[(1R*,3S*,4S*)-3-(2-Hydroxybenzoyl)-1,2,3,4-tetrahydro-1,4-epoxynaphthalen-1-yl]methyl 4-nitrobenzoate
The relative stereo- and regiochemistry of the racemic title compound, C25H19NO7, were established from the crystal structure. The fused benzene ring forms dihedral angles of 77.3 (1) and 60.3 (1)° with the hydroxy-substituted benzene ring and the nitro-substituted benzene ring, respectively. The di...
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International Union of Crystallography
2020-02-01
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| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2414314620002655 |
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doaj-4a2f4bbd70c844fbba385b4f414000e82020-11-25T00:35:39ZengInternational Union of CrystallographyIUCrData2414-31462020-02-0152x20026510.1107/S2414314620002655hb4338[(1R*,3S*,4S*)-3-(2-Hydroxybenzoyl)-1,2,3,4-tetrahydro-1,4-epoxynaphthalen-1-yl]methyl 4-nitrobenzoateAlan J. Lough0Angel Ho1William Tam2Department of Chemistry, University of Toronto, Toronto, Ontario, M5S 3H6, CanadaDepartment of Chemistry, University of Guelph, Guelph, Ontario, N1G 2W1, CanadaDepartment of Chemistry, University of Guelph, Guelph, Ontario, N1G 2W1, CanadaThe relative stereo- and regiochemistry of the racemic title compound, C25H19NO7, were established from the crystal structure. The fused benzene ring forms dihedral angles of 77.3 (1) and 60.3 (1)° with the hydroxy-substituted benzene ring and the nitro-substituted benzene ring, respectively. The dihedral angle between the hydroxy-substituted benzene ring and the nitro-substituted benzene ring is 76.4 (1)°. An intramolecular O—H...O hydrogen bond closes an S(6) ring. In the crystal, weak C—H...O hydrogen bonds connect the molecules, forming layers parallel to (100). Within these layers, there are weak π–π stacking interactions with a ring centroid–ring centroid distance of 3.555 (1) Å.http://scripts.iucr.org/cgi-bin/paper?S2414314620002655crystal structureregioselectivityweak hydrogen bonding |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Alan J. Lough Angel Ho William Tam |
| spellingShingle |
Alan J. Lough Angel Ho William Tam [(1R*,3S*,4S*)-3-(2-Hydroxybenzoyl)-1,2,3,4-tetrahydro-1,4-epoxynaphthalen-1-yl]methyl 4-nitrobenzoate IUCrData crystal structure regioselectivity weak hydrogen bonding |
| author_facet |
Alan J. Lough Angel Ho William Tam |
| author_sort |
Alan J. Lough |
| title |
[(1R*,3S*,4S*)-3-(2-Hydroxybenzoyl)-1,2,3,4-tetrahydro-1,4-epoxynaphthalen-1-yl]methyl 4-nitrobenzoate |
| title_short |
[(1R*,3S*,4S*)-3-(2-Hydroxybenzoyl)-1,2,3,4-tetrahydro-1,4-epoxynaphthalen-1-yl]methyl 4-nitrobenzoate |
| title_full |
[(1R*,3S*,4S*)-3-(2-Hydroxybenzoyl)-1,2,3,4-tetrahydro-1,4-epoxynaphthalen-1-yl]methyl 4-nitrobenzoate |
| title_fullStr |
[(1R*,3S*,4S*)-3-(2-Hydroxybenzoyl)-1,2,3,4-tetrahydro-1,4-epoxynaphthalen-1-yl]methyl 4-nitrobenzoate |
| title_full_unstemmed |
[(1R*,3S*,4S*)-3-(2-Hydroxybenzoyl)-1,2,3,4-tetrahydro-1,4-epoxynaphthalen-1-yl]methyl 4-nitrobenzoate |
| title_sort |
[(1r*,3s*,4s*)-3-(2-hydroxybenzoyl)-1,2,3,4-tetrahydro-1,4-epoxynaphthalen-1-yl]methyl 4-nitrobenzoate |
| publisher |
International Union of Crystallography |
| series |
IUCrData |
| issn |
2414-3146 |
| publishDate |
2020-02-01 |
| description |
The relative stereo- and regiochemistry of the racemic title compound, C25H19NO7, were established from the crystal structure. The fused benzene ring forms dihedral angles of 77.3 (1) and 60.3 (1)° with the hydroxy-substituted benzene ring and the nitro-substituted benzene ring, respectively. The dihedral angle between the hydroxy-substituted benzene ring and the nitro-substituted benzene ring is 76.4 (1)°. An intramolecular O—H...O hydrogen bond closes an S(6) ring. In the crystal, weak C—H...O hydrogen bonds connect the molecules, forming layers parallel to (100). Within these layers, there are weak π–π stacking interactions with a ring centroid–ring centroid distance of 3.555 (1) Å. |
| topic |
crystal structure regioselectivity weak hydrogen bonding |
| url |
http://scripts.iucr.org/cgi-bin/paper?S2414314620002655 |
| work_keys_str_mv |
AT alanjlough 1r3s4s32hydroxybenzoyl1234tetrahydro14epoxynaphthalen1ylmethyl4nitrobenzoate AT angelho 1r3s4s32hydroxybenzoyl1234tetrahydro14epoxynaphthalen1ylmethyl4nitrobenzoate AT williamtam 1r3s4s32hydroxybenzoyl1234tetrahydro14epoxynaphthalen1ylmethyl4nitrobenzoate |
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