Neutral Aminyl Radicals Derived from Azoimidazolium Dyes.
Eymann, Léonard Y M; Tskhovrebov, Alexander G.; Sienkiewicz, Andrzej; Bila, José L; Živković, Ivica; Rønnow, Henrik M; Wodrich, Matthew D.; Vannay, Laurent; Corminboeuf, Clémence; Pattison, Philip; Solari, Euro; Scopelliti, Rosario; Severin, Kay; Journal of the American Chemical Society 138 (2016) 15126–15129; doi:10.1021/jacs.6b09124

data_4131058
_publ_section_title
;
 Neutral Aminyl Radicals Derived from Azoimidazolium Dyes.
;
_journal_issue                   46
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              15126
_journal_page_last               15129
_journal_paper_doi               10.1021/jacs.6b09124
_journal_volume                  138
_journal_year                    2016
_chemical_formula_moiety         'C62 H72 N8, 2(C24 H20 B)'
_chemical_formula_sum            'C110 H112 B2 N8'
_chemical_formula_weight         1567.69
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-05-17 # Formatted by publCIF

;
_cell_angle_alpha                90
_cell_angle_beta                 98.459(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   24.9350(19)
_cell_length_b                   11.6577(5)
_cell_length_c                   34.387(3)
_cell_measurement_reflns_used    2305
_cell_measurement_temperature    140.01(11)
_cell_measurement_theta_max      52.8240
_cell_measurement_theta_min      4.0010
_cell_volume                     9887.0(12)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      140.01(11)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1333
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w   -109.00 -18.00   1.00   12.50    --  -42.51 -37.00-180.00   91
  2  \w    -67.00  32.00   1.00   12.50    --  -42.51  37.00   0.00   99
  3  \w    -68.00  28.00   1.00   12.50    --  -42.51  57.00 120.00   96
  4  \w     41.00  92.00   1.00   12.50    --   42.51-125.00-180.00   51
  5  \w     41.00  84.00   1.00   12.50    --   42.51-125.00  30.00   43
  6  \w     60.00 132.00   1.00   50.00    --  109.26 -61.00-180.00   72
  7  \w     38.00 122.00   1.00   50.00    --  109.26 -30.00   0.00   84
  8  \w     96.00 134.00   1.00   50.00    --  109.26 -77.00 -60.00   38
  9  \w     35.00 104.00   1.00   50.00    --  109.26 -94.00-150.00   69
 10  \w     41.00 127.00   1.00   50.00    --  109.26 -30.00 -90.00   86
 11  \w     60.00 109.00   1.00   50.00    --  109.26 -94.00 -30.00   49
 12  \w     64.00 113.00   1.00   50.00    --  109.26-111.00 -30.00   49
 13  \w     55.00 116.00   1.00   50.00    --  109.26-111.00 120.00   61
 14  \w    100.00 177.00   1.00   50.00    --  109.26  61.00 -60.00   77
 15  \w     34.00 161.00   1.00   50.00    --  109.26 -15.00 120.00  127
 16  \w     33.00  89.00   1.00   50.00    --  109.26 -94.00 150.00   56
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0749
_diffrn_reflns_av_unetI/netI     0.0666
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            34700
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.000
_diffrn_reflns_theta_max         75.693
_diffrn_reflns_theta_min         3.584
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.462
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_correction_T_min  0.932
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear intense orange'
_exptl_crystal_density_diffrn    1.053
_exptl_crystal_description       plate
_exptl_crystal_F_000             3352
_exptl_crystal_size_max          0.242
_exptl_crystal_size_mid          0.068
_exptl_crystal_size_min          0.046
_refine_diff_density_max         0.436
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     570
_refine_ls_number_reflns         10100
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.1783
_refine_ls_R_factor_gt           0.0905
_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^)+(0.1573P)^2^+0.6049P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2568
_refine_ls_wR_factor_ref         0.3336
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4158
_reflns_number_total             10100
_reflns_threshold_expression     'I > 2\s(I)'
_publcif_datablock.id            {03cc8b0a-f5b8-4654-a587-372b6665818a}
_publcif_info_exptl_table_max_cols 4
_publcif_info_exptl_table_use_headnotes n
_cod_data_source_file            ja6b09124_si_004.cif
_cod_data_source_block           shelx
_cod_original_sg_symbol_H-M      'I 2/a'
_cod_database_code               4131058
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.896
_shelx_estimated_absorpt_t_max   0.979
_shelx_res_checksum              35148
_shelx_hkl_checksum              36562
_shelx_fab_checksum              75430