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_1573896
_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         'C13 H10 N4 O4 S, C4 H8 O'
_chemical_formula_sum            'C17 H18 N4 O5 S'
_chemical_formula_weight         390.41
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2024-03-30
_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                69.245(4)
_cell_angle_beta                 89.785(3)
_cell_angle_gamma                83.280(2)
_cell_formula_units_Z            2
_cell_length_a                   6.9039(2)
_cell_length_b                   10.6650(3)
_cell_length_c                   12.8313(6)
_cell_measurement_reflns_used    5825
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      73.6830
_cell_measurement_theta_min      4.4570
_cell_volume                     876.66(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_temperature      150.00
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.938
_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     -6.00  26.00   0.50    0.50    --    1.00  72.00  30.00   64
  2  \w    -13.00  64.00   0.50    0.50    --    1.00  72.00 -60.00  154
  3  \w    -13.00  72.00   0.50    0.50    --    1.00  19.00-120.00  170
  4  \w    -84.00 -10.00   0.50    0.50    --    1.00 -57.00  90.00  148
  5  \w   -105.00 -56.00   0.50    0.50    -- -100.10  72.00 -90.00   98
  6  \w   -113.00 -12.00   0.50    0.50    -- -100.10  72.00 120.00  202
  7  \w   -114.00 -18.00   0.50    0.50    -- -100.10  19.00   0.00  192
  8  \w   -114.00 -56.00   0.50    0.50    -- -100.10  72.00   0.00  116
  9  \w    -52.00 -12.00   0.50    0.50    -- -100.10  72.00 -30.00   80
 10  \w   -107.00 -41.00   0.50    0.50    -- -100.10  72.00-150.00  132
 11  \w    -70.00 -31.00   0.50    0.50    -- -100.10  72.00  60.00   78
 12  \w   -178.00-145.00   0.50    0.50    -- -100.10 -19.00-180.00   66
 13  \w   -115.00 -88.00   0.50    0.50    -- -100.10 -19.00-180.00   54
 14  \w   -101.00 -49.00   0.50    0.50    -- -100.10  72.00 -60.00  104
 15  \w    -91.00 -22.00   0.50    0.50    -- -100.10  57.00 -90.00  138
 16  \w   -108.00 -83.00   0.50    0.50    -- -100.10  72.00 150.00   50
 17  \w   -188.00 -88.00   0.50    0.50    -- -100.10 -19.00 -60.00  200
 18  \w   -189.00 -91.00   0.50    0.50    -- -100.10 -19.00  30.00  196
 19  \w   -110.00 -57.00   0.50    0.50    -- -100.10  57.00-150.00  106
 20  \w   -103.00 -78.00   0.50    0.50    -- -100.10  72.00-180.00   50
 21  \w   -106.00 -80.00   0.50    0.50    -- -100.10  72.00  90.00   52
 22  \w   -110.00 -15.00   0.50    0.50    -- -100.10  57.00  60.00  190
;
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0186
_diffrn_reflns_av_unetI/netI     0.0217
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.938
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7774
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.938
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.250
_diffrn_reflns_theta_min         3.687
_exptl_absorpt_coefficient_mu    1.990
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83970
_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            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.479
_exptl_crystal_description       block
_exptl_crystal_F_000             408
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.275
_refine_diff_density_min         -0.314
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         3349
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0364
_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^)+(0.0607P)^2^+0.2580P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1016
_refine_ls_wR_factor_ref         0.1028
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3145
_reflns_number_total             3349
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4py01387e2.cif
_cod_data_source_block           3
_cod_depositor_comments
'Adding full bibliography for 1573892--1573897.cif.'
_cod_original_cell_volume        876.67(6)
_cod_database_code               1573896
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.980
_shelx_estimated_absorpt_t_min   0.961
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2. Rigid bond restraints
 S1, C7
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
3.a Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B)
3.b Aromatic/amide H refined with riding coordinates:
 N2(H2), N3(H3), C2(H2A), C3(H3A), C5(H5), C6(H6), C9(H9), C10(H10), C12(H12),
 C13(H13)
;
_shelx_res_checksum              69372
_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
;