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_1573895
_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 N4 S'
_chemical_formula_sum            'C15 H10 N4 S'
_chemical_formula_weight         278.33
_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_Hall           'F 2 -2d'
_space_group_name_H-M_alt        'F d d 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-09-23
_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                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   24.3010(9)
_cell_length_b                   13.2694(4)
_cell_length_c                   8.6371(3)
_cell_measurement_reflns_used    2080
_cell_measurement_temperature    300.55(10)
_cell_measurement_theta_max      72.8790
_cell_measurement_theta_min      3.6440
_cell_volume                     2785.12(16)
_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      300.55(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.971
_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    -62.00 -37.00   0.50    0.50    --    0.00 -70.00 -68.00   50
  2  \w     42.00  92.00   0.50    0.50    --    5.00  59.00-151.00  100
  3  \w    -85.00 -60.00   0.50    0.50    --  -98.80  70.00  62.00   50
  4  \w    -85.00 -60.00   0.50    0.50    --  -98.80  59.00-151.00   50
  5  \w   -161.00-136.00   0.50    0.50    --  -98.80 -70.00 -68.00   50
  6  \w   -154.00-128.00   0.50    0.50    --  -98.80 -59.00  68.00   52
  7  \w    -26.00   8.00   0.50    0.50    --    0.00 -19.00  90.00   68
  8  \w    -88.00 -34.00   0.50    0.50    --    0.00 -19.00  90.00  108
  9  \w   -188.00 -86.00   0.50    0.50    --  -98.80 -72.00-180.00  204
 10  \w   -172.00 -85.00   0.50    0.50    --  -98.80 -57.00  90.00  174
 11  \w   -113.00 -10.00   0.50    0.50    --  -98.80  57.00 -60.00  206
 12  \w   -159.00-134.00   0.50    0.50    --  -98.80 -19.00 -90.00   50
 13  \w    -62.00 -37.00   0.50    0.50    --  -98.80  19.00  60.00   50
;
_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      0.0356637000
_diffrn_orient_matrix_UB_12      -0.0262602000
_diffrn_orient_matrix_UB_13      0.1417017000
_diffrn_orient_matrix_UB_21      -0.0251847000
_diffrn_orient_matrix_UB_22      -0.1064419000
_diffrn_orient_matrix_UB_23      0.0035930000
_diffrn_orient_matrix_UB_31      0.0459927000
_diffrn_orient_matrix_UB_32      -0.0381452000
_diffrn_orient_matrix_UB_33      -0.1082314000
_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  0.0125
_diffrn_reflns_av_unetI/netI     0.0126
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            2627
_diffrn_reflns_point_group_measured_fraction_full 0.878
_diffrn_reflns_point_group_measured_fraction_max 0.850
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.486
_diffrn_reflns_theta_min         6.380
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.016
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88667
_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    1.328
_exptl_crystal_description       plate
_exptl_crystal_F_000             1152
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.831
_refine_diff_density_min         -0.392
_refine_diff_density_rms         0.061
_refine_ls_abs_structure_details
;
 Flack x determined using 447 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.052(13)
_refine_ls_extinction_coef       0.0021(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     93
_refine_ls_number_reflns         1188
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.0651
_refine_ls_R_factor_gt           0.0644
_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^)+(0.1205P)^2^+5.3069P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1885
_refine_ls_wR_factor_ref         0.1902
_reflns_Friedel_coverage         0.636
_reflns_Friedel_fraction_full    0.750
_reflns_Friedel_fraction_max     0.712
_reflns_number_gt                1177
_reflns_number_total             1188
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4py01387e2.cif
_cod_data_source_block           1_CCDC1
_cod_depositor_comments
'Adding full bibliography for 1573892--1573897.cif.'
_cod_database_code               1573895
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.824
_shelx_estimated_absorpt_t_min   0.794
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2. Restrained distances
 H2-H2_$1
 2.1 with sigma of 0.001
3.a Aromatic/amide H refined with riding coordinates:
 N2(H2), C3(H3), C4(H4), C5(H5), C6(H6)
;
_shelx_res_checksum              99145
_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 1.172
_oxdiff_exptl_absorpt_empirical_full_min 0.869