are involved in hydrogen bonding and the crystal packing is largely determined by hydrogen-bonding or hydrogen-heteroatom inter-actions (O-H⋯O, O-H⋯N, N-H⋯O, C-H⋯O and C-H⋯N) with one independent mol-ecule directly linked to four neighbouring mol-ecules and the other mol-ecule directly linked to six neighbouring mol-ecules. The two independent mol-ecules of the asymmetric unit display three weak intra-molecular C-H-to-heteroatom contacts, two of which are very similar despite the different conformations of the deoxyribosyl moieties. The aromatic ring systems of both mol-ecules are in proximity to each other and somehow aligned, though not coplanar. The absolute structures of the two mol-ecules were assumed with reference to the reactant 8-bromo-d-2'-de-oxy-adenosine as they could not be determined crystallographically.