# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2018

####################################################################### 
# 
# 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_L2
_database_code_depnum_ccdc_archive 'CCDC 1830401'
_audit_update_record             
;
2018-03-16 deposited with the CCDC.
2018-09-19 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         ?
_chemical_formula_sum            'C14 H12 N2 O2'
_chemical_formula_weight         240.26

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'

_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                   4.9045(11)
_cell_length_b                   11.022(2)
_cell_length_c                   10.913(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.589(6)
_cell_angle_gamma                90
_cell_volume                     577.9(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2267
_cell_measurement_theta_min      2.654
_cell_measurement_theta_max      27.5255

_exptl_crystal_description       needle
_exptl_crystal_colour            orange-brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_F_000             252
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.094
_shelx_estimated_absorpt_T_min   0.982
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6892
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   
; 
 Data were corrected for Lorentz polarization and absorption
 effects (empirical absorption correction SADABS).
 R(int) =  0.1116 (selected reflections only, before parameter refinement)
 R(int) =  0.0499 (selected reflections only, after parameter refinement)
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6473
_diffrn_reflns_av_unetI/netI     0.0307
_diffrn_reflns_av_R_equivalents  0.0401
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.654
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             1260
_reflns_number_gt                1002
_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       'APEX3 (Bruker AXS, 2015)'
_computing_cell_refinement       'APEX3 (Bruker AXS, 2015)'
_computing_data_reduction        'SAINT (Bruker AXS, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEPIII (Johnson, 1996)'
_computing_publication_material  'XCIF 2014/2 (Bruker AXS, 2014)'
_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)+(0.0416P)²+0.3406P] 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         1260
_refine_ls_number_parameters     83
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0604
_refine_ls_R_factor_gt           0.0439
_refine_ls_wR_factor_ref         0.1025
_refine_ls_wR_factor_gt          0.0963
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.000
_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
C1 C 0.8934(3) 0.46008(14) 0.46609(14) 0.0137(3) Uani 1 1 d . . . . .
H1 H 0.8486 0.4623 0.3773 0.016 Uiso 1 1 calc R U . . .
C2 C 0.5506(3) 0.31133(13) 0.45944(14) 0.0127(3) Uani 1 1 d . . . . .
C3 C 0.4809(3) 0.20784(15) 0.51994(14) 0.0158(4) Uani 1 1 d . . . . .
H3 H 0.5797 0.1899 0.6021 0.019 Uiso 1 1 calc R U . . .
C4 C 0.2708(3) 0.13069(14) 0.46286(14) 0.0169(4) Uani 1 1 d . . . . .
H4 H 0.2271 0.0602 0.5052 0.020 Uiso 1 1 calc R U . . .
C5 C 0.1236(3) 0.15721(14) 0.34271(14) 0.0140(3) Uani 1 1 d . . . . .
C6 C 0.1898(3) 0.26155(14) 0.28183(14) 0.0152(3) Uani 1 1 d . . . . .
H6 H 0.0886 0.2805 0.2004 0.018 Uiso 1 1 calc R U . . .
C7 C 0.4013(3) 0.33714(14) 0.33933(14) 0.0142(3) Uani 1 1 d . . . . .
H7 H 0.4458 0.4074 0.2968 0.017 Uiso 1 1 calc R U . . .
N1 N 0.7651(3) 0.38630(11) 0.52636(11) 0.0130(3) Uani 1 1 d . . . . .
O1 O -0.0844(2) 0.08059(10) 0.28930(10) 0.0190(3) Uani 1 1 d . . . . .
H1A H -0.1377 0.0986 0.2135 0.028 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
C1 N1 1.287(2) . ?
C1 C1 1.450(3) 3_766 ?
C1 H1 0.9500 . ?
C2 C3 1.395(2) . ?
C2 C7 1.396(2) . ?
C2 N1 1.4192(19) . ?
C3 C4 1.384(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.395(2) . ?
C4 H4 0.9500 . ?
C5 O1 1.3619(18) . ?
C5 C6 1.399(2) . ?
C6 C7 1.379(2) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
O1 H1A 0.8400 . ?

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 C1 C1 119.93(17) . 3_766 ?
N1 C1 H1 120.0 . . ?
C1 C1 H1 120.0 3_766 . ?
C3 C2 C7 118.61(14) . . ?
C3 C2 N1 117.36(13) . . ?
C7 C2 N1 124.00(13) . . ?
C4 C3 C2 121.38(14) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C3 C4 C5 119.49(14) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
O1 C5 C4 118.30(14) . . ?
O1 C5 C6 122.15(14) . . ?
C4 C5 C6 119.54(14) . . ?
C7 C6 C5 120.39(14) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C6 C7 C2 120.57(14) . . ?
C6 C7 H7 119.7 . . ?
C2 C7 H7 119.7 . . ?
C1 N1 C2 119.54(13) . . ?
C5 O1 H1A 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C7 H7 O1 0.95 2.65 3.2725(19) 123.9 2
O1 H1A N1 0.84 2.01 2.8392(17) 169.9 4_465

_refine_diff_density_max         0.247
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.052

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1830402'
_audit_update_record             
;
2018-03-16 deposited with the CCDC.
2018-09-19 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         ?
_chemical_formula_sum            'C26 H30 Cl N3 O3 Ru'
_chemical_formula_weight         569.05

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'
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                   9.8785(6)
_cell_length_b                   13.9080(9)
_cell_length_c                   18.1728(11)
_cell_angle_alpha                90
_cell_angle_beta                 101.9450(10)
_cell_angle_gamma                90
_cell_volume                     2442.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9973
_cell_measurement_theta_min      2.291
_cell_measurement_theta_max      26.431

_exptl_crystal_description       plate
_exptl_crystal_colour            pale-orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.547
_exptl_crystal_F_000             1168
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.785
_shelx_estimated_absorpt_T_min   0.872
_shelx_estimated_absorpt_T_max   0.912
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6483
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   
; 
 Data were corrected for Lorentz polarization and absorption
 effects (empirical absorption correction SADABS).
 R(int) =  0.0801 (selected reflections only, before parameter refinement)
 R(int) =  0.0566 (selected reflections only, after parameter refinement)
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28024
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_av_R_equivalents  0.0471
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.859
_diffrn_reflns_theta_max         25.049
_diffrn_reflns_theta_full        25.049
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4323
_reflns_number_gt                3816
_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       'APEX3 (Bruker AXS, 2015)'
_computing_cell_refinement       'APEX3 (Bruker AXS, 2015)'
_computing_data_reduction        'SAINT (Bruker AXS, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEPIII (Johnson, 1996)'
_computing_publication_material  'XCIF 2014/2 (Bruker AXS, 2014)'
_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)+(0.0321P)²+10.1735P] 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         4323
_refine_ls_number_parameters     344
_refine_ls_number_restraints     108
_refine_ls_R_factor_all          0.0513
_refine_ls_R_factor_gt           0.0437
_refine_ls_wR_factor_ref         0.0984
_refine_ls_wR_factor_gt          0.0952
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_restrained_S_all      1.094
_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 0.33461(3) 0.70879(2) 0.65115(2) 0.01387(11) Uani 1 1 d . . . . .
Cl1 Cl 0.42712(10) 0.61099(8) 0.56609(5) 0.0206(2) Uani 1 1 d . . . . .
N1 N 0.4043(3) 0.6059(2) 0.73205(17) 0.0133(7) Uani 1 1 d . . . . .
N2 N 0.1730(3) 0.6120(2) 0.63796(18) 0.0146(7) Uani 1 1 d . . . . .
C1 C 0.3608(6) 0.8391(3) 0.5818(3) 0.0358(13) Uani 1 1 d . . . . .
C2 C 0.4723(5) 0.8323(3) 0.6449(2) 0.0293(11) Uani 1 1 d . . . . .
H2 H 0.5680 0.8204 0.6368 0.035 Uiso 1 1 calc R U . . .
C3 C 0.4467(5) 0.8263(3) 0.7182(2) 0.0217(9) Uani 1 1 d . . . . .
H3 H 0.5251 0.8101 0.7607 0.026 Uiso 1 1 calc R U . . .
C4 C 0.3095(4) 0.8237(3) 0.7306(2) 0.0177(9) Uani 1 1 d . . . . .
C5 C 0.1998(5) 0.8274(3) 0.6674(2) 0.0254(10) Uani 1 1 d . . . . .
H5 H 0.1035 0.8135 0.6736 0.031 Uiso 1 1 calc R U . . .
C6 C 0.2269(6) 0.8368(3) 0.5938(3) 0.0324(12) Uani 1 1 d . . . . .
H6 H 0.1490 0.8267 0.5497 0.039 Uiso 1 1 calc R U . . .
C7 C 0.3885(8) 0.8446(4) 0.5032(3) 0.0545(18) Uani 1 1 d . . . . .
H7A H 0.4886 0.8455 0.5058 0.082 Uiso 1 1 calc R U . . .
H7B H 0.3478 0.7885 0.4742 0.082 Uiso 1 1 calc R U . . .
H7C H 0.3471 0.9034 0.4787 0.082 Uiso 1 1 calc R U . . .
C8 C 0.2879(5) 0.8155(3) 0.8110(2) 0.0222(9) Uani 1 1 d . . . . .
H8 H 0.3694 0.7810 0.8414 0.027 Uiso 1 1 calc R U . . .
C9 C 0.1570(5) 0.7586(4) 0.8164(3) 0.0365(12) Uani 1 1 d . . . . .
H9A H 0.1479 0.7555 0.8690 0.055 Uiso 1 1 calc R U . . .
H9B H 0.0757 0.7907 0.7863 0.055 Uiso 1 1 calc R U . . .
H9C H 0.1639 0.6933 0.7972 0.055 Uiso 1 1 calc R U . . .
C10 C 0.2852(6) 0.9169(4) 0.8430(3) 0.0327(11) Uani 1 1 d . . . . .
H10A H 0.2714 0.9131 0.8948 0.049 Uiso 1 1 calc R U . . .
H10B H 0.3733 0.9491 0.8425 0.049 Uiso 1 1 calc R U . . .
H10C H 0.2093 0.9535 0.8122 0.049 Uiso 1 1 calc R U . . .
C11 C 0.3206(4) 0.5358(3) 0.7355(2) 0.0175(9) Uani 1 1 d . . . . .
H11 H 0.3439 0.4845 0.7703 0.021 Uiso 1 1 calc R U . . .
C12 C 0.1899(4) 0.5401(3) 0.6833(2) 0.0176(9) Uani 1 1 d . . . . .
H12 H 0.1203 0.4928 0.6825 0.021 Uiso 1 1 calc R U . . .
C13 C 0.5363(4) 0.6068(3) 0.7822(2) 0.0162(8) Uani 1 1 d . . . . .
C14 C 0.6529(4) 0.6368(3) 0.7566(2) 0.0222(9) Uani 1 1 d . . . . .
H14 H 0.6445 0.6586 0.7063 0.027 Uiso 1 1 calc R U . . .
C15 C 0.7800(5) 0.6348(3) 0.8045(3) 0.0276(10) Uani 1 1 d . . . . .
H15 H 0.8594 0.6543 0.7865 0.033 Uiso 1 1 calc R U . . .
C16 C 0.7956(5) 0.6046(3) 0.8791(3) 0.0247(10) Uani 1 1 d . . . . .
C17 C 0.6775(5) 0.5782(3) 0.9042(2) 0.0243(10) Uani 1 1 d . . . . .
H17 H 0.6854 0.5597 0.9552 0.029 Uiso 1 1 calc R U . . .
C18 C 0.5487(4) 0.5782(3) 0.8566(2) 0.0195(9) Uani 1 1 d . . . . .
H18 H 0.4693 0.5587 0.8747 0.023 Uiso 1 1 calc R U . . .
C19 C 0.9354(5) 0.6000(4) 0.9306(3) 0.0385(13) Uani 1 1 d . . . . .
H19A H 1.0061 0.6212 0.9035 0.058 Uiso 1 1 calc R U . . .
H19B H 0.9367 0.6420 0.9740 0.058 Uiso 1 1 calc R U . . .
H19C H 0.9547 0.5337 0.9479 0.058 Uiso 1 1 calc R U . . .
C20 C 0.0471(4) 0.6212(3) 0.5831(2) 0.0162(8) Uani 1 1 d . . . . .
C21 C 0.0526(4) 0.6369(3) 0.5087(2) 0.0216(9) Uani 1 1 d . . . . .
H21 H 0.1393 0.6422 0.4942 0.026 Uiso 1 1 calc R U . . .
C22 C -0.0692(4) 0.6447(3) 0.4556(2) 0.0230(9) Uani 1 1 d . . . . .
H22 H -0.0656 0.6534 0.4042 0.028 Uiso 1 1 calc R U . . .
C23 C -0.1981(4) 0.6401(3) 0.4762(2) 0.0207(9) Uani 1 1 d . . . . .
C24 C -0.1998(4) 0.6248(4) 0.5511(3) 0.0283(11) Uani 1 1 d . . . . .
H24 H -0.2861 0.6206 0.5662 0.034 Uiso 1 1 calc R U . . .
C25 C -0.0794(4) 0.6153(3) 0.6044(3) 0.0262(10) Uani 1 1 d . . . . .
H25 H -0.0830 0.6048 0.6556 0.031 Uiso 1 1 calc R U . . .
C26 C -0.3304(5) 0.6510(3) 0.4183(3) 0.0285(11) Uani 1 1 d . . . . .
H26A H -0.3086 0.6613 0.3687 0.043 Uiso 1 1 calc R U . . .
H26B H -0.3862 0.5926 0.4172 0.043 Uiso 1 1 calc R U . . .
H26C H -0.3825 0.7062 0.4312 0.043 Uiso 1 1 calc R U . . .
N3 N 0.8350(14) 0.9142(10) 0.6640(7) 0.043(3) Uani 0.665(10) 1 d D U P A 1
O1 O 0.8151(19) 0.8459(10) 0.7031(9) 0.057(4) Uani 0.665(10) 1 d D U P A 1
O2 O 0.742(2) 0.9420(15) 0.6067(8) 0.040(3) Uani 0.665(10) 1 d D U P A 1
O3 O 0.9451(7) 0.9610(6) 0.6868(4) 0.071(3) Uani 0.665(10) 1 d D U P A 1
N13 N 0.824(2) 0.9003(16) 0.6318(12) 0.032(5) Uani 0.335(10) 1 d D U P A 2
O11 O 0.8951(13) 0.8647(9) 0.5925(7) 0.056(4) Uani 0.335(10) 1 d D U P A 2
O12 O 0.835(4) 0.873(2) 0.7020(12) 0.063(9) Uani 0.335(10) 1 d D U P A 2
O13 O 0.746(5) 0.969(3) 0.606(2) 0.053(11) Uani 0.335(10) 1 d D U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ru1 N2 2.064(3) . ?
Ru1 N1 2.065(3) . ?
Ru1 C5 2.178(5) . ?
Ru1 C3 2.196(4) . ?
Ru1 C4 2.202(4) . ?
Ru1 C2 2.208(4) . ?
Ru1 C6 2.220(5) . ?
Ru1 C1 2.253(5) . ?
Ru1 Cl1 2.3789(10) . ?
N1 C11 1.288(5) . ?
N1 C13 1.428(5) . ?
N2 C12 1.284(5) . ?
N2 C20 1.429(5) . ?
C1 C6 1.385(8) . ?
C1 C2 1.420(7) . ?
C1 C7 1.509(6) . ?
C2 C3 1.408(6) . ?
C2 H2 1.0000 . ?
C3 C4 1.421(6) . ?
C3 H3 1.0000 . ?
C4 C5 1.406(6) . ?
C4 C8 1.524(5) . ?
C5 C6 1.424(6) . ?
C5 H5 1.0000 . ?
C6 H6 1.0000 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C10 1.527(6) . ?
C8 C9 1.537(7) . ?
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 1.436(6) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C18 1.391(6) . ?
C13 C14 1.393(6) . ?
C14 C15 1.372(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.397(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.386(6) . ?
C16 C19 1.501(6) . ?
C17 C18 1.382(6) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.383(6) . ?
C20 C25 1.384(6) . ?
C21 C22 1.383(6) . ?
C21 H21 0.9500 . ?
C22 C23 1.401(6) . ?
C22 H22 0.9500 . ?
C23 C24 1.380(6) . ?
C23 C26 1.507(6) . ?
C24 C25 1.377(6) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
N3 O1 1.226(15) . ?
N3 O3 1.261(15) . ?
N3 O2 1.296(18) . ?
N13 O11 1.205(17) . ?
N13 O13 1.25(2) . ?
N13 O12 1.31(2) . ?

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 N1 76.50(13) . . ?
N2 Ru1 C5 91.70(16) . . ?
N1 Ru1 C5 123.43(14) . . ?
N2 Ru1 C3 147.03(14) . . ?
N1 Ru1 C3 93.73(14) . . ?
C5 Ru1 C3 67.27(17) . . ?
N2 Ru1 C4 111.09(14) . . ?
N1 Ru1 C4 95.86(13) . . ?
C5 Ru1 C4 37.46(16) . . ?
C3 Ru1 C4 37.70(16) . . ?
N2 Ru1 C2 166.20(16) . . ?
N1 Ru1 C2 117.22(16) . . ?
C5 Ru1 C2 79.55(19) . . ?
C3 Ru1 C2 37.29(15) . . ?
C4 Ru1 C2 67.89(16) . . ?
N2 Ru1 C6 100.64(16) . . ?
N1 Ru1 C6 161.19(16) . . ?
C5 Ru1 C6 37.76(17) . . ?
C3 Ru1 C6 78.53(17) . . ?
C4 Ru1 C6 67.51(16) . . ?
C2 Ru1 C6 66.0(2) . . ?
N2 Ru1 C1 129.44(17) . . ?
N1 Ru1 C1 153.62(18) . . ?
C5 Ru1 C1 67.13(19) . . ?
C3 Ru1 C1 66.97(16) . . ?
C4 Ru1 C1 79.91(16) . . ?
C2 Ru1 C1 37.10(19) . . ?
C6 Ru1 C1 36.1(2) . . ?
N2 Ru1 Cl1 86.77(9) . . ?
N1 Ru1 Cl1 87.16(9) . . ?
C5 Ru1 Cl1 148.11(12) . . ?
C3 Ru1 Cl1 124.63(12) . . ?
C4 Ru1 Cl1 162.11(12) . . ?
C2 Ru1 Cl1 95.03(13) . . ?
C6 Ru1 Cl1 111.40(13) . . ?
C1 Ru1 Cl1 89.55(13) . . ?
C11 N1 C13 119.0(3) . . ?
C11 N1 Ru1 115.9(3) . . ?
C13 N1 Ru1 125.1(3) . . ?
C12 N2 C20 119.7(3) . . ?
C12 N2 Ru1 116.0(3) . . ?
C20 N2 Ru1 124.3(3) . . ?
C6 C1 C2 118.5(4) . . ?
C6 C1 C7 121.1(5) . . ?
C2 C1 C7 120.4(5) . . ?
C6 C1 Ru1 70.7(3) . . ?
C2 C1 Ru1 69.8(3) . . ?
C7 C1 Ru1 129.4(4) . . ?
C3 C2 C1 120.5(5) . . ?
C3 C2 Ru1 70.9(2) . . ?
C1 C2 Ru1 73.1(3) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
Ru1 C2 H2 119.4 . . ?
C2 C3 C4 121.0(4) . . ?
C2 C3 Ru1 71.9(2) . . ?
C4 C3 Ru1 71.4(2) . . ?
C2 C3 H3 118.9 . . ?
C4 C3 H3 118.9 . . ?
Ru1 C3 H3 118.9 . . ?
C5 C4 C3 118.0(4) . . ?
C5 C4 C8 123.2(4) . . ?
C3 C4 C8 118.8(4) . . ?
C5 C4 Ru1 70.4(2) . . ?
C3 C4 Ru1 70.9(2) . . ?
C8 C4 Ru1 129.2(3) . . ?
C4 C5 C6 120.5(4) . . ?
C4 C5 Ru1 72.2(2) . . ?
C6 C5 Ru1 72.7(3) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
Ru1 C5 H5 119.4 . . ?
C1 C6 C5 121.5(4) . . ?
C1 C6 Ru1 73.2(3) . . ?
C5 C6 Ru1 69.5(3) . . ?
C1 C6 H6 118.5 . . ?
C5 C6 H6 118.5 . . ?
Ru1 C6 H6 118.5 . . ?
C1 C7 H7A 109.5 . . ?
C1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C4 C8 C10 108.3(4) . . ?
C4 C8 C9 112.7(4) . . ?
C10 C8 C9 111.8(4) . . ?
C4 C8 H8 108.0 . . ?
C10 C8 H8 108.0 . . ?
C9 C8 H8 108.0 . . ?
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 115.7(4) . . ?
N1 C11 H11 122.1 . . ?
C12 C11 H11 122.1 . . ?
N2 C12 C11 115.9(4) . . ?
N2 C12 H12 122.1 . . ?
C11 C12 H12 122.1 . . ?
C18 C13 C14 119.9(4) . . ?
C18 C13 N1 120.3(4) . . ?
C14 C13 N1 119.9(4) . . ?
C15 C14 C13 119.6(4) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C14 C15 C16 121.7(4) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C17 C16 C15 117.8(4) . . ?
C17 C16 C19 120.8(4) . . ?
C15 C16 C19 121.3(4) . . ?
C18 C17 C16 121.5(4) . . ?
C18 C17 H17 119.2 . . ?
C16 C17 H17 119.2 . . ?
C17 C18 C13 119.5(4) . . ?
C17 C18 H18 120.2 . . ?
C13 C18 H18 120.2 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C25 120.3(4) . . ?
C21 C20 N2 119.4(4) . . ?
C25 C20 N2 120.3(4) . . ?
C22 C21 C20 119.4(4) . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
C21 C22 C23 121.1(4) . . ?
C21 C22 H22 119.4 . . ?
C23 C22 H22 119.4 . . ?
C24 C23 C22 117.9(4) . . ?
C24 C23 C26 121.3(4) . . ?
C22 C23 C26 120.8(4) . . ?
C25 C24 C23 121.6(4) . . ?
C25 C24 H24 119.2 . . ?
C23 C24 H24 119.2 . . ?
C24 C25 C20 119.7(4) . . ?
C24 C25 H25 120.2 . . ?
C20 C25 H25 120.2 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
O1 N3 O3 116.1(13) . . ?
O1 N3 O2 121.6(17) . . ?
O3 N3 O2 122.0(15) . . ?
O11 N13 O13 119(2) . . ?
O11 N13 O12 121(2) . . ?
O13 N13 O12 120(2) . . ?

_refine_diff_density_max         2.808
_refine_diff_density_min         -0.825
_refine_diff_density_rms         0.098

