# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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 1454684'
_audit_update_record             
;
2016-04-21 deposited with the CCDC.
2016-05-04 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         'C18 H16 Cl2 Cu N4'
_chemical_formula_sum            'C18 H16 Cl2 Cu N4'
_chemical_formula_weight         422.79

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'
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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

_cell_length_a                   14.0408(5)
_cell_length_b                   7.0121(2)
_cell_length_c                   18.5908(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1830.37(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4191
_cell_measurement_theta_min      2.8957
_cell_measurement_theta_max      28.8486

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.534
_exptl_crystal_F_000             860
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    1.493
_shelx_estimated_absorpt_T_min   0.707
_shelx_estimated_absorpt_T_max   0.841
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8417
_exptl_absorpt_correction_T_max  1.0000
_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                   '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            8286
_diffrn_reflns_av_unetI/netI     0.0249
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.901
_diffrn_reflns_theta_max         27.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             1982
_reflns_number_gt                1706
_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, 2013)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2013)'
_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); DIAMOND (Brandenburg, 2014); 
X-SEED (Barbour, 2001)
;
_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)+(0.0298P)²+0.8325P] 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         1982
_refine_ls_number_parameters     118
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0318
_refine_ls_R_factor_gt           0.0256
_refine_ls_wR_factor_ref         0.0681
_refine_ls_wR_factor_gt          0.0641
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.080
_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 0.80403(13) 0.0867(2) -0.04441(9) 0.0131(3) Uani 1 1 d . . . . .
C4 C 0.80640(13) -0.0226(2) 0.06524(9) 0.0149(4) Uani 1 1 d . . . . .
H4 H 0.8287 -0.0668 0.1093 0.018 Uiso 1 1 calc R U . . .
C5 C 0.71354(14) 0.0009(2) 0.04733(9) 0.0170(4) Uani 1 1 d . . . . .
H5 H 0.6607 -0.0243 0.0760 0.020 Uiso 1 1 calc R U . . .
C6 C 0.83380(13) 0.1536(2) -0.11570(9) 0.0158(4) Uani 1 1 d . . . . .
C7 C 0.91948(14) 0.2527(3) -0.12350(10) 0.0198(4) Uani 1 1 d . . . . .
H7 H 0.9559 0.2816 -0.0832 0.024 Uiso 1 1 calc R U . . .
C8 C 0.95037(17) 0.3080(3) -0.19129(10) 0.0273(5) Uani 1 1 d . . . . .
H8 H 1.0075 0.3738 -0.1964 0.033 Uiso 1 1 calc R U . . .
C9 C 0.89612(18) 0.2654(3) -0.25133(10) 0.0321(5) Uani 1 1 d . . . . .
H9 H 0.9175 0.2998 -0.2969 0.038 Uiso 1 1 calc R U . . .
C10 C 0.81038(19) 0.1719(3) -0.24347(10) 0.0328(5) Uani 1 1 d . . . . .
H10 H 0.7735 0.1459 -0.2839 0.039 Uiso 1 1 calc R U . . .
C11 C 0.77828(16) 0.1160(3) -0.17597(9) 0.0234(4) Uani 1 1 d . . . . .
H11 H 0.7201 0.0539 -0.1712 0.028 Uiso 1 1 calc R U . . .
N1 N 0.71343(11) 0.0697(2) -0.02189(8) 0.0157(3) Uani 1 1 d D . . . .
H1 H 0.6637(10) 0.113(3) -0.0420(9) 0.019 Uiso 1 1 d D U . . .
N3 N 0.86259(11) 0.0295(2) 0.00755(7) 0.0129(3) Uani 1 1 d . . . . .
Cl Cl 1.01813(3) 0.25803(6) 0.07480(2) 0.01697(12) Uani 1 1 d . . . . .
Cu Cu 1.0000 0.0000 0.0000 0.01123(10) Uani 1 2 d S . 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
C2 N3 1.330(2) . ?
C2 N1 1.344(2) . ?
C2 C6 1.467(2) . ?
C4 C5 1.356(3) . ?
C4 N3 1.381(2) . ?
C4 H4 0.9300 . ?
C5 N1 1.374(2) . ?
C5 H5 0.9300 . ?
C6 C11 1.390(2) . ?
C6 C7 1.397(3) . ?
C7 C8 1.388(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.384(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.379(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.390(3) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
N1 H1 0.848(9) . ?
N3 Cu 1.9455(16) . ?
Cl Cu 2.2962(4) . ?
Cu N3 1.9455(16) 5_755 ?
Cu Cl 2.2962(4) 5_755 ?

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
N3 C2 N1 109.38(15) . . ?
N3 C2 C6 125.19(16) . . ?
N1 C2 C6 125.42(16) . . ?
C5 C4 N3 109.06(15) . . ?
C5 C4 H4 125.5 . . ?
N3 C4 H4 125.5 . . ?
C4 C5 N1 105.88(15) . . ?
C4 C5 H5 127.1 . . ?
N1 C5 H5 127.1 . . ?
C11 C6 C7 119.58(16) . . ?
C11 C6 C2 120.52(17) . . ?
C7 C6 C2 119.89(15) . . ?
C8 C7 C6 120.16(18) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C9 C8 C7 120.0(2) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C10 C9 C8 119.86(18) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?
C9 C10 C11 120.87(19) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C10 C11 C6 119.5(2) . . ?
C10 C11 H11 120.3 . . ?
C6 C11 H11 120.3 . . ?
C2 N1 C5 108.77(15) . . ?
C2 N1 H1 127.5(13) . . ?
C5 N1 H1 122.6(13) . . ?
C2 N3 C4 106.90(15) . . ?
C2 N3 Cu 126.34(11) . . ?
C4 N3 Cu 126.48(12) . . ?
N3 Cu N3 180.0 5_755 . ?
N3 Cu Cl 89.00(4) 5_755 5_755 ?
N3 Cu Cl 91.00(4) . 5_755 ?
N3 Cu Cl 91.00(4) 5_755 . ?
N3 Cu Cl 89.01(4) . . ?
Cl Cu Cl 180.0 5_755 . ?

_refine_diff_density_max         0.352
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.059

####################################################################### 
# 
# 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_1a
_database_code_depnum_ccdc_archive 'CCDC 1454685'
_audit_update_record             
;
2016-04-21 deposited with the CCDC.
2016-05-04 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         'C38 H38 Cu2 N10 O8, 2(C H4 O)'
_chemical_formula_sum            'C40 H46 Cu2 N10 O10'
_chemical_formula_weight         953.95

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                   12.4401(2)
_cell_length_b                   11.2487(2)
_cell_length_c                   15.3872(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.715(2)
_cell_angle_gamma                90
_cell_volume                     2148.68(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    14306
_cell_measurement_theta_min      2.7237
_cell_measurement_theta_max      29.1678

_exptl_crystal_description       prism
_exptl_crystal_colour            'dark blue'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.474
_exptl_crystal_F_000             988
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    1.058
_shelx_estimated_absorpt_T_min   0.742
_shelx_estimated_absorpt_T_max   0.832
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.83122
_exptl_absorpt_correction_T_max  1.00000
_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                   '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            23157
_diffrn_reflns_av_unetI/netI     0.0225
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.729
_diffrn_reflns_theta_max         26.991
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4661
_reflns_number_gt                4081
_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, 2013)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2013)'
_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); DIAMOND (Brandenburg, 2014); 
X-SEED (Barbour, 2001)
;
_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)+(0.0350P)²+1.3452P] 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         4661
_refine_ls_number_parameters     291
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0301
_refine_ls_R_factor_gt           0.0258
_refine_ls_wR_factor_ref         0.0706
_refine_ls_wR_factor_gt          0.0696
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_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
C2A C 1.13960(12) 0.16678(14) 0.24469(10) 0.0112(3) Uani 1 1 d . . . . .
C2B C 0.86981(13) 0.05911(14) 0.24491(11) 0.0133(3) Uani 1 1 d . . . . .
C4A C 1.20548(13) 0.01940(15) 0.17348(11) 0.0146(3) Uani 1 1 d . . . . .
H4A H 1.2136 -0.0388 0.1315 0.017 Uiso 1 1 calc R U . . .
C4B C 0.80265(13) 0.17979(15) 0.14485(11) 0.0163(3) Uani 1 1 d . . . . .
H4B H 0.7916 0.2202 0.0923 0.020 Uiso 1 1 calc R U . . .
C5A C 1.27346(13) 0.03764(15) 0.24449(11) 0.0153(3) Uani 1 1 d . . . . .
H5A H 1.3363 -0.0042 0.2600 0.018 Uiso 1 1 calc R U . . .
C5B C 0.74309(13) 0.19276(16) 0.21496(12) 0.0185(4) Uani 1 1 d . . . . .
H5B H 0.6845 0.2432 0.2196 0.022 Uiso 1 1 calc R U . . .
C6A C 1.07391(12) 0.26419(14) 0.27657(10) 0.0121(3) Uani 1 1 d . . . . .
C6B C 0.93096(13) -0.03464(15) 0.29190(11) 0.0147(3) Uani 1 1 d . . . . .
C7A C 1.00693(13) 0.33178(15) 0.22009(11) 0.0142(3) Uani 1 1 d . . . . .
H7A H 1.0033 0.3159 0.1607 0.017 Uiso 1 1 calc R U . . .
C7B C 0.98763(13) -0.11998(16) 0.24766(11) 0.0168(3) Uani 1 1 d . . . . .
H7B H 0.9889 -0.1158 0.1874 0.020 Uiso 1 1 calc R U . . .
C8A C 0.94533(14) 0.42301(15) 0.25215(12) 0.0189(4) Uani 1 1 d . . . . .
H8A H 0.9001 0.4671 0.2140 0.023 Uiso 1 1 calc R U . . .
C8B C 1.04221(14) -0.21116(17) 0.29246(12) 0.0223(4) Uani 1 1 d . . . . .
H8B H 1.0800 -0.2673 0.2622 0.027 Uiso 1 1 calc R U . . .
C9A C 0.95068(15) 0.44883(16) 0.34033(13) 0.0227(4) Uani 1 1 d . . . . .
H9A H 0.9091 0.5098 0.3614 0.027 Uiso 1 1 calc R U . . .
C9B C 1.04041(15) -0.21871(18) 0.38237(13) 0.0254(4) Uani 1 1 d . . . . .
H9B H 1.0770 -0.2796 0.4125 0.031 Uiso 1 1 calc R U . . .
C10A C 1.01837(15) 0.38309(18) 0.39688(12) 0.0233(4) Uani 1 1 d . . . . .
H10A H 1.0228 0.4006 0.4561 0.028 Uiso 1 1 calc R U . . .
C10B C 0.98371(16) -0.13493(19) 0.42690(12) 0.0278(4) Uani 1 1 d . . . . .
H10B H 0.9819 -0.1402 0.4871 0.033 Uiso 1 1 calc R U . . .
C11A C 1.07967(14) 0.29124(16) 0.36576(11) 0.0176(3) Uani 1 1 d . . . . .
H11A H 1.1248 0.2474 0.4042 0.021 Uiso 1 1 calc R U . . .
C11B C 0.92966(15) -0.04323(17) 0.38244(12) 0.0219(4) Uani 1 1 d . . . . .
H11B H 0.8923 0.0129 0.4131 0.026 Uiso 1 1 calc R U . . .
C12 C 0.81357(14) -0.08839(17) 0.02674(12) 0.0196(4) Uani 1 1 d . . . . .
H12A H 0.7961 -0.1481 -0.0165 0.029 Uiso 1 1 calc R U . . .
H12B H 0.7550 -0.0330 0.0282 0.029 Uiso 1 1 calc R U . . .
H12C H 0.8255 -0.1254 0.0828 0.029 Uiso 1 1 calc R U . . .
C13 C 1.20588(17) 0.43238(19) 0.02127(13) 0.0303(5) Uani 1 1 d . . . . .
H13A H 1.2629 0.4897 0.0290 0.045 Uiso 1 1 calc R U . . .
H13B H 1.2284 0.3587 0.0482 0.045 Uiso 1 1 calc R U . . .
H13C H 1.1431 0.4614 0.0476 0.045 Uiso 1 1 calc R U . . .
N1A N 1.23103(11) 0.13034(13) 0.28897(9) 0.0134(3) Uani 1 1 d D . . . .
H1A H 1.2635(15) 0.1654(16) 0.3329(9) 0.020 Uiso 1 1 d D U . . .
N1B N 0.78615(11) 0.11707(13) 0.27756(9) 0.0167(3) Uani 1 1 d D . . . .
H1B H 0.7621(16) 0.1019(19) 0.3277(8) 0.025 Uiso 1 1 d D U . . .
N2 N 0.92816(11) 0.29212(13) -0.05204(9) 0.0158(3) Uani 1 1 d . . . . .
N3A N 1.12195(11) 0.10071(12) 0.17303(9) 0.0126(3) Uani 1 1 d . . . . .
N3B N 0.88240(11) 0.09683(12) 0.16404(9) 0.0134(3) Uani 1 1 d . . . . .
O1 O 0.90790(9) -0.02757(10) 0.00565(7) 0.0141(2) Uani 1 1 d . . . . .
O2 O 0.98616(10) 0.26438(11) 0.01403(7) 0.0190(3) Uani 1 1 d . . . . .
O3 O 0.96533(10) 0.35752(13) -0.10912(8) 0.0258(3) Uani 1 1 d . . . . .
O4 O 0.83284(10) 0.25555(12) -0.06205(8) 0.0222(3) Uani 1 1 d . . . . .
O5 O 1.18114(11) 0.41365(14) -0.06883(9) 0.0299(3) Uani 1 1 d D . . . .
H5 H 1.1177(11) 0.388(2) -0.0800(16) 0.045 Uiso 1 1 d D U . . .
Cu Cu 0.99873(2) 0.06756(2) 0.08549(2) 0.01114(7) 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
C2A N3A 1.336(2) . ?
C2A N1A 1.351(2) . ?
C2A C6A 1.470(2) . ?
C2B N3B 1.334(2) . ?
C2B N1B 1.352(2) . ?
C2B C6B 1.464(2) . ?
C4A C5A 1.353(2) . ?
C4A N3A 1.384(2) . ?
C4A H4A 0.9300 . ?
C4B C5B 1.356(2) . ?
C4B N3B 1.380(2) . ?
C4B H4B 0.9300 . ?
C5A N1A 1.372(2) . ?
C5A H5A 0.9300 . ?
C5B N1B 1.369(2) . ?
C5B H5B 0.9300 . ?
C6A C7A 1.391(2) . ?
C6A C11A 1.403(2) . ?
C6B C7B 1.394(2) . ?
C6B C11B 1.398(2) . ?
C7A C8A 1.390(2) . ?
C7A H7A 0.9300 . ?
C7B C8B 1.388(2) . ?
C7B H7B 0.9300 . ?
C8A C9A 1.385(3) . ?
C8A H8A 0.9300 . ?
C8B C9B 1.388(3) . ?
C8B H8B 0.9300 . ?
C9A C10A 1.385(3) . ?
C9A H9A 0.9300 . ?
C9B C10B 1.385(3) . ?
C9B H9B 0.9300 . ?
C10A C11A 1.388(3) . ?
C10A H10A 0.9300 . ?
C10B C11B 1.387(3) . ?
C10B H10B 0.9300 . ?
C11A H11A 0.9300 . ?
C11B H11B 0.9300 . ?
C12 O1 1.414(2) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 O5 1.416(2) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
N1A H1A 0.861(9) . ?
N1B H1B 0.863(9) . ?
N2 O2 1.2476(17) . ?
N2 O4 1.2552(19) . ?
N2 O3 1.2567(19) . ?
N3A Cu 2.0089(13) . ?
N3B Cu 1.9723(14) . ?
O1 Cu 1.9311(11) 3_755 ?
O1 Cu 1.9368(11) . ?
O5 H5 0.848(10) . ?
Cu O1 1.9311(11) 3_755 ?
Cu Cu 3.0403(4) 3_755 ?

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
N3A C2A N1A 109.59(14) . . ?
N3A C2A C6A 128.67(14) . . ?
N1A C2A C6A 121.73(14) . . ?
N3B C2B N1B 109.45(15) . . ?
N3B C2B C6B 126.98(15) . . ?
N1B C2B C6B 123.49(15) . . ?
C5A C4A N3A 109.49(14) . . ?
C5A C4A H4A 125.3 . . ?
N3A C4A H4A 125.3 . . ?
C5B C4B N3B 108.96(15) . . ?
C5B C4B H4B 125.5 . . ?
N3B C4B H4B 125.5 . . ?
C4A C5A N1A 106.11(14) . . ?
C4A C5A H5A 126.9 . . ?
N1A C5A H5A 126.9 . . ?
C4B C5B N1B 106.50(15) . . ?
C4B C5B H5B 126.8 . . ?
N1B C5B H5B 126.8 . . ?
C7A C6A C11A 118.90(15) . . ?
C7A C6A C2A 121.51(14) . . ?
C11A C6A C2A 119.59(14) . . ?
C7B C6B C11B 118.55(16) . . ?
C7B C6B C2B 121.19(15) . . ?
C11B C6B C2B 120.20(16) . . ?
C8A C7A C6A 120.24(16) . . ?
C8A C7A H7A 119.9 . . ?
C6A C7A H7A 119.9 . . ?
C8B C7B C6B 120.84(16) . . ?
C8B C7B H7B 119.6 . . ?
C6B C7B H7B 119.6 . . ?
C9A C8A C7A 120.65(16) . . ?
C9A C8A H8A 119.7 . . ?
C7A C8A H8A 119.7 . . ?
C9B C8B C7B 120.08(17) . . ?
C9B C8B H8B 120.0 . . ?
C7B C8B H8B 120.0 . . ?
C8A C9A C10A 119.49(17) . . ?
C8A C9A H9A 120.3 . . ?
C10A C9A H9A 120.3 . . ?
C10B C9B C8B 119.56(17) . . ?
C10B C9B H9B 120.2 . . ?
C8B C9B H9B 120.2 . . ?
C9A C10A C11A 120.41(17) . . ?
C9A C10A H10A 119.8 . . ?
C11A C10A H10A 119.8 . . ?
C9B C10B C11B 120.54(18) . . ?
C9B C10B H10B 119.7 . . ?
C11B C10B H10B 119.7 . . ?
C10A C11A C6A 120.31(16) . . ?
C10A C11A H11A 119.8 . . ?
C6A C11A H11A 119.8 . . ?
C10B C11B C6B 120.42(18) . . ?
C10B C11B H11B 119.8 . . ?
C6B C11B H11B 119.8 . . ?
O1 C12 H12A 109.5 . . ?
O1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O5 C13 H13A 109.5 . . ?
O5 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O5 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C2A N1A C5A 108.53(13) . . ?
C2A N1A H1A 126.5(14) . . ?
C5A N1A H1A 124.3(14) . . ?
C2B N1B C5B 108.30(14) . . ?
C2B N1B H1B 123.8(15) . . ?
C5B N1B H1B 127.6(15) . . ?
O2 N2 O4 120.66(14) . . ?
O2 N2 O3 119.76(14) . . ?
O4 N2 O3 119.58(13) . . ?
C2A N3A C4A 106.28(13) . . ?
C2A N3A Cu 137.23(11) . . ?
C4A N3A Cu 114.88(11) . . ?
C2B N3B C4B 106.77(14) . . ?
C2B N3B Cu 130.84(11) . . ?
C4B N3B Cu 121.85(11) . . ?
C12 O1 Cu 126.95(10) . 3_755 ?
C12 O1 Cu 125.48(10) . . ?
Cu O1 Cu 103.63(5) 3_755 . ?
C13 O5 H5 112.9(17) . . ?
O1 Cu O1 76.37(5) 3_755 . ?
O1 Cu N3B 169.62(5) 3_755 . ?
O1 Cu N3B 93.43(5) . . ?
O1 Cu N3A 93.52(5) 3_755 . ?
O1 Cu N3A 156.39(5) . . ?
N3B Cu N3A 96.69(5) . . ?
O1 Cu Cu 38.25(3) 3_755 3_755 ?
O1 Cu Cu 38.12(3) . 3_755 ?
N3B Cu Cu 131.52(4) . 3_755 ?
N3A Cu Cu 128.52(4) . 3_755 ?

_refine_diff_density_max         0.369
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.056

####################################################################### 
# 
# 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_1b
_database_code_depnum_ccdc_archive 'CCDC 1454686'
_audit_update_record             
;
2016-04-21 deposited with the CCDC.
2016-05-04 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         'C36 H32 Cu N8, 2(N O3)'
_chemical_formula_sum            'C36 H32 Cu N10 O6'
_chemical_formula_weight         764.25

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           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

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

_cell_length_a                   18.3728(3)
_cell_length_b                   12.2640(2)
_cell_length_c                   15.3996(2)
_cell_angle_alpha                90
_cell_angle_beta                 96.439(2)
_cell_angle_gamma                90
_cell_volume                     3448.01(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9253
_cell_measurement_theta_min      3.2370
_cell_measurement_theta_max      29.1490

_exptl_crystal_description       prism
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_F_000             1580
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    0.697
_shelx_estimated_absorpt_T_min   0.873
_shelx_estimated_absorpt_T_max   0.927
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.76119
_exptl_absorpt_correction_T_max  1.00000
_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                   '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            16423
_diffrn_reflns_av_unetI/netI     0.0455
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.229
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6685
_reflns_number_gt                6217
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.998
_reflns_Friedel_fraction_max     0.993
_reflns_Friedel_fraction_full    0.998

_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, 2013)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2013)'
_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); DIAMOND (Brandenburg, 2014); 
X-SEED (Barbour, 2001)
;
_computing_publication_material  'WINGX (Farrugia, 1999)'

_refine_special_details          Twin
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0336P)²+2.2266P] 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_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.498(12)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6685
_refine_ls_number_parameters     491
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0383
_refine_ls_R_factor_gt           0.0336
_refine_ls_wR_factor_ref         0.0794
_refine_ls_wR_factor_gt          0.0767
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.86593(2) 0.22097(3) 0.32633(3) 0.01249(11) Uani 1 1 d . . . . .
C2A C 0.7903(2) 0.0853(4) 0.4562(3) 0.0136(9) Uani 1 1 d . . . . .
C2B C 0.7413(2) 0.3378(4) 0.4005(2) 0.0143(9) Uani 1 1 d . . . . .
C2C C 0.9839(2) 0.3321(4) 0.2351(2) 0.0123(8) Uani 1 1 d . . . . .
C2D C 0.9310(2) 0.0766(4) 0.1941(3) 0.0146(9) Uani 1 1 d . . . . .
C4A C 0.7681(2) 0.0327(4) 0.3214(3) 0.0178(9) Uani 1 1 d . . . . .
H4A H 0.7703 0.0269 0.2615 0.021 Uiso 1 1 calc R U . . .
C4B C 0.8468(2) 0.4175(4) 0.4322(3) 0.0170(9) Uani 1 1 d . . . . .
H4B H 0.8959 0.4361 0.4324 0.020 Uiso 1 1 calc R U . . .
C4C C 0.8794(2) 0.4175(4) 0.2205(3) 0.0163(9) Uani 1 1 d . . . . .
H4C H 0.8319 0.4382 0.2283 0.020 Uiso 1 1 calc R U . . .
C4D C 0.9657(2) 0.0327(4) 0.3299(3) 0.0180(9) Uani 1 1 d . . . . .
H4D H 0.9695 0.0313 0.3907 0.022 Uiso 1 1 calc R U . . .
C5A C 0.7246(2) -0.0277(4) 0.3682(3) 0.0193(9) Uani 1 1 d . . . . .
H5A H 0.6915 -0.0813 0.3470 0.023 Uiso 1 1 calc R U . . .
C5B C 0.7998(2) 0.4650(4) 0.4814(3) 0.0192(10) Uani 1 1 d . . . . .
H5B H 0.8100 0.5215 0.5212 0.023 Uiso 1 1 calc R U . . .
C5C C 0.9207(2) 0.4619(4) 0.1622(3) 0.0166(9) Uani 1 1 d . . . . .
H5C H 0.9074 0.5188 0.1238 0.020 Uiso 1 1 calc R U . . .
C5D C 1.0028(2) -0.0324(4) 0.2799(3) 0.0188(9) Uani 1 1 d . . . . .
H5D H 1.0371 -0.0855 0.2989 0.023 Uiso 1 1 calc R U . . .
C6A C 0.8197(2) 0.1399(3) 0.5368(3) 0.0142(8) Uani 1 1 d . . . . .
C6B C 0.6800(2) 0.2723(3) 0.3607(3) 0.0144(9) Uani 1 1 d . . . . .
C6C C 1.0477(2) 0.2643(4) 0.2640(3) 0.0160(9) Uani 1 1 d . . . . .
C6D C 0.8960(2) 0.1303(4) 0.1152(3) 0.0172(9) Uani 1 1 d . . . . .
C7A C 0.8891(2) 0.1885(4) 0.5442(3) 0.0171(9) Uani 1 1 d . . . . .
H7A H 0.9171 0.1853 0.4976 0.020 Uiso 1 1 calc R U . . .
C7B C 0.6673(2) 0.2630(4) 0.2701(3) 0.0180(9) Uani 1 1 d . . . . .
H7B H 0.6990 0.2961 0.2351 0.022 Uiso 1 1 calc R U . . .
C7C C 1.0706(2) 0.2512(4) 0.3524(3) 0.0201(9) Uani 1 1 d . . . . .
H7C H 1.0447 0.2840 0.3939 0.024 Uiso 1 1 calc R U . . .
C7D C 0.8283(2) 0.1810(4) 0.1144(3) 0.0171(9) Uani 1 1 d . . . . .
H7D H 0.8040 0.1793 0.1643 0.020 Uiso 1 1 calc R U . . .
C8A C 0.9160(2) 0.2409(4) 0.6201(3) 0.0196(9) Uani 1 1 d . . . . .
H8A H 0.9618 0.2739 0.6241 0.023 Uiso 1 1 calc R U . . .
C8B C 0.6075(2) 0.2043(4) 0.2319(3) 0.0257(10) Uani 1 1 d . . . . .
H8B H 0.5984 0.1996 0.1714 0.031 Uiso 1 1 calc R U . . .
C8C C 1.1326(2) 0.1888(4) 0.3786(3) 0.0273(10) Uani 1 1 d . . . . .
H8C H 1.1482 0.1802 0.4377 0.033 Uiso 1 1 calc R U . . .
C8D C 0.7965(2) 0.2338(4) 0.0404(3) 0.0209(10) Uani 1 1 d . . . . .
H8D H 0.7513 0.2681 0.0405 0.025 Uiso 1 1 calc R U . . .
C9A C 0.8757(3) 0.2452(4) 0.6903(3) 0.0213(10) Uani 1 1 d . . . . .
H9A H 0.8943 0.2807 0.7413 0.026 Uiso 1 1 calc R U . . .
C9B C 0.5614(2) 0.1530(4) 0.2840(3) 0.0287(10) Uani 1 1 d . . . . .
H9B H 0.5221 0.1119 0.2584 0.034 Uiso 1 1 calc R U . . .
C9C C 1.1704(2) 0.1403(4) 0.3176(3) 0.0297(11) Uani 1 1 d . . . . .
H9C H 1.2113 0.0979 0.3358 0.036 Uiso 1 1 calc R U . . .
C9D C 0.8327(3) 0.2353(4) -0.0339(3) 0.0244(11) Uani 1 1 d . . . . .
H9D H 0.8119 0.2714 -0.0837 0.029 Uiso 1 1 calc R U . . .
C10A C 0.8073(2) 0.1965(4) 0.6848(3) 0.0208(9) Uani 1 1 d . . . . .
H10A H 0.7803 0.1987 0.7324 0.025 Uiso 1 1 calc R U . . .
C10B C 0.5733(2) 0.1625(4) 0.3741(3) 0.0259(10) Uani 1 1 d . . . . .
H10B H 0.5417 0.1284 0.4087 0.031 Uiso 1 1 calc R U . . .
C10C C 1.1488(2) 0.1533(3) 0.2294(3) 0.0246(9) Uani 1 1 d . . . . .
H10C H 1.1749 0.1198 0.1885 0.030 Uiso 1 1 calc R U . . .
C10D C 0.8988(3) 0.1841(4) -0.0345(3) 0.0241(10) Uani 1 1 d . . . . .
H10D H 0.9221 0.1845 -0.0851 0.029 Uiso 1 1 calc R U . . .
C11A C 0.7791(2) 0.1443(4) 0.6084(3) 0.0187(9) Uani 1 1 d . . . . .
H11A H 0.7330 0.1122 0.6048 0.022 Uiso 1 1 calc R U . . .
C11B C 0.6318(2) 0.2224(4) 0.4128(3) 0.0198(9) Uani 1 1 d . . . . .
H11B H 0.6392 0.2295 0.4733 0.024 Uiso 1 1 calc R U . . .
C11C C 1.0880(2) 0.2169(3) 0.2023(3) 0.0184(9) Uani 1 1 d . . . . .
H11C H 1.0741 0.2279 0.1430 0.022 Uiso 1 1 calc R U . . .
C11D C 0.9313(2) 0.1317(4) 0.0395(3) 0.0204(9) Uani 1 1 d . . . . .
H11D H 0.9765 0.0977 0.0389 0.024 Uiso 1 1 calc R U . . .
N1A N 0.73923(19) 0.0059(3) 0.4529(2) 0.0164(8) Uani 1 1 d D . . . .
H1A H 0.717(2) -0.026(4) 0.492(2) 0.025 Uiso 1 1 d D U . . .
N1B N 0.73390(19) 0.4138(3) 0.4613(2) 0.0164(8) Uani 1 1 d D . . . .
H1B H 0.6930(13) 0.423(4) 0.481(3) 0.025 Uiso 1 1 d D U . . .
N1C N 0.98517(18) 0.4071(3) 0.1709(2) 0.0154(8) Uani 1 1 d D . . . .
H1C H 1.0222(16) 0.424(4) 0.146(3) 0.023 Uiso 1 1 d D U . . .
N1D N 0.97982(19) -0.0045(3) 0.1952(2) 0.0160(8) Uani 1 1 d D . . . .
H1D H 0.994(2) -0.033(4) 0.1499(19) 0.024 Uiso 1 1 d D U . . .
N3A N 0.80832(18) 0.1037(3) 0.3764(2) 0.0146(8) Uani 1 1 d . . . . .
N3B N 0.81089(18) 0.3366(3) 0.3814(2) 0.0141(8) Uani 1 1 d . . . . .
N3C N 0.91916(18) 0.3361(3) 0.2666(2) 0.0131(8) Uani 1 1 d . . . . .
N3D N 0.92105(17) 0.1019(3) 0.2769(2) 0.0133(7) Uani 1 1 d . . . . .
N2 N 1.08786(19) 0.4520(3) 0.5472(2) 0.0192(7) Uani 1 1 d . . . . .
N4 N 1.1114(2) 0.0487(3) 0.5609(2) 0.0241(8) Uani 1 1 d . . . . .
O1 O 1.02175(16) 0.4268(3) 0.5329(2) 0.0299(7) Uani 1 1 d . . . . .
O2 O 1.10477(16) 0.5439(2) 0.5824(2) 0.0262(7) Uani 1 1 d . . . . .
O3 O 1.13649(16) 0.3897(2) 0.52862(19) 0.0252(7) Uani 1 1 d . . . . .
O4 O 1.05786(18) 0.1082(3) 0.5742(2) 0.0334(8) Uani 1 1 d . . . . .
O5 O 1.17524(17) 0.0777(3) 0.58635(19) 0.0268(7) Uani 1 1 d . . . . .
O6 O 1.09984(16) -0.0395(3) 0.5207(2) 0.0281(7) 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 N3D 1.978(4) . ?
Cu N3B 1.986(4) . ?
Cu N3A 1.992(4) . ?
Cu N3C 1.999(4) . ?
C2A N3A 1.327(5) . ?
C2A N1A 1.349(6) . ?
C2A C6A 1.460(6) . ?
C2B N1B 1.339(5) . ?
C2B N3B 1.344(5) . ?
C2B C6B 1.461(6) . ?
C2C N3C 1.335(5) . ?
C2C N1C 1.352(5) . ?
C2C C6C 1.465(6) . ?
C2D N1D 1.338(6) . ?
C2D N3D 1.344(5) . ?
C2D C6D 1.466(6) . ?
C4A C5A 1.355(6) . ?
C4A N3A 1.372(6) . ?
C4A H4A 0.9300 . ?
C4B C5B 1.344(6) . ?
C4B N3B 1.385(6) . ?
C4B H4B 0.9300 . ?
C4C C5C 1.353(6) . ?
C4C N3C 1.385(6) . ?
C4C H4C 0.9300 . ?
C4D C5D 1.348(6) . ?
C4D N3D 1.381(6) . ?
C4D H4D 0.9300 . ?
C5A N1A 1.365(6) . ?
C5A H5A 0.9300 . ?
C5B N1B 1.368(6) . ?
C5B H5B 0.9300 . ?
C5C N1C 1.356(5) . ?
C5C H5C 0.9300 . ?
C5D N1D 1.368(6) . ?
C5D H5D 0.9300 . ?
C6A C11A 1.400(6) . ?
C6A C7A 1.400(6) . ?
C6B C7B 1.394(6) . ?
C6B C11B 1.401(6) . ?
C6C C7C 1.388(6) . ?
C6C C11C 1.394(6) . ?
C6D C7D 1.390(6) . ?
C6D C11D 1.396(6) . ?
C7A C8A 1.377(6) . ?
C7A H7A 0.9300 . ?
C7B C8B 1.388(6) . ?
C7B H7B 0.9300 . ?
C7C C8C 1.393(7) . ?
C7C H7C 0.9300 . ?
C7D C8D 1.382(6) . ?
C7D H7D 0.9300 . ?
C8A C9A 1.378(6) . ?
C8A H8A 0.9300 . ?
C8B C9B 1.381(6) . ?
C8B H8B 0.9300 . ?
C8C C9C 1.366(7) . ?
C8C H8C 0.9300 . ?
C8D C9D 1.387(6) . ?
C8D H8D 0.9300 . ?
C9A C10A 1.384(6) . ?
C9A H9A 0.9300 . ?
C9B C10B 1.386(7) . ?
C9B H9B 0.9300 . ?
C9C C10C 1.381(7) . ?
C9C H9C 0.9300 . ?
C9D C10D 1.369(7) . ?
C9D H9D 0.9300 . ?
C10A C11A 1.387(6) . ?
C10A H10A 0.9300 . ?
C10B C11B 1.380(6) . ?
C10B H10B 0.9300 . ?
C10C C11C 1.389(6) . ?
C10C H10C 0.9300 . ?
C10D C11D 1.385(6) . ?
C10D H10D 0.9300 . ?
C11A H11A 0.9300 . ?
C11B H11B 0.9300 . ?
C11C H11C 0.9300 . ?
C11D H11D 0.9300 . ?
N1A H1A 0.857(14) . ?
N1B H1B 0.847(11) . ?
N1C H1C 0.844(11) . ?
N1D H1D 0.850(11) . ?
N2 O3 1.233(4) . ?
N2 O1 1.249(4) . ?
N2 O2 1.273(5) . ?
N4 O5 1.246(5) . ?
N4 O6 1.253(5) . ?
N4 O4 1.259(4) . ?

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
N3D Cu N3B 177.22(15) . . ?
N3D Cu N3A 86.16(10) . . ?
N3B Cu N3A 91.85(15) . . ?
N3D Cu N3C 92.67(16) . . ?
N3B Cu N3C 89.47(9) . . ?
N3A Cu N3C 175.35(15) . . ?
N3A C2A N1A 109.4(4) . . ?
N3A C2A C6A 127.1(4) . . ?
N1A C2A C6A 123.5(4) . . ?
N1B C2B N3B 109.5(4) . . ?
N1B C2B C6B 122.8(4) . . ?
N3B C2B C6B 127.6(4) . . ?
N3C C2C N1C 109.3(4) . . ?
N3C C2C C6C 128.8(4) . . ?
N1C C2C C6C 121.9(3) . . ?
N1D C2D N3D 108.8(4) . . ?
N1D C2D C6D 125.1(4) . . ?
N3D C2D C6D 126.1(4) . . ?
C5A C4A N3A 109.1(4) . . ?
C5A C4A H4A 125.5 . . ?
N3A C4A H4A 125.5 . . ?
C5B C4B N3B 109.5(4) . . ?
C5B C4B H4B 125.3 . . ?
N3B C4B H4B 125.3 . . ?
C5C C4C N3C 109.1(4) . . ?
C5C C4C H4C 125.4 . . ?
N3C C4C H4C 125.4 . . ?
C5D C4D N3D 109.3(4) . . ?
C5D C4D H4D 125.3 . . ?
N3D C4D H4D 125.3 . . ?
C4A C5A N1A 106.2(4) . . ?
C4A C5A H5A 126.9 . . ?
N1A C5A H5A 126.9 . . ?
C4B C5B N1B 106.4(4) . . ?
C4B C5B H5B 126.8 . . ?
N1B C5B H5B 126.8 . . ?
C4C C5C N1C 106.5(4) . . ?
C4C C5C H5C 126.8 . . ?
N1C C5C H5C 126.8 . . ?
C4D C5D N1D 105.9(4) . . ?
C4D C5D H5D 127.0 . . ?
N1D C5D H5D 127.0 . . ?
C11A C6A C7A 118.7(4) . . ?
C11A C6A C2A 120.6(4) . . ?
C7A C6A C2A 120.7(4) . . ?
C7B C6B C11B 119.5(4) . . ?
C7B C6B C2B 120.0(4) . . ?
C11B C6B C2B 120.5(4) . . ?
C7C C6C C11C 119.6(4) . . ?
C7C C6C C2C 120.5(4) . . ?
C11C C6C C2C 119.8(4) . . ?
C7D C6D C11D 119.1(4) . . ?
C7D C6D C2D 121.1(4) . . ?
C11D C6D C2D 119.8(4) . . ?
C8A C7A C6A 120.3(4) . . ?
C8A C7A H7A 119.8 . . ?
C6A C7A H7A 119.8 . . ?
C8B C7B C6B 120.1(4) . . ?
C8B C7B H7B 119.9 . . ?
C6B C7B H7B 119.9 . . ?
C6C C7C C8C 119.7(4) . . ?
C6C C7C H7C 120.1 . . ?
C8C C7C H7C 120.1 . . ?
C8D C7D C6D 120.8(4) . . ?
C8D C7D H7D 119.6 . . ?
C6D C7D H7D 119.6 . . ?
C7A C8A C9A 120.7(4) . . ?
C7A C8A H8A 119.7 . . ?
C9A C8A H8A 119.7 . . ?
C9B C8B C7B 119.9(4) . . ?
C9B C8B H8B 120.0 . . ?
C7B C8B H8B 120.0 . . ?
C9C C8C C7C 120.2(4) . . ?
C9C C8C H8C 119.9 . . ?
C7C C8C H8C 119.9 . . ?
C7D C8D C9D 119.3(4) . . ?
C7D C8D H8D 120.4 . . ?
C9D C8D H8D 120.4 . . ?
C8A C9A C10A 120.0(4) . . ?
C8A C9A H9A 120.0 . . ?
C10A C9A H9A 120.0 . . ?
C8B C9B C10B 120.3(4) . . ?
C8B C9B H9B 119.8 . . ?
C10B C9B H9B 119.8 . . ?
C8C C9C C10C 120.9(4) . . ?
C8C C9C H9C 119.6 . . ?
C10C C9C H9C 119.6 . . ?
C10D C9D C8D 120.5(4) . . ?
C10D C9D H9D 119.7 . . ?
C8D C9D H9D 119.7 . . ?
C11A C10A C9A 120.0(4) . . ?
C11A C10A H10A 120.0 . . ?
C9A C10A H10A 120.0 . . ?
C11B C10B C9B 120.3(4) . . ?
C11B C10B H10B 119.8 . . ?
C9B C10B H10B 119.8 . . ?
C9C C10C C11C 119.6(4) . . ?
C9C C10C H10C 120.2 . . ?
C11C C10C H10C 120.2 . . ?
C9D C10D C11D 120.5(4) . . ?
C9D C10D H10D 119.7 . . ?
C11D C10D H10D 119.7 . . ?
C10A C11A C6A 120.3(4) . . ?
C10A C11A H11A 119.8 . . ?
C6A C11A H11A 119.8 . . ?
C10B C11B C6B 119.8(4) . . ?
C10B C11B H11B 120.1 . . ?
C6B C11B H11B 120.1 . . ?
C10C C11C C6C 120.0(4) . . ?
C10C C11C H11C 120.0 . . ?
C6C C11C H11C 120.0 . . ?
C10D C11D C6D 119.7(4) . . ?
C10D C11D H11D 120.1 . . ?
C6D C11D H11D 120.1 . . ?
C2A N1A C5A 108.4(4) . . ?
C2A N1A H1A 133(3) . . ?
C5A N1A H1A 118(3) . . ?
C2B N1B C5B 108.7(3) . . ?
C2B N1B H1B 120(3) . . ?
C5B N1B H1B 131(3) . . ?
C2C N1C C5C 108.8(3) . . ?
C2C N1C H1C 125(3) . . ?
C5C N1C H1C 125(3) . . ?
C2D N1D C5D 109.5(4) . . ?
C2D N1D H1D 125(3) . . ?
C5D N1D H1D 126(3) . . ?
C2A N3A C4A 106.9(4) . . ?
C2A N3A Cu 132.8(3) . . ?
C4A N3A Cu 119.5(3) . . ?
C2B N3B C4B 105.9(3) . . ?
C2B N3B Cu 130.1(3) . . ?
C4B N3B Cu 121.3(3) . . ?
C2C N3C C4C 106.3(3) . . ?
C2C N3C Cu 130.0(3) . . ?
C4C N3C Cu 119.2(3) . . ?
C2D N3D C4D 106.5(4) . . ?
C2D N3D Cu 131.7(3) . . ?
C4D N3D Cu 121.5(3) . . ?
O3 N2 O1 121.4(4) . . ?
O3 N2 O2 119.9(3) . . ?
O1 N2 O2 118.7(3) . . ?
O5 N4 O6 120.2(3) . . ?
O5 N4 O4 120.6(4) . . ?
O6 N4 O4 119.2(4) . . ?

_refine_diff_density_max         0.383
_refine_diff_density_min         -0.375
_refine_diff_density_rms         0.055

# start Validation Reply Form
_vrf_PLAT113_1b                  
;
RESPONSE: Close examination has shown that the structure is 
pseudo-centrosymmetric and has been successfully refined in 
Cc (final R1=3.36%). Attempts to refine it as centrosymmetric 
in C2/c yielded a model with very bad thermal ellipsoids 
(elongated/flat) and distorted geometry (final R1= 12.37%). 
The resulting Flack parameter indicates that the macroscopic 
crystal is twinned by inversion in a ratio of approximately 
50:50. 
;

_vrf_PLAT111_1b                  
;
RESPONSE: See comment above.
;

_vrf_STRVA01_1b                  
;
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_2a
_database_code_depnum_ccdc_archive 'CCDC 1454687'
_audit_update_record             
;
2016-04-21 deposited with the CCDC.
2016-05-04 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         'C38 H38 Cu2 N8 O2, 2(Cl O4)'
_chemical_formula_sum            'C38 H38 Cl2 Cu2 N8 O10'
_chemical_formula_weight         964.74

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/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                   7.8022(2)
_cell_length_b                   22.6506(6)
_cell_length_c                   11.4896(3)
_cell_angle_alpha                90
_cell_angle_beta                 92.226(2)
_cell_angle_gamma                90
_cell_volume                     2028.96(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5069
_cell_measurement_theta_min      3.0946
_cell_measurement_theta_max      29.2307

_exptl_crystal_description       prism
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.579
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             988
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    1.248
_shelx_estimated_absorpt_T_min   0.706
_shelx_estimated_absorpt_T_max   0.835
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.92313
_exptl_absorpt_correction_T_max  1.00000
_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                   '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            9555
_diffrn_reflns_av_unetI/netI     0.0385
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.101
_diffrn_reflns_theta_max         26.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4200
_reflns_number_gt                3640
_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, 2013)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2013)'
_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); DIAMOND (Brandenburg, 2014); 
X-SEED (Barbour, 2001)
;
_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)+(0.0255P)²+2.5000P] 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         4200
_refine_ls_number_parameters     278
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0427
_refine_ls_R_factor_gt           0.0343
_refine_ls_wR_factor_ref         0.0811
_refine_ls_wR_factor_gt          0.0763
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C2A C 0.7833(3) 0.10546(10) 0.7146(2) 0.0134(5) Uani 1 1 d . . . . .
C2B C 1.1425(3) 0.15950(10) 0.83114(19) 0.0127(5) Uani 1 1 d . . . . .
C4A C 0.9048(3) 0.02160(11) 0.6739(2) 0.0163(5) Uani 1 1 d . . . . .
H4A H 0.9596 -0.0147 0.6831 0.020 Uiso 1 1 calc R U . . .
C4B C 1.0130(3) 0.17505(11) 0.9926(2) 0.0169(5) Uani 1 1 d . . . . .
H4B H 0.9575 0.1684 1.0616 0.020 Uiso 1 1 calc R U . . .
C5A C 0.8555(3) 0.04645(11) 0.5710(2) 0.0172(5) Uani 1 1 d . . . . .
H5A H 0.8695 0.0308 0.4971 0.021 Uiso 1 1 calc R U . . .
C5B C 1.0527(3) 0.22880(11) 0.9494(2) 0.0179(5) Uani 1 1 d . . . . .
H5B H 1.0295 0.2654 0.9821 0.021 Uiso 1 1 calc R U . . .
C6A C 0.7072(3) 0.15525(11) 0.7750(2) 0.0156(5) Uani 1 1 d . . . . .
C6B C 1.2229(3) 0.13079(10) 0.73299(19) 0.0133(5) Uani 1 1 d . . . . .
C7A C 0.6318(3) 0.14625(11) 0.8819(2) 0.0181(5) Uani 1 1 d . . . . .
H7A H 0.6326 0.1088 0.9153 0.022 Uiso 1 1 calc R U . . .
C7B C 1.2940(3) 0.07429(11) 0.7466(2) 0.0156(5) Uani 1 1 d . . . . .
H7B H 1.2919 0.0555 0.8184 0.019 Uiso 1 1 calc R U . . .
C8A C 0.5557(3) 0.19293(13) 0.9384(2) 0.0234(6) Uani 1 1 d . . . . .
H8A H 0.5056 0.1869 1.0095 0.028 Uiso 1 1 calc R U . . .
C8B C 1.3673(3) 0.04636(11) 0.6536(2) 0.0201(5) Uani 1 1 d . . . . .
H8B H 1.4149 0.0089 0.6631 0.024 Uiso 1 1 calc R U . . .
C9A C 0.5545(3) 0.24854(12) 0.8886(2) 0.0245(6) Uani 1 1 d . . . . .
H9A H 0.5021 0.2797 0.9262 0.029 Uiso 1 1 calc R U . . .
C9B C 1.3698(3) 0.07428(12) 0.5464(2) 0.0209(6) Uani 1 1 d . . . . .
H9B H 1.4180 0.0553 0.4838 0.025 Uiso 1 1 calc R U . . .
C10A C 0.6305(4) 0.25820(12) 0.7836(2) 0.0249(6) Uani 1 1 d . . . . .
H10A H 0.6298 0.2958 0.7510 0.030 Uiso 1 1 calc R U . . .
C10B C 1.3009(3) 0.13033(11) 0.5319(2) 0.0204(5) Uani 1 1 d . . . . .
H10B H 1.3035 0.1489 0.4598 0.025 Uiso 1 1 calc R U . . .
C11A C 0.7076(3) 0.21185(11) 0.7270(2) 0.0207(5) Uani 1 1 d . . . . .
H11A H 0.7599 0.2185 0.6568 0.025 Uiso 1 1 calc R U . . .
C11B C 1.2281(3) 0.15877(11) 0.6246(2) 0.0169(5) Uani 1 1 d . . . . .
H11B H 1.1827 0.1965 0.6148 0.020 Uiso 1 1 calc R U . . .
C12 C 0.7386(4) -0.05267(12) 0.8984(2) 0.0266(6) Uani 1 1 d . . . . .
H12A H 0.6610 -0.0226 0.8697 0.040 Uiso 1 1 calc R U . . .
H12B H 0.6841 -0.0757 0.9565 0.040 Uiso 1 1 calc R U . . .
H12C H 0.7691 -0.0778 0.8352 0.040 Uiso 1 1 calc R U . . .
N1A N 0.7808(3) 0.09927(9) 0.59719(17) 0.0155(4) Uani 1 1 d D . . . .
H1A H 0.733(3) 0.1214(10) 0.5452(18) 0.023 Uiso 1 1 d D U . . .
N1B N 1.1342(3) 0.21832(9) 0.84768(17) 0.0148(4) Uani 1 1 d D . . . .
H1B H 1.175(3) 0.2450(9) 0.804(2) 0.022 Uiso 1 1 d D U . . .
N3A N 0.8609(3) 0.05879(9) 0.76345(17) 0.0145(4) Uani 1 1 d . . . . .
N3B N 1.0676(3) 0.13159(9) 0.91818(16) 0.0139(4) Uani 1 1 d . . . . .
O1 O 0.8886(2) -0.02584(7) 0.94801(14) 0.0173(4) Uani 1 1 d . . . . .
O2 O 0.6332(3) 0.13563(10) 0.37020(17) 0.0401(6) Uani 1 1 d . . . . .
O3 O 0.7346(2) 0.18426(7) 0.20639(14) 0.0213(4) Uani 1 1 d . . . . .
O4 O 0.9010(3) 0.11078(9) 0.30132(19) 0.0336(5) Uani 1 1 d . . . . .
O5 O 0.6543(4) 0.08489(10) 0.1922(2) 0.0545(7) Uani 1 1 d . U . . .
Cl Cl 0.73015(8) 0.12826(3) 0.26730(5) 0.01855(14) Uani 1 1 d . . . . .
Cu Cu 0.97809(4) 0.05086(2) 0.91757(2) 0.01289(9) 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
C2A N3A 1.332(3) . ?
C2A N1A 1.356(3) . ?
C2A C6A 1.462(3) . ?
C2B N3B 1.337(3) . ?
C2B N1B 1.348(3) . ?
C2B C6B 1.464(3) . ?
C4A C5A 1.353(3) . ?
C4A N3A 1.383(3) . ?
C4A H4A 0.9300 . ?
C4B C5B 1.355(4) . ?
C4B N3B 1.382(3) . ?
C4B H4B 0.9300 . ?
C5A N1A 1.369(3) . ?
C5A H5A 0.9300 . ?
C5B N1B 1.373(3) . ?
C5B H5B 0.9300 . ?
C6A C11A 1.396(3) . ?
C6A C7A 1.398(3) . ?
C6B C11B 1.399(3) . ?
C6B C7B 1.401(3) . ?
C7A C8A 1.386(4) . ?
C7A H7A 0.9300 . ?
C7B C8B 1.384(3) . ?
C7B H7B 0.9300 . ?
C8A C9A 1.383(4) . ?
C8A H8A 0.9300 . ?
C8B C9B 1.385(4) . ?
C8B H8B 0.9300 . ?
C9A C10A 1.383(4) . ?
C9A H9A 0.9300 . ?
C9B C10B 1.386(4) . ?
C9B H9B 0.9300 . ?
C10A C11A 1.385(4) . ?
C10A H10A 0.9300 . ?
C10B C11B 1.385(3) . ?
C10B H10B 0.9300 . ?
C11A H11A 0.9300 . ?
C11B H11B 0.9300 . ?
C12 O1 1.419(3) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
N1A H1A 0.855(10) . ?
N1B H1B 0.855(10) . ?
N3A Cu 1.9693(19) . ?
N3B Cu 1.957(2) . ?
O1 Cu 1.9097(16) . ?
O1 Cu 1.9139(16) 3_757 ?
O2 Cl 1.438(2) . ?
O3 Cl 1.4497(17) . ?
O4 Cl 1.430(2) . ?
O5 Cl 1.421(2) . ?
Cu O1 1.9139(16) 3_757 ?
Cu Cu 2.9939(5) 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
N3A C2A N1A 109.0(2) . . ?
N3A C2A C6A 126.8(2) . . ?
N1A C2A C6A 124.2(2) . . ?
N3B C2B N1B 109.7(2) . . ?
N3B C2B C6B 125.4(2) . . ?
N1B C2B C6B 124.9(2) . . ?
C5A C4A N3A 109.1(2) . . ?
C5A C4A H4A 125.5 . . ?
N3A C4A H4A 125.5 . . ?
C5B C4B N3B 109.5(2) . . ?
C5B C4B H4B 125.3 . . ?
N3B C4B H4B 125.3 . . ?
C4A C5A N1A 106.3(2) . . ?
C4A C5A H5A 126.9 . . ?
N1A C5A H5A 126.9 . . ?
C4B C5B N1B 106.0(2) . . ?
C4B C5B H5B 127.0 . . ?
N1B C5B H5B 127.0 . . ?
C11A C6A C7A 119.3(2) . . ?
C11A C6A C2A 120.9(2) . . ?
C7A C6A C2A 119.8(2) . . ?
C11B C6B C7B 119.2(2) . . ?
C11B C6B C2B 120.8(2) . . ?
C7B C6B C2B 120.0(2) . . ?
C8A C7A C6A 120.2(2) . . ?
C8A C7A H7A 119.9 . . ?
C6A C7A H7A 119.9 . . ?
C8B C7B C6B 120.3(2) . . ?
C8B C7B H7B 119.8 . . ?
C6B C7B H7B 119.8 . . ?
C9A C8A C7A 119.9(2) . . ?
C9A C8A H8A 120.1 . . ?
C7A C8A H8A 120.1 . . ?
C9B C8B C7B 119.9(2) . . ?
C9B C8B H8B 120.1 . . ?
C7B C8B H8B 120.1 . . ?
C10A C9A C8A 120.6(2) . . ?
C10A C9A H9A 119.7 . . ?
C8A C9A H9A 119.7 . . ?
C8B C9B C10B 120.4(2) . . ?
C8B C9B H9B 119.8 . . ?
C10B C9B H9B 119.8 . . ?
C9A C10A C11A 119.9(2) . . ?
C9A C10A H10A 120.0 . . ?
C11A C10A H10A 120.0 . . ?
C11B C10B C9B 120.1(2) . . ?
C11B C10B H10B 119.9 . . ?
C9B C10B H10B 119.9 . . ?
C10A C11A C6A 120.2(2) . . ?
C10A C11A H11A 119.9 . . ?
C6A C11A H11A 119.9 . . ?
C10B C11B C6B 120.1(2) . . ?
C10B C11B H11B 120.0 . . ?
C6B C11B H11B 120.0 . . ?
O1 C12 H12A 109.5 . . ?
O1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C2A N1A C5A 108.6(2) . . ?
C2A N1A H1A 128.5(19) . . ?
C5A N1A H1A 122.5(19) . . ?
C2B N1B C5B 108.5(2) . . ?
C2B N1B H1B 126.5(19) . . ?
C5B N1B H1B 124.9(19) . . ?
C2A N3A C4A 106.97(19) . . ?
C2A N3A Cu 129.72(16) . . ?
C4A N3A Cu 119.56(16) . . ?
C2B N3B C4B 106.3(2) . . ?
C2B N3B Cu 127.26(16) . . ?
C4B N3B Cu 123.30(16) . . ?
C12 O1 Cu 128.14(15) . . ?
C12 O1 Cu 127.71(15) . 3_757 ?
Cu O1 Cu 103.07(8) . 3_757 ?
O5 Cl O4 109.65(15) . . ?
O5 Cl O2 111.06(16) . . ?
O4 Cl O2 108.78(12) . . ?
O5 Cl O3 109.20(12) . . ?
O4 Cl O3 109.55(11) . . ?
O2 Cl O3 108.58(12) . . ?
O1 Cu O1 76.93(8) . 3_757 ?
O1 Cu N3B 169.16(7) . . ?
O1 Cu N3B 95.22(8) 3_757 . ?
O1 Cu N3A 95.01(7) . . ?
O1 Cu N3A 166.25(8) 3_757 . ?
N3B Cu N3A 94.09(8) . . ?
O1 Cu Cu 38.51(5) . 3_757 ?
O1 Cu Cu 38.41(5) 3_757 3_757 ?
N3B Cu Cu 133.21(6) . 3_757 ?
N3A Cu Cu 132.59(6) . 3_757 ?

_refine_diff_density_max         0.478
_refine_diff_density_min         -0.409
_refine_diff_density_rms         0.072

####################################################################### 
# 
# 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_2b
_database_code_depnum_ccdc_archive 'CCDC 1454688'
_audit_update_record             
;
2016-04-21 deposited with the CCDC.
2016-05-04 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         'C36 H32 Cu N8, 2(Cl O4)'
_chemical_formula_sum            'C36 H32 Cl2 Cu N8 O8'
_chemical_formula_weight         839.13

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      orthorhombic
_space_group_IT_number           41
_space_group_name_H-M_alt        'A b a 2'
_space_group_name_Hall           'A 2 -2ac'

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

_cell_length_a                   17.4049(9)
_cell_length_b                   17.5945(10)
_cell_length_c                   11.9876(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3671.0(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4777
_cell_measurement_theta_min      3.1095
_cell_measurement_theta_max      28.9057

_exptl_crystal_description       prism
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.518
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1724
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.805
_shelx_estimated_absorpt_T_min   0.889
_shelx_estimated_absorpt_T_max   0.938
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.85743
_exptl_absorpt_correction_T_max  1.00000
_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                   '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            13913
_diffrn_reflns_av_unetI/netI     0.0447
_diffrn_reflns_av_R_equivalents  0.0478
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.116
_diffrn_reflns_theta_max         26.992
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3979
_reflns_number_gt                3708
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.897
_reflns_Friedel_fraction_max     0.988
_reflns_Friedel_fraction_full    0.997

_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, 2013)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2013)'
_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); DIAMOND (Brandenburg, 2014); 
X-SEED (Barbour, 2001)
;
_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)+(0.0385P)²+0.3677P] 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_abs_structure_details 
;
 Flack x determined using 1599 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.004(9)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3979
_refine_ls_number_parameters     255
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0355
_refine_ls_R_factor_gt           0.0317
_refine_ls_wR_factor_ref         0.0787
_refine_ls_wR_factor_gt          0.0762
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C2A C 0.1218(2) -0.09004(18) -0.0633(3) 0.0141(7) Uani 1 1 d . . . . .
C2B C 0.07222(19) -0.1310(2) 0.1875(3) 0.0154(7) Uani 1 1 d . . . . .
C4A C 0.0078(2) -0.0993(2) -0.1378(3) 0.0172(7) Uani 1 1 d . . . . .
H4A H -0.0435 -0.0897 -0.1545 0.021 Uiso 1 1 calc R U . . .
C4B C 0.0966(2) -0.0184(2) 0.2540(3) 0.0188(7) Uani 1 1 d . . . . .
H4B H 0.0941 0.0337 0.2666 0.023 Uiso 1 1 calc R U . . .
C5A C 0.0513(2) -0.1538(2) -0.1854(3) 0.0179(8) Uani 1 1 d . . . . .
H5A H 0.0359 -0.1887 -0.2392 0.021 Uiso 1 1 calc R U . . .
C5B C 0.1444(2) -0.0669(2) 0.3062(3) 0.0211(9) Uani 1 1 d . . . . .
H5B H 0.1811 -0.0550 0.3597 0.025 Uiso 1 1 calc R U . . .
C6A C 0.1889(2) -0.06646(19) 0.0020(3) 0.0143(7) Uani 1 1 d . . . . .
C6B C 0.0409(2) -0.19541(18) 0.1259(3) 0.0163(7) Uani 1 1 d . . . . .
C7A C 0.2013(2) 0.0103(2) 0.0247(3) 0.0186(8) Uani 1 1 d . . . . .
H7A H 0.1673 0.0466 -0.0026 0.022 Uiso 1 1 calc R U . . .
C7B C -0.0359(2) -0.19479(19) 0.0897(3) 0.0211(8) Uani 1 1 d . . . . .
H7B H -0.0673 -0.1535 0.1063 0.025 Uiso 1 1 calc R U . . .
C8A C 0.2639(2) 0.0328(2) 0.0873(3) 0.0231(8) Uani 1 1 d . . . . .
H8A H 0.2719 0.0841 0.1022 0.028 Uiso 1 1 calc R U . . .
C8B C -0.0648(2) -0.2555(2) 0.0295(3) 0.0240(8) Uani 1 1 d . . . . .
H8B H -0.1154 -0.2545 0.0047 0.029 Uiso 1 1 calc R U . . .
C9A C 0.3150(2) -0.0212(2) 0.1281(3) 0.0239(8) Uani 1 1 d . . . . .
H9A H 0.3569 -0.0063 0.1710 0.029 Uiso 1 1 calc R U . . .
C9B C -0.0189(2) -0.3179(2) 0.0059(3) 0.0263(9) Uani 1 1 d . . . . .
H9B H -0.0388 -0.3588 -0.0340 0.032 Uiso 1 1 calc R U . . .
C10A C 0.3032(2) -0.0973(2) 0.1044(3) 0.0216(8) Uani 1 1 d . . . . .
H10A H 0.3376 -0.1334 0.1311 0.026 Uiso 1 1 calc R U . . .
C10B C 0.0571(2) -0.31897(19) 0.0423(3) 0.0245(8) Uani 1 1 d . . . . .
H10B H 0.0882 -0.3605 0.0261 0.029 Uiso 1 1 calc R U . . .
C11A C 0.24061(18) -0.1204(2) 0.0415(3) 0.0167(7) Uani 1 1 d . . . . .
H11A H 0.2332 -0.1716 0.0257 0.020 Uiso 1 1 calc R U . . .
C11B C 0.0865(2) -0.2589(2) 0.1021(3) 0.0192(7) Uani 1 1 d . . . . .
H11B H 0.1371 -0.2605 0.1270 0.023 Uiso 1 1 calc R U . . .
N1A N 0.12323(18) -0.14736(17) -0.1382(2) 0.0167(6) Uani 1 1 d D . . . .
H1A H 0.1628(16) -0.174(2) -0.153(4) 0.025 Uiso 1 1 d D U . . .
N1B N 0.12791(18) -0.13691(18) 0.2648(3) 0.0178(7) Uani 1 1 d D . . . .
H1B H 0.151(2) -0.1765(18) 0.286(3) 0.027 Uiso 1 1 d D U . . .
N3A N 0.05110(17) -0.05985(16) -0.0604(2) 0.0145(6) Uani 1 1 d . . . . .
N3B N 0.05185(17) -0.05809(15) 0.1787(2) 0.0139(6) Uani 1 1 d . . . . .
O1 O 0.1825(2) 0.64261(18) 0.8089(3) 0.0369(9) Uani 1 1 d . . . . .
O2 O 0.25034(18) 0.69178(15) 0.9623(2) 0.0307(7) Uani 1 1 d . . . . .
O3 O 0.31802(19) 0.64395(17) 0.8073(2) 0.0317(8) Uani 1 1 d . . . . .
O4 O 0.24933(16) 0.75823(13) 0.7930(3) 0.0247(6) Uani 1 1 d . . . . .
Cl Cl 0.24988(5) 0.68256(4) 0.84361(8) 0.01896(19) Uani 1 1 d . . . . .
Cu Cu 0.0000 0.0000 0.05834(6) 0.01186(14) 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
C2A N3A 1.340(4) . ?
C2A N1A 1.351(4) . ?
C2A C6A 1.466(5) . ?
C2B N3B 1.336(4) . ?
C2B N1B 1.345(5) . ?
C2B C6B 1.458(5) . ?
C4A C5A 1.349(5) . ?
C4A N3A 1.382(5) . ?
C4A H4A 0.9300 . ?
C4B C5B 1.347(5) . ?
C4B N3B 1.382(5) . ?
C4B H4B 0.9300 . ?
C5A N1A 1.378(5) . ?
C5A H5A 0.9300 . ?
C5B N1B 1.358(5) . ?
C5B H5B 0.9300 . ?
C6A C11A 1.391(5) . ?
C6A C7A 1.394(5) . ?
C6B C11B 1.400(5) . ?
C6B C7B 1.404(5) . ?
C7A C8A 1.381(5) . ?
C7A H7A 0.9300 . ?
C7B C8B 1.385(5) . ?
C7B H7B 0.9300 . ?
C8A C9A 1.391(5) . ?
C8A H8A 0.9300 . ?
C8B C9B 1.387(6) . ?
C8B H8B 0.9300 . ?
C9A C10A 1.384(5) . ?
C9A H9A 0.9300 . ?
C9B C10B 1.394(5) . ?
C9B H9B 0.9300 . ?
C10A C11A 1.385(5) . ?
C10A H10A 0.9300 . ?
C10B C11B 1.375(5) . ?
C10B H10B 0.9300 . ?
C11A H11A 0.9300 . ?
C11B H11B 0.9300 . ?
N1A H1A 0.853(14) . ?
N1B H1B 0.84(2) . ?
N3A Cu 1.981(3) . ?
N3B Cu 1.985(3) . ?
O1 Cl 1.429(3) . ?
O2 Cl 1.431(3) . ?
O3 Cl 1.434(3) . ?
O4 Cl 1.463(3) . ?
Cu N3A 1.981(3) 2 ?
Cu N3B 1.985(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
N3A C2A N1A 109.3(3) . . ?
N3A C2A C6A 127.2(3) . . ?
N1A C2A C6A 123.5(3) . . ?
N3B C2B N1B 108.6(3) . . ?
N3B C2B C6B 127.3(3) . . ?
N1B C2B C6B 124.0(3) . . ?
C5A C4A N3A 109.5(3) . . ?
C5A C4A H4A 125.2 . . ?
N3A C4A H4A 125.2 . . ?
C5B C4B N3B 109.3(3) . . ?
C5B C4B H4B 125.3 . . ?
N3B C4B H4B 125.3 . . ?
C4A C5A N1A 106.1(3) . . ?
C4A C5A H5A 126.9 . . ?
N1A C5A H5A 126.9 . . ?
C4B C5B N1B 106.0(3) . . ?
C4B C5B H5B 127.0 . . ?
N1B C5B H5B 127.0 . . ?
C11A C6A C7A 119.6(3) . . ?
C11A C6A C2A 120.3(3) . . ?
C7A C6A C2A 120.1(3) . . ?
C11B C6B C7B 118.9(3) . . ?
C11B C6B C2B 120.7(3) . . ?
C7B C6B C2B 120.4(3) . . ?
C8A C7A C6A 120.4(3) . . ?
C8A C7A H7A 119.8 . . ?
C6A C7A H7A 119.8 . . ?
C8B C7B C6B 120.1(3) . . ?
C8B C7B H7B 120.0 . . ?
C6B C7B H7B 120.0 . . ?
C7A C8A C9A 120.0(3) . . ?
C7A C8A H8A 120.0 . . ?
C9A C8A H8A 120.0 . . ?
C7B C8B C9B 120.5(4) . . ?
C7B C8B H8B 119.8 . . ?
C9B C8B H8B 119.8 . . ?
C10A C9A C8A 119.6(3) . . ?
C10A C9A H9A 120.2 . . ?
C8A C9A H9A 120.2 . . ?
C8B C9B C10B 119.6(4) . . ?
C8B C9B H9B 120.2 . . ?
C10B C9B H9B 120.2 . . ?
C9A C10A C11A 120.8(3) . . ?
C9A C10A H10A 119.6 . . ?
C11A C10A H10A 119.6 . . ?
C11B C10B C9B 120.4(3) . . ?
C11B C10B H10B 119.8 . . ?
C9B C10B H10B 119.8 . . ?
C10A C11A C6A 119.7(3) . . ?
C10A C11A H11A 120.2 . . ?
C6A C11A H11A 120.2 . . ?
C10B C11B C6B 120.6(3) . . ?
C10B C11B H11B 119.7 . . ?
C6B C11B H11B 119.7 . . ?
C2A N1A C5A 108.5(3) . . ?
C2A N1A H1A 125(3) . . ?
C5A N1A H1A 127(3) . . ?
C2B N1B C5B 109.5(3) . . ?
C2B N1B H1B 127(3) . . ?
C5B N1B H1B 123(3) . . ?
C2A N3A C4A 106.5(3) . . ?
C2A N3A Cu 129.9(2) . . ?
C4A N3A Cu 120.3(2) . . ?
C2B N3B C4B 106.5(3) . . ?
C2B N3B Cu 132.3(2) . . ?
C4B N3B Cu 118.1(2) . . ?
O1 Cl O2 110.47(18) . . ?
O1 Cl O3 110.90(18) . . ?
O2 Cl O3 110.53(18) . . ?
O1 Cl O4 108.76(19) . . ?
O2 Cl O4 108.00(18) . . ?
O3 Cl O4 108.09(17) . . ?
N3A Cu N3A 88.17(17) 2 . ?
N3A Cu N3B 178.89(13) 2 . ?
N3A Cu N3B 92.54(10) . . ?
N3A Cu N3B 92.53(10) 2 2 ?
N3A Cu N3B 178.89(13) . 2 ?
N3B Cu N3B 86.78(17) . 2 ?

_refine_diff_density_max         0.297
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.056

####################################################################### 
# 
# 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 1454689'
_audit_update_record             
;
2016-04-21 deposited with the CCDC.
2016-05-04 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         'C38 H38 Cu2 N8 O2 2+, F6 Si 2-'
_chemical_formula_sum            'C38 H38 Cu2 F6 N8 O2 Si'
_chemical_formula_weight         907.93

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.2541 0.3302 '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                   11.2175(6)
_cell_length_b                   27.351(2)
_cell_length_c                   12.9381(9)
_cell_angle_alpha                90
_cell_angle_beta                 99.598(6)
_cell_angle_gamma                90
_cell_volume                     3913.9(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3331
_cell_measurement_theta_min      3.2290
_cell_measurement_theta_max      61.6022

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.541
_exptl_crystal_F_000             1856
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    2.282
_shelx_estimated_absorpt_T_min   0.771
_shelx_estimated_absorpt_T_max   0.838
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9413
_exptl_absorpt_correction_T_max  1.0000
_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     1.5418
_diffrn_radiation_type           'Cu K\a'
_diffrn_source                   'SuperNova (Cu) 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            11985
_diffrn_reflns_av_unetI/netI     0.0400
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.232
_diffrn_reflns_theta_max         61.690
_diffrn_reflns_theta_full        61.690
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.981
_reflns_number_total             5982
_reflns_number_gt                4786
_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, 2013)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2013)'
_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); DIAMOND (Brandenburg, 2014); 
X-SEED (Barbour, 2001)
;
_computing_publication_material  'WINGX (Farrugia, 1999)'

_refine_special_details          
; The hexafluorosilicate ion is disordered and four of its fluorine atoms have 
been modelled over two orientations with a 54:46 domain ratio.                                       
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0414P)²+1.0304P] 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         5982
_refine_ls_number_parameters     565
_refine_ls_number_restraints     29
_refine_ls_R_factor_all          0.0501
_refine_ls_R_factor_gt           0.0350
_refine_ls_wR_factor_ref         0.0877
_refine_ls_wR_factor_gt          0.0805
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C2A C 0.9278(2) -0.03684(10) 0.7134(2) 0.0235(6) Uani 1 1 d . . . . .
C2B C 0.5819(2) -0.03541(10) 0.7885(2) 0.0250(6) Uani 1 1 d . . . . .
C2C C 0.5741(2) 0.23937(11) 0.7006(2) 0.0281(7) Uani 1 1 d . . . . .
C2D C 0.9053(2) 0.23661(11) 0.7363(2) 0.0274(6) Uani 1 1 d . . . . .
C4A C 0.9271(3) -0.02032(11) 0.8775(2) 0.0278(6) Uani 1 1 d . . . . .
H4A H 0.9081 -0.0059 0.9378 0.033 Uiso 1 1 calc R U . . .
C4B C 0.5714(2) -0.03343(10) 0.6191(2) 0.0269(6) Uani 1 1 d . . . . .
H4B H 0.5845 -0.0245 0.5525 0.032 Uiso 1 1 calc R U . . .
C4C C 0.5467(3) 0.18463(12) 0.8161(2) 0.0341(7) Uani 1 1 d . . . . .
H4C H 0.5531 0.1558 0.8548 0.041 Uiso 1 1 calc R U . . .
C4D C 0.9192(3) 0.19236(12) 0.5983(2) 0.0336(7) Uani 1 1 d . . . . .
H4D H 0.9060 0.1679 0.5479 0.040 Uiso 1 1 calc R U . . .
C5A C 1.0078(3) -0.05660(11) 0.8752(2) 0.0306(7) Uani 1 1 d . . . . .
H5A H 1.0545 -0.0717 0.9326 0.037 Uiso 1 1 calc R U . . .
C5B C 0.4979(3) -0.07014(11) 0.6408(2) 0.0289(6) Uani 1 1 d . . . . .
H5B H 0.4513 -0.0907 0.5928 0.035 Uiso 1 1 calc R U . . .
C5C C 0.4759(3) 0.22329(13) 0.8307(3) 0.0390(8) Uani 1 1 d . . . . .
H5C H 0.4249 0.2260 0.8801 0.047 Uiso 1 1 calc R U . . .
C5D C 0.9982(3) 0.22991(13) 0.6002(3) 0.0404(8) Uani 1 1 d . . . . .
H5D H 1.0495 0.2358 0.5520 0.048 Uiso 1 1 calc R U . . .
C6A C 0.8957(2) -0.03924(11) 0.5990(2) 0.0266(6) Uani 1 1 d . . . . .
C6B C 0.6174(2) -0.02414(11) 0.9001(2) 0.0278(6) Uani 1 1 d . . . . .
C6C C 0.6135(2) 0.26642(11) 0.6151(2) 0.0284(6) Uani 1 1 d . . . . .
C6D C 0.8708(2) 0.25600(10) 0.8328(2) 0.0278(6) Uani 1 1 d . . . . .
C7A C 0.8547(2) 0.00219(11) 0.5410(2) 0.0283(6) Uani 1 1 d . . . . .
H7A H 0.8529 0.0322 0.5745 0.034 Uiso 1 1 calc R U . . .
C7B C 0.6404(3) 0.02419(11) 0.9326(2) 0.0292(6) Uani 1 1 d . . . . .
H7B H 0.6288 0.0493 0.8834 0.035 Uiso 1 1 calc R U . . .
C7C C 0.6415(2) 0.24219(11) 0.5276(2) 0.0290(7) Uani 1 1 d . . . . .
H7C H 0.6350 0.2083 0.5233 0.035 Uiso 1 1 calc R U . . .
C7D C 0.8419(3) 0.22462(11) 0.9094(2) 0.0312(7) Uani 1 1 d . . . . .
H7D H 0.8446 0.1910 0.8996 0.037 Uiso 1 1 calc R U . . .
C8A C 0.8167(3) -0.00111(12) 0.4340(2) 0.0349(7) Uani 1 1 d . . . . .
H8A H 0.7880 0.0264 0.3955 0.042 Uiso 1 1 calc R U . . .
C8B C 0.6804(3) 0.03522(12) 1.0375(2) 0.0329(7) Uani 1 1 d . . . . .
H8B H 0.6962 0.0674 1.0582 0.039 Uiso 1 1 calc R U . . .
C8C C 0.6790(3) 0.26802(12) 0.4472(3) 0.0345(7) Uani 1 1 d . . . . .
H8C H 0.6979 0.2516 0.3891 0.041 Uiso 1 1 calc R U . . .
C8D C 0.8091(3) 0.24295(13) 0.9997(2) 0.0371(8) Uani 1 1 d . . . . .
H8D H 0.7890 0.2217 1.0502 0.045 Uiso 1 1 calc R U . . .
C9A C 0.8218(3) -0.04591(14) 0.3846(3) 0.0448(8) Uani 1 1 d . . . . .
H9A H 0.7953 -0.0484 0.3128 0.054 Uiso 1 1 calc R U . . .
C9B C 0.6964(3) -0.00187(12) 1.1105(3) 0.0393(8) Uani 1 1 d . . . . .
H9B H 0.7246 0.0053 1.1806 0.047 Uiso 1 1 calc R U . . .
C9C C 0.6883(3) 0.31853(12) 0.4534(3) 0.0404(8) Uani 1 1 d . . . . .
H9C H 0.7150 0.3359 0.3999 0.048 Uiso 1 1 calc R U . . .
C9D C 0.8061(3) 0.29287(13) 1.0152(3) 0.0418(8) Uani 1 1 d . . . . .
H9D H 0.7844 0.3052 1.0764 0.050 Uiso 1 1 calc R U . . .
C10A C 0.8656(3) -0.08676(13) 0.4404(3) 0.0479(9) Uani 1 1 d . . . . .
H10A H 0.8703 -0.1164 0.4062 0.057 Uiso 1 1 calc R U . . .
C10B C 0.6706(3) -0.04984(13) 1.0798(2) 0.0412(8) Uani 1 1 d . . . . .
H10B H 0.6800 -0.0746 1.1298 0.049 Uiso 1 1 calc R U . . .
C10C C 0.6583(3) 0.34306(12) 0.5387(3) 0.0428(8) Uani 1 1 d . . . . .
H10C H 0.6630 0.3770 0.5418 0.051 Uiso 1 1 calc R U . . .
C10D C 0.8355(3) 0.32464(13) 0.9396(3) 0.0438(8) Uani 1 1 d . . . . .
H10D H 0.8336 0.3582 0.9502 0.053 Uiso 1 1 calc R U . . .
C11A C 0.9024(3) -0.08351(12) 0.5477(2) 0.0378(8) Uani 1 1 d . . . . .
H11A H 0.9318 -0.1111 0.5856 0.045 Uiso 1 1 calc R U . . .
C11B C 0.6311(3) -0.06126(12) 0.9757(2) 0.0350(7) Uani 1 1 d . . . . .
H11B H 0.6137 -0.0935 0.9558 0.042 Uiso 1 1 calc R U . . .
C11C C 0.6213(3) 0.31733(11) 0.6192(3) 0.0362(7) Uani 1 1 d . . . . .
H11C H 0.6014 0.3340 0.6767 0.043 Uiso 1 1 calc R U . . .
C11D C 0.8675(3) 0.30635(12) 0.8489(3) 0.0351(7) Uani 1 1 d . . . . .
H11D H 0.8869 0.3277 0.7983 0.042 Uiso 1 1 calc R U . . .
C12 C 0.9712(2) 0.09953(11) 0.7928(2) 0.0322(7) Uani 1 1 d . . . . .
H12A H 0.9730 0.1007 0.8672 0.048 Uiso 1 1 calc R U . . .
H12B H 1.0075 0.1286 0.7706 0.048 Uiso 1 1 calc R U . . .
H12C H 1.0155 0.0714 0.7757 0.048 Uiso 1 1 calc R U . . .
C13 C 0.5098(2) 0.08992(11) 0.6601(2) 0.0283(6) Uani 1 1 d . . . . .
H13A H 0.4774 0.1221 0.6455 0.042 Uiso 1 1 calc R U . . .
H13B H 0.4695 0.0745 0.7113 0.042 Uiso 1 1 calc R U . . .
H13C H 0.4975 0.0709 0.5968 0.042 Uiso 1 1 calc R U . . .
Cu1 Cu 0.74669(3) 0.03969(2) 0.73221(3) 0.02089(11) Uani 1 1 d . . . . .
Cu2 Cu 0.73734(3) 0.15014(2) 0.71049(3) 0.02295(12) Uani 1 1 d . . . . .
N1A N 1.0072(2) -0.06681(9) 0.7718(2) 0.0310(6) Uani 1 1 d D . . . .
H1A H 1.056(3) -0.0866(11) 0.749(3) 0.047 Uiso 1 1 d D U . . .
N1B N 0.5063(2) -0.07085(9) 0.74719(19) 0.0287(5) Uani 1 1 d D . . . .
H1B H 0.463(3) -0.0894(11) 0.779(2) 0.043 Uiso 1 1 d D U . . .
N1C N 0.4943(2) 0.25726(10) 0.7590(2) 0.0358(6) Uani 1 1 d D . . . .
H1C H 0.459(3) 0.2847(8) 0.744(3) 0.054 Uiso 1 1 d D U . . .
N1D N 0.9882(2) 0.25736(10) 0.6859(2) 0.0372(6) Uani 1 1 d D . . . .
H1D H 1.032(3) 0.2808(10) 0.714(3) 0.056 Uiso 1 1 d D U . . .
N3A N 0.87684(19) -0.00781(8) 0.77560(17) 0.0230(5) Uani 1 1 d . . . . .
N3B N 0.62330(19) -0.01154(8) 0.71149(17) 0.0228(5) Uani 1 1 d . . . . .
N3C N 0.60780(19) 0.19480(9) 0.73463(19) 0.0265(5) Uani 1 1 d . . . . .
N3D N 0.8614(2) 0.19674(8) 0.68461(18) 0.0255(5) Uani 1 1 d . . . . .
O1 O 0.84950(16) 0.09623(7) 0.74099(15) 0.0245(4) Uani 1 1 d . . . . .
O2 O 0.63459(16) 0.09320(7) 0.69918(15) 0.0246(4) Uani 1 1 d . . . . .
F1A F 0.1035(10) 0.3512(4) 0.6799(10) 0.0275(18) Uani 0.54(3) 1 d . . P A 1
F2A F 0.3033(11) 0.3570(3) 0.6360(8) 0.0309(16) Uani 0.54(3) 1 d . . P A 1
F3A F 0.3928(5) 0.3462(3) 0.8139(9) 0.0306(18) Uani 0.54(3) 1 d . . P A 1
F4A F 0.1915(13) 0.3438(5) 0.8595(11) 0.037(2) Uani 0.54(3) 1 d . . P A 1
F1B F 0.1278(17) 0.3603(6) 0.6594(13) 0.038(3) Uani 0.46(3) 1 d . U P A 2
F2B F 0.3441(16) 0.3504(4) 0.6697(15) 0.041(3) Uani 0.46(3) 1 d . U P A 2
F3B F 0.3663(13) 0.3331(6) 0.8481(12) 0.047(3) Uani 0.46(3) 1 d D U P A 2
F4B F 0.1533(17) 0.3388(6) 0.8392(16) 0.042(3) Uani 0.46(3) 1 d . U P A 2
F5 F 0.25553(15) 0.40824(6) 0.77127(15) 0.0386(4) Uani 1 1 d . . . . .
F6 F 0.23942(14) 0.28730(6) 0.72862(14) 0.0342(4) Uani 1 1 d . . . . .
Si Si 0.24791(7) 0.34756(3) 0.75130(6) 0.02669(19) Uani 1 1 d 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
C2A N3A 1.326(3) . ?
C2A N1A 1.346(4) . ?
C2A C6A 1.465(4) . ?
C2B N3B 1.337(4) . ?
C2B N1B 1.340(4) . ?
C2B C6B 1.466(4) . ?
C2C N3C 1.329(4) . ?
C2C N1C 1.355(4) . ?
C2C C6C 1.459(4) . ?
C2D N3D 1.330(4) . ?
C2D N1D 1.347(4) . ?
C2D C6D 1.467(4) . ?
C4A C5A 1.347(4) . ?
C4A N3A 1.387(4) . ?
C4A H4A 0.9300 . ?
C4B C5B 1.358(4) . ?
C4B N3B 1.377(4) . ?
C4B H4B 0.9300 . ?
C4C C5C 1.354(5) . ?
C4C N3C 1.378(4) . ?
C4C H4C 0.9300 . ?
C4D C5D 1.354(5) . ?
C4D N3D 1.386(4) . ?
C4D H4D 0.9300 . ?
C5A N1A 1.365(4) . ?
C5A H5A 0.9300 . ?
C5B N1B 1.364(4) . ?
C5B H5B 0.9300 . ?
C5C N1C 1.353(5) . ?
C5C H5C 0.9300 . ?
C5D N1D 1.360(5) . ?
C5D H5D 0.9300 . ?
C6A C11A 1.389(4) . ?
C6A C7A 1.394(4) . ?
C6B C7B 1.398(4) . ?
C6B C11B 1.400(4) . ?
C6C C7C 1.393(4) . ?
C6C C11C 1.396(4) . ?
C6D C7D 1.390(4) . ?
C6D C11D 1.394(4) . ?
C7A C8A 1.381(4) . ?
C7A H7A 0.9300 . ?
C7B C8B 1.389(4) . ?
C7B H7B 0.9300 . ?
C7C C8C 1.380(4) . ?
C7C H7C 0.9300 . ?
C7D C8D 1.376(5) . ?
C7D H7D 0.9300 . ?
C8A C9A 1.388(5) . ?
C8A H8A 0.9300 . ?
C8B C9B 1.377(5) . ?
C8B H8B 0.9300 . ?
C8C C9C 1.387(5) . ?
C8C H8C 0.9300 . ?
C8D C9D 1.381(5) . ?
C8D H8D 0.9300 . ?
C9A C10A 1.376(5) . ?
C9A H9A 0.9300 . ?
C9B C10B 1.387(5) . ?
C9B H9B 0.9300 . ?
C9C C10C 1.381(5) . ?
C9C H9C 0.9300 . ?
C9D C10D 1.389(5) . ?
C9D H9D 0.9300 . ?
C10A C11A 1.383(5) . ?
C10A H10A 0.9300 . ?
C10B C11B 1.382(5) . ?
C10B H10B 0.9300 . ?
C10C C11C 1.377(5) . ?
C10C H10C 0.9300 . ?
C10D C11D 1.376(5) . ?
C10D H10D 0.9300 . ?
C11A H11A 0.9300 . ?
C11B H11B 0.9300 . ?
C11C H11C 0.9300 . ?
C11D H11D 0.9300 . ?
C12 O1 1.420(3) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 O2 1.410(3) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
Cu1 O1 1.9210(18) . ?
Cu1 O2 1.9304(18) . ?
Cu1 N3B 1.956(2) . ?
Cu1 N3A 1.965(2) . ?
Cu1 Cu2 3.0340(6) . ?
Cu2 O2 1.9285(18) . ?
Cu2 O1 1.9357(18) . ?
Cu2 N3D 1.957(2) . ?
Cu2 N3C 1.963(2) . ?
N1A H1A 0.854(10) . ?
N1B H1B 0.858(10) . ?
N1C H1C 0.855(10) . ?
N1D H1D 0.854(10) . ?
F1A Si 1.729(12) . ?
F2A Si 1.728(8) . ?
F3A Si 1.691(5) . ?
F4A Si 1.632(15) . ?
F1B Si 1.678(16) . ?
F2B Si 1.632(9) . ?
F3B Si 1.713(6) . ?
F4B Si 1.697(17) . ?
F5 Si 1.6797(18) . ?
F6 Si 1.6739(17) . ?

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
N3A C2A N1A 109.6(2) . . ?
N3A C2A C6A 125.6(2) . . ?
N1A C2A C6A 124.6(3) . . ?
N3B C2B N1B 109.4(2) . . ?
N3B C2B C6B 124.1(2) . . ?
N1B C2B C6B 126.5(3) . . ?
N3C C2C N1C 108.9(3) . . ?
N3C C2C C6C 127.6(3) . . ?
N1C C2C C6C 123.4(3) . . ?
N3D C2D N1D 109.3(3) . . ?
N3D C2D C6D 126.6(3) . . ?
N1D C2D C6D 124.1(3) . . ?
C5A C4A N3A 109.2(3) . . ?
C5A C4A H4A 125.4 . . ?
N3A C4A H4A 125.4 . . ?
C5B C4B N3B 109.0(2) . . ?
C5B C4B H4B 125.5 . . ?
N3B C4B H4B 125.5 . . ?
C5C C4C N3C 109.1(3) . . ?
C5C C4C H4C 125.5 . . ?
N3C C4C H4C 125.5 . . ?
C5D C4D N3D 108.2(3) . . ?
C5D C4D H4D 125.9 . . ?
N3D C4D H4D 125.9 . . ?
C4A C5A N1A 106.1(3) . . ?
C4A C5A H5A 126.9 . . ?
N1A C5A H5A 126.9 . . ?
C4B C5B N1B 106.1(3) . . ?
C4B C5B H5B 127.0 . . ?
N1B C5B H5B 127.0 . . ?
N1C C5C C4C 106.3(3) . . ?
N1C C5C H5C 126.8 . . ?
C4C C5C H5C 126.8 . . ?
C4D C5D N1D 106.9(3) . . ?
C4D C5D H5D 126.6 . . ?
N1D C5D H5D 126.6 . . ?
C11A C6A C7A 119.3(3) . . ?
C11A C6A C2A 119.9(3) . . ?
C7A C6A C2A 120.7(3) . . ?
C7B C6B C11B 118.9(3) . . ?
C7B C6B C2B 120.1(3) . . ?
C11B C6B C2B 121.0(3) . . ?
C7C C6C C11C 119.0(3) . . ?
C7C C6C C2C 120.9(3) . . ?
C11C C6C C2C 120.2(3) . . ?
C7D C6D C11D 119.2(3) . . ?
C7D C6D C2D 120.7(3) . . ?
C11D C6D C2D 120.1(3) . . ?
C8A C7A C6A 120.4(3) . . ?
C8A C7A H7A 119.8 . . ?
C6A C7A H7A 119.8 . . ?
C8B C7B C6B 120.8(3) . . ?
C8B C7B H7B 119.6 . . ?
C6B C7B H7B 119.6 . . ?
C8C C7C C6C 120.5(3) . . ?
C8C C7C H7C 119.7 . . ?
C6C C7C H7C 119.7 . . ?
C8D C7D C6D 120.5(3) . . ?
C8D C7D H7D 119.8 . . ?
C6D C7D H7D 119.8 . . ?
C7A C8A C9A 119.3(3) . . ?
C7A C8A H8A 120.3 . . ?
C9A C8A H8A 120.3 . . ?
C9B C8B C7B 119.6(3) . . ?
C9B C8B H8B 120.2 . . ?
C7B C8B H8B 120.2 . . ?
C7C C8C C9C 119.8(3) . . ?
C7C C8C H8C 120.1 . . ?
C9C C8C H8C 120.1 . . ?
C7D C8D C9D 120.0(3) . . ?
C7D C8D H8D 120.0 . . ?
C9D C8D H8D 120.0 . . ?
C10A C9A C8A 120.9(3) . . ?
C10A C9A H9A 119.5 . . ?
C8A C9A H9A 119.5 . . ?
C8B C9B C10B 120.2(3) . . ?
C8B C9B H9B 119.9 . . ?
C10B C9B H9B 119.9 . . ?
C10C C9C C8C 120.2(3) . . ?
C10C C9C H9C 119.9 . . ?
C8C C9C H9C 119.9 . . ?
C8D C9D C10D 120.1(3) . . ?
C8D C9D H9D 119.9 . . ?
C10D C9D H9D 119.9 . . ?
C9A C10A C11A 119.7(3) . . ?
C9A C10A H10A 120.2 . . ?
C11A C10A H10A 120.2 . . ?
C11B C10B C9B 120.7(3) . . ?
C11B C10B H10B 119.6 . . ?
C9B C10B H10B 119.6 . . ?
C11C C10C C9C 120.1(3) . . ?
C11C C10C H10C 120.0 . . ?
C9C C10C H10C 120.0 . . ?
C11D C10D C9D 119.9(3) . . ?
C11D C10D H10D 120.0 . . ?
C9D C10D H10D 120.0 . . ?
C10A C11A C6A 120.3(3) . . ?
C10A C11A H11A 119.8 . . ?
C6A C11A H11A 119.8 . . ?
C10B C11B C6B 119.8(3) . . ?
C10B C11B H11B 120.1 . . ?
C6B C11B H11B 120.1 . . ?
C10C C11C C6C 120.4(3) . . ?
C10C C11C H11C 119.8 . . ?
C6C C11C H11C 119.8 . . ?
C10D C11D C6D 120.2(3) . . ?
C10D C11D H11D 119.9 . . ?
C6D C11D H11D 119.9 . . ?
O1 C12 H12A 109.5 . . ?
O1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O2 C13 H13A 109.5 . . ?
O2 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O2 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O1 Cu1 O2 76.43(8) . . ?
O1 Cu1 N3B 171.37(9) . . ?
O2 Cu1 N3B 95.32(8) . . ?
O1 Cu1 N3A 96.04(8) . . ?
O2 Cu1 N3A 171.90(9) . . ?
N3B Cu1 N3A 92.33(9) . . ?
O1 Cu1 Cu2 38.30(5) . . ?
O2 Cu1 Cu2 38.14(5) . . ?
N3B Cu1 Cu2 133.45(7) . . ?
N3A Cu1 Cu2 134.21(7) . . ?
O2 Cu2 O1 76.13(8) . . ?
O2 Cu2 N3D 161.12(9) . . ?
O1 Cu2 N3D 94.27(9) . . ?
O2 Cu2 N3C 93.76(9) . . ?
O1 Cu2 N3C 156.19(9) . . ?
N3D Cu2 N3C 100.86(10) . . ?
O2 Cu2 Cu1 38.19(5) . . ?
O1 Cu2 Cu1 37.95(5) . . ?
N3D Cu2 Cu1 130.53(7) . . ?
N3C Cu2 Cu1 128.31(7) . . ?
C2A N1A C5A 108.7(2) . . ?
C2A N1A H1A 126(2) . . ?
C5A N1A H1A 125(2) . . ?
C2B N1B C5B 108.9(2) . . ?
C2B N1B H1B 127(2) . . ?
C5B N1B H1B 123(2) . . ?
C5C N1C C2C 108.9(3) . . ?
C5C N1C H1C 130(3) . . ?
C2C N1C H1C 121(3) . . ?
C2D N1D C5D 108.6(3) . . ?
C2D N1D H1D 121(3) . . ?
C5D N1D H1D 130(3) . . ?
C2A N3A C4A 106.3(2) . . ?
C2A N3A Cu1 126.71(18) . . ?
C4A N3A Cu1 126.83(18) . . ?
C2B N3B C4B 106.6(2) . . ?
C2B N3B Cu1 124.96(18) . . ?
C4B N3B Cu1 128.15(18) . . ?
C2C N3C C4C 106.8(2) . . ?
C2C N3C Cu2 134.0(2) . . ?
C4C N3C Cu2 118.2(2) . . ?
C2D N3D C4D 107.0(2) . . ?
C2D N3D Cu2 131.5(2) . . ?
C4D N3D Cu2 121.5(2) . . ?
C12 O1 Cu1 126.83(17) . . ?
C12 O1 Cu2 126.08(17) . . ?
Cu1 O1 Cu2 103.75(8) . . ?
C13 O2 Cu2 128.59(17) . . ?
C13 O2 Cu1 127.05(17) . . ?
Cu2 O2 Cu1 103.67(8) . . ?
F2B Si F6 87.6(3) . . ?
F4A Si F6 94.0(5) . . ?
F2B Si F1B 94.1(5) . . ?
F6 Si F1B 93.7(5) . . ?
F2B Si F5 91.7(3) . . ?
F4A Si F5 87.0(5) . . ?
F6 Si F5 178.76(11) . . ?
F1B Si F5 85.3(5) . . ?
F2B Si F4B 174.2(7) . . ?
F6 Si F4B 87.4(6) . . ?
F1B Si F4B 89.2(5) . . ?
F5 Si F4B 93.4(6) . . ?
F4A Si F3A 93.8(4) . . ?
F6 Si F3A 94.8(3) . . ?
F5 Si F3A 85.9(3) . . ?
F2B Si F3B 88.2(3) . . ?
F6 Si F3B 85.1(4) . . ?
F1B Si F3B 177.4(4) . . ?
F5 Si F3B 95.9(5) . . ?
F4B Si F3B 88.4(5) . . ?
F4A Si F2A 174.8(6) . . ?
F6 Si F2A 90.8(3) . . ?
F5 Si F2A 88.2(3) . . ?
F3A Si F2A 87.8(2) . . ?
F4A Si F1A 90.0(4) . . ?
F6 Si F1A 86.7(4) . . ?
F5 Si F1A 92.6(4) . . ?
F3A Si F1A 175.8(3) . . ?
F2A Si F1A 88.3(3) . . ?

_refine_diff_density_max         0.835
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.056

# start Validation Reply Form
_vrf_THETM01_3                   
;
RESPONSE: Several crystals of the title compound were carefully
tested on the X-rays (Mo and Cu radiation) at 100 K.
The diffraction quality of the crystals has proven to be moderate
and structure determination was eventually carried out by means of the
best data set collected (CuKa radiation).
As a necessary compromise between resolution and data completeness
we have used data up to 61.69 degrees with a completeness of 98.1%. 
;

_vrf_PLAT094_3                   
;
RESPONSE: The maximum residual density (0.84 eA-3) is located in the
disordered region of the (SiF6)2- counterion.   
;
# 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 1454690'
_audit_update_record             
;
2016-04-21 deposited with the CCDC.
2016-05-04 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         'C36 H32 Cu2 N8 O8 S2'
_chemical_formula_sum            'C36 H32 Cu2 N8 O8 S2'
_chemical_formula_weight         895.90

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   10.6138(2)
_cell_length_b                   11.0181(2)
_cell_length_c                   16.4294(4)
_cell_angle_alpha                90
_cell_angle_beta                 100.830(2)
_cell_angle_gamma                90
_cell_volume                     1887.10(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5088
_cell_measurement_theta_min      3.1174
_cell_measurement_theta_max      28.7432

_exptl_crystal_description       prism
_exptl_crystal_colour            'dark blue'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.577
_exptl_crystal_F_000             916
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.16
_exptl_absorpt_coefficient_mu    1.301
_shelx_estimated_absorpt_T_min   0.712
_shelx_estimated_absorpt_T_max   0.819
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9324
_exptl_absorpt_correction_T_max  1.0000
_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                   '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            8551
_diffrn_reflns_av_unetI/netI     0.0384
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.124
_diffrn_reflns_theta_max         26.994
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4086
_reflns_number_gt                3562
_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, 2013)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2013)'
_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); DIAMOND (Brandenburg, 2014); 
X-SEED (Barbour, 2001)
;
_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)+(0.0256P)²+2.7536P] 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         4086
_refine_ls_number_parameters     259
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0417
_refine_ls_R_factor_gt           0.0339
_refine_ls_wR_factor_ref         0.0823
_refine_ls_wR_factor_gt          0.0772
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C2A C 0.6207(3) 0.2949(2) 0.28530(16) 0.0190(5) Uani 1 1 d . . . . .
C2B C 0.8862(2) 0.0654(2) 0.38860(14) 0.0129(5) Uani 1 1 d . . . . .
C4A C 0.5552(3) 0.1281(2) 0.22098(16) 0.0200(5) Uani 1 1 d . . . . .
H4A H 0.5332 0.0470 0.2111 0.024 Uiso 1 1 calc R U . . .
C4B C 0.8771(2) 0.1832(2) 0.49370(15) 0.0162(5) Uani 1 1 d . . . . .
H4B H 0.8454 0.2277 0.5335 0.019 Uiso 1 1 calc R U . . .
C5A C 0.5477(3) 0.2153(3) 0.16198(17) 0.0294(7) Uani 1 1 d . . . . .
H5A H 0.5206 0.2059 0.1051 0.035 Uiso 1 1 calc R U . . .
C5B C 1.0019(2) 0.1750(2) 0.48714(15) 0.0164(5) Uani 1 1 d . . . . .
H5B H 1.0712 0.2121 0.5212 0.020 Uiso 1 1 calc R U . . .
C6A C 0.6677(3) 0.3865(2) 0.34859(16) 0.0178(5) Uani 1 1 d . . . . .
C6B C 0.8542(2) -0.0170(2) 0.31832(15) 0.0160(5) Uani 1 1 d . . . . .
C7A C 0.6232(3) 0.3892(2) 0.42264(16) 0.0201(5) Uani 1 1 d . . . . .
H7A H 0.5643 0.3314 0.4331 0.024 Uiso 1 1 calc R U . . .
C7B C 0.7576(2) -0.1038(2) 0.31600(16) 0.0167(5) Uani 1 1 d . . . . .
H7B H 0.7130 -0.1094 0.3595 0.020 Uiso 1 1 calc R U . . .
C8A C 0.6663(3) 0.4779(2) 0.48125(17) 0.0250(6) Uani 1 1 d . . . . .
H8A H 0.6373 0.4789 0.5312 0.030 Uiso 1 1 calc R U . . .
C8B C 0.7282(3) -0.1819(2) 0.24852(16) 0.0213(5) Uani 1 1 d . . . . .
H8B H 0.6632 -0.2390 0.2467 0.026 Uiso 1 1 calc R U . . .
C9A C 0.7525(3) 0.5649(3) 0.46525(18) 0.0295(6) Uani 1 1 d . . . . .
H9A H 0.7806 0.6250 0.5042 0.035 Uiso 1 1 calc R U . . .
C9B C 0.7952(3) -0.1747(3) 0.18427(18) 0.0294(6) Uani 1 1 d . . . . .
H9B H 0.7755 -0.2271 0.1393 0.035 Uiso 1 1 calc R U . . .
C10A C 0.7969(3) 0.5624(3) 0.39142(19) 0.0302(7) Uani 1 1 d . . . . .
H10A H 0.8553 0.6207 0.3811 0.036 Uiso 1 1 calc R U . . .
C10B C 0.8920(3) -0.0893(3) 0.18696(19) 0.0350(7) Uani 1 1 d . . . . .
H10B H 0.9375 -0.0852 0.1439 0.042 Uiso 1 1 calc R U . . .
C11A C 0.7554(3) 0.4741(2) 0.33274(17) 0.0243(6) Uani 1 1 d . . . . .
H11A H 0.7855 0.4729 0.2831 0.029 Uiso 1 1 calc R U . . .
C11B C 0.9212(3) -0.0105(3) 0.25315(17) 0.0273(6) Uani 1 1 d . . . . .
H11B H 0.9857 0.0471 0.2543 0.033 Uiso 1 1 calc R U . . .
N1A N 0.5884(3) 0.3201(2) 0.20338(15) 0.0282(5) Uani 1 1 d D . . . .
H1A H 0.594(3) 0.3925(15) 0.184(2) 0.042 Uiso 1 1 d D U . . .
N1B N 1.00617(19) 0.10177(18) 0.42070(13) 0.0156(4) Uani 1 1 d D . . . .
H1B H 1.0755(17) 0.077(3) 0.4068(18) 0.023 Uiso 1 1 d D U . . .
N3A N 0.60044(19) 0.17854(18) 0.29802(12) 0.0139(4) Uani 1 1 d . . . . .
N3B N 0.80436(19) 0.11463(17) 0.43158(12) 0.0127(4) Uani 1 1 d . . . . .
O1 O 0.43681(15) 0.06096(15) 0.37619(10) 0.0151(3) Uani 1 1 d . . . . .
O2 O 0.61630(16) 0.08038(14) 0.52480(10) 0.0133(3) Uani 1 1 d . . . . .
O3 O 0.32741(17) 0.13217(15) 0.48625(11) 0.0189(4) Uani 1 1 d . . . . .
O4 O 0.21919(16) 0.00975(16) 0.37144(10) 0.0176(4) Uani 1 1 d . . . . .
S S 0.33872(5) 0.03423(5) 0.42963(3) 0.01150(13) Uani 1 1 d . . . . .
Cu Cu 0.61701(3) 0.10343(2) 0.40830(2) 0.01059(9) 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
C2A N3A 1.323(3) . ?
C2A N1A 1.354(3) . ?
C2A C6A 1.467(4) . ?
C2B N3B 1.333(3) . ?
C2B N1B 1.344(3) . ?
C2B C6B 1.458(3) . ?
C4A C5A 1.357(4) . ?
C4A N3A 1.383(3) . ?
C4A H4A 0.9300 . ?
C4B C5B 1.352(3) . ?
C4B N3B 1.383(3) . ?
C4B H4B 0.9300 . ?
C5A N1A 1.367(4) . ?
C5A H5A 0.9300 . ?
C5B N1B 1.365(3) . ?
C5B H5B 0.9300 . ?
C6A C7A 1.386(3) . ?
C6A C11A 1.399(4) . ?
C6B C11B 1.395(3) . ?
C6B C7B 1.397(3) . ?
C7A C8A 1.388(4) . ?
C7A H7A 0.9300 . ?
C7B C8B 1.391(4) . ?
C7B H7B 0.9300 . ?
C8A C9A 1.384(4) . ?
C8A H8A 0.9300 . ?
C8B C9B 1.382(4) . ?
C8B H8B 0.9300 . ?
C9A C10A 1.382(4) . ?
C9A H9A 0.9300 . ?
C9B C10B 1.388(4) . ?
C9B H9B 0.9300 . ?
C10A C11A 1.382(4) . ?
C10A H10A 0.9300 . ?
C10B C11B 1.381(4) . ?
C10B H10B 0.9300 . ?
C11A H11A 0.9300 . ?
C11B H11B 0.9300 . ?
N1A H1A 0.867(10) . ?
N1B H1B 0.855(10) . ?
N3A Cu 1.969(2) . ?
N3B Cu 1.957(2) . ?
O1 S 1.5117(16) . ?
O1 Cu 1.9432(16) . ?
O2 S 1.4996(17) 3_656 ?
O2 Cu 1.9322(16) . ?
O3 S 1.4444(17) . ?
O4 S 1.4630(17) . ?
S O2 1.4996(17) 3_656 ?

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
N3A C2A N1A 109.7(2) . . ?
N3A C2A C6A 126.7(2) . . ?
N1A C2A C6A 123.5(2) . . ?
N3B C2B N1B 109.5(2) . . ?
N3B C2B C6B 126.5(2) . . ?
N1B C2B C6B 124.0(2) . . ?
C5A C4A N3A 109.4(2) . . ?
C5A C4A H4A 125.3 . . ?
N3A C4A H4A 125.3 . . ?
C5B C4B N3B 108.9(2) . . ?
C5B C4B H4B 125.5 . . ?
N3B C4B H4B 125.5 . . ?
C4A C5A N1A 105.8(2) . . ?
C4A C5A H5A 127.1 . . ?
N1A C5A H5A 127.1 . . ?
C4B C5B N1B 106.4(2) . . ?
C4B C5B H5B 126.8 . . ?
N1B C5B H5B 126.8 . . ?
C7A C6A C11A 119.8(2) . . ?
C7A C6A C2A 120.7(2) . . ?
C11A C6A C2A 119.5(2) . . ?
C11B C6B C7B 119.5(2) . . ?
C11B C6B C2B 119.9(2) . . ?
C7B C6B C2B 120.6(2) . . ?
C6A C7A C8A 120.1(2) . . ?
C6A C7A H7A 119.9 . . ?
C8A C7A H7A 119.9 . . ?
C8B C7B C6B 119.9(2) . . ?
C8B C7B H7B 120.1 . . ?
C6B C7B H7B 120.1 . . ?
C9A C8A C7A 120.0(3) . . ?
C9A C8A H8A 120.0 . . ?
C7A C8A H8A 120.0 . . ?
C9B C8B C7B 120.2(2) . . ?
C9B C8B H8B 119.9 . . ?
C7B C8B H8B 119.9 . . ?
C10A C9A C8A 120.0(3) . . ?
C10A C9A H9A 120.0 . . ?
C8A C9A H9A 120.0 . . ?
C8B C9B C10B 119.9(3) . . ?
C8B C9B H9B 120.1 . . ?
C10B C9B H9B 120.1 . . ?
C9A C10A C11A 120.6(3) . . ?
C9A C10A H10A 119.7 . . ?
C11A C10A H10A 119.7 . . ?
C11B C10B C9B 120.5(3) . . ?
C11B C10B H10B 119.8 . . ?
C9B C10B H10B 119.8 . . ?
C10A C11A C6A 119.5(3) . . ?
C10A C11A H11A 120.3 . . ?
C6A C11A H11A 120.3 . . ?
C10B C11B C6B 120.0(3) . . ?
C10B C11B H11B 120.0 . . ?
C6B C11B H11B 120.0 . . ?
C2A N1A C5A 108.6(2) . . ?
C2A N1A H1A 123(2) . . ?
C5A N1A H1A 129(2) . . ?
C2B N1B C5B 108.6(2) . . ?
C2B N1B H1B 127(2) . . ?
C5B N1B H1B 124(2) . . ?
C2A N3A C4A 106.5(2) . . ?
C2A N3A Cu 124.29(17) . . ?
C4A N3A Cu 128.96(16) . . ?
C2B N3B C4B 106.5(2) . . ?
C2B N3B Cu 127.60(17) . . ?
C4B N3B Cu 125.78(16) . . ?
S O1 Cu 129.74(10) . . ?
S O2 Cu 123.04(10) 3_656 . ?
O3 S O4 113.06(11) . . ?
O3 S O2 111.40(10) . 3_656 ?
O4 S O2 109.06(10) . 3_656 ?
O3 S O1 112.22(10) . . ?
O4 S O1 105.29(10) . . ?
O2 S O1 105.35(9) 3_656 . ?
O2 Cu O1 92.90(7) . . ?
O2 Cu N3B 90.44(8) . . ?
O1 Cu N3B 168.62(8) . . ?
O2 Cu N3A 161.85(8) . . ?
O1 Cu N3A 86.46(7) . . ?
N3B Cu N3A 93.73(8) . . ?

_refine_diff_density_max         1.215
_refine_diff_density_min         -0.508
_refine_diff_density_rms         0.079

# start Validation Reply Form
_vrf_PLAT094_4                   
;
RESPONSE: The highest residual density peak (1.21 e/A3) is located 
close to the N1A atom of the complex.
;
# end Validation Reply Form  

