# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2018

####################################################################### 
# 
# 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_mo_130333lt_0m
_database_code_depnum_ccdc_archive 'CCDC 1554935'
_audit_update_record             
;
2017-06-08 deposited with the CCDC.
2018-08-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H30 N8 O4 Ru S2'
_chemical_formula_weight         707.79

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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   'C 1 2/c 1'
_symmetry_space_group_name_hall  '-C 2yc'

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

_cell_length_a                   19.0058(13)
_cell_length_b                   10.2651(7)
_cell_length_c                   15.6740(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.8330(10)
_cell_angle_gamma                90.00
_cell_volume                     3057.6(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4545
_cell_measurement_theta_min      2.5949
_cell_measurement_theta_max      28.1768

_exptl_crystal_description       Columnar
_exptl_crystal_colour            Black
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.538
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1448
_exptl_absorpt_coefficient_mu    0.697
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7819
_exptl_absorpt_correction_T_max  0.9486
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(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 APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            14275
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_av_sigmaI/netI    0.0276
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.60
_diffrn_reflns_theta_max         28.53
_reflns_number_total             3839
_reflns_number_gt                3609
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'SAINT V7.68A (Bruker AXS, 2009)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL

_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)+(0.0196P)²+23.2783P] 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         3839
_refine_ls_number_parameters     226
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0395
_refine_ls_wR_factor_ref         0.1114
_refine_ls_wR_factor_gt          0.1105
_refine_ls_goodness_of_fit_ref   1.188
_refine_ls_restrained_S_all      1.187
_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 0.5000 0.45562(3) 0.2500 0.01663(10) Uani 1 2 d S . .
S1 S 0.37078(6) 0.11813(10) 0.10057(6) 0.0341(2) Uani 1 1 d . . .
O1 O 0.68588(13) 0.8872(3) 0.52208(16) 0.0279(5) Uani 1 1 d . A .
N1 N 0.45079(15) 0.3134(3) 0.18022(17) 0.0232(6) Uani 1 1 d . . .
N2 N 0.43861(15) 0.5642(3) 0.40230(17) 0.0221(6) Uani 1 1 d . . .
N3 N 0.54238(14) 0.5938(3) 0.33184(17) 0.0202(5) Uani 1 1 d . . .
N5 N 0.64231(15) 0.4339(3) 0.14071(18) 0.0243(6) Uani 1 1 d . . .
C1 C 0.41825(19) 0.2313(3) 0.1472(2) 0.0243(7) Uani 1 1 d . . .
C2 C 0.57689(17) 0.4741(3) 0.1601(2) 0.0212(6) Uani 1 1 d . . .
C3 C 0.50421(16) 0.6258(3) 0.4012(2) 0.0202(6) Uani 1 1 d . . .
C4 C 0.52703(18) 0.7100(4) 0.4645(2) 0.0248(7) Uani 1 1 d . . .
H4 H 0.4983 0.7300 0.5118 0.030 Uiso 1 1 calc R . .
C5 C 0.59344(17) 0.7646(3) 0.4565(2) 0.0235(7) Uani 1 1 d . A .
C6 C 0.63305(18) 0.7345(3) 0.3852(2) 0.0245(7) Uani 1 1 d . . .
H6 H 0.6784 0.7717 0.3782 0.029 Uiso 1 1 calc R . .
C7 C 0.60596(17) 0.6507(3) 0.3249(2) 0.0239(7) Uani 1 1 d . . .
H7 H 0.6333 0.6319 0.2762 0.029 Uiso 1 1 calc R . .
C8 C 0.62509(19) 0.8546(4) 0.5223(2) 0.0273(7) Uani 1 1 d . . .
O2 O 0.5757(7) 0.9071(9) 0.5719(6) 0.029(2) Uani 0.530(11) 1 d PD A 1
C9 C 0.6010(5) 1.0064(10) 0.6321(5) 0.031(2) Uani 0.530(11) 1 d PD A 1
H9A H 0.6143 1.0866 0.6012 0.038 Uiso 0.530(11) 1 calc PR A 1
H9B H 0.6427 0.9741 0.6643 0.038 Uiso 0.530(11) 1 calc PR A 1
C10 C 0.5421(4) 1.0339(8) 0.6915(5) 0.037(2) Uani 0.530(11) 1 d PD A 1
H10A H 0.5010 1.0646 0.6587 0.055 Uiso 0.530(11) 1 calc PR A 1
H10B H 0.5567 1.1011 0.7325 0.055 Uiso 0.530(11) 1 calc PR A 1
H10C H 0.5298 0.9541 0.7222 0.055 Uiso 0.530(11) 1 calc PR A 1
O2' O 0.5820(8) 0.8689(10) 0.5886(7) 0.026(2) Uani 0.470(11) 1 d PD A 2
C9' C 0.6051(5) 0.9546(10) 0.6577(6) 0.031(2) Uani 0.470(11) 1 d PD A 2
H9'1 H 0.6571 0.9571 0.6607 0.037 Uiso 0.470(11) 1 calc PR A 2
H9'2 H 0.5876 0.9216 0.7128 0.037 Uiso 0.470(11) 1 calc PR A 2
C10' C 0.5768(5) 1.0883(9) 0.6413(6) 0.038(2) Uani 0.470(11) 1 d PD A 2
H10D H 0.6047 1.1308 0.5971 0.057 Uiso 0.470(11) 1 calc PR A 2
H10E H 0.5795 1.1396 0.6940 0.057 Uiso 0.470(11) 1 calc PR A 2
H10F H 0.5276 1.0822 0.6220 0.057 Uiso 0.470(11) 1 calc PR A 2
C11 C 0.38280(19) 0.5803(4) 0.4588(2) 0.0289(8) Uani 1 1 d . . .
H11 H 0.3812 0.6372 0.5065 0.035 Uiso 1 1 calc R . .
C12 C 0.33212(19) 0.4988(4) 0.4314(2) 0.0293(8) Uani 1 1 d . . .
H12 H 0.2872 0.4872 0.4561 0.035 Uiso 1 1 calc R . .
C13 C 0.68265(18) 0.3353(4) 0.1884(2) 0.0280(7) Uani 1 1 d . . .
H13A H 0.7087 0.2804 0.1475 0.034 Uiso 1 1 calc R . .
H13B H 0.6496 0.2782 0.2192 0.034 Uiso 1 1 calc R . .
C14 C 0.7343(2) 0.3941(5) 0.2518(3) 0.0394(10) Uani 1 1 d . . .
H14A H 0.7663 0.4529 0.2220 0.059 Uiso 1 1 calc R . .
H14B H 0.7616 0.3244 0.2795 0.059 Uiso 1 1 calc R . .
H14C H 0.7086 0.4430 0.2951 0.059 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 N1 2.043(3) . ?
Ru1 N1 2.043(3) 2_655 ?
Ru1 C2 2.054(3) . ?
Ru1 C2 2.054(3) 2_655 ?
Ru1 N3 2.068(3) . ?
Ru1 N3 2.068(3) 2_655 ?
S1 C1 1.637(4) . ?
O1 C8 1.203(4) . ?
N1 C1 1.163(5) . ?
N2 C2 1.375(4) 2_655 ?
N2 C3 1.398(4) . ?
N2 C11 1.401(4) . ?
N3 C7 1.348(4) . ?
N3 C3 1.355(4) . ?
N5 C2 1.349(4) . ?
N5 C12 1.405(4) 2_655 ?
N5 C13 1.467(4) . ?
C2 N2 1.375(4) 2_655 ?
C3 C4 1.382(5) . ?
C4 C5 1.388(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.392(4) . ?
C5 C8 1.504(5) . ?
C6 C7 1.372(5) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 O2' 1.341(14) . ?
C8 O2 1.341(14) . ?
O2 C9 1.465(10) . ?
C9 C10 1.493(10) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
O2' C9' 1.458(10) . ?
C9' C10' 1.495(12) . ?
C9' H9'1 0.9900 . ?
C9' H9'2 0.9900 . ?
C10' H10D 0.9800 . ?
C10' H10E 0.9800 . ?
C10' H10F 0.9800 . ?
C11 C12 1.342(5) . ?
C11 H11 0.9500 . ?
C12 N5 1.405(4) 2_655 ?
C12 H12 0.9500 . ?
C13 C14 1.514(6) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 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
N1 Ru1 N1 88.77(16) . 2_655 ?
N1 Ru1 C2 91.35(12) . . ?
N1 Ru1 C2 96.24(12) 2_655 . ?
N1 Ru1 C2 96.24(12) . 2_655 ?
N1 Ru1 C2 91.35(12) 2_655 2_655 ?
C2 Ru1 C2 169.39(19) . 2_655 ?
N1 Ru1 N3 173.50(11) . . ?
N1 Ru1 N3 89.25(11) 2_655 . ?
C2 Ru1 N3 95.02(12) . . ?
C2 Ru1 N3 77.62(12) 2_655 . ?
N1 Ru1 N3 89.25(11) . 2_655 ?
N1 Ru1 N3 173.50(11) 2_655 2_655 ?
C2 Ru1 N3 77.62(12) . 2_655 ?
C2 Ru1 N3 95.02(12) 2_655 2_655 ?
N3 Ru1 N3 93.37(15) . 2_655 ?
C1 N1 Ru1 173.2(3) . . ?
C2 N2 C3 118.5(3) 2_655 . ?
C2 N2 C11 111.9(3) 2_655 . ?
C3 N2 C11 129.6(3) . . ?
C7 N3 C3 116.8(3) . . ?
C7 N3 Ru1 126.1(2) . . ?
C3 N3 Ru1 117.1(2) . . ?
C2 N5 C12 111.5(3) . 2_655 ?
C2 N5 C13 125.0(3) . . ?
C12 N5 C13 123.5(3) 2_655 . ?
N1 C1 S1 178.6(3) . . ?
N5 C2 N2 103.6(3) . 2_655 ?
N5 C2 Ru1 142.5(3) . . ?
N2 C2 Ru1 113.8(2) 2_655 . ?
N3 C3 C4 124.1(3) . . ?
N3 C3 N2 112.9(3) . . ?
C4 C3 N2 123.0(3) . . ?
C3 C4 C5 117.7(3) . . ?
C3 C4 H4 121.2 . . ?
C5 C4 H4 121.2 . . ?
C4 C5 C6 119.1(3) . . ?
C4 C5 C8 122.8(3) . . ?
C6 C5 C8 118.1(3) . . ?
C7 C6 C5 119.3(3) . . ?
C7 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
N3 C7 C6 123.0(3) . . ?
N3 C7 H7 118.5 . . ?
C6 C7 H7 118.5 . . ?
O1 C8 O2' 124.7(6) . . ?
O1 C8 O2 124.8(6) . . ?
O2' C8 O2 20.8(5) . . ?
O1 C8 C5 122.9(3) . . ?
O2' C8 C5 110.8(6) . . ?
O2 C8 C5 111.6(5) . . ?
C8 O2 C9 115.3(10) . . ?
O2 C9 C10 106.9(8) . . ?
O2 C9 H9A 110.3 . . ?
C10 C9 H9A 110.3 . . ?
O2 C9 H9B 110.3 . . ?
C10 C9 H9B 110.3 . . ?
H9A C9 H9B 108.6 . . ?
C8 O2' C9' 117.4(11) . . ?
O2' C9' C10' 108.8(8) . . ?
O2' C9' H9'1 109.9 . . ?
C10' C9' H9'1 109.9 . . ?
O2' C9' H9'2 109.9 . . ?
C10' C9' H9'2 109.9 . . ?
H9'1 C9' H9'2 108.3 . . ?
C9' C10' H10D 109.5 . . ?
C9' C10' H10E 109.5 . . ?
H10D C10' H10E 109.5 . . ?
C9' C10' H10F 109.5 . . ?
H10D C10' H10F 109.5 . . ?
H10E C10' H10F 109.5 . . ?
C12 C11 N2 105.7(3) . . ?
C12 C11 H11 127.1 . . ?
N2 C11 H11 127.1 . . ?
C11 C12 N5 107.3(3) . 2_655 ?
C11 C12 H12 126.3 . . ?
N5 C12 H12 126.3 2_655 . ?
N5 C13 C14 112.9(3) . . ?
N5 C13 H13A 109.0 . . ?
C14 C13 H13A 109.0 . . ?
N5 C13 H13B 109.0 . . ?
C14 C13 H13B 109.0 . . ?
H13A C13 H13B 107.8 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        28.53
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         1.330
_refine_diff_density_min         -0.961
_refine_diff_density_rms         0.098
