1. Synthesis and crystal structure of 1-hydroxy-8-methyl-9H-carbazole-2-carbaldehyde
- Author
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K. J. Rajendra Prasad, A. Thiruvalluvar, Makuteswaran Sridharan, and Matthias Zeller
- Subjects
9h-carbazole ,crystal structure ,c—h...o hydrogen bonding ,C—H⋯O hydrogen bonding ,Crystal structure ,N—H⋯O ,Dihedral angle ,010403 inorganic & nuclear chemistry ,Ring (chemistry) ,01 natural sciences ,chemistry.chemical_compound ,General Materials Science ,n—h...o ,Benzene ,Pyrrole ,Crystallography ,010405 organic chemistry ,Chemistry ,Hydrogen bond ,Carbazole ,General Chemistry ,Condensed Matter Physics ,0104 chemical sciences ,3. Good health ,π–π stacks ,o—h...o ,QD901-999 ,O—H⋯O ,Methyl group ,Jerry P. Jasinski tribute - Abstract
Two crystallographically independent molecules are present in the asymmetric unit. O—H⋯O, N—H⋯O and C—H⋯O hydrogen bonds form rings and chains and π–π stacks further connect molecules in the crystal., Two crystallographically independent molecules are present in the asymmetric unit of the title compound, C14H11NO2, with virtually identical geometries. The carbazole units are planar. The hydroxy group at position 1, carbaldehyde group at position 2, and methyl group at position 8 (with the exception of two H atoms) are coplanar with the attached benzene rings. The dihedral angle between the two benzene rings is 2.20 (9)° in molecule A and 2.01 (9)° in molecule B. The pyrrole ring makes dihedral angles of 0.82 (10) and 1.40 (10)° [0.84 (10) and 1.18 (10)° in molecule B] with the (–CH3)-substituted and (–OH and –CHO) substituted benzene rings, respectively. The molecular structure is stabilized by the intramolecular O—H⋯O hydrogen bonds, while the crystal structure features N—H⋯O and C—H⋯O hydrogen bonds. A range of π–π contacts further stabilizes the crystal structure.
- Published
- 2021