Syntheses, spectroscopy, and crystal structures of 3-(4-bromophenyl)-1,5-diphenylformazan and the 3-(4-bromophenyl)-1,5-diphenylverdazyl radical and the crystal structure of the by-product 5-anilino-3-(4-bromophenyl)-1-phenyl-1<i>H</i>-1,2,4-triazole
Schnakenburg, Gregor; Meyer, Andreas; Acta Crystallographica Section E 74 (2018) 292–297; doi:10.1107/S2056989018001913

data_2242372
_publ_section_title
;
 Syntheses, spectroscopy, and crystal structures of
 3-(4-bromophenyl)-1,5-diphenylformazan and the
 3-(4-bromophenyl)-1,5-diphenylverdazyl radical and the crystal structure
 of the by-product
 5-anilino-3-(4-bromophenyl)-1-phenyl-1<i>H</i>-1,2,4-triazole
;
_journal_coeditor_code           LH5869
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              292
_journal_page_last               297
_journal_paper_doi               10.1107/S2056989018001913
_journal_volume                  74
_journal_year                    2018
_chemical_formula_iupac          'C20 H16 Br N4'
_chemical_formula_moiety         'C20 H16 Br N4'
_chemical_formula_sum            'C20 H16 Br N4'
_chemical_formula_weight         392.28
_chemical_name_common
;
AM61; 3-(4-Bromophenyl)-1,5-diphenylverdazyl radical
;
_chemical_name_systematic
;
6-(4-Bromophenyl)-2,4-diphenyl-1,2,3,4-tetrahydro-1,2,4,5-tetrazin-1-yl
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_method
;
OLEX2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
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_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   7.0881(3)
_cell_length_b                   21.2183(11)
_cell_length_c                   22.2028(9)
_cell_measurement_reflns_used    8857
_cell_measurement_temperature    123
_cell_measurement_theta_max      29.50
_cell_measurement_theta_min      2.65
_cell_volume                     3339.2(3)
_computing_cell_refinement
;
X-AREA (Stoe & Cie, 2009)
;
_computing_data_collection
;
X-AREA (Stoe & Cie, 2009)
;
_computing_data_reduction
;
X-AREA (Stoe & Cie, 2009)
;
_computing_molecular_graphics
;
<i>OLEX2</i> (Dolomanov <i>et al.</i>,  2009)
;
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<i>OLEX2</i> (Dolomanov <i>et al.</i>,  2009)
;
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;
SHELXL97 (Sheldrick, 2008)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1276
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            70879
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.998
_diffrn_reflns_theta_min         2.656
_exptl_absorpt_coefficient_mu    2.472
_exptl_absorpt_correction_T_max  0.6196
_exptl_absorpt_correction_T_min  0.2542
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details
;
(X-RED32; Stoe & Cie, 2009)
;
_exptl_crystal_colour            'clear green'
_exptl_crystal_density_diffrn    1.561
_exptl_crystal_description       plate
_exptl_crystal_F_000             1592
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.720
_refine_diff_density_min         -0.650
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3640
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.095
_refine_ls_R_factor_all          0.0326
_refine_ls_R_factor_gt           0.0292
_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^)+(0.0366P)^2^+1.3621P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0738
_refine_ls_wR_factor_ref         0.0755
_reflns_number_gt                3397
_reflns_number_total             3640
_reflns_threshold_expression     'I > 2\s(I)'
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_cod_data_source_block           2
_cod_database_code               2242372
_shelx_estimated_absorpt_t_min   0.708
_shelx_estimated_absorpt_t_max   0.866
_shelx_hkl_checksum              57381
_shelx_res_checksum              17185
_cod_database_fobs_code 2242372