# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2012


data_global
_journal_name_full               Chem.Commun.
_journal_coden_cambridge         0182
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
_publ_contact_author_name        'Jeganmohan, Masilamani'
_publ_author_name                'Masilamani Jeganmohan'
_publ_contact_author_email       mjeganmohan@iiserpune.ac.in

data_rk1
_database_code_depnum_ccdc_archive 'CCDC 857024'
#TrackingRef '- M. Jeganmohan.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H32 Br Cl2 F6 O2 Ru2 Sb'
_chemical_formula_weight         977.23

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'
O O 0.0106 0.0060 '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'
Br Br -0.2901 2.4595 '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'
F F 0.0171 0.0103 '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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pnma

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

_cell_length_a                   12.7425(16)
_cell_length_b                   23.711(3)
_cell_length_c                   10.2862(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3107.8(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.089
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1888
_exptl_absorpt_coefficient_mu    3.341
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Smart Apex II'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28307
_diffrn_reflns_av_R_equivalents  0.0704
_diffrn_reflns_av_sigmaI/netI    0.0467
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.72
_diffrn_reflns_theta_max         28.34
_reflns_number_total             3962
_reflns_number_gt                2703
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.1225P)^2^+85.8724P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3962
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0701
_refine_ls_R_factor_gt           0.0373
_refine_ls_wR_factor_ref         0.1446
_refine_ls_wR_factor_gt          0.0994
_refine_ls_goodness_of_fit_ref   0.571
_refine_ls_restrained_S_all      0.571
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 1.21010(8) 0.2500 0.88418(14) 0.0535(3) Uani 1 2 d S . .
Ru1 Ru 0.53786(4) 0.176323(19) 1.04483(5) 0.02520(14) Uani 1 1 d . . .
Sb1 Sb 0.0000 0.5000 0.0000 0.03640(18) Uani 1 2 d S . .
Cl1 Cl 0.5326(2) 0.2500 1.2077(2) 0.0405(5) Uani 1 2 d S . .
Cl2 Cl 0.48836(19) 0.2500 0.8964(2) 0.0381(5) Uani 1 2 d S . .
F2 F 0.0866(4) 0.4380(2) 0.0336(5) 0.0614(13) Uani 1 1 d . . .
C9 C 0.4026(5) 0.1284(3) 0.9829(8) 0.0392(16) Uani 1 1 d . . .
H9 H 0.3479 0.1477 0.9330 0.047 Uiso 1 1 calc R . .
F1 F -0.1078(4) 0.4656(2) 0.0954(5) 0.0563(12) Uani 1 1 d . . .
F3 F 0.0483(4) 0.5348(2) 0.1515(5) 0.0635(14) Uani 1 1 d . . .
O3 O 0.6933(3) 0.20219(17) 1.0125(5) 0.0309(9) Uani 1 1 d . . .
C5 C 0.7352(7) 0.2500 1.0007(9) 0.0265(16) Uani 1 2 d S . .
C8 C 0.4925(5) 0.1082(2) 0.9160(7) 0.0303(13) Uani 1 1 d . . .
H8 H 0.4976 0.1137 0.8217 0.036 Uiso 1 1 calc R . .
C10 C 0.3998(6) 0.1320(3) 1.1196(7) 0.0420(17) Uani 1 1 d . . .
C3 C 0.9057(5) 0.3004(3) 0.9602(8) 0.0385(15) Uani 1 1 d . . .
H3 H 0.8699 0.3344 0.9680 0.046 Uiso 1 1 calc R . .
C6 C 0.5786(6) 0.0945(3) 1.1239(7) 0.0371(15) Uani 1 1 d . . .
H6 H 0.6442 0.0910 1.1730 0.044 Uiso 1 1 calc R . .
C7 C 0.5835(5) 0.0910(2) 0.9865(7) 0.0319(14) Uani 1 1 d . . .
C14 C 0.6753(7) 0.0065(3) 0.9141(11) 0.056(2) Uani 1 1 d . . .
H14A H 0.6145 -0.0045 0.8654 0.085 Uiso 1 1 calc R . .
H14B H 0.6703 -0.0081 1.0009 0.085 Uiso 1 1 calc R . .
H14C H 0.7371 -0.0082 0.8730 0.085 Uiso 1 1 calc R . .
C15 C 0.7016(6) 0.0955(3) 0.7868(8) 0.0500(19) Uani 1 1 d . . .
H15A H 0.6492 0.0821 0.7273 0.075 Uiso 1 1 calc R . .
H15B H 0.7698 0.0843 0.7570 0.075 Uiso 1 1 calc R . .
H15C H 0.6983 0.1359 0.7916 0.075 Uiso 1 1 calc R . .
C12 C 0.3053(8) 0.1575(4) 1.1877(10) 0.068(3) Uani 1 1 d . . .
H12A H 0.2564 0.1281 1.2094 0.103 Uiso 1 1 calc R . .
H12B H 0.2720 0.1842 1.1310 0.103 Uiso 1 1 calc R . .
H12C H 0.3277 0.1762 1.2656 0.103 Uiso 1 1 calc R . .
C13 C 0.6819(5) 0.0710(3) 0.9191(8) 0.0387(16) Uani 1 1 d . . .
H13 H 0.7416 0.0810 0.9745 0.046 Uiso 1 1 calc R . .
C11 C 0.4902(7) 0.1152(3) 1.1884(7) 0.0442(18) Uani 1 1 d . . .
H11 H 0.4961 0.1250 1.2807 0.053 Uiso 1 1 calc R . .
C2 C 1.0126(6) 0.3006(3) 0.9364(8) 0.0402(16) Uani 1 1 d . . .
H2 H 1.0486 0.3346 0.9287 0.048 Uiso 1 1 calc R . .
C1 C 1.0654(7) 0.2500 0.9240(11) 0.041(2) Uani 1 2 d S . .
C4 C 0.8514(7) 0.2500 0.9726(9) 0.0286(18) Uani 1 2 d S . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br1 0.0304(5) 0.0417(6) 0.0884(9) 0.000 0.0087(5) 0.000
Ru1 0.0273(2) 0.0194(2) 0.0288(2) 0.00156(18) -0.00001(19) -0.00323(18)
Sb1 0.0422(4) 0.0318(3) 0.0352(3) -0.0025(3) -0.0007(3) -0.0047(3)
Cl1 0.0594(15) 0.0286(11) 0.0335(11) 0.000 0.0066(11) 0.000
Cl2 0.0429(12) 0.0282(11) 0.0433(13) 0.000 -0.0061(10) 0.000
F2 0.059(3) 0.045(3) 0.080(4) 0.008(3) -0.001(3) 0.006(2)
C9 0.029(3) 0.030(3) 0.058(5) -0.005(3) -0.002(3) -0.007(3)
F1 0.053(3) 0.060(3) 0.056(3) 0.011(2) 0.005(2) -0.010(2)
F3 0.059(3) 0.081(4) 0.050(3) -0.023(3) -0.005(2) -0.007(3)
O3 0.027(2) 0.018(2) 0.048(3) 0.0022(18) 0.0017(18) -0.0007(16)
C5 0.030(4) 0.018(4) 0.031(4) 0.000 -0.004(3) 0.000
C8 0.031(3) 0.020(3) 0.040(3) -0.005(2) 0.000(3) -0.005(2)
C10 0.041(4) 0.034(4) 0.051(4) -0.001(3) 0.015(3) -0.015(3)
C3 0.032(3) 0.023(3) 0.061(4) -0.001(3) 0.000(3) -0.002(3)
C6 0.044(4) 0.029(3) 0.038(4) 0.011(3) -0.014(3) -0.005(3)
C7 0.032(3) 0.015(3) 0.049(4) 0.000(3) -0.007(3) -0.006(2)
C14 0.050(4) 0.022(3) 0.098(7) -0.008(4) 0.001(5) 0.000(3)
C15 0.047(4) 0.038(4) 0.065(5) -0.006(4) 0.013(4) 0.006(3)
C12 0.063(6) 0.063(6) 0.079(6) -0.010(5) 0.041(5) -0.016(5)
C13 0.029(3) 0.022(3) 0.065(5) -0.005(3) -0.006(3) 0.000(2)
C11 0.069(5) 0.031(3) 0.033(3) 0.004(3) 0.007(3) -0.025(3)
C2 0.036(4) 0.024(3) 0.060(5) 0.003(3) 0.006(3) -0.002(3)
C1 0.024(4) 0.043(6) 0.055(6) 0.000 0.006(4) 0.000
C4 0.029(4) 0.018(4) 0.039(5) 0.000 0.003(3) 0.000

_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
Br1 C1 1.889(9) . ?
Ru1 O3 2.100(4) . ?
Ru1 C11 2.156(7) . ?
Ru1 C9 2.160(7) . ?
Ru1 C6 2.167(6) . ?
Ru1 C8 2.168(6) . ?
Ru1 C7 2.189(6) . ?
Ru1 C10 2.189(6) . ?
Ru1 Cl2 2.4044(18) . ?
Ru1 Cl1 2.4212(17) . ?
Sb1 F3 1.868(5) . ?
Sb1 F3 1.868(5) 5_565 ?
Sb1 F2 1.870(5) . ?
Sb1 F2 1.870(5) 5_565 ?
Sb1 F1 1.875(5) 5_565 ?
Sb1 F1 1.875(5) . ?
Cl1 Ru1 2.4212(17) 7_565 ?
Cl2 Ru1 2.4044(18) 7_565 ?
C9 C10 1.409(11) . ?
C9 C8 1.420(9) . ?
C9 H9 0.9800 . ?
O3 C5 1.259(6) . ?
C5 O3 1.259(6) 7_565 ?
C5 C4 1.509(12) . ?
C8 C7 1.428(9) . ?
C8 H8 0.9800 . ?
C10 C11 1.409(11) . ?
C10 C12 1.518(11) . ?
C3 C2 1.383(10) . ?
C3 C4 1.387(8) . ?
C3 H3 0.9300 . ?
C6 C11 1.397(11) . ?
C6 C7 1.416(10) . ?
C6 H6 0.9800 . ?
C7 C13 1.509(10) . ?
C14 C13 1.533(9) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C13 1.501(11) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13 0.9800 . ?
C11 H11 0.9800 . ?
C2 C1 1.382(8) . ?
C2 H2 0.9300 . ?
C1 C2 1.383(8) 7_565 ?
C4 C3 1.387(8) 7_565 ?

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
O3 Ru1 C11 124.8(3) . . ?
O3 Ru1 C9 149.3(2) . . ?
C11 Ru1 C9 67.9(3) . . ?
O3 Ru1 C6 95.5(2) . . ?
C11 Ru1 C6 37.7(3) . . ?
C9 Ru1 C6 80.2(3) . . ?
O3 Ru1 C8 111.9(2) . . ?
C11 Ru1 C8 81.0(3) . . ?
C9 Ru1 C8 38.3(2) . . ?
C6 Ru1 C8 68.0(3) . . ?
O3 Ru1 C7 88.6(2) . . ?
C11 Ru1 C7 69.0(3) . . ?
C9 Ru1 C7 69.2(2) . . ?
C6 Ru1 C7 37.9(3) . . ?
C8 Ru1 C7 38.3(2) . . ?
O3 Ru1 C10 162.5(2) . . ?
C11 Ru1 C10 37.8(3) . . ?
C9 Ru1 C10 37.8(3) . . ?
C6 Ru1 C10 68.3(3) . . ?
C8 Ru1 C10 69.1(3) . . ?
C7 Ru1 C10 82.3(3) . . ?
O3 Ru1 Cl2 86.27(13) . . ?
C11 Ru1 Cl2 148.1(2) . . ?
C9 Ru1 Cl2 89.2(2) . . ?
C6 Ru1 Cl2 162.11(19) . . ?
C8 Ru1 Cl2 94.76(18) . . ?
C7 Ru1 Cl2 124.56(19) . . ?
C10 Ru1 Cl2 111.2(2) . . ?
O3 Ru1 Cl1 85.69(14) . . ?
C11 Ru1 Cl1 90.2(2) . . ?
C9 Ru1 Cl1 124.1(2) . . ?
C6 Ru1 Cl1 113.16(19) . . ?
C8 Ru1 Cl1 162.40(18) . . ?
C7 Ru1 Cl1 149.75(18) . . ?
C10 Ru1 Cl1 94.7(2) . . ?
Cl2 Ru1 Cl1 84.71(7) . . ?
F3 Sb1 F3 179.998(1) . 5_565 ?
F3 Sb1 F2 89.9(2) . . ?
F3 Sb1 F2 90.1(2) 5_565 . ?
F3 Sb1 F2 90.1(2) . 5_565 ?
F3 Sb1 F2 89.9(2) 5_565 5_565 ?
F2 Sb1 F2 179.999(1) . 5_565 ?
F3 Sb1 F1 90.2(2) . 5_565 ?
F3 Sb1 F1 89.8(2) 5_565 5_565 ?
F2 Sb1 F1 90.4(2) . 5_565 ?
F2 Sb1 F1 89.6(2) 5_565 5_565 ?
F3 Sb1 F1 89.8(2) . . ?
F3 Sb1 F1 90.2(2) 5_565 . ?
F2 Sb1 F1 89.6(2) . . ?
F2 Sb1 F1 90.4(2) 5_565 . ?
F1 Sb1 F1 179.998(1) 5_565 . ?
Ru1 Cl1 Ru1 92.36(8) . 7_565 ?
Ru1 Cl2 Ru1 93.20(9) 7_565 . ?
C10 C9 C8 121.7(7) . . ?
C10 C9 Ru1 72.2(4) . . ?
C8 C9 Ru1 71.2(4) . . ?
C10 C9 H9 118.5 . . ?
C8 C9 H9 118.5 . . ?
Ru1 C9 H9 118.5 . . ?
C5 O3 Ru1 132.7(5) . . ?
O3 C5 O3 128.5(8) . 7_565 ?
O3 C5 C4 115.8(4) . . ?
O3 C5 C4 115.8(4) 7_565 . ?
C9 C8 C7 120.3(7) . . ?
C9 C8 Ru1 70.5(4) . . ?
C7 C8 Ru1 71.7(4) . . ?
C9 C8 H8 119.2 . . ?
C7 C8 H8 119.2 . . ?
Ru1 C8 H8 119.2 . . ?
C11 C10 C9 117.6(7) . . ?
C11 C10 C12 121.9(8) . . ?
C9 C10 C12 120.3(8) . . ?
C11 C10 Ru1 69.8(4) . . ?
C9 C10 Ru1 70.0(4) . . ?
C12 C10 Ru1 127.5(5) . . ?
C2 C3 C4 120.7(7) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C11 C6 C7 122.0(6) . . ?
C11 C6 Ru1 70.7(4) . . ?
C7 C6 Ru1 71.8(4) . . ?
C11 C6 H6 118.1 . . ?
C7 C6 H6 118.1 . . ?
Ru1 C6 H6 118.1 . . ?
C6 C7 C8 117.0(6) . . ?
C6 C7 C13 120.9(6) . . ?
C8 C7 C13 122.1(6) . . ?
C6 C7 Ru1 70.2(4) . . ?
C8 C7 Ru1 70.1(3) . . ?
C13 C7 Ru1 129.6(4) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C15 C13 C7 115.7(6) . . ?
C15 C13 C14 111.4(7) . . ?
C7 C13 C14 106.5(6) . . ?
C15 C13 H13 107.6 . . ?
C7 C13 H13 107.6 . . ?
C14 C13 H13 107.6 . . ?
C6 C11 C10 121.3(7) . . ?
C6 C11 Ru1 71.6(4) . . ?
C10 C11 Ru1 72.3(4) . . ?
C6 C11 H11 118.8 . . ?
C10 C11 H11 118.8 . . ?
Ru1 C11 H11 118.8 . . ?
C1 C2 C3 119.5(7) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
C2 C1 C2 120.6(9) . 7_565 ?
C2 C1 Br1 119.7(5) . . ?
C2 C1 Br1 119.7(5) 7_565 . ?
C3 C4 C3 119.1(9) 7_565 . ?
C3 C4 C5 120.5(4) 7_565 . ?
C3 C4 C5 120.5(4) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        28.34
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.694
_refine_diff_density_min         -1.532
_refine_diff_density_rms         0.129