Ru-Catalyzed Deoxygenative Regioselective C8-H Arylation of Quinoline <i>N</i>-Oxides.
Kim, Jinwoo; Kim, Suhyeon; Kim, Dongwook; Chang, Sukbok; The Journal of organic chemistry 84 (2019) 13150–13158; doi:10.1021/acs.joc.9b01548

data_4034096
_publ_section_title
;
 Ru-Catalyzed Deoxygenative Regioselective C8-H Arylation of Quinoline
 <i>N</i>-Oxides.
;
_journal_issue                   20
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              13150
_journal_page_last               13158
_journal_paper_doi               10.1021/acs.joc.9b01548
_journal_volume                  84
_journal_year                    2019
_chemical_formula_sum            'C23 H21 F6 N O5 Ru'
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_space_group_crystal_system      triclinic
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_space_group_name_Hall           '-P 1'
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_cell_measurement_reflns_used    9572
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_cell_measurement_theta_min      2.86
_cell_volume                     2421.1(2)
_computing_cell_refinement       'Bruker APEXIII'
_computing_data_collection       'Bruker APEXIII'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    ORTEP
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_computing_structure_refinement  SHELXL
_computing_structure_solution    SHELXS
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Photon 100 CMOS detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_av_unetI/netI     0.0237
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_diffrn_reflns_point_group_measured_fraction_full 0.997
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_diffrn_reflns_theta_full        25.242
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_diffrn_source                   'fine-focus sealed tube'
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_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.6977
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            gold
_exptl_crystal_density_diffrn    1.664
_exptl_crystal_description       block
_exptl_crystal_F_000             1216
_exptl_crystal_size_max          0.451
_exptl_crystal_size_mid          0.324
_exptl_crystal_size_min          0.261
_refine_diff_density_max         1.941
_refine_diff_density_min         -0.880
_refine_diff_density_rms         0.104
_refine_ls_extinction_coef       0.00191(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.166
_refine_ls_hydrogen_treatment    constr
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_refine_ls_number_restraints     709
_refine_ls_restrained_S_all      1.140
_refine_ls_R_factor_all          0.0653
_refine_ls_R_factor_gt           0.0431
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+9.5339P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0808
_refine_ls_wR_factor_ref         0.0996
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8303
_reflns_number_total             10554
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo9b01548_si_002.cif
_cod_data_source_block           A19027_002
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'MULTI-SCAN' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/current/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_database_code               4034096
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.735
_shelx_estimated_absorpt_t_max   0.833
_shelx_res_checksum              58443
_shelx_hkl_checksum              60384