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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_sah_001m
_database_code_depnum_ccdc_archive 'CCDC 1537302'
_audit_update_record             
;
2017-03-10 deposited with the CCDC.
2017-06-19 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            'C20 H12 Sb2'
_chemical_formula_weight         495.80

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'
Sb Sb -0.5866 1.5461 '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                   8.4505(6)
_cell_length_b                   9.0047(6)
_cell_length_c                   11.1040(7)
_cell_angle_alpha                75.645(2)
_cell_angle_beta                 69.497(3)
_cell_angle_gamma                86.077(3)
_cell_volume                     766.56(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    9833
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      33.19

_exptl_crystal_description       tablet
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.148
_exptl_crystal_F_000             468
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.256
_exptl_crystal_size_mid          0.184
_exptl_crystal_size_min          0.072
_exptl_absorpt_coefficient_mu    3.516
_shelx_estimated_absorpt_T_min   0.466
_shelx_estimated_absorpt_T_max   0.786
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.60
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_process_details   
; 
 BRUKER AXS SMART APEX 2 Vers. 3.0-2009
 R.H. Blessing, Acta Cryst. (1995) A51 33-38 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  'Triumph Goebel mirror'
_diffrn_measurement_device_type  
; 
 Bruker D8 KAPPA series II with APEX II area detector system
;
_diffrn_measurement_method       
;
 Data collection strategy APEX 2/COSMO
;
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            26589
_diffrn_reflns_av_unetI/netI     0.0160
_diffrn_reflns_av_R_equivalents  0.0214
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.017
_diffrn_reflns_theta_max         33.225
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5779
_reflns_number_gt                5363
_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       'BRUKER D8 KAPPA APEX 2 (3.0-2009)'
_computing_cell_refinement       'BRUKER D8 KAPPA APEX 2 (3.0-2009)'
_computing_data_reduction        'BRUKER D8 KAPPA APEX 2 (3.0-2009)'
_computing_structure_solution    'BRUKER D8 KAPPA APEX 2 (3.0-2009)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4'
_computing_publication_material  'BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4'

_refine_special_details          
;
 Treatment of hydrogen atoms:    
 Riding model on idealized geometries 
 with the 1.2 fold isotropic displacement 
 parameters of the equivalent Uij of the 
 corresponding carbon atom.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0172P)²+1.6921P] 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         5779
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0252
_refine_ls_R_factor_gt           0.0228
_refine_ls_wR_factor_ref         0.0536
_refine_ls_wR_factor_gt          0.0524
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.003
_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
Sb1 Sb -0.19821(2) 0.99030(2) 0.82999(2) 0.01614(4) Uani 1 1 d . . . . .
Sb2 Sb 0.15135(2) 1.01016(2) 0.76860(2) 0.01492(3) Uani 1 1 d . . . . .
C10 C -0.1967(2) 0.7998(2) 0.99212(18) 0.0135(3) Uani 1 1 d . . . . .
C11 C -0.3502(3) 0.7328(2) 1.07748(19) 0.0159(3) Uani 1 1 d . . . . .
H11 H -0.4515 0.7741 1.0653 0.019 Uiso 1 1 calc R U . . .
C12 C -0.3589(3) 0.6037(2) 1.1827(2) 0.0183(4) Uani 1 1 d . . . . .
H12 H -0.4655 0.5581 1.2395 0.022 Uiso 1 1 calc R U . . .
C13 C -0.2141(3) 0.5443(2) 1.20288(19) 0.0167(3) Uani 1 1 d . . . . .
H13 H -0.2210 0.4573 1.2736 0.020 Uiso 1 1 calc R U . . .
C14 C -0.0539(3) 0.6113(2) 1.11905(18) 0.0135(3) Uani 1 1 d . . . . .
C15 C -0.0438(2) 0.7420(2) 1.01198(17) 0.0118(3) Uani 1 1 d . . . . .
C16 C 0.1186(2) 0.8107(2) 0.93189(18) 0.0135(3) Uani 1 1 d . . . . .
C17 C 0.2602(3) 0.7491(2) 0.9585(2) 0.0164(3) Uani 1 1 d . . . . .
H17 H 0.3674 0.7970 0.9066 0.020 Uiso 1 1 calc R U . . .
C18 C 0.2498(3) 0.6167(2) 1.0611(2) 0.0178(4) Uani 1 1 d . . . . .
H18 H 0.3498 0.5739 1.0749 0.021 Uiso 1 1 calc R U . . .
C19 C 0.0959(3) 0.5501(2) 1.1403(2) 0.0162(3) Uani 1 1 d . . . . .
H19 H 0.0893 0.4622 1.2102 0.019 Uiso 1 1 calc R U . . .
C20 C -0.1414(2) 0.8549(2) 0.68385(18) 0.0131(3) Uani 1 1 d . . . . .
C21 C -0.2745(3) 0.7996(2) 0.6622(2) 0.0164(3) Uani 1 1 d . . . . .
H21 H -0.3868 0.8206 0.7121 0.020 Uiso 1 1 calc R U . . .
C22 C -0.2475(3) 0.7121(2) 0.5672(2) 0.0170(3) Uani 1 1 d . . . . .
H22 H -0.3411 0.6729 0.5553 0.020 Uiso 1 1 calc R U . . .
C23 C -0.0861(3) 0.6839(2) 0.49256(19) 0.0148(3) Uani 1 1 d . . . . .
H23 H -0.0684 0.6273 0.4274 0.018 Uiso 1 1 calc R U . . .
C24 C 0.0546(2) 0.7384(2) 0.51142(18) 0.0125(3) Uani 1 1 d . . . . .
C25 C 0.0283(2) 0.8256(2) 0.60853(18) 0.0119(3) Uani 1 1 d . . . . .
C26 C 0.1725(2) 0.8780(2) 0.62597(18) 0.0128(3) Uani 1 1 d . . . . .
C27 C 0.3326(2) 0.8457(2) 0.54924(19) 0.0149(3) Uani 1 1 d . . . . .
H27 H 0.4278 0.8815 0.5614 0.018 Uiso 1 1 calc R U . . .
C28 C 0.3585(3) 0.7608(2) 0.4532(2) 0.0166(3) Uani 1 1 d . . . . .
H28 H 0.4699 0.7401 0.4013 0.020 Uiso 1 1 calc R U . . .
C29 C 0.2220(3) 0.7082(2) 0.43490(19) 0.0152(3) Uani 1 1 d . . . . .
H29 H 0.2397 0.6509 0.3703 0.018 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
Sb1 C10 2.1602(19) . ?
Sb1 C20 2.1695(18) . ?
Sb1 Sb2 2.7972(3) . ?
Sb2 C26 2.1595(18) . ?
Sb2 C16 2.1658(19) . ?
C10 C11 1.381(3) . ?
C10 C15 1.428(3) . ?
C11 C12 1.414(3) . ?
C12 C13 1.370(3) . ?
C13 C14 1.419(3) . ?
C14 C19 1.419(3) . ?
C14 C15 1.433(3) . ?
C15 C16 1.430(3) . ?
C16 C17 1.379(3) . ?
C17 C18 1.414(3) . ?
C18 C19 1.367(3) . ?
C20 C21 1.377(3) . ?
C20 C25 1.429(3) . ?
C21 C22 1.416(3) . ?
C22 C23 1.370(3) . ?
C23 C24 1.415(3) . ?
C24 C29 1.420(3) . ?
C24 C25 1.434(3) . ?
C25 C26 1.426(3) . ?
C26 C27 1.380(3) . ?
C27 C28 1.410(3) . ?
C28 C29 1.372(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
C10 Sb1 C20 95.38(7) . . ?
C10 Sb1 Sb2 86.33(5) . . ?
C20 Sb1 Sb2 86.17(5) . . ?
C26 Sb2 C16 94.25(7) . . ?
C26 Sb2 Sb1 86.26(5) . . ?
C16 Sb2 Sb1 86.08(5) . . ?
C11 C10 C15 120.04(18) . . ?
C11 C10 Sb1 117.77(14) . . ?
C15 C10 Sb1 122.19(14) . . ?
C10 C11 C12 121.04(19) . . ?
C13 C12 C11 120.22(19) . . ?
C12 C13 C14 120.59(18) . . ?
C19 C14 C13 120.59(18) . . ?
C19 C14 C15 119.82(18) . . ?
C13 C14 C15 119.59(18) . . ?
C10 C15 C16 123.04(17) . . ?
C10 C15 C14 118.49(17) . . ?
C16 C15 C14 118.45(17) . . ?
C17 C16 C15 119.52(18) . . ?
C17 C16 Sb2 118.26(14) . . ?
C15 C16 Sb2 122.22(14) . . ?
C16 C17 C18 121.64(19) . . ?
C19 C18 C17 119.99(19) . . ?
C18 C19 C14 120.50(18) . . ?
C21 C20 C25 119.91(17) . . ?
C21 C20 Sb1 118.11(14) . . ?
C25 C20 Sb1 121.96(13) . . ?
C20 C21 C22 121.40(18) . . ?
C23 C22 C21 119.88(19) . . ?
C22 C23 C24 120.68(18) . . ?
C23 C24 C29 120.77(17) . . ?
C23 C24 C25 119.77(17) . . ?
C29 C24 C25 119.46(17) . . ?
C26 C25 C20 123.16(17) . . ?
C26 C25 C24 118.49(17) . . ?
C20 C25 C24 118.35(17) . . ?
C27 C26 C25 119.89(17) . . ?
C27 C26 Sb2 117.70(14) . . ?
C25 C26 Sb2 122.40(13) . . ?
C26 C27 C28 121.60(18) . . ?
C29 C28 C27 119.71(18) . . ?
C28 C29 C24 120.84(18) . . ?

_refine_diff_density_max         3.958
_refine_diff_density_min         -1.824
_refine_diff_density_rms         0.120

