# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2-OH_hetero
_database_code_depnum_ccdc_archive 'CCDC 2121064'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2021-11-09 deposited with the CCDC.	2021-11-25 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C40 H32 F12 O12 Ru2'
_chemical_formula_moiety         'C40 H32 F12 O12 Ru2'
_chemical_formula_weight         1134.81
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 -1/2+X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   10.9274(3)
_cell_length_b                   14.1299(2)
_cell_length_c                   14.5991(4)
_cell_angle_alpha                90.0000
_cell_angle_beta                 110.951(3)
_cell_angle_gamma                90.0000
_cell_volume                     2105.12(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    13487
_cell_measurement_theta_min      1.46
_cell_measurement_theta_max      31.52
_cell_measurement_temperature    103
#------------------------------------------------------------------------------
_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.167
_exptl_crystal_size_mid          0.144
_exptl_crystal_size_min          0.091
_exptl_crystal_density_diffrn    1.790
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1128.00
_exptl_absorpt_coefficient_mu    0.833
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.757
_exptl_absorpt_correction_T_max  0.927

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      103
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 28.626
_diffrn_reflns_number            13409
_diffrn_reflns_av_R_equivalents  0.0147
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_min         3.229
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measured_fraction_theta_full 0.961
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_Laue_measured_fraction_full 0.961
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_point_group_measured_fraction_full 0.961
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             3770
_reflns_number_gt                3714
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0258
_refine_ls_R_factor_gt           0.0254
_refine_ls_wR_factor_ref         0.0663
_refine_ls_wR_factor_gt          0.0660
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3770
_refine_ls_number_parameters     298
_refine_ls_goodness_of_fit_ref   1.125
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0291P)²+2.8564P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         1.12
_refine_diff_density_min         -0.33
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Ru Ru -1.2594 0.8363
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.03688(2) 0.57417(2) 0.49531(2) 0.01344(8) Uani 1 1 d . . . . .
F1 F 0.55294(16) 0.42019(12) 0.78346(11) 0.0383(4) Uani 1 1 d . . . . .
F2 F 0.45523(19) 0.53810(12) 0.69447(12) 0.0441(4) Uani 1 1 d . . . . .
F3 F 0.34404(16) 0.41987(13) 0.71329(12) 0.0399(4) Uani 1 1 d . . . . .
F4 F 0.31348(16) 0.31905(13) 0.27318(11) 0.0392(4) Uani 1 1 d . . . . .
F5 F 0.20063(17) 0.41844(12) 0.32116(11) 0.0387(4) Uani 1 1 d . . . . .
F6 F 0.18649(16) 0.27033(13) 0.34566(12) 0.0418(4) Uani 1 1 d . . . . .
O1 O 0.21801(14) 0.51965(10) 0.50881(11) 0.0170(3) Uani 1 1 d . . . . .
O2 O 0.14458(14) 0.37217(10) 0.51575(11) 0.0173(3) Uani 1 1 d . . . . .
O3 O 0.09575(15) 0.58731(10) 0.64468(11) 0.0181(3) Uani 1 1 d . . . . .
O4 O 0.02257(15) 0.44113(10) 0.65526(11) 0.0176(3) Uani 1 1 d . . . . .
O5 O 0.09859(15) 0.72857(10) 0.48000(11) 0.0185(3) Uani 1 1 d . . . . .
O6 O 0.0270(2) 0.37990(15) 0.82214(15) 0.0421(5) Uani 1 1 d . . . . .
H6 H 0.0109 0.3786 0.7614 0.051 Uiso 1 1 calc R U . . .
C1 C 0.2310(2) 0.43100(15) 0.51503(16) 0.0165(4) Uani 1 1 d . . . . .
C2 C 0.3632(2) 0.39119(15) 0.52348(17) 0.0179(4) Uani 1 1 d . . . . .
C3 C 0.4695(2) 0.39597(16) 0.61213(17) 0.0213(5) Uani 1 1 d . . . . .
C4 C 0.4549(3) 0.44306(19) 0.70036(18) 0.0281(5) Uani 1 1 d . . . . .
C5 C 0.5906(2) 0.35896(18) 0.62069(19) 0.0272(5) Uani 1 1 d . . . . .
H5 H 0.6620 0.3631 0.6814 0.033 Uiso 1 1 calc R U . . .
C6 C 0.6075(2) 0.31617(18) 0.5413(2) 0.0286(5) Uani 1 1 d . . . . .
H6A H 0.6906 0.2909 0.5472 0.034 Uiso 1 1 calc R U . . .
C7 C 0.5036(2) 0.30996(18) 0.45294(19) 0.0269(5) Uani 1 1 d . . . . .
H7 H 0.5153 0.2798 0.3985 0.032 Uiso 1 1 calc R U . . .
C8 C 0.3824(2) 0.34765(16) 0.44356(17) 0.0217(5) Uani 1 1 d . . . . .
C9 C 0.2709(3) 0.33907(19) 0.34627(19) 0.0281(5) Uani 1 1 d . . . . .
C10 C 0.0746(2) 0.52005(15) 0.69400(16) 0.0173(4) Uani 1 1 d . . . . .
C11 C 0.1099(2) 0.53257(17) 0.80054(17) 0.0199(5) Uani 1 1 d . . . . .
C12 C 0.0850(2) 0.46204(18) 0.85895(18) 0.0247(5) Uani 1 1 d . . . . .
C13 C 0.1199(3) 0.4767(2) 0.95924(19) 0.0317(6) Uani 1 1 d . . . . .
H13 H 0.1042 0.4286 0.9992 0.038 Uiso 1 1 calc R U . . .
C14 C 0.1774(3) 0.5612(2) 1.0013(2) 0.0322(6) Uani 1 1 d . . . . .
H14 H 0.2003 0.5708 1.0698 0.039 Uiso 1 1 calc R U . . .
C15 C 0.2016(3) 0.6319(2) 0.94412(19) 0.0305(6) Uani 1 1 d . . . . .
H15 H 0.2412 0.6896 0.9732 0.037 Uiso 1 1 calc R U . . .
C16 C 0.1677(2) 0.61764(18) 0.84473(18) 0.0254(5) Uani 1 1 d . . . . .
H16 H 0.1838 0.6662 0.8055 0.031 Uiso 1 1 calc R U . . .
C17 C 0.1359(3) 0.79148(18) 0.5642(2) 0.0358(6) Uani 1 1 d . . . . .
H17A H 0.2320 0.8010 0.5904 0.043 Uiso 1 1 calc R U . . .
H17B H 0.1091 0.7645 0.6167 0.043 Uiso 1 1 calc R U . . .
C18 C 0.0667(3) 0.88405(18) 0.52886(19) 0.0288(5) Uani 1 1 d . . . . .
H18A H 0.1227 0.9383 0.5613 0.035 Uiso 1 1 calc R U . . .
H18B H -0.0165 0.8874 0.5414 0.035 Uiso 1 1 calc R U . . .
C19 C 0.0413(3) 0.88306(17) 0.41941(19) 0.0292(5) Uani 1 1 d . . . . .
H19A H -0.0357 0.9223 0.3829 0.035 Uiso 1 1 calc R U . . .
H19B H 0.1185 0.9062 0.4057 0.035 Uiso 1 1 calc R U . . .
C20 C 0.0159(2) 0.77956(16) 0.39321(17) 0.0228(5) Uani 1 1 d . . . . .
H20A H -0.0777 0.7639 0.3780 0.027 Uiso 1 1 calc R U . . .
H20B H 0.0398 0.7636 0.3357 0.027 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.1 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.1'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 O3 2.0494(16) . ?
Ru1 O1 2.0666(14) . ?
Ru1 O4 2.0687(15) 3_566 ?
Ru1 O2 2.0745(15) 3_566 ?
Ru1 Ru1 2.2674(3) 3_566 ?
Ru1 O5 2.3177(15) . ?
F1 C4 1.340(3) . ?
F2 C4 1.346(3) . ?
F3 C4 1.332(3) . ?
F4 C9 1.338(3) . ?
F5 C9 1.334(3) . ?
F6 C9 1.337(3) . ?
O1 C1 1.260(3) . ?
O2 C1 1.261(3) . ?
O2 Ru1 2.0746(15) 3_566 ?
O3 C10 1.263(3) . ?
O4 C10 1.287(3) . ?
O4 Ru1 2.0687(15) 3_566 ?
O5 C17 1.452(3) . ?
O5 C20 1.457(3) . ?
O6 C12 1.339(3) . ?
O6 H6 0.8400 . ?
C1 C2 1.514(3) . ?
C2 C3 1.398(3) . ?
C2 C8 1.399(3) . ?
C3 C5 1.386(3) . ?
C3 C4 1.508(3) . ?
C5 C6 1.377(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.384(4) . ?
C6 H6A 0.9500 . ?
C7 C8 1.388(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.510(3) . ?
C10 C11 1.473(3) . ?
C11 C12 1.400(3) . ?
C11 C16 1.403(3) . ?
C12 C13 1.390(4) . ?
C13 C14 1.387(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.386(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.378(4) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C18 1.507(4) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.521(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.512(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
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
O3 Ru1 O1 90.39(6) . . ?
O3 Ru1 O4 179.20(6) . 3_566 ?
O1 Ru1 O4 89.34(6) . 3_566 ?
O3 Ru1 O2 88.70(6) . 3_566 ?
O1 Ru1 O2 178.94(6) . 3_566 ?
O4 Ru1 O2 91.56(6) 3_566 3_566 ?
O3 Ru1 Ru1 90.15(4) . 3_566 ?
O1 Ru1 Ru1 89.92(4) . 3_566 ?
O4 Ru1 Ru1 89.09(4) 3_566 3_566 ?
O2 Ru1 Ru1 89.54(4) 3_566 3_566 ?
O3 Ru1 O5 91.48(6) . . ?
O1 Ru1 O5 93.34(6) . . ?
O4 Ru1 O5 89.29(6) 3_566 . ?
O2 Ru1 O5 87.22(6) 3_566 . ?
Ru1 Ru1 O5 176.34(4) 3_566 . ?
C1 O1 Ru1 117.18(14) . . ?
C1 O2 Ru1 117.16(13) . 3_566 ?
C10 O3 Ru1 119.13(14) . . ?
C10 O4 Ru1 118.63(14) . 3_566 ?
C17 O5 C20 109.42(17) . . ?
C17 O5 Ru1 119.87(14) . . ?
C20 O5 Ru1 115.97(13) . . ?
C12 O6 H6 109.5 . . ?
O1 C1 O2 126.2(2) . . ?
O1 C1 C2 117.06(19) . . ?
O2 C1 C2 116.76(18) . . ?
C3 C2 C8 118.1(2) . . ?
C3 C2 C1 120.7(2) . . ?
C8 C2 C1 121.2(2) . . ?
C5 C3 C2 121.0(2) . . ?
C5 C3 C4 118.6(2) . . ?
C2 C3 C4 120.3(2) . . ?
F3 C4 F1 106.6(2) . . ?
F3 C4 F2 106.2(2) . . ?
F1 C4 F2 106.2(2) . . ?
F3 C4 C3 113.1(2) . . ?
F1 C4 C3 111.8(2) . . ?
F2 C4 C3 112.5(2) . . ?
C6 C5 C3 120.1(2) . . ?
C6 C5 H5 120.0 . . ?
C3 C5 H5 120.0 . . ?
C5 C6 C7 120.0(2) . . ?
C5 C6 H6A 120.0 . . ?
C7 C6 H6A 120.0 . . ?
C6 C7 C8 120.2(2) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
C7 C8 C2 120.6(2) . . ?
C7 C8 C9 118.9(2) . . ?
C2 C8 C9 120.6(2) . . ?
F5 C9 F6 106.3(2) . . ?
F5 C9 F4 106.8(2) . . ?
F6 C9 F4 106.1(2) . . ?
F5 C9 C8 112.5(2) . . ?
F6 C9 C8 112.8(2) . . ?
F4 C9 C8 111.9(2) . . ?
O3 C10 O4 122.9(2) . . ?
O3 C10 C11 118.6(2) . . ?
O4 C10 C11 118.4(2) . . ?
C12 C11 C16 118.9(2) . . ?
C12 C11 C10 121.5(2) . . ?
C16 C11 C10 119.6(2) . . ?
O6 C12 C13 117.6(2) . . ?
O6 C12 C11 122.7(2) . . ?
C13 C12 C11 119.7(2) . . ?
C14 C13 C12 120.3(3) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C15 C14 C13 120.5(2) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C16 C15 C14 119.5(3) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C15 C16 C11 121.1(2) . . ?
C15 C16 H16 119.5 . . ?
C11 C16 H16 119.5 . . ?
O5 C17 C18 106.7(2) . . ?
O5 C17 H17A 110.4 . . ?
C18 C17 H17A 110.4 . . ?
O5 C17 H17B 110.4 . . ?
C18 C17 H17B 110.4 . . ?
H17A C17 H17B 108.6 . . ?
C17 C18 C19 103.4(2) . . ?
C17 C18 H18A 111.1 . . ?
C19 C18 H18A 111.1 . . ?
C17 C18 H18B 111.1 . . ?
C19 C18 H18B 111.1 . . ?
H18A C18 H18B 109.0 . . ?
C20 C19 C18 102.86(19) . . ?
C20 C19 H19A 111.2 . . ?
C18 C19 H19A 111.2 . . ?
C20 C19 H19B 111.2 . . ?
C18 C19 H19B 111.2 . . ?
H19A C19 H19B 109.1 . . ?
O5 C20 C19 104.91(19) . . ?
O5 C20 H20A 110.8 . . ?
C19 C20 H20A 110.8 . . ?
O5 C20 H20B 110.8 . . ?
C19 C20 H20B 110.8 . . ?
H20A C20 H20B 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 -1.5(3) . . . . ?
Ru1 O1 C1 C2 179.17(14) . . . . ?
Ru1 O2 C1 O1 0.5(3) 3_566 . . . ?
Ru1 O2 C1 C2 179.80(14) 3_566 . . . ?
O1 C1 C2 C3 76.5(3) . . . . ?
O2 C1 C2 C3 -102.9(3) . . . . ?
O1 C1 C2 C8 -104.3(3) . . . . ?
O2 C1 C2 C8 76.3(3) . . . . ?
C8 C2 C3 C5 0.2(3) . . . . ?
C1 C2 C3 C5 179.4(2) . . . . ?
C8 C2 C3 C4 179.3(2) . . . . ?
C1 C2 C3 C4 -1.4(3) . . . . ?
C5 C3 C4 F3 -137.3(2) . . . . ?
C2 C3 C4 F3 43.5(3) . . . . ?
C5 C3 C4 F1 -17.0(3) . . . . ?
C2 C3 C4 F1 163.9(2) . . . . ?
C5 C3 C4 F2 102.4(3) . . . . ?
C2 C3 C4 F2 -76.7(3) . . . . ?
C2 C3 C5 C6 -0.4(4) . . . . ?
C4 C3 C5 C6 -179.5(2) . . . . ?
C3 C5 C6 C7 -0.1(4) . . . . ?
C5 C6 C7 C8 0.7(4) . . . . ?
C6 C7 C8 C2 -0.8(4) . . . . ?
C6 C7 C8 C9 -179.6(2) . . . . ?
C3 C2 C8 C7 0.4(3) . . . . ?
C1 C2 C8 C7 -178.8(2) . . . . ?
C3 C2 C8 C9 179.1(2) . . . . ?
C1 C2 C8 C9 -0.1(3) . . . . ?
C7 C8 C9 F5 -137.8(2) . . . . ?
C2 C8 C9 F5 43.4(3) . . . . ?
C7 C8 C9 F6 101.9(3) . . . . ?
C2 C8 C9 F6 -76.9(3) . . . . ?
C7 C8 C9 F4 -17.6(3) . . . . ?
C2 C8 C9 F4 163.6(2) . . . . ?
Ru1 O3 C10 O4 3.2(3) . . . . ?
Ru1 O3 C10 C11 -176.26(14) . . . . ?
Ru1 O4 C10 O3 -2.9(3) 3_566 . . . ?
Ru1 O4 C10 C11 176.59(14) 3_566 . . . ?
O3 C10 C11 C12 177.9(2) . . . . ?
O4 C10 C11 C12 -1.7(3) . . . . ?
O3 C10 C11 C16 -1.0(3) . . . . ?
O4 C10 C11 C16 179.5(2) . . . . ?
C16 C11 C12 O6 178.2(2) . . . . ?
C10 C11 C12 O6 -0.7(4) . . . . ?
C16 C11 C12 C13 -1.1(4) . . . . ?
C10 C11 C12 C13 -180.0(2) . . . . ?
O6 C12 C13 C14 -178.5(2) . . . . ?
C11 C12 C13 C14 0.9(4) . . . . ?
C12 C13 C14 C15 -0.4(4) . . . . ?
C13 C14 C15 C16 0.2(4) . . . . ?
C14 C15 C16 C11 -0.4(4) . . . . ?
C12 C11 C16 C15 0.9(4) . . . . ?
C10 C11 C16 C15 179.8(2) . . . . ?
C20 O5 C17 C18 3.3(3) . . . . ?
Ru1 O5 C17 C18 -134.23(17) . . . . ?
O5 C17 C18 C19 -23.9(3) . . . . ?
C17 C18 C19 C20 34.6(3) . . . . ?
C17 O5 C20 C19 18.9(3) . . . . ?
Ru1 O5 C20 C19 158.24(15) . . . . ?
C18 C19 C20 O5 -33.0(2) . . . . ?

#==============================================================================
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O6 H6 O4 . . . 2.569(3) 0.840 1.828 146.3 no

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.





#==============================================================================
#     End of CIF
#==============================================================================
####################################################################### 
# 
# 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_26-oh_hetero
_database_code_depnum_ccdc_archive 'CCDC 2121069'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2021-11-09 deposited with the CCDC.	2021-11-25 downloaded from the CCDC.
;
_audit_creation_date             2020-07-03
_audit_creation_method           
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C40 H32 F12 O14 Ru2'
_chemical_formula_sum            'C40 H32 F12 O14 Ru2'
_chemical_formula_weight         1166.79
_chemical_melting_point          ?
_chemical_oxdiff_formula         Ru2C36O18H36
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                   9.5745(4)
_cell_length_b                   10.7072(4)
_cell_length_c                   10.8653(4)
_cell_angle_alpha                110.185(4)
_cell_angle_beta                 92.607(4)
_cell_angle_gamma                96.466(4)
_cell_volume                     1034.55(7)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    6261
_cell_measurement_temperature    93
_cell_measurement_theta_max      31.2130
_cell_measurement_theta_min      3.0550
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.854
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73457
_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    1.873
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             580
_exptl_crystal_size_max          0.382
_exptl_crystal_size_mid          0.103
_exptl_crystal_size_min          0.031
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_av_unetI/netI     0.0347
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8630
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         2.758
_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 0.982
_diffrn_measured_fraction_theta_max 0.965
_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    7.00    --  -20.00  45.00   0.00  360
  2  ω   -110.00  70.00   0.50    7.00    --  -20.00  45.00  90.00  360
;
_diffrn_measurement_device       'AFC10: Fixed Chi 2 circle'
_diffrn_measurement_device_type  Rigaku_Saturn724
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0258654000
_diffrn_orient_matrix_UB_12      -0.0010881000
_diffrn_orient_matrix_UB_13      -0.0626317000
_diffrn_orient_matrix_UB_21      -0.0606867000
_diffrn_orient_matrix_UB_22      0.0269067000
_diffrn_orient_matrix_UB_23      0.0273204000
_diffrn_orient_matrix_UB_31      0.0353926000
_diffrn_orient_matrix_UB_32      0.0659654000
_diffrn_orient_matrix_UB_33      0.0144345000
_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
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4195
_reflns_number_total             4591
_reflns_odcompleteness_completeness 84.36
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.96
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       '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 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.914
_refine_diff_density_min         -1.055
_refine_diff_density_rms         0.089
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         4591
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0364
_refine_ls_R_factor_gt           0.0330
_refine_ls_restrained_S_all      1.058
_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)+(0.0473P)²+0.6111P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0836
_refine_ls_wR_factor_ref         0.0862
_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(H6A), C7(H7), C13(H13), C14(H14), C15(H15)
2.c Idealised tetrahedral OH refined as rotating group:
 O5(H5), 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
C1 C 0.5915(2) 0.7665(2) 0.4565(2) 0.0237(5) Uani 1 1 d . . . . .
C2 C 0.6408(3) 0.6316(2) 0.4268(2) 0.0260(5) Uani 1 1 d . . . . .
C3 C 0.5907(3) 0.5239(3) 0.3099(3) 0.0309(5) Uani 1 1 d . . . . .
C4 C 0.4842(3) 0.5414(3) 0.2139(3) 0.0372(6) Uani 1 1 d . . . . .
C5 C 0.6382(3) 0.4013(3) 0.2827(3) 0.0409(6) Uani 1 1 d . . . . .
H5A H 0.6030 0.3295 0.2036 0.049 Uiso 1 1 calc R U . . .
C6 C 0.7354(3) 0.3811(3) 0.3683(3) 0.0442(7) Uani 1 1 d . . . . .
H6A H 0.7669 0.2958 0.3484 0.053 Uiso 1 1 calc R U . . .
C7 C 0.7876(3) 0.4856(3) 0.4844(3) 0.0405(6) Uani 1 1 d . . . . .
H7 H 0.8554 0.4723 0.5437 0.049 Uiso 1 1 calc R U . . .
C8 C 0.7400(3) 0.6100(3) 0.5130(3) 0.0314(5) Uani 1 1 d . . . . .
C9 C 0.7971(3) 0.7199(3) 0.6400(3) 0.0393(6) Uani 1 1 d . . . . .
C10 C 0.2787(2) 0.8670(2) 0.3245(2) 0.0252(5) Uani 1 1 d . . . . .
C11 C 0.1612(3) 0.7880(3) 0.2279(3) 0.0284(5) Uani 1 1 d . . . . .
C12 C 0.1699(3) 0.7588(3) 0.0914(3) 0.0368(6) Uani 1 1 d . . . . .
C13 C 0.0589(3) 0.6867(3) 0.0006(3) 0.0446(7) Uani 1 1 d . . . . .
H13 H 0.0663 0.6686 -0.0906 0.054 Uiso 1 1 calc R U . . .
C14 C -0.0636(3) 0.6408(3) 0.0437(3) 0.0469(8) Uani 1 1 d . . . . .
H14 H -0.1409 0.5923 -0.0187 0.056 Uiso 1 1 calc R U . . .
C15 C -0.0755(3) 0.6643(3) 0.1756(3) 0.0463(7) Uani 1 1 d . . . . .
H15 H -0.1601 0.6314 0.2035 0.056 Uiso 1 1 calc R U . . .
C16 C 0.0363(3) 0.7358(3) 0.2671(3) 0.0378(6) Uani 1 1 d . . . . .
C17 C 0.8432(3) 1.0146(3) 0.2630(3) 0.0378(6) Uani 1 1 d . . . . .
H17A H 0.8514 0.9310 0.2809 0.045 Uiso 1 1 calc R U . . .
H17B H 0.8991 1.0910 0.3341 0.045 Uiso 1 1 calc R U . . .
C18 C 0.8930(4) 1.0042(4) 0.1309(3) 0.0485(8) Uani 1 1 d . . . . .
H18A H 0.9745 0.9534 0.1121 0.058 Uiso 1 1 calc R U . . .
H18B H 0.9194 1.0941 0.1255 0.058 Uiso 1 1 calc R U . . .
C19 C 0.7646(4) 0.9293(3) 0.0387(3) 0.0540(9) Uani 1 1 d . . . . .
H19A H 0.7604 0.9550 -0.0405 0.065 Uiso 1 1 calc R U . . .
H19B H 0.7651 0.8310 0.0108 0.065 Uiso 1 1 calc R U . . .
C20 C 0.6434(4) 0.9706(6) 0.1178(3) 0.0852(16) Uani 1 1 d . . . . .
H20A H 0.5953 1.0329 0.0870 0.102 Uiso 1 1 calc R U . . .
H20B H 0.5744 0.8909 0.1077 0.102 Uiso 1 1 calc R U . . .
F1 F 0.5412(2) 0.61081(18) 0.14302(17) 0.0531(5) Uani 1 1 d . . . . .
F2 F 0.4228(2) 0.42310(17) 0.12716(16) 0.0489(5) Uani 1 1 d . . . . .
F3 F 0.38039(18) 0.60585(18) 0.27351(17) 0.0464(4) Uani 1 1 d . . . . .
F4 F 0.7101(2) 0.7298(2) 0.73402(17) 0.0614(6) Uani 1 1 d . . . . .
F5 F 0.9212(2) 0.6980(2) 0.6853(2) 0.0662(6) Uani 1 1 d . . . . .
F6 F 0.81980(17) 0.84138(15) 0.63010(16) 0.0388(4) Uani 1 1 d . . . . .
O1 O 0.63252(17) 0.83263(16) 0.38554(15) 0.0240(3) Uani 1 1 d . . . . .
O2 O 0.51300(17) 0.80359(16) 0.54919(16) 0.0241(3) Uani 1 1 d . . . . .
O3 O 0.38893(18) 0.91416(17) 0.28491(16) 0.0257(3) Uani 1 1 d . . . . .
O4 O 0.26888(17) 0.88607(17) 0.44640(16) 0.0259(3) Uani 1 1 d . . . . .
O5 O 0.2892(2) 0.7983(2) 0.04283(19) 0.0499(6) Uani 1 1 d . . . . .
H5 H 0.3510 0.8402 0.1053 0.075 Uiso 1 1 calc R U . . .
O6 O 0.0188(2) 0.7553(3) 0.3949(2) 0.0568(7) Uani 1 1 d . . . . .
H6 H 0.0911 0.8022 0.4421 0.085 Uiso 1 1 calc R U . . .
O7 O 0.69672(18) 1.03570(17) 0.25327(16) 0.0269(4) Uani 1 1 d . . . . .
Ru1 Ru 0.56093(2) 1.01459(2) 0.41791(2) 0.02118(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
C1 C2 1.503(3) . ?
C1 O1 1.262(3) . ?
C1 O2 1.264(3) . ?
C2 C3 1.408(4) . ?
C2 C8 1.396(3) . ?
C3 C4 1.498(4) . ?
C3 C5 1.377(4) . ?
C4 F1 1.336(3) . ?
C4 F2 1.340(3) . ?
C4 F3 1.337(4) . ?
C5 H5A 0.9500 . ?
C5 C6 1.372(4) . ?
C6 H6A 0.9500 . ?
C6 C7 1.391(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.394(4) . ?
C8 C9 1.501(4) . ?
C9 F4 1.331(4) . ?
C9 F5 1.341(3) . ?
C9 F6 1.336(3) . ?
C10 C11 1.466(3) . ?
C10 O3 1.275(3) . ?
C10 O4 1.278(3) . ?
C11 C12 1.415(4) . ?
C11 C16 1.408(4) . ?
C12 C13 1.376(4) . ?
C12 O5 1.365(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.383(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.380(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.384(4) . ?
C16 O6 1.351(4) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.504(4) . ?
C17 O7 1.451(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.507(5) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.492(5) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 O7 1.434(4) . ?
O1 Ru1 2.0589(16) . ?
O2 Ru1 2.0669(16) 2_676 ?
O3 Ru1 2.0661(16) . ?
O4 Ru1 2.0662(16) 2_676 ?
O5 H5 0.8400 . ?
O6 H6 0.8400 . ?
O7 Ru1 2.3164(16) . ?
Ru1 O2 2.0669(16) 2_676 ?
Ru1 O4 2.0661(16) 2_676 ?
Ru1 Ru1 2.2656(3) 2_676 ?

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 116.5(2) . . ?
O1 C1 O2 125.8(2) . . ?
O2 C1 C2 117.7(2) . . ?
C3 C2 C1 121.0(2) . . ?
C8 C2 C1 121.0(2) . . ?
C8 C2 C3 118.0(2) . . ?
C2 C3 C4 120.2(2) . . ?
C5 C3 C2 120.5(3) . . ?
C5 C3 C4 119.2(2) . . ?
F1 C4 C3 112.5(2) . . ?
F1 C4 F2 106.3(2) . . ?
F1 C4 F3 107.0(2) . . ?
F2 C4 C3 111.8(2) . . ?
F3 C4 C3 112.2(2) . . ?
F3 C4 F2 106.7(2) . . ?
C3 C5 H5A 119.5 . . ?
C6 C5 C3 121.0(3) . . ?
C6 C5 H5A 119.5 . . ?
C5 C6 H6A 120.1 . . ?
C5 C6 C7 119.9(3) . . ?
C7 C6 H6A 120.1 . . ?
C6 C7 H7 120.2 . . ?
C6 C7 C8 119.6(3) . . ?
C8 C7 H7 120.2 . . ?
C2 C8 C9 120.9(2) . . ?
C7 C8 C2 121.0(2) . . ?
C7 C8 C9 118.1(2) . . ?
F4 C9 C8 111.9(2) . . ?
F4 C9 F5 106.9(2) . . ?
F4 C9 F6 106.4(2) . . ?
F5 C9 C8 111.4(3) . . ?
F6 C9 C8 113.7(2) . . ?
F6 C9 F5 106.1(2) . . ?
O3 C10 C11 119.2(2) . . ?
O3 C10 O4 121.5(2) . . ?
O4 C10 C11 119.3(2) . . ?
C12 C11 C10 121.3(2) . . ?
C16 C11 C10 121.3(2) . . ?
C16 C11 C12 117.4(2) . . ?
C13 C12 C11 121.5(3) . . ?
O5 C12 C11 121.9(2) . . ?
O5 C12 C13 116.6(3) . . ?
C12 C13 H13 120.4 . . ?
C12 C13 C14 119.3(3) . . ?
C14 C13 H13 120.4 . . ?
C13 C14 H14 119.4 . . ?
C15 C14 C13 121.2(3) . . ?
C15 C14 H14 119.4 . . ?
C14 C15 H15 120.2 . . ?
C14 C15 C16 119.7(3) . . ?
C16 C15 H15 120.2 . . ?
C15 C16 C11 121.0(3) . . ?
O6 C16 C11 121.9(2) . . ?
O6 C16 C15 117.1(3) . . ?
H17A C17 H17B 108.9 . . ?
C18 C17 H17A 110.8 . . ?
C18 C17 H17B 110.8 . . ?
O7 C17 H17A 110.8 . . ?
O7 C17 H17B 110.8 . . ?
O7 C17 C18 104.7(2) . . ?
C17 C18 H18A 111.4 . . ?
C17 C18 H18B 111.4 . . ?
C17 C18 C19 102.1(3) . . ?
H18A C18 H18B 109.2 . . ?
C19 C18 H18A 111.4 . . ?
C19 C18 H18B 111.4 . . ?
C18 C19 H19A 110.9 . . ?
C18 C19 H19B 110.9 . . ?
H19A C19 H19B 108.9 . . ?
C20 C19 C18 104.2(3) . . ?
C20 C19 H19A 110.9 . . ?
C20 C19 H19B 110.9 . . ?
C19 C20 H20A 110.0 . . ?
C19 C20 H20B 110.0 . . ?
H20A C20 H20B 108.4 . . ?
O7 C20 C19 108.4(3) . . ?
O7 C20 H20A 110.0 . . ?
O7 C20 H20B 110.0 . . ?
C1 O1 Ru1 117.77(15) . . ?
C1 O2 Ru1 116.88(15) . 2_676 ?
C10 O3 Ru1 119.79(14) . . ?
C10 O4 Ru1 119.71(15) . 2_676 ?
C12 O5 H5 109.5 . . ?
C16 O6 H6 109.5 . . ?
C17 O7 Ru1 117.31(14) . . ?
C20 O7 C17 107.0(2) . . ?
C20 O7 Ru1 119.93(17) . . ?
O1 Ru1 O2 179.39(6) . 2_676 ?
O1 Ru1 O3 88.48(7) . . ?
O1 Ru1 O4 91.32(7) . 2_676 ?
O1 Ru1 O7 87.01(6) . . ?
O1 Ru1 Ru1 89.55(5) . 2_676 ?
O2 Ru1 O7 93.49(6) 2_676 . ?
O2 Ru1 Ru1 89.96(5) 2_676 2_676 ?
O3 Ru1 O2 91.15(7) . 2_676 ?
O3 Ru1 O4 178.92(6) . 2_676 ?
O3 Ru1 O7 92.39(6) . . ?
O3 Ru1 Ru1 89.47(5) . 2_676 ?
O4 Ru1 O2 89.04(7) 2_676 2_676 ?
O4 Ru1 O7 88.67(6) 2_676 . ?
O4 Ru1 Ru1 89.46(5) 2_676 2_676 ?
Ru1 Ru1 O7 176.04(4) 2_676 . ?

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 -1.4(4) . . . . ?
C1 C2 C3 C5 179.0(2) . . . . ?
C1 C2 C8 C7 -178.8(2) . . . . ?
C1 C2 C8 C9 1.9(4) . . . . ?
C2 C1 O1 Ru1 177.58(14) . . . . ?
C2 C1 O2 Ru1 -177.18(15) . . . 2_676 ?
C2 C3 C4 F1 76.2(3) . . . . ?
C2 C3 C4 F2 -164.3(2) . . . . ?
C2 C3 C4 F3 -44.5(3) . . . . ?
C2 C3 C5 C6 -0.2(4) . . . . ?
C2 C8 C9 F4 81.9(3) . . . . ?
C2 C8 C9 F5 -158.5(2) . . . . ?
C2 C8 C9 F6 -38.7(4) . . . . ?
C3 C2 C8 C7 -0.2(4) . . . . ?
C3 C2 C8 C9 -179.5(2) . . . . ?
C3 C5 C6 C7 -0.2(5) . . . . ?
C4 C3 C5 C6 -179.8(3) . . . . ?
C5 C3 C4 F1 -104.2(3) . . . . ?
C5 C3 C4 F2 15.3(4) . . . . ?
C5 C3 C4 F3 135.1(3) . . . . ?
C5 C6 C7 C8 0.4(4) . . . . ?
C6 C7 C8 C2 -0.2(4) . . . . ?
C6 C7 C8 C9 179.1(3) . . . . ?
C7 C8 C9 F4 -97.4(3) . . . . ?
C7 C8 C9 F5 22.2(4) . . . . ?
C7 C8 C9 F6 142.0(3) . . . . ?
C8 C2 C3 C4 180.0(2) . . . . ?
C8 C2 C3 C5 0.4(4) . . . . ?
C10 C11 C12 C13 -178.8(3) . . . . ?
C10 C11 C12 O5 2.4(4) . . . . ?
C10 C11 C16 C15 178.3(3) . . . . ?
C10 C11 C16 O6 -0.3(4) . . . . ?
C11 C10 O3 Ru1 -175.79(16) . . . . ?
C11 C10 O4 Ru1 175.57(16) . . . 2_676 ?
C11 C12 C13 C14 -0.5(5) . . . . ?
C12 C11 C16 C15 -2.9(4) . . . . ?
C12 C11 C16 O6 178.4(3) . . . . ?
C12 C13 C14 C15 -1.1(5) . . . . ?
C13 C14 C15 C16 0.5(5) . . . . ?
C14 C15 C16 C11 1.5(5) . . . . ?
C14 C15 C16 O6 -179.8(3) . . . . ?
C16 C11 C12 C13 2.4(4) . . . . ?
C16 C11 C12 O5 -176.3(2) . . . . ?
C17 C18 C19 C20 30.5(4) . . . . ?
C18 C17 O7 C20 29.6(3) . . . . ?
C18 C17 O7 Ru1 167.79(18) . . . . ?
C18 C19 C20 O7 -13.6(5) . . . . ?
C19 C20 O7 C17 -9.9(4) . . . . ?
C19 C20 O7 Ru1 -146.8(2) . . . . ?
O1 C1 C2 C3 -69.3(3) . . . . ?
O1 C1 C2 C8 109.3(3) . . . . ?
O1 C1 O2 Ru1 2.6(3) . . . 2_676 ?
O2 C1 C2 C3 110.5(3) . . . . ?
O2 C1 C2 C8 -70.9(3) . . . . ?
O2 C1 O1 Ru1 -2.2(3) . . . . ?
O3 C10 C11 C12 2.4(4) . . . . ?
O3 C10 C11 C16 -178.9(2) . . . . ?
O3 C10 O4 Ru1 -3.7(3) . . . 2_676 ?
O4 C10 C11 C12 -176.9(2) . . . . ?
O4 C10 C11 C16 1.8(4) . . . . ?
O4 C10 O3 Ru1 3.5(3) . . . . ?
O5 C12 C13 C14 178.3(3) . . . . ?
O7 C17 C18 C19 -37.1(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 1.813
_oxdiff_exptl_absorpt_empirical_full_min 0.479
####################################################################### 
# 
# 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_hetero_23-oh
_database_code_depnum_ccdc_archive 'CCDC 2121066'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2021-11-09 deposited with the CCDC.	2021-11-25 downloaded from the CCDC.
;
_audit_creation_date             2020-07-03
_audit_creation_method           
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C40 H32 F12 O14 Ru2'
_chemical_formula_sum            'C40 H32 F12 O14 Ru2'
_chemical_formula_weight         1166.79
_chemical_melting_point          ?
_chemical_oxdiff_formula         Ru2C40O14F12H32
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                   11.5640(3)
_cell_length_b                   21.2804(5)
_cell_length_c                   9.1600(2)
_cell_angle_alpha                90
_cell_angle_beta                 101.954(2)
_cell_angle_gamma                90
_cell_volume                     2205.27(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    16957
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      31.1410
_cell_measurement_theta_min      2.0270
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.801
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83572
_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    1.757
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          0.213
_exptl_crystal_size_mid          0.122
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0160
_diffrn_reflns_av_unetI/netI     0.0118
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            17129
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_min         2.628
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.626
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  70.00   0.50    8.00    --  -20.00  45.00   0.00  360
  2  ω   -110.00  70.00   0.50    8.00    --  -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      0.0412397000
_diffrn_orient_matrix_UB_12      -0.0087484000
_diffrn_orient_matrix_UB_13      0.0655165000
_diffrn_orient_matrix_UB_21      -0.0467239000
_diffrn_orient_matrix_UB_22      -0.0120909000
_diffrn_orient_matrix_UB_23      0.0310952000
_diffrn_orient_matrix_UB_31      0.0069492000
_diffrn_orient_matrix_UB_32      -0.0297901000
_diffrn_orient_matrix_UB_33      -0.0317556000
_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                4782
_reflns_number_total             5018
_reflns_odcompleteness_completeness 91.17
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.00
_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 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.426
_refine_diff_density_min         -0.327
_refine_diff_density_rms         0.056
_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     328
_refine_ls_number_reflns         5018
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0222
_refine_ls_R_factor_gt           0.0210
_refine_ls_restrained_S_all      1.058
_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)+(0.0266P)²+1.3844P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0534
_refine_ls_wR_factor_ref         0.0541
_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
 C20-C19 \\sim C20-C19A
 with sigma of 0.02
 C17-C19 \\sim C17-C19A
 with sigma of 0.04
 C17-C18 \\sim C17-C18A
 with sigma of 0.02
 C18-C19 \\sim C18A-C19A
 with sigma of 0.02
 C20-C18 \\sim C20-C18A
 with sigma of 0.04
3. Others
 Sof(H20C)=Sof(H20D)=Sof(H17C)=Sof(H17D)=Sof(C19A)=Sof(H19C)=Sof(H19D)=
 Sof(C18A)=Sof(H18C)=Sof(H18D)=1-FVAR(1)
 Sof(H20A)=Sof(H20B)=Sof(H17A)=Sof(H17B)=Sof(C18)=Sof(H18A)=Sof(H18B)=Sof(C19)=
 Sof(H19A)=Sof(H19B)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C20(H20C,H20D), C17(H17A,H17B), C17(H17C,H17D), C18(H18A,
 H18B), C19(H19A,H19B), C19A(H19C,H19D), C18A(H18C,H18D)
4.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C14(H14), C16(H16), C6(H6A), C15(H15), C5(H5A)
4.c Idealised tetrahedral OH refined as rotating group:
 O5(H5), 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 0.48890(2) 0.45974(2) 0.57707(2) 0.01571(5) Uani 1 1 d . . . . .
O4 O 0.55424(9) 0.47612(5) 0.27232(11) 0.0194(2) Uani 1 1 d . . . . .
O5 O 0.61918(10) 0.45214(5) 0.02383(11) 0.0223(2) Uani 1 1 d . . . . .
H5 H 0.5915 0.4741 0.0818 0.033 Uiso 1 1 calc R U . . .
O1 O 0.66595(9) 0.46662(5) 0.67685(11) 0.0196(2) Uani 1 1 d . . . . .
O7 O 0.45594(10) 0.37608(5) 0.72396(12) 0.0253(2) Uani 1 1 d . . . . .
O2 O 0.68786(9) 0.54638(5) 0.52455(12) 0.0209(2) Uani 1 1 d . . . . .
O3 O 0.53442(10) 0.39723(5) 0.42729(11) 0.0210(2) Uani 1 1 d . . . . .
F5 F 0.71327(10) 0.59217(6) 0.84360(14) 0.0469(3) Uani 1 1 d . . . . .
O6 O 0.74725(10) 0.37300(5) -0.11519(12) 0.0267(2) Uani 1 1 d . . . . .
H6 H 0.7102 0.4044 -0.1492 0.040 Uiso 1 1 calc R U . . .
F1 F 0.81470(10) 0.43227(6) 0.44671(12) 0.0428(3) Uani 1 1 d . . . . .
F2 F 0.98651(10) 0.39116(6) 0.50834(14) 0.0486(3) Uani 1 1 d . . . . .
F3 F 0.85020(13) 0.36469(6) 0.62291(15) 0.0555(3) Uani 1 1 d . . . . .
F4 F 0.80043(12) 0.65459(6) 0.71744(16) 0.0559(3) Uani 1 1 d . . . . .
F6 F 0.86531(12) 0.64423(7) 0.95328(16) 0.0635(4) Uani 1 1 d . . . . .
C1 C 0.72653(13) 0.50822(7) 0.62813(15) 0.0200(3) Uani 1 1 d . . . . .
C12 C 0.64729(13) 0.39453(7) 0.08602(15) 0.0199(3) Uani 1 1 d . . . . .
C10 C 0.56412(13) 0.41822(7) 0.31150(16) 0.0200(3) Uani 1 1 d . . . . .
C3 C 0.93488(15) 0.46550(8) 0.67407(19) 0.0276(3) Uani 1 1 d . . . . .
C11 C 0.61789(14) 0.37459(7) 0.21902(16) 0.0217(3) Uani 1 1 d . . . . .
C8 C 0.89897(15) 0.56033(8) 0.80019(18) 0.0289(3) Uani 1 1 d . . . . .
C2 C 0.85567(13) 0.51154(7) 0.70122(17) 0.0235(3) Uani 1 1 d . . . . .
C7 C 1.01664(16) 0.56203(10) 0.8721(2) 0.0361(4) Uani 1 1 d . . . . .
H7 H 1.0443 0.5947 0.9376 0.043 Uiso 1 1 calc R U . . .
C14 C 0.74711(15) 0.29631(8) 0.06959(17) 0.0279(3) Uani 1 1 d . . . . .
H14 H 0.7916 0.2704 0.0208 0.033 Uiso 1 1 calc R U . . .
C16 C 0.65238(16) 0.31472(7) 0.27479(18) 0.0292(3) Uani 1 1 d . . . . .
H16 H 0.6319 0.3010 0.3625 0.035 Uiso 1 1 calc R U . . .
C13 C 0.71210(14) 0.35461(7) 0.01119(16) 0.0223(3) Uani 1 1 d . . . . .
C6 C 1.09299(15) 0.51533(10) 0.8467(2) 0.0402(4) Uani 1 1 d . . . . .
H6A H 1.1717 0.5160 0.8967 0.048 Uiso 1 1 calc R U . . .
C15 C 0.71654(17) 0.27586(8) 0.20077(18) 0.0326(4) Uani 1 1 d . . . . .
H15 H 0.7393 0.2361 0.2384 0.039 Uiso 1 1 calc R U . . .
C5 C 1.05248(16) 0.46781(9) 0.7474(2) 0.0372(4) Uani 1 1 d . . . . .
H5A H 1.1045 0.4369 0.7292 0.045 Uiso 1 1 calc R U . . .
C4 C 0.89620(16) 0.41311(9) 0.5643(2) 0.0330(4) Uani 1 1 d . . . . .
C9 C 0.81938(17) 0.61264(9) 0.8283(2) 0.0391(4) Uani 1 1 d . . . . .
C20 C 0.37164(17) 0.37946(8) 0.8189(2) 0.0340(4) Uani 1 1 d D . . . .
H20A H 0.2941 0.3918 0.7636 0.041 Uiso 0.577(9) 1 calc R U P A 1
H20B H 0.3971 0.4084 0.9011 0.041 Uiso 0.577(9) 1 calc R U P A 1
H20C H 0.3184 0.4146 0.7903 0.041 Uiso 0.423(9) 1 calc R U P A 2
H20D H 0.4118 0.3850 0.9220 0.041 Uiso 0.423(9) 1 calc R U P A 2
C17 C 0.4445(3) 0.31503(9) 0.6544(3) 0.0704(9) Uani 1 1 d D . . . .
H17A H 0.5215 0.2952 0.6676 0.084 Uiso 0.577(9) 1 calc R U P A 1
H17B H 0.4127 0.3193 0.5482 0.084 Uiso 0.577(9) 1 calc R U P A 1
H17C H 0.5197 0.3001 0.6366 0.084 Uiso 0.423(9) 1 calc R U P A 2
H17D H 0.3869 0.3154 0.5609 0.084 Uiso 0.423(9) 1 calc R U P A 2
C18 C 0.3625(6) 0.2749(4) 0.7252(7) 0.0443(15) Uani 0.577(9) 1 d D . P A 1
H18A H 0.3905 0.2319 0.7404 0.053 Uiso 0.577(9) 1 calc R U P A 1
H18B H 0.2824 0.2750 0.6667 0.053 Uiso 0.577(9) 1 calc R U P A 1
C19 C 0.3720(5) 0.31021(16) 0.8743(5) 0.0377(12) Uani 0.577(9) 1 d D . P A 1
H19A H 0.4446 0.3000 0.9444 0.045 Uiso 0.577(9) 1 calc R U P A 1
H19B H 0.3050 0.3016 0.9197 0.045 Uiso 0.577(9) 1 calc R U P A 1
C19A C 0.3047(8) 0.3191(3) 0.8003(13) 0.064(3) Uani 0.423(9) 1 d D . P A 2
H19C H 0.2384 0.3204 0.7158 0.077 Uiso 0.423(9) 1 calc R U P A 2
H19D H 0.2769 0.3078 0.8897 0.077 Uiso 0.423(9) 1 calc R U P A 2
C18A C 0.4021(11) 0.2751(4) 0.7725(15) 0.065(3) Uani 0.423(9) 1 d D . P A 2
H18C H 0.3713 0.2346 0.7335 0.078 Uiso 0.423(9) 1 calc R U P A 2
H18D H 0.4635 0.2690 0.8612 0.078 Uiso 0.423(9) 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 2.2684(2) 3_666 ?
Ru1 O4 2.0736(10) 3_666 ?
Ru1 O1 2.0672(10) . ?
Ru1 O7 2.3103(10) . ?
Ru1 O2 2.0673(11) 3_666 ?
Ru1 O3 2.0561(10) . ?
O4 Ru1 2.0736(10) 3_666 ?
O4 C10 1.2819(17) . ?
O5 H5 0.8200 . ?
O5 C12 1.3624(17) . ?
O1 C1 1.2662(18) . ?
O7 C20 1.4360(19) . ?
O7 C17 1.441(2) . ?
O2 Ru1 2.0673(11) 3_666 ?
O2 C1 1.2584(18) . ?
O3 C10 1.2623(17) . ?
F5 C9 1.336(2) . ?
O6 H6 0.8200 . ?
O6 C13 1.3614(17) . ?
F1 C4 1.339(2) . ?
F2 C4 1.3390(19) . ?
F3 C4 1.323(2) . ?
F4 C9 1.336(2) . ?
F6 C9 1.339(2) . ?
C1 C2 1.506(2) . ?
C12 C11 1.397(2) . ?
C12 C13 1.402(2) . ?
C10 C11 1.4779(19) . ?
C3 C2 1.398(2) . ?
C3 C5 1.387(2) . ?
C3 C4 1.506(3) . ?
C11 C16 1.399(2) . ?
C8 C2 1.401(2) . ?
C8 C7 1.384(2) . ?
C8 C9 1.500(3) . ?
C7 H7 0.9300 . ?
C7 C6 1.381(3) . ?
C14 H14 0.9300 . ?
C14 C13 1.378(2) . ?
C14 C15 1.391(2) . ?
C16 H16 0.9300 . ?
C16 C15 1.379(2) . ?
C6 H6A 0.9300 . ?
C6 C5 1.376(3) . ?
C15 H15 0.9300 . ?
C5 H5A 0.9300 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 H20C 0.9700 . ?
C20 H20D 0.9700 . ?
C20 C19 1.558(4) . ?
C20 C19A 1.490(6) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 H17C 0.9700 . ?
C17 H17D 0.9700 . ?
C17 C18 1.518(7) . ?
C17 C18A 1.534(8) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.543(7) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19A H19C 0.9700 . ?
C19A H19D 0.9700 . ?
C19A C18A 1.527(11) . ?
C18A H18C 0.9700 . ?
C18A H18D 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 176.53(3) 3_666 . ?
O4 Ru1 Ru1 89.47(3) 3_666 3_666 ?
O4 Ru1 O7 91.62(4) 3_666 . ?
O1 Ru1 Ru1 89.56(3) . 3_666 ?
O1 Ru1 O4 90.69(4) . 3_666 ?
O1 Ru1 O7 93.72(4) . . ?
O2 Ru1 Ru1 89.77(3) 3_666 3_666 ?
O2 Ru1 O4 89.39(4) 3_666 3_666 ?
O2 Ru1 O1 179.33(4) 3_666 . ?
O2 Ru1 O7 86.94(4) 3_666 . ?
O3 Ru1 Ru1 89.75(3) . 3_666 ?
O3 Ru1 O4 178.88(4) . 3_666 ?
O3 Ru1 O1 88.50(4) . . ?
O3 Ru1 O7 89.20(4) . . ?
O3 Ru1 O2 91.41(4) . 3_666 ?
C10 O4 Ru1 117.79(9) . 3_666 ?
C12 O5 H5 109.5 . . ?
C1 O1 Ru1 117.60(9) . . ?
C20 O7 Ru1 121.91(10) . . ?
C20 O7 C17 107.54(13) . . ?
C17 O7 Ru1 116.63(11) . . ?
C1 O2 Ru1 117.56(9) . 3_666 ?
C10 O3 Ru1 118.92(9) . . ?
C13 O6 H6 109.5 . . ?
O1 C1 C2 116.49(12) . . ?
O2 C1 O1 125.50(14) . . ?
O2 C1 C2 118.01(13) . . ?
O5 C12 C11 123.91(13) . . ?
O5 C12 C13 116.50(13) . . ?
C11 C12 C13 119.57(13) . . ?
O4 C10 C11 117.85(12) . . ?
O3 C10 O4 123.46(13) . . ?
O3 C10 C11 118.64(13) . . ?
C2 C3 C4 121.51(15) . . ?
C5 C3 C2 120.11(17) . . ?
C5 C3 C4 118.38(16) . . ?
C12 C11 C10 121.08(13) . . ?
C12 C11 C16 119.50(14) . . ?
C16 C11 C10 118.99(13) . . ?
C2 C8 C9 120.75(15) . . ?
C7 C8 C2 120.79(17) . . ?
C7 C8 C9 118.45(16) . . ?
C3 C2 C1 120.92(14) . . ?
C3 C2 C8 118.35(15) . . ?
C8 C2 C1 120.72(14) . . ?
C8 C7 H7 120.0 . . ?
C6 C7 C8 120.05(18) . . ?
C6 C7 H7 120.0 . . ?
C13 C14 H14 119.7 . . ?
C13 C14 C15 120.68(14) . . ?
C15 C14 H14 119.7 . . ?
C11 C16 H16 119.7 . . ?
C15 C16 C11 120.53(15) . . ?
C15 C16 H16 119.7 . . ?
O6 C13 C12 121.70(13) . . ?
O6 C13 C14 118.25(13) . . ?
C14 C13 C12 119.96(14) . . ?
C7 C6 H6A 120.1 . . ?
C5 C6 C7 119.90(17) . . ?
C5 C6 H6A 120.1 . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.73(15) . . ?
C16 C15 H15 120.1 . . ?
C3 C5 H5A 119.6 . . ?
C6 C5 C3 120.76(18) . . ?
C6 C5 H5A 119.6 . . ?
F1 C4 C3 111.95(14) . . ?
F2 C4 F1 105.86(14) . . ?
F2 C4 C3 111.50(15) . . ?
F3 C4 F1 106.76(15) . . ?
F3 C4 F2 107.13(15) . . ?
F3 C4 C3 113.20(14) . . ?
F5 C9 F6 106.53(16) . . ?
F5 C9 C8 112.66(16) . . ?
F4 C9 F5 106.74(16) . . ?
F4 C9 F6 106.74(17) . . ?
F4 C9 C8 112.03(16) . . ?
F6 C9 C8 111.74(16) . . ?
O7 C20 H20A 111.5 . . ?
O7 C20 H20B 111.5 . . ?
O7 C20 H20C 110.4 . . ?
O7 C20 H20D 110.4 . . ?
O7 C20 C19 101.17(19) . . ?
O7 C20 C19A 106.8(3) . . ?
H20A C20 H20B 109.4 . . ?
H20C C20 H20D 108.6 . . ?
C19 C20 H20A 111.5 . . ?
C19 C20 H20B 111.5 . . ?
C19A C20 H20C 110.4 . . ?
C19A C20 H20D 110.4 . . ?
O7 C17 H17A 109.9 . . ?
O7 C17 H17B 109.9 . . ?
O7 C17 H17C 111.4 . . ?
O7 C17 H17D 111.4 . . ?
O7 C17 C18 109.1(3) . . ?
O7 C17 C18A 101.6(5) . . ?
H17A C17 H17B 108.3 . . ?
H17C C17 H17D 109.3 . . ?
C18 C17 H17A 109.9 . . ?
C18 C17 H17B 109.9 . . ?
C18A C17 H17C 111.4 . . ?
C18A C17 H17D 111.4 . . ?
C17 C18 H18A 111.8 . . ?
C17 C18 H18B 111.8 . . ?
C17 C18 C19 99.7(4) . . ?
H18A C18 H18B 109.6 . . ?
C19 C18 H18A 111.8 . . ?
C19 C18 H18B 111.8 . . ?
C20 C19 H19A 111.7 . . ?
C20 C19 H19B 111.7 . . ?
C18 C19 C20 100.2(4) . . ?
C18 C19 H19A 111.7 . . ?
C18 C19 H19B 111.7 . . ?
H19A C19 H19B 109.5 . . ?
C20 C19A H19C 111.9 . . ?
C20 C19A H19D 111.9 . . ?
C20 C19A C18A 99.5(7) . . ?
H19C C19A H19D 109.6 . . ?
C18A C19A H19C 111.9 . . ?
C18A C19A H19D 111.9 . . ?
C17 C18A H18C 112.3 . . ?
C17 C18A H18D 112.3 . . ?
C19A C18A C17 97.6(6) . . ?
C19A C18A H18C 112.3 . . ?
C19A C18A H18D 112.3 . . ?
H18C C18A H18D 109.9 . . ?

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 O4 C10 O3 9.46(19) 3_666 . . . ?
Ru1 O4 C10 C11 -167.87(10) 3_666 . . . ?
Ru1 O1 C1 O2 0.71(19) . . . . ?
Ru1 O1 C1 C2 -179.08(9) . . . . ?
Ru1 O7 C20 C19 172.9(2) . . . . ?
Ru1 O7 C20 C19A 136.4(5) . . . . ?
Ru1 O7 C17 C18 -149.7(3) . . . . ?
Ru1 O7 C17 C18A -170.3(5) . . . . ?
Ru1 O2 C1 O1 -0.80(19) 3_666 . . . ?
Ru1 O2 C1 C2 178.98(10) 3_666 . . . ?
Ru1 O3 C10 O4 -8.62(19) . . . . ?
Ru1 O3 C10 C11 168.68(10) . . . . ?
O4 C10 C11 C12 -5.6(2) . . . . ?
O4 C10 C11 C16 166.79(15) . . . . ?
O5 C12 C11 C10 -6.7(2) . . . . ?
O5 C12 C11 C16 -179.09(14) . . . . ?
O5 C12 C13 O6 1.4(2) . . . . ?
O5 C12 C13 C14 177.98(14) . . . . ?
O1 C1 C2 C3 72.90(18) . . . . ?
O1 C1 C2 C8 -105.99(17) . . . . ?
O7 C20 C19 C18 -46.7(5) . . . . ?
O7 C20 C19A C18A 32.6(10) . . . . ?
O7 C17 C18 C19 -21.2(6) . . . . ?
O7 C17 C18A C19A 47.9(10) . . . . ?
O2 C1 C2 C3 -106.90(17) . . . . ?
O2 C1 C2 C8 74.20(19) . . . . ?
O3 C10 C11 C12 176.94(14) . . . . ?
O3 C10 C11 C16 -10.7(2) . . . . ?
C12 C11 C16 C15 1.0(3) . . . . ?
C10 C11 C16 C15 -171.51(16) . . . . ?
C11 C12 C13 O6 -177.09(14) . . . . ?
C11 C12 C13 C14 -0.5(2) . . . . ?
C11 C16 C15 C14 -0.1(3) . . . . ?
C8 C7 C6 C5 1.4(3) . . . . ?
C2 C3 C5 C6 -0.4(3) . . . . ?
C2 C3 C4 F1 35.5(2) . . . . ?
C2 C3 C4 F2 153.93(15) . . . . ?
C2 C3 C4 F3 -85.2(2) . . . . ?
C2 C8 C7 C6 0.0(3) . . . . ?
C2 C8 C9 F5 42.6(2) . . . . ?
C2 C8 C9 F4 -77.8(2) . . . . ?
C2 C8 C9 F6 162.50(16) . . . . ?
C7 C8 C2 C1 177.34(15) . . . . ?
C7 C8 C2 C3 -1.6(2) . . . . ?
C7 C8 C9 F5 -138.60(17) . . . . ?
C7 C8 C9 F4 101.04(19) . . . . ?
C7 C8 C9 F6 -18.7(3) . . . . ?
C7 C6 C5 C3 -1.2(3) . . . . ?
C13 C12 C11 C10 171.62(14) . . . . ?
C13 C12 C11 C16 -0.7(2) . . . . ?
C13 C14 C15 C16 -1.2(3) . . . . ?
C15 C14 C13 O6 178.18(15) . . . . ?
C15 C14 C13 C12 1.5(3) . . . . ?
C5 C3 C2 C1 -177.18(15) . . . . ?
C5 C3 C2 C8 1.7(2) . . . . ?
C5 C3 C4 F1 -143.59(16) . . . . ?
C5 C3 C4 F2 -25.2(2) . . . . ?
C5 C3 C4 F3 95.68(19) . . . . ?
C4 C3 C2 C1 3.7(2) . . . . ?
C4 C3 C2 C8 -177.38(14) . . . . ?
C4 C3 C5 C6 178.78(17) . . . . ?
C9 C8 C2 C1 -3.9(2) . . . . ?
C9 C8 C2 C3 177.18(16) . . . . ?
C9 C8 C7 C6 -178.76(18) . . . . ?
C20 O7 C17 C18 -8.5(4) . . . . ?
C20 O7 C17 C18A -29.1(6) . . . . ?
C20 C19A C18A C17 -48.1(11) . . . . ?
C17 O7 C20 C19 34.3(3) . . . . ?
C17 O7 C20 C19A -2.2(5) . . . . ?
C17 C18 C19 C20 40.2(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.757
_oxdiff_exptl_absorpt_empirical_full_min 0.635
####################################################################### 
# 
# 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-hetero-24-oh2
_database_code_depnum_ccdc_archive 'CCDC 2121067'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2021-11-09 deposited with the CCDC.	2021-11-25 downloaded from the CCDC.
;
_audit_creation_date             2020-12-02
_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         'C40 H32 F12 O14 Ru2, 2(C4 H8 O)'
_chemical_formula_sum            'C48 H48 F12 O16 Ru2'
_chemical_formula_weight         1311.00
_chemical_melting_point          ?
_chemical_oxdiff_formula         Ru2C40H32O14F12
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                   13.7407(5)
_cell_length_b                   8.5407(3)
_cell_length_c                   22.0232(8)
_cell_angle_alpha                90
_cell_angle_beta                 100.872(3)
_cell_angle_gamma                90
_cell_volume                     2538.15(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    11987
_cell_measurement_temperature    98.15
_cell_measurement_theta_max      31.1550
_cell_measurement_theta_min      1.8870
_shelx_estimated_absorpt_T_max   0.986
_shelx_estimated_absorpt_T_min   0.903
_exptl_absorpt_coefficient_mu    0.709
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75781
_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    1.715
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1320
_exptl_crystal_size_max          0.147
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_unetI/netI     0.0224
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            22890
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.495
_diffrn_reflns_theta_min         2.564
_diffrn_ambient_temperature      98.15
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.995
_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    -73.00  -5.00   0.50    7.80    --   -3.68 -44.00 132.00  136
  2  ω      0.00  68.00   0.50    7.80    --   -3.68  44.00 -76.00  136
  3  ω    -11.00  35.00   0.50    7.80    --    4.46 -99.00-180.00   92
  4  ω    -10.00  32.00   0.50    7.80    --    4.46 -99.00 -60.00   84
  5  ω     11.00  37.00   0.50    7.80    --    4.46 -99.00  30.00   52
  6  ω      6.00  36.00   0.50    7.80    --    4.46 -99.00  60.00   60
;
_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      -0.0421816000
_diffrn_orient_matrix_UB_12      -0.0291414000
_diffrn_orient_matrix_UB_13      0.0106029000
_diffrn_orient_matrix_UB_21      0.0269809000
_diffrn_orient_matrix_UB_22      -0.0680116000
_diffrn_orient_matrix_UB_23      0.0115193000
_diffrn_orient_matrix_UB_31      0.0159731000
_diffrn_orient_matrix_UB_32      0.0377848000
_diffrn_orient_matrix_UB_33      0.0288011000
_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                5057
_reflns_number_total             5673
_reflns_odcompleteness_completeness 98.92
_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         0.590
_refine_diff_density_min         -0.568
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         5673
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0344
_refine_ls_R_factor_gt           0.0284
_refine_ls_restrained_S_all      1.049
_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)+(0.0315P)²+3.3880P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0673
_refine_ls_wR_factor_ref         0.0697
_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), C21(H21A,
 H21B), C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C13(H13), C15(H15), C16(H16)
2.c Idealised tetrahedral OH refined as rotating group:
 O5(H5A), 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
C1 C 0.46530(15) 0.9128(2) 0.38277(9) 0.0133(4) Uani 1 1 d . . . . .
C2 C 0.44791(16) 0.8620(2) 0.31604(9) 0.0145(4) Uani 1 1 d . . . . .
C3 C 0.52648(16) 0.8102(3) 0.28889(10) 0.0170(4) Uani 1 1 d . . . . .
C4 C 0.63186(18) 0.8033(3) 0.32459(11) 0.0241(5) Uani 1 1 d . . . . .
C5 C 0.51020(18) 0.7649(3) 0.22699(10) 0.0208(5) Uani 1 1 d . . . . .
H5 H 0.563958 0.728885 0.209212 0.025 Uiso 1 1 calc R U . . .
C6 C 0.41629(19) 0.7722(3) 0.19153(10) 0.0247(5) Uani 1 1 d . . . . .
H6 H 0.405665 0.743352 0.149128 0.030 Uiso 1 1 calc R U . . .
C7 C 0.33749(18) 0.8214(3) 0.21754(10) 0.0230(5) Uani 1 1 d . . . . .
H7 H 0.272755 0.824848 0.193029 0.028 Uiso 1 1 calc R U . . .
C8 C 0.35227(17) 0.8659(3) 0.27913(10) 0.0180(4) Uani 1 1 d . . . . .
C9 C 0.26274(17) 0.9145(3) 0.30528(11) 0.0231(5) Uani 1 1 d . . . . .
C10 C 0.33475(15) 0.8579(2) 0.51897(9) 0.0137(4) Uani 1 1 d . . . . .
C11 C 0.24470(16) 0.7822(3) 0.53218(9) 0.0160(4) Uani 1 1 d . . . . .
C12 C 0.15503(18) 0.8622(3) 0.52677(12) 0.0239(5) Uani 1 1 d . . . . .
C13 C 0.07151(19) 0.7884(3) 0.54069(13) 0.0292(6) Uani 1 1 d . . . . .
H13 H 0.010628 0.843807 0.536319 0.035 Uiso 1 1 calc R U . . .
C14 C 0.07707(18) 0.6344(3) 0.56090(12) 0.0261(5) Uani 1 1 d . . . . .
C15 C 0.16608(18) 0.5514(3) 0.56679(11) 0.0234(5) Uani 1 1 d . . . . .
H15 H 0.169950 0.445776 0.580510 0.028 Uiso 1 1 calc R U . . .
C16 C 0.24825(17) 0.6250(3) 0.55241(10) 0.0198(4) Uani 1 1 d . . . . .
H16 H 0.308664 0.568523 0.556204 0.024 Uiso 1 1 calc R U . . .
C17 C 0.74196(17) 0.6741(3) 0.56150(11) 0.0233(5) Uani 1 1 d . . . . .
H17A H 0.760106 0.775506 0.582382 0.028 Uiso 1 1 calc R U . . .
H17B H 0.775580 0.665311 0.525648 0.028 Uiso 1 1 calc R U . . .
C18 C 0.77064(19) 0.5387(3) 0.60604(12) 0.0272(5) Uani 1 1 d . . . . .
H18A H 0.782890 0.441939 0.583912 0.033 Uiso 1 1 calc R U . . .
H18B H 0.830203 0.563879 0.637421 0.033 Uiso 1 1 calc R U . . .
C19 C 0.67926(19) 0.5231(3) 0.63512(12) 0.0287(5) Uani 1 1 d . . . . .
H19A H 0.675769 0.418486 0.653938 0.034 Uiso 1 1 calc R U . . .
H19B H 0.677793 0.604634 0.666891 0.034 Uiso 1 1 calc R U . . .
C20 C 0.59649(19) 0.5460(3) 0.57989(12) 0.0253(5) Uani 1 1 d . . . . .
H20A H 0.580965 0.446538 0.557043 0.030 Uiso 1 1 calc R U . . .
H20B H 0.535809 0.584801 0.593046 0.030 Uiso 1 1 calc R U . . .
F1 F 0.64982(12) 0.67548(19) 0.36014(7) 0.0343(4) Uani 1 1 d . . . . .
F2 F 0.65627(10) 0.92862(18) 0.36119(6) 0.0256(3) Uani 1 1 d . . . . .
F3 F 0.69703(11) 0.7996(2) 0.28603(7) 0.0424(4) Uani 1 1 d . . . . .
F4 F 0.26491(10) 0.86308(17) 0.36316(6) 0.0255(3) Uani 1 1 d . . . . .
F5 F 0.25074(11) 1.07099(18) 0.30589(7) 0.0297(3) Uani 1 1 d . . . . .
F6 F 0.17920(11) 0.8562(2) 0.27088(7) 0.0366(4) Uani 1 1 d . . . . .
O1 O 0.51072(11) 0.81710(17) 0.42187(6) 0.0140(3) Uani 1 1 d . . . . .
O2 O 0.43385(11) 1.04651(17) 0.39430(6) 0.0142(3) Uani 1 1 d . . . . .
O3 O 0.41431(11) 0.77915(17) 0.52731(6) 0.0145(3) Uani 1 1 d . . . . .
O4 O 0.32961(10) 1.00131(17) 0.50018(6) 0.0146(3) Uani 1 1 d . . . . .
O5 O 0.14418(13) 1.0134(2) 0.50758(10) 0.0356(5) Uani 1 1 d . . . . .
H5A H 0.199842 1.050712 0.505073 0.053 Uiso 1 1 calc R U . . .
O6 O -0.00628(14) 0.5699(2) 0.57380(10) 0.0371(5) Uani 1 1 d . . . . .
H6A H 0.007030 0.482207 0.590549 0.056 Uiso 1 1 calc R U . . .
O7 O 0.63436(11) 0.66163(18) 0.54170(7) 0.0174(3) Uani 1 1 d . . . . .
Ru1 Ru 0.54204(2) 0.88651(2) 0.51341(2) 0.01075(6) Uani 1 1 d . . . . .
C21 C 0.0435(5) 0.3174(5) 0.69622(19) 0.0935(18) Uani 1 1 d . . . . .
H21A H -0.016618 0.362998 0.707925 0.112 Uiso 1 1 calc R U . . .
H21B H 0.099179 0.391064 0.709096 0.112 Uiso 1 1 calc R U . . .
C22 C 0.0667(2) 0.1638(5) 0.72794(15) 0.0501(8) Uani 1 1 d . . . . .
H22A H 0.021380 0.142753 0.757006 0.060 Uiso 1 1 calc R U . . .
H22B H 0.135886 0.161509 0.750995 0.060 Uiso 1 1 calc R U . . .
C23 C 0.0516(4) 0.0466(5) 0.67593(19) 0.0678(11) Uani 1 1 d . . . . .
H23A H 0.115029 -0.004560 0.672534 0.081 Uiso 1 1 calc R U . . .
H23B H 0.003551 -0.034988 0.682658 0.081 Uiso 1 1 calc R U . . .
C24 C 0.0130(4) 0.1380(4) 0.61991(18) 0.0737(14) Uani 1 1 d . . . . .
H24A H 0.047871 0.108101 0.586194 0.088 Uiso 1 1 calc R U . . .
H24B H -0.058597 0.117148 0.606049 0.088 Uiso 1 1 calc R U . . .
O8 O 0.0282(2) 0.2956(3) 0.63386(11) 0.0569(7) 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 1.507(3) . ?
C1 O1 1.263(3) . ?
C1 O2 1.264(3) . ?
C2 C3 1.401(3) . ?
C2 C8 1.409(3) . ?
C3 C4 1.513(3) . ?
C3 C5 1.394(3) . ?
C4 F1 1.339(3) . ?
C4 F2 1.344(3) . ?
C4 F3 1.346(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.378(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.382(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.386(3) . ?
C8 C9 1.512(3) . ?
C9 F4 1.343(3) . ?
C9 F5 1.347(3) . ?
C9 F6 1.346(3) . ?
C10 C11 1.473(3) . ?
C10 O3 1.267(3) . ?
C10 O4 1.290(3) . ?
C11 C12 1.394(3) . ?
C11 C16 1.413(3) . ?
C12 C13 1.393(3) . ?
C12 O5 1.358(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.387(4) . ?
C14 C15 1.398(3) . ?
C14 O6 1.348(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.380(3) . ?
C16 H16 0.9500 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.520(3) . ?
C17 O7 1.464(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.519(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.513(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 O7 1.455(3) . ?
O1 Ru1 2.0672(14) . ?
O2 Ru1 2.0770(14) 3_676 ?
O3 Ru1 2.0537(15) . ?
O4 Ru1 2.0777(14) 3_676 ?
O5 H5A 0.8400 . ?
O6 H6A 0.8400 . ?
O7 Ru1 2.3212(15) . ?
Ru1 Ru1 2.2769(3) 3_676 ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.492(6) . ?
C21 O8 1.362(5) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.506(5) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.472(5) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 O8 1.387(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C2 116.45(18) . . ?
O1 C1 O2 126.25(19) . . ?
O2 C1 C2 117.29(18) . . ?
C3 C2 C1 120.91(19) . . ?
C3 C2 C8 118.11(19) . . ?
C8 C2 C1 120.98(18) . . ?
C2 C3 C4 121.98(19) . . ?
C5 C3 C2 120.7(2) . . ?
C5 C3 C4 117.30(19) . . ?
F1 C4 C3 112.9(2) . . ?
F1 C4 F2 107.52(18) . . ?
F1 C4 F3 106.2(2) . . ?
F2 C4 C3 112.75(19) . . ?
F2 C4 F3 106.1(2) . . ?
F3 C4 C3 111.01(19) . . ?
C3 C5 H5 119.9 . . ?
C6 C5 C3 120.1(2) . . ?
C6 C5 H5 119.9 . . ?
C5 C6 H6 119.9 . . ?
C5 C6 C7 120.1(2) . . ?
C7 C6 H6 119.9 . . ?
C6 C7 H7 119.8 . . ?
C6 C7 C8 120.5(2) . . ?
C8 C7 H7 119.8 . . ?
C2 C8 C9 121.60(19) . . ?
C7 C8 C2 120.4(2) . . ?
C7 C8 C9 117.9(2) . . ?
F4 C9 C8 113.44(19) . . ?
F4 C9 F5 107.21(19) . . ?
F4 C9 F6 106.08(19) . . ?
F5 C9 C8 112.7(2) . . ?
F6 C9 C8 110.64(19) . . ?
F6 C9 F5 106.25(19) . . ?
O3 C10 C11 118.17(19) . . ?
O3 C10 O4 122.96(19) . . ?
O4 C10 C11 118.87(19) . . ?
C12 C11 C10 122.0(2) . . ?
C12 C11 C16 118.0(2) . . ?
C16 C11 C10 119.9(2) . . ?
C13 C12 C11 120.8(2) . . ?
O5 C12 C11 122.4(2) . . ?
O5 C12 C13 116.9(2) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.1(2) . . ?
C14 C13 H13 119.9 . . ?
C13 C14 C15 120.3(2) . . ?
O6 C14 C13 117.2(2) . . ?
O6 C14 C15 122.5(2) . . ?
C14 C15 H15 120.4 . . ?
C16 C15 C14 119.2(2) . . ?
C16 C15 H15 120.4 . . ?
C11 C16 H16 119.2 . . ?
C15 C16 C11 121.6(2) . . ?
C15 C16 H16 119.2 . . ?
H17A C17 H17B 108.8 . . ?
C18 C17 H17A 110.7 . . ?
C18 C17 H17B 110.7 . . ?
O7 C17 H17A 110.7 . . ?
O7 C17 H17B 110.7 . . ?
O7 C17 C18 105.14(19) . . ?
C17 C18 H18A 111.4 . . ?
C17 C18 H18B 111.4 . . ?
H18A C18 H18B 109.3 . . ?
C19 C18 C17 101.80(19) . . ?
C19 C18 H18A 111.4 . . ?
C19 C18 H18B 111.4 . . ?
C18 C19 H19A 111.4 . . ?
C18 C19 H19B 111.4 . . ?
H19A C19 H19B 109.3 . . ?
C20 C19 C18 101.9(2) . . ?
C20 C19 H19A 111.4 . . ?
C20 C19 H19B 111.4 . . ?
C19 C20 H20A 110.8 . . ?
C19 C20 H20B 110.8 . . ?
H20A C20 H20B 108.9 . . ?
O7 C20 C19 104.82(19) . . ?
O7 C20 H20A 110.8 . . ?
O7 C20 H20B 110.8 . . ?
C1 O1 Ru1 117.67(13) . . ?
C1 O2 Ru1 116.62(13) . 3_676 ?
C10 O3 Ru1 118.65(13) . . ?
C10 O4 Ru1 119.16(13) . 3_676 ?
C12 O5 H5A 109.5 . . ?
C14 O6 H6A 109.5 . . ?
C17 O7 Ru1 119.31(13) . . ?
C20 O7 C17 109.17(17) . . ?
C20 O7 Ru1 118.66(13) . . ?
O1 Ru1 O2 177.10(6) . 3_676 ?
O1 Ru1 O4 91.03(6) . 3_676 ?
O1 Ru1 O7 91.56(5) . . ?
O1 Ru1 Ru1 89.38(4) . 3_676 ?
O2 Ru1 O4 91.77(6) 3_676 3_676 ?
O2 Ru1 O7 89.25(5) 3_676 . ?
O2 Ru1 Ru1 89.93(4) 3_676 3_676 ?
O3 Ru1 O1 89.47(6) . . ?
O3 Ru1 O2 87.71(6) . 3_676 ?
O3 Ru1 O4 179.03(6) . 3_676 ?
O3 Ru1 O7 91.70(6) . . ?
O3 Ru1 Ru1 90.73(4) . 3_676 ?
O4 Ru1 O7 89.11(6) 3_676 . ?
O4 Ru1 Ru1 88.45(4) 3_676 3_676 ?
Ru1 Ru1 O7 177.41(4) 3_676 . ?
H21A C21 H21B 108.3 . . ?
C22 C21 H21A 109.8 . . ?
C22 C21 H21B 109.8 . . ?
O8 C21 H21A 109.8 . . ?
O8 C21 H21B 109.8 . . ?
O8 C21 C22 109.3(3) . . ?
C21 C22 H22A 111.0 . . ?
C21 C22 H22B 111.0 . . ?
C21 C22 C23 104.0(3) . . ?
H22A C22 H22B 109.0 . . ?
C23 C22 H22A 111.0 . . ?
C23 C22 H22B 111.0 . . ?
C22 C23 H23A 110.7 . . ?
C22 C23 H23B 110.7 . . ?
H23A C23 H23B 108.8 . . ?
C24 C23 C22 105.1(3) . . ?
C24 C23 H23A 110.7 . . ?
C24 C23 H23B 110.7 . . ?
C23 C24 H24A 110.0 . . ?
C23 C24 H24B 110.0 . . ?
H24A C24 H24B 108.4 . . ?
O8 C24 C23 108.3(3) . . ?
O8 C24 H24A 110.0 . . ?
O8 C24 H24B 110.0 . . ?
C21 O8 C24 110.1(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 -0.3(3) . . . . ?
C1 C2 C3 C5 -179.3(2) . . . . ?
C1 C2 C8 C7 178.9(2) . . . . ?
C1 C2 C8 C9 -2.5(3) . . . . ?
C2 C1 O1 Ru1 177.12(13) . . . . ?
C2 C1 O2 Ru1 179.67(13) . . . 3_676 ?
C2 C3 C4 F1 80.7(3) . . . . ?
C2 C3 C4 F2 -41.3(3) . . . . ?
C2 C3 C4 F3 -160.2(2) . . . . ?
C2 C3 C5 C6 0.7(3) . . . . ?
C2 C8 C9 F4 -38.1(3) . . . . ?
C2 C8 C9 F5 84.0(3) . . . . ?
C2 C8 C9 F6 -157.2(2) . . . . ?
C3 C2 C8 C7 -0.9(3) . . . . ?
C3 C2 C8 C9 177.7(2) . . . . ?
C3 C5 C6 C7 -1.3(4) . . . . ?
C4 C3 C5 C6 -178.4(2) . . . . ?
C5 C3 C4 F1 -100.2(2) . . . . ?
C5 C3 C4 F2 137.7(2) . . . . ?
C5 C3 C4 F3 18.9(3) . . . . ?
C5 C6 C7 C8 0.9(4) . . . . ?
C6 C7 C8 C2 0.2(4) . . . . ?
C6 C7 C8 C9 -178.4(2) . . . . ?
C7 C8 C9 F4 140.5(2) . . . . ?
C7 C8 C9 F5 -97.4(2) . . . . ?
C7 C8 C9 F6 21.5(3) . . . . ?
C8 C2 C3 C4 179.4(2) . . . . ?
C8 C2 C3 C5 0.4(3) . . . . ?
C10 C11 C12 C13 -178.8(2) . . . . ?
C10 C11 C12 O5 1.6(4) . . . . ?
C10 C11 C16 C15 178.3(2) . . . . ?
C11 C10 O3 Ru1 -176.89(13) . . . . ?
C11 C10 O4 Ru1 176.28(13) . . . 3_676 ?
C11 C12 C13 C14 0.8(4) . . . . ?
C12 C11 C16 C15 -0.3(3) . . . . ?
C12 C13 C14 C15 -0.7(4) . . . . ?
C12 C13 C14 O6 179.8(2) . . . . ?
C13 C14 C15 C16 0.2(4) . . . . ?
C14 C15 C16 C11 0.3(3) . . . . ?
C16 C11 C12 C13 -0.3(4) . . . . ?
C16 C11 C12 O5 -179.9(2) . . . . ?
C17 C18 C19 C20 41.0(2) . . . . ?
C18 C17 O7 C20 10.1(2) . . . . ?
C18 C17 O7 Ru1 151.14(15) . . . . ?
C18 C19 C20 O7 -35.6(2) . . . . ?
C19 C20 O7 C17 16.0(2) . . . . ?
C19 C20 O7 Ru1 -125.28(16) . . . . ?
O1 C1 C2 C3 -52.9(3) . . . . ?
O1 C1 C2 C8 127.4(2) . . . . ?
O1 C1 O2 Ru1 -0.8(3) . . . 3_676 ?
O2 C1 C2 C3 126.7(2) . . . . ?
O2 C1 C2 C8 -53.0(3) . . . . ?
O2 C1 O1 Ru1 -2.4(3) . . . . ?
O3 C10 C11 C12 177.3(2) . . . . ?
O3 C10 C11 C16 -1.2(3) . . . . ?
O3 C10 O4 Ru1 -2.9(3) . . . 3_676 ?
O4 C10 C11 C12 -2.0(3) . . . . ?
O4 C10 C11 C16 179.58(18) . . . . ?
O4 C10 O3 Ru1 2.3(3) . . . . ?
O5 C12 C13 C14 -179.6(2) . . . . ?
O6 C14 C15 C16 179.6(2) . . . . ?
O7 C17 C18 C19 -31.8(2) . . . . ?
C21 C22 C23 C24 -4.8(5) . . . . ?
C22 C21 O8 C24 15.8(6) . . . . ?
C22 C23 C24 O8 14.2(5) . . . . ?
C23 C24 O8 C21 -19.0(6) . . . . ?
O8 C21 C22 C23 -6.2(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.451
_oxdiff_exptl_absorpt_empirical_full_min 0.677
####################################################################### 
# 
# 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_25-oh2_hetero
_database_code_depnum_ccdc_archive 'CCDC 2121068'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2021-11-09 deposited with the CCDC.	2021-11-25 downloaded from the CCDC.
;
_audit_creation_date             2020-10-28
_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         '2(C20 H16 F6 O7 Ru), 2(C4 H8 O)'
_chemical_formula_sum            'C48 H48 F12 O16 Ru2'
_chemical_formula_weight         1311.00
_chemical_melting_point          ?
_chemical_oxdiff_formula         Ru2C36O18H36
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                   9.2767(2)
_cell_length_b                   11.2427(2)
_cell_length_c                   25.2696(4)
_cell_angle_alpha                99.3040(10)
_cell_angle_beta                 99.0110(10)
_cell_angle_gamma                96.6480(10)
_cell_volume                     2541.67(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    18421
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      31.5480
_cell_measurement_theta_min      1.8460
_shelx_estimated_absorpt_T_max   0.936
_shelx_estimated_absorpt_T_min   0.805
_exptl_absorpt_coefficient_mu    0.708
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87367
_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    1.713
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1320
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.219
_exptl_crystal_size_min          0.095
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0161
_diffrn_reflns_av_unetI/netI     0.0200
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            20134
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         2.544
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 28.626
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.957
_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      -0.0254608000
_diffrn_orient_matrix_UB_12      -0.0085099000
_diffrn_orient_matrix_UB_13      -0.0285088000
_diffrn_orient_matrix_UB_21      0.0258544000
_diffrn_orient_matrix_UB_22      -0.0572210000
_diffrn_orient_matrix_UB_23      -0.0034303000
_diffrn_orient_matrix_UB_31      -0.0693163000
_diffrn_orient_matrix_UB_32      -0.0287745000
_diffrn_orient_matrix_UB_33      0.0033551000
_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                10447
_reflns_number_total             11151
_reflns_odcompleteness_completeness 83.76
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.38
_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         2.553
_refine_diff_density_min         -3.593
_refine_diff_density_rms         0.122
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     707
_refine_ls_number_reflns         11151
_refine_ls_number_restraints     41
_refine_ls_R_factor_all          0.0586
_refine_ls_R_factor_gt           0.0557
_refine_ls_restrained_S_all      1.042
_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)+(0.0366P)²+14.4974P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1248
_refine_ls_wR_factor_ref         0.1267
_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
 O14_1-C39_1
 2.35 with sigma of 0.02
3. Rigid bond restraints
 O14_1, C37_1, C38_1, C39_1, C40_1
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 1A with sigma of 0.04 and sigma
for terminal atoms of 0.08 within 1A
5. Rigid body (RIGU) restrains
 O14_1, C37_1, C38_1, C39_1, C40_1
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B), C41(H41A,
 H41B), C42(H42A,H42B), C43(H43A,H43B), C44(H44A,H44B), C45(H45A,H45B),
 C46(H46A,H46B), C47(H47A,H47B), C48(H48A,H48B), C37(H37A,H37B), C38(H38A,H38B),
  C39(H39A,H39B), C40(H40A,H40B)
6.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C13(H13), C14(H14), C16(H16), C25(H25), C26(H26),
 C27(H27), C33(H33), C34(H34), C36(H36)
6.c Idealised tetrahedral OH refined as rotating group:
 O5(H5A), O6(H6A), O12(H12), O13(H13A)
;
_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 0.6022(4) 0.7936(3) 0.51023(14) 0.0179(6) Uani 1 1 d . . . . .
C2 C 0.6570(4) 0.6748(3) 0.51731(14) 0.0184(7) Uani 1 1 d . . . . .
C3 C 0.7370(4) 0.6183(3) 0.48048(15) 0.0209(7) Uani 1 1 d . . . . .
C4 C 0.7676(4) 0.6729(4) 0.43189(16) 0.0262(8) Uani 1 1 d . . . . .
C5 C 0.7873(4) 0.5088(3) 0.48724(16) 0.0243(7) Uani 1 1 d . . . . .
H5 H 0.840673 0.472080 0.462572 0.029 Uiso 1 1 calc R U . . .
C6 C 0.7581(4) 0.4545(3) 0.53061(17) 0.0265(8) Uani 1 1 d . . . . .
H6 H 0.791530 0.381195 0.534943 0.032 Uiso 1 1 calc R U . . .
C7 C 0.6792(4) 0.5092(3) 0.56748(16) 0.0240(7) Uani 1 1 d . . . . .
H7 H 0.659540 0.472486 0.596542 0.029 Uiso 1 1 calc R U . . .
C8 C 0.6294(4) 0.6189(3) 0.56115(15) 0.0199(7) Uani 1 1 d . . . . .
C9 C 0.5496(4) 0.6777(3) 0.60364(15) 0.0231(7) Uani 1 1 d . . . . .
C10 C 0.3240(4) 0.9513(3) 0.56968(14) 0.0173(6) Uani 1 1 d . . . . .
C11 C 0.2264(4) 0.9112(3) 0.60639(15) 0.0197(7) Uani 1 1 d . . . . .
C12 C 0.0935(4) 0.8321(4) 0.58572(16) 0.0260(8) Uani 1 1 d . . . . .
C13 C 0.0047(5) 0.7973(4) 0.62211(18) 0.0324(9) Uani 1 1 d . . . . .
H13 H -0.084306 0.746385 0.608799 0.039 Uiso 1 1 calc R U . . .
C14 C 0.0475(5) 0.8376(4) 0.67732(18) 0.0304(9) Uani 1 1 d . . . . .
H14 H -0.013696 0.814488 0.700851 0.037 Uiso 1 1 calc R U . . .
C15 C 0.1810(5) 0.9124(4) 0.69843(16) 0.0274(8) Uani 1 1 d . . . . .
C16 C 0.2694(4) 0.9493(3) 0.66279(16) 0.0239(7) Uani 1 1 d . . . . .
H16 H 0.358330 1.000095 0.676591 0.029 Uiso 1 1 calc R U . . .
C17 C 0.1009(4) 0.8994(4) 0.37981(16) 0.0256(8) Uani 1 1 d . . . . .
H17A H 0.098917 0.975828 0.403622 0.031 Uiso 1 1 calc R U . . .
H17B H 0.004129 0.850867 0.372899 0.031 Uiso 1 1 calc R U . . .
C18 C 0.1487(5) 0.9209(4) 0.32707(17) 0.0304(8) Uani 1 1 d . . . . .
H18A H 0.221833 0.993026 0.333219 0.037 Uiso 1 1 calc R U . . .
H18B H 0.065212 0.929892 0.300410 0.037 Uiso 1 1 calc R U . . .
C19 C 0.2143(7) 0.8062(5) 0.3084(2) 0.0465(13) Uani 1 1 d . . . . .
H19A H 0.146302 0.751966 0.278935 0.056 Uiso 1 1 calc R U . . .
H19B H 0.306285 0.826820 0.295978 0.056 Uiso 1 1 calc R U . . .
C20 C 0.2404(5) 0.7472(3) 0.35853(16) 0.0273(8) Uani 1 1 d . . . . .
H20A H 0.173545 0.671695 0.353548 0.033 Uiso 1 1 calc R U . . .
H20B H 0.340968 0.729841 0.365361 0.033 Uiso 1 1 calc R U . . .
F1 F 0.7961(3) 0.7947(2) 0.44264(10) 0.0283(5) Uani 1 1 d . . . . .
F2 F 0.6535(3) 0.6441(2) 0.39018(10) 0.0361(6) Uani 1 1 d . . . . .
F3 F 0.8841(3) 0.6333(2) 0.41305(11) 0.0402(6) Uani 1 1 d . . . . .
F4 F 0.4391(3) 0.7325(2) 0.58212(10) 0.0279(5) Uani 1 1 d . . . . .
F5 F 0.6396(3) 0.7629(2) 0.64134(10) 0.0344(5) Uani 1 1 d . . . . .
F6 F 0.4890(3) 0.5973(2) 0.63014(10) 0.0322(5) Uani 1 1 d . . . . .
O1 O 0.4955(3) 0.7890(2) 0.47178(10) 0.0183(5) Uani 1 1 d . . . . .
O2 O 0.6657(3) 0.8877(2) 0.54363(10) 0.0177(5) Uani 1 1 d . . . . .
O3 O 0.2777(3) 0.9165(2) 0.51862(10) 0.0186(5) Uani 1 1 d . . . . .
O4 O 0.4479(3) 1.0156(2) 0.58995(10) 0.0185(5) Uani 1 1 d . . . . .
O5 O 0.0446(3) 0.7872(3) 0.53192(13) 0.0403(8) Uani 1 1 d . . . . .
H5A H 0.104344 0.813027 0.514249 0.060 Uiso 1 1 calc R U . . .
O6 O 0.2171(4) 0.9478(3) 0.75369(12) 0.0376(7) Uani 1 1 d . . . . .
H6A H 0.306976 0.964372 0.762641 0.056 Uiso 1 1 calc R U . . .
O7 O 0.2134(3) 0.8341(2) 0.40320(10) 0.0232(5) Uani 1 1 d . . . . .
Ru1 Ru 0.41344(3) 0.94980(2) 0.46420(2) 0.01443(8) Uani 1 1 d . . . . .
C21 C 0.0690(6) 0.2802(5) -0.02950(18) 0.0435(13) Uani 1 1 d . . . . .
C22 C 0.1082(7) 0.1560(5) -0.04929(19) 0.0481(13) Uani 1 1 d . . . . .
C23 C 0.1782(10) 0.0902(6) -0.0137(2) 0.077(2) Uani 1 1 d . . . . .
C24 C 0.2085(15) 0.1390(9) 0.0461(3) 0.111(4) Uani 1 1 d . . . . .
C25 C 0.2169(14) -0.0217(7) -0.0332(3) 0.106(4) Uani 1 1 d . . . . .
H25 H 0.260857 -0.066166 -0.008772 0.127 Uiso 1 1 calc R U . . .
C26 C 0.1911(12) -0.0684(6) -0.0883(3) 0.089(3) Uani 1 1 d . . . . .
H26 H 0.220761 -0.142305 -0.101071 0.107 Uiso 1 1 calc R U . . .
C27 C 0.1216(8) -0.0049(5) -0.1240(2) 0.0547(15) Uani 1 1 d . . . . .
H27 H 0.103967 -0.035947 -0.161173 0.066 Uiso 1 1 calc R U . . .
C28 C 0.0774(6) 0.1048(4) -0.10514(18) 0.0415(11) Uani 1 1 d . . . . .
C29 C -0.0025(6) 0.1701(5) -0.14519(18) 0.0405(11) Uani 1 1 d . . . . .
C30 C 0.0194(5) 0.4667(4) 0.10279(18) 0.0361(10) Uani 1 1 d . . . . .
C31 C 0.0306(5) 0.4481(4) 0.15983(17) 0.0299(9) Uani 1 1 d . . . . .
C32 C -0.0889(5) 0.3909(4) 0.17810(18) 0.0303(9) Uani 1 1 d . . . . .
C33 C -0.0718(5) 0.3733(4) 0.2318(2) 0.0396(11) Uani 1 1 d . . . . .
H33 H -0.149676 0.332308 0.243885 0.048 Uiso 1 1 calc R U . . .
C34 C 0.0598(5) 0.4159(4) 0.2675(2) 0.0373(10) Uani 1 1 d . . . . .
H34 H 0.068829 0.405362 0.303553 0.045 Uiso 1 1 calc R U . . .
C35 C 0.1787(5) 0.4743(4) 0.24970(19) 0.0324(9) Uani 1 1 d . . . . .
C36 C 0.1638(5) 0.4900(4) 0.19625(18) 0.0330(9) Uani 1 1 d . . . . .
H36 H 0.243115 0.528872 0.184177 0.040 Uiso 1 1 calc R U . . .
F7 F 0.1194(7) 0.2062(5) 0.06581(15) 0.110(2) Uani 1 1 d . . . . .
F8 F 0.3448(7) 0.2118(5) 0.05996(15) 0.111(2) Uani 1 1 d . . . . .
F9 F 0.2249(8) 0.0503(5) 0.07559(16) 0.121(2) Uani 1 1 d . . . . .
F10 F 0.0520(4) 0.2891(3) -0.13702(11) 0.0456(7) Uani 1 1 d . . . . .
F11 F -0.1459(4) 0.1637(3) -0.14304(13) 0.0591(9) Uani 1 1 d . . . . .
F12 F 0.0061(4) 0.1238(3) -0.19663(10) 0.0472(7) Uani 1 1 d . . . . .
O8 O 0.1733(4) 0.3671(3) -0.01383(12) 0.0438(9) Uani 1 1 d . . . . .
O9 O -0.0658(4) 0.2881(3) -0.03107(13) 0.0475(10) Uani 1 1 d . . . . .
O10 O 0.1335(4) 0.5128(3) 0.08788(12) 0.0439(9) Uani 1 1 d . . . . .
O11 O -0.1056(3) 0.4344(3) 0.07096(12) 0.0386(8) Uani 1 1 d . . . . .
O12 O -0.2240(3) 0.3519(3) 0.14587(14) 0.0380(7) Uani 1 1 d . . . . .
H12 H -0.222446 0.368706 0.115560 0.057 Uiso 1 1 calc R U . . .
O13 O 0.3050(4) 0.5136(3) 0.28734(14) 0.0398(7) Uani 1 1 d . . . . .
H13A H 0.369529 0.543309 0.272620 0.060 Uiso 1 1 calc R U . . .
Ru2 Ru 0.12083(4) 0.53971(4) 0.00888(2) 0.04127(13) Uani 1 1 d . . . . .
C41 C 0.6242(5) 0.9499(5) 0.7625(2) 0.0405(11) Uani 1 1 d . . . . .
H41A H 0.682223 1.030282 0.770284 0.049 Uiso 1 1 calc R U . . .
H41B H 0.588062 0.928029 0.723517 0.049 Uiso 1 1 calc R U . . .
C42 C 0.7157(6) 0.8577(6) 0.7817(2) 0.0513(13) Uani 1 1 d . . . . .
H42A H 0.767568 0.823206 0.753795 0.062 Uiso 1 1 calc R U . . .
H42B H 0.786536 0.893359 0.814539 0.062 Uiso 1 1 calc R U . . .
C43 C 0.6010(8) 0.7637(5) 0.7927(3) 0.0639(17) Uani 1 1 d . . . . .
H43A H 0.643026 0.717971 0.819249 0.077 Uiso 1 1 calc R U . . .
H43B H 0.553841 0.707679 0.759574 0.077 Uiso 1 1 calc R U . . .
C44 C 0.4940(7) 0.8418(8) 0.8152(4) 0.085(3) Uani 1 1 d . . . . .
H44A H 0.394225 0.798328 0.805492 0.101 Uiso 1 1 calc R U . . .
H44B H 0.519663 0.863208 0.854557 0.101 Uiso 1 1 calc R U . . .
O15 O 0.5047(4) 0.9482(3) 0.79157(14) 0.0432(8) Uani 1 1 d . . . . .
C45 C 0.5816(5) 0.7416(4) 0.2670(2) 0.0395(10) Uani 1 1 d . . . . .
H45A H 0.560660 0.762911 0.303520 0.047 Uiso 1 1 calc R U . . .
H45B H 0.538042 0.795088 0.244603 0.047 Uiso 1 1 calc R U . . .
C46 C 0.7429(6) 0.7527(5) 0.2683(3) 0.0592(16) Uani 1 1 d . . . . .
H46A H 0.772797 0.813146 0.247309 0.071 Uiso 1 1 calc R U . . .
H46B H 0.795049 0.778477 0.305602 0.071 Uiso 1 1 calc R U . . .
C47 C 0.7778(9) 0.6391(6) 0.2463(6) 0.125(5) Uani 1 1 d . . . . .
H47A H 0.861844 0.619307 0.269469 0.150 Uiso 1 1 calc R U . . .
H47B H 0.802003 0.640427 0.210371 0.150 Uiso 1 1 calc R U . . .
C48 C 0.6466(7) 0.5480(6) 0.2426(4) 0.078(2) Uani 1 1 d . . . . .
H48A H 0.631203 0.489152 0.208948 0.094 Uiso 1 1 calc R U . . .
H48B H 0.658409 0.505045 0.273038 0.094 Uiso 1 1 calc R U . . .
O16 O 0.5240(4) 0.6162(3) 0.24421(16) 0.0481(9) Uani 1 1 d . . . . .
O14_1 O 0.3698(5) 0.6191(6) 0.02934(19) 0.0914(18) Uani 1 1 d D U . . .
C37_1 C 0.4902(13) 0.5709(13) 0.0773(4) 0.133(4) Uani 1 1 d . U . . .
H37A_1 H 0.445836 0.510492 0.095549 0.160 Uiso 1 1 calc R U . . .
H37B_1 H 0.579714 0.548950 0.065444 0.160 Uiso 1 1 calc R U . . .
C38_1 C 0.5028(14) 0.7130(16) 0.1086(4) 0.160(5) Uani 1 1 d . U . . .
H38A_1 H 0.437706 0.717069 0.135120 0.192 Uiso 1 1 calc R U . . .
H38B_1 H 0.602960 0.740730 0.127944 0.192 Uiso 1 1 calc R U . . .
C39_1 C 0.4612(14) 0.7982(12) 0.0678(5) 0.151(4) Uani 1 1 d D U . . .
H39A_1 H 0.380238 0.839544 0.077460 0.181 Uiso 1 1 calc R U . . .
H39B_1 H 0.544889 0.859077 0.068439 0.181 Uiso 1 1 calc R U . . .
C40_1 C 0.4199(12) 0.7252(10) 0.0162(5) 0.118(3) Uani 1 1 d . U . . .
H40A_1 H 0.343117 0.755613 -0.006306 0.142 Uiso 1 1 calc R U . . .
H40B_1 H 0.503337 0.718213 -0.002296 0.142 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
C1 C2 1.510(5) . ?
C1 O1 1.263(4) . ?
C1 O2 1.261(4) . ?
C2 C3 1.398(5) . ?
C2 C8 1.401(5) . ?
C3 C4 1.510(5) . ?
C3 C5 1.393(5) . ?
C4 F1 1.339(4) . ?
C4 F2 1.341(5) . ?
C4 F3 1.340(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.385(6) . ?
C6 H6 0.9300 . ?
C6 C7 1.383(6) . ?
C7 H7 0.9300 . ?
C7 C8 1.391(5) . ?
C8 C9 1.507(5) . ?
C9 F4 1.343(4) . ?
C9 F5 1.339(4) . ?
C9 F6 1.333(4) . ?
C10 C11 1.479(5) . ?
C10 O3 1.276(4) . ?
C10 O4 1.268(4) . ?
C11 C12 1.406(5) . ?
C11 C16 1.399(5) . ?
C12 C13 1.398(6) . ?
C12 O5 1.357(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.375(6) . ?
C14 H14 0.9300 . ?
C14 C15 1.390(6) . ?
C15 C16 1.389(5) . ?
C15 O6 1.365(5) . ?
C16 H16 0.9300 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.515(6) . ?
C17 O7 1.449(4) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.526(6) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.522(6) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 O7 1.442(4) . ?
O1 Ru1 2.066(2) . ?
O2 Ru1 2.073(2) 2_676 ?
O3 Ru1 2.054(2) . ?
O4 Ru1 2.071(2) 2_676 ?
O5 H5A 0.8200 . ?
O6 H6A 0.8200 . ?
O7 Ru1 2.326(3) . ?
Ru1 Ru1 2.2662(5) 2_676 ?
C21 C22 1.510(8) . ?
C21 O8 1.258(5) . ?
C21 O9 1.259(6) . ?
C22 C23 1.386(10) . ?
C22 C28 1.406(6) . ?
C23 C24 1.492(8) . ?
C23 C25 1.384(11) . ?
C24 F7 1.286(14) . ?
C24 F8 1.386(11) . ?
C24 F9 1.348(10) . ?
C25 H25 0.9300 . ?
C25 C26 1.379(10) . ?
C26 H26 0.9300 . ?
C26 C27 1.367(9) . ?
C27 H27 0.9300 . ?
C27 C28 1.380(8) . ?
C28 C29 1.498(8) . ?
C29 F10 1.346(6) . ?
C29 F11 1.334(6) . ?
C29 F12 1.338(5) . ?
C30 C31 1.479(6) . ?
C30 O10 1.262(5) . ?
C30 O11 1.280(6) . ?
C31 C32 1.395(6) . ?
C31 C36 1.402(6) . ?
C32 C33 1.391(7) . ?
C32 O12 1.365(5) . ?
C33 H33 0.9300 . ?
C33 C34 1.383(7) . ?
C34 H34 0.9300 . ?
C34 C35 1.390(6) . ?
C35 C36 1.378(6) . ?
C35 O13 1.366(6) . ?
C36 H36 0.9300 . ?
O8 Ru2 2.069(4) . ?
O9 Ru2 2.072(4) 2_565 ?
O10 Ru2 2.054(3) . ?
O11 Ru2 2.070(3) 2_565 ?
O12 H12 0.8200 . ?
O13 H13A 0.8200 . ?
Ru2 Ru2 2.2619(7) 2_565 ?
Ru2 O14_1 2.323(4) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 C42 1.507(8) . ?
C41 O15 1.423(6) . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C42 C43 1.501(9) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 C44 1.515(10) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C44 O15 1.421(7) . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C45 C46 1.482(7) . ?
C45 O16 1.439(6) . ?
C46 H46A 0.9700 . ?
C46 H46B 0.9700 . ?
C46 C47 1.403(8) . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
C47 C48 1.477(9) . ?
C48 H48A 0.9700 . ?
C48 H48B 0.9700 . ?
C48 O16 1.446(7) . ?
O14_1 C37_1 1.713(13) . ?
O14_1 C40_1 1.340(12) . ?
C37_1 H37A_1 0.9700 . ?
C37_1 H37B_1 0.9700 . ?
C37_1 C38_1 1.646(19) . ?
C38_1 H38A_1 0.9700 . ?
C38_1 H38B_1 0.9700 . ?
C38_1 C39_1 1.551(19) . ?
C39_1 H39A_1 0.9700 . ?
C39_1 H39B_1 0.9700 . ?
C39_1 C40_1 1.395(14) . ?
C40_1 H40A_1 0.9700 . ?
C40_1 H40B_1 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
O1 C1 C2 116.8(3) . . ?
O2 C1 C2 117.0(3) . . ?
O2 C1 O1 126.2(3) . . ?
C3 C2 C1 120.8(3) . . ?
C3 C2 C8 118.5(3) . . ?
C8 C2 C1 120.7(3) . . ?
C2 C3 C4 120.9(3) . . ?
C5 C3 C2 120.6(3) . . ?
C5 C3 C4 118.5(3) . . ?
F1 C4 C3 113.4(3) . . ?
F1 C4 F2 106.1(3) . . ?
F1 C4 F3 106.6(3) . . ?
F2 C4 C3 112.2(3) . . ?
F3 C4 C3 111.6(3) . . ?
F3 C4 F2 106.6(3) . . ?
C3 C5 H5 119.9 . . ?
C6 C5 C3 120.2(3) . . ?
C6 C5 H5 119.9 . . ?
C5 C6 H6 120.0 . . ?
C7 C6 C5 120.1(3) . . ?
C7 C6 H6 120.0 . . ?
C6 C7 H7 120.0 . . ?
C6 C7 C8 120.1(4) . . ?
C8 C7 H7 120.0 . . ?
C2 C8 C9 121.1(3) . . ?
C7 C8 C2 120.7(3) . . ?
C7 C8 C9 118.2(3) . . ?
F4 C9 C8 112.4(3) . . ?
F5 C9 C8 112.1(3) . . ?
F5 C9 F4 106.7(3) . . ?
F6 C9 C8 112.2(3) . . ?
F6 C9 F4 106.2(3) . . ?
F6 C9 F5 106.8(3) . . ?
O3 C10 C11 116.8(3) . . ?
O4 C10 C11 119.4(3) . . ?
O4 C10 O3 123.8(3) . . ?
C12 C11 C10 121.1(3) . . ?
C16 C11 C10 119.4(3) . . ?
C16 C11 C12 119.4(3) . . ?
C13 C12 C11 118.9(4) . . ?
O5 C12 C11 123.8(3) . . ?
O5 C12 C13 117.3(4) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.8(4) . . ?
C14 C13 H13 119.6 . . ?
C13 C14 H14 119.6 . . ?
C13 C14 C15 120.9(4) . . ?
C15 C14 H14 119.6 . . ?
C16 C15 C14 119.0(4) . . ?
O6 C15 C14 117.7(4) . . ?
O6 C15 C16 123.2(4) . . ?
C11 C16 H16 119.5 . . ?
C15 C16 C11 120.9(4) . . ?
C15 C16 H16 119.5 . . ?
H17A C17 H17B 109.1 . . ?
C18 C17 H17A 111.1 . . ?
C18 C17 H17B 111.1 . . ?
O7 C17 H17A 111.1 . . ?
O7 C17 H17B 111.1 . . ?
O7 C17 C18 103.1(3) . . ?
C17 C18 H18A 111.1 . . ?
C17 C18 H18B 111.1 . . ?
C17 C18 C19 103.4(3) . . ?
H18A C18 H18B 109.0 . . ?
C19 C18 H18A 111.1 . . ?
C19 C18 H18B 111.1 . . ?
C18 C19 H19A 110.8 . . ?
C18 C19 H19B 110.8 . . ?
H19A C19 H19B 108.8 . . ?
C20 C19 C18 104.9(3) . . ?
C20 C19 H19A 110.8 . . ?
C20 C19 H19B 110.8 . . ?
C19 C20 H20A 110.5 . . ?
C19 C20 H20B 110.5 . . ?
H20A C20 H20B 108.7 . . ?
O7 C20 C19 105.9(3) . . ?
O7 C20 H20A 110.5 . . ?
O7 C20 H20B 110.5 . . ?
C1 O1 Ru1 117.0(2) . . ?
C1 O2 Ru1 117.3(2) . 2_676 ?
C10 O3 Ru1 120.1(2) . . ?
C10 O4 Ru1 116.5(2) . 2_676 ?
C12 O5 H5A 109.5 . . ?
C15 O6 H6A 109.5 . . ?
C17 O7 Ru1 117.0(2) . . ?
C20 O7 C17 105.9(3) . . ?
C20 O7 Ru1 119.0(2) . . ?
O1 Ru1 O2 179.09(10) . 2_676 ?
O1 Ru1 O4 90.51(10) . 2_676 ?
O1 Ru1 O7 87.64(9) . . ?
O1 Ru1 Ru1 90.06(7) . 2_676 ?
O2 Ru1 O7 92.93(9) 2_676 . ?
O2 Ru1 Ru1 89.51(7) 2_676 2_676 ?
O3 Ru1 O1 89.49(10) . . ?
O3 Ru1 O2 91.29(10) . 2_676 ?
O3 Ru1 O4 179.36(10) . 2_676 ?
O3 Ru1 O7 81.25(10) . . ?
O3 Ru1 Ru1 88.20(7) . 2_676 ?
O4 Ru1 O2 88.70(10) 2_676 2_676 ?
O4 Ru1 O7 99.39(10) 2_676 . ?
O4 Ru1 Ru1 91.16(7) 2_676 2_676 ?
Ru1 Ru1 O7 169.22(7) 2_676 . ?
O8 C21 C22 117.4(5) . . ?
O8 C21 O9 125.7(5) . . ?
O9 C21 C22 116.9(4) . . ?
C23 C22 C21 121.7(5) . . ?
C23 C22 C28 117.8(5) . . ?
C28 C22 C21 120.5(5) . . ?
C22 C23 C24 119.7(7) . . ?
C25 C23 C22 120.4(6) . . ?
C25 C23 C24 119.9(8) . . ?
F7 C24 C23 118.3(9) . . ?
F7 C24 F8 104.5(7) . . ?
F7 C24 F9 108.2(7) . . ?
F8 C24 C23 109.3(8) . . ?
F9 C24 C23 112.0(8) . . ?
F9 C24 F8 103.2(9) . . ?
C23 C25 H25 119.5 . . ?
C26 C25 C23 121.0(7) . . ?
C26 C25 H25 119.5 . . ?
C25 C26 H26 120.3 . . ?
C27 C26 C25 119.4(7) . . ?
C27 C26 H26 120.3 . . ?
C26 C27 H27 119.8 . . ?
C26 C27 C28 120.5(5) . . ?
C28 C27 H27 119.8 . . ?
C22 C28 C29 120.1(5) . . ?
C27 C28 C22 120.8(5) . . ?
C27 C28 C29 119.1(4) . . ?
F10 C29 C28 112.5(4) . . ?
F11 C29 C28 112.4(4) . . ?
F11 C29 F10 106.7(4) . . ?
F11 C29 F12 106.3(4) . . ?
F12 C29 C28 112.1(4) . . ?
F12 C29 F10 106.4(4) . . ?
O10 C30 C31 118.4(4) . . ?
O10 C30 O11 123.3(4) . . ?
O11 C30 C31 118.2(4) . . ?
C32 C31 C30 121.4(4) . . ?
C32 C31 C36 119.5(4) . . ?
C36 C31 C30 119.1(4) . . ?
C33 C32 C31 119.1(4) . . ?
O12 C32 C31 123.2(4) . . ?
O12 C32 C33 117.7(4) . . ?
C32 C33 H33 119.6 . . ?
C34 C33 C32 120.8(4) . . ?
C34 C33 H33 119.6 . . ?
C33 C34 H34 119.8 . . ?
C33 C34 C35 120.3(4) . . ?
C35 C34 H34 119.8 . . ?
C36 C35 C34 119.3(4) . . ?
O13 C35 C34 116.9(4) . . ?
O13 C35 C36 123.8(4) . . ?
C31 C36 H36 119.6 . . ?
C35 C36 C31 120.9(4) . . ?
C35 C36 H36 119.6 . . ?
C21 O8 Ru2 117.9(4) . . ?
C21 O9 Ru2 117.0(3) . 2_565 ?
C30 O10 Ru2 119.2(3) . . ?
C30 O11 Ru2 118.1(3) . 2_565 ?
C32 O12 H12 109.5 . . ?
C35 O13 H13A 109.5 . . ?
O8 Ru2 O9 179.31(14) . 2_565 ?
O8 Ru2 O11 89.86(13) . 2_565 ?
O8 Ru2 Ru2 89.32(9) . 2_565 ?
O8 Ru2 O14_1 90.28(19) . . ?
O9 Ru2 Ru2 90.05(10) 2_565 2_565 ?
O9 Ru2 O14_1 90.36(19) 2_565 . ?
O10 Ru2 O8 90.02(14) . . ?
O10 Ru2 O9 90.25(14) . 2_565 ?
O10 Ru2 O11 179.32(12) . 2_565 ?
O10 Ru2 Ru2 89.76(9) . 2_565 ?
O10 Ru2 O14_1 88.70(15) . . ?
O11 Ru2 O9 89.86(14) 2_565 2_565 ?
O11 Ru2 Ru2 89.56(8) 2_565 2_565 ?
O11 Ru2 O14_1 91.97(15) 2_565 . ?
Ru2 Ru2 O14_1 178.41(14) 2_565 . ?
H41A C41 H41B 108.7 . . ?
C42 C41 H41A 110.6 . . ?
C42 C41 H41B 110.6 . . ?
O15 C41 H41A 110.6 . . ?
O15 C41 H41B 110.6 . . ?
O15 C41 C42 105.8(4) . . ?
C41 C42 H42A 111.3 . . ?
C41 C42 H42B 111.3 . . ?
H42A C42 H42B 109.2 . . ?
C43 C42 C41 102.2(5) . . ?
C43 C42 H42A 111.3 . . ?
C43 C42 H42B 111.3 . . ?
C42 C43 H43A 111.4 . . ?
C42 C43 H43B 111.4 . . ?
C42 C43 C44 101.9(5) . . ?
H43A C43 H43B 109.3 . . ?
C44 C43 H43A 111.4 . . ?
C44 C43 H43B 111.4 . . ?
C43 C44 H44A 110.4 . . ?
C43 C44 H44B 110.4 . . ?
H44A C44 H44B 108.6 . . ?
O15 C44 C43 106.6(5) . . ?
O15 C44 H44A 110.4 . . ?
O15 C44 H44B 110.4 . . ?
C44 O15 C41 109.6(4) . . ?
H45A C45 H45B 108.7 . . ?
C46 C45 H45A 110.5 . . ?
C46 C45 H45B 110.5 . . ?
O16 C45 H45A 110.5 . . ?
O16 C45 H45B 110.5 . . ?
O16 C45 C46 105.9(4) . . ?
C45 C46 H46A 109.9 . . ?
C45 C46 H46B 109.9 . . ?
H46A C46 H46B 108.3 . . ?
C47 C46 C45 108.8(5) . . ?
C47 C46 H46A 109.9 . . ?
C47 C46 H46B 109.9 . . ?
C46 C47 H47A 110.3 . . ?
C46 C47 H47B 110.3 . . ?
C46 C47 C48 107.2(6) . . ?
H47A C47 H47B 108.5 . . ?
C48 C47 H47A 110.3 . . ?
C48 C47 H47B 110.3 . . ?
C47 C48 H48A 110.6 . . ?
C47 C48 H48B 110.6 . . ?
H48A C48 H48B 108.7 . . ?
O16 C48 C47 105.7(5) . . ?
O16 C48 H48A 110.6 . . ?
O16 C48 H48B 110.6 . . ?
C45 O16 C48 108.3(4) . . ?
C37_1 O14_1 Ru2 121.7(5) . . ?
C40_1 O14_1 Ru2 121.5(7) . . ?
C40_1 O14_1 C37_1 114.3(7) . . ?
O14_1 C37_1 H37A_1 114.9 . . ?
O14_1 C37_1 H37B_1 114.9 . . ?
H37A_1 C37_1 H37B_1 112.0 . . ?
C38_1 C37_1 O14_1 82.3(8) . . ?
C38_1 C37_1 H37A_1 114.9 . . ?
C38_1 C37_1 H37B_1 114.9 . . ?
C37_1 C38_1 H38A_1 109.3 . . ?
C37_1 C38_1 H38B_1 109.3 . . ?
H38A_1 C38_1 H38B_1 108.0 . . ?
C39_1 C38_1 C37_1 111.6(8) . . ?
C39_1 C38_1 H38A_1 109.3 . . ?
C39_1 C38_1 H38B_1 109.3 . . ?
C38_1 C39_1 H39A_1 110.3 . . ?
C38_1 C39_1 H39B_1 110.3 . . ?
H39A_1 C39_1 H39B_1 108.6 . . ?
C40_1 C39_1 C38_1 107.0(11) . . ?
C40_1 C39_1 H39A_1 110.3 . . ?
C40_1 C39_1 H39B_1 110.3 . . ?
O14_1 C40_1 C39_1 100.7(10) . . ?
O14_1 C40_1 H40A_1 111.6 . . ?
O14_1 C40_1 H40B_1 111.6 . . ?
C39_1 C40_1 H40A_1 111.6 . . ?
C39_1 C40_1 H40B_1 111.6 . . ?
H40A_1 C40_1 H40B_1 109.4 . . ?

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
C1 C2 C3 C4 -1.5(5) . . . . ?
C1 C2 C3 C5 180.0(3) . . . . ?
C1 C2 C8 C7 179.7(3) . . . . ?
C1 C2 C8 C9 -2.4(5) . . . . ?
C2 C1 O1 Ru1 177.1(2) . . . . ?
C2 C1 O2 Ru1 -178.0(2) . . . 2_676 ?
C2 C3 C4 F1 37.8(5) . . . . ?
C2 C3 C4 F2 -82.3(4) . . . . ?
C2 C3 C4 F3 158.2(3) . . . . ?
C2 C3 C5 C6 0.2(6) . . . . ?
C2 C8 C9 F4 38.6(5) . . . . ?
C2 C8 C9 F5 -81.6(4) . . . . ?
C2 C8 C9 F6 158.2(3) . . . . ?
C3 C2 C8 C7 -0.6(5) . . . . ?
C3 C2 C8 C9 177.3(3) . . . . ?
C3 C5 C6 C7 -0.2(6) . . . . ?
C4 C3 C5 C6 -178.4(4) . . . . ?
C5 C3 C4 F1 -143.6(3) . . . . ?
C5 C3 C4 F2 96.3(4) . . . . ?
C5 C3 C4 F3 -23.2(5) . . . . ?
C5 C6 C7 C8 -0.1(6) . . . . ?
C6 C7 C8 C2 0.6(6) . . . . ?
C6 C7 C8 C9 -177.4(3) . . . . ?
C7 C8 C9 F4 -143.4(3) . . . . ?
C7 C8 C9 F5 96.4(4) . . . . ?
C7 C8 C9 F6 -23.8(5) . . . . ?
C8 C2 C3 C4 178.8(3) . . . . ?
C8 C2 C3 C5 0.2(5) . . . . ?
C10 C11 C12 C13 -179.7(4) . . . . ?
C10 C11 C12 O5 -0.2(6) . . . . ?
C10 C11 C16 C15 -179.4(3) . . . . ?
C11 C10 O3 Ru1 -172.9(2) . . . . ?
C11 C10 O4 Ru1 173.1(2) . . . 2_676 ?
C11 C12 C13 C14 -1.3(6) . . . . ?
C12 C11 C16 C15 -1.6(6) . . . . ?
C12 C13 C14 C15 -0.9(6) . . . . ?
C13 C14 C15 C16 1.9(6) . . . . ?
C13 C14 C15 O6 -179.3(4) . . . . ?
C14 C15 C16 C11 -0.7(6) . . . . ?
C16 C11 C12 C13 2.6(6) . . . . ?
C16 C11 C12 O5 -178.0(4) . . . . ?
C17 C18 C19 C20 -16.2(5) . . . . ?
C18 C17 O7 C20 -41.9(4) . . . . ?
C18 C17 O7 Ru1 93.2(3) . . . . ?
C18 C19 C20 O7 -8.6(5) . . . . ?
C19 C20 O7 C17 31.6(4) . . . . ?
C19 C20 O7 Ru1 -102.6(4) . . . . ?
O1 C1 C2 C3 72.6(4) . . . . ?
O1 C1 C2 C8 -107.7(4) . . . . ?
O1 C1 O2 Ru1 1.0(5) . . . 2_676 ?
O2 C1 C2 C3 -108.3(4) . . . . ?
O2 C1 C2 C8 71.4(4) . . . . ?
O2 C1 O1 Ru1 -1.9(5) . . . . ?
O3 C10 C11 C12 4.0(5) . . . . ?
O3 C10 C11 C16 -178.3(3) . . . . ?
O3 C10 O4 Ru1 -5.7(4) . . . 2_676 ?
O4 C10 C11 C12 -174.9(3) . . . . ?
O4 C10 C11 C16 2.9(5) . . . . ?
O4 C10 O3 Ru1 5.9(4) . . . . ?
O5 C12 C13 C14 179.1(4) . . . . ?
O6 C15 C16 C11 -179.4(4) . . . . ?
O7 C17 C18 C19 35.1(4) . . . . ?
C21 C22 C23 C24 3.6(11) . . . . ?
C21 C22 C23 C25 -178.0(7) . . . . ?
C21 C22 C28 C27 175.6(5) . . . . ?
C21 C22 C28 C29 -3.5(7) . . . . ?
C22 C21 O8 Ru2 176.3(3) . . . . ?
C22 C21 O9 Ru2 -176.0(3) . . . 2_565 ?
C22 C23 C24 F7 30.3(12) . . . . ?
C22 C23 C24 F8 -89.1(11) . . . . ?
C22 C23 C24 F9 157.2(9) . . . . ?
C22 C23 C25 C26 2.1(15) . . . . ?
C22 C28 C29 F10 46.3(6) . . . . ?
C22 C28 C29 F11 -74.2(6) . . . . ?
C22 C28 C29 F12 166.1(4) . . . . ?
C23 C22 C28 C27 -2.9(8) . . . . ?
C23 C22 C28 C29 178.0(6) . . . . ?
C23 C25 C26 C27 -2.4(16) . . . . ?
C24 C23 C25 C26 -179.5(10) . . . . ?
C25 C23 C24 F7 -148.2(9) . . . . ?
C25 C23 C24 F8 92.5(11) . . . . ?
C25 C23 C24 F9 -21.3(15) . . . . ?
C25 C26 C27 C28 0.0(13) . . . . ?
C26 C27 C28 C22 2.7(10) . . . . ?
C26 C27 C28 C29 -178.2(7) . . . . ?
C27 C28 C29 F10 -132.8(5) . . . . ?
C27 C28 C29 F11 106.7(5) . . . . ?
C27 C28 C29 F12 -13.0(7) . . . . ?
C28 C22 C23 C24 -177.9(7) . . . . ?
C28 C22 C23 C25 0.5(11) . . . . ?
C30 C31 C32 C33 178.6(4) . . . . ?
C30 C31 C32 O12 -2.0(6) . . . . ?
C30 C31 C36 C35 -179.9(4) . . . . ?
C31 C30 O10 Ru2 -179.9(3) . . . . ?
C31 C30 O11 Ru2 -179.9(3) . . . 2_565 ?
C31 C32 C33 C34 2.6(7) . . . . ?
C32 C31 C36 C35 0.7(6) . . . . ?
C32 C33 C34 C35 -1.8(7) . . . . ?
C33 C34 C35 C36 0.4(7) . . . . ?
C33 C34 C35 O13 -179.9(4) . . . . ?
C34 C35 C36 C31 0.1(6) . . . . ?
C36 C31 C32 C33 -2.0(6) . . . . ?
C36 C31 C32 O12 177.4(4) . . . . ?
O8 C21 C22 C23 71.4(7) . . . . ?
O8 C21 C22 C28 -107.1(6) . . . . ?
O8 C21 O9 Ru2 2.7(6) . . . 2_565 ?
O9 C21 C22 C23 -109.8(7) . . . . ?
O9 C21 C22 C28 71.7(6) . . . . ?
O9 C21 O8 Ru2 -2.4(6) . . . . ?
O10 C30 C31 C32 -176.1(4) . . . . ?
O10 C30 C31 C36 4.5(6) . . . . ?
O10 C30 O11 Ru2 -0.3(6) . . . 2_565 ?
O11 C30 C31 C32 3.5(6) . . . . ?
O11 C30 C31 C36 -175.9(4) . . . . ?
O11 C30 O10 Ru2 0.5(6) . . . . ?
O12 C32 C33 C34 -176.8(4) . . . . ?
O13 C35 C36 C31 -179.6(4) . . . . ?
Ru2 O14_1 C37_1 C38_1 -115.6(7) . . . . ?
Ru2 O14_1 C40_1 C39_1 110.7(8) . . . . ?
C41 C42 C43 C44 -36.5(6) . . . . ?
C42 C41 O15 C44 -15.6(6) . . . . ?
C42 C43 C44 O15 28.3(7) . . . . ?
C43 C44 O15 C41 -8.1(8) . . . . ?
O15 C41 C42 C43 32.9(5) . . . . ?
C45 C46 C47 C48 -13.1(12) . . . . ?
C46 C45 O16 C48 11.8(7) . . . . ?
C46 C47 C48 O16 20.2(12) . . . . ?
C47 C48 O16 C45 -19.6(9) . . . . ?
O16 C45 C46 C47 1.1(9) . . . . ?
O14_1 C37_1 C38_1 C39_1 -24.0(10) . . . . ?
C37_1 O14_1 C40_1 C39_1 -52.1(11) . . . . ?
C37_1 C38_1 C39_1 C40_1 2.2(15) . . . . ?
C38_1 C39_1 C40_1 O14_1 28.1(13) . . . . ?
C40_1 O14_1 C37_1 C38_1 47.1(10) . . . . ?

_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 1.626
_oxdiff_exptl_absorpt_empirical_full_min 0.659
####################################################################### 
# 
# 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_34-oh_hetero
_database_code_depnum_ccdc_archive 'CCDC 2121070'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2021-11-09 deposited with the CCDC.	2021-11-25 downloaded from the CCDC.
;
_audit_creation_date             2020-07-03
_audit_creation_method           
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C40 H32 F12 O14 Ru2, 4(C4 H8 O)'
_chemical_formula_sum            'C56 H64 F12 O18 Ru2'
_chemical_formula_weight         1455.21
_chemical_melting_point          ?
_chemical_oxdiff_formula         Ru2C40O14F12H32
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                   18.1637(6)
_cell_length_b                   8.5969(3)
_cell_length_c                   20.5738(7)
_cell_angle_alpha                90
_cell_angle_beta                 111.700(4)
_cell_angle_gamma                90
_cell_volume                     2984.96(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    15614
_cell_measurement_temperature    93
_cell_measurement_theta_max      31.0590
_cell_measurement_theta_min      1.8770
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.614
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75292
_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    1.619
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1480
_exptl_crystal_size_max          0.264
_exptl_crystal_size_mid          0.164
_exptl_crystal_size_min          0.011
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            23473
_diffrn_reflns_point_group_measured_fraction_full 0.999
_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         2.562
_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 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  70.00   0.50    7.00    --  -20.00  45.00   0.00  360
  2  ω   -110.00  70.00   0.50    7.00    --  -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      0.0247861000
_diffrn_orient_matrix_UB_12      -0.0591798000
_diffrn_orient_matrix_UB_13      0.0208932000
_diffrn_orient_matrix_UB_21      0.0262531000
_diffrn_orient_matrix_UB_22      0.0093472000
_diffrn_orient_matrix_UB_23      -0.0180559000
_diffrn_orient_matrix_UB_31      0.0215158000
_diffrn_orient_matrix_UB_32      0.0567273000
_diffrn_orient_matrix_UB_33      0.0247896000
_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
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5751
_reflns_number_total             6840
_reflns_odcompleteness_completeness 90.42
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.00
_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 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.853
_refine_diff_density_min         -1.062
_refine_diff_density_rms         0.114
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     399
_refine_ls_number_reflns         6840
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0668
_refine_ls_R_factor_gt           0.0538
_refine_ls_restrained_S_all      1.132
_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)+(0.0583P)²+7.3022P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1314
_refine_ls_wR_factor_ref         0.1375
_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), C25(H25A,
 H25B), C26(H26A,H26B), C27(H27A,H27B), C28(H28A,H28B), C21(H21A,H21B),
 C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5A), C6(H6A), C7(H7), C12(H12), C13(H13), C16(H16)
2.c Idealised tetrahedral OH refined as rotating group:
 O5(H5), 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
C1 C 0.4059(2) 0.5863(4) 0.37376(19) 0.0227(8) Uani 1 1 d . . . . .
C2 C 0.3511(2) 0.6379(4) 0.30202(19) 0.0250(8) Uani 1 1 d . . . . .
C3 C 0.2756(2) 0.6945(5) 0.2919(2) 0.0273(8) Uani 1 1 d . . . . .
C4 C 0.2448(2) 0.7040(6) 0.3507(2) 0.0349(10) Uani 1 1 d . . . . .
C5 C 0.2250(3) 0.7424(5) 0.2259(2) 0.0329(9) Uani 1 1 d . . . . .
H5A H 0.1748 0.7799 0.2196 0.039 Uiso 1 1 calc R U . . .
C6 C 0.2491(3) 0.7343(5) 0.1701(2) 0.0358(10) Uani 1 1 d . . . . .
H6A H 0.2150 0.7654 0.1259 0.043 Uiso 1 1 calc R U . . .
C7 C 0.3239(3) 0.6802(5) 0.1795(2) 0.0343(10) Uani 1 1 d . . . . .
H7 H 0.3402 0.6760 0.1417 0.041 Uiso 1 1 calc R U . . .
C8 C 0.3749(2) 0.6319(5) 0.2451(2) 0.0286(8) Uani 1 1 d . . . . .
C9 C 0.4568(3) 0.5792(5) 0.2525(2) 0.0330(9) Uani 1 1 d . . . . .
C10 C 0.6235(2) 0.6196(5) 0.47852(18) 0.0253(8) Uani 1 1 d . . . . .
C11 C 0.6934(2) 0.6873(5) 0.4682(2) 0.0286(9) Uani 1 1 d . . . . .
C12 C 0.7171(3) 0.8377(5) 0.4909(2) 0.0326(9) Uani 1 1 d . . . . .
H12 H 0.6887 0.8962 0.5116 0.039 Uiso 1 1 calc R U . . .
C13 C 0.7835(3) 0.9003(6) 0.4825(3) 0.0435(11) Uani 1 1 d . . . . .
H13 H 0.7999 1.0007 0.4980 0.052 Uiso 1 1 calc R U . . .
C14 C 0.8254(3) 0.8138(6) 0.4512(3) 0.0440(12) Uani 1 1 d . . . . .
C15 C 0.8016(3) 0.6625(6) 0.4286(3) 0.0429(11) Uani 1 1 d . . . . .
C16 C 0.7365(3) 0.6008(6) 0.4373(2) 0.0357(10) Uani 1 1 d . . . . .
H16 H 0.7208 0.4998 0.4224 0.043 Uiso 1 1 calc R U . . .
C17 C 0.4133(3) 0.8464(6) 0.6053(3) 0.0420(11) Uani 1 1 d . . . . .
H17A H 0.4171 0.7480 0.6295 0.050 Uiso 1 1 calc R U . . .
H17B H 0.3587 0.8621 0.5742 0.050 Uiso 1 1 calc R U . . .
C18 C 0.4408(3) 0.9786(6) 0.6572(3) 0.0473(12) Uani 1 1 d . . . . .
H18A H 0.4314 0.9565 0.6997 0.057 Uiso 1 1 calc R U . . .
H18B H 0.4151 1.0757 0.6373 0.057 Uiso 1 1 calc R U . . .
C19 C 0.5290(3) 0.9829(6) 0.6705(2) 0.0439(11) Uani 1 1 d . . . . .
H19A H 0.5520 1.0830 0.6889 0.053 Uiso 1 1 calc R U . . .
H19B H 0.5574 0.9016 0.7027 0.053 Uiso 1 1 calc R U . . .
C20 C 0.5297(3) 0.9555(6) 0.5988(3) 0.0429(11) Uani 1 1 d . . . . .
H20A H 0.5212 1.0520 0.5726 0.051 Uiso 1 1 calc R U . . .
H20B H 0.5799 0.9110 0.6016 0.051 Uiso 1 1 calc R U . . .
F1 F 0.26976(18) 0.8319(4) 0.39002(15) 0.0491(7) Uani 1 1 d . . . . .
F2 F 0.16566(16) 0.7119(4) 0.32573(15) 0.0565(9) Uani 1 1 d . . . . .
F3 F 0.26452(15) 0.5826(3) 0.39349(13) 0.0385(6) Uani 1 1 d . . . . .
F4 F 0.47596(18) 0.6319(4) 0.19911(15) 0.0541(8) Uani 1 1 d . . . . .
F5 F 0.46385(17) 0.4242(3) 0.25229(14) 0.0432(7) Uani 1 1 d . . . . .
F6 F 0.51360(14) 0.6318(3) 0.31120(13) 0.0386(6) Uani 1 1 d . . . . .
O1 O 0.41848(15) 0.6834(3) 0.42232(13) 0.0245(6) Uani 1 1 d . . . . .
O2 O 0.43379(15) 0.4510(3) 0.37930(13) 0.0250(6) Uani 1 1 d . . . . .
O3 O 0.58576(15) 0.7070(3) 0.50532(14) 0.0253(6) Uani 1 1 d . . . . .
O4 O 0.60540(15) 0.4798(3) 0.46075(13) 0.0255(6) Uani 1 1 d . . . . .
O5 O 0.8894(3) 0.8801(5) 0.4437(3) 0.0623(11) Uani 1 1 d . . . . .
H5 H 0.9098 0.8178 0.4252 0.093 Uiso 1 1 calc R U . . .
O6 O 0.8464(3) 0.5885(5) 0.3980(3) 0.0637(12) Uani 1 1 d . . . . .
H6 H 0.8265 0.5039 0.3831 0.096 Uiso 1 1 calc R U . . .
O7 O 0.46566(18) 0.8480(3) 0.56633(15) 0.0321(6) Uani 1 1 d . . . . .
Ru1 Ru 0.49013(2) 0.61570(3) 0.52193(2) 0.02063(11) Uani 1 1 d . . . . .
C25 C 0.7393(5) 0.2134(9) 0.3226(6) 0.101(3) Uani 1 1 d . . . . .
H25A H 0.6966 0.2721 0.2888 0.121 Uiso 1 1 calc R U . . .
H25B H 0.7240 0.1889 0.3618 0.121 Uiso 1 1 calc R U . . .
C26 C 0.7516(5) 0.0736(11) 0.2915(4) 0.087(2) Uani 1 1 d . . . . .
H26A H 0.7082 0.0546 0.2474 0.105 Uiso 1 1 calc R U . . .
H26B H 0.7563 -0.0143 0.3223 0.105 Uiso 1 1 calc R U . . .
C27 C 0.8283(4) 0.1001(10) 0.2798(4) 0.080(2) Uani 1 1 d . . . . .
H27A H 0.8589 0.0049 0.2869 0.096 Uiso 1 1 calc R U . . .
H27B H 0.8181 0.1390 0.2331 0.096 Uiso 1 1 calc R U . . .
C28 C 0.8692(4) 0.2168(8) 0.3329(4) 0.075(2) Uani 1 1 d . . . . .
H28A H 0.9038 0.1666 0.3755 0.091 Uiso 1 1 calc R U . . .
H28B H 0.9010 0.2844 0.3159 0.091 Uiso 1 1 calc R U . . .
O9 O 0.8093(3) 0.3044(5) 0.3460(3) 0.0709(12) Uani 1 1 d . . . . .
C21 C 0.9962(4) 0.6262(9) 0.3555(4) 0.072(2) Uani 1 1 d . . . . .
H21A H 1.0161 0.6355 0.3179 0.086 Uiso 1 1 calc R U . . .
H21B H 0.9478 0.5652 0.3389 0.086 Uiso 1 1 calc R U . . .
C22 C 1.0583(5) 0.5485(9) 0.4196(4) 0.086(2) Uani 1 1 d . . . . .
H22A H 1.0334 0.4812 0.4434 0.103 Uiso 1 1 calc R U . . .
H22B H 1.0958 0.4883 0.4065 0.103 Uiso 1 1 calc R U . . .
C23 C 1.0981(5) 0.6857(9) 0.4648(3) 0.080(2) Uani 1 1 d . . . . .
H23A H 1.1542 0.6880 0.4727 0.096 Uiso 1 1 calc R U . . .
H23B H 1.0920 0.6807 0.5097 0.096 Uiso 1 1 calc R U . . .
C24 C 1.0562(3) 0.8285(8) 0.4237(3) 0.0613(16) Uani 1 1 d . . . . .
H24A H 1.0497 0.9072 0.4549 0.074 Uiso 1 1 calc R U . . .
H24B H 1.0862 0.8725 0.3978 0.074 Uiso 1 1 calc R U . . .
O8 O 0.9816(2) 0.7750(6) 0.3775(2) 0.0681(12) 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 1.510(5) . ?
C1 O1 1.256(5) . ?
C1 O2 1.256(5) . ?
C2 C3 1.396(6) . ?
C2 C8 1.392(6) . ?
C3 C4 1.511(6) . ?
C3 C5 1.390(5) . ?
C4 F1 1.341(5) . ?
C4 F2 1.337(5) . ?
C4 F3 1.327(5) . ?
C5 H5A 0.9300 . ?
C5 C6 1.374(6) . ?
C6 H6A 0.9300 . ?
C6 C7 1.380(7) . ?
C7 H7 0.9300 . ?
C7 C8 1.387(5) . ?
C8 C9 1.508(6) . ?
C9 F4 1.348(5) . ?
C9 F5 1.339(5) . ?
C9 F6 1.344(5) . ?
C10 C11 1.481(6) . ?
C10 O3 1.273(5) . ?
C10 O4 1.265(5) . ?
C11 C12 1.388(6) . ?
C11 C16 1.390(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.389(6) . ?
C13 H13 0.9300 . ?
C13 C14 1.381(7) . ?
C14 C15 1.395(7) . ?
C14 O5 1.355(6) . ?
C15 C16 1.367(7) . ?
C15 O6 1.357(6) . ?
C16 H16 0.9300 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.511(6) . ?
C17 O7 1.454(6) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.523(7) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.498(7) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 O7 1.442(5) . ?
O1 Ru1 2.064(2) . ?
O2 Ru1 2.072(2) 3_666 ?
O3 Ru1 2.047(3) . ?
O4 Ru1 2.066(3) 3_666 ?
O5 H5 0.8200 . ?
O6 H6 0.8200 . ?
O7 Ru1 2.307(3) . ?
Ru1 O2 2.071(3) 3_666 ?
Ru1 O4 2.066(3) 3_666 ?
Ru1 Ru1 2.2670(6) 3_666 ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C26 1.417(10) . ?
C25 O9 1.417(8) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C27 1.515(10) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C28 1.467(9) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 O9 1.430(7) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.535(10) . ?
C21 O8 1.414(8) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.511(10) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.525(10) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 O8 1.414(7) . ?

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 116.2(3) . . ?
O2 C1 C2 117.3(3) . . ?
O2 C1 O1 126.5(3) . . ?
C3 C2 C1 120.3(4) . . ?
C8 C2 C1 120.9(4) . . ?
C8 C2 C3 118.7(3) . . ?
C2 C3 C4 122.2(3) . . ?
C5 C3 C2 120.4(4) . . ?
C5 C3 C4 117.4(4) . . ?
F1 C4 C3 112.6(4) . . ?
F2 C4 C3 111.0(3) . . ?
F2 C4 F1 105.4(4) . . ?
F3 C4 C3 113.6(4) . . ?
F3 C4 F1 107.2(3) . . ?
F3 C4 F2 106.4(4) . . ?
C3 C5 H5A 119.9 . . ?
C6 C5 C3 120.1(4) . . ?
C6 C5 H5A 119.9 . . ?
C5 C6 H6A 120.0 . . ?
C5 C6 C7 120.1(4) . . ?
C7 C6 H6A 120.0 . . ?
C6 C7 H7 119.8 . . ?
C6 C7 C8 120.4(4) . . ?
C8 C7 H7 119.8 . . ?
C2 C8 C9 121.8(3) . . ?
C7 C8 C2 120.2(4) . . ?
C7 C8 C9 117.9(4) . . ?
F4 C9 C8 111.0(4) . . ?
F5 C9 C8 113.0(4) . . ?
F5 C9 F4 106.1(4) . . ?
F5 C9 F6 107.2(3) . . ?
F6 C9 C8 113.0(4) . . ?
F6 C9 F4 106.0(4) . . ?
O3 C10 C11 117.3(4) . . ?
O4 C10 C11 118.5(4) . . ?
O4 C10 O3 124.2(4) . . ?
C12 C11 C10 119.5(4) . . ?
C12 C11 C16 119.7(4) . . ?
C16 C11 C10 120.8(4) . . ?
C11 C12 H12 120.2 . . ?
C11 C12 C13 119.6(4) . . ?
C13 C12 H12 120.2 . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.2(5) . . ?
C14 C13 H13 119.9 . . ?
C13 C14 C15 120.1(4) . . ?
O5 C14 C13 118.1(5) . . ?
O5 C14 C15 121.8(5) . . ?
C16 C15 C14 119.6(5) . . ?
O6 C15 C14 115.2(4) . . ?
O6 C15 C16 125.1(5) . . ?
C11 C16 H16 119.6 . . ?
C15 C16 C11 120.8(4) . . ?
C15 C16 H16 119.6 . . ?
H17A C17 H17B 108.8 . . ?
C18 C17 H17A 110.6 . . ?
C18 C17 H17B 110.6 . . ?
O7 C17 H17A 110.6 . . ?
O7 C17 H17B 110.6 . . ?
O7 C17 C18 105.6(4) . . ?
C17 C18 H18A 111.5 . . ?
C17 C18 H18B 111.5 . . ?
C17 C18 C19 101.4(4) . . ?
H18A C18 H18B 109.3 . . ?
C19 C18 H18A 111.5 . . ?
C19 C18 H18B 111.5 . . ?
C18 C19 H19A 111.3 . . ?
C18 C19 H19B 111.3 . . ?
H19A C19 H19B 109.2 . . ?
C20 C19 C18 102.2(4) . . ?
C20 C19 H19A 111.3 . . ?
C20 C19 H19B 111.3 . . ?
C19 C20 H20A 110.8 . . ?
C19 C20 H20B 110.8 . . ?
H20A C20 H20B 108.8 . . ?
O7 C20 C19 104.9(4) . . ?
O7 C20 H20A 110.8 . . ?
O7 C20 H20B 110.8 . . ?
C1 O1 Ru1 117.7(2) . . ?
C1 O2 Ru1 116.5(2) . 3_666 ?
C10 O3 Ru1 118.2(2) . . ?
C10 O4 Ru1 118.3(3) . 3_666 ?
C14 O5 H5 109.5 . . ?
C15 O6 H6 109.5 . . ?
C17 O7 Ru1 118.1(3) . . ?
C20 O7 C17 109.3(3) . . ?
C20 O7 Ru1 119.8(3) . . ?
O1 Ru1 O2 177.56(11) . 3_666 ?
O1 Ru1 O4 91.24(11) . 3_666 ?
O1 Ru1 O7 90.35(11) . . ?
O1 Ru1 Ru1 89.23(8) . 3_666 ?
O2 Ru1 O7 90.44(11) 3_666 . ?
O2 Ru1 Ru1 90.07(8) 3_666 3_666 ?
O3 Ru1 O1 89.34(11) . . ?
O3 Ru1 O2 88.32(11) . 3_666 ?
O3 Ru1 O4 179.09(11) . 3_666 ?
O3 Ru1 O7 91.93(11) . . ?
O3 Ru1 Ru1 90.08(8) . 3_666 ?
O4 Ru1 O2 91.09(11) 3_666 3_666 ?
O4 Ru1 O7 88.77(11) 3_666 . ?
O4 Ru1 Ru1 89.23(8) 3_666 3_666 ?
Ru1 Ru1 O7 177.94(8) 3_666 . ?
H25A C25 H25B 108.1 . . ?
C26 C25 H25A 109.5 . . ?
C26 C25 H25B 109.5 . . ?
O9 C25 H25A 109.5 . . ?
O9 C25 H25B 109.5 . . ?
O9 C25 C26 110.6(6) . . ?
C25 C26 H26A 110.8 . . ?
C25 C26 H26B 110.8 . . ?
C25 C26 C27 104.5(7) . . ?
H26A C26 H26B 108.9 . . ?
C27 C26 H26A 110.8 . . ?
C27 C26 H26B 110.8 . . ?
C26 C27 H27A 111.1 . . ?
C26 C27 H27B 111.1 . . ?
H27A C27 H27B 109.1 . . ?
C28 C27 C26 103.2(6) . . ?
C28 C27 H27A 111.1 . . ?
C28 C27 H27B 111.1 . . ?
C27 C28 H28A 110.4 . . ?
C27 C28 H28B 110.4 . . ?
H28A C28 H28B 108.6 . . ?
O9 C28 C27 106.8(6) . . ?
O9 C28 H28A 110.4 . . ?
O9 C28 H28B 110.4 . . ?
C25 O9 C28 107.1(5) . . ?
H21A C21 H21B 108.6 . . ?
C22 C21 H21A 110.4 . . ?
C22 C21 H21B 110.4 . . ?
O8 C21 H21A 110.4 . . ?
O8 C21 H21B 110.4 . . ?
O8 C21 C22 106.5(5) . . ?
C21 C22 H22A 111.2 . . ?
C21 C22 H22B 111.2 . . ?
H22A C22 H22B 109.1 . . ?
C23 C22 C21 102.8(6) . . ?
C23 C22 H22A 111.2 . . ?
C23 C22 H22B 111.2 . . ?
C22 C23 H23A 110.7 . . ?
C22 C23 H23B 110.7 . . ?
C22 C23 C24 105.0(6) . . ?
H23A C23 H23B 108.8 . . ?
C24 C23 H23A 110.7 . . ?
C24 C23 H23B 110.7 . . ?
C23 C24 H24A 110.6 . . ?
C23 C24 H24B 110.6 . . ?
H24A C24 H24B 108.7 . . ?
O8 C24 C23 105.6(5) . . ?
O8 C24 H24A 110.6 . . ?
O8 C24 H24B 110.6 . . ?
C24 O8 C21 105.2(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
C1 C2 C3 C4 -1.2(6) . . . . ?
C1 C2 C3 C5 179.9(4) . . . . ?
C1 C2 C8 C7 -179.8(4) . . . . ?
C1 C2 C8 C9 -2.1(6) . . . . ?
C2 C1 O1 Ru1 178.0(2) . . . . ?
C2 C1 O2 Ru1 179.3(3) . . . 3_666 ?
C2 C3 C4 F1 82.4(5) . . . . ?
C2 C3 C4 F2 -159.7(4) . . . . ?
C2 C3 C4 F3 -39.8(6) . . . . ?
C2 C3 C5 C6 0.0(6) . . . . ?
C2 C8 C9 F4 -158.7(4) . . . . ?
C2 C8 C9 F5 82.2(5) . . . . ?
C2 C8 C9 F6 -39.7(6) . . . . ?
C3 C2 C8 C7 -0.6(6) . . . . ?
C3 C2 C8 C9 177.1(4) . . . . ?
C3 C5 C6 C7 -0.7(7) . . . . ?
C4 C3 C5 C6 -179.0(4) . . . . ?
C5 C3 C4 F1 -98.7(4) . . . . ?
C5 C3 C4 F2 19.3(6) . . . . ?
C5 C3 C4 F3 139.2(4) . . . . ?
C5 C6 C7 C8 0.7(7) . . . . ?
C6 C7 C8 C2 -0.1(6) . . . . ?
C6 C7 C8 C9 -177.9(4) . . . . ?
C7 C8 C9 F4 19.0(6) . . . . ?
C7 C8 C9 F5 -100.1(5) . . . . ?
C7 C8 C9 F6 138.0(4) . . . . ?
C8 C2 C3 C4 179.6(4) . . . . ?
C8 C2 C3 C5 0.6(6) . . . . ?
C10 C11 C12 C13 178.7(4) . . . . ?
C10 C11 C16 C15 -179.1(4) . . . . ?
C11 C10 O3 Ru1 -178.9(2) . . . . ?
C11 C10 O4 Ru1 178.2(2) . . . 3_666 ?
C11 C12 C13 C14 0.5(7) . . . . ?
C12 C11 C16 C15 -0.5(7) . . . . ?
C12 C13 C14 C15 -0.7(8) . . . . ?
C12 C13 C14 O5 179.5(5) . . . . ?
C13 C14 C15 C16 0.3(8) . . . . ?
C13 C14 C15 O6 179.4(5) . . . . ?
C14 C15 C16 C11 0.3(7) . . . . ?
C16 C11 C12 C13 0.1(6) . . . . ?
C17 C18 C19 C20 40.1(5) . . . . ?
C18 C17 O7 C20 9.1(5) . . . . ?
C18 C17 O7 Ru1 150.8(3) . . . . ?
C18 C19 C20 O7 -35.6(5) . . . . ?
C19 C20 O7 C17 16.8(5) . . . . ?
C19 C20 O7 Ru1 -124.2(3) . . . . ?
O1 C1 C2 C3 -53.9(5) . . . . ?
O1 C1 C2 C8 125.4(4) . . . . ?
O1 C1 O2 Ru1 -1.4(5) . . . 3_666 ?
O2 C1 C2 C3 125.5(4) . . . . ?
O2 C1 C2 C8 -55.3(5) . . . . ?
O2 C1 O1 Ru1 -1.3(5) . . . . ?
O3 C10 C11 C12 3.3(5) . . . . ?
O3 C10 C11 C16 -178.1(4) . . . . ?
O3 C10 O4 Ru1 -1.4(5) . . . 3_666 ?
O4 C10 C11 C12 -176.4(3) . . . . ?
O4 C10 C11 C16 2.2(6) . . . . ?
O4 C10 O3 Ru1 0.7(5) . . . . ?
O5 C14 C15 C16 -179.9(5) . . . . ?
O5 C14 C15 O6 -0.8(8) . . . . ?
O6 C15 C16 C11 -178.7(5) . . . . ?
O7 C17 C18 C19 -30.5(5) . . . . ?
C25 C26 C27 C28 25.2(10) . . . . ?
C26 C25 O9 C28 -3.1(10) . . . . ?
C26 C27 C28 O9 -27.6(9) . . . . ?
C27 C28 O9 C25 19.8(9) . . . . ?
O9 C25 C26 C27 -14.1(11) . . . . ?
C21 C22 C23 C24 0.1(8) . . . . ?
C22 C21 O8 C24 38.2(7) . . . . ?
C22 C23 C24 O8 22.4(7) . . . . ?
C23 C24 O8 C21 -37.7(7) . . . . ?
O8 C21 C22 C23 -22.8(7) . . . . ?

_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 1.248
_oxdiff_exptl_absorpt_empirical_full_min 0.778
####################################################################### 
# 
# 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-hetero-mOH
_database_code_depnum_ccdc_archive 'CCDC 2121065'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2021-11-09 deposited with the CCDC.	2021-11-25 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C48 H48 F12 O14 Ru2'
_chemical_formula_moiety         'C48 H48 F12 O14 Ru2'
_chemical_formula_weight         1279.02
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   12.7745(4)
_cell_length_b                   19.5988(4)
_cell_length_c                   10.8663(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 112.948(3)
_cell_angle_gamma                90.0000
_cell_volume                     2505.23(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    15035
_cell_measurement_theta_min      2.05
_cell_measurement_theta_max      31.41
_cell_measurement_temperature    103
#------------------------------------------------------------------------------
_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.182
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.052
_exptl_crystal_density_diffrn    1.695
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1288.00
_exptl_absorpt_coefficient_mu    0.713
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.749
_exptl_absorpt_correction_T_max  0.964

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      103
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 28.626
_diffrn_reflns_number            18663
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         2.910
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measured_fraction_theta_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_point_group_measured_fraction_full 0.974
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             5567
_reflns_number_gt                5197
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0285
_refine_ls_R_factor_gt           0.0262
_refine_ls_wR_factor_ref         0.0683
_refine_ls_wR_factor_gt          0.0669
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         5567
_refine_ls_number_parameters     343
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0384P)²+1.6455P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.003
_refine_diff_density_max         0.83
_refine_diff_density_min         -0.78
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Ru Ru -1.2594 0.8363
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.47071(2) 0.52576(2) 0.57422(2) 0.01204(6) Uani 1 1 d . . . . .
F1 F 0.08629(10) 0.62793(6) 0.06480(12) 0.0324(3) Uani 1 1 d . . . . .
F2 F 0.15562(10) 0.63971(7) 0.27796(12) 0.0320(3) Uani 1 1 d . . . . .
F3 F 0.21778(10) 0.56031(5) 0.18754(13) 0.0304(3) Uani 1 1 d . . . . .
F4 F 0.60609(10) 0.68922(7) 0.44287(12) 0.0359(3) Uani 1 1 d . . . . .
F5 F 0.63994(12) 0.66116(9) 0.27216(16) 0.0527(4) Uani 1 1 d . . . . .
F6 F 0.64134(12) 0.76646(8) 0.32612(17) 0.0568(5) Uani 1 1 d . . . . .
O1 O 0.40982(10) 0.60657(6) 0.44289(11) 0.0152(2) Uani 1 1 d . . . . .
O2 O 0.47098(10) 0.55645(6) 0.29724(11) 0.0161(2) Uani 1 1 d . . . . .
O3 O 0.31700(10) 0.47631(5) 0.49136(12) 0.0164(2) Uani 1 1 d . . . . .
O4 O 0.37384(10) 0.42495(6) 0.34350(11) 0.0163(2) Uani 1 1 d . . . . .
O5 O 0.41639(12) 0.57918(6) 0.72932(13) 0.0227(3) Uani 1 1 d . . . . .
O6 O -0.01910(12) 0.33624(8) 0.47489(15) 0.0315(3) Uani 1 1 d . . . . .
H6 H 0.0129 0.3573 0.5473 0.038 Uiso 1 1 calc R U . . .
O7 O -0.07743(15) 0.59026(8) 0.29810(16) 0.0404(4) Uani 1 1 d . . . . .
C1 C 0.42549(14) 0.60441(8) 0.33538(16) 0.0149(3) Uani 1 1 d . . . . .
C2 C 0.38514(14) 0.66502(8) 0.24241(16) 0.0153(3) Uani 1 1 d . . . . .
C3 C 0.27047(15) 0.67390(8) 0.16341(17) 0.0187(3) Uani 1 1 d . . . . .
C4 C 0.18308(15) 0.62554(9) 0.17333(18) 0.0220(4) Uani 1 1 d . . . . .
C5 C 0.23362(16) 0.72842(9) 0.07458(18) 0.0230(4) Uani 1 1 d . . . . .
H5 H 0.1549 0.7341 0.0217 0.028 Uiso 1 1 calc R U . . .
C6 C 0.31152(17) 0.77423(9) 0.06340(19) 0.0243(4) Uani 1 1 d . . . . .
H6A H 0.2865 0.8109 0.0016 0.029 Uiso 1 1 calc R U . . .
C7 C 0.42587(16) 0.76685(9) 0.14187(18) 0.0215(3) Uani 1 1 d . . . . .
H7 H 0.4792 0.7986 0.1344 0.026 Uiso 1 1 calc R U . . .
C8 C 0.46291(15) 0.71297(9) 0.23178(17) 0.0190(3) Uani 1 1 d . . . . .
C9 C 0.58745(17) 0.70768(10) 0.3181(2) 0.0288(4) Uani 1 1 d . . . . .
C10 C 0.30338(14) 0.43380(8) 0.39825(16) 0.0155(3) Uani 1 1 d . . . . .
C11 C 0.19968(14) 0.38993(8) 0.35439(17) 0.0174(3) Uani 1 1 d . . . . .
C12 C 0.13684(15) 0.38637(9) 0.43371(18) 0.0197(3) Uani 1 1 d . . . . .
H12 H 0.1568 0.4141 0.5112 0.024 Uiso 1 1 calc R U . . .
C13 C 0.04458(15) 0.34214(9) 0.39953(19) 0.0229(4) Uani 1 1 d . . . . .
C14 C 0.01489(16) 0.30214(10) 0.2847(2) 0.0267(4) Uani 1 1 d . . . . .
H14 H -0.0486 0.2723 0.2604 0.032 Uiso 1 1 calc R U . . .
C15 C 0.07800(17) 0.30594(10) 0.20629(19) 0.0262(4) Uani 1 1 d . . . . .
H15 H 0.0577 0.2783 0.1286 0.031 Uiso 1 1 calc R U . . .
C16 C 0.17059(15) 0.34961(9) 0.23996(18) 0.0213(3) Uani 1 1 d . . . . .
H16 H 0.2136 0.3520 0.1858 0.026 Uiso 1 1 calc R U . . .
C17 C 0.4953(2) 0.57940(13) 0.8672(2) 0.0415(6) Uani 1 1 d . . . . .
H17A H 0.5666 0.6031 0.8770 0.050 Uiso 1 1 calc R U . . .
H17B H 0.5137 0.5322 0.9013 0.050 Uiso 1 1 calc R U . . .
C18 C 0.4346(3) 0.61730(15) 0.9420(3) 0.0594(9) Uani 1 1 d . . . . .
H18A H 0.4640 0.6644 0.9633 0.071 Uiso 1 1 calc R U . . .
H18B H 0.4447 0.5935 1.0263 0.071 Uiso 1 1 calc R U . . .
C19 C 0.3090(3) 0.61775(15) 0.8464(3) 0.0591(8) Uani 1 1 d . . . . .
H19A H 0.2607 0.5987 0.8904 0.071 Uiso 1 1 calc R U . . .
H19B H 0.2833 0.6647 0.8159 0.071 Uiso 1 1 calc R U . . .
C20 C 0.3043(2) 0.57305(13) 0.7297(3) 0.0432(6) Uani 1 1 d . . . . .
H20A H 0.2872 0.5251 0.7437 0.052 Uiso 1 1 calc R U . . .
H20B H 0.2459 0.5897 0.6447 0.052 Uiso 1 1 calc R U . . .
C21 C -0.0284(2) 0.52372(11) 0.3027(2) 0.0357(5) Uani 1 1 d . . . . .
H21A H -0.0594 0.4910 0.3492 0.043 Uiso 1 1 calc R U . . .
H21B H 0.0552 0.5257 0.3508 0.043 Uiso 1 1 calc R U . . .
C22 C -0.0593(2) 0.50201(12) 0.1590(2) 0.0386(5) Uani 1 1 d . . . . .
H22A H -0.0781 0.4528 0.1472 0.046 Uiso 1 1 calc R U . . .
H22B H 0.0037 0.5114 0.1299 0.046 Uiso 1 1 calc R U . . .
C23 C -0.1629(2) 0.54562(13) 0.0817(2) 0.0423(5) Uani 1 1 d . . . . .
H23A H -0.1687 0.5545 -0.0104 0.051 Uiso 1 1 calc R U . . .
H23B H -0.2338 0.5235 0.0779 0.051 Uiso 1 1 calc R U . . .
C24 C -0.1399(2) 0.61067(12) 0.1626(2) 0.0397(5) Uani 1 1 d . . . . .
H24A H -0.0948 0.6428 0.1328 0.048 Uiso 1 1 calc R U . . .
H24B H -0.2120 0.6331 0.1533 0.048 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.1 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.1'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 O3 2.0559(12) . ?
Ru1 O1 2.0699(11) . ?
Ru1 O2 2.0713(11) 3_666 ?
Ru1 O4 2.0716(12) 3_666 ?
Ru1 Ru1 2.2632(2) 3_666 ?
Ru1 O5 2.3087(12) . ?
F1 C4 1.336(2) . ?
F2 C4 1.343(2) . ?
F3 C4 1.342(2) . ?
F4 C9 1.332(2) . ?
F5 C9 1.338(3) . ?
F6 C9 1.327(2) . ?
O1 C1 1.260(2) . ?
O2 C1 1.257(2) . ?
O2 Ru1 2.0713(11) 3_666 ?
O3 C10 1.269(2) . ?
O4 C10 1.269(2) . ?
O4 Ru1 2.0716(12) 3_666 ?
O5 C20 1.439(3) . ?
O5 C17 1.443(3) . ?
O6 C13 1.366(2) . ?
O6 H6 0.8400 . ?
O7 C24 1.431(3) . ?
O7 C21 1.439(3) . ?
C1 C2 1.514(2) . ?
C2 C3 1.390(2) . ?
C2 C8 1.405(2) . ?
C3 C5 1.393(2) . ?
C3 C4 1.500(2) . ?
C5 C6 1.380(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.382(3) . ?
C6 H6A 0.9500 . ?
C7 C8 1.390(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.503(3) . ?
C10 C11 1.493(2) . ?
C11 C12 1.390(3) . ?
C11 C16 1.396(2) . ?
C12 C13 1.392(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.395(3) . ?
C14 C15 1.385(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.389(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C18 1.518(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.534(5) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.523(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.515(3) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.524(4) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.511(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9900 . ?
C24 H24B 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
O3 Ru1 O1 91.19(5) . . ?
O3 Ru1 O2 87.68(5) . 3_666 ?
O1 Ru1 O2 178.77(4) . 3_666 ?
O3 Ru1 O4 179.44(5) . 3_666 ?
O1 Ru1 O4 88.86(5) . 3_666 ?
O2 Ru1 O4 92.27(5) 3_666 3_666 ?
O3 Ru1 Ru1 90.13(3) . 3_666 ?
O1 Ru1 Ru1 89.41(3) . 3_666 ?
O2 Ru1 Ru1 90.10(3) 3_666 3_666 ?
O4 Ru1 Ru1 89.31(3) 3_666 3_666 ?
O3 Ru1 O5 91.48(5) . . ?
O1 Ru1 O5 90.98(4) . . ?
O2 Ru1 O5 89.54(4) 3_666 . ?
O4 Ru1 O5 89.08(5) 3_666 . ?
Ru1 Ru1 O5 178.33(4) 3_666 . ?
C1 O1 Ru1 117.42(10) . . ?
C1 O2 Ru1 116.75(10) . 3_666 ?
C10 O3 Ru1 117.99(11) . . ?
C10 O4 Ru1 118.01(10) . 3_666 ?
C20 O5 C17 106.86(18) . . ?
C20 O5 Ru1 123.17(12) . . ?
C17 O5 Ru1 118.18(12) . . ?
C13 O6 H6 109.5 . . ?
C24 O7 C21 110.47(17) . . ?
O2 C1 O1 126.26(15) . . ?
O2 C1 C2 116.58(14) . . ?
O1 C1 C2 117.16(14) . . ?
C3 C2 C8 118.32(15) . . ?
C3 C2 C1 120.86(15) . . ?
C8 C2 C1 120.81(15) . . ?
C2 C3 C5 120.92(16) . . ?
C2 C3 C4 120.74(15) . . ?
C5 C3 C4 118.33(16) . . ?
F1 C4 F3 106.58(15) . . ?
F1 C4 F2 106.43(15) . . ?
F3 C4 F2 106.44(15) . . ?
F1 C4 C3 111.90(15) . . ?
F3 C4 C3 112.86(15) . . ?
F2 C4 C3 112.18(15) . . ?
C6 C5 C3 119.96(17) . . ?
C6 C5 H5 120.0 . . ?
C3 C5 H5 120.0 . . ?
C5 C6 C7 120.16(16) . . ?
C5 C6 H6A 119.9 . . ?
C7 C6 H6A 119.9 . . ?
C6 C7 C8 120.08(17) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C7 C8 C2 120.53(16) . . ?
C7 C8 C9 118.58(16) . . ?
C2 C8 C9 120.88(15) . . ?
F6 C9 F4 106.64(18) . . ?
F6 C9 F5 107.06(18) . . ?
F4 C9 F5 106.13(16) . . ?
F6 C9 C8 112.14(16) . . ?
F4 C9 C8 112.31(16) . . ?
F5 C9 C8 112.14(18) . . ?
O3 C10 O4 124.15(15) . . ?
O3 C10 C11 117.47(15) . . ?
O4 C10 C11 118.35(14) . . ?
C12 C11 C16 120.43(16) . . ?
C12 C11 C10 119.09(15) . . ?
C16 C11 C10 120.35(16) . . ?
C11 C12 C13 119.97(16) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
O6 C13 C12 122.21(17) . . ?
O6 C13 C14 118.09(17) . . ?
C12 C13 C14 119.70(18) . . ?
C15 C14 C13 119.98(17) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C15 C16 120.76(17) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C15 C16 C11 119.16(17) . . ?
C15 C16 H16 120.4 . . ?
C11 C16 H16 120.4 . . ?
O5 C17 C18 105.2(2) . . ?
O5 C17 H17A 110.7 . . ?
C18 C17 H17A 110.7 . . ?
O5 C17 H17B 110.7 . . ?
C18 C17 H17B 110.7 . . ?
H17A C17 H17B 108.8 . . ?
C17 C18 C19 104.9(2) . . ?
C17 C18 H18A 110.8 . . ?
C19 C18 H18A 110.8 . . ?
C17 C18 H18B 110.8 . . ?
C19 C18 H18B 110.8 . . ?
H18A C18 H18B 108.8 . . ?
C20 C19 C18 104.6(2) . . ?
C20 C19 H19A 110.8 . . ?
C18 C19 H19A 110.8 . . ?
C20 C19 H19B 110.8 . . ?
C18 C19 H19B 110.8 . . ?
H19A C19 H19B 108.9 . . ?
O5 C20 C19 103.8(2) . . ?
O5 C20 H20A 111.0 . . ?
C19 C20 H20A 111.0 . . ?
O5 C20 H20B 111.0 . . ?
C19 C20 H20B 111.0 . . ?
H20A C20 H20B 109.0 . . ?
O7 C21 C22 106.48(19) . . ?
O7 C21 H21A 110.4 . . ?
C22 C21 H21A 110.4 . . ?
O7 C21 H21B 110.4 . . ?
C22 C21 H21B 110.4 . . ?
H21A C21 H21B 108.6 . . ?
C21 C22 C23 103.38(19) . . ?
C21 C22 H22A 111.1 . . ?
C23 C22 H22A 111.1 . . ?
C21 C22 H22B 111.1 . . ?
C23 C22 H22B 111.1 . . ?
H22A C22 H22B 109.1 . . ?
C24 C23 C22 102.9(2) . . ?
C24 C23 H23A 111.2 . . ?
C22 C23 H23A 111.2 . . ?
C24 C23 H23B 111.2 . . ?
C22 C23 H23B 111.2 . . ?
H23A C23 H23B 109.1 . . ?
O7 C24 C23 105.46(19) . . ?
O7 C24 H24A 110.6 . . ?
C23 C24 H24A 110.6 . . ?
O7 C24 H24B 110.6 . . ?
C23 C24 H24B 110.6 . . ?
H24A C24 H24B 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 O2 C1 O1 -1.6(2) 3_666 . . . ?
Ru1 O2 C1 C2 178.80(10) 3_666 . . . ?
Ru1 O1 C1 O2 2.9(2) . . . . ?
Ru1 O1 C1 C2 -177.51(10) . . . . ?
O2 C1 C2 C3 102.93(19) . . . . ?
O1 C1 C2 C3 -76.7(2) . . . . ?
O2 C1 C2 C8 -75.8(2) . . . . ?
O1 C1 C2 C8 104.62(18) . . . . ?
C8 C2 C3 C5 0.9(3) . . . . ?
C1 C2 C3 C5 -177.87(16) . . . . ?
C8 C2 C3 C4 -178.17(16) . . . . ?
C1 C2 C3 C4 3.1(2) . . . . ?
C2 C3 C4 F1 -159.84(16) . . . . ?
C5 C3 C4 F1 21.1(2) . . . . ?
C2 C3 C4 F3 -39.6(2) . . . . ?
C5 C3 C4 F3 141.32(17) . . . . ?
C2 C3 C4 F2 80.6(2) . . . . ?
C5 C3 C4 F2 -98.44(19) . . . . ?
C2 C3 C5 C6 0.5(3) . . . . ?
C4 C3 C5 C6 179.57(17) . . . . ?
C3 C5 C6 C7 -1.2(3) . . . . ?
C5 C6 C7 C8 0.4(3) . . . . ?
C6 C7 C8 C2 1.0(3) . . . . ?
C6 C7 C8 C9 -178.35(18) . . . . ?
C3 C2 C8 C7 -1.6(2) . . . . ?
C1 C2 C8 C7 177.12(15) . . . . ?
C3 C2 C8 C9 177.72(17) . . . . ?
C1 C2 C8 C9 -3.6(2) . . . . ?
C7 C8 C9 F6 19.3(3) . . . . ?
C2 C8 C9 F6 -160.03(18) . . . . ?
C7 C8 C9 F4 139.39(17) . . . . ?
C2 C8 C9 F4 -39.9(2) . . . . ?
C7 C8 C9 F5 -101.2(2) . . . . ?
C2 C8 C9 F5 79.5(2) . . . . ?
Ru1 O3 C10 O4 -7.6(2) . . . . ?
Ru1 O3 C10 C11 170.12(10) . . . . ?
Ru1 O4 C10 O3 7.7(2) 3_666 . . . ?
Ru1 O4 C10 C11 -170.04(11) 3_666 . . . ?
O3 C10 C11 C12 -13.8(2) . . . . ?
O4 C10 C11 C12 164.03(15) . . . . ?
O3 C10 C11 C16 170.35(15) . . . . ?
O4 C10 C11 C16 -11.8(2) . . . . ?
C16 C11 C12 C13 0.3(3) . . . . ?
C10 C11 C12 C13 -175.49(15) . . . . ?
C11 C12 C13 O6 179.30(16) . . . . ?
C11 C12 C13 C14 -0.7(3) . . . . ?
O6 C13 C14 C15 -179.24(17) . . . . ?
C12 C13 C14 C15 0.8(3) . . . . ?
C13 C14 C15 C16 -0.4(3) . . . . ?
C14 C15 C16 C11 0.0(3) . . . . ?
C12 C11 C16 C15 0.1(3) . . . . ?
C10 C11 C16 C15 175.80(16) . . . . ?
C20 O5 C17 C18 -35.4(2) . . . . ?
Ru1 O5 C17 C18 -179.55(16) . . . . ?
O5 C17 C18 C19 16.8(3) . . . . ?
C17 C18 C19 C20 6.3(3) . . . . ?
C17 O5 C20 C19 39.2(2) . . . . ?
Ru1 O5 C20 C19 -178.81(16) . . . . ?
C18 C19 C20 O5 -27.1(3) . . . . ?
C24 O7 C21 C22 2.0(2) . . . . ?
O7 C21 C22 C23 -21.8(2) . . . . ?
C21 C22 C23 C24 32.3(2) . . . . ?
C21 O7 C24 C23 18.9(3) . . . . ?
C22 C23 C24 O7 -31.7(2) . . . . ?

#==============================================================================
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O6 H6 O7 . . 3_566 2.703(2) 0.840 1.865 175.7 no

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one
# structure analysis in the CIF.





#==============================================================================
#     End of CIF
#==============================================================================
