# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_pge0814
_database_code_depnum_ccdc_archive 'CCDC 1858168'
_audit_update_record             
;
2018-10-24 deposited with the CCDC.
2018-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H39 Cl2 Cu2 P3'
_chemical_formula_sum            'C18 H39 Cl2 Cu2 P3'
_chemical_formula_weight         546.38

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

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

_cell_length_a                   7.8930(2)
_cell_length_b                   16.1790(4)
_cell_length_c                   19.5960(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2502.43(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4383
_cell_measurement_theta_min      1.63
_cell_measurement_theta_max      27.52

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.450
_exptl_crystal_F_000             1136
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    2.106
_shelx_estimated_absorpt_T_min   0.571
_shelx_estimated_absorpt_T_max   0.940
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.5706
_exptl_absorpt_correction_T_max  0.9395
_exptl_absorpt_process_details   Denzo/Scalepack
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'CCD scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5565
_diffrn_reflns_av_unetI/netI     0.0813
_diffrn_reflns_av_R_equivalents  0.0809
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_theta_min         1.632
_diffrn_reflns_theta_max         27.519
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_reflns_number_total             5565
_reflns_number_gt                4381
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.766
_reflns_Friedel_fraction_max     0.992
_reflns_Friedel_fraction_full    1.000

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

_computing_data_collection       'COLLECT,Nonius BV, 1997-2001'
_computing_cell_refinement       DENZO/SCALEPACK
_computing_data_reduction        DENZO/SCALEPACK
_computing_structure_solution    SHELXS
_computing_structure_refinement  SHELXL
_computing_molecular_graphics    'ORTEP-3 for Windows'
_computing_publication_material  WinGX


_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0331P)²+2.7323P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.47(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5565
_refine_ls_number_parameters     233
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0791
_refine_ls_R_factor_gt           0.0520
_refine_ls_wR_factor_ref         0.1025
_refine_ls_wR_factor_gt          0.0919
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.8918(11) 1.0801(4) 0.5346(4) 0.0304(19) Uani 1 1 d . . . . .
H1A H 0.812924 1.124337 0.549059 0.036 Uiso 1 1 calc R U . . .
H1B H 0.967458 1.067894 0.573633 0.036 Uiso 1 1 calc R U . . .
C2 C 0.9991(10) 1.1121(4) 0.4753(4) 0.0309(17) Uani 1 1 d . . . . .
H2A H 1.094794 1.144458 0.494055 0.037 Uiso 1 1 calc R U . . .
H2B H 1.047296 1.064190 0.450594 0.037 Uiso 1 1 calc R U . . .
C3 C 0.9031(10) 1.1659(4) 0.4246(4) 0.0302(18) Uani 1 1 d . . . . .
H3A H 0.987408 1.194788 0.395723 0.036 Uiso 1 1 calc R U . . .
H3B H 0.841286 1.208761 0.450659 0.036 Uiso 1 1 calc R U . . .
C4 C 0.8696(10) 1.0985(4) 0.2883(4) 0.0317(18) Uani 1 1 d . . . . .
H4A H 0.788423 1.088867 0.250638 0.038 Uiso 1 1 calc R U . . .
H4B H 0.931931 1.150087 0.277873 0.038 Uiso 1 1 calc R U . . .
C5 C 0.9964(9) 1.0270(4) 0.2896(4) 0.0267(16) Uani 1 1 d . . . . .
H5A H 1.053792 1.026815 0.334495 0.032 Uiso 1 1 calc R U . . .
H5B H 1.083819 1.037385 0.254407 0.032 Uiso 1 1 calc R U . . .
C6 C 0.9209(10) 0.9410(4) 0.2773(4) 0.0271(17) Uani 1 1 d . . . . .
H6A H 1.014695 0.902567 0.266463 0.033 Uiso 1 1 calc R U . . .
H6B H 0.846904 0.943928 0.236532 0.033 Uiso 1 1 calc R U . . .
C7 C 0.9584(10) 0.8459(4) 0.4013(3) 0.0260(17) Uani 1 1 d . . . . .
H7A H 0.987125 0.792036 0.380256 0.031 Uiso 1 1 calc R U . . .
H7B H 1.062220 0.880217 0.400807 0.031 Uiso 1 1 calc R U . . .
C8 C 0.9073(11) 0.8308(4) 0.4759(3) 0.0318(18) Uani 1 1 d . . . . .
H8A H 0.975773 0.784418 0.493955 0.038 Uiso 1 1 calc R U . . .
H8B H 0.787014 0.813403 0.476952 0.038 Uiso 1 1 calc R U . . .
C10 C 0.9294(11) 0.9065(4) 0.5240(4) 0.0309(19) Uani 1 1 d . . . . .
H10A H 1.042118 0.931311 0.515412 0.037 Uiso 1 1 calc R U . . .
H10B H 0.928135 0.886726 0.571782 0.037 Uiso 1 1 calc R U . . .
C11 C 0.6294(10) 0.9749(4) 0.5897(3) 0.0330(18) Uani 1 1 d . . . . .
H11 H 0.700201 0.979727 0.631884 0.040 Uiso 1 1 calc R U . . .
C12 C 0.5464(12) 0.8894(5) 0.5891(4) 0.050(2) Uani 1 1 d . . . . .
H12A H 0.465977 0.885279 0.627037 0.075 Uiso 1 1 calc R U . . .
H12B H 0.633858 0.846846 0.594022 0.075 Uiso 1 1 calc R U . . .
H12C H 0.486327 0.881468 0.545844 0.075 Uiso 1 1 calc R U . . .
C13 C 0.4957(11) 1.0426(4) 0.5912(4) 0.0395(19) Uani 1 1 d . . . . .
H13A H 0.438920 1.045370 0.546751 0.059 Uiso 1 1 calc R U . . .
H13B H 0.549854 1.095837 0.600942 0.059 Uiso 1 1 calc R U . . .
H13C H 0.412141 1.030310 0.626741 0.059 Uiso 1 1 calc R U . . .
C14 C 0.6000(11) 1.1974(4) 0.3447(4) 0.0351(19) Uani 1 1 d . . . . .
H14 H 0.538151 1.178562 0.302954 0.042 Uiso 1 1 calc R U . . .
C15 C 0.4677(11) 1.2071(4) 0.4006(5) 0.047(2) Uani 1 1 d . . . . .
H15A H 0.522974 1.225141 0.442805 0.070 Uiso 1 1 calc R U . . .
H15B H 0.411025 1.154070 0.408265 0.070 Uiso 1 1 calc R U . . .
H15C H 0.383905 1.248518 0.386598 0.070 Uiso 1 1 calc R U . . .
C16 C 0.6856(13) 1.2801(4) 0.3262(5) 0.053(3) Uani 1 1 d . . . . .
H16A H 0.598596 1.321024 0.314673 0.080 Uiso 1 1 calc R U . . .
H16B H 0.760591 1.271985 0.286876 0.080 Uiso 1 1 calc R U . . .
H16C H 0.751943 1.299849 0.365158 0.080 Uiso 1 1 calc R U . . .
C17 C 0.6832(10) 0.8117(4) 0.3052(3) 0.0271(16) Uani 1 1 d . . . . .
H17 H 0.599030 0.837575 0.273654 0.033 Uiso 1 1 calc R U . . .
C18 C 0.7977(11) 0.7556(4) 0.2616(4) 0.036(2) Uani 1 1 d . . . . .
H18A H 0.890887 0.734523 0.289682 0.054 Uiso 1 1 calc R U . . .
H18B H 0.843817 0.787401 0.223319 0.054 Uiso 1 1 calc R U . . .
H18C H 0.731116 0.709083 0.244000 0.054 Uiso 1 1 calc R U . . .
C19 C 0.5831(12) 0.7600(5) 0.3566(4) 0.043(2) Uani 1 1 d . . . . .
H19A H 0.511060 0.720556 0.332036 0.064 Uiso 1 1 calc R U . . .
H19B H 0.512059 0.796407 0.384451 0.064 Uiso 1 1 calc R U . . .
H19C H 0.661845 0.729771 0.386100 0.064 Uiso 1 1 calc R U . . .
P1 P 0.7687(2) 0.98720(10) 0.51475(8) 0.0236(4) Uani 1 1 d . . . . .
P2 P 0.7971(2) 0.89675(10) 0.34815(8) 0.0208(4) Uani 1 1 d . . . . .
P3 P 0.7495(3) 1.11399(10) 0.36727(9) 0.0235(4) Uani 1 1 d . . . . .
Cl1 Cl 0.3596(2) 0.96821(11) 0.41248(9) 0.0344(4) Uani 1 1 d . . . . .
Cu2 Cu 0.42572(11) 0.99322(6) 0.30882(4) 0.0294(2) Uani 1 1 d . . . . .
Cl3 Cl 0.4591(2) 1.01837(11) 0.20418(9) 0.0370(5) Uani 1 1 d . . . . .
Cu1 Cu 0.65933(9) 0.99296(5) 0.40948(4) 0.01964(19) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.529(10) . ?
C1 P1 1.831(7) . ?
C2 C3 1.523(10) . ?
C3 P3 1.854(7) . ?
C4 C5 1.530(10) . ?
C4 P3 1.832(8) . ?
C5 C6 1.532(9) . ?
C6 P2 1.843(7) . ?
C7 C8 1.535(9) . ?
C7 P2 1.839(7) . ?
C8 C10 1.557(9) . ?
C10 P1 1.829(7) . ?
C11 C13 1.522(10) . ?
C11 C12 1.530(10) . ?
C11 P1 1.846(7) . ?
C14 C15 1.521(12) . ?
C14 C16 1.543(10) . ?
C14 P3 1.846(7) . ?
C17 C19 1.529(10) . ?
C17 C18 1.540(10) . ?
C17 P2 1.846(7) . ?
P1 Cu1 2.2383(17) . ?
P2 Cu1 2.2471(18) . ?
P3 Cu1 2.2416(18) . ?
Cl1 Cu2 2.1359(19) . ?
Cl1 Cu1 2.4002(19) . ?
Cu2 Cl3 2.1071(19) . ?
Cu2 Cu1 2.7001(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
C2 C1 P1 114.2(5) . . ?
C3 C2 C1 114.5(7) . . ?
C2 C3 P3 117.5(5) . . ?
C5 C4 P3 115.3(5) . . ?
C4 C5 C6 115.5(6) . . ?
C5 C6 P2 116.1(5) . . ?
C8 C7 P2 115.3(5) . . ?
C7 C8 C10 114.9(6) . . ?
C8 C10 P1 115.1(5) . . ?
C13 C11 C12 110.7(7) . . ?
C13 C11 P1 110.5(5) . . ?
C12 C11 P1 110.2(5) . . ?
C15 C14 C16 112.3(6) . . ?
C15 C14 P3 110.0(5) . . ?
C16 C14 P3 114.2(6) . . ?
C19 C17 C18 110.3(6) . . ?
C19 C17 P2 111.1(5) . . ?
C18 C17 P2 114.0(5) . . ?
C10 P1 C1 101.3(3) . . ?
C10 P1 C11 104.9(3) . . ?
C1 P1 C11 103.6(3) . . ?
C10 P1 Cu1 112.9(2) . . ?
C1 P1 Cu1 111.5(2) . . ?
C11 P1 Cu1 120.6(3) . . ?
C7 P2 C6 103.5(4) . . ?
C7 P2 C17 105.1(3) . . ?
C6 P2 C17 101.8(3) . . ?
C7 P2 Cu1 110.0(2) . . ?
C6 P2 Cu1 113.0(2) . . ?
C17 P2 Cu1 121.6(2) . . ?
C4 P3 C14 103.2(4) . . ?
C4 P3 C3 103.6(4) . . ?
C14 P3 C3 103.4(3) . . ?
C4 P3 Cu1 110.9(2) . . ?
C14 P3 Cu1 121.6(3) . . ?
C3 P3 Cu1 112.3(2) . . ?
Cu2 Cl1 Cu1 72.80(6) . . ?
Cl3 Cu2 Cl1 173.04(8) . . ?
Cl3 Cu2 Cu1 128.74(7) . . ?
Cl1 Cu2 Cu1 58.12(5) . . ?
P1 Cu1 P3 104.71(7) . . ?
P1 Cu1 P2 106.11(7) . . ?
P3 Cu1 P2 104.73(7) . . ?
P1 Cu1 Cl1 110.53(7) . . ?
P3 Cu1 Cl1 117.89(7) . . ?
P2 Cu1 Cl1 111.99(7) . . ?
P1 Cu1 Cu2 159.51(6) . . ?
P3 Cu1 Cu2 86.90(6) . . ?
P2 Cu1 Cu2 86.61(5) . . ?
Cl1 Cu1 Cu2 49.08(5) . . ?

_refine_diff_density_max         0.562
_refine_diff_density_min         -0.765
_refine_diff_density_rms         0.109

####################################################################### 
# 
# 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_pge0833
_database_code_depnum_ccdc_archive 'CCDC 1858172'
_audit_update_record             
;
2018-10-24 deposited with the CCDC.
2018-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H39 Br Cu P3'
_chemical_formula_sum            'C18 H39 Br Cu P3'
_chemical_formula_weight         491.85

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   10.1600(2)
_cell_length_b                   15.9190(4)
_cell_length_c                   14.1560(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.0380(10)
_cell_angle_gamma                90
_cell_volume                     2289.17(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4210
_cell_measurement_theta_min      3.25
_cell_measurement_theta_max      27.55

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_F_000             1024
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.240
_exptl_absorpt_coefficient_mu    2.908
_shelx_estimated_absorpt_T_min   0.496
_shelx_estimated_absorpt_T_max   0.542
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.4965
_exptl_absorpt_correction_T_max  0.5420
_exptl_absorpt_process_details   Denzo/Scalepack
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'CCD scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8551
_diffrn_reflns_av_unetI/netI     0.0530
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.925
_diffrn_reflns_theta_max         27.550
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_reflns_number_total             5225
_reflns_number_gt                4209
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'COLLECT,Nonius BV, 1997-2001'
_computing_cell_refinement       DENZO/SCALEPACK
_computing_data_reduction        DENZO/SCALEPACK
_computing_structure_solution    SHELXS
_computing_structure_refinement  SHELXL
_computing_molecular_graphics    'ORTEP-3 for Windows'
_computing_publication_material  WinGX
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0103P)²+2.0484P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5225
_refine_ls_number_parameters     214
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0521
_refine_ls_R_factor_gt           0.0359
_refine_ls_wR_factor_ref         0.0723
_refine_ls_wR_factor_gt          0.0668
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.8541(2) 0.00389(16) 0.61978(19) 0.0259(6) Uani 1 1 d . . . . .
H1A H 0.891952 0.010909 0.556313 0.031 Uiso 1 1 calc R U . . .
H1B H 0.877568 -0.053197 0.642125 0.031 Uiso 1 1 calc R U . . .
C2 C 0.7037(2) 0.00904(16) 0.6097(2) 0.0269(6) Uani 1 1 d . . . . .
H2A H 0.670227 -0.045220 0.584956 0.032 Uiso 1 1 calc R U . . .
H2B H 0.666263 0.017346 0.673143 0.032 Uiso 1 1 calc R U . . .
C3 C 0.6546(3) 0.07933(17) 0.5449(2) 0.0292(6) Uani 1 1 d . . . . .
H3A H 0.561380 0.068031 0.527689 0.035 Uiso 1 1 calc R U . . .
H3B H 0.705570 0.077603 0.486028 0.035 Uiso 1 1 calc R U . . .
C4 C 0.6825(3) 0.24986(19) 0.4875(2) 0.0366(7) Uani 1 1 d . . . . .
H4A H 0.618923 0.229130 0.439120 0.044 Uiso 1 1 calc R U . . .
H4B H 0.659122 0.308760 0.502120 0.044 Uiso 1 1 calc R U . . .
C5 C 0.8216(3) 0.2480(2) 0.4462(2) 0.0419(8) Uani 1 1 d . . . . .
H5A H 0.857485 0.190476 0.453253 0.050 Uiso 1 1 calc R U . . .
H5B H 0.814687 0.260367 0.377793 0.050 Uiso 1 1 calc R U . . .
C6 C 0.9197(3) 0.3102(2) 0.4920(2) 0.0408(8) Uani 1 1 d . . . . .
H6A H 0.878152 0.366454 0.492137 0.049 Uiso 1 1 calc R U . . .
H6B H 0.997741 0.313629 0.451363 0.049 Uiso 1 1 calc R U . . .
C7 C 1.1339(3) 0.23184(17) 0.5955(2) 0.0291(6) Uani 1 1 d . . . . .
H7A H 1.181306 0.260880 0.544504 0.035 Uiso 1 1 calc R U . . .
H7B H 1.188168 0.237268 0.654014 0.035 Uiso 1 1 calc R U . . .
C8 C 1.1241(3) 0.13848(17) 0.5702(2) 0.0308(6) Uani 1 1 d . . . . .
H8A H 1.206461 0.121444 0.539175 0.037 Uiso 1 1 calc R U . . .
H8B H 1.051059 0.130921 0.523803 0.037 Uiso 1 1 calc R U . . .
C9 C 1.1013(2) 0.07969(17) 0.6540(2) 0.0292(6) Uani 1 1 d . . . . .
H9A H 1.163359 0.095255 0.705848 0.035 Uiso 1 1 calc R U . . .
H9B H 1.122586 0.021616 0.634523 0.035 Uiso 1 1 calc R U . . .
C10 C 0.9543(3) 0.02108(18) 0.8107(2) 0.0308(6) Uani 1 1 d . . . . .
H10 H 1.009681 -0.029512 0.798227 0.037 Uiso 1 1 calc R U . . .
C11 C 0.8209(3) -0.0077(2) 0.8469(2) 0.0403(8) Uani 1 1 d . . . . .
H11A H 0.832838 -0.034235 0.908967 0.060 Uiso 1 1 calc R U . . .
H11B H 0.781841 -0.048267 0.802511 0.060 Uiso 1 1 calc R U . . .
H11C H 0.762363 0.040910 0.852538 0.060 Uiso 1 1 calc R U . . .
C12 C 1.0254(3) 0.0765(2) 0.8840(2) 0.0452(8) Uani 1 1 d . . . . .
H12A H 0.969551 0.124511 0.899550 0.068 Uiso 1 1 calc R U . . .
H12B H 1.108358 0.096725 0.857971 0.068 Uiso 1 1 calc R U . . .
H12C H 1.043888 0.043607 0.941228 0.068 Uiso 1 1 calc R U . . .
C13 C 0.4953(3) 0.20703(17) 0.6310(2) 0.0326(7) Uani 1 1 d . . . . .
H13 H 0.434001 0.196932 0.576047 0.039 Uiso 1 1 calc R U . . .
C14 C 0.4616(3) 0.14686(19) 0.7110(2) 0.0405(8) Uani 1 1 d . . . . .
H14A H 0.526353 0.153106 0.762695 0.061 Uiso 1 1 calc R U . . .
H14B H 0.463116 0.088945 0.687610 0.061 Uiso 1 1 calc R U . . .
H14C H 0.373577 0.159922 0.734207 0.061 Uiso 1 1 calc R U . . .
C15 C 0.4826(3) 0.29806(18) 0.6633(3) 0.0425(8) Uani 1 1 d . . . . .
H15A H 0.395382 0.306806 0.690139 0.064 Uiso 1 1 calc R U . . .
H15B H 0.493594 0.335627 0.609180 0.064 Uiso 1 1 calc R U . . .
H15C H 0.550536 0.310205 0.711376 0.064 Uiso 1 1 calc R U . . .
C16 C 1.0335(3) 0.39155(16) 0.6558(2) 0.0291(6) Uani 1 1 d . . . . .
H16 H 0.953668 0.428219 0.657293 0.035 Uiso 1 1 calc R U . . .
C17 C 1.0849(3) 0.38454(19) 0.7577(2) 0.0379(7) Uani 1 1 d . . . . .
H17A H 1.164306 0.349627 0.759517 0.057 Uiso 1 1 calc R U . . .
H17B H 1.017254 0.358812 0.796825 0.057 Uiso 1 1 calc R U . . .
H17C H 1.105916 0.440684 0.781986 0.057 Uiso 1 1 calc R U . . .
C18 C 1.1328(3) 0.4360(2) 0.5928(3) 0.0465(9) Uani 1 1 d . . . . .
H18A H 1.151794 0.492016 0.618324 0.070 Uiso 1 1 calc R U . . .
H18B H 1.095884 0.441214 0.528677 0.070 Uiso 1 1 calc R U . . .
H18C H 1.214355 0.403156 0.591219 0.070 Uiso 1 1 calc R U . . .
P1 P 0.93325(6) 0.08085(4) 0.70017(5) 0.02036(15) Uani 1 1 d . . . . .
P2 P 0.66623(6) 0.18655(4) 0.59476(5) 0.02319(15) Uani 1 1 d . . . . .
P3 P 0.97727(6) 0.28677(4) 0.61355(5) 0.02217(15) Uani 1 1 d . . . . .
Cu1 Cu 0.83550(3) 0.20754(2) 0.69646(2) 0.01857(8) Uani 1 1 d . . . . .
Br1 Br 0.77356(3) 0.26408(2) 0.84966(2) 0.03528(9) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.535(3) . ?
C1 P1 1.847(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.525(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 P2 1.850(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.539(4) . ?
C4 P2 1.832(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.539(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 P3 1.845(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.532(4) . ?
C7 P3 1.838(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.532(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 P1 1.839(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.528(4) . ?
C10 C12 1.532(4) . ?
C10 P1 1.841(3) . ?
C10 H10 1.0000 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C15 1.526(4) . ?
C13 C14 1.528(4) . ?
C13 P2 1.849(3) . ?
C13 H13 1.0000 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.529(4) . ?
C16 C18 1.532(4) . ?
C16 P3 1.859(3) . ?
C16 H16 1.0000 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
P1 Cu1 2.2483(7) . ?
P2 Cu1 2.2477(7) . ?
P3 Cu1 2.2592(7) . ?
Cu1 Br1 2.4410(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
C2 C1 P1 116.33(18) . . ?
C2 C1 H1A 108.2 . . ?
P1 C1 H1A 108.2 . . ?
C2 C1 H1B 108.2 . . ?
P1 C1 H1B 108.2 . . ?
H1A C1 H1B 107.4 . . ?
C3 C2 C1 114.2(2) . . ?
C3 C2 H2A 108.7 . . ?
C1 C2 H2A 108.7 . . ?
C3 C2 H2B 108.7 . . ?
C1 C2 H2B 108.7 . . ?
H2A C2 H2B 107.6 . . ?
C2 C3 P2 115.45(18) . . ?
C2 C3 H3A 108.4 . . ?
P2 C3 H3A 108.4 . . ?
C2 C3 H3B 108.4 . . ?
P2 C3 H3B 108.4 . . ?
H3A C3 H3B 107.5 . . ?
C5 C4 P2 113.7(2) . . ?
C5 C4 H4A 108.8 . . ?
P2 C4 H4A 108.8 . . ?
C5 C4 H4B 108.8 . . ?
P2 C4 H4B 108.8 . . ?
H4A C4 H4B 107.7 . . ?
C6 C5 C4 114.8(3) . . ?
C6 C5 H5A 108.6 . . ?
C4 C5 H5A 108.6 . . ?
C6 C5 H5B 108.6 . . ?
C4 C5 H5B 108.6 . . ?
H5A C5 H5B 107.5 . . ?
C5 C6 P3 117.0(2) . . ?
C5 C6 H6A 108.0 . . ?
P3 C6 H6A 108.0 . . ?
C5 C6 H6B 108.0 . . ?
P3 C6 H6B 108.0 . . ?
H6A C6 H6B 107.3 . . ?
C8 C7 P3 116.20(19) . . ?
C8 C7 H7A 108.2 . . ?
P3 C7 H7A 108.2 . . ?
C8 C7 H7B 108.2 . . ?
P3 C7 H7B 108.2 . . ?
H7A C7 H7B 107.4 . . ?
C7 C8 C9 115.0(2) . . ?
C7 C8 H8A 108.5 . . ?
C9 C8 H8A 108.5 . . ?
C7 C8 H8B 108.5 . . ?
C9 C8 H8B 108.5 . . ?
H8A C8 H8B 107.5 . . ?
C8 C9 P1 115.05(18) . . ?
C8 C9 H9A 108.5 . . ?
P1 C9 H9A 108.5 . . ?
C8 C9 H9B 108.5 . . ?
P1 C9 H9B 108.5 . . ?
H9A C9 H9B 107.5 . . ?
C11 C10 C12 110.8(3) . . ?
C11 C10 P1 110.49(19) . . ?
C12 C10 P1 108.90(19) . . ?
C11 C10 H10 108.9 . . ?
C12 C10 H10 108.9 . . ?
P1 C10 H10 108.9 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C15 C13 C14 110.6(3) . . ?
C15 C13 P2 109.62(19) . . ?
C14 C13 P2 108.63(19) . . ?
C15 C13 H13 109.3 . . ?
C14 C13 H13 109.3 . . ?
P2 C13 H13 109.3 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C18 111.4(2) . . ?
C17 C16 P3 109.62(19) . . ?
C18 C16 P3 115.4(2) . . ?
C17 C16 H16 106.6 . . ?
C18 C16 H16 106.6 . . ?
P3 C16 H16 106.6 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C9 P1 C10 101.68(13) . . ?
C9 P1 C1 99.86(12) . . ?
C10 P1 C1 102.92(13) . . ?
C9 P1 Cu1 114.41(9) . . ?
C10 P1 Cu1 121.88(10) . . ?
C1 P1 Cu1 113.17(9) . . ?
C4 P2 C13 103.41(14) . . ?
C4 P2 C3 101.41(14) . . ?
C13 P2 C3 102.38(13) . . ?
C4 P2 Cu1 111.67(10) . . ?
C13 P2 Cu1 120.54(10) . . ?
C3 P2 Cu1 115.11(9) . . ?
C7 P3 C6 103.16(15) . . ?
C7 P3 C16 102.10(12) . . ?
C6 P3 C16 102.07(14) . . ?
C7 P3 Cu1 111.61(9) . . ?
C6 P3 Cu1 113.76(10) . . ?
C16 P3 Cu1 121.93(9) . . ?
P2 Cu1 P1 102.36(3) . . ?
P2 Cu1 P3 103.76(3) . . ?
P1 Cu1 P3 103.14(3) . . ?
P2 Cu1 Br1 114.66(2) . . ?
P1 Cu1 Br1 115.52(2) . . ?
P3 Cu1 Br1 115.64(2) . . ?

_refine_diff_density_max         0.413
_refine_diff_density_min         -0.424
_refine_diff_density_rms         0.082

####################################################################### 
# 
# 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_pge1013
_database_code_depnum_ccdc_archive 'CCDC 1858170'
_audit_update_record             
;
2018-10-24 deposited with the CCDC.
2018-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H33 Cl2 Cu2 P3'
_chemical_formula_sum            'C15 H33 Cl2 Cu2 P3'
_chemical_formula_weight         504.30

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

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

_cell_length_a                   8.59020(10)
_cell_length_b                   15.6586(3)
_cell_length_c                   32.0807(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4315.19(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3702
_cell_measurement_theta_min      2.988
_cell_measurement_theta_max      25.242

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.552
_exptl_crystal_F_000             2080
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    2.436
_shelx_estimated_absorpt_T_min   0.581
_shelx_estimated_absorpt_T_max   0.711

_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.561
_exptl_absorpt_correction_T_max  0.892
_exptl_absorpt_process_details   Denzo/Scalepack
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'CCD scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9313
_diffrn_reflns_av_unetI/netI     0.0717
_diffrn_reflns_av_R_equivalents  0.0526
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_theta_min         1.269
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_reflns_number_total             4951
_reflns_number_gt                3708
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'COLLECT,Nonius BV, 1997-2001'
_computing_cell_refinement       DENZO/SCALEPACK
_computing_data_reduction        DENZO/SCALEPACK
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 for Windows'
_computing_publication_material  WinGX
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0410P)²+10.5463P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/1 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00117(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4951
_refine_ls_number_parameters     231
_refine_ls_number_restraints     110
_refine_ls_R_factor_all          0.0727
_refine_ls_R_factor_gt           0.0489
_refine_ls_wR_factor_ref         0.1090
_refine_ls_wR_factor_gt          0.0983
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.033
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0146(9) 0.3647(4) 0.40355(16) 0.0420(13) Uani 0.723(7) 1 d D U P A 1
H1A H 0.066910 0.420971 0.401762 0.050 Uiso 0.723(7) 1 calc R U P A 1
H1B H -0.098807 0.375800 0.402867 0.050 Uiso 0.723(7) 1 calc R U P A 1
C2 C 0.0514(7) 0.3284(3) 0.44527(16) 0.0378(11) Uani 0.723(7) 1 d D U P A 1
H2A H 0.030181 0.373427 0.466193 0.045 Uiso 0.723(7) 1 calc R U P A 1
H2B H 0.164774 0.317177 0.446026 0.045 Uiso 0.723(7) 1 calc R U P A 1
C3 C -0.0300(7) 0.2480(3) 0.45976(18) 0.0370(12) Uani 0.723(7) 1 d D U P A 1
H3A H -0.140876 0.250215 0.451397 0.044 Uiso 0.723(7) 1 calc R U P A 1
H3B H -0.025626 0.244725 0.490561 0.044 Uiso 0.723(7) 1 calc R U P A 1
C4 C -0.1004(5) 0.0781(4) 0.44926(15) 0.0610(14) Uani 1 1 d . . . . .
H4A H -0.057702 0.019377 0.448961 0.073 Uiso 1 1 calc R U . . .
H4B H -0.137844 0.089627 0.477895 0.073 Uiso 1 1 calc R U . . .
C5 C -0.2394(5) 0.0810(4) 0.41996(14) 0.0565(13) Uani 1 1 d . . . . .
H5A H -0.327816 0.052084 0.433818 0.068 Uiso 1 1 calc R U . . .
H5B H -0.269159 0.141561 0.415998 0.068 Uiso 1 1 calc R U . . .
C6 C -0.2177(5) 0.0414(3) 0.37772(14) 0.0522(12) Uani 1 1 d . . . . .
H6A H -0.322028 0.033470 0.365199 0.063 Uiso 1 1 calc R U . . .
H6B H -0.172325 -0.016080 0.381769 0.063 Uiso 1 1 calc R U . . .
C7 C -0.2313(4) 0.1719(3) 0.31309(13) 0.0422(10) Uani 1 1 d . . . . .
H7A H -0.200085 0.175477 0.283434 0.051 Uiso 1 1 calc R U . . .
H7B H -0.336492 0.146112 0.313915 0.051 Uiso 1 1 calc R U . . .
C8 C -0.2435(5) 0.2624(3) 0.32994(14) 0.0495(11) Uani 1 1 d . . . . .
H8A H -0.337728 0.289116 0.317880 0.059 Uiso 1 1 calc R U . . .
H8B H -0.259197 0.258990 0.360465 0.059 Uiso 1 1 calc R U . . .
C9 C -0.1065(5) 0.3207(3) 0.32166(14) 0.0448(11) Uani 1 1 d . . . . .
H9A H -0.142045 0.380564 0.324679 0.054 Uiso 1 1 calc R U . . .
H9B H -0.073453 0.312867 0.292345 0.054 Uiso 1 1 calc R U . . .
C10 C 0.2083(6) 0.3730(3) 0.32973(14) 0.0491(11) Uani 1 1 d . . . . .
H10A H 0.160410 0.429045 0.323346 0.059 Uiso 1 1 calc R U . . .
H10B H 0.296346 0.383027 0.349022 0.059 Uiso 1 1 calc R U . . .
C11 C 0.2696(6) 0.3338(3) 0.28968(15) 0.0614(14) Uani 1 1 d . . . . .
H11A H 0.307958 0.275987 0.295356 0.092 Uiso 1 1 calc R U . . .
H11B H 0.354796 0.368905 0.278796 0.092 Uiso 1 1 calc R U . . .
H11C H 0.185598 0.331078 0.269052 0.092 Uiso 1 1 calc R U . . .
C12 C 0.2096(5) 0.1207(3) 0.47496(12) 0.0379(9) Uani 1 1 d . . . . .
H12A H 0.287497 0.166939 0.477628 0.045 Uiso 1 1 calc R U . . .
H12B H 0.160868 0.112208 0.502619 0.045 Uiso 1 1 calc R U . . .
C13 C 0.2912(5) 0.0394(3) 0.46219(13) 0.0450(10) Uani 1 1 d . . . . .
H13A H 0.214381 -0.006395 0.458903 0.068 Uiso 1 1 calc R U . . .
H13B H 0.366719 0.023275 0.483698 0.068 Uiso 1 1 calc R U . . .
H13C H 0.345453 0.048503 0.435694 0.068 Uiso 1 1 calc R U . . .
C14 C -0.0731(5) 0.0150(3) 0.30037(13) 0.0405(10) Uani 1 1 d . . . . .
H14A H -0.024460 -0.035551 0.313562 0.049 Uiso 1 1 calc R U . . .
H14B H -0.177285 -0.002186 0.290225 0.049 Uiso 1 1 calc R U . . .
C15 C 0.0251(5) 0.0422(3) 0.26354(13) 0.0465(11) Uani 1 1 d . . . . .
H15A H -0.023595 0.091336 0.249837 0.070 Uiso 1 1 calc R U . . .
H15B H 0.033133 -0.005198 0.243704 0.070 Uiso 1 1 calc R U . . .
H15C H 0.129382 0.058055 0.273218 0.070 Uiso 1 1 calc R U . . .
P1 P 0.06418(13) 0.30511(6) 0.35542(3) 0.0337(2) Uani 1 1 d D . . . .
P2 P 0.05996(13) 0.15328(7) 0.43762(3) 0.0372(3) Uani 1 1 d D . . . .
P3 P -0.09608(11) 0.09859(7) 0.33965(3) 0.0306(2) Uani 1 1 d . . . . .
Cl1 Cl 0.35349(11) 0.11198(6) 0.34596(3) 0.0390(2) Uani 1 1 d . . . . .
Cl2 Cl 0.49442(12) 0.31829(7) 0.42286(3) 0.0458(3) Uani 1 1 d . . . . .
Cu1 Cu 0.10676(5) 0.16650(3) 0.36909(2) 0.02464(13) Uani 1 1 d . . . . .
Cu2 Cu 0.40851(5) 0.21651(3) 0.38617(2) 0.03559(15) Uani 1 1 d . . . . .
C1A C -0.025(2) 0.3733(11) 0.3956(4) 0.0415(18) Uani 0.277(7) 1 d D U P A 2
H1A1 H 0.034724 0.427300 0.397034 0.050 Uiso 0.277(7) 1 calc R U P A 2
H1A2 H -0.131872 0.387816 0.386496 0.050 Uiso 0.277(7) 1 calc R U P A 2
C2A C -0.034(2) 0.3371(9) 0.4381(4) 0.0377(15) Uani 0.277(7) 1 d D U P A 2
H2A1 H -0.144237 0.319752 0.440939 0.045 Uiso 0.277(7) 1 calc R U P A 2
H2A2 H -0.021413 0.387303 0.456519 0.045 Uiso 0.277(7) 1 calc R U P A 2
C3A C 0.0557(19) 0.2665(6) 0.4603(4) 0.0381(17) Uani 0.277(7) 1 d D U P A 2
H3A1 H 0.013361 0.262250 0.488932 0.046 Uiso 0.277(7) 1 calc R U P A 2
H3A2 H 0.165022 0.285832 0.462929 0.046 Uiso 0.277(7) 1 calc R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.488(6) . ?
C1 P1 1.854(5) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.514(6) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 P2 1.817(5) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.520(6) . ?
C4 P2 1.850(5) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.502(7) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 P3 1.840(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.519(6) . ?
C7 P3 1.843(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.514(6) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 P1 1.839(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.519(7) . ?
C10 P1 1.828(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.509(6) . ?
C12 P2 1.830(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.513(6) . ?
C14 P3 1.827(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
P1 C1A 1.841(9) . ?
P1 Cu1 2.2443(11) . ?
P2 C3A 1.917(9) . ?
P2 Cu1 2.2443(11) . ?
P3 Cu1 2.2492(10) . ?
Cl1 Cu2 2.1369(11) . ?
Cl1 Cu1 2.4024(10) . ?
Cl2 Cu2 2.1143(11) . ?
Cu1 Cu2 2.7627(6) . ?
C1A C2A 1.477(9) . ?
C1A H1A1 0.9900 . ?
C1A H1A2 0.9900 . ?
C2A C3A 1.525(9) . ?
C2A H2A1 0.9900 . ?
C2A H2A2 0.9900 . ?
C3A H3A1 0.9900 . ?
C3A H3A2 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 P1 120.5(4) . . ?
C2 C1 H1A 107.2 . . ?
P1 C1 H1A 107.2 . . ?
C2 C1 H1B 107.2 . . ?
P1 C1 H1B 107.2 . . ?
H1A C1 H1B 106.8 . . ?
C1 C2 C3 119.7(6) . . ?
C1 C2 H2A 107.4 . . ?
C3 C2 H2A 107.4 . . ?
C1 C2 H2B 107.4 . . ?
C3 C2 H2B 107.4 . . ?
H2A C2 H2B 106.9 . . ?
C2 C3 P2 111.2(4) . . ?
C2 C3 H3A 109.4 . . ?
P2 C3 H3A 109.4 . . ?
C2 C3 H3B 109.4 . . ?
P2 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
C5 C4 P2 116.2(3) . . ?
C5 C4 H4A 108.2 . . ?
P2 C4 H4A 108.2 . . ?
C5 C4 H4B 108.2 . . ?
P2 C4 H4B 108.2 . . ?
H4A C4 H4B 107.4 . . ?
C6 C5 C4 116.6(4) . . ?
C6 C5 H5A 108.1 . . ?
C4 C5 H5A 108.1 . . ?
C6 C5 H5B 108.1 . . ?
C4 C5 H5B 108.1 . . ?
H5A C5 H5B 107.3 . . ?
C5 C6 P3 118.0(4) . . ?
C5 C6 H6A 107.8 . . ?
P3 C6 H6A 107.8 . . ?
C5 C6 H6B 107.8 . . ?
P3 C6 H6B 107.8 . . ?
H6A C6 H6B 107.2 . . ?
C8 C7 P3 117.4(3) . . ?
C8 C7 H7A 108.0 . . ?
P3 C7 H7A 108.0 . . ?
C8 C7 H7B 108.0 . . ?
P3 C7 H7B 108.0 . . ?
H7A C7 H7B 107.2 . . ?
C9 C8 C7 116.5(4) . . ?
C9 C8 H8A 108.2 . . ?
C7 C8 H8A 108.2 . . ?
C9 C8 H8B 108.2 . . ?
C7 C8 H8B 108.2 . . ?
H8A C8 H8B 107.3 . . ?
C8 C9 P1 115.9(3) . . ?
C8 C9 H9A 108.3 . . ?
P1 C9 H9A 108.3 . . ?
C8 C9 H9B 108.3 . . ?
P1 C9 H9B 108.3 . . ?
H9A C9 H9B 107.4 . . ?
C11 C10 P1 112.4(3) . . ?
C11 C10 H10A 109.1 . . ?
P1 C10 H10A 109.1 . . ?
C11 C10 H10B 109.1 . . ?
P1 C10 H10B 109.1 . . ?
H10A C10 H10B 107.9 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 P2 112.6(3) . . ?
C13 C12 H12A 109.1 . . ?
P2 C12 H12A 109.1 . . ?
C13 C12 H12B 109.1 . . ?
P2 C12 H12B 109.1 . . ?
H12A C12 H12B 107.8 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 P3 113.4(3) . . ?
C15 C14 H14A 108.9 . . ?
P3 C14 H14A 108.9 . . ?
C15 C14 H14B 108.9 . . ?
P3 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C10 P1 C9 101.3(2) . . ?
C10 P1 C1A 105.1(7) . . ?
C9 P1 C1A 90.2(6) . . ?
C10 P1 C1 103.8(3) . . ?
C9 P1 C1 103.9(3) . . ?
C10 P1 Cu1 122.71(16) . . ?
C9 P1 Cu1 111.95(15) . . ?
C1A P1 Cu1 119.5(5) . . ?
C1 P1 Cu1 111.2(2) . . ?
C3 P2 C12 105.7(2) . . ?
C3 P2 C4 97.1(3) . . ?
C12 P2 C4 102.3(2) . . ?
C12 P2 C3A 91.3(4) . . ?
C4 P2 C3A 119.8(6) . . ?
C3 P2 Cu1 112.58(18) . . ?
C12 P2 Cu1 122.76(14) . . ?
C4 P2 Cu1 112.94(17) . . ?
C3A P2 Cu1 106.9(5) . . ?
C14 P3 C6 99.8(2) . . ?
C14 P3 C7 101.28(19) . . ?
C6 P3 C7 104.6(2) . . ?
C14 P3 Cu1 122.97(13) . . ?
C6 P3 Cu1 113.03(15) . . ?
C7 P3 Cu1 112.83(14) . . ?
Cu2 Cl1 Cu1 74.72(3) . . ?
P2 Cu1 P1 104.56(4) . . ?
P2 Cu1 P3 103.24(4) . . ?
P1 Cu1 P3 104.41(4) . . ?
P2 Cu1 Cl1 115.33(4) . . ?
P1 Cu1 Cl1 115.28(4) . . ?
P3 Cu1 Cl1 112.69(4) . . ?
P2 Cu1 Cu2 90.00(3) . . ?
P1 Cu1 Cu2 85.27(3) . . ?
P3 Cu1 Cu2 160.76(3) . . ?
Cl1 Cu1 Cu2 48.26(3) . . ?
Cl2 Cu2 Cl1 172.16(4) . . ?
Cl2 Cu2 Cu1 130.66(4) . . ?
Cl1 Cu2 Cu1 57.02(3) . . ?
C2A C1A P1 116.4(10) . . ?
C2A C1A H1A1 108.2 . . ?
P1 C1A H1A1 108.2 . . ?
C2A C1A H1A2 108.2 . . ?
P1 C1A H1A2 108.2 . . ?
H1A1 C1A H1A2 107.3 . . ?
C1A C2A C3A 133.1(13) . . ?
C1A C2A H2A1 103.9 . . ?
C3A C2A H2A1 103.9 . . ?
C1A C2A H2A2 103.9 . . ?
C3A C2A H2A2 103.9 . . ?
H2A1 C2A H2A2 105.4 . . ?
C2A C3A P2 120.2(9) . . ?
C2A C3A H3A1 107.3 . . ?
P2 C3A H3A1 107.3 . . ?
C2A C3A H3A2 107.3 . . ?
P2 C3A H3A2 107.3 . . ?
H3A1 C3A H3A2 106.9 . . ?

_refine_diff_density_max         0.805
_refine_diff_density_min         -0.924
_refine_diff_density_rms         0.117

####################################################################### 
# 
# 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_pge1319c
_database_code_depnum_ccdc_archive 'CCDC 1858169'
_audit_update_record             
;
2018-10-24 deposited with the CCDC.
2018-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H33 Br Cu P3'
_chemical_formula_sum            'C15 H33 Br Cu P3'
_chemical_formula_weight         449.77

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   13.4480(3)
_cell_length_b                   10.6233(3)
_cell_length_c                   13.7607(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.123(3)
_cell_angle_gamma                90
_cell_volume                     1964.53(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4032
_cell_measurement_theta_min      3.2780
_cell_measurement_theta_max      73.3880

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.521
_exptl_crystal_F_000             928
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.292
_exptl_crystal_size_mid          0.097
_exptl_crystal_size_min          0.061
_exptl_absorpt_coefficient_mu    6.165
_shelx_estimated_absorpt_T_min   0.266
_shelx_estimated_absorpt_T_max   0.705
_exptl_absorpt_correction_T_min  0.68336
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6042
_diffrn_reflns_av_unetI/netI     0.0142
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.289
_diffrn_reflns_theta_max         73.389
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_reflns_number_total             6042
_reflns_number_gt                5455
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 for Windows'
_computing_publication_material  WinGX
_refine_special_details          
;
 Refined as a 2-component perfect twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0827P)²+8.2298P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6042
_refine_ls_number_parameters     184
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0622
_refine_ls_R_factor_gt           0.0584
_refine_ls_wR_factor_ref         0.1713
_refine_ls_wR_factor_gt          0.1689
_refine_ls_goodness_of_fit_ref   1.152
_refine_ls_restrained_S_all      1.152
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.9593(5) -0.0397(6) 0.2908(5) 0.0260(13) Uani 1 1 d . . . . .
H1A H 1.005337 0.017862 0.326819 0.031 Uiso 1 1 calc R U . . .
H1B H 0.999967 -0.101397 0.255922 0.031 Uiso 1 1 calc R U . . .
C2 C 0.8968(5) 0.0371(6) 0.2160(5) 0.0267(13) Uani 1 1 d . . . . .
H2A H 0.936970 0.051219 0.158104 0.032 Uiso 1 1 calc R U . . .
H2B H 0.837978 -0.013432 0.194981 0.032 Uiso 1 1 calc R U . . .
C3 C 0.8611(5) 0.1644(6) 0.2527(5) 0.0286(14) Uani 1 1 d . . . . .
H3A H 0.838370 0.214821 0.195543 0.034 Uiso 1 1 calc R U . . .
H3B H 0.919083 0.208617 0.283188 0.034 Uiso 1 1 calc R U . . .
C4 C 0.6476(5) 0.1817(6) 0.2626(5) 0.0285(14) Uani 1 1 d . . . . .
H4A H 0.595924 0.222875 0.300965 0.034 Uiso 1 1 calc R U . . .
H4B H 0.662900 0.239115 0.208465 0.034 Uiso 1 1 calc R U . . .
C5 C 0.6035(5) 0.0587(7) 0.2188(4) 0.0271(13) Uani 1 1 d . . . . .
H5A H 0.560453 0.080449 0.161301 0.033 Uiso 1 1 calc R U . . .
H5B H 0.658769 0.006158 0.195898 0.033 Uiso 1 1 calc R U . . .
C6 C 0.5427(5) -0.0196(6) 0.2886(5) 0.0263(13) Uani 1 1 d . . . . .
H6A H 0.498972 -0.077608 0.250310 0.032 Uiso 1 1 calc R U . . .
H6B H 0.499628 0.037391 0.325364 0.032 Uiso 1 1 calc R U . . .
C7 C 0.6525(5) -0.2486(6) 0.2992(5) 0.0260(13) Uani 1 1 d . . . . .
H7A H 0.595018 -0.306888 0.296807 0.031 Uiso 1 1 calc R U . . .
H7B H 0.661961 -0.218317 0.232171 0.031 Uiso 1 1 calc R U . . .
C8 C 0.7453(5) -0.3231(5) 0.3324(4) 0.0260(13) Uani 1 1 d . . . . .
H8A H 0.745703 -0.332748 0.403955 0.031 Uiso 1 1 calc R U . . .
H8B H 0.741645 -0.408281 0.303376 0.031 Uiso 1 1 calc R U . . .
C9 C 0.8428(5) -0.2609(6) 0.3043(4) 0.0267(13) Uani 1 1 d . . . . .
H9A H 0.835505 -0.233598 0.235619 0.032 Uiso 1 1 calc R U . . .
H9B H 0.895982 -0.325285 0.308112 0.032 Uiso 1 1 calc R U . . .
C10 C 0.7787(6) 0.3232(6) 0.3900(5) 0.0340(15) Uani 1 1 d . . . . .
H10A H 0.846734 0.328945 0.419786 0.041 Uiso 1 1 calc R U . . .
H10B H 0.774201 0.384298 0.335683 0.041 Uiso 1 1 calc R U . . .
C11 C 0.7049(7) 0.3608(7) 0.4652(6) 0.0471(19) Uani 1 1 d . . . . .
H11A H 0.639632 0.375279 0.433190 0.071 Uiso 1 1 calc R U . . .
H11B H 0.727647 0.438181 0.497846 0.071 Uiso 1 1 calc R U . . .
H11C H 0.699752 0.293287 0.513284 0.071 Uiso 1 1 calc R U . . .
C12 C 0.5287(5) -0.1780(6) 0.4562(5) 0.0265(13) Uani 1 1 d . . . . .
H12A H 0.499409 -0.109121 0.494199 0.032 Uiso 1 1 calc R U . . .
H12B H 0.474500 -0.217995 0.416573 0.032 Uiso 1 1 calc R U . . .
C13 C 0.5751(5) -0.2750(8) 0.5255(5) 0.0379(17) Uani 1 1 d . . . . .
H13A H 0.597318 -0.347786 0.488383 0.057 Uiso 1 1 calc R U . . .
H13B H 0.525576 -0.302091 0.571645 0.057 Uiso 1 1 calc R U . . .
H13C H 0.632130 -0.237449 0.561153 0.057 Uiso 1 1 calc R U . . .
C14 C 0.9784(5) -0.1931(6) 0.4622(5) 0.0274(13) Uani 1 1 d . . . . .
H14A H 1.028982 -0.237462 0.424510 0.033 Uiso 1 1 calc R U . . .
H14B H 1.012286 -0.125275 0.500024 0.033 Uiso 1 1 calc R U . . .
C15 C 0.9308(5) -0.2858(8) 0.5319(5) 0.0373(17) Uani 1 1 d . . . . .
H15A H 0.876456 -0.243942 0.564744 0.056 Uiso 1 1 calc R U . . .
H15B H 0.981008 -0.314377 0.580471 0.056 Uiso 1 1 calc R U . . .
H15C H 0.904578 -0.358303 0.495219 0.056 Uiso 1 1 calc R U . . .
Br1 Br 0.75708(5) 0.02588(6) 0.60802(4) 0.0307(2) Uani 1 1 d . . . . .
Cu1 Cu 0.75687(6) -0.00965(7) 0.43356(6) 0.0190(2) Uani 1 1 d . . . . .
P1 P 0.88398(11) -0.12402(14) 0.37836(10) 0.0212(3) Uani 1 1 d . . . . .
P2 P 0.76023(12) 0.16423(13) 0.34067(10) 0.0221(3) Uani 1 1 d . . . . .
P3 P 0.62083(11) -0.11218(14) 0.37533(10) 0.0204(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.539(9) . ?
C1 P1 1.835(6) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.528(9) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 P2 1.852(7) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.549(10) . ?
C4 P2 1.833(7) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.530(9) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 P3 1.845(6) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.533(9) . ?
C7 P3 1.847(6) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.529(9) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 P1 1.849(7) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.513(10) . ?
C10 P2 1.834(7) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.522(10) . ?
C12 P3 1.833(6) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.531(9) . ?
C14 P1 1.837(6) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
Br1 Cu1 2.4301(10) . ?
Cu1 P2 2.2477(16) . ?
Cu1 P3 2.2509(17) . ?
Cu1 P1 2.2520(17) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 P1 113.4(4) . . ?
C2 C1 H1A 108.9 . . ?
P1 C1 H1A 108.9 . . ?
C2 C1 H1B 108.9 . . ?
P1 C1 H1B 108.9 . . ?
H1A C1 H1B 107.7 . . ?
C3 C2 C1 114.7(5) . . ?
C3 C2 H2A 108.6 . . ?
C1 C2 H2A 108.6 . . ?
C3 C2 H2B 108.6 . . ?
C1 C2 H2B 108.6 . . ?
H2A C2 H2B 107.6 . . ?
C2 C3 P2 117.5(4) . . ?
C2 C3 H3A 107.9 . . ?
P2 C3 H3A 107.9 . . ?
C2 C3 H3B 107.9 . . ?
P2 C3 H3B 107.9 . . ?
H3A C3 H3B 107.2 . . ?
C5 C4 P2 116.0(4) . . ?
C5 C4 H4A 108.3 . . ?
P2 C4 H4A 108.3 . . ?
C5 C4 H4B 108.3 . . ?
P2 C4 H4B 108.3 . . ?
H4A C4 H4B 107.4 . . ?
C6 C5 C4 114.8(5) . . ?
C6 C5 H5A 108.6 . . ?
C4 C5 H5A 108.6 . . ?
C6 C5 H5B 108.6 . . ?
C4 C5 H5B 108.6 . . ?
H5A C5 H5B 107.5 . . ?
C5 C6 P3 113.0(4) . . ?
C5 C6 H6A 109.0 . . ?
P3 C6 H6A 109.0 . . ?
C5 C6 H6B 109.0 . . ?
P3 C6 H6B 109.0 . . ?
H6A C6 H6B 107.8 . . ?
C8 C7 P3 116.0(4) . . ?
C8 C7 H7A 108.3 . . ?
P3 C7 H7A 108.3 . . ?
C8 C7 H7B 108.3 . . ?
P3 C7 H7B 108.3 . . ?
H7A C7 H7B 107.4 . . ?
C9 C8 C7 113.4(5) . . ?
C9 C8 H8A 108.9 . . ?
C7 C8 H8A 108.9 . . ?
C9 C8 H8B 108.9 . . ?
C7 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
C8 C9 P1 116.3(4) . . ?
C8 C9 H9A 108.2 . . ?
P1 C9 H9A 108.2 . . ?
C8 C9 H9B 108.2 . . ?
P1 C9 H9B 108.2 . . ?
H9A C9 H9B 107.4 . . ?
C11 C10 P2 114.4(5) . . ?
C11 C10 H10A 108.7 . . ?
P2 C10 H10A 108.7 . . ?
C11 C10 H10B 108.7 . . ?
P2 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 P3 111.6(5) . . ?
C13 C12 H12A 109.3 . . ?
P3 C12 H12A 109.3 . . ?
C13 C12 H12B 109.3 . . ?
P3 C12 H12B 109.3 . . ?
H12A C12 H12B 108.0 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 P1 110.8(5) . . ?
C15 C14 H14A 109.5 . . ?
P1 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
P1 C14 H14B 109.5 . . ?
H14A C14 H14B 108.1 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
P2 Cu1 P3 103.20(6) . . ?
P2 Cu1 P1 102.72(6) . . ?
P3 Cu1 P1 103.65(6) . . ?
P2 Cu1 Br1 115.77(5) . . ?
P3 Cu1 Br1 113.46(5) . . ?
P1 Cu1 Br1 116.35(5) . . ?
C1 P1 C14 102.8(3) . . ?
C1 P1 C9 100.6(3) . . ?
C14 P1 C9 102.6(3) . . ?
C1 P1 Cu1 113.7(2) . . ?
C14 P1 Cu1 121.3(2) . . ?
C9 P1 Cu1 113.2(2) . . ?
C4 P2 C10 102.8(3) . . ?
C4 P2 C3 103.1(3) . . ?
C10 P2 C3 98.5(3) . . ?
C4 P2 Cu1 112.5(2) . . ?
C10 P2 Cu1 123.5(2) . . ?
C3 P2 Cu1 113.8(2) . . ?
C12 P3 C6 102.4(3) . . ?
C12 P3 C7 102.7(3) . . ?
C6 P3 C7 100.9(3) . . ?
C12 P3 Cu1 121.8(2) . . ?
C6 P3 Cu1 114.1(2) . . ?
C7 P3 Cu1 112.3(2) . . ?

_refine_diff_density_max         1.150
_refine_diff_density_min         -0.574
_refine_diff_density_rms         0.140

####################################################################### 
# 
# 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_pge1014t
_database_code_depnum_ccdc_archive 'CCDC 1858171'
_audit_update_record             
;
2018-10-24 deposited with the CCDC.
2018-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H33 Cu I P3'
_chemical_formula_sum            'C15 H33 Cu I P3'
_chemical_formula_weight         496.76

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

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

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

_cell_length_a                   14.0792(6)
_cell_length_b                   10.7291(4)
_cell_length_c                   13.5869(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2052.40(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3042
_cell_measurement_theta_min      2.387
_cell_measurement_theta_max      27.467

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.608
_exptl_crystal_F_000             1000
_exptl_transmission_factor_min   0.522
_exptl_transmission_factor_max   0.901
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    2.793
_shelx_estimated_absorpt_T_min   0.488
_shelx_estimated_absorpt_T_max   0.921
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   Denzo/Scalepack
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'CCD scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4466
_diffrn_reflns_av_unetI/netI     0.0585
_diffrn_reflns_av_R_equivalents  0.0578
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_theta_min         2.387
_diffrn_reflns_theta_max         27.467
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_reflns_number_total             4466
_reflns_number_gt                3042
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.919
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    0.999

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

_computing_data_collection       'COLLECT,Nonius BV, 1997-2001'
_computing_cell_refinement       DENZO/SCALEPACK
_computing_data_reduction        DENZO/SCALEPACK
_computing_structure_solution    SHELXS
_computing_structure_refinement  SHELXL
_computing_molecular_graphics    'ORTEP-3 for Windows'
_computing_publication_material  WinGX
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0364P)²+7.3608P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.45(13)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4466
_refine_ls_number_parameters     185
_refine_ls_number_restraints     32
_refine_ls_R_factor_all          0.0921
_refine_ls_R_factor_gt           0.0507
_refine_ls_wR_factor_ref         0.1106
_refine_ls_wR_factor_gt          0.0932
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.144

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.256(2) 0.156(3) 0.394(2) 0.055(10) Uani 1 1 d . . . . .
H1A H 0.289348 0.198994 0.448799 0.066 Uiso 1 1 calc R U . . .
H1B H 0.200889 0.207748 0.376004 0.066 Uiso 1 1 calc R U . . .
C2 C 0.218(2) 0.031(3) 0.434(3) 0.042(10) Uani 1 1 d . . . . .
H2A H 0.162400 0.047504 0.476197 0.051 Uiso 1 1 calc R U . . .
H2B H 0.197021 -0.020819 0.378058 0.051 Uiso 1 1 calc R U . . .
C3 C 0.291(2) -0.044(3) 0.495(2) 0.045(9) Uani 1 1 d . . . . .
H3A H 0.256843 -0.105028 0.536254 0.053 Uiso 1 1 calc R U . . .
H3B H 0.325805 0.013257 0.538748 0.053 Uiso 1 1 calc R U . . .
C4 C 0.307(2) -0.268(2) 0.384(2) 0.038(8) Uani 1 1 d . . . . .
H4A H 0.310618 -0.329867 0.438298 0.045 Uiso 1 1 calc R U . . .
H4B H 0.239623 -0.244233 0.376483 0.045 Uiso 1 1 calc R U . . .
C5 C 0.3391(6) -0.3301(8) 0.291(2) 0.038(3) Uani 1 1 d . . . . .
H5A H 0.314219 -0.416340 0.290489 0.046 Uiso 1 1 calc R U . . .
H5B H 0.409344 -0.335351 0.292129 0.046 Uiso 1 1 calc R U . . .
C6 C 0.308(2) -0.264(3) 0.195(2) 0.041(9) Uani 1 1 d . . . . .
H6A H 0.240686 -0.239414 0.201231 0.049 Uiso 1 1 calc R U . . .
H6B H 0.312084 -0.325239 0.140139 0.049 Uiso 1 1 calc R U . . .
C7 C 0.287(2) -0.039(3) 0.0839(19) 0.036(9) Uani 1 1 d . . . . .
H7A H 0.320906 0.017368 0.038232 0.044 Uiso 1 1 calc R U . . .
H7B H 0.250705 -0.099447 0.043638 0.044 Uiso 1 1 calc R U . . .
C8 C 0.217(2) 0.037(3) 0.143(3) 0.039(9) Uani 1 1 d . U . . .
H8A H 0.161317 0.054804 0.101350 0.047 Uiso 1 1 calc R U . . .
H8B H 0.195525 -0.013749 0.199367 0.047 Uiso 1 1 calc R U . . .
C9 C 0.255(2) 0.160(2) 0.1828(19) 0.037(7) Uani 1 1 d . U . . .
H9A H 0.199476 0.212348 0.201598 0.044 Uiso 1 1 calc R U . . .
H9B H 0.288009 0.203942 0.128676 0.044 Uiso 1 1 calc R U . . .
C10 C 0.3843(9) 0.3104(11) 0.2608(9) 0.045(4) Uani 1 1 d . . . . .
H10A H 0.417649 0.308102 0.196674 0.054 Uiso 1 1 calc R U . . .
H10B H 0.331122 0.370422 0.255370 0.054 Uiso 1 1 calc R U . . .
C11 C 0.4519(11) 0.3533(12) 0.3394(11) 0.055(4) Uani 1 1 d . . . . .
H11A H 0.416984 0.366598 0.400912 0.082 Uiso 1 1 calc R U . . .
H11B H 0.481864 0.431550 0.318922 0.082 Uiso 1 1 calc R U . . .
H11C H 0.500867 0.289719 0.349608 0.082 Uiso 1 1 calc R U . . .
C12 C 0.458(2) -0.189(3) 0.5143(19) 0.041(9) Uani 1 1 d . U . . .
H12A H 0.492638 -0.119504 0.545270 0.049 Uiso 1 1 calc R U . . .
H12B H 0.420518 -0.231823 0.566263 0.049 Uiso 1 1 calc R U . . .
C13 C 0.526(2) -0.278(3) 0.4708(19) 0.047(9) Uani 1 1 d . . . . .
H13A H 0.495137 -0.358794 0.460092 0.070 Uiso 1 1 calc R U . . .
H13B H 0.580124 -0.289399 0.515902 0.070 Uiso 1 1 calc R U . . .
H13C H 0.549470 -0.245706 0.407856 0.070 Uiso 1 1 calc R U . . .
C14 C 0.460(2) -0.188(3) 0.0688(18) 0.033(8) Uani 1 1 d D U . . .
H14A H 0.423700 -0.229043 0.015545 0.039 Uiso 1 1 calc R U . . .
H14B H 0.495922 -0.117886 0.039399 0.039 Uiso 1 1 calc R U . . .
C15 C 0.531(2) -0.283(3) 0.114(2) 0.049(9) Uani 1 1 d D U . . .
H15A H 0.567888 -0.241997 0.165688 0.074 Uiso 1 1 calc R U . . .
H15B H 0.573904 -0.312820 0.062215 0.074 Uiso 1 1 calc R U . . .
H15C H 0.495775 -0.353187 0.141604 0.074 Uiso 1 1 calc R U . . .
P1 P 0.33618(16) 0.15175(19) 0.2897(9) 0.0372(6) Uani 1 1 d . . . . .
P2 P 0.3761(7) -0.1271(8) 0.4211(3) 0.031(2) Uani 1 1 d . . . . .
P3 P 0.3769(7) -0.1265(8) 0.1604(3) 0.030(2) Uani 1 1 d . . . . .
Cu1 Cu 0.42886(6) -0.01833(8) 0.2902(7) 0.0270(2) Uani 1 1 d . . . . .
I1 I 0.61009(4) 0.02540(5) 0.2903(4) 0.03503(18) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.54(5) . ?
C1 P1 1.81(3) . ?
C2 C3 1.54(5) . ?
C3 P2 1.79(3) . ?
C4 C5 1.50(4) . ?
C4 P2 1.87(2) . ?
C5 C6 1.55(3) . ?
C6 P3 1.83(3) . ?
C7 C8 1.50(4) . ?
C7 P3 1.89(3) . ?
C8 C9 1.52(4) . ?
C9 P1 1.85(3) . ?
C10 C11 1.502(15) . ?
C10 P1 1.874(13) . ?
C12 C13 1.48(2) . ?
C12 P2 1.83(3) . ?
C14 C15 1.550(13) . ?
C14 P3 1.83(3) . ?
P1 Cu1 2.243(2) . ?
P2 Cu1 2.252(11) . ?
P3 Cu1 2.235(11) . ?
Cu1 I1 2.5943(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 P1 118(2) . . ?
C3 C2 C1 114(3) . . ?
C2 C3 P2 114(2) . . ?
C5 C4 P2 115.4(17) . . ?
C4 C5 C6 115.3(7) . . ?
C5 C6 P3 115.7(17) . . ?
C8 C7 P3 114(2) . . ?
C9 C8 C7 116(3) . . ?
C8 C9 P1 116.7(19) . . ?
C11 C10 P1 111.0(9) . . ?
C13 C12 P2 111.6(18) . . ?
C15 C14 P3 112.4(17) . . ?
C1 P1 C9 103.2(5) . . ?
C1 P1 C10 111.5(12) . . ?
C9 P1 C10 90.8(9) . . ?
C1 P1 Cu1 112.2(12) . . ?
C9 P1 Cu1 113.8(9) . . ?
C10 P1 Cu1 122.0(4) . . ?
C3 P2 C12 102.2(12) . . ?
C3 P2 C4 101.8(15) . . ?
C12 P2 C4 102.5(14) . . ?
C3 P2 Cu1 113.8(10) . . ?
C12 P2 Cu1 121.8(11) . . ?
C4 P2 Cu1 112.3(10) . . ?
C14 P3 C6 102.8(13) . . ?
C14 P3 C7 103.6(12) . . ?
C6 P3 C7 100.7(13) . . ?
C14 P3 Cu1 121.0(11) . . ?
C6 P3 Cu1 113.1(10) . . ?
C7 P3 Cu1 113.3(9) . . ?
P3 Cu1 P1 103.3(4) . . ?
P3 Cu1 P2 104.25(8) . . ?
P1 Cu1 P2 103.4(4) . . ?
P3 Cu1 I1 114.6(3) . . ?
P1 Cu1 I1 115.15(7) . . ?
P2 Cu1 I1 114.7(3) . . ?

_refine_diff_density_max         0.995
_refine_diff_density_min         -0.735
_refine_diff_density_rms         0.132

####################################################################### 
# 
# 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_pge1319d
_database_code_depnum_ccdc_archive 'CCDC 1858173'
_audit_update_record             
;
2018-10-24 deposited with the CCDC.
2018-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H33 Br2 Cu2 P3'
_chemical_formula_sum            'C15 H33 Br2 Cu2 P3'
_chemical_formula_weight         593.22

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

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

_cell_length_a                   8.7892(4)
_cell_length_b                   12.9061(6)
_cell_length_c                   19.9507(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2263.09(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3395
_cell_measurement_theta_min      4.0600
_cell_measurement_theta_max      72.2420

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.741
_exptl_crystal_F_000             1184
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    8.404
_shelx_estimated_absorpt_T_min   0.553
_shelx_estimated_absorpt_T_max   0.730
_exptl_absorpt_correction_T_min  0.93952
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5794
_diffrn_reflns_av_unetI/netI     0.0285
_diffrn_reflns_av_R_equivalents  0.0174
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         4.080
_diffrn_reflns_theta_max         73.319
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0

_reflns_number_total             3747
_reflns_number_gt                3545
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.757
_reflns_Friedel_fraction_max     0.968
_reflns_Friedel_fraction_full    0.991

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

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 for Windows'
_computing_publication_material  WinGX
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0551P)²+0.8880P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.48(5)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         3747
_refine_ls_number_parameters     231
_refine_ls_number_restraints     108
_refine_ls_R_factor_all          0.0361
_refine_ls_R_factor_gt           0.0335
_refine_ls_wR_factor_ref         0.0921
_refine_ls_wR_factor_gt          0.0891
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.1911(8) 1.2346(5) 0.0895(4) 0.0509(16) Uani 1 1 d . . . . .
H1A H -0.090606 1.262691 0.098052 0.061 Uiso 1 1 calc R U . . .
H1B H -0.238138 1.277378 0.055257 0.061 Uiso 1 1 calc R U . . .
C2 C -0.2844(8) 1.2436(5) 0.1532(4) 0.0571(17) Uani 1 1 d . . . . .
H2A H -0.372920 1.199138 0.148991 0.069 Uiso 1 1 calc R U . . .
H2B H -0.320615 1.314315 0.157085 0.069 Uiso 1 1 calc R U . . .
C3 C -0.2004(9) 1.2150(5) 0.2180(4) 0.0593(18) Uani 1 1 d . . . . .
H3A H -0.258351 1.242085 0.255481 0.071 Uiso 1 1 calc R U . . .
H3B H -0.102901 1.250237 0.217876 0.071 Uiso 1 1 calc R U . . .
C4 C -0.3333(10) 1.0316(7) 0.2810(4) 0.070(2) Uani 1 1 d . . . . .
H4A H -0.301740 0.974132 0.309083 0.084 Uiso 1 1 calc R U . . .
H4B H -0.363943 1.087402 0.310698 0.084 Uiso 1 1 calc R U . . .
C5 C -0.4720(9) 0.9976(8) 0.2419(5) 0.072(2) Uani 1 1 d . . . . .
H5A H -0.558411 0.997439 0.272147 0.087 Uiso 1 1 calc R U . . .
H5B H -0.492033 1.049186 0.207653 0.087 Uiso 1 1 calc R U . . .
C6 C -0.4635(8) 0.8930(6) 0.2085(4) 0.0612(18) Uani 1 1 d . . . . .
H6A H -0.565959 0.872103 0.196591 0.073 Uiso 1 1 calc R U . . .
H6B H -0.425719 0.843458 0.241036 0.073 Uiso 1 1 calc R U . . .
C7 C -0.4775(15) 0.9312(11) 0.0699(5) 0.052(3) Uani 0.666(14) 1 d D U P A 1
H7A H -0.544049 0.874521 0.057276 0.062 Uiso 0.666(14) 1 calc R U P A 1
H7B H -0.540401 0.984539 0.090035 0.062 Uiso 0.666(14) 1 calc R U P A 1
C8 C -0.4060(13) 0.9756(8) 0.0059(5) 0.054(2) Uani 0.666(14) 1 d D U P A 1
H8A H -0.479625 0.971975 -0.030239 0.065 Uiso 0.666(14) 1 calc R U P A 1
H8B H -0.319181 0.933456 -0.006619 0.065 Uiso 0.666(14) 1 calc R U P A 1
C9 C -0.3541(12) 1.0884(8) 0.0144(6) 0.047(3) Uani 0.666(14) 1 d D U P A 1
H9A H -0.430193 1.125443 0.040106 0.057 Uiso 0.666(14) 1 calc R U P A 1
H9B H -0.348405 1.120454 -0.029542 0.057 Uiso 0.666(14) 1 calc R U P A 1
C10 C -0.0241(10) 1.0855(6) 0.3001(4) 0.0571(17) Uani 1 1 d . . . . .
H10A H 0.058582 1.129421 0.284952 0.069 Uiso 1 1 calc R U . . .
H10B H -0.070459 1.118826 0.338626 0.069 Uiso 1 1 calc R U . . .
C11 C 0.0413(12) 0.9821(7) 0.3221(4) 0.073(2) Uani 1 1 d . . . . .
H11A H -0.039745 0.932931 0.327554 0.110 Uiso 1 1 calc R U . . .
H11B H 0.093871 0.990522 0.363907 0.110 Uiso 1 1 calc R U . . .
H11C H 0.111044 0.957407 0.288685 0.110 Uiso 1 1 calc R U . . .
C12 C -0.3294(9) 0.7431(6) 0.1227(4) 0.0642(19) Uani 1 1 d . . . . .
H12A H -0.279957 0.713711 0.161820 0.077 Uiso 1 1 calc R U . . .
H12B H -0.430746 0.713684 0.119832 0.077 Uiso 1 1 calc R U . . .
C13 C -0.2402(13) 0.7132(7) 0.0605(6) 0.087(3) Uani 1 1 d . . . . .
H13A H -0.292571 0.737645 0.021400 0.131 Uiso 1 1 calc R U . . .
H13B H -0.230712 0.639146 0.058435 0.131 Uiso 1 1 calc R U . . .
H13C H -0.140738 0.743844 0.062438 0.131 Uiso 1 1 calc R U . . .
C14 C -0.0315(8) 1.1227(6) -0.0108(3) 0.0532(16) Uani 1 1 d . . . . .
H14A H -0.072169 1.172685 -0.042392 0.064 Uiso 1 1 calc R U . . .
H14B H 0.060656 1.151844 0.008231 0.064 Uiso 1 1 calc R U . . .
C15 C 0.0085(13) 1.0241(8) -0.0481(4) 0.078(3) Uani 1 1 d . . . . .
H15A H 0.039544 0.971973 -0.016664 0.116 Uiso 1 1 calc R U . . .
H15B H 0.090100 1.037730 -0.078865 0.116 Uiso 1 1 calc R U . . .
H15C H -0.078927 1.000217 -0.072491 0.116 Uiso 1 1 calc R U . . .
Cu1 Cu -0.13700(8) 0.98446(6) 0.13787(4) 0.03250(18) Uani 1 1 d . . . . .
Cu2 Cu 0.15288(10) 1.04825(7) 0.13976(5) 0.0505(2) Uani 1 1 d . . . . .
Br1 Br 0.10273(7) 0.87755(5) 0.12778(4) 0.05369(19) Uani 1 1 d . . . . .
Br2 Br 0.24614(9) 1.20855(6) 0.14987(5) 0.0703(2) Uani 1 1 d . . . . .
P1 P -0.16942(16) 1.10272(11) 0.05600(7) 0.0391(3) Uani 1 1 d D . . . .
P2 P -0.16555(19) 1.07598(12) 0.23334(7) 0.0430(3) Uani 1 1 d . . . . .
P3 P -0.34459(15) 0.88407(12) 0.13328(8) 0.0442(3) Uani 1 1 d D . . . .
C7A C -0.466(4) 0.9100(17) 0.0562(16) 0.051(4) Uani 0.334(14) 1 d D U P A 2
H7A1 H -0.425118 0.871335 0.018716 0.062 Uiso 0.334(14) 1 calc R U P A 2
H7A2 H -0.568488 0.884624 0.064566 0.062 Uiso 0.334(14) 1 calc R U P A 2
C8A C -0.475(2) 1.0250(15) 0.0370(11) 0.052(3) Uani 0.334(14) 1 d D U P A 2
H8A1 H -0.564983 1.035519 0.009703 0.063 Uiso 0.334(14) 1 calc R U P A 2
H8A2 H -0.487671 1.065372 0.077645 0.063 Uiso 0.334(14) 1 calc R U P A 2
C9A C -0.337(3) 1.067(2) -0.0011(13) 0.050(4) Uani 0.334(14) 1 d D U P A 2
H9A1 H -0.367683 1.127631 -0.026242 0.060 Uiso 0.334(14) 1 calc R U P A 2
H9A2 H -0.303636 1.014835 -0.033017 0.060 Uiso 0.334(14) 1 calc R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.517(11) . ?
C1 P1 1.838(6) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.535(11) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 P2 1.845(7) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.512(13) . ?
C4 P2 1.846(8) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.508(13) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 P3 1.832(8) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.534(10) . ?
C7 P3 1.826(10) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.534(10) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 P1 1.833(9) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.517(10) . ?
C10 P2 1.827(7) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.517(13) . ?
C12 P3 1.837(7) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.516(12) . ?
C14 P1 1.820(7) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
Cu1 P3 2.2396(15) . ?
Cu1 P1 2.2537(15) . ?
Cu1 P2 2.2551(16) . ?
Cu1 Br1 2.5267(9) . ?
Cu1 Cu2 2.6778(12) . ?
Cu2 Br2 2.2344(12) . ?
Cu2 Br1 2.2595(12) . ?
P1 C9A 1.92(3) . ?
P3 C7A 1.90(3) . ?
C7A C8A 1.534(12) . ?
C7A H7A1 0.9700 . ?
C7A H7A2 0.9700 . ?
C8A C9A 1.529(12) . ?
C8A H8A1 0.9700 . ?
C8A H8A2 0.9700 . ?
C9A H9A1 0.9700 . ?
C9A H9A2 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 P1 115.5(4) . . ?
C2 C1 H1A 108.4 . . ?
P1 C1 H1A 108.4 . . ?
C2 C1 H1B 108.4 . . ?
P1 C1 H1B 108.4 . . ?
H1A C1 H1B 107.5 . . ?
C1 C2 C3 115.3(6) . . ?
C1 C2 H2A 108.4 . . ?
C3 C2 H2A 108.4 . . ?
C1 C2 H2B 108.4 . . ?
C3 C2 H2B 108.4 . . ?
H2A C2 H2B 107.5 . . ?
C2 C3 P2 117.0(5) . . ?
C2 C3 H3A 108.1 . . ?
P2 C3 H3A 108.1 . . ?
C2 C3 H3B 108.1 . . ?
P2 C3 H3B 108.1 . . ?
H3A C3 H3B 107.3 . . ?
C5 C4 P2 117.9(5) . . ?
C5 C4 H4A 107.8 . . ?
P2 C4 H4A 107.8 . . ?
C5 C4 H4B 107.8 . . ?
P2 C4 H4B 107.8 . . ?
H4A C4 H4B 107.2 . . ?
C6 C5 C4 116.6(7) . . ?
C6 C5 H5A 108.1 . . ?
C4 C5 H5A 108.1 . . ?
C6 C5 H5B 108.1 . . ?
C4 C5 H5B 108.1 . . ?
H5A C5 H5B 107.3 . . ?
C5 C6 P3 116.6(5) . . ?
C5 C6 H6A 108.2 . . ?
P3 C6 H6A 108.2 . . ?
C5 C6 H6B 108.2 . . ?
P3 C6 H6B 108.2 . . ?
H6A C6 H6B 107.3 . . ?
C8 C7 P3 116.0(9) . . ?
C8 C7 H7A 108.3 . . ?
P3 C7 H7A 108.3 . . ?
C8 C7 H7B 108.3 . . ?
P3 C7 H7B 108.3 . . ?
H7A C7 H7B 107.4 . . ?
C7 C8 C9 112.6(11) . . ?
C7 C8 H8A 109.1 . . ?
C9 C8 H8A 109.1 . . ?
C7 C8 H8B 109.1 . . ?
C9 C8 H8B 109.1 . . ?
H8A C8 H8B 107.8 . . ?
C8 C9 P1 114.2(8) . . ?
C8 C9 H9A 108.7 . . ?
P1 C9 H9A 108.7 . . ?
C8 C9 H9B 108.7 . . ?
P1 C9 H9B 108.7 . . ?
H9A C9 H9B 107.6 . . ?
C11 C10 P2 114.1(5) . . ?
C11 C10 H10A 108.7 . . ?
P2 C10 H10A 108.7 . . ?
C11 C10 H10B 108.7 . . ?
P2 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 P3 112.5(6) . . ?
C13 C12 H12A 109.1 . . ?
P3 C12 H12A 109.1 . . ?
C13 C12 H12B 109.1 . . ?
P3 C12 H12B 109.1 . . ?
H12A C12 H12B 107.8 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 P1 113.3(6) . . ?
C15 C14 H14A 108.9 . . ?
P1 C14 H14A 108.9 . . ?
C15 C14 H14B 108.9 . . ?
P1 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
P3 Cu1 P1 105.02(6) . . ?
P3 Cu1 P2 104.30(7) . . ?
P1 Cu1 P2 104.08(6) . . ?
P3 Cu1 Br1 111.11(5) . . ?
P1 Cu1 Br1 114.68(5) . . ?
P2 Cu1 Br1 116.50(5) . . ?
P3 Cu1 Cu2 162.47(6) . . ?
P1 Cu1 Cu2 85.54(5) . . ?
P2 Cu1 Cu2 86.15(5) . . ?
Br1 Cu1 Cu2 51.36(3) . . ?
Br2 Cu2 Br1 169.71(5) . . ?
Br2 Cu2 Cu1 129.42(5) . . ?
Br1 Cu2 Cu1 60.86(3) . . ?
Cu2 Br1 Cu1 67.77(3) . . ?
C14 P1 C9 105.8(5) . . ?
C14 P1 C1 101.7(3) . . ?
C9 P1 C1 99.6(4) . . ?
C14 P1 C9A 96.4(7) . . ?
C1 P1 C9A 111.1(10) . . ?
C14 P1 Cu1 122.9(2) . . ?
C9 P1 Cu1 111.8(4) . . ?
C1 P1 Cu1 112.2(2) . . ?
C9A P1 Cu1 111.3(8) . . ?
C10 P2 C3 99.7(3) . . ?
C10 P2 C4 100.9(4) . . ?
C3 P2 C4 104.7(4) . . ?
C10 P2 Cu1 125.1(3) . . ?
C3 P2 Cu1 112.8(2) . . ?
C4 P2 Cu1 111.2(3) . . ?
C7 P3 C6 100.5(5) . . ?
C7 P3 C12 107.3(6) . . ?
C6 P3 C12 101.4(4) . . ?
C6 P3 C7A 109.3(11) . . ?
C12 P3 C7A 97.0(8) . . ?
C7 P3 Cu1 110.9(4) . . ?
C6 P3 Cu1 113.2(3) . . ?
C12 P3 Cu1 121.2(3) . . ?
C7A P3 Cu1 112.9(9) . . ?
C8A C7A P3 113.6(18) . . ?
C8A C7A H7A1 108.9 . . ?
P3 C7A H7A1 108.9 . . ?
C8A C7A H7A2 108.9 . . ?
P3 C7A H7A2 108.9 . . ?
H7A1 C7A H7A2 107.7 . . ?
C9A C8A C7A 115(2) . . ?
C9A C8A H8A1 108.5 . . ?
C7A C8A H8A1 108.5 . . ?
C9A C8A H8A2 108.5 . . ?
C7A C8A H8A2 108.5 . . ?
H8A1 C8A H8A2 107.5 . . ?
C8A C9A P1 113.5(17) . . ?
C8A C9A H9A1 108.9 . . ?
P1 C9A H9A1 108.9 . . ?
C8A C9A H9A2 108.9 . . ?
P1 C9A H9A2 108.9 . . ?
H9A1 C9A H9A2 107.7 . . ?

_refine_diff_density_max         0.742
_refine_diff_density_min         -0.638
_refine_diff_density_rms         0.083

####################################################################### 
# 
# 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_pge0817
_database_code_depnum_ccdc_archive 'CCDC 1858174'
_audit_update_record             
;
2018-10-24 deposited with the CCDC.
2018-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H39 Cu I P3'
_chemical_formula_sum            'C18 H39 Cu I P3'
_chemical_formula_weight         538.84

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   9.0360(3)
_cell_length_b                   16.1750(6)
_cell_length_c                   16.9400(6)
_cell_angle_alpha                90
_cell_angle_beta                 105.035(2)
_cell_angle_gamma                90
_cell_volume                     2391.15(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3228
_cell_measurement_theta_min      1.77
_cell_measurement_theta_max      27.52

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.497
_exptl_crystal_F_000             1096
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    2.404
_shelx_estimated_absorpt_T_min   0.596
_shelx_estimated_absorpt_T_max   0.645
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.5961
_exptl_absorpt_correction_T_max  0.6449
_exptl_absorpt_process_details   Denzo/Scalepack
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'CCD scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9491
_diffrn_reflns_av_unetI/netI     0.0873
_diffrn_reflns_av_R_equivalents  0.0539
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.770
_diffrn_reflns_theta_max         27.515
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_reflns_number_total             5467
_reflns_number_gt                3228
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'COLLECT,Nonius BV, 1997-2001'
_computing_cell_refinement       DENZO/SCALEPACK
_computing_data_reduction        DENZO/SCALEPACK
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 for Windows'
_computing_publication_material  WinGX
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0338P)²+8.2833P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5467
_refine_ls_number_parameters     298
_refine_ls_number_restraints     336
_refine_ls_R_factor_all          0.1241
_refine_ls_R_factor_gt           0.0637
_refine_ls_wR_factor_ref         0.1407
_refine_ls_wR_factor_gt          0.1203
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.0601(15) 0.2269(9) 0.8597(10) 0.085(5) Uani 0.520(15) 1 d D U P A 1
H1A H 1.156205 0.256498 0.860141 0.102 Uiso 0.520(15) 1 calc R U P A 1
H1B H 1.040882 0.232526 0.914346 0.102 Uiso 0.520(15) 1 calc R U P A 1
C2 C 1.076(2) 0.1347(10) 0.8399(14) 0.084(6) Uani 0.520(15) 1 d D U P A 1
H2A H 1.182904 0.116968 0.863532 0.101 Uiso 0.520(15) 1 calc R U P A 1
H2B H 1.052490 0.127666 0.779873 0.101 Uiso 0.520(15) 1 calc R U P A 1
C3 C 0.9677(12) 0.0789(15) 0.8736(12) 0.100(6) Uani 0.520(15) 1 d D U P A 1
H3A H 0.970893 0.097787 0.929577 0.121 Uiso 0.520(15) 1 calc R U P A 1
H3B H 1.009371 0.021936 0.878161 0.121 Uiso 0.520(15) 1 calc R U P A 1
C1A C 1.0595(15) 0.1989(10) 0.8016(13) 0.088(6) Uani 0.480(15) 1 d D U P A 2
H1A1 H 1.058984 0.169477 0.750248 0.105 Uiso 0.480(15) 1 calc R U P A 2
H1B1 H 1.156238 0.230744 0.818037 0.105 Uiso 0.480(15) 1 calc R U P A 2
C2A C 1.059(3) 0.1340(11) 0.8684(11) 0.081(6) Uani 0.480(15) 1 d D U P A 2
H2A1 H 1.166085 0.118641 0.895893 0.097 Uiso 0.480(15) 1 calc R U P A 2
H2B1 H 1.013191 0.158864 0.909997 0.097 Uiso 0.480(15) 1 calc R U P A 2
C3A C 0.9689(10) 0.0554(10) 0.8340(13) 0.076(5) Uani 0.480(15) 1 d D U P A 2
H3A1 H 0.998654 0.009615 0.873709 0.091 Uiso 0.480(15) 1 calc R U P A 2
H3B2 H 0.993995 0.038911 0.782674 0.091 Uiso 0.480(15) 1 calc R U P A 2
C4 C 0.702(3) -0.0033(10) 0.7308(9) 0.106(6) Uani 0.566(16) 1 d D U P A 1
H4A H 0.760509 -0.054702 0.749062 0.128 Uiso 0.566(16) 1 calc R U P A 1
H4B H 0.592812 -0.016025 0.725632 0.128 Uiso 0.566(16) 1 calc R U P A 1
C5 C 0.719(2) 0.0170(12) 0.6450(9) 0.114(6) Uani 0.566(16) 1 d D U P A 1
H5A H 0.822622 0.040183 0.651880 0.136 Uiso 0.566(16) 1 calc R U P A 1
H5B H 0.715703 -0.036131 0.615679 0.136 Uiso 0.566(16) 1 calc R U P A 1
C6 C 0.606(2) 0.0756(7) 0.5881(10) 0.101(6) Uani 0.566(16) 1 d D U P A 1
H6A H 0.502567 0.050745 0.574730 0.121 Uiso 0.566(16) 1 calc R U P A 1
H6B H 0.637092 0.081787 0.536441 0.121 Uiso 0.566(16) 1 calc R U P A 1
C4A C 0.779(3) 0.0037(15) 0.7324(11) 0.095(7) Uani 0.434(16) 1 d D U P A 2
H4A1 H 0.866029 0.019874 0.710339 0.114 Uiso 0.434(16) 1 calc R U P A 2
H4A2 H 0.796404 -0.053447 0.753708 0.114 Uiso 0.434(16) 1 calc R U P A 2
C5A C 0.628(3) 0.0086(16) 0.6652(15) 0.110(7) Uani 0.434(16) 1 d D U P A 2
H5A1 H 0.604602 -0.044803 0.636015 0.132 Uiso 0.434(16) 1 calc R U P A 2
H5A2 H 0.541830 0.024149 0.688030 0.132 Uiso 0.434(16) 1 calc R U P A 2
C6A C 0.660(4) 0.0761(9) 0.6084(19) 0.130(9) Uani 0.434(16) 1 d D U P A 2
H6A1 H 0.606507 0.062283 0.551277 0.156 Uiso 0.434(16) 1 calc R U P A 2
H6A2 H 0.771599 0.077619 0.612548 0.156 Uiso 0.434(16) 1 calc R U P A 2
C7 C 0.7031(12) 0.2447(8) 0.5772(7) 0.104(4) Uani 0.742(13) 1 d D U P A 1
H7A H 0.675545 0.228152 0.518970 0.125 Uiso 0.742(13) 1 calc R U P A 1
H7B H 0.670314 0.302769 0.580152 0.125 Uiso 0.742(13) 1 calc R U P A 1
C8 C 0.8773(13) 0.2396(9) 0.6109(8) 0.108(3) Uani 0.742(13) 1 d D U P A 1
H8A H 0.927181 0.251959 0.566638 0.130 Uiso 0.742(13) 1 calc R U P A 1
H8B H 0.906378 0.182736 0.630571 0.130 Uiso 0.742(13) 1 calc R U P A 1
C9 C 0.9337(15) 0.3010(9) 0.6813(5) 0.108(4) Uani 0.742(13) 1 d D U P A 1
H9A H 0.884365 0.355069 0.664378 0.130 Uiso 0.742(13) 1 calc R U P A 1
H9B H 1.045428 0.308531 0.689784 0.130 Uiso 0.742(13) 1 calc R U P A 1
C10 C 0.9360(12) 0.3736(7) 0.8315(6) 0.105(3) Uani 1 1 d . . . . .
H10 H 1.038725 0.393471 0.827715 0.126 Uiso 1 1 calc R U . . .
C11 C 0.9382(17) 0.3658(10) 0.9198(7) 0.193(6) Uani 1 1 d . U . . .
H11A H 0.900163 0.417044 0.938332 0.290 Uiso 1 1 calc R U . . .
H11B H 1.043319 0.355524 0.952178 0.290 Uiso 1 1 calc R U . . .
H11C H 0.872504 0.319575 0.926746 0.290 Uiso 1 1 calc R U . . .
C12 C 0.8178(13) 0.4342(7) 0.7893(8) 0.128(4) Uani 1 1 d . . . . .
H12A H 0.715821 0.409441 0.780280 0.192 Uiso 1 1 calc R U . . .
H12B H 0.835940 0.449313 0.736518 0.192 Uiso 1 1 calc R U . . .
H12C H 0.823851 0.483849 0.823154 0.192 Uiso 1 1 calc R U . . .
C13 C 0.6966(11) 0.0179(6) 0.8906(6) 0.092(3) Uani 1 1 d . . . . .
H13 H 0.746818 -0.037579 0.899339 0.111 Uiso 1 1 calc R U . . .
C14 C 0.7342(15) 0.0644(7) 0.9680(6) 0.138(5) Uani 1 1 d . . . . .
H14A H 0.733160 0.123822 0.956349 0.208 Uiso 1 1 calc R U . . .
H14B H 0.836304 0.048316 1.000678 0.208 Uiso 1 1 calc R U . . .
H14C H 0.658296 0.052141 0.998457 0.208 Uiso 1 1 calc R U . . .
C15 C 0.5219(13) 0.0072(9) 0.8616(8) 0.166(6) Uani 1 1 d . . . . .
H15A H 0.481020 -0.003843 0.908844 0.249 Uiso 1 1 calc R U . . .
H15B H 0.497505 -0.039201 0.823302 0.249 Uiso 1 1 calc R U . . .
H15C H 0.475599 0.057918 0.834342 0.249 Uiso 1 1 calc R U . . .
C16 C 0.3991(11) 0.1974(6) 0.5750(5) 0.089(3) Uani 1 1 d . . . . .
H16 H 0.386870 0.179717 0.517038 0.107 Uiso 1 1 calc R U . . .
C17 C 0.2916(10) 0.1446(6) 0.6124(6) 0.106(3) Uani 1 1 d . . . . .
H17A H 0.320464 0.151213 0.671909 0.159 Uiso 1 1 calc R U . . .
H17B H 0.300711 0.086271 0.598635 0.159 Uiso 1 1 calc R U . . .
H17C H 0.185490 0.162834 0.590249 0.159 Uiso 1 1 calc R U . . .
C18 C 0.3605(14) 0.2888(6) 0.5761(6) 0.126(4) Uani 1 1 d . . . . .
H18A H 0.256041 0.298182 0.542507 0.188 Uiso 1 1 calc R U . . .
H18B H 0.432798 0.320905 0.554211 0.188 Uiso 1 1 calc R U . . .
H18C H 0.367919 0.306108 0.632457 0.188 Uiso 1 1 calc R U . . .
P1 P 0.8977(2) 0.27238(16) 0.78052(16) 0.0830(7) Uani 1 1 d D . . . .
P2 P 0.7633(3) 0.07439(14) 0.81395(15) 0.0795(6) Uani 1 1 d D . . . .
P3 P 0.5984(3) 0.17840(14) 0.63325(13) 0.0738(6) Uani 1 1 d D . . . .
Cu1 Cu 0.67925(8) 0.20099(5) 0.76815(5) 0.0512(2) Uani 1 1 d . . . . .
I1 I 0.48383(5) 0.27229(3) 0.83370(3) 0.06740(19) Uani 1 1 d . . . . .
C7A C 0.770(5) 0.212(2) 0.586(2) 0.107(4) Uani 0.258(13) 1 d D U P A 2
H7A1 H 0.846175 0.166404 0.595346 0.129 Uiso 0.258(13) 1 calc R U P A 2
H7A2 H 0.728685 0.217639 0.525873 0.129 Uiso 0.258(13) 1 calc R U P A 2
C8A C 0.851(4) 0.2922(18) 0.620(2) 0.108(4) Uani 0.258(13) 1 d D U P A 2
H8A1 H 0.775491 0.332304 0.630351 0.130 Uiso 0.258(13) 1 calc R U P A 2
H8A2 H 0.900608 0.316750 0.579869 0.130 Uiso 0.258(13) 1 calc R U P A 2
C9A C 0.973(4) 0.274(3) 0.700(2) 0.110(4) Uani 0.258(13) 1 d D U P A 2
H9A1 H 1.054014 0.316052 0.708973 0.132 Uiso 0.258(13) 1 calc R U P A 2
H9A2 H 1.020003 0.219214 0.695666 0.132 Uiso 0.258(13) 1 calc R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.543(10) . ?
C1 P1 1.863(9) . ?
C2 C3 1.543(10) . ?
C3 P2 1.863(9) . ?
C1A C2A 1.545(10) . ?
C1A P1 1.846(9) . ?
C2A C3A 1.541(10) . ?
C3A P2 1.826(9) . ?
C4 C5 1.534(10) . ?
C4 P2 1.862(9) . ?
C5 C6 1.534(10) . ?
C6 P3 1.839(9) . ?
C4A C5A 1.534(10) . ?
C4A P2 1.827(9) . ?
C5A C6A 1.532(10) . ?
C6A P3 1.830(10) . ?
C7 C8 1.531(9) . ?
C7 P3 1.847(8) . ?
C8 C9 1.535(9) . ?
C9 P1 1.851(9) . ?
C10 C12 1.489(14) . ?
C10 C11 1.496(14) . ?
C10 P1 1.842(11) . ?
C13 C14 1.473(13) . ?
C13 C15 1.537(13) . ?
C13 P2 1.814(9) . ?
C16 C18 1.520(12) . ?
C16 C17 1.547(12) . ?
C16 P3 1.841(9) . ?
P1 C9A 1.67(4) . ?
P1 Cu1 2.249(2) . ?
P2 Cu1 2.251(2) . ?
P3 C7A 1.99(4) . ?
P3 Cu1 2.241(2) . ?
Cu1 I1 2.5881(9) . ?
C7A C8A 1.536(10) . ?
C8A C9A 1.539(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 P1 109.0(13) . . ?
C1 C2 C3 112.5(17) . . ?
C2 C3 P2 117.1(13) . . ?
C2A C1A P1 115.2(13) . . ?
C3A C2A C1A 112.6(16) . . ?
C2A C3A P2 110.1(13) . . ?
C5 C4 P2 119.3(12) . . ?
C6 C5 C4 121.1(19) . . ?
C5 C6 P3 112.8(11) . . ?
C5A C4A P2 107.5(14) . . ?
C6A C5A C4A 103(2) . . ?
C5A C6A P3 112.5(17) . . ?
C8 C7 P3 113.0(9) . . ?
C7 C8 C9 110.9(8) . . ?
C8 C9 P1 116.3(9) . . ?
C12 C10 C11 111.0(12) . . ?
C12 C10 P1 109.6(7) . . ?
C11 C10 P1 110.2(8) . . ?
C14 C13 C15 108.8(10) . . ?
C14 C13 P2 109.7(7) . . ?
C15 C13 P2 109.5(6) . . ?
C18 C16 C17 111.1(9) . . ?
C18 C16 P3 110.5(7) . . ?
C17 C16 P3 108.6(6) . . ?
C9A P1 C10 107.8(14) . . ?
C9A P1 C1A 72.3(15) . . ?
C10 P1 C1A 116.0(8) . . ?
C10 P1 C9 98.5(5) . . ?
C10 P1 C1 89.8(6) . . ?
C9 P1 C1 117.4(8) . . ?
C9A P1 Cu1 117.5(12) . . ?
C10 P1 Cu1 123.6(3) . . ?
C1A P1 Cu1 108.6(6) . . ?
C9 P1 Cu1 113.6(4) . . ?
C1 P1 Cu1 111.9(5) . . ?
C13 P2 C3A 107.1(7) . . ?
C13 P2 C4A 109.4(10) . . ?
C3A P2 C4A 76.1(9) . . ?
C13 P2 C4 96.5(7) . . ?
C13 P2 C3 95.6(6) . . ?
C4 P2 C3 119.6(11) . . ?
C13 P2 Cu1 124.0(3) . . ?
C3A P2 Cu1 116.9(6) . . ?
C4A P2 Cu1 113.2(8) . . ?
C4 P2 Cu1 110.2(7) . . ?
C3 P2 Cu1 110.5(7) . . ?
C6A P3 C16 110.0(13) . . ?
C6 P3 C16 93.7(6) . . ?
C6 P3 C7 103.4(8) . . ?
C16 P3 C7 100.8(5) . . ?
C6A P3 C7A 80.5(15) . . ?
C16 P3 C7A 119.5(12) . . ?
C6A P3 Cu1 110.1(11) . . ?
C6 P3 Cu1 122.3(5) . . ?
C16 P3 Cu1 122.3(3) . . ?
C7 P3 Cu1 110.8(4) . . ?
C7A P3 Cu1 106.6(9) . . ?
P3 Cu1 P1 102.98(9) . . ?
P3 Cu1 P2 101.23(9) . . ?
P1 Cu1 P2 103.03(9) . . ?
P3 Cu1 I1 115.59(7) . . ?
P1 Cu1 I1 114.28(8) . . ?
P2 Cu1 I1 117.66(7) . . ?
C8A C7A P3 115(3) . . ?
C7A C8A C9A 109.3(10) . . ?
C8A C9A P1 112(3) . . ?

_refine_diff_density_max         1.400
_refine_diff_density_min         -0.778
_refine_diff_density_rms         0.110

