Room Temperature Synthesis of Polythioamides from Multicomponent Polymerization of Sulfur, Pyridine-activated Alkyne, and Amines
Zhang, Lihui; Hu, Yang; Hu, Rongrong; Tang, Ben Zhong; Chemical Communications  (2022) –; doi:10.1039/D1CC06448G

data_7129524
_publ_section_title
;
 Room Temperature Synthesis of Polythioamides from Multicomponent
 Polymerization of Sulfur, Pyridine-activated Alkyne, and Amines
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D1CC06448G
_journal_year                    2022
_chemical_formula_moiety         'C23 H23 N3 S2'
_chemical_formula_sum            'C23 H23 N3 S2'
_chemical_formula_weight         405.56
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2019-12-05
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-11-10 deposited with the CCDC.	2022-01-09 downloaded from the CCDC.
;
_cell_angle_alpha                75.398(2)
_cell_angle_beta                 78.016(2)
_cell_angle_gamma                68.556(3)
_cell_formula_units_Z            2
_cell_length_a                   8.0848(2)
_cell_length_b                   8.7049(2)
_cell_length_c                   16.1850(4)
_cell_measurement_reflns_used    4789
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.0000
_cell_measurement_theta_min      2.8830
_cell_volume                     1017.50(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      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_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    -87.00  11.00   0.50    0.50    --    0.00 -19.00 -60.00  196
  2  \w    -42.00 -15.00   0.50    0.50    --    0.00 -72.00-120.00   54
  3  \w     53.00  78.00   0.50    0.50    --    0.00  72.00  30.00   50
  4  \w     -8.00  38.00   0.50    0.50    --    0.00  72.00  30.00   92
  5  \w     -8.00  90.00   0.50    0.55    --    5.00  72.00-180.00  196
  6  \w   -100.00 -31.00   0.50    0.55    --  -98.80  72.00-150.00  138
  7  \w   -113.00 -28.00   0.50    0.55    --  -98.80  72.00   0.00  170
  8  \w    -83.00 -44.00   0.50    0.55    --  -98.80  72.00 120.00   78
  9  \w    -88.00 -37.00   0.50    0.55    --  -98.80  72.00 -30.00  102
 10  \w    -93.00 -59.00   0.50    0.55    --  -98.80  72.00 -60.00   68
 11  \w   -111.00  -9.00   0.50    0.55    --  -98.80  72.00 150.00  204
 12  \w   -113.00 -13.00   0.50    0.55    --  -98.80  19.00   0.00  200
 13  \w    -89.00 -37.00   0.50    0.55    --  -98.80  57.00  90.00  104
 14  \w   -113.00 -16.00   0.50    0.55    --  -98.80  72.00  90.00  194
 15  \w   -169.00 -88.00   0.50    0.55    --  -98.80 -19.00-180.00  162
 16  \w    -83.00 -57.00   0.50    0.55    --  -98.80  57.00 -90.00   52
 17  \w   -163.00 -88.00   0.50    0.55    --  -98.80 -19.00 120.00  150
 18  \w   -186.00-115.00   0.50    0.55    --  -98.80 -19.00-120.00  142
 19  \w   -113.00 -12.00   0.50    0.55    --  -98.80  72.00 -90.00  202
 20  \w    -80.00 -53.00   0.50    0.55    --  -98.80  19.00  90.00   54
;
_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      0.0703203000
_diffrn_orient_matrix_UB_12      -0.1833755000
_diffrn_orient_matrix_UB_13      -0.0131062000
_diffrn_orient_matrix_UB_21      -0.0098718000
_diffrn_orient_matrix_UB_22      0.0626984000
_diffrn_orient_matrix_UB_23      -0.0973445000
_diffrn_orient_matrix_UB_31      0.1938283000
_diffrn_orient_matrix_UB_32      0.0014202000
_diffrn_orient_matrix_UB_33      -0.0137447000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0284
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            8651
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.080
_diffrn_reflns_theta_max         67.080
_diffrn_reflns_theta_min         2.845
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.465
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83224
_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    1.324
_exptl_crystal_description       block
_exptl_crystal_F_000             428
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.175
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         3574
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0345
_refine_ls_R_factor_gt           0.0315
_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^)+(0.0331P)^2^+0.3133P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0813
_refine_ls_wR_factor_ref         0.0830
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3242
_reflns_number_total             3574
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1cc06448g2.cif
_cod_data_source_block           1
_cod_database_code               7129524
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.846
_shelx_estimated_absorpt_t_min   0.827
_reflns_odcompleteness_completeness 97.84
_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
2. Rigid bond restraints
 C009
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 S02, C009
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3.a Secondary CH2 refined with riding coordinates:
 C00A(H00A,H00B), C00F(H00F,H00G), C00I(H00I,H00J), C00M(H00N,H00O)
3.b Aromatic/amide H refined with riding coordinates:
 N004(H004), N005(H005), C00B(H00C), C00D(H00D), C00E(H00E), C00H(H00H),
 C00J(H00K), C00K(H00L), C00L(H00M), C00N(H00P), C00O(H00Q), C00P(H00R),
 C00Q(H00S), C00R(H00T), C00S(H00U)
;
_shelx_res_checksum              59651
_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 1.487
_oxdiff_exptl_absorpt_empirical_full_min 0.645