Iridium-Catalyzed Oxidative Heteroarylation of Arenes and Alkenes: Overcoming the Restriction to Specific Substrates
Tan, Guangying; You, Qiulin; You, Jingsong; ACS Catalysis 8 (2018) 8709–; doi:10.1021/acscatal.8b02639

data_4515710
_publ_section_title
;
 Iridium-Catalyzed Oxidative Heteroarylation of Arenes and Alkenes:
 Overcoming the Restriction to Specific Substrates
;
_journal_issue                   9
_journal_name_full               'ACS Catalysis'
_journal_page_first              8709
_journal_paper_doi               10.1021/acscatal.8b02639
_journal_volume                  8
_journal_year                    2018
_chemical_formula_moiety         'C18 H29 Cl Ir N O'
_chemical_formula_sum            'C18 H29 Cl Ir N O'
_chemical_formula_weight         503.07
_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
_audit_creation_date             2018-06-05
_audit_creation_method
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Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
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_cell_length_c                   13.6686(6)
_cell_measurement_reflns_used    6607
_cell_measurement_temperature    295.32(11)
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_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
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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)
;
_computing_data_reduction
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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)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
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_diffrn_measurement_details
;
  1 omega  -88.00   -2.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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  2 omega   17.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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  3 omega  -34.00   64.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.5486  -77.0000   60.0000 98

  4 omega  -35.00   58.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.5486  -38.0000   60.0000 93

  5 omega   17.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.5486   57.0000 -150.0000 87

  6 omega   23.00   90.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.5486 -125.0000  -30.0000 67

  7 omega   13.00  106.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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  8 omega   23.00   90.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.5486 -125.0000 -180.0000 67

  9 omega  -33.00   54.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.5486  -57.0000  -30.0000 87

 10 omega   37.00   91.00   1.0000    2.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -120.0000 54

 11 omega   38.00  109.00   1.0000    2.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  -60.0000 71

 12 omega   38.00  109.00   1.0000    2.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -120.0000 71

 13 omega   82.00  178.00   1.0000    2.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000   60.0000 96

 14 omega   38.00  109.00   1.0000    2.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -180.0000 71

 15 omega   88.00  176.00   1.0000    2.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000  -60.0000 88

 16 omega   40.00  128.00   1.0000    2.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000 -180.0000 88

 17 omega   38.00   98.00   1.0000    2.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   60.0000 60

 18 omega   88.00  178.00   1.0000    2.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000    0.0000 90

 19 omega   88.00  178.00   1.0000    2.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000  120.0000 90

 20 omega   39.00  115.00   1.0000    2.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -56.0000  -92.0000 76

 21 omega   37.00   91.00   1.0000    2.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  120.0000 54

 22 omega   38.00  109.00   1.0000    2.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000   90.0000 71

 23 omega   37.00   91.00   1.0000    2.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000    0.0000 54

 24 omega   37.00  115.00   1.0000    2.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000   60.0000 78

 25 omega   38.00   98.00   1.0000    2.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -180.0000 60

 26 omega -104.00  -11.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -38.0000   60.0000 93

 27 omega    7.00  105.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.5486   77.0000    0.0000 98

 28 omega    7.00  105.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.5486   77.0000 -180.0000 98

 29 omega  -33.00   54.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.5486  -57.0000 -120.0000 87

 30 omega    7.00  105.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.5486   77.0000  -60.0000 98

 31 omega  -35.00   58.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.5486  -38.0000 -180.0000 93

 32 omega    7.00  105.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       35.5486   77.0000   90.0000 98
;
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_diffrn_radiation_monochromator  graphite
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_diffrn_radiation_type           CuK\a
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_diffrn_source                   'Enhance (Cu) X-ray Source'
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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.
;
_exptl_crystal_colour            'clear orangish orange'
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_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0810P)^2^] where P=(Fo^2^+2Fc^2^)/3'
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_cod_data_source_block           tgy-0606-3
_cod_database_code               4515710
_shelx_shelxl_version_number     2014/7
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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:
 N004(H004), C007(H007)
2.b Idealised Me refined as rotating group:
 C00D(H00a,H00b,H00c), C00E(H00d,H00e,H00f), C00F(H00g,H00h,H00i), C00G(H00j,
 H00k,H00l), C00I(H00m,H00n,H00o), C00J(H00p,H00q,H00r), C00K(H00s,H00t,H00u),
 C00L(H00v,H00w,H00x), C00M(H00y,H,Ha)
;
_olex2_date_sample_data_collection 2016-06-06
_olex2_submission_special_instructions 'No special instructions were received'