Water molecules in the crystal structure of tricyclic acyclovir

• Published in: Acta crystallographica. Section C, Crystal structure communications Vol. 57; no. 6; pp. 767 - 769
• Main Authors: Suwińska, Kinga, Golankiewicz, Bożenna, Zielenkiewicz, Wojciech
• Format: Journal Article
• Language: English
• Published: 5 Abbey Square, Chester, Cheshire CH1 2HU, England Munksgaard International Publishers 01.06.2001; Blackwell
• Subjects: Acyclovir - analogs & derivatives; Acyclovir - chemistry; Antiviral Agents - chemistry; Condensed matter: structure, mechanical and thermal properties; Crystallography, X-Ray; Exact sciences and technology; Heterocyclic compounds; Hydrogen Bonding; Imidazoles - chemistry; Molecular Conformation; Molecular Structure; Organic compounds; Physics; Purines - chemistry; Structure of solids and liquids; crystallography; Structure of specific crystalline solids; Water - chemistry; Molecular structure; Nitrogen heterocycle; Herpes; Lactams; XRD; Tricyclic compound; Experimental study; Structure-activity relationships; Biological activity; Alcohols; Infection; Viral disease; Aciclovir; Antiviral; Ethers; Organic compounds; Hydrates; Crystal structure
• ISSN: 0108-2701; 1600-5759
• DOI: 10.1107/S0108270101005364

The biologically important mol­ecule tricyclic acyclo­vir, presented here as 3‐[(2‐hydroxy­ethoxy)­methyl]‐6‐methyl‐3H‐imidazolo­[1,2‐a]­purin‐9(5H)‐one dihydrate, C11H13N5O3·2H2O, shows conformational flexibility, which is observed in the solid state as two symmetrically independent mol­ecules with different side‐chain conformations. Additionally, one of these mol­ecules exhibits side‐chain disorder, such that there are three different conformations in the crystal. Water mol­ecules found in the crystal form (H2O)8 clusters which are located between mol­ecules of tricyclic acyclovir. The complex hydrogen‐bond network formed between water and tricyclic acyclovir in the solid state may be related to the solvation of the mol­ecules in solution.