Why are reactions of 2- and 8-thioquinoline derivatives with iodine different?
Rudakov, Boris V.; Stash, Adam I.; Makarov, Gennady I.; Matveychuk, Yury V.; Zherebtsov, Dmitry A.; Bartashevich, Ekaterina V.; Acta Crystallographica Section C 74 (2018) –; doi:10.1107/S2053229618009385

data_2021189
_publ_section_title
;
 Why are reactions of 2- and 8-thioquinoline derivatives with iodine
 different?
;
_journal_coeditor_code           LG3225
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2053229618009385
_journal_volume                  74
_journal_year                    2018
_chemical_formula_iupac          'C22 H16 N2 S2 2+, 2I -, 0.5H2 O'
_chemical_formula_moiety         'C22 H16 N2 S2 2+, 2(I -), 0.5(H2 O)'
_chemical_formula_sum            'C22 H17 I2 N2 O0.5 S2'
_chemical_formula_weight         635.29
_chemical_name_systematic
;
1,2-Dihydro-1,1'-bi[thiazolo[3,2-<i>a</i>]quinoline]-10a,10a'-diium diiodide
hemihydrate
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 112.768(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   21.3218(16)
_cell_length_b                   8.6006(6)
_cell_length_c                   25.2773(19)
_cell_measurement_reflns_used    6680
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      32.041
_cell_measurement_theta_min      2.585
_cell_volume                     4274.2(5)
_computing_cell_refinement
;
SAINT (Bruker, 2013)
;
_computing_data_collection
;
APEX2 (Bruker, 2013)
;
_computing_data_reduction
;
SAINT (Bruker, 2013)
;
_computing_molecular_graphics
;
SHELXTL (Bruker, 2013)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2014 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_device_type  'Bruker SMART APEX DUO'
_diffrn_measurement_method       '\w scan'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0543
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            38462
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         36.332
_diffrn_reflns_theta_min         2.072
_exptl_absorpt_coefficient_mu    3.153
_exptl_absorpt_correction_T_max  0.762
_exptl_absorpt_correction_T_min  0.637
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2013)
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.975
_exptl_crystal_description       prism
_exptl_crystal_F_000             2440
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.141
_exptl_crystal_size_min          0.137
_refine_diff_density_max         2.341
_refine_diff_density_min         -1.567
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     259
_refine_ls_number_reflns         10030
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0671
_refine_ls_R_factor_gt           0.0435
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0579P)^2^+6.0287P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1047
_refine_ls_wR_factor_ref         0.1160
_reflns_number_gt                7369
_reflns_number_total             10030
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            lg3225sup1.cif
_cod_data_source_block           kb06
_cod_original_formula_sum        'C22 H17 I2 N2 O0.50 S2'
_cod_database_code               2021189
_cod_database_fobs_code          2021189
_shelx_estimated_absorpt_t_min   0.557
_shelx_estimated_absorpt_t_max   0.672
_shelx_hkl_checksum              65749
_shelx_res_checksum              498