Insights into the Mechanism of Anodic N-N Bond Formation by Dehydrogenative Coupling.
Gieshoff, Tile; Kehl, Anton; Schollmeyer, Dieter; Moeller, Kevin D.; Waldvogel, Siegfried R.; Journal of the American Chemical Society 139 (2017) 12317–12324; doi:10.1021/jacs.7b07488

data_4131609
_publ_section_title
;
 Insights into the Mechanism of Anodic N-N Bond Formation by
 Dehydrogenative Coupling.
;
_journal_issue                   35
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              12317
_journal_page_last               12324
_journal_paper_doi               10.1021/jacs.7b07488
_journal_volume                  139
_journal_year                    2017
_chemical_formula_moiety         'C22 H19 F9 N2 O6 S'
_chemical_formula_sum            'C22 H19 F9 N2 O6 S'
_chemical_formula_weight         610.45
_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
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90.901(9)
_cell_angle_beta                 108.084(9)
_cell_angle_gamma                116.848(9)
_cell_formula_units_Z            2
_cell_length_a                   10.0415(12)
_cell_length_b                   10.4848(13)
_cell_length_c                   14.8890(16)
_cell_measurement_reflns_used    5000
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      65.89
_cell_measurement_theta_min      3.17
_cell_volume                     1306.8(3)
_computing_cell_refinement       'STOE X-AREA'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    SHELXT-2014
_diffrn_ambient_temperature      193(2)
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.954
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_details      ' 1150 frames, detector distance = 40 mm'
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_monochromator  'X-ray mirror'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1110
_diffrn_reflns_av_unetI/netI     0.1370
_diffrn_reflns_Laue_measured_fraction_full 0.954
_diffrn_reflns_Laue_measured_fraction_max 0.946
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13257
_diffrn_reflns_point_group_measured_fraction_full 0.954
_diffrn_reflns_point_group_measured_fraction_max 0.946
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.196
_diffrn_reflns_theta_min         3.176
_diffrn_source                   'Incoatec microSource Cu'
_exptl_absorpt_coefficient_mu    2.083
_exptl_absorpt_correction_T_max  0.9715
_exptl_absorpt_correction_T_min  0.7893
_exptl_absorpt_correction_type   integration
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_description       needle
_exptl_crystal_F_000             620
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.628
_refine_diff_density_min         -0.443
_refine_diff_density_rms         0.135
_refine_ls_extinction_coef       0.020(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.330
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     364
_refine_ls_number_reflns         4522
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.336
_refine_ls_R_factor_all          0.3263
_refine_ls_R_factor_gt           0.1821
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4253
_refine_ls_wR_factor_ref         0.5386
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1387
_reflns_number_total             4522
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja7b07488_si_004.cif
_cod_data_source_block           9c
_cod_database_code               4131609
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.669
_shelx_estimated_absorpt_t_max   0.960
_shelx_res_checksum              35431
_shelx_hkl_checksum              843