2012
DOI: 10.1107/s1600536812045886
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9-(5-Bromo-1H-indol-3-yl)-1,2,3,4,5,6,7,8,9,10-decahydroacridine-1,8-dione dimethyl sulfoxide monosolvate

Abstract: In the title compound, C21H19BrN2O2·C2H6OS, the indole ring system is essentially planar, with a maximum deviation of 0.050 (3) Å for the non-bridgehead C atom adjacent to the N atom. The two cyclo­hex-2-enone rings adopt half-chair conformations. An intra­molecular C—H⋯O hydrogen bond occurs. The solvent mol­ecule exhibits minor disorder of the S atom [site occupancies = 0.8153 (16) and 0.1847 (18)]. In the crystal, mol­ecules are linked by N—H⋯O hydrogen bonds, forming layers parallel to the bc plane.

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Cited by 7 publications
(5 citation statements)
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“…The 1-H indole ring (N2/C14-C21) is essentialy planar with a maximum deviation of 0.017 (2) Å for C16, and forms a dihedral angle of 81.47 (6) ° with the 1,4-dihydropyridine ring (N1/C1/C6-C8/C13). The bond lengths (Allen, 2002) and angles are similar to those for reported structures (El-Khouly et al, 2012).…”
Section: Supporting Informationsupporting
confidence: 79%
“…The 1-H indole ring (N2/C14-C21) is essentialy planar with a maximum deviation of 0.017 (2) Å for C16, and forms a dihedral angle of 81.47 (6) ° with the 1,4-dihydropyridine ring (N1/C1/C6-C8/C13). The bond lengths (Allen, 2002) and angles are similar to those for reported structures (El-Khouly et al, 2012).…”
Section: Supporting Informationsupporting
confidence: 79%
“…The cyclohexene rings adopt a sofa conformation and are puckered with puckering parameters in molecule A and B (Cremer & Pople, 1975) of Q T = 0.472 (4) Å, θ = 120.7 (5) °, φ = 295.1 (5) ° and Q T = 0.475 (4) Å, θ = 62.7 (4) °, φ = 120.5 (4) °, respectively. The values of the bond lengths (Allen, 2002) and angles in (I) are in normal ranges and are comparable with those of related structures (El-Khouly et al, 2012;Öztürk Yildirim et al, 2012).…”
Section: Data Collectionsupporting
confidence: 77%
“…In the 1H-indole ring system, the 2,3-dihydro-1H-pyrrole and benzene rings form a dihedral angle of 2.63 (7)°. The values of the bond lengths and bond angles are comparable with those of the related structures previously reported (El-Khouly et al, 2012;Öztürk Yildirim et al, 2012;Gündüz, et al, 2012).…”
Section: Related Literaturesupporting
confidence: 88%