# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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 
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data_xuzx_0530
_database_code_depnum_ccdc_archive 'CCDC 1950798'
_audit_update_record             
;
2019-08-31 deposited with the CCDC.	2021-06-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H38 Br2 N4 O2'
_chemical_formula_weight         718.52

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'
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'
Br Br -0.6763 1.2805 '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 21/c'
_space_group_name_Hall           '-P 2ybc'

_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, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.30793(16)
_cell_length_b                   15.8271(3)
_cell_length_c                   25.9265(7)
_cell_angle_alpha                90
_cell_angle_beta                 92.478(2)
_cell_angle_gamma                90
_cell_volume                     3405.90(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    13185
_cell_measurement_theta_min      3.413
_cell_measurement_theta_max      66.600

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.401
_exptl_crystal_F_000             1472
_exptl_transmission_factor_min   0.619
_exptl_transmission_factor_max   0.712
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    3.307
_shelx_estimated_absorpt_T_min   0.620
_shelx_estimated_absorpt_T_max   0.692
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.620
_exptl_absorpt_correction_T_max  0.692
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APE-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13185
_diffrn_reflns_av_unetI/netI     0.0374
_diffrn_reflns_av_R_equivalents  0.0286
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         3.413
_diffrn_reflns_theta_max         66.600
_diffrn_reflns_theta_full        66.600
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             5976
_reflns_number_gt                5359
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0307P)²+26.4830P] 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_number_reflns         5976
_refine_ls_number_parameters     415
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0785
_refine_ls_R_factor_gt           0.0724
_refine_ls_wR_factor_ref         0.1781
_refine_ls_wR_factor_gt          0.1754
_refine_ls_goodness_of_fit_ref   1.190
_refine_ls_restrained_S_all      1.190
_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_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
Br2 Br 0.79524(9) 0.72391(6) 0.22455(3) 0.0458(2) Uani 1 1 d . . . . .
Br1 Br 0.96074(10) 0.03024(5) 0.10978(3) 0.0460(2) Uani 1 1 d . . . . .
N4 N 0.4000(5) 0.9031(3) 0.00406(19) 0.0225(10) Uani 1 1 d . . . . .
C14 C 0.1609(7) 0.7632(4) 0.0179(2) 0.0234(12) Uani 1 1 d . . . . .
H14 H 0.1721 0.7710 -0.0174 0.028 Uiso 1 1 calc R U . . .
C12 C 0.0555(7) 0.5864(4) 0.1092(2) 0.0207(11) Uani 1 1 d . . . . .
N3 N 0.6459(6) 0.8718(3) -0.0103(2) 0.0293(11) Uani 1 1 d . . . . .
C15 C 0.1924(6) 0.8301(4) 0.0517(2) 0.0231(12) Uani 1 1 d . . . . .
C23 C -0.0732(7) 0.5410(4) 0.0911(2) 0.0225(12) Uani 1 1 d . . . . .
N2 N 0.6045(6) 0.4290(3) 0.2720(2) 0.0286(11) Uani 1 1 d . . . . .
C3 C 0.7656(8) 0.4411(4) 0.2674(2) 0.0324(14) Uani 1 1 d . . . . .
H3 H 0.8206 0.4920 0.2713 0.039 Uiso 1 1 calc R U . . .
C4AA C 0.0925(6) 0.6721(3) 0.0885(2) 0.0199(11) Uani 1 1 d . . . . .
C8 C 0.3333(7) 0.5625(4) 0.1487(2) 0.0263(13) Uani 1 1 d . . . . .
H8 H 0.3767 0.5806 0.1181 0.032 Uiso 1 1 calc R U . . .
C17 C 0.1211(7) 0.7405(4) 0.1221(2) 0.0252(12) Uani 1 1 d . . . . .
H17 H 0.1074 0.7334 0.1572 0.030 Uiso 1 1 calc R U . . .
C18 C 0.2493(7) 0.9137(4) 0.0319(2) 0.0269(13) Uani 1 1 d . . . . .
H18A H 0.1667 0.9380 0.0089 0.032 Uiso 1 1 calc R U . . .
H18B H 0.2681 0.9523 0.0607 0.032 Uiso 1 1 calc R U . . .
C30 C -0.2047(7) 0.5808(4) 0.0584(2) 0.0227(12) Uani 1 1 d . . . . .
C7 C 0.4358(7) 0.5405(4) 0.1904(2) 0.0288(13) Uani 1 1 d . . . . .
H7 H 0.5468 0.5441 0.1875 0.035 Uiso 1 1 calc R U . . .
C0AA C -0.4302(7) 0.6776(4) 0.0514(2) 0.0292(13) Uani 1 1 d . . . . .
H0AA H -0.4938 0.7188 0.0660 0.035 Uiso 1 1 calc R U . . .
C31 C -0.2984(7) 0.6443(4) 0.0794(2) 0.0241(12) Uani 1 1 d . . . . .
H31 H -0.2725 0.6645 0.1124 0.029 Uiso 1 1 calc R U . . .
C33 C -0.3747(8) 0.5871(4) -0.0193(3) 0.0344(15) Uani 1 1 d . . . . .
H33 H -0.3993 0.5684 -0.0528 0.041 Uiso 1 1 calc R U . . .
C9 C 0.1673(7) 0.5580(4) 0.1521(2) 0.0228(12) Uani 1 1 d . . . . .
C11 C 0.2083(7) 0.5082(4) 0.2401(2) 0.0296(14) Uani 1 1 d . . . . .
H11 H 0.1652 0.4895 0.2705 0.035 Uiso 1 1 calc R U . . .
C24 C -0.0991(8) 0.4498(4) 0.1035(2) 0.0250(13) Uani 1 1 d . . . . .
C29 C -0.2505(8) 0.4185(4) 0.1104(2) 0.0328(15) Uani 1 1 d . . . . .
H29 H -0.3378 0.4553 0.1086 0.039 Uiso 1 1 calc R U . . .
C13 C 0.1130(7) 0.6853(4) 0.0361(2) 0.0233(12) Uani 1 1 d . . . . .
H13 H 0.0943 0.6412 0.0129 0.028 Uiso 1 1 calc R U . . .
C32 C -0.4662(7) 0.6493(4) 0.0019(2) 0.0294(14) Uani 1 1 d . . . . .
H32 H -0.5528 0.6724 -0.0171 0.035 Uiso 1 1 calc R U . . .
C19 C 0.5438(7) 0.8863(4) 0.0262(2) 0.0271(13) Uani 1 1 d . . . . .
H19 H 0.5682 0.8851 0.0615 0.033 Uiso 1 1 calc R U . . .
C16 C 0.1696(7) 0.8183(4) 0.1038(2) 0.0285(13) Uani 1 1 d . . . . .
H16 H 0.1870 0.8629 0.1267 0.034 Uiso 1 1 calc R U . . .
C6 C 0.3733(7) 0.5129(4) 0.2364(2) 0.0276(13) Uani 1 1 d . . . . .
C25 C 0.0321(9) 0.3930(4) 0.1064(2) 0.0351(15) Uani 1 1 d . . . . .
H25 H 0.1363 0.4124 0.1020 0.042 Uiso 1 1 calc R U . . .
N1 N 0.7057(7) 0.3084(3) 0.2529(2) 0.0339(13) Uani 1 1 d . . . . .
C20 C 0.4109(7) 0.8980(4) -0.0488(2) 0.0298(13) Uani 1 1 d . . . . .
H20 H 0.3280 0.9069 -0.0734 0.036 Uiso 1 1 calc R U . . .
C10 C 0.1061(7) 0.5311(4) 0.1986(2) 0.0274(13) Uani 1 1 d . . . . .
H10 H -0.0048 0.5285 0.2019 0.033 Uiso 1 1 calc R U . . .
C34 C -0.2456(7) 0.5521(4) 0.0090(2) 0.0276(13) Uani 1 1 d . . . . .
H34 H -0.1858 0.5090 -0.0053 0.033 Uiso 1 1 calc R U . . .
C26 C 0.0042(11) 0.3080(4) 0.1159(3) 0.0443(19) Uani 1 1 d . . . . .
H26 H 0.0907 0.2707 0.1179 0.053 Uiso 1 1 calc R U . . .
C28 C -0.2773(9) 0.3332(4) 0.1201(3) 0.0397(17) Uani 1 1 d . . . . .
H28 H -0.3811 0.3136 0.1250 0.048 Uiso 1 1 calc R U . . .
C21 C 0.5652(8) 0.8776(4) -0.0579(3) 0.0336(14) Uani 1 1 d . . . . .
H21 H 0.6085 0.8691 -0.0899 0.040 Uiso 1 1 calc R U . . .
C1 C 0.7171(11) 0.2178(5) 0.2426(3) 0.051(2) Uani 1 1 d . . . . .
H1A H 0.6717 0.1868 0.2703 0.077 Uiso 1 1 calc R U . . .
H1B H 0.8281 0.2024 0.2399 0.077 Uiso 1 1 calc R U . . .
H1C H 0.6589 0.2049 0.2108 0.077 Uiso 1 1 calc R U . . .
C4 C 0.5700(8) 0.3486(4) 0.2626(3) 0.0342(15) Uani 1 1 d . . . . .
H4 H 0.4680 0.3244 0.2628 0.041 Uiso 1 1 calc R U . . .
C22 C 0.8141(7) 0.8459(5) -0.0017(3) 0.0432(18) Uani 1 1 d . . . . .
H22A H 0.8537 0.8656 0.0315 0.065 Uiso 1 1 calc R U . . .
H22B H 0.8777 0.8698 -0.0281 0.065 Uiso 1 1 calc R U . . .
H22C H 0.8212 0.7854 -0.0029 0.065 Uiso 1 1 calc R U . . .
C5 C 0.4841(8) 0.4943(5) 0.2828(2) 0.0354(15) Uani 1 1 d . . . . .
H5A H 0.5393 0.5458 0.2935 0.042 Uiso 1 1 calc R U . . .
H5B H 0.4204 0.4756 0.3111 0.042 Uiso 1 1 calc R U . . .
C27 C -0.1483(11) 0.2780(4) 0.1225(3) 0.0444(19) Uani 1 1 d . . . . .
H27 H -0.1648 0.2209 0.1286 0.053 Uiso 1 1 calc R U . . .
C2 C 0.8309(8) 0.3655(4) 0.2560(3) 0.0354(15) Uani 1 1 d . . . . .
H2 H 0.9391 0.3542 0.2512 0.043 Uiso 1 1 calc R U . . .
O1 O 0.7111(8) 0.8699(5) 0.1338(2) 0.0530(15) Uani 1 1 d . . . . .
O2 O 0.7351(7) 0.6394(4) 0.3371(2) 0.0566(15) Uani 1 1 d . . . . .
H1D H 0.786(12) 0.904(7) 0.127(4) 0.07(3) Uiso 1 1 d . . . . .
H2A H 0.841(13) 0.610(7) 0.342(4) 0.09(4) Uiso 1 1 d . . . . .
H1E H 0.756(17) 0.830(9) 0.153(6) 0.14(6) Uiso 1 1 d . . . . .
H2B H 0.773(16) 0.669(8) 0.307(5) 0.12(5) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N4 C19 1.329(8) . ?
N4 C20 1.379(8) . ?
N4 C18 1.483(7) . ?
C14 C13 1.384(8) . ?
C14 C15 1.393(8) . ?
C14 H14 0.9300 . ?
C12 C23 1.354(8) . ?
C12 C9 1.487(8) . ?
C12 C4AA 1.496(8) . ?
N3 C19 1.319(8) . ?
N3 C21 1.381(8) . ?
N3 C22 1.464(8) . ?
C15 C16 1.385(8) . ?
C15 C18 1.503(8) . ?
C23 C30 1.492(8) . ?
C23 C24 1.497(8) . ?
N2 C4 1.325(8) . ?
N2 C3 1.362(8) . ?
N2 C5 1.474(8) . ?
C3 C2 1.351(10) . ?
C3 H3 0.9300 . ?
C4AA C13 1.395(8) . ?
C4AA C17 1.402(8) . ?
C8 C9 1.388(8) . ?
C8 C7 1.392(8) . ?
C8 H8 0.9300 . ?
C17 C16 1.386(8) . ?
C17 H17 0.9300 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C30 C34 1.389(8) . ?
C30 C31 1.397(8) . ?
C7 C6 1.392(9) . ?
C7 H7 0.9300 . ?
C0AA C32 1.379(9) . ?
C0AA C31 1.391(8) . ?
C0AA H0AA 0.9300 . ?
C31 H31 0.9300 . ?
C33 C32 1.374(9) . ?
C33 C34 1.389(8) . ?
C33 H33 0.9300 . ?
C9 C10 1.395(8) . ?
C11 C6 1.380(9) . ?
C11 C10 1.388(8) . ?
C11 H11 0.9300 . ?
C24 C29 1.371(9) . ?
C24 C25 1.413(9) . ?
C29 C28 1.393(9) . ?
C29 H29 0.9300 . ?
C13 H13 0.9300 . ?
C32 H32 0.9300 . ?
C19 H19 0.9300 . ?
C16 H16 0.9300 . ?
C6 C5 1.511(8) . ?
C25 C26 1.389(10) . ?
C25 H25 0.9300 . ?
N1 C4 1.328(9) . ?
N1 C2 1.377(8) . ?
N1 C1 1.462(9) . ?
C20 C21 1.353(9) . ?
C20 H20 0.9300 . ?
C10 H10 0.9300 . ?
C34 H34 0.9300 . ?
C26 C27 1.370(12) . ?
C26 H26 0.9300 . ?
C28 C27 1.382(11) . ?
C28 H28 0.9300 . ?
C21 H21 0.9300 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C4 H4 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C27 H27 0.9300 . ?
C2 H2 0.9300 . ?
O1 H1D 0.85(10) . ?
O1 H1E 0.87(15) . ?
O2 H2A 1.00(11) . ?
O2 H2B 0.98(14) . ?

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
C19 N4 C20 108.8(5) . . ?
C19 N4 C18 125.1(5) . . ?
C20 N4 C18 125.7(5) . . ?
C13 C14 C15 120.7(5) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 H14 119.6 . . ?
C23 C12 C9 123.9(5) . . ?
C23 C12 C4AA 121.9(5) . . ?
C9 C12 C4AA 114.2(5) . . ?
C19 N3 C21 109.1(5) . . ?
C19 N3 C22 125.4(6) . . ?
C21 N3 C22 125.3(6) . . ?
C16 C15 C14 118.8(5) . . ?
C16 C15 C18 120.6(5) . . ?
C14 C15 C18 120.5(5) . . ?
C12 C23 C30 121.4(5) . . ?
C12 C23 C24 123.7(5) . . ?
C30 C23 C24 114.8(5) . . ?
C4 N2 C3 108.9(6) . . ?
C4 N2 C5 124.4(6) . . ?
C3 N2 C5 126.6(6) . . ?
C2 C3 N2 107.5(6) . . ?
C2 C3 H3 126.3 . . ?
N2 C3 H3 126.3 . . ?
C13 C4AA C17 117.7(5) . . ?
C13 C4AA C12 121.4(5) . . ?
C17 C4AA C12 120.7(5) . . ?
C9 C8 C7 120.9(6) . . ?
C9 C8 H8 119.5 . . ?
C7 C8 H8 119.5 . . ?
C16 C17 C4AA 121.2(5) . . ?
C16 C17 H17 119.4 . . ?
C4AA C17 H17 119.4 . . ?
N4 C18 C15 110.5(5) . . ?
N4 C18 H18A 109.5 . . ?
C15 C18 H18A 109.5 . . ?
N4 C18 H18B 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 108.1 . . ?
C34 C30 C31 118.5(5) . . ?
C34 C30 C23 122.0(5) . . ?
C31 C30 C23 119.2(5) . . ?
C8 C7 C6 120.4(6) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C32 C0AA C31 119.8(6) . . ?
C32 C0AA H0AA 120.1 . . ?
C31 C0AA H0AA 120.1 . . ?
C0AA C31 C30 120.6(6) . . ?
C0AA C31 H31 119.7 . . ?
C30 C31 H31 119.7 . . ?
C32 C33 C34 120.1(6) . . ?
C32 C33 H33 119.9 . . ?
C34 C33 H33 119.9 . . ?
C8 C9 C10 118.1(5) . . ?
C8 C9 C12 121.8(5) . . ?
C10 C9 C12 120.0(5) . . ?
C6 C11 C10 120.6(6) . . ?
C6 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C29 C24 C25 118.2(6) . . ?
C29 C24 C23 121.2(6) . . ?
C25 C24 C23 120.5(6) . . ?
C24 C29 C28 121.9(7) . . ?
C24 C29 H29 119.0 . . ?
C28 C29 H29 119.0 . . ?
C14 C13 C4AA 121.0(5) . . ?
C14 C13 H13 119.5 . . ?
C4AA C13 H13 119.5 . . ?
C33 C32 C0AA 120.3(6) . . ?
C33 C32 H32 119.9 . . ?
C0AA C32 H32 119.9 . . ?
N3 C19 N4 108.6(5) . . ?
N3 C19 H19 125.7 . . ?
N4 C19 H19 125.7 . . ?
C15 C16 C17 120.5(6) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
C11 C6 C7 118.9(6) . . ?
C11 C6 C5 120.5(6) . . ?
C7 C6 C5 120.4(6) . . ?
C26 C25 C24 119.4(7) . . ?
C26 C25 H25 120.3 . . ?
C24 C25 H25 120.3 . . ?
C4 N1 C2 108.7(6) . . ?
C4 N1 C1 124.5(6) . . ?
C2 N1 C1 126.8(6) . . ?
C21 C20 N4 106.9(5) . . ?
C21 C20 H20 126.6 . . ?
N4 C20 H20 126.6 . . ?
C11 C10 C9 121.0(6) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C33 C34 C30 120.7(6) . . ?
C33 C34 H34 119.7 . . ?
C30 C34 H34 119.7 . . ?
C27 C26 C25 121.3(7) . . ?
C27 C26 H26 119.3 . . ?
C25 C26 H26 119.3 . . ?
C27 C28 C29 119.4(7) . . ?
C27 C28 H28 120.3 . . ?
C29 C28 H28 120.3 . . ?
C20 C21 N3 106.7(6) . . ?
C20 C21 H21 126.7 . . ?
N3 C21 H21 126.7 . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N2 C4 N1 108.4(6) . . ?
N2 C4 H4 125.8 . . ?
N1 C4 H4 125.8 . . ?
N3 C22 H22A 109.5 . . ?
N3 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N3 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N2 C5 C6 112.4(5) . . ?
N2 C5 H5A 109.1 . . ?
C6 C5 H5A 109.1 . . ?
N2 C5 H5B 109.1 . . ?
C6 C5 H5B 109.1 . . ?
H5A C5 H5B 107.9 . . ?
C26 C27 C28 119.7(6) . . ?
C26 C27 H27 120.2 . . ?
C28 C27 H27 120.2 . . ?
C3 C2 N1 106.5(6) . . ?
C3 C2 H2 126.7 . . ?
N1 C2 H2 126.7 . . ?
H1D O1 H1E 106(10) . . ?
H2A O2 H2B 91(9) . . ?

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
C13 C14 C15 C16 -2.2(8) . . . . ?
C13 C14 C15 C18 178.1(5) . . . . ?
C9 C12 C23 C30 163.5(5) . . . . ?
C4AA C12 C23 C30 -13.7(8) . . . . ?
C9 C12 C23 C24 -14.0(9) . . . . ?
C4AA C12 C23 C24 168.7(5) . . . . ?
C4 N2 C3 C2 -1.3(7) . . . . ?
C5 N2 C3 C2 -178.3(6) . . . . ?
C23 C12 C4AA C13 -56.0(8) . . . . ?
C9 C12 C4AA C13 126.5(6) . . . . ?
C23 C12 C4AA C17 129.5(6) . . . . ?
C9 C12 C4AA C17 -48.0(7) . . . . ?
C13 C4AA C17 C16 -0.6(8) . . . . ?
C12 C4AA C17 C16 174.1(5) . . . . ?
C19 N4 C18 C15 -72.2(7) . . . . ?
C20 N4 C18 C15 98.9(7) . . . . ?
C16 C15 C18 N4 122.7(6) . . . . ?
C14 C15 C18 N4 -57.6(7) . . . . ?
C12 C23 C30 C34 121.1(7) . . . . ?
C24 C23 C30 C34 -61.1(7) . . . . ?
C12 C23 C30 C31 -64.1(8) . . . . ?
C24 C23 C30 C31 113.7(6) . . . . ?
C9 C8 C7 C6 0.2(9) . . . . ?
C32 C0AA C31 C30 -1.8(9) . . . . ?
C34 C30 C31 C0AA 0.4(9) . . . . ?
C23 C30 C31 C0AA -174.6(5) . . . . ?
C7 C8 C9 C10 0.4(9) . . . . ?
C7 C8 C9 C12 176.1(6) . . . . ?
C23 C12 C9 C8 133.3(6) . . . . ?
C4AA C12 C9 C8 -49.2(8) . . . . ?
C23 C12 C9 C10 -51.0(8) . . . . ?
C4AA C12 C9 C10 126.4(6) . . . . ?
C12 C23 C24 C29 143.8(6) . . . . ?
C30 C23 C24 C29 -33.9(8) . . . . ?
C12 C23 C24 C25 -38.7(8) . . . . ?
C30 C23 C24 C25 143.6(6) . . . . ?
C25 C24 C29 C28 0.0(9) . . . . ?
C23 C24 C29 C28 177.7(6) . . . . ?
C15 C14 C13 C4AA 1.1(9) . . . . ?
C17 C4AA C13 C14 0.3(8) . . . . ?
C12 C4AA C13 C14 -174.3(5) . . . . ?
C34 C33 C32 C0AA 0.2(10) . . . . ?
C31 C0AA C32 C33 1.5(9) . . . . ?
C21 N3 C19 N4 -1.2(7) . . . . ?
C22 N3 C19 N4 -176.0(6) . . . . ?
C20 N4 C19 N3 0.7(7) . . . . ?
C18 N4 C19 N3 173.1(5) . . . . ?
C14 C15 C16 C17 2.0(9) . . . . ?
C18 C15 C16 C17 -178.3(5) . . . . ?
C4AA C17 C16 C15 -0.6(9) . . . . ?
C10 C11 C6 C7 -0.5(10) . . . . ?
C10 C11 C6 C5 175.3(6) . . . . ?
C8 C7 C6 C11 -0.2(9) . . . . ?
C8 C7 C6 C5 -176.1(6) . . . . ?
C29 C24 C25 C26 0.2(9) . . . . ?
C23 C24 C25 C26 -177.5(6) . . . . ?
C19 N4 C20 C21 0.1(7) . . . . ?
C18 N4 C20 C21 -172.2(5) . . . . ?
C6 C11 C10 C9 1.2(10) . . . . ?
C8 C9 C10 C11 -1.1(9) . . . . ?
C12 C9 C10 C11 -176.9(6) . . . . ?
C32 C33 C34 C30 -1.6(10) . . . . ?
C31 C30 C34 C33 1.3(9) . . . . ?
C23 C30 C34 C33 176.2(6) . . . . ?
C24 C25 C26 C27 0.1(10) . . . . ?
C24 C29 C28 C27 -0.5(10) . . . . ?
N4 C20 C21 N3 -0.8(7) . . . . ?
C19 N3 C21 C20 1.2(7) . . . . ?
C22 N3 C21 C20 176.1(6) . . . . ?
C3 N2 C4 N1 1.0(7) . . . . ?
C5 N2 C4 N1 178.1(5) . . . . ?
C2 N1 C4 N2 -0.3(7) . . . . ?
C1 N1 C4 N2 177.8(6) . . . . ?
C4 N2 C5 C6 -67.4(8) . . . . ?
C3 N2 C5 C6 109.1(7) . . . . ?
C11 C6 C5 N2 125.8(6) . . . . ?
C7 C6 C5 N2 -58.4(8) . . . . ?
C25 C26 C27 C28 -0.5(10) . . . . ?
C29 C28 C27 C26 0.7(10) . . . . ?
N2 C3 C2 N1 1.1(7) . . . . ?
C4 N1 C2 C3 -0.5(7) . . . . ?
C1 N1 C2 C3 -178.6(6) . . . . ?

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 H2B Br2 0.98(14) 2.32(14) 3.268(6) 163(11) .
O1 H1E Br2 0.87(15) 2.52(15) 3.350(7) 159(12) .
O2 H2A Br1 1.00(11) 2.38(11) 3.312(7) 154(9) 2_755
O1 H1D Br1 0.85(10) 2.52(11) 3.353(7) 167(9) 1_565
C2 H2 Br2 0.93 3.07 3.845(7) 142.4 2_745
C5 H5B O1 0.97 2.48 3.388(10) 155.3 2_645
C5 H5A O2 0.97 2.44 3.369(9) 160.0 .
C22 H22B Br1 0.96 3.01 3.955(7) 170.3 3_765
C4 H4 Br2 0.93 2.74 3.647(7) 166.7 2_645
C21 H21 O2 0.93 2.21 3.133(9) 172.8 4_575
C20 H20 Br1 0.93 2.73 3.592(6) 155.1 3_665
C19 H19 O1 0.93 2.19 3.074(8) 159.0 .
O2 H2B Br2 0.98(14) 2.32(14) 3.268(6) 163(11) .
O1 H1E Br2 0.87(15) 2.52(15) 3.350(7) 159(12) .
O2 H2A Br1 1.00(11) 2.38(11) 3.312(7) 154(9) 2_755
O1 H1D Br1 0.85(10) 2.52(11) 3.353(7) 167(9) 1_565
C2 H2 Br2 0.93 3.07 3.845(7) 142.4 2_745
C5 H5B O1 0.97 2.48 3.388(10) 155.3 2_645
C5 H5A O2 0.97 2.44 3.369(9) 160.0 .
C22 H22B Br1 0.96 3.01 3.955(7) 170.3 3_765
C4 H4 Br2 0.93 2.74 3.647(7) 166.7 2_645
C21 H21 O2 0.93 2.21 3.133(9) 172.8 4_575
C20 H20 Br1 0.93 2.73 3.592(6) 155.1 3_665
C19 H19 O1 0.93 2.19 3.074(8) 159.0 .
C19 H19 O1 0.93 2.19 3.074(8) 159.0 .
C21 H21 O2 0.93 2.21 3.133(9) 172.8 4_575
C4 H4 Br2 0.93 2.74 3.647(7) 166.7 2_645
C5 H5A O2 0.97 2.44 3.369(9) 160.0 .
C5 H5B O1 0.97 2.48 3.388(10) 155.3 2_645
C2 H2 Br2 0.93 3.07 3.845(7) 142.4 2_745
O1 H1E Br2 0.87(15) 2.52(15) 3.350(7) 159(12) .
O2 H2B Br2 0.98(14) 2.32(14) 3.268(6) 163(11) .
C19 H19 O1 0.93 2.19 3.074(8) 159.0 .
C20 H20 Br1 0.93 2.73 3.592(6) 155.1 3_665
C21 H21 O2 0.93 2.21 3.133(9) 172.8 4_575
C4 H4 Br2 0.93 2.74 3.647(7) 166.7 2_645
C22 H22B Br1 0.96 3.01 3.955(7) 170.3 3_765
C5 H5A O2 0.97 2.44 3.369(9) 160.0 .
C5 H5B O1 0.97 2.48 3.388(10) 155.3 2_645
C2 H2 Br2 0.93 3.07 3.845(7) 142.4 2_745
O1 H1D Br1 0.85(10) 2.52(11) 3.353(7) 167(9) 1_565
O2 H2A Br1 1.00(11) 2.38(11) 3.312(7) 154(9) 2_755
O1 H1E Br2 0.87(15) 2.52(15) 3.350(7) 159(12) .
O2 H2B Br2 0.98(14) 2.32(14) 3.268(6) 163(11) .

_refine_diff_density_max         1.069
_refine_diff_density_min         -0.489
_refine_diff_density_rms         0.109

