# Electronic Supplementary Material (ESI) for Materials Chemistry Frontiers.
# This journal is © the Partner Organisations 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 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 1980041'
loop_
_audit_author_name
_audit_author_address
'Lingtai Yue'
;Qingdao university of science and technology
China
;
_audit_update_record             
;
2020-01-27 deposited with the CCDC.	2021-05-21 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            'C38 H22 Br2 N4'
_chemical_formula_weight         694.41

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'
N N 0.0061 0.0033 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   8.338(6)
_cell_length_b                   12.528(9)
_cell_length_c                   14.752(11)
_cell_angle_alpha                90
_cell_angle_beta                 92.607(13)
_cell_angle_gamma                90
_cell_volume                     1539.2(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2901
_cell_measurement_theta_min      2.75
_cell_measurement_theta_max      23.59

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_F_000             696
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.270
_exptl_absorpt_coefficient_mu    2.667
_shelx_estimated_absorpt_T_min   0.502
_shelx_estimated_absorpt_T_max   0.533
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8342
_diffrn_reflns_av_unetI/netI     0.1142
_diffrn_reflns_av_R_equivalents  0.0741
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.863
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.804
_diffrn_reflns_point_group_measured_fraction_full 0.810
_reflns_number_total             4872
_reflns_number_gt                3588
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.538
_reflns_Friedel_fraction_max     0.591
_reflns_Friedel_fraction_full    0.604

_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 SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1034 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.024(11)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4872
_refine_ls_number_parameters     397
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0637
_refine_ls_R_factor_gt           0.0431
_refine_ls_wR_factor_ref         0.0936
_refine_ls_wR_factor_gt          0.0867
_refine_ls_goodness_of_fit_ref   0.828
_refine_ls_restrained_S_all      0.828
_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 1.14371(9) 0.09832(7) 1.06795(5) 0.0498(2) Uani 1 1 d . . . . .
Br2 Br 0.27289(8) 0.87849(7) 0.50608(6) 0.0562(3) Uani 1 1 d . . . . .
C1 C 0.7577(7) 0.1119(6) 0.9779(4) 0.0304(15) Uani 1 1 d . . . . .
C2 C 0.7668(8) 0.0306(6) 0.9161(5) 0.0387(18) Uani 1 1 d . . . . .
H2A H 0.837529 0.033662 0.867399 0.046 Uiso 1 1 calc R U . . .
C3 C 0.6659(10) -0.0572(7) 0.9287(6) 0.051(2) Uani 1 1 d . . . . .
H3A H 0.667286 -0.115067 0.887100 0.062 Uiso 1 1 calc R U . . .
C4 C 0.5639(9) -0.0615(7) 1.0005(6) 0.057(2) Uani 1 1 d . . . . .
H4A H 0.496742 -0.121958 1.007079 0.068 Uiso 1 1 calc R U . . .
C5 C 0.5589(8) 0.0205(7) 1.0621(5) 0.044(2) Uani 1 1 d . . . . .
H5A H 0.488814 0.017467 1.111052 0.053 Uiso 1 1 calc R U . . .
C6 C 0.6556(7) 0.1054(8) 1.0516(4) 0.0357(17) Uani 1 1 d . . . . .
C7 C 0.6836(7) 0.2066(6) 1.1025(4) 0.0304(16) Uani 1 1 d . . . . .
C8 C 0.6193(9) 0.2478(7) 1.1807(5) 0.045(2) Uani 1 1 d . . . . .
H8A H 0.538203 0.210605 1.211072 0.054 Uiso 1 1 calc R U . . .
C9 C 0.6783(9) 0.3457(7) 1.2130(5) 0.049(2) Uani 1 1 d . . . . .
H9A H 0.635832 0.376120 1.265773 0.059 Uiso 1 1 calc R U . . .
C10 C 0.7989(8) 0.3994(6) 1.1687(5) 0.042(2) Uani 1 1 d . . . . .
H10A H 0.838994 0.464950 1.192931 0.050 Uiso 1 1 calc R U . . .
C11 C 0.8607(7) 0.3598(6) 1.0909(4) 0.0330(16) Uani 1 1 d . . . . .
H11A H 0.941052 0.397384 1.060282 0.040 Uiso 1 1 calc R U . . .
C12 C 0.8016(7) 0.2628(6) 1.0586(4) 0.0270(16) Uani 1 1 d . . . . .
C13 C 0.9862(7) 0.2262(5) 0.9333(4) 0.0250(15) Uani 1 1 d . . . . .
C14 C 1.1333(8) 0.1810(6) 0.9613(4) 0.0361(18) Uani 1 1 d . . . . .
C15 C 1.2695(8) 0.1996(7) 0.9121(5) 0.045(2) Uani 1 1 d . . . . .
H15A H 1.369346 0.168698 0.931535 0.054 Uiso 1 1 calc R U . . .
C16 C 1.2599(8) 0.2618(7) 0.8365(5) 0.044(2) Uani 1 1 d . . . . .
H16A H 1.353660 0.274016 0.803775 0.053 Uiso 1 1 calc R U . . .
C17 C 1.1181(9) 0.3069(6) 0.8066(5) 0.0403(18) Uani 1 1 d . . . . .
H17A H 1.113627 0.350367 0.753793 0.048 Uiso 1 1 calc R U . . .
C18 C 0.9793(7) 0.2887(5) 0.8543(4) 0.0292(15) Uani 1 1 d . . . . .
C19 C 0.8201(8) 0.3391(6) 0.8239(4) 0.0283(16) Uani 1 1 d . . . . .
C20 C 0.6821(7) 0.7605(5) 0.5460(4) 0.0249(15) Uani 1 1 d . . . . .
C21 C 0.6549(8) 0.6768(6) 0.6037(4) 0.0294(16) Uani 1 1 d . . . . .
H21A H 0.575136 0.624540 0.589614 0.035 Uiso 1 1 calc R U . . .
C22 C 0.7496(9) 0.6725(6) 0.6835(5) 0.0424(19) Uani 1 1 d . . . . .
H22A H 0.733259 0.616253 0.725317 0.051 Uiso 1 1 calc R U . . .
C23 C 0.8675(8) 0.7481(6) 0.7038(4) 0.0357(17) Uani 1 1 d . . . . .
H23A H 0.929220 0.743352 0.759431 0.043 Uiso 1 1 calc R U . . .
C24 C 0.8960(7) 0.8292(6) 0.6447(4) 0.0304(16) Uani 1 1 d . . . . .
H24A H 0.978194 0.879893 0.658550 0.036 Uiso 1 1 calc R U . . .
C25 C 0.8015(6) 0.8369(5) 0.5627(4) 0.0233(14) Uani 1 1 d . . . . .
C26 C 0.7947(7) 0.9117(5) 0.4880(4) 0.0275(17) Uani 1 1 d . . . . .
C27 C 0.8822(8) 1.0022(6) 0.4671(5) 0.0322(16) Uani 1 1 d . . . . .
H27A H 0.967226 1.026609 0.506861 0.039 Uiso 1 1 calc R U . . .
C28 C 0.8424(9) 1.0561(6) 0.3868(5) 0.0435(19) Uani 1 1 d . . . . .
H28A H 0.902132 1.117310 0.370747 0.052 Uiso 1 1 calc R U . . .
C29 C 0.7136(8) 1.0204(6) 0.3291(5) 0.0391(18) Uani 1 1 d . . . . .
H29A H 0.687342 1.058968 0.275019 0.047 Uiso 1 1 calc R U . . .
C30 C 0.6264(8) 0.9327(5) 0.3487(4) 0.0290(15) Uani 1 1 d . . . . .
H30A H 0.539708 0.909520 0.309624 0.035 Uiso 1 1 calc R U . . .
C31 C 0.6690(6) 0.8778(6) 0.4286(4) 0.0230(13) Uani 1 1 d . . . . .
C32 C 0.4716(7) 0.7283(5) 0.4212(4) 0.0235(14) Uani 1 1 d . . . . .
C33 C 0.5005(7) 0.6395(5) 0.3680(4) 0.0292(16) Uani 1 1 d . . . . .
C34 C 0.3731(8) 0.5833(6) 0.3252(4) 0.0374(16) Uani 1 1 d . . . . .
H34A H 0.393168 0.522108 0.289425 0.045 Uiso 1 1 calc R U . . .
C35 C 0.2189(8) 0.6178(7) 0.3357(5) 0.042(2) Uani 1 1 d . . . . .
H35A H 0.132173 0.580581 0.305999 0.051 Uiso 1 1 calc R U . . .
C36 C 0.1872(8) 0.7060(6) 0.3889(5) 0.0363(18) Uani 1 1 d . . . . .
H36A H 0.079994 0.729268 0.395794 0.044 Uiso 1 1 calc R U . . .
C37 C 0.3148(8) 0.7595(5) 0.4316(4) 0.0309(16) Uani 1 1 d . . . . .
C38 C 0.6662(8) 0.6071(6) 0.3577(4) 0.0294(15) Uani 1 1 d . . . . .
N1 N 0.8441(6) 0.2074(4) 0.9812(3) 0.0271(13) Uani 1 1 d . . . . .
N2 N 0.7150(9) 0.3703(7) 0.8032(4) 0.060(2) Uani 1 1 d . . . . .
N3 N 0.6040(6) 0.7844(4) 0.4629(3) 0.0249(12) Uani 1 1 d . . . . .
N4 N 0.7944(7) 0.5803(5) 0.3509(4) 0.0447(16) 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 C14 1.882(7) . ?
Br2 C37 1.894(7) . ?
C1 C2 1.372(10) . ?
C1 N1 1.397(8) . ?
C1 C6 1.414(8) . ?
C2 C3 1.402(11) . ?
C2 H2A 0.9500 . ?
C3 C4 1.390(12) . ?
C3 H3A 0.9500 . ?
C4 C5 1.374(12) . ?
C4 H4A 0.9500 . ?
C5 C6 1.347(11) . ?
C5 H5A 0.9500 . ?
C6 C7 1.487(11) . ?
C7 C8 1.394(10) . ?
C7 C12 1.393(9) . ?
C8 C9 1.396(11) . ?
C8 H8A 0.9500 . ?
C9 C10 1.397(11) . ?
C9 H9A 0.9500 . ?
C10 C11 1.372(9) . ?
C10 H10A 0.9500 . ?
C11 C12 1.388(10) . ?
C11 H11A 0.9500 . ?
C12 N1 1.395(8) . ?
C13 C14 1.397(9) . ?
C13 C18 1.403(8) . ?
C13 N1 1.427(8) . ?
C14 C15 1.394(10) . ?
C15 C16 1.361(11) . ?
C15 H15A 0.9500 . ?
C16 C17 1.365(10) . ?
C16 H16A 0.9500 . ?
C17 C18 1.400(9) . ?
C17 H17A 0.9500 . ?
C18 C19 1.519(10) . ?
C19 N2 0.994(8) . ?
C20 C21 1.375(9) . ?
C20 C25 1.395(8) . ?
C20 N3 1.395(7) . ?
C21 C22 1.388(9) . ?
C21 H21A 0.9500 . ?
C22 C23 1.388(10) . ?
C22 H22A 0.9500 . ?
C23 C24 1.366(9) . ?
C23 H23A 0.9500 . ?
C24 C25 1.417(8) . ?
C24 H24A 0.9500 . ?
C25 C26 1.446(9) . ?
C26 C27 1.390(9) . ?
C26 C31 1.401(8) . ?
C27 C28 1.391(10) . ?
C27 H27A 0.9500 . ?
C28 C29 1.412(10) . ?
C28 H28A 0.9500 . ?
C29 C30 1.356(9) . ?
C29 H29A 0.9500 . ?
C30 C31 1.396(8) . ?
C30 H30A 0.9500 . ?
C31 N3 1.394(8) . ?
C32 C37 1.380(8) . ?
C32 C33 1.389(9) . ?
C32 N3 1.424(7) . ?
C33 C34 1.401(9) . ?
C33 C38 1.454(9) . ?
C34 C35 1.372(10) . ?
C34 H34A 0.9500 . ?
C35 C36 1.388(10) . ?
C35 H35A 0.9500 . ?
C36 C37 1.385(9) . ?
C36 H36A 0.9500 . ?
C38 N4 1.130(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
C2 C1 N1 128.0(6) . . ?
C2 C1 C6 121.5(8) . . ?
N1 C1 C6 110.5(6) . . ?
C1 C2 C3 116.2(8) . . ?
C1 C2 H2A 121.9 . . ?
C3 C2 H2A 121.9 . . ?
C4 C3 C2 121.5(8) . . ?
C4 C3 H3A 119.2 . . ?
C2 C3 H3A 119.2 . . ?
C5 C4 C3 120.9(8) . . ?
C5 C4 H4A 119.5 . . ?
C3 C4 H4A 119.5 . . ?
C6 C5 C4 118.5(8) . . ?
C6 C5 H5A 120.7 . . ?
C4 C5 H5A 120.7 . . ?
C5 C6 C1 121.2(8) . . ?
C5 C6 C7 134.1(7) . . ?
C1 C6 C7 104.6(7) . . ?
C8 C7 C12 120.3(7) . . ?
C8 C7 C6 132.5(7) . . ?
C12 C7 C6 107.1(6) . . ?
C7 C8 C9 117.7(7) . . ?
C7 C8 H8A 121.2 . . ?
C9 C8 H8A 121.2 . . ?
C8 C9 C10 120.9(7) . . ?
C8 C9 H9A 119.5 . . ?
C10 C9 H9A 119.5 . . ?
C11 C10 C9 121.5(7) . . ?
C11 C10 H10A 119.3 . . ?
C9 C10 H10A 119.3 . . ?
C10 C11 C12 117.6(7) . . ?
C10 C11 H11A 121.2 . . ?
C12 C11 H11A 121.2 . . ?
C11 C12 C7 122.0(6) . . ?
C11 C12 N1 128.1(6) . . ?
C7 C12 N1 109.9(6) . . ?
C14 C13 C18 118.3(6) . . ?
C14 C13 N1 121.7(6) . . ?
C18 C13 N1 120.0(5) . . ?
C15 C14 C13 120.2(7) . . ?
C15 C14 Br1 121.3(5) . . ?
C13 C14 Br1 118.5(5) . . ?
C16 C15 C14 120.2(7) . . ?
C16 C15 H15A 119.9 . . ?
C14 C15 H15A 119.9 . . ?
C15 C16 C17 121.3(7) . . ?
C15 C16 H16A 119.3 . . ?
C17 C16 H16A 119.3 . . ?
C16 C17 C18 119.6(6) . . ?
C16 C17 H17A 120.2 . . ?
C18 C17 H17A 120.2 . . ?
C13 C18 C17 120.3(6) . . ?
C13 C18 C19 118.6(5) . . ?
C17 C18 C19 121.0(6) . . ?
N2 C19 C18 178.4(9) . . ?
C21 C20 C25 123.4(6) . . ?
C21 C20 N3 128.6(6) . . ?
C25 C20 N3 108.0(5) . . ?
C20 C21 C22 116.8(6) . . ?
C20 C21 H21A 121.6 . . ?
C22 C21 H21A 121.6 . . ?
C23 C22 C21 121.7(7) . . ?
C23 C22 H22A 119.1 . . ?
C21 C22 H22A 119.1 . . ?
C24 C23 C22 120.8(6) . . ?
C24 C23 H23A 119.6 . . ?
C22 C23 H23A 119.6 . . ?
C23 C24 C25 119.3(6) . . ?
C23 C24 H24A 120.3 . . ?
C25 C24 H24A 120.3 . . ?
C20 C25 C24 117.9(6) . . ?
C20 C25 C26 107.9(5) . . ?
C24 C25 C26 134.2(6) . . ?
C27 C26 C31 119.6(6) . . ?
C27 C26 C25 134.0(6) . . ?
C31 C26 C25 106.4(5) . . ?
C26 C27 C28 118.6(6) . . ?
C26 C27 H27A 120.7 . . ?
C28 C27 H27A 120.7 . . ?
C27 C28 C29 120.3(7) . . ?
C27 C28 H28A 119.8 . . ?
C29 C28 H28A 119.8 . . ?
C30 C29 C28 121.9(7) . . ?
C30 C29 H29A 119.1 . . ?
C28 C29 H29A 119.1 . . ?
C29 C30 C31 117.5(6) . . ?
C29 C30 H30A 121.3 . . ?
C31 C30 H30A 121.3 . . ?
C30 C31 N3 129.2(5) . . ?
C30 C31 C26 122.2(6) . . ?
N3 C31 C26 108.6(5) . . ?
C37 C32 C33 118.7(6) . . ?
C37 C32 N3 122.1(6) . . ?
C33 C32 N3 119.2(5) . . ?
C32 C33 C34 120.6(6) . . ?
C32 C33 C38 118.2(6) . . ?
C34 C33 C38 121.2(6) . . ?
C35 C34 C33 119.1(7) . . ?
C35 C34 H34A 120.4 . . ?
C33 C34 H34A 120.4 . . ?
C34 C35 C36 121.2(6) . . ?
C34 C35 H35A 119.4 . . ?
C36 C35 H35A 119.4 . . ?
C37 C36 C35 118.7(6) . . ?
C37 C36 H36A 120.6 . . ?
C35 C36 H36A 120.6 . . ?
C32 C37 C36 121.6(6) . . ?
C32 C37 Br2 119.2(5) . . ?
C36 C37 Br2 119.1(5) . . ?
N4 C38 C33 178.7(8) . . ?
C1 N1 C12 107.8(5) . . ?
C1 N1 C13 124.2(5) . . ?
C12 N1 C13 124.8(5) . . ?
C31 N3 C20 109.0(5) . . ?
C31 N3 C32 124.3(5) . . ?
C20 N3 C32 126.6(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
N1 C1 C2 C3 179.9(6) . . . . ?
C6 C1 C2 C3 1.9(9) . . . . ?
C1 C2 C3 C4 -0.6(10) . . . . ?
C2 C3 C4 C5 -0.2(12) . . . . ?
C3 C4 C5 C6 -0.2(11) . . . . ?
C4 C5 C6 C1 1.5(10) . . . . ?
C4 C5 C6 C7 179.9(7) . . . . ?
C2 C1 C6 C5 -2.4(10) . . . . ?
N1 C1 C6 C5 179.3(6) . . . . ?
C2 C1 C6 C7 178.8(6) . . . . ?
N1 C1 C6 C7 0.4(7) . . . . ?
C5 C6 C7 C8 1.2(13) . . . . ?
C1 C6 C7 C8 179.8(7) . . . . ?
C5 C6 C7 C12 179.3(7) . . . . ?
C1 C6 C7 C12 -2.2(7) . . . . ?
C12 C7 C8 C9 -0.5(10) . . . . ?
C6 C7 C8 C9 177.4(6) . . . . ?
C7 C8 C9 C10 -0.7(10) . . . . ?
C8 C9 C10 C11 1.7(10) . . . . ?
C9 C10 C11 C12 -1.4(10) . . . . ?
C10 C11 C12 C7 0.1(9) . . . . ?
C10 C11 C12 N1 179.4(6) . . . . ?
C8 C7 C12 C11 0.8(9) . . . . ?
C6 C7 C12 C11 -177.5(5) . . . . ?
C8 C7 C12 N1 -178.5(6) . . . . ?
C6 C7 C12 N1 3.1(7) . . . . ?
C18 C13 C14 C15 1.0(10) . . . . ?
N1 C13 C14 C15 179.0(6) . . . . ?
C18 C13 C14 Br1 179.4(5) . . . . ?
N1 C13 C14 Br1 -2.6(9) . . . . ?
C13 C14 C15 C16 -0.1(11) . . . . ?
Br1 C14 C15 C16 -178.4(6) . . . . ?
C14 C15 C16 C17 -0.3(12) . . . . ?
C15 C16 C17 C18 -0.3(11) . . . . ?
C14 C13 C18 C17 -1.6(10) . . . . ?
N1 C13 C18 C17 -179.6(6) . . . . ?
C14 C13 C18 C19 -179.3(6) . . . . ?
N1 C13 C18 C19 2.6(9) . . . . ?
C16 C17 C18 C13 1.3(10) . . . . ?
C16 C17 C18 C19 179.0(6) . . . . ?
C25 C20 C21 C22 2.2(10) . . . . ?
N3 C20 C21 C22 -179.2(6) . . . . ?
C20 C21 C22 C23 -0.8(10) . . . . ?
C21 C22 C23 C24 -0.9(11) . . . . ?
C22 C23 C24 C25 1.2(10) . . . . ?
C21 C20 C25 C24 -2.0(9) . . . . ?
N3 C20 C25 C24 179.2(5) . . . . ?
C21 C20 C25 C26 179.9(6) . . . . ?
N3 C20 C25 C26 1.1(7) . . . . ?
C23 C24 C25 C20 0.2(9) . . . . ?
C23 C24 C25 C26 177.7(6) . . . . ?
C20 C25 C26 C27 -179.6(7) . . . . ?
C24 C25 C26 C27 2.7(12) . . . . ?
C20 C25 C26 C31 0.5(7) . . . . ?
C24 C25 C26 C31 -177.2(6) . . . . ?
C31 C26 C27 C28 -0.5(9) . . . . ?
C25 C26 C27 C28 179.6(7) . . . . ?
C26 C27 C28 C29 1.3(11) . . . . ?
C27 C28 C29 C30 -0.9(11) . . . . ?
C28 C29 C30 C31 -0.3(10) . . . . ?
C29 C30 C31 N3 -177.5(6) . . . . ?
C29 C30 C31 C26 1.1(9) . . . . ?
C27 C26 C31 C30 -0.7(9) . . . . ?
C25 C26 C31 C30 179.2(5) . . . . ?
C27 C26 C31 N3 178.2(6) . . . . ?
C25 C26 C31 N3 -1.9(7) . . . . ?
C37 C32 C33 C34 0.6(9) . . . . ?
N3 C32 C33 C34 -179.3(5) . . . . ?
C37 C32 C33 C38 -179.7(6) . . . . ?
N3 C32 C33 C38 0.4(9) . . . . ?
C32 C33 C34 C35 0.7(10) . . . . ?
C38 C33 C34 C35 -179.0(6) . . . . ?
C33 C34 C35 C36 -1.0(11) . . . . ?
C34 C35 C36 C37 0.1(11) . . . . ?
C33 C32 C37 C36 -1.6(9) . . . . ?
N3 C32 C37 C36 178.3(6) . . . . ?
C33 C32 C37 Br2 178.6(5) . . . . ?
N3 C32 C37 Br2 -1.5(8) . . . . ?
C35 C36 C37 C32 1.3(10) . . . . ?
C35 C36 C37 Br2 -178.9(5) . . . . ?
C2 C1 N1 C12 -176.8(6) . . . . ?
C6 C1 N1 C12 1.4(7) . . . . ?
C2 C1 N1 C13 -16.2(10) . . . . ?
C6 C1 N1 C13 162.0(5) . . . . ?
C11 C12 N1 C1 177.8(6) . . . . ?
C7 C12 N1 C1 -2.9(6) . . . . ?
C11 C12 N1 C13 17.4(10) . . . . ?
C7 C12 N1 C13 -163.3(6) . . . . ?
C14 C13 N1 C1 -74.5(8) . . . . ?
C18 C13 N1 C1 103.4(7) . . . . ?
C14 C13 N1 C12 82.8(8) . . . . ?
C18 C13 N1 C12 -99.2(7) . . . . ?
C30 C31 N3 C20 -178.6(6) . . . . ?
C26 C31 N3 C20 2.6(7) . . . . ?
C30 C31 N3 C32 -2.5(10) . . . . ?
C26 C31 N3 C32 178.7(5) . . . . ?
C21 C20 N3 C31 179.0(6) . . . . ?
C25 C20 N3 C31 -2.3(7) . . . . ?
C21 C20 N3 C32 3.0(10) . . . . ?
C25 C20 N3 C32 -178.3(6) . . . . ?
C37 C32 N3 C31 -80.9(8) . . . . ?
C33 C32 N3 C31 98.9(7) . . . . ?
C37 C32 N3 C20 94.4(8) . . . . ?
C33 C32 N3 C20 -85.7(8) . . . . ?

_refine_diff_density_max         0.696
_refine_diff_density_min         -0.669
_refine_diff_density_rms         0.071



####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2051715'
loop_
_audit_author_name
_audit_author_address
ylt
;Qingdao University of Science and Technology
China
;
_audit_update_record             
;
2020-12-21 deposited with the CCDC.	2021-05-21 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            'C38 H22 Br2 N4'
_chemical_formula_weight         694.41

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   8.2827(16)
_cell_length_b                   12.474(2)
_cell_length_c                   14.700(3)
_cell_angle_alpha                90
_cell_angle_beta                 92.458(3)
_cell_angle_gamma                90
_cell_volume                     1517.5(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3018
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      23.98

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.520
_exptl_crystal_F_000             696
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    2.706
_shelx_estimated_absorpt_T_min   0.575
_shelx_estimated_absorpt_T_max   0.642
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7736
_diffrn_reflns_av_unetI/netI     0.0731
_diffrn_reflns_av_R_equivalents  0.0486
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.773
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_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 0.827
_diffrn_reflns_point_group_measured_fraction_full 0.827
_reflns_number_total             4413
_reflns_number_gt                3810
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.578
_reflns_Friedel_fraction_max     0.637
_reflns_Friedel_fraction_full    0.637

_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 SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_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)+(0.0287P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1241 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.016(10)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4413
_refine_ls_number_parameters     397
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0467
_refine_ls_R_factor_gt           0.0378
_refine_ls_wR_factor_ref         0.0808
_refine_ls_wR_factor_gt          0.0786
_refine_ls_goodness_of_fit_ref   0.984
_refine_ls_restrained_S_all      0.984
_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
Br01 Br 0.27116(7) 0.12110(6) 0.50580(5) 0.0349(2) Uani 1 1 d . . . . .
Br02 Br 1.14273(8) 0.90335(6) 1.06905(5) 0.0346(2) Uani 1 1 d . . . . .
C1 C 0.7637(8) 0.9723(6) 0.9176(5) 0.0283(17) Uani 1 1 d . . . . .
H1 H 0.8349 0.9704 0.8687 0.034 Uiso 1 1 calc R U . . .
C2 C 0.6625(9) 1.0592(6) 0.9307(6) 0.0354(19) Uani 1 1 d . . . . .
H2 H 0.6626 1.1173 0.8890 0.042 Uiso 1 1 calc R U . . .
C3 C 0.5619(8) 1.0628(6) 1.0031(5) 0.0359(19) Uani 1 1 d . . . . .
H3 H 0.4940 1.1233 1.0104 0.043 Uiso 1 1 calc R U . . .
C4 C 0.5588(8) 0.9809(6) 1.0642(5) 0.0285(17) Uani 1 1 d . . . . .
H4 H 0.4901 0.9846 1.1142 0.034 Uiso 1 1 calc R U . . .
C5 C 0.6552(7) 0.8930(6) 1.0531(4) 0.0221(15) Uani 1 1 d . . . . .
C6 C 0.7565(6) 0.8890(5) 0.9787(4) 0.0185(14) Uani 1 1 d . . . . .
C7 C 0.8026(7) 0.7356(5) 1.0589(4) 0.0184(15) Uani 1 1 d . . . . .
C8 C 0.8637(7) 0.6379(5) 1.0902(4) 0.0209(15) Uani 1 1 d . . . . .
H8 H 0.9450 0.6008 1.0591 0.025 Uiso 1 1 calc R U . . .
C9 C 0.8004(8) 0.5970(5) 1.1691(4) 0.0243(16) Uani 1 1 d . . . . .
H9 H 0.8388 0.5302 1.1923 0.029 Uiso 1 1 calc R U . . .
C10 C 0.6825(8) 0.6516(6) 1.2148(5) 0.0301(18) Uani 1 1 d . . . . .
H10 H 0.6425 0.6220 1.2690 0.036 Uiso 1 1 calc R U . . .
C11 C 0.6221(8) 0.7490(6) 1.1824(5) 0.0274(17) Uani 1 1 d . . . . .
H11 H 0.5401 0.7856 1.2133 0.033 Uiso 1 1 calc R U . . .
C12 C 0.6840(7) 0.7919(5) 1.1037(4) 0.0194(14) Uani 1 1 d . . . . .
C13 C 0.9862(7) 0.7752(5) 0.9326(4) 0.0159(14) Uani 1 1 d . . . . .
C14 C 1.1324(8) 0.8201(5) 0.9614(4) 0.0232(15) Uani 1 1 d . . . . .
C15 C 1.2716(8) 0.8042(6) 0.9124(5) 0.0280(17) Uani 1 1 d . . . . .
H15 H 1.3710 0.8366 0.9319 0.034 Uiso 1 1 calc R U . . .
C16 C 1.2623(8) 0.7413(6) 0.8361(5) 0.0289(17) Uani 1 1 d . . . . .
H16 H 1.3568 0.7296 0.8030 0.035 Uiso 1 1 calc R U . . .
C17 C 1.1187(8) 0.6946(5) 0.8062(4) 0.0255(15) Uani 1 1 d . . . . .
H17 H 1.1144 0.6504 0.7535 0.031 Uiso 1 1 calc R U . . .
C18 C 0.9797(7) 0.7129(5) 0.8543(4) 0.0198(14) Uani 1 1 d . . . . .
C19 C 0.8189(8) 0.6604(5) 0.8216(4) 0.0154(15) Uani 1 1 d . U . . .
C20 C 0.6541(8) 0.3236(5) 0.6048(4) 0.0208(15) Uani 1 1 d . . . . .
H20 H 0.5734 0.3759 0.5909 0.025 Uiso 1 1 calc R U . . .
C21 C 0.7478(8) 0.3289(6) 0.6841(5) 0.0268(16) Uani 1 1 d . . . . .
H21 H 0.7316 0.3858 0.7256 0.032 Uiso 1 1 calc R U . . .
C22 C 0.8670(8) 0.2517(5) 0.7048(4) 0.0217(15) Uani 1 1 d . . . . .
H22 H 0.9287 0.2562 0.7606 0.026 Uiso 1 1 calc R U . . .
C23 C 0.8954(7) 0.1701(5) 0.6455(4) 0.0193(15) Uani 1 1 d . . . . .
H23 H 0.9777 0.1189 0.6595 0.023 Uiso 1 1 calc R U . . .
C24 C 0.8015(7) 0.1625(5) 0.5635(4) 0.0154(14) Uani 1 1 d . . . . .
C25 C 0.6808(7) 0.2404(5) 0.5462(4) 0.0167(14) Uani 1 1 d . . . . .
C26 C 0.6685(6) 0.1214(5) 0.4277(4) 0.0148(12) Uani 1 1 d . . . . .
C27 C 0.6256(7) 0.0685(5) 0.3481(4) 0.0199(15) Uani 1 1 d . . . . .
H27 H 0.5397 0.0933 0.3087 0.024 Uiso 1 1 calc R U . . .
C28 C 0.7132(8) -0.0222(5) 0.3282(5) 0.0274(17) Uani 1 1 d . . . . .
H28 H 0.6861 -0.0612 0.2742 0.033 Uiso 1 1 calc R U . . .
C29 C 0.8418(8) -0.0580(5) 0.3865(5) 0.0262(17) Uani 1 1 d . . . . .
H29 H 0.9013 -0.1199 0.3707 0.031 Uiso 1 1 calc R U . . .
C30 C 0.8825(7) -0.0038(5) 0.4668(5) 0.0221(15) Uani 1 1 d . . . . .
H30 H 0.9686 -0.0282 0.5062 0.027 Uiso 1 1 calc R U . . .
C31 C 0.7942(7) 0.0875(5) 0.4883(4) 0.0167(15) Uani 1 1 d . . . . .
C32 C 0.4721(7) 0.2728(5) 0.4212(4) 0.0158(13) Uani 1 1 d . . . . .
C33 C 0.5001(7) 0.3622(5) 0.3670(4) 0.0172(14) Uani 1 1 d . . . . .
C34 C 0.3724(7) 0.4182(6) 0.3235(4) 0.0234(14) Uani 1 1 d . . . . .
H34 H 0.3927 0.4793 0.2872 0.028 Uiso 1 1 calc R U . . .
C35 C 0.2158(8) 0.3831(6) 0.3344(4) 0.0282(18) Uani 1 1 d . . . . .
H35 H 0.1283 0.4201 0.3046 0.034 Uiso 1 1 calc R U . . .
C36 C 0.1852(7) 0.2948(5) 0.3881(5) 0.0248(16) Uani 1 1 d . . . . .
H36 H 0.0771 0.2719 0.3953 0.030 Uiso 1 1 calc R U . . .
C37 C 0.3120(7) 0.2397(5) 0.4311(4) 0.0186(14) Uani 1 1 d . . . . .
C38 C 0.6665(8) 0.3955(6) 0.3586(4) 0.0184(14) Uani 1 1 d . . . . .
N1 N 0.8427(6) 0.7920(4) 0.9813(3) 0.0170(12) Uani 1 1 d . . . . .
N2 N 0.7211(8) 0.6303(5) 0.8025(4) 0.0365(15) Uani 1 1 d . . . . .
N3 N 0.6030(6) 0.2151(4) 0.4629(3) 0.0162(11) Uani 1 1 d . . . . .
N4 N 0.7957(7) 0.4206(5) 0.3513(4) 0.0280(13) 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
Br01 C37 1.882(6) . ?
Br02 C14 1.892(7) . ?
C1 C6 1.376(9) . ?
C1 C2 1.389(10) . ?
C1 H1 0.9500 . ?
C2 C3 1.380(10) . ?
C2 H2 0.9500 . ?
C3 C4 1.362(11) . ?
C3 H3 0.9500 . ?
C4 C5 1.370(10) . ?
C4 H4 0.9500 . ?
C5 C6 1.408(8) . ?
C5 C12 1.479(10) . ?
C6 N1 1.405(8) . ?
C7 C8 1.390(9) . ?
C7 N1 1.393(8) . ?
C7 C12 1.395(8) . ?
C8 C9 1.391(9) . ?
C8 H8 0.9500 . ?
C9 C10 1.387(9) . ?
C9 H9 0.9500 . ?
C10 C11 1.391(10) . ?
C10 H10 0.9500 . ?
C11 C12 1.392(9) . ?
C11 H11 0.9500 . ?
C13 C14 1.385(9) . ?
C13 C18 1.388(8) . ?
C13 N1 1.428(7) . ?
C14 C15 1.399(9) . ?
C15 C16 1.369(10) . ?
C15 H15 0.9500 . ?
C16 C17 1.380(10) . ?
C16 H16 0.9500 . ?
C17 C18 1.395(8) . ?
C17 H17 0.9500 . ?
C18 C19 1.542(9) . ?
C19 N2 0.925(7) . ?
C20 C21 1.374(9) . ?
C20 C25 1.372(9) . ?
C20 H20 0.9500 . ?
C21 C22 1.403(10) . ?
C21 H21 0.9500 . ?
C22 C23 1.367(9) . ?
C22 H22 0.9500 . ?
C23 C24 1.410(8) . ?
C23 H23 0.9500 . ?
C24 C25 1.410(8) . ?
C24 C31 1.447(8) . ?
C25 N3 1.395(8) . ?
C26 C27 1.376(8) . ?
C26 N3 1.398(8) . ?
C26 C31 1.407(8) . ?
C27 C28 1.382(9) . ?
C27 H27 0.9500 . ?
C28 C29 1.411(10) . ?
C28 H28 0.9500 . ?
C29 C30 1.389(9) . ?
C29 H29 0.9500 . ?
C30 C31 1.397(8) . ?
C30 H30 0.9500 . ?
C32 C33 1.396(8) . ?
C32 C37 1.402(8) . ?
C32 N3 1.418(7) . ?
C33 C34 1.400(9) . ?
C33 C38 1.450(9) . ?
C34 C35 1.384(9) . ?
C34 H34 0.9500 . ?
C35 C36 1.385(9) . ?
C35 H35 0.9500 . ?
C36 C37 1.385(9) . ?
C36 H36 0.9500 . ?
C38 N4 1.125(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
C6 C1 C2 117.1(7) . . ?
C6 C1 H1 121.4 . . ?
C2 C1 H1 121.4 . . ?
C3 C2 C1 121.4(7) . . ?
C3 C2 H2 119.3 . . ?
C1 C2 H2 119.3 . . ?
C4 C3 C2 120.9(7) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 119.6(6) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C4 C5 C6 119.4(7) . . ?
C4 C5 C12 134.8(6) . . ?
C6 C5 C12 105.7(6) . . ?
C1 C6 N1 129.2(6) . . ?
C1 C6 C5 121.6(6) . . ?
N1 C6 C5 109.2(6) . . ?
C8 C7 N1 128.1(6) . . ?
C8 C7 C12 122.6(6) . . ?
N1 C7 C12 109.3(6) . . ?
C9 C8 C7 116.9(6) . . ?
C9 C8 H8 121.5 . . ?
C7 C8 H8 121.5 . . ?
C10 C9 C8 121.5(6) . . ?
C10 C9 H9 119.2 . . ?
C8 C9 H9 119.2 . . ?
C9 C10 C11 120.9(6) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C10 C11 C12 118.7(6) . . ?
C10 C11 H11 120.6 . . ?
C12 C11 H11 120.6 . . ?
C11 C12 C7 119.4(6) . . ?
C11 C12 C5 133.5(6) . . ?
C7 C12 C5 107.1(5) . . ?
C14 C13 C18 118.8(5) . . ?
C14 C13 N1 121.5(6) . . ?
C18 C13 N1 119.6(5) . . ?
C13 C14 C15 121.0(6) . . ?
C13 C14 Br02 119.0(4) . . ?
C15 C14 Br02 120.0(5) . . ?
C16 C15 C14 119.0(6) . . ?
C16 C15 H15 120.5 . . ?
C14 C15 H15 120.5 . . ?
C15 C16 C17 121.4(6) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 H16 119.3 . . ?
C16 C17 C18 119.2(6) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
C13 C18 C17 120.6(6) . . ?
C13 C18 C19 119.9(5) . . ?
C17 C18 C19 119.5(6) . . ?
N2 C19 C18 178.5(8) . . ?
C21 C20 C25 117.9(6) . . ?
C21 C20 H20 121.0 . . ?
C25 C20 H20 121.0 . . ?
C20 C21 C22 121.2(6) . . ?
C20 C21 H21 119.4 . . ?
C22 C21 H21 119.4 . . ?
C23 C22 C21 120.8(6) . . ?
C23 C22 H22 119.6 . . ?
C21 C22 H22 119.6 . . ?
C22 C23 C24 119.4(6) . . ?
C22 C23 H23 120.3 . . ?
C24 C23 H23 120.3 . . ?
C25 C24 C23 117.9(6) . . ?
C25 C24 C31 107.6(6) . . ?
C23 C24 C31 134.4(6) . . ?
C20 C25 N3 129.8(6) . . ?
C20 C25 C24 122.7(6) . . ?
N3 C25 C24 107.4(5) . . ?
C27 C26 N3 128.8(5) . . ?
C27 C26 C31 123.5(6) . . ?
N3 C26 C31 107.8(5) . . ?
C26 C27 C28 117.0(6) . . ?
C26 C27 H27 121.5 . . ?
C28 C27 H27 121.5 . . ?
C27 C28 C29 121.3(6) . . ?
C27 C28 H28 119.3 . . ?
C29 C28 H28 119.3 . . ?
C30 C29 C28 120.7(6) . . ?
C30 C29 H29 119.6 . . ?
C28 C29 H29 119.6 . . ?
C29 C30 C31 118.7(6) . . ?
C29 C30 H30 120.7 . . ?
C31 C30 H30 120.7 . . ?
C30 C31 C26 118.8(6) . . ?
C30 C31 C24 134.0(6) . . ?
C26 C31 C24 107.2(5) . . ?
C33 C32 C37 118.4(5) . . ?
C33 C32 N3 120.6(5) . . ?
C37 C32 N3 121.0(5) . . ?
C32 C33 C34 121.3(6) . . ?
C32 C33 C38 117.4(5) . . ?
C34 C33 C38 121.4(6) . . ?
C35 C34 C33 118.8(6) . . ?
C35 C34 H34 120.6 . . ?
C33 C34 H34 120.6 . . ?
C36 C35 C34 120.9(6) . . ?
C36 C35 H35 119.6 . . ?
C34 C35 H35 119.6 . . ?
C35 C36 C37 120.1(6) . . ?
C35 C36 H36 120.0 . . ?
C37 C36 H36 120.0 . . ?
C36 C37 C32 120.6(6) . . ?
C36 C37 Br01 120.3(5) . . ?
C32 C37 Br01 119.1(5) . . ?
N4 C38 C33 179.3(8) . . ?
C7 N1 C6 108.5(5) . . ?
C7 N1 C13 124.7(5) . . ?
C6 N1 C13 123.1(5) . . ?
C25 N3 C26 110.0(5) . . ?
C25 N3 C32 125.5(5) . . ?
C26 N3 C32 124.4(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
C6 C1 C2 C3 1.5(11) . . . . ?
C1 C2 C3 C4 0.0(11) . . . . ?
C2 C3 C4 C5 -0.8(11) . . . . ?
C3 C4 C5 C6 0.2(10) . . . . ?
C3 C4 C5 C12 179.9(7) . . . . ?
C2 C1 C6 N1 179.3(6) . . . . ?
C2 C1 C6 C5 -2.1(10) . . . . ?
C4 C5 C6 C1 1.4(9) . . . . ?
C12 C5 C6 C1 -178.4(6) . . . . ?
C4 C5 C6 N1 -179.8(6) . . . . ?
C12 C5 C6 N1 0.4(7) . . . . ?
N1 C7 C8 C9 -178.5(6) . . . . ?
C12 C7 C8 C9 0.4(9) . . . . ?
C7 C8 C9 C10 -0.4(9) . . . . ?
C8 C9 C10 C11 0.7(10) . . . . ?
C9 C10 C11 C12 -1.0(10) . . . . ?
C10 C11 C12 C7 1.0(9) . . . . ?
C10 C11 C12 C5 -176.8(7) . . . . ?
C8 C7 C12 C11 -0.7(9) . . . . ?
N1 C7 C12 C11 178.4(6) . . . . ?
C8 C7 C12 C5 177.6(6) . . . . ?
N1 C7 C12 C5 -3.3(7) . . . . ?
C4 C5 C12 C11 0.0(13) . . . . ?
C6 C5 C12 C11 179.7(7) . . . . ?
C4 C5 C12 C7 -178.0(7) . . . . ?
C6 C5 C12 C7 1.7(7) . . . . ?
C18 C13 C14 C15 0.5(10) . . . . ?
N1 C13 C14 C15 -179.1(6) . . . . ?
C18 C13 C14 Br02 -179.1(5) . . . . ?
N1 C13 C14 Br02 1.3(8) . . . . ?
C13 C14 C15 C16 -1.4(10) . . . . ?
Br02 C14 C15 C16 178.3(5) . . . . ?
C14 C15 C16 C17 0.7(10) . . . . ?
C15 C16 C17 C18 0.8(10) . . . . ?
C14 C13 C18 C17 1.0(9) . . . . ?
N1 C13 C18 C17 -179.4(6) . . . . ?
C14 C13 C18 C19 179.0(6) . . . . ?
N1 C13 C18 C19 -1.4(9) . . . . ?
C16 C17 C18 C13 -1.6(10) . . . . ?
C16 C17 C18 C19 -179.6(6) . . . . ?
C25 C20 C21 C22 -0.1(10) . . . . ?
C20 C21 C22 C23 1.3(10) . . . . ?
C21 C22 C23 C24 -1.2(9) . . . . ?
C22 C23 C24 C25 -0.2(8) . . . . ?
C22 C23 C24 C31 -177.7(6) . . . . ?
C21 C20 C25 N3 179.0(6) . . . . ?
C21 C20 C25 C24 -1.3(9) . . . . ?
C23 C24 C25 C20 1.5(9) . . . . ?
C31 C24 C25 C20 179.6(5) . . . . ?
C23 C24 C25 N3 -178.8(5) . . . . ?
C31 C24 C25 N3 -0.7(6) . . . . ?
N3 C26 C27 C28 178.7(6) . . . . ?
C31 C26 C27 C28 -0.3(9) . . . . ?
C26 C27 C28 C29 -0.7(9) . . . . ?
C27 C28 C29 C30 1.1(10) . . . . ?
C28 C29 C30 C31 -0.5(9) . . . . ?
C29 C30 C31 C26 -0.5(9) . . . . ?
C29 C30 C31 C24 -179.8(6) . . . . ?
C27 C26 C31 C30 0.9(9) . . . . ?
N3 C26 C31 C30 -178.3(5) . . . . ?
C27 C26 C31 C24 -179.6(5) . . . . ?
N3 C26 C31 C24 1.2(6) . . . . ?
C25 C24 C31 C30 179.0(7) . . . . ?
C23 C24 C31 C30 -3.3(11) . . . . ?
C25 C24 C31 C26 -0.4(6) . . . . ?
C23 C24 C31 C26 177.4(6) . . . . ?
C37 C32 C33 C34 0.2(9) . . . . ?
N3 C32 C33 C34 178.3(5) . . . . ?
C37 C32 C33 C38 179.4(5) . . . . ?
N3 C32 C33 C38 -2.4(9) . . . . ?
C32 C33 C34 C35 -0.5(9) . . . . ?
C38 C33 C34 C35 -179.7(6) . . . . ?
C33 C34 C35 C36 0.7(10) . . . . ?
C34 C35 C36 C37 -0.5(10) . . . . ?
C35 C36 C37 C32 0.2(10) . . . . ?
C35 C36 C37 Br01 178.9(5) . . . . ?
C33 C32 C37 C36 0.0(9) . . . . ?
N3 C32 C37 C36 -178.2(6) . . . . ?
C33 C32 C37 Br01 -178.8(4) . . . . ?
N3 C32 C37 Br01 3.1(8) . . . . ?
C8 C7 N1 C6 -177.4(6) . . . . ?
C12 C7 N1 C6 3.6(6) . . . . ?
C8 C7 N1 C13 -18.5(10) . . . . ?
C12 C7 N1 C13 162.4(6) . . . . ?
C1 C6 N1 C7 176.3(6) . . . . ?
C5 C6 N1 C7 -2.4(7) . . . . ?
C1 C6 N1 C13 17.0(10) . . . . ?
C5 C6 N1 C13 -161.7(5) . . . . ?
C14 C13 N1 C7 -81.2(8) . . . . ?
C18 C13 N1 C7 99.1(7) . . . . ?
C14 C13 N1 C6 74.7(8) . . . . ?
C18 C13 N1 C6 -105.0(7) . . . . ?
C20 C25 N3 C26 -178.8(6) . . . . ?
C24 C25 N3 C26 1.5(6) . . . . ?
C20 C25 N3 C32 -1.3(10) . . . . ?
C24 C25 N3 C32 179.1(5) . . . . ?
C27 C26 N3 C25 179.2(6) . . . . ?
C31 C26 N3 C25 -1.7(6) . . . . ?
C27 C26 N3 C32 1.6(9) . . . . ?
C31 C26 N3 C32 -179.3(5) . . . . ?
C33 C32 N3 C25 85.3(7) . . . . ?
C37 C32 N3 C25 -96.6(7) . . . . ?
C33 C32 N3 C26 -97.4(7) . . . . ?
C37 C32 N3 C26 80.7(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
C27 H27 N2 0.95 2.69 3.633(9) 170.7 2_646
C27 H27 N2 0.95 2.69 3.633(9) 170.7 2_646

_refine_diff_density_max         0.824
_refine_diff_density_min         -0.463
_refine_diff_density_rms         0.072



