4-[(5-Bromo-2-hydroxybenzylidene)amino]-3-ethyl-1<i>H</i>-1,2,4-triazole-5(4<i>H</i>)-thione
Yuan, Cai-Xia; Lan, Shu-Fen; Liu, Xin-Yu; Zhu, Miao-Li; Acta Crystallographica Section E 70 (2014) o881–o882; doi:10.1107/S1600536814016833

data_2239811
_publ_section_title
;
 4-[(5-Bromo-2-hydroxybenzylidene)amino]-3-ethyl-1<i>H</i>-1,2,4-triazole-5(4<i>H</i>)-thione
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_journal_coeditor_code           FY2115
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o881
_journal_page_last               o882
_journal_paper_doi               10.1107/S1600536814016833
_journal_volume                  70
_journal_year                    2014
_chemical_formula_iupac          'C11 H11 Br N4 O S'
_chemical_formula_moiety         'C11 H11 Br N4 O S'
_chemical_formula_sum            'C11 H11 Br N4 O S'
_chemical_formula_weight         327.21
_chemical_name_systematic
4-[(5-Bromo-2-hydroxybenzylidene)amino]-3-ethyl-1<i>H</i>-1,2,4-triazole-5(4<i>H</i>)-thione
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.330(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.323(4)
_cell_length_b                   16.459(11)
_cell_length_c                   12.461(8)
_cell_measurement_reflns_used    4187
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.29
_cell_measurement_theta_min      2.47
_cell_volume                     1296.8(15)
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL/PC (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_sigmaI/netI    0.0401
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14802
_diffrn_reflns_theta_full        26.27
_diffrn_reflns_theta_max         26.27
_diffrn_reflns_theta_min         1.63
_exptl_absorpt_coefficient_mu    3.324
_exptl_absorpt_correction_T_max  0.4354
_exptl_absorpt_correction_T_min  0.3498
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2000)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.676
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.277
_refine_diff_density_min         -0.453
_refine_ls_abs_structure_details 'Flack (1983), 2514 Friedel pairs'
_refine_ls_abs_structure_Flack   0.581(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     328
_refine_ls_number_reflns         5222
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0308
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0310P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0603
_refine_ls_wR_factor_ref         0.0646
_reflns_number_gt                4285
_reflns_number_total             5222
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            fy2115sup1.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2239811
_cod_database_fobs_code          2239811