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

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 1429519'
_audit_update_record             
;
2015-11-04 deposited with the CCDC.
2015-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H28 Cl2 Cu2 N4 O4, 2(Cl O4)'
_chemical_formula_sum            'C28 H28 Cl4 Cu2 N4 O12'
_chemical_formula_weight         881.42

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 2/n'
_space_group_name_Hall           '-P 2yac'

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

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

_cell_length_a                   10.9015(2)
_cell_length_b                   11.5144(2)
_cell_length_c                   14.4136(3)
_cell_angle_alpha                90
_cell_angle_beta                 99.328(2)
_cell_angle_gamma                90
_cell_volume                     1785.33(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5384
_cell_measurement_theta_min      3.7730
_cell_measurement_theta_max      29.9070

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.640
_exptl_crystal_F_000             892
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    1.555
_shelx_estimated_absorpt_T_min   0.767
_shelx_estimated_absorpt_T_max   0.848
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.940
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  
'Oxford Diffraction SuperNova with Atlas detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0288
_diffrn_reflns_number            14559
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.629
_diffrn_reflns_theta_max         27.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4299
_reflns_number_gt                3793
_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.
 
 The two perchlorate counter ions are orientationally disordered about a 
 two-fold axis.

 The structure contains a small area of disordered solvent (a water molecule); 
 attempts to model it with a chemically reasonable geometry were unsuccessful. 
 Therefore, the SQUEEZE procedure of PLATON (van der Sluis & Spek, 1990; Spek, 2001) 
 was employed to remove the contribution of the electron density associated with 
 this water molecule from the intensity data. The solvent-free model and intensity 
 data were used for the final results reported here. 
;
_computing_data_collection       'CrysAlisPro (Agilent Technologies, 2011)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2011)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2011)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
;ORTEP-3 for Windows (Farrugia, 1997); PLATON (Spek, 1990);
MERCURY (Bruno et al. 2002)
;
_computing_publication_material  'WINGX (Farrugia, 1999)'
_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0455P)²+2.5411P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4299
_refine_ls_number_parameters     253
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0388
_refine_ls_wR_factor_ref         0.1024
_refine_ls_wR_factor_gt          0.0994
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.105
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu 0.20489(3) 0.40245(2) 0.56239(2) 0.01608(10) Uani 1 1 d . . . . .
Cl1 Cl 0.16789(6) 0.49073(6) 0.42171(4) 0.02476(15) Uani 1 1 d . . . . .
O1 O 0.35221(16) 0.29313(15) 0.61799(12) 0.0184(3) Uani 1 1 d D . . . .
H1 H 0.367(3) 0.2241(12) 0.607(2) 0.028 Uiso 1 1 d D U . . .
O2 O 0.12095(16) 0.39249(15) 0.68507(12) 0.0175(3) Uani 1 1 d . . . . .
N2 N 0.07989(19) 0.27927(17) 0.52564(13) 0.0170(4) Uani 1 1 d . . . . .
C14 C -0.0276(3) 0.1398(2) 0.42073(18) 0.0249(5) Uani 1 1 d . . . . .
H14 H -0.0358 0.0994 0.3626 0.030 Uiso 1 1 calc R U . . .
N1 N 0.3302(2) 0.51494(18) 0.61930(14) 0.0186(4) Uani 1 1 d . . . . .
C9 C -0.0330(2) 0.2974(2) 0.75859(16) 0.0188(5) Uani 1 1 d . . . . .
H9A H -0.0420 0.2124 0.7649 0.023 Uiso 1 1 calc R U . . .
H9B H -0.1176 0.3307 0.7427 0.023 Uiso 1 1 calc R U . . .
C4 C 0.5121(3) 0.6715(2) 0.69295(18) 0.0283(6) Uani 1 1 d . . . . .
H4 H 0.5749 0.7254 0.7179 0.034 Uiso 1 1 calc R U . . .
C3 C 0.5406(3) 0.5549(2) 0.68580(18) 0.0237(5) Uani 1 1 d . . . . .
H3 H 0.6234 0.5282 0.7043 0.028 Uiso 1 1 calc R U . . .
C2 C 0.4461(2) 0.4774(2) 0.65111(16) 0.0182(5) Uani 1 1 d . . . . .
C12 C -0.0922(2) 0.1759(2) 0.56912(18) 0.0217(5) Uani 1 1 d . . . . .
H12 H -0.1460 0.1617 0.6136 0.026 Uiso 1 1 calc R U . . .
C10 C 0.0365(2) 0.3210(2) 0.67862(16) 0.0162(4) Uani 1 1 d . . . . .
C7 C 0.4712(2) 0.3470(2) 0.64599(16) 0.0178(5) Uani 1 1 d . . . . .
C11 C 0.0037(2) 0.2555(2) 0.58801(16) 0.0163(4) Uani 1 1 d . . . . .
C5 C 0.3907(3) 0.7092(2) 0.66334(19) 0.0289(6) Uani 1 1 d . . . . .
H5 H 0.3689 0.7884 0.6689 0.035 Uiso 1 1 calc R U . . .
C6 C 0.3031(3) 0.6288(2) 0.62577(18) 0.0243(5) Uani 1 1 d . . . . .
H6 H 0.2206 0.6543 0.6036 0.029 Uiso 1 1 calc R U . . .
C15 C 0.0651(3) 0.2221(2) 0.44391(17) 0.0219(5) Uani 1 1 d . . . . .
H15 H 0.1197 0.2383 0.4005 0.026 Uiso 1 1 calc R U . . .
C13 C -0.1083(3) 0.1175(2) 0.48380(19) 0.0243(5) Uani 1 1 d . . . . .
H13 H -0.1738 0.0628 0.4688 0.029 Uiso 1 1 calc R U . . .
C8 C 0.5534(3) 0.3229(3) 0.57158(18) 0.0256(6) Uani 1 1 d . . . . .
H8A H 0.6347 0.3596 0.5905 0.038 Uiso 1 1 calc R U . . .
H8B H 0.5642 0.2389 0.5656 0.038 Uiso 1 1 calc R U . . .
H8C H 0.5138 0.3549 0.5110 0.038 Uiso 1 1 calc R U . . .
Cl2 Cl 0.27360(12) 0.04560(10) 0.72660(8) 0.0226(3) Uani 0.5 1 d . . P . .
O3 O 0.3242(6) 0.0641(4) 0.6417(3) 0.0499(14) Uani 0.5 1 d . . P . .
O4 O 0.2500 -0.0754(3) 0.7500 0.0470(9) Uani 1 2 d S T P . .
O5 O 0.3491(2) 0.09848(19) 0.79594(19) 0.0442(6) Uani 1 1 d . . . . .
Cl3 Cl 0.29758(14) 0.02587(12) 0.29048(13) 0.0370(4) Uani 0.5 1 d . . P . .
O6 O 0.2500 0.1280(4) 0.2500 0.0918(18) Uani 1 2 d S TU P . .
O7 O 0.4266(4) 0.0296(4) 0.2806(4) 0.0446(12) Uani 0.5 1 d . . P . .
O8 O 0.2920(8) 0.0216(7) 0.3907(5) 0.089(3) Uani 0.5 1 d . U P . .
O9 O 0.2500 -0.0771(3) 0.2500 0.0469(9) Uani 1 2 d S T 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
Cu N1 1.963(2) . ?
Cu N2 1.979(2) . ?
Cu O1 2.0949(17) . ?
Cu O2 2.1217(17) . ?
Cu Cl1 2.2456(6) . ?
O1 C7 1.435(3) . ?
O1 H1 0.831(10) . ?
O2 C10 1.227(3) . ?
N2 C15 1.336(3) . ?
N2 C11 1.347(3) . ?
C14 C15 1.386(4) . ?
C14 C13 1.388(4) . ?
C14 H14 0.9500 . ?
N1 C2 1.344(3) . ?
N1 C6 1.350(3) . ?
C9 C10 1.503(3) . ?
C9 C7 1.540(3) 2_556 ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C4 C3 1.386(4) . ?
C4 C5 1.392(4) . ?
C4 H4 0.9500 . ?
C3 C2 1.393(4) . ?
C3 H3 0.9500 . ?
C2 C7 1.530(3) . ?
C12 C11 1.384(3) . ?
C12 C13 1.388(4) . ?
C12 H12 0.9500 . ?
C10 C11 1.500(3) . ?
C7 C8 1.530(3) . ?
C7 C9 1.540(3) 2_556 ?
C5 C6 1.377(4) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C15 H15 0.9500 . ?
C13 H13 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
Cl2 Cl2 0.912(3) 2_556 ?
Cl2 O5 1.335(3) . ?
Cl2 O3 1.437(5) . ?
Cl2 O5 1.458(3) 2_556 ?
Cl2 O4 1.466(3) . ?
O4 Cl2 1.466(3) 2_556 ?
O5 Cl2 1.458(3) 2_556 ?
Cl3 O6 1.376(4) . ?
Cl3 O9 1.385(3) . ?
Cl3 Cl3 1.430(4) 2 ?
Cl3 O7 1.437(5) . ?
Cl3 O8 1.457(7) . ?
O6 Cl3 1.376(4) 2 ?
O9 Cl3 1.385(3) 2 ?

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 Cu N2 170.85(8) . . ?
N1 Cu O1 78.35(8) . . ?
N2 Cu O1 97.10(8) . . ?
N1 Cu O2 93.01(7) . . ?
N2 Cu O2 79.22(7) . . ?
O1 Cu O2 93.22(7) . . ?
N1 Cu Cl1 95.14(6) . . ?
N2 Cu Cl1 93.88(6) . . ?
O1 Cu Cl1 129.18(5) . . ?
O2 Cu Cl1 137.60(5) . . ?
C7 O1 Cu 116.72(14) . . ?
C7 O1 H1 106(2) . . ?
Cu O1 H1 131(2) . . ?
C10 O2 Cu 113.13(15) . . ?
C15 N2 C11 119.3(2) . . ?
C15 N2 Cu 124.65(17) . . ?
C11 N2 Cu 116.05(16) . . ?
C15 C14 C13 118.9(2) . . ?
C15 C14 H14 120.5 . . ?
C13 C14 H14 120.5 . . ?
C2 N1 C6 119.6(2) . . ?
C2 N1 Cu 118.84(17) . . ?
C6 N1 Cu 121.58(19) . . ?
C10 C9 C7 114.5(2) . 2_556 ?
C10 C9 H9A 108.6 . . ?
C7 C9 H9A 108.6 2_556 . ?
C10 C9 H9B 108.6 . . ?
C7 C9 H9B 108.6 2_556 . ?
H9A C9 H9B 107.6 . . ?
C3 C4 C5 119.5(3) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C4 C3 C2 119.1(3) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
N1 C2 C3 121.0(2) . . ?
N1 C2 C7 117.7(2) . . ?
C3 C2 C7 121.3(2) . . ?
C11 C12 C13 118.6(2) . . ?
C11 C12 H12 120.7 . . ?
C13 C12 H12 120.7 . . ?
O2 C10 C11 118.2(2) . . ?
O2 C10 C9 121.9(2) . . ?
C11 C10 C9 119.9(2) . . ?
O1 C7 C2 106.12(19) . . ?
O1 C7 C8 109.3(2) . . ?
C2 C7 C8 109.9(2) . . ?
O1 C7 C9 109.63(19) . 2_556 ?
C2 C7 C9 112.1(2) . 2_556 ?
C8 C7 C9 109.7(2) . 2_556 ?
N2 C11 C12 122.1(2) . . ?
N2 C11 C10 113.1(2) . . ?
C12 C11 C10 124.7(2) . . ?
C6 C5 C4 118.4(3) . . ?
C6 C5 H5 120.8 . . ?
C4 C5 H5 120.8 . . ?
N1 C6 C5 122.3(3) . . ?
N1 C6 H6 118.9 . . ?
C5 C6 H6 118.9 . . ?
N2 C15 C14 121.9(2) . . ?
N2 C15 H15 119.1 . . ?
C14 C15 H15 119.1 . . ?
C14 C13 C12 119.2(2) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
Cl2 Cl2 O5 78.44(18) 2_556 . ?
Cl2 Cl2 O3 165.9(3) 2_556 . ?
O5 Cl2 O3 107.1(3) . . ?
Cl2 Cl2 O5 63.75(17) 2_556 2_556 ?
O5 Cl2 O5 114.13(19) . 2_556 ?
O3 Cl2 O5 102.3(3) . 2_556 ?
Cl2 Cl2 O4 71.87(6) 2_556 . ?
O5 Cl2 O4 111.79(13) . . ?
O3 Cl2 O4 116.3(2) . . ?
O5 Cl2 O4 105.03(13) 2_556 . ?
O6 Cl3 O9 117.60(18) . . ?
O6 Cl3 Cl3 58.70(12) . 2 ?
O9 Cl3 Cl3 58.91(10) . 2 ?
O6 Cl3 O7 103.9(2) . . ?
O9 Cl3 O7 106.8(2) . . ?
Cl3 Cl3 O7 120.7(3) 2 . ?
O6 Cl3 O8 112.1(4) . . ?
O9 Cl3 O8 108.4(3) . . ?
Cl3 Cl3 O8 131.9(4) 2 . ?
O7 Cl3 O8 107.4(4) . . ?
Cl3 O6 Cl3 62.6(2) . 2 ?
Cl3 O9 Cl3 62.2(2) 2 . ?

_refine_diff_density_max         0.991
_refine_diff_density_min         -0.607
_refine_diff_density_rms         0.088

# 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 1.000 52 8 ' '
2 0.500 1.000 0.500 52 8 ' '

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

data_2
_database_code_depnum_ccdc_archive 'CCDC 1429520'
_audit_update_record             
;
2015-11-04 deposited with the CCDC.
2015-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H24 Cl4 Cu2 N4 O10, 2(C H Cl3)'
_chemical_formula_sum            'C30 H26 Cl10 Cu2 N4 O10'
_chemical_formula_weight         1084.13

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   18.5412(5)
_cell_length_b                   10.7733(3)
_cell_length_c                   20.6281(5)
_cell_angle_alpha                90
_cell_angle_beta                 100.364(3)
_cell_angle_gamma                90
_cell_volume                     4053.23(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8382
_cell_measurement_theta_min      3.7690
_cell_measurement_theta_max      29.8500

_exptl_crystal_description       plate
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.777
_exptl_crystal_F_000             2168
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    1.767
_shelx_estimated_absorpt_T_min   0.666
_shelx_estimated_absorpt_T_max   0.886
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.925
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  
'Oxford Diffraction SuperNova with Atlas detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0288
_diffrn_reflns_number            32039
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.557
_diffrn_reflns_theta_max         27.496
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             9221
_reflns_number_gt                7230
_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       'CrysAlisPro (Agilent Technologies, 2011)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2011)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2011)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
;ORTEP-3 for Windows (Farrugia, 1997); PLATON (Spek, 1990);
MERCURY (Bruno et al. 2002)
;
_computing_publication_material  'WINGX (Farrugia, 1999)'
_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)+(0.0801P)²+11.3421P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9221
_refine_ls_number_parameters     507
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0559
_refine_ls_wR_factor_ref         0.1593
_refine_ls_wR_factor_gt          0.1451
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.049
_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
C2 C 0.6395(2) 0.2257(4) 0.3523(2) 0.0242(8) Uani 1 1 d . . . . .
C3 C 0.5868(2) 0.1813(4) 0.3857(2) 0.0316(10) Uani 1 1 d . . . . .
H3 H 0.5550 0.1158 0.3678 0.038 Uiso 1 1 calc R U . . .
C4 C 0.5809(3) 0.2340(5) 0.4460(2) 0.0345(10) Uani 1 1 d . . . . .
H4 H 0.5459 0.2036 0.4706 0.041 Uiso 1 1 calc R U . . .
C5 C 0.6266(2) 0.3308(5) 0.4695(2) 0.0323(10) Uani 1 1 d . . . . .
H5 H 0.6231 0.3687 0.5104 0.039 Uiso 1 1 calc R U . . .
C6 C 0.6776(2) 0.3726(4) 0.4332(2) 0.0261(9) Uani 1 1 d . . . . .
H6 H 0.7086 0.4401 0.4495 0.031 Uiso 1 1 calc R U . . .
C7 C 0.6502(2) 0.1731(4) 0.2857(2) 0.0279(9) Uani 1 1 d . . . . .
C8 C 0.5791(2) 0.1708(4) 0.2320(2) 0.0294(9) Uani 1 1 d . . . . .
H8 H 0.5537 0.2425 0.2132 0.035 Uiso 1 1 calc R U . . .
C9 C 0.5592(3) 0.0560(5) 0.2164(2) 0.0363(11) Uani 1 1 d . . . . .
C10 C 0.4984(3) 0.0118(6) 0.1641(3) 0.0493(14) Uani 1 1 d . . . . .
H10A H 0.4756 0.0830 0.1387 0.074 Uiso 1 1 calc R U . . .
H10B H 0.4617 -0.0312 0.1845 0.074 Uiso 1 1 calc R U . . .
H10C H 0.5180 -0.0454 0.1346 0.074 Uiso 1 1 calc R U . . .
C11 C 0.6100(2) -0.0312(4) 0.2549(2) 0.0238(8) Uani 1 1 d . . . . .
C12 C 0.6131(3) -0.1585(5) 0.2577(3) 0.0429(12) Uani 1 1 d . . . . .
H12 H 0.5769 -0.2079 0.2311 0.051 Uiso 1 1 calc R U . . .
C13 C 0.6723(3) -0.2141(4) 0.3014(3) 0.0438(13) Uani 1 1 d . . . . .
H13 H 0.6752 -0.3020 0.3047 0.053 Uiso 1 1 calc R U . . .
C14 C 0.7243(3) -0.1439(5) 0.3384(3) 0.0425(12) Uani 1 1 d . . . . .
H14 H 0.7642 -0.1821 0.3667 0.051 Uiso 1 1 calc R U . . .
C15 C 0.7189(2) -0.0129(4) 0.3346(2) 0.0306(9) Uani 1 1 d . . . . .
H15 H 0.7548 0.0386 0.3603 0.037 Uiso 1 1 calc R U . . .
C16 C 0.8597(2) 0.3915(4) 0.1486(2) 0.0255(8) Uani 1 1 d . . . . .
C17 C 0.9046(3) 0.4467(4) 0.1097(2) 0.0342(10) Uani 1 1 d . . . . .
H17 H 0.9347 0.5156 0.1254 0.041 Uiso 1 1 calc R U . . .
C18 C 0.9043(3) 0.3987(4) 0.0476(2) 0.0351(10) Uani 1 1 d . . . . .
H18 H 0.9338 0.4357 0.0197 0.042 Uiso 1 1 calc R U . . .
C19 C 0.8614(3) 0.2976(5) 0.0261(2) 0.0342(10) Uani 1 1 d . . . . .
H19 H 0.8608 0.2643 -0.0167 0.041 Uiso 1 1 calc R U . . .
C20 C 0.8191(2) 0.2452(4) 0.0679(2) 0.0286(9) Uani 1 1 d . . . . .
H20 H 0.7906 0.1736 0.0539 0.034 Uiso 1 1 calc R U . . .
C21 C 0.8544(2) 0.4370(4) 0.2185(2) 0.0272(9) Uani 1 1 d . . . . .
C22 C 0.9293(2) 0.4378(4) 0.2666(2) 0.0273(9) Uani 1 1 d . . . . .
H22 H 0.9568 0.3655 0.2812 0.033 Uiso 1 1 calc R U . . .
C23 C 0.9495(2) 0.5520(4) 0.2847(2) 0.0320(10) Uani 1 1 d . . . . .
C24 C 1.0145(3) 0.5975(5) 0.3314(2) 0.0354(10) Uani 1 1 d . . . . .
H24A H 1.0452 0.5269 0.3490 0.053 Uiso 1 1 calc R U . . .
H24B H 0.9984 0.6419 0.3677 0.053 Uiso 1 1 calc R U . . .
H24C H 1.0429 0.6538 0.3084 0.053 Uiso 1 1 calc R U . . .
C25 C 0.8941(2) 0.6401(4) 0.2522(2) 0.0227(8) Uani 1 1 d . . . . .
C26 C 0.8886(3) 0.7667(4) 0.2548(2) 0.0348(10) Uani 1 1 d . . . . .
H26 H 0.9258 0.8150 0.2810 0.042 Uiso 1 1 calc R U . . .
C27 C 0.8262(3) 0.8231(4) 0.2173(2) 0.0342(10) Uani 1 1 d . . . . .
H27 H 0.8213 0.9109 0.2177 0.041 Uiso 1 1 calc R U . . .
C28 C 0.7726(3) 0.7534(4) 0.1805(3) 0.0362(10) Uani 1 1 d . . . . .
H28 H 0.7304 0.7920 0.1558 0.043 Uiso 1 1 calc R U . . .
C29 C 0.7806(2) 0.6228(4) 0.1795(2) 0.0273(9) Uani 1 1 d . . . . .
H29 H 0.7439 0.5719 0.1545 0.033 Uiso 1 1 calc R U . . .
C30 C 1.0829(3) 0.3515(5) 0.4993(2) 0.0375(11) Uani 1 1 d . . . . .
H30 H 1.0887 0.4178 0.5338 0.045 Uiso 1 1 calc R U . . .
C31 C 0.3643(4) 0.3467(6) -0.0120(3) 0.0540(15) Uani 1 1 d . . . . .
H31 H 0.3821 0.3796 -0.0516 0.065 Uiso 1 1 calc R U . . .
N1 N 0.68428(17) 0.3200(3) 0.37564(16) 0.0200(6) Uani 1 1 d . . . . .
N2 N 0.6628(2) 0.0351(3) 0.29454(18) 0.0295(8) Uani 1 1 d . . . . .
N3 N 0.81747(19) 0.2929(3) 0.12754(16) 0.0221(7) Uani 1 1 d . . . . .
N4 N 0.83976(19) 0.5746(3) 0.21387(18) 0.0262(7) Uani 1 1 d . . . . .
O1 O 0.70963(14) 0.2292(2) 0.26711(13) 0.0178(5) Uani 1 1 d . . . . .
O2 O 0.79797(14) 0.3760(2) 0.23883(13) 0.0177(5) Uani 1 1 d . . . . .
O3 O 0.86074(16) 0.2100(3) 0.36498(14) 0.0300(7) Uani 1 1 d . . . . .
O4 O 0.86076(17) 0.1060(3) 0.26479(15) 0.0317(7) Uani 1 1 d . . . . .
O5 O 0.9019(2) 0.0039(3) 0.36491(19) 0.0449(9) Uani 1 1 d . . . . .
O6 O 0.97242(16) 0.1638(3) 0.33047(16) 0.0311(7) Uani 1 1 d . . . . .
O7 O 0.64048(17) 0.4977(3) 0.24590(15) 0.0322(7) Uani 1 1 d . . . . .
O8 O 0.64004(17) 0.4182(3) 0.13915(16) 0.0330(7) Uani 1 1 d . . . . .
O9 O 0.52859(16) 0.4471(3) 0.17792(17) 0.0329(7) Uani 1 1 d . . . . .
O10 O 0.59624(18) 0.6199(3) 0.15272(17) 0.0346(7) Uani 1 1 d . . . . .
Cl1 Cl 0.80132(6) 0.53740(9) 0.37002(5) 0.0294(2) Uani 1 1 d . . . . .
Cl2 Cl 0.70802(6) 0.06491(8) 0.13654(5) 0.0247(2) Uani 1 1 d . . . . .
Cl3 Cl 0.89915(5) 0.12090(9) 0.33161(5) 0.0241(2) Uani 1 1 d . . . . .
Cl4 Cl 0.60145(5) 0.49530(9) 0.17877(5) 0.0249(2) Uani 1 1 d . . . . .
Cl5 Cl 0.99319(7) 0.36254(13) 0.45292(7) 0.0473(3) Uani 1 1 d . . . . .
Cl6 Cl 1.14829(9) 0.3777(2) 0.44937(8) 0.0768(6) Uani 1 1 d . . . . .
Cl7 Cl 1.09430(9) 0.20723(12) 0.53952(8) 0.0579(4) Uani 1 1 d . . . . .
Cl8 Cl 0.43280(8) 0.37542(15) 0.05667(7) 0.0513(3) Uani 1 1 d . . . . .
Cl9 Cl 0.28314(9) 0.4268(3) -0.00570(8) 0.0877(7) Uani 1 1 d . U . . .
Cl10 Cl 0.35056(17) 0.1871(2) -0.02342(14) 0.1260(11) Uani 1 1 d . U . . .
Cu1 Cu 0.75288(3) 0.37221(4) 0.31699(2) 0.01879(13) Uani 1 1 d . . . . .
Cu2 Cu 0.75569(3) 0.23131(4) 0.18969(2) 0.01866(13) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C2 N1 1.345(5) . ?
C2 C3 1.378(6) . ?
C2 C7 1.533(6) . ?
C3 C4 1.390(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.376(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.382(6) . ?
C5 H5 0.9500 . ?
C6 N1 1.342(5) . ?
C6 H6 0.9500 . ?
C7 O1 1.370(5) . ?
C7 N2 1.511(5) . ?
C7 C8 1.563(6) . ?
C8 C9 1.314(6) . ?
C8 H8 0.9500 . ?
C9 C11 1.460(7) . ?
C9 C10 1.491(7) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 N2 1.361(5) . ?
C11 C12 1.373(6) . ?
C12 C13 1.422(8) . ?
C12 H12 0.9500 . ?
C13 C14 1.348(8) . ?
C13 H13 0.9500 . ?
C14 C15 1.416(7) . ?
C14 H14 0.9500 . ?
C15 N2 1.313(6) . ?
C15 H15 0.9500 . ?
C16 N3 1.345(5) . ?
C16 C17 1.389(6) . ?
C16 C21 1.542(6) . ?
C17 C18 1.381(6) . ?
C17 H17 0.9500 . ?
C18 C19 1.375(7) . ?
C18 H18 0.9500 . ?
C19 C20 1.386(6) . ?
C19 H19 0.9500 . ?
C20 N3 1.339(5) . ?
C20 H20 0.9500 . ?
C21 O2 1.365(5) . ?
C21 N4 1.507(5) . ?
C21 C22 1.555(6) . ?
C22 C23 1.320(6) . ?
C22 H22 0.9500 . ?
C23 C25 1.469(6) . ?
C23 C24 1.484(6) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 N4 1.361(5) . ?
C25 C26 1.369(6) . ?
C26 C27 1.410(7) . ?
C26 H26 0.9500 . ?
C27 C28 1.361(7) . ?
C27 H27 0.9500 . ?
C28 C29 1.415(6) . ?
C28 H28 0.9500 . ?
C29 N4 1.302(6) . ?
C29 H29 0.9500 . ?
C30 Cl6 1.749(5) . ?
C30 Cl7 1.757(5) . ?
C30 Cl5 1.767(5) . ?
C30 H30 1.0000 . ?
C31 Cl10 1.748(6) . ?
C31 Cl8 1.752(6) . ?
C31 Cl9 1.759(7) . ?
C31 H31 1.0000 . ?
N1 Cu1 1.988(3) . ?
N3 Cu2 1.981(3) . ?
O1 Cu2 1.942(3) . ?
O1 Cu1 1.944(2) . ?
O2 Cu2 1.946(2) . ?
O2 Cu1 1.946(3) . ?
O3 Cl3 1.442(3) . ?
O4 Cl3 1.442(3) . ?
O5 Cl3 1.432(3) . ?
O6 Cl3 1.439(3) . ?
O7 Cl4 1.443(3) . ?
O8 Cl4 1.443(3) . ?
O9 Cl4 1.445(3) . ?
O10 Cl4 1.443(3) . ?
Cl1 Cu1 2.1946(10) . ?
Cl2 Cu2 2.2018(10) . ?
Cu1 Cu2 3.0418(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C2 C3 122.1(4) . . ?
N1 C2 C7 115.4(3) . . ?
C3 C2 C7 122.5(4) . . ?
C2 C3 C4 118.8(4) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 H3 120.6 . . ?
C5 C4 C3 118.8(4) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
C4 C5 C6 119.6(4) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
N1 C6 C5 121.5(4) . . ?
N1 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
O1 C7 N2 110.7(3) . . ?
O1 C7 C2 109.2(3) . . ?
N2 C7 C2 107.3(3) . . ?
O1 C7 C8 115.3(3) . . ?
N2 C7 C8 99.4(3) . . ?
C2 C7 C8 114.3(4) . . ?
C9 C8 C7 110.6(4) . . ?
C9 C8 H8 124.7 . . ?
C7 C8 H8 124.7 . . ?
C8 C9 C11 110.3(4) . . ?
C8 C9 C10 128.3(5) . . ?
C11 C9 C10 121.2(5) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 C12 118.6(4) . . ?
N2 C11 C9 108.3(4) . . ?
C12 C11 C9 133.2(4) . . ?
C11 C12 C13 118.0(5) . . ?
C11 C12 H12 121.0 . . ?
C13 C12 H12 121.0 . . ?
C14 C13 C12 120.9(4) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C14 C15 119.5(5) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
N2 C15 C14 117.8(4) . . ?
N2 C15 H15 121.1 . . ?
C14 C15 H15 121.1 . . ?
N3 C16 C17 121.8(4) . . ?
N3 C16 C21 114.9(3) . . ?
C17 C16 C21 123.3(4) . . ?
C18 C17 C16 118.2(4) . . ?
C18 C17 H17 120.9 . . ?
C16 C17 H17 120.9 . . ?
C19 C18 C17 120.1(4) . . ?
C19 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
C18 C19 C20 118.8(4) . . ?
C18 C19 H19 120.6 . . ?
C20 C19 H19 120.6 . . ?
N3 C20 C19 121.6(4) . . ?
N3 C20 H20 119.2 . . ?
C19 C20 H20 119.2 . . ?
O2 C21 N4 110.7(3) . . ?
O2 C21 C16 108.4(3) . . ?
N4 C21 C16 107.2(3) . . ?
O2 C21 C22 116.8(3) . . ?
N4 C21 C22 99.5(3) . . ?
C16 C21 C22 113.5(3) . . ?
C23 C22 C21 111.2(4) . . ?
C23 C22 H22 124.4 . . ?
C21 C22 H22 124.4 . . ?
C22 C23 C25 109.5(4) . . ?
C22 C23 C24 130.4(5) . . ?
C25 C23 C24 120.1(4) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N4 C25 C26 119.1(4) . . ?
N4 C25 C23 108.3(3) . . ?
C26 C25 C23 132.6(4) . . ?
C25 C26 C27 117.9(4) . . ?
C25 C26 H26 121.1 . . ?
C27 C26 H26 121.1 . . ?
C28 C27 C26 120.8(4) . . ?
C28 C27 H27 119.6 . . ?
C26 C27 H27 119.6 . . ?
C27 C28 C29 119.3(4) . . ?
C27 C28 H28 120.4 . . ?
C29 C28 H28 120.4 . . ?
N4 C29 C28 117.9(4) . . ?
N4 C29 H29 121.0 . . ?
C28 C29 H29 121.0 . . ?
Cl6 C30 Cl7 112.6(3) . . ?
Cl6 C30 Cl5 110.8(3) . . ?
Cl7 C30 Cl5 109.7(3) . . ?
Cl6 C30 H30 107.9 . . ?
Cl7 C30 H30 107.9 . . ?
Cl5 C30 H30 107.9 . . ?
Cl10 C31 Cl8 110.5(4) . . ?
Cl10 C31 Cl9 112.8(4) . . ?
Cl8 C31 Cl9 111.1(3) . . ?
Cl10 C31 H31 107.4 . . ?
Cl8 C31 H31 107.4 . . ?
Cl9 C31 H31 107.4 . . ?
C6 N1 C2 119.1(3) . . ?
C6 N1 Cu1 126.2(3) . . ?
C2 N1 Cu1 114.7(3) . . ?
C15 N2 C11 125.1(4) . . ?
C15 N2 C7 123.4(4) . . ?
C11 N2 C7 111.4(4) . . ?
C20 N3 C16 119.5(4) . . ?
C20 N3 Cu2 125.3(3) . . ?
C16 N3 Cu2 115.3(3) . . ?
C29 N4 C25 124.9(4) . . ?
C29 N4 C21 123.5(4) . . ?
C25 N4 C21 111.6(3) . . ?
C7 O1 Cu2 136.8(2) . . ?
C7 O1 Cu1 118.5(2) . . ?
Cu2 O1 Cu1 103.04(11) . . ?
C21 O2 Cu2 119.0(2) . . ?
C21 O2 Cu1 137.1(2) . . ?
Cu2 O2 Cu1 102.84(11) . . ?
O5 Cl3 O6 109.8(2) . . ?
O5 Cl3 O3 109.6(2) . . ?
O6 Cl3 O3 110.03(19) . . ?
O5 Cl3 O4 109.3(2) . . ?
O6 Cl3 O4 109.0(2) . . ?
O3 Cl3 O4 109.20(18) . . ?
O8 Cl4 O10 109.4(2) . . ?
O8 Cl4 O7 109.85(19) . . ?
O10 Cl4 O7 109.24(19) . . ?
O8 Cl4 O9 110.12(19) . . ?
O10 Cl4 O9 109.30(19) . . ?
O7 Cl4 O9 108.9(2) . . ?
O1 Cu1 O2 77.04(10) . . ?
O1 Cu1 N1 81.35(12) . . ?
O2 Cu1 N1 158.06(12) . . ?
O1 Cu1 Cl1 177.96(8) . . ?
O2 Cu1 Cl1 101.41(8) . . ?
N1 Cu1 Cl1 100.11(9) . . ?
O1 Cu1 Cu2 38.46(7) . . ?
O2 Cu1 Cu2 38.58(7) . . ?
N1 Cu1 Cu2 119.75(9) . . ?
Cl1 Cu1 Cu2 139.99(3) . . ?
O1 Cu2 O2 77.07(10) . . ?
O1 Cu2 N3 157.98(12) . . ?
O2 Cu2 N3 80.97(12) . . ?
O1 Cu2 Cl2 101.74(8) . . ?
O2 Cu2 Cl2 178.48(8) . . ?
N3 Cu2 Cl2 100.24(10) . . ?
O1 Cu2 Cu1 38.50(7) . . ?
O2 Cu2 Cu1 38.58(7) . . ?
N3 Cu2 Cu1 119.54(9) . . ?
Cl2 Cu2 Cu1 140.22(3) . . ?

_refine_diff_density_max         1.808
_refine_diff_density_min         -1.589
_refine_diff_density_rms         0.132

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

data_3
_database_code_depnum_ccdc_archive 'CCDC 1429521'
_audit_update_record             
;
2015-11-04 deposited with the CCDC.
2015-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C50 H42 Cu2 N4 O6, 2(Cl O4),(C H4 O)'
_chemical_formula_sum            'C51 H46 Cl2 Cu2 N4 O15'
_chemical_formula_weight         1152.90

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 2/a'
_space_group_name_Hall           '-I 2ya'

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

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

_cell_length_a                   14.9187(3)
_cell_length_b                   15.1684(4)
_cell_length_c                   23.0231(5)
_cell_angle_alpha                90
_cell_angle_beta                 90.537(2)
_cell_angle_gamma                90
_cell_volume                     5209.7(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7635
_cell_measurement_theta_min      3.9860
_cell_measurement_theta_max      30.0150

_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.470
_exptl_crystal_F_000             2368
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    0.990
_shelx_estimated_absorpt_T_min   0.797
_shelx_estimated_absorpt_T_max   0.899
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.934
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  
'Oxford Diffraction SuperNova with Atlas detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0288
_diffrn_reflns_number            20502
_diffrn_reflns_av_unetI/netI     0.0207
_diffrn_reflns_av_R_equivalents  0.0216
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         3.832
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             5902
_reflns_number_gt                5010
_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.

 The perchlorate counterion Cl2/O7/O8/O9/O10 is orientationally 
 disordered about a center of symmetry of the structure.
;
_computing_data_collection       'CrysAlisPro (Agilent Technologies, 2011)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2011)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2011)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
;ORTEP-3 for Windows (Farrugia, 1997); PLATON (Spek, 1990);
MERCURY (Bruno et al. 2002)
;
_computing_publication_material  'WINGX (Farrugia, 1999)'

_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)+(0.1154P)²+26.9426P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5902
_refine_ls_number_parameters     347
_refine_ls_number_restraints     33
_refine_ls_R_factor_all          0.0778
_refine_ls_R_factor_gt           0.0677
_refine_ls_wR_factor_ref         0.2059
_refine_ls_wR_factor_gt          0.1936
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.728
_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
Cu Cu 0.65003(3) 0.18140(3) 0.00555(2) 0.02766(18) Uani 1 1 d . . . . .
C2 C 0.5255(2) 0.2313(3) 0.09556(16) 0.0341(8) Uani 1 1 d . . . . .
C3 C 0.4595(3) 0.2199(3) 0.1366(2) 0.0440(10) Uani 1 1 d . . . . .
H3 H 0.4335 0.2696 0.1551 0.053 Uiso 1 1 calc R U . . .
C4 C 0.4314(3) 0.1353(3) 0.1506(2) 0.0497(11) Uani 1 1 d . . . . .
H4 H 0.3856 0.1265 0.1784 0.060 Uiso 1 1 calc R U . . .
C5 C 0.4707(3) 0.0646(3) 0.12380(18) 0.0388(9) Uani 1 1 d . . . . .
H5 H 0.4534 0.0061 0.1335 0.047 Uiso 1 1 calc R U . . .
C6 C 0.5360(2) 0.0795(3) 0.08238(16) 0.0337(8) Uani 1 1 d . . . . .
H6 H 0.5630 0.0306 0.0637 0.040 Uiso 1 1 calc R U . . .
C7 C 0.5596(3) 0.3199(3) 0.07552(18) 0.0344(8) Uani 1 1 d . . . . .
C8 C 0.5543(3) 0.3993(3) 0.11263(19) 0.0407(9) Uani 1 1 d . . . . .
C9 C 0.5522(4) 0.4810(3) 0.0853(2) 0.0518(11) Uani 1 1 d . . . . .
H9 H 0.5489 0.4844 0.0442 0.062 Uiso 1 1 calc R U . . .
C10 C 0.5551(5) 0.5571(4) 0.1180(3) 0.0734(17) Uani 1 1 d . . . . .
H10 H 0.5524 0.6129 0.0993 0.088 Uiso 1 1 calc R U . . .
C11 C 0.5619(6) 0.5526(4) 0.1781(3) 0.081(2) Uani 1 1 d . . . . .
H11 H 0.5641 0.6052 0.2005 0.097 Uiso 1 1 calc R U . . .
C12 C 0.5654(5) 0.4716(4) 0.2052(3) 0.0746(18) Uani 1 1 d . . . . .
H12 H 0.5707 0.4686 0.2463 0.090 Uiso 1 1 calc R U . . .
C13 C 0.5611(4) 0.3950(4) 0.1730(2) 0.0553(12) Uani 1 1 d . . . . .
H13 H 0.5629 0.3393 0.1919 0.066 Uiso 1 1 calc R U . . .
C14 C 0.6161(2) 0.1950(2) -0.11442(15) 0.0268(7) Uani 1 1 d . . . . .
C15 C 0.5714(3) 0.2036(3) -0.16696(17) 0.0342(8) Uani 1 1 d . . . . .
H15 H 0.6038 0.2138 -0.2016 0.041 Uiso 1 1 calc R U . . .
C16 C 0.4791(3) 0.1972(3) -0.16857(19) 0.0403(9) Uani 1 1 d . . . . .
H16 H 0.4472 0.2029 -0.2043 0.048 Uiso 1 1 calc R U . . .
C17 C 0.4336(3) 0.1823(3) -0.1169(2) 0.0395(9) Uani 1 1 d . . . . .
H17 H 0.3701 0.1779 -0.1168 0.047 Uiso 1 1 calc R U . . .
C18 C 0.4819(2) 0.1740(3) -0.06620(18) 0.0345(8) Uani 1 1 d . . . . .
H18 H 0.4508 0.1637 -0.0310 0.041 Uiso 1 1 calc R U . . .
C19 C 0.7189(2) 0.2036(3) -0.10982(15) 0.0278(7) Uani 1 1 d . . . . .
C20 C 0.7616(2) 0.1384(3) -0.15140(15) 0.0287(7) Uani 1 1 d . . . . .
C21 C 0.7526(3) 0.0490(3) -0.14059(17) 0.0345(8) Uani 1 1 d . . . . .
H21 H 0.7227 0.0300 -0.1066 0.041 Uiso 1 1 calc R U . . .
C22 C 0.7865(3) -0.0130(3) -0.1786(2) 0.0434(9) Uani 1 1 d . . . . .
H22 H 0.7796 -0.0741 -0.1707 0.052 Uiso 1 1 calc R U . . .
C23 C 0.8306(4) 0.0143(3) -0.2282(2) 0.0512(11) Uani 1 1 d . . . . .
H23 H 0.8547 -0.0281 -0.2542 0.061 Uiso 1 1 calc R U . . .
C24 C 0.8393(4) 0.1029(3) -0.23985(19) 0.0498(11) Uani 1 1 d . . . . .
H24 H 0.8693 0.1215 -0.2739 0.060 Uiso 1 1 calc R U . . .
C25 C 0.8044(3) 0.1655(3) -0.20188(18) 0.0393(9) Uani 1 1 d . . . . .
H25 H 0.8099 0.2265 -0.2104 0.047 Uiso 1 1 calc R U . . .
C26 C 0.7104(3) 0.3612(3) -0.0956(2) 0.0411(9) Uani 1 1 d . . . . .
H26A H 0.6448 0.3610 -0.0987 0.062 Uiso 1 1 calc R U . . .
H26B H 0.7337 0.4167 -0.1112 0.062 Uiso 1 1 calc R U . . .
H26C H 0.7284 0.3553 -0.0548 0.062 Uiso 1 1 calc R U . . .
N1 N 0.5618(2) 0.1615(2) 0.06814(13) 0.0302(6) Uani 1 1 d . . . . .
N2 N 0.5724(2) 0.1799(2) -0.06464(14) 0.0286(6) Uani 1 1 d . . . . .
O1 O 0.59410(19) 0.32400(19) 0.02728(12) 0.0362(6) Uani 1 1 d . . . . .
O2 O 0.74179(17) 0.18662(18) -0.05210(11) 0.0296(6) Uani 1 1 d . . . . .
O3 O 0.74586(17) 0.28865(18) -0.12821(11) 0.0330(6) Uani 1 1 d . . . . .
Cl1 Cl 0.7500 0.92416(10) 0.0000 0.0420(3) Uani 1 2 d S T P . .
O6 O 0.8281(2) 0.9792(3) 0.00089(14) 0.0517(8) Uani 1 1 d . . . . .
O5 O 0.7499(3) 0.8699(3) 0.05143(15) 0.0618(10) Uani 1 1 d . . . . .
Cl2 Cl 0.7500 -0.2500 -0.2500 0.0944(9) Uani 1 2 d DS U P . .
O7 O 0.7438(5) -0.2625(7) -0.3137(3) 0.0902(16) Uani 0.5 1 d D . P . .
O8 O 0.8145(5) -0.3118(6) -0.2405(4) 0.0902(16) Uani 0.5 1 d D . P . .
O9 O 0.6717(4) -0.2892(7) -0.2364(4) 0.0902(16) Uani 0.5 1 d D . P . .
O10 O 0.7310(5) -0.3442(5) -0.2692(4) 0.0902(16) Uani 0.5 1 d D . P . .
O11 O 0.3630(8) 0.3410(10) 0.0377(5) 0.119(4) Uani 0.5 1 d . U P . .
C27 C 0.6928(8) 0.6137(8) -0.0737(6) 0.075(4) Uani 0.5 1 d . . P . .
H27A H 0.7504 0.6446 -0.0760 0.113 Uiso 0.5 1 calc R U P . .
H27B H 0.6656 0.6099 -0.1125 0.113 Uiso 0.5 1 calc R U P . .
H27C H 0.7025 0.5542 -0.0583 0.113 Uiso 0.5 1 calc R 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
Cu O2 1.917(2) . ?
Cu O2 1.931(3) 2_655 ?
Cu N2 1.979(3) . ?
Cu N1 1.984(3) . ?
Cu O1 2.373(3) . ?
Cu Cu 2.9963(8) 2_655 ?
C2 N1 1.349(5) . ?
C2 C3 1.382(5) . ?
C2 C7 1.511(6) . ?
C3 C4 1.388(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.372(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.388(5) . ?
C5 H5 0.9500 . ?
C6 N1 1.343(5) . ?
C6 H6 0.9500 . ?
C7 O1 1.230(5) . ?
C7 C8 1.479(6) . ?
C8 C9 1.390(7) . ?
C8 C13 1.394(7) . ?
C9 C10 1.379(8) . ?
C9 H9 0.9500 . ?
C10 C11 1.388(10) . ?
C10 H10 0.9500 . ?
C11 C12 1.378(9) . ?
C11 H11 0.9500 . ?
C12 C13 1.381(7) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 N2 1.343(5) . ?
C14 C15 1.382(5) . ?
C14 C19 1.542(5) . ?
C15 C16 1.380(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.393(7) . ?
C16 H16 0.9500 . ?
C17 C18 1.372(6) . ?
C17 H17 0.9500 . ?
C18 N2 1.352(5) . ?
C18 H18 0.9500 . ?
C19 O2 1.393(4) . ?
C19 O3 1.417(4) . ?
C19 C20 1.521(5) . ?
C20 C21 1.385(6) . ?
C20 C25 1.394(5) . ?
C21 C22 1.384(6) . ?
C21 H21 0.9500 . ?
C22 C23 1.387(7) . ?
C22 H22 0.9500 . ?
C23 C24 1.376(7) . ?
C23 H23 0.9500 . ?
C24 C25 1.395(6) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 O3 1.435(5) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
O2 Cu 1.931(3) 2_655 ?
Cl1 O6 1.433(3) . ?
Cl1 O6 1.433(3) 2_655 ?
Cl1 O5 1.442(4) 2_655 ?
Cl1 O5 1.442(4) . ?
Cl2 O9 1.350(7) 7_644 ?
Cl2 O9 1.350(7) . ?
Cl2 O8 1.360(7) . ?
Cl2 O8 1.360(7) 7_644 ?
Cl2 O7 1.481(7) 7_644 ?
Cl2 O7 1.481(7) . ?
Cl2 O10 1.522(7) 7_644 ?
Cl2 O10 1.522(7) . ?
O7 O10 1.621(12) . ?
O8 O10 1.487(10) . ?
O8 O9 1.636(14) 7_644 ?
O9 O10 1.435(11) . ?
O9 O8 1.636(14) 7_644 ?
O11 C27 1.364(16) 5_665 ?
C27 O11 1.364(16) 5_665 ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Cu O2 77.53(11) . 2_655 ?
O2 Cu N2 81.46(11) . . ?
O2 Cu N2 158.97(12) 2_655 . ?
O2 Cu N1 172.75(13) . . ?
O2 Cu N1 99.22(11) 2_655 . ?
N2 Cu N1 101.76(12) . . ?
O2 Cu O1 111.28(11) . . ?
O2 Cu O1 98.01(11) 2_655 . ?
N2 Cu O1 88.75(11) . . ?
N1 Cu O1 75.44(12) . . ?
O2 Cu Cu 39.02(7) . 2_655 ?
O2 Cu Cu 38.70(7) 2_655 2_655 ?
N2 Cu Cu 120.38(9) . 2_655 ?
N1 Cu Cu 136.88(9) . 2_655 ?
O1 Cu Cu 111.73(7) . 2_655 ?
N1 C2 C3 120.8(4) . . ?
N1 C2 C7 114.7(3) . . ?
C3 C2 C7 124.4(4) . . ?
C2 C3 C4 119.5(4) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C5 C4 C3 119.2(4) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C4 C5 C6 119.1(4) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 H5 120.4 . . ?
N1 C6 C5 121.6(4) . . ?
N1 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
O1 C7 C8 120.4(4) . . ?
O1 C7 C2 117.7(4) . . ?
C8 C7 C2 121.9(3) . . ?
C9 C8 C13 119.6(4) . . ?
C9 C8 C7 117.8(4) . . ?
C13 C8 C7 122.2(4) . . ?
C10 C9 C8 119.9(5) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C9 C10 C11 120.3(6) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C12 C11 C10 119.8(5) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C11 C12 C13 120.4(6) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C12 C13 C8 119.9(5) . . ?
C12 C13 H13 120.1 . . ?
C8 C13 H13 120.1 . . ?
N2 C14 C15 121.9(3) . . ?
N2 C14 C19 116.5(3) . . ?
C15 C14 C19 121.6(3) . . ?
C16 C15 C14 119.3(4) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C15 C16 C17 118.8(4) . . ?
C15 C16 H16 120.6 . . ?
C17 C16 H16 120.6 . . ?
C18 C17 C16 119.0(4) . . ?
C18 C17 H17 120.5 . . ?
C16 C17 H17 120.5 . . ?
N2 C18 C17 122.2(4) . . ?
N2 C18 H18 118.9 . . ?
C17 C18 H18 118.9 . . ?
O2 C19 O3 112.7(3) . . ?
O2 C19 C20 112.3(3) . . ?
O3 C19 C20 106.4(3) . . ?
O2 C19 C14 106.5(3) . . ?
O3 C19 C14 110.0(3) . . ?
C20 C19 C14 108.9(3) . . ?
C21 C20 C25 119.0(4) . . ?
C21 C20 C19 118.8(3) . . ?
C25 C20 C19 122.1(3) . . ?
C22 C21 C20 121.0(4) . . ?
C22 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
C21 C22 C23 119.8(4) . . ?
C21 C22 H22 120.1 . . ?
C23 C22 H22 120.1 . . ?
C24 C23 C22 119.9(4) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C23 C24 C25 120.4(4) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 H24 119.8 . . ?
C20 C25 C24 119.9(4) . . ?
C20 C25 H25 120.1 . . ?
C24 C25 H25 120.1 . . ?
O3 C26 H26A 109.5 . . ?
O3 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O3 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C6 N1 C2 119.7(3) . . ?
C6 N1 Cu 120.8(3) . . ?
C2 N1 Cu 119.5(3) . . ?
C14 N2 C18 118.7(3) . . ?
C14 N2 Cu 114.2(2) . . ?
C18 N2 Cu 126.8(3) . . ?
C7 O1 Cu 107.2(2) . . ?
C19 O2 Cu 119.9(2) . . ?
C19 O2 Cu 137.2(2) . 2_655 ?
Cu O2 Cu 102.27(11) . 2_655 ?
C19 O3 C26 115.7(3) . . ?
O6 Cl1 O6 108.8(3) . 2_655 ?
O6 Cl1 O5 109.7(2) . 2_655 ?
O6 Cl1 O5 109.1(2) 2_655 2_655 ?
O6 Cl1 O5 109.1(2) . . ?
O6 Cl1 O5 109.7(2) 2_655 . ?
O5 Cl1 O5 110.4(3) 2_655 . ?
O9 Cl2 O9 180.0 7_644 . ?
O9 Cl2 O8 74.3(6) 7_644 . ?
O9 Cl2 O8 105.7(6) . . ?
O9 Cl2 O8 105.7(6) 7_644 7_644 ?
O9 Cl2 O8 74.3(6) . 7_644 ?
O8 Cl2 O8 180.0 . 7_644 ?
O9 Cl2 O7 97.3(5) 7_644 7_644 ?
O9 Cl2 O7 82.7(5) . 7_644 ?
O8 Cl2 O7 83.8(5) . 7_644 ?
O8 Cl2 O7 96.2(5) 7_644 7_644 ?
O9 Cl2 O7 82.7(5) 7_644 . ?
O9 Cl2 O7 97.3(5) . . ?
O8 Cl2 O7 96.2(5) . . ?
O8 Cl2 O7 83.8(5) 7_644 . ?
O7 Cl2 O7 180.0 7_644 . ?
O9 Cl2 O10 59.6(5) 7_644 7_644 ?
O9 Cl2 O10 120.4(5) . 7_644 ?
O8 Cl2 O10 118.2(4) . 7_644 ?
O8 Cl2 O10 61.8(4) 7_644 7_644 ?
O7 Cl2 O10 65.3(5) 7_644 7_644 ?
O7 Cl2 O10 114.7(5) . 7_644 ?
O9 Cl2 O10 120.4(5) 7_644 . ?
O9 Cl2 O10 59.6(5) . . ?
O8 Cl2 O10 61.8(4) . . ?
O8 Cl2 O10 118.2(4) 7_644 . ?
O7 Cl2 O10 114.7(5) 7_644 . ?
O7 Cl2 O10 65.3(5) . . ?
O10 Cl2 O10 180.0(5) 7_644 . ?
Cl2 O7 O10 58.5(3) . . ?
Cl2 O8 O10 64.4(4) . . ?
Cl2 O8 O9 52.6(4) . 7_644 ?
O10 O8 O9 105.8(6) . 7_644 ?
Cl2 O9 O10 66.2(4) . . ?
Cl2 O9 O8 53.1(4) . 7_644 ?
O10 O9 O8 107.1(6) . 7_644 ?
O9 O10 O8 95.3(5) . . ?
O9 O10 Cl2 54.2(3) . . ?
O8 O10 Cl2 53.7(3) . . ?
O9 O10 O7 88.0(6) . . ?
O8 O10 O7 85.7(5) . . ?
Cl2 O10 O7 56.1(3) . . ?
O11 C27 H27A 109.5 5_665 . ?
O11 C27 H27B 109.5 5_665 . ?
H27A C27 H27B 109.5 . . ?
O11 C27 H27C 109.5 5_665 . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?

_refine_diff_density_max         2.536
_refine_diff_density_min         -1.992
_refine_diff_density_rms         0.115

# start Validation Reply Form

_vrf_DIFMX01_3                   
;
RESPONSE:The maximum residual density peak is located close 
to an oxygen of the highly disordered Cl2/O7/O8/O9/O10 perchlorate 
counter ion. 
;
_vrf_DIFMX02_3                   
; 
RESPONSE:See comment above.
;
_vrf_PLAT097_3                   
; 
RESPONSE:See comment above.
;
_vrf_PLAT041_3                   
;
RESPONSE:The missing (not located by a difference synthesis) hydrogen atom 
of the crystallization methanol (C27/O11) has been included in the sum and 
moiety formula and the Mr, Dx and F(000) have been modified accordingly. These 
modifications account for the differences detected in the relevant data items.  
;
_vrf_CELLZ01_3                   
; 
RESPONSE:See comment above.
;
# end Validation Reply Form

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

data_4
_database_code_depnum_ccdc_archive 'CCDC 1429522'
_audit_update_record             
;
2015-11-04 deposited with the CCDC.
2015-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C52 H48 Cu4 N8 O20'
_chemical_formula_sum            'C52 H48 Cu4 N8 O20'
_chemical_formula_weight         1359.14

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'

_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                   11.7946(2)
_cell_length_b                   17.9549(3)
_cell_length_c                   13.2815(2)
_cell_angle_alpha                90
_cell_angle_beta                 107.407(2)
_cell_angle_gamma                90
_cell_volume                     2683.83(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    11497
_cell_measurement_theta_min      3.3790
_cell_measurement_theta_max      28.8200

_exptl_crystal_description       prism
_exptl_crystal_colour            turquoise
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.682
_exptl_crystal_F_000             1384
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    1.651
_shelx_estimated_absorpt_T_min   0.814
_shelx_estimated_absorpt_T_max   0.893
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.911
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  
'Oxford Diffraction SuperNova with Atlas detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4223
_diffrn_reflns_number            26859
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.902
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6063
_reflns_number_gt                5190
_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       'CrysAlisPro (Agilent Technologies, 2011)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2011)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2011)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
;ORTEP-3 for Windows (Farrugia, 1997); PLATON (Spek, 1990);
MERCURY (Bruno et al. 2002)
;
_computing_publication_material  'WINGX (Farrugia, 1999)'
_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)+(0.0202P)²+2.5362P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6063
_refine_ls_number_parameters     381
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0402
_refine_ls_R_factor_gt           0.0312
_refine_ls_wR_factor_ref         0.0695
_refine_ls_wR_factor_gt          0.0658
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.79245(2) 0.07328(2) 0.92544(2) 0.01040(7) Uani 1 1 d . . . . .
Cu2 Cu 0.97169(2) 0.11275(2) 0.81657(2) 0.01204(7) Uani 1 1 d . . . . .
C2 C 0.54503(18) 0.02936(12) 0.85663(17) 0.0145(4) Uani 1 1 d . . . . .
C3 C 0.4459(2) -0.01552(13) 0.84166(19) 0.0204(5) Uani 1 1 d . . . . .
H3 H 0.3683 0.0049 0.8154 0.025 Uiso 1 1 calc R U . . .
C4 C 0.4614(2) -0.09090(13) 0.8656(2) 0.0237(5) Uani 1 1 d . . . . .
H4 H 0.3946 -0.1228 0.8551 0.028 Uiso 1 1 calc R U . . .
C5 C 0.5749(2) -0.11865(13) 0.9047(2) 0.0219(5) Uani 1 1 d . . . . .
H5 H 0.5876 -0.1700 0.9214 0.026 Uiso 1 1 calc R U . . .
C6 C 0.67040(19) -0.07051(12) 0.91928(18) 0.0172(5) Uani 1 1 d . . . . .
H6 H 0.7486 -0.0897 0.9469 0.021 Uiso 1 1 calc R U . . .
C7 C 0.53930(18) 0.11184(12) 0.83916(17) 0.0144(4) Uani 1 1 d . . . . .
C8 C 0.43574(18) 0.14672(12) 0.76214(18) 0.0160(5) Uani 1 1 d . . . . .
C9 C 0.40637(19) 0.21997(13) 0.77897(19) 0.0188(5) Uani 1 1 d . . . . .
H9 H 0.4446 0.2439 0.8441 0.023 Uiso 1 1 calc R U . . .
C10 C 0.3218(2) 0.25789(14) 0.7011(2) 0.0240(5) Uani 1 1 d . . . . .
H10 H 0.3004 0.3073 0.7134 0.029 Uiso 1 1 calc R U . . .
C11 C 0.2681(2) 0.22364(15) 0.6051(2) 0.0263(6) Uani 1 1 d . . . . .
H11 H 0.2122 0.2504 0.5507 0.032 Uiso 1 1 calc R U . . .
C12 C 0.29549(19) 0.15064(15) 0.5882(2) 0.0235(5) Uani 1 1 d . . . . .
H12 H 0.2576 0.1272 0.5226 0.028 Uiso 1 1 calc R U . . .
C13 C 0.37796(19) 0.11173(13) 0.66658(19) 0.0200(5) Uani 1 1 d . . . . .
H13 H 0.3953 0.0613 0.6555 0.024 Uiso 1 1 calc R U . . .
C14 C 0.83219(18) 0.07005(11) 0.61408(17) 0.0131(4) Uani 1 1 d . . . . .
C15 C 0.7922(2) 0.06217(12) 0.50600(18) 0.0185(5) Uani 1 1 d . . . . .
H15 H 0.7145 0.0437 0.4725 0.022 Uiso 1 1 calc R U . . .
C16 C 0.8663(2) 0.08145(13) 0.44669(19) 0.0226(5) Uani 1 1 d . . . . .
H16 H 0.8399 0.0774 0.3720 0.027 Uiso 1 1 calc R U . . .
C17 C 0.9795(2) 0.10675(13) 0.4985(2) 0.0232(5) Uani 1 1 d . . . . .
H17 H 1.0329 0.1191 0.4598 0.028 Uiso 1 1 calc R U . . .
C18 C 1.0141(2) 0.11382(13) 0.60652(19) 0.0207(5) Uani 1 1 d . . . . .
H18 H 1.0917 0.1317 0.6418 0.025 Uiso 1 1 calc R U . . .
C19 C 0.75379(18) 0.05053(12) 0.68425(17) 0.0131(4) Uani 1 1 d . . . . .
C20 C 0.72172(18) -0.03201(12) 0.67230(17) 0.0131(4) Uani 1 1 d . . . . .
C21 C 0.81351(19) -0.08388(12) 0.70542(18) 0.0164(5) Uani 1 1 d . . . . .
H21 H 0.8931 -0.0673 0.7345 0.020 Uiso 1 1 calc R U . . .
C22 C 0.7890(2) -0.15951(13) 0.69609(18) 0.0196(5) Uani 1 1 d . . . . .
H22 H 0.8519 -0.1946 0.7182 0.023 Uiso 1 1 calc R U . . .
C23 C 0.6724(2) -0.18413(13) 0.65444(19) 0.0207(5) Uani 1 1 d . . . . .
H23 H 0.6553 -0.2359 0.6487 0.025 Uiso 1 1 calc R U . . .
C24 C 0.5817(2) -0.13268(13) 0.62152(19) 0.0194(5) Uani 1 1 d . . . . .
H24 H 0.5020 -0.1493 0.5935 0.023 Uiso 1 1 calc R U . . .
C25 C 0.60580(19) -0.05712(12) 0.62903(17) 0.0157(4) Uani 1 1 d . . . . .
H25 H 0.5429 -0.0223 0.6045 0.019 Uiso 1 1 calc R U . . .
C26 C 0.6591(2) 0.16921(12) 0.6464(2) 0.0200(5) Uani 1 1 d . . . . .
H26A H 0.7094 0.1868 0.7151 0.030 Uiso 1 1 calc R U . . .
H26B H 0.5809 0.1931 0.6301 0.030 Uiso 1 1 calc R U . . .
H26C H 0.6962 0.1820 0.5918 0.030 Uiso 1 1 calc R U . . .
C27 C 1.01113(19) 0.15393(14) 1.04040(18) 0.0196(5) Uani 1 1 d . . . . .
H27A H 0.9688 0.1761 1.0862 0.029 Uiso 1 1 calc R U . . .
H27B H 1.0692 0.1897 1.0296 0.029 Uiso 1 1 calc R U . . .
H27C H 1.0523 0.1088 1.0737 0.029 Uiso 1 1 calc R U . . .
N1 N 0.65637(15) 0.00197(10) 0.89593(14) 0.0125(4) Uani 1 1 d . . . . .
N2 N 0.94098(16) 0.09611(10) 0.66373(15) 0.0147(4) Uani 1 1 d . . . . .
N3 N 0.86047(15) 0.03142(10) 1.13009(15) 0.0150(4) Uani 1 1 d . . . . .
N4 N 1.13770(19) 0.22442(12) 0.84587(18) 0.0265(5) Uani 1 1 d . . . . .
O1 O 0.62342(13) 0.15013(8) 0.88877(13) 0.0182(3) Uani 1 1 d . . . . .
O2 O 0.81763(12) 0.06823(8) 0.78732(12) 0.0145(3) Uani 1 1 d . . . . .
O3 O 0.64542(13) 0.09015(8) 0.64962(12) 0.0147(3) Uani 1 1 d . . . . .
O4 O 0.92888(12) 0.13548(8) 0.94186(11) 0.0125(3) Uani 1 1 d . . . . .
O5 O 0.79010(12) 0.08083(8) 1.07460(12) 0.0149(3) Uani 1 1 d . . . . .
O6 O 0.91809(13) -0.00800(8) 1.08509(12) 0.0167(3) Uani 1 1 d . . . . .
O7 O 0.86828(16) 0.02490(11) 1.22378(13) 0.0300(4) Uani 1 1 d . . . . .
O8 O 1.13232(13) 0.15391(9) 0.86294(13) 0.0212(4) Uani 1 1 d . . . . .
O9 O 1.22236(18) 0.25970(12) 0.90283(18) 0.0477(6) Uani 1 1 d . . . . .
O10 O 1.05885(18) 0.25286(10) 0.77350(18) 0.0389(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O4 1.9167(14) . ?
Cu1 O2 1.9461(15) . ?
Cu1 O5 1.9942(15) . ?
Cu1 N1 1.9982(17) . ?
Cu1 O1 2.3525(15) . ?
Cu1 Cu2 2.9818(3) . ?
Cu2 O2 1.9155(14) . ?
Cu2 O4 1.9218(14) . ?
Cu2 O8 1.9537(15) . ?
Cu2 N2 1.9752(19) . ?
Cu2 O6 2.4326(15) 3_757 ?
C2 N1 1.352(3) . ?
C2 C3 1.385(3) . ?
C2 C7 1.497(3) . ?
C3 C4 1.390(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.376(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.387(3) . ?
C5 H5 0.9500 . ?
C6 N1 1.337(3) . ?
C6 H6 0.9500 . ?
C7 O1 1.225(3) . ?
C7 C8 1.477(3) . ?
C8 C9 1.395(3) . ?
C8 C13 1.397(3) . ?
C9 C10 1.382(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.386(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.384(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.383(3) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 N2 1.339(3) . ?
C14 C15 1.378(3) . ?
C14 C19 1.537(3) . ?
C15 C16 1.384(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.384(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.376(3) . ?
C17 H17 0.9500 . ?
C18 N2 1.347(3) . ?
C18 H18 0.9500 . ?
C19 O2 1.388(2) . ?
C19 O3 1.414(2) . ?
C19 C20 1.526(3) . ?
C20 C25 1.390(3) . ?
C20 C21 1.396(3) . ?
C21 C22 1.386(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.392(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.382(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.384(3) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 O3 1.431(3) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 O4 1.416(3) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
N3 O7 1.226(2) . ?
N3 O6 1.250(2) . ?
N3 O5 1.286(2) . ?
N4 O10 1.231(3) . ?
N4 O9 1.232(3) . ?
N4 O8 1.291(3) . ?
O6 Cu2 2.4325(15) 3_757 ?

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
O4 Cu1 O2 76.98(6) . . ?
O4 Cu1 O5 96.20(6) . . ?
O2 Cu1 O5 172.29(6) . . ?
O4 Cu1 N1 173.40(7) . . ?
O2 Cu1 N1 97.21(7) . . ?
O5 Cu1 N1 89.39(7) . . ?
O4 Cu1 O1 108.21(6) . . ?
O2 Cu1 O1 101.01(6) . . ?
O5 Cu1 O1 84.44(6) . . ?
N1 Cu1 O1 75.76(6) . . ?
O4 Cu1 Cu2 39.09(4) . . ?
O2 Cu1 Cu2 39.08(4) . . ?
O5 Cu1 Cu2 133.48(4) . . ?
N1 Cu1 Cu2 134.56(5) . . ?
O1 Cu1 Cu2 116.11(4) . . ?
O2 Cu2 O4 77.60(6) . . ?
O2 Cu2 O8 173.42(7) . . ?
O4 Cu2 O8 97.35(6) . . ?
O2 Cu2 N2 81.80(7) . . ?
O4 Cu2 N2 155.11(7) . . ?
O8 Cu2 N2 104.10(7) . . ?
O2 Cu2 O6 96.22(6) . 3_757 ?
O4 Cu2 O6 86.32(6) . 3_757 ?
O8 Cu2 O6 79.11(6) . 3_757 ?
N2 Cu2 O6 109.82(6) . 3_757 ?
O2 Cu2 Cu1 39.83(4) . . ?
O4 Cu2 Cu1 38.97(4) . . ?
O8 Cu2 Cu1 134.30(5) . . ?
N2 Cu2 Cu1 121.59(5) . . ?
O6 Cu2 Cu1 84.17(3) 3_757 . ?
N1 C2 C3 121.7(2) . . ?
N1 C2 C7 114.40(18) . . ?
C3 C2 C7 123.80(19) . . ?
C2 C3 C4 119.1(2) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C5 C4 C3 119.0(2) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
C4 C5 C6 119.0(2) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
N1 C6 C5 122.4(2) . . ?
N1 C6 H6 118.8 . . ?
C5 C6 H6 118.8 . . ?
O1 C7 C8 120.2(2) . . ?
O1 C7 C2 118.68(19) . . ?
C8 C7 C2 121.07(19) . . ?
C9 C8 C13 119.5(2) . . ?
C9 C8 C7 118.8(2) . . ?
C13 C8 C7 121.1(2) . . ?
C10 C9 C8 120.2(2) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C9 C10 C11 119.9(2) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C12 C11 C10 120.3(2) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C13 C12 C11 120.1(2) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C8 119.9(2) . . ?
C12 C13 H13 120.0 . . ?
C8 C13 H13 120.0 . . ?
N2 C14 C15 121.87(19) . . ?
N2 C14 C19 116.28(18) . . ?
C15 C14 C19 121.85(19) . . ?
C14 C15 C16 119.3(2) . . ?
C14 C15 H15 120.3 . . ?
C16 C15 H15 120.3 . . ?
C17 C16 C15 118.7(2) . . ?
C17 C16 H16 120.7 . . ?
C15 C16 H16 120.7 . . ?
C18 C17 C16 119.3(2) . . ?
C18 C17 H17 120.3 . . ?
C16 C17 H17 120.3 . . ?
N2 C18 C17 121.8(2) . . ?
N2 C18 H18 119.1 . . ?
C17 C18 H18 119.1 . . ?
O2 C19 O3 112.12(16) . . ?
O2 C19 C20 111.69(17) . . ?
O3 C19 C20 106.44(16) . . ?
O2 C19 C14 107.37(16) . . ?
O3 C19 C14 109.72(17) . . ?
C20 C19 C14 109.50(17) . . ?
C25 C20 C21 119.2(2) . . ?
C25 C20 C19 122.71(19) . . ?
C21 C20 C19 118.07(18) . . ?
C22 C21 C20 120.3(2) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C21 C22 C23 120.1(2) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?
C24 C23 C22 119.5(2) . . ?
C24 C23 H23 120.2 . . ?
C22 C23 H23 120.2 . . ?
C23 C24 C25 120.6(2) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 H24 119.7 . . ?
C24 C25 C20 120.2(2) . . ?
C24 C25 H25 119.9 . . ?
C20 C25 H25 119.9 . . ?
O3 C26 H26A 109.5 . . ?
O3 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O3 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
O4 C27 H27A 109.5 . . ?
O4 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
O4 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C6 N1 C2 118.83(18) . . ?
C6 N1 Cu1 122.82(15) . . ?
C2 N1 Cu1 118.23(14) . . ?
C14 N2 C18 119.1(2) . . ?
C14 N2 Cu2 114.39(14) . . ?
C18 N2 Cu2 126.33(16) . . ?
O7 N3 O6 123.01(19) . . ?
O7 N3 O5 119.18(17) . . ?
O6 N3 O5 117.81(17) . . ?
O10 N4 O9 123.4(2) . . ?
O10 N4 O8 118.6(2) . . ?
O9 N4 O8 118.0(2) . . ?
C7 O1 Cu1 106.39(13) . . ?
C19 O2 Cu2 119.84(12) . . ?
C19 O2 Cu1 138.57(12) . . ?
Cu2 O2 Cu1 101.09(7) . . ?
C19 O3 C26 114.21(16) . . ?
C27 O4 Cu1 124.15(13) . . ?
C27 O4 Cu2 124.42(12) . . ?
Cu1 O4 Cu2 101.94(7) . . ?
N3 O5 Cu1 108.91(12) . . ?
N3 O6 Cu2 117.43(13) . 3_757 ?
N4 O8 Cu2 114.18(14) . . ?

_refine_diff_density_max         0.494
_refine_diff_density_min         -0.347
_refine_diff_density_rms         0.075

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

data_5
_database_code_depnum_ccdc_archive 'CCDC 1429523'
_audit_update_record             
;
2015-11-04 deposited with the CCDC.
2015-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H34 Cu2 N4 O11'
_chemical_formula_sum            'C30 H34 Cu2 N4 O11'
_chemical_formula_weight         753.69

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   10.80670(10)
_cell_length_b                   17.0394(3)
_cell_length_c                   17.1831(2)
_cell_angle_alpha                90
_cell_angle_beta                 90.2950(10)
_cell_angle_gamma                90
_cell_volume                     3164.05(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    11203
_cell_measurement_theta_min      3.2390
_cell_measurement_theta_max      29.0060

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.582
_exptl_crystal_F_000             1552
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    1.411
_shelx_estimated_absorpt_T_min   0.838
_shelx_estimated_absorpt_T_max   0.895
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.880
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.  
;

_exptl_special_details           ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  
'Oxford Diffraction SuperNova with Atlas detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4223
_diffrn_reflns_number            29897
_diffrn_reflns_av_unetI/netI     0.0435
_diffrn_reflns_av_R_equivalents  0.0475
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.021
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6841
_reflns_number_gt                5653
_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       'CrysAlisPro (Agilent Technologies, 2011)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2011)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2011)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
;ORTEP-3 for Windows (Farrugia, 1997); PLATON (Spek, 1990);
MERCURY (Bruno et al. 2002)
;
_computing_publication_material  'WINGX (Farrugia, 1999)'
_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)+(0.0308P)²+2.6469P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6841
_refine_ls_number_parameters     430
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.0361
_refine_ls_wR_factor_ref         0.0842
_refine_ls_wR_factor_gt          0.0781
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.14502(2) 0.18728(2) 0.85793(2) 0.01239(8) Uani 1 1 d . . . . .
Cu2 Cu 0.17606(2) 0.28018(2) 0.71123(2) 0.01320(8) Uani 1 1 d . . . . .
C2 C -0.1128(2) 0.18126(14) 0.85574(13) 0.0144(5) Uani 1 1 d . . . . .
C3 C -0.2328(2) 0.16149(16) 0.87504(14) 0.0184(5) Uani 1 1 d . . . . .
H3 H -0.3001 0.1773 0.8429 0.022 Uiso 1 1 calc R U . . .
C4 C -0.2533(2) 0.11804(16) 0.94228(15) 0.0207(6) Uani 1 1 d . . . . .
H4 H -0.3348 0.1027 0.9560 0.025 Uiso 1 1 calc R U . . .
C5 C -0.1535(2) 0.09728(15) 0.98906(14) 0.0186(5) Uani 1 1 d . . . . .
H5 H -0.1658 0.0683 1.0356 0.022 Uiso 1 1 calc R U . . .
C6 C -0.0366(2) 0.11941(15) 0.96694(14) 0.0156(5) Uani 1 1 d . . . . .
H6 H 0.0318 0.1059 0.9992 0.019 Uiso 1 1 calc R U . . .
C7 C -0.0813(2) 0.22792(14) 0.78169(14) 0.0137(5) Uani 1 1 d . . . . .
C8 C -0.1263(2) 0.18626(15) 0.70863(13) 0.0138(5) Uani 1 1 d . . . . .
C9 C -0.1588(2) 0.22906(16) 0.64285(14) 0.0179(5) Uani 1 1 d . . . . .
H9 H -0.1565 0.2848 0.6442 0.021 Uiso 1 1 calc R U . . .
C10 C -0.1951(2) 0.19050(17) 0.57467(15) 0.0211(6) Uani 1 1 d . . . . .
H10 H -0.2178 0.2200 0.5299 0.025 Uiso 1 1 calc R U . . .
C11 C -0.1978(2) 0.10944(17) 0.57228(15) 0.0245(6) Uani 1 1 d . . . . .
H11 H -0.2235 0.0832 0.5262 0.029 Uiso 1 1 calc R U . . .
C12 C -0.1632(2) 0.06670(17) 0.63696(15) 0.0249(6) Uani 1 1 d . . . . .
H12 H -0.1647 0.0110 0.6352 0.030 Uiso 1 1 calc R U . . .
C13 C -0.1261(2) 0.10471(16) 0.70459(15) 0.0198(5) Uani 1 1 d . . . . .
H13 H -0.1003 0.0748 0.7484 0.024 Uiso 1 1 calc R U . . .
C14 C -0.1113(2) 0.35406(16) 0.84348(15) 0.0236(6) Uani 1 1 d . . . . .
H14A H -0.0221 0.3668 0.8398 0.028 Uiso 1 1 calc R U . . .
H14B H -0.1268 0.3302 0.8951 0.028 Uiso 1 1 calc R U . . .
C15 C -0.1878(3) 0.4273(2) 0.8336(2) 0.0472(9) Uani 1 1 d . . . . .
H15A H -0.1791 0.4469 0.7803 0.071 Uiso 1 1 calc R U . . .
H15B H -0.1591 0.4674 0.8704 0.071 Uiso 1 1 calc R U . . .
H15C H -0.2749 0.4152 0.8437 0.071 Uiso 1 1 calc R U . . .
C16 C 0.4341(2) 0.29399(14) 0.72712(14) 0.0135(5) Uani 1 1 d . . . . .
C17 C 0.5550(2) 0.31781(15) 0.71549(14) 0.0178(5) Uani 1 1 d . . . . .
H17 H 0.6190 0.3012 0.7498 0.021 Uiso 1 1 calc R U . . .
C18 C 0.5812(2) 0.36617(16) 0.65311(15) 0.0195(5) Uani 1 1 d . . . . .
H18 H 0.6631 0.3844 0.6448 0.023 Uiso 1 1 calc R U . . .
C19 C 0.4866(2) 0.38770(15) 0.60306(15) 0.0187(5) Uani 1 1 d . . . . .
H19 H 0.5026 0.4208 0.5598 0.022 Uiso 1 1 calc R U . . .
C20 C 0.3686(2) 0.36052(15) 0.61682(14) 0.0165(5) Uani 1 1 d . . . . .
H20 H 0.3039 0.3744 0.5818 0.020 Uiso 1 1 calc R U . . .
C21 C 0.3970(2) 0.24517(15) 0.79866(13) 0.0130(5) Uani 1 1 d . . . . .
C22 C 0.4261(2) 0.29121(15) 0.87244(14) 0.0145(5) Uani 1 1 d . . . . .
C23 C 0.4781(2) 0.25651(16) 0.93776(14) 0.0185(5) Uani 1 1 d . . . . .
H23 H 0.4990 0.2024 0.9368 0.022 Uiso 1 1 calc R U . . .
C24 C 0.5000(2) 0.30025(17) 1.00464(15) 0.0225(6) Uani 1 1 d . . . . .
H24 H 0.5348 0.2758 1.0494 0.027 Uiso 1 1 calc R U . . .
C25 C 0.4715(2) 0.37904(17) 1.00629(16) 0.0256(6) Uani 1 1 d . . . . .
H25 H 0.4886 0.4092 1.0516 0.031 Uiso 1 1 calc R U . . .
C26 C 0.4181(2) 0.41411(17) 0.94206(16) 0.0255(6) Uani 1 1 d . . . . .
H26 H 0.3973 0.4683 0.9434 0.031 Uiso 1 1 calc R U . . .
C27 C 0.3950(2) 0.37063(16) 0.87571(15) 0.0194(5) Uani 1 1 d . . . . .
H27 H 0.3574 0.3951 0.8318 0.023 Uiso 1 1 calc R U . . .
C28 C 0.4522(3) 0.12541(17) 0.73434(16) 0.0266(6) Uani 1 1 d . . . . .
H28A H 0.4882 0.1511 0.6880 0.032 Uiso 1 1 calc R U . . .
H28B H 0.3633 0.1155 0.7241 0.032 Uiso 1 1 calc R U . . .
C29 C 0.5176(3) 0.04980(17) 0.75081(18) 0.0324(7) Uani 1 1 d . . . . .
H29A H 0.6066 0.0597 0.7564 0.049 Uiso 1 1 calc R U . . .
H29B H 0.5035 0.0132 0.7077 0.049 Uiso 1 1 calc R U . . .
H29C H 0.4858 0.0270 0.7991 0.049 Uiso 1 1 calc R U . . .
N1 N -0.01638(17) 0.15976(12) 0.90082(11) 0.0129(4) Uani 1 1 d . . . . .
N2 N 0.34265(17) 0.31487(12) 0.67849(11) 0.0139(4) Uani 1 1 d . . . . .
N3 N 0.28112(17) 0.07262(13) 0.91430(12) 0.0161(4) Uani 1 1 d . . . . .
N4 N 0.07658(19) 0.41700(13) 0.67370(12) 0.0188(5) Uani 1 1 d . . . . .
O1 O 0.04656(14) 0.23824(10) 0.78016(9) 0.0152(4) Uani 1 1 d . . . . .
O2 O 0.27032(14) 0.23023(10) 0.79235(9) 0.0147(4) Uani 1 1 d . . . . .
O3 O -0.14633(15) 0.30069(10) 0.78284(10) 0.0174(4) Uani 1 1 d . . . . .
O4 O 0.46675(15) 0.17509(10) 0.80163(10) 0.0164(4) Uani 1 1 d . . . . .
O6 O 0.24843(14) 0.14113(10) 0.93883(9) 0.0159(4) Uani 1 1 d . . . . .
O7 O 0.23653(16) 0.04833(11) 0.85261(10) 0.0231(4) Uani 1 1 d . . . . .
O8 O 0.35507(16) 0.03455(12) 0.95414(11) 0.0266(4) Uani 1 1 d . . . . .
O9 O 0.07975(15) 0.34803(10) 0.64167(9) 0.0167(4) Uani 1 1 d . . . . .
O10 O 0.12956(17) 0.42526(11) 0.73802(10) 0.0260(4) Uani 1 1 d . . . . .
O11 O 0.02462(19) 0.47059(12) 0.63996(12) 0.0333(5) Uani 1 1 d . . . . .
C30 C 0.1474(2) 0.18932(17) 0.54282(15) 0.0248(6) Uani 1 1 d . . . . .
H30A H 0.2282 0.2110 0.5264 0.030 Uiso 1 1 calc R U . . .
H30B H 0.0825 0.2281 0.5293 0.030 Uiso 1 1 calc R U . . .
C31 C 0.1229(3) 0.11406(19) 0.49989(17) 0.0333(7) Uani 1 1 d . . . . .
H31A H 0.1827 0.0742 0.5167 0.050 Uiso 1 1 calc R U . . .
H31B H 0.1313 0.1230 0.4438 0.050 Uiso 1 1 calc R U . . .
H31C H 0.0389 0.0959 0.5111 0.050 Uiso 1 1 calc R U . . .
O5 O 0.14866(16) 0.17710(11) 0.62595(10) 0.0217(4) Uani 1 1 d D . . . .
HO5 H 0.0839(17) 0.1578(17) 0.6436(17) 0.033 Uiso 1 1 d D U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O2 1.9118(15) . ?
Cu1 O1 1.9124(16) . ?
Cu1 O6 1.9451(17) . ?
Cu1 N1 1.9541(18) . ?
Cu1 Cu2 2.9968(4) . ?
Cu2 O2 1.9209(16) . ?
Cu2 O9 1.9586(17) . ?
Cu2 O1 1.9721(15) . ?
Cu2 N2 1.9792(19) . ?
Cu2 O5 2.3056(18) . ?
C2 N1 1.346(3) . ?
C2 C3 1.381(3) . ?
C2 C7 1.540(3) . ?
C3 C4 1.391(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.387(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.374(3) . ?
C5 H5 0.9500 . ?
C6 N1 1.347(3) . ?
C6 H6 0.9500 . ?
C7 O1 1.393(3) . ?
C7 O3 1.426(3) . ?
C7 C8 1.520(3) . ?
C8 C9 1.389(3) . ?
C8 C13 1.391(4) . ?
C9 C10 1.397(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.382(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.379(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.388(4) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 O3 1.432(3) . ?
C14 C15 1.506(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 N2 1.339(3) . ?
C16 C17 1.383(3) . ?
C16 C21 1.539(3) . ?
C17 C18 1.382(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.382(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.378(3) . ?
C19 H19 0.9500 . ?
C20 N2 1.345(3) . ?
C20 H20 0.9500 . ?
C21 O2 1.396(3) . ?
C21 O4 1.413(3) . ?
C21 C22 1.522(3) . ?
C22 C23 1.385(3) . ?
C22 C27 1.396(4) . ?
C23 C24 1.389(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.378(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.379(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.381(4) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 O4 1.441(3) . ?
C28 C29 1.496(4) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
N3 O7 1.234(3) . ?
N3 O8 1.234(3) . ?
N3 O6 1.291(3) . ?
N4 O11 1.217(3) . ?
N4 O10 1.250(3) . ?
N4 O9 1.298(3) . ?
C30 O5 1.444(3) . ?
C30 C31 1.502(4) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
O5 HO5 0.832(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Cu1 O1 78.90(7) . . ?
O2 Cu1 O6 99.78(7) . . ?
O1 Cu1 O6 176.83(7) . . ?
O2 Cu1 N1 161.89(8) . . ?
O1 Cu1 N1 82.99(7) . . ?
O6 Cu1 N1 98.29(7) . . ?
O2 Cu1 Cu2 38.67(5) . . ?
O1 Cu1 Cu2 40.25(5) . . ?
O6 Cu1 Cu2 138.44(5) . . ?
N1 Cu1 Cu2 123.23(6) . . ?
O2 Cu2 O9 169.27(7) . . ?
O2 Cu2 O1 77.23(6) . . ?
O9 Cu2 O1 101.77(7) . . ?
O2 Cu2 N2 81.89(7) . . ?
O9 Cu2 N2 97.55(8) . . ?
O1 Cu2 N2 158.17(8) . . ?
O2 Cu2 O5 100.93(7) . . ?
O9 Cu2 O5 89.75(7) . . ?
O1 Cu2 O5 90.94(7) . . ?
N2 Cu2 O5 99.26(7) . . ?
O2 Cu2 Cu1 38.46(5) . . ?
O9 Cu2 Cu1 139.79(5) . . ?
O1 Cu2 Cu1 38.79(5) . . ?
N2 Cu2 Cu1 120.19(6) . . ?
O5 Cu2 Cu1 96.76(5) . . ?
N1 C2 C3 121.4(2) . . ?
N1 C2 C7 116.2(2) . . ?
C3 C2 C7 122.4(2) . . ?
C2 C3 C4 118.9(2) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 H3 120.6 . . ?
C5 C4 C3 119.3(2) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C6 C5 C4 118.9(2) . . ?
C6 C5 H5 120.6 . . ?
C4 C5 H5 120.6 . . ?
N1 C6 C5 121.8(2) . . ?
N1 C6 H6 119.1 . . ?
C5 C6 H6 119.1 . . ?
O1 C7 O3 112.30(19) . . ?
O1 C7 C8 110.88(18) . . ?
O3 C7 C8 105.20(18) . . ?
O1 C7 C2 107.72(18) . . ?
O3 C7 C2 109.05(18) . . ?
C8 C7 C2 111.7(2) . . ?
C9 C8 C13 119.0(2) . . ?
C9 C8 C7 120.4(2) . . ?
C13 C8 C7 120.5(2) . . ?
C8 C9 C10 120.3(2) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C11 C10 C9 120.1(2) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C12 C11 C10 119.9(2) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C11 C12 C13 120.3(3) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C12 C13 C8 120.5(2) . . ?
C12 C13 H13 119.8 . . ?
C8 C13 H13 119.8 . . ?
O3 C14 C15 107.5(2) . . ?
O3 C14 H14A 110.2 . . ?
C15 C14 H14A 110.2 . . ?
O3 C14 H14B 110.2 . . ?
C15 C14 H14B 110.2 . . ?
H14A C14 H14B 108.5 . . ?
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 . . ?
N2 C16 C17 121.8(2) . . ?
N2 C16 C21 116.6(2) . . ?
C17 C16 C21 121.6(2) . . ?
C18 C17 C16 119.0(2) . . ?
C18 C17 H17 120.5 . . ?
C16 C17 H17 120.5 . . ?
C19 C18 C17 119.1(2) . . ?
C19 C18 H18 120.4 . . ?
C17 C18 H18 120.4 . . ?
C20 C19 C18 119.1(2) . . ?
C20 C19 H19 120.5 . . ?
C18 C19 H19 120.5 . . ?
N2 C20 C19 121.8(2) . . ?
N2 C20 H20 119.1 . . ?
C19 C20 H20 119.1 . . ?
O2 C21 O4 111.80(19) . . ?
O2 C21 C22 110.90(18) . . ?
O4 C21 C22 107.32(18) . . ?
O2 C21 C16 107.20(18) . . ?
O4 C21 C16 110.15(18) . . ?
C22 C21 C16 109.46(19) . . ?
C23 C22 C27 118.6(2) . . ?
C23 C22 C21 122.4(2) . . ?
C27 C22 C21 119.0(2) . . ?
C22 C23 C24 120.5(2) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
C25 C24 C23 120.2(3) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C24 C25 C26 119.9(3) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C25 C26 C27 120.1(3) . . ?
C25 C26 H26 120.0 . . ?
C27 C26 H26 120.0 . . ?
C26 C27 C22 120.7(2) . . ?
C26 C27 H27 119.6 . . ?
C22 C27 H27 119.6 . . ?
O4 C28 C29 107.7(2) . . ?
O4 C28 H28A 110.2 . . ?
C29 C28 H28A 110.2 . . ?
O4 C28 H28B 110.2 . . ?
C29 C28 H28B 110.2 . . ?
H28A C28 H28B 108.5 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C2 N1 C6 119.7(2) . . ?
C2 N1 Cu1 114.06(15) . . ?
C6 N1 Cu1 126.15(16) . . ?
C16 N2 C20 119.3(2) . . ?
C16 N2 Cu2 114.37(16) . . ?
C20 N2 Cu2 126.17(16) . . ?
O7 N3 O8 123.3(2) . . ?
O7 N3 O6 118.5(2) . . ?
O8 N3 O6 118.2(2) . . ?
O11 N4 O10 123.0(2) . . ?
O11 N4 O9 119.4(2) . . ?
O10 N4 O9 117.6(2) . . ?
C7 O1 Cu1 118.54(14) . . ?
C7 O1 Cu2 139.82(14) . . ?
Cu1 O1 Cu2 100.96(7) . . ?
C21 O2 Cu1 136.15(14) . . ?
C21 O2 Cu2 119.45(14) . . ?
Cu1 O2 Cu2 102.87(7) . . ?
C7 O3 C14 115.71(18) . . ?
C21 O4 C28 114.29(18) . . ?
N3 O6 Cu1 106.83(14) . . ?
N4 O9 Cu2 106.90(14) . . ?
O5 C30 C31 111.3(2) . . ?
O5 C30 H30A 109.4 . . ?
C31 C30 H30A 109.4 . . ?
O5 C30 H30B 109.4 . . ?
C31 C30 H30B 109.4 . . ?
H30A C30 H30B 108.0 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C30 O5 Cu2 121.31(16) . . ?
C30 O5 HO5 115(2) . . ?
Cu2 O5 HO5 100(2) . . ?

_refine_diff_density_max         0.400
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.079

# start Validation Reply Form

_vrf_PLAT420_5                   
;
RESPONSE:No hydrogen bonds were detected in the region of the 
terminal ethanol molecule. 
;
# end Validation Reply Form

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

data_6
_database_code_depnum_ccdc_archive 'CCDC 1429524'
_audit_update_record             
;
2015-11-04 deposited with the CCDC.
2015-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H22 Cu2 N6 O12, 2(C H3 N O2)'
_chemical_formula_sum            'C28 H28 Cu2 N8 O16'
_chemical_formula_weight         859.66

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   8.1588(2)
_cell_length_b                   10.3914(3)
_cell_length_c                   20.3706(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.962(2)
_cell_angle_gamma                90
_cell_volume                     1705.96(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6204
_cell_measurement_theta_min      3.4560
_cell_measurement_theta_max      29.0980

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.674
_exptl_crystal_F_000             876
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    1.334
_shelx_estimated_absorpt_T_min   0.825
_shelx_estimated_absorpt_T_max   0.901
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.835
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  
'Oxford Diffraction SuperNova with Atlas detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4223
_diffrn_reflns_number            11182
_diffrn_reflns_av_unetI/netI     0.0364
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.982
_diffrn_reflns_theta_max         26.993
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3680
_reflns_number_gt                3222
_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       'CrysAlisPro (Agilent Technologies, 2011)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2011)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2011)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
;ORTEP-3 for Windows (Farrugia, 1997); PLATON (Spek, 1990);
MERCURY (Bruno et al. 2002)
;
_computing_publication_material  'WINGX (Farrugia, 1999)'

_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)+(0.0306P)²+1.1898P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3680
_refine_ls_number_parameters     276
_refine_ls_number_restraints     210
_refine_ls_R_factor_all          0.0388
_refine_ls_R_factor_gt           0.0317
_refine_ls_wR_factor_ref         0.0768
_refine_ls_wR_factor_gt          0.0731
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.047
_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
Cu Cu 0.37714(3) 0.03376(2) 0.93974(2) 0.01172(9) Uani 1 1 d . . . . .
C2 C 0.5475(2) -0.0947(2) 0.84958(10) 0.0125(4) Uani 1 1 d . . . . .
C3 C 0.5829(3) -0.1464(2) 0.79029(10) 0.0161(4) Uani 1 1 d . . . . .
H3 H 0.6812 -0.1950 0.7897 0.019 Uiso 1 1 calc R U . . .
C4 C 0.4730(3) -0.1261(2) 0.73223(11) 0.0225(5) Uani 1 1 d . . . . .
H4 H 0.4945 -0.1613 0.6914 0.027 Uiso 1 1 calc R U . . .
C5 C 0.3309(3) -0.0536(3) 0.73436(11) 0.0294(6) Uani 1 1 d . . . . .
H5 H 0.2541 -0.0381 0.6951 0.035 Uiso 1 1 calc R U . . .
C6 C 0.3036(3) -0.0045(3) 0.79471(11) 0.0232(5) Uani 1 1 d . . . . .
H6 H 0.2069 0.0456 0.7963 0.028 Uiso 1 1 calc R U . . .
C7 C 0.6596(2) -0.1156(2) 0.91659(9) 0.0113(4) Uani 1 1 d . . . . .
C8A C 0.7001(13) -0.2600(7) 0.9271(8) 0.0125(15) Uani 0.5 1 d G U P A 1
C9A C 0.8602(11) -0.3068(8) 0.9283(7) 0.0158(13) Uani 0.5 1 d G U P A 1
H9A H 0.9491 -0.2489 0.9259 0.019 Uiso 0.5 1 calc R U P A 1
C10A C 0.8901(7) -0.4384(8) 0.9332(5) 0.0182(14) Uani 0.5 1 d G U P A 1
H10A H 0.9995 -0.4704 0.9340 0.022 Uiso 0.5 1 calc R U P A 1
C11A C 0.7601(6) -0.5232(7) 0.9368(4) 0.0172(14) Uani 0.5 1 d G U P A 1
H11A H 0.7805 -0.6131 0.9400 0.021 Uiso 0.5 1 calc R U P A 1
C12A C 0.6000(6) -0.4764(8) 0.9355(5) 0.0187(14) Uani 0.5 1 d G U P A 1
H12A H 0.5111 -0.5343 0.9380 0.022 Uiso 0.5 1 calc R U P A 1
C13A C 0.5701(9) -0.3448(8) 0.9307(6) 0.0157(13) Uani 0.5 1 d G U P A 1
H13A H 0.4607 -0.3128 0.9299 0.019 Uiso 0.5 1 calc R U P A 1
C8B C 0.6827(14) -0.2606(7) 0.9253(8) 0.0152(16) Uani 0.5 1 d G U P A 2
C9B C 0.8353(11) -0.3226(8) 0.9312(7) 0.0188(14) Uani 0.5 1 d G U P A 2
H9B H 0.9340 -0.2738 0.9317 0.023 Uiso 0.5 1 calc R U P A 2
C10B C 0.8436(7) -0.4558(8) 0.9365(5) 0.0210(15) Uani 0.5 1 d G U P A 2
H10B H 0.9479 -0.4982 0.9406 0.025 Uiso 0.5 1 calc R U P A 2
C11B C 0.6992(7) -0.5272(7) 0.9359(4) 0.0236(17) Uani 0.5 1 d G U P A 2
H11B H 0.7049 -0.6183 0.9395 0.028 Uiso 0.5 1 calc R U P A 2
C12B C 0.5466(7) -0.4653(8) 0.9299(5) 0.0252(16) Uani 0.5 1 d G U P A 2
H12B H 0.4480 -0.5140 0.9295 0.030 Uiso 0.5 1 calc R U P A 2
C13B C 0.5384(10) -0.3320(9) 0.9246(7) 0.0191(15) Uani 0.5 1 d G U P A 2
H13B H 0.4341 -0.2897 0.9206 0.023 Uiso 0.5 1 calc R U P A 2
C14 C 0.8253(2) -0.0416(2) 0.91945(11) 0.0141(4) Uani 1 1 d . . . . .
H14A H 0.9035 -0.0674 0.9594 0.017 Uiso 1 1 calc R U . . .
H14B H 0.8767 -0.0615 0.8797 0.017 Uiso 1 1 calc R U . . .
N1 N 0.4091(2) -0.02514(18) 0.85129(9) 0.0150(4) Uani 1 1 d . . . . .
N2 N 0.1870(2) 0.23471(18) 0.89875(9) 0.0178(4) Uani 1 1 d . . . . .
N3 N 0.7886(2) 0.09837(18) 0.92188(9) 0.0177(4) Uani 1 1 d . . . . .
O1 O 0.57379(16) -0.06650(14) 0.96620(7) 0.0130(3) Uani 1 1 d . . . . .
O2 O 0.16108(17) 0.11722(14) 0.91873(7) 0.0157(3) Uani 1 1 d . . . . .
O3 O 0.3327(2) 0.26392(16) 0.89536(8) 0.0272(4) Uani 1 1 d . . . . .
O4 O 0.0691(2) 0.30632(17) 0.88471(9) 0.0321(4) Uani 1 1 d . . . . .
O5 O 0.7319(2) 0.15228(16) 0.86969(8) 0.0262(4) Uani 1 1 d . . . . .
O6 O 0.8098(2) 0.15045(16) 0.97677(8) 0.0242(4) Uani 1 1 d . . . . .
C15 C 0.1818(4) 0.5783(3) 0.79012(16) 0.0421(7) Uani 1 1 d . . . . .
H15A H 0.1287 0.5022 0.8059 0.063 Uiso 1 1 calc R U . . .
H15B H 0.2973 0.5831 0.8122 0.063 Uiso 1 1 calc R U . . .
H15C H 0.1790 0.5722 0.7420 0.063 Uiso 1 1 calc R U . . .
N4 N 0.0924(3) 0.6946(2) 0.80563(12) 0.0327(5) Uani 1 1 d . . . . .
O7 O 0.1541(2) 0.7612(2) 0.85266(12) 0.0498(6) Uani 1 1 d . . . . .
O8 O -0.0397(2) 0.7184(2) 0.77096(11) 0.0472(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu O1 1.9185(14) . ?
Cu O1 1.9256(14) 3_657 ?
Cu O2 1.9514(14) . ?
Cu N1 1.9584(17) . ?
Cu Cu 3.0010(5) 3_657 ?
C2 N1 1.346(3) . ?
C2 C3 1.393(3) . ?
C2 C7 1.536(3) . ?
C3 C4 1.385(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.388(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.381(3) . ?
C5 H5 0.9500 . ?
C6 N1 1.344(3) . ?
C6 H6 0.9500 . ?
C7 O1 1.412(2) . ?
C7 C8B 1.525(8) . ?
C7 C8A 1.544(7) . ?
C7 C14 1.548(3) . ?
C8A C9A 1.3900 . ?
C8A C13A 1.3900 . ?
C9A C10A 1.3900 . ?
C9A H9A 0.9500 . ?
C10A C11A 1.3900 . ?
C10A H10A 0.9500 . ?
C11A C12A 1.3900 . ?
C11A H11A 0.9500 . ?
C12A C13A 1.3900 . ?
C12A H12A 0.9500 . ?
C13A H13A 0.9500 . ?
C8B C9B 1.3900 . ?
C8B C13B 1.3900 . ?
C9B C10B 1.3900 . ?
C9B H9B 0.9500 . ?
C10B C11B 1.3900 . ?
C10B H10B 0.9500 . ?
C11B C12B 1.3900 . ?
C11B H11B 0.9500 . ?
C12B C13B 1.3900 . ?
C12B H12B 0.9500 . ?
C13B H13B 0.9500 . ?
C14 N3 1.488(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
N2 O4 1.214(2) . ?
N2 O3 1.240(2) . ?
N2 O2 1.314(2) . ?
N3 O5 1.227(2) . ?
N3 O6 1.230(2) . ?
O1 Cu 1.9257(14) 3_657 ?
C15 N4 1.471(4) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
N4 O8 1.218(3) . ?
N4 O7 1.225(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
O1 Cu O1 77.36(6) . 3_657 ?
O1 Cu O2 172.03(6) . . ?
O1 Cu O2 100.39(6) 3_657 . ?
O1 Cu N1 82.15(6) . . ?
O1 Cu N1 159.03(7) 3_657 . ?
O2 Cu N1 100.51(7) . . ?
O1 Cu Cu 38.77(4) . 3_657 ?
O1 Cu Cu 38.60(4) 3_657 3_657 ?
O2 Cu Cu 138.49(4) . 3_657 ?
N1 Cu Cu 120.79(5) . 3_657 ?
N1 C2 C3 121.17(18) . . ?
N1 C2 C7 116.06(17) . . ?
C3 C2 C7 122.75(18) . . ?
C4 C3 C2 119.20(19) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C3 C4 C5 119.3(2) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C6 C5 C4 118.6(2) . . ?
C6 C5 H5 120.7 . . ?
C4 C5 H5 120.7 . . ?
N1 C6 C5 122.3(2) . . ?
N1 C6 H6 118.9 . . ?
C5 C6 H6 118.9 . . ?
O1 C7 C8B 109.9(6) . . ?
O1 C7 C2 106.96(15) . . ?
C8B C7 C2 106.8(6) . . ?
O1 C7 C8A 111.8(6) . . ?
C2 C7 C8A 110.3(6) . . ?
O1 C7 C14 108.72(16) . . ?
C8B C7 C14 113.3(4) . . ?
C2 C7 C14 111.02(16) . . ?
C8A C7 C14 108.1(4) . . ?
C9A C8A C13A 120.0 . . ?
C9A C8A C7 121.5(6) . . ?
C13A C8A C7 118.3(6) . . ?
C10A C9A C8A 120.0 . . ?
C10A C9A H9A 120.0 . . ?
C8A C9A H9A 120.0 . . ?
C9A C10A C11A 120.0 . . ?
C9A C10A H10A 120.0 . . ?
C11A C10A H10A 120.0 . . ?
C12A C11A C10A 120.0 . . ?
C12A C11A H11A 120.0 . . ?
C10A C11A H11A 120.0 . . ?
C11A C12A C13A 120.0 . . ?
C11A C12A H12A 120.0 . . ?
C13A C12A H12A 120.0 . . ?
C12A C13A C8A 120.0 . . ?
C12A C13A H13A 120.0 . . ?
C8A C13A H13A 120.0 . . ?
C9B C8B C13B 120.0 . . ?
C9B C8B C7 124.1(6) . . ?
C13B C8B C7 115.9(6) . . ?
C8B C9B C10B 120.0 . . ?
C8B C9B H9B 120.0 . . ?
C10B C9B H9B 120.0 . . ?
C11B C10B C9B 120.0 . . ?
C11B C10B H10B 120.0 . . ?
C9B C10B H10B 120.0 . . ?
C10B C11B C12B 120.0 . . ?
C10B C11B H11B 120.0 . . ?
C12B C11B H11B 120.0 . . ?
C13B C12B C11B 120.0 . . ?
C13B C12B H12B 120.0 . . ?
C11B C12B H12B 120.0 . . ?
C12B C13B C8B 120.0 . . ?
C12B C13B H13B 120.0 . . ?
C8B C13B H13B 120.0 . . ?
N3 C14 C7 107.94(15) . . ?
N3 C14 H14A 110.1 . . ?
C7 C14 H14A 110.1 . . ?
N3 C14 H14B 110.1 . . ?
C7 C14 H14B 110.1 . . ?
H14A C14 H14B 108.4 . . ?
C6 N1 C2 119.44(18) . . ?
C6 N1 Cu 125.44(15) . . ?
C2 N1 Cu 115.10(14) . . ?
O4 N2 O3 124.6(2) . . ?
O4 N2 O2 118.86(18) . . ?
O3 N2 O2 116.52(17) . . ?
O5 N3 O6 124.58(19) . . ?
O5 N3 C14 117.93(18) . . ?
O6 N3 C14 117.39(18) . . ?
C7 O1 Cu 118.79(12) . . ?
C7 O1 Cu 136.61(12) . 3_657 ?
Cu O1 Cu 102.64(6) . 3_657 ?
N2 O2 Cu 107.31(11) . . ?
N4 C15 H15A 109.5 . . ?
N4 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N4 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O8 N4 O7 123.8(2) . . ?
O8 N4 C15 117.8(2) . . ?
O7 N4 C15 118.4(2) . . ?

_refine_diff_density_max         0.503
_refine_diff_density_min         -0.344
_refine_diff_density_rms         0.072

