Economical synthesis of functional aromatic polythioamides from KOH-assisted multicomponent polymerizations of sulfur, aromatic diamines and dialdehydes
Hu, Yang; Zhang, Lihui; Wang, Zhuang; Hu, Rongrong; Tang, Ben Zhong; Polymer Chemistry 14 (2023) 2617–2623; doi:10.1039/D2PY01560A

data_1568963
_publ_section_title
;
 Economical synthesis of functional aromatic polythioamides from
 KOH-assisted multicomponent polymerizations of sulfur, aromatic diamines
 and dialdehydes
;
_journal_issue                   21
_journal_name_full               'Polymer Chemistry'
_journal_page_first              2617
_journal_page_last               2623
_journal_paper_doi               10.1039/D2PY01560A
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C29 H26 N2 S2'
_chemical_formula_sum            'C29 H26 Cl0.12 N2 O0.12 S2'
_chemical_formula_weight         473.07
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-12-02
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2022-12-08 deposited with the CCDC.	2023-04-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.650(5)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   33.855(2)
_cell_length_b                   8.1449(5)
_cell_length_c                   17.6248(10)
_cell_measurement_reflns_used    4528
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      73.2960
_cell_measurement_theta_min      2.6560
_cell_volume                     4827.3(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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.965
_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     13.00  38.00   0.50    7.00    --    0.00   5.00 -89.00   50
  2  \w    -62.00 -37.00   0.50    7.00    --    0.00  -5.00  94.00   50
  3  \w     18.00  43.00   0.50   28.00    --    5.00   5.00 -89.00   50
  4  \w    -57.00 -32.00   0.50   28.00    --    5.00  -5.00  94.00   50
  5  \w    -81.00 -55.00   0.50   28.00    --  -98.80   5.00 -89.00   52
  6  \w    -52.00  -2.00   0.50    7.00    --    0.00 -72.00 120.00  100
  7  \w    -77.00   8.00   0.50    7.00    --    0.00 -38.00 -30.00  170
  8  \w    -88.00   6.00   0.50    7.00    --    0.00 -72.00-120.00  188
  9  \w   -113.00 -51.00   0.50   28.00    --  -98.80  72.00  60.00  124
 10  \w    -39.00  -9.00   0.50   28.00    --  -98.80  72.00 150.00   60
 11  \w   -102.00 -76.00   0.50   28.00    --  -98.80  72.00 150.00   52
 12  \w   -108.00 -52.00   0.50   28.00    --  -98.80  72.00  90.00  112
 13  \w   -111.00 -36.00   0.50   28.00    --  -98.80  72.00  30.00  150
 14  \w   -112.00 -38.00   0.50   28.00    --  -98.80  72.00   0.00  148
 15  \w   -112.00  -9.00   0.50   28.00    --  -98.80  19.00 -60.00  206
 16  \w   -131.00 -85.00   0.50   28.00    --  -98.80 -19.00 -90.00   92
 17  \w   -101.00 -53.00   0.50   28.00    --  -98.80  72.00 120.00   96
 18  \w   -107.00 -10.00   0.50   28.00    --  -98.80  19.00  30.00  194
 19  \w    -96.00 -38.00   0.50   28.00    --  -98.80  38.00 -60.00  116
;
_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      0.0335648000
_diffrn_orient_matrix_UB_12      0.0136686000
_diffrn_orient_matrix_UB_13      0.0666114000
_diffrn_orient_matrix_UB_21      0.0310464000
_diffrn_orient_matrix_UB_22      0.0014419000
_diffrn_orient_matrix_UB_23      -0.0573217000
_diffrn_orient_matrix_UB_31      -0.0027799000
_diffrn_orient_matrix_UB_32      0.1887020000
_diffrn_orient_matrix_UB_33      -0.0046085000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0901
_diffrn_reflns_av_unetI/netI     0.0947
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            28605
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.863
_diffrn_reflns_theta_min         2.628
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.275
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75824
_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_density_diffrn    1.302
_exptl_crystal_description       needle
_exptl_crystal_F_000             1993
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         3.047
_refine_diff_density_min         -0.517
_refine_diff_density_rms         0.267
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.376
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     599
_refine_ls_number_reflns         9419
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.376
_refine_ls_R_factor_all          0.2085
_refine_ls_R_factor_gt           0.1658
_refine_ls_shift/su_max          0.109
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3803
_refine_ls_wR_factor_ref         0.4115
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5517
_reflns_number_total             9419
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2py01560a2.cif
_cod_data_source_block           2
_cod_depositor_comments          'Adding full bibliography for 1568963.cif.'
_cod_original_cell_volume        4827.2(5)
_cod_database_code               1568963
_shelx_shelxl_version_number     2018/3
_reflns_odcompleteness_completeness 99.19
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C019(H01A,H01B), C01N(H01S,H01T)
2.b Aromatic/amide H refined with riding coordinates:
 N005(H005), N006(H006), N007(H007), N008(H008), C009(H009), C00A(H00A),
 C00B(H00B), C00C(H00C), C00D(H00D), C00E(H00E), C00G(H00G), C00J(H00J),
 C00K(H00K), C00L(H00L), C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P),
 C00V(H00V), C00W(H00W), C00X(H00X), C00Y(H00Y), C00Z(H00Z), C011(H011),
 C016(H016), C01B(H01M), C01D(H01N), C01E(H01E), C01F(H01F), C01G(H01O),
 C01H(H01H), C01I(H01I), C01L(H01Q), C01M(H01R), C01P(H01P), C01Q(H01U)
2.c Idealised Me refined as rotating group:
 C01R(H01C,H01D,H01G), C01S(H01V,H01W,H01X), C01T(H01Y,H,HA), C01U(H01J,H01K,
 H01L)
;
_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 2.189
_oxdiff_exptl_absorpt_empirical_full_min 0.304