Crystal structure of (<i>E</i>)-1,2-bis(4-bromo-2,6-difluorophenyl)diazene
Broichhagen, Johannes; Woodmansee, David H.; Trauner, Dirk; Mayer, Peter; Acta Crystallographica Section E 71 (2015) o459–o460; doi:10.1107/S2056989015010622

data_2240825
_publ_section_title
;
 Crystal structure of
 (<i>E</i>)-1,2-bis(4-bromo-2,6-difluorophenyl)diazene
;
_journal_coeditor_code           NR2060
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o459
_journal_page_last               o460
_journal_paper_doi               10.1107/S2056989015010622
_journal_volume                  71
_journal_year                    2015
_chemical_formula_iupac          'C12 H4 Br2 F4 N2'
_chemical_formula_moiety         'C12 H4 Br2 F4 N2'
_chemical_formula_sum            'C12 H4 Br2 F4 N2'
_chemical_formula_weight         411.975
_chemical_name_systematic
;
(<i>E</i>)-1,2-bis(4-bromo-2,6-difluorophenyl)diazene
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.340(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.3274(5)
_cell_length_b                   4.5667(2)
_cell_length_c                   13.1039(6)
_cell_measurement_reflns_used    95
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      24.6351
_cell_measurement_theta_min      5.4120
_cell_volume                     618.00(5)
_computing_cell_refinement
;
APEX2 (Bruker, 2007)
;
_computing_data_collection
;
<i>Bruker Instrument Service</i> (Bruker, 2007)
;
_computing_data_reduction
;
SAINT (Bruker, 2007)
;
_computing_molecular_graphics
;
ORTEP-III (Burnett & Johnson, 1996)
;
_computing_publication_material
;
PLATON (Spek, 2009)
;
_computing_structure_refinement
;
SHELXL-2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
SIR97 (Altomare <i>et al.</i>,  1999)
;
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'fixed-chi three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'mix of phi and omega scans'
_diffrn_radiation_monochromator  'focusing mirrors'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0512
_diffrn_reflns_av_sigmaI/netI    0.0371
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9803
_diffrn_reflns_theta_full        28.31
_diffrn_reflns_theta_max         28.36
_diffrn_reflns_theta_min         3.11
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    6.597
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5716
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2012)
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    2.21395(18)
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.137
_exptl_crystal_size_mid          0.066
_exptl_crystal_size_min          0.023
_refine_diff_density_max         0.358
_refine_diff_density_min         -0.298
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     91
_refine_ls_number_reflns         1523
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0266
_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^)+(0.0231P)^2^+0.2317P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0503
_refine_ls_wR_factor_ref         0.0547
_reflns_number_gt                1218
_reflns_number_total             1523
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            nr2060sup1.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2240825
_cod_database_fobs_code          2240825
_shelx_hkl_checksum              61482
_shelx_res_checksum              22117
_shelxl_version_number           2.014