# Supplementary Information (SI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_ru2_2-cl-4-oh_homo
_database_code_depnum_ccdc_archive 'CCDC 2394123'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2024-10-28 deposited with the CCDC.	2024-12-11 downloaded from the CCDC.
;
_audit_creation_date             2020-10-20
_audit_creation_method           
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H32 Cl4 O14 Ru2, 2(C4 H8 O)'
_chemical_formula_sum            'C44 H48 Cl4 O16 Ru2'
_chemical_formula_weight         1176.76
_chemical_melting_point          ?
_chemical_oxdiff_formula         Ru2C28O12Cl5H16
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'
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                   13.7138(13)
_cell_length_b                   19.4669(11)
_cell_length_c                   8.4058(9)
_cell_angle_alpha                90
_cell_angle_beta                 91.348(9)
_cell_angle_gamma                90
_cell_volume                     2243.4(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4384
_cell_measurement_temperature    98.15
_cell_measurement_theta_max      30.2230
_cell_measurement_theta_min      1.4860
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.985
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.34638
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
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    1.742
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1192
_exptl_crystal_size_max          0.147
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.057
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1120
_diffrn_reflns_av_unetI/netI     0.1238
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            18257
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.496
_diffrn_reflns_theta_min         2.566
_diffrn_ambient_temperature      98.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 28.626
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.968
_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   10.00    --  -20.00  45.00   0.00  360
  2  ω   -110.00  70.00   0.50   10.00    --  -20.00  45.00  90.00  360
;
_diffrn_measurement_device       'AFC10: Fixed Chi 2 circle'
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0345563000
_diffrn_orient_matrix_UB_12      -0.0269014000
_diffrn_orient_matrix_UB_13      0.0065190000
_diffrn_orient_matrix_UB_21      -0.0316368000
_diffrn_orient_matrix_UB_22      0.0172769000
_diffrn_orient_matrix_UB_23      -0.0546784000
_diffrn_orient_matrix_UB_31      0.0219258000
_diffrn_orient_matrix_UB_32      -0.0174883000
_diffrn_orient_matrix_UB_33      -0.0639691000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\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                2905
_reflns_number_total             4990
_reflns_odcompleteness_completeness 86.45
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.54
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         2.982
_refine_diff_density_min         -2.381
_refine_diff_density_rms         0.213
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     301
_refine_ls_number_reflns         4990
_refine_ls_number_restraints     40
_refine_ls_R_factor_all          0.1627
_refine_ls_R_factor_gt           0.0950
_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)+(0.1572P)²+7.6721P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2456
_refine_ls_wR_factor_ref         0.2871
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.9738(17)
 0.0262(17)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
3. Rigid bond restraints
 O7, C15, C16, C18, C17
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C18 \\sim O7 \\sim C15 \\sim C16 \\sim C17: within 1.7A with sigma of 0.02 and
sigma for terminal atoms of 0.04 within 1.7A
5.a Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B), C18(H18A,H18B), C19(H19A,
 H19B), C20(H20A,H20B), C21(H21A,H21B), C22(H22A,H22B)
5.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C7(H7), C11(H11), C13(H13), C14(H14)
5.c Idealised tetrahedral OH refined as rotating group:
 O3(H3), O6(H6A)
;
_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
C1 C 0.3611(7) 0.4190(5) 0.6083(14) 0.030(2) Uani 1 1 d . . . . .
C2 C 0.2846(8) 0.3738(5) 0.6673(13) 0.031(2) Uani 1 1 d . . . . .
C3 C 0.2125(9) 0.3921(6) 0.7743(15) 0.039(3) Uani 1 1 d . . . . .
C4 C 0.1420(9) 0.3455(6) 0.8225(15) 0.041(3) Uani 1 1 d . . . . .
H4 H 0.092994 0.359254 0.893934 0.050 Uiso 1 1 calc R U . . .
C5 C 0.1443(8) 0.2786(5) 0.7645(15) 0.040(3) Uani 1 1 d . . . . .
C6 C 0.2145(8) 0.2588(6) 0.6566(16) 0.043(3) Uani 1 1 d . . . . .
H6 H 0.215008 0.213333 0.615629 0.052 Uiso 1 1 calc R U . . .
C7 C 0.2825(9) 0.3055(6) 0.6101(14) 0.039(3) Uani 1 1 d . . . . .
H7 H 0.330229 0.291600 0.536589 0.047 Uiso 1 1 calc R U . . .
C8 C 0.3641(7) 0.5731(5) 0.3461(14) 0.032(2) Uani 1 1 d . . . . .
C9 C 0.2841(8) 0.6107(5) 0.2620(14) 0.032(3) Uani 1 1 d . . . . .
C10 C 0.2121(8) 0.6492(6) 0.3356(15) 0.039(3) Uani 1 1 d . . . . .
C11 C 0.1378(9) 0.6805(5) 0.2498(15) 0.039(3) Uani 1 1 d . . . . .
H11 H 0.089015 0.705899 0.302440 0.047 Uiso 1 1 calc R U . . .
C12 C 0.1354(8) 0.6742(5) 0.0827(16) 0.040(3) Uani 1 1 d . . . . .
C13 C 0.2057(8) 0.6371(6) 0.0049(15) 0.040(3) Uani 1 1 d . . . . .
H13 H 0.204436 0.633669 -0.107852 0.048 Uiso 1 1 calc R U . . .
C14 C 0.2787(8) 0.6046(5) 0.0960(15) 0.038(3) Uani 1 1 d . . . . .
H14 H 0.325994 0.577581 0.043919 0.046 Uiso 1 1 calc R U . . .
C15 C 0.5338(10) 0.3203(5) 0.2151(15) 0.046(3) Uani 1 1 d . U . . .
H15A H 0.478386 0.304703 0.279341 0.055 Uiso 1 1 calc R U . . .
H15B H 0.595237 0.312448 0.276557 0.055 Uiso 1 1 calc R U . . .
C16 C 0.5351(9) 0.2830(5) 0.0592(15) 0.043(3) Uani 1 1 d . U . . .
H16A H 0.507219 0.236380 0.069132 0.052 Uiso 1 1 calc R U . . .
H16B H 0.602406 0.279281 0.019999 0.052 Uiso 1 1 calc R U . . .
C17 C 0.4722(9) 0.3274(6) -0.0514(15) 0.042(3) Uani 1 1 d . U . . .
H17A H 0.409317 0.304560 -0.077096 0.050 Uiso 1 1 calc R U . . .
H17B H 0.506159 0.337020 -0.151685 0.050 Uiso 1 1 calc R U . . .
C18 C 0.4562(9) 0.3936(6) 0.0424(14) 0.039(2) Uani 1 1 d . U . . .
H18A H 0.468188 0.434224 -0.025307 0.047 Uiso 1 1 calc R U . . .
H18B H 0.388407 0.395806 0.080041 0.047 Uiso 1 1 calc R U . . .
Cl1 Cl 0.2033(2) 0.47463(14) 0.8517(4) 0.0448(8) Uani 1 1 d . . . . .
Cl2 Cl 0.2072(3) 0.65743(18) 0.5408(4) 0.0553(9) Uani 1 1 d . . . . .
O1 O 0.3991(5) 0.4037(3) 0.4781(9) 0.0312(17) Uani 1 1 d . . . . .
O2 O 0.3871(6) 0.4714(3) 0.6930(9) 0.0328(17) Uani 1 1 d . . . . .
O3 O 0.0736(6) 0.2352(4) 0.8166(11) 0.043(2) Uani 1 1 d . . . . .
H3 H 0.083312 0.195555 0.780641 0.065 Uiso 1 1 calc R U . . .
O4 O 0.4011(5) 0.5220(3) 0.2726(9) 0.0305(16) Uani 1 1 d . . . . .
O5 O 0.3887(5) 0.5910(4) 0.4853(9) 0.0323(17) Uani 1 1 d . . . . .
O6 O 0.0621(6) 0.7035(4) -0.0049(11) 0.045(2) Uani 1 1 d . . . . .
H6A H 0.019199 0.718318 0.056008 0.068 Uiso 1 1 calc R U . . .
O7 O 0.5232(6) 0.3921(3) 0.1733(9) 0.0353(17) Uani 1 1 d . U . . .
Ru1 Ru 0.50667(6) 0.46549(4) 0.39223(10) 0.0285(3) Uani 1 1 d . . . . .
C19 C 0.1855(10) 0.0831(6) 0.7812(16) 0.048(3) Uani 1 1 d . . . . .
H19A H 0.222789 0.118469 0.841627 0.058 Uiso 1 1 calc R U . . .
H19B H 0.229328 0.060056 0.705985 0.058 Uiso 1 1 calc R U . . .
C20 C 0.1384(10) 0.0315(7) 0.8923(17) 0.051(3) Uani 1 1 d . . . . .
H20A H 0.185462 -0.004126 0.928156 0.061 Uiso 1 1 calc R U . . .
H20B H 0.110987 0.054503 0.986321 0.061 Uiso 1 1 calc R U . . .
C21 C 0.0594(9) 0.0018(6) 0.7860(19) 0.054(4) Uani 1 1 d . . . . .
H21A H 0.086065 -0.031495 0.709298 0.065 Uiso 1 1 calc R U . . .
H21B H 0.008216 -0.020894 0.848427 0.065 Uiso 1 1 calc R U . . .
C22 C 0.0211(8) 0.0651(6) 0.7034(16) 0.044(3) Uani 1 1 d . . . . .
H22A H -0.002214 0.054002 0.594020 0.052 Uiso 1 1 calc R U . . .
H22B H -0.033606 0.085141 0.762592 0.052 Uiso 1 1 calc R U . . .
O8 O 0.1020(6) 0.1124(4) 0.6997(11) 0.047(2) 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
C1 C2 1.465(14) . ?
C1 O1 1.259(13) . ?
C1 O2 1.290(12) . ?
C2 C3 1.398(17) . ?
C2 C7 1.413(14) . ?
C3 C4 1.393(16) . ?
C3 Cl1 1.739(11) . ?
C4 H4 0.9500 . ?
C4 C5 1.392(15) . ?
C5 C6 1.392(17) . ?
C5 O3 1.367(13) . ?
C6 H6 0.9500 . ?
C6 C7 1.367(16) . ?
C7 H7 0.9500 . ?
C8 C9 1.484(15) . ?
C8 O4 1.282(13) . ?
C8 O5 1.260(13) . ?
C9 C10 1.395(15) . ?
C9 C14 1.400(17) . ?
C10 C11 1.376(16) . ?
C10 Cl2 1.735(13) . ?
C11 H11 0.9500 . ?
C11 C12 1.410(18) . ?
C12 C13 1.382(16) . ?
C12 O6 1.358(14) . ?
C13 H13 0.9500 . ?
C13 C14 1.397(17) . ?
C14 H14 0.9500 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.498(17) . ?
C15 O7 1.449(12) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.522(17) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.529(15) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 O7 1.418(13) . ?
O1 Ru1 2.049(7) . ?
O2 Ru1 2.048(7) 3_666 ?
O3 H3 0.8400 . ?
O4 Ru1 2.060(7) . ?
O5 Ru1 2.064(7) 3_666 ?
O6 H6A 0.8400 . ?
O7 Ru1 2.344(7) . ?
Ru1 Ru1 2.2664(16) 3_666 ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.525(18) . ?
C19 O8 1.438(15) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.505(18) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.503(17) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 O8 1.444(13) . ?

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 C1 C2 117.8(9) . . ?
O1 C1 O2 123.5(9) . . ?
O2 C1 C2 118.7(10) . . ?
C3 C2 C1 126.0(9) . . ?
C3 C2 C7 116.7(10) . . ?
C7 C2 C1 117.3(10) . . ?
C2 C3 Cl1 122.4(9) . . ?
C4 C3 C2 121.8(10) . . ?
C4 C3 Cl1 115.8(9) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 C3 119.0(11) . . ?
C5 C4 H4 120.5 . . ?
C4 C5 C6 120.6(11) . . ?
O3 C5 C4 116.4(11) . . ?
O3 C5 C6 123.0(10) . . ?
C5 C6 H6 120.4 . . ?
C7 C6 C5 119.3(10) . . ?
C7 C6 H6 120.4 . . ?
C2 C7 H7 118.8 . . ?
C6 C7 C2 122.5(11) . . ?
C6 C7 H7 118.8 . . ?
O4 C8 C9 116.8(10) . . ?
O5 C8 C9 119.0(9) . . ?
O5 C8 O4 124.2(10) . . ?
C10 C9 C8 125.2(11) . . ?
C10 C9 C14 117.7(11) . . ?
C14 C9 C8 117.0(10) . . ?
C9 C10 Cl2 122.3(9) . . ?
C11 C10 C9 121.9(12) . . ?
C11 C10 Cl2 115.7(9) . . ?
C10 C11 H11 120.5 . . ?
C10 C11 C12 118.9(11) . . ?
C12 C11 H11 120.5 . . ?
C13 C12 C11 121.1(11) . . ?
O6 C12 C11 120.3(10) . . ?
O6 C12 C13 118.6(12) . . ?
C12 C13 H13 120.8 . . ?
C12 C13 C14 118.4(12) . . ?
C14 C13 H13 120.8 . . ?
C9 C14 H14 119.1 . . ?
C13 C14 C9 121.9(11) . . ?
C13 C14 H14 119.1 . . ?
H15A C15 H15B 108.8 . . ?
C16 C15 H15A 110.7 . . ?
C16 C15 H15B 110.7 . . ?
O7 C15 H15A 110.7 . . ?
O7 C15 H15B 110.7 . . ?
O7 C15 C16 105.0(9) . . ?
C15 C16 H16A 111.0 . . ?
C15 C16 H16B 111.0 . . ?
C15 C16 C17 104.0(9) . . ?
H16A C16 H16B 109.0 . . ?
C17 C16 H16A 111.0 . . ?
C17 C16 H16B 111.0 . . ?
C16 C17 H17A 110.9 . . ?
C16 C17 H17B 110.9 . . ?
C16 C17 C18 104.4(10) . . ?
H17A C17 H17B 108.9 . . ?
C18 C17 H17A 110.9 . . ?
C18 C17 H17B 110.9 . . ?
C17 C18 H18A 110.4 . . ?
C17 C18 H18B 110.4 . . ?
H18A C18 H18B 108.6 . . ?
O7 C18 C17 106.6(9) . . ?
O7 C18 H18A 110.4 . . ?
O7 C18 H18B 110.4 . . ?
C1 O1 Ru1 118.9(6) . . ?
C1 O2 Ru1 118.1(7) . 3_666 ?
C5 O3 H3 109.5 . . ?
C8 O4 Ru1 117.5(7) . . ?
C8 O5 Ru1 118.9(6) . 3_666 ?
C12 O6 H6A 109.5 . . ?
C15 O7 Ru1 114.1(7) . . ?
C18 O7 C15 105.5(8) . . ?
C18 O7 Ru1 121.6(6) . . ?
O1 Ru1 O4 89.0(3) . . ?
O1 Ru1 O5 90.5(3) . 3_666 ?
O1 Ru1 O7 90.1(3) . . ?
O1 Ru1 Ru1 89.7(2) . 3_666 ?
O2 Ru1 O1 179.1(3) 3_666 . ?
O2 Ru1 O4 90.4(3) 3_666 . ?
O2 Ru1 O5 90.1(3) 3_666 3_666 ?
O2 Ru1 O7 90.5(3) 3_666 . ?
O2 Ru1 Ru1 89.7(2) 3_666 3_666 ?
O4 Ru1 O5 179.3(3) . 3_666 ?
O4 Ru1 O7 91.2(3) . . ?
O4 Ru1 Ru1 90.3(2) . 3_666 ?
O5 Ru1 O7 89.3(3) 3_666 . ?
O5 Ru1 Ru1 89.2(2) 3_666 3_666 ?
Ru1 Ru1 O7 178.46(19) 3_666 . ?
H19A C19 H19B 109.2 . . ?
C20 C19 H19A 111.4 . . ?
C20 C19 H19B 111.4 . . ?
O8 C19 H19A 111.4 . . ?
O8 C19 H19B 111.4 . . ?
O8 C19 C20 102.0(10) . . ?
C19 C20 H20A 111.5 . . ?
C19 C20 H20B 111.5 . . ?
H20A C20 H20B 109.3 . . ?
C21 C20 C19 101.5(11) . . ?
C21 C20 H20A 111.5 . . ?
C21 C20 H20B 111.5 . . ?
C20 C21 H21A 111.5 . . ?
C20 C21 H21B 111.5 . . ?
H21A C21 H21B 109.3 . . ?
C22 C21 C20 101.4(10) . . ?
C22 C21 H21A 111.5 . . ?
C22 C21 H21B 111.5 . . ?
C21 C22 H22A 110.6 . . ?
C21 C22 H22B 110.6 . . ?
H22A C22 H22B 108.7 . . ?
O8 C22 C21 105.8(9) . . ?
O8 C22 H22A 110.6 . . ?
O8 C22 H22B 110.6 . . ?
C19 O8 C22 109.9(9) . . ?

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
C1 C2 C3 C4 179.4(11) . . . . ?
C1 C2 C3 Cl1 1.0(17) . . . . ?
C1 C2 C7 C6 -179.9(11) . . . . ?
C2 C1 O1 Ru1 -179.8(7) . . . . ?
C2 C1 O2 Ru1 -179.4(7) . . . 3_666 ?
C2 C3 C4 C5 1.1(19) . . . . ?
C3 C2 C7 C6 -0.5(18) . . . . ?
C3 C4 C5 C6 -1.7(19) . . . . ?
C3 C4 C5 O3 179.7(11) . . . . ?
C4 C5 C6 C7 1.3(19) . . . . ?
C5 C6 C7 C2 -0.1(19) . . . . ?
C7 C2 C3 C4 0.0(18) . . . . ?
C7 C2 C3 Cl1 -178.4(9) . . . . ?
C8 C9 C10 C11 -177.4(10) . . . . ?
C8 C9 C10 Cl2 -0.4(15) . . . . ?
C8 C9 C14 C13 179.2(10) . . . . ?
C9 C8 O4 Ru1 -176.5(7) . . . . ?
C9 C8 O5 Ru1 175.8(7) . . . 3_666 ?
C9 C10 C11 C12 -1.0(17) . . . . ?
C10 C9 C14 C13 1.6(16) . . . . ?
C10 C11 C12 C13 0.4(17) . . . . ?
C10 C11 C12 O6 178.8(10) . . . . ?
C11 C12 C13 C14 1.1(17) . . . . ?
C12 C13 C14 C9 -2.2(17) . . . . ?
C14 C9 C10 C11 0.0(16) . . . . ?
C14 C9 C10 Cl2 176.9(8) . . . . ?
C15 C16 C17 C18 10.6(13) . . . . ?
C16 C15 O7 C18 39.6(12) . . . . ?
C16 C15 O7 Ru1 175.7(7) . . . . ?
C16 C17 C18 O7 13.0(13) . . . . ?
C17 C18 O7 C15 -32.4(12) . . . . ?
C17 C18 O7 Ru1 -164.4(7) . . . . ?
Cl1 C3 C4 C5 179.5(10) . . . . ?
Cl2 C10 C11 C12 -178.1(8) . . . . ?
O1 C1 C2 C3 -157.0(11) . . . . ?
O1 C1 C2 C7 22.4(15) . . . . ?
O1 C1 O2 Ru1 1.7(13) . . . 3_666 ?
O2 C1 C2 C3 24.1(16) . . . . ?
O2 C1 C2 C7 -156.5(10) . . . . ?
O2 C1 O1 Ru1 -0.9(13) . . . . ?
O3 C5 C6 C7 179.8(11) . . . . ?
O4 C8 C9 C10 155.4(10) . . . . ?
O4 C8 C9 C14 -22.0(14) . . . . ?
O4 C8 O5 Ru1 -1.2(13) . . . 3_666 ?
O5 C8 C9 C10 -21.9(15) . . . . ?
O5 C8 C9 C14 160.7(9) . . . . ?
O5 C8 O4 Ru1 0.6(13) . . . . ?
O6 C12 C13 C14 -177.3(10) . . . . ?
O7 C15 C16 C17 -30.2(13) . . . . ?
C19 C20 C21 C22 -42.0(13) . . . . ?
C20 C19 O8 C22 -23.8(13) . . . . ?
C20 C21 C22 O8 28.3(14) . . . . ?
C21 C22 O8 C19 -2.6(14) . . . . ?
O8 C19 C20 C21 40.7(12) . . . . ?

_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 1.607
_oxdiff_exptl_absorpt_empirical_full_min 0.413
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.9738(17)
2 0.0262(17)

####################################################################### 
# 
# 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_ru_3-cl-4-oh
_database_code_depnum_ccdc_archive 'CCDC 2394125'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2024-12-03 deposited with the CCDC.	2024-12-11 downloaded from the CCDC.
;
_audit_creation_date             2024-11-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H32 Cl4 O14 Ru2, 2(C4 H8 O)'
_chemical_formula_sum            'C44 H48 Cl4 O16 Ru2'
_chemical_formula_weight         1176.76
_chemical_melting_point          ?
_chemical_oxdiff_formula         Ru2C36H32O14Cl4
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'
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                   13.9686(4)
_cell_length_b                   10.5955(3)
_cell_length_c                   15.9363(6)
_cell_angle_alpha                90
_cell_angle_beta                 93.675(3)
_cell_angle_gamma                90
_cell_volume                     2353.79(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    12825
_cell_measurement_temperature    93
_cell_measurement_theta_max      31.2570
_cell_measurement_theta_min      2.6240
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.939
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59761
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
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    1.660
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1192
_exptl_crystal_size_max          0.267
_exptl_crystal_size_mid          0.118
_exptl_crystal_size_min          0.026
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            18554
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         2.561
_diffrn_ambient_temperature      93
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 14.286
_diffrn_detector_type            'Rigaku Saturn724+ area detector'
_diffrn_measured_fraction_theta_full 0.998
_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  70.00   0.50    5.00    --  -20.00  45.00   0.00  360
  2  ω   -110.00  70.00   0.50    5.00    --  -20.00  45.00  90.00  360
;
_diffrn_measurement_device       'AFC10: Fixed Chi 2 circle'
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0385610000
_diffrn_orient_matrix_UB_12      -0.0083432000
_diffrn_orient_matrix_UB_13      -0.0263393000
_diffrn_orient_matrix_UB_21      -0.0331235000
_diffrn_orient_matrix_UB_22      -0.0141858000
_diffrn_orient_matrix_UB_23      -0.0343083000
_diffrn_orient_matrix_UB_31      -0.0023187000
_diffrn_orient_matrix_UB_32      0.0649079000
_diffrn_orient_matrix_UB_33      -0.0108164000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\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                4744
_reflns_number_total             5390
_reflns_odcompleteness_completeness 92.26
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.06
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.612
_refine_diff_density_min         -0.629
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     337
_refine_ls_number_reflns         5390
_refine_ls_number_restraints     111
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0288
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0375P)²+2.3017P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0691
_refine_ls_wR_factor_ref         0.0725
_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 O(H) groups
2. Restrained distances
 C17-C16 \\sim C17A-C16A
 with sigma of 0.02
 C15-C16 \\sim C15A-C16A
 with sigma of 0.02
 C15-C16A \\sim C15A-C16A
 with sigma of 0.02
 C15-O7 \\sim C15A-O7
 with sigma of 0.02
 C16-C17 \\sim C16A-C17A
 with sigma of 0.02
 C17-C18 \\sim C17A-C18A
 with sigma of 0.02
 C18-O7 \\sim C18A-O7
 with sigma of 0.02
3. Rigid bond restraints
 C15, C15A, C16, C16A, C17, C17A, C18, C18A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C15 \\sim C15A \\sim C16 \\sim C16A \\sim C17 \\sim C17A \\sim C18 \\sim C18A:
within 1.7A with sigma of 0.01 and sigma for terminal atoms of 0.02 within 1.7A
5. Others
 Sof(C15A)=Sof(H15C)=Sof(H15D)=Sof(C16A)=Sof(H16C)=Sof(H16D)=Sof(C17A)=
 Sof(H17C)=Sof(H17D)=Sof(C18A)=Sof(H18C)=Sof(H18D)=1-FVAR(1)
 Sof(C15)=Sof(H15A)=Sof(H15B)=Sof(C16)=Sof(H16A)=Sof(H16B)=Sof(C17)=Sof(H17A)=
 Sof(H17B)=Sof(C18)=Sof(H18A)=Sof(H18B)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C15A(H15C,H15D), C16(H16A,H16B), C16A(H16C,H16D), C17(H17A,
 H17B), C17A(H17C,H17D), C18(H18A,H18B), C18A(H18C,H18D), C19(H19A,H19B),
 C20(H20A,H20B), C21(H21A,H21B), C22(H22A,H22B)
6.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C7(H7), C10(H10), C13(H13), C14(H14)
6.c Idealised tetrahedral OH refined as rotating group:
 O3(H3A), O6(H6A)
;
_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 0.95994(2) 1.03501(2) 0.44049(2) 0.01465(6) Uani 1 1 d . . . . .
Cl1 Cl 0.64775(4) 0.62410(6) 0.75240(4) 0.03435(15) Uani 1 1 d . . . . .
Cl2 Cl 0.94561(6) 0.48533(6) 0.17455(4) 0.03817(16) Uani 1 1 d . . . . .
O1 O 0.83454(10) 0.96758(14) 0.48369(10) 0.0190(3) Uani 1 1 d . . . . .
O2 O 0.91144(10) 0.89507(14) 0.60137(9) 0.0172(3) Uani 1 1 d . . . . .
O3 O 0.49412(12) 0.66479(19) 0.62843(12) 0.0349(4) Uani 1 1 d . . . . .
H3A H 0.453403 0.670036 0.589171 0.052 Uiso 1 1 calc R U . . .
O4 O 0.97976(11) 0.86207(14) 0.38661(9) 0.0189(3) Uani 1 1 d . . . . .
O5 O 1.06029(11) 0.79239(14) 0.50381(9) 0.0186(3) Uani 1 1 d . . . . .
O6 O 1.03361(12) 0.29386(14) 0.28477(10) 0.0243(3) Uani 1 1 d . . . . .
H6A H 1.049738 0.240371 0.320089 0.036 Uiso 1 1 calc R U . . .
O7 O 0.87698(12) 1.09705(15) 0.31683(10) 0.0245(3) Uani 1 1 d D . . . .
C1 C 0.83604(15) 0.9080(2) 0.55219(13) 0.0182(4) Uani 1 1 d . . . . .
C2 C 0.74539(15) 0.8478(2) 0.57421(14) 0.0199(4) Uani 1 1 d . . . . .
C3 C 0.73856(16) 0.7789(2) 0.64799(15) 0.0234(5) Uani 1 1 d . . . . .
H3 H 0.791002 0.774076 0.686858 0.028 Uiso 1 1 calc R U . . .
C4 C 0.65460(17) 0.7179(2) 0.66365(15) 0.0247(5) Uani 1 1 d . . . . .
C5 C 0.57389(17) 0.7255(2) 0.60855(16) 0.0267(5) Uani 1 1 d . . . . .
C6 C 0.58071(18) 0.7948(3) 0.53475(17) 0.0330(6) Uani 1 1 d . . . . .
H6 H 0.527679 0.801471 0.496635 0.040 Uiso 1 1 calc R U . . .
C7 C 0.66559(17) 0.8538(2) 0.51783(16) 0.0282(5) Uani 1 1 d . . . . .
H7 H 0.669295 0.898162 0.467800 0.034 Uiso 1 1 calc R U . . .
C8 C 1.02454(15) 0.7770(2) 0.42931(13) 0.0177(4) Uani 1 1 d . . . . .
C9 C 1.03320(15) 0.6512(2) 0.39016(14) 0.0185(4) Uani 1 1 d . . . . .
C10 C 0.99457(16) 0.6302(2) 0.30915(14) 0.0207(4) Uani 1 1 d . . . . .
H10 H 0.967108 0.696505 0.277812 0.025 Uiso 1 1 calc R U . . .
C11 C 0.99697(17) 0.5112(2) 0.27530(15) 0.0224(5) Uani 1 1 d . . . . .
C12 C 1.03673(16) 0.4093(2) 0.32088(14) 0.0203(4) Uani 1 1 d . . . . .
C13 C 1.07761(16) 0.4324(2) 0.40089(14) 0.0220(5) Uani 1 1 d . . . . .
H13 H 1.106532 0.366676 0.431746 0.026 Uiso 1 1 calc R U . . .
C14 C 1.07596(16) 0.5515(2) 0.43534(14) 0.0210(4) Uani 1 1 d . . . . .
H14 H 1.103627 0.565412 0.489188 0.025 Uiso 1 1 calc R U . . .
C15 C 0.8978(8) 1.0347(12) 0.2392(5) 0.0317(17) Uani 0.570(8) 1 d D U P A 1
H15A H 0.867376 0.952423 0.235133 0.038 Uiso 0.570(8) 1 calc R U P A 1
H15B H 0.966408 1.024231 0.235594 0.038 Uiso 0.570(8) 1 calc R U P A 1
C15A C 0.8779(12) 1.0296(17) 0.2383(8) 0.041(3) Uani 0.430(8) 1 d D U P A 2
H15C H 0.871511 0.939642 0.247688 0.049 Uiso 0.430(8) 1 calc R U P A 2
H15D H 0.937703 1.044641 0.212173 0.049 Uiso 0.430(8) 1 calc R U P A 2
C16 C 0.8572(4) 1.1209(5) 0.1713(3) 0.0375(13) Uani 0.570(8) 1 d D U P A 1
H16A H 0.837410 1.073904 0.120972 0.045 Uiso 0.570(8) 1 calc R U P A 1
H16B H 0.903876 1.184161 0.157369 0.045 Uiso 0.570(8) 1 calc R U P A 1
C16A C 0.7962(6) 1.0765(7) 0.1837(4) 0.0451(17) Uani 0.430(8) 1 d D U P A 2
H16C H 0.739416 1.025304 0.189426 0.054 Uiso 0.430(8) 1 calc R U P A 2
H16D H 0.811409 1.077444 0.125112 0.054 Uiso 0.430(8) 1 calc R U P A 2
C17 C 0.7725(8) 1.1808(9) 0.2092(8) 0.0444(18) Uani 0.570(8) 1 d D U P A 1
H17A H 0.716213 1.127332 0.202197 0.053 Uiso 0.570(8) 1 calc R U P A 1
H17B H 0.757953 1.262548 0.184052 0.053 Uiso 0.570(8) 1 calc R U P A 1
C17A C 0.7822(11) 1.2114(10) 0.2170(11) 0.039(2) Uani 0.430(8) 1 d D U P A 2
H17C H 0.824983 1.270612 0.192048 0.046 Uiso 0.430(8) 1 calc R U P A 2
H17D H 0.716469 1.239509 0.206105 0.046 Uiso 0.430(8) 1 calc R U P A 2
C18 C 0.806(2) 1.194(3) 0.3005(9) 0.036(2) Uani 0.570(8) 1 d D U P A 1
H18A H 0.833208 1.276647 0.311457 0.044 Uiso 0.570(8) 1 calc R U P A 1
H18B H 0.752474 1.182029 0.335893 0.044 Uiso 0.570(8) 1 calc R U P A 1
C18A C 0.807(3) 1.196(4) 0.3101(12) 0.035(2) Uani 0.430(8) 1 d D U P A 2
H18C H 0.833217 1.274194 0.333955 0.041 Uiso 0.430(8) 1 calc R U P A 2
H18D H 0.750440 1.173768 0.339157 0.041 Uiso 0.430(8) 1 calc R U P A 2
O8 O 0.34935(13) 0.66785(19) 0.51798(12) 0.0366(4) Uani 1 1 d . . . . .
C19 C 0.3555(2) 0.5846(3) 0.4472(2) 0.0484(8) Uani 1 1 d . . . . .
H19A H 0.313936 0.512054 0.452769 0.058 Uiso 1 1 calc R U . . .
H19B H 0.420768 0.554905 0.443606 0.058 Uiso 1 1 calc R U . . .
C20 C 0.3241(3) 0.6595(3) 0.3703(2) 0.0515(8) Uani 1 1 d . . . . .
H20A H 0.257099 0.644415 0.353665 0.062 Uiso 1 1 calc R U . . .
H20B H 0.362668 0.639137 0.323613 0.062 Uiso 1 1 calc R U . . .
C21 C 0.3403(3) 0.7948(3) 0.3988(2) 0.0546(9) Uani 1 1 d . . . . .
H21A H 0.406638 0.820040 0.394805 0.065 Uiso 1 1 calc R U . . .
H21B H 0.298867 0.852717 0.366381 0.065 Uiso 1 1 calc R U . . .
C22 C 0.3147(2) 0.7880(3) 0.4875(2) 0.0445(7) Uani 1 1 d . . . . .
H22A H 0.344922 0.856087 0.520130 0.053 Uiso 1 1 calc R U . . .
H22B H 0.245768 0.793892 0.490916 0.053 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 Ru1 2.2647(3) 3_776 ?
Ru1 O1 2.0512(14) . ?
Ru1 O2 2.0918(14) 3_776 ?
Ru1 O4 2.0499(14) . ?
Ru1 O5 2.0603(14) 3_776 ?
Ru1 O7 2.3164(16) . ?
Cl1 C4 1.736(2) . ?
Cl2 C11 1.738(2) . ?
O1 C1 1.260(3) . ?
O2 C1 1.279(3) . ?
O3 H3A 0.8200 . ?
O3 C5 1.342(3) . ?
O4 C8 1.270(3) . ?
O5 C8 1.269(3) . ?
O6 H6A 0.8200 . ?
O6 C12 1.351(3) . ?
O7 C15 1.448(8) . ?
O7 C15A 1.442(12) . ?
O7 C18 1.441(9) . ?
O7 C18A 1.437(12) . ?
C1 C2 1.480(3) . ?
C2 C3 1.393(3) . ?
C2 C7 1.388(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.376(3) . ?
C4 C5 1.386(3) . ?
C5 C6 1.395(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.382(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.479(3) . ?
C9 C10 1.385(3) . ?
C9 C14 1.392(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.373(3) . ?
C11 C12 1.397(3) . ?
C12 C13 1.385(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.377(3) . ?
C14 H14 0.9300 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.499(10) . ?
C15A H15C 0.9700 . ?
C15A H15D 0.9700 . ?
C15A C16A 1.476(12) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.503(10) . ?
C16A H16C 0.9700 . ?
C16A H16D 0.9700 . ?
C16A C17A 1.542(11) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.505(11) . ?
C17A H17C 0.9700 . ?
C17A H17D 0.9700 . ?
C17A C18A 1.509(12) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18A H18C 0.9700 . ?
C18A H18D 0.9700 . ?
O8 C19 1.439(4) . ?
O8 C22 1.436(3) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.502(5) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.516(5) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.482(5) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?

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
Ru1 Ru1 O7 177.36(4) 3_776 . ?
O1 Ru1 Ru1 89.52(4) . 3_776 ?
O1 Ru1 O2 178.96(6) . 3_776 ?
O1 Ru1 O5 91.20(6) . 3_776 ?
O1 Ru1 O7 89.60(6) . . ?
O2 Ru1 Ru1 89.69(4) 3_776 3_776 ?
O2 Ru1 O7 91.21(6) 3_776 . ?
O4 Ru1 Ru1 89.15(4) . 3_776 ?
O4 Ru1 O1 88.30(6) . . ?
O4 Ru1 O2 92.36(6) . 3_776 ?
O4 Ru1 O5 179.21(6) . 3_776 ?
O4 Ru1 O7 88.34(6) . . ?
O5 Ru1 Ru1 90.23(4) 3_776 3_776 ?
O5 Ru1 O2 88.13(6) 3_776 3_776 ?
O5 Ru1 O7 92.28(6) 3_776 . ?
C1 O1 Ru1 119.88(14) . . ?
C1 O2 Ru1 117.18(13) . 3_776 ?
C5 O3 H3A 109.5 . . ?
C8 O4 Ru1 119.04(14) . . ?
C8 O5 Ru1 117.44(13) . 3_776 ?
C12 O6 H6A 109.5 . . ?
C15 O7 Ru1 118.7(4) . . ?
C15A O7 Ru1 124.5(5) . . ?
C18 O7 Ru1 131.1(6) . . ?
C18 O7 C15 110.1(7) . . ?
C18A O7 Ru1 124.9(8) . . ?
C18A O7 C15A 110.0(11) . . ?
O1 C1 O2 123.50(19) . . ?
O1 C1 C2 117.02(19) . . ?
O2 C1 C2 119.46(19) . . ?
C3 C2 C1 122.2(2) . . ?
C7 C2 C1 119.4(2) . . ?
C7 C2 C3 118.3(2) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.3(2) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 Cl1 120.59(19) . . ?
C3 C4 C5 121.7(2) . . ?
C5 C4 Cl1 117.65(18) . . ?
O3 C5 C4 118.5(2) . . ?
O3 C5 C6 123.6(2) . . ?
C4 C5 C6 117.9(2) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 C5 120.5(2) . . ?
C7 C6 H6 119.7 . . ?
C2 C7 H7 119.4 . . ?
C6 C7 C2 121.1(2) . . ?
C6 C7 H7 119.4 . . ?
O4 C8 C9 117.66(19) . . ?
O5 C8 O4 124.11(19) . . ?
O5 C8 C9 118.21(18) . . ?
C10 C9 C8 120.0(2) . . ?
C10 C9 C14 119.3(2) . . ?
C14 C9 C8 120.6(2) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 C9 119.7(2) . . ?
C11 C10 H10 120.1 . . ?
C10 C11 Cl2 119.26(18) . . ?
C10 C11 C12 121.7(2) . . ?
C12 C11 Cl2 119.05(18) . . ?
O6 C12 C11 118.5(2) . . ?
O6 C12 C13 123.5(2) . . ?
C13 C12 C11 118.0(2) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.8(2) . . ?
C14 C13 H13 119.6 . . ?
C9 C14 H14 119.8 . . ?
C13 C14 C9 120.5(2) . . ?
C13 C14 H14 119.8 . . ?
O7 C15 H15A 110.8 . . ?
O7 C15 H15B 110.8 . . ?
O7 C15 C16 104.5(7) . . ?
H15A C15 H15B 108.9 . . ?
C16 C15 H15A 110.8 . . ?
C16 C15 H15B 110.8 . . ?
O7 C15A H15C 110.3 . . ?
O7 C15A H15D 110.3 . . ?
O7 C15A C16A 107.2(8) . . ?
H15C C15A H15D 108.5 . . ?
C16A C15A H15C 110.3 . . ?
C16A C15A H15D 110.3 . . ?
C15 C16 H16A 111.0 . . ?
C15 C16 H16B 111.0 . . ?
C15 C16 C17 103.8(7) . . ?
H16A C16 H16B 109.0 . . ?
C17 C16 H16A 111.0 . . ?
C17 C16 H16B 111.0 . . ?
C15A C16A H16C 111.2 . . ?
C15A C16A H16D 111.2 . . ?
C15A C16A C17A 102.6(10) . . ?
H16C C16A H16D 109.2 . . ?
C17A C16A H16C 111.2 . . ?
C17A C16A H16D 111.2 . . ?
C16 C17 H17A 111.2 . . ?
C16 C17 H17B 111.2 . . ?
C16 C17 C18 103.0(9) . . ?
H17A C17 H17B 109.1 . . ?
C18 C17 H17A 111.2 . . ?
C18 C17 H17B 111.2 . . ?
C16A C17A H17C 111.3 . . ?
C16A C17A H17D 111.3 . . ?
H17C C17A H17D 109.2 . . ?
C18A C17A C16A 102.5(16) . . ?
C18A C17A H17C 111.3 . . ?
C18A C17A H17D 111.3 . . ?
O7 C18 C17 106.1(10) . . ?
O7 C18 H18A 110.5 . . ?
O7 C18 H18B 110.5 . . ?
C17 C18 H18A 110.5 . . ?
C17 C18 H18B 110.5 . . ?
H18A C18 H18B 108.7 . . ?
O7 C18A C17A 105.2(12) . . ?
O7 C18A H18C 110.7 . . ?
O7 C18A H18D 110.7 . . ?
C17A C18A H18C 110.7 . . ?
C17A C18A H18D 110.7 . . ?
H18C C18A H18D 108.8 . . ?
C22 O8 C19 108.3(2) . . ?
O8 C19 H19A 110.4 . . ?
O8 C19 H19B 110.4 . . ?
O8 C19 C20 106.6(3) . . ?
H19A C19 H19B 108.6 . . ?
C20 C19 H19A 110.4 . . ?
C20 C19 H19B 110.4 . . ?
C19 C20 H20A 111.2 . . ?
C19 C20 H20B 111.2 . . ?
C19 C20 C21 103.0(3) . . ?
H20A C20 H20B 109.1 . . ?
C21 C20 H20A 111.2 . . ?
C21 C20 H20B 111.2 . . ?
C20 C21 H21A 111.5 . . ?
C20 C21 H21B 111.5 . . ?
H21A C21 H21B 109.3 . . ?
C22 C21 C20 101.5(3) . . ?
C22 C21 H21A 111.5 . . ?
C22 C21 H21B 111.5 . . ?
O8 C22 C21 105.6(2) . . ?
O8 C22 H22A 110.6 . . ?
O8 C22 H22B 110.6 . . ?
C21 C22 H22A 110.6 . . ?
C21 C22 H22B 110.6 . . ?
H22A C22 H22B 108.8 . . ?

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 O1 C1 O2 6.0(3) . . . . ?
Ru1 O1 C1 C2 -172.27(14) . . . . ?
Ru1 O2 C1 O1 -5.1(3) 3_776 . . . ?
Ru1 O2 C1 C2 173.16(14) 3_776 . . . ?
Ru1 O4 C8 O5 -1.5(3) . . . . ?
Ru1 O4 C8 C9 176.88(13) . . . . ?
Ru1 O5 C8 O4 2.0(3) 3_776 . . . ?
Ru1 O5 C8 C9 -176.33(13) 3_776 . . . ?
Ru1 O7 C15 C16 -162.9(4) . . . . ?
Ru1 O7 C15A C16A 163.6(7) . . . . ?
Ru1 O7 C18 C17 -175.1(8) . . . . ?
Ru1 O7 C18A C17A 173.5(13) . . . . ?
Cl1 C4 C5 O3 2.8(3) . . . . ?
Cl1 C4 C5 C6 -176.4(2) . . . . ?
Cl2 C11 C12 O6 -0.1(3) . . . . ?
Cl2 C11 C12 C13 179.72(16) . . . . ?
O1 C1 C2 C3 179.6(2) . . . . ?
O1 C1 C2 C7 3.2(3) . . . . ?
O2 C1 C2 C3 1.2(3) . . . . ?
O2 C1 C2 C7 -175.1(2) . . . . ?
O3 C5 C6 C7 -179.2(2) . . . . ?
O4 C8 C9 C10 1.1(3) . . . . ?
O4 C8 C9 C14 -175.88(19) . . . . ?
O5 C8 C9 C10 179.55(19) . . . . ?
O5 C8 C9 C14 2.6(3) . . . . ?
O6 C12 C13 C14 -178.0(2) . . . . ?
O7 C15 C16 C17 -31.5(9) . . . . ?
O7 C15A C16A C17A 26.8(16) . . . . ?
C1 C2 C3 C4 -176.0(2) . . . . ?
C1 C2 C7 C6 177.6(2) . . . . ?
C2 C3 C4 Cl1 176.13(18) . . . . ?
C2 C3 C4 C5 -1.8(4) . . . . ?
C3 C2 C7 C6 1.1(4) . . . . ?
C3 C4 C5 O3 -179.2(2) . . . . ?
C3 C4 C5 C6 1.6(4) . . . . ?
C4 C5 C6 C7 0.0(4) . . . . ?
C5 C6 C7 C2 -1.3(4) . . . . ?
C7 C2 C3 C4 0.4(3) . . . . ?
C8 C9 C10 C11 -175.5(2) . . . . ?
C8 C9 C14 C13 175.2(2) . . . . ?
C9 C10 C11 Cl2 178.43(17) . . . . ?
C9 C10 C11 C12 0.7(3) . . . . ?
C10 C9 C14 C13 -1.8(3) . . . . ?
C10 C11 C12 O6 177.7(2) . . . . ?
C10 C11 C12 C13 -2.5(3) . . . . ?
C11 C12 C13 C14 2.2(3) . . . . ?
C12 C13 C14 C9 -0.1(3) . . . . ?
C14 C9 C10 C11 1.5(3) . . . . ?
C15 O7 C18 C17 7(3) . . . . ?
C15 C16 C17 C18 35.1(17) . . . . ?
C15A O7 C18A C17A -15(4) . . . . ?
C15A C16A C17A C18A -35(2) . . . . ?
C16 C17 C18 O7 -26(3) . . . . ?
C16A C17A C18A O7 31(3) . . . . ?
C18 O7 C15 C16 16(2) . . . . ?
C18A O7 C15A C16A -8(3) . . . . ?
O8 C19 C20 C21 22.2(3) . . . . ?
C19 O8 C22 C21 -24.4(3) . . . . ?
C19 C20 C21 C22 -35.9(3) . . . . ?
C20 C21 C22 O8 37.4(3) . . . . ?
C22 O8 C19 C20 0.8(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 1.603
_oxdiff_exptl_absorpt_empirical_full_min 0.709
####################################################################### 
# 
# 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_230726_ru2(2-oh-5-me)4_autored
_database_code_depnum_ccdc_archive 'CCDC 2394133'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2024-10-28 deposited with the CCDC.	2024-12-11 downloaded from the CCDC.
;
_audit_creation_date             2024-01-31
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C40 H44 O14 Ru2'
_chemical_formula_sum            'C40 H44 O14 Ru2'
_chemical_formula_weight         950.89
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Ru O C H'
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'
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                   8.8102(4)
_cell_length_b                   10.0823(5)
_cell_length_c                   11.2361(5)
_cell_angle_alpha                70.954(4)
_cell_angle_beta                 88.666(4)
_cell_angle_gamma                80.302(4)
_cell_volume                     929.41(8)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    7130
_cell_measurement_temperature    102
_cell_measurement_theta_max      29.6100
_cell_measurement_theta_min      1.9310
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.957
_exptl_absorpt_coefficient_mu    0.885
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.37225
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark black'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.699
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             484
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0836
_diffrn_reflns_av_unetI/netI     0.0940
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.849
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            12170
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.849
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.652
_diffrn_reflns_theta_min         1.919
_diffrn_ambient_temperature      102
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.849
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -68.00 -41.00   0.50    7.22    --  -16.56 159.00   8.00   54
  2  ω    -70.00 -44.00   0.50    7.22    --  -16.56 119.00-145.00   52
  3  ω     46.00  76.00   0.50    7.22    --   17.03-119.00 128.00   60
  4  ω     35.00  97.00   0.50    7.22    --   17.03-159.00 -24.00  124
  5  ω    -90.00 -55.00   0.50    7.22    --  -16.56-179.00  90.00   70
  6  ω     43.00  90.00   0.50    7.22    --   17.03 179.00  30.00   94
  7  ω    -14.00  34.00   0.50    7.22    --   17.03  57.00  90.00   96
  8  ω     57.00  84.00   0.50    7.22    --   17.03  57.00  90.00   54
  9  ω     -9.00  66.00   0.50    7.22    --   17.03 -99.00 -30.00  150
 10  ω     42.00  81.00   0.50    7.22    --   17.03 179.00 120.00   78
 11  ω    -60.00  49.00   0.50    7.22    --   17.03 -57.00 120.00  218
 12  ω     49.00  95.00   0.50    7.22    --   17.03  57.00 -60.00   92
 13  ω    -60.00  49.00   0.50    7.22    --   17.03 -57.00  30.00  218
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-Custom'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0110354000
_diffrn_orient_matrix_UB_12      0.0149958000
_diffrn_orient_matrix_UB_13      -0.0655100000
_diffrn_orient_matrix_UB_21      0.0188285000
_diffrn_orient_matrix_UB_22      -0.0739897000
_diffrn_orient_matrix_UB_23      0.0093223000
_diffrn_orient_matrix_UB_31      -0.0787552000
_diffrn_orient_matrix_UB_32      -0.0022476000
_diffrn_orient_matrix_UB_33      -0.0093089000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3364
_reflns_number_total             4455
_reflns_odcompleteness_completeness 99.66
_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 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.257
_refine_diff_density_min         -1.323
_refine_diff_density_rms         0.141
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     260
_refine_ls_number_reflns         4455
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0686
_refine_ls_R_factor_gt           0.0471
_refine_ls_restrained_S_all      1.005
_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)+(0.0547P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1064
_refine_ls_wR_factor_ref         0.1130
_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, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C8(H8), C12(H12), C13(H13), C16(H16)
2.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C15(H15A,H15B,H15C)
2.d Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_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 0.59036(3) 0.56939(3) -0.00676(2) 0.01703(11) Uani 1 1 d . . . . .
O1 O 0.6761(2) 0.5202(3) -0.1634(2) 0.0204(5) Uani 1 1 d . . . . .
O2 O 0.4961(2) 0.3845(3) -0.1490(2) 0.0203(5) Uani 1 1 d . . . . .
O3 O 0.8511(3) 0.5694(3) -0.3568(3) 0.0356(7) Uani 1 1 d . . . . .
H3 H 0.816380 0.578736 -0.289160 0.053 Uiso 1 1 calc R U . . .
O4 O 0.4407(2) 0.7420(3) -0.1225(2) 0.0190(5) Uani 1 1 d . . . . .
O5 O 0.2630(2) 0.6032(3) -0.1068(2) 0.0197(5) Uani 1 1 d . . . . .
O6 O 0.3814(3) 1.0074(3) -0.2660(3) 0.0350(7) Uani 1 1 d . . . . .
H6 H 0.448(6) 0.921(7) -0.214(5) 0.10(2) Uiso 1 1 d . . . . .
O7 O 0.7714(2) 0.7093(3) -0.0044(2) 0.0212(5) Uani 1 1 d . . . . .
C1 C 0.6082(3) 0.4397(4) -0.2046(3) 0.0194(7) Uani 1 1 d . . . . .
C2 C 0.6572(4) 0.4165(4) -0.3227(3) 0.0230(8) Uani 1 1 d . . . . .
C3 C 0.7693(4) 0.4858(4) -0.3946(3) 0.0269(8) Uani 1 1 d . . . . .
C4 C 0.8029(4) 0.4717(4) -0.5124(3) 0.0292(8) Uani 1 1 d . . . . .
H4 H 0.879859 0.518286 -0.561216 0.035 Uiso 1 1 calc R U . . .
C5 C 0.7241(4) 0.3898(4) -0.5578(3) 0.0293(9) Uani 1 1 d . . . . .
H5 H 0.746909 0.381950 -0.638492 0.035 Uiso 1 1 calc R U . . .
C6 C 0.6122(4) 0.3186(4) -0.4884(3) 0.0275(8) Uani 1 1 d . . . . .
C7 C 0.5280(4) 0.2281(5) -0.5388(4) 0.0347(9) Uani 1 1 d . . . . .
H7A H 0.601038 0.146844 -0.546643 0.052 Uiso 1 1 calc R U . . .
H7B H 0.480656 0.285397 -0.621697 0.052 Uiso 1 1 calc R U . . .
H7C H 0.447683 0.193535 -0.480789 0.052 Uiso 1 1 calc R U . . .
C8 C 0.5800(4) 0.3344(4) -0.3722(3) 0.0256(8) Uani 1 1 d . . . . .
H8 H 0.502612 0.287811 -0.324134 0.031 Uiso 1 1 calc R U . . .
C9 C 0.3058(3) 0.7236(4) -0.1476(3) 0.0210(7) Uani 1 1 d . . . . .
C10 C 0.1974(4) 0.8461(4) -0.2275(3) 0.0216(7) Uani 1 1 d . . . . .
C11 C 0.2373(4) 0.9777(4) -0.2802(3) 0.0275(8) Uani 1 1 d . . . . .
C12 C 0.1290(4) 1.0904(5) -0.3539(4) 0.0340(9) Uani 1 1 d . . . . .
H12 H 0.157179 1.181179 -0.393068 0.041 Uiso 1 1 calc R U . . .
C13 C -0.0192(4) 1.0700(5) -0.3700(4) 0.0367(10) Uani 1 1 d . . . . .
H13 H -0.092338 1.147629 -0.419945 0.044 Uiso 1 1 calc R U . . .
C14 C -0.0637(4) 0.9376(5) -0.3145(4) 0.0305(9) Uani 1 1 d . . . . .
C15 C -0.2267(4) 0.9164(5) -0.3300(4) 0.0393(10) Uani 1 1 d . . . . .
H15A H -0.241045 0.907125 -0.412983 0.059 Uiso 1 1 calc R U . . .
H15B H -0.298977 0.998599 -0.322939 0.059 Uiso 1 1 calc R U . . .
H15C H -0.246059 0.829876 -0.264219 0.059 Uiso 1 1 calc R U . . .
C16 C 0.0459(4) 0.8275(4) -0.2446(3) 0.0272(8) Uani 1 1 d . . . . .
H16 H 0.018520 0.736156 -0.206665 0.033 Uiso 1 1 calc R U . . .
C17 C 0.7146(4) 0.8463(5) 0.0099(4) 0.0362(10) Uani 1 1 d . . . . .
H17A H 0.653373 0.835225 0.086510 0.043 Uiso 1 1 calc R U . . .
H17B H 0.649543 0.909287 -0.064171 0.043 Uiso 1 1 calc R U . . .
C18 C 0.8569(5) 0.9056(5) 0.0209(4) 0.0378(10) Uani 1 1 d . . . . .
H18A H 0.837449 0.973116 0.068985 0.045 Uiso 1 1 calc R U . . .
H18B H 0.893609 0.955077 -0.063287 0.045 Uiso 1 1 calc R U . . .
C19 C 0.9734(5) 0.7743(5) 0.0913(4) 0.0442(11) Uani 1 1 d . . . . .
H19A H 1.074545 0.776854 0.051095 0.053 Uiso 1 1 calc R U . . .
H19B H 0.987173 0.768305 0.180223 0.053 Uiso 1 1 calc R U . . .
C20 C 0.9049(5) 0.6500(5) 0.0831(4) 0.0393(10) Uani 1 1 d . . . . .
H20A H 0.981404 0.586377 0.051756 0.047 Uiso 1 1 calc R U . . .
H20B H 0.872863 0.594464 0.167073 0.047 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 Ru1 2.2620(5) 2_665 ?
Ru1 O1 2.072(2) . ?
Ru1 O2 2.052(2) 2_665 ?
Ru1 O4 2.071(2) . ?
Ru1 O5 2.048(2) 2_665 ?
Ru1 O7 2.307(2) . ?
O1 C1 1.286(4) . ?
O2 C1 1.267(4) . ?
O3 H3 0.8400 . ?
O3 C3 1.365(4) . ?
O4 C9 1.284(4) . ?
O5 C9 1.268(4) . ?
O6 H6 0.98(6) . ?
O6 C11 1.376(4) . ?
O7 C17 1.447(5) . ?
O7 C20 1.463(4) . ?
C1 C2 1.464(5) . ?
C2 C3 1.394(5) . ?
C2 C8 1.402(5) . ?
C3 C4 1.396(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.382(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.390(5) . ?
C6 C7 1.513(5) . ?
C6 C8 1.383(5) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8 0.9500 . ?
C9 C10 1.471(5) . ?
C10 C11 1.367(5) . ?
C10 C16 1.404(4) . ?
C11 C12 1.395(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.380(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.395(6) . ?
C14 C15 1.510(5) . ?
C14 C16 1.374(5) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16 0.9500 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.501(5) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.526(6) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.509(5) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?

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
Ru1 Ru1 O7 175.56(6) 2_665 . ?
O1 Ru1 Ru1 89.70(6) . 2_665 ?
O1 Ru1 O7 94.47(8) . . ?
O2 Ru1 Ru1 89.51(6) 2_665 2_665 ?
O2 Ru1 O1 179.16(8) 2_665 . ?
O2 Ru1 O4 90.32(9) 2_665 . ?
O2 Ru1 O7 86.31(8) 2_665 . ?
O4 Ru1 Ru1 89.57(6) . 2_665 ?
O4 Ru1 O1 89.97(9) . . ?
O4 Ru1 O7 91.94(8) . . ?
O5 Ru1 Ru1 89.72(6) 2_665 2_665 ?
O5 Ru1 O1 89.64(9) 2_665 . ?
O5 Ru1 O2 90.07(9) 2_665 2_665 ?
O5 Ru1 O4 179.19(8) 2_665 . ?
O5 Ru1 O7 88.80(8) 2_665 . ?
C1 O1 Ru1 118.45(19) . . ?
C1 O2 Ru1 120.2(2) . 2_665 ?
C3 O3 H3 109.5 . . ?
C9 O4 Ru1 118.5(2) . . ?
C9 O5 Ru1 119.9(2) . 2_665 ?
C11 O6 H6 110(3) . . ?
C17 O7 Ru1 116.68(19) . . ?
C17 O7 C20 104.4(3) . . ?
C20 O7 Ru1 119.5(2) . . ?
O1 C1 C2 118.9(3) . . ?
O2 C1 O1 122.1(3) . . ?
O2 C1 C2 118.9(3) . . ?
C3 C2 C1 121.6(3) . . ?
C3 C2 C8 118.3(3) . . ?
C8 C2 C1 119.8(3) . . ?
O3 C3 C2 123.6(3) . . ?
O3 C3 C4 116.4(3) . . ?
C2 C3 C4 120.0(3) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.8(3) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 119.1 . . ?
C4 C5 C6 121.7(3) . . ?
C6 C5 H5 119.1 . . ?
C5 C6 C7 121.1(3) . . ?
C8 C6 C5 117.6(3) . . ?
C8 C6 C7 121.3(3) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C2 C8 H8 118.7 . . ?
C6 C8 C2 122.5(3) . . ?
C6 C8 H8 118.7 . . ?
O4 C9 C10 118.9(3) . . ?
O5 C9 O4 122.4(3) . . ?
O5 C9 C10 118.7(3) . . ?
C11 C10 C9 122.2(3) . . ?
C11 C10 C16 119.5(3) . . ?
C16 C10 C9 118.2(3) . . ?
O6 C11 C12 116.6(4) . . ?
C10 C11 O6 123.8(3) . . ?
C10 C11 C12 119.7(3) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.0(4) . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 119.4 . . ?
C12 C13 C14 121.3(4) . . ?
C14 C13 H13 119.4 . . ?
C13 C14 C15 121.1(4) . . ?
C16 C14 C13 117.6(3) . . ?
C16 C14 C15 121.2(4) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C10 C16 H16 119.0 . . ?
C14 C16 C10 121.9(4) . . ?
C14 C16 H16 119.0 . . ?
O7 C17 H17A 110.8 . . ?
O7 C17 H17B 110.8 . . ?
O7 C17 C18 104.7(3) . . ?
H17A C17 H17B 108.9 . . ?
C18 C17 H17A 110.8 . . ?
C18 C17 H17B 110.8 . . ?
C17 C18 H18A 111.0 . . ?
C17 C18 H18B 111.0 . . ?
C17 C18 C19 103.7(3) . . ?
H18A C18 H18B 109.0 . . ?
C19 C18 H18A 111.0 . . ?
C19 C18 H18B 111.0 . . ?
C18 C19 H19A 110.8 . . ?
C18 C19 H19B 110.8 . . ?
H19A C19 H19B 108.9 . . ?
C20 C19 C18 104.8(3) . . ?
C20 C19 H19A 110.8 . . ?
C20 C19 H19B 110.8 . . ?
O7 C20 C19 106.8(4) . . ?
O7 C20 H20A 110.4 . . ?
O7 C20 H20B 110.4 . . ?
C19 C20 H20A 110.4 . . ?
C19 C20 H20B 110.4 . . ?
H20A C20 H20B 108.6 . . ?

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 C1 O2 -3.5(4) . . . . ?
Ru1 O1 C1 C2 173.6(2) . . . . ?
Ru1 O2 C1 O1 3.3(5) 2_665 . . . ?
Ru1 O2 C1 C2 -173.9(2) 2_665 . . . ?
Ru1 O4 C9 O5 -1.9(4) . . . . ?
Ru1 O4 C9 C10 178.7(2) . . . . ?
Ru1 O5 C9 O4 1.5(4) 2_665 . . . ?
Ru1 O5 C9 C10 -179.2(2) 2_665 . . . ?
Ru1 O7 C17 C18 174.6(2) . . . . ?
Ru1 O7 C20 C19 -163.1(3) . . . . ?
O1 C1 C2 C3 -3.7(5) . . . . ?
O1 C1 C2 C8 -177.1(3) . . . . ?
O2 C1 C2 C3 173.5(3) . . . . ?
O2 C1 C2 C8 0.1(5) . . . . ?
O3 C3 C4 C5 -179.4(3) . . . . ?
O4 C9 C10 C11 2.7(5) . . . . ?
O4 C9 C10 C16 -174.2(3) . . . . ?
O5 C9 C10 C11 -176.7(3) . . . . ?
O5 C9 C10 C16 6.4(5) . . . . ?
O6 C11 C12 C13 -178.4(3) . . . . ?
O7 C17 C18 C19 -34.2(4) . . . . ?
C1 C2 C3 O3 6.0(6) . . . . ?
C1 C2 C3 C4 -173.9(3) . . . . ?
C1 C2 C8 C6 174.4(3) . . . . ?
C2 C3 C4 C5 0.5(6) . . . . ?
C3 C2 C8 C6 0.8(6) . . . . ?
C3 C4 C5 C6 -0.8(6) . . . . ?
C4 C5 C6 C7 -179.4(3) . . . . ?
C4 C5 C6 C8 1.1(6) . . . . ?
C5 C6 C8 C2 -1.1(5) . . . . ?
C7 C6 C8 C2 179.4(3) . . . . ?
C8 C2 C3 O3 179.5(3) . . . . ?
C8 C2 C3 C4 -0.4(6) . . . . ?
C9 C10 C11 O6 1.4(6) . . . . ?
C9 C10 C11 C12 -179.2(3) . . . . ?
C9 C10 C16 C14 177.9(3) . . . . ?
C10 C11 C12 C13 2.2(6) . . . . ?
C11 C10 C16 C14 0.9(5) . . . . ?
C11 C12 C13 C14 -0.5(6) . . . . ?
C12 C13 C14 C15 178.7(3) . . . . ?
C12 C13 C14 C16 -0.9(6) . . . . ?
C13 C14 C16 C10 0.7(5) . . . . ?
C15 C14 C16 C10 -178.9(3) . . . . ?
C16 C10 C11 O6 178.2(3) . . . . ?
C16 C10 C11 C12 -2.4(5) . . . . ?
C17 O7 C20 C19 -30.4(4) . . . . ?
C17 C18 C19 C20 15.1(4) . . . . ?
C18 C19 C20 O7 8.8(4) . . . . ?
C20 O7 C17 C18 40.3(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
;
_oxdiff_exptl_absorpt_empirical_full_max 7.256
_oxdiff_exptl_absorpt_empirical_full_min 0.298
####################################################################### 
# 
# 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_231026_ru2(2-oh-4-cl)4_autored
_database_code_depnum_ccdc_archive 'CCDC 2394129'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2024-12-03 deposited with the CCDC.	2024-12-11 downloaded from the CCDC.
;
_audit_creation_date             2024-11-26
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H32 Cl4 O14 Ru2, 1.4[[C4H8O]]'
_chemical_formula_sum            'C41.60 H43.20 Cl4 O15.40 Ru2'
_chemical_formula_weight         1133.50
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Ru C H O Cl'
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'
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           12
_space_group_name_H-M_alt        'C 1 2/m 1'
_space_group_name_Hall           '-C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'

_cell_length_a                   13.1252(6)
_cell_length_b                   21.4303(8)
_cell_length_c                   9.2625(5)
_cell_angle_alpha                90
_cell_angle_beta                 109.540(5)
_cell_angle_gamma                90
_cell_volume                     2455.3(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6099
_cell_measurement_temperature    102
_cell_measurement_theta_max      28.4670
_cell_measurement_theta_min      1.8960
_shelx_estimated_absorpt_T_max   0.927
_shelx_estimated_absorpt_T_min   0.801
_exptl_absorpt_coefficient_mu    0.896
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91189
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark brown'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.533
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.259
_exptl_crystal_size_mid          0.209
_exptl_crystal_size_min          0.086
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.833
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            9160
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.833
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.650
_diffrn_reflns_theta_min         1.901
_diffrn_ambient_temperature      102
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.833
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -101.00 -49.00   0.50    5.65    --  -14.06 164.00 -68.00  104
  2  ω    -72.00 -45.00   0.50    5.65    --  -14.06 116.00 143.00   54
  3  ω     19.00  44.00   0.50    5.65    --   14.53-116.00  55.00   50
  4  ω     42.00  67.00   0.50    5.65    --   14.53-164.00 -92.00   50
  5  ω   -105.00 -48.00   0.50    5.65    --  -14.06-179.00-150.00  114
  6  ω     26.00  62.00   0.50    5.65    --  -14.06  57.00-180.00   72
  7  ω    -43.00 -18.00   0.50    5.65    --  -14.06  57.00-180.00   50
  8  ω     45.00  95.00   0.50    5.65    --   14.53 179.00  60.00  100
  9  ω    -48.00  42.00   0.50    5.65    --   14.53 -57.00-150.00  180
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-Custom'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0396284000
_diffrn_orient_matrix_UB_12      0.0056000000
_diffrn_orient_matrix_UB_13      -0.0726603000
_diffrn_orient_matrix_UB_21      -0.0130176000
_diffrn_orient_matrix_UB_22      -0.0322258000
_diffrn_orient_matrix_UB_23      -0.0068723000
_diffrn_orient_matrix_UB_31      -0.0393209000
_diffrn_orient_matrix_UB_32      0.0050689000
_diffrn_orient_matrix_UB_33      0.0358067000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2308
_reflns_number_total             2702
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.07
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.593
_refine_diff_density_min         -0.772
_refine_diff_density_rms         0.185
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     157
_refine_ls_number_reflns         2702
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0681
_refine_ls_R_factor_gt           0.0601
_refine_ls_restrained_S_all      1.099
_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)+(0.1426P)²+13.5264P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2040
_refine_ls_wR_factor_ref         0.2144
_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 O(H) groups
2. Others
 Sof(H3)=Sof(O3B)=Sof(H3B)=1-FVAR(1)
 Sof(H7)=Sof(O3A)=Sof(H3A)=FVAR(1)
 Fixed Sof: H9A(0.5) H9B(0.5) C8(0.5) H8A(0.5) H8B(0.5) C10(0.5) H10A(0.5)
 H10B(0.5) C11(0.5) H11A(0.5) H11B(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C8(H8A,H8B), C10(H10A,H10B), C11(H11A,H11B)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7)
3.c Idealised tetrahedral OH refined as rotating group:
 O3A(H3A), O3B(H3B)
;
_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 0.44134(5) 0.500000 0.37798(6) 0.0251(3) Uani 1 2 d S T P B .
Cl1 Cl 0.88443(16) 0.78636(8) 0.2671(2) 0.0586(5) Uani 1 1 d . . . . .
O1 O 0.5331(3) 0.56896(18) 0.3234(4) 0.0294(8) Uani 1 1 d . . . . .
O2 O 0.6494(3) 0.56761(18) 0.5636(4) 0.0298(8) Uani 1 1 d . . . . .
O4 O 0.3233(5) 0.500000 0.1285(7) 0.0349(12) Uani 1 2 d S T P . .
C1 C 0.6178(4) 0.5888(2) 0.4266(6) 0.0296(11) Uani 1 1 d . . . . .
C2 C 0.6833(5) 0.6374(3) 0.3874(7) 0.0308(12) Uani 1 1 d . . . . .
C3 C 0.6498(5) 0.6641(3) 0.2404(7) 0.0375(13) Uani 1 1 d . . . . .
H3 H 0.583766 0.651005 0.166300 0.045 Uiso 0.408(13) 1 calc R U P A 2
C4 C 0.7114(6) 0.7090(3) 0.2026(8) 0.0424(14) Uani 1 1 d . . . . .
H4 H 0.688892 0.726575 0.102740 0.051 Uiso 1 1 calc R U . . .
C5 C 0.8075(6) 0.7282(3) 0.3130(8) 0.0441(15) Uani 1 1 d . . . . .
C6 C 0.8429(5) 0.7035(3) 0.4591(8) 0.0432(15) Uani 1 1 d . . . . .
H6 H 0.908331 0.717358 0.533184 0.052 Uiso 1 1 calc R U . . .
C7 C 0.7800(5) 0.6577(3) 0.4947(8) 0.0396(14) Uani 1 1 d . . . . .
H7 H 0.803444 0.639788 0.594303 0.048 Uiso 0.592(13) 1 calc R U P A 1
C9 C 0.2915(11) 0.500000 -0.1360(13) 0.070(3) Uani 1 2 d S T P . .
H9A H 0.255750 0.528719 -0.221655 0.084 Uiso 0.5 1 calc R U P B .
H9B H 0.345616 0.474912 -0.163575 0.084 Uiso 0.5 1 calc R U P . .
O3A O 0.5600(6) 0.6484(4) 0.1277(8) 0.047(3) Uani 0.592(13) 1 d . . P A 1
H3A H 0.528267 0.619732 0.157602 0.070 Uiso 0.592(13) 1 calc R U P A 1
O3B O 0.8197(8) 0.6363(5) 0.6386(11) 0.038(3) Uani 0.408(13) 1 d . . P A 2
H3B H 0.774130 0.612622 0.656022 0.057 Uiso 0.408(13) 1 calc R U P A 2
C8 C 0.3464(13) 0.5371(6) 0.0122(16) 0.052(3) Uani 0.5 1 d . . P B -1
H8A H 0.425229 0.540616 0.033150 0.063 Uiso 0.5 1 calc R U P B -1
H8B H 0.315137 0.579457 0.006009 0.063 Uiso 0.5 1 calc R U P B -1
C10 C 0.2122(13) 0.4595(7) -0.1054(16) 0.051(3) Uani 0.5 1 d . . P B -1
H10A H 0.199678 0.421257 -0.168796 0.061 Uiso 0.5 1 calc R U P B -1
H10B H 0.142537 0.481355 -0.123477 0.061 Uiso 0.5 1 calc R U P B -1
C11 C 0.2666(15) 0.4449(8) 0.0618(17) 0.067(5) Uani 0.5 1 d . . P B -1
H11A H 0.212259 0.433997 0.110381 0.081 Uiso 0.5 1 calc R U P B -1
H11B H 0.317224 0.409498 0.074595 0.081 Uiso 0.5 1 calc R U P B -1


_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 Ru1 2.2698(12) 5_666 ?
Ru1 O1 2.073(4) 6_565 ?
Ru1 O1 2.073(4) . ?
Ru1 O2 2.060(4) 2_656 ?
Ru1 O2 2.060(4) 5_666 ?
Ru1 O4 2.312(6) . ?
Cl1 C5 1.743(6) . ?
O1 C1 1.273(7) . ?
O2 C1 1.279(7) . ?
O4 C8 1.450(14) . ?
O4 C11 1.422(14) . ?
C1 C2 1.472(8) . ?
C2 C3 1.404(9) . ?
C2 C7 1.394(9) . ?
C3 H3 0.9500 . ?
C3 C4 1.376(8) . ?
C3 O3A 1.329(10) . ?
C4 H4 0.9500 . ?
C4 C5 1.394(10) . ?
C5 C6 1.381(10) . ?
C6 H6 0.9500 . ?
C6 C7 1.392(8) . ?
C7 H7 0.9500 . ?
C7 O3B 1.338(12) . ?
C9 H9A 0.9899 6_565 ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 H9B 0.9900 6_565 ?
C9 C8 1.540(17) . ?
C9 C10 1.454(17) . ?
O3A H3A 0.8400 . ?
O3B H3B 0.8400 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.50(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?

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
Ru1 Ru1 O4 179.41(15) 5_666 . ?
O1 Ru1 Ru1 89.26(11) 6_565 5_666 ?
O1 Ru1 Ru1 89.26(11) . 5_666 ?
O1 Ru1 O1 91.0(2) . 6_565 ?
O1 Ru1 O4 90.33(15) 6_565 . ?
O1 Ru1 O4 90.33(15) . . ?
O2 Ru1 Ru1 89.88(11) 2_656 5_666 ?
O2 Ru1 Ru1 89.88(11) 5_666 5_666 ?
O2 Ru1 O1 89.81(16) 5_666 6_565 ?
O2 Ru1 O1 178.84(13) 5_666 . ?
O2 Ru1 O1 178.84(13) 2_656 6_565 ?
O2 Ru1 O1 89.81(16) 2_656 . ?
O2 Ru1 O2 89.4(2) 5_666 2_656 ?
O2 Ru1 O4 90.55(15) 2_656 . ?
O2 Ru1 O4 90.55(15) 5_666 . ?
C1 O1 Ru1 119.2(3) . . ?
C1 O2 Ru1 119.1(4) . 5_666 ?
C8 O4 Ru1 120.4(7) . . ?
C11 O4 Ru1 120.9(6) . . ?
C11 O4 C8 110.0(9) . . ?
O1 C1 O2 122.6(5) . . ?
O1 C1 C2 119.1(5) . . ?
O2 C1 C2 118.3(5) . . ?
C3 C2 C1 120.5(5) . . ?
C7 C2 C1 120.8(5) . . ?
C7 C2 C3 118.7(5) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 C2 120.7(6) . . ?
C4 C3 H3 119.6 . . ?
O3A C3 C2 124.5(6) . . ?
O3A C3 C4 114.8(6) . . ?
C3 C4 H4 120.5 . . ?
C3 C4 C5 119.0(6) . . ?
C5 C4 H4 120.5 . . ?
C4 C5 Cl1 119.2(5) . . ?
C6 C5 Cl1 118.8(5) . . ?
C6 C5 C4 122.0(6) . . ?
C5 C6 H6 120.9 . . ?
C5 C6 C7 118.1(6) . . ?
C7 C6 H6 120.9 . . ?
C2 C7 H7 119.3 . . ?
C6 C7 C2 121.4(6) . . ?
C6 C7 H7 119.3 . . ?
O3B C7 C2 124.2(6) . . ?
O3B C7 C6 114.4(7) . . ?
H9A C9 H9A 76.9 . 6_565 ?
H9A C9 H9B 108.6 . . ?
H9A C9 H9B 108.6 6_565 6_565 ?
H9A C9 H9B 69.1 . 6_565 ?
H9B C9 H9A 69.1 . 6_565 ?
H9B C9 H9B 65.8 . 6_565 ?
C8 C9 H9A 110.4 . . ?
C8 C9 H9A 172.0(6) . 6_565 ?
C8 C9 H9B 110.4 . . ?
C8 C9 H9B 77.8(7) . 6_565 ?
C10 C9 H9A 66.9(7) . 6_565 ?
C10 C9 H9A 110.4 . . ?
C10 C9 H9B 175.2(7) . 6_565 ?
C10 C9 H9B 110.4 . . ?
C10 C9 C8 106.6(10) . . ?
C3 O3A H3A 109.5 . . ?
C7 O3B H3B 109.5 . . ?
O4 C8 C9 103.1(9) . . ?
O4 C8 H8A 111.1 . . ?
O4 C8 H8B 111.1 . . ?
C9 C8 H8A 111.1 . . ?
C9 C8 H8B 111.1 . . ?
H8A C8 H8B 109.1 . . ?
C9 C10 H9A 40.5(5) . 6_565 ?
C9 C10 H10A 111.5 . . ?
C9 C10 H10B 111.5 . . ?
C9 C10 C11 101.6(11) . . ?
H10A C10 H9A 73.9 . 6_565 ?
H10A C10 H10B 109.3 . . ?
H10B C10 H9A 112.1 . 6_565 ?
C11 C10 H9A 130.8(14) . 6_565 ?
C11 C10 H10A 111.5 . . ?
C11 C10 H10B 111.5 . . ?
O4 C11 C10 105.9(10) . . ?
O4 C11 H11A 110.6 . . ?
O4 C11 H11B 110.6 . . ?
C10 C11 H11A 110.6 . . ?
C10 C11 H11B 110.6 . . ?
H11A C11 H11B 108.7 . . ?

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 O1 C1 O2 0.4(7) . . . . ?
Ru1 O1 C1 C2 179.5(3) . . . . ?
Ru1 O2 C1 O1 -1.3(7) 5_666 . . . ?
Ru1 O2 C1 C2 179.6(3) 5_666 . . . ?
Ru1 O4 C8 C9 150.7(7) . . . . ?
Ru1 O4 C11 C10 -171.5(9) . . . . ?
Cl1 C5 C6 C7 179.2(5) . . . . ?
O1 C1 C2 C3 3.5(8) . . . . ?
O1 C1 C2 C7 -176.1(5) . . . . ?
O2 C1 C2 C3 -177.3(5) . . . . ?
O2 C1 C2 C7 3.1(8) . . . . ?
C1 C2 C3 C4 -179.1(5) . . . . ?
C1 C2 C3 O3A -0.3(10) . . . . ?
C1 C2 C7 C6 179.8(5) . . . . ?
C1 C2 C7 O3B -1.2(12) . . . . ?
C2 C3 C4 C5 -0.7(9) . . . . ?
C3 C2 C7 C6 0.2(10) . . . . ?
C3 C2 C7 O3B 179.2(7) . . . . ?
C3 C4 C5 Cl1 -178.6(5) . . . . ?
C3 C4 C5 C6 0.2(10) . . . . ?
C4 C5 C6 C7 0.4(10) . . . . ?
C5 C6 C7 C2 -0.7(10) . . . . ?
C5 C6 C7 O3B -179.8(8) . . . . ?
C7 C2 C3 C4 0.5(9) . . . . ?
C7 C2 C3 O3A 179.3(6) . . . . ?
C9 C10 C11 O4 35.1(16) . . . . ?
O3A C3 C4 C5 -179.6(7) . . . . ?
C8 O4 C11 C10 -23.9(18) . . . . ?
C8 C9 C10 C11 -33.1(15) . . . . ?
C10 C9 C8 O4 19.8(14) . . . . ?
C11 O4 C8 C9 3.0(16) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.500 -0.846 313.4 100.0 '1.4 [C4H8O]'
2 0.500 0.000 -0.532 313.4 100.0 '1.4 [C4H8O]'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 2.498
_oxdiff_exptl_absorpt_empirical_full_min 0.576
####################################################################### 
# 
# 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_ru2_5br2oh_auto
_database_code_depnum_ccdc_archive 'CCDC 2394132'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2024-10-28 deposited with the CCDC.	2024-12-11 downloaded from the CCDC.
;
_audit_creation_date             2021-01-22
_audit_creation_method           
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H32 Br4 O14 Ru2'
_chemical_formula_sum            'C36 H32 Br4 O14 Ru2'
_chemical_formula_weight         1210.39
_chemical_melting_point          ?
_chemical_oxdiff_formula         Ru2C36H32O14Br2
_chemical_oxdiff_usercomment     180d
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'
Br Br -0.2901 2.4595 '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                   9.1173(5)
_cell_length_b                   10.0764(4)
_cell_length_c                   11.2003(5)
_cell_angle_alpha                70.963(4)
_cell_angle_beta                 89.019(4)
_cell_angle_gamma                81.985(4)
_cell_volume                     962.75(8)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    6708
_cell_measurement_temperature    102.15
_cell_measurement_theta_max      31.1900
_cell_measurement_theta_min      2.1500
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.003
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54946
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.89a (Rigaku Oxford Diffraction, 2020)
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    2.088
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             588
_exptl_crystal_size_max          0.167
_exptl_crystal_size_mid          0.155
_exptl_crystal_size_min          0.034
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0222
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10840
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_min         2.895
_diffrn_ambient_temperature      102.15
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -64.00  10.00   0.50    0.69    --   -3.60 -57.00  90.00  148
  2  ω    -74.00   3.00   0.50    0.69    --   -3.60 -19.00 150.00  154
  3  ω    -75.00   5.00   0.50    0.69    --   -3.60 -57.00 -30.00  160
  4  ω    -29.00  -4.00   0.50    0.69    --    4.30 -38.00-180.00   50
  5  ω      2.00  61.00   0.50    0.69    --   -3.60  77.00 -90.00  118
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0165897000
_diffrn_orient_matrix_UB_12      -0.0734075000
_diffrn_orient_matrix_UB_13      0.0343300000
_diffrn_orient_matrix_UB_21      -0.0195199000
_diffrn_orient_matrix_UB_22      0.0138898000
_diffrn_orient_matrix_UB_23      0.0567910000
_diffrn_orient_matrix_UB_31      -0.0743089000
_diffrn_orient_matrix_UB_32      -0.0087691000
_diffrn_orient_matrix_UB_33      -0.0094015000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3850
_reflns_number_total             4318
_reflns_odcompleteness_completeness 99.92
_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 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.406
_refine_diff_density_min         -0.953
_refine_diff_density_rms         0.105
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         4318
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0319
_refine_ls_R_factor_gt           0.0268
_refine_ls_restrained_S_all      1.041
_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)+(0.0319P)²+1.5126P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0642
_refine_ls_wR_factor_ref         0.0660
_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 O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C16(H16A,H16B), C18(H18A,H18B), C15(H15A,H15B)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C14(H14), C11(H11), C4(H4), C5(H5), C12(H12)
2.c Idealised tetrahedral OH refined as rotating group:
 O6(H6), O3(H3)
;
_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 0.40734(2) 0.43508(2) 0.00199(2) 0.00958(7) Uani 1 1 d . . . . .
Br2 Br 0.49275(3) 0.78566(3) 0.55732(3) 0.01821(8) Uani 1 1 d . . . . .
Br1 Br 1.21444(4) 0.04743(4) 0.34080(4) 0.03095(10) Uani 1 1 d . . . . .
O2 O 0.7241(2) 0.3860(2) 0.11000(19) 0.0138(4) Uani 1 1 d . . . . .
O4 O 0.3251(2) 0.4799(2) 0.16160(18) 0.0135(4) Uani 1 1 d . . . . .
O1 O 0.5426(2) 0.2558(2) 0.11400(18) 0.0132(4) Uani 1 1 d . . . . .
O5 O 0.5104(2) 0.6059(2) 0.15706(18) 0.0139(4) Uani 1 1 d . . . . .
O6 O 0.1493(2) 0.4303(2) 0.3549(2) 0.0208(5) Uani 1 1 d . . . . .
H6 H 0.183517 0.421644 0.287278 0.031 Uiso 1 1 calc R U . . .
O7 O 0.2207(2) 0.3041(2) -0.0078(2) 0.0198(4) Uani 1 1 d . . . . .
O3 O 0.5801(3) -0.0114(2) 0.2517(2) 0.0255(5) Uani 1 1 d . . . . .
H3 H 0.532181 0.065532 0.206481 0.038 Uiso 1 1 calc R U . . .
C7 C 0.9184(3) 0.1520(3) 0.2465(3) 0.0181(6) Uani 1 1 d . . . . .
H7 H 0.953805 0.240878 0.213602 0.022 Uiso 1 1 calc R U . . .
C14 C 0.4216(3) 0.6622(3) 0.3747(3) 0.0144(5) Uani 1 1 d . . . . .
H14 H 0.498893 0.708310 0.328566 0.017 Uiso 1 1 calc R U . . .
C8 C 0.3967(3) 0.5543(3) 0.2075(3) 0.0119(5) Uani 1 1 d . . . . .
C2 C 0.7706(3) 0.1407(3) 0.2230(3) 0.0148(6) Uani 1 1 d . . . . .
C9 C 0.3454(3) 0.5785(3) 0.3258(3) 0.0131(5) Uani 1 1 d . . . . .
C1 C 0.6735(3) 0.2690(3) 0.1446(3) 0.0129(5) Uani 1 1 d . . . . .
C11 C 0.1937(3) 0.5293(3) 0.5115(3) 0.0177(6) Uani 1 1 d . . . . .
H11 H 0.115912 0.484584 0.558214 0.021 Uiso 1 1 calc R U . . .
C10 C 0.2293(3) 0.5129(3) 0.3947(3) 0.0148(6) Uani 1 1 d . . . . .
C13 C 0.3840(3) 0.6772(3) 0.4899(3) 0.0152(6) Uani 1 1 d . . . . .
C6 C 1.0116(3) 0.0342(3) 0.3172(3) 0.0217(6) Uani 1 1 d . . . . .
C3 C 0.7196(3) 0.0091(3) 0.2736(3) 0.0184(6) Uani 1 1 d . . . . .
C4 C 0.8146(4) -0.1079(3) 0.3486(3) 0.0240(7) Uani 1 1 d . . . . .
H4 H 0.779217 -0.196368 0.384822 0.029 Uiso 1 1 calc R U . . .
C5 C 0.9600(4) -0.0959(3) 0.3704(3) 0.0247(7) Uani 1 1 d . . . . .
H5 H 1.024616 -0.175874 0.421472 0.030 Uiso 1 1 calc R U . . .
C12 C 0.2714(3) 0.6105(3) 0.5593(3) 0.0167(6) Uani 1 1 d . . . . .
H12 H 0.247975 0.620618 0.639177 0.020 Uiso 1 1 calc R U . . .
C17 C 0.1258(4) 0.1080(4) -0.0262(3) 0.0266(7) Uani 1 1 d . . . . .
H17A H 0.092847 0.058955 0.059632 0.032 Uiso 1 1 calc R U . . .
H17B H 0.137562 0.041073 -0.074782 0.032 Uiso 1 1 calc R U . . .
C16 C 0.0159(4) 0.2413(4) -0.0940(4) 0.0298(8) Uani 1 1 d . . . . .
H16A H -0.006754 0.245331 -0.181332 0.036 Uiso 1 1 calc R U . . .
H16B H -0.077666 0.242281 -0.047919 0.036 Uiso 1 1 calc R U . . .
C18 C 0.2681(4) 0.1665(4) -0.0204(4) 0.0300(8) Uani 1 1 d . . . . .
H18A H 0.331321 0.104613 0.053055 0.036 Uiso 1 1 calc R U . . .
H18B H 0.324081 0.175437 -0.098505 0.036 Uiso 1 1 calc R U . . .
C15 C 0.0947(4) 0.3644(4) -0.0943(4) 0.0380(9) Uani 1 1 d . . . . .
H15A H 0.127620 0.413009 -0.180264 0.046 Uiso 1 1 calc R U . . .
H15B H 0.027891 0.433916 -0.066128 0.046 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 Ru1 2.2680(4) 2_665 ?
Ru1 O2 2.058(2) 2_665 ?
Ru1 O4 2.085(2) . ?
Ru1 O1 2.0764(19) . ?
Ru1 O5 2.0627(19) 2_665 ?
Ru1 O7 2.318(2) . ?
Br2 C13 1.901(3) . ?
Br1 C6 1.902(3) . ?
O2 C1 1.265(3) . ?
O4 C8 1.285(3) . ?
O1 C1 1.284(3) . ?
O5 C8 1.266(3) . ?
O6 H6 0.8400 . ?
O6 C10 1.359(4) . ?
O7 C18 1.445(4) . ?
O7 C15 1.445(4) . ?
O3 H3 0.8400 . ?
O3 C3 1.355(4) . ?
C7 H7 0.9500 . ?
C7 C2 1.405(4) . ?
C7 C6 1.373(4) . ?
C14 H14 0.9500 . ?
C14 C9 1.404(4) . ?
C14 C13 1.379(4) . ?
C8 C9 1.481(4) . ?
C2 C1 1.481(4) . ?
C2 C3 1.403(4) . ?
C9 C10 1.410(4) . ?
C11 H11 0.9500 . ?
C11 C10 1.398(4) . ?
C11 C12 1.386(4) . ?
C13 C12 1.391(4) . ?
C6 C5 1.396(5) . ?
C3 C4 1.393(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.381(5) . ?
C5 H5 0.9500 . ?
C12 H12 0.9500 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C16 1.539(5) . ?
C17 C18 1.508(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C15 1.517(5) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?

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
Ru1 Ru1 O7 176.23(6) 2_665 . ?
O2 Ru1 Ru1 90.01(6) 2_665 2_665 ?
O2 Ru1 O4 89.29(8) 2_665 . ?
O2 Ru1 O1 179.21(8) 2_665 . ?
O2 Ru1 O5 90.14(8) 2_665 2_665 ?
O2 Ru1 O7 88.74(8) 2_665 . ?
O4 Ru1 Ru1 89.72(5) . 2_665 ?
O4 Ru1 O7 93.83(8) . . ?
O1 Ru1 Ru1 89.26(5) . 2_665 ?
O1 Ru1 O4 91.03(8) . . ?
O1 Ru1 O7 91.96(8) . . ?
O5 Ru1 Ru1 89.51(5) 2_665 2_665 ?
O5 Ru1 O4 179.05(8) 2_665 . ?
O5 Ru1 O1 89.52(8) 2_665 . ?
O5 Ru1 O7 86.93(8) 2_665 . ?
C1 O2 Ru1 119.07(18) . 2_665 ?
C8 O4 Ru1 117.98(17) . . ?
C1 O1 Ru1 118.43(17) . . ?
C8 O5 Ru1 119.84(17) . 2_665 ?
C10 O6 H6 109.5 . . ?
C18 O7 Ru1 116.11(18) . . ?
C18 O7 C15 104.9(3) . . ?
C15 O7 Ru1 121.54(19) . . ?
C3 O3 H3 109.5 . . ?
C2 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C6 C7 C2 119.8(3) . . ?
C9 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?
C13 C14 C9 119.9(3) . . ?
O4 C8 C9 118.5(2) . . ?
O5 C8 O4 122.9(3) . . ?
O5 C8 C9 118.6(2) . . ?
C7 C2 C1 118.5(3) . . ?
C3 C2 C7 119.4(3) . . ?
C3 C2 C1 122.1(3) . . ?
C14 C9 C8 118.6(3) . . ?
C14 C9 C10 119.2(3) . . ?
C10 C9 C8 122.1(3) . . ?
O2 C1 O1 123.2(3) . . ?
O2 C1 C2 118.4(3) . . ?
O1 C1 C2 118.3(2) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C12 C11 C10 120.3(3) . . ?
O6 C10 C9 123.3(3) . . ?
O6 C10 C11 116.8(3) . . ?
C11 C10 C9 119.9(3) . . ?
C14 C13 Br2 119.3(2) . . ?
C14 C13 C12 121.1(3) . . ?
C12 C13 Br2 119.5(2) . . ?
C7 C6 Br1 119.7(3) . . ?
C7 C6 C5 120.9(3) . . ?
C5 C6 Br1 119.4(2) . . ?
O3 C3 C2 122.9(3) . . ?
O3 C3 C4 117.2(3) . . ?
C4 C3 C2 119.9(3) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.3(3) . . ?
C5 C4 H4 119.9 . . ?
C6 C5 H5 120.1 . . ?
C4 C5 C6 119.8(3) . . ?
C4 C5 H5 120.1 . . ?
C11 C12 C13 119.7(3) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
H17A C17 H17B 109.1 . . ?
C16 C17 H17A 111.1 . . ?
C16 C17 H17B 111.1 . . ?
C18 C17 H17A 111.1 . . ?
C18 C17 H17B 111.1 . . ?
C18 C17 C16 103.3(3) . . ?
C17 C16 H16A 110.8 . . ?
C17 C16 H16B 110.8 . . ?
H16A C16 H16B 108.9 . . ?
C15 C16 C17 104.7(3) . . ?
C15 C16 H16A 110.8 . . ?
C15 C16 H16B 110.8 . . ?
O7 C18 C17 104.4(3) . . ?
O7 C18 H18A 110.9 . . ?
O7 C18 H18B 110.9 . . ?
C17 C18 H18A 110.9 . . ?
C17 C18 H18B 110.9 . . ?
H18A C18 H18B 108.9 . . ?
O7 C15 C16 106.2(3) . . ?
O7 C15 H15A 110.5 . . ?
O7 C15 H15B 110.5 . . ?
C16 C15 H15A 110.5 . . ?
C16 C15 H15B 110.5 . . ?
H15A C15 H15B 108.7 . . ?

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 C1 O1 -0.5(4) 2_665 . . . ?
Ru1 O2 C1 C2 178.76(18) 2_665 . . . ?
Ru1 O4 C8 O5 3.1(3) . . . . ?
Ru1 O4 C8 C9 -175.83(18) . . . . ?
Ru1 O1 C1 O2 0.1(4) . . . . ?
Ru1 O1 C1 C2 -179.14(18) . . . . ?
Ru1 O5 C8 O4 -2.5(4) 2_665 . . . ?
Ru1 O5 C8 C9 176.44(18) 2_665 . . . ?
Ru1 O7 C18 C17 -179.2(2) . . . . ?
Ru1 O7 C15 C16 168.1(2) . . . . ?
Br2 C13 C12 C11 -178.8(2) . . . . ?
Br1 C6 C5 C4 -176.9(2) . . . . ?
O4 C8 C9 C14 -178.7(2) . . . . ?
O4 C8 C9 C10 5.5(4) . . . . ?
O5 C8 C9 C14 2.4(4) . . . . ?
O5 C8 C9 C10 -173.5(3) . . . . ?
O3 C3 C4 C5 177.4(3) . . . . ?
C7 C2 C1 O2 -5.3(4) . . . . ?
C7 C2 C1 O1 174.0(3) . . . . ?
C7 C2 C3 O3 -177.8(3) . . . . ?
C7 C2 C3 C4 1.4(4) . . . . ?
C7 C6 C5 C4 2.1(5) . . . . ?
C14 C9 C10 O6 179.9(3) . . . . ?
C14 C9 C10 C11 -1.4(4) . . . . ?
C14 C13 C12 C11 -1.1(4) . . . . ?
C8 C9 C10 O6 -4.3(4) . . . . ?
C8 C9 C10 C11 174.4(3) . . . . ?
C2 C7 C6 Br1 176.4(2) . . . . ?
C2 C7 C6 C5 -2.5(5) . . . . ?
C2 C3 C4 C5 -1.8(5) . . . . ?
C9 C14 C13 Br2 177.9(2) . . . . ?
C9 C14 C13 C12 0.1(4) . . . . ?
C1 C2 C3 O3 2.0(5) . . . . ?
C1 C2 C3 C4 -178.9(3) . . . . ?
C10 C11 C12 C13 0.8(4) . . . . ?
C13 C14 C9 C8 -174.8(3) . . . . ?
C13 C14 C9 C10 1.1(4) . . . . ?
C6 C7 C2 C1 -179.0(3) . . . . ?
C6 C7 C2 C3 0.8(4) . . . . ?
C3 C2 C1 O2 174.9(3) . . . . ?
C3 C2 C1 O1 -5.8(4) . . . . ?
C3 C4 C5 C6 0.1(5) . . . . ?
C12 C11 C10 O6 179.2(3) . . . . ?
C12 C11 C10 C9 0.5(4) . . . . ?
C17 C16 C15 O7 -12.6(4) . . . . ?
C16 C17 C18 O7 32.9(4) . . . . ?
C18 O7 C15 C16 33.9(4) . . . . ?
C18 C17 C16 C15 -12.2(4) . . . . ?
C15 O7 C18 C17 -42.1(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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.673
_oxdiff_exptl_absorpt_empirical_full_min 0.754
####################################################################### 
# 
# 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_ru2_5cl2oh_2_auto
_database_code_depnum_ccdc_archive 'CCDC 2394131'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2024-10-28 deposited with the CCDC.	2024-12-11 downloaded from the CCDC.
;
_audit_creation_date             2021-01-22
_audit_creation_method           
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H32 Cl4 O14 Ru2'
_chemical_formula_sum            'C36 H32 Cl4 O14 Ru2'
_chemical_formula_weight         1032.55
_chemical_melting_point          ?
_chemical_oxdiff_formula         Ru2C36H32O14Cl4
_chemical_oxdiff_usercomment     180d
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'
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                   8.8418(5)
_cell_length_b                   10.0803(3)
_cell_length_c                   11.1109(5)
_cell_angle_alpha                70.742(4)
_cell_angle_beta                 88.958(4)
_cell_angle_gamma                81.456(4)
_cell_volume                     924.00(8)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    8431
_cell_measurement_temperature    102.15
_cell_measurement_theta_max      31.1510
_cell_measurement_theta_min      1.9320
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.178
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68012
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.89a (Rigaku Oxford Diffraction, 2020)
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    1.856
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             516
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.076
_exptl_crystal_size_min          0.033
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_av_unetI/netI     0.0301
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10205
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.494
_diffrn_reflns_theta_min         2.932
_diffrn_ambient_temperature      102.15
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -9.00  77.00   0.50    0.88    --    4.46  57.00-120.00  172
  2  ω     10.00  46.00   0.50    0.88    --   -3.68  57.00 -30.00   72
  3  ω     -2.00  63.00   0.50    0.88    --    4.46  38.00   0.00  130
  4  ω      1.00  77.00   0.50    0.88    --    4.46  38.00 120.00  152
  5  ω     -6.00  37.00   0.50    0.88    --    4.46 -99.00 150.00   86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0128582000
_diffrn_orient_matrix_UB_12      0.0723272000
_diffrn_orient_matrix_UB_13      -0.0034373000
_diffrn_orient_matrix_UB_21      -0.0064697000
_diffrn_orient_matrix_UB_22      -0.0212434000
_diffrn_orient_matrix_UB_23      0.0671915000
_diffrn_orient_matrix_UB_31      0.0798789000
_diffrn_orient_matrix_UB_32      -0.0016496000
_diffrn_orient_matrix_UB_33      0.0071574000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3829
_reflns_number_total             4164
_reflns_odcompleteness_completeness 99.95
_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 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.608
_refine_diff_density_min         -0.747
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         4164
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0265
_refine_ls_R_factor_gt           0.0237
_refine_ls_restrained_S_all      1.057
_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)+(0.0297P)²+0.4707P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0598
_refine_ls_wR_factor_ref         0.0610
_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 O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C15(H15A,H15B), C17(H17A,H17B), C18(H18A,H18B)
2.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C11(H11), C12(H12), C7(H7), C5(H5), C4(H4)
2.c Idealised tetrahedral OH refined as rotating group:
 O6(H6), O3(H3)
;
_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 0.59328(2) 0.56713(2) 0.99599(2) 0.01044(6) Uani 1 1 d . . . . .
Cl2 Cl 0.51990(6) 0.22326(5) 0.44432(4) 0.01901(11) Uani 1 1 d . . . . .
Cl1 Cl -0.23138(6) 0.94078(7) 0.66260(6) 0.03409(14) Uani 1 1 d . . . . .
O5 O 0.49149(15) 0.39080(14) 0.84406(12) 0.0136(3) Uani 1 1 d . . . . .
O2 O 0.26608(15) 0.60970(14) 0.89069(12) 0.0143(3) Uani 1 1 d . . . . .
O4 O 0.67757(15) 0.52217(15) 0.83581(12) 0.0137(3) Uani 1 1 d . . . . .
O6 O 0.84989(16) 0.58012(16) 0.63786(13) 0.0194(3) Uani 1 1 d . . . . .
H6 H 0.813592 0.589171 0.705600 0.029 Uiso 1 1 calc R U . . .
O1 O 0.44936(15) 0.74405(14) 0.88161(12) 0.0141(3) Uani 1 1 d . . . . .
O7 O 0.78037(16) 0.70302(16) 1.00207(14) 0.0201(3) Uani 1 1 d . . . . .
O3 O 0.40547(18) 1.00820(17) 0.73176(16) 0.0268(3) Uani 1 1 d . . . . .
H3 H 0.457599 0.932391 0.778050 0.040 Uiso 1 1 calc R U . . .
C14 C 0.5827(2) 0.3369(2) 0.62340(18) 0.0144(4) Uani 1 1 d . . . . .
H14 H 0.507036 0.286665 0.671990 0.017 Uiso 1 1 calc R U . . .
C8 C 0.6060(2) 0.4457(2) 0.79134(17) 0.0131(4) Uani 1 1 d . . . . .
C2 C 0.2123(2) 0.8540(2) 0.77166(18) 0.0161(4) Uani 1 1 d . . . . .
C1 C 0.3150(2) 0.7281(2) 0.85319(17) 0.0140(4) Uani 1 1 d . . . . .
C9 C 0.6571(2) 0.4231(2) 0.67130(17) 0.0131(4) Uani 1 1 d . . . . .
C10 C 0.7710(2) 0.4950(2) 0.59913(18) 0.0151(4) Uani 1 1 d . . . . .
C11 C 0.8058(2) 0.4808(2) 0.48044(19) 0.0167(4) Uani 1 1 d . . . . .
H11 H 0.882391 0.529322 0.431590 0.020 Uiso 1 1 calc R U . . .
C12 C 0.7301(2) 0.3969(2) 0.43316(18) 0.0165(4) Uani 1 1 d . . . . .
H12 H 0.753689 0.388570 0.351953 0.020 Uiso 1 1 calc R U . . .
C6 C -0.0398(2) 0.9564(3) 0.6792(2) 0.0239(5) Uani 1 1 d . . . . .
C7 C 0.0590(2) 0.8401(2) 0.7533(2) 0.0199(4) Uani 1 1 d . . . . .
H7 H 0.023942 0.751420 0.791614 0.024 Uiso 1 1 calc R U . . .
C5 C 0.0106(3) 1.0854(2) 0.6197(2) 0.0284(5) Uani 1 1 d . . . . .
H5 H -0.058256 1.164112 0.567436 0.034 Uiso 1 1 calc R U . . .
C13 C 0.6189(2) 0.3247(2) 0.50570(18) 0.0150(4) Uani 1 1 d . . . . .
C3 C 0.2621(2) 0.9848(2) 0.71520(19) 0.0204(4) Uani 1 1 d . . . . .
C16 C 0.8670(3) 0.8995(3) 1.0274(2) 0.0301(5) Uani 1 1 d . . . . .
H16A H 0.849700 0.966269 1.076373 0.036 Uiso 1 1 calc R U . . .
H16B H 0.903127 0.949546 0.941881 0.036 Uiso 1 1 calc R U . . .
C4 C 0.1608(3) 1.0995(2) 0.6364(2) 0.0267(5) Uani 1 1 d . . . . .
H4 H 0.195681 1.187363 0.594141 0.032 Uiso 1 1 calc R U . . .
C15 C 0.7250(3) 0.8390(3) 1.0176(3) 0.0325(5) Uani 1 1 d . . . . .
H15A H 0.665370 0.826332 1.095910 0.039 Uiso 1 1 calc R U . . .
H15B H 0.659579 0.901750 0.943339 0.039 Uiso 1 1 calc R U . . .
C17 C 0.9821(3) 0.7668(3) 1.0986(3) 0.0350(6) Uani 1 1 d . . . . .
H17A H 1.082801 0.770680 1.058183 0.042 Uiso 1 1 calc R U . . .
H17B H 0.995732 0.759235 1.188953 0.042 Uiso 1 1 calc R U . . .
C18 C 0.9130(3) 0.6430(3) 1.0887(2) 0.0325(5) Uani 1 1 d . . . . .
H18A H 0.987685 0.581749 1.054988 0.039 Uiso 1 1 calc R U . . .
H18B H 0.881853 0.585077 1.173544 0.039 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 Ru1 2.2670(3) 2_667 ?
Ru1 O5 2.0626(13) 2_667 ?
Ru1 O2 2.0559(13) 2_667 ?
Ru1 O4 2.0764(13) . ?
Ru1 O1 2.0747(13) . ?
Ru1 O7 2.3142(14) . ?
Cl2 C13 1.739(2) . ?
Cl1 C6 1.743(2) . ?
O5 C8 1.268(2) . ?
O2 C1 1.266(2) . ?
O4 C8 1.283(2) . ?
O6 H6 0.8400 . ?
O6 C10 1.356(2) . ?
O1 C1 1.281(2) . ?
O7 C15 1.450(3) . ?
O7 C18 1.454(3) . ?
O3 H3 0.8400 . ?
O3 C3 1.350(3) . ?
C14 H14 0.9500 . ?
C14 C9 1.400(3) . ?
C14 C13 1.381(3) . ?
C8 C9 1.477(3) . ?
C2 C1 1.478(3) . ?
C2 C7 1.409(3) . ?
C2 C3 1.394(3) . ?
C9 C10 1.410(3) . ?
C10 C11 1.397(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.383(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.394(3) . ?
C6 C7 1.379(3) . ?
C6 C5 1.386(3) . ?
C7 H7 0.9500 . ?
C5 H5 0.9500 . ?
C5 C4 1.378(3) . ?
C3 C4 1.399(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C15 1.496(3) . ?
C16 C17 1.542(4) . ?
C4 H4 0.9500 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.504(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?

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
Ru1 Ru1 O7 176.09(4) 2_667 . ?
O5 Ru1 Ru1 89.60(4) 2_667 2_667 ?
O5 Ru1 O4 179.23(5) 2_667 . ?
O5 Ru1 O1 89.78(5) 2_667 . ?
O5 Ru1 O7 86.66(5) 2_667 . ?
O2 Ru1 Ru1 89.88(4) 2_667 2_667 ?
O2 Ru1 O5 90.26(5) 2_667 2_667 ?
O2 Ru1 O4 89.36(5) 2_667 . ?
O2 Ru1 O1 179.30(5) 2_667 . ?
O2 Ru1 O7 88.99(5) 2_667 . ?
O4 Ru1 Ru1 89.73(4) . 2_667 ?
O4 Ru1 O7 94.00(5) . . ?
O1 Ru1 Ru1 89.43(4) . 2_667 ?
O1 Ru1 O4 90.59(5) . . ?
O1 Ru1 O7 91.71(5) . . ?
C8 O5 Ru1 119.31(12) . 2_667 ?
C1 O2 Ru1 119.11(12) . 2_667 ?
C8 O4 Ru1 118.10(12) . . ?
C10 O6 H6 109.5 . . ?
C1 O1 Ru1 118.25(12) . . ?
C15 O7 Ru1 115.22(13) . . ?
C15 O7 C18 105.37(18) . . ?
C18 O7 Ru1 120.69(13) . . ?
C3 O3 H3 109.5 . . ?
C9 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C13 C14 C9 120.18(18) . . ?
O5 C8 O4 123.17(17) . . ?
O5 C8 C9 118.25(16) . . ?
O4 C8 C9 118.57(16) . . ?
C7 C2 C1 118.20(18) . . ?
C3 C2 C1 122.08(18) . . ?
C3 C2 C7 119.72(18) . . ?
O2 C1 O1 123.33(17) . . ?
O2 C1 C2 118.33(17) . . ?
O1 C1 C2 118.34(17) . . ?
C14 C9 C8 119.19(17) . . ?
C14 C9 C10 119.26(17) . . ?
C10 C9 C8 121.37(17) . . ?
O6 C10 C9 123.54(17) . . ?
O6 C10 C11 116.98(17) . . ?
C11 C10 C9 119.48(18) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 C10 120.82(18) . . ?
C12 C11 H11 119.6 . . ?
C11 C12 H12 120.3 . . ?
C11 C12 C13 119.42(18) . . ?
C13 C12 H12 120.3 . . ?
C7 C6 Cl1 119.15(18) . . ?
C7 C6 C5 121.0(2) . . ?
C5 C6 Cl1 119.83(17) . . ?
C2 C7 H7 120.3 . . ?
C6 C7 C2 119.4(2) . . ?
C6 C7 H7 120.3 . . ?
C6 C5 H5 120.0 . . ?
C4 C5 C6 119.9(2) . . ?
C4 C5 H5 120.0 . . ?
C14 C13 Cl2 119.71(15) . . ?
C14 C13 C12 120.83(18) . . ?
C12 C13 Cl2 119.41(15) . . ?
O3 C3 C2 123.37(18) . . ?
O3 C3 C4 117.05(19) . . ?
C2 C3 C4 119.6(2) . . ?
H16A C16 H16B 109.1 . . ?
C15 C16 H16A 111.2 . . ?
C15 C16 H16B 111.2 . . ?
C15 C16 C17 103.1(2) . . ?
C17 C16 H16A 111.2 . . ?
C17 C16 H16B 111.2 . . ?
C5 C4 C3 120.3(2) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
O7 C15 C16 104.35(19) . . ?
O7 C15 H15A 110.9 . . ?
O7 C15 H15B 110.9 . . ?
C16 C15 H15A 110.9 . . ?
C16 C15 H15B 110.9 . . ?
H15A C15 H15B 108.9 . . ?
C16 C17 H17A 110.7 . . ?
C16 C17 H17B 110.7 . . ?
H17A C17 H17B 108.8 . . ?
C18 C17 C16 105.16(19) . . ?
C18 C17 H17A 110.7 . . ?
C18 C17 H17B 110.7 . . ?
O7 C18 C17 106.4(2) . . ?
O7 C18 H18A 110.5 . . ?
O7 C18 H18B 110.5 . . ?
C17 C18 H18A 110.5 . . ?
C17 C18 H18B 110.5 . . ?
H18A C18 H18B 108.6 . . ?

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 O5 C8 O4 3.2(2) 2_667 . . . ?
Ru1 O5 C8 C9 -175.32(12) 2_667 . . . ?
Ru1 O2 C1 O1 0.4(2) 2_667 . . . ?
Ru1 O2 C1 C2 179.93(12) 2_667 . . . ?
Ru1 O4 C8 O5 -3.6(2) . . . . ?
Ru1 O4 C8 C9 174.92(12) . . . . ?
Ru1 O1 C1 O2 -0.5(2) . . . . ?
Ru1 O1 C1 C2 -179.97(12) . . . . ?
Ru1 O7 C15 C16 176.29(14) . . . . ?
Ru1 O7 C18 C17 -162.54(15) . . . . ?
Cl1 C6 C7 C2 -177.16(16) . . . . ?
Cl1 C6 C5 C4 177.68(18) . . . . ?
O5 C8 C9 C14 -3.0(3) . . . . ?
O5 C8 C9 C10 172.04(17) . . . . ?
O4 C8 C9 C14 178.35(17) . . . . ?
O4 C8 C9 C10 -6.6(3) . . . . ?
O6 C10 C11 C12 -179.53(18) . . . . ?
O3 C3 C4 C5 -177.0(2) . . . . ?
C14 C9 C10 O6 -179.63(17) . . . . ?
C14 C9 C10 C11 1.0(3) . . . . ?
C8 C9 C10 O6 5.3(3) . . . . ?
C8 C9 C10 C11 -174.05(17) . . . . ?
C2 C3 C4 C5 3.3(3) . . . . ?
C1 C2 C7 C6 179.07(19) . . . . ?
C1 C2 C3 O3 -1.2(3) . . . . ?
C1 C2 C3 C4 178.43(19) . . . . ?
C9 C14 C13 Cl2 -177.28(14) . . . . ?
C9 C14 C13 C12 0.3(3) . . . . ?
C9 C10 C11 C12 -0.1(3) . . . . ?
C10 C11 C12 C13 -0.7(3) . . . . ?
C11 C12 C13 Cl2 178.18(14) . . . . ?
C11 C12 C13 C14 0.6(3) . . . . ?
C6 C5 C4 C3 -1.3(4) . . . . ?
C7 C2 C1 O2 8.1(3) . . . . ?
C7 C2 C1 O1 -172.40(17) . . . . ?
C7 C2 C3 O3 177.58(19) . . . . ?
C7 C2 C3 C4 -2.7(3) . . . . ?
C7 C6 C5 C4 -1.3(3) . . . . ?
C5 C6 C7 C2 1.9(3) . . . . ?
C13 C14 C9 C8 174.05(17) . . . . ?
C13 C14 C9 C10 -1.1(3) . . . . ?
C3 C2 C1 O2 -173.10(18) . . . . ?
C3 C2 C1 O1 6.4(3) . . . . ?
C3 C2 C7 C6 0.2(3) . . . . ?
C16 C17 C18 O7 7.8(3) . . . . ?
C15 O7 C18 C17 -29.9(3) . . . . ?
C15 C16 C17 C18 16.1(3) . . . . ?
C17 C16 C15 O7 -34.5(2) . . . . ?
C18 O7 C15 C16 40.7(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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.319
_oxdiff_exptl_absorpt_empirical_full_min 0.753
####################################################################### 
# 
# 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_tk249_hete-ru2(2-oh-4-ome)_auto
_database_code_depnum_ccdc_archive 'CCDC 2394137'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2024-10-28 deposited with the CCDC.	2024-12-11 downloaded from the CCDC.
;
_audit_creation_date             2024-01-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H36 F12 O14 Ru2'
_chemical_formula_sum            'C42 H36 F12 O14 Ru2'
_chemical_formula_weight         1194.85
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Ru C H O F'
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'
F F 0.0171 0.0103 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   23.8874(17)
_cell_length_b                   9.9299(4)
_cell_length_c                   23.6731(19)
_cell_angle_alpha                90
_cell_angle_beta                 126.003(11)
_cell_angle_gamma                90
_cell_volume                     4542.7(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9025
_cell_measurement_temperature    102
_cell_measurement_theta_max      29.2710
_cell_measurement_theta_min      2.1050
_shelx_estimated_absorpt_T_max   0.936
_shelx_estimated_absorpt_T_min   0.792
_exptl_absorpt_coefficient_mu    0.780
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36834
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.89a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark orange'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.747
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2384
_exptl_crystal_size_max          0.314
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.086
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0713
_diffrn_reflns_av_unetI/netI     0.0843
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.844
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            13914
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.844
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.618
_diffrn_reflns_theta_min         1.922
_diffrn_ambient_temperature      102
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.844
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -53.00  93.00   0.50    3.81    --   16.03  -2.00 -96.00  292
  2  ω     65.00  90.00   0.50    3.81    --   16.03 179.00-150.00   50
  3  ω     -6.00  64.00   0.50    3.81    --   16.03  57.00 -60.00  140
  4  ω     15.00  65.00   0.50    3.81    --   16.03 -99.00-120.00  100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-Custom'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0142641000
_diffrn_orient_matrix_UB_12      0.0022371000
_diffrn_orient_matrix_UB_13      0.0191388000
_diffrn_orient_matrix_UB_21      -0.0338403000
_diffrn_orient_matrix_UB_22      -0.0005905000
_diffrn_orient_matrix_UB_23      -0.0316929000
_diffrn_orient_matrix_UB_31      -0.0001774000
_diffrn_orient_matrix_UB_32      -0.0713585000
_diffrn_orient_matrix_UB_33      0.0008310000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4258
_reflns_number_total             5390
_reflns_odcompleteness_completeness 99.96
_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 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.542
_refine_diff_density_min         -1.675
_refine_diff_density_rms         0.147
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         5390
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0735
_refine_ls_R_factor_gt           0.0560
_refine_ls_restrained_S_all      1.056
_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)+(0.0672P)²+13.0726P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1363
_refine_ls_wR_factor_ref         0.1457
_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, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B), C21(H21A,H21B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5A), C6(H6), C7(H7), C13(H13), C16(H16), C17(H17)
2.c Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C)
2.d Idealised tetrahedral OH refined as rotating group:
 O5(H5)
;
_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 0.29941(2) 0.69083(2) 0.52135(2) 0.01691(12) Uani 1 1 d . . . . .
F1 F 0.42511(17) 1.1808(3) 0.70989(17) 0.0466(8) Uani 1 1 d . . . . .
F2 F 0.33896(15) 1.0827(3) 0.61811(15) 0.0460(8) Uani 1 1 d . . . . .
F3 F 0.43952(16) 0.9904(3) 0.67770(17) 0.0488(8) Uani 1 1 d . . . . .
F4 F 0.27212(17) 0.6372(3) 0.76889(16) 0.0528(9) Uani 1 1 d . . . . .
F5 F 0.2694(2) 0.6221(3) 0.6778(2) 0.0639(11) Uani 1 1 d . . . . .
F6 F 0.19824(15) 0.7505(3) 0.6778(2) 0.0698(13) Uani 1 1 d . . . . .
O1 O 0.33889(13) 0.7564(2) 0.62147(14) 0.0206(6) Uani 1 1 d . . . . .
O2 O 0.23998(13) 0.8693(2) 0.57989(14) 0.0212(6) Uani 1 1 d . . . . .
O3 O 0.34142(13) 0.8580(2) 0.50823(15) 0.0202(6) Uani 1 1 d . . . . .
O4 O 0.24410(13) 0.9754(2) 0.46605(15) 0.0219(6) Uani 1 1 d . . . . .
O5 O 0.44629(18) 0.9675(3) 0.5225(2) 0.0482(11) Uani 1 1 d . . . . .
H5 H 0.421696 0.902681 0.518659 0.072 Uiso 1 1 calc R U . . .
O6 O 0.43531(14) 1.4153(3) 0.46127(17) 0.0287(7) Uani 1 1 d . . . . .
O7 O 0.40552(13) 0.5787(2) 0.57649(15) 0.0210(6) Uani 1 1 d . . . . .
C1 C 0.3004(2) 0.8314(4) 0.6281(2) 0.0220(9) Uani 1 1 d . . . . .
C2 C 0.33135(19) 0.8825(4) 0.7012(2) 0.0236(9) Uani 1 1 d . . . . .
C3 C 0.3776(2) 0.9904(4) 0.7282(2) 0.0271(10) Uani 1 1 d . . . . .
C4 C 0.3954(2) 1.0603(4) 0.6837(3) 0.0352(11) Uani 1 1 d . . . . .
C5 C 0.4085(2) 1.0358(5) 0.7966(3) 0.0338(11) Uani 1 1 d . . . . .
H5A H 0.440840 1.107760 0.814861 0.041 Uiso 1 1 calc R U . . .
C6 C 0.3917(2) 0.9758(5) 0.8372(3) 0.0353(11) Uani 1 1 d . . . . .
H6 H 0.412663 1.006603 0.883600 0.042 Uiso 1 1 calc R U . . .
C7 C 0.3444(2) 0.8709(4) 0.8111(2) 0.0322(11) Uani 1 1 d . . . . .
H7 H 0.332240 0.831254 0.838972 0.039 Uiso 1 1 calc R U . . .
C8 C 0.3147(2) 0.8237(4) 0.7431(2) 0.0270(10) Uani 1 1 d . . . . .
C9 C 0.2638(2) 0.7093(4) 0.7171(3) 0.0325(11) Uani 1 1 d . . . . .
C10 C 0.30552(18) 0.9666(3) 0.4840(2) 0.0188(8) Uani 1 1 d . . . . .
C11 C 0.33925(19) 1.0853(3) 0.4782(2) 0.0196(8) Uani 1 1 d . . . . .
C12 C 0.4080(2) 1.0813(4) 0.4993(2) 0.0241(9) Uani 1 1 d . . . . .
C13 C 0.4383(2) 1.1938(4) 0.4939(3) 0.0271(10) Uani 1 1 d . . . . .
H13 H 0.485004 1.190178 0.509259 0.032 Uiso 1 1 calc R U . . .
C14 C 0.4008(2) 1.3129(3) 0.4662(2) 0.0229(9) Uani 1 1 d . . . . .
C15 C 0.3975(2) 1.5365(4) 0.4268(2) 0.0271(10) Uani 1 1 d . . . . .
H15A H 0.382769 1.578342 0.453625 0.041 Uiso 1 1 calc R U . . .
H15B H 0.356691 1.514706 0.379811 0.041 Uiso 1 1 calc R U . . .
H15C H 0.427189 1.599141 0.423590 0.041 Uiso 1 1 calc R U . . .
C16 C 0.3323(2) 1.3207(3) 0.4449(2) 0.0227(9) Uani 1 1 d . . . . .
H16 H 0.306775 1.402053 0.426256 0.027 Uiso 1 1 calc R U . . .
C17 C 0.3023(2) 1.2072(3) 0.4516(2) 0.0224(9) Uani 1 1 d . . . . .
H17 H 0.256204 1.212066 0.437949 0.027 Uiso 1 1 calc R U . . .
C18 C 0.4176(2) 0.4643(4) 0.6203(2) 0.0246(9) Uani 1 1 d . . . . .
H18A H 0.389421 0.386005 0.591705 0.030 Uiso 1 1 calc R U . . .
H18B H 0.406448 0.486651 0.653368 0.030 Uiso 1 1 calc R U . . .
C19 C 0.4939(2) 0.4354(4) 0.6587(3) 0.0340(11) Uani 1 1 d . . . . .
H19A H 0.503060 0.383867 0.629080 0.041 Uiso 1 1 calc R U . . .
H19B H 0.512267 0.384605 0.702283 0.041 Uiso 1 1 calc R U . . .
C20 C 0.5253(2) 0.5765(5) 0.6742(3) 0.0380(12) Uani 1 1 d . . . . .
H20A H 0.534638 0.612664 0.717941 0.046 Uiso 1 1 calc R U . . .
H20B H 0.568918 0.576217 0.678075 0.046 Uiso 1 1 calc R U . . .
C21 C 0.4695(2) 0.6582(4) 0.6111(2) 0.0291(10) Uani 1 1 d . . . . .
H21A H 0.463161 0.746393 0.626226 0.035 Uiso 1 1 calc R U . . .
H21B H 0.482412 0.674088 0.578927 0.035 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 Ru1 2.2735(6) 7_566 ?
Ru1 O1 2.074(3) . ?
Ru1 O2 2.082(3) 7_566 ?
Ru1 O3 2.056(3) . ?
Ru1 O4 2.063(3) 7_566 ?
Ru1 O7 2.341(2) . ?
F1 C4 1.343(5) . ?
F2 C4 1.347(6) . ?
F3 C4 1.338(6) . ?
F4 C9 1.330(6) . ?
F5 C9 1.334(6) . ?
F6 C9 1.331(6) . ?
O1 C1 1.263(5) . ?
O2 C1 1.262(5) . ?
O3 C10 1.284(4) . ?
O4 C10 1.268(5) . ?
O5 H5 0.8400 . ?
O5 C12 1.351(5) . ?
O6 C14 1.357(5) . ?
O6 C15 1.437(4) . ?
O7 C18 1.447(4) . ?
O7 C21 1.469(5) . ?
C1 C2 1.514(6) . ?
C2 C3 1.395(5) . ?
C2 C8 1.394(7) . ?
C3 C4 1.516(7) . ?
C3 C5 1.403(7) . ?
C5 H5A 0.9500 . ?
C5 C6 1.376(7) . ?
C6 H6 0.9500 . ?
C6 C7 1.386(6) . ?
C7 H7 0.9500 . ?
C7 C8 1.404(7) . ?
C8 C9 1.507(6) . ?
C10 C11 1.479(5) . ?
C11 C12 1.408(5) . ?
C11 C17 1.410(5) . ?
C12 C13 1.377(6) . ?
C13 H13 0.9500 . ?
C13 C14 1.393(5) . ?
C14 C16 1.403(6) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16 0.9500 . ?
C16 C17 1.393(5) . ?
C17 H17 0.9500 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.511(6) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.529(6) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.525(6) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?

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
Ru1 Ru1 O7 174.12(8) 7_566 . ?
O1 Ru1 Ru1 90.10(7) . 7_566 ?
O1 Ru1 O2 178.32(10) . 7_566 ?
O1 Ru1 O7 84.04(10) . . ?
O2 Ru1 Ru1 89.30(7) 7_566 7_566 ?
O2 Ru1 O7 96.55(10) 7_566 . ?
O3 Ru1 Ru1 89.25(7) . 7_566 ?
O3 Ru1 O1 89.12(11) . . ?
O3 Ru1 O2 89.31(11) . 7_566 ?
O3 Ru1 O4 179.14(10) . 7_566 ?
O3 Ru1 O7 90.21(9) . . ?
O4 Ru1 Ru1 89.90(7) 7_566 7_566 ?
O4 Ru1 O1 90.87(11) 7_566 . ?
O4 Ru1 O2 90.69(11) 7_566 7_566 ?
O4 Ru1 O7 90.64(9) 7_566 . ?
C1 O1 Ru1 116.9(2) . . ?
C1 O2 Ru1 117.3(3) . 7_566 ?
C10 O3 Ru1 119.2(2) . . ?
C10 O4 Ru1 118.6(2) . 7_566 ?
C12 O5 H5 109.5 . . ?
C14 O6 C15 117.7(3) . . ?
C18 O7 Ru1 117.9(2) . . ?
C18 O7 C21 108.5(3) . . ?
C21 O7 Ru1 119.0(2) . . ?
O1 C1 C2 116.0(3) . . ?
O2 C1 O1 126.3(4) . . ?
O2 C1 C2 117.7(4) . . ?
C3 C2 C1 120.2(4) . . ?
C8 C2 C1 121.4(4) . . ?
C8 C2 C3 118.4(4) . . ?
C2 C3 C4 120.2(4) . . ?
C2 C3 C5 120.8(5) . . ?
C5 C3 C4 118.9(4) . . ?
F1 C4 F2 106.5(4) . . ?
F1 C4 C3 112.0(4) . . ?
F2 C4 C3 112.2(4) . . ?
F3 C4 F1 106.0(4) . . ?
F3 C4 F2 106.3(4) . . ?
F3 C4 C3 113.3(4) . . ?
C3 C5 H5A 120.1 . . ?
C6 C5 C3 119.8(4) . . ?
C6 C5 H5A 120.1 . . ?
C5 C6 H6 119.7 . . ?
C5 C6 C7 120.6(5) . . ?
C7 C6 H6 119.7 . . ?
C6 C7 H7 120.2 . . ?
C6 C7 C8 119.6(5) . . ?
C8 C7 H7 120.2 . . ?
C2 C8 C7 120.8(4) . . ?
C2 C8 C9 121.6(4) . . ?
C7 C8 C9 117.6(4) . . ?
F4 C9 F5 105.8(4) . . ?
F4 C9 F6 106.7(4) . . ?
F4 C9 C8 112.4(4) . . ?
F5 C9 C8 112.7(5) . . ?
F6 C9 F5 105.7(4) . . ?
F6 C9 C8 112.9(4) . . ?
O3 C10 C11 117.0(3) . . ?
O4 C10 O3 123.0(3) . . ?
O4 C10 C11 120.0(3) . . ?
C12 C11 C10 122.0(3) . . ?
C12 C11 C17 118.4(3) . . ?
C17 C11 C10 119.6(3) . . ?
O5 C12 C11 122.6(4) . . ?
O5 C12 C13 116.7(4) . . ?
C13 C12 C11 120.7(3) . . ?
C12 C13 H13 119.8 . . ?
C12 C13 C14 120.3(4) . . ?
C14 C13 H13 119.8 . . ?
O6 C14 C13 114.9(4) . . ?
O6 C14 C16 124.5(3) . . ?
C13 C14 C16 120.5(4) . . ?
O6 C15 H15A 109.5 . . ?
O6 C15 H15B 109.5 . . ?
O6 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16 120.6 . . ?
C17 C16 C14 118.9(3) . . ?
C17 C16 H16 120.6 . . ?
C11 C17 H17 119.4 . . ?
C16 C17 C11 121.2(4) . . ?
C16 C17 H17 119.4 . . ?
O7 C18 H18A 110.9 . . ?
O7 C18 H18B 110.9 . . ?
O7 C18 C19 104.0(3) . . ?
H18A C18 H18B 109.0 . . ?
C19 C18 H18A 110.9 . . ?
C19 C18 H18B 110.9 . . ?
C18 C19 H19A 111.2 . . ?
C18 C19 H19B 111.2 . . ?
C18 C19 C20 102.6(3) . . ?
H19A C19 H19B 109.2 . . ?
C20 C19 H19A 111.2 . . ?
C20 C19 H19B 111.2 . . ?
C19 C20 H20A 111.1 . . ?
C19 C20 H20B 111.1 . . ?
H20A C20 H20B 109.1 . . ?
C21 C20 C19 103.2(3) . . ?
C21 C20 H20A 111.1 . . ?
C21 C20 H20B 111.1 . . ?
O7 C21 C20 106.6(3) . . ?
O7 C21 H21A 110.4 . . ?
O7 C21 H21B 110.4 . . ?
C20 C21 H21A 110.4 . . ?
C20 C21 H21B 110.4 . . ?
H21A C21 H21B 108.6 . . ?

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 C1 O2 0.8(5) . . . . ?
Ru1 O1 C1 C2 -177.7(3) . . . . ?
Ru1 O2 C1 O1 -2.6(5) 7_566 . . . ?
Ru1 O2 C1 C2 175.9(3) 7_566 . . . ?
Ru1 O3 C10 O4 -1.7(5) . . . . ?
Ru1 O3 C10 C11 177.7(3) . . . . ?
Ru1 O4 C10 O3 1.7(5) 7_566 . . . ?
Ru1 O4 C10 C11 -177.7(3) 7_566 . . . ?
Ru1 O7 C18 C19 -168.5(3) . . . . ?
Ru1 O7 C21 C20 146.4(3) . . . . ?
O1 C1 C2 C3 79.0(5) . . . . ?
O1 C1 C2 C8 -101.0(5) . . . . ?
O2 C1 C2 C3 -99.7(5) . . . . ?
O2 C1 C2 C8 80.4(5) . . . . ?
O3 C10 C11 C12 -1.1(6) . . . . ?
O3 C10 C11 C17 179.6(4) . . . . ?
O4 C10 C11 C12 178.3(4) . . . . ?
O4 C10 C11 C17 -1.0(6) . . . . ?
O5 C12 C13 C14 175.8(4) . . . . ?
O6 C14 C16 C17 178.7(4) . . . . ?
O7 C18 C19 C20 38.9(5) . . . . ?
C1 C2 C3 C4 2.1(6) . . . . ?
C1 C2 C3 C5 -177.8(4) . . . . ?
C1 C2 C8 C7 179.2(4) . . . . ?
C1 C2 C8 C9 -1.7(6) . . . . ?
C2 C3 C4 F1 163.6(4) . . . . ?
C2 C3 C4 F2 43.9(6) . . . . ?
C2 C3 C4 F3 -76.5(5) . . . . ?
C2 C3 C5 C6 -1.7(7) . . . . ?
C2 C8 C9 F4 158.0(4) . . . . ?
C2 C8 C9 F5 38.6(6) . . . . ?
C2 C8 C9 F6 -81.2(6) . . . . ?
C3 C2 C8 C7 -0.7(6) . . . . ?
C3 C2 C8 C9 178.3(4) . . . . ?
C3 C5 C6 C7 -0.1(7) . . . . ?
C4 C3 C5 C6 178.4(4) . . . . ?
C5 C3 C4 F1 -16.5(6) . . . . ?
C5 C3 C4 F2 -136.2(4) . . . . ?
C5 C3 C4 F3 103.4(5) . . . . ?
C5 C6 C7 C8 1.4(7) . . . . ?
C6 C7 C8 C2 -1.0(6) . . . . ?
C6 C7 C8 C9 179.9(4) . . . . ?
C7 C8 C9 F4 -22.9(6) . . . . ?
C7 C8 C9 F5 -142.3(4) . . . . ?
C7 C8 C9 F6 97.9(5) . . . . ?
C8 C2 C3 C4 -178.0(4) . . . . ?
C8 C2 C3 C5 2.1(6) . . . . ?
C10 C11 C12 O5 3.7(7) . . . . ?
C10 C11 C12 C13 -179.3(4) . . . . ?
C10 C11 C17 C16 -179.6(4) . . . . ?
C11 C12 C13 C14 -1.3(7) . . . . ?
C12 C11 C17 C16 1.1(7) . . . . ?
C12 C13 C14 O6 -177.7(4) . . . . ?
C12 C13 C14 C16 1.5(7) . . . . ?
C13 C14 C16 C17 -0.4(7) . . . . ?
C14 C16 C17 C11 -1.0(7) . . . . ?
C15 O6 C14 C13 174.0(4) . . . . ?
C15 O6 C14 C16 -5.2(6) . . . . ?
C17 C11 C12 O5 -177.0(4) . . . . ?
C17 C11 C12 C13 0.0(7) . . . . ?
C18 O7 C21 C20 7.9(5) . . . . ?
C18 C19 C20 C21 -33.5(5) . . . . ?
C19 C20 C21 O7 16.5(5) . . . . ?
C21 O7 C18 C19 -29.4(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
;
_oxdiff_exptl_absorpt_empirical_full_max 2.177
_oxdiff_exptl_absorpt_empirical_full_min 0.185
####################################################################### 
# 
# 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_231025_hete-ru2(2-oh-4-cf3)_autored
_database_code_depnum_ccdc_archive 'CCDC 2394138'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2024-10-28 deposited with the CCDC.	2024-12-11 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT971_231025_hete-ru22-oh-4-cf3_autored 
;
PROBLEM: Check Calcd Resid. Dens.  1.11Ang From Ru1             3.59 eA-3  
RESPONSE: Residual density near heavy atom.
;
# end Validation Reply Form


_audit_creation_date             2024-01-31
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H30 F18 O12 Ru2'
_chemical_formula_sum            'C42 H30 F18 O12 Ru2'
_chemical_formula_weight         1270.80
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Ru C H O F'
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'
F F 0.0171 0.0103 '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                   9.7520(5)
_cell_length_b                   10.3379(6)
_cell_length_c                   11.7134(5)
_cell_angle_alpha                91.483(4)
_cell_angle_beta                 105.485(4)
_cell_angle_gamma                92.535(4)
_cell_volume                     1136.04(10)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    4289
_cell_measurement_temperature    102
_cell_measurement_theta_max      26.4550
_cell_measurement_theta_min      1.7890
_shelx_estimated_absorpt_T_max   0.946
_shelx_estimated_absorpt_T_min   0.863
_exptl_absorpt_coefficient_mu    0.801
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.26025
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark brown'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.858
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             628
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.094
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0893
_diffrn_reflns_av_unetI/netI     0.1089
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.819
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10585
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.819
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.733
_diffrn_reflns_theta_min         1.973
_diffrn_ambient_temperature      102
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.819
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -80.00  11.00   0.50   30.48    --  -14.06 -68.00 -28.00  182
  2  ω    -47.00  54.00   0.50   30.48    --  -14.06  68.00 104.00  202
  3  ω    -41.00  35.00   0.50   30.48    --  -14.06  57.00-150.00  152
  4  ω     -3.00  23.00   0.50   30.48    --  -14.06 -99.00 120.00   52
  5  ω    -65.00  53.00   0.50   30.48    --   14.53 -77.00 -60.00  236
  6  ω     53.00  89.00   0.50   30.48    --   14.53 179.00 150.00   72
  7  ω     43.00  81.00   0.50   30.48    --   14.53-179.00 -30.00   76
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-Custom'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0178028000
_diffrn_orient_matrix_UB_12      -0.0464967000
_diffrn_orient_matrix_UB_13      0.0379007000
_diffrn_orient_matrix_UB_21      -0.0258001000
_diffrn_orient_matrix_UB_22      0.0495060000
_diffrn_orient_matrix_UB_23      0.0305330000
_diffrn_orient_matrix_UB_31      -0.0687731000
_diffrn_orient_matrix_UB_32      -0.0105454000
_diffrn_orient_matrix_UB_33      -0.0398202000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3388
_reflns_number_total             4823
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.07
_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 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         3.722
_refine_diff_density_min         -1.144
_refine_diff_density_rms         0.212
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     346
_refine_ls_number_reflns         4823
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1052
_refine_ls_R_factor_gt           0.0740
_refine_ls_restrained_S_all      1.013
_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)+(0.1119P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1730
_refine_ls_wR_factor_ref         0.1864
_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 O(H) groups
2. Others
 Sof(H12)=Sof(O5B)=Sof(H5B)=1-FVAR(1)
 Sof(H17)=Sof(O5A)=Sof(H5A)=FVAR(1)
3.a Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B), C21(H21A,H21B)
3.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C12(H12), C13(H13), C16(H16), C17(H17)
3.c Idealised tetrahedral OH refined as rotating group:
 O5A(H5A), O5B(H5B)
;
_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 0.53831(5) 0.02841(4) 0.42046(4) 0.02779(19) Uani 1 1 d . . . . .
F1 F -0.0025(4) 0.3198(4) 0.2602(4) 0.0604(13) Uani 1 1 d . . . . .
F2 F 0.1211(4) 0.1681(3) 0.3519(3) 0.0471(10) Uani 1 1 d . . . . .
F3 F 0.2019(5) 0.2850(4) 0.2341(3) 0.0531(11) Uani 1 1 d . . . . .
F4 F 0.5689(4) 0.5235(4) 0.7560(3) 0.0485(10) Uani 1 1 d . . . . .
F5 F 0.6048(4) 0.3591(4) 0.6544(3) 0.0399(9) Uani 1 1 d . . . . .
F6 F 0.4756(4) 0.3359(4) 0.7763(3) 0.0424(9) Uani 1 1 d . . . . .
F7 F -0.1965(5) -0.4661(4) -0.0210(4) 0.0581(12) Uani 1 1 d . . . . .
F8 F -0.2744(5) -0.4880(4) 0.1324(4) 0.0531(11) Uani 1 1 d . . . . .
F9 F -0.3405(4) -0.3318(4) 0.0174(4) 0.0560(12) Uani 1 1 d . . . . .
O1 O 0.4482(4) 0.2034(4) 0.4235(3) 0.0298(9) Uani 1 1 d . . . . .
O2 O 0.3718(4) 0.1470(4) 0.5809(3) 0.0297(9) Uani 1 1 d . . . . .
O3 O 0.3497(4) -0.0512(4) 0.3100(3) 0.0315(9) Uani 1 1 d . . . . .
O4 O 0.2716(4) -0.1009(3) 0.4678(3) 0.0294(9) Uani 1 1 d . . . . .
O6 O 0.6206(5) 0.1007(4) 0.2679(4) 0.0392(11) Uani 1 1 d . . . . .
C1 C 0.3836(6) 0.2244(5) 0.5018(5) 0.0280(13) Uani 1 1 d . . . . .
C2 C 0.3187(7) 0.3526(6) 0.5057(5) 0.0307(13) Uani 1 1 d . . . . .
C3 C 0.1974(7) 0.3841(6) 0.4190(5) 0.0328(14) Uani 1 1 d . . . . .
C4 C 0.1301(7) 0.2892(6) 0.3154(6) 0.0413(17) Uani 1 1 d . . . . .
C5 C 0.1371(7) 0.5020(6) 0.4236(6) 0.0390(15) Uani 1 1 d . . . . .
H5 H 0.055904 0.522614 0.362712 0.047 Uiso 1 1 calc R U . . .
C6 C 0.1949(7) 0.5898(6) 0.5165(6) 0.0364(15) Uani 1 1 d . . . . .
H6 H 0.152058 0.669923 0.520507 0.044 Uiso 1 1 calc R U . . .
C7 C 0.3153(7) 0.5614(6) 0.6041(5) 0.0336(14) Uani 1 1 d . . . . .
H7 H 0.356016 0.622744 0.667184 0.040 Uiso 1 1 calc R U . . .
C8 C 0.3762(7) 0.4433(6) 0.5998(5) 0.0319(14) Uani 1 1 d . . . . .
C9 C 0.5064(7) 0.4139(6) 0.6974(6) 0.0370(15) Uani 1 1 d . . . . .
C10 C 0.2568(7) -0.1008(5) 0.3566(5) 0.0304(13) Uani 1 1 d . . . . .
C11 C 0.1283(7) -0.1678(6) 0.2783(5) 0.0299(13) Uani 1 1 d . . . . .
C12 C 0.1277(8) -0.2139(7) 0.1638(5) 0.0405(16) Uani 1 1 d . . . . .
H12 H 0.206591 -0.193616 0.133102 0.049 Uiso 0.425(12) 1 calc R U P A 2
C13 C 0.0115(7) -0.2890(6) 0.0962(5) 0.0404(16) Uani 1 1 d . . . . .
H13 H 0.011876 -0.321485 0.019646 0.048 Uiso 1 1 calc R U . . .
C14 C -0.1046(7) -0.3168(6) 0.1391(5) 0.0360(15) Uani 1 1 d . . . . .
C15 C -0.2286(8) -0.4005(7) 0.0666(6) 0.0418(16) Uani 1 1 d . . . . .
C16 C -0.1093(7) -0.2672(6) 0.2486(6) 0.0376(15) Uani 1 1 d . . . . .
H16 H -0.191845 -0.282822 0.275682 0.045 Uiso 1 1 calc R U . . .
C17 C 0.0072(7) -0.1943(6) 0.3190(5) 0.0328(14) Uani 1 1 d . . . . .
H17 H 0.004938 -0.162197 0.395138 0.039 Uiso 0.575(12) 1 calc R U P A 1
C18 C 0.5257(7) 0.1410(6) 0.1582(5) 0.0396(16) Uani 1 1 d . . . . .
H18A H 0.479210 0.221047 0.171574 0.048 Uiso 1 1 calc R U . . .
H18B H 0.451270 0.072146 0.123508 0.048 Uiso 1 1 calc R U . . .
C19 C 0.6230(10) 0.1648(8) 0.0779(7) 0.056(2) Uani 1 1 d . . . . .
H19A H 0.663881 0.255042 0.088506 0.067 Uiso 1 1 calc R U . . .
H19B H 0.570716 0.147800 -0.006366 0.067 Uiso 1 1 calc R U . . .
C20 C 0.7399(9) 0.0682(8) 0.1181(6) 0.055(2) Uani 1 1 d . . . . .
H20A H 0.712817 -0.016623 0.074999 0.067 Uiso 1 1 calc R U . . .
H20B H 0.831756 0.101905 0.106649 0.067 Uiso 1 1 calc R U . . .
C21 C 0.7480(9) 0.0579(9) 0.2484(7) 0.060(2) Uani 1 1 d . . . . .
H21A H 0.760725 -0.033044 0.271740 0.072 Uiso 1 1 calc R U . . .
H21B H 0.830363 0.112024 0.296886 0.072 Uiso 1 1 calc R U . . .
O5A O 0.2320(10) -0.1922(9) 0.1186(7) 0.053(3) Uani 0.575(12) 1 d . . P A 1
H5A H 0.281488 -0.126866 0.153058 0.079 Uiso 0.575(12) 1 calc R U P A 1
O5B O -0.0012(11) -0.1471(11) 0.4208(9) 0.041(3) Uani 0.425(12) 1 d . . P A 2
H5B H 0.081066 -0.136193 0.466939 0.061 Uiso 0.425(12) 1 calc R U 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 Ru1 2.2664(9) 2_656 ?
Ru1 O1 2.049(4) . ?
Ru1 O2 2.050(4) 2_656 ?
Ru1 O3 2.068(4) . ?
Ru1 O4 2.060(4) 2_656 ?
Ru1 O6 2.275(4) . ?
F1 C4 1.338(8) . ?
F2 C4 1.341(7) . ?
F3 C4 1.325(9) . ?
F4 C9 1.342(7) . ?
F5 C9 1.337(8) . ?
F6 C9 1.327(7) . ?
F7 C15 1.329(8) . ?
F8 C15 1.341(8) . ?
F9 C15 1.334(8) . ?
O1 C1 1.263(7) . ?
O2 C1 1.265(7) . ?
O3 C10 1.272(7) . ?
O4 C10 1.271(7) . ?
O6 C18 1.452(7) . ?
O6 C21 1.410(9) . ?
C1 C2 1.499(8) . ?
C2 C3 1.395(8) . ?
C2 C8 1.406(8) . ?
C3 C4 1.524(9) . ?
C3 C5 1.382(9) . ?
C5 H5 0.9500 . ?
C5 C6 1.379(9) . ?
C6 H6 0.9500 . ?
C6 C7 1.386(9) . ?
C7 H7 0.9500 . ?
C7 C8 1.387(9) . ?
C8 C9 1.513(8) . ?
C10 C11 1.472(8) . ?
C11 C12 1.410(9) . ?
C11 C17 1.406(9) . ?
C12 H12 0.9500 . ?
C12 C13 1.388(9) . ?
C12 O5A 1.280(11) . ?
C13 H13 0.9500 . ?
C13 C14 1.378(9) . ?
C14 C15 1.501(8) . ?
C14 C16 1.382(9) . ?
C16 H16 0.9500 . ?
C16 C17 1.388(8) . ?
C17 H17 0.9500 . ?
C17 O5B 1.301(12) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.521(11) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.535(10) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.514(11) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
O5A H5A 0.8400 . ?
O5B H5B 0.8400 . ?

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
Ru1 Ru1 O6 175.56(12) 2_656 . ?
O1 Ru1 Ru1 89.33(11) . 2_656 ?
O1 Ru1 O2 179.41(14) . 2_656 ?
O1 Ru1 O3 90.39(16) . . ?
O1 Ru1 O4 91.59(15) . 2_656 ?
O1 Ru1 O6 87.47(16) . . ?
O2 Ru1 Ru1 90.10(11) 2_656 2_656 ?
O2 Ru1 O3 89.75(16) 2_656 . ?
O2 Ru1 O4 88.26(15) 2_656 2_656 ?
O2 Ru1 O6 93.09(16) 2_656 . ?
O3 Ru1 Ru1 89.40(11) . 2_656 ?
O3 Ru1 O6 93.69(16) . . ?
O4 Ru1 Ru1 89.90(11) 2_656 2_656 ?
O4 Ru1 O3 177.89(14) 2_656 . ?
O4 Ru1 O6 87.12(16) 2_656 . ?
C1 O1 Ru1 118.0(3) . . ?
C1 O2 Ru1 117.2(4) . 2_656 ?
C10 O3 Ru1 118.5(4) . . ?
C10 O4 Ru1 118.4(4) . 2_656 ?
C18 O6 Ru1 122.2(4) . . ?
C21 O6 Ru1 121.5(4) . . ?
C21 O6 C18 110.7(5) . . ?
O1 C1 O2 125.4(6) . . ?
O1 C1 C2 118.5(5) . . ?
O2 C1 C2 116.1(5) . . ?
C3 C2 C1 121.4(5) . . ?
C3 C2 C8 118.0(6) . . ?
C8 C2 C1 120.6(5) . . ?
C2 C3 C4 120.2(6) . . ?
C5 C3 C2 121.2(6) . . ?
C5 C3 C4 118.6(5) . . ?
F1 C4 F2 106.9(5) . . ?
F1 C4 C3 111.1(6) . . ?
F2 C4 C3 111.3(5) . . ?
F3 C4 F1 107.0(5) . . ?
F3 C4 F2 106.7(6) . . ?
F3 C4 C3 113.4(5) . . ?
C3 C5 H5 120.0 . . ?
C6 C5 C3 120.0(6) . . ?
C6 C5 H5 120.0 . . ?
C5 C6 H6 119.9 . . ?
C5 C6 C7 120.2(6) . . ?
C7 C6 H6 119.9 . . ?
C6 C7 H7 120.0 . . ?
C6 C7 C8 120.0(6) . . ?
C8 C7 H7 120.0 . . ?
C2 C8 C9 120.5(6) . . ?
C7 C8 C2 120.6(6) . . ?
C7 C8 C9 118.9(5) . . ?
F4 C9 C8 110.5(5) . . ?
F5 C9 F4 106.3(5) . . ?
F5 C9 C8 111.8(5) . . ?
F6 C9 F4 107.4(5) . . ?
F6 C9 F5 107.9(5) . . ?
F6 C9 C8 112.6(5) . . ?
O3 C10 C11 118.4(5) . . ?
O4 C10 O3 123.7(5) . . ?
O4 C10 C11 117.9(5) . . ?
C12 C11 C10 120.6(6) . . ?
C17 C11 C10 120.6(5) . . ?
C17 C11 C12 118.7(6) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 C11 119.8(7) . . ?
C13 C12 H12 120.1 . . ?
O5A C12 C11 123.0(7) . . ?
O5A C12 C13 117.2(7) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 C12 120.5(6) . . ?
C14 C13 H13 119.7 . . ?
C13 C14 C15 120.2(6) . . ?
C13 C14 C16 120.7(6) . . ?
C16 C14 C15 119.1(6) . . ?
F7 C15 F8 106.8(6) . . ?
F7 C15 F9 106.9(5) . . ?
F7 C15 C14 112.3(6) . . ?
F8 C15 C14 111.8(5) . . ?
F9 C15 F8 106.3(6) . . ?
F9 C15 C14 112.3(5) . . ?
C14 C16 H16 120.1 . . ?
C14 C16 C17 119.8(7) . . ?
C17 C16 H16 120.1 . . ?
C11 C17 H17 119.8 . . ?
C16 C17 C11 120.5(6) . . ?
C16 C17 H17 119.8 . . ?
O5B C17 C11 121.1(7) . . ?
O5B C17 C16 118.4(8) . . ?
O6 C18 H18A 110.9 . . ?
O6 C18 H18B 110.9 . . ?
O6 C18 C19 104.1(6) . . ?
H18A C18 H18B 109.0 . . ?
C19 C18 H18A 110.9 . . ?
C19 C18 H18B 110.9 . . ?
C18 C19 H19A 111.0 . . ?
C18 C19 H19B 111.0 . . ?
C18 C19 C20 104.0(6) . . ?
H19A C19 H19B 109.0 . . ?
C20 C19 H19A 111.0 . . ?
C20 C19 H19B 111.0 . . ?
C19 C20 H20A 111.3 . . ?
C19 C20 H20B 111.3 . . ?
H20A C20 H20B 109.2 . . ?
C21 C20 C19 102.2(6) . . ?
C21 C20 H20A 111.3 . . ?
C21 C20 H20B 111.3 . . ?
O6 C21 C20 108.6(6) . . ?
O6 C21 H21A 110.0 . . ?
O6 C21 H21B 110.0 . . ?
C20 C21 H21A 110.0 . . ?
C20 C21 H21B 110.0 . . ?
H21A C21 H21B 108.3 . . ?
C12 O5A H5A 109.5 . . ?
C17 O5B H5B 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 O1 C1 O2 1.5(7) . . . . ?
Ru1 O1 C1 C2 179.3(4) . . . . ?
Ru1 O2 C1 O1 -1.3(7) 2_656 . . . ?
Ru1 O2 C1 C2 -179.2(4) 2_656 . . . ?
Ru1 O3 C10 O4 2.2(8) . . . . ?
Ru1 O3 C10 C11 -174.6(4) . . . . ?
Ru1 O4 C10 O3 -4.5(7) 2_656 . . . ?
Ru1 O4 C10 C11 172.3(4) 2_656 . . . ?
Ru1 O6 C18 C19 -173.2(4) . . . . ?
Ru1 O6 C21 C20 153.5(5) . . . . ?
O1 C1 C2 C3 71.7(8) . . . . ?
O1 C1 C2 C8 -110.4(6) . . . . ?
O2 C1 C2 C3 -110.3(6) . . . . ?
O2 C1 C2 C8 67.6(7) . . . . ?
O3 C10 C11 C12 20.8(8) . . . . ?
O3 C10 C11 C17 -163.3(6) . . . . ?
O4 C10 C11 C12 -156.1(6) . . . . ?
O4 C10 C11 C17 19.7(8) . . . . ?
O6 C18 C19 C20 31.0(7) . . . . ?
C1 C2 C3 C4 -1.8(9) . . . . ?
C1 C2 C3 C5 179.4(6) . . . . ?
C1 C2 C8 C7 -179.3(5) . . . . ?
C1 C2 C8 C9 1.1(9) . . . . ?
C2 C3 C4 F1 163.7(6) . . . . ?
C2 C3 C4 F2 44.7(9) . . . . ?
C2 C3 C4 F3 -75.7(7) . . . . ?
C2 C3 C5 C6 -1.5(9) . . . . ?
C2 C8 C9 F4 161.0(6) . . . . ?
C2 C8 C9 F5 42.8(8) . . . . ?
C2 C8 C9 F6 -78.9(7) . . . . ?
C3 C2 C8 C7 -1.3(9) . . . . ?
C3 C2 C8 C9 179.1(6) . . . . ?
C3 C5 C6 C7 1.5(9) . . . . ?
C4 C3 C5 C6 179.6(6) . . . . ?
C5 C3 C4 F1 -17.5(9) . . . . ?
C5 C3 C4 F2 -136.5(6) . . . . ?
C5 C3 C4 F3 103.1(7) . . . . ?
C5 C6 C7 C8 -1.3(9) . . . . ?
C6 C7 C8 C2 1.3(9) . . . . ?
C6 C7 C8 C9 -179.2(6) . . . . ?
C7 C8 C9 F4 -18.6(8) . . . . ?
C7 C8 C9 F5 -136.8(5) . . . . ?
C7 C8 C9 F6 101.6(6) . . . . ?
C8 C2 C3 C4 -179.8(6) . . . . ?
C8 C2 C3 C5 1.4(9) . . . . ?
C10 C11 C12 C13 172.9(6) . . . . ?
C10 C11 C12 O5A -5.5(11) . . . . ?
C10 C11 C17 C16 -174.4(5) . . . . ?
C10 C11 C17 O5B 8.5(10) . . . . ?
C11 C12 C13 C14 1.2(10) . . . . ?
C12 C11 C17 C16 1.5(9) . . . . ?
C12 C11 C17 O5B -175.6(8) . . . . ?
C12 C13 C14 C15 -178.7(6) . . . . ?
C12 C13 C14 C16 2.1(10) . . . . ?
C13 C14 C15 F7 16.1(9) . . . . ?
C13 C14 C15 F8 136.1(7) . . . . ?
C13 C14 C15 F9 -104.5(7) . . . . ?
C13 C14 C16 C17 -3.5(10) . . . . ?
C14 C16 C17 C11 1.7(9) . . . . ?
C14 C16 C17 O5B 178.9(8) . . . . ?
C15 C14 C16 C17 177.2(6) . . . . ?
C16 C14 C15 F7 -164.7(6) . . . . ?
C16 C14 C15 F8 -44.7(9) . . . . ?
C16 C14 C15 F9 74.7(8) . . . . ?
C17 C11 C12 C13 -3.0(9) . . . . ?
C17 C11 C12 O5A 178.6(8) . . . . ?
C18 O6 C21 C20 -0.5(8) . . . . ?
C18 C19 C20 C21 -30.6(8) . . . . ?
C19 C20 C21 O6 19.8(9) . . . . ?
C21 O6 C18 C19 -19.4(7) . . . . ?
O5A C12 C13 C14 179.8(8) . . . . ?

_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 2.956
_oxdiff_exptl_absorpt_empirical_full_min 0.491
####################################################################### 
# 
# 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_c-179_hete-ru2(2-oh-4-cl)_auto
_database_code_depnum_ccdc_archive 'CCDC 2394135'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2024-12-09 deposited with the CCDC.	2024-12-11 downloaded from the CCDC.
;
_audit_creation_date             2024-12-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C40 H30 Cl2 F12 O12 Ru2'
_chemical_formula_sum            'C40 H30 Cl2 F12 O12 Ru2'
_chemical_formula_weight         1203.68
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Ru C H O F Cl'
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'
F F 0.0171 0.0103 '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                   10.9776(5)
_cell_length_b                   14.0906(5)
_cell_length_c                   14.7802(7)
_cell_angle_alpha                90
_cell_angle_beta                 107.382(5)
_cell_angle_gamma                90
_cell_volume                     2181.81(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    10833
_cell_measurement_temperature    102
_cell_measurement_theta_max      28.7680
_cell_measurement_theta_min      2.0230
_shelx_estimated_absorpt_T_max   0.900
_shelx_estimated_absorpt_T_min   0.793
_exptl_absorpt_coefficient_mu    0.928
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86501
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.89a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark brown'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.832
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1192
_exptl_crystal_size_max          0.262
_exptl_crystal_size_mid          0.154
_exptl_crystal_size_min          0.116
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_av_unetI/netI     0.0346
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.821
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15083
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.821
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.740
_diffrn_reflns_theta_min         2.043
_diffrn_ambient_temperature      102
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.821
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -64.00   5.00   0.50    1.86    --   14.53 -57.00 -60.00  138
  2  ω     10.00  45.00   0.50    1.86    --   14.53 -57.00 -60.00   70
  3  ω    -41.00  53.00   0.50    1.86    --   14.53 -79.00 153.00  188
  4  ω     55.00  96.00   0.50    1.86    --   14.53 179.00 120.00   82
  5  ω    -51.00 -25.00   0.50    1.86    --  -14.06  79.00 -81.00   52
  6  ω   -100.00 -74.00   0.50    1.86    --  -14.06 179.00 -30.00   52
  7  ω      7.00  33.00   0.50    1.86    --  -14.06  79.00 -81.00   52
  8  ω    -11.00  31.00   0.50    1.86    --  -14.06 -99.00   0.00   84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-Custom'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0488749000
_diffrn_orient_matrix_UB_12      -0.0347628000
_diffrn_orient_matrix_UB_13      -0.0121440000
_diffrn_orient_matrix_UB_21      0.0339587000
_diffrn_orient_matrix_UB_22      -0.0249329000
_diffrn_orient_matrix_UB_23      -0.0265051000
_diffrn_orient_matrix_UB_31      0.0321770000
_diffrn_orient_matrix_UB_32      -0.0265087000
_diffrn_orient_matrix_UB_33      0.0410079000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4104
_reflns_number_total             4637
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.07
_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 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.708
_refine_diff_density_min         -0.876
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     374
_refine_ls_number_reflns         4637
_refine_ls_number_restraints     55
_refine_ls_R_factor_all          0.0350
_refine_ls_R_factor_gt           0.0296
_refine_ls_restrained_S_all      1.117
_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)+(0.0328P)²+1.8704P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0709
_refine_ls_wR_factor_ref         0.0732
_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 O(H) groups
2. Restrained distances
 F1-C4 \\sim F1A-C4
 with sigma of 0.02
 F2-C4 \\sim F2A-C4
 with sigma of 0.005
 F3-C4 \\sim F3A-C4
 with sigma of 0.005
 F4-C9 \\sim F4A-C9
 with sigma of 0.02
 F5-C9 \\sim F5A-C9
 with sigma of 0.005
 F6-C9 \\sim F6A-C9
 with sigma of 0.005
 C12-O5A \\sim C16-O5B
 with sigma of 0.02
3. Rigid bond restraints
 F1, F1A, F2, F2A, F3, F3A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 F4, F4A, F5, F5A, F6, F6A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
F1 \\sim F1A: within 1.7A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 1.7A
F2 \\sim F2A: within 1.7A with sigma of 0.002 and sigma for terminal atoms of
0.004 within 1.7A
F3 \\sim F3A: within 1.7A with sigma of 0.002 and sigma for terminal atoms of
0.004 within 1.7A
F4 \\sim F4A: within 1.7A with sigma of 0.005 and sigma for terminal atoms of
0.01 within 1.7A
F5 \\sim F5A \\sim F6 \\sim F6A: within 1.7A with sigma of 0.002 and sigma for
terminal atoms of 0.004 within 1.7A
Uanis(F2A) \\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.004
5. Others
 Sof(F1A)=Sof(F2A)=Sof(F3A)=1-FVAR(1)
 Sof(F1)=Sof(F2)=Sof(F3)=FVAR(1)
 Sof(F4A)=Sof(F5A)=Sof(F6A)=1-FVAR(2)
 Sof(F4)=Sof(F5)=Sof(F6)=FVAR(2)
 Sof(O5B)=Sof(H5B)=Sof(H12)=1-FVAR(3)
 Sof(O5A)=Sof(H5A)=Sof(H16)=FVAR(3)
6.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B)
6.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C12(H12), C13(H13), C15(H15), C16(H16)
6.c Tetrahedral OH refined with riding coordinates:
 O5B(H5B)
6.d Idealised tetrahedral OH refined as rotating group:
 O5A(H5A)
;
_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 0.96336(2) 0.57418(2) 0.50600(2) 0.01364(7) Uani 1 1 d . . . . .
Cl1 Cl 1.20701(7) 0.42959(6) 1.10905(5) 0.03774(18) Uani 1 1 d . . . . .
F1 F 0.486(2) 0.3982(19) 0.2289(13) 0.044(4) Uani 0.516(12) 1 d D U P A 1
F1A F 0.496(3) 0.381(2) 0.2307(13) 0.051(5) Uani 0.484(12) 1 d D U P A 2
F2 F 0.6792(5) 0.3686(6) 0.2971(5) 0.0545(15) Uani 0.516(12) 1 d D U P A 1
F2A F 0.6949(4) 0.4097(6) 0.3022(5) 0.0448(13) Uani 0.484(12) 1 d D U P A 2
F3 F 0.6110(10) 0.5086(4) 0.3068(7) 0.072(2) Uani 0.516(12) 1 d D U P A 1
F3A F 0.5495(10) 0.5114(3) 0.3010(7) 0.065(2) Uani 0.484(12) 1 d D U P A 2
F4 F 0.6665(15) 0.3336(13) 0.7286(9) 0.062(3) Uani 0.716(8) 1 d D U P B 1
F4A F 0.686(4) 0.323(3) 0.734(2) 0.055(4) Uani 0.284(8) 1 d D U P B 2
F5 F 0.7788(5) 0.4416(3) 0.6814(2) 0.0589(11) Uani 0.716(8) 1 d D U P B 1
F5A F 0.7108(12) 0.4531(4) 0.6850(7) 0.065(2) Uani 0.284(8) 1 d D U P B 2
F6 F 0.8105(3) 0.2959(4) 0.6656(3) 0.0560(10) Uani 0.716(8) 1 d D U P B 1
F6A F 0.8347(5) 0.3369(9) 0.6670(7) 0.0582(15) Uani 0.284(8) 1 d D U P B 2
O1 O 0.78681(14) 0.51860(11) 0.49887(12) 0.0187(3) Uani 1 1 d . . . . .
O2 O 0.85990(14) 0.37142(11) 0.48834(11) 0.0179(3) Uani 1 1 d . . . . .
O3 O 1.02031(15) 0.55923(11) 0.65224(11) 0.0169(3) Uani 1 1 d . . . . .
O4 O 1.09160(16) 0.41262(11) 0.63956(11) 0.0188(3) Uani 1 1 d . . . . .
O5A O 1.0523(2) 0.63167(15) 0.81726(14) 0.0298(7) Uani 0.850(5) 1 d D . P C 1
H5A H 1.033276 0.631079 0.757833 0.045 Uiso 0.850(5) 1 calc R U P C 1
O5B O 1.1868(13) 0.3116(8) 0.7903(8) 0.035(4) Uani 0.150(5) 1 d D . P C 2
H5B H 1.195347 0.262777 0.824268 0.052 Uiso 0.150(5) 1 calc R U P C 2
O6 O 0.90289(15) 0.72955(11) 0.52113(11) 0.0182(3) Uani 1 1 d . . . . .
C1 C 0.7744(2) 0.42989(16) 0.49151(16) 0.0168(5) Uani 1 1 d . . . . .
C2 C 0.6445(2) 0.38973(16) 0.48438(17) 0.0193(5) Uani 1 1 d . . . . .
C3 C 0.5512(2) 0.38304(18) 0.39655(19) 0.0247(5) Uani 1 1 d . . . . .
C4 C 0.5763(3) 0.4168(2) 0.3077(2) 0.0373(7) Uani 1 1 d D . . . .
C5 C 0.4315(3) 0.3457(2) 0.3900(2) 0.0342(7) Uani 1 1 d . . . . .
H5 H 0.368207 0.341788 0.330078 0.041 Uiso 1 1 calc R U . . .
C6 C 0.4046(3) 0.3143(2) 0.4701(2) 0.0367(7) Uani 1 1 d . . . . .
H6 H 0.322586 0.289261 0.465286 0.044 Uiso 1 1 calc R U . . .
C7 C 0.4959(3) 0.3190(2) 0.5572(2) 0.0351(7) Uani 1 1 d . . . . .
H7 H 0.476840 0.296738 0.612117 0.042 Uiso 1 1 calc R U . . .
C8 C 0.6156(3) 0.35618(18) 0.56515(19) 0.0269(6) Uani 1 1 d . . . . .
C9 C 0.7134(3) 0.3605(2) 0.6607(2) 0.0438(8) Uani 1 1 d D . . . .
C10 C 1.0715(2) 0.48122(16) 0.68867(16) 0.0168(5) Uani 1 1 d . . . . .
C11 C 1.1074(2) 0.47019(17) 0.79248(16) 0.0183(5) Uani 1 1 d . . . . .
C12 C 1.0934(2) 0.54499(18) 0.85136(17) 0.0226(5) Uani 1 1 d D . . . .
H12 H 1.063174 0.604929 0.824468 0.027 Uiso 0.150(5) 1 calc R U P C 2
C13 C 1.1234(3) 0.5318(2) 0.94891(18) 0.0272(6) Uani 1 1 d . . . . .
H13 H 1.112242 0.581987 0.988635 0.033 Uiso 1 1 calc R U . . .
C14 C 1.1697(2) 0.4450(2) 0.98711(18) 0.0266(6) Uani 1 1 d . . . . .
C15 C 1.1866(3) 0.3701(2) 0.93134(19) 0.0292(6) Uani 1 1 d . . . . .
H15 H 1.218871 0.310878 0.959005 0.035 Uiso 1 1 calc R U . . .
C16 C 1.1554(2) 0.38359(18) 0.83470(18) 0.0259(6) Uani 1 1 d D . . . .
H16 H 1.166734 0.332780 0.795754 0.031 Uiso 0.850(5) 1 calc R U P C 1
C17 C 0.9773(3) 0.77885(17) 0.60611(17) 0.0246(5) Uani 1 1 d . . . . .
H17A H 1.069123 0.763216 0.620795 0.030 Uiso 1 1 calc R U . . .
H17B H 0.948099 0.761561 0.661147 0.030 Uiso 1 1 calc R U . . .
C18 C 0.9544(3) 0.88266(19) 0.58254(19) 0.0324(6) Uani 1 1 d . . . . .
H18A H 1.025735 0.922082 0.621064 0.039 Uiso 1 1 calc R U . . .
H18B H 0.873717 0.904523 0.592660 0.039 Uiso 1 1 calc R U . . .
C19 C 0.9465(3) 0.88575(18) 0.47770(19) 0.0283(6) Uani 1 1 d . . . . .
H19A H 0.894000 0.939986 0.445380 0.034 Uiso 1 1 calc R U . . .
H19B H 1.032563 0.890643 0.469487 0.034 Uiso 1 1 calc R U . . .
C20 C 0.8841(3) 0.79233(18) 0.44006(19) 0.0315(6) Uani 1 1 d . . . . .
H20A H 0.791836 0.801592 0.408004 0.038 Uiso 1 1 calc R U . . .
H20B H 0.923707 0.765010 0.393905 0.038 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 Ru1 2.2658(3) 3_766 ?
Ru1 O1 2.0637(15) . ?
Ru1 O2 2.0643(15) 3_766 ?
Ru1 O3 2.0736(16) . ?
Ru1 O4 2.0618(16) 3_766 ?
Ru1 O6 2.3178(15) . ?
Cl1 C14 1.739(3) . ?
F1 C4 1.312(11) . ?
F1A C4 1.315(11) . ?
F2 C4 1.367(5) . ?
F2A C4 1.332(5) . ?
F3 C4 1.349(5) . ?
F3A C4 1.362(5) . ?
F4 C9 1.313(7) . ?
F4A C9 1.312(15) . ?
F5 C9 1.335(4) . ?
F5A C9 1.355(5) . ?
F6 C9 1.387(5) . ?
F6A C9 1.348(6) . ?
O1 C1 1.259(3) . ?
O2 C1 1.260(3) . ?
O3 C10 1.278(3) . ?
O4 C10 1.267(3) . ?
O5A H5A 0.8400 . ?
O5A C12 1.347(3) . ?
O5B H5B 0.8400 . ?
O5B C16 1.310(11) . ?
O6 C17 1.454(3) . ?
O6 C20 1.454(3) . ?
C1 C2 1.509(3) . ?
C2 C3 1.396(3) . ?
C2 C8 1.405(4) . ?
C3 C4 1.498(4) . ?
C3 C5 1.392(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.376(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.377(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.386(4) . ?
C8 C9 1.499(4) . ?
C10 C11 1.474(3) . ?
C11 C12 1.404(4) . ?
C11 C16 1.400(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.392(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.378(4) . ?
C14 C15 1.386(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.379(4) . ?
C16 H16 0.9500 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.507(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.527(4) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.511(4) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?

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
Ru1 Ru1 O6 176.04(4) 3_766 . ?
O1 Ru1 Ru1 89.76(4) . 3_766 ?
O1 Ru1 O2 179.22(6) . 3_766 ?
O1 Ru1 O3 90.04(6) . . ?
O1 Ru1 O6 94.11(6) . . ?
O2 Ru1 Ru1 89.68(4) 3_766 3_766 ?
O2 Ru1 O3 90.48(6) 3_766 . ?
O2 Ru1 O6 86.46(6) 3_766 . ?
O3 Ru1 Ru1 89.10(4) . 3_766 ?
O3 Ru1 O6 90.07(6) . . ?
O4 Ru1 Ru1 90.10(4) 3_766 3_766 ?
O4 Ru1 O1 90.19(7) 3_766 . ?
O4 Ru1 O2 89.27(7) 3_766 3_766 ?
O4 Ru1 O3 179.16(6) 3_766 . ?
O4 Ru1 O6 90.72(6) 3_766 . ?
C1 O1 Ru1 117.20(15) . . ?
C1 O2 Ru1 117.20(14) . 3_766 ?
C10 O3 Ru1 118.96(15) . . ?
C10 O4 Ru1 118.83(14) . 3_766 ?
C12 O5A H5A 109.5 . . ?
C16 O5B H5B 109.5 . . ?
C17 O6 Ru1 115.55(13) . . ?
C20 O6 Ru1 118.00(14) . . ?
C20 O6 C17 109.03(18) . . ?
O1 C1 O2 126.2(2) . . ?
O1 C1 C2 117.0(2) . . ?
O2 C1 C2 116.83(19) . . ?
C3 C2 C1 120.4(2) . . ?
C3 C2 C8 118.6(2) . . ?
C8 C2 C1 121.0(2) . . ?
C2 C3 C4 121.2(2) . . ?
C5 C3 C2 120.3(3) . . ?
C5 C3 C4 118.5(2) . . ?
F1 C4 F2 103.3(15) . . ?
F1 C4 F3 108.9(12) . . ?
F1 C4 C3 115.2(13) . . ?
F1A C4 F2A 109.2(16) . . ?
F1A C4 F3A 104.0(14) . . ?
F1A C4 C3 112.7(14) . . ?
F2 C4 C3 108.5(4) . . ?
F2A C4 F3A 105.2(4) . . ?
F2A C4 C3 118.0(4) . . ?
F3 C4 F2 103.3(4) . . ?
F3 C4 C3 116.1(5) . . ?
F3A C4 C3 106.4(5) . . ?
C3 C5 H5 119.9 . . ?
C6 C5 C3 120.2(3) . . ?
C6 C5 H5 119.9 . . ?
C5 C6 H6 119.8 . . ?
C5 C6 C7 120.4(3) . . ?
C7 C6 H6 119.8 . . ?
C6 C7 H7 119.9 . . ?
C6 C7 C8 120.3(3) . . ?
C8 C7 H7 119.9 . . ?
C2 C8 C9 120.5(2) . . ?
C7 C8 C2 120.2(3) . . ?
C7 C8 C9 119.3(3) . . ?
F4 C9 F5 112.3(9) . . ?
F4 C9 F6 104.0(8) . . ?
F4 C9 C8 112.0(8) . . ?
F4A C9 F5A 98(2) . . ?
F4A C9 F6A 107.7(19) . . ?
F4A C9 C8 119(2) . . ?
F5 C9 F6 101.4(3) . . ?
F5 C9 C8 115.8(3) . . ?
F5A C9 C8 102.9(5) . . ?
F6 C9 C8 110.2(3) . . ?
F6A C9 F5A 108.5(6) . . ?
F6A C9 C8 118.0(5) . . ?
O3 C10 C11 118.4(2) . . ?
O4 C10 O3 123.0(2) . . ?
O4 C10 C11 118.6(2) . . ?
C12 C11 C10 121.4(2) . . ?
C16 C11 C10 120.3(2) . . ?
C16 C11 C12 118.3(2) . . ?
O5A C12 C11 122.4(2) . . ?
O5A C12 C13 117.2(2) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.4(2) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 120.4 . . ?
C14 C13 C12 119.1(3) . . ?
C14 C13 H13 120.4 . . ?
C13 C14 Cl1 118.7(2) . . ?
C13 C14 C15 122.1(2) . . ?
C15 C14 Cl1 119.3(2) . . ?
C14 C15 H15 120.8 . . ?
C16 C15 C14 118.4(2) . . ?
C16 C15 H15 120.8 . . ?
O5B C16 C11 124.9(6) . . ?
O5B C16 C15 113.0(6) . . ?
C11 C16 H16 119.1 . . ?
C15 C16 C11 121.7(3) . . ?
C15 C16 H16 119.1 . . ?
O6 C17 H17A 110.8 . . ?
O6 C17 H17B 110.8 . . ?
O6 C17 C18 104.6(2) . . ?
H17A C17 H17B 108.9 . . ?
C18 C17 H17A 110.8 . . ?
C18 C17 H17B 110.8 . . ?
C17 C18 H18A 111.3 . . ?
C17 C18 H18B 111.3 . . ?
C17 C18 C19 102.5(2) . . ?
H18A C18 H18B 109.2 . . ?
C19 C18 H18A 111.3 . . ?
C19 C18 H18B 111.3 . . ?
C18 C19 H19A 111.1 . . ?
C18 C19 H19B 111.1 . . ?
H19A C19 H19B 109.1 . . ?
C20 C19 C18 103.3(2) . . ?
C20 C19 H19A 111.1 . . ?
C20 C19 H19B 111.1 . . ?
O6 C20 C19 106.8(2) . . ?
O6 C20 H20A 110.4 . . ?
O6 C20 H20B 110.4 . . ?
C19 C20 H20A 110.4 . . ?
C19 C20 H20B 110.4 . . ?
H20A C20 H20B 108.6 . . ?

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 C1 O2 0.2(3) . . . . ?
Ru1 O1 C1 C2 -178.83(15) . . . . ?
Ru1 O2 C1 O1 -0.8(3) 3_766 . . . ?
Ru1 O2 C1 C2 178.23(15) 3_766 . . . ?
Ru1 O3 C10 O4 1.4(3) . . . . ?
Ru1 O3 C10 C11 -177.84(14) . . . . ?
Ru1 O4 C10 O3 -1.1(3) 3_766 . . . ?
Ru1 O4 C10 C11 178.11(15) 3_766 . . . ?
Ru1 O6 C17 C18 159.65(17) . . . . ?
Ru1 O6 C20 C19 -136.28(18) . . . . ?
Cl1 C14 C15 C16 179.5(2) . . . . ?
O1 C1 C2 C3 86.1(3) . . . . ?
O1 C1 C2 C8 -95.5(3) . . . . ?
O2 C1 C2 C3 -93.0(3) . . . . ?
O2 C1 C2 C8 85.4(3) . . . . ?
O3 C10 C11 C12 -3.8(3) . . . . ?
O3 C10 C11 C16 175.5(2) . . . . ?
O4 C10 C11 C12 176.9(2) . . . . ?
O4 C10 C11 C16 -3.8(3) . . . . ?
O5A C12 C13 C14 -178.0(2) . . . . ?
O6 C17 C18 C19 -36.0(3) . . . . ?
C1 C2 C3 C4 -1.1(4) . . . . ?
C1 C2 C3 C5 179.8(2) . . . . ?
C1 C2 C8 C7 -179.7(2) . . . . ?
C1 C2 C8 C9 0.6(4) . . . . ?
C2 C3 C4 F1 173.6(15) . . . . ?
C2 C3 C4 F1A 161.0(16) . . . . ?
C2 C3 C4 F2 58.3(5) . . . . ?
C2 C3 C4 F2A 32.1(6) . . . . ?
C2 C3 C4 F3 -57.4(6) . . . . ?
C2 C3 C4 F3A -85.7(6) . . . . ?
C2 C3 C5 C6 -0.5(4) . . . . ?
C2 C8 C9 F4 174.7(9) . . . . ?
C2 C8 C9 F4A -175(2) . . . . ?
C2 C8 C9 F5 44.2(5) . . . . ?
C2 C8 C9 F5A 77.4(7) . . . . ?
C2 C8 C9 F6 -70.2(4) . . . . ?
C2 C8 C9 F6A -42.0(7) . . . . ?
C3 C2 C8 C7 -1.2(4) . . . . ?
C3 C2 C8 C9 179.1(3) . . . . ?
C3 C5 C6 C7 -0.4(4) . . . . ?
C4 C3 C5 C6 -179.7(3) . . . . ?
C5 C3 C4 F1 -7.2(16) . . . . ?
C5 C3 C4 F1A -19.9(17) . . . . ?
C5 C3 C4 F2 -122.5(5) . . . . ?
C5 C3 C4 F2A -148.7(5) . . . . ?
C5 C3 C4 F3 121.8(6) . . . . ?
C5 C3 C4 F3A 93.5(6) . . . . ?
C5 C6 C7 C8 0.5(4) . . . . ?
C6 C7 C8 C2 0.3(4) . . . . ?
C6 C7 C8 C9 -180.0(3) . . . . ?
C7 C8 C9 F4 -5.0(10) . . . . ?
C7 C8 C9 F4A 5(2) . . . . ?
C7 C8 C9 F5 -135.5(4) . . . . ?
C7 C8 C9 F5A -102.3(6) . . . . ?
C7 C8 C9 F6 110.1(4) . . . . ?
C7 C8 C9 F6A 138.2(7) . . . . ?
C8 C2 C3 C4 -179.5(3) . . . . ?
C8 C2 C3 C5 1.3(4) . . . . ?
C10 C11 C12 O5A -3.1(4) . . . . ?
C10 C11 C12 C13 177.6(2) . . . . ?
C10 C11 C16 O5B 8.7(9) . . . . ?
C10 C11 C16 C15 -178.2(2) . . . . ?
C11 C12 C13 C14 1.3(4) . . . . ?
C12 C11 C16 O5B -172.0(8) . . . . ?
C12 C11 C16 C15 1.1(4) . . . . ?
C12 C13 C14 Cl1 179.9(2) . . . . ?
C12 C13 C14 C15 -0.4(4) . . . . ?
C13 C14 C15 C16 -0.3(4) . . . . ?
C14 C15 C16 O5B 173.7(7) . . . . ?
C14 C15 C16 C11 -0.1(4) . . . . ?
C16 C11 C12 O5A 177.6(2) . . . . ?
C16 C11 C12 C13 -1.7(4) . . . . ?
C17 O6 C20 C19 -1.8(3) . . . . ?
C17 C18 C19 C20 34.4(3) . . . . ?
C18 C19 C20 O6 -20.6(3) . . . . ?
C20 O6 C17 C18 24.0(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
;
_oxdiff_exptl_absorpt_empirical_full_max 3.228
_oxdiff_exptl_absorpt_empirical_full_min 0.413
####################################################################### 
# 
# 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_231025_hete-ru2(2-oh-5-m)_auto
_database_code_depnum_ccdc_archive 'CCDC 2394139'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2024-10-28 deposited with the CCDC.	2024-12-11 downloaded from the CCDC.
;
_audit_creation_date             2024-01-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H36 F12 O12 Ru2, 1[C4H8O]'
_chemical_formula_sum            'C46 H44 F12 O13 Ru2'
_chemical_formula_weight         1234.95
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Ru C H O F'
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'
F F 0.0171 0.0103 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   25.9938(10)
_cell_length_b                   8.5471(4)
_cell_length_c                   21.7511(9)
_cell_angle_alpha                90
_cell_angle_beta                 96.794(4)
_cell_angle_gamma                90
_cell_volume                     4798.5(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7706
_cell_measurement_temperature    102
_cell_measurement_theta_max      28.6600
_cell_measurement_theta_min      1.5640
_shelx_estimated_absorpt_T_max   0.957
_shelx_estimated_absorpt_T_min   0.860
_exptl_absorpt_coefficient_mu    0.740
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.35502
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.89a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark brown'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.709
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2480
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0774
_diffrn_reflns_av_unetI/netI     0.0642
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.811
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            12790
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.811
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.561
_diffrn_reflns_theta_min         1.578
_diffrn_ambient_temperature      102
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.811
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -69.00  89.00   0.50    8.50    --   14.61  14.00 -36.00  316
  2  ω   -105.00 -65.00   0.50    8.50    --  -14.22 179.00   0.00   80
  3  ω    -28.00  30.00   0.50    8.50    --   14.61 -57.00 -60.00  116
  4  ω     63.00  95.00   0.50    8.50    --   14.61-179.00  90.00   64
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-Custom'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0062623000
_diffrn_orient_matrix_UB_12      0.0075771000
_diffrn_orient_matrix_UB_13      0.0324581000
_diffrn_orient_matrix_UB_21      0.0263268000
_diffrn_orient_matrix_UB_22      0.0131520000
_diffrn_orient_matrix_UB_23      -0.0041293000
_diffrn_orient_matrix_UB_31      -0.0048092000
_diffrn_orient_matrix_UB_32      0.0816671000
_diffrn_orient_matrix_UB_33      -0.0023811000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4188
_reflns_number_total             4979
_reflns_odcompleteness_completeness 99.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.07
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.813
_refine_diff_density_min         -1.409
_refine_diff_density_rms         0.145
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         4979
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0497
_refine_ls_restrained_S_all      1.042
_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)+(0.1046P)²+1.1870P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1432
_refine_ls_wR_factor_ref         0.1480
_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, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C19(H19A,H19B), C18(H18A,H18B), C20(H20A,H20B)
2.b Aromatic/amide H refined with riding coordinates:
 C17(H17), C7(H7), C6(H6), C13(H13), C5(H5A), C14(H14)
2.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C)
2.d Idealised tetrahedral OH refined as rotating group:
 O5(H5)
;
_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 0.73762(2) 0.62942(3) 0.48168(2) 0.01623(14) Uani 1 1 d . . . . .
O4 O 0.68875(9) 0.9142(3) 0.54004(12) 0.0205(5) Uani 1 1 d . . . . .
O2 O 0.74186(9) 0.9634(2) 0.43046(12) 0.0210(5) Uani 1 1 d . . . . .
O3 O 0.66347(9) 0.6774(3) 0.50291(12) 0.0209(5) Uani 1 1 d . . . . .
O1 O 0.71924(9) 0.7235(2) 0.39421(11) 0.0200(5) Uani 1 1 d . . . . .
F3 F 0.61951(10) 0.8819(3) 0.38316(13) 0.0397(6) Uani 1 1 d . . . . .
O6 O 0.70673(10) 0.3875(2) 0.44764(13) 0.0239(6) Uani 1 1 d . . . . .
F2 F 0.61927(10) 0.6903(3) 0.31935(13) 0.0423(6) Uani 1 1 d . . . . .
F6 F 0.82220(10) 0.9038(3) 0.35681(13) 0.0471(7) Uani 1 1 d . . . . .
F5 F 0.81058(13) 1.1545(3) 0.35760(15) 0.0584(8) Uani 1 1 d . . . . .
F1 F 0.57116(11) 0.8920(3) 0.29623(16) 0.0568(8) Uani 1 1 d . . . . .
F4 F 0.83767(12) 1.0433(5) 0.27937(16) 0.0729(11) Uani 1 1 d . . . . .
O5 O 0.56929(13) 0.5834(4) 0.5090(2) 0.0550(10) Uani 1 1 d . . . . .
H5 H 0.599647 0.576210 0.499660 0.083 Uiso 1 1 calc R U . . .
C10 C 0.65411(13) 0.8080(4) 0.52780(16) 0.0200(7) Uani 1 1 d . . . . .
C2 C 0.71129(15) 0.9356(4) 0.32340(18) 0.0259(8) Uani 1 1 d . . . . .
C1 C 0.72541(14) 0.8698(3) 0.38821(18) 0.0198(8) Uani 1 1 d . . . . .
C21 C 0.67829(15) 0.2974(4) 0.4906(2) 0.0316(9) Uani 1 1 d . . . . .
H21A H 0.668007 0.366367 0.523644 0.038 Uiso 1 1 calc R U . . .
H21B H 0.700354 0.212335 0.510188 0.038 Uiso 1 1 calc R U . . .
C11 C 0.60167(15) 0.8389(5) 0.5437(2) 0.0285(9) Uani 1 1 d . . . . .
C8 C 0.75001(17) 1.0083(4) 0.2926(2) 0.0341(10) Uani 1 1 d . . . . .
C3 C 0.66201(16) 0.9229(5) 0.2935(2) 0.0322(9) Uani 1 1 d . . . . .
C17 C 0.59073(15) 0.9842(5) 0.5706(2) 0.0317(9) Uani 1 1 d . . . . .
H17 H 0.617542 1.059945 0.577287 0.038 Uiso 1 1 calc R U . . .
C19 C 0.62647(18) 0.3211(6) 0.3935(3) 0.0465(12) Uani 1 1 d . . . . .
H19A H 0.606453 0.418783 0.396574 0.056 Uiso 1 1 calc R U . . .
H19B H 0.609862 0.257317 0.358705 0.056 Uiso 1 1 calc R U . . .
C18 C 0.6828(2) 0.3552(5) 0.3864(2) 0.0409(11) Uani 1 1 d . . . . .
H18A H 0.699284 0.263736 0.368748 0.049 Uiso 1 1 calc R U . . .
H18B H 0.685679 0.446508 0.359001 0.049 Uiso 1 1 calc R U . . .
C12 C 0.56269(16) 0.7258(5) 0.5350(2) 0.0394(10) Uani 1 1 d . . . . .
C20 C 0.63153(18) 0.2309(6) 0.4535(2) 0.0469(11) Uani 1 1 d . . . . .
H20A H 0.600420 0.245391 0.475119 0.056 Uiso 1 1 calc R U . . .
H20B H 0.636155 0.117887 0.445917 0.056 Uiso 1 1 calc R U . . .
C7 C 0.7377(2) 1.0629(5) 0.2328(2) 0.0430(11) Uani 1 1 d . . . . .
H7 H 0.763881 1.109335 0.211791 0.052 Uiso 1 1 calc R U . . .
C4 C 0.61824(17) 0.8470(5) 0.3234(2) 0.0357(10) Uani 1 1 d . . . . .
C6 C 0.6879(2) 1.0506(6) 0.2033(2) 0.0500(12) Uani 1 1 d . . . . .
H6 H 0.679667 1.090077 0.162512 0.060 Uiso 1 1 calc R U . . .
C13 C 0.51410(16) 0.7604(6) 0.5522(2) 0.0500(12) Uani 1 1 d . . . . .
H13 H 0.487319 0.684455 0.545825 0.060 Uiso 1 1 calc R U . . .
C9 C 0.80443(19) 1.0258(6) 0.3219(2) 0.0446(12) Uani 1 1 d . . . . .
C15 C 0.54250(17) 1.0199(5) 0.5876(2) 0.0440(12) Uani 1 1 d . . . . .
C5 C 0.6498(2) 0.9806(6) 0.2334(2) 0.0472(12) Uani 1 1 d . . . . .
H5A H 0.615424 0.971730 0.213248 0.057 Uiso 1 1 calc R U . . .
C14 C 0.50397(18) 0.9017(6) 0.5781(3) 0.0500(13) Uani 1 1 d . . . . .
H14 H 0.470518 0.920822 0.589969 0.060 Uiso 1 1 calc R U . . .
C16 C 0.5316(2) 1.1756(7) 0.6152(3) 0.0583(15) Uani 1 1 d . . . . .
H16A H 0.562419 1.241999 0.616530 0.087 Uiso 1 1 calc R U . . .
H16B H 0.522538 1.160479 0.657232 0.087 Uiso 1 1 calc R U . . .
H16C H 0.502625 1.225982 0.589668 0.087 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 Ru1 2.2752(5) 7_666 ?
Ru1 O4 2.059(2) 7_666 ?
Ru1 O2 2.080(3) 7_666 ?
Ru1 O3 2.075(2) . ?
Ru1 O1 2.069(2) . ?
Ru1 O6 2.309(2) . ?
O4 C10 1.284(4) . ?
O2 C1 1.255(4) . ?
O3 C10 1.277(4) . ?
O1 C1 1.270(4) . ?
F3 C4 1.331(5) . ?
O6 C21 1.476(4) . ?
O6 C18 1.428(6) . ?
F2 C4 1.342(5) . ?
F6 C9 1.339(6) . ?
F5 C9 1.345(6) . ?
F1 C4 1.350(6) . ?
F4 C9 1.347(5) . ?
O5 H5 0.8400 . ?
O5 C12 1.361(5) . ?
C10 C11 1.470(5) . ?
C2 C1 1.522(5) . ?
C2 C8 1.417(5) . ?
C2 C3 1.371(6) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C20 1.490(6) . ?
C11 C17 1.416(5) . ?
C11 C12 1.397(6) . ?
C8 C7 1.382(6) . ?
C8 C9 1.489(7) . ?
C3 C4 1.520(6) . ?
C3 C5 1.398(7) . ?
C17 H17 0.9500 . ?
C17 C15 1.382(5) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C18 1.520(7) . ?
C19 C20 1.507(7) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C12 C13 1.391(6) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C7 H7 0.9500 . ?
C7 C6 1.381(7) . ?
C6 H6 0.9500 . ?
C6 C5 1.386(7) . ?
C13 H13 0.9500 . ?
C13 C14 1.371(7) . ?
C15 C14 1.420(7) . ?
C15 C16 1.500(6) . ?
C5 H5A 0.9500 . ?
C14 H14 0.9500 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 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
Ru1 Ru1 O6 175.70(7) 7_666 . ?
O4 Ru1 Ru1 90.71(7) 7_666 7_666 ?
O4 Ru1 O2 89.85(10) 7_666 7_666 ?
O4 Ru1 O3 178.98(9) 7_666 . ?
O4 Ru1 O1 88.81(9) 7_666 . ?
O4 Ru1 O6 93.53(9) 7_666 . ?
O2 Ru1 Ru1 89.58(6) 7_666 7_666 ?
O2 Ru1 O6 89.69(9) 7_666 . ?
O3 Ru1 Ru1 88.56(7) . 7_666 ?
O3 Ru1 O2 90.86(10) . 7_666 ?
O3 Ru1 O6 87.21(9) . . ?
O1 Ru1 Ru1 89.71(6) . 7_666 ?
O1 Ru1 O2 178.48(8) . 7_666 ?
O1 Ru1 O3 90.48(10) . . ?
O1 Ru1 O6 91.11(9) . . ?
C10 O4 Ru1 118.2(2) . 7_666 ?
C1 O2 Ru1 117.2(2) . 7_666 ?
C10 O3 Ru1 119.7(2) . . ?
C1 O1 Ru1 117.3(2) . . ?
C21 O6 Ru1 116.5(2) . . ?
C18 O6 Ru1 124.6(2) . . ?
C18 O6 C21 107.2(3) . . ?
C12 O5 H5 109.5 . . ?
O4 C10 C11 118.1(3) . . ?
O3 C10 O4 122.8(3) . . ?
O3 C10 C11 119.1(3) . . ?
C8 C2 C1 119.6(4) . . ?
C3 C2 C1 121.3(3) . . ?
C3 C2 C8 119.1(4) . . ?
O2 C1 O1 126.1(3) . . ?
O2 C1 C2 117.8(3) . . ?
O1 C1 C2 116.1(3) . . ?
O6 C21 H21A 110.3 . . ?
O6 C21 H21B 110.3 . . ?
O6 C21 C20 107.0(3) . . ?
H21A C21 H21B 108.6 . . ?
C20 C21 H21A 110.3 . . ?
C20 C21 H21B 110.3 . . ?
C17 C11 C10 119.5(4) . . ?
C12 C11 C10 121.4(3) . . ?
C12 C11 C17 119.0(4) . . ?
C2 C8 C9 122.2(4) . . ?
C7 C8 C2 119.7(4) . . ?
C7 C8 C9 118.1(4) . . ?
C2 C3 C4 122.4(4) . . ?
C2 C3 C5 120.8(4) . . ?
C5 C3 C4 116.8(4) . . ?
C11 C17 H17 118.8 . . ?
C15 C17 C11 122.5(4) . . ?
C15 C17 H17 118.8 . . ?
H19A C19 H19B 109.3 . . ?
C18 C19 H19A 111.5 . . ?
C18 C19 H19B 111.5 . . ?
C20 C19 H19A 111.5 . . ?
C20 C19 H19B 111.5 . . ?
C20 C19 C18 101.5(4) . . ?
O6 C18 C19 105.1(4) . . ?
O6 C18 H18A 110.7 . . ?
O6 C18 H18B 110.7 . . ?
C19 C18 H18A 110.7 . . ?
C19 C18 H18B 110.7 . . ?
H18A C18 H18B 108.8 . . ?
O5 C12 C11 123.4(4) . . ?
O5 C12 C13 117.7(4) . . ?
C13 C12 C11 118.9(4) . . ?
C21 C20 C19 104.9(3) . . ?
C21 C20 H20A 110.8 . . ?
C21 C20 H20B 110.8 . . ?
C19 C20 H20A 110.8 . . ?
C19 C20 H20B 110.8 . . ?
H20A C20 H20B 108.9 . . ?
C8 C7 H7 119.6 . . ?
C6 C7 C8 120.7(4) . . ?
C6 C7 H7 119.6 . . ?
F3 C4 F2 106.8(4) . . ?
F3 C4 F1 106.2(3) . . ?
F3 C4 C3 112.8(4) . . ?
F2 C4 F1 106.3(4) . . ?
F2 C4 C3 112.1(3) . . ?
F1 C4 C3 112.2(4) . . ?
C7 C6 H6 120.1 . . ?
C7 C6 C5 119.8(5) . . ?
C5 C6 H6 120.1 . . ?
C12 C13 H13 119.2 . . ?
C14 C13 C12 121.5(4) . . ?
C14 C13 H13 119.2 . . ?
F6 C9 F5 107.5(4) . . ?
F6 C9 F4 105.6(4) . . ?
F6 C9 C8 114.3(4) . . ?
F5 C9 F4 105.3(4) . . ?
F5 C9 C8 111.8(4) . . ?
F4 C9 C8 111.7(4) . . ?
C17 C15 C14 116.7(4) . . ?
C17 C15 C16 121.5(4) . . ?
C14 C15 C16 121.7(4) . . ?
C3 C5 H5A 120.1 . . ?
C6 C5 C3 119.9(5) . . ?
C6 C5 H5A 120.1 . . ?
C13 C14 C15 121.3(4) . . ?
C13 C14 H14 119.3 . . ?
C15 C14 H14 119.3 . . ?
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 . . ?

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 C10 O3 0.0(5) 7_666 . . . ?
Ru1 O4 C10 C11 179.6(3) 7_666 . . . ?
Ru1 O2 C1 O1 1.3(5) 7_666 . . . ?
Ru1 O2 C1 C2 -178.8(2) 7_666 . . . ?
Ru1 O3 C10 O4 0.8(5) . . . . ?
Ru1 O3 C10 C11 -178.8(3) . . . . ?
Ru1 O1 C1 O2 0.3(5) . . . . ?
Ru1 O1 C1 C2 -179.7(2) . . . . ?
Ru1 O6 C21 C20 135.9(3) . . . . ?
Ru1 O6 C18 C19 -111.7(3) . . . . ?
O4 C10 C11 C17 1.2(6) . . . . ?
O4 C10 C11 C12 -176.4(4) . . . . ?
O3 C10 C11 C17 -179.2(4) . . . . ?
O3 C10 C11 C12 3.1(6) . . . . ?
O6 C21 C20 C19 -15.3(5) . . . . ?
O5 C12 C13 C14 -179.4(5) . . . . ?
C10 C11 C17 C15 -178.9(4) . . . . ?
C10 C11 C12 O5 -3.0(7) . . . . ?
C10 C11 C12 C13 178.6(4) . . . . ?
C2 C8 C7 C6 1.5(7) . . . . ?
C2 C8 C9 F6 37.5(6) . . . . ?
C2 C8 C9 F5 -84.9(5) . . . . ?
C2 C8 C9 F4 157.4(4) . . . . ?
C2 C3 C4 F3 39.2(5) . . . . ?
C2 C3 C4 F2 -81.4(5) . . . . ?
C2 C3 C4 F1 159.1(4) . . . . ?
C2 C3 C5 C6 0.4(7) . . . . ?
C1 C2 C8 C7 177.6(4) . . . . ?
C1 C2 C8 C9 -1.2(6) . . . . ?
C1 C2 C3 C4 1.7(6) . . . . ?
C1 C2 C3 C5 -178.5(4) . . . . ?
C21 O6 C18 C19 29.5(4) . . . . ?
C11 C17 C15 C14 1.4(7) . . . . ?
C11 C17 C15 C16 -179.0(5) . . . . ?
C11 C12 C13 C14 -0.8(8) . . . . ?
C8 C2 C1 O2 61.8(5) . . . . ?
C8 C2 C1 O1 -118.2(4) . . . . ?
C8 C2 C3 C4 -179.8(4) . . . . ?
C8 C2 C3 C5 0.0(6) . . . . ?
C8 C7 C6 C5 -1.1(8) . . . . ?
C3 C2 C1 O2 -119.6(4) . . . . ?
C3 C2 C1 O1 60.3(5) . . . . ?
C3 C2 C8 C7 -1.0(6) . . . . ?
C3 C2 C8 C9 -179.8(4) . . . . ?
C17 C11 C12 O5 179.4(4) . . . . ?
C17 C11 C12 C13 0.9(7) . . . . ?
C17 C15 C14 C13 -1.3(8) . . . . ?
C18 O6 C21 C20 -9.0(4) . . . . ?
C18 C19 C20 C21 32.0(5) . . . . ?
C12 C11 C17 C15 -1.3(7) . . . . ?
C12 C13 C14 C15 1.0(9) . . . . ?
C20 C19 C18 O6 -38.2(4) . . . . ?
C7 C8 C9 F6 -141.3(4) . . . . ?
C7 C8 C9 F5 96.3(5) . . . . ?
C7 C8 C9 F4 -21.4(6) . . . . ?
C7 C6 C5 C3 0.1(8) . . . . ?
C4 C3 C5 C6 -179.7(4) . . . . ?
C9 C8 C7 C6 -179.7(4) . . . . ?
C5 C3 C4 F3 -140.7(4) . . . . ?
C5 C3 C4 F2 98.7(5) . . . . ?
C5 C3 C4 F1 -20.7(6) . . . . ?
C16 C15 C14 C13 179.1(5) . . . . ?

_smtbx_masks_special_details     
;
A solvent mask was calculated and 176 electrons were 
found in a volume of 720Å³ in 1 void per unit cell. 
This is consistent with the presence of 
1[C4H8O] per Asymmetric Unit 
which account for 160 electrons 
per unit cell.
;
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 -0.113 0.250 179.9 44.0 '1 C4H8O'
2 0.000 0.113 0.750 179.9 44.0 '1 C4H8O'
3 0.500 0.387 0.250 179.9 44.0 '1 C4H8O'
4 0.500 0.613 0.750 179.9 44.0 '1 C4H8O'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 5.814
_oxdiff_exptl_absorpt_empirical_full_min 0.302
####################################################################### 
# 
# 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_ru2_3-br-4-oh_homo
_database_code_depnum_ccdc_archive 'CCDC 2394126'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2024-10-28 deposited with the CCDC.	2024-12-11 downloaded from the CCDC.
;
_audit_creation_date             2021-01-12
_audit_creation_method           
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H32 Br4 O14 Ru2, 4(C4 H8 O)'
_chemical_formula_sum            'C52 H64 Br4 O18 Ru2'
_chemical_formula_weight         1498.81
_chemical_melting_point          ?
_chemical_oxdiff_formula         Ru2C40O14Br4H32
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'
Br Br -0.2901 2.4595 '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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   17.0102(6)
_cell_length_b                   18.1666(4)
_cell_length_c                   18.4141(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5690.3(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    25096
_cell_measurement_temperature    102.15
_cell_measurement_theta_max      31.5750
_cell_measurement_theta_min      1.5790
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.410
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79313
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
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    1.750
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2992
_exptl_crystal_size_max          0.269
_exptl_crystal_size_mid          0.242
_exptl_crystal_size_min          0.146
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_av_unetI/netI     0.0214
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            44345
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         2.500
_diffrn_ambient_temperature      102.15
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.626
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.998
_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  70.00   0.50    5.00    --  -20.00  45.00   0.00  360
  2  ω   -110.00  70.00   0.50    5.00    --  -20.00  45.00  90.00  360
;
_diffrn_measurement_device       'AFC10: Fixed Chi 2 circle'
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0230825000
_diffrn_orient_matrix_UB_12      -0.0156901000
_diffrn_orient_matrix_UB_13      0.0280678000
_diffrn_orient_matrix_UB_21      -0.0240231000
_diffrn_orient_matrix_UB_22      0.0319662000
_diffrn_orient_matrix_UB_23      0.0006031000
_diffrn_orient_matrix_UB_31      -0.0251343000
_diffrn_orient_matrix_UB_32      -0.0159829000
_diffrn_orient_matrix_UB_33      -0.0263452000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\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                5859
_reflns_number_total             6528
_reflns_odcompleteness_completeness 92.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.43
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.859
_refine_diff_density_min         -1.034
_refine_diff_density_rms         0.104
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.210
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     392
_refine_ls_number_reflns         6528
_refine_ls_number_restraints     11
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.0432
_refine_ls_restrained_S_all      1.211
_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)+(0.0341P)²+17.5929P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1007
_refine_ls_wR_factor_ref         0.1030
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 C24-C25 \\sim C24-C25A
 with sigma of 0.02
 C25-C26 \\sim C25A-C26
 with sigma of 0.02
 C16-O7 \\sim C16A-O7
 with sigma of 0.04
 C15-C16 \\sim C15A-C16A
 with sigma of 0.02
 C15-O7 \\sim C15A-O7
 with sigma of 0.02
 C16-C17 \\sim C16A-C17A
 with sigma of 0.02
 C17-O7 \\sim C17A-O7
 with sigma of 0.04
 C17-C18 \\sim C17A-C18A
 with sigma of 0.02
 C16-C18 \\sim C16A-C18A
 with sigma of 0.04
 C18-O7 \\sim C18A-O7
 with sigma of 0.02
 C15-C17 \\sim C15A-C17A
 with sigma of 0.04
3. Others
 Sof(H24C)=Sof(H24D)=Sof(C25A)=Sof(H25C)=Sof(H25D)=Sof(H26C)=Sof(H26D)=1-FVAR(1)
 Sof(H24A)=Sof(H24B)=Sof(C25)=Sof(H25A)=Sof(H25B)=Sof(H26A)=Sof(H26B)=FVAR(1)
 Sof(C15A)=Sof(H15C)=Sof(H15D)=Sof(C16A)=Sof(H16C)=Sof(H16D)=Sof(C17A)=
 Sof(H17C)=Sof(H17D)=Sof(C18A)=Sof(H18C)=Sof(H18D)=1-FVAR(2)
 Sof(C15)=Sof(H15A)=Sof(H15B)=Sof(C16)=Sof(H16A)=Sof(H16B)=Sof(C17)=Sof(H17A)=
 Sof(H17B)=Sof(C18)=Sof(H18A)=Sof(H18B)=FVAR(2)
4.a Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C15A(H15C,H15D), C16(H16A,H16B), C16A(H16C,H16D), C17(H17A,
 H17B), C17A(H17C,H17D), C18(H18A,H18B), C18A(H18C,H18D), C19(H19A,H19B),
 C20(H20A,H20B), C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B),
  C24(H24C,H24D), C25(H25A,H25B), C25A(H25C,H25D), C26(H26A,H26B), C26(H26C,
 H26D)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C7(H7), C10(H10), C13(H13), C14(H14)
4.c Idealised tetrahedral OH refined as rotating group:
 O3(H3A), O6(H6A)
;
_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
Br1 Br 0.55742(3) 0.40981(3) 0.45842(2) 0.03700(12) Uani 1 1 d . . . . .
Br2 Br 0.85082(4) 0.86263(2) 0.66026(3) 0.04713(15) Uani 1 1 d . . . . .
C1 C 0.8539(2) 0.50529(19) 0.45012(19) 0.0202(7) Uani 1 1 d . . . . .
C2 C 0.7723(2) 0.51073(19) 0.42282(19) 0.0215(7) Uani 1 1 d . . . . .
C3 C 0.7133(2) 0.4652(2) 0.4486(2) 0.0240(8) Uani 1 1 d . . . . .
H3 H 0.724680 0.429273 0.484528 0.029 Uiso 1 1 calc R U . . .
C4 C 0.6376(2) 0.4724(2) 0.4218(2) 0.0253(8) Uani 1 1 d . . . . .
C5 C 0.6193(3) 0.5240(2) 0.3682(2) 0.0300(9) Uani 1 1 d . . . . .
C6 C 0.6797(3) 0.5692(2) 0.3432(2) 0.0344(10) Uani 1 1 d . . . . .
H6 H 0.668754 0.605140 0.307163 0.041 Uiso 1 1 calc R U . . .
C7 C 0.7550(3) 0.5626(2) 0.3698(2) 0.0281(8) Uani 1 1 d . . . . .
H7 H 0.795355 0.593672 0.351692 0.034 Uiso 1 1 calc R U . . .
C8 C 0.9531(2) 0.5934(2) 0.60176(19) 0.0210(7) Uani 1 1 d . . . . .
C9 C 0.9186(2) 0.6442(2) 0.6555(2) 0.0224(7) Uani 1 1 d . . . . .
C10 C 0.9062(2) 0.7172(2) 0.6377(2) 0.0260(8) Uani 1 1 d . . . . .
H10 H 0.925003 0.735888 0.592727 0.031 Uiso 1 1 calc R U . . .
C11 C 0.8669(2) 0.7626(2) 0.6845(2) 0.0268(8) Uani 1 1 d . . . . .
C12 C 0.8392(2) 0.7374(2) 0.7510(2) 0.0277(8) Uani 1 1 d . . . . .
C13 C 0.8546(3) 0.6645(2) 0.7703(2) 0.0303(9) Uani 1 1 d . . . . .
H13 H 0.838406 0.646652 0.816427 0.036 Uiso 1 1 calc R U . . .
C14 C 0.8934(3) 0.6180(2) 0.7226(2) 0.0298(9) Uani 1 1 d . . . . .
H14 H 0.902772 0.568183 0.735734 0.036 Uiso 1 1 calc R U . . .
C15 C 0.9914(7) 0.7003(6) 0.3707(7) 0.033(3) Uani 0.492(11) 1 d D . P A 1
H15A H 0.970619 0.724469 0.414893 0.040 Uiso 0.492(11) 1 calc R U P A 1
H15B H 0.947177 0.677651 0.343802 0.040 Uiso 0.492(11) 1 calc R U P A 1
C15A C 0.9967(7) 0.6852(11) 0.3433(8) 0.057(6) Uani 0.508(11) 1 d D . P A 2
H15C H 0.971909 0.726206 0.370323 0.068 Uiso 0.508(11) 1 calc R U P A 2
H15D H 0.954762 0.651911 0.325625 0.068 Uiso 0.508(11) 1 calc R U P A 2
C16 C 1.0352(5) 0.7554(4) 0.3231(5) 0.033(2) Uani 0.492(11) 1 d D . P A 1
H16A H 0.998771 0.784864 0.292928 0.039 Uiso 0.492(11) 1 calc R U P A 1
H16B H 1.068789 0.788664 0.352217 0.039 Uiso 0.492(11) 1 calc R U P A 1
C16A C 1.0435(6) 0.7142(7) 0.2811(6) 0.036(3) Uani 0.508(11) 1 d D . P A 2
H16C H 1.027098 0.764838 0.268381 0.044 Uiso 0.508(11) 1 calc R U P A 2
H16D H 1.037819 0.682272 0.237829 0.044 Uiso 0.508(11) 1 calc R U P A 2
C17 C 1.0838(10) 0.7028(6) 0.2774(6) 0.045(4) Uani 0.492(11) 1 d D . P A 1
H17A H 1.057037 0.692338 0.230800 0.054 Uiso 0.492(11) 1 calc R U P A 1
H17B H 1.136159 0.724149 0.266995 0.054 Uiso 0.492(11) 1 calc R U P A 1
C17A C 1.1287(5) 0.7130(4) 0.3098(5) 0.025(2) Uani 0.508(11) 1 d D . P A 2
H17C H 1.167073 0.707679 0.269738 0.030 Uiso 0.508(11) 1 calc R U P A 2
H17D H 1.140965 0.757966 0.337910 0.030 Uiso 0.508(11) 1 calc R U P A 2
C18 C 1.0917(7) 0.6333(4) 0.3221(5) 0.035(3) Uani 0.492(11) 1 d D . P A 1
H18A H 1.068892 0.590863 0.295806 0.042 Uiso 0.492(11) 1 calc R U P A 1
H18B H 1.147750 0.622813 0.332251 0.042 Uiso 0.492(11) 1 calc R U P A 1
C18A C 1.1277(5) 0.6453(5) 0.3581(5) 0.027(2) Uani 0.508(11) 1 d D . P A 2
H18C H 1.136541 0.599957 0.329374 0.032 Uiso 0.508(11) 1 calc R U P A 2
H18D H 1.168301 0.648687 0.396431 0.032 Uiso 0.508(11) 1 calc R U P A 2
C19 C 0.3963(3) 0.4496(3) 0.2571(3) 0.0471(12) Uani 1 1 d . . . . .
H19A H 0.432185 0.419904 0.226617 0.057 Uiso 1 1 calc R U . . .
H19B H 0.393584 0.500030 0.236946 0.057 Uiso 1 1 calc R U . . .
C20 C 0.3183(4) 0.4164(4) 0.2588(3) 0.0654(17) Uani 1 1 d . . . . .
H20A H 0.321297 0.362423 0.252105 0.079 Uiso 1 1 calc R U . . .
H20B H 0.284076 0.437539 0.220601 0.079 Uiso 1 1 calc R U . . .
C21 C 0.2878(3) 0.4357(4) 0.3343(3) 0.0584(15) Uani 1 1 d . . . . .
H21A H 0.259524 0.483339 0.333980 0.070 Uiso 1 1 calc R U . . .
H21B H 0.252349 0.396932 0.353024 0.070 Uiso 1 1 calc R U . . .
C22 C 0.3619(3) 0.4404(3) 0.3787(3) 0.0472(12) Uani 1 1 d . . . . .
H22A H 0.358636 0.481828 0.413464 0.057 Uiso 1 1 calc R U . . .
H22B H 0.369922 0.394266 0.406346 0.057 Uiso 1 1 calc R U . . .
O1 O 0.90323(16) 0.55041(13) 0.42516(14) 0.0228(5) Uani 1 1 d . . . . .
O2 O 0.86986(15) 0.45544(13) 0.49702(13) 0.0210(5) Uani 1 1 d . . . . .
O3 O 0.54780(19) 0.53521(19) 0.33939(19) 0.0403(8) Uani 1 1 d . . . . .
H3A H 0.519803 0.497714 0.346001 0.060 Uiso 1 1 calc R U . . .
O4 O 0.98179(16) 0.62019(14) 0.54441(13) 0.0215(5) Uani 1 1 d . . . . .
O5 O 0.95012(16) 0.52471(14) 0.61594(13) 0.0223(5) Uani 1 1 d . . . . .
O6 O 0.79926(19) 0.78407(16) 0.79463(16) 0.0331(7) Uani 1 1 d . . . . .
H6A H 0.780613 0.760674 0.830005 0.050 Uiso 1 1 calc R U . . .
O7 O 1.04951(16) 0.64629(14) 0.38896(14) 0.0240(6) Uani 1 1 d D . . . .
O8 O 0.4235(2) 0.4514(3) 0.3304(2) 0.0620(12) Uani 1 1 d . . . . .
Ru1 Ru 1.01644(2) 0.54802(2) 0.46387(2) 0.01703(8) Uani 1 1 d . . . . .
C23 C 0.6587(3) 0.7190(3) 0.9175(3) 0.0520(14) Uani 1 1 d . . . . .
H23A H 0.641214 0.668084 0.928011 0.062 Uiso 1 1 calc R U . . .
H23B H 0.633249 0.735825 0.872159 0.062 Uiso 1 1 calc R U . . .
C24 C 0.6386(4) 0.7694(4) 0.9796(3) 0.0670(19) Uani 1 1 d D . . . .
H24A H 0.608558 0.742444 1.017173 0.080 Uiso 0.497(19) 1 calc R U P B 1
H24B H 0.606159 0.811103 0.962140 0.080 Uiso 0.497(19) 1 calc R U P B 1
H24C H 0.586334 0.758244 1.000589 0.080 Uiso 0.503(19) 1 calc R U P B 2
H24D H 0.640984 0.821918 0.965346 0.080 Uiso 0.503(19) 1 calc R U P B 2
C25 C 0.7169(7) 0.7978(6) 1.0111(7) 0.064(5) Uani 0.497(19) 1 d D . P B 1
H25A H 0.726335 0.849660 0.997121 0.077 Uiso 0.497(19) 1 calc R U P B 1
H25B H 0.717529 0.793820 1.064701 0.077 Uiso 0.497(19) 1 calc R U P B 1
C25A C 0.7054(7) 0.7480(9) 1.0304(5) 0.061(5) Uani 0.503(19) 1 d D . P B 2
H25C H 0.697241 0.698452 1.051481 0.073 Uiso 0.503(19) 1 calc R U P B 2
H25D H 0.711931 0.784254 1.070131 0.073 Uiso 0.503(19) 1 calc R U P B 2
C26 C 0.7754(4) 0.7491(3) 0.9785(3) 0.0543(14) Uani 1 1 d D . . . .
H26A H 0.824801 0.776393 0.969494 0.065 Uiso 0.497(19) 1 calc R U P B 1
H26B H 0.786872 0.707517 1.011503 0.065 Uiso 0.497(19) 1 calc R U P B 1
H26C H 0.796078 0.799710 0.972687 0.065 Uiso 0.503(19) 1 calc R U P B 2
H26D H 0.818087 0.716801 0.996211 0.065 Uiso 0.503(19) 1 calc R U P B 2
O9 O 0.7437(2) 0.72205(19) 0.91085(17) 0.0454(8) 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
Br1 C4 1.900(4) . ?
Br2 C11 1.892(4) . ?
C1 C2 1.480(5) . ?
C1 O1 1.260(4) . ?
C1 O2 1.280(4) . ?
C2 C3 1.384(5) . ?
C2 C7 1.388(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.385(6) . ?
C4 C5 1.396(6) . ?
C5 C6 1.393(6) . ?
C5 O3 1.342(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.375(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.475(5) . ?
C8 O4 1.262(4) . ?
C8 O5 1.275(4) . ?
C9 C10 1.382(5) . ?
C9 C14 1.392(5) . ?
C10 H10 0.9500 . ?
C10 C11 1.368(5) . ?
C11 C12 1.389(6) . ?
C12 C13 1.396(6) . ?
C12 O6 1.352(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.385(5) . ?
C14 H14 0.9500 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.525(12) . ?
C15 O7 1.433(10) . ?
C15A H15C 0.9900 . ?
C15A H15D 0.9900 . ?
C15A C16A 1.492(13) . ?
C15A O7 1.419(11) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.516(11) . ?
C16A H16C 0.9900 . ?
C16A H16D 0.9900 . ?
C16A C17A 1.542(11) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.513(11) . ?
C17A H17C 0.9900 . ?
C17A H17D 0.9900 . ?
C17A C18A 1.517(9) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 O7 1.444(8) . ?
C18A H18C 0.9900 . ?
C18A H18D 0.9900 . ?
C18A O7 1.447(8) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.457(8) . ?
C19 O8 1.426(6) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.524(9) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.504(7) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 O8 1.388(6) . ?
O1 Ru1 2.054(3) . ?
O2 Ru1 2.065(3) 5_766 ?
O3 H3A 0.8400 . ?
O4 Ru1 2.065(2) . ?
O5 Ru1 2.056(2) 5_766 ?
O6 H6A 0.8400 . ?
O7 Ru1 2.325(2) . ?
Ru1 Ru1 2.2642(5) 5_766 ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.504(8) . ?
C23 O9 1.451(6) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 H24C 0.9900 . ?
C24 H24D 0.9900 . ?
C24 C25 1.543(14) . ?
C24 C25A 1.524(12) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.459(12) . ?
C25A H25C 0.9900 . ?
C25A H25D 0.9900 . ?
C25A C26 1.527(12) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 H26C 0.9900 . ?
C26 H26D 0.9900 . ?
C26 O9 1.443(6) . ?

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 C1 C2 117.2(3) . . ?
O1 C1 O2 124.4(3) . . ?
O2 C1 C2 118.4(3) . . ?
C3 C2 C1 121.6(3) . . ?
C3 C2 C7 119.5(4) . . ?
C7 C2 C1 118.9(3) . . ?
C2 C3 H3 120.1 . . ?
C2 C3 C4 119.7(4) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 Br1 119.0(3) . . ?
C3 C4 C5 121.5(4) . . ?
C5 C4 Br1 119.5(3) . . ?
C6 C5 C4 117.7(4) . . ?
O3 C5 C4 125.7(4) . . ?
O3 C5 C6 116.7(4) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 C5 121.2(4) . . ?
C7 C6 H6 119.4 . . ?
C2 C7 H7 119.8 . . ?
C6 C7 C2 120.5(4) . . ?
C6 C7 H7 119.8 . . ?
O4 C8 C9 118.3(3) . . ?
O4 C8 O5 124.4(3) . . ?
O5 C8 C9 117.3(3) . . ?
C10 C9 C8 120.1(3) . . ?
C10 C9 C14 119.5(4) . . ?
C14 C9 C8 120.2(3) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 C9 120.2(4) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 Br2 120.0(3) . . ?
C10 C11 C12 121.5(4) . . ?
C12 C11 Br2 118.4(3) . . ?
C11 C12 C13 118.3(4) . . ?
O6 C12 C11 119.2(4) . . ?
O6 C12 C13 122.6(4) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 C12 120.4(4) . . ?
C14 C13 H13 119.8 . . ?
C9 C14 H14 120.0 . . ?
C13 C14 C9 120.0(4) . . ?
C13 C14 H14 120.0 . . ?
H15A C15 H15B 108.9 . . ?
C16 C15 H15A 110.9 . . ?
C16 C15 H15B 110.9 . . ?
O7 C15 H15A 110.9 . . ?
O7 C15 H15B 110.9 . . ?
O7 C15 C16 104.3(8) . . ?
H15C C15A H15D 108.6 . . ?
C16A C15A H15C 110.3 . . ?
C16A C15A H15D 110.3 . . ?
O7 C15A H15C 110.3 . . ?
O7 C15A H15D 110.3 . . ?
O7 C15A C16A 107.0(9) . . ?
C15 C16 H16A 111.8 . . ?
C15 C16 H16B 111.8 . . ?
H16A C16 H16B 109.5 . . ?
C17 C16 C15 99.9(8) . . ?
C17 C16 H16A 111.8 . . ?
C17 C16 H16B 111.8 . . ?
C15A C16A H16C 111.1 . . ?
C15A C16A H16D 111.1 . . ?
C15A C16A C17A 103.5(8) . . ?
H16C C16A H16D 109.0 . . ?
C17A C16A H16C 111.1 . . ?
C17A C16A H16D 111.1 . . ?
C16 C17 H17A 110.6 . . ?
C16 C17 H17B 110.6 . . ?
H17A C17 H17B 108.7 . . ?
C18 C17 C16 105.8(7) . . ?
C18 C17 H17A 110.6 . . ?
C18 C17 H17B 110.6 . . ?
C16A C17A H17C 111.4 . . ?
C16A C17A H17D 111.4 . . ?
H17C C17A H17D 109.3 . . ?
C18A C17A C16A 101.7(7) . . ?
C18A C17A H17C 111.4 . . ?
C18A C17A H17D 111.4 . . ?
C17 C18 H18A 110.4 . . ?
C17 C18 H18B 110.4 . . ?
H18A C18 H18B 108.6 . . ?
O7 C18 C17 106.5(6) . . ?
O7 C18 H18A 110.4 . . ?
O7 C18 H18B 110.4 . . ?
C17A C18A H18C 111.1 . . ?
C17A C18A H18D 111.1 . . ?
H18C C18A H18D 109.1 . . ?
O7 C18A C17A 103.3(6) . . ?
O7 C18A H18C 111.1 . . ?
O7 C18A H18D 111.1 . . ?
H19A C19 H19B 108.6 . . ?
C20 C19 H19A 110.4 . . ?
C20 C19 H19B 110.4 . . ?
O8 C19 H19A 110.4 . . ?
O8 C19 H19B 110.4 . . ?
O8 C19 C20 106.6(5) . . ?
C19 C20 H20A 111.1 . . ?
C19 C20 H20B 111.1 . . ?
C19 C20 C21 103.5(5) . . ?
H20A C20 H20B 109.0 . . ?
C21 C20 H20A 111.1 . . ?
C21 C20 H20B 111.1 . . ?
C20 C21 H21A 111.2 . . ?
C20 C21 H21B 111.2 . . ?
H21A C21 H21B 109.1 . . ?
C22 C21 C20 103.0(5) . . ?
C22 C21 H21A 111.2 . . ?
C22 C21 H21B 111.2 . . ?
C21 C22 H22A 110.3 . . ?
C21 C22 H22B 110.3 . . ?
H22A C22 H22B 108.6 . . ?
O8 C22 C21 107.0(4) . . ?
O8 C22 H22A 110.3 . . ?
O8 C22 H22B 110.3 . . ?
C1 O1 Ru1 118.9(2) . . ?
C1 O2 Ru1 117.1(2) . 5_766 ?
C5 O3 H3A 109.5 . . ?
C8 O4 Ru1 117.8(2) . . ?
C8 O5 Ru1 118.1(2) . 5_766 ?
C12 O6 H6A 109.5 . . ?
C15 O7 C18 104.7(6) . . ?
C15 O7 Ru1 119.9(5) . . ?
C15A O7 C18A 110.8(6) . . ?
C15A O7 Ru1 125.5(6) . . ?
C18 O7 Ru1 120.0(3) . . ?
C18A O7 Ru1 116.5(3) . . ?
C22 O8 C19 111.0(4) . . ?
O1 Ru1 O2 179.46(10) . 5_766 ?
O1 Ru1 O4 88.18(10) . . ?
O1 Ru1 O5 91.43(10) . 5_766 ?
O1 Ru1 O7 90.27(10) . . ?
O1 Ru1 Ru1 89.35(7) . 5_766 ?
O2 Ru1 O4 92.07(10) 5_766 . ?
O2 Ru1 O7 90.21(10) 5_766 . ?
O2 Ru1 Ru1 90.17(7) 5_766 5_766 ?
O4 Ru1 O7 90.44(10) . . ?
O4 Ru1 Ru1 89.81(7) . 5_766 ?
O5 Ru1 O2 88.32(10) 5_766 5_766 ?
O5 Ru1 O4 179.30(11) 5_766 . ?
O5 Ru1 O7 90.14(10) 5_766 . ?
O5 Ru1 Ru1 89.61(7) 5_766 5_766 ?
Ru1 Ru1 O7 179.54(7) 5_766 . ?
H23A C23 H23B 108.8 . . ?
C24 C23 H23A 110.6 . . ?
C24 C23 H23B 110.6 . . ?
O9 C23 H23A 110.6 . . ?
O9 C23 H23B 110.6 . . ?
O9 C23 C24 105.6(5) . . ?
C23 C24 H24A 110.3 . . ?
C23 C24 H24B 110.3 . . ?
C23 C24 H24C 112.1 . . ?
C23 C24 H24D 112.1 . . ?
C23 C24 C25 107.0(6) . . ?
C23 C24 C25A 98.1(6) . . ?
H24A C24 H24B 108.6 . . ?
H24C C24 H24D 109.8 . . ?
C25 C24 H24A 110.3 . . ?
C25 C24 H24B 110.3 . . ?
C25A C24 H24C 112.1 . . ?
C25A C24 H24D 112.1 . . ?
C24 C25 H25A 111.1 . . ?
C24 C25 H25B 111.1 . . ?
H25A C25 H25B 109.1 . . ?
C26 C25 C24 103.4(7) . . ?
C26 C25 H25A 111.1 . . ?
C26 C25 H25B 111.1 . . ?
C24 C25A H25C 111.6 . . ?
C24 C25A H25D 111.6 . . ?
C24 C25A C26 101.1(7) . . ?
H25C C25A H25D 109.4 . . ?
C26 C25A H25C 111.6 . . ?
C26 C25A H25D 111.6 . . ?
C25 C26 H26A 110.1 . . ?
C25 C26 H26B 110.1 . . ?
C25A C26 H26C 110.9 . . ?
C25A C26 H26D 110.9 . . ?
H26A C26 H26B 108.4 . . ?
H26C C26 H26D 108.9 . . ?
O9 C26 C25 107.9(7) . . ?
O9 C26 C25A 104.2(6) . . ?
O9 C26 H26A 110.1 . . ?
O9 C26 H26B 110.1 . . ?
O9 C26 H26C 110.9 . . ?
O9 C26 H26D 110.9 . . ?
C26 O9 C23 108.2(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
Br1 C4 C5 C6 179.5(3) . . . . ?
Br1 C4 C5 O3 1.0(6) . . . . ?
Br2 C11 C12 C13 -176.8(3) . . . . ?
Br2 C11 C12 O6 2.6(5) . . . . ?
C1 C2 C3 C4 179.8(3) . . . . ?
C1 C2 C7 C6 -180.0(4) . . . . ?
C2 C1 O1 Ru1 177.7(2) . . . . ?
C2 C1 O2 Ru1 -178.1(2) . . . 5_766 ?
C2 C3 C4 Br1 -179.5(3) . . . . ?
C2 C3 C4 C5 0.9(6) . . . . ?
C3 C2 C7 C6 0.4(6) . . . . ?
C3 C4 C5 C6 -0.9(6) . . . . ?
C3 C4 C5 O3 -179.5(4) . . . . ?
C4 C5 C6 C7 0.7(7) . . . . ?
C5 C6 C7 C2 -0.5(7) . . . . ?
C7 C2 C3 C4 -0.6(6) . . . . ?
C8 C9 C10 C11 173.2(4) . . . . ?
C8 C9 C14 C13 -174.2(4) . . . . ?
C9 C8 O4 Ru1 -172.1(2) . . . . ?
C9 C8 O5 Ru1 171.6(2) . . . 5_766 ?
C9 C10 C11 Br2 179.5(3) . . . . ?
C9 C10 C11 C12 0.7(6) . . . . ?
C10 C9 C14 C13 1.5(6) . . . . ?
C10 C11 C12 C13 2.0(6) . . . . ?
C10 C11 C12 O6 -178.6(4) . . . . ?
C11 C12 C13 C14 -2.9(6) . . . . ?
C12 C13 C14 C9 1.2(7) . . . . ?
C14 C9 C10 C11 -2.4(6) . . . . ?
C15 C16 C17 C18 -24.4(14) . . . . ?
C15A C16A C17A C18A 34.0(13) . . . . ?
C16 C15 O7 C18 -42.7(10) . . . . ?
C16 C15 O7 Ru1 178.9(6) . . . . ?
C16 C17 C18 O7 0.2(14) . . . . ?
C16A C15A O7 C18A -2.8(16) . . . . ?
C16A C15A O7 Ru1 -151.8(8) . . . . ?
C16A C17A C18A O7 -35.5(9) . . . . ?
C17 C18 O7 C15 26.1(12) . . . . ?
C17 C18 O7 Ru1 164.5(8) . . . . ?
C17A C18A O7 C15A 24.8(12) . . . . ?
C17A C18A O7 Ru1 176.9(5) . . . . ?
C19 C20 C21 C22 -29.3(7) . . . . ?
C20 C19 O8 C22 -15.8(7) . . . . ?
C20 C21 C22 O8 20.6(7) . . . . ?
C21 C22 O8 C19 -3.7(7) . . . . ?
O1 C1 C2 C3 -177.9(3) . . . . ?
O1 C1 C2 C7 2.5(5) . . . . ?
O1 C1 O2 Ru1 2.1(5) . . . 5_766 ?
O2 C1 C2 C3 2.2(5) . . . . ?
O2 C1 C2 C7 -177.4(3) . . . . ?
O2 C1 O1 Ru1 -2.4(5) . . . . ?
O3 C5 C6 C7 179.4(4) . . . . ?
O4 C8 C9 C10 10.8(5) . . . . ?
O4 C8 C9 C14 -173.5(4) . . . . ?
O4 C8 O5 Ru1 -6.7(5) . . . 5_766 ?
O5 C8 C9 C10 -167.6(4) . . . . ?
O5 C8 C9 C14 8.0(5) . . . . ?
O5 C8 O4 Ru1 6.2(5) . . . . ?
O6 C12 C13 C14 177.7(4) . . . . ?
O7 C15 C16 C17 41.1(12) . . . . ?
O7 C15A C16A C17A -20.1(16) . . . . ?
O8 C19 C20 C21 27.9(6) . . . . ?
C23 C24 C25 C26 -13.5(10) . . . . ?
C23 C24 C25A C26 46.2(9) . . . . ?
C24 C23 O9 C26 19.8(6) . . . . ?
C24 C25 C26 O9 26.0(9) . . . . ?
C24 C25A C26 O9 -36.0(10) . . . . ?
C25 C26 O9 C23 -29.7(7) . . . . ?
C25A C26 O9 C23 10.5(7) . . . . ?
O9 C23 C24 C25 -3.5(8) . . . . ?
O9 C23 C24 C25A -41.1(8) . . . . ?

_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 1.663
_oxdiff_exptl_absorpt_empirical_full_min 0.490
####################################################################### 
# 
# 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_231024_hete-ru2(2-oh-4-f)_autored
_database_code_depnum_ccdc_archive 'CCDC 2394134'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2024-10-28 deposited with the CCDC.	2024-12-11 downloaded from the CCDC.
;
_audit_creation_date             2024-01-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C40 H30 F14 O12 Ru2'
_chemical_formula_sum            'C40 H30 F14 O12 Ru2'
_chemical_formula_weight         1170.78
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Ru C H O F'
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'
F F 0.0171 0.0103 '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                   11.0125(3)
_cell_length_b                   14.1717(3)
_cell_length_c                   14.5066(4)
_cell_angle_alpha                90
_cell_angle_beta                 110.034(3)
_cell_angle_gamma                90
_cell_volume                     2126.99(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    12950
_cell_measurement_temperature    102
_cell_measurement_theta_max      29.5220
_cell_measurement_theta_min      1.8970
_shelx_estimated_absorpt_T_max   0.806
_shelx_estimated_absorpt_T_min   0.666
_exptl_absorpt_coefficient_mu    0.834
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78042
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark brown'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.828
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1160
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.53
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.27
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_unetI/netI     0.0287
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.849
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            18813
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.849
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.682
_diffrn_reflns_theta_min         2.023
_diffrn_ambient_temperature      102
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.849
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -41.00  61.00   0.50    0.65    --   17.03 -86.00-140.00  204
  2  ω     43.00  98.00   0.50    0.65    --   17.03 179.00-180.00  110
  3  ω    -11.00  27.00   0.50    0.65    --   17.03 -99.00 120.00   76
  4  ω     30.00  59.00   0.50    0.65    --   17.03 -99.00 120.00   58
  5  ω    -11.00  14.00   0.50    0.65    --  -16.71 -99.00  60.00   50
  6  ω    -10.00  16.00   0.50    0.65    --  -16.71 -77.00 -30.00   52
  7  ω    -98.00 -39.00   0.50    0.65    --  -16.71 -77.00 -30.00  118
  8  ω    -56.00  36.00   0.50    0.65    --  -16.71  86.00 -22.00  184
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-Custom'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0456357000
_diffrn_orient_matrix_UB_12      -0.0064339000
_diffrn_orient_matrix_UB_13      0.0241030000
_diffrn_orient_matrix_UB_21      0.0180016000
_diffrn_orient_matrix_UB_22      0.0441264000
_diffrn_orient_matrix_UB_23      0.0238221000
_diffrn_orient_matrix_UB_31      -0.0479383000
_diffrn_orient_matrix_UB_32      0.0227137000
_diffrn_orient_matrix_UB_33      -0.0394598000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4560
_reflns_number_total             5120
_reflns_odcompleteness_completeness 99.96
_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 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.668
_refine_diff_density_min         -0.679
_refine_diff_density_rms         0.084
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         5120
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0362
_refine_ls_R_factor_gt           0.0309
_refine_ls_restrained_S_all      1.025
_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)+(0.0358P)²+2.7764P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0757
_refine_ls_wR_factor_ref         0.0784
_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 O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5A), C6(H6), C7(H7), C13(H13), C15(H15), C16(H16)
2.c Idealised tetrahedral OH refined as rotating group:
 O5(H5)
;
_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 0.46342(2) 0.42583(2) 0.50433(2) 0.01452(6) Uani 1 1 d . . . . .
F1 F 0.81549(19) 0.32611(15) 0.26698(13) 0.0497(5) Uani 1 1 d . . . . .
F2 F 0.68531(19) 0.27971(15) 0.33832(14) 0.0512(5) Uani 1 1 d . . . . .
F3 F 0.70616(19) 0.42690(13) 0.31670(13) 0.0476(5) Uani 1 1 d . . . . .
F4 F 1.03731(17) 0.41094(15) 0.78126(12) 0.0464(5) Uani 1 1 d . . . . .
F5 F 0.9422(2) 0.53086(15) 0.69654(14) 0.0603(6) Uani 1 1 d . . . . .
F6 F 0.83220(18) 0.41120(17) 0.70934(13) 0.0522(5) Uani 1 1 d . . . . .
F7 F 0.70045(18) 0.56489(14) 1.09891(12) 0.0442(5) Uani 1 1 d . . . . .
O1 O 0.64208(15) 0.37212(10) 0.51234(12) 0.0181(3) Uani 1 1 d . . . . .
O2 O 0.71501(15) 0.51956(11) 0.50633(12) 0.0189(3) Uani 1 1 d . . . . .
O3 O 0.52343(16) 0.43972(11) 0.65547(12) 0.0184(3) Uani 1 1 d . . . . .
O4 O 0.59527(16) 0.58622(11) 0.64595(12) 0.0191(3) Uani 1 1 d . . . . .
O5 O 0.5401(2) 0.37197(15) 0.82297(16) 0.0431(5) Uani 1 1 d . . . . .
H5 H 0.522352 0.372501 0.761850 0.065 Uiso 1 1 calc R U . . .
O6 O 0.40313(16) 0.27103(11) 0.51959(12) 0.0198(3) Uani 1 1 d . . . . .
C1 C 0.7278(2) 0.43123(15) 0.51174(17) 0.0172(4) Uani 1 1 d . . . . .
C2 C 0.8588(2) 0.39183(15) 0.51930(18) 0.0189(4) Uani 1 1 d . . . . .
C3 C 0.8803(2) 0.35243(17) 0.43828(19) 0.0242(5) Uani 1 1 d . . . . .
C4 C 0.7725(3) 0.3471(2) 0.3401(2) 0.0328(6) Uani 1 1 d . . . . .
C5 C 1.0015(3) 0.31590(19) 0.4466(2) 0.0318(6) Uani 1 1 d . . . . .
H5A H 1.015001 0.288930 0.390915 0.038 Uiso 1 1 calc R U . . .
C6 C 1.1021(3) 0.31895(19) 0.5360(2) 0.0320(6) Uani 1 1 d . . . . .
H6 H 1.184669 0.294607 0.541407 0.038 Uiso 1 1 calc R U . . .
C7 C 1.0821(2) 0.35725(19) 0.6166(2) 0.0295(6) Uani 1 1 d . . . . .
H7 H 1.151033 0.359203 0.677792 0.035 Uiso 1 1 calc R U . . .
C8 C 0.9611(2) 0.39335(17) 0.60924(18) 0.0233(5) Uani 1 1 d . . . . .
C9 C 0.9428(3) 0.4352(2) 0.6987(2) 0.0313(6) Uani 1 1 d . . . . .
C10 C 0.5746(2) 0.51791(15) 0.69483(17) 0.0185(4) Uani 1 1 d . . . . .
C11 C 0.6095(2) 0.52893(17) 0.80170(18) 0.0213(5) Uani 1 1 d . . . . .
C12 C 0.5891(2) 0.45558(18) 0.86012(19) 0.0246(5) Uani 1 1 d . . . . .
C13 C 0.6209(3) 0.4681(2) 0.9608(2) 0.0316(6) Uani 1 1 d . . . . .
H13 H 0.607866 0.418768 1.000799 0.038 Uiso 1 1 calc R U . . .
C14 C 0.6713(3) 0.5533(2) 1.0012(2) 0.0330(6) Uani 1 1 d . . . . .
C15 C 0.6931(3) 0.6276(2) 0.9471(2) 0.0321(6) Uani 1 1 d . . . . .
H15 H 0.728303 0.685556 0.977559 0.038 Uiso 1 1 calc R U . . .
C16 C 0.6620(2) 0.61466(18) 0.84722(19) 0.0264(5) Uani 1 1 d . . . . .
H16 H 0.676387 0.664593 0.808478 0.032 Uiso 1 1 calc R U . . .
C17 C 0.4836(3) 0.22109(16) 0.60691(18) 0.0236(5) Uani 1 1 d . . . . .
H17A H 0.459022 0.237863 0.664412 0.028 Uiso 1 1 calc R U . . .
H17B H 0.576047 0.236360 0.621623 0.028 Uiso 1 1 calc R U . . .
C18 C 0.4580(3) 0.11741(17) 0.5815(2) 0.0301(6) Uani 1 1 d . . . . .
H18A H 0.379758 0.095382 0.594002 0.036 Uiso 1 1 calc R U . . .
H18B H 0.532546 0.077983 0.619481 0.036 Uiso 1 1 calc R U . . .
C19 C 0.4384(3) 0.11505(17) 0.4723(2) 0.0277(5) Uani 1 1 d . . . . .
H19A H 0.522082 0.109424 0.461430 0.033 Uiso 1 1 calc R U . . .
H19B H 0.382044 0.061758 0.439454 0.033 Uiso 1 1 calc R U . . .
C20 C 0.3743(3) 0.20883(18) 0.4351(2) 0.0374(7) Uani 1 1 d . . . . .
H20A H 0.408650 0.235654 0.385965 0.045 Uiso 1 1 calc R U . . .
H20B H 0.279773 0.200566 0.404004 0.045 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 Ru1 2.2702(3) 3_666 ?
Ru1 O1 2.0754(15) . ?
Ru1 O2 2.0679(15) 3_666 ?
Ru1 O3 2.0712(16) . ?
Ru1 O4 2.0576(16) 3_666 ?
Ru1 O6 2.3245(15) . ?
F1 C4 1.335(3) . ?
F2 C4 1.348(4) . ?
F3 C4 1.326(3) . ?
F4 C9 1.335(3) . ?
F5 C9 1.356(4) . ?
F6 C9 1.323(4) . ?
F7 C14 1.352(3) . ?
O1 C1 1.264(3) . ?
O2 C1 1.259(3) . ?
O3 C10 1.285(3) . ?
O4 C10 1.266(3) . ?
O5 H5 0.8400 . ?
O5 C12 1.337(3) . ?
O6 C17 1.457(3) . ?
O6 C20 1.454(3) . ?
C1 C2 1.516(3) . ?
C2 C3 1.393(3) . ?
C2 C8 1.402(3) . ?
C3 C4 1.511(4) . ?
C3 C5 1.398(4) . ?
C5 H5A 0.9500 . ?
C5 C6 1.389(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.374(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.397(3) . ?
C8 C9 1.502(4) . ?
C10 C11 1.472(3) . ?
C11 C12 1.407(4) . ?
C11 C16 1.409(3) . ?
C12 C13 1.392(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.374(4) . ?
C14 C15 1.382(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.382(4) . ?
C16 H16 0.9500 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.518(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.524(4) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.515(4) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?

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
Ru1 Ru1 O6 176.03(4) 3_666 . ?
O1 Ru1 Ru1 89.72(4) . 3_666 ?
O1 Ru1 O6 86.84(6) . . ?
O2 Ru1 Ru1 89.74(4) 3_666 3_666 ?
O2 Ru1 O1 178.87(6) 3_666 . ?
O2 Ru1 O3 89.65(6) 3_666 . ?
O2 Ru1 O6 93.74(6) 3_666 . ?
O3 Ru1 Ru1 88.85(4) . 3_666 ?
O3 Ru1 O1 91.32(6) . . ?
O3 Ru1 O6 89.25(6) . . ?
O4 Ru1 Ru1 90.39(4) 3_666 3_666 ?
O4 Ru1 O1 88.66(6) 3_666 . ?
O4 Ru1 O2 90.36(6) 3_666 3_666 ?
O4 Ru1 O3 179.24(6) 3_666 . ?
O4 Ru1 O6 91.51(6) 3_666 . ?
C1 O1 Ru1 116.89(14) . . ?
C1 O2 Ru1 117.37(14) . 3_666 ?
C10 O3 Ru1 119.00(15) . . ?
C10 O4 Ru1 118.59(15) . 3_666 ?
C12 O5 H5 109.5 . . ?
C17 O6 Ru1 115.65(13) . . ?
C20 O6 Ru1 118.61(15) . . ?
C20 O6 C17 109.30(18) . . ?
O1 C1 C2 116.74(18) . . ?
O2 C1 O1 126.3(2) . . ?
O2 C1 C2 117.00(19) . . ?
C3 C2 C1 121.3(2) . . ?
C3 C2 C8 118.5(2) . . ?
C8 C2 C1 120.2(2) . . ?
C2 C3 C4 120.6(2) . . ?
C2 C3 C5 120.6(2) . . ?
C5 C3 C4 118.8(2) . . ?
F1 C4 F2 105.7(2) . . ?
F1 C4 C3 112.5(2) . . ?
F2 C4 C3 112.2(2) . . ?
F3 C4 F1 107.5(2) . . ?
F3 C4 F2 105.8(2) . . ?
F3 C4 C3 112.6(2) . . ?
C3 C5 H5A 119.9 . . ?
C6 C5 C3 120.1(3) . . ?
C6 C5 H5A 119.9 . . ?
C5 C6 H6 120.1 . . ?
C7 C6 C5 119.9(2) . . ?
C7 C6 H6 120.1 . . ?
C6 C7 H7 119.8 . . ?
C6 C7 C8 120.4(3) . . ?
C8 C7 H7 119.8 . . ?
C2 C8 C9 120.5(2) . . ?
C7 C8 C2 120.5(2) . . ?
C7 C8 C9 119.0(2) . . ?
F4 C9 F5 105.9(2) . . ?
F4 C9 C8 112.3(2) . . ?
F5 C9 C8 112.0(2) . . ?
F6 C9 F4 107.2(2) . . ?
F6 C9 F5 105.2(2) . . ?
F6 C9 C8 113.6(2) . . ?
O3 C10 C11 118.4(2) . . ?
O4 C10 O3 123.1(2) . . ?
O4 C10 C11 118.5(2) . . ?
C12 C11 C10 121.2(2) . . ?
C12 C11 C16 118.6(2) . . ?
C16 C11 C10 120.2(2) . . ?
O5 C12 C11 122.5(2) . . ?
O5 C12 C13 117.2(2) . . ?
C13 C12 C11 120.2(2) . . ?
C12 C13 H13 120.7 . . ?
C14 C13 C12 118.6(3) . . ?
C14 C13 H13 120.7 . . ?
F7 C14 C13 118.0(3) . . ?
F7 C14 C15 118.6(3) . . ?
C13 C14 C15 123.5(3) . . ?
C14 C15 H15 121.1 . . ?
C14 C15 C16 117.7(3) . . ?
C16 C15 H15 121.1 . . ?
C11 C16 H16 119.3 . . ?
C15 C16 C11 121.4(3) . . ?
C15 C16 H16 119.3 . . ?
O6 C17 H17A 110.8 . . ?
O6 C17 H17B 110.8 . . ?
O6 C17 C18 104.60(19) . . ?
H17A C17 H17B 108.9 . . ?
C18 C17 H17A 110.8 . . ?
C18 C17 H17B 110.8 . . ?
C17 C18 H18A 111.2 . . ?
C17 C18 H18B 111.2 . . ?
C17 C18 C19 102.8(2) . . ?
H18A C18 H18B 109.1 . . ?
C19 C18 H18A 111.2 . . ?
C19 C18 H18B 111.2 . . ?
C18 C19 H19A 111.1 . . ?
C18 C19 H19B 111.1 . . ?
H19A C19 H19B 109.0 . . ?
C20 C19 C18 103.5(2) . . ?
C20 C19 H19A 111.1 . . ?
C20 C19 H19B 111.1 . . ?
O6 C20 C19 106.9(2) . . ?
O6 C20 H20A 110.3 . . ?
O6 C20 H20B 110.3 . . ?
C19 C20 H20A 110.3 . . ?
C19 C20 H20B 110.3 . . ?
H20A C20 H20B 108.6 . . ?

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 C1 O2 -0.3(3) . . . . ?
Ru1 O1 C1 C2 179.02(15) . . . . ?
Ru1 O2 C1 O1 -0.8(3) 3_666 . . . ?
Ru1 O2 C1 C2 179.87(15) 3_666 . . . ?
Ru1 O3 C10 O4 -3.0(3) . . . . ?
Ru1 O3 C10 C11 176.33(15) . . . . ?
Ru1 O4 C10 O3 3.0(3) 3_666 . . . ?
Ru1 O4 C10 C11 -176.36(15) 3_666 . . . ?
Ru1 O6 C17 C18 -159.44(15) . . . . ?
Ru1 O6 C20 C19 136.49(18) . . . . ?
F7 C14 C15 C16 -179.6(2) . . . . ?
O1 C1 C2 C3 78.6(3) . . . . ?
O1 C1 C2 C8 -100.5(3) . . . . ?
O2 C1 C2 C3 -102.0(3) . . . . ?
O2 C1 C2 C8 78.9(3) . . . . ?
O3 C10 C11 C12 0.7(3) . . . . ?
O3 C10 C11 C16 -178.0(2) . . . . ?
O4 C10 C11 C12 -179.9(2) . . . . ?
O4 C10 C11 C16 1.4(3) . . . . ?
O5 C12 C13 C14 -179.9(3) . . . . ?
O6 C17 C18 C19 34.6(3) . . . . ?
C1 C2 C3 C4 -0.6(4) . . . . ?
C1 C2 C3 C5 -179.6(2) . . . . ?
C1 C2 C8 C7 -179.9(2) . . . . ?
C1 C2 C8 C9 -0.9(3) . . . . ?
C2 C3 C4 F1 166.8(2) . . . . ?
C2 C3 C4 F2 -74.1(3) . . . . ?
C2 C3 C4 F3 45.2(3) . . . . ?
C2 C3 C5 C6 -0.3(4) . . . . ?
C2 C8 C9 F4 164.9(2) . . . . ?
C2 C8 C9 F5 -76.1(3) . . . . ?
C2 C8 C9 F6 43.0(3) . . . . ?
C3 C2 C8 C7 0.9(4) . . . . ?
C3 C2 C8 C9 179.9(2) . . . . ?
C3 C5 C6 C7 0.6(4) . . . . ?
C4 C3 C5 C6 -179.4(3) . . . . ?
C5 C3 C4 F1 -14.1(4) . . . . ?
C5 C3 C4 F2 105.0(3) . . . . ?
C5 C3 C4 F3 -135.7(3) . . . . ?
C5 C6 C7 C8 -0.1(4) . . . . ?
C6 C7 C8 C2 -0.6(4) . . . . ?
C6 C7 C8 C9 -179.7(3) . . . . ?
C7 C8 C9 F4 -16.1(4) . . . . ?
C7 C8 C9 F5 103.0(3) . . . . ?
C7 C8 C9 F6 -137.9(3) . . . . ?
C8 C2 C3 C4 178.6(2) . . . . ?
C8 C2 C3 C5 -0.4(4) . . . . ?
C10 C11 C12 O5 1.4(4) . . . . ?
C10 C11 C12 C13 -178.9(2) . . . . ?
C10 C11 C16 C15 178.6(2) . . . . ?
C11 C12 C13 C14 0.4(4) . . . . ?
C12 C11 C16 C15 -0.1(4) . . . . ?
C12 C13 C14 F7 179.3(2) . . . . ?
C12 C13 C14 C15 -0.4(4) . . . . ?
C13 C14 C15 C16 0.1(4) . . . . ?
C14 C15 C16 C11 0.2(4) . . . . ?
C16 C11 C12 O5 -179.8(2) . . . . ?
C16 C11 C12 C13 -0.2(4) . . . . ?
C17 O6 C20 C19 1.0(3) . . . . ?
C17 C18 C19 C20 -33.6(3) . . . . ?
C18 C19 C20 O6 20.7(3) . . . . ?
C20 O6 C17 C18 -22.5(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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.866
_oxdiff_exptl_absorpt_empirical_full_min 0.544
####################################################################### 
# 
# 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_tk249_hete-ru2(2-oh-4-me)_auto
_database_code_depnum_ccdc_archive 'CCDC 2394136'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2024-12-03 deposited with the CCDC.	2024-12-11 downloaded from the CCDC.
;
_audit_creation_date             2024-11-26
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H36 F12 O12 Ru2'
_chemical_formula_sum            'C42 H36 F12 O12 Ru2'
_chemical_formula_weight         1162.85
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Ru C H O F'
_chemical_oxdiff_usercomment     ' orange hexagonal prism'
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'
F F 0.0171 0.0103 '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                   11.0636(5)
_cell_length_b                   14.1368(5)
_cell_length_c                   14.7467(7)
_cell_angle_alpha                90
_cell_angle_beta                 107.557(5)
_cell_angle_gamma                90
_cell_volume                     2199.00(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    11570
_cell_measurement_temperature    102
_cell_measurement_theta_max      30.9180
_cell_measurement_theta_min      2.0310
_shelx_estimated_absorpt_T_max   0.946
_shelx_estimated_absorpt_T_min   0.812
_exptl_absorpt_coefficient_mu    0.800
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.41031
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.89a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark orange'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.756
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1160
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.271
_exptl_crystal_size_mid          0.245
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.788
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            14879
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.788
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.079
_diffrn_reflns_theta_min         2.034
_diffrn_ambient_temperature      102
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.788
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     10.00  35.00   0.50    2.35    --    4.09 -99.00 -60.00   50
  2  ω    -20.00   7.00   0.50    2.35    --    4.09 -38.00 -60.00   54
  3  ω    -68.00 -27.00   0.50    2.35    --    4.09 -38.00 -60.00   82
  4  ω    -76.00  18.00   0.50    2.35    --   -3.78 -77.00-150.00  188
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-Custom'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0425672000
_diffrn_orient_matrix_UB_12      -0.0361462000
_diffrn_orient_matrix_UB_13      -0.0040321000
_diffrn_orient_matrix_UB_21      -0.0464505000
_diffrn_orient_matrix_UB_22      -0.0347090000
_diffrn_orient_matrix_UB_23      -0.0004569000
_diffrn_orient_matrix_UB_31      -0.0233283000
_diffrn_orient_matrix_UB_32      0.0031891000
_diffrn_orient_matrix_UB_33      -0.0502824000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5053
_reflns_number_total             5570
_reflns_odcompleteness_completeness 99.94
_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 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.029
_refine_diff_density_min         -0.767
_refine_diff_density_rms         0.087
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     337
_refine_ls_number_reflns         5570
_refine_ls_number_restraints     21
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0338
_refine_ls_restrained_S_all      1.102
_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)+(0.0296P)²+3.8944P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0804
_refine_ls_wR_factor_ref         0.0823
_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, All O(H) groups
2. Restrained distances
 F1-C4 \\sim F1A-C4
 with sigma of 0.02
 F2-C4 \\sim F2A-C4
 with sigma of 0.02
 F3-C4 \\sim F3A-C4
 with sigma of 0.02
3. Rigid bond restraints
 F1, F1A, F2, F2A, F3, F3A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
F1 \\sim F1A: within 1.7A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 1.7A
F2 \\sim F2A: within 1.7A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 1.7A
F3 \\sim F3A: within 1.7A with sigma of 0.005 and sigma for terminal atoms of
0.01 within 1.7A
5. Others
 Sof(F1A)=Sof(F2A)=Sof(F3A)=1-FVAR(1)
 Sof(F1)=Sof(F2)=Sof(F3)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B), C21(H21A,H21B)
6.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C13(H13), C16(H16), C17(H17)
6.c Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C)
6.d Idealised tetrahedral OH refined as rotating group:
 O5A(H5A)
;
_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 0.96378(2) 0.57416(2) 0.50528(2) 0.01411(6) Uani 1 1 d . . . . .
F1 F 0.4989(14) 0.3753(19) 0.2342(10) 0.056(3) Uani 0.50(2) 1 d D U P A 1
F1A F 0.4902(17) 0.391(2) 0.2313(12) 0.073(5) Uani 0.50(2) 1 d D U P A 2
F2 F 0.6927(10) 0.4090(10) 0.3051(13) 0.055(3) Uani 0.50(2) 1 d D U P A 1
F2A F 0.6824(12) 0.3763(15) 0.3014(14) 0.082(5) Uani 0.50(2) 1 d D U P A 2
F3 F 0.5371(18) 0.5093(7) 0.2947(9) 0.077(3) Uani 0.50(2) 1 d D U P A 1
F3A F 0.6033(19) 0.5081(8) 0.3059(7) 0.085(3) Uani 0.50(2) 1 d D U P A 2
F4 F 0.6764(2) 0.3370(2) 0.73384(14) 0.0687(8) Uani 1 1 d . . . . .
F5 F 0.7797(3) 0.4412(2) 0.68203(15) 0.0760(9) Uani 1 1 d . . . . .
F6 F 0.8140(2) 0.2974(2) 0.66849(16) 0.0772(9) Uani 1 1 d . . . . .
O1 O 0.78828(15) 0.51887(12) 0.49822(12) 0.0190(3) Uani 1 1 d . . . . .
O2 O 0.86072(16) 0.37144(12) 0.49052(12) 0.0188(3) Uani 1 1 d . . . . .
O3 O 1.02189(16) 0.56033(11) 0.65177(11) 0.0170(3) Uani 1 1 d . . . . .
O4 O 1.09239(16) 0.41350(11) 0.63991(11) 0.0184(3) Uani 1 1 d . . . . .
O5A O 1.0490(2) 0.63179(15) 0.81718(14) 0.0342(5) Uani 1 1 d . . . . .
H5A H 1.029815 0.631294 0.757556 0.051 Uiso 1 1 calc R U . . .
O6 O 0.90220(16) 0.72890(11) 0.51997(12) 0.0184(3) Uani 1 1 d . . . . .
C1 C 0.7758(2) 0.43024(17) 0.49236(16) 0.0179(4) Uani 1 1 d . . . . .
C2 C 0.6466(2) 0.39056(17) 0.48670(18) 0.0203(5) Uani 1 1 d . . . . .
C3 C 0.5520(3) 0.3848(2) 0.3994(2) 0.0268(5) Uani 1 1 d . . . . .
C4 C 0.5755(3) 0.4176(3) 0.3097(2) 0.0395(7) Uani 1 1 d D . . . .
C5 C 0.4319(3) 0.3493(2) 0.3934(2) 0.0346(6) Uani 1 1 d . . . . .
H5 H 0.367918 0.346408 0.333699 0.041 Uiso 1 1 calc R U . . .
C6 C 0.4066(3) 0.3184(2) 0.4744(3) 0.0372(7) Uani 1 1 d . . . . .
H6 H 0.324945 0.294555 0.470528 0.045 Uiso 1 1 calc R U . . .
C7 C 0.5000(3) 0.3222(2) 0.5613(2) 0.0356(7) Uani 1 1 d . . . . .
H7 H 0.482602 0.300006 0.616897 0.043 Uiso 1 1 calc R U . . .
C8 C 0.6189(3) 0.3583(2) 0.5676(2) 0.0276(6) Uani 1 1 d . . . . .
C9 C 0.7202(3) 0.3604(3) 0.6635(2) 0.0424(8) Uani 1 1 d . . . . .
C10 C 1.0730(2) 0.48223(17) 0.68859(16) 0.0170(4) Uani 1 1 d . . . . .
C11 C 1.1087(2) 0.47194(18) 0.79287(16) 0.0187(5) Uani 1 1 d . . . . .
C12 C 1.0933(2) 0.54587(19) 0.85150(17) 0.0218(5) Uani 1 1 d . . . . .
C13 C 1.1240(3) 0.5320(2) 0.94935(18) 0.0274(6) Uani 1 1 d . . . . .
H13 H 1.112917 0.582444 0.988667 0.033 Uiso 1 1 calc R U . . .
C14 C 1.1705(3) 0.4461(2) 0.99042(18) 0.0283(6) Uani 1 1 d . . . . .
C15 C 1.2018(3) 0.4317(3) 1.09630(19) 0.0391(7) Uani 1 1 d . . . . .
H15A H 1.290926 0.413025 1.122411 0.059 Uiso 1 1 calc R U . . .
H15B H 1.147547 0.381856 1.109092 0.059 Uiso 1 1 calc R U . . .
H15C H 1.187408 0.490754 1.126217 0.059 Uiso 1 1 calc R U . . .
C16 C 1.1880(3) 0.3728(2) 0.93225(19) 0.0298(6) Uani 1 1 d . . . . .
H16 H 1.221001 0.313860 0.959639 0.036 Uiso 1 1 calc R U . . .
C17 C 1.1577(3) 0.3855(2) 0.83543(19) 0.0266(5) Uani 1 1 d . . . . .
H17 H 1.170147 0.334930 0.796717 0.032 Uiso 1 1 calc R U . . .
C18 C 0.9767(3) 0.77933(19) 0.60447(18) 0.0266(5) Uani 1 1 d . . . . .
H18A H 1.067884 0.763957 0.618918 0.032 Uiso 1 1 calc R U . . .
H18B H 0.948687 0.762532 0.660129 0.032 Uiso 1 1 calc R U . . .
C19 C 0.9535(3) 0.8828(2) 0.5804(2) 0.0338(6) Uani 1 1 d . . . . .
H19A H 1.024730 0.922287 0.618343 0.041 Uiso 1 1 calc R U . . .
H19B H 0.873813 0.904745 0.590925 0.041 Uiso 1 1 calc R U . . .
C20 C 0.9441(3) 0.88457(19) 0.4754(2) 0.0295(6) Uani 1 1 d . . . . .
H20A H 0.892570 0.938834 0.442752 0.035 Uiso 1 1 calc R U . . .
H20B H 1.029216 0.888225 0.466514 0.035 Uiso 1 1 calc R U . . .
C21 C 0.8800(3) 0.79157(19) 0.43879(19) 0.0309(6) Uani 1 1 d . . . . .
H21A H 0.787925 0.801251 0.408898 0.037 Uiso 1 1 calc R U . . .
H21B H 0.916094 0.764221 0.390798 0.037 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 Ru1 2.2667(4) 3_766 ?
Ru1 O1 2.0664(17) . ?
Ru1 O2 2.0719(17) 3_766 ?
Ru1 O3 2.0689(16) . ?
Ru1 O4 2.0490(16) 3_766 ?
Ru1 O6 2.3207(16) . ?
F1 C4 1.321(10) . ?
F1A C4 1.308(11) . ?
F2 C4 1.325(10) . ?
F2A C4 1.357(12) . ?
F3 C4 1.362(8) . ?
F3A C4 1.322(9) . ?
F4 C9 1.314(3) . ?
F5 C9 1.306(4) . ?
F6 C9 1.353(5) . ?
O1 C1 1.261(3) . ?
O2 C1 1.261(3) . ?
O3 C10 1.284(3) . ?
O4 C10 1.264(3) . ?
O5A H5A 0.8400 . ?
O5A C12 1.350(3) . ?
O6 C18 1.456(3) . ?
O6 C21 1.450(3) . ?
C1 C2 1.515(3) . ?
C2 C3 1.395(4) . ?
C2 C8 1.395(3) . ?
C3 C4 1.496(4) . ?
C3 C5 1.398(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.376(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.384(5) . ?
C7 H7 0.9500 . ?
C7 C8 1.388(4) . ?
C8 C9 1.516(4) . ?
C10 C11 1.475(3) . ?
C11 C12 1.399(3) . ?
C11 C17 1.406(4) . ?
C12 C13 1.393(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.385(4) . ?
C14 C15 1.508(4) . ?
C14 C16 1.395(4) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16 0.9500 . ?
C16 C17 1.376(4) . ?
C17 H17 0.9500 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.508(4) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.521(4) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.514(4) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?

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
Ru1 Ru1 O6 176.55(4) 3_766 . ?
O1 Ru1 Ru1 89.60(5) . 3_766 ?
O1 Ru1 O2 178.79(7) . 3_766 ?
O1 Ru1 O3 90.47(7) . . ?
O1 Ru1 O6 93.64(6) . . ?
O2 Ru1 Ru1 89.87(5) 3_766 3_766 ?
O2 Ru1 O6 86.91(6) 3_766 . ?
O3 Ru1 Ru1 88.82(5) . 3_766 ?
O3 Ru1 O2 90.61(7) . 3_766 ?
O3 Ru1 O6 89.95(6) . . ?
O4 Ru1 Ru1 90.51(5) 3_766 3_766 ?
O4 Ru1 O1 89.73(7) 3_766 . ?
O4 Ru1 O2 89.18(7) 3_766 3_766 ?
O4 Ru1 O3 179.30(7) 3_766 . ?
O4 Ru1 O6 90.70(6) 3_766 . ?
C1 O1 Ru1 117.46(15) . . ?
C1 O2 Ru1 116.89(15) . 3_766 ?
C10 O3 Ru1 118.77(14) . . ?
C10 O4 Ru1 118.55(15) . 3_766 ?
C12 O5A H5A 109.5 . . ?
C18 O6 Ru1 115.78(14) . . ?
C21 O6 Ru1 118.71(15) . . ?
C21 O6 C18 108.57(19) . . ?
O1 C1 O2 126.2(2) . . ?
O1 C1 C2 117.0(2) . . ?
O2 C1 C2 116.9(2) . . ?
C3 C2 C1 120.4(2) . . ?
C8 C2 C1 121.4(2) . . ?
C8 C2 C3 118.3(2) . . ?
C2 C3 C4 121.0(2) . . ?
C2 C3 C5 120.9(3) . . ?
C5 C3 C4 118.1(3) . . ?
F1 C4 F2 107.7(11) . . ?
F1 C4 F3 101.8(14) . . ?
F1 C4 C3 111.5(10) . . ?
F1A C4 F2A 102.3(13) . . ?
F1A C4 F3A 110.8(15) . . ?
F1A C4 C3 114.9(12) . . ?
F2 C4 F3 110.0(8) . . ?
F2 C4 C3 116.8(8) . . ?
F2A C4 C3 109.6(9) . . ?
F3 C4 C3 108.0(5) . . ?
F3A C4 F2A 101.1(7) . . ?
F3A C4 C3 116.2(6) . . ?
C3 C5 H5 120.1 . . ?
C6 C5 C3 119.8(3) . . ?
C6 C5 H5 120.1 . . ?
C5 C6 H6 120.0 . . ?
C5 C6 C7 120.1(3) . . ?
C7 C6 H6 120.0 . . ?
C6 C7 H7 119.9 . . ?
C6 C7 C8 120.3(3) . . ?
C8 C7 H7 119.9 . . ?
C2 C8 C9 120.0(2) . . ?
C7 C8 C2 120.7(3) . . ?
C7 C8 C9 119.3(3) . . ?
F4 C9 F6 104.5(3) . . ?
F4 C9 C8 112.7(3) . . ?
F5 C9 F4 109.8(3) . . ?
F5 C9 F6 103.6(3) . . ?
F5 C9 C8 113.4(3) . . ?
F6 C9 C8 112.2(3) . . ?
O3 C10 C11 118.1(2) . . ?
O4 C10 O3 123.3(2) . . ?
O4 C10 C11 118.6(2) . . ?
C12 C11 C10 121.8(2) . . ?
C12 C11 C17 118.4(2) . . ?
C17 C11 C10 119.8(2) . . ?
O5A C12 C11 122.6(2) . . ?
O5A C12 C13 117.5(2) . . ?
C13 C12 C11 119.9(2) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 C12 121.2(3) . . ?
C14 C13 H13 119.4 . . ?
C13 C14 C15 120.7(3) . . ?
C13 C14 C16 119.0(2) . . ?
C16 C14 C15 120.4(3) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16 119.8 . . ?
C17 C16 C14 120.4(3) . . ?
C17 C16 H16 119.8 . . ?
C11 C17 H17 119.5 . . ?
C16 C17 C11 121.1(3) . . ?
C16 C17 H17 119.5 . . ?
O6 C18 H18A 110.7 . . ?
O6 C18 H18B 110.7 . . ?
O6 C18 C19 105.1(2) . . ?
H18A C18 H18B 108.8 . . ?
C19 C18 H18A 110.7 . . ?
C19 C18 H18B 110.7 . . ?
C18 C19 H19A 111.3 . . ?
C18 C19 H19B 111.3 . . ?
C18 C19 C20 102.1(2) . . ?
H19A C19 H19B 109.2 . . ?
C20 C19 H19A 111.3 . . ?
C20 C19 H19B 111.3 . . ?
C19 C20 H20A 111.1 . . ?
C19 C20 H20B 111.1 . . ?
H20A C20 H20B 109.1 . . ?
C21 C20 C19 103.3(2) . . ?
C21 C20 H20A 111.1 . . ?
C21 C20 H20B 111.1 . . ?
O6 C21 C20 107.0(2) . . ?
O6 C21 H21A 110.3 . . ?
O6 C21 H21B 110.3 . . ?
C20 C21 H21A 110.3 . . ?
C20 C21 H21B 110.3 . . ?
H21A C21 H21B 108.6 . . ?

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 C1 O2 0.1(3) . . . . ?
Ru1 O1 C1 C2 -179.68(15) . . . . ?
Ru1 O2 C1 O1 -1.3(3) 3_766 . . . ?
Ru1 O2 C1 C2 178.45(15) 3_766 . . . ?
Ru1 O3 C10 O4 1.6(3) . . . . ?
Ru1 O3 C10 C11 -177.33(15) . . . . ?
Ru1 O4 C10 O3 -1.4(3) 3_766 . . . ?
Ru1 O4 C10 C11 177.57(15) 3_766 . . . ?
Ru1 O6 C18 C19 159.16(18) . . . . ?
Ru1 O6 C21 C20 -134.93(19) . . . . ?
O1 C1 C2 C3 84.6(3) . . . . ?
O1 C1 C2 C8 -95.9(3) . . . . ?
O2 C1 C2 C3 -95.2(3) . . . . ?
O2 C1 C2 C8 84.3(3) . . . . ?
O3 C10 C11 C12 -2.8(3) . . . . ?
O3 C10 C11 C17 176.1(2) . . . . ?
O4 C10 C11 C12 178.2(2) . . . . ?
O4 C10 C11 C17 -2.9(3) . . . . ?
O5A C12 C13 C14 -179.8(2) . . . . ?
O6 C18 C19 C20 -35.9(3) . . . . ?
C1 C2 C3 C4 -0.1(4) . . . . ?
C1 C2 C3 C5 -179.3(3) . . . . ?
C1 C2 C8 C7 179.9(3) . . . . ?
C1 C2 C8 C9 -1.4(4) . . . . ?
C2 C3 C4 F1 155.8(12) . . . . ?
C2 C3 C4 F1A 166.5(14) . . . . ?
C2 C3 C4 F2 31.3(9) . . . . ?
C2 C3 C4 F2A 52.1(10) . . . . ?
C2 C3 C4 F3 -93.2(9) . . . . ?
C2 C3 C4 F3A -61.7(11) . . . . ?
C2 C3 C5 C6 -0.8(5) . . . . ?
C2 C8 C9 F4 173.5(3) . . . . ?
C2 C8 C9 F5 48.0(4) . . . . ?
C2 C8 C9 F6 -68.9(4) . . . . ?
C3 C2 C8 C7 -0.5(4) . . . . ?
C3 C2 C8 C9 178.1(3) . . . . ?
C3 C5 C6 C7 -0.3(5) . . . . ?
C4 C3 C5 C6 180.0(3) . . . . ?
C5 C3 C4 F1 -25.0(12) . . . . ?
C5 C3 C4 F1A -14.2(15) . . . . ?
C5 C3 C4 F2 -149.4(8) . . . . ?
C5 C3 C4 F2A -128.7(10) . . . . ?
C5 C3 C4 F3 86.0(9) . . . . ?
C5 C3 C4 F3A 117.6(10) . . . . ?
C5 C6 C7 C8 0.9(5) . . . . ?
C6 C7 C8 C2 -0.5(5) . . . . ?
C6 C7 C8 C9 -179.2(3) . . . . ?
C7 C8 C9 F4 -7.8(5) . . . . ?
C7 C8 C9 F5 -133.3(3) . . . . ?
C7 C8 C9 F6 109.8(3) . . . . ?
C8 C2 C3 C4 -179.6(3) . . . . ?
C8 C2 C3 C5 1.2(4) . . . . ?
C10 C11 C12 O5A -2.2(4) . . . . ?
C10 C11 C12 C13 177.7(2) . . . . ?
C10 C11 C17 C16 -177.9(2) . . . . ?
C11 C12 C13 C14 0.3(4) . . . . ?
C12 C11 C17 C16 1.1(4) . . . . ?
C12 C13 C14 C15 -179.3(3) . . . . ?
C12 C13 C14 C16 0.8(4) . . . . ?
C13 C14 C16 C17 -1.0(4) . . . . ?
C14 C16 C17 C11 0.0(4) . . . . ?
C15 C14 C16 C17 179.1(3) . . . . ?
C17 C11 C12 O5A 178.9(2) . . . . ?
C17 C11 C12 C13 -1.3(4) . . . . ?
C18 O6 C21 C20 0.1(3) . . . . ?
C18 C19 C20 C21 35.2(3) . . . . ?
C19 C20 C21 O6 -22.4(3) . . . . ?
C21 O6 C18 C19 22.7(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
;
_oxdiff_exptl_absorpt_empirical_full_max 2.771
_oxdiff_exptl_absorpt_empirical_full_min 0.551
####################################################################### 
# 
# 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_230727_ru2(2-oh-4-me)4_autored
_database_code_depnum_ccdc_archive 'CCDC 2394130'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2024-10-28 deposited with the CCDC.	2024-12-11 downloaded from the CCDC.
;
_audit_creation_date             2024-01-31
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C40 H44 O14 Ru2, 2.4[C4H8O]'
_chemical_formula_sum            'C49.60 H63.20 O16.40 Ru2'
_chemical_formula_weight         1123.94
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Ru O H C'
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'
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           12
_space_group_name_H-M_alt        'C 1 2/m 1'
_space_group_name_Hall           '-C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'

_cell_length_a                   12.9788(6)
_cell_length_b                   21.3992(9)
_cell_length_c                   9.2616(4)
_cell_angle_alpha                90
_cell_angle_beta                 104.507(4)
_cell_angle_gamma                90
_cell_volume                     2490.27(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5652
_cell_measurement_temperature    102
_cell_measurement_theta_max      28.3800
_cell_measurement_theta_min      1.8690
_shelx_estimated_absorpt_T_max   0.967
_shelx_estimated_absorpt_T_min   0.935
_exptl_absorpt_coefficient_mu    0.676
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59456
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark brown'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.499
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1160
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.826
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            8998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.826
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.672
_diffrn_reflns_theta_min         1.879
_diffrn_ambient_temperature      102
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.826
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     43.00  95.00   0.50    2.85    --   14.53 179.00 -60.00  104
  2  ω     21.00  47.00   0.50    2.85    --   14.53-121.00  48.00   52
  3  ω     39.00  64.00   0.50    2.85    --   14.53-153.00-110.00   50
  4  ω    -60.00  37.00   0.50    2.85    --   14.53 -57.00 -60.00  194
  5  ω    -90.00 -64.00   0.50    2.85    --  -14.06 -57.00 -60.00   52
  6  ω    -72.00 -41.00   0.50    2.85    --  -14.06 121.00 130.00   62
  7  ω    -90.00 -65.00   0.50    2.85    --  -14.06 153.00 -69.00   50
  8  ω    -46.00   4.00   0.50    2.85    --  -14.06 -57.00 -60.00  100
  9  ω    -10.00  35.00   0.50    2.85    --  -14.06 -99.00-120.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-Custom'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0553764500
_diffrn_orient_matrix_UB_12      -0.0001804500
_diffrn_orient_matrix_UB_13      0.0342971000
_diffrn_orient_matrix_UB_21      0.0008661500
_diffrn_orient_matrix_UB_22      -0.0329642500
_diffrn_orient_matrix_UB_23      -0.0075936000
_diffrn_orient_matrix_UB_31      0.0109237000
_diffrn_orient_matrix_UB_32      0.0034479000
_diffrn_orient_matrix_UB_33      -0.0708819000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2227
_reflns_number_total             2726
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.07
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.650
_refine_diff_density_min         -0.589
_refine_diff_density_rms         0.140
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     161
_refine_ls_number_reflns         2726
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0502
_refine_ls_restrained_S_all      1.075
_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)+(0.1141P)²+3.3605P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1607
_refine_ls_wR_factor_ref         0.1727
_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, All O(H) groups
2. Others
 Sof(H3)=Sof(O3B)=Sof(H3B)=1-FVAR(1)
 Sof(H8)=Sof(O3A)=Sof(H3A)=FVAR(1)
 Fixed Sof: C9(0.5) H9A(0.5) H9B(0.5) C10(0.5) H10A(0.5) H10B(0.5) C11(0.5)
 H11B(0.5) H11A(0.5) C12(0.5) H12A(0.5) H12B(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C10(H10A,H10B), C11(H11B,H11A), C12(H12A,H12B)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C7(H7), C8(H8)
3.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C)
3.d Idealised tetrahedral OH refined as rotating group:
 O3A(H3A), O3B(H3B)
;
_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 0.94553(3) 0.500000 0.38333(5) 0.0388(2) Uani 1 2 d S T P B .
O1 O 1.0386(2) 0.56889(14) 0.3224(3) 0.0429(6) Uani 1 1 d . . . . .
O2 O 1.1463(2) 0.56741(14) 0.5530(3) 0.0442(7) Uani 1 1 d . . . . .
O4 O 0.8334(4) 0.500000 0.1476(4) 0.0454(9) Uani 1 2 d S T P . .
C1 C 1.1197(3) 0.58829(19) 0.4199(5) 0.0429(9) Uani 1 1 d . . . . .
C2 C 1.1865(4) 0.6379(2) 0.3777(5) 0.0469(10) Uani 1 1 d . . . . .
C3 C 1.1592(4) 0.6662(2) 0.2391(6) 0.0533(11) Uani 1 1 d . . . . .
H3 H 1.097088 0.652970 0.167454 0.064 Uiso 0.319(10) 1 calc R U P A 2
C4 C 1.2211(5) 0.7137(2) 0.2030(6) 0.0645(14) Uani 1 1 d . . . . .
H4 H 1.199837 0.733339 0.108166 0.077 Uiso 1 1 calc R U . . .
C5 C 1.3147(5) 0.7329(2) 0.3048(7) 0.0700(15) Uani 1 1 d . . . . .
C6 C 1.3817(6) 0.7847(3) 0.2688(8) 0.089(2) Uani 1 1 d . . . . .
H6A H 1.351225 0.825056 0.286468 0.134 Uiso 1 1 calc R U . . .
H6B H 1.383639 0.781813 0.163905 0.134 Uiso 1 1 calc R U . . .
H6C H 1.454217 0.781269 0.332511 0.134 Uiso 1 1 calc R U . . .
C7 C 1.3409(5) 0.7050(3) 0.4432(7) 0.0739(15) Uani 1 1 d . . . . .
H7 H 1.402753 0.718496 0.515109 0.089 Uiso 1 1 calc R U . . .
C8 C 1.2786(4) 0.6573(3) 0.4803(6) 0.0604(12) Uani 1 1 d . . . . .
H8 H 1.299093 0.638170 0.575782 0.073 Uiso 0.681(10) 1 calc R U P A 1
O3A O 1.0759(5) 0.6517(3) 0.1324(6) 0.0631(18) Uani 0.681(10) 1 d . . P A 1
H3A H 1.052172 0.616881 0.150839 0.095 Uiso 0.681(10) 1 calc R U P A 1
O3B O 1.3095(9) 0.6354(6) 0.6125(13) 0.066(4) Uani 0.319(10) 1 d . . P A 2
H3B H 1.290013 0.597985 0.613050 0.100 Uiso 0.319(10) 1 calc R U P A 2
C9 C 0.7679(11) 0.4475(6) 0.0861(12) 0.090(4) Uani 0.5 1 d . . P B -1
H9A H 0.714388 0.439519 0.143620 0.107 Uiso 0.5 1 calc R U P B -1
H9B H 0.812089 0.409559 0.089852 0.107 Uiso 0.5 1 calc R U P B -1
C10 C 0.7146(8) 0.4632(5) -0.0697(11) 0.058(2) Uani 0.5 1 d . . P B -1
H10A H 0.643727 0.481827 -0.077013 0.070 Uiso 0.5 1 calc R U P B -1
H10B H 0.706193 0.425587 -0.133989 0.070 Uiso 0.5 1 calc R U P B -1
C11 C 0.7878(8) 0.5092(18) -0.1126(10) 0.064(8) Uani 0.5 1 d . . P B -1
H11B H 0.746829 0.541711 -0.178841 0.077 Uiso 0.5 1 calc R U P B -1
H11A H 0.835654 0.488106 -0.165355 0.077 Uiso 0.5 1 calc R U P B -1
C12 C 0.8507(9) 0.5377(6) 0.0302(12) 0.079(3) Uani 0.5 1 d . . P B -1
H12A H 0.927326 0.538555 0.032251 0.095 Uiso 0.5 1 calc R U P B -1
H12B H 0.826643 0.580996 0.040038 0.095 Uiso 0.5 1 calc R U P B -1


_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 Ru1 2.2669(8) 5_766 ?
Ru1 O1 2.072(3) . ?
Ru1 O1 2.072(3) 6_565 ?
Ru1 O2 2.049(3) 5_766 ?
Ru1 O2 2.049(3) 2_756 ?
Ru1 O4 2.301(4) . ?
O1 C1 1.272(5) . ?
O2 C1 1.275(5) . ?
O4 C9 1.438(11) . ?
O4 C12 1.416(11) . ?
C1 C2 1.484(6) . ?
C2 C3 1.383(7) . ?
C2 C8 1.391(7) . ?
C3 H3 0.9500 . ?
C3 C4 1.387(7) . ?
C3 O3A 1.306(8) . ?
C4 H4 0.9500 . ?
C4 C5 1.400(9) . ?
C5 C6 1.497(7) . ?
C5 C7 1.378(8) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7 0.9500 . ?
C7 C8 1.398(7) . ?
C8 H8 0.9500 . ?
C8 O3B 1.278(12) . ?
O3A H3A 0.8400 . ?
O3B H3B 0.8400 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.473(14) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.49(3) . ?
C11 H11B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 C12 1.50(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?

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
Ru1 Ru1 O4 179.39(11) 5_766 . ?
O1 Ru1 Ru1 89.57(8) 6_565 5_766 ?
O1 Ru1 Ru1 89.57(8) . 5_766 ?
O1 Ru1 O1 90.71(16) . 6_565 ?
O1 Ru1 O4 90.86(11) 6_565 . ?
O1 Ru1 O4 90.86(11) . . ?
O2 Ru1 Ru1 89.68(8) 5_766 5_766 ?
O2 Ru1 Ru1 89.68(8) 2_756 5_766 ?
O2 Ru1 O1 179.03(10) 5_766 . ?
O2 Ru1 O1 179.03(10) 2_756 6_565 ?
O2 Ru1 O1 89.90(13) 5_766 6_565 ?
O2 Ru1 O1 89.90(13) 2_756 . ?
O2 Ru1 O2 89.49(17) 5_766 2_756 ?
O2 Ru1 O4 89.88(11) 2_756 . ?
O2 Ru1 O4 89.88(11) 5_766 . ?
C1 O1 Ru1 118.3(3) . . ?
C1 O2 Ru1 119.3(3) . 5_766 ?
C9 O4 Ru1 123.1(4) . . ?
C12 O4 Ru1 123.0(5) . . ?
C12 O4 C9 109.4(7) . . ?
O1 C1 O2 123.2(4) . . ?
O1 C1 C2 118.7(4) . . ?
O2 C1 C2 118.1(4) . . ?
C3 C2 C1 121.8(4) . . ?
C3 C2 C8 118.7(4) . . ?
C8 C2 C1 119.5(4) . . ?
C2 C3 H3 119.5 . . ?
C2 C3 C4 121.0(5) . . ?
C4 C3 H3 119.5 . . ?
O3A C3 C2 124.7(5) . . ?
O3A C3 C4 114.3(5) . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.7(5) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 C6 121.5(6) . . ?
C7 C5 C4 118.0(5) . . ?
C7 C5 C6 120.4(6) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7 119.3 . . ?
C5 C7 C8 121.5(6) . . ?
C8 C7 H7 119.3 . . ?
C2 C8 C7 120.1(5) . . ?
C2 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
O3B C8 C2 123.7(6) . . ?
O3B C8 C7 116.2(7) . . ?
C3 O3A H3A 109.5 . . ?
C8 O3B H3B 109.5 . . ?
O4 C9 H9A 110.3 . . ?
O4 C9 H9B 110.3 . . ?
O4 C9 C10 107.2(7) . . ?
H9A C9 H9B 108.5 . . ?
C10 C9 H9A 110.3 . . ?
C10 C9 H9B 110.3 . . ?
C9 C10 H10A 111.0 . . ?
C9 C10 H10B 111.0 . . ?
C9 C10 C11 103.7(8) . . ?
H10A C10 H10B 109.0 . . ?
C11 C10 H10A 111.0 . . ?
C11 C10 H10B 111.0 . . ?
C10 C11 H11B 110.5 . . ?
C10 C11 H11A 110.5 . . ?
C10 C11 C12 106.0(9) . . ?
H11B C11 H11A 108.7 . . ?
C12 C11 H11B 110.5 . . ?
C12 C11 H11A 110.5 . . ?
O4 C12 C11 106.9(13) . . ?
O4 C12 H12A 110.3 . . ?
O4 C12 H12B 110.3 . . ?
C11 C12 H12A 110.3 . . ?
C11 C12 H12B 110.3 . . ?
H12A C12 H12B 108.6 . . ?

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 C1 O2 0.0(5) . . . . ?
Ru1 O1 C1 C2 -179.6(3) . . . . ?
Ru1 O2 C1 O1 -0.7(5) 5_766 . . . ?
Ru1 O2 C1 C2 178.9(3) 5_766 . . . ?
Ru1 O4 C9 C10 -175.4(6) . . . . ?
Ru1 O4 C12 C11 160.1(10) . . . . ?
O1 C1 C2 C3 4.3(6) . . . . ?
O1 C1 C2 C8 -176.6(4) . . . . ?
O2 C1 C2 C3 -175.4(4) . . . . ?
O2 C1 C2 C8 3.8(6) . . . . ?
O4 C9 C10 C11 25.9(17) . . . . ?
C1 C2 C3 C4 178.3(4) . . . . ?
C1 C2 C3 O3A -1.8(8) . . . . ?
C1 C2 C8 C7 -178.5(5) . . . . ?
C1 C2 C8 O3B -1.0(12) . . . . ?
C2 C3 C4 C5 1.8(7) . . . . ?
C3 C2 C8 C7 0.7(8) . . . . ?
C3 C2 C8 O3B 178.2(8) . . . . ?
C3 C4 C5 C6 -179.0(5) . . . . ?
C3 C4 C5 C7 -2.5(8) . . . . ?
C4 C5 C7 C8 2.3(9) . . . . ?
C5 C7 C8 C2 -1.4(8) . . . . ?
C5 C7 C8 O3B -179.1(9) . . . . ?
C6 C5 C7 C8 178.8(5) . . . . ?
C8 C2 C3 C4 -0.9(7) . . . . ?
C8 C2 C3 O3A 179.0(5) . . . . ?
O3A C3 C4 C5 -178.1(5) . . . . ?
C9 O4 C12 C11 3.2(16) . . . . ?
C9 C10 C11 C12 -24(2) . . . . ?
C10 C11 C12 O4 13(2) . . . . ?
C12 O4 C9 C10 -18.6(15) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 -0.822 345.0 95.7 '2.4 C4H8O'
2 0.500 0.500 -0.958 345.0 95.7 '2.4 C4H8O'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.559
_oxdiff_exptl_absorpt_empirical_full_min 0.572
####################################################################### 
# 
# 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_ru2_3f2oh_auto
_database_code_depnum_ccdc_archive 'CCDC 2394127'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2024-10-28 deposited with the CCDC.	2024-12-11 downloaded from the CCDC.
;
_audit_creation_date             2021-01-12
_audit_creation_method           
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H32 F4 O14 Ru2'
_chemical_formula_sum            'C36 H32 F4 O14 Ru2'
_chemical_formula_weight         966.75
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Ru2 C36 H32 O14 F4'
_chemical_oxdiff_usercomment     -180degree(display)
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'
F F 0.0171 0.0103 '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                   8.0723(5)
_cell_length_b                   10.5927(9)
_cell_length_c                   11.6969(6)
_cell_angle_alpha                86.587(6)
_cell_angle_beta                 78.313(5)
_cell_angle_gamma                70.144(7)
_cell_volume                     921.16(12)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    4634
_cell_measurement_temperature    102.15
_cell_measurement_theta_max      30.8500
_cell_measurement_theta_min      2.0650
_shelx_estimated_absorpt_T_max   0.982
_shelx_estimated_absorpt_T_min   0.859
_exptl_absorpt_coefficient_mu    0.909
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.33434
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.89a (Rigaku Oxford Diffraction, 2020)
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    1.743
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             484
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.173
_exptl_crystal_size_mid          0.073
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1465
_diffrn_reflns_av_unetI/netI     0.1418
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8509
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.490
_diffrn_reflns_theta_min         2.696
_diffrn_ambient_temperature      102.15
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -73.00  10.00   0.50    4.75    --   -3.68 -57.00-120.00  166
  2  ω    -25.00  56.00   0.50    4.75    --   -3.68  77.00  60.00  162
  3  ω    -76.00  -5.00   0.50    4.75    --   -3.68 -19.00 -60.00  142
  4  ω      2.00  54.00   0.50    4.75    --    4.46  57.00-180.00  104
  5  ω      8.00  36.00   0.50    4.75    --    4.46 -99.00 -60.00   56
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0357673000
_diffrn_orient_matrix_UB_12      0.0454879000
_diffrn_orient_matrix_UB_13      0.0480257000
_diffrn_orient_matrix_UB_21      0.0251341000
_diffrn_orient_matrix_UB_22      -0.0541161000
_diffrn_orient_matrix_UB_23      0.0388048000
_diffrn_orient_matrix_UB_31      0.0846099000
_diffrn_orient_matrix_UB_32      0.0084484000
_diffrn_orient_matrix_UB_33      -0.0047625000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3056
_reflns_number_total             4039
_reflns_odcompleteness_completeness 97.92
_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 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         2.892
_refine_diff_density_min         -3.183
_refine_diff_density_rms         0.424
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         4039
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1059
_refine_ls_R_factor_gt           0.0703
_refine_ls_restrained_S_all      1.117
_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)+(0.1491P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1736
_refine_ls_wR_factor_ref         0.2351
_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 O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C15(H15A,H15B), C17(H17A,H17B), C16(H16A,H16B)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C5(H5), C6(H6A), C14(H14), C12(H12), C13(H13)
2.c Idealised tetrahedral OH refined as rotating group:
 O6(H6), O3(H3)
;
_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 0.90010(5) 0.45538(5) 0.55406(3) 0.0114(2) Uani 1 1 d . . . . .
O4 O 1.1112(6) 0.2914(5) 0.5927(4) 0.0163(10) Uani 1 1 d . . . . .
O1 O 0.9091(6) 0.5543(5) 0.6983(4) 0.0165(10) Uani 1 1 d . . . . .
O2 O 1.1030(6) 0.6446(5) 0.5912(4) 0.0171(10) Uani 1 1 d . . . . .
F1 F 0.8525(7) 0.7067(5) 1.1069(3) 0.0346(11) Uani 1 1 d . . . . .
O6 O 1.2333(7) 0.0643(5) 0.6976(5) 0.0275(12) Uani 1 1 d . . . . .
H6 H 1.154842 0.122132 0.667061 0.041 Uiso 1 1 calc R U . . .
F2 F 1.5211(7) -0.1313(5) 0.7422(5) 0.0458(15) Uani 1 1 d . . . . .
O5 O 1.3053(6) 0.3823(5) 0.4875(4) 0.0206(11) Uani 1 1 d . . . . .
O7 O 0.6880(6) 0.3892(5) 0.6811(4) 0.0184(10) Uani 1 1 d . . . . .
O3 O 0.8244(7) 0.5873(6) 0.9223(4) 0.0290(12) Uani 1 1 d . . . . .
H3 H 0.837458 0.546022 0.860171 0.044 Uiso 1 1 calc R U . . .
C1 C 1.0121(7) 0.6271(6) 0.6875(5) 0.0124(11) Uani 1 1 d . . . . .
C8 C 1.2707(8) 0.2905(6) 0.5520(5) 0.0161(13) Uani 1 1 d . . . . .
C10 C 1.3960(10) 0.0739(8) 0.6523(6) 0.0240(15) Uani 1 1 d . . . . .
C9 C 1.4241(8) 0.1789(7) 0.5817(6) 0.0196(14) Uani 1 1 d . . . . .
C7 C 1.1153(9) 0.7805(7) 0.7856(6) 0.0216(15) Uani 1 1 d . . . . .
H7 H 1.177949 0.796859 0.711418 0.026 Uiso 1 1 calc R U . . .
C4 C 0.9378(10) 0.7314(8) 1.0003(6) 0.0263(16) Uani 1 1 d . . . . .
C5 C 1.0347(10) 0.8186(7) 0.9927(6) 0.0245(15) Uani 1 1 d . . . . .
H5 H 1.040082 0.860727 1.060693 0.029 Uiso 1 1 calc R U . . .
C3 C 0.9241(9) 0.6683(8) 0.9038(6) 0.0226(15) Uani 1 1 d . . . . .
C6 C 1.1238(10) 0.8429(8) 0.8833(6) 0.0266(16) Uani 1 1 d . . . . .
H6A H 1.190565 0.902480 0.875937 0.032 Uiso 1 1 calc R U . . .
C14 C 1.5977(9) 0.1830(8) 0.5410(6) 0.0241(16) Uani 1 1 d . . . . .
H14 H 1.613778 0.257214 0.496170 0.029 Uiso 1 1 calc R U . . .
C11 C 1.5478(11) -0.0270(8) 0.6760(7) 0.0313(18) Uani 1 1 d . . . . .
C12 C 1.7176(11) -0.0269(9) 0.6347(8) 0.0340(19) Uani 1 1 d . . . . .
H12 H 1.817155 -0.098859 0.652343 0.041 Uiso 1 1 calc R U . . .
C13 C 1.7459(10) 0.0806(8) 0.5654(7) 0.0291(17) Uani 1 1 d . . . . .
H13 H 1.863789 0.082337 0.536295 0.035 Uiso 1 1 calc R U . . .
C18 C 0.7388(9) 0.3035(7) 0.7785(6) 0.0230(15) Uani 1 1 d . . . . .
H18A H 0.822974 0.330931 0.813875 0.028 Uiso 1 1 calc R U . . .
H18B H 0.797148 0.208650 0.752569 0.028 Uiso 1 1 calc R U . . .
C2 C 1.0162(8) 0.6934(7) 0.7936(5) 0.0205(15) Uani 1 1 d . . . . .
C15 C 0.5070(8) 0.4827(8) 0.7188(5) 0.0233(15) Uani 1 1 d . . . . .
H15A H 0.422907 0.464667 0.676400 0.028 Uiso 1 1 calc R U . . .
H15B H 0.504369 0.576243 0.703317 0.028 Uiso 1 1 calc R U . . .
C17 C 0.5673(11) 0.3208(11) 0.8645(8) 0.051(3) Uani 1 1 d . . . . .
H17A H 0.509216 0.257107 0.847734 0.061 Uiso 1 1 calc R U . . .
H17B H 0.588935 0.307103 0.945354 0.061 Uiso 1 1 calc R U . . .
C16 C 0.4547(11) 0.4627(11) 0.8468(7) 0.050(3) Uani 1 1 d . . . . .
H16A H 0.325191 0.474878 0.869268 0.060 Uiso 1 1 calc R U . . .
H16B H 0.482175 0.525967 0.892859 0.060 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 Ru1 2.2718(8) 2_766 ?
Ru1 O4 2.082(4) . ?
Ru1 O1 2.064(5) . ?
Ru1 O2 2.063(5) 2_766 ?
Ru1 O5 2.057(4) 2_766 ?
Ru1 O7 2.300(4) . ?
O4 C8 1.277(8) . ?
O1 C1 1.297(8) . ?
O2 C1 1.255(7) . ?
F1 C4 1.354(8) . ?
O6 H6 0.8400 . ?
O6 C10 1.348(9) . ?
F2 C11 1.364(9) . ?
O5 C8 1.267(7) . ?
O7 C18 1.451(7) . ?
O7 C15 1.456(8) . ?
O3 H3 0.8400 . ?
O3 C3 1.345(9) . ?
C1 C2 1.474(10) . ?
C8 C9 1.477(8) . ?
C10 C9 1.399(10) . ?
C10 C11 1.390(10) . ?
C9 C14 1.400(9) . ?
C7 H7 0.9500 . ?
C7 C6 1.379(12) . ?
C7 C2 1.400(11) . ?
C4 C5 1.388(12) . ?
C4 C3 1.386(11) . ?
C5 H5 0.9500 . ?
C5 C6 1.391(10) . ?
C3 C2 1.411(9) . ?
C6 H6A 0.9500 . ?
C14 H14 0.9500 . ?
C14 C13 1.382(9) . ?
C11 C12 1.358(12) . ?
C12 H12 0.9500 . ?
C12 C13 1.412(12) . ?
C13 H13 0.9500 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C17 1.499(10) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.494(9) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C16 1.497(12) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?

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
Ru1 Ru1 O7 172.14(13) 2_766 . ?
O4 Ru1 Ru1 90.05(13) . 2_766 ?
O4 Ru1 O7 92.86(16) . . ?
O1 Ru1 Ru1 88.54(13) . 2_766 ?
O1 Ru1 O4 89.03(18) . . ?
O1 Ru1 O7 84.21(18) . . ?
O2 Ru1 Ru1 90.55(13) 2_766 2_766 ?
O2 Ru1 O4 90.15(18) 2_766 . ?
O2 Ru1 O1 178.77(14) 2_766 . ?
O2 Ru1 O7 96.74(18) 2_766 . ?
O5 Ru1 Ru1 88.96(13) 2_766 2_766 ?
O5 Ru1 O4 178.82(13) 2_766 . ?
O5 Ru1 O1 91.6(2) 2_766 . ?
O5 Ru1 O2 89.2(2) 2_766 2_766 ?
O5 Ru1 O7 88.21(16) 2_766 . ?
C8 O4 Ru1 117.6(4) . . ?
C1 O1 Ru1 119.6(4) . . ?
C1 O2 Ru1 118.6(4) . 2_766 ?
C10 O6 H6 109.5 . . ?
C8 O5 Ru1 120.2(4) . 2_766 ?
C18 O7 Ru1 119.8(4) . . ?
C18 O7 C15 108.3(4) . . ?
C15 O7 Ru1 120.7(4) . . ?
C3 O3 H3 109.5 . . ?
O1 C1 C2 117.4(5) . . ?
O2 C1 O1 122.6(6) . . ?
O2 C1 C2 119.9(6) . . ?
O4 C8 C9 119.3(5) . . ?
O5 C8 O4 123.1(5) . . ?
O5 C8 C9 117.5(5) . . ?
O6 C10 C9 124.5(6) . . ?
O6 C10 C11 118.6(6) . . ?
C11 C10 C9 116.9(7) . . ?
C10 C9 C8 120.7(6) . . ?
C10 C9 C14 120.8(6) . . ?
C14 C9 C8 118.5(6) . . ?
C6 C7 H7 119.4 . . ?
C6 C7 C2 121.3(6) . . ?
C2 C7 H7 119.4 . . ?
F1 C4 C5 118.5(7) . . ?
F1 C4 C3 118.4(7) . . ?
C3 C4 C5 123.1(6) . . ?
C4 C5 H5 120.8 . . ?
C4 C5 C6 118.4(7) . . ?
C6 C5 H5 120.8 . . ?
O3 C3 C4 117.5(6) . . ?
O3 C3 C2 124.8(7) . . ?
C4 C3 C2 117.6(7) . . ?
C7 C6 C5 120.1(8) . . ?
C7 C6 H6A 120.0 . . ?
C5 C6 H6A 120.0 . . ?
C9 C14 H14 119.6 . . ?
C13 C14 C9 120.8(7) . . ?
C13 C14 H14 119.6 . . ?
F2 C11 C10 117.1(7) . . ?
C12 C11 F2 119.7(6) . . ?
C12 C11 C10 123.2(7) . . ?
C11 C12 H12 120.1 . . ?
C11 C12 C13 119.9(6) . . ?
C13 C12 H12 120.1 . . ?
C14 C13 C12 118.3(7) . . ?
C14 C13 H13 120.8 . . ?
C12 C13 H13 120.8 . . ?
O7 C18 H18A 110.6 . . ?
O7 C18 H18B 110.6 . . ?
O7 C18 C17 105.7(5) . . ?
H18A C18 H18B 108.7 . . ?
C17 C18 H18A 110.6 . . ?
C17 C18 H18B 110.6 . . ?
C7 C2 C1 119.8(5) . . ?
C7 C2 C3 119.4(7) . . ?
C3 C2 C1 120.8(7) . . ?
O7 C15 H15A 110.3 . . ?
O7 C15 H15B 110.3 . . ?
O7 C15 C16 106.9(5) . . ?
H15A C15 H15B 108.6 . . ?
C16 C15 H15A 110.3 . . ?
C16 C15 H15B 110.3 . . ?
C18 C17 H17A 111.1 . . ?
C18 C17 H17B 111.1 . . ?
H17A C17 H17B 109.0 . . ?
C16 C17 C18 103.5(6) . . ?
C16 C17 H17A 111.1 . . ?
C16 C17 H17B 111.1 . . ?
C15 C16 C17 103.3(7) . . ?
C15 C16 H16A 111.1 . . ?
C15 C16 H16B 111.1 . . ?
C17 C16 H16A 111.1 . . ?
C17 C16 H16B 111.1 . . ?
H16A C16 H16B 109.1 . . ?

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 C8 O5 -1.9(10) . . . . ?
Ru1 O4 C8 C9 177.4(5) . . . . ?
Ru1 O1 C1 O2 2.7(7) . . . . ?
Ru1 O1 C1 C2 -178.8(4) . . . . ?
Ru1 O2 C1 O1 -3.6(7) 2_766 . . . ?
Ru1 O2 C1 C2 177.9(4) 2_766 . . . ?
Ru1 O5 C8 O4 1.2(10) 2_766 . . . ?
Ru1 O5 C8 C9 -178.1(5) 2_766 . . . ?
Ru1 O7 C18 C17 159.9(6) . . . . ?
Ru1 O7 C15 C16 -137.4(7) . . . . ?
O4 C8 C9 C10 0.9(11) . . . . ?
O4 C8 C9 C14 -176.9(7) . . . . ?
O1 C1 C2 C7 -175.7(5) . . . . ?
O1 C1 C2 C3 5.6(8) . . . . ?
O2 C1 C2 C7 2.9(8) . . . . ?
O2 C1 C2 C3 -175.9(5) . . . . ?
F1 C4 C5 C6 179.3(6) . . . . ?
F1 C4 C3 O3 0.8(10) . . . . ?
F1 C4 C3 C2 -179.0(6) . . . . ?
O6 C10 C9 C8 0.4(13) . . . . ?
O6 C10 C9 C14 178.1(7) . . . . ?
O6 C10 C11 F2 1.4(12) . . . . ?
O6 C10 C11 C12 -179.9(8) . . . . ?
F2 C11 C12 C13 179.6(7) . . . . ?
O5 C8 C9 C10 -179.8(7) . . . . ?
O5 C8 C9 C14 2.5(10) . . . . ?
O7 C18 C17 C16 -31.5(10) . . . . ?
O7 C15 C16 C17 -25.7(11) . . . . ?
O3 C3 C2 C1 -1.5(10) . . . . ?
O3 C3 C2 C7 179.8(6) . . . . ?
C8 C9 C14 C13 -179.4(7) . . . . ?
C10 C9 C14 C13 2.9(13) . . . . ?
C10 C11 C12 C13 0.9(15) . . . . ?
C9 C10 C11 F2 -178.3(7) . . . . ?
C9 C10 C11 C12 0.4(14) . . . . ?
C9 C14 C13 C12 -1.5(12) . . . . ?
C4 C5 C6 C7 -0.3(11) . . . . ?
C4 C3 C2 C1 178.3(6) . . . . ?
C4 C3 C2 C7 -0.4(10) . . . . ?
C5 C4 C3 O3 -179.2(7) . . . . ?
C5 C4 C3 C2 0.9(10) . . . . ?
C3 C4 C5 C6 -0.6(11) . . . . ?
C6 C7 C2 C1 -179.2(6) . . . . ?
C6 C7 C2 C3 -0.4(10) . . . . ?
C11 C10 C9 C8 -179.9(7) . . . . ?
C11 C10 C9 C14 -2.3(12) . . . . ?
C11 C12 C13 C14 -0.4(14) . . . . ?
C18 O7 C15 C16 6.3(10) . . . . ?
C18 C17 C16 C15 34.7(11) . . . . ?
C2 C7 C6 C5 0.8(10) . . . . ?
C15 O7 C18 C17 15.8(9) . . . . ?

_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 4.118
_oxdiff_exptl_absorpt_empirical_full_min 0.130
####################################################################### 
# 
# 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_ru2_4f2oh_thf_auto
_database_code_depnum_ccdc_archive 'CCDC 2394128'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2024-12-03 deposited with the CCDC.	2024-12-11 downloaded from the CCDC.
;
_audit_creation_date             2024-11-26
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H32 F4 O14 Ru2'
_chemical_formula_sum            'C36 H32 F4 O14 Ru2'
_chemical_formula_weight         966.75
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Ru2 C36 H32 O14 F4'
_chemical_oxdiff_usercomment     -180degree(display)
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'
F F 0.0171 0.0103 '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                   9.4838(5)
_cell_length_b                   19.1954(10)
_cell_length_c                   10.1612(5)
_cell_angle_alpha                90
_cell_angle_beta                 103.587(6)
_cell_angle_gamma                90
_cell_volume                     1798.03(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8105
_cell_measurement_temperature    102.15
_cell_measurement_theta_max      31.0840
_cell_measurement_theta_min      2.3940
_shelx_estimated_absorpt_T_max   0.982
_shelx_estimated_absorpt_T_min   0.850
_exptl_absorpt_coefficient_mu    0.932
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.24574
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.89a (Rigaku Oxford Diffraction, 2020)
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    1.786
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.173
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_unetI/netI     0.0296
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            11341
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_min         2.850
_diffrn_ambient_temperature      102.15
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -9.00  74.00   0.50    2.58    --    4.46  57.00  30.00  166
  2  ω     -1.00  73.00   0.50    2.58    --    4.46  57.00 120.00  148
  3  ω    -11.00  15.00   0.50    2.58    --    4.46 -99.00 -60.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-Custom'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0733280000
_diffrn_orient_matrix_UB_12      0.0057217000
_diffrn_orient_matrix_UB_13      0.0340328000
_diffrn_orient_matrix_UB_21      -0.0146856000
_diffrn_orient_matrix_UB_22      0.0359585000
_diffrn_orient_matrix_UB_23      0.0061125000
_diffrn_orient_matrix_UB_31      -0.0177691000
_diffrn_orient_matrix_UB_32      -0.0064741000
_diffrn_orient_matrix_UB_33      0.0629192000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3608
_reflns_number_total             4040
_reflns_odcompleteness_completeness 99.89
_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 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.743
_refine_diff_density_min         -0.635
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     265
_refine_ls_number_reflns         4040
_refine_ls_number_restraints     64
_refine_ls_R_factor_all          0.0286
_refine_ls_R_factor_gt           0.0242
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0265P)²+1.1768P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0583
_refine_ls_wR_factor_ref         0.0599
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 O7-C15 \\sim O7-C15A
 with sigma of 0.02
 C16-C15 \\sim C16-C15A
 with sigma of 0.02
3. Rigid bond restraints
 O7, C15, C15A, C16, C17, C18
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
O7 \\sim C15 \\sim C15A \\sim C16 \\sim C17 \\sim C18: within 1.7A with sigma
of 0.01 and sigma for terminal atoms of 0.02 within 1.7A
5. Others
 Sof(C15A)=Sof(H15C)=Sof(H15D)=Sof(H16C)=Sof(H16D)=1-FVAR(1)
 Sof(C15)=Sof(H15A)=Sof(H15B)=Sof(H16A)=Sof(H16B)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C15A(H15C,H15D), C16(H16A,H16B), C16(H16C,H16D), C17(H17A,
 H17B), C18(H18A,H18B)
6.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6A), C7(H7), C11(H11), C13(H13), C14(H14)
6.c Idealised tetrahedral OH refined as rotating group:
 O3(H3), O6(H6)
;
_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 0.60296(2) 0.52154(2) 0.56865(2) 0.00914(6) Uani 1 1 d . . . . .
F1 F 0.91148(14) 0.12811(7) 0.42006(13) 0.0261(3) Uani 1 1 d . . . . .
F2 F 0.29516(15) 0.28705(8) 1.13540(13) 0.0333(3) Uani 1 1 d . . . . .
O1 O 0.70623(13) 0.42798(7) 0.55009(13) 0.0133(3) Uani 1 1 d . . . . .
O2 O 0.50362(14) 0.38691(7) 0.41111(13) 0.0133(3) Uani 1 1 d . . . . .
O3 O 0.92827(15) 0.34645(8) 0.62767(15) 0.0220(3) Uani 1 1 d . . . . .
H3 H 0.879913 0.383187 0.626732 0.033 Uiso 1 1 calc R U . . .
O4 O 0.54445(14) 0.47828(7) 0.73589(13) 0.0128(3) Uani 1 1 d . . . . .
O5 O 0.34087(14) 0.43663(7) 0.59847(13) 0.0134(3) Uani 1 1 d . . . . .
O6 O 0.60714(14) 0.44394(8) 0.99249(13) 0.0171(3) Uani 1 1 d . . . . .
H6 H 0.617672 0.465844 0.923868 0.026 Uiso 1 1 calc R U . . .
O7 O 0.82167(14) 0.56436(8) 0.69553(14) 0.0185(3) Uani 1 1 d D U . . .
C1 C 0.6347(2) 0.37983(10) 0.47503(18) 0.0122(4) Uani 1 1 d . . . . .
C2 C 0.7095(2) 0.31329(10) 0.46248(19) 0.0128(4) Uani 1 1 d . . . . .
C3 C 0.8513(2) 0.30047(10) 0.53857(19) 0.0150(4) Uani 1 1 d . . . . .
C4 C 0.9190(2) 0.23717(11) 0.5251(2) 0.0190(4) Uani 1 1 d . . . . .
H4 H 1.013353 0.227174 0.578227 0.023 Uiso 1 1 calc R U . . .
C5 C 0.8454(2) 0.18970(11) 0.4328(2) 0.0187(4) Uani 1 1 d . . . . .
C6 C 0.7071(2) 0.20035(11) 0.3536(2) 0.0185(4) Uani 1 1 d . . . . .
H6A H 0.660714 0.166487 0.289824 0.022 Uiso 1 1 calc R U . . .
C7 C 0.6390(2) 0.26224(10) 0.3710(2) 0.0156(4) Uani 1 1 d . . . . .
H7 H 0.542769 0.270418 0.320287 0.019 Uiso 1 1 calc R U . . .
C8 C 0.42766(19) 0.44140(10) 0.71387(18) 0.0112(3) Uani 1 1 d . . . . .
C9 C 0.39527(19) 0.40175(10) 0.82783(18) 0.0120(4) Uani 1 1 d . . . . .
C10 C 0.4844(2) 0.40530(10) 0.95978(19) 0.0136(4) Uani 1 1 d . . . . .
C11 C 0.4490(2) 0.36710(11) 1.0643(2) 0.0191(4) Uani 1 1 d . . . . .
H11 H 0.506563 0.370176 1.154286 0.023 Uiso 1 1 calc R U . . .
C12 C 0.3283(2) 0.32480(12) 1.0337(2) 0.0205(4) Uani 1 1 d . . . . .
C13 C 0.2396(2) 0.31822(11) 0.9048(2) 0.0192(4) Uani 1 1 d . . . . .
H13 H 0.158653 0.287587 0.887226 0.023 Uiso 1 1 calc R U . . .
C14 C 0.2733(2) 0.35788(11) 0.80292(19) 0.0148(4) Uani 1 1 d . . . . .
H14 H 0.212677 0.355441 0.714158 0.018 Uiso 1 1 calc R U . . .
C15 C 0.9311(6) 0.5851(6) 0.6195(8) 0.0278(16) Uani 0.55(2) 1 d D U P A 1
H15A H 0.916587 0.634188 0.589351 0.033 Uiso 0.55(2) 1 calc R U P A 1
H15B H 0.924089 0.555040 0.539111 0.033 Uiso 0.55(2) 1 calc R U P A 1
C15A C 0.9248(8) 0.6083(6) 0.6536(12) 0.0301(18) Uani 0.45(2) 1 d D U P A 2
H15C H 0.918623 0.656519 0.686438 0.036 Uiso 0.45(2) 1 calc R U P A 2
H15D H 0.907031 0.609167 0.553609 0.036 Uiso 0.45(2) 1 calc R U P A 2
C16 C 1.0759(2) 0.57615(15) 0.7174(3) 0.0337(6) Uani 1 1 d D U . . .
H16A H 1.104950 0.618903 0.771445 0.040 Uiso 0.55(2) 1 calc R U P A 1
H16B H 1.152329 0.563860 0.669717 0.040 Uiso 0.55(2) 1 calc R U P A 1
H16C H 1.122300 0.558850 0.645968 0.040 Uiso 0.45(2) 1 calc R U P A 2
H16D H 1.140396 0.611205 0.772566 0.040 Uiso 0.45(2) 1 calc R U P A 2
C17 C 1.0471(2) 0.51685(13) 0.8049(3) 0.0266(5) Uani 1 1 d . U . . .
H17A H 1.118208 0.516568 0.893471 0.032 Uiso 1 1 calc R U . . .
H17B H 1.050535 0.471411 0.759685 0.032 Uiso 1 1 calc R U . . .
C18 C 0.8947(2) 0.53243(12) 0.8217(2) 0.0218(4) Uani 1 1 d . U . . .
H18A H 0.844808 0.489036 0.837727 0.026 Uiso 1 1 calc R U . . .
H18B H 0.898003 0.564611 0.898539 0.026 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 Ru1 2.2724(3) 3_666 ?
Ru1 O1 2.0753(13) . ?
Ru1 O2 2.0616(13) 3_666 ?
Ru1 O4 2.0805(13) . ?
Ru1 O5 2.0585(13) 3_666 ?
Ru1 O7 2.3203(13) . ?
F1 C5 1.359(2) . ?
F2 C12 1.358(2) . ?
O1 C1 1.286(2) . ?
O2 C1 1.268(2) . ?
O3 H3 0.8400 . ?
O3 C3 1.350(2) . ?
O4 C8 1.289(2) . ?
O5 C8 1.268(2) . ?
O6 H6 0.8400 . ?
O6 C10 1.355(2) . ?
O7 C15 1.486(6) . ?
O7 C15A 1.430(8) . ?
O7 C18 1.443(2) . ?
C1 C2 1.481(3) . ?
C2 C3 1.406(3) . ?
C2 C7 1.407(3) . ?
C3 C4 1.396(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.375(3) . ?
C5 C6 1.383(3) . ?
C6 H6A 0.9500 . ?
C6 C7 1.383(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.477(3) . ?
C9 C10 1.408(3) . ?
C9 C14 1.405(3) . ?
C10 C11 1.395(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.378(3) . ?
C12 C13 1.386(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.382(3) . ?
C14 H14 0.9500 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.504(6) . ?
C15A H15C 0.9900 . ?
C15A H15D 0.9900 . ?
C15A C16 1.555(9) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 H16C 0.9900 . ?
C16 H16D 0.9900 . ?
C16 C17 1.509(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.524(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?

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
Ru1 Ru1 O7 175.70(4) 3_666 . ?
O1 Ru1 Ru1 89.15(4) . 3_666 ?
O1 Ru1 O4 87.19(5) . . ?
O1 Ru1 O7 88.73(5) . . ?
O2 Ru1 Ru1 90.03(4) 3_666 3_666 ?
O2 Ru1 O1 178.53(5) 3_666 . ?
O2 Ru1 O4 91.58(5) 3_666 . ?
O2 Ru1 O7 92.16(5) 3_666 . ?
O4 Ru1 Ru1 90.03(4) . 3_666 ?
O4 Ru1 O7 93.59(5) . . ?
O5 Ru1 Ru1 89.26(4) 3_666 3_666 ?
O5 Ru1 O1 92.50(5) 3_666 . ?
O5 Ru1 O2 88.72(5) 3_666 3_666 ?
O5 Ru1 O4 179.23(5) 3_666 . ?
O5 Ru1 O7 87.10(5) 3_666 . ?
C1 O1 Ru1 118.79(11) . . ?
C1 O2 Ru1 119.02(12) . 3_666 ?
C3 O3 H3 109.5 . . ?
C8 O4 Ru1 117.43(11) . . ?
C8 O5 Ru1 119.82(12) . 3_666 ?
C10 O6 H6 109.5 . . ?
C15 O7 Ru1 116.6(3) . . ?
C15A O7 Ru1 128.9(4) . . ?
C15A O7 C18 107.2(3) . . ?
C18 O7 Ru1 121.53(12) . . ?
C18 O7 C15 109.1(3) . . ?
O1 C1 C2 118.33(16) . . ?
O2 C1 O1 122.97(17) . . ?
O2 C1 C2 118.70(17) . . ?
C3 C2 C1 121.26(17) . . ?
C3 C2 C7 119.08(18) . . ?
C7 C2 C1 119.65(17) . . ?
O3 C3 C2 123.45(18) . . ?
O3 C3 C4 116.50(17) . . ?
C4 C3 C2 120.05(18) . . ?
C3 C4 H4 120.9 . . ?
C5 C4 C3 118.18(18) . . ?
C5 C4 H4 120.9 . . ?
F1 C5 C4 118.02(19) . . ?
F1 C5 C6 117.99(19) . . ?
C4 C5 C6 123.98(19) . . ?
C5 C6 H6A 121.3 . . ?
C5 C6 C7 117.39(19) . . ?
C7 C6 H6A 121.3 . . ?
C2 C7 H7 119.4 . . ?
C6 C7 C2 121.26(18) . . ?
C6 C7 H7 119.4 . . ?
O4 C8 C9 118.39(16) . . ?
O5 C8 O4 123.01(17) . . ?
O5 C8 C9 118.59(16) . . ?
C10 C9 C8 122.18(17) . . ?
C14 C9 C8 118.80(16) . . ?
C14 C9 C10 119.01(17) . . ?
O6 C10 C9 123.29(17) . . ?
O6 C10 C11 116.59(17) . . ?
C11 C10 C9 120.11(18) . . ?
C10 C11 H11 120.9 . . ?
C12 C11 C10 118.25(18) . . ?
C12 C11 H11 120.9 . . ?
F2 C12 C11 118.11(18) . . ?
F2 C12 C13 118.20(18) . . ?
C11 C12 C13 123.69(18) . . ?
C12 C13 H13 121.2 . . ?
C14 C13 C12 117.52(18) . . ?
C14 C13 H13 121.2 . . ?
C9 C14 H14 119.3 . . ?
C13 C14 C9 121.38(18) . . ?
C13 C14 H14 119.3 . . ?
O7 C15 H15A 110.7 . . ?
O7 C15 H15B 110.7 . . ?
O7 C15 C16 105.5(4) . . ?
H15A C15 H15B 108.8 . . ?
C16 C15 H15A 110.7 . . ?
C16 C15 H15B 110.7 . . ?
O7 C15A H15C 110.6 . . ?
O7 C15A H15D 110.6 . . ?
O7 C15A C16 105.6(5) . . ?
H15C C15A H15D 108.7 . . ?
C16 C15A H15C 110.6 . . ?
C16 C15A H15D 110.6 . . ?
C15 C16 H16A 111.3 . . ?
C15 C16 H16B 111.3 . . ?
C15 C16 C17 102.2(3) . . ?
C15A C16 H16C 110.6 . . ?
C15A C16 H16D 110.6 . . ?
H16A C16 H16B 109.2 . . ?
H16C C16 H16D 108.8 . . ?
C17 C16 C15A 105.6(3) . . ?
C17 C16 H16A 111.3 . . ?
C17 C16 H16B 111.3 . . ?
C17 C16 H16C 110.6 . . ?
C17 C16 H16D 110.6 . . ?
C16 C17 H17A 111.1 . . ?
C16 C17 H17B 111.1 . . ?
C16 C17 C18 103.08(19) . . ?
H17A C17 H17B 109.1 . . ?
C18 C17 H17A 111.1 . . ?
C18 C17 H17B 111.1 . . ?
O7 C18 C17 104.67(17) . . ?
O7 C18 H18A 110.8 . . ?
O7 C18 H18B 110.8 . . ?
C17 C18 H18A 110.8 . . ?
C17 C18 H18B 110.8 . . ?
H18A C18 H18B 108.9 . . ?

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 C1 O2 0.2(2) . . . . ?
Ru1 O1 C1 C2 179.98(12) . . . . ?
Ru1 O2 C1 O1 -1.7(2) 3_666 . . . ?
Ru1 O2 C1 C2 178.60(12) 3_666 . . . ?
Ru1 O4 C8 O5 -7.5(2) . . . . ?
Ru1 O4 C8 C9 171.13(12) . . . . ?
Ru1 O5 C8 O4 8.1(2) 3_666 . . . ?
Ru1 O5 C8 C9 -170.61(12) 3_666 . . . ?
Ru1 O7 C15 C16 -152.7(4) . . . . ?
Ru1 O7 C15A C16 -135.8(4) . . . . ?
Ru1 O7 C18 C17 125.86(15) . . . . ?
F1 C5 C6 C7 177.74(17) . . . . ?
F2 C12 C13 C14 178.90(19) . . . . ?
O1 C1 C2 C3 5.0(3) . . . . ?
O1 C1 C2 C7 -173.84(17) . . . . ?
O2 C1 C2 C3 -175.28(17) . . . . ?
O2 C1 C2 C7 5.9(3) . . . . ?
O3 C3 C4 C5 -178.38(18) . . . . ?
O4 C8 C9 C10 2.6(3) . . . . ?
O4 C8 C9 C14 -175.93(16) . . . . ?
O5 C8 C9 C10 -178.63(17) . . . . ?
O5 C8 C9 C14 2.8(3) . . . . ?
O6 C10 C11 C12 -177.21(18) . . . . ?
O7 C15 C16 C17 30.6(8) . . . . ?
O7 C15A C16 C17 -4.9(9) . . . . ?
C1 C2 C3 O3 0.5(3) . . . . ?
C1 C2 C3 C4 179.78(17) . . . . ?
C1 C2 C7 C6 178.03(17) . . . . ?
C2 C3 C4 C5 2.3(3) . . . . ?
C3 C2 C7 C6 -0.8(3) . . . . ?
C3 C4 C5 F1 -179.89(17) . . . . ?
C3 C4 C5 C6 -1.0(3) . . . . ?
C4 C5 C6 C7 -1.1(3) . . . . ?
C5 C6 C7 C2 2.0(3) . . . . ?
C7 C2 C3 O3 179.30(18) . . . . ?
C7 C2 C3 C4 -1.4(3) . . . . ?
C8 C9 C10 O6 -1.2(3) . . . . ?
C8 C9 C10 C11 179.72(18) . . . . ?
C8 C9 C14 C13 178.39(18) . . . . ?
C9 C10 C11 C12 1.9(3) . . . . ?
C10 C9 C14 C13 -0.2(3) . . . . ?
C10 C11 C12 F2 179.22(19) . . . . ?
C10 C11 C12 C13 -0.3(3) . . . . ?
C11 C12 C13 C14 -1.6(3) . . . . ?
C12 C13 C14 C9 1.8(3) . . . . ?
C14 C9 C10 O6 177.37(17) . . . . ?
C14 C9 C10 C11 -1.7(3) . . . . ?
C15 O7 C18 C17 -14.5(6) . . . . ?
C15 C16 C17 C18 -39.1(5) . . . . ?
C15A O7 C18 C17 -38.3(7) . . . . ?
C15A C16 C17 C18 -17.1(6) . . . . ?
C16 C17 C18 O7 33.5(2) . . . . ?
C18 O7 C15 C16 -10.2(8) . . . . ?
C18 O7 C15A C16 26.7(9) . . . . ?

_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 5.203
_oxdiff_exptl_absorpt_empirical_full_min 0.403
####################################################################### 
# 
# 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_ru_3-f-4-oh
_database_code_depnum_ccdc_archive 'CCDC 2394124'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2024-12-03 deposited with the CCDC.	2024-12-11 downloaded from the CCDC.
;
_audit_creation_date             2020-08-27
_audit_creation_method           
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H32 F4 O14 Ru2, 4(C4 H8 O)'
_chemical_formula_sum            'C52 H64 F4 O18 Ru2'
_chemical_formula_weight         1255.17
_chemical_melting_point          ?
_chemical_oxdiff_formula         Ru2C36H32O14F4
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'
F F 0.0171 0.0103 '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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   14.2350(4)
_cell_length_b                   18.3819(5)
_cell_length_c                   20.2770(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5305.8(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    23244
_cell_measurement_temperature    93
_cell_measurement_theta_max      31.2180
_cell_measurement_theta_min      2.3640
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.657
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63329
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
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    1.571
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2576
_exptl_crystal_size_max          0.123
_exptl_crystal_size_mid          0.116
_exptl_crystal_size_min          0.094
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0352
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            42242
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         2.704
_diffrn_ambient_temperature      93
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 28.626
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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    5.00    --  -20.00  45.00   0.00  360
  2  ω   -110.00  70.00   0.50    5.00    --  -20.00  45.00  90.00  360
;
_diffrn_measurement_device       'AFC10: Fixed Chi 2 circle'
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0199458000
_diffrn_orient_matrix_UB_12      0.0284546000
_diffrn_orient_matrix_UB_13      -0.0190440000
_diffrn_orient_matrix_UB_21      -0.0418196000
_diffrn_orient_matrix_UB_22      -0.0205649000
_diffrn_orient_matrix_UB_23      -0.0036497000
_diffrn_orient_matrix_UB_31      -0.0182811000
_diffrn_orient_matrix_UB_32      0.0159819000
_diffrn_orient_matrix_UB_33      0.0291440000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\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                4698
_reflns_number_total             6087
_reflns_odcompleteness_completeness 92.29
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.12
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.527
_refine_diff_density_min         -0.287
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     439
_refine_ls_number_reflns         6087
_refine_ls_number_restraints     97
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0351
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0335P)²+5.0549P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0781
_refine_ls_wR_factor_ref         0.0850
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 C23-C24 \\sim C23A-C24A
 with sigma of 0.02
 C21-C22 \\sim C21A-C22A
 with sigma of 0.02
 C23-O9 \\sim C23A-O9A
 with sigma of 0.02
 C20-C21 \\sim C20-C21A
 with sigma of 0.02
 C24-C25 \\sim C24A-C25A
 with sigma of 0.02
 C22-O8 \\sim C22A-O8A
 with sigma of 0.02
 C24-O9 \\sim C24A-O9A
 with sigma of 0.04
 C21-O8 \\sim C21A-O8A
 with sigma of 0.04
 C25-C26 \\sim C25A-C26A
 with sigma of 0.02
 C19-O8 \\sim C19-O8A
 with sigma of 0.02
 C19-C22 \\sim C19-C22A
 with sigma of 0.04
 C24-C26 \\sim C24A-C26A
 with sigma of 0.04
 C26-O9 \\sim C26A-O9A
 with sigma of 0.02
 C20-C22 \\sim C20-C22A
 with sigma of 0.04
 C25-O9 \\sim C25A-O9A
 with sigma of 0.04
 C23-C25 \\sim C23A-C25A
 with sigma of 0.04
 C23-C26 \\sim C23A-C26A
 with sigma of 0.04
3. Rigid bond restraints
 C23A, C24A, C25A, C26A, O9A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C19, C20, C21A, C22A, O8A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C23A \\sim C24A \\sim C25A \\sim C26A \\sim O9A: within 1.7A with sigma of 0.01
and sigma for terminal atoms of 0.02 within 1.7A
C19 \\sim C20 \\sim C21A \\sim C22A \\sim O8A: within 1.7A with sigma of 0.01
and sigma for terminal atoms of 0.02 within 1.7A
5. Others
 Sof(H4)=Sof(F1A)=1-FVAR(1)
 Sof(H6)=Sof(F1)=FVAR(1)
 Sof(H11)=Sof(F2A)=1-FVAR(2)
 Sof(H13)=Sof(F2)=FVAR(2)
 Sof(C23A)=Sof(H23C)=Sof(H23D)=Sof(C24A)=Sof(H24C)=Sof(H24D)=Sof(C25A)=
 Sof(H25C)=Sof(H25D)=Sof(C26A)=Sof(H26C)=Sof(H26D)=Sof(O9A)=1-FVAR(3)
 Sof(C23)=Sof(H23A)=Sof(H23B)=Sof(C24)=Sof(H24A)=Sof(H24B)=Sof(C25)=Sof(H25A)=
 Sof(H25B)=Sof(C26)=Sof(H26A)=Sof(H26B)=Sof(O9)=FVAR(3)
 Sof(H19C)=Sof(H19D)=Sof(H20C)=Sof(H20D)=Sof(C21A)=Sof(H21C)=Sof(H21D)=
 Sof(C22A)=Sof(H22C)=Sof(H22D)=Sof(O8A)=1-FVAR(4)
 Sof(H19A)=Sof(H19B)=Sof(H20A)=Sof(H20B)=Sof(C21)=Sof(H21A)=Sof(H21B)=Sof(C22)=
 Sof(H22A)=Sof(H22B)=Sof(O8)=FVAR(4)
6.a Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B), C18(H18A,H18B), C19(H19A,
 H19B), C19(H19C,H19D), C20(H20A,H20B), C20(H20C,H20D), C21(H21A,H21B),
 C21A(H21C,H21D), C22(H22A,H22B), C22A(H22C,H22D), C23(H23A,H23B), C24(H24A,
 H24B), C25(H25A,H25B), C26(H26A,H26B), C23A(H23C,H23D), C24A(H24C,H24D),
 C25A(H25C,H25D), C26A(H26C,H26D)
6.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C10(H10), C11(H11), C13(H13), C14(H14)
6.c Idealised tetrahedral OH refined as rotating group:
 O3(H3A), O6(H6A)
;
_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
C1 C 0.68137(17) 0.47459(13) 0.52039(11) 0.0314(5) Uani 1 1 d . . . . .
C2 C 0.78194(17) 0.45889(13) 0.53158(11) 0.0335(5) Uani 1 1 d . . . . .
C3 C 0.82997(18) 0.48963(17) 0.58442(13) 0.0449(7) Uani 1 1 d . . . . .
H3 H 0.7999 0.5223 0.6124 0.054 Uiso 1 1 calc R U . . .
C4 C 0.92244(19) 0.47126(19) 0.59488(14) 0.0517(8) Uani 1 1 d . . . . .
H4 H 0.9535 0.4915 0.6308 0.062 Uiso 0.157(5) 1 calc R U P A 2
C5 C 0.9715(2) 0.42384(18) 0.55424(14) 0.0460(7) Uani 1 1 d . . . . .
C6 C 0.92302(19) 0.39564(16) 0.50100(14) 0.0451(7) Uani 1 1 d . . . . .
H6 H 0.9541 0.3651 0.4717 0.054 Uiso 0.843(5) 1 calc R U P A 1
C7 C 0.83000(18) 0.41169(14) 0.49038(13) 0.0399(6) Uani 1 1 d . . . . .
H7 H 0.7988 0.3905 0.4550 0.048 Uiso 1 1 calc R U . . .
C8 C 0.45376(16) 0.40127(13) 0.58968(11) 0.0305(5) Uani 1 1 d . . . . .
C9 C 0.42510(16) 0.34690(13) 0.63948(12) 0.0327(5) Uani 1 1 d . . . . .
C10 C 0.41098(18) 0.27499(14) 0.62214(13) 0.0407(6) Uani 1 1 d . . . . .
H10 H 0.4209 0.2599 0.5789 0.049 Uiso 1 1 calc R U . . .
C11 C 0.3824(2) 0.22628(15) 0.66892(15) 0.0485(7) Uani 1 1 d . . . . .
H11 H 0.3746 0.1779 0.6568 0.058 Uiso 0.388(5) 1 calc R U P B 2
C12 C 0.36441(18) 0.24589(16) 0.73373(14) 0.0448(7) Uani 1 1 d . . . . .
C13 C 0.38044(18) 0.31784(15) 0.75055(14) 0.0420(6) Uani 1 1 d . . . . .
H13 H 0.3708 0.3327 0.7939 0.050 Uiso 0.612(5) 1 calc R U P B 1
C14 C 0.41026(17) 0.36773(14) 0.70480(12) 0.0367(5) Uani 1 1 d . . . . .
H14 H 0.4206 0.4157 0.7174 0.044 Uiso 1 1 calc R U . . .
C15 C 0.4535(3) 0.70314(16) 0.60376(16) 0.0586(8) Uani 1 1 d . . . . .
H15A H 0.4367 0.7031 0.5574 0.070 Uiso 1 1 calc R U . . .
H15B H 0.4975 0.7424 0.6117 0.070 Uiso 1 1 calc R U . . .
C16 C 0.3683(2) 0.7118(2) 0.64561(18) 0.0729(11) Uani 1 1 d . . . . .
H16A H 0.3152 0.6855 0.6275 0.087 Uiso 1 1 calc R U . . .
H16B H 0.3515 0.7627 0.6507 0.087 Uiso 1 1 calc R U . . .
C17 C 0.3998(2) 0.67944(18) 0.70971(16) 0.0590(9) Uani 1 1 d . . . . .
H17A H 0.3467 0.6628 0.7356 0.071 Uiso 1 1 calc R U . . .
H17B H 0.4358 0.7142 0.7354 0.071 Uiso 1 1 calc R U . . .
C18 C 0.4607(2) 0.61604(15) 0.68784(13) 0.0456(7) Uani 1 1 d . . . . .
H18A H 0.5131 0.6096 0.7179 0.055 Uiso 1 1 calc R U . . .
H18B H 0.4243 0.5715 0.6869 0.055 Uiso 1 1 calc R U . . .
F1 F 0.96887(14) 0.49626(15) 0.64797(10) 0.0712(9) Uani 0.843(5) 1 d . . P A 1
F1A F 0.9687(8) 0.3487(8) 0.4757(7) 0.080(5) Uani 0.157(5) 1 d . . P A 2
F2 F 0.3661(2) 0.15890(13) 0.65653(12) 0.0596(11) Uani 0.612(5) 1 d . . P B 1
F2A F 0.3647(3) 0.3271(3) 0.80730(19) 0.0611(16) Uani 0.388(5) 1 d . . P B 2
O1 O 0.64183(11) 0.52249(9) 0.55577(8) 0.0325(4) Uani 1 1 d . . . . .
O2 O 0.63957(11) 0.43765(9) 0.47607(8) 0.0330(4) Uani 1 1 d . . . . .
O3 O 1.06149(14) 0.40471(14) 0.56273(11) 0.0619(6) Uani 1 1 d . . . . .
H3A H 1.0808 0.4213 0.5977 0.093 Uiso 1 1 calc R U . . .
O4 O 0.46592(12) 0.46627(9) 0.60873(8) 0.0322(4) Uani 1 1 d . . . . .
O5 O 0.46465(12) 0.37965(9) 0.53056(8) 0.0337(4) Uani 1 1 d . . . . .
O6 O 0.33388(16) 0.19438(12) 0.77555(10) 0.0577(6) Uani 1 1 d . . . . .
H6A H 0.3214 0.2130 0.8113 0.087 Uiso 1 1 calc R U . . .
O7 O 0.49419(11) 0.63398(9) 0.62239(8) 0.0355(4) Uani 1 1 d . . . . .
Ru1 Ru 0.50103(2) 0.54329(2) 0.53982(2) 0.02796(7) Uani 1 1 d . . . . .
C19 C 1.2124(3) 0.4978(2) 0.67485(17) 0.0681(9) Uani 1 1 d D U . . .
H19A H 1.1724 0.5361 0.6577 0.082 Uiso 0.834(5) 1 calc R U P C 1
H19B H 1.2723 0.4997 0.6521 0.082 Uiso 0.834(5) 1 calc R U P C 1
H19C H 1.2228 0.5431 0.6515 0.082 Uiso 0.166(5) 1 calc R U P C 2
H19D H 1.2540 0.4608 0.6572 0.082 Uiso 0.166(5) 1 calc R U P C 2
C20 C 1.2264(2) 0.50712(16) 0.74859(15) 0.0539(7) Uani 1 1 d D U . . .
H20A H 1.2192 0.5575 0.7619 0.065 Uiso 0.834(5) 1 calc R U P C 1
H20B H 1.2874 0.4895 0.7626 0.065 Uiso 0.834(5) 1 calc R U P C 1
H20C H 1.2927 0.5076 0.7596 0.065 Uiso 0.166(5) 1 calc R U P C 2
H20D H 1.1979 0.5520 0.7638 0.065 Uiso 0.166(5) 1 calc R U P C 2
C21 C 1.1471(4) 0.4598(2) 0.7753(3) 0.0627(14) Uani 0.834(5) 1 d D . P C 1
H21A H 1.1609 0.4430 0.8197 0.075 Uiso 0.834(5) 1 calc R U P C 1
H21B H 1.0880 0.4860 0.7757 0.075 Uiso 0.834(5) 1 calc R U P C 1
C21A C 1.1786(15) 0.4426(12) 0.7785(11) 0.058(4) Uani 0.166(5) 1 d D U P C 2
H21C H 1.1560 0.4518 0.8229 0.069 Uiso 0.166(5) 1 calc R U P C 2
H21D H 1.2173 0.3992 0.7778 0.069 Uiso 0.166(5) 1 calc R U P C 2
C22 C 1.1443(2) 0.39760(19) 0.72761(17) 0.0452(9) Uani 0.834(5) 1 d D . P C 1
H22A H 1.1888 0.3602 0.7404 0.054 Uiso 0.834(5) 1 calc R U P C 1
H22B H 1.0820 0.3763 0.7262 0.054 Uiso 0.834(5) 1 calc R U P C 1
C22A C 1.0999(13) 0.4408(13) 0.7274(9) 0.071(4) Uani 0.166(5) 1 d D U P C 2
H22C H 1.0851 0.3909 0.7161 0.086 Uiso 0.166(5) 1 calc R U P C 2
H22D H 1.0438 0.4633 0.7455 0.086 Uiso 0.166(5) 1 calc R U P C 2
O8 O 1.16839(17) 0.42701(16) 0.66539(11) 0.0521(8) Uani 0.834(5) 1 d D . P C 1
O8A O 1.1287(9) 0.4784(10) 0.6714(7) 0.072(3) Uani 0.166(5) 1 d D U P C 2
C23 C 0.3091(3) 0.2109(3) 0.9449(2) 0.0435(12) Uani 0.705(6) 1 d D . P D 1
H23A H 0.3560 0.2355 0.9714 0.052 Uiso 0.705(6) 1 calc R U P D 1
H23B H 0.3359 0.1659 0.9285 0.052 Uiso 0.705(6) 1 calc R U P D 1
C24 C 0.2243(5) 0.1955(4) 0.9850(3) 0.075(2) Uani 0.705(6) 1 d D . P D 1
H24A H 0.2235 0.1451 0.9993 0.090 Uiso 0.705(6) 1 calc R U P D 1
H24B H 0.2220 0.2268 1.0235 0.090 Uiso 0.705(6) 1 calc R U P D 1
C25 C 0.1452(3) 0.2108(4) 0.9401(3) 0.0751(17) Uani 0.705(6) 1 d D . P D 1
H25A H 0.0898 0.2260 0.9644 0.090 Uiso 0.705(6) 1 calc R U P D 1
H25B H 0.1298 0.1686 0.9135 0.090 Uiso 0.705(6) 1 calc R U P D 1
C26 C 0.1841(3) 0.2731(2) 0.8975(3) 0.0514(12) Uani 0.705(6) 1 d D . P D 1
H26A H 0.1540 0.2742 0.8546 0.062 Uiso 0.705(6) 1 calc R U P D 1
H26B H 0.1755 0.3198 0.9190 0.062 Uiso 0.705(6) 1 calc R U P D 1
O9 O 0.28135(19) 0.25556(17) 0.89175(13) 0.0454(9) Uani 0.705(6) 1 d D . P D 1
C23A C 0.2835(12) 0.1888(11) 0.9363(7) 0.081(4) Uani 0.295(6) 1 d D U P D 2
H23C H 0.3471 0.2074 0.9395 0.097 Uiso 0.295(6) 1 calc R U P D 2
H23D H 0.2850 0.1370 0.9457 0.097 Uiso 0.295(6) 1 calc R U P D 2
C24A C 0.2214(13) 0.2270(11) 0.9855(7) 0.079(4) Uani 0.295(6) 1 d D U P D 2
H24C H 0.1893 0.1922 1.0135 0.095 Uiso 0.295(6) 1 calc R U P D 2
H24D H 0.2578 0.2597 1.0130 0.095 Uiso 0.295(6) 1 calc R U P D 2
C25A C 0.1551(10) 0.2670(10) 0.9458(7) 0.081(4) Uani 0.295(6) 1 d D U P D 2
H25C H 0.1693 0.3186 0.9465 0.097 Uiso 0.295(6) 1 calc R U P D 2
H25D H 0.0915 0.2598 0.9618 0.097 Uiso 0.295(6) 1 calc R U P D 2
C26A C 0.1656(10) 0.2371(10) 0.8779(6) 0.081(3) Uani 0.295(6) 1 d D U P D 2
H26C H 0.1139 0.2044 0.8680 0.097 Uiso 0.295(6) 1 calc R U P D 2
H26D H 0.1648 0.2763 0.8459 0.097 Uiso 0.295(6) 1 calc R U P D 2
O9A O 0.2494(5) 0.2001(6) 0.8743(4) 0.070(3) Uani 0.295(6) 1 d D U P D 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
C1 C2 1.478(3) . ?
C1 O1 1.268(3) . ?
C1 O2 1.274(3) . ?
C2 C3 1.391(3) . ?
C2 C7 1.385(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.375(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.388(4) . ?
C4 F1 1.344(3) . ?
C5 C6 1.382(4) . ?
C5 O3 1.340(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.374(4) . ?
C6 F1A 1.197(12) . ?
C7 H7 0.9300 . ?
C8 C9 1.478(3) . ?
C8 O4 1.268(3) . ?
C8 O5 1.272(3) . ?
C9 C10 1.383(3) . ?
C9 C14 1.395(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.367(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.387(4) . ?
C11 F2 1.285(4) . ?
C12 C13 1.385(4) . ?
C12 O6 1.343(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.372(4) . ?
C13 F2A 1.185(5) . ?
C14 H14 0.9300 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.489(5) . ?
C15 O7 1.447(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.499(5) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.518(4) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 O7 1.448(3) . ?
O1 Ru1 2.0658(16) . ?
O2 Ru1 2.0573(16) 5_666 ?
O3 H3A 0.8200 . ?
O4 Ru1 2.0510(16) . ?
O5 Ru1 2.0692(16) 5_666 ?
O6 H6A 0.8200 . ?
O7 Ru1 2.3646(16) . ?
Ru1 O2 2.0573(16) 5_666 ?
Ru1 O5 2.0692(16) 5_666 ?
Ru1 Ru1 2.2677(3) 5_666 ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?
C19 H19D 0.9700 . ?
C19 C20 1.518(4) . ?
C19 O8 1.456(4) . ?
C19 O8A 1.246(12) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 H20C 0.9700 . ?
C20 H20D 0.9700 . ?
C20 C21 1.524(5) . ?
C20 C21A 1.495(17) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.498(5) . ?
C21A H21C 0.9700 . ?
C21A H21D 0.9700 . ?
C21A C22A 1.527(17) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 O8 1.415(4) . ?
C22A H22C 0.9700 . ?
C22A H22D 0.9700 . ?
C22A O8A 1.392(16) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.482(7) . ?
C23 O9 1.411(5) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.476(8) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C26 1.538(7) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 O9 1.426(5) . ?
C23A H23C 0.9700 . ?
C23A H23D 0.9700 . ?
C23A C24A 1.508(15) . ?
C23A O9A 1.365(13) . ?
C24A H24C 0.9700 . ?
C24A H24D 0.9700 . ?
C24A C25A 1.442(14) . ?
C25A H25C 0.9700 . ?
C25A H25D 0.9700 . ?
C25A C26A 1.491(13) . ?
C26A H26C 0.9700 . ?
C26A H26D 0.9700 . ?
C26A O9A 1.374(12) . ?

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 C1 C2 118.6(2) . . ?
O1 C1 O2 124.2(2) . . ?
O2 C1 C2 117.2(2) . . ?
C3 C2 C1 121.0(2) . . ?
C7 C2 C1 120.5(2) . . ?
C7 C2 C3 118.4(2) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 C2 119.3(3) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 118.5 . . ?
C3 C4 C5 122.9(3) . . ?
C5 C4 H4 118.5 . . ?
F1 C4 C3 120.7(3) . . ?
F1 C4 C5 116.3(3) . . ?
C6 C5 C4 116.7(3) . . ?
O3 C5 C4 124.7(3) . . ?
O3 C5 C6 118.6(3) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 C5 121.5(3) . . ?
C7 C6 H6 119.2 . . ?
F1A C6 C5 109.5(6) . . ?
F1A C6 C7 127.7(6) . . ?
C2 C7 H7 119.5 . . ?
C6 C7 C2 121.1(2) . . ?
C6 C7 H7 119.5 . . ?
O4 C8 C9 117.8(2) . . ?
O4 C8 O5 124.4(2) . . ?
O5 C8 C9 117.8(2) . . ?
C10 C9 C8 120.8(2) . . ?
C10 C9 C14 118.8(2) . . ?
C14 C9 C8 120.3(2) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 C9 119.6(3) . . ?
C11 C10 H10 120.2 . . ?
C10 C11 H11 118.6 . . ?
C10 C11 C12 122.9(3) . . ?
C12 C11 H11 118.6 . . ?
F2 C11 C10 123.3(3) . . ?
F2 C11 C12 113.8(3) . . ?
C13 C12 C11 116.8(2) . . ?
O6 C12 C11 118.3(3) . . ?
O6 C12 C13 124.8(3) . . ?
C12 C13 H13 119.2 . . ?
C14 C13 C12 121.5(3) . . ?
C14 C13 H13 119.2 . . ?
F2A C13 C12 110.2(3) . . ?
F2A C13 C14 128.3(4) . . ?
C9 C14 H14 119.8 . . ?
C13 C14 C9 120.4(3) . . ?
C13 C14 H14 119.8 . . ?
H15A C15 H15B 108.7 . . ?
C16 C15 H15A 110.6 . . ?
C16 C15 H15B 110.6 . . ?
O7 C15 H15A 110.6 . . ?
O7 C15 H15B 110.6 . . ?
O7 C15 C16 105.8(3) . . ?
C15 C16 H16A 111.4 . . ?
C15 C16 H16B 111.4 . . ?
C15 C16 C17 102.0(3) . . ?
H16A C16 H16B 109.2 . . ?
C17 C16 H16A 111.4 . . ?
C17 C16 H16B 111.4 . . ?
C16 C17 H17A 111.2 . . ?
C16 C17 H17B 111.2 . . ?
C16 C17 C18 102.9(2) . . ?
H17A C17 H17B 109.1 . . ?
C18 C17 H17A 111.2 . . ?
C18 C17 H17B 111.2 . . ?
C17 C18 H18A 110.5 . . ?
C17 C18 H18B 110.5 . . ?
H18A C18 H18B 108.7 . . ?
O7 C18 C17 106.3(2) . . ?
O7 C18 H18A 110.5 . . ?
O7 C18 H18B 110.5 . . ?
C1 O1 Ru1 118.09(15) . . ?
C1 O2 Ru1 118.31(15) . 5_666 ?
C5 O3 H3A 109.5 . . ?
C8 O4 Ru1 118.45(14) . . ?
C8 O5 Ru1 117.70(15) . 5_666 ?
C12 O6 H6A 109.5 . . ?
C15 O7 C18 107.9(2) . . ?
C15 O7 Ru1 116.80(16) . . ?
C18 O7 Ru1 120.13(14) . . ?
O1 Ru1 O5 90.32(7) . 5_666 ?
O1 Ru1 O7 93.42(6) . . ?
O1 Ru1 Ru1 89.66(4) . 5_666 ?
O2 Ru1 O1 179.14(6) 5_666 . ?
O2 Ru1 O5 90.29(7) 5_666 5_666 ?
O2 Ru1 O7 87.18(6) 5_666 . ?
O2 Ru1 Ru1 89.73(4) 5_666 5_666 ?
O4 Ru1 O1 90.12(7) . . ?
O4 Ru1 O2 89.26(7) . 5_666 ?
O4 Ru1 O5 179.26(6) . 5_666 ?
O4 Ru1 O7 89.67(6) . . ?
O4 Ru1 Ru1 89.86(5) . 5_666 ?
O5 Ru1 O7 90.89(6) 5_666 . ?
O5 Ru1 Ru1 89.55(5) 5_666 5_666 ?
Ru1 Ru1 O7 176.88(4) 5_666 . ?
H19A C19 H19B 108.6 . . ?
H19C C19 H19D 109.2 . . ?
C20 C19 H19A 110.4 . . ?
C20 C19 H19B 110.4 . . ?
C20 C19 H19C 111.3 . . ?
C20 C19 H19D 111.3 . . ?
O8 C19 H19A 110.4 . . ?
O8 C19 H19B 110.4 . . ?
O8 C19 C20 106.7(3) . . ?
O8A C19 H19C 111.3 . . ?
O8A C19 H19D 111.3 . . ?
O8A C19 C20 102.3(7) . . ?
C19 C20 H20A 111.6 . . ?
C19 C20 H20B 111.6 . . ?
C19 C20 H20C 110.9 . . ?
C19 C20 H20D 110.9 . . ?
C19 C20 C21 100.9(3) . . ?
H20A C20 H20B 109.4 . . ?
H20C C20 H20D 108.9 . . ?
C21 C20 H20A 111.6 . . ?
C21 C20 H20B 111.6 . . ?
C21A C20 C19 104.5(10) . . ?
C21A C20 H20C 110.9 . . ?
C21A C20 H20D 110.9 . . ?
C20 C21 H21A 111.2 . . ?
C20 C21 H21B 111.2 . . ?
H21A C21 H21B 109.1 . . ?
C22 C21 C20 103.0(3) . . ?
C22 C21 H21A 111.2 . . ?
C22 C21 H21B 111.2 . . ?
C20 C21A H21C 112.9 . . ?
C20 C21A H21D 112.9 . . ?
C20 C21A C22A 94.3(12) . . ?
H21C C21A H21D 110.3 . . ?
C22A C21A H21C 112.9 . . ?
C22A C21A H21D 112.9 . . ?
C21 C22 H22A 110.5 . . ?
C21 C22 H22B 110.5 . . ?
H22A C22 H22B 108.7 . . ?
O8 C22 C21 106.1(3) . . ?
O8 C22 H22A 110.5 . . ?
O8 C22 H22B 110.5 . . ?
C21A C22A H22C 109.9 . . ?
C21A C22A H22D 109.9 . . ?
H22C C22A H22D 108.3 . . ?
O8A C22A C21A 109.1(13) . . ?
O8A C22A H22C 109.9 . . ?
O8A C22A H22D 109.9 . . ?
C22 O8 C19 109.2(2) . . ?
C19 O8A C22A 112.2(12) . . ?
H23A C23 H23B 108.5 . . ?
C24 C23 H23A 110.2 . . ?
C24 C23 H23B 110.2 . . ?
O9 C23 H23A 110.2 . . ?
O9 C23 H23B 110.2 . . ?
O9 C23 C24 107.6(4) . . ?
C23 C24 H24A 110.9 . . ?
C23 C24 H24B 110.9 . . ?
H24A C24 H24B 108.9 . . ?
C25 C24 C23 104.3(4) . . ?
C25 C24 H24A 110.9 . . ?
C25 C24 H24B 110.9 . . ?
C24 C25 H25A 111.3 . . ?
C24 C25 H25B 111.3 . . ?
C24 C25 C26 102.3(4) . . ?
H25A C25 H25B 109.2 . . ?
C26 C25 H25A 111.3 . . ?
C26 C25 H25B 111.3 . . ?
C25 C26 H26A 111.1 . . ?
C25 C26 H26B 111.1 . . ?
H26A C26 H26B 109.1 . . ?
O9 C26 C25 103.2(3) . . ?
O9 C26 H26A 111.1 . . ?
O9 C26 H26B 111.1 . . ?
C23 O9 C26 109.9(3) . . ?
H23C C23A H23D 108.3 . . ?
C24A C23A H23C 109.8 . . ?
C24A C23A H23D 109.8 . . ?
O9A C23A H23C 109.8 . . ?
O9A C23A H23D 109.8 . . ?
O9A C23A C24A 109.2(11) . . ?
C23A C24A H24C 110.8 . . ?
C23A C24A H24D 110.8 . . ?
H24C C24A H24D 108.9 . . ?
C25A C24A C23A 104.6(11) . . ?
C25A C24A H24C 110.8 . . ?
C25A C24A H24D 110.8 . . ?
C24A C25A H25C 110.7 . . ?
C24A C25A H25D 110.7 . . ?
C24A C25A C26A 105.2(10) . . ?
H25C C25A H25D 108.8 . . ?
C26A C25A H25C 110.7 . . ?
C26A C25A H25D 110.7 . . ?
C25A C26A H26C 110.0 . . ?
C25A C26A H26D 110.0 . . ?
H26C C26A H26D 108.4 . . ?
O9A C26A C25A 108.6(9) . . ?
O9A C26A H26C 110.0 . . ?
O9A C26A H26D 110.0 . . ?
C23A O9A C26A 109.6(9) . . ?

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
C1 C2 C3 C4 177.2(3) . . . . ?
C1 C2 C7 C6 -178.8(2) . . . . ?
C2 C1 O1 Ru1 -179.64(16) . . . . ?
C2 C1 O2 Ru1 178.96(15) . . . 5_666 ?
C2 C3 C4 C5 1.1(5) . . . . ?
C2 C3 C4 F1 -175.6(3) . . . . ?
C3 C2 C7 C6 -0.3(4) . . . . ?
C3 C4 C5 C6 0.8(5) . . . . ?
C3 C4 C5 O3 179.9(3) . . . . ?
C4 C5 C6 C7 -2.4(5) . . . . ?
C4 C5 C6 F1A -170.7(9) . . . . ?
C5 C6 C7 C2 2.2(4) . . . . ?
C7 C2 C3 C4 -1.3(4) . . . . ?
C8 C9 C10 C11 -178.5(2) . . . . ?
C8 C9 C14 C13 177.7(2) . . . . ?
C9 C8 O4 Ru1 -177.82(15) . . . . ?
C9 C8 O5 Ru1 177.33(15) . . . 5_666 ?
C9 C10 C11 C12 1.5(4) . . . . ?
C9 C10 C11 F2 178.7(3) . . . . ?
C10 C9 C14 C13 -1.2(4) . . . . ?
C10 C11 C12 C13 -2.6(4) . . . . ?
C10 C11 C12 O6 178.0(3) . . . . ?
C11 C12 C13 C14 1.7(4) . . . . ?
C11 C12 C13 F2A -178.3(3) . . . . ?
C12 C13 C14 C9 0.1(4) . . . . ?
C14 C9 C10 C11 0.4(4) . . . . ?
C15 C16 C17 C18 -37.2(3) . . . . ?
C16 C15 O7 C18 -21.9(3) . . . . ?
C16 C15 O7 Ru1 117.0(2) . . . . ?
C16 C17 C18 O7 24.9(3) . . . . ?
C17 C18 O7 C15 -2.1(3) . . . . ?
C17 C18 O7 Ru1 -139.42(18) . . . . ?
F1 C4 C5 C6 177.5(3) . . . . ?
F1 C4 C5 O3 -3.3(5) . . . . ?
F1A C6 C7 C2 168.2(11) . . . . ?
F2 C11 C12 C13 180.0(3) . . . . ?
F2 C11 C12 O6 0.6(4) . . . . ?
F2A C13 C14 C9 -179.8(4) . . . . ?
O1 C1 C2 C3 7.2(4) . . . . ?
O1 C1 C2 C7 -174.3(2) . . . . ?
O1 C1 O2 Ru1 0.2(3) . . . 5_666 ?
O2 C1 C2 C3 -171.6(2) . . . . ?
O2 C1 C2 C7 6.9(3) . . . . ?
O2 C1 O1 Ru1 -0.9(3) . . . . ?
O3 C5 C6 C7 178.4(3) . . . . ?
O3 C5 C6 F1A 10.1(10) . . . . ?
O4 C8 C9 C10 -179.7(2) . . . . ?
O4 C8 C9 C14 1.4(3) . . . . ?
O4 C8 O5 Ru1 -2.7(3) . . . 5_666 ?
O5 C8 C9 C10 0.2(3) . . . . ?
O5 C8 C9 C14 -178.7(2) . . . . ?
O5 C8 O4 Ru1 2.2(3) . . . . ?
O6 C12 C13 C14 -178.9(2) . . . . ?
O6 C12 C13 F2A 1.0(5) . . . . ?
O7 C15 C16 C17 37.0(3) . . . . ?
C19 C20 C21 C22 36.5(4) . . . . ?
C19 C20 C21A C22A -35.6(18) . . . . ?
C20 C19 O8 C22 7.3(4) . . . . ?
C20 C19 O8A C22A -29.1(17) . . . . ?
C20 C21 C22 O8 -33.8(4) . . . . ?
C20 C21A C22A O8A 20(2) . . . . ?
C21 C22 O8 C19 16.7(4) . . . . ?
C21A C22A O8A C19 6(3) . . . . ?
O8 C19 C20 C21 -27.3(4) . . . . ?
O8A C19 C20 C21A 43.0(14) . . . . ?
C23 C24 C25 C26 -32.7(7) . . . . ?
C24 C23 O9 C26 3.2(6) . . . . ?
C24 C25 C26 O9 34.7(6) . . . . ?
C25 C26 O9 C23 -23.6(5) . . . . ?
O9 C23 C24 C25 19.6(7) . . . . ?
C23A C24A C25A C26A 13(2) . . . . ?
C24A C23A O9A C26A -5(2) . . . . ?
C24A C25A C26A O9A -17(2) . . . . ?
C25A C26A O9A C23A 14(2) . . . . ?
O9A C23A C24A C25A -6(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 1.555
_oxdiff_exptl_absorpt_empirical_full_min 0.562
