# Electronic Supplementary Material (ESI) for Faraday Discussions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_compound1a
_database_code_depnum_ccdc_archive 'CCDC 1909969'
loop_
_audit_author_name
_audit_author_address
'Shigeki Kuwata'
;Tokyo Institute of Technology
Japan
;
_audit_update_record             
;
2019-04-14 deposited with the CCDC.	2019-05-09 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C21 H19 F6 N4 P Ru'
_chemical_formula_moiety         'C21 H19 N4 Ru, F6 P'
_chemical_formula_weight         573.44
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
_space_group_IT_number           15
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
#------------------------------------------------------------------------------
_cell_length_a                   10.983(4)
_cell_length_b                   17.280(7)
_cell_length_c                   22.513(7)
_cell_angle_alpha                90.0000
_cell_angle_beta                 93.032(6)
_cell_angle_gamma                90.0000
_cell_volume                     4267(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7785
_cell_measurement_theta_min      3.60
_cell_measurement_theta_max      27.49
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.430
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.150
_exptl_crystal_density_diffrn    1.785
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2288.00
_exptl_absorpt_coefficient_mu    0.880
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.726
_exptl_absorpt_correction_T_max  0.876

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.111
_diffrn_reflns_number            17031
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_theta_max         27.629
_diffrn_reflns_theta_min         3.599
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       29
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             4915
_reflns_number_gt                4096
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0361
_refine_ls_R_factor_gt           0.0315
_refine_ls_wR_factor_ref         0.0838
_refine_ls_wR_factor_gt          0.0822
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4915
_refine_ls_number_parameters     299
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0446P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         1.58
_refine_diff_density_min         -0.54
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.1023 0.0942
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Ru Ru -1.2594 0.8363
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.69004(2) 0.76813(2) 0.16574(2) 0.01347(8) Uani 1 1 d . . . . .
P1 P 0.53092(6) 0.47608(4) 0.12780(3) 0.02028(15) Uani 1 1 d . . . . .
F1 F 0.54286(13) 0.56362(8) 0.10367(6) 0.0277(3) Uani 1 1 d . . . . .
F2 F 0.47536(13) 0.50919(9) 0.18601(6) 0.0326(4) Uani 1 1 d . . . . .
F3 F 0.39718(13) 0.47157(9) 0.09696(6) 0.0299(4) Uani 1 1 d . . . . .
F4 F 0.51823(15) 0.38995(9) 0.15128(8) 0.0442(4) Uani 1 1 d . . . . .
F5 F 0.58663(14) 0.44484(9) 0.06844(7) 0.0374(4) Uani 1 1 d . . . . .
F6 F 0.66461(13) 0.48234(10) 0.15816(7) 0.0378(4) Uani 1 1 d . . . . .
N1 N 0.43539(16) 0.71498(10) 0.10807(8) 0.0145(4) Uani 1 1 d . . . . .
H1 H 0.4554 0.6663 0.1028 0.017 Uiso 1 1 calc R U . . .
N2 N 0.51150(17) 0.76882(10) 0.13082(8) 0.0132(4) Uani 1 1 d . . . . .
N3 N 0.63014(16) 0.88400(10) 0.17452(8) 0.0157(4) Uani 1 1 d . . . . .
N4 N 0.74533(16) 0.80715(11) 0.08489(8) 0.0170(4) Uani 1 1 d . . . . .
C1 C 0.6845(2) 0.66072(14) 0.21225(11) 0.0243(5) Uani 1 1 d . . . . .
H2 H 0.6180 0.6256 0.2087 0.029 Uiso 1 1 calc R U . . .
C2 C 0.6972(3) 0.72169(15) 0.25390(11) 0.0264(6) Uani 1 1 d . . . . .
H3 H 0.6413 0.7347 0.2831 0.032 Uiso 1 1 calc R U . . .
C3 C 0.8085(2) 0.75983(15) 0.24410(12) 0.0270(6) Uani 1 1 d . . . . .
H4 H 0.8404 0.8031 0.2658 0.032 Uiso 1 1 calc R U . . .
C4 C 0.8639(2) 0.72314(15) 0.19703(12) 0.0271(6) Uani 1 1 d . . . . .
H5 H 0.9393 0.7371 0.1812 0.033 Uiso 1 1 calc R U . . .
C5 C 0.7857(2) 0.66046(14) 0.17710(11) 0.0240(5) Uani 1 1 d . . . . .
H6 H 0.8002 0.6253 0.1458 0.029 Uiso 1 1 calc R U . . .
C6 C 0.3228(2) 0.74489(13) 0.09404(10) 0.0159(5) Uani 1 1 d . . . . .
C7 C 0.3288(2) 0.82187(13) 0.10902(10) 0.0179(5) Uani 1 1 d . . . . .
H7 H 0.2650 0.8590 0.1049 0.022 Uiso 1 1 calc R U . . .
C8 C 0.44771(19) 0.83425(13) 0.13147(10) 0.0155(5) Uani 1 1 d . . . . .
C9 C 0.5157(2) 0.90106(13) 0.15470(10) 0.0172(5) Uani 1 1 d . . . . .
C10 C 0.4704(2) 0.97544(14) 0.15569(12) 0.0251(6) Uani 1 1 d . . . . .
H8 H 0.3885 0.9860 0.1424 0.030 Uiso 1 1 calc R U . . .
C11 C 0.5465(2) 1.03449(14) 0.17643(13) 0.0314(6) Uani 1 1 d . . . . .
H9 H 0.5179 1.0863 0.1772 0.038 Uiso 1 1 calc R U . . .
C12 C 0.6635(2) 1.01705(14) 0.19576(11) 0.0253(6) Uani 1 1 d . . . . .
H10 H 0.7172 1.0569 0.2099 0.030 Uiso 1 1 calc R U . . .
C13 C 0.7030(2) 0.94167(13) 0.19465(10) 0.0199(5) Uani 1 1 d . . . . .
H11 H 0.7841 0.9300 0.2085 0.024 Uiso 1 1 calc R U . . .
C14 C 0.2228(2) 0.69694(13) 0.06862(10) 0.0167(5) Uani 1 1 d . . . . .
C15 C 0.2440(2) 0.62491(14) 0.04532(12) 0.0255(6) Uani 1 1 d . . . . .
H12 H 0.3247 0.6050 0.0461 0.031 Uiso 1 1 calc R U . . .
C16 C 0.1488(2) 0.58156(15) 0.02091(12) 0.0324(6) Uani 1 1 d . . . . .
H13 H 0.1643 0.5318 0.0051 0.039 Uiso 1 1 calc R U . . .
C17 C 0.0321(2) 0.60950(15) 0.01921(12) 0.0280(6) Uani 1 1 d . . . . .
H14 H -0.0331 0.5794 0.0021 0.034 Uiso 1 1 calc R U . . .
C18 C 0.0098(2) 0.68148(16) 0.04244(12) 0.0296(6) Uani 1 1 d . . . . .
H15 H -0.0711 0.7011 0.0414 0.036 Uiso 1 1 calc R U . . .
C19 C 0.1046(2) 0.72535(14) 0.06727(12) 0.0258(6) Uani 1 1 d . . . . .
H16 H 0.0888 0.7749 0.0834 0.031 Uiso 1 1 calc R U . . .
C20 C 0.8383(2) 0.86671(14) -0.00786(11) 0.0266(6) Uani 1 1 d . . . . .
H17 H 0.8217 0.8330 -0.0424 0.040 Uiso 1 1 calc R U . . .
H18 H 0.9266 0.8715 0.0000 0.040 Uiso 1 1 calc R U . . .
H19 H 0.8032 0.9180 -0.0160 0.040 Uiso 1 1 calc R U . . .
C21 C 0.7839(2) 0.83348(13) 0.04397(11) 0.0198(5) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.5 (Rigaku, 2017)'
_computing_molecular_graphics    'CrystalStructure 4.2.5'

#==============================================================================
# MOLECULAR GEOMETRY

_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 N4 2.062(2) . ?
Ru1 N2 2.074(2) . ?
Ru1 N3 2.1200(19) . ?
Ru1 C1 2.134(2) . ?
Ru1 C2 2.138(3) . ?
Ru1 C3 2.141(2) . ?
Ru1 C5 2.146(2) . ?
Ru1 C4 2.146(3) . ?
P1 F2 1.5816(15) . ?
P1 F4 1.5881(17) . ?
P1 F6 1.5902(16) . ?
P1 F3 1.5930(16) . ?
P1 F5 1.5932(16) . ?
P1 F1 1.6149(15) . ?
N1 N2 1.335(2) . ?
N1 C6 1.362(3) . ?
N1 H1 0.8800 . ?
N2 C8 1.331(3) . ?
N3 C13 1.341(3) . ?
N3 C9 1.344(3) . ?
N4 C21 1.129(3) . ?
C1 C5 1.398(4) . ?
C1 C2 1.412(3) . ?
C1 H2 0.9500 . ?
C2 C3 1.417(4) . ?
C2 H3 0.9500 . ?
C3 C4 1.401(4) . ?
C3 H4 0.9500 . ?
C4 C5 1.439(3) . ?
C4 H5 0.9500 . ?
C5 H6 0.9500 . ?
C6 C7 1.373(3) . ?
C6 C14 1.467(3) . ?
C7 C8 1.392(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.457(3) . ?
C9 C10 1.379(3) . ?
C10 C11 1.384(3) . ?
C10 H8 0.9500 . ?
C11 C12 1.368(3) . ?
C11 H9 0.9500 . ?
C12 C13 1.373(3) . ?
C12 H10 0.9500 . ?
C13 H11 0.9500 . ?
C14 C15 1.375(3) . ?
C14 C19 1.387(3) . ?
C15 C16 1.377(3) . ?
C15 H12 0.9500 . ?
C16 C17 1.368(3) . ?
C16 H13 0.9500 . ?
C17 C18 1.376(4) . ?
C17 H14 0.9500 . ?
C18 C19 1.382(3) . ?
C18 H15 0.9500 . ?
C19 H16 0.9500 . ?
C20 C21 1.457(3) . ?
C20 H17 0.9800 . ?
C20 H18 0.9800 . ?
C20 H19 0.9800 . ?

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
N4 Ru1 N2 88.87(7) . . ?
N4 Ru1 N3 83.16(7) . . ?
N2 Ru1 N3 74.81(7) . . ?
N4 Ru1 C1 137.29(9) . . ?
N2 Ru1 C1 98.06(8) . . ?
N3 Ru1 C1 139.36(9) . . ?
N4 Ru1 C2 160.70(9) . . ?
N2 Ru1 C2 109.96(9) . . ?
N3 Ru1 C2 105.32(9) . . ?
C1 Ru1 C2 38.61(9) . . ?
N4 Ru1 C3 123.68(9) . . ?
N2 Ru1 C3 146.53(10) . . ?
N3 Ru1 C3 99.47(9) . . ?
C1 Ru1 C3 64.48(9) . . ?
C2 Ru1 C3 38.67(10) . . ?
N4 Ru1 C5 102.91(9) . . ?
N2 Ru1 C5 119.84(8) . . ?
N3 Ru1 C5 163.81(8) . . ?
C1 Ru1 C5 38.14(10) . . ?
C2 Ru1 C5 64.55(10) . . ?
C3 Ru1 C5 64.60(9) . . ?
N4 Ru1 C4 96.29(9) . . ?
N2 Ru1 C4 159.03(9) . . ?
N3 Ru1 C4 125.92(9) . . ?
C1 Ru1 C4 64.64(10) . . ?
C2 Ru1 C4 64.61(11) . . ?
C3 Ru1 C4 38.16(10) . . ?
C5 Ru1 C4 39.19(9) . . ?
F2 P1 F4 91.07(9) . . ?
F2 P1 F6 90.41(9) . . ?
F4 P1 F6 90.91(9) . . ?
F2 P1 F3 89.51(8) . . ?
F4 P1 F3 90.24(9) . . ?
F6 P1 F3 178.85(9) . . ?
F2 P1 F5 178.56(10) . . ?
F4 P1 F5 90.35(10) . . ?
F6 P1 F5 89.82(9) . . ?
F3 P1 F5 90.23(8) . . ?
F2 P1 F1 88.95(8) . . ?
F4 P1 F1 179.58(10) . . ?
F6 P1 F1 89.50(8) . . ?
F3 P1 F1 89.35(8) . . ?
F5 P1 F1 89.63(8) . . ?
N2 N1 C6 111.52(18) . . ?
N2 N1 H1 124.2 . . ?
C6 N1 H1 124.2 . . ?
C8 N2 N1 106.09(18) . . ?
C8 N2 Ru1 119.25(14) . . ?
N1 N2 Ru1 134.58(14) . . ?
C13 N3 C9 118.6(2) . . ?
C13 N3 Ru1 123.42(15) . . ?
C9 N3 Ru1 117.75(14) . . ?
C21 N4 Ru1 172.72(19) . . ?
C5 C1 C2 109.0(2) . . ?
C5 C1 Ru1 71.39(14) . . ?
C2 C1 Ru1 70.88(14) . . ?
C5 C1 H2 125.5 . . ?
C2 C1 H2 125.5 . . ?
Ru1 C1 H2 123.8 . . ?
C1 C2 C3 107.4(2) . . ?
C1 C2 Ru1 70.51(14) . . ?
C3 C2 Ru1 70.76(14) . . ?
C1 C2 H3 126.3 . . ?
C3 C2 H3 126.3 . . ?
Ru1 C2 H3 124.1 . . ?
C4 C3 C2 108.7(2) . . ?
C4 C3 Ru1 71.13(14) . . ?
C2 C3 Ru1 70.57(14) . . ?
C4 C3 H4 125.7 . . ?
C2 C3 H4 125.7 . . ?
Ru1 C3 H4 124.2 . . ?
C3 C4 C5 107.5(2) . . ?
C3 C4 Ru1 70.72(14) . . ?
C5 C4 Ru1 70.38(14) . . ?
C3 C4 H5 126.3 . . ?
C5 C4 H5 126.3 . . ?
Ru1 C4 H5 124.3 . . ?
C1 C5 C4 107.5(2) . . ?
C1 C5 Ru1 70.47(14) . . ?
C4 C5 Ru1 70.43(14) . . ?
C1 C5 H6 126.3 . . ?
C4 C5 H6 126.3 . . ?
Ru1 C5 H6 124.5 . . ?
N1 C6 C7 106.2(2) . . ?
N1 C6 C14 121.8(2) . . ?
C7 C6 C14 131.9(2) . . ?
C6 C7 C8 105.7(2) . . ?
C6 C7 H7 127.2 . . ?
C8 C7 H7 127.2 . . ?
N2 C8 C7 110.49(19) . . ?
N2 C8 C9 114.64(19) . . ?
C7 C8 C9 134.9(2) . . ?
N3 C9 C10 122.1(2) . . ?
N3 C9 C8 113.46(19) . . ?
C10 C9 C8 124.4(2) . . ?
C9 C10 C11 118.7(2) . . ?
C9 C10 H8 120.6 . . ?
C11 C10 H8 120.6 . . ?
C12 C11 C10 119.0(2) . . ?
C12 C11 H9 120.5 . . ?
C10 C11 H9 120.5 . . ?
C11 C12 C13 119.7(2) . . ?
C11 C12 H10 120.2 . . ?
C13 C12 H10 120.2 . . ?
N3 C13 C12 121.9(2) . . ?
N3 C13 H11 119.1 . . ?
C12 C13 H11 119.1 . . ?
C15 C14 C19 119.3(2) . . ?
C15 C14 C6 121.4(2) . . ?
C19 C14 C6 119.3(2) . . ?
C14 C15 C16 120.3(2) . . ?
C14 C15 H12 119.9 . . ?
C16 C15 H12 119.9 . . ?
C17 C16 C15 120.6(2) . . ?
C17 C16 H13 119.7 . . ?
C15 C16 H13 119.7 . . ?
C16 C17 C18 119.6(2) . . ?
C16 C17 H14 120.2 . . ?
C18 C17 H14 120.2 . . ?
C17 C18 C19 120.3(2) . . ?
C17 C18 H15 119.9 . . ?
C19 C18 H15 119.9 . . ?
C18 C19 C14 119.9(2) . . ?
C18 C19 H16 120.0 . . ?
C14 C19 H16 120.0 . . ?
C21 C20 H17 109.5 . . ?
C21 C20 H18 109.5 . . ?
H17 C20 H18 109.5 . . ?
C21 C20 H19 109.5 . . ?
H17 C20 H19 109.5 . . ?
H18 C20 H19 109.5 . . ?
N4 C21 C20 177.8(3) . . ?

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
C6 N1 N2 C8 -0.1(2) . . . . ?
C6 N1 N2 Ru1 176.49(16) . . . . ?
C5 C1 C2 C3 0.1(3) . . . . ?
Ru1 C1 C2 C3 -61.49(17) . . . . ?
C5 C1 C2 Ru1 61.57(17) . . . . ?
C1 C2 C3 C4 0.1(3) . . . . ?
Ru1 C2 C3 C4 -61.23(18) . . . . ?
C1 C2 C3 Ru1 61.33(17) . . . . ?
C2 C3 C4 C5 -0.2(3) . . . . ?
Ru1 C3 C4 C5 -61.11(17) . . . . ?
C2 C3 C4 Ru1 60.87(17) . . . . ?
C2 C1 C5 C4 -0.2(3) . . . . ?
Ru1 C1 C5 C4 61.03(17) . . . . ?
C2 C1 C5 Ru1 -61.24(17) . . . . ?
C3 C4 C5 C1 0.3(3) . . . . ?
Ru1 C4 C5 C1 -61.05(16) . . . . ?
C3 C4 C5 Ru1 61.33(17) . . . . ?
N2 N1 C6 C7 -0.1(3) . . . . ?
N2 N1 C6 C14 -179.63(19) . . . . ?
N1 C6 C7 C8 0.3(2) . . . . ?
C14 C6 C7 C8 179.7(2) . . . . ?
N1 N2 C8 C7 0.3(2) . . . . ?
Ru1 N2 C8 C7 -176.92(14) . . . . ?
N1 N2 C8 C9 -179.59(18) . . . . ?
Ru1 N2 C8 C9 3.2(3) . . . . ?
C6 C7 C8 N2 -0.4(3) . . . . ?
C6 C7 C8 C9 179.5(2) . . . . ?
C13 N3 C9 C10 -1.5(3) . . . . ?
Ru1 N3 C9 C10 -176.69(18) . . . . ?
C13 N3 C9 C8 177.28(19) . . . . ?
Ru1 N3 C9 C8 2.1(2) . . . . ?
N2 C8 C9 N3 -3.4(3) . . . . ?
C7 C8 C9 N3 176.8(2) . . . . ?
N2 C8 C9 C10 175.4(2) . . . . ?
C7 C8 C9 C10 -4.5(4) . . . . ?
N3 C9 C10 C11 1.7(4) . . . . ?
C8 C9 C10 C11 -177.0(2) . . . . ?
C9 C10 C11 C12 -0.6(4) . . . . ?
C10 C11 C12 C13 -0.4(4) . . . . ?
C9 N3 C13 C12 0.4(3) . . . . ?
Ru1 N3 C13 C12 175.25(18) . . . . ?
C11 C12 C13 N3 0.6(4) . . . . ?
N1 C6 C14 C15 -15.0(4) . . . . ?
C7 C6 C14 C15 165.7(3) . . . . ?
N1 C6 C14 C19 166.0(2) . . . . ?
C7 C6 C14 C19 -13.4(4) . . . . ?
C19 C14 C15 C16 0.0(4) . . . . ?
C6 C14 C15 C16 -179.0(2) . . . . ?
C14 C15 C16 C17 0.3(4) . . . . ?
C15 C16 C17 C18 -0.4(4) . . . . ?
C16 C17 C18 C19 0.1(4) . . . . ?
C17 C18 C19 C14 0.2(4) . . . . ?
C15 C14 C19 C18 -0.3(4) . . . . ?
C6 C14 C19 C18 178.8(2) . . . . ?

#==============================================================================
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1 F1 . . . 2.873(2) 0.880 2.016 164.3 no

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromethane/diethyl ether'
####################################################################### 
# 
# 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_compound1c
_database_code_depnum_ccdc_archive 'CCDC 1909970'
loop_
_audit_author_name
_audit_author_address
'Shigeki Kuwata'
;Tokyo Institute of Technology
Japan
;
_audit_update_record             
;
2019-04-14 deposited with the CCDC.	2019-05-09 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C21 H19 F6 N4 P Ru'
_chemical_formula_moiety         'C21 H19 N4 Ru, F6 P'
_chemical_formula_weight         573.44
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 -1/2+X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   10.228(3)
_cell_length_b                   22.249(6)
_cell_length_c                   10.582(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 115.870(4)
_cell_angle_gamma                90.0000
_cell_volume                     2166.6(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7101
_cell_measurement_theta_min      3.48
_cell_measurement_theta_max      27.47
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.110
_exptl_crystal_density_diffrn    1.758
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1144.00
_exptl_absorpt_coefficient_mu    0.866
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.650
_exptl_absorpt_correction_T_max  0.909

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.111
_diffrn_reflns_number            17611
_diffrn_reflns_av_unetI/netI     0.1040
_diffrn_reflns_av_R_equivalents  0.0779
_diffrn_reflns_theta_max         27.493
_diffrn_reflns_theta_min         3.482
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             4911
_reflns_number_gt                3200
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0467
_refine_ls_wR_factor_ref         0.1228
_refine_ls_wR_factor_gt          0.1188
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4911
_refine_ls_number_parameters     299
_refine_ls_goodness_of_fit_ref   0.926
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0474P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         1.50
_refine_diff_density_min         -0.50
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.1023 0.0942
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Ru Ru -1.2594 0.8363
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.54048(4) 0.16714(2) 0.60988(4) 0.01746(12) Uani 1 1 d . . . . .
P1 P 0.99111(14) 0.13559(6) 0.42663(13) 0.0247(3) Uani 1 1 d . . . . .
F1 F 0.8594(4) 0.13472(17) 0.4662(4) 0.0616(10) Uani 1 1 d . . . . .
F2 F 1.0526(3) 0.19384(14) 0.5184(3) 0.0546(10) Uani 1 1 d . . . . .
F3 F 0.9005(3) 0.17627(12) 0.2934(3) 0.0421(8) Uani 1 1 d . . . . .
F4 F 1.1232(4) 0.13599(17) 0.3853(4) 0.0617(10) Uani 1 1 d . . . . .
F5 F 0.9301(4) 0.07681(13) 0.3317(3) 0.0511(9) Uani 1 1 d . . . . .
F6 F 1.0815(4) 0.09449(14) 0.5582(3) 0.0549(10) Uani 1 1 d . . . . .
N1 N 0.7320(4) 0.12823(15) 0.8977(3) 0.0154(8) Uani 1 1 d . . . . .
N2 N 0.7313(4) 0.13211(15) 0.7679(3) 0.0159(8) Uani 1 1 d . . . . .
N3 N 0.4995(3) 0.16372(14) 0.7925(3) 0.0118(7) Uani 1 1 d . . . . .
N4 N 0.4461(4) 0.08240(16) 0.5726(4) 0.0210(8) Uani 1 1 d . . . . .
C1 C 0.6430(6) 0.2352(2) 0.5420(5) 0.0344(13) Uani 1 1 d . . . . .
H1 H 0.7447 0.2426 0.5858 0.041 Uiso 1 1 calc R U . . .
C2 C 0.5410(6) 0.2619(2) 0.5798(5) 0.0355(13) Uani 1 1 d . . . . .
H2 H 0.5614 0.2902 0.6531 0.043 Uiso 1 1 calc R U . . .
C3 C 0.4004(5) 0.2388(2) 0.4882(5) 0.0322(12) Uani 1 1 d . . . . .
H3 H 0.3109 0.2493 0.4893 0.039 Uiso 1 1 calc R U . . .
C4 C 0.4194(5) 0.1979(2) 0.3966(5) 0.0296(12) Uani 1 1 d . . . . .
H4 H 0.3443 0.1755 0.3252 0.036 Uiso 1 1 calc R U . . .
C5 C 0.5704(6) 0.1955(2) 0.4284(5) 0.0351(13) Uani 1 1 d . . . . .
H5 H 0.6136 0.1718 0.3820 0.042 Uiso 1 1 calc R U . . .
C6 C 0.8608(4) 0.10560(18) 0.9917(4) 0.0169(9) Uani 1 1 d . . . . .
H6 H 0.8882 0.0987 1.0886 0.020 Uiso 1 1 calc R U . . .
C7 C 0.9447(5) 0.09439(19) 0.9229(4) 0.0175(9) Uani 1 1 d . . . . .
C8 C 0.8584(4) 0.11255(18) 0.7838(4) 0.0177(9) Uani 1 1 d . . . . .
H7 H 0.8884 0.1109 0.7106 0.021 Uiso 1 1 calc R U . . .
C9 C 0.6055(5) 0.14578(19) 0.9089(4) 0.0174(9) Uani 1 1 d . . . . .
C10 C 0.5929(5) 0.1426(2) 1.0338(5) 0.0239(10) Uani 1 1 d . . . . .
H8 H 0.6720 0.1295 1.1178 0.029 Uiso 1 1 calc R U . . .
C11 C 0.4634(5) 0.1590(2) 1.0332(5) 0.0275(11) Uani 1 1 d . . . . .
H9 H 0.4512 0.1577 1.1172 0.033 Uiso 1 1 calc R U . . .
C12 C 0.3502(5) 0.1774(2) 0.9076(5) 0.0249(11) Uani 1 1 d . . . . .
H10 H 0.2587 0.1881 0.9039 0.030 Uiso 1 1 calc R U . . .
C13 C 0.3726(5) 0.17986(19) 0.7904(5) 0.0228(10) Uani 1 1 d . . . . .
H11 H 0.2963 0.1934 0.7048 0.027 Uiso 1 1 calc R U . . .
C14 C 1.0922(5) 0.06842(18) 0.9808(5) 0.0185(9) Uani 1 1 d . . . . .
C15 C 1.1464(5) 0.0437(2) 0.8920(5) 0.0227(10) Uani 1 1 d . . . . .
H12 H 1.0897 0.0454 0.7932 0.027 Uiso 1 1 calc R U . . .
C16 C 1.2807(5) 0.0169(2) 0.9461(5) 0.0279(11) Uani 1 1 d . . . . .
H13 H 1.3161 0.0001 0.8845 0.034 Uiso 1 1 calc R U . . .
C17 C 1.3660(5) 0.0143(2) 1.0916(5) 0.0275(11) Uani 1 1 d . . . . .
H14 H 1.4593 -0.0039 1.1295 0.033 Uiso 1 1 calc R U . . .
C18 C 1.3126(5) 0.0382(2) 1.1771(5) 0.0278(11) Uani 1 1 d . . . . .
H15 H 1.3693 0.0361 1.2759 0.033 Uiso 1 1 calc R U . . .
C19 C 1.1790(5) 0.0656(2) 1.1254(5) 0.0238(10) Uani 1 1 d . . . . .
H16 H 1.1455 0.0826 1.1882 0.029 Uiso 1 1 calc R U . . .
C20 C 0.2804(5) -0.0110(2) 0.5194(5) 0.0340(12) Uani 1 1 d . . . . .
H17 H 0.2543 -0.0180 0.5970 0.051 Uiso 1 1 calc R U . . .
H18 H 0.3313 -0.0464 0.5078 0.051 Uiso 1 1 calc R U . . .
H19 H 0.1920 -0.0040 0.4326 0.051 Uiso 1 1 calc R U . . .
C21 C 0.3738(5) 0.0407(2) 0.5500(4) 0.0235(10) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_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 N4 2.076(4) . ?
Ru1 N2 2.089(3) . ?
Ru1 C2 2.132(5) . ?
Ru1 C1 2.136(5) . ?
Ru1 N3 2.150(3) . ?
Ru1 C3 2.155(4) . ?
Ru1 C4 2.158(4) . ?
Ru1 C5 2.167(5) . ?
P1 F1 1.575(3) . ?
P1 F2 1.576(3) . ?
P1 F6 1.583(3) . ?
P1 F3 1.589(3) . ?
P1 F4 1.591(4) . ?
P1 F5 1.601(3) . ?
N1 C6 1.355(5) . ?
N1 N2 1.373(4) . ?
N1 C9 1.405(5) . ?
N2 C8 1.311(5) . ?
N3 C9 1.298(5) . ?
N3 C13 1.338(5) . ?
N4 C21 1.144(6) . ?
C1 C2 1.402(7) . ?
C1 C5 1.413(7) . ?
C1 H1 0.9500 . ?
C2 C3 1.433(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.403(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.431(7) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.369(6) . ?
C6 H6 0.9500 . ?
C7 C8 1.405(6) . ?
C7 C14 1.475(6) . ?
C8 H7 0.9500 . ?
C9 C10 1.385(6) . ?
C10 C11 1.371(6) . ?
C10 H8 0.9500 . ?
C11 C12 1.390(7) . ?
C11 H9 0.9500 . ?
C12 C13 1.357(6) . ?
C12 H10 0.9500 . ?
C13 H11 0.9500 . ?
C14 C19 1.395(6) . ?
C14 C15 1.396(6) . ?
C15 C16 1.372(6) . ?
C15 H12 0.9500 . ?
C16 C17 1.401(6) . ?
C16 H13 0.9500 . ?
C17 C18 1.353(6) . ?
C17 H14 0.9500 . ?
C18 C19 1.373(6) . ?
C18 H15 0.9500 . ?
C19 H16 0.9500 . ?
C20 C21 1.440(6) . ?
C20 H17 0.9800 . ?
C20 H18 0.9800 . ?
C20 H19 0.9800 . ?

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
N4 Ru1 N2 90.44(14) . . ?
N4 Ru1 C2 154.26(17) . . ?
N2 Ru1 C2 115.22(17) . . ?
N4 Ru1 C1 146.66(18) . . ?
N2 Ru1 C1 96.27(16) . . ?
C2 Ru1 C1 38.35(19) . . ?
N4 Ru1 N3 83.20(13) . . ?
N2 Ru1 N3 75.40(13) . . ?
C2 Ru1 N3 100.57(16) . . ?
C1 Ru1 N3 130.09(17) . . ?
N4 Ru1 C3 115.21(17) . . ?
N2 Ru1 C3 154.11(17) . . ?
C2 Ru1 C3 39.05(18) . . ?
C1 Ru1 C3 64.6(2) . . ?
N3 Ru1 C3 102.94(16) . . ?
N4 Ru1 C4 94.74(16) . . ?
N2 Ru1 C4 149.86(17) . . ?
C2 Ru1 C4 64.38(19) . . ?
C1 Ru1 C4 64.24(18) . . ?
N3 Ru1 C4 134.69(16) . . ?
C3 Ru1 C4 37.97(18) . . ?
N4 Ru1 C5 109.29(18) . . ?
N2 Ru1 C5 111.97(17) . . ?
C2 Ru1 C5 64.5(2) . . ?
C1 Ru1 C5 38.32(19) . . ?
N3 Ru1 C5 164.89(17) . . ?
C3 Ru1 C5 64.46(19) . . ?
C4 Ru1 C5 38.66(18) . . ?
F1 P1 F2 90.2(2) . . ?
F1 P1 F6 89.90(19) . . ?
F2 P1 F6 90.60(17) . . ?
F1 P1 F3 90.43(19) . . ?
F2 P1 F3 89.98(17) . . ?
F6 P1 F3 179.32(18) . . ?
F1 P1 F4 179.4(2) . . ?
F2 P1 F4 90.4(2) . . ?
F6 P1 F4 90.27(19) . . ?
F3 P1 F4 89.39(19) . . ?
F1 P1 F5 90.7(2) . . ?
F2 P1 F5 178.9(2) . . ?
F6 P1 F5 89.89(17) . . ?
F3 P1 F5 89.52(16) . . ?
F4 P1 F5 88.7(2) . . ?
C6 N1 N2 109.7(3) . . ?
C6 N1 C9 132.7(4) . . ?
N2 N1 C9 117.6(3) . . ?
C8 N2 N1 106.2(3) . . ?
C8 N2 Ru1 139.0(3) . . ?
N1 N2 Ru1 114.8(3) . . ?
C9 N3 C13 120.1(4) . . ?
C9 N3 Ru1 117.0(3) . . ?
C13 N3 Ru1 122.9(3) . . ?
C21 N4 Ru1 168.5(4) . . ?
C2 C1 C5 109.1(5) . . ?
C2 C1 Ru1 70.7(3) . . ?
C5 C1 Ru1 72.0(3) . . ?
C2 C1 H1 125.4 . . ?
C5 C1 H1 125.4 . . ?
Ru1 C1 H1 123.5 . . ?
C1 C2 C3 107.9(5) . . ?
C1 C2 Ru1 71.0(3) . . ?
C3 C2 Ru1 71.3(3) . . ?
C1 C2 H2 126.1 . . ?
C3 C2 H2 126.1 . . ?
Ru1 C2 H2 123.3 . . ?
C4 C3 C2 107.4(4) . . ?
C4 C3 Ru1 71.1(3) . . ?
C2 C3 Ru1 69.6(3) . . ?
C4 C3 H3 126.3 . . ?
C2 C3 H3 126.3 . . ?
Ru1 C3 H3 124.6 . . ?
C3 C4 C5 108.8(4) . . ?
C3 C4 Ru1 70.9(3) . . ?
C5 C4 Ru1 71.0(3) . . ?
C3 C4 H4 125.6 . . ?
C5 C4 H4 125.6 . . ?
Ru1 C4 H4 124.1 . . ?
C1 C5 C4 106.8(5) . . ?
C1 C5 Ru1 69.7(3) . . ?
C4 C5 Ru1 70.4(3) . . ?
C1 C5 H5 126.6 . . ?
C4 C5 H5 126.6 . . ?
Ru1 C5 H5 125.0 . . ?
N1 C6 C7 108.1(4) . . ?
N1 C6 H6 125.9 . . ?
C7 C6 H6 125.9 . . ?
C6 C7 C8 104.6(4) . . ?
C6 C7 C14 127.9(4) . . ?
C8 C7 C14 127.5(4) . . ?
N2 C8 C7 111.4(4) . . ?
N2 C8 H7 124.3 . . ?
C7 C8 H7 124.3 . . ?
N3 C9 C10 122.3(4) . . ?
N3 C9 N1 115.1(4) . . ?
C10 C9 N1 122.6(4) . . ?
C11 C10 C9 118.3(4) . . ?
C11 C10 H8 120.9 . . ?
C9 C10 H8 120.9 . . ?
C10 C11 C12 118.9(4) . . ?
C10 C11 H9 120.6 . . ?
C12 C11 H9 120.6 . . ?
C13 C12 C11 118.9(4) . . ?
C13 C12 H10 120.5 . . ?
C11 C12 H10 120.5 . . ?
N3 C13 C12 121.5(4) . . ?
N3 C13 H11 119.2 . . ?
C12 C13 H11 119.2 . . ?
C19 C14 C15 118.0(4) . . ?
C19 C14 C7 121.3(4) . . ?
C15 C14 C7 120.6(4) . . ?
C16 C15 C14 120.7(4) . . ?
C16 C15 H12 119.7 . . ?
C14 C15 H12 119.7 . . ?
C15 C16 C17 120.4(4) . . ?
C15 C16 H13 119.8 . . ?
C17 C16 H13 119.8 . . ?
C18 C17 C16 118.6(4) . . ?
C18 C17 H14 120.7 . . ?
C16 C17 H14 120.7 . . ?
C17 C18 C19 122.0(4) . . ?
C17 C18 H15 119.0 . . ?
C19 C18 H15 119.0 . . ?
C18 C19 C14 120.3(4) . . ?
C18 C19 H16 119.9 . . ?
C14 C19 H16 119.9 . . ?
C21 C20 H17 109.5 . . ?
C21 C20 H18 109.5 . . ?
H17 C20 H18 109.5 . . ?
C21 C20 H19 109.5 . . ?
H17 C20 H19 109.5 . . ?
H18 C20 H19 109.5 . . ?
N4 C21 C20 178.9(5) . . ?

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
C6 N1 N2 C8 -0.5(4) . . . . ?
C9 N1 N2 C8 -178.9(3) . . . . ?
C6 N1 N2 Ru1 -179.4(3) . . . . ?
C9 N1 N2 Ru1 2.2(4) . . . . ?
C5 C1 C2 C3 -0.1(5) . . . . ?
Ru1 C1 C2 C3 -62.2(3) . . . . ?
C5 C1 C2 Ru1 62.1(3) . . . . ?
C1 C2 C3 C4 0.5(5) . . . . ?
Ru1 C2 C3 C4 -61.5(3) . . . . ?
C1 C2 C3 Ru1 61.9(3) . . . . ?
C2 C3 C4 C5 -0.7(5) . . . . ?
Ru1 C3 C4 C5 -61.2(3) . . . . ?
C2 C3 C4 Ru1 60.5(3) . . . . ?
C2 C1 C5 C4 -0.4(5) . . . . ?
Ru1 C1 C5 C4 60.9(3) . . . . ?
C2 C1 C5 Ru1 -61.3(3) . . . . ?
C3 C4 C5 C1 0.7(5) . . . . ?
Ru1 C4 C5 C1 -60.5(3) . . . . ?
C3 C4 C5 Ru1 61.1(3) . . . . ?
N2 N1 C6 C7 -0.2(5) . . . . ?
C9 N1 C6 C7 177.9(4) . . . . ?
N1 C6 C7 C8 0.8(5) . . . . ?
N1 C6 C7 C14 -178.6(4) . . . . ?
N1 N2 C8 C7 1.1(5) . . . . ?
Ru1 N2 C8 C7 179.5(3) . . . . ?
C6 C7 C8 N2 -1.2(5) . . . . ?
C14 C7 C8 N2 178.2(4) . . . . ?
C13 N3 C9 C10 -0.1(6) . . . . ?
Ru1 N3 C9 C10 178.9(3) . . . . ?
C13 N3 C9 N1 178.1(4) . . . . ?
Ru1 N3 C9 N1 -2.8(5) . . . . ?
C6 N1 C9 N3 -177.5(4) . . . . ?
N2 N1 C9 N3 0.4(5) . . . . ?
C6 N1 C9 C10 0.7(7) . . . . ?
N2 N1 C9 C10 178.7(4) . . . . ?
N3 C9 C10 C11 0.2(7) . . . . ?
N1 C9 C10 C11 -177.9(4) . . . . ?
C9 C10 C11 C12 0.6(7) . . . . ?
C10 C11 C12 C13 -1.4(7) . . . . ?
C9 N3 C13 C12 -0.8(6) . . . . ?
Ru1 N3 C13 C12 -179.7(3) . . . . ?
C11 C12 C13 N3 1.5(7) . . . . ?
C6 C7 C14 C19 -16.2(7) . . . . ?
C8 C7 C14 C19 164.6(4) . . . . ?
C6 C7 C14 C15 161.1(4) . . . . ?
C8 C7 C14 C15 -18.1(7) . . . . ?
C19 C14 C15 C16 0.5(7) . . . . ?
C7 C14 C15 C16 -176.9(4) . . . . ?
C14 C15 C16 C17 -0.3(7) . . . . ?
C15 C16 C17 C18 0.4(7) . . . . ?
C16 C17 C18 C19 -0.9(7) . . . . ?
C17 C18 C19 C14 1.2(7) . . . . ?
C15 C14 C19 C18 -1.0(7) . . . . ?
C7 C14 C19 C18 176.4(4) . . . . ?


#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile/diethyl ether'
####################################################################### 
# 
# 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_compound2
_database_code_depnum_ccdc_archive 'CCDC 1909971'
loop_
_audit_author_name
_audit_author_address
'Shigeki Kuwata'
;Tokyo Institute of Technology
Japan
;
_audit_update_record             
;
2019-04-14 deposited with the CCDC.	2019-05-09 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C28 H35 F6 N4 O P Ru'
_chemical_formula_moiety         'C24 H25 N4 Ru, F6 P, C4 H10 O'
_chemical_formula_weight         689.64
_chemical_melting_point          ?

_vrf_PLAT973_compound2           
;
PROBLEM: Check Calcd Positive Resid. Density on       Ru1       2.83 eA-3  
RESPONSE: The electron density would be due to the quality of the diffraction data.  The Ru1 atom
occupancy was confirmed from the synthetic scheme, and no disorder was possible for the position.
;

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   12.954(5)
_cell_length_b                   12.142(5)
_cell_length_c                   19.276(8)
_cell_angle_alpha                90.0000
_cell_angle_beta                 95.588(7)
_cell_angle_gamma                90.0000
_cell_volume                     3017(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9314
_cell_measurement_theta_min      1.58
_cell_measurement_theta_max      31.27
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.180
_exptl_crystal_density_diffrn    1.518
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1408.00
_exptl_absorpt_coefficient_mu    0.638
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.653
_exptl_absorpt_correction_T_max  0.891

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.111
_diffrn_reflns_number            22289
_diffrn_reflns_av_unetI/netI     0.1381
_diffrn_reflns_av_R_equivalents  0.0966
_diffrn_reflns_theta_max         27.423
_diffrn_reflns_theta_min         3.237
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       24
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             6790
_reflns_number_gt                4760
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0858
_refine_ls_R_factor_gt           0.0666
_refine_ls_wR_factor_ref         0.1658
_refine_ls_wR_factor_gt          0.1501
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         6790
_refine_ls_number_parameters     407
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0737P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         2.61
_refine_diff_density_min         -1.33
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.1023 0.0942
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Ru Ru -1.2594 0.8363
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.26109(2) 0.77362(3) 0.48581(2) 0.02397(14) Uani 1 1 d . . . . .
P1 P 0.66516(9) 0.81994(11) 0.36516(6) 0.0309(3) Uani 1 1 d D . . . .
F1 F 0.6831(3) 0.8604(3) 0.44401(13) 0.0525(8) Uani 1 1 d . . . . .
F2 F 0.6484(3) 0.7808(3) 0.28646(17) 0.0708(12) Uani 1 1 d . . . . .
F3 F 0.6020(6) 0.7163(5) 0.3938(3) 0.056(2) Uani 0.715(16) 1 d . . P A 1
F4 F 0.5630(5) 0.8890(7) 0.3578(3) 0.060(2) Uani 0.715(16) 1 d . . P A 1
F5 F 0.7294(5) 0.9185(5) 0.3378(3) 0.054(2) Uani 0.715(16) 1 d . . P A 1
F6 F 0.7677(4) 0.7439(6) 0.3740(3) 0.048(2) Uani 0.715(16) 1 d . . P A 1
F7 F 0.672(3) 0.6988(12) 0.3813(10) 0.106(10) Uani 0.285(16) 1 d D . P A 2
F8 F 0.5435(13) 0.819(3) 0.3524(11) 0.105(9) Uani 0.285(16) 1 d . . P A 2
F9 F 0.660(2) 0.9559(13) 0.3475(6) 0.076(8) Uani 0.285(16) 1 d . . P A 2
F10 F 0.7878(11) 0.832(3) 0.3759(8) 0.093(10) Uani 0.285(16) 1 d . . P A 2
O1 O 0.3294(2) 0.4940(3) 0.35894(15) 0.0293(7) Uani 1 1 d . . . . .
N1 N 0.1454(2) 0.5817(3) 0.39577(15) 0.0208(7) Uani 1 1 d . . . . .
H1 H 0.2007 0.5538 0.3792 0.025 Uiso 1 1 calc R U . . .
N2 N 0.1463(2) 0.6705(3) 0.43758(16) 0.0217(7) Uani 1 1 d . . . . .
N3 N 0.1202(3) 0.8351(3) 0.51913(17) 0.0261(8) Uani 1 1 d . . . . .
N4 N 0.2637(3) 0.9328(3) 0.35924(17) 0.0286(8) Uani 1 1 d . . . . .
C1 C 0.3543(5) 0.6546(7) 0.5507(5) 0.082(3) Uani 1 1 d . . . . .
H2 H 0.3302 0.5829 0.5603 0.099 Uiso 1 1 calc R U . . .
C2 C 0.3425(5) 0.7430(10) 0.5893(4) 0.088(3) Uani 1 1 d . . . . .
H3 H 0.3096 0.7432 0.6313 0.106 Uiso 1 1 calc R U . . .
C3 C 0.3829(5) 0.8315(7) 0.5617(4) 0.087(3) Uani 1 1 d . . . . .
H4 H 0.3820 0.9048 0.5791 0.105 Uiso 1 1 calc R U . . .
C4 C 0.4276(4) 0.7953(7) 0.5013(4) 0.070(2) Uani 1 1 d . . . . .
H5 H 0.4646 0.8392 0.4713 0.084 Uiso 1 1 calc R U . . .
C5 C 0.4066(5) 0.6821(8) 0.4945(3) 0.078(3) Uani 1 1 d . . . . .
H6 H 0.4248 0.6344 0.4585 0.094 Uiso 1 1 calc R U . . .
C6 C 0.0474(3) 0.5407(4) 0.3824(2) 0.0231(8) Uani 1 1 d . . . . .
C7 C -0.0176(3) 0.6091(4) 0.4169(2) 0.0255(9) Uani 1 1 d . . . . .
H7 H -0.0906 0.6027 0.4176 0.031 Uiso 1 1 calc R U . . .
C8 C 0.0470(3) 0.6885(4) 0.4498(2) 0.0225(8) Uani 1 1 d . . . . .
C9 C 0.0315(3) 0.7814(4) 0.4953(2) 0.0241(9) Uani 1 1 d . . . . .
C10 C -0.0662(3) 0.8140(4) 0.5132(2) 0.0299(10) Uani 1 1 d . . . . .
H8 H -0.1274 0.7770 0.4947 0.036 Uiso 1 1 calc R U . . .
C11 C -0.0709(4) 0.9018(4) 0.5588(2) 0.0372(11) Uani 1 1 d . . . . .
H9 H -0.1360 0.9263 0.5716 0.045 Uiso 1 1 calc R U . . .
C12 C 0.0181(4) 0.9529(4) 0.5853(2) 0.0389(12) Uani 1 1 d . . . . .
H10 H 0.0155 1.0106 0.6184 0.047 Uiso 1 1 calc R U . . .
C13 C 0.1132(4) 0.9199(4) 0.5634(2) 0.0346(11) Uani 1 1 d . . . . .
H11 H 0.1744 0.9583 0.5802 0.042 Uiso 1 1 calc R U . . .
C14 C 0.0239(3) 0.4434(3) 0.3389(2) 0.0231(8) Uani 1 1 d . . . . .
C15 C 0.0807(3) 0.4177(4) 0.2827(2) 0.0282(9) Uani 1 1 d . . . . .
H12 H 0.1382 0.4620 0.2735 0.034 Uiso 1 1 calc R U . . .
C16 C 0.0527(3) 0.3273(4) 0.2405(2) 0.0331(10) Uani 1 1 d . . . . .
H13 H 0.0913 0.3099 0.2024 0.040 Uiso 1 1 calc R U . . .
C17 C -0.0306(4) 0.2630(4) 0.2538(3) 0.0344(11) Uani 1 1 d . . . . .
H14 H -0.0504 0.2023 0.2243 0.041 Uiso 1 1 calc R U . . .
C18 C -0.0856(3) 0.2864(4) 0.3100(3) 0.0335(11) Uani 1 1 d . . . . .
H15 H -0.1417 0.2404 0.3198 0.040 Uiso 1 1 calc R U . . .
C19 C -0.0597(3) 0.3758(4) 0.3517(2) 0.0282(9) Uani 1 1 d . . . . .
H16 H -0.0988 0.3919 0.3897 0.034 Uiso 1 1 calc R U . . .
C20 C 0.2556(3) 0.8725(4) 0.4053(2) 0.0297(10) Uani 1 1 d . . . . .
C21 C 0.2930(3) 1.0123(4) 0.3073(2) 0.0275(9) Uani 1 1 d . . . . .
C22 C 0.3352(3) 0.9463(4) 0.2481(2) 0.0372(11) Uani 1 1 d . . . . .
H17 H 0.3556 0.9971 0.2123 0.056 Uiso 1 1 calc R U . . .
H18 H 0.3956 0.9033 0.2668 0.056 Uiso 1 1 calc R U . . .
H19 H 0.2812 0.8964 0.2274 0.056 Uiso 1 1 calc R U . . .
C23 C 0.1968(4) 1.0777(4) 0.2805(2) 0.0380(11) Uani 1 1 d . . . . .
H20 H 0.2150 1.1313 0.2457 0.057 Uiso 1 1 calc R U . . .
H21 H 0.1438 1.0273 0.2592 0.057 Uiso 1 1 calc R U . . .
H22 H 0.1697 1.1165 0.3195 0.057 Uiso 1 1 calc R U . . .
C24 C 0.3783(4) 1.0845(4) 0.3432(3) 0.0439(12) Uani 1 1 d . . . . .
H23 H 0.4001 1.1389 0.3100 0.066 Uiso 1 1 calc R U . . .
H24 H 0.3520 1.1226 0.3827 0.066 Uiso 1 1 calc R U . . .
H25 H 0.4377 1.0385 0.3600 0.066 Uiso 1 1 calc R U . . .
C25 C 0.3539(4) 0.6438(5) 0.2817(3) 0.0493(14) Uani 1 1 d . . . . .
H26 H 0.4019 0.6760 0.2510 0.074 Uiso 1 1 calc R U . . .
H27 H 0.2881 0.6263 0.2544 0.074 Uiso 1 1 calc R U . . .
H28 H 0.3415 0.6966 0.3184 0.074 Uiso 1 1 calc R U . . .
C26 C 0.4004(3) 0.5403(4) 0.3141(2) 0.0350(11) Uani 1 1 d . . . . .
H29 H 0.4137 0.4868 0.2773 0.042 Uiso 1 1 calc R U . . .
H30 H 0.4672 0.5573 0.3414 0.042 Uiso 1 1 calc R U . . .
C27 C 0.3673(4) 0.3935(5) 0.3897(3) 0.0486(14) Uani 1 1 d . . . . .
H31 H 0.4348 0.4065 0.4173 0.058 Uiso 1 1 calc R U . . .
H32 H 0.3781 0.3392 0.3528 0.058 Uiso 1 1 calc R U . . .
C28 C 0.2896(4) 0.3492(5) 0.4365(3) 0.0478(13) Uani 1 1 d . . . . .
H33 H 0.3156 0.2800 0.4578 0.072 Uiso 1 1 calc R U . . .
H34 H 0.2798 0.4030 0.4732 0.072 Uiso 1 1 calc R U . . .
H35 H 0.2233 0.3359 0.4088 0.072 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_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 C20 1.958(5) . ?
Ru1 N2 2.092(3) . ?
Ru1 N3 2.129(4) . ?
Ru1 C3 2.163(5) . ?
Ru1 C4 2.165(5) . ?
Ru1 C5 2.181(6) . ?
Ru1 C1 2.194(6) . ?
Ru1 C2 2.196(6) . ?
P1 F7 1.504(14) . ?
P1 F4 1.562(5) . ?
P1 F8 1.571(17) . ?
P1 F5 1.577(5) . ?
P1 F2 1.584(3) . ?
P1 F10 1.589(15) . ?
P1 F1 1.593(3) . ?
P1 F6 1.613(5) . ?
P1 F3 1.627(5) . ?
P1 F9 1.685(15) . ?
O1 C27 1.423(5) . ?
O1 C26 1.436(5) . ?
N1 N2 1.345(4) . ?
N1 C6 1.364(5) . ?
N1 H1 0.8800 . ?
N2 C8 1.348(5) . ?
N3 C13 1.346(6) . ?
N3 C9 1.361(5) . ?
N4 C20 1.163(5) . ?
N4 C21 1.467(5) . ?
C1 C2 1.324(11) . ?
C1 C5 1.374(10) . ?
C1 H2 0.9500 . ?
C2 C3 1.329(12) . ?
C2 H3 0.9500 . ?
C3 C4 1.421(10) . ?
C3 H4 0.9500 . ?
C4 C5 1.406(11) . ?
C4 H5 0.9500 . ?
C5 H6 0.9500 . ?
C6 C7 1.396(5) . ?
C6 C14 1.463(6) . ?
C7 C8 1.389(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.454(6) . ?
C9 C10 1.402(6) . ?
C10 C11 1.387(6) . ?
C10 H8 0.9500 . ?
C11 C12 1.364(7) . ?
C11 H9 0.9500 . ?
C12 C13 1.399(6) . ?
C12 H10 0.9500 . ?
C13 H11 0.9500 . ?
C14 C19 1.400(6) . ?
C14 C15 1.402(6) . ?
C15 C16 1.394(6) . ?
C15 H12 0.9500 . ?
C16 C17 1.376(7) . ?
C16 H13 0.9500 . ?
C17 C18 1.383(7) . ?
C17 H14 0.9500 . ?
C18 C19 1.373(6) . ?
C18 H15 0.9500 . ?
C19 H16 0.9500 . ?
C21 C24 1.523(6) . ?
C21 C23 1.525(6) . ?
C21 C22 1.538(6) . ?
C22 H17 0.9800 . ?
C22 H18 0.9800 . ?
C22 H19 0.9800 . ?
C23 H20 0.9800 . ?
C23 H21 0.9800 . ?
C23 H22 0.9800 . ?
C24 H23 0.9800 . ?
C24 H24 0.9800 . ?
C24 H25 0.9800 . ?
C25 C26 1.503(7) . ?
C25 H26 0.9800 . ?
C25 H27 0.9800 . ?
C25 H28 0.9800 . ?
C26 H29 0.9900 . ?
C26 H30 0.9900 . ?
C27 C28 1.514(7) . ?
C27 H31 0.9900 . ?
C27 H32 0.9900 . ?
C28 H33 0.9800 . ?
C28 H34 0.9800 . ?
C28 H35 0.9800 . ?

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
C20 Ru1 N2 92.62(15) . . ?
C20 Ru1 N3 93.34(16) . . ?
N2 Ru1 N3 75.57(13) . . ?
C20 Ru1 C3 107.7(3) . . ?
N2 Ru1 C3 159.4(3) . . ?
N3 Ru1 C3 105.8(2) . . ?
C20 Ru1 C4 89.6(2) . . ?
N2 Ru1 C4 142.2(3) . . ?
N3 Ru1 C4 142.0(3) . . ?
C3 Ru1 C4 38.3(3) . . ?
C20 Ru1 C5 109.7(3) . . ?
N2 Ru1 C5 107.5(2) . . ?
N3 Ru1 C5 156.4(2) . . ?
C3 Ru1 C5 63.0(2) . . ?
C4 Ru1 C5 37.7(3) . . ?
C20 Ru1 C1 146.2(3) . . ?
N2 Ru1 C1 100.8(2) . . ?
N3 Ru1 C1 120.0(3) . . ?
C3 Ru1 C1 60.3(3) . . ?
C4 Ru1 C1 61.1(2) . . ?
C5 Ru1 C1 36.6(3) . . ?
C20 Ru1 C2 143.2(3) . . ?
N2 Ru1 C2 124.1(3) . . ?
N3 Ru1 C2 97.8(2) . . ?
C3 Ru1 C2 35.5(3) . . ?
C4 Ru1 C2 60.7(2) . . ?
C5 Ru1 C2 60.6(3) . . ?
C1 Ru1 C2 35.1(3) . . ?
F7 P1 F8 93.7(14) . . ?
F4 P1 F5 91.9(3) . . ?
F7 P1 F2 84.5(7) . . ?
F4 P1 F2 92.2(3) . . ?
F8 P1 F2 78.8(8) . . ?
F5 P1 F2 86.3(3) . . ?
F7 P1 F10 91.4(13) . . ?
F8 P1 F10 174.8(14) . . ?
F2 P1 F10 101.3(6) . . ?
F7 P1 F1 96.0(7) . . ?
F4 P1 F1 88.0(3) . . ?
F8 P1 F1 101.7(8) . . ?
F5 P1 F1 93.0(2) . . ?
F2 P1 F1 179.2(2) . . ?
F10 P1 F1 78.2(5) . . ?
F4 P1 F6 177.4(4) . . ?
F5 P1 F6 90.8(3) . . ?
F2 P1 F6 88.0(2) . . ?
F1 P1 F6 91.9(2) . . ?
F4 P1 F3 89.8(4) . . ?
F5 P1 F3 178.3(3) . . ?
F2 P1 F3 93.8(3) . . ?
F1 P1 F3 86.9(3) . . ?
F6 P1 F3 87.5(3) . . ?
F7 P1 F9 178.7(13) . . ?
F8 P1 F9 87.6(11) . . ?
F2 P1 F9 95.8(5) . . ?
F10 P1 F9 87.2(11) . . ?
F1 P1 F9 83.7(5) . . ?
C27 O1 C26 111.8(4) . . ?
N2 N1 C6 111.1(3) . . ?
N2 N1 H1 124.5 . . ?
C6 N1 H1 124.5 . . ?
N1 N2 C8 106.4(3) . . ?
N1 N2 Ru1 135.3(2) . . ?
C8 N2 Ru1 118.3(3) . . ?
C13 N3 C9 118.3(4) . . ?
C13 N3 Ru1 124.9(3) . . ?
C9 N3 Ru1 116.7(3) . . ?
C20 N4 C21 169.5(4) . . ?
C2 C1 C5 109.9(7) . . ?
C2 C1 Ru1 72.5(4) . . ?
C5 C1 Ru1 71.2(4) . . ?
C2 C1 H2 125.1 . . ?
C5 C1 H2 125.1 . . ?
Ru1 C1 H2 122.8 . . ?
C1 C2 C3 111.1(7) . . ?
C1 C2 Ru1 72.4(4) . . ?
C3 C2 Ru1 70.9(4) . . ?
C1 C2 H3 124.5 . . ?
C3 C2 H3 124.5 . . ?
Ru1 C2 H3 123.8 . . ?
C2 C3 C4 106.6(7) . . ?
C2 C3 Ru1 73.6(4) . . ?
C4 C3 Ru1 70.9(3) . . ?
C2 C3 H4 126.7 . . ?
C4 C3 H4 126.7 . . ?
Ru1 C3 H4 120.6 . . ?
C5 C4 C3 106.8(6) . . ?
C5 C4 Ru1 71.7(3) . . ?
C3 C4 Ru1 70.7(3) . . ?
C5 C4 H5 126.6 . . ?
C3 C4 H5 126.6 . . ?
Ru1 C4 H5 122.6 . . ?
C1 C5 C4 105.7(6) . . ?
C1 C5 Ru1 72.2(4) . . ?
C4 C5 Ru1 70.5(3) . . ?
C1 C5 H6 127.2 . . ?
C4 C5 H6 127.2 . . ?
Ru1 C5 H6 121.9 . . ?
N1 C6 C7 106.6(4) . . ?
N1 C6 C14 122.8(4) . . ?
C7 C6 C14 130.6(4) . . ?
C8 C7 C6 105.4(3) . . ?
C8 C7 H7 127.3 . . ?
C6 C7 H7 127.3 . . ?
N2 C8 C7 110.5(4) . . ?
N2 C8 C9 114.9(4) . . ?
C7 C8 C9 134.5(4) . . ?
N3 C9 C10 122.3(4) . . ?
N3 C9 C8 114.5(4) . . ?
C10 C9 C8 123.3(4) . . ?
C11 C10 C9 118.0(4) . . ?
C11 C10 H8 121.0 . . ?
C9 C10 H8 121.0 . . ?
C12 C11 C10 120.0(4) . . ?
C12 C11 H9 120.0 . . ?
C10 C11 H9 120.0 . . ?
C11 C12 C13 119.5(5) . . ?
C11 C12 H10 120.2 . . ?
C13 C12 H10 120.2 . . ?
N3 C13 C12 121.8(4) . . ?
N3 C13 H11 119.1 . . ?
C12 C13 H11 119.1 . . ?
C19 C14 C15 118.6(4) . . ?
C19 C14 C6 119.6(4) . . ?
C15 C14 C6 121.8(4) . . ?
C16 C15 C14 120.0(4) . . ?
C16 C15 H12 120.0 . . ?
C14 C15 H12 120.0 . . ?
C17 C16 C15 120.1(4) . . ?
C17 C16 H13 119.9 . . ?
C15 C16 H13 119.9 . . ?
C16 C17 C18 120.2(4) . . ?
C16 C17 H14 119.9 . . ?
C18 C17 H14 119.9 . . ?
C19 C18 C17 120.4(4) . . ?
C19 C18 H15 119.8 . . ?
C17 C18 H15 119.8 . . ?
C18 C19 C14 120.6(4) . . ?
C18 C19 H16 119.7 . . ?
C14 C19 H16 119.7 . . ?
N4 C20 Ru1 172.7(4) . . ?
N4 C21 C24 107.1(3) . . ?
N4 C21 C23 108.4(3) . . ?
C24 C21 C23 112.8(4) . . ?
N4 C21 C22 107.3(4) . . ?
C24 C21 C22 110.1(4) . . ?
C23 C21 C22 111.0(4) . . ?
C21 C22 H17 109.5 . . ?
C21 C22 H18 109.5 . . ?
H17 C22 H18 109.5 . . ?
C21 C22 H19 109.5 . . ?
H17 C22 H19 109.5 . . ?
H18 C22 H19 109.5 . . ?
C21 C23 H20 109.5 . . ?
C21 C23 H21 109.5 . . ?
H20 C23 H21 109.5 . . ?
C21 C23 H22 109.5 . . ?
H20 C23 H22 109.5 . . ?
H21 C23 H22 109.5 . . ?
C21 C24 H23 109.5 . . ?
C21 C24 H24 109.5 . . ?
H23 C24 H24 109.5 . . ?
C21 C24 H25 109.5 . . ?
H23 C24 H25 109.5 . . ?
H24 C24 H25 109.5 . . ?
C26 C25 H26 109.5 . . ?
C26 C25 H27 109.5 . . ?
H26 C25 H27 109.5 . . ?
C26 C25 H28 109.5 . . ?
H26 C25 H28 109.5 . . ?
H27 C25 H28 109.5 . . ?
O1 C26 C25 108.9(4) . . ?
O1 C26 H29 109.9 . . ?
C25 C26 H29 109.9 . . ?
O1 C26 H30 109.9 . . ?
C25 C26 H30 109.9 . . ?
H29 C26 H30 108.3 . . ?
O1 C27 C28 109.3(4) . . ?
O1 C27 H31 109.8 . . ?
C28 C27 H31 109.8 . . ?
O1 C27 H32 109.8 . . ?
C28 C27 H32 109.8 . . ?
H31 C27 H32 108.3 . . ?
C27 C28 H33 109.5 . . ?
C27 C28 H34 109.5 . . ?
H33 C28 H34 109.5 . . ?
C27 C28 H35 109.5 . . ?
H33 C28 H35 109.5 . . ?
H34 C28 H35 109.5 . . ?

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
C6 N1 N2 C8 -1.6(4) . . . . ?
C6 N1 N2 Ru1 176.1(3) . . . . ?
C5 C1 C2 C3 1.1(8) . . . . ?
Ru1 C1 C2 C3 -60.6(5) . . . . ?
C5 C1 C2 Ru1 61.7(4) . . . . ?
C1 C2 C3 C4 -2.2(8) . . . . ?
Ru1 C2 C3 C4 -63.7(4) . . . . ?
C1 C2 C3 Ru1 61.5(5) . . . . ?
C2 C3 C4 C5 2.4(7) . . . . ?
Ru1 C3 C4 C5 -63.1(4) . . . . ?
C2 C3 C4 Ru1 65.5(4) . . . . ?
C2 C1 C5 C4 0.5(7) . . . . ?
Ru1 C1 C5 C4 63.0(4) . . . . ?
C2 C1 C5 Ru1 -62.6(5) . . . . ?
C3 C4 C5 C1 -1.7(6) . . . . ?
Ru1 C4 C5 C1 -64.2(4) . . . . ?
C3 C4 C5 Ru1 62.5(4) . . . . ?
N2 N1 C6 C7 1.2(4) . . . . ?
N2 N1 C6 C14 -179.3(3) . . . . ?
N1 C6 C7 C8 -0.3(4) . . . . ?
C14 C6 C7 C8 -179.8(4) . . . . ?
N1 N2 C8 C7 1.4(4) . . . . ?
Ru1 N2 C8 C7 -176.8(3) . . . . ?
N1 N2 C8 C9 179.3(3) . . . . ?
Ru1 N2 C8 C9 1.2(5) . . . . ?
C6 C7 C8 N2 -0.7(5) . . . . ?
C6 C7 C8 C9 -178.1(4) . . . . ?
C13 N3 C9 C10 2.4(6) . . . . ?
Ru1 N3 C9 C10 -179.8(3) . . . . ?
C13 N3 C9 C8 -177.8(4) . . . . ?
Ru1 N3 C9 C8 0.0(5) . . . . ?
N2 C8 C9 N3 -0.8(5) . . . . ?
C7 C8 C9 N3 176.5(4) . . . . ?
N2 C8 C9 C10 179.0(4) . . . . ?
C7 C8 C9 C10 -3.6(8) . . . . ?
N3 C9 C10 C11 -2.2(6) . . . . ?
C8 C9 C10 C11 178.0(4) . . . . ?
C9 C10 C11 C12 -0.7(7) . . . . ?
C10 C11 C12 C13 3.3(7) . . . . ?
C9 N3 C13 C12 0.3(6) . . . . ?
Ru1 N3 C13 C12 -177.3(3) . . . . ?
C11 C12 C13 N3 -3.2(7) . . . . ?
N1 C6 C14 C19 150.3(4) . . . . ?
C7 C6 C14 C19 -30.4(6) . . . . ?
N1 C6 C14 C15 -32.1(6) . . . . ?
C7 C6 C14 C15 147.3(4) . . . . ?
C19 C14 C15 C16 0.8(6) . . . . ?
C6 C14 C15 C16 -176.9(4) . . . . ?
C14 C15 C16 C17 0.0(7) . . . . ?
C15 C16 C17 C18 -1.4(7) . . . . ?
C16 C17 C18 C19 1.9(7) . . . . ?
C17 C18 C19 C14 -1.2(7) . . . . ?
C15 C14 C19 C18 -0.2(6) . . . . ?
C6 C14 C19 C18 177.5(4) . . . . ?
C20 N4 C21 C24 -25(2) . . . . ?
C20 N4 C21 C23 -147(2) . . . . ?
C20 N4 C21 C22 93(2) . . . . ?
C27 O1 C26 C25 178.1(4) . . . . ?
C26 O1 C27 C28 179.7(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1 O1 . . . 2.766(4) 0.880 1.894 170.6 no

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromethane/diethyl ether'
####################################################################### 
# 
# 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_compound5'
_database_code_depnum_ccdc_archive 'CCDC 1909972'
loop_
_audit_author_name
_audit_author_address
'Shigeki Kuwata'
;Tokyo Institute of Technology
Japan
;
_audit_update_record             
;
2019-04-14 deposited with the CCDC.	2019-05-09 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C25 H21 B F7 N3 Ru'
_chemical_formula_moiety         'C25 H21 F3 N3 Ru, B F4'
_chemical_formula_weight         608.33
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   8.3496(13)
_cell_length_b                   18.179(3)
_cell_length_c                   16.009(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 99.636(3)
_cell_angle_gamma                90.0000
_cell_volume                     2395.6(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7581
_cell_measurement_theta_min      3.18
_cell_measurement_theta_max      27.48
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.060
_exptl_crystal_density_diffrn    1.687
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1216.00
_exptl_absorpt_coefficient_mu    0.729
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'NUMABS (Rigaku, 1999)'
_exptl_absorpt_correction_T_min  0.859
_exptl_absorpt_correction_T_max  0.957

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.111
_diffrn_reflns_number            19317
_diffrn_reflns_av_R_equivalents  0.0628
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_min         3.181
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             5476
_reflns_number_gt                3864
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0538
_refine_ls_R_factor_gt           0.0440
_refine_ls_wR_factor_ref         0.1142
_refine_ls_wR_factor_gt          0.1114
_refine_ls_number_restraints     56
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         5476
_refine_ls_number_parameters     355
_refine_ls_goodness_of_fit_ref   0.973
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0521P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         2.02
_refine_diff_density_min         -0.65
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
B B 0.0013 0.0007
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Ru Ru -1.2594 0.8363
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.44272(3) 0.20921(2) 0.10013(2) 0.01663(10) Uani 1 1 d . . . . .
F4 F 0.1814(3) 0.20403(11) 0.32478(14) 0.0400(6) Uani 1 1 d . . . . .
F5 F 0.1849(3) 0.08101(12) 0.30281(13) 0.0379(6) Uani 1 1 d . . . . .
F6 F 0.3292(3) 0.13113(15) 0.42128(15) 0.0542(7) Uani 1 1 d . . . . .
F7 F 0.0578(3) 0.12859(15) 0.40525(15) 0.0535(8) Uani 1 1 d . . . . .
N1 N 0.6356(3) 0.12648(16) -0.01961(17) 0.0208(6) Uani 1 1 d . . . . .
N2 N 0.6003(3) 0.18970(15) 0.01709(17) 0.0190(6) Uani 1 1 d . . . . .
N3 N 0.5473(3) 0.31399(15) 0.08362(17) 0.0181(6) Uani 1 1 d . . . . .
C1 C 0.2613(4) 0.1340(2) 0.0357(2) 0.0234(8) Uani 1 1 d . . . . .
H1 H 0.2915 0.0891 0.0122 0.028 Uiso 1 1 calc R U . . .
C2 C 0.2396(4) 0.20338(19) -0.0063(2) 0.0224(8) Uani 1 1 d . . . . .
H2 H 0.2539 0.2131 -0.0629 0.027 Uiso 1 1 calc R U . . .
C3 C 0.1930(4) 0.2553(2) 0.0510(2) 0.0229(8) Uani 1 1 d . . . . .
H3 H 0.1693 0.3057 0.0394 0.027 Uiso 1 1 calc R U . . .
C4 C 0.1878(4) 0.21900(19) 0.1285(2) 0.0215(7) Uani 1 1 d . . . . .
H4 H 0.1610 0.2410 0.1781 0.026 Uiso 1 1 calc R U . . .
C5 C 0.2292(4) 0.1446(2) 0.1197(2) 0.0228(8) Uani 1 1 d . . . . .
H5 H 0.2347 0.1078 0.1623 0.027 Uiso 1 1 calc R U . . .
C6 C 0.7480(4) 0.14594(19) -0.0670(2) 0.0217(8) Uani 1 1 d D . . . .
C14 C 0.8165(3) 0.08950(12) -0.11898(15) 0.0290(9) Uani 1 1 d DG . . . .
F1 F 0.7973(13) 0.02334(18) -0.0942(5) 0.100(5) Uani 0.585(16) 1 d DG U P A 1
F2 F 0.9700(5) 0.0982(4) -0.1163(6) 0.081(4) Uani 0.585(16) 1 d DG U P A 1
F3 F 0.7521(10) 0.0919(5) -0.1977(2) 0.118(6) Uani 0.585(16) 1 d DG U P A 1
F8 F 0.7072(5) 0.0497(5) -0.1638(6) 0.073(5) Uani 0.415(16) 1 d DG U P A 2
F9 F 0.9130(11) 0.0447(4) -0.0733(2) 0.112(8) Uani 0.415(16) 1 d DG U P A 2
F10 F 0.8991(12) 0.1190(2) -0.1711(5) 0.107(8) Uani 0.415(16) 1 d DG U P A 2
C7 C 0.7858(4) 0.22030(19) -0.0617(2) 0.0211(7) Uani 1 1 d . . . . .
H6 H 0.8608 0.2467 -0.0888 0.025 Uiso 1 1 calc R U . . .
C8 C 0.6858(4) 0.24662(19) -0.0064(2) 0.0191(7) Uani 1 1 d . . . . .
C9 C 0.6568(4) 0.31700(19) 0.0298(2) 0.0189(7) Uani 1 1 d . . . . .
C10 C 0.7283(4) 0.38323(19) 0.0124(2) 0.0220(7) Uani 1 1 d . . . . .
H7 H 0.8039 0.3844 -0.0258 0.026 Uiso 1 1 calc R U . . .
C11 C 0.6891(4) 0.4466(2) 0.0504(2) 0.0254(8) Uani 1 1 d . . . . .
H8 H 0.7381 0.4919 0.0394 0.031 Uiso 1 1 calc R U . . .
C12 C 0.5766(4) 0.44364(19) 0.1054(2) 0.0241(8) Uani 1 1 d . . . . .
H9 H 0.5484 0.4869 0.1329 0.029 Uiso 1 1 calc R U . . .
C13 C 0.5066(4) 0.37684(19) 0.1196(2) 0.0221(7) Uani 1 1 d . . . . .
H10 H 0.4274 0.3752 0.1558 0.027 Uiso 1 1 calc R U . . .
C15 C 0.5218(5) 0.2298(2) 0.2381(2) 0.0229(8) Uani 1 1 d D . . . .
H11 H 0.442(4) 0.2083(18) 0.264(2) 0.028 Uiso 1 1 d D U . . .
H12 H 0.540(5) 0.2792(12) 0.257(2) 0.028 Uiso 1 1 d D U . . .
C16 C 0.6392(4) 0.18707(19) 0.2080(2) 0.0211(7) Uani 1 1 d . . . . .
C17 C 0.5759(4) 0.12197(19) 0.16791(19) 0.0193(7) Uani 1 1 d . . . . .
C18 C 0.8116(4) 0.2113(2) 0.2055(2) 0.0282(9) Uani 1 1 d . . . . .
H13 H 0.8145 0.2648 0.1986 0.034 Uiso 1 1 calc R U . . .
H14 H 0.8506 0.1875 0.1578 0.034 Uiso 1 1 calc R U . . .
H15 H 0.8816 0.1973 0.2585 0.034 Uiso 1 1 calc R U . . .
C19 C 0.5830(4) 0.0503(2) 0.1578(2) 0.0232(8) Uani 1 1 d . . . . .
H16 H 0.5168 0.0296 0.1095 0.028 Uiso 1 1 calc R U . . .
C20 C 0.6848(4) -0.00013(19) 0.2152(2) 0.0223(8) Uani 1 1 d . . . . .
C21 C 0.6978(4) -0.07317(19) 0.1912(2) 0.0241(8) Uani 1 1 d . . . . .
H17 H 0.6330 -0.0903 0.1404 0.029 Uiso 1 1 calc R U . . .
C22 C 0.8028(5) -0.1211(2) 0.2393(2) 0.0278(8) Uani 1 1 d . . . . .
H18 H 0.8118 -0.1704 0.2211 0.033 Uiso 1 1 calc R U . . .
C23 C 0.8952(4) -0.0972(2) 0.3144(2) 0.0279(8) Uani 1 1 d . . . . .
H19 H 0.9695 -0.1299 0.3472 0.033 Uiso 1 1 calc R U . . .
C24 C 0.8791(5) -0.0258(2) 0.3417(2) 0.0283(8) Uani 1 1 d . . . . .
H20 H 0.9393 -0.0099 0.3942 0.034 Uiso 1 1 calc R U . . .
C25 C 0.7759(5) 0.0223(2) 0.2927(2) 0.0272(8) Uani 1 1 d . . . . .
H21 H 0.7662 0.0713 0.3116 0.033 Uiso 1 1 calc R U . . .
B1 B 0.1898(5) 0.1351(2) 0.3640(3) 0.0244(9) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.5 (Rigaku, 2017)'
_computing_molecular_graphics    'CrystalStructure 4.2.5'

#==============================================================================
# MOLECULAR GEOMETRY

_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 N2 2.052(3) . ?
Ru1 C17 2.127(3) . ?
Ru1 N3 2.130(3) . ?
Ru1 C1 2.169(3) . ?
Ru1 C2 2.196(3) . ?
Ru1 C5 2.201(3) . ?
Ru1 C16 2.211(3) . ?
Ru1 C15 2.229(3) . ?
Ru1 C4 2.256(3) . ?
Ru1 C3 2.263(3) . ?
F4 B1 1.398(4) . ?
F5 B1 1.384(4) . ?
F6 B1 1.357(5) . ?
F7 B1 1.382(5) . ?
N1 N2 1.346(4) . ?
N1 C6 1.349(4) . ?
N2 C8 1.346(4) . ?
N3 C13 1.349(4) . ?
N3 C9 1.358(4) . ?
C1 C2 1.427(5) . ?
C1 C5 1.427(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.415(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.412(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.409(5) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.388(5) . ?
C6 C14 1.494(4) . ?
C14 F10 1.285(2) . ?
C14 F3 1.285(2) . ?
C14 F8 1.285(2) . ?
C14 F1 1.285(2) . ?
C14 F9 1.285(2) . ?
C14 F2 1.285(2) . ?
C7 C8 1.399(5) . ?
C7 H6 0.9500 . ?
C8 C9 1.442(5) . ?
C9 C10 1.393(5) . ?
C10 C11 1.367(5) . ?
C10 H7 0.9500 . ?
C11 C12 1.392(5) . ?
C11 H8 0.9500 . ?
C12 C13 1.383(5) . ?
C12 H9 0.9500 . ?
C13 H10 0.9500 . ?
C15 C16 1.399(5) . ?
C15 H11 0.926(18) . ?
C15 H12 0.949(18) . ?
C16 C17 1.406(5) . ?
C16 C18 1.512(5) . ?
C17 C19 1.316(5) . ?
C18 H13 0.9800 . ?
C18 H14 0.9800 . ?
C18 H15 0.9800 . ?
C19 C20 1.464(5) . ?
C19 H16 0.9500 . ?
C20 C21 1.392(5) . ?
C20 C25 1.403(5) . ?
C21 C22 1.377(5) . ?
C21 H17 0.9500 . ?
C22 C23 1.385(5) . ?
C22 H18 0.9500 . ?
C23 C24 1.384(5) . ?
C23 H19 0.9500 . ?
C24 C25 1.376(5) . ?
C24 H20 0.9500 . ?
C25 H21 0.9500 . ?

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
N2 Ru1 C17 82.20(12) . . ?
N2 Ru1 N3 75.74(11) . . ?
C17 Ru1 N3 122.66(12) . . ?
N2 Ru1 C1 93.18(12) . . ?
C17 Ru1 C1 92.09(14) . . ?
N3 Ru1 C1 140.62(12) . . ?
N2 Ru1 C2 89.12(12) . . ?
C17 Ru1 C2 129.03(13) . . ?
N3 Ru1 C2 103.08(12) . . ?
C1 Ru1 C2 38.15(12) . . ?
N2 Ru1 C5 128.50(12) . . ?
C17 Ru1 C5 84.05(13) . . ?
N3 Ru1 C5 148.60(12) . . ?
C1 Ru1 C5 38.12(13) . . ?
C2 Ru1 C5 62.99(13) . . ?
N2 Ru1 C16 90.12(12) . . ?
C17 Ru1 C16 37.77(13) . . ?
N3 Ru1 C16 89.64(12) . . ?
C1 Ru1 C16 128.64(13) . . ?
C2 Ru1 C16 166.65(13) . . ?
C5 Ru1 C16 107.73(13) . . ?
N2 Ru1 C15 123.74(13) . . ?
C17 Ru1 C15 64.98(13) . . ?
N3 Ru1 C15 85.00(12) . . ?
C1 Ru1 C15 130.15(13) . . ?
C2 Ru1 C15 147.06(14) . . ?
C5 Ru1 C15 93.52(13) . . ?
C16 Ru1 C15 36.73(13) . . ?
N2 Ru1 C4 150.78(12) . . ?
C17 Ru1 C4 112.74(13) . . ?
N3 Ru1 C4 111.99(12) . . ?
C1 Ru1 C4 62.49(13) . . ?
C2 Ru1 C4 61.83(13) . . ?
C5 Ru1 C4 36.83(12) . . ?
C16 Ru1 C4 117.33(13) . . ?
C15 Ru1 C4 85.43(13) . . ?
N2 Ru1 C3 119.50(12) . . ?
C17 Ru1 C3 145.69(13) . . ?
N3 Ru1 C3 89.94(12) . . ?
C1 Ru1 C3 62.51(13) . . ?
C2 Ru1 C3 36.97(12) . . ?
C5 Ru1 C3 61.68(13) . . ?
C16 Ru1 C3 149.23(13) . . ?
C15 Ru1 C3 112.66(13) . . ?
C4 Ru1 C3 36.41(12) . . ?
N2 N1 C6 104.2(3) . . ?
N1 N2 C8 111.7(3) . . ?
N1 N2 Ru1 129.9(2) . . ?
C8 N2 Ru1 118.4(2) . . ?
C13 N3 C9 118.8(3) . . ?
C13 N3 Ru1 124.5(2) . . ?
C9 N3 Ru1 116.6(2) . . ?
C2 C1 C5 107.2(3) . . ?
C2 C1 Ru1 71.95(19) . . ?
C5 C1 Ru1 72.15(19) . . ?
C2 C1 H1 126.4 . . ?
C5 C1 H1 126.4 . . ?
Ru1 C1 H1 121.3 . . ?
C3 C2 C1 108.1(3) . . ?
C3 C2 Ru1 74.06(19) . . ?
C1 C2 Ru1 69.90(18) . . ?
C3 C2 H2 125.9 . . ?
C1 C2 H2 125.9 . . ?
Ru1 C2 H2 121.8 . . ?
C4 C3 C2 108.1(3) . . ?
C4 C3 Ru1 71.55(19) . . ?
C2 C3 Ru1 68.97(19) . . ?
C4 C3 H3 126.0 . . ?
C2 C3 H3 126.0 . . ?
Ru1 C3 H3 125.1 . . ?
C5 C4 C3 108.5(3) . . ?
C5 C4 Ru1 69.45(19) . . ?
C3 C4 Ru1 72.04(19) . . ?
C5 C4 H4 125.8 . . ?
C3 C4 H4 125.8 . . ?
Ru1 C4 H4 124.3 . . ?
C4 C5 C1 108.1(3) . . ?
C4 C5 Ru1 73.7(2) . . ?
C1 C5 Ru1 69.73(19) . . ?
C4 C5 H5 125.9 . . ?
C1 C5 H5 125.9 . . ?
Ru1 C5 H5 122.3 . . ?
N1 C6 C7 113.1(3) . . ?
N1 C6 C14 120.0(3) . . ?
C7 C6 C14 126.8(3) . . ?
F10 C14 F8 106.3 . . ?
F3 C14 F1 106.3 . . ?
F10 C14 F9 106.3 . . ?
F8 C14 F9 106.3 . . ?
F3 C14 F2 106.3 . . ?
F1 C14 F2 106.3 . . ?
F10 C14 C6 111.9(3) . . ?
F3 C14 C6 112.7(3) . . ?
F8 C14 C6 113.3(3) . . ?
F1 C14 C6 113.1(3) . . ?
F9 C14 C6 112.4(3) . . ?
F2 C14 C6 111.7(3) . . ?
C6 C7 C8 102.6(3) . . ?
C6 C7 H6 128.7 . . ?
C8 C7 H6 128.7 . . ?
N2 C8 C7 108.3(3) . . ?
N2 C8 C9 115.9(3) . . ?
C7 C8 C9 135.7(3) . . ?
N3 C9 C10 121.2(3) . . ?
N3 C9 C8 113.3(3) . . ?
C10 C9 C8 125.5(3) . . ?
C11 C10 C9 119.8(3) . . ?
C11 C10 H7 120.1 . . ?
C9 C10 H7 120.1 . . ?
C10 C11 C12 119.1(3) . . ?
C10 C11 H8 120.5 . . ?
C12 C11 H8 120.5 . . ?
C13 C12 C11 119.1(3) . . ?
C13 C12 H9 120.5 . . ?
C11 C12 H9 120.5 . . ?
N3 C13 C12 122.0(3) . . ?
N3 C13 H10 119.0 . . ?
C12 C13 H10 119.0 . . ?
C16 C15 Ru1 70.9(2) . . ?
C16 C15 H11 121(2) . . ?
Ru1 C15 H11 105(2) . . ?
C16 C15 H12 123(2) . . ?
Ru1 C15 H12 118(2) . . ?
H11 C15 H12 110(3) . . ?
C15 C16 C17 113.2(3) . . ?
C15 C16 C18 124.9(3) . . ?
C17 C16 C18 121.3(3) . . ?
C15 C16 Ru1 72.3(2) . . ?
C17 C16 Ru1 67.90(19) . . ?
C18 C16 Ru1 120.8(2) . . ?
C19 C17 C16 150.3(3) . . ?
C19 C17 Ru1 134.9(3) . . ?
C16 C17 Ru1 74.3(2) . . ?
C16 C18 H13 109.5 . . ?
C16 C18 H14 109.5 . . ?
H13 C18 H14 109.5 . . ?
C16 C18 H15 109.5 . . ?
H13 C18 H15 109.5 . . ?
H14 C18 H15 109.5 . . ?
C17 C19 C20 125.2(3) . . ?
C17 C19 H16 117.4 . . ?
C20 C19 H16 117.4 . . ?
C21 C20 C25 117.7(3) . . ?
C21 C20 C19 119.2(3) . . ?
C25 C20 C19 123.0(3) . . ?
C22 C21 C20 121.4(3) . . ?
C22 C21 H17 119.3 . . ?
C20 C21 H17 119.3 . . ?
C21 C22 C23 119.9(3) . . ?
C21 C22 H18 120.1 . . ?
C23 C22 H18 120.1 . . ?
C24 C23 C22 119.9(3) . . ?
C24 C23 H19 120.1 . . ?
C22 C23 H19 120.1 . . ?
C25 C24 C23 120.1(3) . . ?
C25 C24 H20 120.0 . . ?
C23 C24 H20 120.0 . . ?
C24 C25 C20 121.0(3) . . ?
C24 C25 H21 119.5 . . ?
C20 C25 H21 119.5 . . ?
F6 B1 F7 109.6(3) . . ?
F6 B1 F5 111.1(3) . . ?
F7 B1 F5 110.2(3) . . ?
F6 B1 F4 108.9(3) . . ?
F7 B1 F4 107.9(3) . . ?
F5 B1 F4 109.0(3) . . ?

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
C6 N1 N2 C8 0.3(4) . . . . ?
C6 N1 N2 Ru1 -179.3(2) . . . . ?
C5 C1 C2 C3 -0.7(4) . . . . ?
Ru1 C1 C2 C3 -64.7(2) . . . . ?
C5 C1 C2 Ru1 64.0(2) . . . . ?
C1 C2 C3 C4 0.8(4) . . . . ?
Ru1 C2 C3 C4 -61.2(2) . . . . ?
C1 C2 C3 Ru1 62.0(2) . . . . ?
C2 C3 C4 C5 -0.6(4) . . . . ?
Ru1 C3 C4 C5 -60.2(2) . . . . ?
C2 C3 C4 Ru1 59.5(2) . . . . ?
C3 C4 C5 C1 0.2(4) . . . . ?
Ru1 C4 C5 C1 -61.6(2) . . . . ?
C3 C4 C5 Ru1 61.8(2) . . . . ?
C2 C1 C5 C4 0.3(4) . . . . ?
Ru1 C1 C5 C4 64.2(2) . . . . ?
C2 C1 C5 Ru1 -63.9(2) . . . . ?
N2 N1 C6 C7 0.0(4) . . . . ?
N2 N1 C6 C14 -179.3(3) . . . . ?
N1 C6 C14 F10 168.6(6) . . . . ?
C7 C6 C14 F10 -10.6(7) . . . . ?
N1 C6 C14 F3 100.9(6) . . . . ?
C7 C6 C14 F3 -78.3(7) . . . . ?
N1 C6 C14 F8 48.5(6) . . . . ?
C7 C6 C14 F8 -130.6(6) . . . . ?
N1 C6 C14 F1 -19.7(7) . . . . ?
C7 C6 C14 F1 161.1(6) . . . . ?
N1 C6 C14 F9 -72.0(6) . . . . ?
C7 C6 C14 F9 108.9(7) . . . . ?
N1 C6 C14 F2 -139.6(6) . . . . ?
C7 C6 C14 F2 41.3(7) . . . . ?
N1 C6 C7 C8 -0.3(4) . . . . ?
C14 C6 C7 C8 178.9(3) . . . . ?
N1 N2 C8 C7 -0.5(4) . . . . ?
Ru1 N2 C8 C7 179.2(2) . . . . ?
N1 N2 C8 C9 -179.8(3) . . . . ?
Ru1 N2 C8 C9 -0.2(4) . . . . ?
C6 C7 C8 N2 0.4(4) . . . . ?
C6 C7 C8 C9 179.6(4) . . . . ?
C13 N3 C9 C10 0.8(5) . . . . ?
Ru1 N3 C9 C10 177.8(2) . . . . ?
C13 N3 C9 C8 -178.1(3) . . . . ?
Ru1 N3 C9 C8 -1.0(4) . . . . ?
N2 C8 C9 N3 0.8(4) . . . . ?
C7 C8 C9 N3 -178.3(4) . . . . ?
N2 C8 C9 C10 -178.0(3) . . . . ?
C7 C8 C9 C10 2.9(6) . . . . ?
N3 C9 C10 C11 0.6(5) . . . . ?
C8 C9 C10 C11 179.3(3) . . . . ?
C9 C10 C11 C12 -0.7(5) . . . . ?
C10 C11 C12 C13 -0.5(5) . . . . ?
C9 N3 C13 C12 -2.0(5) . . . . ?
Ru1 N3 C13 C12 -178.8(2) . . . . ?
C11 C12 C13 N3 1.9(5) . . . . ?
Ru1 C15 C16 C17 -55.5(3) . . . . ?
Ru1 C15 C16 C18 115.7(3) . . . . ?
C15 C16 C17 C19 -131.0(6) . . . . ?
C18 C16 C17 C19 57.4(8) . . . . ?
Ru1 C16 C17 C19 171.0(7) . . . . ?
C15 C16 C17 Ru1 58.0(3) . . . . ?
C18 C16 C17 Ru1 -113.6(3) . . . . ?
C16 C17 C19 C20 13.5(9) . . . . ?
Ru1 C17 C19 C20 -178.8(3) . . . . ?
C17 C19 C20 C21 -171.2(4) . . . . ?
C17 C19 C20 C25 6.3(6) . . . . ?
C25 C20 C21 C22 -3.4(5) . . . . ?
C19 C20 C21 C22 174.3(3) . . . . ?
C20 C21 C22 C23 1.5(5) . . . . ?
C21 C22 C23 C24 1.4(5) . . . . ?
C22 C23 C24 C25 -2.4(6) . . . . ?
C23 C24 C25 C20 0.5(6) . . . . ?
C21 C20 C25 C24 2.3(5) . . . . ?
C19 C20 C25 C24 -175.2(3) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile/diethyl ether'
####################################################################### 
# 
# 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_compound6
_database_code_depnum_ccdc_archive 'CCDC 1909973'
loop_
_audit_author_name
_audit_author_address
'Shigeki Kuwata'
;Tokyo Institute of Technology
Japan
;
_audit_update_record             
;
2019-04-14 deposited with the CCDC.	2019-05-09 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C31 H26 F3 N3 O3 Ru S'
_chemical_formula_moiety         'C30 H26 N3 Ru, C F3 O3 S'
_chemical_formula_weight         678.69
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   10.0589(11)
_cell_length_b                   16.3660(17)
_cell_length_c                   19.544(2)
_cell_angle_alpha                65.342(3)
_cell_angle_beta                 82.687(5)
_cell_angle_gamma                81.397(5)
_cell_volume                     2883.6(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9204
_cell_measurement_theta_min      3.12
_cell_measurement_theta_max      27.48
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.080
_exptl_crystal_density_diffrn    1.563
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1376.00
_exptl_absorpt_coefficient_mu    0.674
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'NUMABS (Rigaku, 1999)'
_exptl_absorpt_correction_T_min  0.913
_exptl_absorpt_correction_T_max  0.948

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.111
_diffrn_reflns_number            23945
_diffrn_reflns_av_R_equivalents  0.0586
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_min         3.124
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measured_fraction_theta_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             12717
_reflns_number_gt                7182
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0658
_refine_ls_R_factor_gt           0.0469
_refine_ls_wR_factor_ref         0.1274
_refine_ls_wR_factor_gt          0.1235
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         12717
_refine_ls_number_parameters     765
_refine_ls_goodness_of_fit_ref   0.885
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0516P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         1.71
_refine_diff_density_min         -0.62
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Ru Ru -1.2594 0.8363
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.66821(3) 0.05246(2) 0.31112(2) 0.02291(10) Uani 1 1 d . . . . .
Ru2 Ru 0.11907(3) 0.44680(2) 0.18243(2) 0.02072(10) Uani 1 1 d . . . . .
S1 S 0.80854(10) 0.13504(7) 0.57363(6) 0.0240(2) Uani 1 1 d . . . . .
S2 S 0.60382(11) 0.63371(7) 0.08176(6) 0.0246(2) Uani 1 1 d . . . . .
F1 F 0.9544(3) 0.17284(19) 0.65699(18) 0.0551(9) Uani 1 1 d . . . . .
F2 F 0.7784(3) 0.2616(3) 0.6232(3) 0.0928(15) Uani 1 1 d . . . . .
F3 F 0.9454(4) 0.2707(2) 0.5438(2) 0.0822(12) Uani 1 1 d . . . . .
F4 F 0.5591(3) 0.7587(2) 0.1349(2) 0.0625(9) Uani 1 1 d . . . . .
F5 F 0.4017(3) 0.67453(19) 0.16576(18) 0.0592(9) Uani 1 1 d . . . . .
F6 F 0.4260(3) 0.7754(2) 0.05240(18) 0.0621(10) Uani 1 1 d . . . . .
O1 O 0.7275(3) 0.1933(2) 0.51290(19) 0.0468(9) Uani 1 1 d . . . . .
O2 O 0.9268(3) 0.0891(2) 0.5507(2) 0.0481(9) Uani 1 1 d . . . . .
O3 O 0.7359(3) 0.0794(2) 0.64056(19) 0.0492(9) Uani 1 1 d . . . . .
O4 O 0.5147(3) 0.5960(2) 0.0547(2) 0.0438(9) Uani 1 1 d . . . . .
O5 O 0.6947(3) 0.6897(2) 0.02480(19) 0.0465(9) Uani 1 1 d . . . . .
O6 O 0.6641(3) 0.5722(2) 0.15028(17) 0.0389(8) Uani 1 1 d . . . . .
N1 N 0.4849(3) 0.0094(2) 0.21868(19) 0.0218(8) Uani 1 1 d . . . . .
N2 N 0.5405(3) 0.0699(2) 0.23251(18) 0.0206(7) Uani 1 1 d . . . . .
N3 N 0.6732(3) 0.1885(2) 0.23281(19) 0.0209(7) Uani 1 1 d . . . . .
N4 N -0.1232(3) 0.5036(2) 0.27201(19) 0.0230(8) Uani 1 1 d . . . . .
N5 N -0.0413(3) 0.4380(2) 0.25973(18) 0.0196(7) Uani 1 1 d . . . . .
N6 N 0.1374(3) 0.3114(2) 0.26251(18) 0.0200(7) Uani 1 1 d . . . . .
C1 C 0.5424(5) -0.0200(3) 0.4129(2) 0.0356(11) Uani 1 1 d . . . . .
H1 H 0.4654 -0.0466 0.4117 0.043 Uiso 1 1 calc R U . . .
C2 C 0.5442(5) 0.0688(3) 0.4066(2) 0.0356(12) Uani 1 1 d . . . . .
H2 H 0.4692 0.1136 0.3997 0.043 Uiso 1 1 calc R U . . .
C3 C 0.6798(5) 0.0786(3) 0.4127(2) 0.0359(12) Uani 1 1 d . . . . .
H3 H 0.7108 0.1317 0.4107 0.043 Uiso 1 1 calc R U . . .
C4 C 0.7586(5) -0.0004(4) 0.4217(3) 0.0443(14) Uani 1 1 d . . . . .
H4 H 0.8529 -0.0115 0.4273 0.053 Uiso 1 1 calc R U . . .
C5 C 0.6761(6) -0.0625(3) 0.4214(3) 0.0452(14) Uani 1 1 d . . . . .
H5 H 0.7051 -0.1224 0.4261 0.054 Uiso 1 1 calc R U . . .
C6 C 0.4217(4) 0.0508(3) 0.1524(2) 0.0208(9) Uani 1 1 d . . . . .
C7 C 0.4421(4) 0.1407(3) 0.1243(2) 0.0217(9) Uani 1 1 d . . . . .
H6 H 0.4105 0.1874 0.0790 0.026 Uiso 1 1 calc R U . . .
C8 C 0.5174(4) 0.1500(3) 0.1746(2) 0.0192(9) Uani 1 1 d . . . . .
C9 C 0.5874(4) 0.2199(3) 0.1763(2) 0.0199(9) Uani 1 1 d . . . . .
C10 C 0.5784(4) 0.3093(3) 0.1240(2) 0.0238(9) Uani 1 1 d . . . . .
H7 H 0.5203 0.3291 0.0841 0.029 Uiso 1 1 calc R U . . .
C11 C 0.6542(4) 0.3693(3) 0.1303(2) 0.0257(10) Uani 1 1 d . . . . .
H8 H 0.6474 0.4310 0.0959 0.031 Uiso 1 1 calc R U . . .
C12 C 0.7403(4) 0.3372(3) 0.1881(2) 0.0274(10) Uani 1 1 d . . . . .
H9 H 0.7931 0.3772 0.1938 0.033 Uiso 1 1 calc R U . . .
C13 C 0.7493(4) 0.2474(3) 0.2371(2) 0.0259(10) Uani 1 1 d . . . . .
H10 H 0.8111 0.2261 0.2754 0.031 Uiso 1 1 calc R U . . .
C14 C 0.3408(4) 0.0055(3) 0.1244(3) 0.0271(10) Uani 1 1 d . . . . .
C15 C 0.2586(4) -0.0589(3) 0.1745(3) 0.0318(10) Uani 1 1 d . . . . .
H11 H 0.2625 -0.0783 0.2273 0.038 Uiso 1 1 calc R U . . .
C16 C 0.1723(5) -0.0942(3) 0.1479(3) 0.0432(13) Uani 1 1 d . . . . .
H12 H 0.1169 -0.1381 0.1823 0.052 Uiso 1 1 calc R U . . .
C17 C 0.1655(6) -0.0662(4) 0.0712(4) 0.0545(16) Uani 1 1 d . . . . .
H13 H 0.1046 -0.0900 0.0527 0.065 Uiso 1 1 calc R U . . .
C18 C 0.2482(6) -0.0035(4) 0.0216(3) 0.0610(17) Uani 1 1 d . . . . .
H14 H 0.2447 0.0153 -0.0312 0.073 Uiso 1 1 calc R U . . .
C19 C 0.3361(6) 0.0324(3) 0.0480(3) 0.0451(13) Uani 1 1 d . . . . .
H15 H 0.3928 0.0754 0.0135 0.054 Uiso 1 1 calc R U . . .
C20 C 0.8641(4) 0.0099(3) 0.2574(3) 0.0296(10) Uani 1 1 d . . . . .
H16 H 0.921(4) -0.006(3) 0.298(2) 0.036 Uiso 1 1 d . U . . .
C21 C 0.7566(4) -0.0379(3) 0.2630(3) 0.0279(10) Uani 1 1 d . . . . .
C22 C 0.6959(4) -0.0902(3) 0.2457(3) 0.0279(10) Uani 1 1 d . . . . .
C23 C 0.5416(4) -0.0873(3) 0.2567(3) 0.0280(10) Uani 1 1 d . . . . .
H17 H 0.5098 -0.1243 0.2341 0.034 Uiso 1 1 calc R U . . .
H18 H 0.5123 -0.1117 0.3112 0.034 Uiso 1 1 calc R U . . .
C24 C 0.7664(5) -0.1531(3) 0.2096(3) 0.0440(13) Uani 1 1 d . . . . .
H19 H 0.7524 -0.2158 0.2432 0.053 Uiso 1 1 calc R U . . .
H20 H 0.8632 -0.1468 0.2012 0.053 Uiso 1 1 calc R U . . .
H21 H 0.7291 -0.1373 0.1612 0.053 Uiso 1 1 calc R U . . .
C25 C 0.9147(4) 0.0800(3) 0.1858(3) 0.0284(10) Uani 1 1 d . . . . .
C26 C 1.0303(5) 0.1181(3) 0.1847(3) 0.0398(13) Uani 1 1 d . . . . .
H22 H 1.0754 0.0987 0.2296 0.048 Uiso 1 1 calc R U . . .
C27 C 1.0805(5) 0.1846(3) 0.1181(4) 0.0484(15) Uani 1 1 d . . . . .
H23 H 1.1596 0.2097 0.1183 0.058 Uiso 1 1 calc R U . . .
C28 C 1.0184(5) 0.2137(3) 0.0535(4) 0.0488(15) Uani 1 1 d . . . . .
H24 H 1.0536 0.2590 0.0085 0.059 Uiso 1 1 calc R U . . .
C29 C 0.9030(5) 0.1772(3) 0.0534(3) 0.0433(13) Uani 1 1 d . . . . .
H25 H 0.8583 0.1982 0.0082 0.052 Uiso 1 1 calc R U . . .
C30 C 0.8516(5) 0.1097(3) 0.1189(3) 0.0327(11) Uani 1 1 d . . . . .
H26 H 0.7736 0.0841 0.1178 0.039 Uiso 1 1 calc R U . . .
C31 C 0.8752(5) 0.2143(3) 0.6006(3) 0.0361(12) Uani 1 1 d . . . . .
C32 C 0.0105(5) 0.5190(3) 0.0802(2) 0.0353(11) Uani 1 1 d . . . . .
H27 H -0.0789 0.5474 0.0809 0.042 Uiso 1 1 calc R U . . .
C33 C 0.0475(5) 0.4290(3) 0.0888(2) 0.0311(10) Uani 1 1 d . . . . .
H28 H -0.0122 0.3855 0.0968 0.037 Uiso 1 1 calc R U . . .
C34 C 0.1903(5) 0.4151(3) 0.0834(2) 0.0313(11) Uani 1 1 d . . . . .
H29 H 0.2428 0.3604 0.0868 0.038 Uiso 1 1 calc R U . . .
C35 C 0.2410(5) 0.4946(3) 0.0724(2) 0.0353(11) Uani 1 1 d . . . . .
H30 H 0.3337 0.5033 0.0673 0.042 Uiso 1 1 calc R U . . .
C36 C 0.1315(5) 0.5600(3) 0.0701(2) 0.0388(12) Uani 1 1 d . . . . .
H31 H 0.1370 0.6204 0.0631 0.047 Uiso 1 1 calc R U . . .
C37 C -0.1972(4) 0.4677(3) 0.3394(2) 0.0238(9) Uani 1 1 d . . . . .
C38 C -0.1610(4) 0.3756(3) 0.3697(2) 0.0248(9) Uani 1 1 d . . . . .
H32 H -0.1962 0.3319 0.4156 0.030 Uiso 1 1 calc R U . . .
C39 C -0.0612(4) 0.3601(3) 0.3184(2) 0.0192(8) Uani 1 1 d . . . . .
C40 C 0.0357(4) 0.2853(3) 0.3181(2) 0.0200(9) Uani 1 1 d . . . . .
C41 C 0.0335(4) 0.1962(3) 0.3711(2) 0.0251(9) Uani 1 1 d . . . . .
H33 H -0.0374 0.1801 0.4098 0.030 Uiso 1 1 calc R U . . .
C42 C 0.1349(4) 0.1322(3) 0.3669(2) 0.0283(10) Uani 1 1 d . . . . .
H34 H 0.1348 0.0710 0.4022 0.034 Uiso 1 1 calc R U . . .
C43 C 0.2379(4) 0.1582(3) 0.3100(2) 0.0285(10) Uani 1 1 d . . . . .
H35 H 0.3078 0.1144 0.3055 0.034 Uiso 1 1 calc R U . . .
C44 C 0.2385(4) 0.2475(3) 0.2604(2) 0.0262(10) Uani 1 1 d . . . . .
H36 H 0.3120 0.2648 0.2235 0.031 Uiso 1 1 calc R U . . .
C45 C -0.2945(4) 0.5249(3) 0.3681(3) 0.0293(10) Uani 1 1 d . . . . .
C46 C -0.3880(4) 0.5891(3) 0.3217(3) 0.0340(11) Uani 1 1 d . . . . .
H37 H -0.3914 0.5953 0.2714 0.041 Uiso 1 1 calc R U . . .
C47 C -0.4757(5) 0.6437(3) 0.3491(3) 0.0408(12) Uani 1 1 d . . . . .
H38 H -0.5390 0.6877 0.3172 0.049 Uiso 1 1 calc R U . . .
C48 C -0.4725(5) 0.6351(4) 0.4214(3) 0.0459(14) Uani 1 1 d . . . . .
H39 H -0.5315 0.6742 0.4392 0.055 Uiso 1 1 calc R U . . .
C49 C -0.3831(5) 0.5693(3) 0.4688(3) 0.0443(13) Uani 1 1 d . . . . .
H40 H -0.3831 0.5615 0.5198 0.053 Uiso 1 1 calc R U . . .
C50 C -0.2941(5) 0.5150(3) 0.4418(3) 0.0370(12) Uani 1 1 d . . . . .
H41 H -0.2320 0.4704 0.4742 0.044 Uiso 1 1 calc R U . . .
C51 C 0.2775(4) 0.4836(3) 0.2347(3) 0.0268(10) Uani 1 1 d . . . . .
H42 H 0.353(4) 0.501(3) 0.200(2) 0.032 Uiso 1 1 d . U . . .
C52 C 0.1532(4) 0.5362(3) 0.2279(2) 0.0268(10) Uani 1 1 d . . . . .
C53 C 0.0638(4) 0.5926(3) 0.2456(2) 0.0274(10) Uani 1 1 d . . . . .
C54 C -0.0828(4) 0.5954(3) 0.2318(3) 0.0281(10) Uani 1 1 d . . . . .
H43 H -0.1407 0.6373 0.2506 0.034 Uiso 1 1 calc R U . . .
H44 H -0.0928 0.6171 0.1771 0.034 Uiso 1 1 calc R U . . .
C55 C 0.0936(5) 0.6461(3) 0.2874(3) 0.0430(13) Uani 1 1 d . . . . .
H45 H 0.0456 0.6245 0.3376 0.052 Uiso 1 1 calc R U . . .
H46 H 0.0640 0.7103 0.2592 0.052 Uiso 1 1 calc R U . . .
H47 H 0.1908 0.6384 0.2928 0.052 Uiso 1 1 calc R U . . .
C56 C 0.3258(4) 0.4151(3) 0.3056(3) 0.0271(10) Uani 1 1 d . . . . .
C57 C 0.4612(4) 0.3801(3) 0.3082(3) 0.0323(11) Uani 1 1 d . . . . .
H48 H 0.5212 0.4028 0.2645 0.039 Uiso 1 1 calc R U . . .
C58 C 0.5087(5) 0.3128(3) 0.3737(3) 0.0394(12) Uani 1 1 d . . . . .
H49 H 0.6012 0.2897 0.3743 0.047 Uiso 1 1 calc R U . . .
C59 C 0.4255(5) 0.2784(3) 0.4380(3) 0.0397(12) Uani 1 1 d . . . . .
H50 H 0.4597 0.2319 0.4826 0.048 Uiso 1 1 calc R U . . .
C60 C 0.2908(5) 0.3126(3) 0.4370(3) 0.0370(12) Uani 1 1 d . . . . .
H51 H 0.2318 0.2889 0.4810 0.044 Uiso 1 1 calc R U . . .
C61 C 0.2421(4) 0.3812(3) 0.3722(2) 0.0310(10) Uani 1 1 d . . . . .
H52 H 0.1505 0.4057 0.3727 0.037 Uiso 1 1 calc R U . . .
C62 C 0.4910(5) 0.7150(3) 0.1105(3) 0.0356(12) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.5 (Rigaku, 2017)'
_computing_molecular_graphics    'CrystalStructure 4.2.5'

#==============================================================================
# MOLECULAR GEOMETRY

_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 N2 2.029(3) . ?
Ru1 C21 2.102(4) . ?
Ru1 N3 2.115(3) . ?
Ru1 C5 2.193(4) . ?
Ru1 C1 2.193(4) . ?
Ru1 C2 2.199(5) . ?
Ru1 C3 2.218(5) . ?
Ru1 C4 2.225(5) . ?
Ru1 C20 2.268(4) . ?
Ru2 N5 2.043(3) . ?
Ru2 C52 2.088(4) . ?
Ru2 N6 2.109(3) . ?
Ru2 C32 2.187(4) . ?
Ru2 C33 2.190(4) . ?
Ru2 C36 2.207(4) . ?
Ru2 C34 2.213(4) . ?
Ru2 C35 2.226(4) . ?
Ru2 C51 2.272(4) . ?
S1 O3 1.427(3) . ?
S1 O1 1.433(3) . ?
S1 O2 1.435(3) . ?
S1 C31 1.825(5) . ?
S2 O4 1.423(3) . ?
S2 O5 1.433(3) . ?
S2 O6 1.440(3) . ?
S2 C62 1.839(5) . ?
F1 C31 1.322(5) . ?
F2 C31 1.301(5) . ?
F3 C31 1.314(6) . ?
F4 C62 1.313(5) . ?
F5 C62 1.321(5) . ?
F6 C62 1.325(5) . ?
N1 N2 1.340(4) . ?
N1 C6 1.374(5) . ?
N1 C23 1.497(5) . ?
N2 C8 1.338(5) . ?
N3 C13 1.352(5) . ?
N3 C9 1.365(5) . ?
N4 N5 1.338(4) . ?
N4 C37 1.367(5) . ?
N4 C54 1.469(5) . ?
N5 C39 1.333(5) . ?
N6 C44 1.356(5) . ?
N6 C40 1.367(5) . ?
C1 C2 1.410(6) . ?
C1 C5 1.414(7) . ?
C1 H1 0.9500 . ?
C2 C3 1.422(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.367(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.406(7) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.378(5) . ?
C6 C14 1.465(6) . ?
C7 C8 1.383(5) . ?
C7 H6 0.9500 . ?
C8 C9 1.444(5) . ?
C9 C10 1.388(5) . ?
C10 C11 1.382(6) . ?
C10 H7 0.9500 . ?
C11 C12 1.385(6) . ?
C11 H8 0.9500 . ?
C12 C13 1.376(6) . ?
C12 H9 0.9500 . ?
C13 H10 0.9500 . ?
C14 C19 1.373(6) . ?
C14 C15 1.395(6) . ?
C15 C16 1.368(6) . ?
C15 H11 0.9500 . ?
C16 C17 1.380(7) . ?
C16 H12 0.9500 . ?
C17 C18 1.380(8) . ?
C17 H13 0.9500 . ?
C18 C19 1.384(7) . ?
C18 H14 0.9500 . ?
C19 H15 0.9500 . ?
C20 C21 1.395(6) . ?
C20 C25 1.478(6) . ?
C20 H16 0.96(4) . ?
C21 C22 1.292(6) . ?
C22 C24 1.523(6) . ?
C22 C23 1.536(6) . ?
C23 H17 0.9900 . ?
C23 H18 0.9900 . ?
C24 H19 0.9800 . ?
C24 H20 0.9800 . ?
C24 H21 0.9800 . ?
C25 C30 1.391(6) . ?
C25 C26 1.394(6) . ?
C26 C27 1.395(7) . ?
C26 H22 0.9500 . ?
C27 C28 1.349(7) . ?
C27 H23 0.9500 . ?
C28 C29 1.384(7) . ?
C28 H24 0.9500 . ?
C29 C30 1.396(6) . ?
C29 H25 0.9500 . ?
C30 H26 0.9500 . ?
C32 C33 1.408(6) . ?
C32 C36 1.430(7) . ?
C32 H27 0.9500 . ?
C33 C34 1.418(6) . ?
C33 H28 0.9500 . ?
C34 C35 1.392(6) . ?
C34 H29 0.9500 . ?
C35 C36 1.407(7) . ?
C35 H30 0.9500 . ?
C36 H31 0.9500 . ?
C37 C38 1.378(6) . ?
C37 C45 1.475(6) . ?
C38 C39 1.398(5) . ?
C38 H32 0.9500 . ?
C39 C40 1.449(5) . ?
C40 C41 1.394(5) . ?
C41 C42 1.370(6) . ?
C41 H33 0.9500 . ?
C42 C43 1.391(6) . ?
C42 H34 0.9500 . ?
C43 C44 1.377(6) . ?
C43 H35 0.9500 . ?
C44 H36 0.9500 . ?
C45 C50 1.381(6) . ?
C45 C46 1.392(6) . ?
C46 C47 1.381(6) . ?
C46 H37 0.9500 . ?
C47 C48 1.365(7) . ?
C47 H38 0.9500 . ?
C48 C49 1.384(7) . ?
C48 H39 0.9500 . ?
C49 C50 1.379(6) . ?
C49 H40 0.9500 . ?
C50 H41 0.9500 . ?
C51 C52 1.396(6) . ?
C51 C56 1.458(6) . ?
C51 H42 0.94(4) . ?
C52 C53 1.311(6) . ?
C53 C55 1.504(6) . ?
C53 C54 1.523(6) . ?
C54 H43 0.9900 . ?
C54 H44 0.9900 . ?
C55 H45 0.9800 . ?
C55 H46 0.9800 . ?
C55 H47 0.9800 . ?
C56 C57 1.395(6) . ?
C56 C61 1.403(6) . ?
C57 C58 1.380(6) . ?
C57 H48 0.9500 . ?
C58 C59 1.371(7) . ?
C58 H49 0.9500 . ?
C59 C60 1.386(6) . ?
C59 H50 0.9500 . ?
C60 C61 1.383(6) . ?
C60 H51 0.9500 . ?
C61 H52 0.9500 . ?

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
N2 Ru1 C21 76.18(15) . . ?
N2 Ru1 N3 74.75(13) . . ?
C21 Ru1 N3 111.53(15) . . ?
N2 Ru1 C5 124.07(18) . . ?
C21 Ru1 C5 87.55(18) . . ?
N3 Ru1 C5 157.02(18) . . ?
N2 Ru1 C1 98.75(15) . . ?
C21 Ru1 C1 109.08(18) . . ?
N3 Ru1 C1 135.65(16) . . ?
C5 Ru1 C1 37.62(18) . . ?
N2 Ru1 C2 106.99(15) . . ?
C21 Ru1 C2 146.31(18) . . ?
N3 Ru1 C2 101.40(16) . . ?
C5 Ru1 C2 62.46(19) . . ?
C1 Ru1 C2 37.45(17) . . ?
N2 Ru1 C3 141.85(16) . . ?
C21 Ru1 C3 139.56(17) . . ?
N3 Ru1 C3 95.83(15) . . ?
C5 Ru1 C3 61.30(19) . . ?
C1 Ru1 C3 62.12(17) . . ?
C2 Ru1 C3 37.57(17) . . ?
N2 Ru1 C4 160.23(17) . . ?
C21 Ru1 C4 103.86(19) . . ?
N3 Ru1 C4 122.04(18) . . ?
C5 Ru1 C4 37.11(18) . . ?
C1 Ru1 C4 62.23(18) . . ?
C2 Ru1 C4 61.86(18) . . ?
C3 Ru1 C4 35.85(18) . . ?
N2 Ru1 C20 99.88(16) . . ?
C21 Ru1 C20 36.97(15) . . ?
N3 Ru1 C20 91.37(14) . . ?
C5 Ru1 C20 97.33(18) . . ?
C1 Ru1 C20 132.60(17) . . ?
C2 Ru1 C20 152.42(17) . . ?
C3 Ru1 C20 117.48(18) . . ?
C4 Ru1 C20 90.63(18) . . ?
N5 Ru2 C52 76.85(15) . . ?
N5 Ru2 N6 74.65(12) . . ?
C52 Ru2 N6 111.81(14) . . ?
N5 Ru2 C32 98.04(15) . . ?
C52 Ru2 C32 110.44(17) . . ?
N6 Ru2 C32 133.88(16) . . ?
N5 Ru2 C33 107.05(15) . . ?
C52 Ru2 C33 147.57(17) . . ?
N6 Ru2 C33 100.03(15) . . ?
C32 Ru2 C33 37.52(17) . . ?
N5 Ru2 C36 123.09(17) . . ?
C52 Ru2 C36 87.67(17) . . ?
N6 Ru2 C36 157.26(16) . . ?
C32 Ru2 C36 37.97(17) . . ?
C33 Ru2 C36 62.83(17) . . ?
N5 Ru2 C34 142.14(15) . . ?
C52 Ru2 C34 138.85(17) . . ?
N6 Ru2 C34 95.54(15) . . ?
C32 Ru2 C34 62.31(17) . . ?
C33 Ru2 C34 37.56(16) . . ?
C36 Ru2 C34 61.72(17) . . ?
N5 Ru2 C35 159.41(15) . . ?
C52 Ru2 C35 102.63(17) . . ?
N6 Ru2 C35 123.12(16) . . ?
C32 Ru2 C35 62.51(17) . . ?
C33 Ru2 C35 62.35(17) . . ?
C36 Ru2 C35 37.00(17) . . ?
C34 Ru2 C35 36.54(16) . . ?
N5 Ru2 C51 100.94(15) . . ?
C52 Ru2 C51 37.05(15) . . ?
N6 Ru2 C51 91.94(14) . . ?
C32 Ru2 C51 133.72(17) . . ?
C33 Ru2 C51 151.58(16) . . ?
C36 Ru2 C51 97.63(17) . . ?
C34 Ru2 C51 116.09(16) . . ?
C35 Ru2 C51 89.51(17) . . ?
O3 S1 O1 115.2(2) . . ?
O3 S1 O2 114.5(2) . . ?
O1 S1 O2 113.9(2) . . ?
O3 S1 C31 104.3(2) . . ?
O1 S1 C31 103.0(2) . . ?
O2 S1 C31 103.8(2) . . ?
O4 S2 O5 114.7(2) . . ?
O4 S2 O6 115.1(2) . . ?
O5 S2 O6 114.8(2) . . ?
O4 S2 C62 103.3(2) . . ?
O5 S2 C62 103.0(2) . . ?
O6 S2 C62 103.7(2) . . ?
N2 N1 C6 110.5(3) . . ?
N2 N1 C23 116.5(3) . . ?
C6 N1 C23 128.4(3) . . ?
C8 N2 N1 107.2(3) . . ?
C8 N2 Ru1 121.2(3) . . ?
N1 N2 Ru1 130.7(3) . . ?
C13 N3 C9 118.0(3) . . ?
C13 N3 Ru1 124.8(3) . . ?
C9 N3 Ru1 117.1(3) . . ?
N5 N4 C37 109.9(3) . . ?
N5 N4 C54 116.1(3) . . ?
C37 N4 C54 128.9(4) . . ?
C39 N5 N4 107.7(3) . . ?
C39 N5 Ru2 121.1(3) . . ?
N4 N5 Ru2 129.8(2) . . ?
C44 N6 C40 117.8(3) . . ?
C44 N6 Ru2 124.8(3) . . ?
C40 N6 Ru2 117.3(3) . . ?
C2 C1 C5 107.5(4) . . ?
C2 C1 Ru1 71.5(3) . . ?
C5 C1 Ru1 71.2(3) . . ?
C2 C1 H1 126.3 . . ?
C5 C1 H1 126.3 . . ?
Ru1 C1 H1 122.7 . . ?
C1 C2 C3 106.9(4) . . ?
C1 C2 Ru1 71.0(3) . . ?
C3 C2 Ru1 71.9(3) . . ?
C1 C2 H2 126.5 . . ?
C3 C2 H2 126.5 . . ?
Ru1 C2 H2 122.2 . . ?
C4 C3 C2 109.2(5) . . ?
C4 C3 Ru1 72.4(3) . . ?
C2 C3 Ru1 70.5(3) . . ?
C4 C3 H3 125.4 . . ?
C2 C3 H3 125.4 . . ?
Ru1 C3 H3 123.3 . . ?
C3 C4 C5 108.3(4) . . ?
C3 C4 Ru1 71.8(3) . . ?
C5 C4 Ru1 70.2(3) . . ?
C3 C4 H4 125.9 . . ?
C5 C4 H4 125.9 . . ?
Ru1 C4 H4 123.8 . . ?
C4 C5 C1 108.1(5) . . ?
C4 C5 Ru1 72.7(3) . . ?
C1 C5 Ru1 71.2(2) . . ?
C4 C5 H5 125.9 . . ?
C1 C5 H5 125.9 . . ?
Ru1 C5 H5 121.8 . . ?
N1 C6 C7 105.9(3) . . ?
N1 C6 C14 124.4(4) . . ?
C7 C6 C14 129.5(4) . . ?
C6 C7 C8 106.8(3) . . ?
C6 C7 H6 126.6 . . ?
C8 C7 H6 126.6 . . ?
N2 C8 C7 109.5(4) . . ?
N2 C8 C9 113.6(3) . . ?
C7 C8 C9 136.5(4) . . ?
N3 C9 C10 121.7(4) . . ?
N3 C9 C8 113.1(3) . . ?
C10 C9 C8 125.1(4) . . ?
C11 C10 C9 119.7(4) . . ?
C11 C10 H7 120.2 . . ?
C9 C10 H7 120.2 . . ?
C10 C11 C12 118.4(4) . . ?
C10 C11 H8 120.8 . . ?
C12 C11 H8 120.8 . . ?
C13 C12 C11 119.9(4) . . ?
C13 C12 H9 120.0 . . ?
C11 C12 H9 120.0 . . ?
N3 C13 C12 122.3(4) . . ?
N3 C13 H10 118.9 . . ?
C12 C13 H10 118.9 . . ?
C19 C14 C15 119.5(4) . . ?
C19 C14 C6 119.9(4) . . ?
C15 C14 C6 120.3(4) . . ?
C16 C15 C14 120.4(5) . . ?
C16 C15 H11 119.8 . . ?
C14 C15 H11 119.8 . . ?
C15 C16 C17 120.3(5) . . ?
C15 C16 H12 119.9 . . ?
C17 C16 H12 119.9 . . ?
C18 C17 C16 119.3(5) . . ?
C18 C17 H13 120.3 . . ?
C16 C17 H13 120.3 . . ?
C17 C18 C19 120.8(5) . . ?
C17 C18 H14 119.6 . . ?
C19 C18 H14 119.6 . . ?
C14 C19 C18 119.7(5) . . ?
C14 C19 H15 120.2 . . ?
C18 C19 H15 120.2 . . ?
C21 C20 C25 123.4(4) . . ?
C21 C20 Ru1 65.0(2) . . ?
C25 C20 Ru1 115.5(3) . . ?
C21 C20 H16 123(3) . . ?
C25 C20 H16 113(3) . . ?
Ru1 C20 H16 99(3) . . ?
C22 C21 C20 153.4(5) . . ?
C22 C21 Ru1 127.2(3) . . ?
C20 C21 Ru1 78.0(3) . . ?
C21 C22 C24 124.3(4) . . ?
C21 C22 C23 120.1(4) . . ?
C24 C22 C23 115.5(4) . . ?
N1 C23 C22 107.4(3) . . ?
N1 C23 H17 110.2 . . ?
C22 C23 H17 110.2 . . ?
N1 C23 H18 110.2 . . ?
C22 C23 H18 110.2 . . ?
H17 C23 H18 108.5 . . ?
C22 C24 H19 109.5 . . ?
C22 C24 H20 109.5 . . ?
H19 C24 H20 109.5 . . ?
C22 C24 H21 109.5 . . ?
H19 C24 H21 109.5 . . ?
H20 C24 H21 109.5 . . ?
C30 C25 C26 118.2(4) . . ?
C30 C25 C20 122.7(4) . . ?
C26 C25 C20 119.1(4) . . ?
C25 C26 C27 120.5(5) . . ?
C25 C26 H22 119.7 . . ?
C27 C26 H22 119.7 . . ?
C28 C27 C26 121.1(5) . . ?
C28 C27 H23 119.5 . . ?
C26 C27 H23 119.5 . . ?
C27 C28 C29 119.4(5) . . ?
C27 C28 H24 120.3 . . ?
C29 C28 H24 120.3 . . ?
C28 C29 C30 120.7(5) . . ?
C28 C29 H25 119.6 . . ?
C30 C29 H25 119.6 . . ?
C25 C30 C29 120.0(5) . . ?
C25 C30 H26 120.0 . . ?
C29 C30 H26 120.0 . . ?
F2 C31 F3 107.9(4) . . ?
F2 C31 F1 106.4(4) . . ?
F3 C31 F1 107.6(4) . . ?
F2 C31 S1 111.1(3) . . ?
F3 C31 S1 111.2(4) . . ?
F1 C31 S1 112.4(3) . . ?
C33 C32 C36 107.8(4) . . ?
C33 C32 Ru2 71.4(2) . . ?
C36 C32 Ru2 71.8(2) . . ?
C33 C32 H27 126.1 . . ?
C36 C32 H27 126.1 . . ?
Ru2 C32 H27 122.4 . . ?
C32 C33 C34 107.4(4) . . ?
C32 C33 Ru2 71.1(3) . . ?
C34 C33 Ru2 72.1(3) . . ?
C32 C33 H28 126.3 . . ?
C34 C33 H28 126.3 . . ?
Ru2 C33 H28 122.2 . . ?
C35 C34 C33 108.9(4) . . ?
C35 C34 Ru2 72.2(3) . . ?
C33 C34 Ru2 70.3(2) . . ?
C35 C34 H29 125.5 . . ?
C33 C34 H29 125.5 . . ?
Ru2 C34 H29 123.5 . . ?
C34 C35 C36 108.3(4) . . ?
C34 C35 Ru2 71.2(2) . . ?
C36 C35 Ru2 70.8(2) . . ?
C34 C35 H30 125.9 . . ?
C36 C35 H30 125.9 . . ?
Ru2 C35 H30 123.7 . . ?
C35 C36 C32 107.7(4) . . ?
C35 C36 Ru2 72.2(2) . . ?
C32 C36 Ru2 70.2(2) . . ?
C35 C36 H31 126.2 . . ?
C32 C36 H31 126.2 . . ?
Ru2 C36 H31 123.0 . . ?
N4 C37 C38 107.3(4) . . ?
N4 C37 C45 121.7(4) . . ?
C38 C37 C45 131.0(4) . . ?
C37 C38 C39 105.4(4) . . ?
C37 C38 H32 127.3 . . ?
C39 C38 H32 127.3 . . ?
N5 C39 C38 109.7(3) . . ?
N5 C39 C40 113.5(3) . . ?
C38 C39 C40 136.2(4) . . ?
N6 C40 C41 122.1(4) . . ?
N6 C40 C39 113.0(3) . . ?
C41 C40 C39 124.8(4) . . ?
C42 C41 C40 119.2(4) . . ?
C42 C41 H33 120.4 . . ?
C40 C41 H33 120.4 . . ?
C41 C42 C43 118.9(4) . . ?
C41 C42 H34 120.6 . . ?
C43 C42 H34 120.6 . . ?
C44 C43 C42 119.9(4) . . ?
C44 C43 H35 120.0 . . ?
C42 C43 H35 120.0 . . ?
N6 C44 C43 122.0(4) . . ?
N6 C44 H36 119.0 . . ?
C43 C44 H36 119.0 . . ?
C50 C45 C46 119.2(4) . . ?
C50 C45 C37 120.1(4) . . ?
C46 C45 C37 120.6(4) . . ?
C47 C46 C45 119.6(4) . . ?
C47 C46 H37 120.2 . . ?
C45 C46 H37 120.2 . . ?
C48 C47 C46 120.8(4) . . ?
C48 C47 H38 119.6 . . ?
C46 C47 H38 119.6 . . ?
C47 C48 C49 119.8(5) . . ?
C47 C48 H39 120.1 . . ?
C49 C48 H39 120.1 . . ?
C50 C49 C48 119.8(5) . . ?
C50 C49 H40 120.1 . . ?
C48 C49 H40 120.1 . . ?
C49 C50 C45 120.6(4) . . ?
C49 C50 H41 119.7 . . ?
C45 C50 H41 119.7 . . ?
C52 C51 C56 124.5(4) . . ?
C52 C51 Ru2 64.3(2) . . ?
C56 C51 Ru2 117.0(3) . . ?
C52 C51 H42 124(3) . . ?
C56 C51 H42 108(3) . . ?
Ru2 C51 H42 110(3) . . ?
C53 C52 C51 152.2(4) . . ?
C53 C52 Ru2 127.5(3) . . ?
C51 C52 Ru2 78.6(3) . . ?
C52 C53 C55 124.1(4) . . ?
C52 C53 C54 117.9(4) . . ?
C55 C53 C54 117.6(4) . . ?
N4 C54 C53 108.1(3) . . ?
N4 C54 H43 110.1 . . ?
C53 C54 H43 110.1 . . ?
N4 C54 H44 110.1 . . ?
C53 C54 H44 110.1 . . ?
H43 C54 H44 108.4 . . ?
C53 C55 H45 109.5 . . ?
C53 C55 H46 109.5 . . ?
H45 C55 H46 109.5 . . ?
C53 C55 H47 109.5 . . ?
H45 C55 H47 109.5 . . ?
H46 C55 H47 109.5 . . ?
C57 C56 C61 117.6(4) . . ?
C57 C56 C51 119.2(4) . . ?
C61 C56 C51 123.2(4) . . ?
C58 C57 C56 120.5(4) . . ?
C58 C57 H48 119.8 . . ?
C56 C57 H48 119.8 . . ?
C59 C58 C57 121.5(4) . . ?
C59 C58 H49 119.2 . . ?
C57 C58 H49 119.2 . . ?
C58 C59 C60 119.0(4) . . ?
C58 C59 H50 120.5 . . ?
C60 C59 H50 120.5 . . ?
C61 C60 C59 120.1(5) . . ?
C61 C60 H51 119.9 . . ?
C59 C60 H51 119.9 . . ?
C60 C61 C56 121.1(4) . . ?
C60 C61 H52 119.4 . . ?
C56 C61 H52 119.4 . . ?
F4 C62 F5 107.1(4) . . ?
F4 C62 F6 107.8(4) . . ?
F5 C62 F6 108.8(4) . . ?
F4 C62 S2 111.1(3) . . ?
F5 C62 S2 111.8(3) . . ?
F6 C62 S2 110.1(3) . . ?

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
C6 N1 N2 C8 -1.7(4) . . . . ?
C23 N1 N2 C8 156.4(3) . . . . ?
C6 N1 N2 Ru1 -170.4(3) . . . . ?
C23 N1 N2 Ru1 -12.3(5) . . . . ?
C37 N4 N5 C39 -0.1(4) . . . . ?
C54 N4 N5 C39 157.0(3) . . . . ?
C37 N4 N5 Ru2 -166.6(3) . . . . ?
C54 N4 N5 Ru2 -9.5(5) . . . . ?
C5 C1 C2 C3 -0.9(5) . . . . ?
Ru1 C1 C2 C3 -63.4(3) . . . . ?
C5 C1 C2 Ru1 62.5(3) . . . . ?
C1 C2 C3 C4 0.4(5) . . . . ?
Ru1 C2 C3 C4 -62.4(3) . . . . ?
C1 C2 C3 Ru1 62.8(3) . . . . ?
C2 C3 C4 C5 0.2(5) . . . . ?
Ru1 C3 C4 C5 -61.0(3) . . . . ?
C2 C3 C4 Ru1 61.2(3) . . . . ?
C3 C4 C5 C1 -0.8(6) . . . . ?
Ru1 C4 C5 C1 -62.8(3) . . . . ?
C3 C4 C5 Ru1 62.0(3) . . . . ?
C2 C1 C5 C4 1.1(5) . . . . ?
Ru1 C1 C5 C4 63.8(3) . . . . ?
C2 C1 C5 Ru1 -62.7(3) . . . . ?
N2 N1 C6 C7 0.9(4) . . . . ?
C23 N1 C6 C7 -153.9(4) . . . . ?
N2 N1 C6 C14 -174.3(4) . . . . ?
C23 N1 C6 C14 30.9(6) . . . . ?
N1 C6 C7 C8 0.2(4) . . . . ?
C14 C6 C7 C8 175.2(4) . . . . ?
N1 N2 C8 C7 1.9(4) . . . . ?
Ru1 N2 C8 C7 171.9(3) . . . . ?
N1 N2 C8 C9 -171.9(3) . . . . ?
Ru1 N2 C8 C9 -1.9(4) . . . . ?
C6 C7 C8 N2 -1.3(4) . . . . ?
C6 C7 C8 C9 170.4(4) . . . . ?
C13 N3 C9 C10 0.6(6) . . . . ?
Ru1 N3 C9 C10 177.1(3) . . . . ?
C13 N3 C9 C8 176.6(3) . . . . ?
Ru1 N3 C9 C8 -6.9(4) . . . . ?
N2 C8 C9 N3 5.7(5) . . . . ?
C7 C8 C9 N3 -165.8(4) . . . . ?
N2 C8 C9 C10 -178.5(4) . . . . ?
C7 C8 C9 C10 10.0(7) . . . . ?
N3 C9 C10 C11 -2.3(6) . . . . ?
C8 C9 C10 C11 -177.8(4) . . . . ?
C9 C10 C11 C12 1.7(6) . . . . ?
C10 C11 C12 C13 0.4(6) . . . . ?
C9 N3 C13 C12 1.6(6) . . . . ?
Ru1 N3 C13 C12 -174.5(3) . . . . ?
C11 C12 C13 N3 -2.2(6) . . . . ?
N1 C6 C14 C19 -148.5(4) . . . . ?
C7 C6 C14 C19 37.4(7) . . . . ?
N1 C6 C14 C15 37.5(6) . . . . ?
C7 C6 C14 C15 -136.6(5) . . . . ?
C19 C14 C15 C16 -0.9(7) . . . . ?
C6 C14 C15 C16 173.1(4) . . . . ?
C14 C15 C16 C17 -0.2(7) . . . . ?
C15 C16 C17 C18 1.1(8) . . . . ?
C16 C17 C18 C19 -0.9(9) . . . . ?
C15 C14 C19 C18 1.1(7) . . . . ?
C6 C14 C19 C18 -172.9(4) . . . . ?
C17 C18 C19 C14 -0.2(9) . . . . ?
C25 C20 C21 C22 58.0(11) . . . . ?
Ru1 C20 C21 C22 163.1(10) . . . . ?
C25 C20 C21 Ru1 -105.2(4) . . . . ?
C20 C21 C22 C24 19.9(12) . . . . ?
Ru1 C21 C22 C24 179.0(3) . . . . ?
C20 C21 C22 C23 -156.3(8) . . . . ?
Ru1 C21 C22 C23 2.8(6) . . . . ?
N2 N1 C23 C22 -46.6(5) . . . . ?
C6 N1 C23 C22 106.9(4) . . . . ?
C21 C22 C23 N1 51.6(6) . . . . ?
C24 C22 C23 N1 -124.9(4) . . . . ?
C21 C20 C25 C30 5.7(7) . . . . ?
Ru1 C20 C25 C30 -70.1(5) . . . . ?
C21 C20 C25 C26 -174.2(4) . . . . ?
Ru1 C20 C25 C26 110.0(4) . . . . ?
C30 C25 C26 C27 0.3(7) . . . . ?
C20 C25 C26 C27 -179.8(4) . . . . ?
C25 C26 C27 C28 0.2(8) . . . . ?
C26 C27 C28 C29 0.1(8) . . . . ?
C27 C28 C29 C30 -1.0(7) . . . . ?
C26 C25 C30 C29 -1.1(6) . . . . ?
C20 C25 C30 C29 179.0(4) . . . . ?
C28 C29 C30 C25 1.5(7) . . . . ?
O3 S1 C31 F2 -59.6(4) . . . . ?
O1 S1 C31 F2 61.1(4) . . . . ?
O2 S1 C31 F2 -179.9(4) . . . . ?
O3 S1 C31 F3 -179.9(3) . . . . ?
O1 S1 C31 F3 -59.2(4) . . . . ?
O2 S1 C31 F3 59.8(4) . . . . ?
O3 S1 C31 F1 59.4(4) . . . . ?
O1 S1 C31 F1 -179.9(4) . . . . ?
O2 S1 C31 F1 -60.8(4) . . . . ?
C36 C32 C33 C34 -0.5(5) . . . . ?
Ru2 C32 C33 C34 -63.5(3) . . . . ?
C36 C32 C33 Ru2 63.0(3) . . . . ?
C32 C33 C34 C35 0.5(5) . . . . ?
Ru2 C33 C34 C35 -62.2(3) . . . . ?
C32 C33 C34 Ru2 62.8(3) . . . . ?
C33 C34 C35 C36 -0.4(5) . . . . ?
Ru2 C34 C35 C36 -61.4(3) . . . . ?
C33 C34 C35 Ru2 61.1(3) . . . . ?
C34 C35 C36 C32 0.1(5) . . . . ?
Ru2 C35 C36 C32 -61.7(3) . . . . ?
C34 C35 C36 Ru2 61.7(3) . . . . ?
C33 C32 C36 C35 0.3(5) . . . . ?
Ru2 C32 C36 C35 62.9(3) . . . . ?
C33 C32 C36 Ru2 -62.7(3) . . . . ?
N5 N4 C37 C38 -0.9(5) . . . . ?
C54 N4 C37 C38 -154.2(4) . . . . ?
N5 N4 C37 C45 178.8(4) . . . . ?
C54 N4 C37 C45 25.6(6) . . . . ?
N4 C37 C38 C39 1.5(5) . . . . ?
C45 C37 C38 C39 -178.2(4) . . . . ?
N4 N5 C39 C38 1.1(4) . . . . ?
Ru2 N5 C39 C38 168.9(3) . . . . ?
N4 N5 C39 C40 -171.0(3) . . . . ?
Ru2 N5 C39 C40 -3.1(5) . . . . ?
C37 C38 C39 N5 -1.6(5) . . . . ?
C37 C38 C39 C40 167.9(4) . . . . ?
C44 N6 C40 C41 -0.4(6) . . . . ?
Ru2 N6 C40 C41 176.0(3) . . . . ?
C44 N6 C40 C39 175.7(3) . . . . ?
Ru2 N6 C40 C39 -7.9(4) . . . . ?
N5 C39 C40 N6 7.0(5) . . . . ?
C38 C39 C40 N6 -162.2(4) . . . . ?
N5 C39 C40 C41 -177.1(4) . . . . ?
C38 C39 C40 C41 13.7(7) . . . . ?
N6 C40 C41 C42 -1.3(6) . . . . ?
C39 C40 C41 C42 -176.8(4) . . . . ?
C40 C41 C42 C43 0.6(6) . . . . ?
C41 C42 C43 C44 1.6(6) . . . . ?
C40 N6 C44 C43 2.7(6) . . . . ?
Ru2 N6 C44 C43 -173.4(3) . . . . ?
C42 C43 C44 N6 -3.3(7) . . . . ?
N4 C37 C45 C50 -132.1(5) . . . . ?
C38 C37 C45 C50 47.6(7) . . . . ?
N4 C37 C45 C46 48.2(6) . . . . ?
C38 C37 C45 C46 -132.1(5) . . . . ?
C50 C45 C46 C47 2.1(7) . . . . ?
C37 C45 C46 C47 -178.2(4) . . . . ?
C45 C46 C47 C48 -0.4(8) . . . . ?
C46 C47 C48 C49 -1.9(8) . . . . ?
C47 C48 C49 C50 2.5(8) . . . . ?
C48 C49 C50 C45 -0.9(8) . . . . ?
C46 C45 C50 C49 -1.4(7) . . . . ?
C37 C45 C50 C49 178.9(4) . . . . ?
C56 C51 C52 C53 55.4(10) . . . . ?
Ru2 C51 C52 C53 161.7(9) . . . . ?
C56 C51 C52 Ru2 -106.3(4) . . . . ?
C51 C52 C53 C55 14.5(11) . . . . ?
Ru2 C52 C53 C55 171.7(3) . . . . ?
C51 C52 C53 C54 -157.5(7) . . . . ?
Ru2 C52 C53 C54 -0.4(6) . . . . ?
N5 N4 C54 C53 -50.6(5) . . . . ?
C37 N4 C54 C53 101.3(5) . . . . ?
C52 C53 C54 N4 55.9(5) . . . . ?
C55 C53 C54 N4 -116.7(4) . . . . ?
C52 C51 C56 C57 -166.9(4) . . . . ?
Ru2 C51 C56 C57 117.0(4) . . . . ?
C52 C51 C56 C61 13.8(7) . . . . ?
Ru2 C51 C56 C61 -62.3(5) . . . . ?
C61 C56 C57 C58 1.8(7) . . . . ?
C51 C56 C57 C58 -177.5(4) . . . . ?
C56 C57 C58 C59 -0.3(7) . . . . ?
C57 C58 C59 C60 -0.3(8) . . . . ?
C58 C59 C60 C61 -0.8(7) . . . . ?
C59 C60 C61 C56 2.5(7) . . . . ?
C57 C56 C61 C60 -2.9(7) . . . . ?
C51 C56 C61 C60 176.4(4) . . . . ?
O4 S2 C62 F4 -177.8(3) . . . . ?
O5 S2 C62 F4 -58.1(4) . . . . ?
O6 S2 C62 F4 61.9(4) . . . . ?
O4 S2 C62 F5 62.6(4) . . . . ?
O5 S2 C62 F5 -177.6(4) . . . . ?
O6 S2 C62 F5 -57.7(4) . . . . ?
O4 S2 C62 F6 -58.4(4) . . . . ?
O5 S2 C62 F6 61.3(4) . . . . ?
O6 S2 C62 F6 -178.8(3) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.



#===END
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromethane/diethyl ether'
