#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/90/2019088.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2019088
loop_
_publ_author_name
'Santiso-Quinones, Gustavo'
'Rodriguez-Lugo, Rafael E.'
_publ_section_title
;
 A mixed chloride/trifluoromethanesulfonate ligand species in a
 ruthenium(II) complex
;
_journal_coeditor_code           SF3205
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              859
_journal_page_last               861
_journal_paper_doi               10.1107/S0108270113019057
_journal_volume                  69
_journal_year                    2013
_chemical_formula_iupac
;
[Ru (Cl)0.91 (C F3 S O3)0.09 (C6 H8 N2) (C15 H13 N) (C18 H15 P)]
C F3 S O3, 0.91C H2 Cl2
;
_chemical_formula_moiety
'C39.09 H36 Cl0.91 F0.26 N3 O0.26 P Ru S0.09 +, C F3 O3 S -, 0.91(C H2 Cl2)'
_chemical_formula_sum            'C41 H37.83 Cl2.74 F3.26 N3 O3.26 P Ru S1.09'
_chemical_formula_weight         950.79
_chemical_name_systematic
;[2-(Aminomethyl)pyridine-κ²N,N'][chlorido/trifluoromethanesulfonato(0.91/0.09)][(10,11-η)-5H-dibenzo[a,d]cyclohepten-5-amine-κN](triphenylphosphane-κP)ruthenium(II)
trifluoromethanesulfonate dichloromethane 0.91-solvate,
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 94.019(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.374(3)
_cell_length_b                   15.875(3)
_cell_length_c                   17.235(3)
_cell_measurement_reflns_used    6919
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.03
_cell_measurement_theta_min      2.30
_cell_volume                     3923.1(13)
_computing_cell_refinement       'SAINT (Bruker, 2012)'
_computing_data_collection       'APEX2 (Bruker, 2012)'
_computing_data_reduction        'SAINT (Bruker, 2012)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0460
_diffrn_reflns_av_sigmaI/netI    0.0390
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            37064
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         1.75
_exptl_absorpt_coefficient_mu    0.746
_exptl_absorpt_correction_T_max  0.9852
_exptl_absorpt_correction_T_min  0.8072
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   '(SADABS; Bruker, 2012)'
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.610
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             1933
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.914
_refine_diff_density_min         -0.599
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     633
_refine_ls_number_reflns         6919
_refine_ls_number_restraints     19
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0521
_refine_ls_R_factor_gt           0.0342
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0348P)²+4.7300P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0746
_refine_ls_wR_factor_ref         0.0816
_reflns_number_gt                5507
_reflns_number_total             6919
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            sf3205.cif
_cod_data_source_block           I
_cod_original_cell_volume        3923.1(12)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2019088
_cod_database_fobs_code          2019088
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
S S1A 0.40041(6) 0.50336(5) 0.86059(4) 0.02054(18) Uani d D 1 1 . .
O O1A 0.38103(17) 0.41953(13) 0.83163(13) 0.0285(5) Uani d D 1 1 . .
O O1B 0.40893(18) 0.50907(16) 0.94324(13) 0.0379(6) Uani d D 1 1 . .
O O1C 0.46730(16) 0.54959(13) 0.81939(13) 0.0284(5) Uani d D 1 1 . .
C C1A 0.2919(2) 0.5577(2) 0.8339(2) 0.0307(8) Uani d D 1 1 . .
F F1A 0.22144(14) 0.52617(13) 0.87042(12) 0.0391(5) Uani d D 1 1 . .
F F1B 0.29907(16) 0.63922(12) 0.85265(16) 0.0584(7) Uani d D 1 1 . .
F F1C 0.27027(15) 0.55322(15) 0.75829(13) 0.0505(6) Uani d D 1 1 . .
Ru Ru1 0.295976(18) 0.303490(15) 0.388544(14) 0.01672(8) Uani d . 1 1 . .
Cl Cl1 0.21086(7) 0.32630(5) 0.50401(7) 0.0217(2) Uani d P 0.914(2) 1 A 1
S S2A 0.1827(9) 0.3147(6) 0.5465(8) 0.036(3) Uani d PD 0.086(2) 1 A 2
O O2A 0.190(2) 0.3297(18) 0.4640(12) 0.038(6) Uiso d PD 0.086(2) 1 A 2
O O2B 0.2028(18) 0.3883(13) 0.5919(14) 0.038(6) Uiso d PD 0.086(2) 1 A 2
O O2C 0.2188(18) 0.2353(12) 0.5735(15) 0.040(8) Uiso d PD 0.086(2) 1 A 2
C C2A 0.0575(13) 0.3035(16) 0.5538(15) 0.041(11) Uiso d PD 0.086(2) 1 A 2
F F2A 0.019(2) 0.2411(18) 0.5114(17) 0.077(7) Uiso d PD 0.086(2) 1 A 2
F F2B 0.044(2) 0.282(2) 0.6275(15) 0.077(7) Uiso d PD 0.086(2) 1 A 2
F F2C 0.0108(19) 0.3733(16) 0.5357(18) 0.077(7) Uiso d PD 0.086(2) 1 A 2
N N1 0.3605(2) 0.20328(17) 0.45604(17) 0.0209(6) Uani d . 1 1 A .
N N2 0.34610(17) 0.25516(15) 0.28486(14) 0.0185(6) Uani d . 1 1 A .
H H2A 0.3752 0.2978 0.2597 0.022 Uiso calc R 1 1 . .
H H2B 0.3898 0.2142 0.2974 0.022 Uiso calc R 1 1 . .
N N3 0.19411(18) 0.21017(15) 0.35030(16) 0.0221(6) Uani d . 1 1 A .
P P1 0.21054(6) 0.41371(5) 0.32907(5) 0.01756(18) Uani d . 1 1 A .
C C1 0.4563(2) 0.21272(18) 0.49473(17) 0.0180(7) Uani d . 1 1 . .
H H1 0.4738 0.1587 0.5217 0.022 Uiso calc R 1 1 A .
C C2 0.4592(2) 0.28222(18) 0.55465(18) 0.0191(7) Uani d . 1 1 A .
C C3 0.4299(2) 0.36354(19) 0.53325(18) 0.0196(7) Uani d . 1 1 . .
C C4 0.3972(2) 0.38813(19) 0.45401(18) 0.0191(7) Uani d . 1 1 A .
C C5 0.4365(2) 0.36026(19) 0.38720(18) 0.0185(7) Uani d . 1 1 A .
C C6 0.5154(2) 0.30079(19) 0.38592(16) 0.0175(6) Uani d . 1 1 . .
C C7 0.5260(2) 0.22997(18) 0.43529(17) 0.0178(7) Uani d . 1 1 A .
C C8 0.4367(2) 0.4272(2) 0.58989(19) 0.0225(7) Uani d . 1 1 A .
C C9 0.4737(2) 0.4115(2) 0.66425(19) 0.0229(7) Uani d . 1 1 . .
C C10 0.5033(2) 0.3312(2) 0.68424(18) 0.0232(7) Uani d . 1 1 A .
H H10 0.5294 0.3200 0.7354 0.028 Uiso calc R 1 1 . .
C C11 0.4951(2) 0.2668(2) 0.62993(18) 0.0212(7) Uani d . 1 1 . .
C C12 0.5843(2) 0.3171(2) 0.33549(18) 0.0204(7) Uani d . 1 1 A .
C C13 0.6629(2) 0.2665(2) 0.33391(18) 0.0239(7) Uani d . 1 1 . .
H H13 0.7104 0.2800 0.3004 0.029 Uiso calc R 1 1 A .
C C14 0.6717(2) 0.1962(2) 0.38131(18) 0.0242(7) Uani d . 1 1 A .
H H14 0.7247 0.1606 0.3797 0.029 Uiso calc R 1 1 . .
C C15 0.6032(2) 0.1782(2) 0.43093(18) 0.0214(7) Uani d . 1 1 . .
C C16 0.2721(2) 0.2192(2) 0.2317(2) 0.0226(7) Uani d . 1 1 . .
C C17 0.1999(2) 0.18044(18) 0.2775(2) 0.0240(7) Uani d . 1 1 A .
C C18 0.1396(3) 0.1194(2) 0.2458(2) 0.0311(8) Uani d . 1 1 . .
C C19 0.0718(3) 0.0878(2) 0.2901(3) 0.0393(10) Uani d . 1 1 A .
C C20 0.0668(3) 0.1160(2) 0.3648(2) 0.0377(9) Uani d . 1 1 . .
H H20 0.0210 0.0940 0.3964 0.045 Uiso calc R 1 1 A .
C C21 0.1288(2) 0.1764(2) 0.3938(2) 0.0297(8) Uani d . 1 1 A .
H H21 0.1255 0.1950 0.4459 0.036 Uiso calc R 1 1 . .
C C22 0.0842(2) 0.40524(19) 0.33985(18) 0.0218(7) Uani d . 1 1 . .
C C23 0.0373(2) 0.4623(2) 0.3848(2) 0.0268(8) Uani d . 1 1 A .
C C24 -0.0572(3) 0.4534(2) 0.3935(2) 0.0321(9) Uani d . 1 1 . .
C C25 -0.1061(3) 0.3884(3) 0.3574(2) 0.0344(9) Uani d . 1 1 A .
C C26 -0.0617(2) 0.3312(2) 0.3127(2) 0.0342(9) Uani d . 1 1 . .
H H26 -0.0958 0.2866 0.2874 0.041 Uiso calc R 1 1 A .
C C27 0.0335(2) 0.3393(2) 0.3046(2) 0.0281(8) Uani d . 1 1 A .
C C28 0.2352(2) 0.52026(18) 0.36621(17) 0.0176(7) Uani d . 1 1 . .
C C29 0.2453(2) 0.5884(2) 0.31748(19) 0.0264(8) Uani d . 1 1 A .
H H29 0.2387 0.5809 0.2627 0.032 Uiso calc R 1 1 . .
C C30 0.2650(3) 0.6676(2) 0.3484(2) 0.0338(9) Uani d . 1 1 . .
C C31 0.2759(3) 0.6794(2) 0.4268(2) 0.0297(8) Uani d . 1 1 A .
C C32 0.2654(2) 0.6129(2) 0.47650(19) 0.0284(8) Uani d . 1 1 . .
H H32 0.2729 0.6210 0.5312 0.034 Uiso calc R 1 1 A .
C C33 0.2437(2) 0.5341(2) 0.44621(19) 0.0241(7) Uani d . 1 1 A .
C C34 0.2170(2) 0.42930(18) 0.22363(17) 0.0187(7) Uani d . 1 1 . .
C C35 0.1394(3) 0.4336(2) 0.1710(2) 0.0267(8) Uani d . 1 1 A .
C C36 0.1491(3) 0.4468(2) 0.0933(2) 0.0327(9) Uani d . 1 1 . .
C C37 0.2365(3) 0.4572(2) 0.0655(2) 0.0297(8) Uani d . 1 1 A .
C C38 0.3148(2) 0.45337(19) 0.11721(18) 0.0239(7) Uani d . 1 1 . .
H H38 0.3752 0.4602 0.0989 0.029 Uiso calc R 1 1 A .
C C39 0.3050(2) 0.43958(18) 0.19505(18) 0.0211(7) Uani d . 1 1 A .
H H39 0.3590 0.4370 0.2300 0.025 Uiso calc R 1 1 . .
Cl Cl3 -0.09367(10) 0.16483(10) 0.51644(11) 0.0837(6) Uani d P 0.914(2) 1 A 1
Cl Cl4 -0.01010(11) 0.28812(11) 0.62236(8) 0.0703(5) Uani d P 0.914(2) 1 A 1
C C50 -0.0482(3) 0.2672(3) 0.5272(3) 0.0442(11) Uani d P 0.914(2) 1 A 1
H H50A 0.0046 0.2737 0.4937 0.053 Uiso calc PR 0.914(2) 1 A 1
H H50B -0.0969 0.3085 0.5099 0.053 Uiso calc PR 0.914(2) 1 A 1
H H1A 0.323(3) 0.194(2) 0.492(2) 0.030(10) Uiso d . 1 1 . .
H H1B 0.360(2) 0.160(2) 0.426(2) 0.031(10) Uiso d . 1 1 . .
H H4 0.373(2) 0.444(2) 0.4507(17) 0.017(8) Uiso d . 1 1 . .
H H5 0.432(2) 0.3958(19) 0.3446(17) 0.016(8) Uiso d . 1 1 . .
H H8 0.419(2) 0.479(2) 0.5771(17) 0.015(8) Uiso d . 1 1 . .
H H9 0.479(2) 0.456(2) 0.7017(18) 0.022(9) Uiso d . 1 1 . .
H H11 0.514(2) 0.213(2) 0.6447(17) 0.015(8) Uiso d . 1 1 . .
H H12 0.583(2) 0.361(2) 0.3041(18) 0.019(9) Uiso d . 1 1 . .
H H15 0.608(2) 0.131(2) 0.4639(18) 0.020(8) Uiso d . 1 1 . .
H H16A 0.300(2) 0.182(2) 0.1965(18) 0.019(8) Uiso d . 1 1 . .
H H16B 0.242(2) 0.264(2) 0.1990(19) 0.029(9) Uiso d . 1 1 . .
H H18 0.149(2) 0.103(2) 0.194(2) 0.034(10) Uiso d . 1 1 . .
H H19 0.029(3) 0.048(3) 0.274(2) 0.052(12) Uiso d . 1 1 . .
H H23 0.069(2) 0.508(2) 0.4062(19) 0.025(9) Uiso d . 1 1 . .
H H24 -0.089(3) 0.490(2) 0.423(2) 0.037(11) Uiso d . 1 1 . .
H H25 -0.170(3) 0.383(2) 0.361(2) 0.039(11) Uiso d . 1 1 . .
H H27 0.057(2) 0.305(2) 0.2712(19) 0.024(9) Uiso d . 1 1 . .
H H30 0.269(3) 0.712(3) 0.315(2) 0.053(13) Uiso d . 1 1 . .
H H31 0.286(2) 0.733(2) 0.4452(19) 0.029(9) Uiso d . 1 1 . .
H H33 0.236(2) 0.488(2) 0.4800(19) 0.031(10) Uiso d . 1 1 . .
H H35 0.083(2) 0.427(2) 0.1878(18) 0.021(9) Uiso d . 1 1 . .
H H36 0.099(3) 0.450(2) 0.059(2) 0.032(10) Uiso d . 1 1 . .
H H37 0.242(2) 0.469(2) 0.014(2) 0.023(9) Uiso d . 1 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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_publ_flag
P1 Ru1 N1 171.71(9) y
P1 Ru1 N2 95.78(7) y
P1 Ru1 N3 93.19(7) y
P1 Ru1 ct1 96.58(7) y
N1 Ru1 N2 91.68(11) y
N1 Ru1 N3 85.10(10) y
N1 Ru1 ct1 86.30(10) y
N2 Ru1 N3 75.92(10) y
N2 Ru1 ct1 95.30(10) y
N3 Ru1 ct1 167.50(10) y
P1 Ru1 Cl1 88.19(3) y
P1 Ru1 O2A 75.1(7) y
N1 Ru1 Cl1 83.68(9) y
N1 Ru1 O2A 96.6(7) y
N2 Ru1 Cl1 164.57(7) y
N2 Ru1 O2A 153.3(8) y
N3 Ru1 Cl1 89.00(8) y
N3 Ru1 O2A 79.6(8) y
O1B S1A O1C 116.64(15) ?
O1B S1A O1A 113.96(15) ?
O1C S1A O1A 114.85(14) ?
O1B S1A C1A 103.64(16) ?
O1C S1A C1A 103.01(15) ?
O1A S1A C1A 102.09(15) ?
F1C C1A F1A 108.2(3) ?
F1C C1A F1B 107.5(3) ?
F1A C1A F1B 107.4(3) ?
F1C C1A S1A 111.4(3) ?
F1A C1A S1A 111.8(2) ?
F1B C1A S1A 110.5(2) ?
O2A Ru1 C5 128.6(8) ?
N2 Ru1 C5 76.93(11) ?
N1 Ru1 C5 86.98(11) ?
N3 Ru1 C5 151.44(11) ?
O2A Ru1 C4 92.5(8) ?
N2 Ru1 C4 113.39(11) ?
N1 Ru1 C4 86.00(11) ?
N3 Ru1 C4 167.32(11) ?
C5 Ru1 C4 36.46(11) ?
C5 Ru1 P1 98.20(8) ?
C4 Ru1 P1 94.32(8) ?
O2A Ru1 Cl1 16.7(7) ?
C5 Ru1 Cl1 117.33(8) ?
C4 Ru1 Cl1 81.05(9) ?
O2B S2A O2C 119.3(16) ?
O2B S2A O2A 112.2(16) ?
O2C S2A O2A 114.4(16) ?
O2B S2A C2A 101.9(14) ?
O2C S2A C2A 103.3(14) ?
O2A S2A C2A 102.9(14) ?
S2A O2A Ru1 132.5(18) ?
F2C C2A F2A 108(2) ?
F2C C2A F2B 109(2) ?
F2A C2A F2B 105(2) ?
F2C C2A S2A 112.9(18) ?
F2A C2A S2A 114.2(19) ?
F2B C2A S2A 107.5(19) ?
C1 N1 Ru1 121.19(19) ?
C1 N1 H1A 108(2) ?
Ru1 N1 H1A 105(2) ?
C1 N1 H1B 109(2) ?
Ru1 N1 H1B 106(2) ?
H1A N1 H1B 108(3) ?
C16 N2 Ru1 113.1(2) ?
C16 N2 H2A 109.0 ?
Ru1 N2 H2A 109.0 ?
C16 N2 H2B 109.0 ?
Ru1 N2 H2B 109.0 ?
H2A N2 H2B 107.8 ?
C17 N3 C21 117.9(3) ?
C17 N3 Ru1 116.1(2) ?
C21 N3 Ru1 125.9(2) ?
C28 P1 C34 101.44(13) ?
C28 P1 C22 101.51(14) ?
C34 P1 C22 103.14(14) ?
C28 P1 Ru1 117.09(10) ?
C34 P1 Ru1 118.21(10) ?
C22 P1 Ru1 113.14(10) ?
N1 C1 C7 110.5(2) ?
N1 C1 C2 111.0(3) ?
C7 C1 C2 110.2(2) ?
N1 C1 H1 108.4 ?
C7 C1 H1 108.4 ?
C2 C1 H1 108.4 ?
C11 C2 C3 119.7(3) ?
C11 C2 C1 120.2(3) ?
C3 C2 C1 120.0(3) ?
C2 C3 C8 118.4(3) ?
C2 C3 C4 124.2(3) ?
C8 C3 C4 117.3(3) ?
C5 C4 C3 124.4(3) ?
C5 C4 Ru1 71.16(17) ?
C3 C4 Ru1 117.8(2) ?
C5 C4 H4 114.6(18) ?
C3 C4 H4 113.3(18) ?
Ru1 C4 H4 107.6(18) ?
C4 C5 C6 124.9(3) ?
C4 C5 Ru1 72.38(18) ?
C6 C5 Ru1 116.3(2) ?
C4 C5 H5 116.9(19) ?
C6 C5 H5 113.0(19) ?
Ru1 C5 H5 104.0(19) ?
C12 C6 C7 118.4(3) ?
C12 C6 C5 118.2(3) ?
C7 C6 C5 123.4(3) ?
C15 C7 C6 119.5(3) ?
C15 C7 C1 120.1(3) ?
C6 C7 C1 120.4(3) ?
C9 C8 C3 121.4(3) ?
C9 C8 H8 119.1(19) ?
C3 C8 H8 119.5(19) ?
C8 C9 C10 119.5(3) ?
C8 C9 H9 120.5(19) ?
C10 C9 H9 120.0(19) ?
C9 C10 C11 120.2(3) ?
C9 C10 H10 119.9 ?
C11 C10 H10 119.9 ?
C2 C11 C10 120.8(3) ?
C2 C11 H11 120.2(19) ?
C10 C11 H11 119.0(19) ?
C6 C12 C13 121.4(3) ?
C6 C12 H12 123(2) ?
C13 C12 H12 116(2) ?
C14 C13 C12 119.8(3) ?
C14 C13 H13 120.1 ?
C12 C13 H13 120.1 ?
C15 C14 C13 119.5(3) ?
C15 C14 H14 120.2 ?
C13 C14 H14 120.2 ?
C14 C15 C7 121.3(3) ?
C14 C15 H15 120.7(19) ?
C7 C15 H15 118.0(19) ?
N2 C16 C17 109.5(3) ?
N2 C16 H16A 108.8(19) ?
C17 C16 H16A 115.1(19) ?
N2 C16 H16B 110.5(19) ?
C17 C16 H16B 108(2) ?
H16A C16 H16B 105(3) ?
N3 C17 C18 122.3(3) ?
N3 C17 C16 116.2(3) ?
C18 C17 C16 121.4(3) ?
C19 C18 C17 118.9(4) ?
C19 C18 H18 125(2) ?
C17 C18 H18 116(2) ?
C20 C19 C18 119.3(4) ?
C20 C19 H19 116(3) ?
C18 C19 H19 125(3) ?
C19 C20 C21 119.5(4) ?
C19 C20 H20 120.2 ?
C21 C20 H20 120.2 ?
N3 C21 C20 122.0(4) ?
N3 C21 H21 119.0 ?
C20 C21 H21 119.0 ?
C27 C22 C23 118.2(3) ?
C27 C22 P1 120.0(3) ?
C23 C22 P1 121.7(3) ?
C24 C23 C22 120.7(3) ?
C24 C23 H23 120(2) ?
C22 C23 H23 119(2) ?
C25 C24 C23 120.1(4) ?
C25 C24 H24 118(2) ?
C23 C24 H24 122(2) ?
C24 C25 C26 120.4(4) ?
C24 C25 H25 121(2) ?
C26 C25 H25 118(2) ?
C25 C26 C27 119.6(4) ?
C25 C26 H26 120.2 ?
C27 C26 H26 120.2 ?
C22 C27 C26 121.0(4) ?
C22 C27 H27 122(2) ?
C26 C27 H27 116(2) ?
C29 C28 C33 118.2(3) ?
C29 C28 P1 122.3(2) ?
C33 C28 P1 119.5(2) ?
C28 C29 C30 120.2(3) ?
C28 C29 H29 119.9 ?
C30 C29 H29 119.9 ?
C31 C30 C29 120.7(3) ?
C31 C30 H30 121(3) ?
C29 C30 H30 118(3) ?
C30 C31 C32 120.2(3) ?
C30 C31 H31 119(2) ?
C32 C31 H31 121(2) ?
C31 C32 C33 119.4(3) ?
C31 C32 H32 120.3 ?
C33 C32 H32 120.3 ?
C32 C33 C28 121.2(3) ?
C32 C33 H33 120(2) ?
C28 C33 H33 119(2) ?
C35 C34 C39 117.9(3) ?
C35 C34 P1 123.9(3) ?
C39 C34 P1 118.2(2) ?
C36 C35 C34 120.9(4) ?
C36 C35 H35 120(2) ?
C34 C35 H35 120(2) ?
C35 C36 C37 120.8(4) ?
C35 C36 H36 121(2) ?
C37 C36 H36 118(2) ?
C36 C37 C38 119.2(3) ?
C36 C37 H37 120(2) ?
C38 C37 H37 121(2) ?
C39 C38 C37 119.9(3) ?
C39 C38 H38 120.0 ?
C37 C38 H38 120.0 ?
C38 C39 C34 121.3(3) ?
C38 C39 H39 119.4 ?
C34 C39 H39 119.4 ?
Cl4 C50 Cl3 111.7(3) ?
Cl4 C50 H50A 109.3 ?
Cl3 C50 H50A 109.3 ?
Cl4 C50 H50B 109.3 ?
Cl3 C50 H50B 109.3 ?
H50A C50 H50B 107.9 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S1A O1B 1.424(2) ?
S1A O1C 1.436(2) ?
S1A O1A 1.442(2) ?
S1A C1A 1.813(4) ?
C1A F1C 1.320(4) ?
C1A F1A 1.328(4) ?
C1A F1B 1.336(4) ?
Ru1 O2A 2.11(3) y
Ru1 N1 2.143(3) y
Ru1 N2 2.117(2) y
Ru1 N3 2.154(3) y
Ru1 C5 2.213(3) ?
Ru1 C4 2.229(3) ?
Ru1 P1 2.3332(8) y
Ru1 Cl1 2.4351(13) y
S2A O2B 1.424(16) ?
S2A O2C 1.428(16) ?
S2A O2A 1.453(16) ?
S2A C2A 1.821(17) ?
C2A F2C 1.321(18) ?
C2A F2A 1.328(18) ?
C2A F2B 1.342(19) ?
N1 C1 1.495(4) ?
N1 H1A 0.87(4) ?
N1 H1B 0.86(4) ?
N2 C16 1.469(4) ?
N2 H2A 0.9200 ?
N2 H2B 0.9200 ?
N3 C17 1.348(4) ?
N3 C21 1.352(4) ?
P1 C28 1.834(3) ?
P1 C34 1.843(3) ?
P1 C22 1.843(3) ?
C1 C7 1.507(4) ?
C1 C2 1.510(4) ?
C1 H1 1.0000 ?
C2 C11 1.384(4) ?
C2 C3 1.399(4) ?
C3 C8 1.404(4) ?
C3 C4 1.465(4) ?
C4 C5 1.390(4) ?
C4 H4 0.95(3) ?
C5 C6 1.478(4) ?
C5 H5 0.93(3) ?
C6 C12 1.387(4) ?
C6 C7 1.412(4) ?
C7 C15 1.387(4) ?
C8 C9 1.376(5) ?
C8 H8 0.89(3) ?
C9 C10 1.379(5) ?
C9 H9 0.95(3) ?
C10 C11 1.385(5) ?
C10 H10 0.9500 ?
C11 H11 0.92(3) ?
C12 C13 1.388(5) ?
C12 H12 0.88(3) ?
C13 C14 1.383(5) ?
C13 H13 0.9500 ?
C14 C15 1.380(5) ?
C14 H14 0.9500 ?
C15 H15 0.95(3) ?
C16 C17 1.481(5) ?
C16 H16A 0.95(3) ?
C16 H16B 0.99(3) ?
C17 C18 1.387(5) ?
C18 C19 1.374(5) ?
C18 H18 0.95(4) ?
C19 C20 1.369(6) ?
C19 H19 0.92(4) ?
C20 C21 1.380(5) ?
C20 H20 0.9500 ?
C21 H21 0.9500 ?
C22 C27 1.391(5) ?
C22 C23 1.395(5) ?
C23 C24 1.385(5) ?
C23 H23 0.92(3) ?
C24 C25 1.374(5) ?
C24 H24 0.92(4) ?
C25 C26 1.376(5) ?
C25 H25 0.93(4) ?
C26 C27 1.391(5) ?
C26 H26 0.9500 ?
C27 H27 0.88(3) ?
C28 C29 1.383(4) ?
C28 C33 1.393(4) ?
C29 C30 1.388(5) ?
C29 H29 0.9500 ?
C30 C31 1.362(5) ?
C30 H30 0.91(4) ?
C31 C32 1.375(5) ?
C31 H31 0.91(4) ?
C32 C33 1.383(5) ?
C32 H32 0.9500 ?
C33 H33 0.95(3) ?
C34 C35 1.389(5) ?
C34 C39 1.399(4) ?
C35 C36 1.372(5) ?
C35 H35 0.89(3) ?
C36 C37 1.386(5) ?
C36 H36 0.90(4) ?
C37 C38 1.388(5) ?
C37 H37 0.92(3) ?
C38 C39 1.376(4) ?
C38 H38 0.9500 ?
C39 H39 0.9500 ?
Cl3 C50 1.757(5) ?
Cl4 C50 1.724(5) ?
C50 H50A 0.9900 ?
C50 H50B 0.9900 ?
Ru1 ct1 2.109(3) y
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
O1B S1A C1A F1C -175.8(2)
O1C S1A C1A F1C 62.3(3)
O1A S1A C1A F1C -57.1(3)
O1B S1A C1A F1A -54.6(3)
O1C S1A C1A F1A -176.6(2)
O1A S1A C1A F1A 64.1(3)
O1B S1A C1A F1B 64.9(3)
O1C S1A C1A F1B -57.1(3)
O1A S1A C1A F1B -176.4(2)
O2B S2A O2A Ru1 100(2)
O2C S2A O2A Ru1 -40(3)
C2A S2A O2A Ru1 -151(2)
N2 Ru1 O2A S2A 130.7(18)
N1 Ru1 O2A S2A 23(2)
N3 Ru1 O2A S2A 107(2)
C5 Ru1 O2A S2A -68(3)
C4 Ru1 O2A S2A -63(2)
P1 Ru1 O2A S2A -157(3)
Cl1 Ru1 O2A S2A -16.1(9)
O2B S2A C2A F2C 52(2)
O2C S2A C2A F2C 176(2)
O2A S2A C2A F2C -65(2)
O2B S2A C2A F2A 176(2)
O2C S2A C2A F2A -60(2)
O2A S2A C2A F2A 59(2)
O2B S2A C2A F2B -69(2)
O2C S2A C2A F2B 56(2)
O2A S2A C2A F2B 175(2)
O2A Ru1 N1 C1 -112.7(8)
N2 Ru1 N1 C1 92.7(2)
N3 Ru1 N1 C1 168.4(3)
C5 Ru1 N1 C1 15.9(2)
C4 Ru1 N1 C1 -20.6(2)
Cl1 Ru1 N1 C1 -102.1(2)
O2A Ru1 N2 C16 1.0(16)
N1 Ru1 N2 C16 109.4(2)
N3 Ru1 N2 C16 24.9(2)
C5 Ru1 N2 C16 -164.1(2)
C4 Ru1 N2 C16 -164.2(2)
P1 Ru1 N2 C16 -67.0(2)
Cl1 Ru1 N2 C16 37.3(4)
O2A Ru1 N3 C17 157.4(7)
N2 Ru1 N3 C17 -11.9(2)
N1 Ru1 N3 C17 -104.9(2)
C5 Ru1 N3 C17 -30.4(3)
C4 Ru1 N3 C17 -150.5(4)
P1 Ru1 N3 C17 83.2(2)
Cl1 Ru1 N3 C17 171.4(2)
O2A Ru1 N3 C21 -26.0(7)
N2 Ru1 N3 C21 164.6(3)
N1 Ru1 N3 C21 71.7(3)
C5 Ru1 N3 C21 146.1(3)
C4 Ru1 N3 C21 26.1(6)
P1 Ru1 N3 C21 -100.2(2)
Cl1 Ru1 N3 C21 -12.1(2)
O2A Ru1 P1 C28 80.0(8)
N2 Ru1 P1 C28 -125.48(13)
N3 Ru1 P1 C28 158.37(13)
C5 Ru1 P1 C28 -47.89(14)
C4 Ru1 P1 C28 -11.41(14)
Cl1 Ru1 P1 C28 69.47(12)
O2A Ru1 P1 C34 -158.2(8)
N2 Ru1 P1 C34 -3.66(13)
N3 Ru1 P1 C34 -79.81(14)
C5 Ru1 P1 C34 73.93(14)
C4 Ru1 P1 C34 110.41(14)
Cl1 Ru1 P1 C34 -168.71(12)
O2A Ru1 P1 C22 -37.5(8)
N2 Ru1 P1 C22 116.98(13)
N3 Ru1 P1 C22 40.83(14)
C5 Ru1 P1 C22 -165.43(14)
C4 Ru1 P1 C22 -128.95(14)
Cl1 Ru1 P1 C22 -48.07(12)
Ru1 N1 C1 C7 -59.9(3)
Ru1 N1 C1 C2 62.7(3)
N1 C1 C2 C11 127.5(3)
C7 C1 C2 C11 -109.8(3)
N1 C1 C2 C3 -55.7(4)
C7 C1 C2 C3 67.1(4)
C11 C2 C3 C8 -0.9(5)
C1 C2 C3 C8 -177.8(3)
C11 C2 C3 C4 175.4(3)
C1 C2 C3 C4 -1.4(5)
C2 C3 C4 C5 -39.6(5)
C8 C3 C4 C5 136.8(3)
C2 C3 C4 Ru1 45.7(4)
C8 C3 C4 Ru1 -137.9(3)
O2A Ru1 C4 C5 -173.2(7)
N2 Ru1 C4 C5 0.2(2)
N1 Ru1 C4 C5 90.34(19)
N3 Ru1 C4 C5 135.9(4)
P1 Ru1 C4 C5 -97.96(17)
Cl1 Ru1 C4 C5 174.56(18)
O2A Ru1 C4 C3 67.1(7)
N2 Ru1 C4 C3 -119.5(2)
N1 Ru1 C4 C3 -29.4(2)
N3 Ru1 C4 C3 16.2(6)
C5 Ru1 C4 C3 -119.7(3)
P1 Ru1 C4 C3 142.3(2)
Cl1 Ru1 C4 C3 54.9(2)
C3 C4 C5 C6 1.2(5)
Ru1 C4 C5 C6 -110.2(3)
C3 C4 C5 Ru1 111.3(3)
O2A Ru1 C5 C4 8.7(9)
N2 Ru1 C5 C4 -179.77(19)
N1 Ru1 C5 C4 -87.34(19)
N3 Ru1 C5 C4 -161.4(2)
P1 Ru1 C5 C4 86.16(17)
Cl1 Ru1 C5 C4 -6.0(2)
O2A Ru1 C5 C6 129.6(9)
N2 Ru1 C5 C6 -58.9(2)
N1 Ru1 C5 C6 33.5(2)
N3 Ru1 C5 C6 -40.5(4)
C4 Ru1 C5 C6 120.9(3)
P1 Ru1 C5 C6 -153.0(2)
Cl1 Ru1 C5 C6 114.8(2)
C4 C5 C6 C12 -138.2(3)
Ru1 C5 C6 C12 135.7(2)
C4 C5 C6 C7 39.5(4)
Ru1 C5 C6 C7 -46.6(4)
C12 C6 C7 C15 -1.3(4)
C5 C6 C7 C15 -179.0(3)
C12 C6 C7 C1 176.0(3)
C5 C6 C7 C1 -1.7(4)
N1 C1 C7 C15 -124.2(3)
C2 C1 C7 C15 112.7(3)
N1 C1 C7 C6 58.4(3)
C2 C1 C7 C6 -64.6(3)
C2 C3 C8 C9 1.9(5)
C4 C3 C8 C9 -174.7(3)
C3 C8 C9 C10 -1.2(5)
C8 C9 C10 C11 -0.5(5)
C3 C2 C11 C10 -0.7(5)
C1 C2 C11 C10 176.1(3)
C9 C10 C11 C2 1.5(5)
C7 C6 C12 C13 -1.1(4)
C5 C6 C12 C13 176.7(3)
C6 C12 C13 C14 2.5(5)
C12 C13 C14 C15 -1.4(5)
C13 C14 C15 C7 -1.1(5)
C6 C7 C15 C14 2.5(5)
C1 C7 C15 C14 -174.9(3)
Ru1 N2 C16 C17 -33.6(3)
C21 N3 C17 C18 2.3(4)
Ru1 N3 C17 C18 179.1(2)
C21 N3 C17 C16 179.8(3)
Ru1 N3 C17 C16 -3.3(3)
N2 C16 C17 N3 23.9(4)
N2 C16 C17 C18 -158.6(3)
N3 C17 C18 C19 -0.3(5)
C16 C17 C18 C19 -177.7(3)
C17 C18 C19 C20 -1.4(5)
C18 C19 C20 C21 1.0(6)
C17 N3 C21 C20 -2.7(5)
Ru1 N3 C21 C20 -179.2(2)
C19 C20 C21 N3 1.0(5)
C28 P1 C22 C27 167.8(3)
C34 P1 C22 C27 63.0(3)
Ru1 P1 C22 C27 -65.8(3)
C28 P1 C22 C23 -14.1(3)
C34 P1 C22 C23 -118.9(3)
Ru1 P1 C22 C23 112.2(3)
C27 C22 C23 C24 -0.4(5)
P1 C22 C23 C24 -178.5(3)
C22 C23 C24 C25 -0.4(5)
C23 C24 C25 C26 0.3(5)
C24 C25 C26 C27 0.5(5)
C23 C22 C27 C26 1.2(5)
P1 C22 C27 C26 179.3(3)
C25 C26 C27 C22 -1.3(5)
C34 P1 C28 C29 5.2(3)
C22 P1 C28 C29 -101.0(3)
Ru1 P1 C28 C29 135.3(2)
C34 P1 C28 C33 -175.2(3)
C22 P1 C28 C33 78.7(3)
Ru1 P1 C28 C33 -45.0(3)
C33 C28 C29 C30 1.1(5)
P1 C28 C29 C30 -179.2(3)
C28 C29 C30 C31 0.9(6)
C29 C30 C31 C32 -1.5(6)
C30 C31 C32 C33 0.0(6)
C31 C32 C33 C28 2.0(5)
C29 C28 C33 C32 -2.5(5)
P1 C28 C33 C32 177.8(3)
C28 P1 C34 C35 -104.2(3)
C22 P1 C34 C35 0.7(3)
Ru1 P1 C34 C35 126.4(2)
C28 P1 C34 C39 74.2(2)
C22 P1 C34 C39 179.0(2)
Ru1 P1 C34 C39 -55.3(3)
C39 C34 C35 C36 0.5(5)
P1 C34 C35 C36 178.8(3)
C34 C35 C36 C37 -0.7(5)
C35 C36 C37 C38 0.5(5)
C36 C37 C38 C39 -0.2(5)
C37 C38 C39 C34 -0.1(5)
C35 C34 C39 C38 -0.1(4)
P1 C34 C39 C38 -178.5(2)
