#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/43/4324359.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_4324359
loop_
_publ_author_name
'David Schweinfurth'
'Hari Sankar Das'
'Fritz Weisser'
'Denis Bubrin'
'Biprajit Sarkar'
_publ_section_title
;
 One-Pot Synthesis of Symmetric and Asymmetric p-Quinone Ligands and
 Unprecedented Substituent Induced Reactivity in Their Dinuclear Ruthenium
 Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1150
_journal_page_last               1159
_journal_paper_doi               10.1021/ic101972u
_journal_volume                  50
_journal_year                    2011
_chemical_formula_moiety
'C32 H34 N8 O2 Ru2 S2, 2(Cl O4), 2(C1.75 H1.75)'
_chemical_formula_sum            'C35.5 H37.5 Cl2 N8 O10 Ru2 S2'
_chemical_formula_weight         1073.40
_chemical_name_systematic
; 
 ? 
;
_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                100.619(3)
_cell_angle_beta                 101.953(3)
_cell_angle_gamma                107.976(4)
_cell_formula_units_Z            1
_cell_length_a                   8.0825(5)
_cell_length_b                   12.4651(7)
_cell_length_c                   12.4812(8)
_cell_measurement_reflns_used    5339
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.28
_cell_measurement_theta_min      0.41
_cell_volume                     1127.77(13)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Nonius Kappa-CCD'
_diffrn_measurement_method       'four-circle, ccd detector'
_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  0.0448
_diffrn_reflns_av_sigmaI/netI    0.0586
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8432
_diffrn_reflns_theta_full        26.02
_diffrn_reflns_theta_max         26.02
_diffrn_reflns_theta_min         1.73
_exptl_absorpt_coefficient_mu    0.941
_exptl_absorpt_correction_T_max  0.83
_exptl_absorpt_correction_T_min  0.79
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Scalepack (W. Minor & Z. Otwinowski)'
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_diffrn    1.580
_exptl_crystal_description       block
_exptl_crystal_F_000             541
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.049
_refine_diff_density_min         -0.935
_refine_diff_density_rms         0.133
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         4407
_refine_ls_number_restraints     21
_refine_ls_restrained_S_all      1.133
_refine_ls_R_factor_all          0.0869
_refine_ls_R_factor_gt           0.0621
_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)+(0.0448P)²+6.8974P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1370
_refine_ls_wR_factor_ref         0.1501
_reflns_number_gt                3511
_reflns_number_total             4407
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic101972u_si_003.cif
_cod_data_source_block           dsaug09b
_cod_original_cell_volume        1127.77(12)
_cod_original_formula_sum        'C35.50 H37.50 Cl2 N8 O10 Ru2 S2'
_cod_database_code               4324359
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru Ru -0.00067(7) 0.33681(4) 0.30608(4) 0.02639(18) Uani 1 1 d . . .
S1 S -0.1458(2) 0.13791(14) 0.24667(14) 0.0322(4) Uani 1 1 d . . .
O1 O 0.1860(6) 0.5061(4) 0.3785(3) 0.0295(10) Uani 1 1 d . . .
N1 N 0.2294(7) 0.3037(4) 0.3497(4) 0.0240(11) Uani 1 1 d . . .
N100 N -0.0230(8) 0.3285(5) 0.4618(4) 0.0315(12) Uani 1 1 d . . .
N200 N -0.2230(7) 0.3839(5) 0.2665(4) 0.0322(12) Uani 1 1 d . . .
N300 N 0.0319(7) 0.3501(4) 0.1527(4) 0.0283(11) Uani 1 1 d . . .
C1 C 0.3364(8) 0.5059(5) 0.4379(5) 0.0263(13) Uani 1 1 d . . .
C2 C 0.5293(8) 0.3917(5) 0.4919(5) 0.0293(14) Uani 1 1 d . . .
H2 H 0.5477 0.3212 0.4882 0.035 Uiso 1 1 calc R . .
C3 C 0.3672(8) 0.3919(5) 0.4268(5) 0.0263(13) Uani 1 1 d . . .
C31 C 0.2250(9) 0.1899(5) 0.3034(5) 0.0267(13) Uani 1 1 d . . .
C36 C 0.3774(9) 0.1612(5) 0.2986(5) 0.0317(14) Uani 1 1 d . . .
H5 H 0.4923 0.2187 0.3302 0.038 Uiso 1 1 calc R . .
C35 C 0.3602(10) 0.0482(6) 0.2472(6) 0.0411(17) Uani 1 1 d . . .
H6 H 0.4632 0.0305 0.2443 0.049 Uiso 1 1 calc R . .
C34 C 0.1906(10) -0.0380(6) 0.2006(6) 0.0446(18) Uani 1 1 d . . .
H7 H 0.1796 -0.1143 0.1683 0.054 Uiso 1 1 calc R . .
C33 C 0.0362(10) -0.0114(6) 0.2016(6) 0.0421(17) Uani 1 1 d . . .
H8 H -0.0781 -0.0696 0.1700 0.051 Uiso 1 1 calc R . .
C32 C 0.0533(9) 0.1014(5) 0.2494(6) 0.0313(14) Uani 1 1 d . . .
C37 C -0.2611(11) 0.0870(6) 0.0962(6) 0.0474(19) Uani 1 1 d . . .
H10A H -0.1775 0.1162 0.0547 0.071 Uiso 1 1 calc R . .
H10B H -0.3596 0.1148 0.0808 0.071 Uiso 1 1 calc R . .
H10C H -0.3075 0.0030 0.0734 0.071 Uiso 1 1 calc R . .
C101 C -0.0201(12) 0.3234(7) 0.5509(6) 0.048(2) Uani 1 1 d . . .
C102 C -0.0206(18) 0.3132(10) 0.6665(8) 0.085(4) Uani 1 1 d . . .
H12A H -0.0773 0.2325 0.6642 0.127 Uiso 1 1 calc R . .
H12B H -0.0868 0.3577 0.6964 0.127 Uiso 1 1 calc R . .
H12C H 0.1019 0.3428 0.7144 0.127 Uiso 1 1 calc R . .
C201 C -0.3413(10) 0.4118(6) 0.2374(6) 0.0391(16) Uani 1 1 d . . .
C202 C -0.4952(12) 0.4467(8) 0.2003(8) 0.058(2) Uani 1 1 d . . .
H14A H -0.4939 0.5081 0.2599 0.087 Uiso 1 1 calc R . .
H14B H -0.6058 0.3807 0.1827 0.087 Uiso 1 1 calc R . .
H14C H -0.4875 0.4741 0.1339 0.087 Uiso 1 1 calc R . .
C301 C 0.0441(8) 0.3592(5) 0.0666(6) 0.0313(14) Uani 1 1 d . . .
C302 C 0.0619(11) 0.3709(7) -0.0460(6) 0.0434(17) Uani 1 1 d . . .
H16A H 0.1366 0.4498 -0.0394 0.065 Uiso 1 1 calc R . .
H16B H -0.0559 0.3525 -0.0966 0.065 Uiso 1 1 calc R . .
H16C H 0.1167 0.3182 -0.0753 0.065 Uiso 1 1 calc R . .
O9 O -0.6543(8) 0.2769(7) -0.1766(7) 0.094(3) Uani 1 1 d D . .
Cl1 Cl -0.4855(17) 0.2742(15) -0.1194(12) 0.055(2) Uani 0.50 1 d PD A 1
O2 O -0.5961(15) 0.2249(9) -0.0141(9) 0.0509(19) Uani 0.50 1 d PD A 1
O7 O -0.471(8) 0.164(3) -0.134(6) 0.119(8) Uani 0.50 1 d PD A 1
O8 O -0.370(4) 0.358(3) -0.0160(18) 0.21(2) Uani 0.50 1 d PD A 1
Cl2 Cl -0.5098(17) 0.2702(15) -0.0919(12) 0.055(2) Uani 0.50 1 d PD A 2
O3 O -0.3781(14) 0.3283(9) -0.1919(10) 0.0509(19) Uani 0.50 1 d PD A 2
O4 O -0.413(7) 0.202(3) -0.135(6) 0.119(8) Uani 0.50 1 d PD A 2
O5 O -0.374(2) 0.3859(10) -0.0453(13) 0.047(4) Uani 0.50 1 d PD A 2
C21 C -0.325(3) 0.0559(12) 0.5145(14) 0.072(6) Uani 0.50 1 d PD . .
H21A H -0.2020 0.0989 0.5283 0.086 Uiso 0.50 1 calc PR . .
C22 C -0.387(3) -0.0613(12) 0.4525(14) 0.091(8) Uani 0.50 1 d PD . .
C20 C -0.428(3) 0.1149(18) 0.5578(15) 0.087(7) Uani 0.50 1 d PD . .
H20A H -0.3719 0.1940 0.5955 0.105 Uiso 0.50 1 calc PR . .
C23 C -0.256(4) -0.118(3) 0.417(2) 0.14(3) Uani 0.25 1 d PD . .
H23A H -0.3218 -0.1981 0.3756 0.204 Uiso 0.25 1 calc PR . .
H23B H -0.1667 -0.1135 0.4834 0.204 Uiso 0.25 1 calc PR . .
H23C H -0.1959 -0.0766 0.3695 0.204 Uiso 0.25 1 calc PR . .
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'
Cl Cl 0.1484 0.1585 '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'
Ru Ru -1.2594 0.8363 '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
N100 Ru N300 177.7(2) . .
N100 Ru N1 86.7(2) . .
N300 Ru N1 91.9(2) . .
N100 Ru N200 93.3(2) . .
N300 Ru N200 87.9(2) . .
N1 Ru N200 175.6(2) . .
N100 Ru O1 88.3(2) . .
N300 Ru O1 89.56(19) . .
N1 Ru O1 79.73(18) . .
N200 Ru O1 95.90(19) . .
N100 Ru S1 87.88(16) . .
N300 Ru S1 93.91(15) . .
N1 Ru S1 86.00(14) . .
N200 Ru S1 98.38(16) . .
O1 Ru S1 165.41(12) . .
C32 S1 C37 100.9(3) . .
C32 S1 Ru 96.8(2) . .
C37 S1 Ru 112.3(3) . .
C1 O1 Ru 111.1(4) . .
C3 N1 C31 127.3(5) . .
C3 N1 Ru 114.5(4) . .
C31 N1 Ru 118.0(4) . .
C101 N100 Ru 173.7(6) . .
C201 N200 Ru 174.5(5) . .
C301 N300 Ru 177.0(5) . .
O1 C1 C2 121.3(5) . 2_666
O1 C1 C3 118.7(5) . .
C2 C1 C3 120.0(5) 2_666 .
C1 C2 C3 121.4(6) 2_666 .
C1 C2 H2 119.3 2_666 .
C3 C2 H2 119.3 . .
N1 C3 C2 129.4(5) . .
N1 C3 C1 112.0(5) . .
C2 C3 C1 118.5(5) . .
C36 C31 C32 117.6(5) . .
C36 C31 N1 124.8(5) . .
C32 C31 N1 117.4(5) . .
C35 C36 C31 121.0(6) . .
C35 C36 H5 119.5 . .
C31 C36 H5 119.5 . .
C34 C35 C36 120.0(7) . .
C34 C35 H6 120.0 . .
C36 C35 H6 120.0 . .
C35 C34 C33 120.2(6) . .
C35 C34 H7 119.9 . .
C33 C34 H7 119.9 . .
C32 C33 C34 119.6(6) . .
C32 C33 H8 120.2 . .
C34 C33 H8 120.2 . .
C33 C32 C31 121.4(6) . .
C33 C32 S1 120.0(5) . .
C31 C32 S1 118.7(5) . .
S1 C37 H10A 109.5 . .
S1 C37 H10B 109.5 . .
H10A C37 H10B 109.5 . .
S1 C37 H10C 109.5 . .
H10A C37 H10C 109.5 . .
H10B C37 H10C 109.5 . .
N100 C101 C102 178.3(10) . .
C101 C102 H12A 109.5 . .
C101 C102 H12B 109.5 . .
H12A C102 H12B 109.5 . .
C101 C102 H12C 109.5 . .
H12A C102 H12C 109.5 . .
H12B C102 H12C 109.5 . .
N200 C201 C202 179.3(8) . .
C201 C202 H14A 109.5 . .
C201 C202 H14B 109.5 . .
H14A C202 H14B 109.5 . .
C201 C202 H14C 109.5 . .
H14A C202 H14C 109.5 . .
H14B C202 H14C 109.5 . .
N300 C301 C302 179.4(7) . .
C301 C302 H16A 109.5 . .
C301 C302 H16B 109.5 . .
H16A C302 H16B 109.5 . .
C301 C302 H16C 109.5 . .
H16A C302 H16C 109.5 . .
H16B C302 H16C 109.5 . .
Cl1 O9 Cl2 17.4(10) . .
O7 Cl1 O9 116(3) . .
O7 Cl1 O8 115(4) . .
O9 Cl1 O8 123(2) . .
O7 Cl1 O2 81.5(17) . .
O9 Cl1 O2 86.4(8) . .
O8 Cl1 O2 77.4(12) . .
O4 Cl2 O9 115(3) . .
O4 Cl2 O5 103(2) . .
O9 Cl2 O5 107.8(13) . .
O4 Cl2 O3 64.1(13) . .
O9 Cl2 O3 80.3(7) . .
O5 Cl2 O3 64.6(9) . .
C22 C21 C20 126.2(17) . .
C22 C21 H21A 116.9 . .
C20 C21 H21A 116.9 . .
C21 C22 C20 110.2(19) . 2_456
C21 C22 C23 120.9(15) . .
C20 C22 C23 128.6(16) 2_456 .
C22 C20 C21 123.6(19) 2_456 .
C22 C20 H20A 118.2 2_456 .
C21 C20 H20A 118.2 . .
C22 C23 H23A 109.5 . .
C22 C23 H23B 109.5 . .
H23A C23 H23B 109.5 . .
C22 C23 H23C 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ru N100 2.007(5) .
Ru N300 2.014(5) .
Ru N1 2.016(5) .
Ru N200 2.051(6) .
Ru O1 2.077(4) .
Ru S1 2.2891(17) .
S1 C32 1.798(7) .
S1 C37 1.808(7) .
O1 C1 1.287(7) .
N1 C3 1.336(7) .
N1 C31 1.416(7) .
N100 C101 1.123(8) .
N200 C201 1.130(8) .
N300 C301 1.123(8) .
C1 C2 1.384(8) 2_666
C1 C3 1.503(8) .
C2 C1 1.384(8) 2_666
C2 C3 1.393(8) .
C2 H2 0.9300 .
C31 C36 1.394(9) .
C31 C32 1.411(9) .
C36 C35 1.388(9) .
C36 H5 0.9300 .
C35 C34 1.379(10) .
C35 H6 0.9300 .
C34 C33 1.389(10) .
C34 H7 0.9300 .
C33 C32 1.375(9) .
C33 H8 0.9300 .
C37 H10A 0.9600 .
C37 H10B 0.9600 .
C37 H10C 0.9600 .
C101 C102 1.472(10) .
C102 H12A 0.9600 .
C102 H12B 0.9600 .
C102 H12C 0.9600 .
C201 C202 1.456(10) .
C202 H14A 0.9600 .
C202 H14B 0.9600 .
C202 H14C 0.9600 .
C301 C302 1.470(10) .
C302 H16A 0.9600 .
C302 H16B 0.9600 .
C302 H16C 0.9600 .
O9 Cl1 1.416(14) .
O9 Cl2 1.438(14) .
Cl1 O7 1.399(15) .
Cl1 O8 1.424(16) .
Cl1 O2 1.831(16) .
Cl2 O4 1.421(17) .
Cl2 O5 1.440(15) .
Cl2 O3 1.904(16) .
C21 C22 1.398(5) .
C21 C20 1.400(5) .
C21 H21A 0.9300 .
C22 C20 1.398(4) 2_456
C22 C23 1.539(4) .
C20 C22 1.398(4) 2_456
C20 H20A 0.9300 .
C23 H23A 0.9600 .
C23 H23B 0.9600 .
C23 H23C 0.9600 .
