#------------------------------------------------------------------------------
#$Date: 2025-08-21 14:21:36 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301847 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/01/72/7017289.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_7017289
loop_
_publ_author_name
'Oelkers, Benjamin'
'Sundermeyer, Jörg'
_publ_section_title
;
 Sulfonate-tagged 1,4-diazabutadiene (DAD(S)) ligands and their
 noble-metal complexes - synthesis, characterization and immobilization in
 ionic liquids.
;
_journal_issue                   47
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              12727
_journal_page_last               12741
_journal_paper_doi               10.1039/c1dt10939a
_journal_volume                  40
_journal_year                    2011
_chemical_formula_moiety         'C22 H26 N2 O6 S2, 2(C9 H17 N2)'
_chemical_formula_sum            'C40 H60 N6 O6 S2'
_chemical_formula_weight         785.08
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                86.492(4)
_cell_angle_beta                 84.986(4)
_cell_angle_gamma                65.819(3)
_cell_formula_units_Z            1
_cell_length_a                   7.4331(3)
_cell_length_b                   8.3007(4)
_cell_length_c                   17.9835(9)
_cell_measurement_reflns_used    7247
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.17
_cell_measurement_theta_min      2.27
_cell_measurement_wavelength     0.71073
_cell_volume                     1007.95(8)
_computing_cell_refinement       'STOE X-AREA'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1993)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0616
_diffrn_reflns_av_sigmaI/netI    0.0663
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            8050
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         26.72
_diffrn_reflns_theta_min         2.27
_exptl_absorpt_coefficient_mu    0.186
_exptl_absorpt_correction_T_max  1.1296
_exptl_absorpt_correction_T_min  0.8745
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             422
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.217
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.916
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     251
_refine_ls_number_reflns         4158
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.916
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0446
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0680P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1069
_refine_ls_wR_factor_ref         0.1122
_reflns_number_gt                3074
_reflns_number_total             4158
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c1dt10939a.txt
_cod_data_source_block           compound8b
_cod_original_cell_volume        1007.96(8)
_cod_database_code               7017289
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C101 C 0.4481(3) 0.0723(2) 0.97273(10) 0.0283(4) Uani 1 1 d .
C102 C 0.4947(4) 0.2321(3) 0.96855(13) 0.0408(5) Uani 1 1 d .
H10A H 0.6287 0.2011 0.9456 0.061 Uiso 1 1 calc R
H10B H 0.4861 0.2743 1.0190 0.061 Uiso 1 1 calc R
H10C H 0.3998 0.3253 0.9383 0.061 Uiso 1 1 calc R
C103 C 0.2215(3) 0.1780(2) 0.87959(10) 0.0265(4) Uani 1 1 d .
C104 C 0.3045(3) 0.1818(2) 0.80686(10) 0.0264(4) Uani 1 1 d .
C105 C 0.1870(3) 0.3061(2) 0.75400(10) 0.0262(4) Uani 1 1 d .
C106 C -0.0108(3) 0.4175(2) 0.77365(11) 0.0271(4) Uani 1 1 d .
C107 C -0.0821(3) 0.4080(2) 0.84767(11) 0.0285(4) Uani 1 1 d .
H107 H -0.2146 0.4847 0.8618 0.034 Uiso 1 1 calc R
C108 C 0.0298(3) 0.2931(2) 0.90144(11) 0.0287(4) Uani 1 1 d .
C109 C 0.5152(3) 0.0551(3) 0.78939(11) 0.0322(4) Uani 1 1 d .
H10D H 0.6035 0.1136 0.7956 0.048 Uiso 1 1 calc R
H10E H 0.5313 0.0174 0.7377 0.048 Uiso 1 1 calc R
H10F H 0.5481 -0.0483 0.8234 0.048 Uiso 1 1 calc R
C110 C -0.1584(3) 0.5457(3) 0.72275(11) 0.0325(4) Uani 1 1 d .
H11A H -0.1936 0.4801 0.6873 0.049 Uiso 1 1 calc R
H11B H -0.1002 0.6204 0.6953 0.049 Uiso 1 1 calc R
H11C H -0.2774 0.6200 0.7526 0.049 Uiso 1 1 calc R
C111 C -0.0498(3) 0.2921(3) 0.98120(11) 0.0345(5) Uani 1 1 d .
H11D H -0.1878 0.3778 0.9862 0.052 Uiso 1 1 calc R
H11E H 0.0289 0.3240 1.0137 0.052 Uiso 1 1 calc R
H11F H -0.0423 0.1738 0.9956 0.052 Uiso 1 1 calc R
C201 C 0.1361(3) 0.8175(2) 0.57083(10) 0.0261(4) Uani 1 1 d .
C202 C -0.1896(3) 0.9291(2) 0.59260(11) 0.0284(4) Uani 1 1 d .
H202 H -0.3184 0.9936 0.6148 0.034 Uiso 1 1 calc R
C203 C -0.1443(3) 0.8307(2) 0.53146(11) 0.0289(4) Uani 1 1 d .
H203 H -0.2347 0.8114 0.5028 0.035 Uiso 1 1 calc R
C204 C -0.0024(3) 1.0149(2) 0.68169(11) 0.0295(4) Uani 1 1 d .
H20A H -0.1277 1.1211 0.6886 0.035 Uiso 1 1 calc R
H20B H 0.1053 1.0555 0.6703 0.035 Uiso 1 1 calc R
C205 C 0.0345(3) 0.9067(3) 0.75454(11) 0.0304(4) Uani 1 1 d .
H20C H 0.0140 0.9870 0.7960 0.036 Uiso 1 1 calc R
H20D H -0.0648 0.8554 0.7630 0.036 Uiso 1 1 calc R
C206 C 0.2395(3) 0.7580(3) 0.75732(11) 0.0315(4) Uani 1 1 d .
H20E H 0.2548 0.6693 0.7201 0.038 Uiso 1 1 calc R
H20F H 0.3398 0.8063 0.7433 0.038 Uiso 1 1 calc R
C207 C 0.2778(3) 0.6675(3) 0.83390(12) 0.0375(5) Uani 1 1 d .
H20G H 0.2692 0.7533 0.8706 0.056 Uiso 1 1 calc R
H20H H 0.4100 0.5712 0.8323 0.056 Uiso 1 1 calc R
H20I H 0.1787 0.6196 0.8482 0.056 Uiso 1 1 calc R
C208 C 0.3500(3) 0.7696(2) 0.57450(11) 0.0294(4) Uani 1 1 d .
H20J H 0.3689 0.8542 0.6052 0.044 Uiso 1 1 calc R
H20K H 0.4102 0.7724 0.5240 0.044 Uiso 1 1 calc R
H20L H 0.4125 0.6505 0.5967 0.044 Uiso 1 1 calc R
C209 C 0.1709(3) 0.6367(3) 0.46116(11) 0.0326(4) Uani 1 1 d .
H20M H 0.2562 0.6823 0.4304 0.049 Uiso 1 1 calc R
H20N H 0.0800 0.6190 0.4295 0.049 Uiso 1 1 calc R
H20O H 0.2525 0.5239 0.4850 0.049 Uiso 1 1 calc R
N101 N 0.3302(2) 0.0467(2) 0.93264(9) 0.0283(3) Uani 1 1 d .
N201 N -0.0142(2) 0.9192(2) 0.61704(9) 0.0265(3) Uani 1 1 d .
N202 N 0.0577(2) 0.76327(19) 0.51846(9) 0.0272(3) Uani 1 1 d .
O101 O 0.3475(2) 0.14591(17) 0.62920(7) 0.0304(3) Uani 1 1 d .
O102 O 0.4866(2) 0.33316(17) 0.67593(8) 0.0313(3) Uani 1 1 d .
O103 O 0.1709(2) 0.46143(18) 0.62134(8) 0.0333(3) Uani 1 1 d .
S101 S 0.30682(7) 0.31369(6) 0.66301(3) 0.02594(13) Uani 1 1 d .
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'
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
N101 C101 C101 116.6(2) . 2_657
N101 C101 C102 125.70(17) . .
C101 C101 C102 117.7(2) 2_657 .
C101 C102 H10A 109.5 . .
C101 C102 H10B 109.5 . .
H10A C102 H10B 109.5 . .
C101 C102 H10C 109.5 . .
H10A C102 H10C 109.5 . .
H10B C102 H10C 109.5 . .
C108 C103 C104 122.01(16) . .
C108 C103 N101 117.85(17) . .
C104 C103 N101 120.04(16) . .
C103 C104 C105 118.54(17) . .
C103 C104 C109 117.90(16) . .
C105 C104 C109 123.55(17) . .
C106 C105 C104 120.50(17) . .
C106 C105 S101 123.07(14) . .
C104 C105 S101 116.42(14) . .
C107 C106 C105 117.55(17) . .
C107 C106 C110 115.57(17) . .
C105 C106 C110 126.87(18) . .
C108 C107 C106 123.63(18) . .
C108 C107 H107 118.2 . .
C106 C107 H107 118.2 . .
C107 C108 C103 117.64(17) . .
C107 C108 C111 121.97(17) . .
C103 C108 C111 120.38(17) . .
C104 C109 H10D 109.5 . .
C104 C109 H10E 109.5 . .
H10D C109 H10E 109.5 . .
C104 C109 H10F 109.5 . .
H10D C109 H10F 109.5 . .
H10E C109 H10F 109.5 . .
C106 C110 H11A 109.5 . .
C106 C110 H11B 109.5 . .
H11A C110 H11B 109.5 . .
C106 C110 H11C 109.5 . .
H11A C110 H11C 109.5 . .
H11B C110 H11C 109.5 . .
C108 C111 H11D 109.5 . .
C108 C111 H11E 109.5 . .
H11D C111 H11E 109.5 . .
C108 C111 H11F 109.5 . .
H11D C111 H11F 109.5 . .
H11E C111 H11F 109.5 . .
N202 C201 N201 107.09(17) . .
N202 C201 C208 124.50(17) . .
N201 C201 C208 128.41(18) . .
C203 C202 N201 107.34(17) . .
C203 C202 H202 126.3 . .
N201 C202 H202 126.3 . .
C202 C203 N202 106.92(17) . .
C202 C203 H203 126.5 . .
N202 C203 H203 126.5 . .
N201 C204 C205 114.44(15) . .
N201 C204 H20A 108.7 . .
C205 C204 H20A 108.7 . .
N201 C204 H20B 108.7 . .
C205 C204 H20B 108.7 . .
H20A C204 H20B 107.6 . .
C206 C205 C204 114.70(16) . .
C206 C205 H20C 108.6 . .
C204 C205 H20C 108.6 . .
C206 C205 H20D 108.6 . .
C204 C205 H20D 108.6 . .
H20C C205 H20D 107.6 . .
C207 C206 C205 112.79(17) . .
C207 C206 H20E 109.0 . .
C205 C206 H20E 109.0 . .
C207 C206 H20F 109.0 . .
C205 C206 H20F 109.0 . .
H20E C206 H20F 107.8 . .
C206 C207 H20G 109.5 . .
C206 C207 H20H 109.5 . .
H20G C207 H20H 109.5 . .
C206 C207 H20I 109.5 . .
H20G C207 H20I 109.5 . .
H20H C207 H20I 109.5 . .
C201 C208 H20J 109.5 . .
C201 C208 H20K 109.5 . .
H20J C208 H20K 109.5 . .
C201 C208 H20L 109.5 . .
H20J C208 H20L 109.5 . .
H20K C208 H20L 109.5 . .
N202 C209 H20M 109.5 . .
N202 C209 H20N 109.5 . .
H20M C209 H20N 109.5 . .
N202 C209 H20O 109.5 . .
H20M C209 H20O 109.5 . .
H20N C209 H20O 109.5 . .
C101 N101 C103 120.91(16) . .
C201 N201 C202 108.97(16) . .
C201 N201 C204 127.20(17) . .
C202 N201 C204 123.76(16) . .
C201 N202 C203 109.68(16) . .
C201 N202 C209 125.00(17) . .
C203 N202 C209 125.01(17) . .
O103 S101 O102 113.02(8) . .
O103 S101 O101 111.63(8) . .
O102 S101 O101 112.09(8) . .
O103 S101 C105 107.52(9) . .
O102 S101 C105 106.11(8) . .
O101 S101 C105 105.95(8) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C101 N101 1.271(2) .
C101 C101 1.492(4) 2_657
C101 C102 1.498(3) .
C102 H10A 0.9800 .
C102 H10B 0.9800 .
C102 H10C 0.9800 .
C103 C108 1.390(3) .
C103 C104 1.401(3) .
C103 N101 1.427(2) .
C104 C105 1.421(3) .
C104 C109 1.504(3) .
C105 C106 1.406(3) .
C105 S101 1.804(2) .
C106 C107 1.399(3) .
C106 C110 1.508(3) .
C107 C108 1.384(3) .
C107 H107 0.9500 .
C108 C111 1.504(3) .
C109 H10D 0.9800 .
C109 H10E 0.9800 .
C109 H10F 0.9800 .
C110 H11A 0.9800 .
C110 H11B 0.9800 .
C110 H11C 0.9800 .
C111 H11D 0.9800 .
C111 H11E 0.9800 .
C111 H11F 0.9800 .
C201 N202 1.339(2) .
C201 N201 1.343(2) .
C201 C208 1.478(3) .
C202 C203 1.346(3) .
C202 N201 1.381(3) .
C202 H202 0.9500 .
C203 N202 1.374(2) .
C203 H203 0.9500 .
C204 N201 1.476(2) .
C204 C205 1.522(3) .
C204 H20A 0.9900 .
C204 H20B 0.9900 .
C205 C206 1.521(3) .
C205 H20C 0.9900 .
C205 H20D 0.9900 .
C206 C207 1.519(3) .
C206 H20E 0.9900 .
C206 H20F 0.9900 .
C207 H20G 0.9800 .
C207 H20H 0.9800 .
C207 H20I 0.9800 .
C208 H20J 0.9800 .
C208 H20K 0.9800 .
C208 H20L 0.9800 .
C209 N202 1.459(2) .
C209 H20M 0.9800 .
C209 H20N 0.9800 .
C209 H20O 0.9800 .
O101 S101 1.4585(13) .
O102 S101 1.4500(14) .
O103 S101 1.4461(14) .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
C108 C103 C104 C105 -0.8(3) .
N101 C103 C104 C105 175.53(16) .
C108 C103 C104 C109 178.33(18) .
N101 C103 C104 C109 -5.3(3) .
C103 C104 C105 C106 -2.6(3) .
C109 C104 C105 C106 178.30(18) .
C103 C104 C105 S101 176.38(13) .
C109 C104 C105 S101 -2.7(2) .
C104 C105 C106 C107 3.7(3) .
S101 C105 C106 C107 -175.24(14) .
C104 C105 C106 C110 -175.04(18) .
S101 C105 C106 C110 6.0(3) .
C105 C106 C107 C108 -1.5(3) .
C110 C106 C107 C108 177.40(18) .
C106 C107 C108 C103 -1.8(3) .
C106 C107 C108 C111 177.46(18) .
C104 C103 C108 C107 3.0(3) .
N101 C103 C108 C107 -173.45(17) .
C104 C103 C108 C111 -176.32(17) .
N101 C103 C108 C111 7.3(3) .
N201 C202 C203 N202 -0.8(2) .
N201 C204 C205 C206 69.3(2) .
C204 C205 C206 C207 173.35(17) .
C101 C101 N101 C103 179.1(2) 2_657
C102 C101 N101 C103 -2.5(3) .
C108 C103 N101 C101 -95.7(2) .
C104 C103 N101 C101 87.8(2) .
N202 C201 N201 C202 -0.4(2) .
C208 C201 N201 C202 179.83(18) .
N202 C201 N201 C204 -177.40(16) .
C208 C201 N201 C204 2.8(3) .
C203 C202 N201 C201 0.7(2) .
C203 C202 N201 C204 177.87(16) .
C205 C204 N201 C201 -87.4(2) .
C205 C204 N201 C202 96.0(2) .
N201 C201 N202 C203 -0.1(2) .
C208 C201 N202 C203 179.70(17) .
N201 C201 N202 C209 -174.04(16) .
C208 C201 N202 C209 5.8(3) .
C202 C203 N202 C201 0.6(2) .
C202 C203 N202 C209 174.48(17) .
C106 C105 S101 O103 5.83(18) .
C104 C105 S101 O103 -173.14(14) .
C106 C105 S101 O102 127.02(16) .
C104 C105 S101 O102 -51.94(16) .
C106 C105 S101 O101 -113.66(16) .
C104 C105 S101 O101 67.38(15) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139157377
