# Electronic Supplementary Material (ESI) for ChemComm.
# 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).
# 
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# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
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data_cxy369_0m
_database_code_depnum_ccdc_archive 'CCDC 1972136'
loop_
_audit_author_name
_audit_author_address
'Xiaoyong Chang '
;Southern University of Science and Technology
China
;
_audit_update_record             
;
2020-02-24 deposited with the CCDC.	2020-03-02 downloaded from the CCDC.
;
_audit_creation_date             2020-02-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C54 H35 F8 N5 O Ru, C6 H6'
_chemical_formula_sum            'C60 H41 F8 N5 O Ru'
_chemical_formula_weight         1101.05
_chemical_absolute_configuration ad
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru 0.0552 3.2960 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   10.8463(2)
_cell_length_b                   20.3999(4)
_cell_length_c                   21.4989(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4756.92(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9620
_cell_measurement_temperature    100
_cell_measurement_theta_max      67.58
_cell_measurement_theta_min      2.99
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.370
_exptl_absorpt_correction_T_max  0.7530
_exptl_absorpt_correction_T_min  0.5637
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2012/1 (Bruker,2012) was used for absorption correction. wR2(int) was 0.0861 before and 0.0602 after correction. The Ratio of minimum to maximum transmission is 0.7486. The λ/2 correction factor is 0.0015.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.537
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2240
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0465
_diffrn_reflns_av_unetI/netI     0.0233
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            62228
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.598
_diffrn_reflns_theta_max         67.598
_diffrn_reflns_theta_min         2.986
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker PHOTON 100 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.787
_reflns_Friedel_fraction_full    0.986
_reflns_Friedel_fraction_max     0.986
_reflns_number_gt                8375
_reflns_number_total             8519
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Bruker Apex2'
_computing_data_collection       'Bruker Apex2'
_computing_data_reduction        'Bruker Apex2'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.900
_refine_diff_density_min         -0.532
_refine_diff_density_rms         0.081
_refine_ls_abs_structure_details 
;
 Flack x determined using 3636 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.016(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     664
_refine_ls_number_reflns         8519
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0380
_refine_ls_restrained_S_all      1.051
_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)+(0.0598P)²+7.1050P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1019
_refine_ls_wR_factor_ref         0.1027
_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 Ternary CH refined with riding coordinates:
 C47(H47), C49(H49), C51(H51)
2.b Secondary CH2 refined with riding coordinates:
 C46(H46A,H46B), C48(H48A,H48B), C50(H50A,H50B), C52(H52A,H52B), C53(H53A,
 H53B), C54(H54A,H54B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C8(H8), C9(H9), C10(H10), C13(H13), C14(H14), C19(H19),
 C20(H20), C21(H21), C24(H24), C25(H25), C30(H30), C31(H31), C32(H32), C35(H35),
  C36(H36), C41(H41), C42(H42), C43(H43), C60(H60), C55(H55), C56(H56),
 C57(H57), C58(H58), C59(H59)
2.d Fitted hexagon refined as free rotating group:
 C60(C55,C56,C57,C58,C59)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru1 Ru 0.46855(3) 0.47986(2) 0.40599(2) 0.01997(11) Uani 1 1 d . . . . .
F1 F 0.9379(4) 0.43053(18) 0.52131(19) 0.0511(10) Uani 1 1 d . . . . .
F2 F 0.7134(3) 0.61704(17) 0.57870(16) 0.0380(8) Uani 1 1 d . . . . .
F3 F 0.4359(5) 0.21751(17) 0.48014(18) 0.0557(12) Uani 1 1 d . . . . .
F4 F 0.2284(7) 0.3710(2) 0.6018(3) 0.111(3) Uani 1 1 d . . . . .
F5 F 0.1572(4) 0.4347(3) 0.19534(16) 0.0582(11) Uani 1 1 d . . . . .
F6 F -0.0186(3) 0.49403(19) 0.38622(16) 0.0476(9) Uani 1 1 d . . . . .
F7 F 0.6666(5) 0.60055(17) 0.19629(17) 0.0549(11) Uani 1 1 d . . . . .
F8 F 0.5055(5) 0.74007(17) 0.34744(18) 0.0648(15) Uani 1 1 d . . . . .
O1 O 0.5504(4) 0.42883(17) 0.35446(17) 0.0291(8) Uani 1 1 d . . . . .
N1 N 0.5429(4) 0.43333(19) 0.48288(19) 0.0247(9) Uani 1 1 d . . . . .
N2 N 0.3203(4) 0.41636(19) 0.4071(2) 0.0220(8) Uani 1 1 d . . . . .
N3 N 0.3952(4) 0.5255(2) 0.32831(18) 0.0232(8) Uani 1 1 d . . . . .
N4 N 0.6176(4) 0.54397(19) 0.4048(2) 0.0232(8) Uani 1 1 d . . . . .
N5 N 0.3908(4) 0.5380(2) 0.4535(2) 0.0271(10) Uani 1 1 d . . . . .
C1 C 0.6439(5) 0.4536(2) 0.5154(2) 0.0254(11) Uani 1 1 d . . . . .
C2 C 0.6557(6) 0.4123(3) 0.5698(3) 0.0334(12) Uani 1 1 d . . . . .
H2 H 0.717389 0.415869 0.601005 0.040 Uiso 1 1 calc R . . . .
C3 C 0.5649(5) 0.3685(3) 0.5685(3) 0.0346(13) Uani 1 1 d . . . . .
H3 H 0.551271 0.334563 0.597936 0.041 Uiso 1 1 calc R . . . .
C4 C 0.4910(5) 0.3818(2) 0.5144(2) 0.0261(11) Uani 1 1 d . . . . .
C5 C 0.3803(5) 0.3504(2) 0.4984(2) 0.0257(11) Uani 1 1 d . . . . .
C6 C 0.3358(5) 0.2958(3) 0.5393(2) 0.0275(11) Uani 1 1 d . . . . .
C7 C 0.3607(6) 0.2317(3) 0.5281(2) 0.0295(12) Uani 1 1 d . . . . .
C8 C 0.3105(7) 0.1797(3) 0.5621(3) 0.0386(14) Uani 1 1 d . . . . .
H8 H 0.331695 0.135646 0.552797 0.046 Uiso 1 1 calc R . . . .
C9 C 0.2298(7) 0.1942(3) 0.6093(3) 0.0470(17) Uani 1 1 d . . . . .
H9 H 0.193617 0.159871 0.632998 0.056 Uiso 1 1 calc R . . . .
C10 C 0.2017(10) 0.2583(4) 0.6222(4) 0.074(3) Uani 1 1 d . . . . .
H10 H 0.145075 0.268546 0.654493 0.089 Uiso 1 1 calc R . . . .
C11 C 0.2553(8) 0.3074(3) 0.5885(4) 0.058(2) Uani 1 1 d . . . . .
C12 C 0.3024(5) 0.3669(2) 0.4488(2) 0.0245(10) Uani 1 1 d . . . . .
C13 C 0.1856(5) 0.3361(3) 0.4361(3) 0.0310(12) Uani 1 1 d . . . . .
H13 H 0.150882 0.299900 0.457752 0.037 Uiso 1 1 calc R . . . .
C14 C 0.1348(5) 0.3685(3) 0.3877(3) 0.0311(12) Uani 1 1 d . . . . .
H14 H 0.057508 0.359278 0.368823 0.037 Uiso 1 1 calc R . . . .
C15 C 0.2193(5) 0.4194(3) 0.3699(2) 0.0259(11) Uani 1 1 d . . . . .
C16 C 0.1990(5) 0.4649(3) 0.3217(2) 0.0274(11) Uani 1 1 d . . . . .
C17 C 0.0752(5) 0.4653(3) 0.2919(3) 0.0320(12) Uani 1 1 d . . . . .
C18 C -0.0309(6) 0.4796(3) 0.3254(3) 0.0350(11) Uani 1 1 d . . . . .
C19 C -0.1483(6) 0.4799(4) 0.3004(3) 0.0468(15) Uani 1 1 d . . . . .
H19 H -0.218855 0.487981 0.325399 0.056 Uiso 1 1 calc R . . . .
C20 C -0.1583(7) 0.4679(4) 0.2367(4) 0.058(2) Uani 1 1 d . . . . .
H20 H -0.237327 0.469100 0.217619 0.069 Uiso 1 1 calc R . . . .
C21 C -0.0569(7) 0.4544(4) 0.2011(3) 0.0540(19) Uani 1 1 d . . . . .
H21 H -0.065019 0.446988 0.157704 0.065 Uiso 1 1 calc R . . . .
C22 C 0.0575(6) 0.4516(4) 0.2293(3) 0.0426(15) Uani 1 1 d . . . . .
C23 C 0.2834(5) 0.5130(3) 0.3021(2) 0.0284(11) Uani 1 1 d . . . . .
C24 C 0.2644(6) 0.5577(3) 0.2514(3) 0.0379(14) Uani 1 1 d . . . . .
H24 H 0.194613 0.559394 0.224690 0.046 Uiso 1 1 calc R . . . .
C25 C 0.3665(6) 0.5976(3) 0.2489(3) 0.0343(13) Uani 1 1 d . . . . .
H25 H 0.380554 0.632017 0.219989 0.041 Uiso 1 1 calc R . . . .
C26 C 0.4470(5) 0.5776(2) 0.2975(2) 0.0258(11) Uani 1 1 d . . . . .
C27 C 0.5570(5) 0.6092(2) 0.3133(2) 0.0251(11) Uani 1 1 d . . . . .
C28 C 0.5863(5) 0.6676(2) 0.2742(2) 0.0260(11) Uani 1 1 d . . . . .
C29 C 0.6347(6) 0.6617(3) 0.2147(3) 0.0325(12) Uani 1 1 d . . . . .
C30 C 0.6504(6) 0.7134(3) 0.1739(3) 0.0397(14) Uani 1 1 d . . . . .
H30 H 0.684257 0.706587 0.133686 0.048 Uiso 1 1 calc R . . . .
C31 C 0.6158(6) 0.7751(3) 0.1931(3) 0.0393(14) Uani 1 1 d . . . . .
H31 H 0.624342 0.811363 0.165677 0.047 Uiso 1 1 calc R . . . .
C32 C 0.5682(7) 0.7845(3) 0.2527(3) 0.0486(17) Uani 1 1 d . . . . .
H32 H 0.545368 0.827034 0.266580 0.058 Uiso 1 1 calc R . . . .
C33 C 0.5552(6) 0.7313(3) 0.2906(3) 0.0377(14) Uani 1 1 d . . . . .
C34 C 0.6354(5) 0.5939(2) 0.3631(2) 0.0237(10) Uani 1 1 d . . . . .
C35 C 0.7448(5) 0.6287(3) 0.3802(3) 0.0290(12) Uani 1 1 d . . . . .
H35 H 0.779145 0.665055 0.358630 0.035 Uiso 1 1 calc R . . . .
C36 C 0.7903(5) 0.6010(3) 0.4321(3) 0.0292(12) Uani 1 1 d . . . . .
H36 H 0.862295 0.614249 0.453930 0.035 Uiso 1 1 calc R . . . .
C37 C 0.7090(5) 0.5470(2) 0.4487(2) 0.0247(11) Uani 1 1 d . . . . .
C38 C 0.7210(5) 0.5067(2) 0.5005(2) 0.0258(11) Uani 1 1 d . . . . .
C39 C 0.8193(5) 0.5225(3) 0.5473(2) 0.0270(10) Uani 1 1 d . . . . .
C40 C 0.8098(5) 0.5765(3) 0.5863(3) 0.0290(11) Uani 1 1 d . . . . .
C41 C 0.8913(6) 0.5897(3) 0.6341(3) 0.0389(14) Uani 1 1 d . . . . .
H41 H 0.881119 0.627439 0.659438 0.047 Uiso 1 1 calc R . . . .
C42 C 0.9877(6) 0.5469(3) 0.6441(3) 0.0393(14) Uani 1 1 d . . . . .
H42 H 1.043149 0.554453 0.677481 0.047 Uiso 1 1 calc R . . . .
C43 C 1.0043(5) 0.4930(3) 0.6058(3) 0.0362(13) Uani 1 1 d . . . . .
H43 H 1.071034 0.463662 0.612295 0.043 Uiso 1 1 calc R . . . .
C44 C 0.9213(5) 0.4831(3) 0.5581(3) 0.0344(12) Uani 1 1 d . . . . .
C45 C 0.3376(5) 0.5940(3) 0.4817(2) 0.0277(11) Uani 1 1 d . . . . .
C46 C 0.2324(8) 0.6164(4) 0.4379(3) 0.0510(18) Uani 1 1 d . . . . .
H46A H 0.171814 0.580574 0.432321 0.061 Uiso 1 1 calc R . . . .
H46B H 0.265983 0.628381 0.396666 0.061 Uiso 1 1 calc R . . . .
C47 C 0.1696(8) 0.6766(4) 0.4684(4) 0.057(2) Uani 1 1 d . . . . .
H47 H 0.100126 0.692977 0.442057 0.069 Uiso 1 1 calc R . . . .
C48 C 0.2839(6) 0.5735(3) 0.5449(3) 0.0408(14) Uani 1 1 d . . . . .
H48A H 0.350266 0.556930 0.572304 0.049 Uiso 1 1 calc R . . . .
H48B H 0.222171 0.538311 0.539209 0.049 Uiso 1 1 calc R . . . .
C49 C 0.2220(7) 0.6352(4) 0.5746(3) 0.0490(18) Uani 1 1 d . . . . .
H49 H 0.185655 0.623678 0.615925 0.059 Uiso 1 1 calc R . . . .
C50 C 0.4329(7) 0.6484(3) 0.4884(4) 0.056(2) Uani 1 1 d . . . . .
H50A H 0.465804 0.660485 0.447046 0.067 Uiso 1 1 calc R . . . .
H50B H 0.502299 0.633060 0.514544 0.067 Uiso 1 1 calc R . . . .
C51 C 0.3710(8) 0.7088(3) 0.5190(5) 0.068(3) Uani 1 1 d . . . . .
H51 H 0.431972 0.745146 0.524510 0.081 Uiso 1 1 calc R . . . .
C52 C 0.2659(11) 0.7304(4) 0.4786(4) 0.076(3) Uani 1 1 d . . . . .
H52A H 0.298756 0.744421 0.437784 0.092 Uiso 1 1 calc R . . . .
H52B H 0.225449 0.768807 0.498052 0.092 Uiso 1 1 calc R . . . .
C53 C 0.1245(8) 0.6578(4) 0.5320(3) 0.057(2) Uani 1 1 d . . . . .
H53A H 0.082671 0.696050 0.550876 0.068 Uiso 1 1 calc R . . . .
H53B H 0.062500 0.622443 0.527595 0.068 Uiso 1 1 calc R . . . .
C54 C 0.3206(9) 0.6861(4) 0.5826(4) 0.060(2) Uani 1 1 d . . . . .
H54A H 0.388770 0.667694 0.607755 0.072 Uiso 1 1 calc R . . . .
H54B H 0.286360 0.724232 0.605267 0.072 Uiso 1 1 calc R . . . .
C60 C 0.1402(10) 0.7794(4) 0.2813(5) 0.153(8) Uani 1 1 d . . . . .
H60 H 0.199684 0.812219 0.290220 0.184 Uiso 1 1 calc R . . . .
C55 C 0.1462(9) 0.7190(5) 0.3110(4) 0.120(5) Uani 1 1 d G . . . .
H55 H 0.209855 0.710528 0.340316 0.145 Uiso 1 1 calc R . . . .
C56 C 0.0592(9) 0.6709(4) 0.2979(4) 0.123(5) Uani 1 1 d G . . . .
H56 H 0.063299 0.629624 0.318262 0.148 Uiso 1 1 calc R . . . .
C57 C -0.0339(8) 0.6833(4) 0.2551(5) 0.120(5) Uani 1 1 d G . . . .
H57 H -0.093429 0.650410 0.246113 0.144 Uiso 1 1 calc R . . . .
C58 C -0.0400(8) 0.7437(4) 0.2253(4) 0.138(6) Uani 1 1 d G . . . .
H58 H -0.103602 0.752100 0.196016 0.166 Uiso 1 1 calc R . . . .
C59 C 0.0471(11) 0.7917(3) 0.2384(4) 0.157(8) Uani 1 1 d G . . . .
H59 H 0.042953 0.833005 0.218069 0.188 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
Ru1 O1 1.760(4) . ?
Ru1 N1 2.070(4) . ?
Ru1 N2 2.065(4) . ?
Ru1 N3 2.071(4) . ?
Ru1 N4 2.080(4) . ?
Ru1 N5 1.778(5) . ?
F1 C44 1.344(7) . ?
F2 C40 1.343(6) . ?
F3 C7 1.346(7) . ?
F4 C11 1.359(7) . ?
F5 C22 1.350(7) . ?
F6 C18 1.346(6) . ?
F7 C29 1.353(7) . ?
F8 C33 1.348(7) . ?
N1 C1 1.364(7) . ?
N1 C4 1.371(6) . ?
N2 C12 1.364(7) . ?
N2 C15 1.358(7) . ?
N3 C23 1.361(7) . ?
N3 C26 1.374(7) . ?
N4 C34 1.370(6) . ?
N4 C37 1.371(7) . ?
N5 C45 1.416(7) . ?
C1 C2 1.447(7) . ?
C1 C38 1.405(7) . ?
C2 H2 0.9500 . ?
C2 C3 1.330(8) . ?
C3 H3 0.9500 . ?
C3 C4 1.438(8) . ?
C4 C5 1.403(8) . ?
C5 C6 1.499(7) . ?
C5 C12 1.403(8) . ?
C6 C7 1.356(8) . ?
C6 C11 1.392(9) . ?
C7 C8 1.398(8) . ?
C8 H8 0.9500 . ?
C8 C9 1.372(9) . ?
C9 H9 0.9500 . ?
C9 C10 1.372(10) . ?
C10 H10 0.9500 . ?
C10 C11 1.366(10) . ?
C12 C13 1.440(8) . ?
C13 H13 0.9500 . ?
C13 C14 1.351(8) . ?
C14 H14 0.9500 . ?
C14 C15 1.437(7) . ?
C15 C16 1.408(8) . ?
C16 C17 1.488(8) . ?
C16 C23 1.406(8) . ?
C17 C18 1.388(8) . ?
C17 C22 1.388(8) . ?
C18 C19 1.382(9) . ?
C19 H19 0.9500 . ?
C19 C20 1.396(10) . ?
C20 H20 0.9500 . ?
C20 C21 1.367(11) . ?
C21 H21 0.9500 . ?
C21 C22 1.382(10) . ?
C23 C24 1.436(8) . ?
C24 H24 0.9500 . ?
C24 C25 1.375(9) . ?
C25 H25 0.9500 . ?
C25 C26 1.422(8) . ?
C26 C27 1.398(8) . ?
C27 C28 1.492(7) . ?
C27 C34 1.403(8) . ?
C28 C29 1.389(7) . ?
C28 C33 1.388(8) . ?
C29 C30 1.383(8) . ?
C30 H30 0.9500 . ?
C30 C31 1.376(9) . ?
C31 H31 0.9500 . ?
C31 C32 1.394(9) . ?
C32 H32 0.9500 . ?
C32 C33 1.364(8) . ?
C34 C35 1.431(8) . ?
C35 H35 0.9500 . ?
C35 C36 1.346(8) . ?
C36 H36 0.9500 . ?
C36 C37 1.455(7) . ?
C37 C38 1.391(8) . ?
C38 C39 1.500(7) . ?
C39 C40 1.387(8) . ?
C39 C44 1.388(8) . ?
C40 C41 1.382(8) . ?
C41 H41 0.9500 . ?
C41 C42 1.379(9) . ?
C42 H42 0.9500 . ?
C42 C43 1.384(9) . ?
C43 H43 0.9500 . ?
C43 C44 1.380(8) . ?
C45 C46 1.547(9) . ?
C45 C48 1.537(8) . ?
C45 C50 1.523(9) . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C46 C47 1.550(10) . ?
C47 H47 1.0000 . ?
C47 C52 1.531(14) . ?
C47 C53 1.502(11) . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C48 C49 1.563(9) . ?
C49 H49 1.0000 . ?
C49 C53 1.473(11) . ?
C49 C54 1.500(11) . ?
C50 H50A 0.9900 . ?
C50 H50B 0.9900 . ?
C50 C51 1.550(9) . ?
C51 H51 1.0000 . ?
C51 C52 1.500(14) . ?
C51 C54 1.543(12) . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?
C60 H60 0.9500 . ?
C60 C55 1.3900 . ?
C60 C59 1.3900 . ?
C55 H55 0.9500 . ?
C55 C56 1.3900 . ?
C56 H56 0.9500 . ?
C56 C57 1.3900 . ?
C57 H57 0.9500 . ?
C57 C58 1.3900 . ?
C58 H58 0.9500 . ?
C58 C59 1.3900 . ?
C59 H59 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ru1 N1 92.00(17) . . ?
O1 Ru1 N2 91.65(16) . . ?
O1 Ru1 N3 87.25(16) . . ?
O1 Ru1 N4 88.41(17) . . ?
O1 Ru1 N5 174.37(19) . . ?
N1 Ru1 N3 179.24(17) . . ?
N1 Ru1 N4 89.74(17) . . ?
N2 Ru1 N1 90.36(17) . . ?
N2 Ru1 N3 89.54(17) . . ?
N2 Ru1 N4 179.9(2) . . ?
N3 Ru1 N4 90.36(17) . . ?
N5 Ru1 N1 91.82(18) . . ?
N5 Ru1 N2 92.45(18) . . ?
N5 Ru1 N3 88.93(18) . . ?
N5 Ru1 N4 87.48(19) . . ?
C1 N1 Ru1 125.7(3) . . ?
C1 N1 C4 108.0(4) . . ?
C4 N1 Ru1 125.9(4) . . ?
C12 N2 Ru1 125.7(4) . . ?
C15 N2 Ru1 126.3(3) . . ?
C15 N2 C12 107.8(4) . . ?
C23 N3 Ru1 126.3(3) . . ?
C23 N3 C26 108.0(4) . . ?
C26 N3 Ru1 125.4(3) . . ?
C34 N4 Ru1 125.8(4) . . ?
C34 N4 C37 108.4(4) . . ?
C37 N4 Ru1 125.6(3) . . ?
C45 N5 Ru1 167.7(4) . . ?
N1 C1 C2 108.0(4) . . ?
N1 C1 C38 126.5(5) . . ?
C38 C1 C2 125.5(5) . . ?
C1 C2 H2 126.0 . . ?
C3 C2 C1 107.9(5) . . ?
C3 C2 H2 126.0 . . ?
C2 C3 H3 126.2 . . ?
C2 C3 C4 107.7(5) . . ?
C4 C3 H3 126.2 . . ?
N1 C4 C3 108.4(5) . . ?
N1 C4 C5 125.5(5) . . ?
C5 C4 C3 126.0(5) . . ?
C4 C5 C6 118.1(5) . . ?
C12 C5 C4 126.3(5) . . ?
C12 C5 C6 115.5(5) . . ?
C7 C6 C5 123.2(5) . . ?
C7 C6 C11 115.1(5) . . ?
C11 C6 C5 121.4(5) . . ?
F3 C7 C6 117.7(5) . . ?
F3 C7 C8 118.3(5) . . ?
C6 C7 C8 124.1(5) . . ?
C7 C8 H8 120.9 . . ?
C9 C8 C7 118.2(6) . . ?
C9 C8 H8 120.9 . . ?
C8 C9 H9 120.1 . . ?
C10 C9 C8 119.7(6) . . ?
C10 C9 H9 120.1 . . ?
C9 C10 H10 120.1 . . ?
C11 C10 C9 119.9(7) . . ?
C11 C10 H10 120.1 . . ?
F4 C11 C6 117.2(6) . . ?
F4 C11 C10 119.8(6) . . ?
C10 C11 C6 123.0(6) . . ?
N2 C12 C5 126.3(5) . . ?
N2 C12 C13 108.9(5) . . ?
C5 C12 C13 124.7(5) . . ?
C12 C13 H13 126.6 . . ?
C14 C13 C12 106.9(5) . . ?
C14 C13 H13 126.6 . . ?
C13 C14 H14 126.3 . . ?
C13 C14 C15 107.4(5) . . ?
C15 C14 H14 126.3 . . ?
N2 C15 C14 108.9(5) . . ?
N2 C15 C16 126.1(5) . . ?
C16 C15 C14 124.9(5) . . ?
C15 C16 C17 117.5(5) . . ?
C23 C16 C15 125.4(5) . . ?
C23 C16 C17 117.1(5) . . ?
C18 C17 C16 121.7(5) . . ?
C18 C17 C22 115.5(5) . . ?
C22 C17 C16 122.8(5) . . ?
F6 C18 C17 117.9(5) . . ?
F6 C18 C19 117.9(5) . . ?
C19 C18 C17 124.2(5) . . ?
C18 C19 H19 121.5 . . ?
C18 C19 C20 117.0(6) . . ?
C20 C19 H19 121.5 . . ?
C19 C20 H20 119.3 . . ?
C21 C20 C19 121.4(6) . . ?
C21 C20 H20 119.3 . . ?
C20 C21 H21 120.5 . . ?
C20 C21 C22 119.1(6) . . ?
C22 C21 H21 120.5 . . ?
F5 C22 C17 117.7(5) . . ?
F5 C22 C21 119.6(5) . . ?
C21 C22 C17 122.7(6) . . ?
N3 C23 C16 125.9(5) . . ?
N3 C23 C24 108.9(5) . . ?
C16 C23 C24 125.2(5) . . ?
C23 C24 H24 126.6 . . ?
C25 C24 C23 106.8(5) . . ?
C25 C24 H24 126.6 . . ?
C24 C25 H25 126.4 . . ?
C24 C25 C26 107.3(5) . . ?
C26 C25 H25 126.4 . . ?
N3 C26 C25 108.9(5) . . ?
N3 C26 C27 126.1(5) . . ?
C27 C26 C25 124.8(5) . . ?
C26 C27 C28 114.4(5) . . ?
C26 C27 C34 126.9(5) . . ?
C34 C27 C28 118.6(5) . . ?
C29 C28 C27 121.9(5) . . ?
C33 C28 C27 123.6(5) . . ?
C33 C28 C29 114.0(5) . . ?
F7 C29 C28 116.5(5) . . ?
F7 C29 C30 119.1(5) . . ?
C30 C29 C28 124.3(5) . . ?
C29 C30 H30 120.8 . . ?
C31 C30 C29 118.3(5) . . ?
C31 C30 H30 120.8 . . ?
C30 C31 H31 119.9 . . ?
C30 C31 C32 120.1(5) . . ?
C32 C31 H31 119.9 . . ?
C31 C32 H32 120.7 . . ?
C33 C32 C31 118.5(6) . . ?
C33 C32 H32 120.7 . . ?
F8 C33 C28 116.8(5) . . ?
F8 C33 C32 118.5(5) . . ?
C32 C33 C28 124.7(5) . . ?
N4 C34 C27 125.5(5) . . ?
N4 C34 C35 108.5(4) . . ?
C27 C34 C35 126.0(5) . . ?
C34 C35 H35 126.0 . . ?
C36 C35 C34 108.0(5) . . ?
C36 C35 H35 126.0 . . ?
C35 C36 H36 126.3 . . ?
C35 C36 C37 107.4(5) . . ?
C37 C36 H36 126.3 . . ?
N4 C37 C36 107.7(5) . . ?
N4 C37 C38 126.3(5) . . ?
C38 C37 C36 126.0(5) . . ?
C1 C38 C39 115.9(5) . . ?
C37 C38 C1 125.6(5) . . ?
C37 C38 C39 118.4(5) . . ?
C40 C39 C38 121.5(5) . . ?
C40 C39 C44 114.7(5) . . ?
C44 C39 C38 123.6(5) . . ?
F2 C40 C39 118.3(5) . . ?
F2 C40 C41 117.8(5) . . ?
C41 C40 C39 123.9(5) . . ?
C40 C41 H41 120.8 . . ?
C42 C41 C40 118.5(5) . . ?
C42 C41 H41 120.8 . . ?
C41 C42 H42 119.7 . . ?
C41 C42 C43 120.6(5) . . ?
C43 C42 H42 119.7 . . ?
C42 C43 H43 120.9 . . ?
C44 C43 C42 118.3(5) . . ?
C44 C43 H43 120.9 . . ?
F1 C44 C39 118.1(5) . . ?
F1 C44 C43 117.9(5) . . ?
C43 C44 C39 124.0(5) . . ?
N5 C45 C46 106.2(5) . . ?
N5 C45 C48 108.3(4) . . ?
N5 C45 C50 110.6(5) . . ?
C48 C45 C46 109.8(5) . . ?
C50 C45 C46 110.1(6) . . ?
C50 C45 C48 111.7(5) . . ?
C45 C46 H46A 110.2 . . ?
C45 C46 H46B 110.2 . . ?
C45 C46 C47 107.5(6) . . ?
H46A C46 H46B 108.5 . . ?
C47 C46 H46A 110.2 . . ?
C47 C46 H46B 110.2 . . ?
C46 C47 H47 110.9 . . ?
C52 C47 C46 109.2(7) . . ?
C52 C47 H47 110.9 . . ?
C53 C47 C46 109.0(6) . . ?
C53 C47 H47 110.9 . . ?
C53 C47 C52 106.0(7) . . ?
C45 C48 H48A 110.1 . . ?
C45 C48 H48B 110.1 . . ?
C45 C48 C49 107.8(5) . . ?
H48A C48 H48B 108.5 . . ?
C49 C48 H48A 110.1 . . ?
C49 C48 H48B 110.1 . . ?
C48 C49 H49 110.0 . . ?
C53 C49 C48 107.8(6) . . ?
C53 C49 H49 110.0 . . ?
C53 C49 C54 111.6(7) . . ?
C54 C49 C48 107.3(6) . . ?
C54 C49 H49 110.0 . . ?
C45 C50 H50A 109.9 . . ?
C45 C50 H50B 109.9 . . ?
C45 C50 C51 109.0(6) . . ?
H50A C50 H50B 108.3 . . ?
C51 C50 H50A 109.9 . . ?
C51 C50 H50B 109.9 . . ?
C50 C51 H51 110.7 . . ?
C52 C51 C50 108.5(8) . . ?
C52 C51 H51 110.7 . . ?
C52 C51 C54 109.4(7) . . ?
C54 C51 C50 106.9(6) . . ?
C54 C51 H51 110.7 . . ?
C47 C52 H52A 109.0 . . ?
C47 C52 H52B 109.0 . . ?
C51 C52 C47 113.0(6) . . ?
C51 C52 H52A 109.0 . . ?
C51 C52 H52B 109.0 . . ?
H52A C52 H52B 107.8 . . ?
C47 C53 H53A 108.7 . . ?
C47 C53 H53B 108.7 . . ?
C49 C53 C47 114.3(7) . . ?
C49 C53 H53A 108.7 . . ?
C49 C53 H53B 108.7 . . ?
H53A C53 H53B 107.6 . . ?
C49 C54 C51 111.0(6) . . ?
C49 C54 H54A 109.4 . . ?
C49 C54 H54B 109.4 . . ?
C51 C54 H54A 109.4 . . ?
C51 C54 H54B 109.4 . . ?
H54A C54 H54B 108.0 . . ?
C55 C60 H60 120.0 . . ?
C55 C60 C59 120.0 . . ?
C59 C60 H60 120.0 . . ?
C60 C55 H55 120.0 . . ?
C60 C55 C56 120.0 . . ?
C56 C55 H55 120.0 . . ?
C55 C56 H56 120.0 . . ?
C57 C56 C55 120.0 . . ?
C57 C56 H56 120.0 . . ?
C56 C57 H57 120.0 . . ?
C56 C57 C58 120.0 . . ?
C58 C57 H57 120.0 . . ?
C57 C58 H58 120.0 . . ?
C57 C58 C59 120.0 . . ?
C59 C58 H58 120.0 . . ?
C60 C59 H59 120.0 . . ?
C58 C59 C60 120.0 . . ?
C58 C59 H59 120.0 . . ?

_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_cxy378_0m
_database_code_depnum_ccdc_archive 'CCDC 1985960'
loop_
_audit_author_name
_audit_author_address
'Xiaoyong Chang '
;Southern University of Science and Technology
China
;
_audit_update_record             
;
2020-02-24 deposited with the CCDC.	2020-03-02 downloaded from the CCDC.
;
_audit_creation_date             2020-02-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C64 H54 F8 N6 Ru'
_chemical_formula_sum            'C64 H54 F8 N6 Ru'
_chemical_formula_weight         1160.20
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru 0.0552 3.2960 '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                   28.865(4)
_cell_length_b                   12.4422(14)
_cell_length_c                   18.7711(19)
_cell_angle_alpha                90
_cell_angle_beta                 128.307(4)
_cell_angle_gamma                90
_cell_volume                     5290.1(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4138
_cell_measurement_temperature    100
_cell_measurement_theta_max      51.00
_cell_measurement_theta_min      3.90
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.048
_exptl_absorpt_correction_T_max  0.7500
_exptl_absorpt_correction_T_min  0.4264
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2012/1 (Bruker,2012) was used for absorption correction. wR2(int) was 0.1013 before and 0.0720 after correction. The Ratio of minimum to maximum transmission is 0.5685. The λ/2 correction factor is 0.0015.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.457
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2384
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0637
_diffrn_reflns_av_unetI/netI     0.0782
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            10070
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        60.010
_diffrn_reflns_theta_max         60.010
_diffrn_reflns_theta_min         3.903
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2784
_reflns_number_total             3814
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.890
_refine_diff_density_min         -0.914
_refine_diff_density_rms         0.092
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     366
_refine_ls_number_reflns         3814
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0778
_refine_ls_R_factor_gt           0.0533
_refine_ls_restrained_S_all      1.043
_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)+(0.0787P)²+1.7475P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1321
_refine_ls_wR_factor_ref         0.1452
_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 Ternary CH refined with riding coordinates:
 C25(H25), C27(H27), C30(H30)
2.b Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B), C26(H26A,H26B), C28(H28A,H28B), C29(H29A,H29B), C31(H31A,
 H31B), C32(H32A,H32B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C8(H8), C9(H9), C10(H10), C13(H13), C14(H14), C19(H19),
 C20(H20), C21(H21)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru1 Ru 0.5000 0.5000 0.5000 0.0295(2) Uani 1 2 d S T P . .
F1 F 0.29826(12) 0.7285(3) 0.35296(19) 0.0473(8) Uani 1 1 d . . . . .
F2 F 0.43648(14) 0.9071(3) 0.3424(2) 0.0634(10) Uani 1 1 d . . . . .
F3 F 0.44242(13) 0.3733(3) 0.17031(19) 0.0547(9) Uani 1 1 d . . . . .
F4 F 0.32225(12) 0.2346(2) 0.23552(18) 0.0463(8) Uani 1 1 d . . . . .
N1 N 0.49765(16) 0.6511(3) 0.5404(2) 0.0299(10) Uani 1 1 d . . . . .
N2 N 0.42860(17) 0.5352(3) 0.3711(2) 0.0296(10) Uani 1 1 d . . . . .
N3 N 0.5581(2) 0.5302(4) 0.4665(4) 0.0359(12) Uani 1 1 d . . . . .
C1 C 0.5344(2) 0.6921(4) 0.6277(3) 0.0320(12) Uani 1 1 d . . . . .
C2 C 0.5177(2) 0.8008(5) 0.6279(3) 0.0391(13) Uani 1 1 d . . . . .
H2 H 0.5357 0.8460 0.6780 0.047 Uiso 1 1 calc R . . . .
C3 C 0.4710(2) 0.8249(4) 0.5418(3) 0.0380(13) Uani 1 1 d . . . . .
H3 H 0.4512 0.8903 0.5215 0.046 Uiso 1 1 calc R . . . .
C4 C 0.4575(2) 0.7310(4) 0.4873(3) 0.0338(12) Uani 1 1 d . . . . .
C5 C 0.4105(2) 0.7190(4) 0.3961(3) 0.0327(12) Uani 1 1 d . . . . .
C6 C 0.3692(2) 0.8145(4) 0.3498(3) 0.0340(12) Uani 1 1 d . . . . .
C7 C 0.3144(2) 0.8156(4) 0.3294(3) 0.0375(13) Uani 1 1 d . . . . .
C8 C 0.2757(2) 0.9011(5) 0.2884(3) 0.0426(14) Uani 1 1 d . . . . .
H8 H 0.2394 0.8992 0.2767 0.051 Uiso 1 1 calc R . . . .
C9 C 0.2928(3) 0.9897(5) 0.2652(4) 0.0508(16) Uani 1 1 d . . . . .
H9 H 0.2676 1.0486 0.2376 0.061 Uiso 1 1 calc R . . . .
C10 C 0.3469(3) 0.9913(5) 0.2829(4) 0.0527(16) Uani 1 1 d . . . . .
H10 H 0.3583 1.0503 0.2667 0.063 Uiso 1 1 calc R . . . .
C11 C 0.3834(2) 0.9044(5) 0.3249(4) 0.0440(14) Uani 1 1 d . . . . .
C12 C 0.3963(2) 0.6298(4) 0.3422(3) 0.0316(12) Uani 1 1 d . . . . .
C13 C 0.3470(2) 0.6203(4) 0.2466(3) 0.0360(13) Uani 1 1 d . . . . .
H13 H 0.3184 0.6723 0.2107 0.043 Uiso 1 1 calc R . . . .
C14 C 0.3502(2) 0.5223(4) 0.2189(3) 0.0342(13) Uani 1 1 d . . . . .
H14 H 0.3243 0.4946 0.1605 0.041 Uiso 1 1 calc R . . . .
C15 C 0.4010(2) 0.4684(4) 0.2967(3) 0.0319(13) Uani 1 1 d . . . . .
C16 C 0.4191(2) 0.3650(4) 0.2961(3) 0.0343(13) Uani 1 1 d . . . . .
C17 C 0.3845(2) 0.3052(4) 0.2076(3) 0.0332(12) Uani 1 1 d . . . . .
C18 C 0.3970(2) 0.3093(5) 0.1480(3) 0.0425(14) Uani 1 1 d . . . . .
C19 C 0.3673(3) 0.2526(5) 0.0685(4) 0.0528(16) Uani 1 1 d . . . . .
H19 H 0.3776 0.2584 0.0305 0.063 Uiso 1 1 calc R . . . .
C20 C 0.3222(3) 0.1876(5) 0.0465(4) 0.0562(17) Uani 1 1 d . . . . .
H20 H 0.3020 0.1475 -0.0067 0.067 Uiso 1 1 calc R . . . .
C21 C 0.3058(2) 0.1800(5) 0.1020(4) 0.0483(15) Uani 1 1 d . . . . .
H21 H 0.2749 0.1359 0.0869 0.058 Uiso 1 1 calc R . . . .
C22 C 0.3371(2) 0.2399(4) 0.1797(3) 0.0376(13) Uani 1 1 d . . . . .
C23 C 0.5873(2) 0.6307(5) 0.4673(3) 0.0403(14) Uani 1 1 d . . . . .
C24 C 0.5395(2) 0.7089(5) 0.3985(4) 0.0487(15) Uani 1 1 d . . . . .
H24A H 0.5136 0.7246 0.4135 0.058 Uiso 1 1 calc R . . . .
H24B H 0.5162 0.6772 0.3384 0.058 Uiso 1 1 calc R . . . .
C25 C 0.5692(3) 0.8140(5) 0.4000(4) 0.0644(19) Uani 1 1 d . . . . .
H25 H 0.5389 0.8659 0.3568 0.077 Uiso 1 1 calc R . . . .
C26 C 0.6073(3) 0.8616(5) 0.4972(5) 0.068(2) Uani 1 1 d . . . . .
H26A H 0.6257 0.9278 0.4990 0.082 Uiso 1 1 calc R . . . .
H26B H 0.5825 0.8779 0.5143 0.082 Uiso 1 1 calc R . . . .
C27 C 0.6544(3) 0.7811(6) 0.5634(4) 0.0578(17) Uani 1 1 d . . . . .
H27 H 0.6786 0.8117 0.6247 0.069 Uiso 1 1 calc R . . . .
C28 C 0.6249(2) 0.6777(5) 0.5622(4) 0.0531(16) Uani 1 1 d . . . . .
H28A H 0.6548 0.6262 0.6049 0.064 Uiso 1 1 calc R . . . .
H28B H 0.6004 0.6936 0.5800 0.064 Uiso 1 1 calc R . . . .
C29 C 0.6265(2) 0.6046(5) 0.4412(4) 0.0454(15) Uani 1 1 d . . . . .
H29A H 0.6030 0.5728 0.3811 0.055 Uiso 1 1 calc R . . . .
H29B H 0.6565 0.5532 0.4838 0.055 Uiso 1 1 calc R . . . .
C30 C 0.6562(3) 0.7086(5) 0.4420(4) 0.0519(16) Uani 1 1 d . . . . .
H30 H 0.6816 0.6918 0.4254 0.062 Uiso 1 1 calc R . . . .
C31 C 0.6932(2) 0.7568(6) 0.5371(4) 0.0566(17) Uani 1 1 d . . . . .
H31A H 0.7239 0.7066 0.5801 0.068 Uiso 1 1 calc R . . . .
H31B H 0.7119 0.8224 0.5385 0.068 Uiso 1 1 calc R . . . .
C32 C 0.6088(3) 0.7875(6) 0.3744(4) 0.0606(18) Uani 1 1 d . . . . .
H32A H 0.5853 0.7567 0.3139 0.073 Uiso 1 1 calc R . . . .
H32B H 0.6270 0.8528 0.3740 0.073 Uiso 1 1 calc R . . . .
H3A H 0.537(2) 0.497(4) 0.410(4) 0.033(14) Uiso 1 1 d . . . . .
H3B H 0.583(3) 0.491(5) 0.495(5) 0.06(3) 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
Ru1 N1 2.045(4) 5_666 ?
Ru1 N1 2.045(4) . ?
Ru1 N2 2.028(4) 5_666 ?
Ru1 N2 2.028(4) . ?
Ru1 N3 2.158(4) 5_666 ?
Ru1 N3 2.158(4) . ?
F1 C7 1.357(6) . ?
F2 C11 1.355(6) . ?
F3 C18 1.360(6) . ?
F4 C22 1.357(5) . ?
N1 C1 1.384(6) . ?
N1 C4 1.376(6) . ?
N2 C12 1.386(6) . ?
N2 C15 1.377(6) . ?
N3 C23 1.503(7) . ?
N3 H3A 0.94(6) . ?
N3 H3B 0.76(6) . ?
C1 C2 1.436(7) . ?
C1 C16 1.404(7) 5_666 ?
C2 H2 0.9300 . ?
C2 C3 1.348(7) . ?
C3 H3 0.9300 . ?
C3 C4 1.439(7) . ?
C4 C5 1.383(7) . ?
C5 C6 1.518(7) . ?
C5 C12 1.381(7) . ?
C6 C7 1.379(7) . ?
C6 C11 1.369(7) . ?
C7 C8 1.380(7) . ?
C8 H8 0.9300 . ?
C8 C9 1.382(8) . ?
C9 H9 0.9300 . ?
C9 C10 1.381(8) . ?
C10 H10 0.9300 . ?
C10 C11 1.367(7) . ?
C12 C13 1.447(7) . ?
C13 H13 0.9300 . ?
C13 C14 1.350(7) . ?
C14 H14 0.9300 . ?
C14 C15 1.442(7) . ?
C15 C16 1.391(7) . ?
C16 C1 1.404(7) 5_666 ?
C16 C17 1.501(7) . ?
C17 C18 1.373(6) . ?
C17 C22 1.385(7) . ?
C18 C19 1.368(8) . ?
C19 H19 0.9300 . ?
C19 C20 1.361(8) . ?
C20 H20 0.9300 . ?
C20 C21 1.388(8) . ?
C21 H21 0.9300 . ?
C21 C22 1.365(7) . ?
C23 C24 1.518(7) . ?
C23 C28 1.514(7) . ?
C23 C29 1.523(7) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.554(8) . ?
C25 H25 0.9800 . ?
C25 C26 1.550(9) . ?
C25 C32 1.527(8) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C27 1.517(9) . ?
C27 H27 0.9800 . ?
C27 C28 1.536(8) . ?
C27 C31 1.507(7) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C30 1.547(8) . ?
C30 H30 0.9800 . ?
C30 C31 1.524(7) . ?
C30 C32 1.514(9) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Ru1 N1 180.0(3) 5_666 . ?
N1 Ru1 N3 99.13(17) . . ?
N1 Ru1 N3 80.87(17) . 5_666 ?
N1 Ru1 N3 80.87(17) 5_666 . ?
N1 Ru1 N3 99.13(17) 5_666 5_666 ?
N2 Ru1 N1 90.08(16) 5_666 5_666 ?
N2 Ru1 N1 89.92(16) 5_666 . ?
N2 Ru1 N1 89.93(16) . 5_666 ?
N2 Ru1 N1 90.08(16) . . ?
N2 Ru1 N2 180.0 . 5_666 ?
N2 Ru1 N3 89.25(18) 5_666 . ?
N2 Ru1 N3 89.25(18) . 5_666 ?
N2 Ru1 N3 90.75(18) . . ?
N2 Ru1 N3 90.75(18) 5_666 5_666 ?
N3 Ru1 N3 180.0 5_666 . ?
C1 N1 Ru1 126.9(3) . . ?
C4 N1 Ru1 127.0(3) . . ?
C4 N1 C1 106.0(4) . . ?
C12 N2 Ru1 126.1(3) . . ?
C15 N2 Ru1 126.9(3) . . ?
C15 N2 C12 106.8(4) . . ?
Ru1 N3 H3A 100(3) . . ?
Ru1 N3 H3B 105(5) . . ?
C23 N3 Ru1 132.4(4) . . ?
C23 N3 H3A 111(3) . . ?
C23 N3 H3B 104(5) . . ?
H3A N3 H3B 101(6) . . ?
N1 C1 C2 109.7(4) . . ?
N1 C1 C16 124.5(5) . 5_666 ?
C16 C1 C2 125.8(5) 5_666 . ?
C1 C2 H2 126.4 . . ?
C3 C2 C1 107.1(5) . . ?
C3 C2 H2 126.4 . . ?
C2 C3 H3 126.2 . . ?
C2 C3 C4 107.5(5) . . ?
C4 C3 H3 126.2 . . ?
N1 C4 C3 109.6(4) . . ?
N1 C4 C5 123.9(5) . . ?
C5 C4 C3 126.5(5) . . ?
C4 C5 C6 116.3(5) . . ?
C12 C5 C4 127.7(5) . . ?
C12 C5 C6 116.0(4) . . ?
C7 C6 C5 121.8(5) . . ?
C11 C6 C5 122.7(4) . . ?
C11 C6 C7 115.5(5) . . ?
F1 C7 C6 117.9(4) . . ?
F1 C7 C8 118.4(5) . . ?
C6 C7 C8 123.7(5) . . ?
C7 C8 H8 121.0 . . ?
C7 C8 C9 117.9(5) . . ?
C9 C8 H8 121.0 . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.3(5) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 H10 120.7 . . ?
C11 C10 C9 118.7(5) . . ?
C11 C10 H10 120.7 . . ?
F2 C11 C6 118.0(5) . . ?
F2 C11 C10 118.2(5) . . ?
C10 C11 C6 123.8(5) . . ?
N2 C12 C13 108.8(4) . . ?
C5 C12 N2 125.0(4) . . ?
C5 C12 C13 126.2(5) . . ?
C12 C13 H13 126.2 . . ?
C14 C13 C12 107.5(5) . . ?
C14 C13 H13 126.2 . . ?
C13 C14 H14 126.3 . . ?
C13 C14 C15 107.5(5) . . ?
C15 C14 H14 126.3 . . ?
N2 C15 C14 109.4(5) . . ?
N2 C15 C16 125.6(4) . . ?
C16 C15 C14 125.0(5) . . ?
C1 C16 C17 115.9(5) 5_666 . ?
C15 C16 C1 125.9(5) . 5_666 ?
C15 C16 C17 118.1(4) . . ?
C18 C17 C16 123.6(5) . . ?
C18 C17 C22 114.2(5) . . ?
C22 C17 C16 122.2(4) . . ?
F3 C18 C17 117.4(5) . . ?
F3 C18 C19 118.0(5) . . ?
C19 C18 C17 124.5(5) . . ?
C18 C19 H19 120.9 . . ?
C20 C19 C18 118.1(5) . . ?
C20 C19 H19 120.9 . . ?
C19 C20 H20 119.3 . . ?
C19 C20 C21 121.3(5) . . ?
C21 C20 H20 119.3 . . ?
C20 C21 H21 121.4 . . ?
C22 C21 C20 117.2(5) . . ?
C22 C21 H21 121.4 . . ?
F4 C22 C17 116.5(4) . . ?
F4 C22 C21 118.8(5) . . ?
C21 C22 C17 124.6(5) . . ?
N3 C23 C24 108.4(4) . . ?
N3 C23 C28 108.8(4) . . ?
N3 C23 C29 110.1(5) . . ?
C24 C23 C29 109.1(4) . . ?
C28 C23 C24 111.4(5) . . ?
C28 C23 C29 109.1(4) . . ?
C23 C24 H24A 109.9 . . ?
C23 C24 H24B 109.9 . . ?
C23 C24 C25 108.9(5) . . ?
H24A C24 H24B 108.3 . . ?
C25 C24 H24A 109.9 . . ?
C25 C24 H24B 109.9 . . ?
C24 C25 H25 109.9 . . ?
C26 C25 C24 108.9(5) . . ?
C26 C25 H25 109.9 . . ?
C32 C25 C24 109.0(5) . . ?
C32 C25 H25 109.9 . . ?
C32 C25 C26 109.3(5) . . ?
C25 C26 H26A 109.8 . . ?
C25 C26 H26B 109.8 . . ?
H26A C26 H26B 108.2 . . ?
C27 C26 C25 109.5(5) . . ?
C27 C26 H26A 109.8 . . ?
C27 C26 H26B 109.8 . . ?
C26 C27 H27 109.2 . . ?
C26 C27 C28 109.4(5) . . ?
C28 C27 H27 109.2 . . ?
C31 C27 C26 109.5(5) . . ?
C31 C27 H27 109.2 . . ?
C31 C27 C28 110.2(5) . . ?
C23 C28 C27 109.1(4) . . ?
C23 C28 H28A 109.9 . . ?
C23 C28 H28B 109.9 . . ?
C27 C28 H28A 109.9 . . ?
C27 C28 H28B 109.9 . . ?
H28A C28 H28B 108.3 . . ?
C23 C29 H29A 109.7 . . ?
C23 C29 H29B 109.7 . . ?
C23 C29 C30 109.7(5) . . ?
H29A C29 H29B 108.2 . . ?
C30 C29 H29A 109.7 . . ?
C30 C29 H29B 109.7 . . ?
C29 C30 H30 109.7 . . ?
C31 C30 C29 108.8(4) . . ?
C31 C30 H30 109.7 . . ?
C32 C30 C29 109.1(5) . . ?
C32 C30 H30 109.7 . . ?
C32 C30 C31 109.8(5) . . ?
C27 C31 C30 109.9(5) . . ?
C27 C31 H31A 109.7 . . ?
C27 C31 H31B 109.7 . . ?
C30 C31 H31A 109.7 . . ?
C30 C31 H31B 109.7 . . ?
H31A C31 H31B 108.2 . . ?
C25 C32 H32A 109.7 . . ?
C25 C32 H32B 109.7 . . ?
C30 C32 C25 109.9(5) . . ?
C30 C32 H32A 109.7 . . ?
C30 C32 H32B 109.7 . . ?
H32A C32 H32B 108.2 . . ?

_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_cxy380_0m
_database_code_depnum_ccdc_archive 'CCDC 1972138'
loop_
_audit_author_name
_audit_author_address
'Xiaoyong Chang '
;Southern University of Science and Technology
China
;
_audit_update_record             
;
2020-02-24 deposited with the CCDC.	2020-03-02 downloaded from the CCDC.
;
_audit_creation_date             2020-02-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
# start Validation Reply Form
_vrf_PLAT094_cxy380_0m           
;
PROBLEM: Ratio of Maximum / Minimum Residual Density ....       2.84 Report
RESPONSE: A significant residual peak with a distance of 1.57 angstrom
to C5 is observed. The 1H NMR and mass spectra strongly support a fully 
occupied H atom on C5, so we regards this residual peak as artefactual peak
which may be raised from Fourier truncation errors. 
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C48 H26 F8 N6 Ru, 3(C6 H6)'
_chemical_formula_sum            'C66 H44 F8 N6 Ru'
_chemical_formula_weight         1174.14
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru 0.0552 3.2960 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           58
_space_group_name_H-M_alt        'P n n m'
_space_group_name_Hall           '-P 2 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x, y, -z'
'x-1/2, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   12.6211(4)
_cell_length_b                   12.9645(4)
_cell_length_c                   17.2046(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2815.12(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9760
_cell_measurement_temperature    100
_cell_measurement_theta_max      67.31
_cell_measurement_theta_min      3.50
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.876
_exptl_absorpt_correction_T_max  0.7529
_exptl_absorpt_correction_T_min  0.5312
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2012/1 (Bruker,2012) was used for absorption correction. wR2(int) was 0.1011 before and 0.0582 after correction. The Ratio of minimum to maximum transmission is 0.7055. The λ/2 correction factor is 0.0015.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1196
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_av_unetI/netI     0.0175
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            32379
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.300
_diffrn_reflns_theta_max         67.300
_diffrn_reflns_theta_min         4.270
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker PHOTON 100 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2282
_reflns_number_total             2609
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Bruker Apex2'
_computing_data_collection       'Bruker Apex2'
_computing_data_reduction        'Bruker Apex2'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.900
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.107
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         2609
_refine_ls_number_restraints     25
_refine_ls_R_factor_all          0.0675
_refine_ls_R_factor_gt           0.0606
_refine_ls_restrained_S_all      1.070
_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)+(0.1047P)²+5.5861P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1683
_refine_ls_wR_factor_ref         0.1787
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C18_$1-C17 = C18-C17 = C18_$2-C18 = C18_$2-C17_$2
 1.39 with sigma of 0.02
 C25-C24 = C24-C23 = C21-C20 = C23-C22 = C20-C19
 1.39 with sigma of 0.02
 C14-C14_$1 = C15_$1-C14_$1 = C16_$1-C15_$1 = C16-C16_$1
 1.39 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C18) \\sim Ueq, Uanis(C17) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
Uanis(F2) = Uanis(F2A)
Uanis(F1) = Uanis(F1A)
Uanis(C10A) = Uanis(C10)
Uanis(C9A) = Uanis(C9)
Uanis(C8A) = Uanis(C8)
Uanis(C6A) = Uanis(C6)
Uanis(C7A) = Uanis(C7)
Uanis(C11A) = Uanis(C11)
Uanis(C22) = Uanis(C21) = Uanis(C23) = Uanis(C20) = Uanis(C24) = Uanis(C19) =
Uanis(C25)
4. Others
 Sof(F1A)=Sof(F2A)=Sof(C7A)=Sof(C8A)=Sof(H8A)=Sof(C9A)=Sof(H9A)=Sof(C10A)=
 Sof(H10A)=Sof(C11A)=Sof(C6A)=1-FVAR(1)
 Sof(F1)=Sof(F2)=Sof(C6)=Sof(C7)=Sof(C8)=Sof(H8)=Sof(C9)=Sof(H9)=Sof(C10)=
 Sof(H10)=Sof(C11)=FVAR(1)
 Sof(C18)=Sof(H18)=1-FVAR(2)
 Sof(C17)=Sof(H17)=0.5*(1-FVAR(3))
 Sof(C14)=Sof(H14)=Sof(C15)=Sof(H15)=Sof(C16)=Sof(H16)=0.5*FVAR(3)
 Sof(C23)=Sof(H23)=Sof(C24)=Sof(H24)=1-FVAR(3)
 Sof(C22)=Sof(H22)=Sof(C25)=Sof(H25)=0.5*(1-FVAR(4))
 Sof(C19)=Sof(H19)=Sof(C20)=Sof(H20)=Sof(C21)=Sof(H21)=FVAR(3)
 Fixed Sof: H13A(0.5) H13B(0.5) H13C(0.5)
5.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C5(H5), C8(H8), C9(H9), C10(H10), C8A(H8A), C9A(H9A), C10A(H10A),
 C22(H22), C23(H23), C24(H24), C25(H25), C14(H14), C15(H15), C16(H16), C19(H19),
  C20(H20), C21(H21), C17(H17), C18(H18)
5.b Fitted hexagon refined as free rotating group:
 C7A(C8A,C9A,C10A,C11A,C6A)
5.c Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru1 Ru 0.500000 0.500000 0.500000 0.0379(3) Uani 1 4 d S T P . .
N1 N 0.6409(3) 0.4235(4) 0.500000 0.0449(11) Uani 1 2 d S T P . .
N2 N 0.500000 0.500000 0.6200(3) 0.0362(10) Uani 1 2 d S T P . .
N3 N 0.4232(3) 0.3626(4) 0.500000 0.0419(10) Uani 1 2 d S T P . .
C1 C 0.7920(3) 0.3391(4) 0.5387(3) 0.0596(12) Uani 1 1 d . . . . .
H1 H 0.844727 0.309540 0.571213 0.072 Uiso 1 1 calc R . . . .
C2 C 0.6971(3) 0.3922(3) 0.5644(2) 0.0485(10) Uani 1 1 d . . . . .
C3 C 0.6677(3) 0.4075(3) 0.6414(2) 0.0469(9) Uani 1 1 d . . . . .
C4 C 0.5760(3) 0.4581(3) 0.6670(2) 0.0432(9) Uani 1 1 d . . . . .
C5 C 0.5465(4) 0.4745(4) 0.7465(3) 0.0516(10) Uani 1 1 d . . . . .
H5 H 0.585453 0.453445 0.790998 0.062 Uiso 1 1 calc R . . . .
C12 C 0.3779(5) 0.2872(5) 0.500000 0.0527(14) Uani 1 2 d S T P . .
C13 C 0.3211(6) 0.1884(6) 0.500000 0.0690(19) Uani 1 2 d S T P . .
H13A H 0.304337 0.168655 0.446405 0.104 Uiso 0.5 1 calc GR . . A -1
H13B H 0.255232 0.195445 0.529754 0.104 Uiso 0.5 1 calc GR . . A -1
H13C H 0.365622 0.135221 0.523841 0.104 Uiso 0.5 1 calc GR . . A -1
F1 F 0.8607(4) 0.5039(3) 0.6899(4) 0.0761(18) Uani 0.800(7) 1 d . . . B 1
F2 F 0.6341(3) 0.2213(3) 0.7205(3) 0.0697(13) Uani 0.800(7) 1 d . . . B 1
C6 C 0.7400(8) 0.3632(6) 0.7028(6) 0.0478(14) Uani 0.800(7) 1 d . . . B 1
C7 C 0.8367(8) 0.4082(6) 0.7203(6) 0.055(2) Uani 0.800(7) 1 d . . . B 1
C8 C 0.9133(5) 0.3648(7) 0.7678(4) 0.0552(19) Uani 0.800(7) 1 d . . . B 1
H8 H 0.978474 0.399226 0.777210 0.066 Uiso 0.800(7) 1 calc R . . B 1
C9 C 0.8925(7) 0.2721(7) 0.8004(5) 0.0582(16) Uani 0.800(7) 1 d . . . B 1
H9 H 0.944170 0.240836 0.832969 0.070 Uiso 0.800(7) 1 calc R . . B 1
C10 C 0.7974(5) 0.2218(5) 0.7872(4) 0.0561(16) Uani 0.800(7) 1 d . . . B 1
H10 H 0.781946 0.157426 0.810931 0.067 Uiso 0.800(7) 1 calc R . . B 1
C11 C 0.7254(5) 0.2697(5) 0.7375(4) 0.0497(14) Uani 0.800(7) 1 d . . . B 1
F1A F 0.8243(19) 0.5014(17) 0.7189(18) 0.0761(18) Uani 0.200(7) 1 d . . . B 2
F2A F 0.6532(12) 0.1950(13) 0.6702(13) 0.0697(13) Uani 0.200(7) 1 d . . . B 2
C7A C 0.825(4) 0.4132(19) 0.735(2) 0.055(2) Uani 0.200(7) 1 d . . . B 2
C8A C 0.890(3) 0.361(3) 0.787(2) 0.0552(19) Uani 0.200(7) 1 d G . . B 2
H8A H 0.943505 0.397707 0.814918 0.066 Uiso 0.200(7) 1 calc R . . B 2
C9A C 0.878(2) 0.256(3) 0.7983(17) 0.0582(16) Uani 0.200(7) 1 d G . . B 2
H9A H 0.922666 0.220119 0.833805 0.070 Uiso 0.200(7) 1 calc R . . B 2
C10A C 0.800(2) 0.2022(18) 0.7577(15) 0.0561(16) Uani 0.200(7) 1 d G . . B 2
H10A H 0.791814 0.130128 0.765352 0.067 Uiso 0.200(7) 1 calc R . . B 2
C11A C 0.7349(18) 0.254(2) 0.7058(14) 0.0497(14) Uani 0.200(7) 1 d G . . B 2
C6A C 0.747(3) 0.360(2) 0.695(2) 0.0478(14) Uani 0.200(7) 1 d G . . B 2
C22 C 0.028(2) 0.175(3) 0.500000 0.0930(19) Uani 0.358(11) 2 d DS T P C 2
H22 H 0.003362 0.106099 0.500001 0.112 Uiso 0.358(11) 2 calc RS T P C 2
C23 C 0.0438(18) 0.2217(17) 0.5714(11) 0.0930(19) Uani 0.358(11) 1 d D . . C 2
H23 H 0.031205 0.186741 0.619034 0.112 Uiso 0.358(11) 1 calc R . . C 2
C24 C 0.0798(17) 0.3230(17) 0.5686(11) 0.0930(19) Uani 0.358(11) 1 d D . . C 2
H24 H 0.096923 0.357427 0.615716 0.112 Uiso 0.358(11) 1 calc R . . C 2
C25 C 0.091(2) 0.374(3) 0.500000 0.0930(19) Uani 0.358(11) 2 d DS T P C 2
H25 H 0.106867 0.445301 0.500001 0.112 Uiso 0.358(11) 2 calc RS T P C 2
C14 C 0.7984(9) 0.0432(9) 0.5404(3) 0.077(4) Uani 0.439(7) 1 d D . . D 1
H14 H 0.858591 0.020552 0.568836 0.092 Uiso 0.439(7) 1 calc R . . D 1
C15 C 0.7091(8) 0.0767(7) 0.5776(6) 0.070(4) Uani 0.439(7) 1 d D . . D 1
H15 H 0.708098 0.074336 0.632817 0.084 Uiso 0.439(7) 1 calc R . . D 1
C16 C 0.6204(8) 0.1137(11) 0.5401(3) 0.068(3) Uani 0.439(7) 1 d D . . D 1
H16 H 0.561126 0.138465 0.568615 0.082 Uiso 0.439(7) 1 calc R . . D 1
C19 C 0.1045(10) 0.3544(10) 0.5383(7) 0.0930(19) Uani 0.642(11) 1 d D . . C 1
H19 H 0.129914 0.413376 0.565204 0.112 Uiso 0.642(11) 1 calc R . . C 1
C20 C 0.0690(10) 0.2719(10) 0.5798(7) 0.0930(19) Uani 0.642(11) 1 d D . . C 1
H20 H 0.071726 0.273143 0.634943 0.112 Uiso 0.642(11) 1 calc R . . C 1
C21 C 0.0288(10) 0.1857(11) 0.5416(7) 0.0930(19) Uani 0.642(11) 1 d D . . C 1
H21 H 0.002073 0.128435 0.570019 0.112 Uiso 0.642(11) 1 calc R . . C 1
C17 C 0.587(5) 0.084(4) 0.500000 0.066(17) Uani 0.121(14) 2 d DS TU P D 2
H17 H 0.642069 0.134745 0.500000 0.079 Uiso 0.121(14) 2 calc RS T P D 2
C18 C 0.538(3) 0.039(3) 0.563(2) 0.066(13) Uani 0.121(14) 1 d D U . D 2
H18 H 0.558759 0.064195 0.613021 0.079 Uiso 0.121(14) 1 calc R . . D 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 N1 2.036(4) . ?
Ru1 N1 2.036(4) 5_666 ?
Ru1 N2 2.064(5) . ?
Ru1 N2 2.064(5) 5_666 ?
Ru1 N3 2.027(5) . ?
Ru1 N3 2.027(5) 5_666 ?
N1 C2 1.378(5) . ?
N1 C2 1.378(5) 6_556 ?
N2 C4 1.368(5) 2_665 ?
N2 C4 1.368(5) . ?
N3 C12 1.133(8) . ?
C1 C1 1.331(10) 6_556 ?
C1 H1 0.9500 . ?
C1 C2 1.451(6) . ?
C2 C3 1.390(6) . ?
C3 C4 1.401(5) . ?
C3 C6 1.509(9) . ?
C3 C6A 1.49(3) . ?
C4 C5 1.434(6) . ?
C5 C5 1.347(9) 2_665 ?
C5 H5 0.9500 . ?
C12 C13 1.468(10) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
F1 C7 1.380(9) . ?
F2 C11 1.345(7) . ?
C6 C7 1.385(8) . ?
C6 C11 1.364(9) . ?
C7 C8 1.385(8) . ?
C8 H8 0.9500 . ?
C8 C9 1.352(9) . ?
C9 H9 0.9500 . ?
C9 C10 1.385(9) . ?
C10 H10 0.9500 . ?
C10 C11 1.394(8) . ?
F1A C7A 1.18(3) . ?
F2A C11A 1.42(3) . ?
C7A C8A 1.3900 . ?
C7A C6A 1.3900 . ?
C8A H8A 0.9500 . ?
C8A C9A 1.3900 . ?
C9A H9A 0.9500 . ?
C9A C10A 1.3900 . ?
C10A H10A 0.9500 . ?
C10A C11A 1.3900 . ?
C11A C6A 1.3900 . ?
C22 H22 0.9500 . ?
C22 C23 1.382(17) . ?
C22 C23 1.382(17) 6_556 ?
C23 H23 0.9500 . ?
C23 C24 1.390(18) . ?
C24 H24 0.9500 . ?
C24 C25 1.359(18) . ?
C25 H25 0.9500 . ?
C14 C14 1.389(10) 6_556 ?
C14 H14 0.9500 . ?
C14 C15 1.368(9) . ?
C15 H15 0.9500 . ?
C15 C16 1.378(9) . ?
C16 C16 1.381(10) 6_556 ?
C16 H16 0.9500 . ?
C19 C19 1.32(2) 6_556 ?
C19 H19 0.9500 . ?
C19 C20 1.362(13) . ?
C20 H20 0.9500 . ?
C20 C21 1.392(14) . ?
C21 C21 1.43(2) 6_556 ?
C21 H21 0.9500 . ?
C17 H17 0.9500 . ?
C17 C18 1.387(12) 6_556 ?
C17 C18 1.387(12) . ?
C18 C18 1.40(2) 2_655 ?
C18 H18 0.9500 . ?

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 N1 180.0 . 5_666 ?
N1 Ru1 N2 90.0 . 5_666 ?
N1 Ru1 N2 90.0 5_666 5_666 ?
N1 Ru1 N2 90.0 . . ?
N1 Ru1 N2 90.0 5_666 . ?
N2 Ru1 N2 180.0 5_666 . ?
N3 Ru1 N1 90.58(18) 5_666 . ?
N3 Ru1 N1 89.42(18) 5_666 5_666 ?
N3 Ru1 N1 89.42(18) . . ?
N3 Ru1 N1 90.58(18) . 5_666 ?
N3 Ru1 N2 90.0 5_666 5_666 ?
N3 Ru1 N2 90.0 . . ?
N3 Ru1 N2 90.0 . 5_666 ?
N3 Ru1 N2 90.0 5_666 . ?
N3 Ru1 N3 180.0 5_666 . ?
C2 N1 Ru1 126.4(2) 6_556 . ?
C2 N1 Ru1 126.4(2) . . ?
C2 N1 C2 107.1(4) . 6_556 ?
C4 N2 Ru1 126.3(2) . . ?
C4 N2 Ru1 126.3(2) 2_665 . ?
C4 N2 C4 107.5(5) 2_665 . ?
C12 N3 Ru1 178.2(5) . . ?
C1 C1 H1 126.1 6_556 . ?
C1 C1 C2 107.8(3) 6_556 . ?
C2 C1 H1 126.1 . . ?
N1 C2 C1 108.6(4) . . ?
N1 C2 C3 125.9(4) . . ?
C3 C2 C1 125.4(4) . . ?
C2 C3 C4 125.9(4) . . ?
C2 C3 C6 116.8(5) . . ?
C2 C3 C6A 110.2(17) . . ?
C4 C3 C6 117.3(5) . . ?
C4 C3 C6A 123.9(17) . . ?
N2 C4 C3 125.4(4) . . ?
N2 C4 C5 108.8(4) . . ?
C3 C4 C5 125.7(4) . . ?
C4 C5 H5 126.3 . . ?
C5 C5 C4 107.4(2) 2_665 . ?
C5 C5 H5 126.3 2_665 . ?
N3 C12 C13 179.0(7) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C7 C6 C3 121.7(7) . . ?
C11 C6 C3 124.2(7) . . ?
C11 C6 C7 113.5(5) . . ?
F1 C7 C6 119.3(7) . . ?
F1 C7 C8 115.8(8) . . ?
C6 C7 C8 124.9(5) . . ?
C7 C8 H8 121.0 . . ?
C9 C8 C7 118.1(6) . . ?
C9 C8 H8 121.0 . . ?
C8 C9 H9 119.4 . . ?
C8 C9 C10 121.2(6) . . ?
C10 C9 H9 119.4 . . ?
C9 C10 H10 121.4 . . ?
C9 C10 C11 117.2(6) . . ?
C11 C10 H10 121.4 . . ?
F2 C11 C6 115.8(6) . . ?
F2 C11 C10 119.0(6) . . ?
C6 C11 C10 125.2(6) . . ?
F1A C7A C8A 129(3) . . ?
F1A C7A C6A 111(3) . . ?
C8A C7A C6A 120.0 . . ?
C7A C8A H8A 120.0 . . ?
C9A C8A C7A 120.0 . . ?
C9A C8A H8A 120.0 . . ?
C8A C9A H9A 120.0 . . ?
C8A C9A C10A 120.0 . . ?
C10A C9A H9A 120.0 . . ?
C9A C10A H10A 120.0 . . ?
C11A C10A C9A 120.0 . . ?
C11A C10A H10A 120.0 . . ?
C10A C11A F2A 116.4(19) . . ?
C10A C11A C6A 120.0 . . ?
C6A C11A F2A 123.5(19) . . ?
C7A C6A C3 125(2) . . ?
C11A C6A C3 115(2) . . ?
C11A C6A C7A 120.0 . . ?
C23 C22 H22 117.3 6_556 . ?
C23 C22 H22 117.3 . . ?
C22 C23 H23 122.3 . . ?
C22 C23 C24 115(2) . . ?
C24 C23 H23 122.3 . . ?
C23 C24 H24 119.3 . . ?
C25 C24 C23 121(2) . . ?
C25 C24 H24 119.3 . . ?
C24 C25 H25 119.7 6_556 . ?
C24 C25 H25 119.7 . . ?
C14 C14 H14 121.0 6_556 . ?
C15 C14 C14 117.9(5) . 6_556 ?
C15 C14 H14 121.0 . . ?
C14 C15 H15 117.9 . . ?
C14 C15 C16 124.1(9) . . ?
C16 C15 H15 117.9 . . ?
C15 C16 C16 117.9(5) . 6_556 ?
C15 C16 H16 121.0 . . ?
C16 C16 H16 121.0 6_556 . ?
C19 C19 H19 119.2 6_556 . ?
C19 C19 C20 121.6(8) 6_556 . ?
C20 C19 H19 119.2 . . ?
C19 C20 H20 119.9 . . ?
C19 C20 C21 120.2(12) . . ?
C21 C20 H20 119.9 . . ?
C20 C21 C21 118.1(8) . 6_556 ?
C20 C21 H21 120.9 . . ?
C21 C21 H21 120.9 6_556 . ?
C18 C17 H17 128.1 . . ?
C18 C17 H17 128.1 6_556 . ?
C18 C17 C18 104(5) 6_556 . ?
C17 C18 H18 116.0 . . ?
C18 C18 H18 116.0 2_655 . ?

_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    Oxygen-sensitive
