Copper-Catalyzed Dehydrogenative C(sp(2))-N Bond Formation via Direct Oxidative Activation of an Anilidic N-H Bond: Synthesis of Benzoimidazo[1,2-a]indoles.
Wang, Xiaoxia; Li, Na; Li, Zhongfeng; Rao, Honghua; The Journal of organic chemistry 82 (2017) 10158–10166; doi:10.1021/acs.joc.7b01617

data_4032848
_publ_section_title
;
 Copper-Catalyzed Dehydrogenative C(sp(2))-N Bond Formation via Direct
 Oxidative Activation of an Anilidic N-H Bond: Synthesis of
 Benzoimidazo[1,2-a]indoles.
;
_journal_issue                   19
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              10158
_journal_page_last               10166
_journal_paper_doi               10.1021/acs.joc.7b01617
_journal_volume                  82
_journal_year                    2017
_chemical_formula_moiety         'C16 H12 N2 O'
_chemical_formula_sum            'C16 H12 N2 O'
_chemical_formula_weight         248.28
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
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_symmetry_space_group_name_Hall  '-P 2ac 2ab'
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Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
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_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
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_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
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_computing_structure_solution
;
????
;
_diffrn_ambient_temperature      153.1500
_diffrn_detector_area_resol_mean 28.5714
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_diffrn_measurement_details
;
scan:
    Number of images: 322
               Slice: -110.0000 - 51.0000
         Image width: 0.5000
            Exp time: 5.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 90.0000
                 XTD: 45.0651
              2theta: -20.1694
;
_diffrn_measurement_device
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Saturn724+ (2x2 bin mode)
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_diffrn_measurement_device_details
;
AFC10: Fixed Chi 2 circle
;
_diffrn_measurement_device_type  'multiwire proportional'
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_diffrn_orient_matrix_UB_13      0.0874
_diffrn_orient_matrix_UB_21      0.0305
_diffrn_orient_matrix_UB_22      -0.0340
_diffrn_orient_matrix_UB_23      -0.0373
_diffrn_orient_matrix_UB_31      0.0470
_diffrn_orient_matrix_UB_32      0.0194
_diffrn_orient_matrix_UB_33      0.0208
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  'Graphite Monochromator'
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_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_crystal_colour            Colorless
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_exptl_crystal_description       rod
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_refine_ls_R_factor_all          0.0966
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_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0561P)^2^+3.5900P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1663
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_reflns_number_gt                1762
_reflns_number_total             2086
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo7b01617_si_002.cif
_cod_data_source_block           bww16105a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 

 Adding full bibliography for 4032848.cif.
;
_cod_database_code               4032848
_diffrn_number_total             3081
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C10(H10), C11(H11), C12(H12), C13(H13)
2.b Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C)
;
_olex2_submission_special_instructions 'No special instructions were received'