Crystal structure of 3-(adamantan-1-yl)-4-(4-chlorophenyl)-1<i>H</i>-1,2,4-triazole-5(4<i>H</i>)-thione
Al-Wabli, Reem I.; El-Emam, Ali A.; Alroqi, Obaid S.; Chidan Kumar, C. S.; Fun, Hoong-Kun; Acta Crystallographica Section E 71 (2015) o115–o116; doi:10.1107/S2056989015000596

data_2240401
_publ_section_title
;
 Crystal structure of
 3-(adamantan-1-yl)-4-(4-chlorophenyl)-1<i>H</i>-1,2,4-triazole-5(4<i>H</i>)-thione
;
_journal_coeditor_code           SJ5439
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o115
_journal_page_last               o116
_journal_paper_doi               10.1107/S2056989015000596
_journal_volume                  71
_journal_year                    2015
_chemical_formula_iupac          'C18 H20 Cl N3 S'
_chemical_formula_moiety         'C18 H20 Cl N3 S'
_chemical_formula_sum            'C18 H20 Cl N3 S'
_chemical_formula_weight         345.88
_chemical_name_systematic
3-(Adamantan-1-yl)-4-(4-chlorophenyl)-1<i>H</i>-1,2,4-triazole-5(4<i>H</i>)-thione
_space_group_crystal_system      tetragonal
_space_group_IT_number           82
_space_group_name_Hall           'I -4'
_space_group_name_H-M_alt        'I -4'
_symmetry_space_group_name_Hall  'I -4'
_symmetry_space_group_name_H-M   'I -4'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   23.1302(5)
_cell_length_b                   23.1302(5)
_cell_length_c                   6.4100(2)
_cell_measurement_reflns_used    9155
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      40.82
_cell_measurement_theta_min      2.49
_cell_volume                     3429.39(15)
_computing_cell_refinement
;
SAINT (Bruker, 2009)
;
_computing_data_collection
;
APEX2 (Bruker, 2009)
;
_computing_data_reduction
;
SAINT (Bruker, 2009)
;
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008)
;
_computing_publication_material
;
SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)
;
_computing_structure_refinement
;
SHELXL2013 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      150.00
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0326
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_k_max       42
_diffrn_reflns_limit_k_min       -42
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            106262
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         41.233
_diffrn_reflns_theta_min         2.491
_exptl_absorpt_coefficient_mu    0.347
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_description       needle
_exptl_crystal_F_000             1456
_exptl_crystal_size_max          0.679
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.261
_refine_diff_density_max         0.528
_refine_diff_density_min         -0.306
_refine_ls_abs_structure_details
;
Flack (1983), 5353 Friedel pairs
;
_refine_ls_abs_structure_Flack   0.50(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     213
_refine_ls_number_reflns         11408
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0353
_refine_ls_R_factor_gt           0.0304
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[\s^2^(Fo^2^)+(0.0483P)^2^+0.5510P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0792
_refine_ls_wR_factor_ref         0.0818
_reflns_number_gt                10584
_reflns_number_total             11408
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            sj5439sup1.cif
_cod_data_source_block           I
_cod_original_cell_volume        3429.39(18)
_cod_database_code               2240401
_cod_database_fobs_code          2240401
_shelx_hkl_checksum              97184
_shelx_res_checksum              99402
_shelxl_version_number           20.13