Synthesis of 2 H-Azirines via Iodine-Mediated Oxidative Cyclization of Enamines.
Wang, Manman; Hou, Jiao; Yu, Wenquan; Chang, Junbiao; The Journal of organic chemistry 83 (2018) 14954–14961; doi:10.1021/acs.joc.8b02022

data_4034725
_publ_section_title
;
 Synthesis of 2 H-Azirines via Iodine-Mediated Oxidative Cyclization of
 Enamines.
;
_journal_issue                   24
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              14954
_journal_page_last               14961
_journal_paper_doi               10.1021/acs.joc.8b02022
_journal_volume                  83
_journal_year                    2018
_chemical_formula_moiety         'C15 H8 Br2 N2'
_chemical_formula_sum            'C15 H8 Br2 N2'
_chemical_formula_weight         376.05
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
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Olex2 1.2
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
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CrysAlisPro, Agilent Technologies,
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
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_diffrn_ambient_temperature      293(2)
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_diffrn_measurement_details
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  1 omega  -83.00    4.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      -15.1755  -77.0000 -120.0000 87

  2 omega   -6.00   24.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      -15.1755  -99.0000  120.0000 30

  3 omega  -49.00   33.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       18.0661  -57.0000    0.0000 82

  4 omega    1.00   72.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       18.0661   57.0000  120.0000 71

  5 omega  -25.00   56.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
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  6 omega  -25.00   34.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       18.0661  -57.0000  120.0000 59
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_diffrn_orient_matrix_UB_33      0.0153583000
_diffrn_radiation_monochromator  graphite
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_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
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_diffrn_reflns_point_group_measured_fraction_full 0.998
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_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         3.294
_diffrn_source                   'Enhance (Mo) X-ray Source'
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_exptl_absorpt_correction_T_min  0.62718
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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,
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_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.781
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'w=1/[\s^2^(Fo^2^)+(0.0316P)^2^] where P=(Fo^2^+2Fc^2^)/3'
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_reflns_threshold_expression     'I > 2\s(I)'
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_cod_original_cell_volume        701.13(10)
_cod_database_code               4034725
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_chemical_oxdiff_formula         C20H20N1O5Br1
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_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C8(H8), C9(H9), C11(H11), C12(H12), C14(H14), C15(H15)
;
_olex2_submission_special_instructions 'No special instructions were received'