2-{[5-(4-Chlorophenoxymethyl)-4-phenyl-4<i>H</i>-1,2,4-triazol-3-yl]sulfanyl}-<i>N</i>-(4-nitrophenyl)acetamide
Mague, Joel T.; Mohamed, Shaaban K.; Akkurt, Mehmet; Ahmed, Gamal A.-W.; Bakhite, Etify A.; Albayati, Mustafa R.; IUCrData 1 (2016) x160452–; doi:10.1107/S2414314616004521

data_1542899
_publ_section_title
;
 2-{[5-(4-Chlorophenoxymethyl)-4-phenyl-4<i>H</i>-1,2,4-triazol-3-yl]sulfanyl}-<i>N</i>-(4-nitrophenyl)acetamide
;
_journal_coeditor_code           IS4005
_journal_issue                   3
_journal_name_full               IUCrData
_journal_page_first              x160452
_journal_paper_doi               10.1107/S2414314616004521
_journal_volume                  1
_journal_year                    2016
_chemical_formula_iupac          'C23 H18 Cl N5 O4 S'
_chemical_formula_moiety         'C23 H18 Cl N5 O4 S'
_chemical_formula_sum            'C23 H18 Cl N5 O4 S'
_chemical_formula_weight         495.93
_chemical_name_systematic
2-{[5-(4-Chlorophenoxymethyl)-4-phenyl-4<i>H</i>-1,2,4-triazol-3-yl]sulfanyl}-<i>N</i>-(4-nitrophenyl)acetamide
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                114.4740(10)
_cell_angle_beta                 93.6810(10)
_cell_angle_gamma                96.9490(10)
_cell_formula_units_Z            2
_cell_length_a                   8.1828(2)
_cell_length_b                   12.1541(3)
_cell_length_c                   12.3654(3)
_cell_measurement_reflns_used    6886
_cell_measurement_temperature    150.(2)
_cell_measurement_theta_max      72.2845
_cell_measurement_theta_min      3.9597
_cell_volume                     1102.14(5)
_computing_cell_refinement
;
<i>SAINT</i> (Bruker, 2016)
;
_computing_data_collection
;
<i>APEX3</i> (Bruker, 2016)
;
_computing_data_reduction
;
<i>SAINT</i> (Bruker, 2016)
;
_computing_molecular_graphics
;
<i>DIAMOND</i> (Brandenburg & Putz, 2012)
;
_computing_publication_material
;
<i>SHELXL2014</i> (Sheldrick, 2015<i>a</i>)
;
_computing_structure_refinement
;
<i>SHELXL2014</i> (Sheldrick, 2015<i>a</i>)
;
_computing_structure_solution
;
<i>SHELXT</i> (Sheldrick, 2015<i>b</i>)
;
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.940
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON 100 CMOS'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8470
_diffrn_reflns_theta_full        67.000
_diffrn_reflns_theta_max         72.278
_diffrn_reflns_theta_min         3.960
_exptl_absorpt_coefficient_mu    2.789
_exptl_absorpt_correction_T_max  0.93
_exptl_absorpt_correction_T_min  0.80
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(<i>SADABS</i>; Bruker, 2016)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.207
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.026
_refine_diff_density_max         0.174
_refine_diff_density_min         -0.346
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4084
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0343
_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^)+(0.0480P)^2^+0.4011P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0862
_refine_ls_wR_factor_ref         0.0889
_reflns_number_gt                3709
_reflns_number_total             4084
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            is4005sup1.cif
_cod_data_source_block           I
_cod_database_code               1542899
_cod_database_fobs_code          1542899
_shelx_estimated_absorpt_t_min   0.596
_shelx_estimated_absorpt_t_max   0.931
_shelx_hkl_checksum              6719
_shelx_res_checksum              98625