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

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#                                CCDC 
# 
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#  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.
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#  fide research purposes only. It may contain copyright material
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data_TRIAL1

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H23 N6 O P S'
_chemical_formula_weight         510.54

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   12.5293(9)
_cell_length_b                   13.0003(9)
_cell_length_c                   16.0504(11)
_cell_angle_alpha                90
_cell_angle_beta                 97.7630(10)
_cell_angle_gamma                90
_cell_volume                     2590.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6426
_cell_measurement_theta_min      2.71
_cell_measurement_theta_max      28.24

_exptl_crystal_description       prism
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_F_000             1064
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    0.219
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.705
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   SADABS

_exptl_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_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            39121
_diffrn_reflns_av_unetI/netI     0.0415
_diffrn_reflns_av_R_equivalents  0.0582
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.023
_diffrn_reflns_theta_max         28.456
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6497
_reflns_number_gt                5057
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

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

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0393P)²+1.4818P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6497
_refine_ls_number_parameters     333
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0578
_refine_ls_R_factor_gt           0.0391
_refine_ls_wR_factor_ref         0.0994
_refine_ls_wR_factor_gt          0.0899
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_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
C11 C 0.77526(12) 0.67530(12) 0.03669(9) 0.0137(3) Uani 1 1 d . . . . .
C12 C 0.72458(14) 0.65977(12) -0.04707(10) 0.0186(3) Uani 1 1 d . . . . .
H12 H 0.7297 0.5934 -0.0710 0.022 Uiso 1 1 calc R U . . .
C14 C 0.66481(13) 0.82726(12) -0.06025(10) 0.0183(3) Uani 1 1 d . . . . .
C15 C 0.71151(13) 0.84970(12) 0.02289(10) 0.0163(3) Uani 1 1 d . . . . .
C16 C 0.76707(13) 0.77104(12) 0.07136(10) 0.0157(3) Uani 1 1 d . . . . .
H16 H 0.7986 0.7842 0.1276 0.019 Uiso 1 1 calc R U . . .
C17 C 0.70093(15) 0.95083(13) 0.05341(11) 0.0233(4) Uani 1 1 d . . . . .
H17 H 0.7311 0.9674 0.1093 0.028 Uiso 1 1 calc R U . . .
C18 C 0.64800(16) 1.02482(13) 0.00363(12) 0.0274(4) Uani 1 1 d . . . . .
H18 H 0.6414 1.0922 0.0252 0.033 Uiso 1 1 calc R U . . .
C19 C 0.60310(15) 1.00215(13) -0.07939(12) 0.0259(4) Uani 1 1 d . . . . .
H19 H 0.5671 1.0544 -0.1138 0.031 Uiso 1 1 calc R U . . .
C20 C 0.61106(14) 0.90526(13) -0.11075(11) 0.0236(4) Uani 1 1 d . . . . .
H20 H 0.5803 0.8903 -0.1668 0.028 Uiso 1 1 calc R U . . .
C21 C 1.10304(13) 0.66476(11) 0.13587(10) 0.0157(3) Uani 1 1 d . . . . .
C22 C 1.10957(13) 0.60677(12) 0.06196(10) 0.0176(3) Uani 1 1 d . . . . .
H22 H 1.0453 0.5766 0.0344 0.021 Uiso 1 1 calc R U . . .
C24 C 1.29173(13) 0.63681(12) 0.06762(10) 0.0180(3) Uani 1 1 d . . . . .
C25 C 1.29317(13) 0.69600(12) 0.14173(10) 0.0175(3) Uani 1 1 d . . . . .
C26 C 1.19620(13) 0.70833(12) 0.17587(10) 0.0178(3) Uani 1 1 d . . . . .
H26 H 1.1951 0.7465 0.2262 0.021 Uiso 1 1 calc R U . . .
C27 C 1.39219(14) 0.73917(13) 0.17885(11) 0.0235(4) Uani 1 1 d . . . . .
H27 H 1.3949 0.7779 0.2293 0.028 Uiso 1 1 calc R U . . .
C28 C 1.48372(14) 0.72549(14) 0.14271(12) 0.0262(4) Uani 1 1 d . . . . .
H28 H 1.5495 0.7551 0.1680 0.031 Uiso 1 1 calc R U . . .
C29 C 1.48142(15) 0.66790(15) 0.06838(12) 0.0289(4) Uani 1 1 d . . . . .
H29 H 1.5455 0.6596 0.0435 0.035 Uiso 1 1 calc R U . . .
C30 C 1.38764(14) 0.62369(14) 0.03159(12) 0.0252(4) Uani 1 1 d . . . . .
H30 H 1.3870 0.5841 -0.0182 0.030 Uiso 1 1 calc R U . . .
C31 C 0.74575(13) 0.61424(12) 0.26177(10) 0.0158(3) Uani 1 1 d . . . . .
C32 C 0.68852(14) 0.52720(12) 0.22628(10) 0.0187(3) Uani 1 1 d . . . . .
H32 H 0.7180 0.4897 0.1839 0.022 Uiso 1 1 calc R U . . .
C34 C 0.55400(14) 0.54741(13) 0.31030(12) 0.0230(4) Uani 1 1 d . . . . .
C35 C 0.60534(14) 0.63582(13) 0.34849(11) 0.0227(4) Uani 1 1 d . . . . .
C36 C 0.70197(13) 0.66867(12) 0.32203(10) 0.0188(3) Uani 1 1 d . . . . .
H36 H 0.7371 0.7286 0.3459 0.023 Uiso 1 1 calc R U . . .
C37 C 0.55790(17) 0.68590(15) 0.41295(14) 0.0342(5) Uani 1 1 d . . . . .
H37 H 0.5904 0.7460 0.4388 0.041 Uiso 1 1 calc R U . . .
C38 C 0.46586(19) 0.64801(17) 0.43797(16) 0.0456(6) Uani 1 1 d . . . . .
H38 H 0.4352 0.6816 0.4816 0.055 Uiso 1 1 calc R U . . .
C39 C 0.41567(18) 0.55967(17) 0.39995(16) 0.0449(6) Uani 1 1 d . . . . .
H39 H 0.3518 0.5341 0.4184 0.054 Uiso 1 1 calc R U . . .
C40 C 0.45795(16) 0.51062(15) 0.33698(14) 0.0341(5) Uani 1 1 d . . . . .
H40 H 0.4230 0.4517 0.3110 0.041 Uiso 1 1 calc R U . . .
N1 N 0.82869(10) 0.59053(10) 0.07717(8) 0.0140(3) Uani 1 1 d . . . . .
H1 H 0.8172 0.5310 0.0514 0.017 Uiso 1 1 calc R U . . .
N2 N 1.00373(11) 0.67873(10) 0.16563(8) 0.0161(3) Uani 1 1 d . . . . .
H2 H 0.9899 0.7399 0.1850 0.019 Uiso 1 1 calc R U . . .
N3 N 0.84442(11) 0.64388(10) 0.23778(8) 0.0159(3) Uani 1 1 d . . . . .
H3 H 0.8751 0.6984 0.2632 0.019 Uiso 1 1 calc R U . . .
N13 N 0.67148(12) 0.73050(10) -0.09346(9) 0.0210(3) Uani 1 1 d . . . . .
N23 N 1.19881(11) 0.59211(10) 0.02921(8) 0.0183(3) Uani 1 1 d . . . . .
N33 N 0.59697(12) 0.49545(10) 0.24871(9) 0.0209(3) Uani 1 1 d . . . . .
P1 P 0.91030(3) 0.58807(3) 0.16698(2) 0.01379(9) Uani 1 1 d . . . . .
S1 S 0.96114(4) 0.44880(3) 0.18588(3) 0.02217(11) Uani 1 1 d . . . . .
O1 O 0.52389(10) 0.30705(9) 0.19664(8) 0.0222(3) Uani 1 1 d . . . . .
H1A H 0.5436(19) 0.3730(19) 0.2088(15) 0.045(7) Uiso 1 1 d . . . . .
H1B H 0.463(2) 0.304(2) 0.1658(17) 0.057(8) Uiso 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
C11 C16 1.373(2) . ?
C11 N1 1.4026(19) . ?
C11 C12 1.421(2) . ?
C12 N13 1.307(2) . ?
C12 H12 0.9500 . ?
C14 N13 1.373(2) . ?
C14 C20 1.411(2) . ?
C14 C15 1.413(2) . ?
C15 C16 1.410(2) . ?
C15 C17 1.415(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.364(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.406(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.365(2) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 C26 1.376(2) . ?
C21 N2 1.404(2) . ?
C21 C22 1.417(2) . ?
C22 N23 1.312(2) . ?
C22 H22 0.9500 . ?
C24 N23 1.371(2) . ?
C24 C30 1.413(2) . ?
C24 C25 1.415(2) . ?
C25 C26 1.408(2) . ?
C25 C27 1.417(2) . ?
C26 H26 0.9500 . ?
C27 C28 1.365(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.405(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.368(3) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 C36 1.371(2) . ?
C31 N3 1.398(2) . ?
C31 C32 1.417(2) . ?
C32 N33 1.314(2) . ?
C32 H32 0.9500 . ?
C34 N33 1.366(2) . ?
C34 C40 1.414(3) . ?
C34 C35 1.416(2) . ?
C35 C36 1.403(2) . ?
C35 C37 1.419(3) . ?
C36 H36 0.9500 . ?
C37 C38 1.363(3) . ?
C37 H37 0.9500 . ?
C38 C39 1.408(3) . ?
C38 H38 0.9500 . ?
C39 C40 1.361(3) . ?
C39 H39 0.9500 . ?
C40 H40 0.9500 . ?
N1 P1 1.6511(13) . ?
N1 H1 0.8800 . ?
N2 P1 1.6634(13) . ?
N2 H2 0.8800 . ?
N3 P1 1.6590(14) . ?
N3 H3 0.8800 . ?
P1 S1 1.9297(6) . ?
O1 H1A 0.91(3) . ?
O1 H1B 0.85(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C16 C11 N1 125.57(14) . . ?
C16 C11 C12 117.63(14) . . ?
N1 C11 C12 116.80(13) . . ?
N13 C12 C11 124.53(15) . . ?
N13 C12 H12 117.7 . . ?
C11 C12 H12 117.7 . . ?
N13 C14 C20 119.00(15) . . ?
N13 C14 C15 121.10(14) . . ?
C20 C14 C15 119.90(15) . . ?
C16 C15 C14 118.80(14) . . ?
C16 C15 C17 123.02(15) . . ?
C14 C15 C17 118.19(14) . . ?
C11 C16 C15 119.48(14) . . ?
C11 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
C18 C17 C15 120.88(16) . . ?
C18 C17 H17 119.6 . . ?
C15 C17 H17 119.6 . . ?
C17 C18 C19 120.53(16) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 H18 119.7 . . ?
C20 C19 C18 120.21(16) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C19 C20 C14 120.29(16) . . ?
C19 C20 H20 119.9 . . ?
C14 C20 H20 119.9 . . ?
C26 C21 N2 121.54(14) . . ?
C26 C21 C22 117.93(15) . . ?
N2 C21 C22 120.51(14) . . ?
N23 C22 C21 124.14(15) . . ?
N23 C22 H22 117.9 . . ?
C21 C22 H22 117.9 . . ?
N23 C24 C30 118.84(15) . . ?
N23 C24 C25 121.49(15) . . ?
C30 C24 C25 119.66(15) . . ?
C26 C25 C24 118.39(14) . . ?
C26 C25 C27 122.93(15) . . ?
C24 C25 C27 118.67(15) . . ?
C21 C26 C25 119.59(15) . . ?
C21 C26 H26 120.2 . . ?
C25 C26 H26 120.2 . . ?
C28 C27 C25 120.51(16) . . ?
C28 C27 H27 119.7 . . ?
C25 C27 H27 119.7 . . ?
C27 C28 C29 120.54(16) . . ?
C27 C28 H28 119.7 . . ?
C29 C28 H28 119.7 . . ?
C30 C29 C28 120.53(17) . . ?
C30 C29 H29 119.7 . . ?
C28 C29 H29 119.7 . . ?
C29 C30 C24 120.07(17) . . ?
C29 C30 H30 120.0 . . ?
C24 C30 H30 120.0 . . ?
C36 C31 N3 120.33(14) . . ?
C36 C31 C32 117.82(15) . . ?
N3 C31 C32 121.84(14) . . ?
N33 C32 C31 123.61(15) . . ?
N33 C32 H32 118.2 . . ?
C31 C32 H32 118.2 . . ?
N33 C34 C40 119.11(16) . . ?
N33 C34 C35 120.95(16) . . ?
C40 C34 C35 119.93(16) . . ?
C36 C35 C34 118.45(15) . . ?
C36 C35 C37 123.00(16) . . ?
C34 C35 C37 118.54(16) . . ?
C31 C36 C35 120.01(15) . . ?
C31 C36 H36 120.0 . . ?
C35 C36 H36 120.0 . . ?
C38 C37 C35 120.21(18) . . ?
C38 C37 H37 119.9 . . ?
C35 C37 H37 119.9 . . ?
C37 C38 C39 120.86(19) . . ?
C37 C38 H38 119.6 . . ?
C39 C38 H38 119.6 . . ?
C40 C39 C38 120.5(2) . . ?
C40 C39 H39 119.7 . . ?
C38 C39 H39 119.7 . . ?
C39 C40 C34 119.92(19) . . ?
C39 C40 H40 120.0 . . ?
C34 C40 H40 120.0 . . ?
C11 N1 P1 128.33(11) . . ?
C11 N1 H1 115.8 . . ?
P1 N1 H1 115.8 . . ?
C21 N2 P1 124.79(11) . . ?
C21 N2 H2 117.6 . . ?
P1 N2 H2 117.6 . . ?
C31 N3 P1 127.49(11) . . ?
C31 N3 H3 116.3 . . ?
P1 N3 H3 116.3 . . ?
C12 N13 C14 118.44(14) . . ?
C22 N23 C24 118.43(14) . . ?
C32 N33 C34 119.12(14) . . ?
N1 P1 N3 106.42(7) . . ?
N1 P1 N2 109.20(7) . . ?
N3 P1 N2 96.62(7) . . ?
N1 P1 S1 107.93(5) . . ?
N3 P1 S1 119.13(5) . . ?
N2 P1 S1 116.67(5) . . ?
H1A O1 H1B 112(2) . . ?

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
N1 H1 N23 0.88 2.05 2.9177(18) 168.2 3_765
N2 H2 O1 0.88 2.12 2.8278(18) 137.1 2_655
N3 H3 O1 0.88 1.95 2.8039(17) 164.1 2_655
O1 H1A N33 0.91(3) 1.81(3) 2.7072(18) 170(2) .
O1 H1B N13 0.85(3) 1.97(3) 2.8067(19) 169(3) 3_665

_refine_diff_density_max         0.438
_refine_diff_density_min         -0.584
_refine_diff_density_rms         0.057

_shelxl_version_number           2013-3

_database_code_depnum_ccdc_archive 'CCDC 968374'
#######################################################################
#
#                 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.
#
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#  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
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# 
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#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
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data_A2

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C67 H77 Cu6 I5 N15 O6.50 P2 S2'
_chemical_formula_weight         2338.23

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
S S 0.1246 0.1234 '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      trigonal
_space_group_IT_number           147
_space_group_name_H-M_alt        'P -3'
_space_group_name_Hall           '-P 3'

_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'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'

_cell_length_a                   14.304(4)
_cell_length_b                   14.304(4)
_cell_length_c                   24.223(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     4292(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    803
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      18.46

_exptl_crystal_description       prism
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.809
_exptl_crystal_F_000             2274
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    3.399
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.653
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   SADABS

_exptl_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_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18544
_diffrn_reflns_av_unetI/netI     0.1565
_diffrn_reflns_av_R_equivalents  0.1581
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         4.147
_diffrn_reflns_theta_max         25.024
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.963
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.963
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.963
_reflns_number_total             5002
_reflns_number_gt                2388
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

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

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0992P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0015(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5002
_refine_ls_number_parameters     313
_refine_ls_number_restraints     43
_refine_ls_R_factor_all          0.1715
_refine_ls_R_factor_gt           0.0754
_refine_ls_wR_factor_ref         0.2209
_refine_ls_wR_factor_gt          0.1727
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      0.998
_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
P1 P 0.6667 1.3333 0.8596(4) 0.0458(19) Uani 1 3 d S T P . .
P2 P 0.6667 1.3333 0.6401(3) 0.0432(18) Uani 1 3 d S T P . .
S1 S 0.6667 1.3333 0.9369(5) 0.088(3) Uani 1 3 d S T P . .
S2 S 0.6667 1.3333 0.5627(6) 0.097(4) Uani 1 3 d S T P . .
Cu1 Cu 0.43388(16) 0.78741(15) 0.81254(11) 0.0628(7) Uani 1 1 d . . . . .
Cu2 Cu 0.43394(16) 0.78749(15) 0.68738(11) 0.0611(7) Uani 1 1 d . . . . .
I1 I 0.52234(7) 0.69826(7) 0.74995(5) 0.0406(4) Uani 1 1 d . . . . .
I2 I 0.3333 0.6667 0.60283(10) 0.0648(6) Uani 1 3 d S T P . .
I3 I 0.3333 0.6667 0.89725(10) 0.0652(7) Uani 1 3 d S T P . .
N1 N 0.6112(9) 1.2120(9) 0.8306(6) 0.048(3) Uani 1 1 d . . . . .
H1 H 0.5687 1.2005 0.8021 0.057 Uiso 1 1 calc R U . . .
C11 C 0.6254(11) 1.1275(11) 0.8471(7) 0.046(4) Uani 1 1 d . . . . .
C12 C 0.5487(11) 1.0213(11) 0.8283(7) 0.045(4) Uani 1 1 d . . . . .
H12 H 0.4889 1.0122 0.8071 0.055 Uiso 1 1 calc R U . . .
N13 N 0.5573(10) 0.9357(10) 0.8392(7) 0.060(4) Uani 1 1 d . . . . .
C14 C 0.6400(12) 0.9454(11) 0.8738(7) 0.047(4) Uani 1 1 d . . . . .
C15 C 0.6484(13) 0.8546(13) 0.8880(8) 0.061(5) Uani 1 1 d . . . . .
H15 H 0.5976 0.7852 0.8743 0.073 Uiso 1 1 calc R U . . .
C16 C 0.7325(14) 0.8679(16) 0.9225(10) 0.080(6) Uani 1 1 d . . . . .
H16 H 0.7364 0.8061 0.9333 0.096 Uiso 1 1 calc R U . . .
C17 C 0.8077(15) 0.9653(14) 0.9407(9) 0.070(6) Uani 1 1 d . . . . .
H17 H 0.8663 0.9719 0.9622 0.083 Uiso 1 1 calc R U . . .
C18 C 0.8012(13) 1.0563(14) 0.9285(9) 0.065(5) Uani 1 1 d . . . . .
H18 H 0.8542 1.1247 0.9422 0.078 Uiso 1 1 calc R U . . .
C19 C 0.7148(12) 1.0473(11) 0.8953(7) 0.045(4) Uani 1 1 d . . . . .
C20 C 0.7088(11) 1.1391(12) 0.8823(8) 0.049(4) Uani 1 1 d . . . . .
H20 H 0.7596 1.2077 0.8969 0.059 Uiso 1 1 calc R U . . .
N2 N 0.6100(9) 1.2118(9) 0.6696(6) 0.051(4) Uani 1 1 d . . . . .
H2 H 0.5667 1.1998 0.6979 0.061 Uiso 1 1 calc R U . . .
C21 C 0.6266(11) 1.1270(12) 0.6524(7) 0.049(4) Uani 1 1 d . . . . .
C22 C 0.5481(12) 1.0208(11) 0.6719(7) 0.049(4) Uani 1 1 d . . . . .
H22 H 0.4889 1.0123 0.6935 0.059 Uiso 1 1 calc R U . . .
N23 N 0.5567(10) 0.9347(10) 0.6603(6) 0.051(4) Uani 1 1 d . . . . .
C24 C 0.6409(12) 0.9444(13) 0.6255(8) 0.058(5) Uani 1 1 d . . . . .
C25 C 0.6471(14) 0.8561(14) 0.6117(8) 0.066(5) Uani 1 1 d . . . . .
H25 H 0.5936 0.7876 0.6252 0.079 Uiso 1 1 calc R U . . .
C26 C 0.7267(15) 0.8618(14) 0.5794(9) 0.071(6) Uani 1 1 d . . . . .
H26 H 0.7291 0.7984 0.5703 0.086 Uiso 1 1 calc R U . . .
C27 C 0.8056(14) 0.9624(14) 0.5595(9) 0.069(6) Uani 1 1 d . . . . .
H27 H 0.8643 0.9685 0.5384 0.083 Uiso 1 1 calc R U . . .
C28 C 0.7980(13) 1.0525(14) 0.5706(9) 0.066(5) Uani 1 1 d . . . . .
H28 H 0.8497 1.1196 0.5549 0.079 Uiso 1 1 calc R U . . .
C29 C 0.7154(11) 1.0485(12) 0.6048(7) 0.043(4) Uani 1 1 d . . . . .
C30 C 0.7104(12) 1.1378(11) 0.6182(7) 0.045(4) Uani 1 1 d . . . . .
H30 H 0.7628 1.2067 0.6046 0.053 Uiso 1 1 calc R U . . .
O1 O 0.4415(16) 0.149(2) 0.7533(12) 0.042(7) Uiso 0.54(2) 1 d D U P A 1
C1 C 0.358(3) 0.101(3) 0.7833(18) 0.111(13) Uiso 0.54(2) 1 d D U P A 1
H1A H 0.3652 0.0684 0.8162 0.134 Uiso 0.54(2) 1 calc R U P A 1
N3 N 0.255(3) 0.090(3) 0.7723(18) 0.123(13) Uiso 0.54(2) 1 d D U P A 1
C2 C 0.168(3) 0.029(4) 0.805(2) 0.133(19) Uiso 0.54(2) 1 d D U P A 1
H2A H 0.1637 -0.0407 0.8129 0.199 Uiso 0.54(2) 1 calc R U P A 1
H2B H 0.1019 0.0159 0.7865 0.199 Uiso 0.54(2) 1 calc R U P A 1
H2C H 0.1757 0.0667 0.8401 0.199 Uiso 0.54(2) 1 calc R U P A 1
C3 C 0.254(5) 0.185(4) 0.767(4) 0.23(3) Uiso 0.54(2) 1 d D U P A 1
H3A H 0.3131 0.2341 0.7429 0.344 Uiso 0.54(2) 1 calc R U P A 1
H3B H 0.2641 0.2183 0.8038 0.344 Uiso 0.54(2) 1 calc R U P A 1
H3C H 0.1851 0.1706 0.7518 0.344 Uiso 0.54(2) 1 calc R U P A 1
O1' O 0.447(3) 0.161(4) 0.741(2) 0.11(2) Uiso 0.46(2) 1 d D U P A 2
C1' C 0.361(3) 0.104(3) 0.714(2) 0.091(14) Uiso 0.46(2) 1 d D U P A 2
H1' H 0.3662 0.0671 0.6830 0.109 Uiso 0.46(2) 1 calc R U P A 2
N3' N 0.256(3) 0.090(3) 0.7259(18) 0.101(12) Uiso 0.46(2) 1 d D U P A 2
C2' C 0.169(3) 0.028(4) 0.693(2) 0.103(18) Uiso 0.46(2) 1 d D U P A 2
H2'1 H 0.1672 -0.0394 0.6842 0.154 Uiso 0.46(2) 1 calc R U P A 2
H2'2 H 0.1747 0.0675 0.6590 0.154 Uiso 0.46(2) 1 calc R U P A 2
H2'3 H 0.1027 0.0124 0.7127 0.154 Uiso 0.46(2) 1 calc R U P A 2
C3' C 0.253(5) 0.183(4) 0.732(5) 0.22(4) Uiso 0.46(2) 1 d D U P A 2
H3'1 H 0.3121 0.2330 0.7564 0.335 Uiso 0.46(2) 1 calc R U P A 2
H3'2 H 0.1838 0.1670 0.7488 0.335 Uiso 0.46(2) 1 calc R U P A 2
H3'3 H 0.2605 0.2174 0.6961 0.335 Uiso 0.46(2) 1 calc R U P A 2
C1M C 0.427(5) 0.899(4) 0.529(3) 0.059(18) Uiso 0.25 1 d D U P . .
O1M O 0.5000 1.0000 0.5000 0.088(11) Uiso 0.5 2 d DS U P . .
C2M C 0.423(4) 0.907(4) 0.967(3) 0.055(17) Uiso 0.25 1 d D U P B 1
O2M O 0.5000 1.0000 1.0000 0.100(13) Uiso 0.5 2 d DS U P B 1
C3M C 0.932(7) 0.398(6) 0.979(3) 0.13(3) Uiso 0.3333 1 d D U P C 2
O3M O 0.936(3) 0.333(3) 0.9325(16) 0.066(10) Uiso 0.3333 1 d D U P C 2
O1S O 0.395(3) 0.068(3) 0.5673(16) 0.065(9) Uani 0.3333 1 d . U P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 N1 1.660(13) . ?
P1 N1 1.660(13) 2_775 ?
P1 N1 1.660(13) 3_575 ?
P1 S1 1.872(14) . ?
P2 N2 1.668(13) . ?
P2 N2 1.668(13) 2_775 ?
P2 N2 1.668(13) 3_575 ?
P2 S2 1.875(15) . ?
Cu1 N13 2.071(14) . ?
Cu1 I3 2.603(3) . ?
Cu1 I1 2.672(2) 2_665 ?
Cu1 I1 2.672(2) . ?
Cu1 Cu1 2.775(3) 3_565 ?
Cu1 Cu1 2.775(3) 2_665 ?
Cu1 Cu2 3.032(4) . ?
Cu2 N23 2.061(13) . ?
Cu2 I2 2.601(3) . ?
Cu2 I1 2.671(2) 2_665 ?
Cu2 I1 2.672(2) . ?
Cu2 Cu2 2.777(3) 2_665 ?
Cu2 Cu2 2.777(3) 3_565 ?
I1 Cu2 2.671(2) 3_565 ?
I1 Cu1 2.672(2) 3_565 ?
I2 Cu2 2.601(3) 2_665 ?
I2 Cu2 2.601(3) 3_565 ?
I3 Cu1 2.603(3) 2_665 ?
I3 Cu1 2.603(3) 3_565 ?
N1 C11 1.381(17) . ?
C11 C20 1.41(2) . ?
C11 C12 1.43(2) . ?
C12 N13 1.317(17) . ?
N13 C14 1.398(19) . ?
C14 C15 1.41(2) . ?
C14 C19 1.41(2) . ?
C15 C16 1.40(2) . ?
C16 C17 1.34(3) . ?
C17 C18 1.38(2) . ?
C18 C19 1.42(2) . ?
C19 C20 1.395(19) . ?
N2 C21 1.411(18) . ?
C21 C30 1.40(2) . ?
C21 C22 1.44(2) . ?
C22 N23 1.328(17) . ?
N23 C24 1.42(2) . ?
C24 C25 1.35(2) . ?
C24 C29 1.42(2) . ?
C25 C26 1.35(2) . ?
C26 C27 1.40(2) . ?
C27 C28 1.37(2) . ?
C28 C29 1.42(2) . ?
C29 C30 1.354(19) . ?
O1 C1 1.26(2) . ?
C1 N3 1.43(2) . ?
N3 C2 1.37(3) . ?
N3 C3 1.37(3) . ?
O1' C1' 1.260(18) . ?
C1' N3' 1.437(18) . ?
N3' C2' 1.37(3) . ?
N3' C3' 1.37(3) . ?
C1M O1M 1.48(4) . ?
O1M C1M 1.48(4) 4_676 ?
C2M O2M 1.48(4) . ?
O2M C2M 1.48(5) 4_677 ?
C3M O3M 1.48(5) . ?

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 P1 N1 103.4(7) . 2_775 ?
N1 P1 N1 103.4(7) . 3_575 ?
N1 P1 N1 103.4(7) 2_775 3_575 ?
N1 P1 S1 115.0(6) . . ?
N1 P1 S1 115.0(6) 2_775 . ?
N1 P1 S1 115.0(6) 3_575 . ?
N2 P2 N2 102.9(7) . 2_775 ?
N2 P2 N2 102.9(7) . 3_575 ?
N2 P2 N2 102.9(7) 2_775 3_575 ?
N2 P2 S2 115.4(6) . . ?
N2 P2 S2 115.4(6) 2_775 . ?
N2 P2 S2 115.4(6) 3_575 . ?
N13 Cu1 I3 109.8(5) . . ?
N13 Cu1 I1 107.5(4) . 2_665 ?
I3 Cu1 I1 111.54(8) . 2_665 ?
N13 Cu1 I1 107.5(4) . . ?
I3 Cu1 I1 111.53(7) . . ?
I1 Cu1 I1 108.78(10) 2_665 . ?
N13 Cu1 Cu1 145.4(4) . 3_565 ?
I3 Cu1 Cu1 57.79(5) . 3_565 ?
I1 Cu1 Cu1 107.08(6) 2_665 3_565 ?
I1 Cu1 Cu1 58.71(7) . 3_565 ?
N13 Cu1 Cu1 145.3(4) . 2_665 ?
I3 Cu1 Cu1 57.79(5) . 2_665 ?
I1 Cu1 Cu1 58.72(8) 2_665 2_665 ?
I1 Cu1 Cu1 107.07(6) . 2_665 ?
Cu1 Cu1 Cu1 60.001(1) 3_565 2_665 ?
N13 Cu1 Cu2 108.2(5) . . ?
I3 Cu1 Cu2 142.03(9) . . ?
I1 Cu1 Cu2 55.43(7) 2_665 . ?
I1 Cu1 Cu2 55.43(7) . . ?
Cu1 Cu1 Cu2 90.02(5) 3_565 . ?
Cu1 Cu1 Cu2 90.02(5) 2_665 . ?
N23 Cu2 I2 109.5(4) . . ?
N23 Cu2 I1 107.8(4) . 2_665 ?
I2 Cu2 I1 111.48(8) . 2_665 ?
N23 Cu2 I1 107.6(4) . . ?
I2 Cu2 I1 111.47(7) . . ?
I1 Cu2 I1 108.80(10) 2_665 . ?
N23 Cu2 Cu2 145.3(4) . 2_665 ?
I2 Cu2 Cu2 57.74(5) . 2_665 ?
I1 Cu2 Cu2 58.69(8) 2_665 2_665 ?
I1 Cu2 Cu2 107.05(6) . 2_665 ?
N23 Cu2 Cu2 145.1(4) . 3_565 ?
I2 Cu2 Cu2 57.74(5) . 3_565 ?
I1 Cu2 Cu2 107.06(6) 2_665 3_565 ?
I1 Cu2 Cu2 58.68(7) . 3_565 ?
Cu2 Cu2 Cu2 60.0 2_665 3_565 ?
N23 Cu2 Cu1 108.6(4) . . ?
I2 Cu2 Cu1 141.93(9) . . ?
I1 Cu2 Cu1 55.43(7) 2_665 . ?
I1 Cu2 Cu1 55.44(7) . . ?
Cu2 Cu2 Cu1 89.98(5) 2_665 . ?
Cu2 Cu2 Cu1 89.98(5) 3_565 . ?
Cu2 I1 Cu1 69.14(8) 3_565 3_565 ?
Cu2 I1 Cu2 62.63(9) 3_565 . ?
Cu1 I1 Cu2 100.59(7) 3_565 . ?
Cu2 I1 Cu1 100.59(7) 3_565 . ?
Cu1 I1 Cu1 62.58(9) 3_565 . ?
Cu2 I1 Cu1 69.13(8) . . ?
Cu2 I2 Cu2 64.53(9) . 2_665 ?
Cu2 I2 Cu2 64.53(9) . 3_565 ?
Cu2 I2 Cu2 64.53(9) 2_665 3_565 ?
Cu1 I3 Cu1 64.42(9) 2_665 3_565 ?
Cu1 I3 Cu1 64.42(9) 2_665 . ?
Cu1 I3 Cu1 64.42(9) 3_565 . ?
C11 N1 P1 126.2(12) . . ?
N1 C11 C20 124.0(13) . . ?
N1 C11 C12 117.8(14) . . ?
C20 C11 C12 118.2(13) . . ?
N13 C12 C11 123.0(14) . . ?
C12 N13 C14 119.7(13) . . ?
C12 N13 Cu1 117.5(10) . . ?
C14 N13 Cu1 122.3(10) . . ?
N13 C14 C15 120.9(14) . . ?
N13 C14 C19 119.5(12) . . ?
C15 C14 C19 119.6(14) . . ?
C16 C15 C14 119.1(16) . . ?
C17 C16 C15 121.8(18) . . ?
C16 C17 C18 120.8(19) . . ?
C17 C18 C19 119.9(15) . . ?
C20 C19 C14 121.2(15) . . ?
C20 C19 C18 120.1(15) . . ?
C14 C19 C18 118.6(13) . . ?
C19 C20 C11 118.3(14) . . ?
C21 N2 P2 124.5(12) . . ?
C30 C21 N2 125.6(14) . . ?
C30 C21 C22 118.8(13) . . ?
N2 C21 C22 115.6(13) . . ?
N23 C22 C21 121.6(14) . . ?
C22 N23 C24 120.1(13) . . ?
C22 N23 Cu2 117.0(10) . . ?
C24 N23 Cu2 122.5(10) . . ?
C25 C24 N23 120.3(15) . . ?
C25 C24 C29 121.8(16) . . ?
N23 C24 C29 117.8(13) . . ?
C26 C25 C24 122.3(18) . . ?
C25 C26 C27 118.9(16) . . ?
C28 C27 C26 119.9(17) . . ?
C27 C28 C29 122.1(16) . . ?
C30 C29 C24 122.6(14) . . ?
C30 C29 C28 122.6(15) . . ?
C24 C29 C28 114.8(14) . . ?
C29 C30 C21 119.0(14) . . ?
O1 C1 N3 126(3) . . ?
C2 N3 C3 103(4) . . ?
C2 N3 C1 121(3) . . ?
C3 N3 C1 115(4) . . ?
O1' C1' N3' 127(3) . . ?
C2' N3' C3' 103(4) . . ?
C2' N3' C1' 122(3) . . ?
C3' N3' C1' 115(4) . . ?
C1M O1M C1M 179.998(13) 4_676 . ?
C2M O2M C2M 180(4) . 4_677 ?

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
N1 H1 O1 0.88 1.98 2.83(3) 163.8 1_565
N1 H1 O1' 0.88 2.14 3.01(5) 171.8 1_565
N2 H2 O1 0.88 2.06 2.93(3) 168.2 1_565
N2 H2 O1' 0.88 1.84 2.70(5) 163.3 1_565

_refine_diff_density_max         1.364
_refine_diff_density_min         -0.900
_refine_diff_density_rms         0.185

_shelxl_version_number           2013-3

_database_code_depnum_ccdc_archive 'CCDC 968376'
#######################################################################
#
#                 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_platon

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C54 H36 Cu6 I5 N12 P2 S2'
_chemical_formula_weight         1994.75

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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      hexagonal
_space_group_IT_number           176
_space_group_name_H-M_alt        'P 63/m'
_space_group_name_Hall           '-P 6c'

_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'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, z+1/2'
'y, -x+y, z+1/2'
'x-y, x, z+1/2'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'x, y, -z-1/2'
'-y, x-y, -z-1/2'
'-x+y, -x, -z-1/2'

_cell_length_a                   14.306(4)
_cell_length_b                   14.306(4)
_cell_length_c                   25.130(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     4454(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2311
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      18.65

_exptl_crystal_description       prism
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.487
_exptl_crystal_F_000             1890
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    3.255
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6670
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28863
_diffrn_reflns_av_unetI/netI     0.0484
_diffrn_reflns_av_R_equivalents  0.0935
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         4.091
_diffrn_reflns_theta_max         25.020
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.967
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.967
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.967
_reflns_number_total             2679
_reflns_number_gt                1849
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

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

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1076P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0014(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2679
_refine_ls_number_parameters     125
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0836
_refine_ls_R_factor_gt           0.0549
_refine_ls_wR_factor_ref         0.1684
_refine_ls_wR_factor_gt          0.1568
_refine_ls_goodness_of_fit_ref   0.991
_refine_ls_restrained_S_all      0.991
_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
I2 I 1.17600(5) 0.47966(5) 0.7500 0.0491(3) Uani 1 2 d S T P . .
I1 I 1.3333 0.6667 0.60659(4) 0.0728(4) Uani 1 3 d S T P . .
Cu1 Cu 1.21093(9) 0.64792(9) 0.68733(5) 0.0755(5) Uani 1 1 d . . . . .
P1 P 0.6667 0.3333 0.63950(18) 0.0578(10) Uani 1 3 d S T P . .
S1 S 0.6667 0.3333 0.5706(4) 0.162(3) Uani 1 3 d S T P . .
N1 N 0.7880(5) 0.3975(5) 0.6677(3) 0.0585(18) Uani 1 1 d . . . . .
C11 C 0.8718(6) 0.4977(6) 0.6505(3) 0.055(2) Uani 1 1 d . . . . .
C12 C 0.9790(6) 0.5304(6) 0.6706(3) 0.053(2) Uani 1 1 d . . . . .
H12 H 0.9869 0.4820 0.6921 0.064 Uiso 1 1 calc R U . . .
N13 N 1.0654(5) 0.6233(5) 0.6604(3) 0.0587(18) Uani 1 1 d . . . . .
C14 C 1.0540(7) 0.6930(7) 0.6272(4) 0.064(2) Uani 1 1 d . . . . .
C15 C 1.1426(8) 0.7935(8) 0.6149(4) 0.083(3) Uani 1 1 d . . . . .
H15 H 1.2094 0.8129 0.6297 0.099 Uiso 1 1 calc R U . . .
C17 C 1.0362(9) 0.8396(9) 0.5601(5) 0.096(4) Uani 1 1 d . . . . .
H17 H 1.0313 0.8884 0.5374 0.115 Uiso 1 1 calc R U . . .
C16 C 1.1335(8) 0.8653(8) 0.5807(5) 0.089(3) Uani 1 1 d . . . . .
H16 H 1.1942 0.9308 0.5722 0.107 Uiso 1 1 calc R U . . .
C18 C 0.9436(8) 0.7430(8) 0.5717(4) 0.090(3) Uani 1 1 d . . . . .
H18 H 0.8770 0.7286 0.5585 0.108 Uiso 1 1 calc R U . . .
C19 C 0.9519(7) 0.6659(7) 0.6044(4) 0.064(2) Uani 1 1 d . . . . .
C20 C 0.8631(7) 0.5681(7) 0.6172(4) 0.065(2) Uani 1 1 d . . . . .
H20 H 0.7962 0.5499 0.6028 0.078 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
I2 Cu1 2.6915(14) 11_757 ?
I2 Cu1 2.6915(15) 2_755 ?
I2 Cu1 2.7060(14) . ?
I2 Cu1 2.7060(14) 10_557 ?
I1 Cu1 2.6048(17) 3_775 ?
I1 Cu1 2.6048(16) 2_755 ?
I1 Cu1 2.6049(16) . ?
Cu1 N13 2.046(6) . ?
Cu1 I2 2.6915(15) 3_775 ?
Cu1 Cu1 2.829(2) 2_755 ?
Cu1 Cu1 2.829(2) 3_775 ?
P1 N1 1.663(7) 3_665 ?
P1 N1 1.663(7) 2_655 ?
P1 N1 1.663(7) . ?
P1 S1 1.732(11) . ?
N1 C11 1.399(9) . ?
C11 C20 1.363(11) . ?
C11 C12 1.452(10) . ?
C12 N13 1.310(10) . ?
N13 C14 1.372(10) . ?
C14 C15 1.395(12) . ?
C14 C19 1.430(12) . ?
C15 C16 1.394(13) . ?
C17 C16 1.353(14) . ?
C17 C18 1.386(13) . ?
C18 C19 1.427(12) . ?
C19 C20 1.377(12) . ?

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
Cu1 I2 Cu1 71.63(6) 11_757 2_755 ?
Cu1 I2 Cu1 103.34(5) 11_757 . ?
Cu1 I2 Cu1 63.23(5) 2_755 . ?
Cu1 I2 Cu1 63.23(5) 11_757 10_557 ?
Cu1 I2 Cu1 103.34(5) 2_755 10_557 ?
Cu1 I2 Cu1 71.19(6) . 10_557 ?
Cu1 I1 Cu1 65.79(5) 3_775 2_755 ?
Cu1 I1 Cu1 65.79(5) 3_775 . ?
Cu1 I1 Cu1 65.79(5) 2_755 . ?
N13 Cu1 I1 109.5(2) . . ?
N13 Cu1 I2 109.7(2) . 3_775 ?
I1 Cu1 I2 111.60(4) . 3_775 ?
N13 Cu1 I2 108.65(19) . . ?
I1 Cu1 I2 111.13(5) . . ?
I2 Cu1 I2 106.10(5) 3_775 . ?
N13 Cu1 Cu1 144.1(2) . 2_755 ?
I1 Cu1 Cu1 57.10(3) . 2_755 ?
I2 Cu1 Cu1 106.16(4) 3_775 2_755 ?
I2 Cu1 Cu1 58.13(5) . 2_755 ?
N13 Cu1 Cu1 145.58(19) . 3_775 ?
I1 Cu1 Cu1 57.10(3) . 3_775 ?
I2 Cu1 Cu1 58.63(4) 3_775 3_775 ?
I2 Cu1 Cu1 105.76(4) . 3_775 ?
Cu1 Cu1 Cu1 60.0 2_755 3_775 ?
N1 P1 N1 103.1(3) 3_665 2_655 ?
N1 P1 N1 103.1(3) 3_665 . ?
N1 P1 N1 103.1(3) 2_655 . ?
N1 P1 S1 115.2(3) 3_665 . ?
N1 P1 S1 115.2(3) 2_655 . ?
N1 P1 S1 115.2(3) . . ?
C11 N1 P1 123.8(6) . . ?
C20 C11 N1 126.8(7) . . ?
C20 C11 C12 116.5(7) . . ?
N1 C11 C12 116.7(7) . . ?
N13 C12 C11 124.7(7) . . ?
C12 N13 C14 117.5(7) . . ?
C12 N13 Cu1 118.3(5) . . ?
C14 N13 Cu1 123.8(5) . . ?
N13 C14 C15 120.5(8) . . ?
N13 C14 C19 121.5(7) . . ?
C15 C14 C19 118.0(8) . . ?
C16 C15 C14 121.6(9) . . ?
C16 C17 C18 122.0(10) . . ?
C17 C16 C15 119.9(10) . . ?
C17 C18 C19 119.1(9) . . ?
C20 C19 C18 121.9(8) . . ?
C20 C19 C14 118.8(8) . . ?
C18 C19 C14 119.3(8) . . ?
C11 C20 C19 121.0(8) . . ?

_refine_diff_density_max         1.109
_refine_diff_density_min         -0.986
_refine_diff_density_rms         0.142

_shelxl_version_number           2013-3

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 0.000 6 4 ' '
2 -0.023 -0.010 0.161 1990 867 ' '
3 0.000 0.000 0.500 6 4 ' '
_platon_squeeze_details          
;
;
_database_code_depnum_ccdc_archive 'CCDC 968377'
