# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_AB-P-SATPA
_database_code_depnum_ccdc_archive 'CCDC 2252820'
loop_
_audit_author_name
_audit_author_address
'Xu-Min Cai'
;Nanjing Forestry University
China
;
_audit_update_record             
;
2023-03-30 deposited with the CCDC.	2024-02-12 downloaded from the CCDC.
;
_audit_creation_date             2023-03-20
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H23 Br N2 O'
_chemical_formula_sum            'C31 H23 Br N2 O'
_chemical_formula_weight         519.42
_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 0.0181 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'
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'

_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           15
_space_group_name_H-M_alt        'I 2/a'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   15.4196(10)
_cell_length_b                   7.0728(5)
_cell_length_c                   44.912(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.069(5)
_cell_angle_gamma                90
_cell_volume                     4891.1(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5088
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.0550
_cell_measurement_theta_min      4.2500
_shelx_estimated_absorpt_T_max   0.771
_shelx_estimated_absorpt_T_min   0.502
_exptl_absorpt_coefficient_mu    2.495
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.25275
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.411
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2128
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0598
_diffrn_reflns_av_unetI/netI     0.0523
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       51
_diffrn_reflns_limit_l_min       -54
_diffrn_reflns_number            19890
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.639
_diffrn_reflns_theta_min         3.943
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0606
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     30.00  76.00   1.00    4.00    --   36.10  57.00 -60.00   46
  2  ω     62.00 103.00   1.00    4.00    --   36.10  57.00 -90.00   41
  3  ω     55.00 103.00   1.00    4.00    --   36.10  77.00   0.00   48
  4  ω     72.00 103.00   1.00    4.00    --   36.10  57.00  30.00   31
  5  ω     76.00 106.00   1.00    4.00    --   36.10  19.00  30.00   30
  6  ω     65.00  93.00   1.00    4.00    --   36.10  57.00 120.00   28
  7  ω     29.00  92.00   1.00    4.00    --   36.10  57.00  60.00   63
  8  ω     25.00  51.00   1.00    4.00    --   36.10  77.00   0.00   26
  9  ω     20.00 101.00   1.00    4.00    --   36.10  57.00   0.00   81
 10  ω    136.00 170.00   1.00    4.00    --  108.00  63.00 120.00   34
 11  ω    103.00 132.00   1.00    4.00    --  108.00  63.00 120.00   29
 12  ω     87.00 176.00   1.00    4.00    --  108.00  63.00 150.00   89
 13  ω    132.00 168.00   1.00    4.00    --  108.00  53.00  -3.00   36
 14  ω    108.00 135.00   1.00    4.00    --  108.00  25.00 -60.00   27
 15  ω     94.00 127.00   1.00    4.00    --  108.00 -50.00   0.00   33
 16  ω     92.00 132.00   1.00    4.00    --  108.00 -77.00 -30.00   40
 17  ω     85.00 113.00   1.00    4.00    --  108.00-111.00  90.00   28
 18  ω     88.00 119.00   1.00    4.00    --  108.00 -38.00 120.00   31
 19  ω     80.00 177.00   1.00    4.00    --  108.00  25.00  60.00   97
 20  ω     89.00 175.00   1.00    4.00    --  108.00  63.00  90.00   86
 21  ω     62.00  88.00   1.00    4.00    --  108.00 -77.00 -30.00   26
 22  ω     55.00 123.00   1.00    4.00    --  108.00 -63.00  60.00   68
 23  ω     50.00  76.00   1.00    4.00    --  108.00 -38.00 120.00   26
 24  ω     38.00 109.00   1.00    4.00    --  108.00-111.00  30.00   71
 25  ω     41.00  82.00   1.00    4.00    --   36.10-125.00 120.00   41
 26  ω     29.00  77.00   1.00    4.00    --   36.10 -99.00 150.00   48
 27  ω     16.00  58.00   1.00    4.00    --   36.10 -38.00 150.00   42
 28  ω      6.00  35.00   1.00    4.00    --   36.10 -99.00 120.00   29
 29  ω    -32.00  55.00   1.00    4.00    --   36.10 -57.00 120.00   87
 30  ω     39.00  90.00   1.00    4.00    --  108.00 -50.00   0.00   51
 31  ω     38.00 113.00   1.00    4.00    --  108.00-111.00 -30.00   75
 32  ω     70.00 129.00   1.00    4.00    --  108.00 -63.00-150.00   59
 33  ω     78.00 103.00   1.00    4.00    --  108.00-111.00-180.00   25
 34  ω     44.00  78.00   1.00    4.00    --  108.00 -53.00-148.00   34
 35  ω     40.00  66.00   1.00    4.00    --  108.00 -63.00-150.00   26
 36  ω     38.00 109.00   1.00    4.00    --  108.00-111.00-120.00   71
 37  ω     33.00  88.00   1.00    4.00    --   36.10-125.00 -30.00   55
 38  ω     40.00  65.00   1.00    4.00    --   36.10 -99.00 -30.00   25
 39  ω     18.00  72.00   1.00    4.00    --   36.10 -19.00-120.00   54
 40  ω     19.00  46.00   1.00    4.00    --   36.10  57.00 -90.00   27
 41  ω    -22.00  11.00   1.00    4.00    --   36.10 -38.00-180.00   33
 42  ω    -26.00  33.00   1.00    4.00    --   36.10 -57.00-120.00   59
 43  ω      2.00  53.00   1.00    4.00    --   36.10 -99.00-150.00   51
 44  ω    -34.00   3.00   1.00    4.00    --   36.10 -19.00-120.00   37
 45  ω    122.00 147.00   1.00    4.00    --  108.00 111.00-180.00   25
 46  ω     31.00  56.00   1.00    4.00    --   36.10  57.00 120.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0952446000
_diffrn_orient_matrix_UB_12      -0.0297101000
_diffrn_orient_matrix_UB_13      0.0113600000
_diffrn_orient_matrix_UB_21      -0.0303822000
_diffrn_orient_matrix_UB_22      -0.0537680000
_diffrn_orient_matrix_UB_23      0.0309809000
_diffrn_orient_matrix_UB_31      -0.0055758000
_diffrn_orient_matrix_UB_32      -0.2088425000
_diffrn_orient_matrix_UB_33      -0.0096413000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2732
_reflns_number_total             4699
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (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 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.370
_refine_diff_density_min         -1.119
_refine_diff_density_rms         0.141
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         4699
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1187
_refine_ls_R_factor_gt           0.0780
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1372P)²+0.7850P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1931
_refine_ls_wR_factor_ref         0.2582
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C10(H10), C11(H11), C13(H13),
 C15(H15), C16(H16), C18(H18), C19(H19), C21(H21), C22(H22), C23(H23), C24(H24),
  C25(H25), C27(H27), C28(H28), C29(H29), C30(H30), C31(H31)
2.b Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_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 0.18532(5) -0.03860(13) 0.62128(2) 0.1128(4) Uani 1 1 d . . . . .
C1 C 0.2326(3) 0.1135(8) 0.59153(10) 0.0770(13) Uani 1 1 d . . . . .
C2 C 0.2413(4) 0.3050(9) 0.59584(10) 0.0962(19) Uani 1 1 d . . . . .
H2 H 0.2234 0.3600 0.6133 0.115 Uiso 1 1 calc R U . . .
C3 C 0.2763(4) 0.4151(8) 0.57445(10) 0.0797(15) Uani 1 1 d . . . . .
H3 H 0.2818 0.5447 0.5775 0.096 Uiso 1 1 calc R U . . .
C4 C 0.3036(3) 0.3361(7) 0.54849(8) 0.0623(11) Uani 1 1 d . . . . .
C5 C 0.2917(4) 0.1426(7) 0.54403(10) 0.0829(15) Uani 1 1 d . . . . .
H5 H 0.3077 0.0872 0.5264 0.099 Uiso 1 1 calc R U . . .
C6 C 0.2568(4) 0.0346(8) 0.56534(13) 0.0881(17) Uani 1 1 d . . . . .
H6 H 0.2493 -0.0944 0.5621 0.106 Uiso 1 1 calc R U . . .
C7 C 0.3665(3) 0.4012(6) 0.50277(8) 0.0593(10) Uani 1 1 d . . . . .
H7 H 0.3635 0.2724 0.4987 0.071 Uiso 1 1 calc R U . . .
C8 C 0.4031(3) 0.5244(6) 0.48128(8) 0.0570(10) Uani 1 1 d . . . . .
C9 C 0.4134(3) 0.7198(7) 0.48658(8) 0.0691(12) Uani 1 1 d . . . . .
C10 C 0.4508(4) 0.8313(7) 0.46570(9) 0.0739(13) Uani 1 1 d . . . . .
H10 H 0.4579 0.9601 0.4692 0.089 Uiso 1 1 calc R U . . .
C11 C 0.4779(3) 0.7534(6) 0.43956(9) 0.0669(12) Uani 1 1 d . . . . .
H11 H 0.5023 0.8319 0.4256 0.080 Uiso 1 1 calc R U . . .
C12 C 0.4699(3) 0.5602(6) 0.43341(8) 0.0570(10) Uani 1 1 d . . . . .
C13 C 0.4314(3) 0.4508(6) 0.45464(8) 0.0582(10) Uani 1 1 d . . . . .
H13 H 0.4241 0.3222 0.4510 0.070 Uiso 1 1 calc R U . . .
C14 C 0.5009(3) 0.4771(6) 0.40549(8) 0.0598(10) Uani 1 1 d . . . . .
C15 C 0.5078(4) 0.5861(7) 0.38006(9) 0.0727(13) Uani 1 1 d . . . . .
H15 H 0.4898 0.7116 0.3801 0.087 Uiso 1 1 calc R U . . .
C16 C 0.5409(3) 0.5114(7) 0.35469(9) 0.0723(13) Uani 1 1 d . . . . .
H16 H 0.5460 0.5878 0.3380 0.087 Uiso 1 1 calc R U . . .
C17 C 0.5667(3) 0.3243(7) 0.35367(8) 0.0698(12) Uani 1 1 d . . . . .
C18 C 0.5607(4) 0.2128(7) 0.37902(9) 0.0768(14) Uani 1 1 d . . . . .
H18 H 0.5782 0.0871 0.3788 0.092 Uiso 1 1 calc R U . . .
C19 C 0.5286(3) 0.2897(7) 0.40447(9) 0.0705(13) Uani 1 1 d . . . . .
H19 H 0.5253 0.2144 0.4214 0.085 Uiso 1 1 calc R U . . .
C20 C 0.6693(3) 0.3475(7) 0.31403(9) 0.0692(12) Uani 1 1 d . . . . .
C21 C 0.7328(4) 0.4333(9) 0.33187(11) 0.0900(17) Uani 1 1 d . . . . .
H21 H 0.7320 0.4206 0.3525 0.108 Uiso 1 1 calc R U . . .
C22 C 0.7978(5) 0.5380(10) 0.31980(15) 0.107(2) Uani 1 1 d . . . . .
H22 H 0.8399 0.5959 0.3323 0.129 Uiso 1 1 calc R U . . .
C23 C 0.8006(5) 0.5572(9) 0.28941(16) 0.104(2) Uani 1 1 d . . . . .
H23 H 0.8440 0.6287 0.2812 0.125 Uiso 1 1 calc R U . . .
C24 C 0.7395(5) 0.4706(9) 0.27161(12) 0.0895(18) Uani 1 1 d . . . . .
H24 H 0.7422 0.4808 0.2510 0.107 Uiso 1 1 calc R U . . .
C25 C 0.6715(4) 0.3651(8) 0.28339(10) 0.0810(14) Uani 1 1 d . . . . .
H25 H 0.6292 0.3086 0.2708 0.097 Uiso 1 1 calc R U . . .
C26 C 0.5613(3) 0.0891(7) 0.31338(8) 0.0640(11) Uani 1 1 d . . . . .
C27 C 0.4727(4) 0.0564(8) 0.31530(12) 0.0809(14) Uani 1 1 d . . . . .
H27 H 0.4394 0.1383 0.3262 0.097 Uiso 1 1 calc R U . . .
C28 C 0.4346(4) -0.0963(10) 0.30117(13) 0.0946(17) Uani 1 1 d . . . . .
H28 H 0.3757 -0.1186 0.3030 0.113 Uiso 1 1 calc R U . . .
C29 C 0.4812(5) -0.2159(9) 0.28450(11) 0.0963(19) Uani 1 1 d . . . . .
H29 H 0.4542 -0.3167 0.2745 0.116 Uiso 1 1 calc R U . . .
C30 C 0.5683(5) -0.1858(7) 0.28275(11) 0.0895(17) Uani 1 1 d . . . . .
H30 H 0.6004 -0.2674 0.2714 0.107 Uiso 1 1 calc R U . . .
C31 C 0.6096(4) -0.0365(7) 0.29744(11) 0.0799(14) Uani 1 1 d . . . . .
H31 H 0.6693 -0.0207 0.2966 0.096 Uiso 1 1 calc R U . . .
N1 N 0.3379(3) 0.4618(5) 0.52734(7) 0.0614(9) Uani 1 1 d . . . . .
N2 N 0.6020(3) 0.2481(6) 0.32749(7) 0.0749(11) Uani 1 1 d . . . . .
O1 O 0.3882(3) 0.7987(5) 0.51218(7) 0.0871(11) Uani 1 1 d . . . . .
H1 H 0.3648 0.7183 0.5222 0.131 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 C1 1.891(5) . ?
C1 C2 1.374(8) . ?
C1 C6 1.372(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.370(7) . ?
C3 H3 0.9300 . ?
C3 C4 1.379(5) . ?
C4 C5 1.394(7) . ?
C4 N1 1.423(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.358(7) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C7 C8 1.437(6) . ?
C7 N1 1.284(5) . ?
C8 C9 1.410(6) . ?
C8 C13 1.396(5) . ?
C9 C10 1.375(6) . ?
C9 O1 1.354(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.382(6) . ?
C11 H11 0.9300 . ?
C11 C12 1.398(6) . ?
C12 C13 1.385(6) . ?
C12 C14 1.487(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.387(6) . ?
C14 C19 1.394(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.379(6) . ?
C16 H16 0.9300 . ?
C16 C17 1.383(7) . ?
C17 C18 1.392(6) . ?
C17 N2 1.428(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.381(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.373(7) . ?
C20 C25 1.384(5) . ?
C20 N2 1.416(6) . ?
C21 H21 0.9300 . ?
C21 C22 1.380(8) . ?
C22 H22 0.9300 . ?
C22 C23 1.374(9) . ?
C23 H23 0.9300 . ?
C23 C24 1.350(9) . ?
C24 H24 0.9300 . ?
C24 C25 1.412(8) . ?
C25 H25 0.9300 . ?
C26 C27 1.393(7) . ?
C26 C31 1.384(6) . ?
C26 N2 1.420(6) . ?
C27 H27 0.9300 . ?
C27 C28 1.369(8) . ?
C28 H28 0.9300 . ?
C28 C29 1.361(9) . ?
C29 H29 0.9300 . ?
C29 C30 1.365(9) . ?
C30 H30 0.9300 . ?
C30 C31 1.383(8) . ?
C31 H31 0.9300 . ?
O1 H1 0.8200 . ?

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 Br1 120.0(4) . . ?
C6 C1 Br1 120.5(4) . . ?
C6 C1 C2 119.5(5) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.0(5) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 119.6 . . ?
C2 C3 C4 120.8(5) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 C5 118.4(4) . . ?
C3 C4 N1 116.9(4) . . ?
C5 C4 N1 124.6(4) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 C4 120.4(4) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 H6 119.6 . . ?
C5 C6 C1 120.8(5) . . ?
C5 C6 H6 119.6 . . ?
C8 C7 H7 118.7 . . ?
N1 C7 H7 118.7 . . ?
N1 C7 C8 122.7(4) . . ?
C9 C8 C7 121.7(3) . . ?
C13 C8 C7 120.1(4) . . ?
C13 C8 C9 118.2(4) . . ?
C10 C9 C8 119.6(4) . . ?
O1 C9 C8 120.8(4) . . ?
O1 C9 C10 119.5(4) . . ?
C9 C10 H10 119.7 . . ?
C9 C10 C11 120.5(4) . . ?
C11 C10 H10 119.7 . . ?
C10 C11 H11 119.0 . . ?
C10 C11 C12 122.0(4) . . ?
C12 C11 H11 119.0 . . ?
C11 C12 C14 121.5(4) . . ?
C13 C12 C11 116.5(4) . . ?
C13 C12 C14 121.9(4) . . ?
C8 C13 H13 118.4 . . ?
C12 C13 C8 123.1(4) . . ?
C12 C13 H13 118.4 . . ?
C15 C14 C12 121.2(4) . . ?
C15 C14 C19 117.7(4) . . ?
C19 C14 C12 121.1(4) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 C14 121.0(5) . . ?
C16 C15 H15 119.5 . . ?
C15 C16 H16 119.5 . . ?
C15 C16 C17 120.9(4) . . ?
C17 C16 H16 119.5 . . ?
C16 C17 C18 118.9(4) . . ?
C16 C17 N2 120.8(4) . . ?
C18 C17 N2 120.3(4) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 C17 119.8(5) . . ?
C19 C18 H18 120.1 . . ?
C14 C19 H19 119.2 . . ?
C18 C19 C14 121.7(4) . . ?
C18 C19 H19 119.2 . . ?
C21 C20 C25 119.1(5) . . ?
C21 C20 N2 119.1(4) . . ?
C25 C20 N2 121.8(5) . . ?
C20 C21 H21 119.4 . . ?
C20 C21 C22 121.2(5) . . ?
C22 C21 H21 119.4 . . ?
C21 C22 H22 119.8 . . ?
C23 C22 C21 120.3(7) . . ?
C23 C22 H22 119.8 . . ?
C22 C23 H23 120.5 . . ?
C24 C23 C22 119.1(6) . . ?
C24 C23 H23 120.5 . . ?
C23 C24 H24 119.1 . . ?
C23 C24 C25 121.8(5) . . ?
C25 C24 H24 119.1 . . ?
C20 C25 C24 118.6(6) . . ?
C20 C25 H25 120.7 . . ?
C24 C25 H25 120.7 . . ?
C27 C26 N2 121.0(4) . . ?
C31 C26 C27 118.8(5) . . ?
C31 C26 N2 120.1(5) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 120.1(5) . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 119.4 . . ?
C29 C28 C27 121.3(6) . . ?
C29 C28 H28 119.4 . . ?
C28 C29 H29 120.5 . . ?
C28 C29 C30 119.0(6) . . ?
C30 C29 H29 120.5 . . ?
C29 C30 H30 119.3 . . ?
C29 C30 C31 121.4(5) . . ?
C31 C30 H30 119.3 . . ?
C26 C31 H31 120.3 . . ?
C30 C31 C26 119.3(6) . . ?
C30 C31 H31 120.3 . . ?
C7 N1 C4 121.5(4) . . ?
C20 N2 C17 119.0(4) . . ?
C20 N2 C26 121.3(3) . . ?
C26 N2 C17 119.2(4) . . ?
C9 O1 H1 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 C1 C2 C3 179.3(5) . . . . ?
Br1 C1 C6 C5 -179.2(5) . . . . ?
C1 C2 C3 C4 -0.3(9) . . . . ?
C2 C1 C6 C5 2.0(10) . . . . ?
C2 C3 C4 C5 2.4(8) . . . . ?
C2 C3 C4 N1 179.0(5) . . . . ?
C3 C4 C5 C6 -2.3(9) . . . . ?
C3 C4 N1 C7 178.6(4) . . . . ?
C4 C5 C6 C1 0.1(10) . . . . ?
C5 C4 N1 C7 -5.0(7) . . . . ?
C6 C1 C2 C3 -1.9(10) . . . . ?
C7 C8 C9 C10 178.3(5) . . . . ?
C7 C8 C9 O1 -0.6(7) . . . . ?
C7 C8 C13 C12 -177.8(4) . . . . ?
C8 C7 N1 C4 -178.7(4) . . . . ?
C8 C9 C10 C11 0.3(8) . . . . ?
C9 C8 C13 C12 0.7(7) . . . . ?
C9 C10 C11 C12 -0.9(8) . . . . ?
C10 C11 C12 C13 1.4(7) . . . . ?
C10 C11 C12 C14 -178.7(5) . . . . ?
C11 C12 C13 C8 -1.3(7) . . . . ?
C11 C12 C14 C15 -25.0(7) . . . . ?
C11 C12 C14 C19 151.6(5) . . . . ?
C12 C14 C15 C16 176.6(5) . . . . ?
C12 C14 C19 C18 -177.5(5) . . . . ?
C13 C8 C9 C10 -0.2(7) . . . . ?
C13 C8 C9 O1 -179.1(4) . . . . ?
C13 C12 C14 C15 155.0(5) . . . . ?
C13 C12 C14 C19 -28.5(7) . . . . ?
C14 C12 C13 C8 178.8(4) . . . . ?
C14 C15 C16 C17 1.3(9) . . . . ?
C15 C14 C19 C18 -0.9(8) . . . . ?
C15 C16 C17 C18 -1.6(8) . . . . ?
C15 C16 C17 N2 -179.1(5) . . . . ?
C16 C17 C18 C19 0.6(8) . . . . ?
C16 C17 N2 C20 49.2(7) . . . . ?
C16 C17 N2 C26 -122.4(5) . . . . ?
C17 C18 C19 C14 0.6(8) . . . . ?
C18 C17 N2 C20 -128.3(5) . . . . ?
C18 C17 N2 C26 60.0(7) . . . . ?
C19 C14 C15 C16 -0.1(8) . . . . ?
C20 C21 C22 C23 -0.6(11) . . . . ?
C21 C20 C25 C24 0.2(8) . . . . ?
C21 C20 N2 C17 39.3(7) . . . . ?
C21 C20 N2 C26 -149.3(5) . . . . ?
C21 C22 C23 C24 -0.7(11) . . . . ?
C22 C23 C24 C25 1.7(10) . . . . ?
C23 C24 C25 C20 -1.4(9) . . . . ?
C25 C20 C21 C22 0.8(10) . . . . ?
C25 C20 N2 C17 -138.9(5) . . . . ?
C25 C20 N2 C26 32.5(7) . . . . ?
C26 C27 C28 C29 -1.6(9) . . . . ?
C27 C26 C31 C30 2.9(7) . . . . ?
C27 C26 N2 C17 28.4(7) . . . . ?
C27 C26 N2 C20 -143.0(5) . . . . ?
C27 C28 C29 C30 2.2(9) . . . . ?
C28 C29 C30 C31 -0.2(9) . . . . ?
C29 C30 C31 C26 -2.4(8) . . . . ?
C31 C26 C27 C28 -1.0(8) . . . . ?
C31 C26 N2 C17 -151.5(5) . . . . ?
C31 C26 N2 C20 37.0(7) . . . . ?
N1 C4 C5 C6 -178.7(5) . . . . ?
N1 C7 C8 C9 3.0(7) . . . . ?
N1 C7 C8 C13 -178.6(4) . . . . ?
N2 C17 C18 C19 178.2(5) . . . . ?
N2 C20 C21 C22 -177.4(6) . . . . ?
N2 C20 C25 C24 178.3(5) . . . . ?
N2 C26 C27 C28 179.1(5) . . . . ?
N2 C26 C31 C30 -177.2(4) . . . . ?
O1 C9 C10 C11 179.2(5) . . . . ?

_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 4.331
_oxdiff_exptl_absorpt_empirical_full_min 0.469
####################################################################### 
# 
# 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_AB-o-SATPA
_database_code_depnum_ccdc_archive 'CCDC 2293108'
loop_
_audit_author_name
_audit_author_address
'Xu-Min Cai'
;Nanjing Forestry Univerisity
China
;
_audit_update_record             
;
2023-09-06 deposited with the CCDC.	2024-02-12 downloaded from the CCDC.
;
_audit_creation_date             2022-03-22
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H23 Br N2 O'
_chemical_formula_sum            'C31 H23 Br N2 O'
_chemical_formula_weight         519.42
_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                   19.02(3)
_cell_length_b                   13.300(18)
_cell_length_c                   9.799(14)
_cell_angle_alpha                90
_cell_angle_beta                 100.93(3)
_cell_angle_gamma                90
_cell_volume                     2434(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3112
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      20.00
_cell_measurement_theta_min      2.67
_shelx_estimated_absorpt_T_max   0.834
_shelx_estimated_absorpt_T_min   0.795
_exptl_absorpt_coefficient_mu    1.716
_exptl_absorpt_correction_T_max  0.834
_exptl_absorpt_correction_T_min  0.795
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.418
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1064
_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  0.1181
_diffrn_reflns_av_unetI/netI     0.1247
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            35660
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.665
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2051
_reflns_number_total             4284
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.607
_refine_diff_density_min         -0.643
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         4284
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2126
_refine_ls_R_factor_gt           0.0952
_refine_ls_restrained_S_all      1.065
_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)+(0.0564P)²+10.7210P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1768
_refine_ls_wR_factor_ref         0.2291
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C9(H9), C11(H11), C12(H12), C15(H15),
 C16(H16), C18(H18), C19(H19), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25),
  C27(H27), C28(H28), C29(H29), C30(H30), C31(H31)
2.b Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_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 0.55651(7) 0.07348(8) 0.31567(14) 0.1054(6) Uani 1 1 d . . . . .
O1 O 0.4218(4) 0.1515(4) 0.5415(7) 0.0821(19) Uani 1 1 d . . . . .
H1 H 0.443581 0.156676 0.477176 0.123 Uiso 1 1 calc R U . . .
N1 N 0.1064(3) 0.7337(5) 0.5845(6) 0.0474(16) Uani 1 1 d . . . . .
N2 N 0.4957(3) 0.2673(5) 0.4010(7) 0.0581(18) Uani 1 1 d . . . . .
C1 C 0.5505(5) 0.2867(7) 0.3213(9) 0.064(2) Uani 1 1 d . . . . .
C2 C 0.5753(5) 0.3803(7) 0.2945(10) 0.075(3) Uani 1 1 d . . . . .
H2 H 0.557346 0.436981 0.331689 0.090 Uiso 1 1 calc R U . . .
C3 C 0.6259(5) 0.3912(9) 0.2141(11) 0.087(3) Uani 1 1 d . . . . .
H3 H 0.641657 0.455313 0.196923 0.105 Uiso 1 1 calc R U . . .
C4 C 0.6542(5) 0.3095(10) 0.1579(11) 0.085(3) Uani 1 1 d . . . . .
H4 H 0.687434 0.317799 0.100247 0.102 Uiso 1 1 calc R U . . .
C5 C 0.6328(5) 0.2172(9) 0.1882(10) 0.077(3) Uani 1 1 d . . . . .
H5 H 0.652795 0.161187 0.153451 0.093 Uiso 1 1 calc R U . . .
C6 C 0.5819(4) 0.2038(6) 0.2695(9) 0.065(2) Uani 1 1 d . . . . .
C7 C 0.4489(4) 0.3343(6) 0.4064(9) 0.060(2) Uani 1 1 d . . . . .
H7 H 0.452747 0.394879 0.360879 0.072 Uiso 1 1 calc R U . . .
C8 C 0.3909(4) 0.3226(6) 0.4780(8) 0.050(2) Uani 1 1 d . . . . .
C9 C 0.3439(4) 0.4015(5) 0.4853(8) 0.049(2) Uani 1 1 d . . . . .
H9 H 0.352118 0.462148 0.443675 0.059 Uiso 1 1 calc R U . . .
C10 C 0.2860(4) 0.3955(5) 0.5503(8) 0.0453(19) Uani 1 1 d . . . . .
C11 C 0.2754(4) 0.3032(6) 0.6118(9) 0.057(2) Uani 1 1 d . . . . .
H11 H 0.236652 0.295159 0.656063 0.069 Uiso 1 1 calc R U . . .
C12 C 0.3221(5) 0.2234(6) 0.6076(10) 0.069(3) Uani 1 1 d . . . . .
H12 H 0.314511 0.163041 0.650443 0.083 Uiso 1 1 calc R U . . .
C13 C 0.3785(4) 0.2322(6) 0.5422(9) 0.057(2) Uani 1 1 d . . . . .
C14 C 0.2391(3) 0.4828(5) 0.5571(7) 0.0399(18) Uani 1 1 d . . . . .
C15 C 0.2074(4) 0.4994(6) 0.6711(8) 0.050(2) Uani 1 1 d . . . . .
H15 H 0.215298 0.453171 0.743552 0.060 Uiso 1 1 calc R U . . .
C16 C 0.1654(4) 0.5805(6) 0.6817(8) 0.053(2) Uani 1 1 d . . . . .
H16 H 0.145462 0.588957 0.760564 0.064 Uiso 1 1 calc R U . . .
C17 C 0.1521(4) 0.6504(5) 0.5759(8) 0.0439(19) Uani 1 1 d . . . . .
C18 C 0.1824(4) 0.6359(5) 0.4596(8) 0.0416(18) Uani 1 1 d . . . . .
H18 H 0.174008 0.681705 0.386672 0.050 Uiso 1 1 calc R U . . .
C19 C 0.2251(4) 0.5533(5) 0.4527(8) 0.0452(19) Uani 1 1 d . . . . .
H19 H 0.245249 0.544664 0.374172 0.054 Uiso 1 1 calc R U . . .
C20 C 0.1287(4) 0.8317(5) 0.5574(7) 0.0404(18) Uani 1 1 d . . . . .
C21 C 0.0795(4) 0.9031(6) 0.4971(8) 0.052(2) Uani 1 1 d . . . . .
H21 H 0.031643 0.885437 0.469348 0.062 Uiso 1 1 calc R U . . .
C22 C 0.1009(5) 0.9991(7) 0.4782(9) 0.064(2) Uani 1 1 d . . . . .
H22 H 0.067153 1.047130 0.440867 0.077 Uiso 1 1 calc R U . . .
C23 C 0.1716(5) 1.0255(6) 0.5135(9) 0.064(2) Uani 1 1 d . . . . .
H23 H 0.185833 1.091355 0.501855 0.076 Uiso 1 1 calc R U . . .
C24 C 0.2208(5) 0.9545(7) 0.5657(8) 0.059(2) Uani 1 1 d . . . . .
H24 H 0.269127 0.971413 0.585867 0.071 Uiso 1 1 calc R U . . .
C25 C 0.2001(4) 0.8579(6) 0.5892(8) 0.049(2) Uani 1 1 d . . . . .
H25 H 0.234255 0.810338 0.626457 0.059 Uiso 1 1 calc R U . . .
C26 C 0.0398(4) 0.7162(6) 0.6262(7) 0.0443(19) Uani 1 1 d . . . . .
C27 C 0.0126(4) 0.7838(6) 0.7089(7) 0.050(2) Uani 1 1 d . . . . .
H27 H 0.037922 0.841803 0.740018 0.060 Uiso 1 1 calc R U . . .
C28 C -0.0538(4) 0.7642(8) 0.7458(8) 0.062(2) Uani 1 1 d . . . . .
H28 H -0.072781 0.810076 0.800616 0.074 Uiso 1 1 calc R U . . .
C29 C -0.0902(5) 0.6802(8) 0.7030(10) 0.073(3) Uani 1 1 d . . . . .
H29 H -0.134219 0.668146 0.727950 0.087 Uiso 1 1 calc R U . . .
C30 C -0.0627(4) 0.6120(7) 0.6224(11) 0.077(3) Uani 1 1 d . . . . .
H30 H -0.087587 0.553174 0.593790 0.092 Uiso 1 1 calc R U . . .
C31 C 0.0013(4) 0.6307(6) 0.5843(9) 0.060(2) Uani 1 1 d . . . . .
H31 H 0.019386 0.584438 0.528685 0.071 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 C6 1.878(9) . ?
O1 H1 0.8200 . ?
O1 C13 1.354(9) . ?
N1 C17 1.421(9) . ?
N1 C20 1.411(9) . ?
N1 C26 1.422(9) . ?
N2 C1 1.439(10) . ?
N2 C7 1.268(9) . ?
C1 C2 1.375(12) . ?
C1 C6 1.394(11) . ?
C2 H2 0.9300 . ?
C2 C3 1.362(12) . ?
C3 H3 0.9300 . ?
C3 C4 1.374(13) . ?
C4 H4 0.9300 . ?
C4 C5 1.344(13) . ?
C5 H5 0.9300 . ?
C5 C6 1.377(12) . ?
C7 H7 0.9300 . ?
C7 C8 1.425(10) . ?
C8 C9 1.389(10) . ?
C8 C13 1.398(11) . ?
C9 H9 0.9300 . ?
C9 C10 1.376(10) . ?
C10 C11 1.398(10) . ?
C10 C14 1.473(10) . ?
C11 H11 0.9300 . ?
C11 C12 1.389(11) . ?
C12 H12 0.9300 . ?
C12 C13 1.355(11) . ?
C14 C15 1.383(10) . ?
C14 C19 1.376(9) . ?
C15 H15 0.9300 . ?
C15 C16 1.358(10) . ?
C16 H16 0.9300 . ?
C16 C17 1.380(10) . ?
C17 C18 1.384(9) . ?
C18 H18 0.9300 . ?
C18 C19 1.375(9) . ?
C19 H19 0.9300 . ?
C20 C21 1.384(10) . ?
C20 C25 1.380(10) . ?
C21 H21 0.9300 . ?
C21 C22 1.364(11) . ?
C22 H22 0.9300 . ?
C22 C23 1.369(12) . ?
C23 H23 0.9300 . ?
C23 C24 1.360(11) . ?
C24 H24 0.9300 . ?
C24 C25 1.375(11) . ?
C25 H25 0.9300 . ?
C26 C27 1.375(10) . ?
C26 C31 1.372(10) . ?
C27 H27 0.9300 . ?
C27 C28 1.402(10) . ?
C28 H28 0.9300 . ?
C28 C29 1.339(12) . ?
C29 H29 0.9300 . ?
C29 C30 1.370(12) . ?
C30 H30 0.9300 . ?
C30 C31 1.362(11) . ?
C31 H31 0.9300 . ?

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
C13 O1 H1 109.5 . . ?
C17 N1 C26 118.6(6) . . ?
C20 N1 C17 120.0(6) . . ?
C20 N1 C26 121.4(6) . . ?
C7 N2 C1 118.9(7) . . ?
C2 C1 N2 125.1(8) . . ?
C2 C1 C6 117.4(8) . . ?
C6 C1 N2 117.5(8) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 C1 120.8(9) . . ?
C3 C2 H2 119.6 . . ?
C2 C3 H3 119.3 . . ?
C2 C3 C4 121.5(10) . . ?
C4 C3 H3 119.3 . . ?
C3 C4 H4 120.8 . . ?
C5 C4 C3 118.4(10) . . ?
C5 C4 H4 120.8 . . ?
C4 C5 H5 119.3 . . ?
C4 C5 C6 121.5(9) . . ?
C6 C5 H5 119.3 . . ?
C1 C6 Br1 119.6(7) . . ?
C5 C6 Br1 120.0(8) . . ?
C5 C6 C1 120.3(9) . . ?
N2 C7 H7 118.0 . . ?
N2 C7 C8 124.0(8) . . ?
C8 C7 H7 118.0 . . ?
C9 C8 C7 120.6(7) . . ?
C9 C8 C13 117.5(7) . . ?
C13 C8 C7 121.9(7) . . ?
C8 C9 H9 118.0 . . ?
C10 C9 C8 124.0(7) . . ?
C10 C9 H9 118.0 . . ?
C9 C10 C11 116.4(7) . . ?
C9 C10 C14 121.3(7) . . ?
C11 C10 C14 122.3(7) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 C10 120.9(7) . . ?
C12 C11 H11 119.6 . . ?
C11 C12 H12 119.5 . . ?
C13 C12 C11 121.1(8) . . ?
C13 C12 H12 119.5 . . ?
O1 C13 C8 121.7(7) . . ?
O1 C13 C12 118.1(8) . . ?
C12 C13 C8 120.2(7) . . ?
C15 C14 C10 121.5(7) . . ?
C19 C14 C10 122.5(6) . . ?
C19 C14 C15 116.0(7) . . ?
C14 C15 H15 118.6 . . ?
C16 C15 C14 122.8(7) . . ?
C16 C15 H15 118.6 . . ?
C15 C16 H16 119.9 . . ?
C15 C16 C17 120.2(7) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 N1 120.5(7) . . ?
C16 C17 C18 118.6(7) . . ?
C18 C17 N1 120.9(7) . . ?
C17 C18 H18 120.2 . . ?
C19 C18 C17 119.6(7) . . ?
C19 C18 H18 120.2 . . ?
C14 C19 H19 118.6 . . ?
C18 C19 C14 122.8(7) . . ?
C18 C19 H19 118.6 . . ?
C21 C20 N1 120.7(7) . . ?
C25 C20 N1 120.6(7) . . ?
C25 C20 C21 118.6(7) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 C20 120.4(8) . . ?
C22 C21 H21 119.8 . . ?
C21 C22 H22 119.7 . . ?
C21 C22 C23 120.6(8) . . ?
C23 C22 H22 119.7 . . ?
C22 C23 H23 120.3 . . ?
C24 C23 C22 119.3(8) . . ?
C24 C23 H23 120.3 . . ?
C23 C24 H24 119.6 . . ?
C23 C24 C25 120.9(8) . . ?
C25 C24 H24 119.6 . . ?
C20 C25 H25 120.0 . . ?
C24 C25 C20 119.9(8) . . ?
C24 C25 H25 120.0 . . ?
C27 C26 N1 121.2(7) . . ?
C31 C26 N1 120.2(7) . . ?
C31 C26 C27 118.6(7) . . ?
C26 C27 H27 120.4 . . ?
C26 C27 C28 119.2(8) . . ?
C28 C27 H27 120.4 . . ?
C27 C28 H28 119.6 . . ?
C29 C28 C27 120.8(8) . . ?
C29 C28 H28 119.6 . . ?
C28 C29 H29 119.9 . . ?
C28 C29 C30 120.1(8) . . ?
C30 C29 H29 119.9 . . ?
C29 C30 H30 120.1 . . ?
C31 C30 C29 119.7(9) . . ?
C31 C30 H30 120.1 . . ?
C26 C31 H31 119.2 . . ?
C30 C31 C26 121.5(8) . . ?
C30 C31 H31 119.2 . . ?

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 C17 C18 C19 -178.4(6) . . . . ?
N1 C20 C21 C22 176.4(7) . . . . ?
N1 C20 C25 C24 -178.2(6) . . . . ?
N1 C26 C27 C28 179.1(7) . . . . ?
N1 C26 C31 C30 -179.9(8) . . . . ?
N2 C1 C2 C3 -178.0(8) . . . . ?
N2 C1 C6 Br1 -4.2(11) . . . . ?
N2 C1 C6 C5 177.6(8) . . . . ?
N2 C7 C8 C9 176.6(8) . . . . ?
N2 C7 C8 C13 -3.9(13) . . . . ?
C1 N2 C7 C8 177.8(8) . . . . ?
C1 C2 C3 C4 -0.4(16) . . . . ?
C2 C1 C6 Br1 174.5(7) . . . . ?
C2 C1 C6 C5 -3.6(13) . . . . ?
C2 C3 C4 C5 -2.5(15) . . . . ?
C3 C4 C5 C6 2.2(15) . . . . ?
C4 C5 C6 Br1 -177.3(8) . . . . ?
C4 C5 C6 C1 0.8(14) . . . . ?
C6 C1 C2 C3 3.4(14) . . . . ?
C7 N2 C1 C2 27.0(13) . . . . ?
C7 N2 C1 C6 -154.4(8) . . . . ?
C7 C8 C9 C10 178.8(8) . . . . ?
C7 C8 C13 O1 1.1(13) . . . . ?
C7 C8 C13 C12 -179.1(8) . . . . ?
C8 C9 C10 C11 0.1(12) . . . . ?
C8 C9 C10 C14 178.6(7) . . . . ?
C9 C8 C13 O1 -179.4(8) . . . . ?
C9 C8 C13 C12 0.4(12) . . . . ?
C9 C10 C11 C12 0.7(12) . . . . ?
C9 C10 C14 C15 -145.8(8) . . . . ?
C9 C10 C14 C19 33.1(11) . . . . ?
C10 C11 C12 C13 -1.0(14) . . . . ?
C10 C14 C15 C16 178.4(7) . . . . ?
C10 C14 C19 C18 -178.8(7) . . . . ?
C11 C10 C14 C15 32.6(11) . . . . ?
C11 C10 C14 C19 -148.5(8) . . . . ?
C11 C12 C13 O1 -179.8(8) . . . . ?
C11 C12 C13 C8 0.4(13) . . . . ?
C13 C8 C9 C10 -0.7(12) . . . . ?
C14 C10 C11 C12 -177.7(7) . . . . ?
C14 C15 C16 C17 0.4(12) . . . . ?
C15 C14 C19 C18 0.2(11) . . . . ?
C15 C16 C17 N1 178.1(7) . . . . ?
C15 C16 C17 C18 0.1(11) . . . . ?
C16 C17 C18 C19 -0.4(11) . . . . ?
C17 N1 C20 C21 147.2(7) . . . . ?
C17 N1 C20 C25 -32.1(10) . . . . ?
C17 N1 C26 C27 143.0(7) . . . . ?
C17 N1 C26 C31 -36.9(10) . . . . ?
C17 C18 C19 C14 0.3(11) . . . . ?
C19 C14 C15 C16 -0.5(11) . . . . ?
C20 N1 C17 C16 131.2(7) . . . . ?
C20 N1 C17 C18 -50.9(10) . . . . ?
C20 N1 C26 C27 -34.5(10) . . . . ?
C20 N1 C26 C31 145.7(7) . . . . ?
C20 C21 C22 C23 2.5(12) . . . . ?
C21 C20 C25 C24 2.5(10) . . . . ?
C21 C22 C23 C24 1.1(12) . . . . ?
C22 C23 C24 C25 -2.9(12) . . . . ?
C23 C24 C25 C20 1.1(11) . . . . ?
C25 C20 C21 C22 -4.3(11) . . . . ?
C26 N1 C17 C16 -46.3(10) . . . . ?
C26 N1 C17 C18 131.6(7) . . . . ?
C26 N1 C20 C21 -35.4(10) . . . . ?
C26 N1 C20 C25 145.3(7) . . . . ?
C26 C27 C28 C29 0.9(12) . . . . ?
C27 C26 C31 C30 0.3(12) . . . . ?
C27 C28 C29 C30 0.1(14) . . . . ?
C28 C29 C30 C31 -1.0(14) . . . . ?
C29 C30 C31 C26 0.8(14) . . . . ?
C31 C26 C27 C28 -1.1(11) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
