# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1558305'
_audit_update_record             
;
2017-11-23 deposited with the CCDC.
2017-11-27 downloaded from the CCDC.
;

_audit_creation_date             2017-11-23T12:08:23-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C136  H144  N24  O60  Cu8'
_chemical_formula_sum            'C136 H144 Cu8 N24 O60'
_chemical_formula_weight         3583.06

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'F d d d'
_symmetry_space_group_name_Hall  '-F 2uv 2vw'
_symmetry_Int_Tables_number      70
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/4, -y+1/4, z'
'x, -y+1/4, -z+1/4'
'-x+1/4, y, -z+1/4'
'x, y+1/2, z+1/2'
'-x+1/4, -y+3/4, z+1/2'
'x, -y+3/4, -z+3/4'
'-x+1/4, y+1/2, -z+3/4'
'x+1/2, y, z+1/2'
'-x+3/4, -y+1/4, z+1/2'
'x+1/2, -y+1/4, -z+3/4'
'-x+3/4, y, -z+3/4'
'x+1/2, y+1/2, z'
'-x+3/4, -y+3/4, z'
'x+1/2, -y+3/4, -z+1/4'
'-x+3/4, y+1/2, -z+1/4'
'-x, -y, -z'
'x-1/4, y-1/4, -z'
'-x, y-1/4, z-1/4'
'x-1/4, -y, z-1/4'
'-x, -y+1/2, -z+1/2'
'x-1/4, y+1/4, -z+1/2'
'-x, y+1/4, z+1/4'
'x-1/4, -y+1/2, z+1/4'
'-x+1/2, -y, -z+1/2'
'x+1/4, y-1/4, -z+1/2'
'-x+1/2, y-1/4, z+1/4'
'x+1/4, -y, z+1/4'
'-x+1/2, -y+1/2, -z'
'x+1/4, y+1/4, -z'
'-x+1/2, y+1/4, z-1/4'
'x+1/4, -y+1/2, z-1/4'

_cell_length_a                   10.9218(4)
_cell_length_b                   23.5976(5)
_cell_length_c                   34.2826(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     8835.6(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3045
_cell_measurement_theta_min      1.7225
_cell_measurement_theta_max      28.2073
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.04
_exptl_crystal_description       Plate
_exptl_crystal_colour            Green
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3680

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.03
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
        (compiled May 16 2011,17:55:39)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.84915
_exptl_absorpt_correction_T_max  1

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 16.2439
_diffrn_orient_matrix_ub_11      -0.0311428
_diffrn_orient_matrix_ub_12      -0.0006945
_diffrn_orient_matrix_ub_13      -0.0181432
_diffrn_orient_matrix_ub_21      0.023542
_diffrn_orient_matrix_ub_22      -0.0275325
_diffrn_orient_matrix_ub_23      -0.0036179
_diffrn_orient_matrix_ub_31      -0.0518618
_diffrn_orient_matrix_ub_32      -0.0120803
_diffrn_orient_matrix_ub_33      0.0092594
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0675
_diffrn_reflns_av_unetI/netI     0.0491
_diffrn_reflns_number            18778
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_theta_min         2.1
_diffrn_reflns_theta_max         28.27
_diffrn_reflns_theta_full        25
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.925
_reflns_number_total             2544
_reflns_number_gt                1729
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
        (compiled May 16 2011,17:55:39)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
        (compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
        (compiled May 16 2011,17:55:39)
;

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#



#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1546P)²+56.3359P] 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_number_reflns         2544
_refine_ls_number_parameters     141
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.1328
_refine_ls_R_factor_gt           0.0951
_refine_ls_wR_factor_ref         0.2743
_refine_ls_wR_factor_gt          0.2491
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_restrained_S_all      1.108
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         1.541
_refine_diff_density_min         -0.968
_refine_diff_density_rms         0.14

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0112(5) 0.4024(2) 0.09744(18) 0.0409(12) Uani 1 d . .
H1 H -0.001579 0.409494 0.123808 0.049 Uiso 1 calc . .
C2 C -0.0267(5) 0.4416(2) 0.0705(2) 0.0448(13) Uani 1 d . .
H2 H -0.064635 0.474799 0.07877 0.054 Uiso 1 calc . .
C3 C -0.0090(5) 0.4324(2) 0.03119(19) 0.0463(14) Uani 1 d . .
C4 C 0.0444(6) 0.3818(2) 0.0205(2) 0.0548(16) Uani 1 d . .
H4 H 0.055403 0.373207 -0.005773 0.066 Uiso 1 calc . .
C5 C 0.0817(5) 0.3435(2) 0.0490(2) 0.0492(15) Uani 1 d . .
H5 H 0.118384 0.309745 0.04135 0.059 Uiso 1 calc . .
C6 C -0.0459(6) 0.4757(2) 0.0010(2) 0.0561(16) Uani 1 d . .
H6A H -0.126195 0.490603 0.007443 0.067 Uiso 1 calc . .
H6B H -0.051359 0.457544 -0.024328 0.067 Uiso 1 calc . .
C7 C 0.125 0.1569(3) 0.125 0.0327(14) Uani 1 d . .
C8 C 0.0487(5) 0.18545(19) 0.09899(16) 0.0404(12) Uani 1 d . .
C9 C -0.0337(6) 0.1539(2) 0.0719(2) 0.0560(16) Uani 1 d . .
H9A H -0.026013 0.113953 0.076587 0.084 Uiso 1 calc . .
H9B H -0.116953 0.16535 0.076298 0.084 Uiso 1 calc . .
H9C H -0.011258 0.16211 0.04544 0.084 Uiso 1 calc . .
N2 N 0.0667(4) 0.35354(17) 0.08657(15) 0.0410(11) Uani 1 d . .
O1 O 0.0438(4) 0.23977(14) 0.09460(13) 0.0485(10) Uani 1 d . .
OW1 O 0.285(2) 0.2234(11) 0.0220(8) 0.179(9) Uiso 0.5 d A 2
OW2 O 0.522(4) 0.1945(14) 0.0831(10) 0.183(12) Uiso 0.4 d B 2
OW3 O 0.624(10) 0.193(3) 0.111(2) 0.31(4) Uiso 0.35 d C -1
Cu1 Cu 0.125 0.29548(3) 0.125 0.0484(4) Uani 1 d . .
N1A N 0.4137(19) 0.2655(12) 0.0774(7) 0.100(5) Uani 0.25 d D 1
O1A O 0.4600(19) 0.2314(10) 0.0981(6) 0.100(5) Uani 0.25 d D 1
O2A O 0.3180(16) 0.2869(11) 0.0859(7) 0.100(5) Uani 0.25 d D 1
O3A O 0.470(2) 0.2839(11) 0.0498(6) 0.100(5) Uani 0.25 d D 1
N2A N 0.125 0.125 -0.0299(13) 0.203(11) Uani 0.5 d . .
O4A O 0.124(2) 0.1671(12) -0.0124(6) 0.203(11) Uani 0.5 d E -1
O5A O 0.125 0.125 -0.0636(12) 0.203(11) Uani 0.5 d E 2



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N2 1.355(6) . ?
C1 C2 1.373(8) . ?
C2 C3 1.378(9) . ?
C3 C4 1.379(8) . ?
C3 C6 1.509(8) . ?
C4 C5 1.393(9) . ?
C5 N2 1.319(8) . ?
C6 C6 1.526(12) 17_565 ?
C7 C8 1.395(6) 4 ?
C7 C8 1.395(6) . ?
C7 C7 1.505(12) 2 ?
C8 O1 1.292(6) . ?
C8 C9 1.492(8) . ?
N2 Cu1 2.004(4) . ?
O1 Cu1 1.898(4) . ?
N1A O1A 1.187(9) . ?
N1A O2A 1.197(9) . ?
N1A O3A 1.206(9) . ?
N2A O5A 1.155(10) . ?
N2A O4A 1.160(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
N2 C1 C2 121.6(6) . . ?
C1 C2 C3 120.6(5) . . ?
C2 C3 C4 117.2(5) . . ?
C2 C3 C6 121.7(5) . . ?
C4 C3 C6 121.1(6) . . ?
C3 C4 C5 119.9(6) . . ?
N2 C5 C4 122.2(5) . . ?
C3 C6 C6 111.4(7) . 17_565 ?
C8 C7 C8 122.2(6) 4 . ?
C8 C7 C7 118.9(3) 4 2 ?
C8 C7 C7 118.9(3) . 2 ?
O1 C8 C7 125.4(5) . . ?
O1 C8 C9 113.5(5) . . ?
C7 C8 C9 121.1(5) . . ?
C5 N2 C1 118.4(5) . . ?
C5 N2 Cu1 118.7(3) . . ?
C1 N2 Cu1 122.9(4) . . ?
C8 O1 Cu1 127.2(3) . . ?
O1 Cu1 O1 92.3(2) 4 . ?
O1 Cu1 N2 169.39(19) 4 . ?
O1 Cu1 N2 87.94(17) . . ?
O1 Cu1 N2 87.94(17) 4 4 ?
O1 Cu1 N2 169.39(19) . 4 ?
N2 Cu1 N2 93.8(3) . 4 ?
O1A N1A O2A 120.7(11) . . ?
O1A N1A O3A 120.0(11) . . ?
O2A N1A O3A 118.7(10) . . ?


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

data_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1558306'
_audit_update_record             
;
2017-11-23 deposited with the CCDC.
2017-11-27 downloaded from the CCDC.
;

_audit_creation_date             2017-11-23T12:37:18-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_sum            'C136 H144 Cu8 N24 O54.40'
_chemical_formula_weight         3493.55

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'F d d d'
_symmetry_space_group_name_Hall  '-F 2uv 2vw'
_symmetry_Int_Tables_number      70
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/4, -y+1/4, z'
'x, -y+1/4, -z+1/4'
'-x+1/4, y, -z+1/4'
'x, y+1/2, z+1/2'
'-x+1/4, -y+3/4, z+1/2'
'x, -y+3/4, -z+3/4'
'-x+1/4, y+1/2, -z+3/4'
'x+1/2, y, z+1/2'
'-x+3/4, -y+1/4, z+1/2'
'x+1/2, -y+1/4, -z+3/4'
'-x+3/4, y, -z+3/4'
'x+1/2, y+1/2, z'
'-x+3/4, -y+3/4, z'
'x+1/2, -y+3/4, -z+1/4'
'-x+3/4, y+1/2, -z+1/4'
'-x, -y, -z'
'x-1/4, y-1/4, -z'
'-x, y-1/4, z-1/4'
'x-1/4, -y, z-1/4'
'-x, -y+1/2, -z+1/2'
'x-1/4, y+1/4, -z+1/2'
'-x, y+1/4, z+1/4'
'x-1/4, -y+1/2, z+1/4'
'-x+1/2, -y, -z+1/2'
'x+1/4, y-1/4, -z+1/2'
'-x+1/2, y-1/4, z+1/4'
'x+1/4, -y, z+1/4'
'-x+1/2, -y+1/2, -z'
'x+1/4, y+1/4, -z'
'-x+1/2, y+1/4, z-1/4'
'x+1/4, -y+1/2, z-1/4'

_cell_length_a                   11.1575(10)
_cell_length_b                   23.7123(15)
_cell_length_c                   33.583(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     8885.1(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1327
_cell_measurement_theta_min      1.7141
_cell_measurement_theta_max      28.2141
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       Plate
_exptl_crystal_colour            Green
_exptl_crystal_size_max          0.164
_exptl_crystal_size_mid          0.1327
_exptl_crystal_size_min          0.0438
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3592
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -8 -46 0.077
-16 -5 0 0.0606
2 -33 1 0.0115
1 -4 -47 0.0787
-1 4 47 0.0787
16 5 1 0.0721
2 33 -1 0.0322
-6 31 -1 0.0302
-2 -33 1 0.0119
-10 0 36 0.0837
-7 -6 -41 0.0638
13 1 -28 0.0551
12 4 29 0.0794

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.02
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
        (compiled May 16 2011,17:55:39)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_absorpt_correction_T_min  0.878
_exptl_absorpt_correction_T_max  0.964

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#


_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 16.2439
_diffrn_orient_matrix_ub_11      0.0087014
_diffrn_orient_matrix_ub_12      -0.0286765
_diffrn_orient_matrix_ub_13      -0.0053183
_diffrn_orient_matrix_ub_21      0.0021082
_diffrn_orient_matrix_ub_22      -0.0074669
_diffrn_orient_matrix_ub_23      0.0204302
_diffrn_orient_matrix_ub_31      -0.0629244
_diffrn_orient_matrix_ub_32      -0.004212
_diffrn_orient_matrix_ub_33      -0.0000821
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0579
_diffrn_reflns_av_unetI/netI     0.0631
_diffrn_reflns_number            8353
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_theta_min         2.1
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_full        25
_diffrn_measured_fraction_theta_full 0.942
_diffrn_measured_fraction_theta_max 0.847
_reflns_number_total             2350
_reflns_number_gt                1721
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
        (compiled May 16 2011,17:55:39)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
        (compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
        (compiled May 16 2011,17:55:39)
;
#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1572P)²+186.0702P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         1806
_refine_ls_number_parameters     131
_refine_ls_number_restraints     6
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.1236
_refine_ls_R_factor_gt           0.1061
_refine_ls_wR_factor_ref         0.2888
_refine_ls_wR_factor_gt          0.2744
_refine_ls_goodness_of_fit_ref   1.149
_refine_ls_restrained_S_all      1.177
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         2.094
_refine_diff_density_min         -1.259
_refine_diff_density_rms         0.153

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0088(8) 0.3995(3) 0.0984(3) 0.0348(19) Uani 1 d . .
H1 H -0.005078 0.405636 0.12539 0.042 Uiso 1 calc . .
C2 C -0.0308(8) 0.4393(3) 0.0707(3) 0.039(2) Uani 1 d . .
H2 H -0.071378 0.471184 0.079598 0.047 Uiso 1 calc . .
C3 C -0.0116(7) 0.4326(3) 0.0309(3) 0.037(2) Uani 1 d . .
C4 C 0.0454(7) 0.3822(3) 0.0190(3) 0.037(2) Uani 1 d . .
H4 H 0.058039 0.374858 -0.007873 0.045 Uiso 1 calc . .
C5 C 0.0823(7) 0.3439(3) 0.0473(2) 0.0334(19) Uani 1 d . .
H5 H 0.119296 0.310785 0.038968 0.04 Uiso 1 calc . .
C6 C -0.0470(8) 0.4758(4) 0.0016(3) 0.044(2) Uani 1 d . .
H6A H -0.123845 0.491563 0.009204 0.053 Uiso 1 calc . .
H6B H -0.056361 0.458183 -0.024304 0.053 Uiso 1 calc . .
C7 C 0.125 0.1559(5) 0.125 0.030(2) Uani 1 d . .
C8 C 0.0558(8) 0.1860(3) 0.0969(2) 0.0332(19) Uani 1 d . .
C9 C -0.0230(10) 0.1540(4) 0.0678(3) 0.052(3) Uani 1 d . .
H9A H -0.016648 0.11425 0.072924 0.078 Uiso 1 calc . .
H9B H -0.104769 0.165676 0.07106 0.078 Uiso 1 calc . .
H9C H 0.002683 0.161768 0.04111 0.078 Uiso 1 calc . .
N2 N 0.0667(6) 0.3525(2) 0.08684(19) 0.0295(15) Uani 1 d . .
O1 O 0.0521(5) 0.2385(2) 0.09208(17) 0.0362(14) Uani 1 d . .
Cu1 Cu 0.125 0.29458(5) 0.125 0.0338(6) Uani 1 d . .
N2A N 0.367(2) 0.2941(7) 0.0518(5) 0.103(4) Uani 0.5 d A 1
O1A O 0.3570(16) 0.2497(7) 0.0349(5) 0.103(4) Uani 0.5 d A 1
O2A O 0.3264(16) 0.3005(9) 0.0846(4) 0.103(4) Uani 0.5 d A 1
O3A O 0.4028(16) 0.3344(7) 0.0339(5) 0.103(4) Uani 0.5 d A 1
OW1 O 0.398(5) 0.250(2) 0.0738(14) 0.222(17) Uiso 0.5 d B 2
OW6 O -0.39(2) 0.110(6) 0.109(3) 0.28(7) Uiso 0.25 d C 2
OW2 O 0.375 0.375 0.068(5) 0.33(7) Uiso 0.3 d D 2



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N2 1.346(10) . ?
C1 C2 1.399(12) . ?
C1 H1 0.93 . ?
C2 C3 1.363(13) . ?
C2 H2 0.93 . ?
C3 C4 1.412(12) . ?
C3 C6 1.474(12) . ?
C4 C5 1.379(12) . ?
C4 H4 0.93 . ?
C5 N2 1.354(10) . ?
C5 H5 0.93 . ?
C6 C6 1.559(16) 17_565 ?
C6 H6A 0.97 . ?
C6 H6B 0.97 . ?
C7 C8 1.412(10) 4 ?
C7 C8 1.412(10) . ?
C7 C7 1.47(2) 2 ?
C8 O1 1.256(9) . ?
C8 C9 1.518(11) . ?
C9 H9A 0.96 . ?
C9 H9B 0.96 . ?
C9 H9C 0.96 . ?
N2 Cu1 1.987(6) . ?
O1 Cu1 1.912(5) . ?
N2A O1A 1.200(9) . ?
N2A O2A 1.199(9) . ?
N2A O3A 1.202(9) . ?
OW6 OW6 0.7(3) 2_455 ?
OW6 OW6 1.1(2) 4_455 ?
OW6 OW6 1.3(2) 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
N2 C1 C2 121.2(8) . . ?
N2 C1 H1 119.4 . . ?
C2 C1 H1 119.4 . . ?
C3 C2 C1 121.7(7) . . ?
C3 C2 H2 119.2 . . ?
C1 C2 H2 119.2 . . ?
C2 C3 C4 116.5(7) . . ?
C2 C3 C6 122.1(8) . . ?
C4 C3 C6 121.3(9) . . ?
C5 C4 C3 119.9(8) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
N2 C5 C4 122.6(7) . . ?
N2 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?
C3 C6 C6 112.1(9) . 17_565 ?
C3 C6 H6A 109.2 . . ?
C6 C6 H6A 109.2 17_565 . ?
C3 C6 H6B 109.2 . . ?
C6 C6 H6B 109.2 17_565 . ?
H6A C6 H6B 107.9 . . ?
C8 C7 C8 119.3(10) 4 . ?
C8 C7 C7 120.3(5) 4 2 ?
C8 C7 C7 120.3(5) . 2 ?
O1 C8 C7 127.2(7) . . ?
O1 C8 C9 113.1(7) . . ?
C7 C8 C9 119.6(7) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C1 N2 C5 118.0(7) . . ?
C1 N2 Cu1 122.9(5) . . ?
C5 N2 Cu1 119.1(5) . . ?
C8 O1 Cu1 126.9(5) . . ?
O1 Cu1 O1 91.8(3) 4 . ?
O1 Cu1 N2 88.2(2) 4 4 ?
O1 Cu1 N2 173.2(3) . 4 ?
O1 Cu1 N2 173.2(3) 4 . ?
O1 Cu1 N2 88.2(2) . . ?
N2 Cu1 N2 92.6(4) 4 . ?
O1A N2A O2A 120.9(10) . . ?
O1A N2A O3A 119.4(10) . . ?
O2A N2A O3A 119.0(10) . . ?
OW6 OW6 OW6 84(10) 2_455 4_455 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 C1 C2 C3 -0.7(13) . . . . ?
C1 C2 C3 C4 2.9(13) . . . . ?
C1 C2 C3 C6 -176.5(8) . . . . ?
C2 C3 C4 C5 -2.4(12) . . . . ?
C6 C3 C4 C5 177.0(8) . . . . ?
C3 C4 C5 N2 -0.3(12) . . . . ?
C2 C3 C6 C6 81.7(13) . . . 17_565 ?
C4 C3 C6 C6 -97.7(12) . . . 17_565 ?
C8 C7 C8 O1 4.1(7) 4 . . . ?
C7 C7 C8 O1 -175.9(7) 2 . . . ?
C8 C7 C8 C9 -177.4(9) 4 . . . ?
C7 C7 C8 C9 2.6(9) 2 . . . ?
C2 C1 N2 C5 -2.0(12) . . . . ?
C2 C1 N2 Cu1 180.0(6) . . . . ?
C4 C5 N2 C1 2.5(12) . . . . ?
C4 C5 N2 Cu1 -179.4(6) . . . . ?
C7 C8 O1 Cu1 -7.7(12) . . . . ?
C9 C8 O1 Cu1 173.8(6) . . . . ?

