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

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

data_2_21srv181
_database_code_depnum_ccdc_archive 'CCDC 2099625'
loop_
_audit_author_name
_audit_author_address
'Dmitry Yufit'
;Durham University
United Kingdom
;
_audit_update_record             
;
2021-07-27 deposited with the CCDC.	2021-11-24 downloaded from the CCDC.
;
_audit_creation_date             2021-03-26
_audit_creation_method           
;
Olex2 1.3-beta
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
d.s.yufit@durham.ac.uk
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H27 Cl N4 P Ru, Cl, 2(C H4 O), 0.5(H2 O)'
_chemical_formula_sum            'C32 H36 Cl2 N4 O2.50 P Ru'
_chemical_formula_weight         719.59
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   19.9245(9)
_cell_length_b                   11.0559(5)
_cell_length_c                   30.7401(14)
_cell_angle_alpha                90
_cell_angle_beta                 107.531(2)
_cell_angle_gamma                90
_cell_volume                     6457.0(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9977
_cell_measurement_temperature    120.0
_cell_measurement_theta_max      31.32
_cell_measurement_theta_min      2.34
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.910
_exptl_absorpt_coefficient_mu    0.738
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.6975
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0720 before and 0.0547 after correction.
The Ratio of minimum to maximum transmission is 0.9347.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear dark brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.480
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plank
_exptl_crystal_F_000             2952
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0522
_diffrn_reflns_av_unetI/netI     0.0496
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            55339
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.996
_diffrn_reflns_theta_min         2.131
_diffrn_ambient_temperature      120.0
_diffrn_detector                 'Bruker PHOTON III C7 MM CPAD'
_diffrn_detector_area_resol_mean 54.8
_diffrn_detector_type            'CPA sensor'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       '3-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'focusing mirrors'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_type              'Incoatec I\mS microsource'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7267
_reflns_number_total             9406
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_bruker_data_scaling   'SADABS V2012/1 (Bruker AXS Inc.)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       'APEX3 v.2017.3_0 (Bruker AXS, 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.014
_refine_diff_density_min         -1.566
_refine_diff_density_rms         0.204
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     396
_refine_ls_number_reflns         9406
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0580
_refine_ls_R_factor_gt           0.0404
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0475P)²+10.7482P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0980
_refine_ls_wR_factor_ref         0.1024
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Restrained distances
 N1-H1 = N4-H4
 0.9 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O1W) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
4. Others
 Fixed Sof: H1WA(0.5) H1WB(0.5)
5.a Riding coordinates:
 O1W(H1WA,H1WB)
5.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C12(H12A,H12B)
5.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4A), C5(H5), C8(H8), C9(H9), C10(H10), C14(H14), C15(H15),
 C16(H16), C17(H17), C18(H18), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24),
  C26(H26), C27(H27), C28(H28), C29(H29), C30(H30)
5.d Idealised Me refined as rotating group:
 C1S(H1SA,H1SB,H1SC), C2S(H2SA,H2SB,H2SC)
5.e Idealised tetrahedral OH refined as rotating group:
 O1S(H1S), O2S(H2S)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru1 Ru 0.57931(2) 0.35699(2) 0.68674(2) 0.01331(6) Uani 1 1 d . . . . .
Cl1 Cl 0.61680(3) 0.31638(6) 0.76959(2) 0.01851(13) Uani 1 1 d . . . . .
P1 P 0.53873(3) 0.40247(6) 0.61144(2) 0.01463(13) Uani 1 1 d . . . . .
N1 N 0.56352(11) 0.5381(2) 0.70926(7) 0.0188(4) Uani 1 1 d D . . . .
N2 N 0.67233(10) 0.42839(19) 0.69354(7) 0.0141(4) Uani 1 1 d . . . . .
N3 N 0.63030(11) 0.20859(19) 0.68023(7) 0.0147(4) Uani 1 1 d . . . . .
N4 N 0.49690(11) 0.2218(2) 0.68074(8) 0.0194(5) Uani 1 1 d D . . . .
C1 C 0.62400(13) 0.6179(2) 0.70789(9) 0.0187(5) Uani 1 1 d . . . . .
H1A H 0.638712 0.667355 0.736022 0.022 Uiso 1 1 calc R U . . .
H1B H 0.608214 0.673710 0.681583 0.022 Uiso 1 1 calc R U . . .
C2 C 0.68623(13) 0.5459(2) 0.70386(8) 0.0163(5) Uani 1 1 d . . . . .
C3 C 0.75261(14) 0.5925(3) 0.70848(9) 0.0201(5) Uani 1 1 d . . . . .
H3 H 0.762808 0.675208 0.715946 0.024 Uiso 1 1 calc R U . . .
C4 C 0.80394(13) 0.5157(3) 0.70198(9) 0.0214(5) Uani 1 1 d . . . . .
H4A H 0.849151 0.546956 0.703896 0.026 Uiso 1 1 calc R U . . .
C5 C 0.78999(13) 0.3936(2) 0.69269(9) 0.0195(5) Uani 1 1 d . . . . .
H5 H 0.825647 0.340731 0.689276 0.023 Uiso 1 1 calc R U . . .
C6 C 0.72296(12) 0.3506(2) 0.68852(8) 0.0148(5) Uani 1 1 d . . . . .
C7 C 0.69864(13) 0.2237(2) 0.68126(8) 0.0157(5) Uani 1 1 d . . . . .
C8 C 0.73957(14) 0.1225(2) 0.67934(9) 0.0209(5) Uani 1 1 d . . . . .
H8 H 0.786764 0.131503 0.678856 0.025 Uiso 1 1 calc R U . . .
C9 C 0.70998(15) 0.0088(3) 0.67814(9) 0.0233(6) Uani 1 1 d . . . . .
H9 H 0.736768 -0.060879 0.676059 0.028 Uiso 1 1 calc R U . . .
C10 C 0.64148(15) -0.0046(2) 0.67994(9) 0.0220(5) Uani 1 1 d . . . . .
H10 H 0.621762 -0.082734 0.680286 0.026 Uiso 1 1 calc R U . . .
C11 C 0.60253(14) 0.0989(2) 0.68123(8) 0.0182(5) Uani 1 1 d . . . . .
C12 C 0.52971(14) 0.0991(3) 0.68749(10) 0.0245(6) Uani 1 1 d . . . . .
H12A H 0.499025 0.042225 0.665422 0.029 Uiso 1 1 calc R U . . .
H12B H 0.533277 0.070298 0.718595 0.029 Uiso 1 1 calc R U . . .
C13 C 0.56642(13) 0.5516(2) 0.59783(8) 0.0165(5) Uani 1 1 d . . . . .
C14 C 0.63734(14) 0.5736(2) 0.60091(8) 0.0190(5) Uani 1 1 d . . . . .
H14 H 0.669713 0.508113 0.606437 0.023 Uiso 1 1 calc R U . . .
C15 C 0.66042(15) 0.6894(3) 0.59599(9) 0.0235(6) Uani 1 1 d . . . . .
H15 H 0.708296 0.702647 0.597801 0.028 Uiso 1 1 calc R U . . .
C16 C 0.61397(16) 0.7864(3) 0.58842(10) 0.0278(6) Uani 1 1 d . . . . .
H16 H 0.629977 0.865873 0.585280 0.033 Uiso 1 1 calc R U . . .
C17 C 0.54386(15) 0.7661(3) 0.58547(10) 0.0276(6) Uani 1 1 d . . . . .
H17 H 0.511900 0.832079 0.580331 0.033 Uiso 1 1 calc R U . . .
C18 C 0.52026(15) 0.6500(2) 0.58998(9) 0.0233(6) Uani 1 1 d . . . . .
H18 H 0.472174 0.637261 0.587714 0.028 Uiso 1 1 calc R U . . .
C19 C 0.56224(13) 0.2996(2) 0.57160(8) 0.0163(5) Uani 1 1 d . . . . .
C20 C 0.54263(15) 0.1790(3) 0.57259(9) 0.0233(6) Uani 1 1 d . . . . .
H20 H 0.518743 0.153714 0.593505 0.028 Uiso 1 1 calc R U . . .
C21 C 0.55786(17) 0.0954(3) 0.54306(10) 0.0294(7) Uani 1 1 d . . . . .
H21 H 0.544398 0.013246 0.544064 0.035 Uiso 1 1 calc R U . . .
C22 C 0.59234(16) 0.1305(3) 0.51230(10) 0.0316(7) Uani 1 1 d . . . . .
H22 H 0.603336 0.072730 0.492603 0.038 Uiso 1 1 calc R U . . .
C23 C 0.61067(16) 0.2504(3) 0.51049(10) 0.0312(7) Uani 1 1 d . . . . .
H23 H 0.633638 0.275415 0.489044 0.037 Uiso 1 1 calc R U . . .
C24 C 0.59572(14) 0.3347(3) 0.53984(9) 0.0224(6) Uani 1 1 d . . . . .
H24 H 0.608448 0.417035 0.538230 0.027 Uiso 1 1 calc R U . . .
C25 C 0.44240(13) 0.4085(2) 0.58658(8) 0.0178(5) Uani 1 1 d . . . . .
C26 C 0.41034(14) 0.3968(3) 0.53973(9) 0.0232(6) Uani 1 1 d . . . . .
H26 H 0.438195 0.382199 0.520052 0.028 Uiso 1 1 calc R U . . .
C27 C 0.33799(15) 0.4066(3) 0.52190(10) 0.0321(7) Uani 1 1 d . . . . .
H27 H 0.316328 0.399037 0.489951 0.039 Uiso 1 1 calc R U . . .
C28 C 0.29697(15) 0.4273(3) 0.55040(10) 0.0319(7) Uani 1 1 d . . . . .
H28 H 0.247312 0.433930 0.537993 0.038 Uiso 1 1 calc R U . . .
C29 C 0.32825(15) 0.4383(3) 0.59679(10) 0.0276(6) Uani 1 1 d . . . . .
H29 H 0.300089 0.452474 0.616315 0.033 Uiso 1 1 calc R U . . .
C30 C 0.40093(14) 0.4288(2) 0.61505(9) 0.0210(5) Uani 1 1 d . . . . .
H30 H 0.422302 0.436149 0.647040 0.025 Uiso 1 1 calc R U . . .
H1 H 0.5251(11) 0.578(2) 0.6992(9) 0.015(7) Uiso 1 1 d D . . . .
H4 H 0.4717(17) 0.230(3) 0.6992(10) 0.044(11) Uiso 1 1 d D . . . .
Cl2 Cl 0.41779(4) 0.68335(7) 0.68200(2) 0.02893(16) Uani 1 1 d . . . . .
O1S O 0.36012(12) 0.8041(3) 0.58972(8) 0.0443(6) Uani 1 1 d . . . . .
H1S H 0.376814 0.770392 0.615185 0.066 Uiso 1 1 calc R U . . .
C1S C 0.28597(18) 0.7847(3) 0.57370(11) 0.0400(8) Uani 1 1 d . . . . .
H1SA H 0.266217 0.826898 0.544598 0.060 Uiso 1 1 calc R U . . .
H1SB H 0.264341 0.816096 0.596133 0.060 Uiso 1 1 calc R U . . .
H1SC H 0.276399 0.697920 0.569364 0.060 Uiso 1 1 calc R U . . .
O1W O 0.500000 0.8861(5) 0.750000 0.0917(16) Uani 1 2 d S TU P . .
H1WA H 0.477280 0.834223 0.731480 0.138 Uiso 0.5 1 d R U P . .
H1WB H 0.527270 0.844133 0.771980 0.138 Uiso 0.5 1 d R U P . .
O2S O 0.40454(15) 0.0375(3) 0.59493(12) 0.0751(10) Uani 1 1 d . . . . .
H2S H 0.394688 -0.036183 0.595843 0.113 Uiso 1 1 calc R U . . .
C2S C 0.3448(2) 0.1017(4) 0.5793(2) 0.0767(16) Uani 1 1 d . . . . .
H2SA H 0.312536 0.059493 0.553283 0.115 Uiso 1 1 calc R U . . .
H2SB H 0.355711 0.181841 0.569579 0.115 Uiso 1 1 calc R U . . .
H2SC H 0.322673 0.110541 0.603573 0.115 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 Cl1 2.4697(6) . ?
Ru1 P1 2.2665(7) . ?
Ru1 N1 2.172(2) . ?
Ru1 N2 1.967(2) . ?
Ru1 N3 1.971(2) . ?
Ru1 N4 2.187(2) . ?
P1 C13 1.827(3) . ?
P1 C19 1.833(2) . ?
P1 C25 1.841(3) . ?
N1 C1 1.505(3) . ?
N1 H1 0.854(17) . ?
N2 C2 1.347(3) . ?
N2 C6 1.369(3) . ?
N3 C7 1.363(3) . ?
N3 C11 1.337(3) . ?
N4 C12 1.493(4) . ?
N4 H4 0.869(18) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.509(3) . ?
C2 C3 1.386(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.389(4) . ?
C4 H4A 0.9500 . ?
C4 C5 1.390(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.387(3) . ?
C6 C7 1.479(4) . ?
C7 C8 1.396(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.385(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.390(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.390(4) . ?
C11 C12 1.520(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.409(4) . ?
C13 C18 1.397(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.384(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.389(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.391(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.388(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.392(4) . ?
C19 C24 1.393(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.392(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.381(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.380(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.391(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.394(4) . ?
C25 C30 1.391(4) . ?
C26 H26 0.9500 . ?
C26 C27 1.384(4) . ?
C27 H27 0.9500 . ?
C27 C28 1.385(4) . ?
C28 H28 0.9500 . ?
C28 C29 1.379(4) . ?
C29 H29 0.9500 . ?
C29 C30 1.390(4) . ?
C30 H30 0.9500 . ?
O1S H1S 0.8400 . ?
O1S C1S 1.426(4) . ?
C1S H1SA 0.9800 . ?
C1S H1SB 0.9800 . ?
C1S H1SC 0.9800 . ?
O1W H1WA 0.8382 2_656 ?
O1W H1WA 0.8382 . ?
O1W H1WB 0.8636 . ?
O1W H1WB 0.8636 2_656 ?
O2S H2S 0.8400 . ?
O2S C2S 1.344(5) . ?
C2S H2SA 0.9800 . ?
C2S H2SB 0.9800 . ?
C2S H2SC 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
P1 Ru1 Cl1 175.96(2) . . ?
N1 Ru1 Cl1 82.35(6) . . ?
N1 Ru1 P1 94.56(6) . . ?
N1 Ru1 N4 118.67(8) . . ?
N2 Ru1 Cl1 88.90(6) . . ?
N2 Ru1 P1 93.11(6) . . ?
N2 Ru1 N1 79.54(8) . . ?
N2 Ru1 N3 81.19(8) . . ?
N2 Ru1 N4 160.54(9) . . ?
N3 Ru1 Cl1 87.04(6) . . ?
N3 Ru1 P1 96.73(6) . . ?
N3 Ru1 N1 158.13(8) . . ?
N3 Ru1 N4 79.60(9) . . ?
N4 Ru1 Cl1 87.08(6) . . ?
N4 Ru1 P1 92.15(6) . . ?
C13 P1 Ru1 113.25(8) . . ?
C13 P1 C19 104.57(12) . . ?
C13 P1 C25 102.79(12) . . ?
C19 P1 Ru1 117.41(8) . . ?
C19 P1 C25 100.92(12) . . ?
C25 P1 Ru1 116.02(8) . . ?
Ru1 N1 H1 124(2) . . ?
C1 N1 Ru1 109.74(14) . . ?
C1 N1 H1 109(2) . . ?
C2 N2 Ru1 122.19(17) . . ?
C2 N2 C6 121.8(2) . . ?
C6 N2 Ru1 116.01(17) . . ?
C7 N3 Ru1 115.94(17) . . ?
C11 N3 Ru1 121.53(17) . . ?
C11 N3 C7 121.9(2) . . ?
Ru1 N4 H4 116(3) . . ?
C12 N4 Ru1 108.85(16) . . ?
C12 N4 H4 109(3) . . ?
N1 C1 H1A 109.2 . . ?
N1 C1 H1B 109.2 . . ?
N1 C1 C2 112.2(2) . . ?
H1A C1 H1B 107.9 . . ?
C2 C1 H1A 109.2 . . ?
C2 C1 H1B 109.2 . . ?
N2 C2 C1 114.4(2) . . ?
N2 C2 C3 120.3(2) . . ?
C3 C2 C1 125.3(2) . . ?
C2 C3 H3 120.7 . . ?
C2 C3 C4 118.6(3) . . ?
C4 C3 H3 120.7 . . ?
C3 C4 H4A 119.6 . . ?
C3 C4 C5 120.8(2) . . ?
C5 C4 H4A 119.6 . . ?
C4 C5 H5 120.7 . . ?
C6 C5 C4 118.6(2) . . ?
C6 C5 H5 120.7 . . ?
N2 C6 C5 119.7(2) . . ?
N2 C6 C7 113.2(2) . . ?
C5 C6 C7 127.0(2) . . ?
N3 C7 C6 113.5(2) . . ?
N3 C7 C8 119.5(2) . . ?
C8 C7 C6 126.7(2) . . ?
C7 C8 H8 120.7 . . ?
C9 C8 C7 118.6(2) . . ?
C9 C8 H8 120.7 . . ?
C8 C9 H9 119.6 . . ?
C8 C9 C10 120.7(2) . . ?
C10 C9 H9 119.6 . . ?
C9 C10 H10 120.8 . . ?
C11 C10 C9 118.5(3) . . ?
C11 C10 H10 120.8 . . ?
N3 C11 C10 120.5(2) . . ?
N3 C11 C12 114.7(2) . . ?
C10 C11 C12 124.6(2) . . ?
N4 C12 C11 112.3(2) . . ?
N4 C12 H12A 109.2 . . ?
N4 C12 H12B 109.2 . . ?
C11 C12 H12A 109.2 . . ?
C11 C12 H12B 109.2 . . ?
H12A C12 H12B 107.9 . . ?
C14 C13 P1 120.40(19) . . ?
C18 C13 P1 120.9(2) . . ?
C18 C13 C14 118.2(2) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 C13 120.8(2) . . ?
C15 C14 H14 119.6 . . ?
C14 C15 H15 119.8 . . ?
C14 C15 C16 120.4(3) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 H16 120.3 . . ?
C15 C16 C17 119.5(3) . . ?
C17 C16 H16 120.3 . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.4(3) . . ?
C18 C17 H17 119.8 . . ?
C13 C18 H18 119.6 . . ?
C17 C18 C13 120.8(3) . . ?
C17 C18 H18 119.6 . . ?
C20 C19 P1 116.73(19) . . ?
C20 C19 C24 118.6(2) . . ?
C24 C19 P1 124.6(2) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 C19 120.3(3) . . ?
C21 C20 H20 119.9 . . ?
C20 C21 H21 119.6 . . ?
C22 C21 C20 120.7(3) . . ?
C22 C21 H21 119.6 . . ?
C21 C22 H22 120.3 . . ?
C23 C22 C21 119.3(3) . . ?
C23 C22 H22 120.3 . . ?
C22 C23 H23 119.8 . . ?
C22 C23 C24 120.4(3) . . ?
C24 C23 H23 119.8 . . ?
C19 C24 H24 119.7 . . ?
C23 C24 C19 120.6(3) . . ?
C23 C24 H24 119.7 . . ?
C26 C25 P1 121.4(2) . . ?
C30 C25 P1 119.16(19) . . ?
C30 C25 C26 119.4(2) . . ?
C25 C26 H26 120.0 . . ?
C27 C26 C25 120.0(3) . . ?
C27 C26 H26 120.0 . . ?
C26 C27 H27 119.8 . . ?
C26 C27 C28 120.3(3) . . ?
C28 C27 H27 119.8 . . ?
C27 C28 H28 120.0 . . ?
C29 C28 C27 120.0(3) . . ?
C29 C28 H28 120.0 . . ?
C28 C29 H29 119.9 . . ?
C28 C29 C30 120.1(3) . . ?
C30 C29 H29 119.9 . . ?
C25 C30 H30 119.9 . . ?
C29 C30 C25 120.1(2) . . ?
C29 C30 H30 119.9 . . ?
C1S O1S H1S 109.5 . . ?
O1S C1S H1SA 109.5 . . ?
O1S C1S H1SB 109.5 . . ?
O1S C1S H1SC 109.5 . . ?
H1SA C1S H1SB 109.5 . . ?
H1SA C1S H1SC 109.5 . . ?
H1SB C1S H1SC 109.5 . . ?
H1WA O1W H1WA 93.7 . 2_656 ?
H1WA O1W H1WB 10.7 . 2_656 ?
H1WA O1W H1WB 104.3 2_656 2_656 ?
H1WA O1W H1WB 104.3 . . ?
H1WB O1W H1WA 10.7 . 2_656 ?
H1WB O1W H1WB 115.0 . 2_656 ?
C2S O2S H2S 109.5 . . ?
O2S C2S H2SA 109.5 . . ?
O2S C2S H2SB 109.5 . . ?
O2S C2S H2SC 109.5 . . ?
H2SA C2S H2SB 109.5 . . ?
H2SA C2S H2SC 109.5 . . ?
H2SB C2S H2SC 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 Cl2 0.854(17) 2.354(18) 3.201(2) 172(3) . yes
N4 H4 Cl1 0.869(18) 2.44(2) 3.262(2) 158(3) 2_656 yes
O1S H1S Cl2 0.84 2.19 3.031(3) 178.5 . yes
O1W H1WA Cl2 0.84 2.33 3.164(4) 177.3 . yes
O1W H1WB Cl2 0.86 2.33 3.164(4) 162.7 2_656 yes
O2S H2S O1S 0.84 1.88 2.716(4) 170.8 1_545 yes

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
N2 C2 C1 N1 12.1(3) . . . . ?
N3 C7 C6 N2 1.0(3) . . . . ?
N3 C11 C12 N4 13.0(3) . . . . ?
C2 C1 N1 Ru1 -15.2(2) . . . . ?
C3 C2 C1 N1 -170.1(2) . . . . ?
C5 C6 C7 N3 177.7(2) . . . . ?
C5 C6 C7 C8 3.2(4) . . . . ?
C8 C7 C6 N2 -173.5(2) . . . . ?
C10 C11 C12 N4 -171.7(2) . . . . ?
C11 C12 N4 Ru1 -18.3(3) . . . . ?
C14 C13 P1 Ru1 69.9(2) . . . . ?
C14 C13 P1 C19 -59.1(2) . . . . ?
C14 C13 P1 C25 -164.2(2) . . . . ?
C18 C13 P1 Ru1 -101.7(2) . . . . ?
C18 C13 P1 C19 129.3(2) . . . . ?
C18 C13 P1 C25 24.2(2) . . . . ?
C20 C19 P1 Ru1 57.5(2) . . . . ?
C20 C19 P1 C13 -176.0(2) . . . . ?
C20 C19 P1 C25 -69.6(2) . . . . ?
C24 C19 P1 Ru1 -124.8(2) . . . . ?
C24 C19 P1 C13 1.6(3) . . . . ?
C24 C19 P1 C25 108.1(2) . . . . ?
C26 C25 P1 Ru1 -159.2(2) . . . . ?
C26 C25 P1 C13 76.6(2) . . . . ?
C26 C25 P1 C19 -31.2(3) . . . . ?
C30 C25 P1 Ru1 22.7(3) . . . . ?
C30 C25 P1 C13 -101.4(2) . . . . ?
C30 C25 P1 C19 150.8(2) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# 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_L0_19srv299
_database_code_depnum_ccdc_archive 'CCDC 2099627'
loop_
_audit_author_name
_audit_author_address
'Dmitry Yufit'
;Durham University
United Kingdom
;
_audit_update_record             
;
2021-07-27 deposited with the CCDC.	2021-11-24 downloaded from the CCDC.
;
_audit_creation_date             2019-10-09
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
d.s.yufit@durham.ac.uk
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H10 Br2 N2'
_chemical_formula_sum            'C12 H10 Br2 N2'
_chemical_formula_weight         342.04
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.0100(4)
_cell_length_b                   4.4177(2)
_cell_length_c                   10.9527(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.1004(14)
_cell_angle_gamma                90
_cell_volume                     579.63(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8334
_cell_measurement_temperature    120.0
_cell_measurement_theta_max      31.41
_cell_measurement_theta_min      3.40
_shelx_estimated_absorpt_T_max   0.573
_shelx_estimated_absorpt_T_min   0.351
_exptl_absorpt_coefficient_mu    6.964
_exptl_absorpt_correction_T_max  0.6553
_exptl_absorpt_correction_T_min  0.3242
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;    
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. 
wR2(int) was 0.0656 before and 0.0368 after correction. 
The Ratio of minimum to maximum transmission is 0.4947. 
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.960
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             332
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0268
_diffrn_reflns_av_unetI/netI     0.0189
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8661
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.499
_diffrn_reflns_theta_min         3.401
_diffrn_ambient_temperature      120.0
_diffrn_detector                 'Bruker PHOTON 100 CMOS'
_diffrn_detector_area_resol_mean 10.4
_diffrn_detector_type            'CMOS sensor'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       '3-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'focusing mirrors'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\mS microsource'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1455
_reflns_number_total             1609
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_bruker_data_scaling   'SADABS V2012/1 (Bruker AXS Inc.)'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS, 2016)'
_computing_data_collection       'APEX3 v.2017.3_0 (Bruker AXS, 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         1.135
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     73
_refine_ls_number_reflns         1609
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0241
_refine_ls_R_factor_gt           0.0201
_refine_ls_restrained_S_all      1.126
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0210P)²+0.6050P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0508
_refine_ls_wR_factor_ref         0.0520
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.41648(2) 0.57006(5) 0.64622(2) 0.01811(7) Uani 1 1 d . . . . .
N1 N 0.14163(13) 0.6366(4) 0.51616(14) 0.0128(3) Uani 1 1 d . . . . .
C1 C 0.05256(15) 0.4809(4) 0.46867(16) 0.0116(3) Uani 1 1 d . . . . .
C2 C 0.05672(15) 0.2942(4) 0.36662(16) 0.0143(3) Uani 1 1 d . . . . .
H2 H -0.007517 0.185045 0.336103 0.017 Uiso 1 1 calc R . . . .
C3 C 0.15635(16) 0.2702(5) 0.31016(17) 0.0162(4) Uani 1 1 d . . . . .
H3 H 0.161604 0.143835 0.240620 0.019 Uiso 1 1 calc R . . . .
C4 C 0.24809(16) 0.4347(4) 0.35746(17) 0.0155(3) Uani 1 1 d . . . . .
H4 H 0.317018 0.425406 0.320135 0.019 Uiso 1 1 calc R . . . .
C5 C 0.23718(15) 0.6131(4) 0.46037(16) 0.0136(3) Uani 1 1 d . . . . .
C6 C 0.33268(16) 0.7959(5) 0.51468(18) 0.0175(4) Uani 1 1 d . . . . .
H6A H 0.304269 0.986966 0.548070 0.021 Uiso 1 1 calc R . . . .
H6B H 0.383091 0.848042 0.450168 0.021 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C6 1.9690(19) . ?
N1 C1 1.345(2) . ?
N1 C5 1.342(2) . ?
C1 C1 1.489(4) 3_566 ?
C1 C2 1.393(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.390(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.389(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.389(3) . ?
C5 C6 1.491(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 N1 C1 117.82(16) . . ?
N1 C1 C1 116.2(2) . 3_566 ?
N1 C1 C2 122.70(17) . . ?
C2 C1 C1 121.2(2) . 3_566 ?
C1 C2 H2 120.5 . . ?
C3 C2 C1 118.92(17) . . ?
C3 C2 H2 120.5 . . ?
C2 C3 H3 120.7 . . ?
C4 C3 C2 118.65(17) . . ?
C4 C3 H3 120.7 . . ?
C3 C4 H4 120.6 . . ?
C3 C4 C5 118.76(17) . . ?
C5 C4 H4 120.6 . . ?
N1 C5 C4 123.13(17) . . ?
N1 C5 C6 115.78(16) . . ?
C4 C5 C6 121.09(17) . . ?
Br1 C6 H6A 109.5 . . ?
Br1 C6 H6B 109.5 . . ?
C5 C6 Br1 110.84(13) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 108.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C1 N1 180.000(0) . . 3_566 3_566 ?
N1 C1 C1 C2 -0.2(3) . . 3_566 3_566 ?
N1 C1 C1 C2 0.2(3) 3_566 3_566 . . ?
N1 C5 C6 Br1 87.29(17) . . . . ?
C2 C1 C1 C2 180.000(0) . . 3_566 3_566 ?
C4 C5 C6 Br1 -93.54(19) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# 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_L1_19srv292
_database_code_depnum_ccdc_archive 'CCDC 2099626'
loop_
_audit_author_name
_audit_author_address
'Dmitry Yufit'
;Durham University
United Kingdom
;
_audit_update_record             
;
2021-07-27 deposited with the CCDC.	2021-11-24 downloaded from the CCDC.
;
_audit_creation_date             2019-10-03
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
d.s.yufit@durham.ac.uk
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '3(Cl), H2 O, C12 H17 N4'
_chemical_formula_sum            'C12 H19 Cl3 N4 O'
_chemical_formula_weight         341.66
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.2416(11)
_cell_length_b                   6.6518(7)
_cell_length_c                   21.523(2)
_cell_angle_alpha                90
_cell_angle_beta                 104.610(3)
_cell_angle_gamma                90
_cell_volume                     1557.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5643
_cell_measurement_temperature    120.0
_cell_measurement_theta_max      29.73
_cell_measurement_theta_min      2.32
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.829
_exptl_absorpt_coefficient_mu    0.589
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8131
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;   
 SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1354 before and 0.0610 after correction. The Ratio of minimum to maximum transmission is 0.8131. The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.457
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plank
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0804
_diffrn_reflns_av_unetI/netI     0.0637
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            30404
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.998
_diffrn_reflns_theta_min         3.057
_diffrn_ambient_temperature      120.0
_diffrn_detector                 'Bruker PHOTON 100 CMOS'
_diffrn_detector_area_resol_mean 10.4
_diffrn_detector_type            'CMOS sensor'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       '3-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'focusing mirrors'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\mS microsource'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3091
_reflns_number_total             4131
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_bruker_data_scaling   'SADABS V2012/1 (Bruker AXS Inc.)'
_computing_cell_refinement       'SAINT v8.38A (Bruker AXS, 2016)'
_computing_data_collection       'APEX3 v.2017.3_0 (Bruker AXS, 2017)'
_computing_data_reduction        'SAINT v8.38A (Bruker AXS, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.983
_refine_diff_density_min         -0.599
_refine_diff_density_rms         0.107
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     261
_refine_ls_number_reflns         4131
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0969
_refine_ls_R_factor_gt           0.0675
_refine_ls_restrained_S_all      1.100
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0590P)²+4.3900P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1564
_refine_ls_wR_factor_ref         0.1684
_refine_special_details          ?
_olex2_refinement_description    
;
1. Restrained distances
 N3-H3C \\sim N3-H3A \\sim N3-H3B
 with sigma of 0.005
 N4-H4A \\sim N4-H4C \\sim N4-H4B
 with sigma of 0.01
 O1W-H1WB \\sim O1W-H1WA
 with sigma of 0.01
2. Others
 Fixed Sof: Cl3(0.9) Cl3A(0.1)
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.28067(8) 0.05283(14) 0.32223(4) 0.0237(2) Uani 1 1 d . . . . .
Cl2 Cl 0.87666(7) 0.73074(15) 0.25825(4) 0.0226(2) Uani 1 1 d . . . . .
Cl3 Cl 0.47685(10) 0.6909(2) 0.08978(5) 0.0195(2) Uani 0.9 1 d . . P A 1
Cl3A Cl 0.4664(8) 0.7634(13) 0.0918(4) 0.004(2) Uiso 0.1 1 d . . P B 2
O1W O 0.2743(3) 0.5201(5) 0.32453(13) 0.0286(6) Uani 1 1 d D . . . .
H1WA H 0.277(4) 0.398(5) 0.3235(19) 0.017(11) Uiso 1 1 d D . . . .
H1WB H 0.267(5) 0.540(8) 0.2863(16) 0.047(15) Uiso 1 1 d D . . . .
N1 N 0.3354(3) 0.7265(4) 0.45793(13) 0.0177(6) Uani 1 1 d . . . . .
N2 N 0.5015(3) 0.7374(4) 0.39110(13) 0.0161(6) Uani 1 1 d . . . . .
N3 N 0.1149(3) 0.7454(5) 0.37921(15) 0.0250(7) Uani 1 1 d D . . . .
N4 N 0.5844(3) 0.7538(7) 0.23617(15) 0.0324(9) Uani 1 1 d D . . . .
C1 C 0.2467(3) 0.7167(6) 0.48828(17) 0.0233(8) Uani 1 1 d . . . . .
C2 C 0.2702(4) 0.7194(6) 0.55556(18) 0.0250(8) Uani 1 1 d . . . . .
C3 C 0.3908(4) 0.7358(6) 0.59102(16) 0.0233(8) Uani 1 1 d . . . . .
C4 C 0.4839(3) 0.7481(5) 0.55973(15) 0.0195(7) Uani 1 1 d . . . . .
C5 C 0.4528(3) 0.7422(5) 0.49362(15) 0.0153(6) Uani 1 1 d . . . . .
C6 C 0.5452(3) 0.7528(5) 0.45570(15) 0.0153(6) Uani 1 1 d . . . . .
C7 C 0.6701(3) 0.7802(6) 0.48086(16) 0.0207(7) Uani 1 1 d . . . . .
C8 C 0.7455(3) 0.7942(7) 0.43926(17) 0.0262(8) Uani 1 1 d . . . . .
C9 C 0.6973(3) 0.7773(6) 0.37312(17) 0.0226(8) Uani 1 1 d . . . . .
C10 C 0.5724(3) 0.7468(5) 0.34907(15) 0.0172(7) Uani 1 1 d . . . . .
C11 C 0.1166(4) 0.7018(8) 0.44716(19) 0.0296(9) Uani 1 1 d . . . . .
C12 C 0.5068(3) 0.7220(7) 0.28002(16) 0.0242(8) Uani 1 1 d . . . . .
H2 H 0.417(4) 0.713(6) 0.374(2) 0.026(11) Uiso 1 1 d . . . . .
H2A H 0.211(5) 0.712(8) 0.579(3) 0.051(15) Uiso 1 1 d . . . . .
H3 H 0.410(3) 0.729(5) 0.6381(18) 0.013(9) Uiso 1 1 d . . . . .
H3A H 0.133(5) 0.891(4) 0.376(3) 0.059(16) Uiso 1 1 d D . . . .
H3B H 0.165(4) 0.666(7) 0.356(2) 0.048(14) Uiso 1 1 d D . . . .
H3C H 0.031(3) 0.725(6) 0.3504(18) 0.028(11) Uiso 1 1 d D . . . .
H4 H 0.571(4) 0.761(6) 0.580(2) 0.026(11) Uiso 1 1 d . . . . .
H4A H 0.542(4) 0.734(7) 0.1922(15) 0.036(13) Uiso 1 1 d D . . . .
H4B H 0.665(3) 0.696(7) 0.247(2) 0.038(13) Uiso 1 1 d D . . . .
H4C H 0.621(6) 0.884(6) 0.242(3) 0.09(2) Uiso 1 1 d D . . . .
H7 H 0.706(3) 0.790(5) 0.5256(16) 0.001(8) Uiso 1 1 d . . . . .
H8 H 0.835(4) 0.821(6) 0.4559(18) 0.016(9) Uiso 1 1 d . . . . .
H9 H 0.749(4) 0.777(5) 0.3472(18) 0.013(9) Uiso 1 1 d . . . . .
H11A H 0.090(5) 0.547(9) 0.453(3) 0.066(17) Uiso 1 1 d . . . . .
H11B H 0.077(4) 0.809(7) 0.461(2) 0.031(12) Uiso 1 1 d . . . . .
H12A H 0.442(4) 0.817(7) 0.269(2) 0.031(12) Uiso 1 1 d . . . . .
H12B H 0.468(5) 0.564(9) 0.273(3) 0.060(16) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1W H1WA 0.81(3) . ?
O1W H1WB 0.82(3) . ?
N1 C1 1.324(4) . ?
N1 C5 1.353(4) . ?
N2 C6 1.357(4) . ?
N2 C10 1.350(4) . ?
N2 H2 0.94(4) . ?
N3 C11 1.486(5) . ?
N3 H3A 1.00(3) . ?
N3 H3B 1.00(3) . ?
N3 H3C 1.00(3) . ?
N4 C12 1.453(5) . ?
N4 H4A 0.96(3) . ?
N4 H4B 0.96(3) . ?
N4 H4C 0.96(3) . ?
C1 C2 1.405(5) . ?
C1 C11 1.510(5) . ?
C2 C3 1.383(6) . ?
C2 H2A 0.93(5) . ?
C3 C4 1.382(5) . ?
C3 H3 0.98(4) . ?
C4 C5 1.377(4) . ?
C4 H4 0.97(4) . ?
C5 C6 1.476(5) . ?
C6 C7 1.384(5) . ?
C7 C8 1.383(5) . ?
C7 H7 0.95(3) . ?
C8 C9 1.394(5) . ?
C8 H8 0.99(4) . ?
C9 C10 1.383(5) . ?
C9 H9 0.90(4) . ?
C10 C12 1.492(5) . ?
C11 H11A 1.09(6) . ?
C11 H11B 0.93(5) . ?
C12 H12A 0.95(5) . ?
C12 H12B 1.13(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H1WA O1W H1WB 98(5) . . ?
C1 N1 C5 118.1(3) . . ?
C6 N2 H2 119(3) . . ?
C10 N2 C6 124.1(3) . . ?
C10 N2 H2 117(3) . . ?
C11 N3 H3A 107(3) . . ?
C11 N3 H3B 122(3) . . ?
C11 N3 H3C 111(3) . . ?
H3A N3 H3B 110(4) . . ?
H3A N3 H3C 105(4) . . ?
H3B N3 H3C 100(4) . . ?
C12 N4 H4A 113(3) . . ?
C12 N4 H4B 118(3) . . ?
C12 N4 H4C 111(4) . . ?
H4A N4 H4B 113(4) . . ?
H4A N4 H4C 110(5) . . ?
H4B N4 H4C 89(5) . . ?
N1 C1 C2 122.6(3) . . ?
N1 C1 C11 116.9(3) . . ?
C2 C1 C11 120.5(3) . . ?
C1 C2 H2A 125(3) . . ?
C3 C2 C1 118.2(3) . . ?
C3 C2 H2A 116(3) . . ?
C2 C3 H3 120(2) . . ?
C4 C3 C2 119.6(3) . . ?
C4 C3 H3 120(2) . . ?
C3 C4 H4 125(2) . . ?
C5 C4 C3 118.4(3) . . ?
C5 C4 H4 116(2) . . ?
N1 C5 C4 123.1(3) . . ?
N1 C5 C6 114.3(3) . . ?
C4 C5 C6 122.6(3) . . ?
N2 C6 C5 116.1(3) . . ?
N2 C6 C7 118.7(3) . . ?
C7 C6 C5 125.2(3) . . ?
C6 C7 H7 122(2) . . ?
C8 C7 C6 118.9(3) . . ?
C8 C7 H7 119(2) . . ?
C7 C8 C9 120.8(3) . . ?
C7 C8 H8 120(2) . . ?
C9 C8 H8 119(2) . . ?
C8 C9 H9 119(2) . . ?
C10 C9 C8 119.4(3) . . ?
C10 C9 H9 121(2) . . ?
N2 C10 C9 118.1(3) . . ?
N2 C10 C12 115.8(3) . . ?
C9 C10 C12 126.1(3) . . ?
N3 C11 C1 109.5(3) . . ?
N3 C11 H11A 111(3) . . ?
N3 C11 H11B 106(3) . . ?
C1 C11 H11A 105(3) . . ?
C1 C11 H11B 103(3) . . ?
H11A C11 H11B 121(4) . . ?
N4 C12 C10 113.8(3) . . ?
N4 C12 H12A 107(3) . . ?
N4 C12 H12B 109(3) . . ?
C10 C12 H12A 109(3) . . ?
C10 C12 H12B 108(3) . . ?
H12A C12 H12B 110(4) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1W H1WA Cl1 0.81(3) 2.30(3) 3.109(3) 179(4) . yes
O1W H1WB Cl1 0.82(3) 2.26(3) 3.069(3) 170(5) 2 yes
N2 H2 O1W 0.94(4) 2.12(4) 2.969(4) 150(4) . yes
N3 H3A Cl1 1.00(3) 2.50(5) 3.211(3) 128(4) 1_565 yes
N3 H3A Cl3 1.00(3) 2.54(4) 3.262(4) 129(4) 2 yes
N3 H3B O1W 1.00(3) 1.82(3) 2.812(5) 171(4) . yes
N3 H3C Cl2 1.00(3) 2.28(3) 3.232(3) 159(4) 1_455 yes
N4 H4A Cl3 0.96(3) 2.16(3) 3.105(3) 170(4) . yes
N4 H4A Cl3A 0.96(3) 2.12(3) 3.056(10) 165(4) . yes
N4 H4B Cl2 0.96(3) 2.35(4) 3.203(3) 149(4) . yes
N4 H4C Cl2 0.96(3) 2.30(4) 3.201(5) 156(6) 2_655 yes

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
N1 C1 C11 N3 -12.1(5) . . . . ?
N1 C5 C6 N2 -2.6(4) . . . . ?
N2 C10 C12 N4 174.0(3) . . . . ?
C2 C1 C11 N3 168.0(4) . . . . ?
C4 C5 C6 N2 177.5(3) . . . . ?
C4 C5 C6 C7 -3.7(6) . . . . ?
C7 C6 C5 N1 176.3(3) . . . . ?
C9 C10 C12 N4 -6.2(6) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# 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_5_20srv194
_database_code_depnum_ccdc_archive 'CCDC 2099628'
loop_
_audit_author_name
_audit_author_address
'Dmitry Yufit'
;Durham University
United Kingdom
;
_audit_update_record             
;
2021-07-27 deposited with the CCDC.	2021-11-24 downloaded from the CCDC.
;
_audit_creation_date             2020-08-27
_audit_creation_method           
;
Olex2 1.3-beta
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2017/1
loop_
_audit_author_email
d.s.yufit@durham.ac.uk
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H29 N4 Ru, C H2 Cl2, F6 P'
_chemical_formula_sum            'C26 H31 Cl2 F6 N4 P Ru'
_chemical_formula_weight         716.49
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.6371(4)
_cell_length_b                   14.0622(5)
_cell_length_c                   16.8293(6)
_cell_angle_alpha                90
_cell_angle_beta                 94.3000(10)
_cell_angle_gamma                90
_cell_volume                     2982.24(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9882
_cell_measurement_temperature    120.0
_cell_measurement_theta_max      30.63
_cell_measurement_theta_min      2.17
_shelx_estimated_absorpt_T_max   0.937
_shelx_estimated_absorpt_T_min   0.887
_exptl_absorpt_coefficient_mu    0.820
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.6392
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0607 before and 0.0488 after correction.
The Ratio of minimum to maximum transmission is 0.8566.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear dark orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.596
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1448
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0501
_diffrn_reflns_av_unetI/netI     0.0445
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            44067
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.000
_diffrn_reflns_theta_min         2.170
_diffrn_ambient_temperature      120.0
_diffrn_detector                 'Bruker PHOTON III MM CPAD'
_diffrn_detector_area_resol_mean 7.4
_diffrn_detector_type            'CPA sensor'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       '3-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'ω- and φ-scan'
_diffrn_radiation_monochromator  'focusing mirrors'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'Incoatec I\mS 3.0 microsource'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6563
_reflns_number_total             8700
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_bruker_data_scaling   'SADABS V2012/1 (Bruker AXS Inc.)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       'APEX3 v.2017.3_0 (Bruker AXS, 2017)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.542
_refine_diff_density_min         -1.135
_refine_diff_density_rms         0.122
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     457
_refine_ls_number_reflns         8700
_refine_ls_number_restraints     114
_refine_ls_R_factor_all          0.0901
_refine_ls_R_factor_gt           0.0662
_refine_ls_restrained_S_all      1.077
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0700P)²+8.6800P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1594
_refine_ls_wR_factor_ref         0.1721
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 P1A-F6A \\sim P1-F2 \\sim P1A-F2A \\sim P1A-F5A \\sim P1-F5 \\sim P1-F3 \\sim
P1A-F3A \\sim P1-F6 \\sim P1-F4
 \\sim P1-F1 \\sim P1A-F1 \\sim P1A-F4A
 with sigma of 0.003
3. Uiso/Uaniso restraints and constraints
Uanis(C21) \\sim Ueq, Uanis(F3A) \\sim Ueq, Uanis(F3) \\sim Ueq, Uanis(F4A)
\\sim Ueq, Uanis(C23) \\sim Ueq, Uanis(C22A) \\sim Ueq, Uanis(C22) \\sim Ueq,
Uanis(C21A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Fixed Sof: C18(0.5) C19(0.5) C20(0.5) C16(0.5) C17(0.5) C23(0.5) H23A(0.5)
 H23B(0.5) H23C(0.5) C24(0.5) H24A(0.5) H24B(0.5) H24C(0.5) C25(0.5) H25A(0.5)
 H25B(0.5) H25C(0.5) C21(0.5) H21A(0.5) H21B(0.5) H21C(0.5) C22(0.5) H22A(0.5)
 H22B(0.5) H22C(0.5) C18A(0.5) C19A(0.5) C20A(0.5) C16A(0.5) C17A(0.5)
 C23A(0.5) H23D(0.5) H23E(0.5) H23F(0.5) C24A(0.5) H24D(0.5) H24E(0.5)
 H24F(0.5) C25A(0.5) H25D(0.5) H25E(0.5) H25F(0.5) C21A(0.5) H21D(0.5)
 H21E(0.5) H21F(0.5) C22A(0.5) H22D(0.5) H22E(0.5) H22F(0.5) P1(0.5) P1A(0.5)
 F2(0.5) F2A(0.5) F3(0.5) F3A(0.5) F4(0.5) F4A(0.5) F5(0.5) F5A(0.5) F6(0.5)
 F6A(0.5)
5.a Riding coordinates:
 C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C21(H21A,H21B,
 H21C), C22(H22A,H22B,H22C), C23A(H23D,H23E,H23F), C24A(H24D,H24E,H24F),
 C25A(H25D,H25E,H25F), C21A(H21D,H21E,H21F), C22A(H22D,H22E,H22F)
5.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C10(H10A,H10B), C1S(H1SA,H1SB)
5.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C8(H8), C9(H9), C12(H12), C13(H13), C14(H14),
 C15(H15)
5.d Cp* refined as free rotating group:
 C18(C19,C20,C16,C17,C23,C24,C25,C21,C22), C18A(C19A,C20A,C16A,C17A,C23A,C24A,
 C25A,C21A,C22A)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru1 Ru 0.73566(3) 0.32363(3) 0.39965(2) 0.02902(11) Uani 1 1 d . . . . .
N1 N 0.6153(3) 0.3535(2) 0.30544(19) 0.0277(7) Uani 1 1 d . . . . .
N2 N 0.7698(3) 0.5050(3) 0.3107(2) 0.0371(8) Uani 1 1 d . . . . .
N3 N 0.7875(3) 0.5305(3) 0.4356(2) 0.0419(9) Uani 1 1 d . . . . .
N4 N 0.6473(3) 0.3858(3) 0.4920(2) 0.0329(8) Uani 1 1 d . . . . .
C1 C 0.5207(4) 0.3097(3) 0.3056(2) 0.0320(9) Uani 1 1 d . . . . .
H1 H 0.507621 0.271197 0.350252 0.038 Uiso 1 1 calc R U . . .
C2 C 0.4410(4) 0.3173(3) 0.2445(3) 0.0369(9) Uani 1 1 d . . . . .
H2 H 0.375461 0.284887 0.247221 0.044 Uiso 1 1 calc R U . . .
C3 C 0.4600(4) 0.3737(3) 0.1794(3) 0.0396(10) Uani 1 1 d . . . . .
H3 H 0.407357 0.380652 0.136453 0.048 Uiso 1 1 calc R U . . .
C4 C 0.5562(4) 0.4193(3) 0.1781(2) 0.0379(10) Uani 1 1 d . . . . .
H4 H 0.570111 0.458710 0.134202 0.045 Uiso 1 1 calc R U . . .
C5 C 0.6331(4) 0.4078(3) 0.2409(2) 0.0303(8) Uani 1 1 d . . . . .
C6 C 0.7398(4) 0.4527(3) 0.2376(3) 0.0354(9) Uani 1 1 d . . . . .
H6A H 0.793328 0.402817 0.229781 0.043 Uiso 1 1 calc R U . . .
H6B H 0.738670 0.496701 0.191574 0.043 Uiso 1 1 calc R U . . .
C7 C 0.7735(3) 0.4597(3) 0.3809(3) 0.0342(9) Uani 1 1 d . . . . .
C8 C 0.7804(4) 0.6036(3) 0.3204(4) 0.0449(12) Uani 1 1 d . . . . .
H8 H 0.780391 0.650223 0.279498 0.054 Uiso 1 1 calc R U . . .
C9 C 0.7905(4) 0.6187(4) 0.3995(4) 0.0489(13) Uani 1 1 d . . . . .
H9 H 0.798223 0.678474 0.425607 0.059 Uiso 1 1 calc R U . . .
C10 C 0.7830(4) 0.5091(4) 0.5199(3) 0.0468(12) Uani 1 1 d . . . . .
H10A H 0.790076 0.568941 0.550855 0.056 Uiso 1 1 calc R U . . .
H10B H 0.843490 0.467526 0.537531 0.056 Uiso 1 1 calc R U . . .
C11 C 0.6810(4) 0.4607(4) 0.5370(3) 0.0396(10) Uani 1 1 d . . . . .
C12 C 0.6248(5) 0.4927(4) 0.6000(3) 0.0467(12) Uani 1 1 d . . . . .
H12 H 0.649297 0.546648 0.629960 0.056 Uiso 1 1 calc R U . . .
C13 C 0.5349(5) 0.4467(4) 0.6190(3) 0.0514(14) Uani 1 1 d . . . . .
H13 H 0.496837 0.467747 0.662275 0.062 Uiso 1 1 calc R U . . .
C14 C 0.5005(4) 0.3697(4) 0.5742(3) 0.0442(12) Uani 1 1 d . . . . .
H14 H 0.438248 0.336293 0.586004 0.053 Uiso 1 1 calc R U . . .
C15 C 0.5587(4) 0.3413(4) 0.5112(3) 0.0371(10) Uani 1 1 d . . . . .
H15 H 0.534544 0.287874 0.480355 0.045 Uiso 1 1 calc R U . . .
C18 C 0.7294(4) 0.1599(4) 0.4196(3) 0.040(3) Uani 0.5 1 d G . P A 1
C19 C 0.7996(4) 0.2016(4) 0.4796(3) 0.045(4) Uani 0.5 1 d G . P A 1
C20 C 0.8839(4) 0.2451(4) 0.4417(3) 0.042(3) Uani 0.5 1 d G . P A 1
C16 C 0.8658(4) 0.2302(4) 0.3583(3) 0.045(3) Uani 0.5 1 d G . P A 1
C17 C 0.7703(4) 0.1775(4) 0.3447(3) 0.044(3) Uani 0.5 1 d G . P A 1
C23 C 0.6289(5) 0.1062(5) 0.4332(5) 0.071(4) Uani 0.5 1 d G U P A 1
H23A H 0.636778 0.074519 0.483787 0.106 Uiso 0.5 1 d R U P A 1
H23B H 0.615470 0.059967 0.391637 0.106 Uiso 0.5 1 d R U P A 1
H23C H 0.570485 0.149906 0.432656 0.106 Uiso 0.5 1 d R U P A 1
C24 C 0.7869(7) 0.2001(6) 0.5680(3) 0.053(3) Uani 0.5 1 d G . P A 1
H24A H 0.830508 0.248697 0.593677 0.080 Uiso 0.5 1 d R U P A 1
H24B H 0.808153 0.139106 0.589308 0.080 Uiso 0.5 1 d R U P A 1
H24C H 0.713980 0.211492 0.577346 0.080 Uiso 0.5 1 d R U P A 1
C25 C 0.9766(5) 0.2978(5) 0.4828(5) 0.076(5) Uani 0.5 1 d G . P A 1
H25A H 0.984156 0.358430 0.457638 0.113 Uiso 0.5 1 d R U P A 1
H25B H 1.040270 0.261393 0.479149 0.113 Uiso 0.5 1 d R U P A 1
H25C H 0.964217 0.307191 0.537878 0.113 Uiso 0.5 1 d R U P A 1
C21 C 0.9358(6) 0.2643(6) 0.2953(4) 0.081(5) Uani 0.5 1 d G U P A 1
H21A H 0.896464 0.263265 0.244228 0.121 Uiso 0.5 1 d R U P A 1
H21B H 0.996395 0.223329 0.294169 0.121 Uiso 0.5 1 d R U P A 1
H21C H 0.958950 0.328038 0.307408 0.121 Uiso 0.5 1 d R U P A 1
C22 C 0.7209(7) 0.1459(6) 0.2646(3) 0.074(4) Uani 0.5 1 d G U P A 1
H22A H 0.648769 0.126797 0.269757 0.111 Uiso 0.5 1 d R U P A 1
H22B H 0.760251 0.093150 0.245708 0.111 Uiso 0.5 1 d R U P A 1
H22C H 0.722187 0.197519 0.227377 0.111 Uiso 0.5 1 d R U P A 1
C18A C 0.7798(4) 0.1995(3) 0.4683(3) 0.029(2) Uani 0.5 1 d G . P A 2
C19A C 0.8703(4) 0.2591(4) 0.4662(3) 0.035(3) Uani 0.5 1 d G . P A 2
C20A C 0.8925(4) 0.2706(4) 0.3853(3) 0.046(3) Uani 0.5 1 d G . P A 2
C16A C 0.8157(5) 0.2182(4) 0.3374(2) 0.043(4) Uani 0.5 1 d G . P A 2
C17A C 0.7461(4) 0.1743(3) 0.3887(3) 0.040(3) Uani 0.5 1 d G . P A 2
C23A C 0.7285(6) 0.1685(5) 0.5422(4) 0.052(3) Uani 0.5 1 d G . P A 2
H23D H 0.726871 0.221004 0.578561 0.079 Uiso 0.5 1 d R U P A 2
H23E H 0.768598 0.117258 0.567274 0.079 Uiso 0.5 1 d R U P A 2
H23F H 0.657349 0.147452 0.527838 0.079 Uiso 0.5 1 d R U P A 2
C24A C 0.9320(6) 0.3025(5) 0.5375(4) 0.066(4) Uani 0.5 1 d G . P A 2
H24D H 0.963330 0.361254 0.522126 0.098 Uiso 0.5 1 d R U P A 2
H24E H 0.986952 0.259408 0.556925 0.098 Uiso 0.5 1 d R U P A 2
H24F H 0.885121 0.314360 0.578653 0.098 Uiso 0.5 1 d R U P A 2
C25A C 0.9820(5) 0.3285(5) 0.3554(5) 0.075(4) Uani 0.5 1 d G . P A 2
H25D H 0.961833 0.351109 0.302658 0.113 Uiso 0.5 1 d R U P A 2
H25E H 1.044219 0.289491 0.354414 0.113 Uiso 0.5 1 d R U P A 2
H25F H 0.996814 0.381672 0.390287 0.113 Uiso 0.5 1 d R U P A 2
C21A C 0.8093(7) 0.2106(6) 0.2477(3) 0.078(4) Uani 0.5 1 d G U P A 2
H21D H 0.736448 0.214386 0.227258 0.117 Uiso 0.5 1 d R U P A 2
H21E H 0.838660 0.150859 0.232678 0.117 Uiso 0.5 1 d R U P A 2
H21F H 0.848689 0.261640 0.226226 0.117 Uiso 0.5 1 d R U P A 2
C22A C 0.6526(5) 0.1117(5) 0.3632(5) 0.074(4) Uani 0.5 1 d G U P A 2
H22D H 0.591767 0.150666 0.348960 0.111 Uiso 0.5 1 d R U P A 2
H22E H 0.637551 0.070316 0.406256 0.111 Uiso 0.5 1 d R U P A 2
H22F H 0.669141 0.074285 0.318014 0.111 Uiso 0.5 1 d R U P A 2
Cl1 Cl -0.01522(18) -0.0090(2) 0.6180(2) 0.1302(11) Uani 1 1 d . . . . .
Cl2 Cl 0.1524(2) 0.11698(19) 0.68401(18) 0.1117(9) Uani 1 1 d . . . . .
C1S C 0.1026(6) 0.0495(5) 0.6013(6) 0.086(3) Uani 1 1 d . . . . .
H1SA H 0.090262 0.092018 0.554688 0.103 Uiso 1 1 calc R U . . .
H1SB H 0.156493 0.001861 0.588478 0.103 Uiso 1 1 calc R U . . .
P1 P 0.3043(3) 0.1668(6) 0.43936(19) 0.0363(11) Uani 0.5 1 d D . P B 1
P1A P 0.2805(3) 0.1721(6) 0.4235(2) 0.0362(10) Uani 0.5 1 d D . P B 2
F1 F 0.3675(2) 0.1465(2) 0.36341(19) 0.0554(8) Uani 1 1 d D . . . .
F2 F 0.1951(5) 0.1624(9) 0.3868(5) 0.077(3) Uani 0.5 1 d D . P B 1
F2A F 0.1989(7) 0.1741(8) 0.3474(4) 0.080(3) Uani 0.5 1 d D . P B 2
F3 F 0.2953(13) 0.0557(7) 0.4532(10) 0.074(5) Uani 0.5 1 d D U P B 1
F3A F 0.2574(12) 0.0623(7) 0.4350(8) 0.061(3) Uani 0.5 1 d D U P B 2
F4 F 0.4170(5) 0.1585(7) 0.4868(5) 0.067(2) Uani 0.5 1 d D . P B 1
F4A F 0.3580(10) 0.1783(10) 0.5017(5) 0.109(4) Uani 0.5 1 d D U P B 2
F5 F 0.326(2) 0.2762(7) 0.4244(14) 0.061(4) Uani 0.5 1 d D . P B 1
F5A F 0.299(2) 0.2831(7) 0.4164(16) 0.081(8) Uani 0.5 1 d D . P B 2
F6 F 0.2478(8) 0.1824(5) 0.5192(4) 0.066(2) Uani 0.5 1 d D . P B 1
F6A F 0.1857(6) 0.2026(5) 0.4748(6) 0.069(2) Uani 0.5 1 d D . P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 N1 2.155(3) . ?
Ru1 N4 2.166(3) . ?
Ru1 C7 2.002(5) . ?
Ru1 C19 2.290(5) . ?
Ru1 C20 2.244(5) . ?
Ru1 C16 2.255(5) . ?
Ru1 C17 2.308(5) . ?
Ru1 C18A 2.144(5) . ?
Ru1 C19A 2.165(5) . ?
Ru1 C20A 2.148(5) . ?
Ru1 C16A 2.116(5) . ?
Ru1 C17A 2.113(5) . ?
N1 C1 1.345(6) . ?
N1 C5 1.360(5) . ?
N2 C6 1.459(6) . ?
N2 C7 1.341(6) . ?
N2 C8 1.401(6) . ?
N3 C7 1.359(6) . ?
N3 C9 1.382(7) . ?
N3 C10 1.455(7) . ?
N4 C11 1.346(6) . ?
N4 C15 1.344(6) . ?
C1 H1 0.9500 . ?
C1 C2 1.388(6) . ?
C2 H2 0.9500 . ?
C2 C3 1.388(7) . ?
C3 H3 0.9500 . ?
C3 C4 1.377(7) . ?
C4 H4 0.9500 . ?
C4 C5 1.391(6) . ?
C5 C6 1.494(6) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C8 H8 0.9500 . ?
C8 C9 1.345(8) . ?
C9 H9 0.9500 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.505(8) . ?
C11 C12 1.394(6) . ?
C12 H12 0.9500 . ?
C12 C13 1.366(8) . ?
C13 H13 0.9500 . ?
C13 C14 1.371(8) . ?
C14 H14 0.9500 . ?
C14 C15 1.394(6) . ?
C15 H15 0.9500 . ?
C18 C19 1.4200 . ?
C18 C17 1.4200 . ?
C18 C23 1.5095 . ?
C19 C20 1.4200 . ?
C19 C24 1.5095 . ?
C20 C16 1.4200 . ?
C20 C25 1.5095 . ?
C16 C17 1.4200 . ?
C16 C21 1.5095 . ?
C17 C22 1.5095 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9599 . ?
C23 H23C 0.9601 . ?
C24 H24A 0.9599 . ?
C24 H24B 0.9598 . ?
C24 H24C 0.9599 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9601 . ?
C22 H22B 0.9602 . ?
C22 H22C 0.9600 . ?
C18A C19A 1.4200 . ?
C18A C17A 1.4200 . ?
C18A C23A 1.5095 . ?
C19A C20A 1.4200 . ?
C19A C24A 1.5095 . ?
C20A C16A 1.4200 . ?
C20A C25A 1.5095 . ?
C16A C17A 1.4200 . ?
C16A C21A 1.5095 . ?
C17A C22A 1.5095 . ?
C23A H23D 0.9600 . ?
C23A H23E 0.9599 . ?
C23A H23F 0.9600 . ?
C24A H24D 0.9600 . ?
C24A H24E 0.9599 . ?
C24A H24F 0.9601 . ?
C25A H25D 0.9599 . ?
C25A H25E 0.9600 . ?
C25A H25F 0.9600 . ?
C21A H21D 0.9599 . ?
C21A H21E 0.9599 . ?
C21A H21F 0.9599 . ?
C22A H22D 0.9599 . ?
C22A H22E 0.9599 . ?
C22A H22F 0.9600 . ?
Cl1 C1S 1.742(7) . ?
Cl2 C1S 1.761(9) . ?
C1S H1SA 0.9900 . ?
C1S H1SB 0.9900 . ?
P1 F1 1.584(3) . ?
P1 F2 1.583(3) . ?
P1 F3 1.585(3) . ?
P1 F4 1.584(3) . ?
P1 F5 1.585(3) . ?
P1 F6 1.583(3) . ?
P1A F1 1.590(3) . ?
P1A F2A 1.583(3) . ?
P1A F3A 1.586(3) . ?
P1A F4A 1.583(3) . ?
P1A F5A 1.585(3) . ?
P1A F6A 1.588(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Ru1 N4 94.36(13) . . ?
N1 Ru1 C19 140.99(16) . . ?
N1 Ru1 C20 148.76(16) . . ?
N1 Ru1 C16 112.20(17) . . ?
N1 Ru1 C17 91.34(15) . . ?
N1 Ru1 C19A 161.18(15) . . ?
N4 Ru1 C19 93.39(15) . . ?
N4 Ru1 C20 115.83(17) . . ?
N4 Ru1 C16 152.10(16) . . ?
N4 Ru1 C17 140.40(19) . . ?
C7 Ru1 N1 82.04(16) . . ?
C7 Ru1 N4 82.47(16) . . ?
C7 Ru1 C19 136.92(19) . . ?
C7 Ru1 C20 108.46(18) . . ?
C7 Ru1 C16 108.68(18) . . ?
C7 Ru1 C17 137.12(19) . . ?
C7 Ru1 C18A 143.80(19) . . ?
C7 Ru1 C19A 107.13(18) . . ?
C7 Ru1 C20A 94.63(18) . . ?
C7 Ru1 C16A 117.6(2) . . ?
C7 Ru1 C17A 156.74(19) . . ?
C19 Ru1 C17 59.96(11) . . ?
C20 Ru1 C19 36.49(8) . . ?
C20 Ru1 C16 36.80(7) . . ?
C20 Ru1 C17 60.61(10) . . ?
C16 Ru1 C19 60.72(11) . . ?
C16 Ru1 C17 36.23(7) . . ?
C18A Ru1 N1 134.13(17) . . ?
C18A Ru1 N4 93.95(15) . . ?
C18A Ru1 C19A 38.47(8) . . ?
C18A Ru1 C20A 64.73(12) . . ?
C19A Ru1 N4 103.01(15) . . ?
C20A Ru1 N1 126.27(17) . . ?
C20A Ru1 N4 138.63(18) . . ?
C20A Ru1 C19A 38.44(8) . . ?
C16A Ru1 N1 96.32(16) . . ?
C16A Ru1 N4 158.40(17) . . ?
C16A Ru1 C18A 65.28(12) . . ?
C16A Ru1 C19A 64.91(12) . . ?
C16A Ru1 C20A 38.90(8) . . ?
C17A Ru1 N1 100.09(17) . . ?
C17A Ru1 N4 120.17(18) . . ?
C17A Ru1 C18A 38.96(8) . . ?
C17A Ru1 C19A 64.95(12) . . ?
C17A Ru1 C20A 65.25(12) . . ?
C17A Ru1 C16A 39.24(8) . . ?
C1 N1 Ru1 119.2(3) . . ?
C1 N1 C5 117.4(4) . . ?
C5 N1 Ru1 123.2(3) . . ?
C7 N2 C6 119.5(4) . . ?
C7 N2 C8 111.8(4) . . ?
C8 N2 C6 127.8(4) . . ?
C7 N3 C9 111.5(4) . . ?
C7 N3 C10 119.7(4) . . ?
C9 N3 C10 128.2(4) . . ?
C11 N4 Ru1 124.1(3) . . ?
C15 N4 Ru1 117.9(3) . . ?
C15 N4 C11 117.6(4) . . ?
N1 C1 H1 118.0 . . ?
N1 C1 C2 123.9(4) . . ?
C2 C1 H1 118.0 . . ?
C1 C2 H2 121.0 . . ?
C3 C2 C1 118.1(5) . . ?
C3 C2 H2 121.0 . . ?
C2 C3 H3 120.5 . . ?
C4 C3 C2 118.9(4) . . ?
C4 C3 H3 120.5 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 120.1(4) . . ?
C5 C4 H4 120.0 . . ?
N1 C5 C4 121.6(4) . . ?
N1 C5 C6 118.1(4) . . ?
C4 C5 C6 120.2(4) . . ?
N2 C6 C5 111.0(4) . . ?
N2 C6 H6A 109.4 . . ?
N2 C6 H6B 109.4 . . ?
C5 C6 H6A 109.4 . . ?
C5 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
N2 C7 Ru1 126.9(3) . . ?
N2 C7 N3 104.0(4) . . ?
N3 C7 Ru1 127.9(4) . . ?
N2 C8 H8 127.1 . . ?
C9 C8 N2 105.8(5) . . ?
C9 C8 H8 127.1 . . ?
N3 C9 H9 126.6 . . ?
C8 C9 N3 106.9(4) . . ?
C8 C9 H9 126.6 . . ?
N3 C10 H10A 109.2 . . ?
N3 C10 H10B 109.2 . . ?
N3 C10 C11 112.1(4) . . ?
H10A C10 H10B 107.9 . . ?
C11 C10 H10A 109.2 . . ?
C11 C10 H10B 109.2 . . ?
N4 C11 C10 119.1(4) . . ?
N4 C11 C12 121.5(5) . . ?
C12 C11 C10 119.4(5) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.3(5) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 120.6 . . ?
C12 C13 C14 118.7(5) . . ?
C14 C13 H13 120.6 . . ?
C13 C14 H14 120.6 . . ?
C13 C14 C15 118.8(5) . . ?
C15 C14 H14 120.6 . . ?
N4 C15 C14 123.1(5) . . ?
N4 C15 H15 118.5 . . ?
C14 C15 H15 118.5 . . ?
C19 C18 Ru1 70.59(15) . . ?
C19 C18 C23 126.0 . . ?
C17 C18 Ru1 71.37(15) . . ?
C17 C18 C19 108.0 . . ?
C17 C18 C23 126.0 . . ?
C23 C18 Ru1 123.68(14) . . ?
C18 C19 Ru1 73.62(15) . . ?
C18 C19 C24 126.0 . . ?
C20 C19 Ru1 69.98(16) . . ?
C20 C19 C18 108.0 . . ?
C20 C19 C24 126.0 . . ?
C24 C19 Ru1 122.08(14) . . ?
C19 C20 Ru1 73.53(16) . . ?
C19 C20 C25 126.0 . . ?
C16 C20 Ru1 72.05(16) . . ?
C16 C20 C19 108.0 . . ?
C16 C20 C25 126.0 . . ?
C25 C20 Ru1 120.22(15) . . ?
C20 C16 Ru1 71.15(16) . . ?
C20 C16 C17 108.0 . . ?
C20 C16 C21 126.0 . . ?
C17 C16 Ru1 73.92(16) . . ?
C17 C16 C21 126.0 . . ?
C21 C16 Ru1 120.69(15) . . ?
C18 C17 Ru1 72.98(16) . . ?
C18 C17 C16 108.0 . . ?
C18 C17 C22 126.0 . . ?
C16 C17 Ru1 69.85(15) . . ?
C16 C17 C22 126.0 . . ?
C22 C17 Ru1 122.83(15) . . ?
C18 C23 H23A 109.5 . . ?
C18 C23 H23B 109.5 . . ?
C18 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C19 C24 H24A 109.5 . . ?
C19 C24 H24B 109.5 . . ?
C19 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C20 C25 H25A 109.5 . . ?
C20 C25 H25B 109.5 . . ?
C20 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C16 C21 H21A 109.5 . . ?
C16 C21 H21B 109.5 . . ?
C16 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C17 C22 H22A 109.5 . . ?
C17 C22 H22B 109.5 . . ?
C17 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C19A C18A Ru1 71.57(16) . . ?
C19A C18A C17A 108.0 . . ?
C19A C18A C23A 126.0 . . ?
C17A C18A Ru1 69.35(17) . . ?
C17A C18A C23A 126.0 . . ?
C23A C18A Ru1 124.68(14) . . ?
C18A C19A Ru1 69.96(16) . . ?
C18A C19A C20A 108.0 . . ?
C18A C19A C24A 126.0 . . ?
C20A C19A Ru1 70.12(16) . . ?
C20A C19A C24A 126.0 . . ?
C24A C19A Ru1 125.51(15) . . ?
C19A C20A Ru1 71.44(16) . . ?
C19A C20A C25A 126.0 . . ?
C16A C20A Ru1 69.33(17) . . ?
C16A C20A C19A 108.0 . . ?
C16A C20A C25A 126.0 . . ?
C25A C20A Ru1 124.82(15) . . ?
C20A C16A Ru1 71.78(17) . . ?
C20A C16A C17A 108.0 . . ?
C20A C16A C21A 126.0 . . ?
C17A C16A Ru1 70.29(16) . . ?
C17A C16A C21A 126.0 . . ?
C21A C16A Ru1 123.57(15) . . ?
C18A C17A Ru1 71.69(17) . . ?
C18A C17A C16A 108.0 . . ?
C18A C17A C22A 126.0 . . ?
C16A C17A Ru1 70.47(16) . . ?
C16A C17A C22A 126.0 . . ?
C22A C17A Ru1 123.48(15) . . ?
C18A C23A H23D 109.5 . . ?
C18A C23A H23E 109.5 . . ?
C18A C23A H23F 109.5 . . ?
H23D C23A H23E 109.5 . . ?
H23D C23A H23F 109.5 . . ?
H23E C23A H23F 109.5 . . ?
C19A C24A H24D 109.5 . . ?
C19A C24A H24E 109.5 . . ?
C19A C24A H24F 109.5 . . ?
H24D C24A H24E 109.5 . . ?
H24D C24A H24F 109.5 . . ?
H24E C24A H24F 109.5 . . ?
C20A C25A H25D 109.5 . . ?
C20A C25A H25E 109.5 . . ?
C20A C25A H25F 109.5 . . ?
H25D C25A H25E 109.5 . . ?
H25D C25A H25F 109.5 . . ?
H25E C25A H25F 109.5 . . ?
C16A C21A H21D 109.5 . . ?
C16A C21A H21E 109.5 . . ?
C16A C21A H21F 109.5 . . ?
H21D C21A H21E 109.5 . . ?
H21D C21A H21F 109.5 . . ?
H21E C21A H21F 109.5 . . ?
C17A C22A H22D 109.5 . . ?
C17A C22A H22E 109.5 . . ?
C17A C22A H22F 109.5 . . ?
H22D C22A H22E 109.5 . . ?
H22D C22A H22F 109.5 . . ?
H22E C22A H22F 109.5 . . ?
Cl1 C1S Cl2 112.7(5) . . ?
Cl1 C1S H1SA 109.0 . . ?
Cl1 C1S H1SB 109.0 . . ?
Cl2 C1S H1SA 109.0 . . ?
Cl2 C1S H1SB 109.0 . . ?
H1SA C1S H1SB 107.8 . . ?
F1 P1 F3 89.2(8) . . ?
F1 P1 F4 84.5(4) . . ?
F1 P1 F5 86.8(8) . . ?
F2 P1 F1 90.8(4) . . ?
F2 P1 F3 88.5(8) . . ?
F2 P1 F4 172.6(7) . . ?
F2 P1 F5 95.9(11) . . ?
F4 P1 F3 85.7(8) . . ?
F4 P1 F5 89.6(11) . . ?
F5 P1 F3 174.1(11) . . ?
F6 P1 F1 175.5(6) . . ?
F6 P1 F2 92.9(5) . . ?
F6 P1 F3 88.2(8) . . ?
F6 P1 F4 91.6(5) . . ?
F6 P1 F5 95.5(9) . . ?
F2A P1A F1 86.0(4) . . ?
F2A P1A F3A 90.1(8) . . ?
F2A P1A F4A 175.2(8) . . ?
F2A P1A F5A 90.7(12) . . ?
F2A P1A F6A 87.8(5) . . ?
F3A P1A F1 90.0(7) . . ?
F3A P1A F6A 92.5(7) . . ?
F4A P1A F1 97.3(6) . . ?
F4A P1A F3A 93.5(8) . . ?
F4A P1A F5A 85.6(12) . . ?
F4A P1A F6A 88.7(6) . . ?
F5A P1A F1 93.6(9) . . ?
F5A P1A F3A 176.4(11) . . ?
F5A P1A F6A 84.0(10) . . ?
F6A P1A F1 173.4(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C5 C6 N2 -51.6(5) . . . . ?
N3 C10 C11 N4 48.7(6) . . . . ?
C4 C5 C6 N2 130.6(4) . . . . ?
C5 C6 N2 C7 57.2(5) . . . . ?
C5 C6 N2 C8 -111.6(5) . . . . ?
C11 C10 N3 C7 -55.2(6) . . . . ?
C11 C10 N3 C9 115.1(5) . . . . ?
C12 C11 C10 N3 -132.9(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
