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_2021190
_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, I -, I3 -'
_chemical_formula_moiety         'C22 H16 N2 S2, I -, I3 -'
_chemical_formula_sum            'C22 H16 I4 N2 S2'
_chemical_formula_weight         880.09
_chemical_name_systematic
;
1,2-Dihydro-1,1'-bi[thiazolo[3,2-<i>a</i>]quinoline]-10a,10a'-diium
iodide triiodide
;
_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   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                100.2330(10)
_cell_angle_beta                 105.7980(10)
_cell_angle_gamma                100.3720(10)
_cell_formula_units_Z            2
_cell_length_a                   8.4090(4)
_cell_length_b                   11.1793(5)
_cell_length_c                   15.0322(7)
_cell_measurement_reflns_used    5766
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      32.981
_cell_measurement_theta_min      2.543
_cell_volume                     1298.61(10)
_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 1.000
_diffrn_measured_fraction_theta_max 0.941
_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  0.0354
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
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_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         36.358
_diffrn_reflns_theta_min         1.907
_exptl_absorpt_coefficient_mu    4.972
_exptl_absorpt_correction_T_max  0.674
_exptl_absorpt_correction_T_min  0.565
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
 SADABS-2014/5 - Bruker AXS area detector scaling
 and absorption correction
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    2.251
_exptl_crystal_description       prism
_exptl_crystal_F_000             812
_exptl_crystal_size_max          0.147
_exptl_crystal_size_mid          0.147
_exptl_crystal_size_min          0.115
_refine_diff_density_max         3.292
_refine_diff_density_min         -3.210
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         11866
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.999
_refine_ls_R_factor_all          0.0779
_refine_ls_R_factor_gt           0.0479
_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^)+(0.0670P)^2^+0.9437P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1194
_refine_ls_wR_factor_ref         0.1353
_reflns_number_gt                8210
_reflns_number_total             11866
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            lg3225sup1.cif
_cod_data_source_block           kb07
_cod_database_code               2021190
_cod_database_fobs_code          2021190
_shelx_estimated_absorpt_t_min   0.528
_shelx_estimated_absorpt_t_max   0.599
_shelx_hkl_checksum              59692
_shelx_res_checksum              63239