Rhodium/Copper Cocatalyzed Highly trans-Selective 1,2-Diheteroarylation of Alkynes with Azoles via C-H Addition/Oxidative Cross-Coupling: A Combined Experimental and Theoretical Study.
Tan, Guangying; Zhu, Lei; Liao, Xingrong; Lan, Yu; You, Jingsong; Journal of the American Chemical Society 139 (2017) 15724–15737; doi:10.1021/jacs.7b07242

data_4131592
_publ_section_title
;
 Rhodium/Copper Cocatalyzed Highly trans-Selective 1,2-Diheteroarylation
 of Alkynes with Azoles via C-H Addition/Oxidative Cross-Coupling: A
 Combined Experimental and Theoretical Study.
;
_journal_issue                   44
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              15724
_journal_page_last               15737
_journal_paper_doi               10.1021/jacs.7b07242
_journal_volume                  139
_journal_year                    2017
_chemical_formula_moiety         'C14 H9 N O'
_chemical_formula_sum            'C14 H9 N O'
_chemical_formula_weight         207.22
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
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_atom_sites_solution_primary     direct
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Olex2 1.2
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_computing_cell_refinement
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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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_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)
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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   23.00   89.00   1.0000    4.4700
omega____ theta____ kappa____ phi______ frames
    -       35.8740 -125.0000   30.0000 66

  2 omega   23.00   89.00   1.0000    4.4700
omega____ theta____ kappa____ phi______ frames
    -       35.8740 -125.0000  120.0000 66

  3 omega   19.00  103.00   1.0000    4.4700
omega____ theta____ kappa____ phi______ frames
    -       35.8740   57.0000   30.0000 84

  4 omega  -32.00   63.00   1.0000    4.4700
omega____ theta____ kappa____ phi______ frames
    -       35.8740  -77.0000  -30.0000 95

  5 omega    9.00  103.00   1.0000    4.4700
omega____ theta____ kappa____ phi______ frames
    -       35.8740   77.0000 -180.0000 94

  6 omega   90.00  175.00   1.0000   17.9000
omega____ theta____ kappa____ phi______ frames
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  7 omega   38.00   91.00   1.0000   17.9000
omega____ theta____ kappa____ phi______ frames
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  8 omega   40.00   98.00   1.0000   17.9000
omega____ theta____ kappa____ phi______ frames
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  9 omega   40.00   98.00   1.0000   17.9000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   60.0000 58

 10 omega   39.00  109.00   1.0000   17.9000
omega____ theta____ kappa____ phi______ frames
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 11 omega   90.00  175.00   1.0000   17.9000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000  150.0000 85

 12 omega   90.00  175.00   1.0000   17.9000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000  -30.0000 85

 13 omega   40.00   98.00   1.0000   17.9000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -150.0000 58

 14 omega  100.00  178.00   1.0000   17.9000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000   90.0000 78

 15 omega    9.00  103.00   1.0000    4.4700
omega____ theta____ kappa____ phi______ frames
    -       35.8740   77.0000   90.0000 94

 16 omega  -31.00   53.00   1.0000    4.4700
omega____ theta____ kappa____ phi______ frames
    -       35.8740  -57.0000  150.0000 84

 17 omega  -31.00   53.00   1.0000    4.4700
omega____ theta____ kappa____ phi______ frames
    -       35.8740  -57.0000 -120.0000 84

 18 omega   19.00  103.00   1.0000    4.4700
omega____ theta____ kappa____ phi______ frames
    -       35.8740   57.0000  -60.0000 84
;
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_diffrn_orient_matrix_UB_12      0.0505272000
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_diffrn_orient_matrix_UB_21      0.0117761000
_diffrn_orient_matrix_UB_22      -0.2225004000
_diffrn_orient_matrix_UB_23      0.0443614000
_diffrn_orient_matrix_UB_31      0.0331459000
_diffrn_orient_matrix_UB_32      0.1992747000
_diffrn_orient_matrix_UB_33      0.0437817000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0893
_diffrn_reflns_av_unetI/netI     0.0705
_diffrn_reflns_Laue_measured_fraction_full 0.999
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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.
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_exptl_crystal_colour            'clear light colourless'
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_exptl_crystal_description       plate
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_refine_ls_structure_factor_coef Fsqd
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'w=1/[\s^2^(Fo^2^)+(0.1650P)^2^] where P=(Fo^2^+2Fc^2^)/3'
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_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C006(H006), C009(H009), C00A(H00A), C00B(H00B), C00C(H00C), C00D(H00D),
 C00E(H00E), C00F(H00F), C00G(H00G)
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