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A new polymorph of N-(prop-2-yn­yl)tricyclo­[3.3.1.1(3,7)]decane-1-carbox­amide

The alkynyl bond of the title compound, C(14)H(19)NO, has a length of 1.170 (5) Å. The amide function shows a trans conformation with respect to the carbonyl group characterized by the torsion angle O—C—N—H of −176 (2)°. There is an inter­molecular N—H⋯O hydrogen bond between the amide function and...

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Detalles Bibliográficos
Autores principales: Frey, Wolfgang, Schetter, Stefanie, Rominger, Frank, Hashmi, A. Stephen K.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2962125/
https://www.ncbi.nlm.nih.gov/pubmed/21203207
http://dx.doi.org/10.1107/S1600536808021466
Descripción
Sumario:The alkynyl bond of the title compound, C(14)H(19)NO, has a length of 1.170 (5) Å. The amide function shows a trans conformation with respect to the carbonyl group characterized by the torsion angle O—C—N—H of −176 (2)°. There is an inter­molecular N—H⋯O hydrogen bond between the amide function and the carbonyl group. In addition, weak inter­molecular hydrogen bonds stabilize the crystal structure. A comparison with a polymorphic structure shows conformational differences with regard to the orientation of the carbonyl groups with respect to the adamantyl group [O—C—C—C = 96.2 (3)° in the title compound and 123.7 (2)° in the polymorph] and the orientations of the propargyl groups in relation to the carbonyl groups [O—C—C—C = −87.7 (3) and −58.7 (2)°, respectively].