# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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 1578875'
loop_
_audit_author_name
_audit_author_address
'M. Minas da Piedade'
;CQE,IST,DQB,FCUL
Portugal
;
_audit_update_record             
;
2020-03-02 deposited with the CCDC.	2020-04-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C37 H32 F3 N2 O5 P Ru S'
_chemical_formula_weight         805.74

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.8575(5)
_cell_length_b                   18.2757(8)
_cell_length_c                   19.2762(9)
_cell_angle_alpha                90
_cell_angle_beta                 96.230(2)
_cell_angle_gamma                90
_cell_volume                     3452.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    8429
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      26.68

_exptl_crystal_description       PRISM
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.550
_exptl_crystal_F_000             1640
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.500
_exptl_crystal_size_min          0.450
_exptl_absorpt_coefficient_mu    0.624
_shelx_estimated_absorpt_T_min   0.706
_shelx_estimated_absorpt_T_max   0.767
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_correction_T_min  0.6676
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29214
_diffrn_reflns_av_unetI/netI     0.0416
_diffrn_reflns_av_R_equivalents  0.0452
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.126
_diffrn_reflns_theta_max         26.757
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7346
_reflns_number_gt                5921
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0263P)²+1.4604P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7346
_refine_ls_number_parameters     451
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0296
_refine_ls_wR_factor_ref         0.0689
_refine_ls_wR_factor_gt          0.0642
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru1 Ru 0.49761(2) 0.69298(2) 0.25030(2) 0.01438(6) Uani 1 1 d . . . . .
P1 P 0.52457(5) 0.63946(3) 0.14351(3) 0.01479(11) Uani 1 1 d . . . . .
O22 O 0.46363(18) 0.73563(9) 0.44475(8) 0.0302(4) Uani 1 1 d . . . . .
C121 C 0.6778(2) 0.58258(11) 0.14595(10) 0.0161(4) Uani 1 1 d . . . . .
C111 C 0.5496(2) 0.70085(11) 0.07097(11) 0.0178(4) Uani 1 1 d . . . . .
C122 C 0.8033(2) 0.61665(12) 0.14156(11) 0.0202(5) Uani 1 1 d . . . . .
H122 H 0.8057 0.6674 0.1310 0.024 Uiso 1 1 calc R U . . .
C131 C 0.3858(2) 0.57874(11) 0.10952(11) 0.0184(4) Uani 1 1 d . . . . .
C10 C 0.7303(2) 0.80057(11) 0.23287(11) 0.0219(5) Uani 1 1 d . . . . .
H10 H 0.6601 0.8321 0.2128 0.026 Uiso 1 1 calc R U . . .
N1 N 0.61387(18) 0.61108(9) 0.30216(8) 0.0172(4) Uani 1 1 d . . . . .
C116 C 0.6005(2) 0.67411(12) 0.01076(11) 0.0229(5) Uani 1 1 d . . . . .
H116 H 0.6180 0.6233 0.0065 0.027 Uiso 1 1 calc R U . . .
C9 C 0.8640(2) 0.82468(13) 0.23801(12) 0.0267(5) Uani 1 1 d . . . . .
H9 H 0.8845 0.8724 0.2225 0.032 Uiso 1 1 calc R U . . .
C25 C 0.3973(2) 0.75608(11) 0.32734(11) 0.0196(5) Uani 1 1 d . . . . .
C6 C 0.7980(2) 0.68954(11) 0.28403(11) 0.0193(5) Uani 1 1 d . . . . .
C114 C 0.6005(3) 0.79552(13) -0.03668(12) 0.0293(5) Uani 1 1 d . . . . .
H114 H 0.6195 0.8279 -0.0729 0.035 Uiso 1 1 calc R U . . .
C5 C 0.7516(2) 0.61957(12) 0.30958(10) 0.0199(5) Uani 1 1 d . . . . .
C126 C 0.6772(2) 0.50767(12) 0.16004(11) 0.0234(5) Uani 1 1 d . . . . .
H126 H 0.5930 0.4831 0.1625 0.028 Uiso 1 1 calc R U . . .
C136 C 0.3467(2) 0.52263(12) 0.15275(12) 0.0224(5) Uani 1 1 d . . . . .
H136 H 0.3872 0.5195 0.1997 0.027 Uiso 1 1 calc R U . . .
O21 O 0.5305(2) 0.84074(9) 0.39851(9) 0.0395(5) Uani 1 1 d . . . . .
C26 C 0.4714(2) 0.78306(12) 0.39223(11) 0.0231(5) Uani 1 1 d . . . . .
C115 C 0.6256(2) 0.72129(13) -0.04243(11) 0.0270(5) Uani 1 1 d . . . . .
H115 H 0.6601 0.7028 -0.0831 0.032 Uiso 1 1 calc R U . . .
C8 C 0.9675(2) 0.77892(14) 0.26581(12) 0.0292(5) Uani 1 1 d . . . . .
H8 H 1.0601 0.7943 0.2690 0.035 Uiso 1 1 calc R U . . .
C112 C 0.5224(2) 0.77517(12) 0.07557(11) 0.0205(5) Uani 1 1 d . . . . .
H112 H 0.4863 0.7939 0.1157 0.025 Uiso 1 1 calc R U . . .
C124 C 0.9214(2) 0.50383(13) 0.16785(12) 0.0298(6) Uani 1 1 d . . . . .
H124 H 1.0043 0.4772 0.1768 0.036 Uiso 1 1 calc R U . . .
C3 C 0.7818(3) 0.50303(13) 0.36524(12) 0.0307(6) Uani 1 1 d . . . . .
H3 H 0.8390 0.4652 0.3857 0.037 Uiso 1 1 calc R U . . .
N2 N 0.69597(17) 0.73393(9) 0.25539(8) 0.0168(4) Uani 1 1 d . . . . .
C123 C 0.9241(2) 0.57781(13) 0.15225(11) 0.0263(5) Uani 1 1 d . . . . .
H123 H 1.0086 0.6018 0.1489 0.032 Uiso 1 1 calc R U . . .
C132 C 0.3191(2) 0.58472(13) 0.04237(11) 0.0263(5) Uani 1 1 d . . . . .
H132 H 0.3429 0.6230 0.0126 0.032 Uiso 1 1 calc R U . . .
C7 C 0.9341(2) 0.71075(13) 0.28877(11) 0.0247(5) Uani 1 1 d . . . . .
H7 H 1.0037 0.6783 0.3078 0.030 Uiso 1 1 calc R U . . .
C4 C 0.8377(2) 0.56526(13) 0.33954(11) 0.0260(5) Uani 1 1 d . . . . .
H4 H 0.9339 0.5709 0.3423 0.031 Uiso 1 1 calc R U . . .
C2 C 0.6423(3) 0.49633(13) 0.36092(12) 0.0288(5) Uani 1 1 d . . . . .
H2 H 0.6021 0.4549 0.3803 0.035 Uiso 1 1 calc R U . . .
C23 C 0.3095(2) 0.75043(14) 0.21216(12) 0.0288(5) Uani 1 1 d . . . . .
H23 H 0.2852 0.7629 0.1646 0.035 Uiso 1 1 calc R U . . .
C134 C 0.1852(2) 0.47794(14) 0.06040(13) 0.0324(6) Uani 1 1 d . . . . .
H134 H 0.1186 0.4429 0.0432 0.039 Uiso 1 1 calc R U . . .
C22 C 0.2749(2) 0.68336(13) 0.24509(12) 0.0267(5) Uani 1 1 d . . . . .
H22 H 0.2244 0.6438 0.2233 0.032 Uiso 1 1 calc R U . . .
C113 C 0.5476(2) 0.82243(12) 0.02184(12) 0.0260(5) Uani 1 1 d . . . . .
H113 H 0.5286 0.8732 0.0253 0.031 Uiso 1 1 calc R U . . .
C133 C 0.2178(3) 0.53499(15) 0.01853(13) 0.0348(6) Uani 1 1 d . . . . .
H133 H 0.1709 0.5404 -0.0269 0.042 Uiso 1 1 calc R U . . .
C1 C 0.5611(2) 0.55023(11) 0.32828(11) 0.0219(5) Uani 1 1 d . . . . .
H1 H 0.4648 0.5443 0.3240 0.026 Uiso 1 1 calc R U . . .
C21 C 0.3300(2) 0.68725(11) 0.31571(11) 0.0203(5) Uani 1 1 d . . . . .
H21 H 0.3235 0.6503 0.3498 0.024 Uiso 1 1 calc R U . . .
C24 C 0.3848(2) 0.79435(12) 0.26176(12) 0.0243(5) Uani 1 1 d . . . . .
H24 H 0.4214 0.8413 0.2536 0.029 Uiso 1 1 calc R U . . .
C28 C 0.4782(3) 0.70684(17) 0.56504(14) 0.0499(8) Uani 1 1 d . . . . .
H28A H 0.5193 0.7201 0.6119 0.075 Uiso 1 1 calc R U . . .
H28B H 0.5038 0.6566 0.5545 0.075 Uiso 1 1 calc R U . . .
H28C H 0.3786 0.7104 0.5630 0.075 Uiso 1 1 calc R U . . .
C27 C 0.5284(3) 0.75790(17) 0.51264(13) 0.0481(8) Uani 1 1 d . . . . .
H27A H 0.5035 0.8090 0.5227 0.058 Uiso 1 1 calc R U . . .
H27B H 0.6289 0.7547 0.5140 0.058 Uiso 1 1 calc R U . . .
C135 C 0.2498(2) 0.47186(13) 0.12773(13) 0.0277(5) Uani 1 1 d . . . . .
H135 H 0.2273 0.4326 0.1567 0.033 Uiso 1 1 calc R U . . .
C125 C 0.7983(3) 0.46908(13) 0.17039(12) 0.0309(6) Uani 1 1 d . . . . .
H125 H 0.7964 0.4180 0.1794 0.037 Uiso 1 1 calc R U . . .
S1 S 0.30535(6) 0.96680(3) 0.15370(3) 0.02599(13) Uani 1 1 d . . . . .
O3 O 0.3222(2) 1.04197(9) 0.17466(10) 0.0434(5) Uani 1 1 d . . . . .
O2 O 0.42958(17) 0.92481(8) 0.15855(9) 0.0309(4) Uani 1 1 d . . . . .
F1 F 0.36004(18) 1.00646(10) 0.03002(8) 0.0545(5) Uani 1 1 d . . . . .
F3 F 0.14748(19) 1.01414(11) 0.04498(9) 0.0652(5) Uani 1 1 d . . . . .
F2 F 0.23907(19) 0.90985(10) 0.02995(9) 0.0592(5) Uani 1 1 d . . . . .
O1 O 0.18983(19) 0.93066(10) 0.17781(10) 0.0430(5) Uani 1 1 d . . . . .
C100 C 0.2599(3) 0.97446(15) 0.06015(13) 0.0362(6) 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 2.0747(17) . ?
Ru1 N2 2.0860(17) . ?
Ru1 C24 2.184(2) . ?
Ru1 C21 2.186(2) . ?
Ru1 C23 2.188(2) . ?
Ru1 C22 2.194(2) . ?
Ru1 C25 2.1981(19) . ?
Ru1 P1 2.3203(5) . ?
P1 C131 1.827(2) . ?
P1 C111 1.830(2) . ?
P1 C121 1.830(2) . ?
O22 C26 1.341(3) . ?
O22 C27 1.451(3) . ?
C121 C122 1.395(3) . ?
C121 C126 1.396(3) . ?
C111 C112 1.389(3) . ?
C111 C116 1.402(3) . ?
C122 C123 1.382(3) . ?
C122 H122 0.9500 . ?
C131 C132 1.391(3) . ?
C131 C136 1.401(3) . ?
C10 N2 1.348(3) . ?
C10 C9 1.383(3) . ?
C10 H10 0.9500 . ?
N1 C1 1.348(3) . ?
N1 C5 1.358(3) . ?
C116 C115 1.382(3) . ?
C116 H116 0.9500 . ?
C9 C8 1.382(3) . ?
C9 H9 0.9500 . ?
C25 C21 1.428(3) . ?
C25 C24 1.438(3) . ?
C25 C26 1.464(3) . ?
C6 N2 1.362(3) . ?
C6 C7 1.390(3) . ?
C6 C5 1.461(3) . ?
C114 C113 1.383(3) . ?
C114 C115 1.386(3) . ?
C114 H114 0.9500 . ?
C5 C4 1.390(3) . ?
C126 C125 1.382(3) . ?
C126 H126 0.9500 . ?
C136 C135 1.381(3) . ?
C136 H136 0.9500 . ?
O21 C26 1.204(3) . ?
C115 H115 0.9500 . ?
C8 C7 1.374(3) . ?
C8 H8 0.9500 . ?
C112 C113 1.392(3) . ?
C112 H112 0.9500 . ?
C124 C125 1.376(3) . ?
C124 C123 1.386(3) . ?
C124 H124 0.9500 . ?
C3 C2 1.374(4) . ?
C3 C4 1.379(3) . ?
C3 H3 0.9500 . ?
C123 H123 0.9500 . ?
C132 C133 1.391(3) . ?
C132 H132 0.9500 . ?
C7 H7 0.9500 . ?
C4 H4 0.9500 . ?
C2 C1 1.378(3) . ?
C2 H2 0.9500 . ?
C23 C24 1.399(3) . ?
C23 C22 1.438(3) . ?
C23 H23 0.9500 . ?
C134 C133 1.378(4) . ?
C134 C135 1.387(3) . ?
C134 H134 0.9500 . ?
C22 C21 1.412(3) . ?
C22 H22 0.9500 . ?
C113 H113 0.9500 . ?
C133 H133 0.9500 . ?
C1 H1 0.9500 . ?
C21 H21 0.9500 . ?
C24 H24 0.9500 . ?
C28 C27 1.498(4) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C135 H135 0.9500 . ?
C125 H125 0.9500 . ?
S1 O3 1.4364(18) . ?
S1 O1 1.4368(19) . ?
S1 O2 1.4396(16) . ?
S1 C100 1.816(3) . ?
F1 C100 1.334(3) . ?
F3 C100 1.330(3) . ?
F2 C100 1.323(3) . ?

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 N2 76.71(7) . . ?
N1 Ru1 C24 145.47(8) . . ?
N2 Ru1 C24 100.12(8) . . ?
N1 Ru1 C21 95.74(7) . . ?
N2 Ru1 C21 138.85(7) . . ?
C24 Ru1 C21 63.74(8) . . ?
N1 Ru1 C23 155.78(8) . . ?
N2 Ru1 C23 126.84(8) . . ?
C24 Ru1 C23 37.31(9) . . ?
C21 Ru1 C23 63.32(8) . . ?
N1 Ru1 C22 117.52(8) . . ?
N2 Ru1 C22 163.57(8) . . ?
C24 Ru1 C22 63.56(9) . . ?
C21 Ru1 C22 37.60(8) . . ?
C23 Ru1 C22 38.33(9) . . ?
N1 Ru1 C25 108.57(7) . . ?
N2 Ru1 C25 105.55(7) . . ?
C24 Ru1 C25 38.32(8) . . ?
C21 Ru1 C25 38.02(8) . . ?
C23 Ru1 C25 63.14(8) . . ?
C22 Ru1 C25 63.37(8) . . ?
N1 Ru1 P1 90.74(5) . . ?
N2 Ru1 P1 89.76(5) . . ?
C24 Ru1 P1 123.77(6) . . ?
C21 Ru1 P1 131.14(6) . . ?
C23 Ru1 P1 94.51(6) . . ?
C22 Ru1 P1 97.81(6) . . ?
C25 Ru1 P1 157.48(6) . . ?
C131 P1 C111 104.83(10) . . ?
C131 P1 C121 104.37(9) . . ?
C111 P1 C121 100.88(9) . . ?
C131 P1 Ru1 114.88(7) . . ?
C111 P1 Ru1 117.22(7) . . ?
C121 P1 Ru1 112.97(6) . . ?
C26 O22 C27 116.37(19) . . ?
C122 C121 C126 118.2(2) . . ?
C122 C121 P1 118.65(16) . . ?
C126 C121 P1 122.76(16) . . ?
C112 C111 C116 118.85(19) . . ?
C112 C111 P1 120.53(16) . . ?
C116 C111 P1 120.59(16) . . ?
C123 C122 C121 121.1(2) . . ?
C123 C122 H122 119.5 . . ?
C121 C122 H122 119.5 . . ?
C132 C131 C136 118.6(2) . . ?
C132 C131 P1 123.09(17) . . ?
C136 C131 P1 118.34(16) . . ?
N2 C10 C9 122.3(2) . . ?
N2 C10 H10 118.8 . . ?
C9 C10 H10 118.8 . . ?
C1 N1 C5 118.48(18) . . ?
C1 N1 Ru1 124.01(15) . . ?
C5 N1 Ru1 117.50(14) . . ?
C115 C116 C111 120.4(2) . . ?
C115 C116 H116 119.8 . . ?
C111 C116 H116 119.8 . . ?
C8 C9 C10 119.5(2) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
C21 C25 C24 107.24(19) . . ?
C21 C25 C26 127.65(19) . . ?
C24 C25 C26 125.1(2) . . ?
C21 C25 Ru1 70.55(11) . . ?
C24 C25 Ru1 70.32(11) . . ?
C26 C25 Ru1 122.32(15) . . ?
N2 C6 C7 121.7(2) . . ?
N2 C6 C5 114.43(19) . . ?
C7 C6 C5 123.9(2) . . ?
C113 C114 C115 120.0(2) . . ?
C113 C114 H114 120.0 . . ?
C115 C114 H114 120.0 . . ?
N1 C5 C4 121.4(2) . . ?
N1 C5 C6 114.22(18) . . ?
C4 C5 C6 124.4(2) . . ?
C125 C126 C121 120.4(2) . . ?
C125 C126 H126 119.8 . . ?
C121 C126 H126 119.8 . . ?
C135 C136 C131 120.6(2) . . ?
C135 C136 H136 119.7 . . ?
C131 C136 H136 119.7 . . ?
O21 C26 O22 123.8(2) . . ?
O21 C26 C25 124.9(2) . . ?
O22 C26 C25 111.30(18) . . ?
C116 C115 C114 120.2(2) . . ?
C116 C115 H115 119.9 . . ?
C114 C115 H115 119.9 . . ?
C7 C8 C9 118.7(2) . . ?
C7 C8 H8 120.6 . . ?
C9 C8 H8 120.6 . . ?
C111 C112 C113 120.5(2) . . ?
C111 C112 H112 119.7 . . ?
C113 C112 H112 119.7 . . ?
C125 C124 C123 119.7(2) . . ?
C125 C124 H124 120.2 . . ?
C123 C124 H124 120.2 . . ?
C2 C3 C4 119.2(2) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C10 N2 C6 117.96(19) . . ?
C10 N2 Ru1 125.13(15) . . ?
C6 N2 Ru1 116.91(13) . . ?
C122 C123 C124 119.8(2) . . ?
C122 C123 H123 120.1 . . ?
C124 C123 H123 120.1 . . ?
C133 C132 C131 120.4(2) . . ?
C133 C132 H132 119.8 . . ?
C131 C132 H132 119.8 . . ?
C8 C7 C6 119.7(2) . . ?
C8 C7 H7 120.2 . . ?
C6 C7 H7 120.2 . . ?
C3 C4 C5 119.2(2) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C3 C2 C1 119.5(2) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C24 C23 C22 108.7(2) . . ?
C24 C23 Ru1 71.21(13) . . ?
C22 C23 Ru1 71.05(13) . . ?
C24 C23 H23 125.6 . . ?
C22 C23 H23 125.6 . . ?
Ru1 C23 H23 123.7 . . ?
C133 C134 C135 119.7(2) . . ?
C133 C134 H134 120.1 . . ?
C135 C134 H134 120.1 . . ?
C21 C22 C23 107.3(2) . . ?
C21 C22 Ru1 70.93(13) . . ?
C23 C22 Ru1 70.62(13) . . ?
C21 C22 H22 126.3 . . ?
C23 C22 H22 126.3 . . ?
Ru1 C22 H22 123.8 . . ?
C114 C113 C112 120.0(2) . . ?
C114 C113 H113 120.0 . . ?
C112 C113 H113 120.0 . . ?
C134 C133 C132 120.4(2) . . ?
C134 C133 H133 119.8 . . ?
C132 C133 H133 119.8 . . ?
N1 C1 C2 122.1(2) . . ?
N1 C1 H1 118.9 . . ?
C2 C1 H1 118.9 . . ?
C22 C21 C25 108.63(19) . . ?
C22 C21 Ru1 71.47(12) . . ?
C25 C21 Ru1 71.43(11) . . ?
C22 C21 H21 125.7 . . ?
C25 C21 H21 125.7 . . ?
Ru1 C21 H21 123.0 . . ?
C23 C24 C25 108.1(2) . . ?
C23 C24 Ru1 71.48(13) . . ?
C25 C24 Ru1 71.37(11) . . ?
C23 C24 H24 126.0 . . ?
C25 C24 H24 126.0 . . ?
Ru1 C24 H24 122.9 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O22 C27 C28 106.8(2) . . ?
O22 C27 H27A 110.4 . . ?
C28 C27 H27A 110.4 . . ?
O22 C27 H27B 110.4 . . ?
C28 C27 H27B 110.4 . . ?
H27A C27 H27B 108.6 . . ?
C136 C135 C134 120.2(2) . . ?
C136 C135 H135 119.9 . . ?
C134 C135 H135 119.9 . . ?
C124 C125 C126 120.7(2) . . ?
C124 C125 H125 119.6 . . ?
C126 C125 H125 119.6 . . ?
O3 S1 O1 114.85(12) . . ?
O3 S1 O2 114.82(11) . . ?
O1 S1 O2 115.62(10) . . ?
O3 S1 C100 102.37(12) . . ?
O1 S1 C100 103.76(12) . . ?
O2 S1 C100 102.84(11) . . ?
F2 C100 F3 107.7(2) . . ?
F2 C100 F1 106.7(2) . . ?
F3 C100 F1 107.7(2) . . ?
F2 C100 S1 112.22(19) . . ?
F3 C100 S1 111.74(18) . . ?
F1 C100 S1 110.59(19) . . ?

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
C131 P1 C121 C122 154.06(16) . . . . ?
C111 P1 C121 C122 45.49(18) . . . . ?
Ru1 P1 C121 C122 -80.47(16) . . . . ?
C131 P1 C121 C126 -33.52(19) . . . . ?
C111 P1 C121 C126 -142.09(18) . . . . ?
Ru1 P1 C121 C126 91.95(18) . . . . ?
C131 P1 C111 C112 114.46(18) . . . . ?
C121 P1 C111 C112 -137.34(18) . . . . ?
Ru1 P1 C111 C112 -14.3(2) . . . . ?
C131 P1 C111 C116 -67.6(2) . . . . ?
C121 P1 C111 C116 40.6(2) . . . . ?
Ru1 P1 C111 C116 163.68(15) . . . . ?
C126 C121 C122 C123 -1.3(3) . . . . ?
P1 C121 C122 C123 171.45(16) . . . . ?
C111 P1 C131 C132 -1.5(2) . . . . ?
C121 P1 C131 C132 -107.09(19) . . . . ?
Ru1 P1 C131 C132 128.66(17) . . . . ?
C111 P1 C131 C136 177.22(16) . . . . ?
C121 P1 C131 C136 71.59(18) . . . . ?
Ru1 P1 C131 C136 -52.66(18) . . . . ?
C112 C111 C116 C115 1.2(3) . . . . ?
P1 C111 C116 C115 -176.80(18) . . . . ?
N2 C10 C9 C8 1.3(3) . . . . ?
C1 N1 C5 C4 3.8(3) . . . . ?
Ru1 N1 C5 C4 -175.75(15) . . . . ?
C1 N1 C5 C6 -175.83(17) . . . . ?
Ru1 N1 C5 C6 4.6(2) . . . . ?
N2 C6 C5 N1 -1.6(3) . . . . ?
C7 C6 C5 N1 177.58(19) . . . . ?
N2 C6 C5 C4 178.75(19) . . . . ?
C7 C6 C5 C4 -2.1(3) . . . . ?
C122 C121 C126 C125 1.0(3) . . . . ?
P1 C121 C126 C125 -171.42(17) . . . . ?
C132 C131 C136 C135 3.8(3) . . . . ?
P1 C131 C136 C135 -174.94(17) . . . . ?
C27 O22 C26 O21 1.7(3) . . . . ?
C27 O22 C26 C25 -177.4(2) . . . . ?
C21 C25 C26 O21 177.3(2) . . . . ?
C24 C25 C26 O21 0.3(4) . . . . ?
Ru1 C25 C26 O21 87.8(3) . . . . ?
C21 C25 C26 O22 -3.7(3) . . . . ?
C24 C25 C26 O22 179.30(19) . . . . ?
Ru1 C25 C26 O22 -93.2(2) . . . . ?
C111 C116 C115 C114 0.0(4) . . . . ?
C113 C114 C115 C116 -1.3(4) . . . . ?
C10 C9 C8 C7 -1.1(3) . . . . ?
C116 C111 C112 C113 -1.1(3) . . . . ?
P1 C111 C112 C113 176.87(17) . . . . ?
C9 C10 N2 C6 0.0(3) . . . . ?
C9 C10 N2 Ru1 179.70(16) . . . . ?
C7 C6 N2 C10 -1.5(3) . . . . ?
C5 C6 N2 C10 177.68(17) . . . . ?
C7 C6 N2 Ru1 178.72(15) . . . . ?
C5 C6 N2 Ru1 -2.1(2) . . . . ?
C121 C122 C123 C124 -0.2(3) . . . . ?
C125 C124 C123 C122 2.1(3) . . . . ?
C136 C131 C132 C133 -1.3(3) . . . . ?
P1 C131 C132 C133 177.40(18) . . . . ?
C9 C8 C7 C6 -0.4(3) . . . . ?
N2 C6 C7 C8 1.8(3) . . . . ?
C5 C6 C7 C8 -177.4(2) . . . . ?
C2 C3 C4 C5 -0.3(3) . . . . ?
N1 C5 C4 C3 -3.1(3) . . . . ?
C6 C5 C4 C3 176.5(2) . . . . ?
C4 C3 C2 C1 2.9(3) . . . . ?
C24 C23 C22 C21 0.2(2) . . . . ?
Ru1 C23 C22 C21 61.80(15) . . . . ?
C24 C23 C22 Ru1 -61.57(15) . . . . ?
C115 C114 C113 C112 1.3(4) . . . . ?
C111 C112 C113 C114 -0.1(3) . . . . ?
C135 C134 C133 C132 2.7(4) . . . . ?
C131 C132 C133 C134 -1.9(4) . . . . ?
C5 N1 C1 C2 -1.1(3) . . . . ?
Ru1 N1 C1 C2 178.41(16) . . . . ?
C3 C2 C1 N1 -2.2(3) . . . . ?
C23 C22 C21 C25 0.5(2) . . . . ?
Ru1 C22 C21 C25 62.13(14) . . . . ?
C23 C22 C21 Ru1 -61.60(15) . . . . ?
C24 C25 C21 C22 -1.1(2) . . . . ?
C26 C25 C21 C22 -178.5(2) . . . . ?
Ru1 C25 C21 C22 -62.16(15) . . . . ?
C24 C25 C21 Ru1 61.08(14) . . . . ?
C26 C25 C21 Ru1 -116.3(2) . . . . ?
C22 C23 C24 C25 -0.9(2) . . . . ?
Ru1 C23 C24 C25 -62.37(14) . . . . ?
C22 C23 C24 Ru1 61.48(15) . . . . ?
C21 C25 C24 C23 1.2(2) . . . . ?
C26 C25 C24 C23 178.7(2) . . . . ?
Ru1 C25 C24 C23 62.44(15) . . . . ?
C21 C25 C24 Ru1 -61.23(14) . . . . ?
C26 C25 C24 Ru1 116.3(2) . . . . ?
C26 O22 C27 C28 166.3(2) . . . . ?
C131 C136 C135 C134 -3.1(3) . . . . ?
C133 C134 C135 C136 -0.1(4) . . . . ?
C123 C124 C125 C126 -2.4(4) . . . . ?
C121 C126 C125 C124 0.8(3) . . . . ?
O3 S1 C100 F2 -179.86(19) . . . . ?
O1 S1 C100 F2 -60.1(2) . . . . ?
O2 S1 C100 F2 60.8(2) . . . . ?
O3 S1 C100 F3 -58.8(2) . . . . ?
O1 S1 C100 F3 61.0(2) . . . . ?
O2 S1 C100 F3 -178.14(19) . . . . ?
O3 S1 C100 F1 61.2(2) . . . . ?
O1 S1 C100 F1 -179.04(18) . . . . ?
O2 S1 C100 F1 -58.2(2) . . . . ?

_refine_diff_density_max         0.363
_refine_diff_density_min         -0.381
_refine_diff_density_rms         0.066

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1578876'
loop_
_audit_author_name
_audit_author_address
'M. Minas da Piedade'
;CQE,IST,DQB,FCUL
Portugal
;
_audit_update_record             
;
2020-03-02 deposited with the CCDC.	2020-04-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C35 H28 F3 N2 O5 P Ru S'
_chemical_formula_weight         777.69

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.5328(8)
_cell_length_b                   12.3220(8)
_cell_length_c                   24.8165(18)
_cell_angle_alpha                90
_cell_angle_beta                 95.282(4)
_cell_angle_gamma                90
_cell_volume                     3207.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5404
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      26.36

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.611
_exptl_crystal_F_000             1576
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    0.668
_shelx_estimated_absorpt_T_min   0.753
_shelx_estimated_absorpt_T_max   0.825
_exptl_absorpt_correction_type   psi-scans
_exptl_absorpt_correction_T_min  0.6725
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25471
_diffrn_reflns_av_unetI/netI     0.0618
_diffrn_reflns_av_R_equivalents  0.0672
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.178
_diffrn_reflns_theta_max         26.456
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6594
_reflns_number_gt                5273
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0215P)²+1.1444P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6594
_refine_ls_number_parameters     437
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0499
_refine_ls_R_factor_gt           0.0347
_refine_ls_wR_factor_ref         0.0802
_refine_ls_wR_factor_gt          0.0738
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.014
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
H21O H -0.254(3) 0.551(3) 0.1630(14) 0.045(11) Uiso 1 1 d . . . . .
Ru1 Ru 0.12066(2) 0.70889(2) 0.14397(2) 0.01459(7) Uani 1 1 d . . . . .
P1 P 0.22343(7) 0.87008(5) 0.12662(3) 0.01577(15) Uani 1 1 d . . . . .
S1 S 0.52226(7) 1.42073(6) 0.16532(3) 0.02278(16) Uani 1 1 d . . . . .
C134 C 0.2714(3) 0.9181(2) -0.05517(12) 0.0305(7) Uani 1 1 d . . . . .
H134 H 0.2798 0.9253 -0.0928 0.037 Uiso 1 1 calc R U . . .
N1 N -0.0335(2) 0.74327(17) 0.08820(9) 0.0180(5) Uani 1 1 d . . . . .
O22 O -0.08149(19) 0.44623(15) 0.14710(8) 0.0270(5) Uani 1 1 d . . . . .
O21 O -0.1945(2) 0.58532(16) 0.17717(9) 0.0267(5) Uani 1 1 d . . . . .
F3 F 0.6779(2) 1.28888(15) 0.12231(9) 0.0509(6) Uani 1 1 d . . . . .
O3 O 0.57529(19) 1.51051(15) 0.13695(8) 0.0270(5) Uani 1 1 d . . . . .
F2 F 0.5023(2) 1.21525(15) 0.13932(9) 0.0604(6) Uani 1 1 d . . . . .
C121 C 0.3858(3) 0.8825(2) 0.15937(10) 0.0189(6) Uani 1 1 d . . . . .
C6 C 0.0893(3) 0.6485(2) 0.02819(11) 0.0219(6) Uani 1 1 d . . . . .
C24 C 0.1532(3) 0.5612(2) 0.19245(10) 0.0200(6) Uani 1 1 d . . . . .
H24 H 0.1810 0.4945 0.1783 0.024 Uiso 1 1 calc R U . . .
C5 C -0.0301(3) 0.7019(2) 0.03735(11) 0.0212(6) Uani 1 1 d . . . . .
O2 O 0.5896(2) 1.39530(17) 0.21634(8) 0.0344(5) Uani 1 1 d . . . . .
C1 C -0.1417(3) 0.7927(2) 0.10019(12) 0.0255(6) Uani 1 1 d . . . . .
H1 H -0.1449 0.8226 0.1353 0.031 Uiso 1 1 calc R U . . .
C122 C 0.4622(3) 0.7898(2) 0.16363(12) 0.0251(6) Uani 1 1 d . . . . .
H122 H 0.4272 0.7223 0.1512 0.030 Uiso 1 1 calc R U . . .
C21 C 0.0244(3) 0.6995(2) 0.21844(10) 0.0206(6) Uani 1 1 d . . . . .
H21 H -0.0485 0.7415 0.2246 0.025 Uiso 1 1 calc R U . . .
F1 F 0.5072(2) 1.32298(17) 0.07179(8) 0.0580(6) Uani 1 1 d . . . . .
C131 C 0.2474(3) 0.8943(2) 0.05510(10) 0.0178(6) Uani 1 1 d . . . . .
C25 C 0.0250(3) 0.5939(2) 0.19327(10) 0.0173(6) Uani 1 1 d . . . . .
C126 C 0.4402(3) 0.9801(2) 0.17741(11) 0.0227(6) Uani 1 1 d . . . . .
H126 H 0.3902 1.0444 0.1756 0.027 Uiso 1 1 calc R U . . .
C112 C 0.0451(3) 0.9909(2) 0.17831(11) 0.0216(6) Uani 1 1 d . . . . .
H112 H 0.0217 0.9230 0.1926 0.026 Uiso 1 1 calc R U . . .
C22 C 0.1531(3) 0.7283(2) 0.23213(11) 0.0237(6) Uani 1 1 d . . . . .
H22 H 0.1820 0.7938 0.2493 0.028 Uiso 1 1 calc R U . . .
C10 C 0.2847(3) 0.5888(2) 0.06826(12) 0.0250(6) Uani 1 1 d . . . . .
H10 H 0.3436 0.5821 0.0994 0.030 Uiso 1 1 calc R U . . .
C133 C 0.1526(3) 0.9239(2) -0.03617(11) 0.0267(7) Uani 1 1 d . . . . .
H133 H 0.0791 0.9357 -0.0606 0.032 Uiso 1 1 calc R U . . .
C132 C 0.1405(3) 0.9124(2) 0.01878(11) 0.0223(6) Uani 1 1 d . . . . .
H132 H 0.0586 0.9168 0.0318 0.027 Uiso 1 1 calc R U . . .
O1 O 0.3860(2) 1.42139(19) 0.16390(10) 0.0463(6) Uani 1 1 d . . . . .
C26 C -0.0868(3) 0.5327(2) 0.17012(10) 0.0189(6) Uani 1 1 d . . . . .
C113 C -0.0190(3) 1.0848(2) 0.19185(12) 0.0279(7) Uani 1 1 d . . . . .
H113 H -0.0869 1.0806 0.2145 0.033 Uiso 1 1 calc R U . . .
C2 C -0.2477(3) 0.8016(2) 0.06358(13) 0.0330(8) Uani 1 1 d . . . . .
H2 H -0.3223 0.8368 0.0735 0.040 Uiso 1 1 calc R U . . .
C9 C 0.3159(3) 0.5448(2) 0.02032(12) 0.0343(8) Uani 1 1 d . . . . .
H9 H 0.3945 0.5077 0.0187 0.041 Uiso 1 1 calc R U . . .
C4 C -0.1344(3) 0.7092(2) -0.00062(13) 0.0351(8) Uani 1 1 d . . . . .
H4 H -0.1302 0.6799 -0.0358 0.042 Uiso 1 1 calc R U . . .
C111 C 0.1424(3) 0.9952(2) 0.14419(10) 0.0191(6) Uani 1 1 d . . . . .
C100 C 0.5541(3) 1.3060(2) 0.12278(13) 0.0363(8) Uani 1 1 d . . . . .
C123 C 0.5870(3) 0.7938(2) 0.18549(12) 0.0316(7) Uani 1 1 d . . . . .
H123 H 0.6369 0.7295 0.1886 0.038 Uiso 1 1 calc R U . . .
C116 C 0.1760(3) 1.0965(2) 0.12430(11) 0.0255(7) Uani 1 1 d . . . . .
H116 H 0.2412 1.1013 0.1004 0.031 Uiso 1 1 calc R U . . .
C125 C 0.5663(3) 0.9843(2) 0.19803(11) 0.0268(7) Uani 1 1 d . . . . .
H125 H 0.6031 1.0521 0.2090 0.032 Uiso 1 1 calc R U . . .
C136 C 0.3656(3) 0.8890(2) 0.03523(12) 0.0281(7) Uani 1 1 d . . . . .
H136 H 0.4395 0.8764 0.0594 0.034 Uiso 1 1 calc R U . . .
C3 C -0.2442(3) 0.7590(3) 0.01259(14) 0.0393(8) Uani 1 1 d . . . . .
H3 H -0.3166 0.7638 -0.0131 0.047 Uiso 1 1 calc R U . . .
C114 C 0.0169(3) 1.1840(2) 0.17220(12) 0.0323(8) Uani 1 1 d . . . . .
H114 H -0.0260 1.2482 0.1815 0.039 Uiso 1 1 calc R U . . .
C124 C 0.6394(3) 0.8920(3) 0.20298(11) 0.0296(7) Uani 1 1 d . . . . .
H124 H 0.7254 0.8956 0.2183 0.036 Uiso 1 1 calc R U . . .
C7 C 0.1187(3) 0.6068(2) -0.02142(12) 0.0337(8) Uani 1 1 d . . . . .
H7 H 0.0597 0.6144 -0.0525 0.040 Uiso 1 1 calc R U . . .
C23 C 0.2329(3) 0.6428(2) 0.21589(11) 0.0249(7) Uani 1 1 d . . . . .
H23 H 0.3234 0.6415 0.2202 0.030 Uiso 1 1 calc R U . . .
C135 C 0.3774(3) 0.9020(2) -0.01975(12) 0.0334(7) Uani 1 1 d . . . . .
H135 H 0.4593 0.8996 -0.0328 0.040 Uiso 1 1 calc R U . . .
C8 C 0.2320(3) 0.5550(3) -0.02538(12) 0.0370(8) Uani 1 1 d . . . . .
H8 H 0.2526 0.5265 -0.0591 0.044 Uiso 1 1 calc R U . . .
C115 C 0.1146(3) 1.1897(2) 0.13925(11) 0.0316(8) Uani 1 1 d . . . . .
H115 H 0.1404 1.2583 0.1266 0.038 Uiso 1 1 calc R U . . .
N2 N 0.1739(2) 0.64086(16) 0.07273(8) 0.0182(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 N1 2.078(2) . ?
Ru1 N2 2.080(2) . ?
Ru1 C25 2.179(3) . ?
Ru1 C21 2.191(3) . ?
Ru1 C24 2.191(2) . ?
Ru1 C22 2.196(3) . ?
Ru1 C23 2.204(3) . ?
Ru1 P1 2.3212(7) . ?
P1 C121 1.831(3) . ?
P1 C111 1.835(3) . ?
P1 C131 1.840(3) . ?
S1 O2 1.428(2) . ?
S1 O1 1.433(2) . ?
S1 O3 1.451(2) . ?
S1 C100 1.814(3) . ?
C134 C135 1.370(4) . ?
C134 C133 1.379(4) . ?
C134 H134 0.9500 . ?
N1 C1 1.349(4) . ?
N1 C5 1.365(3) . ?
O22 C26 1.213(3) . ?
O21 C26 1.332(3) . ?
O21 H21O 0.81(3) . ?
F3 C100 1.322(4) . ?
F2 C100 1.326(3) . ?
C121 C126 1.388(4) . ?
C121 C122 1.396(4) . ?
C6 N2 1.358(3) . ?
C6 C7 1.395(4) . ?
C6 C5 1.456(4) . ?
C24 C23 1.402(4) . ?
C24 C25 1.411(4) . ?
C24 H24 0.9500 . ?
C5 C4 1.383(4) . ?
C1 C2 1.377(4) . ?
C1 H1 0.9500 . ?
C122 C123 1.376(4) . ?
C122 H122 0.9500 . ?
C21 C22 1.412(4) . ?
C21 C25 1.444(3) . ?
C21 H21 0.9500 . ?
F1 C100 1.332(4) . ?
C131 C136 1.381(4) . ?
C131 C132 1.394(4) . ?
C25 C26 1.469(4) . ?
C126 C125 1.380(4) . ?
C126 H126 0.9500 . ?
C112 C111 1.389(4) . ?
C112 C113 1.397(4) . ?
C112 H112 0.9500 . ?
C22 C23 1.428(4) . ?
C22 H22 0.9500 . ?
C10 N2 1.345(4) . ?
C10 C9 1.375(4) . ?
C10 H10 0.9500 . ?
C133 C132 1.388(4) . ?
C133 H133 0.9500 . ?
C132 H132 0.9500 . ?
C113 C114 1.381(4) . ?
C113 H113 0.9500 . ?
C2 C3 1.374(5) . ?
C2 H2 0.9500 . ?
C9 C8 1.378(4) . ?
C9 H9 0.9500 . ?
C4 C3 1.375(5) . ?
C4 H4 0.9500 . ?
C111 C116 1.399(4) . ?
C123 C124 1.383(4) . ?
C123 H123 0.9500 . ?
C116 C115 1.385(4) . ?
C116 H116 0.9500 . ?
C125 C124 1.372(4) . ?
C125 H125 0.9500 . ?
C136 C135 1.391(4) . ?
C136 H136 0.9500 . ?
C3 H3 0.9500 . ?
C114 C115 1.374(4) . ?
C114 H114 0.9500 . ?
C124 H124 0.9500 . ?
C7 C8 1.364(5) . ?
C7 H7 0.9500 . ?
C23 H23 0.9500 . ?
C135 H135 0.9500 . ?
C8 H8 0.9500 . ?
C115 H115 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
N1 Ru1 N2 76.78(9) . . ?
N1 Ru1 C25 97.64(9) . . ?
N2 Ru1 C25 112.95(9) . . ?
N1 Ru1 C21 100.28(10) . . ?
N2 Ru1 C21 151.35(9) . . ?
C25 Ru1 C21 38.59(9) . . ?
N1 Ru1 C24 127.44(9) . . ?
N2 Ru1 C24 95.23(9) . . ?
C25 Ru1 C24 37.66(10) . . ?
C21 Ru1 C24 63.52(10) . . ?
N1 Ru1 C22 132.99(10) . . ?
N2 Ru1 C22 149.45(10) . . ?
C25 Ru1 C22 63.20(10) . . ?
C21 Ru1 C22 37.56(10) . . ?
C24 Ru1 C22 62.69(10) . . ?
N1 Ru1 C23 160.50(10) . . ?
N2 Ru1 C23 111.91(10) . . ?
C25 Ru1 C23 63.02(10) . . ?
C21 Ru1 C23 63.43(11) . . ?
C24 Ru1 C23 37.20(10) . . ?
C22 Ru1 C23 37.87(10) . . ?
N1 Ru1 P1 92.94(6) . . ?
N2 Ru1 P1 91.16(6) . . ?
C25 Ru1 P1 155.29(7) . . ?
C21 Ru1 P1 117.49(7) . . ?
C24 Ru1 P1 139.52(7) . . ?
C22 Ru1 P1 93.40(7) . . ?
C23 Ru1 P1 103.99(8) . . ?
C121 P1 C111 105.08(12) . . ?
C121 P1 C131 102.05(12) . . ?
C111 P1 C131 101.61(12) . . ?
C121 P1 Ru1 114.95(9) . . ?
C111 P1 Ru1 116.10(9) . . ?
C131 P1 Ru1 115.18(8) . . ?
O2 S1 O1 115.97(14) . . ?
O2 S1 O3 114.56(12) . . ?
O1 S1 O3 114.42(13) . . ?
O2 S1 C100 103.99(14) . . ?
O1 S1 C100 103.21(16) . . ?
O3 S1 C100 102.22(13) . . ?
C135 C134 C133 120.0(3) . . ?
C135 C134 H134 120.0 . . ?
C133 C134 H134 120.0 . . ?
C1 N1 C5 117.9(2) . . ?
C1 N1 Ru1 124.71(19) . . ?
C5 N1 Ru1 117.00(19) . . ?
C26 O21 H21O 109(2) . . ?
C126 C121 C122 117.8(3) . . ?
C126 C121 P1 123.8(2) . . ?
C122 C121 P1 118.2(2) . . ?
N2 C6 C7 120.7(3) . . ?
N2 C6 C5 114.6(2) . . ?
C7 C6 C5 124.7(3) . . ?
C23 C24 C25 109.1(2) . . ?
C23 C24 Ru1 71.88(15) . . ?
C25 C24 Ru1 70.69(14) . . ?
C23 C24 H24 125.5 . . ?
C25 C24 H24 125.5 . . ?
Ru1 C24 H24 123.6 . . ?
N1 C5 C4 121.2(3) . . ?
N1 C5 C6 114.2(2) . . ?
C4 C5 C6 124.5(3) . . ?
N1 C1 C2 122.7(3) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C123 C122 C121 121.5(3) . . ?
C123 C122 H122 119.2 . . ?
C121 C122 H122 119.2 . . ?
C22 C21 C25 106.8(2) . . ?
C22 C21 Ru1 71.41(16) . . ?
C25 C21 Ru1 70.26(15) . . ?
C22 C21 H21 126.6 . . ?
C25 C21 H21 126.6 . . ?
Ru1 C21 H21 123.4 . . ?
C136 C131 C132 118.5(3) . . ?
C136 C131 P1 123.0(2) . . ?
C132 C131 P1 118.3(2) . . ?
C24 C25 C21 107.8(2) . . ?
C24 C25 C26 125.6(2) . . ?
C21 C25 C26 126.6(2) . . ?
C24 C25 Ru1 71.64(15) . . ?
C21 C25 Ru1 71.15(14) . . ?
C26 C25 Ru1 120.61(17) . . ?
C125 C126 C121 120.4(3) . . ?
C125 C126 H126 119.8 . . ?
C121 C126 H126 119.8 . . ?
C111 C112 C113 121.0(3) . . ?
C111 C112 H112 119.5 . . ?
C113 C112 H112 119.5 . . ?
C21 C22 C23 108.9(2) . . ?
C21 C22 Ru1 71.03(15) . . ?
C23 C22 Ru1 71.37(15) . . ?
C21 C22 H22 125.6 . . ?
C23 C22 H22 125.6 . . ?
Ru1 C22 H22 123.7 . . ?
N2 C10 C9 122.5(3) . . ?
N2 C10 H10 118.7 . . ?
C9 C10 H10 118.7 . . ?
C134 C133 C132 119.9(3) . . ?
C134 C133 H133 120.0 . . ?
C132 C133 H133 120.0 . . ?
C133 C132 C131 120.6(3) . . ?
C133 C132 H132 119.7 . . ?
C131 C132 H132 119.7 . . ?
O22 C26 O21 124.4(3) . . ?
O22 C26 C25 124.4(3) . . ?
O21 C26 C25 111.2(2) . . ?
C114 C113 C112 119.6(3) . . ?
C114 C113 H113 120.2 . . ?
C112 C113 H113 120.2 . . ?
C3 C2 C1 119.3(3) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C10 C9 C8 119.3(3) . . ?
C10 C9 H9 120.3 . . ?
C8 C9 H9 120.3 . . ?
C3 C4 C5 120.0(3) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C112 C111 C116 118.3(3) . . ?
C112 C111 P1 119.9(2) . . ?
C116 C111 P1 121.8(2) . . ?
F3 C100 F2 107.6(3) . . ?
F3 C100 F1 107.2(3) . . ?
F2 C100 F1 107.4(3) . . ?
F3 C100 S1 111.4(2) . . ?
F2 C100 S1 111.9(2) . . ?
F1 C100 S1 111.0(2) . . ?
C122 C123 C124 119.6(3) . . ?
C122 C123 H123 120.2 . . ?
C124 C123 H123 120.2 . . ?
C115 C116 C111 120.4(3) . . ?
C115 C116 H116 119.8 . . ?
C111 C116 H116 119.8 . . ?
C124 C125 C126 121.0(3) . . ?
C124 C125 H125 119.5 . . ?
C126 C125 H125 119.5 . . ?
C131 C136 C135 120.6(3) . . ?
C131 C136 H136 119.7 . . ?
C135 C136 H136 119.7 . . ?
C2 C3 C4 118.9(3) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C115 C114 C113 120.0(3) . . ?
C115 C114 H114 120.0 . . ?
C113 C114 H114 120.0 . . ?
C125 C124 C123 119.5(3) . . ?
C125 C124 H124 120.3 . . ?
C123 C124 H124 120.3 . . ?
C8 C7 C6 120.2(3) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C24 C23 C22 107.5(3) . . ?
C24 C23 Ru1 70.92(15) . . ?
C22 C23 Ru1 70.77(15) . . ?
C24 C23 H23 126.2 . . ?
C22 C23 H23 126.2 . . ?
Ru1 C23 H23 123.7 . . ?
C134 C135 C136 120.3(3) . . ?
C134 C135 H135 119.8 . . ?
C136 C135 H135 119.8 . . ?
C7 C8 C9 118.9(3) . . ?
C7 C8 H8 120.6 . . ?
C9 C8 H8 120.6 . . ?
C114 C115 C116 120.7(3) . . ?
C114 C115 H115 119.7 . . ?
C116 C115 H115 119.7 . . ?
C10 N2 C6 118.4(2) . . ?
C10 N2 Ru1 124.49(18) . . ?
C6 N2 Ru1 117.13(18) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C111 P1 C121 C126 -18.2(3) . . . . ?
C131 P1 C121 C126 87.6(2) . . . . ?
Ru1 P1 C121 C126 -147.0(2) . . . . ?
C111 P1 C121 C122 165.8(2) . . . . ?
C131 P1 C121 C122 -88.5(2) . . . . ?
Ru1 P1 C121 C122 36.9(2) . . . . ?
C1 N1 C5 C4 -0.7(4) . . . . ?
Ru1 N1 C5 C4 172.2(2) . . . . ?
C1 N1 C5 C6 -179.0(2) . . . . ?
Ru1 N1 C5 C6 -6.1(3) . . . . ?
N2 C6 C5 N1 4.9(3) . . . . ?
C7 C6 C5 N1 -175.4(3) . . . . ?
N2 C6 C5 C4 -173.3(2) . . . . ?
C7 C6 C5 C4 6.4(4) . . . . ?
C5 N1 C1 C2 0.8(4) . . . . ?
Ru1 N1 C1 C2 -171.5(2) . . . . ?
C126 C121 C122 C123 0.7(4) . . . . ?
P1 C121 C122 C123 177.0(2) . . . . ?
C121 P1 C131 C136 16.4(3) . . . . ?
C111 P1 C131 C136 124.8(2) . . . . ?
Ru1 P1 C131 C136 -108.8(2) . . . . ?
C121 P1 C131 C132 -167.5(2) . . . . ?
C111 P1 C131 C132 -59.1(2) . . . . ?
Ru1 P1 C131 C132 67.2(2) . . . . ?
C23 C24 C25 C21 -0.4(3) . . . . ?
Ru1 C24 C25 C21 -62.36(17) . . . . ?
C23 C24 C25 C26 177.0(2) . . . . ?
Ru1 C24 C25 C26 115.0(3) . . . . ?
C23 C24 C25 Ru1 61.98(18) . . . . ?
C22 C21 C25 C24 0.2(3) . . . . ?
Ru1 C21 C25 C24 62.68(18) . . . . ?
C22 C21 C25 C26 -177.1(2) . . . . ?
Ru1 C21 C25 C26 -114.6(3) . . . . ?
C22 C21 C25 Ru1 -62.50(18) . . . . ?
C122 C121 C126 C125 1.0(4) . . . . ?
P1 C121 C126 C125 -175.1(2) . . . . ?
C25 C21 C22 C23 0.1(3) . . . . ?
Ru1 C21 C22 C23 -61.66(19) . . . . ?
C25 C21 C22 Ru1 61.74(17) . . . . ?
C135 C134 C133 C132 -0.6(4) . . . . ?
C134 C133 C132 C131 -0.4(4) . . . . ?
C136 C131 C132 C133 0.5(4) . . . . ?
P1 C131 C132 C133 -175.7(2) . . . . ?
C24 C25 C26 O22 -0.4(4) . . . . ?
C21 C25 C26 O22 176.5(2) . . . . ?
Ru1 C25 C26 O22 88.1(3) . . . . ?
C24 C25 C26 O21 -179.7(2) . . . . ?
C21 C25 C26 O21 -2.8(4) . . . . ?
Ru1 C25 C26 O21 -91.2(2) . . . . ?
C111 C112 C113 C114 -1.7(4) . . . . ?
N1 C1 C2 C3 -0.2(4) . . . . ?
N2 C10 C9 C8 0.8(5) . . . . ?
N1 C5 C4 C3 0.1(4) . . . . ?
C6 C5 C4 C3 178.2(3) . . . . ?
C113 C112 C111 C116 0.9(4) . . . . ?
C113 C112 C111 P1 -179.3(2) . . . . ?
C121 P1 C111 C112 -112.1(2) . . . . ?
C131 P1 C111 C112 141.9(2) . . . . ?
Ru1 P1 C111 C112 16.1(2) . . . . ?
C121 P1 C111 C116 67.7(2) . . . . ?
C131 P1 C111 C116 -38.4(2) . . . . ?
Ru1 P1 C111 C116 -164.12(19) . . . . ?
O2 S1 C100 F3 -54.4(3) . . . . ?
O1 S1 C100 F3 -175.9(2) . . . . ?
O3 S1 C100 F3 65.0(2) . . . . ?
O2 S1 C100 F2 66.1(3) . . . . ?
O1 S1 C100 F2 -55.4(3) . . . . ?
O3 S1 C100 F2 -174.4(2) . . . . ?
O2 S1 C100 F1 -173.9(2) . . . . ?
O1 S1 C100 F1 64.6(3) . . . . ?
O3 S1 C100 F1 -54.4(3) . . . . ?
C121 C122 C123 C124 -1.0(5) . . . . ?
C112 C111 C116 C115 1.1(4) . . . . ?
P1 C111 C116 C115 -178.7(2) . . . . ?
C121 C126 C125 C124 -2.4(4) . . . . ?
C132 C131 C136 C135 0.3(4) . . . . ?
P1 C131 C136 C135 176.4(2) . . . . ?
C1 C2 C3 C4 -0.5(5) . . . . ?
C5 C4 C3 C2 0.5(5) . . . . ?
C112 C113 C114 C115 0.4(4) . . . . ?
C126 C125 C124 C123 2.0(5) . . . . ?
C122 C123 C124 C125 -0.3(5) . . . . ?
N2 C6 C7 C8 1.7(4) . . . . ?
C5 C6 C7 C8 -177.9(3) . . . . ?
C25 C24 C23 C22 0.4(3) . . . . ?
Ru1 C24 C23 C22 61.66(18) . . . . ?
C25 C24 C23 Ru1 -61.24(18) . . . . ?
C21 C22 C23 C24 -0.3(3) . . . . ?
Ru1 C22 C23 C24 -61.76(18) . . . . ?
C21 C22 C23 Ru1 61.45(19) . . . . ?
C133 C134 C135 C136 1.4(5) . . . . ?
C131 C136 C135 C134 -1.3(5) . . . . ?
C6 C7 C8 C9 0.1(5) . . . . ?
C10 C9 C8 C7 -1.4(5) . . . . ?
C113 C114 C115 C116 1.6(4) . . . . ?
C111 C116 C115 C114 -2.4(4) . . . . ?
C9 C10 N2 C6 1.0(4) . . . . ?
C9 C10 N2 Ru1 179.9(2) . . . . ?
C7 C6 N2 C10 -2.3(4) . . . . ?
C5 C6 N2 C10 177.4(2) . . . . ?
C7 C6 N2 Ru1 178.8(2) . . . . ?
C5 C6 N2 Ru1 -1.5(3) . . . . ?

_refine_diff_density_max         0.417
_refine_diff_density_min         -0.474
_refine_diff_density_rms         0.081

_shelxl_version_number           2013-4

