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_4131057
_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, C4 H10 O'
_chemical_formula_sum            'C66 H82 N8 O'
_chemical_formula_weight         1003.40
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-05-11 # Formatted by publCIF

;
_cell_angle_alpha                90.00
_cell_angle_beta                 99.842(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.791(2)
_cell_length_b                   15.4136(13)
_cell_length_c                   19.8040(19)
_cell_measurement_reflns_used    3740
_cell_measurement_temperature    140.00(10)
_cell_measurement_theta_max      73.5800
_cell_measurement_theta_min      3.5750
_cell_volume                     5952.3(10)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      140.00(10)
_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 0.981
_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     68.00 109.00   1.00   80.00    --  109.26 -94.00 120.00   41 
  2  \w     78.00 120.00   1.00   80.00    --  109.26-133.00 136.00   42 
  3  \w     61.00 132.00   1.00   80.00    --  109.26 -45.00 120.00   71 
  4  \w     89.00 115.00   1.00   80.00    --  109.26-111.00   0.00   26 
  5  \w     59.00 103.00   1.00   80.00    --  109.26 -94.00 -60.00   44 
  6  \w     64.00 109.00   1.00   80.00    --  109.26 -94.00-150.00   45 
  7  \w     74.00 130.00   1.00   80.00    --  109.26 -45.00-180.00   56 
  8  \w     85.00 153.00   1.00   80.00    --  109.26  30.00-150.00   68 
  9  \w    108.00 175.00   1.00   80.00    --  109.26  30.00 -60.00   67 
 10  \w     91.00 164.00   1.00   80.00    --  109.26  45.00  60.00   73 
 11  \w     44.00  70.00   1.00   80.00    --  109.26-111.00   0.00   26 
 12  \w     41.00 137.00   1.00   80.00    --  109.26 -61.00 -30.00   96 
 13  \w     39.00  96.00   1.00   20.00    --   42.26-125.00   0.00   57 
 14  \w     43.00 112.00   1.00   80.00    --  109.26 -45.00  60.00   69 
 15  \w     41.00  68.00   1.00   80.00    --  109.26-133.00 136.00   27 
 16  \w      1.00  38.00   1.00   20.00    --   42.26 -99.00 -90.00   37 
 17  \w     28.00 140.00   1.00   80.00    --  109.26 -15.00 -90.00  112 
 18  \w    -75.00  18.00   1.00   20.00    --  -42.26  77.00-180.00   93 
 19  \w   -117.00 -22.00   1.00   20.00    --  -42.26 -37.00 -60.00   95 
 20  \w   -114.00 -18.00   1.00   20.00    --  -42.26 -37.00  30.00   96 
;
_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  0.1035
_diffrn_reflns_av_sigmaI/netI    0.0881
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            44686
_diffrn_reflns_theta_full        67.00
_diffrn_reflns_theta_max         76.01
_diffrn_reflns_theta_min         3.47
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.516
_exptl_absorpt_correction_T_max  0.937
_exptl_absorpt_correction_T_min  0.900
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
; 
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015) 
Numerical absorption correction based on gaussian integration over 
a multifaceted crystal model. 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.120
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2168
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.302
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.981
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     698
_refine_ls_number_reflns         12212
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      0.982
_refine_ls_R_factor_all          0.1494
_refine_ls_R_factor_gt           0.0756
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1109P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1915
_refine_ls_wR_factor_ref         0.2383
_reflns_number_gt                5922
_reflns_number_total             12212
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja6b09124_si_005.cif
_cod_data_source_block           le-4-dim
_cod_original_cell_volume        5952.4(10)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4131057
_publcif_datablock.id            {a09a77bc-aa63-4297-8d68-4c9aaf50e362}
_publcif_info_exptl_table_max_cols 4
_publcif_info_exptl_table_use_headnotes n