# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2021

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_hsw45-1
_database_code_depnum_ccdc_archive 'CCDC 1902240'
loop_
_audit_author_name
_audit_author_address
'Junseong Lee'
;Department of Chemistry, Chonnam National University
South Korea
;
_audit_update_record             
;
2021-10-30 deposited with the CCDC.	2021-11-19 downloaded from the CCDC.
;
_audit_creation_date             2019-03-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H43 Cl2 N O2 Ru'
_chemical_formula_sum            'C29 H43 Cl2 N O2 Ru'
_chemical_formula_weight         609.61
_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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   34.7471(5)
_cell_length_b                   11.0709(2)
_cell_length_c                   15.4792(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5954.56(16)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9890
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.55
_cell_measurement_theta_min      2.34
_shelx_estimated_absorpt_T_max   0.930
_shelx_estimated_absorpt_T_min   0.898
_exptl_absorpt_coefficient_mu    0.731
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.7092
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/2 (Bruker,2014/2) was used for absorption correction. wR2(int) was 0.0519 before and 0.0376 after correction. The Ratio of minimum to maximum transmission is 0.9517. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.360
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2544
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0299
_diffrn_reflns_av_unetI/netI     0.0145
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            74178
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.578
_diffrn_reflns_theta_min         2.336
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4984
_reflns_number_total             5562
_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       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.333
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     326
_refine_ls_number_reflns         5562
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0264
_refine_ls_R_factor_gt           0.0219
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0164P)²+5.2023P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0474
_refine_ls_wR_factor_ref         0.0490
_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 Ternary CH refined with riding coordinates:
 C2(H2), C5(H5), C14(H14), C17(H17), C27(H27)
2.b Aromatic/amide H refined with riding coordinates:
 C10(H10), C11(H11), C12(H12), C20(H20), C23(H23), C24(H24), C25(H25), C26(H26)
2.c Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C15(H15A,
 H15B,H15C), C16(H16A,H16B,H16C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C),
 C28(H28A,H28B,H28C), C29(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.34854(2) 0.31750(2) 1.01744(2) 0.01330(5) Uani 1 1 d . . . . .
Cl1 Cl 0.30360(2) 0.21325(4) 0.93225(3) 0.02118(10) Uani 1 1 d . . . . .
Cl2 Cl 0.38077(2) 0.48520(4) 1.07520(3) 0.02375(10) Uani 1 1 d . . . . .
N1 N 0.38562(4) 0.36243(13) 0.85837(9) 0.0144(3) Uani 1 1 d . . . . .
O1 O 0.29959(3) 0.35048(11) 1.11388(8) 0.0192(3) Uani 1 1 d . . . . .
O2 O 0.41766(3) 0.21620(11) 0.92070(7) 0.0184(3) Uani 1 1 d . . . . .
C1 C 0.38807(5) 0.29410(15) 0.92904(10) 0.0135(3) Uani 1 1 d . . . . .
C2 C 0.35629(5) 0.45951(17) 0.85494(12) 0.0228(4) Uani 1 1 d . . . . .
H2 H 0.342050 0.456178 0.909530 0.027 Uiso 1 1 calc R . . . .
C3 C 0.32713(5) 0.4407(2) 0.78312(13) 0.0329(5) Uani 1 1 d . . . . .
H3A H 0.339343 0.453193 0.728213 0.049 Uiso 1 1 calc GR . . . .
H3B H 0.306369 0.497116 0.789787 0.049 Uiso 1 1 calc GR . . . .
H3C H 0.317247 0.359794 0.785957 0.049 Uiso 1 1 calc GR . . . .
C4 C 0.37518(8) 0.58306(19) 0.85074(15) 0.0433(6) Uani 1 1 d . . . . .
H4A H 0.392543 0.592178 0.898536 0.065 Uiso 1 1 calc GR . . . .
H4B H 0.355746 0.644584 0.853489 0.065 Uiso 1 1 calc GR . . . .
H4C H 0.389181 0.590533 0.797548 0.065 Uiso 1 1 calc GR . . . .
C5 C 0.40889(5) 0.3479(2) 0.77847(12) 0.0283(5) Uani 1 1 d . . . . .
H5 H 0.400679 0.412694 0.739424 0.034 Uiso 1 1 calc R . . . .
C6 C 0.39894(9) 0.2298(2) 0.73287(14) 0.0608(9) Uani 1 1 d . . . . .
H6A H 0.408891 0.163082 0.765643 0.091 Uiso 1 1 calc GR . . . .
H6B H 0.410189 0.229442 0.676224 0.091 Uiso 1 1 calc GR . . . .
H6C H 0.371499 0.222404 0.728075 0.091 Uiso 1 1 calc GR . . . .
C7 C 0.45157(6) 0.3659(3) 0.79214(19) 0.0716(11) Uani 1 1 d . . . . .
H7A H 0.455745 0.436690 0.826678 0.107 Uiso 1 1 calc GR . . . .
H7B H 0.464032 0.375614 0.737220 0.107 Uiso 1 1 calc GR . . . .
H7C H 0.462060 0.296691 0.821191 0.107 Uiso 1 1 calc GR . . . .
C8 C 0.43144(5) 0.14242(16) 0.98849(11) 0.0167(4) Uani 1 1 d . . . . .
C9 C 0.45737(5) 0.19107(17) 1.04763(11) 0.0192(4) Uani 1 1 d . . . . .
C10 C 0.47290(5) 0.11141(18) 1.10822(12) 0.0257(4) Uani 1 1 d . . . . .
H10 H 0.490030 0.140593 1.149403 0.031 Uiso 1 1 calc R . . . .
C11 C 0.46344(5) -0.00965(19) 1.10840(13) 0.0289(5) Uani 1 1 d . . . . .
H11 H 0.474335 -0.061221 1.149035 0.035 Uiso 1 1 calc R . . . .
C12 C 0.43782(5) -0.05405(17) 1.04832(12) 0.0243(4) Uani 1 1 d . . . . .
H12 H 0.431576 -0.135734 1.049070 0.029 Uiso 1 1 calc R . . . .
C13 C 0.42108(5) 0.02066(16) 0.98655(11) 0.0187(4) Uani 1 1 d . . . . .
C14 C 0.47018(5) 0.32196(17) 1.04636(12) 0.0221(4) Uani 1 1 d . . . . .
H14 H 0.452065 0.367814 1.010597 0.027 Uiso 1 1 calc R . . . .
C15 C 0.47049(6) 0.3773(2) 1.13660(13) 0.0359(5) Uani 1 1 d . . . . .
H15A H 0.446190 0.362693 1.164193 0.054 Uiso 1 1 calc GR . . . .
H15B H 0.474767 0.462778 1.132289 0.054 Uiso 1 1 calc GR . . . .
H15C H 0.490712 0.341334 1.170122 0.054 Uiso 1 1 calc GR . . . .
C16 C 0.51028(6) 0.33088(19) 1.00501(15) 0.0334(5) Uani 1 1 d . . . . .
H16A H 0.528325 0.284818 1.038473 0.050 Uiso 1 1 calc GR . . . .
H16B H 0.518248 0.413878 1.003474 0.050 Uiso 1 1 calc GR . . . .
H16C H 0.509316 0.299506 0.947227 0.050 Uiso 1 1 calc GR . . . .
C17 C 0.39311(5) -0.03105(17) 0.92078(12) 0.0226(4) Uani 1 1 d . . . . .
H17 H 0.379276 0.036356 0.893967 0.027 Uiso 1 1 calc R . . . .
C18 C 0.36363(6) -0.1132(2) 0.96404(15) 0.0406(6) Uani 1 1 d . . . . .
H18A H 0.376393 -0.183014 0.987105 0.061 Uiso 1 1 calc GR . . . .
H18B H 0.344817 -0.138123 0.922283 0.061 Uiso 1 1 calc GR . . . .
H18C H 0.351131 -0.070136 1.009985 0.061 Uiso 1 1 calc GR . . . .
C19 C 0.41510(6) -0.09809(19) 0.84987(13) 0.0309(5) Uani 1 1 d . . . . .
H19A H 0.432478 -0.043337 0.821740 0.046 Uiso 1 1 calc GR . . . .
H19B H 0.397204 -0.129615 0.808347 0.046 Uiso 1 1 calc GR . . . .
H19C H 0.429419 -0.163386 0.875010 0.046 Uiso 1 1 calc GR . . . .
C20 C 0.35707(5) 0.19619(16) 1.09587(11) 0.0180(4) Uani 1 1 d . . . . .
H20 H 0.379115 0.148796 1.092374 0.022 Uiso 1 1 calc R . . . .
C21 C 0.32891(5) 0.17532(16) 1.16340(11) 0.0175(4) Uani 1 1 d . . . . .
C22 C 0.29872(5) 0.25870(17) 1.17361(11) 0.0181(4) Uani 1 1 d . . . . .
C23 C 0.27221(5) 0.24622(19) 1.23986(12) 0.0251(4) Uani 1 1 d . . . . .
H23 H 0.253007 0.303632 1.247949 0.030 Uiso 1 1 calc R . . . .
C24 C 0.27480(5) 0.1466(2) 1.29397(12) 0.0295(5) Uani 1 1 d . . . . .
H24 H 0.257163 0.137912 1.338722 0.035 Uiso 1 1 calc R . . . .
C25 C 0.30308(6) 0.0599(2) 1.28278(12) 0.0291(5) Uani 1 1 d . . . . .
H25 H 0.303794 -0.007980 1.318178 0.035 Uiso 1 1 calc R . . . .
C26 C 0.33030(5) 0.07519(18) 1.21831(11) 0.0226(4) Uani 1 1 d . . . . .
H26 H 0.349722 0.018187 1.211489 0.027 Uiso 1 1 calc R . . . .
C27 C 0.26668(5) 0.43440(17) 1.10749(13) 0.0237(4) Uani 1 1 d . . . . .
H27 H 0.261268 0.468130 1.164751 0.028 Uiso 1 1 calc R . . . .
C28 C 0.23108(5) 0.3700(2) 1.07440(14) 0.0330(5) Uani 1 1 d . . . . .
H28A H 0.236463 0.334843 1.019024 0.049 Uiso 1 1 calc GR . . . .
H28B H 0.210365 0.426901 1.068922 0.049 Uiso 1 1 calc GR . . . .
H28C H 0.223880 0.307636 1.114315 0.049 Uiso 1 1 calc GR . . . .
C29 C 0.27894(6) 0.53424(19) 1.04814(15) 0.0359(5) Uani 1 1 d . . . . .
H29A H 0.302186 0.570251 1.069587 0.054 Uiso 1 1 calc GR . . . .
H29B H 0.259050 0.594307 1.045401 0.054 Uiso 1 1 calc GR . . . .
H29C H 0.283430 0.502104 0.991429 0.054 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 Cl1 2.3472(4) . ?
Ru1 Cl2 2.3454(5) . ?
Ru1 O1 2.2924(11) . ?
Ru1 C1 1.9561(16) . ?
Ru1 C20 1.8345(18) . ?
N1 C1 1.333(2) . ?
N1 C2 1.482(2) . ?
N1 C5 1.486(2) . ?
O1 C22 1.374(2) . ?
O1 C27 1.477(2) . ?
O2 C1 1.348(2) . ?
O2 C8 1.413(2) . ?
C2 C3 1.519(3) . ?
C2 C4 1.518(3) . ?
C5 C6 1.526(3) . ?
C5 C7 1.511(3) . ?
C8 C9 1.393(3) . ?
C8 C13 1.396(3) . ?
C9 C10 1.396(3) . ?
C9 C14 1.516(3) . ?
C10 C11 1.380(3) . ?
C11 C12 1.378(3) . ?
C12 C13 1.392(3) . ?
C13 C17 1.519(2) . ?
C14 C15 1.525(3) . ?
C14 C16 1.537(3) . ?
C17 C18 1.525(3) . ?
C17 C19 1.529(3) . ?
C20 C21 1.450(2) . ?
C21 C22 1.406(2) . ?
C21 C26 1.398(3) . ?
C22 C23 1.385(2) . ?
C23 C24 1.388(3) . ?
C24 C25 1.385(3) . ?
C25 C26 1.385(3) . ?
C27 C28 1.517(3) . ?
C27 C29 1.499(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl2 Ru1 Cl1 157.085(17) . . ?
O1 Ru1 Cl1 87.16(3) . . ?
O1 Ru1 Cl2 88.85(3) . . ?
C1 Ru1 Cl1 90.52(5) . . ?
C1 Ru1 Cl2 92.07(5) . . ?
C1 Ru1 O1 176.10(6) . . ?
C20 Ru1 Cl1 96.85(6) . . ?
C20 Ru1 Cl2 104.48(6) . . ?
C20 Ru1 O1 78.79(6) . . ?
C20 Ru1 C1 104.63(7) . . ?
C1 N1 C2 119.02(14) . . ?
C1 N1 C5 125.94(14) . . ?
C2 N1 C5 114.99(14) . . ?
C22 O1 Ru1 109.68(10) . . ?
C22 O1 C27 119.56(13) . . ?
C27 O1 Ru1 129.14(10) . . ?
C1 O2 C8 123.84(13) . . ?
N1 C1 Ru1 117.00(12) . . ?
N1 C1 O2 109.47(14) . . ?
O2 C1 Ru1 133.41(12) . . ?
N1 C2 C3 112.67(16) . . ?
N1 C2 C4 110.96(16) . . ?
C4 C2 C3 112.38(17) . . ?
N1 C5 C6 110.74(18) . . ?
N1 C5 C7 113.78(18) . . ?
C7 C5 C6 113.5(2) . . ?
C9 C8 O2 118.92(16) . . ?
C9 C8 C13 123.68(16) . . ?
C13 C8 O2 117.06(15) . . ?
C8 C9 C10 116.58(17) . . ?
C8 C9 C14 123.44(16) . . ?
C10 C9 C14 119.93(17) . . ?
C11 C10 C9 121.51(18) . . ?
C12 C11 C10 119.93(18) . . ?
C11 C12 C13 121.45(18) . . ?
C8 C13 C17 122.92(16) . . ?
C12 C13 C8 116.83(17) . . ?
C12 C13 C17 120.25(17) . . ?
C9 C14 C15 111.98(16) . . ?
C9 C14 C16 109.46(15) . . ?
C15 C14 C16 110.44(17) . . ?
C13 C17 C18 111.11(16) . . ?
C13 C17 C19 110.14(15) . . ?
C18 C17 C19 111.19(17) . . ?
C21 C20 Ru1 118.99(13) . . ?
C22 C21 C20 118.66(16) . . ?
C26 C21 C20 122.78(16) . . ?
C26 C21 C22 118.55(16) . . ?
O1 C22 C21 113.16(15) . . ?
O1 C22 C23 125.91(17) . . ?
C23 C22 C21 120.91(17) . . ?
C22 C23 C24 118.87(18) . . ?
C25 C24 C23 121.45(18) . . ?
C24 C25 C26 119.31(19) . . ?
C25 C26 C21 120.78(18) . . ?
O1 C27 C28 111.01(15) . . ?
O1 C27 C29 106.56(14) . . ?
C29 C27 C28 111.79(17) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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 
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data_hsw56-1
_database_code_depnum_ccdc_archive 'CCDC 1987567'
loop_
_audit_author_name
_audit_author_address
'Junseong Lee'
;Department of Chemistry, Chonnam National University
South Korea
;
_audit_update_record             
;
2021-10-30 deposited with the CCDC.	2021-11-19 downloaded from the CCDC.
;
_audit_creation_date             2019-07-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C28 H39 Cl2 N O2 Ru'
_chemical_formula_sum            'C28 H39 Cl2 N O2 Ru'
_chemical_formula_weight         593.57
_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'
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/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                   11.4974(2)
_cell_length_b                   22.8652(3)
_cell_length_c                   11.6035(2)
_cell_angle_alpha                90
_cell_angle_beta                 111.0221(7)
_cell_angle_gamma                90
_cell_volume                     2847.42(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9917
_cell_measurement_temperature    100
_cell_measurement_theta_max      25.201
_cell_measurement_theta_min      2.590
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.762
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.5774
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/2 (Bruker,2014/2) was used for absorption correction. wR2(int) was 0.0868 before and 0.0421 after correction. The Ratio of minimum to maximum transmission is 0.7748. The λ/2 correction factor is 0.00150.'
_exptl_crystal_colour            color
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1232
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_unetI/netI     0.0236
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            36876
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.338
_diffrn_reflns_theta_min         2.603
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4460
_reflns_number_total             5174
_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       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.584
_refine_diff_density_min         -0.485
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         5174
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0363
_refine_ls_R_factor_gt           0.0284
_refine_ls_restrained_S_all      1.042
_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)+(0.0399P)²+2.4032P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0744
_refine_ls_wR_factor_ref         0.0783
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(Ru1) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.02
3. Others
 Fixed Sof: C22(0.667) H22A(0.667) H22B(0.667) H22C(0.667) C23(0.667)
 H23A(0.667) H23B(0.667) H23C(0.667) C24(0.667) H24A(0.667) H24B(0.667)
 H24C(0.667) C22A(0.33333) H22D(0.33333) H22E(0.33333) H22F(0.33333)
 C23A(0.33333) H23D(0.33333) H23E(0.33333) H23F(0.33333) C24A(0.33333)
 H24D(0.33333) H24E(0.33333) H24F(0.33333)
4.a Ternary CH refined with riding coordinates:
 C8(H8)
4.b Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C19(H19A,H19B), C25(H25A,H25B), C26(H26A,H26B), C27(H27A,
 H27B), C28(H28A,H28B)
4.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C4(H4), C5(H5), C6(H6), C7(H7), C14(H14), C15(H15), C16(H16)
4.d Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C20(H20A,H20B,H20C), C22(H22A,H22B,
 H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C22A(H22D,H22E,H22F),
 C23A(H23D,H23E,H23F), C24A(H24D,H24E,H24F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.29956(2) 0.11669(2) 0.20009(2) 0.02458(8) Uani 1 1 d . U . . .
Cl1 Cl 0.32746(5) 0.01811(3) 0.26288(6) 0.02534(14) Uani 1 1 d . . . . .
Cl2 Cl 0.23909(7) 0.21364(3) 0.21686(7) 0.04035(18) Uani 1 1 d . . . . .
O1 O 0.09571(16) 0.09518(8) 0.10066(17) 0.0331(4) Uani 1 1 d . . . . .
O2 O 0.57512(16) 0.14857(8) 0.26366(16) 0.0296(4) Uani 1 1 d . . . . .
N1 N 0.50624(19) 0.14209(10) 0.41386(19) 0.0275(5) Uani 1 1 d . . . . .
C1 C 0.2937(3) 0.11200(11) 0.0409(2) 0.0298(6) Uani 1 1 d . . . . .
H1 H 0.3661 0.1194 0.0218 0.036 Uiso 1 1 calc R . . . .
C2 C 0.1771(3) 0.09677(11) -0.0556(2) 0.0304(6) Uani 1 1 d . . . . .
C3 C 0.0716(3) 0.08757(11) -0.0228(3) 0.0325(6) Uani 1 1 d . . . . .
C4 C -0.0423(3) 0.07170(13) -0.1102(3) 0.0401(7) Uani 1 1 d . . . . .
H4 H -0.1125 0.0649 -0.0871 0.048 Uiso 1 1 calc R . . . .
C5 C -0.0513(3) 0.06597(13) -0.2316(3) 0.0437(8) Uani 1 1 d . . . . .
H5 H -0.1290 0.0552 -0.2921 0.052 Uiso 1 1 calc R . . . .
C6 C 0.0497(3) 0.07549(12) -0.2676(3) 0.0407(7) Uani 1 1 d . . . . .
H6 H 0.0407 0.0721 -0.3520 0.049 Uiso 1 1 calc R . . . .
C7 C 0.1644(3) 0.09009(12) -0.1791(2) 0.0346(6) Uani 1 1 d . . . . .
H7 H 0.2346 0.0955 -0.2028 0.042 Uiso 1 1 calc R . . . .
C8 C -0.0078(3) 0.09775(14) 0.1469(3) 0.0411(7) Uani 1 1 d . . . . .
H8 H -0.0635 0.0632 0.1151 0.049 Uiso 1 1 calc R . . . .
C9 C -0.0822(3) 0.15330(15) 0.1040(4) 0.0563(9) Uani 1 1 d . . . . .
H9A H -0.0292 0.1872 0.1395 0.084 Uiso 1 1 calc GR . . . .
H9B H -0.1537 0.1532 0.1310 0.084 Uiso 1 1 calc GR . . . .
H9C H -0.1117 0.1555 0.0137 0.084 Uiso 1 1 calc GR . . . .
C10 C 0.0509(3) 0.09374(15) 0.2850(3) 0.0454(8) Uani 1 1 d . . . . .
H10A H 0.1007 0.0579 0.3078 0.068 Uiso 1 1 calc GR . . . .
H10B H -0.0145 0.0929 0.3208 0.068 Uiso 1 1 calc GR . . . .
H10C H 0.1047 0.1278 0.3167 0.068 Uiso 1 1 calc GR . . . .
C11 C 0.4739(2) 0.13635(11) 0.2935(2) 0.0238(5) Uani 1 1 d . . . . .
C12 C 0.5810(2) 0.13389(11) 0.1481(2) 0.0246(5) Uani 1 1 d . . . . .
C13 C 0.6041(2) 0.07524(11) 0.1314(2) 0.0283(6) Uani 1 1 d . . . . .
C14 C 0.6136(3) 0.05903(12) 0.0195(2) 0.0345(6) Uani 1 1 d . . . . .
H14 H 0.6287 0.0193 0.0051 0.041 Uiso 1 1 calc R . . . .
C15 C 0.6010(3) 0.10055(13) -0.0708(3) 0.0374(7) Uani 1 1 d . . . . .
H15 H 0.6043 0.0891 -0.1483 0.045 Uiso 1 1 calc R . . . .
C16 C 0.5836(2) 0.15852(13) -0.0486(2) 0.0331(6) Uani 1 1 d . . . . .
H16 H 0.5769 0.1864 -0.1114 0.040 Uiso 1 1 calc R . . . .
C17 C 0.5754(2) 0.17808(12) 0.0628(2) 0.0269(6) Uani 1 1 d . . . . .
C18 C 0.6259(3) 0.03116(12) 0.2332(2) 0.0315(6) Uani 1 1 d . . . . .
H18A H 0.6127 -0.0087 0.1974 0.038 Uiso 1 1 calc R . . . .
H18B H 0.5647 0.0375 0.2740 0.038 Uiso 1 1 calc R . . . .
C19 C 0.7574(3) 0.03562(12) 0.3290(2) 0.0328(6) Uani 1 1 d . . . . .
H19A H 0.8182 0.0259 0.2895 0.039 Uiso 1 1 calc R . . . .
H19B H 0.7730 0.0764 0.3592 0.039 Uiso 1 1 calc R . . . .
C20 C 0.7775(3) -0.00510(15) 0.4383(3) 0.0478(8) Uani 1 1 d . . . . .
H20A H 0.7628 -0.0456 0.4090 0.072 Uiso 1 1 calc GR . . . .
H20B H 0.7193 0.0052 0.4795 0.072 Uiso 1 1 calc GR . . . .
H20C H 0.8632 -0.0011 0.4967 0.072 Uiso 1 1 calc GR . . . .
C21 C 0.5641(3) 0.24393(12) 0.0834(3) 0.0371(7) Uani 1 1 d . . . . .
C25 C 0.4169(3) 0.13347(14) 0.4777(3) 0.0374(7) Uani 1 1 d . . . . .
H25A H 0.3956 0.0916 0.4796 0.045 Uiso 1 1 calc R . . . .
H25B H 0.3395 0.1561 0.4373 0.045 Uiso 1 1 calc R . . . .
C26 C 0.4876(3) 0.15624(15) 0.6060(3) 0.0449(8) Uani 1 1 d . . . . .
H26A H 0.4740 0.1988 0.6110 0.054 Uiso 1 1 calc R . . . .
H26B H 0.4611 0.1359 0.6678 0.054 Uiso 1 1 calc R . . . .
C27 C 0.6220(3) 0.14358(13) 0.6275(3) 0.0369(7) Uani 1 1 d . . . . .
H27A H 0.6426 0.1022 0.6508 0.044 Uiso 1 1 calc R . . . .
H27B H 0.6779 0.1691 0.6930 0.044 Uiso 1 1 calc R . . . .
C28 C 0.6320(2) 0.15698(13) 0.5034(2) 0.0330(6) Uani 1 1 d . . . . .
H28A H 0.6515 0.1988 0.4973 0.040 Uiso 1 1 calc R . . . .
H28B H 0.6970 0.1327 0.4896 0.040 Uiso 1 1 calc R . . . .
C22 C 0.6647(6) 0.2768(2) 0.0602(7) 0.0614(15) Uani 0.667 1 d . . P A 1
H22A H 0.7454 0.2657 0.1217 0.092 Uiso 0.667 1 calc GR . P A 1
H22B H 0.6514 0.3188 0.0662 0.092 Uiso 0.667 1 calc GR . P A 1
H22C H 0.6637 0.2675 -0.0226 0.092 Uiso 0.667 1 calc GR . P A 1
C23 C 0.4343(5) 0.2624(3) -0.0111(7) 0.0730(19) Uani 0.667 1 d . . P A 1
H23A H 0.4310 0.2543 -0.0952 0.110 Uiso 0.667 1 calc GR . P A 1
H23B H 0.4215 0.3043 -0.0025 0.110 Uiso 0.667 1 calc GR . P A 1
H23C H 0.3687 0.2402 0.0049 0.110 Uiso 0.667 1 calc GR . P A 1
C24 C 0.5618(6) 0.2615(2) 0.2104(6) 0.0661(17) Uani 0.667 1 d . . P A 1
H24A H 0.5531 0.3041 0.2136 0.099 Uiso 0.667 1 calc GR . P A 1
H24B H 0.6396 0.2492 0.2750 0.099 Uiso 0.667 1 calc GR . P A 1
H24C H 0.4912 0.2425 0.2235 0.099 Uiso 0.667 1 calc GR . P A 1
C22A C 0.5779(11) 0.2810(4) -0.0258(10) 0.046(2) Uani 0.3333 1 d . . P A 2
H22D H 0.6549 0.2698 -0.0381 0.069 Uiso 0.3333 1 calc GR . P A 2
H22E H 0.5809 0.3227 -0.0055 0.069 Uiso 0.3333 1 calc GR . P A 2
H22F H 0.5065 0.2734 -0.1017 0.069 Uiso 0.3333 1 calc GR . P A 2
C23A C 0.4515(8) 0.2624(4) 0.1060(9) 0.0334(19) Uani 0.3333 1 d . . P A 2
H23D H 0.3775 0.2524 0.0344 0.050 Uiso 0.3333 1 calc GR . P A 2
H23E H 0.4541 0.3048 0.1195 0.050 Uiso 0.3333 1 calc GR . P A 2
H23F H 0.4480 0.2423 0.1793 0.050 Uiso 0.3333 1 calc GR . P A 2
C24A C 0.6870(8) 0.2604(3) 0.1985(8) 0.0330(19) Uani 0.3333 1 d . . P A 2
H24D H 0.6886 0.2381 0.2711 0.049 Uiso 0.3333 1 calc GR . P A 2
H24E H 0.6866 0.3023 0.2158 0.049 Uiso 0.3333 1 calc GR . P A 2
H24F H 0.7609 0.2509 0.1789 0.049 Uiso 0.3333 1 calc GR . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 Cl1 2.3551(6) . ?
Ru1 Cl2 2.3522(7) . ?
Ru1 O1 2.2641(18) . ?
Ru1 C1 1.827(3) . ?
Ru1 C11 1.958(3) . ?
O1 C3 1.369(3) . ?
O1 C8 1.472(3) . ?
O2 C11 1.357(3) . ?
O2 C12 1.407(3) . ?
N1 C11 1.316(3) . ?
N1 C25 1.479(3) . ?
N1 C28 1.486(3) . ?
C1 C2 1.448(4) . ?
C2 C3 1.412(4) . ?
C2 C7 1.395(4) . ?
C3 C4 1.386(4) . ?
C4 C5 1.381(4) . ?
C5 C6 1.385(5) . ?
C6 C7 1.391(4) . ?
C8 C9 1.512(4) . ?
C8 C10 1.502(4) . ?
C12 C13 1.394(4) . ?
C12 C17 1.399(4) . ?
C13 C14 1.392(4) . ?
C13 C18 1.503(4) . ?
C14 C15 1.383(4) . ?
C15 C16 1.378(4) . ?
C16 C17 1.403(4) . ?
C17 C21 1.537(4) . ?
C18 C19 1.525(4) . ?
C19 C20 1.522(4) . ?
C21 C22 1.481(6) . ?
C21 C23 1.561(6) . ?
C21 C24 1.537(6) . ?
C21 C22A 1.578(9) . ?
C21 C23A 1.473(9) . ?
C21 C24A 1.602(9) . ?
C25 C26 1.510(4) . ?
C26 C27 1.502(4) . ?
C27 C28 1.516(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl2 Ru1 Cl1 152.61(3) . . ?
O1 Ru1 Cl1 87.19(5) . . ?
O1 Ru1 Cl2 87.95(5) . . ?
C1 Ru1 Cl1 102.01(8) . . ?
C1 Ru1 Cl2 103.54(8) . . ?
C1 Ru1 O1 79.40(10) . . ?
C1 Ru1 C11 103.44(11) . . ?
C11 Ru1 Cl1 92.84(7) . . ?
C11 Ru1 Cl2 90.69(7) . . ?
C11 Ru1 O1 177.08(9) . . ?
C3 O1 Ru1 110.18(15) . . ?
C3 O1 C8 120.0(2) . . ?
C8 O1 Ru1 129.05(17) . . ?
C11 O2 C12 122.18(19) . . ?
C11 N1 C25 122.4(2) . . ?
C11 N1 C28 126.8(2) . . ?
C25 N1 C28 110.9(2) . . ?
C2 C1 Ru1 119.0(2) . . ?
C3 C2 C1 118.3(3) . . ?
C7 C2 C1 123.2(3) . . ?
C7 C2 C3 118.5(2) . . ?
O1 C3 C2 113.1(2) . . ?
O1 C3 C4 125.6(3) . . ?
C4 C3 C2 121.3(3) . . ?
C5 C4 C3 118.4(3) . . ?
C4 C5 C6 121.9(3) . . ?
C5 C6 C7 119.4(3) . . ?
C6 C7 C2 120.4(3) . . ?
O1 C8 C9 110.4(3) . . ?
O1 C8 C10 105.9(2) . . ?
C10 C8 C9 112.8(3) . . ?
O2 C11 Ru1 134.99(18) . . ?
N1 C11 Ru1 116.99(18) . . ?
N1 C11 O2 108.0(2) . . ?
C13 C12 O2 116.0(2) . . ?
C13 C12 C17 124.0(2) . . ?
C17 C12 O2 119.7(2) . . ?
C12 C13 C18 121.5(2) . . ?
C14 C13 C12 117.9(2) . . ?
C14 C13 C18 120.5(2) . . ?
C15 C14 C13 120.2(3) . . ?
C16 C15 C14 120.1(3) . . ?
C15 C16 C17 122.7(3) . . ?
C12 C17 C16 114.8(2) . . ?
C12 C17 C21 125.6(2) . . ?
C16 C17 C21 119.5(2) . . ?
C13 C18 C19 111.7(2) . . ?
C20 C19 C18 112.4(2) . . ?
C17 C21 C23 105.6(3) . . ?
C17 C21 C22A 111.3(4) . . ?
C17 C21 C24A 105.2(3) . . ?
C22 C21 C17 110.7(3) . . ?
C22 C21 C23 110.3(4) . . ?
C22 C21 C24 108.9(4) . . ?
C24 C21 C17 115.9(3) . . ?
C24 C21 C23 105.1(4) . . ?
C22A C21 C24A 103.4(5) . . ?
C23A C21 C17 115.9(4) . . ?
C23A C21 C22A 109.7(6) . . ?
C23A C21 C24A 110.6(5) . . ?
N1 C25 C26 102.9(2) . . ?
C27 C26 C25 104.8(2) . . ?
C26 C27 C28 103.1(2) . . ?
N1 C28 C27 103.4(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
