Abstract
The title compound [systematic name: 1-methoxy-2-(3-methylbut-2-enyl)-9H-carbazole-3-carbaldehyde], C19H19NO2, is a natural carbazole which was isolated from the twigs of Clausena lansium. The carbazole ring system is essentially planar with a mean deviation of 0.0068 (10) Å. The aldehyde substituent is approximately co-planar with the attached benzene ring with a torsion angle of −8.58 (14)°, whereas the methoxy group is rotated out of the benzene plane with a torsion angle of −82.17 (11)°. The dihedral angle between the mean planes of the 3-methyl-2-butenyl group and the carbazole ring is 88.06 (5)°. An intermolecular N—H⋯O interaction connects the molecules into a chain along the a axis. The crystal is further consolidated by a C—H⋯O hydrogen bond and two π–π interactions with centroid–centroid distances of 3.6592 (6) and 3.7440 (6) Å.
Highlights
The title compound [systematic name: 1-methoxy-2-(3-methylbut-2-enyl)-9H-carbazole-3-carbaldehyde], C19H19NO2, is a natural carbazole which was isolated from the twigs of Clausena lansium
The carbazole ring system is essentially planar with a mean deviation of 0.0068 (10) Å
As part of our continuing study on the chemical constituents and bioactive compounds from Thai medicinal plants, we report the crystal structure of the title compound (I), which was isolated from the twigs of Clausena lansium were collected from Nan province in the northern part of Thailand
Summary
The title compound [systematic name: 1-methoxy-2-(3-methylbut-2-enyl)-9H-carbazole-3-carbaldehyde], C19H19NO2, is a natural carbazole which was isolated from the twigs of Clausena lansium. The carbazole ring system is essentially planar with a mean deviation of 0.0068 (10) Å. The aldehyde substituent is approximately co-planar with the attached benzene ring with a torsion angle of 8.58 (14) , whereas the methoxy group is rotated out of the benzene plane with a torsion angle of 82.17 (11). The dihedral angle between the mean planes of the 3-methyl-2-butenyl group and the carbazole ring is 88.06 (5). An intermolecular N—H O interaction connects the molecules into a chain along the a axis. The crystal is further consolidated by a C—H O hydrogen bond and two – interactions with centroid–.
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