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_7129525
_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         'C24 H24 N2 S2'
_chemical_formula_sum            'C24 H24 N2 S2'
_chemical_formula_weight         404.57
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-11-10
_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                90
_cell_angle_beta                 95.253(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   10.0154(3)
_cell_length_b                   10.7382(2)
_cell_length_c                   38.8755(10)
_cell_measurement_reflns_used    7898
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      70.7830
_cell_measurement_theta_min      4.4640
_cell_volume                     4163.40(18)
_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 0.999
_diffrn_measured_fraction_theta_max 0.990
_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    -18.00   8.00   0.25    0.50    --    5.00  19.00-120.00  104
  2  \w     31.00  57.00   0.25    0.50    --    5.00  19.00-120.00  104
  3  \w    -72.00 -18.00   0.25    0.50    --  -41.80 -34.00-133.36  216
  4  \w    -66.00  13.00   0.25    0.50    --  -41.80  57.00-150.00  316
  5  \w     18.00  43.00   0.25    0.50    --  -41.80  57.00-150.00  100
  6  \w   -121.00 -18.00   0.25    0.50    --  -41.80 -34.00 -54.53  412
  7  \w   -123.00 -41.00   0.25    0.50    -- -102.90  57.00  90.00  328
  8  \w   -115.00 -31.00   0.25    0.50    -- -102.90  72.00-150.00  336
  9  \w   -120.00 -35.00   0.25    0.50    -- -102.90  19.00 -30.00  340
 10  \w    -86.00 -54.00   0.25    0.50    -- -102.90  57.00-150.00  128
 11  \w    -42.00 -14.00   0.25    0.50    -- -102.90  57.00-150.00  112
 12  \w   -108.00 -14.00   0.25    0.50    -- -102.90  37.00  60.00  376
 13  \w    -39.00 -14.00   0.25    0.50    -- -102.90  72.00  60.00  100
 14  \w   -126.00-100.00   0.25    0.50    -- -102.90  57.00-150.00  104
 15  \w   -191.00-122.00   0.25    0.50    -- -102.90 -57.00 -60.00  276
 16  \w   -119.00 -14.00   0.25    0.50    -- -102.90  19.00-120.00  420
 17  \w   -125.00 -41.00   0.25    0.50    -- -102.90  72.00   0.00  336
 18  \w    -56.00 -20.00   0.25    0.50    -- -102.90  72.00-180.00  144
 19  \w   -190.00 -94.00   0.25    0.50    -- -102.90 -72.00 150.00  384
 20  \w   -180.00-154.00   0.25    0.50    -- -102.90 -72.00-150.00  104
 21  \w   -107.00 -59.00   0.25    0.50    -- -102.90  72.00 -60.00  192
;
_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      -0.0529745000
_diffrn_orient_matrix_UB_12      0.1268366000
_diffrn_orient_matrix_UB_13      -0.0137928000
_diffrn_orient_matrix_UB_21      -0.0241626000
_diffrn_orient_matrix_UB_22      0.0400056000
_diffrn_orient_matrix_UB_23      0.0369779000
_diffrn_orient_matrix_UB_31      0.1431208000
_diffrn_orient_matrix_UB_32      0.0537310000
_diffrn_orient_matrix_UB_33      0.0050817000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_unetI/netI     0.0238
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       47
_diffrn_reflns_limit_l_min       -47
_diffrn_reflns_number            10293
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.355
_diffrn_reflns_theta_min         4.273
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.394
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71291
_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    1.291
_exptl_crystal_description       block
_exptl_crystal_F_000             1712
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.634
_refine_diff_density_min         -0.427
_refine_diff_density_rms         0.089
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     505
_refine_ls_number_reflns         10293
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0868
_refine_ls_R_factor_gt           0.0799
_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^)+(0.1385P)^2^+8.4511P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2233
_refine_ls_wR_factor_ref         0.2283
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8818
_reflns_number_total             10293
_reflns_threshold_expression     'I > 2\s(I)'
_twin_special_details
;
Component 2 rotated by 179.9286\% 
 around [0.94 -0.00 -0.33] (reciprocal) or [1.00 0.00 0.00] (direct)
;
_cod_data_source_file            d1cc06448g2.cif
_cod_data_source_block           2_twin1_hklf4
_cod_database_code               7129525
_shelx_shelxl_version_number     2018/3
_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.a Secondary CH2 refined with riding coordinates:
 C00H(H00a,H00d), C00Q(H00e,H00g), C00S(H00n,H00o), C00T(H00h,H00i), C00X(H00p,
 H00q), C012(H01j,H01k), C016(H01a,H01b), C01K(H01o,H01p)
2.b Aromatic/amide H refined with riding coordinates:
 N005(H005), N006(H006), N007(H007), N008(H008), C009(H009), C00B(H00B),
 C00C(H00C), C00F(H00F), C00I(H00j), C00J(H00k), C00L(H00L), C00M(H00M),
 C00R(H00R), C00V(H00V), C00Y(H00Y), C00Z(H00Z), C010(H010), C011(H011),
 C013(H013), C014(H014), C015(H015), C018(H018), C01A(H01l), C01B(H01c),
 C01C(H01d), C01D(H01e), C01E(H01f), C01F(H01m), C01G(H01G), C01H(H01H),
 C01I(H01I), C01J(H01n)
;
_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 1.652
_oxdiff_exptl_absorpt_empirical_full_min 0.608
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2