The base-free multicomponent polymerization of elemental sulfur, difluoromethylene phosphobetaine and amines toward electron-deficient aromatic polythioureas
Yu, Yongjiang; Chen, Wang; Hu, Rongrong; Tang, Ben Zhong; Polymer Chemistry 16 (2025) 1509–1518; doi:10.1039/D4PY01387E

data_1573894
_publ_section_title
;
 The base-free multicomponent polymerization of elemental sulfur,
 difluoromethylene phosphobetaine and amines toward electron-deficient
 aromatic polythioureas
;
_journal_issue                   13
_journal_name_full               'Polymer Chemistry'
_journal_page_first              1509
_journal_page_last               1518
_journal_paper_doi               10.1039/D4PY01387E
_journal_volume                  16
_journal_year                    2025
_chemical_formula_moiety         'C15 H10 F6 N2 S'
_chemical_formula_sum            'C15 H10 F6 N2 S'
_chemical_formula_weight         364.31
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-09-20
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-12-03 deposited with the CCDC.	2025-02-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.715(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.2700(3)
_cell_length_b                   7.5957(2)
_cell_length_c                   14.4949(3)
_cell_measurement_reflns_used    5159
_cell_measurement_temperature    302.36(10)
_cell_measurement_theta_max      73.2650
_cell_measurement_theta_min      6.2850
_cell_volume                     1532.58(6)
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      302.36(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     18.00  43.00   0.50    0.50    --    5.00   8.00 -82.00   50
  2  \w    -57.00 -32.00   0.50    0.50    --    5.00  -8.00 105.00   50
  3  \w    -98.00 -60.00   0.50    0.50    --  -98.80   8.00 -82.00   76
  4  \w    -45.00  13.00   0.50    0.50    --    0.00 -37.00-120.00  116
  5  \w    -46.00   9.00   0.50    0.50    --    0.00 -57.00-150.00  110
  6  \w    -79.00 -53.00   0.50    0.50    --    0.00 -37.00-120.00   52
  7  \w     17.00  42.00   0.50    0.50    --    5.00  72.00  60.00   50
  8  \w    -46.00  14.00   0.50    0.50    --    5.00 -72.00 -30.00  120
  9  \w   -113.00  -9.00   0.50    0.50    --  -98.80  57.00  30.00  208
 10  \w   -130.00-104.00   0.50    0.50    --  -98.80 -19.00 -60.00   52
 11  \w   -109.00 -68.00   0.50    0.50    --  -98.80  19.00 120.00   82
 12  \w    -64.00 -23.00   0.50    0.50    --  -98.80  57.00 -60.00   82
 13  \w   -106.00 -81.00   0.50    0.50    --  -98.80  57.00 -60.00   50
 14  \w   -110.00 -25.00   0.50    0.50    --  -98.80  72.00  60.00  170
 15  \w   -188.00-111.00   0.50    0.50    --  -98.80 -19.00-120.00  154
 16  \w    -58.00  -9.00   0.50    0.50    --  -98.80  19.00 120.00   98
 17  \w   -104.00 -12.00   0.50    0.50    --  -98.80  19.00  30.00  184
 18  \w   -109.00 -83.00   0.50    0.50    --  -98.80  72.00   0.00   52
 19  \w    -98.00 -22.00   0.50    0.50    --  -98.80  72.00 120.00  152
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RCD3): Kappa single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0163944000
_diffrn_orient_matrix_UB_12      0.0219031000
_diffrn_orient_matrix_UB_13      0.1009160000
_diffrn_orient_matrix_UB_21      0.1093783000
_diffrn_orient_matrix_UB_22      0.0088903000
_diffrn_orient_matrix_UB_23      0.0390052000
_diffrn_orient_matrix_UB_31      -0.0029695000
_diffrn_orient_matrix_UB_32      0.2015183000
_diffrn_orient_matrix_UB_33      -0.0127171000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_av_unetI/netI     0.0193
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9056
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.583
_diffrn_reflns_theta_min         3.175
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.521
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78535
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.579
_exptl_crystal_description       cube
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.612
_refine_diff_density_min         -0.579
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         2973
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0638
_refine_ls_R_factor_gt           0.0602
_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^)+(0.0944P)^2^+0.9685P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1760
_refine_ls_wR_factor_ref         0.1795
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2675
_reflns_number_total             2973
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4py01387e2.cif
_cod_data_source_block           1_1
_cod_depositor_comments
'Adding full bibliography for 1573892--1573897.cif.'
_cod_database_code               1573894
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.787
_shelx_estimated_absorpt_t_min   0.752
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), C3(H3), C4(H4), C6(H6), C7(H7), C10(H10), C11(H11), C13(H13),
 C14(H14)
;
_shelx_res_checksum              33292
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.262
_oxdiff_exptl_absorpt_empirical_full_min 0.757