# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_cu
_database_code_depnum_ccdc_archive 'CCDC 2227278'
loop_
_audit_author_name
_audit_author_address
'Yating Chen '
;Guilin university of technology
China
;
_audit_update_record             
;
2022-12-18 deposited with the CCDC.	2023-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H22 Br4 Cu N8 O2'
_chemical_formula_sum            'C36 H22 Br4 Cu N8 O2'
_chemical_formula_weight         981.80

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'
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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.4205(11)
_cell_length_b                   12.1977(11)
_cell_length_c                   14.9072(13)
_cell_angle_alpha                111.137(4)
_cell_angle_beta                 102.735(4)
_cell_angle_gamma                102.469(4)
_cell_volume                     1786.9(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    301(2)
_cell_measurement_reflns_used    9871
_cell_measurement_theta_min      2.61
_cell_measurement_theta_max      27.36

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.825
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             958
_exptl_absorpt_coefficient_mu    5.129
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      301(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            57211
_diffrn_reflns_av_R_equivalents  0.0710
_diffrn_reflns_av_sigmaI/netI    0.0410
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.61
_diffrn_reflns_theta_max         27.58
_reflns_number_total             8213
_reflns_number_gt                5932
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0418P)²+2.0811P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8213
_refine_ls_number_parameters     465
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0653
_refine_ls_R_factor_gt           0.0419
_refine_ls_wR_factor_ref         0.1092
_refine_ls_wR_factor_gt          0.0960
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.006
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.53652(5) 0.82261(4) 0.48729(4) 0.07564(16) Uani 1 1 d . . .
Cu1 Cu 0.78405(4) 0.40612(4) 0.19460(3) 0.04019(11) Uani 1 1 d . . .
O1 O 0.8434(3) 0.4167(3) 0.0856(2) 0.0526(7) Uani 1 1 d . . .
N1 N 0.5750(3) 0.3200(3) 0.0996(2) 0.0527(8) Uani 1 1 d . . .
C1 C 0.8026(5) 0.6759(4) 0.2655(4) 0.0634(11) Uani 1 1 d . . .
H1 H 0.8884 0.6912 0.2959 0.076 Uiso 1 1 calc R . .
Br2 Br 1.01187(4) 0.04586(4) -0.20492(3) 0.06211(13) Uani 1 1 d U . .
O2 O 0.7728(4) 0.0652(3) 0.3266(2) 0.0694(8) Uani 1 1 d . . .
H2 H 0.7952 0.0951 0.2894 0.104 Uiso 1 1 calc R . .
N2 N 0.7265(3) 0.5580(3) 0.2106(2) 0.0476(7) Uani 1 1 d . . .
C2 C 0.7584(7) 0.7764(5) 0.2789(5) 0.0835(17) Uani 1 1 d . . .
H2A H 0.8136 0.8573 0.3176 0.100 Uiso 1 1 calc R . .
N3 N 0.8551(3) 0.2765(3) 0.1974(2) 0.0427(7) Uani 1 1 d . . .
C3 C 0.6335(8) 0.7544(6) 0.2347(5) 0.0900(19) Uani 1 1 d . . .
H3 H 0.6028 0.8210 0.2446 0.108 Uiso 1 1 calc R . .
Br4 Br 0.43088(6) -0.01063(5) 0.17619(6) 0.1027(2) Uani 1 1 d . . .
N4 N 0.8580(3) 0.2466(3) 0.2798(2) 0.0469(7) Uani 1 1 d . . .
C4 C 0.5511(5) 0.6352(6) 0.1755(4) 0.0738(15) Uani 1 1 d . . .
N5 N 0.7697(3) 0.4035(3) 0.3236(2) 0.0393(6) Uani 1 1 d . . .
C5 C 0.4206(7) 0.6044(7) 0.1231(5) 0.0940(18) Uani 1 1 d U . .
H5 H 0.3862 0.6681 0.1285 0.113 Uiso 1 1 calc R . .
N6 N 0.6802(3) 0.4451(3) 0.3670(2) 0.0379(6) Uani 1 1 d . . .
C6 C 0.3465(6) 0.4888(8) 0.0670(5) 0.099(2) Uani 1 1 d . . .
H6 H 0.2616 0.4734 0.0335 0.119 Uiso 1 1 calc R . .
N7 N 0.5474(3) 0.2426(3) 0.2803(2) 0.0478(7) Uani 1 1 d . . .
C7 C 0.3923(5) 0.3851(6) 0.0559(4) 0.0783(15) Uani 1 1 d . . .
N8 N 0.6307(3) 0.6296(3) 0.4290(2) 0.0430(7) Uani 1 1 d . . .
C8 C 0.3202(6) 0.2612(8) -0.0013(4) 0.106(2) Uani 1 1 d . . .
H8 H 0.2343 0.2402 -0.0355 0.127 Uiso 1 1 calc R . .
C9 C 0.3721(6) 0.1701(7) -0.0083(4) 0.104(2) Uani 1 1 d . . .
H9 H 0.3231 0.0869 -0.0471 0.125 Uiso 1 1 calc R . .
C10 C 0.5021(5) 0.2041(5) 0.0444(3) 0.0753(13) Uani 1 1 d . . .
H10 H 0.5380 0.1415 0.0398 0.090 Uiso 1 1 calc R . .
C11 C 0.5226(4) 0.4114(5) 0.1059(3) 0.0564(10) Uani 1 1 d . . .
C12 C 0.6025(4) 0.5366(4) 0.1659(3) 0.0525(10) Uani 1 1 d . . .
C13 C 0.8827(3) 0.3362(3) 0.0270(3) 0.0441(8) Uani 1 1 d . . .
C14 C 0.9029(4) 0.3466(4) -0.0606(3) 0.0540(10) Uani 1 1 d . . .
H14 H 0.8896 0.4132 -0.0729 0.065 Uiso 1 1 calc R . .
C15 C 0.9409(4) 0.2633(4) -0.1277(3) 0.0538(9) Uani 1 1 d . . .
H15 H 0.9520 0.2731 -0.1846 0.065 Uiso 1 1 calc R . .
C16 C 0.9627(4) 0.1645(4) -0.1102(3) 0.0473(8) Uani 1 1 d . . .
C17 C 0.9501(4) 0.1516(4) -0.0256(3) 0.0497(9) Uani 1 1 d . . .
H17 H 0.9681 0.0861 -0.0139 0.060 Uiso 1 1 calc R . .
C18 C 0.9103(4) 0.2353(3) 0.0447(3) 0.0453(8) Uani 1 1 d . . .
C19 C 0.9016(4) 0.2154(4) 0.1320(3) 0.0500(9) Uani 1 1 d . . .
H19 H 0.9315 0.1544 0.1424 0.060 Uiso 1 1 calc R . .
C20 C 0.8059(3) 0.3130(3) 0.3413(3) 0.0406(7) Uani 1 1 d . . .
C21 C 0.7973(3) 0.2804(3) 0.4268(3) 0.0423(8) Uani 1 1 d . . .
C22 C 0.7793(4) 0.1578(4) 0.4142(3) 0.0496(9) Uani 1 1 d . . .
C23 C 0.7684(4) 0.1266(4) 0.4937(4) 0.0620(11) Uani 1 1 d . . .
H23 H 0.7522 0.0443 0.4836 0.074 Uiso 1 1 calc R . .
C24 C 0.7814(4) 0.2157(4) 0.5865(3) 0.0614(11) Uani 1 1 d . A .
H24 H 0.7741 0.1942 0.6393 0.074 Uiso 1 1 calc R . .
C25 C 0.8054(4) 0.3377(4) 0.6008(3) 0.0536(9) Uani 1 1 d . . .
C26 C 0.8118(3) 0.3694(4) 0.5215(3) 0.0467(8) Uani 1 1 d . A .
H26 H 0.8260 0.4518 0.5319 0.056 Uiso 1 1 calc R . .
C27 C 0.5554(3) 0.3610(3) 0.3297(3) 0.0404(7) Uani 1 1 d . . .
C28 C 0.4351(4) 0.1570(4) 0.2441(3) 0.0558(10) Uani 1 1 d . . .
C29 C 0.3242(4) 0.1773(4) 0.2520(4) 0.0684(12) Uani 1 1 d . . .
H29 H 0.2474 0.1130 0.2244 0.082 Uiso 1 1 calc R . .
C30 C 0.3337(4) 0.2994(4) 0.3037(4) 0.0722(13) Uani 1 1 d . . .
H30 H 0.2614 0.3192 0.3118 0.087 Uiso 1 1 calc R . .
C31 C 0.4486(4) 0.3929(4) 0.3436(4) 0.0591(10) Uani 1 1 d . . .
H31 H 0.4548 0.4754 0.3790 0.071 Uiso 1 1 calc R . .
C32 C 0.7197(3) 0.5739(3) 0.4251(2) 0.0391(7) Uani 1 1 d . . .
C33 C 0.6687(4) 0.7508(3) 0.4842(3) 0.0478(8) Uani 1 1 d . . .
C34 C 0.7919(4) 0.8255(4) 0.5387(3) 0.0553(10) Uani 1 1 d . . .
H34 H 0.8130 0.9105 0.5770 0.066 Uiso 1 1 calc R . .
C35 C 0.8820(4) 0.7677(4) 0.5333(3) 0.0571(10) Uani 1 1 d . . .
H35 H 0.9671 0.8141 0.5688 0.068 Uiso 1 1 calc R . .
C36 C 0.8480(3) 0.6415(4) 0.4759(3) 0.0497(9) Uani 1 1 d . . .
H36 H 0.9093 0.6024 0.4712 0.060 Uiso 1 1 calc R . .
Br3 Br 0.8575(12) 0.4556(8) 0.7241(5) 0.0815(5) Uani 0.185(13) 1 d P A 2
Br3' Br 0.8205(4) 0.46390(16) 0.73018(11) 0.0815(5) Uani 0.815(13) 1 d 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
Br1 C33 1.902(4) . ?
Cu1 O1 1.928(2) . ?
Cu1 N3 1.935(3) . ?
Cu1 N5 1.977(3) . ?
Cu1 N2 2.048(3) . ?
Cu1 N1 2.272(3) . ?
O1 C13 1.293(4) . ?
N1 C10 1.312(6) . ?
N1 C11 1.359(5) . ?
C1 N2 1.338(5) . ?
C1 C2 1.390(6) . ?
C1 H1 0.9300 . ?
Br2 C16 1.906(4) . ?
O2 C22 1.357(5) . ?
O2 H2 0.8200 . ?
N2 C12 1.348(5) . ?
C2 C3 1.354(9) . ?
C2 H2A 0.9300 . ?
N3 C19 1.290(4) . ?
N3 N4 1.398(4) . ?
C3 C4 1.378(8) . ?
C3 H3 0.9300 . ?
Br4 C28 1.910(4) . ?
N4 C20 1.327(4) . ?
C4 C5 1.417(8) . ?
C4 C12 1.424(5) . ?
N5 C20 1.348(4) . ?
N5 N6 1.414(4) . ?
C5 C6 1.314(9) . ?
C5 H5 0.9300 . ?
N6 C32 1.401(4) . ?
N6 C27 1.415(4) . ?
C6 C7 1.440(8) . ?
C6 H6 0.9300 . ?
N7 C28 1.317(5) . ?
N7 C27 1.335(4) . ?
C7 C8 1.383(9) . ?
C7 C11 1.416(6) . ?
N8 C33 1.319(5) . ?
N8 C32 1.339(4) . ?
C8 C9 1.351(9) . ?
C8 H8 0.9300 . ?
C9 C10 1.406(8) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.421(6) . ?
C13 C14 1.420(5) . ?
C13 C18 1.430(5) . ?
C14 C15 1.367(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.382(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.360(5) . ?
C17 C18 1.409(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.427(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.483(5) . ?
C21 C26 1.382(5) . ?
C21 C22 1.400(5) . ?
C22 C23 1.391(5) . ?
C23 C24 1.368(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.381(6) . ?
C24 H24 0.9300 . ?
C25 C26 1.381(5) . ?
C25 Br3 1.744(9) . ?
C25 Br3' 1.928(5) . ?
C26 H26 0.9300 . ?
C27 C31 1.393(5) . ?
C28 C29 1.364(6) . ?
C29 C30 1.374(6) . ?
C29 H29 0.9300 . ?
C30 C31 1.377(6) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C32 C36 1.393(5) . ?
C33 C34 1.370(6) . ?
C34 C35 1.368(5) . ?
C34 H34 0.9300 . ?
C35 C36 1.377(5) . ?
C35 H35 0.9300 . ?
C36 H36 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
O1 Cu1 N3 92.41(11) . . ?
O1 Cu1 N5 165.27(11) . . ?
N3 Cu1 N5 79.44(11) . . ?
O1 Cu1 N2 90.63(11) . . ?
N3 Cu1 N2 172.31(13) . . ?
N5 Cu1 N2 96.05(11) . . ?
O1 Cu1 N1 95.59(12) . . ?
N3 Cu1 N1 109.70(13) . . ?
N5 Cu1 N1 98.69(12) . . ?
N2 Cu1 N1 76.99(13) . . ?
C13 O1 Cu1 126.5(2) . . ?
C10 N1 C11 118.4(4) . . ?
C10 N1 Cu1 132.0(3) . . ?
C11 N1 Cu1 109.5(3) . . ?
N2 C1 C2 122.6(5) . . ?
N2 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C22 O2 H2 109.5 . . ?
C1 N2 C12 118.3(4) . . ?
C1 N2 Cu1 124.4(3) . . ?
C12 N2 Cu1 117.2(3) . . ?
C3 C2 C1 118.9(5) . . ?
C3 C2 H2A 120.6 . . ?
C1 C2 H2A 120.6 . . ?
C19 N3 N4 116.2(3) . . ?
C19 N3 Cu1 127.1(2) . . ?
N4 N3 Cu1 116.7(2) . . ?
C2 C3 C4 121.2(5) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C20 N4 N3 111.3(3) . . ?
C3 C4 C5 124.8(5) . . ?
C3 C4 C12 117.0(5) . . ?
C5 C4 C12 118.3(6) . . ?
C20 N5 N6 117.9(3) . . ?
C20 N5 Cu1 113.0(2) . . ?
N6 N5 Cu1 122.9(2) . . ?
C6 C5 C4 122.1(5) . . ?
C6 C5 H5 118.9 . . ?
C4 C5 H5 118.9 . . ?
C32 N6 N5 113.9(3) . . ?
C32 N6 C27 126.8(3) . . ?
N5 N6 C27 117.6(3) . . ?
C5 C6 C7 122.2(5) . . ?
C5 C6 H6 118.9 . . ?
C7 C6 H6 118.9 . . ?
C28 N7 C27 118.0(3) . . ?
C8 C7 C11 116.8(5) . . ?
C8 C7 C6 125.5(6) . . ?
C11 C7 C6 117.7(6) . . ?
C33 N8 C32 117.6(3) . . ?
C9 C8 C7 121.3(5) . . ?
C9 C8 H8 119.3 . . ?
C7 C8 H8 119.3 . . ?
C8 C9 C10 118.3(6) . . ?
C8 C9 H9 120.8 . . ?
C10 C9 H9 120.8 . . ?
N1 C10 C9 123.0(6) . . ?
N1 C10 H10 118.5 . . ?
C9 C10 H10 118.5 . . ?
N1 C11 C7 122.2(5) . . ?
N1 C11 C12 118.0(3) . . ?
C7 C11 C12 119.8(4) . . ?
N2 C12 C11 118.1(3) . . ?
N2 C12 C4 122.0(4) . . ?
C11 C12 C4 119.8(4) . . ?
O1 C13 C14 119.5(3) . . ?
O1 C13 C18 124.5(3) . . ?
C14 C13 C18 116.0(3) . . ?
C15 C14 C13 123.0(4) . . ?
C15 C14 H14 118.5 . . ?
C13 C14 H14 118.5 . . ?
C14 C15 C16 119.5(4) . . ?
C14 C15 H15 120.3 . . ?
C16 C15 H15 120.3 . . ?
C17 C16 C15 120.6(3) . . ?
C17 C16 Br2 119.6(3) . . ?
C15 C16 Br2 119.8(3) . . ?
C16 C17 C18 121.3(3) . . ?
C16 C17 H17 119.4 . . ?
C18 C17 H17 119.4 . . ?
C17 C18 C19 117.3(3) . . ?
C17 C18 C13 119.5(3) . . ?
C19 C18 C13 123.1(3) . . ?
N3 C19 C18 124.3(3) . . ?
N3 C19 H19 117.8 . . ?
C18 C19 H19 117.8 . . ?
N4 C20 N5 119.2(3) . . ?
N4 C20 C21 114.5(3) . . ?
N5 C20 C21 126.2(3) . . ?
C26 C21 C22 118.3(3) . . ?
C26 C21 C20 121.6(3) . . ?
C22 C21 C20 120.0(3) . . ?
O2 C22 C23 117.0(4) . . ?
O2 C22 C21 123.0(3) . . ?
C23 C22 C21 120.0(4) . . ?
C24 C23 C22 120.8(4) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C23 C24 C25 119.2(4) . . ?
C23 C24 H24 120.4 . . ?
C25 C24 H24 120.4 . . ?
C24 C25 C26 120.6(4) . . ?
C24 C25 Br3 119.4(4) . . ?
C26 C25 Br3 118.9(4) . . ?
C24 C25 Br3' 119.8(3) . . ?
C26 C25 Br3' 119.5(3) . . ?
Br3 C25 Br3' 13.7(3) . . ?
C25 C26 C21 120.9(4) . . ?
C25 C26 H26 119.6 . . ?
C21 C26 H26 119.6 . . ?
N7 C27 C31 121.0(3) . . ?
N7 C27 N6 113.5(3) . . ?
C31 C27 N6 125.5(3) . . ?
N7 C28 C29 126.1(4) . . ?
N7 C28 Br4 115.8(3) . . ?
C29 C28 Br4 118.1(3) . . ?
C28 C29 C30 115.4(4) . . ?
C28 C29 H29 122.3 . . ?
C30 C29 H29 122.3 . . ?
C29 C30 C31 121.1(4) . . ?
C29 C30 H30 119.5 . . ?
C31 C30 H30 119.5 . . ?
C30 C31 C27 118.4(4) . . ?
C30 C31 H31 120.8 . . ?
C27 C31 H31 120.8 . . ?
N8 C32 C36 121.4(3) . . ?
N8 C32 N6 118.0(3) . . ?
C36 C32 N6 120.6(3) . . ?
N8 C33 C34 125.7(3) . . ?
N8 C33 Br1 115.1(3) . . ?
C34 C33 Br1 119.2(3) . . ?
C35 C34 C33 116.2(4) . . ?
C35 C34 H34 121.9 . . ?
C33 C34 H34 121.9 . . ?
C34 C35 C36 120.7(4) . . ?
C34 C35 H35 119.6 . . ?
C36 C35 H35 119.6 . . ?
C35 C36 C32 118.4(3) . . ?
C35 C36 H36 120.8 . . ?
C32 C36 H36 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
N3 Cu1 O1 C13 15.5(3) . . . . ?
N5 Cu1 O1 C13 71.3(6) . . . . ?
N2 Cu1 O1 C13 -171.6(3) . . . . ?
N1 Cu1 O1 C13 -94.6(3) . . . . ?
O1 Cu1 N1 C10 89.4(4) . . . . ?
N3 Cu1 N1 C10 -5.2(4) . . . . ?
N5 Cu1 N1 C10 -87.0(4) . . . . ?
N2 Cu1 N1 C10 178.7(4) . . . . ?
O1 Cu1 N1 C11 -91.3(2) . . . . ?
N3 Cu1 N1 C11 174.1(2) . . . . ?
N5 Cu1 N1 C11 92.3(3) . . . . ?
N2 Cu1 N1 C11 -1.9(2) . . . . ?
C2 C1 N2 C12 0.7(6) . . . . ?
C2 C1 N2 Cu1 -176.5(3) . . . . ?
O1 Cu1 N2 C1 -84.1(3) . . . . ?
N3 Cu1 N2 C1 29.2(11) . . . . ?
N5 Cu1 N2 C1 82.8(3) . . . . ?
N1 Cu1 N2 C1 -179.7(3) . . . . ?
O1 Cu1 N2 C12 98.7(3) . . . . ?
N3 Cu1 N2 C12 -148.0(8) . . . . ?
N5 Cu1 N2 C12 -94.4(3) . . . . ?
N1 Cu1 N2 C12 3.1(2) . . . . ?
N2 C1 C2 C3 0.0(7) . . . . ?
O1 Cu1 N3 C19 -10.2(4) . . . . ?
N5 Cu1 N3 C19 -177.9(4) . . . . ?
N2 Cu1 N3 C19 -123.4(9) . . . . ?
N1 Cu1 N3 C19 86.6(4) . . . . ?
O1 Cu1 N3 N4 168.9(3) . . . . ?
N5 Cu1 N3 N4 1.3(2) . . . . ?
N2 Cu1 N3 N4 55.8(10) . . . . ?
N1 Cu1 N3 N4 -94.3(3) . . . . ?
C1 C2 C3 C4 -1.4(8) . . . . ?
C19 N3 N4 C20 -178.8(3) . . . . ?
Cu1 N3 N4 C20 1.9(4) . . . . ?
C2 C3 C4 C5 -177.1(5) . . . . ?
C2 C3 C4 C12 2.1(7) . . . . ?
O1 Cu1 N5 C20 -61.4(6) . . . . ?
N3 Cu1 N5 C20 -4.2(2) . . . . ?
N2 Cu1 N5 C20 -177.9(2) . . . . ?
N1 Cu1 N5 C20 104.4(2) . . . . ?
O1 Cu1 N5 N6 147.0(4) . . . . ?
N3 Cu1 N5 N6 -155.8(3) . . . . ?
N2 Cu1 N5 N6 30.5(3) . . . . ?
N1 Cu1 N5 N6 -47.2(3) . . . . ?
C3 C4 C5 C6 179.6(6) . . . . ?
C12 C4 C5 C6 0.4(8) . . . . ?
C20 N5 N6 C32 126.3(3) . . . . ?
Cu1 N5 N6 C32 -83.3(3) . . . . ?
C20 N5 N6 C27 -67.6(4) . . . . ?
Cu1 N5 N6 C27 82.7(3) . . . . ?
C4 C5 C6 C7 0.7(9) . . . . ?
C5 C6 C7 C8 179.7(6) . . . . ?
C5 C6 C7 C11 -1.4(8) . . . . ?
C11 C7 C8 C9 0.3(9) . . . . ?
C6 C7 C8 C9 179.1(6) . . . . ?
C7 C8 C9 C10 0.2(10) . . . . ?
C11 N1 C10 C9 -0.2(7) . . . . ?
Cu1 N1 C10 C9 179.1(4) . . . . ?
C8 C9 C10 N1 -0.2(9) . . . . ?
C10 N1 C11 C7 0.7(6) . . . . ?
Cu1 N1 C11 C7 -178.7(3) . . . . ?
C10 N1 C11 C12 -180.0(4) . . . . ?
Cu1 N1 C11 C12 0.6(4) . . . . ?
C8 C7 C11 N1 -0.7(7) . . . . ?
C6 C7 C11 N1 -179.7(4) . . . . ?
C8 C7 C11 C12 180.0(4) . . . . ?
C6 C7 C11 C12 1.0(6) . . . . ?
C1 N2 C12 C11 178.7(3) . . . . ?
Cu1 N2 C12 C11 -4.0(4) . . . . ?
C1 N2 C12 C4 0.1(5) . . . . ?
Cu1 N2 C12 C4 177.5(3) . . . . ?
N1 C11 C12 N2 2.1(5) . . . . ?
C7 C11 C12 N2 -178.6(4) . . . . ?
N1 C11 C12 C4 -179.3(3) . . . . ?
C7 C11 C12 C4 0.0(6) . . . . ?
C3 C4 C12 N2 -1.4(6) . . . . ?
C5 C4 C12 N2 177.8(4) . . . . ?
C3 C4 C12 C11 180.0(4) . . . . ?
C5 C4 C12 C11 -0.7(6) . . . . ?
Cu1 O1 C13 C14 169.3(3) . . . . ?
Cu1 O1 C13 C18 -11.8(5) . . . . ?
O1 C13 C14 C15 -178.2(4) . . . . ?
C18 C13 C14 C15 2.8(6) . . . . ?
C13 C14 C15 C16 -0.8(7) . . . . ?
C14 C15 C16 C17 -1.8(6) . . . . ?
C14 C15 C16 Br2 178.5(3) . . . . ?
C15 C16 C17 C18 2.3(6) . . . . ?
Br2 C16 C17 C18 -178.1(3) . . . . ?
C16 C17 C18 C19 -179.1(4) . . . . ?
C16 C17 C18 C13 -0.1(6) . . . . ?
O1 C13 C18 C17 178.7(4) . . . . ?
C14 C13 C18 C17 -2.3(5) . . . . ?
O1 C13 C18 C19 -2.4(6) . . . . ?
C14 C13 C18 C19 176.6(4) . . . . ?
N4 N3 C19 C18 -178.1(4) . . . . ?
Cu1 N3 C19 C18 1.0(6) . . . . ?
C17 C18 C19 N3 -173.0(4) . . . . ?
C13 C18 C19 N3 8.1(6) . . . . ?
N3 N4 C20 N5 -5.8(5) . . . . ?
N3 N4 C20 C21 176.0(3) . . . . ?
N6 N5 C20 N4 160.1(3) . . . . ?
Cu1 N5 C20 N4 7.0(4) . . . . ?
N6 N5 C20 C21 -21.9(5) . . . . ?
Cu1 N5 C20 C21 -175.0(3) . . . . ?
N4 C20 C21 C26 145.0(4) . . . . ?
N5 C20 C21 C26 -33.0(5) . . . . ?
N4 C20 C21 C22 -32.2(5) . . . . ?
N5 C20 C21 C22 149.7(4) . . . . ?
C26 C21 C22 O2 -175.4(4) . . . . ?
C20 C21 C22 O2 2.0(6) . . . . ?
C26 C21 C22 C23 4.0(6) . . . . ?
C20 C21 C22 C23 -178.6(4) . . . . ?
O2 C22 C23 C24 176.1(4) . . . . ?
C21 C22 C23 C24 -3.3(6) . . . . ?
C22 C23 C24 C25 0.1(7) . . . . ?
C23 C24 C25 C26 2.4(6) . . . . ?
C23 C24 C25 Br3 -165.5(6) . . . . ?
C23 C24 C25 Br3' 178.7(4) . . . . ?
C24 C25 C26 C21 -1.6(6) . . . . ?
Br3 C25 C26 C21 166.4(6) . . . . ?
Br3' C25 C26 C21 -177.9(3) . . . . ?
C22 C21 C26 C25 -1.7(5) . . . . ?
C20 C21 C26 C25 -179.0(3) . . . . ?
C28 N7 C27 C31 0.8(5) . . . . ?
C28 N7 C27 N6 178.9(3) . . . . ?
C32 N6 C27 N7 -177.1(3) . . . . ?
N5 N6 C27 N7 18.8(4) . . . . ?
C32 N6 C27 C31 0.9(6) . . . . ?
N5 N6 C27 C31 -163.1(3) . . . . ?
C27 N7 C28 C29 0.0(6) . . . . ?
C27 N7 C28 Br4 -179.1(3) . . . . ?
N7 C28 C29 C30 -0.5(7) . . . . ?
Br4 C28 C29 C30 178.6(4) . . . . ?
C28 C29 C30 C31 0.2(8) . . . . ?
C29 C30 C31 C27 0.5(7) . . . . ?
N7 C27 C31 C30 -1.0(6) . . . . ?
N6 C27 C31 C30 -179.0(4) . . . . ?
C33 N8 C32 C36 -1.1(5) . . . . ?
C33 N8 C32 N6 179.8(3) . . . . ?
N5 N6 C32 N8 149.0(3) . . . . ?
C27 N6 C32 N8 -15.5(5) . . . . ?
N5 N6 C32 C36 -30.0(4) . . . . ?
C27 N6 C32 C36 165.4(3) . . . . ?
C32 N8 C33 C34 -0.2(6) . . . . ?
C32 N8 C33 Br1 -179.2(2) . . . . ?
N8 C33 C34 C35 0.8(6) . . . . ?
Br1 C33 C34 C35 179.8(3) . . . . ?
C33 C34 C35 C36 -0.1(6) . . . . ?
C34 C35 C36 C32 -1.2(6) . . . . ?
N8 C32 C36 C35 1.9(6) . . . . ?
N6 C32 C36 C35 -179.1(3) . . . . ?

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
O2 H2 N4 0.82 1.90 2.610(4) 144.0 .

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        27.58
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.786
_refine_diff_density_min         -0.988
_refine_diff_density_rms         0.078
####################################################################### 
# 
# 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_220627c
_database_code_depnum_ccdc_archive 'CCDC 2227285'
loop_
_audit_author_name
_audit_author_address
'Yating Chen '
;Guilin university of technology
China
;
_audit_update_record             
;
2022-12-18 deposited with the CCDC.	2023-08-08 downloaded from the CCDC.
;
_audit_creation_date             2022-12-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C38 H28 Cl2 Cu N8 O2, 0.5(H2 O)'
_chemical_formula_sum            'C38 H28 Cl2 Cu N8 O2.50'
_chemical_formula_weight         771.12
_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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   15.6984(7)
_cell_length_b                   11.6109(5)
_cell_length_c                   20.2139(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.498(4)
_cell_angle_gamma                90.00
_cell_volume                     3684.3(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3667
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.7020
_cell_measurement_theta_min      2.5850
_exptl_absorpt_coefficient_mu    0.785
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79176
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.34a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1580
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0302
_diffrn_reflns_av_unetI/netI     0.0440
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            11361
_diffrn_reflns_theta_full        25.05
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         2.41
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.942
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      4.00  37.00   1.00    6.00    --   30.00  54.00-150.00   33
  2  ω     43.00  98.00   1.00    6.00    --   30.00  54.00-150.00   55
  3  ω    -74.00  37.00   1.00    6.00    --   30.00  54.00 120.00  111
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini (ROW)'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0349912000
_diffrn_orient_matrix_UB_12      -0.0023067000
_diffrn_orient_matrix_UB_13      -0.0224197000
_diffrn_orient_matrix_UB_21      -0.0286022000
_diffrn_orient_matrix_UB_22      0.0054881000
_diffrn_orient_matrix_UB_23      0.0267869000
_diffrn_orient_matrix_UB_31      0.0013061000
_diffrn_orient_matrix_UB_32      0.0607823000
_diffrn_orient_matrix_UB_33      -0.0032136000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                4617
_reflns_number_total             6160
_reflns_odcompleteness_completeness 92.18
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.39.34a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.34a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.34a (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.878
_refine_diff_density_min         -0.474
_refine_diff_density_rms         0.101
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     476
_refine_ls_number_reflns         6160
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0800
_refine_ls_R_factor_gt           0.0562
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1197P)²+4.4325P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1581
_refine_ls_wR_factor_ref         0.1958
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C36) \\sim Ueq, Uanis(O1W) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.01
Uanis(O1W) = Uanis(O1W')
3. Others
 Sof(O1W')=Sof(H1WC)=Sof(H1WD)=0.5*(1-FVAR(2))
 Sof(O1W)=Sof(H1WA)=Sof(H1WB)=0.5*FVAR(2)
4.a Riding coordinates:
 O1W(H1WA,H1WB), O1W'(H1WC,H1WD)
4.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2A), C3(H3), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C14(H14),
 C15(H15), C18(H18), C20(H20), C24(H24), C25(H25), C28(H28), C30(H30), C31(H31),
  C32(H32), C35(H35), C36(H36), C37(H37)
4.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C27(H27A,H27B,H27C)
4.d Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Cu1 Cu 0.66256(3) 0.70745(4) 0.64851(2) 0.0364(2) Uani 1 d . . . .
O1 O 0.56434(19) 0.6513(3) 0.69707(16) 0.0482(8) Uani 1 d . . . .
N1 N 0.7150(2) 0.5466(3) 0.63856(18) 0.0415(8) Uani 1 d . . . .
C1 C 0.7648(3) 0.4951(4) 0.6831(3) 0.0526(12) Uani 1 d . . . .
H1 H 0.7759 0.5325 0.7229 0.063 Uiso 1 calc . . R .
Cl1 Cl 1.13317(9) 0.61312(14) 0.67352(10) 0.0825(5) Uani 1 d . . . .
O1W O 0.9041(8) 0.6202(9) 0.9366(5) 0.071(3) Uani 0.347(6) d A 2 . U
H1WA H 0.8571 0.6506 0.9291 0.107 Uiso 0.347(6) d A 2 R .
H1WB H 0.9000 0.5823 0.9727 0.107 Uiso 0.347(6) d A 2 R .
O1W' O 0.9522(17) 0.522(2) 0.9981(12) 0.071(3) Uani 0.153(6) d . 1 . .
H1WC H 0.9154 0.4976 1.0249 0.107 Uiso 0.153(6) d A 1 R .
H1WD H 0.9237 0.5655 0.9715 0.107 Uiso 0.153(6) d A 1 R .
Cl2 Cl 0.73298(14) 0.8133(2) 0.39369(8) 0.1013(6) Uani 1 d . . . .
O2 O 0.8712(2) 1.0067(3) 0.71444(16) 0.0575(9) Uani 1 d . . . .
H2 H 0.8910 1.0580 0.7378 0.086 Uiso 1 calc . . GR .
N2 N 0.6123(3) 0.6493(3) 0.5491(2) 0.0515(9) Uani 1 d . . . .
C2 C 0.8011(4) 0.3865(5) 0.6723(3) 0.0708(16) Uani 1 d . . . .
H2A H 0.8365 0.3536 0.7042 0.085 Uiso 1 calc . . R .
N3 N 0.6237(2) 0.8668(3) 0.65396(18) 0.0397(8) Uani 1 d . . . .
C3 C 0.7844(5) 0.3295(5) 0.6151(4) 0.0832(19) Uani 1 d . . . .
H3 H 0.8067 0.2564 0.6081 0.100 Uiso 1 calc . . R .
N4 N 0.6820(2) 0.9530(3) 0.63762(19) 0.0448(9) Uani 1 d . . . .
C4 C 0.7332(4) 0.3817(5) 0.5664(3) 0.0731(16) Uani 1 d . . . .
N5 N 0.7672(2) 0.7921(3) 0.63342(18) 0.0383(8) Uani 1 d . . . .
C5 C 0.7146(6) 0.3305(6) 0.5032(4) 0.103(3) Uani 1 d . . . .
H5 H 0.7381 0.2593 0.4931 0.124 Uiso 1 calc . . R .
N6 N 0.8464(2) 0.7461(3) 0.61465(17) 0.0412(8) Uani 1 d . . . .
C6 C 0.6649(6) 0.3819(7) 0.4591(4) 0.104(3) Uani 1 d . . . .
H6 H 0.6542 0.3456 0.4188 0.125 Uiso 1 calc . . R .
N7 N 0.9792(2) 0.6823(3) 0.6495(2) 0.0463(9) Uani 1 d . . . .
C7 C 0.6276(5) 0.4905(6) 0.4714(3) 0.0758(17) Uani 1 d . . . .
N8 N 0.8004(2) 0.7631(4) 0.5077(2) 0.0517(10) Uani 1 d . . . .
C8 C 0.5687(5) 0.5457(7) 0.4288(3) 0.097(2) Uani 1 d . . . .
H8 H 0.5526 0.5115 0.3890 0.116 Uiso 1 calc . . R .
C9 C 0.5361(5) 0.6488(7) 0.4464(4) 0.096(2) Uani 1 d . . . .
H9 H 0.4983 0.6865 0.4180 0.115 Uiso 1 calc . . R .
C10 C 0.5586(4) 0.6996(5) 0.5071(3) 0.0718(16) Uani 1 d . . . .
H10 H 0.5352 0.7706 0.5181 0.086 Uiso 1 calc . . R .
C11 C 0.6453(3) 0.5463(4) 0.5327(2) 0.0511(11) Uani 1 d . . . .
C12 C 0.6994(3) 0.4907(4) 0.5806(2) 0.0483(11) Uani 1 d . . . .
C13 C 0.4910(3) 0.7062(4) 0.7027(2) 0.0399(10) Uani 1 d . . . .
C14 C 0.4188(3) 0.6455(4) 0.7252(2) 0.0469(11) Uani 1 d . . . .
H14 H 0.4235 0.5673 0.7347 0.056 Uiso 1 calc . . R .
C15 C 0.3418(3) 0.6996(4) 0.7335(2) 0.0469(11) Uani 1 d . . . .
H15 H 0.2962 0.6570 0.7494 0.056 Uiso 1 calc . . R .
C16 C 0.3290(3) 0.8157(4) 0.7190(3) 0.0505(11) Uani 1 d . . . .
C17 C 0.2446(3) 0.8749(5) 0.7280(3) 0.0677(16) Uani 1 d . . . .
H17A H 0.2369 0.8926 0.7740 0.101 Uiso 1 calc . . GR .
H17B H 0.1995 0.8250 0.7132 0.101 Uiso 1 calc . . GR .
H17C H 0.2434 0.9448 0.7027 0.101 Uiso 1 calc . . GR .
C18 C 0.3990(3) 0.8751(4) 0.6971(3) 0.0512(12) Uani 1 d . . . .
H18 H 0.3926 0.9528 0.6870 0.061 Uiso 1 calc . . R .
C19 C 0.4801(3) 0.8248(4) 0.6889(2) 0.0439(10) Uani 1 d . . . .
C20 C 0.5482(3) 0.8998(4) 0.6688(3) 0.0487(11) Uani 1 d . . . .
H20 H 0.5366 0.9782 0.6663 0.058 Uiso 1 calc . . R .
C21 C 0.7569(3) 0.9059(4) 0.6260(2) 0.0381(9) Uani 1 d . . . .
C22 C 0.8255(3) 0.9865(4) 0.6046(2) 0.0405(9) Uani 1 d . . . .
C23 C 0.8814(3) 1.0345(4) 0.6500(2) 0.0430(10) Uani 1 d . . . .
C24 C 0.9449(3) 1.1087(4) 0.6281(3) 0.0562(12) Uani 1 d . . . .
H24 H 0.9827 1.1412 0.6585 0.067 Uiso 1 calc . . R .
C25 C 0.9521(3) 1.1340(5) 0.5622(3) 0.0650(15) Uani 1 d . . . .
H25 H 0.9955 1.1828 0.5485 0.078 Uiso 1 calc . . R .
C26 C 0.8971(4) 1.0894(5) 0.5162(3) 0.0603(13) Uani 1 d . . . .
C27 C 0.9053(5) 1.1171(7) 0.4432(3) 0.092(2) Uani 1 d . . . .
H27A H 0.8767 1.0590 0.4176 0.138 Uiso 1 calc . . GR .
H27B H 0.9644 1.1191 0.4316 0.138 Uiso 1 calc . . GR .
H27C H 0.8799 1.1908 0.4343 0.138 Uiso 1 calc . . GR .
C28 C 0.8335(3) 1.0170(4) 0.5384(2) 0.0518(11) Uani 1 d . . . .
H28 H 0.7945 0.9877 0.5079 0.062 Uiso 1 calc . . R .
C29 C 0.9030(3) 0.7222(4) 0.6654(2) 0.0416(10) Uani 1 d . . . .
C30 C 0.8807(3) 0.7455(5) 0.7321(2) 0.0553(12) Uani 1 d . . . .
H30 H 0.8267 0.7724 0.7428 0.066 Uiso 1 calc . . R .
C31 C 0.9409(4) 0.7268(5) 0.7795(3) 0.0706(16) Uani 1 d . . . .
H31 H 0.9276 0.7393 0.8237 0.085 Uiso 1 calc . . R .
C32 C 1.0213(4) 0.6899(5) 0.7635(3) 0.0717(16) Uani 1 d . . . .
H32 H 1.0641 0.6815 0.7952 0.086 Uiso 1 calc . . R .
C33 C 1.0346(3) 0.6662(4) 0.6981(3) 0.0558(13) Uani 1 d . . . .
C34 C 0.8507(3) 0.7065(4) 0.5492(2) 0.0447(10) Uani 1 d . . . .
C35 C 0.8992(4) 0.6136(6) 0.5289(3) 0.0760(18) Uani 1 d . . . .
H35 H 0.9331 0.5729 0.5587 0.091 Uiso 1 calc . . R .
C36 C 0.8955(4) 0.5837(7) 0.4633(4) 0.098(2) Uani 1 d . . . U
H36 H 0.9265 0.5205 0.4487 0.118 Uiso 1 calc . . R .
C37 C 0.8472(4) 0.6450(7) 0.4192(3) 0.092(2) Uani 1 d . . . .
H37 H 0.8466 0.6286 0.3741 0.111 Uiso 1 calc . . R .
C38 C 0.8001(4) 0.7319(6) 0.4454(3) 0.0656(15) Uani 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
Cu1 O1 1.947(3) . ?
Cu1 N1 2.052(3) . ?
Cu1 N2 2.256(4) . ?
Cu1 N3 1.952(3) . ?
Cu1 N5 1.940(4) . ?
O1 C13 1.321(5) . ?
N1 C1 1.329(6) . ?
N1 C12 1.359(6) . ?
C1 C2 1.402(7) . ?
Cl1 C33 1.742(5) . ?
O1W' O1W' 1.59(6) 3_767 ?
Cl2 C38 1.754(6) . ?
O2 C23 1.353(5) . ?
N2 C10 1.327(7) . ?
N2 C11 1.346(6) . ?
C2 C3 1.356(9) . ?
N3 N4 1.397(5) . ?
N3 C20 1.283(5) . ?
C3 C4 1.402(9) . ?
N4 C21 1.319(5) . ?
C4 C5 1.437(9) . ?
C4 C12 1.404(7) . ?
N5 N6 1.408(5) . ?
N5 C21 1.339(5) . ?
C5 C6 1.322(11) . ?
N6 C29 1.380(6) . ?
N6 C34 1.403(6) . ?
C6 C7 1.413(9) . ?
N7 C29 1.325(6) . ?
N7 C33 1.320(6) . ?
C7 C8 1.412(10) . ?
C7 C11 1.423(7) . ?
N8 C34 1.323(6) . ?
N8 C38 1.310(7) . ?
C8 C9 1.351(10) . ?
C9 C10 1.404(9) . ?
C11 C12 1.436(7) . ?
C13 C14 1.414(6) . ?
C13 C19 1.415(6) . ?
C14 C15 1.374(6) . ?
C15 C16 1.393(7) . ?
C16 C17 1.506(7) . ?
C16 C18 1.374(6) . ?
C18 C19 1.412(6) . ?
C19 C20 1.441(6) . ?
C21 C22 1.494(6) . ?
C22 C23 1.382(6) . ?
C22 C28 1.391(6) . ?
C23 C24 1.392(6) . ?
C24 C25 1.370(8) . ?
C25 C26 1.366(8) . ?
C26 C27 1.517(8) . ?
C26 C28 1.384(7) . ?
C29 C30 1.422(7) . ?
C30 C31 1.358(8) . ?
C31 C32 1.374(9) . ?
C32 C33 1.367(8) . ?
C34 C35 1.384(7) . ?
C35 C36 1.370(9) . ?
C36 C37 1.367(10) . ?
C37 C38 1.361(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 N1 93.73(13) . . ?
O1 Cu1 N2 94.40(15) . . ?
O1 Cu1 N3 92.27(13) . . ?
N1 Cu1 N2 77.15(14) . . ?
N3 Cu1 N1 173.96(14) . . ?
N3 Cu1 N2 103.12(15) . . ?
N5 Cu1 O1 157.47(15) . . ?
N5 Cu1 N1 96.04(14) . . ?
N5 Cu1 N2 107.54(15) . . ?
N5 Cu1 N3 78.09(14) . . ?
C13 O1 Cu1 125.2(3) . . ?
C1 N1 Cu1 125.3(3) . . ?
C1 N1 C12 118.0(4) . . ?
C12 N1 Cu1 116.7(3) . . ?
N1 C1 C2 122.5(5) . . ?
C10 N2 Cu1 130.8(4) . . ?
C10 N2 C11 118.5(4) . . ?
C11 N2 Cu1 110.7(3) . . ?
C3 C2 C1 119.7(5) . . ?
N4 N3 Cu1 117.4(2) . . ?
C20 N3 Cu1 125.8(3) . . ?
C20 N3 N4 116.7(4) . . ?
C2 C3 C4 119.6(5) . . ?
C21 N4 N3 109.4(3) . . ?
C3 C4 C5 123.8(6) . . ?
C3 C4 C12 117.5(5) . . ?
C12 C4 C5 118.7(6) . . ?
N6 N5 Cu1 126.9(3) . . ?
C21 N5 Cu1 114.6(3) . . ?
C21 N5 N6 116.8(3) . . ?
C6 C5 C4 121.9(6) . . ?
C29 N6 N5 116.2(3) . . ?
C29 N6 C34 126.7(4) . . ?
C34 N6 N5 115.4(3) . . ?
C5 C6 C7 121.7(6) . . ?
C33 N7 C29 117.4(4) . . ?
C6 C7 C11 118.8(6) . . ?
C8 C7 C6 124.6(6) . . ?
C8 C7 C11 116.5(6) . . ?
C38 N8 C34 118.0(5) . . ?
C9 C8 C7 119.3(6) . . ?
C8 C9 C10 120.6(6) . . ?
N2 C10 C9 121.9(6) . . ?
N2 C11 C7 123.1(5) . . ?
N2 C11 C12 117.3(4) . . ?
C7 C11 C12 119.5(5) . . ?
N1 C12 C4 122.8(5) . . ?
N1 C12 C11 117.9(4) . . ?
C4 C12 C11 119.3(5) . . ?
O1 C13 C14 119.3(4) . . ?
O1 C13 C19 123.8(4) . . ?
C14 C13 C19 116.9(4) . . ?
C15 C14 C13 121.3(4) . . ?
C14 C15 C16 122.8(4) . . ?
C15 C16 C17 122.8(4) . . ?
C18 C16 C15 116.1(4) . . ?
C18 C16 C17 121.1(4) . . ?
C16 C18 C19 123.6(4) . . ?
C13 C19 C20 123.7(4) . . ?
C18 C19 C13 119.2(4) . . ?
C18 C19 C20 117.0(4) . . ?
N3 C20 C19 125.1(4) . . ?
N4 C21 N5 119.7(4) . . ?
N4 C21 C22 116.0(4) . . ?
N5 C21 C22 124.3(4) . . ?
C23 C22 C21 121.1(4) . . ?
C23 C22 C28 118.3(4) . . ?
C28 C22 C21 120.6(4) . . ?
O2 C23 C22 117.6(4) . . ?
O2 C23 C24 123.0(4) . . ?
C22 C23 C24 119.4(4) . . ?
C25 C24 C23 120.5(5) . . ?
C26 C25 C24 121.5(5) . . ?
C25 C26 C27 121.6(5) . . ?
C25 C26 C28 117.7(5) . . ?
C28 C26 C27 120.7(6) . . ?
C26 C28 C22 122.5(5) . . ?
N6 C29 C30 120.2(4) . . ?
N7 C29 N6 117.9(4) . . ?
N7 C29 C30 121.8(4) . . ?
C31 C30 C29 117.6(5) . . ?
C30 C31 C32 121.2(6) . . ?
C33 C32 C31 116.1(5) . . ?
N7 C33 Cl1 114.8(4) . . ?
N7 C33 C32 125.8(5) . . ?
C32 C33 Cl1 119.4(4) . . ?
N8 C34 N6 113.7(4) . . ?
N8 C34 C35 121.7(5) . . ?
C35 C34 N6 124.6(5) . . ?
C36 C35 C34 117.8(6) . . ?
C37 C36 C35 121.2(6) . . ?
C38 C37 C36 115.6(6) . . ?
N8 C38 Cl2 114.9(4) . . ?
N8 C38 C37 125.6(6) . . ?
C37 C38 Cl2 119.5(5) . . ?

_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 1.308
_oxdiff_exptl_absorpt_empirical_full_min 0.844
####################################################################### 
# 
# 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_220423e
_database_code_depnum_ccdc_archive 'CCDC 2227279'
loop_
_audit_author_name
_audit_author_address
'Yating Chen '
;Guilin university of technology
China
;
_audit_update_record             
;
2022-12-18 deposited with the CCDC.	2023-08-08 downloaded from the CCDC.
;
_audit_creation_date             2022-12-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C38 H22 Br2 Cl4 Cu N9 O2'
_chemical_formula_sum            'C38 H22 Br2 Cl4 Cu N9 O2'
_chemical_formula_weight         1001.81
_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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y, -z'
3 'x+1/2, y+1/2, z+1/2'
4 '-x+1, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x-1/2, -y, z'
7 '-x+1/2, -y+1/2, -z+1/2'
8 'x, -y+1/2, z+1/2'

_cell_length_a                   23.4053(15)
_cell_length_b                   14.7639(8)
_cell_length_c                   22.8746(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.788(6)
_cell_angle_gamma                90.00
_cell_volume                     7831.5(9)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3409
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.4730
_cell_measurement_theta_min      2.5100
_exptl_absorpt_coefficient_mu    2.920
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85497
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.39.34a (Rigaku Oxford Diffraction, 2017) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.699
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             3968
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_av_unetI/netI     0.0696
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            12775
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.34
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     62.00  88.00   1.00   12.00    --   30.00  54.00-180.00   26
  2  ω    -69.00 113.00   1.00   12.00    --   30.00  54.00   0.00  182
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini (ROW)'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0117219000
_diffrn_orient_matrix_UB_12      0.0270350000
_diffrn_orient_matrix_UB_13      0.0210875000
_diffrn_orient_matrix_UB_21      0.0248534000
_diffrn_orient_matrix_UB_22      0.0280101000
_diffrn_orient_matrix_UB_23      0.0027491000
_diffrn_orient_matrix_UB_31      -0.0134520000
_diffrn_orient_matrix_UB_32      0.0281160000
_diffrn_orient_matrix_UB_33      -0.0229763000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                4393
_reflns_number_total             6890
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.39.34a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.34a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.34a (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.556
_refine_diff_density_min         -0.386
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     514
_refine_ls_number_reflns         6890
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0946
_refine_ls_R_factor_gt           0.0477
_refine_ls_restrained_S_all      0.996
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0487P)²+9.1867P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1038
_refine_ls_wR_factor_ref         0.1327
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(Br2) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(Br1) = Uanis(Br1')
Uanis(Br2) = Uanis(Br2')
3. Others
 Sof(Br1')=Sof(Br2')=1-FVAR(1)
 Sof(Br1)=Sof(Br2)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2A), C3(H3), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C14(H14),
 C16(H16), C22(H22), C24(H24), C28(H28), C29(H29), C30(H30), C33(H33), C34(H34)
4.b Idealised Me refined as rotating group:
 C38(H38A,H38B,H38C)
4.c Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.36099(2) 0.61848(4) 0.59067(3) 0.03964(17) Uani 1 1 d . . .
Br1 Br 0.14133(6) 0.56639(9) 0.66083(11) 0.0792(5) Uani 0.841(5) 1 d P A 2
Br1' Br 0.1529(3) 0.5789(5) 0.6890(5) 0.0792(5) Uani 0.159(5) 1 d P A 1
Cl1 Cl 0.24764(9) 0.86768(13) 0.32683(9) 0.1060(7) Uani 1 1 d . . .
O1 O 0.35409(15) 0.7381(2) 0.55905(17) 0.0545(9) Uani 1 1 d . . .
N1 N 0.39547(17) 0.6653(3) 0.67057(18) 0.0444(10) Uani 1 1 d . . .
C1 C 0.4891(3) 0.5959(4) 0.5422(3) 0.0655(16) Uani 1 1 d . . .
H1 H 0.4703 0.5682 0.5084 0.079 Uiso 1 1 calc R . .
Cl2 Cl 0.35470(9) 0.93295(9) 0.54556(10) 0.0948(6) Uani 1 1 d . . .
O2 O 0.21264(13) 0.3573(2) 0.56958(16) 0.0470(8) Uani 1 1 d . . .
H2 H 0.2146 0.3942 0.5432 0.071 Uiso 1 1 calc R . .
N2 N 0.45826(17) 0.6197(3) 0.58432(18) 0.0465(10) Uani 1 1 d . . .
C2 C 0.5487(3) 0.6107(5) 0.5464(4) 0.083(2) Uani 1 1 d . . .
H2A H 0.5688 0.5937 0.5158 0.099 Uiso 1 1 calc R . .
Cl3 Cl 0.18688(6) 0.16713(9) 0.57986(8) 0.0743(5) Uani 1 1 d . . .
N3 N 0.32441(16) 0.5664(2) 0.51789(17) 0.0380(9) Uani 1 1 d . . .
C3 C 0.5761(3) 0.6492(4) 0.5948(4) 0.087(2) Uani 1 1 d . . .
H3 H 0.6156 0.6596 0.5979 0.105 Uiso 1 1 calc R . .
Cl4 Cl 0.41623(7) 0.12470(9) 0.61457(9) 0.0856(6) Uani 1 1 d . . .
N4 N 0.31475(16) 0.4725(2) 0.51878(17) 0.0397(9) Uani 1 1 d . . .
C4 C 0.5458(2) 0.6746(3) 0.6416(3) 0.0645(17) Uani 1 1 d . . .
N5 N 0.34807(16) 0.4949(2) 0.61731(16) 0.0403(9) Uani 1 1 d . . .
C5 C 0.5721(3) 0.7132(5) 0.6944(4) 0.089(2) Uani 1 1 d . . .
H5 H 0.6112 0.7265 0.6988 0.107 Uiso 1 1 calc R . .
N6 N 0.25360(17) 0.5042(3) 0.67617(18) 0.0469(10) Uani 1 1 d . A .
C6 C 0.5417(3) 0.7312(4) 0.7389(4) 0.088(2) Uani 1 1 d . . .
H6 H 0.5606 0.7547 0.7740 0.106 Uiso 1 1 calc R . .
N7 N 0.40042(18) 0.4637(3) 0.76834(19) 0.0519(11) Uani 1 1 d . . .
C7 C 0.4804(3) 0.7148(4) 0.7333(3) 0.0611(15) Uani 1 1 d . . .
N8 N 0.34887(16) 0.4592(3) 0.67439(16) 0.0412(9) Uani 1 1 d . . .
C8 C 0.4474(4) 0.7293(4) 0.7776(3) 0.083(2) Uani 1 1 d . . .
H8 H 0.4648 0.7516 0.8137 0.100 Uiso 1 1 calc R . .
C9 C 0.3902(4) 0.7118(4) 0.7699(3) 0.082(2) Uani 1 1 d . . .
H9 H 0.3682 0.7204 0.8004 0.099 Uiso 1 1 calc R . .
N9 N 0.4667(4) 0.6936(7) 0.4143(4) 0.155(4) Uani 1 1 d . . .
C10 C 0.3653(3) 0.6804(4) 0.7145(3) 0.0629(15) Uani 1 1 d . . .
H10 H 0.3258 0.6696 0.7083 0.075 Uiso 1 1 calc R . .
C11 C 0.4534(2) 0.6801(3) 0.6793(2) 0.0460(12) Uani 1 1 d . . .
C12 C 0.4861(2) 0.6587(3) 0.6336(2) 0.0478(13) Uani 1 1 d . . .
C13 C 0.3265(2) 0.8558(3) 0.4921(3) 0.0601(15) Uani 1 1 d . . .
C14 C 0.3021(3) 0.8870(4) 0.4380(3) 0.0740(19) Uani 1 1 d . . .
H14 H 0.3010 0.9489 0.4302 0.089 Uiso 1 1 calc R . .
C15 C 0.2794(3) 0.8270(4) 0.3957(3) 0.0676(17) Uani 1 1 d . . .
C16 C 0.2813(2) 0.7363(3) 0.4060(2) 0.0552(14) Uani 1 1 d . . .
H16 H 0.2658 0.6963 0.3768 0.066 Uiso 1 1 calc R . .
C17 C 0.3068(2) 0.7031(3) 0.4613(2) 0.0450(12) Uani 1 1 d . . .
C18 C 0.3301(2) 0.7631(3) 0.5070(3) 0.0501(13) Uani 1 1 d . . .
C19 C 0.30459(19) 0.6070(3) 0.4687(2) 0.0423(11) Uani 1 1 d . . .
C20 C 0.32645(18) 0.4411(3) 0.5731(2) 0.0351(10) Uani 1 1 d . . .
C21 C 0.31592(18) 0.3422(3) 0.58088(19) 0.0354(10) Uani 1 1 d . . .
C22 C 0.36350(19) 0.2854(3) 0.5924(2) 0.0435(11) Uani 1 1 d . . .
H22 H 0.4005 0.3095 0.5955 0.052 Uiso 1 1 calc R . .
C23 C 0.3562(2) 0.1945(3) 0.5992(2) 0.0522(13) Uani 1 1 d . . .
C24 C 0.3019(2) 0.1574(3) 0.5952(2) 0.0503(13) Uani 1 1 d . . .
H24 H 0.2970 0.0954 0.5998 0.060 Uiso 1 1 calc R . .
C25 C 0.2552(2) 0.2135(3) 0.5842(2) 0.0427(11) Uani 1 1 d . . .
C26 C 0.26071(19) 0.3068(3) 0.57700(19) 0.0359(10) Uani 1 1 d . . .
C27 C 0.2966(2) 0.4491(3) 0.6977(2) 0.0410(11) Uani 1 1 d . . .
C28 C 0.2907(2) 0.3830(4) 0.7391(2) 0.0577(14) Uani 1 1 d . . .
H28 H 0.3213 0.3450 0.7529 0.069 Uiso 1 1 calc R . .
C29 C 0.2380(3) 0.3752(4) 0.7595(3) 0.0675(16) Uani 1 1 d . . .
H29 H 0.2328 0.3314 0.7875 0.081 Uiso 1 1 calc R . .
C30 C 0.1937(3) 0.4311(4) 0.7388(3) 0.0649(16) Uani 1 1 d . A .
H30 H 0.1580 0.4274 0.7524 0.078 Uiso 1 1 calc R . .
C31 C 0.2041(2) 0.4923(4) 0.6976(2) 0.0548(14) Uani 1 1 d . . .
C32 C 0.4020(2) 0.4587(3) 0.7102(2) 0.0416(11) Uani 1 1 d . . .
C33 C 0.4534(2) 0.4545(3) 0.6867(3) 0.0547(14) Uani 1 1 d . . .
H33 H 0.4539 0.4508 0.6462 0.066 Uiso 1 1 calc R . .
C34 C 0.5037(2) 0.4558(4) 0.7253(4) 0.0728(18) Uani 1 1 d . A .
H34 H 0.5389 0.4543 0.7106 0.087 Uiso 1 1 calc R . .
C35 C 0.5032(3) 0.4593(4) 0.7846(4) 0.079(2) Uani 1 1 d . . .
H35 H 0.5370 0.4588 0.8112 0.095 Uiso 1 1 calc R A 1
C36 C 0.4497(3) 0.4638(4) 0.8031(3) 0.0638(16) Uani 1 1 d . A .
C37 C 0.4712(4) 0.7514(8) 0.4474(4) 0.113(3) Uani 1 1 d . . .
C38 C 0.4793(4) 0.8212(6) 0.4927(4) 0.120(3) Uani 1 1 d . . .
H38A H 0.4531 0.8703 0.4819 0.180 Uiso 1 1 calc R . .
H38B H 0.5182 0.8431 0.4965 0.180 Uiso 1 1 calc R . .
H38C H 0.4719 0.7962 0.5297 0.180 Uiso 1 1 calc R . .
Br2 Br 0.44159(9) 0.47188(12) 0.88709(7) 0.0991(5) Uani 0.841(5) 1 d PU A 2
Br2' Br 0.4638(4) 0.4551(7) 0.8735(3) 0.0991(5) Uani 0.159(5) 1 d 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 O1 1.907(3) . ?
Cu1 N1 2.018(4) . ?
Cu1 N2 2.301(4) . ?
Cu1 N3 1.926(4) . ?
Cu1 N5 1.960(4) . ?
Br1 C31 1.930(6) . ?
Br1' C31 1.745(9) . ?
Cl1 C15 1.754(6) . ?
O1 C18 1.300(6) . ?
N1 C10 1.322(7) . ?
N1 C11 1.360(6) . ?
C1 N2 1.327(7) . ?
C1 C2 1.403(8) . ?
Cl2 C13 1.736(6) . ?
O2 C26 1.341(5) . ?
N2 C12 1.352(6) . ?
C2 C3 1.330(10) . ?
Cl3 C25 1.731(5) . ?
N3 N4 1.405(5) . ?
N3 C19 1.304(6) . ?
C3 C4 1.413(9) . ?
Cl4 C23 1.739(5) . ?
N4 C20 1.319(6) . ?
C4 C5 1.400(9) . ?
C4 C12 1.403(7) . ?
N5 N8 1.406(5) . ?
N5 C20 1.332(5) . ?
C5 C6 1.343(10) . ?
N6 C27 1.336(6) . ?
N6 C31 1.329(6) . ?
C6 C7 1.445(9) . ?
N7 C32 1.338(6) . ?
N7 C36 1.309(6) . ?
C7 C8 1.370(9) . ?
C7 C11 1.406(7) . ?
N8 C27 1.406(6) . ?
N8 C32 1.393(6) . ?
C8 C9 1.351(9) . ?
C9 C10 1.401(8) . ?
N9 C37 1.136(12) . ?
C11 C12 1.413(7) . ?
C13 C14 1.369(8) . ?
C13 C18 1.410(7) . ?
C14 C15 1.367(8) . ?
C15 C16 1.358(7) . ?
C16 C17 1.410(7) . ?
C17 C18 1.421(7) . ?
C17 C19 1.431(6) . ?
C20 C21 1.494(6) . ?
C21 C22 1.391(6) . ?
C21 C26 1.386(6) . ?
C22 C23 1.365(7) . ?
C23 C24 1.377(7) . ?
C24 C25 1.366(6) . ?
C25 C26 1.395(6) . ?
C27 C28 1.380(7) . ?
C28 C29 1.381(7) . ?
C29 C30 1.359(8) . ?
C30 C31 1.352(8) . ?
C32 C33 1.384(7) . ?
C33 C34 1.373(8) . ?
C34 C35 1.360(9) . ?
C35 C36 1.377(9) . ?
C35 Br2' 2.344(13) . ?
C36 Br2 1.958(7) . ?
C36 Br2' 1.604(10) . ?
C37 C38 1.455(12) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 N1 91.66(15) . . ?
O1 Cu1 N2 90.14(15) . . ?
O1 Cu1 N3 92.14(15) . . ?
O1 Cu1 N5 166.24(15) . . ?
N1 Cu1 N2 77.10(16) . . ?
N3 Cu1 N1 175.07(16) . . ?
N3 Cu1 N2 106.04(16) . . ?
N3 Cu1 N5 80.07(15) . . ?
N5 Cu1 N1 95.58(15) . . ?
N5 Cu1 N2 102.86(15) . . ?
C18 O1 Cu1 127.9(3) . . ?
C10 N1 Cu1 123.8(4) . . ?
C10 N1 C11 119.1(5) . . ?
C11 N1 Cu1 117.1(3) . . ?
N2 C1 C2 122.8(6) . . ?
C1 N2 Cu1 133.1(4) . . ?
C1 N2 C12 118.1(5) . . ?
C12 N2 Cu1 108.7(3) . . ?
C3 C2 C1 119.2(6) . . ?
N4 N3 Cu1 115.8(3) . . ?
C19 N3 Cu1 128.8(3) . . ?
C19 N3 N4 115.3(4) . . ?
C2 C3 C4 120.5(6) . . ?
C20 N4 N3 110.3(4) . . ?
C5 C4 C3 123.7(6) . . ?
C5 C4 C12 119.6(6) . . ?
C12 C4 C3 116.8(6) . . ?
N8 N5 Cu1 130.9(3) . . ?
C20 N5 Cu1 112.2(3) . . ?
C20 N5 N8 115.9(4) . . ?
C6 C5 C4 121.2(6) . . ?
C31 N6 C27 115.8(4) . . ?
C5 C6 C7 121.4(6) . . ?
C36 N7 C32 117.6(5) . . ?
C8 C7 C6 124.1(6) . . ?
C8 C7 C11 118.4(6) . . ?
C11 C7 C6 117.5(6) . . ?
N5 N8 C27 119.3(4) . . ?
C32 N8 N5 116.5(4) . . ?
C32 N8 C27 122.0(4) . . ?
C9 C8 C7 121.4(6) . . ?
C8 C9 C10 117.7(6) . . ?
N1 C10 C9 122.9(6) . . ?
N1 C11 C7 120.5(5) . . ?
N1 C11 C12 119.0(4) . . ?
C7 C11 C12 120.5(5) . . ?
N2 C12 C4 122.6(5) . . ?
N2 C12 C11 117.6(4) . . ?
C4 C12 C11 119.8(5) . . ?
C14 C13 Cl2 119.2(4) . . ?
C14 C13 C18 123.3(5) . . ?
C18 C13 Cl2 117.5(5) . . ?
C15 C14 C13 119.7(5) . . ?
C14 C15 Cl1 119.4(5) . . ?
C16 C15 Cl1 119.6(5) . . ?
C16 C15 C14 121.0(6) . . ?
C15 C16 C17 119.9(5) . . ?
C16 C17 C18 121.1(5) . . ?
C16 C17 C19 115.7(5) . . ?
C18 C17 C19 123.1(5) . . ?
O1 C18 C13 120.1(5) . . ?
O1 C18 C17 125.0(4) . . ?
C13 C18 C17 115.0(5) . . ?
N3 C19 C17 123.0(4) . . ?
N4 C20 N5 121.0(4) . . ?
N4 C20 C21 116.0(4) . . ?
N5 C20 C21 123.0(4) . . ?
C22 C21 C20 118.1(4) . . ?
C26 C21 C20 121.9(4) . . ?
C26 C21 C22 120.0(4) . . ?
C23 C22 C21 120.4(4) . . ?
C22 C23 Cl4 119.7(4) . . ?
C22 C23 C24 120.8(4) . . ?
C24 C23 Cl4 119.4(4) . . ?
C25 C24 C23 118.6(4) . . ?
C24 C25 Cl3 118.6(4) . . ?
C24 C25 C26 122.5(4) . . ?
C26 C25 Cl3 118.9(4) . . ?
O2 C26 C21 123.9(4) . . ?
O2 C26 C25 118.4(4) . . ?
C21 C26 C25 117.7(4) . . ?
N6 C27 N8 116.5(4) . . ?
N6 C27 C28 122.9(5) . . ?
C28 C27 N8 120.5(4) . . ?
C27 C28 C29 117.9(5) . . ?
C30 C29 C28 120.5(6) . . ?
C31 C30 C29 116.6(5) . . ?
Br1' C31 Br1 20.8(3) . . ?
N6 C31 Br1 114.5(4) . . ?
N6 C31 Br1' 118.7(5) . . ?
N6 C31 C30 126.4(5) . . ?
C30 C31 Br1 119.0(4) . . ?
C30 C31 Br1' 112.5(5) . . ?
N7 C32 N8 116.2(4) . . ?
N7 C32 C33 122.1(5) . . ?
C33 C32 N8 121.7(5) . . ?
C34 C33 C32 117.7(6) . . ?
C35 C34 C33 121.3(6) . . ?
C34 C35 C36 116.2(6) . . ?
C34 C35 Br2' 157.3(5) . . ?
C36 C35 Br2' 41.7(4) . . ?
N7 C36 C35 125.1(6) . . ?
N7 C36 Br2 113.7(5) . . ?
N7 C36 Br2' 130.9(7) . . ?
C35 C36 Br2 121.1(5) . . ?
C35 C36 Br2' 103.4(6) . . ?
Br2' C36 Br2 19.1(4) . . ?
N9 C37 C38 175.9(12) . . ?
C36 Br2' C35 34.8(3) . . ?

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
O2 H2 N4 0.82 1.88 2.653(5) 155.6 2_556
O2 H2 N4 0.82 2.74 3.272(5) 124.4 .

_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 1.179
_oxdiff_exptl_absorpt_empirical_full_min 0.834
####################################################################### 
# 
# 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_4_auto
_database_code_depnum_ccdc_archive 'CCDC 2227280'
loop_
_audit_author_name
_audit_author_address
'Yating Chen '
;Guilin university of technology
China
;
_audit_update_record             
;
2022-12-18 deposited with the CCDC.	2023-08-08 downloaded from the CCDC.
;
_audit_creation_date             2022-12-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C38 H28 Br2 Cu N8 O4'
_chemical_formula_sum            'C38 H28 Br2 Cu N8 O4'
_chemical_formula_weight         884.04
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C N O Cu '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 -0.9338 1.0006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -2.7974 3.6876 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 '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                   13.4524(5)
_cell_length_b                   10.6152(4)
_cell_length_c                   25.0931(8)
_cell_angle_alpha                90
_cell_angle_beta                 101.312(3)
_cell_angle_gamma                90
_cell_volume                     3513.7(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13822
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      60.0440
_cell_measurement_theta_min      2.9230
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.416
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49502
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.671
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1772
_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  0.0307
_diffrn_reflns_av_unetI/netI     0.0325
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            26886
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        53.543
_diffrn_reflns_theta_max         60.286
_diffrn_reflns_theta_min         2.913
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.990
_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     34.00  69.00   0.50    1.00    --   76.57 -38.00-180.00   70
  2  ω     51.00  79.00   0.50    1.00    --   76.57 -60.00  -5.00   56
  3  ω     87.00 113.00   0.50    1.00    --   76.57  60.00 134.00   52
  4  ω    118.00 148.00   0.50    1.00    --   76.57 125.00 -30.00   60
  5  ω    -18.00  69.00   0.50    0.22    --   -0.78  60.00 134.00  174
  6  ω    -76.00 -51.00   0.50    1.00    --  -78.14  60.00 134.00   50
  7  ω    -70.00  -2.00   0.50    1.00    --  -78.14  38.00 -30.00  136
  8  ω      0.00  39.00   0.50    0.22    --   -0.78 -99.00-120.00   78
  9  ω    -64.00 -37.00   0.50    0.22    --   -0.78 -60.00  -5.00   54
 10  ω   -130.00 -92.00   0.50    1.00    --  -78.14 -60.00  -5.00   76
 11  ω   -152.00 -88.00   0.50    1.00    --  -78.14 -99.00 -90.00  128
 12  ω   -150.00 -79.00   0.50    1.00    --  -78.14-125.00-120.00  142
 13  ω   -152.00 -87.00   0.50    1.00    --  -78.14-125.00 -60.00  130
 14  ω   -137.00 -88.00   0.50    1.00    --  -78.14 -99.00 -30.00   98
 15  ω   -149.00 -88.00   0.50    1.00    --  -78.14 -99.00   0.00  122
 16  ω   -146.00 -88.00   0.50    1.00    --  -78.14 -99.00  60.00  116
 17  ω   -143.00 -92.00   0.50    1.00    --  -78.14 -99.00 120.00  102
 18  ω   -147.00-121.00   0.50    1.00    --  -78.14 -99.00  90.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0294012000
_diffrn_orient_matrix_UB_12      -0.0378241000
_diffrn_orient_matrix_UB_13      -0.0516151000
_diffrn_orient_matrix_UB_21      -0.0657653000
_diffrn_orient_matrix_UB_22      -0.0805865000
_diffrn_orient_matrix_UB_23      0.0153054000
_diffrn_orient_matrix_UB_31      -0.0715880000
_diffrn_orient_matrix_UB_32      0.0893188000
_diffrn_orient_matrix_UB_33      -0.0079890000
_diffrn_oxdiff_digest_frames     
;
0109eeb6e9f33095492bbe2904e19e71af016966fd8
;
_diffrn_oxdiff_digest_hkl        
;
019f325c6bed778ed94bf8a961c2539e95d7de
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.3405
_diffrn_source                   'micro-focus metaljet'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6894
_reflns_number_total             7781
_reflns_odcompleteness_completeness 98.51
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     56.82
_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       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.577
_refine_diff_density_min         -0.556
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     481
_refine_ls_number_reflns         7781
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0339
_refine_ls_restrained_S_all      1.039
_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)+(0.0368P)²+3.7714P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0749
_refine_ls_wR_factor_ref         0.0800
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3a), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C15(H15),
 C16(H16), C17(H17), C20(H20), C22(H22), C23(H23), C24(H24), C30(H30), C31(H31),
  C32(H32), C35(H35), C36(H36), C37(H37)
2.b Idealised Me refined as rotating group:
 C13(H13a,H13b,H13c), C26(H26a,H26b,H26c)
2.c Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.12325(2) 0.75928(3) 0.45190(2) 0.02240(7) Uani 1 1 d . . . . .
Cu1 Cu 0.46307(2) 0.74012(3) 0.34610(2) 0.01019(8) Uani 1 1 d . . . . .
O1 O 0.60647(11) 0.77735(14) 0.36781(6) 0.0136(3) Uani 1 1 d . . . . .
N1 N 0.43251(13) 0.92113(18) 0.32537(7) 0.0129(4) Uani 1 1 d . . . . .
C1 C 0.43487(16) 0.9702(2) 0.27687(9) 0.0142(4) Uani 1 1 d . . . . .
H1 H 0.450883 0.917303 0.249208 0.017 Uiso 1 1 calc R . . . .
Br2 Br 0.03182(2) 0.83938(3) 0.09401(2) 0.02785(8) Uani 1 1 d . . . . .
O2 O 0.77087(12) 0.89195(15) 0.41529(7) 0.0184(3) Uani 1 1 d . . . . .
N2 N 0.42381(14) 0.81562(18) 0.42262(7) 0.0131(4) Uani 1 1 d . . . . .
C2 C 0.41435(17) 1.0981(2) 0.26544(9) 0.0160(4) Uani 1 1 d . . . . .
H2 H 0.415348 1.130714 0.230286 0.019 Uiso 1 1 calc R . . . .
O3 O 0.33995(11) 0.39576(15) 0.21777(6) 0.0154(3) Uani 1 1 d . . . . .
H3 H 0.331915 0.355467 0.188425 0.023 Uiso 1 1 calc GR . . . .
N3 N 0.48657(13) 0.56194(18) 0.36096(7) 0.0131(4) Uani 1 1 d . . . . .
C3 C 0.39288(17) 1.1756(2) 0.30534(10) 0.0173(5) Uani 1 1 d . . . . .
H3A H 0.382069 1.263127 0.298645 0.021 Uiso 1 1 calc R . . . .
O4 O 0.19516(13) 0.22894(16) 0.17730(7) 0.0188(3) Uani 1 1 d . . . . .
N4 N 0.40987(14) 0.47916(18) 0.33730(7) 0.0145(4) Uani 1 1 d . . . . .
C4 C 0.38697(17) 1.1244(2) 0.35638(9) 0.0158(4) Uani 1 1 d . . . . .
N5 N 0.33560(13) 0.66919(17) 0.30781(7) 0.0125(4) Uani 1 1 d . . . . .
C5 C 0.35839(18) 1.1981(2) 0.39901(10) 0.0197(5) Uani 1 1 d . . . . .
H5 H 0.344371 1.285311 0.393279 0.024 Uiso 1 1 calc R . . . .
N6 N 0.16203(14) 0.78464(18) 0.19046(7) 0.0154(4) Uani 1 1 d . . . . .
C6 C 0.35114(18) 1.1453(2) 0.44719(10) 0.0202(5) Uani 1 1 d . . . . .
H6 H 0.331407 1.195527 0.474677 0.024 Uiso 1 1 calc R . . . .
N7 N 0.18503(14) 0.76207(18) 0.35390(8) 0.0152(4) Uani 1 1 d . . . . .
C7 C 0.37290(17) 1.0144(2) 0.45715(9) 0.0162(4) Uani 1 1 d . . . . .
N8 N 0.25197(14) 0.73181(17) 0.27690(7) 0.0127(4) Uani 1 1 d . . . . .
C8 C 0.36921(18) 0.9548(2) 0.50694(9) 0.0198(5) Uani 1 1 d . . . . .
H8 H 0.350750 1.001020 0.535942 0.024 Uiso 1 1 calc R . . . .
C9 C 0.39266(18) 0.8292(2) 0.51292(9) 0.0194(5) Uani 1 1 d . . . . .
H9 H 0.390791 0.787505 0.546214 0.023 Uiso 1 1 calc R . . . .
C10 C 0.41931(18) 0.7629(2) 0.46971(9) 0.0171(5) Uani 1 1 d . . . . .
H10 H 0.434916 0.675791 0.474450 0.021 Uiso 1 1 calc R . . . .
C11 C 0.40148(16) 0.9400(2) 0.41633(9) 0.0132(4) Uani 1 1 d . . . . .
C12 C 0.40762(16) 0.9962(2) 0.36475(9) 0.0125(4) Uani 1 1 d . . . . .
C13 C 0.8695(2) 0.9442(3) 0.43040(15) 0.0374(7) Uani 1 1 d . . . . .
H13A H 0.873495 1.021939 0.409879 0.056 Uiso 1 1 calc GR . . . .
H13B H 0.919577 0.883654 0.422366 0.056 Uiso 1 1 calc GR . . . .
H13C H 0.883538 0.962978 0.469393 0.056 Uiso 1 1 calc GR . . . .
C14 C 0.75814(17) 0.7726(2) 0.43290(9) 0.0144(4) Uani 1 1 d . . . . .
C15 C 0.82566(18) 0.7116(2) 0.47311(9) 0.0194(5) Uani 1 1 d . . . . .
H15 H 0.885996 0.753044 0.490436 0.023 Uiso 1 1 calc R . . . .
C16 C 0.80555(18) 0.5890(3) 0.48845(10) 0.0232(5) Uani 1 1 d . . . . .
H16 H 0.851554 0.547591 0.516548 0.028 Uiso 1 1 calc R . . . .
C17 C 0.71941(18) 0.5291(2) 0.46284(10) 0.0204(5) Uani 1 1 d . . . . .
H17 H 0.706640 0.445476 0.473159 0.024 Uiso 1 1 calc R . . . .
C18 C 0.64904(17) 0.5887(2) 0.42143(9) 0.0162(4) Uani 1 1 d . . . . .
C19 C 0.66681(16) 0.7136(2) 0.40597(8) 0.0128(4) Uani 1 1 d . . . . .
C20 C 0.56247(17) 0.5167(2) 0.39488(9) 0.0156(4) Uani 1 1 d . . . . .
H20 H 0.561377 0.429376 0.403039 0.019 Uiso 1 1 calc R . . . .
C21 C 0.24392(16) 0.4675(2) 0.28177(8) 0.0131(4) Uani 1 1 d . . . . .
C22 C 0.15486(17) 0.4652(2) 0.30243(9) 0.0178(5) Uani 1 1 d . . . . .
H22 H 0.148604 0.517468 0.332324 0.021 Uiso 1 1 calc R . . . .
C23 C 0.07579(17) 0.3871(2) 0.27956(10) 0.0200(5) Uani 1 1 d . . . . .
H23 H 0.014504 0.387878 0.292995 0.024 Uiso 1 1 calc R . . . .
C24 C 0.08562(17) 0.3074(2) 0.23698(9) 0.0182(5) Uani 1 1 d . . . . .
H24 H 0.031532 0.252714 0.221805 0.022 Uiso 1 1 calc R . . . .
C25 C 0.17395(17) 0.3076(2) 0.21668(9) 0.0150(4) Uani 1 1 d . . . . .
C26 C 0.12091(19) 0.1369(2) 0.15568(10) 0.0209(5) Uani 1 1 d . . . . .
H26A H 0.147141 0.083322 0.129780 0.031 Uiso 1 1 calc GR . . . .
H26B H 0.059009 0.179231 0.137088 0.031 Uiso 1 1 calc GR . . . .
H26C H 0.105541 0.084925 0.185311 0.031 Uiso 1 1 calc GR . . . .
C27 C 0.25307(16) 0.3913(2) 0.23774(9) 0.0135(4) Uani 1 1 d . . . . .
C28 C 0.33235(16) 0.5436(2) 0.30956(8) 0.0123(4) Uani 1 1 d . . . . .
C29 C 0.24731(17) 0.7389(2) 0.22113(9) 0.0129(4) Uani 1 1 d . . . . .
C30 C 0.32707(18) 0.6921(2) 0.19873(9) 0.0185(5) Uani 1 1 d . . . . .
H30 H 0.386685 0.660163 0.221381 0.022 Uiso 1 1 calc R . . . .
C31 C 0.31737(19) 0.6934(3) 0.14313(10) 0.0235(5) Uani 1 1 d . . . . .
H31 H 0.370653 0.661856 0.127024 0.028 Uiso 1 1 calc R . . . .
C32 C 0.2302(2) 0.7403(2) 0.11060(10) 0.0219(5) Uani 1 1 d . . . . .
H32 H 0.221641 0.742652 0.072125 0.026 Uiso 1 1 calc R . . . .
C33 C 0.15666(18) 0.7836(2) 0.13723(9) 0.0176(5) Uani 1 1 d . . . . .
C34 C 0.20007(16) 0.8117(2) 0.30697(8) 0.0125(4) Uani 1 1 d . . . . .
C35 C 0.17373(17) 0.9349(2) 0.29166(9) 0.0168(5) Uani 1 1 d . . . . .
H35 H 0.185122 0.967457 0.258098 0.020 Uiso 1 1 calc R . . . .
C36 C 0.13055(18) 1.0092(2) 0.32631(10) 0.0209(5) Uani 1 1 d . . . . .
H36 H 0.111374 1.093579 0.316618 0.025 Uiso 1 1 calc R . . . .
C37 C 0.11537(18) 0.9597(2) 0.37544(10) 0.0203(5) Uani 1 1 d . . . . .
H37 H 0.086974 1.008475 0.400482 0.024 Uiso 1 1 calc R . . . .
C38 C 0.14381(16) 0.8363(2) 0.38571(9) 0.0169(5) Uani 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 C38 1.919(2) . ?
Cu1 O1 1.9397(16) . ?
Cu1 N1 2.0119(19) . ?
Cu1 N2 2.2373(18) . ?
Cu1 N3 1.9417(19) . ?
Cu1 N5 1.9453(18) . ?
O1 C19 1.315(3) . ?
N1 C1 1.330(3) . ?
N1 C12 1.362(3) . ?
C1 C2 1.404(3) . ?
Br2 C33 1.906(2) . ?
O2 C13 1.419(3) . ?
O2 C14 1.363(3) . ?
N2 C10 1.320(3) . ?
N2 C11 1.357(3) . ?
C2 C3 1.370(3) . ?
O3 C27 1.360(3) . ?
N3 N4 1.396(3) . ?
N3 C20 1.287(3) . ?
C3 C4 1.408(3) . ?
O4 C25 1.366(3) . ?
O4 C26 1.426(3) . ?
N4 C28 1.325(3) . ?
C4 C5 1.438(3) . ?
C4 C12 1.396(3) . ?
N5 N8 1.402(2) . ?
N5 C28 1.335(3) . ?
C5 C6 1.354(3) . ?
N6 C29 1.341(3) . ?
N6 C33 1.324(3) . ?
C6 C7 1.431(3) . ?
N7 C34 1.341(3) . ?
N7 C38 1.319(3) . ?
C7 C8 1.410(3) . ?
C7 C11 1.405(3) . ?
N8 C29 1.390(3) . ?
N8 C34 1.408(3) . ?
C8 C9 1.372(4) . ?
C9 C10 1.397(3) . ?
C11 C12 1.442(3) . ?
C14 C15 1.379(3) . ?
C14 C19 1.426(3) . ?
C15 C16 1.399(4) . ?
C16 C17 1.367(3) . ?
C17 C18 1.411(3) . ?
C18 C19 1.415(3) . ?
C18 C20 1.442(3) . ?
C21 C22 1.396(3) . ?
C21 C27 1.394(3) . ?
C21 C28 1.493(3) . ?
C22 C23 1.381(3) . ?
C23 C24 1.389(3) . ?
C24 C25 1.382(3) . ?
C25 C27 1.408(3) . ?
C29 C30 1.397(3) . ?
C30 C31 1.376(3) . ?
C31 C32 1.383(4) . ?
C32 C33 1.377(3) . ?
C34 C35 1.389(3) . ?
C35 C36 1.383(3) . ?
C36 C37 1.392(3) . ?
C37 C38 1.375(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 N1 91.12(7) . . ?
O1 Cu1 N2 94.31(7) . . ?
O1 Cu1 N3 91.66(7) . . ?
O1 Cu1 N5 161.69(7) . . ?
N1 Cu1 N2 79.00(7) . . ?
N3 Cu1 N1 175.77(7) . . ?
N3 Cu1 N2 103.95(7) . . ?
N3 Cu1 N5 79.18(8) . . ?
N5 Cu1 N1 97.26(7) . . ?
N5 Cu1 N2 103.23(7) . . ?
C19 O1 Cu1 122.51(14) . . ?
C1 N1 Cu1 124.79(15) . . ?
C1 N1 C12 119.22(19) . . ?
C12 N1 Cu1 115.99(14) . . ?
N1 C1 C2 121.8(2) . . ?
C14 O2 C13 116.52(19) . . ?
C10 N2 Cu1 132.56(16) . . ?
C10 N2 C11 117.99(19) . . ?
C11 N2 Cu1 109.45(13) . . ?
C3 C2 C1 119.5(2) . . ?
N4 N3 Cu1 116.91(13) . . ?
C20 N3 Cu1 124.65(16) . . ?
C20 N3 N4 118.07(19) . . ?
C2 C3 C4 119.4(2) . . ?
C25 O4 C26 117.62(18) . . ?
C28 N4 N3 109.79(18) . . ?
C3 C4 C5 122.5(2) . . ?
C12 C4 C3 117.9(2) . . ?
C12 C4 C5 119.5(2) . . ?
N8 N5 Cu1 128.57(14) . . ?
C28 N5 Cu1 113.68(14) . . ?
C28 N5 N8 117.62(18) . . ?
C6 C5 C4 121.0(2) . . ?
C33 N6 C29 116.6(2) . . ?
C5 C6 C7 120.7(2) . . ?
C38 N7 C34 116.8(2) . . ?
C8 C7 C6 123.3(2) . . ?
C11 C7 C6 119.6(2) . . ?
C11 C7 C8 117.1(2) . . ?
N5 N8 C34 114.67(17) . . ?
C29 N8 N5 117.08(17) . . ?
C29 N8 C34 125.27(18) . . ?
C9 C8 C7 119.0(2) . . ?
C8 C9 C10 119.6(2) . . ?
N2 C10 C9 123.0(2) . . ?
N2 C11 C7 123.2(2) . . ?
N2 C11 C12 117.17(19) . . ?
C7 C11 C12 119.6(2) . . ?
N1 C12 C4 122.1(2) . . ?
N1 C12 C11 118.3(2) . . ?
C4 C12 C11 119.6(2) . . ?
O2 C14 C15 124.5(2) . . ?
O2 C14 C19 113.96(19) . . ?
C15 C14 C19 121.5(2) . . ?
C14 C15 C16 120.2(2) . . ?
C17 C16 C15 119.7(2) . . ?
C16 C17 C18 121.5(2) . . ?
C17 C18 C19 119.8(2) . . ?
C17 C18 C20 117.8(2) . . ?
C19 C18 C20 122.3(2) . . ?
O1 C19 C14 118.0(2) . . ?
O1 C19 C18 124.7(2) . . ?
C18 C19 C14 117.3(2) . . ?
N3 C20 C18 124.9(2) . . ?
C22 C21 C28 119.96(19) . . ?
C27 C21 C22 120.0(2) . . ?
C27 C21 C28 119.86(19) . . ?
C23 C22 C21 120.2(2) . . ?
C22 C23 C24 120.2(2) . . ?
C25 C24 C23 120.1(2) . . ?
O4 C25 C24 125.7(2) . . ?
O4 C25 C27 114.06(19) . . ?
C24 C25 C27 120.3(2) . . ?
O3 C27 C21 119.20(19) . . ?
O3 C27 C25 121.6(2) . . ?
C21 C27 C25 119.08(19) . . ?
N4 C28 N5 120.3(2) . . ?
N4 C28 C21 116.07(19) . . ?
N5 C28 C21 123.58(19) . . ?
N6 C29 N8 117.50(19) . . ?
N6 C29 C30 122.4(2) . . ?
N8 C29 C30 120.0(2) . . ?
C31 C30 C29 118.5(2) . . ?
C30 C31 C32 120.2(2) . . ?
C33 C32 C31 116.1(2) . . ?
N6 C33 Br2 116.04(17) . . ?
N6 C33 C32 126.2(2) . . ?
C32 C33 Br2 117.68(17) . . ?
N7 C34 N8 114.19(19) . . ?
N7 C34 C35 122.6(2) . . ?
C35 C34 N8 123.0(2) . . ?
C36 C35 C34 118.6(2) . . ?
C35 C36 C37 119.6(2) . . ?
C38 C37 C36 116.2(2) . . ?
N7 C38 Br1 114.74(17) . . ?
N7 C38 C37 126.2(2) . . ?
C37 C38 Br1 119.07(17) . . ?

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
O3 H3 O1 0.84 1.96 2.705(2) 148.1 2_645 yes
O3 H3 O4 0.84 2.25 2.680(2) 112.0 . yes

_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 2.885
_oxdiff_exptl_absorpt_empirical_full_min 0.563
####################################################################### 
# 
# 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_201113c
_database_code_depnum_ccdc_archive 'CCDC 2227283'
loop_
_audit_author_name
_audit_author_address
'Yating Chen '
;Guilin university of technology
China
;
_audit_update_record             
;
2022-12-18 deposited with the CCDC.	2023-08-08 downloaded from the CCDC.
;
_audit_creation_date             2022-12-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C38 H28 Cl2 Cu N8 O4'
_chemical_formula_sum            'C38 H28 Cl2 Cu N8 O4'
_chemical_formula_weight         795.12
_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'

_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   13.5505(9)
_cell_length_b                   10.7298(9)
_cell_length_c                   25.0311(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.958(7)
_cell_angle_gamma                90.00
_cell_volume                     3546.7(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2539
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.2180
_cell_measurement_theta_min      2.5280
_exptl_absorpt_coefficient_mu    0.821
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86015
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.34a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.489
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1628
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0475
_diffrn_reflns_av_unetI/netI     0.0734
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            12992
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.09
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -63.00 119.00   1.00    8.50    --   30.00  54.00 -30.00  182
  2  ω     -4.00  51.00   1.00    8.50    --   30.00  54.00  60.00   55
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini (ROW)'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0135239000
_diffrn_orient_matrix_UB_12      0.0068505000
_diffrn_orient_matrix_UB_13      0.0256198000
_diffrn_orient_matrix_UB_21      -0.0519033000
_diffrn_orient_matrix_UB_22      -0.0053341000
_diffrn_orient_matrix_UB_23      -0.0132025000
_diffrn_orient_matrix_UB_31      0.0028457000
_diffrn_orient_matrix_UB_32      -0.0655422000
_diffrn_orient_matrix_UB_33      0.0038037000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                4051
_reflns_number_total             6216
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.39.34a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.34a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.34a (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.493
_refine_diff_density_min         -0.491
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     481
_refine_ls_number_reflns         6216
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0886
_refine_ls_R_factor_gt           0.0480
_refine_ls_restrained_S_all      0.999
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0465P)²+2.8265P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1057
_refine_ls_wR_factor_ref         0.1367
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3A), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C15(H15),
 C16(H16), C17(H17), C20(H20), C26(H26), C27(H27), C28(H28), C30(H30), C31(H31),
  C32(H32), C35(H35), C36(H36), C37(H37)
2.b Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C25(H25A,H25B,H25C)
2.c Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Cu1 Cu 0.53369(3) 0.74326(4) 0.653267(19) 0.03049(15) Uani 1 d . . .
Cl1 Cl 0.87027(10) 0.75852(16) 0.55534(5) 0.0749(4) Uani 1 d . . .
O1 O 0.39013(19) 0.7793(3) 0.62927(12) 0.0396(7) Uani 1 d . . .
N1 N 0.5746(2) 0.8194(3) 0.57738(14) 0.0397(8) Uani 1 d . . .
C1 C 0.5813(3) 0.7664(4) 0.53098(18) 0.0475(11) Uani 1 d . . .
H1 H 0.5668 0.6819 0.5260 0.057 Uiso 1 calc . . R
Cl2 Cl 0.96683(12) 0.84290(19) 0.90179(7) 0.0993(6) Uani 1 d . . .
O2 O 0.2243(2) 0.8918(3) 0.57911(14) 0.0530(8) Uani 1 d . . .
N2 N 0.5642(2) 0.9233(3) 0.67456(13) 0.0327(8) Uani 1 d . . .
C2 C 0.6094(4) 0.8332(5) 0.4888(2) 0.0572(13) Uani 1 d . . .
H2 H 0.6126 0.7935 0.4563 0.069 Uiso 1 calc . . R
O3 O 0.6637(2) 0.4019(3) 0.78425(12) 0.0458(7) Uani 1 d . . .
H3 H 0.6741 0.3649 0.8137 0.069 Uiso 1 calc . . GR
N3 N 0.5104(2) 0.5667(3) 0.63825(14) 0.0365(8) Uani 1 d . . .
C3 C 0.6319(4) 0.9550(5) 0.4955(2) 0.0602(14) Uani 1 d . . .
H3A H 0.6510 0.9991 0.4675 0.072 Uiso 1 calc . . R
O4 O 0.8095(2) 0.2369(3) 0.82489(14) 0.0587(9) Uani 1 d . . .
N4 N 0.5869(2) 0.4840(3) 0.66266(15) 0.0400(9) Uani 1 d . . .
C4 C 0.6269(3) 1.0164(4) 0.54453(19) 0.0465(11) Uani 1 d . . .
N5 N 0.6606(2) 0.6716(3) 0.69320(13) 0.0330(8) Uani 1 d . . .
C5 C 0.6486(4) 1.1454(5) 0.5555(2) 0.0595(14) Uani 1 d . . .
H5 H 0.6683 1.1943 0.5290 0.071 Uiso 1 calc . . R
N6 N 0.7470(2) 0.7342(3) 0.72431(13) 0.0351(8) Uani 1 d . . .
C6 C 0.6412(4) 1.1971(5) 0.6027(2) 0.0565(13) Uani 1 d . . .
H6 H 0.6555 1.2814 0.6086 0.068 Uiso 1 calc . . R
N7 N 0.8115(2) 0.7595(3) 0.64707(14) 0.0414(9) Uani 1 d . . .
C7 C 0.6114(3) 1.1251(4) 0.64473(19) 0.0427(11) Uani 1 d . . .
N8 N 0.8427(3) 0.7865(4) 0.80972(15) 0.0473(9) Uani 1 d . . .
C8 C 0.6043(3) 1.1745(4) 0.6954(2) 0.0490(12) Uani 1 d . . .
H8 H 0.6149 1.2591 0.7023 0.059 Uiso 1 calc . . R
C9 C 0.5822(3) 1.0989(4) 0.7341(2) 0.0481(12) Uani 1 d . . .
H9 H 0.5806 1.1308 0.7684 0.058 Uiso 1 calc . . R
C10 C 0.5614(3) 0.9726(4) 0.72273(18) 0.0405(10) Uani 1 d . . .
H10 H 0.5452 0.9220 0.7497 0.049 Uiso 1 calc . . R
C11 C 0.5902(3) 0.9981(4) 0.63554(17) 0.0351(9) Uani 1 d . . .
C12 C 0.5969(3) 0.9422(4) 0.58448(17) 0.0353(9) Uani 1 d . . .
C13 C 0.1264(4) 0.9447(5) 0.5631(3) 0.096(2) Uani 1 d . . .
H13A H 0.1124 0.9639 0.5246 0.144 Uiso 1 calc . . GR
H13B H 0.1234 1.0197 0.5836 0.144 Uiso 1 calc . . GR
H13C H 0.0771 0.8864 0.5701 0.144 Uiso 1 calc . . GR
C14 C 0.2377(3) 0.7718(4) 0.56249(18) 0.0421(10) Uani 1 d . . .
C15 C 0.1718(3) 0.7102(5) 0.5219(2) 0.0611(14) Uani 1 d . . .
H15 H 0.1127 0.7499 0.5037 0.073 Uiso 1 calc . . R
C16 C 0.1912(4) 0.5898(5) 0.5073(2) 0.0688(16) Uani 1 d . . .
H16 H 0.1459 0.5492 0.4793 0.083 Uiso 1 calc . . R
C17 C 0.2772(4) 0.5311(5) 0.5343(2) 0.0595(14) Uani 1 d . . .
H17 H 0.2894 0.4496 0.5249 0.071 Uiso 1 calc . . R
C18 C 0.3479(3) 0.5914(4) 0.57599(18) 0.0414(10) Uani 1 d . . .
C19 C 0.3299(3) 0.7159(4) 0.59083(16) 0.0355(10) Uani 1 d . . .
C20 C 0.4343(3) 0.5210(4) 0.60380(18) 0.0441(11) Uani 1 d . . .
H20 H 0.4352 0.4361 0.5963 0.053 Uiso 1 calc . . R
C21 C 0.6644(3) 0.5475(4) 0.69110(16) 0.0327(9) Uani 1 d . . .
C22 C 0.7530(3) 0.4706(4) 0.71916(17) 0.0379(10) Uani 1 d . . .
C23 C 0.7483(3) 0.3965(4) 0.76334(17) 0.0367(10) Uani 1 d . . .
C24 C 0.8269(3) 0.3117(4) 0.78426(18) 0.0430(11) Uani 1 d . . .
C25 C 0.8790(4) 0.1417(5) 0.8450(2) 0.0643(14) Uani 1 d . . .
H25A H 0.8860 0.0880 0.8154 0.096 Uiso 1 calc . . GR
H25B H 0.8549 0.0942 0.8720 0.096 Uiso 1 calc . . GR
H25C H 0.9435 0.1777 0.8614 0.096 Uiso 1 calc . . GR
C26 C 0.9113(3) 0.3093(5) 0.7622(2) 0.0545(13) Uani 1 d . . .
H26 H 0.9643 0.2553 0.7766 0.065 Uiso 1 calc . . R
C27 C 0.9177(3) 0.3860(5) 0.7194(2) 0.0614(14) Uani 1 d . . .
H27 H 0.9755 0.3844 0.7052 0.074 Uiso 1 calc . . R
C28 C 0.8392(3) 0.4656(5) 0.6969(2) 0.0519(12) Uani 1 d . . .
H28 H 0.8434 0.5157 0.6672 0.062 Uiso 1 calc . . R
C29 C 0.7979(3) 0.8112(4) 0.69350(17) 0.0366(10) Uani 1 d . . .
C30 C 0.8262(3) 0.9322(4) 0.70848(19) 0.0456(11) Uani 1 d . . .
H30 H 0.8168 0.9653 0.7413 0.055 Uiso 1 calc . . R
C31 C 0.8690(4) 1.0028(5) 0.6735(2) 0.0584(13) Uani 1 d . . .
H31 H 0.8881 1.0847 0.6825 0.070 Uiso 1 calc . . R
C32 C 0.8832(3) 0.9521(5) 0.6257(2) 0.0602(14) Uani 1 d . . .
H32 H 0.9122 0.9977 0.6016 0.072 Uiso 1 calc . . R
C33 C 0.8529(3) 0.8317(5) 0.61502(19) 0.0506(12) Uani 1 d . . .
C34 C 0.7557(3) 0.7424(4) 0.78002(16) 0.0357(9) Uani 1 d . . .
C35 C 0.6788(3) 0.6985(5) 0.8037(2) 0.0545(13) Uani 1 d . . .
H35 H 0.6190 0.6674 0.7820 0.065 Uiso 1 calc . . R
C36 C 0.6928(4) 0.7021(6) 0.8585(2) 0.0759(17) Uani 1 d . . .
H36 H 0.6422 0.6727 0.8749 0.091 Uiso 1 calc . . R
C37 C 0.7807(4) 0.7485(5) 0.8905(2) 0.0706(16) Uani 1 d . . .
H37 H 0.7911 0.7532 0.9284 0.085 Uiso 1 calc . . R
C38 C 0.8518(4) 0.7872(5) 0.8634(2) 0.0576(13) Uani 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
Cu1 O1 1.942(3) . ?
Cu1 N1 2.248(3) . ?
Cu1 N2 2.022(3) . ?
Cu1 N3 1.943(3) . ?
Cu1 N5 1.943(3) . ?
Cl1 C33 1.750(5) . ?
O1 C19 1.305(5) . ?
N1 C1 1.315(5) . ?
N1 C12 1.354(5) . ?
C1 C2 1.397(6) . ?
Cl2 C38 1.743(5) . ?
O2 C13 1.415(5) . ?
O2 C14 1.378(5) . ?
N2 C10 1.325(5) . ?
N2 C11 1.369(5) . ?
C2 C3 1.343(7) . ?
O3 C23 1.364(5) . ?
N3 N4 1.398(4) . ?
N3 C20 1.284(5) . ?
C3 C4 1.408(7) . ?
O4 C24 1.357(5) . ?
O4 C25 1.404(5) . ?
N4 C21 1.319(5) . ?
C4 C5 1.429(7) . ?
C4 C12 1.408(6) . ?
N5 N6 1.421(4) . ?
N5 C21 1.335(5) . ?
C5 C6 1.329(7) . ?
N6 C29 1.411(5) . ?
N6 C34 1.376(5) . ?
C6 C7 1.434(6) . ?
N7 C29 1.337(5) . ?
N7 C33 1.326(6) . ?
C7 C8 1.396(6) . ?
C7 C11 1.401(6) . ?
N8 C34 1.332(5) . ?
N8 C38 1.322(6) . ?
C8 C9 1.348(6) . ?
C9 C10 1.400(6) . ?
C11 C12 1.432(6) . ?
C14 C15 1.363(6) . ?
C14 C19 1.424(6) . ?
C15 C16 1.385(7) . ?
C16 C17 1.363(7) . ?
C17 C18 1.407(6) . ?
C18 C19 1.422(6) . ?
C18 C20 1.435(6) . ?
C21 C22 1.495(5) . ?
C22 C23 1.375(6) . ?
C22 C28 1.403(6) . ?
C23 C24 1.409(6) . ?
C24 C26 1.376(6) . ?
C26 C27 1.371(7) . ?
C27 C28 1.382(6) . ?
C29 C30 1.382(6) . ?
C30 C31 1.379(6) . ?
C31 C32 1.366(7) . ?
C32 C33 1.364(7) . ?
C34 C35 1.391(6) . ?
C35 C36 1.343(7) . ?
C36 C37 1.371(7) . ?
C37 C38 1.361(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 N1 94.92(12) . . ?
O1 Cu1 N2 91.29(12) . . ?
O1 Cu1 N3 91.50(12) . . ?
O1 Cu1 N5 161.35(13) . . ?
N2 Cu1 N1 78.51(13) . . ?
N3 Cu1 N1 104.55(13) . . ?
N3 Cu1 N2 175.66(14) . . ?
N5 Cu1 N1 102.78(13) . . ?
N5 Cu1 N2 97.89(13) . . ?
N5 Cu1 N3 78.50(13) . . ?
C19 O1 Cu1 122.8(2) . . ?
C1 N1 Cu1 131.9(3) . . ?
C1 N1 C12 118.6(4) . . ?
C12 N1 Cu1 109.4(3) . . ?
N1 C1 C2 122.0(4) . . ?
C14 O2 C13 117.8(4) . . ?
C10 N2 Cu1 125.1(3) . . ?
C10 N2 C11 118.7(4) . . ?
C11 N2 Cu1 116.2(3) . . ?
C3 C2 C1 119.9(5) . . ?
N4 N3 Cu1 117.5(2) . . ?
C20 N3 Cu1 125.0(3) . . ?
C20 N3 N4 117.1(3) . . ?
C2 C3 C4 120.6(4) . . ?
C24 O4 C25 119.0(4) . . ?
C21 N4 N3 109.3(3) . . ?
C3 C4 C5 125.0(4) . . ?
C12 C4 C3 115.7(4) . . ?
C12 C4 C5 119.4(4) . . ?
N6 N5 Cu1 128.3(2) . . ?
C21 N5 Cu1 114.3(2) . . ?
C21 N5 N6 117.3(3) . . ?
C6 C5 C4 121.5(5) . . ?
C29 N6 N5 114.9(3) . . ?
C34 N6 N5 117.3(3) . . ?
C34 N6 C29 125.1(3) . . ?
C5 C6 C7 121.1(5) . . ?
C33 N7 C29 116.3(4) . . ?
C8 C7 C6 123.3(4) . . ?
C8 C7 C11 117.7(4) . . ?
C11 C7 C6 119.0(4) . . ?
C38 N8 C34 116.0(4) . . ?
C9 C8 C7 119.7(4) . . ?
C8 C9 C10 120.3(4) . . ?
N2 C10 C9 121.7(4) . . ?
N2 C11 C7 121.9(4) . . ?
N2 C11 C12 118.0(4) . . ?
C7 C11 C12 120.1(4) . . ?
N1 C12 C4 123.2(4) . . ?
N1 C12 C11 117.8(4) . . ?
C4 C12 C11 118.9(4) . . ?
O2 C14 C19 113.8(4) . . ?
C15 C14 O2 124.7(4) . . ?
C15 C14 C19 121.5(4) . . ?
C14 C15 C16 121.2(4) . . ?
C17 C16 C15 119.5(5) . . ?
C16 C17 C18 121.3(5) . . ?
C17 C18 C19 119.8(4) . . ?
C17 C18 C20 117.6(4) . . ?
C19 C18 C20 122.5(4) . . ?
O1 C19 C14 118.8(4) . . ?
O1 C19 C18 124.6(4) . . ?
C18 C19 C14 116.6(4) . . ?
N3 C20 C18 124.7(4) . . ?
N4 C21 N5 120.3(3) . . ?
N4 C21 C22 115.3(3) . . ?
N5 C21 C22 124.5(3) . . ?
C23 C22 C21 121.3(3) . . ?
C23 C22 C28 119.3(4) . . ?
C28 C22 C21 119.1(4) . . ?
O3 C23 C22 118.6(4) . . ?
O3 C23 C24 121.0(4) . . ?
C22 C23 C24 120.3(4) . . ?
O4 C24 C23 114.6(4) . . ?
O4 C24 C26 126.0(4) . . ?
C26 C24 C23 119.3(4) . . ?
C27 C26 C24 120.4(4) . . ?
C26 C27 C28 120.7(4) . . ?
C27 C28 C22 119.7(4) . . ?
N7 C29 N6 114.3(4) . . ?
N7 C29 C30 122.7(4) . . ?
C30 C29 N6 122.8(4) . . ?
C31 C30 C29 118.3(4) . . ?
C32 C31 C30 119.9(5) . . ?
C33 C32 C31 117.0(5) . . ?
N7 C33 Cl1 114.3(4) . . ?
N7 C33 C32 125.7(5) . . ?
C32 C33 Cl1 120.0(4) . . ?
N6 C34 C35 120.5(4) . . ?
N8 C34 N6 116.9(3) . . ?
N8 C34 C35 122.5(4) . . ?
C36 C35 C34 118.5(4) . . ?
C35 C36 C37 120.8(5) . . ?
C38 C37 C36 116.1(5) . . ?
N8 C38 Cl2 115.5(4) . . ?
N8 C38 C37 126.1(5) . . ?
C37 C38 Cl2 118.4(4) . . ?

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
O3 H3 O1 0.82 2.05 2.767(4) 145.8 2_646
O3 H3 O4 0.82 2.26 2.678(4) 112.2 .

_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 1.240
_oxdiff_exptl_absorpt_empirical_full_min 0.809
####################################################################### 
# 
# 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_181_auto
_database_code_depnum_ccdc_archive 'CCDC 2227284'
loop_
_audit_author_name
_audit_author_address
'Yating Chen '
;Guilin university of technology
China
;
_audit_update_record             
;
2022-12-18 deposited with the CCDC.	2023-08-08 downloaded from the CCDC.
;
_audit_creation_date             2022-12-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C36 H22 Cl2 Cu N10 O6'
_chemical_formula_sum            'C36 H22 Cl2 Cu N10 O6'
_chemical_formula_weight         825.08
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Cu C N O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0147 0.0070 '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 0.3292 0.5397 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -2.8874 3.6899 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0253 0.0135 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0412 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   18.6784(3)
_cell_length_b                   15.0262(2)
_cell_length_c                   11.98410(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.9810(10)
_cell_angle_gamma                90.00
_cell_volume                     3249.20(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11110
_cell_measurement_temperature    99.98(10)
_cell_measurement_theta_max      60.0100
_cell_measurement_theta_min      2.1250
_exptl_absorpt_coefficient_mu    4.982
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52069
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.687
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1676
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_unetI/netI     0.0354
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            22218
_diffrn_reflns_theta_full        60.14
_diffrn_reflns_theta_max         60.14
_diffrn_reflns_theta_min         2.13
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.98(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    124.00 149.00   0.50    0.16    --   76.57 125.00  90.00   50
  2  ω      8.00  67.00   0.50    0.16    --   76.57 -38.00 120.00  118
  3  ω     21.00  95.00   0.50    0.16    --   76.57-125.00 120.00  148
  4  ω     59.00  99.00   0.50    0.16    --   76.57-125.00  90.00   80
  5  ω      7.00  40.00   0.50    0.05    --   -0.78  64.00-104.00   66
  6  ω    -42.00  18.00   0.50    0.05    --   -0.78 -64.00 119.00  120
  7  ω    -73.00 -45.00   0.50    0.05    --   -0.78 -64.00 119.00   56
  8  ω   -148.00 -55.00   0.50    0.16    --  -78.14 -64.00 119.00  186
  9  ω   -101.00 -11.00   0.50    0.16    --  -78.14  64.00-104.00  180
 10  ω   -146.00 -89.00   0.50    0.16    --  -78.14 -99.00-120.00  114
 11  ω   -143.00-117.00   0.50    0.16    --  -78.14 -99.00-180.00   52
 12  ω   -151.00 -83.00   0.50    0.16    --  -78.14-125.00 -90.00  136
 13  ω   -150.00 -88.00   0.50    0.16    --  -78.14 -99.00  90.00  124
 14  ω     -8.00  38.00   0.50    0.05    --   -0.78 -99.00 -30.00   92
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0092666000
_diffrn_orient_matrix_UB_12      0.0658716000
_diffrn_orient_matrix_UB_13      -0.0703467000
_diffrn_orient_matrix_UB_21      -0.0736427000
_diffrn_orient_matrix_UB_22      0.0083104000
_diffrn_orient_matrix_UB_23      -0.0392225000
_diffrn_orient_matrix_UB_31      -0.0000286000
_diffrn_orient_matrix_UB_32      0.0594400000
_diffrn_orient_matrix_UB_33      0.0831176000
_diffrn_oxdiff_digest_frames     
;
01e7c4d013f7810ed5f137fad8c6dc301c015221f45
;
_diffrn_oxdiff_digest_hkl        
;
01972f19b9d91c2d1a5f2c80ec1bcf90b3b736
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34050
_diffrn_source                   'micro-focus metaljet'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                6514
_reflns_number_total             7231
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     56.82
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.613
_refine_diff_density_min         -0.349
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     485
_refine_ls_number_reflns         7231
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0371
_refine_ls_restrained_S_all      0.996
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0345P)²+3.9916P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0844
_refine_ls_wR_factor_ref         0.0870
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2A), C3(H3), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C14(H14),
 C15(H15), C17(H17), C19(H19A), C23(H23A), C24(H24A), C26(H26A), C28(H28),
 C29(H29), C30(H30), C33(H33), C34(H34), C35(H35)
2.b Fitted hexagon refined as free rotating group:
 C21(C22,C23,C24,C25,C26)
2.c Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Cu1 Cu 0.299686(16) 0.345364(19) 0.43227(2) 0.01054(8) Uani 1 d . . .
Cl1 Cl -0.00274(3) 0.25770(3) 0.25599(4) 0.01931(11) Uani 1 d . . .
O1 O 0.36666(8) 0.24488(10) 0.47006(12) 0.0174(3) Uani 1 d . . .
N1 N 0.25666(9) 0.32007(11) 0.57019(14) 0.0111(3) Uani 1 d . . .
C1 C 0.20610(11) 0.25889(13) 0.57304(16) 0.0132(4) Uani 1 d . . .
H1 H 0.1939 0.2165 0.5122 0.016 Uiso 1 calc . . R
Cl2 Cl 0.18525(3) 0.71212(4) 0.71886(5) 0.02589(12) Uani 1 d . . .
O2 O 0.25760(9) 0.55502(10) 0.06974(13) 0.0200(3) Uani 1 d . . .
H2 H 0.2809 0.5127 0.1086 0.030 Uiso 1 calc . . GR
N2 N 0.36459(9) 0.43960(11) 0.56785(14) 0.0147(3) Uani 1 d . . .
C2 C 0.16960(11) 0.25369(14) 0.66170(17) 0.0150(4) Uani 1 d . . .
H2A H 0.1340 0.2084 0.6611 0.018 Uiso 1 calc . . R
O3 O -0.04798(9) 0.53772(11) 0.19113(13) 0.0228(3) Uani 1 d . . .
N3 N 0.31844(9) 0.35966(10) 0.28057(14) 0.0114(3) Uani 1 d . . .
C3 C 0.18641(11) 0.31515(14) 0.74891(17) 0.0162(4) Uani 1 d . . .
H3 H 0.1616 0.3137 0.8088 0.019 Uiso 1 calc . . R
O4 O -0.07708(9) 0.61861(11) 0.03649(13) 0.0255(4) Uani 1 d . . .
N4 N 0.27125(9) 0.41675(11) 0.20451(14) 0.0130(3) Uani 1 d . . .
C4 C 0.24041(11) 0.38036(14) 0.74971(17) 0.0150(4) Uani 1 d . . .
N5 N 0.22405(9) 0.43369(11) 0.36226(14) 0.0128(3) Uani 1 d . . .
O5 O 0.56703(11) 0.14238(14) 0.14568(18) 0.0418(5) Uani 1 d . . .
C5 C 0.26026(12) 0.44794(15) 0.83682(18) 0.0209(4) Uani 1 d . . .
H5 H 0.2363 0.4495 0.8977 0.025 Uiso 1 calc . . R
N6 N 0.18077(9) 0.48262(11) 0.42129(14) 0.0125(3) Uani 1 d . . .
O6 O 0.59338(10) 0.03594(13) 0.27148(18) 0.0419(5) Uani 1 d . . .
C6 C 0.31243(13) 0.50941(15) 0.83386(19) 0.0221(5) Uani 1 d . . .
H6 H 0.3241 0.5537 0.8923 0.027 Uiso 1 calc . . R
N7 N 0.09220(9) 0.37512(11) 0.36229(14) 0.0143(3) Uani 1 d . . .
C7 C 0.35045(12) 0.50911(14) 0.74435(18) 0.0184(4) Uani 1 d . . .
N8 N 0.18679(10) 0.59757(12) 0.55646(14) 0.0164(4) Uani 1 d . . .
C8 C 0.40609(13) 0.57044(15) 0.7371(2) 0.0241(5) Uani 1 d . . .
H8 H 0.4208 0.6153 0.7943 0.029 Uiso 1 calc . . R
N9 N -0.03154(10) 0.57608(12) 0.11058(15) 0.0194(4) Uani 1 d . . .
C9 C 0.43883(13) 0.56530(15) 0.6479(2) 0.0248(5) Uani 1 d . . .
H9 H 0.4765 0.6063 0.6426 0.030 Uiso 1 calc . . R
N10 N 0.56110(11) 0.10584(15) 0.23484(19) 0.0300(5) Uani 1 d . . .
C10 C 0.41617(12) 0.49881(14) 0.56411(19) 0.0196(4) Uani 1 d . . .
H10 H 0.4389 0.4962 0.5019 0.024 Uiso 1 calc . . R
C11 C 0.33183(11) 0.44427(13) 0.65648(17) 0.0138(4) Uani 1 d . . .
C12 C 0.27523(11) 0.37992(13) 0.65871(16) 0.0125(4) Uani 1 d . . .
C13 C 0.41182(11) 0.21613(13) 0.41297(17) 0.0158(4) Uani 1 d . . .
C14 C 0.46084(13) 0.14484(15) 0.4604(2) 0.0223(5) Uani 1 d . . .
H14 H 0.4594 0.1208 0.5331 0.027 Uiso 1 calc . . R
C15 C 0.50985(13) 0.10992(16) 0.4046(2) 0.0248(5) Uani 1 d . . .
H15 H 0.5417 0.0624 0.4381 0.030 Uiso 1 calc . . R
C16 C 0.51237(12) 0.14503(15) 0.2978(2) 0.0220(5) Uani 1 d . . .
C17 C 0.46598(11) 0.21312(14) 0.24728(18) 0.0174(4) Uani 1 d . . .
H17 H 0.4681 0.2352 0.1739 0.021 Uiso 1 calc . . R
C18 C 0.41565(11) 0.25014(13) 0.30279(17) 0.0143(4) Uani 1 d . . .
C19 C 0.36626(11) 0.31775(13) 0.23998(17) 0.0128(4) Uani 1 d . . .
H19A H 0.3693 0.3321 0.1641 0.015 Uiso 1 calc . . R
C20 C 0.22166(11) 0.45351(12) 0.25247(17) 0.0120(4) Uani 1 d . . .
C21 C 0.16750(6) 0.51439(8) 0.17257(10) 0.0140(4) Uani 1 d . . .
C22 C 0.18889(5) 0.55862(9) 0.08454(11) 0.0162(4) Uani 1 d . . G
C23 C 0.13765(7) 0.60931(9) 0.00506(10) 0.0200(4) Uani 1 d . . G
H23A H 0.1523 0.6395 -0.0551 0.024 Uiso 1 calc . . R
C24 C 0.06502(7) 0.61578(9) 0.01362(10) 0.0201(4) Uani 1 d . . G
H24A H 0.0300 0.6504 -0.0407 0.024 Uiso 1 calc . . R
C25 C 0.04363(5) 0.57155(9) 0.10165(11) 0.0169(4) Uani 1 d . . G
C26 C 0.09487(7) 0.52086(8) 0.18113(9) 0.0149(4) Uani 1 d . . G
H26A H 0.0803 0.4906 0.2413 0.018 Uiso 1 calc . . R
C27 C 0.12069(11) 0.43552(13) 0.44433(16) 0.0130(4) Uani 1 d . . .
C28 C 0.09169(11) 0.44879(13) 0.53955(17) 0.0148(4) Uani 1 d . . .
H28 H 0.1131 0.4906 0.5982 0.018 Uiso 1 calc . . R
C29 C 0.03048(12) 0.39857(14) 0.54500(17) 0.0166(4) Uani 1 d . . .
H29 H 0.0096 0.4060 0.6088 0.020 Uiso 1 calc . . R
C30 C -0.00083(12) 0.33808(14) 0.45986(18) 0.0173(4) Uani 1 d . . .
H30 H -0.0432 0.3039 0.4621 0.021 Uiso 1 calc . . R
C31 C 0.03349(11) 0.33037(13) 0.37077(18) 0.0158(4) Uani 1 d . . .
C32 C 0.21229(11) 0.56323(13) 0.47098(16) 0.0138(4) Uani 1 d . . .
C33 C 0.26756(12) 0.60531(14) 0.43035(18) 0.0174(4) Uani 1 d . . .
H33 H 0.2852 0.5796 0.3701 0.021 Uiso 1 calc . . R
C34 C 0.29569(13) 0.68507(15) 0.4802(2) 0.0214(4) Uani 1 d . . .
H34 H 0.3325 0.7154 0.4530 0.026 Uiso 1 calc . . R
C35 C 0.27054(12) 0.72115(14) 0.5697(2) 0.0217(5) Uani 1 d . . .
H35 H 0.2892 0.7757 0.6057 0.026 Uiso 1 calc . . R
C36 C 0.21721(12) 0.67329(14) 0.60299(18) 0.0186(4) Uani 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
Cu1 O1 1.9382(14) . ?
Cu1 N1 2.0516(16) . ?
Cu1 N2 2.2575(17) . ?
Cu1 N3 1.9502(16) . ?
Cu1 N5 1.9618(17) . ?
Cl1 C31 1.750(2) . ?
O1 C13 1.290(2) . ?
N1 C1 1.325(3) . ?
N1 C12 1.365(2) . ?
C1 H1 0.9500 . ?
C1 C2 1.405(3) . ?
Cl2 C36 1.747(2) . ?
O2 H2 0.8400 . ?
O2 C22 1.3413(17) . ?
N2 C10 1.321(3) . ?
N2 C11 1.358(3) . ?
C2 H2A 0.9500 . ?
C2 C3 1.369(3) . ?
O3 N9 1.230(2) . ?
N3 N4 1.389(2) . ?
N3 C19 1.287(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.404(3) . ?
O4 N9 1.237(2) . ?
N4 C20 1.330(3) . ?
C4 C5 1.435(3) . ?
C4 C12 1.407(3) . ?
N5 N6 1.411(2) . ?
N5 C20 1.338(2) . ?
O5 N10 1.232(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.350(3) . ?
N6 C27 1.413(3) . ?
N6 C32 1.410(3) . ?
O6 N10 1.234(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.431(3) . ?
N7 C27 1.343(3) . ?
N7 C31 1.312(3) . ?
C7 C8 1.408(3) . ?
C7 C11 1.411(3) . ?
N8 C32 1.340(3) . ?
N8 C36 1.328(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.365(3) . ?
N9 C25 1.437(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.402(3) . ?
N10 C16 1.449(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.438(3) . ?
C13 C14 1.428(3) . ?
C13 C18 1.435(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.370(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.396(3) . ?
C16 C17 1.376(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.400(3) . ?
C18 C19 1.446(3) . ?
C19 H19A 0.9500 . ?
C20 C21 1.509(2) . ?
C21 C22 1.3900 . ?
C21 C26 1.3900 . ?
C22 C23 1.3900 . ?
C23 H23A 0.9500 . ?
C23 C24 1.3900 . ?
C24 H24A 0.9500 . ?
C24 C25 1.3900 . ?
C25 C26 1.3900 . ?
C26 H26A 0.9500 . ?
C27 C28 1.398(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.385(3) . ?
C29 H29 0.9500 . ?
C29 C30 1.379(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.385(3) . ?
C32 C33 1.401(3) . ?
C33 H33 0.9500 . ?
C33 C34 1.381(3) . ?
C34 H34 0.9500 . ?
C34 C35 1.388(3) . ?
C35 H35 0.9500 . ?
C35 C36 1.369(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 N1 91.78(6) . . ?
O1 Cu1 N2 97.26(6) . . ?
O1 Cu1 N3 92.46(6) . . ?
O1 Cu1 N5 167.66(7) . . ?
N1 Cu1 N2 77.62(6) . . ?
N3 Cu1 N1 166.81(7) . . ?
N3 Cu1 N2 114.17(6) . . ?
N3 Cu1 N5 79.04(7) . . ?
N5 Cu1 N1 94.65(7) . . ?
N5 Cu1 N2 94.41(6) . . ?
C13 O1 Cu1 127.44(13) . . ?
C1 N1 Cu1 125.43(13) . . ?
C1 N1 C12 118.48(17) . . ?
C12 N1 Cu1 115.48(13) . . ?
N1 C1 H1 118.4 . . ?
N1 C1 C2 123.13(18) . . ?
C2 C1 H1 118.4 . . ?
C22 O2 H2 109.5 . . ?
C10 N2 Cu1 131.21(15) . . ?
C10 N2 C11 118.17(18) . . ?
C11 N2 Cu1 109.19(13) . . ?
C1 C2 H2A 120.7 . . ?
C3 C2 C1 118.64(19) . . ?
C3 C2 H2A 120.7 . . ?
N4 N3 Cu1 116.32(12) . . ?
C19 N3 Cu1 127.45(14) . . ?
C19 N3 N4 116.04(16) . . ?
C2 C3 H3 120.1 . . ?
C2 C3 C4 119.90(19) . . ?
C4 C3 H3 120.1 . . ?
C20 N4 N3 111.58(15) . . ?
C3 C4 C5 123.29(19) . . ?
C3 C4 C12 117.81(18) . . ?
C12 C4 C5 118.88(19) . . ?
N6 N5 Cu1 125.50(12) . . ?
C20 N5 Cu1 114.10(13) . . ?
C20 N5 N6 119.94(16) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 C4 121.2(2) . . ?
C6 C5 H5 119.4 . . ?
N5 N6 C27 115.08(15) . . ?
C32 N6 N5 115.39(16) . . ?
C32 N6 C27 127.87(16) . . ?
C5 C6 H6 119.4 . . ?
C5 C6 C7 121.3(2) . . ?
C7 C6 H6 119.4 . . ?
C31 N7 C27 118.07(17) . . ?
C8 C7 C6 124.1(2) . . ?
C8 C7 C11 116.7(2) . . ?
C11 C7 C6 119.16(19) . . ?
C36 N8 C32 116.92(18) . . ?
C7 C8 H8 120.1 . . ?
C9 C8 C7 119.9(2) . . ?
C9 C8 H8 120.1 . . ?
O3 N9 O4 122.74(19) . . ?
O3 N9 C25 118.91(16) . . ?
O4 N9 C25 118.35(17) . . ?
C8 C9 H9 120.4 . . ?
C8 C9 C10 119.2(2) . . ?
C10 C9 H9 120.4 . . ?
O5 N10 O6 122.9(2) . . ?
O5 N10 C16 118.7(2) . . ?
O6 N10 C16 118.4(2) . . ?
N2 C10 C9 122.9(2) . . ?
N2 C10 H10 118.5 . . ?
C9 C10 H10 118.5 . . ?
N2 C11 C7 123.07(19) . . ?
N2 C11 C12 117.52(17) . . ?
C7 C11 C12 119.41(19) . . ?
N1 C12 C4 121.99(18) . . ?
N1 C12 C11 117.95(17) . . ?
C4 C12 C11 120.05(18) . . ?
O1 C13 C14 118.68(19) . . ?
O1 C13 C18 124.31(18) . . ?
C14 C13 C18 117.00(19) . . ?
C13 C14 H14 118.9 . . ?
C15 C14 C13 122.2(2) . . ?
C15 C14 H14 118.9 . . ?
C14 C15 H15 120.4 . . ?
C14 C15 C16 119.2(2) . . ?
C16 C15 H15 120.4 . . ?
C15 C16 N10 119.9(2) . . ?
C17 C16 N10 118.8(2) . . ?
C17 C16 C15 121.2(2) . . ?
C16 C17 H17 119.7 . . ?
C16 C17 C18 120.7(2) . . ?
C18 C17 H17 119.7 . . ?
C13 C18 C19 123.53(18) . . ?
C17 C18 C13 119.69(19) . . ?
C17 C18 C19 116.64(18) . . ?
N3 C19 C18 123.98(18) . . ?
N3 C19 H19A 118.0 . . ?
C18 C19 H19A 118.0 . . ?
N4 C20 N5 118.84(17) . . ?
N4 C20 C21 113.90(16) . . ?
N5 C20 C21 127.25(16) . . ?
C22 C21 C20 119.64(11) . . ?
C22 C21 C26 120.0 . . ?
C26 C21 C20 120.17(11) . . ?
O2 C22 C21 123.61(10) . . ?
O2 C22 C23 116.39(10) . . ?
C21 C22 C23 120.0 . . ?
C22 C23 H23A 120.0 . . ?
C24 C23 C22 120.0 . . ?
C24 C23 H23A 120.0 . . ?
C23 C24 H24A 120.0 . . ?
C25 C24 C23 120.0 . . ?
C25 C24 H24A 120.0 . . ?
C24 C25 N9 120.79(11) . . ?
C24 C25 C26 120.0 . . ?
C26 C25 N9 119.20(11) . . ?
C21 C26 H26A 120.0 . . ?
C25 C26 C21 120.0 . . ?
C25 C26 H26A 120.0 . . ?
N7 C27 N6 112.33(17) . . ?
N7 C27 C28 122.01(18) . . ?
C28 C27 N6 125.65(18) . . ?
C27 C28 H28 121.3 . . ?
C29 C28 C27 117.35(19) . . ?
C29 C28 H28 121.3 . . ?
C28 C29 H29 119.3 . . ?
C30 C29 C28 121.43(19) . . ?
C30 C29 H29 119.3 . . ?
C29 C30 H30 122.2 . . ?
C29 C30 C31 115.68(19) . . ?
C31 C30 H30 122.2 . . ?
N7 C31 Cl1 114.84(16) . . ?
N7 C31 C30 125.41(19) . . ?
C30 C31 Cl1 119.74(16) . . ?
N8 C32 N6 117.50(18) . . ?
N8 C32 C33 122.12(19) . . ?
C33 C32 N6 120.39(17) . . ?
C32 C33 H33 120.9 . . ?
C34 C33 C32 118.28(19) . . ?
C34 C33 H33 120.9 . . ?
C33 C34 H34 119.8 . . ?
C33 C34 C35 120.4(2) . . ?
C35 C34 H34 119.8 . . ?
C34 C35 H35 122.0 . . ?
C36 C35 C34 115.9(2) . . ?
C36 C35 H35 122.0 . . ?
N8 C36 Cl2 115.00(16) . . ?
N8 C36 C35 126.3(2) . . ?
C35 C36 Cl2 118.67(17) . . ?

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
O2 H2 N4 0.84 1.88 2.603(2) 143.2 .
O2 H2 O6 0.84 2.44 2.952(2) 120.0 2_655

_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 1.925
_oxdiff_exptl_absorpt_empirical_full_min 0.572
####################################################################### 
# 
# 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_cu_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2227281'
loop_
_audit_author_name
_audit_author_address
'Yating Chen '
;Guilin university of technology
China
;
_audit_update_record             
;
2022-12-18 deposited with the CCDC.	2023-08-08 downloaded from the CCDC.
;
_audit_creation_date             2022-12-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C36 H22 Br2 Cl2 Cu N8 O2'
_chemical_formula_sum            'C36 H22 Br2 Cl2 Cu N8 O2'
_chemical_formula_weight         892.87
_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      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                   11.4592(10)
_cell_length_b                   12.1673(11)
_cell_length_c                   14.7545(14)
_cell_angle_alpha                111.949(4)
_cell_angle_beta                 103.209(4)
_cell_angle_gamma                103.135(4)
_cell_volume                     1742.7(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9951
_cell_measurement_temperature    301(2)
_cell_measurement_theta_max      26.70
_cell_measurement_theta_min      2.78
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.120
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.702
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             886
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0809
_diffrn_reflns_av_unetI/netI     0.0443
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            41651
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.040
_diffrn_ambient_temperature      301.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4948
_reflns_number_total             6134
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.471
_refine_diff_density_min         -0.669
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     461
_refine_ls_number_reflns         6134
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0514
_refine_ls_R_factor_gt           0.0385
_refine_ls_restrained_S_all      1.020
_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)+(0.0438P)²+1.1662P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0943
_refine_ls_wR_factor_ref         0.1036
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2a), C3(H3), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C14(H14),
 C15(H15), C17(H17), C19(H19), C23(H23), C24(H24), C26(H26), C28(H28), C29(H29),
  C30(H30), C33(H33), C34(H34), C35(H35)
2.b Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.46170(4) 0.16501(4) 0.50938(4) 0.07388(16) Uani 1 1 d . . . . .
Cu1 Cu 0.21198(4) 0.58602(4) 0.80018(3) 0.04076(12) Uani 1 1 d . . . . .
Cl1 Cl 0.17838(14) 0.52768(13) 0.26553(8) 0.0880(4) Uani 1 1 d . . . . .
O1 O 0.1545(2) 0.5806(2) 0.91232(19) 0.0539(6) Uani 1 1 d . . . . .
N1 N 0.2644(3) 0.4313(3) 0.7835(2) 0.0481(7) Uani 1 1 d . . . . .
C1 C 0.1855(4) 0.3118(3) 0.7276(3) 0.0606(10) Uani 1 1 d . . . . .
H1 H 0.099203 0.296445 0.696951 0.073 Uiso 1 1 calc R . . . .
Br2 Br 0.56751(5) 1.00919(4) 0.82384(5) 0.0973(2) Uani 1 1 d . . . . .
Cl2 Cl -0.01208(10) 0.95035(10) 1.19185(8) 0.0688(3) Uani 1 1 d . . . . .
O2 O 0.2234(3) 0.9216(2) 0.6643(2) 0.0661(7) Uani 1 1 d . . . . .
H2 H 0.199669 0.891197 0.700895 0.099 Uiso 1 1 calc GR . . . .
N2 N 0.4232(3) 0.6726(3) 0.8974(2) 0.0518(7) Uani 1 1 d . . . . .
C2 C 0.2263(6) 0.2089(4) 0.7131(4) 0.0775(13) Uani 1 1 d . . . . .
H2A H 0.168394 0.126810 0.673025 0.093 Uiso 1 1 calc R . . . .
N3 N 0.1395(3) 0.7126(3) 0.7936(2) 0.0438(6) Uani 1 1 d . . . . .
C3 C 0.3508(6) 0.2301(5) 0.7580(4) 0.0838(15) Uani 1 1 d . . . . .
H3 H 0.379075 0.162133 0.748642 0.101 Uiso 1 1 calc R . . . .
N4 N 0.1365(3) 0.7398(3) 0.7094(2) 0.0466(7) Uani 1 1 d . . . . .
C4 C 0.4374(5) 0.3524(5) 0.8180(3) 0.0686(12) Uani 1 1 d . . . . .
N5 N 0.2275(2) 0.5843(2) 0.6688(2) 0.0389(6) Uani 1 1 d . . . . .
C5 C 0.5695(6) 0.3827(7) 0.8700(4) 0.0930(18) Uani 1 1 d . . . . .
H5 H 0.601983 0.317758 0.862914 0.112 Uiso 1 1 calc R . . . .
N6 N 0.4506(3) 0.7515(3) 0.7166(2) 0.0472(7) Uani 1 1 d . . . . .
C6 C 0.6473(5) 0.5012(7) 0.9281(4) 0.0918(17) Uani 1 1 d . . . . .
H6 H 0.732768 0.517296 0.962324 0.110 Uiso 1 1 calc R . . . .
N7 N 0.3671(2) 0.3580(2) 0.5657(2) 0.0435(6) Uani 1 1 d . . . . .
C7 C 0.6036(4) 0.6053(5) 0.9399(3) 0.0743(13) Uani 1 1 d . . . . .
N8 N 0.3174(2) 0.5433(2) 0.62668(19) 0.0385(6) Uani 1 1 d . . . . .
C8 C 0.6793(5) 0.7308(7) 0.9980(4) 0.0985(18) Uani 1 1 d . . . . .
H8 H 0.765875 0.751730 1.032220 0.118 Uiso 1 1 calc R . . . .
C9 C 0.6309(5) 0.8242(6) 1.0065(4) 0.1001(18) Uani 1 1 d . . . . .
H9 H 0.683145 0.908516 1.046023 0.120 Uiso 1 1 calc R . . . .
C10 C 0.4990(4) 0.7907(4) 0.9539(3) 0.0734(12) Uani 1 1 d . . . . .
H10 H 0.464950 0.854426 0.959614 0.088 Uiso 1 1 calc R . . . .
C11 C 0.4733(3) 0.5796(4) 0.8898(3) 0.0547(9) Uani 1 1 d . . . . .
C12 C 0.3886(4) 0.4522(4) 0.8287(3) 0.0498(8) Uani 1 1 d . . . . .
C13 C 0.1148(3) 0.6634(3) 0.9704(3) 0.0460(8) Uani 1 1 d . . . . .
C14 C 0.0970(4) 0.6577(4) 1.0606(3) 0.0581(9) Uani 1 1 d . . . . .
H14 H 0.112654 0.593567 1.075682 0.070 Uiso 1 1 calc R . . . .
C15 C 0.0577(4) 0.7427(4) 1.1267(3) 0.0589(10) Uani 1 1 d . . . . .
H15 H 0.046870 0.735637 1.185109 0.071 Uiso 1 1 calc R . . . .
C16 C 0.0343(3) 0.8391(3) 1.1058(3) 0.0519(9) Uani 1 1 d . . . . .
C17 C 0.0458(3) 0.8475(3) 1.0185(3) 0.0518(8) Uani 1 1 d . . . . .
H17 H 0.026967 0.911048 1.004283 0.062 Uiso 1 1 calc R . . . .
C18 C 0.0860(3) 0.7610(3) 0.9494(3) 0.0451(7) Uani 1 1 d . . . . .
C19 C 0.0933(3) 0.7763(3) 0.8594(3) 0.0509(8) Uani 1 1 d . . . . .
H19 H 0.062971 0.835982 0.847058 0.061 Uiso 1 1 calc R . . . .
C20 C 0.1894(3) 0.6724(3) 0.6488(2) 0.0405(7) Uani 1 1 d . . . . .
C21 C 0.1992(3) 0.7036(3) 0.5617(3) 0.0434(7) Uani 1 1 d . . . . .
C22 C 0.2174(3) 0.8282(3) 0.5755(3) 0.0516(8) Uani 1 1 d . . . . .
C23 C 0.2285(4) 0.8579(4) 0.4950(3) 0.0633(10) Uani 1 1 d . . . . .
H23 H 0.243602 0.940799 0.505246 0.076 Uiso 1 1 calc R . . . .
C24 C 0.2177(4) 0.7676(4) 0.4012(3) 0.0625(10) Uani 1 1 d . . . . .
H24 H 0.226083 0.789061 0.348167 0.075 Uiso 1 1 calc R . . . .
C25 C 0.1941(3) 0.6438(4) 0.3853(3) 0.0548(9) Uani 1 1 d . . . . .
C26 C 0.1864(3) 0.6124(3) 0.4655(3) 0.0484(8) Uani 1 1 d . . . . .
H26 H 0.172616 0.529384 0.454590 0.058 Uiso 1 1 calc R . . . .
C27 C 0.2783(3) 0.4119(3) 0.5677(2) 0.0379(7) Uani 1 1 d . . . . .
C28 C 0.1488(3) 0.3415(3) 0.5133(3) 0.0488(8) Uani 1 1 d . . . . .
H28 H 0.087748 0.380352 0.516569 0.059 Uiso 1 1 calc R . . . .
C29 C 0.1135(3) 0.2133(3) 0.4548(3) 0.0544(9) Uani 1 1 d . . . . .
H29 H 0.027628 0.164888 0.417241 0.065 Uiso 1 1 calc R . . . .
C30 C 0.2047(3) 0.1558(3) 0.4512(3) 0.0525(9) Uani 1 1 d . . . . .
H30 H 0.183146 0.069295 0.412166 0.063 Uiso 1 1 calc R . . . .
C31 C 0.3288(3) 0.2344(3) 0.5090(3) 0.0459(8) Uani 1 1 d . . . . .
C32 C 0.4434(3) 0.6317(3) 0.6665(2) 0.0403(7) Uani 1 1 d . . . . .
C33 C 0.5497(3) 0.6001(3) 0.6539(3) 0.0563(9) Uani 1 1 d . . . . .
H33 H 0.543200 0.516526 0.618191 0.068 Uiso 1 1 calc R . . . .
C34 C 0.6660(4) 0.6982(4) 0.6967(4) 0.0674(11) Uani 1 1 d . . . . .
H34 H 0.738880 0.679848 0.689729 0.081 Uiso 1 1 calc R . . . .
C35 C 0.6754(4) 0.8215(4) 0.7489(3) 0.0639(10) Uani 1 1 d . . . . .
H35 H 0.752843 0.888006 0.778773 0.077 Uiso 1 1 calc R . . . .
C36 C 0.5636(4) 0.8399(3) 0.7542(3) 0.0541(9) Uani 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 C31 1.901(3) . ?
Cu1 O1 1.933(2) . ?
Cu1 N1 2.050(3) . ?
Cu1 N2 2.269(3) . ?
Cu1 N3 1.931(3) . ?
Cu1 N5 1.979(3) . ?
Cl1 C25 1.739(4) . ?
O1 C13 1.303(4) . ?
N1 C1 1.333(5) . ?
N1 C12 1.345(5) . ?
C1 H1 0.9300 . ?
C1 C2 1.395(6) . ?
Br2 C36 1.912(4) . ?
Cl2 C16 1.754(4) . ?
O2 H2 0.8200 . ?
O2 C22 1.351(4) . ?
N2 C10 1.312(5) . ?
N2 C11 1.361(5) . ?
C2 H2A 0.9300 . ?
C2 C3 1.347(7) . ?
N3 N4 1.395(4) . ?
N3 C19 1.297(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.387(7) . ?
N4 C20 1.329(4) . ?
C4 C5 1.420(7) . ?
C4 C12 1.420(5) . ?
N5 N8 1.411(3) . ?
N5 C20 1.348(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.324(8) . ?
N6 C32 1.338(4) . ?
N6 C36 1.316(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.432(7) . ?
N7 C27 1.330(4) . ?
N7 C31 1.322(4) . ?
C7 C8 1.377(8) . ?
C7 C11 1.408(5) . ?
N8 C27 1.403(4) . ?
N8 C32 1.422(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.351(8) . ?
C9 H9 0.9300 . ?
C9 C10 1.414(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.425(6) . ?
C13 C14 1.416(5) . ?
C13 C18 1.422(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.372(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.385(5) . ?
C16 C17 1.363(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.411(5) . ?
C18 C19 1.426(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.491(4) . ?
C21 C22 1.410(5) . ?
C21 C26 1.387(5) . ?
C22 C23 1.387(5) . ?
C23 H23 0.9300 . ?
C23 C24 1.365(6) . ?
C24 H24 0.9300 . ?
C24 C25 1.385(5) . ?
C25 C26 1.387(5) . ?
C26 H26 0.9300 . ?
C27 C28 1.394(4) . ?
C28 H28 0.9300 . ?
C28 C29 1.374(5) . ?
C29 H29 0.9300 . ?
C29 C30 1.384(5) . ?
C30 H30 0.9300 . ?
C30 C31 1.372(5) . ?
C32 C33 1.389(5) . ?
C33 H33 0.9300 . ?
C33 C34 1.388(5) . ?
C34 H34 0.9300 . ?
C34 C35 1.371(6) . ?
C35 H35 0.9300 . ?
C35 C36 1.365(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 N1 90.85(10) . . ?
O1 Cu1 N2 95.37(11) . . ?
O1 Cu1 N5 166.31(10) . . ?
N1 Cu1 N2 76.88(12) . . ?
N3 Cu1 O1 92.35(10) . . ?
N3 Cu1 N1 170.25(12) . . ?
N3 Cu1 N2 111.95(12) . . ?
N3 Cu1 N5 79.54(11) . . ?
N5 Cu1 N1 95.47(10) . . ?
N5 Cu1 N2 97.89(10) . . ?
C13 O1 Cu1 126.4(2) . . ?
C1 N1 Cu1 124.7(3) . . ?
C1 N1 C12 117.9(3) . . ?
C12 N1 Cu1 117.4(2) . . ?
N1 C1 H1 118.5 . . ?
N1 C1 C2 123.0(4) . . ?
C2 C1 H1 118.5 . . ?
C22 O2 H2 109.5 . . ?
C10 N2 Cu1 131.4(3) . . ?
C10 N2 C11 118.7(4) . . ?
C11 N2 Cu1 109.8(2) . . ?
C1 C2 H2A 120.5 . . ?
C3 C2 C1 119.0(5) . . ?
C3 C2 H2A 120.5 . . ?
N4 N3 Cu1 117.02(19) . . ?
C19 N3 Cu1 127.2(2) . . ?
C19 N3 N4 115.8(3) . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.7(4) . . ?
C4 C3 H3 119.7 . . ?
C20 N4 N3 110.9(2) . . ?
C3 C4 C5 124.1(5) . . ?
C3 C4 C12 117.0(4) . . ?
C12 C4 C5 118.9(5) . . ?
N8 N5 Cu1 123.45(18) . . ?
C20 N5 Cu1 112.5(2) . . ?
C20 N5 N8 118.2(3) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 C4 121.6(5) . . ?
C6 C5 H5 119.2 . . ?
C36 N6 C32 117.3(3) . . ?
C5 C6 H6 119.1 . . ?
C5 C6 C7 121.8(5) . . ?
C7 C6 H6 119.1 . . ?
C31 N7 C27 117.7(3) . . ?
C8 C7 C6 125.0(5) . . ?
C8 C7 C11 116.5(5) . . ?
C11 C7 C6 118.5(5) . . ?
N5 N8 C32 117.4(2) . . ?
C27 N8 N5 114.1(2) . . ?
C27 N8 C32 126.8(3) . . ?
C7 C8 H8 119.1 . . ?
C9 C8 C7 121.7(5) . . ?
C9 C8 H8 119.1 . . ?
C8 C9 H9 120.8 . . ?
C8 C9 C10 118.4(5) . . ?
C10 C9 H9 120.8 . . ?
N2 C10 C9 122.1(5) . . ?
N2 C10 H10 118.9 . . ?
C9 C10 H10 118.9 . . ?
N2 C11 C7 122.5(4) . . ?
N2 C11 C12 117.6(3) . . ?
C7 C11 C12 119.9(4) . . ?
N1 C12 C4 122.5(4) . . ?
N1 C12 C11 118.2(3) . . ?
C4 C12 C11 119.3(4) . . ?
O1 C13 C14 119.2(3) . . ?
O1 C13 C18 124.5(3) . . ?
C14 C13 C18 116.3(3) . . ?
C13 C14 H14 118.6 . . ?
C15 C14 C13 122.8(3) . . ?
C15 C14 H14 118.6 . . ?
C14 C15 H15 120.2 . . ?
C14 C15 C16 119.5(3) . . ?
C16 C15 H15 120.2 . . ?
C15 C16 Cl2 119.7(3) . . ?
C17 C16 Cl2 119.8(3) . . ?
C17 C16 C15 120.6(3) . . ?
C16 C17 H17 119.6 . . ?
C16 C17 C18 120.9(3) . . ?
C18 C17 H17 119.6 . . ?
C13 C18 C19 123.3(3) . . ?
C17 C18 C13 119.9(3) . . ?
C17 C18 C19 116.7(3) . . ?
N3 C19 C18 124.3(3) . . ?
N3 C19 H19 117.8 . . ?
C18 C19 H19 117.8 . . ?
N4 C20 N5 119.7(3) . . ?
N4 C20 C21 114.1(3) . . ?
N5 C20 C21 126.2(3) . . ?
C22 C21 C20 119.6(3) . . ?
C26 C21 C20 121.8(3) . . ?
C26 C21 C22 118.6(3) . . ?
O2 C22 C21 122.8(3) . . ?
O2 C22 C23 117.6(3) . . ?
C23 C22 C21 119.6(4) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 C22 121.1(4) . . ?
C24 C23 H23 119.4 . . ?
C23 C24 H24 120.2 . . ?
C23 C24 C25 119.6(3) . . ?
C25 C24 H24 120.2 . . ?
C24 C25 Cl1 120.0(3) . . ?
C24 C25 C26 120.3(4) . . ?
C26 C25 Cl1 119.6(3) . . ?
C21 C26 C25 120.5(3) . . ?
C21 C26 H26 119.7 . . ?
C25 C26 H26 119.7 . . ?
N7 C27 N8 118.5(3) . . ?
N7 C27 C28 121.8(3) . . ?
C28 C27 N8 119.8(3) . . ?
C27 C28 H28 120.7 . . ?
C29 C28 C27 118.5(3) . . ?
C29 C28 H28 120.7 . . ?
C28 C29 H29 119.8 . . ?
C28 C29 C30 120.4(3) . . ?
C30 C29 H29 119.8 . . ?
C29 C30 H30 122.1 . . ?
C31 C30 C29 115.9(3) . . ?
C31 C30 H30 122.1 . . ?
N7 C31 Br1 115.1(2) . . ?
N7 C31 C30 125.6(3) . . ?
C30 C31 Br1 119.3(3) . . ?
N6 C32 N8 113.3(3) . . ?
N6 C32 C33 122.1(3) . . ?
C33 C32 N8 124.6(3) . . ?
C32 C33 H33 121.3 . . ?
C34 C33 C32 117.4(3) . . ?
C34 C33 H33 121.3 . . ?
C33 C34 H34 119.4 . . ?
C35 C34 C33 121.3(4) . . ?
C35 C34 H34 119.4 . . ?
C34 C35 H35 122.3 . . ?
C36 C35 C34 115.5(3) . . ?
C36 C35 H35 122.3 . . ?
N6 C36 Br2 115.4(3) . . ?
N6 C36 C35 126.4(3) . . ?
C35 C36 Br2 118.3(3) . . ?

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
O2 H2 N4 0.82 1.88 2.594(4) 144.6 . 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 O1 C13 C14 -169.1(3) . . . . ?
Cu1 O1 C13 C18 11.5(5) . . . . ?
Cu1 N1 C1 C2 176.1(3) . . . . ?
Cu1 N1 C12 C4 -176.7(3) . . . . ?
Cu1 N1 C12 C11 3.6(4) . . . . ?
Cu1 N2 C10 C9 -177.9(3) . . . . ?
Cu1 N2 C11 C7 178.3(3) . . . . ?
Cu1 N2 C11 C12 -2.0(4) . . . . ?
Cu1 N3 N4 C20 -1.6(3) . . . . ?
Cu1 N3 C19 C18 -1.3(5) . . . . ?
Cu1 N5 N8 C27 83.2(3) . . . . ?
Cu1 N5 N8 C32 -83.0(3) . . . . ?
Cu1 N5 C20 N4 -6.2(4) . . . . ?
Cu1 N5 C20 C21 174.4(2) . . . . ?
Cl1 C25 C26 C21 179.8(3) . . . . ?
O1 C13 C14 C15 178.8(4) . . . . ?
O1 C13 C18 C17 -178.8(3) . . . . ?
O1 C13 C18 C19 2.3(5) . . . . ?
N1 C1 C2 C3 0.6(6) . . . . ?
C1 N1 C12 C4 0.7(5) . . . . ?
C1 N1 C12 C11 -179.1(3) . . . . ?
C1 C2 C3 C4 0.2(7) . . . . ?
Cl2 C16 C17 C18 178.4(3) . . . . ?
O2 C22 C23 C24 -177.0(4) . . . . ?
N2 C11 C12 N1 -0.8(5) . . . . ?
N2 C11 C12 C4 179.4(3) . . . . ?
C2 C3 C4 C5 178.4(4) . . . . ?
C2 C3 C4 C12 -0.5(6) . . . . ?
N3 N4 C20 N5 5.1(4) . . . . ?
N3 N4 C20 C21 -175.4(3) . . . . ?
C3 C4 C5 C6 -178.5(5) . . . . ?
C3 C4 C12 N1 0.0(5) . . . . ?
C3 C4 C12 C11 179.8(3) . . . . ?
N4 N3 C19 C18 179.0(3) . . . . ?
N4 C20 C21 C22 32.0(4) . . . . ?
N4 C20 C21 C26 -145.8(3) . . . . ?
C4 C5 C6 C7 -1.6(8) . . . . ?
N5 N8 C27 N7 -148.9(3) . . . . ?
N5 N8 C27 C28 30.8(4) . . . . ?
N5 N8 C32 N6 -18.3(4) . . . . ?
N5 N8 C32 C33 163.2(3) . . . . ?
N5 C20 C21 C22 -148.6(3) . . . . ?
N5 C20 C21 C26 33.6(5) . . . . ?
C5 C4 C12 N1 -178.9(4) . . . . ?
C5 C4 C12 C11 0.9(5) . . . . ?
C5 C6 C7 C8 -179.2(5) . . . . ?
C5 C6 C7 C11 1.6(7) . . . . ?
N6 C32 C33 C34 0.8(6) . . . . ?
C6 C7 C8 C9 -179.2(5) . . . . ?
C6 C7 C11 N2 179.4(4) . . . . ?
C6 C7 C11 C12 -0.3(6) . . . . ?
N7 C27 C28 C29 -1.3(5) . . . . ?
C7 C8 C9 C10 0.0(8) . . . . ?
C7 C11 C12 N1 178.9(3) . . . . ?
C7 C11 C12 C4 -0.9(5) . . . . ?
N8 N5 C20 N4 -160.2(3) . . . . ?
N8 N5 C20 C21 20.4(4) . . . . ?
N8 C27 C28 C29 178.9(3) . . . . ?
N8 C32 C33 C34 179.2(3) . . . . ?
C8 C7 C11 N2 0.1(6) . . . . ?
C8 C7 C11 C12 -179.6(4) . . . . ?
C8 C9 C10 N2 -0.2(8) . . . . ?
C10 N2 C11 C7 -0.3(5) . . . . ?
C10 N2 C11 C12 179.4(3) . . . . ?
C11 N2 C10 C9 0.3(6) . . . . ?
C11 C7 C8 C9 0.1(7) . . . . ?
C12 N1 C1 C2 -1.0(5) . . . . ?
C12 C4 C5 C6 0.3(7) . . . . ?
C13 C14 C15 C16 -0.2(6) . . . . ?
C13 C18 C19 N3 -7.7(6) . . . . ?
C14 C13 C18 C17 1.7(5) . . . . ?
C14 C13 C18 C19 -177.1(3) . . . . ?
C14 C15 C16 Cl2 -178.4(3) . . . . ?
C14 C15 C16 C17 2.2(6) . . . . ?
C15 C16 C17 C18 -2.2(5) . . . . ?
C16 C17 C18 C13 0.1(5) . . . . ?
C16 C17 C18 C19 179.1(3) . . . . ?
C17 C18 C19 N3 173.4(3) . . . . ?
C18 C13 C14 C15 -1.7(6) . . . . ?
C19 N3 N4 C20 178.1(3) . . . . ?
C20 N5 N8 C27 -125.8(3) . . . . ?
C20 N5 N8 C32 68.1(4) . . . . ?
C20 C21 C22 O2 -1.7(5) . . . . ?
C20 C21 C22 C23 179.0(3) . . . . ?
C20 C21 C26 C25 179.1(3) . . . . ?
C21 C22 C23 C24 2.3(6) . . . . ?
C22 C21 C26 C25 1.3(5) . . . . ?
C22 C23 C24 C25 0.6(6) . . . . ?
C23 C24 C25 Cl1 179.3(3) . . . . ?
C23 C24 C25 C26 -2.5(6) . . . . ?
C24 C25 C26 C21 1.6(5) . . . . ?
C26 C21 C22 O2 176.1(3) . . . . ?
C26 C21 C22 C23 -3.2(5) . . . . ?
C27 N7 C31 Br1 179.4(2) . . . . ?
C27 N7 C31 C30 0.0(5) . . . . ?
C27 N8 C32 N6 177.5(3) . . . . ?
C27 N8 C32 C33 -1.0(5) . . . . ?
C27 C28 C29 C30 0.8(5) . . . . ?
C28 C29 C30 C31 0.1(5) . . . . ?
C29 C30 C31 Br1 -179.9(3) . . . . ?
C29 C30 C31 N7 -0.5(6) . . . . ?
C31 N7 C27 N8 -179.3(3) . . . . ?
C31 N7 C27 C28 0.9(5) . . . . ?
C32 N6 C36 Br2 179.5(2) . . . . ?
C32 N6 C36 C35 -1.3(6) . . . . ?
C32 N8 C27 N7 15.7(5) . . . . ?
C32 N8 C27 C28 -164.5(3) . . . . ?
C32 C33 C34 C35 -0.3(6) . . . . ?
C33 C34 C35 C36 -0.9(7) . . . . ?
C34 C35 C36 Br2 -179.1(3) . . . . ?
C34 C35 C36 N6 1.7(6) . . . . ?
C36 N6 C32 N8 -178.7(3) . . . . ?
C36 N6 C32 C33 -0.1(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_220423b
_database_code_depnum_ccdc_archive 'CCDC 2227286'
loop_
_audit_author_name
_audit_author_address
'Yating Chen '
;Guilin university of technology
China
;
_audit_update_record             
;
2022-12-18 deposited with the CCDC.	2023-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H22 Br6 Cu N9 O2'
_chemical_formula_sum            'C38 H22 Br6 Cu N9 O2'
_chemical_formula_weight         1179.65

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'
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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'I 1 2/a 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   22.763(3)
_cell_length_b                   15.0213(12)
_cell_length_c                   23.524(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.088(11)
_cell_angle_gamma                90.00
_cell_volume                     7963.5(15)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    881
_cell_measurement_theta_min      2.4350
_cell_measurement_theta_max      17.4350

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.968
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4544
_exptl_absorpt_coefficient_mu    6.617
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'XtaLAB Mini (ROW)'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13666
_diffrn_reflns_av_R_equivalents  0.1542
_diffrn_reflns_av_sigmaI/netI    0.2949
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.33
_diffrn_reflns_theta_max         25.50
_reflns_number_total             7408
_reflns_number_gt                2091
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0078P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7408
_refine_ls_number_parameters     501
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.2840
_refine_ls_R_factor_gt           0.0850
_refine_ls_wR_factor_ref         0.2035
_refine_ls_wR_factor_gt          0.1289
_refine_ls_goodness_of_fit_ref   0.972
_refine_ls_restrained_S_all      0.971
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C37 C 0.7108(10) 0.6543(12) 0.2667(10) 0.091(7) Uani 1 1 d . . .
H37 H 0.7443 0.6801 0.2875 0.110 Uiso 1 1 calc R . .
Cu1 Cu 0.65965(9) 0.63305(12) 0.38951(9) 0.0566(6) Uani 1 1 d . . .
Br1 Br 0.70136(11) 0.31670(12) 0.39344(11) 0.1002(8) Uani 1 1 d . . .
O1 O 0.6928(5) 0.5161(6) 0.3967(5) 0.059(3) Uani 1 1 d . . .
N1 N 0.5811(6) 0.5870(8) 0.3548(6) 0.050(4) Uani 1 1 d . . .
C1 C 0.7607(10) 0.4328(13) 0.2711(10) 0.129(9) Uani 1 1 d U . .
H1A H 0.7485 0.4298 0.2304 0.193 Uiso 1 1 calc R . .
H1B H 0.7269 0.4454 0.2900 0.193 Uiso 1 1 calc R . .
H1C H 0.7777 0.3768 0.2845 0.193 Uiso 1 1 calc R . .
Br2 Br 0.93086(10) 0.38536(14) 0.50559(11) 0.1055(8) Uani 1 1 d . . .
O2 O 0.6814(5) 0.8929(7) 0.5379(5) 0.064(3) Uani 1 1 d . . .
H2 H 0.6999 0.8474 0.5328 0.095 Uiso 1 1 calc R . .
N2 N 0.6674(7) 0.6302(9) 0.2918(6) 0.056(4) Uani 1 1 d . . .
C2 C 0.7074(12) 0.6413(13) 0.2063(12) 0.111(9) Uani 1 1 d . . .
H2A H 0.7393 0.6582 0.1879 0.134 Uiso 1 1 calc R . .
Br3 Br 0.36332(10) 0.78153(17) 0.30562(12) 0.1209(10) Uani 1 1 d . . .
N3 N 0.7323(6) 0.6869(7) 0.4263(6) 0.061(4) Uani 1 1 d . . .
C3 C 0.6604(11) 0.6060(14) 0.1759(9) 0.089(7) Uani 1 1 d . . .
H3 H 0.6581 0.6001 0.1362 0.107 Uiso 1 1 calc R . .
Br4 Br 0.58671(12) 0.68610(15) 0.60844(10) 0.1012(8) Uani 1 1 d . . .
N4 N 0.7315(6) 0.7784(8) 0.4362(6) 0.057(4) Uani 1 1 d . . .
C4 C 0.6121(10) 0.5766(11) 0.2055(9) 0.070(6) Uani 1 1 d . . .
Br5 Br 0.67054(11) 1.08498(12) 0.56775(9) 0.0873(7) Uani 1 1 d . . .
N5 N 0.6330(6) 0.7527(8) 0.4019(5) 0.053(4) Uani 1 1 d . . .
C5 C 0.5594(11) 0.5330(13) 0.1811(10) 0.095(8) Uani 1 1 d . . .
H5 H 0.5576 0.5134 0.1434 0.114 Uiso 1 1 calc R . .
Br6 Br 0.63077(11) 1.12361(12) 0.32814(10) 0.0983(8) Uani 1 1 d . . .
N6 N 0.5132(8) 0.8233(12) 0.5570(9) 0.101(6) Uani 1 1 d . . .
C6 C 0.5127(10) 0.5175(13) 0.2067(11) 0.093(8) Uani 1 1 d . . .
H6 H 0.4763 0.4997 0.1870 0.111 Uiso 1 1 calc R . .
N7 N 0.5754(6) 0.7889(8) 0.4020(6) 0.058(4) Uani 1 1 d . . .
C7 C 0.5227(9) 0.5307(12) 0.2688(11) 0.077(7) Uani 1 1 d . . .
N8 N 0.4818(7) 0.7872(8) 0.3497(6) 0.065(4) Uani 1 1 d . . .
C8 C 0.4752(10) 0.5153(13) 0.2987(11) 0.096(8) Uani 1 1 d . . .
H8 H 0.4392 0.4940 0.2800 0.115 Uiso 1 1 calc R . .
C9 C 0.4829(7) 0.5327(11) 0.3567(10) 0.073(6) Uani 1 1 d . . .
H9 H 0.4522 0.5208 0.3779 0.088 Uiso 1 1 calc R . .
N9 N 0.8368(10) 0.5605(17) 0.2828(13) 0.176(11) Uani 1 1 d . . .
C10 C 0.5359(9) 0.5676(10) 0.3839(8) 0.072(6) Uani 1 1 d . . .
H10 H 0.5403 0.5778 0.4232 0.087 Uiso 1 1 calc R . .
C11 C 0.5724(9) 0.5718(10) 0.2960(8) 0.062(5) Uani 1 1 d . . .
C12 C 0.6196(8) 0.5907(10) 0.2629(7) 0.050(4) Uani 1 1 d . . .
C13 C 0.4451(7) 0.7874(11) 0.3025(10) 0.076(6) Uani 1 1 d . . .
C14 C 0.4642(9) 0.7924(12) 0.2491(8) 0.076(6) Uani 1 1 d . . .
H14 H 0.4371 0.7943 0.2157 0.091 Uiso 1 1 calc R . .
C15 C 0.5241(9) 0.7944(11) 0.2469(9) 0.080(6) Uani 1 1 d . . .
H15 H 0.5383 0.7956 0.2117 0.096 Uiso 1 1 calc R . .
C16 C 0.5634(9) 0.7946(10) 0.2984(9) 0.071(6) Uani 1 1 d . . .
H16 H 0.6041 0.7985 0.2979 0.085 Uiso 1 1 calc R . .
C17 C 0.5407(8) 0.7889(9) 0.3508(10) 0.058(5) Uani 1 1 d . . .
C18 C 0.5542(9) 0.7627(13) 0.5462(10) 0.082(6) Uani 1 1 d . . .
C19 C 0.4923(9) 0.8789(14) 0.5112(9) 0.084(7) Uani 1 1 d . . .
H19 H 0.4660 0.9248 0.5159 0.101 Uiso 1 1 calc R . .
C20 C 0.5102(8) 0.8655(13) 0.4616(8) 0.076(6) Uani 1 1 d . . .
H20 H 0.4946 0.8990 0.4297 0.091 Uiso 1 1 calc R . .
C21 C 0.5542(8) 0.7989(12) 0.4568(8) 0.059(5) Uani 1 1 d . . .
C22 C 0.5730(7) 0.7493(10) 0.4992(8) 0.045(4) Uani 1 1 d . . .
H22 H 0.6001 0.7040 0.4956 0.054 Uiso 1 1 calc R . .
C23 C 0.6768(8) 0.8093(10) 0.4232(7) 0.056(5) Uani 1 1 d . . .
C24 C 0.6684(8) 0.9067(10) 0.4339(8) 0.061(5) Uani 1 1 d . . .
C25 C 0.6551(7) 0.9626(11) 0.3861(7) 0.055(5) Uani 1 1 d . . .
H25 H 0.6502 0.9381 0.3495 0.066 Uiso 1 1 calc R . .
C26 C 0.6494(8) 1.0507(11) 0.3923(9) 0.069(6) Uani 1 1 d . . .
C27 C 0.6542(8) 1.0873(10) 0.4483(9) 0.069(6) Uani 1 1 d . . .
H27 H 0.6505 1.1484 0.4533 0.083 Uiso 1 1 calc R . .
C28 C 0.6640(7) 1.0330(10) 0.4939(7) 0.052(5) Uani 1 1 d . . .
C29 C 0.6740(7) 0.9412(10) 0.4895(8) 0.050(4) Uani 1 1 d . . .
C30 C 0.7843(7) 0.6472(10) 0.4467(7) 0.054(3) Uani 1 1 d . . .
C31 C 0.7905(7) 0.5516(10) 0.4427(7) 0.054(3) Uani 1 1 d . . .
C32 C 0.8462(7) 0.5172(10) 0.4673(7) 0.059(5) Uani 1 1 d . . .
H32 H 0.8762 0.5565 0.4819 0.071 Uiso 1 1 calc R . .
C33 C 0.8571(9) 0.4281(12) 0.4701(9) 0.082(6) Uani 1 1 d . . .
C34 C 0.8134(9) 0.3705(11) 0.4475(8) 0.077(6) Uani 1 1 d . . .
H34 H 0.8212 0.3097 0.4482 0.092 Uiso 1 1 calc R . .
C35 C 0.7572(8) 0.4008(12) 0.4233(8) 0.069(5) Uani 1 1 d . . .
C36 C 0.7454(9) 0.4937(11) 0.4231(9) 0.072(6) Uani 1 1 d . . .
C38 C 0.8068(14) 0.506(2) 0.2845(15) 0.133(12) Uani 1 1 d U . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C37 N2 1.27(2) . ?
C37 C2 1.43(3) . ?
C37 H37 0.9300 . ?
Cu1 O1 1.910(10) . ?
Cu1 N5 1.932(13) . ?
Cu1 N3 1.932(13) . ?
Cu1 N1 1.982(13) . ?
Cu1 N2 2.330(13) . ?
Br1 C35 1.858(18) . ?
O1 C36 1.312(19) . ?
N1 C10 1.35(2) . ?
N1 C11 1.39(2) . ?
C1 C38 1.53(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
Br2 C33 1.880(18) . ?
O2 C29 1.341(17) . ?
O2 H2 0.8200 . ?
N2 C12 1.338(19) . ?
C2 C3 1.31(3) . ?
C2 H2A 0.9300 . ?
Br3 C13 1.875(16) . ?
N3 C30 1.352(18) . ?
N3 N4 1.395(14) . ?
C3 C4 1.45(2) . ?
C3 H3 0.9300 . ?
Br4 C18 1.93(2) . ?
N4 C23 1.326(19) . ?
C4 C12 1.35(2) . ?
C4 C5 1.42(3) . ?
Br5 C28 1.890(17) . ?
N5 C23 1.351(19) . ?
N5 N7 1.420(17) . ?
C5 C6 1.31(3) . ?
C5 H5 0.9300 . ?
Br6 C26 1.865(18) . ?
N6 C18 1.35(2) . ?
N6 C19 1.39(2) . ?
C6 C7 1.46(3) . ?
C6 H6 0.9300 . ?
N7 C17 1.35(2) . ?
N7 C21 1.45(2) . ?
C7 C11 1.37(2) . ?
C7 C8 1.39(3) . ?
N8 C13 1.29(2) . ?
N8 C17 1.339(19) . ?
C8 C9 1.38(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.39(2) . ?
C9 H9 0.9300 . ?
N9 C38 1.07(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.44(2) . ?
C13 C14 1.39(2) . ?
C14 C15 1.37(2) . ?
C14 H14 0.9300 . ?
C15 C16 1.40(2) . ?
C15 H15 0.9300 . ?
C16 C17 1.40(2) . ?
C16 H16 0.9300 . ?
C18 C22 1.26(2) . ?
C19 C20 1.31(2) . ?
C19 H19 0.9300 . ?
C20 C21 1.43(2) . ?
C20 H20 0.9300 . ?
C21 C22 1.27(2) . ?
C22 H22 0.9300 . ?
C23 C24 1.50(2) . ?
C24 C25 1.40(2) . ?
C24 C29 1.40(2) . ?
C25 C26 1.339(19) . ?
C25 H25 0.9300 . ?
C26 C27 1.42(2) . ?
C27 C28 1.34(2) . ?
C27 H27 0.9300 . ?
C28 C29 1.404(19) . ?
C30 C31 1.447(19) . ?
C31 C36 1.38(2) . ?
C31 C32 1.415(19) . ?
C32 C33 1.36(2) . ?
C32 H32 0.9300 . ?
C33 C34 1.37(2) . ?
C34 C35 1.40(2) . ?
C34 H34 0.9300 . ?
C35 C36 1.42(2) . ?

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 C37 C2 119(2) . . ?
N2 C37 H37 120.4 . . ?
C2 C37 H37 120.4 . . ?
O1 Cu1 N5 166.1(5) . . ?
O1 Cu1 N3 92.4(5) . . ?
N5 Cu1 N3 79.1(5) . . ?
O1 Cu1 N1 92.2(5) . . ?
N5 Cu1 N1 95.9(5) . . ?
N3 Cu1 N1 174.7(5) . . ?
O1 Cu1 N2 89.3(5) . . ?
N5 Cu1 N2 103.5(5) . . ?
N3 Cu1 N2 105.7(6) . . ?
N1 Cu1 N2 77.1(5) . . ?
C36 O1 Cu1 126.9(10) . . ?
C10 N1 C11 117.2(15) . . ?
C10 N1 Cu1 125.2(12) . . ?
C11 N1 Cu1 117.5(12) . . ?
C38 C1 H1A 109.5 . . ?
C38 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C38 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C29 O2 H2 109.5 . . ?
C37 N2 C12 121.2(17) . . ?
C37 N2 Cu1 128.6(15) . . ?
C12 N2 Cu1 109.9(11) . . ?
C3 C2 C37 122(3) . . ?
C3 C2 H2A 119.2 . . ?
C37 C2 H2A 119.2 . . ?
C30 N3 N4 113.9(13) . . ?
C30 N3 Cu1 128.8(10) . . ?
N4 N3 Cu1 117.2(10) . . ?
C2 C3 C4 118(2) . . ?
C2 C3 H3 120.8 . . ?
C4 C3 H3 120.8 . . ?
C23 N4 N3 109.9(13) . . ?
C12 C4 C5 117(2) . . ?
C12 C4 C3 115.7(19) . . ?
C5 C4 C3 127(2) . . ?
C23 N5 N7 113.0(13) . . ?
C23 N5 Cu1 114.2(11) . . ?
N7 N5 Cu1 131.8(10) . . ?
C6 C5 C4 126(2) . . ?
C6 C5 H5 116.9 . . ?
C4 C5 H5 116.9 . . ?
C18 N6 C19 115.3(19) . . ?
C5 C6 C7 114(2) . . ?
C5 C6 H6 122.8 . . ?
C7 C6 H6 122.8 . . ?
C17 N7 N5 115.0(14) . . ?
C17 N7 C21 124.8(16) . . ?
N5 N7 C21 117.8(14) . . ?
C11 C7 C8 119(2) . . ?
C11 C7 C6 122(2) . . ?
C8 C7 C6 117(2) . . ?
C13 N8 C17 122.7(18) . . ?
C7 C8 C9 118.0(19) . . ?
C7 C8 H8 121.0 . . ?
C9 C8 H8 121.0 . . ?
C10 C9 C8 121(2) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
N1 C10 C9 121.8(19) . . ?
N1 C10 H10 119.1 . . ?
C9 C10 H10 119.1 . . ?
C7 C11 N1 122(2) . . ?
C7 C11 C12 118(2) . . ?
N1 C11 C12 119.5(16) . . ?
N2 C12 C4 123.8(18) . . ?
N2 C12 C11 115.3(16) . . ?
C4 C12 C11 120.6(19) . . ?
N8 C13 C14 122.0(17) . . ?
N8 C13 Br3 119.4(17) . . ?
C14 C13 Br3 118.5(17) . . ?
C15 C14 C13 118.4(19) . . ?
C15 C14 H14 120.8 . . ?
C13 C14 H14 120.8 . . ?
C14 C15 C16 119(2) . . ?
C14 C15 H15 120.5 . . ?
C16 C15 H15 120.5 . . ?
C17 C16 C15 119.3(19) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
N8 C17 N7 118(2) . . ?
N8 C17 C16 118.5(18) . . ?
N7 C17 C16 123.0(18) . . ?
C22 C18 N6 127(2) . . ?
C22 C18 Br4 115.5(17) . . ?
N6 C18 Br4 117(2) . . ?
C20 C19 N6 119(2) . . ?
C20 C19 H19 120.5 . . ?
N6 C19 H19 120.5 . . ?
C19 C20 C21 119.2(19) . . ?
C19 C20 H20 120.4 . . ?
C21 C20 H20 120.4 . . ?
C22 C21 C20 120.7(17) . . ?
C22 C21 N7 121.4(18) . . ?
C20 C21 N7 117.9(18) . . ?
C21 C22 C18 118.6(18) . . ?
C21 C22 H22 120.7 . . ?
C18 C22 H22 120.7 . . ?
N4 C23 N5 119.0(14) . . ?
N4 C23 C24 116.1(16) . . ?
N5 C23 C24 124.8(16) . . ?
C25 C24 C29 120.6(15) . . ?
C25 C24 C23 117.9(16) . . ?
C29 C24 C23 121.5(15) . . ?
C26 C25 C24 121.2(16) . . ?
C26 C25 H25 119.4 . . ?
C24 C25 H25 119.4 . . ?
C25 C26 C27 119.3(17) . . ?
C25 C26 Br6 120.5(15) . . ?
C27 C26 Br6 120.2(13) . . ?
C28 C27 C26 119.3(15) . . ?
C28 C27 H27 120.3 . . ?
C26 C27 H27 120.3 . . ?
C27 C28 C29 123.2(16) . . ?
C27 C28 Br5 117.8(13) . . ?
C29 C28 Br5 118.8(13) . . ?
O2 C29 C24 125.4(14) . . ?
O2 C29 C28 118.0(16) . . ?
C24 C29 C28 116.1(15) . . ?
N3 C30 C31 120.2(15) . . ?
C36 C31 C32 119.3(16) . . ?
C36 C31 C30 125.0(16) . . ?
C32 C31 C30 115.3(15) . . ?
C33 C32 C31 121.7(16) . . ?
C33 C32 H32 119.1 . . ?
C31 C32 H32 119.1 . . ?
C32 C33 C34 119.1(17) . . ?
C32 C33 Br2 120.2(15) . . ?
C34 C33 Br2 120.7(14) . . ?
C33 C34 C35 121.7(17) . . ?
C33 C34 H34 119.2 . . ?
C35 C34 H34 119.2 . . ?
C34 C35 C36 118.8(17) . . ?
C34 C35 Br1 118.0(14) . . ?
C36 C35 Br1 123.2(15) . . ?
O1 C36 C31 125.8(16) . . ?
O1 C36 C35 114.4(17) . . ?
C31 C36 C35 119.2(18) . . ?
N9 C38 C1 166(4) . . ?

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
O2 H2 N4 0.82 1.93 2.630(16) 142.8 2_656
O2 H2 N4 0.82 2.69 3.279(17) 130.5 .

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.783
_refine_diff_density_min         -0.503
_refine_diff_density_rms         0.130
####################################################################### 
# 
# 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_201229b
_database_code_depnum_ccdc_archive 'CCDC 2227282'
loop_
_audit_author_name
_audit_author_address
'Yating Chen '
;Guilin university of technology
China
;
_audit_update_record             
;
2022-12-18 deposited with the CCDC.	2023-08-08 downloaded from the CCDC.
;
_audit_creation_date             2022-12-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H20 Cl6 Cu N8 O2'
_chemical_formula_sum            'C36 H20 Cl6 Cu N8 O2'
_chemical_formula_weight         872.84
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   12.9685(17)
_cell_length_b                   14.0639(16)
_cell_length_c                   39.685(4)
_cell_angle_alpha                90
_cell_angle_beta                 95.558(10)
_cell_angle_gamma                90
_cell_volume                     7204.1(15)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    1885
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      20.1850
_cell_measurement_theta_min      2.5810
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.099
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92169
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.34a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.610
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             3512
_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  0.1014
_diffrn_reflns_av_unetI/netI     0.1662
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       47
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            12897
_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         2.897
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -74.00 108.00   1.00   13.50    --   30.00  54.00-180.00  182
  2  ω     41.00  87.00   1.00   13.50    --   30.00  54.00  30.00   46
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini (ROW)'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0078770000
_diffrn_orient_matrix_UB_12      -0.0163510000
_diffrn_orient_matrix_UB_13      0.0169350000
_diffrn_orient_matrix_UB_21      0.0167145000
_diffrn_orient_matrix_UB_22      -0.0446533000
_diffrn_orient_matrix_UB_23      -0.0057610000
_diffrn_orient_matrix_UB_31      0.0518641000
_diffrn_orient_matrix_UB_32      0.0167965000
_diffrn_orient_matrix_UB_33      0.0011359000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2848
_reflns_number_total             6338
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.39.34a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.34a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.34a (Rigaku OD, 2017)'
_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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.429
_refine_diff_density_min         -0.403
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.971
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     479
_refine_ls_number_reflns         6338
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1657
_refine_ls_R_factor_gt           0.0672
_refine_ls_restrained_S_all      0.971
_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)+(0.0123P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1007
_refine_ls_wR_factor_ref         0.1404
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2a), C3(H3), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C15(H15),
 C17(H17), C19(H19), C24(H24), C26(H26), C29(H29), C30(H30), C31(H31), C34(H34),
  C35(H35), C36(H36)
2.b Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.22643(6) 0.39242(5) 0.64820(2) 0.0448(2) Uani 1 1 d . . . . .
Cl1 Cl 0.52511(18) 0.63987(16) 0.78428(6) 0.0983(8) Uani 1 1 d . . . . .
O1 O 0.2137(3) 0.5006(3) 0.67795(12) 0.0497(13) Uani 1 1 d . . . . .
N1 N 0.1623(4) 0.2844(3) 0.68177(15) 0.0502(16) Uani 1 1 d . . . . .
C1 C 0.0268(5) 0.4554(4) 0.6096(2) 0.054(2) Uani 1 1 d . . . . .
H1 H 0.068155 0.498651 0.599380 0.065 Uiso 1 1 calc R . . . .
Cl2 Cl 0.13811(16) 0.64276(15) 0.72357(7) 0.0941(9) Uani 1 1 d . . . . .
N2 N 0.0705(4) 0.3985(3) 0.63320(14) 0.0369(13) Uani 1 1 d . . . . .
O2 O 0.5903(3) 0.2994(4) 0.61013(16) 0.0706(16) Uani 1 1 d . . . . .
H2 H 0.554048 0.323626 0.623619 0.106 Uiso 1 1 calc GR . . . .
C2 C -0.0804(6) 0.4531(5) 0.5994(2) 0.066(2) Uani 1 1 d . . . . .
H2A H -0.108374 0.493350 0.582263 0.079 Uiso 1 1 calc R . . . .
Cl3 Cl 0.71828(16) 0.19571(15) 0.56819(7) 0.0945(9) Uani 1 1 d . . . . .
N3 N 0.3766(4) 0.3927(3) 0.65697(14) 0.0422(14) Uani 1 1 d . . . . .
C3 C -0.1419(6) 0.3925(5) 0.6143(2) 0.064(2) Uani 1 1 d . . . . .
H3 H -0.212605 0.390655 0.607564 0.077 Uiso 1 1 calc R . . . .
Cl4 Cl 0.36638(18) 0.00831(15) 0.52770(6) 0.0940(8) Uani 1 1 d . . . . .
N4 N 0.4306(4) 0.3338(4) 0.63677(15) 0.0495(15) Uani 1 1 d . . . . .
C4 C -0.0999(5) 0.3328(4) 0.6399(2) 0.051(2) Uani 1 1 d . . . . .
Cl5 Cl 0.2164(2) -0.02622(17) 0.65907(8) 0.1293(12) Uani 1 1 d . . . . .
N5 N 0.2654(4) 0.3019(3) 0.61375(14) 0.0456(15) Uani 1 1 d . . . . .
C5 C -0.1593(6) 0.2670(6) 0.6570(2) 0.072(3) Uani 1 1 d . . . . .
H5 H -0.230565 0.263083 0.651600 0.086 Uiso 1 1 calc R . . . .
Cl6 Cl 0.17509(18) 0.57071(14) 0.53586(6) 0.0899(8) Uani 1 1 d . . . . .
N6 N 0.1928(4) 0.1223(4) 0.62091(17) 0.0589(17) Uani 1 1 d . . . . .
C6 C -0.1130(6) 0.2109(5) 0.6808(2) 0.070(2) Uani 1 1 d . . . . .
H6 H -0.153760 0.168619 0.691713 0.083 Uiso 1 1 calc R . . . .
N7 N 0.1841(4) 0.4012(4) 0.56023(16) 0.0499(15) Uani 1 1 d . . . . .
C7 C -0.0049(6) 0.2120(5) 0.6905(2) 0.058(2) Uani 1 1 d . . . . .
C8 C 0.0486(8) 0.1519(6) 0.7145(2) 0.081(3) Uani 1 1 d . . . . .
H8 H 0.012023 0.107160 0.725774 0.097 Uiso 1 1 calc R . . . .
N8 N 0.1967(4) 0.2577(4) 0.58884(16) 0.0505(16) Uani 1 1 d . . . . .
C9 C 0.1523(7) 0.1581(6) 0.7213(2) 0.079(3) Uani 1 1 d . . . . .
H9 H 0.187364 0.117346 0.736930 0.094 Uiso 1 1 calc R . . . .
C10 C 0.2058(6) 0.2260(5) 0.7047(2) 0.069(2) Uani 1 1 d . . . . .
H10 H 0.277008 0.230424 0.710111 0.083 Uiso 1 1 calc R . . . .
C11 C 0.0576(5) 0.2770(4) 0.67425(17) 0.0424(17) Uani 1 1 d . . . . .
C12 C 0.0083(5) 0.3372(4) 0.64836(18) 0.0402(17) Uani 1 1 d . . . . .
C13 C 0.2863(6) 0.5317(4) 0.70014(19) 0.0460(18) Uani 1 1 d . . . . .
C14 C 0.2623(5) 0.5963(4) 0.7260(2) 0.052(2) Uani 1 1 d . . . . .
C15 C 0.3329(6) 0.6270(5) 0.7512(2) 0.064(2) Uani 1 1 d . . . . .
H15 H 0.311859 0.665953 0.768159 0.077 Uiso 1 1 calc R . . . .
C16 C 0.4355(6) 0.6010(5) 0.7517(2) 0.055(2) Uani 1 1 d . . . . .
C17 C 0.4680(5) 0.5445(4) 0.72657(19) 0.053(2) Uani 1 1 d . . . . .
H17 H 0.538002 0.530818 0.725957 0.064 Uiso 1 1 calc R . . . .
C18 C 0.3935(5) 0.5075(4) 0.70162(18) 0.0431(18) Uani 1 1 d . . . . .
C19 C 0.4331(5) 0.4450(4) 0.67820(18) 0.0460(18) Uani 1 1 d . . . . .
H19 H 0.504670 0.441213 0.678054 0.055 Uiso 1 1 calc R . . . .
C20 C 0.3679(5) 0.2872(4) 0.61400(17) 0.0408(17) Uani 1 1 d . . . . .
C21 C 0.4246(5) 0.2249(4) 0.59138(18) 0.0446(18) Uani 1 1 d . . . . .
C22 C 0.5344(6) 0.2365(5) 0.5910(2) 0.055(2) Uani 1 1 d . . . . .
C23 C 0.5854(5) 0.1790(5) 0.5696(2) 0.056(2) Uani 1 1 d . . . . .
C24 C 0.5360(6) 0.1103(5) 0.54982(19) 0.057(2) Uani 1 1 d . . . . .
H24 H 0.572584 0.072746 0.535780 0.068 Uiso 1 1 calc R . . . .
C25 C 0.4313(6) 0.0976(5) 0.55100(18) 0.0538(19) Uani 1 1 d . . . . .
C26 C 0.3763(5) 0.1529(4) 0.57210(19) 0.055(2) Uani 1 1 d . . . . .
H26 H 0.306086 0.141366 0.573248 0.066 Uiso 1 1 calc R . . . .
C28 C 0.1381(6) 0.1821(5) 0.6006(2) 0.0510(19) Uani 1 1 d . . . . .
C29 C 0.0305(6) 0.1719(5) 0.5924(2) 0.064(2) Uani 1 1 d . . . . .
H29 H -0.006439 0.214831 0.578030 0.077 Uiso 1 1 calc R . . . .
C30 C -0.0172(6) 0.0983(6) 0.6059(2) 0.078(3) Uani 1 1 d . . . . .
H30 H -0.088255 0.090336 0.600910 0.093 Uiso 1 1 calc R . . . .
C31 C 0.0370(7) 0.0346(5) 0.6270(3) 0.081(3) Uani 1 1 d . . . . .
H31 H 0.004896 -0.016999 0.636278 0.097 Uiso 1 1 calc R . . . .
C32 C 0.1412(7) 0.0511(5) 0.6336(2) 0.069(2) Uani 1 1 d . . . . .
C33 C 0.1665(5) 0.3088(6) 0.5592(2) 0.055(2) Uani 1 1 d . . . . .
C34 C 0.1211(6) 0.2612(6) 0.5309(2) 0.071(2) Uani 1 1 d . . . . .
H34 H 0.110349 0.195810 0.531217 0.085 Uiso 1 1 calc R . . . .
C35 C 0.0924(7) 0.3144(7) 0.5025(2) 0.090(3) Uani 1 1 d . . . . .
H35 H 0.063333 0.284913 0.482823 0.108 Uiso 1 1 calc R . . . .
C36 C 0.1068(6) 0.4104(7) 0.5031(2) 0.076(3) Uani 1 1 d . . . . .
H36 H 0.084623 0.448045 0.484476 0.091 Uiso 1 1 calc R . . . .
C37 C 0.1549(6) 0.4494(5) 0.5319(2) 0.063(2) Uani 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
Cu1 O1 1.942(4) . ?
Cu1 N1 2.233(5) . ?
Cu1 N2 2.053(5) . ?
Cu1 N3 1.945(5) . ?
Cu1 N5 1.969(5) . ?
Cl1 C16 1.740(7) . ?
O1 C13 1.301(8) . ?
N1 C10 1.312(8) . ?
N1 C11 1.365(7) . ?
C1 N2 1.317(8) . ?
C1 C2 1.411(9) . ?
Cl2 C14 1.732(7) . ?
N2 C12 1.361(7) . ?
O2 C22 1.334(8) . ?
C2 C3 1.345(9) . ?
Cl3 C23 1.746(7) . ?
N3 N4 1.388(6) . ?
N3 C19 1.291(8) . ?
C3 C4 1.387(10) . ?
Cl4 C25 1.729(7) . ?
N4 C20 1.329(8) . ?
C4 C5 1.419(9) . ?
C4 C12 1.412(8) . ?
Cl5 C32 1.722(9) . ?
N5 N8 1.410(7) . ?
N5 C20 1.344(7) . ?
C5 C6 1.328(10) . ?
Cl6 C37 1.731(7) . ?
N6 C28 1.323(8) . ?
N6 C32 1.330(9) . ?
C6 C7 1.417(10) . ?
N7 C33 1.320(8) . ?
N7 C37 1.334(9) . ?
C7 C8 1.404(10) . ?
C7 C11 1.418(8) . ?
C8 C9 1.349(10) . ?
N8 C28 1.412(8) . ?
N8 C33 1.402(9) . ?
C9 C10 1.384(9) . ?
C11 C12 1.433(9) . ?
C13 C14 1.427(9) . ?
C13 C18 1.427(9) . ?
C14 C15 1.359(10) . ?
C15 C16 1.377(9) . ?
C16 C17 1.374(9) . ?
C17 C18 1.414(9) . ?
C18 C19 1.412(8) . ?
C20 C21 1.498(8) . ?
C21 C22 1.436(8) . ?
C21 C26 1.381(8) . ?
C22 C23 1.384(9) . ?
C23 C24 1.366(9) . ?
C24 C25 1.375(9) . ?
C25 C26 1.390(8) . ?
C28 C29 1.409(9) . ?
C29 C30 1.345(9) . ?
C30 C31 1.372(11) . ?
C31 C32 1.371(10) . ?
C33 C34 1.388(10) . ?
C34 C35 1.376(11) . ?
C35 C36 1.363(9) . ?
C36 C37 1.366(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 N1 96.4(2) . . ?
O1 Cu1 N2 90.25(18) . . ?
O1 Cu1 N3 91.9(2) . . ?
O1 Cu1 N5 166.1(2) . . ?
N2 Cu1 N1 77.8(2) . . ?
N3 Cu1 N1 108.6(2) . . ?
N3 Cu1 N2 173.0(2) . . ?
N3 Cu1 N5 78.8(2) . . ?
N5 Cu1 N1 96.3(2) . . ?
N5 Cu1 N2 97.9(2) . . ?
C13 O1 Cu1 125.2(4) . . ?
C10 N1 Cu1 132.8(5) . . ?
C10 N1 C11 117.1(6) . . ?
C11 N1 Cu1 110.0(4) . . ?
N2 C1 C2 122.4(7) . . ?
C1 N2 Cu1 125.1(5) . . ?
C1 N2 C12 117.8(6) . . ?
C12 N2 Cu1 117.1(4) . . ?
C3 C2 C1 119.8(8) . . ?
N4 N3 Cu1 116.6(4) . . ?
C19 N3 Cu1 127.8(5) . . ?
C19 N3 N4 115.5(5) . . ?
C2 C3 C4 119.9(7) . . ?
C20 N4 N3 112.1(5) . . ?
C3 C4 C5 123.5(8) . . ?
C3 C4 C12 117.3(6) . . ?
C12 C4 C5 119.2(7) . . ?
N8 N5 Cu1 125.8(4) . . ?
C20 N5 Cu1 114.5(4) . . ?
C20 N5 N8 119.6(5) . . ?
C6 C5 C4 119.9(8) . . ?
C28 N6 C32 116.7(7) . . ?
C5 C6 C7 123.6(8) . . ?
C33 N7 C37 116.1(7) . . ?
C6 C7 C11 118.5(8) . . ?
C8 C7 C6 126.0(8) . . ?
C8 C7 C11 115.4(7) . . ?
C9 C8 C7 121.0(8) . . ?
N5 N8 C28 115.1(6) . . ?
C33 N8 N5 117.9(5) . . ?
C33 N8 C28 123.2(6) . . ?
C8 C9 C10 119.0(8) . . ?
N1 C10 C9 124.1(8) . . ?
N1 C11 C7 123.4(7) . . ?
N1 C11 C12 118.5(6) . . ?
C7 C11 C12 118.1(7) . . ?
N2 C12 C4 122.8(6) . . ?
N2 C12 C11 116.6(6) . . ?
C4 C12 C11 120.6(6) . . ?
O1 C13 C14 120.4(7) . . ?
O1 C13 C18 125.9(6) . . ?
C18 C13 C14 113.7(7) . . ?
C13 C14 Cl2 117.8(6) . . ?
C15 C14 Cl2 118.5(6) . . ?
C15 C14 C13 123.5(7) . . ?
C14 C15 C16 120.6(7) . . ?
C15 C16 Cl1 120.2(6) . . ?
C17 C16 Cl1 119.4(6) . . ?
C17 C16 C15 120.4(7) . . ?
C16 C17 C18 119.0(7) . . ?
C17 C18 C13 122.5(6) . . ?
C19 C18 C13 122.5(6) . . ?
C19 C18 C17 115.0(6) . . ?
N3 C19 C18 124.4(6) . . ?
N4 C20 N5 118.0(6) . . ?
N4 C20 C21 113.1(6) . . ?
N5 C20 C21 128.9(6) . . ?
C22 C21 C20 119.0(6) . . ?
C26 C21 C20 122.6(6) . . ?
C26 C21 C22 118.3(6) . . ?
O2 C22 C21 123.7(6) . . ?
O2 C22 C23 118.1(7) . . ?
C23 C22 C21 118.2(7) . . ?
C22 C23 Cl3 118.2(6) . . ?
C24 C23 Cl3 119.0(6) . . ?
C24 C23 C22 122.8(7) . . ?
C23 C24 C25 118.8(7) . . ?
C24 C25 Cl4 120.5(6) . . ?
C24 C25 C26 121.0(7) . . ?
C26 C25 Cl4 118.5(6) . . ?
C21 C26 C25 120.8(7) . . ?
N6 C28 N8 113.9(6) . . ?
N6 C28 C29 122.5(7) . . ?
C29 C28 N8 123.6(7) . . ?
C30 C29 C28 118.0(8) . . ?
C29 C30 C31 121.2(8) . . ?
C32 C31 C30 116.3(8) . . ?
N6 C32 Cl5 114.9(7) . . ?
N6 C32 C31 125.3(8) . . ?
C31 C32 Cl5 119.8(7) . . ?
N7 C33 N8 116.5(7) . . ?
N7 C33 C34 124.0(8) . . ?
C34 C33 N8 119.5(7) . . ?
C35 C34 C33 117.4(8) . . ?
C36 C35 C34 120.0(9) . . ?
C35 C36 C37 117.5(9) . . ?
N7 C37 Cl6 113.4(7) . . ?
N7 C37 C36 124.9(7) . . ?
C36 C37 Cl6 121.6(7) . . ?

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
O2 H2 N4 0.82 1.74 2.462(7) 146.5 . yes

_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 1.248
_oxdiff_exptl_absorpt_empirical_full_min 0.892
