NDLI: Hydrogen-bonded dimers, chains and rings in six differently substituted 2-vinyltetrahydro-1,4-epoxy-1-benzazepines

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Hydrogen-bonded dimers, chains and rings in six differently substituted 2-vinyltetrahydro-1,4-epoxy-1-benzazepines

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Year: 2010 Volume: 66 Issue: Part 3

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Hydrogen-bonded dimers, chains and rings in six differently substituted 2-vinyltetrahydro-1,4-epoxy-1-benzazepines

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Acosta, Lina M. Palma, Alirio Bahsas, Ali Cobo, Justo Glidewell, Christopher
Description	Country affiliation: Colombia Author Affiliation: Acosta LM ( Laboratorio de Síntesis Orgánica, Escuela de Química, Universidad Industrial de Santander, AA 678 Bucaramanga, Colombia.)
Abstract	In (2 SR,4 RS)-2- exo-vinyl-2,3,4,5-tetrahydro-1 H-1,4-epoxy-1-benzazepine, C $_{12}H$ $_{13}NO,$ (I), the molecules are linked by two independent C-H (arene) hydrogen bonds to form sheets, such that all of the molecules in a given sheet are of the same configuration. The molecules of (2 SR,4 RS)-7-chloro-2- exo-(2-methylprop-1-enyl)-2,3,4,5-tetrahydro-1 H-1,4-epoxy-1-benzazepine, C $_{14}H$ $_{16}ClNO,$ (II), are linked by a C-H O hydrogen bond into C(4) chains, where all the molecules in a given chain are of the same configuration, whereas the molecules of (2 SR,4 RS)-8-chloro-9-methyl-2- exo-(2-methylprop-1-enyl)-2,3,4,5-tetrahydro-1 H-1,4-epoxy-1-benzazepine, C $_{15}H$ $_{18}ClNO,$ (III), are linked into centrosymmetric dimers by pairs of symmetry-related C-H (arene) hydrogen bonds. (2 RS,4 RS)-8-Chloro-9-methyl-2- endo-(2-methylprop-1-enyl)-2,3,4,5-tetrahydro-1 H-1,4-epoxy-1-benzazepine, C $_{15}H$ $_{18}ClNO,$ (IV), is a diastereoisomer of (III) and, as for (II), a single C-H O hydrogen bond links the molecules into C(4) chains, each containing molecules of a single configuration. The structure of (2 SR,4 RS)-8-chloro-9-methyl-2- exo-(prop-1-en-2-yl)-2,3,4,5-tetrahydro-1 H-1,4-epoxy-1-benzazepine, C $_{14}H$ $_{16}ClNO,$ (V), contains a C-H O hydrogen bond which links pairs of molecules into centrosymmetric R $_{2}$ $^{2}(6)$ dimers. (2 SR,4 RS)-7,9-Dichloro-2- exo-(prop-1-en-2-yl)-2,3,4,5-tetrahydro-1 H-1,4-epoxy-1-benzazepine, C $_{13}H$ $_{13}Cl$ $_{2}NO,$ (VI), is an inversion twin containing both the (2 S,4 R) and (2 R,4 S) enantiomers in the space group P2 $_{1},$ and a C-H O hydrogen bond links molecules of a given configuration into simple C(3) chains.
File Format	HTM / HTML
e-ISSN	20532296
Journal	Acta Crystallographica Section C Crystal Structure Communications
Issue Number	Pt 4
Volume Number	66
Language	English
Publisher	IUCr/Wiley
Publisher Date	2010-04-01
Publisher Place	United States
Access Restriction	Open
Subject Keyword	Discipline Analytical Chemistry Discipline Crystallography
Content Type	Text
Resource Type	Article

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