# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_CuL-3
_database_code_depnum_ccdc_archive 'CCDC 2079540'
loop_
_audit_author_name
_audit_author_address
'Jia-Ni Lu'
;Nanjing Normal University
China
;
_audit_update_record             
;
2021-04-23 deposited with the CCDC.	2021-09-22 downloaded from the CCDC.
;
_audit_creation_date             2020-12-22
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H24 Cu3 N12, Cl2 Cu'
_chemical_formula_sum            'C22 H24 Cl2 Cu4 N12'
_chemical_formula_weight         781.59
_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 0.0033 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-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                   24.259(5)
_cell_length_b                   9.6320(18)
_cell_length_c                   14.083(3)
_cell_angle_alpha                90
_cell_angle_beta                 120.379(5)
_cell_angle_gamma                90
_cell_volume                     2838.8(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3717
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      24.33
_cell_measurement_theta_min      2.33
_shelx_estimated_absorpt_T_max   0.878
_shelx_estimated_absorpt_T_min   0.699
_exptl_absorpt_coefficient_mu    3.182
_exptl_absorpt_correction_T_max  0.745
_exptl_absorpt_correction_T_min  0.616
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.

Final HKLF 4 output contains 17966 reflections, Rint = 0.0457
 (7649 with I > 3sig(I), Rint = 0.0331)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.829
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1560
_exptl_crystal_size_max          0.121
_exptl_crystal_size_mid          0.113
_exptl_crystal_size_min          0.042
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0526
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3156
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.489
_diffrn_reflns_theta_min         1.946
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2305
_reflns_number_total             3156
_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.552
_refine_diff_density_min         -0.383
_refine_diff_density_rms         0.093
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     194
_refine_ls_number_reflns         3156
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0741
_refine_ls_R_factor_gt           0.0434
_refine_ls_restrained_S_all      1.046
_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)+(0.0526P)²+1.7240P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0943
_refine_ls_wR_factor_ref         0.1047
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.6739(14)
 0.3261(14)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
3. Others
 Sof(H7BC)=Sof(H7BD)=Sof(H5BC)=Sof(H5BD)=Sof(C6B)=Sof(H6BA)=Sof(H6BB)=1-FVAR(1)
 Sof(H7AA)=Sof(H7AB)=Sof(H5AA)=Sof(H5AB)=Sof(C6A)=Sof(H6AA)=Sof(H6AB)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C7(H7AA,H7AB), C7(H7BC,H7BD), C5(H5AA,H5AB), C5(H5BC,H5BD), C6A(H6AA,H6AB),
 C6B(H6BA,H6BB)
4.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C11(H11), C4(H4), C10(H10), C1(H1), C2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Cu2 Cu 0.22698(2) 0.58335(5) 0.37844(4) 0.03018(15) Uani 1 1 d . . . . .
Cu1 Cu 0.500000 0.58513(9) 0.750000 0.0586(3) Uani 1 2 d S T P . .
Cu3 Cu 0.000000 0.000000 0.000000 0.0858(4) Uani 1 2 d S . P . .
Cl1 Cl 0.02379(9) 0.2035(2) 0.05695(13) 0.1077(7) Uani 1 1 d . . . . .
N5 N 0.23403(15) 0.7402(3) 0.2911(2) 0.0285(7) Uani 1 1 d . . . . .
N4 N 0.13358(16) 0.5972(4) 0.2628(3) 0.0355(8) Uani 1 1 d . . . . .
N2 N 0.31177(15) 0.5945(3) 0.5200(2) 0.0322(8) Uani 1 1 d . . . . .
N6 N 0.24348(17) 0.9116(3) 0.1924(3) 0.0353(8) Uani 1 1 d . . . . .
N3 N 0.20514(17) 0.4639(4) 0.4732(3) 0.0430(9) Uani 1 1 d . . . . .
C3 C 0.3120(2) 0.5026(4) 0.5958(3) 0.0378(10) Uani 1 1 d . . . . .
N1 N 0.41139(18) 0.5772(4) 0.6625(3) 0.0469(10) Uani 1 1 d . . . . .
C9 C 0.17462(18) 0.7693(4) 0.2025(3) 0.0310(9) Uani 1 1 d . . . . .
C8 C 0.12242(19) 0.6908(4) 0.1909(3) 0.0359(10) Uani 1 1 d . . . . .
H8 H 0.081214 0.706742 0.132809 0.043 Uiso 1 1 calc R U . . .
C11 C 0.2730(2) 0.8286(4) 0.2810(3) 0.0325(9) Uani 1 1 d . . . . .
H11 H 0.316726 0.832488 0.330726 0.039 Uiso 1 1 calc R U . . .
C4 C 0.2530(2) 0.4391(5) 0.5683(3) 0.0458(12) Uani 1 1 d . . . . .
H4 H 0.249376 0.381530 0.617843 0.055 Uiso 1 1 calc R U . . .
C10 C 0.1810(2) 0.8757(4) 0.1434(3) 0.0356(10) Uani 1 1 d . . . . .
H10 H 0.147946 0.916104 0.080246 0.043 Uiso 1 1 calc R U . . .
C1 C 0.37143(19) 0.6353(5) 0.5629(3) 0.0400(11) Uani 1 1 d . . . . .
H1 H 0.384914 0.697714 0.528409 0.048 Uiso 1 1 calc R U . . .
C2 C 0.3733(2) 0.4941(5) 0.6827(3) 0.0480(12) Uani 1 1 d . . . . .
H2 H 0.386611 0.440228 0.745364 0.058 Uiso 1 1 calc R U . . .
C7 C 0.0804(2) 0.5145(6) 0.2542(4) 0.0604(15) Uani 1 1 d . . . . .
H7AA H 0.052556 0.487757 0.178014 0.072 Uiso 0.573(18) 1 calc R U P A 1
H7AB H 0.055649 0.571433 0.276051 0.072 Uiso 0.573(18) 1 calc R U P A 1
H7BC H 0.074669 0.433169 0.209539 0.072 Uiso 0.427(18) 1 calc R U P A 2
H7BD H 0.041491 0.569096 0.216624 0.072 Uiso 0.427(18) 1 calc R U P A 2
C5 C 0.1430(3) 0.3991(7) 0.4388(5) 0.0745(19) Uani 1 1 d . . . . .
H5AA H 0.150258 0.306672 0.470208 0.089 Uiso 0.573(18) 1 calc R U P A 1
H5AB H 0.121507 0.452563 0.469047 0.089 Uiso 0.573(18) 1 calc R U P A 1
H5BC H 0.142688 0.307921 0.409384 0.089 Uiso 0.427(18) 1 calc R U P A 2
H5BD H 0.139565 0.385586 0.503921 0.089 Uiso 0.427(18) 1 calc R U P A 2
C6A C 0.1017(5) 0.3888(13) 0.3229(8) 0.052(4) Uani 0.573(18) 1 d . . P A 1
H6AA H 0.063725 0.339520 0.310317 0.063 Uiso 0.573(18) 1 calc R U P A 1
H6AB H 0.122908 0.330115 0.295071 0.063 Uiso 0.573(18) 1 calc R U P A 1
C6B C 0.0897(5) 0.469(2) 0.3628(13) 0.054(5) Uani 0.427(18) 1 d . . P A 2
H6BA H 0.086378 0.550995 0.399032 0.065 Uiso 0.427(18) 1 calc R U P A 2
H6BB H 0.053435 0.410363 0.346989 0.065 Uiso 0.427(18) 1 calc R U P A 2


_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
Cu2 N5 2.009(3) . ?
Cu2 N4 2.018(3) . ?
Cu2 N2 2.017(3) . ?
Cu2 N6 2.228(3) 4_545 ?
Cu2 N3 2.025(4) . ?
Cu1 N1 1.862(4) . ?
Cu1 N1 1.862(4) 2_656 ?
Cu3 Cl1 2.0856(19) . ?
Cu3 Cl1 2.0856(19) 5 ?
N5 C9 1.376(4) . ?
N5 C11 1.333(5) . ?
N4 C8 1.279(5) . ?
N4 C7 1.469(6) . ?
N2 C3 1.385(5) . ?
N2 C1 1.315(5) . ?
N6 C11 1.344(5) . ?
N6 C10 1.354(5) . ?
N3 C4 1.275(5) . ?
N3 C5 1.470(6) . ?
C3 C4 1.417(6) . ?
C3 C2 1.369(5) . ?
N1 C1 1.358(5) . ?
N1 C2 1.357(6) . ?
C9 C8 1.412(5) . ?
C9 C10 1.377(5) . ?
C8 H8 0.9300 . ?
C11 H11 0.9300 . ?
C4 H4 0.9300 . ?
C10 H10 0.9300 . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C7 H7AA 0.9700 . ?
C7 H7AB 0.9700 . ?
C7 H7BC 0.9700 . ?
C7 H7BD 0.9700 . ?
C7 C6A 1.471(11) . ?
C7 C6B 1.494(15) . ?
C5 H5AA 0.9700 . ?
C5 H5AB 0.9700 . ?
C5 H5BC 0.9700 . ?
C5 H5BD 0.9700 . ?
C5 C6A 1.422(11) . ?
C5 C6B 1.364(13) . ?
C6A H6AA 0.9700 . ?
C6A H6AB 0.9700 . ?
C6B H6BA 0.9700 . ?
C6B H6BB 0.9700 . ?

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
N5 Cu2 N4 82.23(13) . . ?
N5 Cu2 N2 101.83(13) . . ?
N5 Cu2 N6 97.94(13) . 4_545 ?
N5 Cu2 N3 164.20(15) . . ?
N4 Cu2 N6 99.91(14) . 4_545 ?
N4 Cu2 N3 90.46(14) . . ?
N2 Cu2 N4 164.07(14) . . ?
N2 Cu2 N6 94.81(12) . 4_545 ?
N2 Cu2 N3 81.65(14) . . ?
N3 Cu2 N6 97.10(15) . 4_545 ?
N1 Cu1 N1 175.3(2) 2_656 . ?
Cl1 Cu3 Cl1 180.0 . 5 ?
C9 N5 Cu2 109.5(3) . . ?
C11 N5 Cu2 146.2(3) . . ?
C11 N5 C9 104.3(3) . . ?
C8 N4 Cu2 112.8(3) . . ?
C8 N4 C7 119.5(4) . . ?
C7 N4 Cu2 127.7(3) . . ?
C3 N2 Cu2 109.4(3) . . ?
C1 N2 Cu2 143.6(3) . . ?
C1 N2 C3 105.3(3) . . ?
C11 N6 Cu2 135.7(3) . 4 ?
C11 N6 C10 104.8(3) . . ?
C10 N6 Cu2 119.5(3) . 4 ?
C4 N3 Cu2 113.3(3) . . ?
C4 N3 C5 120.3(4) . . ?
C5 N3 Cu2 126.2(3) . . ?
N2 C3 C4 117.1(4) . . ?
C2 C3 N2 107.8(4) . . ?
C2 C3 C4 135.1(4) . . ?
C1 N1 Cu1 130.5(4) . . ?
C2 N1 Cu1 124.5(3) . . ?
C2 N1 C1 104.7(4) . . ?
N5 C9 C8 117.5(3) . . ?
N5 C9 C10 108.2(3) . . ?
C10 C9 C8 134.2(4) . . ?
N4 C8 C9 117.9(3) . . ?
N4 C8 H8 121.0 . . ?
C9 C8 H8 121.0 . . ?
N5 C11 N6 113.9(4) . . ?
N5 C11 H11 123.0 . . ?
N6 C11 H11 123.0 . . ?
N3 C4 C3 117.6(4) . . ?
N3 C4 H4 121.2 . . ?
C3 C4 H4 121.2 . . ?
N6 C10 C9 108.8(3) . . ?
N6 C10 H10 125.6 . . ?
C9 C10 H10 125.6 . . ?
N2 C1 N1 113.3(4) . . ?
N2 C1 H1 123.3 . . ?
N1 C1 H1 123.3 . . ?
C3 C2 H2 125.5 . . ?
N1 C2 C3 109.0(4) . . ?
N1 C2 H2 125.5 . . ?
N4 C7 H7AA 109.0 . . ?
N4 C7 H7AB 109.0 . . ?
N4 C7 H7BC 108.8 . . ?
N4 C7 H7BD 108.8 . . ?
N4 C7 C6A 112.9(5) . . ?
N4 C7 C6B 113.8(6) . . ?
H7AA C7 H7AB 107.8 . . ?
H7BC C7 H7BD 107.7 . . ?
C6A C7 H7AA 109.0 . . ?
C6A C7 H7AB 109.0 . . ?
C6B C7 H7BC 108.8 . . ?
C6B C7 H7BD 108.8 . . ?
N3 C5 H5AA 108.6 . . ?
N3 C5 H5AB 108.6 . . ?
N3 C5 H5BC 108.0 . . ?
N3 C5 H5BD 108.0 . . ?
H5AA C5 H5AB 107.6 . . ?
H5BC C5 H5BD 107.2 . . ?
C6A C5 N3 114.6(6) . . ?
C6A C5 H5AA 108.6 . . ?
C6A C5 H5AB 108.6 . . ?
C6B C5 N3 117.2(7) . . ?
C6B C5 H5BC 108.0 . . ?
C6B C5 H5BD 108.0 . . ?
C7 C6A H6AA 107.2 . . ?
C7 C6A H6AB 107.2 . . ?
C5 C6A C7 120.4(10) . . ?
C5 C6A H6AA 107.2 . . ?
C5 C6A H6AB 107.2 . . ?
H6AA C6A H6AB 106.9 . . ?
C7 C6B H6BA 106.6 . . ?
C7 C6B H6BB 106.6 . . ?
C5 C6B C7 122.8(13) . . ?
C5 C6B H6BA 106.6 . . ?
C5 C6B H6BB 106.6 . . ?
H6BA C6B H6BB 106.6 . . ?

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
Cu2 N5 C9 C8 1.3(4) . . . . ?
Cu2 N5 C9 C10 -179.2(3) . . . . ?
Cu2 N5 C11 N6 177.4(3) . . . . ?
Cu2 N4 C8 C9 -0.7(5) . . . . ?
Cu2 N4 C7 C6A -15.5(10) . . . . ?
Cu2 N4 C7 C6B 31.0(12) . . . . ?
Cu2 N2 C3 C4 -9.7(5) . . . . ?
Cu2 N2 C3 C2 169.2(3) . . . . ?
Cu2 N2 C1 N1 -162.1(3) . . . . ?
Cu2 N6 C11 N5 178.5(3) 4 . . . ?
Cu2 N6 C10 C9 -179.2(3) 4 . . . ?
Cu2 N3 C4 C3 3.3(5) . . . . ?
Cu2 N3 C5 C6A 18.3(10) . . . . ?
Cu2 N3 C5 C6B -32.3(14) . . . . ?
Cu1 N1 C1 N2 172.9(3) . . . . ?
Cu1 N1 C2 C3 -173.1(3) . . . . ?
N5 C9 C8 N4 -0.5(6) . . . . ?
N5 C9 C10 N6 1.1(5) . . . . ?
N4 C7 C6A C5 59.0(14) . . . . ?
N4 C7 C6B C5 -53(2) . . . . ?
N2 C3 C4 N3 4.5(6) . . . . ?
N2 C3 C2 N1 -0.7(5) . . . . ?
N3 C5 C6A C7 -60.8(14) . . . . ?
N3 C5 C6B C7 54(2) . . . . ?
C3 N2 C1 N1 -0.3(5) . . . . ?
C9 N5 C11 N6 -0.5(4) . . . . ?
C8 N4 C7 C6A 164.6(8) . . . . ?
C8 N4 C7 C6B -149.0(10) . . . . ?
C8 C9 C10 N6 -179.5(4) . . . . ?
C11 N5 C9 C8 -179.9(4) . . . . ?
C11 N5 C9 C10 -0.4(4) . . . . ?
C11 N6 C10 C9 -1.3(5) . . . . ?
C4 N3 C5 C6A -156.6(8) . . . . ?
C4 N3 C5 C6B 152.8(12) . . . . ?
C4 C3 C2 N1 178.0(5) . . . . ?
C10 N6 C11 N5 1.1(5) . . . . ?
C10 C9 C8 N4 -179.8(4) . . . . ?
C1 N2 C3 C4 -178.3(4) . . . . ?
C1 N2 C3 C2 0.6(5) . . . . ?
C1 N1 C2 C3 0.5(5) . . . . ?
C2 C3 C4 N3 -174.0(5) . . . . ?
C2 N1 C1 N2 -0.1(5) . . . . ?
C7 N4 C8 C9 179.3(4) . . . . ?
C5 N3 C4 C3 178.8(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.6739(14)
2 0.3261(14)

####################################################################### 
# 
# 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_CuL-1
_database_code_depnum_ccdc_archive 'CCDC 2079542'
loop_
_audit_author_name
_audit_author_address
'Jia-Ni Lu'
;Nanjing Normal University
China
;
_audit_update_record             
;
2021-04-23 deposited with the CCDC.	2021-09-22 downloaded from the CCDC.
;
_audit_creation_date             2020-12-22
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H36 Cu6 N21 O9'
_chemical_formula_sum            'C33 H36 Cu6 N21 O9'
_chemical_formula_weight         1252.07
_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 0.0033 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'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.6945(14)
_cell_length_b                   14.397(2)
_cell_length_c                   17.330(2)
_cell_angle_alpha                106.769(2)
_cell_angle_beta                 96.711(2)
_cell_angle_gamma                106.277(2)
_cell_volume                     2171.0(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8078
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      27.40
_cell_measurement_theta_min      2.57
_shelx_estimated_absorpt_T_max   0.714
_shelx_estimated_absorpt_T_min   0.661
_exptl_absorpt_coefficient_mu    2.965
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6171
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0655 before and 0.0267 after correction.
The Ratio of minimum to maximum transmission is 0.8277.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear dark blue'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.915
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1254
_exptl_crystal_size_max          0.152
_exptl_crystal_size_mid          0.143
_exptl_crystal_size_min          0.122
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0161
_diffrn_reflns_av_unetI/netI     0.0262
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            16379
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         1.565
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7181
_reflns_number_total             8606
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.547
_refine_diff_density_min         -0.446
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     632
_refine_ls_number_reflns         8606
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0307
_refine_ls_restrained_S_all      1.024
_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)+(0.0433P)²+1.5459P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0797
_refine_ls_wR_factor_ref         0.0847
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
2. Others
 Sof(H18C)=Sof(H18D)=Sof(H16C)=Sof(H16D)=Sof(C34)=Sof(H34A)=Sof(H34B)=1-FVAR(1)
 Sof(H18A)=Sof(H18B)=Sof(H16A)=Sof(H16B)=Sof(C17)=Sof(H17A)=Sof(H17B)=FVAR(1)
3.a Secondary CH2 refined with riding coordinates:
 C29(H29A,H29B), C27(H27A,H27B), C18(H18A,H18B), C18(H18C,H18D), C28(H28A,
 H28B), C5(H5A,H5B), C6(H6A,H6B), C16(H16A,H16B), C16(H16C,H16D), C7(H7A,H7B),
 C17(H17A,H17B), C34(H34A,H34B)
3.b Aromatic/amide H refined with riding coordinates:
 C30(H30), C4(H4), C32(H32), C23(H23), C15(H15), C13(H13), C8(H8), C1(H1),
 C26(H26), C33(H33), C10(H10), C2(H2), C21(H21), C11(H11), C12(H12), C19(H19),
 C22(H22), C24(H24)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Cu6 Cu 0.71494(4) 0.58493(3) 1.02110(2) 0.03459(9) Uani 1 1 d . . . . .
Cu2 Cu 0.07400(4) 0.94328(2) 0.65412(2) 0.03377(9) Uani 1 1 d . . . . .
Cu4 Cu 0.33910(4) 0.23275(3) 0.30404(2) 0.03993(10) Uani 1 1 d . . . . .
Cu1 Cu 0.36315(4) 0.82695(3) 0.91979(2) 0.04686(11) Uani 1 1 d . . . . .
Cu3 Cu 0.03412(5) 0.53800(3) 0.41864(2) 0.05142(11) Uani 1 1 d . . . . .
Cu5 Cu 0.63606(5) 0.36876(4) 0.66004(2) 0.05703(12) Uani 1 1 d . . . . .
N2 N 0.1798(2) 0.92457(17) 0.75142(13) 0.0343(5) Uani 1 1 d . . . . .
N17 N 0.5918(3) 0.66894(18) 1.00279(13) 0.0368(5) Uani 1 1 d . . . . .
N18 N 0.4629(3) 0.76706(19) 0.97840(15) 0.0417(5) Uani 1 1 d . . . . .
N4 N -0.0942(3) 0.94848(18) 0.57629(13) 0.0375(5) Uani 1 1 d . . . . .
N14 N 0.7263(3) 0.51595(18) 0.90560(13) 0.0374(5) Uani 1 1 d . . . . .
N8 N 0.2236(3) 0.32675(18) 0.32614(14) 0.0408(5) Uani 1 1 d . . . . .
N7 N 0.0948(3) 0.43331(19) 0.35754(15) 0.0444(6) Uani 1 1 d . . . . .
N15 N 0.8057(3) 0.48433(17) 1.04473(14) 0.0371(5) Uani 1 1 d . . . . .
N3 N 0.0775(3) 1.07138(17) 0.73887(14) 0.0368(5) Uani 1 1 d . . . . .
O7 O 0.9534(3) 0.71645(19) 1.06266(15) 0.0590(6) Uani 1 1 d . . . . .
N1 N 0.2765(3) 0.89137(19) 0.85934(15) 0.0417(5) Uani 1 1 d . . . . .
N5 N 0.0329(3) 0.80787(17) 0.56991(13) 0.0359(5) Uani 1 1 d . . . . .
N16 N 0.6692(3) 0.62309(18) 1.13327(13) 0.0360(5) Uani 1 1 d . . . . .
N19 N 0.3783(3) 1.1158(2) 0.66081(17) 0.0532(7) Uani 1 1 d . . . . .
N10 N 0.4114(3) 0.11170(19) 0.28122(14) 0.0431(6) Uani 1 1 d . . . . .
O1 O 0.2944(3) 1.02889(19) 0.61757(14) 0.0589(6) Uani 1 1 d . . . . .
N9 N 0.2013(3) 0.1747(2) 0.19335(14) 0.0451(6) Uani 1 1 d . . . . .
N13 N 0.7027(3) 0.4244(2) 0.77385(15) 0.0478(6) Uani 1 1 d . . . . .
N11 N 0.4506(3) 0.26457(19) 0.41696(14) 0.0435(6) Uani 1 1 d . . . . .
C30 C 0.5921(3) 0.6829(2) 1.14350(16) 0.0366(6) Uani 1 1 d . . . . .
H30 H 0.565402 0.706748 1.193437 0.044 Uiso 1 1 calc R U . . .
N12 N 0.5671(3) 0.3030(2) 0.54681(15) 0.0515(7) Uani 1 1 d . . . . .
C9 C -0.0903(3) 0.7851(2) 0.50980(16) 0.0376(6) Uani 1 1 d . . . . .
C3 C 0.1899(3) 1.0026(2) 0.82273(16) 0.0353(6) Uani 1 1 d . . . . .
C4 C 0.1350(3) 1.0820(2) 0.81236(17) 0.0377(6) Uani 1 1 d . . . . .
H4 H 0.140976 1.138463 0.857077 0.045 Uiso 1 1 calc R U . . .
N21 N 0.9895(4) 0.7676(2) 1.02154(19) 0.0575(7) Uani 1 1 d . . . . .
C32 C 0.4696(3) 0.7717(2) 1.05877(17) 0.0401(6) Uani 1 1 d . . . . .
H32 H 0.427675 0.809150 1.096497 0.048 Uiso 1 1 calc R U . . .
O2 O 0.3429(3) 1.1929(2) 0.66466(16) 0.0726(7) Uani 1 1 d . . . . .
C23 C 0.6839(3) 0.5067(2) 0.82755(17) 0.0430(7) Uani 1 1 d . . . . .
H23 H 0.645175 0.552062 0.811353 0.052 Uiso 1 1 calc R U . . .
C29 C 0.7140(3) 0.5872(3) 1.20057(17) 0.0450(7) Uani 1 1 d . . . . .
H29A H 0.638074 0.524750 1.197009 0.054 Uiso 1 1 calc R U . . .
H29B H 0.724210 0.638854 1.253202 0.054 Uiso 1 1 calc R U . . .
C15 C 0.1077(3) 0.2204(2) 0.18698(17) 0.0430(7) Uani 1 1 d . . . . .
H15 H 0.037775 0.200256 0.138515 0.052 Uiso 1 1 calc R U . . .
C13 C 0.0373(3) 0.3701(2) 0.27758(18) 0.0434(7) Uani 1 1 d . . . . .
H13 H -0.041621 0.371731 0.242467 0.052 Uiso 1 1 calc R U . . .
C8 C -0.1561(3) 0.8637(2) 0.51683(17) 0.0408(6) Uani 1 1 d . . . . .
H8 H -0.240651 0.853545 0.479549 0.049 Uiso 1 1 calc R U . . .
N6 N -0.0061(3) 0.65400(19) 0.47785(15) 0.0448(6) Uani 1 1 d . . . . .
C1 C 0.2327(3) 0.8606(2) 0.77638(17) 0.0367(6) Uani 1 1 d . . . . .
H1 H 0.239161 0.800642 0.740615 0.044 Uiso 1 1 calc R U . . .
C26 C 0.8232(3) 0.4227(2) 0.97994(18) 0.0418(6) Uani 1 1 d . . . . .
H26 H 0.864199 0.372275 0.982674 0.050 Uiso 1 1 calc R U . . .
N20 N 0.6225(4) 0.4014(3) 0.3105(2) 0.0655(8) Uani 1 1 d . . . . .
C33 C 0.5387(3) 0.7047(2) 0.94819(17) 0.0411(6) Uani 1 1 d . . . . .
H33 H 0.552317 0.688374 0.894277 0.049 Uiso 1 1 calc R U . . .
C14 C 0.1151(3) 0.3044(2) 0.25804(16) 0.0383(6) Uani 1 1 d . . . . .
O4 O 0.5287(4) 0.3296(2) 0.25711(17) 0.0906(10) Uani 1 1 d . . . . .
C10 C -0.1137(4) 0.6905(2) 0.45356(17) 0.0454(7) Uani 1 1 d . . . . .
H10 H -0.189489 0.656749 0.406879 0.055 Uiso 1 1 calc R U . . .
C25 C 0.7767(3) 0.4346(2) 0.90278(17) 0.0395(6) Uani 1 1 d . . . . .
C27 C 0.8482(3) 0.4735(2) 1.12526(17) 0.0431(7) Uani 1 1 d . . . . .
H27A H 0.942860 0.462760 1.129237 0.052 Uiso 1 1 calc R U . . .
H27B H 0.776515 0.413369 1.128925 0.052 Uiso 1 1 calc R U . . .
C18 C 0.3857(4) 0.0317(3) 0.2006(2) 0.0542(8) Uani 1 1 d . . . . .
H18A H 0.393470 -0.030459 0.209283 0.065 Uiso 0.657(9) 1 calc R U P A 1
H18B H 0.461329 0.054452 0.171716 0.065 Uiso 0.657(9) 1 calc R U P A 1
H18C H 0.477195 0.018601 0.193754 0.065 Uiso 0.343(9) 1 calc R U P A 2
H18D H 0.315145 -0.031438 0.200246 0.065 Uiso 0.343(9) 1 calc R U P A 2
O8 O 0.9217(4) 0.8251(3) 1.00839(19) 0.0908(10) Uani 1 1 d . . . . .
C31 C 0.5489(3) 0.7112(2) 1.07374(16) 0.0348(6) Uani 1 1 d . . . . .
C2 C 0.2492(3) 0.9814(2) 0.88835(17) 0.0430(7) Uani 1 1 d . . . . .
H2 H 0.267691 1.021711 0.943549 0.052 Uiso 1 1 calc R U . . .
C20 C 0.5099(3) 0.1893(2) 0.42080(18) 0.0445(7) Uani 1 1 d . . . . .
C28 C 0.8580(3) 0.5666(2) 1.19647(18) 0.0458(7) Uani 1 1 d . . . . .
H28A H 0.929738 0.626334 1.192353 0.055 Uiso 1 1 calc R U . . .
H28B H 0.893652 0.557494 1.247566 0.055 Uiso 1 1 calc R U . . .
C5 C 0.0156(4) 1.1472(2) 0.7226(2) 0.0482(7) Uani 1 1 d . . . . .
H5A H 0.077795 1.185396 0.694413 0.058 Uiso 1 1 calc R U . . .
H5B H 0.014330 1.195519 0.774544 0.058 Uiso 1 1 calc R U . . .
C21 C 0.5800(4) 0.2135(3) 0.5004(2) 0.0554(8) Uani 1 1 d . . . . .
H21 H 0.628866 0.174868 0.519810 0.066 Uiso 1 1 calc R U . . .
C6 C -0.1383(4) 1.0974(3) 0.6705(2) 0.0501(8) Uani 1 1 d . . . . .
H6A H -0.196609 1.053644 0.696378 0.060 Uiso 1 1 calc R U . . .
H6B H -0.180860 1.150837 0.670316 0.060 Uiso 1 1 calc R U . . .
C11 C 0.0780(3) 0.7274(2) 0.54826(17) 0.0423(6) Uani 1 1 d . . . . .
H11 H 0.159381 0.721999 0.578547 0.051 Uiso 1 1 calc R U . . .
C12 C 0.2067(3) 0.4035(2) 0.38326(18) 0.0447(7) Uani 1 1 d . . . . .
H12 H 0.265984 0.434044 0.436083 0.054 Uiso 1 1 calc R U . . .
C16 C 0.2011(4) 0.0879(3) 0.12331(19) 0.0602(9) Uani 1 1 d . . . . .
H16A H 0.104845 0.059119 0.086464 0.072 Uiso 0.657(9) 1 calc R U P A 1
H16B H 0.272365 0.113187 0.092975 0.072 Uiso 0.657(9) 1 calc R U P A 1
H16C H 0.115291 0.029292 0.116109 0.072 Uiso 0.343(9) 1 calc R U P A 2
H16D H 0.192077 0.106012 0.073642 0.072 Uiso 0.343(9) 1 calc R U P A 2
C19 C 0.4879(4) 0.1081(3) 0.34456(19) 0.0484(7) Uani 1 1 d . . . . .
H19 H 0.527411 0.055601 0.341595 0.058 Uiso 1 1 calc R U . . .
C7 C -0.1508(4) 1.0344(2) 0.58280(18) 0.0476(7) Uani 1 1 d . . . . .
H7A H -0.253376 1.007390 0.554299 0.057 Uiso 1 1 calc R U . . .
H7B H -0.096741 1.078225 0.555561 0.057 Uiso 1 1 calc R U . . .
C22 C 0.4878(3) 0.3300(3) 0.49342(18) 0.0481(7) Uani 1 1 d . . . . .
H22 H 0.461669 0.389124 0.508769 0.058 Uiso 1 1 calc R U . . .
O9 O 1.0954(5) 0.7691(3) 0.9873(3) 0.1245(16) Uani 1 1 d . . . . .
C24 C 0.7614(3) 0.3791(3) 0.82192(19) 0.0476(7) Uani 1 1 d . . . . .
H24 H 0.786773 0.320151 0.802834 0.057 Uiso 1 1 calc R U . . .
O3 O 0.4971(5) 1.1290(3) 0.6999(3) 0.160(2) Uani 1 1 d . . . . .
O5 O 0.5885(5) 0.4767(3) 0.3494(3) 0.1342(16) Uani 1 1 d . . . . .
O6 O 0.7440(4) 0.4048(4) 0.3284(4) 0.180(3) Uani 1 1 d . . . . .
C17 C 0.2353(6) 0.0075(4) 0.1473(3) 0.0441(15) Uani 0.657(9) 1 d . . P A 1
H17A H 0.223451 -0.048759 0.097225 0.053 Uiso 0.657(9) 1 calc R U P A 1
H17B H 0.161704 -0.017703 0.176485 0.053 Uiso 0.657(9) 1 calc R U P A 1
C34 C 0.3326(13) 0.0578(9) 0.1326(6) 0.056(3) Uani 0.343(9) 1 d . . P A 2
H34A H 0.318025 -0.000731 0.083697 0.067 Uiso 0.343(9) 1 calc R U P A 2
H34B H 0.413073 0.113561 0.129381 0.067 Uiso 0.343(9) 1 calc R U P A 2


_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
Cu6 N17 1.982(2) . ?
Cu6 N14 1.993(2) . ?
Cu6 N15 2.003(2) . ?
Cu6 O7 2.412(3) . ?
Cu6 N16 2.000(2) . ?
Cu2 N2 1.995(2) . ?
Cu2 N4 2.024(2) . ?
Cu2 N3 1.987(2) . ?
Cu2 N5 1.969(2) . ?
Cu2 O1 2.404(3) . ?
Cu4 N8 1.970(2) . ?
Cu4 N10 2.009(2) . ?
Cu4 N9 2.003(2) . ?
Cu4 N11 1.979(2) . ?
Cu4 O4 2.356(3) . ?
Cu1 N18 1.858(2) . ?
Cu1 N1 1.859(2) . ?
Cu3 N7 1.860(2) . ?
Cu3 N6 1.861(2) . ?
Cu5 N13 1.857(2) . ?
Cu5 N12 1.860(2) . ?
N2 C3 1.381(3) . ?
N2 C1 1.319(3) . ?
N17 C33 1.319(3) . ?
N17 C31 1.373(3) . ?
N18 C32 1.368(4) . ?
N18 C33 1.346(4) . ?
N4 C8 1.277(4) . ?
N4 C7 1.469(3) . ?
N14 C23 1.323(4) . ?
N14 C25 1.380(4) . ?
N8 C14 1.380(3) . ?
N8 C12 1.318(4) . ?
N7 C13 1.366(4) . ?
N7 C12 1.348(4) . ?
N15 C26 1.277(4) . ?
N15 C27 1.473(3) . ?
N3 C4 1.277(3) . ?
N3 C5 1.462(3) . ?
O7 N21 1.179(4) . ?
N1 C1 1.352(4) . ?
N1 C2 1.361(4) . ?
N5 C9 1.383(3) . ?
N5 C11 1.322(4) . ?
N16 C30 1.278(3) . ?
N16 C29 1.473(3) . ?
N19 O1 1.239(4) . ?
N19 O2 1.236(4) . ?
N19 O3 1.201(4) . ?
N10 C18 1.473(4) . ?
N10 C19 1.273(4) . ?
N9 C15 1.274(4) . ?
N9 C16 1.469(4) . ?
N13 C23 1.352(4) . ?
N13 C24 1.362(4) . ?
N11 C20 1.375(4) . ?
N11 C22 1.323(4) . ?
C30 H30 0.9300 . ?
C30 C31 1.437(4) . ?
N12 C21 1.355(4) . ?
N12 C22 1.345(4) . ?
C9 C8 1.431(4) . ?
C9 C10 1.366(4) . ?
C3 C4 1.434(4) . ?
C3 C2 1.365(4) . ?
C4 H4 0.9300 . ?
N21 O8 1.244(4) . ?
N21 O9 1.242(4) . ?
C32 H32 0.9300 . ?
C32 C31 1.369(4) . ?
C23 H23 0.9300 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C28 1.512(4) . ?
C15 H15 0.9300 . ?
C15 C14 1.434(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.362(4) . ?
C8 H8 0.9300 . ?
N6 C10 1.369(4) . ?
N6 C11 1.345(4) . ?
C1 H1 0.9300 . ?
C26 H26 0.9300 . ?
C26 C25 1.434(4) . ?
N20 O4 1.215(4) . ?
N20 O5 1.253(5) . ?
N20 O6 1.166(5) . ?
C33 H33 0.9300 . ?
C10 H10 0.9300 . ?
C25 C24 1.365(4) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C28 1.508(4) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 H18C 0.9700 . ?
C18 H18D 0.9700 . ?
C18 C17 1.522(6) . ?
C18 C34 1.420(11) . ?
C2 H2 0.9300 . ?
C20 C21 1.363(4) . ?
C20 C19 1.436(4) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.505(5) . ?
C21 H21 0.9300 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.499(4) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 H16C 0.9700 . ?
C16 H16D 0.9700 . ?
C16 C17 1.444(6) . ?
C16 C34 1.464(11) . ?
C19 H19 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C22 H22 0.9300 . ?
C24 H24 0.9300 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?

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
N17 Cu6 N14 100.72(9) . . ?
N17 Cu6 N15 169.19(10) . . ?
N17 Cu6 O7 98.90(9) . . ?
N17 Cu6 N16 82.21(9) . . ?
N14 Cu6 N15 82.99(9) . . ?
N14 Cu6 O7 97.79(9) . . ?
N14 Cu6 N16 166.85(10) . . ?
N15 Cu6 O7 90.58(9) . . ?
N16 Cu6 N15 91.96(9) . . ?
N16 Cu6 O7 94.39(9) . . ?
N2 Cu2 N4 159.02(10) . . ?
N2 Cu2 O1 94.72(9) . . ?
N4 Cu2 O1 105.61(9) . . ?
N3 Cu2 N2 82.45(9) . . ?
N3 Cu2 N4 91.21(9) . . ?
N3 Cu2 O1 93.01(9) . . ?
N5 Cu2 N2 100.64(9) . . ?
N5 Cu2 N4 82.47(9) . . ?
N5 Cu2 N3 169.80(10) . . ?
N5 Cu2 O1 96.40(9) . . ?
N8 Cu4 N10 166.15(10) . . ?
N8 Cu4 N9 82.36(10) . . ?
N8 Cu4 N11 100.55(10) . . ?
N8 Cu4 O4 99.50(12) . . ?
N10 Cu4 O4 93.58(12) . . ?
N9 Cu4 N10 92.48(10) . . ?
N9 Cu4 O4 93.00(10) . . ?
N11 Cu4 N10 82.07(10) . . ?
N11 Cu4 N9 168.28(11) . . ?
N11 Cu4 O4 97.66(10) . . ?
N18 Cu1 N1 175.75(11) . . ?
N7 Cu3 N6 172.88(12) . . ?
N13 Cu5 N12 175.54(13) . . ?
C3 N2 Cu2 110.11(17) . . ?
C1 N2 Cu2 144.23(19) . . ?
C1 N2 C3 105.2(2) . . ?
C33 N17 Cu6 143.8(2) . . ?
C33 N17 C31 105.2(2) . . ?
C31 N17 Cu6 110.89(16) . . ?
C32 N18 Cu1 128.4(2) . . ?
C33 N18 Cu1 126.3(2) . . ?
C33 N18 C32 105.2(2) . . ?
C8 N4 Cu2 112.51(18) . . ?
C8 N4 C7 119.6(2) . . ?
C7 N4 Cu2 127.90(19) . . ?
C23 N14 Cu6 144.3(2) . . ?
C23 N14 C25 105.2(2) . . ?
C25 N14 Cu6 109.36(17) . . ?
C14 N8 Cu4 111.08(18) . . ?
C12 N8 Cu4 143.8(2) . . ?
C12 N8 C14 105.1(2) . . ?
C13 N7 Cu3 128.2(2) . . ?
C12 N7 Cu3 127.0(2) . . ?
C12 N7 C13 104.9(2) . . ?
C26 N15 Cu6 113.13(19) . . ?
C26 N15 C27 119.1(2) . . ?
C27 N15 Cu6 127.71(19) . . ?
C4 N3 Cu2 114.13(18) . . ?
C4 N3 C5 120.7(2) . . ?
C5 N3 Cu2 125.08(18) . . ?
N21 O7 Cu6 120.1(2) . . ?
C1 N1 Cu1 127.1(2) . . ?
C1 N1 C2 105.1(2) . . ?
C2 N1 Cu1 127.7(2) . . ?
C9 N5 Cu2 110.88(17) . . ?
C11 N5 Cu2 143.82(19) . . ?
C11 N5 C9 105.3(2) . . ?
C30 N16 Cu6 113.98(17) . . ?
C30 N16 C29 120.1(2) . . ?
C29 N16 Cu6 125.87(19) . . ?
O2 N19 O1 120.9(3) . . ?
O3 N19 O1 121.8(3) . . ?
O3 N19 O2 117.3(3) . . ?
C18 N10 Cu4 126.5(2) . . ?
C19 N10 Cu4 114.0(2) . . ?
C19 N10 C18 119.6(3) . . ?
N19 O1 Cu2 122.7(2) . . ?
C15 N9 Cu4 113.68(19) . . ?
C15 N9 C16 120.2(3) . . ?
C16 N9 Cu4 126.1(2) . . ?
C23 N13 Cu5 128.9(2) . . ?
C23 N13 C24 105.0(2) . . ?
C24 N13 Cu5 125.3(2) . . ?
C20 N11 Cu4 110.94(18) . . ?
C22 N11 Cu4 144.3(2) . . ?
C22 N11 C20 104.8(2) . . ?
N16 C30 H30 121.8 . . ?
N16 C30 C31 116.5(2) . . ?
C31 C30 H30 121.8 . . ?
C21 N12 Cu5 127.2(2) . . ?
C22 N12 Cu5 128.2(2) . . ?
C22 N12 C21 104.5(3) . . ?
N5 C9 C8 116.3(2) . . ?
C10 C9 N5 108.2(2) . . ?
C10 C9 C8 135.4(3) . . ?
N2 C3 C4 116.2(2) . . ?
C2 C3 N2 108.2(2) . . ?
C2 C3 C4 135.5(3) . . ?
N3 C4 C3 116.9(2) . . ?
N3 C4 H4 121.6 . . ?
C3 C4 H4 121.6 . . ?
O7 N21 O8 121.6(3) . . ?
O7 N21 O9 124.3(3) . . ?
O9 N21 O8 114.1(3) . . ?
N18 C32 H32 126.1 . . ?
N18 C32 C31 107.8(2) . . ?
C31 C32 H32 126.1 . . ?
N14 C23 N13 113.0(3) . . ?
N14 C23 H23 123.5 . . ?
N13 C23 H23 123.5 . . ?
N16 C29 H29A 109.3 . . ?
N16 C29 H29B 109.3 . . ?
N16 C29 C28 111.6(2) . . ?
H29A C29 H29B 108.0 . . ?
C28 C29 H29A 109.3 . . ?
C28 C29 H29B 109.3 . . ?
N9 C15 H15 121.6 . . ?
N9 C15 C14 116.9(3) . . ?
C14 C15 H15 121.6 . . ?
N7 C13 H13 125.8 . . ?
C14 C13 N7 108.4(3) . . ?
C14 C13 H13 125.8 . . ?
N4 C8 C9 117.4(2) . . ?
N4 C8 H8 121.3 . . ?
C9 C8 H8 121.3 . . ?
C10 N6 Cu3 127.5(2) . . ?
C11 N6 Cu3 126.5(2) . . ?
C11 N6 C10 105.4(2) . . ?
N2 C1 N1 113.0(2) . . ?
N2 C1 H1 123.5 . . ?
N1 C1 H1 123.5 . . ?
N15 C26 H26 121.5 . . ?
N15 C26 C25 117.1(3) . . ?
C25 C26 H26 121.5 . . ?
O4 N20 O5 119.0(4) . . ?
O6 N20 O4 123.9(5) . . ?
O6 N20 O5 117.2(5) . . ?
N17 C33 N18 113.2(3) . . ?
N17 C33 H33 123.4 . . ?
N18 C33 H33 123.4 . . ?
N8 C14 C15 116.0(2) . . ?
C13 C14 N8 108.4(2) . . ?
C13 C14 C15 135.6(3) . . ?
N20 O4 Cu4 115.5(2) . . ?
C9 C10 N6 108.1(3) . . ?
C9 C10 H10 125.9 . . ?
N6 C10 H10 125.9 . . ?
N14 C25 C26 117.1(2) . . ?
C24 C25 N14 108.2(3) . . ?
C24 C25 C26 134.6(3) . . ?
N15 C27 H27A 109.1 . . ?
N15 C27 H27B 109.1 . . ?
N15 C27 C28 112.3(2) . . ?
H27A C27 H27B 107.9 . . ?
C28 C27 H27A 109.1 . . ?
C28 C27 H27B 109.1 . . ?
N10 C18 H18A 109.2 . . ?
N10 C18 H18B 109.2 . . ?
N10 C18 H18C 108.8 . . ?
N10 C18 H18D 108.8 . . ?
N10 C18 C17 112.2(3) . . ?
H18A C18 H18B 107.9 . . ?
H18C C18 H18D 107.7 . . ?
C17 C18 H18A 109.2 . . ?
C17 C18 H18B 109.2 . . ?
C34 C18 N10 113.7(5) . . ?
C34 C18 H18C 108.8 . . ?
C34 C18 H18D 108.8 . . ?
N17 C31 C30 116.3(2) . . ?
C32 C31 N17 108.6(2) . . ?
C32 C31 C30 135.1(3) . . ?
N1 C2 C3 108.4(2) . . ?
N1 C2 H2 125.8 . . ?
C3 C2 H2 125.8 . . ?
N11 C20 C19 116.5(3) . . ?
C21 C20 N11 108.1(3) . . ?
C21 C20 C19 135.4(3) . . ?
C29 C28 H28A 108.7 . . ?
C29 C28 H28B 108.7 . . ?
C27 C28 C29 114.3(3) . . ?
C27 C28 H28A 108.7 . . ?
C27 C28 H28B 108.7 . . ?
H28A C28 H28B 107.6 . . ?
N3 C5 H5A 109.3 . . ?
N3 C5 H5B 109.3 . . ?
N3 C5 C6 111.8(3) . . ?
H5A C5 H5B 107.9 . . ?
C6 C5 H5A 109.3 . . ?
C6 C5 H5B 109.3 . . ?
N12 C21 C20 109.0(3) . . ?
N12 C21 H21 125.5 . . ?
C20 C21 H21 125.5 . . ?
C5 C6 H6A 108.4 . . ?
C5 C6 H6B 108.4 . . ?
H6A C6 H6B 107.5 . . ?
C7 C6 C5 115.5(3) . . ?
C7 C6 H6A 108.4 . . ?
C7 C6 H6B 108.4 . . ?
N5 C11 N6 113.0(3) . . ?
N5 C11 H11 123.5 . . ?
N6 C11 H11 123.5 . . ?
N8 C12 N7 113.3(3) . . ?
N8 C12 H12 123.3 . . ?
N7 C12 H12 123.3 . . ?
N9 C16 H16A 108.8 . . ?
N9 C16 H16B 108.8 . . ?
N9 C16 H16C 108.7 . . ?
N9 C16 H16D 108.7 . . ?
H16A C16 H16B 107.7 . . ?
H16C C16 H16D 107.6 . . ?
C17 C16 N9 113.6(3) . . ?
C17 C16 H16A 108.8 . . ?
C17 C16 H16B 108.8 . . ?
C34 C16 N9 114.1(5) . . ?
C34 C16 H16C 108.7 . . ?
C34 C16 H16D 108.7 . . ?
N10 C19 C20 116.5(3) . . ?
N10 C19 H19 121.8 . . ?
C20 C19 H19 121.8 . . ?
N4 C7 C6 112.7(2) . . ?
N4 C7 H7A 109.1 . . ?
N4 C7 H7B 109.1 . . ?
C6 C7 H7A 109.1 . . ?
C6 C7 H7B 109.1 . . ?
H7A C7 H7B 107.8 . . ?
N11 C22 N12 113.6(3) . . ?
N11 C22 H22 123.2 . . ?
N12 C22 H22 123.2 . . ?
N13 C24 C25 108.6(3) . . ?
N13 C24 H24 125.7 . . ?
C25 C24 H24 125.7 . . ?
C18 C17 H17A 107.6 . . ?
C18 C17 H17B 107.6 . . ?
C16 C17 C18 119.0(4) . . ?
C16 C17 H17A 107.6 . . ?
C16 C17 H17B 107.6 . . ?
H17A C17 H17B 107.0 . . ?
C18 C34 C16 124.8(8) . . ?
C18 C34 H34A 106.1 . . ?
C18 C34 H34B 106.1 . . ?
C16 C34 H34A 106.1 . . ?
C16 C34 H34B 106.1 . . ?
H34A C34 H34B 106.3 . . ?

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
Cu6 N17 C33 N18 -176.2(2) . . . . ?
Cu6 N17 C31 C30 -3.4(3) . . . . ?
Cu6 N17 C31 C32 177.55(19) . . . . ?
Cu6 N14 C23 N13 -164.8(3) . . . . ?
Cu6 N14 C25 C26 -6.1(3) . . . . ?
Cu6 N14 C25 C24 170.5(2) . . . . ?
Cu6 N15 C26 C25 0.0(3) . . . . ?
Cu6 N15 C27 C28 -16.6(4) . . . . ?
Cu6 O7 N21 O8 62.4(4) . . . . ?
Cu6 O7 N21 O9 -117.0(4) . . . . ?
Cu6 N16 C30 C31 1.1(3) . . . . ?
Cu6 N16 C29 C28 30.4(4) . . . . ?
Cu2 N2 C3 C4 -4.4(3) . . . . ?
Cu2 N2 C3 C2 173.9(2) . . . . ?
Cu2 N2 C1 N1 -170.2(2) . . . . ?
Cu2 N4 C8 C9 -6.1(3) . . . . ?
Cu2 N4 C7 C6 -32.8(4) . . . . ?
Cu2 N3 C4 C3 1.1(3) . . . . ?
Cu2 N3 C5 C6 48.2(4) . . . . ?
Cu2 N5 C9 C8 3.9(3) . . . . ?
Cu2 N5 C9 C10 -179.7(2) . . . . ?
Cu2 N5 C11 N6 179.7(3) . . . . ?
Cu4 N8 C14 C15 -0.1(3) . . . . ?
Cu4 N8 C14 C13 178.7(2) . . . . ?
Cu4 N8 C12 N7 -177.5(3) . . . . ?
Cu4 N10 C18 C17 -34.5(4) . . . . ?
Cu4 N10 C18 C34 14.3(7) . . . . ?
Cu4 N10 C19 C20 0.1(4) . . . . ?
Cu4 N9 C15 C14 0.1(4) . . . . ?
Cu4 N9 C16 C17 37.0(5) . . . . ?
Cu4 N9 C16 C34 -12.9(7) . . . . ?
Cu4 N11 C20 C21 -177.7(2) . . . . ?
Cu4 N11 C20 C19 3.2(3) . . . . ?
Cu4 N11 C22 N12 176.7(3) . . . . ?
Cu1 N18 C32 C31 176.6(2) . . . . ?
Cu1 N18 C33 N17 -176.5(2) . . . . ?
Cu1 N1 C1 N2 -177.7(2) . . . . ?
Cu1 N1 C2 C3 177.6(2) . . . . ?
Cu3 N7 C13 C14 -179.7(2) . . . . ?
Cu3 N7 C12 N8 179.9(2) . . . . ?
Cu3 N6 C10 C9 -170.9(2) . . . . ?
Cu3 N6 C11 N5 170.8(2) . . . . ?
Cu5 N13 C23 N14 170.2(2) . . . . ?
Cu5 N13 C24 C25 -170.9(2) . . . . ?
Cu5 N12 C21 C20 177.6(2) . . . . ?
Cu5 N12 C22 N11 -177.4(2) . . . . ?
N2 C3 C4 N3 2.4(4) . . . . ?
N2 C3 C2 N1 0.0(3) . . . . ?
N18 C32 C31 N17 0.0(3) . . . . ?
N18 C32 C31 C30 -178.7(3) . . . . ?
N14 C25 C24 N13 0.2(4) . . . . ?
N7 C13 C14 N8 -0.4(3) . . . . ?
N7 C13 C14 C15 177.9(3) . . . . ?
N15 C26 C25 N14 4.2(4) . . . . ?
N15 C26 C25 C24 -171.2(3) . . . . ?
N15 C27 C28 C29 62.8(3) . . . . ?
N3 C5 C6 C7 -69.0(4) . . . . ?
N5 C9 C8 N4 1.6(4) . . . . ?
N5 C9 C10 N6 -0.1(3) . . . . ?
N16 C30 C31 N17 1.6(4) . . . . ?
N16 C30 C31 C32 -179.7(3) . . . . ?
N16 C29 C28 C27 -70.4(3) . . . . ?
N10 C18 C17 C16 61.4(5) . . . . ?
N10 C18 C34 C16 -55.2(11) . . . . ?
N9 C15 C14 N8 0.0(4) . . . . ?
N9 C15 C14 C13 -178.3(3) . . . . ?
N9 C16 C17 C18 -62.8(5) . . . . ?
N9 C16 C34 C18 54.9(11) . . . . ?
N11 C20 C21 N12 -0.4(4) . . . . ?
N11 C20 C19 N10 -2.3(4) . . . . ?
C30 N16 C29 C28 -150.8(3) . . . . ?
C9 N5 C11 N6 0.6(3) . . . . ?
C3 N2 C1 N1 0.1(3) . . . . ?
C4 N3 C5 C6 -129.0(3) . . . . ?
C4 C3 C2 N1 177.9(3) . . . . ?
C32 N18 C33 N17 0.4(3) . . . . ?
O2 N19 O1 Cu2 -72.6(4) . . . . ?
C23 N14 C25 C26 -176.8(3) . . . . ?
C23 N14 C25 C24 -0.3(3) . . . . ?
C23 N13 C24 C25 -0.1(4) . . . . ?
C29 N16 C30 C31 -177.9(3) . . . . ?
C15 N9 C16 C17 -142.9(4) . . . . ?
C15 N9 C16 C34 167.2(6) . . . . ?
C13 N7 C12 N8 -0.2(4) . . . . ?
C8 N4 C7 C6 145.2(3) . . . . ?
C8 C9 C10 N6 175.3(3) . . . . ?
C1 N2 C3 C4 -178.4(2) . . . . ?
C1 N2 C3 C2 -0.1(3) . . . . ?
C1 N1 C2 C3 0.0(3) . . . . ?
C26 N15 C27 C28 165.2(3) . . . . ?
C26 C25 C24 N13 175.9(3) . . . . ?
C33 N17 C31 C30 179.2(2) . . . . ?
C33 N17 C31 C32 0.2(3) . . . . ?
C33 N18 C32 C31 -0.3(3) . . . . ?
C14 N8 C12 N7 -0.1(4) . . . . ?
C10 C9 C8 N4 -173.5(3) . . . . ?
C10 N6 C11 N5 -0.7(4) . . . . ?
C25 N14 C23 N13 0.3(3) . . . . ?
C27 N15 C26 C25 178.5(3) . . . . ?
C18 N10 C19 C20 179.2(3) . . . . ?
C31 N17 C33 N18 -0.4(3) . . . . ?
C2 N1 C1 N2 -0.1(3) . . . . ?
C2 C3 C4 N3 -175.4(3) . . . . ?
C20 N11 C22 N12 0.0(4) . . . . ?
C5 N3 C4 C3 178.6(3) . . . . ?
C5 C6 C7 N4 60.3(4) . . . . ?
C21 N12 C22 N11 -0.3(4) . . . . ?
C21 C20 C19 N10 178.9(4) . . . . ?
C11 N5 C9 C8 -176.7(3) . . . . ?
C11 N5 C9 C10 -0.3(3) . . . . ?
C11 N6 C10 C9 0.5(3) . . . . ?
C12 N8 C14 C15 -178.4(3) . . . . ?
C12 N8 C14 C13 0.3(3) . . . . ?
C12 N7 C13 C14 0.4(3) . . . . ?
C16 N9 C15 C14 -180.0(3) . . . . ?
C19 N10 C18 C17 146.5(4) . . . . ?
C19 N10 C18 C34 -164.8(6) . . . . ?
C19 C20 C21 N12 178.4(4) . . . . ?
C7 N4 C8 C9 175.6(3) . . . . ?
C22 N11 C20 C21 0.3(4) . . . . ?
C22 N11 C20 C19 -178.8(3) . . . . ?
C22 N12 C21 C20 0.4(4) . . . . ?
C24 N13 C23 N14 -0.1(4) . . . . ?
O3 N19 O1 Cu2 108.2(5) . . . . ?
O5 N20 O4 Cu4 -67.8(5) . . . . ?
O6 N20 O4 Cu4 111.9(6) . . . . ?

_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_CuL-4
_database_code_depnum_ccdc_archive 'CCDC 2079543'
loop_
_audit_author_name
_audit_author_address
'Jia-Ni Lu'
;Nanjing Normal University
China
;
_audit_update_record             
;
2021-04-23 deposited with the CCDC.	2021-09-22 downloaded from the CCDC.
;
_audit_creation_date             2020-12-22
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H24 Cu3 N12'
_chemical_formula_sum            'C22 H24 Cu3 N12'
_chemical_formula_weight         647.15
_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 0.0033 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'

_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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.806(4)
_cell_length_b                   9.525(3)
_cell_length_c                   14.533(4)
_cell_angle_alpha                90
_cell_angle_beta                 97.871(9)
_cell_angle_gamma                90
_cell_volume                     1618.7(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1823
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      19.43
_cell_measurement_theta_min      2.56
_shelx_estimated_absorpt_T_max   0.921
_shelx_estimated_absorpt_T_min   0.797
_exptl_absorpt_coefficient_mu    1.982
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6224
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0639 before and 0.0519 after correction.
The Ratio of minimum to maximum transmission is 0.8351.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             654
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.112
_exptl_crystal_size_min          0.042
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0651
_diffrn_reflns_av_unetI/netI     0.0837
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13138
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.953
_diffrn_reflns_theta_min         1.741
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1723
_reflns_number_total             3145
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.403
_refine_diff_density_min         -0.353
_refine_diff_density_rms         0.090
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     179
_refine_ls_number_reflns         3145
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1653
_refine_ls_R_factor_gt           0.0857
_refine_ls_restrained_S_all      1.105
_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)+(0.0568P)²+6.1218P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1604
_refine_ls_wR_factor_ref         0.1967
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
2. Others
 Sof(H5BC)=Sof(H5BD)=Sof(H7BC)=Sof(H7BD)=Sof(C6B)=Sof(H6BA)=Sof(H6BB)=1-FVAR(1)
 Sof(H5AA)=Sof(H5AB)=Sof(H7AA)=Sof(H7AB)=Sof(C6A)=Sof(H6AA)=Sof(H6AB)=FVAR(1)
3.a Secondary CH2 refined with riding coordinates:
 C5(H5BC,H5BD), C5(H5AA,H5AB), C7(H7BC,H7BD), C7(H7AA,H7AB), C6B(H6BA,H6BB),
 C6A(H6AA,H6AB)
3.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C10(H10), C8(H8), C4(H4), C1(H1), C3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Cu2 Cu 0.49297(9) 0.33271(10) 0.60603(6) 0.0571(4) Uani 1 1 d . . . . .
Cu1 Cu 0.000000 0.500000 0.500000 0.1193(9) Uani 1 2 d S . P . .
N5 N 0.5218(5) 0.4849(6) 0.7011(4) 0.0505(16) Uani 1 1 d . . . . .
N6 N 0.5443(6) 0.6568(7) 0.8076(4) 0.0553(16) Uani 1 1 d . . . . .
N3 N 0.4894(7) 0.2374(7) 0.4808(5) 0.070(2) Uani 1 1 d . . . . .
N2 N 0.3326(6) 0.3766(7) 0.5537(5) 0.0644(19) Uani 1 1 d . . . . .
N4 N 0.6637(6) 0.3194(7) 0.6312(5) 0.0666(19) Uani 1 1 d . . . . .
C11 C 0.4730(6) 0.5818(8) 0.7471(5) 0.052(2) Uani 1 1 d . . . . .
H11 H 0.394438 0.596984 0.738042 0.063 Uiso 1 1 calc R U . . .
N1 N 0.1482(7) 0.4224(10) 0.5017(7) 0.096(3) Uani 1 1 d . . . . .
C9 C 0.6359(6) 0.4989(8) 0.7339(5) 0.054(2) Uani 1 1 d . . . . .
C10 C 0.6500(8) 0.6049(8) 0.7982(5) 0.056(2) Uani 1 1 d . . . . .
H10 H 0.719268 0.636087 0.829841 0.067 Uiso 1 1 calc R U . . .
C8 C 0.7093(7) 0.4053(9) 0.6926(6) 0.065(2) Uani 1 1 d . . . . .
H8 H 0.788020 0.407049 0.710067 0.077 Uiso 1 1 calc R U . . .
C2 C 0.3043(9) 0.3165(10) 0.4658(6) 0.070(3) Uani 1 1 d . . . . .
C4 C 0.3935(10) 0.2482(10) 0.4300(6) 0.077(3) Uani 1 1 d . . . . .
H4 H 0.382700 0.211444 0.370174 0.092 Uiso 1 1 calc R U . . .
C1 C 0.1942(10) 0.3482(12) 0.4365(7) 0.096(4) Uani 1 1 d . . . . .
H1 H 0.154881 0.322625 0.379132 0.115 Uiso 1 1 calc R U . . .
C3 C 0.2390(8) 0.4329(10) 0.5718(7) 0.078(3) Uani 1 1 d . . . . .
H3 H 0.233192 0.477447 0.627902 0.094 Uiso 1 1 calc R U . . .
C5 C 0.5881(13) 0.1640(14) 0.4495(7) 0.103(4) Uani 1 1 d . . . . .
H5BC H 0.588322 0.068057 0.471890 0.124 Uiso 0.57(2) 1 calc R U P A 2
H5BD H 0.575216 0.160060 0.382139 0.124 Uiso 0.57(2) 1 calc R U P A 2
H5AA H 0.622526 0.224760 0.407457 0.124 Uiso 0.43(2) 1 calc R U P A 1
H5AB H 0.560938 0.080299 0.415304 0.124 Uiso 0.43(2) 1 calc R U P A 1
C7 C 0.7373(9) 0.2221(12) 0.5847(7) 0.091(3) Uani 1 1 d . . . . .
H7BC H 0.734888 0.128753 0.611093 0.109 Uiso 0.57(2) 1 calc R U P A 2
H7BD H 0.815916 0.254568 0.594497 0.109 Uiso 0.57(2) 1 calc R U P A 2
H7AA H 0.782981 0.277103 0.547335 0.109 Uiso 0.43(2) 1 calc R U P A 1
H7AB H 0.789411 0.174597 0.632104 0.109 Uiso 0.43(2) 1 calc R U P A 1
C6B C 0.691(2) 0.217(2) 0.4749(15) 0.089(8) Uani 0.57(2) 1 d . . P A 2
H6BA H 0.691657 0.312338 0.451028 0.106 Uiso 0.57(2) 1 calc R U P A 2
H6BB H 0.745290 0.163355 0.444660 0.106 Uiso 0.57(2) 1 calc R U P A 2
C6A C 0.6779(18) 0.123(2) 0.5290(18) 0.067(9) Uani 0.43(2) 1 d . . P A 1
H6AA H 0.640913 0.061812 0.569369 0.080 Uiso 0.43(2) 1 calc R U P A 1
H6AB H 0.733914 0.065998 0.503114 0.080 Uiso 0.43(2) 1 calc R U P A 1


_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
Cu2 N5 2.000(6) . ?
Cu2 N6 2.175(6) 2_646 ?
Cu2 N3 2.029(7) . ?
Cu2 N2 1.985(7) . ?
Cu2 N4 2.003(7) . ?
Cu1 N1 1.896(9) . ?
Cu1 N1 1.896(9) 3_566 ?
N5 C11 1.317(9) . ?
N5 C9 1.372(9) . ?
N6 C11 1.338(9) . ?
N6 C10 1.366(10) . ?
N3 C4 1.269(11) . ?
N3 C5 1.483(13) . ?
N2 C2 1.398(10) . ?
N2 C3 1.287(11) . ?
N4 C8 1.274(10) . ?
N4 C7 1.493(11) . ?
C11 H11 0.9300 . ?
N1 C1 1.353(13) . ?
N1 C3 1.378(11) . ?
C9 C10 1.371(10) . ?
C9 C8 1.431(11) . ?
C10 H10 0.9300 . ?
C8 H8 0.9300 . ?
C2 C4 1.397(13) . ?
C2 C1 1.346(14) . ?
C4 H4 0.9300 . ?
C1 H1 0.9300 . ?
C3 H3 0.9300 . ?
C5 H5BC 0.9700 . ?
C5 H5BD 0.9700 . ?
C5 H5AA 0.9700 . ?
C5 H5AB 0.9700 . ?
C5 C6B 1.32(2) . ?
C5 C6A 1.51(3) . ?
C7 H7BC 0.9700 . ?
C7 H7BD 0.9700 . ?
C7 H7AA 0.9700 . ?
C7 H7AB 0.9700 . ?
C7 C6B 1.62(2) . ?
C7 C6A 1.37(2) . ?
C6B H6BA 0.9700 . ?
C6B H6BB 0.9700 . ?
C6A H6AA 0.9700 . ?
C6A H6AB 0.9700 . ?

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
N5 Cu2 N6 100.9(2) . 2_646 ?
N5 Cu2 N3 157.7(3) . . ?
N5 Cu2 N4 81.3(3) . . ?
N3 Cu2 N6 101.1(3) . 2_646 ?
N2 Cu2 N5 100.1(3) . . ?
N2 Cu2 N6 97.2(3) . 2_646 ?
N2 Cu2 N3 81.3(3) . . ?
N2 Cu2 N4 165.1(3) . . ?
N4 Cu2 N6 97.1(3) . 2_646 ?
N4 Cu2 N3 91.8(3) . . ?
N1 Cu1 N1 180.0(5) 3_566 . ?
C11 N5 Cu2 144.4(5) . . ?
C11 N5 C9 103.5(6) . . ?
C9 N5 Cu2 112.1(5) . . ?
C11 N6 Cu2 129.2(6) . 2_656 ?
C11 N6 C10 104.0(6) . . ?
C10 N6 Cu2 126.6(5) . 2_656 ?
C4 N3 Cu2 113.1(7) . . ?
C4 N3 C5 122.4(9) . . ?
C5 N3 Cu2 124.5(7) . . ?
C2 N2 Cu2 111.1(6) . . ?
C3 N2 Cu2 144.1(6) . . ?
C3 N2 C2 104.6(8) . . ?
C8 N4 Cu2 113.9(6) . . ?
C8 N4 C7 120.0(8) . . ?
C7 N4 Cu2 126.2(6) . . ?
N5 C11 N6 115.3(7) . . ?
N5 C11 H11 122.3 . . ?
N6 C11 H11 122.3 . . ?
C1 N1 Cu1 130.7(8) . . ?
C1 N1 C3 102.1(9) . . ?
C3 N1 Cu1 127.2(9) . . ?
N5 C9 C8 114.5(7) . . ?
C10 C9 N5 109.3(7) . . ?
C10 C9 C8 136.2(8) . . ?
N6 C10 C9 107.9(7) . . ?
N6 C10 H10 126.1 . . ?
C9 C10 H10 126.1 . . ?
N4 C8 C9 118.2(8) . . ?
N4 C8 H8 120.9 . . ?
C9 C8 H8 120.9 . . ?
C4 C2 N2 115.6(8) . . ?
C1 C2 N2 107.3(9) . . ?
C1 C2 C4 137.0(10) . . ?
N3 C4 C2 118.6(8) . . ?
N3 C4 H4 120.7 . . ?
C2 C4 H4 120.7 . . ?
N1 C1 H1 124.5 . . ?
C2 C1 N1 111.0(9) . . ?
C2 C1 H1 124.5 . . ?
N2 C3 N1 115.0(10) . . ?
N2 C3 H3 122.5 . . ?
N1 C3 H3 122.5 . . ?
N3 C5 H5BC 107.9 . . ?
N3 C5 H5BD 107.9 . . ?
N3 C5 H5AA 109.1 . . ?
N3 C5 H5AB 109.1 . . ?
N3 C5 C6A 112.7(11) . . ?
H5BC C5 H5BD 107.2 . . ?
H5AA C5 H5AB 107.8 . . ?
C6B C5 N3 117.7(13) . . ?
C6B C5 H5BC 107.9 . . ?
C6B C5 H5BD 107.9 . . ?
C6A C5 H5AA 109.1 . . ?
C6A C5 H5AB 109.1 . . ?
N4 C7 H7BC 109.9 . . ?
N4 C7 H7BD 109.9 . . ?
N4 C7 H7AA 108.7 . . ?
N4 C7 H7AB 108.7 . . ?
N4 C7 C6B 109.0(10) . . ?
H7BC C7 H7BD 108.3 . . ?
H7AA C7 H7AB 107.6 . . ?
C6B C7 H7BC 109.9 . . ?
C6B C7 H7BD 109.9 . . ?
C6A C7 N4 114.3(12) . . ?
C6A C7 H7AA 108.7 . . ?
C6A C7 H7AB 108.7 . . ?
C5 C6B C7 117.3(17) . . ?
C5 C6B H6BA 108.0 . . ?
C5 C6B H6BB 108.0 . . ?
C7 C6B H6BA 108.0 . . ?
C7 C6B H6BB 108.0 . . ?
H6BA C6B H6BB 107.2 . . ?
C5 C6A H6AA 107.0 . . ?
C5 C6A H6AB 107.0 . . ?
C7 C6A C5 121.4(18) . . ?
C7 C6A H6AA 107.0 . . ?
C7 C6A H6AB 107.0 . . ?
H6AA C6A H6AB 106.7 . . ?

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
Cu2 N5 C11 N6 179.3(6) . . . . ?
Cu2 N5 C9 C10 179.7(5) . . . . ?
Cu2 N5 C9 C8 1.2(8) . . . . ?
Cu2 N6 C11 N5 176.8(5) 2_656 . . . ?
Cu2 N6 C10 C9 -177.0(5) 2_656 . . . ?
Cu2 N3 C4 C2 -2.3(11) . . . . ?
Cu2 N3 C5 C6B -36.1(18) . . . . ?
Cu2 N3 C5 C6A 19.9(18) . . . . ?
Cu2 N2 C2 C4 -4.3(10) . . . . ?
Cu2 N2 C2 C1 178.5(7) . . . . ?
Cu2 N2 C3 N1 -176.2(7) . . . . ?
Cu2 N4 C8 C9 -0.8(10) . . . . ?
Cu2 N4 C7 C6B 42.2(14) . . . . ?
Cu2 N4 C7 C6A -8.7(18) . . . . ?
Cu1 N1 C1 C2 178.3(7) . . . . ?
Cu1 N1 C3 N2 -176.6(7) . . . . ?
N5 C9 C10 N6 1.1(9) . . . . ?
N5 C9 C8 N4 -0.3(11) . . . . ?
N3 C5 C6B C7 63(2) . . . . ?
N3 C5 C6A C7 -64(3) . . . . ?
N2 C2 C4 N3 4.5(13) . . . . ?
N2 C2 C1 N1 -1.7(12) . . . . ?
N4 C7 C6B C5 -65(2) . . . . ?
N4 C7 C6A C5 57(3) . . . . ?
C11 N5 C9 C10 -0.3(8) . . . . ?
C11 N5 C9 C8 -178.8(7) . . . . ?
C11 N6 C10 C9 -1.5(8) . . . . ?
C9 N5 C11 N6 -0.7(9) . . . . ?
C10 N6 C11 N5 1.4(9) . . . . ?
C10 C9 C8 N4 -178.2(9) . . . . ?
C8 N4 C7 C6B -137.2(12) . . . . ?
C8 N4 C7 C6A 172.0(15) . . . . ?
C8 C9 C10 N6 179.2(9) . . . . ?
C2 N2 C3 N1 -2.6(11) . . . . ?
C4 N3 C5 C6B 142.8(16) . . . . ?
C4 N3 C5 C6A -161.2(14) . . . . ?
C4 C2 C1 N1 -178.0(11) . . . . ?
C1 N1 C3 N2 1.6(12) . . . . ?
C1 C2 C4 N3 -179.4(11) . . . . ?
C3 N2 C2 C4 179.7(8) . . . . ?
C3 N2 C2 C1 2.6(10) . . . . ?
C3 N1 C1 C2 0.2(12) . . . . ?
C5 N3 C4 C2 178.6(9) . . . . ?
C7 N4 C8 C9 178.6(8) . . . . ?

_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_CuL-2
_database_code_depnum_ccdc_archive 'CCDC 2079541'
loop_
_audit_author_name
_audit_author_address
'Jia-Ni Lu'
;Nanjing Normal University
China
;
_audit_update_record             
;
2021-04-23 deposited with the CCDC.	2021-09-22 downloaded from the CCDC.
;
_audit_creation_date             2020-12-22
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'C22 H24 Cu3 N12, Cl, 0.5(C2 H8 O2), 0.5(H4 O2)'
_chemical_formula_sum            'C23 H30 Cl Cu3 N12 O2'
_chemical_formula_weight         732.66
_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 0.0033 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   14.571(4)
_cell_length_b                   21.305(6)
_cell_length_c                   9.400(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2918.1(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2430
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      21.528
_cell_measurement_theta_min      2.58
_shelx_estimated_absorpt_T_max   0.909
_shelx_estimated_absorpt_T_min   0.782
_exptl_absorpt_coefficient_mu    2.303
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.5907
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0859 before and 0.0725 after correction.
The Ratio of minimum to maximum transmission is 0.7927.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear dark green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.668
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1488
_exptl_crystal_size_max          0.112
_exptl_crystal_size_mid          0.098
_exptl_crystal_size_min          0.042
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0536
_diffrn_reflns_av_unetI/netI     0.0478
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            11568
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.669
_diffrn_reflns_theta_min         1.912
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2022
_reflns_number_total             2790
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.657
_refine_diff_density_min         -0.709
_refine_diff_density_rms         0.118
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.168
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     194
_refine_ls_number_reflns         2790
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1152
_refine_ls_R_factor_gt           0.0756
_refine_ls_restrained_S_all      1.168
_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)+(0.0232P)²+23.1967P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1372
_refine_ls_wR_factor_ref         0.1568
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Others
 Fixed Sof: H1A(0.5) H12A(0.5) H12B(0.5) H12C(0.5) H2B(0.5)
3.a Riding coordinates:
 O1(H1A), O2(H2A,H2B)
3.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C5(H5A,H5B), C6(H6A,H6B)
3.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C11(H11), C10(H10), C8(H8), C4(H4), C2(H2)
3.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
Cu01 Cu 0.39499(6) 0.47905(4) 0.35259(9) 0.0362(3) Uani 1 1 d . . . . .
Cu02 Cu 0.49131(11) 0.750000 0.39975(18) 0.0597(5) Uani 1 2 d S T P . .
Cl1 Cl 0.3659(3) 0.750000 0.6363(5) 0.0949(13) Uani 1 2 d S T P . .
N4 N 0.3596(4) 0.3877(3) 0.3488(6) 0.0418(15) Uani 1 1 d . . . . .
N2 N 0.4556(4) 0.5623(3) 0.3762(6) 0.0360(14) Uani 1 1 d . . . . .
N3 N 0.5055(4) 0.4641(3) 0.2260(6) 0.0409(15) Uani 1 1 d . . . . .
N5 N 0.3027(4) 0.4807(3) 0.5077(6) 0.0375(14) Uani 1 1 d . . . . .
N1 N 0.4974(4) 0.6632(3) 0.3728(7) 0.0441(15) Uani 1 1 d . . . . .
N6 N 0.1967(4) 0.4871(3) 0.6818(6) 0.0444(16) Uani 1 1 d . . . . .
C1 C 0.4406(5) 0.6194(3) 0.4271(8) 0.0410(18) Uani 1 1 d . . . . .
H1 H 0.395360 0.628346 0.493767 0.049 Uiso 1 1 calc R U . . .
C11 C 0.2593(5) 0.5171(3) 0.6029(7) 0.0404(17) Uani 1 1 d . . . . .
H11 H 0.271766 0.559726 0.613144 0.048 Uiso 1 1 calc R U . . .
C9 C 0.2638(5) 0.4225(3) 0.5273(8) 0.0399(18) Uani 1 1 d . . . . .
C10 C 0.1992(5) 0.4269(3) 0.6325(7) 0.0392(17) Uani 1 1 d . . . . .
H10 H 0.162753 0.394124 0.665135 0.047 Uiso 1 1 calc R U . . .
C8 C 0.2973(5) 0.3732(4) 0.4381(8) 0.0423(18) Uani 1 1 d . . . . .
H8 H 0.274684 0.332522 0.444904 0.051 Uiso 1 1 calc R U . . .
C3 C 0.5265(5) 0.5692(4) 0.2806(8) 0.0421(18) Uani 1 1 d . . . . .
C4 C 0.5525(5) 0.5133(4) 0.2047(8) 0.0443(19) Uani 1 1 d . . . . .
H4 H 0.601962 0.513238 0.142264 0.053 Uiso 1 1 calc R U . . .
C2 C 0.5524(5) 0.6306(4) 0.2796(9) 0.046(2) Uani 1 1 d . . . . .
H2 H 0.599410 0.647703 0.224997 0.056 Uiso 1 1 calc R U . . .
C7 C 0.3976(6) 0.3389(4) 0.2544(9) 0.055(2) Uani 1 1 d . . . . .
H7A H 0.348634 0.311020 0.224475 0.066 Uiso 1 1 calc R U . . .
H7B H 0.442208 0.314173 0.306682 0.066 Uiso 1 1 calc R U . . .
C5 C 0.5277(6) 0.4049(4) 0.1554(9) 0.054(2) Uani 1 1 d . . . . .
H5A H 0.568912 0.380831 0.215365 0.065 Uiso 1 1 calc R U . . .
H5B H 0.559242 0.413649 0.066710 0.065 Uiso 1 1 calc R U . . .
C6 C 0.4428(6) 0.3666(4) 0.1253(9) 0.058(2) Uani 1 1 d . . . . .
H6A H 0.398655 0.393108 0.076711 0.069 Uiso 1 1 calc R U . . .
H6B H 0.459125 0.332802 0.061010 0.069 Uiso 1 1 calc R U . . .
O1 O 0.2392(18) 0.750000 0.306(3) 0.247(12) Uani 1 2 d S T P . .
H1A H 0.280877 0.775830 0.304387 0.371 Uiso 0.5 1 d R U P . .
C12 C 0.2016(18) 0.750000 0.423(3) 0.21(2) Uani 1 2 d S T P . .
H12A H 0.137307 0.758354 0.410974 0.318 Uiso 0.5 1 calc R U P A -1
H12B H 0.228459 0.781896 0.481703 0.318 Uiso 0.5 1 calc R U P A -1
H12C H 0.209541 0.709750 0.467024 0.318 Uiso 0.5 1 calc R U P A -1
O2 O 0.1427(13) 0.250000 0.482(2) 0.206(9) Uani 1 2 d S T P . .
H2A H 0.117805 0.250000 0.563526 0.310 Uiso 1 2 d R U P . .
H2B H 0.113595 0.228930 0.420126 0.310 Uiso 0.5 1 d R U P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu01 N4 2.015(6) . ?
Cu01 N2 1.994(6) . ?
Cu01 N3 2.027(6) . ?
Cu01 N5 1.984(6) . ?
Cu01 N6 2.210(6) 2_564 ?
Cu02 N1 1.870(6) 7_575 ?
Cu02 N1 1.870(6) . ?
N4 C8 1.274(9) . ?
N4 C7 1.475(9) . ?
N2 C1 1.324(9) . ?
N2 C3 1.377(9) . ?
N3 C4 1.267(9) . ?
N3 C5 1.461(9) . ?
N5 C11 1.342(9) . ?
N5 C9 1.376(9) . ?
N1 C1 1.348(9) . ?
N1 C2 1.374(10) . ?
N6 C11 1.340(9) . ?
N6 C10 1.363(9) . ?
C1 H1 0.9300 . ?
C11 H11 0.9300 . ?
C9 C10 1.369(10) . ?
C9 C8 1.430(10) . ?
C10 H10 0.9300 . ?
C8 H8 0.9300 . ?
C3 C4 1.439(10) . ?
C3 C2 1.363(10) . ?
C4 H4 0.9300 . ?
C2 H2 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C6 1.502(11) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.509(12) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
O1 H1A 0.8200 . ?
O1 H1A 0.8201 7_575 ?
O1 C12 1.22(3) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
O2 H2A 0.8485 . ?
O2 H2B 0.8483 7_565 ?
O2 H2B 0.8483 . ?

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
N4 Cu01 N3 92.4(3) . . ?
N4 Cu01 N6 98.5(2) . 2_564 ?
N2 Cu01 N4 167.2(2) . . ?
N2 Cu01 N3 81.6(2) . . ?
N2 Cu01 N6 93.3(2) . 2_564 ?
N3 Cu01 N6 96.0(2) . 2_564 ?
N5 Cu01 N4 81.8(2) . . ?
N5 Cu01 N2 101.7(2) . . ?
N5 Cu01 N3 166.6(2) . . ?
N5 Cu01 N6 96.8(2) . 2_564 ?
N1 Cu02 N1 163.4(4) 7_575 . ?
C8 N4 Cu01 113.8(5) . . ?
C8 N4 C7 119.6(6) . . ?
C7 N4 Cu01 126.6(5) . . ?
C1 N2 Cu01 141.6(5) . . ?
C1 N2 C3 105.2(6) . . ?
C3 N2 Cu01 110.7(5) . . ?
C4 N3 Cu01 113.1(5) . . ?
C4 N3 C5 121.4(6) . . ?
C5 N3 Cu01 125.3(5) . . ?
C11 N5 Cu01 145.0(5) . . ?
C11 N5 C9 103.8(6) . . ?
C9 N5 Cu01 111.1(5) . . ?
C1 N1 Cu02 127.2(5) . . ?
C1 N1 C2 104.5(6) . . ?
C2 N1 Cu02 127.8(5) . . ?
C11 N6 Cu01 131.1(5) . 2_565 ?
C11 N6 C10 104.1(6) . . ?
C10 N6 Cu01 124.8(5) . 2_565 ?
N2 C1 N1 113.4(7) . . ?
N2 C1 H1 123.3 . . ?
N1 C1 H1 123.3 . . ?
N5 C11 H11 122.8 . . ?
N6 C11 N5 114.4(6) . . ?
N6 C11 H11 122.8 . . ?
N5 C9 C8 116.3(7) . . ?
C10 C9 N5 108.5(6) . . ?
C10 C9 C8 135.2(7) . . ?
N6 C10 C9 109.2(7) . . ?
N6 C10 H10 125.4 . . ?
C9 C10 H10 125.4 . . ?
N4 C8 C9 116.9(7) . . ?
N4 C8 H8 121.5 . . ?
C9 C8 H8 121.5 . . ?
N2 C3 C4 115.7(7) . . ?
C2 C3 N2 108.3(7) . . ?
C2 C3 C4 136.0(8) . . ?
N3 C4 C3 117.6(7) . . ?
N3 C4 H4 121.2 . . ?
C3 C4 H4 121.2 . . ?
N1 C2 H2 125.7 . . ?
C3 C2 N1 108.6(7) . . ?
C3 C2 H2 125.7 . . ?
N4 C7 H7A 109.2 . . ?
N4 C7 H7B 109.2 . . ?
N4 C7 C6 111.9(6) . . ?
H7A C7 H7B 107.9 . . ?
C6 C7 H7A 109.2 . . ?
C6 C7 H7B 109.2 . . ?
N3 C5 H5A 109.3 . . ?
N3 C5 H5B 109.3 . . ?
N3 C5 C6 111.7(7) . . ?
H5A C5 H5B 107.9 . . ?
C6 C5 H5A 109.3 . . ?
C6 C5 H5B 109.3 . . ?
C7 C6 C5 114.9(7) . . ?
C7 C6 H6A 108.5 . . ?
C7 C6 H6B 108.5 . . ?
C5 C6 H6A 108.5 . . ?
C5 C6 H6B 108.5 . . ?
H6A C6 H6B 107.5 . . ?
H1A O1 H1A 84.3 . 7_575 ?
C12 O1 H1A 110.7(14) . 7_575 ?
C12 O1 H1A 110.7 . . ?
O1 C12 H12A 109.5 . . ?
O1 C12 H12B 109.5 . . ?
O1 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
H2A O2 H2B 113.9 . 7_565 ?
H2A O2 H2B 113.9 . . ?
H2B O2 H2B 63.9 . 7_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
Cu01 N4 C8 C9 -1.1(9) . . . . ?
Cu01 N4 C7 C6 -19.8(10) . . . . ?
Cu01 N2 C1 N1 -159.6(6) . . . . ?
Cu01 N2 C3 C4 -10.7(8) . . . . ?
Cu01 N2 C3 C2 167.1(5) . . . . ?
Cu01 N3 C4 C3 5.3(9) . . . . ?
Cu01 N3 C5 C6 27.9(9) . . . . ?
Cu01 N5 C11 N6 178.0(6) . . . . ?
Cu01 N5 C9 C10 -178.4(5) . . . . ?
Cu01 N5 C9 C8 1.3(8) . . . . ?
Cu01 N6 C11 N5 180.0(5) 2_565 . . . ?
Cu01 N6 C10 C9 -179.8(5) 2_565 . . . ?
Cu02 N1 C1 N2 172.6(5) . . . . ?
Cu02 N1 C2 C3 -171.9(5) . . . . ?
N4 C7 C6 C5 65.9(10) . . . . ?
N2 C3 C4 N3 3.7(10) . . . . ?
N2 C3 C2 N1 -0.8(9) . . . . ?
N3 C5 C6 C7 -70.6(9) . . . . ?
N5 C9 C10 N6 -0.7(8) . . . . ?
N5 C9 C8 N4 -0.1(10) . . . . ?
N1 Cu02 N1 C1 -145.3(11) 7_575 . . . ?
N1 Cu02 N1 C2 25.3(18) 7_575 . . . ?
C1 N2 C3 C4 -176.9(6) . . . . ?
C1 N2 C3 C2 0.9(8) . . . . ?
C1 N1 C2 C3 0.4(8) . . . . ?
C11 N5 C9 C10 0.2(8) . . . . ?
C11 N5 C9 C8 179.9(6) . . . . ?
C11 N6 C10 C9 0.8(8) . . . . ?
C9 N5 C11 N6 0.4(8) . . . . ?
C10 N6 C11 N5 -0.7(8) . . . . ?
C10 C9 C8 N4 179.4(8) . . . . ?
C8 N4 C7 C6 159.5(7) . . . . ?
C8 C9 C10 N6 179.8(8) . . . . ?
C3 N2 C1 N1 -0.7(8) . . . . ?
C4 N3 C5 C6 -147.3(8) . . . . ?
C4 C3 C2 N1 176.3(8) . . . . ?
C2 N1 C1 N2 0.2(8) . . . . ?
C2 C3 C4 N3 -173.2(8) . . . . ?
C7 N4 C8 C9 179.5(7) . . . . ?
C5 N3 C4 C3 -179.0(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
