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Publikācija: Crystal Structures of Two (+/-)-Exo-N-Isobornylacetamides

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Nosaukums oriģinālvalodā Crystal Structures of Two (+/-)-Exo-N-Isobornylacetamides
Pētniecības nozare 1. Dabaszinātnes
Pētniecības apakšnozare 1.4. Ķīmija
Autori Dmitrijs Stepanovs
Daniels Posevins
Māris Turks
Atslēgas vārdi crystal structure; Ritter reaction; (+/-)- exo-N-isobornylacetamides; polymorph; hydrogen bonding
Anotācija The title compounds consist of a bornane skeleton with attached acetamide, C12H21NO (+/-)-(1) {systematic name: (+/-)-N-[(1RS,2RS,4RS)-1,7,7-trimethylbicyclo[ 2.2.1]heptan-2-yl]acetamide}, and chloroacetamide, C12H20ClNO (!)-(2) {systematic name: (!)-2-chloro-N-[(1RS,2RS,4RS)-1,7,7-trimethylbicyclo[2.2.1]- heptan-2-yl]acetamide}, functionalities to the 2-exo-position. The crystal structure of the first monoclinic polymorph of (+/-)-(1) has been reported previously [Ung et al. (2014). Monatsh. Chem. 145, 983–992]. Compound (+/-)-(1) crystallizes in the space group P21/n with two independent molecules in the asymmetric unit, in contrast to the above-mentioned polymorph which crystallized in the space group C2/c with one molecule in the asymmetric unit. In the title compounds, the bicyclic bornane moieties have normal geometries. In the crystals of both compounds, molecules are linked by N—H" " "O hydrogen bonds, reinforced by C—H" " "O contacts, forming trans-amide chains propagating along the a-axis direction. In the case of compound (!)-(1), neighbouring chains are linked by further C—H" " "O contacts, forming double-chain ribbons along [100].
DOI: 10.1107/S2056989015015984
Hipersaite: http://journals.iucr.org/e/issues/2015/10/00/su5191/su5191.pdf 
Atsauce Stepanovs, D., Posevins, D., Turks, M. Crystal Structures of Two (+/-)-Exo-N-Isobornylacetamides. Acta Crystallographica Section E: Crystallograpic Communications, 2015, Vol.71, 1117.-1120.lpp. ISSN 2056-9890. Pieejams: doi:10.1107/S2056989015015984
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