# Electronic Supplementary Material (ESI) for Faraday Discussions.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_(cu2i2pn)pol

_audit_creation_date             2013-12-12T11:10:16-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

# CHEMICAL DATA

_chemical_name_systematic        
;
 ?
;
_chemical_formula_sum            'C17 H14 Cu2 I2 N P'
_chemical_formula_moiety         'C17 H14 Cu2 I2 N P'
_chemical_formula_weight         644.15
_chemical_absolute_configuration rm

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

# CRYSTAL DATA
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'

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

_cell_length_a                   7.9805(7)
_cell_length_b                   8.5298(8)
_cell_length_c                   14.3667(14)
_cell_angle_alpha                78.092(8)
_cell_angle_beta                 85.576(8)
_cell_angle_gamma                86.494(7)
_cell_volume                     953.05(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_exptl_crystal_density_diffrn    2.248
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             606
_exptl_absorpt_coefficient_mu    5.552
_exptl_absorpt_correction_T_min  0.40317
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

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

# EXPERIMENTAL DATA

_exptl_special_details           
;
 ?
;
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_detector_area_resol_mean 16.1340
_diffrn_reflns_number            3904
_diffrn_reflns_av_R_equivalents  0.046
_diffrn_reflns_av_unetI/netI     0.0781
_diffrn_measured_fraction_theta_max 0.9896
_diffrn_measured_fraction_theta_full 0.9984
_diffrn_reflns_theta_min         2.8552
_diffrn_reflns_theta_max         29.2006
_diffrn_reflns_theta_full        26.3154
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       13
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01

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

# STRUCTURE SOLUTION

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

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

# REFINEMENT DATA

_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 > 2σ(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.
;
_reflns_number_total             2594
_reflns_number_gt                2066
_reflns_threshold_expression     >2σ(I)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1386
_refine_ls_R_factor_gt           0.1225
_refine_ls_wR_factor_ref         0.3395
_refine_ls_goodness_of_fit_ref   1.11
_refine_ls_restrained_S_all      1.093
_refine_ls_number_reflns         2594
_refine_ls_number_parameters     185
_refine_ls_number_restraints     97
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1265P)²+80.6141P] where P=(Fo²+2Fc²)/3'
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         1.976
_refine_diff_density_min         -1.422
_refine_diff_density_rms         0.326
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.008(2)
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 0 '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'
P P 0.1023 0.0942 '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'

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'

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

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
C1 0.204(4) 0.163(3) 0.690(3) 0.055(11) Uani d . 1 . . C
C2 0.212(5) 0.001(4) 0.731(3) 0.061(11) Uani d . 1 . . C
H2 0.1329 -0.0438 0.7786 0.073 Uiso calc R 1 . . H
C3 0.343(4) -0.089(3) 0.698(3) 0.058(12) Uani d . 1 . . C
H3 0.3536 -0.1983 0.7222 0.07 Uiso calc R 1 . . H
C4 0.471(4) -0.008(3) 0.622(3) 0.057(12) Uani d . 1 . . C
H4 0.5633 -0.0647 0.5993 0.069 Uiso calc R 1 . . H
C5 0.445(3) 0.141(3) 0.590(3) 0.039(8) Uani d D 1 . . C
H5 0.5209 0.1918 0.5423 0.047 Uiso calc R 1 . . H
C7 -0.198(3) 0.052(3) 0.762(2) 0.085(10) Uani d GU 1 . . C
H7 -0.1876 0.0572 0.6969 0.102 Uiso calc R 1 . . H
C8 -0.115(3) 0.158(2) 0.802(2) 0.048(7) Uani d GU 1 . . C
C9 -0.131(4) 0.151(3) 0.900(2) 0.084(10) Uani d GU 1 . . C
H9 -0.075 0.2218 0.9262 0.1 Uiso calc R 1 . . H
C10 -0.231(5) 0.037(4) 0.9580(19) 0.108(12) Uani d GU 1 . . C
H10 -0.2415 0.0321 1.0235 0.13 Uiso calc R 1 . . H
C11 -0.314(4) -0.069(4) 0.919(3) 0.124(14) Uani d GU 1 . . C
H11 -0.3811 -0.145 0.9575 0.148 Uiso calc R 1 . . H
C12 -0.298(4) -0.061(4) 0.821(3) 0.113(13) Uani d GU 1 . . C
H12 -0.3542 -0.1325 0.7942 0.135 Uiso calc R 1 . . H
C20 0.026(3) 0.532(3) 0.827(2) 0.072(9) Uani d GU 1 . . C
H20 -0.0811 0.5574 0.8055 0.087 Uiso calc R 1 . . H
C21 0.122(3) 0.405(3) 0.799(2) 0.064(8) Uani d GU 1 . . C
C22 0.282(3) 0.366(3) 0.831(2) 0.071(9) Uani d GU 1 . . C
H22 0.3461 0.2814 0.813 0.085 Uiso calc R 1 . . H
C23 0.347(3) 0.454(3) 0.890(2) 0.081(9) Uani d GU 1 . . C
H23 0.4543 0.4284 0.9117 0.097 Uiso calc R 1 . . H
C24 0.251(4) 0.581(3) 0.918(2) 0.084(10) Uani d GU 1 . . C
H24 0.2948 0.64 0.9572 0.101 Uiso calc R 1 . . H
C25 0.091(4) 0.620(3) 0.886(2) 0.080(9) Uani d GU 1 . . C
H25 0.0271 0.7045 0.9042 0.096 Uiso calc R 1 . . H
Cu3 -0.0841(5) 0.4504(5) 0.5937(4) 0.0560(15) Uani d . 1 . . Cu
Cu4 0.2981(5) 0.4684(5) 0.5535(4) 0.0645(16) Uani d . 1 . . Cu
I1 -0.0920(2) 0.2809(2) 0.4551(2) 0.0508(9) Uani d . 1 . . I
I2 0.4000(2) 0.4593(2) 0.3668(2) 0.0521(9) Uani d . 1 . . I
P5 0.0260(9) 0.2976(9) 0.7227(8) 0.050(3) Uani d . 1 . . P
N1 0.307(2) 0.237(3) 0.623(2) 0.047(8) Uani d D 1 . . N



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

# MOLECULAR GEOMETRY

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 N1 . 1.30(4) ?
C1 C2 . 1.39(5) ?
C1 P5 . 1.86(3) ?
C2 C3 . 1.37(5) ?
C3 C4 . 1.53(5) ?
C4 C5 . 1.26(4) ?
C5 N1 . 1.443(10) ?
C7 C8 . 1.39 ?
C7 C12 . 1.39 ?
C8 C9 . 1.39 ?
C8 P5 . 1.84(2) ?
C9 C10 . 1.39 ?
C10 C11 . 1.39 ?
C11 C12 . 1.39 ?
C20 C21 . 1.39 ?
C20 C25 . 1.39 ?
C21 C22 . 1.39 ?
C21 P5 . 1.81(2) ?
C22 C23 . 1.39 ?
C23 C24 . 1.39 ?
C24 C25 . 1.39 ?
Cu3 P5 . 2.241(11) ?
Cu3 I2 2_566 2.644(4) ?
Cu3 I1 . 2.698(6) ?
Cu3 I1 2_566 2.701(4) ?
Cu3 Cu4 2_566 2.770(8) ?
Cu3 Cu3 2_566 2.899(10) ?
Cu4 N1 . 2.02(2) ?
Cu4 I1 2_566 2.604(4) ?
Cu4 I2 . 2.758(7) ?
Cu4 Cu3 2_566 2.770(8) ?
Cu4 I2 2_666 2.898(6) ?
I1 Cu4 2_566 2.604(4) ?
I1 Cu3 2_566 2.701(4) ?
I2 Cu3 2_566 2.644(4) ?
I2 Cu4 2_666 2.898(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
N1 C1 C2 126(3) . . ?
N1 C1 P5 113(2) . . ?
C2 C1 P5 121(3) . . ?
C3 C2 C1 116(3) . . ?
C2 C3 C4 120(3) . . ?
C5 C4 C3 117(3) . . ?
C4 C5 N1 124(3) . . ?
C8 C7 C12 120 . . ?
C7 C8 C9 120 . . ?
C7 C8 P5 118.2(15) . . ?
C9 C8 P5 121.7(15) . . ?
C10 C9 C8 120 . . ?
C11 C10 C9 120 . . ?
C10 C11 C12 120 . . ?
C11 C12 C7 120 . . ?
C21 C20 C25 120 . . ?
C22 C21 C20 120 . . ?
C22 C21 P5 123.4(14) . . ?
C20 C21 P5 116.6(14) . . ?
C21 C22 C23 120 . . ?
C24 C23 C22 120 . . ?
C25 C24 C23 120 . . ?
C24 C25 C20 120 . . ?
P5 Cu3 I2 110.8(3) . 2_566 ?
P5 Cu3 I1 110.3(3) . . ?
I2 Cu3 I1 106.02(17) 2_566 . ?
P5 Cu3 I1 107.5(3) . 2_566 ?
I2 Cu3 I1 107.15(14) 2_566 2_566 ?
I1 Cu3 I1 115.04(19) . 2_566 ?
P5 Cu3 Cu4 156.7(3) . 2_566 ?
I2 Cu3 Cu4 61.18(15) 2_566 2_566 ?
I1 Cu3 Cu4 56.87(15) . 2_566 ?
I1 Cu3 Cu4 95.75(18) 2_566 2_566 ?
P5 Cu3 Cu3 127.1(3) . 2_566 ?
I2 Cu3 Cu3 122.1(2) 2_566 2_566 ?
I1 Cu3 Cu3 57.58(18) . 2_566 ?
I1 Cu3 Cu3 57.46(15) 2_566 2_566 ?
Cu4 Cu3 Cu3 65.5(2) 2_566 2_566 ?
N1 Cu4 I1 137.7(6) . 2_566 ?
N1 Cu4 I2 104.9(8) . . ?
I1 Cu4 I2 105.4(2) 2_566 . ?
N1 Cu4 Cu3 116.8(8) . 2_566 ?
I1 Cu4 Cu3 60.16(15) 2_566 2_566 ?
I2 Cu4 Cu3 57.15(16) . 2_566 ?
N1 Cu4 I2 93.4(8) . 2_666 ?
I1 Cu4 I2 107.04(17) 2_566 2_666 ?
I2 Cu4 I2 103.97(16) . 2_666 ?
Cu3 Cu4 I2 146.9(2) 2_566 2_666 ?
Cu4 I1 Cu3 62.97(17) 2_566 . ?
Cu4 I1 Cu3 70.62(13) 2_566 2_566 ?
Cu3 I1 Cu3 64.96(19) . 2_566 ?
Cu3 I2 Cu4 61.67(16) 2_566 . ?
Cu3 I2 Cu4 128.71(17) 2_566 2_666 ?
Cu4 I2 Cu4 76.03(16) . 2_666 ?
C21 P5 C8 105.6(14) . . ?
C21 P5 C1 102.4(14) . . ?
C8 P5 C1 103.2(12) . . ?
C21 P5 Cu3 115.6(9) . . ?
C8 P5 Cu3 116.7(9) . . ?
C1 P5 Cu3 111.7(15) . . ?
C1 N1 C5 117(2) . . ?
C1 N1 Cu4 129.2(16) . . ?
C5 N1 Cu4 114.1(19) . . ?

# NOTES
# The uniqueness of the crystal, synthesized by solvothermal reaction, not allowed to obtain better data.
# Bad quality data due to the poor cristallinity and high mosaicity of the sample.

# END of CIF
_database_code_depnum_ccdc_archive 'CCDC 979008'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_PN14capillary

_chemical_formula_sum            'Cu1 I1 P3 N3 C51 H42'
_chemical_formula_weight         980.28
_chemical_formula_moiety         'Cu1 I1 P3 N3 C51 H42'


_chemical_name_mineral           ?PN14?
_cell_length_a                   13.64705
_cell_length_b                   13.64705
_cell_length_c                   14.73999
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2377.417
_symmetry_cell_setting           Trigonal
_symmetry_space_group_name_H-M   P-3
_cell_formula_units_Z            2
loop_
_symmetry_equiv_pos_as_xyz
'-x, -y, -z'
'-x+y, -x, z'
'-y, x-y, z'
'y, -x+y, -z'
'x-y, x, -z'
'x, y, z'


_exptl_crystal_colour            white

_diffrn_ambient_temperature      293
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54060
_diffrn_radiation_monochromator  none
_diffrn_measurement_device_type  
;
 Bruker D8 in Debye-Scherrer geometry
;

_computing_data_collection       'Topas (Coelho ,2007)'
_computing_cell_refinement       'Topas (Coelho ,2007)'

_computing_structure_solution    'Topas (Coelho ,2007)'
_computing_structure_refinement  'Topas (Coelho ,2007)'


_pd_proc_2theta_range_min        5
_pd_proc_2theta_range_max        90

_pd_proc_info_excluded_regions   no
_pd_proc_ls_background_function  Chebyschev


_pd_proc_ls_prof_R_factor        0.05966
_pd_proc_ls_prof_wR_factor       0.07681
_pd_proc_ls_prof_wR_expected     0.04315

_refine_ls_goodness_of_fit_all   1.780


_pd_spec_mount_mode              transmission
_pd_spec_mounting                
;
0.5 mm borosilicate glass capillary
;
_pd_spec_shape                   cylinder
_refine_ls_hydrogen_treatment    constr




loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_symmetry_multiplicity
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_B_iso_or_equiv
I1 I 2 0.66666 0.3333 0.04082 1 2.0149
Cu1 Cu 2 0.66666 0.3333 0.22956 1 3.7592
P1 P 1 0.7407 0.21571 0.26055 1 4.3488
C1 C 1 0.6245 0.07536 0.23166 1 3.65806
C7 C 1 0.8663 0.21892 0.21445 1 3.65806
C13 C 1 0.7539 0.19551 0.38228 1 3.65806
N2 N 1 0.6238 0.03318 0.14634 1 3.65806
C6 C 1 0.5346 0.01052 0.28871 1 3.65806
C8 C 1 0.9185 0.16318 0.25023 1 3.65806
C12 C 1 0.9092 0.27871 0.13493 1 3.65806
C18 C 1 0.7931 0.29245 0.42896 1 3.65806
C14 C 1 0.7307 0.09591 0.42366 1 3.65806
C3 C 1 0.5363 -0.07072 0.11941 1 3.65806
C5 C 1 0.4468 -0.09282 0.26128 1 3.65806
C9 C 1 1.0116 0.16851 0.20652 1 3.65806
C11 C 1 1.0023 0.28496 0.09336 1 3.65806
C17 C 1 0.8071 0.28749 0.51804 1 3.65806
C15 C 1 0.7478 0.09472 0.51535 1 3.65806
C4 C 1 0.4485 -0.13235 0.17688 1 3.65806
C10 C 1 1.0532 0.23012 0.12909 1 3.65806
C16 C 1 0.7862 0.19223 0.56391 1 3.65806
H18 H 1 0.558844 0.187458 0.395662 1 4.755478
H6 H 1 0.53313 0.0416104 0.35645 1 4.755478
H8 H 1 0.886838 0.114918 0.312778 1 4.755478
H12 H 1 0.868407 0.321855 0.104475 1 4.755478
H14 H 1 0.699009 0.0185621 0.384033 1 4.755478
H3 H 1 0.537426 -0.103432 0.0522653 1 4.755478
H5 H 1 0.376352 -0.142646 0.306941 1 4.755478
H9 H 1 1.05138 0.123068 0.234492 1 4.755478
H11 H 1 1.03538 0.3342 0.031407 1 4.755478
H17 H 1 0.837433 0.365187 0.556965 1 4.755478
H15 H 1 0.730878 0.0167242 0.54896 1 4.755478
H4 H 1 0.379047 -0.213962 0.155135 1 4.755478
H10 H 1 1.12701 0.235337 0.0960004 1 4.755478
H16 H 1 0.7997 0.193914 0.636843 1 4.755478
_database_code_depnum_ccdc_archive 'CCDC 979009'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_cuipn-crist-giallo

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H28 Cu4 I4 N2 P2'
_chemical_formula_weight         1288.28

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'
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'
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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   16.7222(3)
_cell_length_b                   13.9164(3)
_cell_length_c                   16.4466(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.688(2)
_cell_angle_gamma                90.00
_cell_volume                     3772.75(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    26557
_cell_measurement_theta_min      2.9610
_cell_measurement_theta_max      29.7210

_exptl_crystal_description       prism
_exptl_crystal_colour            'light yellow'
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.268
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2416
_exptl_absorpt_coefficient_mu    5.609
_exptl_absorpt_correction_T_min  0.20290
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_detector_area_resol_mean 16.1340
_diffrn_measurement_method       'ω scans'
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            117227
_diffrn_reflns_av_R_equivalents  0.0534
_diffrn_reflns_av_sigmaI/netI    0.0259
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.87
_diffrn_reflns_theta_max         30.96
_reflns_number_total             11078
_reflns_number_gt                9429
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_structure_solution    'shelx 86'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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 > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0273P)²+12.4569P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         11078
_refine_ls_number_parameters     415
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0621
_refine_ls_R_factor_gt           0.0489
_refine_ls_wR_factor_ref         0.0979
_refine_ls_wR_factor_gt          0.0933
_refine_ls_goodness_of_fit_ref   1.174
_refine_ls_restrained_S_all      1.174
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.3401(2) 0.7159(3) 0.1915(2) 0.0322(8) Uani 1 1 d . . .
N2 N 0.1518(2) 0.2684(3) 0.2866(2) 0.0304(8) Uani 1 1 d . . .
C11 C 0.3130(3) 0.7269(3) 0.1097(3) 0.0296(9) Uani 1 1 d . . .
C14 C 0.3743(3) 0.2252(3) 0.4034(3) 0.0328(9) Uani 1 1 d . . .
C23 C 0.2050(3) 0.2336(3) 0.3508(3) 0.0281(8) Uani 1 1 d . . .
C7 C 0.2240(3) 0.6470(3) -0.0392(3) 0.0345(10) Uani 1 1 d . . .
C1 C 0.1438(3) 0.7573(3) 0.0720(3) 0.0321(9) Uani 1 1 d . . .
C15 C 0.3942(3) 0.1864(4) 0.3319(3) 0.0422(11) Uani 1 1 d . . .
H15 H 0.3653 0.2048 0.2810 0.051 Uiso 1 1 calc R . .
C19 C 0.0873(3) 0.2132(4) 0.2577(3) 0.0413(11) Uani 1 1 d . . .
H19 H 0.0502 0.2359 0.2133 0.050 Uiso 1 1 calc R . .
C12 C 0.3527(3) 0.7874(4) 0.0624(3) 0.0388(11) Uani 1 1 d . . .
H12 H 0.3348 0.7921 0.0058 0.047 Uiso 1 1 calc R . .
C22 C 0.1946(3) 0.1453(3) 0.3857(3) 0.0361(10) Uani 1 1 d . . .
H22 H 0.2327 0.1229 0.4295 0.043 Uiso 1 1 calc R . .
C13 C 0.4033(3) 0.7684(4) 0.2259(3) 0.0397(11) Uani 1 1 d . . .
H13 H 0.4212 0.7620 0.2823 0.048 Uiso 1 1 calc R . .
C21 C 0.1277(3) 0.0902(4) 0.3556(4) 0.0443(12) Uani 1 1 d . . .
H21 H 0.1196 0.0309 0.3790 0.053 Uiso 1 1 calc R . .
C20 C 0.0731(3) 0.1249(4) 0.2904(3) 0.0440(12) Uani 1 1 d . . .
H20 H 0.0274 0.0894 0.2686 0.053 Uiso 1 1 calc R . .
C2 C 0.1576(4) 0.8536(4) 0.0572(5) 0.0624(18) Uani 1 1 d . . .
H2 H 0.2078 0.8724 0.0457 0.075 Uiso 1 1 calc R . .
C16 C 0.4565(4) 0.1206(4) 0.3356(5) 0.0568(16) Uani 1 1 d . . .
H16 H 0.4689 0.0939 0.2874 0.068 Uiso 1 1 calc R . .
C18 C 0.4185(3) 0.1988(4) 0.4790(3) 0.0475(13) Uani 1 1 d . . .
H18 H 0.4058 0.2245 0.5274 0.057 Uiso 1 1 calc R . .
C8 C 0.2875(4) 0.5930(4) -0.0598(4) 0.0523(14) Uani 1 1 d . . .
H8 H 0.3266 0.5675 -0.0185 0.063 Uiso 1 1 calc R . .
C6 C 0.0689(4) 0.7315(5) 0.0886(4) 0.0582(16) Uani 1 1 d . . .
H6 H 0.0580 0.6674 0.0985 0.070 Uiso 1 1 calc R . .
C10 C 0.1647(4) 0.6818(4) -0.1014(3) 0.0484(13) Uani 1 1 d . . .
H10 H 0.1210 0.7166 -0.0888 0.058 Uiso 1 1 calc R . .
C9 C 0.2928(4) 0.5770(5) -0.1425(4) 0.0637(18) Uani 1 1 d . . .
H9 H 0.3358 0.5415 -0.1560 0.076 Uiso 1 1 calc R . .
C17 C 0.4819(4) 0.1339(5) 0.4823(5) 0.0647(18) Uani 1 1 d . . .
H17 H 0.5121 0.1168 0.5330 0.078 Uiso 1 1 calc R . .
C4 C 0.0250(5) 0.8945(6) 0.0770(5) 0.075(2) Uani 1 1 d . . .
H4 H -0.0147 0.9407 0.0800 0.091 Uiso 1 1 calc R . .
C5 C 0.0097(4) 0.7999(6) 0.0906(5) 0.076(2) Uani 1 1 d . . .
H5 H -0.0410 0.7815 0.1013 0.092 Uiso 1 1 calc R . .
C3 C 0.0987(5) 0.9212(5) 0.0591(6) 0.079(2) Uani 1 1 d . . .
H3 H 0.1088 0.9852 0.0482 0.095 Uiso 1 1 calc R . .
C29 C 0.2748(3) 0.3423(3) 0.4938(3) 0.0295(9) Uani 1 1 d . . .
C27 C 0.4437(3) 0.8319(4) 0.1824(4) 0.0436(12) Uani 1 1 d . . .
H27 H 0.4872 0.8681 0.2089 0.052 Uiso 1 1 calc R . .
C26 C 0.4179(3) 0.8401(4) 0.0988(3) 0.0416(11) Uani 1 1 d . . .
H26 H 0.4446 0.8809 0.0674 0.050 Uiso 1 1 calc R . .
C28 C 0.2085(3) 0.3126(4) 0.5267(3) 0.0464(13) Uani 1 1 d . . .
H28 H 0.1704 0.2724 0.4959 0.056 Uiso 1 1 calc R . .
C30 C 0.3305(4) 0.4017(5) 0.5417(4) 0.0566(16) Uani 1 1 d . . .
H30 H 0.3759 0.4231 0.5211 0.068 Uiso 1 1 calc R . .
C31 C 0.5002(4) 0.0947(5) 0.4111(5) 0.0629(18) Uani 1 1 d . . .
H31 H 0.5423 0.0505 0.4138 0.076 Uiso 1 1 calc R . .
C24 C 0.1718(5) 0.6635(5) -0.1833(4) 0.0633(18) Uani 1 1 d . . .
H24 H 0.1320 0.6863 -0.2253 0.076 Uiso 1 1 calc R . .
C25 C 0.2357(5) 0.6130(5) -0.2032(4) 0.0637(19) Uani 1 1 d . . .
H25 H 0.2400 0.6032 -0.2582 0.076 Uiso 1 1 calc R . .
C33 C 0.2528(4) 0.3996(4) 0.6508(3) 0.0525(15) Uani 1 1 d . . .
H33 H 0.2451 0.4188 0.7031 0.063 Uiso 1 1 calc R . .
C32 C 0.3193(5) 0.4296(5) 0.6201(4) 0.0660(19) Uani 1 1 d . . .
H32 H 0.3574 0.4689 0.6518 0.079 Uiso 1 1 calc R . .
C34 C 0.1972(4) 0.3408(5) 0.6040(4) 0.0582(16) Uani 1 1 d . . .
H34 H 0.1518 0.3201 0.6247 0.070 Uiso 1 1 calc R . .
I1 I 0.17115(2) 0.56119(2) 0.31105(2) 0.04082(8) Uani 1 1 d . . .
I2 I 0.42569(2) 0.56137(2) 0.37532(2) 0.03925(8) Uani 1 1 d . . .
I3 I 0.06967(2) 0.42018(3) 0.09191(2) 0.04540(9) Uani 1 1 d . . .
I4 I 0.32508(2) 0.40956(3) 0.15974(2) 0.04117(8) Uani 1 1 d . . .
Cu5 Cu 0.31248(4) 0.43896(4) 0.31535(4) 0.03897(14) Uani 1 1 d . . .
Cu6 Cu 0.19757(4) 0.52650(5) 0.13292(4) 0.04828(17) Uani 1 1 d . . .
Cu7 Cu 0.30131(5) 0.61306(5) 0.25921(4) 0.05126(18) Uani 1 1 d . . .
Cu8 Cu 0.16427(5) 0.39420(6) 0.23140(5) 0.0610(2) Uani 1 1 d . . .
P9 P 0.29149(6) 0.31224(8) 0.39077(7) 0.0258(2) Uani 1 1 d . . .
P10 P 0.21856(7) 0.66310(8) 0.07006(7) 0.0300(2) Uani 1 1 d . . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
N1 C13 1.330(6) . ?
N1 C11 1.355(6) . ?
N1 Cu7 1.988(4) . ?
N2 C19 1.345(6) . ?
N2 C23 1.350(5) . ?
N2 Cu8 1.999(4) . ?
C11 C12 1.389(6) . ?
C11 P10 1.833(4) . ?
C14 C15 1.384(7) . ?
C14 C18 1.385(7) . ?
C14 P9 1.825(5) . ?
C23 C22 1.381(6) . ?
C23 P9 1.844(4) . ?
C7 C10 1.387(7) . ?
C7 C8 1.390(8) . ?
C7 P10 1.827(5) . ?
C1 C6 1.375(7) . ?
C1 C2 1.387(7) . ?
C1 P10 1.816(5) . ?
C15 C16 1.381(8) . ?
C19 C20 1.377(7) . ?
C12 C26 1.366(7) . ?
C22 C21 1.378(7) . ?
C13 C27 1.384(7) . ?
C21 C20 1.374(8) . ?
C2 C3 1.366(9) . ?
C16 C31 1.379(10) . ?
C18 C17 1.386(8) . ?
C8 C9 1.395(9) . ?
C6 C5 1.377(9) . ?
C10 C24 1.395(8) . ?
C9 C25 1.356(10) . ?
C17 C31 1.372(10) . ?
C4 C3 1.366(11) . ?
C4 C5 1.368(11) . ?
C29 C28 1.377(7) . ?
C29 C30 1.387(7) . ?
C29 P9 1.812(4) . ?
C27 C26 1.374(8) . ?
C28 C34 1.374(7) . ?
C30 C32 1.389(8) . ?
C24 C25 1.364(10) . ?
C33 C32 1.361(9) . ?
C33 C34 1.372(9) . ?
I1 Cu7 2.5710(8) . ?
I1 Cu8 2.6606(10) . ?
I1 Cu5 2.9030(7) . ?
I1 Cu6 3.0734(8) . ?
I2 Cu5 2.6134(7) . ?
I2 Cu7 2.6745(8) . ?
I3 Cu8 2.5836(7) . ?
I3 Cu6 2.5947(7) . ?
I4 Cu5 2.6350(7) . ?
I4 Cu6 2.6596(8) . ?
Cu5 P9 2.2177(12) . ?
Cu5 Cu7 2.5884(9) . ?
Cu5 Cu8 2.6991(10) . ?
Cu6 P10 2.2199(12) . ?
Cu6 Cu8 2.5742(9) . ?
Cu6 Cu7 2.7500(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 N1 C11 118.0(4) . . ?
C13 N1 Cu7 117.9(3) . . ?
C11 N1 Cu7 123.5(3) . . ?
C19 N2 C23 117.1(4) . . ?
C19 N2 Cu8 118.6(3) . . ?
C23 N2 Cu8 124.3(3) . . ?
N1 C11 C12 120.9(4) . . ?
N1 C11 P10 115.0(3) . . ?
C12 C11 P10 124.0(4) . . ?
C15 C14 C18 119.4(5) . . ?
C15 C14 P9 116.6(4) . . ?
C18 C14 P9 124.0(4) . . ?
N2 C23 C22 122.2(4) . . ?
N2 C23 P9 116.1(3) . . ?
C22 C23 P9 121.7(3) . . ?
C10 C7 C8 119.3(5) . . ?
C10 C7 P10 122.4(4) . . ?
C8 C7 P10 118.2(4) . . ?
C6 C1 C2 118.1(5) . . ?
C6 C1 P10 117.9(4) . . ?
C2 C1 P10 124.0(4) . . ?
C16 C15 C14 120.6(5) . . ?
N2 C19 C20 123.5(5) . . ?
C26 C12 C11 120.1(5) . . ?
C21 C22 C23 119.8(5) . . ?
N1 C13 C27 123.6(5) . . ?
C20 C21 C22 118.6(5) . . ?
C21 C20 C19 118.9(5) . . ?
C3 C2 C1 121.3(6) . . ?
C31 C16 C15 119.7(6) . . ?
C14 C18 C17 119.8(6) . . ?
C7 C8 C9 120.0(6) . . ?
C1 C6 C5 120.5(6) . . ?
C7 C10 C24 118.9(6) . . ?
C25 C9 C8 120.5(7) . . ?
C31 C17 C18 120.3(6) . . ?
C3 C4 C5 119.8(6) . . ?
C4 C5 C6 120.4(6) . . ?
C4 C3 C2 119.9(7) . . ?
C28 C29 C30 117.7(5) . . ?
C28 C29 P9 124.0(4) . . ?
C30 C29 P9 118.3(4) . . ?
C26 C27 C13 118.1(5) . . ?
C12 C26 C27 119.2(5) . . ?
C34 C28 C29 121.5(5) . . ?
C29 C30 C32 120.7(6) . . ?
C17 C31 C16 120.2(5) . . ?
C25 C24 C10 121.5(6) . . ?
C9 C25 C24 119.8(6) . . ?
C32 C33 C34 119.6(5) . . ?
C33 C32 C30 120.3(6) . . ?
C33 C34 C28 120.3(6) . . ?
Cu7 I1 Cu8 92.92(3) . . ?
Cu7 I1 Cu5 56.04(2) . . ?
Cu8 I1 Cu5 57.85(2) . . ?
Cu7 I1 Cu6 57.49(2) . . ?
Cu8 I1 Cu6 52.76(2) . . ?
Cu5 I1 Cu6 71.59(2) . . ?
Cu5 I2 Cu7 58.60(2) . . ?
Cu8 I3 Cu6 59.62(2) . . ?
Cu5 I4 Cu6 82.71(2) . . ?
P9 Cu5 Cu7 159.25(5) . . ?
P9 Cu5 I2 118.69(4) . . ?
Cu7 Cu5 I2 61.88(2) . . ?
P9 Cu5 I4 117.76(4) . . ?
Cu7 Cu5 I4 79.14(3) . . ?
I2 Cu5 I4 107.25(2) . . ?
P9 Cu5 Cu8 83.36(4) . . ?
Cu7 Cu5 Cu8 91.64(3) . . ?
I2 Cu5 Cu8 152.62(3) . . ?
I4 Cu5 Cu8 71.57(3) . . ?
P9 Cu5 I1 105.95(4) . . ?
Cu7 Cu5 I1 55.48(2) . . ?
I2 Cu5 I1 99.34(2) . . ?
I4 Cu5 I1 105.37(2) . . ?
Cu8 Cu5 I1 56.57(2) . . ?
P10 Cu6 Cu8 166.76(5) . . ?
P10 Cu6 I3 123.73(4) . . ?
Cu8 Cu6 I3 59.98(2) . . ?
P10 Cu6 I4 114.58(4) . . ?
Cu8 Cu6 I4 73.15(3) . . ?
I3 Cu6 I4 107.27(3) . . ?
P10 Cu6 Cu7 81.23(4) . . ?
Cu8 Cu6 Cu7 90.79(3) . . ?
I3 Cu6 Cu7 146.49(3) . . ?
I4 Cu6 Cu7 75.91(3) . . ?
P10 Cu6 I1 111.64(4) . . ?
Cu8 Cu6 I1 55.36(3) . . ?
I3 Cu6 I1 95.33(2) . . ?
I4 Cu6 I1 100.24(2) . . ?
Cu7 Cu6 I1 52.04(2) . . ?
N1 Cu7 I1 139.66(12) . . ?
N1 Cu7 Cu5 149.63(12) . . ?
I1 Cu7 Cu5 68.48(2) . . ?
N1 Cu7 I2 107.79(11) . . ?
I1 Cu7 I2 106.73(3) . . ?
Cu5 Cu7 I2 59.52(2) . . ?
N1 Cu7 Cu6 96.67(11) . . ?
I1 Cu7 Cu6 70.47(2) . . ?
Cu5 Cu7 Cu6 81.83(3) . . ?
I2 Cu7 Cu6 137.51(3) . . ?
N2 Cu8 Cu6 164.20(12) . . ?
N2 Cu8 I3 115.54(11) . . ?
Cu6 Cu8 I3 60.41(2) . . ?
N2 Cu8 I1 122.71(11) . . ?
Cu6 Cu8 I1 71.88(3) . . ?
I3 Cu8 I1 106.51(3) . . ?
N2 Cu8 Cu5 97.26(10) . . ?
Cu6 Cu8 Cu5 83.09(3) . . ?
I3 Cu8 Cu5 142.59(3) . . ?
I1 Cu8 Cu5 65.59(2) . . ?
C29 P9 C14 106.3(2) . . ?
C29 P9 C23 103.6(2) . . ?
C14 P9 C23 100.4(2) . . ?
C29 P9 Cu5 113.78(15) . . ?
C14 P9 Cu5 113.76(14) . . ?
C23 P9 Cu5 117.44(14) . . ?
C1 P10 C7 104.7(2) . . ?
C1 P10 C11 101.4(2) . . ?
C7 P10 C11 103.1(2) . . ?
C1 P10 Cu6 116.55(15) . . ?
C7 P10 Cu6 113.01(15) . . ?
C11 P10 Cu6 116.33(15) . . ?

_diffrn_measured_fraction_theta_max 0.926
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.790
_refine_diff_density_min         -1.732
_refine_diff_density_rms         0.125
_database_code_depnum_ccdc_archive 'CCDC 979010'
