Tricyclic Imidazolidin-4-ones by Witkop Oxidation of Tetrahydro-β-carbolines.
Leas, Derek Andrew; Dong, Yuxiang; Garrison, Jered C.; Wang, Xiaofang; Ezell, Edward L.; Stack, Douglas Edward; Vennerstrom, Jonathan L.; The Journal of organic chemistry  (2020) –; doi:10.1021/acs.joc.9b03402

data_4037793
_publ_section_title
;
 Tricyclic Imidazolidin-4-ones by Witkop Oxidation of
 Tetrahydro-\b-carbolines.
;
_journal_name_full               'The Journal of organic chemistry'
_journal_paper_doi               10.1021/acs.joc.9b03402
_journal_year                    2020
_chemical_formula_moiety         'C14 H16 N2 O2'
_chemical_formula_sum            'C14 H16 N2 O2'
_chemical_formula_weight         244.29
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   difmap
_audit_creation_date             2018-11-05
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Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
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_cell_measurement_theta_max      76.1050
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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  1 omega  -68.00   26.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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  2 omega -130.00  -34.00   1.0000    1.0000
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  3 omega -116.00  -14.00   1.0000    1.0000
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  4 omega -130.00  -34.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.8691  178.0000    0.0000 96

  5 omega -116.00  -14.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.8691  -77.0000 -180.0000 102

  6 omega -116.00  -14.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.8691  -77.0000   90.0000 102

  7 omega -116.00  -14.00   1.0000    1.0000
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  8 omega   21.00  114.00   1.0000    1.0000
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  9 omega   15.00  120.00   1.0000    1.0000
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 10 omega  -27.00   66.00   1.0000    1.0000
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 11 omega   28.00  109.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
    -      109.0000  -95.0000 -150.0000 81

 12 omega   79.00  178.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
    -      109.0000   77.0000    0.0000 99

 13 omega   84.00  178.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
    -      109.0000   61.0000  -30.0000 94

 14 omega   79.00  178.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
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 15 omega   28.00  109.00   1.0000    2.4650
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 16 omega   84.00  178.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
    -      109.0000   61.0000 -120.0000 94

 17 omega   79.00  178.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
    -      109.0000   77.0000   60.0000 99

 18 omega   84.00  178.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
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 19 omega   79.00  178.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
    -      109.0000   77.0000  -30.0000 99

 20 omega   79.00  178.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
    -      109.0000   77.0000  150.0000 99

 21 omega   79.00  178.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
    -      109.0000   77.0000 -150.0000 99

 22 omega   84.00  178.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
    -      109.0000   61.0000  120.0000 94

 23 omega   79.00  178.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
    -      109.0000   77.0000  -60.0000 99

 24 omega   84.00  178.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
    -      109.0000   61.0000    0.0000 94

 25 omega  120.00  177.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
    -      109.0000   77.0000   30.0000 57

 26 omega   84.00  140.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
    -      109.0000   61.0000 -180.0000 56

 27 omega   85.00  115.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
    -      109.0000   61.0000   30.0000 30

 28 omega  113.00  170.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
    -      109.0000   77.0000 -180.0000 57

 29 omega  129.00  177.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
    -      109.0000   77.0000  120.0000 48

 30 omega   79.00  110.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
    -      109.0000   77.0000   30.0000 31

 31 omega   79.00  105.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
    -      109.0000   77.0000  120.0000 26

 32 omega   85.00  110.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
    -      109.0000   61.0000 -150.0000 25

 33 omega   84.00  116.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
    -      109.0000   61.0000  -60.0000 32

 34 omega   79.00  170.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
    -      109.0000   77.0000   90.0000 91

 35 omega   85.00  120.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
    -      109.0000   61.0000  -90.0000 35

 36 omega   79.00  119.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
    -      109.0000   77.0000 -120.0000 40

 37 omega   84.00  123.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
    -      109.0000   61.0000  150.0000 39

 38 omega   34.00  100.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
    -      109.0000  -95.0000  -60.0000 66

 39 omega   80.00  106.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
    -      109.0000   77.0000 -180.0000 26

 40 omega   36.00  107.00   1.0000    2.4650
omega____ theta____ kappa____ phi______ frames
    -      109.0000  -95.0000   30.0000 71
;
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
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_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0593P)^2^+0.3852P] where P=(Fo^2^+2Fc^2^)/3'
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_cod_data_source_file            jo9b03402_si_002.cif
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_cod_database_code               4037793
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_chemical_oxdiff_formula         C14H16N2O2
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