#------------------------------------------------------------------------------
#$Date: 2022-08-06 13:54:35 +0200 (Sat 06 de Aug de 2022) $
#$Revision: 277113 $
#$URL: svn://www.crystallography.net/cod/cif/7/06/16/7061637.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_7061637
loop_
_publ_author_name
'Rogozhin, Anton F.'
'Ilichev, Vasily A.'
'Fagin, Anatoly A.'
'Rumyantcev, Roman V.'
'Fukin, Georgy K.'
'Yablonskiy, Artem N.'
'Andreev, Boris A.'
'Bochkarev, Mikhail N.'
_publ_section_title
;
 Novel ditopic 2-mercaptothiazoles and their sodium salts: synthesis,
 structural diversity and luminescence
;
_journal_issue                   29
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              13987
_journal_page_last               13995
_journal_paper_doi               10.1039/D2NJ02746A
_journal_volume                  46
_journal_year                    2022
_chemical_formula_sum            'C16 H22 N2 Na2 O4 S4'
_chemical_formula_weight         480.57
_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
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-06-30 deposited with the CCDC.	2022-07-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.9643(11)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.6815(3)
_cell_length_b                   13.6933(5)
_cell_length_c                   10.3983(4)
_cell_measurement_reflns_used    9937
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.18
_cell_measurement_theta_min      2.49
_cell_volume                     1069.99(7)
_computing_cell_refinement       SAINT
_computing_data_collection       APEX3
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material  Â
_computing_structure_refinement  SHELXL-2018/3
_computing_structure_solution    SHELXT-2014/5
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  Â
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_av_unetI/netI     0.0238
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            16878
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.698
_diffrn_reflns_theta_min         2.494
_diffrn_source                   'microfocus tube'
_exptl_absorpt_coefficient_mu    0.510
_exptl_absorpt_correction_T_max  0.9420
_exptl_absorpt_correction_T_min  0.7589
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS-2016/2
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.492
_exptl_crystal_description       plate
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.080
_refine_diff_density_max         0.435
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     132
_refine_ls_number_reflns         2767
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0271
_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/[σ²(Fo²)+(0.0289P)²+0.4604P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0609
_refine_ls_wR_factor_ref         0.0640
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2392
_reflns_number_total             2767
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj02746a2.cif
_cod_data_source_block           nadmbtdme
_cod_depositor_comments
'Adding full bibliography for 7061634--7061639.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7061637
_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_min   0.870
_shelx_estimated_absorpt_t_max   0.960
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
Na1 Na 0.000000 0.500000 0.500000 0.01303(16) Uani 1 2 d S . P . .
Na2 Na 0.500000 0.500000 0.500000 0.01248(16) Uani 1 2 d S . P . .
S1 S 0.23259(4) 0.34733(2) 0.45605(3) 0.01111(8) Uani 1 1 d . . . . .
S2 S 0.18019(4) 0.32516(2) 0.16483(3) 0.01042(8) Uani 1 1 d . . . . .
N1 N 0.07841(14) 0.48056(8) 0.27343(10) 0.0098(2) Uani 1 1 d . . . . .
O1 O 0.26586(12) 0.60748(7) 0.55601(9) 0.0132(2) Uani 1 1 d . . . . .
O2 O 0.50804(12) 0.48767(7) 0.72977(9) 0.0133(2) Uani 1 1 d . . . . .
C1 C 0.15653(16) 0.39559(9) 0.30192(12) 0.0096(2) Uani 1 1 d . . . . .
C2 C 0.08096(16) 0.41782(9) 0.05986(13) 0.0095(2) Uani 1 1 d . . . . .
C3 C 0.03587(16) 0.49549(9) 0.13780(12) 0.0093(2) Uani 1 1 d . . . . .
C4 C 0.04632(16) 0.42079(9) -0.07654(13) 0.0104(2) Uani 1 1 d . . . . .
H4A H 0.077362 0.367835 -0.126381 0.012 Uiso 1 1 calc R U . . .
C5 C 0.2353(2) 0.69387(10) 0.47669(15) 0.0199(3) Uani 1 1 d . . . . .
H5A H 0.349254 0.725641 0.475504 0.030 Uiso 1 1 calc R U . . .
H5B H 0.159131 0.738815 0.513522 0.030 Uiso 1 1 calc R U . . .
H5C H 0.176540 0.676226 0.386826 0.030 Uiso 1 1 calc R U . . .
C6 C 0.33066(19) 0.63152(11) 0.69127(14) 0.0183(3) Uani 1 1 d . . . . .
H6A H 0.240870 0.670832 0.724139 0.022 Uiso 1 1 calc R U . . .
H6B H 0.440914 0.670701 0.700800 0.022 Uiso 1 1 calc R U . . .
C7 C 0.36789(19) 0.53943(12) 0.76942(14) 0.0194(3) Uani 1 1 d . . . . .
H7A H 0.401997 0.555223 0.864218 0.023 Uiso 1 1 calc R U . . .
H7B H 0.259521 0.498358 0.755276 0.023 Uiso 1 1 calc R U . . .
C8 C 0.5456(2) 0.39908(11) 0.80105(15) 0.0213(3) Uani 1 1 d . . . . .
H8A H 0.580473 0.413502 0.895204 0.032 Uiso 1 1 calc R U . . .
H8B H 0.643054 0.364979 0.772282 0.032 Uiso 1 1 calc R U . . .
H8C H 0.439340 0.357622 0.784886 0.032 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
O1 Na1 O1 180.0 3_566 . ?
O1 Na1 N1 86.49(3) 3_566 3_566 ?
O1 Na1 N1 93.51(3) . 3_566 ?
O1 Na1 N1 93.51(3) 3_566 . ?
O1 Na1 N1 86.49(3) . . ?
N1 Na1 N1 180.0 3_566 . ?
O1 Na1 S1 87.71(2) 3_566 3_566 ?
O1 Na1 S1 92.29(2) . 3_566 ?
N1 Na1 S1 60.10(2) 3_566 3_566 ?
N1 Na1 S1 119.90(2) . 3_566 ?
O1 Na1 S1 92.29(2) 3_566 . ?
O1 Na1 S1 87.71(2) . . ?
N1 Na1 S1 119.90(2) 3_566 . ?
N1 Na1 S1 60.10(2) . . ?
S1 Na1 S1 180.0 3_566 . ?
O2 Na2 O2 180.0 . 3_666 ?
O2 Na2 O1 108.87(3) . 3_666 ?
O2 Na2 O1 71.13(3) 3_666 3_666 ?
O2 Na2 O1 71.13(3) . . ?
O2 Na2 O1 108.87(3) 3_666 . ?
O1 Na2 O1 180.0 3_666 . ?
O2 Na2 S1 91.31(2) . 3_666 ?
O2 Na2 S1 88.70(2) 3_666 3_666 ?
O1 Na2 S1 86.59(2) 3_666 3_666 ?
O1 Na2 S1 93.41(2) . 3_666 ?
O2 Na2 S1 88.69(2) . . ?
O2 Na2 S1 91.31(2) 3_666 . ?
O1 Na2 S1 93.41(2) 3_666 . ?
O1 Na2 S1 86.59(2) . . ?
S1 Na2 S1 180.0 3_666 . ?
C1 S1 Na1 76.37(4) . . ?
C1 S1 Na2 87.86(4) . . ?
Na1 S1 Na2 83.855(9) . . ?
C2 S2 C1 90.18(6) . . ?
C1 N1 C3 110.97(10) . . ?
C1 N1 Na1 93.90(8) . . ?
C3 N1 Na1 149.69(8) . . ?
C6 O1 C5 110.99(11) . . ?
C6 O1 Na2 104.22(7) . . ?
C5 O1 Na2 113.22(8) . . ?
C6 O1 Na1 117.92(8) . . ?
C5 O1 Na1 108.97(8) . . ?
Na2 O1 Na1 101.17(3) . . ?
C7 O2 C8 111.06(11) . . ?
C7 O2 Na2 113.09(8) . . ?
C8 O2 Na2 122.97(8) . . ?
N1 C1 S1 126.95(10) . . ?
N1 C1 S2 114.90(9) . . ?
S1 C1 S2 118.14(7) . . ?
C4 C2 C3 122.84(11) . . ?
C4 C2 S2 128.86(10) . . ?
C3 C2 S2 108.30(9) . . ?
N1 C3 C4 124.76(11) . 3_565 ?
N1 C3 C2 115.63(11) . . ?
C4 C3 C2 119.60(11) 3_565 . ?
C2 C4 C3 117.55(11) . 3_565 ?
O1 C6 C7 109.20(12) . . ?
O2 C7 C6 109.53(12) . . ?
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
Na1 O1 2.4865(9) 3_566 ?
Na1 O1 2.4865(9) . ?
Na1 N1 2.5637(11) 3_566 ?
Na1 N1 2.5637(11) . ?
Na1 S1 2.8478(3) 3_566 ?
Na1 S1 2.8478(3) . ?
Na2 O2 2.3832(9) . ?
Na2 O2 2.3832(9) 3_666 ?
Na2 O1 2.4848(9) 3_666 ?
Na2 O1 2.4848(9) . ?
Na2 S1 2.8999(3) 3_666 ?
Na2 S1 2.8999(3) . ?
S1 C1 1.7200(13) . ?
S2 C2 1.7428(13) . ?
S2 C1 1.7614(13) . ?
N1 C1 1.3145(16) . ?
N1 C3 1.3952(16) . ?
O1 C6 1.4297(16) . ?
O1 C5 1.4334(17) . ?
O2 C7 1.4196(16) . ?
O2 C8 1.4197(16) . ?
C2 C4 1.3884(18) . ?
C2 C3 1.4228(17) . ?
C3 C4 1.3971(17) 3_565 ?
C6 C7 1.495(2) . ?
