Structure, conformation and hydrogen bonding of two amino-cycloalkanespiro-5-hydantoins

• Authors: Petar Todorov , Rosica Petrova , Emilia Naydenova , Boris Shivachev
• Languages of publication: EN

Abstracts

EN

The crystal structures of 3-amino-cycloheptanespiro-4′-imidazolidine-2′,5′-dione (I) {systematic name: 3-amino-1,3-diazaspiro[4.6] undecane-2,4-dione} and 3-amino-cyclooctanespiro-4′-imidazolidine-2′,5′-dione (II) {systematic name: 3-amino-1,3-diazaspiro[4.7] dodecane-2,4-dione}, have been determined. In both compounds the polar hydantoin groups cause molecules to aggregate via N-H...O and N-H...N interactions, forming a layer structure, in which the cycloalkane rings project outwards from the central, more polar, region. The observed molecular structure is compared with that calculated by density functional theory methods. [...]

Keywords

EN

Spirohydantoins; Crystal structure; Hydrogen bonds; DFT calculations

• Publisher: De Gruyter Open
• Journal: Open Chemistry
• Year: 2009
• Volume: 7
• Issue: 1
• Pages: 14-19

Dates

published

1 - 3 - 2009

online

23 - 12 - 2008

Contributors

author

Petar Todorov

• Department of Organic Chemistry, University of Chemical Technology and Metallurgy, Sofia, 1756, Bulgaria

author

Rosica Petrova

author

Emilia Naydenova

• Department of Organic Chemistry, University of Chemical Technology and Metallurgy, Sofia, 1756, Bulgaria

author

Boris Shivachev

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Identifiers

DOI

10.2478/s11532-008-0087-3