#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/41/4064102.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_4064102
loop_
_publ_author_name
'Szadkowska, Anna'
'Żukowska, Karolina'
'Pazio, Aleksandra E.'
'Woźniak, Krzysztof'
'Kadyrov, Renat'
'Grela, Karol'
_publ_section_title
;
 Ruthenium Olefin Metathesis Catalysts Containing Six-Membered Sulfone and
 Sulfonamide Chelating Rings
;
_journal_issue                   5
_journal_name_full               Organometallics
_journal_page_first              1130
_journal_page_last               1138
_journal_paper_doi               10.1021/om101129b
_journal_volume                  30
_journal_year                    2011
_chemical_formula_moiety
'2(C43 H56 Br Cl2 N3 O2 Ru S), 2(C4 H10 O), C7'
_chemical_formula_sum            'C101 H132 Br2 Cl4 N6 O6 Ru2 S2'
_chemical_formula_weight         2094.01
_chemical_name_systematic        ?
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                109.096(5)
_cell_angle_beta                 93.843(5)
_cell_angle_gamma                113.136(6)
_cell_formula_units_Z            1
_cell_length_a                   12.9528(8)
_cell_length_b                   13.0824(8)
_cell_length_c                   17.9545(9)
_cell_measurement_reflns_used    765
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.19
_cell_measurement_theta_min      3.05
_cell_volume                     2576.0(3)
_computing_cell_refinement
;
'CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)'
;
_computing_data_collection
;
'CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)'
;
_computing_data_reduction
;
'CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)'
;
_computing_molecular_graphics    'WINGX, MERCURY, ORTEP'
_computing_publication_material  SHELXTL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.4441
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Xcalibur, Opal'
_diffrn_measurement_method       'omega scan'
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.1356
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            10511
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         3.05
_exptl_absorpt_coefficient_mu    1.266
_exptl_absorpt_correction_T_max  0.942
_exptl_absorpt_correction_T_min  0.920
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
; 
'CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.'
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.350
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1086
_exptl_crystal_size_max          0.152
_exptl_crystal_size_mid          0.055
_exptl_crystal_size_min          0.047
_refine_diff_density_max         0.816
_refine_diff_density_min         -1.823
_refine_diff_density_rms         0.134
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.557
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     557
_refine_ls_number_reflns         10511
_refine_ls_number_restraints     48
_refine_ls_restrained_S_all      1.555
_refine_ls_R_factor_all          0.1875
_refine_ls_R_factor_gt           0.1697
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0000P)²+13.9705P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1937
_refine_ls_wR_factor_ref         0.1991
_reflns_number_gt                9619
_reflns_number_total             10511
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om101129b_si_003.cif
_cod_data_source_block           SiPr_SO2_tBu
_cod_original_sg_symbol_Hall     -P1
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4064102
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.26793(7) 0.05464(7) 0.33206(5) 0.00523(18) Uani 1 1 d . . .
Br1 Br 0.20515(12) -0.25209(12) 0.51870(8) 0.0351(4) Uani 1 1 d . . .
Cl1 Cl 0.0729(2) -0.0902(2) 0.31714(16) 0.0201(6) Uani 1 1 d . . .
Cl2 Cl 0.4625(2) 0.1888(2) 0.35057(16) 0.0204(6) Uani 1 1 d . . .
S1 S 0.3190(2) 0.2433(2) 0.52657(15) 0.0135(6) Uani 1 1 d . . .
O1 O 0.2981(6) 0.1260(6) 0.4675(4) 0.0173(17) Uani 1 1 d . . .
O2 O 0.4241(6) 0.3069(6) 0.5883(4) 0.0138(15) Uani 1 1 d . . .
N1 N 0.1845(7) 0.0086(7) 0.1559(5) 0.0149(19) Uani 1 1 d . . .
N2 N 0.2608(7) -0.1093(7) 0.1679(5) 0.0128(18) Uani 1 1 d U . .
N3 N 0.3282(7) -0.0634(7) 0.3765(5) 0.0124(19) Uani 1 1 d . . .
C1 C 0.2398(8) -0.0167(9) 0.2123(6) 0.012(2) Uani 1 1 d . . .
C2 C 0.1579(10) -0.0832(10) 0.0734(6) 0.023(3) Uani 1 1 d U . .
H2A H 0.0779 -0.1425 0.0576 0.027 Uiso 1 1 calc R . .
H2B H 0.1737 -0.0462 0.0341 0.027 Uiso 1 1 calc R . .
C3 C 0.2354(11) -0.1380(11) 0.0809(7) 0.033(3) Uani 1 1 d U . .
H3A H 0.1977 -0.2244 0.0504 0.040 Uiso 1 1 calc R . .
H3B H 0.3049 -0.1027 0.0627 0.040 Uiso 1 1 calc R . .
C4 C 0.1620(9) 0.1093(9) 0.1627(6) 0.015(2) Uani 1 1 d U . .
C5 C 0.2505(9) 0.2156(9) 0.1650(6) 0.014(2) Uani 1 1 d . . .
C6 C 0.2192(10) 0.3018(10) 0.1557(6) 0.023(3) Uani 1 1 d . . .
H6 H 0.2757 0.3719 0.1545 0.028 Uiso 1 1 calc R . .
C7 C 0.1068(10) 0.2861(10) 0.1483(7) 0.026(3) Uani 1 1 d . . .
H7 H 0.0886 0.3461 0.1435 0.031 Uiso 1 1 calc R . .
C8 C 0.0213(10) 0.1815(10) 0.1478(6) 0.023(3) Uani 1 1 d . . .
H8 H -0.0544 0.1715 0.1426 0.028 Uiso 1 1 calc R . .
C9 C 0.0469(9) 0.0893(9) 0.1551(6) 0.016(2) Uani 1 1 d . . .
C10 C 0.3751(9) 0.2372(10) 0.1752(6) 0.022(3) Uani 1 1 d . . .
H10 H 0.3829 0.1837 0.2004 0.027 Uiso 1 1 calc R . .
C12 C -0.0515(9) -0.0245(10) 0.1527(6) 0.021(3) Uani 1 1 d . . .
H12 H -0.0186 -0.0763 0.1619 0.025 Uiso 1 1 calc R . .
C13 C 0.3178(9) -0.1734(9) 0.1913(6) 0.014(2) Uani 1 1 d U . .
C14 C 0.2512(10) -0.2804(10) 0.2028(6) 0.021(3) Uani 1 1 d . . .
C15 C 0.3081(11) -0.3418(10) 0.2197(7) 0.028(3) Uani 1 1 d . . .
H15 H 0.2661 -0.4109 0.2290 0.034 Uiso 1 1 calc R . .
C16 C 0.4229(12) -0.3071(11) 0.2237(8) 0.038(3) Uani 1 1 d . . .
H16 H 0.4583 -0.3508 0.2364 0.046 Uiso 1 1 calc R . .
C17 C 0.4857(11) -0.2063(11) 0.2087(7) 0.033(3) Uani 1 1 d . . .
H17 H 0.5631 -0.1851 0.2083 0.040 Uiso 1 1 calc R . .
C18 C 0.4372(10) -0.1355(9) 0.1941(7) 0.024(3) Uani 1 1 d . . .
C19 C 0.5087(11) -0.0278(11) 0.1754(7) 0.034(3) Uani 1 1 d . . .
H19 H 0.4641 0.0174 0.1743 0.040 Uiso 1 1 calc R . .
C21 C 0.1229(10) -0.3297(9) 0.1906(6) 0.022(3) Uani 1 1 d . . .
H21 H 0.1030 -0.2628 0.1969 0.027 Uiso 1 1 calc R . .
C22 C 0.2053(9) 0.1611(9) 0.3369(6) 0.013(2) Uani 1 1 d U . .
H22 H 0.1373 0.1321 0.2993 0.016 Uiso 1 1 calc R . .
C23 C 0.2522(9) 0.2864(9) 0.3938(6) 0.014(2) Uani 1 1 d . . .
C24 C 0.2395(9) 0.3688(9) 0.3647(6) 0.015(2) Uani 1 1 d U . .
H24 H 0.1954 0.3403 0.3129 0.018 Uiso 1 1 calc R . .
C25 C 0.2906(9) 0.4915(9) 0.4105(6) 0.019(2) Uani 1 1 d U . .
H25 H 0.2818 0.5440 0.3889 0.022 Uiso 1 1 calc R . .
C26 C 0.3549(9) 0.5363(9) 0.4887(6) 0.020(2) Uani 1 1 d . . .
H26 H 0.3907 0.6188 0.5190 0.024 Uiso 1 1 calc R . .
C27 C 0.3652(9) 0.4590(9) 0.5208(6) 0.018(2) Uani 1 1 d . . .
H27 H 0.4067 0.4887 0.5736 0.021 Uiso 1 1 calc R . .
C28 C 0.3139(8) 0.3348(9) 0.4748(6) 0.015(2) Uani 1 1 d . . .
C29 C 0.1982(9) 0.2152(9) 0.5756(6) 0.015(2) Uani 1 1 d . . .
C30 C 0.0869(9) 0.1635(10) 0.5124(7) 0.025(3) Uani 1 1 d . . .
H30A H 0.0818 0.0950 0.4680 0.038 Uiso 1 1 calc R . .
H30B H 0.0870 0.2238 0.4931 0.038 Uiso 1 1 calc R . .
H30C H 0.0220 0.1392 0.5364 0.038 Uiso 1 1 calc R . .
C31 C 0.2166(11) 0.3335(10) 0.6427(7) 0.033(3) Uani 1 1 d . . .
H31A H 0.2104 0.3874 0.6190 0.049 Uiso 1 1 calc R . .
H31B H 0.2917 0.3699 0.6774 0.049 Uiso 1 1 calc R . .
H31C H 0.1590 0.3172 0.6739 0.049 Uiso 1 1 calc R . .
C32 C 0.1991(10) 0.1248(10) 0.6114(7) 0.025(3) Uani 1 1 d . . .
H32A H 0.1396 0.1098 0.6410 0.037 Uiso 1 1 calc R . .
H32B H 0.2726 0.1568 0.6471 0.037 Uiso 1 1 calc R . .
H32C H 0.1858 0.0508 0.5686 0.037 Uiso 1 1 calc R . .
C33 C 0.2637(10) -0.1220(9) 0.4177(6) 0.019(2) Uani 1 1 d . . .
H33 H 0.1901 -0.1268 0.4177 0.022 Uiso 1 1 calc R . .
C34 C 0.3027(10) -0.1762(9) 0.4608(6) 0.022(3) Uani 1 1 d . . .
C35 C 0.4107(9) -0.1748(9) 0.4583(6) 0.019(2) Uani 1 1 d . . .
H35 H 0.4372 -0.2135 0.4844 0.023 Uiso 1 1 calc R . .
C36 C 0.4764(9) -0.1140(10) 0.4158(6) 0.022(3) Uani 1 1 d . . .
H36 H 0.5492 -0.1102 0.4130 0.026 Uiso 1 1 calc R . .
C37 C 0.4338(9) -0.0590(9) 0.3774(6) 0.019(2) Uani 1 1 d . . .
H37 H 0.4806 -0.0162 0.3505 0.022 Uiso 1 1 calc R . .
C91 C 0.4079(11) 0.2026(12) 0.0949(7) 0.041(3) Uani 1 1 d . . .
H91A H 0.3570 0.1201 0.0619 0.061 Uiso 1 1 calc R . .
H91B H 0.4857 0.2123 0.1035 0.061 Uiso 1 1 calc R . .
H91C H 0.4020 0.2534 0.0682 0.061 Uiso 1 1 calc R . .
C92 C 0.4578(10) 0.3665(10) 0.2325(7) 0.030(3) Uani 1 1 d . . .
H92A H 0.4616 0.4209 0.2065 0.044 Uiso 1 1 calc R . .
H92B H 0.5332 0.3717 0.2460 0.044 Uiso 1 1 calc R . .
H92C H 0.4304 0.3877 0.2810 0.044 Uiso 1 1 calc R . .
C93 C -0.1342(10) -0.0931(11) 0.0690(7) 0.035(3) Uani 1 1 d . . .
H93A H -0.1691 -0.0449 0.0591 0.053 Uiso 1 1 calc R . .
H93B H -0.1930 -0.1674 0.0674 0.053 Uiso 1 1 calc R . .
H93C H -0.0921 -0.1100 0.0283 0.053 Uiso 1 1 calc R . .
C94 C -0.1184(11) 0.0012(12) 0.2191(7) 0.037(3) Uani 1 1 d . . .
H94A H -0.0663 0.0425 0.2713 0.055 Uiso 1 1 calc R . .
H94B H -0.1774 -0.0735 0.2167 0.055 Uiso 1 1 calc R . .
H94C H -0.1530 0.0505 0.2107 0.055 Uiso 1 1 calc R . .
C95 C 0.5383(13) -0.0683(13) 0.0919(9) 0.056(4) Uani 1 1 d . . .
H95A H 0.5855 -0.1091 0.0931 0.084 Uiso 1 1 calc R . .
H95B H 0.5793 0.0011 0.0796 0.084 Uiso 1 1 calc R . .
H95C H 0.4685 -0.1218 0.0512 0.084 Uiso 1 1 calc R . .
C96 C 0.6228(10) 0.0569(11) 0.2390(8) 0.041(4) Uani 1 1 d . . .
H96A H 0.6066 0.0889 0.2907 0.062 Uiso 1 1 calc R . .
H96B H 0.6669 0.1218 0.2234 0.062 Uiso 1 1 calc R . .
H96C H 0.6660 0.0128 0.2425 0.062 Uiso 1 1 calc R . .
C97 C 0.0658(12) -0.4226(12) 0.1043(7) 0.046(4) Uani 1 1 d . . .
H97A H 0.0898 -0.3848 0.0667 0.068 Uiso 1 1 calc R . .
H97B H -0.0164 -0.4545 0.0969 0.068 Uiso 1 1 calc R . .
H97C H 0.0881 -0.4867 0.0950 0.068 Uiso 1 1 calc R . .
C98 C 0.0715(11) -0.3858(10) 0.2495(7) 0.034(3) Uani 1 1 d . . .
H98A H 0.0806 -0.4581 0.2399 0.051 Uiso 1 1 calc R . .
H98B H -0.0090 -0.4049 0.2419 0.051 Uiso 1 1 calc R . .
H98C H 0.1104 -0.3298 0.3040 0.051 Uiso 1 1 calc R . .
O102 O 0.8521(7) 0.3381(7) 0.2422(5) 0.034(2) Uani 1 1 d . . .
C100 C 0.7553(13) 0.2995(13) 0.1144(8) 0.052(4) Uani 1 1 d . . .
H10A H 0.8274 0.3404 0.1019 0.079 Uiso 1 1 calc R . .
H10B H 0.6959 0.3085 0.0861 0.079 Uiso 1 1 calc R . .
H10C H 0.7365 0.2156 0.0979 0.079 Uiso 1 1 calc R . .
C101 C 0.7649(11) 0.3532(11) 0.2040(7) 0.032(3) Uani 1 1 d . . .
H10D H 0.7836 0.4380 0.2214 0.038 Uiso 1 1 calc R . .
H10E H 0.6925 0.3126 0.2174 0.038 Uiso 1 1 calc R . .
C103 C 0.8737(12) 0.3936(12) 0.3290(7) 0.036(3) Uani 1 1 d . . .
H10F H 0.8052 0.3565 0.3475 0.043 Uiso 1 1 calc R . .
H10G H 0.8938 0.4787 0.3455 0.043 Uiso 1 1 calc R . .
C104 C 0.9705(12) 0.3775(14) 0.3648(9) 0.053(4) Uani 1 1 d . . .
H10H H 0.9501 0.2931 0.3479 0.080 Uiso 1 1 calc R . .
H10I H 0.9854 0.4133 0.4228 0.080 Uiso 1 1 calc R . .
H10J H 1.0383 0.4157 0.3469 0.080 Uiso 1 1 calc R . .
C203 C 0.5985(19) 0.5436(19) 0.0427(13) 0.090(6) Uiso 1 1 d . . .
C200 C 0.800(2) 0.638(2) 0.1311(14) 0.101(7) Uiso 1 1 d . . .
C201 C 0.724(3) 0.563(3) 0.050(2) 0.092(15) Uiso 0.58(4) 1 d P A 1
C202 C 0.682(4) 0.610(4) 0.121(3) 0.065(16) Uiso 0.42(4) 1 d P A 2
C204 C 0.520(3) 0.481(3) -0.031(2) 0.078(11) Uiso 0.50 1 d P . .
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'
S S 0.1246 0.1234 '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'
Br Br -0.2901 2.4595 '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'
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
C22 Ru1 C1 96.2(4) . .
C22 Ru1 O1 86.2(3) . .
C1 Ru1 O1 177.1(4) . .
C22 Ru1 N3 156.8(4) . .
C1 Ru1 N3 105.3(3) . .
O1 Ru1 N3 72.1(3) . .
C22 Ru1 Cl2 97.7(3) . .
C1 Ru1 Cl2 94.8(3) . .
O1 Ru1 Cl2 86.5(2) . .
N3 Ru1 Cl2 89.3(2) . .
C22 Ru1 Cl1 85.6(3) . .
C1 Ru1 Cl1 86.6(3) . .
O1 Ru1 Cl1 91.9(2) . .
N3 Ru1 Cl1 86.9(2) . .
Cl2 Ru1 Cl1 176.17(10) . .
O2 S1 O1 116.9(4) . .
O2 S1 C28 109.3(5) . .
O1 S1 C28 108.6(4) . .
O2 S1 C29 108.3(4) . .
O1 S1 C29 105.5(4) . .
C28 S1 C29 107.8(5) . .
S1 O1 Ru1 131.5(4) . .
C1 N1 C4 132.2(8) . .
C1 N1 C2 110.4(8) . .
C4 N1 C2 117.0(8) . .
C1 N2 C13 131.6(8) . .
C1 N2 C3 113.5(8) . .
C13 N2 C3 114.4(8) . .
C33 N3 C37 117.2(9) . .
C33 N3 Ru1 117.7(7) . .
C37 N3 Ru1 123.8(7) . .
N2 C1 N1 105.3(8) . .
N2 C1 Ru1 126.4(7) . .
N1 C1 Ru1 128.0(7) . .
C3 C2 N1 103.4(9) . .
C3 C2 H2A 111.1 . .
N1 C2 H2A 111.1 . .
C3 C2 H2B 111.1 . .
N1 C2 H2B 111.1 . .
H2A C2 H2B 109.1 . .
N2 C3 C2 102.3(9) . .
N2 C3 H3A 111.3 . .
C2 C3 H3A 111.3 . .
N2 C3 H3B 111.3 . .
C2 C3 H3B 111.3 . .
H3A C3 H3B 109.2 . .
C5 C4 C9 123.1(9) . .
C5 C4 N1 119.7(9) . .
C9 C4 N1 116.6(9) . .
C6 C5 C4 117.0(10) . .
C6 C5 C10 120.4(10) . .
C4 C5 C10 122.5(9) . .
C7 C6 C5 121.8(11) . .
C7 C6 H6 119.1 . .
C5 C6 H6 119.1 . .
C8 C7 C6 120.0(10) . .
C8 C7 H7 120.0 . .
C6 C7 H7 120.0 . .
C7 C8 C9 120.9(10) . .
C7 C8 H8 119.5 . .
C9 C8 H8 119.5 . .
C4 C9 C8 117.0(10) . .
C4 C9 C12 124.7(10) . .
C8 C9 C12 118.3(10) . .
C91 C10 C5 111.8(9) . .
C91 C10 C92 111.9(10) . .
C5 C10 C92 112.3(9) . .
C91 C10 H10 106.8 . .
C5 C10 H10 106.8 . .
C92 C10 H10 106.8 . .
C9 C12 C93 110.5(8) . .
C9 C12 C94 112.5(10) . .
C93 C12 C94 110.1(10) . .
C9 C12 H12 107.8 . .
C93 C12 H12 107.8 . .
C94 C12 H12 107.8 . .
C14 C13 C18 120.8(10) . .
C14 C13 N2 119.4(9) . .
C18 C13 N2 119.5(9) . .
C15 C14 C13 117.1(11) . .
C15 C14 C21 121.1(10) . .
C13 C14 C21 121.6(10) . .
C16 C15 C14 123.5(12) . .
C16 C15 H15 118.2 . .
C14 C15 H15 118.2 . .
C15 C16 C17 118.9(12) . .
C15 C16 H16 120.6 . .
C17 C16 H16 120.6 . .
C16 C17 C18 122.0(12) . .
C16 C17 H17 119.0 . .
C18 C17 H17 119.0 . .
C17 C18 C13 117.6(11) . .
C17 C18 C19 120.0(11) . .
C13 C18 C19 122.2(10) . .
C18 C19 C96 112.4(11) . .
C18 C19 C95 110.8(10) . .
C96 C19 C95 107.9(11) . .
C18 C19 H19 108.6 . .
C96 C19 H19 108.6 . .
C95 C19 H19 108.6 . .
C14 C21 C98 115.4(9) . .
C14 C21 C97 109.7(10) . .
C98 C21 C97 108.9(9) . .
C14 C21 H21 107.5 . .
C98 C21 H21 107.5 . .
C97 C21 H21 107.5 . .
C23 C22 Ru1 126.5(7) . .
C23 C22 H22 116.8 . .
Ru1 C22 H22 116.8 . .
C24 C23 C28 116.0(9) . .
C24 C23 C22 117.2(9) . .
C28 C23 C22 126.8(9) . .
C25 C24 C23 122.2(9) . .
C25 C24 H24 118.9 . .
C23 C24 H24 118.9 . .
C24 C25 C26 120.1(9) . .
C24 C25 H25 119.9 . .
C26 C25 H25 119.9 . .
C27 C26 C25 119.7(10) . .
C27 C26 H26 120.1 . .
C25 C26 H26 120.1 . .
C26 C27 C28 120.4(10) . .
C26 C27 H27 119.8 . .
C28 C27 H27 119.8 . .
C27 C28 C23 121.4(9) . .
C27 C28 S1 116.0(8) . .
C23 C28 S1 122.3(8) . .
C32 C29 C30 111.4(9) . .
C32 C29 C31 110.5(9) . .
C30 C29 C31 111.0(9) . .
C32 C29 S1 105.5(7) . .
C30 C29 S1 109.1(7) . .
C31 C29 S1 109.2(7) . .
C29 C30 H30A 109.5 . .
C29 C30 H30B 109.5 . .
H30A C30 H30B 109.5 . .
C29 C30 H30C 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
C29 C31 H31A 109.5 . .
C29 C31 H31B 109.5 . .
H31A C31 H31B 109.5 . .
C29 C31 H31C 109.5 . .
H31A C31 H31C 109.5 . .
H31B C31 H31C 109.5 . .
C29 C32 H32A 109.5 . .
C29 C32 H32B 109.5 . .
H32A C32 H32B 109.5 . .
C29 C32 H32C 109.5 . .
H32A C32 H32C 109.5 . .
H32B C32 H32C 109.5 . .
N3 C33 C34 122.3(10) . .
N3 C33 H33 118.8 . .
C34 C33 H33 118.8 . .
C35 C34 C33 119.6(10) . .
C35 C34 Br1 122.2(8) . .
C33 C34 Br1 118.2(9) . .
C36 C35 C34 117.5(10) . .
C36 C35 H35 121.3 . .
C34 C35 H35 121.3 . .
C37 C36 C35 119.5(10) . .
C37 C36 H36 120.3 . .
C35 C36 H36 120.3 . .
N3 C37 C36 123.8(10) . .
N3 C37 H37 118.1 . .
C36 C37 H37 118.1 . .
C10 C91 H91A 109.5 . .
C10 C91 H91B 109.5 . .
H91A C91 H91B 109.5 . .
C10 C91 H91C 109.5 . .
H91A C91 H91C 109.5 . .
H91B C91 H91C 109.5 . .
C10 C92 H92A 109.5 . .
C10 C92 H92B 109.5 . .
H92A C92 H92B 109.5 . .
C10 C92 H92C 109.5 . .
H92A C92 H92C 109.5 . .
H92B C92 H92C 109.5 . .
C12 C93 H93A 109.5 . .
C12 C93 H93B 109.5 . .
H93A C93 H93B 109.5 . .
C12 C93 H93C 109.5 . .
H93A C93 H93C 109.5 . .
H93B C93 H93C 109.5 . .
C12 C94 H94A 109.5 . .
C12 C94 H94B 109.5 . .
H94A C94 H94B 109.5 . .
C12 C94 H94C 109.5 . .
H94A C94 H94C 109.5 . .
H94B C94 H94C 109.5 . .
C19 C95 H95A 109.5 . .
C19 C95 H95B 109.5 . .
H95A C95 H95B 109.5 . .
C19 C95 H95C 109.5 . .
H95A C95 H95C 109.5 . .
H95B C95 H95C 109.5 . .
C19 C96 H96A 109.5 . .
C19 C96 H96B 109.5 . .
H96A C96 H96B 109.5 . .
C19 C96 H96C 109.5 . .
H96A C96 H96C 109.5 . .
H96B C96 H96C 109.5 . .
C21 C97 H97A 109.5 . .
C21 C97 H97B 109.5 . .
H97A C97 H97B 109.5 . .
C21 C97 H97C 109.5 . .
H97A C97 H97C 109.5 . .
H97B C97 H97C 109.5 . .
C21 C98 H98A 109.5 . .
C21 C98 H98B 109.5 . .
H98A C98 H98B 109.5 . .
C21 C98 H98C 109.5 . .
H98A C98 H98C 109.5 . .
H98B C98 H98C 109.5 . .
C101 O102 C103 111.8(9) . .
C101 C100 H10A 109.5 . .
C101 C100 H10B 109.5 . .
H10A C100 H10B 109.5 . .
C101 C100 H10C 109.5 . .
H10A C100 H10C 109.5 . .
H10B C100 H10C 109.5 . .
O102 C101 C100 107.3(11) . .
O102 C101 H10D 110.3 . .
C100 C101 H10D 110.3 . .
O102 C101 H10E 110.3 . .
C100 C101 H10E 110.3 . .
H10D C101 H10E 108.5 . .
O102 C103 C104 108.4(11) . .
O102 C103 H10F 110.0 . .
C104 C103 H10F 110.0 . .
O102 C103 H10G 110.0 . .
C104 C103 H10G 110.0 . .
H10F C103 H10G 108.4 . .
C103 C104 H10H 109.5 . .
C103 C104 H10I 109.5 . .
H10H C104 H10I 109.5 . .
C103 C104 H10J 109.5 . .
H10H C104 H10J 109.5 . .
H10I C104 H10J 109.5 . .
C204 C203 C204 55(3) . 2_665
C204 C203 C202 180(4) . .
C204 C203 C202 125(3) 2_665 .
C204 C203 C201 122(3) . .
C204 C203 C201 176(3) 2_665 .
C202 C203 C201 59(2) . .
C202 C200 C201 61(2) . .
C200 C201 C203 116(3) . .
C200 C202 C203 124(3) . .
C204 C204 C203 64(3) 2_665 .
C204 C204 C203 61(3) 2_665 2_665
C203 C204 C203 125(3) . 2_665
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ru1 C22 1.851(10) .
Ru1 C1 1.985(10) .
Ru1 O1 2.245(7) .
Ru1 N3 2.303(8) .
Ru1 Cl2 2.361(3) .
Ru1 Cl1 2.420(3) .
Br1 C34 1.879(11) .
S1 O2 1.442(6) .
S1 O1 1.456(7) .
S1 C28 1.756(10) .
S1 C29 1.817(10) .
N1 C1 1.399(12) .
N1 C4 1.427(12) .
N1 C2 1.483(12) .
N2 C1 1.354(12) .
N2 C13 1.450(12) .
N2 C3 1.462(13) .
N3 C33 1.335(12) .
N3 C37 1.344(12) .
C2 C3 1.466(15) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C3 H3A 0.9700 .
C3 H3B 0.9700 .
C4 C5 1.397(14) .
C4 C9 1.397(14) .
C5 C6 1.391(14) .
C5 C10 1.513(14) .
C6 C7 1.379(15) .
C6 H6 0.9300 .
C7 C8 1.378(15) .
C7 H7 0.9300 .
C8 C9 1.412(14) .
C8 H8 0.9300 .
C9 C12 1.517(14) .
C10 C91 1.506(15) .
C10 C92 1.536(14) .
C10 H10 0.9800 .
C12 C93 1.534(14) .
C12 C94 1.547(15) .
C12 H12 0.9800 .
C13 C14 1.418(14) .
C13 C18 1.418(15) .
C14 C15 1.370(14) .
C14 C21 1.498(15) .
C15 C16 1.362(17) .
C15 H15 0.9300 .
C16 C17 1.376(17) .
C16 H16 0.9300 .
C17 C18 1.384(15) .
C17 H17 0.9300 .
C18 C19 1.510(16) .
C19 C96 1.540(17) .
C19 C95 1.546(16) .
C19 H19 0.9800 .
C21 C98 1.523(15) .
C21 C97 1.528(15) .
C21 H21 0.9800 .
C22 C23 1.462(13) .
C22 H22 0.9300 .
C23 C24 1.399(13) .
C23 C28 1.414(13) .
C24 C25 1.386(13) .
C24 H24 0.9300 .
C25 C26 1.389(14) .
C25 H25 0.9300 .
C26 C27 1.361(14) .
C26 H26 0.9300 .
C27 C28 1.401(13) .
C27 H27 0.9300 .
C29 C32 1.523(14) .
C29 C30 1.528(14) .
C29 C31 1.536(14) .
C30 H30A 0.9600 .
C30 H30B 0.9600 .
C30 H30C 0.9600 .
C31 H31A 0.9600 .
C31 H31B 0.9600 .
C31 H31C 0.9600 .
C32 H32A 0.9600 .
C32 H32B 0.9600 .
C32 H32C 0.9600 .
C33 C34 1.394(14) .
C33 H33 0.9300 .
C34 C35 1.395(15) .
C35 C36 1.376(14) .
C35 H35 0.9300 .
C36 C37 1.372(14) .
C36 H36 0.9300 .
C37 H37 0.9300 .
C91 H91A 0.9600 .
C91 H91B 0.9600 .
C91 H91C 0.9600 .
C92 H92A 0.9600 .
C92 H92B 0.9600 .
C92 H92C 0.9600 .
C93 H93A 0.9600 .
C93 H93B 0.9600 .
C93 H93C 0.9600 .
C94 H94A 0.9600 .
C94 H94B 0.9600 .
C94 H94C 0.9600 .
C95 H95A 0.9600 .
C95 H95B 0.9600 .
C95 H95C 0.9600 .
C96 H96A 0.9600 .
C96 H96B 0.9600 .
C96 H96C 0.9600 .
C97 H97A 0.9600 .
C97 H97B 0.9600 .
C97 H97C 0.9600 .
C98 H98A 0.9600 .
C98 H98B 0.9600 .
C98 H98C 0.9600 .
O102 C101 1.395(13) .
O102 C103 1.440(13) .
C100 C101 1.505(16) .
C100 H10A 0.9600 .
C100 H10B 0.9600 .
C100 H10C 0.9600 .
C101 H10D 0.9700 .
C101 H10E 0.9700 .
C103 C104 1.489(17) .
C103 H10F 0.9700 .
C103 H10G 0.9700 .
C104 H10H 0.9600 .
C104 H10I 0.9600 .
C104 H10J 0.9600 .
C203 C204 1.39(4) .
C203 C204 1.42(4) 2_665
C203 C202 1.47(4) .
C203 C201 1.53(4) .
C200 C202 1.42(4) .
C200 C201 1.48(4) .
C204 C204 1.29(7) 2_665
C204 C203 1.42(4) 2_665
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
O2 S1 O1 Ru1 -122.3(5) . .
C28 S1 O1 Ru1 1.9(7) . .
C29 S1 O1 Ru1 117.3(6) . .
C22 Ru1 O1 S1 -29.1(6) . .
N3 Ru1 O1 S1 159.3(6) . .
Cl2 Ru1 O1 S1 68.9(6) . .
Cl1 Ru1 O1 S1 -114.6(6) . .
C22 Ru1 N3 C33 38.7(13) . .
C1 Ru1 N3 C33 -118.4(7) . .
O1 Ru1 N3 C33 60.2(7) . .
Cl2 Ru1 N3 C33 146.9(7) . .
Cl1 Ru1 N3 C33 -32.8(7) . .
C22 Ru1 N3 C37 -128.0(11) . .
C1 Ru1 N3 C37 74.9(8) . .
O1 Ru1 N3 C37 -106.4(8) . .
Cl2 Ru1 N3 C37 -19.8(8) . .
Cl1 Ru1 N3 C37 160.6(8) . .
C13 N2 C1 N1 178.4(9) . .
C3 N2 C1 N1 8.1(12) . .
C13 N2 C1 Ru1 -7.2(16) . .
C3 N2 C1 Ru1 -177.6(8) . .
C4 N1 C1 N2 -165.0(10) . .
C2 N1 C1 N2 7.2(11) . .
C4 N1 C1 Ru1 20.7(16) . .
C2 N1 C1 Ru1 -167.0(8) . .
C22 Ru1 C1 N2 -175.7(9) . .
N3 Ru1 C1 N2 -4.6(10) . .
Cl2 Ru1 C1 N2 85.9(9) . .
Cl1 Ru1 C1 N2 -90.5(9) . .
C22 Ru1 C1 N1 -2.7(10) . .
N3 Ru1 C1 N1 168.5(8) . .
Cl2 Ru1 C1 N1 -101.0(9) . .
Cl1 Ru1 C1 N1 82.6(9) . .
C1 N1 C2 C3 -19.0(12) . .
C4 N1 C2 C3 154.5(9) . .
C1 N2 C3 C2 -19.7(12) . .
C13 N2 C3 C2 168.2(9) . .
N1 C2 C3 N2 21.8(11) . .
C1 N1 C4 C5 77.3(14) . .
C2 N1 C4 C5 -94.5(11) . .
C1 N1 C4 C9 -111.4(12) . .
C2 N1 C4 C9 76.7(12) . .
C9 C4 C5 C6 -2.9(15) . .
N1 C4 C5 C6 167.8(9) . .
C9 C4 C5 C10 178.6(10) . .
N1 C4 C5 C10 -10.7(14) . .
C4 C5 C6 C7 3.0(15) . .
C10 C5 C6 C7 -178.5(10) . .
C5 C6 C7 C8 -1.7(16) . .
C6 C7 C8 C9 0.1(17) . .
C5 C4 C9 C8 1.4(15) . .
N1 C4 C9 C8 -169.5(9) . .
C5 C4 C9 C12 -179.7(10) . .
N1 C4 C9 C12 9.4(14) . .
C7 C8 C9 C4 0.0(16) . .
C7 C8 C9 C12 -178.9(10) . .
C6 C5 C10 C91 -84.3(13) . .
C4 C5 C10 C91 94.1(13) . .
C6 C5 C10 C92 42.4(14) . .
C4 C5 C10 C92 -139.1(10) . .
C4 C9 C12 C93 -113.0(12) . .
C8 C9 C12 C93 65.9(13) . .
C4 C9 C12 C94 123.5(11) . .
C8 C9 C12 C94 -57.6(13) . .
C1 N2 C13 C14 93.6(13) . .
C3 N2 C13 C14 -96.1(11) . .
C1 N2 C13 C18 -93.0(13) . .
C3 N2 C13 C18 77.3(12) . .
C18 C13 C14 C15 2.5(15) . .
N2 C13 C14 C15 175.9(9) . .
C18 C13 C14 C21 -172.9(10) . .
N2 C13 C14 C21 0.5(14) . .
C13 C14 C15 C16 -1.9(17) . .
C21 C14 C15 C16 173.6(11) . .
C14 C15 C16 C17 -1.2(19) . .
C15 C16 C17 C18 3.7(19) . .
C16 C17 C18 C13 -3.0(18) . .
C16 C17 C18 C19 -178.2(11) . .
C14 C13 C18 C17 -0.2(16) . .
N2 C13 C18 C17 -173.6(10) . .
C14 C13 C18 C19 174.8(10) . .
N2 C13 C18 C19 1.5(15) . .
C17 C18 C19 C96 -52.2(15) . .
C13 C18 C19 C96 132.8(11) . .
C17 C18 C19 C95 68.5(15) . .
C13 C18 C19 C95 -106.5(13) . .
C15 C14 C21 C98 42.0(14) . .
C13 C14 C21 C98 -142.8(10) . .
C15 C14 C21 C97 -81.5(13) . .
C13 C14 C21 C97 93.7(12) . .
C1 Ru1 C22 C23 -138.1(9) . .
O1 Ru1 C22 C23 43.5(9) . .
N3 Ru1 C22 C23 64.0(14) . .
Cl2 Ru1 C22 C23 -42.5(9) . .
Cl1 Ru1 C22 C23 135.7(9) . .
Ru1 C22 C23 C24 144.1(8) . .
Ru1 C22 C23 C28 -32.9(15) . .
C28 C23 C24 C25 4.1(15) . .
C22 C23 C24 C25 -173.2(10) . .
C23 C24 C25 C26 -1.4(16) . .
C24 C25 C26 C27 -1.6(16) . .
C25 C26 C27 C28 1.6(16) . .
C26 C27 C28 C23 1.3(16) . .
C26 C27 C28 S1 -172.8(8) . .
C24 C23 C28 C27 -4.0(15) . .
C22 C23 C28 C27 173.0(10) . .
C24 C23 C28 S1 169.7(8) . .
C22 C23 C28 S1 -13.3(15) . .
O2 S1 C28 C27 -32.9(9) . .
O1 S1 C28 C27 -161.5(8) . .
C29 S1 C28 C27 84.6(9) . .
O2 S1 C28 C23 153.1(8) . .
O1 S1 C28 C23 24.5(10) . .
C29 S1 C28 C23 -89.4(9) . .
O2 S1 C29 C32 -68.0(8) . .
O1 S1 C29 C32 57.9(8) . .
C28 S1 C29 C32 173.9(7) . .
O2 S1 C29 C30 172.3(7) . .
O1 S1 C29 C30 -61.8(8) . .
C28 S1 C29 C30 54.2(8) . .
O2 S1 C29 C31 50.8(8) . .
O1 S1 C29 C31 176.7(7) . .
C28 S1 C29 C31 -67.3(8) . .
C37 N3 C33 C34 0.5(14) . .
Ru1 N3 C33 C34 -167.1(8) . .
N3 C33 C34 C35 -3.0(15) . .
N3 C33 C34 Br1 178.3(7) . .
C33 C34 C35 C36 3.0(15) . .
Br1 C34 C35 C36 -178.4(8) . .
C34 C35 C36 C37 -0.6(15) . .
C33 N3 C37 C36 2.1(15) . .
Ru1 N3 C37 C36 168.9(8) . .
C35 C36 C37 N3 -2.1(16) . .
C103 O102 C101 C100 176.2(10) . .
C101 O102 C103 C104 -177.9(11) . .
C202 C200 C201 C203 4(3) . .
C204 C203 C201 C200 176(3) . .
C202 C203 C201 C200 -4(3) . .
C201 C200 C202 C203 -4(3) . .
C204 C203 C202 C200 -177(3) 2_665 .
C201 C203 C202 C200 4(3) . .
C201 C203 C204 C204 178(3) . 2_665
C204 C203 C204 C203 0.000(4) 2_665 2_665
C201 C203 C204 C203 178(3) . 2_665
