# 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_complex_1_m3
_database_code_depnum_ccdc_archive 'CCDC 1579827'
_audit_update_record             
;
2017-10-13 deposited with the CCDC.
2018-12-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
;
 complex of copper(I) iodide with methyltri(pyridin-2-yl)phosphonium iodide
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H36 Cu4 I6 N8 P2'
_chemical_formula_sum            'C36 H36 Cu4 I6 N8 P2'
_chemical_formula_weight         1658.23

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   9.4058(3)
_cell_length_b                   14.5684(5)
_cell_length_c                   35.3521(11)
_cell_angle_alpha                90
_cell_angle_beta                 94.4820(10)
_cell_angle_gamma                90
_cell_volume                     4829.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9721
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      30.14

_exptl_crystal_description       needle-prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.281
_exptl_crystal_F_000             3088
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.800
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    5.675
_shelx_estimated_absorpt_T_min   0.093
_shelx_estimated_absorpt_T_max   0.805
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5227
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            88780
_diffrn_reflns_av_unetI/netI     0.0265
_diffrn_reflns_av_R_equivalents  0.0426
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -49
_diffrn_reflns_limit_l_max       49
_diffrn_reflns_theta_min         2.583
_diffrn_reflns_theta_max         30.034
_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
_reflns_number_total             14136
_reflns_number_gt                11647
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0461P)²+5.2062P] 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         14136
_refine_ls_number_parameters     509
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0296
_refine_ls_wR_factor_ref         0.0858
_refine_ls_wR_factor_gt          0.0787
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_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
I1 I 0.43896(2) 0.48944(2) 0.06960(2) 0.03461(6) Uani 1 1 d . . . . .
I2 I 0.77910(2) 0.54307(2) 0.15579(2) 0.03092(5) Uani 1 1 d . . . . .
I3 I 0.73959(3) 0.26100(2) 0.10067(2) 0.03452(6) Uani 1 1 d . . . . .
I4 I 1.05557(2) 0.31817(2) 0.19680(2) 0.04450(7) Uani 1 1 d . . . . .
I5 I 1.19261(3) 0.76519(2) 0.08728(2) 0.03974(6) Uani 1 1 d . . . . .
I6 I 0.30864(2) 0.04213(2) 0.16497(2) 0.03878(6) Uani 1 1 d . . . . .
Cu1 Cu 0.65444(4) 0.42842(3) 0.10654(2) 0.03404(10) Uani 1 1 d . . . . .
Cu2 Cu 0.85438(4) 0.37235(3) 0.15195(2) 0.03527(10) Uani 1 1 d . . . . .
Cu3 Cu 1.04832(5) 0.75141(3) 0.02568(2) 0.02869(9) Uani 1 1 d . . . . .
Cu4 Cu 0.45999(4) 0.05028(3) 0.22549(2) 0.02658(8) Uani 1 1 d . . . . .
P1 P 0.85471(8) 0.74476(5) -0.04692(2) 0.02101(14) Uani 1 1 d . . . . .
P2 P 0.65708(8) 0.04545(5) 0.29761(2) 0.01995(14) Uani 1 1 d . . . . .
N1 N 0.6230(6) 0.5684(4) 0.4620(2) 0.100(2) Uani 1 1 d . . . . .
N2 N 0.8163(4) -0.1238(3) 0.13713(11) 0.0536(9) Uani 1 1 d . . . . .
N3 N 1.0674(3) 0.64733(18) -0.01271(7) 0.0239(5) Uani 1 1 d . . . . .
N4 N 1.0551(3) 0.85428(18) -0.01382(7) 0.0257(5) Uani 1 1 d . . . . .
N5 N 0.8283(3) 0.74263(18) 0.02703(8) 0.0261(5) Uani 1 1 d . . . . .
N6 N 0.4517(3) 0.15211(17) 0.26540(7) 0.0220(5) Uani 1 1 d . . . . .
N7 N 0.6802(3) 0.05464(18) 0.22315(7) 0.0229(5) Uani 1 1 d . . . . .
N8 N 0.4487(3) -0.05529(17) 0.26387(7) 0.0235(5) Uani 1 1 d . . . . .
C1 C 0.5521(5) 0.5226(3) 0.44340(16) 0.0533(11) Uani 1 1 d . . . . .
C2 C 0.4667(7) 0.4655(5) 0.41816(18) 0.084(2) Uani 1 1 d . . . . .
H3 H 0.5205 0.4488 0.3965 0.126 Uiso 1 1 calc R U . . .
H2 H 0.3799 0.4985 0.4091 0.126 Uiso 1 1 calc R U . . .
H1 H 0.4407 0.4097 0.4315 0.126 Uiso 1 1 calc R U . . .
C3 C 0.9066(5) -0.1518(3) 0.15712(12) 0.0442(9) Uani 1 1 d . . . . .
C4 C 1.0197(6) -0.1887(4) 0.18249(13) 0.0646(14) Uani 1 1 d . . . . .
H5 H 1.0052 -0.1703 0.2086 0.097 Uiso 1 1 calc R U . . .
H6 H 1.1115 -0.1651 0.1754 0.097 Uiso 1 1 calc R U . . .
H4 H 1.0193 -0.2558 0.1807 0.097 Uiso 1 1 calc R U . . .
C5 C 0.9706(3) 0.6456(2) -0.04304(8) 0.0210(5) Uani 1 1 d . . . . .
C6 C 0.9627(3) 0.8477(2) -0.04468(8) 0.0230(6) Uani 1 1 d . . . . .
C7 C 1.1405(4) 0.9274(2) -0.01059(11) 0.0356(8) Uani 1 1 d . . . . .
H7 H 1.2082 0.9319 0.0107 0.043 Uiso 1 1 calc R U . . .
C8 C 1.1333(4) 0.9970(2) -0.03738(13) 0.0426(9) Uani 1 1 d . . . . .
H8 H 1.1950 1.0485 -0.0342 0.051 Uiso 1 1 calc R U . . .
C9 C 1.0365(5) 0.9912(3) -0.06858(13) 0.0450(10) Uani 1 1 d . . . . .
H9 H 1.0293 1.0390 -0.0869 0.054 Uiso 1 1 calc R U . . .
C10 C 0.9492(4) 0.9139(2) -0.07278(10) 0.0347(7) Uani 1 1 d . . . . .
H10 H 0.8827 0.9070 -0.0942 0.042 Uiso 1 1 calc R U . . .
C11 C 0.7461(4) 0.7423(3) -0.09036(10) 0.0343(7) Uani 1 1 d . . . . .
H12 H 0.6873 0.6867 -0.0914 0.052 Uiso 1 1 calc R U . . .
H11 H 0.8069 0.7423 -0.1116 0.052 Uiso 1 1 calc R U . . .
H13 H 0.6843 0.7965 -0.0920 0.052 Uiso 1 1 calc R U . . .
C12 C 0.7491(3) 0.7395(2) -0.00634(9) 0.0244(6) Uani 1 1 d . . . . .
C13 C 0.7604(4) 0.7346(2) 0.05906(10) 0.0358(8) Uani 1 1 d . . . . .
H14 H 0.8142 0.7361 0.0829 0.043 Uiso 1 1 calc R U . . .
C14 C 0.6130(5) 0.7241(3) 0.05788(13) 0.0457(10) Uani 1 1 d . . . . .
H17 H 0.5674 0.7184 0.0808 0.055 Uiso 1 1 calc R U . . .
C15 C 0.5333(4) 0.7220(3) 0.02351(14) 0.0476(10) Uani 1 1 d . . . . .
H16 H 0.4326 0.7155 0.0226 0.057 Uiso 1 1 calc R U . . .
C16 C 0.6016(4) 0.7293(2) -0.00962(11) 0.0343(7) Uani 1 1 d . . . . .
H15 H 0.5497 0.7275 -0.0338 0.041 Uiso 1 1 calc R U . . .
C17 C 0.9588(4) 0.5733(2) -0.06866(9) 0.0279(6) Uani 1 1 d . . . . .
H18 H 0.8889 0.5740 -0.0896 0.033 Uiso 1 1 calc R U . . .
C18 C 1.0526(4) 0.4998(2) -0.06277(11) 0.0320(7) Uani 1 1 d . . . . .
H19 H 1.0454 0.4479 -0.0791 0.038 Uiso 1 1 calc R U . . .
C19 C 1.1559(4) 0.5032(2) -0.03295(11) 0.0342(8) Uani 1 1 d . . . . .
H20 H 1.2239 0.4552 -0.0293 0.041 Uiso 1 1 calc R U . . .
C20 C 1.1594(4) 0.5775(2) -0.00841(10) 0.0305(7) Uani 1 1 d . . . . .
H21 H 1.2300 0.5788 0.0123 0.037 Uiso 1 1 calc R U . . .
C21 C 0.3640(4) 0.2247(2) 0.26252(10) 0.0296(7) Uani 1 1 d . . . . .
H22 H 0.2970 0.2294 0.2411 0.036 Uiso 1 1 calc R U . . .
C22 C 0.3679(4) 0.2932(3) 0.28991(11) 0.0358(8) Uani 1 1 d . . . . .
H36 H 0.3050 0.3442 0.2869 0.043 Uiso 1 1 calc R U . . .
C23 C 0.4628(4) 0.2868(3) 0.32119(12) 0.0412(9) Uani 1 1 d . . . . .
H23 H 0.4675 0.3337 0.3399 0.049 Uiso 1 1 calc R U . . .
C24 C 0.5525(4) 0.2105(2) 0.32533(10) 0.0317(7) Uani 1 1 d . . . . .
H24 H 0.6178 0.2035 0.3470 0.038 Uiso 1 1 calc R U . . .
C25 C 0.5429(3) 0.14559(19) 0.29667(8) 0.0200(5) Uani 1 1 d . . . . .
C26 C 0.7601(3) 0.0532(2) 0.25669(8) 0.0215(5) Uani 1 1 d . . . . .
C27 C 0.7482(4) 0.0639(2) 0.19164(9) 0.0309(7) Uani 1 1 d . . . . .
H25 H 0.6940 0.0647 0.1678 0.037 Uiso 1 1 calc R U . . .
C28 C 0.8957(4) 0.0726(3) 0.19242(11) 0.0392(8) Uani 1 1 d . . . . .
H26 H 0.9407 0.0805 0.1695 0.047 Uiso 1 1 calc R U . . .
C29 C 0.9763(4) 0.0698(3) 0.22685(12) 0.0398(8) Uani 1 1 d . . . . .
H27 H 1.0772 0.0749 0.2278 0.048 Uiso 1 1 calc R U . . .
C30 C 0.9076(3) 0.0593(2) 0.26000(10) 0.0305(7) Uani 1 1 d . . . . .
H28 H 0.9599 0.0564 0.2841 0.037 Uiso 1 1 calc R U . . .
C31 C 0.7708(4) 0.0440(3) 0.34022(9) 0.0318(7) Uani 1 1 d . . . . .
H31 H 0.8363 -0.0082 0.3398 0.048 Uiso 1 1 calc R U . . .
H29 H 0.7130 0.0382 0.3620 0.048 Uiso 1 1 calc R U . . .
H30 H 0.8256 0.1012 0.3424 0.048 Uiso 1 1 calc R U . . .
C32 C 0.5461(3) -0.0559(2) 0.29378(8) 0.0216(5) Uani 1 1 d . . . . .
C33 C 0.3566(4) -0.1253(2) 0.26045(11) 0.0326(7) Uani 1 1 d . . . . .
H35 H 0.2846 -0.1249 0.2400 0.039 Uiso 1 1 calc R U . . .
C34 C 0.3622(4) -0.1985(2) 0.28569(11) 0.0360(8) Uani 1 1 d . . . . .
H34 H 0.2942 -0.2467 0.2826 0.043 Uiso 1 1 calc R U . . .
C35 C 0.4663(4) -0.2009(2) 0.31496(11) 0.0368(8) Uani 1 1 d . . . . .
H33 H 0.4747 -0.2521 0.3316 0.044 Uiso 1 1 calc R U . . .
C36 C 0.5598(4) -0.1269(2) 0.31987(9) 0.0291(7) Uani 1 1 d . . . . .
H32 H 0.6309 -0.1251 0.3405 0.035 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Cu1 2.4878(5) . ?
I2 Cu2 2.5924(5) . ?
I2 Cu1 2.6225(5) . ?
I3 Cu1 2.5806(5) . ?
I3 Cu2 2.6036(5) . ?
I4 Cu2 2.4998(5) . ?
I5 Cu3 2.4826(4) . ?
I6 Cu4 2.4784(4) . ?
Cu1 Cu2 2.5120(6) . ?
Cu3 N3 2.052(3) . ?
Cu3 N4 2.053(3) . ?
Cu3 N5 2.077(3) . ?
Cu4 N6 2.053(3) . ?
Cu4 N8 2.059(3) . ?
Cu4 N7 2.080(3) . ?
P1 C11 1.777(3) . ?
P1 C5 1.809(3) . ?
P1 C6 1.809(3) . ?
P1 C12 1.809(3) . ?
P2 C31 1.778(3) . ?
P2 C26 1.807(3) . ?
P2 C32 1.808(3) . ?
P2 C25 1.811(3) . ?
N1 C1 1.120(7) . ?
N2 C3 1.137(6) . ?
N3 C20 1.337(4) . ?
N3 C5 1.351(4) . ?
N4 C7 1.334(4) . ?
N4 C6 1.344(4) . ?
N5 C12 1.346(4) . ?
N5 C13 1.348(4) . ?
N6 C21 1.340(4) . ?
N6 C25 1.348(4) . ?
N7 C27 1.334(4) . ?
N7 C26 1.354(4) . ?
N8 C33 1.337(4) . ?
N8 C32 1.344(4) . ?
C1 C2 1.422(7) . ?
C2 H3 0.9800 . ?
C2 H2 0.9800 . ?
C2 H1 0.9800 . ?
C3 C4 1.441(7) . ?
C4 H5 0.9800 . ?
C4 H6 0.9800 . ?
C4 H4 0.9800 . ?
C5 C17 1.388(4) . ?
C6 C10 1.384(4) . ?
C7 C8 1.385(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.377(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.395(6) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 H12 0.9800 . ?
C11 H11 0.9800 . ?
C11 H13 0.9800 . ?
C12 C16 1.391(4) . ?
C13 C14 1.392(6) . ?
C13 H14 0.9500 . ?
C14 C15 1.378(7) . ?
C14 H17 0.9500 . ?
C15 C16 1.384(6) . ?
C15 H16 0.9500 . ?
C16 H15 0.9500 . ?
C17 C18 1.393(5) . ?
C17 H18 0.9500 . ?
C18 C19 1.377(5) . ?
C18 H19 0.9500 . ?
C19 C20 1.386(5) . ?
C19 H20 0.9500 . ?
C20 H21 0.9500 . ?
C21 C22 1.389(5) . ?
C21 H22 0.9500 . ?
C22 C23 1.369(6) . ?
C22 H36 0.9500 . ?
C23 C24 1.396(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.384(4) . ?
C24 H24 0.9500 . ?
C26 C30 1.386(4) . ?
C27 C28 1.391(5) . ?
C27 H25 0.9500 . ?
C28 C29 1.384(6) . ?
C28 H26 0.9500 . ?
C29 C30 1.390(5) . ?
C29 H27 0.9500 . ?
C30 H28 0.9500 . ?
C31 H31 0.9800 . ?
C31 H29 0.9800 . ?
C31 H30 0.9800 . ?
C32 C36 1.384(4) . ?
C33 C34 1.389(5) . ?
C33 H35 0.9500 . ?
C34 C35 1.368(6) . ?
C34 H34 0.9500 . ?
C35 C36 1.394(5) . ?
C35 H33 0.9500 . ?
C36 H32 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cu2 I2 Cu1 57.589(14) . . ?
Cu1 I3 Cu2 57.962(14) . . ?
I1 Cu1 Cu2 171.96(3) . . ?
I1 Cu1 I3 122.736(19) . . ?
Cu2 Cu1 I3 61.477(16) . . ?
I1 Cu1 I2 115.120(19) . . ?
Cu2 Cu1 I2 60.605(16) . . ?
I3 Cu1 I2 121.998(17) . . ?
I4 Cu2 Cu1 179.21(3) . . ?
I4 Cu2 I2 117.78(2) . . ?
Cu1 Cu2 I2 61.807(15) . . ?
I4 Cu2 I3 119.81(2) . . ?
Cu1 Cu2 I3 60.561(16) . . ?
I2 Cu2 I3 122.284(17) . . ?
N3 Cu3 N4 94.63(10) . . ?
N3 Cu3 N5 96.22(10) . . ?
N4 Cu3 N5 98.31(11) . . ?
N3 Cu3 I5 124.74(7) . . ?
N4 Cu3 I5 119.59(8) . . ?
N5 Cu3 I5 117.51(8) . . ?
N6 Cu4 N8 94.61(10) . . ?
N6 Cu4 N7 95.55(10) . . ?
N8 Cu4 N7 98.74(10) . . ?
N6 Cu4 I6 125.30(7) . . ?
N8 Cu4 I6 118.51(7) . . ?
N7 Cu4 I6 118.27(7) . . ?
C11 P1 C5 110.57(16) . . ?
C11 P1 C6 109.74(16) . . ?
C5 P1 C6 108.99(14) . . ?
C11 P1 C12 111.73(17) . . ?
C5 P1 C12 105.74(14) . . ?
C6 P1 C12 109.97(14) . . ?
C31 P2 C26 110.75(15) . . ?
C31 P2 C32 111.05(16) . . ?
C26 P2 C32 109.50(14) . . ?
C31 P2 C25 110.00(15) . . ?
C26 P2 C25 106.83(13) . . ?
C32 P2 C25 108.59(13) . . ?
C20 N3 C5 117.8(3) . . ?
C20 N3 Cu3 125.2(2) . . ?
C5 N3 Cu3 116.8(2) . . ?
C7 N4 C6 118.3(3) . . ?
C7 N4 Cu3 125.1(2) . . ?
C6 N4 Cu3 116.6(2) . . ?
C12 N5 C13 117.8(3) . . ?
C12 N5 Cu3 117.8(2) . . ?
C13 N5 Cu3 124.3(3) . . ?
C21 N6 C25 117.8(3) . . ?
C21 N6 Cu4 125.0(2) . . ?
C25 N6 Cu4 117.18(19) . . ?
C27 N7 C26 117.6(3) . . ?
C27 N7 Cu4 125.5(2) . . ?
C26 N7 Cu4 116.8(2) . . ?
C33 N8 C32 117.6(3) . . ?
C33 N8 Cu4 125.2(2) . . ?
C32 N8 Cu4 117.2(2) . . ?
N1 C1 C2 176.9(7) . . ?
C1 C2 H3 109.5 . . ?
C1 C2 H2 109.5 . . ?
H3 C2 H2 109.5 . . ?
C1 C2 H1 109.5 . . ?
H3 C2 H1 109.5 . . ?
H2 C2 H1 109.5 . . ?
N2 C3 C4 179.1(5) . . ?
C3 C4 H5 109.5 . . ?
C3 C4 H6 109.5 . . ?
H5 C4 H6 109.5 . . ?
C3 C4 H4 109.5 . . ?
H5 C4 H4 109.5 . . ?
H6 C4 H4 109.5 . . ?
N3 C5 C17 123.1(3) . . ?
N3 C5 P1 114.2(2) . . ?
C17 C5 P1 122.7(2) . . ?
N4 C6 C10 123.4(3) . . ?
N4 C6 P1 114.8(2) . . ?
C10 C6 P1 121.8(3) . . ?
N4 C7 C8 121.9(4) . . ?
N4 C7 H7 119.0 . . ?
C8 C7 H7 119.0 . . ?
C9 C8 C7 119.8(3) . . ?
C9 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
C8 C9 C10 118.8(3) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
C6 C10 C9 117.8(4) . . ?
C6 C10 H10 121.1 . . ?
C9 C10 H10 121.1 . . ?
P1 C11 H12 109.5 . . ?
P1 C11 H11 109.5 . . ?
H12 C11 H11 109.5 . . ?
P1 C11 H13 109.5 . . ?
H12 C11 H13 109.5 . . ?
H11 C11 H13 109.5 . . ?
N5 C12 C16 123.8(3) . . ?
N5 C12 P1 113.1(2) . . ?
C16 C12 P1 123.0(3) . . ?
N5 C13 C14 121.4(4) . . ?
N5 C13 H14 119.3 . . ?
C14 C13 H14 119.3 . . ?
C15 C14 C13 120.1(4) . . ?
C15 C14 H17 120.0 . . ?
C13 C14 H17 120.0 . . ?
C14 C15 C16 119.2(4) . . ?
C14 C15 H16 120.4 . . ?
C16 C15 H16 120.4 . . ?
C15 C16 C12 117.6(4) . . ?
C15 C16 H15 121.2 . . ?
C12 C16 H15 121.2 . . ?
C5 C17 C18 117.9(3) . . ?
C5 C17 H18 121.0 . . ?
C18 C17 H18 121.0 . . ?
C19 C18 C17 119.2(3) . . ?
C19 C18 H19 120.4 . . ?
C17 C18 H19 120.4 . . ?
C18 C19 C20 119.2(3) . . ?
C18 C19 H20 120.4 . . ?
C20 C19 H20 120.4 . . ?
N3 C20 C19 122.7(3) . . ?
N3 C20 H21 118.7 . . ?
C19 C20 H21 118.7 . . ?
N6 C21 C22 122.1(3) . . ?
N6 C21 H22 118.9 . . ?
C22 C21 H22 118.9 . . ?
C23 C22 C21 119.6(3) . . ?
C23 C22 H36 120.2 . . ?
C21 C22 H36 120.2 . . ?
C22 C23 C24 119.3(3) . . ?
C22 C23 H23 120.3 . . ?
C24 C23 H23 120.3 . . ?
C25 C24 C23 117.6(3) . . ?
C25 C24 H24 121.2 . . ?
C23 C24 H24 121.2 . . ?
N6 C25 C24 123.6(3) . . ?
N6 C25 P2 114.2(2) . . ?
C24 C25 P2 122.2(2) . . ?
N7 C26 C30 123.8(3) . . ?
N7 C26 P2 114.0(2) . . ?
C30 C26 P2 122.2(2) . . ?
N7 C27 C28 122.4(3) . . ?
N7 C27 H25 118.8 . . ?
C28 C27 H25 118.8 . . ?
C29 C28 C27 119.4(3) . . ?
C29 C28 H26 120.3 . . ?
C27 C28 H26 120.3 . . ?
C28 C29 C30 119.1(3) . . ?
C28 C29 H27 120.5 . . ?
C30 C29 H27 120.4 . . ?
C26 C30 C29 117.6(3) . . ?
C26 C30 H28 121.2 . . ?
C29 C30 H28 121.2 . . ?
P2 C31 H31 109.5 . . ?
P2 C31 H29 109.5 . . ?
H31 C31 H29 109.5 . . ?
P2 C31 H30 109.5 . . ?
H31 C31 H30 109.5 . . ?
H29 C31 H30 109.5 . . ?
N8 C32 C36 123.5(3) . . ?
N8 C32 P2 114.0(2) . . ?
C36 C32 P2 122.5(2) . . ?
N8 C33 C34 122.4(3) . . ?
N8 C33 H35 118.8 . . ?
C34 C33 H35 118.8 . . ?
C35 C34 C33 119.6(3) . . ?
C35 C34 H34 120.2 . . ?
C33 C34 H34 120.2 . . ?
C34 C35 C36 118.8(3) . . ?
C34 C35 H33 120.6 . . ?
C36 C35 H33 120.6 . . ?
C32 C36 C35 118.0(3) . . ?
C32 C36 H32 121.0 . . ?
C35 C36 H32 121.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C20 N3 C5 C17 2.9(4) . . . . ?
Cu3 N3 C5 C17 -171.5(2) . . . . ?
C20 N3 C5 P1 -178.3(2) . . . . ?
Cu3 N3 C5 P1 7.2(3) . . . . ?
C11 P1 C5 N3 173.3(2) . . . . ?
C6 P1 C5 N3 52.6(3) . . . . ?
C12 P1 C5 N3 -65.6(2) . . . . ?
C11 P1 C5 C17 -8.0(3) . . . . ?
C6 P1 C5 C17 -128.7(3) . . . . ?
C12 P1 C5 C17 113.1(3) . . . . ?
C7 N4 C6 C10 -1.7(5) . . . . ?
Cu3 N4 C6 C10 176.5(3) . . . . ?
C7 N4 C6 P1 178.6(2) . . . . ?
Cu3 N4 C6 P1 -3.2(3) . . . . ?
C11 P1 C6 N4 -176.5(2) . . . . ?
C5 P1 C6 N4 -55.3(3) . . . . ?
C12 P1 C6 N4 60.2(3) . . . . ?
C11 P1 C6 C10 3.8(3) . . . . ?
C5 P1 C6 C10 125.0(3) . . . . ?
C12 P1 C6 C10 -119.5(3) . . . . ?
C6 N4 C7 C8 1.9(5) . . . . ?
Cu3 N4 C7 C8 -176.1(3) . . . . ?
N4 C7 C8 C9 -0.5(6) . . . . ?
C7 C8 C9 C10 -1.2(6) . . . . ?
N4 C6 C10 C9 0.0(5) . . . . ?
P1 C6 C10 C9 179.7(3) . . . . ?
C8 C9 C10 C6 1.4(5) . . . . ?
C13 N5 C12 C16 0.6(5) . . . . ?
Cu3 N5 C12 C16 176.9(2) . . . . ?
C13 N5 C12 P1 -176.8(2) . . . . ?
Cu3 N5 C12 P1 -0.5(3) . . . . ?
C11 P1 C12 N5 -179.1(2) . . . . ?
C5 P1 C12 N5 60.6(3) . . . . ?
C6 P1 C12 N5 -57.0(3) . . . . ?
C11 P1 C12 C16 3.5(3) . . . . ?
C5 P1 C12 C16 -116.9(3) . . . . ?
C6 P1 C12 C16 125.6(3) . . . . ?
C12 N5 C13 C14 -0.5(5) . . . . ?
Cu3 N5 C13 C14 -176.5(3) . . . . ?
N5 C13 C14 C15 -0.2(6) . . . . ?
C13 C14 C15 C16 0.7(6) . . . . ?
C14 C15 C16 C12 -0.6(6) . . . . ?
N5 C12 C16 C15 -0.1(5) . . . . ?
P1 C12 C16 C15 177.1(3) . . . . ?
N3 C5 C17 C18 -0.7(5) . . . . ?
P1 C5 C17 C18 -179.3(2) . . . . ?
C5 C17 C18 C19 -2.5(5) . . . . ?
C17 C18 C19 C20 3.3(5) . . . . ?
C5 N3 C20 C19 -2.1(5) . . . . ?
Cu3 N3 C20 C19 171.8(3) . . . . ?
C18 C19 C20 N3 -1.0(5) . . . . ?
C25 N6 C21 C22 2.0(5) . . . . ?
Cu4 N6 C21 C22 -177.3(2) . . . . ?
N6 C21 C22 C23 -0.7(5) . . . . ?
C21 C22 C23 C24 -1.1(6) . . . . ?
C22 C23 C24 C25 1.5(6) . . . . ?
C21 N6 C25 C24 -1.5(4) . . . . ?
Cu4 N6 C25 C24 177.9(2) . . . . ?
C21 N6 C25 P2 -179.7(2) . . . . ?
Cu4 N6 C25 P2 -0.4(3) . . . . ?
C23 C24 C25 N6 -0.2(5) . . . . ?
C23 C24 C25 P2 177.8(3) . . . . ?
C31 P2 C25 N6 -179.5(2) . . . . ?
C26 P2 C25 N6 60.2(2) . . . . ?
C32 P2 C25 N6 -57.8(2) . . . . ?
C31 P2 C25 C24 2.3(3) . . . . ?
C26 P2 C25 C24 -118.0(3) . . . . ?
C32 P2 C25 C24 124.0(3) . . . . ?
C27 N7 C26 C30 -1.1(5) . . . . ?
Cu4 N7 C26 C30 -177.4(3) . . . . ?
C27 N7 C26 P2 177.4(2) . . . . ?
Cu4 N7 C26 P2 1.1(3) . . . . ?
C31 P2 C26 N7 180.0(2) . . . . ?
C32 P2 C26 N7 57.2(2) . . . . ?
C25 P2 C26 N7 -60.2(2) . . . . ?
C31 P2 C26 C30 -1.5(3) . . . . ?
C32 P2 C26 C30 -124.3(3) . . . . ?
C25 P2 C26 C30 118.3(3) . . . . ?
C26 N7 C27 C28 -0.4(5) . . . . ?
Cu4 N7 C27 C28 175.5(3) . . . . ?
N7 C27 C28 C29 1.4(6) . . . . ?
C27 C28 C29 C30 -0.7(6) . . . . ?
N7 C26 C30 C29 1.7(5) . . . . ?
P2 C26 C30 C29 -176.7(3) . . . . ?
C28 C29 C30 C26 -0.7(5) . . . . ?
C33 N8 C32 C36 3.2(5) . . . . ?
Cu4 N8 C32 C36 -173.8(2) . . . . ?
C33 N8 C32 P2 -175.8(2) . . . . ?
Cu4 N8 C32 P2 7.2(3) . . . . ?
C31 P2 C32 N8 174.4(2) . . . . ?
C26 P2 C32 N8 -63.0(3) . . . . ?
C25 P2 C32 N8 53.3(3) . . . . ?
C31 P2 C32 C36 -4.6(3) . . . . ?
C26 P2 C32 C36 118.0(3) . . . . ?
C25 P2 C32 C36 -125.7(3) . . . . ?
C32 N8 C33 C34 -2.3(5) . . . . ?
Cu4 N8 C33 C34 174.4(3) . . . . ?
N8 C33 C34 C35 -0.9(5) . . . . ?
C33 C34 C35 C36 3.4(5) . . . . ?
N8 C32 C36 C35 -0.7(5) . . . . ?
P2 C32 C36 C35 178.2(2) . . . . ?
C34 C35 C36 C32 -2.6(5) . . . . ?

_refine_diff_density_max         1.196
_refine_diff_density_min         -1.321
_refine_diff_density_rms         0.111

####################################################################### 
# 
# 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_complex_3_cuibu
_database_code_depnum_ccdc_archive 'CCDC 1579829'
_audit_update_record             
;
2017-10-13 deposited with the CCDC.
2018-12-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
;
 complex of copper(I) iodide with butyltri(pyridin-2-yl)phosphonium iodide
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H42 Cu4 I6 N6 P2'
_chemical_formula_weight         1660.27

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   10.2369(13)
_cell_length_b                   11.9900(14)
_cell_length_c                   12.2061(15)
_cell_angle_alpha                118.729(5)
_cell_angle_beta                 93.281(6)
_cell_angle_gamma                107.283(6)
_cell_volume                     1218.1(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    299(2)
_cell_measurement_reflns_used    9948
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      27.50

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.263
_exptl_crystal_F_000             776
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    5.623
_shelx_estimated_absorpt_T_min   0.244
_shelx_estimated_absorpt_T_max   0.486
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4548
_exptl_absorpt_correction_T_max  0.8621
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      299(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33936
_diffrn_reflns_av_unetI/netI     0.0407
_diffrn_reflns_av_R_equivalents  0.0707
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.687
_diffrn_reflns_theta_max         27.484
_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
_reflns_number_total             5576
_reflns_number_gt                4607
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0997P)²+10.0040P] 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         5576
_refine_ls_number_parameters     283
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0760
_refine_ls_R_factor_gt           0.0639
_refine_ls_wR_factor_ref         0.1792
_refine_ls_wR_factor_gt          0.1602
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.019
_refine_ls_shift/su_mean         0.001

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
Cu1 Cu 1.58357(14) 0.53939(15) 0.39906(13) 0.0604(3) Uani 1 1 d . . . . .
Cu2 Cu 1.79020(10) 0.63893(11) 0.28155(10) 0.0432(3) Uani 1 1 d . . . . .
I1 I 1.30855(5) 0.40482(6) 0.36925(6) 0.04494(18) Uani 1 1 d . . . . .
I2 I 1.68674(6) 0.37982(6) 0.21437(6) 0.04787(18) Uani 1 1 d . . . . .
I3 I 1.62594(5) 0.76632(6) 0.37822(6) 0.04566(18) Uani 1 1 d . . . . .
P1 P 2.08103(18) 0.83596(19) 0.25727(18) 0.0314(4) Uani 1 1 d . . . . .
N1 N 1.8381(7) 0.6280(7) 0.1129(6) 0.0397(14) Uani 1 1 d . . . . .
N2 N 2.3094(8) 0.8203(8) 0.1769(8) 0.0501(17) Uani 1 1 d . . . . .
N3 N 1.9948(6) 0.7148(7) 0.3903(6) 0.0354(13) Uani 1 1 d . . . . .
C1 C 1.7413(9) 0.5339(9) 0.0013(8) 0.050(2) Uani 1 1 d . . . . .
H1 H 1.6512 0.4899 0.0045 0.059 Uiso 1 1 calc R U . . .
C2 C 1.7696(10) 0.5000(10) -0.1171(9) 0.052(2) Uani 1 1 d . . . . .
H14 H 1.6994 0.4350 -0.1919 0.063 Uiso 1 1 calc R U . . .
C3 C 1.9028(11) 0.5632(9) -0.1240(8) 0.049(2) Uani 1 1 d . . . . .
H2 H 1.9243 0.5401 -0.2033 0.059 Uiso 1 1 calc R U . . .
C4 C 2.0039(9) 0.6614(9) -0.0110(8) 0.0452(18) Uani 1 1 d . . . . .
H3 H 2.0946 0.7059 -0.0126 0.054 Uiso 1 1 calc R U . . .
C5 C 1.9667(7) 0.6920(7) 0.1053(7) 0.0355(14) Uani 1 1 d . . . . .
C6 C 2.2463(7) 0.9085(8) 0.2286(8) 0.0399(17) Uani 1 1 d . . . . .
C7 C 2.4321(11) 0.8665(12) 0.1495(11) 0.062(3) Uani 1 1 d . . . . .
H4 H 2.4808 0.8086 0.1129 0.075 Uiso 1 1 calc R U . . .
C8 C 2.4882(11) 1.0028(12) 0.1761(11) 0.067(3) Uani 1 1 d . . . . .
H5 H 2.5718 1.0315 0.1539 0.080 Uiso 1 1 calc R U . . .
C9 C 2.4246(11) 1.0902(12) 0.2315(12) 0.068(3) Uani 1 1 d . . . . .
H7 H 2.4638 1.1801 0.2509 0.081 Uiso 1 1 calc R U . . .
C10 C 2.2972(8) 1.0431(9) 0.2597(9) 0.0473(19) Uani 1 1 d . . . . .
H6 H 2.2482 1.1003 0.2982 0.057 Uiso 1 1 calc R U . . .
C11 C 2.1120(7) 0.7799(7) 0.3663(7) 0.0307(13) Uani 1 1 d . . . . .
C12 C 2.0126(9) 0.6723(10) 0.4707(8) 0.0455(18) Uani 1 1 d . . . . .
H11 H 1.9339 0.6307 0.4913 0.055 Uiso 1 1 calc R U . . .
C13 C 2.1457(11) 0.6878(10) 0.5254(9) 0.052(2) Uani 1 1 d . . . . .
H8 H 2.1540 0.6524 0.5774 0.062 Uiso 1 1 calc R U . . .
C14 C 2.2615(10) 0.7545(12) 0.5024(10) 0.059(3) Uani 1 1 d . . . . .
H10 H 2.3506 0.7694 0.5417 0.071 Uiso 1 1 calc R U . . .
C15 C 2.2468(8) 0.8007(9) 0.4196(8) 0.0443(18) Uani 1 1 d . . . . .
H9 H 2.3252 0.8445 0.4002 0.053 Uiso 1 1 calc R U . . .
C16 C 1.9970(9) 0.9579(9) 0.3234(9) 0.0491(19) Uani 1 1 d D . . . .
H12 H 1.9096 0.9179 0.3408 0.059 Uiso 1 1 calc R U . A 1
H13 H 2.0578 1.0381 0.4037 0.059 Uiso 1 1 calc R U . A 1
C17 C 1.966(2) 1.000(2) 0.2254(19) 0.067(6) Uani 0.54(2) 1 d D . P B 1
H17A H 1.9870 1.0976 0.2717 0.081 Uiso 0.54(2) 1 calc R U P B 1
H17B H 2.0291 0.9814 0.1678 0.081 Uiso 0.54(2) 1 calc R U P B 1
C18 C 1.814(2) 0.924(3) 0.145(3) 0.094(10) Uani 0.54(2) 1 d D . P B 1
H18A H 1.7915 0.8262 0.0971 0.113 Uiso 0.54(2) 1 calc R U P B 1
H18B H 1.7493 0.9433 0.2011 0.113 Uiso 0.54(2) 1 calc R U P B 1
C19 C 1.799(4) 0.975(6) 0.053(4) 0.126(18) Uani 0.54(2) 1 d D . P B 1
H19A H 1.7978 1.0656 0.1000 0.151 Uiso 0.54(2) 1 calc R U P B 1
H19B H 1.7130 0.9145 -0.0123 0.151 Uiso 0.54(2) 1 calc R U P B 1
H19C H 1.8775 0.9764 0.0133 0.151 Uiso 0.54(2) 1 calc R U P B 1
C17' C 1.8863(18) 0.967(2) 0.2417(18) 0.051(6) Uani 0.46(2) 1 d D . P B 2
H17' H 1.8156 0.8771 0.1828 0.062 Uiso 0.46(2) 1 calc R U P B 2
H17" H 1.8399 1.0251 0.2968 0.062 Uiso 0.46(2) 1 calc R U P B 2
C18' C 1.959(2) 1.028(3) 0.166(3) 0.068(7) Uani 0.46(2) 1 d D . P B 2
H18' H 1.9971 0.9650 0.1052 0.081 Uiso 0.46(2) 1 calc R U P B 2
H18" H 2.0381 1.1128 0.2252 0.081 Uiso 0.46(2) 1 calc R U P B 2
C19' C 1.861(3) 1.058(4) 0.093(4) 0.102(16) Uani 0.46(2) 1 d D . P B 2
H19D H 1.7798 0.9763 0.0380 0.122 Uiso 0.46(2) 1 calc R U P B 2
H19E H 1.9101 1.0880 0.0411 0.122 Uiso 0.46(2) 1 calc R U P B 2
H19F H 1.8319 1.1285 0.1529 0.122 Uiso 0.46(2) 1 calc R U P B 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
Cu1 I1 2.6551(15) 2_866 ?
Cu1 I2 2.6804(15) . ?
Cu1 I1 2.6984(15) . ?
Cu1 I3 2.7627(16) . ?
Cu1 Cu2 2.9067(16) . ?
Cu2 N3 2.089(6) . ?
Cu2 N1 2.095(7) . ?
Cu2 I3 2.5639(12) . ?
Cu2 I2 2.6348(12) . ?
I1 Cu1 2.6551(15) 2_866 ?
P1 C6 1.796(7) . ?
P1 C16 1.795(9) . ?
P1 C5 1.807(7) . ?
P1 C11 1.806(7) . ?
N1 C5 1.346(10) . ?
N1 C1 1.347(10) . ?
N2 C6 1.321(12) . ?
N2 C7 1.345(12) . ?
N3 C12 1.332(10) . ?
N3 C11 1.355(9) . ?
C1 C2 1.375(13) . ?
C1 H1 0.9300 . ?
C2 C3 1.379(14) . ?
C2 H14 0.9300 . ?
C3 C4 1.382(12) . ?
C3 H2 0.9300 . ?
C4 C5 1.393(11) . ?
C4 H3 0.9300 . ?
C6 C10 1.382(12) . ?
C7 C8 1.421(16) . ?
C7 H4 0.9300 . ?
C8 C9 1.324(18) . ?
C8 H5 0.9300 . ?
C9 C10 1.393(12) . ?
C9 H7 0.9300 . ?
C10 H6 0.9300 . ?
C11 C15 1.388(10) . ?
C12 C13 1.400(12) . ?
C12 H11 0.9300 . ?
C13 C14 1.348(14) . ?
C13 H8 0.9300 . ?
C14 C15 1.386(12) . ?
C14 H10 0.9300 . ?
C15 H9 0.9300 . ?
C16 C17' 1.532(9) . ?
C16 C17 1.551(9) . ?
C16 H12 0.9700 . ?
C16 H13 0.9700 . ?
C17 C18 1.535(10) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.535(10) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C17' C18' 1.533(10) . ?
C17' H17' 0.9700 . ?
C17' H17" 0.9700 . ?
C18' C19' 1.537(10) . ?
C18' H18' 0.9700 . ?
C18' H18" 0.9700 . ?
C19' H19D 0.9600 . ?
C19' H19E 0.9600 . ?
C19' H19F 0.9600 . ?

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
I1 Cu1 I2 112.94(5) 2_866 . ?
I1 Cu1 I1 100.78(5) 2_866 . ?
I2 Cu1 I1 110.94(5) . . ?
I1 Cu1 I3 114.74(5) 2_866 . ?
I2 Cu1 I3 105.63(5) . . ?
I1 Cu1 I3 111.96(5) . . ?
I1 Cu1 Cu2 114.06(5) 2_866 . ?
I2 Cu1 Cu2 56.10(4) . . ?
I1 Cu1 Cu2 145.16(6) . . ?
I3 Cu1 Cu2 53.70(3) . . ?
N3 Cu2 N1 99.0(2) . . ?
N3 Cu2 I3 118.63(18) . . ?
N1 Cu2 I3 116.4(2) . . ?
N3 Cu2 I2 104.68(18) . . ?
N1 Cu2 I2 102.98(19) . . ?
I3 Cu2 I2 113.06(4) . . ?
N3 Cu2 Cu1 110.99(17) . . ?
N1 Cu2 Cu1 147.26(18) . . ?
I3 Cu2 Cu1 60.28(4) . . ?
I2 Cu2 Cu1 57.60(4) . . ?
Cu1 I1 Cu1 79.22(5) 2_866 . ?
Cu2 I2 Cu1 66.30(4) . . ?
Cu2 I3 Cu1 66.02(4) . . ?
C6 P1 C16 111.2(4) . . ?
C6 P1 C5 108.3(4) . . ?
C16 P1 C5 108.1(4) . . ?
C6 P1 C11 108.9(3) . . ?
C16 P1 C11 110.1(4) . . ?
C5 P1 C11 110.2(3) . . ?
C5 N1 C1 117.1(7) . . ?
C5 N1 Cu2 124.3(5) . . ?
C1 N1 Cu2 117.7(6) . . ?
C6 N2 C7 116.1(8) . . ?
C12 N3 C11 117.4(6) . . ?
C12 N3 Cu2 116.8(5) . . ?
C11 N3 Cu2 124.4(5) . . ?
N1 C1 C2 123.0(8) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C1 C2 C3 119.4(8) . . ?
C1 C2 H14 120.3 . . ?
C3 C2 H14 120.3 . . ?
C2 C3 C4 118.9(8) . . ?
C2 C3 H2 120.6 . . ?
C4 C3 H2 120.6 . . ?
C3 C4 C5 118.4(8) . . ?
C3 C4 H3 120.8 . . ?
C5 C4 H3 120.8 . . ?
N1 C5 C4 123.2(7) . . ?
N1 C5 P1 114.5(6) . . ?
C4 C5 P1 121.9(6) . . ?
N2 C6 C10 125.8(7) . . ?
N2 C6 P1 112.8(6) . . ?
C10 C6 P1 121.4(7) . . ?
N2 C7 C8 120.8(10) . . ?
N2 C7 H4 119.6 . . ?
C8 C7 H4 119.6 . . ?
C9 C8 C7 121.8(10) . . ?
C9 C8 H5 119.1 . . ?
C7 C8 H5 119.1 . . ?
C8 C9 C10 117.8(10) . . ?
C8 C9 H7 121.1 . . ?
C10 C9 H7 121.1 . . ?
C6 C10 C9 117.7(9) . . ?
C6 C10 H6 121.2 . . ?
C9 C10 H6 121.2 . . ?
N3 C11 C15 122.9(7) . . ?
N3 C11 P1 115.4(5) . . ?
C15 C11 P1 121.8(6) . . ?
N3 C12 C13 122.3(8) . . ?
N3 C12 H11 118.8 . . ?
C13 C12 H11 118.8 . . ?
C14 C13 C12 119.6(8) . . ?
C14 C13 H8 120.2 . . ?
C12 C13 H8 120.2 . . ?
C13 C14 C15 119.5(8) . . ?
C13 C14 H10 120.3 . . ?
C15 C14 H10 120.3 . . ?
C14 C15 C11 118.2(8) . . ?
C14 C15 H9 120.9 . . ?
C11 C15 H9 120.9 . . ?
C17' C16 P1 123.5(9) . . ?
C17 C16 P1 108.9(10) . . ?
C17 C16 H12 109.9 . . ?
P1 C16 H12 109.9 . . ?
C17 C16 H13 109.9 . . ?
P1 C16 H13 109.9 . . ?
H12 C16 H13 108.3 . . ?
C18 C17 C16 113.3(13) . . ?
C18 C17 H17A 108.9 . . ?
C16 C17 H17A 108.9 . . ?
C18 C17 H17B 108.9 . . ?
C16 C17 H17B 108.9 . . ?
H17A C17 H17B 107.7 . . ?
C19 C18 C17 108(2) . . ?
C19 C18 H18A 110.2 . . ?
C17 C18 H18A 110.2 . . ?
C19 C18 H18B 110.2 . . ?
C17 C18 H18B 110.2 . . ?
H18A C18 H18B 108.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.4 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18' C17' C16 108.9(13) . . ?
C18' C17' H17' 109.9 . . ?
C16 C17' H17' 109.9 . . ?
C18' C17' H17" 109.9 . . ?
C16 C17' H17" 109.9 . . ?
H17' C17' H17" 108.3 . . ?
C17' C18' C19' 113.3(17) . . ?
C17' C18' H18' 108.9 . . ?
C19' C18' H18' 108.9 . . ?
C17' C18' H18" 108.9 . . ?
C19' C18' H18" 109.0 . . ?
H18' C18' H18" 107.7 . . ?
C18' C19' H19D 109.5 . . ?
C18' C19' H19E 109.5 . . ?
H19D C19' H19E 109.5 . . ?
C18' C19' H19F 109.4 . . ?
H19D C19' H19F 109.5 . . ?
H19E C19' H19F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 1.4(14) . . . . ?
Cu2 N1 C1 C2 -168.0(8) . . . . ?
N1 C1 C2 C3 0.6(15) . . . . ?
C1 C2 C3 C4 -1.3(15) . . . . ?
C2 C3 C4 C5 0.1(14) . . . . ?
C1 N1 C5 C4 -2.6(12) . . . . ?
Cu2 N1 C5 C4 166.0(6) . . . . ?
C1 N1 C5 P1 170.0(6) . . . . ?
Cu2 N1 C5 P1 -21.3(8) . . . . ?
C3 C4 C5 N1 1.9(13) . . . . ?
C3 C4 C5 P1 -170.3(7) . . . . ?
C6 P1 C5 N1 -179.8(6) . . . . ?
C16 P1 C5 N1 -59.2(7) . . . . ?
C11 P1 C5 N1 61.2(6) . . . . ?
C6 P1 C5 C4 -7.0(8) . . . . ?
C16 P1 C5 C4 113.6(7) . . . . ?
C11 P1 C5 C4 -126.0(7) . . . . ?
C7 N2 C6 C10 -1.9(14) . . . . ?
C7 N2 C6 P1 178.3(7) . . . . ?
C16 P1 C6 N2 -178.4(6) . . . . ?
C5 P1 C6 N2 -59.7(7) . . . . ?
C11 P1 C6 N2 60.1(7) . . . . ?
C16 P1 C6 C10 1.8(9) . . . . ?
C5 P1 C6 C10 120.5(7) . . . . ?
C11 P1 C6 C10 -119.7(7) . . . . ?
C6 N2 C7 C8 0.1(15) . . . . ?
N2 C7 C8 C9 1.9(18) . . . . ?
C7 C8 C9 C10 -2.1(18) . . . . ?
N2 C6 C10 C9 1.7(14) . . . . ?
P1 C6 C10 C9 -178.5(8) . . . . ?
C8 C9 C10 C6 0.4(16) . . . . ?
C12 N3 C11 C15 1.4(12) . . . . ?
Cu2 N3 C11 C15 -164.5(6) . . . . ?
C12 N3 C11 P1 -179.7(6) . . . . ?
Cu2 N3 C11 P1 14.4(8) . . . . ?
C6 P1 C11 N3 -176.0(6) . . . . ?
C16 P1 C11 N3 61.9(7) . . . . ?
C5 P1 C11 N3 -57.3(6) . . . . ?
C6 P1 C11 C15 3.0(8) . . . . ?
C16 P1 C11 C15 -119.1(7) . . . . ?
C5 P1 C11 C15 121.7(7) . . . . ?
C11 N3 C12 C13 -2.6(13) . . . . ?
Cu2 N3 C12 C13 164.3(7) . . . . ?
N3 C12 C13 C14 3.7(15) . . . . ?
C12 C13 C14 C15 -3.2(17) . . . . ?
C13 C14 C15 C11 2.0(16) . . . . ?
N3 C11 C15 C14 -1.1(13) . . . . ?
P1 C11 C15 C14 -180.0(8) . . . . ?
C6 P1 C16 C17' 94.7(11) . . . . ?
C5 P1 C16 C17' -24.1(12) . . . . ?
C11 P1 C16 C17' -144.6(11) . . . . ?
C6 P1 C16 C17 61.4(10) . . . . ?
C5 P1 C16 C17 -57.4(10) . . . . ?
C11 P1 C16 C17 -177.8(9) . . . . ?
P1 C16 C17 C18 99.3(18) . . . . ?
C16 C17 C18 C19 -180(2) . . . . ?
P1 C16 C17' C18' -72.1(19) . . . . ?
C16 C17' C18' C19' -173(2) . . . . ?

_refine_diff_density_max         2.573
_refine_diff_density_min         -2.359
_refine_diff_density_rms         0.308

####################################################################### 
# 
# 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_complex_4_q6
_database_code_depnum_ccdc_archive 'CCDC 1579830'
_audit_update_record             
;
2017-10-13 deposited with the CCDC.
2018-12-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
;
 complex of copper(I) iodide with benzyltri(pyridin-2-yl)phosphonium iodide
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H38 Cu4 I6 N6 P2'
_chemical_formula_sum            'C44 H38 Cu4 I6 N6 P2'
_chemical_formula_weight         1728.30

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   10.1053(4)
_cell_length_b                   12.2864(5)
_cell_length_c                   12.3397(6)
_cell_angle_alpha                118.947(2)
_cell_angle_beta                 92.187(2)
_cell_angle_gamma                107.225(2)
_cell_volume                     1249.98(10)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9296
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      30.07

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.296
_exptl_crystal_F_000             808
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    5.485
_shelx_estimated_absorpt_T_min   0.218
_shelx_estimated_absorpt_T_max   0.407
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4877
_exptl_absorpt_correction_T_max  0.8622
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35481
_diffrn_reflns_av_unetI/netI     0.0178
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.568
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5118
_reflns_number_gt                4772
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0398P)²+4.2204P] 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         5118
_refine_ls_number_parameters     280
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0318
_refine_ls_R_factor_gt           0.0293
_refine_ls_wR_factor_ref         0.0829
_refine_ls_wR_factor_gt          0.0802
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
I3 I 0.19039(3) 0.58817(3) 0.62584(3) 0.04135(9) Uani 1 1 d . . . . .
Cu1 Cu 0.28491(6) 0.61905(5) 0.27458(5) 0.03596(13) Uani 1 1 d . . . . .
I1 I 0.12015(3) 0.74944(3) 0.37099(3) 0.04196(9) Uani 1 1 d . . . . .
P1 P 0.57038(10) 0.82532(9) 0.25099(9) 0.02395(19) Uani 1 1 d . . . . .
N1 N 0.4918(4) 0.7038(3) 0.3821(3) 0.0302(7) Uani 1 1 d . . . . .
I2 I 0.18483(3) 0.36972(3) 0.21399(3) 0.04238(9) Uani 1 1 d . . . . .
Cu2 Cu 0.08341(7) 0.53234(7) 0.39789(7) 0.05315(17) Uani 1 1 d . . . . .
N2 N 0.3391(3) 0.6092(3) 0.1080(3) 0.0280(7) Uani 1 1 d . . . . .
N3 N 0.8062(4) 0.8235(4) 0.1693(4) 0.0427(9) Uani 1 1 d . . . . .
C1 C 0.5145(5) 0.6632(5) 0.4618(4) 0.0411(10) Uani 1 1 d . . . . .
H1A H 0.4366 0.6151 0.4784 0.049 Uiso 1 1 calc R U . . .
C2 C 0.6488(6) 0.6896(6) 0.5201(5) 0.0490(12) Uani 1 1 d . . . . .
H2 H 0.6606 0.6589 0.5741 0.059 Uiso 1 1 calc R U . . .
C3 C 0.7635(6) 0.7611(6) 0.4980(5) 0.0536(13) Uani 1 1 d . . . . .
H3 H 0.8547 0.7792 0.5363 0.064 Uiso 1 1 calc R U . . .
C4 C 0.7436(5) 0.8067(5) 0.4180(4) 0.0430(10) Uani 1 1 d . . . . .
H4A H 0.8207 0.8569 0.4025 0.052 Uiso 1 1 calc R U . . .
C5 C 0.6066(4) 0.7757(4) 0.3621(3) 0.0263(7) Uani 1 1 d . . . . .
C6 C 0.4644(4) 0.6810(4) 0.1000(4) 0.0252(7) Uani 1 1 d . . . . .
C7 C 0.5031(5) 0.6569(4) -0.0131(4) 0.0333(8) Uani 1 1 d . . . . .
H7 H 0.5931 0.7049 -0.0141 0.040 Uiso 1 1 calc R U . . .
C8 C 0.4052(5) 0.5596(5) -0.1251(4) 0.0402(10) Uani 1 1 d . . . . .
H8 H 0.4275 0.5424 -0.2029 0.048 Uiso 1 1 calc R U . . .
C9 C 0.2742(5) 0.4887(4) -0.1195(4) 0.0418(10) Uani 1 1 d . . . . .
H9 H 0.2056 0.4247 -0.1934 0.050 Uiso 1 1 calc R U . . .
C10 C 0.2462(5) 0.5139(4) -0.0021(4) 0.0376(9) Uani 1 1 d . . . . .
H10 H 0.1592 0.4627 0.0006 0.045 Uiso 1 1 calc R U . . .
C11 C 0.7382(4) 0.9066(4) 0.2289(4) 0.0283(8) Uani 1 1 d . . . . .
C15 C 0.7909(4) 1.0414(4) 0.2739(4) 0.0348(9) Uani 1 1 d . . . . .
H15A H 0.7404 1.0957 0.3168 0.042 Uiso 1 1 calc R U . . .
C12 C 0.9232(5) 1.0932(5) 0.2525(5) 0.0433(10) Uani 1 1 d . . . . .
H12 H 0.9627 1.1833 0.2799 0.052 Uiso 1 1 calc R U . . .
C13 C 0.9931(5) 1.0101(5) 0.1911(5) 0.0502(12) Uani 1 1 d . . . . .
H13 H 1.0809 1.0426 0.1751 0.060 Uiso 1 1 calc R U . . .
C14 C 0.9331(5) 0.8768(5) 0.1522(5) 0.0519(13) Uani 1 1 d . . . . .
H14 H 0.9838 0.8217 0.1123 0.062 Uiso 1 1 calc R U . . .
C16 C 0.4702(4) 0.9350(4) 0.3128(4) 0.0296(8) Uani 1 1 d . . . . .
H16B H 0.3897 0.8937 0.3379 0.036 Uiso 1 1 calc R U . . .
H16A H 0.5299 1.0178 0.3880 0.036 Uiso 1 1 calc R U . . .
C17 C 0.4166(4) 0.9662(4) 0.2187(4) 0.0284(8) Uani 1 1 d . . . . .
C18 C 0.3032(5) 0.8739(5) 0.1172(5) 0.0415(10) Uani 1 1 d . . . . .
H18 H 0.2564 0.7911 0.1073 0.050 Uiso 1 1 calc R U . . .
C19 C 0.2586(6) 0.9027(6) 0.0306(5) 0.0527(13) Uani 1 1 d . . . . .
H19 H 0.1850 0.8384 -0.0393 0.063 Uiso 1 1 calc R U . . .
C20 C 0.3245(6) 1.0286(6) 0.0482(6) 0.0565(14) Uani 1 1 d . . . . .
H20 H 0.2949 1.0491 -0.0097 0.068 Uiso 1 1 calc R U . . .
C21 C 0.4330(6) 1.1220(6) 0.1509(6) 0.0591(15) Uani 1 1 d . . . . .
H21 H 0.4754 1.2069 0.1641 0.071 Uiso 1 1 calc R U . . .
C22 C 0.4799(5) 1.0912(5) 0.2352(5) 0.0416(10) Uani 1 1 d . . . . .
H22 H 0.5549 1.1551 0.3040 0.050 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I3 Cu2 2.6481(8) . ?
I3 Cu2 2.6507(7) 2_566 ?
Cu1 N1 2.092(3) . ?
Cu1 N2 2.104(3) . ?
Cu1 I1 2.5767(6) . ?
Cu1 I2 2.6185(6) . ?
Cu1 Cu2 2.8491(8) . ?
I1 Cu2 2.7645(8) . ?
P1 C11 1.800(4) . ?
P1 C5 1.814(4) . ?
P1 C16 1.815(4) . ?
P1 C6 1.813(4) . ?
N1 C1 1.340(5) . ?
N1 C5 1.347(5) . ?
I2 Cu2 2.6820(8) . ?
Cu2 I3 2.6506(7) 2_566 ?
N2 C10 1.345(5) . ?
N2 C6 1.351(5) . ?
N3 C14 1.332(6) . ?
N3 C11 1.335(6) . ?
C1 C2 1.380(7) . ?
C1 H1A 0.9300 . ?
C2 C3 1.357(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.384(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.378(6) . ?
C4 H4A 0.9300 . ?
C6 C7 1.377(5) . ?
C7 C8 1.384(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.378(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.387(7) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C15 1.379(6) . ?
C15 C12 1.396(6) . ?
C15 H15A 0.9300 . ?
C12 C13 1.354(8) . ?
C12 H12 0.9300 . ?
C13 C14 1.382(7) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C16 C17 1.514(5) . ?
C16 H16B 0.9700 . ?
C16 H16A 0.9700 . ?
C17 C18 1.383(6) . ?
C17 C22 1.383(6) . ?
C18 C19 1.376(7) . ?
C18 H18 0.9300 . ?
C19 C20 1.393(8) . ?
C19 H19 0.9300 . ?
C20 C21 1.366(9) . ?
C20 H20 0.9300 . ?
C21 C22 1.378(7) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?

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
Cu2 I3 Cu2 78.72(2) . 2_566 ?
N1 Cu1 N2 97.21(13) . . ?
N1 Cu1 I1 115.87(10) . . ?
N2 Cu1 I1 115.83(9) . . ?
N1 Cu1 I2 107.34(10) . . ?
N2 Cu1 I2 104.09(9) . . ?
I1 Cu1 I2 114.53(2) . . ?
N1 Cu1 Cu2 111.26(9) . . ?
N2 Cu1 Cu2 149.74(9) . . ?
I1 Cu1 Cu2 61.02(2) . . ?
I2 Cu1 Cu2 58.570(19) . . ?
Cu1 I1 Cu2 64.361(19) . . ?
C11 P1 C5 107.65(18) . . ?
C11 P1 C16 111.68(19) . . ?
C5 P1 C16 109.59(18) . . ?
C11 P1 C6 109.60(18) . . ?
C5 P1 C6 110.61(17) . . ?
C16 P1 C6 107.72(18) . . ?
C1 N1 C5 117.3(4) . . ?
C1 N1 Cu1 116.2(3) . . ?
C5 N1 Cu1 125.4(3) . . ?
Cu1 I2 Cu2 65.02(2) . . ?
I3 Cu2 I3 101.28(2) . 2_566 ?
I3 Cu2 I2 112.84(3) . . ?
I3 Cu2 I2 110.92(3) 2_566 . ?
I3 Cu2 I1 115.74(3) . . ?
I3 Cu2 I1 109.30(3) 2_566 . ?
I2 Cu2 I1 106.71(2) . . ?
I3 Cu2 Cu1 115.13(3) . . ?
I3 Cu2 Cu1 143.59(3) 2_566 . ?
I2 Cu2 Cu1 56.413(18) . . ?
I1 Cu2 Cu1 54.622(18) . . ?
C10 N2 C6 116.7(3) . . ?
C10 N2 Cu1 117.0(3) . . ?
C6 N2 Cu1 125.9(3) . . ?
C14 N3 C11 116.5(4) . . ?
N1 C1 C2 122.7(4) . . ?
N1 C1 H1A 118.7 . . ?
C2 C1 H1A 118.7 . . ?
C3 C2 C1 119.3(4) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 119.5(4) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C5 C4 C3 118.2(4) . . ?
C5 C4 H4A 120.9 . . ?
C3 C4 H4A 120.9 . . ?
N1 C5 C4 123.1(4) . . ?
N1 C5 P1 115.6(3) . . ?
C4 C5 P1 121.3(3) . . ?
N2 C6 C7 123.7(4) . . ?
N2 C6 P1 114.0(3) . . ?
C7 C6 P1 122.0(3) . . ?
C6 C7 C8 118.6(4) . . ?
C6 C7 H7 120.7 . . ?
C8 C7 H7 120.7 . . ?
C9 C8 C7 118.9(4) . . ?
C9 C8 H8 120.6 . . ?
C7 C8 H8 120.6 . . ?
C8 C9 C10 119.1(4) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
N2 C10 C9 122.9(4) . . ?
N2 C10 H10 118.5 . . ?
C9 C10 H10 118.5 . . ?
N3 C11 C15 124.6(4) . . ?
N3 C11 P1 112.8(3) . . ?
C15 C11 P1 122.6(3) . . ?
C11 C15 C12 117.2(4) . . ?
C11 C15 H15A 121.4 . . ?
C12 C15 H15A 121.4 . . ?
C13 C12 C15 119.0(4) . . ?
C13 C12 H12 120.5 . . ?
C15 C12 H12 120.5 . . ?
C12 C13 C14 119.6(4) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 H13 120.2 . . ?
N3 C14 C13 123.1(5) . . ?
N3 C14 H14 118.4 . . ?
C13 C14 H14 118.4 . . ?
C17 C16 P1 113.5(3) . . ?
C17 C16 H16B 108.9 . . ?
P1 C16 H16B 108.9 . . ?
C17 C16 H16A 108.9 . . ?
P1 C16 H16A 108.9 . . ?
H16B C16 H16A 107.7 . . ?
C18 C17 C22 118.4(4) . . ?
C18 C17 C16 121.9(4) . . ?
C22 C17 C16 119.7(4) . . ?
C19 C18 C17 121.1(5) . . ?
C19 C18 H18 119.5 . . ?
C17 C18 H18 119.5 . . ?
C18 C19 C20 119.6(5) . . ?
C18 C19 H19 120.2 . . ?
C20 C19 H19 120.2 . . ?
C21 C20 C19 119.6(5) . . ?
C21 C20 H20 120.2 . . ?
C19 C20 H20 120.2 . . ?
C20 C21 C22 120.4(5) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 H21 119.8 . . ?
C21 C22 C17 120.7(5) . . ?
C21 C22 H22 119.6 . . ?
C17 C22 H22 119.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 -1.5(7) . . . . ?
Cu1 N1 C1 C2 167.2(4) . . . . ?
N1 C1 C2 C3 0.8(8) . . . . ?
C1 C2 C3 C4 0.4(9) . . . . ?
C2 C3 C4 C5 -0.9(8) . . . . ?
C1 N1 C5 C4 0.9(6) . . . . ?
Cu1 N1 C5 C4 -166.6(3) . . . . ?
C1 N1 C5 P1 178.8(3) . . . . ?
Cu1 N1 C5 P1 11.3(4) . . . . ?
C3 C4 C5 N1 0.3(7) . . . . ?
C3 C4 C5 P1 -177.5(4) . . . . ?
C11 P1 C5 N1 -175.0(3) . . . . ?
C16 P1 C5 N1 63.3(3) . . . . ?
C6 P1 C5 N1 -55.3(3) . . . . ?
C11 P1 C5 C4 2.9(4) . . . . ?
C16 P1 C5 C4 -118.8(4) . . . . ?
C6 P1 C5 C4 122.6(4) . . . . ?
C10 N2 C6 C7 -3.4(6) . . . . ?
Cu1 N2 C6 C7 169.6(3) . . . . ?
C10 N2 C6 P1 169.7(3) . . . . ?
Cu1 N2 C6 P1 -17.2(4) . . . . ?
C11 P1 C6 N2 176.7(3) . . . . ?
C5 P1 C6 N2 58.2(3) . . . . ?
C16 P1 C6 N2 -61.6(3) . . . . ?
C11 P1 C6 C7 -10.0(4) . . . . ?
C5 P1 C6 C7 -128.6(3) . . . . ?
C16 P1 C6 C7 111.7(3) . . . . ?
N2 C6 C7 C8 4.4(6) . . . . ?
P1 C6 C7 C8 -168.2(3) . . . . ?
C6 C7 C8 C9 -1.4(7) . . . . ?
C7 C8 C9 C10 -2.0(7) . . . . ?
C6 N2 C10 C9 -0.3(6) . . . . ?
Cu1 N2 C10 C9 -174.0(4) . . . . ?
C8 C9 C10 N2 3.0(7) . . . . ?
C14 N3 C11 C15 -0.7(7) . . . . ?
C14 N3 C11 P1 -178.3(4) . . . . ?
C5 P1 C11 N3 67.3(4) . . . . ?
C16 P1 C11 N3 -172.3(3) . . . . ?
C6 P1 C11 N3 -53.0(4) . . . . ?
C5 P1 C11 C15 -110.4(4) . . . . ?
C16 P1 C11 C15 9.9(4) . . . . ?
C6 P1 C11 C15 129.2(4) . . . . ?
N3 C11 C15 C12 1.7(7) . . . . ?
P1 C11 C15 C12 179.1(3) . . . . ?
C11 C15 C12 C13 -0.9(7) . . . . ?
C15 C12 C13 C14 -0.7(8) . . . . ?
C11 N3 C14 C13 -1.1(8) . . . . ?
C12 C13 C14 N3 1.8(9) . . . . ?
C11 P1 C16 C17 69.0(3) . . . . ?
C5 P1 C16 C17 -171.8(3) . . . . ?
C6 P1 C16 C17 -51.4(3) . . . . ?
P1 C16 C17 C18 74.7(4) . . . . ?
P1 C16 C17 C22 -106.7(4) . . . . ?
C22 C17 C18 C19 3.4(7) . . . . ?
C16 C17 C18 C19 -178.1(4) . . . . ?
C17 C18 C19 C20 -2.8(8) . . . . ?
C18 C19 C20 C21 0.3(9) . . . . ?
C19 C20 C21 C22 1.7(9) . . . . ?
C20 C21 C22 C17 -1.1(9) . . . . ?
C18 C17 C22 C21 -1.4(7) . . . . ?
C16 C17 C22 C21 -180.0(5) . . . . ?

_refine_diff_density_max         2.372
_refine_diff_density_min         -1.395
_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_complex_2_m2
_database_code_depnum_ccdc_archive 'CCDC 1579828'
_audit_update_record             
;
2017-10-13 deposited with the CCDC.
2018-12-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
;
 complex of copper(I) iodide with propyltri(pyridin-2-yl)phosphonium iodide
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H38 Cu4 I6 N6 P2'
_chemical_formula_sum            'C36 H38 Cu4 I6 N6 P2'
_chemical_formula_weight         1632.22

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   23.5747(6)
_cell_length_b                   12.1144(4)
_cell_length_c                   17.7008(5)
_cell_angle_alpha                90
_cell_angle_beta                 114.1870(10)
_cell_angle_gamma                90
_cell_volume                     4611.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9928
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      29.98

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.351
_exptl_crystal_F_000             3040
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    5.940
_shelx_estimated_absorpt_T_min   0.200
_shelx_estimated_absorpt_T_max   0.269
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6227
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            43842
_diffrn_reflns_av_unetI/netI     0.0179
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.091
_diffrn_reflns_theta_max         30.031
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.939
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6339
_reflns_number_gt                5841
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0140P)²+13.8886P] 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         6339
_refine_ls_number_parameters     245
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0230
_refine_ls_R_factor_gt           0.0199
_refine_ls_wR_factor_ref         0.0447
_refine_ls_wR_factor_gt          0.0437
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_restrained_S_all      1.081
_refine_ls_shift/su_max          0.007
_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
I1 I 0.88935(2) 0.59473(2) 1.16723(2) 0.02821(4) Uani 1 1 d . . . . .
I2 I 0.69569(2) 0.70286(2) 1.06372(2) 0.02087(4) Uani 1 1 d . . . . .
I3 I 0.76073(2) 0.46041(2) 0.92717(2) 0.02669(4) Uani 1 1 d . . . . .
Cu1 Cu 0.79163(2) 0.63019(3) 1.03237(2) 0.03252(7) Uani 1 1 d . . . . .
Cu2 Cu 0.68221(2) 0.50971(2) 0.98835(2) 0.02299(6) Uani 1 1 d . . . . .
P1 P 0.58793(3) 0.29448(5) 0.95853(3) 0.01655(10) Uani 1 1 d . . . . .
N1 N 0.58672(9) 0.50655(16) 0.91387(12) 0.0217(4) Uani 1 1 d . . . . .
N2 N 0.50000(10) 0.22030(18) 1.00114(14) 0.0262(4) Uani 1 1 d . . . . .
N3 N 0.68053(9) 0.39972(16) 1.07877(12) 0.0204(4) Uani 1 1 d . . . . .
C1 C 0.55950(13) 0.6019(2) 0.87772(15) 0.0285(5) Uani 1 1 d . . . . .
H19 H 0.5851 0.6607 0.8747 0.034 Uiso 1 1 calc R U . . .
C2 C 0.49590(14) 0.6174(2) 0.84490(16) 0.0343(6) Uani 1 1 d . . . . .
H1 H 0.4784 0.6854 0.8191 0.041 Uiso 1 1 calc R U . . .
C3 C 0.45800(13) 0.5336(2) 0.84988(18) 0.0361(6) Uani 1 1 d . . . . .
H18 H 0.4142 0.5433 0.8281 0.043 Uiso 1 1 calc R U . . .
C4 C 0.48491(12) 0.4350(2) 0.88715(17) 0.0295(5) Uani 1 1 d . . . . .
H17 H 0.4601 0.3761 0.8921 0.035 Uiso 1 1 calc R U . . .
C5 C 0.54891(10) 0.42473(18) 0.91706(14) 0.0192(4) Uani 1 1 d . . . . .
C6 C 0.52845(10) 0.19701(18) 0.95059(14) 0.0193(4) Uani 1 1 d . . . . .
C7 C 0.45209(11) 0.1566(2) 0.99435(17) 0.0289(5) Uani 1 1 d . . . . .
H2 H 0.4320 0.1701 1.0303 0.035 Uiso 1 1 calc R U . . .
C8 C 0.43006(12) 0.0711(2) 0.93701(17) 0.0302(6) Uani 1 1 d . . . . .
H3 H 0.3945 0.0299 0.9324 0.036 Uiso 1 1 calc R U . . .
C9 C 0.46036(12) 0.0473(2) 0.88733(16) 0.0303(6) Uani 1 1 d . . . . .
H5 H 0.4467 -0.0120 0.8489 0.036 Uiso 1 1 calc R U . . .
C10 C 0.51132(11) 0.11103(19) 0.89395(15) 0.0232(5) Uani 1 1 d . . . . .
H4 H 0.5336 0.0961 0.8608 0.028 Uiso 1 1 calc R U . . .
C11 C 0.64041(10) 0.31501(18) 1.06636(13) 0.0174(4) Uani 1 1 d . . . . .
C12 C 0.63928(11) 0.2485(2) 1.12900(15) 0.0239(5) Uani 1 1 d . . . . .
H9 H 0.6106 0.1891 1.1173 0.029 Uiso 1 1 calc R U . . .
C13 C 0.68121(12) 0.2708(2) 1.20975(15) 0.0281(5) Uani 1 1 d . . . . .
H6 H 0.6818 0.2267 1.2545 0.034 Uiso 1 1 calc R U . . .
C14 C 0.72177(12) 0.3578(2) 1.22367(15) 0.0273(5) Uani 1 1 d . . . . .
H8 H 0.7505 0.3752 1.2784 0.033 Uiso 1 1 calc R U . . .
C15 C 0.72035(12) 0.4196(2) 1.15712(15) 0.0274(5) Uani 1 1 d . . . . .
H7 H 0.7489 0.4789 1.1675 0.033 Uiso 1 1 calc R U . . .
C16 C 0.63013(10) 0.25060(19) 0.89911(14) 0.0193(4) Uani 1 1 d . . . . .
H16 H 0.6714 0.2868 0.9219 0.023 Uiso 1 1 calc R U . . .
H15 H 0.6371 0.1700 0.9063 0.023 Uiso 1 1 calc R U . . .
C17 C 0.59824(12) 0.2758(2) 0.80642(15) 0.0290(5) Uani 1 1 d . . . . .
H10 H 0.5577 0.2373 0.7821 0.035 Uiso 1 1 calc R U . . .
H11 H 0.5904 0.3561 0.7982 0.035 Uiso 1 1 calc R U . . .
C18 C 0.63850(13) 0.2388(2) 0.76313(16) 0.0324(6) Uani 1 1 d . . . . .
H12 H 0.6180 0.2576 0.7042 0.049 Uiso 1 1 calc R U . . .
H13 H 0.6447 0.1587 0.7692 0.049 Uiso 1 1 calc R U . . .
H14 H 0.6789 0.2760 0.7879 0.049 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Cu1 2.5853(4) . ?
I2 Cu2 2.6474(3) . ?
I2 Cu1 2.6881(4) . ?
I2 Cu1 2.7367(4) 7_667 ?
I3 Cu2 2.5686(3) . ?
I3 Cu1 2.6678(4) . ?
Cu1 I2 2.7368(4) 7_667 ?
Cu1 Cu2 2.7828(5) . ?
Cu2 N1 2.092(2) . ?
Cu2 N3 2.0955(19) . ?
P1 C6 1.794(2) . ?
P1 C16 1.799(2) . ?
P1 C11 1.817(2) . ?
P1 C5 1.823(2) . ?
N1 C1 1.348(3) . ?
N1 C5 1.350(3) . ?
N2 C7 1.332(3) . ?
N2 C6 1.350(3) . ?
N3 C15 1.340(3) . ?
N3 C11 1.351(3) . ?
C1 C2 1.381(4) . ?
C1 H19 0.9500 . ?
C2 C3 1.379(4) . ?
C2 H1 0.9500 . ?
C3 C4 1.386(4) . ?
C3 H18 0.9500 . ?
C4 C5 1.385(3) . ?
C4 H17 0.9500 . ?
C6 C10 1.386(3) . ?
C7 C8 1.393(4) . ?
C7 H2 0.9500 . ?
C8 C9 1.372(4) . ?
C8 H3 0.9500 . ?
C9 C10 1.392(3) . ?
C9 H5 0.9500 . ?
C10 H4 0.9500 . ?
C11 C12 1.379(3) . ?
C12 C13 1.391(3) . ?
C12 H9 0.9500 . ?
C13 C14 1.376(4) . ?
C13 H6 0.9500 . ?
C14 C15 1.385(4) . ?
C14 H8 0.9500 . ?
C15 H7 0.9500 . ?
C16 C17 1.529(3) . ?
C16 H16 0.9900 . ?
C16 H15 0.9900 . ?
C17 C18 1.512(3) . ?
C17 H10 0.9900 . ?
C17 H11 0.9900 . ?
C18 H12 0.9800 . ?
C18 H13 0.9800 . ?
C18 H14 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cu2 I2 Cu1 62.868(10) . . ?
Cu2 I2 Cu1 111.169(11) . 7_667 ?
Cu1 I2 Cu1 78.369(12) . 7_667 ?
Cu2 I3 Cu1 64.171(11) . . ?
I1 Cu1 I3 113.676(14) . . ?
I1 Cu1 I2 111.755(13) . . ?
I3 Cu1 I2 112.604(13) . . ?
I1 Cu1 I2 114.440(13) . 7_667 ?
I3 Cu1 I2 101.774(13) . 7_667 ?
I2 Cu1 I2 101.631(12) . 7_667 ?
I1 Cu1 Cu2 122.992(15) . . ?
I3 Cu1 Cu2 56.184(10) . . ?
I2 Cu1 Cu2 57.851(10) . . ?
I2 Cu1 Cu2 122.568(14) 7_667 . ?
N1 Cu2 N3 96.75(8) . . ?
N1 Cu2 I3 120.35(6) . . ?
N3 Cu2 I3 114.62(6) . . ?
N1 Cu2 I2 102.11(6) . . ?
N3 Cu2 I2 102.30(5) . . ?
I3 Cu2 I2 117.355(12) . . ?
N1 Cu2 Cu1 145.17(6) . . ?
N3 Cu2 Cu1 115.16(6) . . ?
I3 Cu2 Cu1 59.645(10) . . ?
I2 Cu2 Cu1 59.281(10) . . ?
C6 P1 C16 111.19(11) . . ?
C6 P1 C11 110.27(10) . . ?
C16 P1 C11 110.67(10) . . ?
C6 P1 C5 106.79(11) . . ?
C16 P1 C5 109.21(10) . . ?
C11 P1 C5 108.59(10) . . ?
C1 N1 C5 117.0(2) . . ?
C1 N1 Cu2 117.61(17) . . ?
C5 N1 Cu2 123.08(15) . . ?
C7 N2 C6 116.9(2) . . ?
C15 N3 C11 116.9(2) . . ?
C15 N3 Cu2 116.84(16) . . ?
C11 N3 Cu2 126.15(15) . . ?
N1 C1 C2 122.7(3) . . ?
N1 C1 H19 118.7 . . ?
C2 C1 H19 118.7 . . ?
C3 C2 C1 119.5(2) . . ?
C3 C2 H1 120.2 . . ?
C1 C2 H1 120.2 . . ?
C2 C3 C4 118.9(3) . . ?
C2 C3 H18 120.6 . . ?
C4 C3 H18 120.6 . . ?
C5 C4 C3 118.3(3) . . ?
C5 C4 H17 120.8 . . ?
C3 C4 H17 120.8 . . ?
N1 C5 C4 123.5(2) . . ?
N1 C5 P1 114.81(16) . . ?
C4 C5 P1 121.54(19) . . ?
N2 C6 C10 124.1(2) . . ?
N2 C6 P1 113.28(17) . . ?
C10 C6 P1 122.54(18) . . ?
N2 C7 C8 123.1(2) . . ?
N2 C7 H2 118.5 . . ?
C8 C7 H2 118.5 . . ?
C9 C8 C7 119.1(2) . . ?
C9 C8 H3 120.4 . . ?
C7 C8 H3 120.4 . . ?
C8 C9 C10 119.2(2) . . ?
C8 C9 H5 120.4 . . ?
C10 C9 H5 120.4 . . ?
C6 C10 C9 117.6(2) . . ?
C6 C10 H4 121.2 . . ?
C9 C10 H4 121.2 . . ?
N3 C11 C12 123.7(2) . . ?
N3 C11 P1 113.88(16) . . ?
C12 C11 P1 122.37(18) . . ?
C11 C12 C13 118.2(2) . . ?
C11 C12 H9 120.9 . . ?
C13 C12 H9 120.9 . . ?
C14 C13 C12 118.8(2) . . ?
C14 C13 H6 120.6 . . ?
C12 C13 H6 120.6 . . ?
C13 C14 C15 119.3(2) . . ?
C13 C14 H8 120.4 . . ?
C15 C14 H8 120.4 . . ?
N3 C15 C14 123.1(2) . . ?
N3 C15 H7 118.5 . . ?
C14 C15 H7 118.5 . . ?
C17 C16 P1 114.94(16) . . ?
C17 C16 H16 108.5 . . ?
P1 C16 H16 108.5 . . ?
C17 C16 H15 108.5 . . ?
P1 C16 H15 108.5 . . ?
H16 C16 H15 107.5 . . ?
C18 C17 C16 110.5(2) . . ?
C18 C17 H10 109.6 . . ?
C16 C17 H10 109.6 . . ?
C18 C17 H11 109.6 . . ?
C16 C17 H11 109.6 . . ?
H10 C17 H11 108.1 . . ?
C17 C18 H12 109.5 . . ?
C17 C18 H13 109.5 . . ?
H12 C18 H13 109.5 . . ?
C17 C18 H14 109.5 . . ?
H12 C18 H14 109.5 . . ?
H13 C18 H14 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 0.0(4) . . . . ?
Cu2 N1 C1 C2 -163.5(2) . . . . ?
N1 C1 C2 C3 1.1(4) . . . . ?
C1 C2 C3 C4 -0.7(4) . . . . ?
C2 C3 C4 C5 -0.7(4) . . . . ?
C1 N1 C5 C4 -1.5(3) . . . . ?
Cu2 N1 C5 C4 161.00(19) . . . . ?
C1 N1 C5 P1 174.97(17) . . . . ?
Cu2 N1 C5 P1 -22.6(2) . . . . ?
C3 C4 C5 N1 1.8(4) . . . . ?
C3 C4 C5 P1 -174.4(2) . . . . ?
C6 P1 C5 N1 -176.39(16) . . . . ?
C16 P1 C5 N1 -56.06(19) . . . . ?
C11 P1 C5 N1 64.72(19) . . . . ?
C6 P1 C5 C4 0.1(2) . . . . ?
C16 P1 C5 C4 120.4(2) . . . . ?
C11 P1 C5 C4 -118.8(2) . . . . ?
C7 N2 C6 C10 -0.9(4) . . . . ?
C7 N2 C6 P1 175.05(18) . . . . ?
C16 P1 C6 N2 173.26(17) . . . . ?
C11 P1 C6 N2 50.1(2) . . . . ?
C5 P1 C6 N2 -67.68(19) . . . . ?
C16 P1 C6 C10 -10.7(2) . . . . ?
C11 P1 C6 C10 -133.8(2) . . . . ?
C5 P1 C6 C10 108.4(2) . . . . ?
C6 N2 C7 C8 -1.7(4) . . . . ?
N2 C7 C8 C9 3.0(4) . . . . ?
C7 C8 C9 C10 -1.7(4) . . . . ?
N2 C6 C10 C9 2.1(4) . . . . ?
P1 C6 C10 C9 -173.53(18) . . . . ?
C8 C9 C10 C6 -0.7(4) . . . . ?
C15 N3 C11 C12 -1.1(3) . . . . ?
Cu2 N3 C11 C12 -176.46(18) . . . . ?
C15 N3 C11 P1 179.67(18) . . . . ?
Cu2 N3 C11 P1 4.3(2) . . . . ?
C6 P1 C11 N3 -170.07(16) . . . . ?
C16 P1 C11 N3 66.49(19) . . . . ?
C5 P1 C11 N3 -53.38(19) . . . . ?
C6 P1 C11 C12 10.7(2) . . . . ?
C16 P1 C11 C12 -112.8(2) . . . . ?
C5 P1 C11 C12 127.4(2) . . . . ?
N3 C11 C12 C13 0.9(4) . . . . ?
P1 C11 C12 C13 -179.87(18) . . . . ?
C11 C12 C13 C14 0.1(4) . . . . ?
C12 C13 C14 C15 -0.8(4) . . . . ?
C11 N3 C15 C14 0.2(4) . . . . ?
Cu2 N3 C15 C14 176.0(2) . . . . ?
C13 C14 C15 N3 0.7(4) . . . . ?
C6 P1 C16 C17 81.2(2) . . . . ?
C11 P1 C16 C17 -155.93(18) . . . . ?
C5 P1 C16 C17 -36.4(2) . . . . ?
P1 C16 C17 C18 178.24(19) . . . . ?

_refine_diff_density_max         1.559
_refine_diff_density_min         -1.440
_refine_diff_density_rms         0.092

