Synthesis of 1-(2-Aminovinyl)indoles and 1,3'-Biindoles by Reaction of 2,2-Diaryl-Substituted 2 H-Azirines with α-Imino Rh(II) Carbenoids.
Khaidarov, Adel R.; Rostovskii, Nikolai V.; Zolotarev, Andrey A.; Khlebnikov, Alexander F.; Novikov, Mikhail S.; The Journal of organic chemistry 84 (2019) 3743–3753; doi:10.1021/acs.joc.8b03205

data_4034246
_publ_section_title
;
 Synthesis of 1-(2-Aminovinyl)indoles and 1,3'-Biindoles by Reaction of
 2,2-Diaryl-Substituted 2 H-Azirines with \a-Imino Rh(II) Carbenoids.
;
_journal_issue                   7
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              3743
_journal_page_last               3753
_journal_paper_doi               10.1021/acs.joc.8b03205
_journal_volume                  84
_journal_year                    2019
_chemical_formula_moiety         'C36 H29 N3 O2 S'
_chemical_formula_sum            'C36 H29 N3 O2 S'
_chemical_formula_weight         567.68
_space_group_crystal_system      triclinic
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_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
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Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5292)
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
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_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
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_computing_data_reduction
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
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_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
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Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
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_diffrn_ambient_temperature      100(2)
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  1 omega  -20.00   14.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
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  2 omega  -16.00   20.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
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  3 omega  -12.00   20.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -22.2678  -99.0000 -150.0000 32

  4 omega    2.00   71.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       23.3616   57.0000  120.0000 69

  5 omega  -44.00   67.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
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  6 omega   46.00   78.00   1.0000   40.0000
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  7 omega   72.00   99.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
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  8 omega   -2.00   93.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
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  9 omega  -73.00   -1.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
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 10 omega   -2.00   95.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       23.3616   38.0000  -60.0000 97

 11 omega    3.00   74.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
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 12 omega  -21.00   76.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       23.3616   19.0000 -120.0000 97

 13 omega   33.00   96.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       23.3616 -178.0000  150.0000 63
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_diffrn_orient_matrix_UB_33      0.0081885000
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_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_unetI/netI     0.0266
_diffrn_reflns_Laue_measured_fraction_full 0.999
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_diffrn_reflns_limit_h_max       11
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_diffrn_reflns_number            24242
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_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.499
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_diffrn_source                   'Enhance (Mo) X-ray Source'
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
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_exptl_crystal_colour            colourless
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'w=1/[\s^2^(Fo^2^)+(0.0360P)^2^+0.9744P] where P=(Fo^2^+2Fc^2^)/3'
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_cod_data_source_block           rnv_32
_cod_original_cell_volume        1420.74(8)
_cod_database_code               4034246
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         'C36 H29 N3 O2 S'
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_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C23(H23), C33(H33), C6(H6), C7(H7), C35(H35), C34(H34),
 C28(H28), C19(H19), C29(H29), C22(H22), C5(H5), C12(H12), C20(H20), C36(H36),
 C15(H15), C30(H30), C27(H27), C4(H4), C26(H26), C32(H32), N2(H2)
2.b Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C17(H17A,H17B,H17C)
;
_shelx_res_checksum              69267
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_olex2_submission_special_instructions 'No special instructions were received'