#------------------------------------------------------------------------------
#$Date: 2022-01-10 23:48:59 +0100 (lun 10 de ene de 2022) $
#$Revision: 271973 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/95/7129524.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7129524
loop_
_publ_author_name
'Zhang, Lihui'
'Hu, Yang'
'Hu, Rongrong'
'Tang, Ben Zhong'
_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  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -87.00  11.00   0.50    0.50    --    0.00 -19.00 -60.00  196
  2  ω    -42.00 -15.00   0.50    0.50    --    0.00 -72.00-120.00   54
  3  ω     53.00  78.00   0.50    0.50    --    0.00  72.00  30.00   50
  4  ω     -8.00  38.00   0.50    0.50    --    0.00  72.00  30.00   92
  5  ω     -8.00  90.00   0.50    0.55    --    5.00  72.00-180.00  196
  6  ω   -100.00 -31.00   0.50    0.55    --  -98.80  72.00-150.00  138
  7  ω   -113.00 -28.00   0.50    0.55    --  -98.80  72.00   0.00  170
  8  ω    -83.00 -44.00   0.50    0.55    --  -98.80  72.00 120.00   78
  9  ω    -88.00 -37.00   0.50    0.55    --  -98.80  72.00 -30.00  102
 10  ω    -93.00 -59.00   0.50    0.55    --  -98.80  72.00 -60.00   68
 11  ω   -111.00  -9.00   0.50    0.55    --  -98.80  72.00 150.00  204
 12  ω   -113.00 -13.00   0.50    0.55    --  -98.80  19.00   0.00  200
 13  ω    -89.00 -37.00   0.50    0.55    --  -98.80  57.00  90.00  104
 14  ω   -113.00 -16.00   0.50    0.55    --  -98.80  72.00  90.00  194
 15  ω   -169.00 -88.00   0.50    0.55    --  -98.80 -19.00-180.00  162
 16  ω    -83.00 -57.00   0.50    0.55    --  -98.80  57.00 -90.00   52
 17  ω   -163.00 -88.00   0.50    0.55    --  -98.80 -19.00 120.00  150
 18  ω   -186.00-115.00   0.50    0.55    --  -98.80 -19.00-120.00  142
 19  ω   -113.00 -12.00   0.50    0.55    --  -98.80  72.00 -90.00  202
 20  ω    -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       'ω 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/[σ²(Fo²)+(0.0331P)²+0.3133P] where P=(Fo²+2Fc²)/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 > 2σ(I)'
_cod_data_source_file            d1cc06448g2.cif
_cod_data_source_block           1
_cod_database_code               7129524
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_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)
;
_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
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S01 S 0.63315(5) 0.23192(5) 0.94519(3) 0.03073(12) Uani 1 1 d . . . . .
S02 S -0.10634(6) 0.73778(5) 0.62154(2) 0.03403(12) Uani 1 1 d . U . . .
N003 N 0.09213(16) 0.52740(15) 0.83302(8) 0.0236(3) Uani 1 1 d . . . . .
N004 N 0.39806(16) 0.25751(15) 0.84709(8) 0.0272(3) Uani 1 1 d . . . . .
H004 H 0.308418 0.318274 0.819488 0.033 Uiso 1 1 calc R . . . .
N005 N 0.06575(17) 0.40820(16) 0.65480(8) 0.0287(3) Uani 1 1 d . . . . .
H005 H 0.079389 0.313672 0.690185 0.034 Uiso 1 1 calc R . . . .
C006 C -0.08525(19) 0.57867(17) 0.83250(9) 0.0232(3) Uani 1 1 d . . . . .
C007 C 0.45741(19) 0.33178(18) 0.89041(9) 0.0246(3) Uani 1 1 d . . . . .
C008 C 0.3547(2) 0.03048(18) 0.80116(10) 0.0258(3) Uani 1 1 d . . . . .
C009 C -0.05522(19) 0.54393(19) 0.68052(9) 0.0246(3) Uani 1 1 d . U . . .
C00A C -0.14915(19) 0.51315(19) 0.77129(9) 0.0264(3) Uani 1 1 d . . . . .
H00A H -0.277321 0.568212 0.771125 0.032 Uiso 1 1 calc R . . . .
H00B H -0.126965 0.393383 0.791229 0.032 Uiso 1 1 calc R . . . .
C00B C -0.2052(2) 0.68412(18) 0.88569(9) 0.0263(3) Uani 1 1 d . . . . .
H00C H -0.327986 0.717685 0.884303 0.032 Uiso 1 1 calc R . . . .
C00C C 0.15684(19) 0.57790(17) 0.88784(9) 0.0238(3) Uani 1 1 d . . . . .
C00D C -0.1378(2) 0.73831(18) 0.94098(9) 0.0277(3) Uani 1 1 d . . . . .
H00D H -0.215074 0.810669 0.976586 0.033 Uiso 1 1 calc R . . . .
C00E C 0.1734(2) 0.06509(19) 0.83194(11) 0.0316(3) Uani 1 1 d . . . . .
H00E H 0.125520 0.118357 0.878830 0.038 Uiso 1 1 calc R . . . .
C00F C 0.3579(2) 0.51929(18) 0.88559(10) 0.0283(3) Uani 1 1 d . . . . .
H00F H 0.383777 0.552110 0.933193 0.034 Uiso 1 1 calc R . . . .
H00G H 0.406447 0.579238 0.832869 0.034 Uiso 1 1 calc R . . . .
C00G C 0.3742(2) 0.34547(19) 0.58021(10) 0.0288(3) Uani 1 1 d . . . . .
C00H C 0.0446(2) 0.68409(18) 0.94274(9) 0.0268(3) Uani 1 1 d . . . . .
H00H H 0.091831 0.717971 0.980031 0.032 Uiso 1 1 calc R . . . .
C00I C 0.4737(2) 0.07944(19) 0.84265(11) 0.0310(3) Uani 1 1 d . . . . .
H00I H 0.486406 0.012532 0.900246 0.037 Uiso 1 1 calc R . . . .
H00J H 0.591826 0.056833 0.809517 0.037 Uiso 1 1 calc R . . . .
C00J C 0.4242(2) -0.0514(2) 0.73231(10) 0.0340(4) Uani 1 1 d . . . . .
H00K H 0.544870 -0.074902 0.710693 0.041 Uiso 1 1 calc R . . . .
C00K C 0.4946(2) 0.2261(2) 0.53459(11) 0.0385(4) Uani 1 1 d . . . . .
H00L H 0.453023 0.181253 0.499936 0.046 Uiso 1 1 calc R . . . .
C00L C 0.0635(2) 0.0212(2) 0.79365(12) 0.0393(4) Uani 1 1 d . . . . .
H00M H -0.058006 0.047622 0.813931 0.047 Uiso 1 1 calc R . . . .
C00M C 0.1778(2) 0.4058(2) 0.57141(10) 0.0350(4) Uani 1 1 d . . . . .
H00N H 0.145029 0.518250 0.536551 0.042 Uiso 1 1 calc R . . . .
H00O H 0.155337 0.332632 0.541865 0.042 Uiso 1 1 calc R . . . .
C00N C 0.4384(2) 0.4106(2) 0.63135(12) 0.0414(4) Uani 1 1 d . . . . .
H00P H 0.359503 0.492109 0.661614 0.050 Uiso 1 1 calc R . . . .
C00O C 0.6762(2) 0.1730(2) 0.54016(13) 0.0491(5) Uani 1 1 d . . . . .
H00Q H 0.756201 0.094093 0.508668 0.059 Uiso 1 1 calc R . . . .
C00P C 0.3141(3) -0.0988(2) 0.69532(12) 0.0455(5) Uani 1 1 d . . . . .
H00R H 0.362246 -0.156098 0.649889 0.055 Uiso 1 1 calc R . . . .
C00Q C 0.1339(3) -0.0614(2) 0.72556(13) 0.0461(5) Uani 1 1 d . . . . .
H00S H 0.060400 -0.091793 0.700077 0.055 Uiso 1 1 calc R . . . .
C00R C 0.7382(3) 0.2368(3) 0.59208(13) 0.0568(6) Uani 1 1 d . . . . .
H00T H 0.859980 0.200207 0.596490 0.068 Uiso 1 1 calc R . . . .
C00S C 0.6192(3) 0.3552(3) 0.63769(14) 0.0606(6) Uani 1 1 d . . . . .
H00U H 0.661171 0.398238 0.673073 0.073 Uiso 1 1 calc R . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C006 N003 C00C 118.98(12) . . ?
C007 N004 C00I 124.57(13) . . ?
C009 N005 C00M 125.50(14) . . ?
N003 C006 C00A 116.25(12) . . ?
N003 C006 C00B 122.37(13) . . ?
C00B C006 C00A 121.38(13) . . ?
N004 C007 S01 123.38(11) . . ?
N004 C007 C00F 115.43(13) . . ?
C00F C007 S01 121.17(10) . . ?
C00E C008 C00I 120.68(14) . . ?
C00J C008 C00E 118.76(15) . . ?
C00J C008 C00I 120.55(14) . . ?
N005 C009 S02 125.09(12) . . ?
N005 C009 C00A 115.06(13) . . ?
C00A C009 S02 119.85(11) . . ?
C006 C00A C009 111.71(12) . . ?
C00D C00B C006 118.46(14) . . ?
N003 C00C C00F 117.37(12) . . ?
N003 C00C C00H 121.78(13) . . ?
C00H C00C C00F 120.83(13) . . ?
C00H C00D C00B 119.48(13) . . ?
C00L C00E C008 120.82(16) . . ?
C00C C00F C007 116.97(12) . . ?
C00K C00G C00M 119.96(15) . . ?
C00N C00G C00K 118.91(16) . . ?
C00N C00G C00M 121.10(15) . . ?
C00D C00H C00C 118.91(13) . . ?
N004 C00I C008 110.48(12) . . ?
C008 C00J C00P 120.21(16) . . ?
C00O C00K C00G 120.58(18) . . ?
C00Q C00L C00E 120.08(17) . . ?
N005 C00M C00G 112.20(13) . . ?
C00S C00N C00G 120.21(18) . . ?
C00R C00O C00K 120.00(18) . . ?
C00Q C00P C00J 120.46(17) . . ?
C00L C00Q C00P 119.63(16) . . ?
C00O C00R C00S 119.70(18) . . ?
C00R C00S C00N 120.57(19) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S01 C007 1.6709(15) . ?
S02 C009 1.6647(15) . ?
N003 C006 1.3383(19) . ?
N003 C00C 1.3460(18) . ?
N004 C007 1.3172(19) . ?
N004 C00I 1.4583(18) . ?
N005 C009 1.3265(19) . ?
N005 C00M 1.461(2) . ?
C006 C00A 1.5121(19) . ?
C006 C00B 1.388(2) . ?
C007 C00F 1.523(2) . ?
C008 C00E 1.392(2) . ?
C008 C00I 1.507(2) . ?
C008 C00J 1.383(2) . ?
C009 C00A 1.515(2) . ?
C00B C00D 1.387(2) . ?
C00C C00F 1.510(2) . ?
C00C C00H 1.390(2) . ?
C00D C00H 1.379(2) . ?
C00E C00L 1.384(2) . ?
C00G C00K 1.386(2) . ?
C00G C00M 1.505(2) . ?
C00G C00N 1.381(2) . ?
C00J C00P 1.391(2) . ?
C00K C00O 1.384(3) . ?
C00L C00Q 1.377(3) . ?
C00N C00S 1.379(3) . ?
C00O C00R 1.370(3) . ?
C00P C00Q 1.381(3) . ?
C00R C00S 1.377(3) . ?
