# Electronic Supplementary Material (ESI) for Green Chemistry.
# 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_ao_2_twin1_hklf5
_database_code_depnum_ccdc_archive 'CCDC 2007939'
loop_
_audit_author_name
_audit_author_address
'Andreas Orthaber'
;Uppsala University
Sweden
;
_audit_update_record             
;
2020-06-04 deposited with the CCDC.	2020-08-10 downloaded from the CCDC.
;
_audit_creation_date             2020-05-27
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H30 Au Cl2 P'
_chemical_formula_sum            'C18 H30 Au Cl2 P'
_chemical_formula_weight         545.25
_chemical_melting_point          ?
_chemical_oxdiff_formula         C18H30AuCl2P
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.63460(10)
_cell_length_b                   11.49630(10)
_cell_length_c                   11.8740(2)
_cell_angle_alpha                65.9950(10)
_cell_angle_beta                 87.9480(10)
_cell_angle_gamma                71.8100(10)
_cell_volume                     1017.27(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    37688
_cell_measurement_temperature    170
_cell_measurement_theta_max      34.6030
_cell_measurement_theta_min      2.4750
_shelx_estimated_absorpt_T_max   0.805
_shelx_estimated_absorpt_T_min   0.518
_exptl_absorpt_coefficient_mu    7.568
_exptl_absorpt_correction_T_max  0.05685
_exptl_absorpt_correction_T_min  0.02553
_exptl_absorpt_correction_type   sphere
_exptl_crystal_size_rad          0.05

_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Spherical absorption correction
 using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.780
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             532
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_exptl_crystal_radius            0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0100
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            14472
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         34.655
_diffrn_reflns_theta_min         2.051
_diffrn_ambient_temperature      170
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -75.28 130.22   0.50    7.00    --  -36.52  73.79 109.24  411
  2  ω    -77.38 130.62   0.50    7.00    --  -37.62  73.79-124.87  416
  3  ω    -75.28 130.22   0.50    7.00    --  -36.52  73.79 -25.76  411
  4  ω    -75.28 130.22   0.50    7.00    --  -36.52  73.79  19.24  411
  5  ω    -75.28 130.22   0.50    7.00    --  -36.52  73.79 154.24  411
  6  ω    -75.28 130.22   0.50    7.00    --  -36.52  73.79 -70.76  411
  7  ω    -75.28 130.22   0.50    7.00    --  -36.52  73.79  64.24  411
  8  ω    -75.28 130.22   0.50    7.00    --  -36.52  73.79-160.76  411
  9  ω    -15.68 190.32   0.50    7.00    --   23.08  73.79  25.24  412
 10  ω    -15.68 190.32   0.50    7.00    --   23.08  73.79-130.76  412
 11  φ    -25.76 334.24   0.50    7.00 -26.68  13.08  73.79    --   720
 12  φ    -25.76 334.24   0.50    7.00 -76.28 -36.52  73.79    --   720
 13  ω    -15.68 190.32   0.50    7.00    --   23.08  73.79 127.24  412
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  'Bruker-APEX II'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0311900000
_diffrn_orient_matrix_UB_12      -0.0546095000
_diffrn_orient_matrix_UB_13      0.0194994000
_diffrn_orient_matrix_UB_21      0.0752057000
_diffrn_orient_matrix_UB_22      -0.0438505000
_diffrn_orient_matrix_UB_23      0.0367410000
_diffrn_orient_matrix_UB_31      -0.0305186000
_diffrn_orient_matrix_UB_32      0.0141056000
_diffrn_orient_matrix_UB_33      0.0509272000
_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                14087
_reflns_number_total             14472
_reflns_special_details          
;
 _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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_refine_diff_density_max         2.537
_refine_diff_density_min         -2.471
_refine_diff_density_rms         0.225
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.127
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         14472
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0552
_refine_ls_R_factor_gt           0.0538
_refine_ls_restrained_S_all      1.127
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0727P)²+3.8824P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1384
_refine_ls_wR_factor_ref         0.1395
_refine_special_details          'Refined as a 2-component twin.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.7458(7)
 0.2542(7)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3), C4(H4)
3.b Idealised Me refined as rotating group:
 C9(H9a,H9b,H9c), C12(H12a,H12b,H12c), C16(H16a,H16b,H16c), C8(H8a,H8b,H8c),
 C17(H17a,H17b,H17c), C14(H14a,H14b,H14c), C10(H10a,H10b,H10c), C18(H18a,H18b,
 H18c), C13(H13a,H13b,H13c)
;
_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 0.23134(3) 0.26440(2) 0.48096(2) 0.02938(7) Uani 1 1 d . . . . .
P1 P 0.19387(18) 0.14883(15) 0.68349(14) 0.0267(2) Uani 1 1 d . . . . .
Cl2 Cl 0.5021(2) 0.4316(2) 0.38941(19) 0.0452(4) Uani 1 1 d . . . . .
Cl1 Cl 0.0412(3) 0.2916(2) 0.22316(19) 0.0481(4) Uani 1 1 d . . . . .
C9 C -0.0771(9) 0.1200(10) 0.5861(8) 0.0460(17) Uani 1 1 d . . . . .
H9A H -0.0502 0.1803 0.5078 0.069 Uiso 1 1 calc GR . . . .
H9B H -0.1955 0.1360 0.5816 0.069 Uiso 1 1 calc GR . . . .
H9C H -0.0189 0.0262 0.6007 0.069 Uiso 1 1 calc GR . . . .
C2 C 0.3777(8) 0.4416(6) 0.2699(6) 0.0329(11) Uani 1 1 d . . . . .
C1 C 0.2682(8) 0.3685(6) 0.3023(6) 0.0315(10) Uani 1 1 d . . . . .
C5 C 0.2007(9) 0.4538(7) 0.0763(6) 0.0380(13) Uani 1 1 d . . . . .
H5 H 0.1402 0.4552 0.0102 0.046 Uiso 1 1 calc R . . . .
C12 C 0.2841(12) -0.1050(9) 0.6792(11) 0.056(2) Uani 1 1 d . . . . .
H12A H 0.1875 -0.1255 0.7165 0.084 Uiso 1 1 calc GR . . . .
H12B H 0.3718 -0.1891 0.6923 0.084 Uiso 1 1 calc GR . . . .
H12C H 0.2556 -0.0490 0.5900 0.084 Uiso 1 1 calc GR . . . .
C11 C 0.3429(9) -0.0289(6) 0.7397(7) 0.0373(13) Uani 1 1 d . . . . .
C15 C 0.2373(9) 0.2370(7) 0.7776(7) 0.0379(13) Uani 1 1 d . . . . .
C7 C -0.0249(8) 0.1474(8) 0.6933(7) 0.0370(12) Uani 1 1 d . . . . .
C6 C 0.1828(8) 0.3796(6) 0.1980(6) 0.0326(11) Uani 1 1 d . . . . .
C3 C 0.3988(10) 0.5187(8) 0.1505(8) 0.0432(15) Uani 1 1 d . . . . .
H3 H 0.4749 0.5665 0.1354 0.052 Uiso 1 1 calc R . . . .
C4 C 0.3087(10) 0.5262(8) 0.0525(7) 0.0441(15) Uani 1 1 d . . . . .
H4 H 0.3208 0.5805 -0.0304 0.053 Uiso 1 1 calc R . . . .
C16 C 0.1626(12) 0.3900(8) 0.7041(10) 0.052(2) Uani 1 1 d . . . . .
H16A H 0.1916 0.4357 0.7500 0.079 Uiso 1 1 calc GR . . . .
H16B H 0.0430 0.4149 0.6922 0.079 Uiso 1 1 calc GR . . . .
H16C H 0.2054 0.4171 0.6231 0.079 Uiso 1 1 calc GR . . . .
C8 C -0.1391(10) 0.2877(9) 0.6707(10) 0.0514(19) Uani 1 1 d . . . . .
H8A H -0.1164 0.3104 0.7381 0.077 Uiso 1 1 calc GR . . . .
H8B H -0.2531 0.2895 0.6677 0.077 Uiso 1 1 calc GR . . . .
H8C H -0.1212 0.3534 0.5917 0.077 Uiso 1 1 calc GR . . . .
C17 C 0.4238(11) 0.2088(9) 0.7915(8) 0.0476(17) Uani 1 1 d . . . . .
H17A H 0.4789 0.1125 0.8413 0.071 Uiso 1 1 calc GR . . . .
H17B H 0.4477 0.2608 0.8327 0.071 Uiso 1 1 calc GR . . . .
H17C H 0.4633 0.2352 0.7094 0.071 Uiso 1 1 calc GR . . . .
C14 C 0.5102(9) -0.0229(8) 0.6910(10) 0.0491(19) Uani 1 1 d . . . . .
H14A H 0.4931 0.0361 0.6022 0.074 Uiso 1 1 calc GR . . . .
H14B H 0.5807 -0.1137 0.7042 0.074 Uiso 1 1 calc GR . . . .
H14C H 0.5626 0.0125 0.7356 0.074 Uiso 1 1 calc GR . . . .
C10 C -0.0555(10) 0.0436(9) 0.8154(8) 0.0474(17) Uani 1 1 d . . . . .
H10A H 0.0085 -0.0474 0.8249 0.071 Uiso 1 1 calc GR . . . .
H10B H -0.1724 0.0533 0.8143 0.071 Uiso 1 1 calc GR . . . .
H10C H -0.0222 0.0588 0.8850 0.071 Uiso 1 1 calc GR . . . .
C18 C 0.1798(14) 0.1927(10) 0.9084(8) 0.054(2) Uani 1 1 d . . . . .
H18A H 0.0601 0.2171 0.9016 0.080 Uiso 1 1 calc GR . . . .
H18B H 0.2140 0.2378 0.9526 0.080 Uiso 1 1 calc GR . . . .
H18C H 0.2289 0.0949 0.9541 0.080 Uiso 1 1 calc GR . . . .
C13 C 0.3721(12) -0.1112(8) 0.8799(9) 0.055(2) Uani 1 1 d . . . . .
H13A H 0.4138 -0.0647 0.9187 0.082 Uiso 1 1 calc GR . . . .
H13B H 0.4525 -0.2003 0.8990 0.082 Uiso 1 1 calc GR . . . .
H13C H 0.2687 -0.1214 0.9120 0.082 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 P1 2.2948(15) . ?
Au1 C1 2.039(6) . ?
P1 C11 1.894(7) . ?
P1 C15 1.900(6) . ?
P1 C7 1.893(7) . ?
Cl2 C2 1.754(7) . ?
Cl1 C6 1.764(7) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C9 C7 1.543(10) . ?
C2 C1 1.398(9) . ?
C2 C3 1.375(10) . ?
C1 C6 1.404(9) . ?
C5 H5 0.9500 . ?
C5 C6 1.379(9) . ?
C5 C4 1.384(10) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C12 C11 1.534(11) . ?
C11 C14 1.547(11) . ?
C11 C13 1.527(11) . ?
C15 C16 1.534(11) . ?
C15 C17 1.541(11) . ?
C15 C18 1.541(11) . ?
C7 C8 1.523(11) . ?
C7 C10 1.535(11) . ?
C3 H3 0.9500 . ?
C3 C4 1.381(12) . ?
C4 H4 0.9500 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?

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 178.73(19) . . ?
C11 P1 Au1 107.7(2) . . ?
C11 P1 C15 110.7(3) . . ?
C15 P1 Au1 108.3(2) . . ?
C7 P1 Au1 109.6(2) . . ?
C7 P1 C11 110.6(3) . . ?
C7 P1 C15 110.0(3) . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
C1 C2 Cl2 118.1(5) . . ?
C3 C2 Cl2 117.0(5) . . ?
C3 C2 C1 124.8(7) . . ?
C2 C1 Au1 123.4(5) . . ?
C2 C1 C6 112.3(6) . . ?
C6 C1 Au1 124.2(5) . . ?
C6 C5 H5 120.7 . . ?
C6 C5 C4 118.5(7) . . ?
C4 C5 H5 120.7 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
C12 C11 P1 108.9(5) . . ?
C12 C11 C14 105.2(7) . . ?
C14 C11 P1 108.8(5) . . ?
C13 C11 P1 116.0(6) . . ?
C13 C11 C12 109.1(7) . . ?
C13 C11 C14 108.1(7) . . ?
C16 C15 P1 109.4(6) . . ?
C16 C15 C17 105.3(6) . . ?
C16 C15 C18 110.6(7) . . ?
C17 C15 P1 108.3(5) . . ?
C17 C15 C18 108.1(7) . . ?
C18 C15 P1 114.7(5) . . ?
C9 C7 P1 109.5(5) . . ?
C8 C7 P1 109.3(5) . . ?
C8 C7 C9 104.9(7) . . ?
C8 C7 C10 109.6(7) . . ?
C10 C7 P1 115.0(5) . . ?
C10 C7 C9 108.1(6) . . ?
C1 C6 Cl1 117.9(5) . . ?
C5 C6 Cl1 116.7(5) . . ?
C5 C6 C1 125.4(6) . . ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.6(7) . . ?
C4 C3 H3 120.2 . . ?
C5 C4 H4 120.3 . . ?
C3 C4 C5 119.4(7) . . ?
C3 C4 H4 120.3 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

_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 1.794
_oxdiff_exptl_absorpt_empirical_full_min 0.485
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.7458(7) 33109 32457 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000
0.0000 1.0000
2 0.2542(7) 33140 32457 nmt -1.0007 0.0003 -0.0003 -0.0003 -0.9998 0.0005
0.2767 -0.9045 1.0006

_twin_special_details            
;
Component 2 rotated by -179.9837° 
 around [-0.00 0.00 1.00] (reciprocal) or [0.13 -0.41 0.90] (direct)
;
####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2007940'
loop_
_audit_author_name
_audit_author_address
'Andreas Orthaber'
;Uppsala University
Sweden
;
_audit_update_record             
;
2020-06-04 deposited with the CCDC.	2020-08-10 downloaded from the CCDC.
;
_audit_creation_date             2020-05-27
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H29 Au Cl F N P'
_chemical_formula_sum            'C17 H29 Au Cl F N P'
_chemical_formula_weight         529.80
_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'
Cl Cl 0.1484 0.1585 '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'
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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   8.6986(10)
_cell_length_b                   18.586(2)
_cell_length_c                   12.1084(13)
_cell_angle_alpha                90
_cell_angle_beta                 90.975(2)
_cell_angle_gamma                90
_cell_volume                     1957.3(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9389
_cell_measurement_temperature    170
_cell_measurement_theta_max      30.082
_cell_measurement_theta_min      2.586
_shelx_estimated_absorpt_T_max   0.512
_shelx_estimated_absorpt_T_min   0.457
_exptl_absorpt_coefficient_mu    7.740
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.4490
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1333 before and 0.0713 after correction.
The Ratio of minimum to maximum transmission is 0.6018.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic light colourless'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.798
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1032
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0621
_diffrn_reflns_av_unetI/netI     0.0583
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            28991
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.705
_diffrn_reflns_theta_min         2.008
_diffrn_ambient_temperature      170
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           0.6
_diffrn_source_power             0.03
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4792
_reflns_number_total             6049
_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       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         1.598
_refine_diff_density_min         -1.597
_refine_diff_density_rms         0.148
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         6049
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0441
_refine_ls_R_factor_gt           0.0322
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+2.1711P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0719
_refine_ls_wR_factor_ref         0.0745
_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. Rigid body (RIGU) restrains
 C5, F1
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4)
3.b Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C15(H15A,H15B,H15C), C11(H11A,H11B,H11C), C12(H12A,H12B,
 H12C), C9(H9A,H9B,H9C), C13(H13A,H13B,H13C), C8(H8A,H8B,H8C), C17(H17A,H17B,
 H17C), C7(H7A,H7B,H7C)
;
_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 0.63553(2) 0.62365(2) 0.60290(2) 0.02423(5) Uani 1 1 d . . . . .
P1 P 0.55628(12) 0.68017(5) 0.44275(8) 0.0186(2) Uani 1 1 d . . . . .
Cl1 Cl 0.98136(15) 0.54561(7) 0.65299(12) 0.0429(3) Uani 1 1 d . . . . .
F1 F 0.4731(3) 0.59894(13) 0.8415(2) 0.0289(5) Uani 1 1 d . . . . .
C1 C 0.7112(5) 0.57494(19) 0.7451(3) 0.0234(8) Uani 1 1 d . . . . .
N1 N 0.8186(6) 0.5085(2) 0.9456(4) 0.0463(12) Uani 1 1 d . . . . .
C5 C 0.6255(6) 0.5694(2) 0.8400(4) 0.0313(10) Uani 1 1 d . . . . .
C10 C 0.3375(5) 0.6770(2) 0.4305(4) 0.0251(8) Uani 1 1 d . . . . .
C2 C 0.8571(5) 0.5445(2) 0.7599(4) 0.0276(9) Uani 1 1 d . . . . .
C3 C 0.9056(6) 0.5123(2) 0.8575(5) 0.0391(12) Uani 1 1 d . . . . .
H3 H 1.005789 0.491991 0.861229 0.047 Uiso 1 1 calc R U . . .
C6 C 0.6465(5) 0.6330(2) 0.3210(3) 0.0249(8) Uani 1 1 d . . . . .
C16 C 0.5260(6) 0.8195(2) 0.5308(4) 0.0417(12) Uani 1 1 d . . . . .
H16A H 0.418821 0.819213 0.504488 0.063 Uiso 1 1 calc R U . . .
H16B H 0.562772 0.869258 0.535850 0.063 Uiso 1 1 calc R U . . .
H16C H 0.532806 0.796901 0.603819 0.063 Uiso 1 1 calc R U . . .
C15 C 0.6225(6) 0.8170(2) 0.3383(4) 0.0343(11) Uani 1 1 d . . . . .
H15A H 0.691963 0.793082 0.287055 0.051 Uiso 1 1 calc R U . . .
H15B H 0.655549 0.866867 0.349517 0.051 Uiso 1 1 calc R U . . .
H15C H 0.517591 0.816316 0.307482 0.051 Uiso 1 1 calc R U . . .
C14 C 0.6261(5) 0.7772(2) 0.4492(4) 0.0271(9) Uani 1 1 d . . . . .
C11 C 0.2883(6) 0.6005(2) 0.3975(4) 0.0371(11) Uani 1 1 d . . . . .
H11A H 0.318951 0.590965 0.321370 0.056 Uiso 1 1 calc R U . . .
H11B H 0.176447 0.596058 0.402872 0.056 Uiso 1 1 calc R U . . .
H11C H 0.338214 0.565679 0.447185 0.056 Uiso 1 1 calc R U . . .
C12 C 0.2695(6) 0.7307(3) 0.3470(4) 0.0376(11) Uani 1 1 d . . . . .
H12A H 0.295790 0.779769 0.369921 0.056 Uiso 1 1 calc R U . . .
H12B H 0.157385 0.725321 0.343733 0.056 Uiso 1 1 calc R U . . .
H12C H 0.311661 0.721230 0.273863 0.056 Uiso 1 1 calc R U . . .
C9 C 0.6373(6) 0.5506(2) 0.3409(4) 0.0362(11) Uani 1 1 d . . . . .
H9A H 0.683144 0.539007 0.413192 0.054 Uiso 1 1 calc R U . . .
H9B H 0.693508 0.525358 0.283035 0.054 Uiso 1 1 calc R U . . .
H9C H 0.529439 0.535301 0.338879 0.054 Uiso 1 1 calc R U . . .
C13 C 0.2726(6) 0.6903(3) 0.5452(4) 0.0400(12) Uani 1 1 d . . . . .
H13A H 0.316116 0.655221 0.597360 0.060 Uiso 1 1 calc R U . . .
H13B H 0.160430 0.685211 0.542130 0.060 Uiso 1 1 calc R U . . .
H13C H 0.299469 0.739065 0.569541 0.060 Uiso 1 1 calc R U . . .
C4 C 0.6806(7) 0.5368(3) 0.9367(4) 0.0407(13) Uani 1 1 d . . . . .
H4 H 0.615425 0.534990 0.998746 0.049 Uiso 1 1 calc R U . . .
C8 C 0.5753(6) 0.6513(3) 0.2083(4) 0.0363(11) Uani 1 1 d . . . . .
H8A H 0.469011 0.633922 0.204768 0.055 Uiso 1 1 calc R U . . .
H8B H 0.634826 0.628218 0.150173 0.055 Uiso 1 1 calc R U . . .
H8C H 0.576534 0.703585 0.197753 0.055 Uiso 1 1 calc R U . . .
C17 C 0.7891(6) 0.7789(3) 0.4984(4) 0.0416(13) Uani 1 1 d . . . . .
H17A H 0.791989 0.751918 0.567872 0.062 Uiso 1 1 calc R U . . .
H17B H 0.819552 0.828925 0.512488 0.062 Uiso 1 1 calc R U . . .
H17C H 0.860402 0.757094 0.446273 0.062 Uiso 1 1 calc R U . . .
C7 C 0.8193(5) 0.6513(3) 0.3188(4) 0.0343(11) Uani 1 1 d . . . . .
H7A H 0.832268 0.701851 0.297881 0.051 Uiso 1 1 calc R U . . .
H7B H 0.870105 0.620461 0.264848 0.051 Uiso 1 1 calc R U . . .
H7C H 0.865256 0.643260 0.392191 0.051 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au1 P1 2.3007(10) . ?
Au1 C1 2.045(4) . ?
P1 C10 1.907(4) . ?
P1 C6 1.897(4) . ?
P1 C14 1.905(4) . ?
Cl1 C2 1.701(5) . ?
F1 C5 1.435(5) . ?
C1 C5 1.384(6) . ?
C1 C2 1.398(6) . ?
N1 C3 1.321(8) . ?
N1 C4 1.313(7) . ?
C5 C4 1.396(7) . ?
C10 C11 1.536(6) . ?
C10 C12 1.532(6) . ?
C10 C13 1.528(6) . ?
C2 C3 1.384(6) . ?
C3 H3 0.9500 . ?
C6 C9 1.552(5) . ?
C6 C8 1.527(6) . ?
C6 C7 1.542(6) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C16 C14 1.543(6) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C15 C14 1.532(6) . ?
C14 C17 1.529(7) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C4 H4 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?

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 178.49(12) . . ?
C10 P1 Au1 109.62(14) . . ?
C6 P1 Au1 108.78(13) . . ?
C6 P1 C10 110.52(19) . . ?
C6 P1 C14 109.53(19) . . ?
C14 P1 Au1 107.88(14) . . ?
C14 P1 C10 110.46(19) . . ?
C5 C1 Au1 124.2(3) . . ?
C5 C1 C2 111.4(4) . . ?
C2 C1 Au1 124.4(3) . . ?
C4 N1 C3 116.6(4) . . ?
C1 C5 F1 119.5(4) . . ?
C1 C5 C4 123.1(5) . . ?
C4 C5 F1 117.4(4) . . ?
C11 C10 P1 108.8(3) . . ?
C12 C10 P1 113.9(3) . . ?
C12 C10 C11 109.2(4) . . ?
C13 C10 P1 107.9(3) . . ?
C13 C10 C11 106.3(4) . . ?
C13 C10 C12 110.5(4) . . ?
C1 C2 Cl1 119.0(3) . . ?
C3 C2 Cl1 117.8(4) . . ?
C3 C2 C1 123.2(5) . . ?
N1 C3 C2 122.9(5) . . ?
N1 C3 H3 118.6 . . ?
C2 C3 H3 118.6 . . ?
C9 C6 P1 108.2(3) . . ?
C8 C6 P1 115.1(3) . . ?
C8 C6 C9 109.7(4) . . ?
C8 C6 C7 108.4(4) . . ?
C7 C6 P1 109.1(3) . . ?
C7 C6 C9 105.9(4) . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
C16 C14 P1 109.0(3) . . ?
C15 C14 P1 114.7(3) . . ?
C15 C14 C16 108.2(4) . . ?
C17 C14 P1 109.2(3) . . ?
C17 C14 C16 105.7(4) . . ?
C17 C14 C15 109.7(4) . . ?
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 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N1 C4 C5 123.0(5) . . ?
N1 C4 H4 118.5 . . ?
C5 C4 H4 118.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

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 P1 C6 C9 42.2(3) . . . . ?
Au1 P1 C6 C8 165.4(3) . . . . ?
Au1 P1 C6 C7 -72.6(3) . . . . ?
Au1 C1 C5 F1 0.2(5) . . . . ?
Au1 C1 C5 C4 -179.0(3) . . . . ?
Au1 C1 C2 Cl1 -1.3(5) . . . . ?
Au1 C1 C2 C3 179.5(3) . . . . ?
Cl1 C2 C3 N1 179.9(4) . . . . ?
F1 C5 C4 N1 -179.3(4) . . . . ?
C1 C5 C4 N1 -0.1(7) . . . . ?
C1 C2 C3 N1 -1.0(7) . . . . ?
C5 C1 C2 Cl1 -180.0(3) . . . . ?
C5 C1 C2 C3 0.9(6) . . . . ?
C10 P1 C6 C9 -78.2(3) . . . . ?
C10 P1 C6 C8 45.0(4) . . . . ?
C10 P1 C6 C7 167.0(3) . . . . ?
C2 C1 C5 F1 178.8(3) . . . . ?
C2 C1 C5 C4 -0.4(6) . . . . ?
C3 N1 C4 C5 0.1(7) . . . . ?
C14 P1 C6 C9 159.9(3) . . . . ?
C14 P1 C6 C8 -76.9(4) . . . . ?
C14 P1 C6 C7 45.1(3) . . . . ?
C4 N1 C3 C2 0.4(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
