# 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 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_sad
_database_code_depnum_ccdc_archive 'CCDC 1463741'
_audit_update_record             
;
2016-03-10 deposited with the CCDC.
2016-05-16 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         'C28 H28 O4 P2'
_chemical_formula_sum            'C28 H28 O4 P2'
_chemical_formula_weight         490.44

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'
P P 0.1023 0.0942 '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                   14.3337(13)
_cell_length_b                   8.0972(7)
_cell_length_c                   21.2171(19)
_cell_angle_alpha                90
_cell_angle_beta                 91.838(3)
_cell_angle_gamma                90
_cell_volume                     2461.2(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4541
_cell_measurement_theta_min      2.84
_cell_measurement_theta_max      26.27

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_F_000             1032
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.210
_shelx_estimated_absorpt_T_min   0.948
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6158
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15540
_diffrn_reflns_av_unetI/netI     0.0401
_diffrn_reflns_av_R_equivalents  0.0578
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.890
_diffrn_reflns_theta_max         26.417
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2523
_reflns_number_gt                2102
_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       'APEX2 ver. 2014.9 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. 7.68A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. 7.68A (Bruker AXS)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/6 (Sheldrick, 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)+(0.0621P)²+3.2546P] 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         2523
_refine_ls_number_parameters     156
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0431
_refine_ls_wR_factor_ref         0.1157
_refine_ls_wR_factor_gt          0.1095
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_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
P1 P 0.45328(3) 0.06016(6) 0.29071(2) 0.01078(16) Uani 1 1 d . . . . .
C1 C 0.53274(13) 0.1308(2) 0.35512(9) 0.0125(4) Uani 1 1 d . . . . .
O1 O 0.40053(10) 0.10983(19) 0.41697(7) 0.0187(3) Uani 1 1 d . . . . .
O2 O 0.34143(9) -0.16565(18) 0.21700(6) 0.0169(3) Uani 1 1 d . . . . .
C2 C 0.62558(14) 0.1777(2) 0.34917(10) 0.0167(4) Uani 1 1 d . . . . .
H2 H 0.6547 0.1608 0.3101 0.020 Uiso 1 1 calc R U . . .
C3 C 0.67699(15) 0.2491(3) 0.39919(10) 0.0217(5) Uani 1 1 d . . . . .
H3 H 0.7403 0.2798 0.3941 0.026 Uiso 1 1 calc R U . . .
C4 C 0.63482(16) 0.2746(3) 0.45618(10) 0.0226(5) Uani 1 1 d . . . . .
H4 H 0.6693 0.3241 0.4902 0.027 Uiso 1 1 calc R U . . .
C5 C 0.54256(15) 0.2285(3) 0.46405(10) 0.0198(5) Uani 1 1 d . . . . .
H5 H 0.5142 0.2452 0.5034 0.024 Uiso 1 1 calc R U . . .
C6 C 0.49200(14) 0.1576(2) 0.41397(9) 0.0146(4) Uani 1 1 d . . . . .
C7 C 0.35128(16) 0.1521(3) 0.47195(10) 0.0245(5) Uani 1 1 d . . . . .
H7A H 0.3548 0.2717 0.4787 0.037 Uiso 1 1 calc R U . . .
H7B H 0.3794 0.0948 0.5086 0.037 Uiso 1 1 calc R U . . .
H7C H 0.2858 0.1188 0.4664 0.037 Uiso 1 1 calc R U . . .
C8 C 0.43685(13) -0.1585(2) 0.30849(9) 0.0127(4) Uani 1 1 d . . . . .
C9 C 0.47711(14) -0.2376(3) 0.36088(9) 0.0150(4) Uani 1 1 d . . . . .
H9 H 0.5161 -0.1764 0.3894 0.018 Uiso 1 1 calc R U . . .
C10 C 0.46147(15) -0.4039(3) 0.37237(10) 0.0192(5) Uani 1 1 d . . . . .
H10 H 0.4899 -0.4559 0.4082 0.023 Uiso 1 1 calc R U . . .
C11 C 0.40420(15) -0.4934(3) 0.33129(11) 0.0209(5) Uani 1 1 d . . . . .
H11 H 0.3931 -0.6071 0.3392 0.025 Uiso 1 1 calc R U . . .
C12 C 0.36275(14) -0.4184(3) 0.27862(10) 0.0186(4) Uani 1 1 d . . . . .
H12 H 0.3237 -0.4805 0.2504 0.022 Uiso 1 1 calc R U . . .
C13 C 0.37866(13) -0.2521(3) 0.26750(9) 0.0147(4) Uani 1 1 d . . . . .
C14 C 0.29383(15) -0.2584(3) 0.16842(10) 0.0208(5) Uani 1 1 d . . . . .
H14A H 0.2768 -0.1851 0.1331 0.031 Uiso 1 1 calc R U . . .
H14B H 0.2372 -0.3075 0.1851 0.031 Uiso 1 1 calc R U . . .
H14C H 0.3349 -0.3462 0.1537 0.031 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
P1 C8 1.827(2) . ?
P1 C1 1.8418(19) . ?
P1 P1 2.2193(10) 2_655 ?
C1 C2 1.394(3) . ?
C1 C6 1.412(3) . ?
O1 C6 1.370(2) . ?
O1 C7 1.425(2) . ?
O2 C13 1.373(2) . ?
O2 C14 1.431(2) . ?
C2 C3 1.397(3) . ?
C3 C4 1.385(3) . ?
C4 C5 1.389(3) . ?
C5 C6 1.391(3) . ?
C8 C9 1.392(3) . ?
C8 C13 1.407(3) . ?
C9 C10 1.388(3) . ?
C10 C11 1.383(3) . ?
C11 C12 1.389(3) . ?
C12 C13 1.387(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
C8 P1 C1 103.20(9) . . ?
C8 P1 P1 104.23(6) . 2_655 ?
C1 P1 P1 101.73(7) . 2_655 ?
C2 C1 C6 117.48(18) . . ?
C2 C1 P1 125.94(15) . . ?
C6 C1 P1 116.14(14) . . ?
C6 O1 C7 118.06(16) . . ?
C13 O2 C14 117.30(16) . . ?
C1 C2 C3 121.71(19) . . ?
C4 C3 C2 119.4(2) . . ?
C3 C4 C5 120.57(19) . . ?
C4 C5 C6 119.6(2) . . ?
O1 C6 C5 123.84(18) . . ?
O1 C6 C1 114.91(17) . . ?
C5 C6 C1 121.26(19) . . ?
C9 C8 C13 117.92(18) . . ?
C9 C8 P1 123.91(15) . . ?
C13 C8 P1 118.16(15) . . ?
C10 C9 C8 121.43(19) . . ?
C11 C10 C9 119.59(19) . . ?
C10 C11 C12 120.5(2) . . ?
C13 C12 C11 119.6(2) . . ?
O2 C13 C12 124.45(19) . . ?
O2 C13 C8 114.55(17) . . ?
C12 C13 C8 121.00(19) . . ?

_refine_diff_density_max         0.476
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.063

####################################################################### 
# 
# 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_sad
_database_code_depnum_ccdc_archive 'CCDC 1463742'
_audit_update_record             
;
2016-03-10 deposited with the CCDC.
2016-05-16 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            'C28 H28 P2'
_chemical_formula_weight         426.44

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'
P P 0.1023 0.0942 '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                   7.5386(3)
_cell_length_b                   16.2636(7)
_cell_length_c                   18.9268(8)
_cell_angle_alpha                90
_cell_angle_beta                 100.1540(10)
_cell_angle_gamma                90
_cell_volume                     2284.17(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9246
_cell_measurement_theta_min      4.372
_cell_measurement_theta_max      52.791

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.240
_exptl_crystal_F_000             904
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.203
_shelx_estimated_absorpt_T_min   0.949
_shelx_estimated_absorpt_T_max   0.974
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.7865
_exptl_absorpt_correction_T_max  0.9254
_exptl_absorpt_process_details   'Sadabs 2008 (Bruker AXS, 2008)'
_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  'Bruker APEX-CCD'
_diffrn_measurement_method       omega-scans
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30181
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.505
_diffrn_reflns_theta_max         26.444
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4700
_reflns_number_gt                3955
_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       'APEX2 ver. 2014.9 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. 7.68A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. 7.68A (Bruker AXS)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/6 (Sheldrick, 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)+(0.0361P)²+1.0872P] 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         4700
_refine_ls_number_parameters     275
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0326
_refine_ls_wR_factor_ref         0.0816
_refine_ls_wR_factor_gt          0.0768
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_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
P1 P 0.07329(5) 0.73629(2) 0.31629(2) 0.01371(10) Uani 1 1 d . . . . .
C1 C -0.15698(18) 0.70119(8) 0.27958(8) 0.0147(3) Uani 1 1 d . . . . .
P2 P 0.08859(5) 0.71417(2) 0.43347(2) 0.01445(10) Uani 1 1 d . . . . .
C2 C -0.2654(2) 0.65818(9) 0.31961(8) 0.0201(3) Uani 1 1 d . . . . .
H2 H -0.2195 0.6451 0.3683 0.024 Uiso 1 1 calc R U . . .
C3 C -0.4393(2) 0.63421(10) 0.28935(9) 0.0250(4) Uani 1 1 d . . . . .
H3 H -0.5107 0.6039 0.3169 0.030 Uiso 1 1 calc R U . . .
C4 C -0.5075(2) 0.65478(10) 0.21913(9) 0.0271(4) Uani 1 1 d . . . . .
H4 H -0.6280 0.6407 0.1988 0.032 Uiso 1 1 calc R U . . .
C5 C -0.4002(2) 0.69599(9) 0.17821(9) 0.0232(3) Uani 1 1 d . . . . .
H5 H -0.4482 0.7095 0.1298 0.028 Uiso 1 1 calc R U . . .
C6 C -0.2235(2) 0.71789(9) 0.20683(8) 0.0176(3) Uani 1 1 d . . . . .
C7 C -0.1077(2) 0.75879(10) 0.15943(8) 0.0232(3) Uani 1 1 d . . . . .
H7A H -0.1708 0.7581 0.1095 0.035 Uiso 1 1 calc R U . . .
H7B H 0.0066 0.7290 0.1630 0.035 Uiso 1 1 calc R U . . .
H7C H -0.0836 0.8158 0.1750 0.035 Uiso 1 1 calc R U . . .
C8 C 0.03324(18) 0.84874(9) 0.31688(7) 0.0140(3) Uani 1 1 d . . . . .
C9 C -0.13439(19) 0.87995(9) 0.32581(8) 0.0169(3) Uani 1 1 d . . . . .
H9 H -0.2271 0.8430 0.3331 0.020 Uiso 1 1 calc R U . . .
C10 C -0.1677(2) 0.96385(9) 0.32423(8) 0.0197(3) Uani 1 1 d . . . . .
H10 H -0.2822 0.9842 0.3303 0.024 Uiso 1 1 calc R U . . .
C11 C -0.0324(2) 1.01777(9) 0.31366(8) 0.0219(3) Uani 1 1 d . . . . .
H11 H -0.0537 1.0754 0.3129 0.026 Uiso 1 1 calc R U . . .
C12 C 0.1335(2) 0.98785(9) 0.30416(8) 0.0218(3) Uani 1 1 d . . . . .
H12 H 0.2249 1.0255 0.2968 0.026 Uiso 1 1 calc R U . . .
C13 C 0.16981(19) 0.90351(9) 0.30511(8) 0.0170(3) Uani 1 1 d . . . . .
C14 C 0.3533(2) 0.87482(10) 0.29381(9) 0.0251(4) Uani 1 1 d . . . . .
H14A H 0.3403 0.8244 0.2650 0.038 Uiso 1 1 calc R U . . .
H14B H 0.4293 0.8639 0.3404 0.038 Uiso 1 1 calc R U . . .
H14C H 0.4093 0.9176 0.2686 0.038 Uiso 1 1 calc R U . . .
C15 C 0.17364(18) 0.60783(9) 0.44185(8) 0.0165(3) Uani 1 1 d . . . . .
C16 C 0.1729(2) 0.55758(9) 0.38194(8) 0.0207(3) Uani 1 1 d . . . . .
H16 H 0.1369 0.5800 0.3353 0.025 Uiso 1 1 calc R U . . .
C17 C 0.2237(2) 0.47547(10) 0.38908(10) 0.0275(4) Uani 1 1 d . . . . .
H17 H 0.2235 0.4423 0.3477 0.033 Uiso 1 1 calc R U . . .
C18 C 0.2746(2) 0.44255(10) 0.45681(10) 0.0305(4) Uani 1 1 d . . . . .
H18 H 0.3095 0.3865 0.4623 0.037 Uiso 1 1 calc R U . . .
C19 C 0.2747(2) 0.49130(10) 0.51674(9) 0.0281(4) Uani 1 1 d . . . . .
H19 H 0.3101 0.4679 0.5631 0.034 Uiso 1 1 calc R U . . .
C20 C 0.22443(19) 0.57373(10) 0.51099(8) 0.0207(3) Uani 1 1 d . . . . .
C21 C 0.2281(2) 0.62408(11) 0.57804(9) 0.0304(4) Uani 1 1 d . . . . .
H21A H 0.3381 0.6574 0.5869 0.046 Uiso 1 1 calc R U . . .
H21B H 0.2260 0.5873 0.6189 0.046 Uiso 1 1 calc R U . . .
H21C H 0.1226 0.6603 0.5719 0.046 Uiso 1 1 calc R U . . .
C22 C 0.29486(18) 0.77544(9) 0.46249(7) 0.0148(3) Uani 1 1 d . . . . .
C23 C 0.46338(19) 0.74723(9) 0.45184(8) 0.0168(3) Uani 1 1 d . . . . .
H23 H 0.4725 0.6948 0.4307 0.020 Uiso 1 1 calc R U . . .
C24 C 0.61756(19) 0.79438(10) 0.47158(8) 0.0194(3) Uani 1 1 d . . . . .
H24 H 0.7311 0.7745 0.4639 0.023 Uiso 1 1 calc R U . . .
C25 C 0.6042(2) 0.87084(10) 0.50262(8) 0.0217(3) Uani 1 1 d . . . . .
H25 H 0.7085 0.9040 0.5157 0.026 Uiso 1 1 calc R U . . .
C26 C 0.4380(2) 0.89878(9) 0.51462(8) 0.0193(3) Uani 1 1 d . . . . .
H26 H 0.4308 0.9509 0.5366 0.023 Uiso 1 1 calc R U . . .
C27 C 0.28181(19) 0.85256(9) 0.49526(8) 0.0165(3) Uani 1 1 d . . . . .
C28 C 0.1052(2) 0.88632(10) 0.50986(9) 0.0223(3) Uani 1 1 d . . . . .
H28A H 0.0279 0.9008 0.4643 0.034 Uiso 1 1 calc R U . . .
H28B H 0.1281 0.9355 0.5400 0.034 Uiso 1 1 calc R U . . .
H28C H 0.0451 0.8446 0.5347 0.034 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
P1 C1 1.8430(14) . ?
P1 C8 1.8540(14) . ?
P1 P2 2.2298(5) . ?
C1 C2 1.396(2) . ?
C1 C6 1.406(2) . ?
P2 C15 1.8416(15) . ?
P2 C22 1.8470(15) . ?
C2 C3 1.391(2) . ?
C3 C4 1.379(2) . ?
C4 C5 1.387(2) . ?
C5 C6 1.393(2) . ?
C6 C7 1.512(2) . ?
C8 C9 1.399(2) . ?
C8 C13 1.409(2) . ?
C9 C10 1.387(2) . ?
C10 C11 1.386(2) . ?
C11 C12 1.383(2) . ?
C12 C13 1.398(2) . ?
C13 C14 1.510(2) . ?
C15 C16 1.397(2) . ?
C15 C20 1.411(2) . ?
C16 C17 1.389(2) . ?
C17 C18 1.380(2) . ?
C18 C19 1.384(3) . ?
C19 C20 1.392(2) . ?
C20 C21 1.507(2) . ?
C22 C23 1.398(2) . ?
C22 C27 1.410(2) . ?
C23 C24 1.388(2) . ?
C24 C25 1.387(2) . ?
C25 C26 1.388(2) . ?
C26 C27 1.391(2) . ?
C27 C28 1.510(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
C1 P1 C8 99.45(6) . . ?
C1 P1 P2 101.84(5) . . ?
C8 P1 P2 97.64(5) . . ?
C2 C1 C6 119.11(13) . . ?
C2 C1 P1 123.57(11) . . ?
C6 C1 P1 117.31(11) . . ?
C15 P2 C22 102.65(6) . . ?
C15 P2 P1 101.15(5) . . ?
C22 P2 P1 95.85(5) . . ?
C3 C2 C1 121.09(15) . . ?
C4 C3 C2 119.54(15) . . ?
C3 C4 C5 120.02(14) . . ?
C4 C5 C6 121.22(15) . . ?
C5 C6 C1 118.86(14) . . ?
C5 C6 C7 119.64(14) . . ?
C1 C6 C7 121.50(13) . . ?
C9 C8 C13 119.37(13) . . ?
C9 C8 P1 120.67(11) . . ?
C13 C8 P1 119.90(11) . . ?
C10 C9 C8 121.23(14) . . ?
C11 C10 C9 119.36(14) . . ?
C12 C11 C10 120.10(14) . . ?
C11 C12 C13 121.54(14) . . ?
C12 C13 C8 118.39(14) . . ?
C12 C13 C14 118.91(13) . . ?
C8 C13 C14 122.70(13) . . ?
C16 C15 C20 118.99(14) . . ?
C16 C15 P2 121.87(11) . . ?
C20 C15 P2 118.85(12) . . ?
C17 C16 C15 121.45(15) . . ?
C18 C17 C16 119.35(16) . . ?
C17 C18 C19 119.93(15) . . ?
C18 C19 C20 121.80(15) . . ?
C19 C20 C15 118.47(15) . . ?
C19 C20 C21 119.55(14) . . ?
C15 C20 C21 121.97(14) . . ?
C23 C22 C27 119.38(13) . . ?
C23 C22 P2 121.25(11) . . ?
C27 C22 P2 119.36(11) . . ?
C24 C23 C22 121.27(14) . . ?
C25 C24 C23 119.31(14) . . ?
C24 C25 C26 119.87(14) . . ?
C25 C26 C27 121.76(14) . . ?
C26 C27 C22 118.38(13) . . ?
C26 C27 C28 119.20(13) . . ?
C22 C27 C28 122.42(13) . . ?

_refine_diff_density_max         0.301
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.046

####################################################################### 
# 
# 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_neu
_database_code_depnum_ccdc_archive 'CCDC 1463743'
_audit_update_record             
;
2016-03-10 deposited with the CCDC.
2016-05-16 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            'C28 H28 Au2 Cl2 P2'
_chemical_formula_weight         891.28

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'
Au Au -2.0133 8.8022 '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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'

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

_cell_length_a                   11.5426(8)
_cell_length_b                   16.0408(11)
_cell_length_c                   14.5815(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2699.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7454
_cell_measurement_theta_min      6.138
_cell_measurement_theta_max      52.595

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.193
_exptl_crystal_F_000             1672
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.340
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    11.188
_shelx_estimated_absorpt_T_min   0.115
_shelx_estimated_absorpt_T_max   0.252
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.5903
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31069
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_av_R_equivalents  0.0553
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.269
_diffrn_reflns_theta_max         24.993
_diffrn_reflns_theta_full        24.993
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4745
_reflns_number_gt                4067
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.914
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    0.999

_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       'APEX2 ver. 2014.9 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. 7.68A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. 7.68A (Bruker AXS)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/6 (Sheldrick, 2014)'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0166P)²+0.3599P] 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_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.056(12)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4745
_refine_ls_number_parameters     264
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0232
_refine_ls_wR_factor_ref         0.0482
_refine_ls_wR_factor_gt          0.0451
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.006
_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
Au1 Au 0.55106(3) 0.27873(3) 0.52574(2) 0.01323(11) Uani 1 1 d . . . . .
Au2 Au 0.20174(3) 0.22072(3) 0.26548(2) 0.01307(11) Uani 1 1 d . . . . .
Cl1 Cl 0.7205(2) 0.33631(19) 0.5752(2) 0.0228(7) Uani 1 1 d . . . . .
Cl2 Cl 0.0275(2) 0.17116(19) 0.2168(2) 0.0205(7) Uani 1 1 d . . . . .
P1 P 0.3826(2) 0.23348(18) 0.4705(2) 0.0111(6) Uani 1 1 d . . . . .
P2 P 0.3722(2) 0.26261(18) 0.3206(2) 0.0109(6) Uani 1 1 d . . . . .
C1 C 0.2593(9) 0.2908(6) 0.5161(9) 0.0108(16) Uani 1 1 d . U . . .
C2 C 0.1530(9) 0.2592(7) 0.5359(8) 0.0157(17) Uani 1 1 d . . . . .
H2 H 0.1397 0.2010 0.5290 0.019 Uiso 1 1 calc R U . . .
C3 C 0.0626(10) 0.3104(8) 0.5663(8) 0.016(2) Uani 1 1 d . . . . .
H3 H -0.0099 0.2865 0.5823 0.019 Uiso 1 1 calc R U . . .
C4 C 0.0783(9) 0.3952(7) 0.5730(7) 0.0108(16) Uani 1 1 d . . . . .
C5 C 0.1876(9) 0.4294(8) 0.5528(8) 0.016(2) Uani 1 1 d . . . . .
H5 H 0.2010 0.4877 0.5579 0.019 Uiso 1 1 calc R U . . .
C6 C 0.2741(9) 0.3766(6) 0.5257(8) 0.0157(17) Uani 1 1 d . . . . .
H6 H 0.3482 0.3995 0.5127 0.019 Uiso 1 1 calc R U . . .
C7 C -0.0188(10) 0.4519(7) 0.6011(8) 0.021(3) Uani 1 1 d . . . . .
H7A H 0.0119 0.5078 0.6129 0.031 Uiso 1 1 calc R U . . .
H7B H -0.0552 0.4302 0.6570 0.031 Uiso 1 1 calc R U . . .
H7C H -0.0764 0.4546 0.5519 0.031 Uiso 1 1 calc R U . . .
C8 C 0.3611(10) 0.1224(8) 0.4715(8) 0.014(2) Uani 1 1 d . . . . .
C9 C 0.4529(10) 0.0721(7) 0.5005(6) 0.0132(18) Uani 1 1 d . . . . .
H9 H 0.5196 0.0979 0.5260 0.016 Uiso 1 1 calc R U . . .
C10 C 0.4500(13) -0.0128(8) 0.4935(11) 0.014(3) Uani 1 1 d . . . . .
H10 H 0.5146 -0.0450 0.5128 0.017 Uiso 1 1 calc R U . . .
C11 C 0.3501(10) -0.0528(7) 0.4572(8) 0.018(3) Uani 1 1 d . . . . .
C12 C 0.2599(19) -0.0040(6) 0.4285(14) 0.014(3) Uani 1 1 d . . . . .
H12 H 0.1940 -0.0298 0.4018 0.017 Uiso 1 1 calc R U . . .
C13 C 0.2619(10) 0.0819(7) 0.4371(7) 0.0132(18) Uani 1 1 d . . . . .
H13 H 0.1961 0.1137 0.4198 0.016 Uiso 1 1 calc R U . . .
C14 C 0.3466(10) -0.1457(7) 0.4501(8) 0.014(2) Uani 1 1 d . . . . .
H14A H 0.2719 -0.1631 0.4245 0.021 Uiso 1 1 calc R U . . .
H14B H 0.3563 -0.1702 0.5112 0.021 Uiso 1 1 calc R U . . .
H14C H 0.4093 -0.1648 0.4099 0.021 Uiso 1 1 calc R U . . .
C15 C 0.3962(11) 0.3748(8) 0.3166(9) 0.022(3) Uani 1 1 d . . . . .
C16 C 0.3043(9) 0.4223(7) 0.2852(7) 0.015(2) Uani 1 1 d . . . . .
H16 H 0.2366 0.3962 0.2617 0.018 Uiso 1 1 calc R U . . .
C17 C 0.3125(12) 0.5097(7) 0.2883(12) 0.015(3) Uani 1 1 d . . . . .
H17 H 0.2509 0.5423 0.2642 0.018 Uiso 1 1 calc R U . . .
C18 C 0.4068(10) 0.5492(7) 0.3254(8) 0.017(3) Uani 1 1 d . . . . .
C19 C 0.4999(18) 0.5000(6) 0.3560(13) 0.012(3) Uani 1 1 d . . . . .
H19 H 0.5682 0.5261 0.3785 0.015 Uiso 1 1 calc R U . . .
C20 C 0.4930(9) 0.4143(7) 0.3539(7) 0.014(2) Uani 1 1 d . . . . .
H20 H 0.5547 0.3818 0.3779 0.017 Uiso 1 1 calc R U . . .
C21 C 0.4129(11) 0.6425(7) 0.3319(9) 0.022(3) Uani 1 1 d . . . . .
H21A H 0.3870 0.6672 0.2739 0.033 Uiso 1 1 calc R U . . .
H21B H 0.4930 0.6595 0.3442 0.033 Uiso 1 1 calc R U . . .
H21C H 0.3627 0.6618 0.3818 0.033 Uiso 1 1 calc R U . . .
C22 C 0.4934(8) 0.2032(7) 0.2749(8) 0.0141(18) Uani 1 1 d . . . . .
C23 C 0.4723(9) 0.1191(7) 0.2568(7) 0.014(2) Uani 1 1 d . . . . .
H23 H 0.3970 0.0964 0.2653 0.017 Uiso 1 1 calc R U . . .
C24 C 0.5602(9) 0.0703(7) 0.2272(8) 0.014(3) Uani 1 1 d . . . . .
H24 H 0.5447 0.0131 0.2154 0.017 Uiso 1 1 calc R U . . .
C25 C 0.6711(9) 0.0995(7) 0.2133(7) 0.0141(18) Uani 1 1 d . . . . .
C26 C 0.6923(10) 0.1863(8) 0.2329(8) 0.017(3) Uani 1 1 d . U . . .
H26 H 0.7682 0.2085 0.2264 0.021 Uiso 1 1 calc R U . . .
C27 C 0.6050(10) 0.2358(7) 0.2605(9) 0.023(3) Uani 1 1 d . . . . .
H27 H 0.6189 0.2935 0.2704 0.027 Uiso 1 1 calc R U . . .
C28 C 0.7669(9) 0.0427(7) 0.1794(8) 0.016(3) Uani 1 1 d . . . . .
H28A H 0.8004 0.0658 0.1231 0.024 Uiso 1 1 calc R U . . .
H28B H 0.7351 -0.0128 0.1668 0.024 Uiso 1 1 calc R U . . .
H28C H 0.8273 0.0383 0.2264 0.024 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
Au1 P1 2.226(3) . ?
Au1 Cl1 2.280(3) . ?
Au2 P2 2.229(3) . ?
Au2 Cl2 2.276(3) . ?
P1 C8 1.800(12) . ?
P1 C1 1.820(11) . ?
P1 P2 2.239(3) . ?
P2 C22 1.820(11) . ?
P2 C15 1.821(13) . ?
C1 C2 1.358(16) . ?
C1 C6 1.394(13) . ?
C2 C3 1.400(15) . ?
C3 C4 1.377(16) . ?
C4 C5 1.407(14) . ?
C4 C7 1.499(15) . ?
C5 C6 1.369(14) . ?
C8 C9 1.396(15) . ?
C8 C13 1.408(16) . ?
C9 C10 1.366(14) . ?
C10 C11 1.422(19) . ?
C11 C12 1.37(2) . ?
C11 C14 1.495(14) . ?
C12 C13 1.383(14) . ?
C15 C16 1.385(16) . ?
C15 C20 1.394(16) . ?
C16 C17 1.406(13) . ?
C17 C18 1.370(19) . ?
C18 C19 1.41(2) . ?
C18 C21 1.502(14) . ?
C19 C20 1.378(13) . ?
C22 C23 1.395(15) . ?
C22 C27 1.406(15) . ?
C23 C24 1.353(14) . ?
C24 C25 1.379(14) . ?
C25 C26 1.442(17) . ?
C25 C28 1.517(15) . ?
C26 C27 1.345(16) . ?

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
P1 Au1 Cl1 174.71(11) . . ?
P2 Au2 Cl2 176.08(12) . . ?
C8 P1 C1 112.9(5) . . ?
C8 P1 Au1 116.1(4) . . ?
C1 P1 Au1 112.7(4) . . ?
C8 P1 P2 101.9(4) . . ?
C1 P1 P2 102.1(4) . . ?
Au1 P1 P2 109.39(12) . . ?
C22 P2 C15 112.9(6) . . ?
C22 P2 Au2 112.9(4) . . ?
C15 P2 Au2 114.9(4) . . ?
C22 P2 P1 102.0(4) . . ?
C15 P2 P1 103.3(4) . . ?
Au2 P2 P1 109.68(12) . . ?
C2 C1 C6 117.3(10) . . ?
C2 C1 P1 126.5(8) . . ?
C6 C1 P1 116.0(8) . . ?
C1 C2 C3 121.4(10) . . ?
C4 C3 C2 120.4(10) . . ?
C3 C4 C5 119.2(10) . . ?
C3 C4 C7 121.4(10) . . ?
C5 C4 C7 119.4(10) . . ?
C6 C5 C4 118.3(11) . . ?
C5 C6 C1 123.4(10) . . ?
C9 C8 C13 117.3(11) . . ?
C9 C8 P1 118.0(9) . . ?
C13 C8 P1 124.5(9) . . ?
C10 C9 C8 122.3(12) . . ?
C9 C10 C11 119.8(13) . . ?
C12 C11 C10 118.2(12) . . ?
C12 C11 C14 121.9(12) . . ?
C10 C11 C14 119.9(11) . . ?
C11 C12 C13 122.0(17) . . ?
C12 C13 C8 120.3(13) . . ?
C16 C15 C20 119.5(11) . . ?
C16 C15 P2 116.0(9) . . ?
C20 C15 P2 123.9(10) . . ?
C15 C16 C17 119.1(11) . . ?
C18 C17 C16 121.8(12) . . ?
C17 C18 C19 118.2(11) . . ?
C17 C18 C21 121.5(11) . . ?
C19 C18 C21 120.2(11) . . ?
C20 C19 C18 120.6(15) . . ?
C19 C20 C15 120.6(13) . . ?
C23 C22 C27 119.4(10) . . ?
C23 C22 P2 116.2(7) . . ?
C27 C22 P2 124.3(9) . . ?
C24 C23 C22 119.3(10) . . ?
C23 C24 C25 123.1(11) . . ?
C24 C25 C26 117.2(10) . . ?
C24 C25 C28 121.4(10) . . ?
C26 C25 C28 121.4(10) . . ?
C27 C26 C25 120.1(11) . . ?
C26 C27 C22 120.7(11) . . ?

_refine_diff_density_max         1.284
_refine_diff_density_min         -0.630
_refine_diff_density_rms         0.126

####################################################################### 
# 
# 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_sad
_database_code_depnum_ccdc_archive 'CCDC 1463744'
_audit_update_record             
;
2016-03-10 deposited with the CCDC.
2016-05-16 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         'C28 H28 Au2 Cl2 O4 P2'
_chemical_formula_sum            'C28 H28 Au2 Cl2 O4 P2'
_chemical_formula_weight         955.28

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'
P P 0.1023 0.0942 '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'
Au Au -2.0133 8.8022 '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                   15.401(2)
_cell_length_b                   12.9857(19)
_cell_length_c                   14.468(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.885(6)
_cell_angle_gamma                90
_cell_volume                     2841.4(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3972
_cell_measurement_theta_min      2.87
_cell_measurement_theta_max      26.10

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.233
_exptl_crystal_F_000             1800
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    10.649
_shelx_estimated_absorpt_T_min   0.281
_shelx_estimated_absorpt_T_max   0.483
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.5120
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11261
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.323
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             2502
_reflns_number_gt                2152
_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       'APEX2 ver. 2014.9 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. 7.68A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. 7.68A (Bruker AXS)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/6 (Sheldrick, 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)+(0.0141P)²+1.9654P] 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         2502
_refine_ls_number_parameters     174
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0284
_refine_ls_R_factor_gt           0.0209
_refine_ls_wR_factor_ref         0.0412
_refine_ls_wR_factor_gt          0.0386
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_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
Au1 Au 0.05440(2) 0.37143(2) 0.15764(2) 0.01157(6) Uani 1 1 d . . . . .
Cl1 Cl 0.13706(7) 0.24033(8) 0.23463(8) 0.0210(3) Uani 1 1 d . . . . .
P1 P -0.01793(7) 0.49845(8) 0.07182(8) 0.0103(2) Uani 1 1 d . . . . .
O1 O -0.41033(18) 0.4692(2) -0.0245(2) 0.0135(7) Uani 1 1 d . . . . .
C1 C -0.1377(3) 0.4868(3) 0.0472(3) 0.0120(10) Uani 1 1 d . . . . .
O2 O 0.10206(19) 0.9190(2) 0.2000(2) 0.0174(7) Uani 1 1 d . . . . .
C2 C -0.1765(3) 0.4000(3) 0.0008(3) 0.0117(10) Uani 1 1 d . . . . .
H2 H -0.1398 0.3456 -0.0132 0.014 Uiso 1 1 calc R U . . .
C3 C -0.2675(3) 0.3906(3) -0.0255(3) 0.0112(9) Uani 1 1 d . . . . .
H3 H -0.2929 0.3322 -0.0599 0.013 Uiso 1 1 calc R U . . .
C4 C -0.3210(3) 0.4685(3) -0.0006(3) 0.0114(10) Uani 1 1 d . . . . .
C5 C -0.2831(3) 0.5531(3) 0.0513(3) 0.0126(10) Uani 1 1 d . . . . .
H5 H -0.3198 0.6039 0.0715 0.015 Uiso 1 1 calc R U . . .
C6 C -0.1922(3) 0.5629(3) 0.0733(3) 0.0132(10) Uani 1 1 d . . . . .
H6 H -0.1667 0.6221 0.1064 0.016 Uiso 1 1 calc R U . . .
C7 C -0.4525(3) 0.3987(3) -0.0956(3) 0.0172(11) Uani 1 1 d . . . . .
H7A H -0.5164 0.4116 -0.1089 0.026 Uiso 1 1 calc R U . . .
H7B H -0.4413 0.3279 -0.0731 0.026 Uiso 1 1 calc R U . . .
H7C H -0.4287 0.4085 -0.1531 0.026 Uiso 1 1 calc R U . . .
C8 C 0.0130(3) 0.6253(3) 0.1153(3) 0.0110(9) Uani 1 1 d . . . . .
C9 C -0.0286(3) 0.7150(3) 0.0739(3) 0.0126(10) Uani 1 1 d . . . . .
H9 H -0.0783 0.7093 0.0242 0.015 Uiso 1 1 calc R U . . .
C10 C 0.0022(3) 0.8109(3) 0.1048(3) 0.0135(10) Uani 1 1 d . . . . .
H10 H -0.0280 0.8707 0.0779 0.016 Uiso 1 1 calc R U . . .
C11 C 0.0768(3) 0.8213(3) 0.1746(3) 0.0120(10) Uani 1 1 d . . . . .
C12 C 0.1204(3) 0.7335(3) 0.2158(3) 0.0129(10) Uani 1 1 d . . . . .
H12 H 0.1721 0.7399 0.2630 0.015 Uiso 1 1 calc R U . . .
C13 C 0.0873(3) 0.6369(3) 0.1868(3) 0.0148(10) Uani 1 1 d . . . . .
H13 H 0.1159 0.5773 0.2162 0.018 Uiso 1 1 calc R U . . .
C14 C 0.1831(3) 0.9341(3) 0.2655(3) 0.0214(11) Uani 1 1 d . . . . .
H14A H 0.2315 0.9003 0.2419 0.032 Uiso 1 1 calc R U . . .
H14B H 0.1779 0.9043 0.3265 0.032 Uiso 1 1 calc R U . . .
H14C H 0.1954 1.0080 0.2731 0.032 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
Au1 P1 2.2318(11) . ?
Au1 Cl1 2.2856(11) . ?
P1 C8 1.795(4) . ?
P1 C1 1.818(4) . ?
P1 P1 2.249(2) 5_565 ?
O1 C4 1.354(5) . ?
O1 C7 1.437(5) . ?
C1 C2 1.388(6) . ?
C1 C6 1.394(6) . ?
O2 C11 1.358(5) . ?
O2 C14 1.431(5) . ?
C2 C3 1.386(6) . ?
C3 C4 1.395(6) . ?
C4 C5 1.395(6) . ?
C5 C6 1.382(6) . ?
C8 C13 1.399(6) . ?
C8 C9 1.407(6) . ?
C9 C10 1.378(6) . ?
C10 C11 1.385(6) . ?
C11 C12 1.397(6) . ?
C12 C13 1.389(6) . ?

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
P1 Au1 Cl1 174.37(4) . . ?
C8 P1 C1 109.71(19) . . ?
C8 P1 Au1 114.32(14) . . ?
C1 P1 Au1 115.39(14) . . ?
C8 P1 P1 102.24(15) . 5_565 ?
C1 P1 P1 103.77(15) . 5_565 ?
Au1 P1 P1 110.08(7) . 5_565 ?
C4 O1 C7 118.6(3) . . ?
C2 C1 C6 118.7(4) . . ?
C2 C1 P1 119.4(3) . . ?
C6 C1 P1 121.9(3) . . ?
C11 O2 C14 118.4(3) . . ?
C3 C2 C1 121.7(4) . . ?
C2 C3 C4 118.7(4) . . ?
O1 C4 C5 115.7(4) . . ?
O1 C4 C3 124.1(4) . . ?
C5 C4 C3 120.2(4) . . ?
C6 C5 C4 119.9(4) . . ?
C5 C6 C1 120.5(4) . . ?
C13 C8 C9 117.9(4) . . ?
C13 C8 P1 118.9(3) . . ?
C9 C8 P1 122.8(3) . . ?
C10 C9 C8 120.6(4) . . ?
C9 C10 C11 120.8(4) . . ?
O2 C11 C10 116.3(4) . . ?
O2 C11 C12 123.9(4) . . ?
C10 C11 C12 119.8(4) . . ?
C13 C12 C11 119.3(4) . . ?
C12 C13 C8 121.5(4) . . ?

_refine_diff_density_max         0.612
_refine_diff_density_min         -0.733
_refine_diff_density_rms         0.134

####################################################################### 
# 
# 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_sad
_database_code_depnum_ccdc_archive 'CCDC 1463745'
_audit_update_record             
;
2016-03-10 deposited with the CCDC.
2016-05-16 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            'C34 H44 Au2 Cl6 N4 P2'
_chemical_formula_weight         1177.30

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'
P P 0.1023 0.0942 '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'
Au Au -2.0133 8.8022 '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                   10.3579(7)
_cell_length_b                   10.4563(7)
_cell_length_c                   11.1637(7)
_cell_angle_alpha                62.997(2)
_cell_angle_beta                 68.316(2)
_cell_angle_gamma                78.142(2)
_cell_volume                     1000.00(12)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3426
_cell_measurement_theta_min      2.98
_cell_measurement_theta_max      26.31

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.955
_exptl_crystal_F_000             566
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    7.838
_shelx_estimated_absorpt_T_min   0.317
_shelx_estimated_absorpt_T_max   0.799
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.5424
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8676
_diffrn_reflns_av_unetI/netI     0.0491
_diffrn_reflns_av_R_equivalents  0.0352
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.652
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        24.997
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             3508
_reflns_number_gt                3086
_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       'APEX2 ver. 2014.9 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. 7.68A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. 7.68A (Bruker AXS)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/6 (Sheldrick, 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)+(0.0198P)²+0.6234P] 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         3508
_refine_ls_number_parameters     221
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0350
_refine_ls_R_factor_gt           0.0272
_refine_ls_wR_factor_ref         0.0546
_refine_ls_wR_factor_gt          0.0516
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_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
Au1 Au 0.70126(2) 0.18021(2) 0.26798(2) 0.01501(7) Uani 1 1 d . . . . .
Cl1 Cl 0.92149(13) 0.25617(14) 0.13044(14) 0.0234(3) Uani 1 1 d . . . . .
P1 P 0.49031(13) 0.09620(14) 0.40233(14) 0.0148(3) Uani 1 1 d . . . . .
N1 N 0.2468(4) -0.1326(4) 0.1289(5) 0.0201(10) Uani 1 1 d . . . . .
C1 C 0.4119(5) 0.0281(5) 0.3236(5) 0.0154(11) Uani 1 1 d . . . . .
N2 N 0.0951(5) 0.5249(5) 0.5932(5) 0.0231(11) Uani 1 1 d . . . . .
C2 C 0.4880(5) -0.0715(5) 0.2693(5) 0.0178(12) Uani 1 1 d . . . . .
H2 H 0.5762 -0.1039 0.2777 0.021 Uiso 1 1 calc R U . . .
C3 C 0.4353(5) -0.1227(5) 0.2034(5) 0.0182(12) Uani 1 1 d . . . . .
H3 H 0.4885 -0.1882 0.1675 0.022 Uiso 1 1 calc R U . . .
C4 C 0.3010(5) -0.0766(5) 0.1900(5) 0.0159(11) Uani 1 1 d . . . . .
C5 C 0.2274(5) 0.0250(5) 0.2414(6) 0.0195(12) Uani 1 1 d . . . . .
H5 H 0.1401 0.0596 0.2313 0.023 Uiso 1 1 calc R U . . .
C6 C 0.2814(5) 0.0755(5) 0.3074(5) 0.0180(12) Uani 1 1 d . . . . .
H6 H 0.2293 0.1427 0.3415 0.022 Uiso 1 1 calc R U . . .
C7 C 0.1396(5) -0.0492(6) 0.0650(6) 0.0247(13) Uani 1 1 d . . . . .
H7A H 0.1755 0.0406 -0.0102 0.037 Uiso 1 1 calc R U . . .
H7B H 0.0604 -0.0314 0.1355 0.037 Uiso 1 1 calc R U . . .
H7C H 0.1124 -0.1020 0.0274 0.037 Uiso 1 1 calc R U . . .
C8 C 0.3314(6) -0.2333(6) 0.0712(6) 0.0242(13) Uani 1 1 d . . . . .
H8A H 0.2769 -0.2675 0.0392 0.036 Uiso 1 1 calc R U . . .
H8B H 0.3628 -0.3129 0.1433 0.036 Uiso 1 1 calc R U . . .
H8C H 0.4102 -0.1859 -0.0070 0.036 Uiso 1 1 calc R U . . .
C9 C 0.3689(5) 0.2201(5) 0.4627(5) 0.0147(11) Uani 1 1 d . . . . .
C10 C 0.2336(5) 0.1857(5) 0.5570(5) 0.0149(11) Uani 1 1 d . . . . .
H10 H 0.2030 0.0945 0.5899 0.018 Uiso 1 1 calc R U . . .
C11 C 0.1456(5) 0.2845(5) 0.6016(5) 0.0183(12) Uani 1 1 d . . . . .
H11 H 0.0574 0.2575 0.6654 0.022 Uiso 1 1 calc R U . . .
C12 C 0.1849(5) 0.4255(5) 0.5537(5) 0.0180(12) Uani 1 1 d . . . . .
C13 C 0.3210(5) 0.4578(6) 0.4616(5) 0.0199(12) Uani 1 1 d . . . . .
H13 H 0.3521 0.5485 0.4296 0.024 Uiso 1 1 calc R U . . .
C14 C 0.4107(5) 0.3585(5) 0.4166(5) 0.0179(12) Uani 1 1 d . . . . .
H14 H 0.5000 0.3842 0.3549 0.021 Uiso 1 1 calc R U . . .
C15 C -0.0346(5) 0.4797(6) 0.7097(6) 0.0263(13) Uani 1 1 d . . . . .
H15A H -0.0845 0.5616 0.7257 0.039 Uiso 1 1 calc R U . . .
H15B H -0.0142 0.4103 0.7940 0.039 Uiso 1 1 calc R U . . .
H15C H -0.0902 0.4375 0.6859 0.039 Uiso 1 1 calc R U . . .
C16 C 0.1410(6) 0.6670(6) 0.5450(6) 0.0280(14) Uani 1 1 d . . . . .
H16A H 0.1790 0.7090 0.4435 0.042 Uiso 1 1 calc R U . . .
H16B H 0.2109 0.6601 0.5853 0.042 Uiso 1 1 calc R U . . .
H16C H 0.0633 0.7262 0.5742 0.042 Uiso 1 1 calc R U . . .
Cl1_1 Cl 1.36134(15) 0.44491(17) 0.01554(19) 0.0404(4) Uani 1 1 d . . . . .
C1_1 C 1.2282(6) 0.3943(6) -0.0135(6) 0.0293(14) Uani 1 1 d . . . . .
H1A_1 H 1.1977 0.3008 0.0608 0.035 Uiso 1 1 calc R U . . .
H1B_1 H 1.1496 0.4627 -0.0078 0.035 Uiso 1 1 calc R U . . .
Cl2_1 Cl 1.28015(16) 0.38650(17) -0.17830(17) 0.0379(4) 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
Au1 P1 2.2285(13) . ?
Au1 Cl1 2.2893(13) . ?
P1 C9 1.792(5) . ?
P1 C1 1.809(5) . ?
P1 P1 2.240(3) 2_656 ?
N1 C4 1.378(6) . ?
N1 C8 1.453(6) . ?
N1 C7 1.458(6) . ?
C1 C6 1.389(6) . ?
C1 C2 1.399(7) . ?
N2 C12 1.362(6) . ?
N2 C16 1.449(6) . ?
N2 C15 1.459(6) . ?
C2 C3 1.378(7) . ?
C3 C4 1.416(7) . ?
C4 C5 1.392(7) . ?
C5 C6 1.384(7) . ?
C9 C14 1.401(7) . ?
C9 C10 1.406(7) . ?
C10 C11 1.375(7) . ?
C11 C12 1.413(7) . ?
C12 C13 1.403(7) . ?
C13 C14 1.387(7) . ?
Cl1_1 C1_1 1.753(5) . ?
C1_1 Cl2_1 1.751(6) . ?

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
P1 Au1 Cl1 177.37(5) . . ?
C9 P1 C1 109.0(2) . . ?
C9 P1 Au1 114.22(17) . . ?
C1 P1 Au1 114.53(17) . . ?
C9 P1 P1 106.07(18) . 2_656 ?
C1 P1 P1 103.73(17) . 2_656 ?
Au1 P1 P1 108.42(8) . 2_656 ?
C4 N1 C8 119.6(4) . . ?
C4 N1 C7 119.2(4) . . ?
C8 N1 C7 115.5(4) . . ?
C6 C1 C2 117.7(4) . . ?
C6 C1 P1 123.1(4) . . ?
C2 C1 P1 119.1(4) . . ?
C12 N2 C16 120.1(5) . . ?
C12 N2 C15 119.8(4) . . ?
C16 N2 C15 118.5(4) . . ?
C3 C2 C1 121.5(4) . . ?
C2 C3 C4 120.7(4) . . ?
N1 C4 C5 122.3(4) . . ?
N1 C4 C3 120.3(4) . . ?
C5 C4 C3 117.4(4) . . ?
C6 C5 C4 121.3(4) . . ?
C5 C6 C1 121.4(5) . . ?
C14 C9 C10 117.4(4) . . ?
C14 C9 P1 118.9(4) . . ?
C10 C9 P1 123.7(4) . . ?
C11 C10 C9 121.2(5) . . ?
C10 C11 C12 122.2(5) . . ?
N2 C12 C13 122.0(5) . . ?
N2 C12 C11 121.9(5) . . ?
C13 C12 C11 116.1(5) . . ?
C14 C13 C12 122.1(5) . . ?
C13 C14 C9 121.0(5) . . ?
Cl2_1 C1_1 Cl1_1 112.8(3) . . ?

_refine_diff_density_max         0.970
_refine_diff_density_min         -0.561
_refine_diff_density_rms         0.146

####################################################################### 
# 
# 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_sad
_database_code_depnum_ccdc_archive 'CCDC 1463746'
_audit_update_record             
;
2016-03-10 deposited with the CCDC.
2016-05-16 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            'C32 H36 Au2 Cl2 O5 P2'
_chemical_formula_weight         1027.38

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'
P P 0.1023 0.0942 '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'
Au Au -2.0133 8.8022 '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                   10.9838(5)
_cell_length_b                   12.5329(6)
_cell_length_c                   13.3045(6)
_cell_angle_alpha                77.741(2)
_cell_angle_beta                 80.078(2)
_cell_angle_gamma                75.775(2)
_cell_volume                     1720.84(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6097
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      26.31

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.983
_exptl_crystal_F_000             980
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    8.801
_shelx_estimated_absorpt_T_min   0.208
_shelx_estimated_absorpt_T_max   0.620
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.5124
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21898
_diffrn_reflns_av_unetI/netI     0.0528
_diffrn_reflns_av_R_equivalents  0.0481
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.441
_diffrn_reflns_theta_max         24.992
_diffrn_reflns_theta_full        24.992
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6032
_reflns_number_gt                4784
_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       'APEX2 ver. 2014.9 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. 7.68A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. 7.68A (Bruker AXS)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/6 (Sheldrick, 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)+(0.0387P)²+11.2569P] 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         6032
_refine_ls_number_parameters     368
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0536
_refine_ls_R_factor_gt           0.0364
_refine_ls_wR_factor_ref         0.0909
_refine_ls_wR_factor_gt          0.0832
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_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
Au1 Au 0.46198(3) 0.46783(3) 0.29276(2) 0.02364(11) Uani 1 1 d . . . . .
Cl1 Cl 0.6141(3) 0.5620(2) 0.2967(2) 0.0425(6) Uani 1 1 d . . . . .
P1 P 0.3121(2) 0.37854(17) 0.28208(15) 0.0154(4) Uani 1 1 d . . . . .
O1 O 0.0777(5) 0.2866(5) 0.3226(4) 0.0220(13) Uani 1 1 d . . . . .
C1 C 0.1999(8) 0.3700(6) 0.3981(6) 0.0167(18) Uani 1 1 d . . . . .
Au2 Au 0.25068(3) 0.18057(2) 0.13932(2) 0.01449(10) Uani 1 1 d . . . . .
Cl2 Cl 0.11978(19) 0.16107(18) 0.03158(16) 0.0237(5) Uani 1 1 d . . . . .
P2 P 0.37036(18) 0.20053(17) 0.25157(15) 0.0135(4) Uani 1 1 d . . . . .
O2 O 0.4107(5) 0.3876(4) 0.0716(4) 0.0178(12) Uani 1 1 d . . . . .
C2 C 0.2213(8) 0.4071(7) 0.4828(6) 0.0197(18) Uani 1 1 d . . . . .
H2 H 0.2916 0.4408 0.4764 0.024 Uiso 1 1 calc R U . . .
O3 O 0.4668(5) 0.2088(5) 0.4407(4) 0.0210(13) Uani 1 1 d . . . . .
C3 C 0.1439(8) 0.3970(7) 0.5770(7) 0.026(2) Uani 1 1 d . . . . .
H3 H 0.1593 0.4237 0.6342 0.031 Uiso 1 1 calc R U . . .
O4 O 0.5026(5) -0.0074(5) 0.1923(5) 0.0275(14) Uani 1 1 d . . . . .
C4 C 0.0438(9) 0.3466(8) 0.5841(7) 0.030(2) Uani 1 1 d . . . . .
H4 H -0.0099 0.3381 0.6481 0.036 Uiso 1 1 calc R U . . .
C5 C 0.0186(8) 0.3083(7) 0.5028(7) 0.025(2) Uani 1 1 d . . . . .
H5 H -0.0509 0.2734 0.5104 0.029 Uiso 1 1 calc R U . . .
C6 C 0.0958(8) 0.3211(7) 0.4092(6) 0.0217(19) Uani 1 1 d . . . . .
C7 C -0.0264(9) 0.2364(8) 0.3286(7) 0.034(2) Uani 1 1 d . . . . .
H7A H -0.0219 0.2086 0.2643 0.051 Uiso 1 1 calc R U . . .
H7B H -0.1056 0.2920 0.3383 0.051 Uiso 1 1 calc R U . . .
H7C H -0.0236 0.1740 0.3873 0.051 Uiso 1 1 calc R U . . .
C8 C 0.2269(7) 0.4510(7) 0.1749(6) 0.0174(18) Uani 1 1 d . . . . .
C9 C 0.1017(8) 0.5141(7) 0.1879(7) 0.0230(19) Uani 1 1 d . . . . .
H9 H 0.0568 0.5147 0.2556 0.028 Uiso 1 1 calc R U . . .
C10 C 0.0440(8) 0.5747(7) 0.1033(7) 0.024(2) Uani 1 1 d . . . . .
H10 H -0.0395 0.6190 0.1123 0.029 Uiso 1 1 calc R U . . .
C11 C 0.1088(8) 0.5704(7) 0.0051(7) 0.025(2) Uani 1 1 d . . . . .
H11 H 0.0678 0.6111 -0.0531 0.030 Uiso 1 1 calc R U . . .
C12 C 0.2316(8) 0.5089(7) -0.0114(6) 0.0223(19) Uani 1 1 d . . . . .
H12 H 0.2747 0.5075 -0.0796 0.027 Uiso 1 1 calc R U . . .
C13 C 0.2895(7) 0.4496(7) 0.0744(6) 0.0183(18) Uani 1 1 d . . . . .
C14 C 0.4757(8) 0.3627(8) -0.0264(6) 0.029(2) Uani 1 1 d . . . . .
H14A H 0.4230 0.3305 -0.0589 0.043 Uiso 1 1 calc R U . . .
H14B H 0.5560 0.3090 -0.0159 0.043 Uiso 1 1 calc R U . . .
H14C H 0.4927 0.4316 -0.0714 0.043 Uiso 1 1 calc R U . . .
C15 C 0.3390(7) 0.1197(6) 0.3793(6) 0.0148(12) Uani 1 1 d . . . . .
C16 C 0.2587(8) 0.0464(7) 0.3963(6) 0.0235(14) Uani 1 1 d . . . . .
H16 H 0.2249 0.0356 0.3391 0.028 Uiso 1 1 calc R U . . .
C17 C 0.2262(9) -0.0112(7) 0.4936(7) 0.028(2) Uani 1 1 d . . . . .
H17 H 0.1715 -0.0617 0.5037 0.034 Uiso 1 1 calc R U . . .
C18 C 0.2754(8) 0.0065(7) 0.5766(6) 0.028(2) Uani 1 1 d . . . . .
H18 H 0.2524 -0.0312 0.6445 0.034 Uiso 1 1 calc R U . . .
C19 C 0.3564(8) 0.0771(7) 0.5623(6) 0.026(2) Uani 1 1 d . . . . .
H19 H 0.3906 0.0864 0.6200 0.031 Uiso 1 1 calc R U . . .
C20 C 0.3891(8) 0.1354(7) 0.4642(7) 0.023(2) Uani 1 1 d . . . . .
C21 C 0.5131(9) 0.2365(8) 0.5250(7) 0.029(2) Uani 1 1 d . . . . .
H21A H 0.5581 0.2973 0.4982 0.043 Uiso 1 1 calc R U . . .
H21B H 0.5711 0.1706 0.5576 0.043 Uiso 1 1 calc R U . . .
H21C H 0.4416 0.2603 0.5765 0.043 Uiso 1 1 calc R U . . .
C22 C 0.5458(7) 0.1652(6) 0.2092(6) 0.0148(12) Uani 1 1 d . . . . .
C23 C 0.6215(8) 0.2300(7) 0.2010(6) 0.0235(14) Uani 1 1 d . . . . .
H23 H 0.5897 0.2998 0.2237 0.028 Uiso 1 1 calc R U . . .
C24 C 0.7501(8) 0.2029(7) 0.1599(6) 0.027(2) Uani 1 1 d . . . . .
H24 H 0.8048 0.2524 0.1551 0.033 Uiso 1 1 calc R U . . .
C25 C 0.7925(8) 0.1025(7) 0.1272(6) 0.0251(14) Uani 1 1 d . . . . .
H25 H 0.8784 0.0818 0.0983 0.030 Uiso 1 1 calc R U . . .
C26 C 0.7127(8) 0.0302(8) 0.1354(6) 0.0251(14) Uani 1 1 d . . . . .
H26 H 0.7436 -0.0392 0.1120 0.030 Uiso 1 1 calc R U . . .
C27 C 0.5866(8) 0.0600(7) 0.1785(6) 0.0221(19) Uani 1 1 d . . . . .
C28 C 0.5439(10) -0.1091(9) 0.1509(10) 0.050(3) Uani 1 1 d . . . . .
H28A H 0.5742 -0.0917 0.0768 0.075 Uiso 1 1 calc R U . . .
H28B H 0.4729 -0.1462 0.1602 0.075 Uiso 1 1 calc R U . . .
H28C H 0.6127 -0.1587 0.1874 0.075 Uiso 1 1 calc R U . . .
O1_1 O 1.1565(7) -0.1607(6) 0.3264(5) 0.0474(19) Uani 1 1 d . . . . .
C2_1 C 1.2151(10) -0.2045(10) 0.1590(8) 0.047(3) Uani 1 1 d . . . . .
H2A_1 H 1.2302 -0.2712 0.1261 0.056 Uiso 1 1 calc R U . . .
H2B_1 H 1.2677 -0.1527 0.1176 0.056 Uiso 1 1 calc R U . . .
C3_1 C 1.0765(10) -0.1475(9) 0.1691(8) 0.046(2) Uani 1 1 d . . . . .
H3A_1 H 1.0560 -0.0899 0.1072 0.055 Uiso 1 1 calc R U . . .
H3B_1 H 1.0219 -0.2021 0.1797 0.055 Uiso 1 1 calc R U . . .
C4_1 C 1.0622(10) -0.0956(8) 0.2634(8) 0.038(2) Uani 1 1 d . . . . .
H4A_1 H 1.0734 -0.0176 0.2428 0.046 Uiso 1 1 calc R U . . .
H4B_1 H 0.9768 -0.0948 0.3024 0.046 Uiso 1 1 calc R U . . .
C1_1 C 1.2429(10) -0.2365(10) 0.2677(8) 0.046(2) Uani 1 1 d . . . . .
H1A_1 H 1.2329 -0.3140 0.2961 0.055 Uiso 1 1 calc R U . . .
H1B_1 H 1.3310 -0.2328 0.2711 0.055 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
Au1 P1 2.244(2) . ?
Au1 Cl1 2.283(2) . ?
P1 C8 1.796(8) . ?
P1 C1 1.803(8) . ?
P1 P2 2.268(3) . ?
O1 C6 1.374(10) . ?
O1 C7 1.417(10) . ?
C1 C2 1.382(11) . ?
C1 C6 1.397(11) . ?
Au2 P2 2.240(2) . ?
Au2 Cl2 2.283(2) . ?
P2 C15 1.809(7) . ?
P2 C22 1.881(8) . ?
O2 C13 1.366(9) . ?
O2 C14 1.431(9) . ?
C2 C3 1.388(11) . ?
O3 C20 1.358(10) . ?
O3 C21 1.445(10) . ?
C3 C4 1.377(12) . ?
O4 C27 1.362(10) . ?
O4 C28 1.436(10) . ?
C4 C5 1.366(12) . ?
C5 C6 1.383(11) . ?
C8 C13 1.397(11) . ?
C8 C9 1.410(11) . ?
C9 C10 1.376(12) . ?
C10 C11 1.380(12) . ?
C11 C12 1.386(12) . ?
C12 C13 1.385(11) . ?
C15 C16 1.383(12) . ?
C15 C20 1.406(11) . ?
C16 C17 1.377(11) . ?
C17 C18 1.389(13) . ?
C18 C19 1.367(13) . ?
C19 C20 1.389(12) . ?
C22 C23 1.275(12) . ?
C22 C27 1.408(11) . ?
C23 C24 1.410(12) . ?
C24 C25 1.366(12) . ?
C25 C26 1.384(12) . ?
C26 C27 1.397(11) . ?
O1_1 C1_1 1.424(12) . ?
O1_1 C4_1 1.427(12) . ?
C2_1 C1_1 1.480(14) . ?
C2_1 C3_1 1.511(14) . ?
C3_1 C4_1 1.500(14) . ?

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
P1 Au1 Cl1 177.65(8) . . ?
C8 P1 C1 108.1(4) . . ?
C8 P1 Au1 109.7(3) . . ?
C1 P1 Au1 112.4(3) . . ?
C8 P1 P2 102.5(3) . . ?
C1 P1 P2 103.9(3) . . ?
Au1 P1 P2 119.31(10) . . ?
C6 O1 C7 118.6(6) . . ?
C2 C1 C6 117.8(7) . . ?
C2 C1 P1 118.8(6) . . ?
C6 C1 P1 123.2(6) . . ?
P2 Au2 Cl2 176.98(7) . . ?
C15 P2 C22 108.1(3) . . ?
C15 P2 Au2 112.5(3) . . ?
C22 P2 Au2 114.6(2) . . ?
C15 P2 P1 102.3(3) . . ?
C22 P2 P1 109.6(3) . . ?
Au2 P2 P1 109.09(10) . . ?
C13 O2 C14 118.0(6) . . ?
C1 C2 C3 122.3(8) . . ?
C20 O3 C21 118.1(6) . . ?
C4 C3 C2 117.4(8) . . ?
C27 O4 C28 117.4(7) . . ?
C5 C4 C3 122.5(8) . . ?
C4 C5 C6 119.0(8) . . ?
O1 C6 C5 123.5(8) . . ?
O1 C6 C1 115.7(7) . . ?
C5 C6 C1 120.9(8) . . ?
C13 C8 C9 118.5(7) . . ?
C13 C8 P1 118.6(6) . . ?
C9 C8 P1 122.9(6) . . ?
C10 C9 C8 120.5(8) . . ?
C9 C10 C11 119.2(8) . . ?
C10 C11 C12 122.3(8) . . ?
C13 C12 C11 118.0(8) . . ?
O2 C13 C12 125.3(7) . . ?
O2 C13 C8 113.2(7) . . ?
C12 C13 C8 121.5(7) . . ?
C16 C15 C20 118.8(7) . . ?
C16 C15 P2 120.4(6) . . ?
C20 C15 P2 120.7(6) . . ?
C17 C16 C15 122.1(8) . . ?
C16 C17 C18 118.2(9) . . ?
C19 C18 C17 121.2(8) . . ?
C18 C19 C20 120.5(8) . . ?
O3 C20 C19 125.9(8) . . ?
O3 C20 C15 115.0(7) . . ?
C19 C20 C15 119.1(8) . . ?
C23 C22 C27 121.6(8) . . ?
C23 C22 P2 125.5(6) . . ?
C27 C22 P2 112.7(6) . . ?
C22 C23 C24 123.0(9) . . ?
C25 C24 C23 117.0(8) . . ?
C24 C25 C26 121.2(8) . . ?
C25 C26 C27 119.6(8) . . ?
O4 C27 C26 123.5(8) . . ?
O4 C27 C22 119.1(7) . . ?
C26 C27 C22 117.5(8) . . ?
C1_1 O1_1 C4_1 108.2(7) . . ?
C1_1 C2_1 C3_1 103.3(8) . . ?
C4_1 C3_1 C2_1 102.2(9) . . ?
O1_1 C4_1 C3_1 107.8(8) . . ?
O1_1 C1_1 C2_1 108.1(8) . . ?

_refine_diff_density_max         2.286
_refine_diff_density_min         -1.777
_refine_diff_density_rms         0.192

####################################################################### 
# 
# 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_platon_sq
_database_code_depnum_ccdc_archive 'CCDC 1463747'
_audit_update_record             
;
2016-03-10 deposited with the CCDC.
2016-05-16 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            'C32 H40 Au2 Cl2 N4 P2'
_chemical_formula_weight         1007.45

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'
P P 0.1023 0.0942 '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'
Au Au -2.0133 8.8022 '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                   11.4972(5)
_cell_length_b                   15.3421(7)
_cell_length_c                   21.1914(10)
_cell_angle_alpha                94.108(2)
_cell_angle_beta                 90.027(2)
_cell_angle_gamma                92.970(2)
_cell_volume                     3723.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3426
_cell_measurement_theta_min      4.662
_cell_measurement_theta_max      42.081

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.797
_exptl_crystal_F_000             1928
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    8.127
_shelx_estimated_absorpt_T_min   0.226
_shelx_estimated_absorpt_T_max   0.793
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6865
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'Sadabs 2008 (Bruker AXS, 2008)'
_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  'Bruker APEX-CCD'
_diffrn_measurement_method       omega-scans
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            41029
_diffrn_reflns_av_unetI/netI     0.1127
_diffrn_reflns_av_R_equivalents  0.0936
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.332
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             13083
_reflns_number_gt                8405
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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       'APEX2 ver. 2014.9 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. 7.68A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. 7.68A (Bruker AXS)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/6 (Sheldrick, 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)+(0.0121P)²+0.1000P] 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         13083
_refine_ls_number_parameters     767
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0918
_refine_ls_R_factor_gt           0.0488
_refine_ls_wR_factor_ref         0.0911
_refine_ls_wR_factor_gt          0.0790
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_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
Au1 Au 1.12671(4) 0.23858(3) 0.32925(2) 0.02955(13) Uani 1 1 d . . . . .
Au2 Au 0.74851(4) 0.23669(3) 0.15080(2) 0.02416(12) Uani 1 1 d . . . . .
Au3 Au 1.32982(4) 0.27734(3) -0.14850(2) 0.02264(12) Uani 1 1 d . . . . .
Au4 Au 1.66269(4) 0.25565(3) -0.34615(2) 0.02724(12) Uani 1 1 d . . . . .
Cl1 Cl 1.3024(3) 0.2714(2) 0.38042(17) 0.0500(10) Uani 1 1 d . . . . .
Cl2 Cl 0.5726(2) 0.21324(18) 0.09925(15) 0.0352(8) Uani 1 1 d . . . . .
Cl3 Cl 1.1667(2) 0.30421(18) -0.08973(14) 0.0317(7) Uani 1 1 d . . . . .
Cl4 Cl 1.8302(3) 0.2085(2) -0.39283(16) 0.0467(9) Uani 1 1 d . . . . .
P1 P 0.9568(3) 0.19793(18) 0.28279(14) 0.0238(7) Uani 1 1 d . . . . .
P2 P 0.9186(2) 0.27398(18) 0.19946(14) 0.0235(7) Uani 1 1 d . . . . .
P3 P 1.4881(2) 0.24082(18) -0.20353(14) 0.0216(7) Uani 1 1 d . . . . .
P4 P 1.5038(2) 0.30184(18) -0.29643(14) 0.0234(7) Uani 1 1 d . . . . .
N1 N 0.9283(8) 0.1018(6) 0.3928(4) 0.033(3) Uani 1 1 d . . . . .
N2 N 1.1610(8) 0.0778(6) 0.2467(5) 0.034(3) Uani 1 1 d . . . . .
N3 N 0.9141(8) 0.4176(6) 0.1180(5) 0.031(2) Uani 1 1 d . . . . .
N4 N 0.9354(8) 0.1777(6) 0.0668(4) 0.029(2) Uani 1 1 d . . . . .
N5 N 1.4995(7) 0.1143(5) -0.1071(4) 0.023(2) Uani 1 1 d . . . . .
N6 N 1.5446(7) 0.3813(5) -0.0957(4) 0.022(2) Uani 1 1 d . . . . .
N7 N 1.7034(8) 0.4424(5) -0.3099(4) 0.026(2) Uani 1 1 d . . . . .
N8 N 1.4471(8) 0.3746(6) -0.4094(4) 0.035(3) Uani 1 1 d . . . . .
C1 C 0.8266(9) 0.2025(6) 0.3327(5) 0.022(3) Uani 1 1 d . . . . .
C2 C 0.7309(9) 0.2520(7) 0.3217(5) 0.029(2) Uani 1 1 d . . . . .
H2 H 0.7310 0.2862 0.2861 0.035 Uiso 1 1 calc R U . . .
C3 C 0.6369(10) 0.2518(7) 0.3614(5) 0.029(2) Uani 1 1 d . . . . .
H3 H 0.5729 0.2867 0.3542 0.035 Uiso 1 1 calc R U . . .
C4 C 0.6370(11) 0.2000(7) 0.4119(6) 0.044(4) Uani 1 1 d . . . . .
H4 H 0.5713 0.1976 0.4390 0.053 Uiso 1 1 calc R U . . .
C5 C 0.7327(11) 0.1513(7) 0.4234(6) 0.039(3) Uani 1 1 d . . . . .
H5 H 0.7330 0.1175 0.4593 0.047 Uiso 1 1 calc R U . . .
C6 C 0.8269(10) 0.1515(6) 0.3833(5) 0.029(3) Uani 1 1 d . . . . .
C7 C 0.8998(10) 0.0067(7) 0.3897(6) 0.042(3) Uani 1 1 d . . . . .
H7A H 0.8417 -0.0088 0.3564 0.063 Uiso 1 1 calc R U . . .
H7B H 0.8684 -0.0094 0.4305 0.063 Uiso 1 1 calc R U . . .
H7C H 0.9704 -0.0248 0.3802 0.063 Uiso 1 1 calc R U . . .
C8 C 0.9916(10) 0.1276(8) 0.4509(5) 0.045(4) Uani 1 1 d . . . . .
H8A H 1.0257 0.1872 0.4489 0.068 Uiso 1 1 calc R U . . .
H8B H 1.0538 0.0874 0.4562 0.068 Uiso 1 1 calc R U . . .
H8C H 0.9382 0.1256 0.4868 0.068 Uiso 1 1 calc R U . . .
C9 C 0.9471(9) 0.0878(6) 0.2446(5) 0.024(3) Uani 1 1 d . . . . .
C10 C 0.8369(9) 0.0484(7) 0.2296(5) 0.027(3) Uani 1 1 d . . . . .
H10 H 0.7692 0.0800 0.2382 0.033 Uiso 1 1 calc R U . . .
C11 C 0.8263(10) -0.0366(7) 0.2023(5) 0.030(3) Uani 1 1 d . . . . .
H11 H 0.7509 -0.0627 0.1933 0.036 Uiso 1 1 calc R U . . .
C12 C 0.9207(11) -0.0831(8) 0.1882(6) 0.047(4) Uani 1 1 d . . . . .
H12 H 0.9116 -0.1413 0.1696 0.056 Uiso 1 1 calc R U . . .
C13 C 1.0307(10) -0.0451(7) 0.2012(6) 0.046(4) Uani 1 1 d . . . . .
H13 H 1.0970 -0.0774 0.1904 0.055 Uiso 1 1 calc R U . . .
C14 C 1.0467(10) 0.0408(7) 0.2301(6) 0.032(3) Uani 1 1 d . . . . .
C15 C 1.2119(10) 0.0363(8) 0.2984(6) 0.045(4) Uani 1 1 d . . . . .
H15A H 1.2283 -0.0242 0.2845 0.068 Uiso 1 1 calc R U . . .
H15B H 1.1573 0.0362 0.3339 0.068 Uiso 1 1 calc R U . . .
H15C H 1.2845 0.0685 0.3119 0.068 Uiso 1 1 calc R U . . .
C16 C 1.2376(10) 0.0815(8) 0.1928(6) 0.048(4) Uani 1 1 d . . . . .
H16A H 1.2698 0.0241 0.1834 0.072 Uiso 1 1 calc R U . . .
H16B H 1.3013 0.1254 0.2024 0.072 Uiso 1 1 calc R U . . .
H16C H 1.1938 0.0974 0.1560 0.072 Uiso 1 1 calc R U . . .
C17 C 0.9267(9) 0.3871(6) 0.2303(5) 0.022(3) Uani 1 1 d . . . . .
C18 C 0.9260(8) 0.4177(6) 0.2946(5) 0.022(3) Uani 1 1 d . . . . .
H18 H 0.9327 0.3767 0.3257 0.026 Uiso 1 1 calc R U . . .
C19 C 0.9161(8) 0.5050(7) 0.3142(5) 0.024(3) Uani 1 1 d . . . . .
H19 H 0.9170 0.5240 0.3579 0.029 Uiso 1 1 calc R U . . .
C20 C 0.9045(9) 0.5652(7) 0.2673(5) 0.029(3) Uani 1 1 d . . . . .
H20 H 0.8958 0.6253 0.2795 0.034 Uiso 1 1 calc R U . . .
C21 C 0.9059(8) 0.5375(8) 0.2044(6) 0.031(3) Uani 1 1 d . . . . .
H21 H 0.9006 0.5792 0.1736 0.037 Uiso 1 1 calc R U . . .
C22 C 0.9148(9) 0.4494(7) 0.1846(5) 0.025(3) Uani 1 1 d . . . . .
C23 C 0.8049(10) 0.4369(7) 0.0854(5) 0.040(3) Uani 1 1 d . . . . .
H23A H 0.8030 0.5001 0.0814 0.059 Uiso 1 1 calc R U . . .
H23B H 0.7377 0.4171 0.1100 0.059 Uiso 1 1 calc R U . . .
H23C H 0.8020 0.4062 0.0432 0.059 Uiso 1 1 calc R U . . .
C24 C 1.0185(9) 0.4458(7) 0.0831(5) 0.033(3) Uani 1 1 d . . . . .
H24A H 1.0225 0.4103 0.0429 0.049 Uiso 1 1 calc R U . . .
H24B H 1.0882 0.4382 0.1084 0.049 Uiso 1 1 calc R U . . .
H24C H 1.0144 0.5075 0.0747 0.049 Uiso 1 1 calc R U . . .
C25 C 1.0486(9) 0.2587(6) 0.1530(5) 0.022(3) Uani 1 1 d . . . . .
C26 C 1.1558(10) 0.2972(7) 0.1759(6) 0.030(3) Uani 1 1 d . . . . .
H26 H 1.1596 0.3259 0.2171 0.036 Uiso 1 1 calc R U . . .
C27 C 1.2556(10) 0.2940(8) 0.1395(6) 0.037(3) Uani 1 1 d . . . . .
H27 H 1.3269 0.3211 0.1554 0.044 Uiso 1 1 calc R U . . .
C28 C 1.2505(10) 0.2507(7) 0.0793(5) 0.032(3) Uani 1 1 d . . . . .
H28 H 1.3191 0.2468 0.0545 0.038 Uiso 1 1 calc R U . . .
C29 C 1.1475(10) 0.2139(8) 0.0561(6) 0.035(3) Uani 1 1 d . . . . .
H29 H 1.1449 0.1857 0.0146 0.043 Uiso 1 1 calc R U . . .
C30 C 1.0464(10) 0.2167(7) 0.0914(5) 0.028(3) Uani 1 1 d . . . . .
C31 C 0.9296(12) 0.0821(7) 0.0662(6) 0.056(4) Uani 1 1 d . . . . .
H31A H 0.8491 0.0597 0.0584 0.085 Uiso 1 1 calc R U . . .
H31B H 0.9560 0.0645 0.1072 0.085 Uiso 1 1 calc R U . . .
H31C H 0.9799 0.0581 0.0327 0.085 Uiso 1 1 calc R U . . .
C32 C 0.9042(10) 0.2072(8) 0.0048(6) 0.042(3) Uani 1 1 d . . . . .
H32A H 0.9557 0.1818 -0.0276 0.063 Uiso 1 1 calc R U . . .
H32B H 0.9130 0.2712 0.0061 0.063 Uiso 1 1 calc R U . . .
H32C H 0.8232 0.1883 -0.0053 0.063 Uiso 1 1 calc R U . . .
C33 C 1.4891(9) 0.1242(6) -0.2212(5) 0.019(3) Uani 1 1 d . . . . .
C34 C 1.4804(8) 0.0834(7) -0.2823(5) 0.025(3) Uani 1 1 d . . . . .
H34 H 1.4826 0.1185 -0.3175 0.030 Uiso 1 1 calc R U . . .
C35 C 1.4685(9) -0.0075(7) -0.2931(6) 0.028(3) Uani 1 1 d . . . . .
H35 H 1.4604 -0.0339 -0.3349 0.034 Uiso 1 1 calc R U . . .
C36 C 1.4687(9) -0.0585(7) -0.2413(6) 0.030(3) Uani 1 1 d . . . . .
H36 H 1.4621 -0.1205 -0.2479 0.036 Uiso 1 1 calc R U . . .
C37 C 1.4785(9) -0.0199(6) -0.1802(6) 0.030(3) Uani 1 1 d . . . . .
H37 H 1.4771 -0.0551 -0.1450 0.036 Uiso 1 1 calc R U . . .
C38 C 1.4906(9) 0.0719(6) -0.1707(5) 0.024(3) Uani 1 1 d . . . . .
C39 C 1.4022(10) 0.0918(7) -0.0669(5) 0.031(3) Uani 1 1 d . . . . .
H39A H 1.3291 0.1027 -0.0881 0.047 Uiso 1 1 calc R U . . .
H39B H 1.4085 0.1277 -0.0268 0.047 Uiso 1 1 calc R U . . .
H39C H 1.4031 0.0298 -0.0586 0.047 Uiso 1 1 calc R U . . .
C40 C 1.6117(9) 0.0986(7) -0.0762(5) 0.030(3) Uani 1 1 d . . . . .
H40A H 1.6764 0.1182 -0.1027 0.045 Uiso 1 1 calc R U . . .
H40B H 1.6161 0.0360 -0.0708 0.045 Uiso 1 1 calc R U . . .
H40C H 1.6166 0.1313 -0.0348 0.045 Uiso 1 1 calc R U . . .
C41 C 1.6310(9) 0.2722(6) -0.1703(5) 0.018(2) Uani 1 1 d . . . . .
C42 C 1.7288(9) 0.2306(7) -0.1953(6) 0.031(3) Uani 1 1 d . . . . .
H42 H 1.7191 0.1846 -0.2276 0.037 Uiso 1 1 calc R U . . .
C43 C 1.8396(9) 0.2569(7) -0.1726(6) 0.029(3) Uani 1 1 d . . . . .
H43 H 1.9060 0.2301 -0.1902 0.035 Uiso 1 1 calc R U . . .
C44 C 1.8531(10) 0.3232(7) -0.1235(5) 0.029(3) Uani 1 1 d . . . . .
H44 H 1.9285 0.3398 -0.1070 0.035 Uiso 1 1 calc R U . . .
C45 C 1.7573(9) 0.3645(6) -0.0990(6) 0.028(3) Uani 1 1 d . . . . .
H45 H 1.7674 0.4096 -0.0661 0.034 Uiso 1 1 calc R U . . .
C46 C 1.6436(9) 0.3400(7) -0.1228(5) 0.025(3) Uani 1 1 d . . . . .
C47 C 1.5160(9) 0.3499(7) -0.0345(5) 0.035(3) Uani 1 1 d . . . . .
H47A H 1.4430 0.3741 -0.0195 0.052 Uiso 1 1 calc R U . . .
H47B H 1.5786 0.3684 -0.0044 0.052 Uiso 1 1 calc R U . . .
H47C H 1.5070 0.2859 -0.0383 0.052 Uiso 1 1 calc R U . . .
C48 C 1.5556(9) 0.4779(7) -0.0942(5) 0.035(3) Uani 1 1 d . . . . .
H48A H 1.5811 0.4957 -0.1357 0.053 Uiso 1 1 calc R U . . .
H48B H 1.6131 0.5000 -0.0620 0.053 Uiso 1 1 calc R U . . .
H48C H 1.4801 0.5019 -0.0839 0.053 Uiso 1 1 calc R U . . .
C49 C 1.5045(9) 0.4176(6) -0.2724(5) 0.021(3) Uani 1 1 d . . . . .
C50 C 1.4029(10) 0.4517(7) -0.2456(5) 0.028(3) Uani 1 1 d . . . . .
H50 H 1.3395 0.4130 -0.2356 0.034 Uiso 1 1 calc R U . . .
C51 C 1.3942(9) 0.5413(7) -0.2338(5) 0.029(3) Uani 1 1 d . . . . .
H51 H 1.3251 0.5639 -0.2161 0.035 Uiso 1 1 calc R U . . .
C52 C 1.4885(10) 0.5980(7) -0.2481(5) 0.034(3) Uani 1 1 d . . . . .
H52 H 1.4821 0.6594 -0.2412 0.040 Uiso 1 1 calc R U . . .
C53 C 1.5882(10) 0.5665(7) -0.2714(6) 0.034(3) Uani 1 1 d . . . . .
H53 H 1.6521 0.6059 -0.2794 0.041 Uiso 1 1 calc R U . . .
C54 C 1.5990(9) 0.4748(6) -0.2844(5) 0.021(3) Uani 1 1 d . . . . .
C55 C 1.7926(9) 0.4363(7) -0.2613(6) 0.037(3) Uani 1 1 d . . . . .
H55A H 1.8547 0.4003 -0.2785 0.055 Uiso 1 1 calc R U . . .
H55B H 1.7575 0.4096 -0.2247 0.055 Uiso 1 1 calc R U . . .
H55C H 1.8253 0.4951 -0.2481 0.055 Uiso 1 1 calc R U . . .
C56 C 1.7533(11) 0.4863(8) -0.3639(6) 0.053(4) Uani 1 1 d . . . . .
H56A H 1.8123 0.4502 -0.3844 0.080 Uiso 1 1 calc R U . . .
H56B H 1.7893 0.5433 -0.3489 0.080 Uiso 1 1 calc R U . . .
H56C H 1.6914 0.4947 -0.3944 0.080 Uiso 1 1 calc R U . . .
C57 C 1.3612(9) 0.2791(7) -0.3350(5) 0.024(3) Uani 1 1 d . . . . .
C58 C 1.2708(10) 0.2252(6) -0.3130(6) 0.032(3) Uani 1 1 d . . . . .
H58 H 1.2810 0.1949 -0.2760 0.038 Uiso 1 1 calc R U . . .
C59 C 1.1657(10) 0.2166(7) -0.3457(5) 0.029(3) Uani 1 1 d . . . . .
H59 H 1.1024 0.1823 -0.3301 0.035 Uiso 1 1 calc R U . . .
C60 C 1.1527(10) 0.2581(7) -0.4015(6) 0.036(3) Uani 1 1 d . . . . .
H60 H 1.0811 0.2506 -0.4241 0.043 Uiso 1 1 calc R U . . .
C61 C 1.2413(10) 0.3091(7) -0.4240(6) 0.039(3) Uani 1 1 d . . . . .
H61 H 1.2316 0.3371 -0.4621 0.047 Uiso 1 1 calc R U . . .
C62 C 1.3469(10) 0.3201(7) -0.3906(5) 0.031(3) Uani 1 1 d . . . . .
C63 C 1.4147(11) 0.4655(7) -0.4192(6) 0.050(4) Uani 1 1 d . . . . .
H63A H 1.4855 0.5029 -0.4240 0.076 Uiso 1 1 calc R U . . .
H63B H 1.3705 0.4883 -0.3827 0.076 Uiso 1 1 calc R U . . .
H63C H 1.3667 0.4652 -0.4575 0.076 Uiso 1 1 calc R U . . .
C64 C 1.5016(10) 0.3366(8) -0.4672(5) 0.046(4) Uani 1 1 d . . . . .
H64A H 1.4459 0.3342 -0.5024 0.068 Uiso 1 1 calc R U . . .
H64B H 1.5245 0.2773 -0.4604 0.068 Uiso 1 1 calc R U . . .
H64C H 1.5707 0.3730 -0.4773 0.068 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
Au1 P1 2.226(3) . ?
Au1 Cl1 2.307(3) . ?
Au2 P2 2.239(3) . ?
Au2 Cl2 2.298(3) . ?
Au3 P3 2.236(3) . ?
Au3 Cl3 2.291(3) . ?
Au4 P4 2.231(3) . ?
Au4 Cl4 2.292(3) . ?
P1 C9 1.818(10) . ?
P1 C1 1.835(11) . ?
P1 P2 2.241(4) . ?
P2 C25 1.806(10) . ?
P2 C17 1.808(10) . ?
P3 C33 1.802(9) . ?
P3 C41 1.816(10) . ?
P3 P4 2.243(4) . ?
P4 C49 1.812(10) . ?
P4 C57 1.838(11) . ?
N1 C6 1.448(13) . ?
N1 C8 1.450(13) . ?
N1 C7 1.475(12) . ?
N2 C14 1.437(13) . ?
N2 C16 1.446(14) . ?
N2 C15 1.446(13) . ?
N3 C22 1.460(13) . ?
N3 C24 1.473(12) . ?
N3 C23 1.486(12) . ?
N4 C30 1.460(13) . ?
N4 C31 1.465(12) . ?
N4 C32 1.470(13) . ?
N5 C39 1.450(12) . ?
N5 C38 1.454(13) . ?
N5 C40 1.484(12) . ?
N6 C46 1.432(13) . ?
N6 C47 1.447(12) . ?
N6 C48 1.479(12) . ?
N7 C54 1.416(12) . ?
N7 C55 1.465(13) . ?
N7 C56 1.471(13) . ?
N8 C62 1.460(13) . ?
N8 C64 1.473(13) . ?
N8 C63 1.492(13) . ?
C1 C6 1.372(14) . ?
C1 C2 1.398(14) . ?
C2 C3 1.369(14) . ?
C3 C4 1.378(15) . ?
C4 C5 1.394(15) . ?
C5 C6 1.377(15) . ?
C9 C10 1.401(13) . ?
C9 C14 1.408(14) . ?
C10 C11 1.388(14) . ?
C11 C12 1.351(15) . ?
C12 C13 1.384(15) . ?
C13 C14 1.416(14) . ?
C17 C18 1.408(14) . ?
C17 C22 1.420(14) . ?
C18 C19 1.385(13) . ?
C19 C20 1.414(14) . ?
C20 C21 1.371(15) . ?
C21 C22 1.395(14) . ?
C25 C26 1.408(14) . ?
C25 C30 1.414(14) . ?
C26 C27 1.384(15) . ?
C27 C28 1.396(15) . ?
C28 C29 1.362(14) . ?
C29 C30 1.384(14) . ?
C33 C38 1.384(14) . ?
C33 C34 1.399(14) . ?
C34 C35 1.396(13) . ?
C35 C36 1.395(14) . ?
C36 C37 1.387(15) . ?
C37 C38 1.408(13) . ?
C41 C46 1.396(14) . ?
C41 C42 1.406(14) . ?
C42 C43 1.391(13) . ?
C43 C44 1.405(14) . ?
C44 C45 1.381(14) . ?
C45 C46 1.422(13) . ?
C49 C54 1.396(13) . ?
C49 C50 1.408(14) . ?
C50 C51 1.388(13) . ?
C51 C52 1.402(14) . ?
C52 C53 1.347(14) . ?
C53 C54 1.426(13) . ?
C57 C62 1.389(14) . ?
C57 C58 1.396(14) . ?
C58 C59 1.390(14) . ?
C59 C60 1.393(14) . ?
C60 C61 1.359(15) . ?
C61 C62 1.402(14) . ?

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
P1 Au1 Cl1 176.01(11) . . ?
P2 Au2 Cl2 174.17(10) . . ?
P3 Au3 Cl3 175.68(10) . . ?
P4 Au4 Cl4 177.38(12) . . ?
C9 P1 C1 104.0(5) . . ?
C9 P1 Au1 115.4(4) . . ?
C1 P1 Au1 116.9(4) . . ?
C9 P1 P2 99.5(4) . . ?
C1 P1 P2 105.7(4) . . ?
Au1 P1 P2 113.32(14) . . ?
C25 P2 C17 106.2(5) . . ?
C25 P2 Au2 116.6(4) . . ?
C17 P2 Au2 112.0(3) . . ?
C25 P2 P1 100.9(4) . . ?
C17 P2 P1 104.7(4) . . ?
Au2 P2 P1 115.13(14) . . ?
C33 P3 C41 105.1(5) . . ?
C33 P3 Au3 111.3(3) . . ?
C41 P3 Au3 119.0(4) . . ?
C33 P3 P4 106.5(4) . . ?
C41 P3 P4 99.9(3) . . ?
Au3 P3 P4 113.74(14) . . ?
C49 P4 C57 103.6(5) . . ?
C49 P4 Au4 116.3(4) . . ?
C57 P4 Au4 118.9(4) . . ?
C49 P4 P3 102.2(4) . . ?
C57 P4 P3 105.1(4) . . ?
Au4 P4 P3 109.03(14) . . ?
C6 N1 C8 114.1(9) . . ?
C6 N1 C7 112.3(9) . . ?
C8 N1 C7 109.2(9) . . ?
C14 N2 C16 112.8(10) . . ?
C14 N2 C15 112.3(9) . . ?
C16 N2 C15 112.5(10) . . ?
C22 N3 C24 114.0(9) . . ?
C22 N3 C23 112.1(9) . . ?
C24 N3 C23 112.0(9) . . ?
C30 N4 C31 112.4(9) . . ?
C30 N4 C32 113.3(9) . . ?
C31 N4 C32 111.4(9) . . ?
C39 N5 C38 113.5(8) . . ?
C39 N5 C40 110.7(8) . . ?
C38 N5 C40 111.9(8) . . ?
C46 N6 C47 111.5(8) . . ?
C46 N6 C48 113.1(8) . . ?
C47 N6 C48 112.7(8) . . ?
C54 N7 C55 112.2(9) . . ?
C54 N7 C56 116.6(9) . . ?
C55 N7 C56 110.2(9) . . ?
C62 N8 C64 111.5(9) . . ?
C62 N8 C63 111.7(9) . . ?
C64 N8 C63 109.5(10) . . ?
C6 C1 C2 120.1(10) . . ?
C6 C1 P1 115.1(8) . . ?
C2 C1 P1 124.8(8) . . ?
C3 C2 C1 121.1(11) . . ?
C2 C3 C4 118.6(11) . . ?
C3 C4 C5 120.5(11) . . ?
C6 C5 C4 120.6(11) . . ?
C1 C6 C5 119.0(11) . . ?
C1 C6 N1 118.0(10) . . ?
C5 C6 N1 123.0(10) . . ?
C10 C9 C14 119.1(10) . . ?
C10 C9 P1 118.9(8) . . ?
C14 C9 P1 122.0(9) . . ?
C11 C10 C9 120.3(10) . . ?
C12 C11 C10 121.6(11) . . ?
C11 C12 C13 119.3(12) . . ?
C12 C13 C14 121.6(11) . . ?
C9 C14 C13 118.1(10) . . ?
C9 C14 N2 120.7(10) . . ?
C13 C14 N2 121.2(10) . . ?
C18 C17 C22 117.6(9) . . ?
C18 C17 P2 126.4(8) . . ?
C22 C17 P2 115.3(8) . . ?
C19 C18 C17 122.7(10) . . ?
C18 C19 C20 118.1(10) . . ?
C21 C20 C19 120.5(11) . . ?
C20 C21 C22 121.4(11) . . ?
C21 C22 C17 119.7(10) . . ?
C21 C22 N3 122.7(10) . . ?
C17 C22 N3 117.6(9) . . ?
C26 C25 C30 117.6(10) . . ?
C26 C25 P2 119.3(8) . . ?
C30 C25 P2 122.7(8) . . ?
C27 C26 C25 121.4(11) . . ?
C26 C27 C28 119.4(11) . . ?
C29 C28 C27 120.1(11) . . ?
C28 C29 C30 121.5(11) . . ?
C29 C30 C25 120.0(10) . . ?
C29 C30 N4 121.9(10) . . ?
C25 C30 N4 118.1(10) . . ?
C38 C33 C34 118.2(9) . . ?
C38 C33 P3 117.5(8) . . ?
C34 C33 P3 124.1(8) . . ?
C35 C34 C33 121.9(10) . . ?
C36 C35 C34 118.6(11) . . ?
C37 C36 C35 120.7(10) . . ?
C36 C37 C38 119.5(11) . . ?
C33 C38 C37 121.0(11) . . ?
C33 C38 N5 118.2(9) . . ?
C37 C38 N5 120.7(10) . . ?
C46 C41 C42 120.8(10) . . ?
C46 C41 P3 120.0(8) . . ?
C42 C41 P3 119.1(8) . . ?
C43 C42 C41 119.9(10) . . ?
C42 C43 C44 119.8(11) . . ?
C45 C44 C43 120.4(11) . . ?
C44 C45 C46 120.6(11) . . ?
C41 C46 C45 118.5(10) . . ?
C41 C46 N6 121.4(9) . . ?
C45 C46 N6 120.1(10) . . ?
C54 C49 C50 119.2(9) . . ?
C54 C49 P4 121.9(8) . . ?
C50 C49 P4 118.7(8) . . ?
C51 C50 C49 120.7(10) . . ?
C50 C51 C52 119.3(10) . . ?
C53 C52 C51 120.9(11) . . ?
C52 C53 C54 120.9(11) . . ?
C49 C54 N7 120.6(9) . . ?
C49 C54 C53 118.9(10) . . ?
N7 C54 C53 120.5(9) . . ?
C62 C57 C58 119.8(11) . . ?
C62 C57 P4 114.8(8) . . ?
C58 C57 P4 125.4(9) . . ?
C59 C58 C57 119.2(11) . . ?
C58 C59 C60 120.2(11) . . ?
C61 C60 C59 120.8(12) . . ?
C60 C61 C62 119.6(12) . . ?
C57 C62 C61 120.3(11) . . ?
C57 C62 N8 115.2(10) . . ?
C61 C62 N8 124.5(10) . . ?

_refine_diff_density_max         1.094
_refine_diff_density_min         -1.208
_refine_diff_density_rms         0.215



####################################################################### 
# 
# 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_sad
_database_code_depnum_ccdc_archive 'CCDC 1463748'
_audit_update_record             
;
2016-03-10 deposited with the CCDC.
2016-05-16 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         'C40 H28 Au2 F10 O4 P2'
_chemical_formula_sum            'C40 H28 Au2 F10 O4 P2'
_chemical_formula_weight         1218.50

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 '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                   7.3242(5)
_cell_length_b                   11.2949(8)
_cell_length_c                   13.0454(9)
_cell_angle_alpha                110.027(2)
_cell_angle_beta                 105.628(2)
_cell_angle_gamma                93.035(2)
_cell_volume                     963.80(12)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7522
_cell_measurement_theta_min      2.91
_cell_measurement_theta_max      26.39

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.099
_exptl_crystal_F_000             578
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.148
_exptl_crystal_size_mid          0.113
_exptl_crystal_size_min          0.016
_exptl_absorpt_coefficient_mu    7.776
_shelx_estimated_absorpt_T_min   0.392
_shelx_estimated_absorpt_T_max   0.886
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.5250
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11518
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_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         2.912
_diffrn_reflns_theta_max         24.991
_diffrn_reflns_theta_full        24.991
_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             3400
_reflns_number_gt                3209
_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       'APEX2 ver. 2014.9 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. 7.68A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. 7.68A (Bruker AXS)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2014/6 (Sheldrick, 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)+(0.0200P)²+2.4423P] 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         3400
_refine_ls_number_parameters     246
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0247
_refine_ls_R_factor_gt           0.0226
_refine_ls_wR_factor_ref         0.0531
_refine_ls_wR_factor_gt          0.0522
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.088
_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
Au1 Au 0.15238(2) 0.97175(2) 0.31742(2) 0.01622(7) Uani 1 1 d . . . . .
P1 P 0.34345(15) 0.97841(10) 0.48940(9) 0.0135(2) Uani 1 1 d . . . . .
F1 F 0.0668(4) 0.7281(3) 0.0947(2) 0.0322(7) Uani 1 1 d . . . . .
O1 O 0.2248(5) 0.4525(3) 0.4905(3) 0.0248(7) Uani 1 1 d . . . . .
C1 C 0.3179(6) 0.8202(4) 0.4953(4) 0.0143(6) Uani 1 1 d . . . . .
F2 F -0.1725(5) 0.6601(3) -0.1192(2) 0.0431(8) Uani 1 1 d . . . . .
O2 O 0.3139(5) 1.4003(3) 0.9050(3) 0.0343(9) Uani 1 1 d . . . . .
C2 C 0.2760(6) 0.7965(4) 0.5856(4) 0.0175(9) Uani 1 1 d . . . . .
H2 H 0.2692 0.8656 0.6505 0.021 Uiso 1 1 calc R U . . .
F3 F -0.3837(4) 0.8309(3) -0.1801(2) 0.0416(8) Uani 1 1 d . . . . .
C3 C 0.2445(6) 0.6727(4) 0.5805(4) 0.0209(10) Uani 1 1 d . . . . .
H3 H 0.2152 0.6570 0.6419 0.025 Uiso 1 1 calc R U . . .
F4 F -0.3514(4) 1.0698(3) -0.0238(2) 0.0331(7) Uani 1 1 d . . . . .
C4 C 0.2552(6) 0.5706(4) 0.4863(4) 0.0182(9) Uani 1 1 d . . . . .
F5 F -0.1196(4) 1.1373(2) 0.1916(2) 0.0281(6) Uani 1 1 d . . . . .
C5 C 0.2959(6) 0.5921(4) 0.3955(4) 0.0197(9) Uani 1 1 d . . . . .
H5 H 0.3039 0.5228 0.3311 0.024 Uiso 1 1 calc R U . . .
C6 C 0.3248(6) 0.7173(4) 0.4006(4) 0.0180(9) Uani 1 1 d . . . . .
H6 H 0.3497 0.7326 0.3380 0.022 Uiso 1 1 calc R U . . .
C7 C 0.2283(8) 0.3455(4) 0.3924(4) 0.0296(11) Uani 1 1 d . . . . .
H7A H 0.1288 0.3441 0.3243 0.044 Uiso 1 1 calc R U . . .
H7B H 0.2041 0.2662 0.4051 0.044 Uiso 1 1 calc R U . . .
H7C H 0.3545 0.3529 0.3807 0.044 Uiso 1 1 calc R U . . .
C8 C 0.3204(6) 1.0974(4) 0.6191(4) 0.0143(6) Uani 1 1 d . . . . .
C9 C 0.2032(6) 1.1870(4) 0.6039(4) 0.0200(10) Uani 1 1 d . . . . .
H9 H 0.1275 1.1773 0.5290 0.024 Uiso 1 1 calc R U . . .
C10 C 0.1966(6) 1.2906(4) 0.6980(4) 0.0237(10) Uani 1 1 d . . . . .
H10 H 0.1175 1.3522 0.6875 0.028 Uiso 1 1 calc R U . . .
C11 C 0.3052(7) 1.3037(4) 0.8066(4) 0.0233(10) Uani 1 1 d . . . . .
C12 C 0.4214(6) 1.2121(4) 0.8214(4) 0.0219(10) Uani 1 1 d . . . . .
H12 H 0.4962 1.2207 0.8962 0.026 Uiso 1 1 calc R U . . .
C13 C 0.4268(6) 1.1097(4) 0.7274(4) 0.0158(9) Uani 1 1 d . . . . .
H13 H 0.5046 1.0475 0.7377 0.019 Uiso 1 1 calc R U . . .
C14 C 0.2075(10) 1.5007(5) 0.8962(6) 0.0530(17) Uani 1 1 d . . . . .
H14A H 0.2538 1.5422 0.8511 0.079 Uiso 1 1 calc R U . . .
H14B H 0.2247 1.5636 0.9731 0.079 Uiso 1 1 calc R U . . .
H14C H 0.0709 1.4653 0.8585 0.079 Uiso 1 1 calc R U . . .
C15 C -0.0190(6) 0.9356(5) 0.1533(4) 0.0210(10) Uani 1 1 d . . . . .
C16 C -0.0373(6) 0.8162(4) 0.0689(4) 0.0210(10) Uani 1 1 d . . . . .
C17 C -0.1582(7) 0.7778(5) -0.0423(4) 0.0284(8) Uani 1 1 d . . . . .
C18 C -0.2659(7) 0.8631(5) -0.0730(4) 0.0284(8) Uani 1 1 d . . . . .
C19 C -0.2483(6) 0.9851(4) 0.0078(4) 0.0230(7) Uani 1 1 d . . . . .
C20 C -0.1257(6) 1.0176(4) 0.1188(4) 0.0230(7) 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
Au1 C15 2.056(4) . ?
Au1 P1 2.2758(11) . ?
P1 C1 1.816(4) . ?
P1 C8 1.821(4) . ?
P1 P1 2.241(2) 2_676 ?
F1 C16 1.363(5) . ?
O1 C4 1.362(5) . ?
O1 C7 1.437(6) . ?
C1 C6 1.391(6) . ?
C1 C2 1.399(6) . ?
F2 C17 1.341(6) . ?
O2 C11 1.354(6) . ?
O2 C14 1.429(7) . ?
C2 C3 1.382(6) . ?
F3 C18 1.342(5) . ?
C3 C4 1.392(6) . ?
F4 C19 1.354(5) . ?
C4 C5 1.389(6) . ?
F5 C20 1.350(5) . ?
C5 C6 1.395(6) . ?
C8 C13 1.372(6) . ?
C8 C9 1.392(6) . ?
C9 C10 1.391(7) . ?
C10 C11 1.378(7) . ?
C11 C12 1.404(7) . ?
C12 C13 1.380(6) . ?
C15 C20 1.357(7) . ?
C15 C16 1.390(7) . ?
C16 C17 1.383(6) . ?
C17 C18 1.372(7) . ?
C18 C19 1.393(7) . ?
C19 C20 1.393(7) . ?

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
C15 Au1 P1 171.05(14) . . ?
C1 P1 C8 110.41(19) . . ?
C1 P1 P1 103.28(14) . 2_676 ?
C8 P1 P1 102.24(14) . 2_676 ?
C1 P1 Au1 109.26(14) . . ?
C8 P1 Au1 118.06(14) . . ?
P1 P1 Au1 112.47(7) 2_676 . ?
C4 O1 C7 116.9(3) . . ?
C6 C1 C2 118.9(4) . . ?
C6 C1 P1 117.8(3) . . ?
C2 C1 P1 123.1(3) . . ?
C11 O2 C14 117.7(4) . . ?
C3 C2 C1 120.0(4) . . ?
C2 C3 C4 120.6(4) . . ?
O1 C4 C5 123.8(4) . . ?
O1 C4 C3 115.9(4) . . ?
C5 C4 C3 120.3(4) . . ?
C4 C5 C6 118.8(4) . . ?
C1 C6 C5 121.4(4) . . ?
C13 C8 C9 120.0(4) . . ?
C13 C8 P1 123.2(3) . . ?
C9 C8 P1 116.4(3) . . ?
C10 C9 C8 120.2(4) . . ?
C11 C10 C9 119.7(4) . . ?
O2 C11 C10 125.8(4) . . ?
O2 C11 C12 114.4(4) . . ?
C10 C11 C12 119.8(4) . . ?
C13 C12 C11 120.0(4) . . ?
C8 C13 C12 120.3(4) . . ?
C20 C15 C16 115.3(4) . . ?
C20 C15 Au1 125.6(4) . . ?
C16 C15 Au1 119.1(3) . . ?
F1 C16 C17 116.0(4) . . ?
F1 C16 C15 119.6(4) . . ?
C17 C16 C15 124.4(4) . . ?
F2 C17 C18 120.1(4) . . ?
F2 C17 C16 121.5(4) . . ?
C18 C17 C16 118.4(5) . . ?
F3 C18 C17 120.7(5) . . ?
F3 C18 C19 120.0(5) . . ?
C17 C18 C19 119.3(4) . . ?
F4 C19 C20 121.4(4) . . ?
F4 C19 C18 119.0(4) . . ?
C20 C19 C18 119.6(4) . . ?
F5 C20 C15 121.5(4) . . ?
F5 C20 C19 115.5(4) . . ?
C15 C20 C19 123.0(4) . . ?

_refine_diff_density_max         2.087
_refine_diff_density_min         -0.863
_refine_diff_density_rms         0.121

