The reaction of thiourea and 1,3-dimethylthiourea towards organoiodines: oxidative bond formation and halogen bonding
Peloquin, Andrew J.; Ragusa, Arianna C.; McMillen, Colin D.; Pennington, William T.; Acta Crystallographica Section C 77 (2021) –; doi:10.1107/S205322962100869X

data_2022446
_publ_section_title
;
 The reaction of thiourea and 1,3-dimethylthiourea towards organoiodines:
 oxidative bond formation and halogen bonding
;
_journal_coeditor_code           VP3021
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S205322962100869X
_journal_volume                  77
_journal_year                    2021
_chemical_formula_moiety         'C5 H8 I3 N2 S +, I -, C3 H6 O, C2 I4'
_chemical_formula_sum            'C10 H14 I8 N2 O S'
_chemical_formula_weight         1225.49
_chemical_name_systematic
'[(Dimethylamino)methylidene](1,2,2-triiodoethenyl)sulfonium iodide--1,1,2,2-tetraiodoethene--acetone (1/1/1)'
_space_group_crystal_system      triclinic
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_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
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Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_cell_angle_alpha                78.4760(10)
_cell_angle_beta                 79.6100(10)
_cell_angle_gamma                74.7660(10)
_cell_formula_units_Z            2
_cell_length_a                   7.77150(10)
_cell_length_b                   12.38620(10)
_cell_length_c                   14.12900(10)
_cell_measurement_reflns_used    46229
_cell_measurement_temperature    100.0(3)
_cell_measurement_theta_max      29.0380
_cell_measurement_theta_min      1.4800
_cell_volume                     1273.99(2)
_computing_cell_refinement
;
CrysAlis PRO (Rigaku OD, 2020)
;
_computing_data_collection
;
CrysAlis PRO (Rigaku OD, 2020)
;
_computing_data_reduction
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CrysAlis PRO (Rigaku OD, 2020)
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_computing_molecular_graphics
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Mercury (Macrae <i>et al.</i>, 2020)
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_computing_publication_material
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publCIF (Westrip, 2010) and OLEX2 (Dolomanov <i>et al.</i>,
2009)
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_computing_structure_refinement
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SHELXL2018 (Sheldrick, 2015<i>b</i>)
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_computing_structure_solution
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SHELXT2018 (Sheldrick, 2015<i>a</i>)
;
_diffrn_ambient_temperature      100.0(3)
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_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy HyPix3000'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
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_diffrn_reflns_av_R_equivalents  0.0624
_diffrn_reflns_av_unetI/netI     0.0307
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
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_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
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_diffrn_source                   'micro-focus sealed X-ray tube'
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;
(CrysAlis PRO; Rigaku OD, 2020)
;
_exptl_crystal_colour            yellow
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_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
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_exptl_crystal_size_mid          0.094
_exptl_crystal_size_min          0.062
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_refine_ls_extinction_method     none
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_refine_ls_number_reflns         6721
_refine_ls_number_restraints     38
_refine_ls_restrained_S_all      1.176
_refine_ls_R_factor_all          0.0340
_refine_ls_R_factor_gt           0.0220
_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^)+(0.0085P)^2^+2.1923P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0385
_refine_ls_wR_factor_ref         0.0473
_reflns_number_gt                5812
_reflns_number_total             6721
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            vp3021sup1.cif
_cod_data_source_block           9
_cod_original_formula_sum        'C10 H14 I8 N2 O1 S1'
_cod_database_code               2022446
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_cod_database_fobs_code 2022446