# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_sb17_0m
_database_code_depnum_ccdc_archive 'CCDC 2215780'
loop_
_audit_author_name
_audit_author_address
'Salvador Blasco'
;Universitat de Valencia
Spain
;
_audit_update_record             
;
2022-10-27 deposited with the CCDC.	2024-06-28 downloaded from the CCDC.
;
_audit_creation_date             2022-10-27
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H37 Cl Cu2 N8, 2(Cl O4), C2 H6 O, H2 O'
_chemical_formula_sum            'C20 H45 Cl3 Cu2 N8 O10'
_chemical_formula_weight         791.07
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.925(3)
_cell_length_b                   11.935(3)
_cell_length_c                   13.621(4)
_cell_angle_alpha                66.818(7)
_cell_angle_beta                 69.337(8)
_cell_angle_gamma                65.348(12)
_cell_volume                     1577.8(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1248
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      28.47
_cell_measurement_theta_min      2.82
_shelx_estimated_absorpt_T_max   0.793
_shelx_estimated_absorpt_T_min   0.678
_exptl_absorpt_coefficient_mu    1.665
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.5322
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.0917 before and 0.0636 after correction.
The Ratio of minimum to maximum transmission is 0.7135.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear dark blue'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.665
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             820
_exptl_crystal_size_max          0.253
_exptl_crystal_size_mid          0.172
_exptl_crystal_size_min          0.146
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0956
_diffrn_reflns_av_unetI/netI     0.0623
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            40075
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.248
_diffrn_ambient_temperature      120.06
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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                3663
_reflns_number_total             5547
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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         1.701
_refine_diff_density_min         -1.476
_refine_diff_density_rms         0.168
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     421
_refine_ls_number_reflns         5547
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.1743
_refine_ls_R_factor_gt           0.1161
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0502P)²+34.9993P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2461
_refine_ls_wR_factor_ref         0.2925
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Restrained distances
 N7-C16B \\sim N7-C16A
 with sigma of 0.02
 N6-C14A \\sim N6-C14B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C14B) \\sim Ueq: with sigma of 0.04 and sigma for terminal atoms of 0.08
Uanis(C15B) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
4. Others
 Sof(H6B)=Sof(C14B)=Sof(H14A)=Sof(H14B)=Sof(H7BB)=Sof(C16B)=Sof(H16A)=
 Sof(H16B)=Sof(C15B)=Sof(H15A)=Sof(H15B)=1-FVAR(1)
 Sof(H6A)=Sof(H7AA)=Sof(C14A)=Sof(H14C)=Sof(H14D)=Sof(C15A)=Sof(H15C)=
 Sof(H15D)=Sof(C16A)=Sof(H16C)=Sof(H16D)=FVAR(1)
5.a Free rotating group:
 O2(H2A,H2B)
5.b Ternary CH refined with riding coordinates:
 N2(H2), N4(H4), N3(H3), N5(H5), N6(H6B), N6(H6A), N7(H7BB), N7(H7AA)
5.c Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C9(H9A,H9B), C3(H3A,H3B), C7(H7A,H7B), C8(H8A,H8B), C17(H17A,
 H17B), C12(H12A,H12B), C13(H13A,H13B), C6(H6C,H6D), C14B(H14A,H14B), C19(H19A,
 H19B), C4(H4A,H4B), C5(H5A,H5B), C11(H11A,H11B), C16B(H16A,H16B), C15B(H15A,
 H15B), C14A(H14C,H14D), C15A(H15C,H15D), C16A(H16C,H16D)
5.d Aromatic/amide H refined with riding coordinates:
 C1(H1)
5.e Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C)
5.f Idealised tetrahedral OH refined as rotating group:
 O1(H1A)
;
_atom_sites_solution_hydrogens   mixed
_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 1.01264(14) -0.11083(15) 0.76247(11) 0.0471(4) Uani 1 1 d . . . . .
Cu2 Cu 0.77041(17) 0.25921(17) 0.78518(16) 0.0739(6) Uani 1 1 d . . . . .
Cl2 Cl 0.7290(4) 0.4059(4) 0.0131(3) 0.0738(11) Uani 1 1 d . . . . .
N2 N 0.9385(9) -0.2619(9) 0.8305(7) 0.046(2) Uani 1 1 d . . . . .
H2 H 0.870667 -0.234940 0.790998 0.055 Uiso 1 1 calc R U . . .
C10 C 1.0536(11) 0.1041(12) 0.8758(8) 0.046(3) Uani 1 1 d . . . . .
H10A H 1.070405 0.105322 0.941529 0.055 Uiso 1 1 calc R U . . .
H10B H 0.975472 0.080973 0.900062 0.055 Uiso 1 1 calc R U . . .
N8 N 0.7853(9) 0.0804(10) 0.8755(8) 0.048(2) Uani 1 1 d . . . . .
N4 N 1.1436(9) -0.0220(9) 0.7393(8) 0.045(2) Uani 1 1 d . . . . .
H4 H 1.121082 0.063814 0.683524 0.054 Uiso 1 1 calc R U . . .
N1 N 0.8633(8) -0.0394(9) 0.8690(7) 0.039(2) Uani 1 1 d . . . . .
N3 N 1.1375(9) -0.1844(9) 0.6422(7) 0.047(2) Uani 1 1 d . . . . .
H3 H 1.091841 -0.153763 0.582634 0.056 Uiso 1 1 calc R U . . .
C9 C 1.1600(12) -0.0001(11) 0.8338(10) 0.048(3) Uani 1 1 d . . . . .
H9A H 1.170119 -0.081378 0.894511 0.058 Uiso 1 1 calc R U . . .
H9B H 1.239086 0.021127 0.810846 0.058 Uiso 1 1 calc R U . . .
C2 C 0.8040(11) -0.1245(12) 0.9432(8) 0.043(3) Uani 1 1 d . . . . .
N5 N 0.9451(10) 0.2713(10) 0.7268(8) 0.056(3) Uani 1 1 d . . . . .
H5 H 0.991717 0.213174 0.678603 0.067 Uiso 1 1 calc R U . . .
C3 C 0.8687(13) -0.2607(14) 0.9459(9) 0.058(4) Uani 1 1 d . . . . .
H3A H 0.806386 -0.306880 0.973072 0.069 Uiso 1 1 calc R U . . .
H3B H 0.928629 -0.303106 0.994886 0.069 Uiso 1 1 calc R U . . .
C7 C 1.2374(11) -0.1214(15) 0.5972(9) 0.059(4) Uani 1 1 d . . . . .
H7A H 1.316242 -0.176172 0.560067 0.071 Uiso 1 1 calc R U . . .
H7B H 1.209109 -0.037293 0.542685 0.071 Uiso 1 1 calc R U . . .
C8 C 1.2620(12) -0.1019(13) 0.6883(10) 0.054(3) Uani 1 1 d . . . . .
H8A H 1.292409 -0.185709 0.742328 0.065 Uiso 1 1 calc R U . . .
H8B H 1.327263 -0.058967 0.659456 0.065 Uiso 1 1 calc R U . . .
C1 C 0.6893(12) -0.0590(13) 0.9994(10) 0.054(3) Uani 1 1 d . . . . .
H1 H 0.629419 -0.094433 1.057271 0.064 Uiso 1 1 calc R U . . .
N6 N 0.7175(15) 0.4236(13) 0.6657(12) 0.095(5) Uani 1 1 d D . . . .
H6B H 0.684633 0.396627 0.623394 0.114 Uiso 0.36(2) 1 calc R U P A 2
H6A H 0.680570 0.494072 0.701439 0.114 Uiso 0.64(2) 1 calc R U P A 1
C17 C 0.5808(14) 0.1887(15) 0.9704(14) 0.079(5) Uani 1 1 d . . . . .
H17A H 0.594945 0.213426 1.025347 0.095 Uiso 1 1 calc R U . . .
H17B H 0.497041 0.175881 0.997965 0.095 Uiso 1 1 calc R U . . .
C12 C 0.9283(13) 0.4104(12) 0.6494(12) 0.065(4) Uani 1 1 d . . . . .
H12A H 0.900538 0.471580 0.692208 0.078 Uiso 1 1 calc R U . . .
H12B H 1.009292 0.416105 0.596669 0.078 Uiso 1 1 calc R U . . .
C13 C 0.8333(16) 0.4406(14) 0.5919(13) 0.077(4) Uani 1 1 d . . . . .
H13A H 0.816151 0.530946 0.544908 0.092 Uiso 1 1 calc R U . . .
H13B H 0.866235 0.384301 0.543802 0.092 Uiso 1 1 calc R U . . .
C6 C 1.1889(13) -0.3266(14) 0.6681(11) 0.066(4) Uani 1 1 d . . . . .
H6C H 1.237498 -0.360554 0.725247 0.080 Uiso 1 1 calc R U . . .
H6D H 1.248638 -0.349621 0.601668 0.080 Uiso 1 1 calc R U . . .
C14B C 0.620(5) 0.529(4) 0.687(5) 0.108(19) Uani 0.36(2) 1 d D U P A 2
H14A H 0.612441 0.601448 0.619186 0.130 Uiso 0.36(2) 1 calc R U P A 2
H14B H 0.633876 0.555395 0.740970 0.130 Uiso 0.36(2) 1 calc R U P A 2
O24 O 0.8365(13) 0.3131(15) 0.0567(10) 0.116(5) Uani 1 1 d . . . . .
O23 O 0.6162(12) 0.3812(13) 0.0845(9) 0.098(4) Uani 1 1 d . . . . .
Cl3 Cl 0.4025(6) 0.2485(6) 0.6156(6) 0.163(4) Uani 1 1 d . . . . .
O31 O 0.3035(15) 0.3574(17) 0.6200(16) 0.158(7) Uani 1 1 d . . . . .
O32 O 0.404(2) 0.183(3) 0.553(3) 0.257(17) Uani 1 1 d . . . . .
O34 O 0.5151(16) 0.281(2) 0.5770(15) 0.172(8) Uani 1 1 d . . . . .
O1 O 0.7897(11) 0.8724(11) 0.6575(8) 0.085(3) Uani 1 1 d . . . . .
H1A H 0.818678 0.933916 0.632562 0.127 Uiso 1 1 calc R U . . .
C19 C 0.6582(19) 0.916(3) 0.7056(17) 0.146(12) Uani 1 1 d . . . . .
H19A H 0.611751 0.987928 0.651459 0.175 Uiso 1 1 calc R U . . .
H19B H 0.643877 0.945603 0.768884 0.175 Uiso 1 1 calc R U . . .
O2 O 0.1624(12) 0.2128(12) 0.5318(9) 0.094(4) Uani 1 1 d G . . . .
H2A H 0.226351 0.213511 0.547936 0.140 Uiso 1 1 d G U . . .
H2B H 0.189842 0.210861 0.463944 0.140 Uiso 1 1 d G U . . .
C4 C 1.0141(13) -0.3930(12) 0.8247(10) 0.058(3) Uani 1 1 d . . . . .
H4A H 0.957644 -0.445457 0.850868 0.070 Uiso 1 1 calc R U . . .
H4B H 1.073914 -0.432217 0.873529 0.070 Uiso 1 1 calc R U . . .
C18 C 0.6806(11) 0.0693(13) 0.9531(9) 0.050(3) Uani 1 1 d . . . . .
C5 C 1.0878(15) -0.3940(14) 0.7086(12) 0.068(4) Uani 1 1 d . . . . .
H5A H 1.028340 -0.349606 0.659091 0.081 Uiso 1 1 calc R U . . .
H5B H 1.129751 -0.484150 0.705777 0.081 Uiso 1 1 calc R U . . .
N7 N 0.5843(12) 0.2905(15) 0.8653(14) 0.102(5) Uani 1 1 d D . . . .
H7BB H 0.562359 0.250564 0.825359 0.123 Uiso 0.36(2) 1 calc R U P A 2
H7AA H 0.559042 0.371021 0.885616 0.123 Uiso 0.64(2) 1 calc R U P A 1
O22 O 0.7456(13) 0.3923(18) -0.0876(10) 0.132(6) Uani 1 1 d . . . . .
O21 O 0.7249(16) 0.5285(14) 0.0011(17) 0.163(8) Uani 1 1 d . . . . .
C11 C 1.0276(12) 0.2387(13) 0.7988(11) 0.060(3) Uani 1 1 d . . . . .
H11A H 0.988546 0.300357 0.842705 0.072 Uiso 1 1 calc R U . . .
H11B H 1.109465 0.250618 0.752564 0.072 Uiso 1 1 calc R U . . .
C16B C 0.503(3) 0.406(3) 0.838(4) 0.079(15) Uani 0.36(2) 1 d D . P A 2
H16A H 0.498897 0.451348 0.886626 0.095 Uiso 0.36(2) 1 calc R U P A 2
H16B H 0.419623 0.394027 0.858456 0.095 Uiso 0.36(2) 1 calc R U P A 2
O33 O 0.397(3) 0.188(3) 0.7254(17) 0.268(15) Uani 1 1 d . . . . .
C15B C 0.513(6) 0.495(5) 0.729(5) 0.094(18) Uani 0.36(2) 1 d . U P A 2
H15A H 0.507712 0.456691 0.678537 0.113 Uiso 0.36(2) 1 calc R U P A 2
H15B H 0.438449 0.574530 0.730011 0.113 Uiso 0.36(2) 1 calc R U P A 2
Cl1 Cl 0.9011(3) 0.0991(3) 0.6081(2) 0.0562(8) Uani 1 1 d . . . . .
C20 C 0.616(3) 0.798(4) 0.743(2) 0.211(19) Uani 1 1 d . . . . .
H20A H 0.527843 0.817637 0.785099 0.317 Uiso 1 1 calc R U . . .
H20B H 0.670442 0.725062 0.788247 0.317 Uiso 1 1 calc R U . . .
H20C H 0.621389 0.776963 0.678126 0.317 Uiso 1 1 calc R U . . .
C14A C 0.621(2) 0.429(2) 0.6293(18) 0.074(8) Uani 0.64(2) 1 d D . P A 1
H14C H 0.650384 0.355315 0.600238 0.089 Uiso 0.64(2) 1 calc R U P A 1
H14D H 0.603826 0.508788 0.567483 0.089 Uiso 0.64(2) 1 calc R U P A 1
C15A C 0.496(2) 0.429(3) 0.714(2) 0.072(7) Uani 0.64(2) 1 d . . P A 1
H15C H 0.463977 0.505921 0.739285 0.086 Uiso 0.64(2) 1 calc R U P A 1
H15D H 0.433995 0.437051 0.676709 0.086 Uiso 0.64(2) 1 calc R U P A 1
C16A C 0.4994(18) 0.314(2) 0.8129(17) 0.057(6) Uani 0.64(2) 1 d D . P A 1
H16C H 0.414739 0.327737 0.863379 0.069 Uiso 0.64(2) 1 calc R U P A 1
H16D H 0.518617 0.237206 0.790007 0.069 Uiso 0.64(2) 1 calc R U P A 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N2 2.081(9) . ?
Cu1 N4 2.106(10) . ?
Cu1 N1 1.972(9) . ?
Cu1 N3 1.998(9) . ?
Cu1 Cl1 2.741(3) . ?
Cu2 N8 1.967(10) . ?
Cu2 N5 1.996(11) . ?
Cu2 N6 2.019(12) . ?
Cu2 N7 2.043(14) . ?
Cl2 O24 1.434(14) . ?
Cl2 O23 1.422(11) . ?
Cl2 O22 1.381(12) . ?
Cl2 O21 1.388(14) . ?
N2 H2 1.0000 . ?
N2 C3 1.500(15) . ?
N2 C4 1.461(16) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C9 1.489(16) . ?
C10 C11 1.505(17) . ?
N8 N1 1.361(13) . ?
N8 C18 1.337(15) . ?
N4 H4 1.0000 . ?
N4 C9 1.500(14) . ?
N4 C8 1.445(15) . ?
N1 C2 1.356(13) . ?
N3 H3 1.0000 . ?
N3 C7 1.494(16) . ?
N3 C6 1.481(17) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C2 C3 1.471(18) . ?
C2 C1 1.382(17) . ?
N5 H5 1.0000 . ?
N5 C12 1.550(16) . ?
N5 C11 1.463(17) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.491(15) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C1 H1 0.9500 . ?
C1 C18 1.380(17) . ?
N6 H6B 1.0000 . ?
N6 H6A 1.0000 . ?
N6 C13 1.43(2) . ?
N6 C14B 1.36(3) . ?
N6 C14A 1.37(2) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.47(2) . ?
C17 N7 1.47(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.45(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C6 H6C 0.9900 . ?
C6 H6D 0.9900 . ?
C6 C5 1.55(2) . ?
C14B H14A 0.9900 . ?
C14B H14B 0.9900 . ?
C14B C15B 1.36(8) . ?
Cl3 O31 1.349(15) . ?
Cl3 O32 1.36(2) . ?
Cl3 O34 1.41(2) . ?
Cl3 O33 1.37(2) . ?
O1 H1A 0.8400 . ?
O1 C19 1.42(2) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.53(4) . ?
O2 H2A 0.8693 . ?
O2 H2B 0.8704 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.517(19) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
N7 H7BB 1.0000 . ?
N7 H7AA 1.0000 . ?
N7 C16B 1.31(2) . ?
N7 C16A 1.32(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C16B H16A 0.9900 . ?
C16B H16B 0.9900 . ?
C16B C15B 1.45(7) . ?
C15B H15A 0.9900 . ?
C15B H15B 0.9900 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C14A H14C 0.9900 . ?
C14A H14D 0.9900 . ?
C14A C15A 1.53(3) . ?
C15A H15C 0.9900 . ?
C15A H15D 0.9900 . ?
C15A C16A 1.49(3) . ?
C16A H16C 0.9900 . ?
C16A H16D 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
N2 Cu1 N4 153.8(4) . . ?
N2 Cu1 Cl1 117.0(3) . . ?
N4 Cu1 Cl1 89.1(3) . . ?
N1 Cu1 N2 80.8(4) . . ?
N1 Cu1 N4 105.0(3) . . ?
N1 Cu1 N3 168.1(4) . . ?
N1 Cu1 Cl1 84.8(2) . . ?
N3 Cu1 N2 92.8(4) . . ?
N3 Cu1 N4 85.2(4) . . ?
N3 Cu1 Cl1 89.1(3) . . ?
N8 Cu2 N5 107.3(4) . . ?
N8 Cu2 N6 156.9(6) . . ?
N8 Cu2 N7 82.5(5) . . ?
N5 Cu2 N6 87.1(5) . . ?
N5 Cu2 N7 161.9(6) . . ?
N6 Cu2 N7 88.9(6) . . ?
O23 Cl2 O24 109.8(8) . . ?
O22 Cl2 O24 107.0(9) . . ?
O22 Cl2 O23 110.0(7) . . ?
O22 Cl2 O21 110.3(12) . . ?
O21 Cl2 O24 108.9(10) . . ?
O21 Cl2 O23 110.7(9) . . ?
Cu1 N2 H2 104.7 . . ?
C3 N2 Cu1 107.0(7) . . ?
C3 N2 H2 104.7 . . ?
C4 N2 Cu1 122.9(8) . . ?
C4 N2 H2 104.7 . . ?
C4 N2 C3 111.2(10) . . ?
H10A C10 H10B 107.2 . . ?
C9 C10 H10A 107.9 . . ?
C9 C10 H10B 107.9 . . ?
C9 C10 C11 117.5(10) . . ?
C11 C10 H10A 107.9 . . ?
C11 C10 H10B 107.9 . . ?
N1 N8 Cu2 136.9(7) . . ?
C18 N8 Cu2 113.2(9) . . ?
C18 N8 N1 108.4(10) . . ?
Cu1 N4 H4 107.1 . . ?
C9 N4 Cu1 121.0(7) . . ?
C9 N4 H4 107.1 . . ?
C8 N4 Cu1 103.4(7) . . ?
C8 N4 H4 107.1 . . ?
C8 N4 C9 110.3(9) . . ?
N8 N1 Cu1 135.9(7) . . ?
C2 N1 Cu1 114.9(8) . . ?
C2 N1 N8 107.5(9) . . ?
Cu1 N3 H3 106.2 . . ?
C7 N3 Cu1 106.8(7) . . ?
C7 N3 H3 106.2 . . ?
C6 N3 Cu1 117.1(8) . . ?
C6 N3 H3 106.2 . . ?
C6 N3 C7 113.6(10) . . ?
C10 C9 N4 114.6(9) . . ?
C10 C9 H9A 108.6 . . ?
C10 C9 H9B 108.6 . . ?
N4 C9 H9A 108.6 . . ?
N4 C9 H9B 108.6 . . ?
H9A C9 H9B 107.6 . . ?
N1 C2 C3 116.8(11) . . ?
N1 C2 C1 109.3(11) . . ?
C1 C2 C3 133.8(10) . . ?
Cu2 N5 H5 106.1 . . ?
C12 N5 Cu2 104.8(8) . . ?
C12 N5 H5 106.1 . . ?
C11 N5 Cu2 122.2(8) . . ?
C11 N5 H5 106.1 . . ?
C11 N5 C12 110.5(10) . . ?
N2 C3 H3A 110.4 . . ?
N2 C3 H3B 110.4 . . ?
C2 C3 N2 106.5(9) . . ?
C2 C3 H3A 110.4 . . ?
C2 C3 H3B 110.4 . . ?
H3A C3 H3B 108.6 . . ?
N3 C7 H7A 109.8 . . ?
N3 C7 H7B 109.8 . . ?
H7A C7 H7B 108.2 . . ?
C8 C7 N3 109.5(9) . . ?
C8 C7 H7A 109.8 . . ?
C8 C7 H7B 109.8 . . ?
N4 C8 C7 107.0(10) . . ?
N4 C8 H8A 110.3 . . ?
N4 C8 H8B 110.3 . . ?
C7 C8 H8A 110.3 . . ?
C7 C8 H8B 110.3 . . ?
H8A C8 H8B 108.6 . . ?
C2 C1 H1 127.5 . . ?
C18 C1 C2 105.0(11) . . ?
C18 C1 H1 127.5 . . ?
Cu2 N6 H6B 102.3 . . ?
Cu2 N6 H6A 105.4 . . ?
C13 N6 Cu2 105.3(10) . . ?
C13 N6 H6B 102.3 . . ?
C13 N6 H6A 105.4 . . ?
C14B N6 Cu2 122(3) . . ?
C14B N6 H6B 102.3 . . ?
C14B N6 C13 119(3) . . ?
C14A N6 Cu2 112.3(13) . . ?
C14A N6 H6A 105.4 . . ?
C14A N6 C13 121.8(17) . . ?
H17A C17 H17B 108.4 . . ?
C18 C17 H17A 110.0 . . ?
C18 C17 H17B 110.0 . . ?
C18 C17 N7 108.4(14) . . ?
N7 C17 H17A 110.0 . . ?
N7 C17 H17B 110.0 . . ?
N5 C12 H12A 110.3 . . ?
N5 C12 H12B 110.3 . . ?
H12A C12 H12B 108.6 . . ?
C13 C12 N5 106.9(11) . . ?
C13 C12 H12A 110.3 . . ?
C13 C12 H12B 110.3 . . ?
N6 C13 C12 112.1(14) . . ?
N6 C13 H13A 109.2 . . ?
N6 C13 H13B 109.2 . . ?
C12 C13 H13A 109.2 . . ?
C12 C13 H13B 109.2 . . ?
H13A C13 H13B 107.9 . . ?
N3 C6 H6C 108.6 . . ?
N3 C6 H6D 108.6 . . ?
N3 C6 C5 114.7(11) . . ?
H6C C6 H6D 107.6 . . ?
C5 C6 H6C 108.6 . . ?
C5 C6 H6D 108.6 . . ?
N6 C14B H14A 110.3 . . ?
N6 C14B H14B 110.3 . . ?
N6 C14B C15B 107(4) . . ?
H14A C14B H14B 108.5 . . ?
C15B C14B H14A 110.3 . . ?
C15B C14B H14B 110.3 . . ?
O31 Cl3 O32 115.6(16) . . ?
O31 Cl3 O34 108.1(13) . . ?
O31 Cl3 O33 100.2(16) . . ?
O32 Cl3 O34 109.5(13) . . ?
O32 Cl3 O33 118(2) . . ?
O33 Cl3 O34 103.9(17) . . ?
C19 O1 H1A 109.5 . . ?
O1 C19 H19A 110.8 . . ?
O1 C19 H19B 110.8 . . ?
O1 C19 C20 105(2) . . ?
H19A C19 H19B 108.9 . . ?
C20 C19 H19A 110.8 . . ?
C20 C19 H19B 110.8 . . ?
H2A O2 H2B 104.4 . . ?
N2 C4 H4A 109.4 . . ?
N2 C4 H4B 109.4 . . ?
N2 C4 C5 111.3(11) . . ?
H4A C4 H4B 108.0 . . ?
C5 C4 H4A 109.4 . . ?
C5 C4 H4B 109.4 . . ?
N8 C18 C1 109.7(12) . . ?
N8 C18 C17 117.3(11) . . ?
C1 C18 C17 132.9(12) . . ?
C6 C5 H5A 109.3 . . ?
C6 C5 H5B 109.3 . . ?
C4 C5 C6 111.7(11) . . ?
C4 C5 H5A 109.3 . . ?
C4 C5 H5B 109.3 . . ?
H5A C5 H5B 107.9 . . ?
Cu2 N7 H7BB 97.0 . . ?
Cu2 N7 H7AA 104.6 . . ?
C17 N7 Cu2 106.8(9) . . ?
C17 N7 H7BB 97.0 . . ?
C17 N7 H7AA 104.6 . . ?
C16B N7 Cu2 119(2) . . ?
C16B N7 C17 130(3) . . ?
C16B N7 H7BB 97.0 . . ?
C16A N7 Cu2 119.9(15) . . ?
C16A N7 C17 114.8(15) . . ?
C16A N7 H7AA 104.6 . . ?
C10 C11 H11A 108.5 . . ?
C10 C11 H11B 108.5 . . ?
N5 C11 C10 115.2(10) . . ?
N5 C11 H11A 108.5 . . ?
N5 C11 H11B 108.5 . . ?
H11A C11 H11B 107.5 . . ?
N7 C16B H16A 106.1 . . ?
N7 C16B H16B 106.1 . . ?
N7 C16B C15B 125(4) . . ?
H16A C16B H16B 106.3 . . ?
C15B C16B H16A 106.1 . . ?
C15B C16B H16B 106.1 . . ?
C14B C15B C16B 115(5) . . ?
C14B C15B H15A 108.5 . . ?
C14B C15B H15B 108.5 . . ?
C16B C15B H15A 108.5 . . ?
C16B C15B H15B 108.5 . . ?
H15A C15B H15B 107.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N6 C14A H14C 108.2 . . ?
N6 C14A H14D 108.2 . . ?
N6 C14A C15A 116(2) . . ?
H14C C14A H14D 107.4 . . ?
C15A C14A H14C 108.2 . . ?
C15A C14A H14D 108.2 . . ?
C14A C15A H15C 108.0 . . ?
C14A C15A H15D 108.0 . . ?
H15C C15A H15D 107.3 . . ?
C16A C15A C14A 117.1(19) . . ?
C16A C15A H15C 108.0 . . ?
C16A C15A H15D 108.0 . . ?
N7 C16A C15A 112.5(19) . . ?
N7 C16A H16C 109.1 . . ?
N7 C16A H16D 109.1 . . ?
C15A C16A H16C 109.1 . . ?
C15A C16A H16D 109.1 . . ?
H16C C16A H16D 107.8 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C16B H16A O23 0.99 2.00 2.77(4) 132.9 2_666 yes

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 N2 C3 C2 39.1(10) . . . . ?
Cu1 N2 C4 C5 -49.6(13) . . . . ?
Cu1 N4 C9 C10 -72.8(12) . . . . ?
Cu1 N4 C8 C7 48.1(11) . . . . ?
Cu1 N1 C2 C3 9.3(11) . . . . ?
Cu1 N1 C2 C1 -169.0(7) . . . . ?
Cu1 N3 C7 C8 37.0(12) . . . . ?
Cu1 N3 C6 C5 58.0(12) . . . . ?
Cu2 N8 N1 Cu1 -0.5(16) . . . . ?
Cu2 N8 N1 C2 -163.9(8) . . . . ?
Cu2 N8 C18 C1 169.1(8) . . . . ?
Cu2 N8 C18 C17 -8.9(14) . . . . ?
Cu2 N5 C12 C13 -39.1(13) . . . . ?
Cu2 N5 C11 C10 57.5(14) . . . . ?
Cu2 N6 C13 C12 -41.5(16) . . . . ?
Cu2 N6 C14B C15B -64(5) . . . . ?
Cu2 N6 C14A C15A 62(2) . . . . ?
Cu2 N7 C16B C15B 32(5) . . . . ?
Cu2 N7 C16A C15A -58(2) . . . . ?
N2 C4 C5 C6 65.6(15) . . . . ?
N8 N1 C2 C3 176.6(9) . . . . ?
N8 N1 C2 C1 -1.7(11) . . . . ?
N1 N8 C18 C1 0.5(13) . . . . ?
N1 N8 C18 C17 -177.5(11) . . . . ?
N1 C2 C3 N2 -33.1(12) . . . . ?
N1 C2 C1 C18 2.0(12) . . . . ?
N3 C7 C8 N4 -59.2(14) . . . . ?
N3 C6 C5 C4 -73.3(14) . . . . ?
C9 C10 C11 N5 85.8(13) . . . . ?
C9 N4 C8 C7 178.8(10) . . . . ?
C2 C1 C18 N8 -1.5(13) . . . . ?
C2 C1 C18 C17 176.1(14) . . . . ?
N5 C12 C13 N6 55.4(16) . . . . ?
C3 N2 C4 C5 -178.3(10) . . . . ?
C3 C2 C1 C18 -175.9(11) . . . . ?
C7 N3 C6 C5 -176.7(10) . . . . ?
C8 N4 C9 C10 166.6(10) . . . . ?
C1 C2 C3 N2 144.7(12) . . . . ?
N6 C14B C15B C16B 70(5) . . . . ?
N6 C14A C15A C16A -60(3) . . . . ?
C17 N7 C16B C15B -176(4) . . . . ?
C17 N7 C16A C15A 172.8(19) . . . . ?
C12 N5 C11 C10 -178.5(10) . . . . ?
C13 N6 C14B C15B 161(3) . . . . ?
C13 N6 C14A C15A -171.7(19) . . . . ?
C6 N3 C7 C8 -93.7(12) . . . . ?
C14B N6 C13 C12 100(3) . . . . ?
C4 N2 C3 C2 175.9(9) . . . . ?
C18 N8 N1 Cu1 164.0(8) . . . . ?
C18 N8 N1 C2 0.7(11) . . . . ?
C18 C17 N7 Cu2 -36.0(15) . . . . ?
C18 C17 N7 C16B 169(2) . . . . ?
C18 C17 N7 C16A 99.5(18) . . . . ?
N7 C17 C18 N8 31.0(17) . . . . ?
N7 C17 C18 C1 -146.5(14) . . . . ?
N7 C16B C15B C14B -59(6) . . . . ?
C11 C10 C9 N4 -62.6(14) . . . . ?
C11 N5 C12 C13 -172.6(12) . . . . ?
C14A N6 C13 C12 -170.8(17) . . . . ?
C14A C15A C16A N7 55(3) . . . . ?

_olex2_date_sample_completion    2019-11-29
_olex2_date_sample_data_collection 2019-11-29
_olex2_date_sample_submission    2019-11-28
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MiteGen 100um micromount.'
_olex2_submission_original_sample_id sb17
_olex2_submission_special_instructions 'No special instructions were received'
_vrf_PLAT341_sb17_0m             
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.02427 Ang.  
RESPONSE: There is disorder present which explain the low precision. The
 position and bonding of the atoms is clear.
;
_vrf_PLAT416_sb17_0m             
;
PROBLEM: Short Intra D-H..H-D       H4       ..H5       .       1.80 Ang.  
RESPONSE: These two hydrogen atoms have been placed in calculated positions,
 however their placement is clear and the reason they are close to each
 other is forced by the molecule geometry.
;
_vrf_PLAT780_sb17_0m             
;
PROBLEM: Coordinates do not Form a Properly Connected Set     Please Do !  
RESPONSE: This is a false alert. The connectivity table does not show any
 disconnection. The CheckCif falsely detects a polymeric structure. This
 might be the reason.
;
####################################################################### 
# 
# 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_mo_ib1_0m
_database_code_depnum_ccdc_archive 'CCDC 2240668'
loop_
_audit_author_name
_audit_author_address
'Salvador Blasco'
;Universitat de Valencia
Spain
;
_audit_update_record             
;
2023-02-08 deposited with the CCDC.	2024-06-28 downloaded from the CCDC.
;
_audit_creation_date             2023-02-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
salvador.blasco@uv.es
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'C15 H32 Br Cu N7, 1.873(Br), 0.873(H2 O), 0.127(Cl O4)'
_chemical_formula_sum            'C15 H33.75 Br2.87 Cl0.13 Cu N7 O1.38'
_chemical_formula_weight         631.94
_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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           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+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'
'x-1/2, y, -z-1/2'

_cell_length_a                   14.263(4)
_cell_length_b                   14.560(4)
_cell_length_c                   21.837(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4535(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9895
_cell_measurement_temperature    120
_cell_measurement_theta_max      32.548
_cell_measurement_theta_min      2.208
_shelx_estimated_absorpt_T_max   0.659
_shelx_estimated_absorpt_T_min   0.374
_exptl_absorpt_coefficient_mu    6.063
_exptl_absorpt_correction_T_max  0.7471
_exptl_absorpt_correction_T_min  0.6118
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.0795 before and 0.0584 after correction.
The Ratio of minimum to maximum transmission is 0.8189.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear dark blue'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.851
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2524
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 'vapor difussion'
_exptl_crystal_size_max          0.202
_exptl_crystal_size_mid          0.126
_exptl_crystal_size_min          0.075
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1048
_diffrn_reflns_av_unetI/netI     0.0668
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            110405
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         36.298
_diffrn_reflns_theta_min         2.349
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Venture D2'
_diffrn_measurement_method       ?
_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_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6588
_reflns_number_total             10964
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (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         1.324
_refine_diff_density_min         -1.220
_refine_diff_density_rms         0.183
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     321
_refine_ls_number_reflns         10964
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.1100
_refine_ls_R_factor_gt           0.0459
_refine_ls_restrained_S_all      1.069
_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)+(0.0208P)²+11.4280P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0773
_refine_ls_wR_factor_ref         0.0992
_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 O(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(O2) \\sim Ueq, Uanis(O3) \\sim Ueq, Uanis(O4) \\sim Ueq, Uanis(O5) \\sim
Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3. Others
 Sof(Cl1)=Sof(O2)=Sof(O3)=Sof(O4)=Sof(O5)=1-FVAR(1)
 Sof(Br3)=Sof(O1)=Sof(H1A)=Sof(H1B)=FVAR(1)
4.a Free rotating group:
 O1(H1A,H1B)
4.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B),
 C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C3(H3A,H3B), C4(H4A,H4B),
 C5(H5C,H5D), C6(H6C,H6D)
4.c Aromatic/amide H refined with riding coordinates:
 C1(H1)
;
_atom_sites_solution_hydrogens   mixed
_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
Br1 Br 0.29796(2) 0.46096(2) 0.74265(2) 0.02245(7) Uani 1 1 d . . . . .
Br2 Br 0.32820(2) 0.75778(2) 0.47063(2) 0.02350(7) Uani 1 1 d . . . . .
Br3 Br 0.43185(3) 0.25932(3) 0.34030(2) 0.02465(15) Uani 0.873(2) 1 d . . P A 1
Cu1 Cu 0.15499(2) 0.38670(2) 0.67729(2) 0.01534(7) Uani 1 1 d . . . . .
N3 N 0.1483(2) 0.27155(19) 0.72879(12) 0.0217(5) Uani 1 1 d . . . . .
N4 N 0.23198(18) 0.30658(17) 0.61701(12) 0.0186(5) Uani 1 1 d . . . . .
N1 N 0.12183(16) 0.48698(17) 0.61961(10) 0.0153(4) Uani 1 1 d . . . . .
N7 N 0.13465(17) 0.50296(17) 0.55825(10) 0.0162(5) Uani 1 1 d . . . . .
N2 N 0.04798(19) 0.44458(19) 0.72730(11) 0.0189(5) Uani 1 1 d . . . . .
N5 N 0.3016(2) 0.43335(19) 0.52001(12) 0.0220(5) Uani 1 1 d . . . . .
N6 N 0.15328(19) 0.61431(19) 0.44134(12) 0.0202(5) Uani 1 1 d . . . . .
C7 C 0.2273(2) 0.2118(2) 0.70951(15) 0.0249(7) Uani 1 1 d . . . . .
H7A H 0.219544 0.149032 0.726244 0.030 Uiso 1 1 calc R U . . .
H7B H 0.287740 0.237024 0.724119 0.030 Uiso 1 1 calc R U . . .
C8 C 0.2244(2) 0.2102(2) 0.63995(15) 0.0238(6) Uani 1 1 d . . . . .
H8A H 0.276933 0.172863 0.623897 0.029 Uiso 1 1 calc R U . . .
H8B H 0.164833 0.182383 0.625814 0.029 Uiso 1 1 calc R U . . .
C9 C 0.3320(2) 0.3309(2) 0.60781(15) 0.0243(6) Uani 1 1 d . . . . .
H9A H 0.360918 0.285042 0.580187 0.029 Uiso 1 1 calc R U . . .
H9B H 0.364763 0.327227 0.647711 0.029 Uiso 1 1 calc R U . . .
C10 C 0.3471(2) 0.4256(2) 0.58114(15) 0.0238(6) Uani 1 1 d . . . . .
H10A H 0.320517 0.472342 0.609126 0.029 Uiso 1 1 calc R U . . .
H10B H 0.415173 0.437561 0.577085 0.029 Uiso 1 1 calc R U . . .
C11 C 0.3351(2) 0.5133(2) 0.48330(17) 0.0287(7) Uani 1 1 d . . . . .
H11A H 0.404255 0.510653 0.479699 0.034 Uiso 1 1 calc R U . . .
H11B H 0.318470 0.570990 0.504669 0.034 Uiso 1 1 calc R U . . .
C12 C 0.2919(3) 0.5134(3) 0.41983(16) 0.0315(8) Uani 1 1 d . . . . .
H12A H 0.310028 0.455860 0.398799 0.038 Uiso 1 1 calc R U . . .
H12B H 0.319049 0.565100 0.396291 0.038 Uiso 1 1 calc R U . . .
C13 C 0.1854(3) 0.5218(2) 0.41819(14) 0.0275(7) Uani 1 1 d . . . . .
H13A H 0.163123 0.513084 0.375640 0.033 Uiso 1 1 calc R U . . .
H13B H 0.157375 0.472822 0.443793 0.033 Uiso 1 1 calc R U . . .
C14 C 0.0674(2) 0.6125(2) 0.48022(13) 0.0215(6) Uani 1 1 d . . . . .
H14A H 0.019619 0.574071 0.459566 0.026 Uiso 1 1 calc R U . . .
H14B H 0.042034 0.675679 0.482808 0.026 Uiso 1 1 calc R U . . .
C15 C 0.0809(2) 0.5767(2) 0.54413(13) 0.0167(5) Uani 1 1 d . . . . .
C1 C 0.0324(2) 0.6080(2) 0.59578(13) 0.0181(5) Uani 1 1 d . . . . .
H1 H -0.010039 0.658107 0.598528 0.022 Uiso 1 1 calc R U . . .
C2 C 0.06065(19) 0.54887(19) 0.64205(12) 0.0155(5) Uani 1 1 d . . . . .
C3 C 0.0381(2) 0.5423(2) 0.70897(13) 0.0202(6) Uani 1 1 d . . . . .
H3A H 0.081716 0.581064 0.732958 0.024 Uiso 1 1 calc R U . . .
H3B H -0.026678 0.563692 0.716639 0.024 Uiso 1 1 calc R U . . .
C4 C 0.0527(2) 0.4343(2) 0.79465(13) 0.0244(6) Uani 1 1 d . . . . .
H4A H -0.002528 0.464506 0.813281 0.029 Uiso 1 1 calc R U . . .
H4B H 0.109544 0.465860 0.809999 0.029 Uiso 1 1 calc R U . . .
C5 C 0.0553(2) 0.3350(2) 0.81449(14) 0.0260(7) Uani 1 1 d . . . . .
H5C H -0.000061 0.303410 0.797083 0.031 Uiso 1 1 calc R U . . .
H5D H 0.049458 0.332764 0.859636 0.031 Uiso 1 1 calc R U . . .
C6 C 0.1422(2) 0.2818(2) 0.79624(14) 0.0259(7) Uani 1 1 d . . . . .
H6C H 0.198599 0.314333 0.811378 0.031 Uiso 1 1 calc R U . . .
H6D H 0.140654 0.220281 0.815502 0.031 Uiso 1 1 calc R U . . .
O1 O 0.4789(2) 0.3515(2) 0.47450(15) 0.0375(7) Uani 0.873(2) 1 d G . P A 1
H1A H 0.483617 0.340115 0.436446 0.056 Uiso 0.873(2) 1 d G U P A 1
H1B H 0.527489 0.327348 0.490239 0.056 Uiso 0.873(2) 1 d G U P A 1
Cl1 Cl 0.5574(6) 0.6909(7) 0.6315(5) 0.044(2) Uani 0.127(2) 1 d . . P A 2
O2 O 0.5290(17) 0.7796(14) 0.6434(12) 0.037(5) Uani 0.127(2) 1 d . U P A 2
O3 O 0.493(2) 0.6342(19) 0.6456(15) 0.071(8) Uani 0.127(2) 1 d . U P A 2
O4 O 0.573(2) 0.6783(19) 0.5673(13) 0.064(8) Uani 0.127(2) 1 d . U P A 2
O5 O 0.633(3) 0.667(3) 0.6680(18) 0.111(13) Uani 0.127(2) 1 d . U P A 2
H5A H 0.306(3) 0.387(3) 0.5005(17) 0.025(10) Uiso 1 1 d . . . . .
H5B H 0.234(3) 0.452(3) 0.5258(17) 0.034(11) Uiso 1 1 d . . . B 1
H6A H 0.141(3) 0.649(3) 0.409(2) 0.041(12) Uiso 1 1 d . . . . .
H6B H 0.202(3) 0.643(3) 0.460(2) 0.050(14) Uiso 1 1 d . . . . .
H4 H 0.206(3) 0.309(3) 0.5822(17) 0.027(10) Uiso 1 1 d . . . . .
H2 H -0.002(3) 0.419(3) 0.7155(16) 0.024(10) Uiso 1 1 d . . . . .
H3 H 0.094(3) 0.248(3) 0.7210(19) 0.038(12) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Cu1 2.7137(7) . ?
Cu1 N3 2.021(3) . ?
Cu1 N4 2.074(3) . ?
Cu1 N1 1.985(2) . ?
Cu1 N2 2.057(3) . ?
N3 C7 1.484(4) . ?
N3 C6 1.483(4) . ?
N3 H3 0.87(4) . ?
N4 C8 1.494(4) . ?
N4 C9 1.484(4) . ?
N4 H4 0.84(4) . ?
N1 N7 1.372(3) . ?
N1 C2 1.347(4) . ?
N7 C15 1.356(4) . ?
N2 C3 1.484(4) . ?
N2 C4 1.480(4) . ?
N2 H2 0.84(4) . ?
N5 C10 1.489(4) . ?
N5 C11 1.492(4) . ?
N5 H5A 0.80(4) . ?
N5 H5B 1.01(4) . ?
N6 C13 1.510(4) . ?
N6 C14 1.491(4) . ?
N6 H6A 0.88(4) . ?
N6 H6B 0.91(5) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.520(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.512(5) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.517(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.525(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.502(4) . ?
C15 C1 1.399(4) . ?
C1 H1 0.9500 . ?
C1 C2 1.387(4) . ?
C2 C3 1.499(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.510(5) . ?
C5 H5C 0.9900 . ?
C5 H5D 0.9900 . ?
C5 C6 1.514(5) . ?
C6 H6C 0.9900 . ?
C6 H6D 0.9900 . ?
O1 H1A 0.8501 . ?
O1 H1B 0.8497 . ?
Cl1 O2 1.38(2) . ?
Cl1 O3 1.28(3) . ?
Cl1 O4 1.43(3) . ?
Cl1 O5 1.39(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 Cu1 Br1 94.20(8) . . ?
N3 Cu1 N4 84.92(11) . . ?
N3 Cu1 N2 90.55(11) . . ?
N4 Cu1 Br1 99.21(8) . . ?
N1 Cu1 Br1 102.69(7) . . ?
N1 Cu1 N3 162.15(11) . . ?
N1 Cu1 N4 97.88(10) . . ?
N1 Cu1 N2 81.88(10) . . ?
N2 Cu1 Br1 96.61(8) . . ?
N2 Cu1 N4 163.81(11) . . ?
Cu1 N3 H3 106(3) . . ?
C7 N3 Cu1 107.04(19) . . ?
C7 N3 H3 113(3) . . ?
C6 N3 Cu1 118.1(2) . . ?
C6 N3 C7 112.7(3) . . ?
C6 N3 H3 101(3) . . ?
Cu1 N4 H4 108(3) . . ?
C8 N4 Cu1 106.09(19) . . ?
C8 N4 H4 108(3) . . ?
C9 N4 Cu1 117.4(2) . . ?
C9 N4 C8 109.9(2) . . ?
C9 N4 H4 107(3) . . ?
N7 N1 Cu1 135.43(19) . . ?
C2 N1 Cu1 114.56(18) . . ?
C2 N1 N7 109.2(2) . . ?
C15 N7 N1 106.3(2) . . ?
Cu1 N2 H2 106(3) . . ?
C3 N2 Cu1 108.63(18) . . ?
C3 N2 H2 106(3) . . ?
C4 N2 Cu1 116.9(2) . . ?
C4 N2 C3 111.7(2) . . ?
C4 N2 H2 107(2) . . ?
C10 N5 C11 113.6(3) . . ?
C10 N5 H5A 112(3) . . ?
C10 N5 H5B 109(2) . . ?
C11 N5 H5A 110(3) . . ?
C11 N5 H5B 99(2) . . ?
H5A N5 H5B 112(4) . . ?
C13 N6 H6A 108(3) . . ?
C13 N6 H6B 109(3) . . ?
C14 N6 C13 115.1(3) . . ?
C14 N6 H6A 107(3) . . ?
C14 N6 H6B 113(3) . . ?
H6A N6 H6B 104(4) . . ?
N3 C7 H7A 110.6 . . ?
N3 C7 H7B 110.6 . . ?
N3 C7 C8 105.8(2) . . ?
H7A C7 H7B 108.7 . . ?
C8 C7 H7A 110.6 . . ?
C8 C7 H7B 110.6 . . ?
N4 C8 C7 108.6(3) . . ?
N4 C8 H8A 110.0 . . ?
N4 C8 H8B 110.0 . . ?
C7 C8 H8A 110.0 . . ?
C7 C8 H8B 110.0 . . ?
H8A C8 H8B 108.4 . . ?
N4 C9 H9A 108.7 . . ?
N4 C9 H9B 108.7 . . ?
N4 C9 C10 114.0(3) . . ?
H9A C9 H9B 107.6 . . ?
C10 C9 H9A 108.7 . . ?
C10 C9 H9B 108.7 . . ?
N5 C10 C9 110.6(3) . . ?
N5 C10 H10A 109.5 . . ?
N5 C10 H10B 109.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 108.1 . . ?
N5 C11 H11A 109.4 . . ?
N5 C11 H11B 109.4 . . ?
N5 C11 C12 111.2(3) . . ?
H11A C11 H11B 108.0 . . ?
C12 C11 H11A 109.4 . . ?
C12 C11 H11B 109.4 . . ?
C11 C12 H12A 108.5 . . ?
C11 C12 H12B 108.5 . . ?
C11 C12 C13 115.2(3) . . ?
H12A C12 H12B 107.5 . . ?
C13 C12 H12A 108.5 . . ?
C13 C12 H12B 108.5 . . ?
N6 C13 C12 111.4(3) . . ?
N6 C13 H13A 109.3 . . ?
N6 C13 H13B 109.3 . . ?
C12 C13 H13A 109.3 . . ?
C12 C13 H13B 109.3 . . ?
H13A C13 H13B 108.0 . . ?
N6 C14 H14A 108.4 . . ?
N6 C14 H14B 108.4 . . ?
N6 C14 C15 115.5(2) . . ?
H14A C14 H14B 107.5 . . ?
C15 C14 H14A 108.4 . . ?
C15 C14 H14B 108.4 . . ?
N7 C15 C14 124.0(3) . . ?
N7 C15 C1 110.7(2) . . ?
C1 C15 C14 125.0(3) . . ?
C15 C1 H1 128.0 . . ?
C2 C1 C15 104.0(3) . . ?
C2 C1 H1 128.0 . . ?
N1 C2 C1 109.8(2) . . ?
N1 C2 C3 116.8(2) . . ?
C1 C2 C3 133.4(3) . . ?
N2 C3 C2 107.7(2) . . ?
N2 C3 H3A 110.2 . . ?
N2 C3 H3B 110.2 . . ?
C2 C3 H3A 110.2 . . ?
C2 C3 H3B 110.2 . . ?
H3A C3 H3B 108.5 . . ?
N2 C4 H4A 109.1 . . ?
N2 C4 H4B 109.1 . . ?
N2 C4 C5 112.5(3) . . ?
H4A C4 H4B 107.8 . . ?
C5 C4 H4A 109.1 . . ?
C5 C4 H4B 109.1 . . ?
C4 C5 H5C 108.3 . . ?
C4 C5 H5D 108.3 . . ?
C4 C5 C6 115.7(3) . . ?
H5C C5 H5D 107.4 . . ?
C6 C5 H5C 108.3 . . ?
C6 C5 H5D 108.3 . . ?
N3 C6 C5 111.2(3) . . ?
N3 C6 H6C 109.4 . . ?
N3 C6 H6D 109.4 . . ?
C5 C6 H6C 109.4 . . ?
C5 C6 H6D 109.4 . . ?
H6C C6 H6D 108.0 . . ?
H1A O1 H1B 104.5 . . ?
O2 Cl1 O4 110.6(16) . . ?
O2 Cl1 O5 111(2) . . ?
O3 Cl1 O2 110.4(17) . . ?
O3 Cl1 O4 105(2) . . ?
O3 Cl1 O5 105(2) . . ?
O5 Cl1 O4 114(2) . . ?

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 N3 C7 C8 -47.5(3) . . . . ?
Cu1 N3 C6 C5 60.1(3) . . . . ?
Cu1 N4 C8 C7 -38.1(3) . . . . ?
Cu1 N4 C9 C10 -62.0(3) . . . . ?
Cu1 N1 N7 C15 169.3(2) . . . . ?
Cu1 N1 C2 C1 -171.73(19) . . . . ?
Cu1 N1 C2 C3 9.1(3) . . . . ?
Cu1 N2 C3 C2 34.1(3) . . . . ?
Cu1 N2 C4 C5 -58.4(3) . . . . ?
N3 C7 C8 N4 57.7(3) . . . . ?
N4 C9 C10 N5 -60.3(4) . . . . ?
N1 N7 C15 C14 -174.3(3) . . . . ?
N1 N7 C15 C1 -0.7(3) . . . . ?
N1 C2 C3 N2 -29.3(4) . . . . ?
N7 N1 C2 C1 -0.6(3) . . . . ?
N7 N1 C2 C3 -179.8(2) . . . . ?
N7 C15 C1 C2 0.3(3) . . . . ?
N2 C4 C5 C6 66.0(4) . . . . ?
N5 C11 C12 C13 61.8(4) . . . . ?
N6 C14 C15 N7 -41.4(4) . . . . ?
N6 C14 C15 C1 146.0(3) . . . . ?
C7 N3 C6 C5 -174.2(3) . . . . ?
C8 N4 C9 C10 176.7(3) . . . . ?
C9 N4 C8 C7 89.8(3) . . . . ?
C10 N5 C11 C12 175.6(3) . . . . ?
C11 N5 C10 C9 -163.6(3) . . . . ?
C11 C12 C13 N6 66.4(4) . . . . ?
C13 N6 C14 C15 74.5(3) . . . . ?
C14 N6 C13 C12 -140.4(3) . . . . ?
C14 C15 C1 C2 173.8(3) . . . . ?
C15 C1 C2 N1 0.2(3) . . . . ?
C15 C1 C2 C3 179.1(3) . . . . ?
C1 C2 C3 N2 151.8(3) . . . . ?
C2 N1 N7 C15 0.8(3) . . . . ?
C3 N2 C4 C5 175.6(3) . . . . ?
C4 N2 C3 C2 164.5(2) . . . . ?
C4 C5 C6 N3 -65.9(4) . . . . ?
C6 N3 C7 C8 -179.0(3) . . . . ?

_olex2_submission_original_sample_id ib1
_olex2_submission_special_instructions 'No special instructions were received'
