#------------------------------------------------------------------------------
#$Date: 2016-03-25 14:01:52 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179876 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/72/7017287.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_7017287
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         'C20 H22 N2 O6 S2, 2(C6 H16 N)'
_chemical_formula_sum            'C32 H54 N4 O6 S2'
_chemical_formula_weight         654.91
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 101.533(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   16.7780(14)
_cell_length_b                   7.2899(9)
_cell_length_c                   14.6759(11)
_cell_measurement_reflns_used    4816
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      26.05
_cell_measurement_theta_min      1.65
_cell_volume                     1758.8(3)
_computing_cell_refinement       'STOE Cell'
_computing_data_collection       'STOE Expose'
_computing_data_reduction        'STOE Integrate'
_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      193(2)
_diffrn_measured_fraction_theta_full 0.945
_diffrn_measured_fraction_theta_max 0.938
_diffrn_measurement_device_type  'STOE IPDS 1'
_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  0.0578
_diffrn_reflns_av_sigmaI/netI    0.1006
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            13370
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.90
_diffrn_reflns_theta_min         2.48
_exptl_absorpt_coefficient_mu    0.198
_exptl_absorpt_correction_T_max  0.9665
_exptl_absorpt_correction_T_min  0.9528
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.237
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'irregular plate'
_exptl_crystal_F_000             708
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.328
_refine_diff_density_min         -0.194
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.761
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         3200
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.761
_refine_ls_R_factor_all          0.0893
_refine_ls_R_factor_gt           0.0375
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0381P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0744
_refine_ls_wR_factor_ref         0.0828
_reflns_number_gt                1562
_reflns_number_total             3200
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c1dt10939a.txt
_cod_data_source_block           compound4a
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7017287
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C201 C 0.40221(15) 0.5577(4) 0.66891(19) 0.0512(8) Uani 1 1 d .
H20A H 0.3717 0.6042 0.7136 0.061 Uiso 1 1 calc R
H20B H 0.4529 0.5074 0.7034 0.061 Uiso 1 1 calc R
C202 C 0.42098(18) 0.7129(4) 0.6106(3) 0.0768(11) Uani 1 1 d .
H20C H 0.4492 0.6674 0.5644 0.115 Uiso 1 1 calc R
H20D H 0.4546 0.8007 0.6493 0.115 Uiso 1 1 calc R
H20E H 0.3712 0.7708 0.5806 0.115 Uiso 1 1 calc R
C203 C 0.39960(15) 0.3053(4) 0.55160(19) 0.0450(7) Uani 1 1 d .
H20F H 0.4102 0.3882 0.5037 0.054 Uiso 1 1 calc R
H20G H 0.3653 0.2070 0.5211 0.054 Uiso 1 1 calc R
C204 C 0.47918(15) 0.2247(4) 0.6017(2) 0.0530(8) Uani 1 1 d .
H20I H 0.5183 0.3212 0.6187 0.079 Uiso 1 1 calc R
H20H H 0.4989 0.1393 0.5615 0.079 Uiso 1 1 calc R
H20J H 0.4710 0.1623 0.6567 0.079 Uiso 1 1 calc R
C205 C 0.27353(13) 0.4664(4) 0.55968(18) 0.0397(6) Uani 1 1 d .
H20L H 0.2455 0.3602 0.5287 0.048 Uiso 1 1 calc R
H20K H 0.2819 0.5523 0.5120 0.048 Uiso 1 1 calc R
C206 C 0.22020(15) 0.5554(4) 0.61863(19) 0.0470(7) Uani 1 1 d .
H20M H 0.2144 0.4743 0.6684 0.071 Uiso 1 1 calc R
H20O H 0.1676 0.5804 0.5810 0.071 Uiso 1 1 calc R
H20N H 0.2447 0.6682 0.6440 0.071 Uiso 1 1 calc R
C101 C 0.03553(12) 0.0543(3) 0.49058(17) 0.0268(5) Uani 1 1 d .
C102 C 0.09036(15) 0.1412(4) 0.57174(18) 0.0470(7) Uani 1 1 d .
H10A H 0.1338 0.0583 0.5964 0.071 Uiso 1 1 calc R
H10B H 0.0600 0.1690 0.6189 0.071 Uiso 1 1 calc R
H10C H 0.1126 0.2524 0.5521 0.071 Uiso 1 1 calc R
C103 C 0.10908(12) 0.1625(3) 0.38102(15) 0.0268(6) Uani 1 1 d .
C104 C 0.18349(12) 0.0704(3) 0.38558(15) 0.0278(5) Uani 1 1 d .
C105 C 0.24449(13) 0.1604(3) 0.35205(16) 0.0279(6) Uani 1 1 d .
H105 H 0.2939 0.1014 0.3540 0.034 Uiso 1 1 calc R
C106 C 0.23376(12) 0.3358(3) 0.31571(16) 0.0259(5) Uani 1 1 d .
C107 C 0.16001(12) 0.4247(3) 0.31205(15) 0.0270(5) Uani 1 1 d .
H107 H 0.1528 0.5430 0.2881 0.032 Uiso 1 1 calc R
C108 C 0.09662(12) 0.3383(3) 0.34394(16) 0.0293(6) Uani 1 1 d .
C109 C 0.19770(16) -0.1183(3) 0.4268(2) 0.0447(7) Uani 1 1 d .
H10D H 0.2132 -0.1090 0.4933 0.067 Uiso 1 1 calc R
H10E H 0.2403 -0.1775 0.4028 0.067 Uiso 1 1 calc R
H10F H 0.1486 -0.1890 0.4108 0.067 Uiso 1 1 calc R
C110 C 0.01590(13) 0.4343(4) 0.33900(19) 0.0472(7) Uani 1 1 d .
H11A H -0.0272 0.3572 0.3073 0.071 Uiso 1 1 calc R
H11B H 0.0158 0.5477 0.3057 0.071 Uiso 1 1 calc R
H11C H 0.0080 0.4590 0.4008 0.071 Uiso 1 1 calc R
N201 N 0.35449(12) 0.4072(3) 0.61400(16) 0.0345(5) Uani 1 1 d .
N101 N 0.04275(10) 0.0654(3) 0.40674(14) 0.0317(5) Uani 1 1 d .
O101 O 0.32197(12) 0.6242(3) 0.31004(17) 0.0759(7) Uani 1 1 d .
O102 O 0.38287(10) 0.3300(3) 0.29649(17) 0.0765(7) Uani 1 1 d .
O103 O 0.28599(10) 0.4457(3) 0.17173(13) 0.0646(6) Uani 1 1 d .
S101 S 0.31239(3) 0.44556(9) 0.27109(4) 0.03171(17) Uani 1 1 d .
H201 H 0.3474(17) 0.331(4) 0.658(2) 0.072(10) Uiso 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_3
C202 C201 N201 113.6(2) .
C202 C201 H20A 108.9 .
N201 C201 H20A 108.9 .
C202 C201 H20B 108.9 .
N201 C201 H20B 108.9 .
H20A C201 H20B 107.7 .
C201 C202 H20C 109.5 .
C201 C202 H20D 109.5 .
H20C C202 H20D 109.5 .
C201 C202 H20E 109.5 .
H20C C202 H20E 109.5 .
H20D C202 H20E 109.5 .
N201 C203 C204 113.7(2) .
N201 C203 H20F 108.8 .
C204 C203 H20F 108.8 .
N201 C203 H20G 108.8 .
C204 C203 H20G 108.8 .
H20F C203 H20G 107.7 .
C203 C204 H20I 109.5 .
C203 C204 H20H 109.5 .
H20I C204 H20H 109.5 .
C203 C204 H20J 109.5 .
H20I C204 H20J 109.5 .
H20H C204 H20J 109.5 .
N201 C205 C206 113.5(2) .
N201 C205 H20L 108.9 .
C206 C205 H20L 108.9 .
N201 C205 H20K 108.9 .
C206 C205 H20K 108.9 .
H20L C205 H20K 107.7 .
C205 C206 H20M 109.5 .
C205 C206 H20O 109.5 .
H20M C206 H20O 109.5 .
C205 C206 H20N 109.5 .
H20M C206 H20N 109.5 .
H20O C206 H20N 109.5 .
N101 C101 C102 125.9(2) .
N101 C101 C101 116.6(3) 3_556
C102 C101 C101 117.5(3) 3_556
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 121.4(2) .
C108 C103 N101 119.62(19) .
C104 C103 N101 118.7(2) .
C105 C104 C103 117.9(2) .
C105 C104 C109 120.5(2) .
C103 C104 C109 121.6(2) .
C106 C105 C104 121.7(2) .
C106 C105 H105 119.1 .
C104 C105 H105 119.1 .
C105 C106 C107 119.5(2) .
C105 C106 S101 120.63(17) .
C107 C106 S101 119.82(17) .
C106 C107 C108 120.6(2) .
C106 C107 H107 119.7 .
C108 C107 H107 119.7 .
C103 C108 C107 118.8(2) .
C103 C108 C110 120.5(2) .
C107 C108 C110 120.7(2) .
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 .
C108 C110 H11A 109.5 .
C108 C110 H11B 109.5 .
H11A C110 H11B 109.5 .
C108 C110 H11C 109.5 .
H11A C110 H11C 109.5 .
H11B C110 H11C 109.5 .
C205 N201 C201 114.03(19) .
C205 N201 C203 109.5(2) .
C201 N201 C203 114.3(2) .
C205 N201 H201 109.5(19) .
C201 N201 H201 102(2) .
C203 N201 H201 107(2) .
C101 N101 C103 121.30(19) .
O101 S101 O103 113.29(15) .
O101 S101 O102 114.34(14) .
O103 S101 O102 109.51(14) .
O101 S101 C106 107.32(11) .
O103 S101 C106 105.88(10) .
O102 S101 C106 105.86(11) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C201 C202 1.490(4) .
C201 N201 1.495(3) .
C201 H20A 0.9700 .
C201 H20B 0.9700 .
C202 H20C 0.9600 .
C202 H20D 0.9600 .
C202 H20E 0.9600 .
C203 N201 1.497(3) .
C203 C204 1.508(3) .
C203 H20F 0.9700 .
C203 H20G 0.9700 .
C204 H20I 0.9600 .
C204 H20H 0.9600 .
C204 H20J 0.9600 .
C205 N201 1.495(3) .
C205 C206 1.510(3) .
C205 H20L 0.9700 .
C205 H20K 0.9700 .
C206 H20M 0.9600 .
C206 H20O 0.9600 .
C206 H20N 0.9600 .
C101 N101 1.263(3) .
C101 C102 1.493(3) .
C101 C101 1.503(4) 3_556
C102 H10A 0.9600 .
C102 H10B 0.9600 .
C102 H10C 0.9600 .
C103 C108 1.392(3) .
C103 C104 1.407(3) .
C103 N101 1.432(3) .
C104 C105 1.386(3) .
C104 C109 1.503(3) .
C105 C106 1.383(3) .
C105 H105 0.9300 .
C106 C107 1.388(3) .
C106 S101 1.776(2) .
C107 C108 1.395(3) .
C107 H107 0.9300 .
C108 C110 1.513(3) .
C109 H10D 0.9600 .
C109 H10E 0.9600 .
C109 H10F 0.9600 .
C110 H11A 0.9600 .
C110 H11B 0.9600 .
C110 H11C 0.9600 .
N201 H201 0.88(3) .
O101 S101 1.4184(18) .
O102 S101 1.4389(19) .
O103 S101 1.4368(19) .
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 0.1(3) .
N101 C103 C104 C105 173.9(2) .
C108 C103 C104 C109 179.1(2) .
N101 C103 C104 C109 -7.1(3) .
C103 C104 C105 C106 0.5(3) .
C109 C104 C105 C106 -178.5(2) .
C104 C105 C106 C107 -0.3(4) .
C104 C105 C106 S101 -178.68(18) .
C105 C106 C107 C108 -0.5(3) .
S101 C106 C107 C108 177.87(18) .
C104 C103 C108 C107 -0.9(3) .
N101 C103 C108 C107 -174.7(2) .
C104 C103 C108 C110 179.5(2) .
N101 C103 C108 C110 5.8(3) .
C106 C107 C108 C103 1.1(3) .
C106 C107 C108 C110 -179.3(2) .
C206 C205 N201 C201 -55.8(3) .
C206 C205 N201 C203 174.7(2) .
C202 C201 N201 C205 -60.3(3) .
C202 C201 N201 C203 66.8(3) .
C204 C203 N201 C205 -174.8(2) .
C204 C203 N201 C201 55.8(3) .
C102 C101 N101 C103 2.1(4) .
C101 C101 N101 C103 -178.8(2) 3_556
C108 C103 N101 C101 -101.4(3) .
C104 C103 N101 C101 84.7(3) .
C105 C106 S101 O101 -131.7(2) .
C107 C106 S101 O101 50.0(2) .
C105 C106 S101 O103 107.1(2) .
C107 C106 S101 O103 -71.3(2) .
C105 C106 S101 O102 -9.2(2) .
C107 C106 S101 O102 172.5(2) .
