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#$Date: 2023-06-07 10:54:57 +0300 (Wed, 07 Jun 2023) $
#$Revision: 284395 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/73/8107304.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_8107304
loop_
_publ_author_name
'Wu, Qiong'
'Yu, Guojun'
'Yang, Jiao'
'Yang, Qiuling'
_publ_section_title
;
 {6,6′-((1E,1′E)-((2,2-dimethylpropane-1,3-diyl)bis(azaneylylidene))bis(methaneylylidene))bis(2-bromo-4-chlorophenolate)-κ4N,N′,O,O′}copper(II),
 C19H16Br2Cl2CuN2O2
;
_journal_issue                   6
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              1101
_journal_page_last               1103
_journal_paper_doi               10.1515/ncrs-2022-0296
_journal_volume                  237
_journal_year                    2022
_chemical_formula_moiety         'C19 H16 Br2 Cl2 Cu N2 O2'
_chemical_formula_sum            'C19 H16 Br2 Cl2 Cu N2 O2'
_chemical_formula_weight         598.60
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_cell_angle_alpha                90
_cell_angle_beta                 97.1610(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.4679(2)
_cell_length_b                   8.61760(10)
_cell_length_c                   19.7854(3)
_cell_measurement_reflns_used    7535
_cell_measurement_temperature    212.99(10)
_cell_measurement_theta_max      75.7450
_cell_measurement_theta_min      3.9430
_cell_volume                     2109.23(5)
_computing_cell_refinement       'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      212.99(10)
_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 0.939
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω     92.00 178.00   1.00    0.80    --  105.98  54.00 153.00   86
  2  ω     93.00 177.00   1.00    0.80    --  105.98  30.00  90.00   84
  3  ω     56.00 121.00   1.00    0.20    --   48.46  54.00 153.00   65
  4  ω     97.00 174.00   1.00    0.80    --  105.98 125.00   0.00   77
  5  ω    -19.00  46.00   1.00    0.20    --   48.46 -54.00   9.00   65
  6  ω     37.00  69.00   1.00    0.80    --  105.98 -61.00  90.00   32
  7  ω     33.00 104.00   1.00    0.80    --  105.98 -77.00  30.00   71
  8  ω     34.00  60.00   1.00    0.80    --  105.98 -54.00   9.00   26
  9  ω     34.00 103.00   1.00    0.80    --  105.98 -77.00 -60.00   69
 10  ω    -23.00  27.00   1.00    0.20    --  -48.46  19.00 -90.00   50
 11  ω    -69.00 -19.00   1.00    0.80    --  -91.75  61.00-150.00   50
 12  ω    -54.00  24.00   1.00    0.20    --  -48.46  54.00 153.00   78
 13  ω    -62.00 -37.00   1.00    0.80    --  -91.75  54.00 153.00   25
 14  ω   -119.00 -74.00   1.00    0.20    --  -48.46 -54.00   9.00   45
 15  ω   -144.00-119.00   1.00    0.80    --  -91.75 -54.00   9.00   25
 16  ω   -156.00 -79.00   1.00    0.80    --  -91.75 -45.00 -90.00   77
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1216274000
_diffrn_orient_matrix_UB_12      0.0172155000
_diffrn_orient_matrix_UB_13      0.0245311000
_diffrn_orient_matrix_UB_21      -0.0258752000
_diffrn_orient_matrix_UB_22      0.1151803000
_diffrn_orient_matrix_UB_23      0.0553204000
_diffrn_orient_matrix_UB_31      -0.0064959000
_diffrn_orient_matrix_UB_32      -0.1356829000
_diffrn_orient_matrix_UB_33      0.0499651000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0422
_diffrn_reflns_av_unetI/netI     0.0420
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.939
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            13085
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.948
_diffrn_reflns_theta_min         3.979
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    8.386
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65752
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.119a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear greenish green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   greenish
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.885
_exptl_crystal_description       block
_exptl_crystal_F_000             1172
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.518
_refine_diff_density_min         -0.494
_refine_diff_density_rms         0.084
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         4118
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0383
_refine_ls_R_factor_gt           0.0325
_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)+(0.0328P)²+1.5977P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0832
_refine_ls_wR_factor_ref         0.0865
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3541
_reflns_number_total             4118
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2022-0296_suppl.cif
_cod_data_source_block           yj14
_cod_database_code               8107304
_chemical_oxdiff_formula         CHON
_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   0.850
_shelx_estimated_absorpt_t_min   0.591
_reflns_odcompleteness_completeness 99.06
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C7(H7), C11(H11), C15(H15), C17(H17)
2.c Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C)
;
_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 1.739
_oxdiff_exptl_absorpt_empirical_full_min 0.753
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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 0.16560(2) 0.17648(4) 0.56144(2) 0.03300(10) Uani 1 1 d . . . . .
Br2 Br 0.24719(3) 0.30328(5) 0.29005(2) 0.04827(13) Uani 1 1 d . . . . .
Cu1 Cu 0.51776(3) 0.26844(5) 0.48725(2) 0.02739(12) Uani 1 1 d . . . . .
Cl1 Cl 0.52360(8) 0.67820(12) 0.16746(5) 0.0505(2) Uani 1 1 d . . . . .
Cl2 Cl 0.37569(7) -0.12136(14) 0.78707(5) 0.0590(3) Uani 1 1 d . . . . .
O1 O 0.39415(16) 0.1964(3) 0.52597(11) 0.0307(5) Uani 1 1 d . . . . .
O2 O 0.43015(17) 0.3111(3) 0.40348(11) 0.0317(5) Uani 1 1 d . . . . .
N1 N 0.61990(19) 0.1549(3) 0.55246(13) 0.0284(5) Uani 1 1 d . . . . .
N2 N 0.6319(2) 0.4092(3) 0.46741(13) 0.0292(5) Uani 1 1 d . . . . .
C1 C 0.4885(2) 0.0659(4) 0.62409(15) 0.0294(6) Uani 1 1 d . . . . .
C2 C 0.3945(2) 0.1264(3) 0.58419(15) 0.0263(6) Uani 1 1 d . . . . .
C3 C 0.2958(2) 0.1026(4) 0.61209(15) 0.0279(6) Uani 1 1 d . . . . .
C4 C 0.2890(3) 0.0311(4) 0.67299(16) 0.0340(7) Uani 1 1 d . . . . .
H4 H 0.2220 0.0205 0.6897 0.041 Uiso 1 1 calc R U . . .
C5 C 0.3833(3) -0.0261(4) 0.70984(17) 0.0384(7) Uani 1 1 d . . . . .
C6 C 0.4815(3) -0.0101(4) 0.68603(17) 0.0361(7) Uani 1 1 d . . . . .
H6 H 0.5442 -0.0503 0.7113 0.043 Uiso 1 1 calc R U . . .
C7 C 0.5949(2) 0.0759(4) 0.60271(16) 0.0302(6) Uani 1 1 d . . . . .
H7 H 0.6505 0.0192 0.6280 0.036 Uiso 1 1 calc R U . . .
C8 C 0.7303(2) 0.1444(4) 0.53365(17) 0.0315(6) Uani 1 1 d . . . . .
H8A H 0.7262 0.1063 0.4867 0.038 Uiso 1 1 calc R U . . .
H8B H 0.7708 0.0676 0.5632 0.038 Uiso 1 1 calc R U . . .
C9 C 0.7936(2) 0.2983(4) 0.53895(16) 0.0317(6) Uani 1 1 d . . . . .
C10 C 0.7177(3) 0.4376(4) 0.52387(16) 0.0326(7) Uani 1 1 d . . . . .
H10A H 0.6845 0.4628 0.5649 0.039 Uiso 1 1 calc R U . . .
H10B H 0.7602 0.5277 0.5128 0.039 Uiso 1 1 calc R U . . .
C11 C 0.6353(2) 0.4815(4) 0.41106(16) 0.0302(6) Uani 1 1 d . . . . .
H11 H 0.6963 0.5438 0.4078 0.036 Uiso 1 1 calc R U . . .
C12 C 0.5540(2) 0.4761(4) 0.35195(15) 0.0286(6) Uani 1 1 d . . . . .
C13 C 0.4557(2) 0.3920(3) 0.35287(15) 0.0275(6) Uani 1 1 d . . . . .
C14 C 0.3817(2) 0.4049(4) 0.29234(16) 0.0320(6) Uani 1 1 d . . . . .
C15 C 0.4031(3) 0.4876(4) 0.23614(16) 0.0332(7) Uani 1 1 d . . . . .
H15 H 0.3525 0.4899 0.1967 0.040 Uiso 1 1 calc R U . . .
C16 C 0.5003(3) 0.5679(4) 0.23806(16) 0.0340(7) Uani 1 1 d . . . . .
C17 C 0.5742(2) 0.5634(4) 0.29518(16) 0.0319(7) Uani 1 1 d . . . . .
H17 H 0.6391 0.6193 0.2964 0.038 Uiso 1 1 calc R U . . .
C18 C 0.8747(3) 0.2922(5) 0.4867(2) 0.0465(9) Uani 1 1 d . . . . .
H18A H 0.9179 0.1986 0.4936 0.070 Uiso 1 1 calc R U . . .
H18B H 0.9215 0.3823 0.4923 0.070 Uiso 1 1 calc R U . . .
H18C H 0.8358 0.2917 0.4410 0.070 Uiso 1 1 calc R U . . .
C19 C 0.8533(3) 0.3203(5) 0.61002(19) 0.0463(9) Uani 1 1 d . . . . .
H19A H 0.8025 0.3126 0.6433 0.069 Uiso 1 1 calc R U . . .
H19B H 0.8872 0.4218 0.6133 0.069 Uiso 1 1 calc R U . . .
H19C H 0.9082 0.2407 0.6190 0.069 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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
O1 Cu1 N1 93.69(10) . .
O1 Cu1 N2 158.57(10) . .
O2 Cu1 O1 90.46(9) . .
O2 Cu1 N1 157.77(10) . .
O2 Cu1 N2 93.35(10) . .
N2 Cu1 N1 90.71(11) . .
C2 O1 Cu1 126.39(19) . .
C13 O2 Cu1 127.50(19) . .
C7 N1 Cu1 125.3(2) . .
C7 N1 C8 119.4(3) . .
C8 N1 Cu1 114.6(2) . .
C10 N2 Cu1 115.6(2) . .
C11 N2 Cu1 125.6(2) . .
C11 N2 C10 118.7(3) . .
C2 C1 C7 122.5(3) . .
C6 C1 C2 121.1(3) . .
C6 C1 C7 116.4(3) . .
O1 C2 C1 124.8(3) . .
O1 C2 C3 120.2(3) . .
C3 C2 C1 115.0(3) . .
C2 C3 Br1 117.9(2) . .
C4 C3 Br1 118.2(2) . .
C4 C3 C2 124.0(3) . .
C3 C4 H4 120.7 . .
C3 C4 C5 118.6(3) . .
C5 C4 H4 120.7 . .
C4 C5 Cl2 119.2(2) . .
C6 C5 Cl2 119.7(3) . .
C6 C5 C4 121.1(3) . .
C1 C6 H6 119.9 . .
C5 C6 C1 120.2(3) . .
C5 C6 H6 119.9 . .
N1 C7 C1 125.7(3) . .
N1 C7 H7 117.2 . .
C1 C7 H7 117.2 . .
N1 C8 H8A 108.6 . .
N1 C8 H8B 108.6 . .
N1 C8 C9 114.6(3) . .
H8A C8 H8B 107.6 . .
C9 C8 H8A 108.6 . .
C9 C8 H8B 108.6 . .
C10 C9 C8 111.2(3) . .
C18 C9 C8 107.4(3) . .
C18 C9 C10 109.7(3) . .
C19 C9 C8 111.0(3) . .
C19 C9 C10 107.5(3) . .
C19 C9 C18 109.9(3) . .
N2 C10 C9 113.0(2) . .
N2 C10 H10A 109.0 . .
N2 C10 H10B 109.0 . .
C9 C10 H10A 109.0 . .
C9 C10 H10B 109.0 . .
H10A C10 H10B 107.8 . .
N2 C11 H11 116.9 . .
N2 C11 C12 126.1(3) . .
C12 C11 H11 116.9 . .
C13 C12 C11 121.5(3) . .
C17 C12 C11 116.9(3) . .
C17 C12 C13 121.6(3) . .
O2 C13 C12 125.4(3) . .
O2 C13 C14 119.9(3) . .
C14 C13 C12 114.7(3) . .
C13 C14 Br2 117.7(2) . .
C15 C14 Br2 118.8(2) . .
C15 C14 C13 123.4(3) . .
C14 C15 H15 120.3 . .
C14 C15 C16 119.4(3) . .
C16 C15 H15 120.3 . .
C15 C16 Cl1 118.7(3) . .
C17 C16 Cl1 121.1(3) . .
C17 C16 C15 120.2(3) . .
C12 C17 H17 119.7 . .
C16 C17 C12 120.6(3) . .
C16 C17 H17 119.7 . .
C9 C18 H18A 109.5 . .
C9 C18 H18B 109.5 . .
C9 C18 H18C 109.5 . .
H18A C18 H18B 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
C9 C19 H19A 109.5 . .
C9 C19 H19B 109.5 . .
C9 C19 H19C 109.5 . .
H19A C19 H19B 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 C3 1.907(3) .
Br2 C14 1.888(3) .
Cu1 O1 1.908(2) .
Cu1 O2 1.904(2) .
Cu1 N1 1.958(3) .
Cu1 N2 1.947(3) .
Cl1 C16 1.743(3) .
Cl2 C5 1.748(3) .
O1 C2 1.300(4) .
O2 C13 1.292(4) .
N1 C7 1.276(4) .
N1 C8 1.473(4) .
N2 C10 1.468(4) .
N2 C11 1.282(4) .
C1 C2 1.428(4) .
C1 C6 1.402(4) .
C1 C7 1.443(4) .
C2 C3 1.425(4) .
C3 C4 1.366(4) .
C4 H4 0.9400 .
C4 C5 1.394(5) .
C5 C6 1.372(5) .
C6 H6 0.9400 .
C7 H7 0.9400 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 C9 1.540(4) .
C9 C10 1.535(5) .
C9 C18 1.535(5) .
C9 C19 1.519(5) .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C11 H11 0.9400 .
C11 C12 1.450(4) .
C12 C13 1.425(4) .
C12 C17 1.401(4) .
C13 C14 1.422(4) .
C14 C15 1.374(5) .
C15 H15 0.9400 .
C15 C16 1.393(5) .
C16 C17 1.367(5) .
C17 H17 0.9400 .
C18 H18A 0.9700 .
C18 H18B 0.9700 .
C18 H18C 0.9700 .
C19 H19A 0.9700 .
C19 H19B 0.9700 .
C19 H19C 0.9700 .
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
Br1 C3 C4 C5 178.8(3) . . . .
Br2 C14 C15 C16 177.6(2) . . . .
Cu1 O1 C2 C1 -11.9(4) . . . .
Cu1 O1 C2 C3 169.3(2) . . . .
Cu1 O2 C13 C12 -4.9(4) . . . .
Cu1 O2 C13 C14 176.6(2) . . . .
Cu1 N1 C7 C1 -5.4(5) . . . .
Cu1 N1 C8 C9 70.7(3) . . . .
Cu1 N2 C10 C9 72.7(3) . . . .
Cu1 N2 C11 C12 1.8(5) . . . .
Cl1 C16 C17 C12 179.1(2) . . . .
Cl2 C5 C6 C1 179.9(3) . . . .
O1 C2 C3 Br1 0.0(4) . . . .
O1 C2 C3 C4 -179.6(3) . . . .
O2 C13 C14 Br2 0.8(4) . . . .
O2 C13 C14 C15 -179.5(3) . . . .
N1 C8 C9 C10 -31.4(4) . . . .
N1 C8 C9 C18 -151.5(3) . . . .
N1 C8 C9 C19 88.3(3) . . . .
N2 C11 C12 C13 3.5(5) . . . .
N2 C11 C12 C17 -179.5(3) . . . .
C1 C2 C3 Br1 -178.9(2) . . . .
C1 C2 C3 C4 1.5(5) . . . .
C2 C1 C6 C5 -0.8(5) . . . .
C2 C1 C7 N1 9.9(5) . . . .
C2 C3 C4 C5 -1.6(5) . . . .
C3 C4 C5 Cl2 -178.7(3) . . . .
C3 C4 C5 C6 0.5(5) . . . .
C4 C5 C6 C1 0.7(6) . . . .
C6 C1 C2 O1 -179.1(3) . . . .
C6 C1 C2 C3 -0.2(4) . . . .
C6 C1 C7 N1 -171.5(3) . . . .
C7 N1 C8 C9 -118.3(3) . . . .
C7 C1 C2 O1 -0.5(5) . . . .
C7 C1 C2 C3 178.3(3) . . . .
C7 C1 C6 C5 -179.4(3) . . . .
C8 N1 C7 C1 -175.4(3) . . . .
C8 C9 C10 N2 -40.2(4) . . . .
C10 N2 C11 C12 -175.3(3) . . . .
C11 N2 C10 C9 -109.9(3) . . . .
C11 C12 C13 O2 -1.9(5) . . . .
C11 C12 C13 C14 176.7(3) . . . .
C11 C12 C17 C16 -178.3(3) . . . .
C12 C13 C14 Br2 -177.9(2) . . . .
C12 C13 C14 C15 1.8(4) . . . .
C13 C12 C17 C16 -1.3(5) . . . .
C13 C14 C15 C16 -2.1(5) . . . .
C14 C15 C16 Cl1 -177.5(2) . . . .
C14 C15 C16 C17 0.6(5) . . . .
C15 C16 C17 C12 1.1(5) . . . .
C17 C12 C13 O2 -178.7(3) . . . .
C17 C12 C13 C14 -0.2(4) . . . .
C18 C9 C10 N2 78.5(3) . . . .
C19 C9 C10 N2 -161.9(3) . . . .
