Crystal structure analysis of the biologically active drug molecule riluzole and riluzolium chloride
Mondal, Pradip Kumar; T, Athulbabu; Rao, Varun; Chopra, Deepak; Acta Crystallographica Section E Crystallographic Communications 75 (2019) 1084–; doi:10.1107/S2056989019009022

data_2021694
_publ_section_title
;
 Crystal structure analysis of the biologically active drug molecule
 riluzole and riluzolium chloride
;
_journal_coeditor_code           XI2017
_journal_issue                   8
_journal_name_full
'Acta Crystallographica Section E Crystallographic Communications'
_journal_page_first              1084
_journal_paper_doi               10.1107/S2056989019009022
_journal_volume                  75
_journal_year                    2019
_chemical_formula_iupac          'C8 H6 Cl F3 N2 O S +, Cl -'
_chemical_formula_moiety         'C8 H6 Cl F3 N2 O S +, Cl -'
_chemical_formula_sum            'C8 H6 Cl F3 N2 O S'
_chemical_formula_weight         270.66
_chemical_name_systematic
;
2-Amino-6-(trifluoromethoxy)-1,3-benzothiazol-3-ium chloride
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 100.45(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.737(8)
_cell_length_b                   8.526(4)
_cell_length_c                   7.761(4)
_cell_measurement_reflns_used    2658
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.76
_cell_measurement_theta_min      2.73
_cell_volume                     1024.0(9)
_computing_cell_refinement
;
SAINT (Bruker, 2009)
;
_computing_data_collection
;
APEX2 (Bruker, 2009)
;
_computing_data_reduction
;
SAINT (Bruker, 2009)
;
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008) and Mercury (Macrae <i>et al.</i>,
2008)
;
_computing_publication_material
;
SHELXTL (Sheldrick, 2008) and WinGX (Farrugia, 2012)
;
_computing_structure_refinement
;
<i>SHELXL2016/6</i> (Sheldrick, 2015b)
;
_computing_structure_solution
;
<i>SHELXT2014/4</i> (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.972
_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  0.1039
_diffrn_reflns_av_unetI/netI     0.1099
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            5326
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         2.632
_exptl_absorpt_coefficient_mu    0.598
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.5722
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Krause <i>et al.</i>,  2015)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.756
_exptl_crystal_description       Plates
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.390
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.645
_refine_diff_density_min         -0.598
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     153
_refine_ls_number_reflns         2037
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.1174
_refine_ls_R_factor_gt           0.0623
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0525P)^2^+1.7896P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1307
_refine_ls_wR_factor_ref         0.1568
_reflns_number_gt                1344
_reflns_number_total             2037
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            xi2017sup1.cif
_cod_data_source_block           RZHCl
_cod_database_code               2021694
_cod_database_fobs_code          2021694
_shelx_estimated_absorpt_t_min   0.800
_shelx_estimated_absorpt_t_max   0.971
_shelx_hkl_checksum              26310
_shelx_res_checksum              22041