# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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. 
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data_d18830
_database_code_depnum_ccdc_archive 'CCDC 2118003'
loop_
_audit_author_name
_audit_author_address
'Ting-Shen Kuo '
;National Taiwan Normal University
Taiwan
;
_audit_update_record             
;
2021-11-25 deposited with the CCDC.	2022-01-28 downloaded from the CCDC.
;
_audit_creation_date             2021-11-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H30 Cl Cu N3'
_chemical_formula_sum            'C23 H30 Cl Cu N3'
_chemical_formula_weight         447.49
_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           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                   19.0105(7)
_cell_length_b                   15.2571(5)
_cell_length_c                   15.5984(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.9140(10)
_cell_angle_gamma                90
_cell_volume                     4469.6(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9669
_cell_measurement_temperature    200.01
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      2.96
_shelx_estimated_absorpt_T_max   0.842
_shelx_estimated_absorpt_T_min   0.653
_exptl_absorpt_coefficient_mu    1.110
_exptl_absorpt_correction_T_min  0.6529
_exptl_absorpt_correction_T_max  0.8424
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1880
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_av_unetI/netI     0.0186
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            79616
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.269
_diffrn_ambient_temperature      200.01
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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           1.4
_diffrn_source_power             0.07
_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                6752
_reflns_number_total             7851
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.308
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     536
_refine_ls_number_reflns         7851
_refine_ls_number_restraints     1753
_refine_ls_R_factor_all          0.0383
_refine_ls_R_factor_gt           0.0284
_refine_ls_restrained_S_all      1.022
_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)+(0.0261P)²+3.6556P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0673
_refine_ls_wR_factor_ref         0.0738
_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
2. Rigid bond restraints
 C38, C40
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 9.3
3. Uiso/Uaniso restraints and constraints
C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5 \\sim C6 \\sim C7 \\sim C8 \\sim C9
\\sim C10 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17
\\sim C18 \\sim C19 \\sim C20 \\sim C21 \\sim C22 \\sim C23 \\sim C24 \\sim C25
\\sim C26 \\sim C27 \\sim C28 \\sim C29 \\sim C30 \\sim C31 \\sim C32 \\sim C33
\\sim C34 \\sim C35 \\sim C36 \\sim C37 \\sim C38 \\sim C39 \\sim C40 \\sim C41
\\sim C42 \\sim C43 \\sim C44 \\sim C45 \\sim C46 \\sim N1 \\sim N2 \\sim N3
\\sim N4 \\sim N5 \\sim N6 \\sim Cu1 \\sim Cu2 \\sim Cu3 \\sim Cl1 \\sim Cl2
\\sim Cl3: within 3.8A with sigma of 0.01 and sigma for terminal atoms of 0.2
within 3.8A
4. Others
 Sof(Cu3)=Sof(Cl3)=1-FVAR(1)
 Sof(Cu2)=Sof(Cl2)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C12(H12), C15(H15), C35(H35), C38(H38)
5.b Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C41(H41A,H41B)
5.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C9(H9), C10(H10), C20(H20), C21(H21), C22(H22), C23(H23),
 C26(H26), C31(H31), C32(H32), C33(H33), C43(H43), C44(H44), C45(H45), C46(H46)
5.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C5(H5A,H5B,H5C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C),
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C24(H24A,H24B,H24C), C28(H28A,H28B,
 H28C), C36(H36A,H36B,H36C), C37(H37A,H37B,H37C), C39(H39A,H39B,H39C), C40(H40A,
 H40B,H40C)
;
_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
Cu1 Cu 0.26535(2) 0.72766(2) 0.58010(2) 0.02681(7) Uani 1 1 d . U . . .
Cl1 Cl 0.23978(3) 0.80555(4) 0.45665(4) 0.04594(15) Uani 1 1 d . U . . .
N1 N 0.36454(9) 0.70363(11) 0.56536(10) 0.0271(3) Uani 1 1 d . U . . .
N2 N 0.26797(9) 0.64733(12) 0.67690(10) 0.0308(4) Uani 1 1 d . U . . .
N3 N 0.17062(9) 0.76231(12) 0.61696(11) 0.0356(4) Uani 1 1 d . U . . .
C1 C 0.48400(12) 0.63851(16) 0.60250(16) 0.0415(5) Uani 1 1 d . U . . .
H1A H 0.488109 0.632624 0.540907 0.062 Uiso 1 1 calc R U . . .
H1B H 0.505090 0.587059 0.634234 0.062 Uiso 1 1 calc R U . . .
H1C H 0.509167 0.691423 0.625973 0.062 Uiso 1 1 calc R U . . .
C2 C 0.40656(11) 0.64530(13) 0.61231(13) 0.0298(4) Uani 1 1 d . U . . .
C3 C 0.38461(12) 0.59075(14) 0.67466(13) 0.0338(5) Uani 1 1 d . U . . .
H3 H 0.417328 0.546613 0.697986 0.041 Uiso 1 1 calc R U . . .
C4 C 0.32035(12) 0.59336(14) 0.70674(13) 0.0335(5) Uani 1 1 d . U . . .
C5 C 0.31288(14) 0.53236(18) 0.78107(16) 0.0501(6) Uani 1 1 d . U . . .
H5A H 0.353555 0.492160 0.790371 0.075 Uiso 1 1 calc R U . . .
H5B H 0.268714 0.498619 0.767191 0.075 Uiso 1 1 calc R U . . .
H5C H 0.311516 0.566717 0.833870 0.075 Uiso 1 1 calc R U . . .
C6 C 0.39768(10) 0.75195(13) 0.50259(12) 0.0275(4) Uani 1 1 d . U . . .
C7 C 0.43395(11) 0.82983(14) 0.52731(13) 0.0325(4) Uani 1 1 d . U . . .
C8 C 0.47003(12) 0.87099(15) 0.46761(14) 0.0390(5) Uani 1 1 d . U . . .
H8 H 0.496244 0.922940 0.484015 0.047 Uiso 1 1 calc R U . . .
C9 C 0.46860(13) 0.83801(16) 0.38498(15) 0.0412(5) Uani 1 1 d . U . . .
H9 H 0.493861 0.866875 0.345167 0.049 Uiso 1 1 calc R U . . .
C10 C 0.43043(12) 0.76315(15) 0.36057(14) 0.0358(5) Uani 1 1 d . U . . .
H10 H 0.428776 0.741362 0.303244 0.043 Uiso 1 1 calc R U . . .
C11 C 0.39420(11) 0.71873(13) 0.41817(13) 0.0296(4) Uani 1 1 d . U . . .
C12 C 0.43426(12) 0.87044(15) 0.61649(14) 0.0380(5) Uani 1 1 d . U . . .
H12 H 0.415167 0.825857 0.653875 0.046 Uiso 1 1 calc R U . . .
C13 C 0.50859(15) 0.89568(19) 0.66038(17) 0.0558(7) Uani 1 1 d . U . . .
H13A H 0.506397 0.916769 0.719248 0.084 Uiso 1 1 calc R U . . .
H13B H 0.527378 0.942154 0.626923 0.084 Uiso 1 1 calc R U . . .
H13C H 0.539889 0.844377 0.663234 0.084 Uiso 1 1 calc R U . . .
C14 C 0.38467(15) 0.94975(17) 0.60935(17) 0.0522(6) Uani 1 1 d . U . . .
H14A H 0.402394 0.994715 0.573231 0.078 Uiso 1 1 calc R U . . .
H14B H 0.383106 0.973583 0.667360 0.078 Uiso 1 1 calc R U . . .
H14C H 0.336699 0.931826 0.582862 0.078 Uiso 1 1 calc R U . . .
C15 C 0.35296(11) 0.63595(14) 0.38981(13) 0.0341(5) Uani 1 1 d . U . . .
H15 H 0.323316 0.621536 0.435559 0.041 Uiso 1 1 calc R U . . .
C16 C 0.40194(15) 0.55812(16) 0.38280(18) 0.0532(7) Uani 1 1 d . U . . .
H16A H 0.373249 0.506128 0.364425 0.080 Uiso 1 1 calc R U . . .
H16B H 0.430859 0.547062 0.439426 0.080 Uiso 1 1 calc R U . . .
H16C H 0.433214 0.571098 0.340045 0.080 Uiso 1 1 calc R U . . .
C17 C 0.30201(13) 0.64867(17) 0.30436(15) 0.0464(6) Uani 1 1 d . U . . .
H17A H 0.329336 0.664418 0.258264 0.070 Uiso 1 1 calc R U . . .
H17B H 0.268185 0.695649 0.311306 0.070 Uiso 1 1 calc R U . . .
H17C H 0.275937 0.594081 0.288911 0.070 Uiso 1 1 calc R U . . .
C18 C 0.20634(12) 0.64937(16) 0.72212(13) 0.0376(5) Uani 1 1 d . U . . .
H18A H 0.222271 0.661480 0.784458 0.045 Uiso 1 1 calc R U . . .
H18B H 0.182681 0.591384 0.717174 0.045 Uiso 1 1 calc R U . . .
C19 C 0.15492(11) 0.71752(16) 0.68533(14) 0.0377(5) Uani 1 1 d . U . . .
C20 C 0.09245(13) 0.73296(18) 0.71868(16) 0.0482(6) Uani 1 1 d . U . . .
H20 H 0.082641 0.700959 0.767721 0.058 Uiso 1 1 calc R U . . .
C21 C 0.04506(14) 0.7943(2) 0.68088(18) 0.0576(7) Uani 1 1 d . U . . .
H21 H 0.002232 0.805487 0.703265 0.069 Uiso 1 1 calc R U . . .
C22 C 0.06060(14) 0.8393(2) 0.60991(19) 0.0569(7) Uani 1 1 d . U . . .
H22 H 0.028246 0.881511 0.581807 0.068 Uiso 1 1 calc R U . . .
C23 C 0.12368(12) 0.82237(17) 0.58001(16) 0.0461(6) Uani 1 1 d . U . . .
H23 H 0.134469 0.854358 0.531437 0.055 Uiso 1 1 calc R U . . .
N4 N 0.22052(9) 0.27901(14) 0.72355(12) 0.0401(4) Uani 1 1 d . U . . .
N5 N 0.26389(9) 0.38206(12) 0.58846(11) 0.0329(4) Uani 1 1 d . U . . .
N6 N 0.14928(9) 0.47847(12) 0.57181(11) 0.0330(4) Uani 1 1 d . U . . .
C24 C 0.31710(14) 0.1879(2) 0.80169(19) 0.0626(8) Uani 1 1 d . U . . .
H24A H 0.362316 0.163840 0.789489 0.094 Uiso 1 1 calc R U . . .
H24B H 0.282941 0.140110 0.803719 0.094 Uiso 1 1 calc R U . . .
H24C H 0.324952 0.218279 0.857711 0.094 Uiso 1 1 calc R U . . .
C25 C 0.28783(12) 0.25203(17) 0.73072(15) 0.0423(5) Uani 1 1 d . U . . .
C26 C 0.33592(11) 0.27987(16) 0.67751(15) 0.0415(5) Uani 1 1 d . U . . .
H26 H 0.381891 0.253996 0.688344 0.050 Uiso 1 1 calc R U . . .
C27 C 0.32499(11) 0.34069(15) 0.61065(13) 0.0347(5) Uani 1 1 d . U . . .
C28 C 0.38690(12) 0.35951(17) 0.56339(16) 0.0439(6) Uani 1 1 d . U . . .
H28A H 0.372137 0.350476 0.500991 0.066 Uiso 1 1 calc R U . . .
H28B H 0.426387 0.319902 0.584482 0.066 Uiso 1 1 calc R U . . .
H28C H 0.402348 0.420350 0.574015 0.066 Uiso 1 1 calc R U . . .
C29 C 0.17801(12) 0.24107(17) 0.78362(15) 0.0423(5) Uani 1 1 d . U . . .
C30 C 0.13968(12) 0.16393(18) 0.76030(16) 0.0475(6) Uani 1 1 d . U . . .
C31 C 0.10284(13) 0.12645(19) 0.82165(18) 0.0554(7) Uani 1 1 d . U . . .
H31 H 0.077115 0.073612 0.807907 0.066 Uiso 1 1 calc R U . . .
C32 C 0.10292(13) 0.1643(2) 0.90168(18) 0.0571(7) Uani 1 1 d . U . . .
H32 H 0.078546 0.136582 0.943049 0.068 Uiso 1 1 calc R U . . .
C33 C 0.13785(14) 0.2414(2) 0.92190(17) 0.0552(7) Uani 1 1 d . U . . .
H33 H 0.136173 0.267983 0.976622 0.066 Uiso 1 1 calc R U . . .
C34 C 0.17618(13) 0.28195(18) 0.86305(15) 0.0474(6) Uani 1 1 d . U . . .
C35 C 0.13740(15) 0.1211(2) 0.67210(19) 0.0585(7) Uani 1 1 d . U . . .
H35 H 0.157804 0.163808 0.634011 0.070 Uiso 1 1 calc R U . . .
C36 C 0.18280(19) 0.0379(2) 0.6764(3) 0.0862(11) Uani 1 1 d . U . . .
H36A H 0.165553 -0.004473 0.715495 0.129 Uiso 1 1 calc R U . . .
H36B H 0.232555 0.052588 0.698101 0.129 Uiso 1 1 calc R U . . .
H36C H 0.179371 0.012369 0.618216 0.129 Uiso 1 1 calc R U . . .
C37 C 0.06155(18) 0.1006(3) 0.6289(2) 0.0854(11) Uani 1 1 d . U . . .
H37A H 0.062568 0.075172 0.571462 0.128 Uiso 1 1 calc R U . . .
H37B H 0.033481 0.154757 0.622888 0.128 Uiso 1 1 calc R U . . .
H37C H 0.039898 0.058785 0.664772 0.128 Uiso 1 1 calc R U . . .
C38 C 0.21298(16) 0.3675(2) 0.88656(18) 0.0642(7) Uani 1 1 d . U . . .
H38 H 0.241216 0.382094 0.839442 0.077 Uiso 1 1 calc R U . . .
C39 C 0.2650(2) 0.3637(3) 0.9715(2) 0.1021(14) Uani 1 1 d . U . . .
H39A H 0.284198 0.422372 0.985988 0.153 Uiso 1 1 calc R U . . .
H39B H 0.304072 0.323568 0.964971 0.153 Uiso 1 1 calc R U . . .
H39C H 0.240104 0.342674 1.018041 0.153 Uiso 1 1 calc R U . . .
C40 C 0.1590(2) 0.4402(2) 0.8888(3) 0.0923(11) Uani 1 1 d . U . . .
H40A H 0.130515 0.428200 0.934755 0.138 Uiso 1 1 calc R U . . .
H40B H 0.127597 0.443032 0.832700 0.138 Uiso 1 1 calc R U . . .
H40C H 0.183795 0.496208 0.900254 0.138 Uiso 1 1 calc R U . . .
C41 C 0.25884(11) 0.44669(15) 0.51917(14) 0.0374(5) Uani 1 1 d . U . . .
H41A H 0.259630 0.416587 0.463106 0.045 Uiso 1 1 calc R U . . .
H41B H 0.300419 0.486484 0.529694 0.045 Uiso 1 1 calc R U . . .
C42 C 0.19197(11) 0.49885(14) 0.51446(13) 0.0325(4) Uani 1 1 d . U . . .
C43 C 0.17510(12) 0.56487(16) 0.45368(15) 0.0408(5) Uani 1 1 d . U . . .
H43 H 0.205861 0.577180 0.412670 0.049 Uiso 1 1 calc R U . . .
C44 C 0.11379(13) 0.61226(17) 0.45311(17) 0.0471(6) Uani 1 1 d . U . . .
H44 H 0.101295 0.657532 0.411741 0.057 Uiso 1 1 calc R U . . .
C45 C 0.07065(13) 0.59280(17) 0.51389(17) 0.0472(6) Uani 1 1 d . U . . .
H45 H 0.028504 0.625642 0.516022 0.057 Uiso 1 1 calc R U . . .
C46 C 0.08927(12) 0.52542(16) 0.57133(15) 0.0409(5) Uani 1 1 d . U . . .
H46 H 0.058723 0.511466 0.612145 0.049 Uiso 1 1 calc R U . . .
Cu2 Cu 0.1785(3) 0.3700(4) 0.6415(4) 0.0388(9) Uani 0.59(3) 1 d . U P A 1
Cl2 Cl 0.0649(3) 0.3340(4) 0.6501(3) 0.0485(13) Uani 0.59(3) 1 d . U P A 1
Cu3 Cu 0.1787(3) 0.3638(5) 0.6381(5) 0.0269(8) Uani 0.41(3) 1 d . U P A 2
Cl3 Cl 0.0660(5) 0.3522(15) 0.6621(11) 0.093(3) Uani 0.41(3) 1 d . 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
Cu1 Cl1 2.2510(6) . ?
Cu1 N1 1.9689(16) . ?
Cu1 N2 1.9393(17) . ?
Cu1 N3 2.0431(18) . ?
N1 C2 1.336(3) . ?
N1 C6 1.446(2) . ?
N2 C4 1.320(3) . ?
N2 C18 1.459(3) . ?
N3 C19 1.339(3) . ?
N3 C23 1.345(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.507(3) . ?
C2 C3 1.392(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.391(3) . ?
C4 C5 1.511(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.398(3) . ?
C6 C11 1.403(3) . ?
C7 C8 1.389(3) . ?
C7 C12 1.522(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.380(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.375(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.390(3) . ?
C11 C15 1.516(3) . ?
C12 H12 1.0000 . ?
C12 C13 1.521(3) . ?
C12 C14 1.527(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15 1.0000 . ?
C15 C16 1.523(3) . ?
C15 C17 1.534(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.481(3) . ?
C19 C20 1.388(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.367(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.373(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.377(3) . ?
C23 H23 0.9500 . ?
N4 C25 1.332(3) . ?
N4 C29 1.449(3) . ?
N4 Cu2 1.971(5) . ?
N4 Cu3 1.937(6) . ?
N5 C27 1.320(3) . ?
N5 C41 1.455(3) . ?
N5 Cu2 1.942(6) . ?
N5 Cu3 1.920(8) . ?
N6 C42 1.334(3) . ?
N6 C46 1.346(3) . ?
N6 Cu2 2.011(5) . ?
N6 Cu3 2.065(6) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C24 C25 1.517(3) . ?
C25 C26 1.393(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.387(3) . ?
C27 C28 1.510(3) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C30 1.402(4) . ?
C29 C34 1.392(4) . ?
C30 C31 1.393(3) . ?
C30 C35 1.518(4) . ?
C31 H31 0.9500 . ?
C31 C32 1.375(4) . ?
C32 H32 0.9500 . ?
C32 C33 1.364(4) . ?
C33 H33 0.9500 . ?
C33 C34 1.401(3) . ?
C34 C38 1.500(4) . ?
C35 H35 1.0000 . ?
C35 C36 1.530(4) . ?
C35 C37 1.526(4) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38 1.0000 . ?
C38 C39 1.527(4) . ?
C38 C40 1.515(5) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C41 C42 1.492(3) . ?
C42 C43 1.386(3) . ?
C43 H43 0.9500 . ?
C43 C44 1.370(3) . ?
C44 H44 0.9500 . ?
C44 C45 1.379(4) . ?
C45 H45 0.9500 . ?
C45 C46 1.373(3) . ?
C46 H46 0.9500 . ?
Cu2 Cl2 2.253(7) . ?
Cu3 Cl3 2.239(11) . ?

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
N1 Cu1 Cl1 94.71(5) . . ?
N1 Cu1 N3 169.37(7) . . ?
N2 Cu1 Cl1 167.37(5) . . ?
N2 Cu1 N1 93.65(7) . . ?
N2 Cu1 N3 82.06(7) . . ?
N3 Cu1 Cl1 91.21(5) . . ?
C2 N1 Cu1 124.20(13) . . ?
C2 N1 C6 115.12(16) . . ?
C6 N1 Cu1 120.66(12) . . ?
C4 N2 Cu1 126.56(14) . . ?
C4 N2 C18 117.47(17) . . ?
C18 N2 Cu1 115.94(14) . . ?
C19 N3 Cu1 114.03(15) . . ?
C19 N3 C23 118.3(2) . . ?
C23 N3 Cu1 127.66(16) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C2 C1 120.04(18) . . ?
N1 C2 C3 124.23(19) . . ?
C3 C2 C1 115.66(18) . . ?
C2 C3 H3 116.2 . . ?
C4 C3 C2 127.5(2) . . ?
C4 C3 H3 116.2 . . ?
N2 C4 C3 123.21(19) . . ?
N2 C4 C5 120.0(2) . . ?
C3 C4 C5 116.8(2) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 N1 119.65(17) . . ?
C7 C6 C11 121.04(18) . . ?
C11 C6 N1 119.29(18) . . ?
C6 C7 C12 122.02(18) . . ?
C8 C7 C6 118.23(19) . . ?
C8 C7 C12 119.75(19) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 C7 121.4(2) . . ?
C9 C8 H8 119.3 . . ?
C8 C9 H9 120.2 . . ?
C10 C9 C8 119.6(2) . . ?
C10 C9 H9 120.2 . . ?
C9 C10 H10 119.4 . . ?
C9 C10 C11 121.3(2) . . ?
C11 C10 H10 119.4 . . ?
C6 C11 C15 121.47(18) . . ?
C10 C11 C6 118.32(19) . . ?
C10 C11 C15 120.21(18) . . ?
C7 C12 H12 107.8 . . ?
C7 C12 C14 109.93(19) . . ?
C13 C12 C7 112.7(2) . . ?
C13 C12 H12 107.8 . . ?
C13 C12 C14 110.6(2) . . ?
C14 C12 H12 107.8 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C15 H15 107.3 . . ?
C11 C15 C16 112.10(18) . . ?
C11 C15 C17 112.12(18) . . ?
C16 C15 H15 107.3 . . ?
C16 C15 C17 110.31(19) . . ?
C17 C15 H15 107.3 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 H18A 109.4 . . ?
N2 C18 H18B 109.4 . . ?
N2 C18 C19 111.04(18) . . ?
H18A C18 H18B 108.0 . . ?
C19 C18 H18A 109.4 . . ?
C19 C18 H18B 109.4 . . ?
N3 C19 C18 116.86(19) . . ?
N3 C19 C20 121.4(2) . . ?
C20 C19 C18 121.7(2) . . ?
C19 C20 H20 120.0 . . ?
C21 C20 C19 119.9(2) . . ?
C21 C20 H20 120.0 . . ?
C20 C21 H21 120.7 . . ?
C20 C21 C22 118.7(2) . . ?
C22 C21 H21 120.7 . . ?
C21 C22 H22 120.4 . . ?
C21 C22 C23 119.1(3) . . ?
C23 C22 H22 120.4 . . ?
N3 C23 C22 122.5(2) . . ?
N3 C23 H23 118.7 . . ?
C22 C23 H23 118.7 . . ?
C25 N4 C29 116.54(18) . . ?
C25 N4 Cu2 124.0(2) . . ?
C25 N4 Cu3 123.4(3) . . ?
C29 N4 Cu2 119.4(2) . . ?
C29 N4 Cu3 120.1(3) . . ?
C27 N5 C41 118.21(17) . . ?
C27 N5 Cu2 127.1(2) . . ?
C27 N5 Cu3 126.0(2) . . ?
C41 N5 Cu2 114.68(19) . . ?
C41 N5 Cu3 115.8(2) . . ?
C42 N6 C46 118.37(19) . . ?
C42 N6 Cu2 114.1(2) . . ?
C42 N6 Cu3 112.8(2) . . ?
C46 N6 Cu2 127.2(2) . . ?
C46 N6 Cu3 128.1(3) . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C25 C24 H24A 109.5 . . ?
C25 C24 H24B 109.5 . . ?
C25 C24 H24C 109.5 . . ?
N4 C25 C24 120.0(2) . . ?
N4 C25 C26 124.5(2) . . ?
C26 C25 C24 115.5(2) . . ?
C25 C26 H26 116.0 . . ?
C27 C26 C25 128.0(2) . . ?
C27 C26 H26 116.0 . . ?
N5 C27 C26 122.68(19) . . ?
N5 C27 C28 120.1(2) . . ?
C26 C27 C28 117.19(19) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 N4 119.1(2) . . ?
C34 C29 N4 119.3(2) . . ?
C34 C29 C30 121.5(2) . . ?
C29 C30 C35 122.5(2) . . ?
C31 C30 C29 117.6(3) . . ?
C31 C30 C35 119.9(3) . . ?
C30 C31 H31 119.3 . . ?
C32 C31 C30 121.4(3) . . ?
C32 C31 H31 119.3 . . ?
C31 C32 H32 119.9 . . ?
C33 C32 C31 120.3(2) . . ?
C33 C32 H32 119.9 . . ?
C32 C33 H33 119.6 . . ?
C32 C33 C34 120.9(3) . . ?
C34 C33 H33 119.6 . . ?
C29 C34 C33 118.2(3) . . ?
C29 C34 C38 122.2(2) . . ?
C33 C34 C38 119.6(3) . . ?
C30 C35 H35 107.4 . . ?
C30 C35 C36 112.4(2) . . ?
C30 C35 C37 112.3(3) . . ?
C36 C35 H35 107.4 . . ?
C37 C35 H35 107.4 . . ?
C37 C35 C36 109.7(3) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C34 C38 H38 107.3 . . ?
C34 C38 C39 113.2(3) . . ?
C34 C38 C40 110.5(3) . . ?
C39 C38 H38 107.3 . . ?
C40 C38 H38 107.3 . . ?
C40 C38 C39 111.0(3) . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C38 C40 H40A 109.5 . . ?
C38 C40 H40B 109.5 . . ?
C38 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
N5 C41 H41A 109.5 . . ?
N5 C41 H41B 109.5 . . ?
N5 C41 C42 110.83(17) . . ?
H41A C41 H41B 108.1 . . ?
C42 C41 H41A 109.5 . . ?
C42 C41 H41B 109.5 . . ?
N6 C42 C41 116.41(19) . . ?
N6 C42 C43 121.8(2) . . ?
C43 C42 C41 121.75(19) . . ?
C42 C43 H43 120.2 . . ?
C44 C43 C42 119.6(2) . . ?
C44 C43 H43 120.2 . . ?
C43 C44 H44 120.7 . . ?
C43 C44 C45 118.5(2) . . ?
C45 C44 H44 120.7 . . ?
C44 C45 H45 120.4 . . ?
C46 C45 C44 119.3(2) . . ?
C46 C45 H45 120.4 . . ?
N6 C46 C45 122.3(2) . . ?
N6 C46 H46 118.8 . . ?
C45 C46 H46 118.8 . . ?
N4 Cu2 N6 168.8(4) . . ?
N4 Cu2 Cl2 94.9(3) . . ?
N5 Cu2 N4 93.6(2) . . ?
N5 Cu2 N6 82.6(2) . . ?
N5 Cu2 Cl2 157.1(4) . . ?
N6 Cu2 Cl2 92.6(2) . . ?
N4 Cu3 N6 163.9(4) . . ?
N4 Cu3 Cl3 97.6(4) . . ?
N5 Cu3 N4 95.3(3) . . ?
N5 Cu3 N6 81.7(3) . . ?
N5 Cu3 Cl3 165.4(5) . . ?
N6 Cu3 Cl3 87.6(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 N1 C2 C1 -173.56(15) . . . . ?
Cu1 N1 C2 C3 3.5(3) . . . . ?
Cu1 N1 C6 C7 89.8(2) . . . . ?
Cu1 N1 C6 C11 -91.6(2) . . . . ?
Cu1 N2 C4 C3 4.1(3) . . . . ?
Cu1 N2 C4 C5 -177.77(16) . . . . ?
Cu1 N2 C18 C19 -2.6(2) . . . . ?
Cu1 N3 C19 C18 -1.5(2) . . . . ?
Cu1 N3 C19 C20 -179.96(17) . . . . ?
Cu1 N3 C23 C22 178.93(19) . . . . ?
N1 C2 C3 C4 -8.4(4) . . . . ?
N1 C6 C7 C8 174.92(19) . . . . ?
N1 C6 C7 C12 -5.6(3) . . . . ?
N1 C6 C11 C10 -175.79(18) . . . . ?
N1 C6 C11 C15 3.5(3) . . . . ?
N2 C18 C19 N3 2.6(3) . . . . ?
N2 C18 C19 C20 -178.9(2) . . . . ?
N3 C19 C20 C21 0.8(4) . . . . ?
C1 C2 C3 C4 168.8(2) . . . . ?
C2 N1 C6 C7 -88.4(2) . . . . ?
C2 N1 C6 C11 90.3(2) . . . . ?
C2 C3 C4 N2 4.3(4) . . . . ?
C2 C3 C4 C5 -173.9(2) . . . . ?
C4 N2 C18 C19 175.69(18) . . . . ?
C6 N1 C2 C1 4.5(3) . . . . ?
C6 N1 C2 C3 -178.44(19) . . . . ?
C6 C7 C8 C9 2.1(3) . . . . ?
C6 C7 C12 C13 131.6(2) . . . . ?
C6 C7 C12 C14 -104.5(2) . . . . ?
C6 C11 C15 C16 -105.6(2) . . . . ?
C6 C11 C15 C17 129.7(2) . . . . ?
C7 C6 C11 C10 2.8(3) . . . . ?
C7 C6 C11 C15 -177.95(19) . . . . ?
C7 C8 C9 C10 0.4(4) . . . . ?
C8 C7 C12 C13 -49.0(3) . . . . ?
C8 C7 C12 C14 74.9(3) . . . . ?
C8 C9 C10 C11 -1.3(4) . . . . ?
C9 C10 C11 C6 -0.3(3) . . . . ?
C9 C10 C11 C15 -179.5(2) . . . . ?
C10 C11 C15 C16 73.7(3) . . . . ?
C10 C11 C15 C17 -51.0(3) . . . . ?
C11 C6 C7 C8 -3.7(3) . . . . ?
C11 C6 C7 C12 175.77(19) . . . . ?
C12 C7 C8 C9 -177.4(2) . . . . ?
C18 N2 C4 C3 -174.0(2) . . . . ?
C18 N2 C4 C5 4.1(3) . . . . ?
C18 C19 C20 C21 -177.6(2) . . . . ?
C19 N3 C23 C22 0.1(4) . . . . ?
C19 C20 C21 C22 0.2(4) . . . . ?
C20 C21 C22 C23 -1.0(4) . . . . ?
C21 C22 C23 N3 1.0(4) . . . . ?
C23 N3 C19 C18 177.5(2) . . . . ?
C23 N3 C19 C20 -0.9(3) . . . . ?
N4 C25 C26 C27 2.0(4) . . . . ?
N4 C29 C30 C31 176.2(2) . . . . ?
N4 C29 C30 C35 -3.7(3) . . . . ?
N4 C29 C34 C33 -176.6(2) . . . . ?
N4 C29 C34 C38 4.1(4) . . . . ?
N5 C41 C42 N6 -0.3(3) . . . . ?
N5 C41 C42 C43 179.81(19) . . . . ?
N6 C42 C43 C44 1.5(3) . . . . ?
C24 C25 C26 C27 -176.8(3) . . . . ?
C25 N4 C29 C30 -89.9(3) . . . . ?
C25 N4 C29 C34 90.1(3) . . . . ?
C25 C26 C27 N5 0.2(4) . . . . ?
C25 C26 C27 C28 179.5(2) . . . . ?
C27 N5 C41 C42 -168.90(19) . . . . ?
C29 N4 C25 C24 -2.6(4) . . . . ?
C29 N4 C25 C26 178.6(2) . . . . ?
C29 C30 C31 C32 1.1(4) . . . . ?
C29 C30 C35 C36 105.8(3) . . . . ?
C29 C30 C35 C37 -129.8(3) . . . . ?
C29 C34 C38 C39 -124.7(3) . . . . ?
C29 C34 C38 C40 110.0(3) . . . . ?
C30 C29 C34 C33 3.4(4) . . . . ?
C30 C29 C34 C38 -175.9(2) . . . . ?
C30 C31 C32 C33 1.8(4) . . . . ?
C31 C30 C35 C36 -74.0(3) . . . . ?
C31 C30 C35 C37 50.3(3) . . . . ?
C31 C32 C33 C34 -2.2(4) . . . . ?
C32 C33 C34 C29 -0.4(4) . . . . ?
C32 C33 C34 C38 178.9(2) . . . . ?
C33 C34 C38 C39 55.9(4) . . . . ?
C33 C34 C38 C40 -69.3(3) . . . . ?
C34 C29 C30 C31 -3.7(3) . . . . ?
C34 C29 C30 C35 176.4(2) . . . . ?
C35 C30 C31 C32 -179.0(2) . . . . ?
C41 N5 C27 C26 178.1(2) . . . . ?
C41 N5 C27 C28 -1.2(3) . . . . ?
C41 C42 C43 C44 -178.6(2) . . . . ?
C42 N6 C46 C45 0.3(3) . . . . ?
C42 C43 C44 C45 0.3(4) . . . . ?
C43 C44 C45 C46 -1.7(4) . . . . ?
C44 C45 C46 N6 1.5(4) . . . . ?
C46 N6 C42 C41 178.30(19) . . . . ?
C46 N6 C42 C43 -1.8(3) . . . . ?
Cu2 N4 C25 C24 174.2(3) . . . . ?
Cu2 N4 C25 C26 -4.6(4) . . . . ?
Cu2 N4 C29 C30 93.1(3) . . . . ?
Cu2 N4 C29 C34 -86.9(3) . . . . ?
Cu2 N5 C27 C26 0.6(4) . . . . ?
Cu2 N5 C27 C28 -178.7(3) . . . . ?
Cu2 N5 C41 C42 8.8(3) . . . . ?
Cu2 N6 C42 C41 -8.1(3) . . . . ?
Cu2 N6 C42 C43 171.8(3) . . . . ?
Cu2 N6 C46 C45 -172.4(3) . . . . ?
Cu3 N4 C25 C24 177.7(3) . . . . ?
Cu3 N4 C25 C26 -1.1(5) . . . . ?
Cu3 N4 C29 C30 89.8(4) . . . . ?
Cu3 N4 C29 C34 -90.3(4) . . . . ?
Cu3 N5 C27 C26 -3.1(4) . . . . ?
Cu3 N5 C27 C28 177.7(3) . . . . ?
Cu3 N5 C41 C42 12.1(4) . . . . ?
Cu3 N6 C42 C41 -10.6(3) . . . . ?
Cu3 N6 C42 C43 169.4(3) . . . . ?
Cu3 N6 C46 C45 -169.3(3) . . . . ?

_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_l4cucl
_database_code_depnum_ccdc_archive 'CCDC 2118006'
loop_
_audit_author_name
_audit_author_address
'Ting-Shen Kuo '
;National Taiwan Normal University
Taiwan
;
_audit_update_record             
;
2021-11-25 deposited with the CCDC.	2022-01-28 downloaded from the CCDC.
;
_audit_creation_date             2021-11-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C21 H26 Cl Cu N3'
_chemical_formula_sum            'C21 H26 Cl Cu N3'
_chemical_formula_weight         419.44
_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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.2503(11)
_cell_length_b                   15.5506(14)
_cell_length_c                   11.5500(9)
_cell_angle_alpha                90
_cell_angle_beta                 95.735(2)
_cell_angle_gamma                90
_cell_volume                     2010.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7030
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      24.934
_cell_measurement_theta_min      2.242
_shelx_estimated_absorpt_T_max   0.964
_shelx_estimated_absorpt_T_min   0.673
_exptl_absorpt_coefficient_mu    1.228
_exptl_absorpt_correction_T_max  0.9641
_exptl_absorpt_correction_T_min  0.6731
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             876
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0587
_diffrn_reflns_av_unetI/netI     0.0376
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            24796
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.075
_diffrn_reflns_theta_max         25.075
_diffrn_reflns_theta_min         2.242
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2786
_reflns_number_total             3563
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.401
_refine_diff_density_min         -0.325
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         3563
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0565
_refine_ls_R_factor_gt           0.0353
_refine_ls_restrained_S_all      1.067
_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)+(0.0267P)²+2.1368P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0740
_refine_ls_wR_factor_ref         0.0860
_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
2.a Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C16(H16A,H16B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C10(H10), C18(H18), C19(H19), C20(H20), C21(H21)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C5(H5A,H5B,H5C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C),
 C14(H14A,H14B,H14C)
;
_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
Cu1 Cu 0.24211(3) 0.61045(2) 0.55462(3) 0.03098(12) Uani 1 1 d . . . . .
Cl1 Cl 0.24166(9) 0.70070(5) 0.70783(7) 0.0491(2) Uani 1 1 d . . . . .
N1 N 0.1987(2) 0.68961(15) 0.42753(19) 0.0326(6) Uani 1 1 d . . . . .
N2 N 0.1637(2) 0.51032(15) 0.48094(19) 0.0299(6) Uani 1 1 d . . . . .
N3 N 0.3743(2) 0.53844(15) 0.6339(2) 0.0319(6) Uani 1 1 d . . . . .
C1 C 0.1229(4) 0.7301(2) 0.2279(3) 0.0555(10) Uani 1 1 d . . . . .
H1A H 0.194177 0.765680 0.223581 0.083 Uiso 1 1 calc R U . . .
H1B H 0.055600 0.766762 0.244122 0.083 Uiso 1 1 calc R U . . .
H1C H 0.103481 0.700330 0.153679 0.083 Uiso 1 1 calc R U . . .
C2 C 0.1464(3) 0.6647(2) 0.3242(2) 0.0364(7) Uani 1 1 d . . . . .
C3 C 0.1121(3) 0.5805(2) 0.2976(2) 0.0365(7) Uani 1 1 d . . . . .
H3 H 0.080632 0.570563 0.219360 0.044 Uiso 1 1 calc R U . . .
C4 C 0.1176(3) 0.50861(19) 0.3706(2) 0.0319(7) Uani 1 1 d . . . . .
C5 C 0.0678(3) 0.4257(2) 0.3176(3) 0.0417(8) Uani 1 1 d . . . . .
H5A H 0.131372 0.382518 0.320032 0.063 Uiso 1 1 calc R U . . .
H5B H 0.036046 0.435944 0.236669 0.063 Uiso 1 1 calc R U . . .
H5C H 0.003578 0.404981 0.361844 0.063 Uiso 1 1 calc R U . . .
C6 C 0.2171(3) 0.77977(18) 0.4494(2) 0.0320(7) Uani 1 1 d . . . . .
C7 C 0.3311(3) 0.81484(19) 0.4479(2) 0.0343(7) Uani 1 1 d . . . . .
C8 C 0.3479(3) 0.90116(19) 0.4761(2) 0.0370(7) Uani 1 1 d . . . . .
H8 H 0.425628 0.925059 0.476416 0.044 Uiso 1 1 calc R U . . .
C9 C 0.2557(3) 0.95341(19) 0.5037(3) 0.0374(8) Uani 1 1 d . . . . .
C10 C 0.1442(3) 0.9172(2) 0.5037(3) 0.0404(8) Uani 1 1 d . . . . .
H10 H 0.079699 0.952635 0.521636 0.049 Uiso 1 1 calc R U . . .
C11 C 0.1218(3) 0.8306(2) 0.4785(3) 0.0370(7) Uani 1 1 d . . . . .
C12 C 0.4335(3) 0.7616(2) 0.4140(3) 0.0441(8) Uani 1 1 d . . . . .
H12A H 0.438041 0.707844 0.458557 0.066 Uiso 1 1 calc R U . . .
H12B H 0.508260 0.793658 0.430497 0.066 Uiso 1 1 calc R U . . .
H12C H 0.421084 0.748416 0.330637 0.066 Uiso 1 1 calc R U . . .
C13 C 0.2765(4) 1.0476(2) 0.5328(3) 0.0507(9) Uani 1 1 d . . . . .
H13A H 0.358492 1.055527 0.568611 0.076 Uiso 1 1 calc R U . . .
H13B H 0.220222 1.066271 0.587259 0.076 Uiso 1 1 calc R U . . .
H13C H 0.264304 1.081873 0.461428 0.076 Uiso 1 1 calc R U . . .
C14 C 0.0002(3) 0.7929(2) 0.4860(3) 0.0508(9) Uani 1 1 d . . . . .
H14A H -0.036226 0.778902 0.407655 0.076 Uiso 1 1 calc R U . . .
H14B H -0.049970 0.834660 0.522010 0.076 Uiso 1 1 calc R U . . .
H14C H 0.007348 0.740477 0.533297 0.076 Uiso 1 1 calc R U . . .
C15 C 0.1656(3) 0.42863(19) 0.5452(3) 0.0350(7) Uani 1 1 d . . . . .
H15A H 0.212030 0.385759 0.505072 0.042 Uiso 1 1 calc R U . . .
H15B H 0.082895 0.406808 0.544762 0.042 Uiso 1 1 calc R U . . .
C16 C 0.2203(3) 0.4380(2) 0.6707(3) 0.0365(7) Uani 1 1 d . . . . .
H16A H 0.176151 0.482742 0.709766 0.044 Uiso 1 1 calc R U . . .
H16B H 0.211387 0.383013 0.712192 0.044 Uiso 1 1 calc R U . . .
C17 C 0.3489(3) 0.46153(18) 0.6789(2) 0.0306(7) Uani 1 1 d . . . . .
C18 C 0.4393(3) 0.4091(2) 0.7294(3) 0.0402(8) Uani 1 1 d . . . . .
H18 H 0.421112 0.354504 0.759904 0.048 Uiso 1 1 calc R U . . .
C19 C 0.5557(3) 0.4371(2) 0.7347(3) 0.0456(9) Uani 1 1 d . . . . .
H19 H 0.618516 0.401572 0.768675 0.055 Uiso 1 1 calc R U . . .
C20 C 0.5811(3) 0.5162(2) 0.6910(3) 0.0453(8) Uani 1 1 d . . . . .
H20 H 0.660801 0.536931 0.695606 0.054 Uiso 1 1 calc R U . . .
C21 C 0.4881(3) 0.5643(2) 0.6405(3) 0.0417(8) Uani 1 1 d . . . . .
H21 H 0.505217 0.618764 0.608736 0.050 Uiso 1 1 calc R U . . .


_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 Cl1 2.2589(8) . ?
Cu1 N1 1.940(2) . ?
Cu1 N2 1.943(2) . ?
Cu1 N3 2.008(2) . ?
N1 C2 1.334(4) . ?
N1 C6 1.436(4) . ?
N2 C4 1.328(4) . ?
N2 C15 1.470(4) . ?
N3 C17 1.346(4) . ?
N3 C21 1.337(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.511(4) . ?
C2 C3 1.390(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.398(4) . ?
C4 C5 1.510(4) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.396(4) . ?
C6 C11 1.399(4) . ?
C7 C8 1.390(4) . ?
C7 C12 1.503(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.380(4) . ?
C9 C10 1.375(5) . ?
C9 C13 1.516(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.396(4) . ?
C11 C14 1.499(5) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.524(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.486(4) . ?
C17 C18 1.386(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.375(5) . ?
C19 H19 0.9500 . ?
C19 C20 1.370(5) . ?
C20 H20 0.9500 . ?
C20 C21 1.369(4) . ?
C21 H21 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu1 Cl1 100.28(7) . . ?
N1 Cu1 N2 96.20(10) . . ?
N1 Cu1 N3 144.86(11) . . ?
N2 Cu1 Cl1 143.55(8) . . ?
N2 Cu1 N3 92.06(10) . . ?
N3 Cu1 Cl1 92.79(7) . . ?
C2 N1 Cu1 123.2(2) . . ?
C2 N1 C6 118.9(2) . . ?
C6 N1 Cu1 117.73(17) . . ?
C4 N2 Cu1 123.6(2) . . ?
C4 N2 C15 116.9(2) . . ?
C15 N2 Cu1 119.23(18) . . ?
C17 N3 Cu1 119.7(2) . . ?
C21 N3 Cu1 121.3(2) . . ?
C21 N3 C17 119.0(3) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C2 C1 119.5(3) . . ?
N1 C2 C3 124.0(3) . . ?
C3 C2 C1 116.5(3) . . ?
C2 C3 H3 115.7 . . ?
C2 C3 C4 128.7(3) . . ?
C4 C3 H3 115.7 . . ?
N2 C4 C3 123.5(3) . . ?
N2 C4 C5 120.0(3) . . ?
C3 C4 C5 116.5(3) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 N1 119.7(3) . . ?
C7 C6 C11 120.6(3) . . ?
C11 C6 N1 119.5(3) . . ?
C6 C7 C12 121.2(3) . . ?
C8 C7 C6 118.6(3) . . ?
C8 C7 C12 120.3(3) . . ?
C7 C8 H8 118.8 . . ?
C9 C8 C7 122.4(3) . . ?
C9 C8 H8 118.8 . . ?
C8 C9 C13 121.1(3) . . ?
C10 C9 C8 117.8(3) . . ?
C10 C9 C13 121.1(3) . . ?
C9 C10 H10 118.6 . . ?
C9 C10 C11 122.7(3) . . ?
C11 C10 H10 118.6 . . ?
C6 C11 C14 121.2(3) . . ?
C10 C11 C6 117.9(3) . . ?
C10 C11 C14 120.8(3) . . ?
C7 C12 H12A 109.5 . . ?
C7 C12 H12B 109.5 . . ?
C7 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13A 109.5 . . ?
C9 C13 H13B 109.5 . . ?
C9 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N2 C15 H15A 109.1 . . ?
N2 C15 H15B 109.1 . . ?
N2 C15 C16 112.4(2) . . ?
H15A C15 H15B 107.8 . . ?
C16 C15 H15A 109.1 . . ?
C16 C15 H15B 109.1 . . ?
C15 C16 H16A 109.1 . . ?
C15 C16 H16B 109.1 . . ?
H16A C16 H16B 107.8 . . ?
C17 C16 C15 112.5(2) . . ?
C17 C16 H16A 109.1 . . ?
C17 C16 H16B 109.1 . . ?
N3 C17 C16 115.9(3) . . ?
N3 C17 C18 120.6(3) . . ?
C18 C17 C16 123.4(3) . . ?
C17 C18 H18 120.4 . . ?
C19 C18 C17 119.3(3) . . ?
C19 C18 H18 120.4 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 C18 120.0(3) . . ?
C20 C19 H19 120.0 . . ?
C19 C20 H20 121.0 . . ?
C21 C20 C19 118.0(3) . . ?
C21 C20 H20 121.0 . . ?
N3 C21 C20 123.1(3) . . ?
N3 C21 H21 118.4 . . ?
C20 C21 H21 118.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 N1 C2 C1 -176.2(2) . . . . ?
Cu1 N1 C2 C3 3.2(4) . . . . ?
Cu1 N1 C6 C7 79.8(3) . . . . ?
Cu1 N1 C6 C11 -96.6(3) . . . . ?
Cu1 N2 C4 C3 -5.2(4) . . . . ?
Cu1 N2 C4 C5 174.7(2) . . . . ?
Cu1 N2 C15 C16 6.3(3) . . . . ?
Cu1 N3 C17 C16 -3.0(3) . . . . ?
Cu1 N3 C17 C18 177.1(2) . . . . ?
Cu1 N3 C21 C20 -178.2(2) . . . . ?
N1 C2 C3 C4 4.0(6) . . . . ?
N1 C6 C7 C8 -176.3(2) . . . . ?
N1 C6 C7 C12 5.2(4) . . . . ?
N1 C6 C11 C10 177.5(3) . . . . ?
N1 C6 C11 C14 -0.7(4) . . . . ?
N2 C15 C16 C17 -64.9(3) . . . . ?
N3 C17 C18 C19 1.0(4) . . . . ?
C1 C2 C3 C4 -176.5(3) . . . . ?
C2 N1 C6 C7 -104.2(3) . . . . ?
C2 N1 C6 C11 79.4(4) . . . . ?
C2 C3 C4 N2 -2.9(5) . . . . ?
C2 C3 C4 C5 177.2(3) . . . . ?
C4 N2 C15 C16 180.0(3) . . . . ?
C6 N1 C2 C1 8.0(4) . . . . ?
C6 N1 C2 C3 -172.6(3) . . . . ?
C6 C7 C8 C9 -1.0(4) . . . . ?
C7 C6 C11 C10 1.1(4) . . . . ?
C7 C6 C11 C14 -177.0(3) . . . . ?
C7 C8 C9 C10 0.6(4) . . . . ?
C7 C8 C9 C13 -179.3(3) . . . . ?
C8 C9 C10 C11 0.7(5) . . . . ?
C9 C10 C11 C6 -1.6(4) . . . . ?
C9 C10 C11 C14 176.6(3) . . . . ?
C11 C6 C7 C8 0.1(4) . . . . ?
C11 C6 C7 C12 -178.4(3) . . . . ?
C12 C7 C8 C9 177.6(3) . . . . ?
C13 C9 C10 C11 -179.4(3) . . . . ?
C15 N2 C4 C3 -178.5(3) . . . . ?
C15 N2 C4 C5 1.4(4) . . . . ?
C15 C16 C17 N3 63.7(3) . . . . ?
C15 C16 C17 C18 -116.4(3) . . . . ?
C16 C17 C18 C19 -178.9(3) . . . . ?
C17 N3 C21 C20 0.2(5) . . . . ?
C17 C18 C19 C20 0.4(5) . . . . ?
C18 C19 C20 C21 -1.4(5) . . . . ?
C19 C20 C21 N3 1.2(5) . . . . ?
C21 N3 C17 C16 178.7(3) . . . . ?
C21 N3 C17 C18 -1.3(4) . . . . ?

_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_l2cucl
_database_code_depnum_ccdc_archive 'CCDC 2118004'
loop_
_audit_author_name
_audit_author_address
'Ting-Shen Kuo '
;National Taiwan Normal University
Taiwan
;
_audit_update_record             
;
2021-11-25 deposited with the CCDC.	2022-01-28 downloaded from the CCDC.
;
_audit_creation_date             2021-11-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C24 H32 Cl Cu N3'
_chemical_formula_sum            'C24 H32 Cl Cu N3'
_chemical_formula_weight         461.51
_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           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                   16.368(3)
_cell_length_b                   9.646(2)
_cell_length_c                   15.503(3)
_cell_angle_alpha                90
_cell_angle_beta                 104.644(6)
_cell_angle_gamma                90
_cell_volume                     2368.2(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3747
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      25.05
_cell_measurement_theta_min      2.47
_shelx_estimated_absorpt_T_max   0.979
_shelx_estimated_absorpt_T_min   0.902
_exptl_absorpt_coefficient_mu    1.049
_exptl_absorpt_correction_T_max  0.9793
_exptl_absorpt_correction_T_min  0.9023
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark violet'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             972
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.02
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1108
_diffrn_reflns_av_unetI/netI     0.0789
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            27172
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.160
_diffrn_reflns_theta_max         25.160
_diffrn_reflns_theta_min         2.472
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3024
_reflns_number_total             4212
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.433
_refine_diff_density_min         -0.446
_refine_diff_density_rms         0.087
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         4212
_refine_ls_number_restraints     768
_refine_ls_R_factor_all          0.1004
_refine_ls_R_factor_gt           0.0641
_refine_ls_restrained_S_all      1.028
_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)+(0.0078P)²+6.6323P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0946
_refine_ls_wR_factor_ref         0.1048
_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
2. Uiso/Uaniso restraints and constraints
C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5 \\sim C6 \\sim C7 \\sim C8 \\sim C9
\\sim C10 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17
\\sim C18 \\sim C19 \\sim C20 \\sim C21 \\sim C22 \\sim C23 \\sim C24 \\sim N1
\\sim N2 \\sim N3 \\sim Cu1 \\sim Cl1: within 3.8A with sigma of 0.01 and sigma
for terminal atoms of 0.02 within 3.8A
3.a Ternary CH refined with riding coordinates:
 C12(H12), C15(H15)
3.b Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C19(H19A,H19B)
3.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C9(H9), C10(H10), C21(H21), C22(H22), C23(H23), C24(H24)
3.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C5(H5A,H5B,H5C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C),
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C)
;
_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
Cu1 Cu 0.67998(3) 0.67373(6) 0.23442(4) 0.02001(15) Uani 1 1 d . U . . .
Cl1 Cl 0.64130(8) 0.45566(12) 0.25274(8) 0.0329(3) Uani 1 1 d . U . . .
N1 N 0.7879(2) 0.6786(4) 0.3220(2) 0.0211(7) Uani 1 1 d . U . . .
N2 N 0.6546(2) 0.8685(4) 0.2416(2) 0.0234(8) Uani 1 1 d . U . . .
N3 N 0.6161(2) 0.6694(4) 0.1046(2) 0.0284(8) Uani 1 1 d . U . . .
C1 C 0.9150(3) 0.7934(5) 0.4142(3) 0.0356(13) Uani 1 1 d . U . . .
H1A H 0.910830 0.765189 0.473687 0.053 Uiso 1 1 calc R U . . .
H1B H 0.940666 0.885642 0.417541 0.053 Uiso 1 1 calc R U . . .
H1C H 0.950032 0.726683 0.392073 0.053 Uiso 1 1 calc R U . . .
C2 C 0.8277(3) 0.7974(5) 0.3515(3) 0.0247(10) Uani 1 1 d . U . . .
C3 C 0.7932(3) 0.9279(5) 0.3280(3) 0.0255(10) Uani 1 1 d . U . . .
H3 H 0.829762 1.004139 0.348155 0.031 Uiso 1 1 calc R U . . .
C4 C 0.7119(3) 0.9616(5) 0.2785(3) 0.0257(10) Uani 1 1 d . U . . .
C5 C 0.6902(4) 1.1148(5) 0.2677(4) 0.0452(15) Uani 1 1 d . U . . .
H5A H 0.677480 1.139666 0.204455 0.068 Uiso 1 1 calc R U . . .
H5B H 0.738325 1.169641 0.300977 0.068 Uiso 1 1 calc R U . . .
H5C H 0.640888 1.133801 0.290841 0.068 Uiso 1 1 calc R U . . .
C6 C 0.8263(3) 0.5500(5) 0.3587(3) 0.0230(9) Uani 1 1 d . U . . .
C7 C 0.8650(3) 0.4680(5) 0.3056(3) 0.0256(10) Uani 1 1 d . U . . .
C8 C 0.9005(3) 0.3421(5) 0.3415(3) 0.0322(11) Uani 1 1 d . U . . .
H8 H 0.927896 0.285180 0.307433 0.039 Uiso 1 1 calc R U . . .
C9 C 0.8967(3) 0.2987(5) 0.4244(3) 0.0361(12) Uani 1 1 d . U . . .
H9 H 0.921084 0.212684 0.447303 0.043 Uiso 1 1 calc R U . . .
C10 C 0.8572(3) 0.3807(5) 0.4742(3) 0.0329(11) Uani 1 1 d . U . . .
H10 H 0.854678 0.350110 0.531724 0.040 Uiso 1 1 calc R U . . .
C11 C 0.8211(3) 0.5067(5) 0.4427(3) 0.0249(10) Uani 1 1 d . U . . .
C12 C 0.8697(3) 0.5107(5) 0.2132(3) 0.0311(11) Uani 1 1 d . U . . .
H12 H 0.829116 0.588896 0.193624 0.037 Uiso 1 1 calc R U . . .
C13 C 0.9577(4) 0.5641(7) 0.2151(4) 0.0586(17) Uani 1 1 d . U . . .
H13A H 0.971023 0.643509 0.255619 0.088 Uiso 1 1 calc R U . . .
H13B H 0.959524 0.592756 0.154976 0.088 Uiso 1 1 calc R U . . .
H13C H 0.999111 0.490251 0.235920 0.088 Uiso 1 1 calc R U . . .
C14 C 0.8448(4) 0.3953(6) 0.1458(4) 0.0481(15) Uani 1 1 d . U . . .
H14A H 0.885274 0.318904 0.161671 0.072 Uiso 1 1 calc R U . . .
H14B H 0.844820 0.430132 0.086385 0.072 Uiso 1 1 calc R U . . .
H14C H 0.788172 0.362082 0.145525 0.072 Uiso 1 1 calc R U . . .
C15 C 0.7749(3) 0.5877(5) 0.4997(3) 0.0311(11) Uani 1 1 d . U . . .
H15 H 0.761468 0.681406 0.472146 0.037 Uiso 1 1 calc R U . . .
C16 C 0.8280(4) 0.6086(6) 0.5954(3) 0.0517(16) Uani 1 1 d . U . . .
H16A H 0.836697 0.519048 0.626233 0.078 Uiso 1 1 calc R U . . .
H16B H 0.798446 0.671614 0.626887 0.078 Uiso 1 1 calc R U . . .
H16C H 0.882776 0.648518 0.594361 0.078 Uiso 1 1 calc R U . . .
C17 C 0.6917(3) 0.5175(6) 0.5000(4) 0.0476(15) Uani 1 1 d . U . . .
H17A H 0.702896 0.424990 0.526541 0.071 Uiso 1 1 calc R U . . .
H17B H 0.656942 0.509070 0.438674 0.071 Uiso 1 1 calc R U . . .
H17C H 0.661565 0.573102 0.535020 0.071 Uiso 1 1 calc R U . . .
C18 C 0.5699(3) 0.9162(5) 0.1953(3) 0.0298(10) Uani 1 1 d . U . . .
H18A H 0.574284 0.981342 0.147311 0.036 Uiso 1 1 calc R U . . .
H18B H 0.544844 0.966930 0.237825 0.036 Uiso 1 1 calc R U . . .
C19 C 0.5123(3) 0.7969(5) 0.1551(3) 0.0319(11) Uani 1 1 d . U . . .
H19A H 0.511711 0.727974 0.202311 0.038 Uiso 1 1 calc R U . . .
H19B H 0.454058 0.832261 0.132364 0.038 Uiso 1 1 calc R U . . .
C20 C 0.5393(3) 0.7274(5) 0.0812(3) 0.0295(10) Uani 1 1 d . U . . .
C21 C 0.4925(3) 0.7251(6) -0.0063(3) 0.0401(12) Uani 1 1 d . U . . .
H21 H 0.437954 0.765942 -0.022168 0.048 Uiso 1 1 calc R U . . .
C22 C 0.5247(3) 0.6638(6) -0.0701(4) 0.0486(13) Uani 1 1 d . U . . .
H22 H 0.492598 0.661125 -0.130392 0.058 Uiso 1 1 calc R U . . .
C23 C 0.6033(3) 0.6065(6) -0.0463(3) 0.0433(13) Uani 1 1 d . U . . .
H23 H 0.627223 0.565240 -0.089911 0.052 Uiso 1 1 calc R U . . .
C24 C 0.6472(3) 0.6096(5) 0.0416(3) 0.0336(11) Uani 1 1 d . U . . .
H24 H 0.701516 0.567980 0.058464 0.040 Uiso 1 1 calc R U . . .


_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 Cl1 2.2355(14) . ?
Cu1 N1 1.938(4) . ?
Cu1 N2 1.933(4) . ?
Cu1 N3 2.020(4) . ?
N1 C2 1.341(6) . ?
N1 C6 1.440(6) . ?
N2 C4 1.319(6) . ?
N2 C18 1.465(6) . ?
N3 C20 1.339(6) . ?
N3 C24 1.340(6) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.511(6) . ?
C2 C3 1.390(6) . ?
C3 H3 0.9500 . ?
C3 C4 1.396(6) . ?
C4 C5 1.519(6) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.404(6) . ?
C6 C11 1.389(6) . ?
C7 C8 1.400(6) . ?
C7 C12 1.511(6) . ?
C8 H8 0.9500 . ?
C8 C9 1.367(7) . ?
C9 H9 0.9500 . ?
C9 C10 1.375(7) . ?
C10 H10 0.9500 . ?
C10 C11 1.386(6) . ?
C11 C15 1.517(6) . ?
C12 H12 1.0000 . ?
C12 C13 1.522(7) . ?
C12 C14 1.510(7) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15 1.0000 . ?
C15 C16 1.532(7) . ?
C15 C17 1.522(7) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.518(6) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.489(6) . ?
C20 C21 1.378(7) . ?
C21 H21 0.9500 . ?
C21 C22 1.367(7) . ?
C22 H22 0.9500 . ?
C22 C23 1.362(7) . ?
C23 H23 0.9500 . ?
C23 C24 1.372(7) . ?
C24 H24 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu1 Cl1 99.84(12) . . ?
N1 Cu1 N3 148.11(14) . . ?
N2 Cu1 Cl1 146.64(11) . . ?
N2 Cu1 N1 96.14(16) . . ?
N2 Cu1 N3 90.76(16) . . ?
N3 Cu1 Cl1 90.88(12) . . ?
C2 N1 Cu1 122.5(3) . . ?
C2 N1 C6 118.4(4) . . ?
C6 N1 Cu1 119.0(3) . . ?
C4 N2 Cu1 123.2(3) . . ?
C4 N2 C18 118.6(4) . . ?
C18 N2 Cu1 117.8(3) . . ?
C20 N3 Cu1 118.4(3) . . ?
C20 N3 C24 119.0(4) . . ?
C24 N3 Cu1 122.6(3) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C2 C1 119.7(4) . . ?
N1 C2 C3 123.7(4) . . ?
C3 C2 C1 116.6(4) . . ?
C2 C3 H3 115.7 . . ?
C2 C3 C4 128.6(4) . . ?
C4 C3 H3 115.7 . . ?
N2 C4 C3 123.6(4) . . ?
N2 C4 C5 119.6(4) . . ?
C3 C4 C5 116.8(4) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 N1 118.0(4) . . ?
C11 C6 N1 120.3(4) . . ?
C11 C6 C7 121.6(4) . . ?
C6 C7 C12 122.8(4) . . ?
C8 C7 C6 117.3(4) . . ?
C8 C7 C12 119.9(4) . . ?
C7 C8 H8 119.1 . . ?
C9 C8 C7 121.8(5) . . ?
C9 C8 H8 119.1 . . ?
C8 C9 H9 120.3 . . ?
C8 C9 C10 119.4(5) . . ?
C10 C9 H9 120.3 . . ?
C9 C10 H10 119.2 . . ?
C9 C10 C11 121.7(5) . . ?
C11 C10 H10 119.2 . . ?
C6 C11 C15 123.3(4) . . ?
C10 C11 C6 118.2(4) . . ?
C10 C11 C15 118.5(4) . . ?
C7 C12 H12 107.7 . . ?
C7 C12 C13 110.4(4) . . ?
C13 C12 H12 107.7 . . ?
C14 C12 C7 112.7(4) . . ?
C14 C12 H12 107.7 . . ?
C14 C12 C13 110.6(4) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C15 H15 107.7 . . ?
C11 C15 C16 112.8(4) . . ?
C11 C15 C17 110.5(4) . . ?
C16 C15 H15 107.7 . . ?
C17 C15 H15 107.7 . . ?
C17 C15 C16 110.2(4) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 H18A 109.2 . . ?
N2 C18 H18B 109.2 . . ?
N2 C18 C19 112.1(4) . . ?
H18A C18 H18B 107.9 . . ?
C19 C18 H18A 109.2 . . ?
C19 C18 H18B 109.2 . . ?
C18 C19 H19A 109.1 . . ?
C18 C19 H19B 109.1 . . ?
H19A C19 H19B 107.8 . . ?
C20 C19 C18 112.5(4) . . ?
C20 C19 H19A 109.1 . . ?
C20 C19 H19B 109.1 . . ?
N3 C20 C19 114.8(4) . . ?
N3 C20 C21 120.7(5) . . ?
C21 C20 C19 124.4(5) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 C20 119.9(5) . . ?
C22 C21 H21 120.1 . . ?
C21 C22 H22 120.3 . . ?
C23 C22 C21 119.3(5) . . ?
C23 C22 H22 120.3 . . ?
C22 C23 H23 120.6 . . ?
C22 C23 C24 118.8(5) . . ?
C24 C23 H23 120.6 . . ?
N3 C24 C23 122.2(5) . . ?
N3 C24 H24 118.9 . . ?
C23 C24 H24 118.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 N1 C2 C1 -175.1(3) . . . . ?
Cu1 N1 C2 C3 5.1(6) . . . . ?
Cu1 N1 C6 C7 76.1(5) . . . . ?
Cu1 N1 C6 C11 -100.9(4) . . . . ?
Cu1 N2 C4 C3 -10.1(6) . . . . ?
Cu1 N2 C4 C5 169.8(3) . . . . ?
Cu1 N2 C18 C19 5.4(5) . . . . ?
Cu1 N3 C20 C19 3.5(6) . . . . ?
Cu1 N3 C20 C21 -178.8(4) . . . . ?
Cu1 N3 C24 C23 179.7(4) . . . . ?
N1 C2 C3 C4 6.3(8) . . . . ?
N1 C6 C7 C8 -178.7(4) . . . . ?
N1 C6 C7 C12 1.5(7) . . . . ?
N1 C6 C11 C10 178.5(4) . . . . ?
N1 C6 C11 C15 1.0(7) . . . . ?
N2 C18 C19 C20 -66.9(5) . . . . ?
N3 C20 C21 C22 -0.4(8) . . . . ?
C1 C2 C3 C4 -173.5(5) . . . . ?
C2 N1 C6 C7 -105.4(5) . . . . ?
C2 N1 C6 C11 77.6(5) . . . . ?
C2 C3 C4 N2 -3.6(8) . . . . ?
C2 C3 C4 C5 176.5(5) . . . . ?
C4 N2 C18 C19 178.9(4) . . . . ?
C6 N1 C2 C1 6.5(6) . . . . ?
C6 N1 C2 C3 -173.3(4) . . . . ?
C6 C7 C8 C9 1.0(7) . . . . ?
C6 C7 C12 C13 102.8(5) . . . . ?
C6 C7 C12 C14 -133.1(5) . . . . ?
C6 C11 C15 C16 -130.5(5) . . . . ?
C6 C11 C15 C17 105.6(5) . . . . ?
C7 C6 C11 C10 1.6(7) . . . . ?
C7 C6 C11 C15 -175.9(4) . . . . ?
C7 C8 C9 C10 -0.1(8) . . . . ?
C8 C7 C12 C13 -77.0(6) . . . . ?
C8 C7 C12 C14 47.1(6) . . . . ?
C8 C9 C10 C11 -0.1(8) . . . . ?
C9 C10 C11 C6 -0.7(7) . . . . ?
C9 C10 C11 C15 177.0(4) . . . . ?
C10 C11 C15 C16 52.0(6) . . . . ?
C10 C11 C15 C17 -71.8(6) . . . . ?
C11 C6 C7 C8 -1.8(7) . . . . ?
C11 C6 C7 C12 178.4(4) . . . . ?
C12 C7 C8 C9 -179.1(4) . . . . ?
C18 N2 C4 C3 176.8(4) . . . . ?
C18 N2 C4 C5 -3.3(6) . . . . ?
C18 C19 C20 N3 61.7(6) . . . . ?
C18 C19 C20 C21 -115.9(5) . . . . ?
C19 C20 C21 C22 177.0(5) . . . . ?
C20 N3 C24 C23 0.4(7) . . . . ?
C20 C21 C22 C23 -0.5(9) . . . . ?
C21 C22 C23 C24 1.3(9) . . . . ?
C22 C23 C24 N3 -1.3(8) . . . . ?
C24 N3 C20 C19 -177.2(4) . . . . ?
C24 N3 C20 C21 0.5(7) . . . . ?

_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_d19921
_database_code_depnum_ccdc_archive 'CCDC 2118005'
loop_
_audit_author_name
_audit_author_address
'Ting-Shen Kuo '
;National Taiwan Normal University
Taiwan
;
_audit_update_record             
;
2021-11-25 deposited with the CCDC.	2022-01-28 downloaded from the CCDC.
;
_audit_creation_date             2021-11-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.667(C20 H24 Cl Cu N3)'
_chemical_formula_sum            'C13.33 H16 Cl0.67 Cu0.67 N2'
_chemical_formula_weight         270.27
_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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   14.9780(8)
_cell_length_b                   15.4832(7)
_cell_length_c                   16.1862(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3753.7(3)
_cell_formula_units_Z            12
_cell_measurement_reflns_used    9437
_cell_measurement_temperature    199.99
_cell_measurement_theta_max      25.02
_cell_measurement_theta_min      2.27
_shelx_estimated_absorpt_T_max   0.914
_shelx_estimated_absorpt_T_min   0.702
_exptl_absorpt_coefficient_mu    1.313
_exptl_absorpt_correction_T_min  0.7020
_exptl_absorpt_correction_T_max  0.9137
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS

_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1688
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0392
_diffrn_reflns_av_unetI/netI     0.0136
_diffrn_reflns_Laue_measured_fraction_full 0.961
_diffrn_reflns_Laue_measured_fraction_max 0.908
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            60174
_diffrn_reflns_point_group_measured_fraction_full 0.961
_diffrn_reflns_point_group_measured_fraction_max 0.908
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.887
_diffrn_reflns_theta_min         2.272
_diffrn_ambient_temperature      199.99
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.961
_diffrn_measured_fraction_theta_max 0.908
_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           1.4
_diffrn_source_power             0.07
_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                2913
_reflns_number_total             3305
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.456
_refine_diff_density_min         -0.386
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     231
_refine_ls_number_reflns         3305
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0346
_refine_ls_R_factor_gt           0.0274
_refine_ls_restrained_S_all      1.104
_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)+(0.0339P)²+3.7453P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0708
_refine_ls_wR_factor_ref         0.0793
_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
2.a Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C10(H10), C17(H17), C18(H18), C19(H19), C20(H20)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C5(H5A,H5B,H5C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C),
 C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.96408(2) 0.18838(2) 0.37025(2) 0.02368(10) Uani 1 1 d . . . . .
Cl1 Cl 0.97198(5) 0.28306(4) 0.26237(4) 0.0495(2) Uani 1 1 d . . . . .
N1 N 0.89752(11) 0.09726(11) 0.31137(10) 0.0248(4) Uani 1 1 d . . . . .
N2 N 0.94694(11) 0.13404(12) 0.47787(10) 0.0245(4) Uani 1 1 d . . . . .
N3 N 1.05370(12) 0.26060(12) 0.43422(11) 0.0287(4) Uani 1 1 d . . . . .
C1 C 0.81675(17) -0.04332(17) 0.29517(15) 0.0409(6) Uani 1 1 d . . . . .
H1A H 0.766705 -0.018458 0.264258 0.061 Uiso 1 1 calc R U . . .
H1B H 0.794722 -0.089403 0.331322 0.061 Uiso 1 1 calc R U . . .
H1C H 0.860562 -0.067164 0.256417 0.061 Uiso 1 1 calc R U . . .
C2 C 0.86070(13) 0.02677(14) 0.34729(13) 0.0267(4) Uani 1 1 d . . . . .
C3 C 0.86036(13) 0.01132(14) 0.43303(13) 0.0269(5) Uani 1 1 d . . . . .
H3 H 0.829445 -0.038752 0.451263 0.032 Uiso 1 1 calc R U . . .
C4 C 0.90066(13) 0.06182(13) 0.49421(13) 0.0246(4) Uani 1 1 d . . . . .
C5 C 0.89179(15) 0.02970(16) 0.58238(13) 0.0331(5) Uani 1 1 d . . . . .
H5A H 0.949774 0.008504 0.601763 0.050 Uiso 1 1 calc R U . . .
H5B H 0.848030 -0.017305 0.584394 0.050 Uiso 1 1 calc R U . . .
H5C H 0.871839 0.077159 0.617933 0.050 Uiso 1 1 calc R U . . .
C6 C 0.88743(14) 0.10461(14) 0.22328(12) 0.0258(4) Uani 1 1 d . . . . .
C7 C 0.95232(14) 0.07342(14) 0.17116(13) 0.0261(4) Uani 1 1 d . . . . .
C8 C 0.94049(15) 0.08036(14) 0.08602(13) 0.0297(5) Uani 1 1 d . . . . .
H8 H 0.985539 0.058463 0.050406 0.036 Uiso 1 1 calc R U . . .
C9 C 0.86649(15) 0.11748(15) 0.05197(13) 0.0321(5) Uani 1 1 d . . . . .
C10 C 0.80417(15) 0.14999(17) 0.10536(14) 0.0355(5) Uani 1 1 d . . . . .
H10 H 0.752517 0.177039 0.083212 0.043 Uiso 1 1 calc R U . . .
C11 C 0.81335(14) 0.14504(16) 0.19092(14) 0.0332(5) Uani 1 1 d . . . . .
C12 C 1.03437(15) 0.03459(16) 0.20569(15) 0.0363(5) Uani 1 1 d . . . . .
H12A H 1.020256 -0.021905 0.229657 0.055 Uiso 1 1 calc R U . . .
H12B H 1.058635 0.072484 0.248677 0.055 Uiso 1 1 calc R U . . .
H12C H 1.078643 0.027450 0.161632 0.055 Uiso 1 1 calc R U . . .
C13 C 0.85425(18) 0.1222(2) -0.04031(14) 0.0456(6) Uani 1 1 d . . . . .
H13A H 0.912649 0.127985 -0.067029 0.068 Uiso 1 1 calc R U . . .
H13B H 0.817113 0.172251 -0.054108 0.068 Uiso 1 1 calc R U . . .
H13C H 0.825010 0.069346 -0.059801 0.068 Uiso 1 1 calc R U . . .
C14 C 0.74593(19) 0.1841(2) 0.24727(16) 0.0525(8) Uani 1 1 d . . . . .
H14A H 0.720033 0.138978 0.282314 0.079 Uiso 1 1 calc R U . . .
H14B H 0.698626 0.211297 0.214511 0.079 Uiso 1 1 calc R U . . .
H14C H 0.774761 0.227748 0.282070 0.079 Uiso 1 1 calc R U . . .
C15 C 0.99211(15) 0.17686(14) 0.54656(13) 0.0276(5) Uani 1 1 d . . . . .
H15A H 1.023524 0.133365 0.580690 0.033 Uiso 1 1 calc R U . . .
H15B H 0.947540 0.206300 0.581869 0.033 Uiso 1 1 calc R U . . .
C16 C 1.05746(14) 0.24114(14) 0.51464(13) 0.0272(5) Uani 1 1 d . . . . .
C17 C 1.11838(16) 0.28024(16) 0.56641(15) 0.0373(5) Uani 1 1 d . . . . .
H17 H 1.121263 0.264919 0.623176 0.045 Uiso 1 1 calc R U . . .
C18 C 1.17500(17) 0.34190(18) 0.53446(17) 0.0444(6) Uani 1 1 d . . . . .
H18 H 1.217959 0.369082 0.568937 0.053 Uiso 1 1 calc R U . . .
C19 C 1.16887(17) 0.36401(18) 0.45171(17) 0.0442(6) Uani 1 1 d . . . . .
H19 H 1.206347 0.407452 0.429025 0.053 Uiso 1 1 calc R U . . .
C20 C 1.10832(16) 0.32244(16) 0.40370(16) 0.0377(6) Uani 1 1 d . . . . .
H20 H 1.104151 0.337215 0.346867 0.045 Uiso 1 1 calc R U . . .


_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 Cl1 2.2831(6) . ?
Cu1 N1 1.9731(17) . ?
Cu1 N2 1.9515(17) . ?
Cu1 N3 2.0308(19) . ?
N1 C2 1.354(3) . ?
N1 C6 1.438(3) . ?
N2 C4 1.342(3) . ?
N2 C15 1.461(3) . ?
N3 C16 1.337(3) . ?
N3 C20 1.353(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.524(3) . ?
C2 C3 1.408(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.399(3) . ?
C4 C5 1.517(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.375(3) . ?
C6 C11 1.377(3) . ?
C7 C8 1.394(3) . ?
C7 C12 1.478(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.365(3) . ?
C9 C10 1.368(3) . ?
C9 C13 1.507(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.394(3) . ?
C11 C14 1.489(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.488(3) . ?
C16 C17 1.379(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.378(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.385(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.357(4) . ?
C20 H20 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu1 Cl1 96.65(5) . . ?
N1 Cu1 N3 166.91(7) . . ?
N2 Cu1 Cl1 165.11(6) . . ?
N2 Cu1 N1 93.23(7) . . ?
N2 Cu1 N3 82.49(7) . . ?
N3 Cu1 Cl1 90.12(6) . . ?
C2 N1 Cu1 125.08(14) . . ?
C2 N1 C6 116.53(17) . . ?
C6 N1 Cu1 118.38(13) . . ?
C4 N2 Cu1 127.09(14) . . ?
C4 N2 C15 117.88(17) . . ?
C15 N2 Cu1 115.01(13) . . ?
C16 N3 Cu1 113.58(15) . . ?
C16 N3 C20 119.3(2) . . ?
C20 N3 Cu1 127.10(16) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C2 C1 120.80(19) . . ?
N1 C2 C3 124.17(19) . . ?
C3 C2 C1 115.02(19) . . ?
C2 C3 H3 116.5 . . ?
C4 C3 C2 126.9(2) . . ?
C4 C3 H3 116.5 . . ?
N2 C4 C3 123.32(19) . . ?
N2 C4 C5 120.25(19) . . ?
C3 C4 C5 116.42(19) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 N1 120.41(19) . . ?
C7 C6 C11 119.7(2) . . ?
C11 C6 N1 119.84(19) . . ?
C6 C7 C8 119.3(2) . . ?
C6 C7 C12 119.9(2) . . ?
C8 C7 C12 120.74(19) . . ?
C7 C8 H8 118.8 . . ?
C9 C8 C7 122.4(2) . . ?
C9 C8 H8 118.8 . . ?
C8 C9 C10 117.0(2) . . ?
C8 C9 C13 121.3(2) . . ?
C10 C9 C13 121.7(2) . . ?
C9 C10 H10 118.7 . . ?
C9 C10 C11 122.7(2) . . ?
C11 C10 H10 118.7 . . ?
C6 C11 C10 118.8(2) . . ?
C6 C11 C14 119.9(2) . . ?
C10 C11 C14 121.3(2) . . ?
C7 C12 H12A 109.5 . . ?
C7 C12 H12B 109.5 . . ?
C7 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13A 109.5 . . ?
C9 C13 H13B 109.5 . . ?
C9 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N2 C15 H15A 109.6 . . ?
N2 C15 H15B 109.6 . . ?
N2 C15 C16 110.12(17) . . ?
H15A C15 H15B 108.2 . . ?
C16 C15 H15A 109.6 . . ?
C16 C15 H15B 109.6 . . ?
N3 C16 C15 117.44(19) . . ?
N3 C16 C17 121.4(2) . . ?
C17 C16 C15 121.2(2) . . ?
C16 C17 H17 120.5 . . ?
C18 C17 C16 118.9(2) . . ?
C18 C17 H17 120.5 . . ?
C17 C18 H18 120.2 . . ?
C17 C18 C19 119.6(2) . . ?
C19 C18 H18 120.2 . . ?
C18 C19 H19 120.6 . . ?
C20 C19 C18 118.7(2) . . ?
C20 C19 H19 120.6 . . ?
N3 C20 C19 122.1(2) . . ?
N3 C20 H20 119.0 . . ?
C19 C20 H20 119.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 N1 C2 C1 -175.27(16) . . . . ?
Cu1 N1 C2 C3 4.0(3) . . . . ?
Cu1 N1 C6 C7 86.2(2) . . . . ?
Cu1 N1 C6 C11 -92.2(2) . . . . ?
Cu1 N2 C4 C3 3.4(3) . . . . ?
Cu1 N2 C4 C5 -178.21(15) . . . . ?
Cu1 N2 C15 C16 -12.7(2) . . . . ?
Cu1 N3 C16 C15 -5.1(2) . . . . ?
Cu1 N3 C16 C17 176.12(17) . . . . ?
Cu1 N3 C20 C19 -176.81(19) . . . . ?
N1 C2 C3 C4 -3.6(3) . . . . ?
N1 C6 C7 C8 179.22(19) . . . . ?
N1 C6 C7 C12 -2.0(3) . . . . ?
N1 C6 C11 C10 -178.8(2) . . . . ?
N1 C6 C11 C14 2.5(3) . . . . ?
N2 C15 C16 N3 11.5(3) . . . . ?
N2 C15 C16 C17 -169.7(2) . . . . ?
N3 C16 C17 C18 1.4(4) . . . . ?
C1 C2 C3 C4 175.7(2) . . . . ?
C2 N1 C6 C7 -93.1(2) . . . . ?
C2 N1 C6 C11 88.5(3) . . . . ?
C2 C3 C4 N2 -0.4(3) . . . . ?
C2 C3 C4 C5 -178.8(2) . . . . ?
C4 N2 C15 C16 165.73(17) . . . . ?
C6 N1 C2 C1 4.0(3) . . . . ?
C6 N1 C2 C3 -176.76(19) . . . . ?
C6 C7 C8 C9 0.2(3) . . . . ?
C7 C6 C11 C10 2.8(3) . . . . ?
C7 C6 C11 C14 -175.9(2) . . . . ?
C7 C8 C9 C10 1.5(3) . . . . ?
C7 C8 C9 C13 -178.4(2) . . . . ?
C8 C9 C10 C11 -1.1(4) . . . . ?
C9 C10 C11 C6 -1.1(4) . . . . ?
C9 C10 C11 C14 177.6(3) . . . . ?
C11 C6 C7 C8 -2.4(3) . . . . ?
C11 C6 C7 C12 176.4(2) . . . . ?
C12 C7 C8 C9 -178.6(2) . . . . ?
C13 C9 C10 C11 178.9(2) . . . . ?
C15 N2 C4 C3 -174.90(19) . . . . ?
C15 N2 C4 C5 3.5(3) . . . . ?
C15 C16 C17 C18 -177.4(2) . . . . ?
C16 N3 C20 C19 1.8(4) . . . . ?
C16 C17 C18 C19 0.8(4) . . . . ?
C17 C18 C19 C20 -1.6(4) . . . . ?
C18 C19 C20 N3 0.3(4) . . . . ?
C20 N3 C16 C15 176.1(2) . . . . ?
C20 N3 C16 C17 -2.7(3) . . . . ?

_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_l1cu(o2n)
_database_code_depnum_ccdc_archive 'CCDC 2118007'
loop_
_audit_author_name
_audit_author_address
'Ting-Shen Kuo '
;National Taiwan Normal University
Taiwan
;
_audit_update_record             
;
2021-11-25 deposited with the CCDC.	2022-01-28 downloaded from the CCDC.
;
_audit_creation_date             2021-11-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'C23 H30 Cu N4 O2, 1.779(C0.562 H1.124 Cl1.124)'
_chemical_formula_sum            'C24 H32 Cl2 Cu N4 O2'
_chemical_formula_weight         542.97
_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      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                   33.0788(10)
_cell_length_b                   10.1901(3)
_cell_length_c                   15.8411(5)
_cell_angle_alpha                90
_cell_angle_beta                 99.2350(10)
_cell_angle_gamma                90
_cell_volume                     5270.4(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9862
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      25.004
_cell_measurement_theta_min      2.412
_shelx_estimated_absorpt_T_max   0.939
_shelx_estimated_absorpt_T_min   0.785
_exptl_absorpt_coefficient_mu    1.059
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.5119
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1259 before and 0.0737 after correction.
The Ratio of minimum to maximum transmission is 0.6869.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2264
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.06
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0639
_diffrn_reflns_av_unetI/netI     0.0445
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            49501
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.356
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7340
_reflns_number_total             9249
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'XS  (Sheldrick, 2008)'
_refine_diff_density_max         0.646
_refine_diff_density_min         -0.798
_refine_diff_density_rms         0.072
_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     635
_refine_ls_number_reflns         9249
_refine_ls_number_restraints     1964
_refine_ls_R_factor_all          0.0651
_refine_ls_R_factor_gt           0.0480
_refine_ls_restrained_S_all      1.095
_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)+(0.0620P)²+7.2801P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1254
_refine_ls_wR_factor_ref         0.1363
_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
2. Restrained distances
 C48-Cl3 \\sim C49-Cl5
 with sigma of 0.02
 C48-Cl4 \\sim C49-Cl6
 with sigma of 0.02
 Cl3-Cl4 \\sim Cl5-Cl6
 with sigma of 0.04
3. Rigid bond restraints
 O4, N5
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 13.5
 O2, N1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 14.5
 O1, N1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 5.5
 Cu1, O1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 8.3
 Cu1, O2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 8.4
 Cu2, O3
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 7.4
 Cu2, O4
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 9.5
4. Uiso/Uaniso restraints and constraints
C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5 \\sim C6 \\sim C7 \\sim C8 \\sim C9
\\sim C10 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17
\\sim C18 \\sim C19 \\sim C20 \\sim C21 \\sim C22 \\sim C23 \\sim C24 \\sim C25
\\sim C26 \\sim C27 \\sim C28 \\sim C29 \\sim C30 \\sim C31 \\sim C32 \\sim C33
\\sim C34 \\sim C35 \\sim C36 \\sim C37 \\sim C38 \\sim C39 \\sim C40 \\sim C41
\\sim C42 \\sim C43 \\sim C44 \\sim C45 \\sim C46 \\sim C47 \\sim C48 \\sim C49
\\sim N1 \\sim N2 \\sim N3 \\sim N4 \\sim N5 \\sim N6 \\sim N7 \\sim N8 \\sim
O1 \\sim O2 \\sim O3 \\sim O4 \\sim Cl1 \\sim Cl2 \\sim Cl3 \\sim Cl4 \\sim Cl5
\\sim Cl6 \\sim Cu1 \\sim Cu2: within 3.8A with sigma of 0.01 and sigma for
terminal atoms of 0.02 within 3.8A
Uanis(Cl1) \\sim Ueq, Uanis(Cl2) \\sim Ueq, Uanis(Cl3) \\sim Ueq, Uanis(Cl4)
\\sim Ueq, Uanis(Cl5) \\sim Ueq, Uanis(Cl6) \\sim Ueq: with sigma of 0.008 and
sigma for terminal atoms of 0.008
5. Others
 Sof(Cl5)=Sof(Cl6)=Sof(C49)=Sof(H49A)=Sof(H49B)=1-FVAR(1)
 Sof(Cl3)=Sof(Cl4)=Sof(C48)=Sof(H48A)=Sof(H48B)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C12(H12), C15(H15), C35(H35), C38(H38)
6.b Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C41(H41A,H41B), C47(H47A,H47B), C48(H48A,H48B), C49(H49A,H49B)
6.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C9(H9), C10(H10), C20(H20), C21(H21), C22(H22), C23(H23),
 C26(H26), C31(H31), C32(H32), C33(H33), C43(H43), C44(H44), C45(H45), C46(H46)
6.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C5(H5A,H5B,H5C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C),
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C24(H24A,H24B,H24C), C28(H28A,H28B,
 H28C), C36(H36A,H36B,H36C), C37(H37A,H37B,H37C), C39(H39A,H39B,H39C), C40(H40A,
 H40B,H40C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.10593(2) 0.52875(4) 0.08586(2) 0.02532(12) Uani 1 1 d . U . . .
O1 O 0.06323(8) 0.5328(3) -0.01824(15) 0.0396(5) Uani 1 1 d . U . . .
O2 O 0.09364(10) 0.3556(3) -0.03454(17) 0.0569(7) Uani 1 1 d . U . . .
N1 N 0.06617(10) 0.4319(3) -0.06024(18) 0.0415(6) Uani 1 1 d . U . . .
N2 N 0.13688(8) 0.6736(3) 0.04820(15) 0.0281(6) Uani 1 1 d . U . . .
N3 N 0.14506(9) 0.4926(3) 0.18709(16) 0.0295(6) Uani 1 1 d . U . . .
N4 N 0.06948(8) 0.4154(3) 0.14505(16) 0.0304(6) Uani 1 1 d . U . . .
C1 C 0.18947(11) 0.8471(4) 0.0643(2) 0.0401(8) Uani 1 1 d . U . . .
H1A H 0.174176 0.922386 0.081282 0.060 Uiso 1 1 calc R U . . .
H1B H 0.187794 0.846424 0.001998 0.060 Uiso 1 1 calc R U . . .
H1C H 0.218206 0.853779 0.091276 0.060 Uiso 1 1 calc R U . . .
C2 C 0.17133(10) 0.7218(3) 0.0927(2) 0.0309(7) Uani 1 1 d . U . . .
C3 C 0.19165(10) 0.6645(3) 0.1678(2) 0.0310(7) Uani 1 1 d . U . . .
H3 H 0.217154 0.702939 0.191268 0.037 Uiso 1 1 calc R U . . .
C4 C 0.17929(10) 0.5580(3) 0.2129(2) 0.0315(7) Uani 1 1 d . U . . .
C5 C 0.20630(12) 0.5208(4) 0.2957(2) 0.0435(9) Uani 1 1 d . U . . .
H5A H 0.232021 0.570170 0.301233 0.065 Uiso 1 1 calc R U . . .
H5B H 0.212170 0.426586 0.295549 0.065 Uiso 1 1 calc R U . . .
H5C H 0.192210 0.541701 0.343906 0.065 Uiso 1 1 calc R U . . .
C6 C 0.11908(10) 0.7419(3) -0.0291(2) 0.0308(7) Uani 1 1 d . U . . .
C7 C 0.09246(11) 0.8478(4) -0.0234(2) 0.0357(7) Uani 1 1 d . U . . .
C8 C 0.07472(12) 0.9075(4) -0.0990(2) 0.0429(8) Uani 1 1 d . U . . .
H8 H 0.056749 0.979746 -0.097016 0.051 Uiso 1 1 calc R U . . .
C9 C 0.08268(12) 0.8640(4) -0.1766(2) 0.0448(9) Uani 1 1 d . U . . .
H9 H 0.070056 0.906241 -0.227570 0.054 Uiso 1 1 calc R U . . .
C10 C 0.10860(12) 0.7605(4) -0.1816(2) 0.0420(8) Uani 1 1 d . U . . .
H10 H 0.113724 0.732215 -0.236075 0.050 Uiso 1 1 calc R U . . .
C11 C 0.12768(11) 0.6955(3) -0.1080(2) 0.0340(7) Uani 1 1 d . U . . .
C12 C 0.08234(12) 0.8948(4) 0.0616(2) 0.0429(8) Uani 1 1 d . U . . .
H12 H 0.103756 0.858872 0.107574 0.052 Uiso 1 1 calc R U . . .
C13 C 0.08285(17) 1.0426(4) 0.0706(3) 0.0665(13) Uani 1 1 d . U . . .
H13A H 0.109586 1.076439 0.061755 0.100 Uiso 1 1 calc R U . . .
H13B H 0.077949 1.066458 0.128048 0.100 Uiso 1 1 calc R U . . .
H13C H 0.061349 1.080700 0.027873 0.100 Uiso 1 1 calc R U . . .
C14 C 0.04119(15) 0.8381(5) 0.0756(3) 0.0703(13) Uani 1 1 d . U . . .
H14A H 0.019585 0.869354 0.030434 0.106 Uiso 1 1 calc R U . . .
H14B H 0.035196 0.866437 0.131411 0.106 Uiso 1 1 calc R U . . .
H14C H 0.042380 0.742018 0.073976 0.106 Uiso 1 1 calc R U . . .
C15 C 0.15527(12) 0.5788(4) -0.1143(2) 0.0404(8) Uani 1 1 d . U . . .
H15 H 0.151889 0.518063 -0.066346 0.048 Uiso 1 1 calc R U . . .
C16 C 0.20038(13) 0.6164(5) -0.1031(3) 0.0611(11) Uani 1 1 d . U . . .
H16A H 0.204528 0.681480 -0.146466 0.092 Uiso 1 1 calc R U . . .
H16B H 0.216827 0.538171 -0.109710 0.092 Uiso 1 1 calc R U . . .
H16C H 0.208817 0.653709 -0.045990 0.092 Uiso 1 1 calc R U . . .
C17 C 0.14427(18) 0.5017(5) -0.1970(3) 0.0659(13) Uani 1 1 d . U . . .
H17A H 0.114859 0.482508 -0.206740 0.099 Uiso 1 1 calc R U . . .
H17B H 0.159728 0.419319 -0.192736 0.099 Uiso 1 1 calc R U . . .
H17C H 0.151127 0.553716 -0.244785 0.099 Uiso 1 1 calc R U . . .
C18 C 0.13287(11) 0.3887(4) 0.2415(2) 0.0368(8) Uani 1 1 d . U . . .
H18A H 0.138399 0.416878 0.302046 0.044 Uiso 1 1 calc R U . . .
H18B H 0.149167 0.308677 0.235618 0.044 Uiso 1 1 calc R U . . .
C19 C 0.08855(11) 0.3588(3) 0.2168(2) 0.0313(7) Uani 1 1 d . U . . .
C20 C 0.06732(12) 0.2813(4) 0.2673(2) 0.0398(8) Uani 1 1 d . U . . .
H20 H 0.081284 0.242244 0.318215 0.048 Uiso 1 1 calc R U . . .
C21 C 0.02632(13) 0.2619(4) 0.2431(2) 0.0466(9) Uani 1 1 d . U . . .
H21 H 0.011579 0.207496 0.276185 0.056 Uiso 1 1 calc R U . . .
C22 C 0.00624(13) 0.3226(4) 0.1692(2) 0.0481(9) Uani 1 1 d . U . . .
H22 H -0.022467 0.312538 0.152188 0.058 Uiso 1 1 calc R U . . .
C23 C 0.02861(11) 0.3967(4) 0.1219(2) 0.0408(8) Uani 1 1 d . U . . .
H23 H 0.015100 0.436709 0.070908 0.049 Uiso 1 1 calc R U . . .
Cu2 Cu 0.39464(2) -0.02142(4) 0.52105(2) 0.02610(12) Uani 1 1 d . U . . .
O3 O 0.43555(8) -0.0294(3) 0.44164(15) 0.0401(6) Uani 1 1 d . U . . .
O4 O 0.40465(10) 0.1459(3) 0.40486(18) 0.0612(8) Uani 1 1 d . U . . .
N5 N 0.43179(10) 0.0695(4) 0.39608(18) 0.0436(7) Uani 1 1 d . U . . .
N6 N 0.36203(8) -0.1652(3) 0.46618(16) 0.0289(6) Uani 1 1 d . U . . .
N7 N 0.35679(9) 0.0238(3) 0.59708(17) 0.0309(6) Uani 1 1 d . U . . .
N8 N 0.43336(8) 0.0885(3) 0.60269(16) 0.0312(6) Uani 1 1 d . U . . .
C24 C 0.30735(12) -0.3320(4) 0.4528(2) 0.0449(9) Uani 1 1 d . U . . .
H24A H 0.321135 -0.407133 0.483517 0.067 Uiso 1 1 calc R U . . .
H24B H 0.309692 -0.338171 0.392037 0.067 Uiso 1 1 calc R U . . .
H24C H 0.278357 -0.332082 0.459121 0.067 Uiso 1 1 calc R U . . .
C25 C 0.32714(10) -0.2064(3) 0.4893(2) 0.0315(7) Uani 1 1 d . U . . .
C26 C 0.30742(10) -0.1423(4) 0.5490(2) 0.0346(7) Uani 1 1 d . U . . .
H26 H 0.281205 -0.175347 0.555272 0.041 Uiso 1 1 calc R U . . .
C27 C 0.32152(10) -0.0354(3) 0.6007(2) 0.0326(7) Uani 1 1 d . U . . .
C28 C 0.29535(13) 0.0099(4) 0.6648(3) 0.0494(10) Uani 1 1 d . U . . .
H28A H 0.268270 -0.031149 0.651983 0.074 Uiso 1 1 calc R U . . .
H28B H 0.292380 0.105563 0.661672 0.074 Uiso 1 1 calc R U . . .
H28C H 0.308399 -0.015222 0.722527 0.074 Uiso 1 1 calc R U . . .
C29 C 0.37828(10) -0.2385(4) 0.4013(2) 0.0323(7) Uani 1 1 d . U . . .
C30 C 0.40537(11) -0.3428(4) 0.4253(2) 0.0375(7) Uani 1 1 d . U . . .
C31 C 0.42232(12) -0.4073(4) 0.3611(3) 0.0466(9) Uani 1 1 d . U . . .
H31 H 0.440838 -0.477935 0.375930 0.056 Uiso 1 1 calc R U . . .
C32 C 0.41252(12) -0.3697(4) 0.2770(2) 0.0485(9) Uani 1 1 d . U . . .
H32 H 0.424334 -0.414463 0.234365 0.058 Uiso 1 1 calc R U . . .
C33 C 0.38587(12) -0.2683(4) 0.2542(2) 0.0449(9) Uani 1 1 d . U . . .
H33 H 0.379312 -0.244240 0.195700 0.054 Uiso 1 1 calc R U . . .
C34 C 0.36814(11) -0.1994(4) 0.3150(2) 0.0354(7) Uani 1 1 d . U . . .
C35 C 0.41734(13) -0.3850(4) 0.5175(2) 0.0476(9) Uani 1 1 d . U . . .
H35 H 0.397305 -0.344670 0.550887 0.057 Uiso 1 1 calc R U . . .
C36 C 0.41572(18) -0.5329(5) 0.5295(4) 0.0756(15) Uani 1 1 d . U . . .
H36A H 0.387781 -0.564205 0.509902 0.113 Uiso 1 1 calc R U . . .
H36B H 0.423816 -0.554291 0.590162 0.113 Uiso 1 1 calc R U . . .
H36C H 0.434535 -0.575476 0.496122 0.113 Uiso 1 1 calc R U . . .
C37 C 0.45967(17) -0.3314(6) 0.5536(3) 0.0810(16) Uani 1 1 d . U . . .
H37A H 0.480331 -0.374690 0.525334 0.122 Uiso 1 1 calc R U . . .
H37B H 0.465553 -0.348626 0.615234 0.122 Uiso 1 1 calc R U . . .
H37C H 0.460303 -0.236655 0.543469 0.122 Uiso 1 1 calc R U . . .
C38 C 0.33937(12) -0.0856(4) 0.2884(2) 0.0420(8) Uani 1 1 d . U . . .
H38 H 0.339839 -0.026927 0.339127 0.050 Uiso 1 1 calc R U . . .
C39 C 0.29525(13) -0.1316(5) 0.2606(3) 0.0625(12) Uani 1 1 d . U . . .
H39A H 0.294322 -0.195433 0.214056 0.094 Uiso 1 1 calc R U . . .
H39B H 0.277955 -0.056079 0.240697 0.094 Uiso 1 1 calc R U . . .
H39C H 0.285190 -0.172642 0.309162 0.094 Uiso 1 1 calc R U . . .
C40 C 0.35195(17) -0.0038(5) 0.2160(3) 0.0672(13) Uani 1 1 d . U . . .
H40A H 0.381197 0.017060 0.229528 0.101 Uiso 1 1 calc R U . . .
H40B H 0.336038 0.077671 0.209651 0.101 Uiso 1 1 calc R U . . .
H40C H 0.346699 -0.053827 0.162550 0.101 Uiso 1 1 calc R U . . .
C41 C 0.37091(11) 0.1281(4) 0.6580(2) 0.0387(8) Uani 1 1 d . U . . .
H41A H 0.365303 0.103433 0.715447 0.046 Uiso 1 1 calc R U . . .
H41B H 0.355790 0.210066 0.640486 0.046 Uiso 1 1 calc R U . . .
C42 C 0.41571(11) 0.1506(3) 0.6616(2) 0.0324(7) Uani 1 1 d . U . . .
C43 C 0.43819(12) 0.2298(4) 0.7234(2) 0.0414(8) Uani 1 1 d . U . . .
H43 H 0.425136 0.273356 0.764734 0.050 Uiso 1 1 calc R U . . .
C44 C 0.47936(13) 0.2442(4) 0.7242(2) 0.0487(9) Uani 1 1 d . U . . .
H44 H 0.495069 0.298955 0.765582 0.058 Uiso 1 1 calc R U . . .
C45 C 0.49803(13) 0.1786(4) 0.6642(2) 0.0485(9) Uani 1 1 d . U . . .
H45 H 0.526671 0.185990 0.664290 0.058 Uiso 1 1 calc R U . . .
C46 C 0.47403(11) 0.1027(4) 0.6047(2) 0.0414(8) Uani 1 1 d . U . . .
H46 H 0.486573 0.058225 0.562951 0.050 Uiso 1 1 calc R U . . .
Cl1 Cl 0.21180(5) 0.20563(15) 0.14196(9) 0.0820(4) Uani 1 1 d . U . . .
Cl2 Cl 0.18601(7) 0.2056(2) -0.04031(11) 0.1346(8) Uani 1 1 d . U . . .
C47 C 0.1903(2) 0.2907(6) 0.0516(3) 0.0873(15) Uani 1 1 d . U . . .
H47A H 0.162737 0.320862 0.059459 0.105 Uiso 1 1 calc R U . . .
H47B H 0.207169 0.369705 0.046315 0.105 Uiso 1 1 calc R U . . .
Cl3 Cl 0.29743(6) 0.30771(19) 0.50657(12) 0.0983(7) Uani 0.876(3) 1 d D U P A 1
Cl4 Cl 0.28202(10) 0.2285(3) 0.32658(13) 0.1406(11) Uani 0.876(3) 1 d D U P A 1
C48 C 0.3082(2) 0.1996(7) 0.4290(4) 0.0798(15) Uani 0.876(3) 1 d D U P A 1
H48A H 0.301806 0.109590 0.446194 0.096 Uiso 0.876(3) 1 calc R U P A 1
H48B H 0.338000 0.203220 0.427232 0.096 Uiso 0.876(3) 1 calc R U P A 1
Cl5 Cl 0.2474(6) 0.255(2) 0.4719(11) 0.137(3) Uani 0.124(3) 1 d D U P A 2
Cl6 Cl 0.3078(5) 0.3041(18) 0.3502(11) 0.110(4) Uani 0.124(3) 1 d D U P A 2
C49 C 0.2835(16) 0.198(3) 0.413(3) 0.111(4) Uani 0.124(3) 1 d D U P A 2
H49A H 0.270154 0.128483 0.374595 0.134 Uiso 0.124(3) 1 calc R U P A 2
H49B H 0.305325 0.154700 0.453652 0.134 Uiso 0.124(3) 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
Cu1 O1 1.992(2) . ?
Cu1 N2 1.944(3) . ?
Cu1 N3 1.928(3) . ?
Cu1 N4 2.007(3) . ?
O1 N1 1.237(4) . ?
O2 N1 1.215(4) . ?
N2 C2 1.334(4) . ?
N2 C6 1.449(4) . ?
N3 C4 1.321(4) . ?
N3 C18 1.462(4) . ?
N4 C19 1.338(4) . ?
N4 C23 1.356(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.509(5) . ?
C2 C3 1.398(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.396(5) . ?
C4 C5 1.512(4) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.405(5) . ?
C6 C11 1.407(5) . ?
C7 C8 1.387(5) . ?
C7 C12 1.516(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.372(6) . ?
C9 H9 0.9500 . ?
C9 C10 1.370(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.401(5) . ?
C11 C15 1.512(5) . ?
C12 H12 1.0000 . ?
C12 C13 1.513(6) . ?
C12 C14 1.527(6) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15 1.0000 . ?
C15 C16 1.523(6) . ?
C15 C17 1.521(5) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.487(5) . ?
C19 C20 1.392(5) . ?
C20 H20 0.9500 . ?
C20 C21 1.363(5) . ?
C21 H21 0.9500 . ?
C21 C22 1.394(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.363(5) . ?
C23 H23 0.9500 . ?
Cu2 O3 1.992(2) . ?
Cu2 N6 1.940(3) . ?
Cu2 N7 1.928(3) . ?
Cu2 N8 2.009(3) . ?
O3 N5 1.234(4) . ?
O4 N5 1.213(4) . ?
N6 C25 1.334(4) . ?
N6 C29 1.443(4) . ?
N7 C27 1.323(4) . ?
N7 C41 1.461(4) . ?
N8 C42 1.337(4) . ?
N8 C46 1.348(4) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C24 C25 1.509(5) . ?
C25 C26 1.394(5) . ?
C26 H26 0.9500 . ?
C26 C27 1.398(5) . ?
C27 C28 1.509(5) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C30 1.403(5) . ?
C29 C34 1.411(5) . ?
C30 C31 1.401(5) . ?
C30 C35 1.513(5) . ?
C31 H31 0.9500 . ?
C31 C32 1.374(6) . ?
C32 H32 0.9500 . ?
C32 C33 1.369(6) . ?
C33 H33 0.9500 . ?
C33 C34 1.394(5) . ?
C34 C38 1.516(5) . ?
C35 H35 1.0000 . ?
C35 C36 1.521(6) . ?
C35 C37 1.526(6) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38 1.0000 . ?
C38 C39 1.529(6) . ?
C38 C40 1.528(6) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C41 C42 1.492(5) . ?
C42 C43 1.389(5) . ?
C43 H43 0.9500 . ?
C43 C44 1.368(6) . ?
C44 H44 0.9500 . ?
C44 C45 1.386(6) . ?
C45 H45 0.9500 . ?
C45 C46 1.370(5) . ?
C46 H46 0.9500 . ?
Cl1 C47 1.726(5) . ?
Cl2 C47 1.681(5) . ?
Cl2 Cl5 2.048(18) 4_565 ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
Cl3 C48 1.730(7) . ?
Cl4 C48 1.738(6) . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
Cl5 C49 1.73(2) . ?
Cl6 C49 1.75(2) . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?

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 N4 89.96(10) . . ?
N2 Cu1 O1 93.94(10) . . ?
N2 Cu1 N4 164.93(11) . . ?
N3 Cu1 O1 169.98(11) . . ?
N3 Cu1 N2 94.81(11) . . ?
N3 Cu1 N4 82.82(11) . . ?
N1 O1 Cu1 108.8(2) . . ?
O2 N1 O1 118.1(3) . . ?
C2 N2 Cu1 124.4(2) . . ?
C2 N2 C6 117.8(3) . . ?
C6 N2 Cu1 117.5(2) . . ?
C4 N3 Cu1 126.1(2) . . ?
C4 N3 C18 119.1(3) . . ?
C18 N3 Cu1 114.6(2) . . ?
C19 N4 Cu1 114.1(2) . . ?
C19 N4 C23 118.8(3) . . ?
C23 N4 Cu1 127.0(2) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N2 C2 C1 120.0(3) . . ?
N2 C2 C3 123.4(3) . . ?
C3 C2 C1 116.6(3) . . ?
C2 C3 H3 115.8 . . ?
C4 C3 C2 128.3(3) . . ?
C4 C3 H3 115.8 . . ?
N3 C4 C3 122.7(3) . . ?
N3 C4 C5 120.0(3) . . ?
C3 C4 C5 117.2(3) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 N2 119.2(3) . . ?
C7 C6 C11 122.3(3) . . ?
C11 C6 N2 118.4(3) . . ?
C6 C7 C12 122.0(3) . . ?
C8 C7 C6 117.6(3) . . ?
C8 C7 C12 120.4(3) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 C7 121.2(4) . . ?
C9 C8 H8 119.4 . . ?
C8 C9 H9 119.6 . . ?
C10 C9 C8 120.8(3) . . ?
C10 C9 H9 119.6 . . ?
C9 C10 H10 119.4 . . ?
C9 C10 C11 121.2(3) . . ?
C11 C10 H10 119.4 . . ?
C6 C11 C15 122.2(3) . . ?
C10 C11 C6 116.9(3) . . ?
C10 C11 C15 120.8(3) . . ?
C7 C12 H12 107.4 . . ?
C7 C12 C14 109.8(3) . . ?
C13 C12 C7 113.4(3) . . ?
C13 C12 H12 107.4 . . ?
C13 C12 C14 111.1(4) . . ?
C14 C12 H12 107.4 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C15 H15 107.1 . . ?
C11 C15 C16 112.6(3) . . ?
C11 C15 C17 113.6(3) . . ?
C16 C15 H15 107.1 . . ?
C17 C15 H15 107.1 . . ?
C17 C15 C16 108.9(4) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N3 C18 H18A 109.6 . . ?
N3 C18 H18B 109.6 . . ?
N3 C18 C19 110.3(3) . . ?
H18A C18 H18B 108.1 . . ?
C19 C18 H18A 109.6 . . ?
C19 C18 H18B 109.6 . . ?
N4 C19 C18 116.5(3) . . ?
N4 C19 C20 121.3(3) . . ?
C20 C19 C18 122.1(3) . . ?
C19 C20 H20 120.3 . . ?
C21 C20 C19 119.4(3) . . ?
C21 C20 H20 120.3 . . ?
C20 C21 H21 120.3 . . ?
C20 C21 C22 119.4(3) . . ?
C22 C21 H21 120.3 . . ?
C21 C22 H22 120.7 . . ?
C23 C22 C21 118.7(4) . . ?
C23 C22 H22 120.7 . . ?
N4 C23 C22 122.3(3) . . ?
N4 C23 H23 118.8 . . ?
C22 C23 H23 118.8 . . ?
O3 Cu2 N8 90.11(10) . . ?
N6 Cu2 O3 94.10(11) . . ?
N6 Cu2 N8 163.86(11) . . ?
N7 Cu2 O3 168.48(12) . . ?
N7 Cu2 N6 95.17(12) . . ?
N7 Cu2 N8 82.84(11) . . ?
N5 O3 Cu2 108.7(2) . . ?
O4 N5 O3 117.7(3) . . ?
C25 N6 Cu2 123.9(2) . . ?
C25 N6 C29 118.0(3) . . ?
C29 N6 Cu2 117.8(2) . . ?
C27 N7 Cu2 125.7(2) . . ?
C27 N7 C41 119.6(3) . . ?
C41 N7 Cu2 114.6(2) . . ?
C42 N8 Cu2 114.1(2) . . ?
C42 N8 C46 118.6(3) . . ?
C46 N8 Cu2 127.3(2) . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C25 C24 H24A 109.5 . . ?
C25 C24 H24B 109.5 . . ?
C25 C24 H24C 109.5 . . ?
N6 C25 C24 120.2(3) . . ?
N6 C25 C26 123.9(3) . . ?
C26 C25 C24 115.8(3) . . ?
C25 C26 H26 116.1 . . ?
C25 C26 C27 127.9(3) . . ?
C27 C26 H26 116.1 . . ?
N7 C27 C26 122.9(3) . . ?
N7 C27 C28 119.7(3) . . ?
C26 C27 C28 117.4(3) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 N6 119.6(3) . . ?
C30 C29 C34 121.3(3) . . ?
C34 C29 N6 119.1(3) . . ?
C29 C30 C35 122.3(3) . . ?
C31 C30 C29 118.1(3) . . ?
C31 C30 C35 119.6(4) . . ?
C30 C31 H31 119.6 . . ?
C32 C31 C30 120.9(4) . . ?
C32 C31 H31 119.6 . . ?
C31 C32 H32 119.7 . . ?
C33 C32 C31 120.5(4) . . ?
C33 C32 H32 119.7 . . ?
C32 C33 H33 119.3 . . ?
C32 C33 C34 121.5(4) . . ?
C34 C33 H33 119.3 . . ?
C29 C34 C38 121.8(3) . . ?
C33 C34 C29 117.7(3) . . ?
C33 C34 C38 120.5(3) . . ?
C30 C35 H35 107.5 . . ?
C30 C35 C36 113.1(4) . . ?
C30 C35 C37 110.0(4) . . ?
C36 C35 H35 107.5 . . ?
C36 C35 C37 110.8(4) . . ?
C37 C35 H35 107.5 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C34 C38 H38 107.8 . . ?
C34 C38 C39 111.9(3) . . ?
C34 C38 C40 113.0(4) . . ?
C39 C38 H38 107.8 . . ?
C40 C38 H38 107.8 . . ?
C40 C38 C39 108.3(3) . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C38 C40 H40A 109.5 . . ?
C38 C40 H40B 109.5 . . ?
C38 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
N7 C41 H41A 109.6 . . ?
N7 C41 H41B 109.6 . . ?
N7 C41 C42 110.3(3) . . ?
H41A C41 H41B 108.1 . . ?
C42 C41 H41A 109.6 . . ?
C42 C41 H41B 109.6 . . ?
N8 C42 C41 116.3(3) . . ?
N8 C42 C43 121.5(3) . . ?
C43 C42 C41 122.2(3) . . ?
C42 C43 H43 120.4 . . ?
C44 C43 C42 119.2(3) . . ?
C44 C43 H43 120.4 . . ?
C43 C44 H44 120.2 . . ?
C43 C44 C45 119.7(4) . . ?
C45 C44 H44 120.2 . . ?
C44 C45 H45 120.9 . . ?
C46 C45 C44 118.1(4) . . ?
C46 C45 H45 120.9 . . ?
N8 C46 C45 122.9(4) . . ?
N8 C46 H46 118.6 . . ?
C45 C46 H46 118.6 . . ?
C47 Cl2 Cl5 82.7(6) . 4_565 ?
Cl1 C47 H47A 108.5 . . ?
Cl1 C47 H47B 108.5 . . ?
Cl2 C47 Cl1 115.2(4) . . ?
Cl2 C47 H47A 108.5 . . ?
Cl2 C47 H47B 108.5 . . ?
H47A C47 H47B 107.5 . . ?
Cl3 C48 Cl4 115.2(4) . . ?
Cl3 C48 H48A 108.5 . . ?
Cl3 C48 H48B 108.5 . . ?
Cl4 C48 H48A 108.5 . . ?
Cl4 C48 H48B 108.5 . . ?
H48A C48 H48B 107.5 . . ?
Cl5 C49 Cl6 121(2) . . ?
Cl5 C49 H49A 107.0 . . ?
Cl5 C49 H49B 107.0 . . ?
Cl6 C49 H49A 107.0 . . ?
Cl6 C49 H49B 107.0 . . ?
H49A C49 H49B 106.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O1 N1 O2 -2.8(4) . . . . ?
Cu1 N2 C2 C1 -170.7(2) . . . . ?
Cu1 N2 C2 C3 7.1(5) . . . . ?
Cu1 N2 C6 C7 87.9(3) . . . . ?
Cu1 N2 C6 C11 -89.2(3) . . . . ?
Cu1 N3 C4 C3 -0.3(5) . . . . ?
Cu1 N3 C4 C5 177.9(2) . . . . ?
Cu1 N3 C18 C19 -14.3(4) . . . . ?
Cu1 N4 C19 C18 0.4(4) . . . . ?
Cu1 N4 C19 C20 177.4(3) . . . . ?
Cu1 N4 C23 C22 -176.6(3) . . . . ?
N2 C2 C3 C4 -5.3(6) . . . . ?
N2 C6 C7 C8 -177.5(3) . . . . ?
N2 C6 C7 C12 1.2(5) . . . . ?
N2 C6 C11 C10 177.4(3) . . . . ?
N2 C6 C11 C15 -1.0(5) . . . . ?
N3 C18 C19 N4 8.8(4) . . . . ?
N3 C18 C19 C20 -168.2(3) . . . . ?
N4 C19 C20 C21 0.4(5) . . . . ?
C1 C2 C3 C4 172.5(3) . . . . ?
C2 N2 C6 C7 -86.0(4) . . . . ?
C2 N2 C6 C11 96.9(4) . . . . ?
C2 C3 C4 N3 1.6(6) . . . . ?
C2 C3 C4 C5 -176.6(3) . . . . ?
C4 N3 C18 C19 161.3(3) . . . . ?
C6 N2 C2 C1 2.8(5) . . . . ?
C6 N2 C2 C3 -179.5(3) . . . . ?
C6 C7 C8 C9 0.4(5) . . . . ?
C6 C7 C12 C13 136.3(4) . . . . ?
C6 C7 C12 C14 -98.8(4) . . . . ?
C6 C11 C15 C16 -85.6(4) . . . . ?
C6 C11 C15 C17 149.9(4) . . . . ?
C7 C6 C11 C10 0.4(5) . . . . ?
C7 C6 C11 C15 -178.0(3) . . . . ?
C7 C8 C9 C10 -0.3(6) . . . . ?
C8 C7 C12 C13 -45.1(5) . . . . ?
C8 C7 C12 C14 79.8(5) . . . . ?
C8 C9 C10 C11 0.2(6) . . . . ?
C9 C10 C11 C6 -0.3(5) . . . . ?
C9 C10 C11 C15 178.2(3) . . . . ?
C10 C11 C15 C16 96.0(4) . . . . ?
C10 C11 C15 C17 -28.5(5) . . . . ?
C11 C6 C7 C8 -0.5(5) . . . . ?
C11 C6 C7 C12 178.1(3) . . . . ?
C12 C7 C8 C9 -178.2(3) . . . . ?
C18 N3 C4 C3 -175.4(3) . . . . ?
C18 N3 C4 C5 2.8(5) . . . . ?
C18 C19 C20 C21 177.3(4) . . . . ?
C19 N4 C23 C22 0.2(6) . . . . ?
C19 C20 C21 C22 -1.5(6) . . . . ?
C20 C21 C22 C23 2.0(6) . . . . ?
C21 C22 C23 N4 -1.3(6) . . . . ?
C23 N4 C19 C18 -176.7(3) . . . . ?
C23 N4 C19 C20 0.3(5) . . . . ?
Cu2 O3 N5 O4 -2.7(4) . . . . ?
Cu2 N6 C25 C24 -170.2(2) . . . . ?
Cu2 N6 C25 C26 7.6(5) . . . . ?
Cu2 N6 C29 C30 85.2(3) . . . . ?
Cu2 N6 C29 C34 -91.7(3) . . . . ?
Cu2 N7 C27 C26 1.0(5) . . . . ?
Cu2 N7 C27 C28 179.0(3) . . . . ?
Cu2 N7 C41 C42 -14.7(4) . . . . ?
Cu2 N8 C42 C41 0.5(4) . . . . ?
Cu2 N8 C42 C43 179.4(3) . . . . ?
Cu2 N8 C46 C45 -178.8(3) . . . . ?
N6 C25 C26 C27 -7.0(6) . . . . ?
N6 C29 C30 C31 -176.5(3) . . . . ?
N6 C29 C30 C35 2.1(5) . . . . ?
N6 C29 C34 C33 177.0(3) . . . . ?
N6 C29 C34 C38 -2.4(5) . . . . ?
N7 C41 C42 N8 9.0(4) . . . . ?
N7 C41 C42 C43 -169.9(3) . . . . ?
N8 C42 C43 C44 -0.2(6) . . . . ?
C24 C25 C26 C27 170.9(3) . . . . ?
C25 N6 C29 C30 -89.8(4) . . . . ?
C25 N6 C29 C34 93.4(4) . . . . ?
C25 C26 C27 N7 2.3(6) . . . . ?
C25 C26 C27 C28 -175.8(4) . . . . ?
C27 N7 C41 C42 161.8(3) . . . . ?
C29 N6 C25 C24 4.4(4) . . . . ?
C29 N6 C25 C26 -177.7(3) . . . . ?
C29 C30 C31 C32 -0.3(6) . . . . ?
C29 C30 C35 C36 134.1(4) . . . . ?
C29 C30 C35 C37 -101.3(5) . . . . ?
C29 C34 C38 C39 -94.6(4) . . . . ?
C29 C34 C38 C40 142.8(4) . . . . ?
C30 C29 C34 C33 0.2(5) . . . . ?
C30 C29 C34 C38 -179.1(3) . . . . ?
C30 C31 C32 C33 -0.1(6) . . . . ?
C31 C30 C35 C36 -47.3(5) . . . . ?
C31 C30 C35 C37 77.3(5) . . . . ?
C31 C32 C33 C34 0.5(6) . . . . ?
C32 C33 C34 C29 -0.6(5) . . . . ?
C32 C33 C34 C38 178.8(3) . . . . ?
C33 C34 C38 C39 86.1(4) . . . . ?
C33 C34 C38 C40 -36.5(5) . . . . ?
C34 C29 C30 C31 0.2(5) . . . . ?
C34 C29 C30 C35 178.8(3) . . . . ?
C35 C30 C31 C32 -178.9(4) . . . . ?
C41 N7 C27 C26 -175.1(3) . . . . ?
C41 N7 C27 C28 2.9(5) . . . . ?
C41 C42 C43 C44 178.7(4) . . . . ?
C42 N8 C46 C45 -0.3(6) . . . . ?
C42 C43 C44 C45 -0.8(6) . . . . ?
C43 C44 C45 C46 1.2(6) . . . . ?
C44 C45 C46 N8 -0.7(6) . . . . ?
C46 N8 C42 C41 -178.2(3) . . . . ?
C46 N8 C42 C43 0.7(5) . . . . ?
Cl2 Cl5 C49 Cl6 86(5) 4_566 . . . ?
Cl5 Cl2 C47 Cl1 -77.4(7) 4_565 . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
