#------------------------------------------------------------------------------
#$Date: 2019-11-24 21:18:10 +0200 (Sun, 24 Nov 2019) $
#$Revision: 239439 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/66/4516663.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4516663
loop_
_publ_author_name
'Tseng, Kuei-Nin T.'
'Kampf, Jeff W.'
'Szymczak, Nathaniel K.'
_publ_section_title
;
 Mechanism of N,N,N-Amide Ruthenium(II) Hydride Mediated Acceptorless
 Alcohol Dehydrogenation: Inner-Sphere β-H Elimination versus
 Outer-Sphere Bifunctional Metal--Ligand Cooperativity
;
_journal_issue                   9
_journal_name_full               'ACS Catalysis'
_journal_page_first              5468
_journal_paper_doi               10.1021/acscatal.5b00952
_journal_volume                  5
_journal_year                    2015
_chemical_formula_moiety
; 
 C40 H34 F3 N5 O3 P Ru S, C F3 O3 S, 0.5(C6 H6), 0.5(C H2 Cl2) 
;
_chemical_formula_sum            'C44.5 H38 Cl F6 N5 O6 P Ru S2'
_chemical_formula_weight         1084.41
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 117.055(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   31.847(2)
_cell_length_b                   12.7757(2)
_cell_length_c                   25.6211(5)
_cell_measurement_reflns_used    48910
_cell_measurement_temperature    85(2)
_cell_measurement_theta_max      68.30
_cell_measurement_theta_min      3.10
_cell_volume                     9283.7(9)
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r12'
_computing_data_collection
'CrystalClear-SM Expert 2.0 r12 (Rigaku, 2011)'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r12'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      85(2)
_diffrn_detector_area_resol_mean 29.257
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Rigaku Saturn944+ CCD'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_source         'micro-focus rotating anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0745
_diffrn_reflns_av_sigmaI/netI    0.0296
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            130315
_diffrn_reflns_theta_full        68.24
_diffrn_reflns_theta_max         68.24
_diffrn_reflns_theta_min         3.12
_exptl_absorpt_coefficient_mu    5.107
_exptl_absorpt_correction_T_max  0.7163
_exptl_absorpt_correction_T_min  0.4954
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.552
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             4400
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.07
_refine_diff_density_max         1.521
_refine_diff_density_min         -1.376
_refine_diff_density_rms         0.127
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     743
_refine_ls_number_reflns         8501
_refine_ls_number_restraints     168
_refine_ls_restrained_S_all      1.107
_refine_ls_R_factor_all          0.0518
_refine_ls_R_factor_gt           0.0487
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0797P)²+46.3229P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1415
_refine_ls_wR_factor_ref         0.1436
_reflns_number_gt                7716
_reflns_number_total             8501
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cs5b00952_si_002.cif
_cod_data_source_block           kt3056
_cod_original_cell_volume        9283.7(7)
_cod_original_sg_symbol_H-M      C2/c
_cod_original_formula_sum        'C44.50 H38 Cl F6 N5 O6 P Ru S2'
_cod_database_code               4516663
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru1 Ru 0.808310(6) 0.096326(16) 0.193845(8) 0.01674(5) Uani 1 1 d . . .
P1 P 0.88891(2) 0.09638(5) 0.23225(3) 0.01776(15) Uani 1 1 d . . .
N1 N 0.79551(8) 0.08976(18) 0.10671(10) 0.0197(5) Uani 1 1 d . . .
N2 N 0.81823(7) 0.26965(18) 0.10432(9) 0.0192(5) Uani 1 1 d . . .
N3 N 0.80945(7) 0.24911(19) 0.19065(9) 0.0191(5) Uani 1 1 d . . .
N4 N 0.80658(8) 0.28878(19) 0.28209(9) 0.0219(5) Uani 1 1 d . . .
N5 N 0.80999(8) 0.10125(18) 0.27526(10) 0.0205(5) Uani 1 1 d . . .
C1 C 0.76881(11) -0.0906(2) 0.10815(14) 0.0272(7) Uani 1 1 d . . .
H1A H 0.7989 -0.1207 0.1366 0.041 Uiso 1 1 calc R . .
H1B H 0.7502 -0.1443 0.0798 0.041 Uiso 1 1 calc R . .
H1C H 0.7514 -0.0649 0.1287 0.041 Uiso 1 1 calc R . .
C2 C 0.77803(9) -0.0016(2) 0.07668(12) 0.0214(6) Uani 1 1 d . . .
C3 C 0.76946(10) -0.0134(2) 0.01911(12) 0.0261(7) Uani 1 1 d . . .
H3 H 0.7579 -0.0780 -0.0006 0.031 Uiso 1 1 calc R . .
C4 C 0.77788(10) 0.0693(3) -0.00964(12) 0.0257(7) Uani 1 1 d . . .
H4 H 0.7730 0.0614 -0.0489 0.031 Uiso 1 1 calc R . .
C5 C 0.79335(9) 0.1626(2) 0.01893(11) 0.0227(6) Uani 1 1 d . . .
H5 H 0.7981 0.2210 -0.0008 0.027 Uiso 1 1 calc R . .
C6 C 0.80213(9) 0.1711(2) 0.07739(11) 0.0195(6) Uani 1 1 d . . .
C7 C 0.84229(10) 0.3360(2) 0.07831(12) 0.0251(7) Uani 1 1 d . . .
H7A H 0.8187 0.3756 0.0452 0.038 Uiso 1 1 calc R . .
H7B H 0.8603 0.2913 0.0646 0.038 Uiso 1 1 calc R . .
H7C H 0.8637 0.3847 0.1080 0.038 Uiso 1 1 calc R . .
C8 C 0.81432(9) 0.3091(2) 0.15082(11) 0.0194(6) Uani 1 1 d . . .
C9 C 0.81541(9) 0.4202(2) 0.16587(11) 0.0202(6) Uani 1 1 d . . .
C10 C 0.81837(10) 0.5143(2) 0.14005(12) 0.0240(6) Uani 1 1 d . . .
H10 H 0.8206 0.5149 0.1043 0.029 Uiso 1 1 calc R . .
C11 C 0.81797(11) 0.6067(2) 0.16793(14) 0.0302(7) Uani 1 1 d . . .
H11 H 0.8202 0.6714 0.1511 0.036 Uiso 1 1 calc R . .
C12 C 0.81438(12) 0.6072(3) 0.22030(15) 0.0326(8) Uani 1 1 d . . .
H12 H 0.8146 0.6719 0.2387 0.039 Uiso 1 1 calc R . .
C13 C 0.81053(10) 0.5148(2) 0.24562(13) 0.0278(7) Uani 1 1 d . . .
H13 H 0.8078 0.5148 0.2810 0.033 Uiso 1 1 calc R . .
C14 C 0.81083(9) 0.4220(2) 0.21791(12) 0.0220(6) Uani 1 1 d . . .
C15 C 0.80751(9) 0.3142(2) 0.23394(12) 0.0219(6) Uani 1 1 d . . .
C16 C 0.80840(9) 0.1890(2) 0.30385(11) 0.0210(6) Uani 1 1 d . . .
C17 C 0.80934(10) 0.1828(3) 0.35905(12) 0.0272(7) Uani 1 1 d . . .
H17 H 0.8086 0.2450 0.3790 0.033 Uiso 1 1 calc R . .
C18 C 0.81137(11) 0.0865(3) 0.38435(13) 0.0306(7) Uani 1 1 d . . .
H18 H 0.8129 0.0815 0.4222 0.037 Uiso 1 1 calc R . .
C19 C 0.81117(11) -0.0034(3) 0.35349(13) 0.0302(7) Uani 1 1 d . . .
H19 H 0.8122 -0.0707 0.3697 0.036 Uiso 1 1 calc R . .
C20 C 0.80942(10) 0.0070(2) 0.29847(12) 0.0243(6) Uani 1 1 d . . .
C21 C 0.80531(11) -0.0850(2) 0.26042(14) 0.0310(7) Uani 1 1 d . . .
H21A H 0.7720 -0.1027 0.2368 0.047 Uiso 1 1 calc R . .
H21B H 0.8219 -0.1449 0.2850 0.047 Uiso 1 1 calc R . .
H21C H 0.8193 -0.0677 0.2345 0.047 Uiso 1 1 calc R . .
C22 C 0.91270(9) 0.1369(2) 0.18222(11) 0.0206(6) Uani 1 1 d . . .
C23 C 0.90122(9) 0.0719(2) 0.13326(12) 0.0218(6) Uani 1 1 d . . .
H23 H 0.8818 0.0123 0.1277 0.026 Uiso 1 1 calc R . .
C24 C 0.91788(10) 0.0937(3) 0.09299(13) 0.0277(7) Uani 1 1 d . . .
H24 H 0.9095 0.0499 0.0598 0.033 Uiso 1 1 calc R . .
C25 C 0.94695(10) 0.1801(3) 0.10123(13) 0.0294(7) Uani 1 1 d . . .
H25 H 0.9581 0.1956 0.0734 0.035 Uiso 1 1 calc R . .
C26 C 0.95949(10) 0.2432(3) 0.14988(13) 0.0280(7) Uani 1 1 d . . .
H26 H 0.9796 0.3016 0.1556 0.034 Uiso 1 1 calc R . .
C27 C 0.94280(9) 0.2216(2) 0.19076(12) 0.0236(6) Uani 1 1 d . . .
H27 H 0.9520 0.2648 0.2244 0.028 Uiso 1 1 calc R . .
C28 C 0.92227(10) -0.0251(2) 0.25857(12) 0.0232(6) Uani 1 1 d . . .
C29 C 0.90286(11) -0.1209(2) 0.23384(14) 0.0290(7) Uani 1 1 d . . .
H29 H 0.8709 -0.1246 0.2048 0.035 Uiso 1 1 calc R . .
C30 C 0.92995(12) -0.2115(3) 0.25137(17) 0.0414(10) Uani 1 1 d . . .
H30 H 0.9164 -0.2768 0.2341 0.050 Uiso 1 1 calc R . .
C31 C 0.97618(13) -0.2074(3) 0.29348(18) 0.0456(11) Uani 1 1 d . . .
H31 H 0.9942 -0.2699 0.3061 0.055 Uiso 1 1 calc R . .
C32 C 0.99660(12) -0.1115(3) 0.31764(17) 0.0395(9) Uani 1 1 d . . .
H32 H 1.0287 -0.1083 0.3461 0.047 Uiso 1 1 calc R . .
C33 C 0.97002(10) -0.0208(3) 0.30008(13) 0.0287(7) Uani 1 1 d . . .
H33 H 0.9841 0.0446 0.3162 0.034 Uiso 1 1 calc R . .
C34 C 0.91250(9) 0.1812(3) 0.29656(12) 0.0262(7) Uani 1 1 d . . .
C35 C 0.91317(10) 0.2902(3) 0.29253(14) 0.0304(7) Uani 1 1 d . . .
H35 H 0.9060 0.3220 0.2559 0.036 Uiso 1 1 calc R . .
C36 C 0.92423(11) 0.3526(3) 0.34144(17) 0.0471(9) Uani 1 1 d . . .
H36 H 0.9242 0.4266 0.3380 0.057 Uiso 1 1 calc R . .
C37 C 0.93540(13) 0.3070(4) 0.39544(17) 0.0550(11) Uani 1 1 d . . .
H37 H 0.9437 0.3496 0.4291 0.066 Uiso 1 1 calc R . .
C38 C 0.93433(12) 0.2008(4) 0.39993(15) 0.0512(11) Uani 1 1 d . . .
H38 H 0.9415 0.1699 0.4368 0.061 Uiso 1 1 calc R . .
C39 C 0.92280(11) 0.1366(3) 0.35096(13) 0.0354(8) Uani 1 1 d . . .
H39 H 0.9220 0.0627 0.3547 0.043 Uiso 1 1 calc R . .
C41 C 0.9559(3) 0.5178(8) 0.2434(4) 0.072(4) Uani 0.50 1 d PDU . 1
H41 H 0.9261 0.5182 0.2435 0.086 Uiso 0.50 1 calc PR . 1
C42 C 0.9963(2) 0.5160(8) 0.2992(5) 0.068(3) Uani 0.50 1 d PDU A 1
H42 H 0.9901 0.5122 0.3321 0.081 Uiso 0.50 1 calc PR A 1
C43 C 1.0449(3) 0.5192(10) 0.3123(5) 0.101(6) Uani 0.50 1 d PDU . 1
H43 H 1.0716 0.5216 0.3497 0.121 Uiso 0.50 1 calc PR . 1
C41A C 0.9588(4) 0.5172(8) 0.2583(4) 0.081(3) Uani 0.50 1 d PDU . 2
H41A H 0.9297 0.5130 0.2600 0.097 Uiso 0.50 1 calc PR . 2
C42A C 1.0022(3) 0.5216(10) 0.3110(6) 0.098(7) Uani 0.50 1 d PDU B 2
H42A H 1.0050 0.5257 0.3495 0.118 Uiso 0.50 1 calc PR B 2
C43A C 1.0405(2) 0.5190(7) 0.2967(4) 0.048(2) Uani 0.50 1 d PDU . 2
H43A H 1.0708 0.5184 0.3296 0.058 Uiso 0.50 1 calc PR . 2
S1 S 0.69454(2) 0.17087(6) 0.12456(3) 0.02354(15) Uani 1 1 d D . .
O1 O 0.70906(7) 0.24308(18) 0.09316(9) 0.0333(5) Uani 1 1 d D . .
O2 O 0.66839(7) 0.21349(19) 0.15270(9) 0.0326(5) Uani 1 1 d D . .
O3 O 0.73070(6) 0.09762(15) 0.16144(8) 0.0211(4) Uani 1 1 d D . .
C40 C 0.65221(11) 0.0849(3) 0.06831(13) 0.0328(8) Uani 1 1 d D . .
F1 F 0.61675(7) 0.14021(19) 0.02849(9) 0.0463(6) Uani 1 1 d D . .
F2 F 0.63473(7) 0.01491(17) 0.09152(9) 0.0436(5) Uani 1 1 d D . .
F3 F 0.67269(7) 0.03333(17) 0.04061(8) 0.0409(5) Uani 1 1 d D . .
S2 S 0.84400(3) 0.73886(9) 0.04289(4) 0.0295(2) Uani 0.75 1 d PD C 1
O4 O 0.80922(13) 0.7770(3) -0.01337(15) 0.0408(10) Uani 0.75 1 d PD C 1
O5 O 0.83877(13) 0.6294(3) 0.05121(15) 0.0486(9) Uani 0.75 1 d PD C 1
O6 O 0.85423(12) 0.8045(3) 0.09317(14) 0.0401(10) Uani 0.75 1 d PD C 1
C44 C 0.89818(14) 0.7420(4) 0.03652(18) 0.0406(12) Uani 0.75 1 d PD C 1
F4 F 0.90855(12) 0.8396(3) 0.02740(15) 0.0683(10) Uani 0.75 1 d PD C 1
F5 F 0.93452(11) 0.7076(4) 0.08521(16) 0.0600(14) Uani 0.75 1 d PD C 1
F6 F 0.89554(10) 0.6830(3) -0.00760(12) 0.0469(10) Uani 0.75 1 d PD C 1
S2A S 0.85518(11) 0.7861(3) 0.04382(14) 0.0333(8) Uani 0.25 1 d PD D 2
O4A O 0.8747(3) 0.8745(6) 0.0301(4) 0.034(2) Uani 0.25 1 d PD D 2
O5A O 0.8108(3) 0.7492(10) -0.0020(5) 0.047(4) Uani 0.25 1 d PD D 2
O6A O 0.8568(5) 0.7848(12) 0.1014(4) 0.057(4) Uani 0.25 1 d PD D 2
C44A C 0.8941(3) 0.6775(7) 0.0491(4) 0.038(3) Uani 0.25 1 d PD D 2
F4A F 0.8817(3) 0.5862(5) 0.0624(4) 0.042(2) Uani 0.25 1 d PD D 2
F5A F 0.8951(4) 0.6639(10) -0.0020(4) 0.065(4) Uani 0.25 1 d PD D 2
F6A F 0.9381(4) 0.6980(11) 0.0885(5) 0.064(4) Uani 0.25 1 d PDU D 2
C45 C 0.9475(8) 0.7456(9) 0.4038(8) 0.036(5) Uani 0.1099(19) 1 d PDU E 1
H45A H 0.9601 0.7613 0.3758 0.043 Uiso 0.1099(19) 1 calc PR E 1
H45B H 0.9132 0.7330 0.3807 0.043 Uiso 0.1099(19) 1 calc PR E 1
Cl1 Cl 0.9554(4) 0.8559(9) 0.4473(4) 0.064(3) Uani 0.1099(19) 1 d PDU E 1
Cl2 Cl 0.9738(2) 0.6306(8) 0.4409(4) 0.054(2) Uani 0.1099(19) 1 d PDU E 1
C45A C 0.9371(3) 0.8165(5) 0.4089(3) 0.037(2) Uani 0.3901(19) 1 d PDU E 2
H45C H 0.9434 0.8429 0.3768 0.044 Uiso 0.3901(19) 1 calc PR E 2
H45D H 0.9034 0.7973 0.3916 0.044 Uiso 0.3901(19) 1 calc PR E 2
Cl1A Cl 0.94732(15) 0.9154(3) 0.45804(12) 0.0838(12) Uani 0.3901(19) 1 d PDU E
2
Cl2A Cl 0.97066(8) 0.7040(3) 0.43778(14) 0.0726(10) Uani 0.3901(19) 1 d PDU E 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru 0.0552 3.2960 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
N3 Ru1 N5 91.12(9) .
N3 Ru1 N1 89.63(9) .
N5 Ru1 N1 171.25(9) .
N3 Ru1 O3 90.89(8) .
N5 Ru1 O3 83.70(8) .
N1 Ru1 O3 87.57(8) .
N3 Ru1 P1 88.81(6) .
N5 Ru1 P1 93.27(6) .
N1 Ru1 P1 95.46(6) .
O3 Ru1 P1 176.95(5) .
C34 P1 C28 103.86(13) .
C34 P1 C22 109.40(14) .
C28 P1 C22 98.15(13) .
C34 P1 Ru1 107.97(9) .
C28 P1 Ru1 120.50(10) .
C22 P1 Ru1 115.94(8) .
C6 N1 C2 118.0(2) .
C6 N1 Ru1 124.09(18) .
C2 N1 Ru1 117.93(19) .
C8 N2 C6 127.1(2) .
C8 N2 C7 117.1(2) .
C6 N2 C7 115.8(2) .
C8 N3 C15 108.9(2) .
C8 N3 Ru1 127.85(19) .
C15 N3 Ru1 123.21(19) .
C15 N4 C16 127.1(3) .
C20 N5 C16 119.4(3) .
C20 N5 Ru1 114.84(19) .
C16 N5 Ru1 125.64(19) .
N1 C2 C3 121.7(3) .
N1 C2 C1 118.3(2) .
C3 C2 C1 120.0(3) .
C2 C3 C4 119.6(3) .
C5 C4 C3 119.4(3) .
C4 C5 C6 119.3(3) .
N1 C6 C5 122.0(3) .
N1 C6 N2 121.7(2) .
C5 C6 N2 116.3(3) .
N3 C8 N2 123.2(3) .
N3 C8 C9 110.5(2) .
N2 C8 C9 126.3(3) .
C10 C9 C14 119.6(3) .
C10 C9 C8 135.0(3) .
C14 C9 C8 105.3(2) .
C11 C10 C9 118.2(3) .
C10 C11 C12 121.6(3) .
C13 C12 C11 120.7(3) .
C12 C13 C14 118.0(3) .
C13 C14 C9 121.9(3) .
C13 C14 C15 130.4(3) .
C9 C14 C15 107.7(3) .
N4 C15 N3 129.2(3) .
N4 C15 C14 123.0(3) .
N3 C15 C14 107.5(2) .
N5 C16 N4 123.4(2) .
N5 C16 C17 120.7(3) .
N4 C16 C17 115.9(3) .
C18 C17 C16 119.9(3) .
C17 C18 C19 118.8(3) .
C20 C19 C18 119.0(3) .
N5 C20 C19 122.0(3) .
N5 C20 C21 115.5(3) .
C19 C20 C21 122.5(3) .
C27 C22 C23 118.6(3) .
C27 C22 P1 125.6(2) .
C23 C22 P1 115.7(2) .
C24 C23 C22 120.8(3) .
C23 C24 C25 120.0(3) .
C26 C25 C24 119.9(3) .
C25 C26 C27 120.5(3) .
C22 C27 C26 120.2(3) .
C29 C28 C33 118.9(3) .
C29 C28 P1 121.1(2) .
C33 C28 P1 119.6(2) .
C28 C29 C30 120.3(3) .
C31 C30 C29 120.5(3) .
C30 C31 C32 120.0(3) .
C33 C32 C31 119.9(3) .
C32 C33 C28 120.4(3) .
C35 C34 C39 118.3(3) .
C35 C34 P1 122.6(2) .
C39 C34 P1 118.1(3) .
C36 C35 C34 120.8(3) .
C35 C36 C37 120.2(4) .
C38 C37 C36 119.8(3) .
C37 C38 C39 120.9(4) .
C34 C39 C38 120.1(4) .
C43 C41 C42 127.3(9) 2_755
C41 C42 C43 128.6(9) .
C41 C43 C42 104.1(9) 2_755
C43A C41A C42A 119.6(10) 2_755
C43A C42A C41A 109.2(11) .
C41A C43A C42A 131.1(8) 2_755
O1 S1 O2 116.60(15) .
O1 S1 O3 114.70(13) .
O2 S1 O3 112.82(13) .
O1 S1 C40 104.80(14) .
O2 S1 C40 103.66(14) .
O3 S1 C40 102.03(13) .
S1 O3 Ru1 131.84(12) .
F2 C40 F1 108.6(3) .
F2 C40 F3 108.1(3) .
F1 C40 F3 107.7(3) .
F2 C40 S1 111.2(2) .
F1 C40 S1 110.5(2) .
F3 C40 S1 110.6(2) .
O5 S2 O6 115.3(2) .
O5 S2 O4 112.9(2) .
O6 S2 O4 117.0(2) .
O5 S2 C44 102.4(2) .
O6 S2 C44 103.3(2) .
O4 S2 C44 103.4(2) .
F6 C44 F5 107.5(4) .
F6 C44 F4 107.8(4) .
F5 C44 F4 107.0(4) .
F6 C44 S2 111.8(3) .
F5 C44 S2 111.5(4) .
F4 C44 S2 111.0(3) .
O4A S2A O5A 116.0(7) .
O4A S2A O6A 116.5(7) .
O5A S2A O6A 113.0(8) .
O4A S2A C44A 105.5(5) .
O5A S2A C44A 101.1(6) .
O6A S2A C44A 101.9(7) .
F4A C44A F6A 108.2(9) .
F4A C44A F5A 106.2(9) .
F6A C44A F5A 106.5(10) .
F4A C44A S2A 114.7(7) .
F6A C44A S2A 110.6(8) .
F5A C44A S2A 110.2(8) .
Cl1 C45 Cl2 116.1(11) .
Cl1A C45A Cl2A 115.1(4) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ru1 N3 1.955(3) .
Ru1 N5 2.063(2) .
Ru1 N1 2.081(2) .
Ru1 O3 2.2209(18) .
Ru1 P1 2.2933(7) .
P1 C34 1.824(3) .
P1 C28 1.827(3) .
P1 C22 1.835(3) .
N1 C6 1.354(4) .
N1 C2 1.369(4) .
N2 C8 1.351(4) .
N2 C6 1.415(4) .
N2 C7 1.488(4) .
N3 C8 1.340(4) .
N3 C15 1.410(4) .
N4 C15 1.289(4) .
N4 C16 1.382(4) .
N5 C20 1.346(4) .
N5 C16 1.353(4) .
C1 C2 1.498(4) .
C2 C3 1.381(4) .
C3 C4 1.383(5) .
C4 C5 1.368(4) .
C5 C6 1.397(4) .
C8 C9 1.468(4) .
C9 C10 1.396(4) .
C9 C14 1.406(4) .
C10 C11 1.383(4) .
C11 C12 1.398(5) .
C12 C13 1.380(5) .
C13 C14 1.384(4) .
C14 C15 1.455(4) .
C16 C17 1.403(4) .
C17 C18 1.379(5) .
C18 C19 1.392(5) .
C19 C20 1.392(4) .
C20 C21 1.494(4) .
C22 C27 1.395(4) .
C22 C23 1.407(4) .
C23 C24 1.386(5) .
C24 C25 1.394(5) .
C25 C26 1.382(5) .
C26 C27 1.401(5) .
C28 C29 1.388(4) .
C28 C33 1.405(4) .
C29 C30 1.391(5) .
C30 C31 1.374(5) .
C31 C32 1.393(5) .
C32 C33 1.383(5) .
C34 C35 1.398(5) .
C34 C39 1.399(5) .
C35 C36 1.389(5) .
C36 C37 1.390(6) .
C37 C38 1.364(7) .
C38 C39 1.401(5) .
C41 C43 1.416(12) 2_755
C41 C42 1.424(9) .
C42 C43 1.427(10) .
C43 C41 1.416(12) 2_755
C41A C43A 1.418(11) 2_755
C41A C42A 1.427(11) .
C42A C43A 1.425(12) .
C43A C41A 1.418(11) 2_755
S1 O1 1.432(2) .
S1 O2 1.434(2) .
S1 O3 1.4509(19) .
S1 C40 1.826(3) .
C40 F2 1.328(4) .
C40 F1 1.329(4) .
C40 F3 1.336(4) .
S2 O5 1.436(4) .
S2 O6 1.444(3) .
S2 O4 1.446(3) .
S2 C44 1.806(5) .
C44 F6 1.330(6) .
C44 F5 1.333(5) .
C44 F4 1.337(6) .
S2A O4A 1.408(8) .
S2A O5A 1.447(9) .
S2A O6A 1.453(10) .
S2A C44A 1.824(9) .
C44A F4A 1.324(11) .
C44A F6A 1.328(11) .
C44A F5A 1.336(12) .
C45 Cl1 1.742(14) .
C45 Cl2 1.743(13) .
C45A Cl1A 1.707(8) .
C45A Cl2A 1.741(8) .
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_4
N3 Ru1 P1 C34 54.17(13) . .
N5 Ru1 P1 C34 -36.88(13) . .
N1 Ru1 P1 C34 143.69(13) . .
O3 Ru1 P1 C34 -30.3(10) . .
N3 Ru1 P1 C28 173.07(13) . .
N5 Ru1 P1 C28 82.02(13) . .
N1 Ru1 P1 C28 -97.41(13) . .
O3 Ru1 P1 C28 88.6(10) . .
N3 Ru1 P1 C22 -68.92(12) . .
N5 Ru1 P1 C22 -159.97(12) . .
N1 Ru1 P1 C22 20.60(12) . .
O3 Ru1 P1 C22 -153.3(10) . .
N3 Ru1 N1 C6 15.8(2) . .
N5 Ru1 N1 C6 110.8(6) . .
O3 Ru1 N1 C6 106.7(2) . .
P1 Ru1 N1 C6 -72.9(2) . .
N3 Ru1 N1 C2 -162.2(2) . .
N5 Ru1 N1 C2 -67.3(7) . .
O3 Ru1 N1 C2 -71.32(19) . .
P1 Ru1 N1 C2 109.00(18) . .
N5 Ru1 N3 C8 171.9(2) . .
N1 Ru1 N3 C8 -16.8(2) . .
O3 Ru1 N3 C8 -104.4(2) . .
P1 Ru1 N3 C8 78.7(2) . .
N5 Ru1 N3 C15 -4.6(2) . .
N1 Ru1 N3 C15 166.7(2) . .
O3 Ru1 N3 C15 79.09(19) . .
P1 Ru1 N3 C15 -97.88(19) . .
N3 Ru1 N5 C20 179.61(19) . .
N1 Ru1 N5 C20 84.8(6) . .
O3 Ru1 N5 C20 88.84(19) . .
P1 Ru1 N5 C20 -91.52(19) . .
N3 Ru1 N5 C16 4.3(2) . .
N1 Ru1 N5 C16 -90.6(6) . .
O3 Ru1 N5 C16 -86.5(2) . .
P1 Ru1 N5 C16 93.1(2) . .
C6 N1 C2 C3 3.2(4) . .
Ru1 N1 C2 C3 -178.6(2) . .
C6 N1 C2 C1 -177.6(2) . .
Ru1 N1 C2 C1 0.6(3) . .
N1 C2 C3 C4 -1.1(4) . .
C1 C2 C3 C4 179.7(3) . .
C2 C3 C4 C5 -1.8(4) . .
C3 C4 C5 C6 2.5(4) . .
C2 N1 C6 C5 -2.4(4) . .
Ru1 N1 C6 C5 179.50(19) . .
C2 N1 C6 N2 177.4(2) . .
Ru1 N1 C6 N2 -0.6(3) . .
C4 C5 C6 N1 -0.4(4) . .
C4 C5 C6 N2 179.7(2) . .
C8 N2 C6 N1 -23.8(4) . .
C7 N2 C6 N1 155.9(2) . .
C8 N2 C6 C5 156.1(2) . .
C7 N2 C6 C5 -24.3(3) . .
C15 N3 C8 N2 178.6(2) . .
Ru1 N3 C8 N2 1.6(3) . .
C15 N3 C8 C9 -0.6(3) . .
Ru1 N3 C8 C9 -177.51(17) . .
C6 N2 C8 N3 24.0(4) . .
C7 N2 C8 N3 -155.7(2) . .
C6 N2 C8 C9 -157.0(2) . .
C7 N2 C8 C9 23.4(4) . .
N3 C8 C9 C10 -177.8(3) . .
N2 C8 C9 C10 3.1(5) . .
N3 C8 C9 C14 0.0(3) . .
N2 C8 C9 C14 -179.1(2) . .
C14 C9 C10 C11 1.8(4) . .
C8 C9 C10 C11 179.4(3) . .
C9 C10 C11 C12 -0.5(4) . .
C10 C11 C12 C13 -0.8(5) . .
C11 C12 C13 C14 0.6(5) . .
C12 C13 C14 C9 0.7(4) . .
C12 C13 C14 C15 179.8(3) . .
C10 C9 C14 C13 -1.9(4) . .
C8 C9 C14 C13 179.8(2) . .
C10 C9 C14 C15 178.7(2) . .
C8 C9 C14 C15 0.5(3) . .
C16 N4 C15 N3 1.6(4) . .
C16 N4 C15 C14 -172.8(2) . .
C8 N3 C15 N4 -174.2(3) . .
Ru1 N3 C15 N4 2.9(4) . .
C8 N3 C15 C14 0.9(3) . .
Ru1 N3 C15 C14 177.99(16) . .
C13 C14 C15 N4 -4.6(5) . .
C9 C14 C15 N4 174.6(2) . .
C13 C14 C15 N3 179.9(3) . .
C9 C14 C15 N3 -0.9(3) . .
C20 N5 C16 N4 -176.8(2) . .
Ru1 N5 C16 N4 -1.7(4) . .
C20 N5 C16 C17 4.3(4) . .
Ru1 N5 C16 C17 179.40(19) . .
C15 N4 C16 N5 -2.2(4) . .
C15 N4 C16 C17 176.7(3) . .
N5 C16 C17 C18 -0.7(4) . .
N4 C16 C17 C18 -179.7(3) . .
C16 C17 C18 C19 -1.7(4) . .
C17 C18 C19 C20 0.7(4) . .
C16 N5 C20 C19 -5.4(4) . .
Ru1 N5 C20 C19 178.9(2) . .
C16 N5 C20 C21 172.8(2) . .
Ru1 N5 C20 C21 -2.9(3) . .
C18 C19 C20 N5 2.9(4) . .
C18 C19 C20 C21 -175.1(3) . .
C34 P1 C22 C27 -2.1(3) . .
C28 P1 C22 C27 -110.0(2) . .
Ru1 P1 C22 C27 120.2(2) . .
C34 P1 C22 C23 173.9(2) . .
C28 P1 C22 C23 66.1(2) . .
Ru1 P1 C22 C23 -63.7(2) . .
C27 C22 C23 C24 -2.6(4) . .
P1 C22 C23 C24 -178.9(2) . .
C22 C23 C24 C25 1.0(4) . .
C23 C24 C25 C26 0.7(4) . .
C24 C25 C26 C27 -0.7(4) . .
C23 C22 C27 C26 2.5(4) . .
P1 C22 C27 C26 178.5(2) . .
C25 C26 C27 C22 -1.0(4) . .
C34 P1 C28 C29 151.1(3) . .
C22 P1 C28 C29 -96.5(3) . .
Ru1 P1 C28 C29 30.1(3) . .
C34 P1 C28 C33 -35.9(3) . .
C22 P1 C28 C33 76.5(3) . .
Ru1 P1 C28 C33 -156.8(2) . .
C33 C28 C29 C30 2.0(5) . .
P1 C28 C29 C30 175.1(3) . .
C28 C29 C30 C31 0.2(6) . .
C29 C30 C31 C32 -1.9(7) . .
C30 C31 C32 C33 1.3(7) . .
C31 C32 C33 C28 0.9(6) . .
C29 C28 C33 C32 -2.6(5) . .
P1 C28 C33 C32 -175.8(3) . .
C28 P1 C34 C35 151.5(3) . .
C22 P1 C34 C35 47.5(3) . .
Ru1 P1 C34 C35 -79.5(3) . .
C28 P1 C34 C39 -39.6(3) . .
C22 P1 C34 C39 -143.6(2) . .
Ru1 P1 C34 C39 89.4(2) . .
C39 C34 C35 C36 0.6(4) . .
P1 C34 C35 C36 169.5(2) . .
C34 C35 C36 C37 0.8(5) . .
C35 C36 C37 C38 -1.6(5) . .
C36 C37 C38 C39 1.0(6) . .
C35 C34 C39 C38 -1.2(4) . .
P1 C34 C39 C38 -170.6(3) . .
C37 C38 C39 C34 0.5(5) . .
C43 C41 C42 C43 2.6(17) 2_755 .
C41 C42 C43 C41 -3.6(14) . 2_755
C43A C41A C42A C43A -4.6(14) 2_755 .
C41A C42A C43A C41A 2.8(15) . 2_755
O1 S1 O3 Ru1 15.3(2) . .
O2 S1 O3 Ru1 -121.46(17) . .
C40 S1 O3 Ru1 127.96(17) . .
N3 Ru1 O3 S1 28.05(17) . .
N5 Ru1 O3 S1 119.08(17) . .
N1 Ru1 O3 S1 -61.54(17) . .
P1 Ru1 O3 S1 112.4(10) . .
O1 S1 C40 F2 -178.3(2) . .
O2 S1 C40 F2 -55.6(3) . .
O3 S1 C40 F2 61.8(2) . .
O1 S1 C40 F1 -57.7(3) . .
O2 S1 C40 F1 65.1(3) . .
O3 S1 C40 F1 -177.5(2) . .
O1 S1 C40 F3 61.5(2) . .
O2 S1 C40 F3 -175.7(2) . .
O3 S1 C40 F3 -58.4(2) . .
O5 S2 C44 F6 58.6(4) . .
O6 S2 C44 F6 178.7(3) . .
O4 S2 C44 F6 -58.9(4) . .
O5 S2 C44 F5 -61.8(4) . .
O6 S2 C44 F5 58.3(4) . .
O4 S2 C44 F5 -179.3(4) . .
O5 S2 C44 F4 178.9(3) . .
O6 S2 C44 F4 -60.9(3) . .
O4 S2 C44 F4 61.4(3) . .
O4A S2A C44A F4A 179.4(7) . .
O5A S2A C44A F4A -59.4(9) . .
O6A S2A C44A F4A 57.3(9) . .
O4A S2A C44A F6A 56.7(10) . .
O5A S2A C44A F6A 177.9(11) . .
O6A S2A C44A F6A -65.4(11) . .
O4A S2A C44A F5A -60.7(9) . .
O5A S2A C44A F5A 60.5(10) . .
O6A S2A C44A F5A 177.1(9) . .
