# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 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_1a
_database_code_depnum_ccdc_archive 'CCDC 1834714'
_audit_update_record             
;
2018-04-04 deposited with the CCDC.
2018-10-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        1a
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H26 N O5 Ru'
_chemical_formula_weight         473.50

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'
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                   8.3726(2)
_cell_length_b                   12.5886(4)
_cell_length_c                   20.3571(6)
_cell_angle_alpha                90
_cell_angle_beta                 99.644(3)
_cell_angle_gamma                90
_cell_volume                     2115.32(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    23539
_cell_measurement_theta_min      2.2270
_cell_measurement_theta_max      30.9060

_exptl_crystal_description       block
_exptl_crystal_colour            grey
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.487
_exptl_crystal_F_000             972
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.365
_exptl_crystal_size_mid          0.325
_exptl_crystal_size_min          0.102
_exptl_absorpt_coefficient_mu    0.771
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.51246
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   'NUMABS (Rigaku, 1999)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku Saturn724+'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8861
_diffrn_reflns_av_unetI/netI     0.0382
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.910
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        24.998
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             3685
_reflns_number_gt                3393
_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       'CrystalClear-SM Expert 2.1 b28 (Rigaku, 2013)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b28'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b28'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ORTEP
_computing_publication_material  ORTEP
_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)+(0.0624P)²] 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         3685
_refine_ls_number_parameters     259
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0380
_refine_ls_R_factor_gt           0.0290
_refine_ls_wR_factor_ref         0.1102
_refine_ls_wR_factor_gt          0.0883
_refine_ls_goodness_of_fit_ref   1.277
_refine_ls_restrained_S_all      1.277
_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 0.67789(3) 0.52623(2) 0.32206(2) 0.01427(13) Uani 1 1 d . . . . .
O4 O 0.6112(2) 0.57897(14) 0.40714(10) 0.0172(4) Uani 1 1 d . . . . .
O2 O 0.9027(3) 0.50622(16) 0.37488(11) 0.0180(5) Uani 1 1 d . . . . .
O1 O 0.7427(3) 0.45814(16) 0.24230(12) 0.0216(5) Uani 1 1 d . . . . .
O5 O 0.4535(3) 0.54448(15) 0.27067(12) 0.0189(5) Uani 1 1 d . . . . .
O3 O 0.6060(2) 0.37719(15) 0.34525(11) 0.0195(5) Uani 1 1 d . . . . .
N1 N 0.7402(3) 0.67280(18) 0.29504(13) 0.0170(5) Uani 1 1 d . . . . .
C2 C 0.7726(4) 0.5093(3) 0.19106(17) 0.0225(7) Uani 1 1 d . . . . .
C14 C 0.3439(3) 0.6279(2) 0.35835(16) 0.0205(7) Uani 1 1 d . . . . .
H14 H 0.252026 0.662727 0.367338 0.025 Uiso 1 1 calc R U . . .
C20 C 0.9535(3) 0.4190(2) 0.40424(15) 0.0165(6) Uani 1 1 d . . . . .
C15 C 0.3363(3) 0.5890(2) 0.29414(15) 0.0181(6) Uani 1 1 d . . . . .
C13 C 0.4736(3) 0.6208(2) 0.41090(16) 0.0188(6) Uani 1 1 d . . . . .
C21 C 1.1231(4) 0.4229(2) 0.44219(16) 0.0218(7) Uani 1 1 d . . . . .
H21A H 1.194586 0.449556 0.413772 0.033 Uiso 1 1 calc R U . . .
H21B H 1.156534 0.352811 0.457118 0.033 Uiso 1 1 calc R U . . .
H21C H 1.126678 0.468994 0.479999 0.033 Uiso 1 1 calc R U . . .
C1 C 0.8083(4) 0.4390(3) 0.13497(18) 0.0325(8) Uani 1 1 d . . . . .
H1A H 0.915056 0.409585 0.146575 0.049 Uiso 1 1 calc R U . . .
H1B H 0.802119 0.480356 0.094998 0.049 Uiso 1 1 calc R U . . .
H1C H 0.730282 0.382524 0.127756 0.049 Uiso 1 1 calc R U . . .
C16 C 0.1788(4) 0.5976(3) 0.24644(17) 0.0265(7) Uani 1 1 d . . . . .
H16A H 0.162658 0.669823 0.231642 0.040 Uiso 1 1 calc R U . . .
H16B H 0.091257 0.576268 0.268497 0.040 Uiso 1 1 calc R U . . .
H16C H 0.182069 0.552296 0.208763 0.040 Uiso 1 1 calc R U . . .
C9 C 0.7455(4) 0.9160(2) 0.43828(17) 0.0288(8) Uani 1 1 d . . . . .
H9 H 0.746567 0.969082 0.470132 0.035 Uiso 1 1 calc R U . . .
C3 C 0.7808(4) 0.6182(3) 0.18524(16) 0.0249(7) Uani 1 1 d . . . . .
H3 H 0.792164 0.643958 0.143441 0.030 Uiso 1 1 calc R U . . .
C4 C 0.7740(3) 0.6962(2) 0.23539(15) 0.0192(7) Uani 1 1 d . . . . .
C18 C 0.7008(3) 0.3080(2) 0.37604(15) 0.0174(6) Uani 1 1 d . . . . .
C10 C 0.6267(4) 0.9147(2) 0.38200(17) 0.0246(7) Uani 1 1 d . . . . .
H10 H 0.548800 0.968012 0.375859 0.030 Uiso 1 1 calc R U . . .
C17 C 0.6262(4) 0.2008(2) 0.38227(17) 0.0249(7) Uani 1 1 d . . . . .
H17A H 0.530283 0.208491 0.401897 0.037 Uiso 1 1 calc R U . . .
H17B H 0.702260 0.155999 0.409999 0.037 Uiso 1 1 calc R U . . .
H17C H 0.598392 0.169345 0.338901 0.037 Uiso 1 1 calc R U . . .
C19 C 0.8638(3) 0.3254(2) 0.40383(16) 0.0197(7) Uani 1 1 d . . . . .
H19 H 0.919063 0.267119 0.424616 0.024 Uiso 1 1 calc R U . . .
C7 C 0.8616(4) 0.7571(2) 0.40000(16) 0.0227(7) Uani 1 1 d . . . . .
H7 H 0.939500 0.703723 0.406325 0.027 Uiso 1 1 calc R U . . .
C8 C 0.8637(4) 0.8366(2) 0.44652(17) 0.0291(8) Uani 1 1 d . . . . .
H8 H 0.944773 0.837505 0.483846 0.035 Uiso 1 1 calc R U . . .
C12 C 0.4576(4) 0.6627(3) 0.47840(17) 0.0279(8) Uani 1 1 d . . . . .
H12A H 0.472178 0.605619 0.510137 0.042 Uiso 1 1 calc R U . . .
H12B H 0.351798 0.693030 0.476825 0.042 Uiso 1 1 calc R U . . .
H12C H 0.538367 0.716142 0.491485 0.042 Uiso 1 1 calc R U . . .
C5 C 0.8130(4) 0.8082(2) 0.21788(18) 0.0278(7) Uani 1 1 d . . . . .
H5A H 0.715186 0.843971 0.198492 0.042 Uiso 1 1 calc R U . . .
H5B H 0.886810 0.807056 0.186515 0.042 Uiso 1 1 calc R U . . .
H5C H 0.862003 0.845028 0.257454 0.042 Uiso 1 1 calc R U . . .
C11 C 0.6224(4) 0.8356(2) 0.33508(16) 0.0202(7) Uani 1 1 d . . . . .
H11 H 0.540426 0.834532 0.298104 0.024 Uiso 1 1 calc R U . . .
C6 C 0.7420(4) 0.7567(2) 0.34327(16) 0.0176(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 O1 1.990(2) . ?
Ru1 O5 2.005(2) . ?
Ru1 N1 2.019(2) . ?
Ru1 O4 2.019(2) . ?
Ru1 O2 2.021(2) . ?
Ru1 O3 2.0494(19) . ?
O4 C13 1.281(3) . ?
O2 C20 1.288(4) . ?
O1 C2 1.286(4) . ?
O5 C15 1.289(4) . ?
O3 C18 1.271(3) . ?
N1 C4 1.325(4) . ?
N1 C6 1.441(4) . ?
C2 C3 1.379(5) . ?
C2 C1 1.513(5) . ?
C14 C15 1.388(4) . ?
C14 C13 1.394(4) . ?
C14 H14 0.9300 . ?
C20 C19 1.397(4) . ?
C20 C21 1.499(4) . ?
C15 C16 1.505(4) . ?
C13 C12 1.498(4) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C9 C10 1.386(5) . ?
C9 C8 1.397(5) . ?
C9 H9 0.9300 . ?
C3 C4 1.424(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.504(4) . ?
C18 C19 1.404(4) . ?
C18 C17 1.502(4) . ?
C10 C11 1.376(4) . ?
C10 H10 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C19 H19 0.9300 . ?
C7 C8 1.376(4) . ?
C7 C6 1.396(4) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C11 C6 1.400(4) . ?
C11 H11 0.9300 . ?

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
O1 Ru1 O5 89.05(9) . . ?
O1 Ru1 N1 93.05(9) . . ?
O5 Ru1 N1 90.89(9) . . ?
O1 Ru1 O4 173.67(8) . . ?
O5 Ru1 O4 92.30(9) . . ?
N1 Ru1 O4 93.12(9) . . ?
O1 Ru1 O2 91.35(9) . . ?
O5 Ru1 O2 179.07(8) . . ?
N1 Ru1 O2 89.93(9) . . ?
O4 Ru1 O2 87.21(9) . . ?
O1 Ru1 O3 85.66(8) . . ?
O5 Ru1 O3 86.53(8) . . ?
N1 Ru1 O3 177.13(9) . . ?
O4 Ru1 O3 88.25(8) . . ?
O2 Ru1 O3 92.66(8) . . ?
C13 O4 Ru1 124.6(2) . . ?
C20 O2 Ru1 123.99(19) . . ?
C2 O1 Ru1 124.27(19) . . ?
C15 O5 Ru1 124.1(2) . . ?
C18 O3 Ru1 123.90(18) . . ?
C4 N1 C6 118.8(2) . . ?
C4 N1 Ru1 123.9(2) . . ?
C6 N1 Ru1 117.28(18) . . ?
O1 C2 C3 125.9(3) . . ?
O1 C2 C1 114.2(3) . . ?
C3 C2 C1 119.8(3) . . ?
C15 C14 C13 127.4(3) . . ?
C15 C14 H14 116.3 . . ?
C13 C14 H14 116.3 . . ?
O2 C20 C19 125.5(3) . . ?
O2 C20 C21 114.9(2) . . ?
C19 C20 C21 119.5(3) . . ?
O5 C15 C14 125.8(3) . . ?
O5 C15 C16 115.6(3) . . ?
C14 C15 C16 118.6(3) . . ?
O4 C13 C14 125.0(3) . . ?
O4 C13 C12 114.8(3) . . ?
C14 C13 C12 120.2(3) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C10 C9 C8 119.1(3) . . ?
C10 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
C2 C3 C4 127.9(3) . . ?
C2 C3 H3 116.0 . . ?
C4 C3 H3 116.0 . . ?
N1 C4 C3 123.0(3) . . ?
N1 C4 C5 120.9(3) . . ?
C3 C4 C5 116.1(3) . . ?
O3 C18 C19 125.2(3) . . ?
O3 C18 C17 115.0(3) . . ?
C19 C18 C17 119.7(3) . . ?
C11 C10 C9 121.0(3) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C18 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C18 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C20 C19 C18 128.2(3) . . ?
C20 C19 H19 115.9 . . ?
C18 C19 H19 115.9 . . ?
C8 C7 C6 119.7(3) . . ?
C8 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C7 C8 C9 120.7(3) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C13 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C10 C11 C6 119.7(3) . . ?
C10 C11 H11 120.2 . . ?
C6 C11 H11 120.2 . . ?
C7 C6 C11 119.7(3) . . ?
C7 C6 N1 119.3(3) . . ?
C11 C6 N1 120.9(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
Ru1 O1 C2 C3 6.8(4) . . . . ?
Ru1 O1 C2 C1 -176.0(2) . . . . ?
Ru1 O2 C20 C19 0.6(4) . . . . ?
Ru1 O2 C20 C21 -178.36(18) . . . . ?
Ru1 O5 C15 C14 -2.2(4) . . . . ?
Ru1 O5 C15 C16 178.14(18) . . . . ?
C13 C14 C15 O5 -4.6(5) . . . . ?
C13 C14 C15 C16 175.1(3) . . . . ?
Ru1 O4 C13 C14 6.0(4) . . . . ?
Ru1 O4 C13 C12 -174.82(18) . . . . ?
C15 C14 C13 O4 2.4(5) . . . . ?
C15 C14 C13 C12 -176.7(3) . . . . ?
O1 C2 C3 C4 6.6(5) . . . . ?
C1 C2 C3 C4 -170.4(3) . . . . ?
C6 N1 C4 C3 177.8(3) . . . . ?
Ru1 N1 C4 C3 -4.5(4) . . . . ?
C6 N1 C4 C5 -0.2(4) . . . . ?
Ru1 N1 C4 C5 177.5(2) . . . . ?
C2 C3 C4 N1 -7.7(5) . . . . ?
C2 C3 C4 C5 170.4(3) . . . . ?
Ru1 O3 C18 C19 5.9(4) . . . . ?
Ru1 O3 C18 C17 -174.59(19) . . . . ?
C8 C9 C10 C11 1.1(5) . . . . ?
O2 C20 C19 C18 -4.4(5) . . . . ?
C21 C20 C19 C18 174.6(3) . . . . ?
O3 C18 C19 C20 0.6(5) . . . . ?
C17 C18 C19 C20 -178.9(3) . . . . ?
C6 C7 C8 C9 1.3(5) . . . . ?
C10 C9 C8 C7 -0.9(5) . . . . ?
C9 C10 C11 C6 -1.7(5) . . . . ?
C8 C7 C6 C11 -1.8(4) . . . . ?
C8 C7 C6 N1 -179.7(3) . . . . ?
C10 C11 C6 C7 2.0(4) . . . . ?
C10 C11 C6 N1 179.8(3) . . . . ?
C4 N1 C6 C7 -112.1(3) . . . . ?
Ru1 N1 C6 C7 70.0(3) . . . . ?
C4 N1 C6 C11 70.1(4) . . . . ?
Ru1 N1 C6 C11 -107.8(3) . . . . ?

_refine_diff_density_max         0.931
_refine_diff_density_min         -0.999
_refine_diff_density_rms         0.380


_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_5b
_database_code_depnum_ccdc_archive 'CCDC 1834729'
_audit_update_record             
;
2018-04-04 deposited with the CCDC.
2018-10-19 downloaded from the CCDC.
;
_audit_creation_date             2018-04-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        5b
_chemical_formula_moiety         'C23 H24 Cl N O6 Ru'
_chemical_formula_sum            'C23 H24 Cl N O6 Ru'
_chemical_formula_weight         546.95
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C40 H30 N2 O2 Cl1 Ru1'
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.7720(4)
_cell_length_b                   11.2425(4)
_cell_length_c                   11.6540(3)
_cell_angle_alpha                71.213(3)
_cell_angle_beta                 85.477(3)
_cell_angle_gamma                79.983(3)
_cell_volume                     1193.28(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3598
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      31.1780
_cell_measurement_theta_min      2.2080
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.807
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.21913
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.522
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             556
_exptl_crystal_size_max          0.302
_exptl_crystal_size_mid          0.102
_exptl_crystal_size_min          0.089
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0721
_diffrn_reflns_av_unetI/netI     0.0708
_diffrn_reflns_Laue_measured_fraction_full 0.805
_diffrn_reflns_Laue_measured_fraction_max 0.805
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            4425
_diffrn_reflns_point_group_measured_fraction_full 0.805
_diffrn_reflns_point_group_measured_fraction_max 0.805
_diffrn_reflns_theta_full        24.993
_diffrn_reflns_theta_max         24.993
_diffrn_reflns_theta_min         1.846
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  25.00   0.50    8.00    --  -20.00   0.00 108.00  270
  2  ω   -110.00 -53.50   0.50    8.00    --  -20.00 -72.00 108.00  113
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0325108000
_diffrn_orient_matrix_UB_12      0.0636742000
_diffrn_orient_matrix_UB_13      -0.0086069000
_diffrn_orient_matrix_UB_21      -0.0094926000
_diffrn_orient_matrix_UB_22      -0.0136862000
_diffrn_orient_matrix_UB_23      0.0636497000
_diffrn_orient_matrix_UB_31      0.0654918000
_diffrn_orient_matrix_UB_32      0.0176673000
_diffrn_orient_matrix_UB_33      0.0031793000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2988
_reflns_number_total             3383
_reflns_odcompleteness_completeness 78.27
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.933
_refine_diff_density_min         -1.823
_refine_diff_density_rms         0.281
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     295
_refine_ls_number_reflns         3383
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0669
_refine_ls_R_factor_gt           0.0512
_refine_ls_restrained_S_all      1.086
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1222P)²+0.4633P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1424
_refine_ls_wR_factor_ref         0.1739
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C10(H10), C19(H19), C11(H11), C14(H14)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C5(H5A,H5B,H5C), C17(H17A,H17B,H17C), C12(H12A,H12B,H12C),
 C16(H16A,H16B,H16C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.72147(4) 0.82013(3) 0.52224(4) 0.0163(2) Uani 1 1 d . . . . .
Cl1 Cl 0.7722(2) 0.20642(14) 0.91726(15) 0.0407(5) Uani 1 1 d . . . . .
O3 O 0.7007(4) 0.9841(3) 0.5659(3) 0.0202(9) Uani 1 1 d . . . . .
O5 O 0.5562(4) 0.7799(4) 0.6389(3) 0.0202(9) Uani 1 1 d . . . . .
O4 O 0.8608(5) 0.7394(4) 0.6607(4) 0.0238(10) Uani 1 1 d . . . . .
O2 O 0.8824(4) 0.8620(3) 0.4060(4) 0.0204(9) Uani 1 1 d . . . . .
N1 N 0.7298(5) 0.6602(4) 0.4758(4) 0.0160(10) Uani 1 1 d . . . . .
O1 O 0.5982(6) 0.9080(4) 0.3838(4) 0.0377(12) Uani 1 1 d . . . . .
C7 C 0.8721(7) 0.4868(5) 0.6292(5) 0.0215(13) Uani 1 1 d . . . . .
H7 H 0.952261 0.519076 0.594258 0.026 Uiso 1 1 calc R . . . .
O6 O 0.6846(7) 0.6721(5) 0.1101(4) 0.0485(15) Uani 1 1 d . . . . .
C8 C 0.8803(7) 0.3818(5) 0.7304(6) 0.0268(15) Uani 1 1 d . . . . .
H8 H 0.966339 0.340992 0.762929 0.032 Uiso 1 1 calc R . . . .
C9 C 0.7600(7) 0.3364(5) 0.7842(5) 0.0250(15) Uani 1 1 d . . . . .
C1 C 0.5134(7) 0.9734(6) 0.1821(5) 0.0295(16) Uani 1 1 d . . . . .
H1A H 0.428046 1.004609 0.216956 0.044 Uiso 1 1 calc GR . . . .
H1B H 0.493670 0.930206 0.127835 0.044 Uiso 1 1 calc GR . . . .
H1C H 0.560347 1.043430 0.138065 0.044 Uiso 1 1 calc GR . . . .
C2 C 0.6056(6) 0.8815(5) 0.2822(5) 0.0183(13) Uani 1 1 d . . . . .
C20 C 0.5654(7) 0.7235(5) 0.7539(5) 0.0234(14) Uani 1 1 d . . . . .
C4 C 0.7240(6) 0.6564(5) 0.3654(5) 0.0177(12) Uani 1 1 d . . . . .
C15 C 0.7596(7) 1.0790(5) 0.5021(6) 0.0236(14) Uani 1 1 d . . . . .
C6 C 0.7435(6) 0.5451(5) 0.5789(5) 0.0163(12) Uani 1 1 d . . . . .
C10 C 0.6313(7) 0.3922(5) 0.7356(5) 0.0239(14) Uani 1 1 d . . . . .
H10 H 0.551041 0.360407 0.771211 0.029 Uiso 1 1 calc R . . . .
C3 C 0.6802(6) 0.7674(5) 0.2661(5) 0.0190(13) Uani 1 1 d . . . . .
C5 C 0.7611(7) 0.5288(5) 0.3438(5) 0.0223(13) Uani 1 1 d . . . . .
H5A H 0.807482 0.467833 0.413171 0.033 Uiso 1 1 calc GR . . . .
H5B H 0.821413 0.536882 0.273531 0.033 Uiso 1 1 calc GR . . . .
H5C H 0.677830 0.500765 0.331068 0.033 Uiso 1 1 calc GR . . . .
C17 C 0.9432(8) 0.6403(6) 0.8596(6) 0.0353(17) Uani 1 1 d . . . . .
H17A H 0.980506 0.555409 0.859903 0.053 Uiso 1 1 calc GR . . . .
H17B H 0.909728 0.638934 0.939610 0.053 Uiso 1 1 calc GR . . . .
H17C H 1.014529 0.692948 0.834493 0.053 Uiso 1 1 calc GR . . . .
C12 C 1.0151(7) 0.9953(6) 0.2620(6) 0.0300(15) Uani 1 1 d . . . . .
H12A H 1.060983 0.914199 0.257181 0.045 Uiso 1 1 calc GR . . . .
H12B H 1.082362 1.041341 0.276592 0.045 Uiso 1 1 calc GR . . . .
H12C H 0.970048 1.042909 0.186984 0.045 Uiso 1 1 calc GR . . . .
C16 C 0.7192(7) 1.1987(5) 0.5338(6) 0.0314(16) Uani 1 1 d . . . . .
H16A H 0.634410 1.244660 0.494500 0.047 Uiso 1 1 calc GR . . . .
H16B H 0.791493 1.250182 0.507301 0.047 Uiso 1 1 calc GR . . . .
H16C H 0.705656 1.178572 0.620033 0.047 Uiso 1 1 calc GR . . . .
C22 C 0.7076(7) 0.7604(5) 0.1407(5) 0.0254(14) Uani 1 1 d . . . . .
C21 C 0.4299(8) 0.6998(7) 0.8200(6) 0.0377(17) Uani 1 1 d . . . . .
C13 C 0.9108(7) 0.9760(6) 0.3619(5) 0.0254(14) Uani 1 1 d . . . . .
C19 C 0.6883(7) 0.6866(6) 0.8187(6) 0.0291(15) Uani 1 1 d . . . . .
H19 H 0.678381 0.653663 0.902536 0.035 Uiso 1 1 calc R . . . .
C18 C 0.8251(7) 0.6932(5) 0.7728(5) 0.0238(14) Uani 1 1 d . . . . .
C11 C 0.6254(6) 0.4963(5) 0.6327(6) 0.0219(14) Uani 1 1 d . . . . .
H11 H 0.539597 0.534802 0.598414 0.026 Uiso 1 1 calc R . . . .
C23 C 0.7741(7) 0.8641(6) 0.0491(6) 0.0324(15) Uani 1 1 d . . . . .
H23A H 0.871967 0.835311 0.042420 0.049 Uiso 1 1 calc GR . . . .
H23B H 0.760106 0.938366 0.074930 0.049 Uiso 1 1 calc GR . . . .
H23C H 0.732732 0.884652 -0.028276 0.049 Uiso 1 1 calc GR . . . .
C14 C 0.8537(7) 1.0786(5) 0.4042(6) 0.0279(15) Uani 1 1 d . . . . .
H14 H 0.881867 1.156250 0.362041 0.033 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 O3 2.038(4) . ?
Ru1 O5 2.043(4) . ?
Ru1 O4 2.063(4) . ?
Ru1 O2 2.010(4) . ?
Ru1 N1 2.025(4) . ?
Ru1 O1 1.974(5) . ?
Cl1 C9 1.750(6) . ?
O3 C15 1.288(7) . ?
O5 C20 1.288(7) . ?
O4 C18 1.285(7) . ?
O2 C13 1.289(7) . ?
N1 C4 1.307(7) . ?
N1 C6 1.449(6) . ?
O1 C2 1.305(7) . ?
C7 H7 0.9300 . ?
C7 C8 1.370(8) . ?
C7 C6 1.390(8) . ?
O6 C22 1.217(8) . ?
C8 H8 0.9300 . ?
C8 C9 1.387(9) . ?
C9 C10 1.380(9) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C2 1.518(8) . ?
C2 C3 1.421(8) . ?
C20 C21 1.499(9) . ?
C20 C19 1.398(9) . ?
C4 C3 1.429(8) . ?
C4 C5 1.513(8) . ?
C15 C16 1.489(8) . ?
C15 C14 1.408(9) . ?
C6 C11 1.383(8) . ?
C10 H10 0.9300 . ?
C10 C11 1.376(8) . ?
C3 C22 1.490(8) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C17 C18 1.505(9) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C12 C13 1.472(9) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C22 C23 1.508(9) . ?
C13 C14 1.409(9) . ?
C19 H19 0.9300 . ?
C19 C18 1.405(9) . ?
C11 H11 0.9300 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C14 H14 0.9300 . ?

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
O3 Ru1 O5 85.44(16) . . ?
O3 Ru1 O4 87.57(16) . . ?
O5 Ru1 O4 91.90(17) . . ?
O2 Ru1 O3 94.16(16) . . ?
O2 Ru1 O5 179.17(14) . . ?
O2 Ru1 O4 88.81(17) . . ?
O2 Ru1 N1 87.78(18) . . ?
N1 Ru1 O3 176.49(16) . . ?
N1 Ru1 O5 92.58(18) . . ?
N1 Ru1 O4 95.40(17) . . ?
O1 Ru1 O3 89.94(17) . . ?
O1 Ru1 O5 91.88(19) . . ?
O1 Ru1 O4 175.29(17) . . ?
O1 Ru1 O2 87.39(19) . . ?
O1 Ru1 N1 87.23(19) . . ?
C15 O3 Ru1 121.9(4) . . ?
C20 O5 Ru1 124.8(4) . . ?
C18 O4 Ru1 123.9(4) . . ?
C13 O2 Ru1 122.2(4) . . ?
C4 N1 Ru1 125.4(4) . . ?
C4 N1 C6 121.4(5) . . ?
C6 N1 Ru1 113.2(3) . . ?
C2 O1 Ru1 125.2(4) . . ?
C8 C7 H7 120.1 . . ?
C8 C7 C6 119.8(6) . . ?
C6 C7 H7 120.1 . . ?
C7 C8 H8 120.1 . . ?
C7 C8 C9 119.8(6) . . ?
C9 C8 H8 120.1 . . ?
C8 C9 Cl1 119.0(5) . . ?
C10 C9 Cl1 119.6(5) . . ?
C10 C9 C8 121.4(5) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
O1 C2 C1 115.9(5) . . ?
O1 C2 C3 124.1(5) . . ?
C3 C2 C1 119.6(5) . . ?
O5 C20 C21 115.1(5) . . ?
O5 C20 C19 125.4(6) . . ?
C19 C20 C21 119.5(5) . . ?
N1 C4 C3 122.3(5) . . ?
N1 C4 C5 118.3(5) . . ?
C3 C4 C5 119.3(5) . . ?
O3 C15 C16 116.0(5) . . ?
O3 C15 C14 125.2(5) . . ?
C14 C15 C16 118.7(5) . . ?
C7 C6 N1 121.4(5) . . ?
C11 C6 N1 119.3(5) . . ?
C11 C6 C7 119.2(5) . . ?
C9 C10 H10 121.0 . . ?
C11 C10 C9 117.9(6) . . ?
C11 C10 H10 121.0 . . ?
C2 C3 C4 122.8(5) . . ?
C2 C3 C22 118.8(5) . . ?
C4 C3 C22 118.3(5) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C18 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
C18 C17 H17C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
C13 C12 H12C 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O6 C22 C3 123.2(5) . . ?
O6 C22 C23 118.4(6) . . ?
C3 C22 C23 118.4(5) . . ?
O2 C13 C12 115.4(5) . . ?
O2 C13 C14 125.2(6) . . ?
C14 C13 C12 119.3(6) . . ?
C20 C19 H19 116.0 . . ?
C20 C19 C18 127.9(6) . . ?
C18 C19 H19 116.0 . . ?
O4 C18 C17 115.4(6) . . ?
O4 C18 C19 125.8(6) . . ?
C19 C18 C17 118.8(6) . . ?
C6 C11 H11 119.1 . . ?
C10 C11 C6 121.8(6) . . ?
C10 C11 H11 119.1 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C15 C14 C13 128.5(6) . . ?
C15 C14 H14 115.8 . . ?
C13 C14 H14 115.8 . . ?

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
Ru1 O3 C15 C16 171.5(4) . . . . ?
Ru1 O3 C15 C14 -6.3(9) . . . . ?
Ru1 O5 C20 C21 -177.7(4) . . . . ?
Ru1 O5 C20 C19 3.5(8) . . . . ?
Ru1 O4 C18 C17 -179.2(4) . . . . ?
Ru1 O4 C18 C19 2.0(8) . . . . ?
Ru1 O2 C13 C12 -169.4(4) . . . . ?
Ru1 O2 C13 C14 12.7(9) . . . . ?
Ru1 N1 C4 C3 -14.3(8) . . . . ?
Ru1 N1 C4 C5 167.6(4) . . . . ?
Ru1 N1 C6 C7 -82.4(6) . . . . ?
Ru1 N1 C6 C11 93.9(5) . . . . ?
Ru1 O1 C2 C1 -171.7(4) . . . . ?
Ru1 O1 C2 C3 15.8(9) . . . . ?
Cl1 C9 C10 C11 178.3(4) . . . . ?
O3 C15 C14 C13 -5.4(12) . . . . ?
O5 C20 C19 C18 -5.6(10) . . . . ?
O2 C13 C14 C15 1.8(12) . . . . ?
N1 C4 C3 C2 -17.3(9) . . . . ?
N1 C4 C3 C22 166.1(6) . . . . ?
N1 C6 C11 C10 -175.7(5) . . . . ?
O1 C2 C3 C4 17.0(9) . . . . ?
O1 C2 C3 C22 -166.4(6) . . . . ?
C7 C8 C9 Cl1 -177.2(5) . . . . ?
C7 C8 C9 C10 2.3(9) . . . . ?
C7 C6 C11 C10 0.7(9) . . . . ?
C8 C7 C6 N1 176.7(5) . . . . ?
C8 C7 C6 C11 0.4(9) . . . . ?
C8 C9 C10 C11 -1.2(9) . . . . ?
C9 C10 C11 C6 -0.3(9) . . . . ?
C1 C2 C3 C4 -155.2(6) . . . . ?
C1 C2 C3 C22 21.4(8) . . . . ?
C2 C3 C22 O6 -131.1(7) . . . . ?
C2 C3 C22 C23 52.3(8) . . . . ?
C20 C19 C18 O4 2.5(10) . . . . ?
C20 C19 C18 C17 -176.3(6) . . . . ?
C4 N1 C6 C7 97.5(7) . . . . ?
C4 N1 C6 C11 -86.2(7) . . . . ?
C4 C3 C22 O6 45.6(9) . . . . ?
C4 C3 C22 C23 -130.9(6) . . . . ?
C6 N1 C4 C3 165.8(5) . . . . ?
C6 N1 C4 C5 -12.3(8) . . . . ?
C6 C7 C8 C9 -1.9(9) . . . . ?
C5 C4 C3 C2 160.8(5) . . . . ?
C5 C4 C3 C22 -15.8(8) . . . . ?
C12 C13 C14 C15 -176.1(7) . . . . ?
C16 C15 C14 C13 176.9(6) . . . . ?
C21 C20 C19 C18 175.6(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.312
_oxdiff_exptl_absorpt_empirical_full_min 0.496
_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_1c
_database_code_depnum_ccdc_archive 'CCDC 1834719'
_audit_update_record             
;
2018-04-04 deposited with the CCDC.
2018-10-19 downloaded from the CCDC.
;
_audit_creation_date             2018-04-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        1c
_chemical_formula_moiety         '2(C22 H28 N O6 Ru)'
_chemical_formula_sum            'C44 H56 N2 O12 Ru2'
_chemical_formula_weight         1007.04
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C41 H55 N5 O12 Ru2'
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'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.3588(12)
_cell_length_b                   12.8458(13)
_cell_length_c                   15.7582(18)
_cell_angle_alpha                107.603(10)
_cell_angle_beta                 97.419(9)
_cell_angle_gamma                90.534(8)
_cell_volume                     2170.5(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3257
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      30.3520
_cell_measurement_theta_min      1.8000
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.760
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.41439
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.541
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1036
_exptl_crystal_size_max          0.317
_exptl_crystal_size_mid          0.075
_exptl_crystal_size_min          0.042
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1443
_diffrn_reflns_av_unetI/netI     0.2052
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            16870
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         1.810
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  70.00   0.50   16.00    --  -20.00   0.00-180.00  360
  2  ω    -71.00   8.00   0.50   16.00    --  -20.00 -72.00 -36.00  158
  3  ω    -78.00   5.00   0.50   16.00    --  -20.00 -72.00-180.00  166
  4  ω    -53.00   1.00   0.50   16.00    --  -20.00  72.00 108.00  108
  5  ω    -59.00 -35.00   0.50   16.00    --  -20.00  72.00 -36.00   48
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0171329000
_diffrn_orient_matrix_UB_12      0.0549003000
_diffrn_orient_matrix_UB_13      0.0102427000
_diffrn_orient_matrix_UB_21      -0.0085469000
_diffrn_orient_matrix_UB_22      -0.0048643000
_diffrn_orient_matrix_UB_23      -0.0464559000
_diffrn_orient_matrix_UB_31      -0.0600773000
_diffrn_orient_matrix_UB_32      -0.0180801000
_diffrn_orient_matrix_UB_33      -0.0032395000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4503
_reflns_number_total             7658
_reflns_odcompleteness_completeness 99.99
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.838
_refine_diff_density_min         -1.478
_refine_diff_density_rms         0.186
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     543
_refine_ls_number_reflns         7658
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1611
_refine_ls_R_factor_gt           0.0946
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0642P)²+2.5460P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1932
_refine_ls_wR_factor_ref         0.2347
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C13) = Uanis(C14)
Uanis(C3) = Uanis(C2)
3.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C33(H33), C29(H29), C32(H32), C7(H7), C36(H36), C25(H25), C10(H10),
 C3(H3), C30(H30), C19(H19), C41(H41), C8(H8), C11(H11)
3.b Idealised Me refined as rotating group:
 C39(H39A,H39B,H39C), C16(H16A,H16B,H16C), C5(H5A,H5B,H5C), C38(H38A,H38B,
 H38C), C12(H12A,H12B,H12C), C21(H21A,H21B,H21C), C17(H17A,H17B,H17C), C27(H27A,
 H27B,H27C), C23(H23A,H23B,H23C), C22(H22A,H22B,H22C), C1(H1A,H1B,H1C),
 C43(H43A,H43B,H43C), C44(H44A,H44B,H44C), C34(H34A,H34B,H34C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Ru2 Ru 0.52511(8) 0.57854(8) 0.74491(6) 0.0316(3) Uani 1 1 d . . . . .
Ru1 Ru -0.00595(7) 0.08756(7) 0.75189(6) 0.0286(3) Uani 1 1 d . . . . .
O2 O 0.1389(6) 0.1443(6) 0.8409(5) 0.0309(18) Uani 1 1 d . . . . .
O1 O -0.0651(6) 0.0111(6) 0.8320(5) 0.0326(18) Uani 1 1 d . . . . .
O4 O 0.0627(6) 0.1533(6) 0.6657(5) 0.0332(19) Uani 1 1 d . . . . .
O11 O 0.3746(6) 0.5795(6) 0.6628(5) 0.0301(18) Uani 1 1 d . . . . .
O7 O 0.4772(6) 0.7203(6) 0.8238(5) 0.0366(19) Uani 1 1 d . . . . .
O5 O -0.1565(6) 0.0342(6) 0.6653(5) 0.0337(19) Uani 1 1 d . . . . .
O3 O 0.0722(6) -0.0540(6) 0.6882(5) 0.0325(18) Uani 1 1 d . . . . .
O9 O 0.6125(6) 0.6703(6) 0.6827(5) 0.0334(18) Uani 1 1 d . . . . .
O10 O 0.5799(6) 0.4430(6) 0.6568(5) 0.0348(19) Uani 1 1 d . . . . .
O12 O 0.4802(6) 0.0299(6) 0.6958(5) 0.039(2) Uani 1 1 d . . . . .
O8 O 0.6711(6) 0.5806(6) 0.8338(5) 0.0328(19) Uani 1 1 d . . . . .
N1 N -0.0714(7) 0.2308(7) 0.8179(6) 0.030(2) Uani 1 1 d . . . . .
O6 O 0.0019(7) 0.5975(7) 0.7017(6) 0.045(2) Uani 1 1 d . . . . .
C15 C -0.1825(8) 0.0497(9) 0.5906(8) 0.031(3) Uani 1 1 d . . . . .
C39 C 0.7679(10) 0.7814(9) 0.6617(8) 0.044(3) Uani 1 1 d . . . . .
H39A H 0.813522 0.732711 0.620879 0.066 Uiso 1 1 calc GR . . . .
H39B H 0.818749 0.841332 0.700981 0.066 Uiso 1 1 calc GR . . . .
H39C H 0.705766 0.808808 0.628178 0.066 Uiso 1 1 calc GR . . . .
C13 C 0.0099(10) 0.1528(9) 0.5882(7) 0.0327(19) Uani 1 1 d . . . . .
C35 C 0.5179(9) 0.3884(9) 0.5821(8) 0.033(3) Uani 1 1 d . . . . .
C16 C -0.3053(9) 0.0069(9) 0.5398(8) 0.039(3) Uani 1 1 d . . . . .
H16A H -0.314193 -0.070268 0.530850 0.058 Uiso 1 1 calc GR . . . .
H16B H -0.313966 0.019955 0.482520 0.058 Uiso 1 1 calc GR . . . .
H16C H -0.364997 0.043836 0.573950 0.058 Uiso 1 1 calc GR . . . .
C14 C -0.1045(10) 0.1035(9) 0.5510(7) 0.0327(19) Uani 1 1 d . . . . .
H14 H -0.132510 0.106352 0.493691 0.039 Uiso 1 1 calc R . . . .
C5 C -0.1297(8) 0.3677(8) 0.9482(7) 0.030(3) Uani 1 1 d . . . . .
H5A H -0.057829 0.412618 0.959801 0.044 Uiso 1 1 calc GR . . . .
H5B H -0.156147 0.369974 1.004157 0.044 Uiso 1 1 calc GR . . . .
H5C H -0.189923 0.394532 0.912713 0.044 Uiso 1 1 calc GR . . . .
N2 N 0.4466(7) 0.4872(7) 0.8097(6) 0.030(2) Uani 1 1 d . . . . .
C28 C 0.4581(9) 0.3699(9) 0.7806(8) 0.035(3) Uani 1 1 d . . . . .
C33 C 0.3604(8) 0.3016(9) 0.7286(7) 0.028(3) Uani 1 1 d . . . . .
H33 H 0.290350 0.331509 0.711633 0.034 Uiso 1 1 calc R . . . .
C18 C 0.1788(10) -0.0744(9) 0.7153(8) 0.033(3) Uani 1 1 d . . . . .
C29 C 0.5644(9) 0.3267(8) 0.8019(8) 0.034(3) Uani 1 1 d . . . . .
H29 H 0.629041 0.372870 0.834460 0.041 Uiso 1 1 calc R . . . .
C38 C 0.2187(10) 0.5193(10) 0.5433(9) 0.049(3) Uani 1 1 d . . . . .
H38A H 0.165120 0.538362 0.587363 0.074 Uiso 1 1 calc GR . . . .
H38B H 0.189643 0.452678 0.497546 0.074 Uiso 1 1 calc GR . . . .
H38C H 0.224046 0.576901 0.516585 0.074 Uiso 1 1 calc GR . . . .
C37 C 0.3391(10) 0.5038(10) 0.5875(8) 0.037(3) Uani 1 1 d . . . . .
C20 C 0.2320(10) 0.0904(9) 0.8458(8) 0.032(3) Uani 1 1 d . . . . .
C31 C 0.4753(9) 0.1437(9) 0.7238(8) 0.036(3) Uani 1 1 d . . . . .
C32 C 0.3702(9) 0.1858(9) 0.7023(7) 0.034(3) Uani 1 1 d . . . . .
H32 H 0.305146 0.139455 0.670662 0.041 Uiso 1 1 calc R . . . .
C2 C -0.1116(9) 0.0581(9) 0.9023(7) 0.0284(18) Uani 1 1 d . . . . .
C24 C 0.4252(9) 0.7296(9) 0.8943(7) 0.032(3) Uani 1 1 d . . . . .
C12 C 0.0747(9) 0.2072(9) 0.5358(8) 0.042(3) Uani 1 1 d . . . . .
H12A H 0.047551 0.279648 0.543825 0.063 Uiso 1 1 calc GR . . . .
H12B H 0.059972 0.165774 0.473220 0.063 Uiso 1 1 calc GR . . . .
H12C H 0.158397 0.211291 0.556461 0.063 Uiso 1 1 calc GR . . . .
C21 C 0.3273(9) 0.1474(10) 0.9209(8) 0.040(3) Uani 1 1 d . . . . .
H21A H 0.355579 0.213006 0.911204 0.060 Uiso 1 1 calc GR . . . .
H21B H 0.391865 0.100087 0.922703 0.060 Uiso 1 1 calc GR . . . .
H21C H 0.295611 0.165728 0.976860 0.060 Uiso 1 1 calc GR . . . .
C7 C -0.1390(10) 0.3536(9) 0.7294(8) 0.034(3) Uani 1 1 d . . . . .
H7 H -0.211668 0.314006 0.711070 0.041 Uiso 1 1 calc R . . . .
C36 C 0.4048(10) 0.4158(9) 0.5500(8) 0.038(3) Uani 1 1 d . . . . .
H36 H 0.369085 0.367712 0.495626 0.046 Uiso 1 1 calc R . . . .
C17 C 0.2333(10) -0.1754(9) 0.6549(8) 0.044(3) Uani 1 1 d . . . . .
H17A H 0.170759 -0.224627 0.616254 0.065 Uiso 1 1 calc GR . . . .
H17B H 0.278885 -0.212002 0.691920 0.065 Uiso 1 1 calc GR . . . .
H17C H 0.284045 -0.152381 0.619038 0.065 Uiso 1 1 calc GR . . . .
C40 C 0.7133(9) 0.7199(9) 0.7171(8) 0.038(3) Uani 1 1 d . . . . .
C25 C 0.3938(8) 0.6455(9) 0.9235(8) 0.032(3) Uani 1 1 d . . . . .
H25 H 0.360519 0.665955 0.976681 0.038 Uiso 1 1 calc R . . . .
C4 C -0.1068(9) 0.2534(9) 0.8987(7) 0.031(3) Uani 1 1 d . . . . .
C26 C 0.4038(8) 0.5299(9) 0.8852(8) 0.028(3) Uani 1 1 d . . . . .
C10 C 0.0798(10) 0.4694(10) 0.7829(9) 0.040(3) Uani 1 1 d . . . . .
H10 H 0.153646 0.507006 0.800253 0.048 Uiso 1 1 calc R . . . .
C3 C -0.1288(8) 0.1705(9) 0.9350(7) 0.0284(18) Uani 1 1 d . . . . .
H3 H -0.159419 0.192786 0.989271 0.034 Uiso 1 1 calc R . . . .
C30 C 0.5755(9) 0.2110(9) 0.7740(8) 0.035(3) Uani 1 1 d . . . . .
H30 H 0.646533 0.180737 0.788447 0.042 Uiso 1 1 calc R . . . .
C27 C 0.3651(9) 0.4577(8) 0.9368(7) 0.036(3) Uani 1 1 d . . . . .
H27A H 0.296999 0.412242 0.902806 0.054 Uiso 1 1 calc GR . . . .
H27B H 0.344871 0.502167 0.993373 0.054 Uiso 1 1 calc GR . . . .
H27C H 0.428747 0.412443 0.947212 0.054 Uiso 1 1 calc GR . . . .
C19 C 0.2540(10) -0.0119(9) 0.7906(8) 0.036(3) Uani 1 1 d . . . . .
H19 H 0.325382 -0.041436 0.805126 0.044 Uiso 1 1 calc R . . . .
C6 C -0.0545(9) 0.3223(9) 0.7829(8) 0.032(3) Uani 1 1 d . . . . .
C9 C -0.0077(11) 0.5045(10) 0.7312(9) 0.047(4) Uani 1 1 d . . . . .
C41 C 0.7812(10) 0.7200(9) 0.7976(8) 0.039(3) Uani 1 1 d . . . . .
H41 H 0.845496 0.770663 0.819083 0.047 Uiso 1 1 calc R . . . .
C23 C 0.3959(9) 0.8444(9) 0.9417(8) 0.038(3) Uani 1 1 d . . . . .
H23A H 0.462034 0.893537 0.945644 0.057 Uiso 1 1 calc GR . . . .
H23B H 0.379928 0.849177 1.001036 0.057 Uiso 1 1 calc GR . . . .
H23C H 0.327134 0.863808 0.908626 0.057 Uiso 1 1 calc GR . . . .
C22 C 0.0906(10) 0.6802(10) 0.7552(10) 0.058(4) Uani 1 1 d . . . . .
H22A H 0.078850 0.746298 0.739428 0.087 Uiso 1 1 calc GR . . . .
H22B H 0.168241 0.655318 0.744147 0.087 Uiso 1 1 calc GR . . . .
H22C H 0.083845 0.694098 0.817712 0.087 Uiso 1 1 calc GR . . . .
C1 C -0.1498(9) -0.0191(9) 0.9522(8) 0.035(3) Uani 1 1 d . . . . .
H1A H -0.226527 -0.053057 0.924317 0.052 Uiso 1 1 calc GR . . . .
H1B H -0.153800 0.021718 1.013769 0.052 Uiso 1 1 calc GR . . . .
H1C H -0.092924 -0.074372 0.949961 0.052 Uiso 1 1 calc GR . . . .
C42 C 0.7620(10) 0.6514(9) 0.8489(8) 0.035(3) Uani 1 1 d . . . . .
C43 C 0.8521(9) 0.6481(9) 0.9276(8) 0.037(3) Uani 1 1 d . . . . .
H43A H 0.811873 0.630795 0.971996 0.055 Uiso 1 1 calc GR . . . .
H43B H 0.893878 0.718146 0.953607 0.055 Uiso 1 1 calc GR . . . .
H43C H 0.907645 0.593259 0.907193 0.055 Uiso 1 1 calc GR . . . .
C8 C -0.1202(10) 0.4442(9) 0.7006(7) 0.038(3) Uani 1 1 d . . . . .
H8 H -0.178760 0.464880 0.662777 0.046 Uiso 1 1 calc R . . . .
C44 C 0.5657(11) -0.0185(10) 0.7455(10) 0.058(4) Uani 1 1 d . . . . .
H44A H 0.643865 -0.005067 0.732736 0.087 Uiso 1 1 calc GR . . . .
H44B H 0.548095 -0.095931 0.728268 0.087 Uiso 1 1 calc GR . . . .
H44C H 0.562576 0.012964 0.808616 0.087 Uiso 1 1 calc GR . . . .
C11 C 0.0592(9) 0.3784(9) 0.8093(8) 0.036(3) Uani 1 1 d . . . . .
H11 H 0.118952 0.354147 0.843794 0.043 Uiso 1 1 calc R . . . .
C34 C 0.5732(10) 0.2924(10) 0.5270(8) 0.049(3) Uani 1 1 d . . . . .
H34A H 0.656359 0.295322 0.549147 0.073 Uiso 1 1 calc GR . . . .
H34B H 0.563637 0.292778 0.465634 0.073 Uiso 1 1 calc GR . . . .
H34C H 0.535643 0.226777 0.530253 0.073 Uiso 1 1 calc GR . . . .


_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
Ru2 O11 2.009(7) . ?
Ru2 O7 1.995(8) . ?
Ru2 O9 2.065(6) . ?
Ru2 O10 2.031(8) . ?
Ru2 O8 2.022(7) . ?
Ru2 N2 2.039(8) . ?
Ru1 O2 1.992(7) . ?
Ru1 O1 1.992(7) . ?
Ru1 O4 2.029(6) . ?
Ru1 O5 2.016(7) . ?
Ru1 O3 2.064(7) . ?
Ru1 N1 2.022(9) . ?
O2 C20 1.276(12) . ?
O1 C2 1.274(12) . ?
O4 C13 1.288(12) . ?
O11 C37 1.299(13) . ?
O7 C24 1.299(12) . ?
O5 C15 1.251(12) . ?
O3 C18 1.287(12) . ?
O9 C40 1.276(12) . ?
O10 C35 1.284(13) . ?
O12 C31 1.396(13) . ?
O12 C44 1.433(14) . ?
O8 C42 1.319(12) . ?
N1 C4 1.334(13) . ?
N1 C6 1.462(12) . ?
O6 C9 1.416(13) . ?
O6 C22 1.440(14) . ?
C15 C16 1.523(13) . ?
C15 C14 1.429(13) . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C39 C40 1.523(14) . ?
C13 C14 1.413(14) . ?
C13 C12 1.486(13) . ?
C35 C36 1.407(14) . ?
C35 C34 1.476(15) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C14 H14 0.9300 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C5 C4 1.483(14) . ?
N2 C28 1.448(13) . ?
N2 C26 1.307(13) . ?
C28 C33 1.410(14) . ?
C28 C29 1.379(14) . ?
C33 H33 0.9300 . ?
C33 C32 1.428(14) . ?
C18 C17 1.547(15) . ?
C18 C19 1.390(15) . ?
C29 H29 0.9300 . ?
C29 C30 1.428(14) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C38 C37 1.496(15) . ?
C37 C36 1.383(15) . ?
C20 C21 1.496(14) . ?
C20 C19 1.385(15) . ?
C31 C32 1.361(14) . ?
C31 C30 1.416(15) . ?
C32 H32 0.9300 . ?
C2 C3 1.403(14) . ?
C2 C1 1.531(13) . ?
C24 C25 1.358(14) . ?
C24 C23 1.500(14) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C7 H7 0.9300 . ?
C7 C6 1.340(14) . ?
C7 C8 1.395(14) . ?
C36 H36 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C40 C41 1.396(15) . ?
C25 H25 0.9300 . ?
C25 C26 1.436(14) . ?
C4 C3 1.387(13) . ?
C26 C27 1.502(13) . ?
C10 H10 0.9300 . ?
C10 C9 1.370(16) . ?
C10 C11 1.381(14) . ?
C3 H3 0.9300 . ?
C30 H30 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C19 H19 0.9300 . ?
C6 C11 1.423(14) . ?
C9 C8 1.436(16) . ?
C41 H41 0.9300 . ?
C41 C42 1.397(15) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C42 C43 1.514(15) . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C8 H8 0.9300 . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?
C11 H11 0.9300 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?

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
O11 Ru2 O9 89.7(3) . . ?
O11 Ru2 O10 92.7(3) . . ?
O11 Ru2 O8 176.6(3) . . ?
O11 Ru2 N2 93.0(3) . . ?
O7 Ru2 O11 86.2(3) . . ?
O7 Ru2 O9 86.6(3) . . ?
O7 Ru2 O10 174.1(3) . . ?
O7 Ru2 O8 91.3(3) . . ?
O7 Ru2 N2 93.9(3) . . ?
O10 Ru2 O9 87.6(3) . . ?
O10 Ru2 N2 91.9(3) . . ?
O8 Ru2 O9 92.4(3) . . ?
O8 Ru2 O10 90.0(3) . . ?
O8 Ru2 N2 84.8(3) . . ?
N2 Ru2 O9 177.2(3) . . ?
O2 Ru1 O4 89.1(3) . . ?
O2 Ru1 O5 177.7(3) . . ?
O2 Ru1 O3 92.9(3) . . ?
O2 Ru1 N1 83.5(3) . . ?
O1 Ru1 O2 90.6(3) . . ?
O1 Ru1 O4 174.8(3) . . ?
O1 Ru1 O5 88.7(3) . . ?
O1 Ru1 O3 88.8(3) . . ?
O1 Ru1 N1 92.5(3) . . ?
O4 Ru1 O3 86.0(3) . . ?
O5 Ru1 O4 91.9(3) . . ?
O5 Ru1 O3 89.3(3) . . ?
O5 Ru1 N1 94.4(3) . . ?
N1 Ru1 O4 92.6(3) . . ?
N1 Ru1 O3 176.1(3) . . ?
C20 O2 Ru1 123.9(7) . . ?
C2 O1 Ru1 124.5(7) . . ?
C13 O4 Ru1 125.5(6) . . ?
C37 O11 Ru2 124.9(7) . . ?
C24 O7 Ru2 123.9(7) . . ?
C15 O5 Ru1 126.6(6) . . ?
C18 O3 Ru1 122.0(7) . . ?
C40 O9 Ru2 122.3(8) . . ?
C35 O10 Ru2 124.1(7) . . ?
C31 O12 C44 118.2(9) . . ?
C42 O8 Ru2 122.5(7) . . ?
C4 N1 Ru1 124.9(7) . . ?
C4 N1 C6 117.4(9) . . ?
C6 N1 Ru1 116.3(6) . . ?
C9 O6 C22 115.2(10) . . ?
O5 C15 C16 116.7(9) . . ?
O5 C15 C14 124.2(9) . . ?
C14 C15 C16 119.1(10) . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C40 C39 H39A 109.5 . . ?
C40 C39 H39B 109.5 . . ?
C40 C39 H39C 109.5 . . ?
O4 C13 C14 123.7(9) . . ?
O4 C13 C12 117.3(10) . . ?
C14 C13 C12 119.0(10) . . ?
O10 C35 C36 124.5(11) . . ?
O10 C35 C34 116.1(10) . . ?
C36 C35 C34 119.3(11) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C14 H14 116.0 . . ?
C13 C14 C15 128.0(10) . . ?
C13 C14 H14 116.0 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
C28 N2 Ru2 118.3(7) . . ?
C26 N2 Ru2 123.1(8) . . ?
C26 N2 C28 117.5(9) . . ?
C33 C28 N2 119.1(9) . . ?
C29 C28 N2 120.1(9) . . ?
C29 C28 C33 120.8(10) . . ?
C28 C33 H33 120.4 . . ?
C28 C33 C32 119.2(10) . . ?
C32 C33 H33 120.4 . . ?
O3 C18 C17 117.1(10) . . ?
O3 C18 C19 127.2(11) . . ?
C19 C18 C17 115.6(10) . . ?
C28 C29 H29 119.9 . . ?
C28 C29 C30 120.1(10) . . ?
C30 C29 H29 119.9 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
O11 C37 C38 114.1(10) . . ?
O11 C37 C36 124.1(11) . . ?
C36 C37 C38 121.8(12) . . ?
O2 C20 C21 114.4(10) . . ?
O2 C20 C19 127.9(10) . . ?
C19 C20 C21 117.8(11) . . ?
O12 C31 C30 120.7(10) . . ?
C32 C31 O12 117.1(10) . . ?
C32 C31 C30 122.1(11) . . ?
C33 C32 H32 120.2 . . ?
C31 C32 C33 119.5(10) . . ?
C31 C32 H32 120.2 . . ?
O1 C2 C3 125.6(9) . . ?
O1 C2 C1 114.3(10) . . ?
C3 C2 C1 120.1(9) . . ?
O7 C24 C25 125.4(11) . . ?
O7 C24 C23 114.0(10) . . ?
C25 C24 C23 120.6(10) . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
C13 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C6 C7 H7 119.3 . . ?
C6 C7 C8 121.4(11) . . ?
C8 C7 H7 119.3 . . ?
C35 C36 H36 115.3 . . ?
C37 C36 C35 129.3(12) . . ?
C37 C36 H36 115.3 . . ?
C18 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
C18 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O9 C40 C39 116.0(11) . . ?
O9 C40 C41 127.4(11) . . ?
C41 C40 C39 116.6(10) . . ?
C24 C25 H25 114.9 . . ?
C24 C25 C26 130.1(11) . . ?
C26 C25 H25 114.9 . . ?
N1 C4 C5 119.7(9) . . ?
N1 C4 C3 120.8(10) . . ?
C3 C4 C5 119.4(10) . . ?
N2 C26 C25 122.8(9) . . ?
N2 C26 C27 120.2(10) . . ?
C25 C26 C27 117.0(10) . . ?
C9 C10 H10 119.8 . . ?
C9 C10 C11 120.4(11) . . ?
C11 C10 H10 119.8 . . ?
C2 C3 H3 115.1 . . ?
C4 C3 C2 129.8(10) . . ?
C4 C3 H3 115.1 . . ?
C29 C30 H30 121.0 . . ?
C31 C30 C29 118.1(10) . . ?
C31 C30 H30 121.0 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C18 C19 H19 117.1 . . ?
C20 C19 C18 125.8(11) . . ?
C20 C19 H19 117.1 . . ?
C7 C6 N1 123.5(10) . . ?
C7 C6 C11 120.7(10) . . ?
C11 C6 N1 115.8(10) . . ?
O6 C9 C8 114.1(12) . . ?
C10 C9 O6 125.6(11) . . ?
C10 C9 C8 120.3(11) . . ?
C40 C41 H41 116.8 . . ?
C40 C41 C42 126.3(11) . . ?
C42 C41 H41 116.8 . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
C24 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O6 C22 H22A 109.5 . . ?
O6 C22 H22B 109.5 . . ?
O6 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O8 C42 C41 126.0(11) . . ?
O8 C42 C43 112.7(9) . . ?
C41 C42 C43 121.2(10) . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C7 C8 C9 117.9(11) . . ?
C7 C8 H8 121.0 . . ?
C9 C8 H8 121.0 . . ?
O12 C44 H44A 109.5 . . ?
O12 C44 H44B 109.5 . . ?
O12 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C10 C11 C6 119.2(11) . . ?
C10 C11 H11 120.4 . . ?
C6 C11 H11 120.4 . . ?
C35 C34 H34A 109.5 . . ?
C35 C34 H34B 109.5 . . ?
C35 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ru2 O11 C37 C38 174.8(6) . . . . ?
Ru2 O11 C37 C36 -5.2(15) . . . . ?
Ru2 O7 C24 C25 -1.5(16) . . . . ?
Ru2 O7 C24 C23 -178.9(7) . . . . ?
Ru2 O9 C40 C39 178.2(7) . . . . ?
Ru2 O9 C40 C41 1.4(17) . . . . ?
Ru2 O10 C35 C36 1.4(15) . . . . ?
Ru2 O10 C35 C34 179.8(7) . . . . ?
Ru2 O8 C42 C41 -11.7(15) . . . . ?
Ru2 O8 C42 C43 171.5(7) . . . . ?
Ru2 N2 C28 C33 -104.0(10) . . . . ?
Ru2 N2 C28 C29 74.5(12) . . . . ?
Ru2 N2 C26 C25 8.5(14) . . . . ?
Ru2 N2 C26 C27 -170.1(7) . . . . ?
Ru1 O2 C20 C21 -177.1(6) . . . . ?
Ru1 O2 C20 C19 3.2(15) . . . . ?
Ru1 O1 C2 C3 -0.2(15) . . . . ?
Ru1 O1 C2 C1 -180.0(6) . . . . ?
Ru1 O4 C13 C14 -1.3(16) . . . . ?
Ru1 O4 C13 C12 178.9(7) . . . . ?
Ru1 O5 C15 C16 -176.4(7) . . . . ?
Ru1 O5 C15 C14 4.2(16) . . . . ?
Ru1 O3 C18 C17 -172.2(7) . . . . ?
Ru1 O3 C18 C19 3.6(14) . . . . ?
Ru1 N1 C4 C5 167.5(7) . . . . ?
Ru1 N1 C4 C3 -16.0(14) . . . . ?
Ru1 N1 C6 C7 99.1(11) . . . . ?
Ru1 N1 C6 C11 -80.9(11) . . . . ?
O2 C20 C19 C18 3.0(19) . . . . ?
O1 C2 C3 C4 3.9(19) . . . . ?
O4 C13 C14 C15 1.9(19) . . . . ?
O11 C37 C36 C35 0.3(19) . . . . ?
O7 C24 C25 C26 -2.8(19) . . . . ?
O5 C15 C14 C13 -3.5(19) . . . . ?
O3 C18 C19 C20 -6.9(18) . . . . ?
O9 C40 C41 C42 12(2) . . . . ?
O10 C35 C36 C37 1.8(19) . . . . ?
O12 C31 C32 C33 -179.5(9) . . . . ?
O12 C31 C30 C29 -179.0(9) . . . . ?
N1 C4 C3 C2 5.1(18) . . . . ?
N1 C6 C11 C10 -176.6(10) . . . . ?
O6 C9 C8 C7 -177.6(10) . . . . ?
C39 C40 C41 C42 -165.3(11) . . . . ?
C16 C15 C14 C13 177.1(11) . . . . ?
C5 C4 C3 C2 -178.3(10) . . . . ?
N2 C28 C33 C32 -177.9(9) . . . . ?
N2 C28 C29 C30 179.3(10) . . . . ?
C28 N2 C26 C25 176.7(9) . . . . ?
C28 N2 C26 C27 -1.9(14) . . . . ?
C28 C33 C32 C31 -3.4(15) . . . . ?
C28 C29 C30 C31 0.6(16) . . . . ?
C33 C28 C29 C30 -2.2(16) . . . . ?
C29 C28 C33 C32 3.6(16) . . . . ?
C38 C37 C36 C35 -179.6(10) . . . . ?
C32 C31 C30 C29 -0.5(16) . . . . ?
C24 C25 C26 N2 -1.3(18) . . . . ?
C24 C25 C26 C27 177.4(11) . . . . ?
C12 C13 C14 C15 -178.3(11) . . . . ?
C21 C20 C19 C18 -176.7(10) . . . . ?
C7 C6 C11 C10 3.4(18) . . . . ?
C17 C18 C19 C20 168.9(10) . . . . ?
C40 C41 C42 O8 -5.7(19) . . . . ?
C40 C41 C42 C43 170.9(11) . . . . ?
C4 N1 C6 C7 -93.4(14) . . . . ?
C4 N1 C6 C11 86.5(12) . . . . ?
C26 N2 C28 C33 87.2(13) . . . . ?
C26 N2 C28 C29 -94.3(12) . . . . ?
C10 C9 C8 C7 3.6(17) . . . . ?
C30 C31 C32 C33 1.8(16) . . . . ?
C6 N1 C4 C5 1.2(14) . . . . ?
C6 N1 C4 C3 177.7(9) . . . . ?
C6 C7 C8 C9 -0.9(17) . . . . ?
C9 C10 C11 C6 -0.7(18) . . . . ?
C23 C24 C25 C26 174.5(10) . . . . ?
C22 O6 C9 C10 -23.4(16) . . . . ?
C22 O6 C9 C8 158.0(10) . . . . ?
C1 C2 C3 C4 -176.4(10) . . . . ?
C8 C7 C6 N1 177.4(10) . . . . ?
C8 C7 C6 C11 -2.5(18) . . . . ?
C44 O12 C31 C32 -154.7(10) . . . . ?
C44 O12 C31 C30 24.0(14) . . . . ?
C11 C10 C9 O6 178.6(11) . . . . ?
C11 C10 C9 C8 -2.8(18) . . . . ?
C34 C35 C36 C37 -176.6(11) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.358
_oxdiff_exptl_absorpt_empirical_full_min 0.464
_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_4c
_database_code_depnum_ccdc_archive 'CCDC 1834728'
_audit_update_record             
;
2018-04-04 deposited with the CCDC.
2018-10-19 downloaded from the CCDC.
;
_audit_creation_date             2018-03-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        4c
_chemical_formula_moiety         'C22 H28 N2 O6 Ru'
_chemical_formula_sum            'C22 H28 N2 O6 Ru'
_chemical_formula_weight         517.53
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C20 H28 N2 O6 Ru1'
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'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   12.4919(4)
_cell_length_b                   8.8549(2)
_cell_length_c                   22.3944(6)
_cell_angle_alpha                90
_cell_angle_beta                 105.445(3)
_cell_angle_gamma                90
_cell_volume                     2387.69(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10169
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      31.2480
_cell_measurement_theta_min      2.8210
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.694
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89794
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.440
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          0.302
_exptl_crystal_size_mid          0.165
_exptl_crystal_size_min          0.080
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            13029
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        24.996
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_min         2.145
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 ?
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  70.00   0.50    8.00    --  -20.00   0.00 108.00  360
  2  ω    -19.50  69.00   0.50    8.00    --  -20.00  72.00-180.00  177
  3  ω    -20.00  10.00   0.50    8.00    --  -20.00  72.00 -36.00   60
  4  ω   -110.00-105.50   0.50    8.00    --  -20.00   0.00-108.00    9
;
_diffrn_measurement_device       ?
_diffrn_measurement_device_type  'Rigaku Saturn724+'
_diffrn_measurement_method       ?
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0110637000
_diffrn_orient_matrix_UB_12      -0.0542793000
_diffrn_orient_matrix_UB_13      -0.0241430000
_diffrn_orient_matrix_UB_21      -0.0575666000
_diffrn_orient_matrix_UB_22      0.0043630000
_diffrn_orient_matrix_UB_23      -0.0020528000
_diffrn_orient_matrix_UB_31      -0.0059151000
_diffrn_orient_matrix_UB_32      0.0587030000
_diffrn_orient_matrix_UB_33      -0.0222138000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              ?
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3834
_reflns_number_total             4186
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.432
_refine_diff_density_min         -0.387
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         4186
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0299
_refine_ls_R_factor_gt           0.0265
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0280P)²+1.6590P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0620
_refine_ls_wR_factor_ref         0.0643
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C14(H14), C11(H11), C19(H19), C10(H10)
2.b Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C5(H5A,H5B,H5C), C12(H12A,H12B,H12C), C1(H1A,H1B,H1C),
 C21(H21A,H21B,H21C), C17(H17A,H17B,H17C), C22(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.86412(2) 0.34074(2) 0.41598(2) 0.01577(7) Uani 1 1 d . . . . .
O2 O 0.96026(12) 0.27188(17) 0.50043(6) 0.0193(3) Uani 1 1 d . . . . .
O5 O 0.98060(13) 0.45236(19) 0.25205(7) 0.0253(4) Uani 1 1 d . . . . .
O1 O 0.93535(12) 0.19553(17) 0.36876(7) 0.0185(3) Uani 1 1 d . . . . .
O3 O 0.75268(13) 0.17284(17) 0.42325(7) 0.0223(4) Uani 1 1 d . . . . .
O4 O 0.79348(13) 0.48977(18) 0.46487(7) 0.0219(3) Uani 1 1 d . . . . .
O6 O 0.31603(14) 0.4636(2) 0.29402(9) 0.0403(5) Uani 1 1 d . . . . .
N1 N 0.97800(15) 0.4835(2) 0.40772(9) 0.0174(4) Uani 1 1 d . . . . .
N2 N 0.77546(14) 0.4089(2) 0.33365(8) 0.0174(4) Uani 1 1 d . . . . .
C7 C 0.59018(18) 0.2927(3) 0.30839(10) 0.0216(5) Uani 1 1 d . . . . .
H7 H 0.622495 0.199624 0.304868 0.026 Uiso 1 1 calc R . . . .
C15 C 1.04752(19) 0.1914(3) 0.50603(10) 0.0198(5) Uani 1 1 d . . . . .
C8 C 0.47621(19) 0.3031(3) 0.29921(10) 0.0249(5) Uani 1 1 d . . . . .
H8 H 0.432117 0.217258 0.289463 0.030 Uiso 1 1 calc R . . . .
C16 C 1.1190(2) 0.1709(3) 0.57116(11) 0.0247(5) Uani 1 1 d . . . . .
H16A H 1.176247 0.246435 0.580015 0.037 Uiso 1 1 calc GR . . . .
H16B H 1.152342 0.072430 0.575285 0.037 Uiso 1 1 calc GR . . . .
H16C H 1.074185 0.180786 0.599714 0.037 Uiso 1 1 calc GR . . . .
C6 C 0.65587(18) 0.4200(3) 0.32274(10) 0.0181(5) Uani 1 1 d . . . . .
C5 C 1.1058(2) 0.6071(3) 0.35746(11) 0.0268(5) Uani 1 1 d . . . . .
H5A H 1.131794 0.655892 0.396954 0.040 Uiso 1 1 calc GR . . . .
H5B H 1.085317 0.682045 0.325482 0.040 Uiso 1 1 calc GR . . . .
H5C H 1.163680 0.544496 0.350054 0.040 Uiso 1 1 calc GR . . . .
C2 C 0.81781(18) 0.4327(2) 0.28681(10) 0.0187(5) Uani 1 1 d . . . . .
C3 C 0.93946(19) 0.4549(3) 0.29700(10) 0.0197(5) Uani 1 1 d . . . . .
C13 C 1.02671(19) 0.1276(3) 0.39423(11) 0.0203(5) Uani 1 1 d . . . . .
C14 C 1.0809(2) 0.1256(3) 0.45717(11) 0.0233(5) Uani 1 1 d . . . . .
H14 H 1.148089 0.073772 0.468143 0.028 Uiso 1 1 calc R . . . .
C12 C 1.0756(2) 0.0438(3) 0.34933(11) 0.0299(6) Uani 1 1 d . . . . .
H12A H 1.022822 -0.028855 0.327067 0.045 Uiso 1 1 calc GR . . . .
H12B H 1.142004 -0.007284 0.371630 0.045 Uiso 1 1 calc GR . . . .
H12C H 1.093104 0.113946 0.320647 0.045 Uiso 1 1 calc GR . . . .
C11 C 0.60794(19) 0.5583(3) 0.32875(11) 0.0244(5) Uani 1 1 d . . . . .
H11 H 0.652102 0.644040 0.338714 0.029 Uiso 1 1 calc R . . . .
C4 C 1.00679(18) 0.5115(3) 0.35731(10) 0.0180(5) Uani 1 1 d . . . . .
C19 C 0.6564(2) 0.3193(3) 0.48169(12) 0.0323(6) Uani 1 1 d . . . . .
H19 H 0.599381 0.312770 0.501118 0.039 Uiso 1 1 calc R . . . .
C9 C 0.42834(19) 0.4411(3) 0.30458(11) 0.0275(6) Uani 1 1 d . . . . .
C20 C 0.7116(2) 0.4579(3) 0.48664(11) 0.0277(6) Uani 1 1 d . . . . .
C1 C 0.74738(19) 0.4454(3) 0.22136(10) 0.0260(5) Uani 1 1 d . . . . .
H1A H 0.694803 0.363906 0.212689 0.039 Uiso 1 1 calc GR . . . .
H1B H 0.793835 0.440391 0.193480 0.039 Uiso 1 1 calc GR . . . .
H1C H 0.708392 0.539949 0.216004 0.039 Uiso 1 1 calc GR . . . .
C18 C 0.6767(2) 0.1897(3) 0.45103(11) 0.0279(6) Uani 1 1 d . . . . .
C21 C 0.6718(2) 0.5865(3) 0.51895(14) 0.0419(7) Uani 1 1 d . . . . .
H21A H 0.734479 0.641954 0.543111 0.063 Uiso 1 1 calc GR . . . .
H21B H 0.629658 0.547472 0.545660 0.063 Uiso 1 1 calc GR . . . .
H21C H 0.625687 0.652351 0.488713 0.063 Uiso 1 1 calc GR . . . .
C10 C 0.4945(2) 0.5687(3) 0.31991(11) 0.0304(6) Uani 1 1 d . . . . .
H10 H 0.462383 0.661334 0.324250 0.036 Uiso 1 1 calc R . . . .
C17 C 0.6029(2) 0.0539(3) 0.44830(16) 0.0463(8) Uani 1 1 d . . . . .
H17A H 0.566757 0.030550 0.405857 0.069 Uiso 1 1 calc GR . . . .
H17B H 0.548022 0.075329 0.470047 0.069 Uiso 1 1 calc GR . . . .
H17C H 0.646994 -0.030863 0.467270 0.069 Uiso 1 1 calc GR . . . .
C22 C 0.2456(2) 0.3384(4) 0.27024(19) 0.0602(10) Uani 1 1 d . . . . .
H22A H 0.259923 0.304091 0.232452 0.090 Uiso 1 1 calc GR . . . .
H22B H 0.169321 0.368987 0.262224 0.090 Uiso 1 1 calc GR . . . .
H22C H 0.260070 0.257984 0.300061 0.090 Uiso 1 1 calc GR . . . .
H1 H 1.015(2) 0.530(3) 0.4391(11) 0.018(6) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 O2 2.0448(15) . ?
Ru1 O1 2.0161(15) . ?
Ru1 O3 2.0727(15) . ?
Ru1 O4 2.0575(15) . ?
Ru1 N1 1.9484(19) . ?
Ru1 N2 1.9756(18) . ?
O2 C15 1.280(3) . ?
O5 C3 1.246(3) . ?
O1 C13 1.282(3) . ?
O3 C18 1.274(3) . ?
O4 C20 1.276(3) . ?
O6 C9 1.374(3) . ?
O6 C22 1.427(3) . ?
N1 C4 1.297(3) . ?
N1 H1 0.84(3) . ?
N2 C6 1.451(3) . ?
N2 C2 1.312(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.386(3) . ?
C7 C6 1.381(3) . ?
C15 C16 1.505(3) . ?
C15 C14 1.398(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.379(3) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C6 C11 1.386(3) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C5 C4 1.497(3) . ?
C2 C3 1.488(3) . ?
C2 C1 1.499(3) . ?
C3 C4 1.476(3) . ?
C13 C14 1.392(3) . ?
C13 C12 1.504(3) . ?
C14 H14 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C11 H11 0.9300 . ?
C11 C10 1.380(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.398(4) . ?
C19 C18 1.395(4) . ?
C9 C10 1.388(4) . ?
C20 C21 1.503(4) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C18 C17 1.507(4) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C10 H10 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?

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
O2 Ru1 O3 87.41(6) . . ?
O2 Ru1 O4 85.91(6) . . ?
O1 Ru1 O2 93.58(6) . . ?
O1 Ru1 O3 89.04(6) . . ?
O1 Ru1 O4 179.24(6) . . ?
O4 Ru1 O3 91.49(6) . . ?
N1 Ru1 O2 91.00(7) . . ?
N1 Ru1 O1 85.90(7) . . ?
N1 Ru1 O3 174.59(7) . . ?
N1 Ru1 O4 93.55(7) . . ?
N1 Ru1 N2 87.43(8) . . ?
N2 Ru1 O2 178.23(6) . . ?
N2 Ru1 O1 85.49(7) . . ?
N2 Ru1 O3 94.08(7) . . ?
N2 Ru1 O4 95.01(7) . . ?
C15 O2 Ru1 122.12(14) . . ?
C13 O1 Ru1 122.05(14) . . ?
C18 O3 Ru1 123.88(16) . . ?
C20 O4 Ru1 124.24(16) . . ?
C9 O6 C22 116.8(2) . . ?
Ru1 N1 H1 119.7(16) . . ?
C4 N1 Ru1 125.85(17) . . ?
C4 N1 H1 114.4(16) . . ?
C6 N2 Ru1 118.28(13) . . ?
C2 N2 Ru1 123.38(15) . . ?
C2 N2 C6 118.10(18) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C6 C7 C8 120.2(2) . . ?
O2 C15 C16 115.6(2) . . ?
O2 C15 C14 125.4(2) . . ?
C14 C15 C16 119.0(2) . . ?
C7 C8 H8 120.1 . . ?
C9 C8 C7 119.9(2) . . ?
C9 C8 H8 120.1 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C7 C6 N2 120.4(2) . . ?
C7 C6 C11 119.9(2) . . ?
C11 C6 N2 119.7(2) . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
N2 C2 C3 120.76(19) . . ?
N2 C2 C1 122.5(2) . . ?
C3 C2 C1 116.71(18) . . ?
O5 C3 C2 119.8(2) . . ?
O5 C3 C4 119.2(2) . . ?
C4 C3 C2 119.66(18) . . ?
O1 C13 C14 126.3(2) . . ?
O1 C13 C12 113.9(2) . . ?
C14 C13 C12 119.7(2) . . ?
C15 C14 H14 115.8 . . ?
C13 C14 C15 128.4(2) . . ?
C13 C14 H14 115.8 . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
C13 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C6 C11 H11 120.1 . . ?
C10 C11 C6 119.9(2) . . ?
C10 C11 H11 120.1 . . ?
N1 C4 C5 121.8(2) . . ?
N1 C4 C3 120.6(2) . . ?
C3 C4 C5 117.59(19) . . ?
C20 C19 H19 116.2 . . ?
C18 C19 H19 116.2 . . ?
C18 C19 C20 127.7(2) . . ?
O6 C9 C8 124.1(2) . . ?
O6 C9 C10 116.0(2) . . ?
C8 C9 C10 119.9(2) . . ?
O4 C20 C19 126.3(2) . . ?
O4 C20 C21 114.7(2) . . ?
C19 C20 C21 118.9(2) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O3 C18 C19 126.4(2) . . ?
O3 C18 C17 114.4(2) . . ?
C19 C18 C17 119.2(2) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C11 C10 C9 120.2(2) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C18 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
C18 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O6 C22 H22A 109.5 . . ?
O6 C22 H22B 109.5 . . ?
O6 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ru1 O2 C15 C16 170.60(14) . . . . ?
Ru1 O2 C15 C14 -8.2(3) . . . . ?
Ru1 O1 C13 C14 9.4(3) . . . . ?
Ru1 O1 C13 C12 -170.78(15) . . . . ?
Ru1 O3 C18 C19 -1.2(3) . . . . ?
Ru1 O3 C18 C17 177.83(17) . . . . ?
Ru1 O4 C20 C19 0.3(4) . . . . ?
Ru1 O4 C20 C21 -178.09(17) . . . . ?
Ru1 N1 C4 C5 -171.37(17) . . . . ?
Ru1 N1 C4 C3 11.2(3) . . . . ?
Ru1 N2 C6 C7 -80.8(2) . . . . ?
Ru1 N2 C6 C11 97.1(2) . . . . ?
Ru1 N2 C2 C3 -18.6(3) . . . . ?
Ru1 N2 C2 C1 163.92(17) . . . . ?
O2 C15 C14 C13 -2.7(4) . . . . ?
O5 C3 C4 N1 -163.6(2) . . . . ?
O5 C3 C4 C5 18.9(3) . . . . ?
O1 C13 C14 C15 2.1(4) . . . . ?
O6 C9 C10 C11 -177.2(2) . . . . ?
N2 C6 C11 C10 -178.4(2) . . . . ?
N2 C2 C3 O5 168.1(2) . . . . ?
N2 C2 C3 C4 -24.9(3) . . . . ?
C7 C8 C9 O6 177.4(2) . . . . ?
C7 C8 C9 C10 -0.8(4) . . . . ?
C7 C6 C11 C10 -0.5(3) . . . . ?
C8 C7 C6 N2 178.71(19) . . . . ?
C8 C7 C6 C11 0.8(3) . . . . ?
C8 C9 C10 C11 1.1(4) . . . . ?
C16 C15 C14 C13 178.5(2) . . . . ?
C6 N2 C2 C3 167.21(19) . . . . ?
C6 N2 C2 C1 -10.3(3) . . . . ?
C6 C7 C8 C9 -0.1(3) . . . . ?
C6 C11 C10 C9 -0.5(4) . . . . ?
C2 N2 C6 C7 93.6(3) . . . . ?
C2 N2 C6 C11 -88.4(3) . . . . ?
C2 C3 C4 N1 29.3(3) . . . . ?
C2 C3 C4 C5 -148.2(2) . . . . ?
C12 C13 C14 C15 -177.7(2) . . . . ?
C20 C19 C18 O3 2.3(4) . . . . ?
C20 C19 C18 C17 -176.6(3) . . . . ?
C1 C2 C3 O5 -14.2(3) . . . . ?
C1 C2 C3 C4 152.7(2) . . . . ?
C18 C19 C20 O4 -1.8(5) . . . . ?
C18 C19 C20 C21 176.5(3) . . . . ?
C22 O6 C9 C8 -6.4(4) . . . . ?
C22 O6 C9 C10 171.9(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.640
_oxdiff_exptl_absorpt_empirical_full_min 0.673
_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_5c
_database_code_depnum_ccdc_archive 'CCDC 1834731'
_audit_update_record             
;
2018-04-04 deposited with the CCDC.
2018-10-19 downloaded from the CCDC.
;
_audit_creation_date             2018-02-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        5c
_chemical_formula_moiety         '0.5(C24 H30 N O7 Ru)'
_chemical_formula_sum            'C12 H15 N0.50 O3.50 Ru0.50'
_chemical_formula_weight         272.78
_chemical_melting_point          ?
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'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.4676(3)
_cell_length_b                   11.9575(4)
_cell_length_c                   12.7857(3)
_cell_angle_alpha                64.818(3)
_cell_angle_beta                 78.619(3)
_cell_angle_gamma                69.402(3)
_cell_volume                     1224.21(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    15654
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      31.0590
_cell_measurement_theta_min      1.9750
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.683
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.480
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             562
_exptl_crystal_size_max          0.405
_exptl_crystal_size_mid          0.321
_exptl_crystal_size_min          0.105
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0707
_diffrn_reflns_av_unetI/netI     0.0595
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.913
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            32424
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.913
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         31.206
_diffrn_reflns_theta_min         1.763
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.913
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  70.00   0.50    8.00    --  -20.00   0.00-180.00  360
  2  ω    -75.50  19.00   0.50    8.00    --  -20.00 -72.00 -36.00  189
  3  ω    -63.00  19.00   0.50    8.00    --  -20.00 -72.00 108.00  164
  4  ω    -49.00   1.00   0.50    8.00    --  -20.00  72.00-108.00  100
  5  ω    -93.00 -23.00   0.50    8.00    --  -20.00 -72.00  36.00  140
  6  ω   -110.00  70.00   0.50    8.00    --  -20.00   0.00 108.00  360
  7  ω    -60.00  19.00   0.50    8.00    --  -20.00 -72.00-108.00  158
  8  ω    -59.00  22.00   0.50    8.00    --  -20.00  72.00 108.00  162
  9  ω    -58.50   2.00   0.50    8.00    --  -20.00  72.00-180.00  121
 10  ω    -42.50  -8.00   0.50    8.00    --  -20.00  72.00  36.00   69
 11  ω    -40.00 -10.00   0.50    8.00    --  -20.00 -72.00-180.00   60
 12  ω   -110.00 -44.00   0.50    8.00    --  -20.00   0.00  36.00  132
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0054221000
_diffrn_orient_matrix_UB_12      -0.0349401000
_diffrn_orient_matrix_UB_13      0.0606288000
_diffrn_orient_matrix_UB_21      -0.0787567000
_diffrn_orient_matrix_UB_22      0.0083582000
_diffrn_orient_matrix_UB_23      0.0064012000
_diffrn_orient_matrix_UB_31      0.0139244000
_diffrn_orient_matrix_UB_32      -0.0586239000
_diffrn_orient_matrix_UB_33      -0.0072807000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6027
_reflns_number_total             7250
_reflns_odcompleteness_completeness 91.30
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.14
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.886
_refine_diff_density_min         -1.306
_refine_diff_density_rms         0.240
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     306
_refine_ls_number_reflns         7250
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0621
_refine_ls_R_factor_gt           0.0446
_refine_ls_restrained_S_all      1.112
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0560P)²+0.5780P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1033
_refine_ls_wR_factor_ref         0.1228
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C10(H10), C11(H11), C7(H7), C8(H8), C19(H19)
2.b Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C21(H21A,H21B,H21C), C17(H17A,H17B,H17C), C16(H16A,H16B,
 H16C), C23(H23A,H23B,H23C), C1(H1A,H1B,H1C), C12(H12A,H12B,H12C), C24(H24A,
 H24B,H24C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.57951(2) 0.66185(2) 0.79897(2) 0.02280(8) Uani 1 1 d . . . . .
O3 O 0.7000(2) 0.57021(18) 0.94470(17) 0.0267(4) Uani 1 1 d . . . . .
O4 O 0.7858(2) 0.64355(19) 0.70625(17) 0.0268(4) Uani 1 1 d . . . . .
O2 O 0.5822(2) 0.83642(18) 0.78187(18) 0.0270(4) Uani 1 1 d . . . . .
O5 O 0.5880(2) 0.48163(19) 0.81805(18) 0.0280(4) Uani 1 1 d . . . . .
O7 O 0.7714(3) 0.7677(2) 0.2348(2) 0.0409(5) Uani 1 1 d . . . . .
O6 O -0.0073(3) 0.9937(3) 0.7370(3) 0.0582(8) Uani 1 1 d . . . . .
N1 N 0.4602(3) 0.7495(2) 0.65723(19) 0.0243(5) Uani 1 1 d . . . . .
O1 O 0.3919(3) 0.6795(2) 0.8964(2) 0.0401(5) Uani 1 1 d . . . . .
C13 C 0.6160(3) 0.8563(3) 0.8633(3) 0.0275(6) Uani 1 1 d . . . . .
C20 C 0.6923(4) 0.4101(3) 0.7719(3) 0.0316(6) Uani 1 1 d . . . . .
C14 C 0.6704(4) 0.7625(3) 0.9697(3) 0.0322(6) Uani 1 1 d . . . . .
H14 H 0.678539 0.792530 1.023763 0.039 Uiso 1 1 calc R . . . .
C22 C 0.0480(3) 0.8906(3) 0.7288(3) 0.0343(7) Uani 1 1 d . . . . .
C9 C 0.7030(3) 0.7646(3) 0.3405(3) 0.0303(6) Uani 1 1 d . . . . .
C15 C 0.7139(3) 0.6280(3) 1.0037(3) 0.0293(6) Uani 1 1 d . . . . .
C4 C 0.3118(3) 0.8117(3) 0.6519(2) 0.0267(6) Uani 1 1 d . . . . .
C6 C 0.5450(3) 0.7518(3) 0.5507(2) 0.0257(5) Uani 1 1 d . . . . .
C2 C 0.2522(3) 0.7494(3) 0.8650(3) 0.0284(6) Uani 1 1 d . . . . .
C3 C 0.2139(3) 0.8158(3) 0.7481(3) 0.0293(6) Uani 1 1 d . . . . .
C10 C 0.6273(3) 0.6731(3) 0.3977(3) 0.0320(6) Uani 1 1 d . . . . .
H10 H 0.628962 0.616031 0.365503 0.038 Uiso 1 1 calc R . . . .
C18 C 0.8614(3) 0.5491(3) 0.6783(2) 0.0306(6) Uani 1 1 d . . . . .
C5 C 0.2461(4) 0.8829(3) 0.5335(3) 0.0354(7) Uani 1 1 d . . . . .
H5A H 0.313950 0.926584 0.478845 0.053 Uiso 1 1 calc GR . . . .
H5B H 0.150269 0.945251 0.537751 0.053 Uiso 1 1 calc GR . . . .
H5C H 0.232692 0.821877 0.509051 0.053 Uiso 1 1 calc GR . . . .
C11 C 0.5489(3) 0.6661(3) 0.5026(3) 0.0303(6) Uani 1 1 d . . . . .
H11 H 0.498689 0.604012 0.541057 0.036 Uiso 1 1 calc R . . . .
C7 C 0.6260(3) 0.8392(3) 0.4948(3) 0.0294(6) Uani 1 1 d . . . . .
H7 H 0.627403 0.894191 0.528313 0.035 Uiso 1 1 calc R . . . .
C21 C 0.6679(4) 0.2826(3) 0.7970(3) 0.0449(8) Uani 1 1 d . . . . .
H21A H 0.660653 0.235471 0.879209 0.067 Uiso 1 1 calc GR . . . .
H21B H 0.751454 0.232524 0.763278 0.067 Uiso 1 1 calc GR . . . .
H21C H 0.576141 0.298727 0.764470 0.067 Uiso 1 1 calc GR . . . .
C17 C 1.0073(4) 0.5615(3) 0.6084(3) 0.0412(8) Uani 1 1 d . . . . .
H17A H 0.986403 0.637933 0.538427 0.062 Uiso 1 1 calc GR . . . .
H17B H 1.055606 0.486654 0.589465 0.062 Uiso 1 1 calc GR . . . .
H17C H 1.072880 0.567841 0.652791 0.062 Uiso 1 1 calc GR . . . .
C16 C 0.7879(4) 0.5418(3) 1.1163(3) 0.0407(8) Uani 1 1 d . . . . .
H16A H 0.726212 0.488912 1.166763 0.061 Uiso 1 1 calc GR . . . .
H16B H 0.799467 0.594066 1.152003 0.061 Uiso 1 1 calc GR . . . .
H16C H 0.885463 0.487240 1.102133 0.061 Uiso 1 1 calc GR . . . .
C23 C -0.0448(4) 0.8270(3) 0.7039(3) 0.0415(8) Uani 1 1 d . . . . .
H23A H -0.056950 0.753903 0.772210 0.062 Uiso 1 1 calc GR . . . .
H23B H 0.005264 0.798252 0.642702 0.062 Uiso 1 1 calc GR . . . .
H23C H -0.142276 0.887936 0.680631 0.062 Uiso 1 1 calc GR . . . .
C8 C 0.7052(4) 0.8470(3) 0.3900(3) 0.0322(6) Uani 1 1 d . . . . .
H8 H 0.759061 0.906629 0.353348 0.039 Uiso 1 1 calc R . . . .
C1 C 0.1313(4) 0.7534(3) 0.9607(3) 0.0371(7) Uani 1 1 d . . . . .
H1A H 0.162234 0.676982 1.029284 0.056 Uiso 1 1 calc GR . . . .
H1B H 0.038804 0.757055 0.937486 0.056 Uiso 1 1 calc GR . . . .
H1C H 0.115845 0.828811 0.976205 0.056 Uiso 1 1 calc GR . . . .
C12 C 0.6014(4) 0.9952(3) 0.8354(3) 0.0388(7) Uani 1 1 d . . . . .
H12A H 0.697823 1.009712 0.807484 0.058 Uiso 1 1 calc GR . . . .
H12B H 0.567294 1.013478 0.903973 0.058 Uiso 1 1 calc GR . . . .
H12C H 0.529657 1.051111 0.777032 0.058 Uiso 1 1 calc GR . . . .
C19 C 0.8191(4) 0.4378(3) 0.7068(3) 0.0350(7) Uani 1 1 d . . . . .
H19 H 0.883473 0.376324 0.678612 0.042 Uiso 1 1 calc R . . . .
C24 C 0.8353(4) 0.8704(4) 0.1680(3) 0.0500(9) Uani 1 1 d . . . . .
H24A H 0.871721 0.866834 0.093531 0.075 Uiso 1 1 calc GR . . . .
H24B H 0.917666 0.861446 0.207251 0.075 Uiso 1 1 calc GR . . . .
H24C H 0.759597 0.952004 0.158214 0.075 Uiso 1 1 calc GR . . . .


_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 O3 2.0482(19) . ?
Ru1 O4 2.068(2) . ?
Ru1 O2 2.0131(19) . ?
Ru1 O5 2.0367(19) . ?
Ru1 N1 2.004(2) . ?
Ru1 O1 1.959(2) . ?
O3 C15 1.270(3) . ?
O4 C18 1.260(4) . ?
O2 C13 1.281(3) . ?
O5 C20 1.289(4) . ?
O7 C9 1.370(4) . ?
O7 C24 1.424(4) . ?
O6 C22 1.200(4) . ?
N1 C4 1.338(4) . ?
N1 C6 1.433(4) . ?
O1 C2 1.325(4) . ?
C13 C14 1.395(4) . ?
C13 C12 1.502(4) . ?
C20 C21 1.511(4) . ?
C20 C19 1.376(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.397(4) . ?
C22 C3 1.518(4) . ?
C22 C23 1.497(4) . ?
C9 C10 1.382(4) . ?
C9 C8 1.387(4) . ?
C15 C16 1.501(4) . ?
C4 C3 1.395(4) . ?
C4 C5 1.518(4) . ?
C6 C11 1.389(4) . ?
C6 C7 1.380(4) . ?
C2 C3 1.413(4) . ?
C2 C1 1.505(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.383(4) . ?
C18 C17 1.508(4) . ?
C18 C19 1.404(4) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C11 H11 0.9300 . ?
C7 H7 0.9300 . ?
C7 C8 1.382(4) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C8 H8 0.9300 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C19 H19 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?

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
O3 Ru1 O4 86.64(8) . . ?
O2 Ru1 O3 91.68(8) . . ?
O2 Ru1 O4 87.77(8) . . ?
O2 Ru1 O5 177.12(8) . . ?
O5 Ru1 O3 86.23(8) . . ?
O5 Ru1 O4 90.11(8) . . ?
N1 Ru1 O3 179.18(8) . . ?
N1 Ru1 O4 93.79(9) . . ?
N1 Ru1 O2 89.03(9) . . ?
N1 Ru1 O5 93.07(9) . . ?
O1 Ru1 O3 89.33(9) . . ?
O1 Ru1 O4 175.41(9) . . ?
O1 Ru1 O2 90.15(9) . . ?
O1 Ru1 O5 91.81(9) . . ?
O1 Ru1 N1 90.27(10) . . ?
C15 O3 Ru1 123.64(18) . . ?
C18 O4 Ru1 126.09(19) . . ?
C13 O2 Ru1 123.13(18) . . ?
C20 O5 Ru1 124.76(19) . . ?
C9 O7 C24 117.1(3) . . ?
C4 N1 Ru1 126.35(19) . . ?
C4 N1 C6 117.4(2) . . ?
C6 N1 Ru1 116.09(18) . . ?
C2 O1 Ru1 128.9(2) . . ?
O2 C13 C14 126.5(3) . . ?
O2 C13 C12 114.7(3) . . ?
C14 C13 C12 118.7(3) . . ?
O5 C20 C21 113.7(3) . . ?
O5 C20 C19 126.9(3) . . ?
C19 C20 C21 119.4(3) . . ?
C13 C14 H14 116.5 . . ?
C13 C14 C15 126.9(3) . . ?
C15 C14 H14 116.5 . . ?
O6 C22 C3 121.7(3) . . ?
O6 C22 C23 121.5(3) . . ?
C23 C22 C3 116.7(3) . . ?
O7 C9 C10 115.9(3) . . ?
O7 C9 C8 124.0(3) . . ?
C10 C9 C8 120.1(3) . . ?
O3 C15 C14 125.0(3) . . ?
O3 C15 C16 115.6(3) . . ?
C14 C15 C16 119.4(3) . . ?
N1 C4 C3 124.2(3) . . ?
N1 C4 C5 117.9(3) . . ?
C3 C4 C5 117.9(3) . . ?
C11 C6 N1 121.1(3) . . ?
C7 C6 N1 120.0(3) . . ?
C7 C6 C11 118.9(3) . . ?
O1 C2 C3 123.0(3) . . ?
O1 C2 C1 116.9(3) . . ?
C3 C2 C1 120.1(3) . . ?
C4 C3 C22 118.3(3) . . ?
C4 C3 C2 126.0(3) . . ?
C2 C3 C22 115.5(3) . . ?
C9 C10 H10 119.9 . . ?
C9 C10 C11 120.3(3) . . ?
C11 C10 H10 119.9 . . ?
O4 C18 C17 115.3(3) . . ?
O4 C18 C19 125.1(3) . . ?
C19 C18 C17 119.6(3) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C6 C11 H11 119.9 . . ?
C10 C11 C6 120.1(3) . . ?
C10 C11 H11 119.9 . . ?
C6 C7 H7 119.2 . . ?
C6 C7 C8 121.6(3) . . ?
C8 C7 H7 119.2 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C18 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
C18 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C9 C8 H8 120.5 . . ?
C7 C8 C9 118.9(3) . . ?
C7 C8 H8 120.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
C13 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C20 C19 C18 126.9(3) . . ?
C20 C19 H19 116.6 . . ?
C18 C19 H19 116.6 . . ?
O7 C24 H24A 109.5 . . ?
O7 C24 H24B 109.5 . . ?
O7 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ru1 O3 C15 C14 -10.3(4) . . . . ?
Ru1 O3 C15 C16 171.8(2) . . . . ?
Ru1 O4 C18 C17 178.85(19) . . . . ?
Ru1 O4 C18 C19 -0.8(4) . . . . ?
Ru1 O2 C13 C14 7.1(4) . . . . ?
Ru1 O2 C13 C12 -176.2(2) . . . . ?
Ru1 O5 C20 C21 -178.0(2) . . . . ?
Ru1 O5 C20 C19 3.2(4) . . . . ?
Ru1 N1 C4 C3 -5.5(4) . . . . ?
Ru1 N1 C4 C5 174.13(19) . . . . ?
Ru1 N1 C6 C11 101.5(3) . . . . ?
Ru1 N1 C6 C7 -77.8(3) . . . . ?
Ru1 O1 C2 C3 6.8(4) . . . . ?
Ru1 O1 C2 C1 -174.6(2) . . . . ?
O4 C18 C19 C20 -2.1(5) . . . . ?
O2 C13 C14 C15 7.4(5) . . . . ?
O5 C20 C19 C18 0.8(5) . . . . ?
O7 C9 C10 C11 -177.1(3) . . . . ?
O7 C9 C8 C7 176.9(3) . . . . ?
O6 C22 C3 C4 -106.1(4) . . . . ?
O6 C22 C3 C2 77.7(4) . . . . ?
N1 C4 C3 C22 179.8(3) . . . . ?
N1 C4 C3 C2 -4.5(5) . . . . ?
N1 C6 C11 C10 177.8(3) . . . . ?
N1 C6 C7 C8 -177.9(3) . . . . ?
O1 C2 C3 C22 179.8(3) . . . . ?
O1 C2 C3 C4 4.0(5) . . . . ?
C13 C14 C15 O3 -5.5(5) . . . . ?
C13 C14 C15 C16 172.4(3) . . . . ?
C9 C10 C11 C6 0.5(5) . . . . ?
C4 N1 C6 C11 -82.2(3) . . . . ?
C4 N1 C6 C7 98.5(3) . . . . ?
C6 N1 C4 C3 178.6(3) . . . . ?
C6 N1 C4 C5 -1.8(4) . . . . ?
C6 C7 C8 C9 -0.1(5) . . . . ?
C10 C9 C8 C7 -2.4(4) . . . . ?
C5 C4 C3 C22 0.2(4) . . . . ?
C5 C4 C3 C2 175.9(3) . . . . ?
C11 C6 C7 C8 2.8(4) . . . . ?
C7 C6 C11 C10 -2.9(4) . . . . ?
C21 C20 C19 C18 -178.0(3) . . . . ?
C17 C18 C19 C20 178.3(3) . . . . ?
C23 C22 C3 C4 76.3(4) . . . . ?
C23 C22 C3 C2 -99.8(3) . . . . ?
C8 C9 C10 C11 2.2(5) . . . . ?
C1 C2 C3 C22 1.3(4) . . . . ?
C1 C2 C3 C4 -174.5(3) . . . . ?
C12 C13 C14 C15 -169.2(3) . . . . ?
C24 O7 C9 C10 172.9(3) . . . . ?
C24 O7 C9 C8 -6.3(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.812
_oxdiff_exptl_absorpt_empirical_full_min 0.524
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1834721'
_audit_update_record             
;
2018-04-04 deposited with the CCDC.
2018-10-19 downloaded from the CCDC.
;
_audit_creation_date             2018-02-13
_audit_creation_method           
;
Olex2 1.2-ac3
(compiled 2017.02.24 svn.r3390 for Rigaku Oxford Diffraction, GUI svn.r5318)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        2
_chemical_formula_moiety         'C21 H26 N O4 Ru S'
_chemical_formula_sum            'C21 H26 N O4 Ru S'
_chemical_formula_weight         489.56
_chemical_melting_point          ?
_chemical_oxdiff_formula         C21H30N1O4S1Ru
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'
Ru Ru -1.2594 0.8363 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   8.4297(2)
_cell_length_b                   12.4543(3)
_cell_length_c                   20.9818(5)
_cell_angle_alpha                90
_cell_angle_beta                 99.129(2)
_cell_angle_gamma                90
_cell_volume                     2174.89(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13216
_cell_measurement_temperature    150
_cell_measurement_theta_max      31.2410
_cell_measurement_theta_min      2.6080
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.842
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82318
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.495
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1004
_exptl_crystal_size_max          0.419
_exptl_crystal_size_mid          0.352
_exptl_crystal_size_min          0.261
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0191
_diffrn_reflns_av_unetI/netI     0.0143
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            13423
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        24.996
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_min         2.558
_diffrn_ambient_temperature      150
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  44.00   0.50    8.00    --  -20.00   0.00 108.00  308
  2  ω    -78.00  19.00   0.50    8.00    --  -20.00 -72.00  36.00  194
  3  ω    -30.00   0.00   0.50    8.00    --  -20.00   0.00-180.00   60
  4  ω   -110.00 -37.00   0.50    8.00    --  -20.00   0.00 -36.00  146
;
_diffrn_measurement_device       'AFC12 (Right): Kappa 3 circle'
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0815203000
_diffrn_orient_matrix_UB_12      0.0108968000
_diffrn_orient_matrix_UB_13      0.0126211000
_diffrn_orient_matrix_UB_21      0.0152073000
_diffrn_orient_matrix_UB_22      0.0121766000
_diffrn_orient_matrix_UB_23      -0.0314911000
_diffrn_orient_matrix_UB_31      -0.0195896000
_diffrn_orient_matrix_UB_32      0.0545862000
_diffrn_orient_matrix_UB_33      0.0045186000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3623
_reflns_number_total             3748
_reflns_odcompleteness_completeness 90.36
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.96
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_data_collection       'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.331
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.089
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.189
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     259
_refine_ls_number_reflns         3748
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0236
_refine_ls_R_factor_gt           0.0218
_refine_ls_restrained_S_all      1.189
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0360P)²+1.0310P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0653
_refine_ls_wR_factor_ref         0.0672
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C19(H19), C3(H3), C7(H7), C11(H11), C8(H8), C10(H10), C9(H9)
2.b Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C16(H16A,H16B,H16C), C12(H12A,H12B,H12C), C21(H21A,H21B,
 H21C), C1(H1A,H1B,H1C), C5(H5A,H5B,H5C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Ru01 Ru 0.31617(2) 0.47204(2) 0.17648(2) 0.02189(8) Uani 1 1 d . . . . .
S1 S 0.24678(7) 0.55630(5) 0.26223(3) 0.03409(14) Uani 1 1 d . . . . .
O1 O 0.09816(17) 0.49579(12) 0.12247(7) 0.0263(3) Uani 1 1 d . . . . .
O4 O 0.54082(17) 0.44679(12) 0.22458(7) 0.0283(3) Uani 1 1 d . . . . .
O3 O 0.38568(17) 0.41729(11) 0.09166(7) 0.0268(3) Uani 1 1 d . . . . .
O2 O 0.39728(17) 0.62017(12) 0.15178(8) 0.0315(3) Uani 1 1 d . . . . .
C17 C -0.1169(3) 0.58525(19) 0.05997(11) 0.0340(5) Uani 1 1 d . . . . .
H17A H -0.119721 0.544609 0.019807 0.051 Uiso 1 1 calc GR . . . .
H17B H -0.152340 0.659111 0.049832 0.051 Uiso 1 1 calc GR . . . .
H17C H -0.188649 0.551367 0.086503 0.051 Uiso 1 1 calc GR . . . .
C16 C 0.8102(3) 0.3890(2) 0.24710(13) 0.0393(6) Uani 1 1 d . . . . .
H16A H 0.804041 0.429243 0.286773 0.059 Uiso 1 1 calc GR . . . .
H16B H 0.900315 0.415932 0.227362 0.059 Uiso 1 1 calc GR . . . .
H16C H 0.826638 0.312673 0.257401 0.059 Uiso 1 1 calc GR . . . .
C12 C 0.5417(3) 0.3411(2) 0.02055(13) 0.0479(6) Uani 1 1 d . . . . .
H12A H 0.466783 0.282030 0.007534 0.072 Uiso 1 1 calc GR . . . .
H12B H 0.652111 0.316185 0.020803 0.072 Uiso 1 1 calc GR . . . .
H12C H 0.518615 0.400669 -0.010033 0.072 Uiso 1 1 calc GR . . . .
C13 C 0.5230(3) 0.37846(17) 0.08682(11) 0.0309(5) Uani 1 1 d . . . . .
C18 C 0.0514(2) 0.58625(17) 0.09634(9) 0.0249(4) Uani 1 1 d . . . . .
C15 C 0.6558(2) 0.40318(16) 0.20057(11) 0.0290(5) Uani 1 1 d . . . . .
C14 C 0.6519(3) 0.36959(19) 0.13724(12) 0.0350(5) Uani 1 1 d . . . . .
H14 H 0.746945 0.337198 0.127178 0.042 Uiso 1 1 calc R . . . .
C19 C 0.1424(3) 0.68001(17) 0.09889(10) 0.0296(5) Uani 1 1 d . . . . .
H19 H 0.087476 0.742639 0.081487 0.036 Uiso 1 1 calc R . . . .
N1 N 0.24816(19) 0.32393(13) 0.20231(8) 0.0245(4) Uani 1 1 d . . . . .
C21 C 0.3850(3) 0.80023(18) 0.11852(12) 0.0382(5) Uani 1 1 d . . . . .
H21A H 0.417227 0.830768 0.161684 0.057 Uiso 1 1 calc GR . . . .
H21B H 0.309332 0.848896 0.092598 0.057 Uiso 1 1 calc GR . . . .
H21C H 0.480194 0.790785 0.097651 0.057 Uiso 1 1 calc GR . . . .
C4 C 0.2122(2) 0.29075(18) 0.25847(10) 0.0290(5) Uani 1 1 d . . . . .
C20 C 0.3055(3) 0.69272(16) 0.12412(10) 0.0278(4) Uani 1 1 d . . . . .
C3 C 0.1988(3) 0.3590(2) 0.31198(11) 0.0353(5) Uani 1 1 d . . . . .
H3 H 0.182142 0.321823 0.349901 0.042 Uiso 1 1 calc R . . . .
C2 C 0.2056(3) 0.4673(2) 0.31848(11) 0.0371(6) Uani 1 1 d . . . . .
C1 C 0.1658(4) 0.5181(3) 0.38009(14) 0.0578(8) Uani 1 1 d . . . . .
H1A H 0.245338 0.573667 0.395030 0.087 Uiso 1 1 calc GR . . . .
H1B H 0.168007 0.462809 0.413480 0.087 Uiso 1 1 calc GR . . . .
H1C H 0.058570 0.550362 0.371401 0.087 Uiso 1 1 calc GR . . . .
C7 C 0.3760(3) 0.16939(18) 0.15910(12) 0.0350(5) Uani 1 1 d . . . . .
H7 H 0.459416 0.171939 0.195267 0.042 Uiso 1 1 calc R . . . .
C6 C 0.2511(3) 0.24377(16) 0.15342(10) 0.0281(4) Uani 1 1 d . . . . .
C11 C 0.1311(3) 0.24140(18) 0.09976(11) 0.0359(5) Uani 1 1 d . . . . .
H11 H 0.046488 0.292562 0.095198 0.043 Uiso 1 1 calc R . . . .
C8 C 0.3785(3) 0.09230(19) 0.11235(13) 0.0437(6) Uani 1 1 d . . . . .
H8 H 0.463058 0.041120 0.116707 0.052 Uiso 1 1 calc R . . . .
C10 C 0.1364(3) 0.1638(2) 0.05311(12) 0.0453(6) Uani 1 1 d . . . . .
H10 H 0.054641 0.161776 0.016306 0.054 Uiso 1 1 calc R . . . .
C9 C 0.2594(4) 0.0887(2) 0.05931(13) 0.0486(7) Uani 1 1 d . . . . .
H9 H 0.261452 0.035212 0.027174 0.058 Uiso 1 1 calc R . . . .
C5 C 0.1762(3) 0.1737(2) 0.26870(12) 0.0405(6) Uani 1 1 d . . . . .
H5A H 0.120427 0.142941 0.228272 0.061 Uiso 1 1 calc GR . . . .
H5B H 0.107797 0.167360 0.302181 0.061 Uiso 1 1 calc GR . . . .
H5C H 0.276963 0.134821 0.282280 0.061 Uiso 1 1 calc GR . . . .


_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
Ru01 S1 2.2392(6) . ?
Ru01 O1 2.0220(14) . ?
Ru01 O4 2.0241(14) . ?
Ru01 O3 2.0752(14) . ?
Ru01 O2 2.0620(14) . ?
Ru01 N1 2.0307(17) . ?
S1 C2 1.695(3) . ?
O1 C18 1.287(3) . ?
O4 C15 1.282(3) . ?
O3 C13 1.273(3) . ?
O2 C20 1.269(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C17 C18 1.501(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C16 C15 1.508(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C12 C13 1.498(3) . ?
C13 C14 1.396(3) . ?
C18 C19 1.393(3) . ?
C15 C14 1.388(3) . ?
C14 H14 0.9500 . ?
C19 H19 0.9500 . ?
C19 C20 1.402(3) . ?
N1 C4 1.328(3) . ?
N1 C6 1.434(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C21 C20 1.511(3) . ?
C4 C3 1.427(3) . ?
C4 C5 1.512(3) . ?
C3 H3 0.9500 . ?
C3 C2 1.356(4) . ?
C2 C1 1.524(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C7 H7 0.9500 . ?
C7 C6 1.393(3) . ?
C7 C8 1.375(3) . ?
C6 C11 1.389(3) . ?
C11 H11 0.9500 . ?
C11 C10 1.382(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.376(4) . ?
C10 H10 0.9500 . ?
C10 C9 1.387(4) . ?
C9 H9 0.9500 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 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
O1 Ru01 S1 92.96(5) . . ?
O1 Ru01 O4 175.89(6) . . ?
O1 Ru01 O3 85.56(6) . . ?
O1 Ru01 O2 92.08(6) . . ?
O1 Ru01 N1 90.71(6) . . ?
O4 Ru01 S1 90.87(5) . . ?
O4 Ru01 O3 90.42(6) . . ?
O4 Ru01 O2 86.74(6) . . ?
O4 Ru01 N1 90.41(6) . . ?
O3 Ru01 S1 171.24(4) . . ?
O2 Ru01 S1 85.52(5) . . ?
O2 Ru01 O3 85.90(6) . . ?
N1 Ru01 S1 95.19(5) . . ?
N1 Ru01 O3 93.47(6) . . ?
N1 Ru01 O2 177.07(6) . . ?
C2 S1 Ru01 111.19(9) . . ?
C18 O1 Ru01 123.81(13) . . ?
C15 O4 Ru01 125.16(14) . . ?
C13 O3 Ru01 125.25(14) . . ?
C20 O2 Ru01 123.35(13) . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C18 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
C18 C17 H17C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
C13 C12 H12C 109.5 . . ?
O3 C13 C12 115.0(2) . . ?
O3 C13 C14 125.3(2) . . ?
C14 C13 C12 119.6(2) . . ?
O1 C18 C17 114.22(18) . . ?
O1 C18 C19 125.99(19) . . ?
C19 C18 C17 119.79(18) . . ?
O4 C15 C16 115.1(2) . . ?
O4 C15 C14 126.80(19) . . ?
C14 C15 C16 118.1(2) . . ?
C13 C14 H14 116.6 . . ?
C15 C14 C13 126.8(2) . . ?
C15 C14 H14 116.6 . . ?
C18 C19 H19 116.2 . . ?
C18 C19 C20 127.60(19) . . ?
C20 C19 H19 116.2 . . ?
C4 N1 Ru01 129.29(15) . . ?
C4 N1 C6 116.74(17) . . ?
C6 N1 Ru01 113.82(13) . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
N1 C4 C3 124.8(2) . . ?
N1 C4 C5 120.4(2) . . ?
C3 C4 C5 114.8(2) . . ?
O2 C20 C19 125.66(19) . . ?
O2 C20 C21 114.89(19) . . ?
C19 C20 C21 119.45(19) . . ?
C4 C3 H3 114.2 . . ?
C2 C3 C4 131.6(2) . . ?
C2 C3 H3 114.2 . . ?
C3 C2 S1 126.20(19) . . ?
C3 C2 C1 119.1(2) . . ?
C1 C2 S1 114.6(2) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C8 C7 C6 120.0(2) . . ?
C7 C6 N1 120.00(19) . . ?
C11 C6 N1 120.1(2) . . ?
C11 C6 C7 119.9(2) . . ?
C6 C11 H11 120.4 . . ?
C10 C11 C6 119.2(2) . . ?
C10 C11 H11 120.4 . . ?
C7 C8 H8 119.7 . . ?
C7 C8 C9 120.5(2) . . ?
C9 C8 H8 119.7 . . ?
C11 C10 H10 119.6 . . ?
C11 C10 C9 120.8(2) . . ?
C9 C10 H10 119.6 . . ?
C8 C9 C10 119.5(2) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ru01 S1 C2 C3 -6.0(2) . . . . ?
Ru01 S1 C2 C1 176.92(17) . . . . ?
Ru01 O1 C18 C17 -178.41(14) . . . . ?
Ru01 O1 C18 C19 2.2(3) . . . . ?
Ru01 O4 C15 C16 -177.51(14) . . . . ?
Ru01 O4 C15 C14 3.1(3) . . . . ?
Ru01 O3 C13 C12 178.03(15) . . . . ?
Ru01 O3 C13 C14 -2.4(3) . . . . ?
Ru01 O2 C20 C19 -8.7(3) . . . . ?
Ru01 O2 C20 C21 171.97(15) . . . . ?
Ru01 N1 C4 C3 6.7(3) . . . . ?
Ru01 N1 C4 C5 -175.36(15) . . . . ?
Ru01 N1 C6 C7 103.38(19) . . . . ?
Ru01 N1 C6 C11 -75.4(2) . . . . ?
O1 C18 C19 C20 7.0(4) . . . . ?
O4 C15 C14 C13 1.3(4) . . . . ?
O3 C13 C14 C15 -1.6(4) . . . . ?
C17 C18 C19 C20 -172.4(2) . . . . ?
C16 C15 C14 C13 -178.1(2) . . . . ?
C12 C13 C14 C15 177.9(2) . . . . ?
C18 C19 C20 O2 -3.1(4) . . . . ?
C18 C19 C20 C21 176.2(2) . . . . ?
N1 C4 C3 C2 5.6(4) . . . . ?
N1 C6 C11 C10 179.8(2) . . . . ?
C4 N1 C6 C7 -72.6(3) . . . . ?
C4 N1 C6 C11 108.7(2) . . . . ?
C4 C3 C2 S1 -4.6(4) . . . . ?
C4 C3 C2 C1 172.3(2) . . . . ?
C7 C6 C11 C10 1.0(3) . . . . ?
C7 C8 C9 C10 0.1(4) . . . . ?
C6 N1 C4 C3 -178.05(19) . . . . ?
C6 N1 C4 C5 -0.2(3) . . . . ?
C6 C7 C8 C9 0.9(4) . . . . ?
C6 C11 C10 C9 0.0(4) . . . . ?
C11 C10 C9 C8 -0.6(4) . . . . ?
C8 C7 C6 N1 179.8(2) . . . . ?
C8 C7 C6 C11 -1.5(3) . . . . ?
C5 C4 C3 C2 -172.4(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.302
_oxdiff_exptl_absorpt_empirical_full_min 0.766
_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_1b
_database_code_depnum_ccdc_archive 'CCDC 1834717'
_audit_update_record             
;
2018-04-04 deposited with the CCDC.
2018-10-19 downloaded from the CCDC.
;
_audit_creation_date             2018-02-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        1b
_chemical_formula_moiety         'C21 H25 Cl N O5 Ru'
_chemical_formula_sum            'C21 H25 Cl N O5 Ru'
_chemical_formula_weight         507.94
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C23 H31 N2 O5 Ru1'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   8.2589(3)
_cell_length_b                   12.7453(4)
_cell_length_c                   20.9922(5)
_cell_angle_alpha                90
_cell_angle_beta                 97.680(2)
_cell_angle_gamma                90
_cell_volume                     2189.86(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11164
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      31.2080
_cell_measurement_theta_min      2.5170
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.869
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79062
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            grey
_exptl_crystal_density_diffrn    1.541
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1036
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.325
_exptl_crystal_size_min          0.120
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0221
_diffrn_reflns_av_unetI/netI     0.0193
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            13804
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.527
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  70.00   0.50    8.00    --  -20.00   0.00-180.00  360
  2  ω    -51.50  14.00   0.50    8.00    --  -20.00 -72.00 108.00  131
  3  ω   -110.00  -6.50   0.50    8.00    --  -20.00   0.00 108.00  207
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0357971000
_diffrn_orient_matrix_UB_12      0.0042716000
_diffrn_orient_matrix_UB_13      -0.0287741000
_diffrn_orient_matrix_UB_21      0.0758030000
_diffrn_orient_matrix_UB_22      -0.0173393000
_diffrn_orient_matrix_UB_23      0.0165499000
_diffrn_orient_matrix_UB_31      -0.0219626000
_diffrn_orient_matrix_UB_32      -0.0527189000
_diffrn_orient_matrix_UB_33      -0.0077610000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3451
_reflns_number_total             3804
_reflns_odcompleteness_completeness 99.47
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.452
_refine_diff_density_min         -0.429
_refine_diff_density_rms         0.096
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         3804
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0286
_refine_ls_R_factor_gt           0.0242
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0300P)²+1.2350P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0601
_refine_ls_wR_factor_ref         0.0627
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C3(H3), C11(H11), C14(H14), C8(H8), C19(H19), C10(H10)
2.b Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C1(H1A,H1B,H1C), C5(H5A,H5B,H5C), C12(H12A,H12B,H12C),
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.67154(2) 0.50106(2) 0.32666(2) 0.02475(8) Uani 1 1 d . . . . .
Cl1 Cl 0.75892(14) 0.03382(6) 0.49822(3) 0.0841(3) Uani 1 1 d . . . . .
O2 O 0.44921(18) 0.48537(11) 0.27657(7) 0.0311(3) Uani 1 1 d . . . . .
O4 O 0.59876(17) 0.44126(10) 0.40729(6) 0.0295(3) Uani 1 1 d . . . . .
O3 O 0.59800(17) 0.64638(11) 0.35315(7) 0.0326(3) Uani 1 1 d . . . . .
O5 O 0.89530(18) 0.52052(11) 0.37737(7) 0.0297(3) Uani 1 1 d . . . . .
O1 O 0.74179(18) 0.57439(11) 0.25167(6) 0.0328(3) Uani 1 1 d . . . . .
N1 N 0.73535(19) 0.35884(12) 0.29559(7) 0.0259(3) Uani 1 1 d . . . . .
C6 C 0.7438(2) 0.27458(15) 0.34094(9) 0.0284(4) Uani 1 1 d . . . . .
C21 C 1.1206(3) 0.60416(18) 0.43502(10) 0.0368(5) Uani 1 1 d . . . . .
H21A H 1.122532 0.568664 0.475448 0.055 Uiso 1 1 calc GR . . . .
H21B H 1.161614 0.674217 0.442322 0.055 Uiso 1 1 calc GR . . . .
H21C H 1.187887 0.566887 0.408696 0.055 Uiso 1 1 calc GR . . . .
C1 C 0.8137(3) 0.60224(19) 0.14899(11) 0.0464(6) Uani 1 1 d . . . . .
H1A H 0.722032 0.647206 0.135894 0.070 Uiso 1 1 calc GR . . . .
H1B H 0.839068 0.562713 0.112670 0.070 Uiso 1 1 calc GR . . . .
H1C H 0.906430 0.644050 0.165693 0.070 Uiso 1 1 calc GR . . . .
C5 C 0.8033(3) 0.23098(17) 0.21535(10) 0.0386(5) Uani 1 1 d . . . . .
H5A H 0.866358 0.194526 0.250230 0.058 Uiso 1 1 calc GR . . . .
H5B H 0.863926 0.234390 0.179460 0.058 Uiso 1 1 calc GR . . . .
H5C H 0.702516 0.194225 0.202936 0.058 Uiso 1 1 calc GR . . . .
C13 C 0.3320(3) 0.43578(16) 0.29727(10) 0.0324(5) Uani 1 1 d . . . . .
C7 C 0.6275(3) 0.19526(16) 0.33639(10) 0.0334(5) Uani 1 1 d . . . . .
H7 H 0.545425 0.193064 0.301475 0.040 Uiso 1 1 calc R . . . .
C12 C 0.1774(3) 0.4287(2) 0.25117(12) 0.0471(6) Uani 1 1 d . . . . .
H12A H 0.185782 0.473003 0.214763 0.071 Uiso 1 1 calc GR . . . .
H12B H 0.087036 0.451174 0.272172 0.071 Uiso 1 1 calc GR . . . .
H12C H 0.160423 0.357454 0.237039 0.071 Uiso 1 1 calc GR . . . .
C3 C 0.7758(3) 0.42113(17) 0.19078(10) 0.0340(5) Uani 1 1 d . . . . .
H3 H 0.785071 0.399261 0.149162 0.041 Uiso 1 1 calc R . . . .
C4 C 0.7670(2) 0.34078(16) 0.23648(9) 0.0290(4) Uani 1 1 d . . . . .
C11 C 0.8672(3) 0.27671(17) 0.39278(10) 0.0352(5) Uani 1 1 d . . . . .
H11 H 0.945379 0.329651 0.395765 0.042 Uiso 1 1 calc R . . . .
C2 C 0.7722(3) 0.52805(18) 0.20034(10) 0.0331(5) Uani 1 1 d . . . . .
C14 C 0.3356(3) 0.39137(16) 0.35797(10) 0.0345(5) Uani 1 1 d . . . . .
H14 H 0.243465 0.353597 0.365201 0.041 Uiso 1 1 calc R . . . .
C8 C 0.6340(3) 0.11950(17) 0.38386(11) 0.0428(6) Uani 1 1 d . . . . .
H8 H 0.556956 0.065880 0.380983 0.051 Uiso 1 1 calc R . . . .
C16 C 0.4381(3) 0.35018(19) 0.47305(11) 0.0449(6) Uani 1 1 d . . . . .
H16A H 0.524989 0.301601 0.486208 0.067 Uiso 1 1 calc GR . . . .
H16B H 0.335274 0.314044 0.469282 0.067 Uiso 1 1 calc GR . . . .
H16C H 0.439266 0.405012 0.504456 0.067 Uiso 1 1 calc GR . . . .
C20 C 0.9488(2) 0.60836(16) 0.40163(9) 0.0282(4) Uani 1 1 d . . . . .
C18 C 0.6955(3) 0.71662(16) 0.37768(9) 0.0309(5) Uani 1 1 d . . . . .
C15 C 0.4612(3) 0.39696(15) 0.40914(10) 0.0311(5) Uani 1 1 d . . . . .
C19 C 0.8608(3) 0.70187(16) 0.39953(9) 0.0322(5) Uani 1 1 d . . . . .
H19 H 0.919200 0.761350 0.414447 0.039 Uiso 1 1 calc R . . . .
C17 C 0.6197(3) 0.82282(17) 0.38383(12) 0.0451(6) Uani 1 1 d . . . . .
H17A H 0.573932 0.847451 0.342061 0.068 Uiso 1 1 calc GR . . . .
H17B H 0.701695 0.871165 0.402520 0.068 Uiso 1 1 calc GR . . . .
H17C H 0.534927 0.817621 0.410846 0.068 Uiso 1 1 calc GR . . . .
C9 C 0.7559(4) 0.12445(18) 0.43551(11) 0.0476(6) Uani 1 1 d . . . . .
C10 C 0.8746(3) 0.20097(19) 0.43971(10) 0.0450(6) Uani 1 1 d . . . . .
H10 H 0.958735 0.201417 0.473904 0.054 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 O2 2.0004(15) . ?
Ru1 O4 2.0196(13) . ?
Ru1 O3 2.0490(13) . ?
Ru1 O5 2.0209(15) . ?
Ru1 O1 1.9831(14) . ?
Ru1 N1 2.0201(16) . ?
Cl1 C9 1.749(2) . ?
O2 C13 1.280(3) . ?
O4 C15 1.274(2) . ?
O3 C18 1.267(3) . ?
O5 C20 1.284(2) . ?
O1 C2 1.283(3) . ?
N1 C6 1.431(3) . ?
N1 C4 1.322(2) . ?
C6 C7 1.389(3) . ?
C6 C11 1.389(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C21 C20 1.497(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C2 1.507(3) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C5 C4 1.510(3) . ?
C13 C12 1.498(3) . ?
C13 C14 1.391(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.383(3) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C3 H3 0.9300 . ?
C3 C4 1.412(3) . ?
C3 C2 1.378(3) . ?
C11 H11 0.9300 . ?
C11 C10 1.375(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.392(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.379(4) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C16 C15 1.503(3) . ?
C20 C19 1.393(3) . ?
C18 C19 1.394(3) . ?
C18 C17 1.504(3) . ?
C19 H19 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C9 C10 1.377(4) . ?
C10 H10 0.9300 . ?

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
O2 Ru1 O4 92.74(6) . . ?
O2 Ru1 O3 87.05(6) . . ?
O2 Ru1 O5 178.68(5) . . ?
O2 Ru1 N1 90.07(6) . . ?
O4 Ru1 O3 88.94(5) . . ?
O4 Ru1 O5 87.62(6) . . ?
O4 Ru1 N1 92.96(6) . . ?
O5 Ru1 O3 91.69(6) . . ?
O1 Ru1 O2 88.57(6) . . ?
O1 Ru1 O4 174.03(5) . . ?
O1 Ru1 O3 85.31(6) . . ?
O1 Ru1 O5 90.94(6) . . ?
O1 Ru1 N1 92.86(6) . . ?
N1 Ru1 O3 176.62(6) . . ?
N1 Ru1 O5 91.18(6) . . ?
C13 O2 Ru1 123.62(14) . . ?
C15 O4 Ru1 124.02(13) . . ?
C18 O3 Ru1 123.63(13) . . ?
C20 O5 Ru1 123.92(13) . . ?
C2 O1 Ru1 124.11(14) . . ?
C6 N1 Ru1 116.76(12) . . ?
C4 N1 Ru1 123.52(14) . . ?
C4 N1 C6 119.72(16) . . ?
C7 C6 N1 121.95(17) . . ?
C7 C6 C11 119.78(19) . . ?
C11 C6 N1 118.17(19) . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
O2 C13 C12 115.4(2) . . ?
O2 C13 C14 126.0(2) . . ?
C14 C13 C12 118.7(2) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 C6 119.9(2) . . ?
C8 C7 H7 120.0 . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
C13 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C4 C3 H3 116.0 . . ?
C2 C3 H3 116.0 . . ?
C2 C3 C4 127.90(19) . . ?
N1 C4 C5 120.59(18) . . ?
N1 C4 C3 123.09(19) . . ?
C3 C4 C5 116.27(18) . . ?
C6 C11 H11 119.8 . . ?
C10 C11 C6 120.4(2) . . ?
C10 C11 H11 119.8 . . ?
O1 C2 C1 113.6(2) . . ?
O1 C2 C3 126.01(19) . . ?
C3 C2 C1 120.32(19) . . ?
C13 C14 H14 116.3 . . ?
C13 C14 C15 127.5(2) . . ?
C15 C14 H14 116.3 . . ?
C7 C8 H8 120.4 . . ?
C9 C8 C7 119.2(2) . . ?
C9 C8 H8 120.4 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
O5 C20 C21 114.14(17) . . ?
O5 C20 C19 125.66(19) . . ?
C19 C20 C21 120.20(18) . . ?
O3 C18 C19 125.46(19) . . ?
O3 C18 C17 114.93(19) . . ?
C19 C18 C17 119.61(19) . . ?
O4 C15 C14 125.09(19) . . ?
O4 C15 C16 115.04(19) . . ?
C14 C15 C16 119.9(2) . . ?
C20 C19 C18 127.6(2) . . ?
C20 C19 H19 116.2 . . ?
C18 C19 H19 116.2 . . ?
C18 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
C18 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C8 C9 Cl1 119.8(2) . . ?
C10 C9 Cl1 118.77(19) . . ?
C10 C9 C8 121.4(2) . . ?
C11 C10 C9 119.2(2) . . ?
C11 C10 H10 120.4 . . ?
C9 C10 H10 120.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ru1 O2 C13 C12 -177.25(14) . . . . ?
Ru1 O2 C13 C14 4.3(3) . . . . ?
Ru1 O4 C15 C14 -6.1(3) . . . . ?
Ru1 O4 C15 C16 175.12(13) . . . . ?
Ru1 O3 C18 C19 -10.5(3) . . . . ?
Ru1 O3 C18 C17 170.70(14) . . . . ?
Ru1 O5 C20 C21 -177.81(13) . . . . ?
Ru1 O5 C20 C19 3.0(3) . . . . ?
Ru1 O1 C2 C1 176.56(14) . . . . ?
Ru1 O1 C2 C3 -6.1(3) . . . . ?
Ru1 N1 C6 C7 107.62(18) . . . . ?
Ru1 N1 C6 C11 -68.6(2) . . . . ?
Ru1 N1 C4 C5 -175.99(14) . . . . ?
Ru1 N1 C4 C3 6.7(3) . . . . ?
Cl1 C9 C10 C11 -175.77(17) . . . . ?
O2 C13 C14 C15 4.2(3) . . . . ?
O3 C18 C19 C20 -3.2(3) . . . . ?
O5 C20 C19 C18 7.6(3) . . . . ?
N1 C6 C7 C8 -175.37(19) . . . . ?
N1 C6 C11 C10 176.06(18) . . . . ?
C6 N1 C4 C5 3.2(3) . . . . ?
C6 N1 C4 C3 -174.10(19) . . . . ?
C6 C7 C8 C9 0.4(3) . . . . ?
C6 C11 C10 C9 -1.5(3) . . . . ?
C21 C20 C19 C18 -171.5(2) . . . . ?
C13 C14 C15 O4 -3.1(3) . . . . ?
C13 C14 C15 C16 175.6(2) . . . . ?
C7 C6 C11 C10 -0.3(3) . . . . ?
C7 C8 C9 Cl1 176.30(18) . . . . ?
C7 C8 C9 C10 -2.3(4) . . . . ?
C12 C13 C14 C15 -174.2(2) . . . . ?
C4 N1 C6 C7 -71.7(3) . . . . ?
C4 N1 C6 C11 112.1(2) . . . . ?
C4 C3 C2 O1 -8.4(4) . . . . ?
C4 C3 C2 C1 168.8(2) . . . . ?
C11 C6 C7 C8 0.8(3) . . . . ?
C2 C3 C4 N1 7.8(3) . . . . ?
C2 C3 C4 C5 -169.6(2) . . . . ?
C8 C9 C10 C11 2.8(4) . . . . ?
C17 C18 C19 C20 175.5(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.711
_oxdiff_exptl_absorpt_empirical_full_min 0.837
_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_4b
_database_code_depnum_ccdc_archive 'CCDC 1834724'
_audit_update_record             
;
2018-04-04 deposited with the CCDC.
2018-10-19 downloaded from the CCDC.
;
_audit_creation_date             2018-04-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        4b
_chemical_formula_moiety         'C21 H25 Cl N2 O5 Ru'
_chemical_formula_sum            'C21 H25 Cl N2 O5 Ru'
_chemical_formula_weight         521.95
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C23 H30 N1 O6 Cl1 Ru1'
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.7016(3)
_cell_length_b                   11.2609(3)
_cell_length_c                   11.3567(3)
_cell_angle_alpha                107.004(2)
_cell_angle_beta                 109.034(2)
_cell_angle_gamma                99.357(2)
_cell_volume                     1074.96(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    20277
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      31.3450
_cell_measurement_theta_min      2.2570
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.889
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75518
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.613
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             532
_exptl_crystal_size_max          0.365
_exptl_crystal_size_mid          0.325
_exptl_crystal_size_min          0.102
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0481
_diffrn_reflns_av_unetI/netI     0.0279
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            22624
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         1.973
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  19.00   0.50    8.00    --  -20.00 -72.00-108.00  258
  2  ω    -98.00  19.00   0.50    8.00    --  -20.00 -72.00 108.00  234
  3  ω    -50.50  15.00   0.50    8.00    --  -20.00  72.00  36.00  131
  4  ω    -30.00  43.00   0.50    8.00    --  -20.00   0.00  36.00  146
  5  ω    -35.00  -5.00   0.50    8.00    --  -20.00 -72.00-180.00   60
  6  ω    -96.00  39.00   0.50    8.00    --  -20.00   0.00 -36.00  270
  7  ω    -87.00  19.00   0.50    8.00    --  -20.00 -72.00 -36.00  212
  8  ω    -59.00   8.50   0.50    8.00    --  -20.00  72.00-180.00  135
  9  ω    -58.00  70.00   0.50    8.00    --  -20.00  72.00-108.00  256
 10  ω    -42.00 -10.00   0.50    8.00    --  -20.00  72.00 108.00   64
 11  ω    -59.00 -28.50   0.50    8.00    --  -20.00  72.00 -36.00   61
 12  ω   -110.00  -0.50   0.50    8.00    --  -20.00   0.00 108.00  219
 13  ω   -110.00  -0.50   0.50    8.00    --  -20.00   0.00 108.00  219
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0677993000
_diffrn_orient_matrix_UB_12      0.0170376000
_diffrn_orient_matrix_UB_13      -0.0256657000
_diffrn_orient_matrix_UB_21      -0.0372137000
_diffrn_orient_matrix_UB_22      -0.0412097000
_diffrn_orient_matrix_UB_23      0.0239530000
_diffrn_orient_matrix_UB_31      0.0230246000
_diffrn_orient_matrix_UB_32      0.0522924000
_diffrn_orient_matrix_UB_33      0.0618592000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3622
_reflns_number_total             3784
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.443
_refine_diff_density_min         -0.723
_refine_diff_density_rms         0.134
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         3784
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0273
_refine_ls_R_factor_gt           0.0237
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0270P)²+0.9670P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0550
_refine_ls_wR_factor_ref         0.0563
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C10(H10), C14(H14), C19(H19), C11(H11)
2.b Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C1(H1A,H1B,H1C), C5(H5A,H5B,H5C), C16(H16A,H16B,H16C),
 C21(H21A,H21B,H21C), C12(H12A,H12B,H12C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.72142(2) 0.18285(2) 0.52125(2) 0.01349(7) Uani 1 1 d . . . . .
Cl1 Cl 0.95761(6) 0.83291(5) 0.93896(5) 0.02310(12) Uani 1 1 d . . . . .
O4 O 0.61939(16) 0.23014(13) 0.65351(14) 0.0169(3) Uani 1 1 d . . . . .
O3 O 0.93596(16) 0.26857(13) 0.67129(14) 0.0174(3) Uani 1 1 d . . . . .
O2 O 0.72658(16) 0.02298(13) 0.56905(14) 0.0167(3) Uani 1 1 d . . . . .
O1 O 0.81945(16) 0.13317(13) 0.39049(14) 0.0170(3) Uani 1 1 d . . . . .
O5 O 0.5598(2) 0.20717(15) 0.12125(15) 0.0311(4) Uani 1 1 d . . . . .
N1 N 0.5296(2) 0.08946(17) 0.36756(17) 0.0159(4) Uani 1 1 d . . . . .
N2 N 0.71227(19) 0.33696(15) 0.47343(16) 0.0144(3) Uani 1 1 d . . . . .
C7 C 0.9250(2) 0.5244(2) 0.6379(2) 0.0183(4) Uani 1 1 d . . . . .
H7 H 0.989069 0.490185 0.600897 0.022 Uiso 1 1 calc R . . . .
C17 C 1.1251(3) 0.3725(2) 0.8874(2) 0.0247(5) Uani 1 1 d . . . . .
H17A H 1.176435 0.306744 0.874076 0.037 Uiso 1 1 calc GR . . . .
H17B H 1.134259 0.402799 0.978659 0.037 Uiso 1 1 calc GR . . . .
H17C H 1.170288 0.443389 0.868686 0.037 Uiso 1 1 calc GR . . . .
C1 C 0.3605(3) 0.0051(2) 0.1307(2) 0.0251(5) Uani 1 1 d . . . . .
H1A H 0.396105 -0.046770 0.069958 0.038 Uiso 1 1 calc GR . . . .
H1B H 0.299783 0.051239 0.087100 0.038 Uiso 1 1 calc GR . . . .
H1C H 0.300128 -0.049905 0.157072 0.038 Uiso 1 1 calc GR . . . .
C8 C 0.9833(2) 0.6401(2) 0.7476(2) 0.0196(4) Uani 1 1 d . . . . .
H8 H 1.086177 0.684633 0.784261 0.024 Uiso 1 1 calc R . . . .
C10 C 0.7337(2) 0.6238(2) 0.7488(2) 0.0177(4) Uani 1 1 d . . . . .
H10 H 0.670040 0.657359 0.786831 0.021 Uiso 1 1 calc R . . . .
C5 C 0.6799(2) 0.4511(2) 0.3147(2) 0.0189(4) Uani 1 1 d . . . . .
H5A H 0.581230 0.455848 0.264685 0.028 Uiso 1 1 calc GR . . . .
H5B H 0.739316 0.445907 0.261331 0.028 Uiso 1 1 calc GR . . . .
H5C H 0.730079 0.527072 0.395203 0.028 Uiso 1 1 calc GR . . . .
C16 C 0.7464(3) -0.1875(2) 0.5436(2) 0.0268(5) Uani 1 1 d . . . . .
H16A H 0.771236 -0.158482 0.638367 0.040 Uiso 1 1 calc GR . . . .
H16B H 0.815291 -0.234039 0.522894 0.040 Uiso 1 1 calc GR . . . .
H16C H 0.644074 -0.243520 0.496224 0.040 Uiso 1 1 calc GR . . . .
C20 C 0.6925(3) 0.28499(19) 0.7800(2) 0.0189(4) Uani 1 1 d . . . . .
C13 C 0.8324(2) 0.0189(2) 0.3477(2) 0.0182(4) Uani 1 1 d . . . . .
C21 C 0.5939(3) 0.3086(2) 0.8573(2) 0.0264(5) Uani 1 1 d . . . . .
H21A H 0.575943 0.391395 0.865485 0.040 Uiso 1 1 calc GR . . . .
H21B H 0.644014 0.307491 0.945016 0.040 Uiso 1 1 calc GR . . . .
H21C H 0.498554 0.241884 0.810923 0.040 Uiso 1 1 calc GR . . . .
C9 C 0.8865(2) 0.68806(19) 0.80148(19) 0.0167(4) Uani 1 1 d . . . . .
C6 C 0.7716(2) 0.46007(19) 0.5836(2) 0.0150(4) Uani 1 1 d . . . . .
C15 C 0.7596(2) -0.07257(19) 0.5021(2) 0.0182(4) Uani 1 1 d . . . . .
C3 C 0.5790(2) 0.2095(2) 0.2349(2) 0.0191(4) Uani 1 1 d . . . . .
C4 C 0.6628(2) 0.33331(19) 0.3504(2) 0.0157(4) Uani 1 1 d . . . . .
C2 C 0.4933(2) 0.09946(19) 0.2517(2) 0.0170(4) Uani 1 1 d . . . . .
C14 C 0.8051(3) -0.0783(2) 0.3972(2) 0.0212(5) Uani 1 1 d . . . . .
H14 H 0.819209 -0.156666 0.354609 0.025 Uiso 1 1 calc R . . . .
C18 C 0.9600(2) 0.31684(18) 0.7949(2) 0.0177(4) Uani 1 1 d . . . . .
C19 C 0.8500(3) 0.3246(2) 0.8488(2) 0.0208(5) Uani 1 1 d . . . . .
H19 H 0.886154 0.360528 0.941805 0.025 Uiso 1 1 calc R . . . .
C12 C 0.8814(3) -0.0100(2) 0.2330(2) 0.0293(5) Uani 1 1 d . . . . .
H12A H 0.794761 -0.060743 0.151037 0.044 Uiso 1 1 calc GR . . . .
H12B H 0.955028 -0.057569 0.246782 0.044 Uiso 1 1 calc GR . . . .
H12C H 0.925988 0.069714 0.227402 0.044 Uiso 1 1 calc GR . . . .
C11 C 0.6761(2) 0.50908(19) 0.6388(2) 0.0170(4) Uani 1 1 d . . . . .
H11 H 0.573061 0.464997 0.602087 0.020 Uiso 1 1 calc R . . . .
H1 H 0.467(3) 0.035(2) 0.370(2) 0.017(6) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 O4 2.0477(14) . ?
Ru1 O3 2.0589(14) . ?
Ru1 O2 2.0301(13) . ?
Ru1 O1 2.0077(14) . ?
Ru1 N1 1.9459(18) . ?
Ru1 N2 1.9708(16) . ?
Cl1 C9 1.737(2) . ?
O4 C20 1.274(2) . ?
O3 C18 1.272(2) . ?
O2 C15 1.277(3) . ?
O1 C13 1.278(2) . ?
O5 C3 1.234(3) . ?
N1 C2 1.290(3) . ?
N1 H1 0.80(3) . ?
N2 C6 1.440(3) . ?
N2 C4 1.306(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.386(3) . ?
C7 C6 1.382(3) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C17 C18 1.501(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C2 1.491(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.376(3) . ?
C10 H10 0.9300 . ?
C10 C9 1.378(3) . ?
C10 C11 1.381(3) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C5 C4 1.496(3) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C16 C15 1.503(3) . ?
C20 C21 1.501(3) . ?
C20 C19 1.392(3) . ?
C13 C14 1.395(3) . ?
C13 C12 1.496(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C6 C11 1.378(3) . ?
C15 C14 1.387(3) . ?
C3 C4 1.480(3) . ?
C3 C2 1.473(3) . ?
C14 H14 0.9300 . ?
C18 C19 1.395(3) . ?
C19 H19 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C11 H11 0.9300 . ?

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
O4 Ru1 O3 92.32(6) . . ?
O2 Ru1 O4 84.89(6) . . ?
O2 Ru1 O3 86.70(6) . . ?
O1 Ru1 O4 178.98(5) . . ?
O1 Ru1 O3 88.25(6) . . ?
O1 Ru1 O2 94.30(6) . . ?
N1 Ru1 O4 93.83(7) . . ?
N1 Ru1 O3 173.27(6) . . ?
N1 Ru1 O2 91.12(7) . . ?
N1 Ru1 O1 85.57(7) . . ?
N1 Ru1 N2 87.96(7) . . ?
N2 Ru1 O4 94.64(6) . . ?
N2 Ru1 O3 94.27(6) . . ?
N2 Ru1 O2 178.94(6) . . ?
N2 Ru1 O1 86.16(6) . . ?
C20 O4 Ru1 123.60(14) . . ?
C18 O3 Ru1 123.14(14) . . ?
C15 O2 Ru1 121.87(13) . . ?
C13 O1 Ru1 121.57(13) . . ?
Ru1 N1 H1 121.2(17) . . ?
C2 N1 Ru1 125.60(16) . . ?
C2 N1 H1 113.0(17) . . ?
C6 N2 Ru1 116.27(12) . . ?
C4 N2 Ru1 124.06(14) . . ?
C4 N2 C6 119.60(16) . . ?
C8 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C6 C7 C8 119.9(2) . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C18 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
C18 C17 H17C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C7 C8 H8 120.5 . . ?
C9 C8 C7 118.9(2) . . ?
C9 C8 H8 120.5 . . ?
C9 C10 H10 120.4 . . ?
C9 C10 C11 119.3(2) . . ?
C11 C10 H10 120.4 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
O4 C20 C21 114.30(19) . . ?
O4 C20 C19 126.4(2) . . ?
C19 C20 C21 119.31(19) . . ?
O1 C13 C14 126.5(2) . . ?
O1 C13 C12 115.05(19) . . ?
C14 C13 C12 118.46(19) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C8 C9 Cl1 119.53(16) . . ?
C8 C9 C10 121.53(19) . . ?
C10 C9 Cl1 118.94(16) . . ?
C7 C6 N2 119.87(18) . . ?
C11 C6 N2 119.51(18) . . ?
C11 C6 C7 120.52(19) . . ?
O2 C15 C16 115.20(19) . . ?
O2 C15 C14 126.01(19) . . ?
C14 C15 C16 118.79(19) . . ?
O5 C3 C4 118.72(19) . . ?
O5 C3 C2 119.81(19) . . ?
C2 C3 C4 120.26(18) . . ?
N2 C4 C5 123.77(18) . . ?
N2 C4 C3 121.31(18) . . ?
C3 C4 C5 114.88(17) . . ?
N1 C2 C1 122.42(19) . . ?
N1 C2 C3 120.71(19) . . ?
C3 C2 C1 116.82(18) . . ?
C13 C14 H14 115.9 . . ?
C15 C14 C13 128.1(2) . . ?
C15 C14 H14 115.9 . . ?
O3 C18 C17 114.32(19) . . ?
O3 C18 C19 126.6(2) . . ?
C19 C18 C17 119.11(19) . . ?
C20 C19 C18 127.8(2) . . ?
C20 C19 H19 116.1 . . ?
C18 C19 H19 116.1 . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
C13 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C11 H11 120.1 . . ?
C6 C11 C10 119.85(19) . . ?
C6 C11 H11 120.1 . . ?

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
Ru1 O4 C20 C21 -179.12(13) . . . . ?
Ru1 O4 C20 C19 1.8(3) . . . . ?
Ru1 O3 C18 C17 179.04(13) . . . . ?
Ru1 O3 C18 C19 -2.5(3) . . . . ?
Ru1 O2 C15 C16 -175.37(14) . . . . ?
Ru1 O2 C15 C14 4.5(3) . . . . ?
Ru1 O1 C13 C14 -10.5(3) . . . . ?
Ru1 O1 C13 C12 169.32(14) . . . . ?
Ru1 N1 C2 C1 166.16(16) . . . . ?
Ru1 N1 C2 C3 -16.5(3) . . . . ?
Ru1 N2 C6 C7 86.3(2) . . . . ?
Ru1 N2 C6 C11 -90.01(19) . . . . ?
Ru1 N2 C4 C5 -169.39(15) . . . . ?
Ru1 N2 C4 C3 13.0(3) . . . . ?
O4 C20 C19 C18 2.3(4) . . . . ?
O3 C18 C19 C20 -1.8(4) . . . . ?
O2 C15 C14 C13 3.8(4) . . . . ?
O1 C13 C14 C15 -0.3(4) . . . . ?
O5 C3 C4 N2 -166.5(2) . . . . ?
O5 C3 C4 C5 15.7(3) . . . . ?
O5 C3 C2 N1 168.1(2) . . . . ?
O5 C3 C2 C1 -14.4(3) . . . . ?
N2 C6 C11 C10 176.71(17) . . . . ?
C7 C8 C9 Cl1 -179.99(15) . . . . ?
C7 C8 C9 C10 -0.1(3) . . . . ?
C7 C6 C11 C10 0.4(3) . . . . ?
C17 C18 C19 C20 176.6(2) . . . . ?
C8 C7 C6 N2 -177.18(18) . . . . ?
C8 C7 C6 C11 -0.9(3) . . . . ?
C16 C15 C14 C13 -176.3(2) . . . . ?
C21 C20 C19 C18 -176.8(2) . . . . ?
C9 C10 C11 C6 0.3(3) . . . . ?
C6 N2 C4 C5 7.4(3) . . . . ?
C6 N2 C4 C3 -170.17(18) . . . . ?
C6 C7 C8 C9 0.7(3) . . . . ?
C4 N2 C6 C7 -90.7(2) . . . . ?
C4 N2 C6 C11 92.9(2) . . . . ?
C4 C3 C2 N1 -24.7(3) . . . . ?
C4 C3 C2 C1 152.9(2) . . . . ?
C2 C3 C4 N2 26.1(3) . . . . ?
C2 C3 C4 C5 -151.68(19) . . . . ?
C12 C13 C14 C15 179.8(2) . . . . ?
C11 C10 C9 Cl1 179.50(15) . . . . ?
C11 C10 C9 C8 -0.4(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.867
_oxdiff_exptl_absorpt_empirical_full_min 0.586
_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_3b
_database_code_depnum_ccdc_archive 'CCDC 1834722'
_audit_update_record             
;
2018-04-04 deposited with the CCDC.
2018-10-19 downloaded from the CCDC.
;
_audit_creation_date             2018-02-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        3b
_chemical_formula_moiety         'C21 H26 Cl N2 O4 Ru'
_chemical_formula_sum            'C21 H25 Cl N2 O4 Ru'
_chemical_formula_weight         505.95
_chemical_melting_point          ?
_chemical_oxdiff_formula         Ru1C23H32N2O5
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.1225(3)
_cell_length_b                   11.0240(4)
_cell_length_c                   11.8754(3)
_cell_angle_alpha                90.007(3)
_cell_angle_beta                 107.513(3)
_cell_angle_gamma                102.473(3)
_cell_volume                     1109.30(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8376
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      31.2820
_cell_measurement_theta_min      2.3990
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.855
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76295
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.515
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             516
_exptl_crystal_size_max          0.423
_exptl_crystal_size_mid          0.162
_exptl_crystal_size_min          0.018
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0405
_diffrn_reflns_av_unetI/netI     0.0365
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            8307
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.803
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  70.00   0.50    8.00    --  -20.00   0.00 108.00  360
  2  ω    -81.00  19.00   0.50    8.00    --  -20.00 -72.00 108.00  200
  3  ω    -62.00  19.00   0.50    8.00    --  -20.00 -72.00-108.00  162
  4  ω    -41.00  -5.00   0.50    8.00    --  -20.00  72.00  36.00   72
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0664598000
_diffrn_orient_matrix_UB_12      -0.0030255000
_diffrn_orient_matrix_UB_13      0.0200079000
_diffrn_orient_matrix_UB_21      0.0263093000
_diffrn_orient_matrix_UB_22      0.0643283000
_diffrn_orient_matrix_UB_23      0.0183941000
_diffrn_orient_matrix_UB_31      -0.0435640000
_diffrn_orient_matrix_UB_32      0.0147129000
_diffrn_orient_matrix_UB_33      -0.0565980000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3643
_reflns_number_total             3868
_reflns_odcompleteness_completeness 88.63
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.07
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.445
_refine_diff_density_min         -0.474
_refine_diff_density_rms         0.104
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         3868
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0314
_refine_ls_R_factor_gt           0.0269
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0318P)²+0.5303P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0632
_refine_ls_wR_factor_ref         0.0651
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C7(H7), C19(H19), C8(H8), C3(H3), C10(H10), C11(H11)
2.b Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C5(H5A,H5B,H5C), C1(H1A,H1B,H1C), C12(H12A,H12B,H12C),
 C17(H17A,H17B,H17C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.27217(2) 0.54622(2) 0.31821(2) 0.01660(8) Uani 1 1 d . . . . .
Cl1 Cl 0.21100(9) 1.03960(6) -0.04346(7) 0.04340(19) Uani 1 1 d . . . . .
O2 O 0.27938(18) 0.54218(14) 0.49130(13) 0.0201(3) Uani 1 1 d . . . . .
O4 O 0.47896(18) 0.67763(14) 0.37714(14) 0.0208(3) Uani 1 1 d . . . . .
O3 O 0.14452(18) 0.68325(14) 0.30400(13) 0.0217(3) Uani 1 1 d . . . . .
O1 O 0.06519(17) 0.42017(14) 0.26385(13) 0.0208(3) Uani 1 1 d . . . . .
N1 N 0.3782(2) 0.40765(17) 0.33894(18) 0.0194(4) Uani 1 1 d . . . . .
N2 N 0.2772(2) 0.55171(17) 0.15019(16) 0.0184(4) Uani 1 1 d . . . . .
C16 C 0.2334(3) 0.4538(2) 0.6615(2) 0.0263(5) Uani 1 1 d . . . . .
H16A H 0.310697 0.405199 0.691126 0.040 Uiso 1 1 calc GR . . . .
H16B H 0.139511 0.417864 0.681446 0.040 Uiso 1 1 calc GR . . . .
H16C H 0.274732 0.537491 0.696428 0.040 Uiso 1 1 calc GR . . . .
C5 C 0.2854(3) 0.4763(2) -0.0418(2) 0.0281(6) Uani 1 1 d . . . . .
H5A H 0.189300 0.501409 -0.080937 0.042 Uiso 1 1 calc GR . . . .
H5B H 0.284567 0.398374 -0.078505 0.042 Uiso 1 1 calc GR . . . .
H5C H 0.373726 0.538465 -0.048054 0.042 Uiso 1 1 calc GR . . . .
C15 C 0.1946(3) 0.4549(2) 0.5295(2) 0.0206(5) Uani 1 1 d . . . . .
C2 C 0.3850(3) 0.3314(2) 0.2564(2) 0.0210(5) Uani 1 1 d . . . . .
C1 C 0.4467(3) 0.2168(2) 0.2938(2) 0.0305(6) Uani 1 1 d . . . . .
H1A H 0.534584 0.237420 0.364985 0.046 Uiso 1 1 calc GR . . . .
H1B H 0.480255 0.186155 0.232271 0.046 Uiso 1 1 calc GR . . . .
H1C H 0.364755 0.153927 0.308132 0.046 Uiso 1 1 calc GR . . . .
C6 C 0.2610(3) 0.6673(2) 0.09734(18) 0.0197(5) Uani 1 1 d . . . . .
C14 C 0.0707(3) 0.3619(2) 0.4581(2) 0.0246(5) Uani 1 1 d . . . . .
H14 H 0.022908 0.300539 0.497684 0.030 Uiso 1 1 calc R . . . .
C7 C 0.1128(3) 0.6894(2) 0.0440(2) 0.0262(5) Uani 1 1 d . . . . .
H7 H 0.023289 0.626992 0.037200 0.031 Uiso 1 1 calc R . . . .
C13 C 0.0114(3) 0.3509(2) 0.3360(2) 0.0222(5) Uani 1 1 d . . . . .
C12 C -0.1303(3) 0.2481(3) 0.2772(2) 0.0350(6) Uani 1 1 d . . . . .
H12A H -0.198357 0.278375 0.210165 0.052 Uiso 1 1 calc GR . . . .
H12B H -0.186639 0.221032 0.332502 0.052 Uiso 1 1 calc GR . . . .
H12C H -0.096430 0.179441 0.251307 0.052 Uiso 1 1 calc GR . . . .
C19 C 0.3658(3) 0.8544(2) 0.3702(2) 0.0269(5) Uani 1 1 d . . . . .
H19 H 0.392730 0.940254 0.386360 0.032 Uiso 1 1 calc R . . . .
C9 C 0.2303(3) 0.8948(2) 0.0121(2) 0.0278(6) Uani 1 1 d . . . . .
C8 C 0.0975(3) 0.8036(2) 0.0009(2) 0.0293(6) Uani 1 1 d . . . . .
H8 H -0.001905 0.818462 -0.035474 0.035 Uiso 1 1 calc R . . . .
C17 C 0.0873(3) 0.8796(2) 0.3133(2) 0.0345(6) Uani 1 1 d . . . . .
H17A H -0.015926 0.832777 0.269172 0.052 Uiso 1 1 calc GR . . . .
H17B H 0.117681 0.949867 0.270886 0.052 Uiso 1 1 calc GR . . . .
H17C H 0.085852 0.908328 0.389236 0.052 Uiso 1 1 calc GR . . . .
C3 C 0.3401(3) 0.3539(2) 0.1366(2) 0.0228(5) Uani 1 1 d . . . . .
H3 H 0.337127 0.290404 0.083788 0.027 Uiso 1 1 calc R . . . .
C10 C 0.3796(3) 0.8750(2) 0.0642(2) 0.0297(6) Uani 1 1 d . . . . .
H10 H 0.468685 0.937944 0.071190 0.036 Uiso 1 1 calc R . . . .
C18 C 0.2038(3) 0.7981(2) 0.3301(2) 0.0240(5) Uani 1 1 d . . . . .
C20 C 0.4897(3) 0.7951(2) 0.3880(2) 0.0230(5) Uani 1 1 d . . . . .
C21 C 0.6563(3) 0.8717(2) 0.4200(3) 0.0363(6) Uani 1 1 d . . . . .
H21A H 0.722451 0.837164 0.484821 0.054 Uiso 1 1 calc GR . . . .
H21B H 0.658408 0.955833 0.442666 0.054 Uiso 1 1 calc GR . . . .
H21C H 0.694287 0.871054 0.352945 0.054 Uiso 1 1 calc GR . . . .
C4 C 0.2992(3) 0.4613(2) 0.08752(19) 0.0208(5) Uani 1 1 d . . . . .
C11 C 0.3937(3) 0.7600(2) 0.1056(2) 0.0261(5) Uani 1 1 d . . . . .
H11 H 0.493462 0.744544 0.139496 0.031 Uiso 1 1 calc R . . . .
H1 H 0.418(3) 0.394(2) 0.405(2) 0.025(7) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 O2 2.0375(15) . ?
Ru1 O4 2.0425(15) . ?
Ru1 O3 2.0756(16) . ?
Ru1 O1 2.0115(15) . ?
Ru1 N1 1.956(2) . ?
Ru1 N2 2.0101(18) . ?
Cl1 C9 1.751(2) . ?
O2 C15 1.272(3) . ?
O4 C20 1.281(3) . ?
O3 C18 1.263(3) . ?
O1 C13 1.285(3) . ?
N1 C2 1.316(3) . ?
N1 H1 0.79(3) . ?
N2 C6 1.437(3) . ?
N2 C4 1.328(3) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C16 C15 1.501(3) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C5 C4 1.515(3) . ?
C15 C14 1.403(3) . ?
C2 C1 1.505(3) . ?
C2 C3 1.395(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C6 C7 1.384(3) . ?
C6 C11 1.383(3) . ?
C14 H14 0.9300 . ?
C14 C13 1.382(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.378(3) . ?
C13 C12 1.506(3) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C19 H19 0.9300 . ?
C19 C18 1.405(3) . ?
C19 C20 1.387(3) . ?
C9 C8 1.369(4) . ?
C9 C10 1.380(4) . ?
C8 H8 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C17 C18 1.504(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.393(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.378(3) . ?
C20 C21 1.505(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C11 H11 0.9300 . ?

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
O2 Ru1 O4 85.66(6) . . ?
O2 Ru1 O3 87.29(6) . . ?
O4 Ru1 O3 90.50(6) . . ?
O1 Ru1 O2 92.89(6) . . ?
O1 Ru1 O4 177.89(6) . . ?
O1 Ru1 O3 87.90(6) . . ?
N1 Ru1 O2 89.05(7) . . ?
N1 Ru1 O4 93.44(7) . . ?
N1 Ru1 O3 174.41(7) . . ?
N1 Ru1 O1 88.07(7) . . ?
N1 Ru1 N2 89.42(8) . . ?
N2 Ru1 O2 177.06(6) . . ?
N2 Ru1 O4 91.93(7) . . ?
N2 Ru1 O3 94.42(7) . . ?
N2 Ru1 O1 89.56(7) . . ?
C15 O2 Ru1 122.68(14) . . ?
C20 O4 Ru1 124.96(15) . . ?
C18 O3 Ru1 125.12(15) . . ?
C13 O1 Ru1 121.96(14) . . ?
Ru1 N1 H1 115(2) . . ?
C2 N1 Ru1 127.87(16) . . ?
C2 N1 H1 117(2) . . ?
C6 N2 Ru1 115.26(15) . . ?
C4 N2 Ru1 126.06(14) . . ?
C4 N2 C6 118.64(18) . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
O2 C15 C16 116.0(2) . . ?
O2 C15 C14 125.1(2) . . ?
C14 C15 C16 118.9(2) . . ?
N1 C2 C1 118.2(2) . . ?
N1 C2 C3 122.6(2) . . ?
C3 C2 C1 119.2(2) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C7 C6 N2 120.3(2) . . ?
C11 C6 N2 120.0(2) . . ?
C11 C6 C7 119.6(2) . . ?
C15 C14 H14 116.2 . . ?
C13 C14 C15 127.7(2) . . ?
C13 C14 H14 116.2 . . ?
C6 C7 H7 119.9 . . ?
C8 C7 C6 120.2(2) . . ?
C8 C7 H7 119.9 . . ?
O1 C13 C14 126.7(2) . . ?
O1 C13 C12 114.4(2) . . ?
C14 C13 C12 118.9(2) . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
C13 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C18 C19 H19 116.6 . . ?
C20 C19 H19 116.6 . . ?
C20 C19 C18 126.8(2) . . ?
C8 C9 Cl1 119.28(19) . . ?
C8 C9 C10 121.7(2) . . ?
C10 C9 Cl1 119.01(19) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 C7 119.3(2) . . ?
C9 C8 H8 120.4 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C18 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
C18 C17 H17C 109.5 . . ?
C2 C3 H3 116.5 . . ?
C4 C3 C2 127.0(2) . . ?
C4 C3 H3 116.5 . . ?
C9 C10 H10 120.7 . . ?
C11 C10 C9 118.6(2) . . ?
C11 C10 H10 120.7 . . ?
O3 C18 C19 125.9(2) . . ?
O3 C18 C17 115.5(2) . . ?
C19 C18 C17 118.6(2) . . ?
O4 C20 C19 126.6(2) . . ?
O4 C20 C21 113.8(2) . . ?
C19 C20 C21 119.5(2) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N2 C4 C5 119.3(2) . . ?
N2 C4 C3 122.8(2) . . ?
C3 C4 C5 117.9(2) . . ?
C6 C11 H11 119.7 . . ?
C10 C11 C6 120.6(2) . . ?
C10 C11 H11 119.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ru1 O2 C15 C16 169.83(15) . . . . ?
Ru1 O2 C15 C14 -10.0(3) . . . . ?
Ru1 O4 C20 C19 4.7(3) . . . . ?
Ru1 O4 C20 C21 -173.38(16) . . . . ?
Ru1 O3 C18 C19 1.9(3) . . . . ?
Ru1 O3 C18 C17 -179.53(15) . . . . ?
Ru1 O1 C13 C14 9.4(3) . . . . ?
Ru1 O1 C13 C12 -170.30(16) . . . . ?
Ru1 N1 C2 C1 -168.55(16) . . . . ?
Ru1 N1 C2 C3 12.7(3) . . . . ?
Ru1 N2 C6 C7 -85.5(2) . . . . ?
Ru1 N2 C6 C11 90.7(2) . . . . ?
Ru1 N2 C4 C5 174.71(15) . . . . ?
Ru1 N2 C4 C3 -7.6(3) . . . . ?
Cl1 C9 C8 C7 179.6(2) . . . . ?
Cl1 C9 C10 C11 -178.8(2) . . . . ?
O2 C15 C14 C13 -4.1(4) . . . . ?
N1 C2 C3 C4 7.2(4) . . . . ?
N2 C6 C7 C8 175.4(2) . . . . ?
N2 C6 C11 C10 -174.5(2) . . . . ?
C16 C15 C14 C13 176.0(2) . . . . ?
C15 C14 C13 O1 4.5(4) . . . . ?
C15 C14 C13 C12 -175.8(2) . . . . ?
C2 C3 C4 N2 -9.6(4) . . . . ?
C2 C3 C4 C5 168.2(2) . . . . ?
C1 C2 C3 C4 -171.5(2) . . . . ?
C6 N2 C4 C5 -7.9(3) . . . . ?
C6 N2 C4 C3 169.9(2) . . . . ?
C6 C7 C8 C9 -0.4(4) . . . . ?
C7 C6 C11 C10 1.8(4) . . . . ?
C9 C10 C11 C6 -1.3(4) . . . . ?
C8 C9 C10 C11 0.0(4) . . . . ?
C10 C9 C8 C7 0.9(4) . . . . ?
C18 C19 C20 O4 -3.9(4) . . . . ?
C18 C19 C20 C21 174.1(2) . . . . ?
C20 C19 C18 O3 0.2(4) . . . . ?
C20 C19 C18 C17 -178.4(2) . . . . ?
C4 N2 C6 C7 96.8(3) . . . . ?
C4 N2 C6 C11 -87.0(3) . . . . ?
C11 C6 C7 C8 -0.9(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.439
_oxdiff_exptl_absorpt_empirical_full_min 0.559
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_chemical_properties_physical    
Air-sensitive,Moisture-sensitive,Oxygen-sensitive
