# Electronic Supplementary Material (ESI) for Catalysis Science & Technology.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 2241206'
loop_
_audit_author_name
_audit_author_address
'Stefano Zacchini'
;Universita di Bologna
Italy
;
_audit_update_record             
;
2023-02-10 deposited with the CCDC.	2023-03-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H24 I N3 O5 Ru'
_chemical_formula_weight         566.35

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'
I I -0.4742 1.8119 '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'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

_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, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   14.031(6)
_cell_length_b                   14.473(6)
_cell_length_c                   19.564(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3973(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9327
_cell_measurement_theta_min      2.2775
_cell_measurement_theta_max      34.3575

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.894
_exptl_crystal_F_000             2224
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    2.374
_shelx_estimated_absorpt_T_min   0.675
_shelx_estimated_absorpt_T_max   0.797
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.1690
_exptl_absorpt_correction_T_max  0.2711
_exptl_absorpt_process_details   
; 
 Data were corrected for Lorentz polarization and absorption
 effects (empirical absorption correction SADABS).
 R(int) =  0.1867 (selected reflections only, before parameter refinement)
 R(int) =  0.0613 (selected reflections only, after parameter refinement)
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'PHOTONII area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            55908
_diffrn_reflns_av_unetI/netI     0.0183
_diffrn_reflns_av_R_equivalents  0.0402
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.082
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4294
_reflns_number_gt                4065
_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       'APEX3 (Bruker AXS, 2015)'
_computing_cell_refinement       'APEX3 (Bruker AXS, 2015)'
_computing_data_reduction        'SAINT (Bruker AXS, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEPIII (Johnson, 1996)'
_computing_publication_material  'XCIF 2014/2 (Bruker AXS, 2014)'
_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)+12.4547P] 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         4294
_refine_ls_number_parameters     240
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0366
_refine_ls_R_factor_gt           0.0339
_refine_ls_wR_factor_ref         0.0595
_refine_ls_wR_factor_gt          0.0588
_refine_ls_goodness_of_fit_ref   1.323
_refine_ls_restrained_S_all      1.323
_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 0.37661(2) 0.22566(2) 0.37714(2) 0.01049(6) Uani 1 1 d . . . . .
I1 I 0.29074(2) 0.05902(2) 0.37105(2) 0.01956(6) Uani 1 1 d . . . . .
N1 N 0.47498(19) 0.15932(18) 0.43717(14) 0.0129(5) Uani 1 1 d . . . . .
N2 N 0.4740(2) 0.16935(19) 0.31043(14) 0.0139(6) Uani 1 1 d . . . . .
O1 O 0.47173(18) 0.14903(17) 0.50714(12) 0.0184(5) Uani 1 1 d . . . . .
H1 H 0.4315 0.1859 0.5236 0.028 Uiso 1 1 calc R U . . .
O2 O 0.47449(18) 0.17713(18) 0.24021(12) 0.0206(5) Uani 1 1 d . . . . .
H2 H 0.4204 0.1940 0.2267 0.031 Uiso 1 1 calc R U . . .
C1 C 0.5450(2) 0.1149(2) 0.40884(17) 0.0130(6) Uani 1 1 d . . . . .
C2 C 0.5444(2) 0.1214(2) 0.33473(17) 0.0156(7) Uani 1 1 d . . . . .
C3 C 0.6193(3) 0.0741(3) 0.29292(18) 0.0222(8) Uani 1 1 d . . . . .
H3A H 0.6703 0.1186 0.2813 0.027 Uiso 1 1 calc R U . . .
H3B H 0.5908 0.0513 0.2498 0.027 Uiso 1 1 calc R U . . .
C4 C 0.6618(3) -0.0073(3) 0.3329(2) 0.0248(8) Uani 1 1 d . . . . .
H4A H 0.6127 -0.0557 0.3391 0.030 Uiso 1 1 calc R U . . .
H4B H 0.7153 -0.0344 0.3066 0.030 Uiso 1 1 calc R U . . .
C5 C 0.6975(3) 0.0246(3) 0.4024(2) 0.0226(8) Uani 1 1 d . . . . .
H5A H 0.7438 0.0756 0.3962 0.027 Uiso 1 1 calc R U . . .
H5B H 0.7309 -0.0270 0.4254 0.027 Uiso 1 1 calc R U . . .
C6 C 0.6155(2) 0.0578(2) 0.44741(18) 0.0173(7) Uani 1 1 d . . . . .
H6A H 0.5825 0.0035 0.4671 0.021 Uiso 1 1 calc R U . . .
H6B H 0.6415 0.0947 0.4857 0.021 Uiso 1 1 calc R U . . .
C11 C 0.2312(2) 0.2937(2) 0.38727(18) 0.0167(7) Uani 1 1 d . . . . .
C12 C 0.2721(2) 0.3159(2) 0.32336(18) 0.0160(7) Uani 1 1 d . . . . .
H12 H 0.2410 0.2930 0.2806 0.019 Uiso 1 1 calc R U . . .
C13 C 0.3648(2) 0.3547(2) 0.31961(18) 0.0165(7) Uani 1 1 d . . . . .
H13 H 0.3966 0.3592 0.2740 0.020 Uiso 1 1 calc R U . . .
C14 C 0.4191(2) 0.3732(2) 0.37941(18) 0.0157(7) Uani 1 1 d . . . . .
C15 C 0.3780(3) 0.3469(2) 0.44285(18) 0.0175(7) Uani 1 1 d . . . . .
H15 H 0.4193 0.3462 0.4845 0.021 Uiso 1 1 calc R U . . .
C16 C 0.2850(2) 0.3076(2) 0.44712(18) 0.0170(7) Uani 1 1 d . . . . .
H16 H 0.2630 0.2797 0.4911 0.020 Uiso 1 1 calc R U . . .
C17 C 0.1326(2) 0.2539(3) 0.3905(2) 0.0256(8) Uani 1 1 d . . . . .
H17A H 0.1264 0.2155 0.4315 0.038 Uiso 1 1 calc R U . . .
H17B H 0.1211 0.2161 0.3498 0.038 Uiso 1 1 calc R U . . .
H17C H 0.0859 0.3042 0.3922 0.038 Uiso 1 1 calc R U . . .
C18 C 0.5179(3) 0.4152(2) 0.3782(2) 0.0238(8) Uani 1 1 d . . . . .
H18 H 0.5567 0.3836 0.4141 0.029 Uiso 1 1 calc R U . . .
C19 C 0.5695(3) 0.4036(3) 0.3101(2) 0.0339(10) Uani 1 1 d . . . . .
H19A H 0.5713 0.3379 0.2979 0.051 Uiso 1 1 calc R U . . .
H19B H 0.6347 0.4272 0.3142 0.051 Uiso 1 1 calc R U . . .
H19C H 0.5355 0.4381 0.2746 0.051 Uiso 1 1 calc R U . . .
C20 C 0.5105(3) 0.5185(2) 0.3978(2) 0.0264(8) Uani 1 1 d . . . . .
H20A H 0.4732 0.5513 0.3631 0.040 Uiso 1 1 calc R U . . .
H20B H 0.5746 0.5452 0.4003 0.040 Uiso 1 1 calc R U . . .
H20C H 0.4791 0.5243 0.4423 0.040 Uiso 1 1 calc R U . . .
N3 N 0.3094(2) 0.24881(19) 0.62733(14) 0.0173(6) Uani 1 1 d . . . . .
O3 O 0.38572(18) 0.25642(19) 0.59580(13) 0.0250(6) Uani 1 1 d . . . . .
O4 O 0.2348(2) 0.2223(2) 0.59822(14) 0.0347(7) Uani 1 1 d . . . . .
O5 O 0.30572(19) 0.2715(2) 0.68922(13) 0.0303(6) Uani 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 N1 2.051(3) . ?
Ru1 N2 2.057(3) . ?
Ru1 C15 2.175(3) . ?
Ru1 C13 2.186(3) . ?
Ru1 C14 2.218(3) . ?
Ru1 C16 2.222(3) . ?
Ru1 C12 2.228(3) . ?
Ru1 C11 2.273(3) . ?
Ru1 I1 2.6986(10) . ?
N1 C1 1.298(4) . ?
N1 O1 1.378(3) . ?
N2 C2 1.298(4) . ?
N2 O2 1.378(3) . ?
O1 H1 0.8400 . ?
O2 H2 0.8400 . ?
C1 C2 1.453(5) . ?
C1 C6 1.493(4) . ?
C2 C3 1.497(5) . ?
C3 C4 1.535(5) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.522(5) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.527(5) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C11 C16 1.407(5) . ?
C11 C12 1.412(5) . ?
C11 C17 1.500(5) . ?
C12 C13 1.418(5) . ?
C12 H12 1.0000 . ?
C13 C14 1.422(5) . ?
C13 H13 1.0000 . ?
C14 C15 1.421(5) . ?
C14 C18 1.514(5) . ?
C15 C16 1.426(5) . ?
C15 H15 1.0000 . ?
C16 H16 1.0000 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.525(6) . ?
C18 C20 1.546(5) . ?
C18 H18 1.0000 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
N3 O3 1.241(4) . ?
N3 O4 1.251(4) . ?
N3 O5 1.255(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Ru1 N2 74.40(11) . . ?
N1 Ru1 C15 91.89(12) . . ?
N2 Ru1 C15 133.51(12) . . ?
N1 Ru1 C13 138.23(12) . . ?
N2 Ru1 C13 93.57(12) . . ?
C15 Ru1 C13 67.43(13) . . ?
N1 Ru1 C14 104.98(12) . . ?
N2 Ru1 C14 102.46(12) . . ?
C15 Ru1 C14 37.72(13) . . ?
C13 Ru1 C14 37.67(13) . . ?
N1 Ru1 C16 106.65(12) . . ?
N2 Ru1 C16 170.66(12) . . ?
C15 Ru1 C16 37.84(13) . . ?
C13 Ru1 C16 79.47(13) . . ?
C14 Ru1 C16 68.22(13) . . ?
N1 Ru1 C12 171.06(11) . . ?
N2 Ru1 C12 111.70(12) . . ?
C15 Ru1 C12 79.17(13) . . ?
C13 Ru1 C12 37.45(12) . . ?
C14 Ru1 C12 67.77(12) . . ?
C16 Ru1 C12 66.23(13) . . ?
N1 Ru1 C11 139.16(12) . . ?
N2 Ru1 C11 145.33(12) . . ?
C15 Ru1 C11 66.87(13) . . ?
C13 Ru1 C11 66.85(12) . . ?
C14 Ru1 C11 79.76(12) . . ?
C16 Ru1 C11 36.46(12) . . ?
C12 Ru1 C11 36.56(12) . . ?
N1 Ru1 I1 84.68(8) . . ?
N2 Ru1 I1 85.09(8) . . ?
C15 Ru1 I1 138.67(10) . . ?
C13 Ru1 I1 134.95(9) . . ?
C14 Ru1 I1 168.96(9) . . ?
C16 Ru1 I1 104.23(9) . . ?
C12 Ru1 I1 102.08(9) . . ?
C11 Ru1 I1 89.45(9) . . ?
C1 N1 O1 113.3(3) . . ?
C1 N1 Ru1 119.8(2) . . ?
O1 N1 Ru1 126.7(2) . . ?
C2 N2 O2 113.9(3) . . ?
C2 N2 Ru1 119.0(2) . . ?
O2 N2 Ru1 127.1(2) . . ?
N1 O1 H1 109.5 . . ?
N2 O2 H2 109.5 . . ?
N1 C1 C2 112.9(3) . . ?
N1 C1 C6 124.0(3) . . ?
C2 C1 C6 123.0(3) . . ?
N2 C2 C1 113.9(3) . . ?
N2 C2 C3 125.3(3) . . ?
C1 C2 C3 120.8(3) . . ?
C2 C3 C4 110.2(3) . . ?
C2 C3 H3A 109.6 . . ?
C4 C3 H3A 109.6 . . ?
C2 C3 H3B 109.6 . . ?
C4 C3 H3B 109.6 . . ?
H3A C3 H3B 108.1 . . ?
C5 C4 C3 110.5(3) . . ?
C5 C4 H4A 109.6 . . ?
C3 C4 H4A 109.6 . . ?
C5 C4 H4B 109.6 . . ?
C3 C4 H4B 109.6 . . ?
H4A C4 H4B 108.1 . . ?
C4 C5 C6 111.3(3) . . ?
C4 C5 H5A 109.4 . . ?
C6 C5 H5A 109.4 . . ?
C4 C5 H5B 109.4 . . ?
C6 C5 H5B 109.4 . . ?
H5A C5 H5B 108.0 . . ?
C1 C6 C5 112.5(3) . . ?
C1 C6 H6A 109.1 . . ?
C5 C6 H6A 109.1 . . ?
C1 C6 H6B 109.1 . . ?
C5 C6 H6B 109.1 . . ?
H6A C6 H6B 107.8 . . ?
C16 C11 C12 119.1(3) . . ?
C16 C11 C17 121.0(3) . . ?
C12 C11 C17 119.9(3) . . ?
C16 C11 Ru1 69.77(19) . . ?
C12 C11 Ru1 69.98(18) . . ?
C17 C11 Ru1 131.7(2) . . ?
C11 C12 C13 120.5(3) . . ?
C11 C12 Ru1 73.47(19) . . ?
C13 C12 Ru1 69.68(18) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
Ru1 C12 H12 119.2 . . ?
C12 C13 C14 121.6(3) . . ?
C12 C13 Ru1 72.87(19) . . ?
C14 C13 Ru1 72.38(18) . . ?
C12 C13 H13 118.8 . . ?
C14 C13 H13 118.8 . . ?
Ru1 C13 H13 118.8 . . ?
C15 C14 C13 116.8(3) . . ?
C15 C14 C18 119.5(3) . . ?
C13 C14 C18 123.7(3) . . ?
C15 C14 Ru1 69.49(18) . . ?
C13 C14 Ru1 69.95(18) . . ?
C18 C14 Ru1 129.2(2) . . ?
C14 C15 C16 122.0(3) . . ?
C14 C15 Ru1 72.78(19) . . ?
C16 C15 Ru1 72.85(19) . . ?
C14 C15 H15 118.6 . . ?
C16 C15 H15 118.6 . . ?
Ru1 C15 H15 118.6 . . ?
C11 C16 C15 119.9(3) . . ?
C11 C16 Ru1 73.78(19) . . ?
C15 C16 Ru1 69.31(19) . . ?
C11 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
Ru1 C16 H16 119.6 . . ?
C11 C17 H17A 109.5 . . ?
C11 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C11 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C14 C18 C19 113.8(3) . . ?
C14 C18 C20 108.8(3) . . ?
C19 C18 C20 110.8(3) . . ?
C14 C18 H18 107.7 . . ?
C19 C18 H18 107.7 . . ?
C20 C18 H18 107.7 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O3 N3 O4 121.5(3) . . ?
O3 N3 O5 119.5(3) . . ?
O4 N3 O5 119.0(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
O1 H1 O3 0.84 1.86 2.623(3) 150.6 .
O2 H2 N3 0.84 2.62 3.375(4) 149.5 7_565
O2 H2 O5 0.84 1.84 2.675(4) 174.9 7_565
C3 H3A O5 0.99 2.54 3.459(5) 153.5 4_556
C6 H6A O1 0.99 2.39 3.354(4) 164.7 5_656

_refine_diff_density_max         0.876
_refine_diff_density_min         -0.858
_refine_diff_density_rms         0.104

####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 2241207'
loop_
_audit_author_name
_audit_author_address
'Stefano Zacchini'
;Universita di Bologna
Italy
;
_audit_update_record             
;
2023-02-10 deposited with the CCDC.	2023-03-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H28 Cl N3 O6 Ru'
_chemical_formula_weight         494.93

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'
Cl Cl 0.1484 0.1585 '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'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'

_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+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   10.1596(7)
_cell_length_b                   11.7047(8)
_cell_length_c                   16.3630(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1945.8(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9948
_cell_measurement_theta_min      2.3595
_cell_measurement_theta_max      31.571

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.689
_exptl_crystal_F_000             1016
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.105
_exptl_absorpt_coefficient_mu    0.981
_shelx_estimated_absorpt_T_min   0.843
_shelx_estimated_absorpt_T_max   0.904
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.4490
_exptl_absorpt_correction_T_max  0.5650
_exptl_absorpt_process_details   
; 
 Data were corrected for Lorentz polarization and absorption
 effects (empirical absorption correction SADABS).
 R(int) =  0.1590 (selected reflections only, before parameter refinement)
 R(int) =  0.0623 (selected reflections only, after parameter refinement)
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'PHOTONII area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22857
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_av_R_equivalents  0.0326
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.655
_diffrn_reflns_theta_max         26.995
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4221
_reflns_number_gt                4137
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.927
_reflns_Friedel_fraction_max     0.992
_reflns_Friedel_fraction_full    0.995

_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       'APEX3 (Bruker AXS, 2015)'
_computing_cell_refinement       'APEX3 (Bruker AXS, 2015)'
_computing_data_reduction        'SAINT (Bruker AXS, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEPIII (Johnson, 1996)'
_computing_publication_material  'XCIF 2014/2 (Bruker AXS, 2014)'
_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)+(0.0019P)²+1.8308P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1881 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.022(17)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4221
_refine_ls_number_parameters     260
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0247
_refine_ls_R_factor_gt           0.0239
_refine_ls_wR_factor_ref         0.0528
_refine_ls_wR_factor_gt          0.0525
_refine_ls_goodness_of_fit_ref   1.142
_refine_ls_restrained_S_all      1.142
_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 0.49252(2) 0.25371(2) 0.49687(5) 0.00867(7) Uani 1 1 d . . . . .
Cl1 Cl 0.39915(9) 0.37848(8) 0.39500(6) 0.01626(17) Uani 1 1 d . . . . .
N1 N 0.3068(3) 0.2372(3) 0.54563(19) 0.0104(6) Uani 1 1 d . . . . .
N2 N 0.4752(3) 0.3792(3) 0.58455(18) 0.0125(6) Uani 1 1 d . . . . .
O1 O 0.2145(3) 0.1586(2) 0.52171(14) 0.0137(5) Uani 1 1 d . . . . .
H1 H 0.2194 0.1488 0.4709 0.021 Uiso 1 1 calc R U . . .
O2 O 0.5738(3) 0.4556(2) 0.60377(18) 0.0210(6) Uani 1 1 d . . . . .
H2 H 0.6010 0.4872 0.5609 0.031 Uiso 1 1 calc R U . . .
C1 C 0.2755(3) 0.2961(3) 0.6093(2) 0.0107(7) Uani 1 1 d . . . . .
C2 C 0.3747(4) 0.3800(3) 0.6327(2) 0.0120(7) Uani 1 1 d . . . . .
C3 C 0.1481(4) 0.2812(3) 0.6534(2) 0.0151(7) Uani 1 1 d . . . . .
H3A H 0.0749 0.2938 0.6155 0.023 Uiso 1 1 calc R U . . .
H3B H 0.1428 0.3365 0.6983 0.023 Uiso 1 1 calc R U . . .
H3C H 0.1430 0.2035 0.6755 0.023 Uiso 1 1 calc R U . . .
C4 C 0.3591(4) 0.4562(3) 0.7046(2) 0.0167(8) Uani 1 1 d . . . . .
H4A H 0.3628 0.4107 0.7549 0.025 Uiso 1 1 calc R U . . .
H4B H 0.2741 0.4955 0.7014 0.025 Uiso 1 1 calc R U . . .
H4C H 0.4303 0.5128 0.7051 0.025 Uiso 1 1 calc R U . . .
C11 C 0.5227(4) 0.0708(3) 0.4591(2) 0.0114(7) Uani 1 1 d . . . . .
C12 C 0.5559(4) 0.0879(3) 0.5434(2) 0.0135(7) Uani 1 1 d . . . . .
C13 C 0.6498(4) 0.1729(3) 0.5659(2) 0.0146(8) Uani 1 1 d . . . . .
C14 C 0.7130(3) 0.2384(3) 0.5025(3) 0.0148(7) Uani 1 1 d . . . . .
C15 C 0.6738(4) 0.2273(3) 0.4213(2) 0.0125(7) Uani 1 1 d . . . . .
C16 C 0.5768(3) 0.1418(3) 0.3989(2) 0.0116(7) Uani 1 1 d . . . . .
C17 C 0.4297(4) -0.0253(3) 0.4378(2) 0.0160(7) Uani 1 1 d . . . . .
H17A H 0.4095 -0.0226 0.3792 0.024 Uiso 1 1 calc R U . . .
H17B H 0.3482 -0.0170 0.4692 0.024 Uiso 1 1 calc R U . . .
H17C H 0.4711 -0.0987 0.4509 0.024 Uiso 1 1 calc R U . . .
C18 C 0.4907(4) 0.0138(4) 0.6074(3) 0.0223(9) Uani 1 1 d . . . . .
H18A H 0.3954 0.0263 0.6063 0.033 Uiso 1 1 calc R U . . .
H18B H 0.5250 0.0338 0.6616 0.033 Uiso 1 1 calc R U . . .
H18C H 0.5096 -0.0667 0.5960 0.033 Uiso 1 1 calc R U . . .
C19 C 0.6808(4) 0.1928(4) 0.6546(2) 0.0232(9) Uani 1 1 d . . . . .
H19A H 0.7509 0.1406 0.6719 0.035 Uiso 1 1 calc R U . . .
H19B H 0.6018 0.1789 0.6875 0.035 Uiso 1 1 calc R U . . .
H19C H 0.7099 0.2719 0.6623 0.035 Uiso 1 1 calc R U . . .
C20 C 0.8231(4) 0.3208(4) 0.5235(2) 0.0221(9) Uani 1 1 d . . . . .
H20A H 0.9038 0.2976 0.4952 0.033 Uiso 1 1 calc R U . . .
H20B H 0.8382 0.3200 0.5827 0.033 Uiso 1 1 calc R U . . .
H20C H 0.7985 0.3981 0.5063 0.033 Uiso 1 1 calc R U . . .
C21 C 0.7339(4) 0.3021(3) 0.3566(2) 0.0165(8) Uani 1 1 d . . . . .
H21A H 0.7765 0.3679 0.3824 0.025 Uiso 1 1 calc R U . . .
H21B H 0.6649 0.3288 0.3193 0.025 Uiso 1 1 calc R U . . .
H21C H 0.7994 0.2583 0.3258 0.025 Uiso 1 1 calc R U . . .
C22 C 0.5369(4) 0.1279(4) 0.3108(2) 0.0162(7) Uani 1 1 d . . . . .
H22A H 0.5842 0.0631 0.2869 0.024 Uiso 1 1 calc R U . . .
H22B H 0.5586 0.1977 0.2805 0.024 Uiso 1 1 calc R U . . .
H22C H 0.4419 0.1141 0.3077 0.024 Uiso 1 1 calc R U . . .
N3 N 0.1366(3) 0.1862(3) 0.3267(2) 0.0164(7) Uani 1 1 d . . . . .
O11 O 0.2129(3) 0.1204(2) 0.36680(16) 0.0175(6) Uani 1 1 d . . . . .
O12 O 0.1242(3) 0.1704(3) 0.25265(17) 0.0299(7) Uani 1 1 d . . . . .
O13 O 0.0773(3) 0.2638(2) 0.36254(19) 0.0233(6) Uani 1 1 d . . . . .
O21 O 0.1181(3) 0.4615(3) 0.4627(2) 0.0320(7) Uani 1 1 d D . . . .
H21 H 0.158(5) 0.403(3) 0.446(4) 0.048 Uiso 1 1 d D U . . .
H22 H 0.061(5) 0.488(5) 0.429(3) 0.048 Uiso 1 1 d 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 N1 2.058(3) . ?
Ru1 N2 2.061(3) . ?
Ru1 C13 2.174(4) . ?
Ru1 C12 2.181(4) . ?
Ru1 C16 2.240(4) . ?
Ru1 C15 2.240(4) . ?
Ru1 C11 2.249(4) . ?
Ru1 C14 2.249(3) . ?
Ru1 Cl1 2.4107(11) . ?
N1 C1 1.288(5) . ?
N1 O1 1.371(4) . ?
N2 C2 1.290(5) . ?
N2 O2 1.379(4) . ?
O1 H1 0.8400 . ?
O2 H2 0.8400 . ?
C1 C2 1.458(5) . ?
C1 C3 1.493(5) . ?
C2 C4 1.485(5) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C11 C16 1.401(5) . ?
C11 C12 1.433(5) . ?
C11 C17 1.510(5) . ?
C12 C13 1.426(6) . ?
C12 C18 1.514(5) . ?
C13 C14 1.441(6) . ?
C13 C19 1.504(5) . ?
C14 C15 1.394(6) . ?
C14 C20 1.516(5) . ?
C15 C16 1.451(5) . ?
C15 C21 1.503(5) . ?
C16 C22 1.507(5) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
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 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
N3 O12 1.232(4) . ?
N3 O13 1.238(4) . ?
N3 O11 1.275(4) . ?
O21 H21 0.84(3) . ?
O21 H22 0.86(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
N1 Ru1 N2 73.66(12) . . ?
N1 Ru1 C13 115.58(13) . . ?
N2 Ru1 C13 90.65(13) . . ?
N1 Ru1 C12 92.99(13) . . ?
N2 Ru1 C12 114.62(14) . . ?
C13 Ru1 C12 38.23(15) . . ?
N1 Ru1 C16 124.98(12) . . ?
N2 Ru1 C16 161.35(13) . . ?
C13 Ru1 C16 80.57(13) . . ?
C12 Ru1 C16 67.45(14) . . ?
N1 Ru1 C15 162.77(12) . . ?
N2 Ru1 C15 123.58(13) . . ?
C13 Ru1 C15 67.82(13) . . ?
C12 Ru1 C15 80.04(14) . . ?
C16 Ru1 C15 37.79(13) . . ?
N1 Ru1 C11 98.17(12) . . ?
N2 Ru1 C11 151.79(14) . . ?
C13 Ru1 C11 68.17(14) . . ?
C12 Ru1 C11 37.70(13) . . ?
C16 Ru1 C11 36.39(13) . . ?
C15 Ru1 C11 66.73(13) . . ?
N1 Ru1 C14 152.86(16) . . ?
N2 Ru1 C14 96.50(15) . . ?
C13 Ru1 C14 37.98(16) . . ?
C12 Ru1 C14 67.71(14) . . ?
C16 Ru1 C14 66.54(16) . . ?
C15 Ru1 C14 36.18(16) . . ?
C11 Ru1 C14 78.45(13) . . ?
N1 Ru1 Cl1 87.95(9) . . ?
N2 Ru1 Cl1 90.91(9) . . ?
C13 Ru1 Cl1 155.83(11) . . ?
C12 Ru1 Cl1 153.66(11) . . ?
C16 Ru1 Cl1 90.57(10) . . ?
C15 Ru1 Cl1 91.44(10) . . ?
C11 Ru1 Cl1 116.14(11) . . ?
C14 Ru1 Cl1 117.93(13) . . ?
C1 N1 O1 114.9(3) . . ?
C1 N1 Ru1 119.3(2) . . ?
O1 N1 Ru1 125.4(2) . . ?
C2 N2 O2 115.5(3) . . ?
C2 N2 Ru1 119.9(3) . . ?
O2 N2 Ru1 124.0(2) . . ?
N1 O1 H1 109.5 . . ?
N2 O2 H2 109.5 . . ?
N1 C1 C2 113.7(3) . . ?
N1 C1 C3 122.9(3) . . ?
C2 C1 C3 123.4(3) . . ?
N2 C2 C1 112.4(3) . . ?
N2 C2 C4 124.9(3) . . ?
C1 C2 C4 122.7(3) . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C16 C11 C12 120.0(4) . . ?
C16 C11 C17 121.6(3) . . ?
C12 C11 C17 118.3(3) . . ?
C16 C11 Ru1 71.4(2) . . ?
C12 C11 Ru1 68.6(2) . . ?
C17 C11 Ru1 133.4(3) . . ?
C13 C12 C11 120.3(3) . . ?
C13 C12 C18 120.9(3) . . ?
C11 C12 C18 118.9(4) . . ?
C13 C12 Ru1 70.6(2) . . ?
C11 C12 Ru1 73.7(2) . . ?
C18 C12 Ru1 128.5(3) . . ?
C12 C13 C14 118.9(3) . . ?
C12 C13 C19 119.9(4) . . ?
C14 C13 C19 121.3(4) . . ?
C12 C13 Ru1 71.2(2) . . ?
C14 C13 Ru1 73.9(2) . . ?
C19 C13 Ru1 126.0(3) . . ?
C15 C14 C13 120.6(3) . . ?
C15 C14 C20 119.1(4) . . ?
C13 C14 C20 120.3(4) . . ?
C15 C14 Ru1 71.5(2) . . ?
C13 C14 Ru1 68.16(19) . . ?
C20 C14 Ru1 133.9(3) . . ?
C14 C15 C16 119.9(3) . . ?
C14 C15 C21 120.1(3) . . ?
C16 C15 C21 120.0(3) . . ?
C14 C15 Ru1 72.3(2) . . ?
C16 C15 Ru1 71.1(2) . . ?
C21 C15 Ru1 130.0(3) . . ?
C11 C16 C15 119.9(3) . . ?
C11 C16 C22 120.2(3) . . ?
C15 C16 C22 119.9(3) . . ?
C11 C16 Ru1 72.2(2) . . ?
C15 C16 Ru1 71.1(2) . . ?
C22 C16 Ru1 130.1(2) . . ?
C11 C17 H17A 109.5 . . ?
C11 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C11 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C12 C18 H18A 109.5 . . ?
C12 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C12 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C13 C19 H19A 109.5 . . ?
C13 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C13 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C14 C20 H20A 109.5 . . ?
C14 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C14 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C15 C21 H21A 109.5 . . ?
C15 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C15 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C16 C22 H22A 109.5 . . ?
C16 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C16 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O12 N3 O13 121.8(3) . . ?
O12 N3 O11 118.5(3) . . ?
O13 N3 O11 119.7(3) . . ?
H21 O21 H22 115(6) . . ?

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
O1 H1 N3 0.84 2.54 3.304(4) 151.0 .
O1 H1 O11 0.84 1.74 2.574(3) 173.6 .
O1 H1 O13 0.84 2.65 3.201(4) 124.0 .
O2 H2 O21 0.84 1.72 2.545(4) 164.8 3_565
C4 H4A O13 0.98 2.54 3.488(5) 163.8 4
C4 H4B O2 0.98 2.65 3.492(5) 144.1 3_465
O21 H21 Cl1 0.84(3) 2.61(5) 3.213(3) 130(5) .
O21 H21 O13 0.84(3) 2.28(5) 2.866(5) 127(5) .
O21 H22 Cl1 0.86(3) 2.33(4) 3.111(4) 151(5) 3_465

_refine_diff_density_max         0.435
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.066

####################################################################### 
# 
# 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_4H
_database_code_depnum_ccdc_archive 'CCDC 2241208'
loop_
_audit_author_name
_audit_author_address
'Stefano Zacchini'
;Universita di Bologna
Italy
;
_audit_update_record             
;
2023-02-10 deposited with the CCDC.	2023-03-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H28 Cl N2 O3.50 Ru'
_chemical_formula_weight         440.92

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'
Cl Cl 0.1484 0.1585 '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'
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                   15.4589(10)
_cell_length_b                   13.1592(8)
_cell_length_c                   17.7332(11)
_cell_angle_alpha                90
_cell_angle_beta                 98.356(2)
_cell_angle_gamma                90
_cell_volume                     3569.1(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9669
_cell_measurement_theta_min      2.4425
_cell_measurement_theta_max      29.652

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.641
_exptl_crystal_F_000             1816
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    1.047
_shelx_estimated_absorpt_T_min   0.802
_shelx_estimated_absorpt_T_max   0.859
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.5477
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_process_details   
; 
 Data were corrected for Lorentz polarization and absorption
 effects (empirical absorption correction SADABS).
 R(int) =  0.1403 (selected reflections only, before parameter refinement)
 R(int) =  0.0609 (selected reflections only, after parameter refinement)
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'PHOTONII area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            59880
_diffrn_reflns_av_unetI/netI     0.0228
_diffrn_reflns_av_R_equivalents  0.0508
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.934
_diffrn_reflns_theta_max         25.398
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             6515
_reflns_number_gt                5946
_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       'APEX3 (Bruker AXS, 2015)'
_computing_cell_refinement       'APEX3 (Bruker AXS, 2015)'
_computing_data_reduction        'SAINT (Bruker AXS, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEPIII (Johnson, 1996)'
_computing_publication_material  'XCIF 2014/2 (Bruker AXS, 2014)'
_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)+(0.0122P)²+3.8388P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6515
_refine_ls_number_parameters     464
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0238
_refine_ls_R_factor_gt           0.0195
_refine_ls_wR_factor_ref         0.0468
_refine_ls_wR_factor_gt          0.0455
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_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 0.50991(2) 0.77420(2) 0.61134(2) 0.00838(5) Uani 1 1 d . . . . .
Cl1 Cl 0.52759(3) 0.73983(4) 0.74615(3) 0.01506(10) Uani 1 1 d . . . . .
N1 N 0.44565(10) 0.63786(12) 0.59780(9) 0.0110(3) Uani 1 1 d . . . . .
N2 N 0.60628(10) 0.66892(12) 0.60708(9) 0.0103(3) Uani 1 1 d . . . . .
O1 O 0.35469(9) 0.62528(11) 0.58639(9) 0.0169(3) Uani 1 1 d D . . . .
H1 H 0.3401(16) 0.6519(18) 0.6243(11) 0.025 Uiso 1 1 d D U . . .
O2 O 0.68824(8) 0.69316(10) 0.60781(8) 0.0147(3) Uani 1 1 d . . . . .
C1 C 0.49138(12) 0.55512(14) 0.59933(11) 0.0109(4) Uani 1 1 d . . . . .
C2 C 0.58459(12) 0.57236(14) 0.60651(11) 0.0111(4) Uani 1 1 d . . . . .
C3 C 0.45395(13) 0.45043(15) 0.59185(12) 0.0155(4) Uani 1 1 d . . . . .
H3A H 0.3902 0.4545 0.5789 0.023 Uiso 1 1 calc R U . . .
H3B H 0.4689 0.4141 0.6402 0.023 Uiso 1 1 calc R U . . .
H3C H 0.4781 0.4139 0.5515 0.023 Uiso 1 1 calc R U . . .
C4 C 0.65136(13) 0.49045(15) 0.61002(12) 0.0168(4) Uani 1 1 d . . . . .
H4A H 0.6633 0.4752 0.5584 0.025 Uiso 1 1 calc R U . . .
H4B H 0.6294 0.4292 0.6324 0.025 Uiso 1 1 calc R U . . .
H4C H 0.7053 0.5129 0.6415 0.025 Uiso 1 1 calc R U . . .
C11 C 0.58453(13) 0.90768(14) 0.57578(11) 0.0128(4) Uani 1 1 d . . . . .
C12 C 0.53983(13) 0.93876(14) 0.63552(11) 0.0131(4) Uani 1 1 d . . . . .
C13 C 0.44625(13) 0.92444(14) 0.62935(11) 0.0133(4) Uani 1 1 d . . . . .
C14 C 0.39988(13) 0.87903(15) 0.56410(11) 0.0138(4) Uani 1 1 d . . . . .
C15 C 0.44624(13) 0.84105(14) 0.50515(11) 0.0129(4) Uani 1 1 d . . . . .
C16 C 0.53834(13) 0.85618(14) 0.51048(11) 0.0128(4) Uani 1 1 d . . . . .
C17 C 0.68181(13) 0.92477(16) 0.58216(13) 0.0179(4) Uani 1 1 d . . . . .
H17A H 0.6932 0.9962 0.5713 0.027 Uiso 1 1 calc R U . . .
H17B H 0.7059 0.8813 0.5454 0.027 Uiso 1 1 calc R U . . .
H17C H 0.7096 0.9080 0.6339 0.027 Uiso 1 1 calc R U . . .
C18 C 0.58862(14) 0.98721(16) 0.70608(12) 0.0186(4) Uani 1 1 d . . . . .
H18A H 0.6071 0.9346 0.7441 0.028 Uiso 1 1 calc R U . . .
H18B H 0.5503 1.0358 0.7270 0.028 Uiso 1 1 calc R U . . .
H18C H 0.6402 1.0228 0.6931 0.028 Uiso 1 1 calc R U . . .
C19 C 0.40025(14) 0.95854(16) 0.69444(12) 0.0186(4) Uani 1 1 d . . . . .
H19A H 0.3973 1.0329 0.6951 0.028 Uiso 1 1 calc R U . . .
H19B H 0.4327 0.9343 0.7427 0.028 Uiso 1 1 calc R U . . .
H19C H 0.3409 0.9305 0.6878 0.028 Uiso 1 1 calc R U . . .
C20 C 0.30187(13) 0.86946(17) 0.55712(12) 0.0205(5) Uani 1 1 d . . . . .
H20A H 0.2866 0.8288 0.5996 0.031 Uiso 1 1 calc R U . . .
H20B H 0.2794 0.8362 0.5088 0.031 Uiso 1 1 calc R U . . .
H20C H 0.2758 0.9372 0.5585 0.031 Uiso 1 1 calc R U . . .
C21 C 0.39483(14) 0.78682(16) 0.43775(12) 0.0190(4) Uani 1 1 d . . . . .
H21A H 0.3577 0.8358 0.4065 0.029 Uiso 1 1 calc R U . . .
H21B H 0.3582 0.7342 0.4561 0.029 Uiso 1 1 calc R U . . .
H21C H 0.4354 0.7554 0.4070 0.029 Uiso 1 1 calc R U . . .
C22 C 0.59020(14) 0.81976(16) 0.44983(12) 0.0188(4) Uani 1 1 d . . . . .
H22A H 0.6203 0.8775 0.4304 0.028 Uiso 1 1 calc R U . . .
H22B H 0.5506 0.7888 0.4080 0.028 Uiso 1 1 calc R U . . .
H22C H 0.6333 0.7694 0.4718 0.028 Uiso 1 1 calc R U . . .
Ru2 Ru 0.97127(2) 0.78539(2) 0.87872(2) 0.00837(5) Uani 1 1 d . . . . .
Cl2 Cl 0.98518(3) 0.76949(4) 0.74472(3) 0.01484(10) Uani 1 1 d . . . . .
N3 N 0.89513(10) 0.65737(12) 0.86660(9) 0.0123(3) Uani 1 1 d . . . . .
N4 N 1.05902(10) 0.66765(12) 0.89805(9) 0.0122(3) Uani 1 1 d . . . . .
O3 O 0.80402(9) 0.65517(11) 0.85360(9) 0.0177(3) Uani 1 1 d D . . . .
H3 H 0.7913(17) 0.6944(17) 0.8184(12) 0.027 Uiso 1 1 d D U . . .
O4 O 1.14323(9) 0.68190(11) 0.91336(8) 0.0172(3) Uani 1 1 d . . . . .
C31 C 0.93289(13) 0.56944(14) 0.87658(11) 0.0125(4) Uani 1 1 d . . . . .
C32 C 1.02711(13) 0.57461(14) 0.89530(11) 0.0124(4) Uani 1 1 d . . . . .
C33 C 0.88524(14) 0.47068(15) 0.86974(12) 0.0180(4) Uani 1 1 d . . . . .
H33A H 0.8784 0.4459 0.9207 0.027 Uiso 1 1 calc R U . . .
H33B H 0.9185 0.4210 0.8444 0.027 Uiso 1 1 calc R U . . .
H33C H 0.8275 0.4802 0.8396 0.027 Uiso 1 1 calc R U . . .
C34 C 1.08372(14) 0.48314(15) 0.91106(13) 0.0199(5) Uani 1 1 d . . . . .
H34A H 1.1452 0.5039 0.9193 0.030 Uiso 1 1 calc R U . . .
H34B H 1.0736 0.4367 0.8675 0.030 Uiso 1 1 calc R U . . .
H34C H 1.0696 0.4487 0.9567 0.030 Uiso 1 1 calc R U . . .
C41 C 1.05627(13) 0.90273(14) 0.94536(11) 0.0116(4) Uani 1 1 d . . . . .
C42 C 1.00771(13) 0.84355(14) 0.99300(11) 0.0118(4) Uani 1 1 d . . . . .
C43 C 0.91460(13) 0.83921(14) 0.97699(11) 0.0126(4) Uani 1 1 d . . . . .
C44 C 0.86994(13) 0.89282(14) 0.91190(12) 0.0132(4) Uani 1 1 d . . . . .
C45 C 0.91775(13) 0.94591(14) 0.86288(11) 0.0128(4) Uani 1 1 d . . . . .
C46 C 1.01229(13) 0.94817(14) 0.87876(11) 0.0127(4) Uani 1 1 d . . . . .
C47 C 1.15420(13) 0.91214(15) 0.96486(12) 0.0170(4) Uani 1 1 d . . . . .
H47A H 1.1824 0.8602 0.9372 0.026 Uiso 1 1 calc R U . . .
H47B H 1.1712 0.9026 1.0198 0.026 Uiso 1 1 calc R U . . .
H47C H 1.1726 0.9797 0.9502 0.026 Uiso 1 1 calc R U . . .
C48 C 1.05743(14) 0.78550(15) 1.05884(12) 0.0173(4) Uani 1 1 d . . . . .
H48A H 1.0726 0.8314 1.1023 0.026 Uiso 1 1 calc R U . . .
H48B H 1.1110 0.7575 1.0436 0.026 Uiso 1 1 calc R U . . .
H48C H 1.0210 0.7300 1.0734 0.026 Uiso 1 1 calc R U . . .
C49 C 0.86100(14) 0.78113(16) 1.02727(13) 0.0191(4) Uani 1 1 d . . . . .
H49A H 0.8169 0.8263 1.0437 0.029 Uiso 1 1 calc R U . . .
H49B H 0.8994 0.7554 1.0721 0.029 Uiso 1 1 calc R U . . .
H49C H 0.8319 0.7239 0.9987 0.029 Uiso 1 1 calc R U . . .
C50 C 0.77156(13) 0.89109(16) 0.89533(13) 0.0197(5) Uani 1 1 d . . . . .
H50A H 0.7482 0.9550 0.9124 0.030 Uiso 1 1 calc R U . . .
H50B H 0.7492 0.8341 0.9224 0.030 Uiso 1 1 calc R U . . .
H50C H 0.7532 0.8830 0.8404 0.030 Uiso 1 1 calc R U . . .
C51 C 0.87064(14) 1.00116(16) 0.79450(12) 0.0197(5) Uani 1 1 d . . . . .
H51A H 0.8518 0.9522 0.7538 0.030 Uiso 1 1 calc R U . . .
H51B H 0.9101 1.0510 0.7766 0.030 Uiso 1 1 calc R U . . .
H51C H 0.8194 1.0361 0.8087 0.030 Uiso 1 1 calc R U . . .
C52 C 1.06376(14) 1.00000(15) 0.82395(12) 0.0187(4) Uani 1 1 d . . . . .
H52A H 1.0696 1.0724 0.8365 0.028 Uiso 1 1 calc R U . . .
H52B H 1.0332 0.9921 0.7719 0.028 Uiso 1 1 calc R U . . .
H52C H 1.1219 0.9692 0.8278 0.028 Uiso 1 1 calc R U . . .
O11 O 0.77859(11) 0.77025(12) 0.73314(9) 0.0244(3) Uani 1 1 d D . . . .
H110 H 0.7450(16) 0.746(2) 0.6958(13) 0.037 Uiso 1 1 d D U . . .
H111 H 0.8300(12) 0.770(2) 0.7241(16) 0.037 Uiso 1 1 d D U . . .
O12 O 0.32047(11) 0.70562(14) 0.71336(10) 0.0292(4) Uani 1 1 d D . . . .
H120 H 0.3678(14) 0.725(2) 0.7348(16) 0.044 Uiso 1 1 d D U . . .
H121 H 0.2820(16) 0.725(2) 0.7375(15) 0.044 Uiso 1 1 d D U . . .
O13 O 0.19587(11) 0.77618(15) 0.79059(10) 0.0313(4) Uani 1 1 d D . . . .
H130 H 0.1472(14) 0.780(2) 0.7644(16) 0.047 Uiso 1 1 d D U . . .
H131 H 0.187(2) 0.741(2) 0.8274(14) 0.047 Uiso 1 1 d 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 N2 2.0438(16) . ?
Ru1 N1 2.0479(16) . ?
Ru1 C15 2.1794(19) . ?
Ru1 C16 2.1873(19) . ?
Ru1 C11 2.2416(19) . ?
Ru1 C12 2.2425(19) . ?
Ru1 C13 2.2518(19) . ?
Ru1 C14 2.2547(19) . ?
Ru1 Cl1 2.4093(5) . ?
N1 C1 1.296(2) . ?
N1 O1 1.401(2) . ?
N2 O2 1.305(2) . ?
N2 C2 1.314(2) . ?
O1 H1 0.819(16) . ?
C1 C2 1.446(3) . ?
C1 C3 1.493(3) . ?
C2 C4 1.487(3) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C11 C12 1.407(3) . ?
C11 C16 1.439(3) . ?
C11 C17 1.509(3) . ?
C12 C13 1.447(3) . ?
C12 C18 1.506(3) . ?
C13 C14 1.403(3) . ?
C13 C19 1.509(3) . ?
C14 C15 1.440(3) . ?
C14 C20 1.507(3) . ?
C15 C16 1.427(3) . ?
C15 C21 1.514(3) . ?
C16 C22 1.510(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
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 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
Ru2 N3 2.0484(16) . ?
Ru2 N4 2.0550(16) . ?
Ru2 C42 2.1629(19) . ?
Ru2 C43 2.1793(19) . ?
Ru2 C46 2.2338(19) . ?
Ru2 C41 2.2486(19) . ?
Ru2 C44 2.2508(19) . ?
Ru2 C45 2.2711(19) . ?
Ru2 Cl2 2.4259(5) . ?
N3 C31 1.296(3) . ?
N3 O3 1.394(2) . ?
N4 O4 1.304(2) . ?
N4 C32 1.318(3) . ?
O3 H3 0.812(16) . ?
C31 C32 1.448(3) . ?
C31 C33 1.490(3) . ?
C32 C34 1.491(3) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C41 C46 1.408(3) . ?
C41 C42 1.438(3) . ?
C41 C47 1.508(3) . ?
C42 C43 1.427(3) . ?
C42 C48 1.509(3) . ?
C43 C44 1.440(3) . ?
C43 C49 1.510(3) . ?
C44 C45 1.406(3) . ?
C44 C50 1.507(3) . ?
C45 C46 1.448(3) . ?
C45 C51 1.508(3) . ?
C46 C52 1.506(3) . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
O11 H110 0.842(17) . ?
O11 H111 0.833(17) . ?
O12 H120 0.816(17) . ?
O12 H121 0.823(18) . ?
O13 H130 0.826(17) . ?
O13 H131 0.825(17) . ?

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 75.26(6) . . ?
N2 Ru1 C15 118.80(7) . . ?
N1 Ru1 C15 95.84(7) . . ?
N2 Ru1 C16 94.01(7) . . ?
N1 Ru1 C16 119.20(7) . . ?
C15 Ru1 C16 38.15(7) . . ?
N2 Ru1 C11 96.50(7) . . ?
N1 Ru1 C11 156.09(7) . . ?
C15 Ru1 C11 68.10(7) . . ?
C16 Ru1 C11 37.89(7) . . ?
N2 Ru1 C12 122.04(7) . . ?
N1 Ru1 C12 162.06(7) . . ?
C15 Ru1 C12 80.22(7) . . ?
C16 Ru1 C12 67.66(7) . . ?
C11 Ru1 C12 36.58(7) . . ?
N2 Ru1 C13 159.45(7) . . ?
N1 Ru1 C13 124.84(7) . . ?
C15 Ru1 C13 67.44(7) . . ?
C16 Ru1 C13 80.03(7) . . ?
C11 Ru1 C13 66.76(7) . . ?
C12 Ru1 C13 37.57(7) . . ?
N2 Ru1 C14 156.29(7) . . ?
N1 Ru1 C14 99.53(7) . . ?
C15 Ru1 C14 37.86(7) . . ?
C16 Ru1 C14 67.97(7) . . ?
C11 Ru1 C14 78.90(7) . . ?
C12 Ru1 C14 66.66(7) . . ?
C13 Ru1 C14 36.28(7) . . ?
N2 Ru1 Cl1 86.06(5) . . ?
N1 Ru1 Cl1 86.27(5) . . ?
C15 Ru1 Cl1 154.82(5) . . ?
C16 Ru1 Cl1 153.73(5) . . ?
C11 Ru1 Cl1 115.94(5) . . ?
C12 Ru1 Cl1 90.06(5) . . ?
C13 Ru1 Cl1 90.74(5) . . ?
C14 Ru1 Cl1 117.01(5) . . ?
C1 N1 O1 115.88(15) . . ?
C1 N1 Ru1 118.66(13) . . ?
O1 N1 Ru1 125.45(11) . . ?
O2 N2 C2 118.87(16) . . ?
O2 N2 Ru1 123.08(12) . . ?
C2 N2 Ru1 117.99(13) . . ?
N1 O1 H1 102.8(18) . . ?
N1 C1 C2 113.80(17) . . ?
N1 C1 C3 124.76(18) . . ?
C2 C1 C3 121.41(17) . . ?
N2 C2 C1 113.72(17) . . ?
N2 C2 C4 121.72(17) . . ?
C1 C2 C4 124.51(17) . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C12 C11 C16 120.15(18) . . ?
C12 C11 C17 119.57(18) . . ?
C16 C11 C17 120.22(18) . . ?
C12 C11 Ru1 71.75(11) . . ?
C16 C11 Ru1 69.01(11) . . ?
C17 C11 Ru1 130.08(13) . . ?
C11 C12 C13 120.01(18) . . ?
C11 C12 C18 120.49(18) . . ?
C13 C12 C18 119.50(18) . . ?
C11 C12 Ru1 71.68(11) . . ?
C13 C12 Ru1 71.56(11) . . ?
C18 C12 Ru1 129.22(14) . . ?
C14 C13 C12 120.20(18) . . ?
C14 C13 C19 121.08(18) . . ?
C12 C13 C19 118.71(18) . . ?
C14 C13 Ru1 71.97(11) . . ?
C12 C13 Ru1 70.87(11) . . ?
C19 C13 Ru1 129.32(14) . . ?
C13 C14 C15 119.86(18) . . ?
C13 C14 C20 119.36(18) . . ?
C15 C14 C20 120.78(18) . . ?
C13 C14 Ru1 71.75(11) . . ?
C15 C14 Ru1 68.24(11) . . ?
C20 C14 Ru1 132.41(14) . . ?
C16 C15 C14 120.04(18) . . ?
C16 C15 C21 121.47(18) . . ?
C14 C15 C21 118.49(18) . . ?
C16 C15 Ru1 71.23(11) . . ?
C14 C15 Ru1 73.91(11) . . ?
C21 C15 Ru1 127.67(13) . . ?
C15 C16 C11 119.51(18) . . ?
C15 C16 C22 122.45(18) . . ?
C11 C16 C22 118.04(18) . . ?
C15 C16 Ru1 70.62(11) . . ?
C11 C16 Ru1 73.10(11) . . ?
C22 C16 Ru1 128.06(13) . . ?
C11 C17 H17A 109.5 . . ?
C11 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C11 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C12 C18 H18A 109.5 . . ?
C12 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C12 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C13 C19 H19A 109.5 . . ?
C13 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C13 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C14 C20 H20A 109.5 . . ?
C14 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C14 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C15 C21 H21A 109.5 . . ?
C15 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C15 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C16 C22 H22A 109.5 . . ?
C16 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C16 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N3 Ru2 N4 75.69(6) . . ?
N3 Ru2 C42 117.18(7) . . ?
N4 Ru2 C42 91.99(7) . . ?
N3 Ru2 C43 93.41(7) . . ?
N4 Ru2 C43 116.36(7) . . ?
C42 Ru2 C43 38.38(7) . . ?
N3 Ru2 C46 161.33(7) . . ?
N4 Ru2 C46 122.85(7) . . ?
C42 Ru2 C46 67.99(7) . . ?
C43 Ru2 C46 80.52(7) . . ?
N3 Ru2 C41 154.54(7) . . ?
N4 Ru2 C41 96.25(7) . . ?
C42 Ru2 C41 37.99(7) . . ?
C43 Ru2 C41 68.21(7) . . ?
C46 Ru2 C41 36.60(7) . . ?
N3 Ru2 C44 97.63(7) . . ?
N4 Ru2 C44 153.84(7) . . ?
C42 Ru2 C44 68.24(7) . . ?
C43 Ru2 C44 37.91(7) . . ?
C46 Ru2 C44 66.80(7) . . ?
C41 Ru2 C44 78.88(7) . . ?
N3 Ru2 C45 123.95(7) . . ?
N4 Ru2 C45 160.33(7) . . ?
C42 Ru2 C45 80.06(7) . . ?
C43 Ru2 C45 67.36(7) . . ?
C46 Ru2 C45 37.49(7) . . ?
C41 Ru2 C45 66.48(7) . . ?
C44 Ru2 C45 36.23(7) . . ?
N3 Ru2 Cl2 87.57(5) . . ?
N4 Ru2 Cl2 87.02(5) . . ?
C42 Ru2 Cl2 154.19(5) . . ?
C43 Ru2 Cl2 156.12(5) . . ?
C46 Ru2 Cl2 91.00(5) . . ?
C41 Ru2 Cl2 116.48(5) . . ?
C44 Ru2 Cl2 118.32(5) . . ?
C45 Ru2 Cl2 92.39(5) . . ?
C31 N3 O3 115.35(16) . . ?
C31 N3 Ru2 118.63(13) . . ?
O3 N3 Ru2 125.86(12) . . ?
O4 N4 C32 119.88(16) . . ?
O4 N4 Ru2 122.75(12) . . ?
C32 N4 Ru2 117.36(13) . . ?
N3 O3 H3 103.9(19) . . ?
N3 C31 C32 114.05(17) . . ?
N3 C31 C33 124.04(18) . . ?
C32 C31 C33 121.91(17) . . ?
N4 C32 C31 114.25(17) . . ?
N4 C32 C34 122.46(18) . . ?
C31 C32 C34 123.29(18) . . ?
C31 C33 H33A 109.5 . . ?
C31 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C31 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C46 C41 C42 119.55(18) . . ?
C46 C41 C47 120.25(18) . . ?
C42 C41 C47 120.14(18) . . ?
C46 C41 Ru2 71.13(11) . . ?
C42 C41 Ru2 67.78(10) . . ?
C47 C41 Ru2 131.86(13) . . ?
C43 C42 C41 120.15(18) . . ?
C43 C42 C48 121.28(18) . . ?
C41 C42 C48 118.56(17) . . ?
C43 C42 Ru2 71.43(11) . . ?
C41 C42 Ru2 74.23(11) . . ?
C48 C42 Ru2 125.44(13) . . ?
C42 C43 C44 119.47(18) . . ?
C42 C43 C49 121.79(18) . . ?
C44 C43 C49 118.73(18) . . ?
C42 C43 Ru2 70.19(11) . . ?
C44 C43 Ru2 73.74(11) . . ?
C49 C43 Ru2 128.79(13) . . ?
C45 C44 C43 120.33(18) . . ?
C45 C44 C50 119.57(18) . . ?
C43 C44 C50 120.10(18) . . ?
C45 C44 Ru2 72.67(11) . . ?
C43 C44 Ru2 68.35(10) . . ?
C50 C44 Ru2 131.35(14) . . ?
C44 C45 C46 119.76(18) . . ?
C44 C45 C51 120.07(18) . . ?
C46 C45 C51 120.17(18) . . ?
C44 C45 Ru2 71.10(11) . . ?
C46 C45 Ru2 69.86(10) . . ?
C51 C45 Ru2 132.28(14) . . ?
C41 C46 C45 120.35(18) . . ?
C41 C46 C52 119.86(18) . . ?
C45 C46 C52 119.79(18) . . ?
C41 C46 Ru2 72.27(11) . . ?
C45 C46 Ru2 72.65(11) . . ?
C52 C46 Ru2 127.64(13) . . ?
C41 C47 H47A 109.5 . . ?
C41 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C41 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C42 C48 H48A 109.5 . . ?
C42 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C42 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C43 C49 H49A 109.5 . . ?
C43 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C43 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C44 C50 H50A 109.5 . . ?
C44 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C44 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C45 C51 H51A 109.5 . . ?
C45 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
C45 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C46 C52 H52A 109.5 . . ?
C46 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C46 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
H110 O11 H111 110(3) . . ?
H120 O12 H121 109(3) . . ?
H130 O13 H131 104(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
O1 H1 O12 0.819(16) 1.795(17) 2.610(2) 173(3) .
O3 H3 O11 0.812(16) 1.799(17) 2.601(2) 170(3) .
O11 H110 N2 0.842(17) 2.669(18) 3.484(2) 163(2) .
O11 H110 O2 0.842(17) 1.814(18) 2.649(2) 171(3) .
O11 H111 Cl2 0.833(17) 2.374(19) 3.1703(17) 160(3) .
O12 H120 Cl1 0.816(17) 2.46(2) 3.2018(18) 152(3) .
O12 H121 O13 0.823(18) 1.864(18) 2.686(2) 177(3) .
O13 H130 Cl2 0.826(17) 2.48(2) 3.2416(18) 153(3) 1_455
O13 H131 N4 0.825(17) 2.67(2) 3.364(2) 142(3) 1_455
O13 H131 O4 0.825(17) 1.922(19) 2.731(2) 166(3) 1_455

_refine_diff_density_max         0.401
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.072

