#------------------------------------------------------------------------------
#$Date: 2022-02-04 21:42:05 +0200 (Fri, 04 Feb 2022) $
#$Revision: 272679 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/91/7709103.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7709103
loop_
_publ_author_name
'Gu, Yun-Qiong'
'Zhong, Yu-Jun'
'Hu, Mei-Qi'
'Li, Huan-Qing'
'Yang, Kun'
'Dong, Qi'
'Liang, Hong'
'Chen, Zhen-Feng'
_publ_section_title
;
 Terpyridine copper(II) complexes as potential anticancer agents by
 inhibiting cell proliferation, blocking the cell cycle and inducing
 apoptosis in BEL-7402 cells.
;
_journal_issue                   5
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1968
_journal_page_last               1978
_journal_paper_doi               10.1039/d1dt02988f
_journal_volume                  51
_journal_year                    2022
_chemical_formula_moiety         'C21 H14 Br Cl2 Cu N3 O, C H4 O'
_chemical_formula_sum            'C22 H18 Br Cl2 Cu N3 O2'
_chemical_formula_weight         570.74
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2021-07-17
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-08-09 deposited with the CCDC.	2021-12-08 downloaded from the CCDC.
;
_cell_angle_alpha                107.217(6)
_cell_angle_beta                 109.817(5)
_cell_angle_gamma                92.642(5)
_cell_formula_units_Z            2
_cell_length_a                   8.9058(4)
_cell_length_b                   10.7978(8)
_cell_length_c                   12.8382(7)
_cell_measurement_reflns_used    3304
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.0320
_cell_measurement_theta_min      3.5050
_cell_volume                     1094.58(13)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9784
_diffrn_detector_type            Eos
_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     -4.00  86.00   1.00   10.00    --   17.61  57.00  60.00   90
  2  ω    -12.00  88.00   1.00   10.00    --   17.61  77.00-180.00  100
  3  ω    -20.00  60.00   1.00   10.00    --   17.61 -99.00 -60.00   80
  4  ω    -53.00  48.00   1.00   10.00    --   17.61 -77.00  60.00  101
  5  ω    -26.00  91.00   1.00   10.00    --   17.61  19.00   0.00  117
  6  ω     35.00  94.00   1.00   10.00    --   17.61 178.00 -90.00   59
  7  ω     35.00  94.00   1.00   10.00    --   17.61 178.00  90.00   59
  8  ω    -20.00  27.00   1.00   10.00    --   17.61 -99.00-180.00   47
  9  ω    -92.00   6.00   1.00   10.00    --  -19.88 -38.00  60.00   98
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0382083000
_diffrn_orient_matrix_UB_12      0.0485750000
_diffrn_orient_matrix_UB_13      0.0560775000
_diffrn_orient_matrix_UB_21      -0.0147707000
_diffrn_orient_matrix_UB_22      0.0499529000
_diffrn_orient_matrix_UB_23      -0.0260091000
_diffrn_orient_matrix_UB_31      -0.0753958000
_diffrn_orient_matrix_UB_32      0.0019036000
_diffrn_orient_matrix_UB_33      0.0073302000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0531
_diffrn_reflns_av_unetI/netI     0.0580
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15782
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         3.419
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    3.092
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67476
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'metallic light blue'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.732
_exptl_crystal_description       block
_exptl_crystal_F_000             570
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.889
_refine_diff_density_min         -0.484
_refine_diff_density_rms         0.088
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         4467
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0707
_refine_ls_R_factor_gt           0.0446
_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)+(0.0402P)²+0.6649P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0969
_refine_ls_wR_factor_ref         0.1108
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3253
_reflns_number_total             4467
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt02988f2.cif
_cod_data_source_block           20190422-czf-zyj-b19cu-1aaa
_cod_depositor_comments
'Adding full bibliography for 7709100--7709103.cif.'
_cod_original_cell_volume        1094.57(12)
_cod_database_code               7709103
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_max   0.708
_shelx_estimated_absorpt_t_min   0.364
_reflns_odcompleteness_completeness 99.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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:
 C8(H8), C15(H15), C11(H11), C17(H17), C5(H5), C18(H18), C21(H21), C13(H13),
 C3(H3), C14(H14), C16(H16), C0AA(H0AA), C12(H12)
2.b Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C)
2.c Idealised tetrahedral OH refined as rotating group:
 O1(H1), O22(H22)
;
_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 1.738
_oxdiff_exptl_absorpt_empirical_full_min 0.688
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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 -0.62200(6) 0.86388(5) 0.12869(4) 0.03277(15) Uani 1 1 d . . . . .
Br1 Br 0.26395(5) 1.53543(5) 0.31400(4) 0.04446(16) Uani 1 1 d . . . . .
Cl1 Cl -0.87531(12) 0.78911(12) -0.00107(10) 0.0462(3) Uani 1 1 d . . . . .
Cl2 Cl -0.52545(15) 0.68573(13) 0.20262(11) 0.0526(3) Uani 1 1 d . . . . .
O1 O 0.0162(4) 1.2588(3) 0.5815(3) 0.0441(8) Uani 1 1 d . . . . .
H1 H 0.080813 1.278831 0.649271 0.066 Uiso 1 1 calc R U . . .
N1 N -0.5040(4) 0.8266(3) 0.0145(3) 0.0320(8) Uani 1 1 d . . . . .
N2 N -0.4315(4) 1.0015(3) 0.2140(3) 0.0296(8) Uani 1 1 d . . . . .
N3 N -0.6723(4) 0.9641(3) 0.2716(3) 0.0347(8) Uani 1 1 d . . . . .
C19 C -0.5543(5) 1.0638(4) 0.3533(3) 0.0312(9) Uani 1 1 d . . . . .
C8 C -0.1794(5) 1.0985(4) 0.2285(3) 0.0337(10) Uani 1 1 d . . . . .
H8 H -0.100898 1.101711 0.196212 0.040 Uiso 1 1 calc R U . . .
C10 C -0.3578(4) 0.9024(4) 0.0532(3) 0.0294(9) Uani 1 1 d . . . . .
C1 C 0.0722(5) 1.3228(4) 0.5235(4) 0.0336(9) Uani 1 1 d . . . . .
C20 C -0.4151(5) 1.0858(4) 0.3192(3) 0.0291(9) Uani 1 1 d . . . . .
C7 C -0.1579(5) 1.1881(4) 0.3384(3) 0.0300(9) Uani 1 1 d . . . . .
C9 C -0.3183(5) 1.0050(4) 0.1678(3) 0.0302(9) Uani 1 1 d . . . . .
C15 C -0.8010(5) 0.9329(5) 0.2951(4) 0.0431(11) Uani 1 1 d . . . . .
H15 H -0.882764 0.865505 0.238860 0.052 Uiso 1 1 calc R U . . .
C11 C -0.2579(5) 0.8808(4) -0.0097(4) 0.0370(10) Uani 1 1 d . . . . .
H11 H -0.158659 0.934772 0.017759 0.044 Uiso 1 1 calc R U . . .
C17 C -0.6976(5) 1.0978(4) 0.4825(4) 0.0413(11) Uani 1 1 d . . . . .
H17 H -0.706219 1.142589 0.553710 0.050 Uiso 1 1 calc R U . . .
C5 C 0.0493(5) 1.3522(4) 0.3399(4) 0.0348(10) Uani 1 1 d . . . . .
H5 H -0.003496 1.330285 0.259204 0.042 Uiso 1 1 calc R U . . .
C18 C -0.5646(5) 1.1325(4) 0.4589(4) 0.0364(10) Uani 1 1 d . . . . .
H18 H -0.483283 1.201280 0.513486 0.044 Uiso 1 1 calc R U . . .
C4 C 0.1874(5) 1.4462(4) 0.3979(4) 0.0363(10) Uani 1 1 d . . . . .
C21 C -0.2780(5) 1.1793(4) 0.3843(3) 0.0323(9) Uani 1 1 d . . . . .
H21 H -0.265708 1.235989 0.458069 0.039 Uiso 1 1 calc R U . . .
C13 C -0.4544(5) 0.6993(5) -0.1526(4) 0.0434(11) Uani 1 1 d . . . . .
H13 H -0.488937 0.628667 -0.222362 0.052 Uiso 1 1 calc R U . . .
C3 C 0.2708(5) 1.4753(4) 0.5166(4) 0.0401(11) Uani 1 1 d . . . . .
H3 H 0.366275 1.535656 0.554463 0.048 Uiso 1 1 calc R U . . .
C6 C -0.0112(4) 1.2899(4) 0.4023(3) 0.0310(9) Uani 1 1 d . . . . .
C14 C -0.5491(5) 0.7269(4) -0.0865(4) 0.0396(11) Uani 1 1 d . . . . .
H14 H -0.648992 0.674036 -0.113204 0.048 Uiso 1 1 calc R U . . .
C16 C -0.8169(5) 0.9973(5) 0.4005(4) 0.0447(12) Uani 1 1 d . . . . .
H16 H -0.907021 0.972643 0.415367 0.054 Uiso 1 1 calc R U . . .
C0AA C 0.2132(5) 1.4152(4) 0.5789(4) 0.0405(11) Uani 1 1 d . . . . .
H0AA H 0.268943 1.436492 0.659223 0.049 Uiso 1 1 calc R U . . .
C12 C -0.3072(6) 0.7780(5) -0.1138(4) 0.0460(12) Uani 1 1 d . . . . .
H12 H -0.241542 0.761861 -0.157643 0.055 Uiso 1 1 calc R U . . .
O22 O 0.1841(4) 1.3083(5) 0.8043(3) 0.0849(14) Uani 1 1 d . . . . .
H22 H 0.278069 1.318640 0.808553 0.127 Uiso 1 1 calc R U . . .
C2 C 0.1648(8) 1.4118(6) 0.9010(5) 0.0832(19) Uani 1 1 d . . . . .
H2A H 0.111463 1.476537 0.871555 0.125 Uiso 1 1 calc R U . . .
H2B H 0.269328 1.452686 0.960069 0.125 Uiso 1 1 calc R U . . .
H2C H 0.101144 1.373890 0.934383 0.125 Uiso 1 1 calc R U . . .
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'
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
Cl1 Cu1 Cl2 107.45(5) . . ?
N1 Cu1 Cl1 98.62(9) . . ?
N1 Cu1 Cl2 92.70(10) . . ?
N1 Cu1 N3 157.64(13) . . ?
N2 Cu1 Cl1 151.39(10) . . ?
N2 Cu1 Cl2 101.14(10) . . ?
N2 Cu1 N1 78.89(13) . . ?
N2 Cu1 N3 79.08(13) . . ?
N3 Cu1 Cl1 98.85(10) . . ?
N3 Cu1 Cl2 95.26(10) . . ?
C1 O1 H1 109.5 . . ?
C10 N1 Cu1 115.3(3) . . ?
C14 N1 Cu1 126.0(3) . . ?
C14 N1 C10 118.2(3) . . ?
C20 N2 Cu1 119.1(3) . . ?
C9 N2 Cu1 118.9(3) . . ?
C9 N2 C20 122.0(3) . . ?
C19 N3 Cu1 115.1(3) . . ?
C15 N3 Cu1 126.0(3) . . ?
C15 N3 C19 118.6(4) . . ?
N3 C19 C20 113.6(3) . . ?
N3 C19 C18 121.7(4) . . ?
C18 C19 C20 124.6(4) . . ?
C7 C8 H8 120.1 . . ?
C9 C8 H8 120.1 . . ?
C9 C8 C7 119.8(4) . . ?
N1 C10 C9 113.3(3) . . ?
N1 C10 C11 121.9(4) . . ?
C11 C10 C9 124.9(4) . . ?
O1 C1 C6 118.3(4) . . ?
O1 C1 C0AA 122.1(4) . . ?
C0AA C1 C6 119.6(4) . . ?
N2 C20 C19 112.9(3) . . ?
N2 C20 C21 120.5(3) . . ?
C21 C20 C19 126.6(4) . . ?
C8 C7 C6 119.9(4) . . ?
C21 C7 C8 118.3(4) . . ?
C21 C7 C6 121.8(4) . . ?
N2 C9 C8 120.0(4) . . ?
N2 C9 C10 113.5(3) . . ?
C8 C9 C10 126.6(4) . . ?
N3 C15 H15 118.9 . . ?
N3 C15 C16 122.2(4) . . ?
C16 C15 H15 118.9 . . ?
C10 C11 H11 120.6 . . ?
C12 C11 C10 118.9(4) . . ?
C12 C11 H11 120.6 . . ?
C18 C17 H17 120.1 . . ?
C16 C17 H17 120.1 . . ?
C16 C17 C18 119.7(4) . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.3(4) . . ?
C6 C5 H5 119.9 . . ?
C19 C18 C17 118.9(4) . . ?
C19 C18 H18 120.6 . . ?
C17 C18 H18 120.6 . . ?
C5 C4 Br1 120.1(3) . . ?
C3 C4 Br1 119.6(3) . . ?
C3 C4 C5 120.4(4) . . ?
C20 C21 C7 119.4(4) . . ?
C20 C21 H21 120.3 . . ?
C7 C21 H21 120.3 . . ?
C14 C13 H13 120.7 . . ?
C14 C13 C12 118.7(4) . . ?
C12 C13 H13 120.7 . . ?
C4 C3 H3 120.0 . . ?
C0AA C3 C4 120.0(4) . . ?
C0AA C3 H3 120.0 . . ?
C1 C6 C7 121.6(4) . . ?
C5 C6 C1 118.9(4) . . ?
C5 C6 C7 119.5(4) . . ?
N1 C14 C13 122.7(4) . . ?
N1 C14 H14 118.6 . . ?
C13 C14 H14 118.6 . . ?
C15 C16 H16 120.6 . . ?
C17 C16 C15 118.8(4) . . ?
C17 C16 H16 120.6 . . ?
C1 C0AA H0AA 119.6 . . ?
C3 C0AA C1 120.9(4) . . ?
C3 C0AA H0AA 119.6 . . ?
C11 C12 C13 119.6(4) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
C2 O22 H22 109.5 . . ?
O22 C2 H2A 109.5 . . ?
O22 C2 H2B 109.5 . . ?
O22 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 Cl1 2.2370(11) . ?
Cu1 Cl2 2.4536(13) . ?
Cu1 N1 2.037(3) . ?
Cu1 N2 1.957(3) . ?
Cu1 N3 2.040(3) . ?
Br1 C4 1.898(4) . ?
O1 H1 0.8200 . ?
O1 C1 1.344(5) . ?
N1 C10 1.355(5) . ?
N1 C14 1.335(5) . ?
N2 C20 1.342(5) . ?
N2 C9 1.335(5) . ?
N3 C19 1.358(5) . ?
N3 C15 1.334(5) . ?
C19 C20 1.479(5) . ?
C19 C18 1.375(5) . ?
C8 H8 0.9300 . ?
C8 C7 1.397(5) . ?
C8 C9 1.387(5) . ?
C10 C9 1.471(5) . ?
C10 C11 1.375(5) . ?
C1 C6 1.401(5) . ?
C1 C0AA 1.392(6) . ?
C20 C21 1.379(5) . ?
C7 C21 1.397(5) . ?
C7 C6 1.482(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.384(6) . ?
C11 H11 0.9300 . ?
C11 C12 1.374(6) . ?
C17 H17 0.9300 . ?
C17 C18 1.380(6) . ?
C17 C16 1.369(6) . ?
C5 H5 0.9300 . ?
C5 C4 1.383(6) . ?
C5 C6 1.401(5) . ?
C18 H18 0.9300 . ?
C4 C3 1.379(6) . ?
C21 H21 0.9300 . ?
C13 H13 0.9300 . ?
C13 C14 1.371(6) . ?
C13 C12 1.376(6) . ?
C3 H3 0.9300 . ?
C3 C0AA 1.371(6) . ?
C14 H14 0.9300 . ?
C16 H16 0.9300 . ?
C0AA H0AA 0.9300 . ?
C12 H12 0.9300 . ?
O22 H22 0.8200 . ?
O22 C2 1.469(7) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 N1 C10 C9 -4.5(4) . . . . ?
Cu1 N1 C10 C11 174.1(3) . . . . ?
Cu1 N1 C14 C13 -172.5(3) . . . . ?
Cu1 N2 C20 C19 -2.7(4) . . . . ?
Cu1 N2 C20 C21 176.5(3) . . . . ?
Cu1 N2 C9 C8 -177.7(3) . . . . ?
Cu1 N2 C9 C10 1.6(4) . . . . ?
Cu1 N3 C19 C20 3.6(4) . . . . ?
Cu1 N3 C19 C18 -174.2(3) . . . . ?
Cu1 N3 C15 C16 172.5(3) . . . . ?
Br1 C4 C3 C0AA 177.4(3) . . . . ?
O1 C1 C6 C7 0.3(6) . . . . ?
O1 C1 C6 C5 -177.6(4) . . . . ?
O1 C1 C0AA C3 177.5(4) . . . . ?
N1 C10 C9 N2 2.0(5) . . . . ?
N1 C10 C9 C8 -178.8(4) . . . . ?
N1 C10 C11 C12 -1.0(6) . . . . ?
N2 C20 C21 C7 1.8(6) . . . . ?
N3 C19 C20 N2 -0.8(5) . . . . ?
N3 C19 C20 C21 -179.8(4) . . . . ?
N3 C19 C18 C17 0.8(6) . . . . ?
N3 C15 C16 C17 1.1(7) . . . . ?
C19 N3 C15 C16 -0.9(6) . . . . ?
C19 C20 C21 C7 -179.2(4) . . . . ?
C8 C7 C21 C20 -1.7(6) . . . . ?
C8 C7 C6 C1 -138.5(4) . . . . ?
C8 C7 C6 C5 39.4(6) . . . . ?
C10 N1 C14 C13 -0.5(6) . . . . ?
C10 C11 C12 C13 -0.1(7) . . . . ?
C20 N2 C9 C8 -0.6(6) . . . . ?
C20 N2 C9 C10 178.7(3) . . . . ?
C20 C19 C18 C17 -176.7(4) . . . . ?
C7 C8 C9 N2 0.6(6) . . . . ?
C7 C8 C9 C10 -178.6(4) . . . . ?
C9 N2 C20 C19 -179.7(3) . . . . ?
C9 N2 C20 C21 -0.6(6) . . . . ?
C9 C8 C7 C21 0.6(6) . . . . ?
C9 C8 C7 C6 -178.7(4) . . . . ?
C9 C10 C11 C12 177.5(4) . . . . ?
C15 N3 C19 C20 177.7(3) . . . . ?
C15 N3 C19 C18 -0.1(6) . . . . ?
C11 C10 C9 N2 -176.6(4) . . . . ?
C11 C10 C9 C8 2.7(6) . . . . ?
C5 C4 C3 C0AA -2.9(7) . . . . ?
C18 C19 C20 N2 176.9(4) . . . . ?
C18 C19 C20 C21 -2.1(6) . . . . ?
C18 C17 C16 C15 -0.2(7) . . . . ?
C4 C5 C6 C1 -1.2(6) . . . . ?
C4 C5 C6 C7 -179.1(4) . . . . ?
C4 C3 C0AA C1 1.2(7) . . . . ?
C21 C7 C6 C1 42.3(6) . . . . ?
C21 C7 C6 C5 -139.9(4) . . . . ?
C6 C1 C0AA C3 0.5(7) . . . . ?
C6 C7 C21 C20 177.5(4) . . . . ?
C6 C5 C4 Br1 -177.4(3) . . . . ?
C6 C5 C4 C3 2.9(6) . . . . ?
C14 N1 C10 C9 -177.3(3) . . . . ?
C14 N1 C10 C11 1.3(6) . . . . ?
C14 C13 C12 C11 0.8(7) . . . . ?
C16 C17 C18 C19 -0.7(6) . . . . ?
C0AA C1 C6 C7 177.4(4) . . . . ?
C0AA C1 C6 C5 -0.5(6) . . . . ?
C12 C13 C14 N1 -0.5(7) . . . . ?
