Economic Sulfur Conversion to Functional Polythioamides Through Catalyst-free Multicomponent Polymerizations of Sulfur, Acids, and Amines.
Cao, Wenxia; Dai, Fengying; Hu, Rongrong; Tang, Ben Zhong; Journal of the American Chemical Society  (2019) –; doi:10.1021/jacs.9b11066

data_4133894
_publ_section_title
;
 Economic Sulfur Conversion to Functional Polythioamides Through
 Catalyst-free Multicomponent Polymerizations of Sulfur, Acids, and
 Amines.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.9b11066
_journal_year                    2019
_chemical_formula_moiety         'C14 H13 N O S'
_chemical_formula_sum            'C14 H13 N O S'
_chemical_formula_weight         243.31
_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             2018-11-29
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 106.568(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.2884(4)
_cell_length_b                   12.8082(4)
_cell_length_c                   8.0660(3)
_cell_measurement_reflns_used    3490
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      72.8230
_cell_measurement_theta_min      6.6980
_cell_volume                     1216.82(8)
_computing_cell_refinement       'CrysAlisPro 1.171.39.44a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.44a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.44a (Rigaku OD, 2018)'
_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 0.987
_diffrn_measured_fraction_theta_max 0.987
_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     52.00  82.00   0.50    2.68    --    0.00  57.00 120.00   60
  2  \w     -9.00  35.00   0.50    2.68    --    0.00  57.00 120.00   88
  3  \w    -87.00 -43.00   0.50    2.68    --    0.00 -38.00   0.00   88
  4  \w    -30.00   8.00   0.50    2.68    --    0.00 -38.00   0.00   76
  5  \w   -113.00 -59.00   0.50   10.72    --  -98.80  72.00 120.00  108
  6  \w   -113.00 -11.00   0.50   10.72    --  -98.80  72.00 -90.00  204
  7  \w   -180.00 -85.00   0.50   10.72    --  -98.80 -72.00  30.00  190
  8  \w   -110.00 -54.00   0.50   10.72    --  -98.80  72.00  60.00  112
  9  \w    -64.00 -10.00   0.50   10.72    --  -98.80  72.00 -30.00  108
 10  \w   -186.00 -90.00   0.50   10.72    --  -98.80 -72.00  60.00  192
 11  \w    -90.00 -64.00   0.50   10.72    --  -98.80  72.00-150.00   52
 12  \w    -92.00 -66.00   0.50   10.72    --  -98.80  72.00-180.00   52
 13  \w   -186.00-161.00   0.50   10.72    --  -98.80 -72.00-150.00   50
 14  \w   -101.00 -76.00   0.50   10.72    --  -98.80  72.00 150.00   50
 15  \w   -185.00 -86.00   0.50   10.72    --  -98.80 -57.00 120.00  198
;
_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      0.0604774000
_diffrn_orient_matrix_UB_12      0.0281573000
_diffrn_orient_matrix_UB_13      -0.1369697000
_diffrn_orient_matrix_UB_21      -0.0099316000
_diffrn_orient_matrix_UB_22      0.1168265000
_diffrn_orient_matrix_UB_23      0.0386710000
_diffrn_orient_matrix_UB_31      0.1155413000
_diffrn_orient_matrix_UB_32      -0.0047885000
_diffrn_orient_matrix_UB_33      0.1396126000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0294
_diffrn_reflns_av_unetI/netI     0.0390
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            6249
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.077
_diffrn_reflns_theta_max         67.077
_diffrn_reflns_theta_min         3.753
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_exptl_absorpt_coefficient_mu    2.207
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76812
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.44a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_description       block
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.418
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         2140
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0507
_refine_ls_R_factor_gt           0.0433
_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^)+(0.0796P)^2^+0.2211P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1160
_refine_ls_wR_factor_ref         0.1208
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1813
_reflns_number_total             2140
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja9b11066_si_002.cif
_cod_data_source_block           cwx_1
_cod_original_cell_volume        1216.82(7)
_cod_database_code               4133894
_shelx_shelxl_version_number     2018/3
_reflns_odcompleteness_completeness 98.29
_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 N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N003(H003), C007(H007), C009(H009), C00A(H00A), C00B(H00B), C00C(H00C),
 C00D(H00D), C00E(H00E), C00F(H00F), C00G(H00G)
2.b Idealised Me refined as rotating group:
 C00H(H00H,H00I,H00J)
;
_shelx_res_checksum              13157
_shelx_hkl_checksum              72470
_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 1.417
_oxdiff_exptl_absorpt_empirical_full_min 0.716