#------------------------------------------------------------------------------
#$Date: 2016-03-23 16:20:08 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179372 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/69/4326968.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_4326968
loop_
_publ_author_name
'Chuan-Hung Chuang'
'Chen-Kuo Ou'
'Shan-Tung Liu'
'Anil Kumar'
'Wei-Min Ching'
'Pei-Chun Chiang'
'Mira Anne C. dela Rosa'
'Chen-Hsiung Hung'
_publ_section_title
;
 Ruthenium Complexes of Thiaporphyrin and Dithiaporphyrin
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              11947
_journal_page_last               11957
_journal_paper_doi               10.1021/ic200977n
_journal_volume                  50
_journal_year                    2011
_chemical_formula_sum            'C50 H38 Cl2 N4 O3 Ru S'
_chemical_formula_weight         946.87
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 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                 116.90(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.877(4)
_cell_length_b                   17.060(3)
_cell_length_c                   15.357(3)
_cell_measurement_temperature    298(2)
_cell_volume                     5111(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0224
_diffrn_reflns_av_sigmaI/netI    0.0389
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            16208
_diffrn_reflns_theta_full        27.51
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_min         2.09
_exptl_absorpt_coefficient_mu    0.493
_exptl_absorpt_correction_T_max  0.9523
_exptl_absorpt_correction_T_min  0.8783
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_description       block
_exptl_crystal_F_000             1936
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_platon_squeeze_details
;
;
_refine_diff_density_max         0.772
_refine_diff_density_min         -0.598
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.714
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         6010
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.714
_refine_ls_R_factor_all          0.0503
_refine_ls_R_factor_gt           0.0384
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1100P)²+0.9764P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1106
_refine_ls_wR_factor_ref         0.1189
_reflns_number_gt                4526
_reflns_number_total             6010
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic200977n_si_002_3.cif
_cod_data_source_block           h047c-sr
_cod_original_cell_volume        5111.3(18)
_cod_database_code               4326968
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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
Ru1 Ru 0.975012(12) 0.5000 0.727443(16) 0.04009(10) Uani 1 2 d S
S1 S 1.00595(4) 0.5000 0.88809(5) 0.04335(19) Uani 1 2 d S
N1 N 0.93006(13) 0.5000 0.57799(17) 0.0450(6) Uani 1 2 d S
N2 N 0.97599(9) 0.62136(12) 0.73120(11) 0.0441(4) Uani 1 1 d .
N3 N 0.87144(16) 0.5000 0.7076(2) 0.0584(8) Uani 1 2 d S
O1 O 1.12436(14) 0.5000 0.7792(2) 0.0783(9) Uani 1 2 d S
O2 O 0.8527(3) 0.5554(4) 0.7463(5) 0.1016(17) Uani 0.50 1 d P
O2A O 0.8297(3) 0.5469(4) 0.6607(5) 0.115(2) Uani 0.50 1 d P
C1 C 1.06677(17) 0.5000 0.7532(2) 0.0458(7) Uani 1 2 d S
C2 C 0.87074(15) 0.53831(17) 0.41998(18) 0.0663(8) Uani 1 1 d .
H2 H 0.8508 0.5703 0.3651 0.080 Uiso 1 1 calc R
C3 C 0.90710(12) 0.56476(16) 0.52027(15) 0.0509(6) Uani 1 1 d .
C4 C 0.91238(12) 0.64293(16) 0.55226(16) 0.0496(6) Uani 1 1 d .
C5 C 0.94371(12) 0.66900(15) 0.64972(16) 0.0469(5) Uani 1 1 d .
C6 C 0.95274(14) 0.74934(16) 0.68001(19) 0.0568(6) Uani 1 1 d .
H6 H 0.9351 0.7928 0.6397 0.068 Uiso 1 1 calc R
C7 C 0.99158(14) 0.75043(15) 0.77769(19) 0.0567(6) Uani 1 1 d .
H7 H 1.0056 0.7949 0.8168 0.068 Uiso 1 1 calc R
C8 C 1.00751(12) 0.67060(14) 0.81076(16) 0.0463(5) Uani 1 1 d .
C9 C 1.05367(12) 0.64960(15) 0.90848(16) 0.0473(5) Uani 1 1 d .
C10 C 1.06499(12) 0.57420(14) 0.94626(15) 0.0468(5) Uani 1 1 d .
C11 C 1.12132(14) 0.54012(16) 1.02556(17) 0.0574(7) Uani 1 1 d .
H11 H 1.1557 0.5697 1.0739 0.069 Uiso 1 1 calc R
C12 C 0.88150(12) 0.70402(17) 0.47372(17) 0.0540(6) Uani 1 1 d .
C13 C 0.82334(15) 0.74398(19) 0.4607(2) 0.0682(8) Uani 1 1 d .
H13 H 0.8035 0.7339 0.5019 0.082 Uiso 1 1 calc R
C14 C 0.90925(15) 0.7190(2) 0.4103(2) 0.0749(9) Uani 1 1 d .
H14 H 0.9474 0.6911 0.4161 0.090 Uiso 1 1 calc R
C15 C 0.79389(16) 0.7992(2) 0.3867(2) 0.0787(9) Uani 1 1 d .
H15 H 0.7546 0.8256 0.3790 0.094 Uiso 1 1 calc R
C16 C 0.88003(17) 0.7759(2) 0.3379(2) 0.0831(10) Uani 1 1 d .
H16 H 0.9003 0.7872 0.2976 0.100 Uiso 1 1 calc R
C17 C 0.82204(16) 0.8154(2) 0.3248(2) 0.0728(8) Uani 1 1 d .
C18 C 1.09886(13) 0.71277(16) 0.97450(18) 0.0551(6) Uani 1 1 d .
C19 C 1.10148(16) 0.72416(19) 1.0653(2) 0.0711(8) Uani 1 1 d .
H19 H 1.0736 0.6945 1.0838 0.085 Uiso 1 1 calc R
C20 C 1.14099(16) 0.75718(19) 0.9501(2) 0.0717(8) Uani 1 1 d .
H20 H 1.1403 0.7502 0.8896 0.086 Uiso 1 1 calc R
C21 C 1.14560(19) 0.7799(2) 1.1291(2) 0.0895(11) Uani 1 1 d .
H21 H 1.1464 0.7873 1.1896 0.107 Uiso 1 1 calc R
C22 C 1.18457(18) 0.8123(2) 1.0145(3) 0.0890(11) Uani 1 1 d .
H22 H 1.2124 0.8422 0.9961 0.107 Uiso 1 1 calc R
C23 C 1.18770(19) 0.8238(2) 1.1045(3) 0.0877(10) Uani 1 1 d .
Cl1 Cl 0.82059(19) 0.91929(16) 0.6155(3) 0.2875(16) Uani 1 1 d .
C24 C 0.7896(2) 0.8753(2) 0.2425(3) 0.1081(14) Uani 1 1 d .
H24A H 0.7479 0.8543 0.1920 0.162 Uiso 1 1 calc R
H24B H 0.8208 0.8868 0.2160 0.162 Uiso 1 1 calc R
H24C H 0.7797 0.9226 0.2676 0.162 Uiso 1 1 calc R
C25 C 1.2379(3) 0.8829(3) 1.1766(4) 0.146(2) Uani 1 1 d .
H25A H 1.2357 0.8799 1.2375 0.220 Uiso 1 1 calc R
H25B H 1.2259 0.9348 1.1503 0.220 Uiso 1 1 calc R
H25C H 1.2836 0.8709 1.1871 0.220 Uiso 1 1 calc R
C26 C 0.7966(6) 1.0000 0.5460(7) 0.229(6) Uani 1 2 d S
H26A H 0.8173 1.0000 0.5020 0.275 Uiso 1 2 calc SR
H26B H 0.7472 1.0000 0.5070 0.275 Uiso 1 2 calc SR
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'
S S 0.1246 0.1234 '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'
Ru Ru -1.2594 0.8363 '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'
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
C1 Ru1 N1 99.40(12) . .
C1 Ru1 N2 89.86(5) . .
N1 Ru1 N2 91.43(4) . .
C1 Ru1 N2 89.86(5) . 6_565
N1 Ru1 N2 91.43(4) . 6_565
N2 Ru1 N2 177.14(9) . 6_565
C1 Ru1 N3 176.32(12) . .
N1 Ru1 N3 84.28(12) . .
N2 Ru1 N3 90.05(5) . .
N2 Ru1 N3 90.05(5) 6_565 .
C1 Ru1 S1 90.36(10) . .
N1 Ru1 S1 170.24(8) . .
N2 Ru1 S1 88.58(4) . .
N2 Ru1 S1 88.58(4) 6_565 .
N3 Ru1 S1 85.96(9) . .
C10 S1 C10 93.42(17) 6_565 .
C10 S1 Ru1 110.44(8) 6_565 .
C10 S1 Ru1 110.44(8) . .
C3 N1 C3 108.4(3) 6_565 .
C3 N1 Ru1 125.32(13) 6_565 .
C3 N1 Ru1 125.32(13) . .
C8 N2 C5 106.7(2) . .
C8 N2 Ru1 128.81(15) . .
C5 N2 Ru1 124.45(15) . .
O2A N3 O2A 85.2(8) . 6_565
O2A N3 O2 57.4(4) . .
O2A N3 O2 117.5(4) 6_565 .
O2A N3 O2 117.5(4) . 6_565
O2A N3 O2 57.4(4) 6_565 6_565
O2 N3 O2 95.3(6) . 6_565
O2A N3 Ru1 124.2(3) . .
O2A N3 Ru1 124.2(3) 6_565 .
O2 N3 Ru1 118.3(3) . .
O2 N3 Ru1 118.3(3) 6_565 .
O2A O2 N3 57.2(4) . .
N3 O2A O2 65.4(4) . .
N3 O2A O2A 47.4(4) . 6_565
O2 O2A O2A 97.0(5) . 6_565
O1 C1 Ru1 172.7(3) . .
C2 C2 C3 108.14(15) 6_565 .
N1 C3 C4 126.4(2) . .
N1 C3 C2 107.6(2) . .
C4 C3 C2 125.8(2) . .
C5 C4 C3 126.5(2) . .
C5 C4 C12 117.4(2) . .
C3 C4 C12 116.1(2) . .
N2 C5 C4 125.3(2) . .
N2 C5 C6 109.2(2) . .
C4 C5 C6 125.3(2) . .
C7 C6 C5 107.4(2) . .
C6 C7 C8 108.0(2) . .
N2 C8 C9 127.6(2) . .
N2 C8 C7 108.6(2) . .
C9 C8 C7 123.5(2) . .
C10 C9 C8 125.6(2) . .
C10 C9 C18 116.4(2) . .
C8 C9 C18 117.8(2) . .
C9 C10 C11 131.7(2) . .
C9 C10 S1 120.66(17) . .
C11 C10 S1 107.44(19) . .
C11 C11 C10 114.39(15) 6_565 .
C13 C12 C14 118.5(2) . .
C13 C12 C4 120.7(2) . .
C14 C12 C4 120.7(2) . .
C12 C13 C15 120.7(3) . .
C12 C14 C16 120.0(3) . .
C17 C15 C13 121.0(3) . .
C17 C16 C14 121.3(3) . .
C16 C17 C15 118.3(3) . .
C16 C17 C24 120.3(3) . .
C15 C17 C24 121.4(3) . .
C20 C18 C19 118.2(3) . .
C20 C18 C9 122.0(2) . .
C19 C18 C9 119.7(2) . .
C18 C19 C21 120.3(3) . .
C18 C20 C22 120.7(3) . .
C23 C21 C19 121.2(3) . .
C23 C22 C20 121.5(3) . .
C22 C23 C21 118.0(3) . .
C22 C23 C25 121.1(4) . .
C21 C23 C25 120.9(4) . .
Cl1 C26 Cl1 110.6(6) 6_575 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ru1 C1 1.862(3) .
Ru1 N1 2.047(2) .
Ru1 N2 2.071(2) .
Ru1 N2 2.071(2) 6_565
Ru1 N3 2.145(3) .
Ru1 S1 2.2436(9) .
S1 C10 1.739(2) 6_565
S1 C10 1.739(2) .
N1 C3 1.362(3) 6_565
N1 C3 1.362(3) .
N2 C8 1.382(3) .
N2 C5 1.388(3) .
N3 O2A 1.183(5) .
N3 O2A 1.183(5) 6_565
N3 O2 1.279(5) .
N3 O2 1.279(5) 6_565
O1 C1 1.137(4) .
O2 O2A 1.185(8) .
O2A O2A 1.602(14) 6_565
C2 C2 1.307(6) 6_565
C2 C3 1.449(3) .
C3 C4 1.408(4) .
C4 C5 1.407(3) .
C4 C12 1.503(3) .
C5 C6 1.432(4) .
C6 C7 1.349(4) .
C7 C8 1.440(3) .
C8 C9 1.424(3) .
C9 C10 1.387(3) .
C9 C18 1.503(3) .
C10 C11 1.408(3) .
C11 C11 1.369(5) 6_565
C12 C13 1.376(4) .
C12 C14 1.384(4) .
C13 C15 1.390(4) .
C14 C16 1.395(4) .
C15 C17 1.375(4) .
C16 C17 1.369(4) .
C17 C24 1.528(4) .
C18 C20 1.370(4) .
C18 C19 1.382(4) .
C19 C21 1.393(4) .
C20 C22 1.385(4) .
C21 C23 1.367(5) .
C22 C23 1.366(5) .
C23 C25 1.532(5) .
Cl1 C26 1.674(6) .
C26 Cl1 1.674(6) 6_575
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 -0.015 524 66 ' '
2 0.500 0.500 -0.012 524 66 ' '
