# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_r21bcr_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2047147'
loop_
_audit_author_name
_audit_author_address
'Sammer Yousuf'
;University of Karachi, Karachi
Pakistan
;
_audit_update_record             
;
2020-11-30 deposited with the CCDC.	2023-03-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H30 Br2 Cl2 N6 O4'
_chemical_formula_weight         889.42

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'
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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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.
;

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

_cell_length_a                   8.3713(3)
_cell_length_b                   14.0145(4)
_cell_length_c                   31.3792(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3681.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8503
_cell_measurement_theta_min      3.45
_cell_measurement_theta_max      66.52

_exptl_crystal_description       Plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.605
_exptl_crystal_F_000             1792
_exptl_transmission_factor_min   3.5
_exptl_transmission_factor_max   66.7
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    4.558
_shelx_estimated_absorpt_T_min   0.342
_shelx_estimated_absorpt_T_max   0.914
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.342
_exptl_absorpt_correction_T_max  0.914
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\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_reflns_number            25443
_diffrn_reflns_av_unetI/netI     0.0676
_diffrn_reflns_av_R_equivalents  0.0913
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         3.454
_diffrn_reflns_theta_max         66.683
_diffrn_reflns_theta_full        66.683
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             6474
_reflns_number_gt                5543
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.760
_reflns_Friedel_fraction_max     0.994
_reflns_Friedel_fraction_full    0.994

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0320P)²+3.7391P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2070 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.478(12)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6474
_refine_ls_number_parameters     511
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0567
_refine_ls_R_factor_gt           0.0430
_refine_ls_wR_factor_ref         0.0887
_refine_ls_wR_factor_gt          0.0840
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_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_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 0.57839(10) 0.72314(5) 0.43051(2) 0.02187(18) Uani 1 1 d . . . . .
Br2 Br 1.15688(10) 0.31289(5) 0.45072(2) 0.0268(2) Uani 1 1 d . . . . .
Cl1 Cl 0.7157(2) 0.34145(12) 0.41401(6) 0.0285(5) Uani 1 1 d . . . . .
Cl2 Cl 1.0955(2) 0.69910(12) 0.41818(5) 0.0250(4) Uani 1 1 d . . . . .
O1W O 0.5627(6) 0.3202(4) 0.28050(16) 0.0226(11) Uani 1 1 d . . . . .
H1W H 0.514(10) 0.262(6) 0.276(3) 0.04(3) Uiso 1 1 d . . . . .
H2W H 0.517(9) 0.350(6) 0.302(2) 0.02(2) Uiso 1 1 d . . . . .
O1 O 0.4038(6) 0.6508(3) 0.50856(14) 0.0200(11) Uani 1 1 d . . . . .
H1B H 0.350(10) 0.620(6) 0.525(3) 0.04(3) Uiso 1 1 d . . . . .
O2W O 0.3792(7) 0.2364(4) 0.72465(18) 0.0270(13) Uani 1 1 d D . . . .
H3W H 0.297(10) 0.215(6) 0.718(3) 0.04(3) Uiso 1 1 d . . . . .
H4W H 0.439(10) 0.190(5) 0.736(3) 0.09(4) Uiso 1 1 d D . . . .
O2 O 0.9483(6) 0.3656(3) 0.52466(15) 0.0207(12) Uani 1 1 d . . . . .
H2A H 0.909(10) 0.382(6) 0.546(3) 0.04(3) Uiso 1 1 d . . . . .
N1 N -0.1009(7) 0.5024(4) 0.74216(15) 0.0150(13) Uani 1 1 d . . . . .
H1A H -0.083126 0.564262 0.740980 0.018 Uiso 1 1 calc R U . . .
N2 N -0.0902(7) 0.3483(4) 0.72494(16) 0.0169(12) Uani 1 1 d . . . . .
N3 N 0.3112(7) 0.5236(4) 0.56486(16) 0.0172(13) Uani 1 1 d . . . . .
N4 N 0.4246(7) 0.5820(4) 0.75211(16) 0.0148(12) Uani 1 1 d . . . . .
N5 N 0.3724(7) 0.4263(4) 0.74636(16) 0.0149(13) Uani 1 1 d . . . . .
H5A H 0.373894 0.367948 0.736054 0.018 Uiso 1 1 calc R U . . .
N6 N 0.7962(6) 0.4793(4) 0.57504(16) 0.0162(13) Uani 1 1 d . . . . .
C1 C -0.1914(9) 0.4562(5) 0.7723(2) 0.0181(16) Uani 1 1 d . . . . .
C2 C -0.2777(8) 0.4872(5) 0.8073(2) 0.0197(16) Uani 1 1 d . . . . .
H2 H -0.280763 0.552775 0.814988 0.024 Uiso 1 1 calc R U . . .
C3 C -0.3595(8) 0.4191(5) 0.8307(2) 0.0176(15) Uani 1 1 d . . . . .
H3 H -0.421746 0.438290 0.854547 0.021 Uiso 1 1 calc R U . . .
C4 C -0.3516(9) 0.3225(5) 0.81977(19) 0.0191(15) Uani 1 1 d . . . . .
H4 H -0.407295 0.277177 0.836674 0.023 Uiso 1 1 calc R U . . .
C5 C -0.2654(8) 0.2915(5) 0.78517(19) 0.0181(15) Uani 1 1 d . . . . .
H5 H -0.261388 0.225734 0.777889 0.022 Uiso 1 1 calc R U . . .
C6 C -0.1843(9) 0.3592(5) 0.7612(2) 0.0170(15) Uani 1 1 d . . . . .
C7 C -0.0436(8) 0.4361(5) 0.71443(19) 0.0156(15) Uani 1 1 d . . . . .
C8 C 0.0541(9) 0.4595(5) 0.6772(2) 0.0165(16) Uani 1 1 d . . . . .
C9 C 0.0822(9) 0.3885(5) 0.6465(2) 0.0196(16) Uani 1 1 d . . . . .
H9 H 0.042514 0.325885 0.651247 0.023 Uiso 1 1 calc R U . . .
C10 C 0.1656(10) 0.4076(5) 0.6100(2) 0.0221(16) Uani 1 1 d . . . . .
H10 H 0.181750 0.358457 0.589600 0.027 Uiso 1 1 calc R U . . .
C11 C 0.2271(9) 0.4985(5) 0.6024(2) 0.0173(16) Uani 1 1 d . . . . .
C12 C 0.1987(9) 0.5698(5) 0.6325(2) 0.0190(17) Uani 1 1 d . . . . .
H12 H 0.237818 0.632468 0.627686 0.023 Uiso 1 1 calc R U . . .
C13 C 0.1137(8) 0.5500(5) 0.6695(2) 0.0188(17) Uani 1 1 d . . . . .
H13 H 0.096235 0.599204 0.689733 0.023 Uiso 1 1 calc R U . . .
C14 C 0.3838(8) 0.4603(5) 0.5427(2) 0.0188(16) Uani 1 1 d . . . . .
H14 H 0.381950 0.395947 0.552180 0.023 Uiso 1 1 calc R U . . .
C15 C 0.4690(8) 0.4832(5) 0.5036(2) 0.0172(16) Uani 1 1 d . . . . .
C16 C 0.4752(9) 0.5781(5) 0.4882(2) 0.0173(16) Uani 1 1 d . . . . .
C17 C 0.5604(9) 0.5964(4) 0.4511(2) 0.0172(15) Uani 1 1 d . . . . .
C18 C 0.6363(8) 0.5241(4) 0.4287(2) 0.0180(15) Uani 1 1 d . . . . .
H18 H 0.695272 0.537977 0.403569 0.022 Uiso 1 1 calc R U . . .
C19 C 0.6246(8) 0.4313(5) 0.4436(2) 0.0183(17) Uani 1 1 d . . . . .
C20 C 0.5436(9) 0.4102(5) 0.4801(2) 0.0187(16) Uani 1 1 d . . . . .
H20 H 0.537677 0.346055 0.489779 0.022 Uiso 1 1 calc R U . . .
C21 C 0.3274(9) 0.5539(5) 0.7858(2) 0.0172(15) Uani 1 1 d . . . . .
C22 C 0.2639(9) 0.6073(5) 0.8197(2) 0.0222(17) Uani 1 1 d . . . . .
H22 H 0.287036 0.673243 0.822880 0.027 Uiso 1 1 calc R U . . .
C23 C 0.1657(10) 0.5594(6) 0.8483(2) 0.0256(18) Uani 1 1 d . . . . .
H23 H 0.120558 0.593561 0.871509 0.031 Uiso 1 1 calc R U . . .
C24 C 0.1316(9) 0.4614(6) 0.8437(2) 0.0268(19) Uani 1 1 d . . . . .
H24 H 0.062419 0.431422 0.863626 0.032 Uiso 1 1 calc R U . . .
C25 C 0.1959(8) 0.4084(5) 0.8112(2) 0.0212(17) Uani 1 1 d . . . . .
H25 H 0.174621 0.342086 0.808442 0.025 Uiso 1 1 calc R U . . .
C26 C 0.2936(8) 0.4564(5) 0.7825(2) 0.0162(16) Uani 1 1 d . . . . .
C27 C 0.4471(8) 0.5036(5) 0.72967(19) 0.0140(14) Uani 1 1 d . . . . .
C28 C 0.5404(8) 0.4991(5) 0.68991(19) 0.0153(15) Uani 1 1 d . . . . .
C29 C 0.5554(9) 0.4125(5) 0.6679(2) 0.0202(16) Uani 1 1 d . . . . .
H29 H 0.507173 0.356378 0.678938 0.024 Uiso 1 1 calc R U . . .
C30 C 0.6404(9) 0.4088(5) 0.6302(2) 0.0163(15) Uani 1 1 d . . . . .
H30 H 0.651548 0.349746 0.615659 0.020 Uiso 1 1 calc R U . . .
C31 C 0.7097(8) 0.4908(5) 0.61340(19) 0.0184(16) Uani 1 1 d . . . . .
C32 C 0.6980(8) 0.5767(5) 0.6360(2) 0.0175(16) Uani 1 1 d . . . . .
H32 H 0.748955 0.632558 0.625481 0.021 Uiso 1 1 calc R U . . .
C33 C 0.6122(8) 0.5801(5) 0.67361(19) 0.0147(15) Uani 1 1 d . . . . .
H33 H 0.602374 0.638830 0.688465 0.018 Uiso 1 1 calc R U . . .
C34 C 0.8256(8) 0.5484(5) 0.5500(2) 0.0172(14) Uani 1 1 d . . . . .
H34 H 0.783822 0.609807 0.556333 0.021 Uiso 1 1 calc R U . . .
C35 C 0.9228(9) 0.5352(4) 0.51166(19) 0.0159(14) Uani 1 1 d . . . . .
C36 C 0.9790(9) 0.4432(5) 0.5011(2) 0.0184(16) Uani 1 1 d . . . . .
C37 C 1.0716(9) 0.4343(4) 0.46430(19) 0.0160(15) Uani 1 1 d . . . . .
C38 C 1.1080(9) 0.5121(5) 0.43874(19) 0.0199(16) Uani 1 1 d . . . . .
H38 H 1.171797 0.504715 0.413921 0.024 Uiso 1 1 calc R U . . .
C39 C 1.0489(8) 0.6009(5) 0.4503(2) 0.0181(15) Uani 1 1 d . . . . .
C40 C 0.9562(8) 0.6135(5) 0.48587(19) 0.0166(16) Uani 1 1 d . . . . .
H40 H 0.915356 0.674826 0.492819 0.020 Uiso 1 1 calc R 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
Br1 C17 1.896(6) . ?
Br2 C37 1.894(6) . ?
Cl1 C19 1.741(6) . ?
Cl2 C39 1.750(7) . ?
O1W H1W 0.92(9) . ?
O1W H2W 0.87(8) . ?
O1 C16 1.343(8) . ?
O1 H1B 0.81(8) . ?
O2W H3W 0.78(8) . ?
O2W H4W 0.892(14) . ?
O2 C36 1.340(8) . ?
O2 H2A 0.79(8) . ?
N1 C7 1.361(8) . ?
N1 C1 1.375(8) . ?
N1 H1A 0.8800 . ?
N2 C7 1.333(8) . ?
N2 C6 1.392(8) . ?
N3 C14 1.280(8) . ?
N3 C11 1.417(8) . ?
N4 C27 1.319(8) . ?
N4 C21 1.391(9) . ?
N5 C27 1.355(8) . ?
N5 C26 1.378(8) . ?
N5 H5A 0.8800 . ?
N6 C34 1.270(8) . ?
N6 C31 1.413(8) . ?
C1 C2 1.385(9) . ?
C1 C6 1.404(9) . ?
C2 C3 1.385(9) . ?
C2 H2 0.9500 . ?
C3 C4 1.398(9) . ?
C3 H3 0.9500 . ?
C4 C5 1.374(9) . ?
C4 H4 0.9500 . ?
C5 C6 1.388(9) . ?
C5 H5 0.9500 . ?
C7 C8 1.463(9) . ?
C8 C13 1.384(9) . ?
C8 C9 1.404(9) . ?
C9 C10 1.369(10) . ?
C9 H9 0.9500 . ?
C10 C11 1.395(9) . ?
C10 H10 0.9500 . ?
C11 C12 1.395(9) . ?
C12 C13 1.388(9) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C15 1.456(9) . ?
C14 H14 0.9500 . ?
C15 C20 1.406(10) . ?
C15 C16 1.417(9) . ?
C16 C17 1.390(9) . ?
C17 C18 1.386(9) . ?
C18 C19 1.386(9) . ?
C18 H18 0.9500 . ?
C19 C20 1.365(9) . ?
C20 H20 0.9500 . ?
C21 C26 1.399(9) . ?
C21 C22 1.404(9) . ?
C22 C23 1.390(10) . ?
C22 H22 0.9500 . ?
C23 C24 1.410(11) . ?
C23 H23 0.9500 . ?
C24 C25 1.372(10) . ?
C24 H24 0.9500 . ?
C25 C26 1.391(9) . ?
C25 H25 0.9500 . ?
C27 C28 1.473(9) . ?
C28 C33 1.382(9) . ?
C28 C29 1.401(9) . ?
C29 C30 1.381(9) . ?
C29 H29 0.9500 . ?
C30 C31 1.391(9) . ?
C30 H30 0.9500 . ?
C31 C32 1.401(9) . ?
C32 C33 1.383(9) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C34 C35 1.465(9) . ?
C34 H34 0.9500 . ?
C35 C40 1.392(9) . ?
C35 C36 1.412(9) . ?
C36 C37 1.395(9) . ?
C37 C38 1.387(9) . ?
C38 C39 1.387(9) . ?
C38 H38 0.9500 . ?
C39 C40 1.371(9) . ?
C40 H40 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H1W O1W H2W 110(7) . . ?
C16 O1 H1B 99(6) . . ?
H3W O2W H4W 109(9) . . ?
C36 O2 H2A 109(6) . . ?
C7 N1 C1 108.2(6) . . ?
C7 N1 H1A 125.9 . . ?
C1 N1 H1A 125.9 . . ?
C7 N2 C6 105.5(5) . . ?
C14 N3 C11 121.0(6) . . ?
C27 N4 C21 104.7(5) . . ?
C27 N5 C26 107.1(5) . . ?
C27 N5 H5A 126.4 . . ?
C26 N5 H5A 126.4 . . ?
C34 N6 C31 122.6(6) . . ?
N1 C1 C2 133.3(7) . . ?
N1 C1 C6 105.2(6) . . ?
C2 C1 C6 121.6(6) . . ?
C1 C2 C3 117.5(6) . . ?
C1 C2 H2 121.3 . . ?
C3 C2 H2 121.3 . . ?
C2 C3 C4 120.9(6) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C5 C4 C3 121.7(6) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
C4 C5 C6 117.9(6) . . ?
C4 C5 H5 121.0 . . ?
C6 C5 H5 121.0 . . ?
C5 C6 N2 130.1(6) . . ?
C5 C6 C1 120.4(6) . . ?
N2 C6 C1 109.5(6) . . ?
N2 C7 N1 111.7(6) . . ?
N2 C7 C8 124.7(6) . . ?
N1 C7 C8 123.7(6) . . ?
C13 C8 C9 117.9(6) . . ?
C13 C8 C7 123.2(6) . . ?
C9 C8 C7 118.8(6) . . ?
C10 C9 C8 121.4(6) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C9 C10 C11 120.7(6) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C12 C11 C10 118.4(6) . . ?
C12 C11 N3 118.1(6) . . ?
C10 C11 N3 123.5(6) . . ?
C13 C12 C11 120.7(6) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C8 C13 C12 121.0(6) . . ?
C8 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
N3 C14 C15 122.6(6) . . ?
N3 C14 H14 118.7 . . ?
C15 C14 H14 118.7 . . ?
C20 C15 C16 119.2(6) . . ?
C20 C15 C14 119.9(6) . . ?
C16 C15 C14 120.8(6) . . ?
O1 C16 C17 119.2(6) . . ?
O1 C16 C15 122.2(6) . . ?
C17 C16 C15 118.5(6) . . ?
C18 C17 C16 121.7(6) . . ?
C18 C17 Br1 118.4(5) . . ?
C16 C17 Br1 119.9(5) . . ?
C19 C18 C17 118.8(6) . . ?
C19 C18 H18 120.6 . . ?
C17 C18 H18 120.6 . . ?
C20 C19 C18 121.5(6) . . ?
C20 C19 Cl1 120.6(5) . . ?
C18 C19 Cl1 117.9(5) . . ?
C19 C20 C15 120.2(6) . . ?
C19 C20 H20 119.9 . . ?
C15 C20 H20 119.9 . . ?
N4 C21 C26 109.8(6) . . ?
N4 C21 C22 130.2(7) . . ?
C26 C21 C22 120.0(7) . . ?
C23 C22 C21 117.1(7) . . ?
C23 C22 H22 121.4 . . ?
C21 C22 H22 121.4 . . ?
C22 C23 C24 121.6(7) . . ?
C22 C23 H23 119.2 . . ?
C24 C23 H23 119.2 . . ?
C25 C24 C23 121.6(7) . . ?
C25 C24 H24 119.2 . . ?
C23 C24 H24 119.2 . . ?
C24 C25 C26 116.7(7) . . ?
C24 C25 H25 121.6 . . ?
C26 C25 H25 121.6 . . ?
N5 C26 C25 131.8(7) . . ?
N5 C26 C21 105.3(6) . . ?
C25 C26 C21 122.9(6) . . ?
N4 C27 N5 113.2(6) . . ?
N4 C27 C28 124.3(6) . . ?
N5 C27 C28 122.5(6) . . ?
C33 C28 C29 119.3(6) . . ?
C33 C28 C27 120.6(6) . . ?
C29 C28 C27 120.1(6) . . ?
C30 C29 C28 120.1(6) . . ?
C30 C29 H29 120.0 . . ?
C28 C29 H29 120.0 . . ?
C29 C30 C31 120.6(6) . . ?
C29 C30 H30 119.7 . . ?
C31 C30 H30 119.7 . . ?
C30 C31 C32 119.3(6) . . ?
C30 C31 N6 116.3(6) . . ?
C32 C31 N6 124.3(6) . . ?
C33 C32 C31 119.8(6) . . ?
C33 C32 H32 120.1 . . ?
C31 C32 H32 120.1 . . ?
C28 C33 C32 120.9(6) . . ?
C28 C33 H33 119.5 . . ?
C32 C33 H33 119.5 . . ?
N6 C34 C35 121.3(6) . . ?
N6 C34 H34 119.4 . . ?
C35 C34 H34 119.4 . . ?
C40 C35 C36 121.1(6) . . ?
C40 C35 C34 119.3(6) . . ?
C36 C35 C34 119.6(6) . . ?
O2 C36 C37 119.4(6) . . ?
O2 C36 C35 123.1(6) . . ?
C37 C36 C35 117.4(6) . . ?
C38 C37 C36 122.0(6) . . ?
C38 C37 Br2 119.5(5) . . ?
C36 C37 Br2 118.4(5) . . ?
C39 C38 C37 118.4(6) . . ?
C39 C38 H38 120.8 . . ?
C37 C38 H38 120.8 . . ?
C40 C39 C38 122.0(6) . . ?
C40 C39 Cl2 119.6(5) . . ?
C38 C39 Cl2 118.4(5) . . ?
C39 C40 C35 119.0(6) . . ?
C39 C40 H40 120.5 . . ?
C35 C40 H40 120.5 . . ?

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
C7 N1 C1 C2 -179.4(7) . . . . ?
C7 N1 C1 C6 0.2(7) . . . . ?
N1 C1 C2 C3 178.6(7) . . . . ?
C6 C1 C2 C3 -1.0(10) . . . . ?
C1 C2 C3 C4 1.4(10) . . . . ?
C2 C3 C4 C5 -1.1(11) . . . . ?
C3 C4 C5 C6 0.4(10) . . . . ?
C4 C5 C6 N2 -179.5(7) . . . . ?
C4 C5 C6 C1 -0.1(10) . . . . ?
C7 N2 C6 C5 178.9(7) . . . . ?
C7 N2 C6 C1 -0.5(8) . . . . ?
N1 C1 C6 C5 -179.3(6) . . . . ?
C2 C1 C6 C5 0.4(10) . . . . ?
N1 C1 C6 N2 0.2(7) . . . . ?
C2 C1 C6 N2 179.9(6) . . . . ?
C6 N2 C7 N1 0.7(8) . . . . ?
C6 N2 C7 C8 -177.9(6) . . . . ?
C1 N1 C7 N2 -0.6(8) . . . . ?
C1 N1 C7 C8 178.1(6) . . . . ?
N2 C7 C8 C13 -173.4(6) . . . . ?
N1 C7 C8 C13 8.1(10) . . . . ?
N2 C7 C8 C9 10.1(10) . . . . ?
N1 C7 C8 C9 -168.4(6) . . . . ?
C13 C8 C9 C10 -0.1(11) . . . . ?
C7 C8 C9 C10 176.6(7) . . . . ?
C8 C9 C10 C11 0.8(11) . . . . ?
C9 C10 C11 C12 -1.3(11) . . . . ?
C9 C10 C11 N3 -178.5(6) . . . . ?
C14 N3 C11 C12 158.2(7) . . . . ?
C14 N3 C11 C10 -24.6(10) . . . . ?
C10 C11 C12 C13 1.2(10) . . . . ?
N3 C11 C12 C13 178.5(6) . . . . ?
C9 C8 C13 C12 0.0(10) . . . . ?
C7 C8 C13 C12 -176.6(6) . . . . ?
C11 C12 C13 C8 -0.5(11) . . . . ?
C11 N3 C14 C15 178.9(6) . . . . ?
N3 C14 C15 C20 -178.6(7) . . . . ?
N3 C14 C15 C16 0.0(10) . . . . ?
C20 C15 C16 O1 178.6(6) . . . . ?
C14 C15 C16 O1 0.0(10) . . . . ?
C20 C15 C16 C17 -2.4(10) . . . . ?
C14 C15 C16 C17 178.9(6) . . . . ?
O1 C16 C17 C18 -179.9(6) . . . . ?
C15 C16 C17 C18 1.1(10) . . . . ?
O1 C16 C17 Br1 1.4(9) . . . . ?
C15 C16 C17 Br1 -177.7(5) . . . . ?
C16 C17 C18 C19 0.9(11) . . . . ?
Br1 C17 C18 C19 179.6(5) . . . . ?
C17 C18 C19 C20 -1.5(10) . . . . ?
C17 C18 C19 Cl1 178.0(6) . . . . ?
C18 C19 C20 C15 0.2(11) . . . . ?
Cl1 C19 C20 C15 -179.3(5) . . . . ?
C16 C15 C20 C19 1.7(10) . . . . ?
C14 C15 C20 C19 -179.6(6) . . . . ?
C27 N4 C21 C26 0.1(8) . . . . ?
C27 N4 C21 C22 -179.6(7) . . . . ?
N4 C21 C22 C23 178.3(7) . . . . ?
C26 C21 C22 C23 -1.4(10) . . . . ?
C21 C22 C23 C24 0.2(11) . . . . ?
C22 C23 C24 C25 1.1(12) . . . . ?
C23 C24 C25 C26 -1.3(11) . . . . ?
C27 N5 C26 C25 178.2(7) . . . . ?
C27 N5 C26 C21 -0.3(7) . . . . ?
C24 C25 C26 N5 -178.1(7) . . . . ?
C24 C25 C26 C21 0.1(10) . . . . ?
N4 C21 C26 N5 0.1(8) . . . . ?
C22 C21 C26 N5 179.8(6) . . . . ?
N4 C21 C26 C25 -178.5(6) . . . . ?
C22 C21 C26 C25 1.2(11) . . . . ?
C21 N4 C27 N5 -0.3(8) . . . . ?
C21 N4 C27 C28 178.3(6) . . . . ?
C26 N5 C27 N4 0.4(8) . . . . ?
C26 N5 C27 C28 -178.3(6) . . . . ?
N4 C27 C28 C33 0.2(10) . . . . ?
N5 C27 C28 C33 178.8(6) . . . . ?
N4 C27 C28 C29 -179.0(6) . . . . ?
N5 C27 C28 C29 -0.4(10) . . . . ?
C33 C28 C29 C30 -0.4(10) . . . . ?
C27 C28 C29 C30 178.8(6) . . . . ?
C28 C29 C30 C31 -0.9(11) . . . . ?
C29 C30 C31 C32 2.5(11) . . . . ?
C29 C30 C31 N6 179.1(6) . . . . ?
C34 N6 C31 C30 159.2(7) . . . . ?
C34 N6 C31 C32 -24.5(10) . . . . ?
C30 C31 C32 C33 -2.8(10) . . . . ?
N6 C31 C32 C33 -179.1(6) . . . . ?
C29 C28 C33 C32 0.1(10) . . . . ?
C27 C28 C33 C32 -179.1(6) . . . . ?
C31 C32 C33 C28 1.5(10) . . . . ?
C31 N6 C34 C35 176.7(6) . . . . ?
N6 C34 C35 C40 -178.0(7) . . . . ?
N6 C34 C35 C36 2.9(10) . . . . ?
C40 C35 C36 O2 -179.2(6) . . . . ?
C34 C35 C36 O2 -0.2(10) . . . . ?
C40 C35 C36 C37 1.2(10) . . . . ?
C34 C35 C36 C37 -179.8(6) . . . . ?
O2 C36 C37 C38 -179.7(6) . . . . ?
C35 C36 C37 C38 -0.1(10) . . . . ?
O2 C36 C37 Br2 -2.5(9) . . . . ?
C35 C36 C37 Br2 177.1(5) . . . . ?
C36 C37 C38 C39 -0.4(11) . . . . ?
Br2 C37 C38 C39 -177.6(5) . . . . ?
C37 C38 C39 C40 -0.2(11) . . . . ?
C37 C38 C39 Cl2 179.7(5) . . . . ?
C38 C39 C40 C35 1.2(10) . . . . ?
Cl2 C39 C40 C35 -178.6(5) . . . . ?
C36 C35 C40 C39 -1.8(11) . . . . ?
C34 C35 C40 C39 179.2(6) . . . . ?

_refine_diff_density_max         0.335
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.079



