# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 1563864'
_audit_update_record             
;
2017-07-21 deposited with the CCDC.
2017-09-19 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            CMB156-7
_chemical_formula_moiety         'C21 H24 Cl F3 N8 O4 Ru S'
_chemical_formula_sum            'C21 H24 Cl F3 N8 O4 Ru S'
_chemical_melting_point          ?

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_diffrn_ambient_temperature      223(2)
_chemical_formula_weight         678.06

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'
F F 0.0171 0.0103 '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'
Ru Ru -1.2594 0.8363 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_chemical_absolute_configuration ?

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'

_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.
;

_cell_length_a                   14.4683(5)
_cell_length_b                   25.8841(8)
_cell_length_c                   7.7287(2)
_cell_angle_alpha                90
_cell_angle_beta                 103.616(2)
_cell_angle_gamma                90
_cell_volume                     2813.04(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    9543
_cell_measurement_theta_min      2.7572
_cell_measurement_theta_max      30.5239
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.601
_exptl_crystal_F_000             1368
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.789
_shelx_estimated_absorpt_T_min   0.858
_shelx_estimated_absorpt_T_max   0.947
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6665
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine focus sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker AXS SMART APEX2 CCD diffractometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            46175
_diffrn_reflns_av_unetI/netI     0.0204
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         1.448
_diffrn_reflns_theta_max         29.575
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7893
_reflns_number_gt                6719
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 V2013.10.0 (Bruker, 2013)'
_computing_cell_refinement       'APEX2 V2013.10.0 (Bruker, 2013)'
_computing_data_reduction        'APEX2 V2013.10.0 (Bruker, 2013)'
_computing_structure_solution    'SHELXT (Shelrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0325P)²+1.4483P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7893
_refine_ls_number_parameters     358
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0277
_refine_ls_wR_factor_ref         0.0713
_refine_ls_wR_factor_gt          0.0671
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
Ru1 Ru 0.32768(2) 0.38537(2) 0.02474(2) 0.02399(5) Uani 1 1 d . . . . .
F1 F 0.83384(13) 0.39077(7) 0.9915(3) 0.0827(6) Uani 1 1 d . . . . .
Cl1 Cl 0.40001(3) 0.38005(2) -0.22837(6) 0.03229(9) Uani 1 1 d . . . . .
O1 O 0.63873(9) 0.24369(5) 0.43782(19) 0.0377(3) Uani 1 1 d . . . . .
N1 N 0.45150(11) 0.48654(5) 0.1887(2) 0.0306(3) Uani 1 1 d . . . . .
C1 C 0.42962(12) 0.43640(6) 0.1569(2) 0.0277(3) Uani 1 1 d . . . . .
S1 S 0.85196(5) 0.41781(2) 0.67507(10) 0.05856(17) Uani 1 1 d . . . . .
N2 N 0.50724(11) 0.41114(5) 0.2628(2) 0.0291(3) Uani 1 1 d . . . . .
F2 F 0.89416(13) 0.33300(6) 0.8535(2) 0.0745(5) Uani 1 1 d . . . . .
O2 O 0.84803(17) 0.47035(7) 0.7336(4) 0.0930(7) Uani 1 1 d . . . . .
C2 C 0.53926(14) 0.49281(7) 0.3076(3) 0.0370(4) Uani 1 1 d . . . . .
H2 H 0.5684 0.5245 0.3475 0.044 Uiso 1 1 calc R U . . .
N3 N 0.42794(10) 0.33790(5) 0.16078(18) 0.0246(3) Uani 1 1 d . . . . .
F3 F 0.97758(11) 0.39854(7) 0.9694(2) 0.0723(4) Uani 1 1 d . . . . .
C3 C 0.57489(14) 0.44572(7) 0.3552(3) 0.0347(4) Uani 1 1 d . . . . .
H3 H 0.6332 0.4377 0.4341 0.042 Uiso 1 1 calc R U . . .
O3 O 0.76140(15) 0.39397(9) 0.6025(3) 0.0891(8) Uani 1 1 d . . . . .
C6 C 0.56690(12) 0.27254(7) 0.3423(2) 0.0287(3) Uani 1 1 d . . . . .
N6 N 0.22625(11) 0.43574(5) -0.10669(19) 0.0290(3) Uani 1 1 d . . . . .
C5 C 0.57930(12) 0.32623(6) 0.3611(2) 0.0300(4) Uani 1 1 d . . . . .
H5 H 0.6343 0.3405 0.4355 0.036 Uiso 1 1 calc R U . . .
N5 N 0.19490(10) 0.28800(5) -0.14584(19) 0.0278(3) Uani 1 1 d . . . . .
N4 N 0.33119(9) 0.27392(5) 0.02738(18) 0.0247(3) Uani 1 1 d . . . . .
O4 O 0.92544(17) 0.40715(9) 0.5838(3) 0.0810(6) Uani 1 1 d . . . . .
C4 C 0.50803(12) 0.35705(6) 0.2665(2) 0.0266(3) Uani 1 1 d . . . . .
C7 C 0.48475(12) 0.25185(6) 0.2326(2) 0.0274(3) Uani 1 1 d . . . . .
H7 H 0.4756 0.2160 0.2198 0.033 Uiso 1 1 calc R U . . .
N7 N 0.25874(11) 0.39206(5) 0.2200(2) 0.0305(3) Uani 1 1 d . . . . .
C8 C 0.41756(12) 0.28638(6) 0.1438(2) 0.0247(3) Uani 1 1 d . . . . .
N8 N 0.98679(18) 0.30363(11) 0.2633(4) 0.0813(8) Uani 1 1 d . . . . .
C9 C 0.29350(13) 0.22546(6) -0.0267(2) 0.0299(3) Uani 1 1 d . . . . .
H9 H 0.3218 0.1931 0.0066 0.036 Uiso 1 1 calc R U . . .
C10 C 0.20840(13) 0.23455(7) -0.1361(3) 0.0329(4) Uani 1 1 d . . . . .
H10 H 0.1655 0.2095 -0.1957 0.040 Uiso 1 1 calc R U . . .
C11 C 0.26987(11) 0.31359(6) -0.0480(2) 0.0245(3) Uani 1 1 d . . . . .
C12 C 0.38865(15) 0.52908(7) 0.1127(3) 0.0403(4) Uani 1 1 d . . . . .
H12A H 0.4259 0.5603 0.1130 0.060 Uiso 1 1 calc R U . . .
H12B H 0.3422 0.5346 0.1832 0.060 Uiso 1 1 calc R U . . .
H12C H 0.3561 0.5206 -0.0086 0.060 Uiso 1 1 calc R U . . .
C13 C 0.63445(15) 0.18881(7) 0.4090(3) 0.0446(5) Uani 1 1 d . . . . .
H13A H 0.6321 0.1816 0.2848 0.067 Uiso 1 1 calc R U . . .
H13B H 0.5779 0.1751 0.4393 0.067 Uiso 1 1 calc R U . . .
H13C H 0.6904 0.1727 0.4833 0.067 Uiso 1 1 calc R U . . .
C14 C 0.10901(14) 0.31297(8) -0.2472(3) 0.0418(5) Uani 1 1 d . . . . .
H14A H 0.1041 0.3080 -0.3734 0.063 Uiso 1 1 calc R U . . .
H14B H 0.1117 0.3496 -0.2205 0.063 Uiso 1 1 calc R U . . .
H14C H 0.0539 0.2979 -0.2151 0.063 Uiso 1 1 calc R U . . .
C15 C 0.16748(14) 0.46477(7) -0.1608(2) 0.0333(4) Uani 1 1 d . . . . .
C17 C 0.21202(15) 0.40062(7) 0.3154(3) 0.0367(4) Uani 1 1 d . . . . .
C16 C 0.09132(17) 0.50118(9) -0.2317(3) 0.0518(6) Uani 1 1 d . . . . .
H16A H 0.1146 0.5277 -0.2992 0.078 Uiso 1 1 calc R U . . .
H16B H 0.0699 0.5170 -0.1343 0.078 Uiso 1 1 calc R U . . .
H16C H 0.0387 0.4831 -0.3089 0.078 Uiso 1 1 calc R U . . .
C18 C 0.1519(2) 0.41232(10) 0.4365(4) 0.0646(7) Uani 1 1 d . . . . .
H18A H 0.1354 0.4487 0.4279 0.097 Uiso 1 1 calc R U . . .
H18B H 0.1857 0.4043 0.5574 0.097 Uiso 1 1 calc R U . . .
H18C H 0.0943 0.3918 0.4050 0.097 Uiso 1 1 calc R U . . .
C19 C 0.8351(2) 0.29210(14) 0.3735(5) 0.0824(9) Uani 1 1 d . . . . .
H19A H 0.8089 0.3257 0.3905 0.124 Uiso 1 1 calc R U . . .
H19B H 0.8495 0.2735 0.4857 0.124 Uiso 1 1 calc R U . . .
H19C H 0.7891 0.2727 0.2861 0.124 Uiso 1 1 calc R U . . .
C20 C 0.92029(18) 0.29862(11) 0.3123(3) 0.0568(6) Uani 1 1 d . . . . .
C21 C 0.89161(18) 0.38359(9) 0.8827(3) 0.0508(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Ru1 N3 2.0005(13) . ?
Ru1 N7 2.0028(16) . ?
Ru1 N6 2.0453(14) . ?
Ru1 C11 2.0607(16) . ?
Ru1 C1 2.0626(17) . ?
Ru1 Cl1 2.4301(5) . ?
F1 C21 1.331(3) . ?
O1 C6 1.350(2) . ?
O1 C13 1.437(2) . ?
N1 C1 1.345(2) . ?
N1 C2 1.391(2) . ?
N1 C12 1.460(2) . ?
C1 N2 1.388(2) . ?
S1 O4 1.434(2) . ?
S1 O3 1.437(2) . ?
S1 O2 1.439(2) . ?
S1 C21 1.804(3) . ?
N2 C3 1.393(2) . ?
N2 C4 1.400(2) . ?
F2 C21 1.331(3) . ?
C2 C3 1.341(3) . ?
C2 H2 0.9400 . ?
N3 C8 1.3449(19) . ?
N3 C4 1.346(2) . ?
F3 C21 1.324(3) . ?
C3 H3 0.9400 . ?
C6 C7 1.394(2) . ?
C6 C5 1.404(2) . ?
N6 C15 1.138(2) . ?
C5 C4 1.371(2) . ?
C5 H5 0.9400 . ?
N5 C11 1.342(2) . ?
N5 C10 1.397(2) . ?
N5 C14 1.455(2) . ?
N4 C11 1.392(2) . ?
N4 C9 1.392(2) . ?
N4 C8 1.395(2) . ?
C7 C8 1.379(2) . ?
C7 H7 0.9400 . ?
N7 C17 1.133(2) . ?
N8 C20 1.121(3) . ?
C9 C10 1.340(3) . ?
C9 H9 0.9400 . ?
C10 H10 0.9400 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 H12C 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 H13C 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 H14C 0.9700 . ?
C15 C16 1.455(3) . ?
C17 C18 1.452(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 H16C 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 H18C 0.9700 . ?
C19 C20 1.431(4) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?

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
N3 Ru1 N7 94.89(6) . . ?
N3 Ru1 N6 177.91(5) . . ?
N7 Ru1 N6 83.84(6) . . ?
N3 Ru1 C11 77.71(6) . . ?
N7 Ru1 C11 92.38(6) . . ?
N6 Ru1 C11 103.98(6) . . ?
N3 Ru1 C1 77.73(6) . . ?
N7 Ru1 C1 89.79(6) . . ?
N6 Ru1 C1 100.58(6) . . ?
C11 Ru1 C1 155.44(6) . . ?
N3 Ru1 Cl1 89.53(4) . . ?
N7 Ru1 Cl1 175.40(4) . . ?
N6 Ru1 Cl1 91.77(4) . . ?
C11 Ru1 Cl1 87.32(5) . . ?
C1 Ru1 Cl1 92.39(5) . . ?
C6 O1 C13 117.57(15) . . ?
C1 N1 C2 111.86(15) . . ?
C1 N1 C12 123.83(15) . . ?
C2 N1 C12 124.26(15) . . ?
N1 C1 N2 102.95(14) . . ?
N1 C1 Ru1 144.94(13) . . ?
N2 C1 Ru1 112.05(11) . . ?
O4 S1 O3 116.03(16) . . ?
O4 S1 O2 115.17(15) . . ?
O3 S1 O2 115.38(15) . . ?
O4 S1 C21 103.04(12) . . ?
O3 S1 C21 101.89(13) . . ?
O2 S1 C21 102.24(14) . . ?
C1 N2 C3 111.90(14) . . ?
C1 N2 C4 118.99(14) . . ?
C3 N2 C4 129.10(15) . . ?
C3 C2 N1 107.91(15) . . ?
C3 C2 H2 126.0 . . ?
N1 C2 H2 126.0 . . ?
C8 N3 C4 119.02(14) . . ?
C8 N3 Ru1 120.48(11) . . ?
C4 N3 Ru1 120.47(11) . . ?
C2 C3 N2 105.38(16) . . ?
C2 C3 H3 127.3 . . ?
N2 C3 H3 127.3 . . ?
O1 C6 C7 123.81(15) . . ?
O1 C6 C5 115.34(15) . . ?
C7 C6 C5 120.85(15) . . ?
C15 N6 Ru1 171.91(15) . . ?
C4 C5 C6 117.32(15) . . ?
C4 C5 H5 121.3 . . ?
C6 C5 H5 121.3 . . ?
C11 N5 C10 111.99(14) . . ?
C11 N5 C14 123.97(15) . . ?
C10 N5 C14 124.03(15) . . ?
C11 N4 C9 111.90(14) . . ?
C11 N4 C8 119.03(13) . . ?
C9 N4 C8 129.05(14) . . ?
N3 C4 C5 122.79(15) . . ?
N3 C4 N2 110.75(14) . . ?
C5 C4 N2 126.45(15) . . ?
C8 C7 C6 117.01(15) . . ?
C8 C7 H7 121.5 . . ?
C6 C7 H7 121.5 . . ?
C17 N7 Ru1 170.51(15) . . ?
N3 C8 C7 123.00(15) . . ?
N3 C8 N4 110.78(14) . . ?
C7 C8 N4 126.22(14) . . ?
C10 C9 N4 105.55(15) . . ?
C10 C9 H9 127.2 . . ?
N4 C9 H9 127.2 . . ?
C9 C10 N5 107.68(15) . . ?
C9 C10 H10 126.2 . . ?
N5 C10 H10 126.2 . . ?
N5 C11 N4 102.87(13) . . ?
N5 C11 Ru1 145.20(12) . . ?
N4 C11 Ru1 111.91(11) . . ?
N1 C12 H12A 109.5 . . ?
N1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O1 C13 H13A 109.5 . . ?
O1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N5 C14 H14A 109.5 . . ?
N5 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N5 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N6 C15 C16 179.0(2) . . ?
N7 C17 C18 179.2(2) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 H19A 109.5 . . ?
C20 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C20 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N8 C20 C19 179.6(4) . . ?
F3 C21 F2 108.3(2) . . ?
F3 C21 F1 107.1(2) . . ?
F2 C21 F1 106.9(2) . . ?
F3 C21 S1 111.76(18) . . ?
F2 C21 S1 110.36(18) . . ?
F1 C21 S1 112.21(18) . . ?

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
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N1 C1 N2 0.6(2) . . . . ?
C12 N1 C1 N2 -177.06(17) . . . . ?
C2 N1 C1 Ru1 177.37(18) . . . . ?
C12 N1 C1 Ru1 -0.3(3) . . . . ?
N1 C1 N2 C3 -0.6(2) . . . . ?
Ru1 C1 N2 C3 -178.56(12) . . . . ?
N1 C1 N2 C4 178.58(15) . . . . ?
Ru1 C1 N2 C4 0.6(2) . . . . ?
C1 N1 C2 C3 -0.5(2) . . . . ?
C12 N1 C2 C3 177.20(18) . . . . ?
N1 C2 C3 N2 0.1(2) . . . . ?
C1 N2 C3 C2 0.3(2) . . . . ?
C4 N2 C3 C2 -178.73(18) . . . . ?
C13 O1 C6 C7 7.1(3) . . . . ?
C13 O1 C6 C5 -173.44(17) . . . . ?
O1 C6 C5 C4 -179.97(16) . . . . ?
C7 C6 C5 C4 -0.5(3) . . . . ?
C8 N3 C4 C5 -1.3(3) . . . . ?
Ru1 N3 C4 C5 -179.32(13) . . . . ?
C8 N3 C4 N2 178.07(14) . . . . ?
Ru1 N3 C4 N2 0.04(19) . . . . ?
C6 C5 C4 N3 0.9(3) . . . . ?
C6 C5 C4 N2 -178.33(16) . . . . ?
C1 N2 C4 N3 -0.4(2) . . . . ?
C3 N2 C4 N3 178.55(17) . . . . ?
C1 N2 C4 C5 178.91(17) . . . . ?
C3 N2 C4 C5 -2.1(3) . . . . ?
O1 C6 C7 C8 179.87(16) . . . . ?
C5 C6 C7 C8 0.4(3) . . . . ?
C4 N3 C8 C7 1.2(3) . . . . ?
Ru1 N3 C8 C7 179.26(13) . . . . ?
C4 N3 C8 N4 -179.11(14) . . . . ?
Ru1 N3 C8 N4 -1.08(19) . . . . ?
C6 C7 C8 N3 -0.8(3) . . . . ?
C6 C7 C8 N4 179.59(16) . . . . ?
C11 N4 C8 N3 -1.4(2) . . . . ?
C9 N4 C8 N3 179.76(16) . . . . ?
C11 N4 C8 C7 178.26(16) . . . . ?
C9 N4 C8 C7 -0.6(3) . . . . ?
C11 N4 C9 C10 0.0(2) . . . . ?
C8 N4 C9 C10 178.90(17) . . . . ?
N4 C9 C10 N5 -0.6(2) . . . . ?
C11 N5 C10 C9 1.2(2) . . . . ?
C14 N5 C10 C9 -177.73(18) . . . . ?
C10 N5 C11 N4 -1.09(19) . . . . ?
C14 N5 C11 N4 177.79(17) . . . . ?
C10 N5 C11 Ru1 176.66(17) . . . . ?
C14 N5 C11 Ru1 -4.5(3) . . . . ?
C9 N4 C11 N5 0.68(18) . . . . ?
C8 N4 C11 N5 -178.35(14) . . . . ?
C9 N4 C11 Ru1 -177.94(11) . . . . ?
C8 N4 C11 Ru1 3.03(18) . . . . ?
O4 S1 C21 F3 56.8(2) . . . . ?
O3 S1 C21 F3 177.40(19) . . . . ?
O2 S1 C21 F3 -63.0(2) . . . . ?
O4 S1 C21 F2 -63.7(2) . . . . ?
O3 S1 C21 F2 56.9(2) . . . . ?
O2 S1 C21 F2 176.49(19) . . . . ?
O4 S1 C21 F1 177.15(18) . . . . ?
O3 S1 C21 F1 -62.2(2) . . . . ?
O2 S1 C21 F1 57.4(2) . . . . ?

_refine_diff_density_max         0.558
_refine_diff_density_min         -0.655
_refine_diff_density_rms         0.060

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3
_database_code_depnum_ccdc_archive 'CCDC 1563865'
_audit_update_record             
;
2017-07-21 deposited with the CCDC.
2017-09-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            CMB03
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H24 F6 N8 O7 Ru S2'
_chemical_formula_sum            'C22 H24 F6 N8 O7 Ru S2'
_chemical_formula_weight         791.68

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'
F F 0.0171 0.0103 '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'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.9326(14)
_cell_length_b                   9.4243(17)
_cell_length_c                   20.804(4)
_cell_angle_alpha                97.577(2)
_cell_angle_beta                 91.192(2)
_cell_angle_gamma                93.256(2)
_cell_volume                     1538.6(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    9951
_cell_measurement_theta_min      2.5143
_cell_measurement_theta_max      24.3879

_exptl_crystal_description       plate
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.709
_exptl_crystal_F_000             796
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.736
_shelx_estimated_absorpt_T_min   0.910
_shelx_estimated_absorpt_T_max   0.978
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6894
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine focus sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker AXS SMART APEX2 CCD diffractometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            41923
_diffrn_reflns_av_unetI/netI     0.0315
_diffrn_reflns_av_R_equivalents  0.0422
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.514
_diffrn_reflns_theta_max         28.282
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7621
_reflns_number_gt                6551
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 V2013.10.0 (Bruker, 2013)'
_computing_cell_refinement       'APEX2 V2013.10.0 (Bruker, 2013)'
_computing_data_reduction        'APEX2 V2013.10.0 (Bruker, 2013)'
_computing_structure_solution    'SHELXT (Shelrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0656P)²+0.7248P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7621
_refine_ls_number_parameters     568
_refine_ls_number_restraints     685
_refine_ls_R_factor_all          0.0492
_refine_ls_R_factor_gt           0.0410
_refine_ls_wR_factor_ref         0.1163
_refine_ls_wR_factor_gt          0.1099
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_restrained_S_all      1.148
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.001

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
Ru1 Ru 0.50755(2) 0.33726(2) 0.23373(2) 0.02819(8) Uani 1 1 d . . . . .
N1 N 0.1768(3) 0.4765(2) 0.17921(11) 0.0334(5) Uani 1 1 d . . . . .
C1 C 0.2781(3) 0.4253(3) 0.22176(13) 0.0291(5) Uani 1 1 d . . . . .
O1 O 0.2270(4) 0.3977(4) 0.50571(13) 0.0803(10) Uani 1 1 d . . . . .
N5 N 0.8388(3) 0.1842(3) 0.27954(14) 0.0409(6) Uani 1 1 d . . . . .
N2 N 0.1928(3) 0.4457(2) 0.27917(11) 0.0307(5) Uani 1 1 d . . . . .
C2 C 0.0315(4) 0.5282(3) 0.20815(15) 0.0403(7) Uani 1 1 d . . . . .
H2 H -0.0569 0.5690 0.1876 0.048 Uiso 1 1 calc R U . . .
N3 N 0.4161(3) 0.3516(2) 0.32346(11) 0.0321(5) Uani 1 1 d . . . . .
C3 C 0.0413(3) 0.5091(3) 0.27079(15) 0.0374(6) Uani 1 1 d . . . . .
H3 H -0.0382 0.5337 0.3026 0.045 Uiso 1 1 calc R U . . .
C4 C 0.2667(3) 0.4086(3) 0.33617(14) 0.0335(6) Uani 1 1 d . . . . .
N4 N 0.6590(3) 0.2562(3) 0.34974(13) 0.0440(6) Uani 1 1 d . . . . .
C5 C 0.2018(4) 0.4245(4) 0.39676(15) 0.0446(7) Uani 1 1 d . . . . .
H5 H 0.0965 0.4636 0.4045 0.053 Uiso 1 1 calc R U . . .
N6 N 0.6038(3) 0.3302(3) 0.14294(12) 0.0352(5) Uani 1 1 d . . . . .
C6 C 0.2981(5) 0.3804(5) 0.44708(17) 0.0552(9) Uani 1 1 d . . . . .
N7 N 0.4057(3) 0.1345(3) 0.20837(13) 0.0385(5) Uani 1 1 d . . . . .
C7 C 0.4534(5) 0.3239(5) 0.43502(17) 0.0582(10) Uani 1 1 d . . . . .
H7 H 0.5195 0.2952 0.4685 0.070 Uiso 1 1 calc R U . . .
C8 C 0.5070(4) 0.3115(4) 0.37220(16) 0.0433(7) Uani 1 1 d . . . . .
N8 N 0.6084(3) 0.5412(2) 0.25585(11) 0.0304(5) Uani 1 1 d . . . . .
C11 C 0.6951(3) 0.2526(3) 0.28498(15) 0.0362(6) Uani 1 1 d . . . . .
C10 C 0.8929(4) 0.1477(4) 0.33892(19) 0.0531(9) Uani 1 1 d . . . . .
H10 H 0.9910 0.1002 0.3465 0.064 Uiso 1 1 calc R U . . .
C9 C 0.7821(4) 0.1914(4) 0.3827(2) 0.0566(9) Uani 1 1 d . . . . .
H9 H 0.7856 0.1809 0.4270 0.068 Uiso 1 1 calc R U . . .
C12 C 0.2138(5) 0.4770(4) 0.11113(15) 0.0488(8) Uani 1 1 d . . . . .
H12A H 0.2023 0.3796 0.0889 0.073 Uiso 1 1 calc R U . . .
H12B H 0.3284 0.5161 0.1073 0.073 Uiso 1 1 calc R U . . .
H12C H 0.1354 0.5355 0.0917 0.073 Uiso 1 1 calc R U . . .
C13 C 0.3080(7) 0.3377(7) 0.5578(2) 0.0962(18) Uani 1 1 d . . . . .
H13A H 0.3151 0.2352 0.5457 0.144 Uiso 1 1 calc R U . . .
H13B H 0.2425 0.3548 0.5967 0.144 Uiso 1 1 calc R U . . .
H13C H 0.4207 0.3826 0.5662 0.144 Uiso 1 1 calc R U . . .
C15 C 0.6563(4) 0.3281(3) 0.09268(15) 0.0389(6) Uani 1 1 d . . . . .
C14 C 0.9235(4) 0.1487(4) 0.21902(19) 0.0511(8) Uani 1 1 d . . . . .
H14A H 0.9085 0.0463 0.2052 0.077 Uiso 1 1 calc R U . . .
H14B H 1.0430 0.1761 0.2252 0.077 Uiso 1 1 calc R U . . .
H14C H 0.8757 0.1998 0.1861 0.077 Uiso 1 1 calc R U . . .
C16 C 0.7222(5) 0.3283(4) 0.02763(17) 0.0575(9) Uani 1 1 d . . . . .
H16A H 0.6290 0.3255 -0.0035 0.086 Uiso 1 1 calc R U . . .
H16B H 0.7875 0.2449 0.0169 0.086 Uiso 1 1 calc R U . . .
H16C H 0.7939 0.4147 0.0263 0.086 Uiso 1 1 calc R U . . .
C17 C 0.3559(4) 0.0200(3) 0.1935(2) 0.0507(8) Uani 1 1 d . . . . .
C18 C 0.2926(6) -0.1302(4) 0.1749(3) 0.0841(16) Uani 1 1 d . . . . .
H18A H 0.2082 -0.1352 0.1401 0.126 Uiso 1 1 calc R U . . .
H18B H 0.2423 -0.1666 0.2121 0.126 Uiso 1 1 calc R U . . .
H18C H 0.3856 -0.1877 0.1603 0.126 Uiso 1 1 calc R U . . .
S1 S 0.77231(12) 0.74741(9) 0.08303(4) 0.0505(2) Uani 1 1 d D . . . .
O2 O 0.8991(5) 0.6754(4) 0.0462(2) 0.1046(13) Uani 1 1 d D . . . .
O3 O 0.6133(5) 0.6744(4) 0.0749(3) 0.1243(17) Uani 1 1 d D . . . .
O4 O 0.8293(8) 0.7993(5) 0.14584(17) 0.1359(19) Uani 1 1 d D . . . .
C21 C 0.7491(6) 0.9051(5) 0.0450(2) 0.0705(12) Uani 1 1 d D . . . .
C20 C 0.7061(5) 0.8096(3) 0.28507(19) 0.0513(8) Uani 1 1 d . . . . .
H20A H 0.6806 0.8612 0.2490 0.077 Uiso 1 1 calc R U . . .
H20B H 0.8270 0.8178 0.2942 0.077 Uiso 1 1 calc R U . . .
H20C H 0.6478 0.8500 0.3231 0.077 Uiso 1 1 calc R U . . .
C19 C 0.6507(3) 0.6589(3) 0.26831(14) 0.0339(6) Uani 1 1 d . . . . .
F1 F 0.7110(7) 0.8807(4) -0.01554(16) 0.1507(18) Uani 1 1 d D . . . .
F2 F 0.6249(5) 0.9812(4) 0.0729(2) 0.1334(15) Uani 1 1 d D . . . .
F3 F 0.8817(5) 0.9956(3) 0.05393(19) 0.1205(12) Uani 1 1 d D . . . .
S2A S 0.2338(2) 0.79632(19) 0.39236(9) 0.0449(5) Uani 0.463(2) 1 d D U P A 1
O5A O 0.2638(16) 0.7441(9) 0.4530(4) 0.070(2) Uani 0.463(2) 1 d D U P A 1
O6A O 0.0604(8) 0.8029(10) 0.3685(4) 0.0582(17) Uani 0.463(2) 1 d D U P A 1
O7A O 0.352(2) 0.7377(17) 0.3479(8) 0.058(3) Uani 0.463(2) 1 d D U P A 1
C22A C 0.3100(10) 0.9796(8) 0.4097(4) 0.0598(15) Uani 0.463(2) 1 d D U P A 1
F4A F 0.2266(9) 1.0529(8) 0.4555(4) 0.081(2) Uani 0.463(2) 1 d D U P A 1
F5A F 0.2912(9) 1.0460(7) 0.3546(3) 0.0701(16) Uani 0.463(2) 1 d D U P A 1
F6A F 0.4688(8) 0.9919(8) 0.4306(3) 0.0727(19) Uani 0.463(2) 1 d D U P A 1
S2B S 0.3030(6) 0.8879(4) 0.3645(2) 0.0691(10) Uani 0.325(2) 1 d D U P B 2
O5B O 0.2327(15) 0.9782(13) 0.3221(5) 0.077(3) Uani 0.325(2) 1 d D U P B 2
O6B O 0.4602(15) 0.9580(15) 0.4023(7) 0.084(3) Uani 0.325(2) 1 d D U P B 2
O7B O 0.331(3) 0.7572(15) 0.3263(7) 0.059(3) Uani 0.325(2) 1 d D U P B 2
C22B C 0.1595(12) 0.8662(11) 0.4237(4) 0.0481(17) Uani 0.325(2) 1 d D U P B 2
F4B F 0.1157(19) 0.9870(12) 0.4586(7) 0.103(3) Uani 0.325(2) 1 d D U P B 2
F5B F 0.236(2) 0.7876(15) 0.4671(6) 0.084(3) Uani 0.325(2) 1 d D U P B 2
F6B F 0.0229(14) 0.8017(16) 0.3934(5) 0.090(3) Uani 0.325(2) 1 d D U P B 2
S2C S 0.2246(7) 0.8582(6) 0.3514(2) 0.0459(11) Uani 0.211(2) 1 d D U P C 3
O5C O 0.0672(17) 0.833(2) 0.3300(9) 0.094(4) Uani 0.211(2) 1 d D U P C 3
O6C O 0.338(3) 0.9937(17) 0.3422(11) 0.084(4) Uani 0.211(2) 1 d D U P C 3
O7C O 0.325(4) 0.739(3) 0.3427(18) 0.056(5) Uani 0.211(2) 1 d D U P C 3
C22C C 0.201(2) 0.9031(16) 0.4357(6) 0.064(2) Uani 0.211(2) 1 d D U P C 3
F4C F 0.3410(18) 0.9219(17) 0.4726(7) 0.100(3) Uani 0.211(2) 1 d D U P C 3
F5C F 0.113(2) 0.7893(16) 0.4596(7) 0.099(3) Uani 0.211(2) 1 d D U P C 3
F6C F 0.146(3) 1.0364(17) 0.4472(10) 0.077(4) Uani 0.211(2) 1 d D U P C 3


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Ru1 N3 2.007(2) . ?
Ru1 N8 2.030(2) . ?
Ru1 N7 2.030(2) . ?
Ru1 N6 2.046(2) . ?
Ru1 C1 2.067(3) . ?
Ru1 C11 2.069(3) . ?
N1 C1 1.337(3) . ?
N1 C2 1.394(4) . ?
N1 C12 1.453(4) . ?
C1 N2 1.382(3) . ?
O1 C6 1.349(4) . ?
O1 C13 1.443(5) . ?
N5 C11 1.340(3) . ?
N5 C10 1.392(4) . ?
N5 C14 1.449(4) . ?
N2 C3 1.390(3) . ?
N2 C4 1.405(3) . ?
C2 C3 1.340(4) . ?
C2 H2 0.9400 . ?
N3 C8 1.339(4) . ?
N3 C4 1.346(3) . ?
C3 H3 0.9400 . ?
C4 C5 1.365(4) . ?
N4 C11 1.380(4) . ?
N4 C9 1.395(4) . ?
N4 C8 1.405(4) . ?
C5 C6 1.403(5) . ?
C5 H5 0.9400 . ?
N6 C15 1.131(4) . ?
C6 C7 1.384(5) . ?
N7 C17 1.129(4) . ?
C7 C8 1.375(5) . ?
C7 H7 0.9400 . ?
N8 C19 1.135(4) . ?
C10 C9 1.322(5) . ?
C10 H10 0.9400 . ?
C9 H9 0.9400 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 H12C 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 H13C 0.9700 . ?
C15 C16 1.461(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 H14C 0.9700 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 H16C 0.9700 . ?
C17 C18 1.474(5) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 H18C 0.9700 . ?
S1 O4 1.390(4) . ?
S1 O3 1.398(4) . ?
S1 O2 1.426(3) . ?
S1 C21 1.790(4) . ?
C21 F1 1.277(5) . ?
C21 F3 1.310(5) . ?
C21 F2 1.347(5) . ?
C20 C19 1.457(4) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 H20C 0.9700 . ?
S2A O7A 1.413(12) . ?
S2A O5A 1.434(9) . ?
S2A O6A 1.460(7) . ?
S2A C22A 1.785(8) . ?
C22A F4A 1.315(9) . ?
C22A F6A 1.318(9) . ?
C22A F5A 1.386(9) . ?
S2B O7B 1.406(12) . ?
S2B O5B 1.429(9) . ?
S2B O6B 1.529(11) . ?
S2B C22B 1.718(9) . ?
C22B F6B 1.317(12) . ?
C22B F4B 1.334(12) . ?
C22B F5B 1.393(12) . ?
S2C O5C 1.315(12) . ?
S2C O7C 1.408(15) . ?
S2C O6C 1.555(13) . ?
S2C C22C 1.765(12) . ?
C22C F4C 1.327(14) . ?
C22C F6C 1.347(15) . ?
C22C F5C 1.398(14) . ?

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
N3 Ru1 N8 88.50(9) . . ?
N3 Ru1 N7 93.20(10) . . ?
N8 Ru1 N7 178.02(9) . . ?
N3 Ru1 N6 177.93(9) . . ?
N8 Ru1 N6 89.44(9) . . ?
N7 Ru1 N6 88.85(10) . . ?
N3 Ru1 C1 77.72(10) . . ?
N8 Ru1 C1 87.01(9) . . ?
N7 Ru1 C1 92.36(10) . . ?
N6 Ru1 C1 102.01(10) . . ?
N3 Ru1 C11 77.57(11) . . ?
N8 Ru1 C11 93.16(10) . . ?
N7 Ru1 C11 88.20(11) . . ?
N6 Ru1 C11 102.72(11) . . ?
C1 Ru1 C11 155.27(12) . . ?
C1 N1 C2 111.7(2) . . ?
C1 N1 C12 123.9(2) . . ?
C2 N1 C12 124.4(2) . . ?
N1 C1 N2 103.8(2) . . ?
N1 C1 Ru1 144.3(2) . . ?
N2 C1 Ru1 111.83(17) . . ?
C6 O1 C13 117.8(3) . . ?
C11 N5 C10 111.4(3) . . ?
C11 N5 C14 124.2(3) . . ?
C10 N5 C14 124.4(3) . . ?
C1 N2 C3 111.2(2) . . ?
C1 N2 C4 119.6(2) . . ?
C3 N2 C4 129.1(2) . . ?
C3 C2 N1 107.2(2) . . ?
C3 C2 H2 126.4 . . ?
N1 C2 H2 126.4 . . ?
C8 N3 C4 119.0(3) . . ?
C8 N3 Ru1 120.4(2) . . ?
C4 N3 Ru1 120.48(18) . . ?
C2 C3 N2 106.1(3) . . ?
C2 C3 H3 126.9 . . ?
N2 C3 H3 126.9 . . ?
N3 C4 C5 122.6(3) . . ?
N3 C4 N2 110.3(2) . . ?
C5 C4 N2 127.1(3) . . ?
C11 N4 C9 111.1(3) . . ?
C11 N4 C8 119.2(2) . . ?
C9 N4 C8 129.5(3) . . ?
C4 C5 C6 117.5(3) . . ?
C4 C5 H5 121.2 . . ?
C6 C5 H5 121.2 . . ?
C15 N6 Ru1 179.1(2) . . ?
O1 C6 C7 124.6(3) . . ?
O1 C6 C5 114.8(3) . . ?
C7 C6 C5 120.6(3) . . ?
C17 N7 Ru1 177.0(3) . . ?
C8 C7 C6 117.4(3) . . ?
C8 C7 H7 121.3 . . ?
C6 C7 H7 121.3 . . ?
N3 C8 C7 122.8(3) . . ?
N3 C8 N4 110.8(3) . . ?
C7 C8 N4 126.4(3) . . ?
C19 N8 Ru1 174.0(2) . . ?
N5 C11 N4 103.5(2) . . ?
N5 C11 Ru1 144.3(2) . . ?
N4 C11 Ru1 112.00(19) . . ?
C9 C10 N5 108.0(3) . . ?
C9 C10 H10 126.0 . . ?
N5 C10 H10 126.0 . . ?
C10 C9 N4 106.0(3) . . ?
C10 C9 H9 127.0 . . ?
N4 C9 H9 127.0 . . ?
N1 C12 H12A 109.5 . . ?
N1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O1 C13 H13A 109.5 . . ?
O1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N6 C15 C16 178.7(3) . . ?
N5 C14 H14A 109.5 . . ?
N5 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N5 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N7 C17 C18 179.1(5) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O4 S1 O3 117.9(3) . . ?
O4 S1 O2 112.0(3) . . ?
O3 S1 O2 113.1(3) . . ?
O4 S1 C21 104.3(2) . . ?
O3 S1 C21 104.3(2) . . ?
O2 S1 C21 103.3(2) . . ?
F1 C21 F3 109.0(4) . . ?
F1 C21 F2 106.3(4) . . ?
F3 C21 F2 103.3(4) . . ?
F1 C21 S1 114.4(3) . . ?
F3 C21 S1 113.1(3) . . ?
F2 C21 S1 110.0(3) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N8 C19 C20 179.3(3) . . ?
O7A S2A O5A 108.0(8) . . ?
O7A S2A O6A 117.6(8) . . ?
O5A S2A O6A 119.4(6) . . ?
O7A S2A C22A 102.7(8) . . ?
O5A S2A C22A 102.2(5) . . ?
O6A S2A C22A 104.3(5) . . ?
F4A C22A F6A 105.3(7) . . ?
F4A C22A F5A 106.5(7) . . ?
F6A C22A F5A 110.7(7) . . ?
F4A C22A S2A 113.1(6) . . ?
F6A C22A S2A 111.7(6) . . ?
F5A C22A S2A 109.3(6) . . ?
O7B S2B O5B 106.7(9) . . ?
O7B S2B O6B 113.9(10) . . ?
O5B S2B O6B 112.8(9) . . ?
O7B S2B C22B 111.9(9) . . ?
O5B S2B C22B 107.6(6) . . ?
O6B S2B C22B 103.9(7) . . ?
F6B C22B F4B 108.3(11) . . ?
F6B C22B F5B 114.5(12) . . ?
F4B C22B F5B 106.2(10) . . ?
F6B C22B S2B 106.0(8) . . ?
F4B C22B S2B 115.5(8) . . ?
F5B C22B S2B 106.6(9) . . ?
O5C S2C O7C 115.0(16) . . ?
O5C S2C O6C 124.9(12) . . ?
O7C S2C O6C 107.9(16) . . ?
O5C S2C C22C 102.4(10) . . ?
O7C S2C C22C 107.1(16) . . ?
O6C S2C C22C 96.1(9) . . ?
F4C C22C F6C 99.2(14) . . ?
F4C C22C F5C 102.8(13) . . ?
F6C C22C F5C 120.0(15) . . ?
F4C C22C S2C 117.1(12) . . ?
F6C C22C S2C 108.9(12) . . ?
F5C C22C S2C 108.9(10) . . ?

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
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N1 C1 N2 0.1(3) . . . . ?
C12 N1 C1 N2 -179.5(3) . . . . ?
C2 N1 C1 Ru1 -177.1(3) . . . . ?
C12 N1 C1 Ru1 3.3(5) . . . . ?
N1 C1 N2 C3 -0.1(3) . . . . ?
Ru1 C1 N2 C3 178.10(18) . . . . ?
N1 C1 N2 C4 -177.5(2) . . . . ?
Ru1 C1 N2 C4 0.8(3) . . . . ?
C1 N1 C2 C3 0.0(3) . . . . ?
C12 N1 C2 C3 179.6(3) . . . . ?
N1 C2 C3 N2 -0.1(3) . . . . ?
C1 N2 C3 C2 0.1(3) . . . . ?
C4 N2 C3 C2 177.2(3) . . . . ?
C8 N3 C4 C5 -1.4(4) . . . . ?
Ru1 N3 C4 C5 -178.0(2) . . . . ?
C8 N3 C4 N2 179.0(3) . . . . ?
Ru1 N3 C4 N2 2.4(3) . . . . ?
C1 N2 C4 N3 -2.0(3) . . . . ?
C3 N2 C4 N3 -178.8(3) . . . . ?
C1 N2 C4 C5 178.5(3) . . . . ?
C3 N2 C4 C5 1.7(5) . . . . ?
N3 C4 C5 C6 0.8(5) . . . . ?
N2 C4 C5 C6 -179.8(3) . . . . ?
C13 O1 C6 C7 -7.8(7) . . . . ?
C13 O1 C6 C5 172.0(4) . . . . ?
C4 C5 C6 O1 -179.5(3) . . . . ?
C4 C5 C6 C7 0.4(6) . . . . ?
O1 C6 C7 C8 179.1(4) . . . . ?
C5 C6 C7 C8 -0.8(6) . . . . ?
C4 N3 C8 C7 1.0(5) . . . . ?
Ru1 N3 C8 C7 177.5(3) . . . . ?
C4 N3 C8 N4 -179.4(3) . . . . ?
Ru1 N3 C8 N4 -2.8(4) . . . . ?
C6 C7 C8 N3 0.1(6) . . . . ?
C6 C7 C8 N4 -179.5(4) . . . . ?
C11 N4 C8 N3 1.1(4) . . . . ?
C9 N4 C8 N3 -173.7(3) . . . . ?
C11 N4 C8 C7 -179.3(4) . . . . ?
C9 N4 C8 C7 5.9(6) . . . . ?
C10 N5 C11 N4 -0.8(3) . . . . ?
C14 N5 C11 N4 177.2(3) . . . . ?
C10 N5 C11 Ru1 -174.4(3) . . . . ?
C14 N5 C11 Ru1 3.6(5) . . . . ?
C9 N4 C11 N5 0.6(3) . . . . ?
C8 N4 C11 N5 -175.1(3) . . . . ?
C9 N4 C11 Ru1 176.6(2) . . . . ?
C8 N4 C11 Ru1 0.9(4) . . . . ?
C11 N5 C10 C9 0.7(4) . . . . ?
C14 N5 C10 C9 -177.3(3) . . . . ?
N5 C10 C9 N4 -0.3(4) . . . . ?
C11 N4 C9 C10 -0.2(4) . . . . ?
C8 N4 C9 C10 174.9(3) . . . . ?
O4 S1 C21 F1 174.3(5) . . . . ?
O3 S1 C21 F1 -61.4(5) . . . . ?
O2 S1 C21 F1 57.0(5) . . . . ?
O4 S1 C21 F3 48.7(5) . . . . ?
O3 S1 C21 F3 173.0(4) . . . . ?
O2 S1 C21 F3 -68.5(4) . . . . ?
O4 S1 C21 F2 -66.1(5) . . . . ?
O3 S1 C21 F2 58.2(4) . . . . ?
O2 S1 C21 F2 176.6(4) . . . . ?
O7A S2A C22A F4A -174.0(9) . . . . ?
O5A S2A C22A F4A -62.1(8) . . . . ?
O6A S2A C22A F4A 62.9(8) . . . . ?
O7A S2A C22A F6A -55.4(10) . . . . ?
O5A S2A C22A F6A 56.5(8) . . . . ?
O6A S2A C22A F6A -178.6(6) . . . . ?
O7A S2A C22A F5A 67.5(9) . . . . ?
O5A S2A C22A F5A 179.4(7) . . . . ?
O6A S2A C22A F5A -55.7(7) . . . . ?
O7B S2B C22B F6B -54.8(13) . . . . ?
O5B S2B C22B F6B 62.2(11) . . . . ?
O6B S2B C22B F6B -178.0(10) . . . . ?
O7B S2B C22B F4B -174.7(12) . . . . ?
O5B S2B C22B F4B -57.7(12) . . . . ?
O6B S2B C22B F4B 62.1(12) . . . . ?
O7B S2B C22B F5B 67.7(13) . . . . ?
O5B S2B C22B F5B -175.4(10) . . . . ?
O6B S2B C22B F5B -55.6(11) . . . . ?
O5C S2C C22C F4C 173.7(15) . . . . ?
O7C S2C C22C F4C 52(2) . . . . ?
O6C S2C C22C F4C -58.5(15) . . . . ?
O5C S2C C22C F6C -74.9(16) . . . . ?
O7C S2C C22C F6C 164(2) . . . . ?
O6C S2C C22C F6C 52.9(16) . . . . ?
O5C S2C C22C F5C 57.6(16) . . . . ?
O7C S2C C22C F5C -64(2) . . . . ?
O6C S2C C22C F5C -174.6(14) . . . . ?

_refine_diff_density_max         0.807
_refine_diff_density_min         -0.655
_refine_diff_density_rms         0.083

