# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_FJU-101
_database_code_depnum_ccdc_archive 'CCDC 1847821'
_audit_update_record             
;
2018-06-15 deposited with the CCDC.
2018-10-02 downloaded from the CCDC.
;
_audit_creation_date             2017-09-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C15 H7 Cu N O7'
_chemical_formula_sum            'C15 H7 Cu N O7'
_chemical_formula_weight         376.76
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C N H O Cu Co'
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'
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'

_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      tetragonal
_space_group_IT_number           90
_space_group_name_H-M_alt        'P 4 21 2'
_space_group_name_Hall           'P 4ab 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y+1/2, x+1/2, z'
'x+1/2, -y+1/2, -z'
'-x, -y, z'
'-y, -x, -z'
'y, x, -z'
'y+1/2, -x+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   18.2466(3)
_cell_length_b                   18.2466(3)
_cell_length_c                   16.9110(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5630.3(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5130
_cell_measurement_temperature    150
_cell_measurement_theta_max      69.3100
_cell_measurement_theta_min      3.5310
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.296
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36478
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    0.889
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1512
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.15
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0794
_diffrn_reflns_av_unetI/netI     0.0658
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            27461
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         73.804
_diffrn_reflns_theta_min         3.563
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5148
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -74.00   35.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.3249   77.0000  -90.0000 109

#__ type_ start__ end____ width___ exp.time_
  2 omega    9.00  117.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       41.3249   77.0000  150.0000 108

#__ type_ start__ end____ width___ exp.time_
  3 omega   74.00  178.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3615   77.0000   90.0000 104

#__ type_ start__ end____ width___ exp.time_
  4 omega   74.00  178.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3615   77.0000 -180.0000 104

#__ type_ start__ end____ width___ exp.time_
  5 omega   74.00  178.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3615   77.0000  -90.0000 104

#__ type_ start__ end____ width___ exp.time_
  6 omega   74.00  178.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3615   77.0000 -150.0000 104

#__ type_ start__ end____ width___ exp.time_
  7 omega  -50.00   33.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.3249   38.0000  120.0000 83

#__ type_ start__ end____ width___ exp.time_
  8 omega    9.00  117.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       41.3249   77.0000  -30.0000 108

#__ type_ start__ end____ width___ exp.time_
  9 omega   78.00  103.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3615   30.0000   30.0000 25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0178202000
_diffrn_orient_matrix_UB_12      0.0030713000
_diffrn_orient_matrix_UB_13      0.0890107000
_diffrn_orient_matrix_UB_21      -0.0709840000
_diffrn_orient_matrix_UB_22      -0.0425299000
_diffrn_orient_matrix_UB_23      0.0183000000
_diffrn_orient_matrix_UB_31      0.0421697000
_diffrn_orient_matrix_UB_32      -0.0727901000
_diffrn_orient_matrix_UB_33      -0.0069138000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.744
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.985
_reflns_number_gt                3955
_reflns_number_total             5627
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.722
_refine_diff_density_min         -0.476
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details 
;
 Flack x determined using 1304 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.49(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.941
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         5627
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0754
_refine_ls_R_factor_gt           0.0513
_refine_ls_restrained_S_all      0.941
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0720P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1228
_refine_ls_wR_factor_ref         0.1333
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Riding coordinates:
 O7(H7A,H7B)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C3(H3), C7(H7), C11(H11), C15(H15)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
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 0.20141(4) 0.72434(4) 1.05321(5) 0.0392(2) Uani 1 1 d . . . A 1
O1 O 0.2330(2) 0.6431(2) 0.9850(2) 0.0480(10) Uani 1 1 d . . . . .
O3 O 0.2454(2) 0.3807(2) 0.9832(2) 0.0463(10) Uani 1 1 d . . . . .
O2 O 0.2891(2) 0.7074(2) 0.8899(2) 0.0590(11) Uani 1 1 d . . . . .
O4 O 0.3129(3) 0.3198(2) 0.8928(2) 0.0590(12) Uani 1 1 d . . . . .
C6 C 0.3365(4) 0.4507(3) 0.8078(3) 0.0571(17) Uani 1 1 d . . . . .
H6 H 0.3552 0.4085 0.7843 0.069 Uiso 1 1 calc R . . . .
C4 C 0.2986(3) 0.4466(3) 0.8803(3) 0.0473(14) Uani 1 1 d . . . . .
C3 C 0.2767(3) 0.5123(3) 0.9154(3) 0.0466(13) Uani 1 1 d . . . . .
H3 H 0.2533 0.5112 0.9643 0.056 Uiso 1 1 calc R . . . .
O5 O 0.4736(3) 0.5903(3) 0.7429(3) 0.0892(18) Uani 1 1 d . . . . .
N1 N 0.3767(4) 0.5212(3) 0.6931(3) 0.0728(18) Uani 1 1 d . . . . .
C7 C 0.3218(3) 0.5812(3) 0.8070(4) 0.0558(16) Uani 1 1 d . . . . .
H7 H 0.3282 0.6257 0.7810 0.067 Uiso 1 1 calc R . . . .
C5 C 0.2866(3) 0.3783(3) 0.9223(3) 0.0451(14) Uani 1 1 d . . . . .
C8 C 0.3454(4) 0.5166(4) 0.7731(3) 0.0556(16) Uani 1 1 d . . . . .
C1 C 0.2685(3) 0.6495(3) 0.9223(3) 0.0409(12) Uani 1 1 d . . . . .
C12 C 0.4588(4) 0.5915(4) 0.6025(4) 0.0614(18) Uani 1 1 d . . . . .
O6 O 0.2891(4) 0.4502(4) 0.6426(3) 0.114(2) Uani 1 1 d . . . . .
C2 C 0.2890(4) 0.5787(3) 0.8792(4) 0.0514(15) Uani 1 1 d . . . . .
C10 C 0.4396(4) 0.5706(4) 0.6848(4) 0.0659(19) Uani 1 1 d . . . . .
C11 C 0.5105(5) 0.6421(5) 0.5917(4) 0.078(2) Uani 1 1 d . . . . .
H11 H 0.5350 0.6620 0.6349 0.094 Uiso 1 1 calc R . . . .
C9 C 0.3398(5) 0.4917(5) 0.6304(4) 0.075(2) Uani 1 1 d . . . . .
C15 C 0.3346(6) 0.4721(5) 0.4869(5) 0.095(3) Uani 1 1 d . . . . .
H15 H 0.2969 0.4385 0.4950 0.114 Uiso 1 1 calc R . . . .
C14 C 0.3673(4) 0.5043(3) 0.5491(4) 0.0641(17) Uani 1 1 d . . . . .
C13 C 0.4217(4) 0.5558(4) 0.5376(3) 0.0660(18) Uani 1 1 d . . . . .
O7 O 0.1366(3) 0.6611(3) 1.1354(3) 0.0793(15) Uani 1 1 d . . . . .
H7A H 0.1183 0.6892 1.1703 0.119 Uiso 1 1 d R . . A .
H7B H 0.1024 0.6397 1.1103 0.119 Uiso 1 1 d R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 Cu1 2.6285(14) 5_667 ?
Cu1 O1 1.965(4) . ?
Cu1 O3 1.948(4) 2 ?
Cu1 O2 1.937(4) 5_667 ?
Cu1 O4 1.984(4) 8_557 ?
Cu1 O7 2.159(4) . ?
O1 C1 1.247(6) . ?
O3 Cu1 1.948(4) 7_455 ?
O3 C5 1.276(6) . ?
O2 Cu1 1.937(4) 5_667 ?
O2 C1 1.250(6) . ?
O4 Cu1 1.984(4) 8_547 ?
O4 C5 1.273(6) . ?
C6 C4 1.411(8) . ?
C6 C8 1.348(9) . ?
C4 C3 1.396(7) . ?
C4 C5 1.452(8) . ?
C3 C2 1.375(8) . ?
O5 C10 1.217(9) . ?
N1 C8 1.470(7) . ?
N1 C10 1.466(10) . ?
N1 C9 1.368(9) . ?
C7 C8 1.381(9) . ?
C7 C2 1.361(8) . ?
C1 C2 1.530(8) . ?
C12 C10 1.485(8) . ?
C12 C11 1.332(11) . ?
C12 C13 1.444(10) . ?
O6 C9 1.213(9) . ?
C11 C15 1.433(9) 5_666 ?
C9 C14 1.481(8) . ?
C15 C11 1.433(9) 5_666 ?
C15 C14 1.345(10) . ?
C14 C13 1.381(10) . ?
C13 C13 1.399(12) 5_666 ?

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 Cu1 80.54(12) . 5_667 ?
O1 Cu1 O4 166.25(16) . 8_557 ?
O1 Cu1 O7 97.79(18) . . ?
O3 Cu1 Cu1 83.01(11) 2 5_667 ?
O3 Cu1 O1 91.04(16) 2 . ?
O3 Cu1 O4 90.29(18) 2 8_557 ?
O3 Cu1 O7 94.34(17) 2 . ?
O2 Cu1 Cu1 87.87(12) 5_667 5_667 ?
O2 Cu1 O1 86.77(18) 5_667 . ?
O2 Cu1 O3 170.86(16) 5_667 2 ?
O2 Cu1 O4 89.77(19) 5_667 8_557 ?
O2 Cu1 O7 94.76(18) 5_667 . ?
O4 Cu1 Cu1 86.04(11) 8_557 5_667 ?
O4 Cu1 O7 95.75(18) 8_557 . ?
O7 Cu1 Cu1 176.82(14) . 5_667 ?
C1 O1 Cu1 125.5(4) . . ?
C5 O3 Cu1 125.5(3) . 7_455 ?
C1 O2 Cu1 118.1(3) . 5_667 ?
C5 O4 Cu1 120.4(3) . 8_547 ?
C8 C6 C4 119.0(6) . . ?
C6 C4 C5 122.9(5) . . ?
C3 C4 C6 117.7(5) . . ?
C3 C4 C5 119.1(5) . . ?
C2 C3 C4 121.3(5) . . ?
C10 N1 C8 115.4(6) . . ?
C9 N1 C8 119.9(6) . . ?
C9 N1 C10 123.6(6) . . ?
C2 C7 C8 118.8(5) . . ?
O3 C5 C4 117.0(5) . . ?
O4 C5 O3 124.6(5) . . ?
O4 C5 C4 118.2(5) . . ?
C6 C8 N1 119.9(6) . . ?
C6 C8 C7 122.9(5) . . ?
C7 C8 N1 117.0(6) . . ?
O1 C1 O2 127.4(5) . . ?
O1 C1 C2 117.0(5) . . ?
O2 C1 C2 115.6(5) . . ?
C11 C12 C10 118.2(7) . . ?
C11 C12 C13 122.7(6) . . ?
C13 C12 C10 119.1(6) . . ?
C3 C2 C1 119.4(5) . . ?
C7 C2 C3 120.1(5) . . ?
C7 C2 C1 120.4(5) . . ?
O5 C10 N1 120.2(6) . . ?
O5 C10 C12 124.1(7) . . ?
N1 C10 C12 115.6(6) . . ?
C12 C11 C15 119.4(7) . 5_666 ?
N1 C9 C14 119.4(7) . . ?
O6 C9 N1 119.3(6) . . ?
O6 C9 C14 120.9(7) . . ?
C14 C15 C11 119.8(8) . 5_666 ?
C15 C14 C9 120.5(7) . . ?
C15 C14 C13 120.4(6) . . ?
C13 C14 C9 118.7(6) . . ?
C14 C13 C12 122.5(6) . . ?
C14 C13 C13 122.6(9) . 5_666 ?
C13 C13 C12 115.0(9) 5_666 . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_FJU-102-Cu
_database_code_depnum_ccdc_archive 'CCDC 1849673'
_audit_update_record             
;
2018-06-15 deposited with the CCDC.
2018-10-02 downloaded from the CCDC.
;
_audit_creation_date             2017-09-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         '0.13(C152 H112 Cu8 N16 O56)'
_chemical_formula_sum            'C19 H14 Cu N2 O7'
_chemical_formula_weight         445.86
_chemical_melting_point          ?
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'
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'

_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      orthorhombic
_space_group_IT_number           74
_space_group_name_H-M_alt        'I m m a'
_space_group_name_Hall           '-I 2b 2'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y+1/2, z'
'x, -y, -z'
'-x, y+1/2, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x+1/2, y+1, -z+1/2'
'-x, -y, -z'
'x, y-1/2, -z'
'-x, y, z'
'x, -y-1/2, z'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, y, -z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y, z+1/2'

_cell_length_a                   15.2262(5)
_cell_length_b                   36.4417(13)
_cell_length_c                   10.3313(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5732.5(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5507
_cell_measurement_temperature    150
_cell_measurement_theta_max      72.4160
_cell_measurement_theta_min      4.4150
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.348
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.033
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1816
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_av_unetI/netI     0.0293
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       44
_diffrn_reflns_limit_k_min       -44
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            14265
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         73.854
_diffrn_reflns_theta_min         4.448
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2451
_reflns_number_total             2997
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.400
_refine_diff_density_min         -0.463
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     153
_refine_ls_number_reflns         2997
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0412
_refine_ls_restrained_S_all      1.106
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0770P)²+1.0330P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1189
_refine_ls_wR_factor_ref         0.1241
_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. Uiso/Uaniso restraints and constraints
O4 \\sim C11 \\sim C10 \\sim N2 \\sim C12 \\sim C13: within 1.7A with sigma of
0.04 and sigma for terminal atoms of 0.08
Uanis(C12) \\sim Ueq, Uanis(N2) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C13)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3. Others
 Fixed Sof: C11(0.5) H13A(0.5) H13B(0.5) H13C(0.5) C10(0.5) H10A(0.5)
 H10B(0.5) H10C(0.5) C12(0.5) H12A(0.5) H12B(0.5) H12C(0.5)
4.a Riding coordinates:
 C13(H13A,H13B,H13C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C9(H9)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.5000 0.47470(2) 0.09320(4) 0.02925(15) Uani 1 2 d S T P . .
O1 O 0.40758(9) 0.50713(4) 0.15982(16) 0.0422(3) Uani 1 1 d . . . . .
O2 O 0.41141(10) 0.55122(4) 0.00731(16) 0.0445(4) Uani 1 1 d . . . . .
C1 C 0.38298(13) 0.53701(5) 0.1095(2) 0.0363(4) Uani 1 1 d . . . . .
C7 C 0.2500 0.73048(7) 0.2500 0.0461(7) Uani 1 2 d S T P . .
C3 C 0.2500 0.53847(7) 0.2500 0.0367(6) Uani 1 2 d S T P . .
H3 H 0.2500 0.5130 0.2500 0.044 Uiso 1 2 calc RS T P . .
N1 N 0.2500 0.65386(6) 0.2500 0.0466(7) Uani 1 2 d S T P . .
C2 C 0.31284(12) 0.55736(5) 0.1803(2) 0.0371(4) Uani 1 1 d . . . . .
O3 O 0.1488(2) 0.65331(5) 0.0900(3) 0.0962(9) Uani 1 1 d . . . . .
C4 C 0.31157(14) 0.59569(5) 0.1772(2) 0.0429(5) Uani 1 1 d . . . . .
H4 H 0.3517 0.6086 0.1267 0.051 Uiso 1 1 calc R . . . .
C5 C 0.2500 0.61405(7) 0.2500 0.0446(7) Uani 1 2 d S T P . .
C8 C 0.19441(17) 0.71194(6) 0.1632(3) 0.0548(6) Uani 1 1 d . . . . .
C6 C 0.19466(19) 0.67103(6) 0.1624(3) 0.0574(6) Uani 1 1 d . . . . .
C9 C 0.1407(2) 0.73050(7) 0.0821(4) 0.0774(10) Uani 1 1 d . . . . .
H9 H 0.1037 0.7177 0.0263 0.093 Uiso 1 1 calc R . . . .
O4 O 0.5000 0.43862(6) 0.2532(2) 0.0551(6) Uani 1 2 d S TU P . .
N2 N 0.5000 0.43676(16) 0.4659(4) 0.1123(18) Uani 1 2 d S TU P . .
C11 C 0.5272(3) 0.43738(13) 0.3606(5) 0.0528(13) Uani 0.5 1 d . U . . .
C13 C 0.5000 0.4284(3) 0.5959(6) 0.178(5) Uani 1 2 d S TU P . .
H13A H 0.5594 0.4258 0.6256 0.267 Uiso 0.5 1 d R . . . .
H13B H 0.4693 0.4453 0.6507 0.267 Uiso 0.5 1 d R . . . .
H13C H 0.4713 0.4049 0.5986 0.267 Uiso 0.5 1 d R . . . .
C10 C 0.6303(6) 0.4339(3) 0.3613(10) 0.098(2) Uani 0.5 1 d . U . . .
H10A H 0.6512 0.4331 0.4489 0.148 Uiso 0.5 1 d R . . . .
H10B H 0.6470 0.4118 0.3172 0.148 Uiso 0.5 1 d R . . . .
H10C H 0.6555 0.4546 0.3177 0.148 Uiso 0.5 1 d R . . . .
C12 C 0.3886(7) 0.4415(4) 0.4560(12) 0.126(4) Uani 0.5 1 d . U . . .
H12A H 0.3723 0.4502 0.3715 0.190 Uiso 0.5 1 d R . . . .
H12B H 0.3664 0.4171 0.4685 0.190 Uiso 0.5 1 d R . . . .
H12C H 0.3643 0.4575 0.5206 0.190 Uiso 0.5 1 d R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 Cu1 2.6659(7) 9_665 ?
Cu1 O1 1.9624(14) 11_655 ?
Cu1 O1 1.9623(14) . ?
Cu1 O2 1.9469(15) 9_665 ?
Cu1 O2 1.9469(15) 3_565 ?
Cu1 O4 2.112(2) . ?
O1 C1 1.263(3) . ?
O2 Cu1 1.9468(15) 9_665 ?
O2 C1 1.253(3) . ?
C1 C2 1.492(3) . ?
C7 C7 1.423(5) 13_565 ?
C7 C8 1.406(3) . ?
C7 C8 1.406(3) 8_545 ?
C3 C2 1.381(2) 8_545 ?
C3 C2 1.381(2) . ?
N1 C5 1.451(3) . ?
N1 C6 1.386(3) 8_545 ?
N1 C6 1.386(3) . ?
C2 C4 1.397(3) . ?
O3 C6 1.210(4) . ?
C4 C5 1.376(2) . ?
C5 C4 1.376(2) 8_545 ?
C8 C6 1.491(3) . ?
C8 C9 1.353(4) . ?
C9 C9 1.422(5) 12_575 ?
O4 C11 1.186(5) 11_655 ?
O4 C11 1.186(5) . ?
N2 C11 1.164(6) 11_655 ?
N2 C11 1.164(6) . ?
N2 C13 1.377(8) . ?
N2 C12 1.708(10) 11_655 ?
N2 C12 1.708(10) . ?
C11 C11 0.829(10) 11_655 ?
C11 C10 1.574(10) . ?
C11 C12 1.624(11) 11_655 ?
C10 C12 1.057(15) 11_655 ?
C12 C11 1.624(10) 11_655 ?
C12 C10 1.057(15) 11_655 ?

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 Cu1 80.61(5) . 9_665 ?
O1 Cu1 Cu1 80.61(5) 11_655 9_665 ?
O1 Cu1 O1 91.63(9) . 11_655 ?
O1 Cu1 O4 95.77(7) 11_655 . ?
O1 Cu1 O4 95.76(7) . . ?
O2 Cu1 Cu1 87.15(5) 9_665 9_665 ?
O2 Cu1 Cu1 87.15(5) 3_565 9_665 ?
O2 Cu1 O1 167.47(7) 3_565 11_655 ?
O2 Cu1 O1 89.00(7) 9_665 11_655 ?
O2 Cu1 O1 89.00(7) 3_565 . ?
O2 Cu1 O1 167.48(7) 9_665 . ?
O2 Cu1 O2 87.72(10) 3_565 9_665 ?
O2 Cu1 O4 96.62(7) 3_565 . ?
O2 Cu1 O4 96.62(7) 9_665 . ?
O4 Cu1 Cu1 174.75(7) . 9_665 ?
C1 O1 Cu1 125.97(14) . . ?
C1 O2 Cu1 119.22(13) . 9_665 ?
O1 C1 C2 116.04(18) . . ?
O2 C1 O1 126.90(19) . . ?
O2 C1 C2 117.05(18) . . ?
C8 C7 C7 118.73(14) 8_545 13_565 ?
C8 C7 C7 118.72(14) . 13_565 ?
C8 C7 C8 122.6(3) . 8_545 ?
C2 C3 C2 120.2(2) . 8_545 ?
C6 N1 C5 116.83(13) . . ?
C6 N1 C5 116.82(13) 8_545 . ?
C6 N1 C6 126.3(3) . 8_545 ?
C3 C2 C1 120.24(17) . . ?
C3 C2 C4 120.05(18) . . ?
C4 C2 C1 119.71(18) . . ?
C5 C4 C2 118.88(19) . . ?
C4 C5 N1 119.10(13) 8_545 . ?
C4 C5 N1 119.10(13) . . ?
C4 C5 C4 121.8(3) . 8_545 ?
C7 C8 C6 118.9(2) . . ?
C9 C8 C7 121.3(2) . . ?
C9 C8 C6 119.9(2) . . ?
N1 C6 C8 116.7(2) . . ?
O3 C6 N1 120.9(2) . . ?
O3 C6 C8 122.4(3) . . ?
C8 C9 C9 119.99(15) . 12_575 ?
C11 O4 Cu1 139.1(3) 11_655 . ?
C11 O4 Cu1 139.1(3) . . ?
C11 O4 C11 40.9(5) 11_655 . ?
C11 N2 C11 41.7(5) 11_655 . ?
C11 N2 C13 156.2(4) 11_655 . ?
C11 N2 C13 156.2(4) . . ?
C11 N2 C12 65.7(5) . 11_655 ?
C11 N2 C12 107.2(6) 11_655 11_655 ?
C11 N2 C12 107.2(6) . . ?
C11 N2 C12 65.7(5) 11_655 . ?
C13 N2 C12 94.6(5) . 11_655 ?
C13 N2 C12 94.6(5) . . ?
C12 N2 C12 166.4(9) 11_655 . ?
O4 C11 C10 110.8(5) . . ?
O4 C11 C12 147.2(6) . 11_655 ?
N2 C11 O4 138.7(5) . . ?
N2 C11 C10 110.5(5) . . ?
N2 C11 C12 73.5(5) . 11_655 ?
C11 C11 O4 69.5(2) 11_655 . ?
C11 C11 N2 69.1(2) 11_655 . ?
C11 C11 C10 175.4(4) 11_655 . ?
C11 C11 C12 142.1(5) 11_655 11_655 ?
C10 C11 C12 38.6(5) . 11_655 ?
C12 C10 C11 73.2(8) 11_655 . ?
C11 C12 N2 40.8(3) 11_655 . ?
C10 C12 N2 107.4(10) 11_655 . ?
C10 C12 C11 68.2(8) 11_655 11_655 ?


_olex2_submission_special_instructions 'No special instructions were received'
