data_adp155 
 
_audit_creation_method            SHELXL-97 

_publ_contact_author_name         'Paul J. Dyson'
_publ_contact_author_address
;
Faculte des sciences de base
Institut de Chimie Moleculaire et Biologique
EPFL-BCH, CH-1015 Lausanne, Switzerland 
;
_publ_contact_author_email        'paul.dyson@epfl.ch'
_publ_contact_author_fax          '+41 21 69 39885'
_publ_contact_author_phone        '+41 21 69 39854'
_publ_section_title
;
Facile, Thermo-reversible Cycloaddition of Small Molecules to a 
Arene Ruthenium /b-Diketamine
;

_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             'BzRu(Cl)NacNacMe' 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C28 H32 Cl4 N2 Ru' 
_chemical_formula_weight          639.43 
 
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' 
 'Cl'  'Cl'   0.1484   0.1585 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'Ru'  'Ru'  -1.2594   0.8363 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting                  orthorhombic
_symmetry_space_group_name_H-M          'C m c 21'
_symmetry_space_group_name_Hall         'C 2c -2'
_symmetry_Int_Tables_number             36
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, -y, z+1/2' 
 'x, -y, z+1/2' 
 '-x, y, z' 
 'x+1/2, y+1/2, z' 
 '-x+1/2, -y+1/2, z+1/2' 
 'x+1/2, -y+1/2, z+1/2' 
 '-x+1/2, y+1/2, z' 
 
_cell_length_a                    18.071(4) 
_cell_length_b                    11.112(2) 
_cell_length_c                    14.124(3) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.00 
_cell_angle_gamma                 90.00 
_cell_volume                      2836.1(10) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     103(2) 
_cell_measurement_reflns_used     119
_cell_measurement_theta_max       20.882
_cell_measurement_theta_min        3.624
 
_exptl_crystal_description        prism
_exptl_crystal_colour             violet
_exptl_crystal_size_max           0.30 
_exptl_crystal_size_mid           0.30 
_exptl_crystal_size_min           0.30 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.498 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              1304 
_exptl_absorpt_coefficient_mu     0.950 
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.7637 
_exptl_absorpt_correction_T_max   0.7637 
_exptl_absorpt_process_details    
;
 SADABS 2.03 (Bruker, 2001)
 R.H. Blessing, Acta Cryst. (1995), a51, 33-38
; 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       103(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Bruker-Nonus KappaCCD'
_diffrn_detector                  'Apex II CCD'
_diffrn_measurement_method        'phi and omega scans'
_diffrn_source                    'Enraf Nonius FR590'
_diffrn_detector_area_resol_mean   9
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         0 
_diffrn_reflns_number             27327 
_diffrn_reflns_av_R_equivalents   0.0416 
_diffrn_reflns_av_sigmaI/netI     0.0210 
_diffrn_reflns_limit_h_min        -21 
_diffrn_reflns_limit_h_max        21 
_diffrn_reflns_limit_k_min        -13 
_diffrn_reflns_limit_k_max        13 
_diffrn_reflns_limit_l_min        -16 
_diffrn_reflns_limit_l_max        16 
_diffrn_reflns_theta_min          3.60 
_diffrn_reflns_theta_max          25.02 
_reflns_number_total              2581 
_reflns_number_gt                 2495 
_reflns_threshold_expression      I>2/s(I) 
 
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_cell_refinement       'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics    'PLATON (Spek, 2005)'
_computing_publication_material 'WINGX (Farrugia, 1999)'

 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger.  The chloroform, for which
 the carbon center lies on a mirror was found to be slightly disordered.
 The Cl and H groups where split into two position and the occupancies were
 allowed to refine freely to values of 0.95 and 0.05 respectivity.
; 
 
_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc  
_refine_ls_weighting_details 
 'calc w=1/[σ²(Fo²)+(0.0255P)²+4.8353P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     constr 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_abs_structure_details 
 'Flack H D (1983), Acta Cryst. A39, 876-881' 
_refine_ls_abs_structure_Flack    0.00(4) 
_refine_ls_number_reflns          2581 
_refine_ls_number_parameters      174 
_refine_ls_number_restraints      1 
_refine_ls_R_factor_all           0.0244 
_refine_ls_R_factor_gt            0.0226 
_refine_ls_wR_factor_ref          0.0539 
_refine_ls_wR_factor_gt           0.0531 
_refine_ls_goodness_of_fit_ref    1.082 
_refine_ls_restrained_S_all       1.082 
_refine_ls_shift/su_max           0.000 
_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_symmetry_multiplicity 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
Ru1 Ru 0.0000 0.94458(2) 0.749959(17) 0.01146(8) Uani 1 2 d S . . 
Cl1 Cl 0.0000 0.86930(8) 0.91832(6) 0.0161(2) Uani 1 2 d S . . 
Cl2A Cl 0.0000 0.48522(11) 1.06869(9) 0.0278(4) Uani 0.946(4) 2 d SP A 1 
Cl2B Cl 0.0000 0.493(2) 0.8428(14) 0.025(7) Uiso 0.054(4) 2 d SP . 2 
Cl3 Cl -0.08197(12) 0.53692(13) 0.90046(12) 0.1255(9) Uani 1 1 d . . . 
C1 C 0.15105(12) 1.0705(2) 0.7503(4) 0.0156(5) Uani 1 1 d . . . 
N1 N 0.07962(13) 1.0684(2) 0.79702(17) 0.0121(5) Uani 1 1 d . . . 
C2 C 0.16328(17) 1.1544(3) 0.6770(2) 0.0170(6) Uani 1 1 d . . . 
C3 C 0.23184(16) 1.1543(3) 0.6307(2) 0.0222(7) Uani 1 1 d . . . 
H3 H 0.2408 1.2106 0.5815 0.027 Uiso 1 1 calc R . . 
C4 C 0.28644(17) 1.0737(3) 0.6557(2) 0.0269(8) Uani 1 1 d . . . 
H4 H 0.3323 1.0732 0.6227 0.032 Uiso 1 1 calc R . . 
C5 C 0.27417(16) 0.9929(3) 0.7295(2) 0.0254(8) Uani 1 1 d . . . 
H5 H 0.3125 0.9391 0.7476 0.030 Uiso 1 1 calc R . . 
C6 C 0.20681(17) 0.9895(3) 0.7772(2) 0.0216(7) Uani 1 1 d . . . 
C7 C 0.10426(16) 1.2430(3) 0.6481(2) 0.0198(6) Uani 1 1 d . . . 
H7A H 0.1259 1.3042 0.6065 0.030 Uiso 1 1 calc R . . 
H7B H 0.0839 1.2819 0.7047 0.030 Uiso 1 1 calc R . . 
H7C H 0.0647 1.2006 0.6145 0.030 Uiso 1 1 calc R . . 
C8 C 0.19521(18) 0.9010(3) 0.8584(2) 0.0293(8) Uani 1 1 d . . . 
H8A H 0.2065 0.8193 0.8367 0.044 Uiso 1 1 calc R . . 
H8B H 0.1436 0.9047 0.8796 0.044 Uiso 1 1 calc R . . 
H8C H 0.2280 0.9221 0.9111 0.044 Uiso 1 1 calc R . . 
C9 C 0.06895(15) 1.1484(2) 0.86615(19) 0.0134(6) Uani 1 1 d . . . 
C10 C 0.0000 1.1781(3) 0.9037(3) 0.0140(8) Uani 1 2 d S . . 
H10 H 0.0000 1.2234 0.9607 0.017 Uiso 1 2 calc SR . . 
C11 C 0.13530(15) 1.2148(3) 0.9063(2) 0.0196(6) Uani 1 1 d . . . 
H11A H 0.1740 1.1568 0.9228 0.029 Uiso 1 1 calc R . . 
H11B H 0.1204 1.2593 0.9630 0.029 Uiso 1 1 calc R . . 
H11C H 0.1543 1.2712 0.8588 0.029 Uiso 1 1 calc R . . 
C12 C -0.03898(16) 0.9387(3) 0.60327(19) 0.0172(6) Uani 1 1 d . . . 
H12 H -0.0653 0.9982 0.5687 0.021 Uiso 1 1 calc R . . 
C13 C -0.07854(18) 0.8488(3) 0.6554(2) 0.0213(7) Uani 1 1 d . . . 
H13 H -0.1311 0.8465 0.6533 0.026 Uiso 1 1 calc R . . 
C14 C -0.0396(2) 0.7640(3) 0.7098(2) 0.0253(7) Uani 1 1 d . . . 
H14 H -0.0658 0.7065 0.7465 0.030 Uiso 1 1 calc R . . 
C15 C 0.0000 0.5670(5) 0.9616(4) 0.0415(15) Uani 1 2 d S . . 
H15 H 0.0000 0.6545 0.9780 0.050 Uiso 1 2 calc SR B 1 
 
 
_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 2.099(2) 4 ? 
Ru1 N1 2.099(2) . ? 
Ru1 C12 2.189(3) . ? 
Ru1 C12 2.189(3) 4 ? 
Ru1 C14 2.205(3) 4 ? 
Ru1 C14 2.205(3) . ? 
Ru1 C13 2.221(3) . ? 
Ru1 C13 2.221(3) 4 ? 
Ru1 Cl1 2.5207(10) . ? 
Cl2A C15 1.765(5) . ? 
Cl2B Cl3 1.759(12) 4 ? 
Cl2B Cl3 1.759(12) . ? 
Cl2B C15 1.87(2) . ? 
Cl3 C15 1.747(4) . ? 
C1 C6 1.404(4) . ? 
C1 C2 1.410(5) . ? 
C1 N1 1.450(4) . ? 
N1 C9 1.334(3) . ? 
C2 C3 1.401(4) . ? 
C2 C7 1.508(4) . ? 
C3 C4 1.378(4) . ? 
C3 H3 0.9500 . ? 
C4 C5 1.394(4) . ? 
C4 H4 0.9500 . ? 
C5 C6 1.392(4) . ? 
C5 H5 0.9500 . ? 
C6 C8 1.526(4) . ? 
C7 H7A 0.9800 . ? 
C7 H7B 0.9800 . ? 
C7 H7C 0.9800 . ? 
C8 H8A 0.9800 . ? 
C8 H8B 0.9800 . ? 
C8 H8C 0.9800 . ? 
C9 C10 1.394(3) . ? 
C9 C11 1.518(4) . ? 
C10 C9 1.394(3) 4 ? 
C10 H10 0.9500 . ? 
C11 H11A 0.9800 . ? 
C11 H11B 0.9800 . ? 
C11 H11C 0.9800 . ? 
C12 C12 1.409(6) 4 ? 
C12 C13 1.432(4) . ? 
C12 H12 0.9500 . ? 
C13 C14 1.404(5) . ? 
C13 H13 0.9500 . ? 
C14 C14 1.430(7) 4 ? 
C14 H14 0.9500 . ? 
C15 Cl3 1.747(4) 4 ? 
C15 H15 1.0000 . ? 
 
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 N1 86.56(13) 4 . ? 
N1 Ru1 C12 95.67(10) 4 . ? 
N1 Ru1 C12 122.68(10) . . ? 
N1 Ru1 C12 122.68(10) 4 4 ? 
N1 Ru1 C12 95.67(10) . 4 ? 
C12 Ru1 C12 37.54(15) . 4 ? 
N1 Ru1 C14 154.24(11) 4 4 ? 
N1 Ru1 C14 117.12(11) . 4 ? 
C12 Ru1 C14 80.41(11) . 4 ? 
C12 Ru1 C14 67.95(11) 4 4 ? 
N1 Ru1 C14 117.12(11) 4 . ? 
N1 Ru1 C14 154.24(11) . . ? 
C12 Ru1 C14 67.95(11) . . ? 
C12 Ru1 C14 80.41(11) 4 . ? 
C14 Ru1 C14 37.85(19) 4 . ? 
N1 Ru1 C13 93.81(11) 4 . ? 
N1 Ru1 C13 160.55(10) . . ? 
C12 Ru1 C13 37.90(11) . . ? 
C12 Ru1 C13 67.81(11) 4 . ? 
C14 Ru1 C13 67.42(12) 4 . ? 
C14 Ru1 C13 37.00(12) . . ? 
N1 Ru1 C13 160.55(10) 4 4 ? 
N1 Ru1 C13 93.81(11) . 4 ? 
C12 Ru1 C13 67.81(11) . 4 ? 
C12 Ru1 C13 37.90(11) 4 4 ? 
C14 Ru1 C13 37.00(12) 4 4 ? 
C14 Ru1 C13 67.42(12) . 4 ? 
C13 Ru1 C13 79.47(16) . 4 ? 
N1 Ru1 Cl1 85.35(7) 4 . ? 
N1 Ru1 Cl1 85.35(7) . . ? 
C12 Ru1 Cl1 151.98(8) . . ? 
C12 Ru1 Cl1 151.98(8) 4 . ? 
C14 Ru1 Cl1 86.61(8) 4 . ? 
C14 Ru1 Cl1 86.61(8) . . ? 
C13 Ru1 Cl1 114.08(8) . . ? 
C13 Ru1 Cl1 114.08(8) 4 . ? 
Cl3 Cl2B Cl3 114.8(12) 4 . ? 
Cl3 Cl2B C15 57.5(6) 4 . ? 
Cl3 Cl2B C15 57.5(6) . . ? 
C15 Cl3 Cl2B 64.4(6) . . ? 
C6 C1 C2 120.7(3) . . ? 
C6 C1 N1 120.3(3) . . ? 
C2 C1 N1 119.0(2) . . ? 
C9 N1 C1 116.8(2) . . ? 
C9 N1 Ru1 124.7(2) . . ? 
C1 N1 Ru1 118.47(19) . . ? 
C3 C2 C1 118.7(3) . . ? 
C3 C2 C7 120.0(3) . . ? 
C1 C2 C7 121.3(3) . . ? 
C4 C3 C2 121.0(3) . . ? 
C4 C3 H3 119.5 . . ? 
C2 C3 H3 119.5 . . ? 
C3 C4 C5 119.7(3) . . ? 
C3 C4 H4 120.1 . . ? 
C5 C4 H4 120.1 . . ? 
C6 C5 C4 121.2(3) . . ? 
C6 C5 H5 119.4 . . ? 
C4 C5 H5 119.4 . . ? 
C5 C6 C1 118.6(3) . . ? 
C5 C6 C8 120.1(3) . . ? 
C1 C6 C8 121.3(3) . . ? 
C2 C7 H7A 109.5 . . ? 
C2 C7 H7B 109.5 . . ? 
H7A C7 H7B 109.5 . . ? 
C2 C7 H7C 109.5 . . ? 
H7A C7 H7C 109.5 . . ? 
H7B C7 H7C 109.5 . . ? 
C6 C8 H8A 109.5 . . ? 
C6 C8 H8B 109.5 . . ? 
H8A C8 H8B 109.5 . . ? 
C6 C8 H8C 109.5 . . ? 
H8A C8 H8C 109.5 . . ? 
H8B C8 H8C 109.5 . . ? 
N1 C9 C10 124.4(3) . . ? 
N1 C9 C11 118.9(3) . . ? 
C10 C9 C11 116.7(3) . . ? 
C9 C10 C9 126.8(4) . 4 ? 
C9 C10 H10 116.6 . . ? 
C9 C10 H10 116.6 4 . ? 
C9 C11 H11A 109.5 . . ? 
C9 C11 H11B 109.5 . . ? 
H11A C11 H11B 109.5 . . ? 
C9 C11 H11C 109.5 . . ? 
H11A C11 H11C 109.5 . . ? 
H11B C11 H11C 109.5 . . ? 
C12 C12 C13 119.94(18) 4 . ? 
C12 C12 Ru1 71.23(8) 4 . ? 
C13 C12 Ru1 72.23(16) . . ? 
C12 C12 H12 120.0 4 . ? 
C13 C12 H12 120.0 . . ? 
Ru1 C12 H12 128.8 . . ? 
C14 C13 C12 119.9(3) . . ? 
C14 C13 Ru1 70.89(17) . . ? 
C12 C13 Ru1 69.87(16) . . ? 
C14 C13 H13 120.0 . . ? 
C12 C13 H13 120.0 . . ? 
Ru1 C13 H13 132.1 . . ? 
C13 C14 C14 120.10(19) . 4 ? 
C13 C14 Ru1 72.10(17) . . ? 
C14 C14 Ru1 71.07(9) 4 . ? 
C13 C14 H14 120.0 . . ? 
C14 C14 H14 120.0 4 . ? 
Ru1 C14 H14 129.2 . . ? 
Cl3 C15 Cl3 116.0(4) . 4 ? 
Cl3 C15 Cl2A 108.98(19) . . ? 
Cl3 C15 Cl2A 108.98(19) 4 . ? 
Cl3 C15 Cl2B 58.1(2) . . ? 
Cl3 C15 Cl2B 58.1(2) 4 . ? 
Cl2A C15 Cl2B 123.0(7) . . ? 
Cl3 C15 H15 107.5 . . ? 
Cl3 C15 H15 107.5 4 . ? 
Cl2A C15 H15 107.5 . . ? 
Cl2B C15 H15 129.5 . . ? 
 
loop_ 
 _geom_torsion_atom_site_label_1 
 _geom_torsion_atom_site_label_2 
 _geom_torsion_atom_site_label_3 
 _geom_torsion_atom_site_label_4 
 _geom_torsion 
 _geom_torsion_site_symmetry_1 
 _geom_torsion_site_symmetry_2 
 _geom_torsion_site_symmetry_3 
 _geom_torsion_site_symmetry_4 
 _geom_torsion_publ_flag 
Cl3 Cl2B Cl3 C15 -5.7(8) 4 . . . ? 
C6 C1 N1 C9 97.8(3) . . . . ? 
C2 C1 N1 C9 -82.7(4) . . . . ? 
C6 C1 N1 Ru1 -83.7(4) . . . . ? 
C2 C1 N1 Ru1 95.8(3) . . . . ? 
N1 Ru1 N1 C9 26.7(3) 4 . . . ? 
C12 Ru1 N1 C9 121.2(2) . . . . ? 
C12 Ru1 N1 C9 149.2(2) 4 . . . ? 
C14 Ru1 N1 C9 -142.7(2) 4 . . . ? 
C14 Ru1 N1 C9 -131.1(3) . . . . ? 
C13 Ru1 N1 C9 118.4(3) . . . . ? 
C13 Ru1 N1 C9 -172.8(2) 4 . . . ? 
Cl1 Ru1 N1 C9 -58.9(2) . . . . ? 
N1 Ru1 N1 C1 -151.67(19) 4 . . . ? 
C12 Ru1 N1 C1 -57.1(3) . . . . ? 
C12 Ru1 N1 C1 -29.2(2) 4 . . . ? 
C14 Ru1 N1 C1 38.9(3) 4 . . . ? 
C14 Ru1 N1 C1 50.5(4) . . . . ? 
C13 Ru1 N1 C1 -60.0(4) . . . . ? 
C13 Ru1 N1 C1 8.8(2) 4 . . . ? 
Cl1 Ru1 N1 C1 122.7(2) . . . . ? 
C6 C1 C2 C3 0.8(5) . . . . ? 
N1 C1 C2 C3 -178.7(3) . . . . ? 
C6 C1 C2 C7 -179.2(3) . . . . ? 
N1 C1 C2 C7 1.3(5) . . . . ? 
C1 C2 C3 C4 0.3(5) . . . . ? 
C7 C2 C3 C4 -179.7(3) . . . . ? 
C2 C3 C4 C5 -1.6(5) . . . . ? 
C3 C4 C5 C6 1.8(5) . . . . ? 
C4 C5 C6 C1 -0.7(5) . . . . ? 
C4 C5 C6 C8 -179.4(3) . . . . ? 
C2 C1 C6 C5 -0.6(5) . . . . ? 
N1 C1 C6 C5 178.9(3) . . . . ? 
C2 C1 C6 C8 178.0(3) . . . . ? 
N1 C1 C6 C8 -2.5(5) . . . . ? 
C1 N1 C9 C10 164.7(3) . . . . ? 
Ru1 N1 C9 C10 -13.7(4) . . . . ? 
C1 N1 C9 C11 -13.8(4) . . . . ? 
Ru1 N1 C9 C11 167.8(2) . . . . ? 
N1 C9 C10 C9 -12.4(6) . . . 4 ? 
C11 C9 C10 C9 166.1(3) . . . 4 ? 
N1 Ru1 C12 C12 139.58(7) 4 . . 4 ? 
N1 Ru1 C12 C12 50.04(8) . . . 4 ? 
C14 Ru1 C12 C12 -66.12(10) 4 . . 4 ? 
C14 Ru1 C12 C12 -103.41(10) . . . 4 ? 
C13 Ru1 C12 C12 -131.49(16) . . . 4 ? 
C13 Ru1 C12 C12 -29.80(11) 4 . . 4 ? 
Cl1 Ru1 C12 C12 -129.68(17) . . . 4 ? 
N1 Ru1 C12 C13 -88.93(18) 4 . . . ? 
N1 Ru1 C12 C13 -178.47(16) . . . . ? 
C12 Ru1 C12 C13 131.49(16) 4 . . . ? 
C14 Ru1 C12 C13 65.37(19) 4 . . . ? 
C14 Ru1 C12 C13 28.08(19) . . . . ? 
C13 Ru1 C12 C13 101.7(2) 4 . . . ? 
Cl1 Ru1 C12 C13 1.8(3) . . . . ? 
C12 C12 C13 C14 2.7(3) 4 . . . ? 
Ru1 C12 C13 C14 -52.2(2) . . . . ? 
C12 C12 C13 Ru1 54.93(11) 4 . . . ? 
N1 Ru1 C13 C14 -132.12(19) 4 . . . ? 
N1 Ru1 C13 C14 137.4(3) . . . . ? 
C12 Ru1 C13 C14 133.5(3) . . . . ? 
C12 Ru1 C13 C14 104.0(2) 4 . . . ? 
C14 Ru1 C13 C14 29.65(19) 4 . . . ? 
C13 Ru1 C13 C14 66.3(2) 4 . . . ? 
Cl1 Ru1 C13 C14 -45.5(2) . . . . ? 
N1 Ru1 C13 C12 94.33(18) 4 . . . ? 
N1 Ru1 C13 C12 3.9(4) . . . . ? 
C12 Ru1 C13 C12 -29.54(16) 4 . . . ? 
C14 Ru1 C13 C12 -103.90(19) 4 . . . ? 
C14 Ru1 C13 C12 -133.5(3) . . . . ? 
C13 Ru1 C13 C12 -67.26(19) 4 . . . ? 
Cl1 Ru1 C13 C12 -179.07(14) . . . . ? 
C12 C13 C14 C14 -2.7(3) . . . 4 ? 
Ru1 C13 C14 C14 -54.47(11) . . . 4 ? 
C12 C13 C14 Ru1 51.7(2) . . . . ? 
N1 Ru1 C14 C13 56.3(2) 4 . . . ? 
N1 Ru1 C14 C13 -148.8(2) . . . . ? 
C12 Ru1 C14 C13 -28.71(18) . . . . ? 
C12 Ru1 C14 C13 -65.66(19) 4 . . . ? 
C14 Ru1 C14 C13 -131.90(17) 4 . . . ? 
C13 Ru1 C14 C13 -102.9(2) 4 . . . ? 
Cl1 Ru1 C14 C13 139.27(18) . . . . ? 
N1 Ru1 C14 C14 -171.85(10) 4 . . 4 ? 
N1 Ru1 C14 C14 -16.9(2) . . . 4 ? 
C12 Ru1 C14 C14 103.19(9) . . . 4 ? 
C12 Ru1 C14 C14 66.24(9) 4 . . 4 ? 
C13 Ru1 C14 C14 131.90(17) . . . 4 ? 
C13 Ru1 C14 C14 29.02(10) 4 . . 4 ? 
Cl1 Ru1 C14 C14 -88.84(3) . . . 4 ? 
Cl2B Cl3 C15 Cl3 5.8(8) . . . 4 ? 
Cl2B Cl3 C15 Cl2A -117.6(9) . . . . ? 
Cl3 Cl2B C15 Cl3 173.9(9) 4 . . . ? 
Cl3 Cl2B C15 Cl3 -173.9(9) . . . 4 ? 
Cl3 Cl2B C15 Cl2A -93.1(4) 4 . . . ? 
Cl3 Cl2B C15 Cl2A 93.1(4) . . . . ? 
 
_diffrn_measured_fraction_theta_max    0.997 
_diffrn_reflns_theta_full              25.02 
_diffrn_measured_fraction_theta_full   0.997 
_refine_diff_density_max    0.702 
_refine_diff_density_min   -0.560 
_refine_diff_density_rms    0.059 
 
data_adp156
 
_audit_creation_method            SHELXL-97 
_publ_contact_author_name         'Paul J. Dyson'
_publ_contact_author_address
;
Faculte des sciences de base
Institut de Chimie Moleculaire et Biologique
EPFL-BCH, CH-1015 Lausanne, Switzerland 
;
_publ_contact_author_email        'paul.dyson@epfl.ch'
_publ_contact_author_fax          '+41 21 69 39885'
_publ_contact_author_phone        '+41 21 69 39854'
_publ_section_title
;
Facile, Thermo-reversible Cycloaddition of Small Molecules to a 
Arene Ruthenium /b-Diketamine
;

_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             'BzRuNacNacMeOTf.CHCl3' 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C29 H32 Cl3 F3 N2 O3 Ru S' 
_chemical_formula_weight          753.05 
 
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' 
 'Cl'  'Cl'   0.1484   0.1585 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'Ru'  'Ru'  -1.2594   0.8363 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting            triclinic 
_symmetry_space_group_name_H-M    'P -1'
_symmetry_space_group_name_Hall   '-P1'
_symmetry_Int_Tables_number       2
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, -y, -z' 
 
_cell_length_a                    11.6585(10) 
_cell_length_b                    12.3944(16) 
_cell_length_c                    12.7267(14) 
_cell_angle_alpha                 111.714(11) 
_cell_angle_beta                  95.980(8) 
_cell_angle_gamma                 105.253(9) 
_cell_volume                      1606.1(3) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     140(2) 
_cell_measurement_reflns_used     5169 
_cell_measurement_theta_min        2.18715 
_cell_measurement_theta_max       26.66415
 
_exptl_crystal_description        plate 
_exptl_crystal_colour             red 
_exptl_crystal_size_max           0.25 
_exptl_crystal_size_mid           0.20 
_exptl_crystal_size_min           0.15 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.557 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              764 
_exptl_absorpt_coefficient_mu     0.853 
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.7195
_exptl_absorpt_correction_T_max   0.9975
_exptl_absorpt_process_details    
;
c.f. R.H. Blessing, Acta Cryst. (1995), a51, 33-38
; 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       140(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Oxford Diffraction KM4/Sapphire CCD'
_diffrn_measurement_method        'phi and omega scans'
_diffrn_detector_area_resol_mean  7
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         0 
_diffrn_reflns_number             9203 
_diffrn_reflns_av_R_equivalents   0.0646 
_diffrn_reflns_av_sigmaI/netI     0.1030 
_diffrn_reflns_limit_h_min        -13 
_diffrn_reflns_limit_h_max        13 
_diffrn_reflns_limit_k_min        -12 
_diffrn_reflns_limit_k_max        14 
_diffrn_reflns_limit_l_min        -13 
_diffrn_reflns_limit_l_max        13 
_diffrn_reflns_theta_min          3.41 
_diffrn_reflns_theta_max          24.41 
_reflns_number_total              4659 
_reflns_number_gt                 3133 
_reflns_threshold_expression      I>2/s(I) 
 
_computing_data_collection        'Oxford Diffraction CrysAlis CCD'
_computing_cell_refinement        'Oxford Diffraction CrysAlis RED'
_computing_data_reduction         'Oxford Diffraction CrysAlis RED'
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics   'Diamond (Brandenburg, 2006)'
_computing_publication_material 'WINGX (Farrugia, 1999)'
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
; 
 
_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc  
_refine_ls_weighting_details 
 'calc w=1/[σ²(Fo²)+(0.0745P)²+0.0000P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     constr 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          4659 
_refine_ls_number_parameters      385 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0776 
_refine_ls_R_factor_gt            0.0552 
_refine_ls_wR_factor_ref          0.1391 
_refine_ls_wR_factor_gt           0.1304 
_refine_ls_goodness_of_fit_ref    0.928 
_refine_ls_restrained_S_all       0.928 
_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_symmetry_multiplicity 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
Ru1 Ru 0.33306(5) 0.20672(5) 0.44766(5) 0.02150(19) Uani 1 1 d . . . 
Cl2 Cl 0.77269(17) 0.18733(18) 0.12123(17) 0.0473(6) Uani 1 1 d . . . 
Cl3 Cl 0.6643(2) 0.3766(2) 0.15147(18) 0.0646(8) Uani 1 1 d . . . 
Cl4 Cl 0.78334(17) 0.35899(18) 0.35334(16) 0.0409(5) Uani 1 1 d . . . 
S1 S 0.12366(15) 0.52710(16) 0.28412(16) 0.0300(5) Uani 1 1 d . . . 
F1 F 0.0911(4) 0.4002(4) 0.0601(4) 0.0590(14) Uani 1 1 d . . . 
F2 F 0.2736(4) 0.4505(4) 0.1562(4) 0.0563(13) Uani 1 1 d . . . 
F3 F 0.2111(4) 0.5852(4) 0.1230(4) 0.0546(13) Uani 1 1 d . . . 
O1 O 0.0863(4) 0.4114(4) 0.2942(4) 0.0378(13) Uani 1 1 d . . . 
O2 O 0.2300(4) 0.6197(5) 0.3714(4) 0.0465(15) Uani 1 1 d . . . 
O4 O 0.0250(4) 0.5716(4) 0.2624(4) 0.0405(14) Uani 1 1 d . . . 
N1 N 0.2973(4) 0.1082(5) 0.5411(4) 0.0204(13) Uani 1 1 d . . . 
N2 N 0.2476(4) 0.0534(5) 0.3048(4) 0.0189(12) Uani 1 1 d . . . 
C1 C 0.3288(6) 0.1792(6) 0.6653(6) 0.0231(16) Uani 1 1 d . . . 
C2 C 0.2450(6) 0.2295(6) 0.7191(6) 0.0243(16) Uani 1 1 d . . . 
C3 C 0.2823(7) 0.3056(6) 0.8388(6) 0.0346(18) Uani 1 1 d . . . 
H3 H 0.2269 0.3405 0.8774 0.042 Uiso 1 1 calc R . . 
C4 C 0.3981(7) 0.3308(7) 0.9019(6) 0.041(2) Uani 1 1 d . . . 
H4 H 0.4220 0.3828 0.9825 0.049 Uiso 1 1 calc R . . 
C5 C 0.4782(7) 0.2788(7) 0.8450(6) 0.0343(18) Uani 1 1 d . . . 
H5 H 0.5574 0.2963 0.8881 0.041 Uiso 1 1 calc R . . 
C6 C 0.4475(6) 0.2033(6) 0.7293(6) 0.0258(16) Uani 1 1 d . . . 
C7 C 0.1181(6) 0.2005(7) 0.6511(6) 0.038(2) Uani 1 1 d . . . 
H7A H 0.1238 0.2288 0.5889 0.057 Uiso 1 1 calc R . . 
H7B H 0.0721 0.2423 0.7031 0.057 Uiso 1 1 calc R . . 
H7C H 0.0762 0.1116 0.6175 0.057 Uiso 1 1 calc R . . 
C8 C 0.5378(6) 0.1507(7) 0.6685(6) 0.0311(18) Uani 1 1 d . . . 
H8A H 0.6147 0.1778 0.7248 0.047 Uiso 1 1 calc R . . 
H8B H 0.5525 0.1795 0.6075 0.047 Uiso 1 1 calc R . . 
H8C H 0.5045 0.0608 0.6338 0.047 Uiso 1 1 calc R . . 
C9 C 0.2445(5) -0.0149(6) 0.5040(5) 0.0186(15) Uani 1 1 d . . . 
C10 C 0.2296(6) -0.0719(6) 0.5907(6) 0.0311(18) Uani 1 1 d . . . 
H10A H 0.3089 -0.0477 0.6424 0.047 Uiso 1 1 calc R . . 
H10B H 0.1976 -0.1616 0.5491 0.047 Uiso 1 1 calc R . . 
H10C H 0.1726 -0.0432 0.6365 0.047 Uiso 1 1 calc R . . 
C11 C 0.1991(5) -0.0937(6) 0.3873(5) 0.0182(15) Uani 1 1 d . . . 
H11 H 0.1657 -0.1786 0.3700 0.022 Uiso 1 1 calc R . . 
C12 C 0.1971(5) -0.0630(6) 0.2935(6) 0.0212(16) Uani 1 1 d . . . 
C13 C 0.1336(6) -0.1639(6) 0.1726(6) 0.0293(17) Uani 1 1 d . . . 
H13A H 0.0677 -0.1431 0.1387 0.044 Uiso 1 1 calc R . . 
H13B H 0.0995 -0.2422 0.1783 0.044 Uiso 1 1 calc R . . 
H13C H 0.1927 -0.1711 0.1232 0.044 Uiso 1 1 calc R . . 
C14 C 0.2307(6) 0.0743(5) 0.1984(5) 0.0200(15) Uani 1 1 d . . . 
C15 C 0.1247(6) 0.1032(6) 0.1718(5) 0.0252(17) Uani 1 1 d . . . 
C16 C 0.1110(7) 0.1334(6) 0.0790(6) 0.0342(19) Uani 1 1 d . . . 
H16 H 0.0400 0.1516 0.0581 0.041 Uiso 1 1 calc R . . 
C17 C 0.2002(7) 0.1375(7) 0.0158(6) 0.041(2) Uani 1 1 d . . . 
H17 H 0.1910 0.1610 -0.0468 0.049 Uiso 1 1 calc R . . 
C18 C 0.3037(7) 0.1076(6) 0.0422(6) 0.0362(19) Uani 1 1 d . . . 
H18 H 0.3638 0.1102 -0.0026 0.043 Uiso 1 1 calc R . . 
C19 C 0.3187(6) 0.0739(6) 0.1341(6) 0.0272(17) Uani 1 1 d . . . 
C20 C 0.0283(6) 0.1019(6) 0.2427(6) 0.0326(18) Uani 1 1 d . . . 
H20A H -0.0377 0.1235 0.2101 0.049 Uiso 1 1 calc R . . 
H20B H 0.0647 0.1617 0.3231 0.049 Uiso 1 1 calc R . . 
H20C H -0.0045 0.0197 0.2408 0.049 Uiso 1 1 calc R . . 
C21 C 0.4304(6) 0.0396(7) 0.1610(6) 0.0360(19) Uani 1 1 d . . . 
H21A H 0.4608 0.0742 0.2453 0.054 Uiso 1 1 calc R . . 
H21B H 0.4940 0.0726 0.1259 0.054 Uiso 1 1 calc R . . 
H21C H 0.4085 -0.0500 0.1291 0.054 Uiso 1 1 calc R . . 
C22 C 0.5123(6) 0.3385(6) 0.4819(7) 0.0361(19) Uani 1 1 d . . . 
H22 H 0.5865 0.3203 0.4836 0.043 Uiso 1 1 calc R . . 
C23 C 0.4705(7) 0.3773(6) 0.5855(6) 0.0323(18) Uani 1 1 d . . . 
H23 H 0.5191 0.3927 0.6575 0.039 Uiso 1 1 calc R . . 
C24 C 0.3548(7) 0.3926(6) 0.5790(6) 0.0369(19) Uani 1 1 d . . . 
H24 H 0.3238 0.4176 0.6471 0.044 Uiso 1 1 calc R . . 
C25 C 0.2847(6) 0.3706(6) 0.4708(6) 0.0323(18) Uani 1 1 d . . . 
H25 H 0.2044 0.3752 0.4655 0.039 Uiso 1 1 calc R . . 
C26 C 0.3331(6) 0.3423(6) 0.3722(6) 0.0301(18) Uani 1 1 d . . . 
H26 H 0.2880 0.3341 0.3015 0.036 Uiso 1 1 calc R . . 
C27 C 0.4474(7) 0.3260(6) 0.3765(7) 0.0346(18) Uani 1 1 d . . . 
H27 H 0.4805 0.3067 0.3093 0.041 Uiso 1 1 calc R . . 
C28 C 0.1767(7) 0.4902(7) 0.1503(7) 0.0368(19) Uani 1 1 d . . . 
C29 C 0.7865(6) 0.3398(6) 0.2104(6) 0.0324(18) Uani 1 1 d . . . 
H29 H 0.8657 0.3959 0.2101 0.039 Uiso 1 1 calc R . . 
 
 
_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 N2 1.995(5) . ? 
Ru1 N1 1.997(5) . ? 
Ru1 C22 2.171(7) . ? 
Ru1 C25 2.174(6) . ? 
Ru1 C24 2.218(7) . ? 
Ru1 C26 2.223(7) . ? 
Ru1 C27 2.233(8) . ? 
Ru1 C23 2.237(7) . ? 
Cl2 C29 1.760(7) . ? 
Cl3 C29 1.782(7) . ? 
Cl4 C29 1.750(7) . ? 
S1 O1 1.443(5) . ? 
S1 O4 1.444(4) . ? 
S1 O2 1.452(5) . ? 
S1 C28 1.812(8) . ? 
F1 C28 1.336(8) . ? 
F2 C28 1.351(8) . ? 
F3 C28 1.324(8) . ? 
N1 C9 1.357(8) . ? 
N1 C1 1.445(8) . ? 
N2 C12 1.353(8) . ? 
N2 C14 1.474(8) . ? 
C1 C2 1.399(9) . ? 
C1 C6 1.426(8) . ? 
C2 C3 1.408(9) . ? 
C2 C7 1.513(8) . ? 
C3 C4 1.390(10) . ? 
C3 H3 0.9500 . ? 
C4 C5 1.387(10) . ? 
C4 H4 0.9500 . ? 
C5 C6 1.365(9) . ? 
C5 H5 0.9500 . ? 
C6 C8 1.513(9) . ? 
C7 H7A 0.9800 . ? 
C7 H7B 0.9800 . ? 
C7 H7C 0.9800 . ? 
C8 H8A 0.9800 . ? 
C8 H8B 0.9800 . ? 
C8 H8C 0.9800 . ? 
C9 C11 1.390(8) . ? 
C9 C10 1.515(9) . ? 
C10 H10A 0.9800 . ? 
C10 H10B 0.9800 . ? 
C10 H10C 0.9800 . ? 
C11 C12 1.380(9) . ? 
C11 H11 0.9500 . ? 
C12 C13 1.527(9) . ? 
C13 H13A 0.9800 . ? 
C13 H13B 0.9800 . ? 
C13 H13C 0.9800 . ? 
C14 C19 1.377(9) . ? 
C14 C15 1.415(8) . ? 
C15 C16 1.372(10) . ? 
C15 C20 1.513(9) . ? 
C16 C17 1.381(10) . ? 
C16 H16 0.9500 . ? 
C17 C18 1.397(10) . ? 
C17 H17 0.9500 . ? 
C18 C19 1.389(9) . ? 
C18 H18 0.9500 . ? 
C19 C21 1.516(9) . ? 
C20 H20A 0.9800 . ? 
C20 H20B 0.9800 . ? 
C20 H20C 0.9800 . ? 
C21 H21A 0.9800 . ? 
C21 H21B 0.9800 . ? 
C21 H21C 0.9800 . ? 
C22 C27 1.403(10) . ? 
C22 C23 1.413(10) . ? 
C22 H22 0.9500 . ? 
C23 C24 1.409(10) . ? 
C23 H23 0.9500 . ? 
C24 C25 1.417(10) . ? 
C24 H24 0.9500 . ? 
C25 C26 1.393(10) . ? 
C25 H25 0.9500 . ? 
C26 C27 1.398(9) . ? 
C26 H26 0.9500 . ? 
C27 H27 0.9500 . ? 
C29 H29 1.0000 . ? 
 
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 
N2 Ru1 N1 88.5(2) . . ? 
N2 Ru1 C22 127.9(2) . . ? 
N1 Ru1 C22 121.4(2) . . ? 
N2 Ru1 C25 118.8(2) . . ? 
N1 Ru1 C25 125.7(2) . . ? 
C22 Ru1 C25 79.6(3) . . ? 
N2 Ru1 C24 154.5(2) . . ? 
N1 Ru1 C24 100.6(2) . . ? 
C22 Ru1 C24 66.9(3) . . ? 
C25 Ru1 C24 37.6(2) . . ? 
N2 Ru1 C26 98.5(2) . . ? 
N1 Ru1 C26 162.1(2) . . ? 
C22 Ru1 C26 66.5(3) . . ? 
C25 Ru1 C26 36.9(3) . . ? 
C24 Ru1 C26 66.6(3) . . ? 
N2 Ru1 C27 101.9(2) . . ? 
N1 Ru1 C27 157.2(2) . . ? 
C22 Ru1 C27 37.1(3) . . ? 
C25 Ru1 C27 66.7(3) . . ? 
C24 Ru1 C27 78.7(3) . . ? 
C26 Ru1 C27 36.6(2) . . ? 
N2 Ru1 C23 164.9(2) . . ? 
N1 Ru1 C23 98.7(2) . . ? 
C22 Ru1 C23 37.4(3) . . ? 
C25 Ru1 C23 67.4(3) . . ? 
C24 Ru1 C23 36.9(3) . . ? 
C26 Ru1 C23 78.6(2) . . ? 
C27 Ru1 C23 66.8(3) . . ? 
O1 S1 O4 114.6(3) . . ? 
O1 S1 O2 114.7(3) . . ? 
O4 S1 O2 114.6(3) . . ? 
O1 S1 C28 103.7(3) . . ? 
O4 S1 C28 103.4(3) . . ? 
O2 S1 C28 103.8(3) . . ? 
C9 N1 C1 116.0(5) . . ? 
C9 N1 Ru1 129.1(4) . . ? 
C1 N1 Ru1 114.9(4) . . ? 
C12 N2 C14 116.6(5) . . ? 
C12 N2 Ru1 129.5(4) . . ? 
C14 N2 Ru1 113.7(4) . . ? 
C2 C1 C6 121.4(6) . . ? 
C2 C1 N1 119.2(5) . . ? 
C6 C1 N1 119.4(5) . . ? 
C1 C2 C3 117.5(6) . . ? 
C1 C2 C7 121.0(6) . . ? 
C3 C2 C7 121.5(6) . . ? 
C4 C3 C2 121.7(6) . . ? 
C4 C3 H3 119.1 . . ? 
C2 C3 H3 119.1 . . ? 
C5 C4 C3 118.8(7) . . ? 
C5 C4 H4 120.6 . . ? 
C3 C4 H4 120.6 . . ? 
C6 C5 C4 122.5(7) . . ? 
C6 C5 H5 118.7 . . ? 
C4 C5 H5 118.7 . . ? 
C5 C6 C1 118.1(6) . . ? 
C5 C6 C8 121.5(6) . . ? 
C1 C6 C8 120.3(6) . . ? 
C2 C7 H7A 109.5 . . ? 
C2 C7 H7B 109.5 . . ? 
H7A C7 H7B 109.5 . . ? 
C2 C7 H7C 109.5 . . ? 
H7A C7 H7C 109.5 . . ? 
H7B C7 H7C 109.5 . . ? 
C6 C8 H8A 109.5 . . ? 
C6 C8 H8B 109.5 . . ? 
H8A C8 H8B 109.5 . . ? 
C6 C8 H8C 109.5 . . ? 
H8A C8 H8C 109.5 . . ? 
H8B C8 H8C 109.5 . . ? 
N1 C9 C11 122.6(6) . . ? 
N1 C9 C10 120.4(6) . . ? 
C11 C9 C10 117.0(6) . . ? 
C9 C10 H10A 109.5 . . ? 
C9 C10 H10B 109.5 . . ? 
H10A C10 H10B 109.5 . . ? 
C9 C10 H10C 109.5 . . ? 
H10A C10 H10C 109.5 . . ? 
H10B C10 H10C 109.5 . . ? 
C12 C11 C9 127.5(6) . . ? 
C12 C11 H11 116.2 . . ? 
C9 C11 H11 116.2 . . ? 
N2 C12 C11 122.5(6) . . ? 
N2 C12 C13 118.7(6) . . ? 
C11 C12 C13 118.7(6) . . ? 
C12 C13 H13A 109.5 . . ? 
C12 C13 H13B 109.5 . . ? 
H13A C13 H13B 109.5 . . ? 
C12 C13 H13C 109.5 . . ? 
H13A C13 H13C 109.5 . . ? 
H13B C13 H13C 109.5 . . ? 
C19 C14 C15 122.7(6) . . ? 
C19 C14 N2 120.7(5) . . ? 
C15 C14 N2 116.4(5) . . ? 
C16 C15 C14 118.0(7) . . ? 
C16 C15 C20 120.0(6) . . ? 
C14 C15 C20 122.0(6) . . ? 
C15 C16 C17 120.1(7) . . ? 
C15 C16 H16 120.0 . . ? 
C17 C16 H16 120.0 . . ? 
C16 C17 C18 121.2(7) . . ? 
C16 C17 H17 119.4 . . ? 
C18 C17 H17 119.4 . . ? 
C19 C18 C17 119.9(7) . . ? 
C19 C18 H18 120.0 . . ? 
C17 C18 H18 120.0 . . ? 
C14 C19 C18 117.9(6) . . ? 
C14 C19 C21 122.5(6) . . ? 
C18 C19 C21 119.5(6) . . ? 
C15 C20 H20A 109.5 . . ? 
C15 C20 H20B 109.5 . . ? 
H20A C20 H20B 109.5 . . ? 
C15 C20 H20C 109.5 . . ? 
H20A C20 H20C 109.5 . . ? 
H20B C20 H20C 109.5 . . ? 
C19 C21 H21A 109.5 . . ? 
C19 C21 H21B 109.5 . . ? 
H21A C21 H21B 109.5 . . ? 
C19 C21 H21C 109.5 . . ? 
H21A C21 H21C 109.5 . . ? 
H21B C21 H21C 109.5 . . ? 
C27 C22 C23 121.9(6) . . ? 
C27 C22 Ru1 73.9(4) . . ? 
C23 C22 Ru1 73.9(4) . . ? 
C27 C22 H22 119.0 . . ? 
C23 C22 H22 119.0 . . ? 
Ru1 C22 H22 124.9 . . ? 
C24 C23 C22 118.1(6) . . ? 
C24 C23 Ru1 70.8(4) . . ? 
C22 C23 Ru1 68.8(4) . . ? 
C24 C23 H23 121.0 . . ? 
C22 C23 H23 121.0 . . ? 
Ru1 C23 H23 132.1 . . ? 
C23 C24 C25 120.0(7) . . ? 
C23 C24 Ru1 72.3(4) . . ? 
C25 C24 Ru1 69.5(4) . . ? 
C23 C24 H24 120.0 . . ? 
C25 C24 H24 120.0 . . ? 
Ru1 C24 H24 130.8 . . ? 
C26 C25 C24 120.3(6) . . ? 
C26 C25 Ru1 73.4(4) . . ? 
C24 C25 Ru1 72.9(4) . . ? 
C26 C25 H25 119.9 . . ? 
C24 C25 H25 119.9 . . ? 
Ru1 C25 H25 125.6 . . ? 
C25 C26 C27 120.6(6) . . ? 
C25 C26 Ru1 69.6(4) . . ? 
C27 C26 Ru1 72.1(4) . . ? 
C25 C26 H26 119.7 . . ? 
C27 C26 H26 119.7 . . ? 
Ru1 C26 H26 131.4 . . ? 
C26 C27 C22 118.7(7) . . ? 
C26 C27 Ru1 71.3(4) . . ? 
C22 C27 Ru1 69.0(4) . . ? 
C26 C27 H27 120.6 . . ? 
C22 C27 H27 120.6 . . ? 
Ru1 C27 H27 131.7 . . ? 
F3 C28 F1 107.1(6) . . ? 
F3 C28 F2 106.5(6) . . ? 
F1 C28 F2 106.0(6) . . ? 
F3 C28 S1 112.9(5) . . ? 
F1 C28 S1 112.1(5) . . ? 
F2 C28 S1 111.8(5) . . ? 
Cl4 C29 Cl2 111.3(4) . . ? 
Cl4 C29 Cl3 110.3(4) . . ? 
Cl2 C29 Cl3 108.3(4) . . ? 
Cl4 C29 H29 109.0 . . ? 
Cl2 C29 H29 109.0 . . ? 
Cl3 C29 H29 109.0 . . ? 
 
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 
N2 Ru1 N1 C9 4.8(5) . . . . ? 
C22 Ru1 N1 C9 -129.9(5) . . . . ? 
C25 Ru1 N1 C9 129.8(5) . . . . ? 
C24 Ru1 N1 C9 160.8(5) . . . . ? 
C26 Ru1 N1 C9 118.3(7) . . . . ? 
C27 Ru1 N1 C9 -113.2(7) . . . . ? 
C23 Ru1 N1 C9 -161.8(5) . . . . ? 
N2 Ru1 N1 C1 -172.9(4) . . . . ? 
C22 Ru1 N1 C1 52.4(5) . . . . ? 
C25 Ru1 N1 C1 -47.9(5) . . . . ? 
C24 Ru1 N1 C1 -16.9(4) . . . . ? 
C26 Ru1 N1 C1 -59.5(8) . . . . ? 
C27 Ru1 N1 C1 69.0(7) . . . . ? 
C23 Ru1 N1 C1 20.4(4) . . . . ? 
N1 Ru1 N2 C12 -2.7(5) . . . . ? 
C22 Ru1 N2 C12 127.1(5) . . . . ? 
C25 Ru1 N2 C12 -133.3(5) . . . . ? 
C24 Ru1 N2 C12 -114.5(7) . . . . ? 
C26 Ru1 N2 C12 -166.1(5) . . . . ? 
C27 Ru1 N2 C12 156.8(5) . . . . ? 
C23 Ru1 N2 C12 116.3(9) . . . . ? 
N1 Ru1 N2 C14 172.4(4) . . . . ? 
C22 Ru1 N2 C14 -57.8(5) . . . . ? 
C25 Ru1 N2 C14 41.8(5) . . . . ? 
C24 Ru1 N2 C14 60.5(7) . . . . ? 
C26 Ru1 N2 C14 8.9(4) . . . . ? 
C27 Ru1 N2 C14 -28.1(4) . . . . ? 
C23 Ru1 N2 C14 -68.6(9) . . . . ? 
C9 N1 C1 C2 -92.6(7) . . . . ? 
Ru1 N1 C1 C2 85.5(7) . . . . ? 
C9 N1 C1 C6 91.5(7) . . . . ? 
Ru1 N1 C1 C6 -90.4(6) . . . . ? 
C6 C1 C2 C3 0.4(10) . . . . ? 
N1 C1 C2 C3 -175.4(6) . . . . ? 
C6 C1 C2 C7 -178.2(6) . . . . ? 
N1 C1 C2 C7 5.9(10) . . . . ? 
C1 C2 C3 C4 0.3(11) . . . . ? 
C7 C2 C3 C4 178.9(7) . . . . ? 
C2 C3 C4 C5 -0.4(11) . . . . ? 
C3 C4 C5 C6 -0.2(12) . . . . ? 
C4 C5 C6 C1 0.9(11) . . . . ? 
C4 C5 C6 C8 178.1(7) . . . . ? 
C2 C1 C6 C5 -1.0(10) . . . . ? 
N1 C1 C6 C5 174.8(6) . . . . ? 
C2 C1 C6 C8 -178.2(7) . . . . ? 
N1 C1 C6 C8 -2.4(10) . . . . ? 
C1 N1 C9 C11 174.0(5) . . . . ? 
Ru1 N1 C9 C11 -3.7(8) . . . . ? 
C1 N1 C9 C10 -4.3(8) . . . . ? 
Ru1 N1 C9 C10 178.0(4) . . . . ? 
N1 C9 C11 C12 -1.6(10) . . . . ? 
C10 C9 C11 C12 176.8(5) . . . . ? 
C14 N2 C12 C11 -175.6(5) . . . . ? 
Ru1 N2 C12 C11 -0.7(8) . . . . ? 
C14 N2 C12 C13 3.4(7) . . . . ? 
Ru1 N2 C12 C13 178.4(4) . . . . ? 
C9 C11 C12 N2 3.8(9) . . . . ? 
C9 C11 C12 C13 -175.3(6) . . . . ? 
C12 N2 C14 C19 -95.5(7) . . . . ? 
Ru1 N2 C14 C19 88.8(6) . . . . ? 
C12 N2 C14 C15 88.9(6) . . . . ? 
Ru1 N2 C14 C15 -86.8(6) . . . . ? 
C19 C14 C15 C16 -0.9(10) . . . . ? 
N2 C14 C15 C16 174.6(6) . . . . ? 
C19 C14 C15 C20 179.4(6) . . . . ? 
N2 C14 C15 C20 -5.1(9) . . . . ? 
C14 C15 C16 C17 -1.2(10) . . . . ? 
C20 C15 C16 C17 178.5(6) . . . . ? 
C15 C16 C17 C18 2.0(11) . . . . ? 
C16 C17 C18 C19 -0.5(11) . . . . ? 
C15 C14 C19 C18 2.3(10) . . . . ? 
N2 C14 C19 C18 -173.0(6) . . . . ? 
C15 C14 C19 C21 -178.3(6) . . . . ? 
N2 C14 C19 C21 6.4(10) . . . . ? 
C17 C18 C19 C14 -1.6(10) . . . . ? 
C17 C18 C19 C21 179.0(6) . . . . ? 
N2 Ru1 C22 C27 53.5(5) . . . . ? 
N1 Ru1 C22 C27 169.4(4) . . . . ? 
C25 Ru1 C22 C27 -65.0(4) . . . . ? 
C24 Ru1 C22 C27 -102.1(5) . . . . ? 
C26 Ru1 C22 C27 -28.7(4) . . . . ? 
C23 Ru1 C22 C27 -131.1(6) . . . . ? 
N2 Ru1 C22 C23 -175.4(3) . . . . ? 
N1 Ru1 C22 C23 -59.5(5) . . . . ? 
C25 Ru1 C22 C23 66.1(4) . . . . ? 
C24 Ru1 C22 C23 29.0(4) . . . . ? 
C26 Ru1 C22 C23 102.4(4) . . . . ? 
C27 Ru1 C22 C23 131.1(6) . . . . ? 
C27 C22 C23 C24 5.9(10) . . . . ? 
Ru1 C22 C23 C24 -52.7(6) . . . . ? 
C27 C22 C23 Ru1 58.6(6) . . . . ? 
N2 Ru1 C23 C24 146.1(8) . . . . ? 
N1 Ru1 C23 C24 -96.1(4) . . . . ? 
C22 Ru1 C23 C24 132.0(6) . . . . ? 
C25 Ru1 C23 C24 29.1(4) . . . . ? 
C26 Ru1 C23 C24 66.0(5) . . . . ? 
C27 Ru1 C23 C24 102.4(5) . . . . ? 
N2 Ru1 C23 C22 14.1(10) . . . . ? 
N1 Ru1 C23 C22 131.9(4) . . . . ? 
C25 Ru1 C23 C22 -103.0(5) . . . . ? 
C24 Ru1 C23 C22 -132.0(6) . . . . ? 
C26 Ru1 C23 C22 -66.0(4) . . . . ? 
C27 Ru1 C23 C22 -29.7(4) . . . . ? 
C22 C23 C24 C25 -0.8(10) . . . . ? 
Ru1 C23 C24 C25 -52.5(6) . . . . ? 
C22 C23 C24 Ru1 51.7(6) . . . . ? 
N2 Ru1 C24 C23 -160.3(5) . . . . ? 
N1 Ru1 C24 C23 90.4(4) . . . . ? 
C22 Ru1 C24 C23 -29.3(4) . . . . ? 
C25 Ru1 C24 C23 -132.8(7) . . . . ? 
C26 Ru1 C24 C23 -102.6(5) . . . . ? 
C27 Ru1 C24 C23 -66.3(4) . . . . ? 
N2 Ru1 C24 C25 -27.5(8) . . . . ? 
N1 Ru1 C24 C25 -136.8(4) . . . . ? 
C22 Ru1 C24 C25 103.4(5) . . . . ? 
C26 Ru1 C24 C25 30.1(4) . . . . ? 
C27 Ru1 C24 C25 66.4(5) . . . . ? 
C23 Ru1 C24 C25 132.8(7) . . . . ? 
C23 C24 C25 C26 -4.5(10) . . . . ? 
Ru1 C24 C25 C26 -58.3(6) . . . . ? 
C23 C24 C25 Ru1 53.8(6) . . . . ? 
N2 Ru1 C25 C26 -63.2(4) . . . . ? 
N1 Ru1 C25 C26 -174.1(3) . . . . ? 
C22 Ru1 C25 C26 64.5(4) . . . . ? 
C24 Ru1 C25 C26 129.9(6) . . . . ? 
C27 Ru1 C25 C26 28.0(4) . . . . ? 
C23 Ru1 C25 C26 101.4(4) . . . . ? 
N2 Ru1 C25 C24 166.9(4) . . . . ? 
N1 Ru1 C25 C24 55.9(5) . . . . ? 
C22 Ru1 C25 C24 -65.5(5) . . . . ? 
C26 Ru1 C25 C24 -129.9(6) . . . . ? 
C27 Ru1 C25 C24 -102.0(5) . . . . ? 
C23 Ru1 C25 C24 -28.5(4) . . . . ? 
C24 C25 C26 C27 4.9(10) . . . . ? 
Ru1 C25 C26 C27 -53.1(6) . . . . ? 
C24 C25 C26 Ru1 58.0(6) . . . . ? 
N2 Ru1 C26 C25 127.7(4) . . . . ? 
N1 Ru1 C26 C25 15.7(9) . . . . ? 
C22 Ru1 C26 C25 -104.5(5) . . . . ? 
C24 Ru1 C26 C25 -30.7(4) . . . . ? 
C27 Ru1 C26 C25 -133.7(6) . . . . ? 
C23 Ru1 C26 C25 -67.3(4) . . . . ? 
N2 Ru1 C26 C27 -98.6(4) . . . . ? 
N1 Ru1 C26 C27 149.4(6) . . . . ? 
C22 Ru1 C26 C27 29.1(4) . . . . ? 
C25 Ru1 C26 C27 133.7(6) . . . . ? 
C24 Ru1 C26 C27 103.0(5) . . . . ? 
C23 Ru1 C26 C27 66.3(4) . . . . ? 
C25 C26 C27 C22 0.1(10) . . . . ? 
Ru1 C26 C27 C22 -51.9(6) . . . . ? 
C25 C26 C27 Ru1 52.0(6) . . . . ? 
C23 C22 C27 C26 -5.6(10) . . . . ? 
Ru1 C22 C27 C26 53.0(6) . . . . ? 
C23 C22 C27 Ru1 -58.6(6) . . . . ? 
N2 Ru1 C27 C26 88.2(4) . . . . ? 
N1 Ru1 C27 C26 -156.2(5) . . . . ? 
C22 Ru1 C27 C26 -132.3(6) . . . . ? 
C25 Ru1 C27 C26 -28.2(4) . . . . ? 
C24 Ru1 C27 C26 -65.8(4) . . . . ? 
C23 Ru1 C27 C26 -102.5(5) . . . . ? 
N2 Ru1 C27 C22 -139.5(4) . . . . ? 
N1 Ru1 C27 C22 -23.9(8) . . . . ? 
C25 Ru1 C27 C22 104.1(5) . . . . ? 
C24 Ru1 C27 C22 66.5(4) . . . . ? 
C26 Ru1 C27 C22 132.3(6) . . . . ? 
C23 Ru1 C27 C22 29.8(4) . . . . ? 
O1 S1 C28 F3 177.5(5) . . . . ? 
O4 S1 C28 F3 57.6(6) . . . . ? 
O2 S1 C28 F3 -62.3(6) . . . . ? 
O1 S1 C28 F1 56.5(5) . . . . ? 
O4 S1 C28 F1 -63.4(6) . . . . ? 
O2 S1 C28 F1 176.7(5) . . . . ? 
O1 S1 C28 F2 -62.3(6) . . . . ? 
O4 S1 C28 F2 177.8(5) . . . . ? 
O2 S1 C28 F2 57.8(6) . . . . ? 
 
_diffrn_measured_fraction_theta_max    0.881 
_diffrn_reflns_theta_full              24.41 
_diffrn_measured_fraction_theta_full   0.881 
_refine_diff_density_max    0.942 
_refine_diff_density_min   -1.384 
_refine_diff_density_rms    0.131 

 
data_adp157

_audit_creation_method            SHELXL-97 
_publ_contact_author_name         'Paul J. Dyson'
_publ_contact_author_address
;
Faculte des sciences de base
Institut de Chimie Moleculaire et Biologique
EPFL-BCH, CH-1015 Lausanne, Switzerland 
;
_publ_contact_author_email        'paul.dyson@epfl.ch'
_publ_contact_author_fax          '+41 21 69 39885'
_publ_contact_author_phone        '+41 21 69 39854'
_publ_section_title
;
Facile, Thermo-reversible Cycloaddition of Small Molecules to a 
Arene Ruthenium /b-Diketamine
;
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             'BzRu(CH2CH2)NacNacMeOTf.CH2Cl2' 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C31 H37 Cl2 F3 N2 O3 Ru S' 
_chemical_formula_weight          746.66 
 
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' 
 'Cl'  'Cl'   0.1484   0.1585 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'Ru'  'Ru'  -1.2594   0.8363 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting            monoclinic
_symmetry_space_group_name_H-M    'P 2 1 / n'
_symmetry_space_group_name_Hall   '-P 2yn'
_symmetry_Int_Tables_number       14
 
loop_ 
 _symmetry_equiv_pos_as_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                    12.3101(8) 
_cell_length_b                    11.8954(5) 
_cell_length_c                    21.7605(12) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  93.802(5) 
_cell_angle_gamma                 90.00 
_cell_volume                      3179.5(3) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     140(2) 
_cell_measurement_reflns_used     7540 
_cell_measurement_theta_min       1.88275 
_cell_measurement_theta_max       27.6125 
 
_exptl_crystal_description        yellow 
_exptl_crystal_colour             block 
_exptl_crystal_size_max           0.26 
_exptl_crystal_size_mid           0.24 
_exptl_crystal_size_min           0.18 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.560 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              1528 
_exptl_absorpt_coefficient_mu     0.780 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.70262
_exptl_absorpt_correction_T_max   0.87900 
_exptl_absorpt_process_details    
;
c.f. R.H. Blessing, Acta Cryst. (1995), a51, 33-38
;
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       140(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Oxford Diffraction KM4 w/ Sapphire CCD'
_diffrn_measurement_method        'phi and omega scans'
_diffrn_detector_area_resol_mean  7
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         0 
_diffrn_reflns_number             19335 
_diffrn_reflns_av_R_equivalents   0.0475 
_diffrn_reflns_av_sigmaI/netI     0.0556 
_diffrn_reflns_limit_h_min        -15 
_diffrn_reflns_limit_h_max        15 
_diffrn_reflns_limit_k_min        -14 
_diffrn_reflns_limit_k_max        14 
_diffrn_reflns_limit_l_min        -26 
_diffrn_reflns_limit_l_max        26 
_diffrn_reflns_theta_min          3.17 
_diffrn_reflns_theta_max          26.00 
_reflns_number_total              6204 
_reflns_number_gt                 4680 
_reflns_threshold_expression      I>2/s(I) 
 
_computing_data_collection        'Oxford Diffraction CrysAlis CCD'
_computing_cell_refinement        'Oxford Diffraction CrysAlis RED'
_computing_data_reduction         'Oxford Diffraction CrysAlis RED'
_computing_structure_solution   'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics   'Diamond (Brandenburg, 2006)'
_computing_publication_material 'WINGX (Farrugia, 1999)'
 
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger.  A disordered CH2Cl2 molecule
 has present which which split and the occupancy of the two the pair were
 allowed to refine, restraints were added to give reasonable atomic 
 displacement values. The occupancies values were 0.56:0.44 respectivity.
; 
 
_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc  
_refine_ls_weighting_details 
 'calc w=1/[σ²(Fo²)+(0.0570P)²+0.0000P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     constr 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          6204 
_refine_ls_number_parameters      422 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0539 
_refine_ls_R_factor_gt            0.0390 
_refine_ls_wR_factor_ref          0.0993 
_refine_ls_wR_factor_gt           0.0942 
_refine_ls_goodness_of_fit_ref    0.963 
_refine_ls_restrained_S_all       0.963 
_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_symmetry_multiplicity 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
Ru1 Ru 0.79105(2) 0.85233(2) 0.097201(11) 0.01817(9) Uani 1 1 d . . . 
Cl1B Cl 0.6614(6) 0.1723(4) -0.22858(17) 0.084(2) Uani 0.440(7) 1 d P A 1 
Cl1A Cl 0.7520(5) 0.2182(3) -0.21996(9) 0.0791(18) Uani 0.560(7) 1 d P A 2 
Cl2A Cl 0.8237(10) 0.0396(8) -0.2881(4) 0.157(5) Uani 0.440(7) 1 d P A 1 
Cl2B Cl 0.7975(7) 0.0288(4) -0.2987(3) 0.103(2) Uani 0.560(7) 1 d P A 2 
S2 S 0.72854(7) 0.32225(8) 0.02570(4) 0.0293(2) Uani 1 1 d . . . 
F1 F 0.7861(2) 0.2005(2) -0.06661(12) 0.0644(8) Uani 1 1 d . . . 
F2 F 0.67663(18) 0.3359(2) -0.09267(9) 0.0499(7) Uani 1 1 d . . . 
F3 F 0.84356(18) 0.3706(2) -0.06844(10) 0.0493(6) Uani 1 1 d . . . 
O1 O 0.6900(3) 0.4355(2) 0.02822(12) 0.0568(9) Uani 1 1 d . . . 
O2 O 0.8299(2) 0.3017(3) 0.05942(13) 0.0543(8) Uani 1 1 d . . . 
O3 O 0.64744(19) 0.2367(2) 0.03266(10) 0.0356(6) Uani 1 1 d . . . 
N1 N 0.7444(2) 0.7065(2) 0.14316(11) 0.0220(6) Uani 1 1 d . . . 
N2 N 0.7321(2) 0.7729(2) 0.01545(11) 0.0177(5) Uani 1 1 d . . . 
C1 C 0.8065(3) 0.6776(3) 0.20051(13) 0.0261(8) Uani 1 1 d . . . 
C2 C 0.7752(3) 0.7275(3) 0.25520(15) 0.0358(9) Uani 1 1 d . . . 
C3 C 0.8439(4) 0.7117(3) 0.30808(16) 0.0477(12) Uani 1 1 d . . . 
H3 H 0.8256 0.7451 0.3457 0.057 Uiso 1 1 calc R . . 
C4 C 0.9369(4) 0.6494(4) 0.30719(18) 0.0541(13) Uani 1 1 d . . . 
H4 H 0.9838 0.6420 0.3434 0.065 Uiso 1 1 calc R . . 
C5 C 0.9624(3) 0.5973(3) 0.25379(16) 0.0431(10) Uani 1 1 d . . . 
H5 H 1.0259 0.5519 0.2539 0.052 Uiso 1 1 calc R . . 
C6 C 0.8975(3) 0.6095(3) 0.19943(14) 0.0293(8) Uani 1 1 d . . . 
C7 C 0.6717(4) 0.7949(3) 0.25746(17) 0.0485(11) Uani 1 1 d . . . 
H7A H 0.6612 0.8162 0.3002 0.073 Uiso 1 1 calc R . . 
H7B H 0.6098 0.7495 0.2414 0.073 Uiso 1 1 calc R . . 
H7C H 0.6770 0.8628 0.2323 0.073 Uiso 1 1 calc R . . 
C8 C 0.9266(3) 0.5496(3) 0.14153(15) 0.0326(8) Uani 1 1 d . . . 
H8A H 0.8673 0.4987 0.1278 0.049 Uiso 1 1 calc R . . 
H8B H 0.9936 0.5063 0.1501 0.049 Uiso 1 1 calc R . . 
H8C H 0.9378 0.6050 0.1092 0.049 Uiso 1 1 calc R . . 
C9 C 0.6621(3) 0.6462(3) 0.12460(14) 0.0231(7) Uani 1 1 d . . . 
C10 C 0.6238(3) 0.5433(3) 0.15749(15) 0.0335(9) Uani 1 1 d . . . 
H10C H 0.6749 0.5264 0.1927 0.050 Uiso 1 1 calc R . . 
H10D H 0.6202 0.4793 0.1291 0.050 Uiso 1 1 calc R . . 
H10E H 0.5514 0.5575 0.1720 0.050 Uiso 1 1 calc R . . 
C11 C 0.5920(3) 0.6867(3) 0.07052(14) 0.0241(7) Uani 1 1 d . . . 
H11 H 0.5324 0.6308 0.0615 0.029 Uiso 1 1 calc R . . 
C12 C 0.6504(2) 0.7054(3) 0.01272(13) 0.0200(7) Uani 1 1 d . . . 
C13 C 0.6037(3) 0.6503(3) -0.04491(14) 0.0253(7) Uani 1 1 d . . . 
H13A H 0.6464 0.6718 -0.0795 0.038 Uiso 1 1 calc R . . 
H13B H 0.5280 0.6745 -0.0532 0.038 Uiso 1 1 calc R . . 
H13C H 0.6060 0.5685 -0.0398 0.038 Uiso 1 1 calc R . . 
C14 C 0.5397(3) 0.8012(3) 0.08908(16) 0.0301(8) Uani 1 1 d . . . 
H14A H 0.4859 0.8247 0.0557 0.036 Uiso 1 1 calc R . . 
H14B H 0.5000 0.7893 0.1267 0.036 Uiso 1 1 calc R . . 
C15 C 0.6213(3) 0.8954(3) 0.10106(16) 0.0287(8) Uani 1 1 d . . . 
H15A H 0.6107 0.9269 0.1423 0.034 Uiso 1 1 calc R . . 
H15B H 0.6041 0.9557 0.0706 0.034 Uiso 1 1 calc R . . 
C16 C 0.7821(2) 0.8005(3) -0.04111(13) 0.0195(7) Uani 1 1 d . . . 
C17 C 0.8719(3) 0.7372(3) -0.05811(13) 0.0208(7) Uani 1 1 d . . . 
C18 C 0.9249(3) 0.7724(3) -0.10971(14) 0.0275(8) Uani 1 1 d . . . 
H18 H 0.9869 0.7323 -0.1216 0.033 Uiso 1 1 calc R . . 
C19 C 0.8882(3) 0.8647(3) -0.14368(15) 0.0320(8) Uani 1 1 d . . . 
H19 H 0.9259 0.8882 -0.1781 0.038 Uiso 1 1 calc R . . 
C20 C 0.7971(3) 0.9230(3) -0.12786(14) 0.0309(8) Uani 1 1 d . . . 
H20 H 0.7718 0.9850 -0.1523 0.037 Uiso 1 1 calc R . . 
C21 C 0.7417(3) 0.8919(3) -0.07637(14) 0.0247(7) Uani 1 1 d . . . 
C22 C 0.9109(3) 0.6357(3) -0.02191(15) 0.0265(7) Uani 1 1 d . . . 
H22A H 0.9690 0.5987 -0.0430 0.040 Uiso 1 1 calc R . . 
H22B H 0.8502 0.5833 -0.0185 0.040 Uiso 1 1 calc R . . 
H22C H 0.9388 0.6591 0.0193 0.040 Uiso 1 1 calc R . . 
C23 C 0.6439(3) 0.9578(3) -0.05941(15) 0.0321(8) Uani 1 1 d . . . 
H23A H 0.5868 0.9059 -0.0481 0.048 Uiso 1 1 calc R . . 
H23B H 0.6168 1.0035 -0.0946 0.048 Uiso 1 1 calc R . . 
H23C H 0.6644 1.0070 -0.0244 0.048 Uiso 1 1 calc R . . 
C24 C 0.9736(3) 0.8546(3) 0.12393(15) 0.0264(7) Uani 1 1 d . . . 
H24 H 1.0245 0.7959 0.1328 0.032 Uiso 1 1 calc R . . 
C25 C 0.9143(3) 0.9023(3) 0.17125(14) 0.0257(7) Uani 1 1 d . . . 
H25 H 0.9247 0.8735 0.2119 0.031 Uiso 1 1 calc R . . 
C26 C 0.8412(3) 0.9905(3) 0.15951(15) 0.0285(8) Uani 1 1 d . . . 
H26 H 0.8029 1.0218 0.1919 0.034 Uiso 1 1 calc R . . 
C27 C 0.8245(3) 1.0329(3) 0.09847(15) 0.0312(8) Uani 1 1 d . . . 
H27 H 0.7753 1.0933 0.0898 0.037 Uiso 1 1 calc R . . 
C28 C 0.8810(3) 0.9853(3) 0.05149(15) 0.0311(8) Uani 1 1 d . . . 
H28 H 0.8696 1.0130 0.0106 0.037 Uiso 1 1 calc R . . 
C29 C 0.9554(3) 0.8957(3) 0.06411(15) 0.0297(8) Uani 1 1 d . . . 
H29 H 0.9930 0.8636 0.0316 0.036 Uiso 1 1 calc R . . 
C30 C 0.7606(3) 0.3066(3) -0.05455(16) 0.0304(8) Uani 1 1 d . . . 
C31A C 0.7837(11) 0.1723(11) -0.2865(6) 0.044(4) Uani 0.440(7) 1 d P A 1 
H31A H 0.7574 0.1982 -0.3281 0.052 Uiso 0.440(7) 1 calc PR A 1 
H31B H 0.8440 0.2218 -0.2707 0.052 Uiso 0.440(7) 1 calc PR A 1 
C31B C 0.8407(11) 0.1912(13) -0.2751(6) 0.091(5) Uani 0.560(7) 1 d P A 2 
H31C H 0.9173 0.1959 -0.2584 0.109 Uiso 0.560(7) 1 calc PR A 2 
H31D H 0.8295 0.2430 -0.3106 0.109 Uiso 0.560(7) 1 calc PR A 2 
 
 
_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 N2 2.101(2) . ? 
Ru1 N1 2.101(3) . ? 
Ru1 C15 2.159(3) . ? 
Ru1 C27 2.187(3) . ? 
Ru1 C26 2.193(3) . ? 
Ru1 C28 2.205(3) . ? 
Ru1 C25 2.220(3) . ? 
Ru1 C29 2.252(3) . ? 
Ru1 C24 2.283(3) . ? 
Cl1B C31A 2.026(16) . ? 
Cl1A C31B 1.706(14) . ? 
Cl2A C31A 1.654(15) . ? 
Cl2B C31B 2.059(18) . ? 
S2 O2 1.426(3) . ? 
S2 O1 1.430(3) . ? 
S2 O3 1.441(2) . ? 
S2 C30 1.825(3) . ? 
F1 C30 1.330(4) . ? 
F2 C30 1.328(4) . ? 
F3 C30 1.325(4) . ? 
N1 C9 1.284(4) . ? 
N1 C1 1.461(4) . ? 
N2 C12 1.285(4) . ? 
N2 C16 1.450(4) . ? 
C1 C6 1.384(5) . ? 
C1 C2 1.406(4) . ? 
C2 C3 1.395(5) . ? 
C2 C7 1.509(6) . ? 
C3 C4 1.365(6) . ? 
C3 H3 0.9500 . ? 
C4 C5 1.371(6) . ? 
C4 H4 0.9500 . ? 
C5 C6 1.391(5) . ? 
C5 H5 0.9500 . ? 
C6 C8 1.511(5) . ? 
C7 H7A 0.9800 . ? 
C7 H7B 0.9800 . ? 
C7 H7C 0.9800 . ? 
C8 H8A 0.9800 . ? 
C8 H8B 0.9800 . ? 
C8 H8C 0.9800 . ? 
C9 C11 1.492(4) . ? 
C9 C10 1.509(4) . ? 
C10 H10C 0.9800 . ? 
C10 H10D 0.9800 . ? 
C10 H10E 0.9800 . ? 
C11 C12 1.506(4) . ? 
C11 C14 1.571(4) . ? 
C11 H11 1.0000 . ? 
C12 C13 1.496(4) . ? 
C13 H13A 0.9800 . ? 
C13 H13B 0.9800 . ? 
C13 H13C 0.9800 . ? 
C14 C15 1.516(5) . ? 
C14 H14A 0.9900 . ? 
C14 H14B 0.9900 . ? 
C15 H15A 0.9900 . ? 
C15 H15B 0.9900 . ? 
C16 C21 1.403(4) . ? 
C16 C17 1.408(4) . ? 
C17 C18 1.399(4) . ? 
C17 C22 1.502(4) . ? 
C18 C19 1.382(5) . ? 
C18 H18 0.9500 . ? 
C19 C20 1.381(5) . ? 
C19 H19 0.9500 . ? 
C20 C21 1.400(4) . ? 
C20 H20 0.9500 . ? 
C21 C23 1.502(5) . ? 
C22 H22A 0.9800 . ? 
C22 H22B 0.9800 . ? 
C22 H22C 0.9800 . ? 
C23 H23A 0.9800 . ? 
C23 H23B 0.9800 . ? 
C23 H23C 0.9800 . ? 
C24 C29 1.395(5) . ? 
C24 C25 1.419(5) . ? 
C24 H24 0.9500 . ? 
C25 C26 1.394(5) . ? 
C25 H25 0.9500 . ? 
C26 C27 1.423(4) . ? 
C26 H26 0.9500 . ? 
C27 C28 1.395(5) . ? 
C27 H27 0.9500 . ? 
C28 C29 1.420(5) . ? 
C28 H28 0.9500 . ? 
C29 H29 0.9500 . ? 
C31A H31A 0.9900 . ? 
C31A H31B 0.9900 . ? 
C31B H31C 0.9900 . ? 
C31B H31D 0.9900 . ? 
 
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 
N2 Ru1 N1 86.67(9) . . ? 
N2 Ru1 C15 81.87(11) . . ? 
N1 Ru1 C15 83.20(12) . . ? 
N2 Ru1 C27 120.43(11) . . ? 
N1 Ru1 C27 149.54(11) . . ? 
C15 Ru1 C27 87.04(13) . . ? 
N2 Ru1 C26 158.10(11) . . ? 
N1 Ru1 C26 113.52(11) . . ? 
C15 Ru1 C26 91.81(13) . . ? 
C27 Ru1 C26 37.92(12) . . ? 
N2 Ru1 C28 95.51(11) . . ? 
N1 Ru1 C28 165.47(12) . . ? 
C15 Ru1 C28 111.33(14) . . ? 
C27 Ru1 C28 37.02(13) . . ? 
C26 Ru1 C28 67.19(12) . . ? 
N2 Ru1 C25 156.40(11) . . ? 
N1 Ru1 C25 94.07(11) . . ? 
C15 Ru1 C25 121.67(13) . . ? 
C27 Ru1 C25 66.95(12) . . ? 
C26 Ru1 C25 36.83(12) . . ? 
C28 Ru1 C25 78.22(12) . . ? 
N2 Ru1 C29 95.71(11) . . ? 
N1 Ru1 C29 128.39(12) . . ? 
C15 Ru1 C29 148.28(14) . . ? 
C27 Ru1 C29 66.84(13) . . ? 
C26 Ru1 C29 78.70(12) . . ? 
C28 Ru1 C29 37.13(13) . . ? 
C25 Ru1 C29 65.51(12) . . ? 
N2 Ru1 C24 120.00(11) . . ? 
N1 Ru1 C24 100.60(11) . . ? 
C15 Ru1 C24 157.82(12) . . ? 
C27 Ru1 C24 78.69(12) . . ? 
C26 Ru1 C24 66.53(12) . . ? 
C28 Ru1 C24 65.88(12) . . ? 
C25 Ru1 C24 36.71(12) . . ? 
C29 Ru1 C24 35.81(12) . . ? 
O2 S2 O1 115.03(19) . . ? 
O2 S2 O3 114.43(16) . . ? 
O1 S2 O3 115.28(18) . . ? 
O2 S2 C30 103.73(18) . . ? 
O1 S2 C30 103.07(16) . . ? 
O3 S2 C30 102.93(15) . . ? 
C9 N1 C1 119.6(3) . . ? 
C9 N1 Ru1 123.1(2) . . ? 
C1 N1 Ru1 117.2(2) . . ? 
C12 N2 C16 118.5(3) . . ? 
C12 N2 Ru1 123.1(2) . . ? 
C16 N2 Ru1 118.36(19) . . ? 
C6 C1 C2 121.9(3) . . ? 
C6 C1 N1 120.1(3) . . ? 
C2 C1 N1 117.8(3) . . ? 
C3 C2 C1 117.1(4) . . ? 
C3 C2 C7 120.8(3) . . ? 
C1 C2 C7 122.1(3) . . ? 
C4 C3 C2 121.6(4) . . ? 
C4 C3 H3 119.2 . . ? 
C2 C3 H3 119.2 . . ? 
C3 C4 C5 119.8(4) . . ? 
C3 C4 H4 120.1 . . ? 
C5 C4 H4 120.1 . . ? 
C4 C5 C6 121.5(4) . . ? 
C4 C5 H5 119.2 . . ? 
C6 C5 H5 119.2 . . ? 
C1 C6 C5 117.8(3) . . ? 
C1 C6 C8 121.8(3) . . ? 
C5 C6 C8 120.4(4) . . ? 
C2 C7 H7A 109.5 . . ? 
C2 C7 H7B 109.5 . . ? 
H7A C7 H7B 109.5 . . ? 
C2 C7 H7C 109.5 . . ? 
H7A C7 H7C 109.5 . . ? 
H7B C7 H7C 109.5 . . ? 
C6 C8 H8A 109.5 . . ? 
C6 C8 H8B 109.5 . . ? 
H8A C8 H8B 109.5 . . ? 
C6 C8 H8C 109.5 . . ? 
H8A C8 H8C 109.5 . . ? 
H8B C8 H8C 109.5 . . ? 
N1 C9 C11 118.1(3) . . ? 
N1 C9 C10 124.6(3) . . ? 
C11 C9 C10 117.0(3) . . ? 
C9 C10 H10C 109.5 . . ? 
C9 C10 H10D 109.5 . . ? 
H10C C10 H10D 109.5 . . ? 
C9 C10 H10E 109.5 . . ? 
H10C C10 H10E 109.5 . . ? 
H10D C10 H10E 109.5 . . ? 
C9 C11 C12 115.0(3) . . ? 
C9 C11 C14 107.6(3) . . ? 
C12 C11 C14 108.2(3) . . ? 
C9 C11 H11 108.6 . . ? 
C12 C11 H11 108.6 . . ? 
C14 C11 H11 108.6 . . ? 
N2 C12 C13 124.7(3) . . ? 
N2 C12 C11 118.0(3) . . ? 
C13 C12 C11 117.2(3) . . ? 
C12 C13 H13A 109.5 . . ? 
C12 C13 H13B 109.5 . . ? 
H13A C13 H13B 109.5 . . ? 
C12 C13 H13C 109.5 . . ? 
H13A C13 H13C 109.5 . . ? 
H13B C13 H13C 109.5 . . ? 
C15 C14 C11 114.0(3) . . ? 
C15 C14 H14A 108.8 . . ? 
C11 C14 H14A 108.8 . . ? 
C15 C14 H14B 108.8 . . ? 
C11 C14 H14B 108.8 . . ? 
H14A C14 H14B 107.6 . . ? 
C14 C15 Ru1 116.8(2) . . ? 
C14 C15 H15A 108.1 . . ? 
Ru1 C15 H15A 108.1 . . ? 
C14 C15 H15B 108.1 . . ? 
Ru1 C15 H15B 108.1 . . ? 
H15A C15 H15B 107.3 . . ? 
C21 C16 C17 121.9(3) . . ? 
C21 C16 N2 119.0(3) . . ? 
C17 C16 N2 119.2(3) . . ? 
C18 C17 C16 117.8(3) . . ? 
C18 C17 C22 120.8(3) . . ? 
C16 C17 C22 121.4(3) . . ? 
C19 C18 C17 120.9(3) . . ? 
C19 C18 H18 119.5 . . ? 
C17 C18 H18 119.5 . . ? 
C20 C19 C18 120.5(3) . . ? 
C20 C19 H19 119.8 . . ? 
C18 C19 H19 119.8 . . ? 
C19 C20 C21 121.0(3) . . ? 
C19 C20 H20 119.5 . . ? 
C21 C20 H20 119.5 . . ? 
C20 C21 C16 117.9(3) . . ? 
C20 C21 C23 120.0(3) . . ? 
C16 C21 C23 122.1(3) . . ? 
C17 C22 H22A 109.5 . . ? 
C17 C22 H22B 109.5 . . ? 
H22A C22 H22B 109.5 . . ? 
C17 C22 H22C 109.5 . . ? 
H22A C22 H22C 109.5 . . ? 
H22B C22 H22C 109.5 . . ? 
C21 C23 H23A 109.5 . . ? 
C21 C23 H23B 109.5 . . ? 
H23A C23 H23B 109.5 . . ? 
C21 C23 H23C 109.5 . . ? 
H23A C23 H23C 109.5 . . ? 
H23B C23 H23C 109.5 . . ? 
C29 C24 C25 118.6(3) . . ? 
C29 C24 Ru1 70.87(19) . . ? 
C25 C24 Ru1 69.22(18) . . ? 
C29 C24 H24 120.7 . . ? 
C25 C24 H24 120.7 . . ? 
Ru1 C24 H24 132.0 . . ? 
C26 C25 C24 121.6(3) . . ? 
C26 C25 Ru1 70.53(18) . . ? 
C24 C25 Ru1 74.08(18) . . ? 
C26 C25 H25 119.2 . . ? 
C24 C25 H25 119.2 . . ? 
Ru1 C25 H25 128.5 . . ? 
C25 C26 C27 119.3(3) . . ? 
C25 C26 Ru1 72.64(19) . . ? 
C27 C26 Ru1 70.83(18) . . ? 
C25 C26 H26 120.4 . . ? 
C27 C26 H26 120.4 . . ? 
Ru1 C26 H26 128.3 . . ? 
C28 C27 C26 119.5(3) . . ? 
C28 C27 Ru1 72.2(2) . . ? 
C26 C27 Ru1 71.25(19) . . ? 
C28 C27 H27 120.3 . . ? 
C26 C27 H27 120.3 . . ? 
Ru1 C27 H27 128.5 . . ? 
C27 C28 C29 120.7(3) . . ? 
C27 C28 Ru1 70.8(2) . . ? 
C29 C28 Ru1 73.24(19) . . ? 
C27 C28 H28 119.7 . . ? 
C29 C28 H28 119.7 . . ? 
Ru1 C28 H28 128.6 . . ? 
C24 C29 C28 120.3(3) . . ? 
C24 C29 Ru1 73.32(19) . . ? 
C28 C29 Ru1 69.63(19) . . ? 
C24 C29 H29 119.8 . . ? 
C28 C29 H29 119.8 . . ? 
Ru1 C29 H29 129.7 . . ? 
F3 C30 F2 106.7(3) . . ? 
F3 C30 F1 107.7(3) . . ? 
F2 C30 F1 108.0(3) . . ? 
F3 C30 S2 112.2(2) . . ? 
F2 C30 S2 111.2(2) . . ? 
F1 C30 S2 110.8(2) . . ? 
Cl2A C31A Cl1B 104.3(9) . . ? 
Cl2A C31A H31A 110.9 . . ? 
Cl1B C31A H31A 110.9 . . ? 
Cl2A C31A H31B 110.9 . . ? 
Cl1B C31A H31B 110.9 . . ? 
H31A C31A H31B 108.9 . . ? 
Cl1A C31B Cl2B 100.7(8) . . ? 
Cl1A C31B H31C 111.6 . . ? 
Cl2B C31B H31C 111.6 . . ? 
Cl1A C31B H31D 111.6 . . ? 
Cl2B C31B H31D 111.6 . . ? 
H31C C31B H31D 109.4 . . ? 
 
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 
N2 Ru1 N1 C9 -32.3(2) . . . . ? 
C15 Ru1 N1 C9 49.9(3) . . . . ? 
C27 Ru1 N1 C9 122.1(3) . . . . ? 
C26 Ru1 N1 C9 138.9(2) . . . . ? 
C28 Ru1 N1 C9 -131.4(4) . . . . ? 
C25 Ru1 N1 C9 171.3(3) . . . . ? 
C29 Ru1 N1 C9 -127.0(2) . . . . ? 
C24 Ru1 N1 C9 -152.2(2) . . . . ? 
N2 Ru1 N1 C1 150.9(2) . . . . ? 
C15 Ru1 N1 C1 -126.9(2) . . . . ? 
C27 Ru1 N1 C1 -54.7(3) . . . . ? 
C26 Ru1 N1 C1 -37.9(3) . . . . ? 
C28 Ru1 N1 C1 51.8(5) . . . . ? 
C25 Ru1 N1 C1 -5.4(2) . . . . ? 
C29 Ru1 N1 C1 56.3(3) . . . . ? 
C24 Ru1 N1 C1 31.0(2) . . . . ? 
N1 Ru1 N2 C12 33.2(2) . . . . ? 
C15 Ru1 N2 C12 -50.4(3) . . . . ? 
C27 Ru1 N2 C12 -132.0(2) . . . . ? 
C26 Ru1 N2 C12 -124.7(3) . . . . ? 
C28 Ru1 N2 C12 -161.2(3) . . . . ? 
C25 Ru1 N2 C12 125.8(3) . . . . ? 
C29 Ru1 N2 C12 161.5(3) . . . . ? 
C24 Ru1 N2 C12 133.6(2) . . . . ? 
N1 Ru1 N2 C16 -150.3(2) . . . . ? 
C15 Ru1 N2 C16 126.1(2) . . . . ? 
C27 Ru1 N2 C16 44.4(2) . . . . ? 
C26 Ru1 N2 C16 51.8(4) . . . . ? 
C28 Ru1 N2 C16 15.3(2) . . . . ? 
C25 Ru1 N2 C16 -57.8(4) . . . . ? 
C29 Ru1 N2 C16 -22.0(2) . . . . ? 
C24 Ru1 N2 C16 -50.0(2) . . . . ? 
C9 N1 C1 C6 93.2(4) . . . . ? 
Ru1 N1 C1 C6 -89.9(3) . . . . ? 
C9 N1 C1 C2 -91.2(4) . . . . ? 
Ru1 N1 C1 C2 85.6(3) . . . . ? 
C6 C1 C2 C3 4.1(5) . . . . ? 
N1 C1 C2 C3 -171.3(3) . . . . ? 
C6 C1 C2 C7 -175.5(3) . . . . ? 
N1 C1 C2 C7 9.0(5) . . . . ? 
C1 C2 C3 C4 -0.8(5) . . . . ? 
C7 C2 C3 C4 178.9(4) . . . . ? 
C2 C3 C4 C5 -2.3(6) . . . . ? 
C3 C4 C5 C6 2.2(6) . . . . ? 
C2 C1 C6 C5 -4.2(5) . . . . ? 
N1 C1 C6 C5 171.1(3) . . . . ? 
C2 C1 C6 C8 175.7(3) . . . . ? 
N1 C1 C6 C8 -8.9(5) . . . . ? 
C4 C5 C6 C1 0.9(6) . . . . ? 
C4 C5 C6 C8 -179.0(3) . . . . ? 
C1 N1 C9 C11 172.1(3) . . . . ? 
Ru1 N1 C9 C11 -4.6(4) . . . . ? 
C1 N1 C9 C10 -1.1(5) . . . . ? 
Ru1 N1 C9 C10 -177.8(2) . . . . ? 
N1 C9 C11 C12 57.5(4) . . . . ? 
C10 C9 C11 C12 -128.8(3) . . . . ? 
N1 C9 C11 C14 -63.2(4) . . . . ? 
C10 C9 C11 C14 110.5(3) . . . . ? 
C16 N2 C12 C13 1.4(4) . . . . ? 
Ru1 N2 C12 C13 177.8(2) . . . . ? 
C16 N2 C12 C11 -173.9(3) . . . . ? 
Ru1 N2 C12 C11 2.6(4) . . . . ? 
C9 C11 C12 N2 -56.4(4) . . . . ? 
C14 C11 C12 N2 64.0(4) . . . . ? 
C9 C11 C12 C13 128.0(3) . . . . ? 
C14 C11 C12 C13 -111.6(3) . . . . ? 
C9 C11 C14 C15 65.4(4) . . . . ? 
C12 C11 C14 C15 -59.5(4) . . . . ? 
C11 C14 C15 Ru1 -4.4(4) . . . . ? 
N2 Ru1 C15 C14 47.1(2) . . . . ? 
N1 Ru1 C15 C14 -40.5(3) . . . . ? 
C27 Ru1 C15 C14 168.4(3) . . . . ? 
C26 Ru1 C15 C14 -154.0(3) . . . . ? 
C28 Ru1 C15 C14 139.8(2) . . . . ? 
C25 Ru1 C15 C14 -131.1(2) . . . . ? 
C29 Ru1 C15 C14 134.8(3) . . . . ? 
C24 Ru1 C15 C14 -142.0(3) . . . . ? 
C12 N2 C16 C21 88.5(4) . . . . ? 
Ru1 N2 C16 C21 -88.1(3) . . . . ? 
C12 N2 C16 C17 -93.5(4) . . . . ? 
Ru1 N2 C16 C17 89.9(3) . . . . ? 
C21 C16 C17 C18 3.9(5) . . . . ? 
N2 C16 C17 C18 -174.0(3) . . . . ? 
C21 C16 C17 C22 -176.7(3) . . . . ? 
N2 C16 C17 C22 5.4(4) . . . . ? 
C16 C17 C18 C19 -1.6(5) . . . . ? 
C22 C17 C18 C19 179.0(3) . . . . ? 
C17 C18 C19 C20 -1.1(5) . . . . ? 
C18 C19 C20 C21 1.7(5) . . . . ? 
C19 C20 C21 C16 0.5(5) . . . . ? 
C19 C20 C21 C23 179.0(3) . . . . ? 
C17 C16 C21 C20 -3.4(5) . . . . ? 
N2 C16 C21 C20 174.6(3) . . . . ? 
C17 C16 C21 C23 178.3(3) . . . . ? 
N2 C16 C21 C23 -3.8(5) . . . . ? 
N2 Ru1 C24 C29 52.8(2) . . . . ? 
N1 Ru1 C24 C29 145.1(2) . . . . ? 
C15 Ru1 C24 C29 -116.8(4) . . . . ? 
C27 Ru1 C24 C29 -65.9(2) . . . . ? 
C26 Ru1 C24 C29 -103.7(2) . . . . ? 
C28 Ru1 C24 C29 -29.3(2) . . . . ? 
C25 Ru1 C24 C29 -132.4(3) . . . . ? 
N2 Ru1 C24 C25 -174.80(17) . . . . ? 
N1 Ru1 C24 C25 -82.5(2) . . . . ? 
C15 Ru1 C24 C25 15.5(4) . . . . ? 
C27 Ru1 C24 C25 66.4(2) . . . . ? 
C26 Ru1 C24 C25 28.66(19) . . . . ? 
C28 Ru1 C24 C25 103.1(2) . . . . ? 
C29 Ru1 C24 C25 132.4(3) . . . . ? 
C29 C24 C25 C26 -1.7(5) . . . . ? 
Ru1 C24 C25 C26 -54.3(3) . . . . ? 
C29 C24 C25 Ru1 52.7(3) . . . . ? 
N2 Ru1 C25 C26 144.1(3) . . . . ? 
N1 Ru1 C25 C26 -124.9(2) . . . . ? 
C15 Ru1 C25 C26 -40.4(2) . . . . ? 
C27 Ru1 C25 C26 30.4(2) . . . . ? 
C28 Ru1 C25 C26 67.5(2) . . . . ? 
C29 Ru1 C25 C26 104.4(2) . . . . ? 
C24 Ru1 C25 C26 132.8(3) . . . . ? 
N2 Ru1 C25 C24 11.3(4) . . . . ? 
N1 Ru1 C25 C24 102.30(19) . . . . ? 
C15 Ru1 C25 C24 -173.18(19) . . . . ? 
C27 Ru1 C25 C24 -102.4(2) . . . . ? 
C26 Ru1 C25 C24 -132.8(3) . . . . ? 
C28 Ru1 C25 C24 -65.3(2) . . . . ? 
C29 Ru1 C25 C24 -28.37(19) . . . . ? 
C24 C25 C26 C27 0.7(5) . . . . ? 
Ru1 C25 C26 C27 -55.3(3) . . . . ? 
C24 C25 C26 Ru1 56.0(3) . . . . ? 
N2 Ru1 C26 C25 -141.0(3) . . . . ? 
N1 Ru1 C26 C25 63.1(2) . . . . ? 
C15 Ru1 C26 C25 146.5(2) . . . . ? 
C27 Ru1 C26 C25 -130.6(3) . . . . ? 
C28 Ru1 C26 C25 -101.1(2) . . . . ? 
C29 Ru1 C26 C25 -64.0(2) . . . . ? 
C24 Ru1 C26 C25 -28.56(19) . . . . ? 
N2 Ru1 C26 C27 -10.3(4) . . . . ? 
N1 Ru1 C26 C27 -166.21(19) . . . . ? 
C15 Ru1 C26 C27 -82.8(2) . . . . ? 
C28 Ru1 C26 C27 29.6(2) . . . . ? 
C25 Ru1 C26 C27 130.6(3) . . . . ? 
C29 Ru1 C26 C27 66.7(2) . . . . ? 
C24 Ru1 C26 C27 102.1(2) . . . . ? 
C25 C26 C27 C28 0.4(5) . . . . ? 
Ru1 C26 C27 C28 -55.7(3) . . . . ? 
C25 C26 C27 Ru1 56.1(3) . . . . ? 
N2 Ru1 C27 C28 -53.6(2) . . . . ? 
N1 Ru1 C27 C28 156.4(2) . . . . ? 
C15 Ru1 C27 C28 -132.3(2) . . . . ? 
C26 Ru1 C27 C28 130.9(3) . . . . ? 
C25 Ru1 C27 C28 101.3(2) . . . . ? 
C29 Ru1 C27 C28 29.21(19) . . . . ? 
C24 Ru1 C27 C28 64.7(2) . . . . ? 
N2 Ru1 C27 C26 175.54(18) . . . . ? 
N1 Ru1 C27 C26 25.5(3) . . . . ? 
C15 Ru1 C27 C26 96.8(2) . . . . ? 
C28 Ru1 C27 C26 -130.9(3) . . . . ? 
C25 Ru1 C27 C26 -29.62(19) . . . . ? 
C29 Ru1 C27 C26 -101.7(2) . . . . ? 
C24 Ru1 C27 C26 -66.2(2) . . . . ? 
C26 C27 C28 C29 -0.5(5) . . . . ? 
Ru1 C27 C28 C29 -55.8(3) . . . . ? 
C26 C27 C28 Ru1 55.3(3) . . . . ? 
N2 Ru1 C28 C27 135.8(2) . . . . ? 
N1 Ru1 C28 C27 -126.2(4) . . . . ? 
C15 Ru1 C28 C27 52.4(2) . . . . ? 
C26 Ru1 C28 C27 -30.3(2) . . . . ? 
C25 Ru1 C28 C27 -67.2(2) . . . . ? 
C29 Ru1 C28 C27 -132.0(3) . . . . ? 
C24 Ru1 C28 C27 -103.7(2) . . . . ? 
N2 Ru1 C28 C29 -92.19(19) . . . . ? 
N1 Ru1 C28 C29 5.8(5) . . . . ? 
C15 Ru1 C28 C29 -175.59(18) . . . . ? 
C27 Ru1 C28 C29 132.0(3) . . . . ? 
C26 Ru1 C28 C29 101.7(2) . . . . ? 
C25 Ru1 C28 C29 64.8(2) . . . . ? 
C24 Ru1 C28 C29 28.29(18) . . . . ? 
C25 C24 C29 C28 1.5(5) . . . . ? 
Ru1 C24 C29 C28 53.4(3) . . . . ? 
C25 C24 C29 Ru1 -51.9(3) . . . . ? 
C27 C28 C29 C24 -0.4(5) . . . . ? 
Ru1 C28 C29 C24 -55.1(3) . . . . ? 
C27 C28 C29 Ru1 54.7(3) . . . . ? 
N2 Ru1 C29 C24 -136.08(19) . . . . ? 
N1 Ru1 C29 C24 -45.8(2) . . . . ? 
C15 Ru1 C29 C24 140.2(2) . . . . ? 
C27 Ru1 C29 C24 103.2(2) . . . . ? 
C26 Ru1 C29 C24 65.3(2) . . . . ? 
C28 Ru1 C29 C24 132.3(3) . . . . ? 
C25 Ru1 C29 C24 29.04(19) . . . . ? 
N2 Ru1 C29 C28 91.59(19) . . . . ? 
N1 Ru1 C29 C28 -178.14(17) . . . . ? 
C15 Ru1 C29 C28 7.8(3) . . . . ? 
C27 Ru1 C29 C28 -29.13(19) . . . . ? 
C26 Ru1 C29 C28 -67.0(2) . . . . ? 
C25 Ru1 C29 C28 -103.3(2) . . . . ? 
C24 Ru1 C29 C28 -132.3(3) . . . . ? 
O2 S2 C30 F3 -53.5(3) . . . . ? 
O1 S2 C30 F3 66.8(3) . . . . ? 
O3 S2 C30 F3 -173.0(3) . . . . ? 
O2 S2 C30 F2 -172.9(2) . . . . ? 
O1 S2 C30 F2 -52.6(3) . . . . ? 
O3 S2 C30 F2 67.6(3) . . . . ? 
O2 S2 C30 F1 67.0(3) . . . . ? 
O1 S2 C30 F1 -172.7(3) . . . . ? 
O3 S2 C30 F1 -52.5(3) . . . . ? 
 
_diffrn_measured_fraction_theta_max    0.994 
_diffrn_reflns_theta_full              25.00 
_diffrn_measured_fraction_theta_full   0.996 
_refine_diff_density_max    0.876 
_refine_diff_density_min   -0.900 
_refine_diff_density_rms    0.088 

 
data_adp158
 
_audit_creation_method            SHELXL-97 
_publ_contact_author_name         'Paul J. Dyson'
_publ_contact_author_address
;
Faculte des sciences de base
Institut de Chimie Moleculaire et Biologique
EPFL-BCH, CH-1015 Lausanne, Switzerland 
;
_publ_contact_author_email        'paul.dyson@epfl.ch'
_publ_contact_author_fax          '+41 21 69 39885'
_publ_contact_author_phone        '+41 21 69 39854'
_publ_section_title
;
Facile, Thermo-reversible Cycloaddition of Small Molecules to a 
Arene Ruthenium /b-Diketamine
;

_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             'BzRu(CHCH)NacNacMeOTf.CH2Cl2' 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C31 H35 Cl2 F3 N2 O3 Ru S' 
_chemical_formula_weight          744.64 
 
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' 
 'Cl'  'Cl'   0.1484   0.1585 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'Ru'  'Ru'  -1.2594   0.8363 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
 
loop_ 
 _symmetry_equiv_pos_as_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                    12.238(2) 
_cell_length_b                    11.914(2) 
_cell_length_c                    21.771(4) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  94.65(3) 
_cell_angle_gamma                 90.00 
_cell_volume                      3163.8(11) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     103(2) 
_cell_measurement_reflns_used     106 
_cell_measurement_theta_min       4.082
_cell_measurement_theta_max       21.744 
 
_exptl_crystal_description        yellow 
_exptl_crystal_colour             prism 
_exptl_crystal_size_max           0.38 
_exptl_crystal_size_mid           0.27 
_exptl_crystal_size_min           0.16 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.563 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              1520 
_exptl_absorpt_coefficient_mu     0.784 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.7529 
_exptl_absorpt_correction_T_max   0.8836 
_exptl_absorpt_process_details     
; 
 SADABS 2.03 (Bruker, 2001)
 R.H. Blessing, Acta Cryst. (1995), a51, 33-38
; 
 
_exptl_special_details 
; 
 ? 
; 

_symmetry_cell_setting            monoclinic
_symmetry_space_group_name_H-M    'P 2 1 / n'
_symmetry_space_group_name_Hall   '-P 2yn'
_symmetry_Int_Tables_number       14


_diffrn_ambient_temperature       103(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Bruker-Nonus Kappa with Apex II CCD'
_diffrn_measurement_method        'phi and omega scans'
_diffrn_detector_area_resol_mean  9
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         0 
_diffrn_reflns_number             60353 
_diffrn_reflns_av_R_equivalents   0.0497 
_diffrn_reflns_av_sigmaI/netI     0.0268 
_diffrn_reflns_limit_h_min        -15 
_diffrn_reflns_limit_h_max        15 
_diffrn_reflns_limit_k_min        -14 
_diffrn_reflns_limit_k_max        14 
_diffrn_reflns_limit_l_min        -26 
_diffrn_reflns_limit_l_max        26 
_diffrn_reflns_theta_min          3.34 
_diffrn_reflns_theta_max          26.00 
_reflns_number_total              6198 
_reflns_number_gt                 5262 
_reflns_threshold_expression      I>2/s(I) 
 
_computing_data_collection      'CollectCCD (Bruker AXS BV, 1997-2004)'
_computing_cell_refinement      'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_reduction       'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_structure_solution   'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'PLATON (Spek, 2005)'
_computing_publication_material 'WINGX (Farrugia, 1999)'
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. A disordered dichloromethane
 solvate was present in the unit cell.  The disorder parts were split over
 two positions and the occpuancies were allowed to freely refine to values of
 0.70:0.30. 
; 
 
_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc  
_refine_ls_weighting_details 
 'calc w=1/[σ²(Fo²)+(0.0192P)²+3.8052P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     constr 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          6198 
_refine_ls_number_parameters      413 
_refine_ls_number_restraints      12 
_refine_ls_R_factor_all           0.0392 
_refine_ls_R_factor_gt            0.0280 
_refine_ls_wR_factor_ref          0.0637 
_refine_ls_wR_factor_gt           0.0582 
_refine_ls_goodness_of_fit_ref    1.109 
_refine_ls_restrained_S_all       1.108 
_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_symmetry_multiplicity 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
Ru1 Ru 0.291068(14) 0.348395(14) 0.097980(8) 0.01209(6) Uani 1 1 d . . . 
Cl1A Cl 0.3358(8) 0.1852(4) 0.72748(16) 0.078(3) Uani 0.298(6) 1 d PU A 1 
Cl1B Cl 0.2498(2) 0.22013(14) 0.72095(5) 0.0521(7) Uani 0.702(6) 1 d PU A 2 
Cl2A Cl 0.1780(14) 0.0423(10) 0.7902(7) 0.076(3) Uani 0.298(6) 1 d PU A 1 
Cl2B Cl 0.1974(6) 0.0296(3) 0.7964(3) 0.0508(10) Uani 0.702(6) 1 d PU A 2 
S2 S 0.27032(5) 0.31958(5) 0.47481(3) 0.02014(13) Uani 1 1 d . . . 
F1 F 0.32505(12) 0.33714(14) 0.59432(6) 0.0323(4) Uani 1 1 d . . . 
F2 F 0.21930(14) 0.19674(13) 0.56862(8) 0.0419(4) Uani 1 1 d . . . 
F3 F 0.15331(12) 0.36453(13) 0.56938(7) 0.0334(4) Uani 1 1 d . . . 
O1 O 0.16761(15) 0.29267(17) 0.44091(9) 0.0371(5) Uani 1 1 d . . . 
O2 O 0.35647(14) 0.23795(15) 0.46893(8) 0.0267(4) Uani 1 1 d . . . 
O3 O 0.30380(19) 0.43512(16) 0.47128(9) 0.0387(5) Uani 1 1 d . . . 
N1 N 0.23238(14) 0.26717(15) 0.01553(8) 0.0130(4) Uani 1 1 d . . . 
N2 N 0.24851(15) 0.19996(15) 0.14368(8) 0.0141(4) Uani 1 1 d . . . 
C1 C 0.28067(18) 0.29715(18) -0.04145(10) 0.0147(4) Uani 1 1 d . . . 
C2 C 0.23644(19) 0.39041(19) -0.07468(11) 0.0186(5) Uani 1 1 d . . . 
C3 C 0.2889(2) 0.4244(2) -0.12658(11) 0.0234(5) Uani 1 1 d . . . 
H3 H 0.2610 0.4869 -0.1500 0.028 Uiso 1 1 calc R . . 
C4 C 0.3810(2) 0.3685(2) -0.14450(11) 0.0235(5) Uani 1 1 d . . . 
H4 H 0.4164 0.3941 -0.1791 0.028 Uiso 1 1 calc R . . 
C5 C 0.42106(19) 0.2749(2) -0.11169(11) 0.0209(5) Uani 1 1 d . . . 
H5 H 0.4833 0.2364 -0.1245 0.025 Uiso 1 1 calc R . . 
C6 C 0.37062(18) 0.23661(19) -0.05986(10) 0.0162(5) Uani 1 1 d . . . 
C7 C 0.41216(19) 0.13346(19) -0.02518(11) 0.0202(5) Uani 1 1 d . . . 
H7A H 0.4419 0.1549 0.0163 0.030 Uiso 1 1 calc R . . 
H7B H 0.4699 0.0981 -0.0471 0.030 Uiso 1 1 calc R . . 
H7C H 0.3517 0.0804 -0.0222 0.030 Uiso 1 1 calc R . . 
C8 C 0.1384(2) 0.4537(2) -0.05466(12) 0.0238(5) Uani 1 1 d . . . 
H8A H 0.0797 0.4006 -0.0473 0.036 Uiso 1 1 calc R . . 
H8B H 0.1123 0.5066 -0.0871 0.036 Uiso 1 1 calc R . . 
H8C H 0.1595 0.4951 -0.0166 0.036 Uiso 1 1 calc R . . 
C9 C 0.14900(17) 0.20078(18) 0.01306(10) 0.0145(5) Uani 1 1 d . . . 
C10 C 0.10048(18) 0.14414(19) -0.04440(11) 0.0189(5) Uani 1 1 d . . . 
H10A H 0.0282 0.1763 -0.0564 0.028 Uiso 1 1 calc R . . 
H10B H 0.0930 0.0636 -0.0367 0.028 Uiso 1 1 calc R . . 
H10C H 0.1486 0.1556 -0.0777 0.028 Uiso 1 1 calc R . . 
C11 C 0.08974(18) 0.18713(18) 0.07123(11) 0.0166(5) Uani 1 1 d . . . 
H11 H 0.0248 0.1369 0.0629 0.020 Uiso 1 1 calc R . . 
C12 C 0.16249(18) 0.14234(18) 0.12560(10) 0.0158(5) Uani 1 1 d . . . 
C13 C 0.1236(2) 0.0398(2) 0.15728(11) 0.0225(5) Uani 1 1 d . . . 
H13A H 0.1782 0.0180 0.1906 0.034 Uiso 1 1 calc R . . 
H13B H 0.1135 -0.0218 0.1275 0.034 Uiso 1 1 calc R . . 
H13C H 0.0537 0.0560 0.1744 0.034 Uiso 1 1 calc R . . 
C14 C 0.05169(19) 0.3046(2) 0.08962(11) 0.0206(5) Uani 1 1 d . . . 
H14 H -0.0240 0.3205 0.0917 0.025 Uiso 1 1 calc R . . 
C15 C 0.12663(19) 0.38319(19) 0.10254(11) 0.0190(5) Uani 1 1 d . . . 
H15 H 0.1045 0.4562 0.1140 0.023 Uiso 1 1 calc R . . 
C16 C 0.31195(19) 0.17208(19) 0.20111(10) 0.0180(5) Uani 1 1 d . . . 
C17 C 0.4053(2) 0.1045(2) 0.20011(11) 0.0202(5) Uani 1 1 d . . . 
C18 C 0.4726(2) 0.0926(2) 0.25511(12) 0.0302(6) Uani 1 1 d . . . 
H18 H 0.5369 0.0478 0.2555 0.036 Uiso 1 1 calc R . . 
C19 C 0.4466(3) 0.1454(2) 0.30881(13) 0.0363(7) Uani 1 1 d . . . 
H19 H 0.4943 0.1386 0.3453 0.044 Uiso 1 1 calc R . . 
C20 C 0.3514(3) 0.2079(2) 0.30941(12) 0.0324(7) Uani 1 1 d . . . 
H20 H 0.3334 0.2419 0.3467 0.039 Uiso 1 1 calc R . . 
C21 C 0.2810(2) 0.2218(2) 0.25587(11) 0.0247(6) Uani 1 1 d . . . 
C22 C 0.4335(2) 0.0450(2) 0.14218(11) 0.0231(5) Uani 1 1 d . . . 
H22A H 0.3738 -0.0062 0.1284 0.035 Uiso 1 1 calc R . . 
H22B H 0.5014 0.0022 0.1507 0.035 Uiso 1 1 calc R . . 
H22C H 0.4434 0.1005 0.1099 0.035 Uiso 1 1 calc R . . 
C23 C 0.1767(2) 0.2892(2) 0.25757(13) 0.0336(7) Uani 1 1 d . . . 
H23A H 0.1701 0.3165 0.2996 0.050 Uiso 1 1 calc R . . 
H23B H 0.1136 0.2416 0.2448 0.050 Uiso 1 1 calc R . . 
H23C H 0.1788 0.3532 0.2294 0.050 Uiso 1 1 calc R . . 
C24 C 0.32528(19) 0.52952(19) 0.09622(11) 0.0212(5) Uani 1 1 d . . . 
H24 H 0.2760 0.5893 0.0855 0.025 Uiso 1 1 calc R . . 
C25 C 0.3839(2) 0.47837(19) 0.05093(11) 0.0210(5) Uani 1 1 d . . . 
H25 H 0.3724 0.5024 0.0093 0.025 Uiso 1 1 calc R . . 
C26 C 0.46093(19) 0.3904(2) 0.06675(11) 0.0198(5) Uani 1 1 d . . . 
H26 H 0.5013 0.3575 0.0359 0.024 Uiso 1 1 calc R . . 
C27 C 0.47652(18) 0.3532(2) 0.12769(11) 0.0181(5) Uani 1 1 d . . . 
H27 H 0.5283 0.2957 0.1387 0.022 Uiso 1 1 calc R . . 
C28 C 0.41363(19) 0.40257(19) 0.17332(11) 0.0184(5) Uani 1 1 d . . . 
H28 H 0.4217 0.3751 0.2144 0.022 Uiso 1 1 calc R . . 
C29 C 0.34006(19) 0.49112(19) 0.15846(11) 0.0201(5) Uani 1 1 d . . . 
H29 H 0.3007 0.5249 0.1895 0.024 Uiso 1 1 calc R . . 
C30 C 0.24061(19) 0.3041(2) 0.55566(12) 0.0215(5) Uani 1 1 d . . . 
C31 C 0.1938(3) 0.1756(3) 0.78494(16) 0.0510(9) Uani 1 1 d . . . 
H31A H 0.2108 0.2089 0.8252 0.061 Uiso 0.30 1 d P A 1 
H31B H 0.1292 0.2115 0.7649 0.061 Uiso 0.30 1 d P A 1 
H31C H 0.1181 0.2005 0.7829 0.061 Uiso 0.70 1 d P A 2 
H31D H 0.2322 0.2118 0.8203 0.061 Uiso 0.70 1 d P A 2 
 
 
_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 C15 2.065(2) . ? 
Ru1 N1 2.1132(19) . ? 
Ru1 N2 2.1148(18) . ? 
Ru1 C24 2.199(2) . ? 
Ru1 C29 2.204(2) . ? 
Ru1 C25 2.220(2) . ? 
Ru1 C28 2.226(2) . ? 
Ru1 C26 2.294(2) . ? 
Ru1 C27 2.310(2) . ? 
Cl1A C31 2.225(8) . ? 
Cl1B C31 1.687(4) . ? 
Cl2A C31 1.606(12) . ? 
Cl2B C31 1.757(5) . ? 
S2 O3 1.4400(19) . ? 
S2 O1 1.4411(19) . ? 
S2 O2 1.4477(18) . ? 
S2 C30 1.835(3) . ? 
F1 C30 1.338(3) . ? 
F2 C30 1.340(3) . ? 
F3 C30 1.342(3) . ? 
N1 C9 1.289(3) . ? 
N1 C1 1.461(3) . ? 
N2 C12 1.291(3) . ? 
N2 C16 1.456(3) . ? 
C1 C6 1.401(3) . ? 
C1 C2 1.410(3) . ? 
C2 C3 1.404(3) . ? 
C2 C8 1.512(3) . ? 
C3 C4 1.392(4) . ? 
C3 H3 0.9500 . ? 
C4 C5 1.392(3) . ? 
C4 H4 0.9500 . ? 
C5 C6 1.406(3) . ? 
C5 H5 0.9500 . ? 
C6 C7 1.509(3) . ? 
C7 H7A 0.9800 . ? 
C7 H7B 0.9800 . ? 
C7 H7C 0.9800 . ? 
C8 H8A 0.9800 . ? 
C8 H8B 0.9800 . ? 
C8 H8C 0.9800 . ? 
C9 C10 1.501(3) . ? 
C9 C11 1.518(3) . ? 
C10 H10A 0.9800 . ? 
C10 H10B 0.9800 . ? 
C10 H10C 0.9800 . ? 
C11 C12 1.519(3) . ? 
C11 C14 1.538(3) . ? 
C11 H11 1.0000 . ? 
C12 C13 1.500(3) . ? 
C13 H13A 0.9800 . ? 
C13 H13B 0.9800 . ? 
C13 H13C 0.9800 . ? 
C14 C15 1.325(3) . ? 
C14 H14 0.9500 . ? 
C15 H15 0.9500 . ? 
C16 C17 1.399(3) . ? 
C16 C21 1.410(3) . ? 
C17 C18 1.405(4) . ? 
C17 C22 1.511(3) . ? 
C18 C19 1.387(4) . ? 
C18 H18 0.9500 . ? 
C19 C20 1.384(4) . ? 
C19 H19 0.9500 . ? 
C20 C21 1.402(4) . ? 
C20 H20 0.9500 . ? 
C21 C23 1.511(4) . ? 
C22 H22A 0.9800 . ? 
C22 H22B 0.9800 . ? 
C22 H22C 0.9800 . ? 
C23 H23A 0.9800 . ? 
C23 H23B 0.9800 . ? 
C23 H23C 0.9800 . ? 
C24 C25 1.405(3) . ? 
C24 C29 1.428(3) . ? 
C24 H24 0.9500 . ? 
C25 C26 1.432(3) . ? 
C25 H25 0.9500 . ? 
C26 C27 1.398(3) . ? 
C26 H26 0.9500 . ? 
C27 C28 1.432(3) . ? 
C27 H27 0.9500 . ? 
C28 C29 1.407(3) . ? 
C28 H28 0.9500 . ? 
C29 H29 0.9500 . ? 
C31 H31A 0.9699 . ? 
C31 H31B 0.9710 . ? 
C31 H31C 0.9704 . ? 
C31 H31D 0.9700 . ? 
 
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 
C15 Ru1 N1 82.38(8) . . ? 
C15 Ru1 N2 82.36(8) . . ? 
N1 Ru1 N2 86.39(7) . . ? 
C15 Ru1 C24 89.51(9) . . ? 
N1 Ru1 C24 119.12(8) . . ? 
N2 Ru1 C24 152.04(8) . . ? 
C15 Ru1 C29 92.02(9) . . ? 
N1 Ru1 C29 156.66(8) . . ? 
N2 Ru1 C29 115.44(8) . . ? 
C24 Ru1 C29 37.84(9) . . ? 
C15 Ru1 C25 114.81(9) . . ? 
N1 Ru1 C25 94.53(8) . . ? 
N2 Ru1 C25 162.79(8) . . ? 
C24 Ru1 C25 37.07(9) . . ? 
C29 Ru1 C25 67.22(9) . . ? 
C15 Ru1 C28 120.48(9) . . ? 
N1 Ru1 C28 157.03(8) . . ? 
N2 Ru1 C28 94.17(8) . . ? 
C24 Ru1 C28 67.08(9) . . ? 
C29 Ru1 C28 37.04(9) . . ? 
C25 Ru1 C28 78.36(9) . . ? 
C15 Ru1 C26 151.69(9) . . ? 
N1 Ru1 C26 95.84(8) . . ? 
N2 Ru1 C26 125.85(8) . . ? 
C24 Ru1 C26 66.56(9) . . ? 
C29 Ru1 C26 78.44(9) . . ? 
C25 Ru1 C26 36.95(9) . . ? 
C28 Ru1 C26 65.33(9) . . ? 
C15 Ru1 C27 157.06(9) . . ? 
N1 Ru1 C27 120.51(8) . . ? 
N2 Ru1 C27 99.36(8) . . ? 
C24 Ru1 C27 78.27(9) . . ? 
C29 Ru1 C27 66.43(9) . . ? 
C25 Ru1 C27 65.41(9) . . ? 
C28 Ru1 C27 36.74(8) . . ? 
C26 Ru1 C27 35.34(8) . . ? 
O3 S2 O1 115.18(13) . . ? 
O3 S2 O2 115.15(12) . . ? 
O1 S2 O2 114.61(11) . . ? 
O3 S2 C30 103.08(11) . . ? 
O1 S2 C30 103.68(12) . . ? 
O2 S2 C30 102.70(11) . . ? 
C9 N1 C1 119.22(19) . . ? 
C9 N1 Ru1 121.99(15) . . ? 
C1 N1 Ru1 118.44(13) . . ? 
C12 N2 C16 120.35(19) . . ? 
C12 N2 Ru1 121.81(16) . . ? 
C16 N2 Ru1 117.41(13) . . ? 
C6 C1 C2 122.5(2) . . ? 
C6 C1 N1 119.88(19) . . ? 
C2 C1 N1 117.62(19) . . ? 
C3 C2 C1 117.3(2) . . ? 
C3 C2 C8 120.9(2) . . ? 
C1 C2 C8 121.8(2) . . ? 
C4 C3 C2 121.4(2) . . ? 
C4 C3 H3 119.3 . . ? 
C2 C3 H3 119.3 . . ? 
C5 C4 C3 120.0(2) . . ? 
C5 C4 H4 120.0 . . ? 
C3 C4 H4 120.0 . . ? 
C4 C5 C6 120.8(2) . . ? 
C4 C5 H5 119.6 . . ? 
C6 C5 H5 119.6 . . ? 
C1 C6 C5 118.0(2) . . ? 
C1 C6 C7 121.1(2) . . ? 
C5 C6 C7 120.9(2) . . ? 
C6 C7 H7A 109.5 . . ? 
C6 C7 H7B 109.5 . . ? 
H7A C7 H7B 109.5 . . ? 
C6 C7 H7C 109.5 . . ? 
H7A C7 H7C 109.5 . . ? 
H7B C7 H7C 109.5 . . ? 
C2 C8 H8A 109.5 . . ? 
C2 C8 H8B 109.5 . . ? 
H8A C8 H8B 109.5 . . ? 
C2 C8 H8C 109.5 . . ? 
H8A C8 H8C 109.5 . . ? 
H8B C8 H8C 109.5 . . ? 
N1 C9 C10 124.7(2) . . ? 
N1 C9 C11 117.5(2) . . ? 
C10 C9 C11 117.63(19) . . ? 
C9 C10 H10A 109.5 . . ? 
C9 C10 H10B 109.5 . . ? 
H10A C10 H10B 109.5 . . ? 
C9 C10 H10C 109.5 . . ? 
H10A C10 H10C 109.5 . . ? 
H10B C10 H10C 109.5 . . ? 
C9 C11 C12 113.47(18) . . ? 
C9 C11 C14 107.14(18) . . ? 
C12 C11 C14 106.71(19) . . ? 
C9 C11 H11 109.8 . . ? 
C12 C11 H11 109.8 . . ? 
C14 C11 H11 109.8 . . ? 
N2 C12 C13 125.1(2) . . ? 
N2 C12 C11 117.5(2) . . ? 
C13 C12 C11 117.2(2) . . ? 
C12 C13 H13A 109.5 . . ? 
C12 C13 H13B 109.5 . . ? 
H13A C13 H13B 109.5 . . ? 
C12 C13 H13C 109.5 . . ? 
H13A C13 H13C 109.5 . . ? 
H13B C13 H13C 109.5 . . ? 
C15 C14 C11 118.6(2) . . ? 
C15 C14 H14 120.7 . . ? 
C11 C14 H14 120.7 . . ? 
C14 C15 Ru1 120.56(17) . . ? 
C14 C15 H15 119.7 . . ? 
Ru1 C15 H15 119.7 . . ? 
C17 C16 C21 122.0(2) . . ? 
C17 C16 N2 119.8(2) . . ? 
C21 C16 N2 118.0(2) . . ? 
C16 C17 C18 117.9(2) . . ? 
C16 C17 C22 121.6(2) . . ? 
C18 C17 C22 120.4(2) . . ? 
C19 C18 C17 120.9(3) . . ? 
C19 C18 H18 119.5 . . ? 
C17 C18 H18 119.5 . . ? 
C20 C19 C18 120.2(3) . . ? 
C20 C19 H19 119.9 . . ? 
C18 C19 H19 119.9 . . ? 
C19 C20 C21 121.1(2) . . ? 
C19 C20 H20 119.4 . . ? 
C21 C20 H20 119.4 . . ? 
C20 C21 C16 117.7(3) . . ? 
C20 C21 C23 120.4(2) . . ? 
C16 C21 C23 121.9(2) . . ? 
C17 C22 H22A 109.5 . . ? 
C17 C22 H22B 109.5 . . ? 
H22A C22 H22B 109.5 . . ? 
C17 C22 H22C 109.5 . . ? 
H22A C22 H22C 109.5 . . ? 
H22B C22 H22C 109.5 . . ? 
C21 C23 H23A 109.5 . . ? 
C21 C23 H23B 109.5 . . ? 
H23A C23 H23B 109.5 . . ? 
C21 C23 H23C 109.5 . . ? 
H23A C23 H23C 109.5 . . ? 
H23B C23 H23C 109.5 . . ? 
C25 C24 C29 119.6(2) . . ? 
C25 C24 Ru1 72.27(13) . . ? 
C29 C24 Ru1 71.26(13) . . ? 
C25 C24 H24 120.2 . . ? 
C29 C24 H24 120.2 . . ? 
Ru1 C24 H24 128.5 . . ? 
C24 C25 C26 120.8(2) . . ? 
C24 C25 Ru1 70.66(13) . . ? 
C26 C25 Ru1 74.35(13) . . ? 
C24 C25 H25 119.6 . . ? 
C26 C25 H25 119.6 . . ? 
Ru1 C25 H25 127.5 . . ? 
C27 C26 C25 119.8(2) . . ? 
C27 C26 Ru1 72.93(13) . . ? 
C25 C26 Ru1 68.70(13) . . ? 
C27 C26 H26 120.1 . . ? 
C25 C26 H26 120.1 . . ? 
Ru1 C26 H26 130.9 . . ? 
C26 C27 C28 119.2(2) . . ? 
C26 C27 Ru1 71.73(13) . . ? 
C28 C27 Ru1 68.47(13) . . ? 
C26 C27 H27 120.4 . . ? 
C28 C27 H27 120.4 . . ? 
Ru1 C27 H27 132.3 . . ? 
C29 C28 C27 121.2(2) . . ? 
C29 C28 Ru1 70.60(13) . . ? 
C27 C28 Ru1 74.79(13) . . ? 
C29 C28 H28 119.4 . . ? 
C27 C28 H28 119.4 . . ? 
Ru1 C28 H28 127.3 . . ? 
C28 C29 C24 119.2(2) . . ? 
C28 C29 Ru1 72.35(13) . . ? 
C24 C29 Ru1 70.90(13) . . ? 
C28 C29 H29 120.4 . . ? 
C24 C29 H29 120.4 . . ? 
Ru1 C29 H29 128.5 . . ? 
F1 C30 F2 107.6(2) . . ? 
F1 C30 F3 106.9(2) . . ? 
F2 C30 F3 107.04(19) . . ? 
F1 C30 S2 111.78(16) . . ? 
F2 C30 S2 110.77(17) . . ? 
F3 C30 S2 112.52(17) . . ? 
Cl2A C31 Cl1B 115.4(6) . . ? 
Cl2A C31 Cl2B 9.0(8) . . ? 
Cl1B C31 Cl2B 114.9(3) . . ? 
Cl2A C31 Cl1A 101.2(6) . . ? 
Cl1B C31 Cl1A 29.72(16) . . ? 
Cl2B C31 Cl1A 96.9(3) . . ? 
Cl2A C31 H31A 111.0 . . ? 
Cl1B C31 H31A 123.1 . . ? 
Cl2B C31 H31A 106.0 . . ? 
Cl1A C31 H31A 111.6 . . ? 
Cl2A C31 H31B 111.7 . . ? 
Cl1B C31 H31B 82.1 . . ? 
Cl2B C31 H31B 120.7 . . ? 
Cl1A C31 H31B 111.8 . . ? 
H31A C31 H31B 109.4 . . ? 
Cl2A C31 H31C 100.7 . . ? 
Cl1B C31 H31C 108.4 . . ? 
Cl2B C31 H31C 108.8 . . ? 
Cl1A C31 H31C 138.1 . . ? 
H31A C31 H31C 92.9 . . ? 
H31B C31 H31C 26.4 . . ? 
Cl2A C31 H31D 115.8 . . ? 
Cl1B C31 H31D 108.3 . . ? 
Cl2B C31 H31D 108.8 . . ? 
Cl1A C31 H31D 94.3 . . ? 
H31A C31 H31D 17.3 . . ? 
H31B C31 H31D 119.0 . . ? 
H31C C31 H31D 107.4 . . ? 
 
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 
C15 Ru1 N1 C9 -46.74(17) . . . . ? 
N2 Ru1 N1 C9 36.02(17) . . . . ? 
C24 Ru1 N1 C9 -131.90(17) . . . . ? 
C29 Ru1 N1 C9 -124.0(2) . . . . ? 
C25 Ru1 N1 C9 -161.20(17) . . . . ? 
C28 Ru1 N1 C9 128.2(2) . . . . ? 
C26 Ru1 N1 C9 161.71(17) . . . . ? 
C27 Ru1 N1 C9 134.77(17) . . . . ? 
C15 Ru1 N1 C1 126.45(16) . . . . ? 
N2 Ru1 N1 C1 -150.79(15) . . . . ? 
C24 Ru1 N1 C1 41.29(18) . . . . ? 
C29 Ru1 N1 C1 49.2(3) . . . . ? 
C25 Ru1 N1 C1 11.99(16) . . . . ? 
C28 Ru1 N1 C1 -58.6(3) . . . . ? 
C26 Ru1 N1 C1 -25.10(16) . . . . ? 
C27 Ru1 N1 C1 -52.05(17) . . . . ? 
C15 Ru1 N2 C12 46.27(17) . . . . ? 
N1 Ru1 N2 C12 -36.52(17) . . . . ? 
C24 Ru1 N2 C12 120.6(2) . . . . ? 
C29 Ru1 N2 C12 134.88(17) . . . . ? 
C25 Ru1 N2 C12 -130.1(3) . . . . ? 
C28 Ru1 N2 C12 166.50(17) . . . . ? 
C26 Ru1 N2 C12 -131.12(17) . . . . ? 
C27 Ru1 N2 C12 -156.86(17) . . . . ? 
C15 Ru1 N2 C16 -126.19(17) . . . . ? 
N1 Ru1 N2 C16 151.02(16) . . . . ? 
C24 Ru1 N2 C16 -51.9(2) . . . . ? 
C29 Ru1 N2 C16 -37.59(18) . . . . ? 
C25 Ru1 N2 C16 57.4(3) . . . . ? 
C28 Ru1 N2 C16 -5.97(16) . . . . ? 
C26 Ru1 N2 C16 56.41(18) . . . . ? 
C27 Ru1 N2 C16 30.68(16) . . . . ? 
C9 N1 C1 C6 -95.1(3) . . . . ? 
Ru1 N1 C1 C6 91.6(2) . . . . ? 
C9 N1 C1 C2 87.5(3) . . . . ? 
Ru1 N1 C1 C2 -85.9(2) . . . . ? 
C6 C1 C2 C3 -2.5(3) . . . . ? 
N1 C1 C2 C3 174.9(2) . . . . ? 
C6 C1 C2 C8 179.1(2) . . . . ? 
N1 C1 C2 C8 -3.5(3) . . . . ? 
C1 C2 C3 C4 -0.1(3) . . . . ? 
C8 C2 C3 C4 178.3(2) . . . . ? 
C2 C3 C4 C5 1.7(4) . . . . ? 
C3 C4 C5 C6 -0.9(4) . . . . ? 
C2 C1 C6 C5 3.3(3) . . . . ? 
N1 C1 C6 C5 -174.0(2) . . . . ? 
C2 C1 C6 C7 -176.7(2) . . . . ? 
N1 C1 C6 C7 6.0(3) . . . . ? 
C4 C5 C6 C1 -1.6(3) . . . . ? 
C4 C5 C6 C7 178.4(2) . . . . ? 
C1 N1 C9 C10 4.3(3) . . . . ? 
Ru1 N1 C9 C10 177.46(16) . . . . ? 
C1 N1 C9 C11 -170.04(18) . . . . ? 
Ru1 N1 C9 C11 3.1(3) . . . . ? 
N1 C9 C11 C12 -59.5(3) . . . . ? 
C10 C9 C11 C12 125.7(2) . . . . ? 
N1 C9 C11 C14 58.0(3) . . . . ? 
C10 C9 C11 C14 -116.8(2) . . . . ? 
C16 N2 C12 C13 -4.5(3) . . . . ? 
Ru1 N2 C12 C13 -176.73(16) . . . . ? 
C16 N2 C12 C11 170.14(19) . . . . ? 
Ru1 N2 C12 C11 -2.1(3) . . . . ? 
C9 C11 C12 N2 58.9(3) . . . . ? 
C14 C11 C12 N2 -58.8(2) . . . . ? 
C9 C11 C12 C13 -126.0(2) . . . . ? 
C14 C11 C12 C13 116.2(2) . . . . ? 
C9 C11 C14 C15 -60.8(3) . . . . ? 
C12 C11 C14 C15 61.0(3) . . . . ? 
C11 C14 C15 Ru1 0.0(3) . . . . ? 
N1 Ru1 C15 C14 43.6(2) . . . . ? 
N2 Ru1 C15 C14 -43.8(2) . . . . ? 
C24 Ru1 C15 C14 163.0(2) . . . . ? 
C29 Ru1 C15 C14 -159.2(2) . . . . ? 
C25 Ru1 C15 C14 135.1(2) . . . . ? 
C28 Ru1 C15 C14 -134.1(2) . . . . ? 
C26 Ru1 C15 C14 131.8(2) . . . . ? 
C27 Ru1 C15 C14 -139.8(2) . . . . ? 
C12 N2 C16 C17 96.5(3) . . . . ? 
Ru1 N2 C16 C17 -90.9(2) . . . . ? 
C12 N2 C16 C21 -88.2(3) . . . . ? 
Ru1 N2 C16 C21 84.4(2) . . . . ? 
C21 C16 C17 C18 -4.0(3) . . . . ? 
N2 C16 C17 C18 171.2(2) . . . . ? 
C21 C16 C17 C22 175.7(2) . . . . ? 
N2 C16 C17 C22 -9.2(3) . . . . ? 
C16 C17 C18 C19 0.7(4) . . . . ? 
C22 C17 C18 C19 -179.0(2) . . . . ? 
C17 C18 C19 C20 2.1(4) . . . . ? 
C18 C19 C20 C21 -1.7(4) . . . . ? 
C19 C20 C21 C16 -1.4(4) . . . . ? 
C19 C20 C21 C23 179.3(2) . . . . ? 
C17 C16 C21 C20 4.3(3) . . . . ? 
N2 C16 C21 C20 -170.9(2) . . . . ? 
C17 C16 C21 C23 -176.4(2) . . . . ? 
N2 C16 C21 C23 8.4(3) . . . . ? 
C15 Ru1 C24 C25 -135.02(15) . . . . ? 
N1 Ru1 C24 C25 -54.02(16) . . . . ? 
N2 Ru1 C24 C25 152.41(16) . . . . ? 
C29 Ru1 C24 C25 131.1(2) . . . . ? 
C28 Ru1 C24 C25 101.31(16) . . . . ? 
C26 Ru1 C24 C25 29.40(14) . . . . ? 
C27 Ru1 C24 C25 64.52(15) . . . . ? 
C15 Ru1 C24 C29 93.93(15) . . . . ? 
N1 Ru1 C24 C29 174.93(12) . . . . ? 
N2 Ru1 C24 C29 21.4(2) . . . . ? 
C25 Ru1 C24 C29 -131.1(2) . . . . ? 
C28 Ru1 C24 C29 -29.74(13) . . . . ? 
C26 Ru1 C24 C29 -101.65(15) . . . . ? 
C27 Ru1 C24 C29 -66.53(14) . . . . ? 
C29 C24 C25 C26 -1.9(3) . . . . ? 
Ru1 C24 C25 C26 -57.17(19) . . . . ? 
C29 C24 C25 Ru1 55.25(19) . . . . ? 
C15 Ru1 C25 C24 51.14(17) . . . . ? 
N1 Ru1 C25 C24 134.83(14) . . . . ? 
N2 Ru1 C25 C24 -132.8(3) . . . . ? 
C29 Ru1 C25 C24 -30.12(14) . . . . ? 
C28 Ru1 C25 C24 -67.24(15) . . . . ? 
C26 Ru1 C25 C24 -131.5(2) . . . . ? 
C27 Ru1 C25 C24 -103.58(16) . . . . ? 
C15 Ru1 C25 C26 -177.40(13) . . . . ? 
N1 Ru1 C25 C26 -93.71(14) . . . . ? 
N2 Ru1 C25 C26 -1.3(3) . . . . ? 
C24 Ru1 C25 C26 131.5(2) . . . . ? 
C29 Ru1 C25 C26 101.34(16) . . . . ? 
C28 Ru1 C25 C26 64.22(14) . . . . ? 
C27 Ru1 C25 C26 27.88(13) . . . . ? 
C24 C25 C26 C27 1.3(3) . . . . ? 
Ru1 C25 C26 C27 -54.08(19) . . . . ? 
C24 C25 C26 Ru1 55.42(19) . . . . ? 
C15 Ru1 C26 C27 137.67(19) . . . . ? 
N1 Ru1 C26 C27 -137.55(14) . . . . ? 
N2 Ru1 C26 C27 -47.79(17) . . . . ? 
C24 Ru1 C26 C27 103.19(15) . . . . ? 
C29 Ru1 C26 C27 65.36(15) . . . . ? 
C25 Ru1 C26 C27 132.7(2) . . . . ? 
C28 Ru1 C26 C27 28.73(14) . . . . ? 
C15 Ru1 C26 C25 5.0(3) . . . . ? 
N1 Ru1 C26 C25 89.76(14) . . . . ? 
N2 Ru1 C26 C25 179.52(13) . . . . ? 
C24 Ru1 C26 C25 -29.50(14) . . . . ? 
C29 Ru1 C26 C25 -67.33(15) . . . . ? 
C28 Ru1 C26 C25 -103.96(16) . . . . ? 
C27 Ru1 C26 C25 -132.7(2) . . . . ? 
C25 C26 C27 C28 1.0(3) . . . . ? 
Ru1 C26 C27 C28 -51.13(18) . . . . ? 
C25 C26 C27 Ru1 52.12(19) . . . . ? 
C15 Ru1 C27 C26 -125.0(2) . . . . ? 
N1 Ru1 C27 C26 51.20(16) . . . . ? 
N2 Ru1 C27 C26 142.52(14) . . . . ? 
C24 Ru1 C27 C26 -65.83(15) . . . . ? 
C29 Ru1 C27 C26 -103.71(16) . . . . ? 
C25 Ru1 C27 C26 -29.07(14) . . . . ? 
C28 Ru1 C27 C26 -133.1(2) . . . . ? 
C15 Ru1 C27 C28 8.1(3) . . . . ? 
N1 Ru1 C27 C28 -175.72(12) . . . . ? 
N2 Ru1 C27 C28 -84.40(14) . . . . ? 
C24 Ru1 C27 C28 67.25(14) . . . . ? 
C29 Ru1 C27 C28 29.37(13) . . . . ? 
C25 Ru1 C27 C28 104.01(15) . . . . ? 
C26 Ru1 C27 C28 133.1(2) . . . . ? 
C26 C27 C28 C29 -2.8(3) . . . . ? 
Ru1 C27 C28 C29 -55.42(19) . . . . ? 
C26 C27 C28 Ru1 52.63(19) . . . . ? 
C15 Ru1 C28 C29 -44.61(17) . . . . ? 
N1 Ru1 C28 C29 141.23(19) . . . . ? 
N2 Ru1 C28 C29 -128.19(14) . . . . ? 
C24 Ru1 C28 C29 30.35(14) . . . . ? 
C25 Ru1 C28 C29 67.47(15) . . . . ? 
C26 Ru1 C28 C29 104.03(15) . . . . ? 
C27 Ru1 C28 C29 131.7(2) . . . . ? 
C15 Ru1 C28 C27 -176.34(13) . . . . ? 
N1 Ru1 C28 C27 9.5(3) . . . . ? 
N2 Ru1 C28 C27 100.08(14) . . . . ? 
C24 Ru1 C28 C27 -101.39(15) . . . . ? 
C29 Ru1 C28 C27 -131.7(2) . . . . ? 
C25 Ru1 C28 C27 -64.26(14) . . . . ? 
C26 Ru1 C28 C27 -27.71(13) . . . . ? 
C27 C28 C29 C24 2.2(3) . . . . ? 
Ru1 C28 C29 C24 -55.18(19) . . . . ? 
C27 C28 C29 Ru1 57.39(19) . . . . ? 
C25 C24 C29 C28 0.1(3) . . . . ? 
Ru1 C24 C29 C28 55.88(19) . . . . ? 
C25 C24 C29 Ru1 -55.73(19) . . . . ? 
C15 Ru1 C29 C28 142.73(15) . . . . ? 
N1 Ru1 C29 C28 -141.92(18) . . . . ? 
N2 Ru1 C29 C28 60.23(15) . . . . ? 
C24 Ru1 C29 C28 -130.7(2) . . . . ? 
C25 Ru1 C29 C28 -101.13(15) . . . . ? 
C26 Ru1 C29 C28 -64.15(14) . . . . ? 
C27 Ru1 C29 C28 -29.14(13) . . . . ? 
C15 Ru1 C29 C24 -86.60(15) . . . . ? 
N1 Ru1 C29 C24 -11.2(3) . . . . ? 
N2 Ru1 C29 C24 -169.10(13) . . . . ? 
C25 Ru1 C29 C24 29.54(14) . . . . ? 
C28 Ru1 C29 C24 130.7(2) . . . . ? 
C26 Ru1 C29 C24 66.52(14) . . . . ? 
C27 Ru1 C29 C24 101.53(15) . . . . ? 
O3 S2 C30 F1 -53.3(2) . . . . ? 
O1 S2 C30 F1 -173.75(17) . . . . ? 
O2 S2 C30 F1 66.63(19) . . . . ? 
O3 S2 C30 F2 -173.28(17) . . . . ? 
O1 S2 C30 F2 66.31(19) . . . . ? 
O2 S2 C30 F2 -53.30(19) . . . . ? 
O3 S2 C30 F3 67.0(2) . . . . ? 
O1 S2 C30 F3 -53.5(2) . . . . ? 
O2 S2 C30 F3 -173.07(17) . . . . ? 
 
_diffrn_measured_fraction_theta_max    0.998 
_diffrn_reflns_theta_full              26.00 
_diffrn_measured_fraction_theta_full   0.998 
_refine_diff_density_max    0.533 
_refine_diff_density_min   -0.474 
_refine_diff_density_rms    0.070 

 
data_adp159 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common              'BzRu(H)NacNacMe(H)OTf.THF' 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C32 H41 F3 N2 O4 Ru S' 
_chemical_formula_weight          707.80 
 
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' 
 
_symmetry_cell_setting            monoclinic
_symmetry_space_group_name_H-M    'P 2 1 / n'
_symmetry_space_group_name_Hall   '-P 2yn'
_symmetry_Int_Tables_number       14
 
loop_ 
 _symmetry_equiv_pos_as_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                    12.091(2) 
_cell_length_b                    11.916(2) 
_cell_length_c                    21.966(4) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  93.88(3) 
_cell_angle_gamma                 90.00 
_cell_volume                      3157.5(11) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     103(2) 
_cell_measurement_reflns_used     79 
_cell_measurement_theta_min       9.265 
_cell_measurement_theta_max       21.042 
 
_exptl_crystal_description        block
_exptl_crystal_colour             yellow 
_exptl_crystal_size_max           0.75 
_exptl_crystal_size_mid           0.37 
_exptl_crystal_size_min           0.31 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.489 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              1464 
_exptl_absorpt_coefficient_mu     0.619 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.8587
_exptl_absorpt_correction_T_max   0.8587 
_exptl_absorpt_process_details    
; 
 SADABS 2.03 (Bruker, 2001)
 R.H. Blessing, Acta Cryst. (1995), a51, 33-38
; 

 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       103(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Bruker-Nonus KappaCCD'
_diffrn_detector                  'Apex II CCD'
_diffrn_measurement_method        'phi and omega scans'
_diffrn_source                    'Enraf Nonius FR590'
_diffrn_detector_area_resol_mean   9
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         0
_diffrn_reflns_number             66668 
_diffrn_reflns_av_R_equivalents   0.0362 
_diffrn_reflns_av_sigmaI/netI     0.0221 
_diffrn_reflns_limit_h_min        -15 
_diffrn_reflns_limit_h_max        15 
_diffrn_reflns_limit_k_min        -15 
_diffrn_reflns_limit_k_max        15 
_diffrn_reflns_limit_l_min        -28 
_diffrn_reflns_limit_l_max        28 
_diffrn_reflns_theta_min          3.54 
_diffrn_reflns_theta_max          27.51 
_reflns_number_total              7159 
_reflns_number_gt                 6225 
_reflns_threshold_expression      I>2/s(I) 
 
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_cell_refinement       'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics    'PLATON (Spek, 2005)'
_computing_publication_material 'WINGX (Farrugia, 1999)'
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. A disordered tetrahydrofuran
 solvate was present in the unit cell.  The disorder parts were split over
 two positions and the occpuancies were allowed to freely refine to values of
 0.83:0.17.  Also two sets of methyl groups were disorderd.  The hydrogen
 atoms involved were split over two positions and the occupancies were
 allowed to freely refine to a values of 0.89:0.11.  The hydride (H1) was
 located on electron difference map.  Its coordinates were allowed to refine,
 however, the thermal parameter was scaled based on the connecting Ru atom. 
; 
 
_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc  
_refine_ls_weighting_details 
 'calc w=1/[σ²(Fo²)+(0.0085P)²+3.6947P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    mixed 
_refine_ls_hydrogen_treatment     constr 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          7159 
_refine_ls_number_parameters      410 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0370 
_refine_ls_R_factor_gt            0.0274 
_refine_ls_wR_factor_ref          0.0541 
_refine_ls_wR_factor_gt           0.0504 
_refine_ls_goodness_of_fit_ref    1.131 
_refine_ls_restrained_S_all       1.131 
_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_symmetry_multiplicity 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
Ru1 Ru 0.273922(12) 0.150743(12) 0.093704(6) 0.00967(4) Uani 1 1 d . . . 
S1 S 0.22469(4) -0.31680(4) 0.02221(2) 0.01542(10) Uani 1 1 d . . . 
F1 F 0.17723(10) -0.32786(12) -0.09731(5) 0.0307(3) Uani 1 1 d . . . 
F2 F 0.29174(11) -0.19545(11) -0.06883(6) 0.0331(3) Uani 1 1 d . . . 
F3 F 0.34756(10) -0.36741(11) -0.06982(6) 0.0280(3) Uani 1 1 d . . . 
O1 O 0.13941(11) -0.23220(12) 0.02698(6) 0.0205(3) Uani 1 1 d . . . 
O2 O 0.18536(13) -0.43162(12) 0.02414(7) 0.0253(3) Uani 1 1 d . . . 
O3 O 0.32776(12) -0.29473(14) 0.05726(7) 0.0264(3) Uani 1 1 d . . . 
O4 O 0.65672(15) 0.57688(18) 0.23616(8) 0.0469(5) Uani 1 1 d . C . 
N1 N 0.22464(12) 0.29744(13) 0.13874(6) 0.0110(3) Uani 1 1 d . . . 
N2 N 0.21599(12) 0.23148(13) 0.01248(7) 0.0113(3) Uani 1 1 d . . . 
C1 C 0.28359(15) 0.31891(15) 0.19777(8) 0.0111(4) Uani 1 1 d . . . 
C2 C 0.24421(16) 0.26462(16) 0.24922(9) 0.0146(4) Uani 1 1 d . . . 
C3 C 0.30965(18) 0.27203(17) 0.30428(8) 0.0196(4) Uani 1 1 d . . . 
H3 H 0.2862 0.2351 0.3395 0.023 Uiso 1 1 calc R . . 
C4 C 0.40824(17) 0.33254(17) 0.30824(9) 0.0212(4) Uani 1 1 d . . . 
H4 H 0.4526 0.3346 0.3456 0.025 Uiso 1 1 calc R . . 
C5 C 0.44218(16) 0.39015(17) 0.25750(9) 0.0191(4) Uani 1 1 d . . . 
H5 H 0.5080 0.4339 0.2611 0.023 Uiso 1 1 calc R . . 
C6 C 0.38046(15) 0.38445(16) 0.20111(8) 0.0138(4) Uani 1 1 d . . . 
C7 C 0.13497(17) 0.20254(18) 0.24567(9) 0.0217(4) Uani 1 1 d . . . 
H7A H 0.1250 0.1656 0.2848 0.033 Uiso 1 1 calc R . . 
H7B H 0.1347 0.1460 0.2133 0.033 Uiso 1 1 calc R . . 
H7C H 0.0743 0.2558 0.2367 0.033 Uiso 1 1 calc R . . 
C8 C 0.41691(16) 0.44757(17) 0.14611(9) 0.0178(4) Uani 1 1 d . . . 
H8A H 0.3646 0.4330 0.1110 0.027 Uiso 0.11(3) 1 calc PR A 1 
H8B H 0.4911 0.4224 0.1369 0.027 Uiso 0.11(3) 1 calc PR A 1 
H8C H 0.4186 0.5282 0.1549 0.027 Uiso 0.11(3) 1 calc PR A 1 
H8D H 0.4840 0.4879 0.1572 0.019(7) Uiso 0.89(3) 1 d PR A -1 
H8E H 0.3600 0.4995 0.1322 0.032(8) Uiso 0.89(3) 1 d PR A -1 
H8F H 0.4299 0.3954 0.1141 0.022(7) Uiso 0.89(3) 1 d PR A -1 
C9 C 0.14307(14) 0.36146(16) 0.12037(8) 0.0123(4) Uani 1 1 d . . . 
C10 C 0.10533(16) 0.46209(17) 0.15488(9) 0.0180(4) Uani 1 1 d . . . 
H10A H 0.1496 0.4684 0.1938 0.027 Uiso 1 1 calc R . . 
H10B H 0.0270 0.4534 0.1627 0.027 Uiso 1 1 calc R . . 
H10C H 0.1148 0.5300 0.1306 0.027 Uiso 1 1 calc R . . 
C11 C 0.07434(15) 0.33185(16) 0.06275(8) 0.0142(4) Uani 1 1 d . . . 
H11A H 0.0244 0.3957 0.0521 0.017 Uiso 1 1 calc R . . 
H11B H 0.0271 0.2668 0.0716 0.017 Uiso 1 1 calc R . . 
C12 C 0.13671(15) 0.30386(16) 0.00751(8) 0.0119(4) Uani 1 1 d . . . 
C13 C 0.09650(15) 0.35867(17) -0.05162(8) 0.0154(4) Uani 1 1 d . . . 
H13A H 0.1297 0.3210 -0.0856 0.023 Uiso 1 1 calc R . . 
H13B H 0.1181 0.4380 -0.0508 0.023 Uiso 1 1 calc R . . 
H13C H 0.0156 0.3528 -0.0569 0.023 Uiso 1 1 calc R . . 
C14 C 0.26692(15) 0.19685(16) -0.04291(8) 0.0131(4) Uani 1 1 d . . . 
C15 C 0.36210(16) 0.25326(16) -0.06021(8) 0.0149(4) Uani 1 1 d . . . 
C16 C 0.41476(17) 0.21059(18) -0.11034(9) 0.0202(4) Uani 1 1 d . . . 
H16 H 0.4805 0.2454 -0.1224 0.024 Uiso 1 1 calc R . . 
C17 C 0.37199(18) 0.11808(18) -0.14257(9) 0.0240(5) Uani 1 1 d . . . 
H17 H 0.4094 0.0894 -0.1759 0.029 Uiso 1 1 calc R . . 
C18 C 0.27446(18) 0.06729(17) -0.12612(9) 0.0220(4) Uani 1 1 d . . . 
H18 H 0.2444 0.0061 -0.1495 0.026 Uiso 1 1 calc R . . 
C19 C 0.22002(17) 0.10507(17) -0.07558(8) 0.0168(4) Uani 1 1 d . . . 
C20 C 0.40652(16) 0.35556(18) -0.02616(9) 0.0186(4) Uani 1 1 d . . . 
H20A H 0.3505 0.3839 0.0002 0.028 Uiso 0.11(3) 1 calc PR A 1 
H20B H 0.4242 0.4138 -0.0554 0.028 Uiso 0.11(3) 1 calc PR A 1 
H20C H 0.4737 0.3353 -0.0011 0.028 Uiso 0.11(3) 1 calc PR A 1 
H20D H 0.4298 0.3352 0.0150 0.041(9) Uiso 0.89(3) 1 d PR A -1 
H20E H 0.3494 0.4115 -0.0258 0.031(8) Uiso 0.89(3) 1 d PR A -1 
H20F H 0.4686 0.3851 -0.0460 0.033(8) Uiso 0.89(3) 1 d PR A -1 
C21 C 0.11528(18) 0.04801(18) -0.05678(9) 0.0220(4) Uani 1 1 d . . . 
H21A H 0.0888 -0.0050 -0.0886 0.033 Uiso 1 1 calc R . . 
H21B H 0.0581 0.1047 -0.0512 0.033 Uiso 1 1 calc R . . 
H21C H 0.1314 0.0075 -0.0184 0.033 Uiso 1 1 calc R . . 
C22 C 0.30186(17) -0.03103(16) 0.09905(9) 0.0188(4) Uani 1 1 d . . . 
H22 H 0.2488 -0.0893 0.0922 0.023 Uiso 1 1 calc R . . 
C23 C 0.32253(16) 0.01540(16) 0.15870(9) 0.0168(4) Uani 1 1 d . . . 
H23 H 0.2841 -0.0121 0.1919 0.020 Uiso 1 1 calc R . . 
C24 C 0.40079(16) 0.10269(16) 0.16757(9) 0.0162(4) Uani 1 1 d . . . 
H24 H 0.4126 0.1357 0.2068 0.019 Uiso 1 1 calc R . . 
C25 C 0.46279(15) 0.14261(17) 0.11872(9) 0.0177(4) Uani 1 1 d . . . 
H25 H 0.5176 0.1991 0.1257 0.021 Uiso 1 1 calc R . . 
C26 C 0.44112(16) 0.09688(18) 0.06031(9) 0.0193(4) Uani 1 1 d . . . 
H26 H 0.4802 0.1238 0.0272 0.023 Uiso 1 1 calc R . . 
C27 C 0.36045(17) 0.00990(17) 0.05045(9) 0.0193(4) Uani 1 1 d . . . 
H27 H 0.3463 -0.0206 0.0107 0.023 Uiso 1 1 calc R . . 
C28 C 0.26227(16) -0.30140(18) -0.05722(9) 0.0189(4) Uani 1 1 d . . . 
C29 C 0.7494(2) 0.5574(2) 0.19988(11) 0.0352(6) Uani 1 1 d . . . 
H29A H 0.7243 0.5506 0.1562 0.053 Uiso 1 1 calc R B 2 
H29B H 0.7886 0.4876 0.2129 0.053 Uiso 1 1 calc R B 2 
C30A C 0.8256(2) 0.6596(4) 0.21034(14) 0.0228(10) Uani 0.833(13) 1 d P C 2 
H30A H 0.9046 0.6374 0.2117 0.034 Uiso 0.833(13) 1 calc PR C 2 
H30B H 0.8111 0.7166 0.1780 0.034 Uiso 0.833(13) 1 calc PR C 2 
C30B C 0.8478(15) 0.613(2) 0.2268(9) 0.031(5) Uiso 0.167(13) 1 d P C 3 
H30C H 0.8896 0.6511 0.1954 0.046 Uiso 0.167(13) 1 calc PR C 3 
H30D H 0.8974 0.5602 0.2501 0.046 Uiso 0.167(13) 1 calc PR C 3 
C31 C 0.7949(2) 0.7027(2) 0.27105(11) 0.0340(6) Uani 1 1 d . . . 
H31A H 0.8095 0.7842 0.2751 0.051 Uiso 1 1 calc R C 2 
H31B H 0.8359 0.6626 0.3050 0.051 Uiso 1 1 calc R C 2 
C32 C 0.67306(19) 0.6782(2) 0.26966(11) 0.0333(6) Uani 1 1 d . C . 
H32A H 0.6492 0.6692 0.3116 0.050 Uiso 1 1 calc R . . 
H32B H 0.6300 0.7401 0.2495 0.050 Uiso 1 1 calc R . . 
H1 H 0.1465(18) 0.1205(19) 0.0974(10) 0.026(6) Uiso 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 N2 2.1048(15) . ? 
Ru1 N1 2.1140(15) . ? 
Ru1 C22 2.194(2) . ? 
Ru1 C23 2.2070(19) . ? 
Ru1 C27 2.2245(19) . ? 
Ru1 C24 2.2309(19) . ? 
Ru1 C26 2.2884(19) . ? 
Ru1 C25 2.3143(19) . ? 
Ru1 H1 1.59(2) . ? 
S1 O3 1.4441(15) . ? 
S1 O2 1.4500(15) . ? 
S1 O1 1.4509(15) . ? 
S1 C28 1.842(2) . ? 
F1 C28 1.345(2) . ? 
F2 C28 1.341(2) . ? 
F3 C28 1.341(2) . ? 
O4 C32 1.421(3) . ? 
O4 C29 1.437(3) . ? 
N1 C9 1.290(2) . ? 
N1 C1 1.459(2) . ? 
N2 C12 1.289(2) . ? 
N2 C14 1.460(2) . ? 
C1 C6 1.406(3) . ? 
C1 C2 1.413(2) . ? 
C2 C3 1.403(3) . ? 
C2 C7 1.511(3) . ? 
C3 C4 1.391(3) . ? 
C3 H3 0.9500 . ? 
C4 C5 1.394(3) . ? 
C4 H4 0.9500 . ? 
C5 C6 1.404(3) . ? 
C5 H5 0.9500 . ? 
C6 C8 1.514(3) . ? 
C7 H7A 0.9800 . ? 
C7 H7B 0.9800 . ? 
C7 H7C 0.9800 . ? 
C8 H8A 0.9800 . ? 
C8 H8B 0.9800 . ? 
C8 H8C 0.9800 . ? 
C8 H8D 0.9600 . ? 
C8 H8E 0.9600 . ? 
C8 H8F 0.9602 . ? 
C9 C10 1.506(3) . ? 
C9 C11 1.508(2) . ? 
C10 H10A 0.9800 . ? 
C10 H10B 0.9800 . ? 
C10 H10C 0.9800 . ? 
C11 C12 1.509(2) . ? 
C11 H11A 0.9900 . ? 
C11 H11B 0.9900 . ? 
C12 C13 1.505(2) . ? 
C13 H13A 0.9800 . ? 
C13 H13B 0.9800 . ? 
C13 H13C 0.9800 . ? 
C14 C19 1.406(3) . ? 
C14 C15 1.407(3) . ? 
C15 C16 1.404(3) . ? 
C15 C20 1.510(3) . ? 
C16 C17 1.391(3) . ? 
C16 H16 0.9500 . ? 
C17 C18 1.395(3) . ? 
C17 H17 0.9500 . ? 
C18 C19 1.403(3) . ? 
C18 H18 0.9500 . ? 
C19 C21 1.519(3) . ? 
C20 H20A 0.9800 . ? 
C20 H20B 0.9800 . ? 
C20 H20C 0.9800 . ? 
C20 H20D 0.9600 . ? 
C20 H20E 0.9599 . ? 
C20 H20F 0.9600 . ? 
C21 H21A 0.9800 . ? 
C21 H21B 0.9800 . ? 
C21 H21C 0.9800 . ? 
C22 C27 1.408(3) . ? 
C22 C23 1.429(3) . ? 
C22 H22 0.9500 . ? 
C23 C24 1.411(3) . ? 
C23 H23 0.9500 . ? 
C24 C25 1.431(3) . ? 
C24 H24 0.9500 . ? 
C25 C26 1.402(3) . ? 
C25 H25 0.9500 . ? 
C26 C27 1.430(3) . ? 
C26 H26 0.9500 . ? 
C27 H27 0.9500 . ? 
C29 C30B 1.455(16) . ? 
C29 C30A 1.535(4) . ? 
C29 H29A 0.9900 . ? 
C29 H29B 0.9900 . ? 
C30A C31 1.499(3) . ? 
C30A H30A 0.9900 . ? 
C30A H30B 0.9900 . ? 
C30B C31 1.603(18) . ? 
C30B H30C 0.9900 . ? 
C30B H30D 0.9900 . ? 
C31 C32 1.499(3) . ? 
C31 H31A 0.9900 . ? 
C31 H31B 0.9900 . ? 
C32 H32A 0.9900 . ? 
C32 H32B 0.9900 . ? 
 
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 
N2 Ru1 N1 86.02(6) . . ? 
N2 Ru1 C22 122.53(7) . . ? 
N1 Ru1 C22 146.98(7) . . ? 
N2 Ru1 C23 160.23(7) . . ? 
N1 Ru1 C23 111.88(7) . . ? 
C22 Ru1 C23 37.88(7) . . ? 
N2 Ru1 C27 97.00(7) . . ? 
N1 Ru1 C27 168.32(7) . . ? 
C22 Ru1 C27 37.15(7) . . ? 
C23 Ru1 C27 67.21(7) . . ? 
N2 Ru1 C24 155.07(7) . . ? 
N1 Ru1 C24 94.22(6) . . ? 
C22 Ru1 C24 67.16(7) . . ? 
C23 Ru1 C24 37.07(7) . . ? 
C27 Ru1 C24 78.28(7) . . ? 
N2 Ru1 C26 96.15(7) . . ? 
N1 Ru1 C26 131.68(7) . . ? 
C22 Ru1 C26 66.68(8) . . ? 
C23 Ru1 C26 78.47(7) . . ? 
C27 Ru1 C26 36.90(8) . . ? 
C24 Ru1 C26 65.31(7) . . ? 
N2 Ru1 C25 119.14(7) . . ? 
N1 Ru1 C25 103.20(7) . . ? 
C22 Ru1 C25 78.47(7) . . ? 
C23 Ru1 C25 66.45(7) . . ? 
C27 Ru1 C25 65.47(7) . . ? 
C24 Ru1 C25 36.65(7) . . ? 
C26 Ru1 C25 35.47(7) . . ? 
N2 Ru1 H1 83.1(8) . . ? 
N1 Ru1 H1 81.9(8) . . ? 
C22 Ru1 H1 85.4(8) . . ? 
C23 Ru1 H1 91.0(8) . . ? 
C27 Ru1 H1 109.7(8) . . ? 
C24 Ru1 H1 121.7(8) . . ? 
C26 Ru1 H1 146.4(8) . . ? 
C25 Ru1 H1 157.3(8) . . ? 
O3 S1 O2 115.41(10) . . ? 
O3 S1 O1 115.27(9) . . ? 
O2 S1 O1 114.67(9) . . ? 
O3 S1 C28 103.16(9) . . ? 
O2 S1 C28 102.96(9) . . ? 
O1 S1 C28 102.78(9) . . ? 
C32 O4 C29 109.77(17) . . ? 
C9 N1 C1 119.44(15) . . ? 
C9 N1 Ru1 125.20(12) . . ? 
C1 N1 Ru1 115.12(11) . . ? 
C12 N2 C14 118.15(15) . . ? 
C12 N2 Ru1 125.51(12) . . ? 
C14 N2 Ru1 116.25(11) . . ? 
C6 C1 C2 122.51(17) . . ? 
C6 C1 N1 119.93(15) . . ? 
C2 C1 N1 117.38(16) . . ? 
C3 C2 C1 117.40(18) . . ? 
C3 C2 C7 121.03(18) . . ? 
C1 C2 C7 121.57(17) . . ? 
C4 C3 C2 121.17(18) . . ? 
C4 C3 H3 119.4 . . ? 
C2 C3 H3 119.4 . . ? 
C3 C4 C5 120.18(18) . . ? 
C3 C4 H4 119.9 . . ? 
C5 C4 H4 119.9 . . ? 
C4 C5 C6 120.93(19) . . ? 
C4 C5 H5 119.5 . . ? 
C6 C5 H5 119.5 . . ? 
C5 C6 C1 117.66(17) . . ? 
C5 C6 C8 120.94(17) . . ? 
C1 C6 C8 121.40(16) . . ? 
C2 C7 H7A 109.5 . . ? 
C2 C7 H7B 109.5 . . ? 
H7A C7 H7B 109.5 . . ? 
C2 C7 H7C 109.5 . . ? 
H7A C7 H7C 109.5 . . ? 
H7B C7 H7C 109.5 . . ? 
C6 C8 H8A 109.5 . . ? 
C6 C8 H8B 109.5 . . ? 
C6 C8 H8C 109.5 . . ? 
C6 C8 H8D 109.5 . . ? 
C6 C8 H8E 109.4 . . ? 
C6 C8 H8F 109.5 . . ? 
N1 C9 C10 124.39(16) . . ? 
N1 C9 C11 119.37(16) . . ? 
C10 C9 C11 116.12(16) . . ? 
C9 C10 H10A 109.5 . . ? 
C9 C10 H10B 109.5 . . ? 
H10A C10 H10B 109.5 . . ? 
C9 C10 H10C 109.5 . . ? 
H10A C10 H10C 109.5 . . ? 
H10B C10 H10C 109.5 . . ? 
C9 C11 C12 116.73(15) . . ? 
C9 C11 H11A 108.1 . . ? 
C12 C11 H11A 108.1 . . ? 
C9 C11 H11B 108.1 . . ? 
C12 C11 H11B 108.1 . . ? 
H11A C11 H11B 107.3 . . ? 
N2 C12 C13 123.97(16) . . ? 
N2 C12 C11 119.29(16) . . ? 
C13 C12 C11 116.64(15) . . ? 
C12 C13 H13A 109.5 . . ? 
C12 C13 H13B 109.5 . . ? 
H13A C13 H13B 109.5 . . ? 
C12 C13 H13C 109.5 . . ? 
H13A C13 H13C 109.5 . . ? 
H13B C13 H13C 109.5 . . ? 
C19 C14 C15 122.85(17) . . ? 
C19 C14 N2 117.84(16) . . ? 
C15 C14 N2 119.27(17) . . ? 
C16 C15 C14 117.49(18) . . ? 
C16 C15 C20 121.06(18) . . ? 
C14 C15 C20 121.46(16) . . ? 
C17 C16 C15 120.90(19) . . ? 
C17 C16 H16 119.6 . . ? 
C15 C16 H16 119.6 . . ? 
C16 C17 C18 120.26(18) . . ? 
C16 C17 H17 119.9 . . ? 
C18 C17 H17 119.9 . . ? 
C17 C18 C19 121.07(19) . . ? 
C17 C18 H18 119.5 . . ? 
C19 C18 H18 119.5 . . ? 
C18 C19 C14 117.32(18) . . ? 
C18 C19 C21 121.06(18) . . ? 
C14 C19 C21 121.61(17) . . ? 
C15 C20 H20A 109.5 . . ? 
C15 C20 H20B 109.5 . . ? 
C15 C20 H20C 109.5 . . ? 
C15 C20 H20D 109.5 . . ? 
C15 C20 H20E 109.4 . . ? 
C15 C20 H20F 109.5 . . ? 
C19 C21 H21A 109.5 . . ? 
C19 C21 H21B 109.5 . . ? 
H21A C21 H21B 109.5 . . ? 
C19 C21 H21C 109.5 . . ? 
H21A C21 H21C 109.5 . . ? 
H21B C21 H21C 109.5 . . ? 
C27 C22 C23 119.71(19) . . ? 
C27 C22 Ru1 72.60(11) . . ? 
C23 C22 Ru1 71.55(11) . . ? 
C27 C22 H22 120.1 . . ? 
C23 C22 H22 120.1 . . ? 
Ru1 C22 H22 127.8 . . ? 
C24 C23 C22 119.10(18) . . ? 
C24 C23 Ru1 72.39(11) . . ? 
C22 C23 Ru1 70.57(11) . . ? 
C24 C23 H23 120.4 . . ? 
C22 C23 H23 120.4 . . ? 
Ru1 C23 H23 128.8 . . ? 
C23 C24 C25 121.46(18) . . ? 
C23 C24 Ru1 70.55(11) . . ? 
C25 C24 Ru1 74.85(11) . . ? 
C23 C24 H24 119.3 . . ? 
C25 C24 H24 119.3 . . ? 
Ru1 C24 H24 127.4 . . ? 
C26 C25 C24 118.81(19) . . ? 
C26 C25 Ru1 71.26(11) . . ? 
C24 C25 Ru1 68.51(11) . . ? 
C26 C25 H25 120.6 . . ? 
C24 C25 H25 120.6 . . ? 
Ru1 C25 H25 132.5 . . ? 
C25 C26 C27 120.25(18) . . ? 
C25 C26 Ru1 73.27(11) . . ? 
C27 C26 Ru1 69.12(11) . . ? 
C25 C26 H26 119.9 . . ? 
C27 C26 H26 119.9 . . ? 
Ru1 C26 H26 130.3 . . ? 
C22 C27 C26 120.62(18) . . ? 
C22 C27 Ru1 70.25(11) . . ? 
C26 C27 Ru1 73.98(11) . . ? 
C22 C27 H27 119.7 . . ? 
C26 C27 H27 119.7 . . ? 
Ru1 C27 H27 128.3 . . ? 
F3 C28 F2 107.16(16) . . ? 
F3 C28 F1 106.98(16) . . ? 
F2 C28 F1 107.29(17) . . ? 
F3 C28 S1 112.31(14) . . ? 
F2 C28 S1 111.09(14) . . ? 
F1 C28 S1 111.73(13) . . ? 
O4 C29 C30B 110.3(6) . . ? 
O4 C29 C30A 105.7(2) . . ? 
C30B C29 C30A 27.0(10) . . ? 
O4 C29 H29A 110.6 . . ? 
C30B C29 H29A 128.4 . . ? 
C30A C29 H29A 110.6 . . ? 
O4 C29 H29B 110.6 . . ? 
C30B C29 H29B 84.5 . . ? 
C30A C29 H29B 110.6 . . ? 
H29A C29 H29B 108.7 . . ? 
C31 C30A C29 102.9(2) . . ? 
C31 C30A H30A 111.2 . . ? 
C29 C30A H30A 111.2 . . ? 
C31 C30A H30B 111.2 . . ? 
C29 C30A H30B 111.2 . . ? 
H30A C30A H30B 109.1 . . ? 
C29 C30B C31 101.7(10) . . ? 
C29 C30B H30C 111.4 . . ? 
C31 C30B H30C 111.4 . . ? 
C29 C30B H30D 111.4 . . ? 
C31 C30B H30D 111.4 . . ? 
H30C C30B H30D 109.3 . . ? 
C30A C31 C32 102.6(2) . . ? 
C30A C31 C30B 25.9(9) . . ? 
C32 C31 C30B 106.9(6) . . ? 
C30A C31 H31A 111.3 . . ? 
C32 C31 H31A 111.3 . . ? 
C30B C31 H31A 129.0 . . ? 
C30A C31 H31B 111.3 . . ? 
C32 C31 H31B 111.3 . . ? 
C30B C31 H31B 86.3 . . ? 
H31A C31 H31B 109.2 . . ? 
O4 C32 C31 106.13(19) . . ? 
O4 C32 H32A 110.5 . . ? 
C31 C32 H32A 110.5 . . ? 
O4 C32 H32B 110.5 . . ? 
C31 C32 H32B 110.5 . . ? 
H32A C32 H32B 108.7 . . ? 
 
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 
N2 Ru1 N1 C9 30.96(15) . . . . ? 
C22 Ru1 N1 C9 -120.95(16) . . . . ? 
C23 Ru1 N1 C9 -140.40(14) . . . . ? 
C27 Ru1 N1 C9 136.5(3) . . . . ? 
C24 Ru1 N1 C9 -174.03(15) . . . . ? 
C26 Ru1 N1 C9 125.64(15) . . . . ? 
C25 Ru1 N1 C9 149.97(14) . . . . ? 
N2 Ru1 N1 C1 -154.76(12) . . . . ? 
C22 Ru1 N1 C1 53.33(18) . . . . ? 
C23 Ru1 N1 C1 33.88(14) . . . . ? 
C27 Ru1 N1 C1 -49.3(4) . . . . ? 
C24 Ru1 N1 C1 0.25(13) . . . . ? 
C26 Ru1 N1 C1 -60.08(15) . . . . ? 
C25 Ru1 N1 C1 -35.75(13) . . . . ? 
N1 Ru1 N2 C12 -29.75(15) . . . . ? 
C22 Ru1 N2 C12 132.52(15) . . . . ? 
C23 Ru1 N2 C12 125.9(2) . . . . ? 
C27 Ru1 N2 C12 161.58(16) . . . . ? 
C24 Ru1 N2 C12 -121.20(18) . . . . ? 
C26 Ru1 N2 C12 -161.28(16) . . . . ? 
C25 Ru1 N2 C12 -132.65(15) . . . . ? 
N1 Ru1 N2 C14 153.77(13) . . . . ? 
C22 Ru1 N2 C14 -43.95(15) . . . . ? 
C23 Ru1 N2 C14 -50.6(3) . . . . ? 
C27 Ru1 N2 C14 -14.90(14) . . . . ? 
C24 Ru1 N2 C14 62.3(2) . . . . ? 
C26 Ru1 N2 C14 22.25(14) . . . . ? 
C25 Ru1 N2 C14 50.88(15) . . . . ? 
C9 N1 C1 C6 -94.5(2) . . . . ? 
Ru1 N1 C1 C6 90.86(17) . . . . ? 
C9 N1 C1 C2 90.2(2) . . . . ? 
Ru1 N1 C1 C2 -84.40(17) . . . . ? 
C6 C1 C2 C3 -4.1(3) . . . . ? 
N1 C1 C2 C3 171.03(16) . . . . ? 
C6 C1 C2 C7 174.86(17) . . . . ? 
N1 C1 C2 C7 -10.0(3) . . . . ? 
C1 C2 C3 C4 1.3(3) . . . . ? 
C7 C2 C3 C4 -177.62(18) . . . . ? 
C2 C3 C4 C5 2.0(3) . . . . ? 
C3 C4 C5 C6 -2.7(3) . . . . ? 
C4 C5 C6 C1 0.1(3) . . . . ? 
C4 C5 C6 C8 179.62(18) . . . . ? 
C2 C1 C6 C5 3.4(3) . . . . ? 
N1 C1 C6 C5 -171.60(16) . . . . ? 
C2 C1 C6 C8 -176.14(17) . . . . ? 
N1 C1 C6 C8 8.9(3) . . . . ? 
C1 N1 C9 C10 2.4(3) . . . . ? 
Ru1 N1 C9 C10 176.48(13) . . . . ? 
C1 N1 C9 C11 -173.36(15) . . . . ? 
Ru1 N1 C9 C11 0.7(2) . . . . ? 
N1 C9 C11 C12 -48.8(2) . . . . ? 
C10 C9 C11 C12 135.09(17) . . . . ? 
C14 N2 C12 C13 -2.7(3) . . . . ? 
Ru1 N2 C12 C13 -179.11(13) . . . . ? 
C14 N2 C12 C11 173.46(16) . . . . ? 
Ru1 N2 C12 C11 -3.0(2) . . . . ? 
C9 C11 C12 N2 50.2(2) . . . . ? 
C9 C11 C12 C13 -133.42(17) . . . . ? 
C12 N2 C14 C19 -88.9(2) . . . . ? 
Ru1 N2 C14 C19 87.85(17) . . . . ? 
C12 N2 C14 C15 93.3(2) . . . . ? 
Ru1 N2 C14 C15 -89.98(18) . . . . ? 
C19 C14 C15 C16 -3.7(3) . . . . ? 
N2 C14 C15 C16 173.98(16) . . . . ? 
C19 C14 C15 C20 176.50(18) . . . . ? 
N2 C14 C15 C20 -5.8(3) . . . . ? 
C14 C15 C16 C17 1.9(3) . . . . ? 
C20 C15 C16 C17 -178.33(18) . . . . ? 
C15 C16 C17 C18 1.2(3) . . . . ? 
C16 C17 C18 C19 -2.6(3) . . . . ? 
C17 C18 C19 C14 0.9(3) . . . . ? 
C17 C18 C19 C21 -178.54(19) . . . . ? 
C15 C14 C19 C18 2.4(3) . . . . ? 
N2 C14 C19 C18 -175.37(16) . . . . ? 
C15 C14 C19 C21 -178.22(17) . . . . ? 
N2 C14 C19 C21 4.0(3) . . . . ? 
N2 Ru1 C22 C27 52.95(14) . . . . ? 
N1 Ru1 C22 C27 -160.91(12) . . . . ? 
C23 Ru1 C22 C27 -130.69(18) . . . . ? 
C24 Ru1 C22 C27 -101.01(13) . . . . ? 
C26 Ru1 C22 C27 -29.19(12) . . . . ? 
C25 Ru1 C22 C27 -64.38(12) . . . . ? 
N2 Ru1 C22 C23 -176.35(10) . . . . ? 
N1 Ru1 C22 C23 -30.22(18) . . . . ? 
C27 Ru1 C22 C23 130.69(18) . . . . ? 
C24 Ru1 C22 C23 29.69(11) . . . . ? 
C26 Ru1 C22 C23 101.51(13) . . . . ? 
C25 Ru1 C22 C23 66.31(12) . . . . ? 
C27 C22 C23 C24 0.7(3) . . . . ? 
Ru1 C22 C23 C24 -55.70(16) . . . . ? 
C27 C22 C23 Ru1 56.40(16) . . . . ? 
N2 Ru1 C23 C24 139.90(18) . . . . ? 
N1 Ru1 C23 C24 -66.42(12) . . . . ? 
C22 Ru1 C23 C24 130.77(17) . . . . ? 
C27 Ru1 C23 C24 101.00(13) . . . . ? 
C26 Ru1 C23 C24 64.08(12) . . . . ? 
C25 Ru1 C23 C24 28.94(11) . . . . ? 
N2 Ru1 C23 C22 9.1(3) . . . . ? 
N1 Ru1 C23 C22 162.81(11) . . . . ? 
C27 Ru1 C23 C22 -29.78(12) . . . . ? 
C24 Ru1 C23 C22 -130.77(17) . . . . ? 
C26 Ru1 C23 C22 -66.70(12) . . . . ? 
C25 Ru1 C23 C22 -101.83(13) . . . . ? 
C22 C23 C24 C25 -2.4(3) . . . . ? 
Ru1 C23 C24 C25 -57.24(16) . . . . ? 
C22 C23 C24 Ru1 54.82(16) . . . . ? 
N2 Ru1 C24 C23 -148.88(14) . . . . ? 
N1 Ru1 C24 C23 121.49(11) . . . . ? 
C22 Ru1 C24 C23 -30.30(11) . . . . ? 
C27 Ru1 C24 C23 -67.56(12) . . . . ? 
C26 Ru1 C24 C23 -104.09(13) . . . . ? 
C25 Ru1 C24 C23 -132.00(17) . . . . ? 
N2 Ru1 C24 C25 -16.9(2) . . . . ? 
N1 Ru1 C24 C25 -106.52(12) . . . . ? 
C22 Ru1 C24 C25 101.70(13) . . . . ? 
C23 Ru1 C24 C25 132.00(17) . . . . ? 
C27 Ru1 C24 C25 64.44(12) . . . . ? 
C26 Ru1 C24 C25 27.90(11) . . . . ? 
C23 C24 C25 C26 2.9(3) . . . . ? 
Ru1 C24 C25 C26 -52.36(16) . . . . ? 
C23 C24 C25 Ru1 55.24(16) . . . . ? 
N2 Ru1 C25 C26 -55.17(14) . . . . ? 
N1 Ru1 C25 C26 -147.98(12) . . . . ? 
C22 Ru1 C25 C26 65.80(12) . . . . ? 
C23 Ru1 C25 C26 103.63(13) . . . . ? 
C27 Ru1 C25 C26 29.04(12) . . . . ? 
C24 Ru1 C25 C26 132.89(18) . . . . ? 
N2 Ru1 C25 C24 171.94(11) . . . . ? 
N1 Ru1 C25 C24 79.13(12) . . . . ? 
C22 Ru1 C25 C24 -67.08(12) . . . . ? 
C23 Ru1 C25 C24 -29.25(11) . . . . ? 
C27 Ru1 C25 C24 -103.85(13) . . . . ? 
C26 Ru1 C25 C24 -132.89(18) . . . . ? 
C24 C25 C26 C27 -1.6(3) . . . . ? 
Ru1 C25 C26 C27 -52.69(16) . . . . ? 
C24 C25 C26 Ru1 51.08(16) . . . . ? 
N2 Ru1 C26 C25 133.85(12) . . . . ? 
N1 Ru1 C26 C25 43.71(15) . . . . ? 
C22 Ru1 C26 C25 -103.29(13) . . . . ? 
C23 Ru1 C26 C25 -65.40(12) . . . . ? 
C27 Ru1 C26 C25 -132.66(18) . . . . ? 
C24 Ru1 C26 C25 -28.77(12) . . . . ? 
N2 Ru1 C26 C27 -93.49(12) . . . . ? 
N1 Ru1 C26 C27 176.37(10) . . . . ? 
C22 Ru1 C26 C27 29.37(11) . . . . ? 
C23 Ru1 C26 C27 67.26(12) . . . . ? 
C24 Ru1 C26 C27 103.89(13) . . . . ? 
C25 Ru1 C26 C27 132.66(18) . . . . ? 
C23 C22 C27 C26 0.5(3) . . . . ? 
Ru1 C22 C27 C26 56.41(17) . . . . ? 
C23 C22 C27 Ru1 -55.90(16) . . . . ? 
C25 C26 C27 C22 0.0(3) . . . . ? 
Ru1 C26 C27 C22 -54.66(16) . . . . ? 
C25 C26 C27 Ru1 54.61(17) . . . . ? 
N2 Ru1 C27 C22 -137.31(12) . . . . ? 
N1 Ru1 C27 C22 118.3(3) . . . . ? 
C23 Ru1 C27 C22 30.33(11) . . . . ? 
C24 Ru1 C27 C22 67.51(12) . . . . ? 
C26 Ru1 C27 C22 131.77(17) . . . . ? 
C25 Ru1 C27 C22 103.80(13) . . . . ? 
N2 Ru1 C27 C26 90.92(12) . . . . ? 
N1 Ru1 C27 C26 -13.5(4) . . . . ? 
C22 Ru1 C27 C26 -131.77(17) . . . . ? 
C23 Ru1 C27 C26 -101.44(13) . . . . ? 
C24 Ru1 C27 C26 -64.26(12) . . . . ? 
C25 Ru1 C27 C26 -27.97(11) . . . . ? 
O3 S1 C28 F3 54.92(16) . . . . ? 
O2 S1 C28 F3 -65.47(16) . . . . ? 
O1 S1 C28 F3 175.09(14) . . . . ? 
O3 S1 C28 F2 -65.08(16) . . . . ? 
O2 S1 C28 F2 174.52(14) . . . . ? 
O1 S1 C28 F2 55.09(16) . . . . ? 
O3 S1 C28 F1 175.14(14) . . . . ? 
O2 S1 C28 F1 54.75(16) . . . . ? 
O1 S1 C28 F1 -64.69(16) . . . . ? 
C32 O4 C29 C30B 25.1(13) . . . . ? 
C32 O4 C29 C30A -2.9(3) . . . . ? 
O4 C29 C30A C31 23.8(3) . . . . ? 
C30B C29 C30A C31 -80.1(14) . . . . ? 
O4 C29 C30B C31 -18.4(17) . . . . ? 
C30A C29 C30B C31 66.5(15) . . . . ? 
C29 C30A C31 C32 -34.5(3) . . . . ? 
C29 C30A C31 C30B 68.4(14) . . . . ? 
C29 C30B C31 C30A -77.5(17) . . . . ? 
C29 C30B C31 C32 6.4(16) . . . . ? 
C29 O4 C32 C31 -19.4(3) . . . . ? 
C30A C31 C32 O4 33.9(3) . . . . ? 
C30B C31 C32 O4 7.5(11) . . . . ? 
 
_diffrn_measured_fraction_theta_max    0.986 
_diffrn_reflns_theta_full              27.51 
_diffrn_measured_fraction_theta_full   0.986 
_refine_diff_density_max    0.622 
_refine_diff_density_min   -0.361 
_refine_diff_density_rms    0.069 
