3-(<i>p</i>-Chlorobenzyl)-4-(<i>p</i>-fluorobenzylideneamino)-4,5-dihydro-1<i>H</i>-1,2,4-triazol-5-one
Karakurt, Tuncay; Dinçer, Muharrem; Kahveci, Bahittin; Usta, Asu; Ağar, Erbil; Şaşmaz, Selami; Acta Crystallographica Section E 60 (2004) o654–o655; doi:10.1107/S1600536804006580

data_2203464
_publ_section_title
3-(<i>p</i>-Chlorobenzyl)-4-(<i>p</i>-fluorobenzylideneamino)-4,5-dihydro-1<i>H</i>-1,2,4-triazol-5-one
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o654
_journal_page_last               o655
_journal_paper_doi               10.1107/S1600536804006580
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          'C16 H12 Cl F N4 O'
_chemical_formula_moiety         'C16 H12 Cl F N4 O'
_chemical_formula_sum            'C16 H12 Cl F N4 O'
_chemical_formula_weight         330.75
_chemical_name_systematic
;
 3-p-Chlorobenzl-4-(p-florobenzylidenamino)-4,5-dihydro-1H-1,2,4-
 triazol-5-one
;
_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           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 103.900(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.219(2)
_cell_length_b                   4.7796(4)
_cell_length_c                   21.567(3)
_cell_measurement_reflns_used    3765
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.75
_cell_measurement_theta_min      1.38
_cell_volume                     1522.9(3)
_computing_cell_refinement       X-AREA
_computing_data_collection       'X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction        'X-RED (Stoe & Cie, 2002)'
_computing_molecular_graphics
'ORTEP3 for Windows (Farrugia, 1997) and PLATON (Spek, 1990)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_measurement_device_type  'Stoe IPDS-2'
_diffrn_measurement_method       'w rotation'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1458
_diffrn_reflns_av_sigmaI/netI    0.1303
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            17224
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         1.38
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  120
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.271
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_correction_T_min  0.907
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   '(X-RED; Stoe & Cie, 2002)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.800
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.403
_refine_diff_density_min         -0.226
_refine_ls_goodness_of_fit_ref   0.839
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     196
_refine_ls_number_reflns         2839
_refine_ls_restrained_S_all      0.839
_refine_ls_R_factor_all          0.1767
_refine_ls_R_factor_gt           0.0496
_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^))^2^] where P = (Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0598
_refine_ls_wR_factor_ref         0.0753
_reflns_number_gt                959
_reflns_number_total             2839
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            na6265.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2203464
_cod_database_fobs_code          2203464