# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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#######################################################################

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1424745'
_audit_update_record             
;
2015-09-16 deposited with the CCDC.
2015-10-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H25 Cl N2 O0.25 Ru S'
_chemical_formula_sum            'C24 H25 Cl N2 O0.25 Ru S'
_chemical_formula_weight         514.04

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'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.0366(4)
_cell_length_b                   10.6641(5)
_cell_length_c                   12.3895(5)
_cell_angle_alpha                70.891(2)
_cell_angle_beta                 84.601(2)
_cell_angle_gamma                64.031(2)
_cell_volume                     1124.59(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7557
_cell_measurement_theta_min      2.242
_cell_measurement_theta_max      30.574

_exptl_crystal_description       'prism frag'
_exptl_crystal_colour            'orange yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.518
_exptl_crystal_F_000             524
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.373
_exptl_crystal_size_mid          0.148
_exptl_crystal_size_min          0.101
_exptl_absorpt_coefficient_mu    0.923
_shelx_estimated_absorpt_T_min   0.725
_shelx_estimated_absorpt_T_max   0.913
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.725
_exptl_absorpt_correction_T_max  0.913
_exptl_absorpt_process_details   Sadabs
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker AXS D8 Venture '
_diffrn_measurement_method       'profile data from θ/2θ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            56323
_diffrn_reflns_av_unetI/netI     0.0152
_diffrn_reflns_av_R_equivalents  0.0260
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.242
_diffrn_reflns_theta_max         30.574
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6894
_reflns_number_gt                6407
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX v2014.9.0'
_computing_cell_refinement       
'SHELXTL, Acta Cryst., Sect. A 2008, 64, 112-122.'
_computing_data_reduction        'Saint, APEX v2014.9.0.'
_computing_structure_solution    'Sir 2014'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    Ortep3
_computing_publication_material  'APEX v2014.9.0.'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0325P)²+0.9756P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6894
_refine_ls_number_parameters     347
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0285
_refine_ls_R_factor_gt           0.0251
_refine_ls_wR_factor_ref         0.0649
_refine_ls_wR_factor_gt          0.0631
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru1 Ru 0.19245(2) 0.86471(2) 0.32724(2) 0.01338(4) Uani 1 1 d . . . . .
S1 S 0.09689(5) 1.31329(5) 0.06801(4) 0.02572(9) Uani 1 1 d . . . . .
Cl1 Cl -0.07326(4) 0.94006(4) 0.31362(3) 0.01741(7) Uani 1 1 d . . . . .
N1 N 0.20452(15) 0.80783(15) 0.08760(11) 0.0178(2) Uani 1 1 d . . . . .
N2 N 0.16390(15) 1.02446(15) 0.08158(11) 0.0183(3) Uani 1 1 d . . . . .
C1 C 0.19179(16) 0.88826(17) 0.15660(13) 0.0159(3) Uani 1 1 d . . . . .
C2 C 0.18559(19) 0.8927(2) -0.02714(14) 0.0234(3) Uani 1 1 d . . . . .
C3 C 0.15947(19) 1.0292(2) -0.03139(14) 0.0234(3) Uani 1 1 d . . . . .
C4 C 0.13811(18) 1.13012(17) 0.13414(14) 0.0190(3) Uani 1 1 d . . . . .
C5 C 0.0905(2) 1.3355(2) 0.20081(18) 0.0266(4) Uani 1 1 d . . . . .
C6 C 0.11986(18) 1.20740(19) 0.28825(16) 0.0210(3) Uani 1 1 d . . . . .
C7 C 0.14761(17) 1.08380(17) 0.25087(14) 0.0173(3) Uani 1 1 d . . . . .
C8 C 0.23885(18) 0.65206(18) 0.12690(15) 0.0194(3) Uani 1 1 d . . . . .
C9 C 0.40403(17) 0.55109(17) 0.14564(13) 0.0174(3) Uani 1 1 d . . . . .
C10 C 0.44881(19) 0.40147(19) 0.20203(14) 0.0209(3) Uani 1 1 d . . . . .
C11 C 0.59878(19) 0.30517(19) 0.22432(15) 0.0224(3) Uani 1 1 d . . . . .
C12 C 0.70550(19) 0.3578(2) 0.18996(15) 0.0233(3) Uani 1 1 d . . . . .
C13 C 0.66148(19) 0.5059(2) 0.13182(16) 0.0238(3) Uani 1 1 d . . . . .
C14 C 0.51111(19) 0.60285(19) 0.10926(15) 0.0215(3) Uani 1 1 d . . . . .
C15 C 0.29201(18) 0.85555(18) 0.48338(13) 0.0189(3) Uani 1 1 d . . . . .
C16 C 0.19879(19) 0.78575(18) 0.51896(13) 0.0196(3) Uani 1 1 d . . . . .
C17 C 0.21658(19) 0.66469(18) 0.48200(14) 0.0199(3) Uani 1 1 d . . . . .
C18 C 0.33030(18) 0.61778(17) 0.40982(14) 0.0193(3) Uani 1 1 d . . . . .
C19 C 0.41874(18) 0.69603(18) 0.36718(14) 0.0195(3) Uani 1 1 d . . . . .
C20 C 0.40322(17) 0.81451(18) 0.40375(14) 0.0193(3) Uani 1 1 d . . . . .
C21 C 0.1107(2) 0.5953(2) 0.51798(17) 0.0282(4) Uani 1 1 d . . . . .
C22 C 0.50121(19) 0.8938(2) 0.36590(16) 0.0244(3) Uani 1 1 d . . . . .
C23 C 0.5581(3) 0.8960(3) 0.2475(2) 0.0400(5) Uani 1 1 d . . . . .
C24 C 0.6289(2) 0.8240(3) 0.4563(2) 0.0336(4) Uani 1 1 d . . . . .
O1W O 0.0590(10) 0.3294(9) 0.7403(8) 0.062(2) Uani 0.25 1 d . . P . .
H2 H 0.186(3) 0.856(3) -0.084(2) 0.0317(13) Uiso 1 1 d . U . . .
H3 H 0.140(3) 1.114(3) -0.092(2) 0.0317(13) Uiso 1 1 d . U . . .
H5 H 0.069(3) 1.430(3) 0.205(2) 0.0317(13) Uiso 1 1 d . U . . .
H6 H 0.122(3) 1.199(3) 0.364(2) 0.038 Uiso 1 1 d . U . . .
H8A H 0.194(3) 0.635(3) 0.070(2) 0.0317(13) Uiso 1 1 d . U . . .
H8B H 0.188(3) 0.631(3) 0.200(2) 0.0317(13) Uiso 1 1 d . U . . .
H10 H 0.376(3) 0.366(3) 0.226(2) 0.0317(13) Uiso 1 1 d . U . . .
H11 H 0.621(3) 0.212(3) 0.260(2) 0.0317(13) Uiso 1 1 d . U . . .
H12 H 0.806(3) 0.293(3) 0.204(2) 0.0317(13) Uiso 1 1 d . U . . .
H13 H 0.732(3) 0.542(3) 0.108(2) 0.0317(13) Uiso 1 1 d . U . . .
H14 H 0.484(3) 0.703(3) 0.068(2) 0.0317(13) Uiso 1 1 d . U . . .
H15 H 0.281(3) 0.935(3) 0.507(2) 0.0317(13) Uiso 1 1 d . U . . .
H16 H 0.120(3) 0.823(3) 0.565(2) 0.0317(13) Uiso 1 1 d . U . . .
H18 H 0.343(3) 0.538(3) 0.383(2) 0.0317(13) Uiso 1 1 d . U . . .
H19 H 0.491(3) 0.668(3) 0.311(2) 0.0317(13) Uiso 1 1 d . U . . .
H21A H 0.129(3) 0.525(3) 0.477(2) 0.0317(13) Uiso 1 1 d . U . . .
H21B H 0.011(3) 0.668(3) 0.502(2) 0.0317(13) Uiso 1 1 d . U . . .
H21C H 0.131(3) 0.540(3) 0.603(2) 0.0317(13) Uiso 1 1 d . U . . .
H22 H 0.447(3) 0.998(3) 0.361(2) 0.0317(13) Uiso 1 1 d . U . . .
H23A H 0.628(3) 0.793(3) 0.248(2) 0.0317(13) Uiso 1 1 d . U . . .
H23B H 0.610(3) 0.953(3) 0.225(2) 0.0317(13) Uiso 1 1 d . U . . .
H23C H 0.480(3) 0.936(3) 0.186(2) 0.0317(13) Uiso 1 1 d . U . . .
H24A H 0.594(3) 0.825(3) 0.533(2) 0.0317(13) Uiso 1 1 d . U . . .
H24B H 0.687(3) 0.875(3) 0.433(2) 0.0317(13) Uiso 1 1 d . U . . .
H24C H 0.690(3) 0.721(3) 0.464(2) 0.0317(13) Uiso 1 1 d . U . . .


_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 C1 2.0460(15) . ?
Ru1 C7 2.0660(16) . ?
Ru1 C19 2.1656(15) . ?
Ru1 C20 2.1710(16) . ?
Ru1 C15 2.2146(16) . ?
Ru1 C16 2.2421(16) . ?
Ru1 C18 2.2819(16) . ?
Ru1 C17 2.2896(16) . ?
Ru1 Cl1 2.4301(4) . ?
S1 C4 1.7222(16) . ?
S1 C5 1.729(2) . ?
N1 C1 1.359(2) . ?
N1 C2 1.391(2) . ?
N1 C8 1.455(2) . ?
N2 C1 1.364(2) . ?
N2 C3 1.388(2) . ?
N2 C4 1.398(2) . ?
C2 C3 1.344(3) . ?
C2 H2 0.92(3) . ?
C3 H3 0.92(3) . ?
C4 C7 1.364(2) . ?
C5 C6 1.366(3) . ?
C5 H5 0.95(2) . ?
C6 C7 1.443(2) . ?
C6 H6 0.92(3) . ?
C8 C9 1.519(2) . ?
C8 H8A 0.97(3) . ?
C8 H8B 1.00(3) . ?
C9 C14 1.389(2) . ?
C9 C10 1.392(2) . ?
C10 C11 1.391(2) . ?
C10 H10 0.95(3) . ?
C11 C12 1.389(3) . ?
C11 H11 0.88(3) . ?
C12 C13 1.383(3) . ?
C12 H12 0.93(3) . ?
C13 C14 1.396(2) . ?
C13 H13 0.92(3) . ?
C14 H14 0.95(3) . ?
C15 C16 1.393(2) . ?
C15 C20 1.435(2) . ?
C15 H15 0.94(3) . ?
C16 C17 1.442(2) . ?
C16 H16 0.95(3) . ?
C17 C18 1.398(2) . ?
C17 C21 1.503(3) . ?
C18 C19 1.427(2) . ?
C18 H18 0.96(3) . ?
C19 C20 1.420(2) . ?
C19 H19 0.97(3) . ?
C20 C22 1.511(2) . ?
C21 H21A 0.98(3) . ?
C21 H21B 0.95(3) . ?
C21 H21C 1.01(3) . ?
C22 C23 1.520(3) . ?
C22 C24 1.530(3) . ?
C22 H22 0.98(3) . ?
C23 H23A 1.01(3) . ?
C23 H23B 0.93(3) . ?
C23 H23C 0.99(3) . ?
C24 H24A 0.98(3) . ?
C24 H24B 0.93(3) . ?
C24 H24C 0.97(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Ru1 C7 77.30(6) . . ?
C1 Ru1 C19 95.50(6) . . ?
C7 Ru1 C19 120.97(6) . . ?
C1 Ru1 C20 115.20(6) . . ?
C7 Ru1 C20 92.14(6) . . ?
C19 Ru1 C20 38.21(6) . . ?
C1 Ru1 C15 151.55(6) . . ?
C7 Ru1 C15 91.60(6) . . ?
C19 Ru1 C15 67.66(6) . . ?
C20 Ru1 C15 38.17(6) . . ?
C1 Ru1 C16 166.48(6) . . ?
C7 Ru1 C16 116.14(6) . . ?
C19 Ru1 C16 79.05(6) . . ?
C20 Ru1 C16 67.75(6) . . ?
C15 Ru1 C16 36.43(6) . . ?
C1 Ru1 C18 102.91(6) . . ?
C7 Ru1 C18 158.20(6) . . ?
C19 Ru1 C18 37.30(6) . . ?
C20 Ru1 C18 67.78(6) . . ?
C15 Ru1 C18 77.95(6) . . ?
C16 Ru1 C18 65.30(6) . . ?
C1 Ru1 C17 129.40(6) . . ?
C7 Ru1 C17 152.99(6) . . ?
C19 Ru1 C17 66.59(6) . . ?
C20 Ru1 C17 80.22(6) . . ?
C15 Ru1 C17 66.42(6) . . ?
C16 Ru1 C17 37.08(6) . . ?
C18 Ru1 C17 35.60(6) . . ?
C1 Ru1 Cl1 87.22(4) . . ?
C7 Ru1 Cl1 87.52(4) . . ?
C19 Ru1 Cl1 151.32(5) . . ?
C20 Ru1 Cl1 156.95(4) . . ?
C15 Ru1 Cl1 118.78(4) . . ?
C16 Ru1 Cl1 91.76(4) . . ?
C18 Ru1 Cl1 114.28(4) . . ?
C17 Ru1 Cl1 89.69(4) . . ?
C4 S1 C5 89.47(8) . . ?
C1 N1 C2 111.12(14) . . ?
C1 N1 C8 125.10(13) . . ?
C2 N1 C8 123.75(14) . . ?
C1 N2 C3 112.08(14) . . ?
C1 N2 C4 113.92(13) . . ?
C3 N2 C4 133.89(14) . . ?
N1 C1 N2 103.56(13) . . ?
N1 C1 Ru1 139.25(12) . . ?
N2 C1 Ru1 117.10(11) . . ?
C3 C2 N1 107.43(15) . . ?
C3 C2 H2 130.7(16) . . ?
N1 C2 H2 121.8(16) . . ?
C2 C3 N2 105.82(15) . . ?
C2 C3 H3 131.6(16) . . ?
N2 C3 H3 122.6(16) . . ?
C7 C4 N2 116.88(14) . . ?
C7 C4 S1 115.85(13) . . ?
N2 C4 S1 127.26(12) . . ?
C6 C5 S1 112.31(14) . . ?
C6 C5 H5 128.8(15) . . ?
S1 C5 H5 118.9(15) . . ?
C5 C6 C7 113.92(16) . . ?
C5 C6 H6 123.6(17) . . ?
C7 C6 H6 122.5(17) . . ?
C4 C7 C6 108.44(14) . . ?
C4 C7 Ru1 114.77(12) . . ?
C6 C7 Ru1 136.78(12) . . ?
N1 C8 C9 113.76(14) . . ?
N1 C8 H8A 107.0(15) . . ?
C9 C8 H8A 110.7(15) . . ?
N1 C8 H8B 107.9(14) . . ?
C9 C8 H8B 110.0(14) . . ?
H8A C8 H8B 107(2) . . ?
C14 C9 C10 119.15(15) . . ?
C14 C9 C8 122.41(15) . . ?
C10 C9 C8 118.43(15) . . ?
C11 C10 C9 120.60(16) . . ?
C11 C10 H10 120.3(15) . . ?
C9 C10 H10 119.0(15) . . ?
C12 C11 C10 120.07(16) . . ?
C12 C11 H11 123.3(16) . . ?
C10 C11 H11 116.6(16) . . ?
C13 C12 C11 119.48(16) . . ?
C13 C12 H12 120.8(15) . . ?
C11 C12 H12 119.7(15) . . ?
C12 C13 C14 120.61(17) . . ?
C12 C13 H13 120.0(16) . . ?
C14 C13 H13 119.4(16) . . ?
C9 C14 C13 120.06(16) . . ?
C9 C14 H14 121.0(15) . . ?
C13 C14 H14 119.0(15) . . ?
C16 C15 C20 120.94(15) . . ?
C16 C15 Ru1 72.86(9) . . ?
C20 C15 Ru1 69.27(9) . . ?
C16 C15 H15 121.4(15) . . ?
C20 C15 H15 117.6(15) . . ?
Ru1 C15 H15 128.2(15) . . ?
C15 C16 C17 121.05(15) . . ?
C15 C16 Ru1 70.71(9) . . ?
C17 C16 Ru1 73.25(9) . . ?
C15 C16 H16 118.7(15) . . ?
C17 C16 H16 120.2(15) . . ?
Ru1 C16 H16 126.0(15) . . ?
C18 C17 C16 118.56(15) . . ?
C18 C17 C21 121.51(16) . . ?
C16 C17 C21 119.89(15) . . ?
C18 C17 Ru1 71.90(9) . . ?
C16 C17 Ru1 69.67(9) . . ?
C21 C17 Ru1 128.29(12) . . ?
C17 C18 C19 120.15(15) . . ?
C17 C18 Ru1 72.50(9) . . ?
C19 C18 Ru1 66.92(9) . . ?
C17 C18 H18 119.8(15) . . ?
C19 C18 H18 119.8(15) . . ?
Ru1 C18 H18 128.8(15) . . ?
C20 C19 C18 121.62(15) . . ?
C20 C19 Ru1 71.10(9) . . ?
C18 C19 Ru1 75.78(9) . . ?
C20 C19 H19 119.4(15) . . ?
C18 C19 H19 119.0(15) . . ?
Ru1 C19 H19 125.5(15) . . ?
C19 C20 C15 117.40(15) . . ?
C19 C20 C22 123.02(15) . . ?
C15 C20 C22 119.54(15) . . ?
C19 C20 Ru1 70.69(9) . . ?
C15 C20 Ru1 72.56(9) . . ?
C22 C20 Ru1 129.23(12) . . ?
C17 C21 H21A 109.2(15) . . ?
C17 C21 H21B 110.6(15) . . ?
H21A C21 H21B 110(2) . . ?
C17 C21 H21C 107.6(14) . . ?
H21A C21 H21C 109(2) . . ?
H21B C21 H21C 111(2) . . ?
C20 C22 C23 113.64(16) . . ?
C20 C22 C24 108.47(16) . . ?
C23 C22 C24 111.51(17) . . ?
C20 C22 H22 111.1(15) . . ?
C23 C22 H22 105.3(15) . . ?
C24 C22 H22 106.6(15) . . ?
C22 C23 H23A 110.0(15) . . ?
C22 C23 H23B 110.5(16) . . ?
H23A C23 H23B 108(2) . . ?
C22 C23 H23C 115.1(15) . . ?
H23A C23 H23C 107(2) . . ?
H23B C23 H23C 106(2) . . ?
C22 C24 H24A 112.6(15) . . ?
C22 C24 H24B 107.6(16) . . ?
H24A C24 H24B 111(2) . . ?
C22 C24 H24C 111.7(15) . . ?
H24A C24 H24C 105(2) . . ?
H24B C24 H24C 109(2) . . ?

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
C2 N1 C1 N2 0.29(17) . . . . ?
C8 N1 C1 N2 178.16(14) . . . . ?
C2 N1 C1 Ru1 176.42(14) . . . . ?
C8 N1 C1 Ru1 -5.7(3) . . . . ?
C3 N2 C1 N1 -0.07(18) . . . . ?
C4 N2 C1 N1 176.62(13) . . . . ?
C3 N2 C1 Ru1 -177.23(11) . . . . ?
C4 N2 C1 Ru1 -0.54(18) . . . . ?
C1 N1 C2 C3 -0.4(2) . . . . ?
C8 N1 C2 C3 -178.32(15) . . . . ?
N1 C2 C3 N2 0.34(19) . . . . ?
C1 N2 C3 C2 -0.2(2) . . . . ?
C4 N2 C3 C2 -175.98(17) . . . . ?
C1 N2 C4 C7 1.6(2) . . . . ?
C3 N2 C4 C7 177.32(17) . . . . ?
C1 N2 C4 S1 -179.02(12) . . . . ?
C3 N2 C4 S1 -3.3(3) . . . . ?
C5 S1 C4 C7 -0.02(14) . . . . ?
C5 S1 C4 N2 -179.43(16) . . . . ?
C4 S1 C5 C6 0.40(14) . . . . ?
S1 C5 C6 C7 -0.7(2) . . . . ?
N2 C4 C7 C6 179.14(14) . . . . ?
S1 C4 C7 C6 -0.34(18) . . . . ?
N2 C4 C7 Ru1 -1.86(19) . . . . ?
S1 C4 C7 Ru1 178.67(8) . . . . ?
C5 C6 C7 C4 0.6(2) . . . . ?
C5 C6 C7 Ru1 -178.03(13) . . . . ?
C1 N1 C8 C9 -85.60(19) . . . . ?
C2 N1 C8 C9 92.00(18) . . . . ?
N1 C8 C9 C14 -10.8(2) . . . . ?
N1 C8 C9 C10 168.81(14) . . . . ?
C14 C9 C10 C11 1.6(2) . . . . ?
C8 C9 C10 C11 -178.05(15) . . . . ?
C9 C10 C11 C12 -0.2(3) . . . . ?
C10 C11 C12 C13 -1.1(3) . . . . ?
C11 C12 C13 C14 1.1(3) . . . . ?
C10 C9 C14 C13 -1.6(2) . . . . ?
C8 C9 C14 C13 178.02(15) . . . . ?
C12 C13 C14 C9 0.3(3) . . . . ?
C20 C15 C16 C17 3.5(2) . . . . ?
Ru1 C15 C16 C17 55.46(14) . . . . ?
C20 C15 C16 Ru1 -51.92(13) . . . . ?
C15 C16 C17 C18 0.3(2) . . . . ?
Ru1 C16 C17 C18 54.62(13) . . . . ?
C15 C16 C17 C21 -177.60(16) . . . . ?
Ru1 C16 C17 C21 -123.31(16) . . . . ?
C15 C16 C17 Ru1 -54.29(14) . . . . ?
C16 C17 C18 C19 -4.7(2) . . . . ?
C21 C17 C18 C19 173.16(16) . . . . ?
Ru1 C17 C18 C19 48.81(13) . . . . ?
C16 C17 C18 Ru1 -53.55(13) . . . . ?
C21 C17 C18 Ru1 124.35(16) . . . . ?
C17 C18 C19 C20 5.5(2) . . . . ?
Ru1 C18 C19 C20 56.74(13) . . . . ?
C17 C18 C19 Ru1 -51.27(14) . . . . ?
C18 C19 C20 C15 -1.6(2) . . . . ?
Ru1 C19 C20 C15 57.36(13) . . . . ?
C18 C19 C20 C22 176.19(15) . . . . ?
Ru1 C19 C20 C22 -124.85(16) . . . . ?
C18 C19 C20 Ru1 -58.95(14) . . . . ?
C16 C15 C20 C19 -2.9(2) . . . . ?
Ru1 C15 C20 C19 -56.40(12) . . . . ?
C16 C15 C20 C22 179.27(15) . . . . ?
Ru1 C15 C20 C22 125.73(15) . . . . ?
C16 C15 C20 Ru1 53.54(14) . . . . ?
C19 C20 C22 C23 29.8(2) . . . . ?
C15 C20 C22 C23 -152.43(18) . . . . ?
Ru1 C20 C22 C23 -61.4(2) . . . . ?
C19 C20 C22 C24 -94.81(19) . . . . ?
C15 C20 C22 C24 82.94(19) . . . . ?
Ru1 C20 C22 C24 173.97(13) . . . . ?

_refine_diff_density_max         1.734
_refine_diff_density_min         -0.751
_refine_diff_density_rms         0.083

_shelxl_version_number           2014/6



_exptl_crystal_recrystallization_method 'Vapour Deposition'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1424788'
_audit_update_record             
;
2015-09-16 deposited with the CCDC.
2015-10-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H29 Cl N2 Ru S'
_chemical_formula_sum            'C30 H29 Cl N2 Ru S'
_chemical_formula_weight         586.13

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'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   10.4555(4)
_cell_length_b                   15.1572(5)
_cell_length_c                   16.4668(6)
_cell_angle_alpha                90
_cell_angle_beta                 94.422(2)
_cell_angle_gamma                90
_cell_volume                     2601.83(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    1444
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      43.54

_exptl_crystal_description       'prism frag'
_exptl_crystal_colour            'orange yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.496
_exptl_crystal_F_000             1200
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.245
_exptl_crystal_size_mid          0.175
_exptl_crystal_size_min          0.105
_exptl_absorpt_coefficient_mu    0.807
_shelx_estimated_absorpt_T_min   0.827
_shelx_estimated_absorpt_T_max   0.920
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.827
_exptl_absorpt_correction_T_max  0.920
_exptl_absorpt_process_details   Sadabs
_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker AXS D8 Venture '
_diffrn_measurement_method       'profile data from θ/2θ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            36821
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_av_R_equivalents  0.0208
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.371
_diffrn_reflns_theta_max         33.141
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             9794
_reflns_number_gt                8528
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX v2014.9.0'
_computing_cell_refinement       
'SHELXTL, Acta Cryst., Sect. A 2008, 64, 112-122.'
_computing_data_reduction        'Saint, APEX v2014.9.0.'
_computing_structure_solution    'Sir 2014'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    Ortep3
_computing_publication_material  'APEX v2014.9.0.'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0385P)²+3.2841P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9794
_refine_ls_number_parameters     404
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0415
_refine_ls_R_factor_gt           0.0336
_refine_ls_wR_factor_ref         0.0974
_refine_ls_wR_factor_gt          0.0868
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.088
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru1 Ru 0.44800(2) 0.21623(2) 0.82787(2) 0.02107(4) Uani 1 1 d . . . . .
S1 S 0.19190(5) 0.45306(3) 0.77055(3) 0.02982(10) Uani 1 1 d . . . . .
Cl1 Cl 0.50635(5) 0.20986(3) 0.68838(3) 0.02988(9) Uani 1 1 d . . . . .
N1 N 0.19717(15) 0.12626(11) 0.74516(10) 0.0257(3) Uani 1 1 d . . . . .
C5 C 0.26681(17) 0.19530(12) 0.77718(10) 0.0225(3) Uani 1 1 d . . . . .
C1 C 0.37802(18) 0.34181(12) 0.80843(11) 0.0248(3) Uani 1 1 d . . . . .
C2 C 0.4272(2) 0.42885(14) 0.82296(12) 0.0289(4) Uani 1 1 d . . . . .
C3 C 0.3399(2) 0.49416(14) 0.80579(13) 0.0313(4) Uani 1 1 d . . . . .
C4 C 0.25216(17) 0.34772(12) 0.78009(11) 0.0243(3) Uani 1 1 d . . . . .
N2 N 0.18950(15) 0.26704(11) 0.76172(10) 0.0245(3) Uani 1 1 d . . . . .
C6 C 0.07386(18) 0.24355(15) 0.72088(13) 0.0304(4) Uani 1 1 d . . . . .
C7 C 0.07847(19) 0.15524(15) 0.71060(14) 0.0320(4) Uani 1 1 d . . . . .
C8 C 0.24774(17) 0.03559(12) 0.73992(11) 0.0241(3) Uani 1 1 d . . . . .
C9 C 0.20829(18) -0.02427(13) 0.80772(11) 0.0261(3) Uani 1 1 d . . . . .
C10 C 0.2812(2) -0.09945(15) 0.82606(13) 0.0321(4) Uani 1 1 d . . . . .
C11 C 0.2514(2) -0.15576(17) 0.88817(14) 0.0384(5) Uani 1 1 d . . . . .
C12 C 0.1468(2) -0.13811(18) 0.93226(14) 0.0393(5) Uani 1 1 d . . . . .
C13 C 0.0732(2) -0.06418(18) 0.91446(14) 0.0384(5) Uani 1 1 d . . . . .
C14 C 0.1033(2) -0.00703(15) 0.85220(13) 0.0315(4) Uani 1 1 d . . . . .
C15 C 0.21509(18) -0.00036(13) 0.65451(11) 0.0256(3) Uani 1 1 d . . . . .
C16 C 0.1216(2) -0.06389(15) 0.63762(14) 0.0325(4) Uani 1 1 d . . . . .
C17 C 0.0940(2) -0.09385(18) 0.55760(16) 0.0409(5) Uani 1 1 d . . . . .
C18 C 0.1612(3) -0.06049(19) 0.49546(15) 0.0449(6) Uani 1 1 d . . . . .
C19 C 0.2546(3) 0.0028(2) 0.51190(14) 0.0455(6) Uani 1 1 d . . . . .
C20 C 0.2816(2) 0.03287(16) 0.59096(13) 0.0346(4) Uani 1 1 d . . . . .
C21 C 0.41346(18) 0.17098(13) 0.95020(11) 0.0255(3) Uani 1 1 d . . . . .
C22 C 0.48569(19) 0.25013(14) 0.95484(12) 0.0278(3) Uani 1 1 d . . . . .
C23 C 0.60675(19) 0.25676(14) 0.91971(13) 0.0298(4) Uani 1 1 d . . . . .
C24 C 0.65260(18) 0.18556(15) 0.87652(12) 0.0290(4) Uani 1 1 d . . . . .
C25 C 0.58131(19) 0.10474(14) 0.87285(12) 0.0283(3) Uani 1 1 d . . . . .
C26 C 0.46591(19) 0.09733(13) 0.90986(11) 0.0265(3) Uani 1 1 d . . . . .
C27 C 0.7739(2) 0.1922(2) 0.83293(17) 0.0411(5) Uani 1 1 d . . . . .
C28 C 0.2864(2) 0.15997(15) 0.98761(12) 0.0313(4) Uani 1 1 d . . . . .
C29 C 0.3084(3) 0.1103(2) 1.06709(17) 0.0500(6) Uani 1 1 d . . . . .
C30 C 0.2155(3) 0.2456(2) 0.9995(2) 0.0538(7) Uani 1 1 d . . . . .
H2 H 0.508(3) 0.442(2) 0.843(2) 0.0476(16) Uiso 1 1 d . U . . .
H3 H 0.352(3) 0.552(2) 0.814(2) 0.0476(16) Uiso 1 1 d . U . . .
H6 H 0.010(3) 0.285(2) 0.705(2) 0.0476(16) Uiso 1 1 d . U . . .
H7 H 0.017(3) 0.117(2) 0.6820(19) 0.0476(16) Uiso 1 1 d . U . . .
H8 H 0.338(3) 0.042(2) 0.7492(19) 0.0476(16) Uiso 1 1 d . U . . .
H10 H 0.346(3) -0.109(2) 0.799(2) 0.0476(16) Uiso 1 1 d . U . . .
H11 H 0.302(3) -0.204(2) 0.901(2) 0.0476(16) Uiso 1 1 d . U . . .
H12 H 0.128(3) -0.173(2) 0.972(2) 0.0476(16) Uiso 1 1 d . U . . .
H13 H 0.004(3) -0.052(2) 0.944(2) 0.0476(16) Uiso 1 1 d . U . . .
H14 H 0.055(3) 0.041(2) 0.840(2) 0.0476(16) Uiso 1 1 d . U . . .
H16 H 0.078(3) -0.086(2) 0.6820(19) 0.0476(16) Uiso 1 1 d . U . . .
H17 H 0.033(3) -0.136(2) 0.545(2) 0.0476(16) Uiso 1 1 d . U . . .
H18 H 0.143(3) -0.084(2) 0.445(2) 0.0476(16) Uiso 1 1 d . U . . .
H19 H 0.299(3) 0.024(2) 0.467(2) 0.0476(16) Uiso 1 1 d . U . . .
H20 H 0.341(3) 0.074(2) 0.602(2) 0.0476(16) Uiso 1 1 d . U . . .
H22 H 0.459(3) 0.302(2) 0.979(2) 0.0476(16) Uiso 1 1 d . U . . .
H23 H 0.648(3) 0.310(2) 0.923(2) 0.0476(16) Uiso 1 1 d . U . . .
H25 H 0.610(3) 0.057(2) 0.843(2) 0.0476(16) Uiso 1 1 d . U . . .
H26 H 0.418(3) 0.045(2) 0.908(2) 0.0476(16) Uiso 1 1 d . U . . .
H27A H 0.762(3) 0.181(2) 0.779(2) 0.0476(16) Uiso 1 1 d . U . . .
H27B H 0.822(3) 0.151(2) 0.848(2) 0.0476(16) Uiso 1 1 d . U . . .
H27C H 0.807(3) 0.245(2) 0.835(2) 0.0476(16) Uiso 1 1 d . U . . .
H28 H 0.232(3) 0.122(2) 0.947(2) 0.0476(16) Uiso 1 1 d . U . . .
H29A H 0.349(3) 0.052(2) 1.058(2) 0.0476(16) Uiso 1 1 d . U . . .
H29B H 0.237(3) 0.099(2) 1.091(2) 0.0476(16) Uiso 1 1 d . U . . .
H29C H 0.362(3) 0.138(2) 1.103(2) 0.0476(16) Uiso 1 1 d . U . . .
H30A H 0.260(3) 0.280(2) 1.041(2) 0.0476(16) Uiso 1 1 d . U . . .
H30B H 0.139(3) 0.232(2) 1.014(2) 0.0476(16) Uiso 1 1 d . U . . .
H30C H 0.207(3) 0.284(2) 0.952(2) 0.0476(16) Uiso 1 1 d . U . . .


_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 C5 2.0353(18) . ?
Ru1 C1 2.0555(19) . ?
Ru1 C22 2.1596(19) . ?
Ru1 C21 2.1842(18) . ?
Ru1 C23 2.2433(19) . ?
Ru1 C26 2.2509(19) . ?
Ru1 C24 2.2737(19) . ?
Ru1 C25 2.2776(19) . ?
Ru1 Cl1 2.4235(5) . ?
S1 C4 1.7192(19) . ?
S1 C3 1.727(2) . ?
N1 C5 1.358(2) . ?
N1 C7 1.396(2) . ?
N1 C8 1.477(2) . ?
C5 N2 1.367(2) . ?
C1 C4 1.365(3) . ?
C1 C2 1.429(3) . ?
C2 C3 1.361(3) . ?
C2 H2 0.91(3) . ?
C3 H3 0.90(3) . ?
C4 N2 1.409(2) . ?
N2 C6 1.384(2) . ?
C6 C7 1.351(3) . ?
C6 H6 0.94(3) . ?
C7 H7 0.96(3) . ?
C8 C9 1.520(3) . ?
C8 C15 1.522(3) . ?
C8 H8 0.95(3) . ?
C9 C14 1.391(3) . ?
C9 C10 1.391(3) . ?
C10 C11 1.386(3) . ?
C10 H10 0.85(3) . ?
C11 C12 1.385(4) . ?
C11 H11 0.92(3) . ?
C12 C13 1.378(4) . ?
C12 H12 0.87(3) . ?
C13 C14 1.396(3) . ?
C13 H13 0.92(3) . ?
C14 H14 0.90(3) . ?
C15 C16 1.385(3) . ?
C15 C20 1.394(3) . ?
C16 C17 1.403(3) . ?
C16 H16 0.95(3) . ?
C17 C18 1.381(4) . ?
C17 H17 0.91(3) . ?
C18 C19 1.381(4) . ?
C18 H18 0.91(3) . ?
C19 C20 1.387(3) . ?
C19 H19 0.96(3) . ?
C20 H20 0.90(3) . ?
C21 C22 1.416(3) . ?
C21 C26 1.430(3) . ?
C21 C28 1.516(3) . ?
C22 C23 1.435(3) . ?
C22 H22 0.93(3) . ?
C23 C24 1.398(3) . ?
C23 H23 0.91(3) . ?
C24 C25 1.433(3) . ?
C24 C27 1.508(3) . ?
C25 C26 1.397(3) . ?
C25 H25 0.94(3) . ?
C26 H26 0.94(3) . ?
C27 H27A 0.91(3) . ?
C27 H27B 0.83(3) . ?
C27 H27C 0.88(4) . ?
C28 C29 1.512(3) . ?
C28 C30 1.515(4) . ?
C28 H28 1.01(3) . ?
C29 H29A 1.00(3) . ?
C29 H29B 0.89(3) . ?
C29 H29C 0.89(3) . ?
C30 H30A 0.95(4) . ?
C30 H30B 0.87(4) . ?
C30 H30C 0.98(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 Ru1 C1 76.79(7) . . ?
C5 Ru1 C22 121.92(7) . . ?
C1 Ru1 C22 88.09(8) . . ?
C5 Ru1 C21 96.57(7) . . ?
C1 Ru1 C21 110.62(7) . . ?
C22 Ru1 C21 38.06(8) . . ?
C5 Ru1 C23 159.40(7) . . ?
C1 Ru1 C23 95.01(8) . . ?
C22 Ru1 C23 37.99(8) . . ?
C21 Ru1 C23 68.32(8) . . ?
C5 Ru1 C26 98.80(7) . . ?
C1 Ru1 C26 147.89(7) . . ?
C22 Ru1 C26 67.00(7) . . ?
C21 Ru1 C26 37.58(7) . . ?
C23 Ru1 C26 77.99(8) . . ?
C5 Ru1 C24 158.96(8) . . ?
C1 Ru1 C24 123.93(8) . . ?
C22 Ru1 C24 67.11(7) . . ?
C21 Ru1 C24 80.15(7) . . ?
C23 Ru1 C24 36.04(8) . . ?
C26 Ru1 C24 65.95(7) . . ?
C5 Ru1 C25 123.00(8) . . ?
C1 Ru1 C25 159.93(8) . . ?
C22 Ru1 C25 78.48(7) . . ?
C21 Ru1 C25 66.90(7) . . ?
C23 Ru1 C25 65.26(8) . . ?
C26 Ru1 C25 35.94(7) . . ?
C24 Ru1 C25 36.70(8) . . ?
C5 Ru1 Cl1 84.23(5) . . ?
C1 Ru1 Cl1 90.11(5) . . ?
C22 Ru1 Cl1 152.45(6) . . ?
C21 Ru1 Cl1 158.94(5) . . ?
C23 Ru1 Cl1 115.00(6) . . ?
C26 Ru1 Cl1 121.41(5) . . ?
C24 Ru1 Cl1 91.55(5) . . ?
C25 Ru1 Cl1 94.95(5) . . ?
C4 S1 C3 89.53(10) . . ?
C5 N1 C7 110.43(16) . . ?
C5 N1 C8 123.78(15) . . ?
C7 N1 C8 125.44(16) . . ?
N1 C5 N2 104.42(15) . . ?
N1 C5 Ru1 137.18(14) . . ?
N2 C5 Ru1 118.08(13) . . ?
C4 C1 C2 108.77(17) . . ?
C4 C1 Ru1 115.87(14) . . ?
C2 C1 Ru1 135.18(15) . . ?
C3 C2 C1 114.18(19) . . ?
C3 C2 H2 120(2) . . ?
C1 C2 H2 126(2) . . ?
C2 C3 S1 112.12(16) . . ?
C2 C3 H3 127(2) . . ?
S1 C3 H3 121(2) . . ?
C1 C4 N2 115.88(16) . . ?
C1 C4 S1 115.41(14) . . ?
N2 C4 S1 128.71(14) . . ?
C5 N2 C6 111.57(17) . . ?
C5 N2 C4 113.07(15) . . ?
C6 N2 C4 134.58(17) . . ?
C7 C6 N2 106.12(17) . . ?
C7 C6 H6 131(2) . . ?
N2 C6 H6 123(2) . . ?
C6 C7 N1 107.46(18) . . ?
C6 C7 H7 129(2) . . ?
N1 C7 H7 123(2) . . ?
N1 C8 C9 113.18(15) . . ?
N1 C8 C15 109.34(15) . . ?
C9 C8 C15 114.25(16) . . ?
N1 C8 H8 104.7(19) . . ?
C9 C8 H8 105.4(19) . . ?
C15 C8 H8 109.5(19) . . ?
C14 C9 C10 118.75(19) . . ?
C14 C9 C8 123.00(18) . . ?
C10 C9 C8 118.24(17) . . ?
C11 C10 C9 121.0(2) . . ?
C11 C10 H10 120(2) . . ?
C9 C10 H10 119(2) . . ?
C12 C11 C10 119.9(2) . . ?
C12 C11 H11 120(2) . . ?
C10 C11 H11 121(2) . . ?
C13 C12 C11 119.7(2) . . ?
C13 C12 H12 120(2) . . ?
C11 C12 H12 120(2) . . ?
C12 C13 C14 120.5(2) . . ?
C12 C13 H13 120(2) . . ?
C14 C13 H13 119(2) . . ?
C9 C14 C13 120.1(2) . . ?
C9 C14 H14 120(2) . . ?
C13 C14 H14 120(2) . . ?
C16 C15 C20 119.04(19) . . ?
C16 C15 C8 122.60(18) . . ?
C20 C15 C8 118.35(18) . . ?
C15 C16 C17 120.3(2) . . ?
C15 C16 H16 118(2) . . ?
C17 C16 H16 122(2) . . ?
C18 C17 C16 119.9(2) . . ?
C18 C17 H17 119(2) . . ?
C16 C17 H17 122(2) . . ?
C19 C18 C17 120.1(2) . . ?
C19 C18 H18 124(2) . . ?
C17 C18 H18 116(2) . . ?
C18 C19 C20 120.1(2) . . ?
C18 C19 H19 117(2) . . ?
C20 C19 H19 123(2) . . ?
C19 C20 C15 120.6(2) . . ?
C19 C20 H20 120(2) . . ?
C15 C20 H20 119(2) . . ?
C22 C21 C26 117.66(17) . . ?
C22 C21 C28 123.48(18) . . ?
C26 C21 C28 118.84(18) . . ?
C22 C21 Ru1 70.03(11) . . ?
C26 C21 Ru1 73.74(11) . . ?
C28 C21 Ru1 128.44(13) . . ?
C21 C22 C23 121.38(18) . . ?
C21 C22 Ru1 71.91(11) . . ?
C23 C22 Ru1 74.16(11) . . ?
C21 C22 H22 124(2) . . ?
C23 C22 H22 114(2) . . ?
Ru1 C22 H22 125(2) . . ?
C24 C23 C22 119.92(19) . . ?
C24 C23 Ru1 73.17(11) . . ?
C22 C23 Ru1 67.85(11) . . ?
C24 C23 H23 122(2) . . ?
C22 C23 H23 118(2) . . ?
Ru1 C23 H23 128(2) . . ?
C23 C24 C25 118.94(18) . . ?
C23 C24 C27 121.6(2) . . ?
C25 C24 C27 119.4(2) . . ?
C23 C24 Ru1 70.79(11) . . ?
C25 C24 Ru1 71.80(11) . . ?
C27 C24 Ru1 128.42(16) . . ?
C26 C25 C24 120.94(18) . . ?
C26 C25 Ru1 70.99(11) . . ?
C24 C25 Ru1 71.50(11) . . ?
C26 C25 H25 119(2) . . ?
C24 C25 H25 120(2) . . ?
Ru1 C25 H25 128(2) . . ?
C25 C26 C21 120.99(18) . . ?
C25 C26 Ru1 73.07(11) . . ?
C21 C26 Ru1 68.68(10) . . ?
C25 C26 H26 122(2) . . ?
C21 C26 H26 117(2) . . ?
Ru1 C26 H26 130(2) . . ?
C24 C27 H27A 113(2) . . ?
C24 C27 H27B 109(2) . . ?
H27A C27 H27B 101(3) . . ?
C24 C27 H27C 113(2) . . ?
H27A C27 H27C 104(3) . . ?
H27B C27 H27C 116(3) . . ?
C29 C28 C30 111.0(2) . . ?
C29 C28 C21 109.08(19) . . ?
C30 C28 C21 114.3(2) . . ?
C29 C28 H28 109.1(19) . . ?
C30 C28 H28 108.2(19) . . ?
C21 C28 H28 104.9(18) . . ?
C28 C29 H29A 110.6(19) . . ?
C28 C29 H29B 113(2) . . ?
H29A C29 H29B 106(3) . . ?
C28 C29 H29C 113(2) . . ?
H29A C29 H29C 105(3) . . ?
H29B C29 H29C 108(3) . . ?
C28 C30 H30A 110(2) . . ?
C28 C30 H30B 107(2) . . ?
H30A C30 H30B 111(3) . . ?
C28 C30 H30C 115.2(19) . . ?
H30A C30 H30C 105(3) . . ?
H30B C30 H30C 109(3) . . ?

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
C7 N1 C5 N2 -0.1(2) . . . . ?
C8 N1 C5 N2 173.40(16) . . . . ?
C7 N1 C5 Ru1 -173.19(16) . . . . ?
C8 N1 C5 Ru1 0.3(3) . . . . ?
C4 C1 C2 C3 0.1(2) . . . . ?
Ru1 C1 C2 C3 -174.63(15) . . . . ?
C1 C2 C3 S1 -0.1(2) . . . . ?
C4 S1 C3 C2 0.07(16) . . . . ?
C2 C1 C4 N2 179.27(15) . . . . ?
Ru1 C1 C4 N2 -4.9(2) . . . . ?
C2 C1 C4 S1 0.0(2) . . . . ?
Ru1 C1 C4 S1 175.83(9) . . . . ?
C3 S1 C4 C1 -0.02(16) . . . . ?
C3 S1 C4 N2 -179.21(18) . . . . ?
N1 C5 N2 C6 0.0(2) . . . . ?
Ru1 C5 N2 C6 174.67(13) . . . . ?
N1 C5 N2 C4 -171.41(15) . . . . ?
Ru1 C5 N2 C4 3.3(2) . . . . ?
C1 C4 N2 C5 1.1(2) . . . . ?
S1 C4 N2 C5 -179.72(14) . . . . ?
C1 C4 N2 C6 -167.6(2) . . . . ?
S1 C4 N2 C6 11.5(3) . . . . ?
C5 N2 C6 C7 0.1(2) . . . . ?
C4 N2 C6 C7 169.0(2) . . . . ?
N2 C6 C7 N1 -0.2(2) . . . . ?
C5 N1 C7 C6 0.2(2) . . . . ?
C8 N1 C7 C6 -173.20(18) . . . . ?
C5 N1 C8 C9 99.3(2) . . . . ?
C7 N1 C8 C9 -88.2(2) . . . . ?
C5 N1 C8 C15 -132.09(18) . . . . ?
C7 N1 C8 C15 40.4(2) . . . . ?
N1 C8 C9 C14 20.8(3) . . . . ?
C15 C8 C9 C14 -105.2(2) . . . . ?
N1 C8 C9 C10 -158.92(17) . . . . ?
C15 C8 C9 C10 75.1(2) . . . . ?
C14 C9 C10 C11 -0.9(3) . . . . ?
C8 C9 C10 C11 178.8(2) . . . . ?
C9 C10 C11 C12 0.9(4) . . . . ?
C10 C11 C12 C13 -0.4(4) . . . . ?
C11 C12 C13 C14 0.1(4) . . . . ?
C10 C9 C14 C13 0.6(3) . . . . ?
C8 C9 C14 C13 -179.18(19) . . . . ?
C12 C13 C14 C9 -0.2(3) . . . . ?
N1 C8 C15 C16 -106.8(2) . . . . ?
C9 C8 C15 C16 21.2(3) . . . . ?
N1 C8 C15 C20 72.6(2) . . . . ?
C9 C8 C15 C20 -159.37(18) . . . . ?
C20 C15 C16 C17 -0.3(3) . . . . ?
C8 C15 C16 C17 179.1(2) . . . . ?
C15 C16 C17 C18 0.6(4) . . . . ?
C16 C17 C18 C19 -0.6(4) . . . . ?
C17 C18 C19 C20 0.3(4) . . . . ?
C18 C19 C20 C15 0.0(4) . . . . ?
C16 C15 C20 C19 0.0(3) . . . . ?
C8 C15 C20 C19 -179.4(2) . . . . ?
C26 C21 C22 C23 0.6(3) . . . . ?
C28 C21 C22 C23 178.82(19) . . . . ?
Ru1 C21 C22 C23 -57.63(17) . . . . ?
C26 C21 C22 Ru1 58.21(15) . . . . ?
C28 C21 C22 Ru1 -123.56(18) . . . . ?
C21 C22 C23 C24 3.1(3) . . . . ?
Ru1 C22 C23 C24 -53.48(18) . . . . ?
C21 C22 C23 Ru1 56.56(17) . . . . ?
C22 C23 C24 C25 -4.2(3) . . . . ?
Ru1 C23 C24 C25 -55.21(17) . . . . ?
C22 C23 C24 C27 175.0(2) . . . . ?
Ru1 C23 C24 C27 123.9(2) . . . . ?
C22 C23 C24 Ru1 51.05(17) . . . . ?
C23 C24 C25 C26 1.7(3) . . . . ?
C27 C24 C25 C26 -177.5(2) . . . . ?
Ru1 C24 C25 C26 -53.05(17) . . . . ?
C23 C24 C25 Ru1 54.72(17) . . . . ?
C27 C24 C25 Ru1 -124.4(2) . . . . ?
C24 C25 C26 C21 2.0(3) . . . . ?
Ru1 C25 C26 C21 -51.24(16) . . . . ?
C24 C25 C26 Ru1 53.29(17) . . . . ?
C22 C21 C26 C25 -3.1(3) . . . . ?
C28 C21 C26 C25 178.57(18) . . . . ?
Ru1 C21 C26 C25 53.20(17) . . . . ?
C22 C21 C26 Ru1 -56.32(15) . . . . ?
C28 C21 C26 Ru1 125.36(17) . . . . ?
C22 C21 C28 C29 -101.0(3) . . . . ?
C26 C21 C28 C29 77.3(3) . . . . ?
Ru1 C21 C28 C29 168.92(19) . . . . ?
C22 C21 C28 C30 23.9(3) . . . . ?
C26 C21 C28 C30 -157.9(2) . . . . ?
Ru1 C21 C28 C30 -66.2(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C3 H3 Cl1 0.90(3) 2.82(3) 3.641(2) 154(3) 2_656

_refine_diff_density_max         0.898
_refine_diff_density_min         -0.544
_refine_diff_density_rms         0.108

_shelxl_version_number           2014/6



_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1424802'
_audit_update_record             
;
2015-09-16 deposited with the CCDC.
2015-10-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H25 Br N2 Ru S'
_chemical_formula_sum            'C24 H25 Br N2 Ru S'
_chemical_formula_weight         554.50

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'
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.5184(5)
_cell_length_b                   10.8146(5)
_cell_length_c                   11.5002(5)
_cell_angle_alpha                87.0400(10)
_cell_angle_beta                 64.7810(10)
_cell_angle_gamma                69.9870(10)
_cell_volume                     1105.18(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6043
_cell_measurement_theta_min      2.289
_cell_measurement_theta_max      30.216

_exptl_crystal_description       'prism frag'
_exptl_crystal_colour            'yellow orange'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.666
_exptl_crystal_F_000             556
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.275
_exptl_crystal_size_mid          0.198
_exptl_crystal_size_min          0.107
_exptl_absorpt_coefficient_mu    2.625
_shelx_estimated_absorpt_T_min   0.532
_shelx_estimated_absorpt_T_max   0.767
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.532
_exptl_absorpt_correction_T_max  0.767
_exptl_absorpt_process_details   Sadabs
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker AXS D8 Venture '
_diffrn_measurement_method       'profile data from θ/2θ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24124
_diffrn_reflns_av_unetI/netI     0.0388
_diffrn_reflns_av_R_equivalents  0.0311
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.289
_diffrn_reflns_theta_max         30.216
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6270
_reflns_number_gt                5101
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX v2014.9.0'
_computing_cell_refinement       
'SHELXTL, Acta Cryst., Sect. A 2008, 64, 112-122.'
_computing_data_reduction        'Saint, APEX v2014.9.0.'
_computing_structure_solution    'Sir 2014'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    Ortep3
_computing_publication_material  'APEX v2014.9.0.'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0238P)²+0.4104P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6270
_refine_ls_number_parameters     347
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0467
_refine_ls_R_factor_gt           0.0291
_refine_ls_wR_factor_ref         0.0570
_refine_ls_wR_factor_gt          0.0534
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru1 Ru 0.82790(2) 0.31194(2) 0.34262(2) 0.01431(5) Uani 1 1 d . . . . .
Br1A Br 0.76642(8) 0.56189(9) 0.37333(9) 0.01875(15) Uani 0.9 1 d . . P A 1
Br1B Br 0.7792(11) 0.5537(10) 0.3676(10) 0.056(3) Uani 0.1 1 d . . P A 2
S1 S 0.68379(7) 0.41105(5) 0.01914(5) 0.02403(12) Uani 1 1 d . . . . .
N1 N 1.13180(19) 0.30603(16) 0.10031(16) 0.0190(4) Uani 1 1 d . . . . .
N2 N 0.93854(19) 0.34272(16) 0.06592(16) 0.0177(4) Uani 1 1 d . . . . .
C1 C 0.9853(2) 0.31557(18) 0.16111(19) 0.0170(4) Uani 1 1 d . . . . .
C2 C 1.1729(3) 0.3254(2) -0.0294(2) 0.0221(5) Uani 1 1 d . . . . .
C3 C 1.0520(2) 0.3495(2) -0.0512(2) 0.0216(4) Uani 1 1 d . . . . .
C4 C 0.7860(2) 0.36576(19) 0.1082(2) 0.0179(4) Uani 1 1 d . . . . .
C5 C 0.5247(3) 0.4145(2) 0.1559(2) 0.0253(5) Uani 1 1 d . . . . .
C6 C 0.5532(2) 0.3826(2) 0.2603(2) 0.0209(4) Uani 1 1 d . . . . .
C7 C 0.7065(2) 0.35499(18) 0.23491(19) 0.0166(4) Uani 1 1 d . . . . .
C8 C 1.2358(3) 0.2671(2) 0.1597(2) 0.0235(5) Uani 1 1 d . . . . .
C9 C 1.3012(2) 0.1187(2) 0.1590(2) 0.0226(4) Uani 1 1 d . . . . .
C10 C 1.2912(2) 0.0311(2) 0.0824(2) 0.0254(5) Uani 1 1 d . . . . .
C11 C 1.3480(3) -0.1046(2) 0.0863(3) 0.0335(6) Uani 1 1 d . . . . .
C12 C 1.4162(3) -0.1539(3) 0.1665(3) 0.0388(7) Uani 1 1 d . . . . .
C13 C 1.4308(3) -0.0680(3) 0.2402(3) 0.0396(7) Uani 1 1 d . . . . .
C14 C 1.3737(3) 0.0677(3) 0.2368(2) 0.0309(5) Uani 1 1 d . . . . .
C15 C 0.6955(2) 0.3046(2) 0.5537(2) 0.0195(4) Uani 1 1 d . . . . .
C16 C 0.6716(2) 0.2224(2) 0.4817(2) 0.0185(4) Uani 1 1 d . . . . .
C17 C 0.7953(2) 0.12309(19) 0.38299(19) 0.0187(4) Uani 1 1 d . . . . .
C18 C 0.9418(2) 0.1089(2) 0.3651(2) 0.0187(4) Uani 1 1 d . . . . .
C19 C 0.9657(2) 0.1871(2) 0.4446(2) 0.0202(4) Uani 1 1 d . . . . .
C20 C 0.8444(2) 0.2876(2) 0.53642(19) 0.0205(4) Uani 1 1 d . . . . .
C21 C 0.8670(3) 0.3778(3) 0.6152(2) 0.0284(5) Uani 1 1 d . . . . .
C22 C 0.7664(3) 0.0356(2) 0.3059(2) 0.0228(5) Uani 1 1 d . . . . .
C23 C 0.8899(3) -0.0095(3) 0.1684(2) 0.0354(6) Uani 1 1 d . . . . .
C24 C 0.7420(3) -0.0834(2) 0.3784(3) 0.0334(6) Uani 1 1 d . . . . .
H2 H 1.271(3) 0.322(2) -0.084(2) 0.0317(14) Uiso 1 1 d . U . . .
H3 H 1.034(3) 0.371(2) -0.123(2) 0.0317(14) Uiso 1 1 d . U . . .
H5 H 0.432(3) 0.439(2) 0.150(2) 0.0317(14) Uiso 1 1 d . U . . .
H6 H 0.479(3) 0.379(2) 0.339(2) 0.0317(14) Uiso 1 1 d . U . . .
H8A H 1.181(3) 0.309(2) 0.249(3) 0.0317(14) Uiso 1 1 d . U . . .
H8B H 1.318(3) 0.299(2) 0.108(2) 0.0317(14) Uiso 1 1 d . U . . .
H10 H 1.244(3) 0.063(2) 0.030(2) 0.0317(14) Uiso 1 1 d . U . . .
H11 H 1.334(3) -0.162(2) 0.033(2) 0.0317(14) Uiso 1 1 d . U . . .
H12 H 1.454(3) -0.245(3) 0.167(2) 0.0317(14) Uiso 1 1 d . U . . .
H13 H 1.477(3) -0.097(2) 0.297(2) 0.0317(14) Uiso 1 1 d . U . . .
H14 H 1.382(3) 0.122(2) 0.285(3) 0.0317(14) Uiso 1 1 d . U . . .
H15 H 0.613(3) 0.374(2) 0.611(2) 0.0317(14) Uiso 1 1 d . U . . .
H16 H 0.574(3) 0.238(3) 0.493(3) 0.038 Uiso 1 1 d . U . . .
H18 H 1.024(3) 0.050(2) 0.302(2) 0.0317(14) Uiso 1 1 d . U . . .
H19 H 1.066(3) 0.172(2) 0.433(2) 0.0317(14) Uiso 1 1 d . U . . .
H21A H 0.840(3) 0.354(2) 0.702(3) 0.0317(14) Uiso 1 1 d . U . . .
H21B H 0.813(3) 0.466(3) 0.614(2) 0.0317(14) Uiso 1 1 d . U . . .
H21C H 0.968(3) 0.370(2) 0.581(2) 0.0317(14) Uiso 1 1 d . U . . .
H22 H 0.673(3) 0.087(2) 0.301(2) 0.0317(14) Uiso 1 1 d . U . . .
H23A H 0.905(3) 0.064(3) 0.124(2) 0.0317(14) Uiso 1 1 d . U . . .
H23B H 0.860(3) -0.057(2) 0.124(2) 0.0317(14) Uiso 1 1 d . U . . .
H23C H 0.989(3) -0.073(2) 0.168(2) 0.0317(14) Uiso 1 1 d . U . . .
H24A H 0.832(3) -0.139(2) 0.389(2) 0.0317(14) Uiso 1 1 d . U . . .
H24B H 0.723(3) -0.142(2) 0.335(2) 0.0317(14) Uiso 1 1 d . U . . .
H24C H 0.666(3) -0.057(2) 0.464(3) 0.0317(14) Uiso 1 1 d . U . . .


_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 C1 2.047(2) . ?
Ru1 C7 2.0646(19) . ?
Ru1 C18 2.1745(19) . ?
Ru1 C17 2.1794(19) . ?
Ru1 C16 2.210(2) . ?
Ru1 C15 2.239(2) . ?
Ru1 C19 2.290(2) . ?
Ru1 C20 2.303(2) . ?
Ru1 Br1B 2.493(10) . ?
Ru1 Br1A 2.5607(9) . ?
S1 C4 1.723(2) . ?
S1 C5 1.731(2) . ?
N1 C1 1.362(3) . ?
N1 C2 1.391(3) . ?
N1 C8 1.460(3) . ?
N2 C1 1.361(3) . ?
N2 C3 1.387(3) . ?
N2 C4 1.396(3) . ?
C2 C3 1.336(3) . ?
C4 C7 1.359(3) . ?
C5 C6 1.356(3) . ?
C6 C7 1.433(3) . ?
C8 C9 1.513(3) . ?
C9 C10 1.385(3) . ?
C9 C14 1.388(3) . ?
C10 C11 1.388(3) . ?
C11 C12 1.378(4) . ?
C12 C13 1.377(4) . ?
C13 C14 1.388(4) . ?
C15 C16 1.395(3) . ?
C15 C20 1.438(3) . ?
C16 C17 1.430(3) . ?
C17 C18 1.418(3) . ?
C17 C22 1.512(3) . ?
C18 C19 1.427(3) . ?
C19 C20 1.394(3) . ?
C20 C21 1.504(3) . ?
C22 C23 1.524(3) . ?
C22 C24 1.533(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Ru1 C7 77.07(8) . . ?
C1 Ru1 C18 96.66(8) . . ?
C7 Ru1 C18 121.53(8) . . ?
C1 Ru1 C17 115.56(8) . . ?
C7 Ru1 C17 92.29(7) . . ?
C18 Ru1 C17 38.02(8) . . ?
C1 Ru1 C16 151.35(8) . . ?
C7 Ru1 C16 90.93(8) . . ?
C18 Ru1 C16 67.38(8) . . ?
C17 Ru1 C16 38.03(8) . . ?
C1 Ru1 C15 167.49(8) . . ?
C7 Ru1 C15 115.31(8) . . ?
C18 Ru1 C15 78.67(8) . . ?
C17 Ru1 C15 67.59(8) . . ?
C16 Ru1 C15 36.53(8) . . ?
C1 Ru1 C19 104.34(8) . . ?
C7 Ru1 C19 158.52(8) . . ?
C18 Ru1 C19 37.18(8) . . ?
C17 Ru1 C19 67.52(8) . . ?
C16 Ru1 C19 77.73(8) . . ?
C15 Ru1 C19 64.96(8) . . ?
C1 Ru1 C20 130.64(8) . . ?
C7 Ru1 C20 151.94(8) . . ?
C18 Ru1 C20 66.16(7) . . ?
C17 Ru1 C20 79.79(7) . . ?
C16 Ru1 C20 66.27(8) . . ?
C15 Ru1 C20 36.87(8) . . ?
C19 Ru1 C20 35.34(7) . . ?
C1 Ru1 Br1B 84.3(2) . . ?
C7 Ru1 Br1B 87.3(2) . . ?
C18 Ru1 Br1B 150.8(2) . . ?
C17 Ru1 Br1B 159.5(2) . . ?
C16 Ru1 Br1B 121.5(2) . . ?
C15 Ru1 Br1B 94.1(2) . . ?
C19 Ru1 Br1B 114.2(2) . . ?
C20 Ru1 Br1B 91.0(2) . . ?
C1 Ru1 Br1A 86.12(6) . . ?
C7 Ru1 Br1A 86.23(6) . . ?
C18 Ru1 Br1A 152.08(6) . . ?
C17 Ru1 Br1A 157.39(6) . . ?
C16 Ru1 Br1A 119.39(6) . . ?
C15 Ru1 Br1A 92.68(6) . . ?
C19 Ru1 Br1A 115.21(6) . . ?
C20 Ru1 Br1A 90.97(5) . . ?
C4 S1 C5 89.21(10) . . ?
C1 N1 C2 110.87(18) . . ?
C1 N1 C8 124.46(17) . . ?
C2 N1 C8 124.39(18) . . ?
C1 N2 C3 112.34(18) . . ?
C1 N2 C4 113.82(16) . . ?
C3 N2 C4 133.69(18) . . ?
N2 C1 N1 103.33(17) . . ?
N2 C1 Ru1 117.19(14) . . ?
N1 C1 Ru1 139.34(15) . . ?
C3 C2 N1 107.71(19) . . ?
C2 C3 N2 105.74(19) . . ?
C7 C4 N2 116.94(18) . . ?
C7 C4 S1 115.49(16) . . ?
N2 C4 S1 127.55(15) . . ?
C6 C5 S1 112.41(18) . . ?
C5 C6 C7 113.9(2) . . ?
C4 C7 C6 108.94(18) . . ?
C4 C7 Ru1 114.95(15) . . ?
C6 C7 Ru1 136.05(15) . . ?
N1 C8 C9 113.02(18) . . ?
C10 C9 C14 118.5(2) . . ?
C10 C9 C8 121.8(2) . . ?
C14 C9 C8 119.7(2) . . ?
C9 C10 C11 120.8(2) . . ?
C12 C11 C10 120.1(3) . . ?
C13 C12 C11 119.6(2) . . ?
C12 C13 C14 120.4(2) . . ?
C9 C14 C13 120.5(3) . . ?
C16 C15 C20 121.2(2) . . ?
C16 C15 Ru1 70.61(12) . . ?
C20 C15 Ru1 73.99(12) . . ?
C15 C16 C17 120.9(2) . . ?
C15 C16 Ru1 72.86(12) . . ?
C17 C16 Ru1 69.82(11) . . ?
C18 C17 C16 117.26(19) . . ?
C18 C17 C22 122.80(19) . . ?
C16 C17 C22 119.90(19) . . ?
C18 C17 Ru1 70.80(11) . . ?
C16 C17 Ru1 72.16(11) . . ?
C22 C17 Ru1 129.34(13) . . ?
C17 C18 C19 121.71(19) . . ?
C17 C18 Ru1 71.18(11) . . ?
C19 C18 Ru1 75.81(12) . . ?
C20 C19 C18 120.2(2) . . ?
C20 C19 Ru1 72.85(12) . . ?
C18 C19 Ru1 67.01(11) . . ?
C19 C20 C15 118.41(19) . . ?
C19 C20 C21 121.4(2) . . ?
C15 C20 C21 120.1(2) . . ?
C19 C20 Ru1 71.82(12) . . ?
C15 C20 Ru1 69.15(11) . . ?
C21 C20 Ru1 130.10(15) . . ?
C17 C22 C23 113.3(2) . . ?
C17 C22 C24 109.69(18) . . ?
C23 C22 C24 111.0(2) . . ?

_refine_diff_density_max         0.835
_refine_diff_density_min         -0.455
_refine_diff_density_rms         0.099

_shelxl_version_number           2014/6



_exptl_crystal_recrystallization_method 'Vapour Deposition'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_E321
_database_code_depnum_ccdc_archive 'CCDC 1424805'
_audit_update_record             
;
2015-09-16 deposited with the CCDC.
2015-10-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H27 Cl N2 Ru S'
_chemical_formula_weight         560.09

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'
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'

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

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

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

_cell_length_a                   14.301(4)
_cell_length_b                   11.104(3)
_cell_length_c                   15.932(5)
_cell_angle_alpha                90
_cell_angle_beta                 108.464(6)
_cell_angle_gamma                90
_cell_volume                     2399.7(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    980
_cell_measurement_theta_min      3.34
_cell_measurement_theta_max      27.45

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            ORANGE
_exptl_crystal_density_meas      'Not Measured'
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_density_diffrn    1.550
_exptl_crystal_F_000             1144
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.440
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.240
_exptl_absorpt_coefficient_mu    0.871
_shelx_estimated_absorpt_T_min   0.700
_shelx_estimated_absorpt_T_max   0.818
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6453
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2012)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16633
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.276
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5502
_reflns_number_gt                5223
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

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

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0251P)²+2.6179P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5502
_refine_ls_number_parameters     301
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0290
_refine_ls_R_factor_gt           0.0271
_refine_ls_wR_factor_ref         0.0651
_refine_ls_wR_factor_gt          0.0641
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru1 Ru 0.48259(2) 0.21086(2) 0.10689(2) 0.01117(5) Uani 1 1 d . . . . .
Cl1 Cl 0.60654(3) 0.05828(4) 0.16729(3) 0.01590(10) Uani 1 1 d . . . . .
S1 S 0.28375(4) -0.00189(4) 0.22441(4) 0.02035(11) Uani 1 1 d . . . . .
N1 N 0.43021(12) 0.17729(14) 0.26825(10) 0.0142(3) Uani 1 1 d . . . . .
N2 N 0.53570(12) 0.32389(14) 0.29874(10) 0.0131(3) Uani 1 1 d . . . . .
C1 C 0.48709(14) 0.24720(17) 0.23258(12) 0.0135(4) Uani 1 1 d . . . . .
C2 C 0.44183(15) 0.20843(17) 0.35533(13) 0.0156(4) Uani 1 1 d . . . . .
C3 C 0.40381(16) 0.16131(19) 0.41853(14) 0.0208(4) Uani 1 1 d . . . . .
H3 H 0.3588 0.0957 0.4055 0.025 Uiso 1 1 calc R U . . .
C4 C 0.43469(18) 0.2146(2) 0.50156(15) 0.0257(5) Uani 1 1 d . . . . .
H4 H 0.4110 0.1841 0.5468 0.031 Uiso 1 1 calc R U . . .
C5 C 0.49963(17) 0.3120(2) 0.52023(14) 0.0249(5) Uani 1 1 d . . . . .
H5 H 0.5180 0.3472 0.5775 0.030 Uiso 1 1 calc R U . . .
C6 C 0.53817(16) 0.35886(19) 0.45717(13) 0.0201(4) Uani 1 1 d . . . . .
H6 H 0.5825 0.4251 0.4700 0.024 Uiso 1 1 calc R U . . .
C7 C 0.50866(15) 0.30399(17) 0.37462(13) 0.0153(4) Uani 1 1 d . . . . .
C8 C 0.37177(14) 0.09321(17) 0.20873(13) 0.0151(4) Uani 1 1 d . . . . .
C9 C 0.38083(14) 0.09205(17) 0.12605(13) 0.0146(4) Uani 1 1 d . . . . .
C10 C 0.31187(15) 0.00695(17) 0.07272(14) 0.0181(4) Uani 1 1 d . . . . .
H10 H 0.3059 -0.0090 0.0127 0.022 Uiso 1 1 calc R U . . .
C11 C 0.25567(15) -0.04906(19) 0.11591(15) 0.0216(4) Uani 1 1 d . . . . .
H11 H 0.2066 -0.1074 0.0894 0.026 Uiso 1 1 calc R U . . .
C12 C 0.60637(14) 0.41491(17) 0.29231(13) 0.0147(4) Uani 1 1 d . . . . .
H12A H 0.6346 0.3907 0.2456 0.018 Uiso 1 1 calc R U . . .
H12B H 0.6609 0.4178 0.3490 0.018 Uiso 1 1 calc R U . . .
C13 C 0.56234(14) 0.54031(17) 0.27138(12) 0.0138(4) Uani 1 1 d . . . . .
C14 C 0.46225(15) 0.56257(18) 0.25190(13) 0.0169(4) Uani 1 1 d . . . . .
H14 H 0.4184 0.4980 0.2512 0.020 Uiso 1 1 calc R U . . .
C15 C 0.42578(16) 0.67960(19) 0.23339(13) 0.0192(4) Uani 1 1 d . . . . .
H15 H 0.3571 0.6943 0.2198 0.023 Uiso 1 1 calc R U . . .
C16 C 0.48941(17) 0.77451(18) 0.23470(14) 0.0206(4) Uani 1 1 d . . . . .
H16 H 0.4646 0.8541 0.2223 0.025 Uiso 1 1 calc R U . . .
C17 C 0.58953(16) 0.75210(19) 0.25434(14) 0.0214(4) Uani 1 1 d . . . . .
H17 H 0.6333 0.8168 0.2555 0.026 Uiso 1 1 calc R U . . .
C18 C 0.62620(15) 0.63596(18) 0.27238(13) 0.0184(4) Uani 1 1 d . . . . .
H18 H 0.6948 0.6214 0.2854 0.022 Uiso 1 1 calc R U . . .
C19 C 0.57596(15) 0.29050(17) 0.02563(13) 0.0169(4) Uani 1 1 d . . . . .
C20 C 0.50692(16) 0.20335(18) -0.02632(13) 0.0175(4) Uani 1 1 d . . . . .
H20 H 0.5326 0.1274 -0.0447 0.021 Uiso 1 1 calc R U . . .
C21 C 0.40655(15) 0.21378(17) -0.03878(13) 0.0161(4) Uani 1 1 d . . . . .
H21 H 0.3625 0.1448 -0.0663 0.019 Uiso 1 1 calc R U . . .
C22 C 0.36874(15) 0.30581(17) 0.00452(13) 0.0163(4) Uani 1 1 d . . . . .
C23 C 0.43821(15) 0.38991(17) 0.05723(12) 0.0160(4) Uani 1 1 d . . . . .
H23 H 0.4163 0.4481 0.0951 0.019 Uiso 1 1 calc R U . . .
C24 C 0.54014(15) 0.38524(17) 0.06405(13) 0.0166(4) Uani 1 1 d . . . . .
H24 H 0.5880 0.4356 0.1100 0.020 Uiso 1 1 calc R U . . .
C25 C 0.68368(16) 0.27668(19) 0.03788(15) 0.0227(4) Uani 1 1 d . . . . .
H25A H 0.6957 0.2925 -0.0183 0.034 Uiso 1 1 calc R U . . .
H25B H 0.7045 0.1944 0.0574 0.034 Uiso 1 1 calc R U . . .
H25C H 0.7213 0.3340 0.0826 0.034 Uiso 1 1 calc R U . . .
C26 C 0.25973(15) 0.31452(18) -0.00938(14) 0.0190(4) Uani 1 1 d . . . . .
H26 H 0.2323 0.2310 -0.0192 0.023 Uiso 1 1 calc R U . . .
C27 C 0.23590(17) 0.3664(2) 0.06998(17) 0.0323(5) Uani 1 1 d . . . . .
H27A H 0.2706 0.3201 0.1231 0.048 Uiso 1 1 calc R U . . .
H27B H 0.1647 0.3617 0.0596 0.048 Uiso 1 1 calc R U . . .
H27C H 0.2571 0.4507 0.0783 0.048 Uiso 1 1 calc R U . . .
C28 C 0.21082(17) 0.3867(2) -0.09410(17) 0.0335(6) Uani 1 1 d . . . . .
H28A H 0.2381 0.4684 -0.0874 0.050 Uiso 1 1 calc R U . . .
H28B H 0.1396 0.3908 -0.1046 0.050 Uiso 1 1 calc R U . . .
H28C H 0.2236 0.3471 -0.1444 0.050 Uiso 1 1 calc R U . . .


_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 C1 2.024(2) . ?
Ru1 C9 2.0575(19) . ?
Ru1 C23 2.159(2) . ?
Ru1 C22 2.177(2) . ?
Ru1 C21 2.230(2) . ?
Ru1 C20 2.258(2) . ?
Ru1 C24 2.2910(19) . ?
Ru1 C19 2.310(2) . ?
Ru1 Cl1 2.4203(7) . ?
S1 C8 1.7207(19) . ?
S1 C11 1.727(2) . ?
N1 C1 1.371(2) . ?
N1 C2 1.388(2) . ?
N1 C8 1.403(2) . ?
N2 C1 1.362(2) . ?
N2 C7 1.398(2) . ?
N2 C12 1.456(2) . ?
C2 C3 1.389(3) . ?
C2 C7 1.396(3) . ?
C3 C4 1.388(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.394(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.391(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.388(3) . ?
C6 H6 0.9500 . ?
C8 C9 1.364(3) . ?
C9 C10 1.434(3) . ?
C10 C11 1.363(3) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 C13 1.521(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.387(3) . ?
C13 C18 1.398(3) . ?
C14 C15 1.397(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.388(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.388(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.388(3) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C24 1.394(3) . ?
C19 C20 1.442(3) . ?
C19 C25 1.498(3) . ?
C20 C21 1.390(3) . ?
C20 H20 1.0000 . ?
C21 C22 1.431(3) . ?
C21 H21 1.0000 . ?
C22 C23 1.427(3) . ?
C22 C26 1.507(3) . ?
C23 C24 1.428(3) . ?
C23 H23 1.0000 . ?
C24 H24 1.0000 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.523(3) . ?
C26 C28 1.535(3) . ?
C26 H26 1.0000 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?

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
C1 Ru1 C9 77.49(8) . . ?
C1 Ru1 C23 95.31(7) . . ?
C9 Ru1 C23 120.34(8) . . ?
C1 Ru1 C22 115.25(8) . . ?
C9 Ru1 C22 91.45(8) . . ?
C23 Ru1 C22 38.41(7) . . ?
C1 Ru1 C21 151.55(8) . . ?
C9 Ru1 C21 91.66(7) . . ?
C23 Ru1 C21 67.38(7) . . ?
C22 Ru1 C21 37.88(7) . . ?
C1 Ru1 C20 166.22(7) . . ?
C9 Ru1 C20 116.26(7) . . ?
C23 Ru1 C20 78.73(7) . . ?
C22 Ru1 C20 67.36(8) . . ?
C21 Ru1 C20 36.08(8) . . ?
C1 Ru1 C24 102.97(7) . . ?
C9 Ru1 C24 157.51(7) . . ?
C23 Ru1 C24 37.28(7) . . ?
C22 Ru1 C24 67.76(7) . . ?
C21 Ru1 C24 77.31(7) . . ?
C20 Ru1 C24 64.81(7) . . ?
C1 Ru1 C19 129.45(7) . . ?
C9 Ru1 C19 152.90(7) . . ?
C23 Ru1 C19 66.25(7) . . ?
C22 Ru1 C19 79.78(8) . . ?
C21 Ru1 C19 65.73(8) . . ?
C20 Ru1 C19 36.77(7) . . ?
C24 Ru1 C19 35.26(7) . . ?
C1 Ru1 Cl1 87.50(5) . . ?
C9 Ru1 Cl1 87.45(6) . . ?
C23 Ru1 Cl1 152.06(6) . . ?
C22 Ru1 Cl1 156.42(5) . . ?
C21 Ru1 Cl1 118.58(5) . . ?
C20 Ru1 Cl1 92.08(5) . . ?
C24 Ru1 Cl1 115.03(6) . . ?
C19 Ru1 Cl1 90.59(5) . . ?
C8 S1 C11 89.41(10) . . ?
C1 N1 C2 111.99(16) . . ?
C1 N1 C8 113.66(16) . . ?
C2 N1 C8 134.33(17) . . ?
C1 N2 C7 110.92(16) . . ?
C1 N2 C12 125.11(16) . . ?
C7 N2 C12 123.97(16) . . ?
N2 C1 N1 104.92(16) . . ?
N2 C1 Ru1 137.64(14) . . ?
N1 C1 Ru1 117.40(13) . . ?
N1 C2 C3 132.87(19) . . ?
N1 C2 C7 105.45(17) . . ?
C3 C2 C7 121.65(19) . . ?
C4 C3 C2 116.8(2) . . ?
C4 C3 H3 121.6 . . ?
C2 C3 H3 121.6 . . ?
C3 C4 C5 121.6(2) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
C6 C5 C4 121.7(2) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
C7 C6 C5 116.7(2) . . ?
C7 C6 H6 121.7 . . ?
C5 C6 H6 121.7 . . ?
C6 C7 C2 121.59(19) . . ?
C6 C7 N2 131.70(19) . . ?
C2 C7 N2 106.70(17) . . ?
C9 C8 N1 116.15(17) . . ?
C9 C8 S1 115.59(15) . . ?
N1 C8 S1 128.10(15) . . ?
C8 C9 C10 108.70(17) . . ?
C8 C9 Ru1 115.16(14) . . ?
C10 C9 Ru1 136.11(15) . . ?
C11 C10 C9 113.99(19) . . ?
C11 C10 H10 123.0 . . ?
C9 C10 H10 123.0 . . ?
C10 C11 S1 112.30(16) . . ?
C10 C11 H11 123.8 . . ?
S1 C11 H11 123.8 . . ?
N2 C12 C13 113.74(16) . . ?
N2 C12 H12A 108.8 . . ?
C13 C12 H12A 108.8 . . ?
N2 C12 H12B 108.8 . . ?
C13 C12 H12B 108.8 . . ?
H12A C12 H12B 107.7 . . ?
C14 C13 C18 119.43(18) . . ?
C14 C13 C12 122.56(17) . . ?
C18 C13 C12 118.00(17) . . ?
C13 C14 C15 120.19(19) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C16 C15 C14 120.27(19) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C17 C16 C15 119.46(19) . . ?
C17 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
C18 C17 C16 120.57(19) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
C17 C18 C13 120.08(19) . . ?
C17 C18 H18 120.0 . . ?
C13 C18 H18 120.0 . . ?
C24 C19 C20 118.60(19) . . ?
C24 C19 C25 121.73(18) . . ?
C20 C19 C25 119.67(18) . . ?
C24 C19 Ru1 71.62(11) . . ?
C20 C19 Ru1 69.66(11) . . ?
C25 C19 Ru1 129.85(14) . . ?
C21 C20 C19 120.96(18) . . ?
C21 C20 Ru1 70.84(11) . . ?
C19 C20 Ru1 73.57(11) . . ?
C21 C20 H20 119.1 . . ?
C19 C20 H20 119.1 . . ?
Ru1 C20 H20 119.1 . . ?
C20 C21 C22 121.41(18) . . ?
C20 C21 Ru1 73.08(11) . . ?
C22 C21 Ru1 69.08(11) . . ?
C20 C21 H21 118.5 . . ?
C22 C21 H21 118.5 . . ?
Ru1 C21 H21 118.5 . . ?
C23 C22 C21 116.88(18) . . ?
C23 C22 C26 122.66(18) . . ?
C21 C22 C26 120.41(18) . . ?
C23 C22 Ru1 70.12(11) . . ?
C21 C22 Ru1 73.04(11) . . ?
C26 C22 Ru1 129.39(14) . . ?
C22 C23 C24 121.65(18) . . ?
C22 C23 Ru1 71.47(11) . . ?
C24 C23 Ru1 76.36(11) . . ?
C22 C23 H23 119.0 . . ?
C24 C23 H23 119.0 . . ?
Ru1 C23 H23 119.0 . . ?
C19 C24 C23 120.15(18) . . ?
C19 C24 Ru1 73.11(11) . . ?
C23 C24 Ru1 66.35(10) . . ?
C19 C24 H24 118.8 . . ?
C23 C24 H24 118.8 . . ?
Ru1 C24 H24 118.8 . . ?
C19 C25 H25A 109.5 . . ?
C19 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C19 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C22 C26 C27 113.29(18) . . ?
C22 C26 C28 108.95(18) . . ?
C27 C26 C28 111.9(2) . . ?
C22 C26 H26 107.5 . . ?
C27 C26 H26 107.5 . . ?
C28 C26 H26 107.5 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

_refine_diff_density_max         0.799
_refine_diff_density_min         -0.617
_refine_diff_density_rms         0.077

_shelxl_version_number           2013-4



_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
