# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_co_bg2
_database_code_depnum_ccdc_archive 'CCDC 1494330'
_audit_update_record             
;
2016-07-18 deposited with the CCDC.
2016-09-05 downloaded from the CCDC.
;
_audit_creation_date             2014-10-15

_audit_block_code                co_bg2
_audit_block_refno               2204
_audit_block_usercomment         BG17


_audit_creation_method           
;
Olex2 1.2
(compiled 2014.08.28 svn.r2986 for OlexSys, GUI svn.r4874)
;
_shelxl_version_number           2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         '0.5(C8 H16 Cu2 N8 O16)'
_chemical_formula_sum            'C4 H8 Cu N4 O8'
_chemical_formula_weight         303.68
_chemical_melting_point          ?
_exptl_crystal_description       block
_exptl_crystal_colour            blue
_diffrn_ambient_temperature      100(1)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_h-m   'I 2/a'
_symmetry_int_tables_number      15

_chemical_absolute_configuration .

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

_cell_length_a                   7.478(3)
_cell_length_b                   11.463(4)
_cell_length_c                   11.434(4)
_cell_angle_alpha                90
_cell_angle_beta                 102.655(11)
_cell_angle_gamma                90
_cell_volume                     956.2(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8100
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      32.39
_cell_measurement_theta_min      3.31
_shelx_estimated_absorpt_T_max   0.653
_shelx_estimated_absorpt_T_min   0.562
_exptl_absorpt_coefficient_mu    2.330
_exptl_absorpt_correction_T_max  0.6229
_exptl_absorpt_correction_T_min  0.5504

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
multi-scan from symmetry-related measurements (Blessing 1995)
SADABS (see _computing_data_reduction)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_density_diffrn    2.110
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             612
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_av_unetI/netI     0.0121
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11973
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.386
_diffrn_reflns_theta_min         2.548
_diffrn_detector_area_resol_mean 8.19
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_device_type  'Bruker AXS Smart 1000'
_diffrn_measurement_method       'φ- and ω-scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-Ray tube (Mo)'
_diffrn_source_type              'fine focus tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1577
_reflns_number_total             1651
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'

_computing_cell_refinement       
;
SAINT (see _computing_data_reduction). Includes estimated systematic errors
 of the unit cell constants from Monte Carlo simulations.
;
_computing_data_collection       'SMART-5.631 (Bruker AXS, 2003)'
_computing_data_reduction        
'SAINT V8.34A (Bruker AXS, 1997-2013), SADABS-2014_4 (Sheldrick and Bruker AXS, 1997-2014)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  
'encif (Wadepohl, 2009-14); encifer 1.4 (CCDC, 2011)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'SUPERFLIP (Palatinus, 2007-2009)'
_refine_diff_density_max         0.533
_refine_diff_density_min         -0.427
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       0.0132(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     97
_refine_ls_number_reflns         1651
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0165
_refine_ls_R_factor_gt           0.0154
_refine_ls_restrained_S_all      1.093
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0235P)²+0.8159P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0443
_refine_ls_wR_factor_ref         0.0451
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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 0.7500 0.7500 0.2500 0.00491(6) Uani 1 2 d S T P . .
O4 O 0.91933(9) 0.63605(5) 0.35216(6) 0.00799(12) Uani 1 1 d . . . . .
O1 O 0.52808(9) 0.62851(6) 0.30151(6) 0.01094(13) Uani 1 1 d . . . . .
O3 O 0.28310(9) 0.58521(6) 0.36469(6) 0.00988(12) Uani 1 1 d . . . . .
O2 O 0.37259(10) 0.76596(6) 0.36588(7) 0.01196(13) Uani 1 1 d . . . . .
N1 N 0.76470(9) 0.84800(6) 0.39900(6) 0.00608(12) Uani 1 1 d . . . . .
N2 N 0.39469(10) 0.66213(6) 0.34434(6) 0.00725(13) Uani 1 1 d . . . . .
C3 C 0.7500 1.02806(10) 0.5000 0.0089(2) Uani 1 2 d S T P . .
H3 H 0.7500 1.1058(18) 0.5000 0.012(4) Uiso 1 2 d S T P . .
C1 C 0.7500 0.79400(10) 0.5000 0.00643(19) Uani 1 2 d S T P . .
H1 H 0.7500 0.712(2) 0.5000 0.014(5) Uiso 1 2 d S T P . .
C2 C 0.76852(11) 0.96543(7) 0.39977(7) 0.00775(14) Uani 1 1 d . . . . .
H2 H 0.7822(18) 1.0031(12) 0.3311(13) 0.009(3) Uiso 1 1 d . . . . .
H4A H 0.882(2) 0.5722(15) 0.3568(15) 0.025(4) Uiso 1 1 d . . . . .
H4B H 1.032(3) 0.6337(15) 0.3542(16) 0.028(4) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu O4 2.0063(8) . ?
Cu O4 2.0064(8) 7_665 ?
Cu O1 2.3384(9) 7_665 ?
Cu O1 2.3384(9) . ?
Cu N1 2.0235(9) . ?
Cu N1 2.0235(9) 7_665 ?
O4 H4A 0.788(18) . ?
O4 H4B 0.837(19) . ?
O1 N2 1.2638(10) . ?
O3 N2 1.2699(10) . ?
O2 N2 1.2338(10) . ?
N1 C1 1.3358(9) . ?
N1 C2 1.3463(11) . ?
C3 H3 0.89(2) . ?
C3 C2 1.3848(11) . ?
C3 C2 1.3848(11) 2_656 ?
C1 N1 1.3358(9) 2_656 ?
C1 H1 0.94(2) . ?
C2 H2 0.921(14) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Cu O4 180.0 . 7_665 ?
O4 Cu O1 98.17(4) . 7_665 ?
O4 Cu O1 81.83(4) 7_665 7_665 ?
O4 Cu O1 81.83(4) . . ?
O4 Cu O1 98.17(4) 7_665 . ?
O4 Cu N1 87.73(4) . . ?
O4 Cu N1 92.27(4) . 7_665 ?
O4 Cu N1 87.73(4) 7_665 7_665 ?
O4 Cu N1 92.27(4) 7_665 . ?
O1 Cu O1 180.0 . 7_665 ?
N1 Cu O1 91.67(3) 7_665 7_665 ?
N1 Cu O1 88.32(3) 7_665 . ?
N1 Cu O1 91.68(3) . . ?
N1 Cu O1 88.33(3) . 7_665 ?
N1 Cu N1 180.0 . 7_665 ?
Cu O4 H4A 117.2(12) . . ?
Cu O4 H4B 122.6(12) . . ?
H4A O4 H4B 109.6(16) . . ?
N2 O1 Cu 125.44(6) . . ?
C1 N1 Cu 118.10(6) . . ?
C1 N1 C2 117.60(8) . . ?
C2 N1 Cu 123.90(6) . . ?
O1 N2 O3 117.73(7) . . ?
O2 N2 O1 121.54(7) . . ?
O2 N2 O3 120.73(8) . . ?
C2 C3 H3 121.23(5) . . ?
C2 C3 H3 121.23(5) 2_656 . ?
C2 C3 C2 117.54(11) . 2_656 ?
N1 C1 N1 124.79(11) 2_656 . ?
N1 C1 H1 117.61(5) 2_656 . ?
N1 C1 H1 117.61(5) . . ?
N1 C2 C3 121.19(8) . . ?
N1 C2 H2 118.0(8) . . ?
C3 C2 H2 120.8(8) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C3 H3 O2 0.89(2) 2.443(12) 3.0631(14) 127.0(4) 5_676
C3 H3 O2 0.89(2) 2.443(12) 3.0631(14) 127.0(4) 6_675
C1 H1 O4 0.94(2) 2.481(8) 2.9456(12) 110.5(5) .
C1 H1 O4 0.94(2) 2.481(8) 2.9456(12) 110.5(5) 2_656
C2 H2 O3 0.921(14) 2.378(14) 3.2658(15) 161.7(12) 4
O4 H4A O3 0.788(18) 1.961(18) 2.7486(13) 178.2(18) 6_665
O4 H4A N2 0.788(18) 2.693(18) 3.4230(16) 154.9(15) 6_665
O4 H4B O3 0.837(19) 1.937(19) 2.7547(13) 165.0(17) 1_655

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu O1 N2 O3 178.19(5) . . . . ?
Cu O1 N2 O2 -1.80(11) . . . . ?
Cu N1 C1 N1 -171.66(5) . . . 2_656 ?
Cu N1 C2 C3 169.86(5) . . . . ?
C1 N1 C2 C3 -2.70(11) . . . . ?
C2 N1 C1 N1 1.34(5) . . . 2_656 ?
C2 C3 C2 N1 1.39(6) 2_656 . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

_diffrn_ambient_environment      'perfluoro polyether oil'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_specimen_support 'polyimid foil'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            CCD-PXL-KAF2
####################################################################### 
# 
# 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_co_bg5
_database_code_depnum_ccdc_archive 'CCDC 1494331'
_audit_update_record             
;
2016-07-18 deposited with the CCDC.
2016-09-05 downloaded from the CCDC.
;
_audit_creation_date             2014-10-22

_audit_block_code                co_bg5
_audit_block_refno               2218
_audit_block_usercomment         BG15


_audit_creation_method           
;
Olex2 1.2
(compiled 2014.08.28 svn.r2986 for OlexSys, GUI svn.r4874)
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C17 H18 Cu F3 N8 O4 S, C F3 O3 S'
_chemical_formula_sum            'C18 H18 Cu F6 N8 O7 S2'
_chemical_formula_weight         700.06
_chemical_melting_point          ?
_exptl_crystal_description       block
_exptl_crystal_colour            blue
_diffrn_ambient_temperature      100(1)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_h-m   'C 2/c'
_symmetry_int_tables_number      15

_chemical_absolute_configuration .

_space_group_name_Hall           '-C 2yc'
loop_
_symmetry_equiv_pos_as_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'
'-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                   24.751(13)
_cell_length_b                   8.703(5)
_cell_length_c                   24.827(11)
_cell_angle_alpha                90
_cell_angle_beta                 90.181(10)
_cell_angle_gamma                90
_cell_volume                     5348(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8161
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.60
_cell_measurement_theta_min      2.32
_shelx_estimated_absorpt_T_max   0.901
_shelx_estimated_absorpt_T_min   0.776
_exptl_absorpt_coefficient_mu    1.070
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_correction_T_min  0.6925

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
multi-scan from symmetry-related measurements (Blessing 1995)
SADABS (see _computing_data_reduction)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_density_diffrn    1.739
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             2824
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0569
_diffrn_reflns_av_unetI/netI     0.0375
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            66620
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.508
_diffrn_reflns_theta_min         2.320
_diffrn_detector_area_resol_mean 8.19
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker AXS Smart 1000'
_diffrn_measurement_method       'φ- and ω-scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-Ray tube (Mo)'
_diffrn_source_type              'fine focus tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7024
_reflns_number_total             8863
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'

_computing_cell_refinement       
;
SAINT (see _computing_data_reduction). Includes estimated systematic errors
 of the unit cell constants from Monte Carlo simulations.
;
_computing_data_collection       'SMART-5.631 (Bruker AXS, 2003)'
_computing_data_reduction        
'SAINT V8.34A (Bruker AXS, 1997-2013), SADABS-2014_4 (Sheldrick and Bruker AXS, 1997-2014)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  
'encif (Wadepohl, 2009-14); encifer 1.4 (CCDC, 2011)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_shelxl_version_number           2014/6
_computing_structure_solution    'SUPERFLIP (Palatinus, 2007-2009)'
_refine_diff_density_max         0.665
_refine_diff_density_min         -0.446
_refine_diff_density_rms         0.087
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     387
_refine_ls_number_reflns         8863
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0358
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0356P)²+9.3416P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0791
_refine_ls_wR_factor_ref         0.0867
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C9(H9),
 C10(H10), C11(H11), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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 0.35475(2) 1.01155(2) 0.62546(2) 0.00887(5) Uani 1 1 d . . . . .
S1 S 0.39740(2) 0.60347(4) 0.63755(2) 0.01315(8) Uani 1 1 d . . . . .
F11 F 0.49915(5) 0.64606(16) 0.65876(6) 0.0382(3) Uani 1 1 d . . . . .
F12 F 0.47897(5) 0.41093(13) 0.64179(5) 0.0276(3) Uani 1 1 d . . . . .
F13 F 0.48232(5) 0.57481(16) 0.57717(5) 0.0343(3) Uani 1 1 d . . . . .
O4 O 0.31173(6) 1.24631(15) 0.62631(5) 0.0169(2) Uani 1 1 d . . . . .
O11 O 0.39690(5) 0.76555(13) 0.62455(5) 0.0165(2) Uani 1 1 d . . . . .
O12 O 0.38624(6) 0.56772(15) 0.69287(5) 0.0221(3) Uani 1 1 d . . . . .
O13 O 0.36975(5) 0.50806(15) 0.59858(6) 0.0210(3) Uani 1 1 d . . . . .
N1 N 0.29009(5) 0.91343(15) 0.66261(5) 0.0103(2) Uani 1 1 d . . . . .
N2 N 0.20491(6) 0.77314(18) 0.71717(6) 0.0167(3) Uani 1 1 d . . . . .
N3 N 0.38936(5) 1.05386(16) 0.69858(5) 0.0110(2) Uani 1 1 d . . . . .
N4 N 0.44243(8) 1.1157(2) 0.79552(7) 0.0275(4) Uani 1 1 d . . . . .
N5 N 0.42156(5) 1.09361(15) 0.58755(5) 0.0100(2) Uani 1 1 d . . . . .
N6 N 0.51238(6) 1.18695(19) 0.52950(6) 0.0195(3) Uani 1 1 d . . . . .
N7 N 0.32341(6) 0.95743(16) 0.55194(5) 0.0112(3) Uani 1 1 d . . . . .
N8 N 0.27845(7) 0.8861(2) 0.45207(6) 0.0236(3) Uani 1 1 d . . . . .
C1 C 0.26517(7) 0.98280(19) 0.70390(6) 0.0136(3) Uani 1 1 d . . . . .
H1 H 0.2767 1.0821 0.7150 0.016 Uiso 1 1 calc R . . . .
C2 C 0.22295(7) 0.9119(2) 0.73066(7) 0.0171(3) Uani 1 1 d . . . . .
H2 H 0.2062 0.9644 0.7597 0.020 Uiso 1 1 calc R . . . .
C3 C 0.22913(7) 0.70571(19) 0.67534(7) 0.0139(3) Uani 1 1 d . . . . .
H3 H 0.2170 0.6073 0.6640 0.017 Uiso 1 1 calc R . . . .
C4 C 0.27153(6) 0.77503(18) 0.64792(6) 0.0111(3) Uani 1 1 d . . . . .
H4 H 0.2876 0.7234 0.6183 0.013 Uiso 1 1 calc R . . . .
C5 C 0.40324(7) 1.19658(19) 0.71268(7) 0.0136(3) Uani 1 1 d . . . . .
H5 H 0.3948 1.2795 0.6892 0.016 Uiso 1 1 calc R . . . .
C6 C 0.42964(8) 1.2260(2) 0.76088(7) 0.0193(3) Uani 1 1 d . . . . .
H6 H 0.4389 1.3291 0.7694 0.023 Uiso 1 1 calc R . . . .
C7 C 0.42754(9) 0.9740(2) 0.78150(8) 0.0273(4) Uani 1 1 d . . . . .
H7 H 0.4354 0.8917 0.8054 0.033 Uiso 1 1 calc R . . . .
C8 C 0.40111(8) 0.9414(2) 0.73367(7) 0.0192(4) Uani 1 1 d . . . . .
H8 H 0.3912 0.8385 0.7256 0.023 Uiso 1 1 calc R . . . .
C9 C 0.47130(7) 1.04617(19) 0.60077(7) 0.0129(3) Uani 1 1 d . . . . .
H9 H 0.4760 0.9790 0.6306 0.015 Uiso 1 1 calc R . . . .
C10 C 0.51607(7) 1.0932(2) 0.57178(7) 0.0163(3) Uani 1 1 d . . . . .
H10 H 0.5507 1.0573 0.5825 0.020 Uiso 1 1 calc R . . . .
C11 C 0.46255(7) 1.2349(2) 0.51697(7) 0.0183(3) Uani 1 1 d . . . . .
H11 H 0.4580 1.3033 0.4875 0.022 Uiso 1 1 calc R . . . .
C12 C 0.41721(7) 1.18879(19) 0.54540(6) 0.0126(3) Uani 1 1 d . . . . .
H12 H 0.3826 1.2252 0.5348 0.015 Uiso 1 1 calc R . . . .
C13 C 0.27471(7) 1.0091(2) 0.53755(7) 0.0138(3) Uani 1 1 d . . . . .
H13 H 0.2549 1.0718 0.5618 0.017 Uiso 1 1 calc R . . . .
C14 C 0.25265(8) 0.9726(2) 0.48775(7) 0.0193(4) Uani 1 1 d . . . . .
H14 H 0.2178 1.0108 0.4789 0.023 Uiso 1 1 calc R . . . .
C15 C 0.32749(8) 0.8377(2) 0.46674(7) 0.0223(4) Uani 1 1 d . . . . .
H15 H 0.3476 0.7771 0.4421 0.027 Uiso 1 1 calc R . . . .
C16 C 0.35044(7) 0.8716(2) 0.51616(7) 0.0156(3) Uani 1 1 d . . . . .
H16 H 0.3854 0.8339 0.5248 0.019 Uiso 1 1 calc R . . . .
C17 C 0.46844(7) 0.5564(2) 0.62853(8) 0.0207(4) Uani 1 1 d . . . . .
S2 S 0.65850(2) 0.76434(5) 0.59934(2) 0.01834(9) Uani 1 1 d . . . . .
F21 F 0.67203(5) 0.47059(13) 0.61712(5) 0.0227(2) Uani 1 1 d . . . . .
F22 F 0.59247(5) 0.53025(16) 0.58964(6) 0.0351(3) Uani 1 1 d . . . . .
F23 F 0.61606(5) 0.57959(16) 0.67148(5) 0.0331(3) Uani 1 1 d . . . . .
O21 O 0.70185(6) 0.79205(17) 0.63746(6) 0.0250(3) Uani 1 1 d . . . . .
O22 O 0.67600(6) 0.73647(17) 0.54504(5) 0.0241(3) Uani 1 1 d . . . . .
O23 O 0.61243(6) 0.86304(18) 0.60479(7) 0.0326(4) Uani 1 1 d . . . . .
C18 C 0.63311(7) 0.5772(2) 0.62061(8) 0.0211(4) Uani 1 1 d . . . . .
H4A H 0.2795(11) 1.265(3) 0.6279(9) 0.023(6) Uiso 1 1 d . . . . .
H4B H 0.3244(10) 1.326(3) 0.6197(10) 0.030(7) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu O4 2.3041(17) . ?
Cu O11 2.3816(16) . ?
Cu N1 2.0374(15) . ?
Cu N3 2.0385(16) . ?
Cu N5 2.0345(16) . ?
Cu N7 2.0360(16) . ?
S1 O11 1.4471(14) . ?
S1 O12 1.4360(15) . ?
S1 O13 1.4454(15) . ?
S1 C17 1.820(2) . ?
F11 C17 1.322(2) . ?
F12 C17 1.333(2) . ?
F13 C17 1.331(2) . ?
O4 H4A 0.81(3) . ?
O4 H4B 0.78(3) . ?
N1 C1 1.342(2) . ?
N1 C4 1.339(2) . ?
N2 C2 1.330(2) . ?
N2 C3 1.337(2) . ?
N3 C5 1.335(2) . ?
N3 C8 1.341(2) . ?
N4 C6 1.327(3) . ?
N4 C7 1.333(3) . ?
N5 C9 1.339(2) . ?
N5 C12 1.339(2) . ?
N6 C10 1.332(2) . ?
N6 C11 1.338(2) . ?
N7 C13 1.334(2) . ?
N7 C16 1.341(2) . ?
N8 C14 1.327(3) . ?
N8 C15 1.334(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.385(2) . ?
C2 H2 0.9500 . ?
C3 H3 0.9500 . ?
C3 C4 1.390(2) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C5 C6 1.385(2) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C7 C8 1.383(3) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C9 C10 1.385(2) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C11 C12 1.387(2) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C13 C14 1.387(2) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C15 C16 1.382(3) . ?
C16 H16 0.9500 . ?
S2 O21 1.4487(16) . ?
S2 O22 1.4378(15) . ?
S2 O23 1.4342(15) . ?
S2 C18 1.824(2) . ?
F21 C18 1.340(2) . ?
F22 C18 1.329(2) . ?
F23 C18 1.333(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
O4 Cu O11 178.45(5) . . ?
N1 Cu O4 90.21(6) . . ?
N1 Cu O11 88.41(6) . . ?
N1 Cu N3 90.05(6) . . ?
N3 Cu O4 91.40(5) . . ?
N3 Cu O11 89.31(5) . . ?
N5 Cu O4 93.97(6) . . ?
N5 Cu O11 87.40(6) . . ?
N5 Cu N1 175.76(5) . . ?
N5 Cu N3 90.51(6) . . ?
N5 Cu N7 88.53(6) . . ?
N7 Cu O4 92.21(5) . . ?
N7 Cu O11 87.09(5) . . ?
N7 Cu N1 90.64(6) . . ?
N7 Cu N3 176.32(6) . . ?
O11 S1 C17 101.52(8) . . ?
O12 S1 O11 115.02(8) . . ?
O12 S1 O13 115.06(9) . . ?
O12 S1 C17 104.93(9) . . ?
O13 S1 O11 114.02(8) . . ?
O13 S1 C17 104.12(9) . . ?
Cu O4 H4A 128.8(17) . . ?
Cu O4 H4B 127.1(19) . . ?
H4A O4 H4B 103(2) . . ?
S1 O11 Cu 151.35(8) . . ?
C1 N1 Cu 121.40(12) . . ?
C4 N1 Cu 121.52(11) . . ?
C4 N1 C1 117.05(14) . . ?
C2 N2 C3 116.31(15) . . ?
C5 N3 Cu 120.57(11) . . ?
C5 N3 C8 116.96(15) . . ?
C8 N3 Cu 122.42(12) . . ?
C6 N4 C7 115.80(17) . . ?
C9 N5 Cu 121.77(11) . . ?
C9 N5 C12 117.02(14) . . ?
C12 N5 Cu 121.02(11) . . ?
C10 N6 C11 115.80(15) . . ?
C13 N7 Cu 120.22(11) . . ?
C13 N7 C16 117.55(15) . . ?
C16 N7 Cu 122.22(12) . . ?
C14 N8 C15 115.84(16) . . ?
N1 C1 H1 119.5 . . ?
N1 C1 C2 121.03(16) . . ?
C2 C1 H1 119.5 . . ?
N2 C2 C1 122.47(16) . . ?
N2 C2 H2 118.8 . . ?
C1 C2 H2 118.8 . . ?
N2 C3 H3 119.0 . . ?
N2 C3 C4 122.08(16) . . ?
C4 C3 H3 119.0 . . ?
N1 C4 C3 121.04(15) . . ?
N1 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
N3 C5 H5 119.4 . . ?
N3 C5 C6 121.25(16) . . ?
C6 C5 H5 119.4 . . ?
N4 C6 C5 122.47(17) . . ?
N4 C6 H6 118.8 . . ?
C5 C6 H6 118.8 . . ?
N4 C7 H7 118.5 . . ?
N4 C7 C8 122.91(18) . . ?
C8 C7 H7 118.5 . . ?
N3 C8 C7 120.59(17) . . ?
N3 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
N5 C9 H9 119.4 . . ?
N5 C9 C10 121.20(15) . . ?
C10 C9 H9 119.4 . . ?
N6 C10 C9 122.51(16) . . ?
N6 C10 H10 118.7 . . ?
C9 C10 H10 118.7 . . ?
N6 C11 H11 118.7 . . ?
N6 C11 C12 122.55(16) . . ?
C12 C11 H11 118.7 . . ?
N5 C12 C11 120.92(15) . . ?
N5 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
N7 C13 H13 119.5 . . ?
N7 C13 C14 120.94(16) . . ?
C14 C13 H13 119.5 . . ?
N8 C14 C13 122.41(18) . . ?
N8 C14 H14 118.8 . . ?
C13 C14 H14 118.8 . . ?
N8 C15 H15 118.5 . . ?
N8 C15 C16 123.09(17) . . ?
C16 C15 H15 118.5 . . ?
N7 C16 C15 120.14(17) . . ?
N7 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
F11 C17 S1 110.57(14) . . ?
F11 C17 F12 107.99(16) . . ?
F11 C17 F13 108.85(16) . . ?
F12 C17 S1 111.81(12) . . ?
F13 C17 S1 110.06(13) . . ?
F13 C17 F12 107.46(16) . . ?
O21 S2 C18 102.39(9) . . ?
O22 S2 O21 114.57(9) . . ?
O22 S2 C18 103.05(9) . . ?
O23 S2 O21 115.21(10) . . ?
O23 S2 O22 115.56(9) . . ?
O23 S2 C18 103.46(10) . . ?
F21 C18 S2 110.55(13) . . ?
F22 C18 S2 111.58(13) . . ?
F22 C18 F21 107.02(17) . . ?
F22 C18 F23 108.16(16) . . ?
F23 C18 S2 111.75(15) . . ?
F23 C18 F21 107.57(15) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O4 H4A O21 0.81(3) 1.95(3) 2.763(2) 174(2) 3_455
O4 H4B O13 0.78(3) 2.01(3) 2.781(2) 169(3) 1_565

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu N1 C1 C2 -176.77(13) . . . . ?
Cu N1 C4 C3 176.69(12) . . . . ?
Cu N3 C5 C6 -176.17(13) . . . . ?
Cu N3 C8 C7 176.08(15) . . . . ?
Cu N5 C9 C10 174.63(13) . . . . ?
Cu N5 C12 C11 -174.86(13) . . . . ?
Cu N7 C13 C14 -179.62(13) . . . . ?
Cu N7 C16 C15 179.95(13) . . . . ?
O11 S1 C17 F11 55.88(15) . . . . ?
O11 S1 C17 F12 176.24(14) . . . . ?
O11 S1 C17 F13 -64.42(15) . . . . ?
O12 S1 O11 Cu -51.40(19) . . . . ?
O12 S1 C17 F11 -64.20(15) . . . . ?
O12 S1 C17 F12 56.17(16) . . . . ?
O12 S1 C17 F13 175.51(13) . . . . ?
O13 S1 O11 Cu 84.64(18) . . . . ?
O13 S1 C17 F11 174.53(13) . . . . ?
O13 S1 C17 F12 -65.11(16) . . . . ?
O13 S1 C17 F13 54.24(15) . . . . ?
N1 C1 C2 N2 0.0(3) . . . . ?
N2 C3 C4 N1 0.2(3) . . . . ?
N3 C5 C6 N4 -0.2(3) . . . . ?
N4 C7 C8 N3 0.3(3) . . . . ?
N5 C9 C10 N6 -0.1(3) . . . . ?
N6 C11 C12 N5 0.5(3) . . . . ?
N7 C13 C14 N8 -0.3(3) . . . . ?
N8 C15 C16 N7 -0.3(3) . . . . ?
C1 N1 C4 C3 -1.5(2) . . . . ?
C2 N2 C3 C4 1.2(2) . . . . ?
C3 N2 C2 C1 -1.2(3) . . . . ?
C4 N1 C1 C2 1.4(2) . . . . ?
C5 N3 C8 C7 -1.4(3) . . . . ?
C6 N4 C7 C8 0.9(3) . . . . ?
C7 N4 C6 C5 -1.0(3) . . . . ?
C8 N3 C5 C6 1.4(2) . . . . ?
C9 N5 C12 C11 0.2(2) . . . . ?
C10 N6 C11 C12 -1.0(3) . . . . ?
C11 N6 C10 C9 0.8(3) . . . . ?
C12 N5 C9 C10 -0.4(2) . . . . ?
C13 N7 C16 C15 -0.9(2) . . . . ?
C14 N8 C15 C16 1.1(3) . . . . ?
C15 N8 C14 C13 -0.8(3) . . . . ?
C16 N7 C13 C14 1.2(2) . . . . ?
C17 S1 O11 Cu -164.06(16) . . . . ?
O21 S2 C18 F21 -60.62(15) . . . . ?
O21 S2 C18 F22 -179.59(14) . . . . ?
O21 S2 C18 F23 59.16(15) . . . . ?
O22 S2 C18 F21 58.59(15) . . . . ?
O22 S2 C18 F22 -60.38(15) . . . . ?
O22 S2 C18 F23 178.37(13) . . . . ?
O23 S2 C18 F21 179.31(13) . . . . ?
O23 S2 C18 F22 60.34(16) . . . . ?
O23 S2 C18 F23 -60.90(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

_diffrn_ambient_environment      'perfluoro polyether oil'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_specimen_support 'polyimid foil'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            CCD-PXL-KAF2
####################################################################### 
# 
# 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_co_bg8
_database_code_depnum_ccdc_archive 'CCDC 1494332'
_audit_update_record             
;
2016-07-18 deposited with the CCDC.
2016-09-05 downloaded from the CCDC.
;
_audit_creation_date             2014-11-10

_audit_block_code                co_bg8
_audit_block_refno               2238
_audit_block_usercomment         BG20


_audit_creation_method           
;
Olex2 1.2
(compiled 2014.08.28 svn.r2986 for OlexSys, GUI svn.r4874)
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C16 H16 Cu N6 O8'
_chemical_formula_sum            'C16 H16 Cu N6 O8'
_chemical_formula_weight         483.89
_chemical_melting_point          ?
_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_diffrn_ambient_temperature      100(1)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2

_chemical_absolute_configuration .

_space_group_name_Hall           '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.497(3)
_cell_length_b                   7.540(3)
_cell_length_c                   10.882(4)
_cell_angle_alpha                98.788(13)
_cell_angle_beta                 98.616(10)
_cell_angle_gamma                113.900(14)
_cell_volume                     468.3(4)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    6069
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      32.29
_cell_measurement_theta_min      3.04
_shelx_estimated_absorpt_T_max   0.908
_shelx_estimated_absorpt_T_min   0.828
_exptl_absorpt_coefficient_mu    1.228
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_correction_T_min  0.6802

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
multi-scan from symmetry-related measurements (Blessing 1995)
SADABS (see _computing_data_reduction)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_density_diffrn    1.716
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             247
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.929
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12030
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.929
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.445
_diffrn_reflns_theta_min         1.948
_diffrn_detector_area_resol_mean 8.19
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.929
_diffrn_measurement_device_type  'Bruker AXS Smart 1000'
_diffrn_measurement_method       'φ- and ω-scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-Ray tube (Mo)'
_diffrn_source_type              'fine focus tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2936
_reflns_number_total             3148
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'

_computing_cell_refinement       
;
SAINT (see _computing_data_reduction). Includes estimated systematic errors
 of the unit cell constants from Monte Carlo simulations.
;
_computing_data_collection       'SMART-5.631 (Bruker AXS, 2003)'
_computing_data_reduction        
'SAINT V8.34A (Bruker AXS, 1997-2013), SADABS-2014_4 (Sheldrick and Bruker AXS, 1997-2014)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  
'encif (Wadepohl, 2009-14); encifer 1.5 (CCDC, 2014)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_shelxl_version_number           2014/6
_computing_structure_solution    'DIRDIF (Beurskens et al., 1999-2008)'
_refine_diff_density_max         0.578
_refine_diff_density_min         -0.284
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     168
_refine_ls_number_reflns         3148
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0303
_refine_ls_R_factor_gt           0.0267
_refine_ls_restrained_S_all      1.086
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0299P)²+0.2354P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0657
_refine_ls_wR_factor_ref         0.0674
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   difmap
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 0.0000 0.0000 0.0000 0.00786(6) Uani 1 2 d S T P . .
O1 O -0.22122(16) 0.18279(13) 0.03697(9) 0.01297(17) Uani 1 1 d . . . . .
O2 O 0.05347(15) 0.47562(14) 0.13816(9) 0.01553(18) Uani 1 1 d . . . . .
O3 O -0.30283(15) 0.43241(13) 0.08650(9) 0.01169(17) Uani 1 1 d . . . . .
O4 O 0.25758(15) 0.20793(14) -0.04840(9) 0.01051(16) Uani 1 1 d . . . . .
N1 N 0.16726(17) 0.08337(15) 0.18542(10) 0.00962(18) Uani 1 1 d . . . . .
N3 N -0.15186(17) 0.36469(15) 0.08708(10) 0.00958(18) Uani 1 1 d . . . . .
C1 C 0.3855(2) 0.09981(19) 0.22912(12) 0.0109(2) Uani 1 1 d . . . . .
H1 H 0.459(3) 0.066(3) 0.1646(17) 0.013 Uiso 1 1 d R . . . .
N2 N 0.50162(18) 0.15914(17) 0.34817(10) 0.01202(19) Uani 1 1 d . . . . .
C3 C 0.3976(2) 0.21231(18) 0.43884(12) 0.0101(2) Uani 1 1 d . . . . .
C4 C 0.5131(2) 0.2795(2) 0.56941(12) 0.0136(2) Uani 1 1 d . . . . .
H4 H 0.664(3) 0.291(3) 0.5952(17) 0.016 Uiso 1 1 d R . . . .
C5 C 0.4064(2) 0.3331(2) 0.65876(12) 0.0146(2) Uani 1 1 d . . . . .
H5 H 0.477(3) 0.375(3) 0.7424(18) 0.018 Uiso 1 1 d R . . . .
C6 C 0.1816(2) 0.3207(2) 0.62203(13) 0.0149(2) Uani 1 1 d . . . . .
H6 H 0.110(3) 0.356(3) 0.6842(18) 0.018 Uiso 1 1 d R . . . .
C7 C 0.0656(2) 0.2549(2) 0.49606(12) 0.0133(2) Uani 1 1 d . . . . .
H7 H -0.083(3) 0.239(3) 0.4690(17) 0.016 Uiso 1 1 d R . . . .
C8 C 0.1728(2) 0.19964(18) 0.40288(12) 0.0098(2) Uani 1 1 d . . . . .
C9 C 0.0644(2) 0.13143(18) 0.27242(12) 0.0104(2) Uani 1 1 d . . . . .
H9 H -0.087(3) 0.117(3) 0.2442(16) 0.012 Uiso 1 1 d R . . . .
H4A H 0.236(3) 0.297(3) -0.0629(19) 0.021(5) Uiso 1 1 d . . . . .
H4B H 0.385(4) 0.252(3) -0.007(2) 0.026(5) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu O1 2.3951(12) 2 ?
Cu O1 2.3951(12) . ?
Cu O4 1.9816(11) . ?
Cu O4 1.9816(11) 2 ?
Cu N1 2.0123(13) . ?
Cu N1 2.0123(13) 2 ?
O1 N3 1.2565(14) . ?
O2 N3 1.2328(14) . ?
O3 N3 1.2759(13) . ?
O4 H4A 0.78(2) . ?
O4 H4B 0.79(2) . ?
N1 C1 1.3745(16) . ?
N1 C9 1.3248(16) . ?
C1 H1 0.965(18) . ?
C1 N2 1.3055(17) . ?
N2 C3 1.3746(16) . ?
C3 C4 1.4111(18) . ?
C3 C8 1.4143(18) . ?
C4 H4 0.944(19) . ?
C4 C5 1.3780(18) . ?
C5 H5 0.899(19) . ?
C5 C6 1.4155(19) . ?
C6 H6 0.941(18) . ?
C6 C7 1.3685(19) . ?
C7 H7 0.921(18) . ?
C7 C8 1.4156(17) . ?
C8 C9 1.3999(18) . ?
C9 H9 0.940(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
O1 Cu O1 180.0 . 2 ?
O4 Cu O1 98.21(5) 2 2 ?
O4 Cu O1 98.21(5) . . ?
O4 Cu O1 81.79(5) 2 . ?
O4 Cu O1 81.79(5) . 2 ?
O4 Cu O4 180.0 . 2 ?
O4 Cu N1 86.72(5) 2 . ?
O4 Cu N1 93.27(5) 2 2 ?
O4 Cu N1 86.73(5) . 2 ?
O4 Cu N1 93.28(5) . . ?
N1 Cu O1 92.61(4) 2 2 ?
N1 Cu O1 87.39(4) 2 . ?
N1 Cu O1 92.61(4) . . ?
N1 Cu O1 87.39(4) . 2 ?
N1 Cu N1 180.0 2 . ?
N3 O1 Cu 129.16(8) . . ?
Cu O4 H4A 115.5(15) . . ?
Cu O4 H4B 120.3(15) . . ?
H4A O4 H4B 107(2) . . ?
C1 N1 Cu 124.66(8) . . ?
C9 N1 Cu 118.40(9) . . ?
C9 N1 C1 116.92(11) . . ?
O1 N3 O3 117.73(10) . . ?
O2 N3 O1 122.18(10) . . ?
O2 N3 O3 120.07(11) . . ?
N1 C1 H1 116.0(10) . . ?
N2 C1 N1 126.23(11) . . ?
N2 C1 H1 117.7(10) . . ?
C1 N2 C3 117.21(11) . . ?
N2 C3 C4 120.50(11) . . ?
N2 C3 C8 120.56(11) . . ?
C4 C3 C8 118.93(11) . . ?
C3 C4 H4 120.2(11) . . ?
C5 C4 C3 119.61(12) . . ?
C5 C4 H4 120.2(11) . . ?
C4 C5 H5 120.5(12) . . ?
C4 C5 C6 121.14(12) . . ?
C6 C5 H5 118.4(12) . . ?
C5 C6 H6 120.2(11) . . ?
C7 C6 C5 120.31(12) . . ?
C7 C6 H6 119.4(11) . . ?
C6 C7 H7 122.7(11) . . ?
C6 C7 C8 119.34(12) . . ?
C8 C7 H7 117.9(11) . . ?
C3 C8 C7 120.66(12) . . ?
C9 C8 C3 116.97(11) . . ?
C9 C8 C7 122.37(11) . . ?
N1 C9 C8 122.10(11) . . ?
N1 C9 H9 117.9(11) . . ?
C8 C9 H9 120.0(11) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O4 H4A O3 0.78(2) 1.97(2) 2.7105(17) 160(2) 2_565
O4 H4B O3 0.79(2) 1.93(2) 2.6916(17) 163(2) 1_655

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu O1 N3 O2 -7.61(16) . . . . ?
Cu O1 N3 O3 174.01(7) . . . . ?
Cu N1 C1 N2 177.79(10) . . . . ?
Cu N1 C9 C8 -177.05(9) . . . . ?
N1 C1 N2 C3 -0.67(19) . . . . ?
C1 N1 C9 C8 1.19(18) . . . . ?
C1 N2 C3 C4 -179.48(12) . . . . ?
C1 N2 C3 C8 0.82(18) . . . . ?
N2 C3 C4 C5 179.65(12) . . . . ?
N2 C3 C8 C7 -179.81(11) . . . . ?
N2 C3 C8 C9 -0.04(18) . . . . ?
C3 C4 C5 C6 0.5(2) . . . . ?
C3 C8 C9 N1 -1.01(18) . . . . ?
C4 C3 C8 C7 0.50(18) . . . . ?
C4 C3 C8 C9 -179.73(11) . . . . ?
C4 C5 C6 C7 -0.1(2) . . . . ?
C5 C6 C7 C8 -0.1(2) . . . . ?
C6 C7 C8 C3 -0.14(19) . . . . ?
C6 C7 C8 C9 -179.90(12) . . . . ?
C7 C8 C9 N1 178.75(12) . . . . ?
C8 C3 C4 C5 -0.65(19) . . . . ?
C9 N1 C1 N2 -0.33(19) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

_diffrn_ambient_environment      'perfluoro polyether oil / N~2~'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_specimen_support 'polyimid foil'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            CCD-PXL-KAF2
####################################################################### 
# 
# 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_co_bg15
_database_code_depnum_ccdc_archive 'CCDC 1494333'
_audit_update_record             
;
2016-07-18 deposited with the CCDC.
2016-09-05 downloaded from the CCDC.
;
_audit_creation_date             2016-07-13

_audit_block_code                co_bg15
_audit_block_refno               2287
_audit_block_usercomment         BG49

# start Validation Reply Form
_vrf_PLAT430_co_bg15             
;
PROBLEM: Short Inter D...A Contact  O2     ..  O2      ..       2.79 Ang.  
RESPONSE: hydrogen bridged by Phenyl C-H
;
# end Validation Reply Form


_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.16 svn.r3265 for OlexSys, GUI svn.r5155)
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C16 H14 Cu N6 O7, 0.5(C2 H3 N)'
_chemical_formula_sum            'C17 H15.50 Cu N6.50 O7'
_chemical_formula_weight         486.40
_chemical_melting_point          ?
_exptl_crystal_description       plate
_exptl_crystal_colour            green
_diffrn_ambient_temperature      100(1)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_h-m   'I 2/a'
_symmetry_int_tables_number      15

_chemical_absolute_configuration .

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

_cell_length_a                   15.126(7)
_cell_length_b                   10.555(5)
_cell_length_c                   24.976(11)
_cell_angle_alpha                90
_cell_angle_beta                 101.681(8)
_cell_angle_gamma                90
_cell_volume                     3905(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8189
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.96
_cell_measurement_theta_min      2.37
_shelx_estimated_absorpt_T_max   0.891
_shelx_estimated_absorpt_T_min   0.750
_exptl_absorpt_coefficient_mu    1.176
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_correction_T_min  0.6652

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
multi-scan from symmetry-related measurements (Blessing 1995)
SADABS (see _computing_data_reduction)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_density_diffrn    1.655
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1984
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.100
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            48962
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.422
_diffrn_reflns_theta_min         2.102
_diffrn_detector_area_resol_mean 8.19
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_device_type  'Bruker AXS Smart 1000'
_diffrn_measurement_method       'φ- and ω-scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-Ray tube (Mo)'
_diffrn_source_type              'fine focus tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5776
_reflns_number_total             6715
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'

_computing_cell_refinement       
;
SAINT (see _computing_data_reduction). Includes estimated systematic errors
 of the unit cell constants from Monte Carlo simulations.
;
_computing_data_collection       'SMART-5.631 (Bruker AXS, 2003)'
_computing_data_reduction        
'SAINT V8.34A (Bruker AXS, 1997-2013),SADABS-2014_4 (Sheldrick and Bruker AXS, 1997-2014)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  
'encif (Wadepohl, 2009-15); encifer 1.5 (CCDC, 2014)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_shelxl_version_number           2014/7
_computing_structure_solution    'SUPERFLIP (Palatinus, 2007-2009)'
_refine_diff_density_max         0.574
_refine_diff_density_min         -0.532
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     294
_refine_ls_number_reflns         6715
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0375
_refine_ls_R_factor_gt           0.0287
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0359P)²+4.1095P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0709
_refine_ls_wR_factor_ref         0.0750
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H22A(0.5) H22B(0.5) H22C(0.5)
3.a Riding coordinates:
 C22(H22A,H22B,H22C)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C11(H11), C12(H12),
 C13(H13), C14(H14), C16(H16)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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 0.41921(2) 0.85814(2) 0.35266(2) 0.01047(4) Uani 1 1 d . . . . .
O1 O 0.30607(6) 0.85878(8) 0.38194(4) 0.01283(16) Uani 1 1 d . . . . .
O2 O 0.24330(6) 0.77524(10) 0.30377(4) 0.01908(19) Uani 1 1 d . . . . .
O3 O 0.16003(6) 0.84738(10) 0.35804(5) 0.0227(2) Uani 1 1 d . . . . .
O4 O 0.55313(6) 0.87982(8) 0.35487(4) 0.01314(16) Uani 1 1 d . . . . .
O5 O 0.53892(7) 0.93288(10) 0.43690(4) 0.01933(19) Uani 1 1 d . . . . .
O6 O 0.67132(6) 0.88534(10) 0.42089(4) 0.0209(2) Uani 1 1 d . . . . .
O7 O 0.41750(7) 0.81149(10) 0.26598(4) 0.01671(18) Uani 1 1 d . . . . .
N1 N 0.44624(7) 0.67769(10) 0.37806(4) 0.01296(19) Uani 1 1 d . . . . .
N2 N 0.53709(7) 0.49471(10) 0.37172(5) 0.0163(2) Uani 1 1 d . . . . .
N3 N 0.39510(7) 1.04198(9) 0.33091(4) 0.01169(18) Uani 1 1 d . . . . .
N4 N 0.43643(7) 1.20969(10) 0.27670(4) 0.01457(19) Uani 1 1 d . . . . .
N5 N 0.23375(7) 0.82611(9) 0.34714(4) 0.01218(18) Uani 1 1 d . . . . .
N6 N 0.58953(7) 0.90079(10) 0.40571(4) 0.01366(19) Uani 1 1 d . . . . .
C1 C 0.51122(8) 0.61045(12) 0.35875(5) 0.0151(2) Uani 1 1 d . . . . .
H1 H 0.5401 0.6527 0.3334 0.018 Uiso 1 1 calc R . . . .
C2 C 0.49470(8) 0.43253(11) 0.40770(5) 0.0138(2) Uani 1 1 d . . . . .
C3 C 0.51894(9) 0.30612(12) 0.42267(6) 0.0179(2) Uani 1 1 d . . . . .
H3 H 0.5658 0.2652 0.4090 0.021 Uiso 1 1 calc R . . . .
C4 C 0.47386(9) 0.24333(12) 0.45722(6) 0.0193(2) Uani 1 1 d . . . . .
H4 H 0.4897 0.1582 0.4672 0.023 Uiso 1 1 calc R . . . .
C5 C 0.40441(9) 0.30269(12) 0.47827(6) 0.0193(2) Uani 1 1 d . . . . .
H5 H 0.3738 0.2568 0.5017 0.023 Uiso 1 1 calc R . . . .
C6 C 0.38082(9) 0.42597(13) 0.46514(6) 0.0183(2) Uani 1 1 d . . . . .
H6 H 0.3348 0.4662 0.4798 0.022 Uiso 1 1 calc R . . . .
C7 C 0.42622(8) 0.49257(11) 0.42933(5) 0.0138(2) Uani 1 1 d . . . . .
C8 C 0.40502(8) 0.61838(11) 0.41281(5) 0.0142(2) Uani 1 1 d . . . . .
H8 H 0.3598 0.6620 0.4270 0.017 Uiso 1 1 calc R . . . .
C9 C 0.44567(8) 1.09555(12) 0.29701(5) 0.0147(2) Uani 1 1 d . . . . .
H9 H 0.4918 1.0446 0.2874 0.018 Uiso 1 1 calc R . . . .
C10 C 0.37023(8) 1.28442(11) 0.29025(5) 0.0124(2) Uani 1 1 d . . . . .
C11 C 0.35528(8) 1.40725(12) 0.26816(5) 0.0157(2) Uani 1 1 d . . . . .
H11 H 0.3899 1.4380 0.2432 0.019 Uiso 1 1 calc R . . . .
C12 C 0.28995(9) 1.48214(12) 0.28320(5) 0.0168(2) Uani 1 1 d . . . . .
H12 H 0.2802 1.5653 0.2686 0.020 Uiso 1 1 calc R . . . .
C13 C 0.23697(9) 1.43775(12) 0.31988(6) 0.0172(2) Uani 1 1 d . . . . .
H13 H 0.1923 1.4912 0.3298 0.021 Uiso 1 1 calc R . . . .
C14 C 0.24975(8) 1.31805(12) 0.34124(5) 0.0158(2) Uani 1 1 d . . . . .
H14 H 0.2139 1.2880 0.3657 0.019 Uiso 1 1 calc R . . . .
C15 C 0.31684(8) 1.23946(11) 0.32653(5) 0.0118(2) Uani 1 1 d . . . . .
C16 C 0.33293(8) 1.11453(11) 0.34588(5) 0.0125(2) Uani 1 1 d . . . . .
H16 H 0.2982 1.0814 0.3704 0.015 Uiso 1 1 calc R . . . .
N21 N 0.2500 0.6558(2) 0.5000 0.0587(9) Uani 1 2 d S T P . .
C21 C 0.2500 0.7625(2) 0.5000 0.0286(4) Uani 1 2 d S T P . .
C22 C 0.2500 0.8971(3) 0.5000 0.0688(13) Uani 1 2 d S T P . .
H22A H 0.2374 0.9281 0.4622 0.103 Uiso 0.5 1 d R . . A -1
H22B H 0.2034 0.9281 0.5189 0.103 Uiso 0.5 1 d R . . A -1
H22C H 0.3092 0.9281 0.5189 0.103 Uiso 0.5 1 d R . . A -1
H7A H 0.3740(15) 0.786(2) 0.2473(9) 0.035(6) Uiso 1 1 d . . . . .
H7B H 0.4594(14) 0.7844(19) 0.2538(8) 0.029(5) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu O1 1.9925(12) . ?
Cu O4 2.0282(13) . ?
Cu O7 2.2153(13) . ?
Cu N1 2.0229(13) . ?
Cu N3 2.0281(13) . ?
O1 N5 1.2984(14) . ?
O2 N5 1.2433(14) . ?
O3 N5 1.2210(14) . ?
O4 N6 1.2966(15) . ?
O5 N6 1.2446(14) . ?
O6 N6 1.2293(15) . ?
O7 H7A 0.77(2) . ?
O7 H7B 0.81(2) . ?
N1 C1 1.3764(16) . ?
N1 C8 1.3242(16) . ?
N2 C1 1.3035(17) . ?
N2 C2 1.3721(17) . ?
N3 C9 1.3725(15) . ?
N3 C16 1.3240(15) . ?
N4 C9 1.3035(16) . ?
N4 C10 1.3698(16) . ?
C1 H1 0.9500 . ?
C2 C3 1.4138(18) . ?
C2 C7 1.4117(17) . ?
C3 H3 0.9500 . ?
C3 C4 1.3737(19) . ?
C4 H4 0.9500 . ?
C4 C5 1.413(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.3713(19) . ?
C6 H6 0.9500 . ?
C6 C7 1.4194(18) . ?
C7 C8 1.4080(17) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 C11 1.4092(17) . ?
C10 C15 1.4124(17) . ?
C11 H11 0.9500 . ?
C11 C12 1.3758(18) . ?
C12 H12 0.9500 . ?
C12 C13 1.4136(19) . ?
C13 H13 0.9500 . ?
C13 C14 1.3698(18) . ?
C14 H14 0.9500 . ?
C14 C15 1.4155(17) . ?
C15 C16 1.4085(17) . ?
C16 H16 0.9500 . ?
N21 C21 1.126(3) . ?
C21 C22 1.421(3) . ?
C22 H22A 0.9801 . ?
C22 H22B 0.9801 . ?
C22 H22C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu O4 156.48(4) . . ?
O1 Cu O7 121.23(4) . . ?
O1 Cu N1 91.28(4) . . ?
O1 Cu N3 88.50(4) . . ?
O4 Cu O7 82.28(4) . . ?
N1 Cu O4 87.73(4) . . ?
N1 Cu O7 93.37(4) . . ?
N1 Cu N3 177.20(4) . . ?
N3 Cu O4 91.36(4) . . ?
N3 Cu O7 89.13(4) . . ?
N5 O1 Cu 115.04(8) . . ?
N6 O4 Cu 105.65(7) . . ?
Cu O7 H7A 120.5(16) . . ?
Cu O7 H7B 126.2(14) . . ?
H7A O7 H7B 107(2) . . ?
C1 N1 Cu 119.27(8) . . ?
C8 N1 Cu 123.95(8) . . ?
C8 N1 C1 116.77(11) . . ?
C1 N2 C2 117.03(11) . . ?
C9 N3 Cu 117.84(8) . . ?
C16 N3 Cu 125.25(8) . . ?
C16 N3 C9 116.90(11) . . ?
C9 N4 C10 117.53(11) . . ?
O2 N5 O1 117.85(10) . . ?
O3 N5 O1 119.05(11) . . ?
O3 N5 O2 123.10(11) . . ?
O5 N6 O4 117.79(11) . . ?
O6 N6 O4 118.74(11) . . ?
O6 N6 O5 123.45(11) . . ?
N1 C1 H1 116.7 . . ?
N2 C1 N1 126.57(12) . . ?
N2 C1 H1 116.7 . . ?
N2 C2 C3 119.61(11) . . ?
N2 C2 C7 120.82(11) . . ?
C7 C2 C3 119.57(11) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 C2 119.11(12) . . ?
C4 C3 H3 120.4 . . ?
C3 C4 H4 119.3 . . ?
C3 C4 C5 121.38(12) . . ?
C5 C4 H4 119.3 . . ?
C4 C5 H5 119.7 . . ?
C6 C5 C4 120.60(12) . . ?
C6 C5 H5 119.7 . . ?
C5 C6 H6 120.5 . . ?
C5 C6 C7 119.00(12) . . ?
C7 C6 H6 120.5 . . ?
C2 C7 C6 120.33(11) . . ?
C8 C7 C2 116.91(11) . . ?
C8 C7 C6 122.75(11) . . ?
N1 C8 C7 121.89(11) . . ?
N1 C8 H8 119.1 . . ?
C7 C8 H8 119.1 . . ?
N3 C9 H9 116.9 . . ?
N4 C9 N3 126.26(11) . . ?
N4 C9 H9 116.9 . . ?
N4 C10 C11 120.02(11) . . ?
N4 C10 C15 120.43(11) . . ?
C11 C10 C15 119.54(11) . . ?
C10 C11 H11 120.4 . . ?
C12 C11 C10 119.27(12) . . ?
C12 C11 H11 120.4 . . ?
C11 C12 H12 119.4 . . ?
C11 C12 C13 121.28(12) . . ?
C13 C12 H12 119.4 . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.28(12) . . ?
C14 C13 H13 119.9 . . ?
C13 C14 H14 120.3 . . ?
C13 C14 C15 119.44(12) . . ?
C15 C14 H14 120.3 . . ?
C10 C15 C14 120.18(11) . . ?
C16 C15 C10 116.94(10) . . ?
C16 C15 C14 122.87(11) . . ?
N3 C16 C15 121.86(11) . . ?
N3 C16 H16 119.1 . . ?
C15 C16 H16 119.1 . . ?
N21 C21 C22 180.0 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O7 H7A O2 0.77(2) 2.07(2) 2.8414(16) 178(2) 7_565
O7 H7B N4 0.81(2) 2.04(2) 2.8508(17) 178(2) 4_545

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu O1 N5 O2 13.54(13) . . . . ?
Cu O1 N5 O3 -165.83(9) . . . . ?
Cu O4 N6 O5 -16.79(12) . . . . ?
Cu O4 N6 O6 161.57(9) . . . . ?
Cu N1 C1 N2 178.99(11) . . . . ?
Cu N1 C8 C7 -179.96(9) . . . . ?
Cu N3 C9 N4 176.28(11) . . . . ?
Cu N3 C16 C15 -176.34(9) . . . . ?
N2 C2 C3 C4 -177.74(12) . . . . ?
N2 C2 C7 C6 177.97(12) . . . . ?
N2 C2 C7 C8 -0.84(18) . . . . ?
N4 C10 C11 C12 -178.49(12) . . . . ?
N4 C10 C15 C14 178.73(11) . . . . ?
N4 C10 C15 C16 -2.30(17) . . . . ?
C1 N1 C8 C7 -0.09(18) . . . . ?
C1 N2 C2 C3 179.06(12) . . . . ?
C1 N2 C2 C7 0.00(18) . . . . ?
C2 N2 C1 N1 0.9(2) . . . . ?
C2 C3 C4 C5 -0.4(2) . . . . ?
C2 C7 C8 N1 0.88(19) . . . . ?
C3 C2 C7 C6 -1.09(19) . . . . ?
C3 C2 C7 C8 -179.90(12) . . . . ?
C3 C4 C5 C6 -0.8(2) . . . . ?
C4 C5 C6 C7 1.0(2) . . . . ?
C5 C6 C7 C2 -0.1(2) . . . . ?
C5 C6 C7 C8 178.65(13) . . . . ?
C6 C7 C8 N1 -177.90(12) . . . . ?
C7 C2 C3 C4 1.33(19) . . . . ?
C8 N1 C1 N2 -0.9(2) . . . . ?
C9 N3 C16 C15 2.21(18) . . . . ?
C9 N4 C10 C11 -178.04(12) . . . . ?
C9 N4 C10 C15 2.25(18) . . . . ?
C10 N4 C9 N3 0.1(2) . . . . ?
C10 C11 C12 C13 -0.7(2) . . . . ?
C10 C15 C16 N3 -0.02(18) . . . . ?
C11 C10 C15 C14 -0.99(18) . . . . ?
C11 C10 C15 C16 177.99(11) . . . . ?
C11 C12 C13 C14 -0.1(2) . . . . ?
C12 C13 C14 C15 0.4(2) . . . . ?
C13 C14 C15 C10 0.17(19) . . . . ?
C13 C14 C15 C16 -178.74(12) . . . . ?
C14 C15 C16 N3 178.92(12) . . . . ?
C15 C10 C11 C12 1.23(18) . . . . ?
C16 N3 C9 N4 -2.38(19) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

_diffrn_ambient_environment      'perfluoro polyether oil / N~2~'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_specimen_support 'polyimid foil'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            CCD-PXL-KAF2
####################################################################### 
# 
# 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_co_bg7
_database_code_depnum_ccdc_archive 'CCDC 1494334'
_audit_update_record             
;
2016-07-18 deposited with the CCDC.
2016-09-05 downloaded from the CCDC.
;
_audit_creation_date             
;
'Mon Nov 03 12:28:20 2014'
;

_audit_block_code                co_bg7
_audit_block_refno               2235
_audit_block_usercomment         'BG25 plate blue'

# start Validation Reply Form
_vrf_PLAT780_co_bg7              
;
PROBLEM: Coordinates do not Form a Properly Connected Set     Please Do ! 
RESPONSE: atoms arranged to show H bridges.
;
# end Validation Reply Form


_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.16 svn.r3265 for OlexSys, GUI svn.r5155)
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C32 H30 Cu3 N10 O10, 2(N O3)'
_chemical_formula_sum            'C32 H30 Cu3 N12 O16'
_chemical_formula_weight         1029.30
_chemical_melting_point          ?
_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_diffrn_ambient_temperature      120(1)
_chemical_oxdiff_formula         'C32 H24 Cu3 N10 O18'
_chemical_oxdiff_usercomment     'BG25 plate blue'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration .

_space_group_name_Hall           '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.9579(2)
_cell_length_b                   10.1787(2)
_cell_length_c                   13.4465(3)
_cell_angle_alpha                82.8821(18)
_cell_angle_beta                 81.365(2)
_cell_angle_gamma                73.620(2)
_cell_volume                     899.97(4)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    12831
_cell_measurement_temperature    120(1)
_cell_measurement_theta_max      31.7790
_cell_measurement_theta_min      4.0400
_shelx_estimated_absorpt_T_max   0.836
_shelx_estimated_absorpt_T_min   0.836
_exptl_absorpt_coefficient_mu    1.854
_exptl_absorpt_correction_T_max  0.927
_exptl_absorpt_correction_T_min  0.799
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34k (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,16:31:05)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.899
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             521
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.064
_exptl_crystal_size_min          0.045
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0616
_diffrn_reflns_av_unetI/netI     0.0442
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.928
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            41600
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.928
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.756
_diffrn_reflns_theta_min         3.570
_diffrn_ambient_environment      'perfluoro polyether oil / N~2~'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9621
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.928
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega    7.00   36.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662   57.0000  -90.0000 58

#__ type_ start__ end____ width___ exp.time_
  2 omega    1.00   95.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662   77.0000   90.0000 188

#__ type_ start__ end____ width___ exp.time_
  3 omega    2.00   97.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662   77.0000  -90.0000 190

#__ type_ start__ end____ width___ exp.time_
  4 omega  -43.00  -10.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -77.0000 -120.0000 66

#__ type_ start__ end____ width___ exp.time_
  5 omega   -7.00   57.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -77.0000 -120.0000 128

#__ type_ start__ end____ width___ exp.time_
  6 omega  -41.00   -4.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -77.0000  -30.0000 74

#__ type_ start__ end____ width___ exp.time_
  7 omega   30.00   57.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -77.0000  -30.0000 54

#__ type_ start__ end____ width___ exp.time_
  8 omega    3.00   91.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662   38.0000 -120.0000 176

#__ type_ start__ end____ width___ exp.time_
  9 omega   -3.00   91.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662   77.0000    0.0000 188

#__ type_ start__ end____ width___ exp.time_
 10 omega  -28.00   57.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -77.0000    0.0000 170

#__ type_ start__ end____ width___ exp.time_
 11 omega    2.00   37.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662   77.0000 -180.0000 70

#__ type_ start__ end____ width___ exp.time_
 12 omega  -43.00   -3.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -77.0000  -90.0000 80

#__ type_ start__ end____ width___ exp.time_
 13 omega   30.00   57.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -77.0000  -90.0000 54

#__ type_ start__ end____ width___ exp.time_
 14 omega  -42.00   59.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       28.0000  -78.0000   85.1044 202

#__ type_ start__ end____ width___ exp.time_
 15 omega  -40.00   60.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       28.0000  -80.0000  157.8820 200

#__ type_ start__ end____ width___ exp.time_
 16 omega  -42.00   48.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -57.0000  120.0000 180

#__ type_ start__ end____ width___ exp.time_
 17 omega  -46.00   52.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -38.0000  -30.0000 196

#__ type_ start__ end____ width___ exp.time_
 18 omega   -3.00   97.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662   77.0000 -120.0000 200

#__ type_ start__ end____ width___ exp.time_
 19 omega    6.00   96.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662   57.0000   30.0000 180

#__ type_ start__ end____ width___ exp.time_
 20 omega  -43.00   57.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -77.0000   90.0000 200

#__ type_ start__ end____ width___ exp.time_
 21 omega    6.00   96.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662   57.0000  150.0000 180

#__ type_ start__ end____ width___ exp.time_
 22 omega  -43.00   57.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -77.0000    0.0000 200

#__ type_ start__ end____ width___ exp.time_
 23 omega    1.00   99.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662   38.0000    0.0000 196

#__ type_ start__ end____ width___ exp.time_
 24 omega  -42.00   48.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -57.0000 -120.0000 180

#__ type_ start__ end____ width___ exp.time_
 25 omega  -42.00   -3.00   0.5000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       28.0000  -78.0000 -143.8223 78

;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Agilent SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'polyimid foil'
_diffrn_orient_matrix_UB_11      -0.0896878000
_diffrn_orient_matrix_UB_12      -0.0216604000
_diffrn_orient_matrix_UB_13      0.0124195000
_diffrn_orient_matrix_UB_21      -0.0581269000
_diffrn_orient_matrix_UB_22      0.0679095000
_diffrn_orient_matrix_UB_23      -0.0123786000
_diffrn_orient_matrix_UB_31      0.0059156000
_diffrn_orient_matrix_UB_32      -0.0152943000
_diffrn_orient_matrix_UB_33      -0.0506008000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus X-Ray tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5058
_reflns_number_total             6187
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34k (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,16:31:05)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34k (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,16:31:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34k (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,16:31:05)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  
'encif (Wadepohl, 2009-15); encifer 1.5 (CCDC, 2014)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_shelxl_version_number           2014/7
_computing_structure_solution    'SUPERFLIP (Palatinus, 2007-2009)'
_refine_diff_density_max         1.049
_refine_diff_density_min         -0.864
_refine_diff_density_rms         0.124
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     295
_refine_ls_number_reflns         6187
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0574
_refine_ls_R_factor_gt           0.0430
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0516P)²+0.9950P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1042
_refine_ls_wR_factor_ref         0.1112
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Free rotating group:
 O1(H1A,H1B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C11(H11), C12(H12),
 C13(H13), C14(H14), C16(H16)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.83354(4) 0.10933(3) 0.22015(2) 0.01140(8) Uani 1 1 d . . . . .
Cu2 Cu 1.0000 0.0000 0.0000 0.01064(9) Uani 1 2 d S T P . .
O1 O 0.6648(3) 0.08796(18) 0.35533(12) 0.0146(3) Uani 1 1 d . . . . .
H1A H 0.5467 0.0904 0.3637 0.024(8) Uiso 1 1 d G . . . .
H1B H 0.7119 0.0561 0.4119 0.070(15) Uiso 1 1 d G . . . .
O2 O 0.9967(3) 0.12425(17) 0.09545(12) 0.0125(3) Uani 1 1 d . . . . .
H2 H 1.088(5) 0.141(3) 0.095(2) 0.010(7) Uiso 1 1 d . . . . .
O3 O 0.5399(3) 0.10068(19) 0.16209(13) 0.0187(3) Uani 1 1 d . . . . .
O4 O 0.6438(3) 0.0984(2) 0.00090(13) 0.0222(4) Uani 1 1 d . . . . .
O5 O 0.3429(3) 0.21915(18) 0.05220(14) 0.0176(3) Uani 1 1 d . . . . .
O6 O 0.2784(3) 0.0828(2) 0.45210(15) 0.0250(4) Uani 1 1 d . . . . .
O7 O -0.0497(3) 0.1542(2) 0.47553(14) 0.0237(4) Uani 1 1 d . . . . .
O8 O 0.1046(3) 0.08984(18) 0.32930(12) 0.0177(3) Uani 1 1 d . . . . .
N1 N 0.7354(3) 0.3159(2) 0.22099(15) 0.0132(4) Uani 1 1 d . . . . .
N2 N 0.6943(3) 0.3884(2) 0.12961(15) 0.0160(4) Uani 1 1 d . . . . .
N3 N 1.0154(3) 0.14305(19) -0.12060(14) 0.0121(3) Uani 1 1 d . . . . .
N4 N 0.5095(3) 0.1392(2) 0.07167(15) 0.0141(4) Uani 1 1 d . . . . .
N5 N 0.1096(3) 0.1091(2) 0.41868(15) 0.0154(4) Uani 1 1 d . . . . .
N11 N 0.9445(3) -0.09920(19) 0.21590(14) 0.0111(3) Uani 1 1 d . . . . .
C1 C 0.6287(4) 0.5228(2) 0.12784(18) 0.0158(4) Uani 1 1 d . . . . .
H1 H 0.6006 0.5724 0.0647 0.019 Uiso 1 1 calc R . . . .
C2 C 0.5962(3) 0.6001(2) 0.21297(17) 0.0128(4) Uani 1 1 d . . . . .
C3 C 0.5214(4) 0.7447(2) 0.20902(19) 0.0160(4) Uani 1 1 d . . . . .
H3 H 0.4945 0.7972 0.1467 0.019 Uiso 1 1 calc R . . . .
C4 C 0.4883(4) 0.8083(2) 0.29709(19) 0.0173(4) Uani 1 1 d . . . . .
H4 H 0.4353 0.9053 0.2953 0.021 Uiso 1 1 calc R . . . .
C5 C 0.5313(4) 0.7325(2) 0.38960(19) 0.0171(4) Uani 1 1 d . . . . .
H5 H 0.5072 0.7787 0.4493 0.021 Uiso 1 1 calc R . . . .
C6 C 0.6082(4) 0.5918(2) 0.39440(18) 0.0149(4) Uani 1 1 d . . . . .
H6 H 0.6400 0.5412 0.4568 0.018 Uiso 1 1 calc R . . . .
C7 C 0.6391(3) 0.5236(2) 0.30567(17) 0.0126(4) Uani 1 1 d . . . . .
C8 C 0.7101(3) 0.3790(2) 0.30378(17) 0.0132(4) Uani 1 1 d . . . . .
H8 H 0.7410 0.3249 0.3651 0.016 Uiso 1 1 calc R . . . .
C9 C 0.9501(3) 0.2746(2) -0.10844(16) 0.0125(4) Uani 1 1 d . . . . .
H9 H 0.9273 0.3023 -0.0418 0.015 Uiso 1 1 calc R . . . .
C10 C 0.9114(3) 0.3782(2) -0.18975(16) 0.0113(4) Uani 1 1 d . . . . .
C11 C 0.8389(4) 0.5192(2) -0.17626(17) 0.0141(4) Uani 1 1 d . . . . .
H11 H 0.8203 0.5502 -0.1108 0.017 Uiso 1 1 calc R . . . .
C12 C 0.7950(3) 0.6122(2) -0.25892(18) 0.0146(4) Uani 1 1 d . . . . .
H12 H 0.7459 0.7076 -0.2504 0.018 Uiso 1 1 calc R . . . .
C13 C 0.8228(4) 0.5660(2) -0.35653(18) 0.0152(4) Uani 1 1 d . . . . .
H13 H 0.7902 0.6308 -0.4128 0.018 Uiso 1 1 calc R . . . .
C14 C 0.8966(3) 0.4280(2) -0.37108(17) 0.0138(4) Uani 1 1 d . . . . .
H14 H 0.9161 0.3978 -0.4369 0.017 Uiso 1 1 calc R . . . .
C15 C 0.9427(3) 0.3322(2) -0.28689(16) 0.0109(4) Uani 1 1 d . . . . .
C16 C 1.0192(3) 0.1887(2) -0.29463(17) 0.0119(4) Uani 1 1 d . . . . .
H16 H 1.0456 0.1558 -0.3597 0.014 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 2.0335(16) . ?
Cu1 O2 1.8937(16) . ?
Cu1 O3 2.3216(17) . ?
Cu1 N1 2.0202(19) . ?
Cu1 N11 2.0487(19) . ?
Cu2 O2 1.9038(16) . ?
Cu2 O2 1.9039(16) 2_755 ?
Cu2 O4 2.3955(18) 2_755 ?
Cu2 O4 2.3955(18) . ?
Cu2 N3 2.0522(19) . ?
Cu2 N3 2.0522(19) 2_755 ?
O1 H1A 0.8064 . ?
O1 H1B 0.8634 . ?
O2 H2 0.70(3) . ?
O3 N4 1.260(3) . ?
O4 N4 1.250(3) . ?
O5 N4 1.258(3) . ?
O6 N5 1.267(3) . ?
O7 N5 1.253(3) . ?
O8 N5 1.249(2) . ?
N1 N2 1.378(3) . ?
N1 C8 1.318(3) . ?
N2 C1 1.312(3) . ?
N3 N11 1.372(3) 2_755 ?
N3 C9 1.310(3) . ?
N11 N3 1.372(3) 2_755 ?
N11 C16 1.314(3) 2_755 ?
C1 H1 0.9500 . ?
C1 C2 1.423(3) . ?
C2 C3 1.413(3) . ?
C2 C7 1.411(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.378(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.406(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.376(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.413(3) . ?
C7 C8 1.416(3) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C9 C10 1.422(3) . ?
C10 C11 1.406(3) . ?
C10 C15 1.408(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.379(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.416(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.381(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.412(3) . ?
C15 C16 1.417(3) . ?
C16 N11 1.314(3) 2_755 ?
C16 H16 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O3 81.05(6) . . ?
O1 Cu1 N11 92.05(7) . . ?
O2 Cu1 O1 178.24(7) . . ?
O2 Cu1 O3 99.89(7) . . ?
O2 Cu1 N1 91.41(7) . . ?
O2 Cu1 N11 86.47(7) . . ?
N1 Cu1 O1 90.06(7) . . ?
N1 Cu1 O3 91.46(7) . . ?
N1 Cu1 N11 177.54(8) . . ?
N11 Cu1 O3 90.11(7) . . ?
O2 Cu2 O2 180.00(9) . 2_755 ?
O2 Cu2 O4 88.35(7) . . ?
O2 Cu2 O4 91.65(7) 2_755 . ?
O2 Cu2 O4 91.65(7) . 2_755 ?
O2 Cu2 O4 88.35(7) 2_755 2_755 ?
O2 Cu2 N3 93.08(7) 2_755 2_755 ?
O2 Cu2 N3 93.08(7) . . ?
O2 Cu2 N3 86.92(7) 2_755 . ?
O2 Cu2 N3 86.92(7) . 2_755 ?
O4 Cu2 O4 180.0 . 2_755 ?
N3 Cu2 O4 96.90(7) . 2_755 ?
N3 Cu2 O4 83.10(7) . . ?
N3 Cu2 O4 96.90(7) 2_755 . ?
N3 Cu2 O4 83.10(7) 2_755 2_755 ?
N3 Cu2 N3 180.0 2_755 . ?
Cu1 O1 H1A 126.0 . . ?
Cu1 O1 H1B 125.5 . . ?
H1A O1 H1B 107.1 . . ?
Cu1 O2 Cu2 116.27(9) . . ?
Cu1 O2 H2 119(2) . . ?
Cu2 O2 H2 115(2) . . ?
N4 O3 Cu1 120.82(14) . . ?
N4 O4 Cu2 130.68(15) . . ?
N2 N1 Cu1 116.19(14) . . ?
C8 N1 Cu1 122.51(16) . . ?
C8 N1 N2 121.30(19) . . ?
C1 N2 N1 117.65(19) . . ?
N11 N3 Cu2 118.16(13) 2_755 . ?
C9 N3 Cu2 120.49(15) . . ?
C9 N3 N11 120.00(19) . 2_755 ?
O4 N4 O3 120.5(2) . . ?
O4 N4 O5 119.6(2) . . ?
O5 N4 O3 119.9(2) . . ?
O7 N5 O6 119.7(2) . . ?
O8 N5 O6 119.4(2) . . ?
O8 N5 O7 120.9(2) . . ?
N3 N11 Cu1 114.38(14) 2_755 . ?
C16 N11 Cu1 125.63(15) 2_755 . ?
C16 N11 N3 119.98(18) 2_755 2_755 ?
N2 C1 H1 117.4 . . ?
N2 C1 C2 125.3(2) . . ?
C2 C1 H1 117.4 . . ?
C3 C2 C1 123.9(2) . . ?
C7 C2 C1 116.0(2) . . ?
C7 C2 C3 120.0(2) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 C2 118.9(2) . . ?
C4 C3 H3 120.6 . . ?
C3 C4 H4 119.4 . . ?
C3 C4 C5 121.3(2) . . ?
C5 C4 H4 119.4 . . ?
C4 C5 H5 119.7 . . ?
C6 C5 C4 120.6(2) . . ?
C6 C5 H5 119.7 . . ?
C5 C6 H6 120.3 . . ?
C5 C6 C7 119.4(2) . . ?
C7 C6 H6 120.3 . . ?
C2 C7 C6 119.8(2) . . ?
C2 C7 C8 116.7(2) . . ?
C6 C7 C8 123.5(2) . . ?
N1 C8 C7 123.1(2) . . ?
N1 C8 H8 118.5 . . ?
C7 C8 H8 118.5 . . ?
N3 C9 H9 118.3 . . ?
N3 C9 C10 123.5(2) . . ?
C10 C9 H9 118.3 . . ?
C11 C10 C9 123.3(2) . . ?
C11 C10 C15 120.4(2) . . ?
C15 C10 C9 116.25(19) . . ?
C10 C11 H11 120.3 . . ?
C12 C11 C10 119.4(2) . . ?
C12 C11 H11 120.3 . . ?
C11 C12 H12 119.9 . . ?
C11 C12 C13 120.3(2) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 H13 119.5 . . ?
C14 C13 C12 120.9(2) . . ?
C14 C13 H13 119.5 . . ?
C13 C14 H14 120.4 . . ?
C13 C14 C15 119.1(2) . . ?
C15 C14 H14 120.4 . . ?
C10 C15 C14 119.8(2) . . ?
C10 C15 C16 117.14(19) . . ?
C14 C15 C16 123.0(2) . . ?
N11 C16 C15 123.0(2) 2_755 . ?
N11 C16 H16 118.5 2_755 . ?
C15 C16 H16 118.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1A O6 0.81 2.07 2.817(3) 153.5 .
O2 H2 O5 0.70(3) 2.12(3) 2.797(2) 164(3) 1_655

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O3 N4 O4 48.0(3) . . . . ?
Cu1 O3 N4 O5 -132.07(17) . . . . ?
Cu1 N1 N2 C1 179.47(17) . . . . ?
Cu1 N1 C8 C7 -179.22(16) . . . . ?
Cu2 O4 N4 O3 -18.6(3) . . . . ?
Cu2 O4 N4 O5 161.47(16) . . . . ?
Cu2 N3 C9 C10 -164.67(17) . . . . ?
O3 Cu1 O2 Cu2 -47.09(10) . . . . ?
N1 Cu1 O2 Cu2 -138.82(10) . . . . ?
N1 N2 C1 C2 -0.1(4) . . . . ?
N2 N1 C8 C7 0.3(3) . . . . ?
N2 C1 C2 C3 -178.7(2) . . . . ?
N2 C1 C2 C7 0.0(4) . . . . ?
N3 C9 C10 C11 179.2(2) . . . . ?
N3 C9 C10 C15 1.5(3) . . . . ?
N11 Cu1 O2 Cu2 42.41(10) . . . . ?
N11 N3 C9 C10 1.8(3) 2_755 . . . ?
C1 C2 C3 C4 177.4(2) . . . . ?
C1 C2 C7 C6 -179.0(2) . . . . ?
C1 C2 C7 C8 0.2(3) . . . . ?
C2 C3 C4 C5 1.4(4) . . . . ?
C2 C7 C8 N1 -0.4(3) . . . . ?
C3 C2 C7 C6 -0.3(3) . . . . ?
C3 C2 C7 C8 178.9(2) . . . . ?
C3 C4 C5 C6 0.0(4) . . . . ?
C4 C5 C6 C7 -1.5(3) . . . . ?
C5 C6 C7 C2 1.6(3) . . . . ?
C5 C6 C7 C8 -177.5(2) . . . . ?
C6 C7 C8 N1 178.8(2) . . . . ?
C7 C2 C3 C4 -1.2(3) . . . . ?
C8 N1 N2 C1 -0.1(3) . . . . ?
C9 C10 C11 C12 -176.4(2) . . . . ?
C9 C10 C15 C14 176.3(2) . . . . ?
C9 C10 C15 C16 -3.3(3) . . . . ?
C10 C11 C12 C13 0.0(3) . . . . ?
C10 C15 C16 N11 2.0(3) . . . 2_755 ?
C11 C10 C15 C14 -1.4(3) . . . . ?
C11 C10 C15 C16 179.0(2) . . . . ?
C11 C12 C13 C14 -0.9(4) . . . . ?
C12 C13 C14 C15 0.6(3) . . . . ?
C13 C14 C15 C10 0.5(3) . . . . ?
C13 C14 C15 C16 -179.9(2) . . . . ?
C14 C15 C16 N11 -177.5(2) . . . 2_755 ?
C15 C10 C11 C12 1.2(3) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1 -8 -17 0.0116 -0.9895 -7.9468 -16.8966 0.0510 -0.2730 0.9707
-6 -7 -16 0.0204 -5.9610 -6.9541 -15.9066 0.4877 0.0711 0.8760
1 8 17 0.0337 0.9895 7.9468 16.8966 -0.0510 0.2730 -0.9707
-3 10 -10 0.0631 -2.9791 9.9357 -9.9418 -0.0715 0.9710 0.3335
3 -9 11 0.0829 2.9789 -8.9423 10.9356 0.0623 -0.9158 -0.3990
9 7 0 0.0233 8.9488 6.9560 0.0066 -0.9532 -0.0479 -0.0538
1 4 19 0.0466 0.9886 3.9726 18.8846 0.0598 -0.0215 -1.0105
-9 -6 3 0.0390 -8.9496 -5.9628 2.9750 0.9688 0.0785 -0.1123
-6 9 -1 0.0546 -6.0000 9.0000 -1.0000 0.3308 0.9723 -0.1225

_olex2_submission_special_instructions 'No special instructions were received'
_cell_oxdiff_length_a            6.9579(2)
_cell_oxdiff_length_b            10.1787(2)
_cell_oxdiff_length_c            13.4465(3)
_cell_oxdiff_angle_alpha         82.8821(18)
_cell_oxdiff_angle_beta          81.364(2)
_cell_oxdiff_angle_gamma         73.620(2)
_cell_oxdiff_volume              899.97(4)
_cell_oxdiff_measurement_reflns_used 12831



