# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_Compound2
_audit_block_doi                 10.5517/ccdc.csd.cc1kkxwx
_database_code_depnum_ccdc_archive 'CCDC 1447200'
_audit_update_record             
;
2016-09-29 deposited with the CCDC.
2017-07-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        'Ru-Terpy-dimethyl bipy'
_chemical_name_common            'Ru-Terpy-dimethyl bipy'
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H29 Cl F6 N5 P Ru S'
_chemical_formula_sum            'C34 H29 Cl F6 N5 P Ru S'
_chemical_formula_weight         821.17

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'
N N 0.0061 0.0033 '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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.991(5)
_cell_length_b                   13.475(5)
_cell_length_c                   13.856(5)
_cell_angle_alpha                64.503(5)
_cell_angle_beta                 75.699(5)
_cell_angle_gamma                66.929(5)
_cell_volume                     1696.5(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2385
_cell_measurement_theta_min      2.02
_cell_measurement_theta_max      28.3

_exptl_crystal_description       rectangular
_exptl_crystal_colour            red
_exptl_crystal_density_meas      1.606
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.608
_exptl_crystal_F_000             828
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_absorpt_coefficient_mu    0.716
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6856
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS-2014/2
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON 100 CMOS'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean 10.233
_diffrn_reflns_number            70617
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.023
_diffrn_reflns_theta_max         28.320
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8436
_reflns_number_gt                7109
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'APEX2 (Bruker, 2014); SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014);XPREP(Sheldrick,2014)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep, Pluton, Mercury, Olex2'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0435P)²+2.1754P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8436
_refine_ls_number_parameters     442
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0395
_refine_ls_wR_factor_ref         0.0989
_refine_ls_wR_factor_gt          0.0919
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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 0.22765(2) 0.39062(2) 0.72564(2) 0.02354(7) Uani 1 1 d . . . . .
Cl1 Cl 0.14683(7) 0.53532(6) 0.55644(5) 0.03484(15) Uani 1 1 d . . . . .
S1 S 0.82403(10) 0.90887(9) 0.61466(12) 0.0777(4) Uani 1 1 d . . . . .
P1 P 0.73479(11) 0.28602(9) 0.95420(8) 0.0590(2) Uani 1 1 d . . . . .
N4 N 0.2817(2) 0.25862(18) 0.86861(17) 0.0265(4) Uani 1 1 d . . . . .
N3 N 0.1236(2) 0.28344(19) 0.74129(17) 0.0282(4) Uani 1 1 d . . . . .
N5 N 0.3971(2) 0.31389(18) 0.64499(17) 0.0264(4) Uani 1 1 d . . . . .
N1 N 0.1002(2) 0.50097(19) 0.80208(17) 0.0279(4) Uani 1 1 d . . . . .
N2 N 0.3418(2) 0.47457(18) 0.71792(16) 0.0254(4) Uani 1 1 d . . . . .
F2 F 0.7754(4) 0.3583(3) 0.8360(2) 0.1098(10) Uani 1 1 d . . . . .
C34 C 0.4983(2) 0.3561(2) 0.6286(2) 0.0271(5) Uani 1 1 d . . . . .
C11 C 0.4664(2) 0.4495(2) 0.6689(2) 0.0266(5) Uani 1 1 d . . . . .
C9 C 0.3747(3) 0.6179(2) 0.7548(2) 0.0324(6) Uani 1 1 d . . . . .
H9 H 0.3431 0.6731 0.7863 0.039 Uiso 1 1 calc R U . . .
C13 C 0.1558(3) 0.5725(2) 0.8087(2) 0.0291(5) Uani 1 1 d . . . . .
C4 C 0.7933(3) 0.7105(3) 0.6200(3) 0.0424(7) Uani 1 1 d . . . . .
H4 H 0.8808 0.6898 0.5903 0.051 Uiso 1 1 calc R U . . .
C12 C 0.2949(3) 0.5575(2) 0.7605(2) 0.0283(5) Uani 1 1 d . . . . .
C19 C 0.6404(3) 0.2267(3) 0.5411(3) 0.0424(7) Uani 1 1 d . . . . .
H19 H 0.7221 0.1967 0.5069 0.051 Uiso 1 1 calc R U . . .
C27 C 0.1559(3) 0.1781(2) 0.8226(2) 0.0294(5) Uani 1 1 d . . . . .
C25 C 0.2721(3) 0.0714(2) 0.9923(2) 0.0365(6) Uani 1 1 d . . . . .
H25 H 0.2419 0.0094 1.0107 0.044 Uiso 1 1 calc R U . . .
C10 C 0.5480(3) 0.5099(2) 0.6594(2) 0.0313(6) Uani 1 1 d . . . . .
H10 H 0.6331 0.4928 0.6245 0.038 Uiso 1 1 calc R U . . .
C21 C 0.4188(3) 0.2302(2) 0.6080(2) 0.0323(6) Uani 1 1 d . . . . .
H21 H 0.3501 0.2018 0.6179 0.039 Uiso 1 1 calc R U . . .
C20 C 0.5385(3) 0.1849(2) 0.5562(2) 0.0391(6) Uani 1 1 d . . . . .
H20 H 0.5501 0.1271 0.5318 0.047 Uiso 1 1 calc R U . . .
C22 C 0.3573(3) 0.2549(2) 0.9339(2) 0.0336(6) Uani 1 1 d . . . . .
H22 H 0.3868 0.3176 0.9143 0.040 Uiso 1 1 calc R U . . .
C23 C 0.3925(3) 0.1624(3) 1.0279(2) 0.0392(6) Uani 1 1 d . . . . .
H23 H 0.4450 0.1633 1.0708 0.047 Uiso 1 1 calc R U . . .
C24 C 0.3504(3) 0.0673(2) 1.0598(2) 0.0370(6) Uani 1 1 d . . . . .
C14 C 0.0837(3) 0.6538(3) 0.8551(2) 0.0380(6) Uani 1 1 d . . . . .
H14 H 0.1230 0.7011 0.8601 0.046 Uiso 1 1 calc R U . . .
C2 C 0.7394(3) 0.8113(3) 0.6404(3) 0.0422(7) Uani 1 1 d . . . . .
C17 C -0.0274(3) 0.5126(3) 0.8405(2) 0.0360(6) Uani 1 1 d . . . . .
H17 H -0.0656 0.4643 0.8361 0.043 Uiso 1 1 calc R U . . .
F4 F 0.7145(3) 0.3912(3) 0.9862(3) 0.1140(11) Uani 1 1 d . . . . .
C7 C 0.5867(3) 0.6672(2) 0.6863(2) 0.0325(6) Uani 1 1 d . . . . .
C31 C 0.1145(3) 0.0889(3) 0.8322(2) 0.0413(7) Uani 1 1 d . . . . .
H31 H 0.1407 0.0168 0.8878 0.050 Uiso 1 1 calc R U . . .
C16 C -0.1040(3) 0.5931(3) 0.8860(3) 0.0433(7) Uani 1 1 d . . . . .
H16 H -0.1923 0.5994 0.9111 0.052 Uiso 1 1 calc R U . . .
C26 C 0.2389(3) 0.1666(2) 0.8981(2) 0.0289(5) Uani 1 1 d . . . . .
C6 C 0.5340(3) 0.7693(3) 0.7068(3) 0.0559(10) Uani 1 1 d . . . . .
H6 H 0.4463 0.7906 0.7359 0.067 Uiso 1 1 calc R U . . .
C18 C 0.6207(3) 0.3130(2) 0.5770(2) 0.0356(6) Uani 1 1 d . . . . .
H18 H 0.6888 0.3422 0.5669 0.043 Uiso 1 1 calc R U . . .
C8 C 0.5033(3) 0.5965(2) 0.7018(2) 0.0301(5) Uani 1 1 d . . . . .
C28 C 0.0428(3) 0.3020(3) 0.6720(2) 0.0355(6) Uani 1 1 d . . . . .
H28 H 0.0167 0.3747 0.6174 0.043 Uiso 1 1 calc R U . . .
F6 F 0.8861(3) 0.2401(4) 0.9747(3) 0.1353(14) Uani 1 1 d . . . . .
C5 C 0.7180(3) 0.6395(3) 0.6433(3) 0.0414(7) Uani 1 1 d . . . . .
H5 H 0.7569 0.5713 0.6297 0.050 Uiso 1 1 calc R U . . .
C29 C -0.0026(3) 0.2167(3) 0.6795(3) 0.0445(7) Uani 1 1 d . . . . .
H29 H -0.0588 0.2331 0.6304 0.053 Uiso 1 1 calc R U . . .
F5 F 0.5856(3) 0.3391(4) 0.9338(4) 0.1446(16) Uani 1 1 d . . . . .
F3 F 0.7040(5) 0.2134(3) 1.0754(3) 0.167(2) Uani 1 1 d . . . . .
F1 F 0.7633(6) 0.1814(3) 0.9239(4) 0.174(2) Uani 1 1 d . . . . .
C30 C 0.0345(3) 0.1071(3) 0.7591(3) 0.0462(8) Uani 1 1 d . . . . .
C15 C -0.0482(3) 0.6639(3) 0.8941(3) 0.0466(8) Uani 1 1 d . . . . .
H15 H -0.0982 0.7182 0.9253 0.056 Uiso 1 1 calc R U . . .
C33 C 0.3870(4) -0.0361(3) 1.1626(3) 0.0512(8) Uani 1 1 d . . . . .
H33A H 0.3487 -0.0923 1.1703 0.077 Uiso 1 1 calc R U . . .
H33B H 0.4819 -0.0705 1.1606 0.077 Uiso 1 1 calc R U . . .
H33C H 0.3539 -0.0114 1.2223 0.077 Uiso 1 1 calc R U . . .
C3 C 0.6089(4) 0.8393(3) 0.6848(4) 0.0614(11) Uani 1 1 d . . . . .
H3 H 0.5712 0.9066 0.7000 0.074 Uiso 1 1 calc R U . . .
C1 C 0.9907(3) 0.8380(3) 0.5794(3) 0.0578(9) Uani 1 1 d . . . . .
H1A H 1.0427 0.8868 0.5642 0.087 Uiso 1 1 calc R U . . .
H1B H 1.0242 0.7661 0.6378 0.087 Uiso 1 1 calc R U . . .
H1C H 0.9961 0.8222 0.5169 0.087 Uiso 1 1 calc R U . . .
C32 C -0.0085(5) 0.0106(4) 0.7667(4) 0.0778(14) Uani 1 1 d . . . . .
H32A H 0.0272 -0.0582 0.8270 0.117 Uiso 1 1 calc R U . . .
H32B H -0.1038 0.0336 0.7759 0.117 Uiso 1 1 calc R U . . .
H32C H 0.0235 -0.0052 0.7020 0.117 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 N2 1.951(2) . ?
Ru1 N4 2.040(2) . ?
Ru1 N5 2.060(2) . ?
Ru1 N1 2.070(2) . ?
Ru1 N3 2.084(2) . ?
Ru1 Cl1 2.4132(9) . ?
S1 C1 1.759(4) . ?
S1 C2 1.764(3) . ?
P1 F1 1.536(3) . ?
P1 F5 1.554(4) . ?
P1 F2 1.561(3) . ?
P1 F3 1.567(3) . ?
P1 F4 1.582(3) . ?
P1 F6 1.583(4) . ?
N4 C22 1.346(3) . ?
N4 C26 1.360(3) . ?
N3 C28 1.346(3) . ?
N3 C27 1.355(3) . ?
N5 C21 1.348(3) . ?
N5 C34 1.368(3) . ?
N1 C17 1.344(3) . ?
N1 C13 1.370(3) . ?
N2 C11 1.352(3) . ?
N2 C12 1.352(3) . ?
C34 C18 1.389(4) . ?
C34 C11 1.477(4) . ?
C11 C10 1.380(4) . ?
C9 C12 1.381(4) . ?
C9 C8 1.403(4) . ?
C13 C14 1.383(4) . ?
C13 C12 1.482(4) . ?
C4 C2 1.376(4) . ?
C4 C5 1.388(4) . ?
C19 C20 1.376(4) . ?
C19 C18 1.377(4) . ?
C27 C31 1.389(4) . ?
C27 C26 1.474(4) . ?
C25 C26 1.382(4) . ?
C25 C24 1.390(4) . ?
C10 C8 1.395(4) . ?
C21 C20 1.378(4) . ?
C22 C23 1.369(4) . ?
C23 C24 1.389(4) . ?
C24 C33 1.505(4) . ?
C14 C15 1.391(4) . ?
C2 C3 1.384(5) . ?
C17 C16 1.377(4) . ?
C7 C5 1.386(4) . ?
C7 C6 1.392(4) . ?
C7 C8 1.486(4) . ?
C31 C30 1.384(4) . ?
C16 C15 1.372(5) . ?
C6 C3 1.378(4) . ?
C28 C29 1.379(4) . ?
C29 C30 1.384(5) . ?
C30 C32 1.504(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Ru1 N4 96.43(9) . . ?
N2 Ru1 N5 79.79(9) . . ?
N4 Ru1 N5 91.18(9) . . ?
N2 Ru1 N1 79.54(9) . . ?
N4 Ru1 N1 91.75(9) . . ?
N5 Ru1 N1 159.32(8) . . ?
N2 Ru1 N3 173.40(8) . . ?
N4 Ru1 N3 78.40(9) . . ?
N5 Ru1 N3 96.11(9) . . ?
N1 Ru1 N3 104.54(9) . . ?
N2 Ru1 Cl1 90.34(7) . . ?
N4 Ru1 Cl1 173.24(6) . . ?
N5 Ru1 Cl1 89.95(6) . . ?
N1 Ru1 Cl1 89.54(7) . . ?
N3 Ru1 Cl1 94.85(7) . . ?
C1 S1 C2 105.20(16) . . ?
F1 P1 F5 95.3(3) . . ?
F1 P1 F2 90.6(2) . . ?
F5 P1 F2 91.5(2) . . ?
F1 P1 F3 91.0(2) . . ?
F5 P1 F3 92.5(2) . . ?
F2 P1 F3 175.5(3) . . ?
F1 P1 F4 176.6(3) . . ?
F5 P1 F4 88.1(2) . . ?
F2 P1 F4 89.0(2) . . ?
F3 P1 F4 89.1(2) . . ?
F1 P1 F6 88.4(3) . . ?
F5 P1 F6 176.2(2) . . ?
F2 P1 F6 87.3(2) . . ?
F3 P1 F6 88.6(3) . . ?
F4 P1 F6 88.2(2) . . ?
C22 N4 C26 118.2(2) . . ?
C22 N4 Ru1 125.32(18) . . ?
C26 N4 Ru1 116.43(17) . . ?
C28 N3 C27 117.6(2) . . ?
C28 N3 Ru1 126.80(19) . . ?
C27 N3 Ru1 114.96(17) . . ?
C21 N5 C34 118.1(2) . . ?
C21 N5 Ru1 128.57(18) . . ?
C34 N5 Ru1 113.36(17) . . ?
C17 N1 C13 118.4(2) . . ?
C17 N1 Ru1 128.16(19) . . ?
C13 N1 Ru1 113.44(17) . . ?
C11 N2 C12 121.0(2) . . ?
C11 N2 Ru1 119.25(17) . . ?
C12 N2 Ru1 119.73(17) . . ?
N5 C34 C18 121.2(2) . . ?
N5 C34 C11 115.1(2) . . ?
C18 C34 C11 123.7(2) . . ?
N2 C11 C10 120.5(2) . . ?
N2 C11 C34 112.5(2) . . ?
C10 C11 C34 127.0(2) . . ?
C12 C9 C8 120.3(2) . . ?
N1 C13 C14 121.2(2) . . ?
N1 C13 C12 114.9(2) . . ?
C14 C13 C12 123.8(2) . . ?
C2 C4 C5 120.5(3) . . ?
N2 C12 C9 120.1(2) . . ?
N2 C12 C13 112.4(2) . . ?
C9 C12 C13 127.5(2) . . ?
C20 C19 C18 119.6(3) . . ?
N3 C27 C31 122.1(2) . . ?
N3 C27 C26 114.4(2) . . ?
C31 C27 C26 123.5(2) . . ?
C26 C25 C24 120.6(3) . . ?
C11 C10 C8 120.2(2) . . ?
N5 C21 C20 122.8(3) . . ?
C19 C20 C21 118.9(3) . . ?
N4 C22 C23 122.5(3) . . ?
C22 C23 C24 120.4(3) . . ?
C23 C24 C25 117.0(3) . . ?
C23 C24 C33 122.0(3) . . ?
C25 C24 C33 121.0(3) . . ?
C13 C14 C15 119.1(3) . . ?
C4 C2 C3 118.2(3) . . ?
C4 C2 S1 125.0(2) . . ?
C3 C2 S1 116.8(2) . . ?
N1 C17 C16 122.7(3) . . ?
C5 C7 C6 116.7(3) . . ?
C5 C7 C8 121.6(3) . . ?
C6 C7 C8 121.5(3) . . ?
C30 C31 C27 120.1(3) . . ?
C15 C16 C17 119.1(3) . . ?
N4 C26 C25 121.3(2) . . ?
N4 C26 C27 114.8(2) . . ?
C25 C26 C27 124.0(2) . . ?
C3 C6 C7 121.4(3) . . ?
C19 C18 C34 119.4(3) . . ?
C10 C8 C9 117.7(2) . . ?
C10 C8 C7 120.8(2) . . ?
C9 C8 C7 121.4(2) . . ?
N3 C28 C29 122.2(3) . . ?
C7 C5 C4 122.0(3) . . ?
C28 C29 C30 120.8(3) . . ?
C29 C30 C31 117.0(3) . . ?
C29 C30 C32 122.2(3) . . ?
C31 C30 C32 120.8(3) . . ?
C16 C15 C14 119.4(3) . . ?
C6 C3 C2 121.1(3) . . ?

_refine_diff_density_max         1.122
_refine_diff_density_min         -0.889
_refine_diff_density_rms         0.081


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol-Dichloromethane'
_chemical_properties_physical    ', Light-sensitive,Photo-sensitive'
####################################################################### 
# 
# 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_Compound1
_audit_block_doi                 10.5517/ccdc.csd.cc1kkxvw
_database_code_depnum_ccdc_archive 'CCDC 1447199'
_audit_update_record             
;
2016-09-29 deposited with the CCDC.
2017-07-23 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT213_Compound1           
;
PROBLEM: Atom C17             has ADP max/min Ratio .....        5.4 prolat
RESPONSE: The atom C17 has slightly higher thermal parameters and on collecting at lower temperature (100K) it was not resolved. The carbon atom was still not ideally shaped, however, this does not indicate an incorrect atom-type assignment.
;
_vrf_RINTA01_Compound1           
;
PROBLEM: The value of Rint is greater than 0.18
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to grow better diffracting crystals. Data was collected at three different temperatures with radiation source of Mo. All results were consistent with the model in this report however, all yielded serious problems due to weak diffraction and disorder in the atom positions. The high R factor results from the weak diffraction.
;
_vrf_PLAT020_Compound1           
;
PROBLEM: The value of Rint is greater than 0.12 .........      0.235 Report
RESPONSE: Crystals diffracted extremely weakly. Multiple attempts were made to grow better diffracting crystals. Data was collected at three different temperatures with radiation source of Mo. All results were consistent with the model in this report however, all yielded serious problems due to weak diffraction and disorder in the atom positions. The high R factor results from the weak diffraction.
;
_vrf_PLAT213_Compound1_2         
;
PROBLEM: Atom S1              has ADP max/min Ratio .....        4.4 prolat
RESPONSE: The atom S1 has slightly higher thermal parameters and on collecting at lower temperature (100K) it was not resolved. The Sulphur atom was still not ideally shaped, however, this does not indicate an incorrect atom-type assignment.
;
# Added during the CSD deposition process: Thursday 29 September 2016 12:01 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        Ru-Terpy-bipy
_chemical_name_common            'Ru-Terpy- bipy'
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H25 Cl F6 N5 P Ru S'
_chemical_formula_sum            'C32 H25 Cl F6 N5 P Ru S'
_chemical_formula_weight         793.12

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'
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'
F F 0.0171 0.0103 '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'
S S 0.1246 0.1234 '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'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.0582(6)
_cell_length_b                   19.8028(9)
_cell_length_c                   11.9764(6)
_cell_angle_alpha                90
_cell_angle_beta                 97.347(2)
_cell_angle_gamma                90
_cell_volume                     3071.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    7608
_cell_measurement_theta_min      2.1
_cell_measurement_theta_max      28.3

_exptl_crystal_description       rectangular
_exptl_crystal_colour            red
_exptl_crystal_density_meas      1.715
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.715
_exptl_crystal_F_000             1592
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.16
_exptl_absorpt_coefficient_mu    0.788
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6502
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON 100 CMOS'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean 10.233
_diffrn_reflns_number            54801
_diffrn_reflns_av_unetI/netI     0.2016
_diffrn_reflns_av_R_equivalents  0.2354
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.057
_diffrn_reflns_theta_max         28.316
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7608
_reflns_number_gt                3873
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'APEX2 (Bruker, 2014); SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014);XPREP(Sheldrick,2014)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep, Pluton, Mercury, Olex2'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0920P)²+5.0296P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7608
_refine_ls_number_parameters     424
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2014
_refine_ls_R_factor_gt           0.0796
_refine_ls_wR_factor_ref         0.2026
_refine_ls_wR_factor_gt          0.1550
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.013
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.74874(4) 1.04597(3) 0.29545(5) 0.02110(18) Uani 1 1 d . . . . .
Cl1 Cl 0.76867(12) 1.10331(9) 0.47442(15) 0.0273(4) Uani 1 1 d . . . . .
S1 S 1.1257(6) 0.5970(3) 0.6486(7) 0.197(4) Uani 1 1 d . . . . .
P1 P 0.62488(16) 0.77178(12) 0.70918(19) 0.0399(6) Uani 1 1 d . . . . .
F1 F 0.5172(4) 0.8051(3) 0.6690(5) 0.0777(18) Uani 1 1 d . . . . .
F2 F 0.7316(5) 0.7385(6) 0.7421(7) 0.160(5) Uani 1 1 d . . . . .
F3 F 0.6380(4) 0.7581(2) 0.5802(4) 0.0565(14) Uani 1 1 d . . . . .
F4 F 0.6754(6) 0.8438(4) 0.6971(6) 0.112(3) Uani 1 1 d . . . . .
F5 F 0.5683(6) 0.7025(3) 0.7137(6) 0.093(2) Uani 1 1 d . . . . .
F6 F 0.6120(5) 0.7833(4) 0.8358(5) 0.096(2) Uani 1 1 d . . . . .
N1 N 0.6884(4) 1.1288(3) 0.2029(5) 0.0265(14) Uani 1 1 d . . . . .
N6 N 0.8114(4) 0.9647(3) 0.3645(4) 0.0210(13) Uani 1 1 d . . . . .
N3 N 0.6206(4) 0.9976(3) 0.3419(5) 0.0227(13) Uani 1 1 d . . . . .
N5 N 0.9022(4) 1.0650(3) 0.2818(5) 0.0230(13) Uani 1 1 d . . . . .
C101 C 0.9059(8) 0.7383(6) 0.5584(12) 0.107(6) Uani 1 1 d . . . . .
H101 H 0.8373 0.7470 0.5732 0.128 Uiso 1 1 calc R U . . .
N2 N 0.7123(4) 1.0039(3) 0.1398(5) 0.0301(15) Uani 1 1 d . . . . .
C1 C 0.7507(5) 0.9152(3) 0.4011(6) 0.0228(15) Uani 1 1 d . . . . .
C2 C 0.6417(5) 0.9351(3) 0.3874(6) 0.0221(15) Uani 1 1 d . . . . .
C3 C 0.5231(5) 1.0216(4) 0.3315(6) 0.0261(16) Uani 1 1 d . . . . .
H4 H 0.5091 1.0658 0.3026 0.031 Uiso 1 1 calc R U . . .
C4 C 0.4429(5) 0.9825(4) 0.3626(6) 0.0290(17) Uani 1 1 d . . . . .
H1 H 0.3746 0.9999 0.3543 0.035 Uiso 1 1 calc R U . . .
C5 C 0.4625(5) 0.9183(4) 0.4057(6) 0.0265(17) Uani 1 1 d . . . . .
H2 H 0.4081 0.8910 0.4264 0.032 Uiso 1 1 calc R U . . .
C6 C 0.5622(5) 0.8947(4) 0.4180(6) 0.0278(17) Uani 1 1 d . . . . .
H3 H 0.5772 0.8507 0.4473 0.033 Uiso 1 1 calc R U . . .
C7 C 0.7931(5) 0.8550(4) 0.4409(6) 0.0258(16) Uani 1 1 d . . . . .
H13 H 0.7501 0.8202 0.4636 0.031 Uiso 1 1 calc R U . . .
C8 C 0.9004(5) 0.8449(3) 0.4480(6) 0.0249(16) Uani 1 1 d . . . . .
C9 C 0.9616(5) 0.8978(4) 0.4125(6) 0.0257(16) Uani 1 1 d . . . . .
H9 H 1.0343 0.8927 0.4167 0.031 Uiso 1 1 calc R U . . .
C10 C 0.9152(5) 0.9563(3) 0.3722(5) 0.0219(14) Uani 1 1 d . . . . .
C11 C 0.9673(5) 1.0151(3) 0.3293(6) 0.0220(15) Uani 1 1 d . . . . .
C12 C 0.9456(5) 1.1200(4) 0.2399(6) 0.0279(17) Uani 1 1 d . . . . .
H8 H 0.9017 1.1548 0.2069 0.033 Uiso 1 1 calc R U . . .
C13 C 1.0500(6) 1.1275(4) 0.2433(7) 0.0369(19) Uani 1 1 d . . . . .
H5 H 1.0774 1.1664 0.2114 0.044 Uiso 1 1 calc R U . . .
C14 C 1.1150(6) 1.0785(4) 0.2929(7) 0.0351(19) Uani 1 1 d . . . . .
H6 H 1.1877 1.0838 0.2974 0.042 Uiso 1 1 calc R U . . .
C15 C 1.0739(5) 1.0213(4) 0.3363(6) 0.0293(17) Uani 1 1 d . . . . .
H7 H 1.1178 0.9868 0.3704 0.035 Uiso 1 1 calc R U . . .
C16 C 0.9516(6) 0.7815(4) 0.4917(6) 0.0291(17) Uani 1 1 d . . . . .
C17 C 0.9566(10) 0.6826(7) 0.6045(16) 0.160(9) Uani 1 1 d . . . . .
H12 H 0.9239 0.6541 0.6530 0.192 Uiso 1 1 calc R U . . .
C18 C 1.0536(8) 0.6676(5) 0.5817(10) 0.075(4) Uani 1 1 d . . . . .
C19 C 1.1003(7) 0.7092(4) 0.5191(8) 0.051(2) Uani 1 1 d . . . . .
H11 H 1.1691 0.7002 0.5056 0.061 Uiso 1 1 calc R U . . .
C20 C 1.0496(6) 0.7657(4) 0.4730(8) 0.042(2) Uani 1 1 d . . . . .
H10 H 1.0841 0.7947 0.4267 0.050 Uiso 1 1 calc R U . . .
C21 C 0.7236(6) 0.9381(4) 0.1157(6) 0.037(2) Uani 1 1 d . . . . .
H21 H 0.7586 0.9096 0.1718 0.044 Uiso 1 1 calc R U . . .
C22 C 0.6861(7) 0.9104(4) 0.0120(7) 0.052(2) Uani 1 1 d . . . . .
H20 H 0.6950 0.8637 -0.0023 0.062 Uiso 1 1 calc R U . . .
C23 C 0.6369(8) 0.9507(5) -0.0676(7) 0.056(3) Uani 1 1 d . . . . .
H14 H 0.6111 0.9326 -0.1392 0.067 Uiso 1 1 calc R U . . .
C24 C 0.6238(7) 1.0191(5) -0.0457(7) 0.055(3) Uani 1 1 d . . . . .
H15 H 0.5889 1.0476 -0.1019 0.066 Uiso 1 1 calc R U . . .
C25 C 0.6623(6) 1.0453(4) 0.0596(6) 0.0324(17) Uani 1 1 d . . . . .
C26 C 0.6512(5) 1.1157(4) 0.0927(7) 0.0324(18) Uani 1 1 d . . . . .
C27 C 0.6876(6) 1.1930(4) 0.2397(7) 0.0360(19) Uani 1 1 d . . . . .
H19 H 0.7119 1.2024 0.3163 0.043 Uiso 1 1 calc R U . . .
C28 C 0.6522(6) 1.2461(4) 0.1687(8) 0.046(2) Uani 1 1 d . . . . .
H18 H 0.6541 1.2912 0.1957 0.055 Uiso 1 1 calc R U . . .
C29 C 0.6145(7) 1.2319(5) 0.0591(8) 0.048(2) Uani 1 1 d . . . . .
H16 H 0.5887 1.2672 0.0097 0.058 Uiso 1 1 calc R U . . .
C30 C 0.6141(6) 1.1678(5) 0.0214(7) 0.044(2) Uani 1 1 d . . . . .
H17 H 0.5881 1.1582 -0.0547 0.053 Uiso 1 1 calc R U . . .
C201 C 1.0934(12) 0.5600(12) 0.5755(13) 0.151(12) Uani 1 1 d . . . . .
H20A H 1.1220 0.5148 0.5913 0.227 Uiso 1 1 calc R U . . .
H20B H 1.0179 0.5582 0.5703 0.227 Uiso 1 1 calc R U . . .
H20C H 1.1132 0.5764 0.5041 0.227 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 N6 1.942(5) . ?
Ru1 N2 2.042(6) . ?
Ru1 N3 2.065(5) . ?
Ru1 N5 2.066(6) . ?
Ru1 N1 2.078(6) . ?
Ru1 Cl1 2.4102(19) . ?
S1 C201 1.18(2) . ?
S1 C18 1.813(9) . ?
P1 F2 1.546(7) . ?
P1 F5 1.563(6) . ?
P1 F6 1.564(6) . ?
P1 F1 1.572(6) . ?
P1 F4 1.586(6) . ?
P1 F3 1.599(5) . ?
N1 C27 1.346(9) . ?
N1 C26 1.372(9) . ?
N6 C10 1.357(8) . ?
N6 C1 1.367(8) . ?
N3 C3 1.350(8) . ?
N3 C2 1.366(8) . ?
N5 C12 1.352(8) . ?
N5 C11 1.378(9) . ?
C101 C16 1.359(12) . ?
C101 C17 1.367(13) . ?
C101 H101 0.9500 . ?
N2 C21 1.347(9) . ?
N2 C25 1.364(9) . ?
C1 C7 1.375(9) . ?
C1 C2 1.466(9) . ?
C2 C6 1.396(9) . ?
C3 C4 1.391(10) . ?
C3 H4 0.9500 . ?
C4 C5 1.385(10) . ?
C4 H1 0.9500 . ?
C5 C6 1.373(9) . ?
C5 H2 0.9500 . ?
C6 H3 0.9500 . ?
C7 C8 1.408(9) . ?
C7 H13 0.9500 . ?
C8 C9 1.415(9) . ?
C8 C16 1.486(9) . ?
C9 C10 1.367(9) . ?
C9 H9 0.9500 . ?
C10 C11 1.474(9) . ?
C11 C15 1.389(9) . ?
C12 C13 1.368(10) . ?
C12 H8 0.9500 . ?
C13 C14 1.374(11) . ?
C13 H5 0.9500 . ?
C14 C15 1.383(10) . ?
C14 H6 0.9500 . ?
C15 H7 0.9500 . ?
C16 C20 1.363(10) . ?
C17 C18 1.362(14) . ?
C17 H12 0.9500 . ?
C18 C19 1.314(13) . ?
C19 C20 1.380(11) . ?
C19 H11 0.9500 . ?
C20 H10 0.9500 . ?
C21 C22 1.388(11) . ?
C21 H21 0.9500 . ?
C22 C23 1.343(12) . ?
C22 H20 0.9500 . ?
C23 C24 1.393(13) . ?
C23 H14 0.9500 . ?
C24 C25 1.397(11) . ?
C24 H15 0.9500 . ?
C25 C26 1.461(11) . ?
C26 C30 1.387(10) . ?
C27 C28 1.394(11) . ?
C27 H19 0.9500 . ?
C28 C29 1.370(12) . ?
C28 H18 0.9500 . ?
C29 C30 1.347(12) . ?
C29 H16 0.9500 . ?
C30 H17 0.9500 . ?
C201 H20A 0.9800 . ?
C201 H20B 0.9800 . ?
C201 H20C 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
N6 Ru1 N2 95.0(2) . . ?
N6 Ru1 N3 79.2(2) . . ?
N2 Ru1 N3 87.4(2) . . ?
N6 Ru1 N5 79.9(2) . . ?
N2 Ru1 N5 96.7(2) . . ?
N3 Ru1 N5 159.0(2) . . ?
N6 Ru1 N1 172.7(2) . . ?
N2 Ru1 N1 78.9(2) . . ?
N3 Ru1 N1 104.2(2) . . ?
N5 Ru1 N1 96.8(2) . . ?
N6 Ru1 Cl1 91.14(16) . . ?
N2 Ru1 Cl1 172.00(17) . . ?
N3 Ru1 Cl1 88.75(16) . . ?
N5 Ru1 Cl1 89.37(16) . . ?
N1 Ru1 Cl1 95.32(17) . . ?
C201 S1 C18 92.0(11) . . ?
F2 P1 F5 91.8(5) . . ?
F2 P1 F6 91.1(4) . . ?
F5 P1 F6 89.1(4) . . ?
F2 P1 F1 177.0(4) . . ?
F5 P1 F1 88.3(4) . . ?
F6 P1 F1 91.9(4) . . ?
F2 P1 F4 92.0(5) . . ?
F5 P1 F4 175.6(4) . . ?
F6 P1 F4 93.2(4) . . ?
F1 P1 F4 87.8(4) . . ?
F2 P1 F3 88.3(4) . . ?
F5 P1 F3 89.7(3) . . ?
F6 P1 F3 178.6(4) . . ?
F1 P1 F3 88.7(3) . . ?
F4 P1 F3 88.1(3) . . ?
C27 N1 C26 118.5(6) . . ?
C27 N1 Ru1 126.1(5) . . ?
C26 N1 Ru1 115.3(5) . . ?
C10 N6 C1 120.4(6) . . ?
C10 N6 Ru1 119.5(4) . . ?
C1 N6 Ru1 120.0(4) . . ?
C3 N3 C2 119.7(6) . . ?
C3 N3 Ru1 126.8(5) . . ?
C2 N3 Ru1 113.5(4) . . ?
C12 N5 C11 117.7(6) . . ?
C12 N5 Ru1 129.2(5) . . ?
C11 N5 Ru1 112.9(4) . . ?
C16 C101 C17 121.2(9) . . ?
C16 C101 H101 119.4 . . ?
C17 C101 H101 119.4 . . ?
C21 N2 C25 119.1(6) . . ?
C21 N2 Ru1 124.8(5) . . ?
C25 N2 Ru1 115.6(5) . . ?
N6 C1 C7 120.6(6) . . ?
N6 C1 C2 111.5(6) . . ?
C7 C1 C2 127.9(6) . . ?
N3 C2 C6 120.3(6) . . ?
N3 C2 C1 115.6(6) . . ?
C6 C2 C1 124.1(6) . . ?
N3 C3 C4 120.9(7) . . ?
N3 C3 H4 119.6 . . ?
C4 C3 H4 119.6 . . ?
C5 C4 C3 120.1(6) . . ?
C5 C4 H1 119.9 . . ?
C3 C4 H1 119.9 . . ?
C6 C5 C4 118.7(7) . . ?
C6 C5 H2 120.7 . . ?
C4 C5 H2 120.7 . . ?
C5 C6 C2 120.3(7) . . ?
C5 C6 H3 119.9 . . ?
C2 C6 H3 119.9 . . ?
C1 C7 C8 119.8(6) . . ?
C1 C7 H13 120.1 . . ?
C8 C7 H13 120.1 . . ?
C7 C8 C9 118.2(6) . . ?
C7 C8 C16 122.7(6) . . ?
C9 C8 C16 119.1(6) . . ?
C10 C9 C8 119.5(6) . . ?
C10 C9 H9 120.3 . . ?
C8 C9 H9 120.3 . . ?
N6 C10 C9 121.4(6) . . ?
N6 C10 C11 112.4(6) . . ?
C9 C10 C11 126.1(6) . . ?
N5 C11 C15 121.5(6) . . ?
N5 C11 C10 115.0(6) . . ?
C15 C11 C10 123.5(6) . . ?
N5 C12 C13 122.7(7) . . ?
N5 C12 H8 118.6 . . ?
C13 C12 H8 118.6 . . ?
C12 C13 C14 119.6(7) . . ?
C12 C13 H5 120.2 . . ?
C14 C13 H5 120.2 . . ?
C13 C14 C15 119.5(7) . . ?
C13 C14 H6 120.2 . . ?
C15 C14 H6 120.2 . . ?
C14 C15 C11 118.9(7) . . ?
C14 C15 H7 120.5 . . ?
C11 C15 H7 120.5 . . ?
C101 C16 C20 116.4(7) . . ?
C101 C16 C8 121.8(7) . . ?
C20 C16 C8 121.7(7) . . ?
C18 C17 C101 120.7(10) . . ?
C18 C17 H12 119.6 . . ?
C101 C17 H12 119.6 . . ?
C19 C18 C17 119.3(9) . . ?
C19 C18 S1 118.8(7) . . ?
C17 C18 S1 121.5(8) . . ?
C18 C19 C20 120.2(9) . . ?
C18 C19 H11 119.9 . . ?
C20 C19 H11 119.9 . . ?
C16 C20 C19 122.2(8) . . ?
C16 C20 H10 118.9 . . ?
C19 C20 H10 118.9 . . ?
N2 C21 C22 122.6(7) . . ?
N2 C21 H21 118.7 . . ?
C22 C21 H21 118.7 . . ?
C23 C22 C21 118.8(8) . . ?
C23 C22 H20 120.6 . . ?
C21 C22 H20 120.6 . . ?
C22 C23 C24 120.2(8) . . ?
C22 C23 H14 119.9 . . ?
C24 C23 H14 119.9 . . ?
C23 C24 C25 119.5(8) . . ?
C23 C24 H15 120.2 . . ?
C25 C24 H15 120.2 . . ?
N2 C25 C24 119.8(7) . . ?
N2 C25 C26 116.0(7) . . ?
C24 C25 C26 124.3(7) . . ?
N1 C26 C30 120.3(7) . . ?
N1 C26 C25 114.0(6) . . ?
C30 C26 C25 125.6(8) . . ?
N1 C27 C28 121.9(8) . . ?
N1 C27 H19 119.0 . . ?
C28 C27 H19 119.0 . . ?
C29 C28 C27 118.7(8) . . ?
C29 C28 H18 120.7 . . ?
C27 C28 H18 120.7 . . ?
C30 C29 C28 120.0(8) . . ?
C30 C29 H16 120.0 . . ?
C28 C29 H16 120.0 . . ?
C29 C30 C26 120.6(8) . . ?
C29 C30 H17 119.7 . . ?
C26 C30 H17 119.7 . . ?
S1 C201 H20A 109.5 . . ?
S1 C201 H20B 109.5 . . ?
H20A C201 H20B 109.5 . . ?
S1 C201 H20C 109.5 . . ?
H20A C201 H20C 109.5 . . ?
H20B C201 H20C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 N6 C1 C7 -3.3(10) . . . . ?
Ru1 N6 C1 C7 174.2(5) . . . . ?
C10 N6 C1 C2 178.7(6) . . . . ?
Ru1 N6 C1 C2 -3.8(8) . . . . ?
C3 N3 C2 C6 3.3(10) . . . . ?
Ru1 N3 C2 C6 -176.9(5) . . . . ?
C3 N3 C2 C1 -176.6(6) . . . . ?
Ru1 N3 C2 C1 3.3(7) . . . . ?
N6 C1 C2 N3 0.1(9) . . . . ?
C7 C1 C2 N3 -177.7(7) . . . . ?
N6 C1 C2 C6 -179.8(6) . . . . ?
C7 C1 C2 C6 2.4(12) . . . . ?
C2 N3 C3 C4 -2.5(10) . . . . ?
Ru1 N3 C3 C4 177.6(5) . . . . ?
N3 C3 C4 C5 0.5(11) . . . . ?
C3 C4 C5 C6 0.7(10) . . . . ?
C4 C5 C6 C2 0.0(11) . . . . ?
N3 C2 C6 C5 -2.0(11) . . . . ?
C1 C2 C6 C5 177.8(7) . . . . ?
N6 C1 C7 C8 2.3(10) . . . . ?
C2 C1 C7 C8 179.9(7) . . . . ?
C1 C7 C8 C9 -0.5(10) . . . . ?
C1 C7 C8 C16 179.1(7) . . . . ?
C7 C8 C9 C10 -0.4(10) . . . . ?
C16 C8 C9 C10 180.0(6) . . . . ?
C1 N6 C10 C9 2.3(10) . . . . ?
Ru1 N6 C10 C9 -175.1(5) . . . . ?
C1 N6 C10 C11 -179.6(6) . . . . ?
Ru1 N6 C10 C11 2.9(7) . . . . ?
C8 C9 C10 N6 -0.5(10) . . . . ?
C8 C9 C10 C11 -178.2(6) . . . . ?
C12 N5 C11 C15 1.2(10) . . . . ?
Ru1 N5 C11 C15 -175.0(5) . . . . ?
C12 N5 C11 C10 -179.4(6) . . . . ?
Ru1 N5 C11 C10 4.4(7) . . . . ?
N6 C10 C11 N5 -4.8(8) . . . . ?
C9 C10 C11 N5 173.1(6) . . . . ?
N6 C10 C11 C15 174.6(6) . . . . ?
C9 C10 C11 C15 -7.5(11) . . . . ?
C11 N5 C12 C13 0.0(10) . . . . ?
Ru1 N5 C12 C13 175.4(5) . . . . ?
N5 C12 C13 C14 -1.4(12) . . . . ?
C12 C13 C14 C15 1.7(12) . . . . ?
C13 C14 C15 C11 -0.5(11) . . . . ?
N5 C11 C15 C14 -1.0(11) . . . . ?
C10 C11 C15 C14 179.7(7) . . . . ?
C17 C101 C16 C20 1(2) . . . . ?
C17 C101 C16 C8 -175.3(14) . . . . ?
C7 C8 C16 C101 -20.6(13) . . . . ?
C9 C8 C16 C101 158.9(10) . . . . ?
C7 C8 C16 C20 163.7(7) . . . . ?
C9 C8 C16 C20 -16.7(11) . . . . ?
C16 C101 C17 C18 -2(3) . . . . ?
C101 C17 C18 C19 3(3) . . . . ?
C101 C17 C18 S1 176.2(14) . . . . ?
C201 S1 C18 C19 -96.4(15) . . . . ?
C201 S1 C18 C17 90.8(17) . . . . ?
C17 C18 C19 C20 -3(2) . . . . ?
S1 C18 C19 C20 -175.9(8) . . . . ?
C101 C16 C20 C19 -0.1(14) . . . . ?
C8 C16 C20 C19 175.8(8) . . . . ?
C18 C19 C20 C16 1.3(15) . . . . ?
C25 N2 C21 C22 -0.2(12) . . . . ?
Ru1 N2 C21 C22 171.9(7) . . . . ?
N2 C21 C22 C23 0.3(14) . . . . ?
C21 C22 C23 C24 -0.3(15) . . . . ?
C22 C23 C24 C25 0.2(16) . . . . ?
C21 N2 C25 C24 0.0(11) . . . . ?
Ru1 N2 C25 C24 -172.7(6) . . . . ?
C21 N2 C25 C26 178.8(7) . . . . ?
Ru1 N2 C25 C26 6.1(8) . . . . ?
C23 C24 C25 N2 0.0(13) . . . . ?
C23 C24 C25 C26 -178.7(8) . . . . ?
C27 N1 C26 C30 0.2(10) . . . . ?
Ru1 N1 C26 C30 -176.6(6) . . . . ?
C27 N1 C26 C25 176.0(6) . . . . ?
Ru1 N1 C26 C25 -0.9(8) . . . . ?
N2 C25 C26 N1 -3.4(9) . . . . ?
C24 C25 C26 N1 175.4(7) . . . . ?
N2 C25 C26 C30 172.1(7) . . . . ?
C24 C25 C26 C30 -9.1(13) . . . . ?
C26 N1 C27 C28 -1.3(11) . . . . ?
Ru1 N1 C27 C28 175.1(5) . . . . ?
N1 C27 C28 C29 1.9(12) . . . . ?
C27 C28 C29 C30 -1.3(13) . . . . ?
C28 C29 C30 C26 0.2(13) . . . . ?
N1 C26 C30 C29 0.3(12) . . . . ?
C25 C26 C30 C29 -174.9(8) . . . . ?

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
C3 H4 F1 0.95 2.61 3.473(10) 151.4 3_676
C6 H3 F3 0.95 2.49 3.402(9) 160.9 .
C7 H13 F3 0.95 2.47 3.379(9) 159.3 .
C9 H9 Cl1 0.95 2.73 3.608(7) 153.7 3_776
C15 H7 Cl1 0.95 2.85 3.777(8) 164.8 3_776
C20 H10 Cl1 0.95 2.93 3.517(8) 121.0 3_776
C22 H20 F6 0.95 2.63 3.347(11) 132.3 1_554
C27 H19 Cl1 0.95 2.76 3.379(8) 123.4 .
C3 H4 F1 0.95 2.61 3.473(10) 151.4 3_676
C6 H3 F3 0.95 2.49 3.402(9) 160.9 .
C7 H13 F3 0.95 2.47 3.379(9) 159.3 .
C9 H9 Cl1 0.95 2.73 3.608(7) 153.7 3_776
C15 H7 Cl1 0.95 2.85 3.777(8) 164.8 3_776
C20 H10 Cl1 0.95 2.93 3.517(8) 121.0 3_776
C22 H20 F6 0.95 2.63 3.347(11) 132.3 1_554
C27 H19 Cl1 0.95 2.76 3.379(8) 123.4 .

_refine_diff_density_max         1.589
_refine_diff_density_min         -1.452
_refine_diff_density_rms         0.159


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol-Dichloromethane'
_chemical_properties_physical    ', Light-sensitive,Photo-sensitive'
