# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2015

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1015490'


_audit_update_record             
;
2014-07-22 deposited with the CCDC.
2015-03-26 downloaded from the CCDC.
;
# publcif _publ_body_element loop end

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         Ru(bpy)3(SbF6)
_chemical_formula_sum            'C30 H24 F12 N6 Ru Sb2'
_chemical_formula_weight         1041.12

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 '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      trigonal
_space_group_IT_number           165
_space_group_name_H-M_alt        'P -3 c 1'
_space_group_name_Hall           '-P 3 2"c'

_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'
'-y, x-y, z'
'-x+y, -x, z'
'x-y, -y, -z+1/2'
'-x, -x+y, -z+1/2'
'y, x, -z+1/2'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+y, y, z-1/2'
'x, x-y, z-1/2'
'-y, -x, z-1/2'

_cell_length_a                   10.7860(4)
_cell_length_b                   10.7860(4)
_cell_length_c                   17.2860(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     1741.59(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       square
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.985
_exptl_crystal_F_000             1000
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.168
_exptl_crystal_size_mid          0.124
_exptl_crystal_size_min          0.108
_exptl_absorpt_coefficient_mu    2.064
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.723
_exptl_absorpt_correction_T_max  0.808
_exptl_absorpt_process_details   'Scalepack (Otwinowski & Minor, 1997)'

_exptl_special_details           ?

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'Nonius Kappa CCD'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius kappa-CCD diffractometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 9
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3964
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.180
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_full        27.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             1315
_reflns_number_gt                880
_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       
'DENZO (Otwinowski & Minor, 1997); COLLECT (Nonius B.V., 1999)'
_computing_cell_refinement       
'DENZO (Otwinowski & Minor, 1997); COLLECT (Nonius B.V., 1999)'
_computing_data_reduction        'SCALEPACK (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_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)+(0.0891P)²+2.0758P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1315
_refine_ls_number_parameters     78
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0862
_refine_ls_R_factor_gt           0.0515
_refine_ls_wR_factor_ref         0.1877
_refine_ls_wR_factor_gt          0.1511
_refine_ls_goodness_of_fit_ref   1.218
_refine_ls_restrained_S_all      1.218
_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
C1 C -0.0563(7) -0.2217(6) 0.6252(3) 0.0660(15) Uani 1 1 d . . . . .
H1 H 0.0364 -0.1587 0.6086 0.079 Uiso 1 1 calc R U . . .
C2 C -0.1374(8) -0.3444(7) 0.5842(4) 0.0761(18) Uani 1 1 d . . . . .
H2 H -0.1000 -0.3653 0.5409 0.091 Uiso 1 1 calc R U . . .
C3 C -0.2734(9) -0.4355(7) 0.6077(4) 0.0820(19) Uani 1 1 d . . . . .
H3 H -0.3318 -0.5167 0.5786 0.098 Uiso 1 1 calc R U . . .
C4 C -0.3253(6) -0.4082(7) 0.6745(4) 0.0731(17) Uani 1 1 d . . . . .
H4 H -0.4169 -0.4726 0.6922 0.088 Uiso 1 1 calc R U . . .
C5 C -0.2390(5) -0.2835(5) 0.7148(3) 0.0515(11) Uani 1 1 d . . . . .
N1 N -0.1056(4) -0.1883(5) 0.6891(3) 0.0482(10) Uani 1 1 d . . . . .
F1 F -0.2008(6) 0.4816(6) 0.8150(3) 0.1247(18) Uani 1 1 d . . . . .
F2 F -0.1839(9) 0.3570(9) 0.9384(3) 0.171(3) Uani 1 1 d . . . . .
Sb1 Sb -0.3333 0.3333 0.87603(4) 0.0787(5) Uani 1 3 d S T P . .
Ru1 Ru 0.0000 0.0000 0.7500 0.0412(3) Uani 1 6 d S T P . .


_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 1.350(7) . ?
C1 C2 1.365(8) . ?
C1 H1 0.9300 . ?
C2 C3 1.356(10) . ?
C2 H2 0.9300 . ?
C3 C4 1.378(10) . ?
C3 H3 0.9300 . ?
C4 C5 1.382(8) . ?
C4 H4 0.9300 . ?
C5 N1 1.357(6) . ?
C5 C5 1.475(10) 6_556 ?
N1 Ru1 2.053(4) . ?
F1 Sb1 1.851(5) . ?
F2 Sb1 1.847(6) . ?
Sb1 F2 1.847(6) 2_565 ?
Sb1 F2 1.847(6) 3_455 ?
Sb1 F1 1.851(5) 2_565 ?
Sb1 F1 1.851(5) 3_455 ?
Ru1 N1 2.053(4) 4_556 ?
Ru1 N1 2.053(4) 6_556 ?
Ru1 N1 2.053(4) 5_556 ?
Ru1 N1 2.053(4) 3 ?
Ru1 N1 2.053(4) 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
N1 C1 C2 122.4(6) . . ?
N1 C1 H1 118.8 . . ?
C2 C1 H1 118.8 . . ?
C3 C2 C1 119.0(6) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C2 C3 C4 120.2(6) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C3 C4 C5 118.8(6) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 H4 120.6 . . ?
N1 C5 C4 121.0(5) . . ?
N1 C5 C5 114.7(3) . 6_556 ?
C4 C5 C5 124.2(4) . 6_556 ?
C1 N1 C5 118.4(5) . . ?
C1 N1 Ru1 125.8(4) . . ?
C5 N1 Ru1 115.8(3) . . ?
F2 Sb1 F2 89.4(4) 2_565 . ?
F2 Sb1 F2 89.4(4) 2_565 3_455 ?
F2 Sb1 F2 89.4(4) . 3_455 ?
F2 Sb1 F1 91.6(3) 2_565 . ?
F2 Sb1 F1 88.2(3) . . ?
F2 Sb1 F1 177.4(3) 3_455 . ?
F2 Sb1 F1 88.2(3) 2_565 2_565 ?
F2 Sb1 F1 177.4(3) . 2_565 ?
F2 Sb1 F1 91.6(3) 3_455 2_565 ?
F1 Sb1 F1 90.8(2) . 2_565 ?
F2 Sb1 F1 177.4(3) 2_565 3_455 ?
F2 Sb1 F1 91.6(3) . 3_455 ?
F2 Sb1 F1 88.2(3) 3_455 3_455 ?
F1 Sb1 F1 90.7(2) . 3_455 ?
F1 Sb1 F1 90.7(2) 2_565 3_455 ?
N1 Ru1 N1 173.1(2) . 4_556 ?
N1 Ru1 N1 78.9(2) . 6_556 ?
N1 Ru1 N1 96.09(17) 4_556 6_556 ?
N1 Ru1 N1 89.3(2) . 5_556 ?
N1 Ru1 N1 96.09(17) 4_556 5_556 ?
N1 Ru1 N1 96.09(17) 6_556 5_556 ?
N1 Ru1 N1 96.08(17) . 3 ?
N1 Ru1 N1 78.9(2) 4_556 3 ?
N1 Ru1 N1 89.3(2) 6_556 3 ?
N1 Ru1 N1 173.1(2) 5_556 3 ?
N1 Ru1 N1 96.09(17) . 2 ?
N1 Ru1 N1 89.3(2) 4_556 2 ?
N1 Ru1 N1 173.1(2) 6_556 2 ?
N1 Ru1 N1 78.9(2) 5_556 2 ?
N1 Ru1 N1 96.09(17) 3 2 ?

_refine_diff_density_max         0.764
_refine_diff_density_min         -2.110
_refine_diff_density_rms         0.482

_shelxl_version_number           2013-4



