# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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. 
# 
#######################################################################

data_lys-cu-mof-100k_sq
_database_code_depnum_ccdc_archive 'CCDC 2132560'
loop_
_audit_author_name
_audit_author_address
'Yong-shuang Li' 'China three gorgoes university'
_audit_update_record             
;
2022-01-05 deposited with the CCDC.	2022-08-30 downloaded from the CCDC.
;
_audit_creation_date             2022-01-05
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C8 H2 Br4 O4, C18 H10 Br4 Cu N2 O5'
_chemical_formula_sum            'C26 H12 Br8 Cu N2 O9'
_chemical_formula_weight         1199.20
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   8.65370(10)
_cell_length_b                   32.2130(3)
_cell_length_c                   12.2035(2)
_cell_angle_alpha                90
_cell_angle_beta                 109.870(2)
_cell_angle_gamma                90
_cell_volume                     3199.34(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12618
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.6580
_cell_measurement_theta_min      4.0740
_shelx_estimated_absorpt_T_max   0.353
_shelx_estimated_absorpt_T_min   0.325
_exptl_absorpt_coefficient_mu    13.165
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64097
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.64a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear blackish blue'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   blackish
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    2.490
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2252
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14898
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        65.087
_diffrn_reflns_theta_max         65.087
_diffrn_reflns_theta_min         2.743
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     91.00 167.00   0.50    0.24    --  111.82  52.00 146.00  152
  2  ω    137.00 163.00   0.50    0.24    --  111.82  68.00 -31.00   52
  3  ω    119.00 165.00   0.50    0.24    --  111.82  61.00-180.00   92
  4  ω    -39.00  20.00   0.50    0.06    --   39.45 -19.00 -60.00  118
  5  ω    -43.00 -15.00   0.50    0.06    --   39.45 -19.00-150.00   56
  6  ω    -13.00  13.00   0.50    0.06    --   39.45 -19.00-150.00   52
  7  ω     32.00 103.00   0.50    0.24    --  111.82 -94.00 -60.00  142
  8  ω     32.00 103.00   0.50    0.24    --  111.82 -94.00 -90.00  142
  9  ω     44.00  70.00   0.50    0.24    --  111.82-145.00 -37.00   52
 10  ω     17.00  97.00   0.50    0.06    --   39.45-125.00 150.00  160
 11  ω     45.00 112.00   0.50    0.24    --  111.82-126.00 130.00  134
 12  ω     39.00  67.00   0.50    0.24    --  111.82 -61.00 150.00   56
 13  ω     38.00  67.00   0.50    0.24    --  111.82 -61.00 120.00   58
 14  ω     38.00  63.00   0.50    0.24    --  111.82 -61.00  90.00   50
 15  ω     59.00 103.00   0.50    0.24    --  111.82 -77.00 -30.00   88
 16  ω     50.00  98.00   0.50    0.24    --  111.82 -77.00 -60.00   96
 17  ω     48.00  74.00   0.50    0.24    --  111.82 -68.00-164.00   52
 18  ω    135.00 174.00   0.50    0.24    --  111.82 111.00-180.00   78
 19  ω     84.00 129.00   0.50    0.24    --  111.82 111.00-180.00   90
 20  ω     46.00  84.00   0.50    0.24    --  111.82 179.00 -30.00   76
 21  ω    -68.00 -24.00   0.50    0.24    --  -62.00  68.00 -31.00   88
 22  ω    -20.00  12.00   0.50    0.24    --  -62.00  68.00 -31.00   64
 23  ω    -48.00 -23.00   0.50    0.24    --  -62.00  52.00 146.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0476911000
_diffrn_orient_matrix_UB_12      0.0082700000
_diffrn_orient_matrix_UB_13      0.1317292000
_diffrn_orient_matrix_UB_21      -0.1482858000
_diffrn_orient_matrix_UB_22      0.0293479000
_diffrn_orient_matrix_UB_23      -0.0236532000
_diffrn_orient_matrix_UB_31      -0.1073921000
_diffrn_orient_matrix_UB_32      -0.0368669000
_diffrn_orient_matrix_UB_33      0.0106932000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5045
_reflns_number_total             5303
_reflns_odcompleteness_completeness 96.35
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.64a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.64a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.64a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.390
_refine_diff_density_min         -0.681
_refine_diff_density_rms         0.102
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.124
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     425
_refine_ls_number_reflns         5303
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0255
_refine_ls_R_factor_gt           0.0237
_refine_ls_restrained_S_all      1.124
_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)+(0.0234P)²+3.1555P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0547
_refine_ls_wR_factor_ref         0.0555
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Rotating group:
 O9(H9A)
1.b Aromatic/amide H refined with riding coordinates:
 C10(H10), C7(H7), C9(H9), C4(H4), C1(H1), C2(H2), C8(H8), C3(H3)
1.c Idealised tetrahedral OH refined as rotating group:
 O4(H4A)
;
_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
Br3 Br 0.52360(4) 0.21703(2) -0.11922(3) 0.01574(8) Uani 1 1 d . . . . .
Br8 Br 0.20739(4) 0.36689(2) 0.46545(3) 0.01817(8) Uani 1 1 d . . . . .
Br5 Br 1.00585(4) 0.37880(2) 0.69311(3) 0.01800(8) Uani 1 1 d . . . . .
Br4 Br 0.28873(4) 0.28789(2) -0.05090(3) 0.01999(8) Uani 1 1 d . . . . .
Br2 Br 0.92297(4) 0.22105(2) 0.00640(3) 0.01877(8) Uani 1 1 d . . . . .
Br7 Br 0.40331(4) 0.30650(2) 0.68540(3) 0.02261(9) Uani 1 1 d . . . . .
Br6 Br 0.80751(4) 0.31020(2) 0.79530(3) 0.02268(9) Uani 1 1 d . . . . .
Br1 Br 1.08875(4) 0.29332(2) 0.20089(3) 0.02295(9) Uani 1 1 d . . . . .
Cu1 Cu 0.22908(6) 0.49499(2) 0.30232(4) 0.01308(10) Uani 1 1 d . . . . .
O9 O 0.0435(3) 0.45854(6) 0.3047(2) 0.0183(5) Uani 1 1 d . . . . .
H9A H 0.0575 0.4337 0.2816 0.027 Uiso 1 1 d R U . . .
O7 O 0.3703(3) 0.41445(6) 0.28771(19) 0.0194(5) Uani 1 1 d . . . . .
O8 O 0.3916(3) 0.46247(6) 0.42237(18) 0.0158(4) Uani 1 1 d . . . . .
O6 O 0.8207(3) 0.46879(6) 0.56115(19) 0.0176(5) Uani 1 1 d . . . . .
O4 O 0.4193(3) 0.34563(6) 0.19912(18) 0.0161(4) Uani 1 1 d . . . . .
H4A H 0.3948 0.3676 0.2264 0.024 Uiso 1 1 calc R U . . .
O1 O 0.9262(3) 0.38301(6) 0.20458(19) 0.0185(5) Uani 1 1 d . . . . .
O2 O 0.7799(3) 0.36121(7) 0.3141(2) 0.0190(5) Uani 1 1 d . . . . .
O3 O 0.4888(3) 0.38831(7) 0.0786(2) 0.0230(5) Uani 1 1 d . . . . .
O5 O 0.8266(3) 0.42981(7) 0.4140(2) 0.0259(6) Uani 1 1 d . . . . .
N1 N 0.4001(3) 0.52833(8) 0.2671(2) 0.0151(5) Uani 1 1 d . . . . .
N2 N 0.0811(3) 0.52582(8) 0.1630(2) 0.0157(5) Uani 1 1 d . . . . .
C14 C 0.5215(4) 0.34387(9) 0.6255(3) 0.0153(6) Uani 1 1 d . . . . .
C25 C 0.8601(4) 0.29194(9) 0.1241(3) 0.0153(6) Uani 1 1 d . . . . .
C17 C 0.6916(4) 0.40260(9) 0.5400(3) 0.0128(6) Uani 1 1 d . . . . .
C12 C 0.5206(4) 0.39890(9) 0.4887(3) 0.0141(6) Uani 1 1 d . . . . .
C27 C 0.8327(4) 0.35890(9) 0.2271(3) 0.0147(6) Uani 1 1 d . . . . .
C10 C 0.5615(4) 0.52606(9) 0.3218(3) 0.0191(7) Uani 1 1 d . . . . .
H10 H 0.6030 0.5067 0.3836 0.023 Uiso 1 1 calc R U . . .
C24 C 0.7882(4) 0.26040(9) 0.0450(3) 0.0135(6) Uani 1 1 d . . . . .
C21 C 0.5191(4) 0.28819(9) 0.0199(3) 0.0149(6) Uani 1 1 d . . . . .
C6 C 0.3385(4) 0.55595(9) 0.1787(3) 0.0159(6) Uani 1 1 d . . . . .
C15 C 0.6917(4) 0.34630(9) 0.6730(3) 0.0153(6) Uani 1 1 d . . . . .
C7 C 0.4423(5) 0.58185(10) 0.1445(3) 0.0214(7) Uani 1 1 d . . . . .
H7 H 0.3988 0.6012 0.0829 0.026 Uiso 1 1 calc R U . . .
C19 C 0.4917(4) 0.35469(9) 0.1243(3) 0.0146(6) Uani 1 1 d . . . . .
C13 C 0.4377(4) 0.36969(9) 0.5325(3) 0.0147(6) Uani 1 1 d . . . . .
C18 C 0.7865(4) 0.43663(9) 0.5026(3) 0.0134(6) Uani 1 1 d . . . . .
C11 C 0.4208(4) 0.42684(9) 0.3899(3) 0.0136(6) Uani 1 1 d . . . . .
C16 C 0.7750(4) 0.37544(9) 0.6300(3) 0.0153(6) Uani 1 1 d . . . . .
C26 C 0.7620(4) 0.32204(9) 0.1496(3) 0.0139(6) Uani 1 1 d . . . . .
C20 C 0.5913(4) 0.31971(9) 0.0991(3) 0.0140(6) Uani 1 1 d . . . . .
C5 C 0.1589(4) 0.55504(9) 0.1217(3) 0.0172(6) Uani 1 1 d . . . . .
C22 C 0.6173(4) 0.25845(9) -0.0082(3) 0.0147(6) Uani 1 1 d . . . . .
C9 C 0.6710(5) 0.55093(10) 0.2917(3) 0.0227(7) Uani 1 1 d . . . . .
H9 H 0.7858 0.5487 0.3322 0.027 Uiso 1 1 calc R U . . .
C4 C 0.0742(5) 0.58101(10) 0.0306(3) 0.0236(7) Uani 1 1 d . . . . .
H4 H 0.1312 0.6015 0.0034 0.028 Uiso 1 1 calc R U . . .
C1 C -0.0819(4) 0.52153(10) 0.1135(3) 0.0193(7) Uani 1 1 d . . . . .
H1 H -0.1367 0.5010 0.1427 0.023 Uiso 1 1 calc R U . . .
C2 C -0.1723(5) 0.54611(11) 0.0213(3) 0.0269(8) Uani 1 1 d . . . . .
H2 H -0.2875 0.5421 -0.0134 0.032 Uiso 1 1 calc R U . . .
C8 C 0.6107(5) 0.57900(10) 0.2018(3) 0.0243(7) Uani 1 1 d . . . . .
H8 H 0.6839 0.5962 0.1793 0.029 Uiso 1 1 calc R U . . .
C3 C -0.0941(5) 0.57675(11) -0.0202(3) 0.0259(8) Uani 1 1 d . . . . .
H3 H -0.1547 0.5944 -0.0823 0.031 Uiso 1 1 calc R U . . .
H2A H 0.804(6) 0.3805(14) 0.341(4) 0.037(14) Uiso 1 1 d . . . . .
H9B H 0.015(6) 0.4599(12) 0.354(4) 0.027(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
Br3 C22 1.878(3) . ?
Br8 C13 1.882(3) . ?
Br5 C16 1.884(3) . ?
Br4 C21 1.884(3) . ?
Br2 C24 1.888(3) . ?
Br7 C14 1.881(3) . ?
Br6 C15 1.889(3) . ?
Br1 C25 1.880(3) . ?
Cu1 O9 1.998(2) . ?
Cu1 O8 1.955(2) . ?
Cu1 O6 2.193(2) 3_666 ?
Cu1 N1 1.990(3) . ?
Cu1 N2 2.009(3) . ?
O9 H9A 0.8715 . ?
O9 H9B 0.72(5) . ?
O7 C11 1.239(4) . ?
O8 C11 1.267(4) . ?
O6 Cu1 2.193(2) 3_666 ?
O6 C18 1.236(4) . ?
O4 H4A 0.8400 . ?
O4 C19 1.304(4) . ?
O1 C27 1.218(4) . ?
O2 C27 1.293(4) . ?
O2 H2A 0.70(5) . ?
O3 C19 1.214(4) . ?
O5 C18 1.262(4) . ?
N1 C10 1.330(4) . ?
N1 C6 1.359(4) . ?
N2 C5 1.350(4) . ?
N2 C1 1.339(4) . ?
C14 C15 1.389(5) . ?
C14 C13 1.395(4) . ?
C25 C24 1.394(4) . ?
C25 C26 1.391(4) . ?
C17 C12 1.403(5) . ?
C17 C18 1.529(4) . ?
C17 C16 1.398(4) . ?
C12 C13 1.395(4) . ?
C12 C11 1.517(4) . ?
C27 C26 1.512(4) . ?
C10 H10 0.9500 . ?
C10 C9 1.382(5) . ?
C24 C22 1.400(5) . ?
C21 C20 1.395(4) . ?
C21 C22 1.399(4) . ?
C6 C7 1.390(5) . ?
C6 C5 1.471(5) . ?
C15 C16 1.390(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.389(5) . ?
C19 C20 1.513(4) . ?
C26 C20 1.396(5) . ?
C5 C4 1.385(5) . ?
C9 H9 0.9500 . ?
C9 C8 1.380(5) . ?
C4 H4 0.9500 . ?
C4 C3 1.382(5) . ?
C1 H1 0.9500 . ?
C1 C2 1.381(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.387(5) . ?
C8 H8 0.9500 . ?
C3 H3 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
O9 Cu1 O6 86.30(9) . 3_666 ?
O9 Cu1 N2 91.06(10) . . ?
O8 Cu1 O9 92.95(9) . . ?
O8 Cu1 O6 89.58(9) . 3_666 ?
O8 Cu1 N1 93.02(10) . . ?
O8 Cu1 N2 171.25(10) . . ?
N1 Cu1 O9 168.76(10) . . ?
N1 Cu1 O6 103.26(9) . 3_666 ?
N1 Cu1 N2 81.78(11) . . ?
N2 Cu1 O6 98.43(9) . 3_666 ?
Cu1 O9 H9A 109.6 . . ?
Cu1 O9 H9B 119(3) . . ?
H9A O9 H9B 116.6 . . ?
C11 O8 Cu1 114.8(2) . . ?
C18 O6 Cu1 144.6(2) . 3_666 ?
C19 O4 H4A 109.5 . . ?
C27 O2 H2A 108(4) . . ?
C10 N1 Cu1 126.4(2) . . ?
C10 N1 C6 119.7(3) . . ?
C6 N1 Cu1 113.9(2) . . ?
C5 N2 Cu1 113.9(2) . . ?
C1 N2 Cu1 126.9(2) . . ?
C1 N2 C5 119.1(3) . . ?
C15 C14 Br7 120.9(2) . . ?
C15 C14 C13 119.3(3) . . ?
C13 C14 Br7 119.8(2) . . ?
C24 C25 Br1 120.6(2) . . ?
C26 C25 Br1 119.4(2) . . ?
C26 C25 C24 120.0(3) . . ?
C12 C17 C18 121.3(3) . . ?
C16 C17 C12 118.8(3) . . ?
C16 C17 C18 119.8(3) . . ?
C17 C12 C11 122.3(3) . . ?
C13 C12 C17 119.2(3) . . ?
C13 C12 C11 118.5(3) . . ?
O1 C27 O2 126.6(3) . . ?
O1 C27 C26 121.2(3) . . ?
O2 C27 C26 112.2(3) . . ?
N1 C10 H10 118.9 . . ?
N1 C10 C9 122.2(3) . . ?
C9 C10 H10 118.9 . . ?
C25 C24 Br2 119.6(2) . . ?
C25 C24 C22 120.4(3) . . ?
C22 C24 Br2 119.9(2) . . ?
C20 C21 Br4 118.5(2) . . ?
C20 C21 C22 120.1(3) . . ?
C22 C21 Br4 121.4(2) . . ?
N1 C6 C7 120.8(3) . . ?
N1 C6 C5 115.4(3) . . ?
C7 C6 C5 123.8(3) . . ?
C14 C15 Br6 119.8(2) . . ?
C14 C15 C16 119.5(3) . . ?
C16 C15 Br6 120.6(2) . . ?
C6 C7 H7 120.5 . . ?
C8 C7 C6 118.9(3) . . ?
C8 C7 H7 120.5 . . ?
O4 C19 C20 114.7(2) . . ?
O3 C19 O4 125.5(3) . . ?
O3 C19 C20 119.7(3) . . ?
C14 C13 Br8 120.4(2) . . ?
C12 C13 Br8 118.2(2) . . ?
C12 C13 C14 121.4(3) . . ?
O6 C18 O5 124.0(3) . . ?
O6 C18 C17 118.4(3) . . ?
O5 C18 C17 117.5(2) . . ?
O7 C11 O8 124.5(3) . . ?
O7 C11 C12 121.3(3) . . ?
O8 C11 C12 114.2(3) . . ?
C17 C16 Br5 118.5(2) . . ?
C15 C16 Br5 119.9(2) . . ?
C15 C16 C17 121.6(3) . . ?
C25 C26 C27 122.6(3) . . ?
C25 C26 C20 119.9(3) . . ?
C20 C26 C27 117.4(3) . . ?
C21 C20 C19 122.1(3) . . ?
C21 C20 C26 120.2(3) . . ?
C26 C20 C19 117.5(3) . . ?
N2 C5 C6 114.7(3) . . ?
N2 C5 C4 121.7(3) . . ?
C4 C5 C6 123.6(3) . . ?
C24 C22 Br3 119.7(2) . . ?
C21 C22 Br3 120.9(2) . . ?
C21 C22 C24 119.3(3) . . ?
C10 C9 H9 120.6 . . ?
C8 C9 C10 118.9(3) . . ?
C8 C9 H9 120.6 . . ?
C5 C4 H4 120.3 . . ?
C3 C4 C5 119.4(3) . . ?
C3 C4 H4 120.3 . . ?
N2 C1 H1 119.1 . . ?
N2 C1 C2 121.8(3) . . ?
C2 C1 H1 119.1 . . ?
C1 C2 H2 120.2 . . ?
C1 C2 C3 119.6(4) . . ?
C3 C2 H2 120.2 . . ?
C7 C8 H8 120.2 . . ?
C9 C8 C7 119.5(3) . . ?
C9 C8 H8 120.2 . . ?
C4 C3 C2 118.5(3) . . ?
C4 C3 H3 120.8 . . ?
C2 C3 H3 120.8 . . ?

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
Br4 C21 C20 C19 -3.5(4) . . . . ?
Br4 C21 C20 C26 -177.2(2) . . . . ?
Br4 C21 C22 Br3 0.5(3) . . . . ?
Br4 C21 C22 C24 178.8(2) . . . . ?
Br2 C24 C22 Br3 -0.8(3) . . . . ?
Br2 C24 C22 C21 -179.0(2) . . . . ?
Br7 C14 C15 Br6 2.5(3) . . . . ?
Br7 C14 C15 C16 -177.3(2) . . . . ?
Br7 C14 C13 Br8 -0.7(3) . . . . ?
Br7 C14 C13 C12 177.5(2) . . . . ?
Br6 C15 C16 Br5 0.6(3) . . . . ?
Br6 C15 C16 C17 -179.7(2) . . . . ?
Br1 C25 C24 Br2 -4.5(3) . . . . ?
Br1 C25 C24 C22 177.2(2) . . . . ?
Br1 C25 C26 C27 6.9(4) . . . . ?
Br1 C25 C26 C20 -175.7(2) . . . . ?
Cu1 O8 C11 O7 9.3(4) . . . . ?
Cu1 O8 C11 C12 -168.65(19) . . . . ?
Cu1 O6 C18 O5 167.8(3) 3_666 . . . ?
Cu1 O6 C18 C17 -13.0(5) 3_666 . . . ?
Cu1 N1 C10 C9 -179.3(2) . . . . ?
Cu1 N1 C6 C7 179.3(2) . . . . ?
Cu1 N1 C6 C5 -2.7(3) . . . . ?
Cu1 N2 C5 C6 5.7(3) . . . . ?
Cu1 N2 C5 C4 -175.9(2) . . . . ?
Cu1 N2 C1 C2 176.5(2) . . . . ?
O4 C19 C20 C21 81.9(4) . . . . ?
O4 C19 C20 C26 -104.2(3) . . . . ?
O1 C27 C26 C25 57.5(4) . . . . ?
O1 C27 C26 C20 -120.1(3) . . . . ?
O2 C27 C26 C25 -123.6(3) . . . . ?
O2 C27 C26 C20 58.8(4) . . . . ?
O3 C19 C20 C21 -100.5(4) . . . . ?
O3 C19 C20 C26 73.4(4) . . . . ?
N1 C10 C9 C8 -0.1(5) . . . . ?
N1 C6 C7 C8 0.2(5) . . . . ?
N1 C6 C5 N2 -2.1(4) . . . . ?
N1 C6 C5 C4 179.6(3) . . . . ?
N2 C5 C4 C3 -0.6(5) . . . . ?
N2 C1 C2 C3 -1.4(5) . . . . ?
C14 C15 C16 Br5 -179.6(2) . . . . ?
C14 C15 C16 C17 0.2(4) . . . . ?
C25 C24 C22 Br3 177.4(2) . . . . ?
C25 C24 C22 C21 -0.8(4) . . . . ?
C25 C26 C20 C21 -2.4(4) . . . . ?
C25 C26 C20 C19 -176.4(3) . . . . ?
C17 C12 C13 Br8 177.7(2) . . . . ?
C17 C12 C13 C14 -0.6(4) . . . . ?
C17 C12 C11 O7 102.6(4) . . . . ?
C17 C12 C11 O8 -79.3(3) . . . . ?
C12 C17 C18 O6 97.0(4) . . . . ?
C12 C17 C18 O5 -83.7(4) . . . . ?
C12 C17 C16 Br5 176.8(2) . . . . ?
C12 C17 C16 C15 -3.0(4) . . . . ?
C27 C26 C20 C21 175.2(3) . . . . ?
C27 C26 C20 C19 1.2(4) . . . . ?
C10 N1 C6 C7 0.2(4) . . . . ?
C10 N1 C6 C5 178.2(3) . . . . ?
C10 C9 C8 C7 0.5(5) . . . . ?
C24 C25 C26 C27 -175.1(3) . . . . ?
C24 C25 C26 C20 2.4(4) . . . . ?
C6 N1 C10 C9 -0.2(4) . . . . ?
C6 C7 C8 C9 -0.5(5) . . . . ?
C6 C5 C4 C3 177.6(3) . . . . ?
C15 C14 C13 Br8 179.5(2) . . . . ?
C15 C14 C13 C12 -2.2(4) . . . . ?
C7 C6 C5 N2 175.8(3) . . . . ?
C7 C6 C5 C4 -2.5(5) . . . . ?
C13 C14 C15 Br6 -177.8(2) . . . . ?
C13 C14 C15 C16 2.4(4) . . . . ?
C13 C12 C11 O7 -80.0(4) . . . . ?
C13 C12 C11 O8 98.1(3) . . . . ?
C18 C17 C12 C13 -174.5(3) . . . . ?
C18 C17 C12 C11 2.9(4) . . . . ?
C18 C17 C16 Br5 -5.5(4) . . . . ?
C18 C17 C16 C15 174.7(3) . . . . ?
C11 C12 C13 Br8 0.2(4) . . . . ?
C11 C12 C13 C14 -178.1(3) . . . . ?
C16 C17 C12 C13 3.1(4) . . . . ?
C16 C17 C12 C11 -179.5(3) . . . . ?
C16 C17 C18 O6 -80.6(4) . . . . ?
C16 C17 C18 O5 98.7(3) . . . . ?
C26 C25 C24 Br2 177.4(2) . . . . ?
C26 C25 C24 C22 -0.8(4) . . . . ?
C20 C21 C22 Br3 -177.4(2) . . . . ?
C20 C21 C22 C24 0.8(4) . . . . ?
C5 N2 C1 C2 0.1(4) . . . . ?
C5 C6 C7 C8 -177.6(3) . . . . ?
C5 C4 C3 C2 -0.6(5) . . . . ?
C22 C21 C20 C19 174.5(3) . . . . ?
C22 C21 C20 C26 0.8(4) . . . . ?
C1 N2 C5 C6 -177.5(3) . . . . ?
C1 N2 C5 C4 0.9(4) . . . . ?
C1 C2 C3 C4 1.6(5) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.500 0.500 1.000 43.4 10.6 ?
2 0.500 1.000 0.500 43.4 10.6 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.285
_oxdiff_exptl_absorpt_empirical_full_min 0.412
####################################################################### 
# 
# 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_841
_database_code_depnum_ccdc_archive 'CCDC 2132613'
loop_
_audit_author_name
_audit_author_address
'Yong-shuang Li'
;China three gorges university
China
;
_audit_update_record             
;
2022-01-05 deposited with the CCDC.	2022-08-30 downloaded from the CCDC.
;
_audit_creation_date             2017-09-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C36 H16 Br8 Cu2 N4 O8)'
_chemical_formula_sum            'C18 H8 Br4 Cu N2 O4'
_chemical_formula_weight         699.44
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   11.5369(2)
_cell_length_b                   12.8295(2)
_cell_length_c                   15.1063(3)
_cell_angle_alpha                70.620(2)
_cell_angle_beta                 81.490(2)
_cell_angle_gamma                88.3090(10)
_cell_volume                     2085.55(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12366
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      73.8990
_cell_measurement_theta_min      3.9080
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    10.713
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88979
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.9f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    2.228
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1324
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_av_unetI/netI     0.0425
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            21357
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        66.592
_diffrn_reflns_theta_max         66.592
_diffrn_reflns_theta_min         3.653
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -44.00 -16.00   0.50    0.50    --    0.00 -77.00-150.00   56
  2  ω    -26.00  23.00   0.50    0.50    --    0.00 -82.00-120.00   98
  3  ω    -29.00  -2.00   0.50    0.50    --    0.00 -82.00  30.00   54
  4  ω    -33.00  32.00   0.50    0.50    --    0.00 -82.00  60.00  130
  5  ω    -32.00  16.00   0.50    0.50    --    0.00 -82.00 -60.00   96
  6  ω    -23.00  28.00   0.50    0.50    --    0.00 -82.00 150.00  102
  7  ω      7.00 111.00   0.50    1.07    --   95.80 -61.00   0.00  208
  8  ω     90.00 128.00   0.50    1.07    --   95.80 -82.00  60.00   76
  9  ω     87.00 113.00   0.50    1.07    --   95.80 -61.00  30.00   52
 10  ω     87.00 113.00   0.50    1.07    --   95.80 -82.00 -90.00   52
 11  ω     48.00  99.00   0.50    1.07    --   95.80 -82.00-180.00  102
 12  ω     44.00 127.00   0.50    1.07    --   95.80 -82.00-150.00  166
 13  ω    105.00 160.00   0.50    1.07    --   95.80  15.00  90.00  110
 14  ω    136.00 166.00   0.50    1.07    --   95.80  61.00 -60.00   60
 15  ω     87.00 132.00   0.50    1.07    --   95.80  82.00 -60.00   90
 16  ω     68.00  94.00   0.50    1.07    --   95.80  15.00  90.00   52
 17  ω     75.00 132.00   0.50    1.07    --   95.80  61.00 -60.00  114
 18  ω     18.00  44.00   0.50    1.07    --   95.80 -61.00  30.00   52
 19  ω     32.00  58.00   0.50    1.07    --   95.80 -82.00  60.00   52
 20  ω      6.00  90.00   0.50    1.07    --   95.80 -82.00 150.00  168
 21  ω      6.00 105.00   0.50    1.07    --   95.80 -30.00  90.00  198
 22  ω      6.00 110.00   0.50    1.07    --   95.80 -61.00-150.00  208
 23  ω     11.00 127.00   0.50    1.07    --   95.80 -82.00   0.00  232
 24  ω      6.00 119.00   0.50    1.07    --   95.80 -15.00 150.00  226
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0187016000
_diffrn_orient_matrix_UB_12      -0.0760650000
_diffrn_orient_matrix_UB_13      0.1043165000
_diffrn_orient_matrix_UB_21      -0.1224714000
_diffrn_orient_matrix_UB_22      0.0481774000
_diffrn_orient_matrix_UB_23      0.0145332000
_diffrn_orient_matrix_UB_31      -0.0537536000
_diffrn_orient_matrix_UB_32      -0.0900202000
_diffrn_orient_matrix_UB_33      -0.0291639000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6578
_reflns_number_total             7344
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.9f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.9f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.9f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.673
_refine_diff_density_min         -1.072
_refine_diff_density_rms         0.106
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     523
_refine_ls_number_reflns         7344
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0357
_refine_ls_R_factor_gt           0.0324
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0360P)²+2.0080P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0833
_refine_ls_wR_factor_ref         0.0855
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C17(H17), C20(H20), C14(H14), C10(H10), C5(H5), C18(H18), C11(H11), C2(H2),
 C19(H19), C12(H12), C3(H3), C7(H7), C13(H13), C4(H4), C9(H9), C8(H8)
;
_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
Br1 Br 0.57126(4) 0.26466(3) 0.61671(3) 0.04132(11) Uani 1 1 d . . . . .
Br8 Br -0.04960(4) 0.73582(4) 0.89747(3) 0.04939(12) Uani 1 1 d . . . . .
Br4 Br 0.25741(4) 0.04579(4) 1.03336(3) 0.05686(14) Uani 1 1 d . . . . .
Br5 Br 0.33862(4) 0.97003(4) 0.52535(3) 0.05326(13) Uani 1 1 d . . . . .
Br6 Br 0.23486(4) 1.11118(4) 0.66716(4) 0.05813(14) Uani 1 1 d . . . . .
Cu1 Cu 0.18626(4) 0.38600(4) 0.75231(3) 0.02620(11) Uani 1 1 d . . . . .
Cu2 Cu 0.31515(4) 0.61711(4) 0.73383(3) 0.02688(11) Uani 1 1 d . . . . .
Br2 Br 0.56926(5) -0.00476(4) 0.72274(4) 0.06785(16) Uani 1 1 d . . . . .
Br3 Br 0.41002(5) -0.11542(4) 0.92956(4) 0.07037(17) Uani 1 1 d . . . . .
Br7 Br 0.05060(5) 0.98800(5) 0.85936(4) 0.07226(17) Uani 1 1 d . . . . .
O3 O 0.34708(19) 0.44682(18) 0.72698(16) 0.0288(5) Uani 1 1 d . . . . .
O7 O 0.3086(2) 0.67672(19) 0.59679(16) 0.0313(5) Uani 1 1 d . . . . .
O1 O 0.1921(2) 0.3332(2) 0.88706(16) 0.0325(5) Uani 1 1 d . . . . .
O5 O 0.1506(2) 0.56392(18) 0.75291(16) 0.0309(5) Uani 1 1 d . . . . .
O6 O -0.0374(2) 0.6047(2) 0.7470(2) 0.0458(6) Uani 1 1 d . . . . .
O4 O 0.5368(2) 0.4354(2) 0.7407(2) 0.0420(6) Uani 1 1 d . . . . .
O8 O 0.1741(2) 0.7596(2) 0.50648(17) 0.0432(6) Uani 1 1 d . . . . .
O2 O 0.3189(2) 0.3090(2) 0.98822(18) 0.0414(6) Uani 1 1 d . . . . .
N3 N 0.4728(2) 0.6799(2) 0.72332(19) 0.0300(6) Uani 1 1 d . . . . .
N1 N 0.1775(2) 0.4079(2) 0.61679(19) 0.0296(6) Uani 1 1 d . . . . .
N4 N 0.3161(2) 0.5933(2) 0.8711(2) 0.0307(6) Uani 1 1 d . . . . .
N2 N 0.0292(2) 0.3192(2) 0.76871(19) 0.0293(6) Uani 1 1 d . . . . .
C32 C 0.1003(3) 0.7502(3) 0.7264(2) 0.0272(7) Uani 1 1 d . . . . .
C29 C 0.2237(3) 0.7426(3) 0.5765(2) 0.0274(7) Uani 1 1 d . . . . .
C22 C 0.2851(3) 0.2936(3) 0.9211(2) 0.0252(6) Uani 1 1 d . . . . .
C28 C 0.3571(3) 0.2206(3) 0.8727(2) 0.0263(6) Uani 1 1 d . . . . .
C31 C 0.1812(3) 0.8023(3) 0.6466(2) 0.0269(7) Uani 1 1 d . . . . .
C23 C 0.4278(3) 0.2682(3) 0.7856(2) 0.0253(6) Uani 1 1 d . . . . .
C21 C 0.4417(3) 0.3925(3) 0.7472(2) 0.0257(6) Uani 1 1 d . . . . .
C30 C 0.0640(3) 0.6305(3) 0.7440(2) 0.0278(7) Uani 1 1 d . . . . .
C16 C 0.4173(3) 0.6261(3) 0.8904(2) 0.0276(7) Uani 1 1 d . . . . .
C24 C 0.4893(3) 0.2008(3) 0.7406(2) 0.0297(7) Uani 1 1 d . . . . .
C15 C 0.5075(3) 0.6700(3) 0.8071(2) 0.0282(7) Uani 1 1 d . . . . .
C1 C 0.0774(3) 0.3682(3) 0.6017(2) 0.0283(7) Uani 1 1 d . . . . .
C6 C -0.0071(3) 0.3195(3) 0.6877(2) 0.0297(7) Uani 1 1 d . . . . .
C26 C 0.4177(3) 0.0396(3) 0.8715(3) 0.0383(8) Uani 1 1 d . . . . .
C36 C 0.2226(3) 0.9079(3) 0.6309(2) 0.0315(7) Uani 1 1 d . . . . .
C27 C 0.3529(3) 0.1063(3) 0.9154(2) 0.0332(7) Uani 1 1 d . . . . .
C35 C 0.1812(3) 0.9651(3) 0.6928(3) 0.0361(8) Uani 1 1 d . . . . .
C34 C 0.1011(3) 0.9136(3) 0.7726(3) 0.0365(8) Uani 1 1 d . . . . .
C17 C 0.4303(3) 0.6179(3) 0.9823(2) 0.0345(8) Uani 1 1 d . . . . .
H17 H 0.5006 0.6394 0.9950 0.041 Uiso 1 1 calc R . . . .
C33 C 0.0600(3) 0.8060(3) 0.7894(2) 0.0320(7) Uani 1 1 d . . . . .
C20 C 0.2275(3) 0.5529(3) 0.9423(2) 0.0346(7) Uani 1 1 d . . . . .
H20 H 0.1585 0.5298 0.9289 0.041 Uiso 1 1 calc R . . . .
C14 C 0.6218(3) 0.6989(3) 0.8106(3) 0.0376(8) Uani 1 1 d . . . . .
H14 H 0.6457 0.6918 0.8685 0.045 Uiso 1 1 calc R . . . .
C10 C -0.0407(3) 0.2789(3) 0.8514(3) 0.0379(8) Uani 1 1 d . . . . .
H10 H -0.0145 0.2799 0.9064 0.046 Uiso 1 1 calc R . . . .
C5 C 0.2593(3) 0.4558(3) 0.5426(2) 0.0365(8) Uani 1 1 d . . . . .
H5 H 0.3270 0.4846 0.5532 0.044 Uiso 1 1 calc R . . . .
C18 C 0.3388(4) 0.5777(3) 1.0544(3) 0.0388(8) Uani 1 1 d . . . . .
H18 H 0.3461 0.5730 1.1161 0.047 Uiso 1 1 calc R . . . .
C25 C 0.4854(3) 0.0866(3) 0.7830(3) 0.0368(8) Uani 1 1 d . . . . .
C11 C 0.5476(3) 0.7200(3) 0.6434(3) 0.0371(8) Uani 1 1 d . . . . .
H11 H 0.5221 0.7277 0.5860 0.044 Uiso 1 1 calc R . . . .
C2 C 0.0598(3) 0.3746(3) 0.5113(3) 0.0374(8) Uani 1 1 d . . . . .
H2 H -0.0090 0.3466 0.5018 0.045 Uiso 1 1 calc R . . . .
C19 C 0.2356(4) 0.5445(3) 1.0345(3) 0.0403(8) Uani 1 1 d . . . . .
H19 H 0.1728 0.5169 1.0824 0.048 Uiso 1 1 calc R . . . .
C12 C 0.6611(3) 0.7506(3) 0.6426(3) 0.0412(8) Uani 1 1 d . . . . .
H12 H 0.7115 0.7790 0.5858 0.049 Uiso 1 1 calc R . . . .
C3 C 0.1452(4) 0.4227(3) 0.4360(3) 0.0414(9) Uani 1 1 d . . . . .
H3 H 0.1345 0.4274 0.3750 0.050 Uiso 1 1 calc R . . . .
C7 C -0.1176(3) 0.2774(3) 0.6900(3) 0.0432(9) Uani 1 1 d . . . . .
H7 H -0.1428 0.2771 0.6344 0.052 Uiso 1 1 calc R . . . .
C13 C 0.6983(3) 0.7378(3) 0.7283(3) 0.0428(9) Uani 1 1 d . . . . .
H13 H 0.7753 0.7557 0.7299 0.051 Uiso 1 1 calc R . . . .
C4 C 0.2471(4) 0.4642(3) 0.4510(3) 0.0432(9) Uani 1 1 d . . . . .
H4 H 0.3058 0.4968 0.4007 0.052 Uiso 1 1 calc R . . . .
C9 C -0.1506(3) 0.2357(3) 0.8576(3) 0.0439(9) Uani 1 1 d . . . . .
H9 H -0.1979 0.2069 0.9159 0.053 Uiso 1 1 calc R . . . .
C8 C -0.1887(4) 0.2363(4) 0.7753(3) 0.0531(11) Uani 1 1 d . . . . .
H8 H -0.2632 0.2086 0.7777 0.064 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C24 1.890(3) . ?
Br8 C33 1.885(3) . ?
Br4 C27 1.882(3) . ?
Br5 C36 1.886(3) . ?
Br6 C35 1.888(4) . ?
Cu1 O3 1.969(2) . ?
Cu1 O1 1.931(2) . ?
Cu1 O5 2.310(2) . ?
Cu1 N1 1.989(3) . ?
Cu1 N2 1.975(3) . ?
Cu2 O3 2.238(2) . ?
Cu2 O7 1.967(2) . ?
Cu2 O5 1.984(2) . ?
Cu2 N3 1.974(3) . ?
Cu2 N4 1.995(3) . ?
Br2 C25 1.876(3) . ?
Br3 C26 1.888(3) . ?
Br7 C34 1.882(3) . ?
O3 C21 1.297(4) . ?
O7 C29 1.279(4) . ?
O1 C22 1.277(4) . ?
O5 C30 1.288(4) . ?
O6 C30 1.215(4) . ?
O4 C21 1.218(4) . ?
O8 C29 1.229(4) . ?
O2 C22 1.214(4) . ?
N3 C15 1.349(4) . ?
N3 C11 1.331(5) . ?
N1 C1 1.355(4) . ?
N1 C5 1.337(4) . ?
N4 C16 1.355(4) . ?
N4 C20 1.344(4) . ?
N2 C6 1.350(4) . ?
N2 C10 1.332(4) . ?
C32 C31 1.392(5) . ?
C32 C30 1.529(5) . ?
C32 C33 1.393(4) . ?
C29 C31 1.520(4) . ?
C22 C28 1.526(4) . ?
C28 C23 1.396(4) . ?
C28 C27 1.392(5) . ?
C31 C36 1.383(5) . ?
C23 C21 1.510(4) . ?
C23 C24 1.387(4) . ?
C16 C15 1.469(5) . ?
C16 C17 1.387(5) . ?
C24 C25 1.390(5) . ?
C15 C14 1.394(5) . ?
C1 C6 1.467(5) . ?
C1 C2 1.385(5) . ?
C6 C7 1.391(5) . ?
C26 C27 1.387(5) . ?
C26 C25 1.393(5) . ?
C36 C35 1.393(5) . ?
C35 C34 1.386(5) . ?
C34 C33 1.401(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.374(5) . ?
C20 H20 0.9300 . ?
C20 C19 1.377(5) . ?
C14 H14 0.9300 . ?
C14 C13 1.365(5) . ?
C10 H10 0.9300 . ?
C10 C9 1.376(5) . ?
C5 H5 0.9300 . ?
C5 C4 1.380(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.383(6) . ?
C11 H11 0.9300 . ?
C11 C12 1.375(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.372(5) . ?
C19 H19 0.9300 . ?
C12 H12 0.9300 . ?
C12 C13 1.381(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.383(6) . ?
C7 H7 0.9300 . ?
C7 C8 1.369(6) . ?
C13 H13 0.9300 . ?
C4 H4 0.9300 . ?
C9 H9 0.9300 . ?
C9 C8 1.377(6) . ?
C8 H8 0.9300 . ?

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
O3 Cu1 O5 79.00(9) . . ?
O3 Cu1 N1 94.29(10) . . ?
O3 Cu1 N2 174.89(10) . . ?
O1 Cu1 O3 90.74(10) . . ?
O1 Cu1 O5 91.62(9) . . ?
O1 Cu1 N1 168.35(11) . . ?
O1 Cu1 N2 92.73(11) . . ?
N1 Cu1 O5 99.64(10) . . ?
N2 Cu1 O5 104.64(10) . . ?
N2 Cu1 N1 81.62(11) . . ?
O7 Cu2 O3 91.42(9) . . ?
O7 Cu2 O5 88.47(10) . . ?
O7 Cu2 N3 94.48(11) . . ?
O7 Cu2 N4 166.58(10) . . ?
O5 Cu2 O3 80.47(9) . . ?
O5 Cu2 N4 94.03(10) . . ?
N3 Cu2 O3 104.84(10) . . ?
N3 Cu2 O5 173.83(10) . . ?
N3 Cu2 N4 81.87(11) . . ?
N4 Cu2 O3 102.00(10) . . ?
Cu1 O3 Cu2 101.67(9) . . ?
C21 O3 Cu1 127.1(2) . . ?
C21 O3 Cu2 123.84(19) . . ?
C29 O7 Cu2 112.84(19) . . ?
C22 O1 Cu1 122.1(2) . . ?
Cu2 O5 Cu1 98.74(9) . . ?
C30 O5 Cu1 137.4(2) . . ?
C30 O5 Cu2 122.0(2) . . ?
C15 N3 Cu2 114.5(2) . . ?
C11 N3 Cu2 125.6(2) . . ?
C11 N3 C15 119.7(3) . . ?
C1 N1 Cu1 114.3(2) . . ?
C5 N1 Cu1 126.6(2) . . ?
C5 N1 C1 119.0(3) . . ?
C16 N4 Cu2 113.9(2) . . ?
C20 N4 Cu2 126.9(2) . . ?
C20 N4 C16 119.1(3) . . ?
C6 N2 Cu1 114.9(2) . . ?
C10 N2 Cu1 124.8(2) . . ?
C10 N2 C6 120.3(3) . . ?
C31 C32 C30 118.1(3) . . ?
C31 C32 C33 119.4(3) . . ?
C33 C32 C30 122.3(3) . . ?
O7 C29 C31 116.1(3) . . ?
O8 C29 O7 125.3(3) . . ?
O8 C29 C31 118.6(3) . . ?
O1 C22 C28 116.2(3) . . ?
O2 C22 O1 125.1(3) . . ?
O2 C22 C28 118.7(3) . . ?
C23 C28 C22 120.2(3) . . ?
C27 C28 C22 120.2(3) . . ?
C27 C28 C23 119.6(3) . . ?
C32 C31 C29 119.7(3) . . ?
C36 C31 C32 120.3(3) . . ?
C36 C31 C29 120.0(3) . . ?
C28 C23 C21 118.1(3) . . ?
C24 C23 C28 119.7(3) . . ?
C24 C23 C21 122.1(3) . . ?
O3 C21 C23 115.9(3) . . ?
O4 C21 O3 124.4(3) . . ?
O4 C21 C23 119.7(3) . . ?
O5 C30 C32 113.4(3) . . ?
O6 C30 O5 125.3(3) . . ?
O6 C30 C32 121.3(3) . . ?
N4 C16 C15 114.5(3) . . ?
N4 C16 C17 120.8(3) . . ?
C17 C16 C15 124.7(3) . . ?
C23 C24 Br1 119.5(2) . . ?
C23 C24 C25 120.8(3) . . ?
C25 C24 Br1 119.6(3) . . ?
N3 C15 C16 114.9(3) . . ?
N3 C15 C14 120.4(3) . . ?
C14 C15 C16 124.7(3) . . ?
N1 C1 C6 114.4(3) . . ?
N1 C1 C2 121.1(3) . . ?
C2 C1 C6 124.4(3) . . ?
N2 C6 C1 114.6(3) . . ?
N2 C6 C7 120.2(3) . . ?
C7 C6 C1 125.2(3) . . ?
C27 C26 Br3 119.9(3) . . ?
C27 C26 C25 120.1(3) . . ?
C25 C26 Br3 119.9(3) . . ?
C31 C36 Br5 117.9(2) . . ?
C31 C36 C35 120.6(3) . . ?
C35 C36 Br5 121.4(3) . . ?
C28 C27 Br4 118.2(2) . . ?
C26 C27 Br4 121.4(3) . . ?
C26 C27 C28 120.3(3) . . ?
C36 C35 Br6 119.7(3) . . ?
C34 C35 Br6 120.9(3) . . ?
C34 C35 C36 119.4(3) . . ?
C35 C34 Br7 119.5(3) . . ?
C35 C34 C33 120.2(3) . . ?
C33 C34 Br7 120.3(3) . . ?
C16 C17 H17 120.2 . . ?
C18 C17 C16 119.6(3) . . ?
C18 C17 H17 120.2 . . ?
C32 C33 Br8 119.6(3) . . ?
C32 C33 C34 120.0(3) . . ?
C34 C33 Br8 120.4(2) . . ?
N4 C20 H20 118.9 . . ?
N4 C20 C19 122.2(3) . . ?
C19 C20 H20 118.9 . . ?
C15 C14 H14 120.3 . . ?
C13 C14 C15 119.3(3) . . ?
C13 C14 H14 120.3 . . ?
N2 C10 H10 119.1 . . ?
N2 C10 C9 121.8(3) . . ?
C9 C10 H10 119.1 . . ?
N1 C5 H5 118.8 . . ?
N1 C5 C4 122.5(3) . . ?
C4 C5 H5 118.8 . . ?
C17 C18 H18 120.3 . . ?
C17 C18 C19 119.4(3) . . ?
C19 C18 H18 120.3 . . ?
C24 C25 Br2 120.9(3) . . ?
C24 C25 C26 119.3(3) . . ?
C26 C25 Br2 119.7(3) . . ?
N3 C11 H11 118.8 . . ?
N3 C11 C12 122.4(3) . . ?
C12 C11 H11 118.8 . . ?
C1 C2 H2 120.4 . . ?
C3 C2 C1 119.2(3) . . ?
C3 C2 H2 120.4 . . ?
C20 C19 C18 118.8(4) . . ?
C20 C19 H19 120.6 . . ?
C18 C19 H19 120.6 . . ?
C11 C12 H12 120.9 . . ?
C11 C12 C13 118.3(4) . . ?
C13 C12 H12 120.9 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 119.9(3) . . ?
C4 C3 H3 120.0 . . ?
C6 C7 H7 120.5 . . ?
C8 C7 C6 119.1(3) . . ?
C8 C7 H7 120.5 . . ?
C14 C13 C12 119.9(3) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C5 C4 C3 118.2(4) . . ?
C5 C4 H4 120.9 . . ?
C3 C4 H4 120.9 . . ?
C10 C9 H9 120.8 . . ?
C10 C9 C8 118.4(4) . . ?
C8 C9 H9 120.8 . . ?
C7 C8 C9 120.3(4) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 H8 119.9 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.500 142.2 25.7 ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.206
_oxdiff_exptl_absorpt_empirical_full_min 0.868
