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In the title compound, C17H13Cl2NO2, the H atom of the –OH group is transferred to the N atom of the imine, forming a zwitterion. Thus, there is a intramolecular O
H—N, rather than O—HN, hydrogen bond, which forms a six-membered ring.
H—N, rather than O—HN, hydrogen bond, which forms a six-membered ring.organic compoundsOpen access
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In the title compound, C21H15Cl2NO2, the H atom of the –OH group is transferred to the N atom of the imine, forming a zwitterion. Thus, there is formation of a six-membered ring via an intramolecular OH—N, rather than O—HN, hydrogen bond in the molecule. The dihedral angle between the naphthalene ring system and the benzene ring of the 2H-chromen system is 87.41 (4)°. In the crystal, the molecules are packed through N—HO, π–π [centroid–centroid distances = 3.744 (3) and 3.780 (3) Å], C—Clπ [Clcentroid = 3.261 (3) Å], C—Hπ and C—HO interactions.
H—N, rather than O—HN, hydrogen bond in the molecule. The dihedral angle between the naphthalene ring system and the benzene ring of the 2H-chromen system is 87.41 (4)°. In the crystal, the molecules are packed through N—HO, π–π [centroid–centroid distances = 3.744 (3) and 3.780 (3) Å], C—Clπ [Clcentroid = 3.261 (3) Å], C—Hπ and C—HO interactions.organic compoundsOpen access
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The asymmetric unit of the title compound, C10H4Cl2O3, contain two essentially planar independent molecules (mean atomic deviations from the corresponding least-square planes are 0.041 and 0.045 Å for molecules 1 and 2, respectively). In the crystal, molecules are linked through a pair of halogen bonds [ClO separations are 3.044 (5) and 3.033 (6) Å, C—ClO angles are 160.4 (3) and 162.8 (3)°, and C=OCl angles are 138.7 (4) and 139.6 (4)°, respectively, in molecules 1 and 2] and C—HO hydrogen bonds into slightly folded bands [the dihedral angle between the planes of neighboring molecules is 8.6 (2)°] along the c-axis direction.
O separations are 3.044 (5) and 3.033 (6) Å, C—ClO angles are 160.4 (3) and 162.8 (3)°, and C=OCl angles are 138.7 (4) and 139.6 (4)°, respectively, in molecules 1 and 2] and C—HO hydrogen bonds into slightly folded bands [the dihedral angle between the planes of neighboring molecules is 8.6 (2)°] along the c-axis direction.organic compoundsOpen access
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In the crystal of the title compound, C23H17Cl2NO2, the H atom of the –OH group is transferred to the N atom of the imine, forming a zwitterion. This results in a six-membered intramolecular OH—N hydrogen-bonded ring, rather than that formed with an O—HN hydrogen bond. The dihedral angle between the rings of the biphenyl unit is 13.88 (10)°. In the crystal, molecules are linked by N—HO and C—HO interactions.
H—N hydrogen-bonded ring, rather than that formed with an O—HN hydrogen bond. The dihedral angle between the rings of the biphenyl unit is 13.88 (10)°. In the crystal, molecules are linked by N—HO and C—HO interactions.
