# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_lyn-g
_database_code_depnum_ccdc_archive 'CCDC 2120757'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D1OB02015C 2021
loop_
_audit_author_name
_audit_author_address
'Yao-Fu Zeng'
;Univerisity of South China
China
;
_audit_update_record             
;
2021-11-08 deposited with the CCDC.	2021-12-02 downloaded from the CCDC.
;
_audit_creation_date             2021-11-08
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H14 Br N3 O3'
_chemical_formula_sum            'C17 H14 Br N3 O3'
_chemical_formula_weight         388.22
_chemical_melting_point          ?
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   21.4559(18)
_cell_length_b                   8.8913(8)
_cell_length_c                   17.8312(16)
_cell_angle_alpha                90
_cell_angle_beta                 102.210(9)
_cell_angle_gamma                90
_cell_volume                     3324.7(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3092
_cell_measurement_temperature    292.99(10)
_cell_measurement_theta_max      22.9070
_cell_measurement_theta_min      2.3160
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.493
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.39194
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1568
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0614
_diffrn_reflns_av_unetI/netI     0.0952
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            17453
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.334
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      292.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -64.00  44.00   1.00    7.00    --   11.90 -77.00 -30.00  108
  2  ω    -15.00  12.00   1.00    7.00    --  -11.35 -99.00-120.00   27
  3  ω     36.00  84.00   1.00    7.00    --   11.90-178.00 -30.00   48
  4  ω    -74.00 -18.00   1.00    7.00    --  -11.35 -77.00 150.00   56
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0042596000
_diffrn_orient_matrix_UB_12      0.0469510000
_diffrn_orient_matrix_UB_13      0.0328529000
_diffrn_orient_matrix_UB_21      0.0328315000
_diffrn_orient_matrix_UB_22      0.0072865000
_diffrn_orient_matrix_UB_23      -0.0004281000
_diffrn_orient_matrix_UB_31      -0.0068496000
_diffrn_orient_matrix_UB_32      0.0640880000
_diffrn_orient_matrix_UB_33      -0.0240306000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3141
_reflns_number_total             5861
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.495
_refine_diff_density_min         -0.416
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       0.00144(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     438
_refine_ls_number_reflns         5861
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1298
_refine_ls_R_factor_gt           0.0554
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0335P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0981
_refine_ls_wR_factor_ref         0.1249
_refine_special_details          ?
_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:
 C7(H7A,H7B), C24(H24A,H24B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C9(H9), C14(H14), C19(H19), C20(H20),
 C22(H22), C23(H23), C26(H26), C29(H29)
2.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C33(H33A,H33B,H33C), C34(H34A,H34B,
 H34C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.30574(3) 0.94255(7) 0.38214(4) 0.0782(2) Uani 1 1 d . . . . .
O1 O 0.01403(18) 0.4039(4) 0.26900(17) 0.0719(11) Uani 1 1 d . . . . .
O2 O 0.0611(2) 0.0533(4) 0.5998(2) 0.0842(12) Uani 1 1 d . . . . .
O3 O 0.1597(2) 0.0616(4) 0.5942(3) 0.1062(16) Uani 1 1 d . . . . .
N1 N 0.04894(15) 0.4925(4) 0.39114(17) 0.0348(8) Uani 1 1 d . . . . .
N2 N 0.06164(17) 0.1921(4) 0.4400(2) 0.0458(10) Uani 1 1 d . . . . .
N3 N 0.1079(2) 0.1184(5) 0.5892(2) 0.0586(12) Uani 1 1 d . . . . .
C1 C 0.1072(2) 0.7218(5) 0.3667(2) 0.0337(10) Uani 1 1 d . . . . .
C2 C 0.1538(2) 0.6492(5) 0.3368(2) 0.0465(12) Uani 1 1 d . . . . .
H2 H 0.145239 0.555241 0.314001 0.056 Uiso 1 1 calc R U . . .
C3 C 0.2127(2) 0.7149(5) 0.3405(2) 0.0493(12) Uani 1 1 d . . . . .
H3 H 0.244032 0.666143 0.320734 0.059 Uiso 1 1 calc R U . . .
C4 C 0.2238(2) 0.8534(5) 0.3740(2) 0.0462(12) Uani 1 1 d . . . . .
C5 C 0.1779(2) 0.9296(5) 0.4026(2) 0.0497(12) Uani 1 1 d . . . . .
H5 H 0.186170 1.024719 0.424110 0.060 Uiso 1 1 calc R U . . .
C6 C 0.1195(2) 0.8615(5) 0.3985(2) 0.0456(12) Uani 1 1 d . . . . .
H6 H 0.088055 0.911251 0.417602 0.055 Uiso 1 1 calc R U . . .
C7 C 0.0436(2) 0.6494(5) 0.3641(2) 0.0415(11) Uani 1 1 d . . . . .
H7A H 0.020652 0.707211 0.395628 0.050 Uiso 1 1 calc R U . . .
H7B H 0.019078 0.651974 0.311774 0.050 Uiso 1 1 calc R U . . .
C8 C 0.0331(2) 0.3785(5) 0.3380(3) 0.0458(12) Uani 1 1 d . . . . .
C9 C 0.0403(2) 0.2271(5) 0.3696(3) 0.0510(13) Uani 1 1 d . . . . .
H9 H 0.028257 0.148171 0.335340 0.061 Uiso 1 1 calc R U . . .
C10 C 0.07825(19) 0.3101(5) 0.4909(2) 0.0333(10) Uani 1 1 d . . . . .
C11 C 0.10192(19) 0.2798(5) 0.5683(2) 0.0362(11) Uani 1 1 d . . . . .
C12 C 0.11923(19) 0.3874(5) 0.6245(2) 0.0407(11) Uani 1 1 d . . . . .
C13 C 0.1121(2) 0.5385(5) 0.6003(2) 0.0402(11) Uani 1 1 d . . . . .
C14 C 0.08910(19) 0.5723(5) 0.5239(2) 0.0371(11) Uani 1 1 d . . . . .
H14 H 0.084487 0.672589 0.508912 0.045 Uiso 1 1 calc R U . . .
C15 C 0.07259(18) 0.4602(4) 0.4688(2) 0.0301(10) Uani 1 1 d . . . . .
C16 C 0.1312(2) 0.6638(5) 0.6575(2) 0.0616(15) Uani 1 1 d . . . . .
H16A H 0.176450 0.660868 0.676939 0.092 Uiso 1 1 calc R U . . .
H16B H 0.109657 0.651466 0.699145 0.092 Uiso 1 1 calc R U . . .
H16C H 0.119583 0.758729 0.632878 0.092 Uiso 1 1 calc R U . . .
C17 C 0.1438(3) 0.3471(6) 0.7078(2) 0.0725(17) Uani 1 1 d . . . . .
H17A H 0.140543 0.240443 0.714252 0.109 Uiso 1 1 calc R U . . .
H17B H 0.118940 0.398106 0.738811 0.109 Uiso 1 1 calc R U . . .
H17C H 0.187637 0.377240 0.723220 0.109 Uiso 1 1 calc R U . . .
Br2 Br 0.33770(4) 0.92115(8) 0.70241(4) 0.1004(3) Uani 1 1 d . . . . .
O4 O 0.19741(17) 0.3236(4) 0.4024(2) 0.0684(10) Uani 1 1 d . . . . .
O5 O 0.4569(2) 0.1796(6) 0.2875(2) 0.1164(18) Uani 1 1 d . . . . .
O6 O 0.4850(2) 0.4100(7) 0.3086(3) 0.1201(19) Uani 1 1 d . . . . .
N4 N 0.29933(19) 0.3035(4) 0.4725(2) 0.0501(10) Uani 1 1 d . . . . .
N5 N 0.3409(2) 0.3261(4) 0.3335(2) 0.0536(11) Uani 1 1 d . . . . .
N6 N 0.4655(2) 0.2916(8) 0.3265(3) 0.0774(15) Uani 1 1 d . . . . .
C18 C 0.2899(2) 0.4545(6) 0.5854(3) 0.0527(13) Uani 1 1 d . . . . .
C19 C 0.3297(3) 0.4676(7) 0.6575(3) 0.0707(16) Uani 1 1 d . . . . .
H19 H 0.347555 0.381095 0.682492 0.085 Uiso 1 1 calc R U . . .
C20 C 0.3432(3) 0.6025(8) 0.6926(3) 0.0719(17) Uani 1 1 d . . . . .
H20 H 0.369510 0.608164 0.741197 0.086 Uiso 1 1 calc R U . . .
C21 C 0.3174(3) 0.7323(7) 0.6550(3) 0.0655(16) Uani 1 1 d . . . . .
C22 C 0.2771(2) 0.7240(6) 0.5840(3) 0.0641(15) Uani 1 1 d . . . . .
H22 H 0.258532 0.810354 0.559479 0.077 Uiso 1 1 calc R U . . .
C23 C 0.2647(2) 0.5855(6) 0.5501(3) 0.0544(13) Uani 1 1 d . . . . .
H23 H 0.238433 0.579767 0.501538 0.065 Uiso 1 1 calc R U . . .
C24 C 0.2771(2) 0.3053(6) 0.5452(3) 0.0601(14) Uani 1 1 d . . . . .
H24A H 0.298633 0.226467 0.578537 0.072 Uiso 1 1 calc R U . . .
H24B H 0.231711 0.284704 0.534939 0.072 Uiso 1 1 calc R U . . .
C25 C 0.2547(3) 0.3197(5) 0.4048(3) 0.0539(13) Uani 1 1 d . . . . .
C26 C 0.2818(3) 0.3356(5) 0.3370(3) 0.0583(14) Uani 1 1 d . . . . .
H26 H 0.253121 0.354792 0.291061 0.070 Uiso 1 1 calc R U . . .
C27 C 0.3832(2) 0.2996(5) 0.4029(2) 0.0463(12) Uani 1 1 d . . . . .
C28 C 0.3646(2) 0.2901(5) 0.4732(2) 0.0476(12) Uani 1 1 d . . . . .
C29 C 0.4110(2) 0.2649(6) 0.5393(2) 0.0582(14) Uani 1 1 d . . . . .
H29 H 0.398883 0.258790 0.586282 0.070 Uiso 1 1 calc R U . . .
C30 C 0.4742(3) 0.2488(7) 0.5370(3) 0.0686(16) Uani 1 1 d . . . . .
C31 C 0.4941(2) 0.2602(6) 0.4664(3) 0.0680(16) Uani 1 1 d . . . . .
C32 C 0.4476(2) 0.2838(6) 0.4024(2) 0.0542(13) Uani 1 1 d . . . . .
C33 C 0.5631(3) 0.2448(9) 0.4629(3) 0.113(3) Uani 1 1 d . . . . .
H33A H 0.567645 0.257074 0.410846 0.170 Uiso 1 1 calc R U . . .
H33B H 0.578178 0.147039 0.481096 0.170 Uiso 1 1 calc R U . . .
H33C H 0.587562 0.320554 0.494521 0.170 Uiso 1 1 calc R U . . .
C34 C 0.5220(3) 0.2202(8) 0.6106(3) 0.108(3) Uani 1 1 d . . . . .
H34A H 0.500943 0.223480 0.652963 0.162 Uiso 1 1 calc R U . . .
H34B H 0.554616 0.295868 0.617204 0.162 Uiso 1 1 calc R U . . .
H34C H 0.540945 0.122858 0.608382 0.162 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 C4 1.905(5) . ?
O1 C8 1.232(5) . ?
O2 N3 1.209(5) . ?
O3 N3 1.207(5) . ?
N1 C7 1.473(5) . ?
N1 C8 1.380(5) . ?
N1 C15 1.400(5) . ?
N2 C9 1.280(5) . ?
N2 C10 1.384(5) . ?
N3 C11 1.482(6) . ?
C1 C2 1.387(6) . ?
C1 C6 1.368(6) . ?
C1 C7 1.500(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.382(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.367(6) . ?
C4 C5 1.378(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.381(6) . ?
C6 H6 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.455(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.391(5) . ?
C10 C15 1.390(5) . ?
C11 C12 1.379(6) . ?
C12 C13 1.410(6) . ?
C12 C17 1.509(5) . ?
C13 C14 1.380(5) . ?
C13 C16 1.507(6) . ?
C14 H14 0.9300 . ?
C14 C15 1.392(5) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
Br2 C21 1.889(5) . ?
O4 C25 1.221(5) . ?
O5 N6 1.206(6) . ?
O6 N6 1.201(6) . ?
N4 C24 1.472(5) . ?
N4 C25 1.381(6) . ?
N4 C28 1.404(6) . ?
N5 C26 1.286(6) . ?
N5 C27 1.391(5) . ?
N6 C32 1.485(6) . ?
C18 C19 1.390(6) . ?
C18 C23 1.378(6) . ?
C18 C24 1.505(6) . ?
C19 H19 0.9300 . ?
C19 C20 1.356(7) . ?
C20 H20 0.9300 . ?
C20 C21 1.390(7) . ?
C21 C22 1.376(6) . ?
C22 H22 0.9300 . ?
C22 C23 1.373(6) . ?
C23 H23 0.9300 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.455(7) . ?
C26 H26 0.9300 . ?
C27 C28 1.396(6) . ?
C27 C32 1.389(6) . ?
C28 C29 1.390(6) . ?
C29 H29 0.9300 . ?
C29 C30 1.372(7) . ?
C30 C31 1.415(7) . ?
C30 C34 1.507(6) . ?
C31 C32 1.365(6) . ?
C31 C33 1.501(7) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?

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
C8 N1 C7 118.7(3) . . ?
C8 N1 C15 120.9(4) . . ?
C15 N1 C7 120.3(3) . . ?
C9 N2 C10 116.7(4) . . ?
O2 N3 C11 118.2(4) . . ?
O3 N3 O2 124.8(5) . . ?
O3 N3 C11 117.0(4) . . ?
C2 C1 C7 120.8(4) . . ?
C6 C1 C2 119.4(4) . . ?
C6 C1 C7 119.8(4) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 C1 120.7(4) . . ?
C3 C2 H2 119.6 . . ?
C2 C3 H3 120.8 . . ?
C4 C3 C2 118.4(4) . . ?
C4 C3 H3 120.8 . . ?
C3 C4 Br1 118.8(4) . . ?
C3 C4 C5 122.1(4) . . ?
C5 C4 Br1 119.1(4) . . ?
C4 C5 H5 120.8 . . ?
C4 C5 C6 118.4(4) . . ?
C6 C5 H5 120.8 . . ?
C1 C6 C5 120.9(4) . . ?
C1 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
N1 C7 C1 112.9(3) . . ?
N1 C7 H7A 109.0 . . ?
N1 C7 H7B 109.0 . . ?
C1 C7 H7A 109.0 . . ?
C1 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
O1 C8 N1 122.2(4) . . ?
O1 C8 C9 122.8(4) . . ?
N1 C8 C9 115.0(4) . . ?
N2 C9 C8 126.2(4) . . ?
N2 C9 H9 116.9 . . ?
C8 C9 H9 116.9 . . ?
N2 C10 C11 119.6(4) . . ?
N2 C10 C15 123.1(4) . . ?
C11 C10 C15 117.3(4) . . ?
C10 C11 N3 115.5(4) . . ?
C12 C11 N3 119.5(4) . . ?
C12 C11 C10 124.9(4) . . ?
C11 C12 C13 116.3(4) . . ?
C11 C12 C17 122.4(4) . . ?
C13 C12 C17 121.3(4) . . ?
C12 C13 C16 120.0(4) . . ?
C14 C13 C12 120.2(4) . . ?
C14 C13 C16 119.8(4) . . ?
C13 C14 H14 119.1 . . ?
C13 C14 C15 121.7(4) . . ?
C15 C14 H14 119.1 . . ?
C10 C15 N1 118.0(3) . . ?
C10 C15 C14 119.5(3) . . ?
C14 C15 N1 122.5(4) . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C12 C17 H17A 109.5 . . ?
C12 C17 H17B 109.5 . . ?
C12 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C25 N4 C24 118.4(4) . . ?
C25 N4 C28 121.5(4) . . ?
C28 N4 C24 120.1(4) . . ?
C26 N5 C27 115.7(4) . . ?
O5 N6 C32 116.7(6) . . ?
O6 N6 O5 126.2(5) . . ?
O6 N6 C32 117.1(6) . . ?
C19 C18 C24 121.9(5) . . ?
C23 C18 C19 117.1(5) . . ?
C23 C18 C24 120.9(4) . . ?
C18 C19 H19 119.0 . . ?
C20 C19 C18 122.1(5) . . ?
C20 C19 H19 119.0 . . ?
C19 C20 H20 120.4 . . ?
C19 C20 C21 119.2(5) . . ?
C21 C20 H20 120.4 . . ?
C20 C21 Br2 119.4(4) . . ?
C22 C21 Br2 120.0(5) . . ?
C22 C21 C20 120.6(5) . . ?
C21 C22 H22 120.7 . . ?
C23 C22 C21 118.5(5) . . ?
C23 C22 H22 120.7 . . ?
C18 C23 H23 118.7 . . ?
C22 C23 C18 122.5(5) . . ?
C22 C23 H23 118.7 . . ?
N4 C24 C18 111.6(4) . . ?
N4 C24 H24A 109.3 . . ?
N4 C24 H24B 109.3 . . ?
C18 C24 H24A 109.3 . . ?
C18 C24 H24B 109.3 . . ?
H24A C24 H24B 108.0 . . ?
O4 C25 N4 122.7(5) . . ?
O4 C25 C26 123.0(5) . . ?
N4 C25 C26 114.3(5) . . ?
N5 C26 C25 127.2(5) . . ?
N5 C26 H26 116.4 . . ?
C25 C26 H26 116.4 . . ?
N5 C27 C28 123.5(4) . . ?
C32 C27 N5 118.3(4) . . ?
C32 C27 C28 118.2(4) . . ?
C27 C28 N4 117.5(4) . . ?
C29 C28 N4 123.7(4) . . ?
C29 C28 C27 118.8(4) . . ?
C28 C29 H29 119.2 . . ?
C30 C29 C28 121.7(4) . . ?
C30 C29 H29 119.2 . . ?
C29 C30 C31 120.4(4) . . ?
C29 C30 C34 119.1(5) . . ?
C31 C30 C34 120.5(5) . . ?
C30 C31 C33 121.1(5) . . ?
C32 C31 C30 116.7(5) . . ?
C32 C31 C33 122.2(5) . . ?
C27 C32 N6 116.8(4) . . ?
C31 C32 N6 119.0(5) . . ?
C31 C32 C27 124.2(4) . . ?
C31 C33 H33A 109.5 . . ?
C31 C33 H33B 109.5 . . ?
C31 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C30 C34 H34A 109.5 . . ?
C30 C34 H34B 109.5 . . ?
C30 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?

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
Br1 C4 C5 C6 -177.9(3) . . . . ?
O1 C8 C9 N2 177.7(5) . . . . ?
O2 N3 C11 C10 -83.0(5) . . . . ?
O2 N3 C11 C12 96.7(5) . . . . ?
O3 N3 C11 C10 96.9(5) . . . . ?
O3 N3 C11 C12 -83.4(6) . . . . ?
N1 C8 C9 N2 -2.7(7) . . . . ?
N2 C10 C11 N3 0.7(6) . . . . ?
N2 C10 C11 C12 -179.1(4) . . . . ?
N2 C10 C15 N1 0.0(6) . . . . ?
N2 C10 C15 C14 178.7(4) . . . . ?
N3 C11 C12 C13 -180.0(4) . . . . ?
N3 C11 C12 C17 -0.6(6) . . . . ?
C1 C2 C3 C4 -0.4(6) . . . . ?
C2 C1 C6 C5 -1.4(6) . . . . ?
C2 C1 C7 N1 48.3(5) . . . . ?
C2 C3 C4 Br1 178.2(3) . . . . ?
C2 C3 C4 C5 -1.2(6) . . . . ?
C3 C4 C5 C6 1.4(7) . . . . ?
C4 C5 C6 C1 -0.1(7) . . . . ?
C6 C1 C2 C3 1.6(6) . . . . ?
C6 C1 C7 N1 -132.2(4) . . . . ?
C7 N1 C8 O1 -0.9(6) . . . . ?
C7 N1 C8 C9 179.5(4) . . . . ?
C7 N1 C15 C10 -178.3(3) . . . . ?
C7 N1 C15 C14 3.1(6) . . . . ?
C7 C1 C2 C3 -178.8(4) . . . . ?
C7 C1 C6 C5 179.1(4) . . . . ?
C8 N1 C7 C1 -107.2(4) . . . . ?
C8 N1 C15 C10 -1.5(6) . . . . ?
C8 N1 C15 C14 179.9(4) . . . . ?
C9 N2 C10 C11 -179.8(4) . . . . ?
C9 N2 C10 C15 0.1(6) . . . . ?
C10 N2 C9 C8 1.3(7) . . . . ?
C10 C11 C12 C13 -0.2(6) . . . . ?
C10 C11 C12 C17 179.2(4) . . . . ?
C11 C10 C15 N1 179.9(4) . . . . ?
C11 C10 C15 C14 -1.4(6) . . . . ?
C11 C12 C13 C14 -0.1(6) . . . . ?
C11 C12 C13 C16 -178.7(4) . . . . ?
C12 C13 C14 C15 -0.3(6) . . . . ?
C13 C14 C15 N1 179.8(4) . . . . ?
C13 C14 C15 C10 1.2(6) . . . . ?
C15 N1 C7 C1 69.7(5) . . . . ?
C15 N1 C8 O1 -177.8(4) . . . . ?
C15 N1 C8 C9 2.6(6) . . . . ?
C15 C10 C11 N3 -179.2(4) . . . . ?
C15 C10 C11 C12 1.0(6) . . . . ?
C16 C13 C14 C15 178.2(4) . . . . ?
C17 C12 C13 C14 -179.5(4) . . . . ?
C17 C12 C13 C16 1.9(6) . . . . ?
Br2 C21 C22 C23 178.1(4) . . . . ?
O4 C25 C26 N5 -176.6(5) . . . . ?
O5 N6 C32 C27 -79.3(7) . . . . ?
O5 N6 C32 C31 99.8(6) . . . . ?
O6 N6 C32 C27 97.9(6) . . . . ?
O6 N6 C32 C31 -82.9(7) . . . . ?
N4 C25 C26 N5 5.0(7) . . . . ?
N4 C28 C29 C30 178.4(5) . . . . ?
N5 C27 C28 N4 2.0(7) . . . . ?
N5 C27 C28 C29 -179.3(4) . . . . ?
N5 C27 C32 N6 -2.0(7) . . . . ?
N5 C27 C32 C31 178.8(5) . . . . ?
C18 C19 C20 C21 -0.9(8) . . . . ?
C19 C18 C23 C22 -0.8(7) . . . . ?
C19 C18 C24 N4 -118.1(5) . . . . ?
C19 C20 C21 Br2 -178.5(4) . . . . ?
C19 C20 C21 C22 1.9(8) . . . . ?
C20 C21 C22 C23 -2.2(8) . . . . ?
C21 C22 C23 C18 1.7(8) . . . . ?
C23 C18 C19 C20 0.4(8) . . . . ?
C23 C18 C24 N4 58.8(6) . . . . ?
C24 N4 C25 O4 -5.8(7) . . . . ?
C24 N4 C25 C26 172.6(4) . . . . ?
C24 N4 C28 C27 -175.6(4) . . . . ?
C24 N4 C28 C29 5.8(7) . . . . ?
C24 C18 C19 C20 177.4(5) . . . . ?
C24 C18 C23 C22 -177.8(4) . . . . ?
C25 N4 C24 C18 -102.1(5) . . . . ?
C25 N4 C28 C27 2.5(6) . . . . ?
C25 N4 C28 C29 -176.1(4) . . . . ?
C26 N5 C27 C28 -2.7(7) . . . . ?
C26 N5 C27 C32 178.1(4) . . . . ?
C27 N5 C26 C25 -1.0(7) . . . . ?
C27 C28 C29 C30 -0.2(8) . . . . ?
C28 N4 C24 C18 76.0(5) . . . . ?
C28 N4 C25 O4 176.0(4) . . . . ?
C28 N4 C25 C26 -5.5(6) . . . . ?
C28 C27 C32 N6 178.8(5) . . . . ?
C28 C27 C32 C31 -0.3(8) . . . . ?
C28 C29 C30 C31 1.1(9) . . . . ?
C28 C29 C30 C34 -179.4(5) . . . . ?
C29 C30 C31 C32 -1.5(9) . . . . ?
C29 C30 C31 C33 179.2(6) . . . . ?
C30 C31 C32 N6 -178.0(5) . . . . ?
C30 C31 C32 C27 1.2(8) . . . . ?
C32 C27 C28 N4 -178.8(4) . . . . ?
C32 C27 C28 C29 -0.2(7) . . . . ?
C33 C31 C32 N6 1.3(9) . . . . ?
C33 C31 C32 C27 -179.6(5) . . . . ?
C34 C30 C31 C32 179.0(5) . . . . ?
C34 C30 C31 C33 -0.3(9) . . . . ?

_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 1.940
_oxdiff_exptl_absorpt_empirical_full_min 0.542
