A short, versatile route towards benzothiadiazinyl radicals.
Borys, Andryj M.; Clark, Ewan R.; Saines, Paul J.; Alberola, Antonio; Rawson, Jeremy M.; Chemical science 13 (2021) 149–158; doi:10.1039/d1sc04248c

data_1565379
_publ_section_title
;
 A short, versatile route towards benzothiadiazinyl radicals.
;
_journal_issue                   1
_journal_name_full               'Chemical science'
_journal_page_first              149
_journal_page_last               158
_journal_paper_doi               10.1039/d1sc04248c
_journal_volume                  13
_journal_year                    2021
_chemical_formula_moiety         'Cl4 Ga, C13 H6 Cl3 N2 S'
_chemical_formula_sum            'C13 H6 Cl7 Ga N2 S'
_chemical_formula_weight         540.13
_chemical_properties_physical    Moisture-sensitive
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-08-15
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-08-03 deposited with the CCDC.	2021-11-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.444(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.5753(4)
_cell_length_b                   9.8718(4)
_cell_length_c                   20.0990(7)
_cell_measurement_reflns_used    27045
_cell_measurement_temperature    100.0(4)
_cell_measurement_theta_max      75.9050
_cell_measurement_theta_min      4.2510
_cell_volume                     1894.16(13)
_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    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(4)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2774
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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   -116.00 -17.00   1.00    2.00    --  -41.96 -38.00  90.00   99
  2  \w   -122.00  -1.00   1.00    2.00    --  -41.96 -19.00 150.00  121
  3  \w    -96.00  -2.00   1.00    2.00    --  -41.96 125.00-120.00   94
  4  \w     23.00  98.00   1.00    2.00    --   41.96-125.00  60.00   75
  5  \w      1.00  83.00   1.00    2.00    --   41.96 -99.00  60.00   82
  6  \w     23.00  98.00   1.00    2.00    --   41.96-125.00-180.00   75
  7  \w     35.00 116.00   1.00    7.00    --  111.00-111.00 -60.00   81
  8  \w     78.00 178.00   1.00    7.00    --  111.00  77.00 -30.00  100
  9  \w     78.00 178.00   1.00    7.00    --  111.00  77.00  90.00  100
 10  \w     38.00 137.00   1.00    7.00    --  111.00 -45.00  30.00   99
 11  \w     78.00 178.00   1.00    7.00    --  111.00  77.00  60.00  100
 12  \w     28.00 109.00   1.00    7.00    --  111.00 -94.00-120.00   81
 13  \w    100.00 178.00   1.00    7.00    --  111.00 111.00  90.00   78
 14  \w     28.00 109.00   1.00    7.00    --  111.00 -94.00 150.00   81
 15  \w    100.00 178.00   1.00    7.00    --  111.00 111.00 -60.00   78
 16  \w     83.00 178.00   1.00    7.00    --  111.00  30.00 -90.00   95
 17  \w     28.00 109.00   1.00    7.00    --  111.00 -94.00 -30.00   81
 18  \w     83.00 178.00   1.00    7.00    --  111.00  30.00-180.00   95
 19  \w     39.00 140.00   1.00    7.00    --  111.00 -61.00-120.00  101
 20  \w     28.00 109.00   1.00    7.00    --  111.00 -94.00-150.00   81
 21  \w     35.00 116.00   1.00    7.00    --  111.00-111.00  30.00   81
 22  \w     28.00 109.00   1.00    7.00    --  111.00 -94.00  60.00   81
 23  \w     35.00 116.00   1.00    7.00    --  111.00-111.00 120.00   81
 24  \w     35.00 116.00   1.00    7.00    --  111.00-111.00-150.00   81
 25  \w     57.00 151.00   1.00    7.00    --  111.00 178.00 150.00   94
 26  \w     28.00 109.00   1.00    7.00    --  111.00 -94.00 120.00   81
 27  \w    100.00 178.00   1.00    7.00    --  111.00 111.00   0.00   78
 28  \w     28.00 109.00   1.00    7.00    --  111.00 -94.00  30.00   81
 29  \w   -116.00 -17.00   1.00    2.00    --  -41.96 -38.00  30.00   99
 30  \w   -115.00 -14.00   1.00    2.00    --  -41.96 -57.00 -30.00  101
 31  \w      9.00 118.00   1.00    2.00    --   41.96  77.00   0.00  109
 32  \w      9.00 118.00   1.00    2.00    --   41.96  77.00-180.00  109
 33  \w      7.00  35.00   1.00    2.00    --   41.96  86.00 103.25   28
 34  \w      9.00 118.00   1.00    2.00    --   41.96  77.00 -90.00  109
 35  \w     85.00 178.00   1.00    7.00    --  111.00  45.00  30.00   93
 36  \w     82.00 155.00   1.00    7.00    --  111.00  61.00 120.00   73
 37  \w     82.00 178.00   1.00    7.00    --  111.00  61.00-150.00   96
 38  \w     85.00 178.00   1.00    7.00    --  111.00  45.00 -60.00   93
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1553455000
_diffrn_orient_matrix_UB_12      -0.0145100000
_diffrn_orient_matrix_UB_13      -0.0135588000
_diffrn_orient_matrix_UB_21      -0.0258250000
_diffrn_orient_matrix_UB_22      -0.1489679000
_diffrn_orient_matrix_UB_23      -0.0205929000
_diffrn_orient_matrix_UB_31      -0.0345708000
_diffrn_orient_matrix_UB_32      0.0444373000
_diffrn_orient_matrix_UB_33      -0.0728471000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1269
_diffrn_reflns_av_unetI/netI     0.0384
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            36088
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.051
_diffrn_reflns_theta_min         4.413
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    12.113
_exptl_absorpt_correction_T_max  0.539
_exptl_absorpt_correction_T_min  0.152
_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            'clear blackish violet'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   blackish
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.894
_exptl_crystal_description       hexagonal
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.209
_exptl_crystal_size_mid          0.197
_exptl_crystal_size_min          0.061
_refine_diff_density_max         0.917
_refine_diff_density_min         -0.943
_refine_diff_density_rms         0.176
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.135
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         3657
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.135
_refine_ls_R_factor_all          0.0617
_refine_ls_R_factor_gt           0.0617
_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^)+(0.1050P)^2^+3.5470P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1632
_refine_ls_wR_factor_ref         0.1632
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3653
_reflns_number_total             3657
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1sc04248c2.cif
_cod_data_source_block           serc125-r1-rf
_cod_depositor_comments
'Adding full bibliography for 1565368--1565385.cif.'
_cod_database_code               1565379
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         'C13 N2 S1 Ga1 Cl7 H6'
_chemical_oxdiff_usercomment     ABS-499
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C12(H12), C3(H3), C4(H4), C7(H7), C6(H6), C5(H5)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.424
_oxdiff_exptl_absorpt_empirical_full_min 0.757