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

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#                 Cambridge Crystallographic Data Centre
#                                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_R-1

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H34 Cl4 Cu2 N4 O2'
_chemical_formula_sum            'C28 H34 Cl4 Cu2 N4 O2'
_chemical_formula_weight         727.47

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P 1'
_symmetry_space_group_name_Hall  'P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'

_cell_length_a                   5.7707(2)
_cell_length_b                   7.0509(3)
_cell_length_c                   19.2841(8)
_cell_angle_alpha                90.775(3)
_cell_angle_beta                 93.694(3)
_cell_angle_gamma                105.743(3)
_cell_volume                     753.25(5)
_cell_formula_units_Z            1
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    5021
_cell_measurement_theta_min      2.997
_cell_measurement_theta_max      26.315

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.604
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             372
_exptl_absorpt_coefficient_mu    1.800
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5
_exptl_absorpt_correction_T_max  0.6
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(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  'Bruker Smart Aepex CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9180
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_av_sigmaI/netI    0.0577
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.00
_diffrn_reflns_theta_max         26.00
_reflns_number_total             5725
_reflns_number_gt                4300
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_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     
'calc w=1/[σ²(Fo²)+(0.0057P)²+0.0000P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.009(14)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         5725
_refine_ls_number_parameters     365
_refine_ls_number_restraints     718
_refine_ls_R_factor_all          0.0440
_refine_ls_R_factor_gt           0.0278
_refine_ls_wR_factor_ref         0.0387
_refine_ls_wR_factor_gt          0.0377
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      0.987
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1932(13) 1.0010(10) 0.7681(4) 0.0216(11) Uani 1 1 d U . .
C2 C 0.3747(14) 1.0863(10) 0.7250(4) 0.0243(11) Uani 1 1 d U . .
H2 H 0.5144 1.1771 0.7436 0.029 Uiso 1 1 calc R . .
C3 C 0.1517(14) 0.9047(10) 0.6315(4) 0.0219(11) Uani 1 1 d U . .
C4 C -0.0283(14) 0.8207(10) 0.6750(4) 0.0268(12) Uani 1 1 d U . .
H4 H -0.1658 0.7274 0.6564 0.032 Uiso 1 1 calc R . .
C5 C 0.2087(14) 1.0475(10) 0.8422(4) 0.0220(12) Uani 1 1 d U . .
C6 C 0.4111(14) 1.1718(10) 0.8784(4) 0.0261(12) Uani 1 1 d U . .
H6 H 0.5468 1.2333 0.8554 0.031 Uiso 1 1 calc R . .
C7 C 0.4066(13) 1.2020(9) 0.9490(4) 0.0269(11) Uani 1 1 d U . .
C8 C 0.1967(12) 1.1143(8) 0.9808(3) 0.0313(11) Uani 1 1 d U . .
C9 C -0.0020(13) 0.9872(8) 0.9413(3) 0.0321(11) Uani 1 1 d U . .
H9 H -0.1417 0.9270 0.9629 0.039 Uiso 1 1 calc R . .
C10 C 0.6137(12) 1.3262(9) 0.9956(3) 0.0338(12) Uani 1 1 d U . .
H10A H 0.7466 1.2664 0.9965 0.041 Uiso 1 1 calc R . .
H10B H 0.6685 1.4558 0.9764 0.041 Uiso 1 1 calc R . .
C11 C 0.5475(9) 1.3480(6) 1.0678(2) 0.0436(11) Uani 1 1 d U . .
H11 H 0.6746 1.4344 1.0990 0.052 Uiso 1 1 calc R . .
C12 C 0.1889(8) 1.1693(6) 1.0570(2) 0.0373(9) Uani 1 1 d U . .
H12 H 0.0348 1.1153 1.0777 0.045 Uiso 1 1 calc R . .
C13 C 0.2987(11) 1.3958(8) 1.0654(3) 0.0472(13) Uani 1 1 d U . .
H13A H 0.2649 1.4535 1.1082 0.057 Uiso 1 1 calc R . .
H13B H 0.2666 1.4690 1.0253 0.057 Uiso 1 1 calc R . .
C14 C 0.4149(8) 1.1462(7) 1.0987(2) 0.0430(9) Uani 1 1 d U . .
C15 C 0.4915(12) 0.9611(7) 1.0827(3) 0.0580(15) Uani 1 1 d U . .
H15A H 0.6350 0.9625 1.1111 0.087 Uiso 1 1 calc R . .
H15B H 0.5232 0.9570 1.0345 0.087 Uiso 1 1 calc R . .
H15C H 0.3646 0.8469 1.0924 0.087 Uiso 1 1 calc R . .
C16 C 0.3978(9) 1.1654(7) 1.1784(2) 0.0643(13) Uani 1 1 d U . .
H16A H 0.2682 1.0597 1.1928 0.096 Uiso 1 1 calc R . .
H16B H 0.3678 1.2893 1.1896 0.096 Uiso 1 1 calc R . .
H16C H 0.5469 1.1592 1.2021 0.096 Uiso 1 1 calc R . .
C17 C 0.1359(14) 0.8678(10) 0.5552(4) 0.0240(12) Uani 1 1 d U . .
C18 C -0.0622(14) 0.7473(10) 0.5188(4) 0.0280(12) Uani 1 1 d U . .
H18 H -0.1882 0.6706 0.5424 0.034 Uiso 1 1 calc R . .
C19 C -0.0748(14) 0.7397(9) 0.4466(4) 0.0300(11) Uani 1 1 d U . .
C20 C 0.1244(12) 0.8511(8) 0.4142(3) 0.0320(11) Uani 1 1 d U . .
C21 C 0.3138(12) 0.9615(9) 0.4531(3) 0.0322(11) Uani 1 1 d U . .
H21 H 0.4453 1.0338 0.4305 0.039 Uiso 1 1 calc R . .
C22 C -0.2999(12) 0.6236(9) 0.4035(3) 0.0349(12) Uani 1 1 d U . .
H22A H -0.4389 0.6657 0.4159 0.042 Uiso 1 1 calc R . .
H22B H -0.3305 0.4840 0.4119 0.042 Uiso 1 1 calc R . .
C23 C -0.2560(9) 0.6628(7) 0.3254(2) 0.0460(11) Uani 1 1 d U . .
H23 H -0.3931 0.5974 0.2929 0.055 Uiso 1 1 calc R . .
C24 C 0.0999(8) 0.8485(6) 0.3363(2) 0.0433(10) Uani 1 1 d U . .
H24 H 0.2384 0.9284 0.3133 0.052 Uiso 1 1 calc R . .
C25 C -0.1538(11) 0.8840(8) 0.3146(3) 0.0503(13) Uani 1 1 d U . .
H25A H -0.2056 0.9684 0.3468 0.060 Uiso 1 1 calc R . .
H25B H -0.1713 0.9232 0.2669 0.060 Uiso 1 1 calc R . .
C26 C -0.0111(8) 0.6325(7) 0.3067(2) 0.0466(10) Uani 1 1 d U . .
C27 C 0.0083(9) 0.6186(7) 0.2278(2) 0.0706(15) Uani 1 1 d U . .
H27A H 0.1750 0.6453 0.2182 0.106 Uiso 1 1 calc R . .
H27B H -0.0609 0.7133 0.2055 0.106 Uiso 1 1 calc R . .
H27C H -0.0772 0.4884 0.2106 0.106 Uiso 1 1 calc R . .
C28 C 0.0642(11) 0.4622(8) 0.3403(3) 0.0550(15) Uani 1 1 d U . .
H28A H -0.0586 0.3413 0.3294 0.083 Uiso 1 1 calc R . .
H28B H 0.0855 0.4845 0.3898 0.083 Uiso 1 1 calc R . .
H28C H 0.2134 0.4534 0.3230 0.083 Uiso 1 1 calc R . .
Cl1 Cl -0.5188(3) 0.7018(3) 0.89730(9) 0.0342(5) Uani 1 1 d . . .
Cl2 Cl -0.5435(3) 0.6047(3) 0.73291(10) 0.0365(5) Uani 1 1 d . . .
Cl3 Cl 0.8842(3) 1.3025(3) 0.66691(10) 0.0365(5) Uani 1 1 d . . .
Cl4 Cl 0.8515(3) 1.2240(3) 0.50063(10) 0.0377(5) Uani 1 1 d . . .
Cu1 Cu -0.25377(8) 0.75953(6) 0.81399(3) 0.0259(2) Uani 1 1 d . . .
Cu2 Cu 0.59243(8) 1.15806(7) 0.58542(3) 0.0263(2) Uani 1 1 d . . .
N1 N -0.0109(11) 0.8689(8) 0.7424(3) 0.0249(16) Uani 1 1 d . . .
N2 N 0.0089(11) 0.9531(8) 0.8740(3) 0.0267(15) Uani 1 1 d . . .
N3 N 0.3507(11) 1.0397(7) 0.6578(3) 0.0211(15) Uani 1 1 d . . .
N4 N 0.3266(11) 0.9749(8) 0.5230(3) 0.0256(15) Uani 1 1 d . . .
O1 O -0.0641(9) 0.4981(6) 0.8272(3) 0.0407(15) Uani 1 1 d . . .
O2 O 0.4070(8) 1.4157(7) 0.5753(2) 0.0412(15) Uani 1 1 d . . .
H2A H 0.4033 1.4899 0.5907 0.049 Uiso 1 1 d R . .
H2B H 0.2680 1.3990 0.5575 0.049 Uiso 1 1 d R . .
H1A H 0.0529 0.5644 0.8388 0.049 Uiso 1 1 d R . .
H1B H -0.0597 0.4777 0.7833 0.049 Uiso 1 1 d R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.349(9) . ?
C1 C2 1.390(10) . ?
C1 C5 1.453(10) . ?
C2 N3 1.322(9) . ?
C2 H2 0.9300 . ?
C3 N3 1.342(9) . ?
C3 C4 1.387(10) . ?
C3 C17 1.484(10) . ?
C4 N1 1.329(9) . ?
C4 H4 0.9300 . ?
C5 N2 1.355(9) . ?
C5 C6 1.394(10) . ?
C6 C7 1.378(10) . ?
C6 H6 0.9300 . ?
C7 C8 1.388(9) . ?
C7 C10 1.508(9) . ?
C8 C9 1.418(8) . ?
C8 C12 1.521(7) . ?
C9 N2 1.327(8) . ?
C9 H9 0.9300 . ?
C10 C11 1.485(8) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C13 1.560(7) . ?
C11 C14 1.567(6) . ?
C11 H11 0.9800 . ?
C12 C14 1.536(6) . ?
C12 C13 1.552(7) . ?
C12 H12 0.9800 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.521(6) . ?
C14 C16 1.553(5) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 N4 1.348(9) . ?
C17 C18 1.369(10) . ?
C18 C19 1.389(9) . ?
C18 H18 0.9300 . ?
C19 C20 1.395(9) . ?
C19 C22 1.522(9) . ?
C20 C21 1.334(8) . ?
C20 C24 1.499(7) . ?
C21 N4 1.346(8) . ?
C21 H21 0.9300 . ?
C22 C23 1.559(8) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C25 1.533(7) . ?
C23 C26 1.549(6) . ?
C23 H23 0.9800 . ?
C24 C26 1.567(6) . ?
C24 C25 1.582(7) . ?
C24 H24 0.9800 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C28 1.523(6) . ?
C26 C27 1.535(5) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
Cl1 Cu1 2.254(2) . ?
Cl2 Cu1 2.249(2) . ?
Cl3 Cu2 2.242(2) . ?
Cl4 Cu2 2.255(2) . ?
Cu1 N2 2.026(6) . ?
Cu1 N1 2.039(6) . ?
Cu1 O1 2.394(3) . ?
Cu2 N4 2.028(6) . ?
Cu2 N3 2.059(6) . ?
Cu2 O2 2.349(4) . ?
O1 H1A 0.7284 . ?
O1 H1B 0.8615 . ?
O2 H2A 0.6053 . ?
O2 H2B 0.8290 . ?

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 120.8(7) . . ?
N1 C1 C5 116.0(7) . . ?
C2 C1 C5 123.1(7) . . ?
N3 C2 C1 120.7(7) . . ?
N3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
N3 C3 C4 119.4(6) . . ?
N3 C3 C17 115.6(7) . . ?
C4 C3 C17 124.8(7) . . ?
N1 C4 C3 122.3(8) . . ?
N1 C4 H4 118.9 . . ?
C3 C4 H4 118.9 . . ?
N2 C5 C6 122.4(6) . . ?
N2 C5 C1 113.5(7) . . ?
C6 C5 C1 124.1(7) . . ?
C7 C6 C5 118.9(8) . . ?
C7 C6 H6 120.6 . . ?
C5 C6 H6 120.6 . . ?
C6 C7 C8 118.7(7) . . ?
C6 C7 C10 125.1(7) . . ?
C8 C7 C10 116.3(6) . . ?
C7 C8 C9 119.7(6) . . ?
C7 C8 C12 117.1(6) . . ?
C9 C8 C12 123.1(6) . . ?
N2 C9 C8 120.8(7) . . ?
N2 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C11 C10 C7 112.8(6) . . ?
C11 C10 H10A 109.0 . . ?
C7 C10 H10A 109.0 . . ?
C11 C10 H10B 109.0 . . ?
C7 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
C10 C11 C13 108.9(4) . . ?
C10 C11 C14 112.6(4) . . ?
C13 C11 C14 86.4(4) . . ?
C10 C11 H11 115.2 . . ?
C13 C11 H11 115.2 . . ?
C14 C11 H11 115.2 . . ?
C8 C12 C14 110.0(4) . . ?
C8 C12 C13 106.9(4) . . ?
C14 C12 C13 87.7(4) . . ?
C8 C12 H12 116.2 . . ?
C14 C12 H12 116.2 . . ?
C13 C12 H12 116.2 . . ?
C12 C13 C11 85.2(3) . . ?
C12 C13 H13A 114.5 . . ?
C11 C13 H13A 114.5 . . ?
C12 C13 H13B 114.5 . . ?
C11 C13 H13B 114.5 . . ?
H13A C13 H13B 111.6 . . ?
C15 C14 C12 116.4(4) . . ?
C15 C14 C16 108.9(4) . . ?
C12 C14 C16 112.4(4) . . ?
C15 C14 C11 120.4(4) . . ?
C12 C14 C11 85.5(3) . . ?
C16 C14 C11 111.6(4) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N4 C17 C18 121.8(6) . . ?
N4 C17 C3 114.4(7) . . ?
C18 C17 C3 123.6(8) . . ?
C17 C18 C19 120.0(8) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C18 C19 C20 117.4(7) . . ?
C18 C19 C22 122.2(7) . . ?
C20 C19 C22 120.4(6) . . ?
C21 C20 C19 119.3(6) . . ?
C21 C20 C24 124.4(6) . . ?
C19 C20 C24 116.1(6) . . ?
C20 C21 N4 124.2(7) . . ?
C20 C21 H21 117.9 . . ?
N4 C21 H21 117.9 . . ?
C19 C22 C23 107.8(5) . . ?
C19 C22 H22A 110.1 . . ?
C23 C22 H22A 110.1 . . ?
C19 C22 H22B 110.1 . . ?
C23 C22 H22B 110.1 . . ?
H22A C22 H22B 108.5 . . ?
C25 C23 C26 88.7(4) . . ?
C25 C23 C22 110.5(4) . . ?
C26 C23 C22 111.6(4) . . ?
C25 C23 H23 114.5 . . ?
C26 C23 H23 114.4 . . ?
C22 C23 H23 114.4 . . ?
C20 C24 C26 110.3(4) . . ?
C20 C24 C25 107.0(4) . . ?
C26 C24 C25 86.4(4) . . ?
C20 C24 H24 116.4 . . ?
C26 C24 H24 116.4 . . ?
C25 C24 H24 116.4 . . ?
C23 C25 C24 85.3(3) . . ?
C23 C25 H25A 114.4 . . ?
C24 C25 H25A 114.4 . . ?
C23 C25 H25B 114.4 . . ?
C24 C25 H25B 114.4 . . ?
H25A C25 H25B 111.6 . . ?
C28 C26 C27 108.9(4) . . ?
C28 C26 C23 117.0(4) . . ?
C27 C26 C23 112.4(4) . . ?
C28 C26 C24 120.1(4) . . ?
C27 C26 C24 111.6(4) . . ?
C23 C26 C24 85.3(3) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N2 Cu1 N1 79.0(2) . . ?
N2 Cu1 Cl2 167.01(16) . . ?
N1 Cu1 Cl2 93.41(18) . . ?
N2 Cu1 Cl1 94.37(18) . . ?
N1 Cu1 Cl1 168.65(15) . . ?
Cl2 Cu1 Cl1 91.29(8) . . ?
N2 Cu1 O1 93.44(18) . . ?
N1 Cu1 O1 86.84(18) . . ?
Cl2 Cu1 O1 96.68(14) . . ?
Cl1 Cu1 O1 102.88(13) . . ?
N4 Cu2 N3 79.8(2) . . ?
N4 Cu2 Cl3 167.82(16) . . ?
N3 Cu2 Cl3 93.11(18) . . ?
N4 Cu2 Cl4 93.45(18) . . ?
N3 Cu2 Cl4 168.48(15) . . ?
Cl3 Cu2 Cl4 91.87(8) . . ?
N4 Cu2 O2 91.97(18) . . ?
N3 Cu2 O2 87.74(18) . . ?
Cl3 Cu2 O2 97.65(13) . . ?
Cl4 Cu2 O2 101.88(13) . . ?
C4 N1 C1 117.4(7) . . ?
C4 N1 Cu1 127.7(6) . . ?
C1 N1 Cu1 114.9(5) . . ?
C9 N2 C5 119.4(7) . . ?
C9 N2 Cu1 124.2(6) . . ?
C5 N2 Cu1 116.4(5) . . ?
C2 N3 C3 119.4(7) . . ?
C2 N3 Cu2 126.2(6) . . ?
C3 N3 Cu2 114.4(5) . . ?
C21 N4 C17 117.3(6) . . ?
C21 N4 Cu2 126.6(5) . . ?
C17 N4 Cu2 115.8(5) . . ?
Cu1 O1 H1A 93.6 . . ?
Cu1 O1 H1B 94.7 . . ?
H1A O1 H1B 106.0 . . ?
Cu2 O2 H2A 140.2 . . ?
Cu2 O2 H2B 122.6 . . ?
H2A O2 H2B 91.8 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.364
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.051
_database_code_depnum_ccdc_archive 'CCDC 1004313'
#######################################################################
#
#                 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_S-1

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H34 Cl4 Cu2 N4 O2'
_chemical_formula_sum            'C28 H34 Cl4 Cu2 N4 O2'
_chemical_formula_weight         727.47

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P 1'
_symmetry_space_group_name_Hall  'P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'

_cell_length_a                   5.7686(5)
_cell_length_b                   7.0486(5)
_cell_length_c                   19.2564(16)
_cell_angle_alpha                90.725(6)
_cell_angle_beta                 93.641(7)
_cell_angle_gamma                105.836(7)
_cell_volume                     751.37(10)
_cell_formula_units_Z            1
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1367
_cell_measurement_theta_min      2.9994
_cell_measurement_theta_max      26.3144

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.608
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             372
_exptl_absorpt_coefficient_mu    1.805
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5
_exptl_absorpt_correction_T_max  0.6
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(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  'Bruker Smart Aepex CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4923
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_av_sigmaI/netI    0.0870
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.01
_diffrn_reflns_theta_max         25.10
_reflns_number_total             3893
_reflns_number_gt                3024
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_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     
'calc w=1/[σ²(Fo²)+(0.0656P)²+1.5308P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.02(4)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         3893
_refine_ls_number_parameters     365
_refine_ls_number_restraints     759
_refine_ls_R_factor_all          0.0885
_refine_ls_R_factor_gt           0.0668
_refine_ls_wR_factor_ref         0.1690
_refine_ls_wR_factor_gt          0.1594
_refine_ls_goodness_of_fit_ref   1.141
_refine_ls_restrained_S_all      1.059
_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
C1 C 0.079(3) 0.493(2) 0.8290(8) 0.0234(18) Uani 1 1 d U . .
C2 C -0.115(3) 0.411(2) 0.8759(8) 0.0238(19) Uani 1 1 d U . .
H2 H -0.2588 0.3250 0.8574 0.029 Uiso 1 1 calc R . .
C3 C 0.123(3) 0.590(2) 0.9668(8) 0.0224(18) Uani 1 1 d U . .
C4 C 0.295(3) 0.680(2) 0.9255(8) 0.0231(19) Uani 1 1 d U . .
H4 H 0.4284 0.7788 0.9434 0.028 Uiso 1 1 calc R . .
C5 C 0.050(3) 0.442(2) 0.7544(8) 0.0236(18) Uani 1 1 d U . .
C6 C -0.149(3) 0.328(2) 0.7240(7) 0.0271(19) Uani 1 1 d U . .
H6 H -0.2802 0.2718 0.7498 0.032 Uiso 1 1 calc R . .
C7 C -0.161(3) 0.290(2) 0.6498(8) 0.0314(18) Uani 1 1 d U . .
C8 C 0.065(3) 0.385(2) 0.6182(7) 0.0341(19) Uani 1 1 d U . .
C9 C 0.256(3) 0.505(2) 0.6568(8) 0.0321(19) Uani 1 1 d U . .
H9 H 0.3899 0.5682 0.6332 0.038 Uiso 1 1 calc R . .
C10 C -0.355(3) 0.169(2) 0.6031(8) 0.0343(19) Uani 1 1 d U . .
H10A H -0.4916 0.2244 0.6027 0.041 Uiso 1 1 calc R . .
H10B H -0.4063 0.0379 0.6217 0.041 Uiso 1 1 calc R . .
C11 C -0.292(3) 0.150(2) 0.5305(7) 0.042(2) Uani 1 1 d U . .
H11 H -0.4231 0.0690 0.4992 0.050 Uiso 1 1 calc R . .
C12 C 0.063(2) 0.3251(19) 0.5406(6) 0.0378(19) Uani 1 1 d U . .
H12 H 0.2143 0.3801 0.5187 0.045 Uiso 1 1 calc R . .
C13 C -0.047(3) 0.089(2) 0.5313(8) 0.042(2) Uani 1 1 d U . .
H13A H -0.0160 0.0323 0.4878 0.050 Uiso 1 1 calc R . .
H13B H -0.0153 0.0142 0.5711 0.050 Uiso 1 1 calc R . .
C14 C -0.152(2) 0.338(2) 0.5006(6) 0.0400(19) Uani 1 1 d U . .
C15 C -0.234(3) 0.5294(19) 0.5184(7) 0.042(3) Uani 1 1 d U . .
H15A H -0.2477 0.5391 0.5676 0.063 Uiso 1 1 calc R . .
H15B H -0.3871 0.5208 0.4942 0.063 Uiso 1 1 calc R . .
H15C H -0.1158 0.6442 0.5041 0.063 Uiso 1 1 calc R . .
C16 C -0.142(3) 0.315(2) 0.4217(7) 0.053(3) Uani 1 1 d U . .
H16A H 0.0021 0.4047 0.4071 0.080 Uiso 1 1 calc R . .
H16B H -0.2808 0.3430 0.3985 0.080 Uiso 1 1 calc R . .
H16C H -0.1422 0.1819 0.4101 0.080 Uiso 1 1 calc R . .
C17 C 0.129(3) 0.614(2) 1.0405(8) 0.0245(19) Uani 1 1 d U . .
C18 C 0.325(3) 0.749(2) 1.0834(8) 0.0299(19) Uani 1 1 d U . .
H18 H 0.4480 0.8383 1.0623 0.036 Uiso 1 1 calc R . .
C19 C 0.327(3) 0.744(2) 1.1521(8) 0.0320(18) Uani 1 1 d U . .
C20 C 0.140(3) 0.639(2) 1.1876(8) 0.0352(19) Uani 1 1 d U . .
C21 C -0.051(3) 0.526(2) 1.1465(8) 0.0343(19) Uani 1 1 d U . .
H21 H -0.1875 0.4566 1.1678 0.041 Uiso 1 1 calc R . .
C22 C 0.558(3) 0.862(2) 1.1957(8) 0.037(2) Uani 1 1 d U . .
H22A H 0.5885 1.0015 1.1875 0.044 Uiso 1 1 calc R . .
H22B H 0.6962 0.8197 1.1827 0.044 Uiso 1 1 calc R . .
C23 C 0.516(2) 0.821(2) 1.2741(7) 0.041(2) Uani 1 1 d U . .
H23 H 0.6548 0.8870 1.3059 0.049 Uiso 1 1 calc R . .
C24 C 0.156(2) 0.637(2) 1.2622(6) 0.0377(19) Uani 1 1 d U . .
H24 H 0.0167 0.5549 1.2844 0.045 Uiso 1 1 calc R . .
C25 C 0.414(3) 0.617(2) 1.2876(8) 0.044(2) Uani 1 1 d U . .
H25A H 0.4289 0.5861 1.3363 0.053 Uiso 1 1 calc R . .
H25B H 0.4712 0.5282 1.2585 0.053 Uiso 1 1 calc R . .
C26 C 0.268(2) 0.864(2) 1.2930(7) 0.041(2) Uani 1 1 d U . .
C27 C 0.251(3) 0.871(2) 1.3740(7) 0.058(3) Uani 1 1 d U . .
H27A H 0.2955 1.0058 1.3907 0.087 Uiso 1 1 calc R . .
H27B H 0.3590 0.8037 1.3959 0.087 Uiso 1 1 calc R . .
H27C H 0.0887 0.8075 1.3850 0.087 Uiso 1 1 calc R . .
C28 C 0.187(3) 1.019(2) 1.2563(8) 0.049(3) Uani 1 1 d U . .
H28A H 0.0188 1.0022 1.2626 0.074 Uiso 1 1 calc R . .
H28B H 0.2095 1.0091 1.2075 0.074 Uiso 1 1 calc R . .
H28C H 0.2792 1.1461 1.2747 0.074 Uiso 1 1 calc R . .
Cl1 Cl 0.7812(8) 0.7927(7) 0.7019(2) 0.0379(12) Uani 1 1 d . . .
Cl2 Cl 0.8034(8) 0.8876(6) 0.8662(2) 0.0368(12) Uani 1 1 d . . .
Cl3 Cl -0.6255(7) 0.1925(7) 0.9322(2) 0.0405(13) Uani 1 1 d . . .
Cl4 Cl -0.5878(8) 0.2663(6) 1.0989(2) 0.0328(11) Uani 1 1 d . . .
Cu1 Cu 0.5137(2) 0.73657(17) 0.78474(8) 0.0284(5) Uani 1 1 d . . .
Cu2 Cu -0.3313(2) 0.33600(16) 1.01375(8) 0.0231(5) Uani 1 1 d . . .
N1 N 0.271(2) 0.6229(17) 0.8549(7) 0.019(3) Uani 1 1 d U . .
N2 N 0.268(2) 0.5415(18) 0.7236(7) 0.019(3) Uani 1 1 d . . .
N3 N -0.092(3) 0.4518(18) 0.9388(7) 0.024(3) Uani 1 1 d U . .
N4 N -0.050(3) 0.508(2) 1.0743(7) 0.027(3) Uani 1 1 d U . .
O1 O 0.325(2) 1.0007(17) 0.7749(6) 0.042(3) Uani 1 1 d . . .
H1A H 0.2214 0.9882 0.8051 0.063 Uiso 1 1 d R . .
H1B H 0.2559 0.9953 0.7344 0.063 Uiso 1 1 d R . .
O2 O -0.145(2) 0.0796(14) 1.0253(7) 0.042(3) Uani 1 1 d . . .
H2A H -0.0417 0.0909 0.9950 0.063 Uiso 1 1 d R . .
H2B H -0.0750 0.0867 1.0658 0.063 Uiso 1 1 d R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.30(2) . ?
C1 C2 1.48(2) . ?
C1 C5 1.46(2) . ?
C2 N3 1.23(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.33(2) . ?
C3 C17 1.42(2) . ?
C3 N3 1.42(2) . ?
C4 N1 1.400(19) . ?
C4 H4 0.9300 . ?
C5 C6 1.31(2) . ?
C5 N2 1.43(2) . ?
C6 C7 1.44(2) . ?
C6 H6 0.9300 . ?
C7 C10 1.46(2) . ?
C7 C8 1.47(2) . ?
C8 C9 1.36(2) . ?
C8 C12 1.545(17) . ?
C9 N2 1.301(19) . ?
C9 H9 0.9300 . ?
C10 C11 1.481(19) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C14 1.495(18) . ?
C11 C13 1.59(2) . ?
C11 H11 0.9800 . ?
C12 C14 1.441(18) . ?
C12 C13 1.614(19) . ?
C12 H12 0.9800 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C16 1.532(17) . ?
C14 C15 1.585(18) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 N4 1.31(2) . ?
C17 C18 1.46(2) . ?
C18 C19 1.32(2) . ?
C18 H18 0.9300 . ?
C19 C20 1.36(2) . ?
C19 C22 1.55(2) . ?
C20 C21 1.37(2) . ?
C20 C24 1.435(18) . ?
C21 N4 1.39(2) . ?
C21 H21 0.9300 . ?
C22 C23 1.56(2) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C25 1.432(19) . ?
C23 C26 1.601(19) . ?
C23 H23 0.9800 . ?
C24 C25 1.58(2) . ?
C24 C26 1.638(18) . ?
C24 H24 0.9800 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C28 1.473(18) . ?
C26 C27 1.570(18) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
Cl1 Cu1 2.253(5) . ?
Cl2 Cu1 2.245(5) . ?
Cl3 Cu2 2.248(4) . ?
Cl4 Cu2 2.248(5) . ?
Cu1 N2 1.991(14) . ?
Cu1 N1 2.023(13) . ?
Cu1 O1 2.401(11) . ?
Cu2 N4 2.026(15) . ?
Cu2 N3 2.080(15) . ?
Cu2 O2 2.347(10) . ?
O1 H1A 0.8500 . ?
O1 H1B 0.8500 . ?
O2 H2A 0.8499 . ?
O2 H2B 0.8501 . ?

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 117.8(14) . . ?
N1 C1 C5 120.3(14) . . ?
C2 C1 C5 121.7(15) . . ?
N3 C2 C1 122.2(17) . . ?
N3 C2 H2 118.9 . . ?
C1 C2 H2 118.9 . . ?
C4 C3 C17 126.8(16) . . ?
C4 C3 N3 120.8(15) . . ?
C17 C3 N3 112.4(14) . . ?
C3 C4 N1 119.0(16) . . ?
C3 C4 H4 120.5 . . ?
N1 C4 H4 120.5 . . ?
C6 C5 N2 128.4(15) . . ?
C6 C5 C1 123.1(16) . . ?
N2 C5 C1 108.5(14) . . ?
C5 C6 C7 118.9(16) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 H6 120.6 . . ?
C6 C7 C10 130.7(15) . . ?
C6 C7 C8 113.0(14) . . ?
C10 C7 C8 116.2(13) . . ?
C9 C8 C7 120.9(14) . . ?
C9 C8 C12 125.9(14) . . ?
C7 C8 C12 113.1(13) . . ?
N2 C9 C8 126.4(16) . . ?
N2 C9 H9 116.8 . . ?
C8 C9 H9 116.8 . . ?
C7 C10 C11 115.0(14) . . ?
C7 C10 H10A 108.5 . . ?
C11 C10 H10A 108.5 . . ?
C7 C10 H10B 108.5 . . ?
C11 C10 H10B 108.5 . . ?
H10A C10 H10B 107.5 . . ?
C10 C11 C14 114.9(12) . . ?
C10 C11 C13 108.9(12) . . ?
C14 C11 C13 85.3(11) . . ?
C10 C11 H11 114.7 . . ?
C14 C11 H11 114.7 . . ?
C13 C11 H11 114.7 . . ?
C14 C12 C8 113.0(12) . . ?
C14 C12 C13 86.1(10) . . ?
C8 C12 C13 108.9(11) . . ?
C14 C12 H12 115.1 . . ?
C8 C12 H12 115.1 . . ?
C13 C12 H12 115.1 . . ?
C11 C13 C12 80.8(10) . . ?
C11 C13 H13A 115.1 . . ?
C12 C13 H13A 115.1 . . ?
C11 C13 H13B 115.1 . . ?
C12 C13 H13B 115.1 . . ?
H13A C13 H13B 112.2 . . ?
C12 C14 C11 89.9(11) . . ?
C12 C14 C16 114.5(12) . . ?
C11 C14 C16 111.0(11) . . ?
C12 C14 C15 113.9(12) . . ?
C11 C14 C15 116.3(11) . . ?
C16 C14 C15 110.0(12) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N4 C17 C3 119.5(16) . . ?
N4 C17 C18 115.8(14) . . ?
C3 C17 C18 124.7(16) . . ?
C19 C18 C17 120.1(16) . . ?
C19 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
C18 C19 C20 124.2(16) . . ?
C18 C19 C22 118.7(15) . . ?
C20 C19 C22 117.1(13) . . ?
C19 C20 C21 114.5(14) . . ?
C19 C20 C24 121.5(14) . . ?
C21 C20 C24 123.7(14) . . ?
C20 C21 N4 123.3(15) . . ?
C20 C21 H21 118.3 . . ?
N4 C21 H21 118.3 . . ?
C19 C22 C23 107.9(13) . . ?
C19 C22 H22A 110.1 . . ?
C23 C22 H22A 110.1 . . ?
C19 C22 H22B 110.1 . . ?
C23 C22 H22B 110.1 . . ?
H22A C22 H22B 108.4 . . ?
C25 C23 C22 113.5(12) . . ?
C25 C23 C26 89.3(11) . . ?
C22 C23 C26 110.1(11) . . ?
C25 C23 H23 113.9 . . ?
C22 C23 H23 113.9 . . ?
C26 C23 H23 113.9 . . ?
C20 C24 C25 108.1(12) . . ?
C20 C24 C26 108.9(11) . . ?
C25 C24 C26 83.0(9) . . ?
C20 C24 H24 117.2 . . ?
C25 C24 H24 117.2 . . ?
C26 C24 H24 117.2 . . ?
C23 C25 C24 89.4(11) . . ?
C23 C25 H25A 113.7 . . ?
C24 C25 H25A 113.7 . . ?
C23 C25 H25B 113.7 . . ?
C24 C25 H25B 113.7 . . ?
H25A C25 H25B 111.0 . . ?
C28 C26 C27 114.2(12) . . ?
C28 C26 C23 119.1(12) . . ?
C27 C26 C23 110.7(11) . . ?
C28 C26 C24 116.7(11) . . ?
C27 C26 C24 110.0(11) . . ?
C23 C26 C24 81.9(9) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N2 Cu1 N1 80.2(5) . . ?
N2 Cu1 Cl2 165.5(4) . . ?
N1 Cu1 Cl2 93.9(4) . . ?
N2 Cu1 Cl1 92.1(4) . . ?
N1 Cu1 Cl1 167.3(4) . . ?
Cl2 Cu1 Cl1 91.13(19) . . ?
N2 Cu1 O1 96.7(5) . . ?
N1 Cu1 O1 86.5(4) . . ?
Cl2 Cu1 O1 96.1(3) . . ?
Cl1 Cu1 O1 104.5(3) . . ?
N4 Cu2 N3 79.3(6) . . ?
N4 Cu2 Cl3 169.0(4) . . ?
N3 Cu2 Cl3 92.0(4) . . ?
N4 Cu2 Cl4 95.7(4) . . ?
N3 Cu2 Cl4 169.9(4) . . ?
Cl3 Cu2 Cl4 91.83(18) . . ?
N4 Cu2 O2 87.9(5) . . ?
N3 Cu2 O2 88.0(5) . . ?
Cl3 Cu2 O2 98.6(3) . . ?
Cl4 Cu2 O2 100.6(3) . . ?
C1 N1 C4 120.8(14) . . ?
C1 N1 Cu1 114.3(11) . . ?
C4 N1 Cu1 124.9(11) . . ?
C9 N2 C5 112.2(14) . . ?
C9 N2 Cu1 130.9(12) . . ?
C5 N2 Cu1 116.2(10) . . ?
C2 N3 C3 119.1(15) . . ?
C2 N3 Cu2 127.7(13) . . ?
C3 N3 Cu2 113.2(11) . . ?
C17 N4 C21 121.3(15) . . ?
C17 N4 Cu2 115.3(11) . . ?
C21 N4 Cu2 123.2(12) . . ?
Cu1 O1 H1A 109.3 . . ?
Cu1 O1 H1B 109.0 . . ?
H1A O1 H1B 109.5 . . ?
Cu2 O2 H2A 109.2 . . ?
Cu2 O2 H2B 109.4 . . ?
H2A O2 H2B 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.10
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.740
_refine_diff_density_min         -0.566
_refine_diff_density_rms         0.127
_database_code_depnum_ccdc_archive 'CCDC 1004314'
#######################################################################
#
#                 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_R-2

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'C112 H120 Cu4 N24 O24, 0.9(H8 O4), 8(H0.70 O0.35), 4.6(H2 O)'
_chemical_formula_sum            'C112 H142 Cu4 N24 O35'
_chemical_formula_weight         2638.66

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

_symmetry_cell_setting           Tetragonal
_symmetry_space_group_name_H-M   'I4   '
_symmetry_space_group_name_Hall  'I4   '

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

_cell_length_a                   13.8636(9)
_cell_length_b                   13.8636(9)
_cell_length_c                   34.6936(18)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     6668.1(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    291(2)
_cell_measurement_reflns_used    3892
_cell_measurement_theta_min      2.11
_cell_measurement_theta_max      23.74

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2756
_exptl_absorpt_coefficient_mu    0.711
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8258
_exptl_absorpt_correction_T_max  0.8593
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      291(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Smart Apex CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8342
_diffrn_reflns_av_R_equivalents  0.0166
_diffrn_reflns_av_sigmaI/netI    0.0702
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_theta_min         3.16
_diffrn_reflns_theta_max         25.98
_reflns_number_total             4771
_reflns_number_gt                3408
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_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     
'calc w=1/[σ²(Fo²)+(0.06P)²+1.22P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.07(2)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         4771
_refine_ls_number_parameters     436
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0630
_refine_ls_R_factor_gt           0.0532
_refine_ls_wR_factor_ref         0.1319
_refine_ls_wR_factor_gt          0.1298
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.0308(4) 0.7364(4) 0.53225(19) 0.0383(14) Uani 1 1 d . . .
H1 H 1.0052 0.7246 0.5566 0.046 Uiso 1 1 calc R . .
C2 C 1.0177(5) 0.7365(5) 0.4646(2) 0.0527(19) Uani 1 1 d . . .
C3 C 0.9584(4) 0.7079(4) 0.43048(17) 0.0392(13) Uani 1 1 d . . .
C4 C 0.9844(5) 0.7160(5) 0.3952(2) 0.0540(16) Uani 1 1 d . . .
H4 H 1.0409 0.7489 0.3893 0.065 Uiso 1 1 calc R . .
C5 C 0.9273(5) 0.6748(5) 0.3642(2) 0.0547(16) Uani 1 1 d . . .
C6 C 0.8379(4) 0.6414(4) 0.37613(19) 0.0459(15) Uani 1 1 d . . .
C7 C 0.8090(5) 0.6456(5) 0.41283(19) 0.0450(15) Uani 1 1 d . . .
H7 H 0.7459 0.6282 0.4188 0.054 Uiso 1 1 calc R . .
C8 C 0.7766(5) 0.6010(4) 0.34279(19) 0.0446(15) Uani 1 1 d . . .
H8 H 0.7152 0.5715 0.3502 0.054 Uiso 1 1 calc R . .
C9 C 0.8397(4) 0.5413(4) 0.31974(18) 0.0461(14) Uani 1 1 d . . .
H9A H 0.8064 0.4943 0.3039 0.055 Uiso 1 1 calc R . .
H9B H 0.8922 0.5120 0.3340 0.055 Uiso 1 1 calc R . .
C10 C 0.8666(4) 0.6322(4) 0.29904(19) 0.0470(16) Uani 1 1 d . . .
H10 H 0.8790 0.6255 0.2714 0.056 Uiso 1 1 calc R . .
C11 C 0.9479(4) 0.6852(4) 0.32301(17) 0.0441(14) Uani 1 1 d . . .
H11A H 1.0103 0.6573 0.3171 0.053 Uiso 1 1 calc R . .
H11B H 0.9496 0.7531 0.3162 0.053 Uiso 1 1 calc R . .
C12 C 0.7721(4) 0.6703(4) 0.3094(2) 0.0483(15) Uani 1 1 d . . .
C13 C 0.7612(4) 0.7724(4) 0.32057(18) 0.0481(16) Uani 1 1 d . . .
H13A H 0.7653 0.8123 0.2980 0.072 Uiso 1 1 calc R . .
H13B H 0.8116 0.7897 0.3382 0.072 Uiso 1 1 calc R . .
H13C H 0.6997 0.7816 0.3327 0.072 Uiso 1 1 calc R . .
C14 C 0.6942(4) 0.6492(5) 0.28117(19) 0.0540(16) Uani 1 1 d . . .
H14A H 0.6434 0.6958 0.2840 0.081 Uiso 1 1 calc R . .
H14B H 0.6690 0.5858 0.2858 0.081 Uiso 1 1 calc R . .
H14C H 0.7198 0.6525 0.2555 0.081 Uiso 1 1 calc R . .
C15 C 1.1084(4) 0.7753(4) 0.46162(18) 0.0472(16) Uani 1 1 d . . .
H15A H 1.1322 0.7936 0.4377 0.057 Uiso 1 1 calc R . .
C16 C 1.1319(4) 0.7697(4) 0.52679(19) 0.0402(14) Uani 1 1 d . . .
C17 C 0.7730(4) 0.8004(4) 0.56089(18) 0.0442(14) Uani 1 1 d . . .
C18 C 0.7473(4) 0.8241(5) 0.59784(19) 0.0522(16) Uani 1 1 d . . .
H18 H 0.7260 0.8865 0.6026 0.063 Uiso 1 1 calc R . .
C19 C 0.7510(4) 0.7633(4) 0.62700(19) 0.0435(14) Uani 1 1 d . . .
C20 C 0.7838(4) 0.6699(4) 0.6177(2) 0.0508(16) Uani 1 1 d . . .
C21 C 0.8132(4) 0.6438(5) 0.58060(19) 0.0416(14) Uani 1 1 d . . .
H21 H 0.8379 0.5827 0.5754 0.050 Uiso 1 1 calc R . .
C22 C 0.7798(5) 0.5958(5) 0.6493(2) 0.0518(18) Uani 1 1 d . . .
H22 H 0.7989 0.5307 0.6414 0.062 Uiso 1 1 calc R . .
C23 C 0.6819(4) 0.6012(4) 0.67334(18) 0.0458(14) Uani 1 1 d . . .
H23A H 0.6247 0.6150 0.6582 0.055 Uiso 1 1 calc R . .
H23B H 0.6717 0.5482 0.6911 0.055 Uiso 1 1 calc R . .
C24 C 0.7325(4) 0.6919(4) 0.69120(18) 0.0444(14) Uani 1 1 d . . .
H24 H 0.7151 0.7004 0.7184 0.053 Uiso 1 1 calc R . .
C25 C 0.7196(5) 0.7896(4) 0.6675(2) 0.0508(16) Uani 1 1 d . . .
H25A H 0.6529 0.8108 0.6679 0.061 Uiso 1 1 calc R . .
H25B H 0.7600 0.8403 0.6781 0.061 Uiso 1 1 calc R . .
C26 C 0.8312(4) 0.6344(5) 0.6867(2) 0.0437(14) Uani 1 1 d . . .
C27 C 0.9092(4) 0.7101(4) 0.68397(19) 0.0454(15) Uani 1 1 d . . .
H27A H 0.9063 0.7512 0.7062 0.068 Uiso 1 1 calc R . .
H27B H 0.8996 0.7480 0.6611 0.068 Uiso 1 1 calc R . .
H27C H 0.9711 0.6792 0.6828 0.068 Uiso 1 1 calc R . .
C28 C 0.8514(4) 0.5738(4) 0.71958(19) 0.0502(15) Uani 1 1 d . . .
H28A H 0.9199 0.5697 0.7234 0.075 Uiso 1 1 calc R . .
H28B H 0.8259 0.5104 0.7151 0.075 Uiso 1 1 calc R . .
H28C H 0.8219 0.6009 0.7421 0.075 Uiso 1 1 calc R . .
Cu1 Cu 0.83642(5) 0.68254(5) 0.49737(3) 0.0464(2) Uani 1 1 d . . .
N1 N 0.8711(4) 0.6757(3) 0.44307(15) 0.0481(12) Uani 1 1 d . . .
N2 N 0.9803(3) 0.7248(3) 0.50098(19) 0.0455(11) Uani 1 1 d . . .
N3 N 1.1672(3) 0.7877(3) 0.4959(2) 0.0543(12) Uani 1 1 d . . .
N4 N 0.8039(3) 0.7138(3) 0.55152(15) 0.0428(11) Uani 1 1 d . . .
N5 N 0.6568(4) 0.6375(4) 0.46622(18) 0.0521(14) Uani 1 1 d . . .
N6 N 0.8678(4) 0.4651(4) 0.48687(15) 0.0506(14) Uani 1 1 d . . .
O1 O 0.7101(3) 0.6161(3) 0.49436(16) 0.0530(10) Uani 1 1 d . . .
O2 O 0.6713(3) 0.7185(3) 0.45141(15) 0.0633(12) Uani 1 1 d . . .
O3 O 0.5951(3) 0.5753(3) 0.45327(15) 0.0591(11) Uani 1 1 d . . .
O4 O 0.8835(3) 0.5386(3) 0.50633(12) 0.0508(12) Uani 1 1 d . . .
O5 O 0.8279(3) 0.4682(3) 0.45373(15) 0.0591(12) Uani 1 1 d . . .
O6 O 0.8870(3) 0.3923(3) 0.50180(15) 0.0511(10) Uani 1 1 d . . .
O1W O 0.5298(10) 0.6619(11) 0.5774(4) 0.045(4) Uani 0.25 1 d P . .
H1X H 0.5574 0.6569 0.5556 0.053 Uiso 0.25 1 d PR . .
H1Y H 0.4745 0.6356 0.5764 0.053 Uiso 0.25 1 d PR . .
O2W O 0.8796(7) 0.9436(7) 0.6274(4) 0.061(3) Uani 0.40 1 d P . .
H2X H 0.9071 0.9094 0.6104 0.074 Uiso 0.40 1 d PR . .
H2Y H 0.8687 0.9996 0.6184 0.074 Uiso 0.40 1 d PR . .
O3W O 0.9399(7) -0.0145(10) 0.5085(3) 0.066(4) Uani 0.40 1 d P . .
H3X H 0.9250 0.0411 0.5001 0.080 Uiso 0.40 1 d PR . .
H3Y H 1.0009 -0.0192 0.5100 0.080 Uiso 0.40 1 d PR . .
O4W O 1.0000 0.5000 0.5879(3) 0.081(3) Uani 0.70 2 d SP . .
H4X H 0.9750 0.4821 0.5667 0.098 Uiso 0.35 1 d PR . .
H4Y H 1.0090 0.4511 0.6022 0.098 Uiso 0.35 1 d PR . .
O5W O 1.0000 0.5000 0.8982(3) 0.059(2) Uani 0.70 2 d SP . .
H5X H 0.9486 0.4736 0.9064 0.070 Uiso 0.35 1 d PR . .
H5Y H 1.0029 0.5577 0.9064 0.070 Uiso 0.35 1 d PR . .
O6W O 0.0000 0.0000 0.8711(3) 0.054(2) Uani 1 4 d S . .
H6X H 0.0000 0.0607 0.8747 0.065 Uiso 0.25 1 d PR . .
H6Y H 0.0501 -0.0160 0.8585 0.065 Uiso 0.25 1 d PR . .
O7W O 0.0000 1.0000 0.7161(3) 0.054(2) Uani 1 4 d S . .
H7X H 0.0000 0.9422 0.7079 0.065 Uiso 0.25 1 d PR . .
H7Y H 0.0501 1.0289 0.7079 0.065 Uiso 0.25 1 d PR . .
O8W O 0.019(6) 0.963(3) 0.4348(5) 0.044(6) Uani 0.25 1 d P . .
H8X H 0.0061 0.9753 0.4582 0.053 Uiso 0.25 1 d PR . .
H8Y H -0.0220 0.9733 0.4217 0.053 Uiso 0.25 1 d PR . .
O9W O 0.9979(19) 0.9366(10) 0.3030(5) 0.059(5) Uani 0.25 1 d P . .
H9Y H 0.9506 0.9574 0.2898 0.071 Uiso 0.25 1 d PR . .
H9X H 0.9794 0.9280 0.3295 0.071 Uiso 0.25 1 d PR . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N2 1.301(9) . ?
C1 C16 1.489(10) . ?
C1 H1 0.9300 . ?
C2 C15 1.371(9) . ?
C2 N2 1.373(9) . ?
C2 C3 1.496(8) . ?
C3 C4 1.282(9) . ?
C3 N1 1.361(7) . ?
C4 C5 1.452(10) . ?
C4 H4 0.9300 . ?
C5 C6 1.386(9) . ?
C5 C11 1.464(9) . ?
C6 C7 1.336(9) . ?
C6 C8 1.541(9) . ?
C7 N1 1.420(8) . ?
C7 H7 0.9300 . ?
C8 C9 1.446(9) . ?
C8 C12 1.505(8) . ?
C8 H8 0.9800 . ?
C9 C10 1.498(9) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C12 1.457(9) . ?
C10 C11 1.582(8) . ?
C10 H10 0.9800 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.476(9) . ?
C12 C14 1.488(8) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 N3 1.452(9) . ?
C15 H15A 0.9300 . ?
C16 N3 1.204(9) . ?
C16 C17 1.511(8) 3_755 ?
C17 N4 1.316(8) . ?
C17 C18 1.371(9) . ?
C17 C16 1.511(8) 4_575 ?
C18 C19 1.317(8) . ?
C18 H18 0.9300 . ?
C19 C20 1.410(8) . ?
C19 C25 1.516(9) . ?
C20 C21 1.397(9) . ?
C20 C22 1.503(9) . ?
C21 N4 1.406(8) . ?
C21 H21 0.9300 . ?
C22 C26 1.575(10) . ?
C22 C23 1.595(8) . ?
C22 H22 0.9800 . ?
C23 C24 1.568(9) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C26 1.592(7) . ?
C24 C25 1.593(8) . ?
C24 H24 0.9800 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C28 1.445(9) . ?
C26 C27 1.509(9) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
Cu1 N1 1.947(5) . ?
Cu1 N4 1.980(5) . ?
Cu1 O1 1.981(4) . ?
Cu1 N2 2.082(4) . ?
Cu1 O4 2.123(4) . ?
Cu1 N3 2.190(5) 4_575 ?
N3 Cu1 2.190(5) 3_755 ?
N5 O2 1.251(6) . ?
N5 O1 1.260(7) . ?
N5 O3 1.296(6) . ?
N6 O6 1.166(6) . ?
N6 O4 1.241(6) . ?
N6 O5 1.277(7) . ?
O1W H1X 0.8502 . ?
O1W H1Y 0.8500 . ?
O2W H2X 0.8498 . ?
O2W H2Y 0.8500 . ?
O3W O3W 1.211(13) 3_645 ?
O3W O3W 1.212(13) 4_665 ?
O3W O3W 1.713(18) 2_755 ?
O3W H3X 0.8501 . ?
O3W H3Y 0.8500 . ?
O4W H4X 0.8500 . ?
O4W H4Y 0.8500 . ?
O5W H5X 0.8501 . ?
O5W H5Y 0.8500 . ?
O6W H6X 0.8500 . ?
O6W H6Y 0.8500 . ?
O7W H7X 0.8501 . ?
O7W H7Y 0.8500 . ?
O8W O8W 0.818(16) 3_665 ?
O8W O8W 0.818(16) 4_465 ?
O8W O8W 1.16(2) 2_575 ?
O8W H8X 0.8500 . ?
O8W H8Y 0.7424 . ?
O9W O9W 1.24(2) 4_575 ?
O9W O9W 1.24(2) 3_755 ?
O9W O9W 1.76(3) 2_775 ?
O9W H9Y 0.8499 . ?
O9W H9X 0.9599 . ?

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
N2 C1 C16 116.0(6) . . ?
N2 C1 H1 122.0 . . ?
C16 C1 H1 122.0 . . ?
C15 C2 N2 117.6(5) . . ?
C15 C2 C3 123.2(6) . . ?
N2 C2 C3 119.2(5) . . ?
C4 C3 N1 125.8(6) . . ?
C4 C3 C2 125.4(6) . . ?
N1 C3 C2 108.7(5) . . ?
C3 C4 C5 121.3(6) . . ?
C3 C4 H4 119.3 . . ?
C5 C4 H4 119.3 . . ?
C6 C5 C4 113.4(6) . . ?
C6 C5 C11 120.0(6) . . ?
C4 C5 C11 125.2(6) . . ?
C7 C6 C5 122.6(6) . . ?
C7 C6 C8 124.5(6) . . ?
C5 C6 C8 112.9(6) . . ?
C6 C7 N1 122.3(6) . . ?
C6 C7 H7 118.8 . . ?
N1 C7 H7 118.8 . . ?
C9 C8 C12 88.0(5) . . ?
C9 C8 C6 106.9(5) . . ?
C12 C8 C6 111.6(5) . . ?
C9 C8 C10 48.0(4) . . ?
C12 C8 C10 46.2(4) . . ?
C6 C8 C10 98.4(4) . . ?
C9 C8 H8 115.7 . . ?
C12 C8 H8 115.7 . . ?
C6 C8 H8 115.7 . . ?
C10 C8 H8 145.9 . . ?
C8 C9 C10 86.2(5) . . ?
C8 C9 H9A 114.3 . . ?
C10 C9 H9A 114.3 . . ?
C8 C9 H9B 114.3 . . ?
C10 C9 H9B 114.3 . . ?
H9A C9 H9B 111.4 . . ?
C12 C10 C9 87.9(5) . . ?
C12 C10 C11 110.0(5) . . ?
C9 C10 C11 108.4(5) . . ?
C12 C10 C8 48.3(3) . . ?
C11 C10 C8 98.3(4) . . ?
C12 C10 H10 115.7 . . ?
C9 C10 H10 115.7 . . ?
C11 C10 H10 115.7 . . ?
C8 C10 H10 145.9 . . ?
C5 C11 C10 109.1(5) . . ?
C5 C11 H11A 109.9 . . ?
C10 C11 H11A 109.9 . . ?
C5 C11 H11B 109.9 . . ?
C10 C11 H11B 109.9 . . ?
H11A C11 H11B 108.3 . . ?
C10 C12 C13 120.3(5) . . ?
C10 C12 C14 114.8(6) . . ?
C13 C12 C14 106.7(5) . . ?
C10 C12 C8 85.5(5) . . ?
C13 C12 C8 114.5(6) . . ?
C14 C12 C8 114.3(5) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C2 C15 N3 119.9(5) . . ?
C2 C15 H15A 120.0 . . ?
N3 C15 H15A 120.0 . . ?
N3 C16 C1 124.1(6) . . ?
N3 C16 C17 116.0(6) . 3_755 ?
C1 C16 C17 119.7(6) . 3_755 ?
N4 C17 C18 122.3(6) . . ?
N4 C17 C16 112.5(6) . 4_575 ?
C18 C17 C16 125.2(6) . 4_575 ?
C19 C18 C17 123.7(6) . . ?
C19 C18 H18 118.1 . . ?
C17 C18 H18 118.1 . . ?
C18 C19 C20 115.0(6) . . ?
C18 C19 C25 123.2(5) . . ?
C20 C19 C25 121.7(5) . . ?
C21 C20 C19 123.0(6) . . ?
C21 C20 C22 120.3(6) . . ?
C19 C20 C22 116.6(6) . . ?
C20 C21 N4 117.0(6) . . ?
C20 C21 H21 121.5 . . ?
N4 C21 H21 121.5 . . ?
C20 C22 C26 110.6(5) . . ?
C20 C22 C23 112.4(5) . . ?
C26 C22 C23 86.4(5) . . ?
C20 C22 H22 114.7 . . ?
C26 C22 H22 114.7 . . ?
C23 C22 H22 114.7 . . ?
C24 C23 C22 82.2(4) . . ?
C24 C23 H23A 114.9 . . ?
C22 C23 H23A 114.9 . . ?
C24 C23 H23B 114.9 . . ?
C22 C23 H23B 114.9 . . ?
H23A C23 H23B 112.0 . . ?
C23 C24 C26 86.8(4) . . ?
C23 C24 C25 115.3(5) . . ?
C26 C24 C25 118.1(5) . . ?
C23 C24 H24 111.5 . . ?
C26 C24 H24 111.5 . . ?
C25 C24 H24 111.5 . . ?
C19 C25 C24 104.0(5) . . ?
C19 C25 H25A 111.0 . . ?
C24 C25 H25A 111.0 . . ?
C19 C25 H25B 111.0 . . ?
C24 C25 H25B 111.0 . . ?
H25A C25 H25B 109.0 . . ?
C28 C26 C27 108.4(5) . . ?
C28 C26 C22 122.8(5) . . ?
C27 C26 C22 120.6(5) . . ?
C28 C26 C24 112.4(5) . . ?
C27 C26 C24 105.9(5) . . ?
C22 C26 C24 82.1(4) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N1 Cu1 N4 170.1(2) . . ?
N1 Cu1 O1 98.3(2) . . ?
N4 Cu1 O1 87.2(2) . . ?
N1 Cu1 N2 80.5(2) . . ?
N4 Cu1 N2 95.7(2) . . ?
O1 Cu1 N2 168.63(17) . . ?
N1 Cu1 O4 91.15(19) . . ?
N4 Cu1 O4 97.85(19) . . ?
O1 Cu1 O4 80.92(15) . . ?
N2 Cu1 O4 87.78(16) . . ?
N1 Cu1 N3 95.7(2) . 4_575 ?
N4 Cu1 N3 75.2(3) . 4_575 ?
O1 Cu1 N3 99.69(16) . 4_575 ?
N2 Cu1 N3 91.68(17) . 4_575 ?
O4 Cu1 N3 172.9(2) . 4_575 ?
C3 N1 C7 113.5(5) . . ?
C3 N1 Cu1 120.9(4) . . ?
C7 N1 Cu1 125.4(4) . . ?
C1 N2 C2 123.2(4) . . ?
C1 N2 Cu1 126.9(5) . . ?
C2 N2 Cu1 109.9(4) . . ?
C16 N3 C15 118.4(5) . . ?
C16 N3 Cu1 115.4(5) . 3_755 ?
C15 N3 Cu1 126.1(5) . 3_755 ?
C17 N4 C21 118.8(6) . . ?
C17 N4 Cu1 120.5(4) . . ?
C21 N4 Cu1 120.6(4) . . ?
O2 N5 O1 115.8(5) . . ?
O2 N5 O3 124.2(6) . . ?
O1 N5 O3 119.9(5) . . ?
O6 N6 O4 115.4(5) . . ?
O6 N6 O5 121.9(6) . . ?
O4 N6 O5 122.6(5) . . ?
N5 O1 Cu1 116.7(4) . . ?
N6 O4 Cu1 129.6(4) . . ?
H1X O1W H1Y 109.5 . . ?
H2X O2W H2Y 109.5 . . ?
O3W O3W O3W 89.998(7) 3_645 4_665 ?
O3W O3W H3X 132.9 3_645 . ?
O3W O3W H3X 91.4 2_755 . ?
O3W O3W H3Y 63.0 4_665 . ?
H3X O3W H3Y 109.5 . . ?
H4X O4W H4Y 109.5 . . ?
H5X O5W H5Y 109.5 . . ?
H6X O6W H6Y 109.5 . . ?
H7X O7W H7Y 109.5 . . ?
O8W O8W O8W 90.00(6) 3_665 4_465 ?
O8W O8W H8X 82.6 3_665 . ?
O8W O8W H8X 74.7 4_465 . ?
O8W O8W H8X 73.9 2_575 . ?
O8W O8W H8Y 92.7 3_665 . ?
H8X O8W H8Y 112.5 . . ?
O9W O9W O9W 90.000(11) 4_575 3_755 ?
O9W O9W H9Y 109.4 3_755 . ?
O9W O9W H9Y 71.8 2_775 . ?
O9W O9W H9X 84.7 4_575 . ?
O9W O9W H9X 106.2 3_755 . ?
O9W O9W H9X 97.6 2_775 . ?
H9Y O9W H9X 110.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C15 C2 C3 C4 0.0(11) . . . . ?
N2 C2 C3 C4 179.2(6) . . . . ?
C15 C2 C3 N1 -177.6(6) . . . . ?
N2 C2 C3 N1 1.6(8) . . . . ?
N1 C3 C4 C5 -11.0(10) . . . . ?
C2 C3 C4 C5 171.8(6) . . . . ?
C3 C4 C5 C6 9.7(9) . . . . ?
C3 C4 C5 C11 176.1(6) . . . . ?
C4 C5 C6 C7 -1.2(10) . . . . ?
C11 C5 C6 C7 -168.4(6) . . . . ?
C4 C5 C6 C8 178.1(5) . . . . ?
C11 C5 C6 C8 10.8(9) . . . . ?
C5 C6 C7 N1 -6.4(10) . . . . ?
C8 C6 C7 N1 174.4(5) . . . . ?
C7 C6 C8 C9 -136.2(7) . . . . ?
C5 C6 C8 C9 44.6(7) . . . . ?
C7 C6 C8 C12 129.2(7) . . . . ?
C5 C6 C8 C12 -50.1(8) . . . . ?
C7 C6 C8 C10 175.3(6) . . . . ?
C5 C6 C8 C10 -4.0(6) . . . . ?
C12 C8 C9 C10 25.8(5) . . . . ?
C6 C8 C9 C10 -86.2(5) . . . . ?
C8 C9 C10 C12 -26.8(5) . . . . ?
C8 C9 C10 C11 83.6(5) . . . . ?
C9 C8 C10 C12 142.9(6) . . . . ?
C6 C8 C10 C12 -111.9(6) . . . . ?
C12 C8 C10 C9 -142.9(6) . . . . ?
C6 C8 C10 C9 105.2(5) . . . . ?
C9 C8 C10 C11 -107.7(5) . . . . ?
C12 C8 C10 C11 109.4(5) . . . . ?
C6 C8 C10 C11 -2.5(5) . . . . ?
C6 C5 C11 C10 -12.7(8) . . . . ?
C4 C5 C11 C10 -178.3(6) . . . . ?
C12 C10 C11 C5 56.3(7) . . . . ?
C9 C10 C11 C5 -38.3(6) . . . . ?
C8 C10 C11 C5 7.8(6) . . . . ?
C9 C10 C12 C13 141.5(6) . . . . ?
C11 C10 C12 C13 32.6(8) . . . . ?
C8 C10 C12 C13 115.8(7) . . . . ?
C9 C10 C12 C14 -89.1(6) . . . . ?
C11 C10 C12 C14 162.0(5) . . . . ?
C8 C10 C12 C14 -114.7(6) . . . . ?
C9 C10 C12 C8 25.6(5) . . . . ?
C11 C10 C12 C8 -83.2(5) . . . . ?
C9 C8 C12 C10 -26.6(5) . . . . ?
C6 C8 C12 C10 80.7(6) . . . . ?
C9 C8 C12 C13 -148.0(5) . . . . ?
C6 C8 C12 C13 -40.6(7) . . . . ?
C10 C8 C12 C13 -121.3(6) . . . . ?
C9 C8 C12 C14 88.6(6) . . . . ?
C6 C8 C12 C14 -164.1(6) . . . . ?
C10 C8 C12 C14 115.2(7) . . . . ?
N2 C2 C15 N3 10.0(10) . . . . ?
C3 C2 C15 N3 -170.8(5) . . . . ?
N2 C1 C16 N3 1.6(9) . . . . ?
N2 C1 C16 C17 -172.3(5) . . . 3_755 ?
N4 C17 C18 C19 0.0(10) . . . . ?
C16 C17 C18 C19 -180.0(6) 4_575 . . . ?
C17 C18 C19 C20 -0.1(9) . . . . ?
C17 C18 C19 C25 -178.2(6) . . . . ?
C18 C19 C20 C21 1.9(9) . . . . ?
C25 C19 C20 C21 -179.9(6) . . . . ?
C18 C19 C20 C22 -174.1(6) . . . . ?
C25 C19 C20 C22 4.0(9) . . . . ?
C19 C20 C21 N4 -3.5(9) . . . . ?
C22 C20 C21 N4 172.4(5) . . . . ?
C21 C20 C22 C26 131.6(6) . . . . ?
C19 C20 C22 C26 -52.2(7) . . . . ?
C21 C20 C22 C23 -133.6(6) . . . . ?
C19 C20 C22 C23 42.6(8) . . . . ?
C20 C22 C23 C24 -75.8(6) . . . . ?
C26 C22 C23 C24 35.1(4) . . . . ?
C22 C23 C24 C26 -34.6(4) . . . . ?
C22 C23 C24 C25 85.1(5) . . . . ?
C18 C19 C25 C24 177.1(6) . . . . ?
C20 C19 C25 C24 -0.9(8) . . . . ?
C23 C24 C25 C19 -52.5(6) . . . . ?
C26 C24 C25 C19 48.0(7) . . . . ?
C20 C22 C26 C28 -170.3(5) . . . . ?
C23 C22 C26 C28 77.1(6) . . . . ?
C20 C22 C26 C27 -25.6(7) . . . . ?
C23 C22 C26 C27 -138.2(5) . . . . ?
C20 C22 C26 C24 78.2(5) . . . . ?
C23 C22 C26 C24 -34.5(4) . . . . ?
C23 C24 C26 C28 -87.1(6) . . . . ?
C25 C24 C26 C28 155.8(6) . . . . ?
C23 C24 C26 C27 154.8(5) . . . . ?
C25 C24 C26 C27 37.7(7) . . . . ?
C23 C24 C26 C22 35.1(4) . . . . ?
C25 C24 C26 C22 -82.0(6) . . . . ?
C4 C3 N1 C7 3.0(9) . . . . ?
C2 C3 N1 C7 -179.4(5) . . . . ?
C4 C3 N1 Cu1 -172.3(5) . . . . ?
C2 C3 N1 Cu1 5.3(7) . . . . ?
C6 C7 N1 C3 5.8(8) . . . . ?
C6 C7 N1 Cu1 -179.1(5) . . . . ?
O1 Cu1 N1 C3 -175.8(4) . . . . ?
N2 Cu1 N1 C3 -7.3(4) . . . . ?
O4 Cu1 N1 C3 -94.8(4) . . . . ?
N3 Cu1 N1 C3 83.5(4) 4_575 . . . ?
O1 Cu1 N1 C7 9.5(5) . . . . ?
N2 Cu1 N1 C7 178.0(5) . . . . ?
O4 Cu1 N1 C7 90.5(5) . . . . ?
N3 Cu1 N1 C7 -91.2(5) 4_575 . . . ?
C16 C1 N2 C2 3.8(7) . . . . ?
C16 C1 N2 Cu1 -178.5(3) . . . . ?
C15 C2 N2 C1 -9.5(9) . . . . ?
C3 C2 N2 C1 171.3(6) . . . . ?
C15 C2 N2 Cu1 172.4(5) . . . . ?
C3 C2 N2 Cu1 -6.8(7) . . . . ?
N1 Cu1 N2 C1 -170.9(5) . . . . ?
N4 Cu1 N2 C1 18.3(5) . . . . ?
O1 Cu1 N2 C1 -85.8(14) . . . . ?
O4 Cu1 N2 C1 -79.3(4) . . . . ?
N3 Cu1 N2 C1 93.6(5) 4_575 . . . ?
N1 Cu1 N2 C2 7.2(4) . . . . ?
N4 Cu1 N2 C2 -163.6(4) . . . . ?
O1 Cu1 N2 C2 92.2(14) . . . . ?
O4 Cu1 N2 C2 98.7(4) . . . . ?
N3 Cu1 N2 C2 -88.4(4) 4_575 . . . ?
C1 C16 N3 C15 -0.8(8) . . . . ?
C17 C16 N3 C15 173.3(5) 3_755 . . . ?
C1 C16 N3 Cu1 179.5(4) . . . 3_755 ?
C17 C16 N3 Cu1 -6.5(7) 3_755 . . 3_755 ?
C2 C15 N3 C16 -5.2(9) . . . . ?
C2 C15 N3 Cu1 174.5(5) . . . 3_755 ?
C18 C17 N4 C21 -1.7(8) . . . . ?
C18 C17 N4 Cu1 178.2(5) . . . . ?
C16 C17 N4 Cu1 -1.8(6) 4_575 . . . ?
C20 C21 N4 C17 3.3(8) . . . . ?
C20 C21 N4 Cu1 -176.5(4) . . . . ?
O1 Cu1 N4 C17 -101.7(4) . . . . ?
N2 Cu1 N4 C17 89.3(4) . . . . ?
O4 Cu1 N4 C17 177.9(4) . . . . ?
N3 Cu1 N4 C17 -0.9(4) 4_575 . . . ?
O1 Cu1 N4 C21 78.1(4) . . . . ?
N2 Cu1 N4 C21 -90.8(4) . . . . ?
O4 Cu1 N4 C21 -2.3(4) . . . . ?
N3 Cu1 N4 C21 178.9(4) 4_575 . . . ?
O2 N5 O1 Cu1 -24.1(6) . . . . ?
O3 N5 O1 Cu1 152.6(4) . . . . ?
N1 Cu1 O1 N5 -41.9(4) . . . . ?
N4 Cu1 O1 N5 129.9(4) . . . . ?
N2 Cu1 O1 N5 -125.1(12) . . . . ?
O4 Cu1 O1 N5 -131.7(4) . . . . ?
N3 Cu1 O1 N5 55.5(5) 4_575 . . . ?
O6 N6 O4 Cu1 -166.4(3) . . . . ?
N1 Cu1 O4 N6 -45.9(5) . . . . ?
N4 Cu1 O4 N6 138.2(5) . . . . ?
O1 Cu1 O4 N6 52.3(5) . . . . ?
N2 Cu1 O4 N6 -126.4(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.98
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.328
_refine_diff_density_min         -0.344
_refine_diff_density_rms         0.077
_database_code_depnum_ccdc_archive 'CCDC 1004315'
#######################################################################
#
#                 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_S-2

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'C112 H120 Cu4 N24 O24, 0.9(H8 O4), 8(H0.70 O0.35), 4.6(H2 O)'
_chemical_formula_sum            'C112 H142 Cu4 N24 O35'
_chemical_formula_weight         2638.66

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'
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'

_symmetry_cell_setting           Tetragonal
_symmetry_space_group_name_H-M   'I4   '
_symmetry_space_group_name_Hall  'I4   '

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

_cell_length_a                   13.5331(17)
_cell_length_b                   13.5331(17)
_cell_length_c                   35.6444(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     6528.1(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    291(2)
_cell_measurement_reflns_used    3739
_cell_measurement_theta_min      2.07
_cell_measurement_theta_max      23.85

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2756
_exptl_absorpt_coefficient_mu    0.726
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8336
_exptl_absorpt_correction_T_max  0.8684
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      291(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Smart Apex CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13491
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_av_sigmaI/netI    0.0844
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_limit_l_max       48
_diffrn_reflns_theta_min         1.14
_diffrn_reflns_theta_max         28.89
_reflns_number_total             6377
_reflns_number_gt                4972
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_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     
'calc w=1/[σ²(Fo²)+(0.09P)²+1.99P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.048(19)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         6377
_refine_ls_number_parameters     436
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0571
_refine_ls_wR_factor_ref         0.1351
_refine_ls_wR_factor_gt          0.1351
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.04212(17) 0.73178(15) 0.46691(7) 0.0354(4) Uani 1 1 d . . .
H1 H 1.0175 0.7137 0.4435 0.042 Uiso 1 1 d R . .
C2 C 1.0206(3) 0.7478(3) 0.53368(12) 0.0623(8) Uani 1 1 d . . .
C3 C 0.96442(19) 0.70808(18) 0.56654(9) 0.0455(6) Uani 1 1 d . . .
C4 C 0.9908(3) 0.7120(3) 0.60547(10) 0.0570(7) Uani 1 1 d . . .
H4 H 1.0509 0.7398 0.6124 0.068 Uiso 1 1 calc R . .
C5 C 0.9283(3) 0.6751(3) 0.63284(10) 0.0579(7) Uani 1 1 d . . .
C6 C 0.8371(3) 0.6360(2) 0.62260(9) 0.0557(7) Uani 1 1 d . . .
C7 C 0.8109(2) 0.6328(2) 0.58549(9) 0.0498(6) Uani 1 1 d . . .
H7 H 0.7509 0.6039 0.5791 0.060 Uiso 1 1 calc R . .
C8 C 0.9438(2) 0.6955(2) 0.67605(8) 0.0459(5) Uani 1 1 d . . .
H8A H 0.9364 0.7655 0.6811 0.055 Uiso 1 1 calc R . .
H8B H 1.0099 0.6758 0.6834 0.055 Uiso 1 1 calc R . .
C9 C 0.8620(2) 0.6328(2) 0.70023(8) 0.0480(6) Uani 1 1 d . . .
H9 H 0.8742 0.6271 0.7272 0.058 Uiso 1 1 calc R . .
C10 C 0.8358(2) 0.5299(2) 0.67803(8) 0.0496(6) Uani 1 1 d . . .
H10A H 0.8907 0.4999 0.6648 0.060 Uiso 1 1 calc R . .
H10B H 0.7983 0.4820 0.6924 0.060 Uiso 1 1 calc R . .
C11 C 0.7740(2) 0.60137(17) 0.65491(8) 0.0431(5) Uani 1 1 d . . .
H11 H 0.7101 0.5743 0.6471 0.052 Uiso 1 1 calc R . .
C12 C 0.7667(2) 0.6762(2) 0.68918(8) 0.0483(6) Uani 1 1 d . . .
C13 C 0.6934(2) 0.6512(2) 0.72062(7) 0.0483(6) Uani 1 1 d . . .
H13A H 0.6948 0.5814 0.7254 0.072 Uiso 1 1 calc R . .
H13B H 0.6280 0.6704 0.7131 0.072 Uiso 1 1 calc R . .
H13C H 0.7115 0.6862 0.7430 0.072 Uiso 1 1 calc R . .
C14 C 0.7604(3) 0.7880(3) 0.68133(8) 0.0563(7) Uani 1 1 d . . .
H14A H 0.8082 0.8221 0.6964 0.084 Uiso 1 1 calc R . .
H14B H 0.6953 0.8113 0.6874 0.084 Uiso 1 1 calc R . .
H14C H 0.7737 0.8002 0.6553 0.084 Uiso 1 1 calc R . .
C15 C 1.1157(2) 0.7858(2) 0.53678(9) 0.0497(6) Uani 1 1 d . . .
H15 H 1.1403 0.8039 0.5602 0.060 Uiso 1 1 calc R . .
C16 C 1.13720(18) 0.76975(17) 0.47001(7) 0.0397(5) Uani 1 1 d . . .
C17 C 0.7779(2) 0.7997(2) 0.44127(9) 0.0479(6) Uani 1 1 d . . .
C18 C 0.7467(2) 0.8300(3) 0.40634(10) 0.0575(7) Uani 1 1 d . . .
H18 H 0.7293 0.8924 0.3977 0.069 Uiso 1 1 d R . .
C19 C 0.73909(14) 0.7598(2) 0.37785(7) 0.0415(5) Uani 1 1 d . . .
C20 C 0.7880(2) 0.6681(2) 0.38284(9) 0.0510(6) Uani 1 1 d . . .
C21 C 0.8164(2) 0.6418(2) 0.41981(8) 0.0489(6) Uani 1 1 d . . .
H21 H 0.8388 0.5779 0.4243 0.059 Uiso 1 1 calc R . .
C22 C 0.7158(2) 0.7851(2) 0.33559(7) 0.0488(6) Uani 1 1 d . . .
H22A H 0.7580 0.8388 0.3273 0.059 Uiso 1 1 calc R . .
H22B H 0.6476 0.8066 0.3333 0.059 Uiso 1 1 calc R . .
C23 C 0.7339(2) 0.6887(2) 0.30915(9) 0.0490(6) Uani 1 1 d . . .
H23 H 0.7129 0.6994 0.2832 0.059 Uiso 1 1 calc R . .
C24 C 0.6834(2) 0.59605(19) 0.32742(8) 0.0475(6) Uani 1 1 d . . .
H24A H 0.6736 0.5409 0.3104 0.057 Uiso 1 1 calc R . .
H24B H 0.6242 0.6106 0.3417 0.057 Uiso 1 1 calc R . .
C25 C 0.7807(3) 0.5900(3) 0.35152(10) 0.0605(8) Uani 1 1 d . . .
H25 H 0.7977 0.5230 0.3597 0.073 Uiso 1 1 calc R . .
C26 C 0.8315(3) 0.6224(3) 0.31213(11) 0.0582(7) Uani 1 1 d . . .
C27 C 0.85663(19) 0.5679(2) 0.27504(8) 0.0462(6) Uani 1 1 d . . .
H27A H 0.8637 0.6152 0.2552 0.069 Uiso 1 1 calc R . .
H27B H 0.8044 0.5226 0.2690 0.069 Uiso 1 1 calc R . .
H27C H 0.9174 0.5321 0.2780 0.069 Uiso 1 1 calc R . .
C28 C 0.9054(2) 0.7131(2) 0.31716(10) 0.0531(7) Uani 1 1 d . . .
H28A H 0.9701 0.6943 0.3087 0.080 Uiso 1 1 calc R . .
H28B H 0.9083 0.7314 0.3432 0.080 Uiso 1 1 calc R . .
H28C H 0.8824 0.7681 0.3026 0.080 Uiso 1 1 calc R . .
Cu1 Cu 0.83558(3) 0.68232(3) 0.502536(16) 0.04879(11) Uani 1 1 d . . .
N1 N 0.86896(17) 0.67031(17) 0.55748(7) 0.0445(4) Uani 1 1 d . . .
N2 N 0.98382(18) 0.72082(19) 0.49874(9) 0.0506(5) Uani 1 1 d . . .
N3 N 1.17399(17) 0.79676(18) 0.50494(8) 0.0481(5) Uani 1 1 d . . .
N4 N 0.81216(18) 0.70752(16) 0.44935(7) 0.0438(4) Uani 1 1 d . . .
N5 N 0.64316(19) 0.6423(2) 0.53032(9) 0.0534(6) Uani 1 1 d . . .
N6 N 0.8672(2) 0.4603(2) 0.51270(8) 0.0523(5) Uani 1 1 d . . .
O1 O 0.70122(17) 0.62274(15) 0.50259(7) 0.0521(4) Uani 1 1 d . . .
O2 O 0.66769(17) 0.7105(2) 0.54877(6) 0.0592(6) Uani 1 1 d . . .
O3 O 0.59992(18) 0.57339(18) 0.54532(7) 0.0562(5) Uani 1 1 d . . .
O4 O 0.8791(2) 0.5470(2) 0.49364(8) 0.0653(6) Uani 1 1 d . . .
O5 O 0.83787(19) 0.4637(2) 0.54425(8) 0.0723(8) Uani 1 1 d . . .
O6 O 0.87555(14) 0.39209(17) 0.49724(6) 0.0498(5) Uani 1 1 d . . .
O1W O 0.5257(6) 0.6679(5) 0.4240(2) 0.0430(15) Uani 0.25 1 d P . .
H1X H 0.5060 0.6128 0.4327 0.052 Uiso 0.25 1 d PR . .
H1Y H 0.5181 0.6685 0.4004 0.052 Uiso 0.25 1 d PR . .
O2W O 0.8868(4) 0.9485(4) 0.37174(15) 0.0517(11) Uani 0.40 1 d P . .
H2X H 0.9009 0.9969 0.3859 0.062 Uiso 0.40 1 d PR . .
H2Y H 0.9387 0.9149 0.3675 0.062 Uiso 0.40 1 d PR . .
O3W O 0.9176(4) 0.9624(5) 0.49783(16) 0.0588(15) Uani 0.40 1 d P . .
H3X H 0.9662 1.0000 0.5028 0.071 Uiso 0.40 1 d PR . .
H3Y H 0.8654 0.9861 0.5076 0.071 Uiso 0.40 1 d PR . .
O4W O 1.0000 0.5000 0.41039(14) 0.0502(9) Uani 0.70 2 d SP . .
H4X H 0.9702 0.4851 0.4306 0.060 Uiso 0.35 1 d PR . .
H4Y H 1.0108 0.4478 0.3978 0.060 Uiso 0.35 1 d PR . .
O5W O 0.0000 0.5000 0.10453(15) 0.0712(16) Uani 0.70 2 d SP . .
H5X H 0.0031 0.5591 0.0966 0.085 Uiso 0.35 1 d PR . .
H5Y H 0.0496 0.4677 0.0966 0.085 Uiso 0.35 1 d PR . .
O6W O 1.0000 0.0000 0.12481(11) 0.0484(8) Uani 1 4 d S . .
H6X H 1.0000 0.0624 0.1220 0.058 Uiso 0.25 1 d PR . .
H6Y H 0.9487 -0.0173 0.1369 0.058 Uiso 0.25 1 d PR . .
O7W O 1.0000 0.0000 0.28482(15) 0.0593(10) Uani 1 4 d S . .
H7X H 1.0513 0.0296 0.2928 0.071 Uiso 0.25 1 d PR . .
H7Y H 0.9487 0.0296 0.2928 0.071 Uiso 0.25 1 d PR . .
O8W O 0.027(3) 0.983(4) 0.5672(3) 0.053(3) Uani 0.25 1 d P . .
H8X H 0.0267 0.9645 0.5900 0.063 Uiso 0.25 1 d PR . .
H8Y H -0.0224 1.0195 0.5629 0.063 Uiso 0.25 1 d PR . .
O9W O 0.0264(6) 0.9150(7) 0.6944(3) 0.0521(19) Uani 0.25 1 d P . .
H9X H 0.0302 0.9282 0.6711 0.063 Uiso 0.25 1 d PR . .
H9Y H 0.0288 0.9684 0.7069 0.063 Uiso 0.25 1 d PR . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N2 1.390(4) . ?
C1 C16 1.390(4) . ?
C1 H1 0.9298 . ?
C2 N2 1.390(5) . ?
C2 C15 1.390(5) . ?
C2 C3 1.496(5) . ?
C3 N1 1.426(4) . ?
C3 C4 1.434(5) . ?
C4 C5 1.384(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.391(5) . ?
C5 C8 1.579(4) . ?
C6 C7 1.370(4) . ?
C6 C11 1.508(4) . ?
C7 N1 1.368(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.639(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C12 1.470(4) . ?
C9 C10 1.640(4) . ?
C9 H9 0.9800 . ?
C10 C11 1.520(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.589(4) . ?
C11 H11 0.9800 . ?
C12 C13 1.535(4) . ?
C12 C14 1.541(5) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 N3 1.390(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.338(4) 2_755 ?
C16 N3 1.390(4) . ?
C17 C16 1.338(4) 4_575 ?
C17 N4 1.362(4) . ?
C17 C18 1.376(5) . ?
C18 C19 1.394(4) . ?
C18 H18 0.9296 . ?
C19 C20 1.417(4) . ?
C19 C22 1.577(4) . ?
C20 C21 1.418(4) . ?
C20 C25 1.540(4) . ?
C21 N4 1.379(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.629(4) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.569(4) . ?
C23 C26 1.601(5) . ?
C23 H23 0.9800 . ?
C24 C25 1.573(5) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.624(5) . ?
C25 H25 0.9800 . ?
C26 C27 1.552(5) . ?
C26 C28 1.594(5) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
Cu1 O4 1.950(3) . ?
Cu1 N4 1.952(3) . ?
Cu1 O1 1.989(2) . ?
Cu1 N3 2.016(2) 4_575 ?
Cu1 N1 2.016(3) . ?
Cu1 N2 2.077(3) . ?
N3 Cu1 2.016(2) 2_755 ?
N5 O2 1.181(4) . ?
N5 O3 1.224(4) . ?
N5 O1 1.290(4) . ?
N6 O6 1.081(3) . ?
N6 O5 1.194(4) . ?
N6 O4 1.365(4) . ?
O1W H1X 0.8500 . ?
O1W H1Y 0.8500 . ?
O2W H2X 0.8502 . ?
O2W H2Y 0.8500 . ?
O3W O3W 1.733(10) 2_755 ?
O3W O3W 1.733(10) 4_575 ?
O3W H3X 0.8500 . ?
O3W H3Y 0.8500 . ?
O4W H4X 0.8499 . ?
O4W H4Y 0.8503 . ?
O5W H5X 0.8500 . ?
O5W H5Y 0.8500 . ?
O6W H6X 0.8500 . ?
O6W H6Y 0.8500 . ?
O7W H7X 0.8500 . ?
O7W H7Y 0.8500 . ?
O8W O8W 0.619(13) 4_465 ?
O8W O8W 0.619(13) 2_665 ?
O8W O8W 0.875(18) 3_575 ?
O8W H8X 0.8500 . ?
O8W H8Y 0.8500 . ?
O9W O9W 1.702(13) 2_665 ?
O9W O9W 1.702(13) 4_465 ?
O9W H9X 0.8502 . ?
O9W H9Y 0.8500 . ?

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
N2 C1 C16 120.0(2) . . ?
N2 C1 H1 120.0 . . ?
C16 C1 H1 120.0 . . ?
N2 C2 C15 120.0(3) . . ?
N2 C2 C3 115.1(3) . . ?
C15 C2 C3 122.8(3) . . ?
N1 C3 C4 117.2(3) . . ?
N1 C3 C2 114.3(3) . . ?
C4 C3 C2 128.2(3) . . ?
C5 C4 C3 121.1(3) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?
C4 C5 C6 119.6(3) . . ?
C4 C5 C8 122.9(3) . . ?
C6 C5 C8 116.1(3) . . ?
C7 C6 C5 119.7(3) . . ?
C7 C6 C11 125.5(3) . . ?
C5 C6 C11 114.8(3) . . ?
N1 C7 C6 123.0(3) . . ?
N1 C7 H7 118.5 . . ?
C6 C7 H7 118.5 . . ?
C5 C8 C9 109.5(2) . . ?
C5 C8 H8A 109.8 . . ?
C9 C8 H8A 109.8 . . ?
C5 C8 H8B 109.8 . . ?
C9 C8 H8B 109.8 . . ?
H8A C8 H8B 108.2 . . ?
C12 C9 C8 104.2(2) . . ?
C12 C9 C10 91.1(2) . . ?
C8 C9 C10 109.4(2) . . ?
C12 C9 H9 116.3 . . ?
C8 C9 H9 116.3 . . ?
C10 C9 H9 116.3 . . ?
C11 C10 C9 80.8(2) . . ?
C11 C10 H10A 115.1 . . ?
C9 C10 H10A 115.1 . . ?
C11 C10 H10B 115.1 . . ?
C9 C10 H10B 115.1 . . ?
H10A C10 H10B 112.2 . . ?
C6 C11 C10 107.5(2) . . ?
C6 C11 C12 115.1(2) . . ?
C10 C11 C12 91.3(2) . . ?
C6 C11 H11 113.6 . . ?
C10 C11 H11 113.6 . . ?
C12 C11 H11 113.6 . . ?
C9 C12 C13 106.5(3) . . ?
C9 C12 C14 119.3(3) . . ?
C13 C12 C14 108.2(2) . . ?
C9 C12 C11 84.1(2) . . ?
C13 C12 C11 117.5(3) . . ?
C14 C12 C11 119.3(2) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N3 C15 C2 120.0(3) . . ?
N3 C15 H15 120.0 . . ?
C2 C15 H15 120.0 . . ?
C17 C16 N3 115.8(3) 2_755 . ?
C17 C16 C1 124.1(3) 2_755 . ?
N3 C16 C1 120.0(2) . . ?
C16 C17 N4 116.8(3) 4_575 . ?
C16 C17 C18 118.5(3) 4_575 . ?
N4 C17 C18 124.6(3) . . ?
C17 C18 C19 118.6(3) . . ?
C17 C18 H18 130.3 . . ?
C19 C18 H18 111.1 . . ?
C18 C19 C20 118.0(2) . . ?
C18 C19 C22 124.2(3) . . ?
C20 C19 C22 113.8(2) . . ?
C19 C20 C21 117.6(3) . . ?
C19 C20 C25 118.7(3) . . ?
C21 C20 C25 121.2(3) . . ?
N4 C21 C20 122.5(3) . . ?
N4 C21 H21 118.8 . . ?
C20 C21 H21 118.8 . . ?
C19 C22 C23 110.4(2) . . ?
C19 C22 H22A 109.6 . . ?
C23 C22 H22A 109.6 . . ?
C19 C22 H22B 109.6 . . ?
C23 C22 H22B 109.6 . . ?
H22A C22 H22B 108.1 . . ?
C24 C23 C26 83.3(2) . . ?
C24 C23 C22 109.6(2) . . ?
C26 C23 C22 122.4(2) . . ?
C24 C23 H23 112.6 . . ?
C26 C23 H23 112.6 . . ?
C22 C23 H23 112.6 . . ?
C23 C24 C25 84.5(3) . . ?
C23 C24 H24A 114.6 . . ?
C25 C24 H24A 114.6 . . ?
C23 C24 H24B 114.6 . . ?
C25 C24 H24B 114.6 . . ?
H24A C24 H24B 111.7 . . ?
C20 C25 C24 114.4(3) . . ?
C20 C25 C26 114.5(3) . . ?
C24 C25 C26 82.4(2) . . ?
C20 C25 H25 113.9 . . ?
C24 C25 H25 113.9 . . ?
C26 C25 H25 113.9 . . ?
C27 C26 C28 108.9(3) . . ?
C27 C26 C23 113.0(3) . . ?
C28 C26 C23 95.4(2) . . ?
C27 C26 C25 134.5(3) . . ?
C28 C26 C25 112.1(3) . . ?
C23 C26 C25 81.9(3) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O4 Cu1 N4 93.16(11) . . ?
O4 Cu1 O1 83.99(11) . . ?
N4 Cu1 O1 85.60(10) . . ?
O4 Cu1 N3 172.58(13) . 4_575 ?
N4 Cu1 N3 80.25(11) . 4_575 ?
O1 Cu1 N3 98.78(9) . 4_575 ?
O4 Cu1 N1 90.84(11) . . ?
N4 Cu1 N1 173.55(9) . . ?
O1 Cu1 N1 99.86(10) . . ?
N3 Cu1 N1 95.44(11) 4_575 . ?
O4 Cu1 N2 86.20(11) . . ?
N4 Cu1 N2 92.86(11) . . ?
O1 Cu1 N2 169.96(10) . . ?
N3 Cu1 N2 90.72(10) 4_575 . ?
N1 Cu1 N2 82.36(11) . . ?
C7 N1 C3 119.2(3) . . ?
C7 N1 Cu1 127.6(2) . . ?
C3 N1 Cu1 113.20(18) . . ?
C1 N2 C2 120.0(3) . . ?
C1 N2 Cu1 128.9(2) . . ?
C2 N2 Cu1 110.7(2) . . ?
C16 N3 C15 120.0(2) . . ?
C16 N3 Cu1 112.07(19) . 2_755 ?
C15 N3 Cu1 127.6(2) . 2_755 ?
C17 N4 C21 116.3(3) . . ?
C17 N4 Cu1 114.9(2) . . ?
C21 N4 Cu1 128.5(2) . . ?
O2 N5 O3 119.1(3) . . ?
O2 N5 O1 114.6(3) . . ?
O3 N5 O1 118.0(3) . . ?
O6 N6 O5 123.3(3) . . ?
O6 N6 O4 117.9(3) . . ?
O5 N6 O4 118.3(3) . . ?
N5 O1 Cu1 118.32(18) . . ?
N6 O4 Cu1 133.7(2) . . ?
H1X O1W H1Y 109.5 . . ?
H2X O2W H2Y 109.5 . . ?
O3W O3W O3W 90.000(4) 2_755 4_575 ?
O3W O3W H3X 58.9 2_755 . ?
O3W O3W H3Y 155.5 2_755 . ?
O3W O3W H3Y 86.4 4_575 . ?
H3X O3W H3Y 109.5 . . ?
H4X O4W H4Y 109.5 . . ?
H5X O5W H5Y 109.5 . . ?
H6X O6W H6Y 109.5 . . ?
H7X O7W H7Y 109.5 . . ?
O8W O8W O8W 90.000(16) 4_465 2_665 ?
O8W O8W O8W 45.000(5) 4_465 3_575 ?
O8W O8W O8W 45.000(13) 2_665 3_575 ?
O8W O8W H8X 85.5 4_465 . ?
O8W O8W H8X 106.5 2_665 . ?
O8W O8W H8X 98.3 3_575 . ?
O8W O8W H8Y 50.2 4_465 . ?
H8X O8W H8Y 109.5 . . ?
O9W O9W O9W 90.000(3) 2_665 4_465 ?
O9W O9W H9X 77.7 2_665 . ?
O9W O9W H9X 87.5 4_465 . ?
H9X O9W H9Y 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 C2 C3 N1 -15.2(4) . . . . ?
C15 C2 C3 N1 -178.6(3) . . . . ?
N2 C2 C3 C4 171.2(3) . . . . ?
C15 C2 C3 C4 7.8(6) . . . . ?
N1 C3 C4 C5 3.7(5) . . . . ?
C2 C3 C4 C5 177.2(3) . . . . ?
C3 C4 C5 C6 -1.7(5) . . . . ?
C3 C4 C5 C8 -168.0(3) . . . . ?
C4 C5 C6 C7 1.1(5) . . . . ?
C8 C5 C6 C7 168.2(3) . . . . ?
C4 C5 C6 C11 -178.0(3) . . . . ?
C8 C5 C6 C11 -10.8(4) . . . . ?
C5 C6 C7 N1 -2.7(5) . . . . ?
C11 C6 C7 N1 176.2(3) . . . . ?
C4 C5 C8 C9 -175.1(3) . . . . ?
C6 C5 C8 C9 18.2(4) . . . . ?
C5 C8 C9 C12 -64.8(3) . . . . ?
C5 C8 C9 C10 31.6(3) . . . . ?
C12 C9 C10 C11 27.2(2) . . . . ?
C8 C9 C10 C11 -78.2(2) . . . . ?
C7 C6 C11 C10 127.4(4) . . . . ?
C5 C6 C11 C10 -53.7(4) . . . . ?
C7 C6 C11 C12 -132.6(3) . . . . ?
C5 C6 C11 C12 46.4(4) . . . . ?
C9 C10 C11 C6 91.9(2) . . . . ?
C9 C10 C11 C12 -25.0(2) . . . . ?
C8 C9 C12 C13 -158.5(2) . . . . ?
C10 C9 C12 C13 91.2(2) . . . . ?
C8 C9 C12 C14 -35.8(3) . . . . ?
C10 C9 C12 C14 -146.1(2) . . . . ?
C8 C9 C12 C11 84.6(2) . . . . ?
C10 C9 C12 C11 -25.7(2) . . . . ?
C6 C11 C12 C9 -82.1(3) . . . . ?
C10 C11 C12 C9 28.0(2) . . . . ?
C6 C11 C12 C13 172.4(3) . . . . ?
C10 C11 C12 C13 -77.6(3) . . . . ?
C6 C11 C12 C14 38.3(4) . . . . ?
C10 C11 C12 C14 148.3(3) . . . . ?
N2 C2 C15 N3 0.0(5) . . . . ?
C3 C2 C15 N3 162.6(3) . . . . ?
N2 C1 C16 C17 176.2(2) . . . 2_755 ?
N2 C1 C16 N3 0.0(3) . . . . ?
C16 C17 C18 C19 -169.1(3) 4_575 . . . ?
N4 C17 C18 C19 7.3(5) . . . . ?
C17 C18 C19 C20 -16.8(5) . . . . ?
C17 C18 C19 C22 -173.1(3) . . . . ?
C18 C19 C20 C21 18.1(4) . . . . ?
C22 C19 C20 C21 176.8(3) . . . . ?
C18 C19 C20 C25 -179.7(3) . . . . ?
C22 C19 C20 C25 -21.0(4) . . . . ?
C19 C20 C21 N4 -10.2(5) . . . . ?
C25 C20 C21 N4 -172.0(3) . . . . ?
C18 C19 C22 C23 168.8(3) . . . . ?
C20 C19 C22 C23 11.6(3) . . . . ?
C19 C22 C23 C24 47.2(3) . . . . ?
C19 C22 C23 C26 -47.3(4) . . . . ?
C26 C23 C24 C25 39.1(2) . . . . ?
C22 C23 C24 C25 -82.9(2) . . . . ?
C19 C20 C25 C24 -28.4(5) . . . . ?
C21 C20 C25 C24 133.2(3) . . . . ?
C19 C20 C25 C26 64.4(4) . . . . ?
C21 C20 C25 C26 -134.1(4) . . . . ?
C23 C24 C25 C20 74.9(3) . . . . ?
C23 C24 C25 C26 -38.6(2) . . . . ?
C24 C23 C26 C27 97.2(3) . . . . ?
C22 C23 C26 C27 -153.8(3) . . . . ?
C24 C23 C26 C28 -149.6(2) . . . . ?
C22 C23 C26 C28 -40.6(4) . . . . ?
C24 C23 C26 C25 -38.0(2) . . . . ?
C22 C23 C26 C25 71.0(3) . . . . ?
C20 C25 C26 C27 170.1(3) . . . . ?
C24 C25 C26 C27 -76.5(4) . . . . ?
C20 C25 C26 C28 17.0(4) . . . . ?
C24 C25 C26 C28 130.5(3) . . . . ?
C20 C25 C26 C23 -75.5(3) . . . . ?
C24 C25 C26 C23 37.9(2) . . . . ?
C6 C7 N1 C3 4.8(5) . . . . ?
C6 C7 N1 Cu1 -174.0(3) . . . . ?
C4 C3 N1 C7 -5.1(4) . . . . ?
C2 C3 N1 C7 -179.5(3) . . . . ?
C4 C3 N1 Cu1 173.8(2) . . . . ?
C2 C3 N1 Cu1 -0.6(3) . . . . ?
O4 Cu1 N1 C7 -85.3(3) . . . . ?
O1 Cu1 N1 C7 -1.2(3) . . . . ?
N3 Cu1 N1 C7 98.7(3) 4_575 . . . ?
N2 Cu1 N1 C7 -171.3(3) . . . . ?
O4 Cu1 N1 C3 95.89(19) . . . . ?
O1 Cu1 N1 C3 179.94(17) . . . . ?
N3 Cu1 N1 C3 -80.15(18) 4_575 . . . ?
N2 Cu1 N1 C3 9.85(18) . . . . ?
C16 C1 N2 C2 0.0(4) . . . . ?
C16 C1 N2 Cu1 172.19(16) . . . . ?
C15 C2 N2 C1 0.0(5) . . . . ?
C3 C2 N2 C1 -163.9(2) . . . . ?
C15 C2 N2 Cu1 -173.5(3) . . . . ?
C3 C2 N2 Cu1 22.6(4) . . . . ?
O4 Cu1 N2 C1 77.9(2) . . . . ?
N4 Cu1 N2 C1 -15.0(2) . . . . ?
O1 Cu1 N2 C1 65.8(8) . . . . ?
N3 Cu1 N2 C1 -95.3(2) 4_575 . . . ?
N1 Cu1 N2 C1 169.3(2) . . . . ?
O4 Cu1 N2 C2 -109.3(2) . . . . ?
N4 Cu1 N2 C2 157.7(2) . . . . ?
O1 Cu1 N2 C2 -121.4(7) . . . . ?
N3 Cu1 N2 C2 77.5(2) 4_575 . . . ?
N1 Cu1 N2 C2 -17.9(2) . . . . ?
C17 C16 N3 C15 -176.5(3) 2_755 . . . ?
C1 C16 N3 C15 0.0(4) . . . . ?
C17 C16 N3 Cu1 -2.7(3) 2_755 . . 2_755 ?
C1 C16 N3 Cu1 173.86(15) . . . 2_755 ?
C2 C15 N3 C16 0.0(5) . . . . ?
C2 C15 N3 Cu1 -172.8(3) . . . 2_755 ?
C16 C17 N4 C21 177.4(2) 4_575 . . . ?
C18 C17 N4 C21 0.9(4) . . . . ?
C16 C17 N4 Cu1 3.6(3) 4_575 . . . ?
C18 C17 N4 Cu1 -172.9(3) . . . . ?
C20 C21 N4 C17 0.7(4) . . . . ?
C20 C21 N4 Cu1 173.5(2) . . . . ?
O4 Cu1 N4 C17 179.6(2) . . . . ?
O1 Cu1 N4 C17 95.9(2) . . . . ?
N3 Cu1 N4 C17 -3.85(19) 4_575 . . . ?
N2 Cu1 N4 C17 -94.1(2) . . . . ?
O4 Cu1 N4 C21 6.6(3) . . . . ?
O1 Cu1 N4 C21 -77.1(2) . . . . ?
N3 Cu1 N4 C21 -176.8(3) 4_575 . . . ?
N2 Cu1 N4 C21 93.0(2) . . . . ?
O2 N5 O1 Cu1 15.8(4) . . . . ?
O3 N5 O1 Cu1 -132.4(2) . . . . ?
O4 Cu1 O1 N5 129.0(2) . . . . ?
N4 Cu1 O1 N5 -137.4(2) . . . . ?
N3 Cu1 O1 N5 -58.0(3) 4_575 . . . ?
N1 Cu1 O1 N5 39.2(2) . . . . ?
N2 Cu1 O1 N5 141.1(7) . . . . ?
O6 N6 O4 Cu1 158.2(3) . . . . ?
O5 N6 O4 Cu1 -13.7(5) . . . . ?
N4 Cu1 O4 N6 -143.0(3) . . . . ?
O1 Cu1 O4 N6 -57.7(3) . . . . ?
N1 Cu1 O4 N6 42.1(3) . . . . ?
N2 Cu1 O4 N6 124.4(3) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        28.89
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.428
_refine_diff_density_min         -0.461
_refine_diff_density_rms         0.097
_database_code_depnum_ccdc_archive 'CCDC 1004316'
