# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_con254
_database_code_depnum_ccdc_archive 'CCDC 2009440'
loop_
_audit_author_name
_audit_author_address
'M. Concepcion Gimeno'
;Instituto de Sintesis Quimica y Catalisis Homogenea
Spain
;
_audit_update_record             
;
2020-07-29 deposited with the CCDC.	2020-08-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H29 Au N3 P'
_chemical_formula_weight         695.53

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'
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           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                   18.2164(17)
_cell_length_b                   8.9192(8)
_cell_length_c                   17.6329(17)
_cell_angle_alpha                90
_cell_angle_beta                 107.9050(10)
_cell_angle_gamma                90
_cell_volume                     2726.2(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8179
_cell_measurement_theta_min      4.35
_cell_measurement_theta_max      27.83

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.695
_exptl_crystal_F_000             1368
_exptl_transmission_factor_min   0.1783
_exptl_transmission_factor_max   0.8528
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.340
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    5.483
_shelx_estimated_absorpt_T_min   0.178
_shelx_estimated_absorpt_T_max   0.853
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1783
_exptl_absorpt_correction_T_max  0.8528
_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                   ?
_diffrn_measurement_device_type  'SMART APEX CCD'
_diffrn_measurement_method       'w rotations with narrow frames'
_diffrn_detector_area_resol_mean 8.26
_diffrn_reflns_number            23312
_diffrn_reflns_av_unetI/netI     0.0578
_diffrn_reflns_av_R_equivalents  0.0590
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.350
_diffrn_reflns_theta_max         27.832
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6304
_reflns_number_gt                5038
_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       SMART
_computing_cell_refinement       SMART
_computing_data_reduction        SMART
_computing_structure_solution    SHELXS
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    Diamond
_computing_publication_material  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0219P)²+10.0409P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6304
_refine_ls_number_parameters     343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0558
_refine_ls_R_factor_gt           0.0386
_refine_ls_wR_factor_ref         0.0834
_refine_ls_wR_factor_gt          0.0762
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_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 0.21695(2) 0.31386(2) 0.25721(2) 0.02017(7) Uani 1 1 d . . . . .
P1 P 0.13612(8) 0.17914(15) 0.15649(8) 0.0190(3) Uani 1 1 d . . . . .
N1 N 0.3688(3) 0.6452(5) 0.5266(3) 0.0251(10) Uani 1 1 d . . . . .
N2 N 0.3715(3) 0.3291(6) 0.6613(3) 0.0314(11) Uani 1 1 d . . . . .
N3 N 0.3475(3) 0.9243(6) 0.3993(3) 0.0382(13) Uani 1 1 d . . . . .
C1 C 0.2899(3) 0.4356(5) 0.3456(3) 0.0179(10) Uani 1 1 d . . . . .
C2 C 0.3342(3) 0.5017(6) 0.3971(3) 0.0253(12) Uani 1 1 d . . . . .
C3 C 0.3938(3) 0.5782(6) 0.4628(3) 0.0258(12) Uani 1 1 d . . . . .
H3A H 0.434912 0.504575 0.487272 0.031 Uiso 1 1 calc R U . . .
H3B H 0.417281 0.658310 0.438979 0.031 Uiso 1 1 calc R U . . .
C4 C 0.3372(3) 0.5334(6) 0.5681(3) 0.0267(12) Uani 1 1 d . . . . .
H4A H 0.302413 0.466140 0.528306 0.032 Uiso 1 1 calc R U . . .
H4B H 0.305906 0.584824 0.597317 0.032 Uiso 1 1 calc R U . . .
C5 C 0.3985(3) 0.4399(7) 0.6263(3) 0.0272(12) Uani 1 1 d . . . . .
C6 C 0.4770(4) 0.4684(6) 0.6435(3) 0.0291(13) Uani 1 1 d . . . . .
H6 H 0.494534 0.548536 0.618055 0.035 Uiso 1 1 calc R U . . .
C7 C 0.5300(4) 0.3774(7) 0.6990(4) 0.0344(14) Uani 1 1 d . . . . .
H7 H 0.583939 0.393605 0.711295 0.041 Uiso 1 1 calc R U . . .
C8 C 0.5022(4) 0.2650(8) 0.7349(4) 0.0410(17) Uani 1 1 d . . . . .
H8 H 0.536542 0.201003 0.772487 0.049 Uiso 1 1 calc R U . . .
C9 C 0.4226(4) 0.2453(7) 0.7156(4) 0.0394(16) Uani 1 1 d . . . . .
H9 H 0.403808 0.168771 0.742158 0.047 Uiso 1 1 calc R U . . .
C10 C 0.3138(4) 0.7678(6) 0.4951(4) 0.0285(13) Uani 1 1 d . . . . .
H10A H 0.288343 0.795641 0.535241 0.034 Uiso 1 1 calc R U . . .
H10B H 0.273498 0.733013 0.446645 0.034 Uiso 1 1 calc R U . . .
C11 C 0.3537(3) 0.9033(6) 0.4751(4) 0.0289(13) Uani 1 1 d . . . . .
C12 C 0.3940(4) 0.9997(7) 0.5347(4) 0.0375(15) Uani 1 1 d . . . . .
H12 H 0.397606 0.980023 0.588622 0.045 Uiso 1 1 calc R U . . .
C13 C 0.4289(4) 1.1246(7) 0.5153(5) 0.0446(18) Uani 1 1 d . . . . .
H13 H 0.454769 1.194658 0.555112 0.054 Uiso 1 1 calc R U . . .
C14 C 0.4256(4) 1.1456(7) 0.4374(5) 0.049(2) Uani 1 1 d . . . . .
H14 H 0.451219 1.227830 0.422409 0.059 Uiso 1 1 calc R U . . .
C15 C 0.3844(4) 1.0453(8) 0.3816(5) 0.050(2) Uani 1 1 d . . . . .
H15 H 0.381505 1.061387 0.327518 0.060 Uiso 1 1 calc R U . . .
C16 C 0.1668(3) -0.0131(6) 0.1504(3) 0.0201(11) Uani 1 1 d . . . . .
C17 C 0.1400(3) -0.0981(6) 0.0804(3) 0.0231(12) Uani 1 1 d . . . . .
H17 H 0.108264 -0.053061 0.032736 0.028 Uiso 1 1 calc R U . . .
C18 C 0.1601(4) -0.2496(6) 0.0810(4) 0.0292(13) Uani 1 1 d . . . . .
H18 H 0.140461 -0.308453 0.034248 0.035 Uiso 1 1 calc R U . . .
C19 C 0.2084(3) -0.3135(6) 0.1494(4) 0.0281(12) Uani 1 1 d . . . . .
H19 H 0.221848 -0.416366 0.149435 0.034 Uiso 1 1 calc R U . . .
C20 C 0.2372(4) -0.2298(6) 0.2178(3) 0.0272(13) Uani 1 1 d . . . . .
H20 H 0.271195 -0.274818 0.264172 0.033 Uiso 1 1 calc R U . . .
C21 C 0.2169(3) -0.0790(6) 0.2193(3) 0.0230(11) Uani 1 1 d . . . . .
H21 H 0.236764 -0.021609 0.266548 0.028 Uiso 1 1 calc R U . . .
C22 C 0.1251(3) 0.2608(5) 0.0590(3) 0.0212(11) Uani 1 1 d . . . . .
C23 C 0.0533(3) 0.3022(6) 0.0063(3) 0.0243(11) Uani 1 1 d . . . . .
H23 H 0.007607 0.287844 0.020670 0.029 Uiso 1 1 calc R U . . .
C24 C 0.0492(4) 0.3642(6) -0.0671(4) 0.0311(14) Uani 1 1 d . . . . .
H24 H 0.000548 0.392035 -0.103034 0.037 Uiso 1 1 calc R U . . .
C25 C 0.1159(4) 0.3857(6) -0.0882(4) 0.0327(15) Uani 1 1 d . . . . .
H25 H 0.112826 0.428833 -0.138330 0.039 Uiso 1 1 calc R U . . .
C26 C 0.1869(4) 0.3446(6) -0.0364(4) 0.0308(14) Uani 1 1 d . . . . .
H26 H 0.232264 0.357517 -0.051448 0.037 Uiso 1 1 calc R U . . .
C27 C 0.1918(3) 0.2845(6) 0.0376(3) 0.0233(12) Uani 1 1 d . . . . .
H27 H 0.240759 0.259530 0.073856 0.028 Uiso 1 1 calc R U . . .
C28 C 0.0392(3) 0.1627(5) 0.1637(3) 0.0188(11) Uani 1 1 d . . . . .
C29 C 0.0135(4) 0.2717(6) 0.2072(3) 0.0254(12) Uani 1 1 d . . . . .
H29 H 0.046944 0.351021 0.232303 0.031 Uiso 1 1 calc R U . . .
C30 C -0.0598(4) 0.2647(6) 0.2136(4) 0.0302(13) Uani 1 1 d . . . . .
H30 H -0.076462 0.339081 0.243200 0.036 Uiso 1 1 calc R U . . .
C31 C -0.1097(3) 0.1495(6) 0.1772(3) 0.0244(12) Uani 1 1 d . . . . .
H31 H -0.160335 0.145015 0.181581 0.029 Uiso 1 1 calc R U . . .
C32 C -0.0846(3) 0.0415(6) 0.1343(3) 0.0260(12) Uani 1 1 d . . . . .
H32 H -0.118374 -0.037382 0.109126 0.031 Uiso 1 1 calc R U . . .
C33 C -0.0116(3) 0.0472(6) 0.1278(3) 0.0225(11) Uani 1 1 d . . . . .
H33 H 0.004771 -0.028268 0.098526 0.027 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 C1 2.024(5) . ?
Au1 P1 2.2711(13) . ?
P1 C28 1.814(5) . ?
P1 C16 1.816(5) . ?
P1 C22 1.820(6) . ?
N1 C4 1.457(7) . ?
N1 C3 1.464(7) . ?
N1 C10 1.471(7) . ?
N2 C5 1.336(7) . ?
N2 C9 1.339(8) . ?
N3 C11 1.318(8) . ?
N3 C15 1.358(8) . ?
C1 C2 1.173(7) . ?
C2 C3 1.487(8) . ?
C4 C5 1.514(8) . ?
C5 C6 1.392(8) . ?
C6 C7 1.403(8) . ?
C7 C8 1.363(9) . ?
C8 C9 1.394(10) . ?
C10 C11 1.508(8) . ?
C11 C12 1.381(9) . ?
C12 C13 1.376(9) . ?
C13 C14 1.368(11) . ?
C14 C15 1.370(10) . ?
C16 C17 1.403(7) . ?
C16 C21 1.404(7) . ?
C17 C18 1.399(7) . ?
C18 C19 1.379(8) . ?
C19 C20 1.377(8) . ?
C20 C21 1.397(8) . ?
C22 C27 1.394(8) . ?
C22 C23 1.402(8) . ?
C23 C24 1.387(8) . ?
C24 C25 1.390(9) . ?
C25 C26 1.383(9) . ?
C26 C27 1.388(8) . ?
C28 C33 1.399(7) . ?
C28 C29 1.405(7) . ?
C29 C30 1.375(8) . ?
C30 C31 1.391(8) . ?
C31 C32 1.386(7) . ?
C32 C33 1.371(8) . ?

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 Au1 P1 178.95(15) . . ?
C28 P1 C16 104.6(2) . . ?
C28 P1 C22 105.8(2) . . ?
C16 P1 C22 105.6(2) . . ?
C28 P1 Au1 113.50(17) . . ?
C16 P1 Au1 114.09(19) . . ?
C22 P1 Au1 112.55(18) . . ?
C4 N1 C3 111.8(4) . . ?
C4 N1 C10 111.6(5) . . ?
C3 N1 C10 110.5(4) . . ?
C5 N2 C9 118.0(6) . . ?
C11 N3 C15 116.8(6) . . ?
C2 C1 Au1 177.4(5) . . ?
C1 C2 C3 176.6(6) . . ?
N1 C3 C2 117.5(5) . . ?
N1 C4 C5 113.2(5) . . ?
N2 C5 C6 122.2(6) . . ?
N2 C5 C4 114.9(5) . . ?
C6 C5 C4 122.8(5) . . ?
C5 C6 C7 119.2(6) . . ?
C8 C7 C6 118.4(6) . . ?
C7 C8 C9 119.1(6) . . ?
N2 C9 C8 123.1(6) . . ?
N1 C10 C11 111.3(5) . . ?
N3 C11 C12 122.9(6) . . ?
N3 C11 C10 117.0(5) . . ?
C12 C11 C10 120.2(6) . . ?
C13 C12 C11 119.5(7) . . ?
C14 C13 C12 118.6(7) . . ?
C13 C14 C15 118.5(7) . . ?
N3 C15 C14 123.7(7) . . ?
C17 C16 C21 119.5(5) . . ?
C17 C16 P1 122.1(4) . . ?
C21 C16 P1 118.3(4) . . ?
C18 C17 C16 119.7(5) . . ?
C19 C18 C17 120.1(6) . . ?
C20 C19 C18 120.7(5) . . ?
C19 C20 C21 120.4(5) . . ?
C20 C21 C16 119.5(5) . . ?
C27 C22 C23 119.6(5) . . ?
C27 C22 P1 117.6(4) . . ?
C23 C22 P1 122.8(4) . . ?
C24 C23 C22 119.7(6) . . ?
C23 C24 C25 120.2(6) . . ?
C26 C25 C24 120.2(6) . . ?
C25 C26 C27 120.0(6) . . ?
C26 C27 C22 120.2(6) . . ?
C33 C28 C29 118.1(5) . . ?
C33 C28 P1 123.4(4) . . ?
C29 C28 P1 118.5(4) . . ?
C30 C29 C28 120.6(5) . . ?
C29 C30 C31 120.6(5) . . ?
C32 C31 C30 119.1(6) . . ?
C33 C32 C31 120.7(5) . . ?
C32 C33 C28 120.9(5) . . ?

_refine_diff_density_max         1.549
_refine_diff_density_min         -1.973
_refine_diff_density_rms         0.158

####################################################################### 
# 
# 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_con248_0m
_database_code_depnum_ccdc_archive 'CCDC 2009442'
loop_
_audit_author_name
_audit_author_address
'M. Concepcion Gimeno'
;Instituto de Sintesis Quimica y Catalisis Homogenea
Spain
;
_audit_update_record             
;
2020-07-29 deposited with the CCDC.	2020-08-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H21 Au N3 P'
_chemical_formula_weight         615.40

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'
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           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                   12.7122(9)
_cell_length_b                   10.3660(8)
_cell_length_c                   18.2237(13)
_cell_angle_alpha                90
_cell_angle_beta                 107.6570(10)
_cell_angle_gamma                90
_cell_volume                     2288.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9974
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      28.43

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.786
_exptl_crystal_F_000             1192
_exptl_transmission_factor_min   0.1534
_exptl_transmission_factor_max   0.3555
_exptl_crystal_size_max          0.460
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    6.519
_shelx_estimated_absorpt_T_min   0.153
_shelx_estimated_absorpt_T_max   0.356
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1534
_exptl_absorpt_correction_T_max  0.3555
_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                   ?
_diffrn_measurement_device_type  'SMART APEX'
_diffrn_measurement_method       'w rotations with narrow frames'
_diffrn_detector_area_resol_mean 8.26
_diffrn_reflns_number            20377
_diffrn_reflns_av_unetI/netI     0.0256
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.288
_diffrn_reflns_theta_max         28.558
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.928
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.928
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.928
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5407
_reflns_number_gt                4566
_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       SMART
_computing_cell_refinement       SMART
_computing_data_reduction        SMART
_computing_structure_solution    SHELXS
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    Diamond
_computing_publication_material  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0314P)²+3.7432P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5407
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0249
_refine_ls_wR_factor_ref         0.0671
_refine_ls_wR_factor_gt          0.0633
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.002
_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 0.75159(2) 0.99977(2) 0.71000(2) 0.01522(5) Uani 1 1 d . . . . .
C1 C 0.8624(2) 1.1193(3) 0.68916(17) 0.0181(6) Uani 1 1 d . . . . .
C2 C 0.9317(2) 1.1869(3) 0.67703(17) 0.0191(6) Uani 1 1 d . . . . .
C3 C 1.0149(3) 1.2723(3) 0.66177(18) 0.0239(7) Uani 1 1 d . . . . .
H3A H 1.021350 1.351451 0.693196 0.029 Uiso 1 1 calc R U . . .
H3B H 1.087457 1.228296 0.677605 0.029 Uiso 1 1 calc R U . . .
N1 N 0.9874(2) 1.3080(3) 0.58066(15) 0.0190(5) Uani 1 1 d . . . . .
N2 N 0.9157(2) 1.4057(3) 0.55240(16) 0.0223(6) Uani 1 1 d . . . . .
N3 N 0.8976(2) 1.4137(3) 0.47866(16) 0.0218(6) Uani 1 1 d . . . . .
C4 C 1.0163(2) 1.2492(3) 0.52272(18) 0.0167(6) Uani 1 1 d . . . . .
C5 C 0.9583(2) 1.3188(3) 0.45698(17) 0.0173(6) Uani 1 1 d . . . . .
C6 C 0.9680(3) 1.2873(3) 0.38484(18) 0.0226(6) Uani 1 1 d . . . . .
H6 H 0.929827 1.334339 0.339920 0.027 Uiso 1 1 calc R U . . .
C7 C 1.0355(3) 1.1847(3) 0.38180(19) 0.0258(7) Uani 1 1 d . . . . .
H7 H 1.044156 1.160953 0.333618 0.031 Uiso 1 1 calc R U . . .
C8 C 1.0919(3) 1.1142(3) 0.4479(2) 0.0265(7) Uani 1 1 d . . . . .
H8 H 1.136535 1.043261 0.442975 0.032 Uiso 1 1 calc R U . . .
C9 C 1.0844(3) 1.1450(3) 0.51971(19) 0.0229(6) Uani 1 1 d . . . . .
H9 H 1.123326 1.098176 0.564514 0.027 Uiso 1 1 calc R U . . .
P1 P 0.63040(6) 0.85084(7) 0.72851(4) 0.01472(15) Uani 1 1 d . . . . .
C10 C 0.5040(2) 0.8461(3) 0.64848(17) 0.0159(6) Uani 1 1 d . . . . .
C11 C 0.4394(2) 0.7346(3) 0.63065(19) 0.0210(6) Uani 1 1 d . . . . .
H11 H 0.460185 0.659679 0.661673 0.025 Uiso 1 1 calc R U . . .
C12 C 0.3450(3) 0.7335(3) 0.5676(2) 0.0256(7) Uani 1 1 d . . . . .
H12 H 0.300971 0.657833 0.555834 0.031 Uiso 1 1 calc R U . . .
C13 C 0.3147(3) 0.8414(3) 0.52195(19) 0.0262(7) Uani 1 1 d . . . . .
H13 H 0.250083 0.839791 0.478752 0.031 Uiso 1 1 calc R U . . .
C14 C 0.3783(3) 0.9522(4) 0.53895(19) 0.0251(7) Uani 1 1 d . . . . .
H14 H 0.357264 1.026719 0.507562 0.030 Uiso 1 1 calc R U . . .
C15 C 0.4732(3) 0.9542(3) 0.60214(19) 0.0203(6) Uani 1 1 d . . . . .
H15 H 0.517033 1.030071 0.613558 0.024 Uiso 1 1 calc R U . . .
C16 C 0.5951(2) 0.8613(3) 0.81735(17) 0.0166(6) Uani 1 1 d . . . . .
C17 C 0.6791(3) 0.8933(3) 0.88387(19) 0.0225(6) Uani 1 1 d . . . . .
H17 H 0.749369 0.918224 0.880437 0.027 Uiso 1 1 calc R U . . .
C18 C 0.6611(3) 0.8891(3) 0.9550(2) 0.0277(7) Uani 1 1 d . . . . .
H18 H 0.719332 0.908872 1.000403 0.033 Uiso 1 1 calc R U . . .
C19 C 0.5567(3) 0.8557(3) 0.9599(2) 0.0292(8) Uani 1 1 d . . . . .
H19 H 0.544014 0.852829 1.008587 0.035 Uiso 1 1 calc R U . . .
C20 C 0.4720(3) 0.8268(3) 0.8937(2) 0.0287(8) Uani 1 1 d . . . . .
H20 H 0.400859 0.805898 0.896950 0.034 Uiso 1 1 calc R U . . .
C21 C 0.4907(3) 0.8283(3) 0.82257(19) 0.0225(6) Uani 1 1 d . . . . .
H21 H 0.432742 0.806878 0.777372 0.027 Uiso 1 1 calc R U . . .
C22 C 0.6899(2) 0.6909(3) 0.73228(17) 0.0152(5) Uani 1 1 d . . . . .
C23 C 0.7404(3) 0.6589(3) 0.67629(18) 0.0204(6) Uani 1 1 d . . . . .
H23 H 0.739686 0.718687 0.636644 0.025 Uiso 1 1 calc R U . . .
C24 C 0.7914(3) 0.5404(4) 0.6785(2) 0.0253(7) Uani 1 1 d . . . . .
H24 H 0.825699 0.518807 0.640525 0.030 Uiso 1 1 calc R U . . .
C25 C 0.7924(3) 0.4526(3) 0.73704(19) 0.0235(7) Uani 1 1 d . . . . .
H25 H 0.827013 0.371024 0.738521 0.028 Uiso 1 1 calc R U . . .
C26 C 0.7433(3) 0.4837(3) 0.7924(2) 0.0224(8) Uani 1 1 d . . . . .
H26 H 0.745136 0.424072 0.832360 0.027 Uiso 1 1 calc R U . . .
C27 C 0.6911(2) 0.6024(3) 0.79018(18) 0.0184(6) Uani 1 1 d . . . . .
H27 H 0.656361 0.623102 0.828060 0.022 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 C1 1.997(3) . ?
Au1 P1 2.2772(8) . ?
C1 C2 1.198(4) . ?
C2 C3 1.468(4) . ?
C3 N1 1.460(4) . ?
N1 N2 1.355(4) . ?
N1 C4 1.362(4) . ?
N2 N3 1.295(4) . ?
N3 C5 1.379(4) . ?
C4 C9 1.395(4) . ?
C4 C5 1.402(4) . ?
C5 C6 1.396(4) . ?
C6 C7 1.378(5) . ?
C7 C8 1.406(5) . ?
C8 C9 1.378(5) . ?
P1 C16 1.810(3) . ?
P1 C10 1.814(3) . ?
P1 C22 1.815(3) . ?
C10 C15 1.386(4) . ?
C10 C11 1.397(4) . ?
C11 C12 1.387(4) . ?
C12 C13 1.377(5) . ?
C13 C14 1.385(5) . ?
C14 C15 1.392(5) . ?
C16 C17 1.391(4) . ?
C16 C21 1.401(4) . ?
C17 C18 1.384(5) . ?
C18 C19 1.399(5) . ?
C19 C20 1.384(5) . ?
C20 C21 1.386(4) . ?
C22 C27 1.394(4) . ?
C22 C23 1.401(4) . ?
C23 C24 1.383(5) . ?
C24 C25 1.399(5) . ?
C25 C26 1.376(5) . ?
C26 C27 1.393(4) . ?

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 Au1 P1 175.31(8) . . ?
C2 C1 Au1 177.4(3) . . ?
C1 C2 C3 178.7(3) . . ?
N1 C3 C2 112.3(3) . . ?
N2 N1 C4 110.4(3) . . ?
N2 N1 C3 120.1(3) . . ?
C4 N1 C3 129.3(3) . . ?
N3 N2 N1 109.2(2) . . ?
N2 N3 C5 108.3(3) . . ?
N1 C4 C9 133.9(3) . . ?
N1 C4 C5 103.7(3) . . ?
C9 C4 C5 122.5(3) . . ?
N3 C5 C6 130.8(3) . . ?
N3 C5 C4 108.5(3) . . ?
C6 C5 C4 120.7(3) . . ?
C7 C6 C5 116.9(3) . . ?
C6 C7 C8 121.9(3) . . ?
C9 C8 C7 122.0(3) . . ?
C8 C9 C4 116.1(3) . . ?
C16 P1 C10 108.73(14) . . ?
C16 P1 C22 103.57(13) . . ?
C10 P1 C22 105.25(14) . . ?
C16 P1 Au1 117.02(10) . . ?
C10 P1 Au1 111.93(10) . . ?
C22 P1 Au1 109.41(9) . . ?
C15 C10 C11 119.3(3) . . ?
C15 C10 P1 119.1(2) . . ?
C11 C10 P1 121.6(2) . . ?
C12 C11 C10 119.9(3) . . ?
C13 C12 C11 120.5(3) . . ?
C12 C13 C14 120.1(3) . . ?
C13 C14 C15 119.9(3) . . ?
C10 C15 C14 120.4(3) . . ?
C17 C16 C21 119.5(3) . . ?
C17 C16 P1 117.4(2) . . ?
C21 C16 P1 122.9(2) . . ?
C18 C17 C16 120.5(3) . . ?
C17 C18 C19 119.7(3) . . ?
C20 C19 C18 120.0(3) . . ?
C19 C20 C21 120.3(3) . . ?
C20 C21 C16 120.0(3) . . ?
C27 C22 C23 119.5(3) . . ?
C27 C22 P1 122.6(2) . . ?
C23 C22 P1 117.8(2) . . ?
C24 C23 C22 120.2(3) . . ?
C23 C24 C25 119.7(3) . . ?
C26 C25 C24 120.4(3) . . ?
C25 C26 C27 120.2(3) . . ?
C26 C27 C22 119.9(3) . . ?

_refine_diff_density_max         1.930
_refine_diff_density_min         -1.451
_refine_diff_density_rms         0.120

####################################################################### 
# 
# 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_c517
_database_code_depnum_ccdc_archive 'CCDC 2009441'
loop_
_audit_author_name
_audit_author_address
'M. Concepcion Gimeno'
;Instituto de Sintesis Quimica y Catalisis Homogenea
Spain
;
_audit_update_record             
;
2020-07-29 deposited with the CCDC.	2020-08-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H25 Au N P'
_chemical_formula_weight         663.47

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'
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.7346(17)
_cell_length_b                   9.4044(19)
_cell_length_c                   16.195(3)
_cell_angle_alpha                88.70(3)
_cell_angle_beta                 77.31(3)
_cell_angle_gamma                78.99(3)
_cell_volume                     1273.7(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    33396
_cell_measurement_theta_min      3.3600
_cell_measurement_theta_max      31.0920

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.730
_exptl_crystal_F_000             648
_exptl_transmission_factor_min   0.45975
_exptl_transmission_factor_max   1.00000
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    5.861
_shelx_estimated_absorpt_T_min   0.311
_shelx_estimated_absorpt_T_max   0.418
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.45975
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41r (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'w rotations'
_diffrn_detector_area_resol_mean 16.0655
_diffrn_reflns_number            46269
_diffrn_reflns_av_unetI/netI     0.0181
_diffrn_reflns_av_R_equivalents  0.0280
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.135
_diffrn_reflns_theta_max         31.162
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.935
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.935
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             7697
_reflns_number_gt                7417
_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       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_structure_solution    SHELXS
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    Diamond
_computing_publication_material  'ShelXL (Sheldrick, 2015)'
_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)+(0.0128P)²+1.1318P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_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         7697
_refine_ls_number_parameters     325
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0175
_refine_ls_R_factor_gt           0.0163
_refine_ls_wR_factor_ref         0.0345
_refine_ls_wR_factor_gt          0.0340
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.002
_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 0.30974(2) 0.13779(2) 0.21825(2) 0.01416(2) Uani 1 1 d . . . . .
C1 C 0.42865(19) -0.01970(18) 0.27809(10) 0.0162(3) Uani 1 1 d . . . . .
C2 C 0.4961(2) -0.11578(18) 0.31465(10) 0.0161(3) Uani 1 1 d . . . . .
C3 C 0.5640(2) -0.22890(18) 0.36777(11) 0.0174(3) Uani 1 1 d . . . . .
H3A H 0.640532 -0.305464 0.331024 0.021 Uiso 1 1 calc R U . . .
H3B H 0.623362 -0.186272 0.403246 0.021 Uiso 1 1 calc R U . . .
C4 C 0.4149(2) -0.43289(18) 0.41669(11) 0.0164(3) Uani 1 1 d . . . . .
C5 C 0.5080(2) -0.54939(19) 0.36610(12) 0.0210(3) Uani 1 1 d . . . . .
H5 H 0.604570 -0.539999 0.327602 0.025 Uiso 1 1 calc R U . . .
C6 C 0.4541(2) -0.6798(2) 0.37415(13) 0.0251(4) Uani 1 1 d . . . . .
H6 H 0.515352 -0.761296 0.340673 0.030 Uiso 1 1 calc R U . . .
C7 C 0.3120(2) -0.6936(2) 0.43038(13) 0.0261(4) Uani 1 1 d . . . . .
H7 H 0.277503 -0.783807 0.433713 0.031 Uiso 1 1 calc R U . . .
C8 C 0.2206(2) -0.5788(2) 0.48121(12) 0.0226(4) Uani 1 1 d . . . . .
H8 H 0.124795 -0.589933 0.519825 0.027 Uiso 1 1 calc R U . . .
C9 C 0.2710(2) -0.44602(19) 0.47501(11) 0.0175(3) Uani 1 1 d . . . . .
C10 C 0.2070(2) -0.30532(19) 0.51586(10) 0.0170(3) Uani 1 1 d . . . . .
C11 C 0.0707(2) -0.2483(2) 0.57737(11) 0.0208(3) Uani 1 1 d . . . . .
H11 H -0.001593 -0.308366 0.603228 0.025 Uiso 1 1 calc R U . . .
C12 C 0.0430(2) -0.1031(2) 0.59998(11) 0.0227(4) Uani 1 1 d . . . . .
H12 H -0.050803 -0.062738 0.640540 0.027 Uiso 1 1 calc R U . . .
C13 C 0.1511(2) -0.0148(2) 0.56391(11) 0.0217(3) Uani 1 1 d . . . . .
H13 H 0.129441 0.084532 0.580502 0.026 Uiso 1 1 calc R U . . .
C14 C 0.2894(2) -0.06932(19) 0.50444(11) 0.0184(3) Uani 1 1 d . . . . .
H14 H 0.363926 -0.009884 0.480839 0.022 Uiso 1 1 calc R U . . .
C15 C 0.31433(19) -0.21455(18) 0.48078(10) 0.0157(3) Uani 1 1 d . . . . .
C16 C 0.09074(19) 0.48175(18) 0.19083(10) 0.0149(3) Uani 1 1 d . . . . .
C17 C 0.1643(2) 0.53525(19) 0.24851(11) 0.0197(3) Uani 1 1 d . . . . .
H17 H 0.248735 0.474243 0.267811 0.024 Uiso 1 1 calc R U . . .
C18 C 0.1136(2) 0.6782(2) 0.27767(12) 0.0251(4) Uani 1 1 d . . . . .
H18 H 0.164264 0.715197 0.316477 0.030 Uiso 1 1 calc R U . . .
C19 C -0.0109(2) 0.7668(2) 0.25010(12) 0.0242(4) Uani 1 1 d . . . . .
H19 H -0.043281 0.865154 0.268885 0.029 Uiso 1 1 calc R U . . .
C20 C -0.0885(2) 0.7124(2) 0.19517(11) 0.0217(3) Uani 1 1 d . . . . .
H20 H -0.176028 0.772489 0.177987 0.026 Uiso 1 1 calc R U . . .
C21 C -0.0379(2) 0.57035(19) 0.16548(11) 0.0186(3) Uani 1 1 d . . . . .
H21 H -0.090727 0.533118 0.127825 0.022 Uiso 1 1 calc R U . . .
C22 C 0.00441(19) 0.23463(17) 0.12082(10) 0.0153(3) Uani 1 1 d . . . . .
C23 C -0.0152(2) 0.21766(19) 0.03876(11) 0.0186(3) Uani 1 1 d . . . . .
H23 H 0.057293 0.247631 -0.008027 0.022 Uiso 1 1 calc R U . . .
C24 C -0.1414(2) 0.1567(2) 0.02537(12) 0.0234(4) Uani 1 1 d . . . . .
H24 H -0.155231 0.145606 -0.030545 0.028 Uiso 1 1 calc R U . . .
C25 C -0.2466(2) 0.1123(2) 0.09343(13) 0.0256(4) Uani 1 1 d . . . . .
H25 H -0.332100 0.070127 0.084110 0.031 Uiso 1 1 calc R U . . .
C26 C -0.2276(2) 0.1290(2) 0.17509(13) 0.0253(4) Uani 1 1 d . . . . .
H26 H -0.300257 0.098695 0.221670 0.030 Uiso 1 1 calc R U . . .
C27 C -0.1028(2) 0.1899(2) 0.18902(12) 0.0222(3) Uani 1 1 d . . . . .
H27 H -0.090202 0.201343 0.245142 0.027 Uiso 1 1 calc R U . . .
C28 C 0.29382(19) 0.33176(18) 0.04057(10) 0.0148(3) Uani 1 1 d . . . . .
C29 C 0.2895(2) 0.46690(19) 0.00339(11) 0.0178(3) Uani 1 1 d . . . . .
H29 H 0.225416 0.550680 0.033611 0.021 Uiso 1 1 calc R U . . .
C30 C 0.3793(2) 0.4796(2) -0.07824(11) 0.0214(3) Uani 1 1 d . . . . .
H30 H 0.376235 0.572009 -0.103503 0.026 Uiso 1 1 calc R U . . .
C31 C 0.4725(2) 0.3580(2) -0.12221(11) 0.0233(4) Uani 1 1 d . . . . .
H31 H 0.531923 0.366617 -0.178144 0.028 Uiso 1 1 calc R U . . .
C32 C 0.4799(2) 0.2231(2) -0.08508(12) 0.0246(4) Uani 1 1 d . . . . .
H32 H 0.545299 0.139844 -0.115248 0.030 Uiso 1 1 calc R U . . .
C33 C 0.3918(2) 0.21023(19) -0.00391(11) 0.0208(3) Uani 1 1 d . . . . .
H33 H 0.397982 0.118010 0.021683 0.025 Uiso 1 1 calc R U . . .
N1 N 0.43998(17) -0.29293(15) 0.42204(9) 0.0155(3) Uani 1 1 d . . . . .
P1 P 0.17251(5) 0.30291(4) 0.14368(3) 0.01360(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 C1 2.0004(18) . ?
Au1 P1 2.2686(8) . ?
C1 C2 1.200(2) . ?
C2 C3 1.472(2) . ?
C3 N1 1.455(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 N1 1.383(2) . ?
C4 C5 1.393(3) . ?
C4 C9 1.421(2) . ?
C5 C6 1.389(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.395(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.379(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.396(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.448(3) . ?
C10 C11 1.398(3) . ?
C10 C15 1.407(2) . ?
C11 C12 1.384(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.399(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.387(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.390(2) . ?
C14 H14 0.9500 . ?
C15 N1 1.385(2) . ?
C16 C17 1.395(2) . ?
C16 C21 1.398(2) . ?
C16 P1 1.8115(18) . ?
C17 C18 1.391(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.389(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.389(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.387(2) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 C23 1.393(2) . ?
C22 C27 1.396(2) . ?
C22 P1 1.8207(17) . ?
C23 C24 1.394(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.384(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.385(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.385(3) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 C29 1.391(2) . ?
C28 C33 1.396(2) . ?
C28 P1 1.8157(17) . ?
C29 C30 1.397(2) . ?
C29 H29 0.9500 . ?
C30 C31 1.380(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.387(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.385(3) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?

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 Au1 P1 175.56(5) . . ?
C2 C1 Au1 178.12(15) . . ?
C1 C2 C3 173.60(17) . . ?
N1 C3 C2 111.44(14) . . ?
N1 C3 H3A 109.3 . . ?
C2 C3 H3A 109.3 . . ?
N1 C3 H3B 109.3 . . ?
C2 C3 H3B 109.3 . . ?
H3A C3 H3B 108.0 . . ?
N1 C4 C5 129.58(16) . . ?
N1 C4 C9 108.62(15) . . ?
C5 C4 C9 121.80(16) . . ?
C6 C5 C4 117.38(18) . . ?
C6 C5 H5 121.3 . . ?
C4 C5 H5 121.3 . . ?
C5 C6 C7 121.39(18) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C8 C7 C6 121.33(17) . . ?
C8 C7 H7 119.3 . . ?
C6 C7 H7 119.3 . . ?
C7 C8 C9 118.93(18) . . ?
C7 C8 H8 120.5 . . ?
C9 C8 H8 120.5 . . ?
C8 C9 C4 119.17(17) . . ?
C8 C9 C10 134.21(17) . . ?
C4 C9 C10 106.61(15) . . ?
C11 C10 C15 119.08(16) . . ?
C11 C10 C9 134.48(16) . . ?
C15 C10 C9 106.44(15) . . ?
C12 C11 C10 118.94(16) . . ?
C12 C11 H11 120.5 . . ?
C10 C11 H11 120.5 . . ?
C11 C12 C13 120.90(17) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C14 C13 C12 121.39(17) . . ?
C14 C13 H13 119.3 . . ?
C12 C13 H13 119.3 . . ?
C13 C14 C15 117.24(16) . . ?
C13 C14 H14 121.4 . . ?
C15 C14 H14 121.4 . . ?
N1 C15 C14 128.24(15) . . ?
N1 C15 C10 109.35(15) . . ?
C14 C15 C10 122.42(16) . . ?
C17 C16 C21 119.73(16) . . ?
C17 C16 P1 119.48(13) . . ?
C21 C16 P1 120.63(13) . . ?
C18 C17 C16 119.82(16) . . ?
C18 C17 H17 120.1 . . ?
C16 C17 H17 120.1 . . ?
C19 C18 C17 120.04(17) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C18 C19 C20 120.32(17) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C21 C20 C19 119.88(17) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C20 C21 C16 120.13(16) . . ?
C20 C21 H21 119.9 . . ?
C16 C21 H21 119.9 . . ?
C23 C22 C27 119.48(16) . . ?
C23 C22 P1 122.84(13) . . ?
C27 C22 P1 117.57(13) . . ?
C22 C23 C24 119.94(17) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C25 C24 C23 120.08(17) . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C24 C25 C26 120.16(17) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C25 C26 C27 120.16(18) . . ?
C25 C26 H26 119.9 . . ?
C27 C26 H26 119.9 . . ?
C26 C27 C22 120.17(17) . . ?
C26 C27 H27 119.9 . . ?
C22 C27 H27 119.9 . . ?
C29 C28 C33 119.18(15) . . ?
C29 C28 P1 123.31(13) . . ?
C33 C28 P1 117.47(13) . . ?
C28 C29 C30 120.14(16) . . ?
C28 C29 H29 119.9 . . ?
C30 C29 H29 119.9 . . ?
C31 C30 C29 119.98(17) . . ?
C31 C30 H30 120.0 . . ?
C29 C30 H30 120.0 . . ?
C30 C31 C32 120.29(17) . . ?
C30 C31 H31 119.9 . . ?
C32 C31 H31 119.9 . . ?
C33 C32 C31 119.87(17) . . ?
C33 C32 H32 120.1 . . ?
C31 C32 H32 120.1 . . ?
C32 C33 C28 120.49(17) . . ?
C32 C33 H33 119.8 . . ?
C28 C33 H33 119.8 . . ?
C4 N1 C15 108.97(14) . . ?
C4 N1 C3 126.78(15) . . ?
C15 N1 C3 123.74(14) . . ?
C16 P1 C28 105.73(8) . . ?
C16 P1 C22 106.04(8) . . ?
C28 P1 C22 104.78(8) . . ?
C16 P1 Au1 117.82(6) . . ?
C28 P1 Au1 111.54(6) . . ?
C22 P1 Au1 110.00(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C4 C5 C6 179.57(16) . . . . ?
C9 C4 C5 C6 0.6(2) . . . . ?
C4 C5 C6 C7 0.3(3) . . . . ?
C5 C6 C7 C8 -1.0(3) . . . . ?
C6 C7 C8 C9 0.9(3) . . . . ?
C7 C8 C9 C4 -0.1(2) . . . . ?
C7 C8 C9 C10 178.88(18) . . . . ?
N1 C4 C9 C8 -179.89(14) . . . . ?
C5 C4 C9 C8 -0.7(2) . . . . ?
N1 C4 C9 C10 0.91(18) . . . . ?
C5 C4 C9 C10 -179.89(15) . . . . ?
C8 C9 C10 C11 0.4(3) . . . . ?
C4 C9 C10 C11 179.40(18) . . . . ?
C8 C9 C10 C15 -179.15(18) . . . . ?
C4 C9 C10 C15 -0.12(17) . . . . ?
C15 C10 C11 C12 2.0(2) . . . . ?
C9 C10 C11 C12 -177.46(18) . . . . ?
C10 C11 C12 C13 -1.8(3) . . . . ?
C11 C12 C13 C14 0.1(3) . . . . ?
C12 C13 C14 C15 1.4(3) . . . . ?
C13 C14 C15 N1 178.59(16) . . . . ?
C13 C14 C15 C10 -1.1(2) . . . . ?
C11 C10 C15 N1 179.68(14) . . . . ?
C9 C10 C15 N1 -0.71(18) . . . . ?
C11 C10 C15 C14 -0.6(2) . . . . ?
C9 C10 C15 C14 179.00(15) . . . . ?
C21 C16 C17 C18 -2.7(3) . . . . ?
P1 C16 C17 C18 172.73(14) . . . . ?
C16 C17 C18 C19 0.7(3) . . . . ?
C17 C18 C19 C20 1.8(3) . . . . ?
C18 C19 C20 C21 -2.2(3) . . . . ?
C19 C20 C21 C16 0.1(3) . . . . ?
C17 C16 C21 C20 2.3(3) . . . . ?
P1 C16 C21 C20 -173.07(13) . . . . ?
C27 C22 C23 C24 0.1(3) . . . . ?
P1 C22 C23 C24 176.16(13) . . . . ?
C22 C23 C24 C25 -0.4(3) . . . . ?
C23 C24 C25 C26 0.4(3) . . . . ?
C24 C25 C26 C27 -0.2(3) . . . . ?
C25 C26 C27 C22 0.0(3) . . . . ?
C23 C22 C27 C26 0.1(3) . . . . ?
P1 C22 C27 C26 -176.16(14) . . . . ?
C33 C28 C29 C30 1.6(2) . . . . ?
P1 C28 C29 C30 -176.26(13) . . . . ?
C28 C29 C30 C31 0.0(3) . . . . ?
C29 C30 C31 C32 -1.2(3) . . . . ?
C30 C31 C32 C33 0.8(3) . . . . ?
C31 C32 C33 C28 0.8(3) . . . . ?
C29 C28 C33 C32 -2.0(3) . . . . ?
P1 C28 C33 C32 176.00(14) . . . . ?
C5 C4 N1 C15 179.51(16) . . . . ?
C9 C4 N1 C15 -1.37(18) . . . . ?
C5 C4 N1 C3 7.5(3) . . . . ?
C9 C4 N1 C3 -173.36(15) . . . . ?
C14 C15 N1 C4 -178.39(16) . . . . ?
C10 C15 N1 C4 1.31(18) . . . . ?
C14 C15 N1 C3 -6.1(3) . . . . ?
C10 C15 N1 C3 173.59(14) . . . . ?
C2 C3 N1 C4 112.05(18) . . . . ?
C2 C3 N1 C15 -58.8(2) . . . . ?
C17 C16 P1 C28 -98.15(14) . . . . ?
C21 C16 P1 C28 77.23(15) . . . . ?
C17 C16 P1 C22 150.95(14) . . . . ?
C21 C16 P1 C22 -33.67(16) . . . . ?
C17 C16 P1 Au1 27.29(15) . . . . ?
C21 C16 P1 Au1 -157.33(12) . . . . ?
C29 C28 P1 C16 -12.23(16) . . . . ?
C33 C28 P1 C16 169.90(13) . . . . ?
C29 C28 P1 C22 99.56(15) . . . . ?
C33 C28 P1 C22 -78.31(15) . . . . ?
C29 C28 P1 Au1 -141.46(13) . . . . ?
C33 C28 P1 Au1 40.67(15) . . . . ?
C23 C22 P1 C16 109.77(15) . . . . ?
C27 C22 P1 C16 -74.10(15) . . . . ?
C23 C22 P1 C28 -1.79(16) . . . . ?
C27 C22 P1 C28 174.33(13) . . . . ?
C23 C22 P1 Au1 -121.81(14) . . . . ?
C27 C22 P1 Au1 54.32(15) . . . . ?

_refine_diff_density_max         0.616
_refine_diff_density_min         -0.934
_refine_diff_density_rms         0.093

####################################################################### 
# 
# 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_con282_0m
_database_code_depnum_ccdc_archive 'CCDC 2009445'
loop_
_audit_author_name
_audit_author_address
'M. Concepcion Gimeno'
;Instituto de Sintesis Quimica y Catalisis Homogenea
Spain
;
_audit_update_record             
;
2020-07-29 deposited with the CCDC.	2020-08-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H22 Au P S'
_chemical_formula_weight         606.44

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'
S S 0.1246 0.1234 '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           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                   8.9759(7)
_cell_length_b                   16.5724(12)
_cell_length_c                   15.6715(12)
_cell_angle_alpha                90
_cell_angle_beta                 102.7590(10)
_cell_angle_gamma                90
_cell_volume                     2273.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9962
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      35.50

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.772
_exptl_crystal_F_000             1176
_exptl_transmission_factor_min   0.1668
_exptl_transmission_factor_max   0.2550
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.320
_exptl_absorpt_coefficient_mu    6.644
_shelx_estimated_absorpt_T_min   0.167
_shelx_estimated_absorpt_T_max   0.225
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1668
_exptl_absorpt_correction_T_max  0.2550
_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                   ?
_diffrn_measurement_device_type  'SMART APEX CCD'
_diffrn_measurement_method       'w rotations with narrow frames'
_diffrn_detector_area_resol_mean 8.26
_diffrn_reflns_number            20660
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_av_R_equivalents  0.0299
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.458
_diffrn_reflns_theta_max         28.671
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.927
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.927
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.927
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5430
_reflns_number_gt                5165
_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       SMART
_computing_cell_refinement       SMART
_computing_data_reduction        SMART
_computing_structure_solution    SHELXS
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    Diamond
_computing_publication_material  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0295P)²+3.2728P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5430
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0248
_refine_ls_R_factor_gt           0.0232
_refine_ls_wR_factor_ref         0.0591
_refine_ls_wR_factor_gt          0.0582
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.004
_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 0.27381(2) 0.58085(2) 0.34069(2) 0.01558(5) Uani 1 1 d . . . . .
S1 S 0.48536(11) 0.36921(6) 0.09559(6) 0.0328(2) Uani 1 1 d . . . . .
P1 P 0.14929(8) 0.66400(4) 0.41733(5) 0.01560(14) Uani 1 1 d . . . . .
C1 C 0.3796(3) 0.51779(18) 0.26327(18) 0.0184(6) Uani 1 1 d . . . . .
C2 C 0.4462(3) 0.49205(19) 0.21009(19) 0.0208(6) Uani 1 1 d . . . . .
C3 C 0.5361(4) 0.4666(2) 0.1471(2) 0.0294(7) Uani 1 1 d . . . . .
H3A H 0.645128 0.465067 0.177593 0.035 Uiso 1 1 calc R U . . .
H3B H 0.525126 0.508078 0.100681 0.035 Uiso 1 1 calc R U . . .
C4 C 0.3242(4) 0.3899(2) 0.0114(2) 0.0244(6) Uani 1 1 d . . . . .
C5 C 0.2814(5) 0.3291(2) -0.0499(2) 0.0346(8) Uani 1 1 d . . . . .
H5 H 0.338154 0.280291 -0.044725 0.042 Uiso 1 1 calc R U . . .
C6 C 0.1560(5) 0.3394(3) -0.1186(3) 0.0449(10) Uani 1 1 d . . . . .
H6 H 0.126513 0.297177 -0.159906 0.054 Uiso 1 1 calc R U . . .
C7 C 0.0739(5) 0.4101(3) -0.1274(3) 0.0449(11) Uani 1 1 d . . . . .
H7 H -0.012286 0.416753 -0.174514 0.054 Uiso 1 1 calc R U . . .
C8 C 0.1179(5) 0.4715(3) -0.0671(2) 0.0409(10) Uani 1 1 d . . . . .
H8 H 0.063339 0.521032 -0.073794 0.049 Uiso 1 1 calc R U . . .
C9 C 0.2410(4) 0.4611(2) 0.0029(2) 0.0305(7) Uani 1 1 d . . . . .
H9 H 0.268474 0.502773 0.045151 0.037 Uiso 1 1 calc R U . . .
C10 C 0.0759(3) 0.75192(18) 0.35194(18) 0.0172(5) Uani 1 1 d . . . . .
C11 C -0.0624(4) 0.78858(19) 0.35663(19) 0.0221(6) Uani 1 1 d . . . . .
H11 H -0.122772 0.766692 0.393739 0.027 Uiso 1 1 calc R U . . .
C12 C -0.1115(4) 0.8568(2) 0.3072(2) 0.0250(6) Uani 1 1 d . . . . .
H12 H -0.205330 0.881748 0.310622 0.030 Uiso 1 1 calc R U . . .
C13 C -0.0233(4) 0.8887(2) 0.2526(2) 0.0271(7) Uani 1 1 d . . . . .
H13 H -0.056941 0.935619 0.219092 0.033 Uiso 1 1 calc R U . . .
C14 C 0.1134(4) 0.8524(2) 0.2467(2) 0.0263(7) Uani 1 1 d . . . . .
H14 H 0.173024 0.874093 0.209145 0.032 Uiso 1 1 calc R U . . .
C15 C 0.1627(4) 0.78362(19) 0.29657(19) 0.0210(6) Uani 1 1 d . . . . .
H15 H 0.255934 0.758380 0.292615 0.025 Uiso 1 1 calc R U . . .
C16 C -0.0198(3) 0.62043(17) 0.44372(19) 0.0173(5) Uani 1 1 d . . . . .
C17 C -0.0679(4) 0.6384(2) 0.5197(2) 0.0228(6) Uani 1 1 d . . . . .
H17 H -0.004481 0.669710 0.564175 0.027 Uiso 1 1 calc R U . . .
C18 C -0.2085(4) 0.6109(2) 0.5311(2) 0.0250(6) Uani 1 1 d . . . . .
H18 H -0.241093 0.623402 0.583297 0.030 Uiso 1 1 calc R U . . .
C19 C -0.3006(4) 0.5655(2) 0.4668(2) 0.0269(7) Uani 1 1 d . . . . .
H19 H -0.397531 0.547697 0.474348 0.032 Uiso 1 1 calc R U . . .
C20 C -0.2529(4) 0.5456(2) 0.3914(2) 0.0321(8) Uani 1 1 d . . . . .
H20 H -0.316234 0.513662 0.347622 0.038 Uiso 1 1 calc R U . . .
C21 C -0.1119(4) 0.5726(2) 0.3799(2) 0.0269(7) Uani 1 1 d . . . . .
H21 H -0.078215 0.558476 0.328531 0.032 Uiso 1 1 calc R U . . .
C22 C 0.2638(3) 0.70462(18) 0.51785(18) 0.0161(5) Uani 1 1 d . . . . .
C23 C 0.3783(3) 0.65662(19) 0.56825(19) 0.0204(6) Uani 1 1 d . . . . .
H23 H 0.395915 0.603794 0.549109 0.024 Uiso 1 1 calc R U . . .
C24 C 0.4666(4) 0.6861(2) 0.6464(2) 0.0254(7) Uani 1 1 d . . . . .
H24 H 0.542722 0.652850 0.681216 0.030 Uiso 1 1 calc R U . . .
C25 C 0.4435(4) 0.7636(2) 0.6735(2) 0.0258(7) Uani 1 1 d . . . . .
H25 H 0.505047 0.783916 0.726359 0.031 Uiso 1 1 calc R U . . .
C26 C 0.3313(4) 0.8115(2) 0.6238(2) 0.0273(7) Uani 1 1 d . . . . .
H26 H 0.315426 0.864702 0.642673 0.033 Uiso 1 1 calc R U . . .
C27 C 0.2417(4) 0.78238(19) 0.5466(2) 0.0236(6) Uani 1 1 d . . . . .
H27 H 0.164531 0.815672 0.512809 0.028 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au1 C1 1.994(3) . ?
Au1 P1 2.2766(7) . ?
S1 C4 1.763(3) . ?
S1 C3 1.818(4) . ?
P1 C16 1.809(3) . ?
P1 C22 1.810(3) . ?
P1 C10 1.819(3) . ?
C1 C2 1.206(4) . ?
C2 C3 1.467(4) . ?
C4 C5 1.386(5) . ?
C4 C9 1.387(5) . ?
C5 C6 1.385(6) . ?
C6 C7 1.375(7) . ?
C7 C8 1.387(6) . ?
C8 C9 1.385(5) . ?
C10 C15 1.391(4) . ?
C10 C11 1.398(4) . ?
C11 C12 1.386(4) . ?
C12 C13 1.392(5) . ?
C13 C14 1.388(5) . ?
C14 C15 1.396(4) . ?
C16 C17 1.386(4) . ?
C16 C21 1.394(4) . ?
C17 C18 1.391(4) . ?
C18 C19 1.377(5) . ?
C19 C20 1.383(5) . ?
C20 C21 1.392(5) . ?
C22 C27 1.393(4) . ?
C22 C23 1.398(4) . ?
C23 C24 1.392(4) . ?
C24 C25 1.383(5) . ?
C25 C26 1.381(5) . ?
C26 C27 1.384(5) . ?

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 Au1 P1 173.51(9) . . ?
C4 S1 C3 104.09(17) . . ?
C16 P1 C22 107.05(13) . . ?
C16 P1 C10 103.33(14) . . ?
C22 P1 C10 104.94(13) . . ?
C16 P1 Au1 114.42(10) . . ?
C22 P1 Au1 115.70(10) . . ?
C10 P1 Au1 110.28(9) . . ?
C2 C1 Au1 169.0(3) . . ?
C1 C2 C3 175.1(3) . . ?
C2 C3 S1 115.7(2) . . ?
C5 C4 C9 119.4(3) . . ?
C5 C4 S1 115.7(3) . . ?
C9 C4 S1 124.9(3) . . ?
C6 C5 C4 120.2(4) . . ?
C7 C6 C5 120.6(4) . . ?
C6 C7 C8 119.4(4) . . ?
C9 C8 C7 120.5(4) . . ?
C8 C9 C4 119.9(4) . . ?
C15 C10 C11 119.6(3) . . ?
C15 C10 P1 118.1(2) . . ?
C11 C10 P1 122.3(2) . . ?
C12 C11 C10 120.1(3) . . ?
C11 C12 C13 119.9(3) . . ?
C14 C13 C12 120.5(3) . . ?
C13 C14 C15 119.5(3) . . ?
C10 C15 C14 120.3(3) . . ?
C17 C16 C21 119.4(3) . . ?
C17 C16 P1 123.1(2) . . ?
C21 C16 P1 117.2(2) . . ?
C16 C17 C18 120.2(3) . . ?
C19 C18 C17 120.0(3) . . ?
C18 C19 C20 120.4(3) . . ?
C19 C20 C21 119.8(3) . . ?
C20 C21 C16 120.1(3) . . ?
C27 C22 C23 118.9(3) . . ?
C27 C22 P1 122.1(2) . . ?
C23 C22 P1 119.0(2) . . ?
C24 C23 C22 120.2(3) . . ?
C25 C24 C23 120.1(3) . . ?
C26 C25 C24 120.1(3) . . ?
C25 C26 C27 120.2(3) . . ?
C26 C27 C22 120.6(3) . . ?

_refine_diff_density_max         1.442
_refine_diff_density_min         -1.037
_refine_diff_density_rms         0.110

####################################################################### 
# 
# 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_con289
_database_code_depnum_ccdc_archive 'CCDC 2009443'
loop_
_audit_author_name
_audit_author_address
'M. Concepcion Gimeno'
;Instituto de Sintesis Quimica y Catalisis Homogenea
Spain
;
_audit_update_record             
;
2020-07-29 deposited with the CCDC.	2020-08-10 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT971_con289              
;
PROBLEM: Check Calcd Resid. Dens.  0.87A   From Au1             3.57 eA-3
RESPONSE: The residual electron density is near the heavy atom
;
# Added during the CSD deposition process: Wednesday 29 July 2020 01:28 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H20 Au O P'
_chemical_formula_weight         528.32

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'
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           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                   13.413(4)
_cell_length_b                   10.891(4)
_cell_length_c                   13.413(4)
_cell_angle_alpha                90
_cell_angle_beta                 100.08
_cell_angle_gamma                90
_cell_volume                     1929.2(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9909
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      28.50

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.819
_exptl_crystal_F_000             1016
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    7.715
_shelx_estimated_absorpt_T_min   0.168
_shelx_estimated_absorpt_T_max   0.337
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.168
_exptl_absorpt_correction_T_max  0.337
_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                   ?
_diffrn_measurement_device_type  'SMART APEX CCD'
_diffrn_measurement_method       'w rotations with narrow frames'
_diffrn_detector_area_resol_mean 8.26
_diffrn_reflns_number            16809
_diffrn_reflns_av_unetI/netI     0.0937
_diffrn_reflns_av_R_equivalents  0.1706
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.424
_diffrn_reflns_theta_max         28.608
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.933
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.933
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.933
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4613
_reflns_number_gt                4173
_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       SMART
_computing_cell_refinement       SMART
_computing_data_reduction        SMART
_computing_structure_solution    SHELXS
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    Diamond
_computing_publication_material  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0558P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4613
_refine_ls_number_parameters     227
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0425
_refine_ls_R_factor_gt           0.0398
_refine_ls_wR_factor_ref         0.1110
_refine_ls_wR_factor_gt          0.1092
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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 0.27010(2) 0.93138(2) 0.14103(2) 0.01418(10) Uani 1 1 d . . . . .
P1 P 0.25078(8) 0.78783(11) 0.01467(8) 0.0136(2) Uani 1 1 d . . . . .
O1 O 0.3135(3) 1.3317(4) 0.3978(2) 0.0262(8) Uani 1 1 d . . . . .
C1 C 0.2113(5) 1.3403(6) 0.4049(4) 0.0336(13) Uani 1 1 d . . . . .
H1A H 0.187886 1.424601 0.389773 0.050 Uiso 1 1 calc R U . . .
H1B H 0.202253 1.318466 0.473580 0.050 Uiso 1 1 calc R U . . .
H1C H 0.172039 1.283947 0.356201 0.050 Uiso 1 1 calc R U . . .
C2 C 0.3500(4) 1.2096(5) 0.4090(3) 0.0232(10) Uani 1 1 d . . . . .
H2A H 0.329615 1.173556 0.470173 0.028 Uiso 1 1 calc R U . . .
H2B H 0.424908 1.211451 0.420206 0.028 Uiso 1 1 calc R U . . .
C3 C 0.3131(4) 1.1284(5) 0.3210(3) 0.0182(9) Uani 1 1 d . . . . .
C4 C 0.2911(4) 1.0579(4) 0.2513(3) 0.0152(9) Uani 1 1 d . . . . .
C5 C 0.3575(3) 0.7772(4) -0.0505(3) 0.0146(8) Uani 1 1 d . . . . .
C6 C 0.4084(4) 0.8857(5) -0.0686(3) 0.0185(9) Uani 1 1 d . . . . .
H6 H 0.388297 0.962117 -0.044230 0.022 Uiso 1 1 calc R U . . .
C7 C 0.4881(4) 0.8809(5) -0.1223(3) 0.0209(10) Uani 1 1 d . . . . .
H7 H 0.522312 0.954180 -0.134978 0.025 Uiso 1 1 calc R U . . .
C8 C 0.5178(3) 0.7691(5) -0.1574(3) 0.0218(10) Uani 1 1 d . . . . .
H8 H 0.573109 0.765839 -0.192860 0.026 Uiso 1 1 calc R U . . .
C9 C 0.4667(4) 0.6617(5) -0.1408(3) 0.0211(10) Uani 1 1 d . . . . .
H9 H 0.486214 0.585818 -0.166501 0.025 Uiso 1 1 calc R U . . .
C10 C 0.3871(3) 0.6653(5) -0.0865(3) 0.0187(9) Uani 1 1 d . . . . .
H10 H 0.353147 0.591799 -0.074153 0.022 Uiso 1 1 calc R U . . .
C11 C 0.2320(3) 0.6324(4) 0.0574(3) 0.0146(8) Uani 1 1 d . . . . .
C12 C 0.2969(4) 0.5892(5) 0.1441(3) 0.0196(9) Uani 1 1 d . . . . .
H12 H 0.349781 0.640268 0.177625 0.023 Uiso 1 1 calc R U . . .
C13 C 0.2841(4) 0.4722(6) 0.1810(4) 0.0252(10) Uani 1 1 d . . . . .
H13 H 0.327812 0.443384 0.239804 0.030 Uiso 1 1 calc R U . . .
C14 C 0.2072(4) 0.3976(5) 0.1317(4) 0.0249(10) Uani 1 1 d . . . . .
H14 H 0.198484 0.317499 0.156838 0.030 Uiso 1 1 calc R U . . .
C15 C 0.1423(5) 0.4393(5) 0.0452(4) 0.0256(12) Uani 1 1 d . . . . .
H15 H 0.089053 0.388040 0.012860 0.031 Uiso 1 1 calc R U . . .
C16 C 0.1555(4) 0.5556(5) 0.0063(4) 0.0194(10) Uani 1 1 d . . . . .
H16 H 0.113233 0.582636 -0.053987 0.023 Uiso 1 1 calc R U . . .
C17 C 0.1418(3) 0.8185(4) -0.0829(3) 0.0158(9) Uani 1 1 d . . . . .
C18 C 0.0541(3) 0.8615(5) -0.0531(3) 0.0189(9) Uani 1 1 d . . . . .
H18 H 0.052001 0.872861 0.016682 0.023 Uiso 1 1 calc R U . . .
C19 C -0.0304(4) 0.8878(5) -0.1255(4) 0.0230(10) Uani 1 1 d . . . . .
H19 H -0.091205 0.914181 -0.105063 0.028 Uiso 1 1 calc R U . . .
C20 C -0.0263(4) 0.8756(5) -0.2282(4) 0.0252(11) Uani 1 1 d . . . . .
H20 H -0.083455 0.897545 -0.277318 0.030 Uiso 1 1 calc R U . . .
C21 C 0.0591(4) 0.8323(6) -0.2588(4) 0.0279(11) Uani 1 1 d . . . . .
H21 H 0.060786 0.822022 -0.328834 0.033 Uiso 1 1 calc R U . . .
C22 C 0.1445(4) 0.8032(5) -0.1859(3) 0.0216(10) Uani 1 1 d . . . . .
H22 H 0.204136 0.773150 -0.206683 0.026 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 C4 2.005(5) . ?
Au1 P1 2.2870(12) . ?
P1 C5 1.806(4) . ?
P1 C17 1.815(5) . ?
P1 C11 1.819(5) . ?
O1 C1 1.393(7) . ?
O1 C2 1.416(6) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.489(7) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.205(7) . ?
C5 C10 1.395(6) . ?
C5 C6 1.407(6) . ?
C6 C7 1.391(6) . ?
C6 H6 0.9500 . ?
C7 C8 1.389(7) . ?
C7 H7 0.9500 . ?
C8 C9 1.393(7) . ?
C8 H8 0.9500 . ?
C9 C10 1.394(6) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C16 1.406(7) . ?
C11 C12 1.407(6) . ?
C12 C13 1.388(8) . ?
C12 H12 0.9500 . ?
C13 C14 1.387(8) . ?
C13 H13 0.9500 . ?
C14 C15 1.398(8) . ?
C14 H14 0.9500 . ?
C15 C16 1.392(7) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C18 1.387(6) . ?
C17 C22 1.399(6) . ?
C18 C19 1.387(6) . ?
C18 H18 0.9500 . ?
C19 C20 1.394(7) . ?
C19 H19 0.9500 . ?
C20 C21 1.367(7) . ?
C20 H20 0.9500 . ?
C21 C22 1.405(7) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?

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
C4 Au1 P1 178.38(15) . . ?
C5 P1 C17 105.6(2) . . ?
C5 P1 C11 105.0(2) . . ?
C17 P1 C11 105.1(2) . . ?
C5 P1 Au1 113.92(15) . . ?
C17 P1 Au1 112.39(16) . . ?
C11 P1 Au1 113.99(14) . . ?
C1 O1 C2 112.5(4) . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C3 114.4(4) . . ?
O1 C2 H2A 108.7 . . ?
C3 C2 H2A 108.7 . . ?
O1 C2 H2B 108.7 . . ?
C3 C2 H2B 108.7 . . ?
H2A C2 H2B 107.6 . . ?
C4 C3 C2 174.4(5) . . ?
C3 C4 Au1 173.4(4) . . ?
C10 C5 C6 119.8(4) . . ?
C10 C5 P1 121.4(3) . . ?
C6 C5 P1 118.7(3) . . ?
C7 C6 C5 119.9(5) . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C8 C7 C6 120.0(5) . . ?
C8 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
C7 C8 C9 120.3(4) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C8 C9 C10 120.2(5) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C9 C10 C5 119.8(5) . . ?
C9 C10 H10 120.1 . . ?
C5 C10 H10 120.1 . . ?
C16 C11 C12 119.8(4) . . ?
C16 C11 P1 122.0(3) . . ?
C12 C11 P1 118.2(4) . . ?
C13 C12 C11 120.3(5) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C14 C13 C12 119.7(5) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C13 C14 C15 120.6(5) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C16 C15 C14 120.3(5) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C15 C16 C11 119.2(5) . . ?
C15 C16 H16 120.4 . . ?
C11 C16 H16 120.4 . . ?
C18 C17 C22 119.6(4) . . ?
C18 C17 P1 118.1(3) . . ?
C22 C17 P1 122.2(4) . . ?
C17 C18 C19 119.9(4) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
C18 C19 C20 120.2(5) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C21 C20 C19 120.6(5) . . ?
C21 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C20 C21 C22 119.5(4) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C17 C22 C21 120.1(4) . . ?
C17 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 O1 C2 C3 72.1(5) . . . . ?
C17 P1 C5 C10 -90.9(4) . . . . ?
C11 P1 C5 C10 19.9(4) . . . . ?
Au1 P1 C5 C10 145.2(3) . . . . ?
C17 P1 C5 C6 86.3(4) . . . . ?
C11 P1 C5 C6 -162.9(3) . . . . ?
Au1 P1 C5 C6 -37.6(4) . . . . ?
C10 C5 C6 C7 -0.1(7) . . . . ?
P1 C5 C6 C7 -177.3(3) . . . . ?
C5 C6 C7 C8 -0.4(7) . . . . ?
C6 C7 C8 C9 1.2(7) . . . . ?
C7 C8 C9 C10 -1.7(7) . . . . ?
C8 C9 C10 C5 1.2(7) . . . . ?
C6 C5 C10 C9 -0.3(7) . . . . ?
P1 C5 C10 C9 176.9(3) . . . . ?
C5 P1 C11 C16 -101.4(4) . . . . ?
C17 P1 C11 C16 9.8(4) . . . . ?
Au1 P1 C11 C16 133.3(3) . . . . ?
C5 P1 C11 C12 78.4(4) . . . . ?
C17 P1 C11 C12 -170.5(3) . . . . ?
Au1 P1 C11 C12 -47.0(4) . . . . ?
C16 C11 C12 C13 -1.7(7) . . . . ?
P1 C11 C12 C13 178.5(4) . . . . ?
C11 C12 C13 C14 0.3(8) . . . . ?
C12 C13 C14 C15 -0.1(8) . . . . ?
C13 C14 C15 C16 1.3(8) . . . . ?
C14 C15 C16 C11 -2.6(8) . . . . ?
C12 C11 C16 C15 2.8(7) . . . . ?
P1 C11 C16 C15 -177.4(4) . . . . ?
C5 P1 C17 C18 -164.1(4) . . . . ?
C11 P1 C17 C18 85.2(4) . . . . ?
Au1 P1 C17 C18 -39.3(4) . . . . ?
C5 P1 C17 C22 14.3(5) . . . . ?
C11 P1 C17 C22 -96.4(4) . . . . ?
Au1 P1 C17 C22 139.1(4) . . . . ?
C22 C17 C18 C19 0.6(8) . . . . ?
P1 C17 C18 C19 179.0(4) . . . . ?
C17 C18 C19 C20 -2.4(8) . . . . ?
C18 C19 C20 C21 3.0(9) . . . . ?
C19 C20 C21 C22 -1.8(9) . . . . ?
C18 C17 C22 C21 0.6(8) . . . . ?
P1 C17 C22 C21 -177.8(4) . . . . ?
C20 C21 C22 C17 0.0(9) . . . . ?

_refine_diff_density_max         3.406
_refine_diff_density_min         -2.475
_refine_diff_density_rms         0.270

####################################################################### 
# 
# 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_con291_0m
_database_code_depnum_ccdc_archive 'CCDC 2009446'
loop_
_audit_author_name
_audit_author_address
'M. Concepcion Gimeno'
;Instituto de Sintesis Quimica y Catalisis Homogenea
Spain
;
_audit_update_record             
;
2020-07-29 deposited with the CCDC.	2020-08-10 downloaded from the CCDC.
;
_audit_creation_date             2020-07-10
_audit_creation_method           
;
Olex2 1.3-dev
(compiled 2020.05.13 svn.r35546bd3 for OlexSys, GUI svn.r5830)
;
_chemical_formula_moiety         
'C66 H56 Au2 Cu2 N6 P2, 4(C H2 Cl2), 2(H2 O), 2(N O3)'
_chemical_formula_sum            'C70 H68 Au2 Cl8 Cu2 N8 O8 P2'
_chemical_formula_weight         2015.961
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cl 0.14873 0.16029 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55739974976
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
P 0.10434 0.09671 6.43450 4.17910 1.78000 1.49080 1.90670 27.15700 0.52600
68.16450 1.11489999294
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Au -1.84508 8.87037 16.88190 18.59130 25.55820 5.86000 0.46110 8.62160 1.48260
36.39560 12.0657997131
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cu 0.34125 1.28947 13.33800 7.16760 5.61580 1.67350 3.58280 0.24700 11.39660
64.81260 1.19099998474
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   10.6521(6)
_cell_length_b                   11.9337(7)
_cell_length_c                   15.9069(9)
_cell_angle_alpha                72.656(1)
_cell_angle_beta                 76.336(1)
_cell_angle_gamma                83.163(1)
_cell_volume                     1872.92(19)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9932
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.44
_cell_measurement_theta_min      2.14
_exptl_absorpt_coefficient_mu    4.852
_exptl_absorpt_correction_T_max  0.4437
_exptl_absorpt_correction_T_min  0.329
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.787
_exptl_crystal_description       prism
_exptl_crystal_F_000             989.639
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.2
_diffrn_reflns_av_R_equivalents  0.0206
_diffrn_reflns_av_unetI/netI     0.0245
_diffrn_reflns_Laue_measured_fraction_full 0.9968
_diffrn_reflns_Laue_measured_fraction_max 0.9005
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            22593
_diffrn_reflns_point_group_measured_fraction_full 0.9968
_diffrn_reflns_point_group_measured_fraction_max 0.9005
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         28.68
_diffrn_reflns_theta_min         1.79
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean 8.26
_diffrn_measured_fraction_theta_full 0.9968
_diffrn_measured_fraction_theta_max 0.9005
_diffrn_measurement_device_type  'SMART APEX CCD'
_diffrn_measurement_method       'w rotations with narrow frames'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              14
_reflns_limit_h_min              -13
_reflns_limit_k_max              15
_reflns_limit_k_min              -14
_reflns_limit_l_max              21
_reflns_limit_l_min              0
_reflns_number_gt                8111
_reflns_number_total             8705
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       SMART
_computing_data_collection       SMART
_computing_data_reduction        SMART
_computing_molecular_graphics    'Olex2 1.3-dev (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-dev (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3-dev (Bourhis et al., 2015)'
_computing_structure_solution    SHELXS
_refine_diff_density_max         2.2178
_refine_diff_density_min         -0.7914
_refine_diff_density_rms         0.1087
_refine_ls_d_res_high            0.7406
_refine_ls_d_res_low             11.3754
_refine_ls_goodness_of_fit_ref   1.0513
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    66
_refine_ls_number_parameters     538
_refine_ls_number_reflns         8705
_refine_ls_number_restraints     655
_refine_ls_R_factor_all          0.0255
_refine_ls_R_factor_gt           0.0224
_refine_ls_restrained_S_all      1.0115
_refine_ls_shift/su_max          0.0010
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0332P)²+0.9440P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0556
_refine_ls_wR_factor_ref         0.0572
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 N1_1-O1_1 = N1_1-O3_1
 1.25 with sigma of 0.02
 N1_1-O2_1
 1.24 with sigma of 0.02
 N1_2-O2_2
 1.24 with sigma of 0.02
 N1_2-O1_2 = N1_2-O3_2
 1.25 with sigma of 0.02
 O1_1-O2_1 \\sim O2_1-O3_1 \\sim O3_1-O1_1
 O1_2-O2_2 \\sim O2_2-O3_2 \\sim O3_2-O1_2
 with sigma of 0.04
 N1_1-O1_1 \\sim N1_1-O2_1 \\sim N1_1-O3_1
 N1_2-O1_2 \\sim N1_2-O2_2 \\sim N1_2-O3_2
 with sigma of 0.02
 H35b-Cl4 \\sim H35d-Cl4A
 with sigma of 0.04
 C35-Cl4 \\sim C35A-Cl4A
 with sigma of 0.02
 Cl3-Cl4 \\sim Cl3A-Cl4A
 with sigma of 0.04
 C35-H35b \\sim C35A-H35d
 with sigma of 0.02
 H35b-Cl3 \\sim H35d-Cl3A
 with sigma of 0.04
 C35-Cl3 \\sim C35A-Cl3A
 with sigma of 0.02
 H35a-Cl3 \\sim H35c-Cl3A
 with sigma of 0.04
 H35a-Cl4 \\sim H35c-Cl4A
 with sigma of 0.04
 C35-H35a \\sim C35A-H35c
 with sigma of 0.02
 H35a-H35b \\sim H35c-H35d
 with sigma of 0.04
3. Restrained planarity
 N1_1, O1_1, O2_1, O3_1
 N1_2, O1_2, O2_2, O3_2
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 1A with sigma of 0.04 and sigma
for terminal atoms of 0.08 within 1A
5. Rigid body (RIGU) restrains
 N1_1, O1_1, O2_1, O3_1
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 N1_2, O1_2, O2_2, O3_2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(C35A)=Sof(H35c)=Sof(H35d)=Sof(Cl3A)=Sof(Cl4A)=1-FVAR(1)
 Sof(C35)=Sof(H35a)=Sof(H35b)=Sof(Cl3)=Sof(Cl4)=FVAR(1)
 Fixed Sof: O1B(0.8) H1Ba(0.8) H1Bb(0.8) O6(0.2) H6a(0.2) H6b(0.2) N1(0.8)
 O1(0.8) O2(0.8) O3(0.8) N1(0.2) O1(0.2) O2(0.2) O3(0.2)
7.a Free rotating group:
 O1B(H1Ba,H1Bb), O6(H6a,H6b)
7.b Secondary CH2 refined with riding coordinates:
 C3(H3a,H3b), C9(H9a,H9b), C10(H10a,H10b), C34(H34a,H34b), C35(H35a,H35b)
7.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C12(H12), C13(H13), C14(H14), C17(H17),
 C18(H18), C19(H19), C20(H20), C21(H21), C23(H23), C24(H24), C25(H25), C26(H26),
  C27(H27), C29(H29), C30(H30), C31(H31), C32(H32), C33(H33)
;
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_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_disorder_group
Au1 Au 0.654544(8) 0.889505(8) 0.669648(6) 0.01923(4) Uani 1.000000 . . .
Cu1 Cu 0.81546(3) 1.07253(3) 0.462561(19) 0.01945(7) Uani 1.000000 . . .
P1 P 0.48974(6) 0.83216(6) 0.79044(4) 0.01963(12) Uani 1.000000 . . .
N1 N 0.6570(2) 1.17925(18) 0.49022(14) 0.0225(4) Uani 1.000000 . . .
N2 N 0.9040(2) 1.20423(18) 0.50553(14) 0.0207(4) Uani 1.000000 . . .
N3 N 0.9272(2) 1.15310(18) 0.34302(14) 0.0203(4) Uani 1.000000 . . .
C1 C 0.7959(2) 0.9172(2) 0.55898(17) 0.0216(5) Uani 1.000000 . . .
C2 C 0.8859(2) 0.9056(2) 0.49670(16) 0.0199(5) Uani 1.000000 . . .
C3 C 0.9942(2) 0.8499(2) 0.44319(17) 0.0225(5) Uani 1.000000 . . .
H3a H 1.0324(2) 0.9098(2) 0.38769(17) 0.0270(6) Uiso 1.000000 R . .
H3b H 0.9606(2) 0.7887(2) 0.42504(17) 0.0270(6) Uiso 1.000000 R . .
C4 C 0.5419(3) 1.1783(2) 0.46954(19) 0.0282(6) Uani 1.000000 . . .
H4 H 0.5318(3) 1.1225(2) 0.44002(19) 0.0338(7) Uiso 1.000000 R . .
C5 C 0.4376(3) 1.2537(3) 0.4887(2) 0.0340(6) Uani 1.000000 . . .
H5 H 0.3573(3) 1.2488(3) 0.4742(2) 0.0408(8) Uiso 1.000000 R . .
C6 C 0.4534(3) 1.3365(3) 0.5298(2) 0.0334(6) Uani 1.000000 . . .
H6 H 0.3839(3) 1.3904(3) 0.5435(2) 0.0401(8) Uiso 1.000000 R . .
C7 C 0.5714(3) 1.3402(2) 0.55072(18) 0.0277(6) Uani 1.000000 . . .
H7 H 0.5844(3) 1.3978(2) 0.57771(18) 0.0333(7) Uiso 1.000000 R . .
C8 C 0.6707(3) 1.2589(2) 0.53190(16) 0.0229(5) Uani 1.000000 . . .
C9 C 0.7942(2) 1.2496(2) 0.56423(18) 0.0248(5) Uani 1.000000 . . .
H9a H 0.7833(2) 1.1966(2) 0.62633(18) 0.0297(6) Uiso 1.000000 R . .
H9b H 0.8130(2) 1.3281(2) 0.56581(18) 0.0297(6) Uiso 1.000000 R . .
C10 C 0.9516(3) 1.2942(2) 0.42116(17) 0.0231(5) Uani 1.000000 . . .
H10a H 0.8834(3) 1.3576(2) 0.41071(17) 0.0278(6) Uiso 1.000000 R . .
H10b H 1.0276(3) 1.3292(2) 0.42737(17) 0.0278(6) Uiso 1.000000 R . .
C11 C 0.9896(2) 1.2460(2) 0.34070(16) 0.0208(5) Uani 1.000000 . . .
C12 C 1.0828(2) 1.2989(2) 0.26577(17) 0.0239(5) Uani 1.000000 . . .
H12 H 1.1245(2) 1.3653(2) 0.26520(17) 0.0287(6) Uiso 1.000000 R . .
C13 C 1.1137(2) 1.2540(2) 0.19260(17) 0.0259(5) Uani 1.000000 . . .
H13 H 1.1774(2) 1.2886(2) 0.14115(17) 0.0311(7) Uiso 1.000000 R . .
C14 C 1.0499(3) 1.1570(2) 0.19540(17) 0.0257(5) Uani 1.000000 . . .
H14 H 1.0700(3) 1.1239(2) 0.14606(17) 0.0309(6) Uiso 1.000000 R . .
C15 C 0.9574(3) 1.1098(2) 0.27085(17) 0.0238(5) Uani 1.000000 . . .
C16 C 0.5404(2) 0.7896(2) 0.89733(17) 0.0223(5) Uani 1.000000 . . .
C17 C 0.5495(3) 0.6736(2) 0.94910(18) 0.0254(5) Uani 1.000000 . . .
H17 H 0.5207(3) 0.6129(2) 0.93202(18) 0.0304(6) Uiso 1.000000 R . .
C18 C 0.6009(3) 0.6462(2) 1.02615(19) 0.0293(6) Uani 1.000000 . . .
H18 H 0.6065(3) 0.5668(2) 1.06151(19) 0.0351(7) Uiso 1.000000 R . .
C19 C 0.6438(3) 0.7333(3) 1.05151(18) 0.0276(6) Uani 1.000000 . . .
H19 H 0.6798(3) 0.7141(3) 1.10363(18) 0.0331(7) Uiso 1.000000 R . .
C20 C 0.6340(3) 0.8491(3) 1.0003(2) 0.0322(6) Uani 1.000000 . . .
H20 H 0.6624(3) 0.9095(3) 1.0179(2) 0.0387(7) Uiso 1.000000 R . .
C21 C 0.5830(3) 0.8775(2) 0.92375(19) 0.0298(6) Uani 1.000000 . . .
H21 H 0.5771(3) 0.9572(2) 0.88899(19) 0.0357(7) Uiso 1.000000 R . .
C22 C 0.3570(2) 0.9411(2) 0.80093(18) 0.0237(5) Uani 1.000000 . . .
C23 C 0.3508(3) 1.0395(2) 0.7285(2) 0.0268(5) Uani 1.000000 . . .
H23 H 0.4132(3) 1.0475(2) 0.6737(2) 0.0322(7) Uiso 1.000000 R . .
C24 C 0.2527(3) 1.1270(3) 0.7361(2) 0.0349(7) Uani 1.000000 . . .
H24 H 0.2479(3) 1.1942(3) 0.6864(2) 0.0419(8) Uiso 1.000000 R . .
C25 C 0.1627(3) 1.1156(3) 0.8159(2) 0.0379(7) Uani 1.000000 . . .
H25 H 0.0968(3) 1.1756(3) 0.8214(2) 0.0455(9) Uiso 1.000000 R . .
C26 C 0.1680(3) 1.0175(3) 0.8879(2) 0.0394(7) Uani 1.000000 . . .
H26 H 0.1050(3) 1.0098(3) 0.9423(2) 0.0473(9) Uiso 1.000000 R . .
C27 C 0.2650(3) 0.9296(3) 0.8813(2) 0.0309(6) Uani 1.000000 . . .
H27 H 0.2686(3) 0.8623(3) 0.9311(2) 0.0371(7) Uiso 1.000000 R . .
C28 C 0.4267(3) 0.7028(2) 0.78044(16) 0.0247(5) Uani 1.000000 . . .
C29 C 0.2959(3) 0.6836(3) 0.8007(2) 0.0367(7) Uani 1.000000 . . .
H29 H 0.2342(3) 0.7352(3) 0.8262(2) 0.0440(8) Uiso 1.000000 R . .
C30 C 0.2563(4) 0.5872(3) 0.7830(3) 0.0539(11) Uani 1.000000 . . .
H30 H 0.1666(4) 0.5745(3) 0.7956(3) 0.0647(13) Uiso 1.000000 R . .
C31 C 0.3431(5) 0.5112(3) 0.7480(2) 0.0531(11) Uani 1.000000 . . .
H31 H 0.3140(5) 0.4467(3) 0.7356(2) 0.0637(13) Uiso 1.000000 R . .
C32 C 0.4737(5) 0.5281(3) 0.7306(2) 0.0587(12) Uani 1.000000 . . .
H32 H 0.5349(5) 0.4737(3) 0.7081(2) 0.0704(14) Uiso 1.000000 R . .
C33 C 0.5156(4) 0.6244(3) 0.7460(2) 0.0445(9) Uani 1.000000 . . .
H33 H 0.6055(4) 0.6367(3) 0.7328(2) 0.0534(10) Uiso 1.000000 R . .
C34 C 0.6819(3) 1.2376(3) 0.8233(3) 0.0428(8) Uani 1.000000 . . .
H34a H 0.7209(3) 1.3103(3) 0.7814(3) 0.0513(9) Uiso 1.000000 R . .
H34b H 0.6335(3) 1.2563(3) 0.8792(3) 0.0513(9) Uiso 1.000000 R . .
C35 C 0.914(3) 0.4311(18) 0.919(2) 0.036(4) Uani 0.42(7) D U 1
H35a H 0.947(3) 0.4315(18) 0.855(2) 0.044(5) Uiso 0.42(7) DR . 1
H35b H 0.921(3) 0.5110(18) 0.923(2) 0.044(5) Uiso 0.42(7) DR . 1
Cl1 Cl 0.57338(7) 1.19097(7) 0.77369(5) 0.03302(15) Uani 1.000000 . . .
Cl2 Cl 0.80557(9) 1.13083(8) 0.84927(8) 0.0586(3) Uani 1.000000 . . .
Cl3 Cl 0.7488(16) 0.395(2) 0.952(2) 0.042(2) Uani 0.42(7) D U 1
Cl4 Cl 1.0087(10) 0.3312(17) 0.9859(7) 0.061(3) Uani 0.42(7) D U 1
O1B O 0.7649(5) 0.5411(5) 0.5853(3) 0.0513(12) Uani 0.800000 . U 1
H1Ba H 0.811(5) 0.500(5) 0.623(3) 0.0769(19) Uiso 0.800000 G . 1
H1Bb H 0.821(4) 0.567(7) 0.535(2) 0.0769(19) Uiso 0.800000 G . 1
C35A C 0.9397(17) 0.4235(18) 0.9030(13) 0.040(3) Uani 0.58(7) D U 2
H35c H 0.976(5) 0.407(5) 0.845(3) 0.057(19) Uiso 0.58(7) D . 2
H35d H 0.965(6) 0.499(4) 0.907(4) 0.07(2) Uiso 0.58(7) D . 2
Cl3A Cl 0.7699(13) 0.4259(18) 0.9292(12) 0.0405(19) Uani 0.58(7) D U 2
Cl4A Cl 1.0047(7) 0.3108(17) 0.9836(5) 0.0542(19) Uani 0.58(7) D U 2
O6 O 0.793(2) 0.550(2) 0.5380(18) 0.068(6) Uani 0.200000 . U 2
H6a H 0.83(2) 0.57(3) 0.480(3) 0.102(10) Uiso 0.200000 G . 2
H6b H 0.848(19) 0.499(19) 0.562(15) 0.102(10) Uiso 0.200000 G . 2
N1_1 N 1.0316(4) 1.4063(3) 0.6675(3) 0.0382(8) Uani 0.800000 D U 1
O1_1 O 1.1212(5) 1.4002(4) 0.7051(3) 0.0658(11) Uani 0.800000 D U 1
O2_1 O 1.0523(5) 1.4042(4) 0.5872(3) 0.0552(12) Uani 0.800000 D U 1
O3_1 O 0.9171(5) 1.4189(4) 0.7083(2) 0.0509(11) Uani 0.800000 D U 1
N1_2 N 0.9686(17) 1.4103(16) 0.6888(13) 0.064(7) Uani 0.200000 D U 2
O1_2 O 1.0527(15) 1.4094(18) 0.7320(12) 0.067(5) Uani 0.200000 D U 2
O2_2 O 0.8568(15) 1.4454(13) 0.7161(12) 0.051(4) Uani 0.200000 D U 2
O3_2 O 1.003(2) 1.4016(18) 0.6092(13) 0.079(7) Uani 0.200000 D U 2


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 2.2694(6) . y
Au1 C1 1.999(3) . y
Cu1 N1 2.033(2) . y
Cu1 N2 2.264(2) . y
Cu1 N3 2.017(2) . y
Cu1 C1 2.019(2) . y
Cu1 C2 2.004(2) . y
P1 C16 1.815(3) . ?
P1 C22 1.815(3) . ?
P1 C28 1.817(3) . ?
N1 C4 1.345(3) . ?
N1 C8 1.348(3) . ?
N2 C3 1.482(3) 2_776 ?
N2 C9 1.472(3) . ?
N2 C10 1.470(3) . ?
N3 C11 1.346(3) . ?
N3 C15 1.352(3) . ?
C1 C2 1.233(4) . ?
C2 C3 1.479(3) . ?
C4 C5 1.380(4) . ?
C5 C6 1.381(4) . ?
C6 C7 1.383(4) . ?
C7 C8 1.389(4) . ?
C8 C9 1.503(4) . ?
C10 C11 1.507(3) . ?
C11 C12 1.395(3) . ?
C12 C13 1.378(4) . ?
C13 C14 1.396(4) . ?
C14 C15 1.378(4) . ?
C16 C17 1.388(4) . ?
C16 C21 1.397(4) . ?
C17 C18 1.395(4) . ?
C18 C19 1.379(4) . ?
C19 C20 1.385(4) . ?
C20 C21 1.384(4) . ?
C22 C23 1.386(4) . ?
C22 C27 1.396(4) . ?
C23 C24 1.398(4) . ?
C24 C25 1.379(5) . ?
C25 C26 1.378(5) . ?
C26 C27 1.391(4) . ?
C28 C29 1.386(4) . ?
C28 C33 1.386(4) . ?
C29 C30 1.395(4) . ?
C30 C31 1.359(6) . ?
C31 C32 1.380(6) . ?
C32 C33 1.386(5) . ?
C34 Cl1 1.765(3) . ?
C34 Cl2 1.752(3) . ?
C35 Cl3 1.777(19) . ?
C35 Cl4 1.744(19) . ?
C35A Cl3A 1.755(16) . ?
C35A Cl4A 1.762(17) . ?
N1_1 O1_1 1.225(5) . ?
N1_1 O2_1 1.251(5) . ?
N1_1 O3_1 1.254(6) . ?
N1_2 O1_2 1.249(13) . ?
N1_2 O2_2 1.236(13) . ?
N1_2 O3_2 1.264(13) . ?

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 Au1 P1 171.15(7) . . y
N2 Cu1 N1 79.63(8) . . y
N3 Cu1 N1 109.17(8) . . y
N3 Cu1 N2 80.69(8) . . y
C1 Cu1 N1 108.27(9) . . y
C1 Cu1 N2 111.27(9) . . y
C1 Cu1 N3 142.18(9) . . y
C2 Cu1 N1 142.73(9) . . y
C2 Cu1 N2 116.78(9) . . y
C2 Cu1 N3 106.54(9) . . y
C2 Cu1 C1 35.70(10) . . y
C16 P1 Au1 113.34(8) . . ?
C22 P1 Au1 115.23(9) . . ?
C22 P1 C16 105.56(12) . . ?
C28 P1 Au1 107.15(9) . . ?
C28 P1 C16 106.82(12) . . ?
C28 P1 C22 108.37(12) . . ?
C4 N1 Cu1 125.92(18) . . ?
C8 N1 Cu1 116.31(17) . . ?
C8 N1 C4 117.8(2) . . ?
C3 N2 Cu1 112.87(15) 2_776 . ?
C9 N2 Cu1 103.77(15) . . ?
C9 N2 C3 109.58(19) . 2_776 ?
C10 N2 Cu1 104.58(15) . . ?
C10 N2 C3 113.4(2) . 2_776 ?
C10 N2 C9 112.2(2) . . ?
C11 N3 Cu1 116.52(16) . . ?
C15 N3 Cu1 124.08(17) . . ?
C15 N3 C11 118.6(2) . . ?
Cu1 C1 Au1 123.23(13) . . ?
C2 C1 Au1 164.7(2) . . ?
C2 C1 Cu1 71.51(16) . . ?
C1 C2 Cu1 72.79(16) . . ?
C3 C2 Cu1 127.12(17) . . ?
C3 C2 C1 160.1(3) . . ?
C2 C3 N2 111.9(2) . 2_776 ?
C5 C4 N1 123.8(3) . . ?
C6 C5 C4 118.0(3) . . ?
C7 C6 C5 119.3(3) . . ?
C8 C7 C6 119.4(3) . . ?
C7 C8 N1 121.8(2) . . ?
C9 C8 N1 117.0(2) . . ?
C9 C8 C7 121.0(2) . . ?
C8 C9 N2 111.7(2) . . ?
C11 C10 N2 112.8(2) . . ?
C10 C11 N3 117.5(2) . . ?
C12 C11 N3 121.7(2) . . ?
C12 C11 C10 120.7(2) . . ?
C13 C12 C11 119.4(2) . . ?
C14 C13 C12 118.8(2) . . ?
C15 C14 C13 119.0(2) . . ?
C14 C15 N3 122.4(2) . . ?
C17 C16 P1 123.2(2) . . ?
C21 C16 P1 117.5(2) . . ?
C21 C16 C17 119.1(2) . . ?
C18 C17 C16 120.1(3) . . ?
C19 C18 C17 120.6(3) . . ?
C20 C19 C18 119.4(3) . . ?
C21 C20 C19 120.5(3) . . ?
C20 C21 C16 120.3(3) . . ?
C23 C22 P1 118.9(2) . . ?
C27 C22 P1 121.3(2) . . ?
C27 C22 C23 119.8(3) . . ?
C24 C23 C22 120.0(3) . . ?
C25 C24 C23 119.9(3) . . ?
C26 C25 C24 120.3(3) . . ?
C27 C26 C25 120.5(3) . . ?
C26 C27 C22 119.5(3) . . ?
C29 C28 P1 123.1(2) . . ?
C33 C28 P1 117.0(2) . . ?
C33 C28 C29 119.7(3) . . ?
C30 C29 C28 118.9(3) . . ?
C31 C30 C29 121.5(3) . . ?
C32 C31 C30 119.6(3) . . ?
C33 C32 C31 120.0(4) . . ?
C32 C33 C28 120.2(3) . . ?
Cl2 C34 Cl1 112.41(18) . . ?
Cl4 C35 Cl3 111.6(10) . . ?
Cl4A C35A Cl3A 110.8(9) . . ?
O2_1 N1_1 O1_1 121.0(5) . . ?
O3_1 N1_1 O1_1 120.2(4) . . ?
O3_1 N1_1 O2_1 118.8(4) . . ?
O2_2 N1_2 O1_2 118.8(18) . . ?
O3_2 N1_2 O1_2 120(2) . . ?
O3_2 N1_2 O2_2 119.5(19) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Au1 C1 C2 Cu1 165.9(9) . . . . ?
Au1 C1 C2 C3 -13.6(11) . . . . ?
Cu1 N1 C4 C5 -179.1(2) . . . . ?
Cu1 N1 C8 C7 177.04(18) . . . . ?
Cu1 N1 C8 C9 -7.92(19) . . . . ?
Cu1 N2 C3 C2 60.25(15) . . 2_776 2_776 ?
Cu1 N2 C9 C8 -35.56(15) . . . . ?
Cu1 N2 C10 C11 -29.16(15) . . . . ?
Cu1 N3 C11 C10 -11.0(2) . . . . ?
Cu1 N3 C11 C12 171.18(17) . . . . ?
Cu1 N3 C15 C14 -169.4(2) . . . . ?
Cu1 C1 C2 C3 -179.5(4) . . . . ?
Cu1 C2 C3 N2 124.8(2) . . . 2_776 ?
P1 C16 C17 C18 173.8(2) . . . . ?
P1 C16 C21 C20 -174.1(2) . . . . ?
P1 C22 C23 C24 -177.3(2) . . . . ?
P1 C22 C27 C26 177.2(2) . . . . ?
P1 C28 C29 C30 174.1(3) . . . . ?
P1 C28 C33 C32 -175.5(3) . . . . ?
N1 C4 C5 C6 1.5(3) . . . . ?
N1 C8 C7 C6 2.8(3) . . . . ?
N1 C8 C9 N2 31.9(2) . . . . ?
N2 C3 C2 C1 -55.9(5) 2_776 . . . ?
N2 C9 C8 C7 -153.0(2) . . . . ?
N2 C10 C11 N3 29.1(3) . . . . ?
N2 C10 C11 C12 -153.0(2) . . . . ?
N3 C11 C12 C13 -1.1(3) . . . . ?
N3 C15 C14 C13 -1.0(3) . . . . ?
C4 C5 C6 C7 -0.6(3) . . . . ?
C5 C6 C7 C8 -1.5(4) . . . . ?
C6 C7 C8 C9 -172.0(3) . . . . ?
C10 C11 C12 C13 -178.9(2) . . . . ?
C11 C12 C13 C14 0.4(3) . . . . ?
C12 C13 C14 C15 0.5(3) . . . . ?
C16 C17 C18 C19 -0.4(3) . . . . ?
C16 C21 C20 C19 0.3(3) . . . . ?
C17 C18 C19 C20 0.8(3) . . . . ?
C18 C19 C20 C21 -0.8(3) . . . . ?
C22 C23 C24 C25 0.4(3) . . . . ?
C22 C27 C26 C25 -0.3(3) . . . . ?
C23 C24 C25 C26 -0.9(3) . . . . ?
C24 C25 C26 C27 0.8(3) . . . . ?
C28 C29 C30 C31 1.2(4) . . . . ?
C28 C33 C32 C31 1.2(4) . . . . ?
C29 C30 C31 C32 0.9(4) . . . . ?
C30 C31 C32 C33 -2.1(4) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
loop_
_restr_chirality_atom_site_label_1
_restr_chirality_atom_site_label_2
_restr_chirality_atom_site_label_3
_restr_chirality_atom_site_label_4
_restr_chirality_site_symmetry_1
_restr_chirality_site_symmetry_2
_restr_chirality_site_symmetry_3
_restr_chirality_site_symmetry_4
_restr_chirality_volume_target
_restr_chirality_weight_param
_restr_chirality_diff
O2_1 O1_2 O3_1 N1_2 1 1 1 1 0.0000 0.1000 -0.1468
O3_1 N1_2 N1_1 O2_2 1 1 1 1 0.0000 0.1000 0.0136
N1_2 N1_1 O2_2 O1_1 1 1 1 1 0.0000 0.1000 -0.2238
O1_2 O3_1 N1_2 N1_1 1 1 1 1 0.0000 0.1000 0.0442
O3_2 O2_1 O1_2 O3_1 1 1 1 1 0.0000 0.1000 0.2628

loop_
_restr_distance_atom_site_label_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
_restr_distance_diff
N1_1 O1_1 1 1.2500 0.0200 0.0248
N1_1 O2_1 1 1.2400 0.0200 -0.0112
N1_1 O3_1 1 1.2500 0.0200 -0.0036
N1_2 O1_2 1 1.2500 0.0200 0.0014
N1_2 O2_2 1 1.2400 0.0200 0.0042
N1_2 O3_2 1 1.2500 0.0200 -0.0137

loop_
_restr_equal_distance_atom_site_label_1
_restr_equal_distance_atom_site_label_2
_restr_equal_distance_site_symmetry_2
_restr_equal_distance_class_id
C35 H35a 1 11
C35 H35b 1 6
C35 Cl3 1 8
C35 Cl4 1 4
H35a H35b 1 12
H35a Cl3 1 9
H35a Cl4 1 10
H35b Cl3 1 7
H35b Cl4 1 3
Cl3 Cl4 1 5
C35A H35c 1 11
C35A H35d 1 6
C35A Cl3A 1 8
C35A Cl4A 1 4
H35c H35d 1 12
H35c Cl3A 1 9
H35c Cl4A 1 10
H35d Cl3A 1 7
H35d Cl4A 1 3
Cl3A Cl4A 1 5
N1_1 O1_1 1 2
N1_1 O2_1 1 2
N1_1 O3_1 1 2
O1_1 O2_1 1 1
O2_1 O3_1 1 1
O3_1 O1_1 1 1
N1_2 O1_2 1 2
N1_2 O2_2 1 2
N1_2 O3_2 1 2
O1_2 O2_2 1 1
O2_2 O3_2 1 1
O3_2 O1_2 1 1

loop_
_restr_equal_distance_class_class_id
_restr_equal_distance_class_target_weight_param
_restr_equal_distance_class_average
_restr_equal_distance_class_esd
_restr_equal_distance_class_diff_max
1 0.0400 2.1550 0.0101 0.0170
2 0.0200 1.2463 0.0125 0.0211
3 0.0400 2.2667 0.0057 0.0057
4 0.0200 1.7528 0.0088 0.0088
5 0.0400 2.9038 0.0085 0.0085
6 0.0200 0.9934 0.0034 0.0034
7 0.0400 2.2816 0.0212 0.0212
8 0.0200 1.7665 0.0110 0.0110
9 0.0400 2.3079 0.0050 0.0050
10 0.0400 2.2542 0.0181 0.0181
11 0.0200 0.9848 0.0052 0.0052
12 0.0400 1.6285 0.0271 0.0271

loop_
_restr_RIGU_atom_site_label_1
_restr_RIGU_atom_site_label_2
_restr_RIGU_target_weight_param
_restr_RIGU_U13_diff
_restr_RIGU_U23_diff
_restr_RIGU_U33_diff
N1_1 O1_1 0.004000 0.009936 -0.005060 -0.000325
N1_1 O2_1 0.004000 0.012990 -0.000498 0.003172
N1_1 O3_1 0.004000 0.011837 0.001414 -0.002005
O1_1 O2_1 0.004000 0.031718 -0.015987 -0.001997
O1_1 O3_1 0.004000 0.021865 0.024443 -0.001688
O2_1 O3_1 0.004000 0.003806 -0.014135 -0.002022
N1_2 O1_2 0.004000 0.001048 0.003721 -0.001658
N1_2 O2_2 0.004000 -0.001679 -0.000677 -0.002984
N1_2 O3_2 0.004000 -0.000008 0.003103 -0.000077
O1_2 O2_2 0.004000 -0.003713 -0.010460 -0.006391
O1_2 O3_2 0.004000 0.012325 0.002583 -0.007691
O2_2 O3_2 0.004000 -0.013195 0.015044 -0.005883

loop_
_restr_U_similar_atom_site_label_1
_restr_U_similar_atom_site_label_2
_restr_U_similar_weight_param
Au1 P1 0.0400
Au1 C1 0.0400
Cu1 N1 0.0400
Cu1 N2 0.0400
Cu1 N3 0.0400
Cu1 C1 0.0400
Cu1 C2 0.0400
P1 C16 0.0400
P1 C22 0.0400
P1 C28 0.0400
N1 C4 0.0400
N1 C8 0.0400
N2 C9 0.0400
N2 C10 0.0400
N3 C11 0.0400
N3 C15 0.0400
C1 C2 0.0400
C2 C3 0.0400
C3 H3a 0.0800
C3 H3b 0.0800
C4 H4 0.0800
C4 C5 0.0400
C5 H5 0.0800
C5 C6 0.0400
C6 H6 0.0800
C6 C7 0.0400
C7 H7 0.0800
C7 C8 0.0400
C8 C9 0.0400
C9 H9a 0.0800
C9 H9b 0.0800
C10 H10a 0.0800
C10 H10b 0.0800
C10 C11 0.0400
C11 C12 0.0400
C12 H12 0.0800
C12 C13 0.0400
C13 H13 0.0800
C13 C14 0.0400
C14 H14 0.0800
C14 C15 0.0400
C16 C17 0.0400
C16 C21 0.0400
C17 H17 0.0800
C17 C18 0.0400
C18 H18 0.0800
C18 C19 0.0400
C19 H19 0.0800
C19 C20 0.0400
C20 H20 0.0800
C20 C21 0.0400
C21 H21 0.0800
C22 C23 0.0400
C22 C27 0.0400
C23 H23 0.0800
C23 C24 0.0400
C24 H24 0.0800
C24 C25 0.0400
C25 H25 0.0800
C25 C26 0.0400
C26 H26 0.0800
C26 C27 0.0400
C27 H27 0.0800
C28 C29 0.0400
C28 C33 0.0400
C29 H29 0.0800
C29 C30 0.0400
C30 H30 0.0800
C30 C31 0.0400
C31 H31 0.0800
C31 C32 0.0400
C32 H32 0.0800
C32 C33 0.0400
C33 H33 0.0800
C34 H34a 0.0800
C34 H34b 0.0800
C34 Cl1 0.0800
C34 Cl2 0.0800
C35 H35a 0.0800
C35 H35b 0.0800
C35 Cl3 0.0800
C35 Cl4 0.0800
O1B H1Ba 0.0800
O1B H1Bb 0.0800
C35A H35c 0.0800
C35A H35d 0.0800
C35A Cl3A 0.0800
C35A Cl4A 0.0800
O6 H6a 0.0800
O6 H6b 0.0800
N1_1 O1_1 0.0800
N1_1 O2_1 0.0800
N1_1 O3_1 0.0800
N1_2 O1_2 0.0800
N1_2 O2_2 0.0800
N1_2 O3_2 0.0800

####################################################################### 
# 
# 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_con250s
_database_code_depnum_ccdc_archive 'CCDC 2009444'
loop_
_audit_author_name
_audit_author_address
'M. Concepcion Gimeno'
;Instituto de Sintesis Quimica y Catalisis Homogenea
Spain
;
_audit_update_record             
;
2020-07-29 deposited with the CCDC.	2020-08-10 downloaded from the CCDC.
;
_audit_creation_date             2020-07-10
_audit_creation_method           
;
Olex2 1.3-dev
(compiled 2020.05.13 svn.r35546bd3 for OlexSys, GUI svn.r5830)
;
_chemical_formula_moiety         'C42 H34 Au2 O P2'
_chemical_formula_sum            'C42 H34 Au2 O P2'
_chemical_formula_weight         1010.618
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Au -1.84508 8.87037 16.88190 18.59130 25.55820 5.86000 0.46110 8.62160 1.48260
36.39560 12.0657997131
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
P 0.10434 0.09671 6.43450 4.17910 1.78000 1.49080 1.90670 27.15700 0.52600
68.16450 1.11489999294
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y,-z+1/2
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y+1/2,z
5 -x,-y,-z
6 -x-1/2,y,z-1/2
7 x,-y-1/2,z-1/2
8 x-1/2,y-1/2,-z

_symmetry_Int_Tables_number      56
_cell_length_a                   21.9189(13)
_cell_length_b                   9.0536(6)
_cell_length_c                   17.5745(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3487.6(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9976
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.37
_cell_measurement_theta_min      2.43
_exptl_absorpt_coefficient_mu    8.528
_exptl_absorpt_correction_T_max  0.3814
_exptl_absorpt_correction_T_min  0.1172
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.925
_exptl_crystal_description       prism
_exptl_crystal_F_000             1918.279
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_diffrn_reflns_av_R_equivalents  0.0435
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_Laue_measured_fraction_full 1.0000
_diffrn_reflns_Laue_measured_fraction_max 0.9608
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            39861
_diffrn_reflns_point_group_measured_fraction_full 1.0000
_diffrn_reflns_point_group_measured_fraction_max 0.9608
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         28.66
_diffrn_reflns_theta_min         1.86
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean 8.26
_diffrn_measured_fraction_theta_full 1.0000
_diffrn_measured_fraction_theta_max 0.9608
_diffrn_measurement_device_type  'SMART Apex CCD'
_diffrn_measurement_method       'w rotations with narrow frames'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              29
_reflns_limit_h_min              0
_reflns_limit_k_max              12
_reflns_limit_k_min              0
_reflns_limit_l_max              23
_reflns_limit_l_min              0
_reflns_number_gt                3558
_reflns_number_total             4314
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       SMART
_computing_data_collection       SMART
_computing_data_reduction        SMART
_computing_molecular_graphics    'Olex2 1.3-dev (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-dev (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3-dev (Bourhis et al., 2015)'
_computing_structure_solution    SHELXS
_refine_diff_density_max         3.3862
_refine_diff_density_min         -1.2712
_refine_diff_density_rms         0.2152
_refine_ls_d_res_high            0.7409
_refine_ls_d_res_low             10.9594
_refine_ls_goodness_of_fit_ref   1.0559
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    36
_refine_ls_number_parameters     232
_refine_ls_number_reflns         4314
_refine_ls_number_restraints     75
_refine_ls_R_factor_all          0.0430
_refine_ls_R_factor_gt           0.0312
_refine_ls_restrained_S_all      1.0464
_refine_ls_shift/su_max          0.0003
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0220P)²+16.0089P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0618
_refine_ls_wR_factor_ref         0.0675
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C2A-C1 \\sim C1B-C1A
 with sigma of 0.001
 C2-C1A \\sim C3-C2A
 with sigma of 0.001
 O-C3 \\sim O-C2
 with sigma of 0.001
3. Uiso/Uaniso restraints and constraints
C1A \\sim C2A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
Uanis(C2A) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(O) \\sim Ueq, Uanis(C2) \\sim
Ueq, Uanis(C1A) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of
0.002
4. Rigid body (RIGU) restrains
 C1, C3, C2A, O, C2, C1A, C1B, Au1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Others
 Fixed Sof: C1(0.5) C3(0.5) H3a(0.5) H3b(0.5) C2A(0.5) O(0.5) C2(0.5) H2a(0.5)
 H2b(0.5) C1A(0.5) C1B(0.5)
 Fixed U11: C1(0.02932) C1B(0.02932)
 Fixed U12: C1(0.00796) C1B(0.00796)
 Fixed U13: C1(0.00445) C1B(0.00445)
 Fixed U22: C1(0.04104) C1B(0.04104)
 Fixed U23: C1(-0.00703) C1B(-0.00703)
 Fixed U33: C1(0.03844) C1B(0.03844)
6.a Secondary CH2 refined with riding coordinates:
 C3(H3a,H3b), C2(H2a,H2b)
6.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C8(H8), C9(H9), C11(H11), C12(H12), C13(H13),
 C14(H14), C15(H15), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21)
;
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_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_disorder_group
Au1 Au 0.323088(8) 0.20856(2) 0.183965(9) 0.02535(6) Uani 1.000000 . U .
P1 P 0.38441(6) 0.34271(13) 0.10582(7) 0.0238(2) Uani 1.000000 . . .
C1 C 0.2841(12) 0.065(3) 0.2606(12) 0.036267 Uani 0.500000 D U -1
C3 C 0.2479(5) -0.1119(9) 0.3716(5) 0.0411(12) Uani 0.500000 D U -1
H3a H 0.2836(5) -0.1385(9) 0.4033(5) 0.0494(15) Uiso 0.500000 R . -1
H3b H 0.2189(5) -0.0574(9) 0.4045(5) 0.0494(15) Uiso 0.500000 R . -1
C4 C 0.3656(2) 0.5342(5) 0.0851(3) 0.0276(10) Uani 1.000000 . . .
C5 C 0.3352(2) 0.6163(6) 0.1399(3) 0.0296(10) Uani 1.000000 . . .
H5 H 0.3208(2) 0.5701(6) 0.1850(3) 0.0355(12) Uiso 1.000000 R . .
C6 C 0.3260(2) 0.7662(6) 0.1285(3) 0.0365(12) Uani 1.000000 . . .
H6 H 0.3058(2) 0.8228(6) 0.1664(3) 0.0438(14) Uiso 1.000000 R . .
C7 C 0.3460(3) 0.8341(6) 0.0629(3) 0.0390(13) Uani 1.000000 . . .
H7 H 0.3396(3) 0.9369(6) 0.0558(3) 0.0468(15) Uiso 1.000000 R . .
C8 C 0.3754(3) 0.7518(6) 0.0074(3) 0.0380(12) Uani 1.000000 . . .
H8 H 0.3889(3) 0.7978(6) -0.0382(3) 0.0456(15) Uiso 1.000000 R . .
C9 C 0.3850(3) 0.6019(6) 0.0187(3) 0.0352(12) Uani 1.000000 . . .
H9 H 0.4051(3) 0.5453(6) -0.0193(3) 0.0422(14) Uiso 1.000000 R . .
C10 C 0.4605(2) 0.3513(5) 0.1461(2) 0.0218(9) Uani 1.000000 . . .
C11 C 0.4809(2) 0.2341(6) 0.1911(3) 0.0299(10) Uani 1.000000 . . .
H11 H 0.4547(2) 0.1526(6) 0.2003(3) 0.0359(12) Uiso 1.000000 R . .
C12 C 0.5388(2) 0.2354(6) 0.2222(3) 0.0339(11) Uani 1.000000 . . .
H12 H 0.5524(2) 0.1545(6) 0.2522(3) 0.0407(14) Uiso 1.000000 R . .
C13 C 0.5770(2) 0.3549(6) 0.2096(3) 0.0307(10) Uani 1.000000 . . .
H13 H 0.6168(2) 0.3560(6) 0.2310(3) 0.0368(13) Uiso 1.000000 R . .
C14 C 0.5573(2) 0.4720(6) 0.1661(3) 0.0313(11) Uani 1.000000 . . .
H14 H 0.5835(2) 0.5540(6) 0.1577(3) 0.0376(13) Uiso 1.000000 R . .
C15 C 0.4998(2) 0.4705(5) 0.1345(3) 0.0280(10) Uani 1.000000 . . .
H15 H 0.4867(2) 0.5518(5) 0.1045(3) 0.0337(12) Uiso 1.000000 R . .
C16 C 0.3945(2) 0.2568(5) 0.0128(3) 0.0250(10) Uani 1.000000 . . .
C17 C 0.3443(3) 0.2490(6) -0.0357(3) 0.0367(12) Uani 1.000000 . . .
H17 H 0.3062(3) 0.2889(6) -0.0198(3) 0.0440(14) Uiso 1.000000 R . .
C18 C 0.3492(3) 0.1843(6) -0.1062(3) 0.0467(16) Uani 1.000000 . . .
H18 H 0.3149(3) 0.1815(6) -0.1393(3) 0.0561(19) Uiso 1.000000 R . .
C19 C 0.4039(3) 0.1234(6) -0.1291(3) 0.0465(15) Uani 1.000000 . . .
H19 H 0.4070(3) 0.0771(6) -0.1775(3) 0.0558(18) Uiso 1.000000 R . .
C20 C 0.4538(3) 0.1295(6) -0.0821(3) 0.0437(14) Uani 1.000000 . . .
H20 H 0.4915(3) 0.0884(6) -0.0984(3) 0.0525(17) Uiso 1.000000 R . .
C21 C 0.4496(2) 0.1962(5) -0.0103(3) 0.0317(11) Uani 1.000000 . . .
H21 H 0.4841(2) 0.1998(5) 0.0222(3) 0.0380(13) Uiso 1.000000 R . .
C2A C 0.2681(7) -0.0140(15) 0.3123(6) 0.0381(13) Uani 0.500000 D U -1
O O 0.2195(3) -0.2432(8) 0.3473(5) 0.0455(12) Uani 0.500000 D U -1
C2 C 0.2616(5) -0.3600(10) 0.3405(7) 0.0447(13) Uani 0.500000 D U -1
H2a H 0.2991(5) -0.3233(10) 0.3154(7) 0.0536(16) Uiso 0.500000 R . -1
H2b H 0.2728(5) -0.3956(10) 0.3918(7) 0.0536(16) Uiso 0.500000 R . -1
C1A C 0.2370(7) -0.4807(14) 0.2970(7) 0.0375(14) Uani 0.500000 D U -1
C1B C 0.2166(11) -0.573(3) 0.2549(13) 0.036267 Uani 0.500000 D U -1


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 Au1 3.2907(4) 4 y
Au1 P1 2.2733(12) . y
Au1 C1 2.060(9) . y
Au1 C1B 1.951(9) 4_545 y
P1 C4 1.819(5) . ?
P1 C10 1.814(5) . ?
P1 C16 1.824(5) . ?
C1 C2A 1.205(2) . ?
C3 C2A 1.439(2) . ?
C3 O 1.409(2) . ?
C4 C5 1.387(6) . ?
C4 C9 1.385(7) . ?
C5 C6 1.387(7) . ?
C6 C7 1.378(8) . ?
C7 C8 1.387(8) . ?
C8 C9 1.388(7) . ?
C10 C11 1.396(6) . ?
C10 C15 1.397(6) . ?
C11 C12 1.382(7) . ?
C12 C13 1.386(7) . ?
C13 C14 1.377(7) . ?
C14 C15 1.378(7) . ?
C16 C17 1.393(7) . ?
C16 C21 1.388(7) . ?
C17 C18 1.377(8) . ?
C18 C19 1.378(9) . ?
C19 C20 1.372(8) . ?
C20 C21 1.402(7) . ?
O C2 1.408(2) . ?
C2 C1A 1.439(2) . ?
C1A C1B 1.205(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 Au1 P1 168.0(7) . . y
C1B Au1 P1 169.9(8) 4_545 . y
C1B Au1 C1 2.0(14) 4_545 . y
C4 P1 Au1 119.73(17) . . ?
C10 P1 Au1 109.30(15) . . ?
C10 P1 C4 104.3(2) . . ?
C16 P1 Au1 112.64(15) . . ?
C16 P1 C4 104.7(2) . . ?
C16 P1 C10 104.9(2) . . ?
C2A C1 Au1 171(2) . . ?
O C3 C2A 115.8(9) . . ?
C5 C4 P1 118.7(4) . . ?
C9 C4 P1 121.4(4) . . ?
C9 C4 C5 119.7(5) . . ?
C6 C5 C4 119.6(5) . . ?
C7 C6 C5 120.7(5) . . ?
C8 C7 C6 119.8(5) . . ?
C9 C8 C7 119.7(5) . . ?
C8 C9 C4 120.4(5) . . ?
C11 C10 P1 118.9(4) . . ?
C15 C10 P1 122.9(3) . . ?
C15 C10 C11 118.2(4) . . ?
C12 C11 C10 120.8(5) . . ?
C13 C12 C11 119.8(5) . . ?
C14 C13 C12 120.1(5) . . ?
C15 C14 C13 120.1(5) . . ?
C14 C15 C10 120.9(5) . . ?
C17 C16 P1 118.3(4) . . ?
C21 C16 P1 122.4(4) . . ?
C21 C16 C17 119.2(5) . . ?
C18 C17 C16 120.7(6) . . ?
C19 C18 C17 120.1(5) . . ?
C20 C19 C18 120.1(5) . . ?
C21 C20 C19 120.4(6) . . ?
C20 C21 C16 119.5(5) . . ?
C3 C2A C1 177.6(18) . . ?
C2 O C3 111.7(8) . . ?
C1A C2 O 111.7(10) . . ?
C1B C1A C2 174(2) . . ?
C1A C1B Au1 174(2) . 4_545 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P1 C4 C5 C6 173.3(4) . . . . ?
P1 C4 C9 C8 -173.6(4) . . . . ?
P1 C10 C11 C12 179.3(4) . . . . ?
P1 C10 C15 C14 -179.7(4) . . . . ?
P1 C16 C17 C18 -179.5(4) . . . . ?
P1 C16 C21 C20 178.9(4) . . . . ?
C3 O C2 C1A -164.4(10) . . . . ?
C4 C5 C6 C7 0.9(5) . . . . ?
C4 C9 C8 C7 -0.1(6) . . . . ?
C5 C6 C7 C8 0.3(6) . . . . ?
C6 C7 C8 C9 -0.6(6) . . . . ?
C10 C11 C12 C13 0.7(6) . . . . ?
C10 C15 C14 C13 0.1(5) . . . . ?
C11 C12 C13 C14 -0.1(6) . . . . ?
C12 C13 C14 C15 -0.3(6) . . . . ?
C16 C17 C18 C19 1.4(6) . . . . ?
C16 C21 C20 C19 -0.4(6) . . . . ?
C17 C18 C19 C20 -1.2(6) . . . . ?
C18 C19 C20 C21 0.7(6) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
loop_
_restr_equal_distance_atom_site_label_1
_restr_equal_distance_atom_site_label_2
_restr_equal_distance_site_symmetry_2
_restr_equal_distance_class_id
C3 C2A 1 2
C2A C1 1 1
O C3 1 3
O C2 1 3
C2 C1A 1 2
C1B C1A 1 1

loop_
_restr_equal_distance_class_class_id
_restr_equal_distance_class_target_weight_param
_restr_equal_distance_class_average
_restr_equal_distance_class_esd
_restr_equal_distance_class_diff_max
1 0.0010 1.2049 0.0002 0.0002
2 0.0010 1.4392 0.0003 0.0003
3 0.0010 1.4088 0.0005 0.0005

loop_
_restr_RIGU_atom_site_label_1
_restr_RIGU_atom_site_label_2
_restr_RIGU_target_weight_param
_restr_RIGU_U13_diff
_restr_RIGU_U23_diff
_restr_RIGU_U33_diff
Au1 C1 0.001000 -0.003785 0.001839 -0.016983
Au1 C2A 0.001000 0.001358 0.000290 -0.012123
C1 C3 0.001000 0.005612 -0.001886 0.004595
C1 C2A 0.001000 0.004524 -0.001720 0.004843
C3 C2A 0.001000 0.001136 0.000145 0.000340
C3 O 0.001000 0.000416 0.000245 -0.002102
C3 C2 0.001000 -0.001099 -0.000661 -0.001813
C2A O 0.001000 0.001066 -0.000303 -0.004195
O C2 0.001000 -0.000493 -0.000547 0.000497
O C1A 0.001000 0.002163 -0.001531 0.006390
C2 C1A 0.001000 0.000401 -0.000408 0.003282
C2 C1B 0.001000 0.002709 -0.004906 0.003308
C1A C1B 0.001000 0.002655 -0.003803 0.000283

loop_
_restr_U_iso_atom_site_label
_restr_U_iso_weight_param
C3 0.0010
C2A 0.0010
O 0.0010
C2 0.0010
C1A 0.0010

