# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_SPA59
_database_code_depnum_ccdc_archive 'CCDC 1476964'
_audit_update_record             
;
2016-04-28 deposited with the CCDC.
2016-09-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H35 Cl N2 O2 Ru'
_chemical_formula_sum            'C34 H35 Cl N2 O2 Ru'
_chemical_formula_weight         640.16

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0020 0.0010 '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 0.0040 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0080 0.0040 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1170 0.1180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -2.0290 0.6360 '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                   9.0960(18)
_cell_length_b                   11.993(2)
_cell_length_c                   14.283(3)
_cell_angle_alpha                74.20(3)
_cell_angle_beta                 75.55(3)
_cell_angle_gamma                89.72(3)
_cell_volume                     1448.5(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    44439
_cell_measurement_theta_min      0.349
_cell_measurement_theta_max      33.679

_exptl_crystal_description       block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.468
_exptl_crystal_F_000             660
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.315
_exptl_crystal_size_mid          0.292
_exptl_crystal_size_min          0.193
_exptl_absorpt_coefficient_mu    0.444
_shelx_estimated_absorpt_T_min   0.873
_shelx_estimated_absorpt_T_max   0.919
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.873
_exptl_absorpt_correction_T_max  0.919
_exptl_absorpt_process_details   
'HKL3000sm Scalepack(Otwinowski & Minor, 1997)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.610
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'ADSC Q210 CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14525
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.518
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        21.469
_diffrn_measured_fraction_theta_max 0.930
_diffrn_measured_fraction_theta_full 0.944
_diffrn_reflns_Laue_measured_fraction_max 0.930
_diffrn_reflns_Laue_measured_fraction_full 0.944
_diffrn_reflns_point_group_measured_fraction_max 0.930
_diffrn_reflns_point_group_measured_fraction_full 0.944
_reflns_number_total             7518
_reflns_number_gt                6826
_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       
'PAL ADSC Quantum-210 ADX Program(Arvai & Nielsen, 1983)'
_computing_cell_refinement       'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT-2014/5(Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2014/7(Sheldrick, 2015b)'
_computing_molecular_graphics    'DIAMOND(Putz, Brandenburg, 2007)'
_computing_publication_material  'enCIFer 1.5.1'
_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)+(0.0481P)²+0.4443P] 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         7518
_refine_ls_number_parameters     366
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0314
_refine_ls_R_factor_gt           0.0272
_refine_ls_wR_factor_ref         0.0762
_refine_ls_wR_factor_gt          0.0750
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_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 0.18535(2) 0.19279(2) 0.37616(2) 0.00806(5) Uani 1 1 d . . . . .
Cl1 Cl 0.23497(5) 0.19381(3) 0.53618(3) 0.01497(8) Uani 1 1 d . . . . .
O1 O -0.03809(13) 0.21082(9) 0.44586(8) 0.0117(2) Uani 1 1 d . . . . .
O2 O 0.81588(17) 0.60332(16) -0.00848(10) 0.0339(4) Uani 1 1 d . . . . .
N1 N 0.22119(15) 0.37270(11) 0.33438(9) 0.0094(2) Uani 1 1 d . . . . .
N2 N 1.5664(2) 0.85926(17) 0.13368(13) 0.0295(4) Uani 1 1 d . . . . .
C1 C 0.5290(2) 0.09416(16) 0.37395(14) 0.0198(3) Uani 1 1 d . . . . .
H1A H 0.5806 0.0233 0.3688 0.030 Uiso 1 1 calc R U . . .
H1B H 0.5031 0.0967 0.4441 0.030 Uiso 1 1 calc R U . . .
H1C H 0.5965 0.1623 0.3316 0.030 Uiso 1 1 calc R U . . .
C2 C 0.38603(18) 0.09445(14) 0.33916(12) 0.0138(3) Uani 1 1 d . . . . .
C3 C 0.37009(18) 0.17549(14) 0.25073(12) 0.0126(3) Uani 1 1 d . . . . .
H3 H 0.4552 0.2264 0.2091 0.015 Uiso 1 1 calc R U . . .
C4 C 0.23011(18) 0.18376(14) 0.22150(11) 0.0120(3) Uani 1 1 d . . . . .
H4 H 0.2225 0.2407 0.1622 0.014 Uiso 1 1 calc R U . . .
C5 C 0.10308(18) 0.10709(13) 0.28097(11) 0.0126(3) Uani 1 1 d . . . . .
C6 C 0.11985(19) 0.01958(13) 0.36885(12) 0.0134(3) Uani 1 1 d . . . . .
H6 H 0.0379 -0.0360 0.4072 0.016 Uiso 1 1 calc R U . . .
C7 C 0.25624(19) 0.01585(13) 0.39809(12) 0.0134(3) Uani 1 1 d . . . . .
H7 H 0.2632 -0.0399 0.4582 0.016 Uiso 1 1 calc R U . . .
C8 C -0.0502(2) 0.11659(15) 0.25661(13) 0.0172(3) Uani 1 1 d . . . . .
H8 H -0.1296 0.0781 0.3198 0.021 Uiso 1 1 calc R U . . .
C9 C -0.0895(2) 0.24228(16) 0.21980(13) 0.0203(3) Uani 1 1 d . . . . .
H9A H -0.0980 0.2802 0.2735 0.030 Uiso 1 1 calc R U . . .
H9B H -0.1866 0.2436 0.2015 0.030 Uiso 1 1 calc R U . . .
H9C H -0.0092 0.2838 0.1607 0.030 Uiso 1 1 calc R U . . .
C10 C -0.0530(3) 0.0501(2) 0.18013(19) 0.0338(5) Uani 1 1 d . . . . .
H10A H 0.0235 0.0864 0.1171 0.051 Uiso 1 1 calc R U . . .
H10B H -0.1540 0.0517 0.1673 0.051 Uiso 1 1 calc R U . . .
H10C H -0.0302 -0.0305 0.2067 0.051 Uiso 1 1 calc R U . . .
C11 C -0.10486(18) 0.30543(13) 0.45332(11) 0.0103(3) Uani 1 1 d . . . . .
C12 C -0.26021(18) 0.29546(14) 0.50799(12) 0.0147(3) Uani 1 1 d . . . . .
H12 H -0.3111 0.2204 0.5376 0.018 Uiso 1 1 calc R U . . .
C13 C -0.33913(19) 0.39114(15) 0.51927(12) 0.0162(3) Uani 1 1 d . . . . .
H13 H -0.4426 0.3808 0.5569 0.019 Uiso 1 1 calc R U . . .
C14 C -0.26921(19) 0.50362(15) 0.47606(12) 0.0154(3) Uani 1 1 d . . . . .
H14 H -0.3242 0.5695 0.4839 0.018 Uiso 1 1 calc R U . . .
C15 C -0.11978(19) 0.51649(14) 0.42223(12) 0.0127(3) Uani 1 1 d . . . . .
H15 H -0.0718 0.5925 0.3925 0.015 Uiso 1 1 calc R U . . .
C16 C -0.03484(17) 0.42038(13) 0.40950(11) 0.0103(3) Uani 1 1 d . . . . .
C17 C 0.12051(18) 0.44564(13) 0.35235(11) 0.0108(3) Uani 1 1 d . . . . .
H17 H 0.1534 0.5255 0.3243 0.013 Uiso 1 1 calc R U . . .
C18 C 0.36758(18) 0.42350(12) 0.27180(11) 0.0101(3) Uani 1 1 d . . . . .
C19 C 0.38275(19) 0.48257(14) 0.17080(12) 0.0138(3) Uani 1 1 d . . . . .
H19 H 0.2972 0.4885 0.1432 0.017 Uiso 1 1 calc R U . . .
C20 C 0.5242(2) 0.53247(14) 0.11124(12) 0.0156(3) Uani 1 1 d . . . . .
H20 H 0.5359 0.5711 0.0420 0.019 Uiso 1 1 calc R U . . .
C21 C 0.64987(19) 0.52661(14) 0.15181(12) 0.0136(3) Uani 1 1 d . . . . .
C22 C 0.63310(18) 0.46621(13) 0.25309(11) 0.0123(3) Uani 1 1 d . . . . .
H22 H 0.7178 0.4619 0.2813 0.015 Uiso 1 1 calc R U . . .
C23 C 0.49282(18) 0.41250(13) 0.31247(11) 0.0113(3) Uani 1 1 d . . . . .
H23 H 0.4825 0.3686 0.3803 0.014 Uiso 1 1 calc R U . . .
C24 C 0.7968(2) 0.58552(16) 0.08269(13) 0.0193(3) Uani 1 1 d . . . . .
C25 C 0.9109(2) 0.62594(15) 0.12551(13) 0.0182(3) Uani 1 1 d . . . . .
H25 H 0.8904 0.6166 0.1959 0.022 Uiso 1 1 calc R U . . .
C26 C 1.0448(2) 0.67638(18) 0.06319(13) 0.0222(4) Uani 1 1 d . . . . .
H26 H 1.0583 0.6772 -0.0051 0.027 Uiso 1 1 calc R U . . .
C27 C 1.1712(2) 0.72940(15) 0.08374(13) 0.0184(3) Uani 1 1 d . . . . .
C28 C 1.1718(2) 0.74549(15) 0.17743(13) 0.0187(3) Uani 1 1 d . . . . .
H28 H 1.0815 0.7255 0.2308 0.022 Uiso 1 1 calc R U . . .
C29 C 1.2992(2) 0.78937(16) 0.19418(14) 0.0214(4) Uani 1 1 d . . . . .
H29 H 1.2957 0.7984 0.2587 0.026 Uiso 1 1 calc R U . . .
C30 C 1.4364(2) 0.82146(15) 0.11607(14) 0.0196(3) Uani 1 1 d . . . . .
C31 C 1.4333(2) 0.81236(17) 0.02033(13) 0.0209(3) Uani 1 1 d . . . . .
H31 H 1.5206 0.8379 -0.0347 0.025 Uiso 1 1 calc R U . . .
C32 C 1.3051(2) 0.76675(18) 0.00589(13) 0.0235(4) Uani 1 1 d . . . . .
H32 H 1.3070 0.7602 -0.0592 0.028 Uiso 1 1 calc R U . . .
C33 C 1.5780(3) 0.8431(3) 0.23555(18) 0.0429(6) Uani 1 1 d . . . . .
H33A H 1.5119 0.8953 0.2663 0.064 Uiso 1 1 calc R U . . .
H33B H 1.6836 0.8607 0.2346 0.064 Uiso 1 1 calc R U . . .
H33C H 1.5466 0.7625 0.2749 0.064 Uiso 1 1 calc R U . . .
C34 C 1.7040(2) 0.89066(18) 0.05218(15) 0.0246(4) Uani 1 1 d . . . . .
H34A H 1.7332 0.8234 0.0269 0.037 Uiso 1 1 calc R U . . .
H34B H 1.7861 0.9152 0.0769 0.037 Uiso 1 1 calc R U . . .
H34C H 1.6857 0.9546 -0.0024 0.037 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 O1 2.0668(12) . ?
Ru1 N1 2.0801(14) . ?
Ru1 C4 2.1767(15) . ?
Ru1 C5 2.1773(16) . ?
Ru1 C7 2.1777(16) . ?
Ru1 C3 2.1847(16) . ?
Ru1 C2 2.1998(17) . ?
Ru1 C6 2.2006(16) . ?
Ru1 Cl1 2.4409(6) . ?
O1 C11 1.3017(18) . ?
O2 C24 1.228(2) . ?
N1 C17 1.291(2) . ?
N1 C18 1.436(2) . ?
N2 C30 1.372(3) . ?
N2 C33 1.446(3) . ?
N2 C34 1.450(3) . ?
C1 C2 1.503(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.408(2) . ?
C2 C7 1.440(2) . ?
C3 C4 1.431(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.413(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.441(2) . ?
C5 C8 1.516(2) . ?
C6 C7 1.401(2) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C10 1.522(3) . ?
C8 C9 1.528(3) . ?
C8 H8 1.0000 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.422(2) . ?
C11 C16 1.427(2) . ?
C12 C13 1.376(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.402(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.371(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.412(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.431(2) . ?
C17 H17 0.9500 . ?
C18 C23 1.393(2) . ?
C18 C19 1.395(2) . ?
C19 C20 1.386(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.398(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.400(2) . ?
C21 C24 1.493(2) . ?
C22 C23 1.390(2) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 C25 1.473(3) . ?
C25 C26 1.347(2) . ?
C25 H25 0.9500 . ?
C26 C27 1.446(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.404(3) . ?
C27 C32 1.406(2) . ?
C28 C29 1.375(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.423(3) . ?
C29 H29 0.9500 . ?
C30 C31 1.408(3) . ?
C31 C32 1.375(3) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 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
O1 Ru1 N1 88.37(6) . . ?
O1 Ru1 C4 116.20(6) . . ?
N1 Ru1 C4 93.78(6) . . ?
O1 Ru1 C5 88.73(6) . . ?
N1 Ru1 C5 120.38(6) . . ?
C4 Ru1 C5 37.88(6) . . ?
O1 Ru1 C7 116.26(6) . . ?
N1 Ru1 C7 154.66(6) . . ?
C4 Ru1 C7 81.03(7) . . ?
C5 Ru1 C7 69.02(7) . . ?
O1 Ru1 C3 154.50(6) . . ?
N1 Ru1 C3 92.87(6) . . ?
C4 Ru1 C3 38.30(6) . . ?
C5 Ru1 C3 68.72(6) . . ?
C7 Ru1 C3 67.71(7) . . ?
O1 Ru1 C2 154.59(5) . . ?
N1 Ru1 C2 116.63(6) . . ?
C4 Ru1 C2 69.21(7) . . ?
C5 Ru1 C2 82.52(7) . . ?
C7 Ru1 C2 38.41(6) . . ?
C3 Ru1 C2 37.46(6) . . ?
O1 Ru1 C6 89.83(6) . . ?
N1 Ru1 C6 158.79(6) . . ?
C4 Ru1 C6 68.20(7) . . ?
C5 Ru1 C6 38.43(6) . . ?
C7 Ru1 C6 37.33(6) . . ?
C3 Ru1 C6 79.92(7) . . ?
C2 Ru1 C6 68.61(6) . . ?
O1 Ru1 Cl1 84.86(4) . . ?
N1 Ru1 Cl1 86.91(5) . . ?
C4 Ru1 Cl1 158.93(5) . . ?
C5 Ru1 Cl1 151.80(4) . . ?
C7 Ru1 Cl1 89.35(5) . . ?
C3 Ru1 Cl1 120.64(5) . . ?
C2 Ru1 Cl1 91.65(5) . . ?
C6 Ru1 Cl1 113.97(5) . . ?
C11 O1 Ru1 128.72(10) . . ?
C17 N1 C18 115.36(13) . . ?
C17 N1 Ru1 126.39(11) . . ?
C18 N1 Ru1 118.01(10) . . ?
C30 N2 C33 120.46(18) . . ?
C30 N2 C34 119.52(16) . . ?
C33 N2 C34 118.51(18) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C7 117.13(15) . . ?
C3 C2 C1 121.58(15) . . ?
C7 C2 C1 121.20(15) . . ?
C3 C2 Ru1 70.69(9) . . ?
C7 C2 Ru1 69.97(9) . . ?
C1 C2 Ru1 127.30(12) . . ?
C2 C3 C4 122.22(15) . . ?
C2 C3 Ru1 71.85(9) . . ?
C4 C3 Ru1 70.55(9) . . ?
C2 C3 H3 118.9 . . ?
C4 C3 H3 118.9 . . ?
Ru1 C3 H3 131.8 . . ?
C5 C4 C3 119.92(14) . . ?
C5 C4 Ru1 71.08(9) . . ?
C3 C4 Ru1 71.15(9) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
Ru1 C4 H4 130.3 . . ?
C4 C5 C6 118.56(15) . . ?
C4 C5 C8 121.98(15) . . ?
C6 C5 C8 119.43(14) . . ?
C4 C5 Ru1 71.03(9) . . ?
C6 C5 Ru1 71.66(9) . . ?
C8 C5 Ru1 127.29(11) . . ?
C7 C6 C5 120.46(15) . . ?
C7 C6 Ru1 70.45(9) . . ?
C5 C6 Ru1 69.91(9) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
Ru1 C6 H6 133.1 . . ?
C6 C7 C2 121.57(15) . . ?
C6 C7 Ru1 72.22(9) . . ?
C2 C7 Ru1 71.63(9) . . ?
C6 C7 H7 119.2 . . ?
C2 C7 H7 119.2 . . ?
Ru1 C7 H7 129.5 . . ?
C5 C8 C10 109.07(16) . . ?
C5 C8 C9 112.81(14) . . ?
C10 C8 C9 111.45(16) . . ?
C5 C8 H8 107.8 . . ?
C10 C8 H8 107.8 . . ?
C9 C8 H8 107.8 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O1 C11 C12 118.39(14) . . ?
O1 C11 C16 125.10(14) . . ?
C12 C11 C16 116.50(14) . . ?
C13 C12 C11 122.03(16) . . ?
C13 C12 H12 119.0 . . ?
C11 C12 H12 119.0 . . ?
C12 C13 C14 121.01(16) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C15 C14 C13 118.51(15) . . ?
C15 C14 H14 120.7 . . ?
C13 C14 H14 120.7 . . ?
C14 C15 C16 122.11(15) . . ?
C14 C15 H15 118.9 . . ?
C16 C15 H15 118.9 . . ?
C15 C16 C11 119.84(14) . . ?
C15 C16 C17 116.57(14) . . ?
C11 C16 C17 123.60(14) . . ?
N1 C17 C16 127.70(14) . . ?
N1 C17 H17 116.1 . . ?
C16 C17 H17 116.1 . . ?
C23 C18 C19 120.85(14) . . ?
C23 C18 N1 119.59(13) . . ?
C19 C18 N1 119.55(14) . . ?
C20 C19 C18 119.16(15) . . ?
C20 C19 H19 120.4 . . ?
C18 C19 H19 120.4 . . ?
C19 C20 C21 120.80(15) . . ?
C19 C20 H20 119.6 . . ?
C21 C20 H20 119.6 . . ?
C20 C21 C22 119.34(15) . . ?
C20 C21 C24 117.10(14) . . ?
C22 C21 C24 123.57(15) . . ?
C23 C22 C21 120.20(15) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C22 C23 C18 119.55(14) . . ?
C22 C23 H23 120.2 . . ?
C18 C23 H23 120.2 . . ?
O2 C24 C25 121.98(16) . . ?
O2 C24 C21 118.90(16) . . ?
C25 C24 C21 119.04(15) . . ?
C26 C25 C24 118.86(16) . . ?
C26 C25 H25 120.6 . . ?
C24 C25 H25 120.6 . . ?
C25 C26 C27 130.29(17) . . ?
C25 C26 H26 114.9 . . ?
C27 C26 H26 114.9 . . ?
C28 C27 C32 116.61(16) . . ?
C28 C27 C26 124.61(16) . . ?
C32 C27 C26 118.77(16) . . ?
C29 C28 C27 121.87(17) . . ?
C29 C28 H28 119.1 . . ?
C27 C28 H28 119.1 . . ?
C28 C29 C30 120.88(17) . . ?
C28 C29 H29 119.6 . . ?
C30 C29 H29 119.6 . . ?
N2 C30 C31 121.45(17) . . ?
N2 C30 C29 121.20(17) . . ?
C31 C30 C29 117.34(17) . . ?
C32 C31 C30 120.54(17) . . ?
C32 C31 H31 119.7 . . ?
C30 C31 H31 119.7 . . ?
C31 C32 C27 122.55(17) . . ?
C31 C32 H32 118.7 . . ?
C27 C32 H32 118.7 . . ?
N2 C33 H33A 109.5 . . ?
N2 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
N2 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N2 C34 H34A 109.5 . . ?
N2 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
N2 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 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
C7 C2 C3 C4 2.4(2) . . . . ?
C1 C2 C3 C4 -174.19(15) . . . . ?
Ru1 C2 C3 C4 -51.63(13) . . . . ?
C7 C2 C3 Ru1 54.02(12) . . . . ?
C1 C2 C3 Ru1 -122.56(15) . . . . ?
C2 C3 C4 C5 -1.5(2) . . . . ?
Ru1 C3 C4 C5 -53.73(13) . . . . ?
C2 C3 C4 Ru1 52.19(14) . . . . ?
C3 C4 C5 C6 -1.8(2) . . . . ?
Ru1 C4 C5 C6 -55.53(13) . . . . ?
C3 C4 C5 C8 176.48(14) . . . . ?
Ru1 C4 C5 C8 122.72(15) . . . . ?
C3 C4 C5 Ru1 53.76(13) . . . . ?
C4 C5 C6 C7 4.2(2) . . . . ?
C8 C5 C6 C7 -174.14(14) . . . . ?
Ru1 C5 C6 C7 -51.06(13) . . . . ?
C4 C5 C6 Ru1 55.22(13) . . . . ?
C8 C5 C6 Ru1 -123.07(14) . . . . ?
C5 C6 C7 C2 -3.3(2) . . . . ?
Ru1 C6 C7 C2 -54.16(14) . . . . ?
C5 C6 C7 Ru1 50.82(13) . . . . ?
C3 C2 C7 C6 0.0(2) . . . . ?
C1 C2 C7 C6 176.65(15) . . . . ?
Ru1 C2 C7 C6 54.43(14) . . . . ?
C3 C2 C7 Ru1 -54.38(13) . . . . ?
C1 C2 C7 Ru1 122.22(15) . . . . ?
C4 C5 C8 C10 85.5(2) . . . . ?
C6 C5 C8 C10 -96.24(19) . . . . ?
Ru1 C5 C8 C10 175.17(14) . . . . ?
C4 C5 C8 C9 -38.9(2) . . . . ?
C6 C5 C8 C9 139.35(15) . . . . ?
Ru1 C5 C8 C9 50.76(19) . . . . ?
Ru1 O1 C11 C12 -178.21(11) . . . . ?
Ru1 O1 C11 C16 2.6(2) . . . . ?
O1 C11 C12 C13 -179.90(15) . . . . ?
C16 C11 C12 C13 -0.7(2) . . . . ?
C11 C12 C13 C14 0.6(3) . . . . ?
C12 C13 C14 C15 -0.1(2) . . . . ?
C13 C14 C15 C16 -0.2(2) . . . . ?
C14 C15 C16 C11 0.1(2) . . . . ?
C14 C15 C16 C17 -179.47(14) . . . . ?
O1 C11 C16 C15 179.48(14) . . . . ?
C12 C11 C16 C15 0.3(2) . . . . ?
O1 C11 C16 C17 -0.9(2) . . . . ?
C12 C11 C16 C17 179.88(14) . . . . ?
C18 N1 C17 C16 178.20(14) . . . . ?
Ru1 N1 C17 C16 4.0(2) . . . . ?
C15 C16 C17 N1 176.91(15) . . . . ?
C11 C16 C17 N1 -2.7(2) . . . . ?
C17 N1 C18 C23 113.11(16) . . . . ?
Ru1 N1 C18 C23 -72.21(16) . . . . ?
C17 N1 C18 C19 -67.34(19) . . . . ?
Ru1 N1 C18 C19 107.34(14) . . . . ?
C23 C18 C19 C20 -1.2(2) . . . . ?
N1 C18 C19 C20 179.28(14) . . . . ?
C18 C19 C20 C21 -1.6(3) . . . . ?
C19 C20 C21 C22 2.1(3) . . . . ?
C19 C20 C21 C24 -178.42(16) . . . . ?
C20 C21 C22 C23 0.1(2) . . . . ?
C24 C21 C22 C23 -179.31(16) . . . . ?
C21 C22 C23 C18 -2.8(2) . . . . ?
C19 C18 C23 C22 3.4(2) . . . . ?
N1 C18 C23 C22 -177.08(13) . . . . ?
C20 C21 C24 O2 -22.6(3) . . . . ?
C22 C21 C24 O2 156.82(18) . . . . ?
C20 C21 C24 C25 154.20(17) . . . . ?
C22 C21 C24 C25 -26.4(3) . . . . ?
O2 C24 C25 C26 -5.0(3) . . . . ?
C21 C24 C25 C26 178.32(18) . . . . ?
C24 C25 C26 C27 175.81(19) . . . . ?
C25 C26 C27 C28 -4.9(3) . . . . ?
C25 C26 C27 C32 174.2(2) . . . . ?
C32 C27 C28 C29 -3.6(3) . . . . ?
C26 C27 C28 C29 175.51(18) . . . . ?
C27 C28 C29 C30 0.6(3) . . . . ?
C33 N2 C30 C31 -165.7(2) . . . . ?
C34 N2 C30 C31 0.0(3) . . . . ?
C33 N2 C30 C29 14.0(3) . . . . ?
C34 N2 C30 C29 179.72(18) . . . . ?
C28 C29 C30 N2 -176.37(19) . . . . ?
C28 C29 C30 C31 3.3(3) . . . . ?
N2 C30 C31 C32 175.48(19) . . . . ?
C29 C30 C31 C32 -4.2(3) . . . . ?
C30 C31 C32 C27 1.2(3) . . . . ?
C28 C27 C32 C31 2.7(3) . . . . ?
C26 C27 C32 C31 -176.47(19) . . . . ?

_refine_diff_density_max         1.316
_refine_diff_density_min         -1.427
_refine_diff_density_rms         0.089

####################################################################### 
# 
# 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_SPA62
_database_code_depnum_ccdc_archive 'CCDC 1476965'
_audit_update_record             
;
2016-04-28 deposited with the CCDC.
2016-09-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H27 Cl2 N3 O Ru'
_chemical_formula_sum            'C21 H27 Cl2 N3 O Ru'
_chemical_formula_weight         509.42

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0020 0.0010 '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 0.0040 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0080 0.0040 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1170 0.1180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -2.0290 0.6360 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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+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                   12.175(2)
_cell_length_b                   11.563(2)
_cell_length_c                   30.760(6)
_cell_angle_alpha                90
_cell_angle_beta                 97.18(3)
_cell_angle_gamma                90
_cell_volume                     4296.4(15)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    116183
_cell_measurement_theta_min      0.349
_cell_measurement_theta_max      33.679

_exptl_crystal_description       plate
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.575
_exptl_crystal_F_000             2080
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.312
_exptl_crystal_size_mid          0.305
_exptl_crystal_size_min          0.125
_exptl_absorpt_coefficient_mu    0.657
_shelx_estimated_absorpt_T_min   0.821
_shelx_estimated_absorpt_T_max   0.922
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.835
_exptl_absorpt_correction_T_max  0.924
_exptl_absorpt_process_details   
'HKL3000sm Scalepack(Otwinowski & Minor, 1997)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.610
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'ADSC Q210 CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20239
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_theta_min         2.093
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        21.469
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measured_fraction_theta_full 0.966
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_Laue_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_point_group_measured_fraction_full 0.966
_reflns_number_total             5736
_reflns_number_gt                5326
_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       
'PAL ADSC Quantum-210 ADX Program(Arvai & Nielsen, 1983)'
_computing_cell_refinement       'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT-2014/5(Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2014/7(Sheldrick, 2015b)'
_computing_molecular_graphics    'DIAMOND(Putz, Brandenburg, 2007)'
_computing_publication_material  'enCIFer 1.5.1'
_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)+(0.0424P)²+13.9501P] 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         5736
_refine_ls_number_parameters     258
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0326
_refine_ls_wR_factor_ref         0.0875
_refine_ls_wR_factor_gt          0.0859
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_restrained_S_all      1.133
_refine_ls_shift/su_max          0.004
_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 0.35315(2) 0.40345(2) 0.56114(2) 0.00717(6) Uani 1 1 d . . . . .
Cl1 Cl 0.29445(4) 0.47045(4) 0.48756(2) 0.01102(10) Uani 1 1 d . . . . .
Cl2 Cl 0.49251(4) 0.29191(4) 0.53117(2) 0.01228(10) Uani 1 1 d . . . . .
O1 O 0.61597(14) 0.56645(15) 0.64781(5) 0.0166(3) Uani 1 1 d . . . . .
N1 N 0.47657(14) 0.53869(15) 0.55994(5) 0.0093(3) Uani 1 1 d . . . . .
H1A H 0.5443 0.5043 0.5645 0.011 Uiso 1 1 calc R U . . .
H1B H 0.4691 0.5684 0.5323 0.011 Uiso 1 1 calc R U . . .
N2 N 0.51907(15) 0.74082(16) 0.65028(5) 0.0113(3) Uani 1 1 d . . . . .
N3 N 0.44942(15) 0.80688(16) 0.61932(5) 0.0102(3) Uani 1 1 d . . . . .
C1 C 0.54692(17) 0.63614(18) 0.63140(6) 0.0105(4) Uani 1 1 d . . . . .
C2 C 0.47814(17) 0.63356(18) 0.58956(6) 0.0090(3) Uani 1 1 d . . . . .
C3 C 0.41999(17) 0.73297(18) 0.58405(6) 0.0097(4) Uani 1 1 d . . . . .
C4 C 0.33270(18) 0.7660(2) 0.54807(7) 0.0145(4) Uani 1 1 d . . . . .
H4A H 0.3270 0.7064 0.5252 0.022 Uiso 1 1 calc R U . . .
H4B H 0.3519 0.8402 0.5356 0.022 Uiso 1 1 calc R U . . .
H4C H 0.2616 0.7732 0.5597 0.022 Uiso 1 1 calc R U . . .
C5 C 0.35865(19) 0.8673(2) 0.63722(7) 0.0164(4) Uani 1 1 d . . . . .
H5A H 0.3195 0.9170 0.6145 0.025 Uiso 1 1 calc R U . . .
H5B H 0.3890 0.9147 0.6623 0.025 Uiso 1 1 calc R U . . .
H5C H 0.3070 0.8104 0.6467 0.025 Uiso 1 1 calc R U . . .
C6 C 0.58460(17) 0.79746(19) 0.68525(6) 0.0110(4) Uani 1 1 d . . . . .
C7 C 0.6261(2) 0.7315(2) 0.72165(7) 0.0178(4) Uani 1 1 d . . . . .
H7 H 0.6096 0.6514 0.7230 0.021 Uiso 1 1 calc R U . . .
C8 C 0.6921(2) 0.7855(2) 0.75596(7) 0.0223(5) Uani 1 1 d . . . . .
H8 H 0.7227 0.7408 0.7804 0.027 Uiso 1 1 calc R U . . .
C9 C 0.7142(2) 0.9028(2) 0.75519(8) 0.0207(5) Uani 1 1 d . . . . .
H9 H 0.7589 0.9385 0.7790 0.025 Uiso 1 1 calc R U . . .
C10 C 0.6703(2) 0.9677(2) 0.71933(7) 0.0182(4) Uani 1 1 d . . . . .
H10 H 0.6840 1.0485 0.7188 0.022 Uiso 1 1 calc R U . . .
C11 C 0.60614(19) 0.9153(2) 0.68391(7) 0.0139(4) Uani 1 1 d . . . . .
H11 H 0.5775 0.9599 0.6591 0.017 Uiso 1 1 calc R U . . .
C12 C 0.0949(2) 0.5080(2) 0.55315(8) 0.0213(5) Uani 1 1 d . . . . .
H12A H 0.0251 0.4923 0.5648 0.032 Uiso 1 1 calc R U . . .
H12B H 0.0869 0.4891 0.5219 0.032 Uiso 1 1 calc R U . . .
H12C H 0.1138 0.5900 0.5572 0.032 Uiso 1 1 calc R U . . .
C13 C 0.18498(17) 0.4355(2) 0.57700(7) 0.0129(4) Uani 1 1 d . . . . .
C14 C 0.19587(17) 0.3164(2) 0.56541(6) 0.0123(4) Uani 1 1 d . . . . .
H14 H 0.1448 0.2833 0.5430 0.015 Uiso 1 1 calc R U . . .
C15 C 0.28097(18) 0.24862(19) 0.58686(6) 0.0118(4) Uani 1 1 d . . . . .
H15 H 0.2861 0.1695 0.5791 0.014 Uiso 1 1 calc R U . . .
C16 C 0.36089(17) 0.29608(19) 0.62045(6) 0.0106(4) Uani 1 1 d . . . . .
C17 C 0.35198(18) 0.41391(19) 0.63126(6) 0.0119(4) Uani 1 1 d . . . . .
H17 H 0.4048 0.4477 0.6529 0.014 Uiso 1 1 calc R U . . .
C18 C 0.26370(18) 0.48278(19) 0.60973(6) 0.0130(4) Uani 1 1 d . . . . .
H18 H 0.2580 0.5618 0.6176 0.016 Uiso 1 1 calc R U . . .
C19 C 0.44932(18) 0.2175(2) 0.64329(7) 0.0149(4) Uani 1 1 d . . . . .
H19 H 0.4551 0.1489 0.6239 0.018 Uiso 1 1 calc R U . . .
C20 C 0.4084(2) 0.1738(2) 0.68561(8) 0.0225(5) Uani 1 1 d . . . . .
H20A H 0.4002 0.2394 0.7051 0.034 Uiso 1 1 calc R U . . .
H20B H 0.4623 0.1190 0.7003 0.034 Uiso 1 1 calc R U . . .
H20C H 0.3368 0.1352 0.6785 0.034 Uiso 1 1 calc R U . . .
C21 C 0.5635(2) 0.2724(3) 0.65145(10) 0.0289(6) Uani 1 1 d . . . . .
H21A H 0.5848 0.3009 0.6237 0.043 Uiso 1 1 calc R U . . .
H21B H 0.6174 0.2147 0.6639 0.043 Uiso 1 1 calc R U . . .
H21C H 0.5619 0.3371 0.6720 0.043 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 C18 2.161(2) . ?
Ru1 C17 2.162(2) . ?
Ru1 N1 2.1723(18) . ?
Ru1 C14 2.182(2) . ?
Ru1 C15 2.186(2) . ?
Ru1 C13 2.195(2) . ?
Ru1 C16 2.199(2) . ?
Ru1 Cl2 2.4047(7) . ?
Ru1 Cl1 2.4143(7) . ?
O1 C1 1.227(3) . ?
N1 C2 1.425(2) . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N2 C1 1.402(3) . ?
N2 N3 1.417(2) . ?
N2 C6 1.417(2) . ?
N3 C3 1.392(2) . ?
N3 C5 1.471(3) . ?
C1 C2 1.445(3) . ?
C2 C3 1.350(3) . ?
C3 C4 1.485(3) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C11 1.389(3) . ?
C6 C7 1.396(3) . ?
C7 C8 1.392(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.384(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.384(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.397(3) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 C13 1.498(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C18 1.411(3) . ?
C13 C14 1.432(3) . ?
C14 C15 1.397(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.437(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.410(3) . ?
C16 C19 1.513(3) . ?
C17 C18 1.432(3) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C21 1.520(3) . ?
C19 C20 1.536(3) . ?
C19 H19 1.0000 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 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
C18 Ru1 C17 38.68(8) . . ?
C18 Ru1 N1 96.64(8) . . ?
C17 Ru1 N1 93.87(7) . . ?
C18 Ru1 C14 68.40(9) . . ?
C17 Ru1 C14 81.39(8) . . ?
N1 Ru1 C14 161.31(8) . . ?
C18 Ru1 C15 80.62(8) . . ?
C17 Ru1 C15 68.38(8) . . ?
N1 Ru1 C15 154.97(7) . . ?
C14 Ru1 C15 37.32(8) . . ?
C18 Ru1 C13 37.78(8) . . ?
C17 Ru1 C13 69.27(8) . . ?
N1 Ru1 C13 123.28(8) . . ?
C14 Ru1 C13 38.20(8) . . ?
C15 Ru1 C13 68.24(9) . . ?
C18 Ru1 C16 68.82(8) . . ?
C17 Ru1 C16 37.71(8) . . ?
N1 Ru1 C16 117.55(7) . . ?
C14 Ru1 C16 68.69(8) . . ?
C15 Ru1 C16 38.25(7) . . ?
C13 Ru1 C16 81.67(8) . . ?
C18 Ru1 Cl2 159.01(6) . . ?
C17 Ru1 Cl2 120.35(6) . . ?
N1 Ru1 Cl2 81.77(5) . . ?
C14 Ru1 Cl2 116.27(6) . . ?
C15 Ru1 Cl2 91.97(6) . . ?
C13 Ru1 Cl2 153.93(6) . . ?
C16 Ru1 Cl2 93.22(6) . . ?
C18 Ru1 Cl1 113.36(6) . . ?
C17 Ru1 Cl1 151.53(6) . . ?
N1 Ru1 Cl1 82.96(5) . . ?
C14 Ru1 Cl1 92.60(6) . . ?
C15 Ru1 Cl1 121.13(6) . . ?
C13 Ru1 Cl1 88.81(6) . . ?
C16 Ru1 Cl1 159.37(6) . . ?
Cl2 Ru1 Cl1 87.32(3) . . ?
C2 N1 Ru1 119.83(13) . . ?
C2 N1 H1A 107.4 . . ?
Ru1 N1 H1A 107.4 . . ?
C2 N1 H1B 107.4 . . ?
Ru1 N1 H1B 107.4 . . ?
H1A N1 H1B 106.9 . . ?
C1 N2 N3 110.02(15) . . ?
C1 N2 C6 124.82(18) . . ?
N3 N2 C6 119.59(17) . . ?
C3 N3 N2 105.47(16) . . ?
C3 N3 C5 116.80(17) . . ?
N2 N3 C5 114.77(16) . . ?
O1 C1 N2 125.82(18) . . ?
O1 C1 C2 130.1(2) . . ?
N2 C1 C2 104.09(17) . . ?
C3 C2 N1 127.64(18) . . ?
C3 C2 C1 109.31(18) . . ?
N1 C2 C1 123.05(18) . . ?
C2 C3 N3 110.19(17) . . ?
C2 C3 C4 128.90(19) . . ?
N3 C3 C4 120.87(19) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N3 C5 H5A 109.5 . . ?
N3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C11 C6 C7 120.59(19) . . ?
C11 C6 N2 121.42(18) . . ?
C7 C6 N2 118.0(2) . . ?
C8 C7 C6 118.7(2) . . ?
C8 C7 H7 120.7 . . ?
C6 C7 H7 120.7 . . ?
C9 C8 C7 121.4(2) . . ?
C9 C8 H8 119.3 . . ?
C7 C8 H8 119.3 . . ?
C10 C9 C8 119.2(2) . . ?
C10 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
C9 C10 C11 120.6(2) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C6 C11 C10 119.4(2) . . ?
C6 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C13 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C18 C13 C14 118.33(19) . . ?
C18 C13 C12 121.5(2) . . ?
C14 C13 C12 120.1(2) . . ?
C18 C13 Ru1 69.80(12) . . ?
C14 C13 Ru1 70.40(12) . . ?
C12 C13 Ru1 129.19(15) . . ?
C15 C14 C13 120.53(19) . . ?
C15 C14 Ru1 71.50(12) . . ?
C13 C14 Ru1 71.40(12) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
Ru1 C14 H14 129.9 . . ?
C14 C15 C16 121.4(2) . . ?
C14 C15 Ru1 71.18(12) . . ?
C16 C15 Ru1 71.38(11) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 H15 119.3 . . ?
Ru1 C15 H15 131.0 . . ?
C17 C16 C15 118.27(19) . . ?
C17 C16 C19 122.83(19) . . ?
C15 C16 C19 118.89(19) . . ?
C17 C16 Ru1 69.73(11) . . ?
C15 C16 Ru1 70.37(11) . . ?
C19 C16 Ru1 132.73(15) . . ?
C16 C17 C18 120.25(19) . . ?
C16 C17 Ru1 72.56(11) . . ?
C18 C17 Ru1 70.60(11) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
Ru1 C17 H17 129.4 . . ?
C13 C18 C17 121.2(2) . . ?
C13 C18 Ru1 72.42(12) . . ?
C17 C18 Ru1 70.71(12) . . ?
C13 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
Ru1 C18 H18 130.1 . . ?
C16 C19 C21 114.1(2) . . ?
C16 C19 C20 107.68(19) . . ?
C21 C19 C20 112.6(2) . . ?
C16 C19 H19 107.4 . . ?
C21 C19 H19 107.4 . . ?
C20 C19 H19 107.4 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 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
C1 N2 N3 C3 9.9(2) . . . . ?
C6 N2 N3 C3 164.89(18) . . . . ?
C1 N2 N3 C5 139.96(19) . . . . ?
C6 N2 N3 C5 -65.1(2) . . . . ?
N3 N2 C1 O1 170.9(2) . . . . ?
C6 N2 C1 O1 17.5(3) . . . . ?
N3 N2 C1 C2 -8.1(2) . . . . ?
C6 N2 C1 C2 -161.48(19) . . . . ?
Ru1 N1 C2 C3 -86.5(2) . . . . ?
Ru1 N1 C2 C1 94.2(2) . . . . ?
O1 C1 C2 C3 -175.7(2) . . . . ?
N2 C1 C2 C3 3.3(2) . . . . ?
O1 C1 C2 N1 3.7(4) . . . . ?
N2 C1 C2 N1 -177.37(18) . . . . ?
N1 C2 C3 N3 -176.45(19) . . . . ?
C1 C2 C3 N3 2.9(2) . . . . ?
N1 C2 C3 C4 5.9(4) . . . . ?
C1 C2 C3 C4 -174.8(2) . . . . ?
N2 N3 C3 C2 -7.8(2) . . . . ?
C5 N3 C3 C2 -136.6(2) . . . . ?
N2 N3 C3 C4 170.11(18) . . . . ?
C5 N3 C3 C4 41.3(3) . . . . ?
C1 N2 C6 C11 133.3(2) . . . . ?
N3 N2 C6 C11 -17.7(3) . . . . ?
C1 N2 C6 C7 -47.5(3) . . . . ?
N3 N2 C6 C7 161.4(2) . . . . ?
C11 C6 C7 C8 -1.9(4) . . . . ?
N2 C6 C7 C8 179.0(2) . . . . ?
C6 C7 C8 C9 2.0(4) . . . . ?
C7 C8 C9 C10 -0.5(4) . . . . ?
C8 C9 C10 C11 -1.2(4) . . . . ?
C7 C6 C11 C10 0.3(3) . . . . ?
N2 C6 C11 C10 179.4(2) . . . . ?
C9 C10 C11 C6 1.3(3) . . . . ?
C18 C13 C14 C15 1.5(3) . . . . ?
C12 C13 C14 C15 178.7(2) . . . . ?
Ru1 C13 C14 C15 54.04(18) . . . . ?
C18 C13 C14 Ru1 -52.53(17) . . . . ?
C12 C13 C14 Ru1 124.67(19) . . . . ?
C13 C14 C15 C16 -1.1(3) . . . . ?
Ru1 C14 C15 C16 52.92(17) . . . . ?
C13 C14 C15 Ru1 -54.00(17) . . . . ?
C14 C15 C16 C17 -0.4(3) . . . . ?
Ru1 C15 C16 C17 52.45(16) . . . . ?
C14 C15 C16 C19 178.42(19) . . . . ?
Ru1 C15 C16 C19 -128.75(18) . . . . ?
C14 C15 C16 Ru1 -52.83(18) . . . . ?
C15 C16 C17 C18 1.4(3) . . . . ?
C19 C16 C17 C18 -177.39(19) . . . . ?
Ru1 C16 C17 C18 54.11(17) . . . . ?
C15 C16 C17 Ru1 -52.75(16) . . . . ?
C19 C16 C17 Ru1 128.50(19) . . . . ?
C14 C13 C18 C17 -0.5(3) . . . . ?
C12 C13 C18 C17 -177.69(19) . . . . ?
Ru1 C13 C18 C17 -53.34(17) . . . . ?
C14 C13 C18 Ru1 52.81(17) . . . . ?
C12 C13 C18 Ru1 -124.3(2) . . . . ?
C16 C17 C18 C13 -0.9(3) . . . . ?
Ru1 C17 C18 C13 54.11(17) . . . . ?
C16 C17 C18 Ru1 -55.03(17) . . . . ?
C17 C16 C19 C21 -42.2(3) . . . . ?
C15 C16 C19 C21 139.1(2) . . . . ?
Ru1 C16 C19 C21 49.8(3) . . . . ?
C17 C16 C19 C20 83.6(3) . . . . ?
C15 C16 C19 C20 -95.2(2) . . . . ?
Ru1 C16 C19 C20 175.56(17) . . . . ?

_refine_diff_density_max         1.295
_refine_diff_density_min         -2.106
_refine_diff_density_rms         0.157

####################################################################### 
# 
# 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_SPA123
_database_code_depnum_ccdc_archive 'CCDC 1476966'
_audit_update_record             
;
2016-04-28 deposited with the CCDC.
2016-09-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H22 Cl N4 Ru, B F4'
_chemical_formula_sum            'C19 H22 B Cl F4 N4 Ru'
_chemical_formula_weight         529.73

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0020 0.0010 '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 0.0040 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1170 0.1180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -2.0290 0.6360 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0010 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0130 0.0070 '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                   9.3290(19)
_cell_length_b                   10.369(2)
_cell_length_c                   11.557(2)
_cell_angle_alpha                94.36(3)
_cell_angle_beta                 96.55(3)
_cell_angle_gamma                112.79(3)
_cell_volume                     1015.0(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    34119
_cell_measurement_theta_min      0.349
_cell_measurement_theta_max      33.679

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.733
_exptl_crystal_F_000             532
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.225
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.159
_exptl_absorpt_coefficient_mu    0.632
_shelx_estimated_absorpt_T_min   0.871
_shelx_estimated_absorpt_T_max   0.906
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.885
_exptl_absorpt_correction_T_max  0.912
_exptl_absorpt_process_details   
'HKL3000sm Scalepack(Otwinowski & Minor, 1997)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.610
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'ADSC Q210 CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10328
_diffrn_reflns_av_unetI/netI     0.0380
_diffrn_reflns_av_R_equivalents  0.0220
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.844
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        21.469
_diffrn_measured_fraction_theta_max 0.931
_diffrn_measured_fraction_theta_full 0.944
_diffrn_reflns_Laue_measured_fraction_max 0.931
_diffrn_reflns_Laue_measured_fraction_full 0.944
_diffrn_reflns_point_group_measured_fraction_max 0.931
_diffrn_reflns_point_group_measured_fraction_full 0.944
_reflns_number_total             5254
_reflns_number_gt                4574
_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       
'PAL BL2D-SMDC Program(Shin et. al, 2016)'
_computing_cell_refinement       'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    'DIAMOND 4(Putz & Brandenburg, 2014)'
_computing_publication_material  'enCifer 1.5.1'
_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)+(0.0661P)²] 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         5254
_refine_ls_number_parameters     274
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0336
_refine_ls_wR_factor_ref         0.0916
_refine_ls_wR_factor_gt          0.0893
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_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 0.56399(2) 0.24701(2) 0.22043(2) 0.00902(7) Uani 1 1 d . . . . .
Cl1 Cl 0.63949(7) 0.21210(6) 0.03235(5) 0.01499(12) Uani 1 1 d . . . . .
N1 N 0.6454(2) 0.4612(2) 0.20400(16) 0.0108(4) Uani 1 1 d . . . . .
N2 N 0.3666(2) 0.2679(2) 0.12859(16) 0.0097(3) Uani 1 1 d . . . . .
N3 N 0.0956(2) 0.1837(2) 0.04445(17) 0.0139(4) Uani 1 1 d . . . . .
N4 N 0.2184(2) 0.0306(2) 0.06084(18) 0.0157(4) Uani 1 1 d . . . . .
H4A H 0.1287 -0.0387 0.0291 0.019 Uiso 1 1 calc R U . . .
H4B H 0.3020 0.0128 0.0814 0.019 Uiso 1 1 calc R U . . .
C1 C 0.8715(3) 0.1547(3) 0.2664(2) 0.0176(5) Uani 1 1 d . . . . .
H1A H 0.9541 0.2504 0.2767 0.026 Uiso 1 1 calc R U . . .
H1B H 0.8483 0.1149 0.1834 0.026 Uiso 1 1 calc R U . . .
H1C H 0.9074 0.0954 0.3139 0.026 Uiso 1 1 calc R U . . .
C2 C 0.7254(3) 0.1601(2) 0.3051(2) 0.0121(4) Uani 1 1 d . . . . .
C3 C 0.7335(3) 0.2769(2) 0.37921(19) 0.0133(4) Uani 1 1 d . . . . .
H3 H 0.8332 0.3507 0.4084 0.016 Uiso 1 1 calc R U . . .
C4 C 0.5943(3) 0.2875(2) 0.41188(19) 0.0133(4) Uani 1 1 d . . . . .
H4 H 0.6026 0.3693 0.4600 0.016 Uiso 1 1 calc R U . . .
C5 C 0.4461(3) 0.1781(2) 0.37346(19) 0.0123(4) Uani 1 1 d . . . . .
C6 C 0.4380(3) 0.0562(2) 0.30118(19) 0.0129(4) Uani 1 1 d . . . . .
H6 H 0.3389 -0.0204 0.2766 0.016 Uiso 1 1 calc R U . . .
C7 C 0.5735(3) 0.0476(2) 0.2660(2) 0.0124(4) Uani 1 1 d . . . . .
H7 H 0.5647 -0.0330 0.2159 0.015 Uiso 1 1 calc R U . . .
C8 C 0.2948(3) 0.1837(3) 0.4055(2) 0.0161(5) Uani 1 1 d . . . . .
H8 H 0.2110 0.1417 0.3351 0.019 Uiso 1 1 calc R U . . .
C9 C 0.3078(3) 0.3314(3) 0.4429(2) 0.0221(5) Uani 1 1 d . . . . .
H9A H 0.3827 0.3716 0.5159 0.033 Uiso 1 1 calc R U . . .
H9B H 0.2043 0.3278 0.4558 0.033 Uiso 1 1 calc R U . . .
H9C H 0.3447 0.3905 0.3813 0.033 Uiso 1 1 calc R U . . .
C10 C 0.2461(3) 0.0913(3) 0.5035(2) 0.0217(5) Uani 1 1 d . . . . .
H10A H 0.2346 -0.0048 0.4769 0.033 Uiso 1 1 calc R U . . .
H10B H 0.1457 0.0890 0.5229 0.033 Uiso 1 1 calc R U . . .
H10C H 0.3271 0.1306 0.5734 0.033 Uiso 1 1 calc R U . . .
C11 C 0.7964(3) 0.5526(2) 0.2342(2) 0.0155(4) Uani 1 1 d . . . . .
H11 H 0.8740 0.5177 0.2580 0.019 Uiso 1 1 calc R U . . .
C12 C 0.8423(3) 0.6966(3) 0.2316(2) 0.0179(5) Uani 1 1 d . . . . .
H12 H 0.9493 0.7595 0.2548 0.021 Uiso 1 1 calc R U . . .
C13 C 0.7304(3) 0.7473(3) 0.1949(2) 0.0157(4) Uani 1 1 d . . . . .
H13 H 0.7596 0.8456 0.1930 0.019 Uiso 1 1 calc R U . . .
C14 C 0.5752(3) 0.6538(2) 0.1609(2) 0.0137(4) Uani 1 1 d . . . . .
H14 H 0.4968 0.6867 0.1345 0.016 Uiso 1 1 calc R U . . .
C15 C 0.5364(3) 0.5116(2) 0.16588(18) 0.0108(4) Uani 1 1 d . . . . .
C16 C 0.3775(3) 0.4025(2) 0.12567(18) 0.0104(4) Uani 1 1 d . . . . .
C17 C 0.2506(3) 0.4320(3) 0.0853(2) 0.0142(4) Uani 1 1 d . . . . .
H17 H 0.2596 0.5260 0.0820 0.017 Uiso 1 1 calc R U . . .
C18 C 0.1077(3) 0.3160(3) 0.0495(2) 0.0152(4) Uani 1 1 d . . . . .
H18 H 0.0154 0.3324 0.0278 0.018 Uiso 1 1 calc R U . . .
C19 C 0.2277(3) 0.1629(2) 0.07775(19) 0.0121(4) Uani 1 1 d . . . . .
B1 B 0.7936(3) 0.3383(3) 0.6900(2) 0.0185(5) Uani 1 1 d . . . . .
F1 F 0.6350(2) 0.3138(2) 0.67456(16) 0.0334(4) Uani 1 1 d . . . . .
F2 F 0.8788(2) 0.46776(18) 0.65484(19) 0.0368(4) Uani 1 1 d . . . . .
F3 F 0.8169(2) 0.23392(19) 0.62080(15) 0.0294(4) Uani 1 1 d . . . . .
F4 F 0.8476(2) 0.3364(2) 0.80643(14) 0.0373(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 N1 2.082(2) . ?
Ru1 N2 2.112(2) . ?
Ru1 C4 2.185(2) . ?
Ru1 C3 2.199(2) . ?
Ru1 C7 2.204(2) . ?
Ru1 C5 2.208(2) . ?
Ru1 C2 2.211(2) . ?
Ru1 C6 2.213(2) . ?
Ru1 Cl1 2.4040(8) . ?
N1 C11 1.345(3) . ?
N1 C15 1.359(3) . ?
N2 C19 1.358(3) . ?
N2 C16 1.363(3) . ?
N3 C18 1.329(3) . ?
N3 C19 1.350(3) . ?
N4 C19 1.339(3) . ?
N4 H4A 0.8800 . ?
N4 H4B 0.8800 . ?
C1 C2 1.501(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.401(3) . ?
C2 C7 1.437(3) . ?
C3 C4 1.434(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.401(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.432(3) . ?
C5 C8 1.521(3) . ?
C6 C7 1.404(3) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C9 1.514(4) . ?
C8 C10 1.534(3) . ?
C8 H8 1.0000 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.389(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.379(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.384(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.382(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.468(3) . ?
C16 C17 1.374(3) . ?
C17 C18 1.397(3) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
B1 F4 1.386(3) . ?
B1 F1 1.388(3) . ?
B1 F2 1.389(3) . ?
B1 F3 1.396(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Ru1 N2 76.33(8) . . ?
N1 Ru1 C4 92.43(9) . . ?
N2 Ru1 C4 115.75(8) . . ?
N1 Ru1 C3 94.26(9) . . ?
N2 Ru1 C3 152.80(8) . . ?
C4 Ru1 C3 38.17(9) . . ?
N1 Ru1 C7 158.03(8) . . ?
N2 Ru1 C7 125.54(8) . . ?
C4 Ru1 C7 80.13(9) . . ?
C3 Ru1 C7 67.14(9) . . ?
N1 Ru1 C5 117.01(8) . . ?
N2 Ru1 C5 93.35(8) . . ?
C4 Ru1 C5 37.20(9) . . ?
C3 Ru1 C5 67.93(9) . . ?
C7 Ru1 C5 68.16(9) . . ?
N1 Ru1 C2 120.06(8) . . ?
N2 Ru1 C2 163.47(8) . . ?
C4 Ru1 C2 68.43(9) . . ?
C3 Ru1 C2 37.06(9) . . ?
C7 Ru1 C2 38.01(9) . . ?
C5 Ru1 C2 81.20(9) . . ?
N1 Ru1 C6 154.62(8) . . ?
N2 Ru1 C6 98.46(8) . . ?
C4 Ru1 C6 67.13(9) . . ?
C3 Ru1 C6 79.05(9) . . ?
C7 Ru1 C6 37.07(8) . . ?
C5 Ru1 C6 37.81(8) . . ?
C2 Ru1 C6 67.75(9) . . ?
N1 Ru1 Cl1 87.60(6) . . ?
N2 Ru1 Cl1 87.18(6) . . ?
C4 Ru1 Cl1 156.41(7) . . ?
C3 Ru1 Cl1 118.28(7) . . ?
C7 Ru1 Cl1 91.13(7) . . ?
C5 Ru1 Cl1 154.82(6) . . ?
C2 Ru1 Cl1 91.20(6) . . ?
C6 Ru1 Cl1 117.22(7) . . ?
C11 N1 C15 118.59(19) . . ?
C11 N1 Ru1 124.16(16) . . ?
C15 N1 Ru1 117.16(15) . . ?
C19 N2 C16 116.48(19) . . ?
C19 N2 Ru1 127.55(15) . . ?
C16 N2 Ru1 115.87(15) . . ?
C18 N3 C19 117.7(2) . . ?
C19 N4 H4A 120.0 . . ?
C19 N4 H4B 120.0 . . ?
H4A N4 H4B 120.0 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C7 118.1(2) . . ?
C3 C2 C1 120.6(2) . . ?
C7 C2 C1 121.3(2) . . ?
C3 C2 Ru1 71.00(13) . . ?
C7 C2 Ru1 70.73(12) . . ?
C1 C2 Ru1 128.59(16) . . ?
C2 C3 C4 121.4(2) . . ?
C2 C3 Ru1 71.94(13) . . ?
C4 C3 Ru1 70.41(13) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
Ru1 C3 H3 131.2 . . ?
C5 C4 C3 120.5(2) . . ?
C5 C4 Ru1 72.28(13) . . ?
C3 C4 Ru1 71.41(13) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
Ru1 C4 H4 128.9 . . ?
C4 C5 C6 118.2(2) . . ?
C4 C5 C8 122.7(2) . . ?
C6 C5 C8 119.0(2) . . ?
C4 C5 Ru1 70.53(13) . . ?
C6 C5 Ru1 71.28(12) . . ?
C8 C5 Ru1 129.65(16) . . ?
C7 C6 C5 121.3(2) . . ?
C7 C6 Ru1 71.10(13) . . ?
C5 C6 Ru1 70.91(12) . . ?
C7 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
Ru1 C6 H6 131.6 . . ?
C6 C7 C2 120.4(2) . . ?
C6 C7 Ru1 71.83(13) . . ?
C2 C7 Ru1 71.27(12) . . ?
C6 C7 H7 119.8 . . ?
C2 C7 H7 119.8 . . ?
Ru1 C7 H7 129.6 . . ?
C9 C8 C5 113.9(2) . . ?
C9 C8 C10 110.5(2) . . ?
C5 C8 C10 107.8(2) . . ?
C9 C8 H8 108.2 . . ?
C5 C8 H8 108.2 . . ?
C10 C8 H8 108.2 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N1 C11 C12 121.8(2) . . ?
N1 C11 H11 119.1 . . ?
C12 C11 H11 119.1 . . ?
C13 C12 C11 119.2(2) . . ?
C13 C12 H12 120.4 . . ?
C11 C12 H12 120.4 . . ?
C12 C13 C14 119.4(2) . . ?
C12 C13 H13 120.3 . . ?
C14 C13 H13 120.3 . . ?
C15 C14 C13 118.8(2) . . ?
C15 C14 H14 120.6 . . ?
C13 C14 H14 120.6 . . ?
N1 C15 C14 122.1(2) . . ?
N1 C15 C16 114.50(19) . . ?
C14 C15 C16 123.4(2) . . ?
N2 C16 C17 122.3(2) . . ?
N2 C16 C15 114.2(2) . . ?
C17 C16 C15 123.4(2) . . ?
C16 C17 C18 116.3(2) . . ?
C16 C17 H17 121.8 . . ?
C18 C17 H17 121.8 . . ?
N3 C18 C17 122.6(2) . . ?
N3 C18 H18 118.7 . . ?
C17 C18 H18 118.7 . . ?
N4 C19 N3 117.3(2) . . ?
N4 C19 N2 119.0(2) . . ?
N3 C19 N2 123.6(2) . . ?
F4 B1 F1 110.7(2) . . ?
F4 B1 F2 110.2(2) . . ?
F1 B1 F2 109.4(2) . . ?
F4 B1 F3 108.4(2) . . ?
F1 B1 F3 110.0(2) . . ?
F2 B1 F3 108.1(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 C2 C3 C4 -2.3(3) . . . . ?
C1 C2 C3 C4 176.5(2) . . . . ?
Ru1 C2 C3 C4 52.28(19) . . . . ?
C7 C2 C3 Ru1 -54.59(17) . . . . ?
C1 C2 C3 Ru1 124.2(2) . . . . ?
C2 C3 C4 C5 2.2(3) . . . . ?
Ru1 C3 C4 C5 55.16(19) . . . . ?
C2 C3 C4 Ru1 -52.96(19) . . . . ?
C3 C4 C5 C6 0.1(3) . . . . ?
Ru1 C4 C5 C6 54.82(18) . . . . ?
C3 C4 C5 C8 180.0(2) . . . . ?
Ru1 C4 C5 C8 -125.3(2) . . . . ?
C3 C4 C5 Ru1 -54.75(19) . . . . ?
C4 C5 C6 C7 -2.1(3) . . . . ?
C8 C5 C6 C7 177.9(2) . . . . ?
Ru1 C5 C6 C7 52.30(19) . . . . ?
C4 C5 C6 Ru1 -54.45(18) . . . . ?
C8 C5 C6 Ru1 125.6(2) . . . . ?
C5 C6 C7 C2 2.0(3) . . . . ?
Ru1 C6 C7 C2 54.23(18) . . . . ?
C5 C6 C7 Ru1 -52.22(19) . . . . ?
C3 C2 C7 C6 0.2(3) . . . . ?
C1 C2 C7 C6 -178.6(2) . . . . ?
Ru1 C2 C7 C6 -54.50(19) . . . . ?
C3 C2 C7 Ru1 54.73(18) . . . . ?
C1 C2 C7 Ru1 -124.1(2) . . . . ?
C4 C5 C8 C9 20.8(3) . . . . ?
C6 C5 C8 C9 -159.3(2) . . . . ?
Ru1 C5 C8 C9 -70.3(3) . . . . ?
C4 C5 C8 C10 -102.2(3) . . . . ?
C6 C5 C8 C10 77.7(3) . . . . ?
Ru1 C5 C8 C10 166.74(17) . . . . ?
C15 N1 C11 C12 2.5(3) . . . . ?
Ru1 N1 C11 C12 -174.01(18) . . . . ?
N1 C11 C12 C13 -1.3(4) . . . . ?
C11 C12 C13 C14 -0.4(4) . . . . ?
C12 C13 C14 C15 0.7(3) . . . . ?
C11 N1 C15 C14 -2.1(3) . . . . ?
Ru1 N1 C15 C14 174.61(16) . . . . ?
C11 N1 C15 C16 175.09(19) . . . . ?
Ru1 N1 C15 C16 -8.2(2) . . . . ?
C13 C14 C15 N1 0.5(3) . . . . ?
C13 C14 C15 C16 -176.4(2) . . . . ?
C19 N2 C16 C17 6.9(3) . . . . ?
Ru1 N2 C16 C17 -169.77(17) . . . . ?
C19 N2 C16 C15 -171.45(18) . . . . ?
Ru1 N2 C16 C15 11.9(2) . . . . ?
N1 C15 C16 N2 -2.6(3) . . . . ?
C14 C15 C16 N2 174.6(2) . . . . ?
N1 C15 C16 C17 179.1(2) . . . . ?
C14 C15 C16 C17 -3.7(3) . . . . ?
N2 C16 C17 C18 1.4(3) . . . . ?
C15 C16 C17 C18 179.5(2) . . . . ?
C19 N3 C18 C17 1.2(3) . . . . ?
C16 C17 C18 N3 -5.7(3) . . . . ?
C18 N3 C19 N4 -173.1(2) . . . . ?
C18 N3 C19 N2 8.0(3) . . . . ?
C16 N2 C19 N4 169.21(19) . . . . ?
Ru1 N2 C19 N4 -14.6(3) . . . . ?
C16 N2 C19 N3 -11.9(3) . . . . ?
Ru1 N2 C19 N3 164.27(16) . . . . ?

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
N4 H4A N3 0.88 2.08 2.955(3) 172.8 2

_refine_diff_density_max         0.646
_refine_diff_density_min         -2.064
_refine_diff_density_rms         0.118

