# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2018

####################################################################### 
# 
# 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_global
_database_code_depnum_ccdc_archive 'CCDC 1830307'
# publcif _publ_body_element loop end

_audit_update_record             
;
2018-11-20 deposited with the CCDC.
2018-12-10 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT260_global              
;
PROBLEM: Large Average Ueq of Residue Including       CL2      0.153 Check
RESPONSE: This alert B occurs because Cl2 is near to void, presenting large average Ueq value.
;



_audit_creation_date             2018-11-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H26 Cl F2 N6 O Ru, Cl'
_chemical_formula_sum            'C24 H31 Cl2 F2 N6 O2.50 Ru'
_chemical_formula_weight         653.52
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.9997(9)
_cell_length_b                   11.4597(6)
_cell_length_c                   13.9001(9)
_cell_angle_alpha                82.615(3)
_cell_angle_beta                 81.957(4)
_cell_angle_gamma                81.799(4)
_cell_volume                     1396.30(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    19541
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.497
_cell_measurement_theta_min      3.308
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.801
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
   P. Coppens, L. Leiserowitz, D Rabinovich, Acta Cryst.
   (1965), 18, 1035-1038
;
_exptl_absorpt_correction_T_min  0.749
_exptl_absorpt_correction_T_max  0.877
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.554
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Prism
_exptl_crystal_F_000             666
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_probe          x-ray
_diffrn_detector_area_resol_mean 9
_diffrn_orient_matrix_type       'by Bruker AXS Collect from scalepack cell'
_diffrn_orient_matrix_ub_11      0.0285363
_diffrn_orient_matrix_ub_12      0.0790178
_diffrn_orient_matrix_ub_13      -0.0301184
_diffrn_orient_matrix_ub_21      -0.0945362
_diffrn_orient_matrix_ub_22      0.0156241
_diffrn_orient_matrix_ub_23      -0.0322828
_diffrn_orient_matrix_ub_31      -0.0552083
_diffrn_orient_matrix_ub_32      0.0371691
_diffrn_orient_matrix_ub_33      0.0582691
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_av_unetI/netI     0.0341
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            19541
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.497
_diffrn_reflns_theta_min         3.308
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.983
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4469
_reflns_number_total             5102
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file. 

The voids in the structure (188.4 A³)contain disordered solvent at partial
 occupancy. A satisfactory disorder model for the solvents was not found, and
 therefore the OLEX2 Solvent Mask routine (similar to PLATON/SQUEEZE) was used
 to mask out the disordered density.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2004 (Burla et al.,  2007)'
_refine_diff_density_max         1.232
_refine_diff_density_min         -1.034
_refine_diff_density_rms         0.082
_refine_ls_extinction_coef       0.065(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         5102
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0523
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0771P)²+2.1675P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1376
_refine_ls_wR_factor_ref         0.1439
_refine_special_details          SQUEEZE
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C21(H21)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C13(H13A,H13B)
2.c Me refined with riding coordinates:
 C14(H14A,H14B,H14C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C)
2.d Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C7(H7), C9(H9), C10(H10), C11(H11), C12(H12), C16(H16),
 C17(H17), C19(H19), C20(H20)
2.e Idealised tetrahedral OH refined as rotating group:
 O1(H1A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.79186(4) 0.43130(3) 0.19570(2) 0.0457(2) Uani 1 1 d . . . . .
N1 N 0.9695(5) 0.5165(3) 0.2279(3) 0.0524(9) Uani 1 1 d . . . . .
N2 N 1.1075(5) 0.6104(3) 0.2993(3) 0.0553(9) Uani 1 1 d . . . . .
N3 N 1.1720(5) 0.6152(4) 0.2054(3) 0.0662(11) Uani 1 1 d . . . . .
N11 N 0.8586(4) 0.3013(3) 0.3116(2) 0.0430(7) Uani 1 1 d . . . . .
N12 N 0.9890(5) 0.1499(4) 0.3946(3) 0.0623(10) Uani 1 1 d . . . . .
N13 N 0.8674(4) 0.1971(3) 0.4526(2) 0.0453(8) Uani 1 1 d . . . . .
F1 F 1.4028(4) 0.8148(4) 0.2746(2) 0.0878(10) Uani 1 1 d . . . . .
F2 F 1.2478(6) 1.0520(4) 0.0007(2) 0.1160(15) Uani 1 1 d . . . . .
Cl1 Cl 0.98233(12) 0.32606(10) 0.08809(7) 0.0514(3) Uani 1 1 d . . . . .
C1 C 0.9891(6) 0.5523(4) 0.3119(3) 0.0570(11) Uani 1 1 d . . . . .
H1 H 0.928113 0.538193 0.370923 0.068 Uiso 1 1 calc R . . . .
C2 C 1.0857(6) 0.5580(4) 0.1651(3) 0.0608(12) Uani 1 1 d . . . . .
H2 H 1.102120 0.546451 0.099254 0.073 Uiso 1 1 calc R . . . .
C3 C 1.1659(6) 0.6672(4) 0.3723(3) 0.0593(12) Uani 1 1 d . . . . .
H3A H 1.275352 0.659782 0.359548 0.071 Uiso 1 1 calc R . . . .
H3B H 1.139065 0.626611 0.436770 0.071 Uiso 1 1 calc R . . . .
C4 C 1.1029(5) 0.7982(4) 0.3711(3) 0.0493(10) Uani 1 1 d . . . . .
C6 C 1.2880(6) 0.8722(4) 0.2278(4) 0.0614(12) Uani 1 1 d . . . . .
C7 C 1.3268(8) 0.9332(5) 0.1368(4) 0.0770(16) Uani 1 1 d . . . . .
H7 H 1.427020 0.933849 0.109202 0.092 Uiso 1 1 calc R . . . .
C8 C 1.2102(9) 0.9920(5) 0.0902(4) 0.0767(17) Uani 1 1 d . . . . .
C9 C 1.0634(8) 0.9931(5) 0.1279(4) 0.0769(16) Uani 1 1 d . . . . .
H9 H 0.987198 1.035329 0.093925 0.092 Uiso 1 1 calc R . . . .
C10 C 1.0287(7) 0.9298(4) 0.2188(3) 0.0626(12) Uani 1 1 d . . . . .
H10 H 0.927950 0.929123 0.245175 0.075 Uiso 1 1 calc R . . . .
C5 C 1.1410(5) 0.8678(4) 0.2705(3) 0.0491(10) Uani 1 1 d . . . . .
C11 C 0.7912(5) 0.2854(4) 0.4024(3) 0.0491(10) Uani 1 1 d . . . . .
H11 H 0.702840 0.330004 0.427098 0.059 Uiso 1 1 calc R . . . .
C12 C 0.9786(5) 0.2161(4) 0.3105(3) 0.0575(11) Uani 1 1 d . . . . .
H12 H 1.047857 0.204990 0.255133 0.069 Uiso 1 1 calc R . . . .
C13 C 0.8306(6) 0.1446(4) 0.5535(3) 0.0504(10) Uani 1 1 d . . . . .
H13A H 0.868135 0.060675 0.558236 0.060 Uiso 1 1 calc R . . . .
H13B H 0.721480 0.152098 0.569435 0.060 Uiso 1 1 calc R . . . .
C14 C 0.7312(10) 0.7256(6) 0.1559(8) 0.150(5) Uani 1 1 d . . . . .
H14A H 0.709373 0.754569 0.218855 0.225 Uiso 1 1 calc R . . . .
H14B H 0.838752 0.714333 0.137570 0.225 Uiso 1 1 calc R . . . .
H14C H 0.684808 0.782178 0.108371 0.225 Uiso 1 1 calc R . . . .
C15 C 0.6690(7) 0.6078(5) 0.1607(5) 0.090(2) Uani 1 1 d . . . . .
C16 C 0.6840(8) 0.5451(8) 0.0803(4) 0.092(2) Uani 1 1 d . . . . .
H16 H 0.724885 0.578886 0.019722 0.110 Uiso 1 1 calc R . . . .
C17 C 0.6389(6) 0.4323(9) 0.0886(4) 0.097(3) Uani 1 1 d . . . . .
H17 H 0.651188 0.392365 0.033254 0.116 Uiso 1 1 calc R . . . .
C18 C 0.5734(6) 0.3757(6) 0.1809(4) 0.0715(14) Uani 1 1 d . . . . .
C19 C 0.5551(5) 0.4442(5) 0.2606(3) 0.0585(11) Uani 1 1 d . . . . .
H19 H 0.509477 0.413022 0.320820 0.070 Uiso 1 1 calc R . . . .
C20 C 0.6026(6) 0.5565(4) 0.2530(4) 0.0658(13) Uani 1 1 d . . . . .
H20 H 0.590925 0.597426 0.307729 0.079 Uiso 1 1 calc R . . . .
C21 C 0.5273(8) 0.2519(7) 0.1972(8) 0.126(4) Uani 1 1 d . . . . .
H21 H 0.548836 0.222929 0.263848 0.151 Uiso 1 1 calc R . . . .
C22 C 0.6162(13) 0.1681(12) 0.1395(14) 0.264(11) Uani 1 1 d . . . . .
H22A H 0.721433 0.173077 0.140802 0.396 Uiso 1 1 calc R . . . .
H22B H 0.594196 0.089769 0.165157 0.396 Uiso 1 1 calc R . . . .
H22C H 0.593145 0.184743 0.073317 0.396 Uiso 1 1 calc R . . . .
C23 C 0.3628(9) 0.2562(9) 0.2031(10) 0.154(4) Uani 1 1 d . . . . .
H23A H 0.314246 0.315757 0.243803 0.231 Uiso 1 1 calc R . . . .
H23B H 0.332689 0.275357 0.138766 0.231 Uiso 1 1 calc R . . . .
H23C H 0.333740 0.180383 0.230606 0.231 Uiso 1 1 calc R . . . .
O1 O 0.9424(4) 0.8107(3) 0.3908(3) 0.0692(9) Uani 1 1 d . . . . .
H1A H 0.916314 0.753412 0.427669 0.104 Uiso 1 1 calc GR . . . .
Cl2 Cl 0.7921(4) 0.6244(2) 0.53527(19) 0.1524(11) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 N1 2.114(4) . ?
Ru1 N11 2.139(3) . ?
Ru1 Cl1 2.4056(10) . ?
Ru1 C15 2.193(5) . ?
Ru1 C16 2.180(5) . ?
Ru1 C17 2.163(5) . ?
Ru1 C18 2.195(5) . ?
Ru1 C19 2.187(5) . ?
Ru1 C20 2.193(4) . ?
N1 C1 1.328(5) . ?
N1 C2 1.364(6) . ?
N2 N3 1.350(6) . ?
N2 C1 1.316(6) . ?
N2 C3 1.465(6) . ?
N3 C2 1.308(6) . ?
N11 C11 1.323(5) . ?
N11 C12 1.349(6) . ?
N12 N13 1.355(5) . ?
N12 C12 1.316(6) . ?
N13 C11 1.318(5) . ?
N13 C13 1.466(5) . ?
F1 C6 1.344(6) . ?
F2 C8 1.365(6) . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.525(6) . ?
C4 C5 1.538(5) . ?
C4 C13 1.533(6) 2_766 ?
C4 O1 1.422(6) . ?
C6 C7 1.390(7) . ?
C6 C5 1.377(7) . ?
C7 H7 0.9300 . ?
C7 C8 1.361(9) . ?
C8 C9 1.350(9) . ?
C9 H9 0.9300 . ?
C9 C10 1.393(7) . ?
C10 H10 0.9300 . ?
C10 C5 1.382(7) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C14 C15 1.525(11) . ?
C15 C16 1.384(11) . ?
C15 C20 1.429(7) . ?
C16 H16 0.9300 . ?
C16 C17 1.396(11) . ?
C17 H17 0.9300 . ?
C17 C18 1.448(9) . ?
C18 C19 1.417(7) . ?
C18 C21 1.515(10) . ?
C19 H19 0.9300 . ?
C19 C20 1.400(7) . ?
C20 H20 0.9300 . ?
C21 H21 0.9800 . ?
C21 C22 1.416(13) . ?
C21 C23 1.465(10) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
O1 H1A 0.8200 . ?

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
N1 Ru1 N11 83.86(13) . . ?
N1 Ru1 Cl1 85.80(10) . . ?
N1 Ru1 C15 87.8(2) . . ?
N1 Ru1 C16 107.4(3) . . ?
N1 Ru1 C17 143.0(3) . . ?
N1 Ru1 C18 166.33(18) . . ?
N1 Ru1 C19 129.36(17) . . ?
N1 Ru1 C20 97.71(19) . . ?
N11 Ru1 Cl1 87.26(9) . . ?
N11 Ru1 C15 144.8(2) . . ?
N11 Ru1 C16 168.5(3) . . ?
N11 Ru1 C17 132.0(3) . . ?
N11 Ru1 C18 99.23(19) . . ?
N11 Ru1 C19 91.54(15) . . ?
N11 Ru1 C20 109.46(17) . . ?
C15 Ru1 Cl1 126.26(16) . . ?
C15 Ru1 C18 82.0(3) . . ?
C15 Ru1 C20 38.03(19) . . ?
C16 Ru1 Cl1 95.87(18) . . ?
C16 Ru1 C15 36.9(3) . . ?
C16 Ru1 C18 69.2(3) . . ?
C16 Ru1 C19 79.5(2) . . ?
C16 Ru1 C20 67.3(2) . . ?
C17 Ru1 Cl1 87.21(16) . . ?
C17 Ru1 C15 67.6(3) . . ?
C17 Ru1 C16 37.5(3) . . ?
C17 Ru1 C18 38.8(3) . . ?
C17 Ru1 C19 67.6(2) . . ?
C17 Ru1 C20 80.1(2) . . ?
C18 Ru1 Cl1 107.58(15) . . ?
C19 Ru1 Cl1 144.51(14) . . ?
C19 Ru1 C15 67.9(2) . . ?
C19 Ru1 C18 37.7(2) . . ?
C19 Ru1 C20 37.27(19) . . ?
C20 Ru1 Cl1 163.15(15) . . ?
C20 Ru1 C18 68.7(2) . . ?
C1 N1 Ru1 128.9(3) . . ?
C1 N1 C2 102.5(4) . . ?
C2 N1 Ru1 128.3(3) . . ?
N3 N2 C3 121.8(4) . . ?
C1 N2 N3 110.6(4) . . ?
C1 N2 C3 127.6(4) . . ?
C2 N3 N2 102.6(4) . . ?
C11 N11 Ru1 128.0(3) . . ?
C11 N11 C12 103.2(3) . . ?
C12 N11 Ru1 128.8(3) . . ?
C12 N12 N13 102.6(4) . . ?
N12 N13 C13 120.9(4) . . ?
C11 N13 N12 109.9(3) . . ?
C11 N13 C13 129.0(4) . . ?
N1 C1 H1 125.0 . . ?
N2 C1 N1 110.0(4) . . ?
N2 C1 H1 125.0 . . ?
N1 C2 H2 122.9 . . ?
N3 C2 N1 114.3(4) . . ?
N3 C2 H2 122.9 . . ?
N2 C3 H3A 109.2 . . ?
N2 C3 H3B 109.2 . . ?
N2 C3 C4 111.9(4) . . ?
H3A C3 H3B 107.9 . . ?
C4 C3 H3A 109.2 . . ?
C4 C3 H3B 109.2 . . ?
C3 C4 C5 111.9(4) . . ?
C3 C4 C13 110.5(4) . 2_766 ?
C13 C4 C5 107.6(3) 2_766 . ?
O1 C4 C3 110.0(4) . . ?
O1 C4 C5 106.5(3) . . ?
O1 C4 C13 110.2(4) . 2_766 ?
F1 C6 C7 116.6(5) . . ?
F1 C6 C5 119.8(4) . . ?
C5 C6 C7 123.6(5) . . ?
C6 C7 H7 121.8 . . ?
C8 C7 C6 116.3(6) . . ?
C8 C7 H7 121.8 . . ?
C7 C8 F2 116.5(6) . . ?
C9 C8 F2 120.0(6) . . ?
C9 C8 C7 123.5(5) . . ?
C8 C9 H9 120.7 . . ?
C8 C9 C10 118.5(5) . . ?
C10 C9 H9 120.7 . . ?
C9 C10 H10 119.3 . . ?
C5 C10 C9 121.3(5) . . ?
C5 C10 H10 119.3 . . ?
C6 C5 C4 121.9(4) . . ?
C6 C5 C10 116.7(4) . . ?
C10 C5 C4 121.4(4) . . ?
N11 C11 H11 124.9 . . ?
N13 C11 N11 110.2(4) . . ?
N13 C11 H11 124.9 . . ?
N11 C12 H12 123.0 . . ?
N12 C12 N11 114.1(4) . . ?
N12 C12 H12 123.0 . . ?
N13 C13 C4 113.6(3) . 2_766 ?
N13 C13 H13A 108.8 . . ?
N13 C13 H13B 108.8 . . ?
C4 C13 H13A 108.8 2_766 . ?
C4 C13 H13B 108.8 2_766 . ?
H13A C13 H13B 107.7 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C15 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
C15 C14 H14C 109.5 . . ?
C14 C15 Ru1 126.0(5) . . ?
C16 C15 Ru1 71.0(3) . . ?
C16 C15 C14 122.3(7) . . ?
C16 C15 C20 119.0(6) . . ?
C20 C15 Ru1 71.0(3) . . ?
C20 C15 C14 118.6(7) . . ?
Ru1 C16 H16 130.8 . . ?
C15 C16 Ru1 72.0(3) . . ?
C15 C16 H16 119.4 . . ?
C15 C16 C17 121.3(5) . . ?
C17 C16 Ru1 70.6(3) . . ?
C17 C16 H16 119.4 . . ?
Ru1 C17 H17 129.8 . . ?
C16 C17 Ru1 71.9(4) . . ?
C16 C17 H17 119.1 . . ?
C16 C17 C18 121.8(6) . . ?
C18 C17 Ru1 71.8(3) . . ?
C18 C17 H17 119.1 . . ?
C17 C18 Ru1 69.4(3) . . ?
C17 C18 C21 125.3(7) . . ?
C19 C18 Ru1 70.8(3) . . ?
C19 C18 C17 115.3(6) . . ?
C19 C18 C21 119.5(6) . . ?
C21 C18 Ru1 128.7(4) . . ?
Ru1 C19 H19 131.6 . . ?
C18 C19 Ru1 71.5(3) . . ?
C18 C19 H19 118.5 . . ?
C20 C19 Ru1 71.6(3) . . ?
C20 C19 C18 123.0(5) . . ?
C20 C19 H19 118.5 . . ?
Ru1 C20 H20 130.2 . . ?
C15 C20 Ru1 71.0(3) . . ?
C15 C20 H20 120.2 . . ?
C19 C20 Ru1 71.1(3) . . ?
C19 C20 C15 119.6(6) . . ?
C19 C20 H20 120.2 . . ?
C18 C21 H21 103.8 . . ?
C22 C21 C18 115.8(9) . . ?
C22 C21 H21 103.8 . . ?
C22 C21 C23 116.6(8) . . ?
C23 C21 C18 111.0(7) . . ?
C23 C21 H21 103.8 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C4 O1 H1A 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
Ru1 N1 C1 N2 -174.7(3) . . . . ?
Ru1 N1 C2 N3 174.9(4) . . . . ?
Ru1 N11 C11 N13 -179.2(3) . . . . ?
Ru1 N11 C12 N12 179.6(3) . . . . ?
Ru1 C15 C16 C17 52.7(5) . . . . ?
Ru1 C15 C20 C19 -53.9(4) . . . . ?
Ru1 C16 C17 C18 53.9(5) . . . . ?
Ru1 C17 C18 C19 55.6(4) . . . . ?
Ru1 C17 C18 C21 -123.5(6) . . . . ?
Ru1 C18 C19 C20 52.1(4) . . . . ?
Ru1 C18 C21 C22 -58.1(13) . . . . ?
Ru1 C18 C21 C23 166.0(7) . . . . ?
Ru1 C19 C20 C15 53.8(4) . . . . ?
N2 N3 C2 N1 -0.1(6) . . . . ?
N2 C3 C4 C5 -58.7(5) . . . . ?
N2 C3 C4 C13 -178.6(4) . . . 2_766 ?
N2 C3 C4 O1 59.5(5) . . . . ?
N3 N2 C1 N1 -0.3(6) . . . . ?
N3 N2 C3 C4 84.7(6) . . . . ?
N12 N13 C11 N11 -0.9(5) . . . . ?
N12 N13 C13 C4 93.8(5) . . . 2_766 ?
N13 N12 C12 N11 -0.2(6) . . . . ?
F1 C6 C7 C8 -179.4(5) . . . . ?
F1 C6 C5 C4 -0.3(7) . . . . ?
F1 C6 C5 C10 179.3(5) . . . . ?
F2 C8 C9 C10 179.2(5) . . . . ?
C1 N1 C2 N3 0.0(6) . . . . ?
C1 N2 N3 C2 0.2(6) . . . . ?
C1 N2 C3 C4 -93.6(5) . . . . ?
C2 N1 C1 N2 0.2(5) . . . . ?
C3 N2 N3 C2 -178.4(4) . . . . ?
C3 N2 C1 N1 178.3(4) . . . . ?
C3 C4 C5 C6 -58.3(6) . . . . ?
C3 C4 C5 C10 122.1(5) . . . . ?
C6 C7 C8 F2 -179.9(5) . . . . ?
C6 C7 C8 C9 0.0(9) . . . . ?
C7 C6 C5 C4 179.4(5) . . . . ?
C7 C6 C5 C10 -0.9(7) . . . . ?
C7 C8 C9 C10 -0.8(9) . . . . ?
C8 C9 C10 C5 0.7(8) . . . . ?
C9 C10 C5 C4 179.8(5) . . . . ?
C9 C10 C5 C6 0.1(7) . . . . ?
C5 C6 C7 C8 0.9(8) . . . . ?
C11 N11 C12 N12 -0.4(6) . . . . ?
C11 N13 C13 C4 -91.2(6) . . . 2_766 ?
C12 N11 C11 N13 0.8(5) . . . . ?
C12 N12 N13 C11 0.7(5) . . . . ?
C12 N12 N13 C13 176.6(4) . . . . ?
C13 N13 C11 N11 -176.4(4) . . . . ?
C13 C4 C5 C6 63.3(5) 2_766 . . . ?
C13 C4 C5 C10 -116.4(5) 2_766 . . . ?
C14 C15 C16 Ru1 121.1(6) . . . . ?
C14 C15 C16 C17 173.9(6) . . . . ?
C14 C15 C20 Ru1 -121.3(6) . . . . ?
C14 C15 C20 C19 -175.2(5) . . . . ?
C15 C16 C17 Ru1 -53.4(5) . . . . ?
C15 C16 C17 C18 0.5(9) . . . . ?
C16 C15 C20 Ru1 54.3(5) . . . . ?
C16 C15 C20 C19 0.4(8) . . . . ?
C16 C17 C18 Ru1 -53.9(5) . . . . ?
C16 C17 C18 C19 1.6(8) . . . . ?
C16 C17 C18 C21 -177.4(6) . . . . ?
C17 C18 C19 Ru1 -54.8(4) . . . . ?
C17 C18 C19 C20 -2.8(7) . . . . ?
C17 C18 C21 C22 32.7(13) . . . . ?
C17 C18 C21 C23 -103.2(9) . . . . ?
C18 C19 C20 Ru1 -52.0(4) . . . . ?
C18 C19 C20 C15 1.8(8) . . . . ?
C19 C18 C21 C22 -146.3(11) . . . . ?
C19 C18 C21 C23 77.8(10) . . . . ?
C20 C15 C16 Ru1 -54.3(5) . . . . ?
C20 C15 C16 C17 -1.5(9) . . . . ?
C21 C18 C19 Ru1 124.3(5) . . . . ?
C21 C18 C19 C20 176.3(5) . . . . ?
O1 C4 C5 C6 -178.5(4) . . . . ?
O1 C4 C5 C10 1.8(6) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.500 0.014 0.500 188.4 61.3 ''


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1830308'
_audit_update_record             
;
2018-11-20 deposited with the CCDC.
2018-12-10 downloaded from the CCDC.
;

_audit_creation_date             2018-11-20T02:02:13-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.5
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C28 H31 Cl O P Ru, F6 P'
_chemical_formula_sum            'C28 H31 Cl F6 O P2 Ru'
_chemical_formula_weight         695.99
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration ad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'I b a 2'
_symmetry_space_group_name_Hall  'I 2 -2c'
_symmetry_Int_Tables_number      45
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-x, y, z+1/2'
'x, -y, z+1/2'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z+1'
'x+1/2, -y+1/2, z+1'

_cell_length_a                   20.732(3)
_cell_length_b                   16.101(1)
_cell_length_c                   17.977(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6000.9(1)
_cell_formula_units_Z            8
_cell_measurement_temperature    293
_cell_measurement_reflns_used    4556
_cell_measurement_theta_min      2.941
_cell_measurement_theta_max      25.679
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.21
_exptl_crystal_density_diffrn    1.541
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2816
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 0 0.175
0 1 0 0.267
1 1 -16 0.156
0 0 1 0.138
1 0 0 0.115
-1 0 0 0.173
-2 1 0 0.151


#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.776
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
   P. Coppens, L. Leiserowitz, D Rabinovich, Acta Cryst.
   (1965), 18, 1035-1038
;
_exptl_absorpt_correction_T_min  0.723
_exptl_absorpt_correction_T_max  0.818

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'Enraf Nonius FR590'
_diffrn_ambient_temperature      293
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_orient_matrix_ub_11      0.015421
_diffrn_orient_matrix_ub_12      0.048363
_diffrn_orient_matrix_ub_13      -0.007981
_diffrn_orient_matrix_ub_21      -0.036776
_diffrn_orient_matrix_ub_22      0
_diffrn_orient_matrix_ub_23      -0.076956
_diffrn_orient_matrix_ub_31      -0.027134
_diffrn_orient_matrix_ub_32      0.027486
_diffrn_orient_matrix_ub_33      0.014043
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_standards_number         0
_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_diffrn_reflns_av_R_equivalents  0.0546
_diffrn_reflns_av_unetI/netI     0.0606
_diffrn_reflns_number            10295
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.941
_diffrn_reflns_theta_max         25.679
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_reflns_Friedel_fraction_full    0.985
_reflns_Friedel_fraction_max     0.985
_reflns_Friedel_coverage         0.922
_reflns_number_total             5650
_reflns_number_gt                4226
_reflns_threshold_expression     'I > 2σ(I)'
_diffrn_reflns_reduction_process 
;
        Scaled and merged with Sortav
        R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
        R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'


#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_shelx_SHELXL_version_number     2018/3
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0815P)²+4.7049P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_coef       0.0047(5)
_refine_ls_number_reflns         5650
_refine_ls_number_parameters     356
_refine_ls_number_restraints     1
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0704
_refine_ls_R_factor_gt           0.051
_refine_ls_wR_factor_ref         0.1433
_refine_ls_wR_factor_gt          0.1307
_refine_ls_goodness_of_fit_ref   1.04
_refine_ls_restrained_S_all      1.04
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Flack x determined using 1689 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.08(4)
_refine_diff_density_max         0.965
_refine_diff_density_min         -1.011
_refine_diff_density_rms         0.097

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
C2 C 0.7641(5) 0.7226(6) 0.8106(6) 0.055(2) Uani 1 1 d . . . . .
C7 C 0.7566(5) 0.7882(7) 0.7601(5) 0.057(3) Uani 1 1 d . . . . .
H7 H 0.787715 0.79631 0.723575 0.069 Uiso 1 1 calc R . . . .
C6 C 0.7025(6) 0.8429(7) 0.7631(6) 0.062(3) Uani 1 1 d . . . . .
H6 H 0.700038 0.887881 0.730816 0.074 Uiso 1 1 calc R . . . .
C5 C 0.6538(5) 0.8290(7) 0.8140(7) 0.059(3) Uani 1 1 d . . . . .
C4 C 0.6620(4) 0.7664(6) 0.8685(7) 0.056(2) Uani 1 1 d . . . . .
H4 H 0.632276 0.761468 0.906967 0.067 Uiso 1 1 calc R . . . .
C3 C 0.7140(4) 0.7123(5) 0.8649(6) 0.051(2) Uani 1 1 d . . . . .
H3 H 0.716465 0.668403 0.898435 0.062 Uiso 1 1 calc R . . . .
C1 C 0.8189(6) 0.6634(7) 0.8047(8) 0.076(3) Uani 1 1 d . . . . .
H1A H 0.815982 0.623063 0.84385 0.114 Uiso 1 1 calc R . . . .
H1B H 0.817228 0.635773 0.757404 0.114 Uiso 1 1 calc R . . . .
H1C H 0.858839 0.693183 0.808958 0.114 Uiso 1 1 calc R . . . .
C111 C 0.8476(5) 0.8856(6) 1.0309(5) 0.050(2) Uani 1 1 d . . . . .
C112 C 0.8337(6) 0.8571(8) 1.1025(6) 0.073(3) Uani 1 1 d . . . . .
H112 H 0.82306 0.801637 1.109965 0.088 Uiso 1 1 calc R . . . .
C113 C 0.8357(8) 0.9106(9) 1.1619(7) 0.096(5) Uani 1 1 d . . . . .
H113 H 0.823767 0.891162 1.208639 0.115 Uiso 1 1 calc R . . . .
C114 C 0.8544(8) 0.9905(9) 1.1549(7) 0.085(4) Uani 1 1 d . . . . .
H114 H 0.858028 1.024379 1.196575 0.102 Uiso 1 1 calc R . . . .
C115 C 0.8678(7) 1.0204(8) 1.0867(8) 0.085(4) Uani 1 1 d . . . . .
H115 H 0.879571 1.075753 1.081138 0.102 Uiso 1 1 calc R . . . .
C116 C 0.8641(6) 0.9692(7) 1.0243(6) 0.073(3) Uani 1 1 d . . . . .
H116 H 0.872726 0.991154 0.977524 0.087 Uiso 1 1 calc R . . . .
C121 C 0.8527(5) 0.7169(6) 0.9863(5) 0.052(2) Uani 1 1 d . . . . .
C122 C 0.8005(5) 0.6795(6) 1.0226(6) 0.059(3) Uani 1 1 d . . . . .
H122 H 0.760733 0.706208 1.023672 0.071 Uiso 1 1 calc R . . . .
C123 C 0.8076(8) 0.6024(7) 1.0570(7) 0.080(4) Uani 1 1 d . . . . .
H123 H 0.772553 0.578187 1.080965 0.096 Uiso 1 1 calc R . . . .
C124 C 0.8648(9) 0.5626(8) 1.0559(8) 0.092(5) Uani 1 1 d . . . . .
H124 H 0.869055 0.511163 1.078944 0.11 Uiso 1 1 calc R . . . .
C125 C 0.9182(8) 0.5991(7) 1.0198(9) 0.088(5) Uani 1 1 d . . . . .
H125 H 0.957804 0.571875 1.019058 0.106 Uiso 1 1 calc R . . . .
C126 C 0.9114(6) 0.6746(7) 0.9860(7) 0.069(3) Uani 1 1 d . . . . .
H126 H 0.946713 0.698304 0.962218 0.083 Uiso 1 1 calc R . . . .
C131 C 0.9197(5) 0.8463(5) 0.9021(6) 0.048(2) Uani 1 1 d . . . . .
C132 C 0.9751(5) 0.8599(7) 0.9435(7) 0.064(3) Uani 1 1 d . . . . .
H132 H 0.973929 0.853878 0.994909 0.077 Uiso 1 1 calc R . . . .
C133 C 1.0328(6) 0.8825(8) 0.9085(8) 0.072(3) Uani 1 1 d . . . . .
H133 H 1.070063 0.891026 0.936197 0.086 Uiso 1 1 calc R . . . .
C134 C 1.0335(6) 0.8919(8) 0.8328(8) 0.076(3) Uani 1 1 d . . . . .
H134 H 1.071252 0.909192 0.809557 0.091 Uiso 1 1 calc R . . . .
C135 C 0.9797(6) 0.8764(9) 0.7902(8) 0.075(3) Uani 1 1 d . . . . .
H135 H 0.981783 0.880473 0.738608 0.091 Uiso 1 1 calc R . . . .
C136 C 0.9226(5) 0.8547(7) 0.8245(6) 0.059(3) Uani 1 1 d . . . . .
H136 H 0.885803 0.845565 0.796001 0.07 Uiso 1 1 calc R . . . .
O1W O 0.7102(5) 0.9067(5) 0.9678(5) 0.080(2) Uani 1 1 d . . . . .
H1WA H 0.730426 0.952839 0.974609 0.12 Uiso 1 1 d GR . . . .
H1WB H 0.717452 0.879129 1.008003 0.12 Uiso 1 1 d GR . . . .
P1 P 0.84372(11) 0.82123(14) 0.94759(13) 0.0444(5) Uani 1 1 d . . . . .
P2 P 0.90494(14) 0.7116(2) 0.59753(17) 0.0649(7) Uani 1 1 d . . . . .
Ru1 Ru 0.74986(3) 0.84169(3) 0.87431(9) 0.0401(2) Uani 1 1 d . . . . .
F1 F 0.9294(7) 0.6477(8) 0.6529(7) 0.155(5) Uani 1 1 d . . . . .
F2 F 0.8904(4) 0.7759(6) 0.6617(4) 0.108(3) Uani 1 1 d . . . . .
F3 F 0.9727(5) 0.7496(8) 0.5886(6) 0.143(4) Uani 1 1 d . . . . .
F4 F 0.9180(4) 0.6500(5) 0.5297(5) 0.097(3) Uani 1 1 d . . . . .
F5 F 0.8350(4) 0.6740(8) 0.6058(6) 0.137(4) Uani 1 1 d . . . . .
F6 F 0.8764(8) 0.7750(7) 0.5393(6) 0.156(5) Uani 1 1 d . . . . .
Cl1 Cl 0.79188(11) 0.97797(13) 0.84700(14) 0.0577(6) Uani 1 1 d . . . . .
C8 C 0.5930(6) 0.8826(9) 0.8211(10) 0.090(4) Uani 1 1 d . . . . .
H8 H 0.581553 0.886058 0.873928 0.108 Uiso 1 1 calc R . . . .
C10 C 0.5389(9) 0.8410(11) 0.7809(17) 0.175(13) Uani 1 1 d . . . . .
H10A H 0.535955 0.862777 0.731285 0.263 Uiso 1 1 calc GR . . . .
H10B H 0.499131 0.851274 0.80675 0.263 Uiso 1 1 calc GR . . . .
H10C H 0.546689 0.782311 0.778797 0.263 Uiso 1 1 calc GR . . . .
C9 C 0.6005(10) 0.9633(12) 0.794(2) 0.212(17) Uani 1 1 d . . . . .
H9A H 0.593728 1.002296 0.833734 0.319 Uiso 1 1 calc GR . . . .
H9B H 0.569623 0.973223 0.755288 0.319 Uiso 1 1 calc GR . . . .
H9C H 0.643314 0.969962 0.774611 0.319 Uiso 1 1 calc GR . . . .



#----------------------------------------------------------------------------#
#                   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
C2 C7 1.402(15) . ?
C2 C3 1.435(14) . ?
C2 C1 1.487(15) . ?
C2 Ru1 2.253(9) . ?
C7 H7 0.93 . ?
C7 C6 1.427(15) . ?
C7 Ru1 2.231(8) . ?
C6 H6 0.93 . ?
C6 C5 1.380(16) . ?
C6 Ru1 2.227(10) . ?
C5 C4 1.415(16) . ?
C5 Ru1 2.276(10) . ?
C5 C8 1.533(17) . ?
C4 H4 0.93 . ?
C4 C3 1.388(12) . ?
C4 Ru1 2.190(8) . ?
C3 H3 0.93 . ?
C3 Ru1 2.218(8) . ?
C1 H1A 0.96 . ?
C1 H1B 0.96 . ?
C1 H1C 0.96 . ?
C111 C112 1.397(15) . ?
C111 C116 1.392(14) . ?
C111 P1 1.823(9) . ?
C112 H112 0.93 . ?
C112 C113 1.373(17) . ?
C113 H113 0.93 . ?
C113 C114 1.348(19) . ?
C114 H114 0.93 . ?
C114 C115 1.346(17) . ?
C115 H115 0.93 . ?
C115 C116 1.394(16) . ?
C116 H116 0.93 . ?
C121 C122 1.400(14) . ?
C121 C126 1.394(15) . ?
C121 P1 1.828(9) . ?
C122 H122 0.93 . ?
C122 C123 1.395(14) . ?
C123 H123 0.93 . ?
C123 C124 1.35(2) . ?
C124 H124 0.93 . ?
C124 C125 1.41(2) . ?
C125 H125 0.93 . ?
C125 C126 1.367(16) . ?
C126 H126 0.93 . ?
C131 C132 1.386(15) . ?
C131 C136 1.402(16) . ?
C131 P1 1.820(10) . ?
C132 H132 0.93 . ?
C132 C133 1.400(16) . ?
C133 H133 0.93 . ?
C133 C134 1.370(17) . ?
C134 H134 0.93 . ?
C134 C135 1.376(19) . ?
C135 H135 0.93 . ?
C135 C136 1.380(16) . ?
C136 H136 0.93 . ?
O1W H1WA 0.8623 . ?
O1W H1WB 0.862 . ?
O1W Ru1 2.144(8) . ?
P1 Ru1 2.373(3) . ?
P2 F1 1.520(10) . ?
P2 F2 1.579(7) . ?
P2 F3 1.540(9) . ?
P2 F4 1.595(8) . ?
P2 F5 1.579(9) . ?
P2 F6 1.577(11) . ?
Ru1 Cl1 2.411(2) . ?
C8 H8 0.98 . ?
C8 C10 1.49(2) . ?
C8 C9 1.40(3) . ?
C10 H10A 0.96 . ?
C10 H10B 0.96 . ?
C10 H10C 0.96 . ?
C9 H9A 0.96 . ?
C9 H9B 0.96 . ?
C9 H9C 0.96 . ?

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
C7 C2 C3 116.6(9) . . ?
C7 C2 C1 121.5(10) . . ?
C7 C2 Ru1 70.9(5) . . ?
C3 C2 C1 121.8(10) . . ?
C3 C2 Ru1 70.0(5) . . ?
C1 C2 Ru1 133.0(7) . . ?
C2 C7 H7 119.1 . . ?
C2 C7 C6 121.9(9) . . ?
C2 C7 Ru1 72.6(5) . . ?
C6 C7 H7 119.1 . . ?
C6 C7 Ru1 71.2(5) . . ?
Ru1 C7 H7 129.7 . . ?
C7 C6 H6 120 . . ?
C7 C6 Ru1 71.5(5) . . ?
C5 C6 C7 120.0(9) . . ?
C5 C6 H6 120 . . ?
C5 C6 Ru1 74.1(6) . . ?
Ru1 C6 H6 126.3 . . ?
C6 C5 C4 119.1(10) . . ?
C6 C5 Ru1 70.2(6) . . ?
C6 C5 C8 124.4(11) . . ?
C4 C5 Ru1 68.3(5) . . ?
C4 C5 C8 116.2(11) . . ?
C8 C5 Ru1 129.0(8) . . ?
C5 C4 H4 119.7 . . ?
C5 C4 Ru1 74.8(6) . . ?
C3 C4 C5 120.5(10) . . ?
C3 C4 H4 119.7 . . ?
C3 C4 Ru1 72.8(5) . . ?
Ru1 C4 H4 124.2 . . ?
C2 C3 H3 119.3 . . ?
C2 C3 Ru1 72.6(5) . . ?
C4 C3 C2 121.4(9) . . ?
C4 C3 H3 119.3 . . ?
C4 C3 Ru1 70.6(5) . . ?
Ru1 C3 H3 130.2 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C112 C111 P1 124.1(8) . . ?
C116 C111 C112 116.5(9) . . ?
C116 C111 P1 119.4(7) . . ?
C111 C112 H112 119.9 . . ?
C113 C112 C111 120.3(11) . . ?
C113 C112 H112 119.9 . . ?
C112 C113 H113 118.9 . . ?
C114 C113 C112 122.3(12) . . ?
C114 C113 H113 118.9 . . ?
C113 C114 H114 120.5 . . ?
C115 C114 C113 119.0(11) . . ?
C115 C114 H114 120.5 . . ?
C114 C115 H115 119.7 . . ?
C114 C115 C116 120.7(12) . . ?
C116 C115 H115 119.7 . . ?
C111 C116 C115 121.1(11) . . ?
C111 C116 H116 119.4 . . ?
C115 C116 H116 119.4 . . ?
C122 C121 P1 119.6(8) . . ?
C126 C121 C122 117.8(9) . . ?
C126 C121 P1 122.5(8) . . ?
C121 C122 H122 119.8 . . ?
C123 C122 C121 120.5(11) . . ?
C123 C122 H122 119.8 . . ?
C122 C123 H123 119.7 . . ?
C124 C123 C122 120.6(13) . . ?
C124 C123 H123 119.7 . . ?
C123 C124 H124 120 . . ?
C123 C124 C125 120.0(12) . . ?
C125 C124 H124 120 . . ?
C124 C125 H125 120.2 . . ?
C126 C125 C124 119.5(13) . . ?
C126 C125 H125 120.2 . . ?
C121 C126 H126 119.2 . . ?
C125 C126 C121 121.6(13) . . ?
C125 C126 H126 119.2 . . ?
C132 C131 C136 118.9(10) . . ?
C132 C131 P1 120.7(8) . . ?
C136 C131 P1 120.4(9) . . ?
C131 C132 H132 119.7 . . ?
C131 C132 C133 120.5(11) . . ?
C133 C132 H132 119.7 . . ?
C132 C133 H133 120.5 . . ?
C134 C133 C132 119.0(12) . . ?
C134 C133 H133 120.5 . . ?
C133 C134 H134 119.2 . . ?
C133 C134 C135 121.6(13) . . ?
C135 C134 H134 119.2 . . ?
C134 C135 H135 120.2 . . ?
C134 C135 C136 119.5(12) . . ?
C136 C135 H135 120.2 . . ?
C131 C136 H136 119.8 . . ?
C135 C136 C131 120.4(11) . . ?
C135 C136 H136 119.8 . . ?
H1WA O1W H1WB 103.8 . . ?
Ru1 O1W H1WA 110.2 . . ?
Ru1 O1W H1WB 109.8 . . ?
C111 P1 C121 101.9(4) . . ?
C111 P1 Ru1 114.4(3) . . ?
C121 P1 Ru1 115.0(3) . . ?
C131 P1 C111 101.8(5) . . ?
C131 P1 C121 106.7(4) . . ?
C131 P1 Ru1 115.4(4) . . ?
F1 P2 F2 91.6(7) . . ?
F1 P2 F3 91.9(8) . . ?
F1 P2 F4 91.3(6) . . ?
F1 P2 F5 89.1(8) . . ?
F1 P2 F6 177.0(8) . . ?
F2 P2 F4 177.1(6) . . ?
F3 P2 F2 89.4(5) . . ?
F3 P2 F4 90.8(5) . . ?
F3 P2 F5 179.0(8) . . ?
F3 P2 F6 91.0(8) . . ?
F5 P2 F2 90.4(5) . . ?
F5 P2 F4 89.4(5) . . ?
F6 P2 F2 89.4(5) . . ?
F6 P2 F4 87.6(5) . . ?
F6 P2 F5 88.0(8) . . ?
C2 Ru1 C5 78.2(4) . . ?
C2 Ru1 P1 93.2(3) . . ?
C2 Ru1 Cl1 128.6(3) . . ?
C7 Ru1 C2 36.4(4) . . ?
C7 Ru1 C5 65.3(4) . . ?
C7 Ru1 P1 114.0(3) . . ?
C7 Ru1 Cl1 98.1(3) . . ?
C6 Ru1 C2 67.0(4) . . ?
C6 Ru1 C7 37.3(4) . . ?
C6 Ru1 C5 35.7(4) . . ?
C6 Ru1 P1 149.4(3) . . ?
C6 Ru1 Cl1 88.2(3) . . ?
C5 Ru1 P1 165.8(3) . . ?
C5 Ru1 Cl1 107.5(3) . . ?
C4 Ru1 C2 67.3(4) . . ?
C4 Ru1 C7 78.1(4) . . ?
C4 Ru1 C6 66.1(4) . . ?
C4 Ru1 C5 36.9(4) . . ?
C4 Ru1 C3 36.7(3) . . ?
C4 Ru1 P1 129.2(3) . . ?
C4 Ru1 Cl1 142.6(3) . . ?
C3 Ru1 C2 37.4(4) . . ?
C3 Ru1 C7 65.7(4) . . ?
C3 Ru1 C6 78.0(4) . . ?
C3 Ru1 C5 65.6(4) . . ?
C3 Ru1 P1 100.8(3) . . ?
C3 Ru1 Cl1 163.8(3) . . ?
O1W Ru1 C2 149.8(4) . . ?
O1W Ru1 C7 159.0(4) . . ?
O1W Ru1 C6 122.0(4) . . ?
O1W Ru1 C5 94.7(4) . . ?
O1W Ru1 C4 89.3(4) . . ?
O1W Ru1 C3 112.9(3) . . ?
O1W Ru1 P1 87.0(3) . . ?
O1W Ru1 Cl1 81.6(2) . . ?
P1 Ru1 Cl1 86.74(8) . . ?
C5 C8 H8 108.2 . . ?
C10 C8 C5 109.0(13) . . ?
C10 C8 H8 108.2 . . ?
C9 C8 C5 113.8(14) . . ?
C9 C8 H8 108.2 . . ?
C9 C8 C10 109.4(17) . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 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
C2 C7 C6 C5 -3.9(15) . . . . ?
C2 C7 C6 Ru1 54.3(8) . . . . ?
C7 C2 C3 C4 -2.1(13) . . . . ?
C7 C2 C3 Ru1 -55.2(7) . . . . ?
C7 C6 C5 C4 7.5(15) . . . . ?
C7 C6 C5 Ru1 56.9(8) . . . . ?
C7 C6 C5 C8 -178.7(10) . . . . ?
C6 C5 C4 C3 -8.6(14) . . . . ?
C6 C5 C4 Ru1 50.3(9) . . . . ?
C6 C5 C8 C10 98.6(18) . . . . ?
C6 C5 C8 C9 -24(2) . . . . ?
C5 C4 C3 C2 5.9(14) . . . . ?
C5 C4 C3 Ru1 59.9(8) . . . . ?
C4 C5 C8 C10 -87.4(18) . . . . ?
C4 C5 C8 C9 150.2(18) . . . . ?
C3 C2 C7 C6 1.0(13) . . . . ?
C3 C2 C7 Ru1 54.7(7) . . . . ?
C1 C2 C7 C6 176.9(9) . . . . ?
C1 C2 C7 Ru1 -129.4(9) . . . . ?
C1 C2 C3 C4 -177.9(9) . . . . ?
C1 C2 C3 Ru1 129.0(9) . . . . ?
C111 C112 C113 C114 -4(3) . . . . ?
C112 C111 C116 C115 1.5(19) . . . . ?
C112 C111 P1 C121 -22.8(11) . . . . ?
C112 C111 P1 C131 -132.9(10) . . . . ?
C112 C111 P1 Ru1 101.9(10) . . . . ?
C112 C113 C114 C115 4(3) . . . . ?
C113 C114 C115 C116 -2(2) . . . . ?
C114 C115 C116 C111 -1(2) . . . . ?
C116 C111 C112 C113 0.9(19) . . . . ?
C116 C111 P1 C121 158.6(9) . . . . ?
C116 C111 P1 C131 48.6(10) . . . . ?
C116 C111 P1 Ru1 -76.6(10) . . . . ?
C121 C122 C123 C124 -0.1(17) . . . . ?
C122 C121 C126 C125 0.0(16) . . . . ?
C122 C121 P1 C111 76.1(8) . . . . ?
C122 C121 P1 C131 -177.6(8) . . . . ?
C122 C121 P1 Ru1 -48.2(8) . . . . ?
C122 C123 C124 C125 0.2(19) . . . . ?
C123 C124 C125 C126 0(2) . . . . ?
C124 C125 C126 C121 0.1(19) . . . . ?
C126 C121 C122 C123 0.0(15) . . . . ?
C126 C121 P1 C111 -99.2(9) . . . . ?
C126 C121 P1 C131 7.1(10) . . . . ?
C126 C121 P1 Ru1 136.4(8) . . . . ?
C131 C132 C133 C134 0.7(19) . . . . ?
C132 C131 C136 C135 -0.2(17) . . . . ?
C132 C131 P1 C111 37.0(9) . . . . ?
C132 C131 P1 C121 -69.3(9) . . . . ?
C132 C131 P1 Ru1 161.6(7) . . . . ?
C132 C133 C134 C135 -3(2) . . . . ?
C133 C134 C135 C136 3(2) . . . . ?
C134 C135 C136 C131 -1.7(19) . . . . ?
C136 C131 C132 C133 0.7(16) . . . . ?
C136 C131 P1 C111 -141.0(9) . . . . ?
C136 C131 P1 C121 112.6(9) . . . . ?
C136 C131 P1 Ru1 -16.5(10) . . . . ?
P1 C111 C112 C113 -177.7(12) . . . . ?
P1 C111 C116 C115 -179.8(11) . . . . ?
P1 C121 C122 C123 -175.5(8) . . . . ?
P1 C121 C126 C125 175.4(9) . . . . ?
P1 C131 C132 C133 -177.3(9) . . . . ?
P1 C131 C136 C135 177.9(9) . . . . ?
Ru1 C2 C7 C6 -53.7(8) . . . . ?
Ru1 C2 C3 C4 53.1(8) . . . . ?
Ru1 C7 C6 C5 -58.2(9) . . . . ?
Ru1 C6 C5 C4 -49.4(9) . . . . ?
Ru1 C6 C5 C8 124.3(11) . . . . ?
Ru1 C5 C4 C3 -58.9(8) . . . . ?
Ru1 C5 C8 C10 -169.8(14) . . . . ?
Ru1 C5 C8 C9 68(2) . . . . ?
Ru1 C4 C3 C2 -54.0(8) . . . . ?
C8 C5 C4 C3 177.1(9) . . . . ?
C8 C5 C4 Ru1 -124.0(9) . . . . ?

