# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2016

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1431892'
_audit_update_record             
;
2015-10-17 deposited with the CCDC.
2016-12-22 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            'C31 H35 As Br2'
_chemical_formula_weight         642.33

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'
As As 0.0499 2.0058 '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'

_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                   10.1345(5)
_cell_length_b                   23.5740(11)
_cell_length_c                   12.0357(6)
_cell_angle_alpha                90
_cell_angle_beta                 105.189(2)
_cell_angle_gamma                90
_cell_volume                     2775.0(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.537
_exptl_crystal_F_000             1296
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.13
_exptl_absorpt_coefficient_mu    4.122
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4146
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker smart diffractometer equiped with an APEX II CCD Detector,
a graphite monochromator. The crystal-to-detector distance was 
5.0 cm, and the data collection was carried out in 512 x 512 pixel mode.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'BrukerAPEX II with CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            24799
_diffrn_reflns_av_unetI/netI     0.0717
_diffrn_reflns_av_R_equivalents  0.0594
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.728
_diffrn_reflns_theta_max         28.585
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6931
_reflns_number_gt                4876
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2  (Bruker AXS, 2012)'
_computing_cell_refinement       'SAINT V7.68A(Bruker AXS, 2012)'
_computing_data_reduction        'SAINT V7.68A(Bruker AXS, 2012)'
_computing_molecular_graphics    ' ORTEP for Windows (Farugia, 1997)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'

_refine_special_details          
;         
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0317P)²+1.6248P] 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         6931
_refine_ls_number_parameters     316
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0772
_refine_ls_R_factor_gt           0.0423
_refine_ls_wR_factor_ref         0.0875
_refine_ls_wR_factor_gt          0.0793
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br2 Br 0.77586(3) 0.44182(2) 0.65412(3) 0.02107(9) Uani 1 1 d . . . . .
Br1 Br -0.25995(3) 0.39042(2) 0.19782(3) 0.02731(10) Uani 1 1 d . . . . .
As1 As 0.37547(3) 0.37060(2) 0.22131(3) 0.01914(9) Uani 1 1 d . . . . .
C11 C 0.5830(3) 0.43637(13) 0.5963(3) 0.0172(7) Uani 1 1 d . . . . .
C12 C 0.5283(3) 0.41743(14) 0.4846(3) 0.0170(7) Uani 1 1 d . . . . .
H12 H 0.5856 0.4066 0.4371 0.020 Uiso 1 1 calc R U . . .
C2 C 0.3872(3) 0.41479(13) 0.4446(3) 0.0152(7) Uani 1 1 d . . . . .
C1 C 0.2990(3) 0.39622(14) 0.3316(3) 0.0168(7) Uani 1 1 d . . . . .
C5 C 0.1575(3) 0.40216(13) 0.3416(3) 0.0148(7) Uani 1 1 d . . . . .
C6 C 0.0317(3) 0.39217(13) 0.2634(3) 0.0176(7) Uani 1 1 d . . . . .
H6 H 0.0259 0.3786 0.1879 0.021 Uiso 1 1 calc R U . . .
C7 C -0.0850(3) 0.40291(14) 0.3001(3) 0.0189(7) Uani 1 1 d . . . . .
C8 C -0.0815(3) 0.42274(15) 0.4084(3) 0.0234(8) Uani 1 1 d . . . . .
H8 H -0.1642 0.4295 0.4295 0.028 Uiso 1 1 calc R U . . .
C9 C 0.0433(3) 0.43268(14) 0.4862(3) 0.0208(8) Uani 1 1 d . . . . .
H9 H 0.0474 0.4463 0.5614 0.025 Uiso 1 1 calc R U . . .
C4 C 0.1621(3) 0.42261(13) 0.4532(3) 0.0164(7) Uani 1 1 d . . . . .
C3 C 0.3037(3) 0.43059(13) 0.5169(3) 0.0160(7) Uani 1 1 d . . . . .
C10 C 0.3617(3) 0.44930(14) 0.6281(3) 0.0196(7) Uani 1 1 d . . . . .
H10 H 0.3053 0.4601 0.6764 0.023 Uiso 1 1 calc R U . . .
C13 C 0.5017(3) 0.45214(14) 0.6678(3) 0.0204(8) Uani 1 1 d . . . . .
H11 H 0.5427 0.4648 0.7440 0.024 Uiso 1 1 calc R U . . .
C14 C 0.2164(3) 0.34178(14) 0.1032(3) 0.0150(7) Uani 1 1 d . . . . .
C15 C 0.1645(3) 0.28748(14) 0.1180(3) 0.0172(7) Uani 1 1 d . . . . .
C16 C 0.0351(3) 0.27340(14) 0.0504(3) 0.0192(7) Uani 1 1 d . . . . .
H16 H -0.0026 0.2378 0.0630 0.023 Uiso 1 1 calc R U . . .
C17 C -0.0417(3) 0.30863(14) -0.0347(3) 0.0188(7) Uani 1 1 d . . . . .
C24 C -0.1840(3) 0.29189(15) -0.1081(3) 0.0227(8) Uani 1 1 d . . . . .
C25 C -0.1775(4) 0.28019(15) -0.2309(3) 0.0263(8) Uani 1 1 d . . . . .
H25A H -0.1116 0.2497 -0.2306 0.039 Uiso 1 1 calc R U . . .
H25B H -0.1485 0.3146 -0.2635 0.039 Uiso 1 1 calc R U . . .
H25C H -0.2680 0.2687 -0.2774 0.039 Uiso 1 1 calc R U . . .
C27 C -0.2397(4) 0.23895(17) -0.0623(3) 0.0399(11) Uani 1 1 d . . . . .
H27A H -0.3315 0.2305 -0.1107 0.060 Uiso 1 1 calc R U . . .
H27C H -0.2441 0.2457 0.0170 0.060 Uiso 1 1 calc R U . . .
H27B H -0.1792 0.2067 -0.0638 0.060 Uiso 1 1 calc R U . . .
C26 C -0.2841(3) 0.34104(17) -0.1094(3) 0.0313(9) Uani 1 1 d . . . . .
H26A H -0.2488 0.3756 -0.1365 0.047 Uiso 1 1 calc R U . . .
H26C H -0.2939 0.3472 -0.0314 0.047 Uiso 1 1 calc R U . . .
H26B H -0.3734 0.3317 -0.1612 0.047 Uiso 1 1 calc R U . . .
C18 C 0.0207(3) 0.35831(14) -0.0570(3) 0.0184(7) Uani 1 1 d . . . . .
H22 H -0.0260 0.3812 -0.1199 0.022 Uiso 1 1 calc R U . . .
C19 C 0.1481(3) 0.37596(13) 0.0084(3) 0.0155(7) Uani 1 1 d . . . . .
C20 C 0.2099(3) 0.43118(14) -0.0270(3) 0.0189(7) Uani 1 1 d . . . . .
C21 C 0.2080(4) 0.47954(14) 0.0577(3) 0.0259(8) Uani 1 1 d . . . . .
H21A H 0.1145 0.4851 0.0642 0.039 Uiso 1 1 calc R U . . .
H21B H 0.2405 0.5145 0.0297 0.039 Uiso 1 1 calc R U . . .
H21C H 0.2679 0.4699 0.1334 0.039 Uiso 1 1 calc R U . . .
C22 C 0.1288(3) 0.45233(14) -0.1464(3) 0.0211(8) Uani 1 1 d . . . . .
H22B H 0.1255 0.4224 -0.2036 0.032 Uiso 1 1 calc R U . . .
H22C H 0.1737 0.4860 -0.1675 0.032 Uiso 1 1 calc R U . . .
H22A H 0.0355 0.4621 -0.1442 0.032 Uiso 1 1 calc R U . . .
C23 C 0.3571(3) 0.42164(15) -0.0370(3) 0.0243(8) Uani 1 1 d . . . . .
H23C H 0.4162 0.4112 0.0385 0.036 Uiso 1 1 calc R U . . .
H23B H 0.3911 0.4566 -0.0636 0.036 Uiso 1 1 calc R U . . .
H23A H 0.3573 0.3911 -0.0922 0.036 Uiso 1 1 calc R U . . .
C28 C 0.2465(3) 0.24114(15) 0.1984(3) 0.0235(8) Uani 1 1 d . . . . .
C29 C 0.2597(4) 0.25130(17) 0.3265(3) 0.0360(10) Uani 1 1 d . . . . .
H29A H 0.1691 0.2588 0.3381 0.054 Uiso 1 1 calc R U . . .
H29B H 0.3193 0.2840 0.3529 0.054 Uiso 1 1 calc R U . . .
H29C H 0.2991 0.2176 0.3706 0.054 Uiso 1 1 calc R U . . .
C31 C 0.1767(4) 0.18318(15) 0.1710(3) 0.0297(9) Uani 1 1 d . . . . .
H31C H 0.2386 0.1534 0.2109 0.044 Uiso 1 1 calc R U . . .
H31A H 0.1543 0.1765 0.0878 0.044 Uiso 1 1 calc R U . . .
H31B H 0.0927 0.1826 0.1967 0.044 Uiso 1 1 calc R U . . .
C30 C 0.3881(4) 0.23427(17) 0.1748(4) 0.0370(10) Uani 1 1 d . . . . .
H30B H 0.4433 0.2682 0.2014 0.055 Uiso 1 1 calc R U . . .
H30A H 0.3768 0.2293 0.0920 0.055 Uiso 1 1 calc R U . . .
H30C H 0.4342 0.2009 0.2160 0.055 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br2 C11 1.899(3) . ?
Br1 C7 1.898(3) . ?
As1 C1 1.807(3) . ?
As1 C14 1.970(3) . ?
C11 C12 1.387(4) . ?
C11 C13 1.390(4) . ?
C12 C2 1.386(4) . ?
C12 H12 0.9500 . ?
C2 C3 1.414(4) . ?
C2 C1 1.484(4) . ?
C1 C5 1.477(4) . ?
C5 C6 1.392(4) . ?
C5 C4 1.416(4) . ?
C6 C7 1.391(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.377(5) . ?
C8 C9 1.382(5) . ?
C8 H8 0.9500 . ?
C9 C4 1.383(4) . ?
C9 H9 0.9500 . ?
C4 C3 1.451(4) . ?
C3 C10 1.386(4) . ?
C10 C13 1.376(4) . ?
C10 H10 0.9500 . ?
C13 H11 0.9500 . ?
C14 C15 1.413(5) . ?
C14 C19 1.419(4) . ?
C15 C16 1.390(4) . ?
C15 C28 1.549(5) . ?
C16 C17 1.388(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.390(5) . ?
C17 C24 1.533(4) . ?
C24 C25 1.522(5) . ?
C24 C27 1.531(5) . ?
C24 C26 1.537(5) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27C 0.9800 . ?
C27 H27B 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26C 0.9800 . ?
C26 H26B 0.9800 . ?
C18 C19 1.388(4) . ?
C18 H22 0.9500 . ?
C19 C20 1.552(4) . ?
C20 C21 1.533(4) . ?
C20 C22 1.540(4) . ?
C20 C23 1.544(4) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C22 H22A 0.9800 . ?
C23 H23C 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23A 0.9800 . ?
C28 C29 1.531(5) . ?
C28 C31 1.534(5) . ?
C28 C30 1.543(5) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C31 H31C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30C 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 As1 C14 102.59(13) . . ?
C12 C11 C13 122.4(3) . . ?
C12 C11 Br2 119.3(2) . . ?
C13 C11 Br2 118.4(2) . . ?
C2 C12 C11 117.8(3) . . ?
C2 C12 H12 121.1 . . ?
C11 C12 H12 121.1 . . ?
C12 C2 C3 120.3(3) . . ?
C12 C2 C1 130.6(3) . . ?
C3 C2 C1 109.1(3) . . ?
C5 C1 C2 105.2(3) . . ?
C5 C1 As1 134.8(2) . . ?
C2 C1 As1 120.0(2) . . ?
C6 C5 C4 119.7(3) . . ?
C6 C5 C1 131.7(3) . . ?
C4 C5 C1 108.6(3) . . ?
C7 C6 C5 117.3(3) . . ?
C7 C6 H6 121.4 . . ?
C5 C6 H6 121.4 . . ?
C8 C7 C6 123.4(3) . . ?
C8 C7 Br1 117.1(2) . . ?
C6 C7 Br1 119.6(3) . . ?
C7 C8 C9 119.4(3) . . ?
C7 C8 H8 120.3 . . ?
C9 C8 H8 120.3 . . ?
C8 C9 C4 119.2(3) . . ?
C8 C9 H9 120.4 . . ?
C4 C9 H9 120.4 . . ?
C9 C4 C5 121.1(3) . . ?
C9 C4 C3 129.8(3) . . ?
C5 C4 C3 109.1(3) . . ?
C10 C3 C2 120.6(3) . . ?
C10 C3 C4 131.4(3) . . ?
C2 C3 C4 108.0(3) . . ?
C13 C10 C3 119.3(3) . . ?
C13 C10 H10 120.4 . . ?
C3 C10 H10 120.4 . . ?
C10 C13 C11 119.8(3) . . ?
C10 C13 H11 120.1 . . ?
C11 C13 H11 120.1 . . ?
C15 C14 C19 119.8(3) . . ?
C15 C14 As1 118.9(2) . . ?
C19 C14 As1 121.2(2) . . ?
C16 C15 C14 117.9(3) . . ?
C16 C15 C28 117.8(3) . . ?
C14 C15 C28 124.1(3) . . ?
C17 C16 C15 123.3(3) . . ?
C17 C16 H16 118.3 . . ?
C15 C16 H16 118.3 . . ?
C16 C17 C18 116.8(3) . . ?
C16 C17 C24 122.2(3) . . ?
C18 C17 C24 120.9(3) . . ?
C25 C24 C27 108.4(3) . . ?
C25 C24 C17 109.4(3) . . ?
C27 C24 C17 112.5(3) . . ?
C25 C24 C26 108.9(3) . . ?
C27 C24 C26 108.3(3) . . ?
C17 C24 C26 109.3(3) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
C24 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27C C27 H27B 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
C24 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26C C26 H26B 109.5 . . ?
C19 C18 C17 123.1(3) . . ?
C19 C18 H22 118.5 . . ?
C17 C18 H22 118.5 . . ?
C18 C19 C14 118.1(3) . . ?
C18 C19 C20 118.6(3) . . ?
C14 C19 C20 123.4(3) . . ?
C21 C20 C22 106.5(3) . . ?
C21 C20 C23 109.9(3) . . ?
C22 C20 C23 105.4(3) . . ?
C21 C20 C19 111.4(3) . . ?
C22 C20 C19 111.9(3) . . ?
C23 C20 C19 111.5(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 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
H22B C22 H22A 109.5 . . ?
H22C C22 H22A 109.5 . . ?
C20 C23 H23C 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23C C23 H23B 109.5 . . ?
C20 C23 H23A 109.5 . . ?
H23C C23 H23A 109.5 . . ?
H23B C23 H23A 109.5 . . ?
C29 C28 C31 105.6(3) . . ?
C29 C28 C30 111.2(3) . . ?
C31 C28 C30 105.4(3) . . ?
C29 C28 C15 114.2(3) . . ?
C31 C28 C15 110.6(3) . . ?
C30 C28 C15 109.4(3) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C31 H31C 109.5 . . ?
C28 C31 H31A 109.5 . . ?
H31C C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
H31C C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C28 C30 H30B 109.5 . . ?
C28 C30 H30A 109.5 . . ?
H30B C30 H30A 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?

_refine_diff_density_max         0.571
_refine_diff_density_min         -0.596
_refine_diff_density_rms         0.112

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1431893'
_audit_update_record             
;
2015-10-17 deposited with the CCDC.
2016-12-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H35 Br2 P'
_chemical_formula_weight         598.38

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'

_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                   10.1490(8)
_cell_length_b                   23.497(2)
_cell_length_c                   11.9741(11)
_cell_angle_alpha                90
_cell_angle_beta                 105.805(6)
_cell_angle_gamma                90
_cell_volume                     2747.5(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            orange-yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.447
_exptl_crystal_F_000             1224
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.17
_exptl_absorpt_coefficient_mu    3.027
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4840
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker smart diffractometer equiped with an APEX II CCD Detector,
a graphite monochromator. The crystal-to-detector distance was 
5.0 cm, and the data collection was carried out in 512 x 512 pixel mode.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'BrukerAPEX II with CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            20787
_diffrn_reflns_av_unetI/netI     0.0849
_diffrn_reflns_av_R_equivalents  0.0848
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.733
_diffrn_reflns_theta_max         26.566
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5692
_reflns_number_gt                3889
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2  (Bruker AXS, 2012)'
_computing_cell_refinement       'SAINT V7.68A(Bruker AXS, 2012)'
_computing_data_reduction        'SAINT V7.68A(Bruker AXS, 2012)'
_computing_molecular_graphics    ' ORTEP for Windows (Farugia, 1997)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2015)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0434P)²+3.0443P] 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         5692
_refine_ls_number_parameters     316
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0911
_refine_ls_R_factor_gt           0.0529
_refine_ls_wR_factor_ref         0.1186
_refine_ls_wR_factor_gt          0.1061
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_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
Br1 Br 0.22535(5) 0.44131(2) -0.14936(4) 0.02469(14) Uani 1 1 d . . . . .
Br2 Br 1.26812(5) 0.38945(2) 0.30483(4) 0.03041(15) Uani 1 1 d . . . . .
P1 P 0.63717(12) 0.37187(6) 0.27903(10) 0.0223(3) Uani 1 1 d . . . . .
C30 C 1.2828(5) 0.3422(2) 0.6139(4) 0.0323(13) Uani 1 1 d . . . . .
H30A H 1.3722 0.3328 0.6669 0.049 Uiso 1 1 calc R U . . .
H30B H 1.2469 0.3767 0.6413 0.049 Uiso 1 1 calc R U . . .
H30C H 1.2931 0.3489 0.5359 0.049 Uiso 1 1 calc R U . . .
C28 C 1.1835(5) 0.2928(2) 0.6102(4) 0.0249(11) Uani 1 1 d . . . . .
C17 C 1.0400(4) 0.3095(2) 0.5351(4) 0.0219(11) Uani 1 1 d . . . . .
C16 C 0.9777(4) 0.3593(2) 0.5572(4) 0.0202(10) Uani 1 1 d . . . . .
H16 H 1.0242 0.3820 0.6216 0.024 Uiso 1 1 calc R U . . .
C15 C 0.8508(4) 0.37774(19) 0.4899(4) 0.0182(10) Uani 1 1 d . . . . .
C14 C 0.7837(4) 0.3441(2) 0.3919(4) 0.0193(10) Uani 1 1 d . . . . .
C1 C 0.7071(4) 0.3954(2) 0.1743(4) 0.0190(10) Uani 1 1 d . . . . .
C5 C 0.8491(4) 0.40119(19) 0.1633(4) 0.0178(10) Uani 1 1 d . . . . .
C6 C 0.9753(4) 0.39137(19) 0.2414(4) 0.0208(10) Uani 1 1 d . . . . .
H6 H 0.9824 0.3778 0.3176 0.025 Uiso 1 1 calc R U . . .
C7 C 1.0910(4) 0.4022(2) 0.2042(4) 0.0208(10) Uani 1 1 d . . . . .
C8 C 1.0847(5) 0.4219(2) 0.0941(4) 0.0258(11) Uani 1 1 d . . . . .
H8 H 1.1664 0.4285 0.0719 0.031 Uiso 1 1 calc R U . . .
C12 C 0.4180(4) 0.4354(2) -0.0920(4) 0.0206(10) Uani 1 1 d . . . . .
C13 C 0.4742(4) 0.4169(2) 0.0214(4) 0.0191(10) Uani 1 1 d . . . . .
H13 H 0.4180 0.4065 0.0699 0.023 Uiso 1 1 calc R U . . .
C2 C 0.6166(4) 0.41415(19) 0.0608(4) 0.0177(10) Uani 1 1 d . . . . .
C3 C 0.6985(5) 0.42925(19) -0.0121(4) 0.0196(10) Uani 1 1 d . . . . .
C4 C 0.8417(4) 0.42146(19) 0.0510(4) 0.0182(10) Uani 1 1 d . . . . .
C9 C 0.9594(5) 0.4317(2) 0.0171(4) 0.0228(11) Uani 1 1 d . . . . .
H9 H 0.9535 0.4454 -0.0587 0.027 Uiso 1 1 calc R U . . .
C18 C 0.9641(5) 0.2745(2) 0.4484(4) 0.0220(11) Uani 1 1 d . . . . .
H18 H 1.0016 0.2389 0.4355 0.026 Uiso 1 1 calc R U . . .
C19 C 0.8343(4) 0.2895(2) 0.3788(4) 0.0196(10) Uani 1 1 d . . . . .
C20 C 0.7525(5) 0.2428(2) 0.2960(4) 0.0264(11) Uani 1 1 d . . . . .
C21 C 0.6097(5) 0.2371(2) 0.3160(5) 0.0410(15) Uani 1 1 d . . . . .
H21A H 0.5623 0.2042 0.2727 0.061 Uiso 1 1 calc R U . . .
H21B H 0.5566 0.2717 0.2891 0.061 Uiso 1 1 calc R U . . .
H21C H 0.6191 0.2317 0.3990 0.061 Uiso 1 1 calc R U . . .
C22 C 0.8183(5) 0.1846(2) 0.3256(5) 0.0330(13) Uani 1 1 d . . . . .
H22A H 0.7565 0.1552 0.2825 0.050 Uiso 1 1 calc R U . . .
H22B H 0.8359 0.1777 0.4091 0.050 Uiso 1 1 calc R U . . .
H22C H 0.9049 0.1834 0.3043 0.050 Uiso 1 1 calc R U . . .
C23 C 0.7415(7) 0.2530(2) 0.1671(4) 0.0433(15) Uani 1 1 d . . . . .
H23A H 0.8325 0.2613 0.1578 0.065 Uiso 1 1 calc R U . . .
H23B H 0.6805 0.2853 0.1390 0.065 Uiso 1 1 calc R U . . .
H23C H 0.7045 0.2189 0.1224 0.065 Uiso 1 1 calc R U . . .
C29 C 1.1754(5) 0.2796(2) 0.7334(4) 0.0342(13) Uani 1 1 d . . . . .
H29C H 1.1095 0.2488 0.7307 0.051 Uiso 1 1 calc R U . . .
H29B H 1.1457 0.3137 0.7670 0.051 Uiso 1 1 calc R U . . .
H29A H 1.2658 0.2679 0.7812 0.051 Uiso 1 1 calc R U . . .
C31 C 1.2381(5) 0.2398(2) 0.5647(5) 0.0422(15) Uani 1 1 d . . . . .
H31A H 1.3307 0.2316 0.6133 0.063 Uiso 1 1 calc R U . . .
H31B H 1.2409 0.2463 0.4845 0.063 Uiso 1 1 calc R U . . .
H31C H 1.1780 0.2075 0.5672 0.063 Uiso 1 1 calc R U . . .
C24 C 0.7881(4) 0.4326(2) 0.5253(4) 0.0193(10) Uani 1 1 d . . . . .
C27 C 0.8677(5) 0.4533(2) 0.6463(4) 0.0244(11) Uani 1 1 d . . . . .
H26A H 0.9604 0.4644 0.6453 0.037 Uiso 1 1 calc R U . . .
H26B H 0.8728 0.4226 0.7027 0.037 Uiso 1 1 calc R U . . .
H26C H 0.8206 0.4861 0.6682 0.037 Uiso 1 1 calc R U . . .
C26 C 0.7899(5) 0.4819(2) 0.4410(4) 0.0277(12) Uani 1 1 d . . . . .
H27B H 0.7563 0.5167 0.4693 0.042 Uiso 1 1 calc R U . . .
H27C H 0.7308 0.4725 0.3639 0.042 Uiso 1 1 calc R U . . .
H27A H 0.8837 0.4880 0.4363 0.042 Uiso 1 1 calc R U . . .
C25 C 0.6397(5) 0.4220(2) 0.5321(4) 0.0282(12) Uani 1 1 d . . . . .
H25B H 0.6029 0.4572 0.5559 0.042 Uiso 1 1 calc R U . . .
H25A H 0.6400 0.3920 0.5890 0.042 Uiso 1 1 calc R U . . .
H25C H 0.5825 0.4102 0.4558 0.042 Uiso 1 1 calc R U . . .
C10 C 0.6382(5) 0.4479(2) -0.1248(4) 0.0227(10) Uani 1 1 d . . . . .
H10 H 0.6935 0.4584 -0.1740 0.027 Uiso 1 1 calc R U . . .
C11 C 0.4981(5) 0.4510(2) -0.1642(4) 0.0225(11) Uani 1 1 d . . . . .
H11 H 0.4560 0.4637 -0.2409 0.027 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C12 1.892(4) . ?
Br2 C7 1.896(4) . ?
P1 C1 1.693(4) . ?
P1 C14 1.836(5) . ?
C30 C28 1.530(7) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C28 C31 1.524(7) . ?
C28 C29 1.531(7) . ?
C28 C17 1.539(6) . ?
C17 C18 1.384(6) . ?
C17 C16 1.390(6) . ?
C16 C15 1.389(6) . ?
C16 H16 0.9500 . ?
C15 C14 1.426(6) . ?
C15 C24 1.546(6) . ?
C14 C19 1.406(6) . ?
C1 C2 1.484(6) . ?
C1 C5 1.489(6) . ?
C5 C6 1.385(6) . ?
C5 C4 1.409(6) . ?
C6 C7 1.389(6) . ?
C6 H6 0.9500 . ?
C7 C8 1.382(6) . ?
C8 C9 1.372(6) . ?
C8 H8 0.9500 . ?
C12 C11 1.388(6) . ?
C12 C13 1.392(6) . ?
C13 C2 1.394(6) . ?
C13 H13 0.9500 . ?
C2 C3 1.406(6) . ?
C3 C10 1.392(6) . ?
C3 C4 1.455(6) . ?
C4 C9 1.384(6) . ?
C9 H9 0.9500 . ?
C18 C19 1.398(6) . ?
C18 H18 0.9500 . ?
C19 C20 1.558(7) . ?
C20 C22 1.520(7) . ?
C20 C23 1.535(7) . ?
C20 C21 1.539(7) . ?
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 . ?
C29 H29C 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29A 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C24 C27 1.534(6) . ?
C24 C26 1.540(6) . ?
C24 C25 1.550(6) . ?
C27 H26A 0.9800 . ?
C27 H26B 0.9800 . ?
C27 H26C 0.9800 . ?
C26 H27B 0.9800 . ?
C26 H27C 0.9800 . ?
C26 H27A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25C 0.9800 . ?
C10 C11 1.372(6) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 P1 C14 104.0(2) . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C31 C28 C30 109.2(4) . . ?
C31 C28 C29 107.3(4) . . ?
C30 C28 C29 109.5(4) . . ?
C31 C28 C17 112.3(4) . . ?
C30 C28 C17 109.6(4) . . ?
C29 C28 C17 108.9(4) . . ?
C18 C17 C16 117.0(4) . . ?
C18 C17 C28 122.1(4) . . ?
C16 C17 C28 120.7(4) . . ?
C15 C16 C17 123.4(4) . . ?
C15 C16 H16 118.3 . . ?
C17 C16 H16 118.3 . . ?
C16 C15 C14 117.6(4) . . ?
C16 C15 C24 119.1(4) . . ?
C14 C15 C24 123.2(4) . . ?
C19 C14 C15 119.4(4) . . ?
C19 C14 P1 119.3(3) . . ?
C15 C14 P1 121.2(3) . . ?
C2 C1 C5 105.3(4) . . ?
C2 C1 P1 119.7(3) . . ?
C5 C1 P1 135.0(3) . . ?
C6 C5 C4 120.0(4) . . ?
C6 C5 C1 131.6(4) . . ?
C4 C5 C1 108.3(4) . . ?
C5 C6 C7 117.4(4) . . ?
C5 C6 H6 121.3 . . ?
C7 C6 H6 121.3 . . ?
C8 C7 C6 123.0(4) . . ?
C8 C7 Br2 116.7(3) . . ?
C6 C7 Br2 120.3(4) . . ?
C9 C8 C7 119.3(4) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C11 C12 C13 122.4(4) . . ?
C11 C12 Br1 118.5(3) . . ?
C13 C12 Br1 119.1(3) . . ?
C12 C13 C2 117.2(4) . . ?
C12 C13 H13 121.4 . . ?
C2 C13 H13 121.4 . . ?
C13 C2 C3 120.8(4) . . ?
C13 C2 C1 130.5(4) . . ?
C3 C2 C1 108.7(4) . . ?
C10 C3 C2 120.2(4) . . ?
C10 C3 C4 131.0(4) . . ?
C2 C3 C4 108.8(4) . . ?
C9 C4 C5 120.8(4) . . ?
C9 C4 C3 130.2(4) . . ?
C5 C4 C3 108.9(4) . . ?
C8 C9 C4 119.4(4) . . ?
C8 C9 H9 120.3 . . ?
C4 C9 H9 120.3 . . ?
C17 C18 C19 122.7(4) . . ?
C17 C18 H18 118.7 . . ?
C19 C18 H18 118.7 . . ?
C18 C19 C14 118.4(4) . . ?
C18 C19 C20 117.0(4) . . ?
C14 C19 C20 124.5(4) . . ?
C22 C20 C23 106.4(4) . . ?
C22 C20 C21 105.0(4) . . ?
C23 C20 C21 110.9(4) . . ?
C22 C20 C19 111.2(4) . . ?
C23 C20 C19 114.2(4) . . ?
C21 C20 C19 108.8(4) . . ?
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 . . ?
C28 C29 H29C 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29C C29 H29B 109.5 . . ?
C28 C29 H29A 109.5 . . ?
H29C C29 H29A 109.5 . . ?
H29B C29 H29A 109.5 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C27 C24 C26 106.4(4) . . ?
C27 C24 C15 111.9(4) . . ?
C26 C24 C15 111.7(4) . . ?
C27 C24 C25 105.7(4) . . ?
C26 C24 C25 109.9(4) . . ?
C15 C24 C25 111.1(4) . . ?
C24 C27 H26A 109.5 . . ?
C24 C27 H26B 109.5 . . ?
H26A C27 H26B 109.5 . . ?
C24 C27 H26C 109.5 . . ?
H26A C27 H26C 109.5 . . ?
H26B C27 H26C 109.5 . . ?
C24 C26 H27B 109.5 . . ?
C24 C26 H27C 109.5 . . ?
H27B C26 H27C 109.5 . . ?
C24 C26 H27A 109.5 . . ?
H27B C26 H27A 109.5 . . ?
H27C C26 H27A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25A 109.5 . . ?
H25B C25 H25A 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
C11 C10 C3 119.4(4) . . ?
C11 C10 H10 120.3 . . ?
C3 C10 H10 120.3 . . ?
C10 C11 C12 120.0(4) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?

_refine_diff_density_max         0.829
_refine_diff_density_min         -0.723
_refine_diff_density_rms         0.111

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1485627'
_audit_update_record             
;
2016-06-14 deposited with the CCDC.
2016-12-22 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT213_shelx               
;
PROBLEM: Atom C35A            has ADP max/min Ratio .....        7.1 prolat
RESPONSE: The para-tert-butyl group of the Mes* substituent shows almost free rotation as 
evidenced by the thermal ellipsoids of the methyl carbons. This unit was tentatively modeled 
with a disorder over two positions, which is not sufficient to account for the behavior 
of this substituent at room temperature. 
;
# end Validation Reply Form 
_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            'C39 H41 P S2'
_chemical_formula_weight         604.81

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   40.116(4)
_cell_length_b                   12.0063(11)
_cell_length_c                   14.4519(16)
_cell_angle_alpha                90
_cell_angle_beta                 103.394(7)
_cell_angle_gamma                90
_cell_volume                     6771.4(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3953
_cell_measurement_theta_min      1.0
_cell_measurement_theta_max      25.2

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.187
_exptl_crystal_F_000             2576
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.35
_exptl_absorpt_coefficient_mu    0.230
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6349
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker smart diffractometer equiped with an APEX II CCD Detector,
a graphite monochromator. The crystal-to-detector distance was 
5.0 cm, and the data collection was carried out in 512 x 512 pixel mode.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'BrukerAPEX II with CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            32809
_diffrn_reflns_av_unetI/netI     0.0742
_diffrn_reflns_av_R_equivalents  0.0848
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       50
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.044
_diffrn_reflns_theta_max         26.728
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7077
_reflns_number_gt                4007
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2  (Bruker AXS, 2012)'
_computing_cell_refinement       'SAINT V7.68A(Bruker AXS, 2012)'
_computing_data_reduction        'SAINT V7.68A(Bruker AXS, 2012)'
_computing_molecular_graphics    ' ORTEP for Windows (Farugia, 1997)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2015)'
_refine_special_details          'Refined as a 2-component twin., Twin'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1703P)²+12.5064P] 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         7077
_refine_ls_number_parameters     408
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.1571
_refine_ls_R_factor_gt           0.0986
_refine_ls_wR_factor_ref         0.3216
_refine_ls_wR_factor_gt          0.2790
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.028
_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 0.57374(13) 0.4116(4) 0.4170(4) 0.0527(13) Uani 1 1 d . . . . .
C2 C 0.59741(14) 0.4969(4) 0.4287(4) 0.0533(13) Uani 1 1 d . . . . .
H2 H 0.6211 0.4801 0.4396 0.064 Uiso 1 1 calc R U . . .
C3 C 0.58670(14) 0.6074(5) 0.4247(5) 0.0648(15) Uani 1 1 d . . . . .
C4 C 0.55230(17) 0.6309(5) 0.4079(8) 0.108(3) Uani 1 1 d . . . . .
H4 H 0.5449 0.7062 0.4040 0.129 Uiso 1 1 calc R U . . .
C5 C 0.52822(18) 0.5455(5) 0.3965(8) 0.119(4) Uani 1 1 d . . . . .
H5 H 0.5045 0.5627 0.3852 0.143 Uiso 1 1 calc R U . . .
C6 C 0.53860(14) 0.4375(5) 0.4015(6) 0.0740(19) Uani 1 1 d . . . . .
C7 C 0.51901(14) 0.3348(4) 0.3900(5) 0.0652(17) Uani 1 1 d . . . . .
C8 C 0.48405(15) 0.3154(5) 0.3713(7) 0.089(2) Uani 1 1 d . . . . .
H8 H 0.4684 0.3758 0.3641 0.106 Uiso 1 1 calc R U . . .
C9 C 0.47244(14) 0.2076(5) 0.3631(6) 0.079(2) Uani 1 1 d . . . . .
H9 H 0.4485 0.1940 0.3519 0.095 Uiso 1 1 calc R U . . .
C10 C 0.49451(12) 0.1186(4) 0.3708(4) 0.0525(13) Uani 1 1 d . . . . .
C11 C 0.52985(12) 0.1384(4) 0.3901(4) 0.0503(12) Uani 1 1 d . . . . .
H11 H 0.5455 0.0778 0.3971 0.060 Uiso 1 1 calc R U . . .
C12 C 0.54178(12) 0.2456(4) 0.3989(4) 0.0496(12) Uani 1 1 d . . . . .
C13 C 0.57723(11) 0.2897(4) 0.4158(4) 0.0456(11) Uani 1 1 d . . . . .
C14 C 0.61214(15) 0.6989(4) 0.4351(4) 0.0558(13) Uani 1 1 d . . . . .
C15 C 0.64612(15) 0.6908(4) 0.4362(4) 0.0579(15) Uani 1 1 d . . . . .
H15 H 0.6577 0.6233 0.4299 0.070 Uiso 1 1 calc R U . . .
C16 C 0.66171(18) 0.7981(5) 0.4482(5) 0.0702(17) Uani 1 1 d . . . . .
H16 H 0.6854 0.8096 0.4518 0.084 Uiso 1 1 calc R U . . .
C17 C 0.64016(19) 0.8808(6) 0.4537(6) 0.083(2) Uani 1 1 d . . . . .
H17 H 0.6464 0.9572 0.4593 0.100 Uiso 1 1 calc R U . . .
C18 C 0.48165(13) 0.0039(5) 0.3594(4) 0.0551(13) Uani 1 1 d . . . . .
C19 C 0.49959(13) -0.0968(4) 0.3825(5) 0.0617(16) Uani 1 1 d . . . . .
H19 H 0.5233 -0.1041 0.4113 0.074 Uiso 1 1 calc R U . . .
C20 C 0.47564(19) -0.1871(6) 0.3548(7) 0.098(3) Uani 1 1 d . . . . .
H20 H 0.4823 -0.2630 0.3637 0.118 Uiso 1 1 calc R U . . .
C21 C 0.4449(2) -0.1577(6) 0.3174(7) 0.101(3) Uani 1 1 d . . . . .
H21 H 0.4268 -0.2089 0.2943 0.121 Uiso 1 1 calc R U . . .
C22 C 0.65017(11) 0.2810(4) 0.4481(4) 0.0411(11) Uani 1 1 d . . . . .
C23 C 0.66777(13) 0.3081(4) 0.5425(4) 0.0475(12) Uani 1 1 d . . . . .
C24 C 0.69645(13) 0.3742(5) 0.5535(4) 0.0535(13) Uani 1 1 d . . . . .
H24 H 0.7079 0.3944 0.6164 0.064 Uiso 1 1 calc R U . . .
C25 C 0.70991(11) 0.4139(4) 0.4792(4) 0.0516(13) Uani 1 1 d . . . . .
C26 C 0.69332(13) 0.3798(5) 0.3901(4) 0.0534(13) Uani 1 1 d . . . . .
H26 H 0.7024 0.4029 0.3380 0.064 Uiso 1 1 calc R U . . .
C27 C 0.66424(13) 0.3140(4) 0.3709(4) 0.0468(12) Uani 1 1 d . . . . .
C28 C 0.65781(15) 0.2690(5) 0.6344(4) 0.0626(15) Uani 1 1 d . . . . .
C29 C 0.6274(2) 0.3384(6) 0.6501(6) 0.087(2) Uani 1 1 d . . . . .
H29A H 0.6330 0.4177 0.6499 0.130 Uiso 1 1 calc R U . . .
H29B H 0.6072 0.3230 0.5990 0.130 Uiso 1 1 calc R U . . .
H29C H 0.6225 0.3186 0.7115 0.130 Uiso 1 1 calc R U . . .
C30 C 0.6501(2) 0.1449(6) 0.6342(5) 0.087(2) Uani 1 1 d . . . . .
H30A H 0.6699 0.1029 0.6241 0.130 Uiso 1 1 calc R U . . .
H30B H 0.6454 0.1238 0.6955 0.130 Uiso 1 1 calc R U . . .
H30C H 0.6301 0.1282 0.5830 0.130 Uiso 1 1 calc R U . . .
C31 C 0.6874(2) 0.2865(9) 0.7226(5) 0.112(3) Uani 1 1 d . . . . .
H31A H 0.6939 0.3653 0.7276 0.168 Uiso 1 1 calc R U . . .
H31B H 0.6800 0.2637 0.7798 0.168 Uiso 1 1 calc R U . . .
H31C H 0.7072 0.2415 0.7163 0.168 Uiso 1 1 calc R U . . .
C32 C 0.74282(14) 0.4839(5) 0.4989(5) 0.0626(16) Uani 1 1 d . . . . .
C33 C 0.7719(3) 0.4169(15) 0.5525(19) 0.101(8) Uani 0.66(4) 1 d . U P A 1
H33A H 0.7756 0.3528 0.5141 0.151 Uiso 0.66(4) 1 calc R U P A 1
H33B H 0.7927 0.4630 0.5670 0.151 Uiso 0.66(4) 1 calc R U P A 1
H33C H 0.7668 0.3907 0.6120 0.151 Uiso 0.66(4) 1 calc R U P A 1
C34 C 0.7388(5) 0.5810(17) 0.563(2) 0.127(10) Uani 0.66(4) 1 d . U P A 1
H34A H 0.7198 0.6282 0.5304 0.190 Uiso 0.66(4) 1 calc R U P A 1
H34B H 0.7342 0.5526 0.6222 0.190 Uiso 0.66(4) 1 calc R U P A 1
H34C H 0.7600 0.6249 0.5772 0.190 Uiso 0.66(4) 1 calc R U P A 1
C35 C 0.7517(6) 0.526(3) 0.4071(13) 0.163(14) Uani 0.66(4) 1 d . U P A 1
H35A H 0.7326 0.5705 0.3708 0.245 Uiso 0.66(4) 1 calc R U P A 1
H35B H 0.7724 0.5720 0.4233 0.245 Uiso 0.66(4) 1 calc R U P A 1
H35C H 0.7557 0.4622 0.3688 0.245 Uiso 0.66(4) 1 calc R U P A 1
C33A C 0.7704(7) 0.419(3) 0.477(5) 0.117(19) Uani 0.34(4) 1 d . U P A 2
H33D H 0.7725 0.3480 0.5123 0.176 Uiso 0.34(4) 1 calc R U P A 2
H33E H 0.7655 0.4034 0.4088 0.176 Uiso 0.34(4) 1 calc R U P A 2
H33F H 0.7920 0.4601 0.4961 0.176 Uiso 0.34(4) 1 calc R U P A 2
C34A C 0.7576(11) 0.506(5) 0.614(3) 0.13(2) Uani 0.34(4) 1 d . U P A 2
H34D H 0.7621 0.4348 0.6476 0.197 Uiso 0.34(4) 1 calc R U P A 2
H34E H 0.7788 0.5495 0.6246 0.197 Uiso 0.34(4) 1 calc R U P A 2
H34F H 0.7405 0.5479 0.6391 0.197 Uiso 0.34(4) 1 calc R U P A 2
C35A C 0.7368(7) 0.585(3) 0.455(4) 0.14(3) Uani 0.34(4) 1 d . U P A 2
H35D H 0.7177 0.6223 0.4745 0.210 Uiso 0.34(4) 1 calc R U P A 2
H35E H 0.7574 0.6318 0.4731 0.210 Uiso 0.34(4) 1 calc R U P A 2
H35F H 0.7310 0.5751 0.3858 0.210 Uiso 0.34(4) 1 calc R U P A 2
C36 C 0.64988(15) 0.2789(5) 0.2654(4) 0.0631(15) Uani 1 1 d . . . . .
C37 C 0.6444(2) 0.1535(6) 0.2558(5) 0.087(2) Uani 1 1 d . . . . .
H37A H 0.6290 0.1296 0.2959 0.131 Uiso 1 1 calc R U . . .
H37B H 0.6341 0.1349 0.1893 0.131 Uiso 1 1 calc R U . . .
H37C H 0.6664 0.1153 0.2762 0.131 Uiso 1 1 calc R U . . .
C38 C 0.61538(17) 0.3405(6) 0.2251(5) 0.0760(19) Uani 1 1 d . . . . .
H38A H 0.5991 0.3224 0.2639 0.114 Uiso 1 1 calc R U . . .
H38B H 0.6194 0.4211 0.2267 0.114 Uiso 1 1 calc R U . . .
H38C H 0.6060 0.3168 0.1593 0.114 Uiso 1 1 calc R U . . .
C39 C 0.6737(2) 0.3108(9) 0.2023(5) 0.104(3) Uani 1 1 d . . . . .
H39A H 0.6779 0.3912 0.2065 0.157 Uiso 1 1 calc R U . . .
H39B H 0.6955 0.2710 0.2231 0.157 Uiso 1 1 calc R U . . .
H39C H 0.6631 0.2906 0.1363 0.157 Uiso 1 1 calc R U . . .
P1 P 0.61004(3) 0.20018(10) 0.42760(11) 0.0499(4) Uani 1 1 d . . . . .
S1 S 0.60077(5) 0.83321(14) 0.4496(2) 0.0990(8) Uani 1 1 d . . . . .
S2 S 0.43988(5) -0.0227(2) 0.3135(3) 0.1560(16) 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 C2 1.380(7) . ?
C1 C6 1.410(7) . ?
C1 C13 1.471(7) . ?
C2 C3 1.392(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.374(9) . ?
C3 C14 1.483(7) . ?
C4 C5 1.392(9) . ?
C4 H4 0.9500 . ?
C5 C6 1.358(8) . ?
C5 H5 0.9500 . ?
C6 C7 1.451(8) . ?
C7 C8 1.385(8) . ?
C7 C12 1.394(7) . ?
C8 C9 1.371(9) . ?
C8 H8 0.9500 . ?
C9 C10 1.376(8) . ?
C9 H9 0.9500 . ?
C10 C11 1.400(7) . ?
C10 C18 1.465(7) . ?
C11 C12 1.369(7) . ?
C11 H11 0.9500 . ?
C12 C13 1.484(6) . ?
C13 P1 1.677(5) . ?
C14 C15 1.363(8) . ?
C14 S1 1.702(5) . ?
C15 C16 1.425(8) . ?
C15 H15 0.9500 . ?
C16 C17 1.331(10) . ?
C16 H16 0.9500 . ?
C17 S1 1.669(7) . ?
C17 H17 0.9500 . ?
C18 C19 1.408(7) . ?
C18 S2 1.684(5) . ?
C19 C20 1.442(8) . ?
C19 H19 0.9500 . ?
C20 C21 1.277(11) . ?
C20 H20 0.9500 . ?
C21 S2 1.632(8) . ?
C21 H21 0.9500 . ?
C22 C27 1.418(7) . ?
C22 C23 1.422(7) . ?
C22 P1 1.844(4) . ?
C23 C24 1.377(7) . ?
C23 C28 1.546(8) . ?
C24 C25 1.393(7) . ?
C24 H24 0.9500 . ?
C25 C26 1.367(7) . ?
C25 C32 1.535(7) . ?
C26 C27 1.383(7) . ?
C26 H26 0.9500 . ?
C27 C36 1.557(8) . ?
C28 C30 1.521(9) . ?
C28 C29 1.538(9) . ?
C28 C31 1.541(9) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 C35A 1.37(3) . ?
C32 C33A 1.45(3) . ?
C32 C33 1.480(15) . ?
C32 C34 1.519(17) . ?
C32 C35 1.536(16) . ?
C32 C34A 1.66(4) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C33A H33D 0.9800 . ?
C33A H33E 0.9800 . ?
C33A H33F 0.9800 . ?
C34A H34D 0.9800 . ?
C34A H34E 0.9800 . ?
C34A H34F 0.9800 . ?
C35A H35D 0.9800 . ?
C35A H35E 0.9800 . ?
C35A H35F 0.9800 . ?
C36 C39 1.515(9) . ?
C36 C37 1.524(9) . ?
C36 C38 1.558(9) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 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
C2 C1 C6 119.3(5) . . ?
C2 C1 C13 132.5(5) . . ?
C6 C1 C13 108.2(4) . . ?
C1 C2 C3 120.4(5) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 H2 119.8 . . ?
C4 C3 C2 119.4(5) . . ?
C4 C3 C14 120.4(5) . . ?
C2 C3 C14 120.2(5) . . ?
C3 C4 C5 120.7(6) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C6 C5 C4 120.1(6) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C1 120.1(5) . . ?
C5 C6 C7 130.8(5) . . ?
C1 C6 C7 109.0(5) . . ?
C8 C7 C12 120.0(5) . . ?
C8 C7 C6 131.5(5) . . ?
C12 C7 C6 108.5(5) . . ?
C9 C8 C7 118.9(6) . . ?
C9 C8 H8 120.5 . . ?
C7 C8 H8 120.5 . . ?
C8 C9 C10 121.8(5) . . ?
C8 C9 H9 119.1 . . ?
C10 C9 H9 119.1 . . ?
C9 C10 C11 119.1(5) . . ?
C9 C10 C18 121.1(5) . . ?
C11 C10 C18 119.7(5) . . ?
C12 C11 C10 119.6(5) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C11 C12 C7 120.4(5) . . ?
C11 C12 C13 130.7(5) . . ?
C7 C12 C13 108.9(4) . . ?
C1 C13 C12 105.5(4) . . ?
C1 C13 P1 135.3(3) . . ?
C12 C13 P1 119.2(4) . . ?
C15 C14 C3 127.7(5) . . ?
C15 C14 S1 111.2(4) . . ?
C3 C14 S1 121.1(4) . . ?
C14 C15 C16 110.3(6) . . ?
C14 C15 H15 124.9 . . ?
C16 C15 H15 124.9 . . ?
C17 C16 C15 114.1(6) . . ?
C17 C16 H16 122.9 . . ?
C15 C16 H16 122.9 . . ?
C16 C17 S1 111.4(5) . . ?
C16 C17 H17 124.3 . . ?
S1 C17 H17 124.3 . . ?
C19 C18 C10 129.3(5) . . ?
C19 C18 S2 109.7(4) . . ?
C10 C18 S2 121.0(4) . . ?
C18 C19 C20 108.0(5) . . ?
C18 C19 H19 126.0 . . ?
C20 C19 H19 126.0 . . ?
C21 C20 C19 115.3(7) . . ?
C21 C20 H20 122.4 . . ?
C19 C20 H20 122.4 . . ?
C20 C21 S2 112.8(5) . . ?
C20 C21 H21 123.6 . . ?
S2 C21 H21 123.6 . . ?
C27 C22 C23 119.4(4) . . ?
C27 C22 P1 120.8(4) . . ?
C23 C22 P1 119.7(4) . . ?
C24 C23 C22 117.3(5) . . ?
C24 C23 C28 116.8(5) . . ?
C22 C23 C28 125.9(4) . . ?
C23 C24 C25 124.8(5) . . ?
C23 C24 H24 117.6 . . ?
C25 C24 H24 117.6 . . ?
C26 C25 C24 115.6(4) . . ?
C26 C25 C32 123.3(5) . . ?
C24 C25 C32 120.9(5) . . ?
C25 C26 C27 124.3(5) . . ?
C25 C26 H26 117.8 . . ?
C27 C26 H26 117.8 . . ?
C26 C27 C22 118.2(5) . . ?
C26 C27 C36 117.1(5) . . ?
C22 C27 C36 124.7(4) . . ?
C30 C28 C29 111.3(5) . . ?
C30 C28 C31 104.6(6) . . ?
C29 C28 C31 106.9(6) . . ?
C30 C28 C23 112.8(5) . . ?
C29 C28 C23 109.6(5) . . ?
C31 C28 C23 111.4(5) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C35A C32 C33A 116(3) . . ?
C33 C32 C34 106.2(13) . . ?
C35A C32 C25 110.5(10) . . ?
C33A C32 C25 109.4(11) . . ?
C33 C32 C25 109.9(7) . . ?
C34 C32 C25 109.0(7) . . ?
C33 C32 C35 108.6(12) . . ?
C34 C32 C35 110.5(13) . . ?
C25 C32 C35 112.4(8) . . ?
C35A C32 C34A 108(2) . . ?
C33A C32 C34A 101(2) . . ?
C25 C32 C34A 111.5(10) . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C32 C35 H35A 109.5 . . ?
C32 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C32 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C32 C33A H33D 109.5 . . ?
C32 C33A H33E 109.5 . . ?
H33D C33A H33E 109.5 . . ?
C32 C33A H33F 109.5 . . ?
H33D C33A H33F 109.5 . . ?
H33E C33A H33F 109.5 . . ?
C32 C34A H34D 109.5 . . ?
C32 C34A H34E 109.5 . . ?
H34D C34A H34E 109.5 . . ?
C32 C34A H34F 109.5 . . ?
H34D C34A H34F 109.5 . . ?
H34E C34A H34F 109.5 . . ?
C32 C35A H35D 109.5 . . ?
C32 C35A H35E 109.5 . . ?
H35D C35A H35E 109.5 . . ?
C32 C35A H35F 109.5 . . ?
H35D C35A H35F 109.5 . . ?
H35E C35A H35F 109.5 . . ?
C39 C36 C37 107.0(6) . . ?
C39 C36 C27 112.3(5) . . ?
C37 C36 C27 111.7(5) . . ?
C39 C36 C38 106.5(6) . . ?
C37 C36 C38 109.7(5) . . ?
C27 C36 C38 109.4(5) . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C36 C38 H38A 109.5 . . ?
C36 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C36 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C36 C39 H39A 109.5 . . ?
C36 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C36 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C13 P1 C22 108.4(2) . . ?
C17 S1 C14 92.9(3) . . ?
C21 S2 C18 94.1(4) . . ?

_refine_diff_density_max         0.662
_refine_diff_density_min         -0.944
_refine_diff_density_rms         0.122

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1486942'
_audit_update_record             
;
2016-06-21 deposited with the CCDC.
2016-12-22 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            'C39 H41 Au Cl P S2'
_chemical_formula_weight         837.22

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   9.2061(3)
_cell_length_b                   30.1345(10)
_cell_length_c                   15.3956(5)
_cell_angle_alpha                90
_cell_angle_beta                 105.096(2)
_cell_angle_gamma                90
_cell_volume                     4123.7(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7626
_cell_measurement_theta_min      1.9
_cell_measurement_theta_max      25.2

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_F_000             1672
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    3.795
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4976
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker smart diffractometer equiped with an APEX II CCD Detector,
a graphite monochromator. The crystal-to-detector distance was 
5.0 cm, and the data collection was carried out in 512 x 512 pixel mode.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'BrukerAPEX II with CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            71482
_diffrn_reflns_av_unetI/netI     0.0434
_diffrn_reflns_av_R_equivalents  0.0648
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.925
_diffrn_reflns_theta_max         27.335
_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             9229
_reflns_number_gt                7626
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ', SQUEEZE'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0220P)²+18.9161P] 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         9229
_refine_ls_number_parameters     441
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0478
_refine_ls_wR_factor_ref         0.1003
_refine_ls_wR_factor_gt          0.0964
_refine_ls_goodness_of_fit_ref   1.155
_refine_ls_restrained_S_all      1.155
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4926(5) 0.61964(15) 0.4657(3) 0.0199(10) Uani 1 1 d . . . . .
C2 C 0.5680(5) 0.65751(16) 0.4516(3) 0.0192(10) Uani 1 1 d . . . . .
H2 H 0.5817 0.6814 0.4933 0.023 Uiso 1 1 calc R U . . .
C3 C 0.6242(5) 0.66053(16) 0.3756(3) 0.0208(10) Uani 1 1 d . . . . .
C4 C 0.6065(5) 0.62448(17) 0.3169(4) 0.0248(11) Uani 1 1 d . . . . .
H4 H 0.6464 0.6263 0.2660 0.030 Uiso 1 1 calc R U . . .
C5 C 0.5328(5) 0.58633(17) 0.3306(4) 0.0239(11) Uani 1 1 d . . . . .
H5 H 0.5226 0.5621 0.2900 0.029 Uiso 1 1 calc R U . . .
C6 C 0.4743(5) 0.58396(16) 0.4043(3) 0.0199(10) Uani 1 1 d . . . . .
C7 C 0.3905(5) 0.54890(16) 0.4351(3) 0.0213(10) Uani 1 1 d . . . . .
C8 C 0.3410(6) 0.50789(17) 0.3980(4) 0.0257(11) Uani 1 1 d . . . . .
H8 H 0.3624 0.4984 0.3438 0.031 Uiso 1 1 calc R U . . .
C9 C 0.2599(6) 0.48116(16) 0.4412(4) 0.0279(12) Uani 1 1 d . . . . .
H9 H 0.2254 0.4531 0.4157 0.033 Uiso 1 1 calc R U . . .
C10 C 0.2271(5) 0.49384(16) 0.5208(4) 0.0240(11) Uani 1 1 d . . . . .
C11 C 0.2786(5) 0.53546(16) 0.5584(4) 0.0229(11) Uani 1 1 d . . . . .
H11 H 0.2584 0.5447 0.6131 0.028 Uiso 1 1 calc R U . . .
C12 C 0.3582(5) 0.56247(15) 0.5157(3) 0.0195(10) Uani 1 1 d . . . . .
C13 C 0.4212(5) 0.60774(16) 0.5378(3) 0.0206(10) Uani 1 1 d . . . . .
C22 C 0.4871(5) 0.69113(16) 0.6333(3) 0.0197(10) Uani 1 1 d . . . . .
C23 C 0.3967(5) 0.72684(16) 0.5886(3) 0.0193(10) Uani 1 1 d . . . . .
C24 C 0.4666(5) 0.76783(16) 0.5884(4) 0.0223(11) Uani 1 1 d . . . . .
H24 H 0.4083 0.7916 0.5566 0.027 Uiso 1 1 calc R U . . .
C25 C 0.6152(5) 0.77605(16) 0.6316(3) 0.0206(10) Uani 1 1 d . . . . .
C26 C 0.6973(5) 0.74100(16) 0.6802(3) 0.0220(11) Uani 1 1 d . . . . .
H26 H 0.7983 0.7464 0.7131 0.026 Uiso 1 1 calc R U . . .
C27 C 0.6392(5) 0.69885(16) 0.6829(3) 0.0195(10) Uani 1 1 d . . . . .
C28 C 0.2286(5) 0.72482(18) 0.5346(4) 0.0251(11) Uani 1 1 d . . . . .
C29 C 0.1570(6) 0.7714(2) 0.5258(4) 0.0369(14) Uani 1 1 d . . . . .
H29A H 0.1605 0.7829 0.5858 0.055 Uiso 1 1 calc R U . . .
H29B H 0.2128 0.7913 0.4959 0.055 Uiso 1 1 calc R U . . .
H29C H 0.0521 0.7695 0.4902 0.055 Uiso 1 1 calc R U . . .
C30 C 0.2203(6) 0.70840(18) 0.4398(4) 0.0270(12) Uani 1 1 d . . . . .
H30A H 0.2844 0.7270 0.4129 0.040 Uiso 1 1 calc R U . . .
H30B H 0.2552 0.6776 0.4425 0.040 Uiso 1 1 calc R U . . .
H30C H 0.1161 0.7101 0.4031 0.040 Uiso 1 1 calc R U . . .
C31 C 0.1283(6) 0.6956(2) 0.5762(4) 0.0391(15) Uani 1 1 d . . . . .
H31A H 0.1333 0.7061 0.6372 0.059 Uiso 1 1 calc R U . . .
H31B H 0.0242 0.6973 0.5393 0.059 Uiso 1 1 calc R U . . .
H31C H 0.1633 0.6648 0.5787 0.059 Uiso 1 1 calc R U . . .
C32 C 0.6871(6) 0.82121(17) 0.6305(4) 0.0260(11) Uani 1 1 d . . . . .
C33 C 0.6887(7) 0.84539(19) 0.7182(4) 0.0373(14) Uani 1 1 d . . . . .
H33A H 0.7436 0.8275 0.7694 0.056 Uiso 1 1 calc R U . . .
H33B H 0.7385 0.8742 0.7192 0.056 Uiso 1 1 calc R U . . .
H33C H 0.5852 0.8499 0.7220 0.056 Uiso 1 1 calc R U . . .
C34 C 0.6019(8) 0.8494(2) 0.5522(5) 0.0474(17) Uani 1 1 d . . . . .
H34A H 0.6518 0.8782 0.5539 0.071 Uiso 1 1 calc R U . . .
H34B H 0.6003 0.8343 0.4956 0.071 Uiso 1 1 calc R U . . .
H34C H 0.4986 0.8538 0.5566 0.071 Uiso 1 1 calc R U . . .
C35 C 0.8494(6) 0.8168(2) 0.6236(5) 0.0401(15) Uani 1 1 d . . . . .
H35A H 0.9071 0.7987 0.6736 0.060 Uiso 1 1 calc R U . . .
H35B H 0.8499 0.8026 0.5665 0.060 Uiso 1 1 calc R U . . .
H35C H 0.8949 0.8464 0.6264 0.060 Uiso 1 1 calc R U . . .
C36 C 0.7469(6) 0.66383(18) 0.7396(4) 0.0266(11) Uani 1 1 d . . . . .
C37 C 0.7811(8) 0.6268(2) 0.6812(5) 0.062(2) Uani 1 1 d . . . . .
H37A H 0.6868 0.6128 0.6480 0.093 Uiso 1 1 calc R U . . .
H37B H 0.8330 0.6390 0.6385 0.093 Uiso 1 1 calc R U . . .
H37C H 0.8454 0.6046 0.7192 0.093 Uiso 1 1 calc R U . . .
C38 C 0.6835(8) 0.6449(3) 0.8154(5) 0.065(2) Uani 1 1 d . . . . .
H38A H 0.6621 0.6692 0.8524 0.098 Uiso 1 1 calc R U . . .
H38B H 0.5905 0.6285 0.7889 0.098 Uiso 1 1 calc R U . . .
H38C H 0.7576 0.6248 0.8530 0.098 Uiso 1 1 calc R U . . .
C39 C 0.8995(6) 0.6837(2) 0.7885(5) 0.0439(16) Uani 1 1 d . . . . .
H39A H 0.8842 0.7080 0.8276 0.066 Uiso 1 1 calc R U . . .
H39B H 0.9622 0.6607 0.8250 0.066 Uiso 1 1 calc R U . . .
H39C H 0.9497 0.6951 0.7443 0.066 Uiso 1 1 calc R U . . .
P1 P 0.40683(15) 0.63607(4) 0.62808(9) 0.0225(3) Uani 1 1 d . . . . .
C14A C 0.6982(5) 0.70182(18) 0.3598(4) 0.0242(11) Uani 1 1 d . . . . .
C15A C 0.698(3) 0.7432(7) 0.3966(17) 0.024(4) Uani 0.794(7) 1 d D . P A 1
H15A H 0.6461 0.7490 0.4412 0.029 Uiso 0.794(7) 1 calc R U P A 1
C16A C 0.7771(15) 0.7762(3) 0.3659(7) 0.0273(19) Uani 0.794(7) 1 d D . P A 1
H16A H 0.7833 0.8063 0.3853 0.033 Uiso 0.794(7) 1 calc R U P A 1
C17A C 0.8433(10) 0.7599(2) 0.3050(6) 0.028(2) Uani 0.794(7) 1 d D . P A 1
H17A H 0.9038 0.7770 0.2763 0.034 Uiso 0.794(7) 1 calc R U P A 1
S1A S 0.8066(3) 0.70426(9) 0.2845(2) 0.0303(7) Uani 0.794(7) 1 d D . P A 1
C15B C 0.785(6) 0.7031(12) 0.300(3) 0.024(4) Uani 0.206(7) 1 d D . P A 2
H15B H 0.8034 0.6786 0.2654 0.029 Uiso 0.206(7) 1 calc R U P A 2
C16B C 0.840(5) 0.7457(11) 0.296(3) 0.0273(19) Uani 0.206(7) 1 d D . P A 2
H16B H 0.9083 0.7538 0.2621 0.033 Uiso 0.206(7) 1 calc R U P A 2
C17B C 0.787(7) 0.7736(13) 0.347(4) 0.028(2) Uani 0.206(7) 1 d D . P A 2
H17B H 0.8076 0.8045 0.3502 0.034 Uiso 0.206(7) 1 calc R U P A 2
S1B S 0.676(3) 0.7478(7) 0.407(2) 0.027(4) Uani 0.206(7) 1 d D . P A 2
C18A C 0.1425(5) 0.46524(16) 0.5665(4) 0.0264(12) Uani 1 1 d . . . . .
C19A C 0.1026(18) 0.4720(5) 0.6441(9) 0.028(3) Uani 0.785(8) 1 d D . P B 1
H19A H 0.1270 0.4980 0.6798 0.033 Uiso 0.785(8) 1 calc R U P B 1
C20A C 0.0203(12) 0.4358(3) 0.6658(6) 0.032(2) Uani 0.785(8) 1 d D . P B 1
H20A H -0.0168 0.4350 0.7179 0.038 Uiso 0.785(8) 1 calc R U P B 1
C21A C 0.000(4) 0.4025(7) 0.6046(11) 0.034(2) Uani 0.785(8) 1 d D . P B 1
H21A H -0.0517 0.3756 0.6093 0.041 Uiso 0.785(8) 1 calc R U P B 1
S2A S 0.0757(3) 0.41427(9) 0.5207(2) 0.0273(8) Uani 0.785(8) 1 d D . P B 1
C19B C 0.066(6) 0.4225(15) 0.551(3) 0.053(19) Uani 0.215(8) 1 d D . P B 2
H19B H 0.0563 0.4062 0.4972 0.064 Uiso 0.215(8) 1 calc R U P B 2
C21B C 0.008(15) 0.407(3) 0.622(5) 0.034(2) Uani 0.215(8) 1 d D . P B 2
H21B H -0.0464 0.3797 0.6193 0.041 Uiso 0.215(8) 1 calc R U P B 2
C20B C 0.036(5) 0.4340(14) 0.695(3) 0.032(2) Uani 0.215(8) 1 d D . P B 2
H20B H 0.0082 0.4281 0.7491 0.038 Uiso 0.215(8) 1 calc R U P B 2
S2B S 0.126(2) 0.4789(6) 0.6765(13) 0.056(5) Uani 0.215(8) 1 d D . P B 2
Cl1 Cl 0.1975(2) 0.58581(6) 0.84092(13) 0.0580(5) Uani 1 1 d . . . . .
Au1 Au 0.30201(3) 0.61063(2) 0.73237(2) 0.03055(7) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.382(7) . ?
C1 C6 1.413(7) . ?
C1 C13 1.474(7) . ?
C2 C3 1.401(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.394(7) . ?
C3 C14A 1.469(7) . ?
C4 C5 1.379(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.378(7) . ?
C5 H5 0.9500 . ?
C6 C7 1.459(7) . ?
C7 C8 1.388(7) . ?
C7 C12 1.409(7) . ?
C8 C9 1.381(8) . ?
C8 H8 0.9500 . ?
C9 C10 1.389(8) . ?
C9 H9 0.9500 . ?
C10 C11 1.411(7) . ?
C10 C18A 1.460(7) . ?
C11 C12 1.372(7) . ?
C11 H11 0.9500 . ?
C12 C13 1.487(7) . ?
C13 P1 1.665(5) . ?
C22 C23 1.424(7) . ?
C22 C27 1.429(7) . ?
C22 P1 1.810(5) . ?
C23 C24 1.393(7) . ?
C23 C28 1.555(7) . ?
C24 C25 1.379(7) . ?
C24 H24 0.9500 . ?
C25 C26 1.397(7) . ?
C25 C32 1.515(7) . ?
C26 C27 1.383(7) . ?
C26 H26 0.9500 . ?
C27 C36 1.551(7) . ?
C28 C30 1.524(7) . ?
C28 C31 1.532(7) . ?
C28 C29 1.541(8) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 C34 1.515(8) . ?
C32 C33 1.530(8) . ?
C32 C35 1.531(7) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 C37 1.518(8) . ?
C36 C39 1.533(8) . ?
C36 C38 1.544(9) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
P1 Au1 2.2144(13) . ?
C14A C15B 1.37(4) . ?
C14A C15A 1.37(2) . ?
C14A S1B 1.60(2) . ?
C14A S1A 1.716(6) . ?
C15A C16A 1.39(2) . ?
C15A H15A 0.9500 . ?
C16A C17A 1.338(10) . ?
C16A H16A 0.9500 . ?
C17A S1A 1.722(8) . ?
C17A H17A 0.9500 . ?
C15B C16B 1.39(3) . ?
C15B H15B 0.9500 . ?
C16B C17B 1.325(19) . ?
C16B H16B 0.9500 . ?
C17B S1B 1.73(2) . ?
C17B H17B 0.9500 . ?
C18A C19A 1.353(17) . ?
C18A C19B 1.46(5) . ?
C18A S2A 1.734(6) . ?
C18A S2B 1.786(19) . ?
C19A C20A 1.416(18) . ?
C19A H19A 0.9500 . ?
C20A C21A 1.357(12) . ?
C20A H20A 0.9500 . ?
C21A S2A 1.659(15) . ?
C21A H21A 0.9500 . ?
C19B C21B 1.42(3) . ?
C19B H19B 0.9500 . ?
C21B C20B 1.36(2) . ?
C21B H21B 0.9500 . ?
C20B S2B 1.65(2) . ?
C20B H20B 0.9500 . ?
Cl1 Au1 2.2616(15) . ?

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
C2 C1 C6 120.0(5) . . ?
C2 C1 C13 131.3(5) . . ?
C6 C1 C13 108.7(4) . . ?
C1 C2 C3 119.7(5) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
C4 C3 C2 119.0(5) . . ?
C4 C3 C14A 122.2(5) . . ?
C2 C3 C14A 118.8(5) . . ?
C5 C4 C3 122.0(5) . . ?
C5 C4 H4 119.0 . . ?
C3 C4 H4 119.0 . . ?
C6 C5 C4 118.8(5) . . ?
C6 C5 H5 120.6 . . ?
C4 C5 H5 120.6 . . ?
C5 C6 C1 120.5(5) . . ?
C5 C6 C7 131.2(5) . . ?
C1 C6 C7 108.3(4) . . ?
C8 C7 C12 119.9(5) . . ?
C8 C7 C6 131.0(5) . . ?
C12 C7 C6 109.1(4) . . ?
C9 C8 C7 118.8(5) . . ?
C9 C8 H8 120.6 . . ?
C7 C8 H8 120.6 . . ?
C8 C9 C10 122.2(5) . . ?
C8 C9 H9 118.9 . . ?
C10 C9 H9 118.9 . . ?
C9 C10 C11 118.7(5) . . ?
C9 C10 C18A 121.9(5) . . ?
C11 C10 C18A 119.4(5) . . ?
C12 C11 C10 119.6(5) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C11 C12 C7 120.7(5) . . ?
C11 C12 C13 131.3(5) . . ?
C7 C12 C13 108.0(4) . . ?
C1 C13 C12 105.9(4) . . ?
C1 C13 P1 130.6(4) . . ?
C12 C13 P1 123.4(4) . . ?
C23 C22 C27 120.2(4) . . ?
C23 C22 P1 119.4(4) . . ?
C27 C22 P1 120.3(4) . . ?
C24 C23 C22 117.3(4) . . ?
C24 C23 C28 115.4(4) . . ?
C22 C23 C28 127.1(4) . . ?
C25 C24 C23 124.0(5) . . ?
C25 C24 H24 118.0 . . ?
C23 C24 H24 118.0 . . ?
C24 C25 C26 116.9(4) . . ?
C24 C25 C32 122.5(5) . . ?
C26 C25 C32 120.5(4) . . ?
C27 C26 C25 123.5(5) . . ?
C27 C26 H26 118.3 . . ?
C25 C26 H26 118.3 . . ?
C26 C27 C22 117.8(4) . . ?
C26 C27 C36 116.5(4) . . ?
C22 C27 C36 125.7(4) . . ?
C30 C28 C31 109.2(5) . . ?
C30 C28 C29 107.4(5) . . ?
C31 C28 C29 105.6(5) . . ?
C30 C28 C23 108.6(4) . . ?
C31 C28 C23 115.0(4) . . ?
C29 C28 C23 110.8(4) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C34 C32 C25 112.0(4) . . ?
C34 C32 C33 108.6(5) . . ?
C25 C32 C33 108.8(4) . . ?
C34 C32 C35 107.8(5) . . ?
C25 C32 C35 111.1(4) . . ?
C33 C32 C35 108.4(5) . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C32 C35 H35A 109.5 . . ?
C32 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C32 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C37 C36 C39 105.9(5) . . ?
C37 C36 C38 110.7(6) . . ?
C39 C36 C38 104.6(5) . . ?
C37 C36 C27 111.6(5) . . ?
C39 C36 C27 112.4(5) . . ?
C38 C36 C27 111.4(5) . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C36 C38 H38A 109.5 . . ?
C36 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C36 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C36 C39 H39A 109.5 . . ?
C36 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C36 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C13 P1 C22 112.8(2) . . ?
C13 P1 Au1 124.88(18) . . ?
C22 P1 Au1 122.34(16) . . ?
C15B C14A C3 120.9(16) . . ?
C15A C14A C3 130.7(10) . . ?
C15B C14A S1B 116.5(15) . . ?
C3 C14A S1B 122.5(8) . . ?
C15A C14A S1A 107.7(9) . . ?
C3 C14A S1A 121.6(4) . . ?
C14A C15A C16A 117.1(14) . . ?
C14A C15A H15A 121.5 . . ?
C16A C15A H15A 121.5 . . ?
C17A C16A C15A 110.5(11) . . ?
C17A C16A H16A 124.8 . . ?
C15A C16A H16A 124.8 . . ?
C16A C17A S1A 112.6(7) . . ?
C16A C17A H17A 123.7 . . ?
S1A C17A H17A 123.7 . . ?
C14A S1A C17A 92.2(4) . . ?
C14A C15B C16B 110(2) . . ?
C14A C15B H15B 125.1 . . ?
C16B C15B H15B 125.1 . . ?
C17B C16B C15B 112(3) . . ?
C17B C16B H16B 124.2 . . ?
C15B C16B H16B 124.2 . . ?
C16B C17B S1B 113(2) . . ?
C16B C17B H17B 123.5 . . ?
S1B C17B H17B 123.5 . . ?
C14A S1B C17B 89.0(15) . . ?
C19A C18A C10 129.7(8) . . ?
C19B C18A C10 137.7(18) . . ?
C19A C18A S2A 110.1(7) . . ?
C10 C18A S2A 120.3(4) . . ?
C19B C18A S2B 101.6(18) . . ?
C10 C18A S2B 120.5(7) . . ?
C18A C19A C20A 112.2(9) . . ?
C18A C19A H19A 123.9 . . ?
C20A C19A H19A 123.9 . . ?
C21A C20A C19A 113.0(11) . . ?
C21A C20A H20A 123.5 . . ?
C19A C20A H20A 123.5 . . ?
C20A C21A S2A 111.8(9) . . ?
C20A C21A H21A 124.1 . . ?
S2A C21A H21A 124.1 . . ?
C21A S2A C18A 92.9(5) . . ?
C21B C19B C18A 116(2) . . ?
C21B C19B H19B 122.2 . . ?
C18A C19B H19B 122.2 . . ?
C20B C21B C19B 114(3) . . ?
C20B C21B H21B 123.1 . . ?
C19B C21B H21B 123.1 . . ?
C21B C20B S2B 111(3) . . ?
C21B C20B H20B 124.7 . . ?
S2B C20B H20B 124.7 . . ?
C20B S2B C18A 98.4(15) . . ?
P1 Au1 Cl1 178.77(7) . . ?

_refine_diff_density_max         1.299
_refine_diff_density_min         -2.590
_refine_diff_density_rms         0.122



# SQUEEZE RESULTS (Version =  30715)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.053 0.000 0.500 440 149 ' '
2 -0.017 0.500 0.000 440 149 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?

