Abstract

In the zwitterionic title compound, C17H11NO5, the dihedral angle between the two aromatic rings is 76.90 (7)°. The dihedral angles between the carboxyl groups and the benzene ring are 64.02 (9) and 21.67 (9)°, the larger angle being associated with an intra­molecular N—H⋯Ocarbox­yl hydrogen bond, resulting from proton transfer from the carb­oxy­lic acid group to the quinoline N atom and giving an S(9) ring motif. In the crystal, mol­ecules are connected by O—H⋯O hydrogen bonds into chains extending along the b-axis direction. An overall two-dimensional network structure is formed through π–π inter­actions between the quinoline rings [minimum ring-centroid separation = 3.6068 (6) Å].

Highlights

  • In the zwitterionic title compound, C17H11NO5, the dihedral angle between the two aromatic rings is 76.90 (7)

  • The dihedral angles between the carboxyl groups and the benzene ring are 64.02 (9) and 21.67 (9), the larger angle being associated with an intramolecular N—H Ocarboxyl hydrogen bond, resulting from proton transfer from the carboxylic acid group to the quinoline N atom and giving an S(9) ring motif

  • As a part of our investigation of the rare earth coordination networks based on these phthalic acid derivatives, we report here the crystal structure of the title compound, the zwitterionic substituted phthalic acid C17H11NO5 (Fig. 1)

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Summary

Data collection

Absorption correction: numerical (NUMABS; Higashi, 2000). H atoms treated by a mixture of independent and constrained refinement max = 0.30 e Å3. R factor = 0.058; wR factor = 0.157; data-to-parameter ratio = 14.3. In the zwitterionic title compound, C17H11NO5, the dihedral angle between the two aromatic rings is 76.90 (7). The dihedral angles between the carboxyl groups and the benzene ring are 64.02 (9) and 21.67 (9) , the larger angle being associated with an intramolecular N—H Ocarboxyl hydrogen bond, resulting from proton transfer from the carboxylic acid group to the quinoline N atom and giving an S(9) ring motif. Molecules are connected by O—H O hydrogen bonds into chains extending along the b-axis direction. – interactions between the quinoline rings [minimum ringcentroid separation = 3.6068 (6) Å]

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