4-Chloro-1H-indole-2,3-dione

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5-Chloro-1-(4-methyl­phenyl­sulfon­yl)-1H-indole

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5-Chloro-1H-indole-3-carb­oxy­lic acid

In the title compound, C(9)H(6)ClNO(2), the carboxyl group is twisted from the indole ring system by 9.00 (8)°. In the crystal, inversion dimers linked by pairs of O-H⋯O hydrogen bonds generate R(2) (2)(8) loops and N-H⋯O hydrogen bonds link the dimers into (001) sheets. Aromatic π-π stacking inter-actions [centroid-centroid distance = 3.7185 (12) A °] are also observed.

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In the title compound, C16H13Cl2N3O2S, the dihedral angle between the aromatic rings is 6.62 (2)° and the C=N-N=C torsion angle is 176.2 (4)°. The thia-zine ring shows an envelope conformation, with the S atom displaced by 0.633 (6) Å from the mean plane of the other five atoms (r.m.s. deviation = 0.037 Å). The Cl atom is an an axial conformation and is displaced by 2.015 (6) Å from the thia-zi...

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There are two mol-ecules with similar configurations in the asymmetric unit of the title compound, C(9)H(7)N(5), which are linked by inter-molecular N-H⋯N hydrogen bonds into chains with graph-set motif C(2) (2)(8) along the b axis. The indole core has the expected planar geometry in the two mol-ecules, with a maximum deviation of 0.008 (8) Å from the least-squares plane defined by the nine con...

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The title mol-ecule, C(9)H(6)ClNO(2), is essentially planar; the maximum deviation of the indoline ring system is 0.027 (3) Å and the substituents do not deviate by more than 0.075 (2) Å from this plane. Inter-molecular C-H⋯O hydrogen bonds consolidate the crystal structure.

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ژورنال

عنوان ژورنال: IUCrData

سال: 2016

ISSN: 2414-3146

DOI: 10.1107/s2414314616006891