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Crystal structure of 2-{(R)-[1-(4-bromophenyl)ethyl]iminomethyl}-4-(phenyldiazenyl)phenol, a chiral photochromic Schiff base
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| Zeitschriftentitel: | Acta Crystallographica Section E Crystallographic Communications |
|---|---|
| Personen und Körperschaften: | , |
| In: | Acta Crystallographica Section E Crystallographic Communications, 71, 2015, 11, S. o886-o887 |
| Format: | E-Article |
| Sprache: | Unbestimmt |
| veröffentlicht: |
International Union of Crystallography (IUCr)
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| Schlagwörter: |
| author_facet |
Moriwaki, Ryoji Akitsu, Takashiro Moriwaki, Ryoji Akitsu, Takashiro |
|---|---|
| author |
Moriwaki, Ryoji Akitsu, Takashiro |
| spellingShingle |
Moriwaki, Ryoji Akitsu, Takashiro Acta Crystallographica Section E Crystallographic Communications Crystal structure of 2-{(R)-[1-(4-bromophenyl)ethyl]iminomethyl}-4-(phenyldiazenyl)phenol, a chiral photochromic Schiff base Condensed Matter Physics General Materials Science General Chemistry |
| author_sort |
moriwaki, ryoji |
| spelling |
Moriwaki, Ryoji Akitsu, Takashiro 2056-9890 International Union of Crystallography (IUCr) Condensed Matter Physics General Materials Science General Chemistry http://dx.doi.org/10.1107/s2056989015019866 <jats:p>The title chiral photochromic Schiff base compound, C<jats:sub>21</jats:sub>H<jats:sub>18</jats:sub>BrN<jats:sub>3</jats:sub>O, was synthesized from (<jats:italic>R</jats:italic>)-(+)-1-(4-bromophenyl)ethylamine and the salicylaldehyde of an azobenzene derivative. The molecule corresponds to the phenol–imine tautomer, the C=N and N—C bond distances being 1.285 (3) and 1.470 (3) Å, respectively. The diazenyl group adopts a<jats:italic>trans</jats:italic>form, with an N=N distance of 1.256 (3) Å. The hydroxy group is involved in intramolecular O—H...N hydrogen bonding. In the crystal, C—H...π interactions consolidate the crystal packing of one-dimensional chains, which exhibits short intermolecular Br...C contacts of 3.400 (3) Å.</jats:p> Crystal structure of 2-{(<i>R</i>)-[1-(4-bromophenyl)ethyl]iminomethyl}-4-(phenyldiazenyl)phenol, a chiral photochromic Schiff base Acta Crystallographica Section E Crystallographic Communications |
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10.1107/s2056989015019866 |
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Physik |
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International Union of Crystallography (IUCr), 2015 |
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International Union of Crystallography (IUCr), 2015 |
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2056-9890 |
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International Union of Crystallography (IUCr) |
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Acta Crystallographica Section E Crystallographic Communications |
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| title |
Crystal structure of 2-{(R)-[1-(4-bromophenyl)ethyl]iminomethyl}-4-(phenyldiazenyl)phenol, a chiral photochromic Schiff base |
| title_unstemmed |
Crystal structure of 2-{(R)-[1-(4-bromophenyl)ethyl]iminomethyl}-4-(phenyldiazenyl)phenol, a chiral photochromic Schiff base |
| title_full |
Crystal structure of 2-{(R)-[1-(4-bromophenyl)ethyl]iminomethyl}-4-(phenyldiazenyl)phenol, a chiral photochromic Schiff base |
| title_fullStr |
Crystal structure of 2-{(R)-[1-(4-bromophenyl)ethyl]iminomethyl}-4-(phenyldiazenyl)phenol, a chiral photochromic Schiff base |
| title_full_unstemmed |
Crystal structure of 2-{(R)-[1-(4-bromophenyl)ethyl]iminomethyl}-4-(phenyldiazenyl)phenol, a chiral photochromic Schiff base |
| title_short |
Crystal structure of 2-{(R)-[1-(4-bromophenyl)ethyl]iminomethyl}-4-(phenyldiazenyl)phenol, a chiral photochromic Schiff base |
| title_sort |
crystal structure of 2-{(<i>r</i>)-[1-(4-bromophenyl)ethyl]iminomethyl}-4-(phenyldiazenyl)phenol, a chiral photochromic schiff base |
| topic |
Condensed Matter Physics General Materials Science General Chemistry |
| url |
http://dx.doi.org/10.1107/s2056989015019866 |
| publishDate |
2015 |
| physical |
o886-o887 |
| description |
<jats:p>The title chiral photochromic Schiff base compound, C<jats:sub>21</jats:sub>H<jats:sub>18</jats:sub>BrN<jats:sub>3</jats:sub>O, was synthesized from (<jats:italic>R</jats:italic>)-(+)-1-(4-bromophenyl)ethylamine and the salicylaldehyde of an azobenzene derivative. The molecule corresponds to the phenol–imine tautomer, the C=N and N—C bond distances being 1.285 (3) and 1.470 (3) Å, respectively. The diazenyl group adopts a<jats:italic>trans</jats:italic>form, with an N=N distance of 1.256 (3) Å. The hydroxy group is involved in intramolecular O—H...N hydrogen bonding. In the crystal, C—H...π interactions consolidate the crystal packing of one-dimensional chains, which exhibits short intermolecular Br...C contacts of 3.400 (3) Å.</jats:p> |
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| author | Moriwaki, Ryoji, Akitsu, Takashiro |
| author_facet | Moriwaki, Ryoji, Akitsu, Takashiro, Moriwaki, Ryoji, Akitsu, Takashiro |
| author_sort | moriwaki, ryoji |
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| description | <jats:p>The title chiral photochromic Schiff base compound, C<jats:sub>21</jats:sub>H<jats:sub>18</jats:sub>BrN<jats:sub>3</jats:sub>O, was synthesized from (<jats:italic>R</jats:italic>)-(+)-1-(4-bromophenyl)ethylamine and the salicylaldehyde of an azobenzene derivative. The molecule corresponds to the phenol–imine tautomer, the C=N and N—C bond distances being 1.285 (3) and 1.470 (3) Å, respectively. The diazenyl group adopts a<jats:italic>trans</jats:italic>form, with an N=N distance of 1.256 (3) Å. The hydroxy group is involved in intramolecular O—H...N hydrogen bonding. In the crystal, C—H...π interactions consolidate the crystal packing of one-dimensional chains, which exhibits short intermolecular Br...C contacts of 3.400 (3) Å.</jats:p> |
| doi_str_mv | 10.1107/s2056989015019866 |
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| imprint | International Union of Crystallography (IUCr), 2015 |
| imprint_str_mv | International Union of Crystallography (IUCr), 2015 |
| institution | DE-Gla1, DE-Zi4, DE-15, DE-Pl11, DE-Rs1, DE-105, DE-14, DE-Ch1, DE-L229, DE-D275, DE-Bn3, DE-Brt1, DE-Zwi2, DE-D161 |
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| physical | o886-o887 |
| publishDate | 2015 |
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| publisher | International Union of Crystallography (IUCr) |
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| series | Acta Crystallographica Section E Crystallographic Communications |
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| spelling | Moriwaki, Ryoji Akitsu, Takashiro 2056-9890 International Union of Crystallography (IUCr) Condensed Matter Physics General Materials Science General Chemistry http://dx.doi.org/10.1107/s2056989015019866 <jats:p>The title chiral photochromic Schiff base compound, C<jats:sub>21</jats:sub>H<jats:sub>18</jats:sub>BrN<jats:sub>3</jats:sub>O, was synthesized from (<jats:italic>R</jats:italic>)-(+)-1-(4-bromophenyl)ethylamine and the salicylaldehyde of an azobenzene derivative. The molecule corresponds to the phenol–imine tautomer, the C=N and N—C bond distances being 1.285 (3) and 1.470 (3) Å, respectively. The diazenyl group adopts a<jats:italic>trans</jats:italic>form, with an N=N distance of 1.256 (3) Å. The hydroxy group is involved in intramolecular O—H...N hydrogen bonding. In the crystal, C—H...π interactions consolidate the crystal packing of one-dimensional chains, which exhibits short intermolecular Br...C contacts of 3.400 (3) Å.</jats:p> Crystal structure of 2-{(<i>R</i>)-[1-(4-bromophenyl)ethyl]iminomethyl}-4-(phenyldiazenyl)phenol, a chiral photochromic Schiff base Acta Crystallographica Section E Crystallographic Communications |
| spellingShingle | Moriwaki, Ryoji, Akitsu, Takashiro, Acta Crystallographica Section E Crystallographic Communications, Crystal structure of 2-{(R)-[1-(4-bromophenyl)ethyl]iminomethyl}-4-(phenyldiazenyl)phenol, a chiral photochromic Schiff base, Condensed Matter Physics, General Materials Science, General Chemistry |
| title | Crystal structure of 2-{(R)-[1-(4-bromophenyl)ethyl]iminomethyl}-4-(phenyldiazenyl)phenol, a chiral photochromic Schiff base |
| title_full | Crystal structure of 2-{(R)-[1-(4-bromophenyl)ethyl]iminomethyl}-4-(phenyldiazenyl)phenol, a chiral photochromic Schiff base |
| title_fullStr | Crystal structure of 2-{(R)-[1-(4-bromophenyl)ethyl]iminomethyl}-4-(phenyldiazenyl)phenol, a chiral photochromic Schiff base |
| title_full_unstemmed | Crystal structure of 2-{(R)-[1-(4-bromophenyl)ethyl]iminomethyl}-4-(phenyldiazenyl)phenol, a chiral photochromic Schiff base |
| title_short | Crystal structure of 2-{(R)-[1-(4-bromophenyl)ethyl]iminomethyl}-4-(phenyldiazenyl)phenol, a chiral photochromic Schiff base |
| title_sort | crystal structure of 2-{(<i>r</i>)-[1-(4-bromophenyl)ethyl]iminomethyl}-4-(phenyldiazenyl)phenol, a chiral photochromic schiff base |
| title_unstemmed | Crystal structure of 2-{(R)-[1-(4-bromophenyl)ethyl]iminomethyl}-4-(phenyldiazenyl)phenol, a chiral photochromic Schiff base |
| topic | Condensed Matter Physics, General Materials Science, General Chemistry |
| url | http://dx.doi.org/10.1107/s2056989015019866 |