# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2019

####################################################################### 
# 
# 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_9-otf
_database_code_depnum_ccdc_archive 'CCDC 1911218'
loop_
_audit_author_name
_audit_author_address
'Marzio Rancan'
;ICMATE CNR
Italy
;
_audit_update_record             
;
2019-10-07 deposited with the CCDC.	2019-10-09 downloaded from the CCDC.
;
_audit_creation_date             2019-10-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C40 H62 Au Br2 N4 O2 P2, C F3 O3 S'
_chemical_formula_sum            'C41 H62 Au Br2 F3 N4 O5 P2 S'
_chemical_formula_weight         1198.73
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Au Br2 C20 N2 H20 F3 S1 O3'
_chemical_oxdiff_usercomment     'Mes2AuBr2OTf da ACN/Et2O'
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   11.5747(3)
_cell_length_b                   28.8162(6)
_cell_length_c                   14.7781(3)
_cell_angle_alpha                90
_cell_angle_beta                 99.269(2)
_cell_angle_gamma                90
_cell_volume                     4864.69(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5027
_cell_measurement_temperature    303.1(8)
_cell_measurement_theta_max      29.1150
_cell_measurement_theta_min      3.1220
_shelx_estimated_absorpt_T_max   0.644
_shelx_estimated_absorpt_T_min   0.283
_exptl_absorpt_coefficient_mu    4.831
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66322
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.637
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2392
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.838
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10660
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.838
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.293
_diffrn_reflns_theta_min         2.515
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      303.1(8)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1274
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.838
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -25.00   4.00   0.10   10.00    --  -18.52 -99.00 150.00  290
  2  ω    -48.00  63.00   0.10   10.00    --   18.52 -19.00  90.00 1110
  3  ω    -47.00  32.00   0.10   10.00    --   18.52 -57.00  30.00  790
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0153638000
_diffrn_orient_matrix_UB_12      -0.0141026000
_diffrn_orient_matrix_UB_13      -0.0394610000
_diffrn_orient_matrix_UB_21      0.0172240000
_diffrn_orient_matrix_UB_22      0.0179877000
_diffrn_orient_matrix_UB_23      -0.0277637000
_diffrn_orient_matrix_UB_31      0.0576331000
_diffrn_orient_matrix_UB_32      -0.0091204000
_diffrn_orient_matrix_UB_33      0.0062212000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5199
_reflns_number_total             5570
_reflns_odcompleteness_completeness 99.15
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.800
_refine_diff_density_min         -0.845
_refine_diff_density_rms         0.090
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         5570
_refine_ls_number_restraints     242
_refine_ls_R_factor_all          0.0303
_refine_ls_R_factor_gt           0.0281
_refine_ls_restrained_S_all      1.174
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0454P)²+7.6409P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0781
_refine_ls_wR_factor_ref         0.0799
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C17A-C13 \\sim C17B-C13 \\sim C13-C16A \\sim C13-C16B \\sim C15A-C13 \\sim
C15B-C13
 with sigma of 0.02
 C18A-C14 \\sim C18B-C14 \\sim C20A-C14 \\sim C20B-C14 \\sim C19B-C14 \\sim
C19A-C14
 with sigma of 0.02
 C20B-C19B \\sim C20B-C18B \\sim C19B-C18B \\sim C18A-C19A \\sim C18A-C20A
\\sim C19A-C20A
 with sigma of 0.04
 C14-P1 \\sim C14-C20B \\sim C14-C19B \\sim C14-C18B \\sim C14-C18A \\sim
C14-C19A \\sim C14-C20A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C19B) = Uanis(C19A) = Uanis(C20B) = Uanis(C20A) = Uanis(C18B) =
Uanis(C18A)
4. Rigid body (RIGU) restrains
 C1, C2, C3, C9, C10, C8, C7, C13, C12, C5, C6, C11, C14, C16B, C17B, C4, C20B,
  C19B, C18B, C15B, C17A, C16A, C15A, C18A, C19A, C20A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O5, S2, O3, O4, C15, F7, F8, F9
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Others
 Sof(C16B)=Sof(H16A)=Sof(H16B)=Sof(H16C)=Sof(C17B)=Sof(H17A)=Sof(H17B)=
 Sof(H17C)=Sof(C15B)=Sof(H15A)=Sof(H15B)=Sof(H15C)=1-FVAR(1)
 Sof(C17A)=Sof(H17D)=Sof(H17E)=Sof(H17F)=Sof(C16A)=Sof(H16D)=Sof(H16E)=
 Sof(H16F)=Sof(C15A)=Sof(H15D)=Sof(H15E)=Sof(H15F)=FVAR(1)
 Sof(C20B)=Sof(H20A)=Sof(H20B)=Sof(H20C)=Sof(C18B)=Sof(H18A)=Sof(H18B)=
 Sof(H18C)=Sof(C19A)=Sof(H19D)=Sof(H19E)=Sof(H19F)=1-FVAR(2)
 Sof(C19B)=Sof(H19A)=Sof(H19B)=Sof(H19C)=Sof(C18A)=Sof(H18D)=Sof(H18E)=
 Sof(H18F)=Sof(C20A)=Sof(H20D)=Sof(H20E)=Sof(H20F)=FVAR(2)
 Fixed Sof: S2(0.5) O3(0.5) O4(0.5) O5(0.5) C15(0.5) F7(0.5) F8(0.5) F9(0.5)
6.a Free rotating group:
 S2(O3,O4,O5,C15,F7,F8,F9)
6.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C12(H12), C6(H6)
6.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C11(H11A,H11B,H11C), C16B(H16A,H16B,H16C), C17B(H17A,H17B,
 H17C), C4(H4A,H4B,H4C), C20B(H20A,H20B,H20C), C19B(H19A,H19B,H19C), C18B(H18A,
 H18B,H18C), C15B(H15A,H15B,H15C), C17A(H17D,H17E,H17F), C16A(H16D,H16E,H16F),
 C15A(H15D,H15E,H15F), C18A(H18D,H18E,H18F), C19A(H19D,H19E,H19F), C20A(H20D,
 H20E,H20F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.250000 0.37848(2) 0.500000 0.03114(6) Uani 1 2 d S T P . .
Br1 Br 0.250000 0.46211(2) 0.500000 0.05045(13) Uani 1 2 d S T P . .
Br2 Br 0.250000 0.29432(2) 0.500000 0.05650(14) Uani 1 2 d S T P . .
P1 P 0.28512(8) 0.39661(4) 0.74663(6) 0.0445(2) Uani 1 1 d D . . . .
N1 N 0.5079(3) 0.37514(10) 0.5833(2) 0.0419(6) Uani 1 1 d . . . . .
N2 N 0.4057(2) 0.39420(11) 0.68780(18) 0.0420(6) Uani 1 1 d . . . . .
C1 C 0.3978(3) 0.38118(10) 0.5985(2) 0.0359(6) Uani 1 1 d . U . . .
C2 C 0.5862(3) 0.38464(15) 0.6627(3) 0.0570(10) Uani 1 1 d . U . . .
H2 H 0.667407 0.383132 0.669484 0.068 Uiso 1 1 calc R . . . .
O1 O 0.1800(2) 0.39376(11) 0.67661(17) 0.0569(7) Uani 1 1 d . . . . .
C3 C 0.5237(3) 0.39627(16) 0.7273(3) 0.0558(9) Uani 1 1 d . U . . .
H3 H 0.553113 0.404310 0.787526 0.067 Uiso 1 1 calc R . . . .
C9 C 0.5442(3) 0.35826(13) 0.4998(2) 0.0436(7) Uani 1 1 d . U . . .
C10 C 0.5611(3) 0.39050(15) 0.4324(3) 0.0486(8) Uani 1 1 d . U . . .
C8 C 0.5598(4) 0.27758(17) 0.5693(4) 0.0748(13) Uani 1 1 d . U . . .
H8A H 0.624984 0.282816 0.617301 0.112 Uiso 1 1 calc GR . . . .
H8B H 0.562893 0.246406 0.546945 0.112 Uiso 1 1 calc GR . . . .
H8C H 0.488070 0.282054 0.592968 0.112 Uiso 1 1 calc GR . . . .
C7 C 0.5653(3) 0.31108(14) 0.4926(3) 0.0549(9) Uani 1 1 d . U . . .
C13 C 0.2955(4) 0.45236(15) 0.8095(2) 0.0584(10) Uani 1 1 d D U . . .
C12 C 0.5927(3) 0.37237(16) 0.3521(3) 0.0580(10) Uani 1 1 d . U . . .
H12 H 0.603111 0.392696 0.305164 0.070 Uiso 1 1 calc R . . . .
C5 C 0.6088(3) 0.32589(19) 0.3397(3) 0.0660(11) Uani 1 1 d . U . . .
C6 C 0.5969(4) 0.29563(17) 0.4105(3) 0.0673(11) Uani 1 1 d . U . . .
H6 H 0.610246 0.264146 0.403031 0.081 Uiso 1 1 calc R . . . .
C11 C 0.5475(4) 0.44107(14) 0.4444(3) 0.0668(11) Uani 1 1 d . U . . .
H11A H 0.467958 0.447790 0.450894 0.100 Uiso 1 1 calc GR . . . .
H11B H 0.566565 0.457078 0.391815 0.100 Uiso 1 1 calc GR . . . .
H11C H 0.598960 0.451149 0.498335 0.100 Uiso 1 1 calc GR . . . .
C14 C 0.3029(4) 0.34455(16) 0.8184(3) 0.0678(11) Uani 1 1 d D U . . .
C16B C 0.4059(11) 0.4643(7) 0.8728(11) 0.092(4) Uani 0.64(2) 1 d D U . A 2
H16A H 0.426734 0.439183 0.915050 0.138 Uiso 0.64(2) 1 calc GR . . A 2
H16B H 0.393977 0.491959 0.906268 0.138 Uiso 0.64(2) 1 calc GR . . A 2
H16C H 0.467822 0.469321 0.837827 0.138 Uiso 0.64(2) 1 calc GR . . A 2
C17B C 0.1926(9) 0.4493(5) 0.8647(8) 0.081(3) Uani 0.64(2) 1 d D U . A 2
H17A H 0.122492 0.440486 0.824508 0.121 Uiso 0.64(2) 1 calc GR . . A 2
H17B H 0.181306 0.479014 0.891445 0.121 Uiso 0.64(2) 1 calc GR . . A 2
H17C H 0.210376 0.426593 0.912434 0.121 Uiso 0.64(2) 1 calc GR . . A 2
C4 C 0.6390(5) 0.3075(2) 0.2506(4) 0.099(2) Uani 1 1 d . U . . .
H4A H 0.604878 0.327202 0.201040 0.148 Uiso 1 1 calc GR . . . .
H4B H 0.608905 0.276598 0.240366 0.148 Uiso 1 1 calc GR . . . .
H4C H 0.722534 0.307100 0.253897 0.148 Uiso 1 1 calc GR . . . .
C20B C 0.2844(16) 0.3043(5) 0.7469(9) 0.0833(13) Uani 0.355(9) 1 d D U . B 2
H20A H 0.202480 0.301085 0.723546 0.125 Uiso 0.355(9) 1 calc GR . . B 2
H20B H 0.313432 0.275810 0.775865 0.125 Uiso 0.355(9) 1 calc GR . . B 2
H20C H 0.326035 0.311088 0.697290 0.125 Uiso 0.355(9) 1 calc GR . . B 2
C19B C 0.1881(7) 0.3385(4) 0.8559(7) 0.0833(13) Uani 0.645(9) 1 d D U . B 2
H19A H 0.176560 0.364661 0.893823 0.125 Uiso 0.645(9) 1 calc GR . . B 2
H19B H 0.191480 0.310621 0.891683 0.125 Uiso 0.645(9) 1 calc GR . . B 2
H19C H 0.124159 0.336597 0.805863 0.125 Uiso 0.645(9) 1 calc GR . . B 2
C18B C 0.4124(11) 0.3366(6) 0.8863(11) 0.0833(13) Uani 0.355(9) 1 d D U . B 2
H18A H 0.472734 0.324760 0.855044 0.125 Uiso 0.355(9) 1 calc GR . . B 2
H18B H 0.396767 0.314499 0.931509 0.125 Uiso 0.355(9) 1 calc GR . . B 2
H18C H 0.437574 0.365332 0.915842 0.125 Uiso 0.355(9) 1 calc GR . . B 2
C15B C 0.2639(19) 0.4893(3) 0.7365(6) 0.089(4) Uani 0.64(2) 1 d D U . A 2
H15A H 0.326302 0.492321 0.701304 0.133 Uiso 0.64(2) 1 calc GR . . A 2
H15B H 0.252057 0.518363 0.765291 0.133 Uiso 0.64(2) 1 calc GR . . A 2
H15C H 0.193327 0.480449 0.696835 0.133 Uiso 0.64(2) 1 calc GR . . A 2
C17A C 0.1784(13) 0.4685(10) 0.827(2) 0.090(6) Uani 0.36(2) 1 d D U . A 1
H17D H 0.141592 0.486722 0.776175 0.135 Uiso 0.36(2) 1 calc GR . . A 1
H17E H 0.188014 0.486935 0.881858 0.135 Uiso 0.36(2) 1 calc GR . . A 1
H17F H 0.130273 0.442037 0.834618 0.135 Uiso 0.36(2) 1 calc GR . . A 1
C16A C 0.381(2) 0.4526(12) 0.9005(12) 0.080(6) Uani 0.36(2) 1 d D U . A 1
H16D H 0.345988 0.436821 0.946476 0.120 Uiso 0.36(2) 1 calc GR . . A 1
H16E H 0.398004 0.484108 0.919360 0.120 Uiso 0.36(2) 1 calc GR . . A 1
H16F H 0.451994 0.437171 0.892485 0.120 Uiso 0.36(2) 1 calc GR . . A 1
C15A C 0.351(3) 0.4884(6) 0.7508(12) 0.081(6) Uani 0.36(2) 1 d D U . A 1
H15D H 0.427678 0.478004 0.742740 0.122 Uiso 0.36(2) 1 calc GR . . A 1
H15E H 0.357556 0.517865 0.781574 0.122 Uiso 0.36(2) 1 calc GR . . A 1
H15F H 0.302723 0.491581 0.692013 0.122 Uiso 0.36(2) 1 calc GR . . A 1
C18A C 0.3838(8) 0.3493(4) 0.9120(6) 0.0833(13) Uani 0.645(9) 1 d D U . B 1
H18D H 0.457322 0.362438 0.903030 0.125 Uiso 0.645(9) 1 calc GR . . B 1
H18E H 0.396750 0.319281 0.939873 0.125 Uiso 0.645(9) 1 calc GR . . B 1
H18F H 0.347449 0.369236 0.951328 0.125 Uiso 0.645(9) 1 calc GR . . B 1
C19A C 0.1852(11) 0.3216(6) 0.8258(12) 0.0833(13) Uani 0.355(9) 1 d D U . B 1
H19D H 0.137928 0.342703 0.854254 0.125 Uiso 0.355(9) 1 calc GR . . B 1
H19E H 0.198628 0.293912 0.862151 0.125 Uiso 0.355(9) 1 calc GR . . B 1
H19F H 0.145525 0.313743 0.765603 0.125 Uiso 0.355(9) 1 calc GR . . B 1
C20A C 0.3629(9) 0.3048(3) 0.7668(6) 0.0833(13) Uani 0.645(9) 1 d D U . B 1
H20D H 0.318879 0.300257 0.706631 0.125 Uiso 0.645(9) 1 calc GR . . B 1
H20E H 0.364632 0.276439 0.800977 0.125 Uiso 0.645(9) 1 calc GR . . B 1
H20F H 0.441461 0.313876 0.761710 0.125 Uiso 0.645(9) 1 calc GR . . B 1
S2 S 0.7211(3) 0.40658(8) 1.0193(3) 0.0980(14) Uani 0.5 1 d . U . C -1
O3 O 0.6937(8) 0.4241(3) 0.9267(4) 0.176(6) Uani 0.5 1 d G U . C -1
O4 O 0.8245(5) 0.4260(3) 1.0740(6) 0.170(6) Uani 0.5 1 d G U . C -1
O5 O 0.6222(5) 0.40000(19) 1.0664(6) 0.173(5) Uani 0.5 1 d G U . C -1
C15 C 0.7670(6) 0.34621(10) 1.0011(5) 0.114(2) Uani 0.5 1 d G U . C -1
F7 F 0.7967(11) 0.3235(2) 1.0804(7) 0.152(3) Uani 0.5 1 d G U . C -1
F8 F 0.6816(8) 0.3218(2) 0.9508(9) 0.223(6) Uani 0.5 1 d G U . C -1
F9 F 0.8597(7) 0.3446(2) 0.9575(5) 0.153(3) Uani 0.5 1 d G U . C -1


_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 Br1 2.4099(5) . ?
Au1 Br2 2.4252(5) . ?
Au1 C1 2.062(3) . ?
Au1 C1 2.062(3) 2_556 ?
Au1 O1 2.889(3) 2_556 ?
Au1 O1 2.889(3) . ?
P1 N2 1.761(3) . ?
P1 O1 1.467(3) . ?
P1 C13 1.850(4) . ?
P1 C14 1.829(4) . ?
N1 C1 1.340(4) . ?
N1 C2 1.390(5) . ?
N1 C9 1.451(4) . ?
N2 C1 1.360(4) . ?
N2 C3 1.397(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.329(6) . ?
C3 H3 0.9300 . ?
C9 C10 1.398(5) . ?
C9 C7 1.388(6) . ?
C10 C12 1.399(6) . ?
C10 C11 1.480(6) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C8 C7 1.499(6) . ?
C7 C6 1.395(6) . ?
C13 C16B 1.497(9) . ?
C13 C17B 1.552(8) . ?
C13 C15B 1.516(8) . ?
C13 C17A 1.495(12) . ?
C13 C16A 1.535(12) . ?
C13 C15A 1.557(12) . ?
C12 H12 0.9300 . ?
C12 C5 1.368(6) . ?
C5 C6 1.385(7) . ?
C5 C4 1.512(6) . ?
C6 H6 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C14 C20B 1.561(11) . ?
C14 C19B 1.530(8) . ?
C14 C18B 1.503(11) . ?
C14 C18A 1.548(8) . ?
C14 C19A 1.534(11) . ?
C14 C20A 1.595(8) . ?
C16B H16A 0.9600 . ?
C16B H16B 0.9600 . ?
C16B H16C 0.9600 . ?
C17B H17A 0.9600 . ?
C17B H17B 0.9600 . ?
C17B H17C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C20B H20A 0.9600 . ?
C20B H20B 0.9600 . ?
C20B H20C 0.9600 . ?
C19B H19A 0.9600 . ?
C19B H19B 0.9600 . ?
C19B H19C 0.9600 . ?
C18B H18A 0.9600 . ?
C18B H18B 0.9600 . ?
C18B H18C 0.9600 . ?
C15B H15A 0.9600 . ?
C15B H15B 0.9600 . ?
C15B H15C 0.9600 . ?
C17A H17D 0.9600 . ?
C17A H17E 0.9600 . ?
C17A H17F 0.9600 . ?
C16A H16D 0.9600 . ?
C16A H16E 0.9600 . ?
C16A H16F 0.9600 . ?
C15A H15D 0.9600 . ?
C15A H15E 0.9600 . ?
C15A H15F 0.9600 . ?
C18A H18D 0.9600 . ?
C18A H18E 0.9600 . ?
C18A H18F 0.9600 . ?
C19A H19D 0.9600 . ?
C19A H19E 0.9600 . ?
C19A H19F 0.9600 . ?
C20A H20D 0.9600 . ?
C20A H20E 0.9600 . ?
C20A H20F 0.9600 . ?
S2 O3 1.4450 . ?
S2 O4 1.4449 . ?
S2 O5 1.4452 . ?
S2 C15 1.8508 . ?
C15 F7 1.3387 . ?
C15 F8 1.3381 . ?
C15 F9 1.3389 . ?

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
Br1 Au1 Br2 180.0 . . ?
Br1 Au1 O1 81.23(7) . . ?
Br1 Au1 O1 81.23(7) . 2_556 ?
Br2 Au1 O1 98.77(7) . . ?
Br2 Au1 O1 98.77(7) . 2_556 ?
C1 Au1 Br1 87.84(8) . . ?
C1 Au1 Br1 87.84(8) 2_556 . ?
C1 Au1 Br2 92.16(8) 2_556 . ?
C1 Au1 Br2 92.16(8) . . ?
C1 Au1 C1 175.68(17) . 2_556 ?
C1 Au1 O1 108.10(10) 2_556 . ?
C1 Au1 O1 71.21(10) 2_556 2_556 ?
C1 Au1 O1 71.21(10) . . ?
C1 Au1 O1 108.10(10) . 2_556 ?
O1 Au1 O1 162.46(13) . 2_556 ?
N2 P1 C13 106.82(17) . . ?
N2 P1 C14 103.29(19) . . ?
O1 P1 N2 106.45(14) . . ?
O1 P1 C13 112.47(19) . . ?
O1 P1 C14 111.4(2) . . ?
C14 P1 C13 115.4(2) . . ?
C1 N1 C2 110.0(3) . . ?
C1 N1 C9 126.9(3) . . ?
C2 N1 C9 123.0(3) . . ?
C1 N2 P1 123.7(2) . . ?
C1 N2 C3 109.0(3) . . ?
C3 N2 P1 126.3(2) . . ?
N1 C1 Au1 125.4(2) . . ?
N1 C1 N2 106.3(3) . . ?
N2 C1 Au1 127.9(2) . . ?
N1 C2 H2 126.3 . . ?
C3 C2 N1 107.4(3) . . ?
C3 C2 H2 126.3 . . ?
P1 O1 Au1 108.90(13) . . ?
N2 C3 H3 126.3 . . ?
C2 C3 N2 107.3(3) . . ?
C2 C3 H3 126.3 . . ?
C10 C9 N1 118.4(3) . . ?
C7 C9 N1 118.2(3) . . ?
C7 C9 C10 123.3(3) . . ?
C9 C10 C12 116.2(4) . . ?
C9 C10 C11 122.6(4) . . ?
C12 C10 C11 121.1(4) . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
C9 C7 C8 122.9(4) . . ?
C9 C7 C6 117.0(4) . . ?
C6 C7 C8 120.1(4) . . ?
C16B C13 P1 119.6(8) . . ?
C16B C13 C17B 109.5(8) . . ?
C16B C13 C15B 111.6(8) . . ?
C17B C13 P1 102.8(5) . . ?
C15B C13 P1 105.3(4) . . ?
C15B C13 C17B 107.2(6) . . ?
C17A C13 P1 111.7(9) . . ?
C17A C13 C16A 108.6(14) . . ?
C17A C13 C15A 111.0(11) . . ?
C16A C13 P1 115.2(14) . . ?
C16A C13 C15A 102.6(11) . . ?
C15A C13 P1 107.4(6) . . ?
C10 C12 H12 118.7 . . ?
C5 C12 C10 122.6(4) . . ?
C5 C12 H12 118.7 . . ?
C12 C5 C6 118.9(4) . . ?
C12 C5 C4 120.9(5) . . ?
C6 C5 C4 120.1(5) . . ?
C7 C6 H6 119.1 . . ?
C5 C6 C7 121.8(4) . . ?
C5 C6 H6 119.1 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C20B C14 P1 103.2(6) . . ?
C19B C14 P1 106.3(5) . . ?
C19B C14 C20B 97.4(8) . . ?
C18B C14 P1 121.1(7) . . ?
C18B C14 C20B 110.3(9) . . ?
C18B C14 C19B 115.4(8) . . ?
C18A C14 P1 116.1(5) . . ?
C18A C14 C20A 104.1(6) . . ?
C19A C14 P1 112.2(7) . . ?
C19A C14 C18A 113.0(8) . . ?
C19A C14 C20A 100.7(8) . . ?
C20A C14 P1 109.2(4) . . ?
C13 C16B H16A 109.5 . . ?
C13 C16B H16B 109.5 . . ?
C13 C16B H16C 109.5 . . ?
H16A C16B H16B 109.5 . . ?
H16A C16B H16C 109.5 . . ?
H16B C16B H16C 109.5 . . ?
C13 C17B H17A 109.5 . . ?
C13 C17B H17B 109.5 . . ?
C13 C17B H17C 109.5 . . ?
H17A C17B H17B 109.5 . . ?
H17A C17B H17C 109.5 . . ?
H17B C17B H17C 109.5 . . ?
C5 C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
C5 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C14 C20B H20A 109.5 . . ?
C14 C20B H20B 109.5 . . ?
C14 C20B H20C 109.5 . . ?
H20A C20B H20B 109.5 . . ?
H20A C20B H20C 109.5 . . ?
H20B C20B H20C 109.5 . . ?
C14 C19B H19A 109.5 . . ?
C14 C19B H19B 109.5 . . ?
C14 C19B H19C 109.5 . . ?
H19A C19B H19B 109.5 . . ?
H19A C19B H19C 109.5 . . ?
H19B C19B H19C 109.5 . . ?
C14 C18B H18A 109.5 . . ?
C14 C18B H18B 109.5 . . ?
C14 C18B H18C 109.5 . . ?
H18A C18B H18B 109.5 . . ?
H18A C18B H18C 109.5 . . ?
H18B C18B H18C 109.5 . . ?
C13 C15B H15A 109.5 . . ?
C13 C15B H15B 109.5 . . ?
C13 C15B H15C 109.5 . . ?
H15A C15B H15B 109.5 . . ?
H15A C15B H15C 109.5 . . ?
H15B C15B H15C 109.5 . . ?
C13 C17A H17D 109.5 . . ?
C13 C17A H17E 109.5 . . ?
C13 C17A H17F 109.5 . . ?
H17D C17A H17E 109.5 . . ?
H17D C17A H17F 109.5 . . ?
H17E C17A H17F 109.5 . . ?
C13 C16A H16D 109.5 . . ?
C13 C16A H16E 109.5 . . ?
C13 C16A H16F 109.5 . . ?
H16D C16A H16E 109.5 . . ?
H16D C16A H16F 109.5 . . ?
H16E C16A H16F 109.5 . . ?
C13 C15A H15D 109.5 . . ?
C13 C15A H15E 109.5 . . ?
C13 C15A H15F 109.5 . . ?
H15D C15A H15E 109.5 . . ?
H15D C15A H15F 109.5 . . ?
H15E C15A H15F 109.5 . . ?
C14 C18A H18D 109.5 . . ?
C14 C18A H18E 109.5 . . ?
C14 C18A H18F 109.5 . . ?
H18D C18A H18E 109.5 . . ?
H18D C18A H18F 109.5 . . ?
H18E C18A H18F 109.5 . . ?
C14 C19A H19D 109.5 . . ?
C14 C19A H19E 109.5 . . ?
C14 C19A H19F 109.5 . . ?
H19D C19A H19E 109.5 . . ?
H19D C19A H19F 109.5 . . ?
H19E C19A H19F 109.5 . . ?
C14 C20A H20D 109.5 . . ?
C14 C20A H20E 109.5 . . ?
C14 C20A H20F 109.5 . . ?
H20D C20A H20E 109.5 . . ?
H20D C20A H20F 109.5 . . ?
H20E C20A H20F 109.5 . . ?
O3 S2 O5 115.5 . . ?
O3 S2 C15 102.4 . . ?
O4 S2 O3 115.5 . . ?
O4 S2 O5 115.5 . . ?
O4 S2 C15 102.4 . . ?
O5 S2 C15 102.4 . . ?
F7 C15 S2 111.9 . . ?
F7 C15 F9 107.0 . . ?
F8 C15 S2 111.9 . . ?
F8 C15 F7 107.0 . . ?
F8 C15 F9 107.0 . . ?
F9 C15 S2 111.9 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.468
_oxdiff_exptl_absorpt_empirical_full_min 0.753
####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1942490'
loop_
_audit_author_name
_audit_author_address
'Marco Baron'
;University of Padova
Italy
;
_audit_update_record             
;
2019-09-27 deposited with the CCDC.	2019-10-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H37 Au Cl N2 O P'
_chemical_formula_weight         620.93

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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                   9.9549(18)
_cell_length_b                   14.877(3)
_cell_length_c                   17.809(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.370(2)
_cell_angle_gamma                90
_cell_volume                     2621.2(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    999
_cell_measurement_theta_min      5
_cell_measurement_theta_max      25

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.573
_exptl_crystal_F_000             1232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    5.791
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3378
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_process_details   'Bruker APEX II SADABS'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX II'
_diffrn_measurement_method       omega-scan
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            40830
_diffrn_reflns_av_unetI/netI     0.0764
_diffrn_reflns_av_R_equivalents  0.0899
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.788
_diffrn_reflns_theta_max         30.518
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7944
_reflns_number_gt                4935
_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       'APEX-3 (2015)'
_computing_cell_refinement       'APEX-3 (2015)'
_computing_data_reduction        'SAINT (2015)'
_computing_structure_solution    'SHELXT-2014/7 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    'Mercury CSD 3.10.1'
_computing_publication_material  
'PARST M. Nardelli, J.Appl.Crystallogr.1995,28,659'
_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)+(0.0270P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7944
_refine_ls_number_parameters     272
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0795
_refine_ls_R_factor_gt           0.0399
_refine_ls_wR_factor_ref         0.1061
_refine_ls_wR_factor_gt          0.0923
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.004
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7603(5) 0.5105(2) 0.3171(2) 0.0333(9) Uani 1 1 d . . . . .
C2 C 0.9790(4) 0.5513(3) 0.3446(2) 0.0406(10) Uani 1 1 d . . . . .
H2 H 1.0557 0.5823 0.3649 0.049 Uiso 1 1 calc R U . . .
C3 C 0.9753(5) 0.4785(3) 0.2988(3) 0.0421(11) Uani 1 1 d . . . . .
H3 H 1.0488 0.4503 0.2809 0.051 Uiso 1 1 calc R U . . .
C4 C 0.7972(4) 0.3790(3) 0.2360(2) 0.0362(9) Uani 1 1 d . . . . .
C5 C 0.7719(4) 0.3941(3) 0.1582(2) 0.0453(10) Uani 1 1 d . . . . .
C6 C 0.7397(5) 0.3197(4) 0.1126(3) 0.0611(13) Uani 1 1 d . . . . .
H6 H 0.7217 0.3269 0.0606 0.073 Uiso 1 1 calc R U . . .
C7 C 0.7344(5) 0.2351(4) 0.1439(3) 0.0612(14) Uani 1 1 d . . . . .
H7 H 0.7157 0.1855 0.1127 0.073 Uiso 1 1 calc R U . . .
C8 C 0.7562(5) 0.2235(3) 0.2203(3) 0.0541(12) Uani 1 1 d . . . . .
H8 H 0.7486 0.1663 0.2403 0.065 Uiso 1 1 calc R U . . .
C9 C 0.7892(5) 0.2948(3) 0.2686(2) 0.0439(10) Uani 1 1 d . . . . .
C10 C 0.8139(6) 0.2796(3) 0.3532(3) 0.0642(15) Uani 1 1 d . . . . .
H10 H 0.8560 0.3340 0.3762 0.077 Uiso 1 1 calc R U . . .
C11 C 0.9057(6) 0.2014(4) 0.3763(4) 0.0813(17) Uani 1 1 d . . . . .
H11A H 0.8628 0.1464 0.3585 0.122 Uiso 1 1 calc R U . . .
H11B H 0.9237 0.1996 0.4303 0.122 Uiso 1 1 calc R U . . .
H11C H 0.9892 0.2083 0.3546 0.122 Uiso 1 1 calc R U . . .
C12 C 0.6753(7) 0.2674(5) 0.3838(4) 0.116(3) Uani 1 1 d . . . . .
H12A H 0.6349 0.2120 0.3652 0.174 Uiso 1 1 calc R U . . .
H12B H 0.6171 0.3167 0.3672 0.174 Uiso 1 1 calc R U . . .
H12C H 0.6880 0.2661 0.4380 0.174 Uiso 1 1 calc R U . . .
C13 C 0.7775(7) 0.4861(3) 0.1240(3) 0.0609(15) Uani 1 1 d . . . . .
H13 H 0.8061 0.5279 0.1653 0.073 Uiso 1 1 calc R U . . .
C14 C 0.8817(11) 0.4926(4) 0.0674(5) 0.113(4) Uani 1 1 d . . . . .
H14A H 0.8553 0.4540 0.0251 0.169 Uiso 1 1 calc R U . . .
H14B H 0.9685 0.4743 0.0913 0.169 Uiso 1 1 calc R U . . .
H14C H 0.8866 0.5535 0.0501 0.169 Uiso 1 1 calc R U . . .
C15 C 0.6403(10) 0.5175(5) 0.0880(6) 0.123(3) Uani 1 1 d . . . . .
H15A H 0.6125 0.4812 0.0445 0.184 Uiso 1 1 calc R U . . .
H15B H 0.6461 0.5792 0.0730 0.184 Uiso 1 1 calc R U . . .
H15C H 0.5755 0.5119 0.1238 0.184 Uiso 1 1 calc R U . . .
C16 C 0.7506(5) 0.7521(3) 0.3518(2) 0.0431(10) Uani 1 1 d . . . . .
C17 C 0.8620(6) 0.7728(4) 0.2996(3) 0.0740(17) Uani 1 1 d . . . . .
H17A H 0.8751 0.7211 0.2689 0.111 Uiso 1 1 calc R U . . .
H17B H 0.9451 0.7869 0.3299 0.111 Uiso 1 1 calc R U . . .
H17C H 0.8346 0.8230 0.2676 0.111 Uiso 1 1 calc R U . . .
C18 C 0.6216(5) 0.7302(3) 0.3023(3) 0.0636(14) Uani 1 1 d . . . . .
H18A H 0.5507 0.7188 0.3334 0.095 Uiso 1 1 calc R U . . .
H18B H 0.6354 0.6778 0.2726 0.095 Uiso 1 1 calc R U . . .
H18C H 0.5969 0.7800 0.2693 0.095 Uiso 1 1 calc R U . . .
C19 C 0.7298(7) 0.8345(3) 0.4002(3) 0.0779(17) Uani 1 1 d . . . . .
H19A H 0.7114 0.8860 0.3681 0.117 Uiso 1 1 calc R U . . .
H19B H 0.8099 0.8452 0.4341 0.117 Uiso 1 1 calc R U . . .
H19C H 0.6548 0.8243 0.4287 0.117 Uiso 1 1 calc R U . . .
C20 C 0.7190(5) 0.6224(3) 0.4886(2) 0.0446(10) Uani 1 1 d . . . . .
C21 C 0.7582(6) 0.6820(4) 0.5580(2) 0.0743(16) Uani 1 1 d . . . . .
H21A H 0.7303 0.7427 0.5467 0.111 Uiso 1 1 calc R U . . .
H21B H 0.8544 0.6802 0.5708 0.111 Uiso 1 1 calc R U . . .
H21C H 0.7144 0.6603 0.5998 0.111 Uiso 1 1 calc R U . . .
C22 C 0.5645(5) 0.6272(3) 0.4692(2) 0.0567(13) Uani 1 1 d . . . . .
H22A H 0.5213 0.6001 0.5091 0.085 Uiso 1 1 calc R U . . .
H22B H 0.5389 0.5956 0.4228 0.085 Uiso 1 1 calc R U . . .
H22C H 0.5371 0.6889 0.4636 0.085 Uiso 1 1 calc R U . . .
C23 C 0.7616(7) 0.5248(3) 0.5069(3) 0.0633(15) Uani 1 1 d . . . . .
H23A H 0.7265 0.5062 0.5525 0.095 Uiso 1 1 calc R U . . .
H23B H 0.8585 0.5208 0.5135 0.095 Uiso 1 1 calc R U . . .
H23C H 0.7265 0.4863 0.4661 0.095 Uiso 1 1 calc R U . . .
Au Au 0.56074(2) 0.49911(2) 0.30306(2) 0.03631(7) Uani 1 1 d . . . . .
Cl Cl 0.33214(14) 0.48414(8) 0.28285(9) 0.0573(3) Uani 1 1 d . . . . .
N1 N 0.8460(3) 0.5707(2) 0.35523(16) 0.0350(7) Uani 1 1 d . . . . .
N2 N 0.8417(3) 0.4543(2) 0.28378(16) 0.0331(7) Uani 1 1 d . . . . .
O O 0.9586(3) 0.6859(2) 0.45034(17) 0.0550(8) Uani 1 1 d . . . . .
P P 0.82162(12) 0.66261(7) 0.41546(6) 0.0392(2) 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
C1 N2 1.347(5) . ?
C1 N1 1.364(5) . ?
C1 Au 1.982(5) . ?
C2 C3 1.354(6) . ?
C2 N1 1.389(5) . ?
C2 H2 0.9300 . ?
C3 N2 1.375(6) . ?
C3 H3 0.9300 . ?
C4 C9 1.388(5) . ?
C4 C5 1.399(5) . ?
C4 N2 1.446(5) . ?
C5 C6 1.389(6) . ?
C5 C13 1.502(6) . ?
C6 C7 1.380(7) . ?
C6 H6 0.9300 . ?
C7 C8 1.364(7) . ?
C7 H7 0.9300 . ?
C8 C9 1.382(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.516(6) . ?
C10 C11 1.508(7) . ?
C10 C12 1.549(8) . ?
C10 H10 0.9800 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C15 1.517(11) . ?
C13 C14 1.527(10) . ?
C13 H13 0.9800 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C18 1.511(7) . ?
C16 C19 1.526(6) . ?
C16 C17 1.555(6) . ?
C16 P 1.839(5) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C23 1.537(6) . ?
C20 C21 1.536(6) . ?
C20 C22 1.540(6) . ?
C20 P 1.842(4) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
Au Cl 2.2751(14) . ?
N1 P 1.772(3) . ?
O P 1.476(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C1 N1 104.7(4) . . ?
N2 C1 Au 122.3(3) . . ?
N1 C1 Au 133.0(3) . . ?
C3 C2 N1 106.6(4) . . ?
C3 C2 H2 126.7 . . ?
N1 C2 H2 126.7 . . ?
C2 C3 N2 106.7(4) . . ?
C2 C3 H3 126.7 . . ?
N2 C3 H3 126.7 . . ?
C9 C4 C5 123.2(4) . . ?
C9 C4 N2 118.8(3) . . ?
C5 C4 N2 117.9(4) . . ?
C6 C5 C4 117.1(4) . . ?
C6 C5 C13 120.4(4) . . ?
C4 C5 C13 122.5(4) . . ?
C7 C6 C5 120.5(5) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C8 C7 C6 120.6(4) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C7 C8 C9 121.7(5) . . ?
C7 C8 H8 119.2 . . ?
C9 C8 H8 119.2 . . ?
C8 C9 C4 116.9(4) . . ?
C8 C9 C10 120.4(4) . . ?
C4 C9 C10 122.7(4) . . ?
C11 C10 C9 114.3(4) . . ?
C11 C10 C12 110.6(4) . . ?
C9 C10 C12 108.3(5) . . ?
C11 C10 H10 107.8 . . ?
C9 C10 H10 107.8 . . ?
C12 C10 H10 107.8 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C5 C13 C15 112.3(5) . . ?
C5 C13 C14 112.6(5) . . ?
C15 C13 C14 110.3(6) . . ?
C5 C13 H13 107.1 . . ?
C15 C13 H13 107.1 . . ?
C14 C13 H13 107.1 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C18 C16 C19 110.1(4) . . ?
C18 C16 C17 108.1(4) . . ?
C19 C16 C17 109.2(4) . . ?
C18 C16 P 116.6(3) . . ?
C19 C16 P 107.5(3) . . ?
C17 C16 P 105.1(3) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C23 C20 C21 109.6(4) . . ?
C23 C20 C22 109.7(4) . . ?
C21 C20 C22 108.2(4) . . ?
C23 C20 P 107.2(3) . . ?
C21 C20 P 105.7(3) . . ?
C22 C20 P 116.4(3) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C1 Au Cl 178.01(11) . . ?
C1 N1 C2 110.4(3) . . ?
C1 N1 P 133.5(3) . . ?
C2 N1 P 116.1(3) . . ?
C1 N2 C3 111.6(3) . . ?
C1 N2 C4 125.5(3) . . ?
C3 N2 C4 122.9(3) . . ?
O P N1 104.72(17) . . ?
O P C16 111.3(2) . . ?
N1 P C16 104.76(17) . . ?
O P C20 109.74(19) . . ?
N1 P C20 107.51(17) . . ?
C16 P C20 117.8(2) . . ?

_refine_diff_density_max         2.152
_refine_diff_density_min         -1.822
_refine_diff_density_rms         0.147

####################################################################### 
# 
# 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_7
_database_code_depnum_ccdc_archive 'CCDC 1942491'
loop_
_audit_author_name
_audit_author_address
'Marco Baron'
;University of Padova
Italy
;
_audit_update_record             
;
2019-09-27 deposited with the CCDC.	2019-10-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H37 Au Cl3 N2 O P'
_chemical_formula_weight         691.83

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   9.9566(4)
_cell_length_b                   21.0444(8)
_cell_length_c                   13.5564(6)
_cell_angle_alpha                90
_cell_angle_beta                 104.009(2)
_cell_angle_gamma                90
_cell_volume                     2756.0(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    999
_cell_measurement_theta_min      5
_cell_measurement_theta_max      25

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.667
_exptl_crystal_F_000             1368
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    5.704
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4751
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   'Bruker APEX II SADABS'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX II'
_diffrn_measurement_method       omega-scan
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            52984
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_av_R_equivalents  0.0568
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.862
_diffrn_reflns_theta_max         30.527
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8422
_reflns_number_gt                7130
_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       'APEX-3 (2015)'
_computing_cell_refinement       'APEX-3 (2015)'
_computing_data_reduction        'SAINT (2015)'
_computing_structure_solution    'SHELXT-2014/7 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    'Mercury CSD 3.10.1'
_computing_publication_material  
'PARST M. Nardelli, J.Appl.Crystallogr.1995,28,659'
_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)+(0.0578P)²+1.7997P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8422
_refine_ls_number_parameters     290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0303
_refine_ls_wR_factor_ref         0.0932
_refine_ls_wR_factor_gt          0.0851
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6587(3) 0.71673(14) 0.4573(2) 0.0225(5) Uani 1 1 d . . . . .
C2 C 0.5970(4) 0.77850(17) 0.3200(2) 0.0311(7) Uani 1 1 d . . . . .
H2 H 0.5876 0.8145 0.2766 0.037 Uiso 1 1 calc R U . . .
C3 C 0.5402(3) 0.72152(16) 0.2952(2) 0.0295(6) Uani 1 1 d . . . . .
H3 H 0.4832 0.7093 0.2312 0.035 Uiso 1 1 calc R U . . .
C4 C 0.5415(3) 0.61702(15) 0.3793(2) 0.0283(6) Uani 1 1 d . . . . .
C5 C 0.4095(4) 0.60089(18) 0.3904(3) 0.0360(7) Uani 1 1 d . . . . .
C6 C 0.3729(5) 0.5359(2) 0.3785(4) 0.0502(10) Uani 1 1 d . . . . .
H6 H 0.2853 0.5225 0.3871 0.060 Uiso 1 1 calc R U . . .
C7 C 0.4611(5) 0.4923(2) 0.3550(4) 0.0567(12) Uani 1 1 d . . . . .
H7 H 0.4332 0.4491 0.3459 0.068 Uiso 1 1 calc R U . . .
C8 C 0.5888(5) 0.50946(19) 0.3443(4) 0.0497(10) Uani 1 1 d . . . . .
H8 H 0.6489 0.4779 0.3290 0.060 Uiso 1 1 calc R U . . .
C9 C 0.6329(4) 0.57227(17) 0.3552(3) 0.0351(7) Uani 1 1 d . . . . .
C10 C 0.7718(4) 0.5906(2) 0.3360(3) 0.0401(8) Uani 1 1 d . . . . .
H10 H 0.8032 0.6306 0.3747 0.048 Uiso 1 1 calc R U . . .
C11 C 0.8825(5) 0.5403(2) 0.3722(4) 0.0570(12) Uani 1 1 d . . . . .
H11A H 0.8917 0.5319 0.4447 0.086 Uiso 1 1 calc R U . . .
H11B H 0.9711 0.5554 0.3619 0.086 Uiso 1 1 calc R U . . .
H11C H 0.8559 0.5010 0.3335 0.086 Uiso 1 1 calc R U . . .
C12 C 0.7568(6) 0.6046(3) 0.2224(4) 0.0612(13) Uani 1 1 d . . . . .
H12A H 0.7180 0.5673 0.1822 0.092 Uiso 1 1 calc R U . . .
H12B H 0.8479 0.6143 0.2107 0.092 Uiso 1 1 calc R U . . .
H12C H 0.6950 0.6410 0.2021 0.092 Uiso 1 1 calc R U . . .
C13 C 0.3055(4) 0.6492(2) 0.4076(3) 0.0386(8) Uani 1 1 d . . . . .
H13 H 0.3543 0.6909 0.4235 0.046 Uiso 1 1 calc R U . . .
C14 C 0.1917(5) 0.6574(3) 0.3105(4) 0.0529(11) Uani 1 1 d . . . . .
H14A H 0.2316 0.6745 0.2567 0.079 Uiso 1 1 calc R U . . .
H14B H 0.1214 0.6868 0.3231 0.079 Uiso 1 1 calc R U . . .
H14C H 0.1489 0.6161 0.2892 0.079 Uiso 1 1 calc R U . . .
C15 C 0.2442(5) 0.6315(2) 0.4971(3) 0.0523(11) Uani 1 1 d . . . . .
H15A H 0.1970 0.5904 0.4837 0.079 Uiso 1 1 calc R U . . .
H15B H 0.1776 0.6641 0.5056 0.079 Uiso 1 1 calc R U . . .
H15C H 0.3185 0.6287 0.5593 0.079 Uiso 1 1 calc R U . . .
C16 C 0.9142(4) 0.84543(18) 0.4188(3) 0.0374(8) Uani 1 1 d . . . . .
C17 C 1.0079(5) 0.7871(3) 0.4479(5) 0.0647(15) Uani 1 1 d . . . . .
H17A H 0.9592 0.7491 0.4159 0.097 Uiso 1 1 calc R U . . .
H17B H 1.0315 0.7819 0.5220 0.097 Uiso 1 1 calc R U . . .
H17C H 1.0928 0.7930 0.4246 0.097 Uiso 1 1 calc R U . . .
C18 C 0.8662(5) 0.8497(3) 0.3030(4) 0.0586(12) Uani 1 1 d . . . . .
H18A H 0.7924 0.8814 0.2843 0.088 Uiso 1 1 calc R U . . .
H18B H 0.8312 0.8082 0.2754 0.088 Uiso 1 1 calc R U . . .
H18C H 0.9443 0.8622 0.2750 0.088 Uiso 1 1 calc R U . . .
C19 C 0.9990(5) 0.9052(3) 0.4586(5) 0.0619(13) Uani 1 1 d . . . . .
H19A H 1.0849 0.9052 0.4354 0.093 Uiso 1 1 calc R U . . .
H19B H 1.0213 0.9054 0.5331 0.093 Uiso 1 1 calc R U . . .
H19C H 0.9449 0.9432 0.4327 0.093 Uiso 1 1 calc R U . . .
C20 C 0.6609(4) 0.90540(16) 0.4836(3) 0.0336(7) Uani 1 1 d . . . . .
C21 C 0.6178(5) 0.9397(2) 0.3815(3) 0.0487(10) Uani 1 1 d . . . . .
H21A H 0.5587 0.9760 0.3877 0.073 Uiso 1 1 calc R U . . .
H21B H 0.5665 0.9104 0.3298 0.073 Uiso 1 1 calc R U . . .
H21C H 0.7005 0.9548 0.3614 0.073 Uiso 1 1 calc R U . . .
C22 C 0.7376(5) 0.9507(2) 0.5669(4) 0.0566(12) Uani 1 1 d . . . . .
H22A H 0.6746 0.9845 0.5770 0.085 Uiso 1 1 calc R U . . .
H22B H 0.8169 0.9694 0.5465 0.085 Uiso 1 1 calc R U . . .
H22C H 0.7702 0.9271 0.6305 0.085 Uiso 1 1 calc R U . . .
C23 C 0.5321(4) 0.8812(2) 0.5143(3) 0.0430(9) Uani 1 1 d . . . . .
H23A H 0.5592 0.8620 0.5821 0.064 Uiso 1 1 calc R U . . .
H23B H 0.4855 0.8493 0.4651 0.064 Uiso 1 1 calc R U . . .
H23C H 0.4689 0.9168 0.5154 0.064 Uiso 1 1 calc R U . . .
N1 N 0.6726(3) 0.77579(12) 0.42118(19) 0.0242(5) Uani 1 1 d . . . . .
N2 N 0.5802(3) 0.68359(12) 0.3805(2) 0.0243(5) Uani 1 1 d . . . . .
O O 0.8322(3) 0.81442(10) 0.59305(19) 0.0305(5) Uani 1 1 d . . . . .
P P 0.77768(9) 0.83647(4) 0.48797(6) 0.02448(15) Uani 1 1 d . . . . .
Cl1 Cl 0.51123(10) 0.72932(6) 0.62073(8) 0.0461(2) Uani 1 1 d . . . . .
Cl2 Cl 0.91920(10) 0.64559(5) 0.58427(7) 0.0457(2) Uani 1 1 d . . . . .
Cl3 Cl 0.76171(11) 0.65096(5) 0.76838(7) 0.0468(2) Uani 1 1 d . . . . .
Au01 Au 0.71446(2) 0.68660(2) 0.60232(2) 0.02625(5) 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
C1 N2 1.337(4) . ?
C1 N1 1.355(4) . ?
C1 Au01 2.012(3) . ?
C2 C3 1.334(5) . ?
C2 N1 1.397(4) . ?
C2 H2 0.9500 . ?
C3 N2 1.383(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.400(5) . ?
C4 C9 1.402(5) . ?
C4 N2 1.452(4) . ?
C5 C6 1.414(6) . ?
C5 C13 1.509(5) . ?
C6 C7 1.361(7) . ?
C6 H6 0.9500 . ?
C7 C8 1.363(7) . ?
C7 H7 0.9500 . ?
C8 C9 1.389(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.518(6) . ?
C10 C11 1.522(6) . ?
C10 C12 1.539(6) . ?
C10 H10 1.0000 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.524(6) . ?
C13 C15 1.531(5) . ?
C13 H13 1.0000 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C18 1.529(6) . ?
C16 C17 1.535(6) . ?
C16 C19 1.539(6) . ?
C16 P 1.839(4) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C23 1.528(6) . ?
C20 C21 1.529(5) . ?
C20 C22 1.532(6) . ?
C20 P 1.851(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
N1 P 1.757(3) . ?
O P 1.471(3) . ?
Cl1 Au01 2.2825(10) . ?
Cl2 Au01 2.2807(10) . ?
Cl3 Au01 2.3106(9) . ?

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
N2 C1 N1 106.8(3) . . ?
N2 C1 Au01 124.6(2) . . ?
N1 C1 Au01 127.9(2) . . ?
C3 C2 N1 107.8(3) . . ?
C3 C2 H2 126.1 . . ?
N1 C2 H2 126.1 . . ?
C2 C3 N2 106.8(3) . . ?
C2 C3 H3 126.6 . . ?
N2 C3 H3 126.6 . . ?
C5 C4 C9 122.8(3) . . ?
C5 C4 N2 119.1(3) . . ?
C9 C4 N2 117.7(3) . . ?
C4 C5 C6 116.4(4) . . ?
C4 C5 C13 123.4(3) . . ?
C6 C5 C13 120.1(4) . . ?
C7 C6 C5 121.1(4) . . ?
C7 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C6 C7 C8 121.1(4) . . ?
C6 C7 H7 119.4 . . ?
C8 C7 H7 119.4 . . ?
C7 C8 C9 121.3(4) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 H8 119.3 . . ?
C8 C9 C4 117.3(4) . . ?
C8 C9 C10 120.1(4) . . ?
C4 C9 C10 122.6(3) . . ?
C9 C10 C11 112.7(4) . . ?
C9 C10 C12 110.4(4) . . ?
C11 C10 C12 110.1(4) . . ?
C9 C10 H10 107.8 . . ?
C11 C10 H10 107.8 . . ?
C12 C10 H10 107.8 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C5 C13 C14 109.7(3) . . ?
C5 C13 C15 112.2(4) . . ?
C14 C13 C15 110.8(3) . . ?
C5 C13 H13 108.0 . . ?
C14 C13 H13 108.0 . . ?
C15 C13 H13 108.0 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C18 C16 C17 109.3(4) . . ?
C18 C16 C19 108.7(4) . . ?
C17 C16 C19 108.4(4) . . ?
C18 C16 P 116.4(3) . . ?
C17 C16 P 105.3(3) . . ?
C19 C16 P 108.4(3) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C23 C20 C21 109.5(3) . . ?
C23 C20 C22 107.9(4) . . ?
C21 C20 C22 110.8(4) . . ?
C23 C20 P 107.0(2) . . ?
C21 C20 P 115.8(3) . . ?
C22 C20 P 105.5(3) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C1 N1 C2 108.3(3) . . ?
C1 N1 P 125.5(2) . . ?
C2 N1 P 126.1(2) . . ?
C1 N2 C3 110.2(3) . . ?
C1 N2 C4 128.0(3) . . ?
C3 N2 C4 121.7(3) . . ?
O P N1 107.70(13) . . ?
O P C16 112.39(18) . . ?
N1 P C16 103.49(16) . . ?
O P C20 111.08(15) . . ?
N1 P C20 105.20(15) . . ?
C16 P C20 116.08(18) . . ?
C1 Au01 Cl2 93.25(9) . . ?
C1 Au01 Cl1 86.59(9) . . ?
Cl2 Au01 Cl1 179.02(4) . . ?
C1 Au01 Cl3 175.86(9) . . ?
Cl2 Au01 Cl3 90.30(4) . . ?
Cl1 Au01 Cl3 89.89(4) . . ?

_refine_diff_density_max         3.254
_refine_diff_density_min         -1.632
_refine_diff_density_rms         0.123

####################################################################### 
# 
# 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_pseudo-10
_database_code_depnum_ccdc_archive 'CCDC 1942492'
loop_
_audit_author_name
_audit_author_address
'Marco Baron'
;University of Padova
Italy
;
_audit_update_record             
;
2019-09-27 deposited with the CCDC.	2019-10-09 downloaded from the CCDC.
;
_audit_creation_date             2019-07-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C20 H31 Au Br1.95 Cl1.05 N2 O P), C2 H3 N'
_chemical_formula_sum            'C42 H65 Au2 Br3.88 Cl2.12 N5 O2 P2'
_chemical_formula_weight         1513.06
_chemical_melting_point          ?
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   22.602(2)
_cell_length_b                   15.0955(14)
_cell_length_c                   15.1623(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5173.1(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9363
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.32
_cell_measurement_theta_min      2.62
_shelx_estimated_absorpt_T_max   0.251
_shelx_estimated_absorpt_T_min   0.105
_exptl_absorpt_coefficient_mu    8.872
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.7023
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1278 before and 0.0765 after correction.
The Ratio of minimum to maximum transmission is 0.4260.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.943
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             2911
_exptl_crystal_size_max          0.464
_exptl_crystal_size_mid          0.354
_exptl_crystal_size_min          0.215
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0872
_diffrn_reflns_av_unetI/netI     0.0492
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            62675
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.874
_diffrn_reflns_theta_min         2.622
_diffrn_ambient_temperature      99.99
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Apex-II CCD'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4860
_reflns_number_total             6166
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_collection       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'APEX3 (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.400
_refine_diff_density_min         -1.055
_refine_diff_density_rms         0.164
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     320
_refine_ls_number_reflns         6166
_refine_ls_number_restraints     54
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0327
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0092P)²+16.6386P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0560
_refine_ls_wR_factor_ref         0.0608
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Au1 \\sim Br2 \\sim Br3 \\sim Br1 \\sim Cl2 \\sim Cl3 \\sim Cl1: within 2A with
sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(Cl2) \\sim Ueq, Uanis(Cl3) \\sim Ueq, Uanis(Cl1) \\sim Ueq, Uanis(Br2)
\\sim Ueq, Uanis(Br3) \\sim Ueq, Uanis(Br1) \\sim Ueq: with sigma of 0.001 and
sigma for terminal atoms of 0.002
3. Others
 Sof(Cl2)=1-FVAR(1)
 Sof(Br2)=FVAR(1)
 Sof(Cl3)=1-FVAR(2)
 Sof(Br3)=FVAR(2)
 Sof(Cl1)=1-FVAR(3)
 Sof(Br1)=FVAR(3)
 Fixed Sof: N3(0.5) C22(0.5) H22A(0.5) H22B(0.5) H22C(0.5) C21(0.5)
4.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C2(H2), C3(H3), C6(H6)
4.b Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C10(H10A,H10B,H10C), C14(H14A,H14B,H14C), C12(H12A,H12B,
 H12C), C16(H16A,H16B,H16C), C11(H11A,H11B,H11C), C18(H18A,H18B,H18C), C20(H20A,
 H20B,H20C), C15(H15A,H15B,H15C), C19(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.68591(2) 0.33349(2) 0.41833(2) 0.00994(5) Uani 1 1 d . U . . .
Br2 Br 0.6244(3) 0.2074(6) 0.4552(5) 0.0143(9) Uani 0.289(4) 1 d . U P A 1
Cl2 Cl 0.6338(3) 0.2095(6) 0.4667(4) 0.0150(9) Uani 0.711(4) 1 d . U P A 2
Br3 Br 0.66751(7) 0.28946(11) 0.26775(14) 0.0187(3) Uani 0.813(4) 1 d . U P A 3
Cl3 Cl 0.6582(9) 0.3009(15) 0.2705(17) 0.0194(12) Uani 0.187(4) 1 d . U P A 4
Br1 Br 0.70480(11) 0.37158(19) 0.5699(2) 0.0215(4) Uani 0.844(4) 1 d . U P A 5
Cl1 Cl 0.6969(17) 0.379(3) 0.567(3) 0.0204(12) Uani 0.156(4) 1 d . U P A 6
N3 N 1.0093(6) 0.6080(7) 0.2914(9) 0.068(4) Uani 0.5 1 d . . P B -1
C22 C 0.9999(19) 0.7646(9) 0.232(3) 0.097(14) Uani 0.5 1 d . . P B -1
H22A H 1.034220 0.779875 0.195130 0.146 Uiso 0.5 1 calc GR . P B -1
H22B H 0.997598 0.805368 0.281824 0.146 Uiso 0.5 1 calc GR . P B -1
H22C H 0.963769 0.769343 0.196321 0.146 Uiso 0.5 1 calc GR . P B -1
C21 C 1.006(2) 0.6756(8) 0.263(3) 0.042(7) Uani 0.5 1 d . . P B -1
P1 P 0.83926(5) 0.36289(7) 0.35458(8) 0.0114(2) Uani 1 1 d . . . . .
O1 O 0.80663(12) 0.28129(18) 0.3766(2) 0.0133(6) Uani 1 1 d . . . . .
N1 N 0.70634(15) 0.5233(2) 0.3723(2) 0.0095(7) Uani 1 1 d . . . . .
N2 N 0.78795(15) 0.4509(2) 0.3576(2) 0.0102(7) Uani 1 1 d . . . . .
C1 C 0.73044(18) 0.4429(3) 0.3798(3) 0.0090(8) Uani 1 1 d . . . . .
C9 C 0.60018(18) 0.5391(3) 0.3399(3) 0.0123(9) Uani 1 1 d . . . . .
C8 C 0.54462(19) 0.5636(3) 0.3700(3) 0.0155(10) Uani 1 1 d . . . . .
H8 H 0.511631 0.557214 0.331711 0.019 Uiso 1 1 calc R . . . .
C4 C 0.64674(18) 0.5482(3) 0.3988(3) 0.0099(9) Uani 1 1 d . . . . .
C2 C 0.74791(18) 0.5839(3) 0.3436(3) 0.0130(9) Uani 1 1 d . . . . .
H2 H 0.741627 0.645233 0.332911 0.016 Uiso 1 1 calc R . . . .
C3 C 0.79851(19) 0.5397(3) 0.3340(3) 0.0153(9) Uani 1 1 d . . . . .
H3 H 0.835118 0.563791 0.314619 0.018 Uiso 1 1 calc R . . . .
C10 C 0.6931(2) 0.6074(3) 0.5391(3) 0.0190(10) Uani 1 1 d . . . . .
H10A H 0.721379 0.558288 0.536992 0.028 Uiso 1 1 calc GR . . . .
H10B H 0.680293 0.616933 0.600082 0.028 Uiso 1 1 calc GR . . . .
H10C H 0.712018 0.661385 0.516744 0.028 Uiso 1 1 calc GR . . . .
C5 C 0.64041(19) 0.5856(3) 0.4829(3) 0.0118(9) Uani 1 1 d . . . . .
C7 C 0.53547(19) 0.5970(3) 0.4542(3) 0.0166(10) Uani 1 1 d . . . . .
C6 C 0.5837(2) 0.6083(3) 0.5089(3) 0.0162(10) Uani 1 1 d . . . . .
H6 H 0.577751 0.632484 0.566080 0.019 Uiso 1 1 calc R . . . .
C14 C 0.8108(2) 0.3708(4) 0.1808(3) 0.0271(12) Uani 1 1 d . . . . .
H14A H 0.781456 0.326162 0.197867 0.041 Uiso 1 1 calc GR . . . .
H14B H 0.822267 0.361621 0.119172 0.041 Uiso 1 1 calc GR . . . .
H14C H 0.793759 0.430059 0.187668 0.041 Uiso 1 1 calc GR . . . .
C13 C 0.8655(2) 0.3621(3) 0.2399(3) 0.0183(10) Uani 1 1 d . . . . .
C12 C 0.6088(2) 0.5094(3) 0.2459(3) 0.0191(10) Uani 1 1 d . . . . .
H12A H 0.579220 0.464205 0.231286 0.029 Uiso 1 1 calc GR . . . .
H12B H 0.648541 0.484331 0.239092 0.029 Uiso 1 1 calc GR . . . .
H12C H 0.604226 0.560143 0.206237 0.029 Uiso 1 1 calc GR . . . .
C16 C 0.8934(2) 0.2701(3) 0.2241(3) 0.0263(12) Uani 1 1 d . . . . .
H16A H 0.930546 0.265571 0.257304 0.039 Uiso 1 1 calc GR . . . .
H16B H 0.901502 0.262431 0.161096 0.039 Uiso 1 1 calc GR . . . .
H16C H 0.866053 0.223898 0.244018 0.039 Uiso 1 1 calc GR . . . .
C11 C 0.4738(2) 0.6241(3) 0.4828(3) 0.0259(11) Uani 1 1 d . . . . .
H11A H 0.465530 0.684200 0.461652 0.039 Uiso 1 1 calc GR . . . .
H11B H 0.471319 0.622814 0.547270 0.039 Uiso 1 1 calc GR . . . .
H11C H 0.444814 0.582898 0.457828 0.039 Uiso 1 1 calc GR . . . .
C17 C 0.89442(19) 0.3912(3) 0.4393(3) 0.0196(11) Uani 1 1 d . . . . .
C18 C 0.8655(2) 0.3696(4) 0.5278(3) 0.0339(13) Uani 1 1 d . . . . .
H18A H 0.831984 0.409536 0.537637 0.051 Uiso 1 1 calc GR . . . .
H18B H 0.894529 0.377200 0.575208 0.051 Uiso 1 1 calc GR . . . .
H18C H 0.851483 0.308154 0.527278 0.051 Uiso 1 1 calc GR . . . .
C20 C 0.9482(2) 0.3299(3) 0.4268(4) 0.0266(12) Uani 1 1 d . . . . .
H20A H 0.934831 0.268230 0.423993 0.040 Uiso 1 1 calc GR . . . .
H20B H 0.975394 0.337240 0.476564 0.040 Uiso 1 1 calc GR . . . .
H20C H 0.968549 0.345329 0.371820 0.040 Uiso 1 1 calc GR . . . .
C15 C 0.9106(2) 0.4335(3) 0.2155(4) 0.0317(13) Uani 1 1 d . . . . .
H15A H 0.892405 0.492085 0.221772 0.047 Uiso 1 1 calc GR . . . .
H15B H 0.923346 0.424955 0.154346 0.047 Uiso 1 1 calc GR . . . .
H15C H 0.944881 0.429118 0.254807 0.047 Uiso 1 1 calc GR . . . .
C19 C 0.9151(2) 0.4874(3) 0.4403(4) 0.0347(14) Uani 1 1 d . . . . .
H19A H 0.932304 0.502503 0.382908 0.052 Uiso 1 1 calc GR . . . .
H19B H 0.945005 0.495247 0.486491 0.052 Uiso 1 1 calc GR . . . .
H19C H 0.881330 0.526315 0.452222 0.052 Uiso 1 1 calc GR . . . .


_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 Br2 2.422(8) . ?
Au1 Cl2 2.330(8) . ?
Au1 Br3 2.414(2) . ?
Au1 Cl3 2.38(3) . ?
Au1 Br1 2.408(3) . ?
Au1 Cl1 2.38(5) . ?
Au1 C1 2.021(4) . ?
N3 C21 1.11(2) . ?
C22 C21 1.43(2) . ?
P1 O1 1.474(3) . ?
P1 N2 1.764(3) . ?
P1 C13 1.836(5) . ?
P1 C17 1.840(5) . ?
N1 C1 1.335(5) . ?
N1 C4 1.455(5) . ?
N1 C2 1.382(5) . ?
N2 C1 1.348(5) . ?
N2 C3 1.408(5) . ?
C9 C8 1.386(6) . ?
C9 C4 1.388(6) . ?
C9 C12 1.506(6) . ?
C8 C7 1.388(6) . ?
C4 C5 1.402(6) . ?
C2 C3 1.332(6) . ?
C10 C5 1.500(6) . ?
C5 C6 1.385(6) . ?
C7 C6 1.380(6) . ?
C7 C11 1.515(6) . ?
C14 C13 1.531(6) . ?
C13 C16 1.545(6) . ?
C13 C15 1.529(6) . ?
C17 C18 1.528(7) . ?
C17 C20 1.538(6) . ?
C17 C19 1.527(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Au1 Br2 174.2(2) . . ?
C1 Au1 Cl2 178.2(2) . . ?
C1 Au1 Br3 92.16(12) . . ?
C1 Au1 Cl3 91.6(6) . . ?
C1 Au1 Br1 89.55(14) . . ?
C1 Au1 Cl1 89.2(11) . . ?
N3 C21 C22 177(7) . . ?
O1 P1 N2 107.14(16) . . ?
O1 P1 C13 111.72(19) . . ?
O1 P1 C17 112.0(2) . . ?
N2 P1 C13 103.95(19) . . ?
N2 P1 C17 104.64(18) . . ?
C13 P1 C17 116.3(2) . . ?
C1 N1 C4 126.1(3) . . ?
C1 N1 C2 110.6(3) . . ?
C2 N1 C4 123.1(3) . . ?
C1 N2 P1 125.0(3) . . ?
C1 N2 C3 108.2(3) . . ?
C3 N2 P1 126.8(3) . . ?
N1 C1 Au1 124.4(3) . . ?
N1 C1 N2 106.9(3) . . ?
N2 C1 Au1 128.7(3) . . ?
C8 C9 C4 116.6(4) . . ?
C8 C9 C12 120.6(4) . . ?
C4 C9 C12 122.7(4) . . ?
C9 C8 C7 122.3(4) . . ?
C9 C4 N1 119.9(4) . . ?
C9 C4 C5 123.3(4) . . ?
C5 C4 N1 116.7(4) . . ?
C3 C2 N1 106.7(4) . . ?
C2 C3 N2 107.7(4) . . ?
C4 C5 C10 121.6(4) . . ?
C6 C5 C4 116.9(4) . . ?
C6 C5 C10 121.3(4) . . ?
C8 C7 C11 119.9(4) . . ?
C6 C7 C8 118.7(4) . . ?
C6 C7 C11 121.3(4) . . ?
C7 C6 C5 122.0(4) . . ?
C14 C13 P1 107.1(3) . . ?
C14 C13 C16 108.4(4) . . ?
C16 C13 P1 106.5(3) . . ?
C15 C13 P1 116.1(4) . . ?
C15 C13 C14 109.6(4) . . ?
C15 C13 C16 108.8(4) . . ?
C18 C17 P1 105.9(3) . . ?
C18 C17 C20 108.5(4) . . ?
C20 C17 P1 108.0(3) . . ?
C19 C17 P1 115.8(3) . . ?
C19 C17 C18 109.0(4) . . ?
C19 C17 C20 109.3(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_6-Cl
_database_code_depnum_ccdc_archive 'CCDC 1942489'
loop_
_audit_author_name
_audit_author_address
'Marco Baron'
;University of Padova
Italy
;
_audit_update_record             
;
2019-09-27 deposited with the CCDC.	2019-10-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H62 Au Cl N4 O2 P2'
_chemical_formula_weight         925.29

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   16.7669(6)
_cell_length_b                   27.1662(12)
_cell_length_c                   12.0319(4)
_cell_angle_alpha                90
_cell_angle_beta                 121.1240(10)
_cell_angle_gamma                90
_cell_volume                     4691.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    290(2)
_cell_measurement_reflns_used    999
_cell_measurement_theta_min      5
_cell_measurement_theta_max      25

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_F_000             1888
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.19
_exptl_absorpt_coefficient_mu    3.294
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4310
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_process_details   'Bruker APEX II SADABS'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      290(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX II'
_diffrn_measurement_method       omega-scan
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24383
_diffrn_reflns_av_unetI/netI     0.0355
_diffrn_reflns_av_R_equivalents  0.0389
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.478
_diffrn_reflns_theta_max         27.472
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             5334
_reflns_number_gt                4464
_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       'APEX-3 (2015)'
_computing_cell_refinement       'APEX-3 (2015)'
_computing_data_reduction        'SAINT (2015)'
_computing_structure_solution    'SHELXT-2014/7 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    'Mercury CSD 3.10.1'
_computing_publication_material  
'PARST M. Nardelli, J.Appl.Crystallogr.1995,28,659'
_refine_special_details          
;
Regarding the chloride anions, during the solution of the structure, a peak has
been found in the DF in proximity of a twofold axis and it has been
refined anisotropically as Chlorine with occupacy factor 0.5. The not
perfect quality of the data did not allow to better define the
disorder into the refined structure. With this solution there are not
accesible void into the structure.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1155P)²+10.1532P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5334
_refine_ls_number_parameters     240
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0637
_refine_ls_R_factor_gt           0.0527
_refine_ls_wR_factor_ref         0.1497
_refine_ls_wR_factor_gt          0.1391
_refine_ls_goodness_of_fit_ref   0.921
_refine_ls_restrained_S_all      0.921
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6146(4) 0.3843(2) 0.7368(6) 0.0448(12) Uani 1 1 d . . . . .
C2 C 0.7064(5) 0.3737(3) 0.6516(8) 0.070(2) Uani 1 1 d . . . . .
H2 H 0.7252 0.3665 0.5930 0.084 Uiso 1 1 calc R U . . .
C3 C 0.7606(5) 0.3901(3) 0.7744(8) 0.066(2) Uani 1 1 d . . . . .
H3 H 0.8245 0.3959 0.8169 0.080 Uiso 1 1 calc R U . . .
C4 C 0.5386(4) 0.3511(2) 0.5126(5) 0.0476(12) Uani 1 1 d . . . . .
C5 C 0.5234(5) 0.3009(3) 0.5003(7) 0.0614(16) Uani 1 1 d . . . . .
C6 C 0.4504(5) 0.2832(3) 0.3814(8) 0.0683(18) Uani 1 1 d . . . . .
H6 H 0.4378 0.2496 0.3709 0.082 Uiso 1 1 calc R U . . .
C7 C 0.3961(5) 0.3152(3) 0.2783(7) 0.0647(18) Uani 1 1 d . . . . .
C8 C 0.4141(5) 0.3637(3) 0.2948(7) 0.0617(15) Uani 1 1 d . . . . .
H8 H 0.3776 0.3847 0.2257 0.074 Uiso 1 1 calc R U . . .
C9 C 0.4857(5) 0.3844(2) 0.4115(7) 0.0549(15) Uani 1 1 d . . . . .
C10 C 0.5796(6) 0.2659(3) 0.6117(9) 0.089(3) Uani 1 1 d . . . . .
H10A H 0.6447 0.2733 0.6512 0.134 Uiso 1 1 calc R U . . .
H10B H 0.5684 0.2327 0.5797 0.134 Uiso 1 1 calc R U . . .
H10C H 0.5614 0.2693 0.6749 0.134 Uiso 1 1 calc R U . . .
C11 C 0.3196(6) 0.2942(4) 0.1503(8) 0.092(3) Uani 1 1 d . . . . .
H11A H 0.2770 0.3199 0.0994 0.138 Uiso 1 1 calc R U . . .
H11B H 0.2869 0.2690 0.1667 0.138 Uiso 1 1 calc R U . . .
H11C H 0.3466 0.2804 0.1038 0.138 Uiso 1 1 calc R U . . .
C12 C 0.5013(6) 0.4383(3) 0.4253(9) 0.077(2) Uani 1 1 d . . . . .
H12A H 0.4700 0.4522 0.4658 0.115 Uiso 1 1 calc R U . . .
H12B H 0.4773 0.4528 0.3410 0.115 Uiso 1 1 calc R U . . .
H12C H 0.5669 0.4449 0.4779 0.115 Uiso 1 1 calc R U . . .
C13 C 0.8001(5) 0.3611(3) 1.0819(8) 0.0722(19) Uani 1 1 d . . . . .
C14 C 0.7236(7) 0.3213(3) 1.0361(11) 0.089(3) Uani 1 1 d . . . . .
H14A H 0.7498 0.2919 1.0860 0.133 Uiso 1 1 calc R U . . .
H14B H 0.6991 0.3144 0.9459 0.133 Uiso 1 1 calc R U . . .
H14C H 0.6745 0.3331 1.0478 0.133 Uiso 1 1 calc R U . . .
C15 C 0.8798(8) 0.3405(4) 1.0672(13) 0.109(4) Uani 1 1 d . . . . .
H15A H 0.9095 0.3138 1.1270 0.164 Uiso 1 1 calc R U . . .
H15B H 0.9245 0.3661 1.0855 0.164 Uiso 1 1 calc R U . . .
H15C H 0.8550 0.3289 0.9801 0.164 Uiso 1 1 calc R U . . .
C16 C 0.8313(10) 0.3733(5) 1.2221(10) 0.111(4) Uani 1 1 d . . . . .
H16A H 0.7784 0.3835 1.2271 0.167 Uiso 1 1 calc R U . . .
H16B H 0.8762 0.3995 1.2522 0.167 Uiso 1 1 calc R U . . .
H16C H 0.8588 0.3447 1.2753 0.167 Uiso 1 1 calc R U . . .
C17 C 0.8080(5) 0.4724(3) 1.0112(7) 0.0641(17) Uani 1 1 d . . . . .
C18 C 0.9006(7) 0.4678(4) 1.0199(13) 0.111(4) Uani 1 1 d . . . . .
H18A H 0.8921 0.4723 0.9352 0.166 Uiso 1 1 calc R U . . .
H18B H 0.9263 0.4358 1.0522 0.166 Uiso 1 1 calc R U . . .
H18C H 0.9424 0.4925 1.0777 0.166 Uiso 1 1 calc R U . . .
C19 C 0.8183(8) 0.4959(4) 1.1337(9) 0.095(3) Uani 1 1 d . . . . .
H19A H 0.8406 0.4717 1.2015 0.142 Uiso 1 1 calc R U . . .
H19B H 0.7589 0.5080 1.1152 0.142 Uiso 1 1 calc R U . . .
H19C H 0.8619 0.5227 1.1611 0.142 Uiso 1 1 calc R U . . .
C20 C 0.7504(9) 0.5061(4) 0.8985(10) 0.099(3) Uani 1 1 d . . . . .
H20A H 0.7826 0.5367 0.9119 0.148 Uiso 1 1 calc R U . . .
H20B H 0.6915 0.5120 0.8917 0.148 Uiso 1 1 calc R U . . .
H20C H 0.7401 0.4910 0.8200 0.148 Uiso 1 1 calc R U . . .
N1 N 0.6167(4) 0.3698(2) 0.6300(5) 0.0523(11) Uani 1 1 d . . . . .
N2 N 0.7044(4) 0.3968(2) 0.8253(5) 0.0520(12) Uani 1 1 d . . . . .
O O 0.6562(3) 0.4273(2) 0.9912(4) 0.0635(12) Uani 1 1 d . . . . .
Au Au 0.5000 0.38504(2) 0.7500 0.04435(14) Uani 1 2 d S T P . .
P P 0.73863(10) 0.41583(6) 0.98326(14) 0.0495(4) Uani 1 1 d . . . . .
Cl1 Cl 1.0208(5) 0.37218(18) 0.8121(10) 0.147(5) Uani 0.5 1 d . . P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.362(8) . ?
C1 N2 1.363(8) . ?
C1 Au 2.008(6) . ?
C2 C3 1.349(11) . ?
C2 N1 1.392(8) . ?
C2 H2 0.9300 . ?
C3 N2 1.377(9) . ?
C3 H3 0.9300 . ?
C4 C9 1.403(9) . ?
C4 C5 1.381(9) . ?
C4 N1 1.433(7) . ?
C5 C6 1.403(10) . ?
C5 C10 1.512(11) . ?
C6 C7 1.398(11) . ?
C6 H6 0.9300 . ?
C7 C8 1.344(11) . ?
C7 C11 1.517(10) . ?
C8 C9 1.409(10) . ?
C8 H8 0.9300 . ?
C9 C12 1.482(10) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C16 1.523(14) . ?
C13 C15 1.540(12) . ?
C13 C14 1.543(12) . ?
C13 P 1.849(8) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.506(12) . ?
C17 C20 1.502(13) . ?
C17 C19 1.532(10) . ?
C17 P 1.850(7) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
N2 P 1.755(5) . ?
O P 1.467(4) . ?
Au C1 2.008(6) 2_656 ?
Cl1 Cl1 1.28(2) 2_756 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 N2 104.6(5) . . ?
N1 C1 Au 124.8(4) . . ?
N2 C1 Au 130.6(4) . . ?
C3 C2 N1 106.3(6) . . ?
C3 C2 H2 126.8 . . ?
N1 C2 H2 126.8 . . ?
C2 C3 N2 107.6(6) . . ?
C2 C3 H3 126.2 . . ?
N2 C3 H3 126.2 . . ?
C9 C4 C5 123.0(6) . . ?
C9 C4 N1 118.2(6) . . ?
C5 C4 N1 118.6(6) . . ?
C6 C5 C4 117.6(7) . . ?
C6 C5 C10 120.2(7) . . ?
C4 C5 C10 122.1(7) . . ?
C5 C6 C7 121.1(7) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 H6 119.5 . . ?
C8 C7 C6 119.0(6) . . ?
C8 C7 C11 121.8(8) . . ?
C6 C7 C11 119.2(8) . . ?
C7 C8 C9 123.3(7) . . ?
C7 C8 H8 118.3 . . ?
C9 C8 H8 118.3 . . ?
C4 C9 C8 116.0(6) . . ?
C4 C9 C12 122.9(7) . . ?
C8 C9 C12 121.1(7) . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C7 C11 H11A 109.5 . . ?
C7 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C7 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C16 C13 C15 112.6(9) . . ?
C16 C13 C14 107.2(8) . . ?
C15 C13 C14 108.4(9) . . ?
C16 C13 P 107.0(7) . . ?
C15 C13 P 116.5(6) . . ?
C14 C13 P 104.4(6) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 C20 105.8(8) . . ?
C18 C17 C19 111.6(8) . . ?
C20 C17 C19 108.3(7) . . ?
C18 C17 P 118.3(6) . . ?
C20 C17 P 106.9(6) . . ?
C19 C17 P 105.6(5) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C1 N1 C2 110.8(5) . . ?
C1 N1 C4 125.2(5) . . ?
C2 N1 C4 124.0(5) . . ?
C1 N2 C3 110.7(5) . . ?
C1 N2 P 122.0(4) . . ?
C3 N2 P 127.2(5) . . ?
C1 Au C1 178.9(3) . 2_656 ?
O P N2 109.9(3) . . ?
O P C13 111.2(3) . . ?
N2 P C13 102.7(3) . . ?
O P C17 109.6(3) . . ?
N2 P C17 105.3(3) . . ?
C13 P C17 117.5(4) . . ?

_refine_diff_density_max         2.868
_refine_diff_density_min         -0.763
_refine_diff_density_rms         0.163

