# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_Hoveyda-Grubbs_with_C3ester_ligand
_database_code_depnum_ccdc_archive 'CCDC 1999868'
loop_
_audit_author_name
_audit_author_address
'Shohei Katao'
;Nara Institute of Science and Technology
Japan
;
_audit_update_record             
;
2020-04-29 deposited with the CCDC.	2020-07-24 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C35 H42 Cl8 N2 O3 Ru'
_chemical_formula_moiety         'C35 H42 Cl8 N2 O3 Ru'
_chemical_formula_weight         923.42
_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                   11.8969(2)
_cell_length_b                   14.0550(3)
_cell_length_c                   24.9163(5)
_cell_angle_alpha                90.0000
_cell_angle_beta                 97.173(7)
_cell_angle_gamma                90.0000
_cell_volume                     4133.67(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    65004
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      27.48
_cell_measurement_temperature    123
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.120
_exptl_crystal_density_diffrn    1.484
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1880.00
_exptl_absorpt_coefficient_mu    0.931
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.756
_exptl_absorpt_correction_T_max  0.894

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

_diffrn_ambient_temperature      123
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            68963
_diffrn_reflns_av_unetI/netI     0.0105
_diffrn_reflns_av_R_equivalents  0.0198
_diffrn_reflns_theta_max         27.482
_diffrn_reflns_theta_min         2.530
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             9475
_reflns_number_gt                9021
_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          0.0395
_refine_ls_R_factor_gt           0.0379
_refine_ls_wR_factor_ref         0.1000
_refine_ls_wR_factor_gt          0.0988
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         9475
_refine_ls_number_parameters     449
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0531P)²+4.9720P] 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          0.002
_refine_diff_density_max         1.29
_refine_diff_density_min         -0.93
_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)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.1484 0.1585
;
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 0.70844(2) 0.56147(2) 0.25731(2) 0.01773(6) Uani 1 1 d . . . . .
Cl1 Cl 0.87324(4) 0.50343(4) 0.22590(2) 0.02642(12) Uani 1 1 d . . . . .
Cl2 Cl 0.58859(4) 0.61069(4) 0.31967(2) 0.02295(11) Uani 1 1 d . . . . .
Cl3 Cl 0.87208(8) 0.54357(7) 0.03972(4) 0.0614(2) Uani 1 1 d . . . . .
Cl4 Cl 0.90969(7) 0.35706(6) 0.08690(4) 0.0552(2) Uani 1 1 d . . . . .
Cl5 Cl 1.08001(7) 0.50246(8) 0.10930(3) 0.0600(2) Uani 1 1 d . . . . .
Cl6 Cl 0.73742(8) 0.60131(8) 0.48395(4) 0.0659(2) Uani 1 1 d . . . . .
Cl7 Cl 0.56209(10) 0.74372(12) 0.48447(6) 0.0939(4) Uani 1 1 d . . . . .
Cl8 Cl 0.77058(11) 0.79046(9) 0.44293(5) 0.0879(4) Uani 1 1 d . . . . .
O1 O 0.81494(13) 0.68872(11) 0.28425(6) 0.0237(3) Uani 1 1 d . . . . .
O2 O 1.10945(15) 0.61394(14) 0.38266(7) 0.0353(4) Uani 1 1 d . . . . .
O3 O 1.2047(2) 0.6007(2) 0.46532(9) 0.0660(7) Uani 1 1 d . . . . .
N1 N 0.51611(16) 0.43762(12) 0.20189(8) 0.0238(4) Uani 1 1 d . . . . .
N2 N 0.62821(16) 0.36772(13) 0.26525(8) 0.0244(4) Uani 1 1 d . . . . .
C1 C 0.66836(18) 0.64254(15) 0.20065(8) 0.0225(4) Uani 1 1 d . . . . .
H1 H 0.609351 0.626406 0.172860 0.027 Uiso 1 1 calc R U . . .
C2 C 0.72878(17) 0.73206(15) 0.19914(9) 0.0211(4) Uani 1 1 d . . . . .
C3 C 0.71413(19) 0.79474(17) 0.15523(9) 0.0265(4) Uani 1 1 d . . . . .
H3 H 0.661627 0.779702 0.124473 0.032 Uiso 1 1 calc R U . . .
C4 C 0.7756(2) 0.87863(17) 0.15622(10) 0.0300(5) Uani 1 1 d . . . . .
H4 H 0.765566 0.920683 0.126152 0.036 Uiso 1 1 calc R U . . .
C5 C 0.8519(2) 0.90110(16) 0.20128(11) 0.0294(5) Uani 1 1 d . . . . .
H5 H 0.893598 0.958815 0.201750 0.035 Uiso 1 1 calc R U . . .
C6 C 0.86846(18) 0.84017(16) 0.24600(10) 0.0248(4) Uani 1 1 d . . . . .
H6 H 0.920054 0.856049 0.276936 0.030 Uiso 1 1 calc R U . . .
C7 C 0.80752(17) 0.75616(15) 0.24384(8) 0.0208(4) Uani 1 1 d . . . . .
C8 C 0.90617(19) 0.69472(18) 0.32780(9) 0.0298(5) Uani 1 1 d . . . . .
H8A H 0.893940 0.749367 0.351462 0.036 Uiso 1 1 calc R U . . .
H8B H 0.978931 0.704289 0.313124 0.036 Uiso 1 1 calc R U . . .
C9 C 0.9099(2) 0.60297(18) 0.35997(10) 0.0303(5) Uani 1 1 d . . . . .
H9A H 0.836681 0.594054 0.374336 0.036 Uiso 1 1 calc R U . . .
H9B H 0.920510 0.548747 0.335750 0.036 Uiso 1 1 calc R U . . .
C10 C 1.0047(2) 0.6034(2) 0.40638(10) 0.0323(5) Uani 1 1 d . . . . .
H10A H 0.995090 0.656978 0.431223 0.039 Uiso 1 1 calc R U . . .
H10B H 1.005115 0.543194 0.426998 0.039 Uiso 1 1 calc R U . . .
C11 C 1.2043(2) 0.61348(19) 0.41788(11) 0.0360(6) Uani 1 1 d . . . . .
C12 C 1.3074(3) 0.6299(3) 0.39086(14) 0.0499(7) Uani 1 1 d . . . . .
H12A H 1.373316 0.602119 0.412822 0.060 Uiso 1 1 calc R U . . .
H12B H 1.319085 0.698429 0.386923 0.060 Uiso 1 1 calc R U . . .
H12C H 1.297509 0.599944 0.355067 0.060 Uiso 1 1 calc R U . . .
C13 C 0.61059(18) 0.44973(15) 0.23726(8) 0.0201(4) Uani 1 1 d . . . . .
C14 C 0.4720(2) 0.33941(16) 0.20159(11) 0.0314(5) Uani 1 1 d . . . . .
H14A H 0.488525 0.304290 0.169040 0.038 Uiso 1 1 calc R U . . .
H14B H 0.389230 0.338757 0.203177 0.038 Uiso 1 1 calc R U . . .
C15 C 0.5365(2) 0.29767(17) 0.25279(11) 0.0320(5) Uani 1 1 d . . . . .
H15A H 0.488197 0.293599 0.282297 0.038 Uiso 1 1 calc R U . . .
H15B H 0.566911 0.233764 0.246117 0.038 Uiso 1 1 calc R U . . .
C16 C 0.46987(17) 0.50056(15) 0.15995(9) 0.0215(4) Uani 1 1 d . . . . .
C17 C 0.37473(18) 0.55493(15) 0.16800(9) 0.0223(4) Uani 1 1 d . . . . .
C18 C 0.32784(18) 0.61359(16) 0.12597(9) 0.0239(4) Uani 1 1 d . . . . .
H18 H 0.264546 0.652214 0.131139 0.029 Uiso 1 1 calc R U . . .
C19 C 0.37110(19) 0.61718(16) 0.07666(9) 0.0258(4) Uani 1 1 d . . . . .
C20 C 0.4655(2) 0.56168(16) 0.07005(9) 0.0270(5) Uani 1 1 d . . . . .
H20 H 0.496112 0.564050 0.036626 0.032 Uiso 1 1 calc R U . . .
C21 C 0.51626(18) 0.50285(16) 0.11111(9) 0.0244(4) Uani 1 1 d . . . . .
C22 C 0.3236(2) 0.54899(18) 0.22000(10) 0.0294(5) Uani 1 1 d . . . . .
H22A H 0.297424 0.483882 0.225091 0.035 Uiso 1 1 calc R U . . .
H22B H 0.259338 0.592906 0.218627 0.035 Uiso 1 1 calc R U . . .
H22C H 0.380701 0.566298 0.250244 0.035 Uiso 1 1 calc R U . . .
C23 C 0.3153(2) 0.6787(2) 0.03122(10) 0.0350(5) Uani 1 1 d . . . . .
H23A H 0.341848 0.744461 0.036592 0.042 Uiso 1 1 calc R U . . .
H23B H 0.232895 0.676716 0.030992 0.042 Uiso 1 1 calc R U . . .
H23C H 0.334941 0.654967 -0.003393 0.042 Uiso 1 1 calc R U . . .
C24 C 0.6202(2) 0.44547(19) 0.10367(11) 0.0339(5) Uani 1 1 d . . . . .
H24A H 0.647316 0.463406 0.069517 0.041 Uiso 1 1 calc R U . . .
H24B H 0.601279 0.377586 0.102912 0.041 Uiso 1 1 calc R U . . .
H24C H 0.679603 0.458119 0.133751 0.041 Uiso 1 1 calc R U . . .
C25 C 0.71971(18) 0.35036(15) 0.30744(9) 0.0223(4) Uani 1 1 d . . . . .
C26 C 0.81684(19) 0.30368(16) 0.29445(9) 0.0262(4) Uani 1 1 d . . . . .
C27 C 0.9055(2) 0.28871(18) 0.33546(10) 0.0316(5) Uani 1 1 d . . . . .
H27 H 0.971705 0.256780 0.327353 0.038 Uiso 1 1 calc R U . . .
C28 C 0.8995(2) 0.31946(19) 0.38816(10) 0.0332(5) Uani 1 1 d . . . . .
C29 C 0.8007(2) 0.36110(18) 0.40038(9) 0.0309(5) Uani 1 1 d . . . . .
H29 H 0.796271 0.381783 0.436351 0.037 Uiso 1 1 calc R U . . .
C30 C 0.7070(2) 0.37364(16) 0.36122(9) 0.0254(4) Uani 1 1 d . . . . .
C31 C 0.8240(2) 0.2679(2) 0.23820(11) 0.0350(5) Uani 1 1 d . . . . .
H31A H 0.852228 0.318678 0.216520 0.042 Uiso 1 1 calc R U . . .
H31B H 0.748577 0.248055 0.221613 0.042 Uiso 1 1 calc R U . . .
H31C H 0.875800 0.213441 0.239757 0.042 Uiso 1 1 calc R U . . .
C32 C 0.9973(3) 0.3041(3) 0.43220(13) 0.0498(8) Uani 1 1 d . . . . .
H32A H 0.981480 0.248897 0.454079 0.060 Uiso 1 1 calc R U . . .
H32B H 1.006904 0.360738 0.455279 0.060 Uiso 1 1 calc R U . . .
H32C H 1.066762 0.292799 0.415807 0.060 Uiso 1 1 calc R U . . .
C33 C 0.5944(2) 0.40121(18) 0.37846(11) 0.0331(5) Uani 1 1 d . . . . .
H33A H 0.558044 0.344791 0.391692 0.040 Uiso 1 1 calc R U . . .
H33B H 0.545740 0.427998 0.347504 0.040 Uiso 1 1 calc R U . . .
H33C H 0.606275 0.448754 0.407379 0.040 Uiso 1 1 calc R U . . .
C34 C 0.9343(2) 0.4795(2) 0.09617(10) 0.0350(5) Uani 1 1 d . . . . .
H34 H 0.898064 0.500307 0.128333 0.042 Uiso 1 1 calc R U . . .
C35 C 0.6713(3) 0.7003(3) 0.45023(14) 0.0568(9) Uani 1 1 d . . . . .
H35 H 0.637526 0.679601 0.413313 0.068 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2019)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# 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 C1 1.830(2) . ?
Ru1 C13 1.981(2) . ?
Ru1 O1 2.2455(15) . ?
Ru1 Cl2 2.3407(5) . ?
Ru1 Cl1 2.3463(5) . ?
Cl3 C34 1.754(3) . ?
Cl4 C34 1.755(3) . ?
Cl5 C34 1.754(3) . ?
Cl6 C35 1.760(4) . ?
Cl7 C35 1.750(4) . ?
Cl8 C35 1.757(4) . ?
O1 C7 1.378(3) . ?
O1 C8 1.438(3) . ?
O2 C11 1.340(3) . ?
O2 C10 1.452(3) . ?
O3 C11 1.195(4) . ?
N1 C13 1.350(3) . ?
N1 C16 1.426(3) . ?
N1 C14 1.477(3) . ?
N2 C13 1.350(3) . ?
N2 C25 1.437(3) . ?
N2 C15 1.473(3) . ?
C1 C2 1.452(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.399(3) . ?
C2 C7 1.404(3) . ?
C3 C4 1.386(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.389(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.400(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.383(3) . ?
C6 H6 0.9500 . ?
C8 C9 1.516(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.511(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.489(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C14 C15 1.522(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C21 1.398(3) . ?
C16 C17 1.401(3) . ?
C17 C18 1.394(3) . ?
C17 C22 1.501(3) . ?
C18 C19 1.391(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.394(3) . ?
C19 C23 1.511(3) . ?
C20 C21 1.393(3) . ?
C20 H20 0.9500 . ?
C21 C24 1.507(3) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.401(3) . ?
C25 C30 1.406(3) . ?
C26 C27 1.390(3) . ?
C26 C31 1.502(3) . ?
C27 C28 1.393(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.381(4) . ?
C28 C32 1.512(3) . ?
C29 C30 1.398(3) . ?
C29 H29 0.9500 . ?
C30 C33 1.507(3) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34 1.0000 . ?
C35 H35 1.0000 . ?

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
C1 Ru1 C13 102.16(9) . . ?
C1 Ru1 O1 79.49(8) . . ?
C13 Ru1 O1 176.85(7) . . ?
C1 Ru1 Cl2 101.91(7) . . ?
C13 Ru1 Cl2 90.81(6) . . ?
O1 Ru1 Cl2 86.21(4) . . ?
C1 Ru1 Cl1 96.16(7) . . ?
C13 Ru1 Cl1 97.43(6) . . ?
O1 Ru1 Cl1 85.00(4) . . ?
Cl2 Ru1 Cl1 158.10(2) . . ?
C7 O1 C8 118.98(17) . . ?
C7 O1 Ru1 110.32(12) . . ?
C8 O1 Ru1 128.08(13) . . ?
C11 O2 C10 115.4(2) . . ?
C13 N1 C16 127.87(18) . . ?
C13 N1 C14 112.83(18) . . ?
C16 N1 C14 118.15(18) . . ?
C13 N2 C25 125.29(18) . . ?
C13 N2 C15 113.49(18) . . ?
C25 N2 C15 120.93(18) . . ?
C2 C1 Ru1 118.51(15) . . ?
C2 C1 H1 120.7 . . ?
Ru1 C1 H1 120.7 . . ?
C3 C2 C7 118.3(2) . . ?
C3 C2 C1 123.5(2) . . ?
C7 C2 C1 118.15(19) . . ?
C4 C3 C2 120.5(2) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C5 119.9(2) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C4 C5 C6 121.1(2) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C7 C6 C5 118.1(2) . . ?
C7 C6 H6 121.0 . . ?
C5 C6 H6 121.0 . . ?
O1 C7 C6 125.00(19) . . ?
O1 C7 C2 112.90(18) . . ?
C6 C7 C2 122.1(2) . . ?
O1 C8 C9 108.57(18) . . ?
O1 C8 H8A 110.0 . . ?
C9 C8 H8A 110.0 . . ?
O1 C8 H8B 110.0 . . ?
C9 C8 H8B 110.0 . . ?
H8A C8 H8B 108.4 . . ?
C10 C9 C8 111.8(2) . . ?
C10 C9 H9A 109.3 . . ?
C8 C9 H9A 109.3 . . ?
C10 C9 H9B 109.3 . . ?
C8 C9 H9B 109.3 . . ?
H9A C9 H9B 107.9 . . ?
O2 C10 C9 106.59(19) . . ?
O2 C10 H10A 110.4 . . ?
C9 C10 H10A 110.4 . . ?
O2 C10 H10B 110.4 . . ?
C9 C10 H10B 110.4 . . ?
H10A C10 H10B 108.6 . . ?
O3 C11 O2 123.2(3) . . ?
O3 C11 C12 124.7(3) . . ?
O2 C11 C12 112.1(2) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C13 N2 107.01(18) . . ?
N1 C13 Ru1 132.83(16) . . ?
N2 C13 Ru1 119.87(15) . . ?
N1 C14 C15 102.36(18) . . ?
N1 C14 H14A 111.3 . . ?
C15 C14 H14A 111.3 . . ?
N1 C14 H14B 111.3 . . ?
C15 C14 H14B 111.3 . . ?
H14A C14 H14B 109.2 . . ?
N2 C15 C14 101.65(18) . . ?
N2 C15 H15A 111.4 . . ?
C14 C15 H15A 111.4 . . ?
N2 C15 H15B 111.4 . . ?
C14 C15 H15B 111.4 . . ?
H15A C15 H15B 109.3 . . ?
C21 C16 C17 121.7(2) . . ?
C21 C16 N1 119.60(19) . . ?
C17 C16 N1 118.6(2) . . ?
C18 C17 C16 118.0(2) . . ?
C18 C17 C22 121.0(2) . . ?
C16 C17 C22 121.0(2) . . ?
C19 C18 C17 121.9(2) . . ?
C19 C18 H18 119.1 . . ?
C17 C18 H18 119.1 . . ?
C18 C19 C20 118.5(2) . . ?
C18 C19 C23 120.4(2) . . ?
C20 C19 C23 121.1(2) . . ?
C21 C20 C19 121.8(2) . . ?
C21 C20 H20 119.1 . . ?
C19 C20 H20 119.1 . . ?
C20 C21 C16 118.1(2) . . ?
C20 C21 C24 120.9(2) . . ?
C16 C21 C24 120.9(2) . . ?
C17 C22 H22A 109.5 . . ?
C17 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C17 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C19 C23 H23A 109.5 . . ?
C19 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C19 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C30 121.3(2) . . ?
C26 C25 N2 118.8(2) . . ?
C30 C25 N2 119.7(2) . . ?
C27 C26 C25 118.2(2) . . ?
C27 C26 C31 120.6(2) . . ?
C25 C26 C31 121.1(2) . . ?
C26 C27 C28 121.5(2) . . ?
C26 C27 H27 119.2 . . ?
C28 C27 H27 119.2 . . ?
C29 C28 C27 119.0(2) . . ?
C29 C28 C32 120.0(3) . . ?
C27 C28 C32 121.0(3) . . ?
C28 C29 C30 121.8(2) . . ?
C28 C29 H29 119.1 . . ?
C30 C29 H29 119.1 . . ?
C29 C30 C25 117.7(2) . . ?
C29 C30 C33 119.5(2) . . ?
C25 C30 C33 122.5(2) . . ?
C26 C31 H31A 109.5 . . ?
C26 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C26 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C28 C32 H32A 109.5 . . ?
C28 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C28 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C30 C33 H33A 109.5 . . ?
C30 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C30 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
Cl5 C34 Cl3 111.29(15) . . ?
Cl5 C34 Cl4 110.47(16) . . ?
Cl3 C34 Cl4 110.57(14) . . ?
Cl5 C34 H34 108.1 . . ?
Cl3 C34 H34 108.1 . . ?
Cl4 C34 H34 108.1 . . ?
Cl7 C35 Cl8 110.4(2) . . ?
Cl7 C35 Cl6 111.0(2) . . ?
Cl8 C35 Cl6 110.68(19) . . ?
Cl7 C35 H35 108.2 . . ?
Cl8 C35 H35 108.2 . . ?
Cl6 C35 H35 108.2 . . ?

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
C13 Ru1 C1 C2 -176.06(16) . . . . ?
O1 Ru1 C1 C2 6.67(16) . . . . ?
Cl2 Ru1 C1 C2 90.48(16) . . . . ?
Cl1 Ru1 C1 C2 -77.07(16) . . . . ?
Ru1 C1 C2 C3 172.87(17) . . . . ?
Ru1 C1 C2 C7 -6.0(3) . . . . ?
C7 C2 C3 C4 -0.4(3) . . . . ?
C1 C2 C3 C4 -179.3(2) . . . . ?
C2 C3 C4 C5 -0.4(4) . . . . ?
C3 C4 C5 C6 0.2(4) . . . . ?
C4 C5 C6 C7 0.7(3) . . . . ?
C8 O1 C7 C6 -12.4(3) . . . . ?
Ru1 O1 C7 C6 -175.54(17) . . . . ?
C8 O1 C7 C2 168.54(19) . . . . ?
Ru1 O1 C7 C2 5.4(2) . . . . ?
C5 C6 C7 O1 179.5(2) . . . . ?
C5 C6 C7 C2 -1.5(3) . . . . ?
C3 C2 C7 O1 -179.57(19) . . . . ?
C1 C2 C7 O1 -0.6(3) . . . . ?
C3 C2 C7 C6 1.4(3) . . . . ?
C1 C2 C7 C6 -179.68(19) . . . . ?
C7 O1 C8 C9 -168.41(19) . . . . ?
Ru1 O1 C8 C9 -8.7(3) . . . . ?
O1 C8 C9 C10 179.5(2) . . . . ?
C11 O2 C10 C9 -178.4(2) . . . . ?
C8 C9 C10 O2 -60.6(3) . . . . ?
C10 O2 C11 O3 3.6(4) . . . . ?
C10 O2 C11 C12 -176.8(2) . . . . ?
C16 N1 C13 N2 -173.1(2) . . . . ?
C14 N1 C13 N2 -5.8(3) . . . . ?
C16 N1 C13 Ru1 13.3(4) . . . . ?
C14 N1 C13 Ru1 -179.37(18) . . . . ?
C25 N2 C13 N1 -179.5(2) . . . . ?
C15 N2 C13 N1 -5.7(3) . . . . ?
C25 N2 C13 Ru1 -4.9(3) . . . . ?
C15 N2 C13 Ru1 168.91(16) . . . . ?
C13 N1 C14 C15 14.0(3) . . . . ?
C16 N1 C14 C15 -177.4(2) . . . . ?
C13 N2 C15 C14 13.9(3) . . . . ?
C25 N2 C15 C14 -172.0(2) . . . . ?
N1 C14 C15 N2 -15.4(2) . . . . ?
C13 N1 C16 C21 79.5(3) . . . . ?
C14 N1 C16 C21 -87.2(3) . . . . ?
C13 N1 C16 C17 -103.9(3) . . . . ?
C14 N1 C16 C17 89.4(3) . . . . ?
C21 C16 C17 C18 -1.2(3) . . . . ?
N1 C16 C17 C18 -177.72(18) . . . . ?
C21 C16 C17 C22 177.8(2) . . . . ?
N1 C16 C17 C22 1.3(3) . . . . ?
C16 C17 C18 C19 1.7(3) . . . . ?
C22 C17 C18 C19 -177.3(2) . . . . ?
C17 C18 C19 C20 -1.4(3) . . . . ?
C17 C18 C19 C23 177.6(2) . . . . ?
C18 C19 C20 C21 0.5(3) . . . . ?
C23 C19 C20 C21 -178.4(2) . . . . ?
C19 C20 C21 C16 0.0(3) . . . . ?
C19 C20 C21 C24 -178.3(2) . . . . ?
C17 C16 C21 C20 0.4(3) . . . . ?
N1 C16 C21 C20 176.89(19) . . . . ?
C17 C16 C21 C24 178.6(2) . . . . ?
N1 C16 C21 C24 -4.8(3) . . . . ?
C13 N2 C25 C26 -96.5(3) . . . . ?
C15 N2 C25 C26 90.1(3) . . . . ?
C13 N2 C25 C30 88.3(3) . . . . ?
C15 N2 C25 C30 -85.1(3) . . . . ?
C30 C25 C26 C27 -6.0(3) . . . . ?
N2 C25 C26 C27 179.0(2) . . . . ?
C30 C25 C26 C31 172.1(2) . . . . ?
N2 C25 C26 C31 -3.0(3) . . . . ?
C25 C26 C27 C28 -0.4(3) . . . . ?
C31 C26 C27 C28 -178.5(2) . . . . ?
C26 C27 C28 C29 3.6(4) . . . . ?
C26 C27 C28 C32 -179.0(2) . . . . ?
C27 C28 C29 C30 -0.4(4) . . . . ?
C32 C28 C29 C30 -177.8(2) . . . . ?
C28 C29 C30 C25 -5.7(3) . . . . ?
C28 C29 C30 C33 168.0(2) . . . . ?
C26 C25 C30 C29 8.9(3) . . . . ?
N2 C25 C30 C29 -176.03(19) . . . . ?
C26 C25 C30 C33 -164.6(2) . . . . ?
N2 C25 C30 C33 10.5(3) . . . . ?


#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the 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_Hoveyd_Grubbs2nd
_database_code_depnum_ccdc_archive 'CCDC 1999871'
loop_
_audit_author_name
_audit_author_address
'Shohei Katao'
;Nara Institute of Science and Technology
Japan
;
_audit_update_record             
;
2020-04-29 deposited with the CCDC.	2020-07-24 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C32 H39 Cl5 N2 O Ru'
_chemical_formula_moiety         'C32 H39 Cl5 N2 O Ru'
_chemical_formula_weight         746.01
_chemical_melting_point          ?
_chemical_absolute_configuration 'CHOOSE rm ad rmad syn or unk'

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      tetragonal
_space_group_name_H-M_alt        'I -4'
_space_group_name_Hall           'I -4'
_space_group_IT_number           82
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,+Z
3 +Y,-X,-Z
4 -Y,+X,-Z
5 1/2+X,1/2+Y,1/2+Z
6 1/2-X,1/2-Y,1/2+Z
7 1/2+Y,1/2-X,1/2-Z
8 1/2-Y,1/2+X,1/2-Z
#------------------------------------------------------------------------------
_cell_length_a                   25.8626(5)
_cell_length_b                   25.8626(5)
_cell_length_c                   10.8856(2)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_volume                     7281.1(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    56835
_cell_measurement_theta_min      2.03
_cell_measurement_theta_max      27.48
_cell_measurement_temperature    123
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3056.00
_exptl_absorpt_coefficient_mu    0.823
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.813
_exptl_absorpt_correction_T_max  0.921

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

_diffrn_ambient_temperature      123
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            63479
_diffrn_reflns_av_unetI/netI     0.0104
_diffrn_reflns_av_R_equivalents  0.0183
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         2.490
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             8349
_reflns_number_gt                8317
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.898
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    1.000

#==============================================================================
# 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          0.0181
_refine_ls_R_factor_gt           0.0180
_refine_ls_wR_factor_ref         0.0483
_refine_ls_wR_factor_gt          0.0483
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         8349
_refine_ls_number_parameters     378
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0302P)²+3.5140P] 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          0.000
_refine_diff_density_max         0.51
_refine_diff_density_min         -0.23
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
 Flack x determined using 3921 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.015(3)

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)
;
Cl Cl 0.1484 0.1585
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
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 0.30236(2) 0.35958(2) 0.50580(2) 0.01199(4) Uani 1 1 d . . . . .
Cl1 Cl 0.22303(2) 0.34353(2) 0.60275(5) 0.01968(10) Uani 1 1 d . . . . .
Cl2 Cl 0.36322(2) 0.37551(2) 0.35134(5) 0.02136(10) Uani 1 1 d . . . . .
Cl3 Cl 0.08085(3) 0.36102(4) 0.68169(8) 0.0542(2) Uani 1 1 d . . . . .
Cl4 Cl 0.10546(4) 0.25258(4) 0.65990(11) 0.0675(3) Uani 1 1 d . . . . .
Cl5 Cl 0.05421(4) 0.30639(8) 0.46023(11) 0.1031(6) Uani 1 1 d . . . . .
O1 O 0.29769(6) 0.28016(6) 0.42615(14) 0.0191(3) Uani 1 1 d . . . . .
N1 N 0.34025(7) 0.45390(6) 0.64729(17) 0.0178(3) Uani 1 1 d . . . . .
N2 N 0.28339(6) 0.46994(6) 0.50534(18) 0.0176(3) Uani 1 1 d . . . . .
C1 C 0.34519(7) 0.32485(7) 0.61150(18) 0.0149(3) Uani 1 1 d . . . . .
H1 H 0.359502 0.341481 0.681489 0.018 Uiso 1 1 calc R U . . .
C2 C 0.35648(8) 0.27111(7) 0.58463(19) 0.0156(4) Uani 1 1 d . . . . .
C3 C 0.39253(8) 0.24203(8) 0.6527(2) 0.0206(4) Uani 1 1 d . . . . .
H3 H 0.408721 0.256741 0.722777 0.025 Uiso 1 1 calc R U . . .
C4 C 0.40437(9) 0.19190(9) 0.6173(2) 0.0278(5) Uani 1 1 d . . . . .
H4 H 0.429176 0.172442 0.662064 0.033 Uiso 1 1 calc R U . . .
C5 C 0.37986(10) 0.17028(9) 0.5162(3) 0.0311(5) Uani 1 1 d . . . . .
H5 H 0.388469 0.136024 0.492252 0.037 Uiso 1 1 calc R U . . .
C6 C 0.34301(10) 0.19742(9) 0.4491(2) 0.0262(5) Uani 1 1 d . . . . .
H6 H 0.325924 0.181926 0.381180 0.031 Uiso 1 1 calc R U . . .
C7 C 0.33191(8) 0.24792(7) 0.4843(2) 0.0186(4) Uani 1 1 d . . . . .
C8 C 0.26238(9) 0.26029(9) 0.3316(2) 0.0243(4) Uani 1 1 d . . . . .
H8 H 0.282143 0.238052 0.272915 0.029 Uiso 1 1 calc R U . . .
C9 C 0.24198(11) 0.30731(10) 0.2643(2) 0.0319(5) Uani 1 1 d . . . . .
H9A H 0.271030 0.327200 0.230976 0.038 Uiso 1 1 calc R U . . .
H9B H 0.222261 0.328972 0.321364 0.038 Uiso 1 1 calc R U . . .
H9C H 0.219451 0.296175 0.196877 0.038 Uiso 1 1 calc R U . . .
C10 C 0.22045(10) 0.22840(10) 0.3921(3) 0.0317(5) Uani 1 1 d . . . . .
H10A H 0.236317 0.201011 0.441641 0.038 Uiso 1 1 calc R U . . .
H10B H 0.198444 0.212849 0.328834 0.038 Uiso 1 1 calc R U . . .
H10C H 0.199435 0.250674 0.445160 0.038 Uiso 1 1 calc R U . . .
C11 C 0.30908(7) 0.43152(7) 0.56448(18) 0.0141(4) Uani 1 1 d . . . . .
C12 C 0.33377(10) 0.51076(8) 0.6540(2) 0.0242(5) Uani 1 1 d . . . . .
H12A H 0.367517 0.528708 0.649177 0.029 Uiso 1 1 calc R U . . .
H12B H 0.315961 0.521114 0.730698 0.029 Uiso 1 1 calc R U . . .
C13 C 0.30059(9) 0.52219(8) 0.5416(2) 0.0218(4) Uani 1 1 d . . . . .
H13A H 0.270868 0.544621 0.562688 0.026 Uiso 1 1 calc R U . . .
H13B H 0.321087 0.538789 0.475695 0.026 Uiso 1 1 calc R U . . .
C14 C 0.36886(8) 0.42993(7) 0.74458(19) 0.0161(4) Uani 1 1 d . . . . .
C15 C 0.42261(9) 0.42592(8) 0.7334(2) 0.0194(4) Uani 1 1 d . . . . .
C16 C 0.45047(8) 0.40710(9) 0.8335(2) 0.0219(4) Uani 1 1 d . . . . .
H16 H 0.487018 0.404363 0.827591 0.026 Uiso 1 1 calc R U . . .
C17 C 0.42613(9) 0.39223(9) 0.9417(2) 0.0233(4) Uani 1 1 d . . . . .
C18 C 0.37232(9) 0.39561(8) 0.9488(2) 0.0206(4) Uani 1 1 d . . . . .
H18 H 0.355352 0.384475 1.021542 0.025 Uiso 1 1 calc R U . . .
C19 C 0.34290(8) 0.41487(8) 0.85196(19) 0.0171(4) Uani 1 1 d . . . . .
C20 C 0.44948(9) 0.44107(10) 0.6165(2) 0.0278(5) Uani 1 1 d . . . . .
H20A H 0.431372 0.425690 0.546318 0.033 Uiso 1 1 calc R U . . .
H20B H 0.485249 0.428595 0.618294 0.033 Uiso 1 1 calc R U . . .
H20C H 0.449338 0.478816 0.608446 0.033 Uiso 1 1 calc R U . . .
C21 C 0.45686(11) 0.37305(12) 1.0495(2) 0.0356(6) Uani 1 1 d . . . . .
H21A H 0.486257 0.396189 1.063856 0.043 Uiso 1 1 calc R U . . .
H21B H 0.469581 0.338095 1.032348 0.043 Uiso 1 1 calc R U . . .
H21C H 0.434808 0.372349 1.122705 0.043 Uiso 1 1 calc R U . . .
C22 C 0.28498(8) 0.41947(9) 0.8635(2) 0.0231(4) Uani 1 1 d . . . . .
H22A H 0.268347 0.398535 0.799733 0.028 Uiso 1 1 calc R U . . .
H22B H 0.274799 0.455735 0.853676 0.028 Uiso 1 1 calc R U . . .
H22C H 0.274156 0.407136 0.944665 0.028 Uiso 1 1 calc R U . . .
C23 C 0.23809(8) 0.46318(8) 0.4304(2) 0.0186(4) Uani 1 1 d . . . . .
C24 C 0.18991(8) 0.46196(8) 0.4902(2) 0.0235(4) Uani 1 1 d . . . . .
C25 C 0.14577(10) 0.45587(9) 0.4195(3) 0.0314(5) Uani 1 1 d . . . . .
H25 H 0.113066 0.454583 0.459162 0.038 Uiso 1 1 calc R U . . .
C26 C 0.14796(10) 0.45161(9) 0.2926(3) 0.0335(6) Uani 1 1 d . . . . .
C27 C 0.19576(11) 0.45492(9) 0.2358(2) 0.0308(5) Uani 1 1 d . . . . .
H27 H 0.197535 0.452407 0.148869 0.037 Uiso 1 1 calc R U . . .
C28 C 0.24172(9) 0.46187(8) 0.3026(2) 0.0236(4) Uani 1 1 d . . . . .
C29 C 0.18556(10) 0.46957(10) 0.6271(2) 0.0302(5) Uani 1 1 d . . . . .
H29A H 0.149121 0.467812 0.651453 0.036 Uiso 1 1 calc R U . . .
H29B H 0.199698 0.503450 0.649347 0.036 Uiso 1 1 calc R U . . .
H29C H 0.205022 0.442385 0.669461 0.036 Uiso 1 1 calc R U . . .
C30 C 0.09870(13) 0.44642(12) 0.2188(4) 0.0508(9) Uani 1 1 d . . . . .
H30A H 0.077249 0.477234 0.230889 0.061 Uiso 1 1 calc R U . . .
H30B H 0.079679 0.415739 0.246170 0.061 Uiso 1 1 calc R U . . .
H30C H 0.107257 0.442913 0.131488 0.061 Uiso 1 1 calc R U . . .
C31 C 0.29133(10) 0.47125(10) 0.2351(2) 0.0300(5) Uani 1 1 d . . . . .
H31A H 0.298885 0.441593 0.181999 0.036 Uiso 1 1 calc R U . . .
H31B H 0.319506 0.475777 0.294323 0.036 Uiso 1 1 calc R U . . .
H31C H 0.288052 0.502504 0.184795 0.036 Uiso 1 1 calc R U . . .
C32 C 0.09903(11) 0.31178(16) 0.5806(3) 0.0493(8) Uani 1 1 d . . . . .
H32 H 0.133406 0.320936 0.544642 0.059 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2019)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# 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 C1 1.8323(19) . ?
Ru1 C11 1.975(2) . ?
Ru1 O1 2.2328(14) . ?
Ru1 Cl2 2.3397(5) . ?
Ru1 Cl1 2.3443(5) . ?
Cl3 C32 1.747(4) . ?
Cl4 C32 1.765(4) . ?
Cl5 C32 1.755(3) . ?
O1 C7 1.371(2) . ?
O1 C8 1.469(3) . ?
N1 C11 1.341(3) . ?
N1 C14 1.433(3) . ?
N1 C12 1.482(3) . ?
N2 C11 1.357(2) . ?
N2 C23 1.438(3) . ?
N2 C13 1.476(2) . ?
C1 C2 1.450(3) . ?
C1 H1 0.9500 . ?
C2 C7 1.398(3) . ?
C2 C3 1.409(3) . ?
C3 C4 1.387(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.387(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.391(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.391(3) . ?
C6 H6 0.9500 . ?
C8 C10 1.514(3) . ?
C8 C9 1.515(3) . ?
C8 H8 1.0000 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C12 C13 1.524(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.399(3) . ?
C14 C19 1.403(3) . ?
C15 C16 1.394(3) . ?
C15 C20 1.503(3) . ?
C16 C17 1.390(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.397(3) . ?
C17 C21 1.502(3) . ?
C18 C19 1.392(3) . ?
C18 H18 0.9500 . ?
C19 C22 1.508(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C28 1.395(3) . ?
C23 C24 1.406(3) . ?
C24 C25 1.385(3) . ?
C24 C29 1.507(4) . ?
C25 C26 1.387(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.385(4) . ?
C26 C30 1.512(3) . ?
C27 C28 1.405(3) . ?
C27 H27 0.9500 . ?
C28 C31 1.498(4) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32 1.0000 . ?

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
C1 Ru1 C11 101.86(8) . . ?
C1 Ru1 O1 79.96(7) . . ?
C11 Ru1 O1 175.62(7) . . ?
C1 Ru1 Cl2 97.53(6) . . ?
C11 Ru1 Cl2 90.42(6) . . ?
O1 Ru1 Cl2 85.38(4) . . ?
C1 Ru1 Cl1 99.18(6) . . ?
C11 Ru1 Cl1 95.63(6) . . ?
O1 Ru1 Cl1 87.97(4) . . ?
Cl2 Ru1 Cl1 160.64(2) . . ?
C7 O1 C8 120.83(16) . . ?
C7 O1 Ru1 110.19(12) . . ?
C8 O1 Ru1 128.87(13) . . ?
C11 N1 C14 128.37(17) . . ?
C11 N1 C12 113.18(17) . . ?
C14 N1 C12 116.81(16) . . ?
C11 N2 C23 125.35(16) . . ?
C11 N2 C13 113.31(16) . . ?
C23 N2 C13 120.55(15) . . ?
C2 C1 Ru1 117.70(15) . . ?
C2 C1 H1 121.1 . . ?
Ru1 C1 H1 121.1 . . ?
C7 C2 C3 118.83(19) . . ?
C7 C2 C1 118.51(18) . . ?
C3 C2 C1 122.62(19) . . ?
C4 C3 C2 120.0(2) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 119.8(2) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C4 C5 C6 121.7(2) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C5 C6 C7 118.0(2) . . ?
C5 C6 H6 121.0 . . ?
C7 C6 H6 121.0 . . ?
O1 C7 C6 125.2(2) . . ?
O1 C7 C2 113.14(17) . . ?
C6 C7 C2 121.6(2) . . ?
O1 C8 C10 109.32(19) . . ?
O1 C8 C9 105.95(17) . . ?
C10 C8 C9 113.5(2) . . ?
O1 C8 H8 109.3 . . ?
C10 C8 H8 109.3 . . ?
C9 C8 H8 109.3 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N1 C11 N2 107.29(17) . . ?
N1 C11 Ru1 132.61(15) . . ?
N2 C11 Ru1 119.55(14) . . ?
N1 C12 C13 102.49(16) . . ?
N1 C12 H12A 111.3 . . ?
C13 C12 H12A 111.3 . . ?
N1 C12 H12B 111.3 . . ?
C13 C12 H12B 111.3 . . ?
H12A C12 H12B 109.2 . . ?
N2 C13 C12 101.94(16) . . ?
N2 C13 H13A 111.4 . . ?
C12 C13 H13A 111.4 . . ?
N2 C13 H13B 111.4 . . ?
C12 C13 H13B 111.4 . . ?
H13A C13 H13B 109.2 . . ?
C15 C14 C19 121.81(18) . . ?
C15 C14 N1 118.74(19) . . ?
C19 C14 N1 119.25(18) . . ?
C16 C15 C14 118.1(2) . . ?
C16 C15 C20 121.0(2) . . ?
C14 C15 C20 120.91(19) . . ?
C17 C16 C15 121.7(2) . . ?
C17 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?
C16 C17 C18 118.7(2) . . ?
C16 C17 C21 120.9(2) . . ?
C18 C17 C21 120.3(2) . . ?
C19 C18 C17 121.7(2) . . ?
C19 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
C18 C19 C14 117.95(19) . . ?
C18 C19 C22 120.52(19) . . ?
C14 C19 C22 121.53(18) . . ?
C15 C20 H20A 109.5 . . ?
C15 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C15 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C17 C21 H21A 109.5 . . ?
C17 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C17 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C28 C23 C24 121.4(2) . . ?
C28 C23 N2 120.9(2) . . ?
C24 C23 N2 117.5(2) . . ?
C25 C24 C23 118.4(2) . . ?
C25 C24 C29 120.1(2) . . ?
C23 C24 C29 121.4(2) . . ?
C24 C25 C26 121.9(3) . . ?
C24 C25 H25 119.1 . . ?
C26 C25 H25 119.1 . . ?
C27 C26 C25 118.4(2) . . ?
C27 C26 C30 121.4(3) . . ?
C25 C26 C30 120.1(3) . . ?
C26 C27 C28 122.2(2) . . ?
C26 C27 H27 118.9 . . ?
C28 C27 H27 118.9 . . ?
C23 C28 C27 117.5(2) . . ?
C23 C28 C31 122.9(2) . . ?
C27 C28 C31 119.4(2) . . ?
C24 C29 H29A 109.5 . . ?
C24 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C24 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C26 C30 H30A 109.5 . . ?
C26 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C26 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
Cl3 C32 Cl5 110.5(2) . . ?
Cl3 C32 Cl4 110.48(17) . . ?
Cl5 C32 Cl4 111.0(2) . . ?
Cl3 C32 H32 108.3 . . ?
Cl5 C32 H32 108.3 . . ?
Cl4 C32 H32 108.3 . . ?

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
C11 Ru1 C1 C2 -170.69(15) . . . . ?
O1 Ru1 C1 C2 5.25(14) . . . . ?
Cl2 Ru1 C1 C2 -78.67(15) . . . . ?
Cl1 Ru1 C1 C2 91.52(15) . . . . ?
Ru1 C1 C2 C7 -3.7(2) . . . . ?
Ru1 C1 C2 C3 173.96(15) . . . . ?
C7 C2 C3 C4 2.2(3) . . . . ?
C1 C2 C3 C4 -175.5(2) . . . . ?
C2 C3 C4 C5 -1.2(3) . . . . ?
C3 C4 C5 C6 -0.6(4) . . . . ?
C4 C5 C6 C7 1.4(4) . . . . ?
C8 O1 C7 C6 10.9(3) . . . . ?
Ru1 O1 C7 C6 -172.70(18) . . . . ?
C8 O1 C7 C2 -170.27(18) . . . . ?
Ru1 O1 C7 C2 6.1(2) . . . . ?
C5 C6 C7 O1 178.3(2) . . . . ?
C5 C6 C7 C2 -0.5(3) . . . . ?
C3 C2 C7 O1 179.82(18) . . . . ?
C1 C2 C7 O1 -2.5(3) . . . . ?
C3 C2 C7 C6 -1.3(3) . . . . ?
C1 C2 C7 C6 176.4(2) . . . . ?
C7 O1 C8 C10 72.8(2) . . . . ?
Ru1 O1 C8 C10 -102.9(2) . . . . ?
C7 O1 C8 C9 -164.5(2) . . . . ?
Ru1 O1 C8 C9 19.8(3) . . . . ?
C14 N1 C11 N2 169.2(2) . . . . ?
C12 N1 C11 N2 4.4(2) . . . . ?
C14 N1 C11 Ru1 -19.7(3) . . . . ?
C12 N1 C11 Ru1 175.57(16) . . . . ?
C23 N2 C11 N1 -164.8(2) . . . . ?
C13 N2 C11 N1 5.0(2) . . . . ?
C23 N2 C11 Ru1 22.6(3) . . . . ?
C13 N2 C11 Ru1 -167.56(15) . . . . ?
C11 N1 C12 C13 -11.3(3) . . . . ?
C14 N1 C12 C13 -177.92(19) . . . . ?
C11 N2 C13 C12 -11.6(2) . . . . ?
C23 N2 C13 C12 158.8(2) . . . . ?
N1 C12 C13 N2 12.6(2) . . . . ?
C11 N1 C14 C15 107.7(2) . . . . ?
C12 N1 C14 C15 -88.0(2) . . . . ?
C11 N1 C14 C19 -77.3(3) . . . . ?
C12 N1 C14 C19 87.0(2) . . . . ?
C19 C14 C15 C16 -1.0(3) . . . . ?
N1 C14 C15 C16 173.95(19) . . . . ?
C19 C14 C15 C20 178.5(2) . . . . ?
N1 C14 C15 C20 -6.6(3) . . . . ?
C14 C15 C16 C17 0.4(3) . . . . ?
C20 C15 C16 C17 -179.1(2) . . . . ?
C15 C16 C17 C18 1.0(3) . . . . ?
C15 C16 C17 C21 -178.7(2) . . . . ?
C16 C17 C18 C19 -2.0(3) . . . . ?
C21 C17 C18 C19 177.8(2) . . . . ?
C17 C18 C19 C14 1.4(3) . . . . ?
C17 C18 C19 C22 -178.3(2) . . . . ?
C15 C14 C19 C18 0.1(3) . . . . ?
N1 C14 C19 C18 -174.82(18) . . . . ?
C15 C14 C19 C22 179.78(19) . . . . ?
N1 C14 C19 C22 4.9(3) . . . . ?
C11 N2 C23 C28 -100.3(3) . . . . ?
C13 N2 C23 C28 90.6(3) . . . . ?
C11 N2 C23 C24 84.5(3) . . . . ?
C13 N2 C23 C24 -84.7(3) . . . . ?
C28 C23 C24 C25 4.3(3) . . . . ?
N2 C23 C24 C25 179.52(18) . . . . ?
C28 C23 C24 C29 -172.8(2) . . . . ?
N2 C23 C24 C29 2.4(3) . . . . ?
C23 C24 C25 C26 -0.8(3) . . . . ?
C29 C24 C25 C26 176.4(2) . . . . ?
C24 C25 C26 C27 -1.7(4) . . . . ?
C24 C25 C26 C30 -178.4(2) . . . . ?
C25 C26 C27 C28 0.7(4) . . . . ?
C30 C26 C27 C28 177.4(2) . . . . ?
C24 C23 C28 C27 -5.2(3) . . . . ?
N2 C23 C28 C27 179.74(18) . . . . ?
C24 C23 C28 C31 170.3(2) . . . . ?
N2 C23 C28 C31 -4.7(3) . . . . ?
C26 C27 C28 C23 2.7(3) . . . . ?
C26 C27 C28 C31 -173.0(2) . . . . ?


#==============================================================================
# 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_Hoveyda-Grubbs_with_C2ester_ligand
_database_code_depnum_ccdc_archive 'CCDC 1999869'
loop_
_audit_author_name
_audit_author_address
'Shohei Katao'
;Nara Institute of Science and Technology
Japan
;
_audit_update_record             
;
2020-04-29 deposited with the CCDC.	2020-07-24 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C32 H38 Cl2 N2 O3 Ru'
_chemical_formula_moiety         'C32 H38 Cl2 N2 O3 Ru'
_chemical_formula_weight         670.64
_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                   10.61291(19)
_cell_length_b                   15.0273(3)
_cell_length_c                   19.3543(4)
_cell_angle_alpha                90.0000
_cell_angle_beta                 92.572(7)
_cell_angle_gamma                90.0000
_cell_volume                     3083.58(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    45425
_cell_measurement_theta_min      1.92
_cell_measurement_theta_max      27.48
_cell_measurement_temperature    123
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.030
_exptl_crystal_density_diffrn    1.444
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1384.00
_exptl_absorpt_coefficient_mu    0.716
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.845
_exptl_absorpt_correction_T_max  0.979

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

_diffrn_ambient_temperature      123
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            52057
_diffrn_reflns_av_unetI/netI     0.0106
_diffrn_reflns_av_R_equivalents  0.0196
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_min         2.351
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             7073
_reflns_number_gt                6559
_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          0.0297
_refine_ls_R_factor_gt           0.0266
_refine_ls_wR_factor_ref         0.0680
_refine_ls_wR_factor_gt          0.0667
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         7073
_refine_ls_number_parameters     368
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0326P)²+2.4237P] 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         0.90
_refine_diff_density_min         -0.27
_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)
;
Cl Cl 0.1484 0.1585
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
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 0.52203(2) 0.53529(2) 0.25556(2) 0.01446(5) Uani 1 1 d . . . . .
Cl1 Cl 0.66179(4) 0.60390(3) 0.18259(2) 0.02224(9) Uani 1 1 d . . . . .
Cl2 Cl 0.33784(4) 0.46318(3) 0.28427(3) 0.02597(10) Uani 1 1 d . . . . .
O1 O 0.39788(11) 0.65585(8) 0.23120(6) 0.0183(2) Uani 1 1 d . . . . .
O2 O 0.19002(13) 0.58313(10) 0.13257(7) 0.0277(3) Uani 1 1 d . . . . .
O3 O 0.12376(15) 0.68616(12) 0.05550(9) 0.0405(4) Uani 1 1 d . . . . .
N1 N 0.72930(14) 0.41666(10) 0.31968(8) 0.0193(3) Uani 1 1 d . . . . .
N2 N 0.64122(14) 0.36569(10) 0.22454(7) 0.0184(3) Uani 1 1 d . . . . .
C1 C 0.55158(16) 0.60092(11) 0.33436(9) 0.0177(3) Uani 1 1 d . . . . .
H1 H 0.600853 0.577449 0.372297 0.021 Uiso 1 1 calc R U . . .
C2 C 0.49810(16) 0.68944(11) 0.33751(9) 0.0170(3) Uani 1 1 d . . . . .
C3 C 0.52198(16) 0.74762(12) 0.39350(9) 0.0199(3) Uani 1 1 d . . . . .
H3 H 0.569359 0.727516 0.433297 0.024 Uiso 1 1 calc R U . . .
C4 C 0.47682(17) 0.83398(12) 0.39093(10) 0.0242(4) Uani 1 1 d . . . . .
H4 H 0.492123 0.872744 0.429160 0.029 Uiso 1 1 calc R U . . .
C5 C 0.40894(18) 0.86403(12) 0.33228(11) 0.0260(4) Uani 1 1 d . . . . .
H5 H 0.379664 0.923761 0.330485 0.031 Uiso 1 1 calc R U . . .
C6 C 0.38332(17) 0.80776(12) 0.27618(10) 0.0225(4) Uani 1 1 d . . . . .
H6 H 0.337892 0.828754 0.236022 0.027 Uiso 1 1 calc R U . . .
C7 C 0.42530(16) 0.72085(11) 0.28015(9) 0.0180(3) Uani 1 1 d . . . . .
C8 C 0.36592(17) 0.68438(12) 0.16118(9) 0.0222(4) Uani 1 1 d . . . . .
H8A H 0.441271 0.709860 0.140206 0.027 Uiso 1 1 calc R U . . .
H8B H 0.300023 0.730986 0.161548 0.027 Uiso 1 1 calc R U . . .
C9 C 0.31852(17) 0.60597(14) 0.11931(10) 0.0254(4) Uani 1 1 d . . . . .
H9A H 0.324554 0.619727 0.069539 0.030 Uiso 1 1 calc R U . . .
H9B H 0.373279 0.553995 0.130033 0.030 Uiso 1 1 calc R U . . .
C10 C 0.10026(19) 0.62730(14) 0.09508(10) 0.0284(4) Uani 1 1 d . . . . .
C11 C -0.0289(2) 0.59359(16) 0.10924(12) 0.0347(5) Uani 1 1 d . . . . .
H11A H -0.055651 0.550449 0.073554 0.042 Uiso 1 1 calc R U . . .
H11B H -0.088353 0.643513 0.108734 0.042 Uiso 1 1 calc R U . . .
H11C H -0.027186 0.564768 0.154692 0.042 Uiso 1 1 calc R U . . .
C12 C 0.63674(16) 0.43276(11) 0.27116(8) 0.0163(3) Uani 1 1 d . . . . .
C13 C 0.79221(19) 0.33021(13) 0.31042(10) 0.0254(4) Uani 1 1 d . . . . .
H13A H 0.763502 0.285492 0.343822 0.031 Uiso 1 1 calc R U . . .
H13B H 0.885084 0.336034 0.315498 0.031 Uiso 1 1 calc R U . . .
C14 C 0.75009(18) 0.30603(13) 0.23678(9) 0.0233(4) Uani 1 1 d . . . . .
H14A H 0.817133 0.318202 0.204104 0.028 Uiso 1 1 calc R U . . .
H14B H 0.724897 0.242721 0.233050 0.028 Uiso 1 1 calc R U . . .
C15 C 0.76078(17) 0.46666(11) 0.38092(9) 0.0186(3) Uani 1 1 d . . . . .
C16 C 0.69224(18) 0.45290(12) 0.44013(10) 0.0218(4) Uani 1 1 d . . . . .
C17 C 0.7276(2) 0.50174(14) 0.49934(10) 0.0276(4) Uani 1 1 d . . . . .
H17 H 0.683434 0.492883 0.540413 0.033 Uiso 1 1 calc R U . . .
C18 C 0.8254(2) 0.56268(14) 0.49956(10) 0.0312(4) Uani 1 1 d . . . . .
C19 C 0.8918(2) 0.57404(14) 0.43988(11) 0.0303(4) Uani 1 1 d . . . . .
H19 H 0.959300 0.615598 0.440002 0.036 Uiso 1 1 calc R U . . .
C20 C 0.86162(18) 0.52579(12) 0.37985(10) 0.0232(4) Uani 1 1 d . . . . .
C21 C 0.57954(19) 0.39175(14) 0.43891(11) 0.0298(4) Uani 1 1 d . . . . .
H21A H 0.603826 0.333057 0.421895 0.036 Uiso 1 1 calc R U . . .
H21B H 0.512353 0.416494 0.408276 0.036 Uiso 1 1 calc R U . . .
H21C H 0.549182 0.385941 0.485780 0.036 Uiso 1 1 calc R U . . .
C22 C 0.8590(3) 0.61790(18) 0.56303(13) 0.0486(6) Uani 1 1 d . . . . .
H22A H 0.950686 0.625949 0.567280 0.058 Uiso 1 1 calc R U . . .
H22B H 0.830296 0.587397 0.604215 0.058 Uiso 1 1 calc R U . . .
H22C H 0.817923 0.676159 0.558728 0.058 Uiso 1 1 calc R U . . .
C23 C 0.9337(2) 0.53902(15) 0.31546(11) 0.0327(5) Uani 1 1 d . . . . .
H23A H 1.000615 0.583010 0.324457 0.039 Uiso 1 1 calc R U . . .
H23B H 0.876237 0.560295 0.277995 0.039 Uiso 1 1 calc R U . . .
H23C H 0.971224 0.482375 0.301996 0.039 Uiso 1 1 calc R U . . .
C24 C 0.55357(16) 0.34823(11) 0.16738(9) 0.0175(3) Uani 1 1 d . . . . .
C25 C 0.57685(16) 0.38022(12) 0.10126(9) 0.0196(3) Uani 1 1 d . . . . .
C26 C 0.48875(17) 0.35918(13) 0.04760(9) 0.0233(4) Uani 1 1 d . . . . .
H26 H 0.499103 0.383920 0.003039 0.028 Uiso 1 1 calc R U . . .
C27 C 0.38733(18) 0.30359(13) 0.05742(10) 0.0247(4) Uani 1 1 d . . . . .
C28 C 0.37188(18) 0.26818(13) 0.12315(10) 0.0240(4) Uani 1 1 d . . . . .
H28 H 0.304031 0.228404 0.130080 0.029 Uiso 1 1 calc R U . . .
C29 C 0.45360(17) 0.28987(11) 0.17863(9) 0.0198(3) Uani 1 1 d . . . . .
C30 C 0.69629(18) 0.42804(13) 0.08438(10) 0.0246(4) Uani 1 1 d . . . . .
H30A H 0.675329 0.480633 0.056208 0.029 Uiso 1 1 calc R U . . .
H30B H 0.750054 0.388106 0.058597 0.029 Uiso 1 1 calc R U . . .
H30C H 0.741216 0.446519 0.127347 0.029 Uiso 1 1 calc R U . . .
C31 C 0.2981(2) 0.27793(18) -0.00208(11) 0.0367(5) Uani 1 1 d . . . . .
H31A H 0.317178 0.313084 -0.042964 0.044 Uiso 1 1 calc R U . . .
H31B H 0.211115 0.289523 0.010343 0.044 Uiso 1 1 calc R U . . .
H31C H 0.308024 0.214509 -0.012303 0.044 Uiso 1 1 calc R U . . .
C32 C 0.43772(19) 0.24861(13) 0.24868(9) 0.0253(4) Uani 1 1 d . . . . .
H32A H 0.516652 0.219692 0.264414 0.030 Uiso 1 1 calc R U . . .
H32B H 0.369948 0.204304 0.245445 0.030 Uiso 1 1 calc R U . . .
H32C H 0.416225 0.294997 0.281739 0.030 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2019)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# 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 C1 1.8314(17) . ?
Ru1 C12 1.9784(17) . ?
Ru1 O1 2.2770(12) . ?
Ru1 Cl2 2.3241(5) . ?
Ru1 Cl1 2.3336(4) . ?
O1 C7 1.383(2) . ?
O1 C8 1.447(2) . ?
O2 C10 1.346(2) . ?
O2 C9 1.440(2) . ?
O3 C10 1.204(3) . ?
N1 C12 1.350(2) . ?
N1 C15 1.430(2) . ?
N1 C13 1.475(2) . ?
N2 C12 1.355(2) . ?
N2 C24 1.437(2) . ?
N2 C14 1.473(2) . ?
C1 C2 1.449(2) . ?
C1 H1 0.9500 . ?
C2 C7 1.405(2) . ?
C2 C3 1.407(2) . ?
C3 C4 1.383(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.392(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.393(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.381(2) . ?
C6 H6 0.9500 . ?
C8 C9 1.504(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.498(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C13 C14 1.518(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C20 1.392(3) . ?
C15 C16 1.400(3) . ?
C16 C17 1.398(3) . ?
C16 C21 1.508(3) . ?
C17 C18 1.384(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.391(3) . ?
C18 C22 1.512(3) . ?
C19 C20 1.395(3) . ?
C19 H19 0.9500 . ?
C20 C23 1.504(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C25 1.399(2) . ?
C24 C29 1.401(2) . ?
C25 C26 1.402(2) . ?
C25 C30 1.506(2) . ?
C26 C27 1.382(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.395(3) . ?
C27 C31 1.508(3) . ?
C28 C29 1.389(3) . ?
C28 H28 0.9500 . ?
C29 C32 1.507(2) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Ru1 C12 102.18(7) . . ?
C1 Ru1 O1 79.62(6) . . ?
C12 Ru1 O1 176.04(6) . . ?
C1 Ru1 Cl2 99.58(5) . . ?
C12 Ru1 Cl2 96.82(5) . . ?
O1 Ru1 Cl2 86.29(3) . . ?
C1 Ru1 Cl1 100.15(5) . . ?
C12 Ru1 Cl1 91.89(5) . . ?
O1 Ru1 Cl1 84.30(3) . . ?
Cl2 Ru1 Cl1 156.200(18) . . ?
C7 O1 C8 117.75(13) . . ?
C7 O1 Ru1 108.55(10) . . ?
C8 O1 Ru1 122.60(10) . . ?
C10 O2 C9 116.05(16) . . ?
C12 N1 C15 128.16(14) . . ?
C12 N1 C13 113.11(14) . . ?
C15 N1 C13 118.24(14) . . ?
C12 N2 C24 127.41(14) . . ?
C12 N2 C14 113.34(14) . . ?
C24 N2 C14 119.25(14) . . ?
C2 C1 Ru1 118.47(12) . . ?
C2 C1 H1 120.8 . . ?
Ru1 C1 H1 120.8 . . ?
C7 C2 C3 118.26(16) . . ?
C7 C2 C1 118.54(15) . . ?
C3 C2 C1 123.08(16) . . ?
C4 C3 C2 120.34(17) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C5 119.96(17) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C4 C5 C6 120.95(17) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C7 C6 C5 118.65(17) . . ?
C7 C6 H6 120.7 . . ?
C5 C6 H6 120.7 . . ?
C6 C7 O1 124.93(16) . . ?
C6 C7 C2 121.75(16) . . ?
O1 C7 C2 113.28(14) . . ?
O1 C8 C9 109.34(15) . . ?
O1 C8 H8A 109.8 . . ?
C9 C8 H8A 109.8 . . ?
O1 C8 H8B 109.8 . . ?
C9 C8 H8B 109.8 . . ?
H8A C8 H8B 108.3 . . ?
O2 C9 C8 112.77(15) . . ?
O2 C9 H9A 109.0 . . ?
C8 C9 H9A 109.0 . . ?
O2 C9 H9B 109.0 . . ?
C8 C9 H9B 109.0 . . ?
H9A C9 H9B 107.8 . . ?
O3 C10 O2 122.93(19) . . ?
O3 C10 C11 125.61(19) . . ?
O2 C10 C11 111.46(18) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N1 C12 N2 106.48(14) . . ?
N1 C12 Ru1 132.02(12) . . ?
N2 C12 Ru1 121.15(12) . . ?
N1 C13 C14 102.06(14) . . ?
N1 C13 H13A 111.4 . . ?
C14 C13 H13A 111.4 . . ?
N1 C13 H13B 111.4 . . ?
C14 C13 H13B 111.4 . . ?
H13A C13 H13B 109.2 . . ?
N2 C14 C13 101.60(14) . . ?
N2 C14 H14A 111.5 . . ?
C13 C14 H14A 111.5 . . ?
N2 C14 H14B 111.5 . . ?
C13 C14 H14B 111.5 . . ?
H14A C14 H14B 109.3 . . ?
C20 C15 C16 122.31(16) . . ?
C20 C15 N1 118.31(16) . . ?
C16 C15 N1 119.35(16) . . ?
C17 C16 C15 117.60(18) . . ?
C17 C16 C21 121.09(18) . . ?
C15 C16 C21 121.21(17) . . ?
C18 C17 C16 121.57(19) . . ?
C18 C17 H17 119.2 . . ?
C16 C17 H17 119.2 . . ?
C17 C18 C19 119.13(18) . . ?
C17 C18 C22 121.0(2) . . ?
C19 C18 C22 119.8(2) . . ?
C18 C19 C20 121.46(19) . . ?
C18 C19 H19 119.3 . . ?
C20 C19 H19 119.3 . . ?
C15 C20 C19 117.89(18) . . ?
C15 C20 C23 121.10(17) . . ?
C19 C20 C23 120.99(18) . . ?
C16 C21 H21A 109.5 . . ?
C16 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C16 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C18 C22 H22A 109.5 . . ?
C18 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C18 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 C29 121.55(16) . . ?
C25 C24 N2 120.43(16) . . ?
C29 C24 N2 117.58(15) . . ?
C24 C25 C26 117.44(16) . . ?
C24 C25 C30 123.18(16) . . ?
C26 C25 C30 119.13(16) . . ?
C27 C26 C25 122.13(17) . . ?
C27 C26 H26 118.9 . . ?
C25 C26 H26 118.9 . . ?
C26 C27 C28 118.68(17) . . ?
C26 C27 C31 121.04(18) . . ?
C28 C27 C31 120.22(18) . . ?
C29 C28 C27 121.38(17) . . ?
C29 C28 H28 119.3 . . ?
C27 C28 H28 119.3 . . ?
C28 C29 C24 118.54(16) . . ?
C28 C29 C32 120.53(17) . . ?
C24 C29 C32 120.89(16) . . ?
C25 C30 H30A 109.5 . . ?
C25 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C25 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C27 C31 H31A 109.5 . . ?
C27 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C27 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C12 Ru1 C1 C2 170.59(13) . . . . ?
O1 Ru1 C1 C2 -5.82(12) . . . . ?
Cl2 Ru1 C1 C2 -90.22(13) . . . . ?
Cl1 Ru1 C1 C2 76.40(13) . . . . ?
Ru1 C1 C2 C7 0.4(2) . . . . ?
Ru1 C1 C2 C3 -175.55(13) . . . . ?
C7 C2 C3 C4 -1.4(3) . . . . ?
C1 C2 C3 C4 174.53(17) . . . . ?
C2 C3 C4 C5 -0.9(3) . . . . ?
C3 C4 C5 C6 1.3(3) . . . . ?
C4 C5 C6 C7 0.8(3) . . . . ?
C5 C6 C7 O1 174.30(17) . . . . ?
C5 C6 C7 C2 -3.3(3) . . . . ?
C8 O1 C7 C6 24.5(2) . . . . ?
Ru1 O1 C7 C6 169.43(15) . . . . ?
C8 O1 C7 C2 -157.79(15) . . . . ?
Ru1 O1 C7 C2 -12.83(17) . . . . ?
C3 C2 C7 C6 3.6(3) . . . . ?
C1 C2 C7 C6 -172.57(16) . . . . ?
C3 C2 C7 O1 -174.27(15) . . . . ?
C1 C2 C7 O1 9.6(2) . . . . ?
C7 O1 C8 C9 -170.51(14) . . . . ?
Ru1 O1 C8 C9 49.73(18) . . . . ?
C10 O2 C9 C8 86.2(2) . . . . ?
O1 C8 C9 O2 77.95(18) . . . . ?
C9 O2 C10 O3 -4.2(3) . . . . ?
C9 O2 C10 C11 175.76(16) . . . . ?
C15 N1 C12 N2 -177.94(17) . . . . ?
C13 N1 C12 N2 -6.2(2) . . . . ?
C15 N1 C12 Ru1 9.0(3) . . . . ?
C13 N1 C12 Ru1 -179.23(14) . . . . ?
C24 N2 C12 N1 172.98(16) . . . . ?
C14 N2 C12 N1 -6.7(2) . . . . ?
C24 N2 C12 Ru1 -13.1(2) . . . . ?
C14 N2 C12 Ru1 167.23(12) . . . . ?
C12 N1 C13 C14 15.6(2) . . . . ?
C15 N1 C13 C14 -171.76(16) . . . . ?
C12 N2 C14 C13 15.9(2) . . . . ?
C24 N2 C14 C13 -163.85(16) . . . . ?
N1 C13 C14 N2 -17.35(19) . . . . ?
C12 N1 C15 C20 -99.8(2) . . . . ?
C13 N1 C15 C20 88.8(2) . . . . ?
C12 N1 C15 C16 82.0(2) . . . . ?
C13 N1 C15 C16 -89.4(2) . . . . ?
C20 C15 C16 C17 0.6(3) . . . . ?
N1 C15 C16 C17 178.72(15) . . . . ?
C20 C15 C16 C21 177.04(17) . . . . ?
N1 C15 C16 C21 -4.8(2) . . . . ?
C15 C16 C17 C18 1.0(3) . . . . ?
C21 C16 C17 C18 -175.43(18) . . . . ?
C16 C17 C18 C19 -1.5(3) . . . . ?
C16 C17 C18 C22 177.36(19) . . . . ?
C17 C18 C19 C20 0.4(3) . . . . ?
C22 C18 C19 C20 -178.5(2) . . . . ?
C16 C15 C20 C19 -1.7(3) . . . . ?
N1 C15 C20 C19 -179.81(16) . . . . ?
C16 C15 C20 C23 179.86(17) . . . . ?
N1 C15 C20 C23 1.7(3) . . . . ?
C18 C19 C20 C15 1.2(3) . . . . ?
C18 C19 C20 C23 179.7(2) . . . . ?
C12 N2 C24 C25 94.9(2) . . . . ?
C14 N2 C24 C25 -85.4(2) . . . . ?
C12 N2 C24 C29 -92.5(2) . . . . ?
C14 N2 C24 C29 87.2(2) . . . . ?
C29 C24 C25 C26 6.5(3) . . . . ?
N2 C24 C25 C26 178.70(16) . . . . ?
C29 C24 C25 C30 -167.70(17) . . . . ?
N2 C24 C25 C30 4.5(3) . . . . ?
C24 C25 C26 C27 -4.8(3) . . . . ?
C30 C25 C26 C27 169.63(18) . . . . ?
C25 C26 C27 C28 0.7(3) . . . . ?
C25 C26 C27 C31 -176.53(19) . . . . ?
C26 C27 C28 C29 2.0(3) . . . . ?
C31 C27 C28 C29 179.22(19) . . . . ?
C27 C28 C29 C24 -0.4(3) . . . . ?
C27 C28 C29 C32 -178.03(18) . . . . ?
C25 C24 C29 C28 -4.0(3) . . . . ?
N2 C24 C29 C28 -176.45(16) . . . . ?
C25 C24 C29 C32 173.65(16) . . . . ?
N2 C24 C29 C32 1.2(2) . . . . ?


#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the 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_Hoveyda-Grubbs_with_C3acetamide_ligand
_database_code_depnum_ccdc_archive 'CCDC 1999872'
loop_
_audit_author_name
_audit_author_address
'Shohei Katao'
;Nara Institute of Science and Technology
Japan
;
_audit_update_record             
;
2020-04-29 deposited with the CCDC.	2020-07-24 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C34 H42 Cl5 N3 O2 Ru'
_chemical_formula_moiety         'C34 H42 Cl5 N3 O2 Ru'
_chemical_formula_weight         803.06
_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                   11.1473(2)
_cell_length_b                   13.3189(2)
_cell_length_c                   24.8255(5)
_cell_angle_alpha                90.0000
_cell_angle_beta                 96.698(7)
_cell_angle_gamma                90.0000
_cell_volume                     3660.69(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    49317
_cell_measurement_theta_min      1.74
_cell_measurement_theta_max      27.49
_cell_measurement_temperature    123
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.070
_exptl_crystal_density_diffrn    1.457
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1648.00
_exptl_absorpt_coefficient_mu    0.827
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.374
_exptl_absorpt_correction_T_max  0.944

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

_diffrn_ambient_temperature      123
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            59578
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_av_R_equivalents  0.0565
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_min         2.600
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             8401
_reflns_number_gt                7411
_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          0.0474
_refine_ls_R_factor_gt           0.0407
_refine_ls_wR_factor_ref         0.0964
_refine_ls_wR_factor_gt          0.0914
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         8401
_refine_ls_number_parameters     413
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0395P)²+4.8348P] 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         0.99
_refine_diff_density_min         -0.67
_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)
;
Cl Cl 0.1484 0.1585
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
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 0.51867(2) 0.38215(2) 0.35797(2) 0.02222(7) Uani 1 1 d . . . . .
Cl1 Cl 0.60766(5) 0.33413(5) 0.44456(2) 0.02815(13) Uani 1 1 d . . . . .
Cl2 Cl 0.36857(5) 0.41320(5) 0.28637(2) 0.02752(13) Uani 1 1 d . . . . .
Cl3 Cl 0.02156(8) 0.09901(7) 0.60180(4) 0.0535(2) Uani 1 1 d . . . . .
Cl4 Cl -0.05769(10) 0.28430(7) 0.64767(4) 0.0642(3) Uani 1 1 d . . . . .
Cl5 Cl -0.18482(10) 0.20507(11) 0.54909(6) 0.0970(5) Uani 1 1 d . . . . .
O1 O 0.44620(15) 0.51496(13) 0.40040(7) 0.0264(4) Uani 1 1 d . . . . .
O2 O 0.08851(17) 0.35579(16) 0.51785(8) 0.0380(5) Uani 1 1 d . . . . .
N1 N 0.2495(2) 0.45719(17) 0.51408(9) 0.0310(5) Uani 1 1 d . . . . .
H1A H 0.287325 0.512064 0.526334 0.037 Uiso 1 1 calc R U . . .
N2 N 0.65617(19) 0.24735(16) 0.28594(9) 0.0282(5) Uani 1 1 d . . . . .
N3 N 0.50468(19) 0.17801(16) 0.31932(9) 0.0283(5) Uani 1 1 d . . . . .
C1 C 0.6259(2) 0.47866(19) 0.34173(10) 0.0252(5) Uani 1 1 d . . . . .
H1 H 0.688847 0.463099 0.320386 0.030 Uiso 1 1 calc R U . . .
C2 C 0.6123(2) 0.57937(19) 0.36229(10) 0.0260(5) Uani 1 1 d . . . . .
C3 C 0.6917(2) 0.6586(2) 0.35471(11) 0.0308(5) Uani 1 1 d . . . . .
H3 H 0.757474 0.647592 0.334271 0.037 Uiso 1 1 calc R U . . .
C4 C 0.6754(3) 0.7523(2) 0.37663(12) 0.0358(6) Uani 1 1 d . . . . .
H4 H 0.729309 0.805562 0.371078 0.043 Uiso 1 1 calc R U . . .
C5 C 0.5800(3) 0.7681(2) 0.40676(11) 0.0354(6) Uani 1 1 d . . . . .
H5 H 0.569625 0.832513 0.422004 0.043 Uiso 1 1 calc R U . . .
C6 C 0.4989(2) 0.6916(2) 0.41520(11) 0.0312(6) Uani 1 1 d . . . . .
H6 H 0.433548 0.703067 0.435813 0.037 Uiso 1 1 calc R U . . .
C7 C 0.5162(2) 0.59881(19) 0.39277(10) 0.0265(5) Uani 1 1 d . . . . .
C8 C 0.3170(2) 0.5309(2) 0.40328(11) 0.0305(5) Uani 1 1 d . . . . .
H8A H 0.277553 0.556378 0.368132 0.037 Uiso 1 1 calc R U . . .
H8B H 0.305289 0.580917 0.431724 0.037 Uiso 1 1 calc R U . . .
C9 C 0.2626(2) 0.4315(2) 0.41656(11) 0.0308(6) Uani 1 1 d . . . . .
H9A H 0.285729 0.380248 0.390809 0.037 Uiso 1 1 calc R U . . .
H9B H 0.173491 0.437552 0.411324 0.037 Uiso 1 1 calc R U . . .
C10 C 0.3018(2) 0.3958(2) 0.47408(11) 0.0324(6) Uani 1 1 d . . . . .
H10A H 0.276545 0.325116 0.477729 0.039 Uiso 1 1 calc R U . . .
H10B H 0.390985 0.398486 0.481239 0.039 Uiso 1 1 calc R U . . .
C11 C 0.1453(2) 0.4321(2) 0.53265(10) 0.0312(6) Uani 1 1 d . . . . .
C12 C 0.1010(3) 0.5052(2) 0.57257(11) 0.0379(6) Uani 1 1 d . . . . .
H12A H 0.041915 0.550937 0.553344 0.045 Uiso 1 1 calc R U . . .
H12B H 0.169476 0.543924 0.590111 0.045 Uiso 1 1 calc R U . . .
H12C H 0.063039 0.468002 0.600134 0.045 Uiso 1 1 calc R U . . .
C13 C 0.5707(2) 0.26326(19) 0.31913(10) 0.0243(5) Uani 1 1 d . . . . .
C14 C 0.6471(3) 0.1480(2) 0.25938(13) 0.0373(6) Uani 1 1 d . . . . .
H14A H 0.723967 0.110475 0.266437 0.045 Uiso 1 1 calc R U . . .
H14B H 0.625346 0.154613 0.219719 0.045 Uiso 1 1 calc R U . . .
C15 C 0.5464(2) 0.0966(2) 0.28592(11) 0.0320(6) Uani 1 1 d . . . . .
H15A H 0.480873 0.073189 0.258445 0.038 Uiso 1 1 calc R U . . .
H15B H 0.577664 0.039039 0.308561 0.038 Uiso 1 1 calc R U . . .
C16 C 0.7548(2) 0.31209(19) 0.27700(10) 0.0271(5) Uani 1 1 d . . . . .
C17 C 0.7460(2) 0.37106(19) 0.23027(11) 0.0275(5) Uani 1 1 d . . . . .
C18 C 0.8447(2) 0.4317(2) 0.22213(11) 0.0293(5) Uani 1 1 d . . . . .
H18 H 0.840372 0.472439 0.190558 0.035 Uiso 1 1 calc R U . . .
C19 C 0.9488(2) 0.4341(2) 0.25876(12) 0.0331(6) Uani 1 1 d . . . . .
C20 C 0.9542(2) 0.3730(2) 0.30464(12) 0.0333(6) Uani 1 1 d . . . . .
H20 H 1.025116 0.373685 0.329879 0.040 Uiso 1 1 calc R U . . .
C21 C 0.8590(2) 0.3112(2) 0.31442(11) 0.0301(5) Uani 1 1 d . . . . .
C22 C 0.6350(2) 0.3701(2) 0.18954(11) 0.0336(6) Uani 1 1 d . . . . .
H22A H 0.634598 0.429865 0.166491 0.040 Uiso 1 1 calc R U . . .
H22B H 0.562802 0.370097 0.208580 0.040 Uiso 1 1 calc R U . . .
H22C H 0.635357 0.309716 0.167002 0.040 Uiso 1 1 calc R U . . .
C23 C 1.0534(3) 0.5009(2) 0.24878(14) 0.0433(7) Uani 1 1 d . . . . .
H23A H 1.099399 0.469304 0.222028 0.052 Uiso 1 1 calc R U . . .
H23B H 1.106091 0.510689 0.282824 0.052 Uiso 1 1 calc R U . . .
H23C H 1.022668 0.566082 0.235001 0.052 Uiso 1 1 calc R U . . .
C24 C 0.8669(3) 0.2461(2) 0.36458(12) 0.0394(7) Uani 1 1 d . . . . .
H24A H 0.859085 0.175333 0.353881 0.047 Uiso 1 1 calc R U . . .
H24B H 0.801768 0.263986 0.386092 0.047 Uiso 1 1 calc R U . . .
H24C H 0.945116 0.256682 0.386293 0.047 Uiso 1 1 calc R U . . .
C25 C 0.4185(2) 0.15745(19) 0.35694(11) 0.0285(5) Uani 1 1 d . . . . .
C26 C 0.4614(3) 0.1190(2) 0.40857(12) 0.0329(6) Uani 1 1 d . . . . .
C27 C 0.3781(3) 0.1027(2) 0.44506(12) 0.0399(7) Uani 1 1 d . . . . .
H27 H 0.405986 0.078616 0.480322 0.048 Uiso 1 1 calc R U . . .
C28 C 0.2555(3) 0.1203(2) 0.43187(12) 0.0400(7) Uani 1 1 d . . . . .
C29 C 0.2154(3) 0.1513(2) 0.37956(12) 0.0362(6) Uani 1 1 d . . . . .
H29 H 0.131286 0.161268 0.369686 0.043 Uiso 1 1 calc R U . . .
C30 C 0.2952(2) 0.16842(19) 0.34068(11) 0.0314(6) Uani 1 1 d . . . . .
C31 C 0.5920(3) 0.0911(2) 0.42337(13) 0.0407(7) Uani 1 1 d . . . . .
H31A H 0.643275 0.137311 0.405577 0.049 Uiso 1 1 calc R U . . .
H31B H 0.605311 0.022287 0.411376 0.049 Uiso 1 1 calc R U . . .
H31C H 0.612303 0.095454 0.462781 0.049 Uiso 1 1 calc R U . . .
C32 C 0.1685(3) 0.1064(3) 0.47372(14) 0.0529(9) Uani 1 1 d . . . . .
H32A H 0.086011 0.100908 0.455433 0.063 Uiso 1 1 calc R U . . .
H32B H 0.173983 0.164175 0.498306 0.063 Uiso 1 1 calc R U . . .
H32C H 0.189290 0.045002 0.494525 0.063 Uiso 1 1 calc R U . . .
C33 C 0.2449(3) 0.1913(2) 0.28309(12) 0.0370(6) Uani 1 1 d . . . . .
H33A H 0.176457 0.237521 0.282997 0.044 Uiso 1 1 calc R U . . .
H33B H 0.217672 0.128893 0.264632 0.044 Uiso 1 1 calc R U . . .
H33C H 0.307735 0.222373 0.264145 0.044 Uiso 1 1 calc R U . . .
C34 C -0.0439(3) 0.2176(2) 0.58722(14) 0.0452(7) Uani 1 1 d . . . . .
H34 H 0.010090 0.256635 0.565416 0.054 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2019)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# 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 C1 1.832(2) . ?
Ru1 C13 1.976(2) . ?
Ru1 O1 2.2560(17) . ?
Ru1 Cl2 2.3316(6) . ?
Ru1 Cl1 2.3487(6) . ?
Cl3 C34 1.760(3) . ?
Cl4 C34 1.766(3) . ?
Cl5 C34 1.745(3) . ?
O1 C7 1.388(3) . ?
O1 C8 1.466(3) . ?
O2 C11 1.231(3) . ?
N1 C11 1.341(3) . ?
N1 C10 1.459(3) . ?
N1 H1A 0.8800 . ?
N2 C13 1.347(3) . ?
N2 C16 1.434(3) . ?
N2 C14 1.476(3) . ?
N3 C13 1.353(3) . ?
N3 C25 1.442(3) . ?
N3 C15 1.472(3) . ?
C1 C2 1.450(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.404(4) . ?
C2 C7 1.406(3) . ?
C3 C4 1.382(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.386(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.395(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.378(4) . ?
C6 H6 0.9500 . ?
C8 C9 1.509(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.520(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.512(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C14 C15 1.529(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.395(4) . ?
C16 C21 1.401(4) . ?
C17 C18 1.398(4) . ?
C17 C22 1.504(4) . ?
C18 C19 1.389(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.396(4) . ?
C19 C23 1.510(4) . ?
C20 C21 1.387(4) . ?
C20 H20 0.9500 . ?
C21 C24 1.511(4) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C30 1.394(4) . ?
C25 C26 1.411(4) . ?
C26 C27 1.388(4) . ?
C26 C31 1.506(4) . ?
C27 C28 1.387(5) . ?
C27 H27 0.9500 . ?
C28 C29 1.386(4) . ?
C28 C32 1.513(4) . ?
C29 C30 1.406(4) . ?
C29 H29 0.9500 . ?
C30 C33 1.505(4) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34 1.0000 . ?

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
C1 Ru1 C13 102.64(10) . . ?
C1 Ru1 O1 80.27(9) . . ?
C13 Ru1 O1 176.10(8) . . ?
C1 Ru1 Cl2 97.84(8) . . ?
C13 Ru1 Cl2 89.73(7) . . ?
O1 Ru1 Cl2 87.28(5) . . ?
C1 Ru1 Cl1 100.12(8) . . ?
C13 Ru1 Cl1 96.42(7) . . ?
O1 Ru1 Cl1 85.54(5) . . ?
Cl2 Ru1 Cl1 159.22(2) . . ?
C7 O1 C8 117.44(19) . . ?
C7 O1 Ru1 109.26(14) . . ?
C8 O1 Ru1 122.96(15) . . ?
C11 N1 C10 121.7(2) . . ?
C11 N1 H1A 119.2 . . ?
C10 N1 H1A 119.2 . . ?
C13 N2 C16 127.6(2) . . ?
C13 N2 C14 113.4(2) . . ?
C16 N2 C14 118.9(2) . . ?
C13 N3 C25 124.4(2) . . ?
C13 N3 C15 114.1(2) . . ?
C25 N3 C15 120.2(2) . . ?
C2 C1 Ru1 118.28(18) . . ?
C2 C1 H1 120.9 . . ?
Ru1 C1 H1 120.9 . . ?
C3 C2 C7 117.8(2) . . ?
C3 C2 C1 123.7(2) . . ?
C7 C2 C1 118.5(2) . . ?
C4 C3 C2 120.8(3) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 119.6(3) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C4 C5 C6 121.5(3) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C7 C6 C5 118.1(3) . . ?
C7 C6 H6 120.9 . . ?
C5 C6 H6 120.9 . . ?
C6 C7 O1 124.0(2) . . ?
C6 C7 C2 122.3(2) . . ?
O1 C7 C2 113.6(2) . . ?
O1 C8 C9 107.8(2) . . ?
O1 C8 H8A 110.1 . . ?
C9 C8 H8A 110.1 . . ?
O1 C8 H8B 110.1 . . ?
C9 C8 H8B 110.1 . . ?
H8A C8 H8B 108.5 . . ?
C8 C9 C10 113.6(2) . . ?
C8 C9 H9A 108.8 . . ?
C10 C9 H9A 108.8 . . ?
C8 C9 H9B 108.8 . . ?
C10 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
N1 C10 C9 111.7(2) . . ?
N1 C10 H10A 109.3 . . ?
C9 C10 H10A 109.3 . . ?
N1 C10 H10B 109.3 . . ?
C9 C10 H10B 109.3 . . ?
H10A C10 H10B 107.9 . . ?
O2 C11 N1 122.6(3) . . ?
O2 C11 C12 122.1(2) . . ?
N1 C11 C12 115.3(2) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N2 C13 N3 107.1(2) . . ?
N2 C13 Ru1 133.88(19) . . ?
N3 C13 Ru1 118.70(17) . . ?
N2 C14 C15 103.0(2) . . ?
N2 C14 H14A 111.2 . . ?
C15 C14 H14A 111.2 . . ?
N2 C14 H14B 111.2 . . ?
C15 C14 H14B 111.2 . . ?
H14A C14 H14B 109.1 . . ?
N3 C15 C14 102.1(2) . . ?
N3 C15 H15A 111.4 . . ?
C14 C15 H15A 111.4 . . ?
N3 C15 H15B 111.4 . . ?
C14 C15 H15B 111.4 . . ?
H15A C15 H15B 109.2 . . ?
C17 C16 C21 121.9(2) . . ?
C17 C16 N2 119.1(2) . . ?
C21 C16 N2 118.9(2) . . ?
C16 C17 C18 117.7(2) . . ?
C16 C17 C22 121.8(2) . . ?
C18 C17 C22 120.5(2) . . ?
C19 C18 C17 122.0(3) . . ?
C19 C18 H18 119.0 . . ?
C17 C18 H18 119.0 . . ?
C18 C19 C20 118.3(2) . . ?
C18 C19 C23 120.6(3) . . ?
C20 C19 C23 121.1(3) . . ?
C21 C20 C19 121.9(3) . . ?
C21 C20 H20 119.1 . . ?
C19 C20 H20 119.1 . . ?
C20 C21 C16 118.1(3) . . ?
C20 C21 C24 120.8(2) . . ?
C16 C21 C24 121.1(2) . . ?
C17 C22 H22A 109.5 . . ?
C17 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C17 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C19 C23 H23A 109.5 . . ?
C19 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C19 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C30 C25 C26 121.3(2) . . ?
C30 C25 N3 120.1(2) . . ?
C26 C25 N3 118.5(2) . . ?
C27 C26 C25 117.9(3) . . ?
C27 C26 C31 120.2(3) . . ?
C25 C26 C31 121.8(3) . . ?
C28 C27 C26 122.3(3) . . ?
C28 C27 H27 118.8 . . ?
C26 C27 H27 118.8 . . ?
C29 C28 C27 118.2(3) . . ?
C29 C28 C32 121.1(3) . . ?
C27 C28 C32 120.6(3) . . ?
C28 C29 C30 122.0(3) . . ?
C28 C29 H29 119.0 . . ?
C30 C29 H29 119.0 . . ?
C25 C30 C29 117.8(3) . . ?
C25 C30 C33 122.8(2) . . ?
C29 C30 C33 119.3(3) . . ?
C26 C31 H31A 109.5 . . ?
C26 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C26 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C28 C32 H32A 109.5 . . ?
C28 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C28 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C30 C33 H33A 109.5 . . ?
C30 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C30 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
Cl5 C34 Cl3 110.52(18) . . ?
Cl5 C34 Cl4 110.29(18) . . ?
Cl3 C34 Cl4 110.59(19) . . ?
Cl5 C34 H34 108.5 . . ?
Cl3 C34 H34 108.5 . . ?
Cl4 C34 H34 108.5 . . ?

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
C13 Ru1 C1 C2 177.82(19) . . . . ?
O1 Ru1 C1 C2 0.47(18) . . . . ?
Cl2 Ru1 C1 C2 86.33(19) . . . . ?
Cl1 Ru1 C1 C2 -83.17(19) . . . . ?
Ru1 C1 C2 C3 177.03(19) . . . . ?
Ru1 C1 C2 C7 -1.2(3) . . . . ?
C7 C2 C3 C4 0.0(4) . . . . ?
C1 C2 C3 C4 -178.3(2) . . . . ?
C2 C3 C4 C5 0.4(4) . . . . ?
C3 C4 C5 C6 -0.6(4) . . . . ?
C4 C5 C6 C7 0.2(4) . . . . ?
C5 C6 C7 O1 176.5(2) . . . . ?
C5 C6 C7 C2 0.3(4) . . . . ?
C8 O1 C7 C6 36.4(3) . . . . ?
Ru1 O1 C7 C6 -177.4(2) . . . . ?
C8 O1 C7 C2 -147.1(2) . . . . ?
Ru1 O1 C7 C2 -1.0(2) . . . . ?
C3 C2 C7 C6 -0.4(4) . . . . ?
C1 C2 C7 C6 178.0(2) . . . . ?
C3 C2 C7 O1 -176.9(2) . . . . ?
C1 C2 C7 O1 1.4(3) . . . . ?
C7 O1 C8 C9 -175.1(2) . . . . ?
Ru1 O1 C8 C9 43.7(2) . . . . ?
O1 C8 C9 C10 70.0(3) . . . . ?
C11 N1 C10 C9 93.0(3) . . . . ?
C8 C9 C10 N1 70.2(3) . . . . ?
C10 N1 C11 O2 1.0(4) . . . . ?
C10 N1 C11 C12 -178.1(2) . . . . ?
C16 N2 C13 N3 -173.2(2) . . . . ?
C14 N2 C13 N3 2.8(3) . . . . ?
C16 N2 C13 Ru1 13.7(4) . . . . ?
C14 N2 C13 Ru1 -170.3(2) . . . . ?
C25 N3 C13 N2 168.4(2) . . . . ?
C15 N3 C13 N2 1.5(3) . . . . ?
C25 N3 C13 Ru1 -17.3(3) . . . . ?
C15 N3 C13 Ru1 175.79(18) . . . . ?
C13 N2 C14 C15 -5.6(3) . . . . ?
C16 N2 C14 C15 170.8(2) . . . . ?
C13 N3 C15 C14 -4.7(3) . . . . ?
C25 N3 C15 C14 -172.2(2) . . . . ?
N2 C14 C15 N3 5.7(3) . . . . ?
C13 N2 C16 C17 -101.5(3) . . . . ?
C14 N2 C16 C17 82.7(3) . . . . ?
C13 N2 C16 C21 81.1(3) . . . . ?
C14 N2 C16 C21 -94.7(3) . . . . ?
C21 C16 C17 C18 -1.2(4) . . . . ?
N2 C16 C17 C18 -178.6(2) . . . . ?
C21 C16 C17 C22 178.6(2) . . . . ?
N2 C16 C17 C22 1.2(4) . . . . ?
C16 C17 C18 C19 0.1(4) . . . . ?
C22 C17 C18 C19 -179.7(2) . . . . ?
C17 C18 C19 C20 0.7(4) . . . . ?
C17 C18 C19 C23 -179.7(2) . . . . ?
C18 C19 C20 C21 -0.4(4) . . . . ?
C23 C19 C20 C21 -180.0(3) . . . . ?
C19 C20 C21 C16 -0.7(4) . . . . ?
C19 C20 C21 C24 -179.7(3) . . . . ?
C17 C16 C21 C20 1.5(4) . . . . ?
N2 C16 C21 C20 178.9(2) . . . . ?
C17 C16 C21 C24 -179.5(2) . . . . ?
N2 C16 C21 C24 -2.1(4) . . . . ?
C13 N3 C25 C30 101.8(3) . . . . ?
C15 N3 C25 C30 -92.1(3) . . . . ?
C13 N3 C25 C26 -83.0(3) . . . . ?
C15 N3 C25 C26 83.1(3) . . . . ?
C30 C25 C26 C27 -7.0(4) . . . . ?
N3 C25 C26 C27 177.9(2) . . . . ?
C30 C25 C26 C31 169.9(2) . . . . ?
N3 C25 C26 C31 -5.2(4) . . . . ?
C25 C26 C27 C28 1.8(4) . . . . ?
C31 C26 C27 C28 -175.2(3) . . . . ?
C26 C27 C28 C29 2.7(4) . . . . ?
C26 C27 C28 C32 -177.0(3) . . . . ?
C27 C28 C29 C30 -2.2(4) . . . . ?
C32 C28 C29 C30 177.5(3) . . . . ?
C26 C25 C30 C29 7.4(4) . . . . ?
N3 C25 C30 C29 -177.5(2) . . . . ?
C26 C25 C30 C33 -168.7(2) . . . . ?
N3 C25 C30 C33 6.3(4) . . . . ?
C28 C29 C30 C25 -2.7(4) . . . . ?
C28 C29 C30 C33 173.6(3) . . . . ?


#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the 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_Hoveyda-Grubbs_with_C2acetamide_ligand
_database_code_depnum_ccdc_archive 'CCDC 1999870'
loop_
_audit_author_name
_audit_author_address
'Shohei Katao'
;Nara Institute of Science and Technology
Japan
;
_audit_update_record             
;
2020-04-29 deposited with the CCDC.	2020-07-24 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C33 H40 Cl5 N3 O2 Ru'
_chemical_formula_moiety         'C33 H40 Cl5 N3 O2 Ru'
_chemical_formula_weight         789.03
_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                   11.5321(2)
_cell_length_b                   14.4899(3)
_cell_length_c                   21.9677(4)
_cell_angle_alpha                90.0000
_cell_angle_beta                 97.797(7)
_cell_angle_gamma                90.0000
_cell_volume                     3636.84(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    56402
_cell_measurement_theta_min      1.87
_cell_measurement_theta_max      27.50
_cell_measurement_temperature    123
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.441
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1616.00
_exptl_absorpt_coefficient_mu    0.831
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.786
_exptl_absorpt_correction_T_max  0.920

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

_diffrn_ambient_temperature      123
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            61014
_diffrn_reflns_av_unetI/netI     0.0104
_diffrn_reflns_av_R_equivalents  0.0183
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_min         2.270
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             8332
_reflns_number_gt                7893
_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          0.0307
_refine_ls_R_factor_gt           0.0292
_refine_ls_wR_factor_ref         0.0745
_refine_ls_wR_factor_gt          0.0735
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         8332
_refine_ls_number_parameters     436
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0391P)²+2.8187P] 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          0.002
_refine_diff_density_max         1.01
_refine_diff_density_min         -0.59
_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)
;
Cl Cl 0.1484 0.1585
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
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 0.47127(2) 0.73691(2) 0.36262(2) 0.01734(5) Uani 1 1 d . . . . .
Cl1 Cl 0.51605(4) 0.80504(3) 0.46005(2) 0.02348(9) Uani 1 1 d . . . . .
Cl2 Cl 0.35630(4) 0.67855(3) 0.27556(2) 0.02429(9) Uani 1 1 d . . . . .
Cl3 Cl -0.23731(8) 0.71558(8) 0.52493(5) 0.0579(3) Uani 0.692(2) 1 d . . P A 1
Cl4 Cl -0.0877(2) 0.6873(3) 0.63575(8) 0.1433(14) Uani 0.692(2) 1 d . . P A 1
Cl5 Cl -0.06654(14) 0.56978(9) 0.53557(10) 0.0967(7) Uani 0.692(2) 1 d . . P A
1
Cl6 Cl -0.1862(3) 0.6338(3) 0.49850(13) 0.0970(16) Uani 0.308(2) 1 d . . P A 2
Cl7 Cl -0.1370(8) 0.7112(4) 0.6210(4) 0.171(4) Uani 0.308(2) 1 d . . P A 2
Cl8 Cl 0.0169(5) 0.5836(4) 0.5764(2) 0.145(2) Uani 0.308(2) 1 d . . P A 2
O1 O 0.40122(10) 0.61466(8) 0.41168(6) 0.0230(2) Uani 1 1 d . . . . .
O2 O 0.06600(13) 0.78055(12) 0.48210(8) 0.0444(4) Uani 1 1 d . . . . .
N1 N 0.24862(14) 0.74239(11) 0.46559(8) 0.0280(3) Uani 1 1 d . . . . .
H1A H 0.324067 0.749416 0.477557 0.034 Uiso 1 1 calc R U . . .
N2 N 0.61584(12) 0.85361(9) 0.28479(6) 0.0209(3) Uani 1 1 d . . . . .
N3 N 0.45379(12) 0.91624(10) 0.30415(6) 0.0205(3) Uani 1 1 d . . . . .
C1 C 0.59683(15) 0.65871(12) 0.36789(8) 0.0227(3) Uani 1 1 d . . . . .
H1 H 0.668283 0.677967 0.354872 0.027 Uiso 1 1 calc R U . . .
C2 C 0.58502(16) 0.56683(12) 0.39231(7) 0.0228(3) Uani 1 1 d . . . . .
C3 C 0.67295(18) 0.49993(13) 0.39365(8) 0.0303(4) Uani 1 1 d . . . . .
H3 H 0.746573 0.515752 0.381722 0.036 Uiso 1 1 calc R U . . .
C4 C 0.6528(2) 0.41068(14) 0.41234(9) 0.0359(4) Uani 1 1 d . . . . .
H4 H 0.712398 0.365296 0.412920 0.043 Uiso 1 1 calc R U . . .
C5 C 0.5461(2) 0.38772(13) 0.43012(9) 0.0339(4) Uani 1 1 d . . . . .
H5 H 0.532854 0.326137 0.442337 0.041 Uiso 1 1 calc R U . . .
C6 C 0.45748(18) 0.45290(12) 0.43052(8) 0.0283(4) Uani 1 1 d . . . . .
H6 H 0.384511 0.436646 0.443073 0.034 Uiso 1 1 calc R U . . .
C7 C 0.47856(15) 0.54211(11) 0.41211(7) 0.0226(3) Uani 1 1 d . . . . .
C8 C 0.28043(15) 0.59299(13) 0.41765(9) 0.0282(4) Uani 1 1 d . . . . .
H8A H 0.276312 0.561675 0.457350 0.034 Uiso 1 1 calc R U . . .
H8B H 0.247663 0.550960 0.384138 0.034 Uiso 1 1 calc R U . . .
C9 C 0.21085(16) 0.68099(14) 0.41450(9) 0.0301(4) Uani 1 1 d . . . . .
H9A H 0.218777 0.713128 0.375513 0.036 Uiso 1 1 calc R U . . .
H9B H 0.127094 0.665905 0.414402 0.036 Uiso 1 1 calc R U . . .
C10 C 0.17263(16) 0.78870(14) 0.49515(9) 0.0304(4) Uani 1 1 d . . . . .
C11 C 0.22640(18) 0.85068(16) 0.54601(11) 0.0394(5) Uani 1 1 d . . . . .
H11A H 0.199805 0.831928 0.584685 0.047 Uiso 1 1 calc R U . . .
H11B H 0.202648 0.914605 0.536608 0.047 Uiso 1 1 calc R U . . .
H11C H 0.311869 0.845978 0.549957 0.047 Uiso 1 1 calc R U . . .
C12 C 0.52382(14) 0.84158(11) 0.31547(7) 0.0184(3) Uani 1 1 d . . . . .
C13 C 0.61483(16) 0.94343(12) 0.25302(9) 0.0272(4) Uani 1 1 d . . . . .
H13A H 0.623097 0.935442 0.209062 0.033 Uiso 1 1 calc R U . . .
H13B H 0.678220 0.984105 0.272510 0.033 Uiso 1 1 calc R U . . .
C14 C 0.49556(17) 0.98159(13) 0.26083(9) 0.0306(4) Uani 1 1 d . . . . .
H14A H 0.501751 1.044816 0.278055 0.037 Uiso 1 1 calc R U . . .
H14B H 0.443062 0.982455 0.221246 0.037 Uiso 1 1 calc R U . . .
C15 C 0.71354(14) 0.79269(11) 0.28431(8) 0.0212(3) Uani 1 1 d . . . . .
C16 C 0.80752(15) 0.79873(12) 0.33149(8) 0.0252(3) Uani 1 1 d . . . . .
C17 C 0.90096(17) 0.73795(13) 0.33024(10) 0.0307(4) Uani 1 1 d . . . . .
H17 H 0.965706 0.741087 0.361907 0.037 Uiso 1 1 calc R U . . .
C18 C 0.90161(16) 0.67275(13) 0.28368(10) 0.0318(4) Uani 1 1 d . . . . .
C19 C 0.80665(16) 0.66933(13) 0.23732(9) 0.0279(4) Uani 1 1 d . . . . .
H19 H 0.806154 0.624693 0.205609 0.033 Uiso 1 1 calc R U . . .
C20 C 0.71218(15) 0.72973(11) 0.23616(8) 0.0230(3) Uani 1 1 d . . . . .
C21 C 0.80573(17) 0.86533(14) 0.38421(9) 0.0332(4) Uani 1 1 d . . . . .
H21A H 0.877694 0.858331 0.413170 0.040 Uiso 1 1 calc R U . . .
H21B H 0.737898 0.852230 0.405282 0.040 Uiso 1 1 calc R U . . .
H21C H 0.800443 0.928651 0.368409 0.040 Uiso 1 1 calc R U . . .
C22 C 1.00327(19) 0.60706(17) 0.28303(13) 0.0477(6) Uani 1 1 d . . . . .
H22A H 1.075663 0.642408 0.282809 0.057 Uiso 1 1 calc R U . . .
H22B H 0.989933 0.568355 0.246158 0.057 Uiso 1 1 calc R U . . .
H22C H 1.010108 0.567847 0.319684 0.057 Uiso 1 1 calc R U . . .
C23 C 0.61215(17) 0.72647(13) 0.18474(9) 0.0279(4) Uani 1 1 d . . . . .
H23A H 0.538675 0.717360 0.201723 0.034 Uiso 1 1 calc R U . . .
H23B H 0.623896 0.675241 0.157091 0.034 Uiso 1 1 calc R U . . .
H23C H 0.608608 0.784669 0.161837 0.034 Uiso 1 1 calc R U . . .
C24 C 0.35824(14) 0.94038(11) 0.33666(7) 0.0199(3) Uani 1 1 d . . . . .
C25 C 0.24257(15) 0.91889(11) 0.31238(8) 0.0228(3) Uani 1 1 d . . . . .
C26 C 0.15387(15) 0.94520(12) 0.34645(9) 0.0265(4) Uani 1 1 d . . . . .
H26 H 0.075413 0.927903 0.332203 0.032 Uiso 1 1 calc R U . . .
C27 C 0.17691(16) 0.99574(13) 0.40038(9) 0.0279(4) Uani 1 1 d . . . . .
C28 C 0.29164(16) 1.02017(12) 0.42138(8) 0.0260(3) Uani 1 1 d . . . . .
H28 H 0.307751 1.056059 0.457732 0.031 Uiso 1 1 calc R U . . .
C29 C 0.38390(15) 0.99330(11) 0.39037(8) 0.0220(3) Uani 1 1 d . . . . .
C30 C 0.21022(17) 0.87746(13) 0.24952(9) 0.0301(4) Uani 1 1 d . . . . .
H30A H 0.280403 0.852014 0.235119 0.036 Uiso 1 1 calc R U . . .
H30B H 0.176422 0.925292 0.220926 0.036 Uiso 1 1 calc R U . . .
H30C H 0.152792 0.828100 0.251588 0.036 Uiso 1 1 calc R U . . .
C31 C 0.07792(19) 1.02690(16) 0.43417(11) 0.0396(5) Uani 1 1 d . . . . .
H31A H 0.108388 1.069166 0.467351 0.048 Uiso 1 1 calc R U . . .
H31B H 0.042733 0.973080 0.451531 0.048 Uiso 1 1 calc R U . . .
H31C H 0.018509 1.058655 0.405509 0.048 Uiso 1 1 calc R U . . .
C32 C 0.50661(16) 1.02491(12) 0.41260(8) 0.0267(4) Uani 1 1 d . . . . .
H32A H 0.509027 1.053452 0.453200 0.032 Uiso 1 1 calc R U . . .
H32B H 0.531048 1.070070 0.383665 0.032 Uiso 1 1 calc R U . . .
H32C H 0.559682 0.971798 0.415429 0.032 Uiso 1 1 calc R U . . .
C33 C -0.0922(2) 0.6799(2) 0.55722(12) 0.0506(6) Uani 1 1 d . . . . .
H33 H -0.042(3) 0.722(2) 0.5409(15) 0.069(10) Uiso 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2019)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# 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 C1 1.8299(17) . ?
Ru1 C12 1.9775(16) . ?
Ru1 O1 2.2778(12) . ?
Ru1 Cl2 2.3329(4) . ?
Ru1 Cl1 2.3501(4) . ?
Cl3 C33 1.803(3) . ?
Cl4 C33 1.722(3) . ?
Cl5 C33 1.702(3) . ?
Cl6 C33 1.705(4) . ?
Cl7 C33 1.622(5) . ?
Cl8 C33 1.887(5) . ?
O1 C7 1.378(2) . ?
O1 C8 1.451(2) . ?
O2 C10 1.230(2) . ?
N1 C10 1.339(3) . ?
N1 C9 1.452(3) . ?
N1 H1A 0.8800 . ?
N2 C12 1.343(2) . ?
N2 C15 1.432(2) . ?
N2 C13 1.476(2) . ?
N3 C12 1.353(2) . ?
N3 C24 1.435(2) . ?
N3 C14 1.469(2) . ?
C1 C2 1.449(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.400(2) . ?
C2 C7 1.403(2) . ?
C3 C4 1.386(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.382(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.392(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.386(2) . ?
C6 H6 0.9500 . ?
C8 C9 1.503(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.501(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C13 C14 1.514(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C20 1.395(2) . ?
C15 C16 1.397(2) . ?
C16 C17 1.395(3) . ?
C16 C21 1.510(3) . ?
C17 C18 1.393(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.392(3) . ?
C18 C22 1.512(3) . ?
C19 C20 1.395(2) . ?
C19 H19 0.9500 . ?
C20 C23 1.502(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C25 1.403(2) . ?
C24 C29 1.405(2) . ?
C25 C26 1.400(2) . ?
C25 C30 1.506(2) . ?
C26 C27 1.387(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.387(3) . ?
C27 C31 1.513(3) . ?
C28 C29 1.394(2) . ?
C28 H28 0.9500 . ?
C29 C32 1.504(2) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33 0.95(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
C1 Ru1 C12 102.24(7) . . ?
C1 Ru1 O1 79.45(6) . . ?
C12 Ru1 O1 176.23(5) . . ?
C1 Ru1 Cl2 100.62(5) . . ?
C12 Ru1 Cl2 91.67(4) . . ?
O1 Ru1 Cl2 84.68(3) . . ?
C1 Ru1 Cl1 97.37(5) . . ?
C12 Ru1 Cl1 96.30(5) . . ?
O1 Ru1 Cl1 86.79(3) . . ?
Cl2 Ru1 Cl1 158.298(16) . . ?
C7 O1 C8 117.56(13) . . ?
C7 O1 Ru1 109.02(10) . . ?
C8 O1 Ru1 128.13(10) . . ?
C10 N1 C9 122.29(16) . . ?
C10 N1 H1A 118.9 . . ?
C9 N1 H1A 118.9 . . ?
C12 N2 C15 126.83(14) . . ?
C12 N2 C13 113.29(13) . . ?
C15 N2 C13 119.71(13) . . ?
C12 N3 C24 125.66(13) . . ?
C12 N3 C14 113.23(13) . . ?
C24 N3 C14 120.43(13) . . ?
C2 C1 Ru1 118.63(13) . . ?
C2 C1 H1 120.7 . . ?
Ru1 C1 H1 120.7 . . ?
C3 C2 C7 118.57(16) . . ?
C3 C2 C1 122.67(17) . . ?
C7 C2 C1 118.65(15) . . ?
C4 C3 C2 120.15(19) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C5 C4 C3 120.00(19) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C5 C6 121.40(17) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C7 C6 C5 118.23(18) . . ?
C7 C6 H6 120.9 . . ?
C5 C6 H6 120.9 . . ?
O1 C7 C6 125.08(17) . . ?
O1 C7 C2 113.31(14) . . ?
C6 C7 C2 121.60(17) . . ?
O1 C8 C9 108.98(14) . . ?
O1 C8 H8A 109.9 . . ?
C9 C8 H8A 109.9 . . ?
O1 C8 H8B 109.9 . . ?
C9 C8 H8B 109.9 . . ?
H8A C8 H8B 108.3 . . ?
N1 C9 C8 112.45(15) . . ?
N1 C9 H9A 109.1 . . ?
C8 C9 H9A 109.1 . . ?
N1 C9 H9B 109.1 . . ?
C8 C9 H9B 109.1 . . ?
H9A C9 H9B 107.8 . . ?
O2 C10 N1 122.56(19) . . ?
O2 C10 C11 122.01(19) . . ?
N1 C10 C11 115.43(17) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N2 C12 N3 107.25(14) . . ?
N2 C12 Ru1 132.95(12) . . ?
N3 C12 Ru1 119.46(11) . . ?
N2 C13 C14 102.57(13) . . ?
N2 C13 H13A 111.3 . . ?
C14 C13 H13A 111.3 . . ?
N2 C13 H13B 111.3 . . ?
C14 C13 H13B 111.3 . . ?
H13A C13 H13B 109.2 . . ?
N3 C14 C13 102.75(13) . . ?
N3 C14 H14A 111.2 . . ?
C13 C14 H14A 111.2 . . ?
N3 C14 H14B 111.2 . . ?
C13 C14 H14B 111.2 . . ?
H14A C14 H14B 109.1 . . ?
C20 C15 C16 122.08(16) . . ?
C20 C15 N2 118.72(15) . . ?
C16 C15 N2 119.19(15) . . ?
C17 C16 C15 118.01(17) . . ?
C17 C16 C21 120.63(17) . . ?
C15 C16 C21 121.28(16) . . ?
C18 C17 C16 121.58(18) . . ?
C18 C17 H17 119.2 . . ?
C16 C17 H17 119.2 . . ?
C19 C18 C17 118.65(17) . . ?
C19 C18 C22 120.33(18) . . ?
C17 C18 C22 121.03(18) . . ?
C18 C19 C20 121.74(17) . . ?
C18 C19 H19 119.1 . . ?
C20 C19 H19 119.1 . . ?
C19 C20 C15 117.91(16) . . ?
C19 C20 C23 120.81(16) . . ?
C15 C20 C23 121.28(16) . . ?
C16 C21 H21A 109.5 . . ?
C16 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C16 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C18 C22 H22A 109.5 . . ?
C18 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C18 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 C29 121.45(15) . . ?
C25 C24 N3 120.75(15) . . ?
C29 C24 N3 117.55(15) . . ?
C26 C25 C24 117.54(16) . . ?
C26 C25 C30 119.40(16) . . ?
C24 C25 C30 122.80(16) . . ?
C27 C26 C25 122.08(16) . . ?
C27 C26 H26 119.0 . . ?
C25 C26 H26 119.0 . . ?
C28 C27 C26 118.84(16) . . ?
C28 C27 C31 120.66(18) . . ?
C26 C27 C31 120.44(18) . . ?
C27 C28 C29 121.53(17) . . ?
C27 C28 H28 119.2 . . ?
C29 C28 H28 119.2 . . ?
C28 C29 C24 118.36(16) . . ?
C28 C29 C32 120.19(16) . . ?
C24 C29 C32 121.37(15) . . ?
C25 C30 H30A 109.5 . . ?
C25 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C25 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C27 C31 H31A 109.5 . . ?
C27 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C27 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
Cl7 C33 Cl6 121.2(4) . . ?
Cl5 C33 Cl4 110.8(2) . . ?
Cl5 C33 Cl3 110.25(16) . . ?
Cl4 C33 Cl3 106.04(16) . . ?
Cl7 C33 Cl8 107.2(4) . . ?
Cl6 C33 Cl8 102.4(3) . . ?
Cl7 C33 H33 115(2) . . ?
Cl5 C33 H33 111(2) . . ?
Cl6 C33 H33 109(2) . . ?
Cl4 C33 H33 114(2) . . ?
Cl3 C33 H33 105(2) . . ?
Cl8 C33 H33 98(2) . . ?

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
C12 Ru1 C1 C2 -171.40(13) . . . . ?
O1 Ru1 C1 C2 5.16(12) . . . . ?
Cl2 Ru1 C1 C2 -77.32(13) . . . . ?
Cl1 Ru1 C1 C2 90.48(13) . . . . ?
Ru1 C1 C2 C3 174.88(14) . . . . ?
Ru1 C1 C2 C7 -1.3(2) . . . . ?
C7 C2 C3 C4 2.1(3) . . . . ?
C1 C2 C3 C4 -174.11(17) . . . . ?
C2 C3 C4 C5 -0.5(3) . . . . ?
C3 C4 C5 C6 -0.8(3) . . . . ?
C4 C5 C6 C7 0.4(3) . . . . ?
C8 O1 C7 C6 -14.4(2) . . . . ?
Ru1 O1 C7 C6 -170.82(14) . . . . ?
C8 O1 C7 C2 166.29(14) . . . . ?
Ru1 O1 C7 C2 9.85(16) . . . . ?
C5 C6 C7 O1 -178.03(15) . . . . ?
C5 C6 C7 C2 1.2(3) . . . . ?
C3 C2 C7 O1 176.88(15) . . . . ?
C1 C2 C7 O1 -6.8(2) . . . . ?
C3 C2 C7 C6 -2.5(2) . . . . ?
C1 C2 C7 C6 173.84(16) . . . . ?
C7 O1 C8 C9 -178.59(14) . . . . ?
Ru1 O1 C8 C9 -27.3(2) . . . . ?
C10 N1 C9 C8 -137.82(18) . . . . ?
O1 C8 C9 N1 -64.37(19) . . . . ?
C9 N1 C10 O2 1.9(3) . . . . ?
C9 N1 C10 C11 -178.77(18) . . . . ?
C15 N2 C12 N3 178.70(15) . . . . ?
C13 N2 C12 N3 3.49(19) . . . . ?
C15 N2 C12 Ru1 -8.2(3) . . . . ?
C13 N2 C12 Ru1 176.54(13) . . . . ?
C24 N3 C12 N2 -167.35(15) . . . . ?
C14 N3 C12 N2 3.16(19) . . . . ?
C24 N3 C12 Ru1 18.5(2) . . . . ?
C14 N3 C12 Ru1 -171.00(12) . . . . ?
C12 N2 C13 C14 -8.2(2) . . . . ?
C15 N2 C13 C14 176.20(15) . . . . ?
C12 N3 C14 C13 -8.0(2) . . . . ?
C24 N3 C14 C13 163.04(15) . . . . ?
N2 C13 C14 N3 8.99(19) . . . . ?
C12 N2 C15 C20 96.5(2) . . . . ?
C13 N2 C15 C20 -88.6(2) . . . . ?
C12 N2 C15 C16 -84.2(2) . . . . ?
C13 N2 C15 C16 90.7(2) . . . . ?
C20 C15 C16 C17 -1.4(3) . . . . ?
N2 C15 C16 C17 179.34(16) . . . . ?
C20 C15 C16 C21 -178.11(17) . . . . ?
N2 C15 C16 C21 2.6(3) . . . . ?
C15 C16 C17 C18 -0.1(3) . . . . ?
C21 C16 C17 C18 176.67(19) . . . . ?
C16 C17 C18 C19 0.5(3) . . . . ?
C16 C17 C18 C22 -179.8(2) . . . . ?
C17 C18 C19 C20 0.6(3) . . . . ?
C22 C18 C19 C20 -179.2(2) . . . . ?
C18 C19 C20 C15 -1.9(3) . . . . ?
C18 C19 C20 C23 178.33(18) . . . . ?
C16 C15 C20 C19 2.3(3) . . . . ?
N2 C15 C20 C19 -178.35(15) . . . . ?
C16 C15 C20 C23 -177.91(16) . . . . ?
N2 C15 C20 C23 1.4(2) . . . . ?
C12 N3 C24 C25 -98.9(2) . . . . ?
C14 N3 C24 C25 91.3(2) . . . . ?
C12 N3 C24 C29 86.8(2) . . . . ?
C14 N3 C24 C29 -83.1(2) . . . . ?
C29 C24 C25 C26 -5.4(2) . . . . ?
N3 C24 C25 C26 -179.53(15) . . . . ?
C29 C24 C25 C30 168.73(16) . . . . ?
N3 C24 C25 C30 -5.4(2) . . . . ?
C24 C25 C26 C27 4.0(3) . . . . ?
C30 C25 C26 C27 -170.40(17) . . . . ?
C25 C26 C27 C28 -0.6(3) . . . . ?
C25 C26 C27 C31 176.93(17) . . . . ?
C26 C27 C28 C29 -1.5(3) . . . . ?
C31 C27 C28 C29 -179.03(18) . . . . ?
C27 C28 C29 C24 0.1(3) . . . . ?
C27 C28 C29 C32 176.96(16) . . . . ?
C25 C24 C29 C28 3.5(2) . . . . ?
N3 C24 C29 C28 177.77(15) . . . . ?
C25 C24 C29 C32 -173.33(15) . . . . ?
N3 C24 C29 C32 0.9(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
N1 H1A Cl1 . . . 3.2329(17) 0.880 2.435 151.0 no

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


