Co(II)-Catalyzed Regioselective Cross-Dehydrogenative Coupling of Aryl C-H Bonds with Carboxylic Acids.
Lan, Jianyong; Xie, Haisheng; Lu, Xiaoxia; Deng, Yuanfu; Jiang, Huanfeng; Zeng, Wei; Organic letters 19 (2017) 4279–4282; doi:10.1021/acs.orglett.7b01942

data_1547070
_publ_section_title
;
 Co(II)-Catalyzed Regioselective Cross-Dehydrogenative Coupling of Aryl
 C-H Bonds with Carboxylic Acids.
;
_journal_issue                   16
_journal_name_full               'Organic letters'
_journal_page_first              4279
_journal_page_last               4282
_journal_paper_doi               10.1021/acs.orglett.7b01942
_journal_volume                  19
_journal_year                    2017
_chemical_formula_sum            'C21 H14 N2 O3 S'
_chemical_formula_weight         374.40
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                82.014(5)
_cell_angle_beta                 77.654(6)
_cell_angle_gamma                76.926(6)
_cell_formula_units_Z            4
_cell_length_a                   8.6027(8)
_cell_length_b                   14.6659(9)
_cell_length_c                   14.8286(9)
_cell_measurement_reflns_used    10841
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      62.57
_cell_measurement_theta_min      4.15
_cell_volume                     1772.1(2)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'SMART (Bruker, 1998)'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_av_unetI/netI     0.0413
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10841
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        62.574
_diffrn_reflns_theta_max         62.574
_diffrn_reflns_theta_min         4.153
_exptl_absorpt_coefficient_mu    1.834
_exptl_absorpt_correction_T_max  62.574
_exptl_absorpt_correction_T_min  4.153
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_description       plane
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.180
_refine_diff_density_max         1.154
_refine_diff_density_min         -0.746
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       0.0095(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     488
_refine_ls_number_reflns         5552
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0939
_refine_ls_R_factor_gt           0.0856
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1741P)^2^+1.5645P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2585
_refine_ls_wR_factor_ref         0.2724
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4719
_reflns_number_total             5552
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ol7b01942_si_002.cif
_cod_data_source_block           sad
_cod_depositor_comments
;

2019-01-19
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C42 H28 N4 O6 S2'
_cod_original_formula_weight         748.80
_cod_original_formula_units_Z            2
_cod_original_cell_volume        1772.2(2)
_cod_database_code               1547070
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_min   0.628
_shelx_estimated_absorpt_t_max   0.734
_shelx_res_checksum              12215
_shelx_hkl_checksum              87499