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_1573893
_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 H16 N2 O4 S3, C2 H6 O S'
_chemical_formula_sum            'C17 H22 N2 O5 S4'
_chemical_formula_weight         462.60
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-09-14
_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                 93.9720(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.74660(10)
_cell_length_b                   11.0403(2)
_cell_length_c                   22.1225(3)
_cell_measurement_reflns_used    3562
_cell_measurement_temperature    301.31(10)
_cell_measurement_theta_max      73.2850
_cell_measurement_theta_min      4.4980
_cell_volume                     2131.13(5)
_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      301.31(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.968
_diffrn_measured_fraction_theta_max 0.934
_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    -89.00 -46.00   0.50    0.50    --    0.00 -19.00  30.00   86
  2  \w    -44.00  13.00   0.50    0.50    --    0.00 -37.00  60.00  114
  3  \w      8.00  56.00   0.50    0.50    --    5.00  57.00 -90.00   96
  4  \w   -107.00 -18.00   0.50    0.50    --  -98.80  57.00 150.00  178
  5  \w   -100.00 -49.00   0.50    0.50    --  -98.80  72.00-180.00  102
  6  \w    -38.00 -12.00   0.50    0.50    --  -98.80  72.00-180.00   52
  7  \w   -175.00 -85.00   0.50    0.50    --  -98.80 -37.00 -60.00  180
  8  \w    -89.00 -28.00   0.50    0.50    --  -98.80  72.00 -90.00  122
  9  \w   -100.00 -74.00   0.50    0.50    --  -98.80  72.00 150.00   52
 10  \w    -43.00 -18.00   0.50    0.50    --  -98.80  72.00 150.00   50
 11  \w   -109.00 -11.00   0.50    0.50    --  -98.80  72.00-120.00  196
 12  \w   -180.00-155.00   0.50    0.50    --  -98.80 -19.00-180.00   50
 13  \w   -176.00 -88.00   0.50    0.50    --  -98.80 -37.00  30.00  176
;
_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      -0.0214432000
_diffrn_orient_matrix_UB_12      -0.1325477000
_diffrn_orient_matrix_UB_13      -0.0206798000
_diffrn_orient_matrix_UB_21      -0.0028085000
_diffrn_orient_matrix_UB_22      0.0408146000
_diffrn_orient_matrix_UB_23      -0.0666626000
_diffrn_orient_matrix_UB_31      0.1751947000
_diffrn_orient_matrix_UB_32      -0.0155827000
_diffrn_orient_matrix_UB_33      0.0012928000
_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  0.0215
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_Laue_measured_fraction_full 0.968
_diffrn_reflns_Laue_measured_fraction_max 0.934
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            5086
_diffrn_reflns_point_group_measured_fraction_full 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.934
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.653
_diffrn_reflns_theta_min         4.006
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.371
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62542
_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    1.442
_exptl_crystal_description       needle
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.433
_refine_diff_density_min         -0.412
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       0.00075(16)
_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   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     150
_refine_ls_number_reflns         2015
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.096
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0398
_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^)+(0.0706P)^2^+1.1817P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1174
_refine_ls_wR_factor_ref         0.1191
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1873
_reflns_number_total             2015
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4py01387e2.cif
_cod_data_source_block           2
_cod_depositor_comments
'Adding full bibliography for 1573892--1573897.cif.'
_cod_database_code               1573893
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.669
_shelx_estimated_absorpt_t_min   0.622
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 S01-O005 \\sim S003-O007
 with sigma of 0.02
 S01-C00F \\sim S003-C1 \\sim S003-C00G
 with sigma of 0.02
3. Others
 Fixed Sof: S003(0.5) O007(0.5) C00G(0.5) H00H(0.5) H00I(0.5) H00J(0.5)
 C1(0.5) H1A(0.5) H1B(0.5) H1C(0.5)
4.a Aromatic/amide H refined with riding coordinates:
 N006(H006), C00A(H00A), C00C(H00C), C00D(H00D), C00E(H00E)
4.b Idealised Me refined as rotating group:
 C00F(H00B,H00F,H00G), C00G(H00H,H00I,H00J), C1(H1A,H1B,H1C)
;
_shelx_res_checksum              77866
_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 1.507
_oxdiff_exptl_absorpt_empirical_full_min 0.726