Crystal structure of 4-({(1<i>E</i>,2<i>E</i>)-3-[3-(4-fluorophenyl)-1-isopropyl-1<i>H</i>-indol-2-yl]allylidene}amino)-1<i>H</i>-1,2,4-triazole-5(4<i>H</i>)-thione
Kulkarni, Ajaykumar D.; Rahman, Md. Lutfor; Mohd. Yusoff, Mashitah; Kwong, Huey Chong; Quah, Ching Kheng; Acta Crystallographica Section E 71 (2015) 1525–1527; doi:10.1107/S205698901502201X

data_2241354
_publ_section_title
;
 Crystal structure of
 4-({(1<i>E</i>,2<i>E</i>)-3-[3-(4-fluorophenyl)-1-isopropyl-1<i>H</i>-indol-2-yl]allylidene}amino)-1<i>H</i>-1,2,4-triazole-5(4<i>H</i>)-thione
;
_journal_coeditor_code           SU5237
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1525
_journal_page_last               1527
_journal_paper_doi               10.1107/S205698901502201X
_journal_volume                  71
_journal_year                    2015
_chemical_formula_iupac          'C22 H20 F N5 S'
_chemical_formula_moiety         'C22 H20 F N5 S'
_chemical_formula_sum            'C22 H20 F N5 S'
_chemical_formula_weight         405.49
_chemical_name_systematic
4-({(1<i>E</i>,2<i>E</i>)-3-[3-(4-Fluorophenyl)-1-isopropyl-1<i>H</i>-indol-2-yl]allylidene}amino)-1<i>H</i>-1,2,4-triazole-5(4<i>H</i>)-thione
_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
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                99.8886(13)
_cell_angle_beta                 94.9582(14)
_cell_angle_gamma                98.4315(14)
_cell_formula_units_Z            4
_cell_length_a                   9.9283(4)
_cell_length_b                   11.5343(5)
_cell_length_c                   18.4694(7)
_cell_measurement_reflns_used    9367
_cell_measurement_temperature    297
_cell_measurement_theta_max      27.79
_cell_measurement_theta_min      2.25
_cell_volume                     2047.54(14)
_computing_cell_refinement
;
SAINT (Bruker, 2009)
;
_computing_data_collection
;
APEX2 (Bruker, 2009)
;
_computing_data_reduction
;
SAINT (Bruker, 2009)
;
_computing_molecular_graphics
;
SHELXL2013 (Sheldrick, 2015) and Mercury (Macrae <i>et al.</i>,
2008)
;
_computing_publication_material
;
SHELXL2013 (Sheldrick, 2015) and PLATON (Spek, 2009)
;
_computing_structure_refinement
;
SHELXL2013 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      297(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type
;
Bruker APEXII DUO CCD area-detector
;
_diffrn_measurement_method       '\f and \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  0.0479
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            78666
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.151
_diffrn_reflns_theta_min         1.817
_exptl_absorpt_coefficient_mu    0.185
_exptl_absorpt_correction_T_max  0.8296
_exptl_absorpt_correction_T_min  0.7301
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2009)
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_description       Block
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.662
_exptl_crystal_size_mid          0.597
_exptl_crystal_size_min          0.459
_refine_diff_density_max         0.321
_refine_diff_density_min         -0.348
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     535
_refine_ls_number_reflns         12002
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.0899
_refine_ls_R_factor_gt           0.0533
_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^)+(0.0463P)^2^+1.0061P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1150
_refine_ls_wR_factor_ref         0.1349
_reflns_number_gt                7987
_reflns_number_total             12002
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            su5237sup1.cif
_cod_data_source_block           I
_cod_database_code               2241354
_cod_database_fobs_code          2241354
_shelx_estimated_absorpt_t_min   0.887
_shelx_estimated_absorpt_t_max   0.920
_shelx_hkl_checksum              56088
_shelx_res_checksum              89202
_shelxl_version_number           20.13