# Electronic Supplementary Material (ESI) for Chemical Communications.
# 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_shelxl
_audit_block_doi                 10.5517/cc1jcc9k
_database_code_depnum_ccdc_archive 'CCDC 1411098'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.organomet.5b00813 2015
_audit_update_record             
;
2015-07-07 deposited with the CCDC.
2016-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H18 Br P'
_chemical_formula_weight         417.26

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'
P P 0.1023 0.0942 '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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   10.9091(3)
_cell_length_b                   8.4128(2)
_cell_length_c                   20.1396(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.5690(10)
_cell_angle_gamma                90.00
_cell_volume                     1842.46(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9917
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      32.48

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.504
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             848
_exptl_absorpt_coefficient_mu    2.322
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.5357
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_process_details   'SADABS (Bruker, 2000)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100
_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  'Bruker Venture D8'
_diffrn_measurement_method       '2θ/ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            50105
_diffrn_reflns_av_R_equivalents  0.1563
_diffrn_reflns_av_sigmaI/netI    0.0712
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.63
_diffrn_reflns_theta_max         32.59
_reflns_number_total             6703
_reflns_number_gt                5222
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_molecular_graphics    Diamond
_computing_publication_material  WinGX


_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     
'calc w=1/[σ²(Fo²)+(0.0422P)²+1.7386P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6703
_refine_ls_number_parameters     239
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0671
_refine_ls_R_factor_gt           0.0438
_refine_ls_wR_factor_ref         0.1135
_refine_ls_wR_factor_gt          0.1010
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.36849(5) 0.28463(6) 1.02991(3) 0.01266(11) Uani 1 1 d . . .
H34 H 0.277(2) 0.779(3) 1.1337(13) 0.016(6) Uiso 1 1 d . . .
Br1 Br 0.331689(19) 0.52058(3) 0.904754(10) 0.01674(7) Uani 1 1 d . . .
C30 C 0.26280(18) 0.4343(3) 1.05894(10) 0.0132(4) Uani 1 1 d . . .
C17 C 0.2302(2) 0.0114(3) 0.99740(11) 0.0171(4) Uani 1 1 d . . .
H17 H 0.2524 -0.0133 1.0417 0.021 Uiso 1 1 calc R . .
C32 C 0.0610(2) 0.5281(3) 1.08254(12) 0.0200(4) Uani 1 1 d . . .
H32 H -0.0237 0.5133 1.0805 0.024 Uiso 1 1 calc R . .
C18 C 0.26457(18) 0.1593(2) 0.97462(10) 0.0135(4) Uani 1 1 d . . .
C14 C 0.15941(17) 0.0815(2) 0.86851(10) 0.0134(4) Uani 1 1 d . . .
C19 C 0.22689(17) 0.1996(2) 0.90616(10) 0.0122(3) Uani 1 1 d . . .
C20 C 0.38876(17) 0.1605(3) 1.10542(10) 0.0137(4) Uani 1 1 d . . .
C2 C 0.0631(2) -0.1670(3) 0.83885(11) 0.0209(4) Uani 1 1 d . . .
H2A H -0.0131 -0.2096 0.8531 0.025 Uiso 1 1 calc R . .
H2B H 0.1141 -0.2544 0.8259 0.025 Uiso 1 1 calc R . .
C21 C 0.48569(19) 0.0505(3) 1.10961(11) 0.0170(4) Uani 1 1 d . . .
H21 H 0.5367 0.0430 1.0749 0.020 Uiso 1 1 calc R . .
C11 C 0.19871(18) 0.3569(3) 0.80296(10) 0.0154(4) Uani 1 1 d . . .
H11 H 0.2125 0.4516 0.7809 0.019 Uiso 1 1 calc R . .
C25 C 0.31647(19) 0.1728(3) 1.15956(10) 0.0170(4) Uani 1 1 d . . .
H25 H 0.2527 0.2463 1.1582 0.020 Uiso 1 1 calc R . .
C23 C 0.4334(2) -0.0343(3) 1.21788(12) 0.0196(4) Uani 1 1 d . . .
H23 H 0.4476 -0.0994 1.2550 0.024 Uiso 1 1 calc R . .
C24 C 0.3388(2) 0.0766(3) 1.21522(11) 0.0183(4) Uani 1 1 d . . .
H24 H 0.2901 0.0864 1.2509 0.022 Uiso 1 1 calc R . .
C1 C 0.0376(2) -0.0482(3) 0.78047(11) 0.0188(4) Uani 1 1 d . . .
H1A H 0.0638 -0.0919 0.7393 0.023 Uiso 1 1 calc R . .
H1B H -0.0492 -0.0227 0.7742 0.023 Uiso 1 1 calc R . .
C35 C 0.31373(19) 0.5728(3) 1.08744(11) 0.0165(4) Uani 1 1 d . . .
H35 H 0.3982 0.5892 1.0887 0.020 Uiso 1 1 calc R . .
C31 C 0.13545(18) 0.4134(3) 1.05635(11) 0.0164(4) Uani 1 1 d . . .
H31 H 0.1002 0.3222 1.0370 0.020 Uiso 1 1 calc R . .
C16 C 0.1641(2) -0.1044(3) 0.95858(11) 0.0202(4) Uani 1 1 d . . .
H16 H 0.1447 -0.2019 0.9768 0.024 Uiso 1 1 calc R . .
C13 C 0.11223(18) 0.0973(3) 0.80133(10) 0.0151(4) Uani 1 1 d . . .
C12 C 0.13223(19) 0.2349(3) 0.76805(10) 0.0166(4) Uani 1 1 d . . .
H12 H 0.1030 0.2479 0.7237 0.020 Uiso 1 1 calc R . .
C15 C 0.12948(19) -0.0695(3) 0.89356(11) 0.0157(4) Uani 1 1 d . . .
C33 C 0.1124(2) 0.6641(3) 1.11149(11) 0.0206(4) Uani 1 1 d . . .
H33 H 0.0625 0.7402 1.1293 0.025 Uiso 1 1 calc R . .
C34 C 0.2390(2) 0.6869(3) 1.11394(11) 0.0191(4) Uani 1 1 d . . .
C22 C 0.5066(2) -0.0473(3) 1.16482(12) 0.0202(4) Uani 1 1 d . . .
H22 H 0.5698 -0.1217 1.1663 0.024 Uiso 1 1 calc R . .
C10 C 0.24401(17) 0.3408(2) 0.86867(10) 0.0130(4) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C30 1.834(2) . ?
P1 C20 1.844(2) . ?
P1 C18 1.854(2) . ?
Br1 C10 1.902(2) . ?
C30 C35 1.395(3) . ?
C30 C31 1.397(3) . ?
C17 C18 1.388(3) . ?
C17 C16 1.410(3) . ?
C32 C33 1.383(3) . ?
C32 C31 1.392(3) . ?
C18 C19 1.447(3) . ?
C14 C15 1.414(3) . ?
C14 C13 1.415(3) . ?
C14 C19 1.419(3) . ?
C19 C10 1.428(3) . ?
C20 C25 1.400(3) . ?
C20 C21 1.403(3) . ?
C2 C15 1.511(3) . ?
C2 C1 1.551(3) . ?
C21 C22 1.388(3) . ?
C11 C10 1.382(3) . ?
C11 C12 1.412(3) . ?
C25 C24 1.388(3) . ?
C23 C24 1.389(3) . ?
C23 C22 1.389(3) . ?
C1 C13 1.511(3) . ?
C35 C34 1.393(3) . ?
C16 C15 1.366(3) . ?
C13 C12 1.364(3) . ?
C33 C34 1.390(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C30 P1 C20 99.38(9) . . ?
C30 P1 C18 102.24(9) . . ?
C20 P1 C18 101.58(9) . . ?
C35 C30 C31 118.85(18) . . ?
C35 C30 P1 117.70(15) . . ?
C31 C30 P1 123.40(16) . . ?
C18 C17 C16 125.1(2) . . ?
C33 C32 C31 120.3(2) . . ?
C17 C18 C19 117.45(18) . . ?
C17 C18 P1 118.68(16) . . ?
C19 C18 P1 123.56(15) . . ?
C15 C14 C13 110.42(19) . . ?
C15 C14 C19 124.24(19) . . ?
C13 C14 C19 125.34(19) . . ?
C14 C19 C10 112.59(18) . . ?
C14 C19 C18 116.16(18) . . ?
C10 C19 C18 131.25(19) . . ?
C25 C20 C21 118.1(2) . . ?
C25 C20 P1 124.26(16) . . ?
C21 C20 P1 117.63(15) . . ?
C15 C2 C1 104.43(18) . . ?
C22 C21 C20 121.0(2) . . ?
C10 C11 C12 122.4(2) . . ?
C24 C25 C20 120.86(19) . . ?
C24 C23 C22 119.7(2) . . ?
C25 C24 C23 120.3(2) . . ?
C13 C1 C2 104.55(17) . . ?
C34 C35 C30 120.5(2) . . ?
C32 C31 C30 120.5(2) . . ?
C15 C16 C17 118.2(2) . . ?
C12 C13 C14 119.3(2) . . ?
C12 C13 C1 130.9(2) . . ?
C14 C13 C1 109.65(18) . . ?
C13 C12 C11 117.92(19) . . ?
C16 C15 C14 118.8(2) . . ?
C16 C15 C2 131.5(2) . . ?
C14 C15 C2 109.78(19) . . ?
C32 C33 C34 119.8(2) . . ?
C33 C34 C35 120.1(2) . . ?
C21 C22 C23 120.1(2) . . ?
C11 C10 C19 122.39(19) . . ?
C11 C10 Br1 114.76(15) . . ?
C19 C10 Br1 122.85(15) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        32.59
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.127
_refine_diff_density_min         -1.243
_refine_diff_density_rms         0.120
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelxl
_audit_block_doi                 10.5517/cc1jccbl
_database_code_depnum_ccdc_archive 'CCDC 1411099'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.organomet.5b00813 2015
_audit_update_record             
;
2015-07-07 deposited with the CCDC.
2016-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H18 As Br'
_chemical_formula_weight         461.21

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   10.8919(3)
_cell_length_b                   8.4344(2)
_cell_length_c                   20.3175(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.2420(10)
_cell_angle_gamma                90.00
_cell_volume                     1861.39(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9800
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      38.42

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.646
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             920
_exptl_absorpt_coefficient_mu    3.977
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.2991
_exptl_absorpt_correction_T_max  0.3816
_exptl_absorpt_process_details   'SADABS (Bruker, 2000)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100
_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  'Bruker Venture D8'
_diffrn_measurement_method       '2θ/ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            79501
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_av_sigmaI/netI    0.0272
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         2.62
_diffrn_reflns_theta_max         38.52
_reflns_number_total             10457
_reflns_number_gt                8700
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_molecular_graphics    Diamond
_computing_publication_material  WinGX

_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     
'calc w=1/[σ²(Fo²)+(0.0455P)²+0.3135P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         10457
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0420
_refine_ls_R_factor_gt           0.0307
_refine_ls_wR_factor_ref         0.0796
_refine_ls_wR_factor_gt          0.0759
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
As1 As 0.881651(10) 0.290345(14) 0.028689(6) 0.01078(3) Uani 1 1 d . . .
Br1 Br 0.829541(11) 0.517367(14) -0.098197(6) 0.01478(3) Uani 1 1 d . . .
C14 C 0.66061(10) 0.07721(13) -0.13250(5) 0.01104(17) Uani 1 1 d . . .
C10 C 0.74336(10) 0.33696(13) -0.13382(5) 0.01105(17) Uani 1 1 d . . .
C19 C 0.72788(10) 0.19642(12) -0.09607(5) 0.00994(16) Uani 1 1 d . . .
C30 C 0.76565(10) 0.44533(13) 0.05962(5) 0.01164(17) Uani 1 1 d . . .
C18 C 0.76787(10) 0.15768(13) -0.02872(5) 0.01166(17) Uani 1 1 d . . .
C13 C 0.61150(10) 0.09211(14) -0.19853(6) 0.01224(17) Uani 1 1 d . . .
C11 C 0.69701(11) 0.35243(14) -0.19855(6) 0.01333(18) Uani 1 1 d . . .
H11 H 0.7103 0.4487 -0.2212 0.016 Uiso 1 1 calc R . .
C20 C 0.89369(10) 0.15744(14) 0.10876(6) 0.01283(18) Uani 1 1 d . . .
C16 C 0.66769(13) -0.10625(15) -0.04218(6) 0.0192(2) Uani 1 1 d . . .
H16 H 0.6484 -0.2052 -0.0232 0.023 Uiso 1 1 calc R . .
C15 C 0.63137(11) -0.07279(14) -0.10647(6) 0.01491(19) Uani 1 1 d . . .
C12 C 0.63022(11) 0.22917(14) -0.23222(6) 0.01421(19) Uani 1 1 d . . .
H12 H 0.5993 0.2414 -0.2769 0.017 Uiso 1 1 calc R . .
C2 C 0.56341(13) -0.17042(16) -0.15965(7) 0.0205(2) Uani 1 1 d . . .
H2A H 0.4855 -0.2120 -0.1443 0.025 Uiso 1 1 calc R . .
H2B H 0.6145 -0.2607 -0.1726 0.025 Uiso 1 1 calc R . .
C34 C 0.56107(12) 0.53244(16) 0.08161(7) 0.0189(2) Uani 1 1 d . . .
H34 H 0.4747 0.5146 0.0792 0.023 Uiso 1 1 calc R . .
C17 C 0.73488(12) 0.01062(14) -0.00464(6) 0.0160(2) Uani 1 1 d . . .
H17 H 0.7591 -0.0132 0.0401 0.019 Uiso 1 1 calc R . .
C32 C 0.73593(13) 0.69542(15) 0.11435(7) 0.0187(2) Uani 1 1 d . . .
H32 H 0.7692 0.7892 0.1345 0.022 Uiso 1 1 calc R . .
C25 C 0.81733(11) 0.17413(16) 0.16077(6) 0.0159(2) Uani 1 1 d . . .
H25 H 0.7531 0.2506 0.1577 0.019 Uiso 1 1 calc R . .
C24 C 0.83440(12) 0.08019(16) 0.21677(6) 0.0178(2) Uani 1 1 d . . .
H24 H 0.7820 0.0930 0.2518 0.021 Uiso 1 1 calc R . .
C23 C 0.92779(12) -0.03275(16) 0.22200(7) 0.0187(2) Uani 1 1 d . . .
H23 H 0.9388 -0.0973 0.2603 0.022 Uiso 1 1 calc R . .
C31 C 0.81403(11) 0.58432(14) 0.08866(6) 0.01493(19) Uani 1 1 d . . .
H31 H 0.9003 0.6030 0.0909 0.018 Uiso 1 1 calc R . .
C1 C 0.53765(12) -0.05461(15) -0.21821(6) 0.0169(2) Uani 1 1 d . . .
H1A H 0.5650 -0.1005 -0.2595 0.020 Uiso 1 1 calc R . .
H1B H 0.4488 -0.0296 -0.2247 0.020 Uiso 1 1 calc R . .
C21 C 0.98870(11) 0.04555(15) 0.11488(6) 0.0161(2) Uani 1 1 d . . .
H21 H 1.0428 0.0348 0.0806 0.019 Uiso 1 1 calc R . .
C33 C 0.60958(13) 0.66962(16) 0.11067(6) 0.0193(2) Uani 1 1 d . . .
H33 H 0.5565 0.7459 0.1280 0.023 Uiso 1 1 calc R . .
C22 C 1.00495(12) -0.05076(16) 0.17095(7) 0.0183(2) Uani 1 1 d . . .
H22 H 1.0685 -0.1282 0.1741 0.022 Uiso 1 1 calc R . .
C35 C 0.63865(11) 0.42069(15) 0.05595(6) 0.0154(2) Uani 1 1 d . . .
H35 H 0.6049 0.3271 0.0358 0.019 Uiso 1 1 calc R . .


_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
As1 C30 1.9538(11) . ?
As1 C20 1.9720(12) . ?
As1 C18 1.9836(11) . ?
Br1 C10 1.9026(11) . ?
C14 C13 1.4125(16) . ?
C14 C15 1.4167(16) . ?
C14 C19 1.4197(15) . ?
C10 C11 1.3795(16) . ?
C10 C19 1.4286(15) . ?
C19 C18 1.4424(16) . ?
C30 C35 1.3953(16) . ?
C30 C31 1.3979(16) . ?
C18 C17 1.3903(16) . ?
C13 C12 1.3664(17) . ?
C13 C1 1.5135(17) . ?
C11 C12 1.4158(17) . ?
C20 C25 1.3994(16) . ?
C20 C21 1.3993(16) . ?
C16 C15 1.3659(17) . ?
C16 C17 1.4164(17) . ?
C15 C2 1.5084(17) . ?
C2 C1 1.5490(19) . ?
C34 C33 1.386(2) . ?
C34 C35 1.3927(17) . ?
C32 C33 1.390(2) . ?
C32 C31 1.3929(17) . ?
C25 C24 1.3877(18) . ?
C24 C23 1.3920(18) . ?
C23 C22 1.3908(19) . ?
C21 C22 1.3996(18) . ?

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
C30 As1 C20 96.90(5) . . ?
C30 As1 C18 100.12(5) . . ?
C20 As1 C18 99.50(5) . . ?
C13 C14 C15 110.75(10) . . ?
C13 C14 C19 125.22(10) . . ?
C15 C14 C19 124.01(10) . . ?
C11 C10 C19 122.75(10) . . ?
C11 C10 Br1 114.99(8) . . ?
C19 C10 Br1 122.26(8) . . ?
C14 C19 C10 112.61(10) . . ?
C14 C19 C18 116.24(10) . . ?
C10 C19 C18 131.14(10) . . ?
C35 C30 C31 119.26(10) . . ?
C35 C30 As1 123.04(9) . . ?
C31 C30 As1 117.66(8) . . ?
C17 C18 C19 117.91(10) . . ?
C17 C18 As1 117.57(8) . . ?
C19 C18 As1 124.18(8) . . ?
C12 C13 C14 119.40(10) . . ?
C12 C13 C1 130.96(11) . . ?
C14 C13 C1 109.55(10) . . ?
C10 C11 C12 122.00(11) . . ?
C25 C20 C21 118.54(11) . . ?
C25 C20 As1 123.97(9) . . ?
C21 C20 As1 117.41(9) . . ?
C15 C16 C17 118.21(11) . . ?
C16 C15 C14 118.97(11) . . ?
C16 C15 C2 131.63(11) . . ?
C14 C15 C2 109.39(11) . . ?
C13 C12 C11 118.01(11) . . ?
C15 C2 C1 104.91(10) . . ?
C33 C34 C35 120.12(12) . . ?
C18 C17 C16 124.62(11) . . ?
C33 C32 C31 120.28(12) . . ?
C24 C25 C20 120.71(11) . . ?
C25 C24 C23 120.41(12) . . ?
C24 C23 C22 119.76(12) . . ?
C32 C31 C30 120.05(11) . . ?
C13 C1 C2 104.49(10) . . ?
C20 C21 C22 120.79(11) . . ?
C34 C33 C32 119.90(11) . . ?
C23 C22 C21 119.78(11) . . ?
C34 C35 C30 120.38(12) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.598
_refine_diff_density_min         -0.417
_refine_diff_density_rms         0.134
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelxl
_audit_block_doi                 10.5517/cc1jcccm
_database_code_depnum_ccdc_archive 'CCDC 1411100'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.organomet.5b00813 2015
_audit_update_record             
;
2015-07-07 deposited with the CCDC.
2016-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H18 Br Sb'
_chemical_formula_weight         508.04

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   10.9265(3)
_cell_length_b                   8.5022(2)
_cell_length_c                   20.5734(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.5340(10)
_cell_angle_gamma                90.00
_cell_volume                     1907.62(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9981
_cell_measurement_theta_min      3.04
_cell_measurement_theta_max      39.08

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.769
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             992
_exptl_absorpt_coefficient_mu    3.545
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6111
_exptl_absorpt_correction_T_max  0.7477
_exptl_absorpt_process_details   'SADABS (Bruker, 2000)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100
_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  'Bruker Venture D8'
_diffrn_measurement_method       '2θ/ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            73674
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_av_sigmaI/netI    0.0277
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         2.59
_diffrn_reflns_theta_max         39.48
_reflns_number_total             11408
_reflns_number_gt                9578
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_molecular_graphics    Diamond
_computing_publication_material  WinGX

_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     
'calc w=1/[σ²(Fo²)+(0.0224P)²+0.8863P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         11408
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0254
_refine_ls_wR_factor_ref         0.0539
_refine_ls_wR_factor_gt          0.0503
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Sb1 Sb 0.898610(6) 0.795349(9) 0.027510(3) 0.00943(2) Uani 1 1 d . . .
Br1 Br 0.824129(11) 1.007993(13) -0.102655(6) 0.01365(2) Uani 1 1 d . . .
C10 C 0.74050(10) 0.82712(13) -0.13728(5) 0.01045(17) Uani 1 1 d . . .
C12 C 0.62589(11) 0.71735(14) -0.23233(6) 0.01366(19) Uani 1 1 d . . .
H12 H 0.5936 0.7283 -0.2750 0.016 Uiso 1 1 calc R . .
C19 C 0.72865(10) 0.68826(12) -0.09937(5) 0.00935(16) Uani 1 1 d . . .
C20 C 0.89914(10) 0.65095(14) 0.11419(5) 0.01152(17) Uani 1 1 d . . .
C34 C 0.73114(12) 1.20793(15) 0.11573(6) 0.0164(2) Uani 1 1 d . . .
H34 H 0.7606 1.2998 0.1356 0.020 Uiso 1 1 calc R . .
C14 C 0.66225(10) 0.56769(13) -0.13388(5) 0.01045(17) Uani 1 1 d . . .
C35 C 0.81270(11) 1.09970(14) 0.09165(6) 0.01363(19) Uani 1 1 d . . .
H35 H 0.8965 1.1197 0.0955 0.016 Uiso 1 1 calc R . .
C11 C 0.69197(11) 0.84130(14) -0.20054(5) 0.01253(18) Uani 1 1 d . . .
H11 H 0.7030 0.9348 -0.2229 0.015 Uiso 1 1 calc R . .
C30 C 0.76945(10) 0.96123(13) 0.06168(5) 0.01120(17) Uani 1 1 d . . .
C13 C 0.61095(10) 0.58075(14) -0.19839(5) 0.01153(17) Uani 1 1 d . . .
C25 C 0.81731(11) 0.67170(15) 0.16321(6) 0.0145(2) Uani 1 1 d . . .
H25 H 0.7553 0.7463 0.1579 0.017 Uiso 1 1 calc R . .
C15 C 0.63643(11) 0.41916(14) -0.10701(6) 0.01371(19) Uani 1 1 d . . .
C17 C 0.74226(12) 0.50694(14) -0.00834(6) 0.0149(2) Uani 1 1 d . . .
H17 H 0.7685 0.4849 0.0346 0.018 Uiso 1 1 calc R . .
C18 C 0.77118(10) 0.65322(13) -0.03323(5) 0.01061(17) Uani 1 1 d . . .
C31 C 0.64314(10) 0.93355(15) 0.05627(6) 0.01424(19) Uani 1 1 d . . .
H31 H 0.6131 0.8420 0.0363 0.017 Uiso 1 1 calc R . .
C1 C 0.53923(12) 0.43312(15) -0.21625(6) 0.0159(2) Uani 1 1 d . . .
H1A H 0.5662 0.3878 -0.2562 0.019 Uiso 1 1 calc R . .
H1B H 0.4522 0.4555 -0.2219 0.019 Uiso 1 1 calc R . .
C24 C 0.82766(11) 0.58208(16) 0.21982(6) 0.0167(2) Uani 1 1 d . . .
H24 H 0.7729 0.5976 0.2521 0.020 Uiso 1 1 calc R . .
C33 C 0.60553(12) 1.17878(16) 0.11009(6) 0.0179(2) Uani 1 1 d . . .
H33 H 0.5511 1.2511 0.1262 0.021 Uiso 1 1 calc R . .
C21 C 0.99191(11) 0.53835(14) 0.12367(6) 0.01423(19) Uani 1 1 d . . .
H21 H 1.0479 0.5240 0.0919 0.017 Uiso 1 1 calc R . .
C16 C 0.67525(13) 0.38854(15) -0.04397(6) 0.0174(2) Uani 1 1 d . . .
H16 H 0.6583 0.2926 -0.0248 0.021 Uiso 1 1 calc R . .
C22 C 1.00145(12) 0.44716(15) 0.18026(6) 0.0165(2) Uani 1 1 d . . .
H22 H 1.0627 0.3716 0.1857 0.020 Uiso 1 1 calc R . .
C23 C 0.91944(12) 0.46936(16) 0.22841(6) 0.0171(2) Uani 1 1 d . . .
H23 H 0.9259 0.4091 0.2662 0.021 Uiso 1 1 calc R . .
C32 C 0.56180(11) 1.04175(16) 0.08046(6) 0.0173(2) Uani 1 1 d . . .
H32 H 0.4779 1.0220 0.0767 0.021 Uiso 1 1 calc R . .
C2 C 0.56674(13) 0.32021(15) -0.15788(6) 0.0193(2) Uani 1 1 d . . .
H2A H 0.4913 0.2807 -0.1415 0.023 Uiso 1 1 calc R . .
H2B H 0.6159 0.2317 -0.1706 0.023 Uiso 1 1 calc R . .


_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
Sb1 C30 2.1442(11) . ?
Sb1 C20 2.1648(11) . ?
Sb1 C18 2.1785(11) . ?
Br1 C10 1.9044(11) . ?
C10 C11 1.3801(15) . ?
C10 C19 1.4252(15) . ?
C12 C13 1.3700(17) . ?
C12 C11 1.4147(16) . ?
C19 C14 1.4206(15) . ?
C19 C18 1.4417(15) . ?
C20 C21 1.3992(16) . ?
C20 C25 1.3995(16) . ?
C34 C33 1.3925(19) . ?
C34 C35 1.3932(17) . ?
C14 C13 1.4129(15) . ?
C14 C15 1.4139(16) . ?
C35 C30 1.3976(16) . ?
C30 C31 1.3977(16) . ?
C13 C1 1.5130(16) . ?
C25 C24 1.3907(17) . ?
C15 C16 1.3645(16) . ?
C15 C2 1.5115(16) . ?
C17 C18 1.3888(16) . ?
C17 C16 1.4214(17) . ?
C31 C32 1.3923(17) . ?
C1 C2 1.5523(18) . ?
C24 C23 1.3905(18) . ?
C33 C32 1.3861(19) . ?
C21 C22 1.3973(17) . ?
C22 C23 1.3891(19) . ?

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
C30 Sb1 C20 94.09(4) . . ?
C30 Sb1 C18 98.20(4) . . ?
C20 Sb1 C18 97.30(4) . . ?
C11 C10 C19 123.08(10) . . ?
C11 C10 Br1 115.45(8) . . ?
C19 C10 Br1 121.46(8) . . ?
C13 C12 C11 117.99(10) . . ?
C14 C19 C10 112.65(9) . . ?
C14 C19 C18 116.59(10) . . ?
C10 C19 C18 130.76(10) . . ?
C21 C20 C25 118.38(11) . . ?
C21 C20 Sb1 117.90(8) . . ?
C25 C20 Sb1 123.55(8) . . ?
C33 C34 C35 120.11(11) . . ?
C13 C14 C15 111.12(10) . . ?
C13 C14 C19 125.00(10) . . ?
C15 C14 C19 123.86(10) . . ?
C34 C35 C30 120.46(11) . . ?
C10 C11 C12 121.76(11) . . ?
C35 C30 C31 118.84(10) . . ?
C35 C30 Sb1 119.16(8) . . ?
C31 C30 Sb1 121.99(8) . . ?
C12 C13 C14 119.50(10) . . ?
C12 C13 C1 130.97(10) . . ?
C14 C13 C1 109.42(10) . . ?
C24 C25 C20 120.79(11) . . ?
C16 C15 C14 118.96(10) . . ?
C16 C15 C2 131.74(11) . . ?
C14 C15 C2 109.30(10) . . ?
C18 C17 C16 124.46(11) . . ?
C17 C18 C19 117.75(10) . . ?
C17 C18 Sb1 115.93(8) . . ?
C19 C18 Sb1 125.74(8) . . ?
C32 C31 C30 120.61(11) . . ?
C13 C1 C2 104.62(9) . . ?
C23 C24 C25 120.32(12) . . ?
C32 C33 C34 119.84(11) . . ?
C22 C21 C20 120.80(11) . . ?
C15 C16 C17 118.37(11) . . ?
C23 C22 C21 120.04(11) . . ?
C22 C23 C24 119.67(11) . . ?
C33 C32 C31 120.15(12) . . ?
C15 C2 C1 104.87(10) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        39.48
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         1.088
_refine_diff_density_min         -0.564
_refine_diff_density_rms         0.130
####################################################################### 
# 
# 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_shelxl
_audit_block_doi                 10.5517/cc1jccdn
_database_code_depnum_ccdc_archive 'CCDC 1411101'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.organomet.5b00813 2015
_audit_update_record             
;
2015-07-07 deposited with the CCDC.
2016-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H29 As Te'
_chemical_formula_weight         628.08

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'
Te Te -0.5308 1.6751 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   12.0462(4)
_cell_length_b                   8.7352(2)
_cell_length_c                   25.0693(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.5040(10)
_cell_angle_gamma                90.00
_cell_volume                     2608.94(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9950
_cell_measurement_theta_min      2.78
_cell_measurement_theta_max      25.01

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.599
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1248
_exptl_absorpt_coefficient_mu    2.419
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6441
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   'SADABS (Bruker, 2000)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100
_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  'Bruker Venture D8'
_diffrn_measurement_method       '2θ/ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            25768
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_av_sigmaI/netI    0.0282
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.47
_diffrn_reflns_theta_max         25.01
_reflns_number_total             4612
_reflns_number_gt                4005
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_molecular_graphics    Diamond
_computing_publication_material  WinGX

_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     
'calc w=1/[σ²(Fo²)+(0.0207P)²+1.5008P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4612
_refine_ls_number_parameters     319
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0302
_refine_ls_R_factor_gt           0.0222
_refine_ls_wR_factor_ref         0.0475
_refine_ls_wR_factor_gt          0.0452
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Te1 Te 0.730441(13) 0.866654(18) 0.032414(6) 0.00992(5) Uani 1 1 d . . .
As1 As 0.89594(2) 0.81223(3) 0.143321(10) 0.01024(7) Uani 1 1 d . . .
C40 C 0.5813(2) 0.8390(3) -0.02453(10) 0.0105(5) Uani 1 1 d . . .
C41 C 0.4940(2) 0.7488(3) -0.01047(10) 0.0127(5) Uani 1 1 d . . .
C42 C 0.3950(2) 0.7354(3) -0.04666(10) 0.0131(6) Uani 1 1 d . . .
H42 H 0.3362 0.6730 -0.0373 0.016 Uiso 1 1 calc R . .
C43 C 0.3796(2) 0.8110(3) -0.09610(10) 0.0131(6) Uani 1 1 d . . .
C44 C 0.4666(2) 0.9036(3) -0.10831(10) 0.0134(6) Uani 1 1 d . . .
H44 H 0.4563 0.9585 -0.1414 0.016 Uiso 1 1 calc R . .
C45 C 0.5676(2) 0.9188(3) -0.07404(10) 0.0094(5) Uani 1 1 d . . .
C48 C 0.6583(2) 1.0194(3) -0.09076(10) 0.0194(6) Uani 1 1 d . . .
H48A H 0.6330 1.0608 -0.1268 0.029 Uiso 1 1 calc R . .
H48B H 0.7266 0.9588 -0.0913 0.029 Uiso 1 1 calc R . .
H48C H 0.6741 1.1038 -0.0650 0.029 Uiso 1 1 calc R . .
C47 C 0.2720(2) 0.7946(3) -0.13452(11) 0.0174(6) Uani 1 1 d . . .
H47A H 0.2213 0.8790 -0.1290 0.026 Uiso 1 1 calc R . .
H47B H 0.2363 0.6970 -0.1279 0.026 Uiso 1 1 calc R . .
H47C H 0.2881 0.7971 -0.1717 0.026 Uiso 1 1 calc R . .
C46 C 0.5037(2) 0.6641(3) 0.04254(11) 0.0177(6) Uani 1 1 d . . .
H46A H 0.5667 0.5921 0.0452 0.027 Uiso 1 1 calc R . .
H46B H 0.4341 0.6077 0.0444 0.027 Uiso 1 1 calc R . .
H46C H 0.5166 0.7376 0.0724 0.027 Uiso 1 1 calc R . .
C10 C 0.8009(2) 0.6449(3) 0.02070(10) 0.0106(5) Uani 1 1 d . . .
C11 C 0.7709(2) 0.5813(3) -0.03007(10) 0.0121(5) Uani 1 1 d . . .
H11 H 0.7231 0.6383 -0.0564 0.015 Uiso 1 1 calc R . .
C12 C 0.8081(2) 0.4355(3) -0.04458(10) 0.0131(5) Uani 1 1 d . . .
H12 H 0.7855 0.3956 -0.0798 0.016 Uiso 1 1 calc R . .
C13 C 0.8770(2) 0.3536(3) -0.00696(10) 0.0116(5) Uani 1 1 d . . .
C1 C 0.9300(2) 0.1977(3) -0.00932(10) 0.0139(6) Uani 1 1 d . . .
H1A H 0.9823 0.1962 -0.0363 0.017 Uiso 1 1 calc R . .
H1B H 0.8719 0.1182 -0.0189 0.017 Uiso 1 1 calc R . .
C2 C 0.9940(2) 0.1706(3) 0.04827(10) 0.0137(6) Uani 1 1 d . . .
H2A H 0.9619 0.0824 0.0656 0.016 Uiso 1 1 calc R . .
H2B H 1.0745 0.1507 0.0472 0.016 Uiso 1 1 calc R . .
C15 C 0.9788(2) 0.3163(3) 0.07838(10) 0.0120(5) Uani 1 1 d . . .
C16 C 1.0195(2) 0.3606(3) 0.12965(10) 0.0134(5) Uani 1 1 d . . .
H16 H 1.0659 0.2941 0.1533 0.016 Uiso 1 1 calc R . .
C17 C 0.9913(2) 0.5077(3) 0.14697(10) 0.0127(6) Uani 1 1 d . . .
H17 H 1.0218 0.5394 0.1824 0.015 Uiso 1 1 calc R . .
C18 C 0.9218(2) 0.6072(3) 0.11517(10) 0.0107(5) Uani 1 1 d . . .
C19 C 0.8751(2) 0.5641(3) 0.06093(10) 0.0103(5) Uani 1 1 d . . .
C14 C 0.9091(2) 0.4173(3) 0.04470(10) 0.0100(5) Uani 1 1 d . . .
C30 C 0.7683(2) 0.7696(3) 0.18115(10) 0.0125(5) Uani 1 1 d . . .
C35 C 0.7426(2) 0.8721(3) 0.21995(10) 0.0169(6) Uani 1 1 d . . .
H35 H 0.7929 0.9535 0.2314 0.020 Uiso 1 1 calc R . .
C34 C 0.6442(2) 0.8566(4) 0.24210(11) 0.0250(7) Uani 1 1 d . . .
H34 H 0.6279 0.9263 0.2690 0.030 Uiso 1 1 calc R . .
C33 C 0.5701(2) 0.7403(4) 0.22518(11) 0.0271(7) Uani 1 1 d . . .
H33 H 0.5025 0.7303 0.2401 0.032 Uiso 1 1 calc R . .
C32 C 0.5943(2) 0.6378(4) 0.18635(11) 0.0248(7) Uani 1 1 d . . .
H32 H 0.5432 0.5577 0.1746 0.030 Uiso 1 1 calc R . .
C31 C 0.6936(2) 0.6522(3) 0.16460(11) 0.0170(6) Uani 1 1 d . . .
H31 H 0.7103 0.5812 0.1382 0.020 Uiso 1 1 calc R . .
C20 C 1.0190(2) 0.8322(3) 0.20365(10) 0.0133(6) Uani 1 1 d . . .
C21 C 1.1096(2) 0.9196(3) 0.19353(12) 0.0225(6) Uani 1 1 d . . .
H21 H 1.1121 0.9563 0.1580 0.027 Uiso 1 1 calc R . .
C22 C 1.1971(2) 0.9547(4) 0.23462(13) 0.0307(7) Uani 1 1 d . . .
H22 H 1.2589 1.0142 0.2270 0.037 Uiso 1 1 calc R . .
C23 C 1.1937(2) 0.9024(3) 0.28653(12) 0.0252(7) Uani 1 1 d . . .
H23 H 1.2525 0.9275 0.3148 0.030 Uiso 1 1 calc R . .
C24 C 1.1046(2) 0.8136(3) 0.29706(11) 0.0206(6) Uani 1 1 d . . .
H24 H 1.1027 0.7765 0.3325 0.025 Uiso 1 1 calc R . .
C25 C 1.0176(2) 0.7784(3) 0.25594(10) 0.0154(6) Uani 1 1 d . . .
H25 H 0.9567 0.7171 0.2635 0.018 Uiso 1 1 calc R . .


_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
Te1 C40 2.137(2) . ?
Te1 C10 2.152(2) . ?
As1 C30 1.958(2) . ?
As1 C20 1.963(3) . ?
As1 C18 1.967(2) . ?
C40 C41 1.400(3) . ?
C40 C45 1.412(3) . ?
C41 C42 1.393(4) . ?
C41 C46 1.510(4) . ?
C42 C43 1.392(4) . ?
C43 C44 1.393(4) . ?
C43 C47 1.503(4) . ?
C44 C45 1.389(4) . ?
C45 C48 1.508(3) . ?
C10 C11 1.387(3) . ?
C10 C19 1.432(3) . ?
C11 C12 1.415(4) . ?
C12 C13 1.363(4) . ?
C13 C14 1.410(3) . ?
C13 C1 1.509(3) . ?
C1 C2 1.551(4) . ?
C2 C15 1.504(3) . ?
C15 C16 1.362(4) . ?
C15 C14 1.410(4) . ?
C16 C17 1.413(4) . ?
C17 C18 1.376(3) . ?
C18 C19 1.443(3) . ?
C19 C14 1.423(3) . ?
C30 C31 1.387(4) . ?
C30 C35 1.390(4) . ?
C35 C34 1.389(4) . ?
C34 C33 1.377(4) . ?
C33 C32 1.385(4) . ?
C32 C31 1.392(4) . ?
C20 C21 1.386(4) . ?
C20 C25 1.395(4) . ?
C21 C22 1.395(4) . ?
C22 C23 1.385(4) . ?
C23 C24 1.381(4) . ?
C24 C25 1.391(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C40 Te1 C10 96.70(9) . . ?
C30 As1 C20 101.62(10) . . ?
C30 As1 C18 100.27(10) . . ?
C20 As1 C18 102.46(10) . . ?
C41 C40 C45 120.3(2) . . ?
C41 C40 Te1 118.93(18) . . ?
C45 C40 Te1 120.57(17) . . ?
C42 C41 C40 119.1(2) . . ?
C42 C41 C46 118.6(2) . . ?
C40 C41 C46 122.3(2) . . ?
C43 C42 C41 121.9(2) . . ?
C42 C43 C44 117.8(2) . . ?
C42 C43 C47 120.9(2) . . ?
C44 C43 C47 121.3(2) . . ?
C45 C44 C43 122.6(2) . . ?
C44 C45 C40 118.3(2) . . ?
C44 C45 C48 119.2(2) . . ?
C40 C45 C48 122.5(2) . . ?
C11 C10 C19 120.0(2) . . ?
C11 C10 Te1 115.58(18) . . ?
C19 C10 Te1 124.45(18) . . ?
C10 C11 C12 123.2(2) . . ?
C13 C12 C11 118.5(2) . . ?
C12 C13 C14 119.0(2) . . ?
C12 C13 C1 131.6(2) . . ?
C14 C13 C1 109.4(2) . . ?
C13 C1 C2 104.9(2) . . ?
C15 C2 C1 104.9(2) . . ?
C16 C15 C14 119.1(2) . . ?
C16 C15 C2 131.3(2) . . ?
C14 C15 C2 109.6(2) . . ?
C15 C16 C17 118.6(2) . . ?
C18 C17 C16 123.3(2) . . ?
C17 C18 C19 120.0(2) . . ?
C17 C18 As1 118.85(19) . . ?
C19 C18 As1 121.04(18) . . ?
C14 C19 C10 114.8(2) . . ?
C14 C19 C18 114.6(2) . . ?
C10 C19 C18 130.6(2) . . ?
C13 C14 C15 111.2(2) . . ?
C13 C14 C19 124.5(2) . . ?
C15 C14 C19 124.3(2) . . ?
C31 C30 C35 119.0(2) . . ?
C31 C30 As1 121.13(19) . . ?
C35 C30 As1 119.2(2) . . ?
C34 C35 C30 120.5(3) . . ?
C33 C34 C35 120.1(3) . . ?
C34 C33 C32 120.0(3) . . ?
C33 C32 C31 119.9(3) . . ?
C30 C31 C32 120.5(3) . . ?
C21 C20 C25 118.5(2) . . ?
C21 C20 As1 115.69(19) . . ?
C25 C20 As1 125.6(2) . . ?
C20 C21 C22 121.0(3) . . ?
C23 C22 C21 119.8(3) . . ?
C24 C23 C22 119.8(3) . . ?
C23 C24 C25 120.3(3) . . ?
C24 C25 C20 120.6(3) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.418
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.078
####################################################################### 
# 
# 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_shelxl
_audit_block_doi                 10.5517/cc1jccfp
_database_code_depnum_ccdc_archive 'CCDC 1411102'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.organomet.5b00813 2015
_audit_update_record             
;
2015-07-07 deposited with the CCDC.
2016-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H29 Sb Te'
_chemical_formula_weight         674.91

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'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Te Te -0.5308 1.6751 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.7261(2)
_cell_length_b                   11.7875(3)
_cell_length_c                   14.1890(3)
_cell_angle_alpha                79.5760(10)
_cell_angle_beta                 74.2860(10)
_cell_angle_gamma                75.3580(10)
_cell_volume                     1349.35(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9841
_cell_measurement_theta_min      2.48
_cell_measurement_theta_max      35.01

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.661
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             660
_exptl_absorpt_coefficient_mu    2.101
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6547
_exptl_absorpt_correction_T_max  0.7469
_exptl_absorpt_process_details   'SADABS (Bruker, 2000)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100
_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  'Bruker Venture D8'
_diffrn_measurement_method       '2θ/ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            61231
_diffrn_reflns_av_R_equivalents  0.0446
_diffrn_reflns_av_sigmaI/netI    0.0455
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.48
_diffrn_reflns_theta_max         35.09
_reflns_number_total             11658
_reflns_number_gt                8566
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_molecular_graphics    Diamond
_computing_publication_material  WinGX

_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     
'calc w=1/[σ²(Fo²)+(0.0187P)²+1.0967P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         11658
_refine_ls_number_parameters     319
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0594
_refine_ls_R_factor_gt           0.0307
_refine_ls_wR_factor_ref         0.0570
_refine_ls_wR_factor_gt          0.0503
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Te1 Te 0.289864(14) 0.429168(10) 0.324014(9) 0.01332(3) Uani 1 1 d . . .
Sb1 Sb 0.579568(15) 0.194104(10) 0.258144(9) 0.01401(3) Uani 1 1 d . . .
C10 C 0.3090(2) 0.44988(16) 0.16875(14) 0.0147(3) Uani 1 1 d . . .
C11 C 0.2228(2) 0.55620(17) 0.13202(15) 0.0186(4) Uani 1 1 d . . .
H11 H 0.1767 0.6164 0.1742 0.022 Uiso 1 1 calc R . .
C12 C 0.1994(3) 0.58011(17) 0.03532(15) 0.0215(4) Uani 1 1 d . . .
H12 H 0.1394 0.6545 0.0129 0.026 Uiso 1 1 calc R . .
C13 C 0.2654(2) 0.49364(17) -0.02525(14) 0.0183(4) Uani 1 1 d . . .
C14 C 0.3579(2) 0.38622(16) 0.00997(14) 0.0156(3) Uani 1 1 d . . .
C15 C 0.4165(2) 0.30699(17) -0.06204(15) 0.0184(4) Uani 1 1 d . . .
C16 C 0.5059(3) 0.19710(18) -0.03919(15) 0.0211(4) Uani 1 1 d . . .
H16 H 0.5418 0.1406 -0.0849 0.025 Uiso 1 1 calc R . .
C17 C 0.5434(2) 0.16964(17) 0.05433(15) 0.0193(4) Uani 1 1 d . . .
H17 H 0.6099 0.0945 0.0688 0.023 Uiso 1 1 calc R . .
C18 C 0.4891(2) 0.24563(16) 0.12604(14) 0.0149(3) Uani 1 1 d . . .
C19 C 0.3873(2) 0.35908(15) 0.10577(14) 0.0135(3) Uani 1 1 d . . .
C30 C 0.4108(2) 0.08480(16) 0.33458(14) 0.0161(4) Uani 1 1 d . . .
C35 C 0.3686(2) 0.07382(17) 0.43699(15) 0.0187(4) Uani 1 1 d . . .
H35 H 0.4149 0.1143 0.4706 0.022 Uiso 1 1 calc R . .
C34 C 0.2596(3) 0.00453(18) 0.49087(16) 0.0226(4) Uani 1 1 d . . .
H34 H 0.2324 -0.0027 0.5609 0.027 Uiso 1 1 calc R . .
C33 C 0.1907(3) -0.05412(18) 0.44219(17) 0.0239(4) Uani 1 1 d . . .
H33 H 0.1179 -0.1030 0.4787 0.029 Uiso 1 1 calc R . .
C32 C 0.2285(3) -0.04109(19) 0.34016(17) 0.0257(4) Uani 1 1 d . . .
H32 H 0.1794 -0.0797 0.3067 0.031 Uiso 1 1 calc R . .
C31 C 0.3376(3) 0.02793(17) 0.28643(16) 0.0213(4) Uani 1 1 d . . .
H31 H 0.3626 0.0365 0.2164 0.026 Uiso 1 1 calc R . .
C20 C 0.7814(2) 0.05597(16) 0.20106(14) 0.0167(4) Uani 1 1 d . . .
C21 C 0.9254(2) 0.08996(17) 0.14722(15) 0.0196(4) Uani 1 1 d . . .
H21 H 0.9297 0.1712 0.1360 0.024 Uiso 1 1 calc R . .
C22 C 1.0624(3) 0.00684(18) 0.10990(16) 0.0229(4) Uani 1 1 d . . .
H22 H 1.1591 0.0313 0.0724 0.027 Uiso 1 1 calc R . .
C23 C 1.0580(3) -0.11216(18) 0.12733(16) 0.0228(4) Uani 1 1 d . . .
H23 H 1.1515 -0.1693 0.1016 0.027 Uiso 1 1 calc R . .
C24 C 0.9174(3) -0.14723(18) 0.18215(17) 0.0247(4) Uani 1 1 d . . .
H24 H 0.9150 -0.2288 0.1950 0.030 Uiso 1 1 calc R . .
C25 C 0.7791(3) -0.06370(17) 0.21873(16) 0.0223(4) Uani 1 1 d . . .
H25 H 0.6826 -0.0886 0.2560 0.027 Uiso 1 1 calc R . .
C2 C 0.3653(3) 0.36683(19) -0.15592(15) 0.0240(4) Uani 1 1 d . . .
H2A H 0.3021 0.3203 -0.1760 0.029 Uiso 1 1 calc R . .
H2B H 0.4617 0.3763 -0.2103 0.029 Uiso 1 1 calc R . .
C1 C 0.2584(3) 0.48872(19) -0.12983(15) 0.0245(4) Uani 1 1 d . . .
H1A H 0.3023 0.5534 -0.1753 0.029 Uiso 1 1 calc R . .
H1B H 0.1448 0.4954 -0.1338 0.029 Uiso 1 1 calc R . .
C40 C 0.0344(2) 0.50224(15) 0.35690(13) 0.0127(3) Uani 1 1 d . . .
C46 C -0.0229(2) 0.61484(16) 0.38940(13) 0.0142(3) Uani 1 1 d . . .
C44 C -0.1907(2) 0.66024(17) 0.41143(14) 0.0163(4) Uani 1 1 d . . .
H44 H -0.2307 0.7359 0.4337 0.020 Uiso 1 1 calc R . .
C43 C -0.3016(2) 0.59932(17) 0.40209(14) 0.0168(4) Uani 1 1 d . . .
C42 C -0.2410(2) 0.48834(17) 0.36961(14) 0.0178(4) Uani 1 1 d . . .
H42 H -0.3153 0.4456 0.3627 0.021 Uiso 1 1 calc R . .
C41 C -0.0746(2) 0.43815(16) 0.34700(14) 0.0156(3) Uani 1 1 d . . .
C47 C -0.0175(3) 0.31665(18) 0.31302(17) 0.0243(4) Uani 1 1 d . . .
H47A H -0.1123 0.2843 0.3168 0.036 Uiso 1 1 calc R . .
H47B H 0.0497 0.2645 0.3555 0.036 Uiso 1 1 calc R . .
H47C H 0.0470 0.3225 0.2447 0.036 Uiso 1 1 calc R . .
C48 C -0.4811(2) 0.6537(2) 0.42574(16) 0.0235(4) Uani 1 1 d . . .
H48A H -0.5146 0.6764 0.4926 0.035 Uiso 1 1 calc R . .
H48B H -0.5422 0.5963 0.4215 0.035 Uiso 1 1 calc R . .
H48C H -0.5035 0.7239 0.3785 0.035 Uiso 1 1 calc R . .
C49 C 0.0870(2) 0.68798(17) 0.40033(16) 0.0211(4) Uani 1 1 d . . .
H49A H 0.0219 0.7645 0.4201 0.032 Uiso 1 1 calc R . .
H49B H 0.1652 0.7005 0.3373 0.032 Uiso 1 1 calc R . .
H49C H 0.1459 0.6470 0.4508 0.032 Uiso 1 1 calc R . .


_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
Te1 C40 2.1306(18) . ?
Te1 C10 2.1372(19) . ?
Sb1 C30 2.1434(19) . ?
Sb1 C18 2.1568(19) . ?
Sb1 C20 2.1595(18) . ?
C10 C11 1.381(3) . ?
C10 C19 1.434(3) . ?
C11 C12 1.409(3) . ?
C12 C13 1.364(3) . ?
C13 C14 1.406(3) . ?
C13 C1 1.514(3) . ?
C14 C15 1.414(3) . ?
C14 C19 1.416(3) . ?
C15 C16 1.366(3) . ?
C15 C2 1.515(3) . ?
C16 C17 1.414(3) . ?
C17 C18 1.384(3) . ?
C18 C19 1.435(2) . ?
C30 C35 1.389(3) . ?
C30 C31 1.394(3) . ?
C35 C34 1.388(3) . ?
C34 C33 1.388(3) . ?
C33 C32 1.384(3) . ?
C32 C31 1.387(3) . ?
C20 C25 1.392(3) . ?
C20 C21 1.396(3) . ?
C21 C22 1.386(3) . ?
C22 C23 1.388(3) . ?
C23 C24 1.380(3) . ?
C24 C25 1.393(3) . ?
C2 C1 1.549(3) . ?
C40 C41 1.403(3) . ?
C40 C46 1.409(2) . ?
C46 C44 1.394(3) . ?
C46 C49 1.494(3) . ?
C44 C43 1.387(3) . ?
C43 C42 1.393(3) . ?
C43 C48 1.505(3) . ?
C42 C41 1.394(3) . ?
C41 C47 1.514(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C40 Te1 C10 93.30(7) . . ?
C30 Sb1 C18 96.83(7) . . ?
C30 Sb1 C20 97.85(7) . . ?
C18 Sb1 C20 96.45(7) . . ?
C11 C10 C19 119.85(17) . . ?
C11 C10 Te1 114.79(14) . . ?
C19 C10 Te1 124.99(13) . . ?
C10 C11 C12 123.49(18) . . ?
C13 C12 C11 118.28(18) . . ?
C12 C13 C14 118.94(18) . . ?
C12 C13 C1 131.64(18) . . ?
C14 C13 C1 109.42(17) . . ?
C13 C14 C15 111.43(17) . . ?
C13 C14 C19 124.75(17) . . ?
C15 C14 C19 123.81(17) . . ?
C16 C15 C14 119.12(18) . . ?
C16 C15 C2 131.67(18) . . ?
C14 C15 C2 109.20(17) . . ?
C15 C16 C17 118.21(18) . . ?
C18 C17 C16 123.97(18) . . ?
C17 C18 C19 118.78(17) . . ?
C17 C18 Sb1 118.18(14) . . ?
C19 C18 Sb1 122.81(13) . . ?
C14 C19 C10 114.55(16) . . ?
C14 C19 C18 115.96(16) . . ?
C10 C19 C18 129.49(17) . . ?
C35 C30 C31 118.73(18) . . ?
C35 C30 Sb1 118.07(14) . . ?
C31 C30 Sb1 123.15(15) . . ?
C34 C35 C30 120.91(19) . . ?
C33 C34 C35 119.8(2) . . ?
C32 C33 C34 119.7(2) . . ?
C33 C32 C31 120.4(2) . . ?
C32 C31 C30 120.4(2) . . ?
C25 C20 C21 118.58(17) . . ?
C25 C20 Sb1 124.36(14) . . ?
C21 C20 Sb1 116.98(13) . . ?
C22 C21 C20 120.89(18) . . ?
C21 C22 C23 119.9(2) . . ?
C24 C23 C22 119.80(19) . . ?
C23 C24 C25 120.35(19) . . ?
C20 C25 C24 120.44(19) . . ?
C15 C2 C1 104.85(16) . . ?
C13 C1 C2 104.95(16) . . ?
C41 C40 C46 120.79(17) . . ?
C41 C40 Te1 120.15(13) . . ?
C46 C40 Te1 119.06(13) . . ?
C44 C46 C40 117.99(17) . . ?
C44 C46 C49 118.68(17) . . ?
C40 C46 C49 123.33(16) . . ?
C43 C44 C46 122.63(17) . . ?
C44 C43 C42 117.98(17) . . ?
C44 C43 C48 120.14(18) . . ?
C42 C43 C48 121.88(18) . . ?
C43 C42 C41 121.95(18) . . ?
C42 C41 C40 118.66(17) . . ?
C42 C41 C47 119.11(17) . . ?
C40 C41 C47 122.23(17) . . ?

_diffrn_measured_fraction_theta_max 0.976
_diffrn_reflns_theta_full        35.09
_diffrn_measured_fraction_theta_full 0.976
_refine_diff_density_max         2.792
_refine_diff_density_min         -0.837
_refine_diff_density_rms         0.149
####################################################################### 
# 
# 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_shelxl
_audit_block_doi                 10.5517/cc1jccgq
_database_code_depnum_ccdc_archive 'CCDC 1411103'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.organomet.5b00813 2015
_audit_update_record             
;
2015-07-07 deposited with the CCDC.
2016-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H26 Cl O P Te'
_chemical_formula_weight         572.51

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Te Te -0.5308 1.6751 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   8.7067(3)
_cell_length_b                   12.5095(5)
_cell_length_c                   22.0558(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.3180(10)
_cell_angle_gamma                90.00
_cell_volume                     2395.42(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9768
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      35.58

_exptl_crystal_description       plate
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.587
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1144
_exptl_absorpt_coefficient_mu    1.439
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6185
_exptl_absorpt_correction_T_max  0.7470
_exptl_absorpt_process_details   'SADABS (Bruker, 2000)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100
_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  'Bruker Venture D8'
_diffrn_measurement_method       '2θ/ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            74523
_diffrn_reflns_av_R_equivalents  0.0393
_diffrn_reflns_av_sigmaI/netI    0.0321
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         2.35
_diffrn_reflns_theta_max         35.69
_reflns_number_total             11054
_reflns_number_gt                9518
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_molecular_graphics    Diamond
_computing_publication_material  WinGX

_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     
'calc w=1/[σ²(Fo²)+(0.0240P)²+9.0830P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         11054
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0496
_refine_ls_wR_factor_ref         0.1098
_refine_ls_wR_factor_gt          0.1059
_refine_ls_goodness_of_fit_ref   1.217
_refine_ls_restrained_S_all      1.217
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C10 C 0.8834(3) 0.3050(2) 0.98244(12) 0.0141(4) Uani 1 1 d . . .
C18 C 0.7568(3) 0.3422(2) 1.08009(12) 0.0135(4) Uani 1 1 d . . .
C11 C 0.9210(3) 0.3446(2) 0.92708(13) 0.0183(5) Uani 1 1 d . . .
H11 H 0.9736 0.3010 0.9015 0.022 Uiso 1 1 calc R . .
C19 C 0.8042(3) 0.3716(2) 1.02206(12) 0.0137(4) Uani 1 1 d . . .
C17 C 0.6785(3) 0.4154(2) 1.11431(13) 0.0176(5) Uani 1 1 d . . .
H17 H 0.6484 0.3951 1.1522 0.021 Uiso 1 1 calc R . .
C12 C 0.8813(4) 0.4513(2) 0.90804(14) 0.0218(5) Uani 1 1 d . . .
H12 H 0.9083 0.4762 0.8706 0.026 Uiso 1 1 calc R . .
C14 C 0.7670(3) 0.4755(2) 1.00186(13) 0.0157(4) Uani 1 1 d . . .
C16 C 0.6439(3) 0.5198(2) 1.09253(14) 0.0199(5) Uani 1 1 d . . .
H16 H 0.5923 0.5680 1.1159 0.024 Uiso 1 1 calc R . .
C13 C 0.8037(3) 0.5162(2) 0.94505(14) 0.0189(5) Uani 1 1 d . . .
C2 C 0.6668(4) 0.6518(2) 0.99999(16) 0.0243(6) Uani 1 1 d . . .
H2A H 0.7180 0.7109 1.0216 0.029 Uiso 1 1 calc R . .
H2B H 0.5584 0.6687 0.9923 0.029 Uiso 1 1 calc R . .
C15 C 0.6881(3) 0.5490(2) 1.03601(14) 0.0187(5) Uani 1 1 d . . .
C1 C 0.7420(4) 0.6290(2) 0.93915(16) 0.0235(6) Uani 1 1 d . . .
H1A H 0.6661 0.6347 0.9048 0.028 Uiso 1 1 calc R . .
H1B H 0.8247 0.6792 0.9336 0.028 Uiso 1 1 calc R . .
O1 O 0.6242(3) 0.3652(2) 0.26387(12) 0.0311(5) Uani 1 1 d . . .
C6 C 0.4614(4) 0.3626(3) 0.27173(16) 0.0280(6) Uani 1 1 d . . .
H6A H 0.4044 0.3386 0.2347 0.034 Uiso 1 1 calc R . .
H6B H 0.4248 0.4332 0.2819 0.034 Uiso 1 1 calc R . .
C5 C 0.4408(4) 0.2839(3) 0.32388(16) 0.0280(7) Uani 1 1 d . . .
H5A H 0.3524 0.3026 0.3460 0.034 Uiso 1 1 calc R . .
H5B H 0.4293 0.2111 0.3091 0.034 Uiso 1 1 calc R . .
C4 C 0.5895(4) 0.2982(3) 0.36277(17) 0.0304(7) Uani 1 1 d . . .
H4A H 0.6137 0.2353 0.3874 0.036 Uiso 1 1 calc R . .
H4B H 0.5851 0.3601 0.3891 0.036 Uiso 1 1 calc R . .
C3 C 0.7059(4) 0.3143(3) 0.31551(17) 0.0292(7) Uani 1 1 d . . .
H3A H 0.7902 0.3591 0.3317 0.035 Uiso 1 1 calc R . .
H3B H 0.7476 0.2461 0.3038 0.035 Uiso 1 1 calc R . .
Te1 Te 0.927326(19) 0.143921(13) 1.011290(7) 0.01255(4) Uani 1 1 d . . .
P1 P 0.78725(8) 0.20502(5) 1.10044(3) 0.01150(11) Uani 1 1 d . . .
Cl1 Cl 1.10497(9) 0.10577(6) 0.91067(3) 0.02265(14) Uani 1 1 d . . .
C20 C 0.6009(3) 0.1479(2) 1.10904(12) 0.0143(4) Uani 1 1 d . . .
C30 C 0.9001(3) 0.1950(2) 1.17183(11) 0.0135(4) Uani 1 1 d . . .
C33 C 1.0850(3) 0.1730(3) 1.27938(13) 0.0194(5) Uani 1 1 d . . .
H33 H 1.1452 0.1659 1.3158 0.023 Uiso 1 1 calc R . .
C22 C 0.3617(3) 0.0819(2) 1.06071(14) 0.0195(5) Uani 1 1 d . . .
H22 H 0.3027 0.0606 1.0259 0.023 Uiso 1 1 calc R . .
C25 C 0.5362(3) 0.1477(3) 1.16517(13) 0.0203(5) Uani 1 1 d . . .
H25 H 0.5940 0.1702 1.2000 0.024 Uiso 1 1 calc R . .
C23 C 0.2986(3) 0.0812(3) 1.11664(15) 0.0220(5) Uani 1 1 d . . .
H23 H 0.1974 0.0588 1.1192 0.026 Uiso 1 1 calc R . .
C24 C 0.3852(4) 0.1137(3) 1.16867(15) 0.0227(6) Uani 1 1 d . . .
H24 H 0.3422 0.1127 1.2060 0.027 Uiso 1 1 calc R . .
C31 C 0.9716(4) 0.2839(2) 1.19912(14) 0.0205(5) Uani 1 1 d . . .
H31 H 0.9588 0.3508 1.1810 0.025 Uiso 1 1 calc R . .
C21 C 0.5132(3) 0.1143(2) 1.05689(13) 0.0158(4) Uani 1 1 d . . .
H21 H 0.5562 0.1136 1.0196 0.019 Uiso 1 1 calc R . .
C35 C 0.9241(4) 0.0943(2) 1.19791(14) 0.0219(6) Uani 1 1 d . . .
H35 H 0.8772 0.0344 1.1797 0.026 Uiso 1 1 calc R . .
C34 C 1.0188(4) 0.0839(3) 1.25140(14) 0.0252(6) Uani 1 1 d . . .
H34 H 1.0374 0.0166 1.2683 0.030 Uiso 1 1 calc R . .
C32 C 1.0623(4) 0.2731(3) 1.25341(15) 0.0223(6) Uani 1 1 d . . .
H32 H 1.1076 0.3330 1.2723 0.027 Uiso 1 1 calc R . .


_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
C10 C11 1.380(4) . ?
C10 C19 1.423(4) . ?
C10 Te1 2.139(3) . ?
C18 C17 1.396(4) . ?
C18 C19 1.422(4) . ?
C18 P1 1.789(3) . ?
C11 C12 1.433(4) . ?
C19 C14 1.404(4) . ?
C17 C16 1.416(4) . ?
C12 C13 1.366(4) . ?
C14 C15 1.401(4) . ?
C14 C13 1.411(4) . ?
C16 C15 1.381(4) . ?
C13 C1 1.512(4) . ?
C2 C15 1.515(4) . ?
C2 C1 1.563(5) . ?
O1 C6 1.441(4) . ?
O1 C3 1.445(5) . ?
C6 C5 1.535(5) . ?
C5 C4 1.509(5) . ?
C4 C3 1.521(5) . ?
Te1 P1 2.5097(7) . ?
Te1 Cl1 2.8393(7) . ?
P1 C20 1.796(3) . ?
P1 C30 1.797(3) . ?
C20 C21 1.397(4) . ?
C20 C25 1.398(4) . ?
C30 C31 1.390(4) . ?
C30 C35 1.393(4) . ?
C33 C34 1.380(5) . ?
C33 C32 1.384(4) . ?
C22 C23 1.388(4) . ?
C22 C21 1.388(4) . ?
C25 C24 1.390(4) . ?
C23 C24 1.386(5) . ?
C31 C32 1.390(4) . ?
C35 C34 1.393(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 C10 C19 119.4(2) . . ?
C11 C10 Te1 123.6(2) . . ?
C19 C10 Te1 116.94(18) . . ?
C17 C18 C19 120.2(2) . . ?
C17 C18 P1 124.2(2) . . ?
C19 C18 P1 115.21(19) . . ?
C10 C11 C12 121.7(3) . . ?
C14 C19 C18 116.7(2) . . ?
C14 C19 C10 117.3(2) . . ?
C18 C19 C10 126.0(2) . . ?
C18 C17 C16 121.4(3) . . ?
C13 C12 C11 119.8(3) . . ?
C15 C14 C19 123.2(3) . . ?
C15 C14 C13 113.2(3) . . ?
C19 C14 C13 123.6(3) . . ?
C15 C16 C17 118.9(3) . . ?
C12 C13 C14 118.1(3) . . ?
C12 C13 C1 133.8(3) . . ?
C14 C13 C1 108.1(3) . . ?
C15 C2 C1 104.6(2) . . ?
C16 C15 C14 119.5(3) . . ?
C16 C15 C2 131.8(3) . . ?
C14 C15 C2 108.7(3) . . ?
C13 C1 C2 105.4(2) . . ?
C6 O1 C3 109.0(3) . . ?
O1 C6 C5 106.0(3) . . ?
C4 C5 C6 101.9(3) . . ?
C5 C4 C3 102.3(3) . . ?
O1 C3 C4 106.5(3) . . ?
C10 Te1 P1 81.93(7) . . ?
C10 Te1 Cl1 91.23(7) . . ?
P1 Te1 Cl1 171.48(2) . . ?
C18 P1 C20 106.89(13) . . ?
C18 P1 C30 110.35(12) . . ?
C20 P1 C30 108.57(12) . . ?
C18 P1 Te1 99.63(9) . . ?
C20 P1 Te1 117.24(9) . . ?
C30 P1 Te1 113.54(9) . . ?
C21 C20 C25 119.8(3) . . ?
C21 C20 P1 118.4(2) . . ?
C25 C20 P1 121.4(2) . . ?
C31 C30 C35 119.8(3) . . ?
C31 C30 P1 121.4(2) . . ?
C35 C30 P1 118.7(2) . . ?
C34 C33 C32 120.2(3) . . ?
C23 C22 C21 119.8(3) . . ?
C24 C25 C20 119.7(3) . . ?
C24 C23 C22 120.5(3) . . ?
C23 C24 C25 120.1(3) . . ?
C30 C31 C32 120.1(3) . . ?
C22 C21 C20 120.1(3) . . ?
C30 C35 C34 119.7(3) . . ?
C33 C34 C35 120.2(3) . . ?
C33 C32 C31 119.9(3) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        35.69
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         2.574
_refine_diff_density_min         -1.476
_refine_diff_density_rms         0.164
####################################################################### 
# 
# 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_shelxl
_audit_block_doi                 10.5517/cc1jcchr
_database_code_depnum_ccdc_archive 'CCDC 1411104'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.organomet.5b00813 2015
_audit_update_record             
;
2015-07-07 deposited with the CCDC.
2016-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H20 Cl3 P Te'
_chemical_formula_weight         585.33

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Te Te -0.5308 1.6751 '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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.5366(17)
_cell_length_b                   11.678(2)
_cell_length_c                   12.597(3)
_cell_angle_alpha                89.50(3)
_cell_angle_beta                 87.76(3)
_cell_angle_gamma                85.74(3)
_cell_volume                     1251.3(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    173
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.553
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             576
_exptl_absorpt_coefficient_mu    1.583
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_correction_T_min  0.5829
_exptl_absorpt_correction_T_max  0.8741
_exptl_absorpt_process_details   
'Parkin S,Moezzi B & Hope H, (1995) J. Appl. Cryst. 28, 53-56'

_exptl_special_details           
; 
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  0.000  0.500  0.500       123        35 ' '
   2  0.000  0.500  0.000         8         0 ' '
_platon_squeeze_details 
;

_diffrn_ambient_temperature      173
_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  'Stoe IPDS imaging-plate system'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9491
_diffrn_reflns_av_R_equivalents  0.0523
_diffrn_reflns_av_sigmaI/netI    0.0535
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.38
_diffrn_reflns_theta_max         25.98
_reflns_number_total             4453
_reflns_number_gt                3818
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Siemens XSCANS'
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_reduction        'Siemens XSCANS'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_molecular_graphics    Diamond
_computing_publication_material  WinGX

_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     
'calc w=1/[σ²(Fo²)+(0.0896P)²+0.0175P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4453
_refine_ls_number_parameters     280
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0512
_refine_ls_R_factor_gt           0.0452
_refine_ls_wR_factor_ref         0.1333
_refine_ls_wR_factor_gt          0.1284
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.103
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Te1 Te 0.57156(3) 0.97492(3) 0.85987(2) 0.03365(15) Uani 1 1 d . . .
Cl1 Cl 0.61444(16) 0.81459(12) 1.07578(12) 0.0473(3) Uani 1 1 d . . .
P1 P 0.74390(13) 0.80675(11) 0.78846(11) 0.0335(3) Uani 1 1 d . . .
Cl2 Cl 0.86997(17) 0.21146(16) 0.78803(14) 0.0620(4) Uani 1 1 d . A .
Cl3 Cl 1.1066(3) 0.3784(2) 0.7616(3) 0.0852(7) Uani 0.85 1 d P A 1
C11 C 0.5338(6) 1.1414(4) 0.6640(4) 0.0352(11) Uani 1 1 d . . .
H11 H 0.4673 1.1864 0.7096 0.042 Uiso 1 1 calc R . .
C18 C 0.7723(5) 0.8564(4) 0.6539(4) 0.0356(11) Uani 1 1 d . . .
C21 C 1.0009(6) 0.8809(5) 0.8895(4) 0.0402(11) Uani 1 1 d . . .
H21 H 0.9417 0.9508 0.8955 0.048 Uiso 1 1 calc R . .
C10 C 0.5996(5) 1.0368(4) 0.7007(4) 0.0339(10) Uani 1 1 d . . .
C19 C 0.6975(5) 0.9653(4) 0.6288(4) 0.0347(11) Uani 1 1 d . . .
C35 C 0.6677(6) 0.5969(5) 0.8774(5) 0.0430(12) Uani 1 1 d . . .
H35 H 0.7116 0.6211 0.9390 0.052 Uiso 1 1 calc R . .
C20 C 0.9368(5) 0.7863(4) 0.8456(4) 0.0352(11) Uani 1 1 d . . .
C12 C 0.5645(6) 1.1817(5) 0.5597(5) 0.0444(13) Uani 1 1 d . . .
H12 H 0.5203 1.2528 0.5378 0.053 Uiso 1 1 calc R . .
C30 C 0.6639(5) 0.6682(4) 0.7871(4) 0.0379(11) Uani 1 1 d . . .
C16 C 0.8921(6) 0.8425(5) 0.4751(5) 0.0456(13) Uani 1 1 d . . .
H16 H 0.9561 0.8016 0.4249 0.055 Uiso 1 1 calc R . .
C23 C 1.2417(5) 0.7638(5) 0.9166(5) 0.0455(13) Uani 1 1 d . . .
H23 H 1.3424 0.7555 0.9425 0.055 Uiso 1 1 calc R . .
C14 C 0.7246(5) 1.0080(4) 0.5266(4) 0.0372(11) Uani 1 1 d . . .
C15 C 0.8202(6) 0.9465(5) 0.4495(4) 0.0412(12) Uani 1 1 d . . .
C22 C 1.1543(6) 0.8698(5) 0.9242(5) 0.0440(13) Uani 1 1 d . . .
H22 H 1.1985 0.9328 0.9524 0.053 Uiso 1 1 calc R . .
C25 C 1.0258(6) 0.6823(5) 0.8359(5) 0.0451(13) Uani 1 1 d . . .
H25 H 0.9832 0.6196 0.8060 0.054 Uiso 1 1 calc R . .
C13 C 0.6611(5) 1.1143(4) 0.4902(4) 0.0383(11) Uani 1 1 d . . .
C31 C 0.5932(7) 0.6299(5) 0.6979(5) 0.0522(14) Uani 1 1 d . . .
H31 H 0.5885 0.6756 0.6370 0.063 Uiso 1 1 calc R . .
C17 C 0.8688(6) 0.7969(5) 0.5784(5) 0.0448(13) Uani 1 1 d . . .
H17 H 0.9187 0.7262 0.5960 0.054 Uiso 1 1 calc R . .
C24 C 1.1790(6) 0.6718(5) 0.8710(5) 0.0522(15) Uani 1 1 d . . .
H24 H 1.2391 0.6024 0.8635 0.063 Uiso 1 1 calc R . .
C32 C 0.5296(9) 0.5240(6) 0.6988(6) 0.070(2) Uani 1 1 d . . .
H32 H 0.4808 0.4998 0.6391 0.084 Uiso 1 1 calc R . .
C34 C 0.6059(7) 0.4907(5) 0.8748(6) 0.0535(15) Uani 1 1 d . . .
H34 H 0.6114 0.4434 0.9346 0.064 Uiso 1 1 calc R . .
C3 C 1.0175(9) 0.2768(8) 0.8489(6) 0.078(2) Uani 1 1 d D . .
H3A H 1.0972 0.2186 0.8705 0.094 Uiso 1 1 calc R A 1
H3B H 0.9742 0.3160 0.9122 0.094 Uiso 1 1 calc R A 1
C33 C 0.5382(7) 0.4543(6) 0.7877(6) 0.0621(18) Uani 1 1 d . . .
H33 H 0.4975 0.3826 0.7875 0.074 Uiso 1 1 calc R . .
C2 C 0.8219(6) 1.0196(5) 0.3487(4) 0.0476(13) Uani 1 1 d . . .
H2A H 0.7786 0.9798 0.2905 0.057 Uiso 1 1 calc R . .
H2B H 0.9282 1.0373 0.3284 0.057 Uiso 1 1 calc R . .
C1 C 0.7189(6) 1.1303(5) 0.3766(4) 0.0451(13) Uani 1 1 d . . .
H1A H 0.7801 1.1969 0.3700 0.054 Uiso 1 1 calc R . .
H1B H 0.6312 1.1404 0.3299 0.054 Uiso 1 1 calc R . .
Cl3' Cl 1.0544(16) 0.3989(8) 0.8609(14) 0.084(5) Uani 0.15 1 d PD A -1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Te1 C10 2.136(5) . ?
Te1 P1 2.5157(16) . ?
P1 C18 1.800(5) . ?
P1 C30 1.803(5) . ?
P1 C20 1.821(4) . ?
Cl2 C3 1.727(6) . ?
Cl3 Cl3' 1.329(19) . ?
Cl3 C3 1.801(8) . ?
C11 C10 1.389(7) . ?
C11 C12 1.413(8) . ?
C18 C17 1.390(8) . ?
C18 C19 1.419(7) . ?
C21 C22 1.393(7) . ?
C21 C20 1.396(7) . ?
C10 C19 1.437(8) . ?
C19 C14 1.394(7) . ?
C35 C34 1.384(8) . ?
C35 C30 1.403(7) . ?
C20 C25 1.388(7) . ?
C12 C13 1.388(8) . ?
C30 C31 1.390(7) . ?
C16 C15 1.362(8) . ?
C16 C17 1.414(8) . ?
C23 C24 1.374(8) . ?
C23 C22 1.400(8) . ?
C14 C13 1.398(7) . ?
C14 C15 1.409(8) . ?
C15 C2 1.525(8) . ?
C25 C24 1.393(7) . ?
C13 C1 1.510(8) . ?
C31 C32 1.387(8) . ?
C32 C33 1.379(10) . ?
C34 C33 1.347(9) . ?
C3 Cl3' 1.493(11) . ?
C2 C1 1.543(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 Te1 P1 82.66(14) . . ?
C18 P1 C30 109.2(2) . . ?
C18 P1 C20 107.5(2) . . ?
C30 P1 C20 107.1(2) . . ?
C18 P1 Te1 98.76(17) . . ?
C30 P1 Te1 118.25(17) . . ?
C20 P1 Te1 115.19(18) . . ?
Cl3' Cl3 C3 54.5(5) . . ?
C10 C11 C12 122.3(5) . . ?
C17 C18 C19 120.2(5) . . ?
C17 C18 P1 123.3(4) . . ?
C19 C18 P1 116.3(4) . . ?
C22 C21 C20 119.5(5) . . ?
C11 C10 C19 118.8(5) . . ?
C11 C10 Te1 124.5(4) . . ?
C19 C10 Te1 116.7(3) . . ?
C14 C19 C18 117.2(5) . . ?
C14 C19 C10 117.2(4) . . ?
C18 C19 C10 125.6(5) . . ?
C34 C35 C30 120.0(5) . . ?
C25 C20 C21 120.2(4) . . ?
C25 C20 P1 120.9(4) . . ?
C21 C20 P1 118.6(4) . . ?
C13 C12 C11 119.4(5) . . ?
C31 C30 C35 118.0(5) . . ?
C31 C30 P1 121.2(4) . . ?
C35 C30 P1 120.9(4) . . ?
C15 C16 C17 119.6(5) . . ?
C24 C23 C22 120.2(4) . . ?
C19 C14 C13 124.1(5) . . ?
C19 C14 C15 122.4(5) . . ?
C13 C14 C15 113.5(5) . . ?
C16 C15 C14 119.6(5) . . ?
C16 C15 C2 132.9(5) . . ?
C14 C15 C2 107.4(5) . . ?
C21 C22 C23 119.9(5) . . ?
C20 C25 C24 119.9(5) . . ?
C12 C13 C14 118.2(5) . . ?
C12 C13 C1 133.5(5) . . ?
C14 C13 C1 108.3(5) . . ?
C32 C31 C30 120.4(6) . . ?
C18 C17 C16 120.9(5) . . ?
C23 C24 C25 120.2(5) . . ?
C33 C32 C31 120.5(6) . . ?
C33 C34 C35 121.5(6) . . ?
Cl3' C3 Cl2 133.6(7) . . ?
Cl3' C3 Cl3 46.4(8) . . ?
Cl2 C3 Cl3 111.6(4) . . ?
C34 C33 C32 119.6(6) . . ?
C15 C2 C1 105.3(5) . . ?
C13 C1 C2 105.4(4) . . ?
Cl3 Cl3' C3 79.1(8) . . ?

_diffrn_measured_fraction_theta_max 0.954
_diffrn_reflns_theta_full        25.98
_diffrn_measured_fraction_theta_full 0.954
_refine_diff_density_max         1.397
_refine_diff_density_min         -0.502
_refine_diff_density_rms         0.124
####################################################################### 
# 
# 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_shelxl
_audit_block_doi                 10.5517/cc1jccjs
_database_code_depnum_ccdc_archive 'CCDC 1411105'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.organomet.5b00813 2015
_audit_update_record             
;
2015-07-07 deposited with the CCDC.
2016-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H36 P2 Te'
_chemical_formula_weight         802.31

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'
Te Te -0.5308 1.6751 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.7394(3)
_cell_length_b                   12.5066(3)
_cell_length_c                   14.3469(3)
_cell_angle_alpha                91.1460(10)
_cell_angle_beta                 101.0030(10)
_cell_angle_gamma                117.0650(10)
_cell_volume                     1827.45(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9940
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      27.56

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.458
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             812
_exptl_absorpt_coefficient_mu    0.936
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6615
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS (Bruker, 2000)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100
_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  'Bruker Venture D8'
_diffrn_measurement_method       '2θ/ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            47693
_diffrn_reflns_av_R_equivalents  0.0640
_diffrn_reflns_av_sigmaI/netI    0.0421
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.19
_diffrn_reflns_theta_max         27.62
_reflns_number_total             8472
_reflns_number_gt                7061
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_molecular_graphics    Diamond
_computing_publication_material  WinGX

_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     
'calc w=1/[σ²(Fo²)+(0.0366P)²+0.4542P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8472
_refine_ls_number_parameters     460
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0309
_refine_ls_wR_factor_ref         0.0718
_refine_ls_wR_factor_gt          0.0671
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Te1 Te 0.727037(15) 0.572578(13) 0.639619(10) 0.01461(5) Uani 1 1 d . . .
P2 P 0.69572(6) 0.64444(5) 0.43204(4) 0.01551(13) Uani 1 1 d . . .
P1 P 0.95931(6) 0.82672(5) 0.77875(4) 0.01815(13) Uani 1 1 d . . .
C10 C 0.7755(2) 0.5260(2) 0.78042(16) 0.0157(5) Uani 1 1 d . . .
C60 C 0.7085(2) 0.7943(2) 0.41857(15) 0.0161(5) Uani 1 1 d . . .
C43 C 1.1577(2) 0.6572(2) 0.57213(17) 0.0178(5) Uani 1 1 d . . .
C13 C 0.7839(2) 0.4237(2) 0.95505(17) 0.0194(5) Uani 1 1 d . . .
C20 C 1.1189(3) 0.9560(2) 0.83485(17) 0.0231(5) Uani 1 1 d . . .
C32 C 0.8082(3) 0.9178(2) 0.85728(18) 0.0221(5) Uani 1 1 d . . .
H32 H 0.8402 0.9017 0.9168 0.027 Uiso 1 1 calc R . .
C15 C 0.9175(3) 0.6118(2) 1.04452(17) 0.0222(5) Uani 1 1 d . . .
C31 C 0.8463(2) 0.8917(2) 0.77721(17) 0.0196(5) Uani 1 1 d . . .
C14 C 0.8501(2) 0.5498(2) 0.95168(17) 0.0183(5) Uani 1 1 d . . .
C19 C 0.8522(2) 0.6066(2) 0.86713(16) 0.0156(5) Uani 1 1 d . . .
C18 C 0.9320(2) 0.7362(2) 0.88023(16) 0.0176(5) Uani 1 1 d . . .
C24 C 1.2623(3) 1.1623(3) 0.90659(19) 0.0329(7) Uani 1 1 d . . .
H24 H 1.2736 1.2382 0.9271 0.039 Uiso 1 1 calc R . .
C12 C 0.7144(2) 0.3493(2) 0.87128(17) 0.0211(5) Uani 1 1 d . . .
H12 H 0.6712 0.2657 0.8705 0.025 Uiso 1 1 calc R . .
C63 C 0.7086(3) 1.0155(2) 0.39679(19) 0.0271(6) Uani 1 1 d . . .
H63 H 0.7079 1.0885 0.3873 0.033 Uiso 1 1 calc R . .
C21 C 1.2284(3) 0.9373(3) 0.8442(2) 0.0319(6) Uani 1 1 d . . .
H21 H 1.2182 0.8621 0.8225 0.038 Uiso 1 1 calc R . .
C2 C 0.8933(3) 0.5222(2) 1.11667(18) 0.0305(6) Uani 1 1 d . . .
H2A H 0.8483 0.5368 1.1616 0.037 Uiso 1 1 calc R . .
H2B H 0.9754 0.5278 1.1519 0.037 Uiso 1 1 calc R . .
C16 C 0.9911(3) 0.7340(2) 1.05434(17) 0.0258(6) Uani 1 1 d . . .
H16 H 1.0366 0.7774 1.1144 0.031 Uiso 1 1 calc R . .
C11 C 0.7099(2) 0.4029(2) 0.78602(17) 0.0196(5) Uani 1 1 d . . .
H11 H 0.6593 0.3520 0.7296 0.024 Uiso 1 1 calc R . .
C33 C 0.7230(3) 0.9677(2) 0.84930(19) 0.0269(6) Uani 1 1 d . . .
H33 H 0.6988 0.9853 0.9034 0.032 Uiso 1 1 calc R . .
C61 C 0.8245(3) 0.8991(2) 0.41737(18) 0.0226(5) Uani 1 1 d . . .
H61 H 0.9027 0.8951 0.4233 0.027 Uiso 1 1 calc R . .
C65 C 0.5943(2) 0.8042(2) 0.41246(17) 0.0211(5) Uani 1 1 d . . .
H65 H 0.5171 0.7365 0.4166 0.025 Uiso 1 1 calc R . .
C62 C 0.8237(3) 1.0087(2) 0.40738(19) 0.0274(6) Uani 1 1 d . . .
H62 H 0.9016 1.0781 0.4078 0.033 Uiso 1 1 calc R . .
C23 C 1.3691(3) 1.1421(3) 0.9176(2) 0.0377(7) Uani 1 1 d . . .
H23 H 1.4522 1.2037 0.9463 0.045 Uiso 1 1 calc R . .
C64 C 0.5937(3) 0.9135(2) 0.4002(2) 0.0278(6) Uani 1 1 d . . .
H64 H 0.5160 0.9184 0.3944 0.033 Uiso 1 1 calc R . .
C25 C 1.1372(3) 1.0705(2) 0.86519(18) 0.0261(6) Uani 1 1 d . . .
H25 H 1.0655 1.0855 0.8577 0.031 Uiso 1 1 calc R . .
C35 C 0.7104(3) 0.9651(3) 0.6810(2) 0.0374(7) Uani 1 1 d . . .
H35 H 0.6775 0.9808 0.6216 0.045 Uiso 1 1 calc R . .
C1 C 0.8063(3) 0.3963(2) 1.05696(18) 0.0265(6) Uani 1 1 d . . .
H1A H 0.8510 0.3470 1.0641 0.032 Uiso 1 1 calc R . .
H1B H 0.7238 0.3541 1.0765 0.032 Uiso 1 1 calc R . .
C34 C 0.6741(3) 0.9913(2) 0.7606(2) 0.0343(7) Uani 1 1 d . . .
H34 H 0.6170 1.0247 0.7551 0.041 Uiso 1 1 calc R . .
C36 C 0.7955(3) 0.9156(2) 0.68872(18) 0.0297(6) Uani 1 1 d . . .
H36 H 0.8191 0.8981 0.6343 0.036 Uiso 1 1 calc R . .
C17 C 0.9972(3) 0.7934(2) 0.97245(17) 0.0221(5) Uani 1 1 d . . .
H17 H 1.0486 0.8770 0.9804 0.027 Uiso 1 1 calc R . .
C22 C 1.3532(3) 1.0299(3) 0.8857(2) 0.0386(7) Uani 1 1 d . . .
H22 H 1.4258 1.0164 0.8921 0.046 Uiso 1 1 calc R . .
C48 C 0.8607(2) 0.6676(2) 0.43098(16) 0.0170(5) Uani 1 1 d . . .
C44 C 1.0656(2) 0.6720(2) 0.50261(17) 0.0167(5) Uani 1 1 d . . .
C40 C 0.9063(2) 0.60583(19) 0.60016(16) 0.0149(5) Uani 1 1 d . . .
C49 C 0.9381(2) 0.64759(19) 0.51146(16) 0.0140(5) Uani 1 1 d . . .
C41 C 0.9979(2) 0.5917(2) 0.66694(17) 0.0198(5) Uani 1 1 d . . .
H41 H 0.9756 0.5643 0.7239 0.024 Uiso 1 1 calc R . .
C47 C 0.9120(3) 0.7065(2) 0.35104(18) 0.0223(5) Uani 1 1 d . . .
H47 H 0.8587 0.7159 0.2984 0.027 Uiso 1 1 calc R . .
C42 C 1.1236(2) 0.6163(2) 0.65453(18) 0.0209(5) Uani 1 1 d . . .
H42 H 1.1817 0.6047 0.7018 0.025 Uiso 1 1 calc R . .
C45 C 1.1165(2) 0.7162(2) 0.42174(17) 0.0197(5) Uani 1 1 d . . .
C4 C 1.2561(3) 0.7384(2) 0.43942(19) 0.0264(6) Uani 1 1 d . . .
H4A H 1.3158 0.8240 0.4433 0.032 Uiso 1 1 calc R . .
H4B H 1.2685 0.6954 0.3884 0.032 Uiso 1 1 calc R . .
C46 C 1.0398(3) 0.7322(2) 0.34568(18) 0.0240(6) Uani 1 1 d . . .
H46 H 1.0712 0.7595 0.2914 0.029 Uiso 1 1 calc R . .
C3 C 1.2805(2) 0.6905(2) 0.53565(19) 0.0231(5) Uani 1 1 d . . .
H3A H 1.2938 0.6203 0.5264 0.028 Uiso 1 1 calc R . .
H3B H 1.3569 0.7524 0.5801 0.028 Uiso 1 1 calc R . .
C50 C 0.6056(2) 0.5603(2) 0.31323(17) 0.0175(5) Uani 1 1 d . . .
C55 C 0.5904(2) 0.6115(2) 0.23027(17) 0.0218(5) Uani 1 1 d . . .
H55 H 0.6244 0.6950 0.2326 0.026 Uiso 1 1 calc R . .
C51 C 0.5508(3) 0.4346(2) 0.3081(2) 0.0263(6) Uani 1 1 d . . .
H51 H 0.5577 0.3988 0.3637 0.032 Uiso 1 1 calc R . .
C54 C 0.5239(3) 0.5379(3) 0.14311(19) 0.0286(6) Uani 1 1 d . . .
H54 H 0.5137 0.5726 0.0874 0.034 Uiso 1 1 calc R . .
C53 C 0.4735(3) 0.4144(3) 0.1392(2) 0.0330(7) Uani 1 1 d . . .
H53 H 0.4306 0.3661 0.0807 0.040 Uiso 1 1 calc R . .
C52 C 0.4861(3) 0.3624(2) 0.2208(2) 0.0332(7) Uani 1 1 d . . .
H52 H 0.4514 0.2788 0.2178 0.040 Uiso 1 1 calc R . .


_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
Te1 C40 2.142(2) . ?
Te1 C10 2.157(2) . ?
P2 C48 1.827(2) . ?
P2 C60 1.829(2) . ?
P2 C50 1.833(2) . ?
P1 C20 1.841(3) . ?
P1 C31 1.842(3) . ?
P1 C18 1.849(2) . ?
C10 C11 1.385(3) . ?
C10 C19 1.439(3) . ?
C60 C65 1.388(3) . ?
C60 C61 1.399(3) . ?
C43 C42 1.356(3) . ?
C43 C44 1.405(3) . ?
C43 C3 1.509(3) . ?
C13 C12 1.366(3) . ?
C13 C14 1.412(3) . ?
C13 C1 1.510(3) . ?
C20 C21 1.392(4) . ?
C20 C25 1.395(4) . ?
C32 C33 1.389(4) . ?
C32 C31 1.393(3) . ?
C15 C16 1.359(4) . ?
C15 C14 1.414(3) . ?
C15 C2 1.509(3) . ?
C31 C36 1.395(3) . ?
C14 C19 1.417(3) . ?
C19 C18 1.443(3) . ?
C18 C17 1.388(3) . ?
C24 C23 1.370(5) . ?
C24 C25 1.390(4) . ?
C12 C11 1.410(3) . ?
C63 C62 1.372(4) . ?
C63 C64 1.382(4) . ?
C21 C22 1.392(4) . ?
C2 C1 1.551(4) . ?
C16 C17 1.398(3) . ?
C33 C34 1.388(4) . ?
C61 C62 1.385(4) . ?
C65 C64 1.385(4) . ?
C23 C22 1.384(4) . ?
C35 C34 1.374(4) . ?
C35 C36 1.385(4) . ?
C48 C47 1.390(3) . ?
C48 C49 1.428(3) . ?
C44 C45 1.414(3) . ?
C44 C49 1.417(3) . ?
C40 C41 1.375(3) . ?
C40 C49 1.436(3) . ?
C41 C42 1.412(4) . ?
C47 C46 1.403(4) . ?
C45 C46 1.356(4) . ?
C45 C4 1.501(4) . ?
C4 C3 1.544(4) . ?
C50 C55 1.383(3) . ?
C50 C51 1.396(3) . ?
C55 C54 1.395(3) . ?
C51 C52 1.389(4) . ?
C54 C53 1.375(4) . ?
C53 C52 1.366(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C40 Te1 C10 96.35(9) . . ?
C48 P2 C60 103.19(11) . . ?
C48 P2 C50 100.73(11) . . ?
C60 P2 C50 103.09(11) . . ?
C20 P1 C31 102.03(12) . . ?
C20 P1 C18 99.46(11) . . ?
C31 P1 C18 102.67(11) . . ?
C11 C10 C19 118.6(2) . . ?
C11 C10 Te1 112.98(16) . . ?
C19 C10 Te1 127.90(17) . . ?
C65 C60 C61 118.2(2) . . ?
C65 C60 P2 116.66(18) . . ?
C61 C60 P2 125.07(19) . . ?
C42 C43 C44 118.4(2) . . ?
C42 C43 C3 132.3(2) . . ?
C44 C43 C3 109.3(2) . . ?
C12 C13 C14 118.5(2) . . ?
C12 C13 C1 131.3(2) . . ?
C14 C13 C1 110.2(2) . . ?
C21 C20 C25 118.7(2) . . ?
C21 C20 P1 116.5(2) . . ?
C25 C20 P1 124.8(2) . . ?
C33 C32 C31 120.8(2) . . ?
C16 C15 C14 118.5(2) . . ?
C16 C15 C2 131.8(2) . . ?
C14 C15 C2 109.7(2) . . ?
C32 C31 C36 118.3(2) . . ?
C32 C31 P1 124.86(19) . . ?
C36 C31 P1 116.8(2) . . ?
C13 C14 C15 110.5(2) . . ?
C13 C14 C19 125.0(2) . . ?
C15 C14 C19 124.4(2) . . ?
C14 C19 C10 115.1(2) . . ?
C14 C19 C18 115.5(2) . . ?
C10 C19 C18 129.4(2) . . ?
C17 C18 C19 118.2(2) . . ?
C17 C18 P1 119.11(18) . . ?
C19 C18 P1 122.56(17) . . ?
C23 C24 C25 120.7(3) . . ?
C13 C12 C11 118.1(2) . . ?
C62 C63 C64 119.9(2) . . ?
C22 C21 C20 120.6(3) . . ?
C15 C2 C1 105.2(2) . . ?
C15 C16 C17 118.8(2) . . ?
C10 C11 C12 124.6(2) . . ?
C32 C33 C34 120.0(3) . . ?
C62 C61 C60 120.5(2) . . ?
C64 C65 C60 120.8(2) . . ?
C63 C62 C61 120.4(2) . . ?
C24 C23 C22 119.9(3) . . ?
C65 C64 C63 120.1(3) . . ?
C24 C25 C20 120.2(3) . . ?
C34 C35 C36 120.5(3) . . ?
C13 C1 C2 104.4(2) . . ?
C35 C34 C33 119.7(3) . . ?
C35 C36 C31 120.7(3) . . ?
C18 C17 C16 124.5(2) . . ?
C23 C22 C21 119.9(3) . . ?
C47 C48 C49 119.6(2) . . ?
C47 C48 P2 119.45(19) . . ?
C49 C48 P2 120.90(17) . . ?
C43 C44 C45 111.4(2) . . ?
C43 C44 C49 125.1(2) . . ?
C45 C44 C49 123.5(2) . . ?
C41 C40 C49 119.0(2) . . ?
C41 C40 Te1 116.92(17) . . ?
C49 C40 Te1 124.01(17) . . ?
C44 C49 C48 115.3(2) . . ?
C44 C49 C40 114.8(2) . . ?
C48 C49 C40 129.9(2) . . ?
C40 C41 C42 124.2(2) . . ?
C48 C47 C46 123.4(2) . . ?
C43 C42 C41 118.5(2) . . ?
C46 C45 C44 119.8(2) . . ?
C46 C45 C4 131.3(2) . . ?
C44 C45 C4 108.9(2) . . ?
C45 C4 C3 105.4(2) . . ?
C45 C46 C47 118.3(2) . . ?
C43 C3 C4 104.6(2) . . ?
C55 C50 C51 118.8(2) . . ?
C55 C50 P2 125.30(18) . . ?
C51 C50 P2 115.90(19) . . ?
C50 C55 C54 120.0(2) . . ?
C52 C51 C50 120.6(3) . . ?
C53 C54 C55 120.3(3) . . ?
C52 C53 C54 120.4(2) . . ?
C53 C52 C51 119.9(3) . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        27.62
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         1.225
_refine_diff_density_min         -0.460
_refine_diff_density_rms         0.092
####################################################################### 
# 
# 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_19
_audit_block_doi                 10.5517/cc1jcckt
_database_code_depnum_ccdc_archive 'CCDC 1411106'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.organomet.5b00813 2015
_audit_update_record             
;
2015-07-07 deposited with the CCDC.
2016-08-18 downloaded from the CCDC.
;


_chemical_formula_sum            'C18 H22 Cl P Te'
_chemical_formula_moiety         'C18 H22 Cl P Te'
_chemical_formula_weight         432.40
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,1/2-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   14.502(4)
_cell_length_b                   8.330(2)
_cell_length_c                   14.464(4)
_cell_angle_alpha                90.0000
_cell_angle_beta                 91.826(5)
_cell_angle_gamma                90.0000
_cell_volume                     1746.4(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1914
_cell_measurement_theta_min      2.82
_cell_measurement_theta_max      25.35
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       platelet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.010
_exptl_crystal_density_diffrn    1.644
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             856.00
_exptl_absorpt_coefficient_mu    1.940
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.421
_exptl_absorpt_correction_T_max  0.981

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku XtaLAB P100'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.811
_diffrn_reflns_number            22366
_diffrn_reflns_av_R_equivalents  0.1661
_diffrn_reflns_theta_min         2.811
_diffrn_reflns_theta_max         25.372
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             3186
_reflns_number_gt                2119
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0871
_refine_ls_wR_factor_ref         0.2343
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3186
_refine_ls_number_parameters     194
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1599P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         5.51
_refine_diff_density_min         -0.77
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
Cl Cl 0.1484 0.1585
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.1023 0.0942
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Te Te -0.5308 1.6751
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_multiplicity
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Te1 Te 0.17610(5) 0.10073(8) 0.28618(5) 0.0339(3) Uani 1 4 0 d . . .
Cl1 Cl 0.18908(18) -0.1306(3) 0.13537(16) 0.0256(6) Uani 1 4 0 d . . .
P9 P 0.1878(2) 0.2998(3) 0.41645(19) 0.0326(7) Uani 1 4 0 d . . .
C1 C 0.3221(8) 0.0854(11) 0.3125(7) 0.030(2) Uani 1 4 0 d . . .
C2 C 0.3790(8) -0.0131(13) 0.2638(7) 0.038(3) Uani 1 4 0 d . . .
C3 C 0.4768(9) -0.0188(13) 0.2847(8) 0.039(3) Uani 1 4 0 d . . .
C4 C 0.5149(8) 0.0683(12) 0.3564(7) 0.033(3) Uani 1 4 0 d . . .
C5 C 0.4538(8) 0.1645(12) 0.4067(7) 0.032(3) Uani 1 4 0 d . . .
C6 C 0.4994(9) 0.2440(12) 0.4833(8) 0.038(3) Uani 1 4 0 d . . .
C7 C 0.4488(8) 0.3353(13) 0.5407(8) 0.034(3) Uani 1 4 0 d . . .
C8 C 0.3533(8) 0.3524(13) 0.5228(8) 0.034(3) Uani 1 4 0 d . . .
C9 C 0.3070(8) 0.2775(12) 0.4470(7) 0.030(2) Uani 1 4 0 d . . .
C10 C 0.3590(8) 0.1769(13) 0.3874(7) 0.032(2) Uani 1 4 0 d . . .
C11 C 0.6104(8) 0.0820(12) 0.3994(8) 0.033(2) Uani 1 4 0 d . . .
C12 C 0.6010(8) 0.2029(13) 0.4824(7) 0.035(3) Uani 1 4 0 d . . .
C13 C 0.1178(8) 0.2471(13) 0.5150(8) 0.037(3) Uani 1 4 0 d . . .
C14 C 0.1554(9) 0.0955(13) 0.5621(8) 0.041(3) Uani 1 4 0 d . . .
C15 C 0.0177(9) 0.2254(15) 0.4866(9) 0.046(3) Uani 1 4 0 d . . .
C16 C 0.1691(9) 0.5099(13) 0.3802(8) 0.040(3) Uani 1 4 0 d . . .
C17 C 0.2485(9) 0.5639(15) 0.3204(8) 0.043(3) Uani 1 4 0 d . . .
C18 C 0.0764(9) 0.5314(16) 0.3254(9) 0.049(3) Uani 1 4 0 d . . .
H2 H 0.35344 -0.07839 0.2156 0.0454 Uiso 1 4 0 calc R . .
H3 H 0.51526 -0.0839 0.24817 0.0467 Uiso 1 4 0 calc R . .
H7 H 0.47764 0.38704 0.59258 0.0405 Uiso 1 4 0 calc R . .
H8 H 0.31864 0.41691 0.56325 0.0406 Uiso 1 4 0 calc R . .
H11A H 0.65418 0.12368 0.35407 0.0393 Uiso 1 4 0 calc R . .
H11B H 0.63259 -0.02382 0.42197 0.0393 Uiso 1 4 0 calc R . .
H12A H 0.6215 0.15226 0.54147 0.0425 Uiso 1 4 0 calc R . .
H12B H 0.63849 0.30044 0.47258 0.0425 Uiso 1 4 0 calc R . .
H13 H 0.12218 0.33702 0.5607 0.0441 Uiso 1 4 0 calc R . .
H14A H 0.16095 0.01003 0.51606 0.0494 Uiso 1 4 0 calc R . .
H14B H 0.11325 0.06123 0.60986 0.0494 Uiso 1 4 0 calc R . .
H14C H 0.21629 0.1181 0.59058 0.0494 Uiso 1 4 0 calc R . .
H15A H -0.01698 0.19103 0.54024 0.0557 Uiso 1 4 0 calc R . .
H15B H 0.01222 0.14367 0.43801 0.0557 Uiso 1 4 0 calc R . .
H15C H -0.00738 0.32736 0.46319 0.0557 Uiso 1 4 0 calc R . .
H16 H 0.16833 0.57904 0.43669 0.0481 Uiso 1 4 0 calc R . .
H17A H 0.23517 0.67117 0.29551 0.0512 Uiso 1 4 0 calc R . .
H17B H 0.25529 0.48813 0.26924 0.0512 Uiso 1 4 0 calc R . .
H17C H 0.30578 0.56709 0.35812 0.0512 Uiso 1 4 0 calc R . .
H18A H 0.07582 0.46275 0.27038 0.0585 Uiso 1 4 0 calc R . .
H18B H 0.06942 0.64382 0.30659 0.0585 Uiso 1 4 0 calc R . .
H18C H 0.02534 0.50113 0.36465 0.0585 Uiso 1 4 0 calc R . .



#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b29'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b29'
_computing_structure_solution    'DIRDIF99-PATTY (Gould, et al., 1999)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2013)'
_computing_molecular_graphics    'CrystalStructure 4.1'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
Te1 P9 2.512(3) yes . .
Te1 C1 2.143(12) yes . .
P9 C9 1.780(11) yes . .
P9 C13 1.830(12) yes . .
P9 C16 1.844(11) yes . .
C1 C2 1.373(16) yes . .
C1 C10 1.415(14) yes . .
C2 C3 1.442(17) yes . .
C3 C4 1.368(15) yes . .
C4 C5 1.413(16) yes . .
C4 C11 1.505(16) yes . .
C5 C6 1.434(15) yes . .
C5 C10 1.398(16) yes . .
C6 C7 1.358(16) yes . .
C6 C12 1.515(17) yes . .
C7 C8 1.408(16) yes . .
C8 C9 1.412(15) yes . .
C9 C10 1.434(15) yes . .
C11 C12 1.576(15) yes . .
C13 C14 1.527(16) yes . .
C13 C15 1.507(17) yes . .
C16 C17 1.530(18) yes . .
C16 C18 1.548(18) yes . .
C2 H2 0.950 no . .
C3 H3 0.950 no . .
C7 H7 0.950 no . .
C8 H8 0.950 no . .
C11 H11A 0.990 no . .
C11 H11B 0.990 no . .
C12 H12A 0.990 no . .
C12 H12B 0.990 no . .
C13 H13 1.000 no . .
C14 H14A 0.980 no . .
C14 H14B 0.980 no . .
C14 H14C 0.980 no . .
C15 H15A 0.980 no . .
C15 H15B 0.980 no . .
C15 H15C 0.980 no . .
C16 H16 1.000 no . .
C17 H17A 0.980 no . .
C17 H17B 0.980 no . .
C17 H17C 0.980 no . .
C18 H18A 0.980 no . .
C18 H18B 0.980 no . .
C18 H18C 0.980 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
P9 Te1 C1 82.1(3) yes . . .
Te1 P9 C9 99.2(3) yes . . .
Te1 P9 C13 113.6(4) yes . . .
Te1 P9 C16 114.0(4) yes . . .
C9 P9 C13 109.9(5) yes . . .
C9 P9 C16 107.6(5) yes . . .
C13 P9 C16 111.6(5) yes . . .
Te1 C1 C2 123.4(8) yes . . .
Te1 C1 C10 116.8(8) yes . . .
C2 C1 C10 119.7(11) yes . . .
C1 C2 C3 121.0(10) yes . . .
C2 C3 C4 120.8(11) yes . . .
C3 C4 C5 116.5(11) yes . . .
C3 C4 C11 134.3(11) yes . . .
C5 C4 C11 109.1(9) yes . . .
C4 C5 C6 112.2(10) yes . . .
C4 C5 C10 124.6(10) yes . . .
C6 C5 C10 123.1(10) yes . . .
C5 C6 C7 119.1(11) yes . . .
C5 C6 C12 108.3(9) yes . . .
C7 C6 C12 132.5(10) yes . . .
C6 C7 C8 119.4(10) yes . . .
C7 C8 C9 122.6(10) yes . . .
P9 C9 C8 125.5(8) yes . . .
P9 C9 C10 115.8(8) yes . . .
C8 C9 C10 118.7(10) yes . . .
C1 C10 C5 117.3(10) yes . . .
C1 C10 C9 125.6(10) yes . . .
C5 C10 C9 117.0(9) yes . . .
C4 C11 C12 105.2(9) yes . . .
C6 C12 C11 105.0(9) yes . . .
P9 C13 C14 110.3(8) yes . . .
P9 C13 C15 111.8(8) yes . . .
C14 C13 C15 110.5(10) yes . . .
P9 C16 C17 109.4(8) yes . . .
P9 C16 C18 111.9(8) yes . . .
C17 C16 C18 109.4(10) yes . . .
C1 C2 H2 119.495 no . . .
C3 C2 H2 119.484 no . . .
C2 C3 H3 119.596 no . . .
C4 C3 H3 119.616 no . . .
C6 C7 H7 120.321 no . . .
C8 C7 H7 120.317 no . . .
C7 C8 H8 118.706 no . . .
C9 C8 H8 118.702 no . . .
C4 C11 H11A 110.705 no . . .
C4 C11 H11B 110.697 no . . .
C12 C11 H11A 110.691 no . . .
C12 C11 H11B 110.689 no . . .
H11A C11 H11B 108.805 no . . .
C6 C12 H12A 110.741 no . . .
C6 C12 H12B 110.744 no . . .
C11 C12 H12A 110.750 no . . .
C11 C12 H12B 110.753 no . . .
H12A C12 H12B 108.838 no . . .
P9 C13 H13 108.061 no . . .
C14 C13 H13 108.068 no . . .
C15 C13 H13 108.064 no . . .
C13 C14 H14A 109.478 no . . .
C13 C14 H14B 109.471 no . . .
C13 C14 H14C 109.471 no . . .
H14A C14 H14B 109.468 no . . .
H14A C14 H14C 109.463 no . . .
H14B C14 H14C 109.476 no . . .
C13 C15 H15A 109.473 no . . .
C13 C15 H15B 109.470 no . . .
C13 C15 H15C 109.479 no . . .
H15A C15 H15B 109.471 no . . .
H15A C15 H15C 109.467 no . . .
H15B C15 H15C 109.468 no . . .
P9 C16 H16 108.664 no . . .
C17 C16 H16 108.659 no . . .
C18 C16 H16 108.658 no . . .
C16 C17 H17A 109.468 no . . .
C16 C17 H17B 109.471 no . . .
C16 C17 H17C 109.464 no . . .
H17A C17 H17B 109.480 no . . .
H17A C17 H17C 109.469 no . . .
H17B C17 H17C 109.476 no . . .
C16 C18 H18A 109.475 no . . .
C16 C18 H18B 109.472 no . . .
C16 C18 H18C 109.472 no . . .
H18A C18 H18B 109.476 no . . .
H18A C18 H18C 109.469 no . . .
H18B C18 H18C 109.464 no . . .

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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
P9 Te1 C1 C2 179.9(7) no . . . .
P9 Te1 C1 C10 3.1(5) no . . . .
C1 Te1 P9 C9 -4.8(3) no . . . .
C1 Te1 P9 C13 -121.3(3) no . . . .
C1 Te1 P9 C16 109.3(3) no . . . .
Te1 P9 C9 C8 -174.8(7) no . . . .
Te1 P9 C9 C10 6.6(7) no . . . .
Te1 P9 C13 C14 67.1(7) no . . . .
Te1 P9 C13 C15 -56.2(7) no . . . .
Te1 P9 C16 C17 -67.4(7) no . . . .
Te1 P9 C16 C18 54.1(8) no . . . .
C9 P9 C13 C14 -43.0(8) no . . . .
C9 P9 C13 C15 -166.3(6) no . . . .
C13 P9 C9 C8 -55.5(9) no . . . .
C13 P9 C9 C10 125.9(7) no . . . .
C9 P9 C16 C17 41.6(8) no . . . .
C9 P9 C16 C18 163.1(6) no . . . .
C16 P9 C9 C8 66.3(9) no . . . .
C16 P9 C9 C10 -112.4(7) no . . . .
C13 P9 C16 C17 162.3(6) no . . . .
C13 P9 C16 C18 -76.2(8) no . . . .
C16 P9 C13 C14 -162.3(6) no . . . .
C16 P9 C13 C15 74.4(8) no . . . .
Te1 C1 C2 C3 -179.8(6) no . . . .
Te1 C1 C10 C5 178.3(6) no . . . .
Te1 C1 C10 C9 0.5(13) no . . . .
C2 C1 C10 C5 1.4(14) no . . . .
C2 C1 C10 C9 -176.5(9) no . . . .
C10 C1 C2 C3 -3.1(15) no . . . .
C1 C2 C3 C4 3.0(16) no . . . .
C2 C3 C4 C5 -1.1(15) no . . . .
C2 C3 C4 C11 175.8(9) no . . . .
C3 C4 C5 C6 176.8(8) no . . . .
C3 C4 C5 C10 -0.6(15) no . . . .
C3 C4 C11 C12 -178.1(11) no . . . .
C5 C4 C11 C12 -1.1(10) no . . . .
C11 C4 C5 C6 -0.7(11) no . . . .
C11 C4 C5 C10 -178.2(8) no . . . .
C4 C5 C6 C7 -177.1(8) no . . . .
C4 C5 C6 C12 2.4(11) no . . . .
C4 C5 C10 C1 0.5(15) no . . . .
C4 C5 C10 C9 178.6(9) no . . . .
C6 C5 C10 C1 -176.7(8) no . . . .
C6 C5 C10 C9 1.3(14) no . . . .
C10 C5 C6 C7 0.5(15) no . . . .
C10 C5 C6 C12 179.9(9) no . . . .
C5 C6 C7 C8 -1.3(15) no . . . .
C5 C6 C12 C11 -2.9(10) no . . . .
C7 C6 C12 C11 176.4(11) no . . . .
C12 C6 C7 C8 179.4(9) no . . . .
C6 C7 C8 C9 0.3(16) no . . . .
C7 C8 C9 P9 -177.1(8) no . . . .
C7 C8 C9 C10 1.6(15) no . . . .
P9 C9 C10 C1 -5.6(13) no . . . .
P9 C9 C10 C5 176.5(6) no . . . .
C8 C9 C10 C1 175.6(9) no . . . .
C8 C9 C10 C5 -2.3(14) no . . . .
C4 C11 C12 C6 2.4(10) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
C1 C4 2.851(17) no . .
C2 C5 2.738(15) no . .
C3 C10 2.819(16) no . .
C5 C8 2.747(16) no . .
C6 C9 2.835(17) no . .
C7 C10 2.860(15) no . .
C8 C13 3.524(17) no . .
C8 C16 3.572(17) no . .
C9 C14 3.183(16) no . .
C9 C17 3.110(16) no . .
C15 C18 3.576(18) no . .
Te1 Cl1 2.921(2) no . .
Cl1 Te1 2.921(2) no . .
Cl1 C2 3.415(12) no . .
C2 Cl1 3.415(12) no . .
C4 C6 3.496(15) no . 3_656
C5 C12 3.557(15) no . 3_656
C6 C4 3.496(15) no . 3_656
C7 C7 3.352(16) no . 3_666
C12 C5 3.557(15) no . 3_656
Te1 H2 3.1701 no . .
Te1 H14A 3.4237 no . .
Te1 H15B 3.3062 no . .
Te1 H17B 3.4366 no . .
Te1 H18A 3.3526 no . .
P9 H8 2.9667 no . .
P9 H14A 2.8443 no . .
P9 H14C 2.9560 no . .
P9 H15B 2.8854 no . .
P9 H15C 2.9406 no . .
P9 H17B 2.8433 no . .
P9 H17C 2.9472 no . .
P9 H18A 2.9542 no . .
P9 H18C 2.9691 no . .
C1 H3 3.2968 no . .
C1 H17B 3.5419 no . .
C3 H11A 2.9782 no . .
C3 H11B 2.9605 no . .
C4 H2 3.2887 no . .
C4 H12A 3.1279 no . .
C4 H12B 3.0962 no . .
C5 H3 3.2349 no . .
C5 H7 3.2751 no . .
C5 H11A 3.0467 no . .
C5 H11B 3.0328 no . .
C5 H12A 3.0700 no . .
C5 H12B 3.0337 no . .
C6 H8 3.2362 no . .
C6 H11A 3.1315 no . .
C6 H11B 3.0995 no . .
C7 H12A 2.9313 no . .
C7 H12B 2.9654 no . .
C8 H13 3.4159 no . .
C8 H14C 2.9738 no . .
C8 H16 3.4782 no . .
C8 H17C 3.0400 no . .
C9 H7 3.3247 no . .
C9 H13 3.2274 no . .
C9 H14A 3.2533 no . .
C9 H14C 2.8249 no . .
C9 H16 3.2185 no . .
C9 H17B 3.1830 no . .
C9 H17C 2.7335 no . .
C10 H2 3.2693 no . .
C10 H8 3.3025 no . .
C10 H17B 3.4257 no . .
C10 H17C 3.3639 no . .
C11 H3 2.8998 no . .
C12 H7 2.8771 no . .
C13 H8 3.2927 no . .
C13 H16 3.0854 no . .
C13 H18C 3.2893 no . .
C14 H8 3.5728 no . .
C14 H15A 2.6332 no . .
C14 H15B 2.7309 no . .
C14 H15C 3.3369 no . .
C15 H14A 2.7678 no . .
C15 H14B 2.6098 no . .
C15 H14C 3.3287 no . .
C15 H18C 2.9006 no . .
C16 H8 3.4566 no . .
C16 H13 3.0761 no . .
C16 H15C 3.2392 no . .
C17 H18A 2.7177 no . .
C17 H18B 2.6816 no . .
C17 H18C 3.3592 no . .
C18 H15C 2.9136 no . .
C18 H17A 2.6282 no . .
C18 H17B 2.7665 no . .
C18 H17C 3.3579 no . .
H2 H3 2.3791 no . .
H3 H11A 3.0328 no . .
H3 H11B 3.0319 no . .
H7 H8 2.3444 no . .
H7 H12A 2.9702 no . .
H7 H12B 3.0384 no . .
H8 H13 2.9247 no . .
H8 H14C 2.9312 no . .
H8 H16 3.1100 no . .
H8 H17C 3.2199 no . .
H11A H12A 2.7768 no . .
H11A H12B 2.2766 no . .
H11B H12A 2.2765 no . .
H11B H12B 2.7991 no . .
H13 H14A 2.8593 no . .
H13 H14B 2.4096 no . .
H13 H14C 2.3102 no . .
H13 H15A 2.3666 no . .
H13 H15B 2.8471 no . .
H13 H15C 2.3145 no . .
H13 H16 2.7940 no . .
H13 H18C 3.4101 no . .
H14A H15A 3.0184 no . .
H14A H15B 2.6477 no . .
H14B H15A 2.3724 no . .
H14B H15B 2.9265 no . .
H14B H15C 3.4984 no . .
H14C H15A 3.4908 no . .
H15B H18C 3.1688 no . .
H15C H16 3.3312 no . .
H15C H18A 3.2741 no . .
H15C H18C 2.0964 no . .
H16 H17A 2.4134 no . .
H16 H17B 2.8679 no . .
H16 H17C 2.3278 no . .
H16 H18A 2.8843 no . .
H16 H18B 2.3912 no . .
H16 H18C 2.3810 no . .
H17A H18A 2.9039 no . .
H17A H18B 2.4248 no . .
H17A H18C 3.5298 no . .
H17B H18A 2.6117 no . .
H17B H18B 3.0548 no . .
H17C H18B 3.5425 no . .
Te1 H13 3.3697 no . 4_554
Cl1 H2 2.6533 no . .
Cl1 H8 2.8125 no . 4_554
Cl1 H11A 3.0592 no . 2_645
Cl1 H12B 3.0446 no . 2_645
Cl1 H13 2.8319 no . 4_554
Cl1 H15C 2.9764 no . 2_545
Cl1 H16 2.9117 no . 4_554
Cl1 H17A 2.9054 no . 1_545
Cl1 H18B 3.5987 no . 1_545
Cl1 H18C 3.2972 no . 2_545
C1 H12A 2.9900 no . 3_656
C2 H7 3.0836 no . 4_554
C2 H8 3.1078 no . 4_554
C2 H11A 3.4987 no . 2_645
C2 H12A 3.0463 no . 3_656
C2 H17A 3.3967 no . 1_545
C3 H7 3.5948 no . 3_656
C3 H7 2.9878 no . 4_554
C3 H12A 3.1336 no . 3_656
C4 H3 3.2910 no . 2_655
C4 H12A 3.1071 no . 3_656
C5 H3 3.1105 no . 2_655
C5 H11B 3.0466 no . 3_656
C5 H12A 2.9612 no . 3_656
C6 H7 3.2837 no . 3_666
C6 H11B 3.0119 no . 3_656
C7 H2 3.5544 no . 4_555
C7 H7 3.2152 no . 3_666
C7 H11B 2.9080 no . 3_656
C7 H12B 3.2913 no . 3_666
C8 H2 3.3647 no . 4_555
C8 H11B 2.8569 no . 3_656
C8 H12B 2.8949 no . 3_666
C9 H11B 2.9524 no . 3_656
C10 H3 3.3715 no . 2_655
C10 H11B 3.0376 no . 3_656
C10 H12A 2.9395 no . 3_656
C11 H2 3.3318 no . 2_655
C11 H14A 3.5798 no . 3_656
C11 H14C 3.0151 no . 3_656
C11 H17B 3.2647 no . 2_645
C12 H2 3.4751 no . 2_655
C12 H8 3.4454 no . 3_666
C12 H17C 3.2588 no . 3_666
C13 H18C 3.4597 no . 3_566
C14 H11A 3.4948 no . 3_656
C14 H11B 3.1327 no . 3_656
C14 H15A 3.4251 no . 3_556
C14 H15B 3.1435 no . 3_556
C14 H17B 3.3591 no . 4_555
C14 H18A 3.2966 no . 4_555
C15 H14A 3.2480 no . 3_556
C15 H14B 3.3292 no . 3_556
C15 H15A 3.4905 no . 3_556
C15 H15B 3.2950 no . 3_556
C15 H16 3.3689 no . 3_566
C15 H18B 3.4595 no . 3_566
C15 H18C 3.2080 no . 3_566
C16 H15A 3.5436 no . 3_566
C16 H15C 3.5782 no . 3_566
C17 H11A 2.9725 no . 2_655
C17 H12A 3.5914 no . 3_666
C17 H12B 3.5523 no . 3_666
C18 H13 3.5370 no . 3_566
C18 H14B 3.2724 no . 4_554
C18 H15A 3.1579 no . 3_566
C18 H15C 3.4540 no . 3_566
H2 Cl1 2.6533 no . .
H2 C7 3.5544 no . 4_554
H2 C8 3.3647 no . 4_554
H2 C11 3.3318 no . 2_645
H2 C12 3.4751 no . 2_645
H2 H7 3.0257 no . 4_554
H2 H8 2.6171 no . 4_554
H2 H11A 2.6795 no . 2_645
H2 H12A 3.5744 no . 3_656
H2 H12B 2.9089 no . 2_645
H2 H17A 2.9590 no . 1_545
H3 C4 3.2910 no . 2_645
H3 C5 3.1105 no . 2_645
H3 C10 3.3715 no . 2_645
H3 H7 3.4173 no . 3_656
H3 H7 2.8237 no . 4_554
H3 H17B 3.3983 no . 2_645
H3 H17C 3.3068 no . 2_645
H7 C2 3.0836 no . 4_555
H7 C3 3.5948 no . 3_656
H7 C3 2.9878 no . 4_555
H7 C6 3.2837 no . 3_666
H7 C7 3.2152 no . 3_666
H7 H2 3.0257 no . 4_555
H7 H3 3.4173 no . 3_656
H7 H3 2.8237 no . 4_555
H7 H7 3.3535 no . 3_666
H7 H11B 3.4253 no . 3_656
H7 H12B 3.2250 no . 3_666
H7 H17C 3.2212 no . 3_666
H8 Cl1 2.8125 no . 4_555
H8 C2 3.1078 no . 4_555
H8 C12 3.4454 no . 3_666
H8 H2 2.6171 no . 4_555
H8 H11B 3.3553 no . 3_656
H8 H12B 2.4938 no . 3_666
H11A Cl1 3.0592 no . 2_655
H11A C2 3.4987 no . 2_655
H11A C14 3.4948 no . 3_656
H11A C17 2.9725 no . 2_645
H11A H2 2.6795 no . 2_655
H11A H14A 3.4111 no . 3_656
H11A H14C 2.8513 no . 3_656
H11A H17A 2.7629 no . 2_645
H11A H17B 2.5157 no . 2_645
H11A H17C 3.1769 no . 2_645
H11B C5 3.0466 no . 3_656
H11B C6 3.0119 no . 3_656
H11B C7 2.9080 no . 3_656
H11B C8 2.8569 no . 3_656
H11B C9 2.9524 no . 3_656
H11B C10 3.0376 no . 3_656
H11B C14 3.1327 no . 3_656
H11B H7 3.4253 no . 3_656
H11B H8 3.3553 no . 3_656
H11B H14A 3.0999 no . 3_656
H11B H14C 2.3404 no . 3_656
H11B H17B 3.2541 no . 2_645
H12A C1 2.9900 no . 3_656
H12A C2 3.0463 no . 3_656
H12A C3 3.1336 no . 3_656
H12A C4 3.1071 no . 3_656
H12A C5 2.9612 no . 3_656
H12A C10 2.9395 no . 3_656
H12A C17 3.5914 no . 3_666
H12A H2 3.5744 no . 3_656
H12A H14A 3.5553 no . 3_656
H12A H17A 3.4251 no . 3_666
H12A H17C 2.9307 no . 3_666
H12B Cl1 3.0446 no . 2_655
H12B C7 3.2913 no . 3_666
H12B C8 2.8949 no . 3_666
H12B C17 3.5523 no . 3_666
H12B H2 2.9089 no . 2_655
H12B H7 3.2250 no . 3_666
H12B H8 2.4938 no . 3_666
H12B H16 3.2162 no . 3_666
H12B H17C 2.7823 no . 3_666
H13 Te1 3.3697 no . 4_555
H13 Cl1 2.8319 no . 4_555
H13 C18 3.5370 no . 3_566
H13 H15C 3.2665 no . 3_566
H13 H18B 3.4307 no . 3_566
H13 H18C 2.7762 no . 3_566
H14A C11 3.5798 no . 3_656
H14A C15 3.2480 no . 3_556
H14A H11A 3.4111 no . 3_656
H14A H11B 3.0999 no . 3_656
H14A H12A 3.5553 no . 3_656
H14A H15A 2.7783 no . 3_556
H14A H15B 2.9143 no . 3_556
H14B C15 3.3292 no . 3_556
H14B C18 3.2724 no . 4_555
H14B H15A 3.2992 no . 3_556
H14B H15B 2.5735 no . 3_556
H14B H17B 3.0698 no . 4_555
H14B H18A 2.4095 no . 4_555
H14B H18B 3.3962 no . 4_555
H14C C11 3.0151 no . 3_656
H14C H11A 2.8513 no . 3_656
H14C H11B 2.3404 no . 3_656
H14C H17B 2.7727 no . 4_555
H14C H18A 3.4211 no . 4_555
H15A C14 3.4251 no . 3_556
H15A C15 3.4905 no . 3_556
H15A C16 3.5436 no . 3_566
H15A C18 3.1579 no . 3_566
H15A H14A 2.7783 no . 3_556
H15A H14B 3.2992 no . 3_556
H15A H15A 3.4297 no . 3_556
H15A H15B 2.8063 no . 3_556
H15A H16 2.9400 no . 3_566
H15A H18B 2.7362 no . 3_566
H15A H18C 2.9144 no . 3_566
H15B C14 3.1435 no . 3_556
H15B C15 3.2950 no . 3_556
H15B H14A 2.9143 no . 3_556
H15B H14B 2.5735 no . 3_556
H15B H15A 2.8063 no . 3_556
H15B H15B 3.0184 no . 3_556
H15B H18A 3.5695 no . 2_545
H15C Cl1 2.9764 no . 2_555
H15C C16 3.5782 no . 3_566
H15C C18 3.4540 no . 3_566
H15C H13 3.2665 no . 3_566
H15C H15C 3.0721 no . 3_566
H15C H16 2.8928 no . 3_566
H15C H18B 3.4852 no . 3_566
H15C H18C 2.8899 no . 3_566
H16 Cl1 2.9117 no . 4_555
H16 C15 3.3689 no . 3_566
H16 H12B 3.2162 no . 3_666
H16 H15A 2.9400 no . 3_566
H16 H15C 2.8928 no . 3_566
H17A Cl1 2.9054 no . 1_565
H17A C2 3.3967 no . 1_565
H17A H2 2.9590 no . 1_565
H17A H11A 2.7629 no . 2_655
H17A H12A 3.4251 no . 3_666
H17B C11 3.2647 no . 2_655
H17B C14 3.3591 no . 4_554
H17B H3 3.3983 no . 2_655
H17B H11A 2.5157 no . 2_655
H17B H11B 3.2541 no . 2_655
H17B H14B 3.0698 no . 4_554
H17B H14C 2.7727 no . 4_554
H17C C12 3.2588 no . 3_666
H17C H3 3.3068 no . 2_655
H17C H7 3.2212 no . 3_666
H17C H11A 3.1769 no . 2_655
H17C H12A 2.9307 no . 3_666
H17C H12B 2.7823 no . 3_666
H18A C14 3.2966 no . 4_554
H18A H14B 2.4095 no . 4_554
H18A H14C 3.4211 no . 4_554
H18A H15B 3.5695 no . 2_555
H18A H18B 3.5474 no . 2_545
H18B Cl1 3.5987 no . 1_565
H18B C15 3.4595 no . 3_566
H18B H13 3.4307 no . 3_566
H18B H14B 3.3962 no . 4_554
H18B H15A 2.7362 no . 3_566
H18B H15C 3.4852 no . 3_566
H18B H18A 3.5474 no . 2_555
H18C Cl1 3.2972 no . 2_555
H18C C13 3.4597 no . 3_566
H18C C15 3.2080 no . 3_566
H18C H13 2.7762 no . 3_566
H18C H15A 2.9144 no . 3_566
H18C H15C 2.8899 no . 3_566

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
####################################################################### 
# 
# 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_ANDW142-FS
_audit_block_doi                 10.5517/cc1jcclv
_database_code_depnum_ccdc_archive 'CCDC 1411107'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.organomet.5b00813 2015
_audit_update_record             
;
2015-07-07 deposited with the CCDC.
2016-08-18 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C18 H22 Br P Te'
_chemical_formula_moiety         'C18 H22 Br P Te'
_chemical_formula_weight         476.85
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 1/2+X,1/2-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   7.7860(8)
_cell_length_b                   13.9267(14)
_cell_length_c                   16.4054(18)
_cell_angle_alpha                90.0000
_cell_angle_beta                 97.078(7)
_cell_angle_gamma                90.0000
_cell_volume                     1765.3(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11329
_cell_measurement_theta_min      3.02
_cell_measurement_theta_max      25.43
_cell_measurement_temperature    125
#------------------------------------------------------------------------------
_exptl_crystal_description       chunk
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.090
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.040
_exptl_crystal_density_diffrn    1.794
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             928.00
_exptl_absorpt_coefficient_mu    4.038
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.718
_exptl_absorpt_correction_T_max  0.851

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      125
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku Saturn70'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 14.286
_diffrn_reflns_number            13615
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         3.02
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             3235
_reflns_number_gt                2938
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0230
_refine_ls_wR_factor_ref         0.0536
_refine_ls_number_restraints     12
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3235
_refine_ls_number_parameters     190
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0208P)²+3.2213P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         1.24
_refine_diff_density_min         -0.60
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
Te Te -0.5308 1.6751
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.1023 0.0942
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Br Br -0.2901 2.4595
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_multiplicity
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Te1 Te 0.35964(2) 0.118741(13) 0.003716(11) 0.01775(7) Uani 1 4 0 d . . .
Br1 Br 0.46105(5) 0.06100(2) -0.16681(2) 0.03313(10) Uani 1 4 0 d . . .
P9 P 0.24783(9) 0.18501(5) 0.12819(4) 0.01490(16) Uani 1 4 0 d . . .
C1 C 0.3317(4) 0.26433(19) -0.03629(17) 0.0150(6) Uani 1 4 0 d . . .
C2 C 0.3778(4) 0.2982(2) -0.10949(18) 0.0196(6) Uani 1 4 0 d . . .
C3 C 0.3649(4) 0.3967(2) -0.13167(18) 0.0218(7) Uani 1 4 0 d . . .
C4 C 0.3093(4) 0.4618(2) -0.07864(18) 0.0189(6) Uani 1 4 0 d . . .
C5 C 0.2615(4) 0.4274(2) -0.00398(17) 0.0162(6) Uani 1 4 0 d . . .
C6 C 0.2046(4) 0.5006(2) 0.04500(18) 0.0177(6) Uani 1 4 0 d . . .
C7 C 0.1487(4) 0.4763(2) 0.11851(18) 0.0192(6) Uani 1 4 0 d . . .
C8 C 0.1560(4) 0.3794(2) 0.14394(17) 0.0182(6) Uani 1 4 0 d . . .
C9 C 0.2168(4) 0.3077(2) 0.09679(17) 0.0155(6) Uani 1 4 0 d . . .
C10 C 0.2700(4) 0.33025(19) 0.01903(17) 0.0149(6) Uani 1 4 0 d . . .
C11 C 0.2869(4) 0.5695(2) -0.08100(19) 0.0223(6) Uani 1 4 0 d . . .
C12 C 0.2160(4) 0.5952(2) 0.00111(19) 0.0217(6) Uani 1 4 0 d . . .
C13 C 0.0407(4) 0.1311(2) 0.14602(19) 0.0202(6) Uani 1 4 0 d . . .
C14 C 0.0653(4) 0.0256(2) 0.1709(2) 0.0251(7) Uani 1 4 0 d . . .
C15 C -0.0928(4) 0.1419(2) 0.0707(2) 0.0294(7) Uani 1 4 0 d . . .
C16 C 0.4015(4) 0.1815(2) 0.22203(17) 0.0193(6) Uani 1 4 0 d . . .
C17 C 0.3243(4) 0.2150(2) 0.29840(19) 0.0262(7) Uani 1 4 0 d . . .
C18 C 0.5613(4) 0.2401(3) 0.2090(2) 0.0320(8) Uani 1 4 0 d . . .
H2 H 0.41969 0.25396 -0.14647 0.0235 Uiso 1 4 0 calc R . .
H3 H 0.395 0.41719 -0.1833 0.0261 Uiso 1 4 0 calc R . .
H7 H 0.10547 0.52415 0.15186 0.0230 Uiso 1 4 0 calc R . .
H8 H 0.11808 0.363 0.19501 0.0218 Uiso 1 4 0 calc R . .
H11A H 0.20384 0.58894 -0.12873 0.0267 Uiso 1 4 0 calc R . .
H11B H 0.3989 0.60186 -0.08455 0.0267 Uiso 1 4 0 calc R . .
H12A H 0.29558 0.63966 0.03424 0.0260 Uiso 1 4 0 calc R . .
H12B H 0.1006 0.62566 -0.0097 0.0260 Uiso 1 4 0 calc R . .
H13 H -0.00295 0.16625 0.1925 0.0242 Uiso 1 4 0 calc R . .
H14A H 0.105 -0.01071 0.12561 0.0301 Uiso 1 4 0 calc R . .
H14B H -0.04498 -0.00089 0.1836 0.0301 Uiso 1 4 0 calc R . .
H14C H 0.15169 0.02079 0.21953 0.0301 Uiso 1 4 0 calc R . .
H15A H -0.20413 0.11626 0.08266 0.0352 Uiso 1 4 0 calc R . .
H15B H -0.05425 0.10647 0.02462 0.0352 Uiso 1 4 0 calc R . .
H15C H -0.1059 0.21003 0.05618 0.0352 Uiso 1 4 0 calc R . .
H16 H 0.43901 0.1133 0.23132 0.0231 Uiso 1 4 0 calc R . .
H17A H 0.29092 0.28266 0.29214 0.0314 Uiso 1 4 0 calc R . .
H17B H 0.41035 0.20746 0.34683 0.0314 Uiso 1 4 0 calc R . .
H17C H 0.22194 0.1762 0.3052 0.0314 Uiso 1 4 0 calc R . .
H18A H 0.66335 0.21221 0.24146 0.0384 Uiso 1 4 0 calc R . .
H18B H 0.5461 0.30647 0.2266 0.0384 Uiso 1 4 0 calc R . .
H18C H 0.57723 0.23918 0.15071 0.0384 Uiso 1 4 0 calc R . .



#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.0 r5 (Rigaku, 2010)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r5'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r5'
_computing_structure_solution    SIR97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2013)'
_computing_molecular_graphics    'CrystalStructure 4.1'


#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
Te1 P9 2.4935(8) yes . .
Te1 C1 2.134(3) yes . .
P9 C9 1.792(3) yes . .
P9 C13 1.835(3) yes . .
P9 C16 1.830(3) yes . .
C1 C2 1.378(4) yes . .
C1 C10 1.416(4) yes . .
C2 C3 1.420(4) yes . .
C3 C4 1.364(4) yes . .
C4 C5 1.407(4) yes . .
C4 C11 1.510(4) yes . .
C5 C6 1.403(4) yes . .
C5 C10 1.405(4) yes . .
C6 C7 1.374(4) yes . .
C6 C12 1.508(4) yes . .
C7 C8 1.411(4) yes . .
C8 C9 1.382(4) yes . .
C9 C10 1.424(4) yes . .
C11 C12 1.559(5) yes . .
C13 C14 1.531(4) yes . .
C13 C15 1.521(4) yes . .
C16 C17 1.528(4) yes . .
C16 C18 1.524(5) yes . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
P9 Te1 C1 82.39(8) yes . . .
Te1 P9 C9 99.53(10) yes . . .
Te1 P9 C13 112.43(10) yes . . .
Te1 P9 C16 114.89(10) yes . . .
C9 P9 C13 110.24(13) yes . . .
C9 P9 C16 108.54(13) yes . . .
C13 P9 C16 110.58(14) yes . . .
Te1 C1 C2 124.4(2) yes . . .
Te1 C1 C10 116.7(2) yes . . .
C2 C1 C10 118.8(2) yes . . .
C1 C2 C3 122.4(3) yes . . .
C2 C3 C4 119.8(3) yes . . .
C3 C4 C5 117.9(3) yes . . .
C3 C4 C11 133.5(3) yes . . .
C5 C4 C11 108.5(3) yes . . .
C4 C5 C6 112.8(3) yes . . .
C4 C5 C10 123.6(3) yes . . .
C6 C5 C10 123.6(3) yes . . .
C5 C6 C7 118.7(3) yes . . .
C5 C6 C12 108.6(3) yes . . .
C7 C6 C12 132.7(3) yes . . .
C6 C7 C8 119.3(3) yes . . .
C7 C8 C9 122.0(3) yes . . .
P9 C9 C8 124.8(2) yes . . .
P9 C9 C10 115.1(2) yes . . .
C8 C9 C10 119.9(3) yes . . .
C1 C10 C5 117.4(3) yes . . .
C1 C10 C9 126.2(2) yes . . .
C5 C10 C9 116.4(3) yes . . .
C4 C11 C12 104.9(2) yes . . .
C6 C12 C11 105.1(2) yes . . .
P9 C13 C14 110.6(2) yes . . .
P9 C13 C15 110.8(2) yes . . .
C14 C13 C15 111.3(2) yes . . .
P9 C16 C17 113.5(2) yes . . .
P9 C16 C18 109.2(2) yes . . .
C17 C16 C18 111.2(3) yes . . .



#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
####################################################################### 
# 
# 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_SANDW13
_audit_block_doi                 10.5517/cc1jccmw
_database_code_depnum_ccdc_archive 'CCDC 1411108'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.organomet.5b00813 2015
_audit_update_record             
;
2015-07-07 deposited with the CCDC.
2016-08-18 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C18 H22 I P Te'
_chemical_formula_moiety         'C18 H22 I P Te'
_chemical_formula_weight         523.85
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 1/2+X,1/2-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   7.9634(12)
_cell_length_b                   14.047(2)
_cell_length_c                   16.871(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 99.976(3)
_cell_angle_gamma                90.0000
_cell_volume                     1858.7(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5174
_cell_measurement_theta_min      1.90
_cell_measurement_theta_max      25.35
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.872
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1000.00
_exptl_absorpt_coefficient_mu    3.341
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.295
_exptl_absorpt_correction_T_max  0.716

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.811
_diffrn_reflns_number            24025
_diffrn_reflns_av_R_equivalents  0.1231
_diffrn_reflns_theta_max         25.49
_diffrn_reflns_theta_min         1.90
_diffrn_reflns_theta_full        25.49
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             3444
_reflns_number_gt                2901
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0341
_refine_ls_wR_factor_ref         0.1156
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3444
_refine_ls_number_parameters     194
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0638P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         1.43
_refine_diff_density_min         -1.11
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
I I -0.4742 1.8119
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.1023 0.0942
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Te Te -0.5308 1.6751
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_multiplicity
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.05619(5) 0.06326(3) 0.67011(2) 0.02049(15) Uani 1 4 0 d . . .
Te1 Te 0.14743(5) 0.12711(3) 0.49151(2) 0.01299(14) Uani 1 4 0 d . . .
P9 P 0.25110(18) 0.19158(10) 0.36982(9) 0.0119(3) Uani 1 4 0 d . . .
C1 C 0.1731(7) 0.2735(4) 0.5291(4) 0.0123(12) Uani 1 4 0 d . . .
C2 C 0.1270(7) 0.3089(4) 0.5994(4) 0.0139(12) Uani 1 4 0 d . . .
C3 C 0.1388(8) 0.4069(4) 0.6195(4) 0.0159(13) Uani 1 4 0 d . . .
C4 C 0.1954(7) 0.4712(4) 0.5682(4) 0.0150(12) Uani 1 4 0 d . . .
C5 C 0.2435(7) 0.4352(4) 0.4967(4) 0.0126(12) Uani 1 4 0 d . . .
C6 C 0.3031(7) 0.5066(4) 0.4494(4) 0.0139(12) Uani 1 4 0 d . . .
C7 C 0.3571(7) 0.4804(4) 0.3786(4) 0.0157(13) Uani 1 4 0 d . . .
C8 C 0.3457(8) 0.3836(4) 0.3545(4) 0.0159(13) Uani 1 4 0 d . . .
C9 C 0.2851(7) 0.3136(4) 0.4003(4) 0.0130(12) Uani 1 4 0 d . . .
C10 C 0.2339(7) 0.3378(4) 0.4750(4) 0.0123(12) Uani 1 4 0 d . . .
C11 C 0.2188(8) 0.5796(4) 0.5693(4) 0.0165(13) Uani 1 4 0 d . . .
C12 C 0.2941(8) 0.6027(4) 0.4911(4) 0.0169(13) Uani 1 4 0 d . . .
C13 C 0.0921(8) 0.1892(4) 0.2763(4) 0.0162(12) Uani 1 4 0 d . . .
C14 C -0.0667(8) 0.2432(5) 0.2885(4) 0.0247(15) Uani 1 4 0 d . . .
C15 C 0.1613(9) 0.2252(4) 0.2024(4) 0.0209(14) Uani 1 4 0 d . . .
C16 C 0.4518(8) 0.1379(4) 0.3526(4) 0.0168(13) Uani 1 4 0 d . . .
C17 C 0.4248(8) 0.0331(5) 0.3263(4) 0.0217(14) Uani 1 4 0 d . . .
C18 C 0.5896(8) 0.1466(5) 0.4290(4) 0.0232(15) Uani 1 4 0 d . . .
H2 H 0.08613 0.2659 0.63511 0.0167 Uiso 1 4 0 calc R . .
H3 H 0.10774 0.4284 0.66835 0.0191 Uiso 1 4 0 calc R . .
H7 H 0.40111 0.52671 0.34662 0.0188 Uiso 1 4 0 calc R . .
H8 H 0.38056 0.36609 0.30545 0.0191 Uiso 1 4 0 calc R . .
H11A H 0.29861 0.5998 0.61809 0.0198 Uiso 1 4 0 calc R . .
H11B H 0.1083 0.61225 0.56823 0.0198 Uiso 1 4 0 calc R . .
H12A H 0.21886 0.6473 0.45587 0.0203 Uiso 1 4 0 calc R . .
H12B H 0.40894 0.63147 0.50503 0.0203 Uiso 1 4 0 calc R . .
H13 H 0.05812 0.12124 0.26571 0.0194 Uiso 1 4 0 calc R . .
H14A H -0.15675 0.23385 0.24166 0.0297 Uiso 1 4 0 calc R . .
H14B H -0.04026 0.31116 0.29502 0.0297 Uiso 1 4 0 calc R . .
H14C H -0.10563 0.21932 0.33687 0.0297 Uiso 1 4 0 calc R . .
H15A H 0.18971 0.29294 0.20926 0.0250 Uiso 1 4 0 calc R . .
H15B H 0.07444 0.21657 0.15419 0.0250 Uiso 1 4 0 calc R . .
H15C H 0.26381 0.18918 0.19666 0.0250 Uiso 1 4 0 calc R . .
H16 H 0.492 0.17378 0.30822 0.0201 Uiso 1 4 0 calc R . .
H17A H 0.38349 -0.00316 0.36866 0.0260 Uiso 1 4 0 calc R . .
H17B H 0.53313 0.00608 0.31687 0.0260 Uiso 1 4 0 calc R . .
H17C H 0.34065 0.0297 0.27654 0.0260 Uiso 1 4 0 calc R . .
H18A H 0.69669 0.11902 0.41864 0.0278 Uiso 1 4 0 calc R . .
H18B H 0.55206 0.11243 0.4735 0.0278 Uiso 1 4 0 calc R . .
H18C H 0.60728 0.21392 0.44339 0.0278 Uiso 1 4 0 calc R . .



#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b29'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b29'
_computing_structure_solution    'DIRDIF99-PATTY (Gould, et al., 1999)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2013)'
_computing_molecular_graphics    'CrystalStructure 4.1'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
Te1 P9 2.5107(16) yes . .
Te1 C1 2.152(6) yes . .
P9 C9 1.797(6) yes . .
P9 C13 1.844(6) yes . .
P9 C16 1.835(6) yes . .
C1 C2 1.392(9) yes . .
C1 C10 1.427(8) yes . .
C2 C3 1.417(8) yes . .
C3 C4 1.378(9) yes . .
C4 C5 1.420(9) yes . .
C4 C11 1.534(8) yes . .
C5 C6 1.413(8) yes . .
C5 C10 1.415(8) yes . .
C6 C7 1.389(9) yes . .
C6 C12 1.530(8) yes . .
C7 C8 1.417(8) yes . .
C8 C9 1.388(9) yes . .
C9 C10 1.430(9) yes . .
C11 C12 1.576(10) yes . .
C13 C14 1.519(9) yes . .
C13 C15 1.533(9) yes . .
C16 C17 1.543(9) yes . .
C16 C18 1.546(9) yes . .
C2 H2 0.950 no . .
C3 H3 0.950 no . .
C7 H7 0.950 no . .
C8 H8 0.950 no . .
C11 H11A 0.990 no . .
C11 H11B 0.990 no . .
C12 H12A 0.990 no . .
C12 H12B 0.990 no . .
C13 H13 1.000 no . .
C14 H14A 0.980 no . .
C14 H14B 0.980 no . .
C14 H14C 0.980 no . .
C15 H15A 0.980 no . .
C15 H15B 0.980 no . .
C15 H15C 0.980 no . .
C16 H16 1.000 no . .
C17 H17A 0.980 no . .
C17 H17B 0.980 no . .
C17 H17C 0.980 no . .
C18 H18A 0.980 no . .
C18 H18B 0.980 no . .
C18 H18C 0.980 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
P9 Te1 C1 82.45(17) yes . . .
Te1 P9 C9 99.5(2) yes . . .
Te1 P9 C13 114.8(2) yes . . .
Te1 P9 C16 113.6(2) yes . . .
C9 P9 C13 108.0(3) yes . . .
C9 P9 C16 110.2(3) yes . . .
C13 P9 C16 110.2(3) yes . . .
Te1 C1 C2 124.6(4) yes . . .
Te1 C1 C10 116.2(4) yes . . .
C2 C1 C10 119.2(5) yes . . .
C1 C2 C3 122.3(6) yes . . .
C2 C3 C4 120.1(6) yes . . .
C3 C4 C5 117.8(5) yes . . .
C3 C4 C11 134.0(6) yes . . .
C5 C4 C11 108.2(5) yes . . .
C4 C5 C6 113.2(5) yes . . .
C4 C5 C10 123.6(6) yes . . .
C6 C5 C10 123.2(6) yes . . .
C5 C6 C7 118.8(5) yes . . .
C5 C6 C12 108.7(5) yes . . .
C7 C6 C12 132.5(6) yes . . .
C6 C7 C8 119.1(6) yes . . .
C7 C8 C9 122.1(6) yes . . .
P9 C9 C8 124.5(5) yes . . .
P9 C9 C10 115.3(4) yes . . .
C8 C9 C10 120.1(5) yes . . .
C1 C10 C5 117.1(5) yes . . .
C1 C10 C9 126.4(5) yes . . .
C5 C10 C9 116.6(5) yes . . .
C4 C11 C12 105.0(5) yes . . .
C6 C12 C11 104.9(5) yes . . .
P9 C13 C14 109.8(4) yes . . .
P9 C13 C15 113.6(4) yes . . .
C14 C13 C15 111.8(5) yes . . .
P9 C16 C17 110.8(4) yes . . .
P9 C16 C18 110.3(5) yes . . .
C17 C16 C18 111.0(5) yes . . .
C1 C2 H2 118.850 no . . .
C3 C2 H2 118.843 no . . .
C2 C3 H3 119.960 no . . .
C4 C3 H3 119.964 no . . .
C6 C7 H7 120.433 no . . .
C8 C7 H7 120.437 no . . .
C7 C8 H8 118.947 no . . .
C9 C8 H8 118.955 no . . .
C4 C11 H11A 110.758 no . . .
C4 C11 H11B 110.755 no . . .
C12 C11 H11A 110.760 no . . .
C12 C11 H11B 110.759 no . . .
H11A C11 H11B 108.834 no . . .
C6 C12 H12A 110.769 no . . .
C6 C12 H12B 110.764 no . . .
C11 C12 H12A 110.770 no . . .
C11 C12 H12B 110.764 no . . .
H12A C12 H12B 108.856 no . . .
P9 C13 H13 107.128 no . . .
C14 C13 H13 107.126 no . . .
C15 C13 H13 107.119 no . . .
C13 C14 H14A 109.470 no . . .
C13 C14 H14B 109.473 no . . .
C13 C14 H14C 109.468 no . . .
H14A C14 H14B 109.472 no . . .
H14A C14 H14C 109.463 no . . .
H14B C14 H14C 109.481 no . . .
C13 C15 H15A 109.464 no . . .
C13 C15 H15B 109.469 no . . .
C13 C15 H15C 109.466 no . . .
H15A C15 H15B 109.472 no . . .
H15A C15 H15C 109.478 no . . .
H15B C15 H15C 109.479 no . . .
P9 C16 H16 108.179 no . . .
C17 C16 H16 108.176 no . . .
C18 C16 H16 108.175 no . . .
C16 C17 H17A 109.476 no . . .
C16 C17 H17B 109.471 no . . .
C16 C17 H17C 109.478 no . . .
H17A C17 H17B 109.467 no . . .
H17A C17 H17C 109.468 no . . .
H17B C17 H17C 109.467 no . . .
C16 C18 H18A 109.472 no . . .
C16 C18 H18B 109.473 no . . .
C16 C18 H18C 109.470 no . . .
H18A C18 H18B 109.465 no . . .
H18A C18 H18C 109.473 no . . .
H18B C18 H18C 109.474 no . . .

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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
P9 Te1 C1 C2 176.0(4) no . . . .
P9 Te1 C1 C10 -0.8(3) no . . . .
C1 Te1 P9 C9 2.73(15) no . . . .
C1 Te1 P9 C13 -112.24(16) no . . . .
C1 Te1 P9 C16 119.76(15) no . . . .
Te1 P9 C9 C8 179.4(4) no . . . .
Te1 P9 C9 C10 -4.7(3) no . . . .
Te1 P9 C13 C14 56.4(4) no . . . .
Te1 P9 C13 C15 -177.7(2) no . . . .
Te1 P9 C16 C17 69.5(4) no . . . .
Te1 P9 C16 C18 -53.9(4) no . . . .
C9 P9 C13 C14 -53.5(4) no . . . .
C9 P9 C13 C15 72.4(4) no . . . .
C13 P9 C9 C8 -60.5(5) no . . . .
C13 P9 C9 C10 115.3(4) no . . . .
C9 P9 C16 C17 -180.0(3) no . . . .
C9 P9 C16 C18 56.6(4) no . . . .
C16 P9 C9 C8 59.8(5) no . . . .
C16 P9 C9 C10 -124.3(4) no . . . .
C13 P9 C16 C17 -60.9(4) no . . . .
C13 P9 C16 C18 175.7(3) no . . . .
C16 P9 C13 C14 -173.9(3) no . . . .
C16 P9 C13 C15 -48.0(4) no . . . .
Te1 C1 C2 C3 -176.9(3) no . . . .
Te1 C1 C10 C5 176.9(3) no . . . .
Te1 C1 C10 C9 -2.5(7) no . . . .
C2 C1 C10 C5 -0.0(7) no . . . .
C2 C1 C10 C9 -179.5(4) no . . . .
C10 C1 C2 C3 -0.2(8) no . . . .
C1 C2 C3 C4 0.9(8) no . . . .
C2 C3 C4 C5 -1.2(8) no . . . .
C2 C3 C4 C11 178.0(5) no . . . .
C3 C4 C5 C6 -178.7(4) no . . . .
C3 C4 C5 C10 1.0(8) no . . . .
C3 C4 C11 C12 178.5(6) no . . . .
C5 C4 C11 C12 -2.2(5) no . . . .
C11 C4 C5 C6 2.0(6) no . . . .
C11 C4 C5 C10 -178.4(4) no . . . .
C4 C5 C6 C7 178.9(4) no . . . .
C4 C5 C6 C12 -0.8(6) no . . . .
C4 C5 C10 C1 -0.4(7) no . . . .
C4 C5 C10 C9 179.1(4) no . . . .
C6 C5 C10 C1 179.3(4) no . . . .
C6 C5 C10 C9 -1.3(7) no . . . .
C10 C5 C6 C7 -0.8(8) no . . . .
C10 C5 C6 C12 179.6(4) no . . . .
C5 C6 C7 C8 2.0(7) no . . . .
C5 C6 C12 C11 -0.7(5) no . . . .
C7 C6 C12 C11 179.8(5) no . . . .
C12 C6 C7 C8 -178.4(5) no . . . .
C6 C7 C8 C9 -1.2(8) no . . . .
C7 C8 C9 P9 174.8(4) no . . . .
C7 C8 C9 C10 -0.9(8) no . . . .
P9 C9 C10 C1 5.4(7) no . . . .
P9 C9 C10 C5 -174.0(3) no . . . .
C8 C9 C10 C1 -178.5(5) no . . . .
C8 C9 C10 C5 2.1(7) no . . . .
C4 C11 C12 C6 1.7(5) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
C1 C4 2.852(8) no . .
C2 C5 2.751(9) no . .
C3 C10 2.846(9) no . .
C5 C8 2.760(9) no . .
C6 C9 2.831(8) no . .
C7 C10 2.859(9) no . .
C8 C13 3.514(8) no . .
C8 C15 3.519(8) no . .
C8 C16 3.555(8) no . .
C9 C14 3.248(8) no . .
C9 C15 3.538(8) no . .
C9 C18 3.348(8) no . .
C13 C17 3.430(9) no . .
C15 C16 3.353(8) no . .
I1 Te1 3.3421(7) no . .
Te1 I1 3.3421(7) no . .
C4 C7 3.586(8) no . 3_666
C6 C6 3.306(7) no . 3_666
C6 C12 3.541(8) no . 3_666
C7 C4 3.586(8) no . 3_666
C7 C11 3.444(8) no . 3_666
C7 C12 3.435(8) no . 3_666
C8 C11 3.522(8) no . 3_666
C8 C12 3.531(8) no . 3_666
C11 C7 3.444(8) no . 3_666
C11 C8 3.522(8) no . 3_666
C12 C6 3.541(8) no . 3_666
C12 C7 3.435(8) no . 3_666
C12 C8 3.531(8) no . 3_666
Te1 H2 3.2122 no . .
Te1 H14C 3.2747 no . .
Te1 H17A 3.5395 no . .
Te1 H18B 3.2950 no . .
P9 H8 2.9392 no . .
P9 H14B 2.9636 no . .
P9 H14C 2.8256 no . .
P9 H15A 3.0241 no . .
P9 H15C 2.9408 no . .
P9 H17A 2.9329 no . .
P9 H17C 2.9231 no . .
P9 H18B 2.9304 no . .
P9 H18C 2.9094 no . .
C1 H3 3.3080 no . .
C3 H11A 2.9949 no . .
C3 H11B 3.0086 no . .
C4 H2 3.2688 no . .
C4 H12A 3.1419 no . .
C4 H12B 3.1187 no . .
C5 H3 3.2631 no . .
C5 H7 3.2771 no . .
C5 H11A 3.0689 no . .
C5 H11B 3.0411 no . .
C5 H12A 3.0563 no . .
C5 H12B 3.0479 no . .
C6 H8 3.2704 no . .
C6 H11A 3.1379 no . .
C6 H11B 3.1149 no . .
C7 H12A 2.9847 no . .
C7 H12B 2.9871 no . .
C8 H14B 3.2278 no . .
C8 H15A 2.8487 no . .
C8 H16 3.3123 no . .
C8 H18C 3.3449 no . .
C9 H7 3.3056 no . .
C9 H14B 2.8766 no . .
C9 H14C 3.3802 no . .
C9 H15A 3.1945 no . .
C9 H16 3.1426 no . .
C9 H18C 2.9029 no . .
C10 H2 3.2868 no . .
C10 H8 3.2957 no . .
C10 H14B 3.4397 no . .
C10 H18C 3.5639 no . .
C11 H3 2.9316 no . .
C12 H7 2.9197 no . .
C13 H8 3.3614 no . .
C13 H16 3.1436 no . .
C13 H17C 2.9890 no . .
C14 H15A 2.7193 no . .
C14 H15B 2.7248 no . .
C14 H15C 3.3646 no . .
C15 H8 2.9890 no . .
C15 H14A 2.7288 no . .
C15 H14B 2.7094 no . .
C15 H14C 3.3671 no . .
C15 H16 3.0026 no . .
C15 H17C 3.2447 no . .
C16 H8 3.3274 no . .
C16 H13 3.2314 no . .
C16 H15C 2.8840 no . .
C17 H13 3.1734 no . .
C17 H15C 3.2034 no . .
C17 H18A 2.7211 no . .
C17 H18B 2.7508 no . .
C17 H18C 3.3873 no . .
C18 H17A 2.7528 no . .
C18 H17B 2.7176 no . .
C18 H17C 3.3880 no . .
H2 H3 2.3497 no . .
H3 H11A 3.0451 no . .
H3 H11B 3.0863 no . .
H7 H8 2.3581 no . .
H7 H12A 3.0495 no . .
H7 H12B 3.0420 no . .
H8 H14B 3.4135 no . .
H8 H15A 2.2682 no . .
H8 H15C 3.1333 no . .
H8 H16 2.8413 no . .
H8 H18C 3.4335 no . .
H11A H12A 2.7814 no . .
H11A H12B 2.2779 no . .
H11B H12A 2.2780 no . .
H11B H12B 2.7975 no . .
H13 H14A 2.3139 no . .
H13 H14B 2.8478 no . .
H13 H14C 2.3627 no . .
H13 H15A 2.8580 no . .
H13 H15B 2.3312 no . .
H13 H15C 2.3690 no . .
H13 H16 3.4841 no . .
H13 H17A 3.3503 no . .
H13 H17C 2.5703 no . .
H14A H15A 3.0203 no . .
H14A H15B 2.5627 no . .
H14B H15A 2.5359 no . .
H14B H15B 2.9994 no . .
H14B H15C 3.5979 no . .
H15A H16 3.1609 no . .
H15C H16 2.3888 no . .
H15C H17C 2.6312 no . .
H16 H17A 2.8756 no . .
H16 H17B 2.3793 no . .
H16 H17C 2.3688 no . .
H16 H18A 2.3805 no . .
H16 H18B 2.8783 no . .
H16 H18C 2.3740 no . .
H17A H18A 3.0247 no . .
H17A H18B 2.5970 no . .
H17B H18A 2.5271 no . .
H17B H18B 3.0165 no . .
I1 H2 2.9252 no . .
I1 H8 3.0432 no . 4_455
I1 H11A 3.5968 no . 2_546
I1 H13 3.0099 no . 3_556
I1 H17A 3.5506 no . 3_556
I1 H17B 3.3828 no . 3_656
Te1 H18A 3.5888 no . 1_455
C1 H11B 3.0031 no . 3_566
C1 H12A 3.3639 no . 3_566
C1 H15B 3.5142 no . 4_555
C2 H11B 3.3011 no . 3_566
C2 H12A 2.8182 no . 3_566
C2 H14A 2.7670 no . 4_555
C2 H15B 3.5410 no . 4_555
C2 H15C 3.5640 no . 4_455
C3 H11B 3.4375 no . 3_566
C3 H12A 3.0093 no . 3_566
C3 H14A 3.1060 no . 4_555
C4 H7 3.2847 no . 3_666
C4 H11B 3.2547 no . 3_566
C5 H7 3.5620 no . 3_666
C5 H11B 2.9037 no . 3_566
C5 H12B 2.9268 no . 3_666
C6 H12B 2.9999 no . 3_666
C6 H15C 3.5332 no . 2_555
C7 H11A 2.9556 no . 3_666
C7 H12B 2.9205 no . 3_666
C7 H13 3.2963 no . 2_555
C7 H15B 3.4228 no . 2_555
C7 H15C 3.2737 no . 2_555
C7 H17C 2.8947 no . 2_555
C8 H11A 2.7999 no . 3_666
C8 H12B 2.8063 no . 3_666
C8 H17C 3.1881 no . 2_555
C9 H11A 3.5952 no . 3_666
C9 H11B 3.4284 no . 3_566
C9 H12B 2.7811 no . 3_666
C10 H11B 2.7863 no . 3_566
C10 H12B 2.8382 no . 3_666
C11 H7 3.4514 no . 3_666
C11 H8 3.5900 no . 3_666
C11 H14B 3.2777 no . 3_566
C11 H14C 3.4340 no . 3_566
C11 H18C 3.2376 no . 3_666
C12 H15B 3.2475 no . 2_555
C12 H15C 3.3483 no . 2_555
C12 H18C 2.8586 no . 3_666
C13 H7 3.0906 no . 2_545
C14 H2 3.4468 no . 4_454
C14 H11A 3.4298 no . 3_566
C14 H11B 3.2170 no . 3_566
C14 H18A 3.5834 no . 1_455
C15 H7 2.9266 no . 2_545
C15 H12A 3.1822 no . 2_545
C17 H3 3.2951 no . 4_554
C17 H7 3.5538 no . 2_545
C17 H15A 3.5186 no . 2_545
C18 H12B 3.3091 no . 3_666
C18 H14C 3.2649 no . 1_655
H2 I1 2.9252 no . .
H2 C14 3.4468 no . 4_555
H2 H12A 2.9069 no . 3_566
H2 H14A 2.4796 no . 4_555
H2 H15C 2.9980 no . 4_455
H2 H16 3.2508 no . 4_455
H3 C17 3.2951 no . 4_455
H3 H12A 3.2247 no . 3_566
H3 H14A 3.0721 no . 4_555
H3 H15C 3.3031 no . 4_455
H3 H16 3.0383 no . 4_455
H3 H17B 2.8274 no . 4_455
H3 H17C 3.0898 no . 4_455
H7 C4 3.2847 no . 3_666
H7 C5 3.5620 no . 3_666
H7 C11 3.4514 no . 3_666
H7 C13 3.0906 no . 2_555
H7 C15 2.9266 no . 2_555
H7 C17 3.5538 no . 2_555
H7 H11A 2.9559 no . 3_666
H7 H12B 3.4896 no . 3_666
H7 H13 2.3819 no . 2_555
H7 H15B 2.6743 no . 2_555
H7 H15C 2.6710 no . 2_555
H7 H17C 2.5768 no . 2_555
H8 I1 3.0432 no . 4_554
H8 C11 3.5900 no . 3_666
H8 H11A 2.6980 no . 3_666
H8 H12B 3.3433 no . 3_666
H8 H17C 3.0748 no . 2_555
H11A I1 3.5968 no . 2_556
H11A C7 2.9556 no . 3_666
H11A C8 2.7999 no . 3_666
H11A C9 3.5952 no . 3_666
H11A C14 3.4298 no . 3_566
H11A H7 2.9559 no . 3_666
H11A H8 2.6980 no . 3_666
H11A H14B 2.9985 no . 3_566
H11A H14C 3.1304 no . 3_566
H11A H18C 2.9587 no . 3_666
H11B C1 3.0031 no . 3_566
H11B C2 3.3011 no . 3_566
H11B C3 3.4375 no . 3_566
H11B C4 3.2547 no . 3_566
H11B C5 2.9037 no . 3_566
H11B C9 3.4284 no . 3_566
H11B C10 2.7863 no . 3_566
H11B C14 3.2170 no . 3_566
H11B H14B 2.6846 no . 3_566
H11B H14C 2.8589 no . 3_566
H11B H18C 3.3593 no . 3_666
H12A C1 3.3639 no . 3_566
H12A C2 2.8182 no . 3_566
H12A C3 3.0093 no . 3_566
H12A C15 3.1822 no . 2_555
H12A H2 2.9069 no . 3_566
H12A H3 3.2247 no . 3_566
H12A H15B 2.8571 no . 2_555
H12A H15C 2.6665 no . 2_555
H12A H18C 2.7911 no . 3_666
H12B C5 2.9268 no . 3_666
H12B C6 2.9999 no . 3_666
H12B C7 2.9205 no . 3_666
H12B C8 2.8063 no . 3_666
H12B C9 2.7811 no . 3_666
H12B C10 2.8382 no . 3_666
H12B C18 3.3091 no . 3_666
H12B H7 3.4896 no . 3_666
H12B H8 3.3433 no . 3_666
H12B H15B 2.9640 no . 2_555
H12B H15C 3.5364 no . 2_555
H12B H18C 2.3515 no . 3_666
H13 I1 3.0099 no . 3_556
H13 C7 3.2963 no . 2_545
H13 H7 2.3819 no . 2_545
H14A C2 2.7670 no . 4_454
H14A C3 3.1060 no . 4_454
H14A H2 2.4796 no . 4_454
H14A H3 3.0721 no . 4_454
H14A H16 3.2993 no . 1_455
H14B C11 3.2777 no . 3_566
H14B H11A 2.9985 no . 3_566
H14B H11B 2.6846 no . 3_566
H14B H17B 3.3318 no . 2_555
H14C C11 3.4340 no . 3_566
H14C C18 3.2649 no . 1_455
H14C H11A 3.1304 no . 3_566
H14C H11B 2.8589 no . 3_566
H14C H16 3.2208 no . 1_455
H14C H18A 2.6681 no . 1_455
H14C H18C 3.1441 no . 1_455
H15A C17 3.5186 no . 2_555
H15A H17A 3.1632 no . 2_555
H15A H17B 3.4693 no . 2_555
H15A H17C 3.3461 no . 2_555
H15B C1 3.5142 no . 4_454
H15B C2 3.5410 no . 4_454
H15B C7 3.4228 no . 2_545
H15B C12 3.2475 no . 2_545
H15B H7 2.6743 no . 2_545
H15B H12A 2.8571 no . 2_545
H15B H12B 2.9640 no . 2_545
H15C C2 3.5640 no . 4_554
H15C C6 3.5332 no . 2_545
H15C C7 3.2737 no . 2_545
H15C C12 3.3483 no . 2_545
H15C H2 2.9980 no . 4_554
H15C H3 3.3031 no . 4_554
H15C H7 2.6710 no . 2_545
H15C H12A 2.6665 no . 2_545
H15C H12B 3.5364 no . 2_545
H16 H2 3.2508 no . 4_554
H16 H3 3.0383 no . 4_554
H16 H14A 3.2993 no . 1_655
H16 H14C 3.2208 no . 1_655
H17A I1 3.5506 no . 3_556
H17A H15A 3.1632 no . 2_545
H17A H18B 3.0392 no . 3_656
H17B I1 3.3828 no . 3_656
H17B H3 2.8274 no . 4_554
H17B H14B 3.3318 no . 2_545
H17B H15A 3.4693 no . 2_545
H17C C7 2.8947 no . 2_545
H17C C8 3.1881 no . 2_545
H17C H3 3.0898 no . 4_554
H17C H7 2.5768 no . 2_545
H17C H8 3.0748 no . 2_545
H17C H15A 3.3461 no . 2_545
H18A Te1 3.5888 no . 1_655
H18A C14 3.5834 no . 1_655
H18A H14C 2.6681 no . 1_655
H18B H17A 3.0392 no . 3_656
H18B H18B 3.4235 no . 3_656
H18C C11 3.2376 no . 3_666
H18C C12 2.8586 no . 3_666
H18C H11A 2.9587 no . 3_666
H18C H11B 3.3593 no . 3_666
H18C H12A 2.7911 no . 3_666
H18C H12B 2.3515 no . 3_666
H18C H14C 3.1441 no . 1_655

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
####################################################################### 
# 
# 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_SANDW12
_audit_block_doi                 10.5517/cc1jccnx
_database_code_depnum_ccdc_archive 'CCDC 1411109'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.organomet.5b00813 2015
_audit_update_record             
;
2015-07-07 deposited with the CCDC.
2016-08-18 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C38 H48 Cl4 I6 P2 Te3'
_chemical_formula_moiety         'C38 H48 Cl4 I6 P2 Te3'
_chemical_formula_weight         1852.78
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_Int_Tables_number      15
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-Y,1/2+Z
5 1/2+X,1/2+Y,+Z
6 1/2-X,1/2+Y,1/2-Z
7 1/2-X,1/2-Y,-Z
8 1/2+X,1/2-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   22.509(4)
_cell_length_b                   11.4213(18)
_cell_length_c                   22.101(4)
_cell_angle_alpha                90.0000
_cell_angle_beta                 110.786(2)
_cell_angle_gamma                90.0000
_cell_volume                     5312.0(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8300
_cell_measurement_theta_min      1.83
_cell_measurement_theta_max      25.35
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    2.317
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3392.00
_exptl_absorpt_coefficient_mu    5.412
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.289
_exptl_absorpt_correction_T_max  0.582

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.811
_diffrn_reflns_number            34803
_diffrn_reflns_av_R_equivalents  0.0912
_diffrn_reflns_theta_max         25.51
_diffrn_reflns_theta_min         1.97
_diffrn_reflns_theta_full        25.51
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             4942
_reflns_number_gt                4331
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0381
_refine_ls_wR_factor_ref         0.1345
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4942
_refine_ls_number_parameters     244
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0833P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         1.43
_refine_diff_density_min         -2.12
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
I I -0.4742 1.8119
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.1023 0.0942
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Te Te -0.5308 1.6751
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.1484 0.1585
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_multiplicity
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.89913(2) 0.39435(5) 0.20308(3) 0.02679(16) Uani 1 8 0 d . . .
I2 I 1.00542(2) 0.57820(4) 0.11745(2) 0.02174(15) Uani 1 8 0 d . . .
I3 I 0.90432(3) 0.76110(5) 0.21565(2) 0.02862(17) Uani 1 8 0 d . . .
Te1 Te 0.87921(2) 0.53631(4) 0.47997(2) 0.01995(15) Uani 1 8 0 d . . .
Te2 Te 1.0 0.57860(6) 0.25 0.01946(18) Uani 1 4 0 d . . .
Cl1 Cl 0.56425(11) 0.4026(2) 0.67498(12) 0.0426(6) Uani 1 8 0 d . . .
Cl2 Cl 0.48873(11) 0.2924(2) 0.55215(11) 0.0407(5) Uani 1 8 0 d . . .
P9 P 0.79414(9) 0.60519(15) 0.38139(8) 0.0149(4) Uani 1 8 0 d . . .
C1 C 0.8016(4) 0.4590(6) 0.5003(3) 0.0185(15) Uani 1 8 0 d . . .
C2 C 0.8087(4) 0.3927(6) 0.5540(4) 0.0203(15) Uani 1 8 0 d . . .
C3 C 0.7540(4) 0.3459(7) 0.5659(4) 0.0253(17) Uani 1 8 0 d . . .
C4 C 0.6954(4) 0.3691(6) 0.5242(4) 0.0218(16) Uani 1 8 0 d . . .
C5 C 0.6883(4) 0.4371(6) 0.4685(4) 0.0191(15) Uani 1 8 0 d . . .
C6 C 0.6244(4) 0.4591(7) 0.4289(4) 0.0238(16) Uani 1 8 0 d . . .
C7 C 0.6117(4) 0.5273(7) 0.3747(4) 0.0222(16) Uani 1 8 0 d . . .
C8 C 0.6630(4) 0.5733(6) 0.3585(4) 0.0220(16) Uani 1 8 0 d . . .
C9 C 0.7265(4) 0.5503(6) 0.3976(3) 0.0174(14) Uani 1 8 0 d . . .
C10 C 0.7410(4) 0.4829(6) 0.4552(3) 0.0167(14) Uani 1 8 0 d . . .
C11 C 0.6284(4) 0.3407(7) 0.5228(4) 0.0273(18) Uani 1 8 0 d . . .
C12 C 0.5817(4) 0.3963(8) 0.4587(4) 0.0317(19) Uani 1 8 0 d . . .
C13 C 0.7894(4) 0.7644(6) 0.3742(3) 0.0180(15) Uani 1 8 0 d . . .
C14 C 0.7748(4) 0.8202(7) 0.4311(4) 0.0259(17) Uani 1 8 0 d . . .
C15 C 0.8503(4) 0.8167(7) 0.3687(4) 0.0273(17) Uani 1 8 0 d . . .
C16 C 0.8006(3) 0.5377(6) 0.3090(3) 0.0165(14) Uani 1 8 0 d . . .
C17 C 0.7929(4) 0.4035(6) 0.3134(4) 0.0258(17) Uani 1 8 0 d . . .
C18 C 0.7537(4) 0.5865(7) 0.2457(4) 0.0250(17) Uani 1 8 0 d . . .
C21 C 0.5284(5) 0.2723(8) 0.6363(5) 0.041(2) Uani 1 8 0 d . . .
H2 H 0.85021 0.37709 0.58394 0.0244 Uiso 1 8 0 calc R . .
H3 H 0.75958 0.29903 0.60304 0.0303 Uiso 1 8 0 calc R . .
H7 H 0.56901 0.5438 0.34816 0.0266 Uiso 1 8 0 calc R . .
H8 H 0.65426 0.62003 0.32074 0.0264 Uiso 1 8 0 calc R . .
H11A H 0.62143 0.37483 0.56095 0.0328 Uiso 1 8 0 calc R . .
H11B H 0.62201 0.25493 0.52291 0.0328 Uiso 1 8 0 calc R . .
H12A H 0.55628 0.33495 0.42921 0.0380 Uiso 1 8 0 calc R . .
H12B H 0.55253 0.45226 0.46812 0.0380 Uiso 1 8 0 calc R . .
H13 H 0.75335 0.78384 0.33345 0.0216 Uiso 1 8 0 calc R . .
H14A H 0.77338 0.90562 0.42637 0.0311 Uiso 1 8 0 calc R . .
H14B H 0.80819 0.79872 0.472 0.0311 Uiso 1 8 0 calc R . .
H14C H 0.73371 0.79181 0.43092 0.0311 Uiso 1 8 0 calc R . .
H15A H 0.88501 0.81118 0.41067 0.0327 Uiso 1 8 0 calc R . .
H15B H 0.84298 0.89904 0.35572 0.0327 Uiso 1 8 0 calc R . .
H15C H 0.86169 0.77313 0.33618 0.0327 Uiso 1 8 0 calc R . .
H16 H 0.84449 0.55294 0.30943 0.0198 Uiso 1 8 0 calc R . .
H17A H 0.80215 0.36516 0.27802 0.0309 Uiso 1 8 0 calc R . .
H17B H 0.74924 0.38556 0.30982 0.0309 Uiso 1 8 0 calc R . .
H17C H 0.82249 0.37502 0.35495 0.0309 Uiso 1 8 0 calc R . .
H18A H 0.71021 0.56903 0.24295 0.0301 Uiso 1 8 0 calc R . .
H18B H 0.76165 0.5502 0.2091 0.0301 Uiso 1 8 0 calc R . .
H18C H 0.75927 0.67141 0.24449 0.0301 Uiso 1 8 0 calc R . .
H21A H 0.49754 0.24471 0.6558 0.0488 Uiso 1 8 0 calc R . .
H21B H 0.56135 0.21123 0.64344 0.0488 Uiso 1 8 0 calc R . .



#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b29'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b29'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2013)'
_computing_molecular_graphics    'CrystalStructure 4.1'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
I1 Te2 2.9980(8) yes . .
I2 Te2 2.9749(7) yes . .
I3 Te2 2.8981(8) yes . .
Te1 P9 2.4640(16) yes . .
Te1 C1 2.143(9) yes . .
Cl1 C21 1.763(9) yes . .
Cl2 C21 1.769(10) yes . .
P9 C9 1.796(9) yes . .
P9 C13 1.825(7) yes . .
P9 C16 1.827(8) yes . .
C1 C2 1.368(11) yes . .
C1 C10 1.401(9) yes . .
C2 C3 1.452(13) yes . .
C3 C4 1.341(10) yes . .
C4 C5 1.415(11) yes . .
C4 C11 1.532(12) yes . .
C5 C6 1.416(10) yes . .
C5 C10 1.418(12) yes . .
C6 C7 1.372(11) yes . .
C6 C12 1.524(14) yes . .
C7 C8 1.426(13) yes . .
C8 C9 1.407(10) yes . .
C9 C10 1.424(10) yes . .
C11 C12 1.567(11) yes . .
C13 C14 1.544(12) yes . .
C13 C15 1.540(13) yes . .
C16 C17 1.548(10) yes . .
C16 C18 1.527(9) yes . .
C2 H2 0.950 no . .
C3 H3 0.950 no . .
C7 H7 0.950 no . .
C8 H8 0.950 no . .
C11 H11A 0.990 no . .
C11 H11B 0.990 no . .
C12 H12A 0.990 no . .
C12 H12B 0.990 no . .
C13 H13 1.000 no . .
C14 H14A 0.980 no . .
C14 H14B 0.980 no . .
C14 H14C 0.980 no . .
C15 H15A 0.980 no . .
C15 H15B 0.980 no . .
C15 H15C 0.980 no . .
C16 H16 1.000 no . .
C17 H17A 0.980 no . .
C17 H17B 0.980 no . .
C17 H17C 0.980 no . .
C18 H18A 0.980 no . .
C18 H18B 0.980 no . .
C18 H18C 0.980 no . .
C21 H21A 0.990 no . .
C21 H21B 0.990 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
P9 Te1 C1 83.19(18) yes . . .
I1 Te2 I1 90.84(3) yes . . 2_755
I1 Te2 I2 87.077(19) yes . . .
I1 Te2 I2 92.799(19) yes . . 2_755
I1 Te2 I3 90.75(2) yes . . .
I1 Te2 I3 175.309(16) yes . . 2_755
I1 Te2 I2 92.799(19) yes 2_755 . .
I1 Te2 I2 87.077(19) yes 2_755 . 2_755
I1 Te2 I3 175.309(16) yes 2_755 . .
I1 Te2 I3 90.75(2) yes 2_755 . 2_755
I2 Te2 I2 179.82(3) yes . . 2_755
I2 Te2 I3 91.691(17) yes . . .
I2 Te2 I3 88.435(17) yes . . 2_755
I2 Te2 I3 88.435(17) yes 2_755 . .
I2 Te2 I3 91.691(17) yes 2_755 . 2_755
I3 Te2 I3 88.02(3) yes . . 2_755
Te1 P9 C9 99.2(2) yes . . .
Te1 P9 C13 113.5(2) yes . . .
Te1 P9 C16 111.2(2) yes . . .
C9 P9 C13 109.7(4) yes . . .
C9 P9 C16 111.3(3) yes . . .
C13 P9 C16 111.4(3) yes . . .
Te1 C1 C2 123.8(5) yes . . .
Te1 C1 C10 115.6(6) yes . . .
C2 C1 C10 120.6(8) yes . . .
C1 C2 C3 121.0(7) yes . . .
C2 C3 C4 119.6(7) yes . . .
C3 C4 C5 119.1(8) yes . . .
C3 C4 C11 133.8(8) yes . . .
C5 C4 C11 107.1(6) yes . . .
C4 C5 C6 114.2(8) yes . . .
C4 C5 C10 122.6(6) yes . . .
C6 C5 C10 123.2(7) yes . . .
C5 C6 C7 119.5(8) yes . . .
C5 C6 C12 107.9(7) yes . . .
C7 C6 C12 132.6(7) yes . . .
C6 C7 C8 119.5(7) yes . . .
C7 C8 C9 120.9(7) yes . . .
P9 C9 C8 124.1(6) yes . . .
P9 C9 C10 115.2(5) yes . . .
C8 C9 C10 120.7(8) yes . . .
C1 C10 C5 117.1(7) yes . . .
C1 C10 C9 126.7(8) yes . . .
C5 C10 C9 116.2(6) yes . . .
C4 C11 C12 105.7(7) yes . . .
C6 C12 C11 105.0(7) yes . . .
P9 C13 C14 111.3(5) yes . . .
P9 C13 C15 111.5(5) yes . . .
C14 C13 C15 110.9(6) yes . . .
P9 C16 C17 108.5(6) yes . . .
P9 C16 C18 113.8(5) yes . . .
C17 C16 C18 111.2(6) yes . . .
Cl1 C21 Cl2 111.9(5) yes . . .
C1 C2 H2 119.489 no . . .
C3 C2 H2 119.491 no . . .
C2 C3 H3 120.190 no . . .
C4 C3 H3 120.205 no . . .
C6 C7 H7 120.273 no . . .
C8 C7 H7 120.274 no . . .
C7 C8 H8 119.556 no . . .
C9 C8 H8 119.553 no . . .
C4 C11 H11A 110.606 no . . .
C4 C11 H11B 110.606 no . . .
C12 C11 H11A 110.591 no . . .
C12 C11 H11B 110.591 no . . .
H11A C11 H11B 108.724 no . . .
C6 C12 H12A 110.750 no . . .
C6 C12 H12B 110.757 no . . .
C11 C12 H12A 110.752 no . . .
C11 C12 H12B 110.758 no . . .
H12A C12 H12B 108.834 no . . .
P9 C13 H13 107.646 no . . .
C14 C13 H13 107.648 no . . .
C15 C13 H13 107.647 no . . .
C13 C14 H14A 109.474 no . . .
C13 C14 H14B 109.480 no . . .
C13 C14 H14C 109.466 no . . .
H14A C14 H14B 109.470 no . . .
H14A C14 H14C 109.465 no . . .
H14B C14 H14C 109.471 no . . .
C13 C15 H15A 109.484 no . . .
C13 C15 H15B 109.472 no . . .
C13 C15 H15C 109.469 no . . .
H15A C15 H15B 109.476 no . . .
H15A C15 H15C 109.470 no . . .
H15B C15 H15C 109.455 no . . .
P9 C16 H16 107.679 no . . .
C17 C16 H16 107.672 no . . .
C18 C16 H16 107.681 no . . .
C16 C17 H17A 109.478 no . . .
C16 C17 H17B 109.465 no . . .
C16 C17 H17C 109.471 no . . .
H17A C17 H17B 109.466 no . . .
H17A C17 H17C 109.479 no . . .
H17B C17 H17C 109.468 no . . .
C16 C18 H18A 109.475 no . . .
C16 C18 H18B 109.469 no . . .
C16 C18 H18C 109.467 no . . .
H18A C18 H18B 109.473 no . . .
H18A C18 H18C 109.483 no . . .
H18B C18 H18C 109.460 no . . .
Cl1 C21 H21A 109.220 no . . .
Cl1 C21 H21B 109.235 no . . .
Cl2 C21 H21A 109.213 no . . .
Cl2 C21 H21B 109.228 no . . .
H21A C21 H21B 107.909 no . . .

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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
P9 Te1 C1 C2 178.7(5) no . . . .
P9 Te1 C1 C10 -2.9(4) no . . . .
C1 Te1 P9 C9 3.3(2) no . . . .
C1 Te1 P9 C13 119.5(2) no . . . .
C1 Te1 P9 C16 -114.0(2) no . . . .
Te1 P9 C9 C8 174.5(5) no . . . .
Te1 P9 C9 C10 -3.6(5) no . . . .
Te1 P9 C13 C14 -61.3(5) no . . . .
Te1 P9 C13 C15 63.0(4) no . . . .
Te1 P9 C16 C17 61.9(4) no . . . .
Te1 P9 C16 C18 -173.7(3) no . . . .
C9 P9 C13 C14 48.6(5) no . . . .
C9 P9 C13 C15 173.0(4) no . . . .
C13 P9 C9 C8 55.4(6) no . . . .
C13 P9 C9 C10 -122.8(5) no . . . .
C9 P9 C16 C17 -47.7(5) no . . . .
C9 P9 C16 C18 76.7(5) no . . . .
C16 P9 C9 C8 -68.4(6) no . . . .
C16 P9 C9 C10 113.5(5) no . . . .
C13 P9 C16 C17 -170.5(4) no . . . .
C13 P9 C16 C18 -46.1(6) no . . . .
C16 P9 C13 C14 172.3(4) no . . . .
C16 P9 C13 C15 -63.3(4) no . . . .
Te1 C1 C2 C3 178.0(4) no . . . .
Te1 C1 C10 C5 -177.5(4) no . . . .
Te1 C1 C10 C9 1.4(9) no . . . .
C2 C1 C10 C5 1.0(10) no . . . .
C2 C1 C10 C9 179.9(6) no . . . .
C10 C1 C2 C3 -0.3(11) no . . . .
C1 C2 C3 C4 -0.9(11) no . . . .
C2 C3 C4 C5 1.2(11) no . . . .
C2 C3 C4 C11 -176.4(7) no . . . .
C3 C4 C5 C6 -178.2(6) no . . . .
C3 C4 C5 C10 -0.5(11) no . . . .
C3 C4 C11 C12 179.8(8) no . . . .
C5 C4 C11 C12 2.0(8) no . . . .
C11 C4 C5 C6 -0.0(8) no . . . .
C11 C4 C5 C10 177.7(6) no . . . .
C4 C5 C6 C7 177.9(6) no . . . .
C4 C5 C6 C12 -2.0(9) no . . . .
C4 C5 C10 C1 -0.6(10) no . . . .
C4 C5 C10 C9 -179.6(6) no . . . .
C6 C5 C10 C1 176.9(6) no . . . .
C6 C5 C10 C9 -2.1(10) no . . . .
C10 C5 C6 C7 0.2(11) no . . . .
C10 C5 C6 C12 -179.7(6) no . . . .
C5 C6 C7 C8 1.1(11) no . . . .
C5 C6 C12 C11 3.1(8) no . . . .
C7 C6 C12 C11 -176.9(8) no . . . .
C12 C6 C7 C8 -178.9(7) no . . . .
C6 C7 C8 C9 -0.5(11) no . . . .
C7 C8 C9 P9 -179.5(6) no . . . .
C7 C8 C9 C10 -1.5(11) no . . . .
P9 C9 C10 C1 2.0(9) no . . . .
P9 C9 C10 C5 -179.1(4) no . . . .
C8 C9 C10 C1 -176.2(6) no . . . .
C8 C9 C10 C5 2.7(10) no . . . .
C4 C11 C12 C6 -3.0(8) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
C1 C4 2.819(13) no . .
C2 C5 2.745(10) no . .
C3 C10 2.830(11) no . .
C5 C8 2.771(11) no . .
C6 C9 2.823(13) no . .
C7 C10 2.867(10) no . .
C8 C13 3.504(11) no . .
C9 C14 3.265(10) no . .
C9 C17 3.239(13) no . .
C13 C18 3.350(10) no . .
C15 C16 3.478(10) no . .
I2 Te1 3.5898(7) no . 4_564
I3 C7 3.585(8) no . 6_655
Te1 I2 3.5898(7) no . 4_565
Cl2 C11 3.472(10) no . .
C2 C4 3.438(11) no . 7_656
C3 C3 3.598(11) no . 7_656
C3 C4 3.592(12) no . 7_656
C4 C2 3.438(11) no . 7_656
C4 C3 3.592(12) no . 7_656
C5 C14 3.462(10) no . 7_666
C7 I3 3.585(8) no . 6_645
C10 C14 3.483(11) no . 7_666
C11 Cl2 3.472(10) no . .
C14 C5 3.462(10) no . 7_666
C14 C10 3.483(11) no . 7_666
Te1 H2 3.1745 no . .
Te1 H14B 3.3718 no . .
Te1 H15A 3.5157 no . .
Te1 H16 3.5724 no . .
Te1 H17C 3.1865 no . .
P9 H8 2.9570 no . .
P9 H14B 2.9234 no . .
P9 H14C 2.9408 no . .
P9 H15A 3.0329 no . .
P9 H15C 2.8404 no . .
P9 H17B 2.9464 no . .
P9 H17C 2.8150 no . .
P9 H18A 2.9997 no . .
P9 H18C 2.9422 no . .
C1 H3 3.3033 no . .
C1 H17C 3.5401 no . .
C3 H11A 2.9644 no . .
C3 H11B 2.9663 no . .
C4 H2 3.2611 no . .
C4 H12A 3.1135 no . .
C4 H12B 3.1538 no . .
C5 H3 3.2423 no . .
C5 H7 3.2718 no . .
C5 H11A 3.0215 no . .
C5 H11B 3.0459 no . .
C5 H12A 3.0200 no . .
C5 H12B 3.0586 no . .
C6 H8 3.2687 no . .
C6 H11A 3.0960 no . .
C6 H11B 3.1362 no . .
C7 H12A 2.9835 no . .
C7 H12B 2.9536 no . .
C8 H13 3.3198 no . .
C8 H14C 3.0849 no . .
C8 H17B 3.3167 no . .
C8 H18A 3.0941 no . .
C9 H7 3.3190 no . .
C9 H13 3.1775 no . .
C9 H14B 3.4623 no . .
C9 H14C 2.8444 no . .
C9 H17B 2.8762 no . .
C9 H17C 3.3186 no . .
C9 H18A 3.3125 no . .
C10 H2 3.2605 no . .
C10 H8 3.3140 no . .
C10 H14C 3.5641 no . .
C10 H17B 3.4677 no . .
C10 H17C 3.5615 no . .
C11 H3 2.8938 no . .
C12 H7 2.8976 no . .
C13 H8 3.2887 no . .
C13 H16 3.2685 no . .
C13 H18A 3.5919 no . .
C13 H18C 2.9031 no . .
C14 H15A 2.6753 no . .
C14 H15B 2.7836 no . .
C14 H15C 3.3792 no . .
C15 H14A 2.6871 no . .
C15 H14B 2.7728 no . .
C15 H14C 3.3794 no . .
C15 H16 3.2689 no . .
C15 H18C 3.2396 no . .
C16 H8 3.5225 no . .
C16 H13 3.1201 no . .
C16 H15C 2.9829 no . .
C17 H18A 2.7209 no . .
C17 H18B 2.7310 no . .
C17 H18C 3.3811 no . .
C18 H8 3.2472 no . .
C18 H13 2.9755 no . .
C18 H15C 3.3166 no . .
C18 H17A 2.7447 no . .
C18 H17B 2.7172 no . .
C18 H17C 3.3768 no . .
H2 H3 2.3971 no . .
H3 H11A 3.0384 no . .
H3 H11B 3.0144 no . .
H7 H8 2.3734 no . .
H7 H12A 3.0569 no . .
H7 H12B 2.9929 no . .
H8 H13 2.8477 no . .
H8 H14C 3.1442 no . .
H8 H17B 3.4881 no . .
H8 H18A 2.5333 no . .
H8 H18C 3.4057 no . .
H11A H12A 2.7937 no . .
H11A H12B 2.2667 no . .
H11B H12A 2.2667 no . .
H11B H12B 2.7654 no . .
H13 H14A 2.3870 no . .
H13 H14B 2.8716 no . .
H13 H14C 2.3495 no . .
H13 H15A 2.8641 no . .
H13 H15B 2.3106 no . .
H13 H15C 2.4210 no . .
H13 H16 3.4955 no . .
H13 H18A 3.0958 no . .
H13 H18C 2.3912 no . .
H14A H15A 2.8664 no . .
H14A H15B 2.5757 no . .
H14B H15A 2.5517 no . .
H14B H15B 3.1557 no . .
H14C H15A 3.5958 no . .
H15C H16 2.5810 no . .
H15C H18C 2.7304 no . .
H16 H17A 2.3495 no . .
H16 H17B 2.8748 no . .
H16 H17C 2.3959 no . .
H16 H18A 2.8595 no . .
H16 H18B 2.3367 no . .
H16 H18C 2.3699 no . .
H17A H18A 3.0277 no . .
H17A H18B 2.5753 no . .
H17B H18A 2.5348 no . .
H17B H18B 3.0017 no . .
I1 H2 3.5920 no . 4_564
I1 H8 3.3300 no . 6_645
I1 H13 3.4725 no . 6_645
I1 H14C 3.5774 no . 6_645
I1 H16 3.5171 no . .
I1 H17A 3.1915 no . .
I1 H21A 3.5371 no . 7_656
I1 H21A 3.1881 no . 8_554
I1 H21B 3.4073 no . 7_656
I2 H2 3.3435 no . 4_564
I2 H12A 3.2519 no . 6_655
I2 H15C 3.5748 no . 2_755
I2 H16 3.1990 no . 2_755
I2 H21B 3.5113 no . 8_554
I3 H2 3.1514 no . 4_564
I3 H3 3.3949 no . 4_564
I3 H15C 3.1384 no . .
I3 H17B 3.5923 no . 6_655
Te1 H11B 3.3269 no . 7_656
Cl1 H7 2.9232 no . 3_666
Cl1 H8 3.1491 no . 4_565
Cl1 H11A 3.2266 no . .
Cl1 H15B 3.3103 no . 7_666
Cl1 H18A 3.1069 no . 4_565
Cl2 H7 3.4747 no . 3_666
Cl2 H11A 3.0713 no . .
Cl2 H11B 3.3133 no . .
Cl2 H12A 3.5864 no . .
Cl2 H12B 3.2765 no . .
Cl2 H12B 3.0446 no . 3_666
Cl2 H15A 3.1768 no . 5_445
C1 H11B 3.1328 no . 7_656
C1 H14A 3.1318 no . 7_666
C1 H14C 3.4498 no . 7_666
C2 H11B 3.1688 no . 7_656
C2 H14A 3.0791 no . 7_666
C3 H14A 2.9220 no . 7_666
C3 H18B 3.3265 no . 4_565
C4 H2 3.5954 no . 7_656
C4 H14A 2.7865 no . 7_666
C5 H3 3.5312 no . 7_656
C5 H14A 2.8180 no . 7_666
C5 H14B 3.2803 no . 7_666
C6 H14A 3.5614 no . 7_666
C6 H14B 3.5196 no . 7_666
C7 H21A 3.4789 no . 3_666
C10 H3 3.4663 no . 7_656
C10 H14A 3.0284 no . 7_666
C10 H14B 3.3608 no . 7_666
C10 H14C 3.5012 no . 7_666
C11 H2 3.5767 no . 7_656
C11 H14A 3.5753 no . 7_666
C11 H17C 3.5313 no . 7_656
C13 H17A 3.4595 no . 6_655
C14 H14B 3.5735 no . 7_666
C14 H14C 3.3756 no . 7_666
C17 H3 3.4225 no . 7_656
C17 H13 3.3289 no . 6_645
C17 H18C 2.9962 no . 6_645
C17 H21B 3.3417 no . 7_656
C18 H3 3.4592 no . 4_564
C18 H15B 3.2989 no . 6_645
C18 H17A 3.3944 no . 6_655
C21 H7 3.1413 no . 3_666
C21 H11A 3.3173 no . .
H2 I1 3.5920 no . 4_565
H2 I2 3.3435 no . 4_565
H2 I3 3.1514 no . 4_565
H2 C4 3.5954 no . 7_656
H2 C11 3.5767 no . 7_656
H2 H11B 3.0478 no . 7_656
H2 H12A 3.2885 no . 7_656
H3 I3 3.3949 no . 4_565
H3 C5 3.5312 no . 7_656
H3 C10 3.4663 no . 7_656
H3 C17 3.4225 no . 7_656
H3 C18 3.4592 no . 4_565
H3 H14A 3.4655 no . 7_666
H3 H17B 2.9094 no . 7_656
H3 H17C 3.0731 no . 7_656
H3 H18B 2.8956 no . 4_565
H3 H18C 3.1468 no . 4_565
H7 Cl1 2.9232 no . 3_666
H7 Cl2 3.4747 no . 3_666
H7 C21 3.1413 no . 3_666
H7 H21A 2.8272 no . 3_666
H8 I1 3.3300 no . 6_655
H8 Cl1 3.1491 no . 4_564
H11A Cl1 3.2266 no . .
H11A Cl2 3.0713 no . .
H11A C21 3.3173 no . .
H11A H14A 3.3914 no . 7_666
H11A H15B 3.1075 no . 7_666
H11A H17C 3.3950 no . 7_656
H11A H21B 3.2239 no . .
H11B Te1 3.3269 no . 7_656
H11B Cl2 3.3133 no . .
H11B C1 3.1328 no . 7_656
H11B C2 3.1688 no . 7_656
H11B H2 3.0478 no . 7_656
H11B H17C 2.9422 no . 7_656
H11B H21B 3.4338 no . .
H12A I2 3.2519 no . 6_645
H12A Cl2 3.5864 no . .
H12A H2 3.2885 no . 7_656
H12B Cl2 3.2765 no . .
H12B Cl2 3.0446 no . 3_666
H12B H12B 3.3366 no . 3_666
H13 I1 3.4725 no . 6_655
H13 C17 3.3289 no . 6_655
H13 H17A 2.5116 no . 6_655
H13 H17B 3.3538 no . 6_655
H13 H18B 3.1667 no . 6_655
H14A C1 3.1318 no . 7_666
H14A C2 3.0791 no . 7_666
H14A C3 2.9220 no . 7_666
H14A C4 2.7865 no . 7_666
H14A C5 2.8180 no . 7_666
H14A C6 3.5614 no . 7_666
H14A C10 3.0284 no . 7_666
H14A C11 3.5753 no . 7_666
H14A H3 3.4655 no . 7_666
H14A H11A 3.3914 no . 7_666
H14A H18B 3.2614 no . 6_655
H14B C5 3.2803 no . 7_666
H14B C6 3.5196 no . 7_666
H14B C10 3.3608 no . 7_666
H14B C14 3.5735 no . 7_666
H14B H14B 3.4546 no . 7_666
H14B H14C 2.8281 no . 7_666
H14C I1 3.5774 no . 6_655
H14C C1 3.4498 no . 7_666
H14C C10 3.5012 no . 7_666
H14C C14 3.3756 no . 7_666
H14C H14B 2.8281 no . 7_666
H14C H14C 3.0305 no . 7_666
H15A Cl2 3.1768 no . 5_555
H15B Cl1 3.3103 no . 7_666
H15B C18 3.2989 no . 6_655
H15B H11A 3.1075 no . 7_666
H15B H17A 3.5644 no . 6_655
H15B H17B 3.5111 no . 6_655
H15B H18A 2.8470 no . 6_655
H15B H18B 2.8609 no . 6_655
H15C I2 3.5748 no . 2_755
H15C I3 3.1384 no . .
H15C H17B 3.5464 no . 6_655
H16 I1 3.5171 no . .
H16 I2 3.1990 no . 2_755
H17A I1 3.1915 no . .
H17A C13 3.4595 no . 6_645
H17A C18 3.3944 no . 6_645
H17A H13 2.5116 no . 6_645
H17A H15B 3.5644 no . 6_645
H17A H18A 3.4117 no . 6_645
H17A H18C 2.5627 no . 6_645
H17A H21B 3.0707 no . 7_656
H17B I3 3.5923 no . 6_645
H17B H3 2.9094 no . 7_656
H17B H13 3.3538 no . 6_645
H17B H15B 3.5111 no . 6_645
H17B H15C 3.5464 no . 6_645
H17B H18C 2.7012 no . 6_645
H17C C11 3.5313 no . 7_656
H17C H3 3.0731 no . 7_656
H17C H11A 3.3950 no . 7_656
H17C H11B 2.9422 no . 7_656
H17C H18C 3.2793 no . 6_645
H17C H21B 2.7825 no . 7_656
H18A Cl1 3.1069 no . 4_564
H18A H15B 2.8470 no . 6_645
H18A H17A 3.4117 no . 6_655
H18B C3 3.3265 no . 4_564
H18B H3 2.8956 no . 4_564
H18B H13 3.1667 no . 6_645
H18B H14A 3.2614 no . 6_645
H18B H15B 2.8609 no . 6_645
H18C C17 2.9962 no . 6_655
H18C H3 3.1468 no . 4_564
H18C H17A 2.5627 no . 6_655
H18C H17B 2.7012 no . 6_655
H18C H17C 3.2793 no . 6_655
H21A I1 3.5371 no . 7_656
H21A I1 3.1881 no . 8_455
H21A C7 3.4789 no . 3_666
H21A H7 2.8272 no . 3_666
H21B I1 3.4073 no . 7_656
H21B I2 3.5113 no . 8_455
H21B C17 3.3417 no . 7_656
H21B H11A 3.2239 no . .
H21B H11B 3.4338 no . .
H21B H17A 3.0707 no . 7_656
H21B H17C 2.7825 no . 7_656

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
####################################################################### 
# 
# 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_anddw20a
_audit_block_doi                 10.5517/cc1jccpy
_database_code_depnum_ccdc_archive 'CCDC 1411110'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.organomet.5b00813 2015
_audit_update_record             
;
2015-07-07 deposited with the CCDC.
2016-08-18 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C18 H22 I3 P Te'
_chemical_formula_moiety         'C18 H22 P Te, I3'
_chemical_formula_weight         777.66
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 1/2+X,1/2-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   9.8954(8)
_cell_length_b                   15.5322(15)
_cell_length_c                   14.5588(14)
_cell_angle_alpha                90.0000
_cell_angle_beta                 93.366(2)
_cell_angle_gamma                90.0000
_cell_volume                     2233.8(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7451
_cell_measurement_theta_min      1.40
_cell_measurement_theta_max      25.40
_cell_measurement_temperature    173
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.040
_exptl_crystal_density_diffrn    2.312
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1424.00
_exptl_absorpt_coefficient_mu    5.550
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.548
_exptl_absorpt_correction_T_max  0.801

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      173
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 11.628
_diffrn_reflns_number            26986
_diffrn_reflns_av_R_equivalents  0.0359
_diffrn_reflns_theta_min         1.919
_diffrn_reflns_theta_max         25.375
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             4098
_reflns_number_gt                3831
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0174
_refine_ls_R_factor_gt           0.0158
_refine_ls_wR_factor_ref         0.0412
_refine_ls_wR_factor_gt          0.0407
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4098
_refine_ls_number_parameters     212
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0222P)²+0.3964P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.002
_refine_diff_density_max         0.82
_refine_diff_density_min         -0.75
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
I I -0.4742 1.8119
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.1023 0.0942
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Te Te -0.5308 1.6751
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
I21 I 0.64201(2) 0.82745(2) 0.79815(2) 0.03794(6) Uani 1 4 d . . .
I22 I 0.73217(2) 0.71748(2) 0.64429(2) 0.03215(5) Uani 1 4 d . . .
I23 I 0.84020(2) 0.61217(2) 0.50522(2) 0.04858(6) Uani 1 4 d . . .
Te1 Te 0.04468(2) 0.51855(2) 0.71788(2) 0.02825(5) Uani 1 4 d . . .
P9 P 0.20513(6) 0.63927(4) 0.73700(4) 0.02554(13) Uani 1 4 d . . .
C1 C 0.1147(2) 0.48981(15) 0.85561(16) 0.0259(5) Uani 1 4 d . . .
C2 C 0.0661(3) 0.42402(16) 0.90787(17) 0.0316(5) Uani 1 4 d . . .
C3 C 0.1202(3) 0.40739(16) 0.99867(17) 0.0342(6) Uani 1 4 d . . .
C4 C 0.2209(3) 0.45777(16) 1.03692(17) 0.0315(6) Uani 1 4 d . . .
C5 C 0.2696(2) 0.52519(15) 0.98386(16) 0.0270(5) Uani 1 4 d . . .
C6 C 0.3741(3) 0.57238(16) 1.02956(16) 0.0299(5) Uani 1 4 d . . .
C7 C 0.4311(3) 0.63982(16) 0.98461(17) 0.0320(5) Uani 1 4 d . . .
C8 C 0.3824(3) 0.66041(16) 0.89435(17) 0.0299(5) Uani 1 4 d . . .
C9 C 0.2788(2) 0.61424(15) 0.84942(16) 0.0258(5) Uani 1 4 d . . .
C10 C 0.2195(2) 0.54328(15) 0.89366(16) 0.0248(5) Uani 1 4 d . . .
C11 C 0.2974(3) 0.45957(18) 1.13038(17) 0.0381(6) Uani 1 4 d . . .
C12 C 0.3996(3) 0.53500(18) 1.12454(17) 0.0365(6) Uani 1 4 d . . .
C13 C 0.3349(3) 0.64142(17) 0.65297(17) 0.0313(5) Uani 1 4 d . . .
C14 C 0.4156(3) 0.55768(18) 0.65470(19) 0.0386(6) Uani 1 4 d . . .
C15 C 0.2713(3) 0.6603(2) 0.55646(19) 0.0459(7) Uani 1 4 d . . .
C16 C 0.1156(3) 0.74228(16) 0.73770(17) 0.0307(5) Uani 1 4 d . . .
C17 C 0.2105(3) 0.81913(16) 0.7327(2) 0.0419(7) Uani 1 4 d . . .
C18 C 0.0315(3) 0.74817(18) 0.82212(19) 0.0382(6) Uani 1 4 d . . .
H2 H -0.00534 0.38891 0.88256 0.0379 Uiso 1 4 calc R . .
H3 H 0.08583 0.36095 1.03281 0.0411 Uiso 1 4 calc R . .
H7 H 0.50269 0.67221 1.01404 0.0384 Uiso 1 4 calc R . .
H8 H 0.42167 0.70727 0.86356 0.0359 Uiso 1 4 calc R . .
H11A H 0.34537 0.40448 1.14267 0.0457 Uiso 1 4 calc R . .
H11B H 0.23474 0.46991 1.17982 0.0457 Uiso 1 4 calc R . .
H12A H 0.38409 0.57885 1.17214 0.0438 Uiso 1 4 calc R . .
H12B H 0.49376 0.51376 1.13334 0.0438 Uiso 1 4 calc R . .
H13 H 0.39893 0.68934 0.67015 0.0376 Uiso 1 4 calc R . .
H14A H 0.48725 0.56167 0.61118 0.0463 Uiso 1 4 calc R . .
H14B H 0.35521 0.50967 0.63722 0.0463 Uiso 1 4 calc R . .
H14C H 0.45629 0.54793 0.71684 0.0463 Uiso 1 4 calc R . .
H15A H 0.2075 0.61436 0.53808 0.0551 Uiso 1 4 calc R . .
H15B H 0.34261 0.6633 0.51262 0.0551 Uiso 1 4 calc R . .
H15C H 0.22315 0.71546 0.557 0.0551 Uiso 1 4 calc R . .
H16 H 0.05167 0.74403 0.68194 0.0369 Uiso 1 4 calc R . .
H17A H 0.27444 0.81917 0.78674 0.0503 Uiso 1 4 calc R . .
H17B H 0.15752 0.87248 0.73152 0.0503 Uiso 1 4 calc R . .
H17C H 0.26048 0.81519 0.67675 0.0503 Uiso 1 4 calc R . .
H18A H -0.02131 0.80158 0.81945 0.0458 Uiso 1 4 calc R . .
H18B H 0.09179 0.74793 0.87797 0.0458 Uiso 1 4 calc R . .
H18C H -0.03002 0.69877 0.82311 0.0458 Uiso 1 4 calc R . .



#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.1 b32 (Rigaku, 2014)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b32'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b32'
_computing_structure_solution    'Superflip (Palatinus, et al., 2007)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2014)'
_computing_molecular_graphics    'CrystalStructure 4.1'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
I21 I22 2.9943(5) yes . .
I22 I23 2.8586(4) yes . .
Te1 P9 2.4622(7) yes . .
Te1 C1 2.130(2) yes . .
P9 C9 1.795(2) yes . .
P9 C13 1.825(3) yes . .
P9 C16 1.829(3) yes . .
C1 C2 1.378(3) yes . .
C1 C10 1.416(3) yes . .
C2 C3 1.420(3) yes . .
C3 C4 1.361(4) yes . .
C4 C5 1.403(3) yes . .
C4 C11 1.518(3) yes . .
C5 C6 1.403(3) yes . .
C5 C10 1.404(3) yes . .
C6 C7 1.374(4) yes . .
C6 C12 1.507(3) yes . .
C7 C8 1.410(3) yes . .
C8 C9 1.383(3) yes . .
C9 C10 1.420(3) yes . .
C11 C12 1.553(4) yes . .
C13 C14 1.526(4) yes . .
C13 C15 1.534(4) yes . .
C16 C17 1.523(4) yes . .
C16 C18 1.527(4) yes . .
C2 H2 0.950 no . .
C3 H3 0.950 no . .
C7 H7 0.950 no . .
C8 H8 0.950 no . .
C11 H11A 0.990 no . .
C11 H11B 0.990 no . .
C12 H12A 0.990 no . .
C12 H12B 0.990 no . .
C13 H13 1.000 no . .
C14 H14A 0.980 no . .
C14 H14B 0.980 no . .
C14 H14C 0.980 no . .
C15 H15A 0.980 no . .
C15 H15B 0.980 no . .
C15 H15C 0.980 no . .
C16 H16 1.000 no . .
C17 H17A 0.980 no . .
C17 H17B 0.980 no . .
C17 H17C 0.980 no . .
C18 H18A 0.980 no . .
C18 H18B 0.980 no . .
C18 H18C 0.980 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
I21 I22 I23 175.202(10) yes . . .
P9 Te1 C1 83.17(7) yes . . .
Te1 P9 C9 99.37(8) yes . . .
Te1 P9 C13 114.36(9) yes . . .
Te1 P9 C16 110.95(8) yes . . .
C9 P9 C13 110.57(11) yes . . .
C9 P9 C16 110.81(11) yes . . .
C13 P9 C16 110.34(12) yes . . .
Te1 C1 C2 124.78(17) yes . . .
Te1 C1 C10 115.84(17) yes . . .
C2 C1 C10 119.4(2) yes . . .
C1 C2 C3 121.6(2) yes . . .
C2 C3 C4 120.2(2) yes . . .
C3 C4 C5 118.1(2) yes . . .
C3 C4 C11 133.8(2) yes . . .
C5 C4 C11 108.1(2) yes . . .
C4 C5 C6 113.3(2) yes . . .
C4 C5 C10 123.4(2) yes . . .
C6 C5 C10 123.3(2) yes . . .
C5 C6 C7 119.0(2) yes . . .
C5 C6 C12 108.2(2) yes . . .
C7 C6 C12 132.8(2) yes . . .
C6 C7 C8 119.3(2) yes . . .
C7 C8 C9 121.8(2) yes . . .
P9 C9 C8 124.67(19) yes . . .
P9 C9 C10 115.17(17) yes . . .
C8 C9 C10 120.1(2) yes . . .
C1 C10 C5 117.3(2) yes . . .
C1 C10 C9 126.2(2) yes . . .
C5 C10 C9 116.5(2) yes . . .
C4 C11 C12 104.9(2) yes . . .
C6 C12 C11 105.4(2) yes . . .
P9 C13 C14 111.20(18) yes . . .
P9 C13 C15 110.54(19) yes . . .
C14 C13 C15 111.4(2) yes . . .
P9 C16 C17 112.67(18) yes . . .
P9 C16 C18 110.12(18) yes . . .
C17 C16 C18 111.0(2) yes . . .
C1 C2 H2 119.193 no . . .
C3 C2 H2 119.186 no . . .
C2 C3 H3 119.894 no . . .
C4 C3 H3 119.895 no . . .
C6 C7 H7 120.348 no . . .
C8 C7 H7 120.372 no . . .
C7 C8 H8 119.097 no . . .
C9 C8 H8 119.118 no . . .
C4 C11 H11A 110.778 no . . .
C4 C11 H11B 110.775 no . . .
C12 C11 H11A 110.772 no . . .
C12 C11 H11B 110.776 no . . .
H11A C11 H11B 108.847 no . . .
C6 C12 H12A 110.656 no . . .
C6 C12 H12B 110.653 no . . .
C11 C12 H12A 110.650 no . . .
C11 C12 H12B 110.654 no . . .
H12A C12 H12B 108.771 no . . .
P9 C13 H13 107.853 no . . .
C14 C13 H13 107.850 no . . .
C15 C13 H13 107.845 no . . .
C13 C14 H14A 109.474 no . . .
C13 C14 H14B 109.469 no . . .
C13 C14 H14C 109.461 no . . .
H14A C14 H14B 109.486 no . . .
H14A C14 H14C 109.470 no . . .
H14B C14 H14C 109.467 no . . .
C13 C15 H15A 109.480 no . . .
C13 C15 H15B 109.470 no . . .
C13 C15 H15C 109.478 no . . .
H15A C15 H15B 109.470 no . . .
H15A C15 H15C 109.466 no . . .
H15B C15 H15C 109.464 no . . .
P9 C16 H16 107.628 no . . .
C17 C16 H16 107.612 no . . .
C18 C16 H16 107.621 no . . .
C16 C17 H17A 109.463 no . . .
C16 C17 H17B 109.470 no . . .
C16 C17 H17C 109.470 no . . .
H17A C17 H17B 109.471 no . . .
H17A C17 H17C 109.475 no . . .
H17B C17 H17C 109.478 no . . .
C16 C18 H18A 109.474 no . . .
C16 C18 H18B 109.474 no . . .
C16 C18 H18C 109.472 no . . .
H18A C18 H18B 109.475 no . . .
H18A C18 H18C 109.464 no . . .
H18B C18 H18C 109.467 no . . .

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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
P9 Te1 C1 C2 176.69(17) no . . . .
P9 Te1 C1 C10 -3.72(13) no . . . .
C1 Te1 P9 C9 4.38(7) no . . . .
C1 Te1 P9 C13 122.13(7) no . . . .
C1 Te1 P9 C16 -112.28(7) no . . . .
Te1 P9 C9 C8 177.22(16) no . . . .
Te1 P9 C9 C10 -5.10(16) no . . . .
Te1 P9 C13 C14 -56.98(15) no . . . .
Te1 P9 C13 C15 67.28(16) no . . . .
Te1 P9 C16 C17 -170.10(10) no . . . .
Te1 P9 C16 C18 65.42(14) no . . . .
C9 P9 C13 C14 54.17(17) no . . . .
C9 P9 C13 C15 178.43(13) no . . . .
C13 P9 C9 C8 56.7(2) no . . . .
C13 P9 C9 C10 -125.66(16) no . . . .
C9 P9 C16 C17 80.51(17) no . . . .
C9 P9 C16 C18 -43.97(17) no . . . .
C16 P9 C9 C8 -66.0(2) no . . . .
C16 P9 C9 C10 111.66(16) no . . . .
C13 P9 C16 C17 -42.29(18) no . . . .
C13 P9 C16 C18 -166.77(13) no . . . .
C16 P9 C13 C14 177.11(13) no . . . .
C16 P9 C13 C15 -58.63(18) no . . . .
Te1 C1 C2 C3 178.44(14) no . . . .
Te1 C1 C10 C5 -178.99(13) no . . . .
Te1 C1 C10 C9 1.4(3) no . . . .
C2 C1 C10 C5 0.6(3) no . . . .
C2 C1 C10 C9 -178.9(2) no . . . .
C10 C1 C2 C3 -1.1(4) no . . . .
C1 C2 C3 C4 1.1(4) no . . . .
C2 C3 C4 C5 -0.6(4) no . . . .
C2 C3 C4 C11 178.2(2) no . . . .
C3 C4 C5 C6 -179.4(2) no . . . .
C3 C4 C5 C10 0.1(4) no . . . .
C3 C4 C11 C12 179.7(3) no . . . .
C5 C4 C11 C12 -1.5(3) no . . . .
C11 C4 C5 C6 1.5(3) no . . . .
C11 C4 C5 C10 -179.0(2) no . . . .
C4 C5 C6 C7 179.5(2) no . . . .
C4 C5 C6 C12 -0.9(3) no . . . .
C4 C5 C10 C1 -0.1(3) no . . . .
C4 C5 C10 C9 179.5(2) no . . . .
C6 C5 C10 C1 179.3(2) no . . . .
C6 C5 C10 C9 -1.0(3) no . . . .
C10 C5 C6 C7 -0.0(4) no . . . .
C10 C5 C6 C12 179.6(2) no . . . .
C5 C6 C7 C8 0.7(4) no . . . .
C5 C6 C12 C11 -0.1(3) no . . . .
C7 C6 C12 C11 179.4(3) no . . . .
C12 C6 C7 C8 -178.8(2) no . . . .
C6 C7 C8 C9 -0.3(4) no . . . .
C7 C8 C9 P9 176.80(19) no . . . .
C7 C8 C9 C10 -0.8(4) no . . . .
P9 C9 C10 C1 3.2(3) no . . . .
P9 C9 C10 C5 -176.39(14) no . . . .
C8 C9 C10 C1 -179.0(2) no . . . .
C8 C9 C10 C5 1.4(3) no . . . .
C4 C11 C12 C6 0.9(3) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
C1 C4 2.827(3) no . .
C2 C5 2.736(3) no . .
C3 C6 3.599(4) no . .
C3 C10 2.817(3) no . .
C5 C8 2.743(3) no . .
C6 C9 2.811(3) no . .
C7 C10 2.839(3) no . .
C8 C13 3.530(3) no . .
C9 C14 3.331(4) no . .
C9 C18 3.218(4) no . .
C13 C17 3.263(4) no . .
C15 C16 3.381(4) no . .
I21 Te1 3.4967(5) no . 2_556
Te1 I21 3.4967(5) no . 2_546
C1 C17 3.455(4) no . 2_546
C2 C3 3.521(4) no . 3_567
C2 C4 3.515(4) no . 3_567
C2 C17 3.502(4) no . 2_546
C3 C2 3.521(4) no . 3_567
C4 C2 3.515(4) no . 3_567
C6 C6 3.502(4) no . 3_667
C7 C11 3.596(4) no . 3_667
C11 C7 3.596(4) no . 3_667
C17 C1 3.455(4) no . 2_556
C17 C2 3.502(4) no . 2_556
Te1 H2 3.1917 no . .
Te1 H14B 3.3562 no . .
Te1 H15A 3.4868 no . .
Te1 H16 3.5423 no . .
Te1 H18C 3.2958 no . .
P9 H8 2.9391 no . .
P9 H14B 2.9362 no . .
P9 H14C 2.8916 no . .
P9 H15A 2.9232 no . .
P9 H15C 2.8904 no . .
P9 H17A 2.9571 no . .
P9 H17C 2.9312 no . .
P9 H18B 2.9307 no . .
P9 H18C 2.8606 no . .
C1 H3 3.2909 no . .
C1 H18C 3.5679 no . .
C3 H11A 2.9691 no . .
C3 H11B 2.9720 no . .
C4 H2 3.2583 no . .
C4 H12A 3.1058 no . .
C4 H12B 3.0936 no . .
C5 H3 3.2364 no . .
C5 H7 3.2572 no . .
C5 H11A 3.0364 no . .
C5 H11B 3.0184 no . .
C5 H12A 3.0212 no . .
C5 H12B 3.0202 no . .
C6 H8 3.2536 no . .
C6 H11A 3.1062 no . .
C6 H11B 3.0941 no . .
C7 H12A 2.9524 no . .
C7 H12B 2.9579 no . .
C8 H13 3.3085 no . .
C8 H14C 3.2386 no . .
C8 H17A 3.0788 no . .
C8 H18B 3.1766 no . .
C9 H7 3.2925 no . .
C9 H13 3.1545 no . .
C9 H14C 2.8758 no . .
C9 H17A 3.3108 no . .
C9 H18B 2.8281 no . .
C9 H18C 3.3271 no . .
C10 H2 3.2687 no . .
C10 H8 3.2839 no . .
C10 H14C 3.5818 no . .
C10 H18B 3.4234 no . .
C10 H18C 3.5620 no . .
C11 H3 2.8976 no . .
C12 H7 2.8921 no . .
C13 H8 3.2977 no . .
C13 H16 3.2725 no . .
C13 H17A 3.4510 no . .
C13 H17C 2.8242 no . .
C14 H15A 2.7366 no . .
C14 H15B 2.7049 no . .
C14 H15C 3.3673 no . .
C15 H14A 2.7111 no . .
C15 H14B 2.7266 no . .
C15 H14C 3.3689 no . .
C15 H16 3.1963 no . .
C15 H17C 2.9808 no . .
C16 H8 3.4890 no . .
C16 H13 3.1346 no . .
C16 H15C 2.9249 no . .
C17 H8 3.2476 no . .
C17 H13 2.9277 no . .
C17 H15C 3.0318 no . .
C17 H18A 2.6961 no . .
C17 H18B 2.7138 no . .
C17 H18C 3.3552 no . .
C18 H17A 2.7215 no . .
C18 H17B 2.6863 no . .
C18 H17C 3.3557 no . .
H2 H3 2.3571 no . .
H3 H11A 3.0214 no . .
H3 H11B 3.0407 no . .
H7 H8 2.3522 no . .
H7 H12A 3.0158 no . .
H7 H12B 3.0165 no . .
H8 H13 2.8254 no . .
H8 H14C 3.3002 no . .
H8 H17A 2.4906 no . .
H8 H17C 3.4988 no . .
H8 H18B 3.3435 no . .
H11A H12A 2.7653 no . .
H11A H12B 2.2537 no . .
H11B H12A 2.2537 no . .
H11B H12B 2.7740 no . .
H13 H14A 2.3497 no . .
H13 H14B 2.8602 no . .
H13 H14C 2.3586 no . .
H13 H15A 2.8660 no . .
H13 H15B 2.3630 no . .
H13 H15C 2.3595 no . .
H13 H16 3.5536 no . .
H13 H17A 2.9514 no . .
H13 H17C 2.3922 no . .
H14A H15A 3.0199 no . .
H14A H15B 2.5215 no . .
H14A H15C 3.5938 no . .
H14B H15A 2.5722 no . .
H14B H15B 2.9956 no . .
H14C H15B 3.5949 no . .
H15A H16 3.3467 no . .
H15B H17C 3.4877 no . .
H15C H16 2.5976 no . .
H15C H17C 2.3452 no . .
H16 H17A 2.8556 no . .
H16 H17B 2.3473 no . .
H16 H17C 2.3484 no . .
H16 H18A 2.3448 no . .
H16 H18B 2.8589 no . .
H16 H18C 2.3594 no . .
H17A H18A 3.0050 no . .
H17A H18B 2.5568 no . .
H17B H18A 2.4998 no . .
H17B H18B 2.9790 no . .
H17B H18C 3.5766 no . .
H17C H18A 3.5800 no . .
I21 H2 3.0404 no . 2_556
I21 H8 3.0642 no . .
I21 H12A 3.4261 no . 4_564
I21 H18A 3.3520 no . 1_655
I22 H2 3.4897 no . 2_556
I22 H12A 3.5157 no . 4_564
I22 H13 3.3693 no . .
I22 H14A 3.4388 no . .
I22 H16 3.2035 no . 1_655
I22 H18C 3.4177 no . 1_655
I23 H14B 3.3392 no . 3_666
I23 H17A 3.3816 no . 4_564
Te1 H11B 3.2216 no . 3_567
Te1 H17A 3.5795 no . 2_546
C1 H3 3.5113 no . 3_567
C1 H11B 3.5223 no . 3_567
C1 H17A 3.5762 no . 2_546
C1 H17B 3.2164 no . 2_546
C1 H17C 3.0284 no . 2_546
C2 H11B 3.5721 no . 3_567
C2 H17B 3.5903 no . 2_546
C2 H17C 2.7510 no . 2_546
C3 H15C 3.4779 no . 2_546
C3 H17C 3.2129 no . 2_546
C3 H18C 3.2432 no . 3_567
C4 H2 3.4482 no . 3_567
C4 H7 3.5134 no . 3_667
C5 H12B 3.0382 no . 3_667
C6 H12B 3.0805 no . 3_667
C7 H11A 3.0463 no . 3_667
C7 H12B 3.0564 no . 3_667
C7 H16 3.5396 no . 4_565
C8 H11A 2.9557 no . 3_667
C8 H12B 3.0070 no . 3_667
C9 H12B 3.0026 no . 3_667
C10 H3 3.5873 no . 3_567
C10 H12B 3.0199 no . 3_667
C10 H17B 3.4785 no . 2_546
C11 H14C 3.2043 no . 3_667
C12 H14C 2.9394 no . 3_667
C12 H17B 3.2465 no . 4_565
C14 H12B 3.3516 no . 3_667
C14 H17B 3.4181 no . 2_546
C17 H14B 3.5931 no . 2_556
C18 H3 2.9948 no . 3_567
H2 I21 3.0404 no . 2_546
H2 I22 3.4897 no . 2_546
H2 C4 3.4482 no . 3_567
H2 H11B 3.2472 no . 3_567
H2 H13 3.3765 no . 2_546
H2 H17C 2.8589 no . 2_546
H3 C1 3.5113 no . 3_567
H3 C10 3.5873 no . 3_567
H3 C18 2.9948 no . 3_567
H3 H15B 3.2278 no . 2_546
H3 H15C 3.2679 no . 2_546
H3 H17C 3.5597 no . 2_546
H3 H18A 3.4012 no . 3_567
H3 H18B 2.8115 no . 3_567
H3 H18C 2.3878 no . 3_567
H7 C4 3.5134 no . 3_667
H7 H11A 3.0475 no . 3_667
H7 H12B 3.5997 no . 3_667
H7 H15C 2.8345 no . 4_565
H7 H16 2.7863 no . 4_565
H7 H17B 3.5049 no . 4_565
H7 H17C 3.3834 no . 4_565
H8 I21 3.0642 no . .
H8 H11A 2.8913 no . 3_667
H8 H12B 3.5333 no . 3_667
H11A C7 3.0463 no . 3_667
H11A C8 2.9557 no . 3_667
H11A H7 3.0475 no . 3_667
H11A H8 2.8913 no . 3_667
H11A H14C 2.8479 no . 3_667
H11A H18C 3.5693 no . 3_567
H11B Te1 3.2216 no . 3_567
H11B C1 3.5223 no . 3_567
H11B C2 3.5721 no . 3_567
H11B H2 3.2472 no . 3_567
H11B H14C 3.3388 no . 3_667
H11B H18C 3.3105 no . 3_567
H12A I21 3.4261 no . 4_465
H12A I22 3.5157 no . 4_465
H12A H14C 2.9471 no . 3_667
H12A H16 3.2110 no . 4_565
H12A H17B 2.8922 no . 4_565
H12A H18A 2.9478 no . 4_565
H12B C5 3.0382 no . 3_667
H12B C6 3.0805 no . 3_667
H12B C7 3.0564 no . 3_667
H12B C8 3.0070 no . 3_667
H12B C9 3.0026 no . 3_667
H12B C10 3.0199 no . 3_667
H12B C14 3.3516 no . 3_667
H12B H7 3.5997 no . 3_667
H12B H8 3.5333 no . 3_667
H12B H14B 3.5969 no . 3_667
H12B H14C 2.4070 no . 3_667
H12B H17B 2.7421 no . 4_565
H13 I22 3.3693 no . .
H13 H2 3.3765 no . 2_556
H14A I22 3.4388 no . .
H14B I23 3.3392 no . 3_666
H14B C17 3.5931 no . 2_546
H14B H12B 3.5969 no . 3_667
H14B H17A 3.4341 no . 2_546
H14B H17B 2.8699 no . 2_546
H14C C11 3.2043 no . 3_667
H14C C12 2.9394 no . 3_667
H14C H11A 2.8479 no . 3_667
H14C H11B 3.3388 no . 3_667
H14C H12A 2.9471 no . 3_667
H14C H12B 2.4070 no . 3_667
H14C H17B 3.0593 no . 2_546
H15B H3 3.2278 no . 2_556
H15B H18A 3.2349 no . 4_564
H15B H18B 3.5202 no . 4_564
H15C C3 3.4779 no . 2_556
H15C H3 3.2679 no . 2_556
H15C H7 2.8345 no . 4_464
H16 I22 3.2035 no . 1_455
H16 C7 3.5396 no . 4_464
H16 H7 2.7863 no . 4_464
H16 H12A 3.2110 no . 4_464
H17A I23 3.3816 no . 4_465
H17A Te1 3.5795 no . 2_556
H17A C1 3.5762 no . 2_556
H17A H14B 3.4341 no . 2_556
H17B C1 3.2164 no . 2_556
H17B C2 3.5903 no . 2_556
H17B C10 3.4785 no . 2_556
H17B C12 3.2465 no . 4_464
H17B C14 3.4181 no . 2_556
H17B H7 3.5049 no . 4_464
H17B H12A 2.8922 no . 4_464
H17B H12B 2.7421 no . 4_464
H17B H14B 2.8699 no . 2_556
H17B H14C 3.0593 no . 2_556
H17C C1 3.0284 no . 2_556
H17C C2 2.7510 no . 2_556
H17C C3 3.2129 no . 2_556
H17C H2 2.8589 no . 2_556
H17C H3 3.5597 no . 2_556
H17C H7 3.3834 no . 4_464
H18A I21 3.3520 no . 1_455
H18A H3 3.4012 no . 3_567
H18A H12A 2.9478 no . 4_464
H18A H15B 3.2349 no . 4_465
H18B H3 2.8115 no . 3_567
H18B H15B 3.5202 no . 4_465
H18C I22 3.4177 no . 1_455
H18C C3 3.2432 no . 3_567
H18C H3 2.3878 no . 3_567
H18C H11A 3.5693 no . 3_567
H18C H11B 3.3105 no . 3_567

#==============================================================================
#     End of CIF
#==============================================================================
####################################################################### 
# 
# 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_shelxl
_audit_block_doi                 10.5517/cc1jccqz
_database_code_depnum_ccdc_archive 'CCDC 1411111'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.organomet.5b00813 2015
_audit_update_record             
;
2015-07-07 deposited with the CCDC.
2016-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H18 F3 O3 P S Te'
_chemical_formula_weight         614.02

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Te Te -0.5308 1.6751 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   8.5859(3)
_cell_length_b                   13.5523(4)
_cell_length_c                   20.3142(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.1330(10)
_cell_angle_gamma                90.00
_cell_volume                     2333.77(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9964
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      32.04

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.748
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1208
_exptl_absorpt_coefficient_mu    1.483
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6384
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_process_details   'SADABS (Bruker, 2000)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100
_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  'Bruker Venture D8'
_diffrn_measurement_method       '2θ/ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            78437
_diffrn_reflns_av_R_equivalents  0.0676
_diffrn_reflns_av_sigmaI/netI    0.0412
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.46
_diffrn_reflns_theta_max         32.58
_reflns_number_total             8479
_reflns_number_gt                6704
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_molecular_graphics    Diamond
_computing_publication_material  WinGX

_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     
'calc w=1/[σ²(Fo²)+(0.0255P)²+1.2073P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8479
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0300
_refine_ls_wR_factor_ref         0.0604
_refine_ls_wR_factor_gt          0.0552
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2381(2) 0.62410(13) -0.07093(9) 0.0188(4) Uani 1 1 d . . .
H1A H 0.1538 0.6302 -0.1086 0.023 Uiso 1 1 calc R . .
H1B H 0.3239 0.6675 -0.0779 0.023 Uiso 1 1 calc R . .
C2 C 0.1779(2) 0.64987(13) -0.00478(10) 0.0198(4) Uani 1 1 d . . .
H2A H 0.2424 0.7012 0.0192 0.024 Uiso 1 1 calc R . .
H2B H 0.0694 0.6724 -0.0136 0.024 Uiso 1 1 calc R . .
C3 C 0.2199(2) -0.12003(15) 0.13803(10) 0.0229(4) Uani 1 1 d . . .
C10 C 0.3643(2) 0.32194(12) -0.01864(8) 0.0118(3) Uani 1 1 d . . .
C11 C 0.4051(2) 0.35704(13) -0.07722(8) 0.0142(3) Uani 1 1 d . . .
H11 H 0.4582 0.3157 -0.1027 0.017 Uiso 1 1 calc R . .
C12 C 0.3679(2) 0.45489(13) -0.09984(9) 0.0163(3) Uani 1 1 d . . .
H12 H 0.3939 0.4758 -0.1403 0.020 Uiso 1 1 calc R . .
C13 C 0.2945(2) 0.51818(13) -0.06246(8) 0.0142(3) Uani 1 1 d . . .
C14 C 0.2590(2) 0.48291(12) -0.00124(8) 0.0127(3) Uani 1 1 d . . .
C15 C 0.1910(2) 0.55499(13) 0.03495(9) 0.0156(3) Uani 1 1 d . . .
C16 C 0.1526(2) 0.53040(14) 0.09612(9) 0.0188(4) Uani 1 1 d . . .
H16 H 0.1086 0.5773 0.1211 0.023 Uiso 1 1 calc R . .
C17 C 0.1804(2) 0.43360(13) 0.12058(9) 0.0169(3) Uani 1 1 d . . .
H17 H 0.1530 0.4169 0.1616 0.020 Uiso 1 1 calc R . .
C18 C 0.2480(2) 0.36260(13) 0.08468(8) 0.0125(3) Uani 1 1 d . . .
C19 C 0.29012(19) 0.38633(12) 0.02191(8) 0.0114(3) Uani 1 1 d . . .
C20 C 0.1168(2) 0.17942(12) 0.13032(9) 0.0132(3) Uani 1 1 d . . .
C21 C 0.0217(2) 0.12728(13) 0.07969(9) 0.0174(4) Uani 1 1 d . . .
H21 H 0.0556 0.1167 0.0390 0.021 Uiso 1 1 calc R . .
C22 C -0.1233(2) 0.09142(15) 0.09058(10) 0.0233(4) Uani 1 1 d . . .
H22 H -0.1870 0.0569 0.0570 0.028 Uiso 1 1 calc R . .
C23 C -0.1736(2) 0.10678(15) 0.15123(11) 0.0251(4) Uani 1 1 d . . .
H23 H -0.2709 0.0825 0.1583 0.030 Uiso 1 1 calc R . .
C24 C -0.0793(2) 0.15819(16) 0.20150(11) 0.0260(4) Uani 1 1 d . . .
H24 H -0.1135 0.1682 0.2422 0.031 Uiso 1 1 calc R . .
C25 C 0.0660(2) 0.19481(14) 0.19136(10) 0.0201(4) Uani 1 1 d . . .
H25 H 0.1291 0.2294 0.2251 0.024 Uiso 1 1 calc R . .
C30 C 0.4334(2) 0.24890(12) 0.18985(8) 0.0125(3) Uani 1 1 d . . .
C35 C 0.5208(2) 0.33565(13) 0.20026(9) 0.0173(3) Uani 1 1 d . . .
H35 H 0.5028 0.3867 0.1694 0.021 Uiso 1 1 calc R . .
C34 C 0.6346(2) 0.34627(14) 0.25631(10) 0.0209(4) Uani 1 1 d . . .
H34 H 0.6929 0.4042 0.2632 0.025 Uiso 1 1 calc R . .
C33 C 0.6608(2) 0.27005(15) 0.30198(9) 0.0206(4) Uani 1 1 d . . .
H33 H 0.7358 0.2772 0.3400 0.025 Uiso 1 1 calc R . .
C32 C 0.5759(2) 0.18317(14) 0.29137(9) 0.0185(4) Uani 1 1 d . . .
H32 H 0.5960 0.1319 0.3220 0.022 Uiso 1 1 calc R . .
C31 C 0.4612(2) 0.17171(13) 0.23554(9) 0.0152(3) Uani 1 1 d . . .
H31 H 0.4038 0.1134 0.2287 0.018 Uiso 1 1 calc R . .
O2 O 0.40383(17) 0.02154(10) 0.11705(7) 0.0227(3) Uani 1 1 d . . .
O1 O 0.49558(19) -0.14643(11) 0.10743(7) 0.0282(3) Uani 1 1 d . . .
O3 O 0.47590(17) -0.07871(10) 0.21643(7) 0.0245(3) Uani 1 1 d . . .
F1 F 0.13832(15) -0.06742(11) 0.17568(7) 0.0402(3) Uani 1 1 d . . .
F2 F 0.14646(16) -0.11479(10) 0.07527(7) 0.0388(3) Uani 1 1 d . . .
F3 F 0.21699(17) -0.21443(10) 0.15673(7) 0.0410(4) Uani 1 1 d . . .
S3 S 0.42183(5) -0.07589(3) 0.14587(2) 0.01364(8) Uani 1 1 d . . .
Te1 Te 0.402380(13) 0.175062(8) 0.017675(5) 0.01105(3) Uani 1 1 d . . .
P1 P 0.29371(5) 0.23917(3) 0.11404(2) 0.01095(8) 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 C13 1.516(2) . ?
C1 C2 1.554(3) . ?
C2 C15 1.513(3) . ?
C3 F1 1.324(2) . ?
C3 F2 1.331(2) . ?
C3 F3 1.336(2) . ?
C3 S3 1.817(2) . ?
C10 C11 1.377(2) . ?
C10 C19 1.419(2) . ?
C10 Te1 2.1299(16) . ?
C11 C12 1.423(2) . ?
C12 C13 1.365(2) . ?
C13 C14 1.410(2) . ?
C14 C19 1.402(2) . ?
C14 C15 1.404(2) . ?
C15 C16 1.376(3) . ?
C16 C17 1.410(3) . ?
C17 C18 1.389(2) . ?
C18 C19 1.417(2) . ?
C18 P1 1.7982(18) . ?
C20 C25 1.394(2) . ?
C20 C21 1.399(2) . ?
C20 P1 1.7981(17) . ?
C21 C22 1.387(3) . ?
C22 C23 1.384(3) . ?
C23 C24 1.386(3) . ?
C24 C25 1.388(3) . ?
C30 C35 1.393(2) . ?
C30 C31 1.394(2) . ?
C30 P1 1.8004(17) . ?
C35 C34 1.385(3) . ?
C34 C33 1.383(3) . ?
C33 C32 1.383(3) . ?
C32 C31 1.388(3) . ?
O2 S3 1.4427(13) . ?
O1 S3 1.4428(14) . ?
O3 S3 1.4354(14) . ?
Te1 P1 2.4571(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 C1 C2 104.98(14) . . ?
C15 C2 C1 105.28(14) . . ?
F1 C3 F2 108.09(17) . . ?
F1 C3 F3 108.41(16) . . ?
F2 C3 F3 107.22(17) . . ?
F1 C3 S3 110.92(14) . . ?
F2 C3 S3 111.51(13) . . ?
F3 C3 S3 110.55(14) . . ?
C11 C10 C19 119.23(15) . . ?
C11 C10 Te1 125.17(13) . . ?
C19 C10 Te1 115.60(12) . . ?
C10 C11 C12 121.76(16) . . ?
C13 C12 C11 120.37(16) . . ?
C12 C13 C14 117.48(16) . . ?
C12 C13 C1 134.37(16) . . ?
C14 C13 C1 108.15(15) . . ?
C19 C14 C15 123.15(16) . . ?
C19 C14 C13 123.78(16) . . ?
C15 C14 C13 113.07(15) . . ?
C16 C15 C14 118.91(16) . . ?
C16 C15 C2 132.79(17) . . ?
C14 C15 C2 108.30(15) . . ?
C15 C16 C17 119.47(16) . . ?
C18 C17 C16 121.42(17) . . ?
C17 C18 C19 120.20(16) . . ?
C17 C18 P1 123.90(13) . . ?
C19 C18 P1 115.86(12) . . ?
C14 C19 C18 116.84(15) . . ?
C14 C19 C10 117.31(15) . . ?
C18 C19 C10 125.84(15) . . ?
C25 C20 C21 120.10(16) . . ?
C25 C20 P1 119.27(14) . . ?
C21 C20 P1 120.23(13) . . ?
C22 C21 C20 119.56(18) . . ?
C23 C22 C21 120.27(19) . . ?
C22 C23 C24 120.19(18) . . ?
C23 C24 C25 120.28(19) . . ?
C24 C25 C20 119.59(18) . . ?
C35 C30 C31 120.07(16) . . ?
C35 C30 P1 117.48(13) . . ?
C31 C30 P1 122.37(13) . . ?
C34 C35 C30 120.34(17) . . ?
C33 C34 C35 119.49(18) . . ?
C34 C33 C32 120.39(17) . . ?
C33 C32 C31 120.69(17) . . ?
C32 C31 C30 118.99(17) . . ?
O3 S3 O1 115.00(9) . . ?
O3 S3 O2 115.23(9) . . ?
O1 S3 O2 114.51(8) . . ?
O3 S3 C3 103.39(9) . . ?
O1 S3 C3 103.24(10) . . ?
O2 S3 C3 103.09(9) . . ?
C10 Te1 P1 83.61(5) . . ?
C20 P1 C18 109.48(8) . . ?
C20 P1 C30 110.07(8) . . ?
C18 P1 C30 107.24(8) . . ?
C20 P1 Te1 115.22(6) . . ?
C18 P1 Te1 98.93(6) . . ?
C30 P1 Te1 114.95(5) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        32.58
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.833
_refine_diff_density_min         -0.532
_refine_diff_density_rms         0.125
####################################################################### 
# 
# 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_shelxl
_audit_block_doi                 10.5517/cc1jccr0
_database_code_depnum_ccdc_archive 'CCDC 1411112'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.organomet.5b00813 2015
_audit_update_record             
;
2015-07-07 deposited with the CCDC.
2016-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H18 As F3 O3 S Te'
_chemical_formula_weight         657.97

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'
Te Te -0.5308 1.6751 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   8.6484(3)
_cell_length_b                   13.5162(4)
_cell_length_c                   20.5103(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.0690(10)
_cell_angle_gamma                90.00
_cell_volume                     2367.55(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9649
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      29.94

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.846
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1280
_exptl_absorpt_coefficient_mu    2.781
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6062
_exptl_absorpt_correction_T_max  0.8734
_exptl_absorpt_process_details   'SADABS (Bruker, 2000)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100
_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  'Bruker Venture D8'
_diffrn_measurement_method       '2θ/ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            103189
_diffrn_reflns_av_R_equivalents  0.0430
_diffrn_reflns_av_sigmaI/netI    0.0185
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.44
_diffrn_reflns_theta_max         30.09
_reflns_number_total             6930
_reflns_number_gt                6027
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_molecular_graphics    Diamond
_computing_publication_material  WinGX

_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     
'calc w=1/[σ²(Fo²)+(0.0195P)²+2.4715P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6930
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0237
_refine_ls_wR_factor_ref         0.0496
_refine_ls_wR_factor_gt          0.0463
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.087
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Te1 Te 0.404623(13) 0.172651(8) 0.015164(6) 0.01190(3) Uani 1 1 d . . .
As1 As 0.29591(2) 0.235542(13) 0.115140(9) 0.01137(4) Uani 1 1 d . . .
S1 S 0.42274(5) -0.07343(3) 0.14749(2) 0.01398(8) Uani 1 1 d . . .
F1 F 0.15772(18) -0.11635(12) 0.07287(7) 0.0425(4) Uani 1 1 d . . .
F2 F 0.22579(19) -0.21779(11) 0.15279(8) 0.0454(4) Uani 1 1 d . . .
F3 F 0.13696(17) -0.07312(13) 0.17190(8) 0.0454(4) Uani 1 1 d . . .
O3 O 0.47127(19) -0.07889(11) 0.21759(7) 0.0269(3) Uani 1 1 d . . .
O1 O 0.50365(19) -0.13969(12) 0.10930(8) 0.0288(3) Uani 1 1 d . . .
O2 O 0.40171(17) 0.02529(10) 0.12062(7) 0.0220(3) Uani 1 1 d . . .
C10 C 0.3672(2) 0.32114(13) -0.01889(9) 0.0129(3) Uani 1 1 d . . .
C19 C 0.2933(2) 0.38743(13) 0.02065(9) 0.0125(3) Uani 1 1 d . . .
C14 C 0.2632(2) 0.48373(13) -0.00385(9) 0.0136(3) Uani 1 1 d . . .
C13 C 0.2992(2) 0.51684(13) -0.06475(9) 0.0158(3) Uani 1 1 d . . .
C1 C 0.2428(2) 0.62303(14) -0.07510(10) 0.0198(4) Uani 1 1 d . . .
H1A H 0.1576 0.6278 -0.1133 0.024 Uiso 1 1 calc R . .
H1B H 0.3297 0.6670 -0.0828 0.024 Uiso 1 1 calc R . .
C2 C 0.1823(2) 0.65136(14) -0.01000(10) 0.0210(4) Uani 1 1 d . . .
H2A H 0.2474 0.7046 0.0135 0.025 Uiso 1 1 calc R . .
H2B H 0.0723 0.6743 -0.0193 0.025 Uiso 1 1 calc R . .
C15 C 0.1951(2) 0.55756(13) 0.03074(10) 0.0164(4) Uani 1 1 d . . .
C16 C 0.1565(2) 0.53598(14) 0.09167(10) 0.0194(4) Uani 1 1 d . . .
H16 H 0.1116 0.5852 0.1159 0.023 Uiso 1 1 calc R . .
C17 C 0.1843(2) 0.43966(14) 0.11780(10) 0.0178(4) Uani 1 1 d . . .
H17 H 0.1572 0.4244 0.1598 0.021 Uiso 1 1 calc R . .
C18 C 0.2505(2) 0.36708(13) 0.08306(9) 0.0138(3) Uani 1 1 d . . .
C30 C 0.4399(2) 0.24833(13) 0.19591(9) 0.0133(3) Uani 1 1 d . . .
C35 C 0.5235(2) 0.33676(14) 0.20514(10) 0.0177(4) Uani 1 1 d . . .
H35 H 0.5053 0.3879 0.1731 0.021 Uiso 1 1 calc R . .
C34 C 0.6333(2) 0.34930(15) 0.26149(10) 0.0217(4) Uani 1 1 d . . .
H34 H 0.6913 0.4091 0.2682 0.026 Uiso 1 1 calc R . .
C33 C 0.6582(2) 0.27475(16) 0.30790(10) 0.0219(4) Uani 1 1 d . . .
H33 H 0.7322 0.2839 0.3469 0.026 Uiso 1 1 calc R . .
C32 C 0.5758(2) 0.18651(15) 0.29810(9) 0.0196(4) Uani 1 1 d . . .
H32 H 0.5950 0.1353 0.3301 0.024 Uiso 1 1 calc R . .
C31 C 0.4654(2) 0.17238(14) 0.24183(9) 0.0158(3) Uani 1 1 d . . .
H31 H 0.4087 0.1121 0.2350 0.019 Uiso 1 1 calc R . .
C20 C 0.1050(2) 0.17576(13) 0.13179(9) 0.0145(3) Uani 1 1 d . . .
C21 C 0.0137(2) 0.12253(14) 0.08235(10) 0.0199(4) Uani 1 1 d . . .
H21 H 0.0498 0.1099 0.0417 0.024 Uiso 1 1 calc R . .
C22 C -0.1313(2) 0.08784(16) 0.09307(12) 0.0267(5) Uani 1 1 d . . .
H22 H -0.1947 0.0507 0.0597 0.032 Uiso 1 1 calc R . .
C23 C -0.1837(2) 0.10712(16) 0.15201(12) 0.0280(5) Uani 1 1 d . . .
H23 H -0.2836 0.0838 0.1588 0.034 Uiso 1 1 calc R . .
C24 C -0.0916(3) 0.16015(17) 0.20127(12) 0.0286(5) Uani 1 1 d . . .
H24 H -0.1281 0.1726 0.2418 0.034 Uiso 1 1 calc R . .
C25 C 0.0543(2) 0.19526(16) 0.19149(10) 0.0220(4) Uani 1 1 d . . .
H25 H 0.1180 0.2319 0.2250 0.026 Uiso 1 1 calc R . .
C12 C 0.3732(2) 0.45236(14) -0.10105(9) 0.0174(4) Uani 1 1 d . . .
H12 H 0.4008 0.4728 -0.1420 0.021 Uiso 1 1 calc R . .
C11 C 0.4086(2) 0.35467(14) -0.07732(9) 0.0156(3) Uani 1 1 d . . .
H11 H 0.4624 0.3113 -0.1025 0.019 Uiso 1 1 calc R . .
C3 C 0.2246(2) -0.12238(16) 0.13573(11) 0.0251(4) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Te1 C10 2.1329(17) . ?
Te1 As1 2.5336(2) . ?
As1 C18 1.9148(18) . ?
As1 C20 1.9166(17) . ?
As1 C30 1.9170(18) . ?
S1 O3 1.4348(15) . ?
S1 O1 1.4415(15) . ?
S1 O2 1.4441(14) . ?
S1 C3 1.817(2) . ?
F1 C3 1.330(3) . ?
F2 C3 1.336(2) . ?
F3 C3 1.321(3) . ?
C10 C11 1.381(3) . ?
C10 C19 1.425(2) . ?
C19 C14 1.405(2) . ?
C19 C18 1.415(2) . ?
C14 C15 1.406(3) . ?
C14 C13 1.407(3) . ?
C13 C12 1.369(3) . ?
C13 C1 1.520(3) . ?
C1 C2 1.557(3) . ?
C2 C15 1.513(3) . ?
C15 C16 1.375(3) . ?
C16 C17 1.414(3) . ?
C17 C18 1.388(3) . ?
C30 C31 1.387(3) . ?
C30 C35 1.394(2) . ?
C35 C34 1.386(3) . ?
C34 C33 1.380(3) . ?
C33 C32 1.387(3) . ?
C32 C31 1.390(3) . ?
C20 C21 1.384(3) . ?
C20 C25 1.390(3) . ?
C21 C22 1.389(3) . ?
C22 C23 1.381(3) . ?
C23 C24 1.384(3) . ?
C24 C25 1.392(3) . ?
C12 C11 1.424(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 Te1 As1 83.84(5) . . ?
C18 As1 C20 108.47(8) . . ?
C18 As1 C30 106.46(8) . . ?
C20 As1 C30 110.16(8) . . ?
C18 As1 Te1 96.64(5) . . ?
C20 As1 Te1 116.28(6) . . ?
C30 As1 Te1 117.14(5) . . ?
O3 S1 O1 114.97(9) . . ?
O3 S1 O2 115.43(9) . . ?
O1 S1 O2 114.16(9) . . ?
O3 S1 C3 103.59(10) . . ?
O1 S1 C3 103.29(10) . . ?
O2 S1 C3 103.09(9) . . ?
C11 C10 C19 119.24(16) . . ?
C11 C10 Te1 123.12(13) . . ?
C19 C10 Te1 117.63(13) . . ?
C14 C19 C18 116.33(16) . . ?
C14 C19 C10 116.97(16) . . ?
C18 C19 C10 126.68(16) . . ?
C19 C14 C15 123.09(17) . . ?
C19 C14 C13 123.89(17) . . ?
C15 C14 C13 113.01(16) . . ?
C12 C13 C14 117.92(17) . . ?
C12 C13 C1 133.83(18) . . ?
C14 C13 C1 108.25(16) . . ?
C13 C1 C2 104.85(15) . . ?
C15 C2 C1 105.21(15) . . ?
C16 C15 C14 119.29(17) . . ?
C16 C15 C2 132.27(17) . . ?
C14 C15 C2 108.43(16) . . ?
C15 C16 C17 119.25(17) . . ?
C18 C17 C16 121.03(18) . . ?
C17 C18 C19 121.01(17) . . ?
C17 C18 As1 123.96(14) . . ?
C19 C18 As1 115.01(13) . . ?
C31 C30 C35 121.25(17) . . ?
C31 C30 As1 122.15(14) . . ?
C35 C30 As1 116.55(13) . . ?
C34 C35 C30 119.38(18) . . ?
C33 C34 C35 119.86(19) . . ?
C34 C33 C32 120.48(18) . . ?
C33 C32 C31 120.54(18) . . ?
C30 C31 C32 118.48(18) . . ?
C21 C20 C25 121.43(18) . . ?
C21 C20 As1 119.75(14) . . ?
C25 C20 As1 118.53(14) . . ?
C20 C21 C22 119.0(2) . . ?
C23 C22 C21 120.3(2) . . ?
C22 C23 C24 120.42(19) . . ?
C23 C24 C25 120.1(2) . . ?
C20 C25 C24 118.8(2) . . ?
C13 C12 C11 119.90(17) . . ?
C10 C11 C12 122.00(17) . . ?
F3 C3 F1 108.23(18) . . ?
F3 C3 F2 108.70(18) . . ?
F1 C3 F2 107.29(18) . . ?
F3 C3 S1 110.77(16) . . ?
F1 C3 S1 111.32(15) . . ?
F2 C3 S1 110.42(15) . . ?

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
C10 Te1 As1 C18 3.11(7) . . . . ?
C10 Te1 As1 C20 117.52(8) . . . . ?
C10 Te1 As1 C30 -109.24(8) . . . . ?
As1 Te1 C10 C11 176.77(15) . . . . ?
As1 Te1 C10 C19 -4.31(12) . . . . ?
C11 C10 C19 C14 1.7(2) . . . . ?
Te1 C10 C19 C14 -177.25(12) . . . . ?
C11 C10 C19 C18 -176.60(17) . . . . ?
Te1 C10 C19 C18 4.4(2) . . . . ?
C18 C19 C14 C15 0.3(3) . . . . ?
C10 C19 C14 C15 -178.14(16) . . . . ?
C18 C19 C14 C13 179.56(16) . . . . ?
C10 C19 C14 C13 1.1(3) . . . . ?
C19 C14 C13 C12 -2.5(3) . . . . ?
C15 C14 C13 C12 176.77(16) . . . . ?
C19 C14 C13 C1 177.57(16) . . . . ?
C15 C14 C13 C1 -3.1(2) . . . . ?
C12 C13 C1 C2 -175.1(2) . . . . ?
C14 C13 C1 C2 4.8(2) . . . . ?
C13 C1 C2 C15 -4.6(2) . . . . ?
C19 C14 C15 C16 0.4(3) . . . . ?
C13 C14 C15 C16 -178.86(17) . . . . ?
C19 C14 C15 C2 179.31(16) . . . . ?
C13 C14 C15 C2 0.0(2) . . . . ?
C1 C2 C15 C16 -178.3(2) . . . . ?
C1 C2 C15 C14 3.0(2) . . . . ?
C14 C15 C16 C17 -0.8(3) . . . . ?
C2 C15 C16 C17 -179.32(19) . . . . ?
C15 C16 C17 C18 0.3(3) . . . . ?
C16 C17 C18 C19 0.5(3) . . . . ?
C16 C17 C18 As1 178.82(14) . . . . ?
C14 C19 C18 C17 -0.8(3) . . . . ?
C10 C19 C18 C17 177.54(17) . . . . ?
C14 C19 C18 As1 -179.27(12) . . . . ?
C10 C19 C18 As1 -1.0(2) . . . . ?
C20 As1 C18 C17 58.80(17) . . . . ?
C30 As1 C18 C17 -59.73(17) . . . . ?
Te1 As1 C18 C17 179.39(15) . . . . ?
C20 As1 C18 C19 -122.76(13) . . . . ?
C30 As1 C18 C19 118.71(13) . . . . ?
Te1 As1 C18 C19 -2.17(13) . . . . ?
C18 As1 C30 C31 161.88(15) . . . . ?
C20 As1 C30 C31 44.46(17) . . . . ?
Te1 As1 C30 C31 -91.45(15) . . . . ?
C18 As1 C30 C35 -20.77(16) . . . . ?
C20 As1 C30 C35 -138.18(14) . . . . ?
Te1 As1 C30 C35 85.90(14) . . . . ?
C31 C30 C35 C34 -0.5(3) . . . . ?
As1 C30 C35 C34 -177.84(15) . . . . ?
C30 C35 C34 C33 -0.4(3) . . . . ?
C35 C34 C33 C32 1.0(3) . . . . ?
C34 C33 C32 C31 -0.9(3) . . . . ?
C35 C30 C31 C32 0.6(3) . . . . ?
As1 C30 C31 C32 177.83(14) . . . . ?
C33 C32 C31 C30 0.1(3) . . . . ?
C18 As1 C20 C21 90.79(16) . . . . ?
C30 As1 C20 C21 -153.05(15) . . . . ?
Te1 As1 C20 C21 -16.72(17) . . . . ?
C18 As1 C20 C25 -83.06(17) . . . . ?
C30 As1 C20 C25 33.10(17) . . . . ?
Te1 As1 C20 C25 169.43(13) . . . . ?
C25 C20 C21 C22 -0.2(3) . . . . ?
As1 C20 C21 C22 -173.85(15) . . . . ?
C20 C21 C22 C23 0.6(3) . . . . ?
C21 C22 C23 C24 -0.8(3) . . . . ?
C22 C23 C24 C25 0.6(3) . . . . ?
C21 C20 C25 C24 0.0(3) . . . . ?
As1 C20 C25 C24 173.73(16) . . . . ?
C23 C24 C25 C20 -0.2(3) . . . . ?
C14 C13 C12 C11 1.1(3) . . . . ?
C1 C13 C12 C11 -178.96(19) . . . . ?
C19 C10 C11 C12 -3.1(3) . . . . ?
Te1 C10 C11 C12 175.84(14) . . . . ?
C13 C12 C11 C10 1.6(3) . . . . ?
O3 S1 C3 F3 55.34(17) . . . . ?
O1 S1 C3 F3 175.56(15) . . . . ?
O2 S1 C3 F3 -65.31(17) . . . . ?
O3 S1 C3 F1 175.81(15) . . . . ?
O1 S1 C3 F1 -63.96(17) . . . . ?
O2 S1 C3 F1 55.16(18) . . . . ?
O3 S1 C3 F2 -65.13(18) . . . . ?
O1 S1 C3 F2 55.10(18) . . . . ?
O2 S1 C3 F2 174.22(15) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        30.09
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.589
_refine_diff_density_min         -0.371
_refine_diff_density_rms         0.095
####################################################################### 
# 
# 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_shelxl
_audit_block_doi                 10.5517/cc1jccs1
_database_code_depnum_ccdc_archive 'CCDC 1411113'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.organomet.5b00813 2015
_audit_update_record             
;
2015-07-07 deposited with the CCDC.
2016-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H24 F3 O3 S Sb Te'
_chemical_formula_weight         746.88

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Te Te -0.5308 1.6751 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

loop_
_symmetry_equiv_pos_as_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                   22.9864(9)
_cell_length_b                   12.5730(5)
_cell_length_c                   20.1946(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 115.3970(10)
_cell_angle_gamma                90.00
_cell_volume                     5272.4(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9897
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      25.58

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.882
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2896
_exptl_absorpt_coefficient_mu    2.261
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6444
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   'SADABS (Bruker, 2000)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100
_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  'Bruker Venture D8'
_diffrn_measurement_method       '2θ/ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            40964
_diffrn_reflns_av_R_equivalents  0.0577
_diffrn_reflns_av_sigmaI/netI    0.0295
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.40
_diffrn_reflns_theta_max         25.58
_reflns_number_total             4940
_reflns_number_gt                4026
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_molecular_graphics    Diamond
_computing_publication_material  WinGX

_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     
'calc w=1/[σ²(Fo²)+(0.0207P)²+34.0553P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4940
_refine_ls_number_parameters     364
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0464
_refine_ls_R_factor_gt           0.0313
_refine_ls_wR_factor_ref         0.0670
_refine_ls_wR_factor_gt          0.0609
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.3637(2) 0.0953(4) 0.5696(2) 0.0280(10) Uani 1 1 d . . .
H2A H 0.3736 0.0307 0.5503 0.034 Uiso 1 1 calc R . .
H2B H 0.3339 0.0783 0.5906 0.034 Uiso 1 1 calc R . .
C1 C 0.4259(2) 0.1466(4) 0.6278(3) 0.0305(11) Uani 1 1 d . . .
H1A H 0.4237 0.1522 0.6747 0.037 Uiso 1 1 calc R . .
H1B H 0.4634 0.1048 0.6343 0.037 Uiso 1 1 calc R . .
C3 C 0.1384(3) 0.4681(4) 0.1296(3) 0.0401(13) Uani 1 1 d . . .
C10 C 0.40863(19) 0.4436(3) 0.5168(2) 0.0195(9) Uani 1 1 d . . .
C11 C 0.4613(2) 0.4309(3) 0.5837(2) 0.0236(9) Uani 1 1 d . . .
H11 H 0.4905 0.4866 0.6022 0.028 Uiso 1 1 calc R . .
C12 C 0.4724(2) 0.3365(4) 0.6247(2) 0.0249(10) Uani 1 1 d . . .
H12 H 0.5086 0.3294 0.6691 0.030 Uiso 1 1 calc R . .
C13 C 0.4291(2) 0.2557(3) 0.5981(2) 0.0219(9) Uani 1 1 d . . .
C14 C 0.37553(19) 0.2684(3) 0.5304(2) 0.0196(9) Uani 1 1 d . . .
C15 C 0.3355(2) 0.1780(3) 0.5105(2) 0.0199(9) Uani 1 1 d . . .
C16 C 0.2806(2) 0.1803(3) 0.4461(2) 0.0232(9) Uani 1 1 d . . .
H16 H 0.2532 0.1218 0.4316 0.028 Uiso 1 1 calc R . .
C17 C 0.2661(2) 0.2724(3) 0.4019(2) 0.0214(9) Uani 1 1 d . . .
H17 H 0.2284 0.2732 0.3586 0.026 Uiso 1 1 calc R . .
C18 C 0.30515(19) 0.3612(3) 0.4198(2) 0.0186(9) Uani 1 1 d . . .
C19 C 0.36283(19) 0.3615(3) 0.4867(2) 0.0185(9) Uani 1 1 d . . .
C20 C 0.3916(2) 0.6922(3) 0.5337(2) 0.0196(9) Uani 1 1 d . . .
C21 C 0.44137(19) 0.7672(3) 0.5612(2) 0.0206(9) Uani 1 1 d . . .
C22 C 0.4431(2) 0.8342(3) 0.6169(2) 0.0226(9) Uani 1 1 d . . .
H22 H 0.4755 0.8850 0.6358 0.027 Uiso 1 1 calc R . .
C23 C 0.3978(2) 0.8274(3) 0.6451(2) 0.0265(10) Uani 1 1 d . . .
C24 C 0.3483(2) 0.7535(4) 0.6151(2) 0.0262(10) Uani 1 1 d . . .
H24 H 0.3173 0.7500 0.6331 0.031 Uiso 1 1 calc R . .
C25 C 0.3436(2) 0.6845(3) 0.5591(2) 0.0221(9) Uani 1 1 d . . .
C26 C 0.4929(2) 0.7779(3) 0.5344(2) 0.0263(10) Uani 1 1 d . . .
H26A H 0.5205 0.8368 0.5586 0.039 Uiso 1 1 calc R . .
H26B H 0.4733 0.7901 0.4824 0.039 Uiso 1 1 calc R . .
H26C H 0.5179 0.7138 0.5449 0.039 Uiso 1 1 calc R . .
C27 C 0.4024(2) 0.8972(4) 0.7080(2) 0.0354(12) Uani 1 1 d . . .
H27A H 0.3676 0.9475 0.6909 0.053 Uiso 1 1 calc R . .
H27B H 0.4427 0.9346 0.7274 0.053 Uiso 1 1 calc R . .
H27C H 0.3997 0.8539 0.7458 0.053 Uiso 1 1 calc R . .
C28 C 0.2896(2) 0.6057(4) 0.5298(3) 0.0300(11) Uani 1 1 d . . .
H28A H 0.2634 0.6125 0.5560 0.045 Uiso 1 1 calc R . .
H28B H 0.3069 0.5350 0.5360 0.045 Uiso 1 1 calc R . .
H28C H 0.2638 0.6191 0.4787 0.045 Uiso 1 1 calc R . .
C30 C 0.33610(19) 0.4742(3) 0.2931(2) 0.0194(9) Uani 1 1 d . . .
C31 C 0.3343(2) 0.5513(4) 0.2428(2) 0.0261(10) Uani 1 1 d . . .
H31 H 0.3061 0.6084 0.2328 0.031 Uiso 1 1 calc R . .
C32 C 0.3740(2) 0.5437(4) 0.2078(2) 0.0280(10) Uani 1 1 d . . .
H32 H 0.3725 0.5955 0.1742 0.034 Uiso 1 1 calc R . .
C33 C 0.4159(2) 0.4594(4) 0.2224(2) 0.0281(10) Uani 1 1 d . . .
H33 H 0.4426 0.4542 0.1986 0.034 Uiso 1 1 calc R . .
C34 C 0.4183(2) 0.3822(4) 0.2727(2) 0.0258(10) Uani 1 1 d . . .
H34 H 0.4469 0.3255 0.2828 0.031 Uiso 1 1 calc R . .
C35 C 0.3783(2) 0.3894(3) 0.3075(2) 0.0217(9) Uani 1 1 d . . .
H35 H 0.3797 0.3372 0.3407 0.026 Uiso 1 1 calc R . .
O1 O 0.19840(19) 0.3755(3) 0.25228(19) 0.0543(12) Uani 1 1 d . . .
O2 O 0.1350(2) 0.2671(3) 0.1462(2) 0.0703(15) Uani 1 1 d . . .
O3 O 0.0894(3) 0.3744(5) 0.2001(4) 0.0582(19) Uani 0.60 1 d P . .
O3' O 0.2226(5) 0.3387(11) 0.1585(6) 0.075(4) Uani 0.40 1 d P A -1
F1 F 0.15599(18) 0.5594(2) 0.16089(17) 0.0585(10) Uani 1 1 d . . .
F2 F 0.0985(3) 0.4702(3) 0.0650(2) 0.117(2) Uani 1 1 d . A .
F3 F 0.1894(4) 0.4571(4) 0.1068(4) 0.074(2) Uani 0.60 1 d P A 1
F3' F 0.0764(4) 0.4829(6) 0.1382(5) 0.061(2) Uani 0.40 1 d P A -1
S1' S 0.1716(2) 0.3505(3) 0.1796(2) 0.0311(8) Uani 0.40 1 d P A -1
S1 S 0.14331(12) 0.35687(18) 0.18648(12) 0.0218(5) Uani 0.60 1 d P A 1
Te1 Te 0.397066(13) 0.58480(2) 0.455471(15) 0.02029(8) Uani 1 1 d . . .
Sb1 Sb 0.276694(13) 0.49911(2) 0.349257(16) 0.02115(8) Uani 1 1 d . A .


_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
C2 C15 1.505(6) . ?
C2 C1 1.550(6) . ?
C1 C13 1.512(6) . ?
C3 F2 1.232(6) . ?
C3 F1 1.289(6) . ?
C3 F3 1.439(8) . ?
C3 F3' 1.520(10) . ?
C3 S1' 1.768(6) . ?
C3 S1 1.783(5) . ?
C10 C11 1.383(6) . ?
C10 C19 1.412(6) . ?
C10 Te1 2.116(4) . ?
C11 C12 1.407(6) . ?
C12 C13 1.361(6) . ?
C13 C14 1.402(6) . ?
C14 C15 1.408(6) . ?
C14 C19 1.420(6) . ?
C15 C16 1.369(6) . ?
C16 C17 1.411(6) . ?
C17 C18 1.380(6) . ?
C18 C19 1.430(6) . ?
C18 Sb1 2.160(4) . ?
C20 C21 1.401(6) . ?
C20 C25 1.403(6) . ?
C20 Te1 2.123(4) . ?
C21 C22 1.394(6) . ?
C21 C26 1.506(6) . ?
C22 C23 1.385(6) . ?
C23 C24 1.391(7) . ?
C23 C27 1.511(6) . ?
C24 C25 1.394(6) . ?
C25 C28 1.498(6) . ?
C30 C35 1.386(6) . ?
C30 C31 1.392(6) . ?
C30 Sb1 2.139(4) . ?
C31 C32 1.378(6) . ?
C32 C33 1.375(7) . ?
C33 C34 1.388(6) . ?
C34 C35 1.380(6) . ?
O1 S1' 1.362(5) . ?
O1 S1 1.407(4) . ?
O1 Sb1 2.543(3) . ?
O2 S1' 1.332(5) . ?
O2 S1 1.356(5) . ?
O3 S1 1.396(6) . ?
O3 F3' 1.787(11) . ?
O3 S1' 2.120(7) . ?
O3' S1' 1.417(11) . ?
O3' F3 1.791(15) . ?
O3' S1 2.138(10) . ?
F2 F3' 1.763(11) . ?
F3 S1' 2.156(7) . ?
F3' S1 2.131(8) . ?
S1' S1 0.724(3) . ?
Te1 Sb1 2.8856(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C15 C2 C1 104.9(3) . . ?
C13 C1 C2 105.2(4) . . ?
F2 C3 F1 115.8(4) . . ?
F2 C3 F3 90.2(5) . . ?
F1 C3 F3 96.6(5) . . ?
F2 C3 F3' 78.9(5) . . ?
F1 C3 F3' 87.0(5) . . ?
F3 C3 F3' 169.0(6) . . ?
F2 C3 S1' 124.5(4) . . ?
F1 C3 S1' 119.8(4) . . ?
F3 C3 S1' 83.8(4) . . ?
F3' C3 S1' 103.4(5) . . ?
F2 C3 S1 120.8(4) . . ?
F1 C3 S1 117.6(4) . . ?
F3 C3 S1 107.2(4) . . ?
F3' C3 S1 79.9(4) . . ?
S1' C3 S1 23.52(13) . . ?
C11 C10 C19 121.1(4) . . ?
C11 C10 Te1 120.4(3) . . ?
C19 C10 Te1 118.5(3) . . ?
C10 C11 C12 122.2(4) . . ?
C13 C12 C11 118.7(4) . . ?
C12 C13 C14 119.3(4) . . ?
C12 C13 C1 132.2(4) . . ?
C14 C13 C1 108.6(4) . . ?
C13 C14 C15 112.4(4) . . ?
C13 C14 C19 124.0(4) . . ?
C15 C14 C19 123.6(4) . . ?
C16 C15 C14 118.5(4) . . ?
C16 C15 C2 132.5(4) . . ?
C14 C15 C2 108.9(4) . . ?
C15 C16 C17 119.2(4) . . ?
C18 C17 C16 123.2(4) . . ?
C17 C18 C19 119.0(4) . . ?
C17 C18 Sb1 119.9(3) . . ?
C19 C18 Sb1 121.1(3) . . ?
C10 C19 C14 114.7(4) . . ?
C10 C19 C18 128.9(4) . . ?
C14 C19 C18 116.4(4) . . ?
C21 C20 C25 122.6(4) . . ?
C21 C20 Te1 115.1(3) . . ?
C25 C20 Te1 122.3(3) . . ?
C22 C21 C20 117.5(4) . . ?
C22 C21 C26 118.9(4) . . ?
C20 C21 C26 123.6(4) . . ?
C23 C22 C21 121.9(4) . . ?
C22 C23 C24 118.8(4) . . ?
C22 C23 C27 121.1(4) . . ?
C24 C23 C27 120.1(4) . . ?
C23 C24 C25 122.2(4) . . ?
C24 C25 C20 117.0(4) . . ?
C24 C25 C28 119.6(4) . . ?
C20 C25 C28 123.4(4) . . ?
C35 C30 C31 119.2(4) . . ?
C35 C30 Sb1 123.4(3) . . ?
C31 C30 Sb1 117.3(3) . . ?
C32 C31 C30 120.5(4) . . ?
C33 C32 C31 120.0(4) . . ?
C32 C33 C34 120.1(4) . . ?
C35 C34 C33 120.0(4) . . ?
C34 C35 C30 120.3(4) . . ?
S1' O1 S1 30.25(16) . . ?
S1' O1 Sb1 144.5(3) . . ?
S1 O1 Sb1 151.8(2) . . ?
S1' O2 S1 31.23(17) . . ?
S1 O3 F3' 83.1(4) . . ?
S1 O3 S1' 0.95(19) . . ?
F3' O3 S1' 82.4(4) . . ?
S1' O3' F3 83.6(6) . . ?
S1' O3' S1 2.0(2) . . ?
F3 O3' S1 82.4(4) . . ?
C3 F2 F3' 57.8(4) . . ?
C3 F3 O3' 95.4(5) . . ?
C3 F3 S1' 54.6(3) . . ?
O3' F3 S1' 40.8(4) . . ?
C3 F3' F2 43.3(3) . . ?
C3 F3' O3 95.9(5) . . ?
F2 F3' O3 119.7(5) . . ?
C3 F3' S1 55.5(3) . . ?
F2 F3' S1 84.6(3) . . ?
O3 F3' S1 40.6(3) . . ?
S1 S1' O2 76.2(5) . . ?
S1 S1' O1 78.3(5) . . ?
O2 S1' O1 128.6(4) . . ?
S1 S1' O3' 174.2(7) . . ?
O2 S1' O3' 100.8(6) . . ?
O1 S1' O3' 107.3(5) . . ?
S1 S1' C3 79.4(4) . . ?
O2 S1' C3 110.2(3) . . ?
O1 S1' C3 108.0(3) . . ?
O3' S1' C3 97.2(6) . . ?
S1 S1' O3 1.8(4) . . ?
O2 S1' O3 77.9(4) . . ?
O1 S1' O3 77.7(3) . . ?
O3' S1' O3 174.1(6) . . ?
C3 S1' O3 78.0(3) . . ?
S1 S1' F3 120.7(5) . . ?
O2 S1' F3 114.0(4) . . ?
O1 S1' F3 117.5(3) . . ?
O3' S1' F3 55.6(6) . . ?
C3 S1' F3 41.6(3) . . ?
O3 S1' F3 119.4(3) . . ?
S1' S1 O2 72.6(5) . . ?
S1' S1 O3 177.2(5) . . ?
O2 S1 O3 110.0(4) . . ?
S1' S1 O1 71.4(4) . . ?
O2 S1 O1 122.9(3) . . ?
O3 S1 O1 107.6(4) . . ?
S1' S1 C3 77.1(4) . . ?
O2 S1 C3 108.2(3) . . ?
O3 S1 C3 100.8(4) . . ?
O1 S1 C3 105.1(3) . . ?
S1' S1 F3' 121.7(5) . . ?
O2 S1 F3' 117.1(3) . . ?
O3 S1 F3' 56.3(4) . . ?
O1 S1 F3' 119.3(3) . . ?
C3 S1 F3' 44.6(3) . . ?
S1' S1 O3' 3.8(5) . . ?
O2 S1 O3' 70.7(4) . . ?
O3 S1 O3' 175.5(5) . . ?
O1 S1 O3' 75.1(3) . . ?
C3 S1 O3' 74.9(4) . . ?
F3' S1 O3' 119.2(5) . . ?
C10 Te1 C20 97.49(15) . . ?
C10 Te1 Sb1 87.80(11) . . ?
C20 Te1 Sb1 116.53(11) . . ?
C30 Sb1 C18 98.67(15) . . ?
C30 Sb1 O1 84.51(15) . . ?
C18 Sb1 O1 86.06(13) . . ?
C30 Sb1 Te1 79.74(10) . . ?
C18 Sb1 Te1 83.51(11) . . ?
O1 Sb1 Te1 159.54(10) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.58
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.306
_refine_diff_density_min         -0.569
_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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1480495'
_audit_update_record             
;
2016-05-17 deposited with the CCDC.
2016-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H26 B F15 Na O7 P'
_chemical_formula_weight         968.38

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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'
Na Na 0.0362 0.0249 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   10.0891(6)
_cell_length_b                   18.9802(11)
_cell_length_c                   20.8742(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.041(2)
_cell_angle_gamma                90.00
_cell_volume                     3991.6(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9934
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      26.95

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.611
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1952
_exptl_absorpt_coefficient_mu    0.201
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6887
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100
_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  'Bruker Venture D8 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            150205
_diffrn_reflns_av_R_equivalents  0.0915
_diffrn_reflns_av_sigmaI/netI    0.0267
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.29
_diffrn_reflns_theta_max         27.05
_reflns_number_total             8745
_reflns_number_gt                6794
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'


_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     
'calc w=1/[σ²(Fo²)+(0.0468P)²+4.2859P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8745
_refine_ls_number_parameters     649
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0638
_refine_ls_R_factor_gt           0.0437
_refine_ls_wR_factor_ref         0.1145
_refine_ls_wR_factor_gt          0.1022
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.16950(5) 0.66371(3) 0.43687(2) 0.01431(11) Uani 1 1 d . . .
F31 F 0.12178(12) 0.74659(7) 0.28484(5) 0.0247(3) Uani 1 1 d . . .
O2 O 0.10551(14) 0.63674(7) 0.37622(6) 0.0196(3) Uani 1 1 d . . .
F15 F 0.29346(13) 0.84251(8) 0.25851(6) 0.0319(3) Uani 1 1 d . . .
F24 F 0.58183(13) 0.85183(7) 0.59853(6) 0.0266(3) Uani 1 1 d . . .
F21 F 0.41856(13) 0.91607(6) 0.35503(6) 0.0246(3) Uani 1 1 d . . .
F25 F 0.40511(14) 0.76960(7) 0.53875(6) 0.0289(3) Uani 1 1 d . . .
O1 O 0.28633(13) 0.71575(7) 0.43264(6) 0.0165(3) Uani 1 1 d . . .
F23 F 0.68842(12) 0.96336(7) 0.53892(7) 0.0289(3) Uani 1 1 d . . .
F32 F -0.12694(13) 0.78825(8) 0.26698(6) 0.0351(3) Uani 1 1 d . . .
F11 F 0.53420(12) 0.68984(7) 0.40223(6) 0.0261(3) Uani 1 1 d . . .
F22 F 0.60117(13) 0.99508(7) 0.41618(6) 0.0292(3) Uani 1 1 d . . .
F35 F 0.16432(12) 0.88890(7) 0.47206(6) 0.0264(3) Uani 1 1 d . . .
F12 F 0.70254(14) 0.66391(8) 0.31267(7) 0.0394(4) Uani 1 1 d . . .
F33 F -0.23634(13) 0.87932(9) 0.34977(7) 0.0415(4) Uani 1 1 d . . .
F34 F -0.08647(14) 0.92856(7) 0.45251(7) 0.0357(3) Uani 1 1 d . . .
F13 F 0.67180(14) 0.72741(9) 0.19497(7) 0.0435(4) Uani 1 1 d . . .
F14 F 0.46136(15) 0.81425(9) 0.16981(6) 0.0428(4) Uani 1 1 d . . .
C20 C 0.40544(19) 0.83574(10) 0.44139(9) 0.0157(4) Uani 1 1 d . . .
C35 C 0.0983(2) 0.86329(11) 0.41915(10) 0.0201(4) Uani 1 1 d . . .
C25 C 0.4511(2) 0.82370(10) 0.50441(10) 0.0182(4) Uani 1 1 d . . .
C40 C 0.0449(2) 0.70351(10) 0.48439(9) 0.0166(4) Uani 1 1 d . . .
C22 C 0.5540(2) 0.93803(10) 0.44562(10) 0.0195(4) Uani 1 1 d . . .
C21 C 0.4593(2) 0.89566(10) 0.41504(9) 0.0173(4) Uani 1 1 d . . .
C41 C -0.0853(2) 0.70819(11) 0.45966(10) 0.0208(4) Uani 1 1 d . . .
H41 H -0.1070 0.6927 0.4182 0.025 Uiso 1 1 calc R . .
C23 C 0.59829(19) 0.92246(11) 0.50729(10) 0.0201(4) Uani 1 1 d . . .
C31 C 0.0778(2) 0.79329(11) 0.32753(9) 0.0198(4) Uani 1 1 d . . .
C11 C 0.5079(2) 0.72090(11) 0.34452(10) 0.0201(4) Uani 1 1 d . . .
C24 C 0.5445(2) 0.86567(11) 0.53702(9) 0.0187(4) Uani 1 1 d . . .
C34 C -0.0327(2) 0.88451(11) 0.41044(11) 0.0256(5) Uani 1 1 d . . .
C10 C 0.3988(2) 0.76504(11) 0.33522(9) 0.0175(4) Uani 1 1 d . . .
C42 C -0.1835(2) 0.73594(12) 0.49674(12) 0.0282(5) Uani 1 1 d . . .
H42 H -0.2706 0.7391 0.4800 0.034 Uiso 1 1 calc R . .
C30 C 0.1602(2) 0.81707(10) 0.37846(9) 0.0175(4) Uani 1 1 d . . .
C32 C -0.0534(2) 0.81388(12) 0.31708(10) 0.0253(5) Uani 1 1 d . . .
C43 C -0.1509(2) 0.75873(12) 0.55856(12) 0.0319(5) Uani 1 1 d . . .
H43 H -0.2163 0.7773 0.5834 0.038 Uiso 1 1 calc R . .
C45 C 0.0768(2) 0.72675(11) 0.54677(10) 0.0232(4) Uani 1 1 d . . .
H45 H 0.1638 0.7239 0.5636 0.028 Uiso 1 1 calc R . .
C50 C 0.2387(2) 0.59310(10) 0.48531(9) 0.0176(4) Uani 1 1 d . . .
C15 C 0.3900(2) 0.79561(12) 0.27453(10) 0.0231(4) Uani 1 1 d . . .
C12 C 0.5988(2) 0.70743(12) 0.29890(11) 0.0258(5) Uani 1 1 d . . .
C13 C 0.5840(2) 0.73874(13) 0.23980(10) 0.0295(5) Uani 1 1 d . . .
B1 B 0.3075(2) 0.78323(12) 0.39642(10) 0.0158(4) Uani 1 1 d . . .
C33 C -0.1087(2) 0.85964(12) 0.35894(11) 0.0278(5) Uani 1 1 d . . .
C14 C 0.4779(2) 0.78280(13) 0.22771(10) 0.0283(5) Uani 1 1 d . . .
C53 C 0.3314(3) 0.47833(13) 0.55737(13) 0.0452(7) Uani 1 1 d . . .
H53 H 0.3629 0.4401 0.5815 0.054 Uiso 1 1 calc R . .
C51 C 0.1662(2) 0.53161(12) 0.48804(12) 0.0320(5) Uani 1 1 d . . .
H51 H 0.0850 0.5283 0.4650 0.038 Uiso 1 1 calc R . .
C44 C -0.0211(3) 0.75400(12) 0.58370(11) 0.0307(5) Uani 1 1 d . . .
H44 H 0.0002 0.7691 0.6254 0.037 Uiso 1 1 calc R . .
C52 C 0.2120(3) 0.47492(12) 0.52429(13) 0.0373(6) Uani 1 1 d . . .
H52 H 0.1608 0.4343 0.5261 0.045 Uiso 1 1 calc R . .
C54 C 0.4051(4) 0.53907(17) 0.5548(2) 0.0801(14) Uani 1 1 d . . .
H54 H 0.4874 0.5416 0.5769 0.096 Uiso 1 1 calc R . .
C55 C 0.3583(3) 0.59654(15) 0.51969(16) 0.0564(10) Uani 1 1 d . . .
H55 H 0.4082 0.6377 0.5194 0.068 Uiso 1 1 calc R . .
Na1 Na 0.11056(8) 0.57172(5) 0.28850(4) 0.02222(19) Uani 1 1 d . . .
O3 O 0.05330(14) 0.60013(8) 0.17662(7) 0.0209(3) Uani 1 1 d . A .
O4 O 0.31011(15) 0.60649(8) 0.23307(7) 0.0260(3) Uani 1 1 d . . .
C61 C 0.2757(2) 0.63555(14) 0.17133(11) 0.0306(5) Uani 1 1 d . . .
H61A H 0.3528 0.6345 0.1455 0.037 Uiso 1 1 calc R A .
H61B H 0.2495 0.6844 0.1761 0.037 Uiso 1 1 calc R . .
C60 C 0.1640(2) 0.59543(13) 0.13750(10) 0.0267(5) Uani 1 1 d . A .
H60A H 0.1425 0.6158 0.0956 0.032 Uiso 1 1 calc R . .
H60B H 0.1890 0.5466 0.1318 0.032 Uiso 1 1 calc R . .
C69 C -0.0623(2) 0.56616(11) 0.14943(10) 0.0231(4) Uani 1 1 d . . .
H69A H -0.0422 0.5180 0.1379 0.028 Uiso 1 1 calc R A .
H69B H -0.0954 0.5909 0.1112 0.028 Uiso 1 1 calc R . .
C62 C 0.4041(2) 0.55064(15) 0.23191(12) 0.0338(6) Uani 1 1 d . . .
H62A H 0.4885 0.5680 0.2183 0.041 Uiso 1 1 calc R A .
H62B H 0.3727 0.5141 0.2023 0.041 Uiso 1 1 calc R . .
C65 C 0.1575(9) 0.4112(4) 0.3358(3) 0.0284(17) Uani 0.50 1 d P A 1
H65A H 0.1703 0.3813 0.3733 0.034 Uiso 0.50 1 calc PR A 1
H65B H 0.1206 0.3809 0.3019 0.034 Uiso 0.50 1 calc PR A 1
O7' O -0.0972(4) 0.5082(3) 0.24626(17) 0.0370(9) Uani 0.50 1 d P A -1
O6 O 0.0390(4) 0.46357(18) 0.35204(18) 0.0376(8) Uani 0.50 1 d P A 1
O7 O -0.1244(3) 0.54703(17) 0.25872(14) 0.0158(6) Uani 0.50 1 d P A 1
O5 O 0.3123(3) 0.50392(17) 0.32820(15) 0.0170(7) Uani 0.50 1 d P A 1
O5' O 0.2818(4) 0.4784(3) 0.3013(2) 0.0368(9) Uani 0.50 1 d P A -1
C63 C 0.4193(3) 0.5221(2) 0.29849(15) 0.0585(9) Uani 1 1 d . A .
H63A H 0.4762 0.4809 0.2973 0.070 Uiso 1 1 calc R B 1
H63B H 0.4664 0.5571 0.3248 0.070 Uiso 1 1 calc R B 1
C66 C -0.0689(8) 0.4386(5) 0.3126(3) 0.0245(14) Uani 0.50 1 d P A 1
C68 C -0.1625(2) 0.56762(19) 0.19923(13) 0.0476(8) Uani 1 1 d . A .
H68A H -0.1958 0.6154 0.2018 0.057 Uiso 1 1 calc R C 1
H68B H -0.2364 0.5381 0.1844 0.057 Uiso 1 1 calc R C 1
O6' O 0.0639(3) 0.44667(13) 0.29511(12) 0.0146(5) Uani 0.50 1 d P A -1
C64 C 0.2934(4) 0.4284(2) 0.3168(2) 0.0203(9) Uani 0.50 1 d P A 1
H64A H 0.3588 0.4014 0.3422 0.024 Uiso 0.50 1 calc PR A 1
H64B H 0.3025 0.4174 0.2718 0.024 Uiso 0.50 1 calc PR A 1
C67 C -0.1570(4) 0.4714(2) 0.2603(2) 0.0173(8) Uani 0.50 1 d P A 1
C64' C 0.2729(6) 0.4430(3) 0.3592(3) 0.0423(13) Uani 0.50 1 d P A -1
H64C H 0.2884 0.4756 0.3946 0.051 Uiso 0.50 1 calc PR A -1
H64D H 0.3400 0.4064 0.3629 0.051 Uiso 0.50 1 calc PR A -1
C67' C -0.1680(5) 0.4899(3) 0.2984(4) 0.0418(13) Uani 0.50 1 d P A -1
C66' C -0.0885(9) 0.4358(5) 0.3369(4) 0.0363(19) Uani 0.50 1 d P A -1
C65' C 0.1407(8) 0.4116(4) 0.3622(4) 0.0331(17) Uani 0.50 1 d P A -1
H65C H 0.1296 0.3752 0.3297 0.040 Uiso 0.50 1 calc PR A -1
H65D H 0.1325 0.3898 0.4038 0.040 Uiso 0.50 1 calc PR A -1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O2 1.4815(14) . ?
P1 O1 1.5440(14) . ?
P1 C50 1.798(2) . ?
P1 C40 1.807(2) . ?
F31 C31 1.349(2) . ?
O2 Na1 2.2110(16) . ?
F15 C15 1.348(3) . ?
F24 C24 1.344(2) . ?
F21 C21 1.354(2) . ?
F25 C25 1.349(2) . ?
O1 B1 1.508(2) . ?
F23 C23 1.342(2) . ?
F32 C32 1.341(3) . ?
F11 C11 1.355(2) . ?
F22 C22 1.344(2) . ?
F35 C35 1.350(2) . ?
F12 C12 1.352(3) . ?
F33 C33 1.345(2) . ?
F34 C34 1.347(3) . ?
F13 C13 1.340(2) . ?
F14 C14 1.351(3) . ?
C20 C21 1.387(3) . ?
C20 C25 1.390(3) . ?
C20 B1 1.659(3) . ?
C35 C34 1.384(3) . ?
C35 C30 1.392(3) . ?
C25 C24 1.385(3) . ?
C40 C41 1.388(3) . ?
C40 C45 1.396(3) . ?
C22 C23 1.372(3) . ?
C22 C21 1.379(3) . ?
C41 C42 1.392(3) . ?
C23 C24 1.370(3) . ?
C31 C32 1.386(3) . ?
C31 C30 1.390(3) . ?
C11 C12 1.380(3) . ?
C11 C10 1.389(3) . ?
C34 C33 1.371(3) . ?
C10 C15 1.392(3) . ?
C10 B1 1.651(3) . ?
C42 C43 1.384(3) . ?
C30 B1 1.644(3) . ?
C32 C33 1.371(3) . ?
C43 C44 1.387(4) . ?
C45 C44 1.385(3) . ?
C50 C55 1.373(3) . ?
C50 C51 1.380(3) . ?
C15 C14 1.376(3) . ?
C12 C13 1.370(3) . ?
C13 C14 1.371(4) . ?
C53 C52 1.358(4) . ?
C53 C54 1.374(4) . ?
C51 C52 1.381(3) . ?
C54 C55 1.383(4) . ?
Na1 O6' 2.425(3) . ?
Na1 O3 2.4363(16) . ?
Na1 O7 2.464(3) . ?
Na1 O4 2.4647(17) . ?
Na1 O5' 2.478(4) . ?
Na1 O5 2.512(3) . ?
Na1 O7' 2.535(4) . ?
Na1 O6 2.568(4) . ?
O3 C60 1.421(3) . ?
O3 C69 1.424(2) . ?
O4 C62 1.423(3) . ?
O4 C61 1.428(3) . ?
C61 C60 1.505(3) . ?
C69 C68 1.488(3) . ?
C62 C63 1.492(4) . ?
C65 C64 1.484(10) . ?
C65 O6 1.605(9) . ?
O7' O7 0.833(4) . ?
O7' C67' 1.378(7) . ?
O7' C66 1.923(9) . ?
O6 O6' 1.269(4) . ?
O6 C66' 1.411(10) . ?
O6 C66 1.412(9) . ?
O6 C65' 1.431(8) . ?
O7 C68 1.339(4) . ?
O7 C67' 1.448(6) . ?
O7 C67 1.474(5) . ?
O5 O5' 0.791(4) . ?
O5 C63 1.319(4) . ?
O5 C64 1.465(5) . ?
O5' C64' 1.389(7) . ?
C66 C66' 0.557(7) . ?
C66 C67' 1.414(11) . ?
C66 C67 1.505(9) . ?
O6' C66' 1.819(8) . ?
C67 C67' 0.883(7) . ?
C67 C66' 1.836(10) . ?
C64' C65' 1.465(10) . ?
C67' C66' 1.506(11) . ?

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
O2 P1 O1 118.14(8) . . ?
O2 P1 C50 111.20(9) . . ?
O1 P1 C50 103.56(9) . . ?
O2 P1 C40 109.22(9) . . ?
O1 P1 C40 108.62(8) . . ?
C50 P1 C40 105.27(9) . . ?
P1 O2 Na1 150.74(9) . . ?
B1 O1 P1 134.49(13) . . ?
C21 C20 C25 113.15(18) . . ?
C21 C20 B1 120.16(17) . . ?
C25 C20 B1 126.48(17) . . ?
F35 C35 C34 115.40(19) . . ?
F35 C35 C30 120.57(18) . . ?
C34 C35 C30 124.0(2) . . ?
F25 C25 C24 114.90(17) . . ?
F25 C25 C20 121.48(18) . . ?
C24 C25 C20 123.61(18) . . ?
C41 C40 C45 119.53(19) . . ?
C41 C40 P1 119.64(15) . . ?
C45 C40 P1 120.77(16) . . ?
F22 C22 C23 119.78(19) . . ?
F22 C22 C21 120.76(18) . . ?
C23 C22 C21 119.44(18) . . ?
F21 C21 C22 115.47(17) . . ?
F21 C21 C20 119.71(18) . . ?
C22 C21 C20 124.83(18) . . ?
C40 C41 C42 120.3(2) . . ?
F23 C23 C24 120.42(19) . . ?
F23 C23 C22 121.01(19) . . ?
C24 C23 C22 118.52(18) . . ?
F31 C31 C32 115.24(18) . . ?
F31 C31 C30 120.94(18) . . ?
C32 C31 C30 123.8(2) . . ?
F11 C11 C12 115.28(19) . . ?
F11 C11 C10 120.21(18) . . ?
C12 C11 C10 124.5(2) . . ?
F24 C24 C23 119.26(18) . . ?
F24 C24 C25 120.38(18) . . ?
C23 C24 C25 120.35(18) . . ?
F34 C34 C33 119.8(2) . . ?
F34 C34 C35 120.7(2) . . ?
C33 C34 C35 119.6(2) . . ?
C11 C10 C15 113.00(19) . . ?
C11 C10 B1 119.27(17) . . ?
C15 C10 B1 127.28(19) . . ?
C43 C42 C41 119.7(2) . . ?
C31 C30 C35 113.68(18) . . ?
C31 C30 B1 123.00(18) . . ?
C35 C30 B1 122.45(18) . . ?
F32 C32 C33 120.0(2) . . ?
F32 C32 C31 120.3(2) . . ?
C33 C32 C31 119.7(2) . . ?
C42 C43 C44 120.3(2) . . ?
C44 C45 C40 120.1(2) . . ?
C55 C50 C51 118.1(2) . . ?
C55 C50 P1 124.26(17) . . ?
C51 C50 P1 117.60(16) . . ?
F15 C15 C14 115.13(19) . . ?
F15 C15 C10 120.76(19) . . ?
C14 C15 C10 124.1(2) . . ?
F12 C12 C13 120.2(2) . . ?
F12 C12 C11 120.1(2) . . ?
C13 C12 C11 119.7(2) . . ?
F13 C13 C12 121.0(2) . . ?
F13 C13 C14 120.5(2) . . ?
C12 C13 C14 118.5(2) . . ?
O1 B1 C30 107.21(15) . . ?
O1 B1 C10 108.05(16) . . ?
C30 B1 C10 116.11(16) . . ?
O1 B1 C20 108.81(15) . . ?
C30 B1 C20 113.48(16) . . ?
C10 B1 C20 102.90(15) . . ?
F33 C33 C34 120.5(2) . . ?
F33 C33 C32 120.3(2) . . ?
C34 C33 C32 119.2(2) . . ?
F14 C14 C13 119.5(2) . . ?
F14 C14 C15 120.3(2) . . ?
C13 C14 C15 120.2(2) . . ?
C52 C53 C54 119.2(2) . . ?
C50 C51 C52 121.3(2) . . ?
C45 C44 C43 120.0(2) . . ?
C53 C52 C51 120.2(2) . . ?
C53 C54 C55 120.8(3) . . ?
C50 C55 C54 120.3(2) . . ?
O2 Na1 O6' 119.08(8) . . ?
O2 Na1 O3 130.97(6) . . ?
O6' Na1 O3 103.56(8) . . ?
O2 Na1 O7 104.53(9) . . ?
O6' Na1 O7 68.98(10) . . ?
O3 Na1 O7 67.93(8) . . ?
O2 Na1 O4 107.14(6) . . ?
O6' Na1 O4 117.04(8) . . ?
O3 Na1 O4 69.44(5) . . ?
O7 Na1 O4 137.02(8) . . ?
O2 Na1 O5' 110.85(12) . . ?
O6' Na1 O5' 55.29(12) . . ?
O3 Na1 O5' 112.97(11) . . ?
O7 Na1 O5' 123.17(14) . . ?
O4 Na1 O5' 70.13(10) . . ?
O2 Na1 O5 93.82(9) . . ?
O6' Na1 O5 68.66(10) . . ?
O3 Na1 O5 125.21(9) . . ?
O7 Na1 O5 137.57(11) . . ?
O4 Na1 O5 67.92(8) . . ?
O5' Na1 O5 18.23(10) . . ?
O2 Na1 O7' 119.90(11) . . ?
O6' Na1 O7' 52.77(12) . . ?
O3 Na1 O7' 67.81(9) . . ?
O7 Na1 O7' 19.13(10) . . ?
O4 Na1 O7' 130.16(10) . . ?
O5' Na1 O7' 104.84(16) . . ?
O5 Na1 O7' 120.77(14) . . ?
O2 Na1 O6 89.94(9) . . ?
O6' Na1 O6 29.26(10) . . ?
O3 Na1 O6 127.82(9) . . ?
O7 Na1 O6 71.66(11) . . ?
O4 Na1 O6 135.67(10) . . ?
O5' Na1 O6 65.56(12) . . ?
O5 Na1 O6 70.43(11) . . ?
O7' Na1 O6 63.23(12) . . ?
C60 O3 C69 113.25(16) . . ?
C60 O3 Na1 112.54(12) . . ?
C69 O3 Na1 115.43(12) . . ?
C62 O4 C61 113.75(18) . . ?
C62 O4 Na1 111.71(13) . . ?
C61 O4 Na1 111.20(12) . . ?
O4 C61 C60 111.61(18) . . ?
O3 C60 C61 106.88(18) . . ?
O3 C69 C68 106.60(18) . . ?
O4 C62 C63 106.9(2) . . ?
C64 C65 O6 129.0(6) . . ?
O7 O7' C67' 77.5(4) . . ?
O7 O7' C66 114.9(5) . . ?
C67' O7' C66 47.3(4) . . ?
O7 O7' Na1 75.6(4) . . ?
C67' O7' Na1 107.4(4) . . ?
C66 O7' Na1 89.3(3) . . ?
O6' O6 C66' 85.4(4) . . ?
O6' O6 C66 63.5(3) . . ?
C66' O6 C66 22.7(3) . . ?
O6' O6 C65' 77.8(4) . . ?
C66' O6 C65' 114.5(6) . . ?
C66 O6 C65' 112.3(6) . . ?
O6' O6 C65 57.2(3) . . ?
C66' O6 C65 113.7(5) . . ?
C66 O6 C65 103.2(5) . . ?
C65' O6 C65 21.2(3) . . ?
O6' O6 Na1 69.10(19) . . ?
C66' O6 Na1 117.4(4) . . ?
C66 O6 Na1 101.3(3) . . ?
C65' O6 Na1 114.1(4) . . ?
C65 O6 Na1 98.8(3) . . ?
O7' O7 C68 93.0(4) . . ?
O7' O7 C67' 68.3(4) . . ?
C68 O7 C67' 132.0(4) . . ?
O7' O7 C67 39.0(3) . . ?
C68 O7 C67 104.6(3) . . ?
C67' O7 C67 35.2(3) . . ?
O7' O7 Na1 85.3(4) . . ?
C68 O7 Na1 113.8(2) . . ?
C67' O7 Na1 108.4(3) . . ?
C67 O7 Na1 113.1(2) . . ?
O5' O5 C63 97.2(5) . . ?
O5' O5 C64 40.8(4) . . ?
C63 O5 C64 106.4(3) . . ?
O5' O5 Na1 78.5(4) . . ?
C63 O5 Na1 112.4(2) . . ?
C64 O5 Na1 110.6(2) . . ?
O5 O5' C64' 73.8(5) . . ?
O5 O5' Na1 83.3(4) . . ?
C64' O5' Na1 111.3(3) . . ?
O5 C63 C62 119.1(3) . . ?
C66' C66 O6 78.4(17) . . ?
C66' C66 C67' 88.5(18) . . ?
O6 C66 C67' 113.9(7) . . ?
C66' C66 C67 118.4(19) . . ?
O6 C66 C67 133.8(6) . . ?
C67' C66 C67 35.0(3) . . ?
C66' C66 O7' 132(2) . . ?
O6 C66 O7' 105.7(5) . . ?
C67' C66 O7' 45.7(4) . . ?
C67 C66 O7' 30.1(2) . . ?
O7 C68 C69 118.1(2) . . ?
O6 O6' C66' 50.6(3) . . ?
O6 O6' Na1 81.6(2) . . ?
C66' O6' Na1 108.0(3) . . ?
O5 C64 C65 106.6(4) . . ?
C67' C67 O7 70.8(5) . . ?
C67' C67 C66 66.9(6) . . ?
O7 C67 C66 107.1(4) . . ?
C67' C67 C66' 54.5(5) . . ?
O7 C67 C66' 107.6(4) . . ?
C66 C67 C66' 15.5(4) . . ?
O5' C64' C65' 109.5(5) . . ?
C67 C67' O7' 45.0(4) . . ?
C67 C67' C66 78.1(6) . . ?
O7' C67' C66 87.0(5) . . ?
C67 C67' O7 74.0(5) . . ?
O7' C67' O7 34.2(2) . . ?
C66 C67' O7 113.7(5) . . ?
C67 C67' C66' 97.0(7) . . ?
O7' C67' C66' 108.0(5) . . ?
C66 C67' C66' 21.7(3) . . ?
O7 C67' C66' 130.2(5) . . ?
C66 C66' O6 78.8(16) . . ?
C66 C66' C67' 69.8(17) . . ?
O6 C66' C67' 108.6(6) . . ?
C66 C66' O6' 37.1(15) . . ?
O6 C66' O6' 44.0(3) . . ?
C67' C66' O6' 96.2(5) . . ?
C66 C66' C67 46.1(16) . . ?
O6 C66' C67 110.8(5) . . ?
C67' C66' C67 28.5(3) . . ?
O6' C66' C67 80.2(3) . . ?
O6 C65' C64' 111.1(6) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.05
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.692
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.064
