# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1051189'
_audit_update_record             
;
2015-04-28 deposited with the CCDC.
2015-05-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'(C46 H45 Cu F2 I N6 O3 P), (C27 H25 Cu I N2 O P)'
_chemical_formula_sum            'C73 H70 Cu2 F2 I2 N8 O4 P2'
_chemical_formula_weight         1604.19

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   48.920(3)
_cell_length_b                   10.1280(10)
_cell_length_c                   34.906(2)
_cell_angle_alpha                90
_cell_angle_beta                 116.380(10)
_cell_angle_gamma                90
_cell_volume                     15494(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    21584
_cell_measurement_theta_min      2.95
_cell_measurement_theta_max      34.50

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_F_000             6464
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.441
_shelx_estimated_absorpt_T_min   0.846
_shelx_estimated_absorpt_T_max   0.931
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.844
_exptl_absorpt_correction_T_max  0.931
_exptl_absorpt_process_details   'CrysAlis RED (Oxford Diffraction, 2009)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Kuma KM4CCD κ-axis diffractometer'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            64786
_diffrn_reflns_av_unetI/netI     0.2964
_diffrn_reflns_av_R_equivalents  0.1823
_diffrn_reflns_limit_h_min       -62
_diffrn_reflns_limit_h_max       64
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -56
_diffrn_reflns_limit_l_max       47
_diffrn_reflns_theta_min         2.848
_diffrn_reflns_theta_max         36.986
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.588
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.588
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.588
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             23137
_reflns_number_gt                8094
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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       'CrysAlis CCD (Oxford Diffraction, 2009)'
_computing_cell_refinement       'CrysAlis RED (Oxford Diffraction, 2009)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction, 2009)'
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0745P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         23137
_refine_ls_number_parameters     845
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2750
_refine_ls_R_factor_gt           0.0981
_refine_ls_wR_factor_ref         0.2562
_refine_ls_wR_factor_gt          0.1825
_refine_ls_goodness_of_fit_ref   0.959
_refine_ls_restrained_S_all      0.959
_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
Cu1A Cu 0.33047(2) 0.68685(10) 0.76587(3) 0.0309(3) Uani 1 1 d . . . . .
I1A I 0.28646(2) 0.81768(6) 0.70411(2) 0.04024(19) Uani 1 1 d . . . . .
P1A P 0.35222(5) 0.7986(2) 0.82615(7) 0.0298(5) Uani 1 1 d . . . . .
C1A C 0.3693(2) 0.7191(8) 0.8802(3) 0.035(2) Uani 1 1 d . . . . .
H1A1 H 0.3830 0.7831 0.9015 0.042 Uiso 1 1 calc R U . . .
H1A2 H 0.3527 0.6969 0.8881 0.042 Uiso 1 1 calc R U . . .
N1A N 0.38633(17) 0.6002(7) 0.8821(2) 0.0326(18) Uani 1 1 d . . . . .
C2A C 0.3678(2) 0.4784(8) 0.8723(3) 0.038(2) Uani 1 1 d . . . . .
H2A H 0.3506 0.4912 0.8431 0.045 Uiso 1 1 calc R U . . .
C3A C 0.3865(2) 0.3616(9) 0.8687(3) 0.041(2) Uani 1 1 d . . . . .
H3A1 H 0.3752 0.2781 0.8658 0.050 Uiso 1 1 calc R U . . .
H3A2 H 0.3901 0.3724 0.8431 0.050 Uiso 1 1 calc R U . . .
C5A C 0.4337(2) 0.4755(9) 0.9112(3) 0.043(2) Uani 1 1 d . . . . .
H5A1 H 0.4361 0.4892 0.8847 0.052 Uiso 1 1 calc R U . . .
H5A2 H 0.4542 0.4673 0.9356 0.052 Uiso 1 1 calc R U . . .
C6A C 0.4161(2) 0.5926(8) 0.9184(3) 0.037(2) Uani 1 1 d . . . . .
H6A H 0.4273 0.6749 0.9181 0.045 Uiso 1 1 calc R U . . .
C7A C 0.3526(2) 0.4431(9) 0.9023(4) 0.054(3) Uani 1 1 d . . . . .
H7A1 H 0.3437 0.5229 0.9080 0.081 Uiso 1 1 calc R U . . .
H7A2 H 0.3681 0.4073 0.9293 0.081 Uiso 1 1 calc R U . . .
H7A3 H 0.3365 0.3772 0.8883 0.081 Uiso 1 1 calc R U . . .
C8A C 0.4176(2) 0.5820(9) 0.9623(3) 0.049(3) Uani 1 1 d . . . . .
H8A1 H 0.4081 0.4991 0.9646 0.073 Uiso 1 1 calc R U . . .
H8A2 H 0.4068 0.6566 0.9671 0.073 Uiso 1 1 calc R U . . .
H8A3 H 0.4390 0.5834 0.9838 0.073 Uiso 1 1 calc R U . . .
N4A N 0.41574(16) 0.3577(6) 0.9074(2) 0.0345(18) Uani 1 1 d . . . . .
C11A C 0.43129(18) 0.2370(8) 0.9183(3) 0.026(2) Uani 1 1 d . . . . .
C12A C 0.4244(2) 0.1432(8) 0.9419(3) 0.031(2) Uani 1 1 d . . . . .
F12A F 0.40155(11) 0.1730(5) 0.95283(17) 0.0420(13) Uani 1 1 d . . . . .
C13A C 0.4386(2) 0.0248(9) 0.9556(3) 0.033(2) Uani 1 1 d . . . . .
N13A N 0.42959(19) -0.0604(7) 0.9776(3) 0.046(2) Uani 1 1 d . . . . .
H13A H 0.4143 -0.0397 0.9833 0.055 Uiso 1 1 calc R U . . .
H13B H 0.4390 -0.1366 0.9862 0.055 Uiso 1 1 calc R U . . .
C14A C 0.4634(2) -0.0061(8) 0.9457(3) 0.028(2) Uani 1 1 d . . . . .
C15A C 0.47172(19) 0.0860(9) 0.9226(3) 0.032(2) Uani 1 1 d . . . . .
C16A C 0.4548(2) 0.2020(8) 0.9077(3) 0.032(2) Uani 1 1 d . . . . .
F16A F 0.45892(11) 0.2840(5) 0.87973(17) 0.0435(14) Uani 1 1 d . . . . .
C17A C 0.4804(2) -0.1298(9) 0.9600(3) 0.035(2) Uani 1 1 d . . . . .
O17A O 0.47542(14) -0.2115(6) 0.9832(2) 0.0428(17) Uani 1 1 d . . . . .
C18A C 0.5031(2) -0.1564(9) 0.9457(3) 0.041(3) Uani 1 1 d . . . . .
C19A C 0.5102(2) -0.0607(10) 0.9240(3) 0.049(3) Uani 1 1 d . . . . .
H19A H 0.5262 -0.0786 0.9165 0.058 Uiso 1 1 calc R U . . .
C20A C 0.5077(2) 0.1552(10) 0.8917(3) 0.045(3) Uani 1 1 d . . . . .
H20A H 0.4954 0.1671 0.8601 0.054 Uiso 1 1 calc R U . . .
N20A N 0.49617(17) 0.0573(7) 0.9125(2) 0.0386(19) Uani 1 1 d . . . . .
C21A C 0.5416(2) 0.1693(11) 0.9088(4) 0.066(4) Uani 1 1 d . . . . .
H21A H 0.5499 0.1882 0.8881 0.079 Uiso 1 1 calc R U . . .
H21B H 0.5547 0.1126 0.9332 0.079 Uiso 1 1 calc R U . . .
C22A C 0.5232(2) 0.2767(11) 0.9169(4) 0.059(3) Uani 1 1 d . . . . .
H22A H 0.5251 0.2852 0.9462 0.071 Uiso 1 1 calc R U . . .
H22B H 0.5203 0.3609 0.9012 0.071 Uiso 1 1 calc R U . . .
C23A C 0.5217(3) -0.2813(12) 0.9554(4) 0.058(3) Uani 1 1 d . . . . .
O23A O 0.51418(18) -0.3680(7) 0.9782(3) 0.071(2) Uani 1 1 d . . . . .
H23A H 0.4979 -0.3303 0.9881 0.050 Uiso 1 1 d . . . . .
O24A O 0.5404(2) -0.3013(8) 0.9440(3) 0.092(3) Uani 1 1 d . . . . .
C31A C 0.3300(2) 0.9244(8) 0.8384(3) 0.034(2) Uani 1 1 d . . . . .
C32A C 0.2987(2) 0.9252(8) 0.8159(3) 0.031(2) Uani 1 1 d . . . . .
H32A H 0.2886 0.8672 0.7924 0.037 Uiso 1 1 calc R U . . .
C33A C 0.2820(2) 1.0133(9) 0.8284(3) 0.040(2) Uani 1 1 d . . . . .
H33A H 0.2604 1.0155 0.8127 0.048 Uiso 1 1 calc R U . . .
C34A C 0.2960(2) 1.0952(9) 0.8622(3) 0.045(3) Uani 1 1 d . . . . .
H34A H 0.2842 1.1544 0.8698 0.054 Uiso 1 1 calc R U . . .
C35A C 0.3275(2) 1.0937(8) 0.8858(3) 0.037(2) Uani 1 1 d . . . . .
H35A H 0.3372 1.1500 0.9098 0.045 Uiso 1 1 calc R U . . .
C36A C 0.3446(2) 1.0080(8) 0.8737(3) 0.033(2) Uani 1 1 d . . . . .
H36A H 0.3662 1.0063 0.8895 0.039 Uiso 1 1 calc R U . . .
C61A C 0.3847(2) 0.8897(10) 0.8270(3) 0.036(2) Uani 1 1 d . . . . .
C62A C 0.3830(3) 1.0187(10) 0.8135(3) 0.046(3) Uani 1 1 d . . . . .
H62A H 0.3652 1.0691 0.8074 0.055 Uiso 1 1 calc R U . . .
C63A C 0.4074(4) 1.0766(13) 0.8085(4) 0.077(4) Uani 1 1 d . . . . .
H63A H 0.4059 1.1658 0.7993 0.092 Uiso 1 1 calc R U . . .
C64A C 0.4334(3) 1.0070(16) 0.8165(4) 0.074(4) Uani 1 1 d . . . . .
H64A H 0.4495 1.0462 0.8124 0.089 Uiso 1 1 calc R U . . .
C65A C 0.4355(3) 0.8836(15) 0.8303(4) 0.077(4) Uani 1 1 d . . . . .
H65A H 0.4537 0.8348 0.8373 0.093 Uiso 1 1 calc R U . . .
C66A C 0.4109(2) 0.8249(11) 0.8345(3) 0.052(3) Uani 1 1 d . . . . .
H66A H 0.4127 0.7350 0.8430 0.063 Uiso 1 1 calc R U . . .
N41A N 0.35488(15) 0.6042(7) 0.7343(2) 0.0292(17) Uani 1 1 d . . . . .
N42A N 0.31564(16) 0.4923(6) 0.7592(2) 0.0266(16) Uani 1 1 d . . . . .
C41A C 0.3721(2) 0.6646(9) 0.7177(3) 0.036(2) Uani 1 1 d . . . . .
C42A C 0.3871(2) 0.5930(10) 0.6979(3) 0.044(3) Uani 1 1 d . . . . .
H42A H 0.3999 0.6364 0.6878 0.053 Uiso 1 1 calc R U . . .
C43A C 0.3827(2) 0.4593(11) 0.6935(3) 0.048(3) Uani 1 1 d . . . . .
H43A H 0.3929 0.4093 0.6808 0.058 Uiso 1 1 calc R U . . .
C44A C 0.3632(2) 0.3939(9) 0.7077(3) 0.039(2) Uani 1 1 d . . . . .
C45A C 0.3573(3) 0.2551(10) 0.7032(3) 0.048(3) Uani 1 1 d . . . . .
H45A H 0.3673 0.2012 0.6909 0.058 Uiso 1 1 calc R U . . .
C46A C 0.3378(3) 0.2001(9) 0.7163(3) 0.046(3) Uani 1 1 d . . . . .
H46A H 0.3340 0.1078 0.7127 0.055 Uiso 1 1 calc R U . . .
C47A C 0.3226(2) 0.2772(8) 0.7355(3) 0.031(2) Uani 1 1 d . . . . .
C48A C 0.3013(2) 0.2255(9) 0.7483(3) 0.039(2) Uani 1 1 d . . . . .
H48A H 0.2964 0.1341 0.7447 0.047 Uiso 1 1 calc R U . . .
C49A C 0.2875(2) 0.3070(8) 0.7660(3) 0.035(2) Uani 1 1 d . . . . .
H49A H 0.2732 0.2729 0.7749 0.042 Uiso 1 1 calc R U . . .
C50A C 0.2950(2) 0.4419(9) 0.7706(3) 0.031(2) Uani 1 1 d . . . . .
C51A C 0.3497(2) 0.4723(9) 0.7280(3) 0.032(2) Uani 1 1 d . . . . .
C52A C 0.3291(2) 0.4121(8) 0.7413(3) 0.027(2) Uani 1 1 d . . . . .
C53A C 0.3757(2) 0.8095(9) 0.7224(3) 0.047(3) Uani 1 1 d . . . . .
H53A H 0.3934 0.8306 0.7494 0.071 Uiso 1 1 calc R U . . .
H53B H 0.3573 0.8481 0.7225 0.071 Uiso 1 1 calc R U . . .
H53C H 0.3786 0.8459 0.6986 0.071 Uiso 1 1 calc R U . . .
C54A C 0.2805(2) 0.5343(9) 0.7897(3) 0.039(2) Uani 1 1 d . . . . .
H54A H 0.2715 0.6090 0.7703 0.059 Uiso 1 1 calc R U . . .
H54B H 0.2961 0.5668 0.8173 0.059 Uiso 1 1 calc R U . . .
H54C H 0.2646 0.4875 0.7941 0.059 Uiso 1 1 calc R U . . .
Cu1B Cu 0.34790(3) 0.30266(11) 0.56439(4) 0.0351(3) Uani 1 1 d . . . . .
I1B I 0.38947(2) 0.14727(6) 0.62081(2) 0.0444(2) Uani 1 1 d . . . . .
P1B P 0.33088(5) 0.2045(2) 0.50196(7) 0.0310(5) Uani 1 1 d . . . . .
C1B C 0.3610(2) 0.1569(10) 0.4866(3) 0.044(3) Uani 1 1 d . . . . .
H1B1 H 0.3517 0.1053 0.4597 0.052 Uiso 1 1 calc R U . . .
H1B2 H 0.3698 0.2380 0.4807 0.052 Uiso 1 1 calc R U . . .
O1B O 0.38511(16) 0.0808(7) 0.5181(2) 0.0552(19) Uani 1 1 d . . . . .
H1B H 0.3889 0.1091 0.5426 0.083 Uiso 1 1 calc R U . . .
C31B C 0.3090(2) 0.0532(9) 0.4938(3) 0.032(2) Uani 1 1 d . . . . .
C32B C 0.3209(2) -0.0696(9) 0.4915(3) 0.045(3) Uani 1 1 d . . . . .
H32B H 0.3411 -0.0770 0.4944 0.054 Uiso 1 1 calc R U . . .
C33B C 0.3029(3) -0.1816(10) 0.4849(4) 0.071(4) Uani 1 1 d . . . . .
H33B H 0.3112 -0.2661 0.4843 0.085 Uiso 1 1 calc R U . . .
C34B C 0.2736(3) -0.1718(12) 0.4794(3) 0.063(3) Uani 1 1 d . . . . .
H34B H 0.2612 -0.2485 0.4737 0.075 Uiso 1 1 calc R U . . .
C35B C 0.2622(2) -0.0532(11) 0.4822(3) 0.050(3) Uani 1 1 d . . . . .
H35B H 0.2421 -0.0469 0.4794 0.060 Uiso 1 1 calc R U . . .
C36B C 0.2794(2) 0.0580(10) 0.4889(3) 0.044(3) Uani 1 1 d . . . . .
H36B H 0.2708 0.1409 0.4904 0.053 Uiso 1 1 calc R U . . .
C61B C 0.3063(2) 0.3012(8) 0.4547(3) 0.032(2) Uani 1 1 d . . . . .
C62B C 0.2952(2) 0.2455(9) 0.4145(3) 0.035(2) Uani 1 1 d . . . . .
H62B H 0.3005 0.1572 0.4116 0.042 Uiso 1 1 calc R U . . .
C63B C 0.2764(2) 0.3155(11) 0.3783(3) 0.051(3) Uani 1 1 d . . . . .
H63B H 0.2692 0.2774 0.3507 0.061 Uiso 1 1 calc R U . . .
C64B C 0.2684(2) 0.4413(11) 0.3835(4) 0.053(3) Uani 1 1 d . . . . .
H64B H 0.2554 0.4910 0.3591 0.063 Uiso 1 1 calc R U . . .
C65B C 0.2790(3) 0.4973(11) 0.4238(4) 0.062(3) Uani 1 1 d . . . . .
H65B H 0.2728 0.5838 0.4270 0.074 Uiso 1 1 calc R U . . .
C66B C 0.2984(2) 0.4270(9) 0.4588(3) 0.045(3) Uani 1 1 d . . . . .
H66B H 0.3064 0.4666 0.4863 0.054 Uiso 1 1 calc R U . . .
N41B N 0.32085(17) 0.3838(8) 0.5908(2) 0.0381(19) Uani 1 1 d . . . . .
N42B N 0.36415(18) 0.4964(7) 0.5722(2) 0.0369(19) Uani 1 1 d . . . . .
C41B C 0.3016(2) 0.3252(10) 0.6026(3) 0.039(2) Uani 1 1 d . . . . .
C42B C 0.2865(2) 0.3971(11) 0.6206(3) 0.048(3) Uani 1 1 d . . . . .
H42B H 0.2736 0.3516 0.6301 0.058 Uiso 1 1 calc R U . . .
C43B C 0.2891(2) 0.5307(11) 0.6256(3) 0.050(3) Uani 1 1 d . . . . .
H43B H 0.2779 0.5778 0.6376 0.060 Uiso 1 1 calc R U . . .
C44B C 0.3091(2) 0.5981(10) 0.6121(3) 0.042(2) Uani 1 1 d . . . . .
C45B C 0.3135(2) 0.7355(9) 0.6152(3) 0.043(3) Uani 1 1 d . . . . .
H45B H 0.3021 0.7892 0.6253 0.052 Uiso 1 1 calc R U . . .
C46B C 0.3340(2) 0.7916(10) 0.6038(3) 0.049(3) Uani 1 1 d . . . . .
H46B H 0.3364 0.8848 0.6054 0.059 Uiso 1 1 calc R U . . .
C47B C 0.3519(2) 0.7143(9) 0.5894(3) 0.040(2) Uani 1 1 d . . . . .
C48B C 0.3755(2) 0.7687(10) 0.5813(3) 0.048(3) Uani 1 1 d . . . . .
H48B H 0.3796 0.8608 0.5843 0.057 Uiso 1 1 calc R U . . .
C49B C 0.3926(3) 0.6853(10) 0.5690(3) 0.050(3) Uani 1 1 d . . . . .
H49B H 0.4084 0.7199 0.5631 0.059 Uiso 1 1 calc R U . . .
C50B C 0.3865(2) 0.5502(9) 0.5651(3) 0.045(3) Uani 1 1 d . . . . .
C51B C 0.3250(2) 0.5180(8) 0.5960(3) 0.030(2) Uani 1 1 d . . . . .
C52B C 0.3471(2) 0.5780(9) 0.5849(2) 0.031(2) Uani 1 1 d . . . . .
C53B C 0.2980(2) 0.1783(9) 0.5960(3) 0.054(3) Uani 1 1 d . . . . .
H53D H 0.2766 0.1573 0.5776 0.081 Uiso 1 1 calc R U . . .
H53E H 0.3046 0.1343 0.6237 0.081 Uiso 1 1 calc R U . . .
H53F H 0.3106 0.1478 0.5823 0.081 Uiso 1 1 calc R U . . .
C54B C 0.4042(3) 0.4568(10) 0.5515(4) 0.066(4) Uani 1 1 d . . . . .
H54D H 0.4096 0.3783 0.5698 0.099 Uiso 1 1 calc R U . . .
H54E H 0.4228 0.5003 0.5541 0.099 Uiso 1 1 calc R U . . .
H54F H 0.3917 0.4307 0.5217 0.099 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
Cu1A N42A 2.077(7) . ?
Cu1A N41A 2.125(7) . ?
Cu1A P1A 2.202(2) . ?
Cu1A I1A 2.6296(13) . ?
P1A C61A 1.828(10) . ?
P1A C31A 1.843(9) . ?
P1A C1A 1.873(9) . ?
C1A N1A 1.450(10) . ?
C1A H1A1 0.9900 . ?
C1A H1A2 0.9900 . ?
N1A C6A 1.446(11) . ?
N1A C2A 1.479(11) . ?
C2A C3A 1.535(12) . ?
C2A C7A 1.571(13) . ?
C2A H2A 1.0000 . ?
C3A N4A 1.468(11) . ?
C3A H3A1 0.9900 . ?
C3A H3A2 0.9900 . ?
C5A N4A 1.452(11) . ?
C5A C6A 1.550(12) . ?
C5A H5A1 0.9900 . ?
C5A H5A2 0.9900 . ?
C6A C8A 1.504(13) . ?
C6A H6A 1.0000 . ?
C7A H7A1 0.9800 . ?
C7A H7A2 0.9800 . ?
C7A H7A3 0.9800 . ?
C8A H8A1 0.9800 . ?
C8A H8A2 0.9800 . ?
C8A H8A3 0.9800 . ?
N4A C11A 1.400(10) . ?
C11A C12A 1.395(12) . ?
C11A C16A 1.404(11) . ?
C12A C13A 1.362(12) . ?
C12A F12A 1.364(9) . ?
C13A N13A 1.354(10) . ?
C13A C14A 1.433(11) . ?
N13A H13A 0.8800 . ?
N13A H13B 0.8800 . ?
C14A C15A 1.408(11) . ?
C14A C17A 1.464(12) . ?
C15A C16A 1.397(12) . ?
C15A N20A 1.418(10) . ?
C16A F16A 1.362(9) . ?
C17A O17A 1.257(10) . ?
C17A C18A 1.432(13) . ?
C18A C19A 1.364(13) . ?
C18A C23A 1.506(14) . ?
C19A N20A 1.347(11) . ?
C19A H19A 0.9500 . ?
C20A N20A 1.482(11) . ?
C20A C21A 1.500(14) . ?
C20A C22A 1.507(14) . ?
C20A H20A 1.0000 . ?
C21A C22A 1.517(15) . ?
C21A H21A 0.9900 . ?
C21A H21B 0.9900 . ?
C22A H22A 0.9900 . ?
C22A H22B 0.9900 . ?
C23A O24A 1.166(12) . ?
C23A O23A 1.342(13) . ?
O23A H23A 1.0689 . ?
C31A C32A 1.377(12) . ?
C31A C36A 1.401(11) . ?
C32A C33A 1.404(11) . ?
C32A H32A 0.9500 . ?
C33A C34A 1.353(13) . ?
C33A H33A 0.9500 . ?
C34A C35A 1.385(13) . ?
C34A H34A 0.9500 . ?
C35A C36A 1.395(12) . ?
C35A H35A 0.9500 . ?
C36A H36A 0.9500 . ?
C61A C66A 1.356(13) . ?
C61A C62A 1.379(13) . ?
C62A C63A 1.411(16) . ?
C62A H62A 0.9500 . ?
C63A C64A 1.367(17) . ?
C63A H63A 0.9500 . ?
C64A C65A 1.326(16) . ?
C64A H64A 0.9500 . ?
C65A C66A 1.409(14) . ?
C65A H65A 0.9500 . ?
C66A H66A 0.9500 . ?
N41A C51A 1.358(10) . ?
N41A C41A 1.360(11) . ?
N42A C50A 1.339(10) . ?
N42A C52A 1.359(10) . ?
C41A C42A 1.413(12) . ?
C41A C53A 1.478(12) . ?
C42A C43A 1.368(13) . ?
C42A H42A 0.9500 . ?
C43A C44A 1.422(13) . ?
C43A H43A 0.9500 . ?
C44A C51A 1.408(12) . ?
C44A C45A 1.430(13) . ?
C45A C46A 1.348(13) . ?
C45A H45A 0.9500 . ?
C46A C47A 1.434(12) . ?
C46A H46A 0.9500 . ?
C47A C52A 1.397(11) . ?
C47A C48A 1.405(12) . ?
C48A C49A 1.374(12) . ?
C48A H48A 0.9500 . ?
C49A C50A 1.405(11) . ?
C49A H49A 0.9500 . ?
C50A C54A 1.496(11) . ?
C51A C52A 1.423(12) . ?
C53A H53A 0.9800 . ?
C53A H53B 0.9800 . ?
C53A H53C 0.9800 . ?
C54A H54A 0.9800 . ?
C54A H54B 0.9800 . ?
C54A H54C 0.9800 . ?
Cu1B N42B 2.089(7) . ?
Cu1B N41B 2.089(7) . ?
Cu1B P1B 2.195(3) . ?
Cu1B I1B 2.6330(14) . ?
P1B C31B 1.817(9) . ?
P1B C61B 1.835(9) . ?
P1B C1B 1.844(9) . ?
C1B O1B 1.429(11) . ?
C1B H1B1 0.9900 . ?
C1B H1B2 0.9900 . ?
O1B H1B 0.8400 . ?
C31B C36B 1.384(12) . ?
C31B C32B 1.390(12) . ?
C32B C33B 1.390(14) . ?
C32B H32B 0.9500 . ?
C33B C34B 1.366(16) . ?
C33B H33B 0.9500 . ?
C34B C35B 1.345(15) . ?
C34B H34B 0.9500 . ?
C35B C36B 1.360(13) . ?
C35B H35B 0.9500 . ?
C36B H36B 0.9500 . ?
C61B C66B 1.357(12) . ?
C61B C62B 1.380(12) . ?
C62B C63B 1.381(12) . ?
C62B H62B 0.9500 . ?
C63B C64B 1.367(13) . ?
C63B H63B 0.9500 . ?
C64B C65B 1.385(14) . ?
C64B H64B 0.9500 . ?
C65B C66B 1.368(14) . ?
C65B H65B 0.9500 . ?
C66B H66B 0.9500 . ?
N41B C41B 1.326(11) . ?
N41B C51B 1.374(11) . ?
N42B C50B 1.336(11) . ?
N42B C52B 1.380(11) . ?
C41B C42B 1.371(12) . ?
C41B C53B 1.504(12) . ?
C42B C43B 1.363(13) . ?
C42B H42B 0.9500 . ?
C43B C44B 1.433(13) . ?
C43B H43B 0.9500 . ?
C44B C45B 1.405(13) . ?
C44B C51B 1.405(12) . ?
C45B C46B 1.357(13) . ?
C45B H45B 0.9500 . ?
C46B C47B 1.424(13) . ?
C46B H46B 0.9500 . ?
C47B C52B 1.398(12) . ?
C47B C48B 1.416(13) . ?
C48B C49B 1.386(13) . ?
C48B H48B 0.9500 . ?
C49B C50B 1.395(13) . ?
C49B H49B 0.9500 . ?
C50B C54B 1.497(13) . ?
C51B C52B 1.434(12) . ?
C53B H53D 0.9800 . ?
C53B H53E 0.9800 . ?
C53B H53F 0.9800 . ?
C54B H54D 0.9800 . ?
C54B H54E 0.9800 . ?
C54B H54F 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
N42A Cu1A N41A 79.5(3) . . ?
N42A Cu1A P1A 126.18(19) . . ?
N41A Cu1A P1A 123.7(2) . . ?
N42A Cu1A I1A 105.57(19) . . ?
N41A Cu1A I1A 102.55(19) . . ?
P1A Cu1A I1A 113.35(7) . . ?
C61A P1A C31A 104.2(4) . . ?
C61A P1A C1A 101.9(4) . . ?
C31A P1A C1A 96.2(4) . . ?
C61A P1A Cu1A 108.8(3) . . ?
C31A P1A Cu1A 119.5(3) . . ?
C1A P1A Cu1A 123.5(3) . . ?
N1A C1A P1A 113.0(6) . . ?
N1A C1A H1A1 109.0 . . ?
P1A C1A H1A1 109.0 . . ?
N1A C1A H1A2 109.0 . . ?
P1A C1A H1A2 109.0 . . ?
H1A1 C1A H1A2 107.8 . . ?
C6A N1A C1A 114.7(7) . . ?
C6A N1A C2A 115.6(7) . . ?
C1A N1A C2A 113.6(7) . . ?
N1A C2A C3A 109.5(7) . . ?
N1A C2A C7A 117.4(7) . . ?
C3A C2A C7A 110.9(8) . . ?
N1A C2A H2A 106.1 . . ?
C3A C2A H2A 106.1 . . ?
C7A C2A H2A 106.1 . . ?
N4A C3A C2A 108.5(7) . . ?
N4A C3A H3A1 110.0 . . ?
C2A C3A H3A1 110.0 . . ?
N4A C3A H3A2 110.0 . . ?
C2A C3A H3A2 110.0 . . ?
H3A1 C3A H3A2 108.4 . . ?
N4A C5A C6A 106.6(7) . . ?
N4A C5A H5A1 110.4 . . ?
C6A C5A H5A1 110.4 . . ?
N4A C5A H5A2 110.4 . . ?
C6A C5A H5A2 110.4 . . ?
H5A1 C5A H5A2 108.6 . . ?
N1A C6A C8A 118.2(8) . . ?
N1A C6A C5A 108.3(7) . . ?
C8A C6A C5A 109.3(8) . . ?
N1A C6A H6A 106.8 . . ?
C8A C6A H6A 106.8 . . ?
C5A C6A H6A 106.8 . . ?
C2A C7A H7A1 109.5 . . ?
C2A C7A H7A2 109.5 . . ?
H7A1 C7A H7A2 109.5 . . ?
C2A C7A H7A3 109.5 . . ?
H7A1 C7A H7A3 109.5 . . ?
H7A2 C7A H7A3 109.5 . . ?
C6A C8A H8A1 109.5 . . ?
C6A C8A H8A2 109.5 . . ?
H8A1 C8A H8A2 109.5 . . ?
C6A C8A H8A3 109.5 . . ?
H8A1 C8A H8A3 109.5 . . ?
H8A2 C8A H8A3 109.5 . . ?
C11A N4A C5A 117.4(7) . . ?
C11A N4A C3A 117.6(7) . . ?
C5A N4A C3A 111.2(7) . . ?
C12A C11A N4A 120.7(7) . . ?
C12A C11A C16A 115.3(7) . . ?
N4A C11A C16A 124.0(8) . . ?
C13A C12A F12A 117.0(8) . . ?
C13A C12A C11A 125.9(8) . . ?
F12A C12A C11A 117.2(7) . . ?
N13A C13A C12A 120.9(8) . . ?
N13A C13A C14A 121.4(8) . . ?
C12A C13A C14A 117.7(8) . . ?
C13A N13A H13A 120.0 . . ?
C13A N13A H13B 120.0 . . ?
H13A N13A H13B 120.0 . . ?
C15A C14A C13A 119.0(8) . . ?
C15A C14A C17A 119.7(8) . . ?
C13A C14A C17A 121.3(8) . . ?
C16A C15A C14A 119.7(8) . . ?
C16A C15A N20A 120.3(8) . . ?
C14A C15A N20A 119.8(8) . . ?
F16A C16A C15A 121.9(8) . . ?
F16A C16A C11A 115.8(8) . . ?
C15A C16A C11A 122.2(8) . . ?
O17A C17A C18A 120.4(8) . . ?
O17A C17A C14A 122.5(8) . . ?
C18A C17A C14A 117.1(9) . . ?
C19A C18A C17A 119.1(9) . . ?
C19A C18A C23A 116.5(9) . . ?
C17A C18A C23A 124.2(10) . . ?
N20A C19A C18A 125.0(9) . . ?
N20A C19A H19A 117.5 . . ?
C18A C19A H19A 117.5 . . ?
N20A C20A C21A 117.6(8) . . ?
N20A C20A C22A 117.5(8) . . ?
C21A C20A C22A 60.6(7) . . ?
N20A C20A H20A 116.5 . . ?
C21A C20A H20A 116.5 . . ?
C22A C20A H20A 116.5 . . ?
C19A N20A C15A 118.8(8) . . ?
C19A N20A C20A 119.0(8) . . ?
C15A N20A C20A 122.1(7) . . ?
C20A C21A C22A 59.9(7) . . ?
C20A C21A H21A 117.8 . . ?
C22A C21A H21A 117.8 . . ?
C20A C21A H21B 117.8 . . ?
C22A C21A H21B 117.8 . . ?
H21A C21A H21B 114.9 . . ?
C20A C22A C21A 59.5(7) . . ?
C20A C22A H22A 117.8 . . ?
C21A C22A H22A 117.8 . . ?
C20A C22A H22B 117.8 . . ?
C21A C22A H22B 117.8 . . ?
H22A C22A H22B 115.0 . . ?
O24A C23A O23A 123.5(12) . . ?
O24A C23A C18A 123.7(12) . . ?
O23A C23A C18A 112.8(10) . . ?
C23A O23A H23A 113.4 . . ?
C32A C31A C36A 119.9(8) . . ?
C32A C31A P1A 119.5(7) . . ?
C36A C31A P1A 120.0(7) . . ?
C31A C32A C33A 118.8(9) . . ?
C31A C32A H32A 120.6 . . ?
C33A C32A H32A 120.6 . . ?
C34A C33A C32A 121.2(9) . . ?
C34A C33A H33A 119.4 . . ?
C32A C33A H33A 119.4 . . ?
C33A C34A C35A 120.8(9) . . ?
C33A C34A H34A 119.6 . . ?
C35A C34A H34A 119.6 . . ?
C34A C35A C36A 118.9(9) . . ?
C34A C35A H35A 120.5 . . ?
C36A C35A H35A 120.5 . . ?
C35A C36A C31A 120.2(9) . . ?
C35A C36A H36A 119.9 . . ?
C31A C36A H36A 119.9 . . ?
C66A C61A C62A 115.7(9) . . ?
C66A C61A P1A 119.9(8) . . ?
C62A C61A P1A 123.5(8) . . ?
C61A C62A C63A 120.6(11) . . ?
C61A C62A H62A 119.7 . . ?
C63A C62A H62A 119.7 . . ?
C64A C63A C62A 121.4(12) . . ?
C64A C63A H63A 119.3 . . ?
C62A C63A H63A 119.3 . . ?
C65A C64A C63A 118.5(13) . . ?
C65A C64A H64A 120.7 . . ?
C63A C64A H64A 120.7 . . ?
C64A C65A C66A 120.1(13) . . ?
C64A C65A H65A 119.9 . . ?
C66A C65A H65A 119.9 . . ?
C61A C66A C65A 123.6(11) . . ?
C61A C66A H66A 118.2 . . ?
C65A C66A H66A 118.2 . . ?
C51A N41A C41A 118.7(8) . . ?
C51A N41A Cu1A 111.3(6) . . ?
C41A N41A Cu1A 129.8(6) . . ?
C50A N42A C52A 119.4(7) . . ?
C50A N42A Cu1A 126.9(6) . . ?
C52A N42A Cu1A 113.7(6) . . ?
N41A C41A C42A 122.1(8) . . ?
N41A C41A C53A 117.6(8) . . ?
C42A C41A C53A 120.2(9) . . ?
C43A C42A C41A 118.3(9) . . ?
C43A C42A H42A 120.9 . . ?
C41A C42A H42A 120.9 . . ?
C42A C43A C44A 121.2(9) . . ?
C42A C43A H43A 119.4 . . ?
C44A C43A H43A 119.4 . . ?
C51A C44A C43A 116.8(9) . . ?
C51A C44A C45A 119.7(9) . . ?
C43A C44A C45A 123.5(9) . . ?
C46A C45A C44A 120.4(9) . . ?
C46A C45A H45A 119.8 . . ?
C44A C45A H45A 119.8 . . ?
C45A C46A C47A 121.7(9) . . ?
C45A C46A H46A 119.2 . . ?
C47A C46A H46A 119.2 . . ?
C52A C47A C48A 118.0(8) . . ?
C52A C47A C46A 118.1(8) . . ?
C48A C47A C46A 123.9(8) . . ?
C49A C48A C47A 120.0(8) . . ?
C49A C48A H48A 120.0 . . ?
C47A C48A H48A 120.0 . . ?
C48A C49A C50A 118.8(9) . . ?
C48A C49A H49A 120.6 . . ?
C50A C49A H49A 120.6 . . ?
N42A C50A C49A 121.9(8) . . ?
N42A C50A C54A 117.5(7) . . ?
C49A C50A C54A 120.6(8) . . ?
N41A C51A C44A 122.7(9) . . ?
N41A C51A C52A 118.5(8) . . ?
C44A C51A C52A 118.8(8) . . ?
N42A C52A C47A 121.8(8) . . ?
N42A C52A C51A 116.9(7) . . ?
C47A C52A C51A 121.3(8) . . ?
C41A C53A H53A 109.5 . . ?
C41A C53A H53B 109.5 . . ?
H53A C53A H53B 109.5 . . ?
C41A C53A H53C 109.5 . . ?
H53A C53A H53C 109.5 . . ?
H53B C53A H53C 109.5 . . ?
C50A C54A H54A 109.5 . . ?
C50A C54A H54B 109.5 . . ?
H54A C54A H54B 109.5 . . ?
C50A C54A H54C 109.5 . . ?
H54A C54A H54C 109.5 . . ?
H54B C54A H54C 109.5 . . ?
N42B Cu1B N41B 81.5(3) . . ?
N42B Cu1B P1B 120.6(2) . . ?
N41B Cu1B P1B 125.6(2) . . ?
N42B Cu1B I1B 110.0(2) . . ?
N41B Cu1B I1B 109.6(2) . . ?
P1B Cu1B I1B 107.33(8) . . ?
C31B P1B C61B 101.8(4) . . ?
C31B P1B C1B 103.0(4) . . ?
C61B P1B C1B 99.6(4) . . ?
C31B P1B Cu1B 118.4(3) . . ?
C61B P1B Cu1B 117.3(3) . . ?
C1B P1B Cu1B 114.1(3) . . ?
O1B C1B P1B 114.1(6) . . ?
O1B C1B H1B1 108.7 . . ?
P1B C1B H1B1 108.7 . . ?
O1B C1B H1B2 108.7 . . ?
P1B C1B H1B2 108.7 . . ?
H1B1 C1B H1B2 107.6 . . ?
C1B O1B H1B 109.5 . . ?
C36B C31B C32B 117.8(9) . . ?
C36B C31B P1B 120.1(7) . . ?
C32B C31B P1B 122.1(7) . . ?
C33B C32B C31B 119.3(10) . . ?
C33B C32B H32B 120.4 . . ?
C31B C32B H32B 120.4 . . ?
C34B C33B C32B 120.8(11) . . ?
C34B C33B H33B 119.6 . . ?
C32B C33B H33B 119.6 . . ?
C35B C34B C33B 119.8(10) . . ?
C35B C34B H34B 120.1 . . ?
C33B C34B H34B 120.1 . . ?
C34B C35B C36B 120.7(11) . . ?
C34B C35B H35B 119.7 . . ?
C36B C35B H35B 119.7 . . ?
C35B C36B C31B 121.6(10) . . ?
C35B C36B H36B 119.2 . . ?
C31B C36B H36B 119.2 . . ?
C66B C61B C62B 119.3(9) . . ?
C66B C61B P1B 120.6(7) . . ?
C62B C61B P1B 120.1(7) . . ?
C61B C62B C63B 121.3(9) . . ?
C61B C62B H62B 119.3 . . ?
C63B C62B H62B 119.3 . . ?
C64B C63B C62B 118.1(10) . . ?
C64B C63B H63B 121.0 . . ?
C62B C63B H63B 121.0 . . ?
C63B C64B C65B 121.1(10) . . ?
C63B C64B H64B 119.4 . . ?
C65B C64B H64B 119.4 . . ?
C66B C65B C64B 119.4(10) . . ?
C66B C65B H65B 120.3 . . ?
C64B C65B H65B 120.3 . . ?
C61B C66B C65B 120.7(10) . . ?
C61B C66B H66B 119.7 . . ?
C65B C66B H66B 119.7 . . ?
C41B N41B C51B 119.2(8) . . ?
C41B N41B Cu1B 129.7(7) . . ?
C51B N41B Cu1B 111.1(6) . . ?
C50B N42B C52B 118.3(8) . . ?
C50B N42B Cu1B 130.8(6) . . ?
C52B N42B Cu1B 110.8(6) . . ?
N41B C41B C42B 120.5(9) . . ?
N41B C41B C53B 116.4(8) . . ?
C42B C41B C53B 123.2(9) . . ?
C43B C42B C41B 123.1(10) . . ?
C43B C42B H42B 118.4 . . ?
C41B C42B H42B 118.4 . . ?
C42B C43B C44B 118.0(9) . . ?
C42B C43B H43B 121.0 . . ?
C44B C43B H43B 121.0 . . ?
C45B C44B C51B 120.7(9) . . ?
C45B C44B C43B 123.3(9) . . ?
C51B C44B C43B 116.0(9) . . ?
C46B C45B C44B 119.9(9) . . ?
C46B C45B H45B 120.0 . . ?
C44B C45B H45B 120.0 . . ?
C45B C46B C47B 121.7(9) . . ?
C45B C46B H46B 119.1 . . ?
C47B C46B H46B 119.1 . . ?
C52B C47B C48B 118.2(9) . . ?
C52B C47B C46B 118.9(9) . . ?
C48B C47B C46B 122.8(9) . . ?
C49B C48B C47B 118.9(9) . . ?
C49B C48B H48B 120.5 . . ?
C47B C48B H48B 120.5 . . ?
C48B C49B C50B 119.5(10) . . ?
C48B C49B H49B 120.2 . . ?
C50B C49B H49B 120.2 . . ?
N42B C50B C49B 122.9(9) . . ?
N42B C50B C54B 115.9(8) . . ?
C49B C50B C54B 121.2(10) . . ?
N41B C51B C44B 123.1(8) . . ?
N41B C51B C52B 118.0(8) . . ?
C44B C51B C52B 118.8(8) . . ?
N42B C52B C47B 122.2(8) . . ?
N42B C52B C51B 117.9(8) . . ?
C47B C52B C51B 119.8(8) . . ?
C41B C53B H53D 109.5 . . ?
C41B C53B H53E 109.5 . . ?
H53D C53B H53E 109.5 . . ?
C41B C53B H53F 109.5 . . ?
H53D C53B H53F 109.5 . . ?
H53E C53B H53F 109.5 . . ?
C50B C54B H54D 109.5 . . ?
C50B C54B H54E 109.5 . . ?
H54D C54B H54E 109.5 . . ?
C50B C54B H54F 109.5 . . ?
H54D C54B H54F 109.5 . . ?
H54E C54B H54F 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N13A H13B O17A 0.88 1.98 2.649(10) 131.5 .
O23A H23A O17A 1.07 1.59 2.536(9) 144.7 .
C45A H45A I1B 0.95 3.14 3.995(10) 151.2 .
C48B H48B I1B 0.95 3.12 4.029(10) 161.0 1_565
C21A H21A I1B 0.99 3.14 3.946(10) 139.0 2_656
C64B H64B I1A 0.95 2.97 3.903(10) 168.3 7_566
N13A H13A O1B 0.88 2.29 3.084(10) 150.4 6_556

_refine_diff_density_max         0.777
_refine_diff_density_min         -0.687
_refine_diff_density_rms         0.149



# start Validation Reply Form
_vrf_RINTA01_shelx               
;
PROBLEM: The value of Rint is greater than 0.18
RESPONSE:The crystal structure shows a three-dimensional structure with large open channels.
Most probably, these channels were filled with solvent molecules 
(diethyl ether and dichloromethane), which during the preparation of the crystal 
for measurements partially evaporated. Therefore, it was not possible to find 
and refine any solvent molecules. This led, however, to a noticeable disorder 
of the structure and resulted in poor parameters of the refinement.
;
_vrf_PLAT020_shelx               
;
PROBLEM: The value of Rint is greater than 0.12 .........      0.182 Report
RESPONSE: explained above
;
_vrf_PLAT026_shelx               
;
PROBLEM: Ratio Observed / Unique Reflections too Low ....         35 %     
RESPONSE: explained above
;
# end Validation Reply Form
_chemical_properties_physical    Light-sensitive
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1-POH
_database_code_depnum_ccdc_archive 'CCDC 1051190'
_audit_update_record             
;
2015-02-24 deposited with the CCDC.
2015-05-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H25 Cu I N2 O P'
_chemical_formula_sum            'C27 H25 Cu I N2 O P'
_chemical_formula_weight         614.90

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'
O O 0.0106 0.0060 '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'
I I -0.4742 1.8119 '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, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   9.904(3)
_cell_length_b                   14.416(4)
_cell_length_c                   34.669(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4950(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4583
_cell_measurement_theta_min      3.15
_cell_measurement_theta_max      27.8

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.650
_exptl_crystal_F_000             2448
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    2.217
_shelx_estimated_absorpt_T_min   0.435
_shelx_estimated_absorpt_T_max   0.665
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.435
_exptl_absorpt_correction_T_max  0.665
_exptl_absorpt_process_details   'CrysAlis RED (Oxford Diffraction, 2009)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Kuma KM4CCD κ-axis diffractometer'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27933
_diffrn_reflns_av_unetI/netI     0.0187
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -46
_diffrn_reflns_limit_l_max       46
_diffrn_reflns_theta_min         3.055
_diffrn_reflns_theta_max         28.732
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.924
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.924
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.924
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             5928
_reflns_number_gt                5200
_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       'CrysAlis CCD (Oxford Diffraction, 2009)'
_computing_cell_refinement       'CrysAlis RED (Oxford Diffraction, 2009)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction, 2009)'
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0535P)²+9.7550P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5928
_refine_ls_number_parameters     301
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.0364
_refine_ls_wR_factor_ref         0.0977
_refine_ls_wR_factor_gt          0.0952
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_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
Cu1 Cu 0.11001(4) 0.95111(3) 0.14642(2) 0.01899(9) Uani 1 1 d . . . . .
I1 I -0.05318(2) 1.09103(2) 0.12842(2) 0.02392(8) Uani 1 1 d . . . . .
N41 N 0.0078(2) 0.87091(18) 0.18751(7) 0.0199(5) Uani 1 1 d . . . . .
N42 N 0.2104(2) 0.99506(17) 0.19591(7) 0.0187(5) Uani 1 1 d . . . . .
C41 C -0.0907(3) 0.8093(2) 0.18268(9) 0.0236(6) Uani 1 1 d . . . . .
C42 C -0.1510(3) 0.7649(2) 0.21464(11) 0.0296(7) Uani 1 1 d . . . . .
H42 H -0.2198 0.7201 0.2105 0.036 Uiso 1 1 calc R U . . .
C43 C -0.1123(3) 0.7853(2) 0.25123(11) 0.0307(7) Uani 1 1 d . . . . .
H43 H -0.1549 0.7560 0.2725 0.037 Uiso 1 1 calc R U . . .
C44 C -0.0078(3) 0.8507(2) 0.25733(9) 0.0261(7) Uani 1 1 d . . . . .
C45 C 0.0369(3) 0.8784(3) 0.29491(10) 0.0318(8) Uani 1 1 d . . . . .
H45 H -0.0043 0.8525 0.3172 0.038 Uiso 1 1 calc R U . . .
C46 C 0.1370(4) 0.9411(3) 0.29886(9) 0.0313(8) Uani 1 1 d . . . . .
H46 H 0.1666 0.9581 0.3240 0.038 Uiso 1 1 calc R U . . .
C47 C 0.1996(3) 0.9824(2) 0.26578(9) 0.0252(6) Uani 1 1 d . . . . .
C48 C 0.3068(3) 1.0469(2) 0.26838(9) 0.0279(7) Uani 1 1 d . . . . .
H48 H 0.3407 1.0650 0.2929 0.033 Uiso 1 1 calc R U . . .
C49 C 0.3611(3) 1.0826(2) 0.23568(10) 0.0268(7) Uani 1 1 d . . . . .
H49 H 0.4333 1.1258 0.2373 0.032 Uiso 1 1 calc R U . . .
C50 C 0.3110(3) 1.0562(2) 0.19947(9) 0.0215(6) Uani 1 1 d . . . . .
C51 C 0.0493(3) 0.8907(2) 0.22416(9) 0.0213(6) Uani 1 1 d . . . . .
C52 C 0.1561(3) 0.9574(2) 0.22864(8) 0.0204(6) Uani 1 1 d . . . . .
C53 C -0.1365(3) 0.7897(3) 0.14227(10) 0.0310(7) Uani 1 1 d . . . . .
H53A H -0.1636 0.8479 0.1298 0.047 Uiso 1 1 calc R U . . .
H53B H -0.2135 0.7471 0.1429 0.047 Uiso 1 1 calc R U . . .
H53C H -0.0624 0.7615 0.1277 0.047 Uiso 1 1 calc R U . . .
C54 C 0.3723(3) 1.0943(2) 0.16338(10) 0.0280(7) Uani 1 1 d . . . . .
H54A H 0.4571 1.0618 0.1579 0.042 Uiso 1 1 calc R U . . .
H54B H 0.3904 1.1606 0.1667 0.042 Uiso 1 1 calc R U . . .
H54C H 0.3097 1.0854 0.1418 0.042 Uiso 1 1 calc R U . . .
P1 P 0.21444(7) 0.88864(6) 0.09714(2) 0.01885(15) Uani 1 1 d . . . . .
C1 C 0.2686(4) 0.7696(2) 0.10704(9) 0.0284(7) Uani 1 1 d . . . . .
H1B H 0.1904 0.7271 0.1054 0.034 Uiso 1 1 calc R U . . .
H1A H 0.3365 0.7499 0.0877 0.034 Uiso 1 1 calc R U . . .
O1 O 0.3258(3) 0.76606(18) 0.14484(6) 0.0316(5) Uani 1 1 d . . . . .
H1 H 0.3791 0.7209 0.1463 0.047 Uiso 1 1 calc R U . . .
C61 C 0.1249(3) 0.8717(2) 0.05176(8) 0.0226(6) Uani 1 1 d . . . . .
C62 C -0.0091(4) 0.8991(3) 0.04864(10) 0.0322(8) Uani 1 1 d . . . . .
H62 H -0.0532 0.9263 0.0702 0.039 Uiso 1 1 calc R U . . .
C63 C -0.0796(4) 0.8870(3) 0.01400(11) 0.0424(10) Uani 1 1 d . . . . .
H63 H -0.1707 0.9070 0.0119 0.051 Uiso 1 1 calc R U . . .
C64 C -0.0165(4) 0.8460(3) -0.01688(10) 0.0414(9) Uani 1 1 d . . . . .
H64 H -0.0641 0.8377 -0.0404 0.050 Uiso 1 1 calc R U . . .
C65 C 0.1164(4) 0.8168(3) -0.01392(9) 0.0363(8) Uani 1 1 d . . . . .
H65 H 0.1591 0.7877 -0.0353 0.044 Uiso 1 1 calc R U . . .
C66 C 0.1867(4) 0.8297(3) 0.02002(9) 0.0306(7) Uani 1 1 d . . . . .
H66 H 0.2780 0.8099 0.0218 0.037 Uiso 1 1 calc R U . . .
C31 C 0.3696(3) 0.9457(2) 0.08129(9) 0.0220(6) Uani 1 1 d . . . . .
C32 C 0.4975(4) 0.9121(3) 0.09056(11) 0.0353(8) Uani 1 1 d . . . . .
H32 H 0.5067 0.8549 0.1039 0.042 Uiso 1 1 calc R U . . .
C33 C 0.6113(4) 0.9624(4) 0.08021(14) 0.0539(13) Uani 1 1 d . . . . .
H33 H 0.6983 0.9398 0.0869 0.065 Uiso 1 1 calc R U . . .
C34 C 0.6000(4) 1.0444(4) 0.06041(14) 0.0519(12) Uani 1 1 d . . . . .
H34 H 0.6787 1.0779 0.0533 0.062 Uiso 1 1 calc R U . . .
C35 C 0.4728(4) 1.0782(3) 0.05080(13) 0.0432(10) Uani 1 1 d . . . . .
H35 H 0.4643 1.1347 0.0369 0.052 Uiso 1 1 calc R U . . .
C36 C 0.3588(4) 1.0293(3) 0.06154(10) 0.0311(7) Uani 1 1 d . . . . .
H36 H 0.2721 1.0531 0.0553 0.037 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
Cu1 N42 2.082(2) . ?
Cu1 N41 2.095(2) . ?
Cu1 P1 2.1910(9) . ?
Cu1 I1 2.6590(7) . ?
N41 C41 1.330(4) . ?
N41 C51 1.365(4) . ?
N42 C50 1.336(4) . ?
N42 C52 1.368(4) . ?
C41 C42 1.412(4) . ?
C41 C53 1.499(5) . ?
C42 C43 1.358(5) . ?
C42 H42 0.9500 . ?
C43 C44 1.416(5) . ?
C43 H43 0.9500 . ?
C44 C51 1.405(4) . ?
C44 C45 1.433(5) . ?
C45 C46 1.349(6) . ?
C45 H45 0.9500 . ?
C46 C47 1.433(5) . ?
C46 H46 0.9500 . ?
C47 C52 1.405(4) . ?
C47 C48 1.414(5) . ?
C48 C49 1.357(5) . ?
C48 H48 0.9500 . ?
C49 C50 1.403(4) . ?
C49 H49 0.9500 . ?
C50 C54 1.495(5) . ?
C51 C52 1.437(4) . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
P1 C61 1.822(3) . ?
P1 C31 1.827(3) . ?
P1 C1 1.830(3) . ?
C1 O1 1.429(4) . ?
C1 H1B 0.9900 . ?
C1 H1A 0.9900 . ?
O1 H1 0.8400 . ?
C61 C62 1.389(5) . ?
C61 C66 1.397(4) . ?
C62 C63 1.400(5) . ?
C62 H62 0.9500 . ?
C63 C64 1.373(6) . ?
C63 H63 0.9500 . ?
C64 C65 1.385(6) . ?
C64 H64 0.9500 . ?
C65 C66 1.380(5) . ?
C65 H65 0.9500 . ?
C66 H66 0.9500 . ?
C31 C36 1.390(5) . ?
C31 C32 1.394(5) . ?
C32 C33 1.388(6) . ?
C32 H32 0.9500 . ?
C33 C34 1.371(7) . ?
C33 H33 0.9500 . ?
C34 C35 1.391(6) . ?
C34 H34 0.9500 . ?
C35 C36 1.382(5) . ?
C35 H35 0.9500 . ?
C36 H36 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
N42 Cu1 N41 80.69(10) . . ?
N42 Cu1 P1 122.85(7) . . ?
N41 Cu1 P1 122.10(8) . . ?
N42 Cu1 I1 104.64(7) . . ?
N41 Cu1 I1 106.53(7) . . ?
P1 Cu1 I1 114.57(3) . . ?
C41 N41 C51 118.5(3) . . ?
C41 N41 Cu1 129.6(2) . . ?
C51 N41 Cu1 111.8(2) . . ?
C50 N42 C52 118.6(3) . . ?
C50 N42 Cu1 129.3(2) . . ?
C52 N42 Cu1 112.03(19) . . ?
N41 C41 C42 121.0(3) . . ?
N41 C41 C53 117.7(3) . . ?
C42 C41 C53 121.3(3) . . ?
C43 C42 C41 121.0(3) . . ?
C43 C42 H42 119.5 . . ?
C41 C42 H42 119.5 . . ?
C42 C43 C44 119.4(3) . . ?
C42 C43 H43 120.3 . . ?
C44 C43 H43 120.3 . . ?
C51 C44 C43 116.4(3) . . ?
C51 C44 C45 120.4(3) . . ?
C43 C44 C45 123.2(3) . . ?
C46 C45 C44 120.4(3) . . ?
C46 C45 H45 119.8 . . ?
C44 C45 H45 119.8 . . ?
C45 C46 C47 121.0(3) . . ?
C45 C46 H46 119.5 . . ?
C47 C46 H46 119.5 . . ?
C52 C47 C48 117.2(3) . . ?
C52 C47 C46 119.6(3) . . ?
C48 C47 C46 123.1(3) . . ?
C49 C48 C47 119.6(3) . . ?
C49 C48 H48 120.2 . . ?
C47 C48 H48 120.2 . . ?
C48 C49 C50 120.3(3) . . ?
C48 C49 H49 119.9 . . ?
C50 C49 H49 119.9 . . ?
N42 C50 C49 121.7(3) . . ?
N42 C50 C54 117.9(3) . . ?
C49 C50 C54 120.3(3) . . ?
N41 C51 C44 123.7(3) . . ?
N41 C51 C52 117.5(3) . . ?
C44 C51 C52 118.8(3) . . ?
N42 C52 C47 122.5(3) . . ?
N42 C52 C51 117.7(3) . . ?
C47 C52 C51 119.8(3) . . ?
C41 C53 H53A 109.5 . . ?
C41 C53 H53B 109.5 . . ?
H53A C53 H53B 109.5 . . ?
C41 C53 H53C 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C50 C54 H54A 109.5 . . ?
C50 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C50 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C61 P1 C31 102.12(14) . . ?
C61 P1 C1 100.29(15) . . ?
C31 P1 C1 103.40(16) . . ?
C61 P1 Cu1 119.92(11) . . ?
C31 P1 Cu1 116.52(10) . . ?
C1 P1 Cu1 112.18(11) . . ?
O1 C1 P1 108.8(2) . . ?
O1 C1 H1B 109.9 . . ?
P1 C1 H1B 109.9 . . ?
O1 C1 H1A 109.9 . . ?
P1 C1 H1A 109.9 . . ?
H1B C1 H1A 108.3 . . ?
C1 O1 H1 109.5 . . ?
C62 C61 C66 118.7(3) . . ?
C62 C61 P1 119.6(2) . . ?
C66 C61 P1 121.7(2) . . ?
C61 C62 C63 120.5(3) . . ?
C61 C62 H62 119.7 . . ?
C63 C62 H62 119.7 . . ?
C64 C63 C62 119.7(4) . . ?
C64 C63 H63 120.2 . . ?
C62 C63 H63 120.2 . . ?
C63 C64 C65 120.4(3) . . ?
C63 C64 H64 119.8 . . ?
C65 C64 H64 119.8 . . ?
C66 C65 C64 120.1(3) . . ?
C66 C65 H65 120.0 . . ?
C64 C65 H65 120.0 . . ?
C65 C66 C61 120.6(3) . . ?
C65 C66 H66 119.7 . . ?
C61 C66 H66 119.7 . . ?
C36 C31 C32 119.0(3) . . ?
C36 C31 P1 118.3(2) . . ?
C32 C31 P1 122.6(3) . . ?
C33 C32 C31 119.8(4) . . ?
C33 C32 H32 120.1 . . ?
C31 C32 H32 120.1 . . ?
C34 C33 C32 120.9(4) . . ?
C34 C33 H33 119.6 . . ?
C32 C33 H33 119.6 . . ?
C33 C34 C35 119.8(4) . . ?
C33 C34 H34 120.1 . . ?
C35 C34 H34 120.1 . . ?
C36 C35 C34 119.7(4) . . ?
C36 C35 H35 120.1 . . ?
C34 C35 H35 120.1 . . ?
C35 C36 C31 120.9(3) . . ?
C35 C36 H36 119.6 . . ?
C31 C36 H36 119.6 . . ?

_refine_diff_density_max         1.997
_refine_diff_density_min         -0.795
_refine_diff_density_rms         0.117


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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1051191'
_audit_update_record             
;
2015-02-24 deposited with the CCDC.
2015-05-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H25 Cu I N2 O P'
_chemical_formula_sum            'C31 H25 Cu I N2 O P'
_chemical_formula_weight         662.94

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'
O O 0.0106 0.0060 '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                   10.2340(10)
_cell_length_b                   10.4950(10)
_cell_length_c                   14.945(2)
_cell_angle_alpha                103.770(10)
_cell_angle_beta                 91.56(2)
_cell_angle_gamma                118.90(2)
_cell_volume                     1345.7(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    15884
_cell_measurement_theta_min      3.00
_cell_measurement_theta_max      32.10

_exptl_crystal_description       plate
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.636
_exptl_crystal_F_000             660
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    2.046
_shelx_estimated_absorpt_T_min   0.710
_shelx_estimated_absorpt_T_max   0.822
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.710
_exptl_absorpt_correction_T_max  0.822
_exptl_absorpt_process_details   'CrysAlis RED (Oxford Diffraction, 2009)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Kuma KM4CCD κ-axis diffractometer'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22538
_diffrn_reflns_av_unetI/netI     0.1264
_diffrn_reflns_av_R_equivalents  0.0772
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.847
_diffrn_reflns_theta_max         36.841
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.769
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.769
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.769
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             10413
_reflns_number_gt                6499
_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       'CrysAlis CCD (Oxford Diffraction, 2009)'
_computing_cell_refinement       'CrysAlis RED (Oxford Diffraction, 2009)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction, 2009)'
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0403P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10413
_refine_ls_number_parameters     335
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1289
_refine_ls_R_factor_gt           0.0709
_refine_ls_wR_factor_ref         0.1357
_refine_ls_wR_factor_gt          0.1154
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_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
I1 I 0.16264(4) 0.26991(3) 0.30138(2) 0.02175(9) Uani 1 1 d . . . . .
Cu1 Cu 0.16574(6) 0.01487(6) 0.28120(4) 0.01603(12) Uani 1 1 d . . . . .
P1 P 0.26003(14) -0.03519(12) 0.15570(8) 0.0160(2) Uani 1 1 d . . . . .
O1 O 0.2041(5) 0.1426(4) 0.0710(2) 0.0330(9) Uani 1 1 d . . . . .
H1 H 0.1845 0.1654 0.1247 0.050 Uiso 1 1 calc R U . . .
N51 N 0.2361(4) 0.0193(4) 0.4136(2) 0.0166(7) Uani 1 1 d . . . . .
N41 N -0.0373(4) -0.1450(4) 0.3101(2) 0.0161(7) Uani 1 1 d . . . . .
C46 C -0.3101(5) -0.3219(5) 0.2828(3) 0.0201(10) Uani 1 1 d . . . . .
C66 C 0.5353(6) 0.2359(5) 0.1923(3) 0.0245(10) Uani 1 1 d . . . . .
H66 H 0.4751 0.2817 0.1906 0.029 Uiso 1 1 calc R U . . .
C62 C 0.5584(5) 0.0129(5) 0.1690(3) 0.0203(9) Uani 1 1 d . . . . .
H62 H 0.5142 -0.0945 0.1518 0.024 Uiso 1 1 calc R U . . .
C65 C 0.6921(6) 0.3269(5) 0.2173(4) 0.0270(11) Uani 1 1 d . . . . .
H65 H 0.7383 0.4344 0.2335 0.032 Uiso 1 1 calc R U . . .
C41 C -0.1768(5) -0.2224(5) 0.2528(3) 0.0174(9) Uani 1 1 d . . . . .
C63 C 0.7142(6) 0.1046(5) 0.1931(3) 0.0237(10) Uani 1 1 d . . . . .
H63 H 0.7761 0.0601 0.1923 0.028 Uiso 1 1 calc R U . . .
C35 C 0.2036(6) -0.4413(5) -0.0077(4) 0.0262(11) Uani 1 1 d . . . . .
H35 H 0.2136 -0.4827 -0.0693 0.031 Uiso 1 1 calc R U . . .
C44 C -0.4546(6) -0.3786(5) 0.1348(4) 0.0243(10) Uani 1 1 d . . . . .
H44 H -0.5488 -0.4331 0.0936 0.029 Uiso 1 1 calc R U . . .
C58 C 0.1546(6) -0.0911(5) 0.5405(3) 0.0234(10) Uani 1 1 d . . . . .
H58 H 0.0748 -0.1603 0.5653 0.028 Uiso 1 1 calc R U . . .
C64 C 0.7798(6) 0.2612(6) 0.2184(4) 0.0265(11) Uani 1 1 d . . . . .
H64 H 0.8865 0.3237 0.2367 0.032 Uiso 1 1 calc R U . . .
C54 C 0.6740(6) 0.3000(6) 0.5674(4) 0.0286(11) Uani 1 1 d . . . . .
H54 H 0.7737 0.3655 0.6017 0.034 Uiso 1 1 calc R U . . .
C45 C -0.4497(6) -0.3986(5) 0.2202(4) 0.0248(10) Uani 1 1 d . . . . .
H45 H -0.5403 -0.4646 0.2389 0.030 Uiso 1 1 calc R U . . .
C31 C 0.2172(5) -0.2306(5) 0.1114(3) 0.0183(9) Uani 1 1 d . . . . .
C47 C -0.2955(5) -0.3395(5) 0.3720(3) 0.0225(10) Uani 1 1 d . . . . .
H47 H -0.3823 -0.4049 0.3941 0.027 Uiso 1 1 calc R U . . .
C55 C 0.5641(6) 0.1962(6) 0.6041(3) 0.0266(11) Uani 1 1 d . . . . .
H55 H 0.5886 0.1893 0.6639 0.032 Uiso 1 1 calc R U . . .
C51 C 0.3793(5) 0.1091(5) 0.4646(3) 0.0199(9) Uani 1 1 d . . . . .
C56 C 0.4174(6) 0.1010(5) 0.5549(3) 0.0200(9) Uani 1 1 d . . . . .
C34 C 0.1554(6) -0.5302(6) 0.0525(4) 0.0306(12) Uani 1 1 d . . . . .
H34 H 0.1328 -0.6327 0.0321 0.037 Uiso 1 1 calc R U . . .
C52 C 0.4937(6) 0.2152(5) 0.4275(3) 0.0237(10) Uani 1 1 d . . . . .
H52 H 0.4713 0.2223 0.3673 0.028 Uiso 1 1 calc R U . . .
C36 C 0.2379(6) -0.2905(5) 0.0221(3) 0.0241(10) Uani 1 1 d . . . . .
H36 H 0.2755 -0.2279 -0.0184 0.029 Uiso 1 1 calc R U . . .
C61 C 0.4653(5) 0.0763(5) 0.1697(3) 0.0173(9) Uani 1 1 d . . . . .
C43 C -0.3239(6) -0.2790(5) 0.1048(3) 0.0223(10) Uani 1 1 d . . . . .
H43 H -0.3308 -0.2649 0.0448 0.027 Uiso 1 1 calc R U . . .
C32 C 0.1676(5) -0.3235(5) 0.1704(3) 0.0217(10) Uani 1 1 d . . . . .
H32 H 0.1529 -0.2846 0.2311 0.026 Uiso 1 1 calc R U . . .
C57 C 0.2992(6) -0.0037(6) 0.5906(3) 0.0257(11) Uani 1 1 d . . . . .
H57 H 0.3197 -0.0140 0.6500 0.031 Uiso 1 1 calc R U . . .
C33 C 0.1393(6) -0.4719(6) 0.1423(4) 0.0292(11) Uani 1 1 d . . . . .
H33 H 0.1094 -0.5326 0.1841 0.035 Uiso 1 1 calc R U . . .
C1 C 0.1928(6) -0.0021(5) 0.0517(3) 0.0232(10) Uani 1 1 d . . . . .
H1A H 0.2530 -0.0109 0.0023 0.028 Uiso 1 1 calc R U . . .
H1B H 0.0858 -0.0821 0.0274 0.028 Uiso 1 1 calc R U . . .
C59 C 0.1274(5) -0.0759(5) 0.4516(3) 0.0192(9) Uani 1 1 d . . . . .
C48 C -0.1562(6) -0.2626(5) 0.4274(3) 0.0245(11) Uani 1 1 d . . . . .
H48 H -0.1460 -0.2744 0.4878 0.029 Uiso 1 1 calc R U . . .
C42 C -0.1868(5) -0.2025(5) 0.1629(3) 0.0196(9) Uani 1 1 d . . . . .
H42 H -0.0983 -0.1360 0.1427 0.024 Uiso 1 1 calc R U . . .
C53 C 0.6362(6) 0.3077(6) 0.4775(4) 0.0285(11) Uani 1 1 d . . . . .
H53 H 0.7119 0.3789 0.4517 0.034 Uiso 1 1 calc R U . . .
C49 C -0.0270(5) -0.1651(5) 0.3941(3) 0.0183(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
I1 Cu1 2.6372(6) . ?
Cu1 N51 2.069(4) . ?
Cu1 N41 2.084(4) . ?
Cu1 P1 2.2009(12) . ?
P1 C31 1.818(4) . ?
P1 C61 1.819(5) . ?
P1 C1 1.854(5) . ?
O1 C1 1.423(5) . ?
N51 C59 1.338(6) . ?
N51 C51 1.372(6) . ?
N41 C49 1.331(5) . ?
N41 C41 1.383(6) . ?
C46 C47 1.404(6) . ?
C46 C45 1.421(7) . ?
C46 C41 1.425(6) . ?
C66 C65 1.394(7) . ?
C66 C61 1.411(6) . ?
C62 C63 1.385(7) . ?
C62 C61 1.401(6) . ?
C65 C64 1.373(7) . ?
C41 C42 1.417(6) . ?
C63 C64 1.385(7) . ?
C35 C34 1.379(7) . ?
C35 C36 1.396(6) . ?
C44 C45 1.345(7) . ?
C44 C43 1.410(7) . ?
C58 C57 1.376(7) . ?
C58 C59 1.411(6) . ?
C54 C55 1.373(7) . ?
C54 C53 1.419(7) . ?
C31 C32 1.393(6) . ?
C31 C36 1.402(6) . ?
C47 C48 1.369(7) . ?
C55 C56 1.391(7) . ?
C51 C52 1.410(6) . ?
C51 C56 1.427(6) . ?
C56 C57 1.409(7) . ?
C34 C33 1.386(8) . ?
C52 C53 1.362(7) . ?
C43 C42 1.370(7) . ?
C32 C33 1.390(7) . ?
C59 C49 1.492(7) . ?
C48 C49 1.419(6) . ?

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
N51 Cu1 N41 79.32(15) . . ?
N51 Cu1 P1 125.22(10) . . ?
N41 Cu1 P1 122.88(10) . . ?
N51 Cu1 I1 105.96(10) . . ?
N41 Cu1 I1 108.79(9) . . ?
P1 Cu1 I1 110.53(3) . . ?
C31 P1 C61 104.0(2) . . ?
C31 P1 C1 102.4(2) . . ?
C61 P1 C1 104.0(2) . . ?
C31 P1 Cu1 115.75(14) . . ?
C61 P1 Cu1 114.47(15) . . ?
C1 P1 Cu1 114.59(15) . . ?
C59 N51 C51 118.3(4) . . ?
C59 N51 Cu1 114.9(3) . . ?
C51 N51 Cu1 126.9(3) . . ?
C49 N41 C41 119.5(4) . . ?
C49 N41 Cu1 114.3(3) . . ?
C41 N41 Cu1 126.1(3) . . ?
C47 C46 C45 123.8(4) . . ?
C47 C46 C41 118.0(4) . . ?
C45 C46 C41 118.2(4) . . ?
C65 C66 C61 120.5(4) . . ?
C63 C62 C61 120.9(4) . . ?
C64 C65 C66 120.0(4) . . ?
N41 C41 C42 119.3(4) . . ?
N41 C41 C46 121.0(4) . . ?
C42 C41 C46 119.7(4) . . ?
C62 C63 C64 120.0(4) . . ?
C34 C35 C36 119.7(5) . . ?
C45 C44 C43 121.8(5) . . ?
C57 C58 C59 118.6(4) . . ?
C65 C64 C63 120.6(5) . . ?
C55 C54 C53 118.9(5) . . ?
C44 C45 C46 120.5(4) . . ?
C32 C31 C36 118.3(4) . . ?
C32 C31 P1 118.5(3) . . ?
C36 C31 P1 123.2(3) . . ?
C48 C47 C46 120.0(4) . . ?
C54 C55 C56 120.9(5) . . ?
N51 C51 C52 119.0(4) . . ?
N51 C51 C56 122.6(4) . . ?
C52 C51 C56 118.3(5) . . ?
C55 C56 C57 123.2(4) . . ?
C55 C56 C51 120.2(4) . . ?
C57 C56 C51 116.6(4) . . ?
C35 C34 C33 120.8(4) . . ?
C53 C52 C51 120.2(5) . . ?
C35 C36 C31 120.5(4) . . ?
C62 C61 C66 118.0(4) . . ?
C62 C61 P1 123.0(3) . . ?
C66 C61 P1 118.6(3) . . ?
C42 C43 C44 119.6(4) . . ?
C33 C32 C31 121.4(4) . . ?
C58 C57 C56 120.8(4) . . ?
C34 C33 C32 119.2(4) . . ?
O1 C1 P1 113.1(3) . . ?
N51 C59 C58 123.0(5) . . ?
N51 C59 C49 115.4(4) . . ?
C58 C59 C49 121.6(4) . . ?
C47 C48 C49 119.7(4) . . ?
C43 C42 C41 120.2(4) . . ?
C52 C53 C54 121.5(5) . . ?
N41 C49 C48 121.7(5) . . ?
N41 C49 C59 116.0(4) . . ?
C48 C49 C59 122.3(4) . . ?

_refine_diff_density_max         1.167
_refine_diff_density_min         -0.917
_refine_diff_density_rms         0.179


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromatane/methanol'
