# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_20210509
_database_code_depnum_ccdc_archive 'CCDC 2103305'
loop_
_audit_author_name
_audit_author_address
'Lin Chen'
;Guizhou Normal University
China
;
_audit_update_record             
;
2021-08-15 deposited with the CCDC.	2022-03-16 downloaded from the CCDC.
;
_audit_creation_date             2021-06-20
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.09.11 svn.r3730fd0d for OlexSys, GUI svn.r6159)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H30 N2 O3'
_chemical_formula_sum            'C31 H30 N2 O3'
_chemical_formula_weight         478.57
_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'
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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.5155(11)
_cell_length_b                   15.442(2)
_cell_length_c                   15.190(2)
_cell_angle_alpha                90
_cell_angle_beta                 95.337(12)
_cell_angle_gamma                90
_cell_volume                     2455.9(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2732
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      28.5190
_cell_measurement_theta_min      2.6070
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49116
_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    1.294
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1016
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0550
_diffrn_reflns_av_unetI/netI     0.0677
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9576
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.261
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -51.00  40.00   1.00    6.00    --   11.90 -57.00 -30.00   91
  2  ω    -19.00  23.00   1.00    6.00    --  -11.27 -99.00  30.00   42
  3  ω    -47.00  -2.00   1.00    6.00    --   11.90 -38.00-150.00   45
;
_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      -0.0076171000
_diffrn_orient_matrix_UB_12      -0.0415788000
_diffrn_orient_matrix_UB_13      -0.0196704000
_diffrn_orient_matrix_UB_21      -0.0157168000
_diffrn_orient_matrix_UB_22      0.0195400000
_diffrn_orient_matrix_UB_23      -0.0418311000
_diffrn_orient_matrix_UB_31      0.0654776000
_diffrn_orient_matrix_UB_32      -0.0001537000
_diffrn_orient_matrix_UB_33      -0.0077932000
_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                3270
_reflns_number_total             4293
_reflns_odcompleteness_completeness 98.31
_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-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.350
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.097
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     328
_refine_ls_number_reflns         4293
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0819
_refine_ls_R_factor_gt           0.0609
_refine_ls_restrained_S_all      1.056
_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)+(0.0727P)²+0.3922P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1430
_refine_ls_wR_factor_ref         0.1582
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8), C9(H9)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C5(H5A,H5B)
2.c Aromatic/amide H refined with riding coordinates:
 N2(H2), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16), C18(H18), C19(H19),
 C20(H20), C21(H21), C22(H22), C24(H24), C25(H25), C27(H27), C28(H28)
2.d Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C31(H31A,H31B,H31C)
;
_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
O1 O 1.16213(14) 0.18158(12) 0.65486(11) 0.0295(4) Uani 1 1 d . . . . .
O2 O 0.71777(13) 0.36691(12) 0.43928(10) 0.0259(4) Uani 1 1 d . . . . .
O3 O 1.11680(17) 0.45983(15) 0.41456(11) 0.0486(6) Uani 1 1 d . . . . .
N1 N 0.77427(15) 0.33440(13) 0.58408(12) 0.0179(4) Uani 1 1 d . . . . .
N2 N 0.95627(17) 0.36489(13) 0.39164(12) 0.0234(5) Uani 1 1 d . . . . .
H2 H 0.907276 0.336956 0.353005 0.028 Uiso 1 1 calc R U . . .
C1 C 0.97401(19) 0.26055(15) 0.61711(14) 0.0180(5) Uani 1 1 d . . . . .
C2 C 1.06009(19) 0.20848(16) 0.67685(14) 0.0198(5) Uani 1 1 d . . . . .
C3 C 1.0151(2) 0.18602(17) 0.76517(15) 0.0249(6) Uani 1 1 d . . . . .
H3A H 1.088288 0.170288 0.805620 0.030 Uiso 1 1 calc R U . . .
H3B H 0.959208 0.136018 0.758333 0.030 Uiso 1 1 calc R U . . .
C4 C 0.9437(2) 0.26045(17) 0.80523(14) 0.0233(6) Uani 1 1 d . . . . .
C5 C 0.83145(19) 0.28711(17) 0.73807(14) 0.0221(6) Uani 1 1 d . . . . .
H5A H 0.763121 0.245229 0.740510 0.027 Uiso 1 1 calc R U . . .
H5B H 0.799312 0.342818 0.755498 0.027 Uiso 1 1 calc R U . . .
C6 C 0.86531(19) 0.29338(15) 0.64430(14) 0.0183(5) Uani 1 1 d . . . . .
C7 C 0.8013(2) 0.35088(15) 0.49772(14) 0.0184(5) Uani 1 1 d . . . . .
C8 C 0.94163(19) 0.35119(16) 0.48394(14) 0.0197(5) Uani 1 1 d . . . . .
H8 H 0.980340 0.400869 0.516427 0.024 Uiso 1 1 calc R U . . .
C9 C 1.00779(19) 0.26943(16) 0.52281(14) 0.0196(5) Uani 1 1 d . . . . .
H9 H 1.100155 0.279029 0.524971 0.023 Uiso 1 1 calc R U . . .
C10 C 1.04310(19) 0.41939(16) 0.36342(15) 0.0222(6) Uani 1 1 d . . . . .
C11 C 1.0462(2) 0.42732(16) 0.26521(15) 0.0207(5) Uani 1 1 d . . . . .
C12 C 1.1613(2) 0.45148(17) 0.23393(15) 0.0245(6) Uani 1 1 d . . . . .
H12 H 1.231269 0.464343 0.273810 0.029 Uiso 1 1 calc R U . . .
C13 C 1.1726(2) 0.45653(17) 0.14409(16) 0.0281(6) Uani 1 1 d . . . . .
H13 H 1.249726 0.472804 0.123615 0.034 Uiso 1 1 calc R U . . .
C14 C 1.0684(2) 0.43724(17) 0.08483(16) 0.0270(6) Uani 1 1 d . . . . .
H14 H 1.076388 0.438698 0.024389 0.032 Uiso 1 1 calc R U . . .
C15 C 0.9522(2) 0.41574(17) 0.11522(15) 0.0261(6) Uani 1 1 d . . . . .
H15 H 0.881765 0.404807 0.075043 0.031 Uiso 1 1 calc R U . . .
C16 C 0.9404(2) 0.41047(16) 0.20475(15) 0.0225(5) Uani 1 1 d . . . . .
H16 H 0.862392 0.395760 0.224888 0.027 Uiso 1 1 calc R U . . .
C17 C 0.97715(19) 0.18840(16) 0.46780(14) 0.0201(5) Uani 1 1 d . . . . .
C18 C 1.0505(2) 0.16795(18) 0.39881(15) 0.0273(6) Uani 1 1 d . . . . .
H18 H 1.117921 0.203882 0.387189 0.033 Uiso 1 1 calc R U . . .
C19 C 1.0247(2) 0.09534(19) 0.34759(16) 0.0330(7) Uani 1 1 d . . . . .
H19 H 1.074217 0.082927 0.301553 0.040 Uiso 1 1 calc R U . . .
C20 C 0.9257(2) 0.04098(19) 0.36424(17) 0.0349(7) Uani 1 1 d . . . . .
H20 H 0.908691 -0.008381 0.330101 0.042 Uiso 1 1 calc R U . . .
C21 C 0.8523(2) 0.06075(19) 0.43224(18) 0.0390(7) Uani 1 1 d . . . . .
H21 H 0.785539 0.024344 0.444130 0.047 Uiso 1 1 calc R U . . .
C22 C 0.8772(2) 0.13423(18) 0.48276(16) 0.0310(6) Uani 1 1 d . . . . .
H22 H 0.825779 0.147364 0.527547 0.037 Uiso 1 1 calc R U . . .
C23 C 0.64605(18) 0.35652(16) 0.60465(14) 0.0183(5) Uani 1 1 d . . . . .
C24 C 0.60688(19) 0.44166(16) 0.59717(14) 0.0199(5) Uani 1 1 d . . . . .
H24 H 0.664381 0.484527 0.584176 0.024 Uiso 1 1 calc R U . . .
C25 C 0.48174(19) 0.46321(16) 0.60905(14) 0.0216(5) Uani 1 1 d . . . . .
H25 H 0.455790 0.520691 0.603676 0.026 Uiso 1 1 calc R U . . .
C26 C 0.39427(19) 0.40017(17) 0.62889(14) 0.0220(6) Uani 1 1 d . . . . .
C27 C 0.4356(2) 0.31519(16) 0.63670(15) 0.0228(5) Uani 1 1 d . . . . .
H27 H 0.378655 0.272305 0.650525 0.027 Uiso 1 1 calc R U . . .
C28 C 0.56042(19) 0.29278(16) 0.62431(14) 0.0212(5) Uani 1 1 d . . . . .
H28 H 0.586468 0.235286 0.629162 0.025 Uiso 1 1 calc R U . . .
C29 C 0.2577(2) 0.42454(19) 0.64037(17) 0.0324(6) Uani 1 1 d . . . . .
H29A H 0.256357 0.468023 0.685447 0.049 Uiso 1 1 calc R U . . .
H29B H 0.212084 0.374278 0.657348 0.049 Uiso 1 1 calc R U . . .
H29C H 0.217714 0.446814 0.585610 0.049 Uiso 1 1 calc R U . . .
C30 C 1.0345(2) 0.33642(19) 0.82566(17) 0.0344(7) Uani 1 1 d . . . . .
H30A H 1.065434 0.356736 0.771860 0.052 Uiso 1 1 calc R U . . .
H30B H 1.105217 0.317918 0.865757 0.052 Uiso 1 1 calc R U . . .
H30C H 0.989899 0.382390 0.852205 0.052 Uiso 1 1 calc R U . . .
C31 C 0.8927(2) 0.2297(2) 0.89098(15) 0.0351(7) Uani 1 1 d . . . . .
H31A H 0.850648 0.276896 0.917489 0.053 Uiso 1 1 calc R U . . .
H31B H 0.962368 0.209601 0.931096 0.053 Uiso 1 1 calc R U . . .
H31C H 0.833011 0.183343 0.878169 0.053 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
O1 C2 1.226(3) . ?
O2 C7 1.215(2) . ?
O3 C10 1.217(3) . ?
N1 C6 1.411(3) . ?
N1 C7 1.391(3) . ?
N1 C23 1.453(3) . ?
N2 H2 0.8600 . ?
N2 C8 1.440(3) . ?
N2 C10 1.341(3) . ?
C1 C2 1.462(3) . ?
C1 C6 1.350(3) . ?
C1 C9 1.514(3) . ?
C2 C3 1.504(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.530(3) . ?
C4 C5 1.543(3) . ?
C4 C30 1.526(3) . ?
C4 C31 1.530(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.503(3) . ?
C7 C8 1.510(3) . ?
C8 H8 0.9800 . ?
C8 C9 1.533(3) . ?
C9 H9 0.9800 . ?
C9 C17 1.522(3) . ?
C10 C11 1.500(3) . ?
C11 C12 1.392(3) . ?
C11 C16 1.399(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.383(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.384(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.386(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.379(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.394(3) . ?
C17 C22 1.378(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.377(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.378(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.380(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.381(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.379(3) . ?
C23 C28 1.385(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.385(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.391(3) . ?
C26 C27 1.384(3) . ?
C26 C29 1.511(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.387(3) . ?
C28 H28 0.9300 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 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
C6 N1 C23 123.59(17) . . ?
C7 N1 C6 120.50(17) . . ?
C7 N1 C23 115.77(16) . . ?
C8 N2 H2 118.6 . . ?
C10 N2 H2 118.6 . . ?
C10 N2 C8 122.75(19) . . ?
C2 C1 C9 116.81(18) . . ?
C6 C1 C2 120.6(2) . . ?
C6 C1 C9 122.38(19) . . ?
O1 C2 C1 121.6(2) . . ?
O1 C2 C3 121.4(2) . . ?
C1 C2 C3 116.91(18) . . ?
C2 C3 H3A 109.0 . . ?
C2 C3 H3B 109.0 . . ?
C2 C3 C4 112.8(2) . . ?
H3A C3 H3B 107.8 . . ?
C4 C3 H3A 109.0 . . ?
C4 C3 H3B 109.0 . . ?
C3 C4 C5 108.13(18) . . ?
C3 C4 C31 109.2(2) . . ?
C30 C4 C3 109.75(19) . . ?
C30 C4 C5 110.8(2) . . ?
C30 C4 C31 109.1(2) . . ?
C31 C4 C5 109.77(18) . . ?
C4 C5 H5A 108.7 . . ?
C4 C5 H5B 108.7 . . ?
H5A C5 H5B 107.6 . . ?
C6 C5 C4 114.18(18) . . ?
C6 C5 H5A 108.7 . . ?
C6 C5 H5B 108.7 . . ?
N1 C6 C5 115.91(18) . . ?
C1 C6 N1 120.86(19) . . ?
C1 C6 C5 123.22(19) . . ?
O2 C7 N1 121.94(19) . . ?
O2 C7 C8 123.2(2) . . ?
N1 C7 C8 114.79(17) . . ?
N2 C8 C7 109.26(17) . . ?
N2 C8 H8 107.4 . . ?
N2 C8 C9 114.22(19) . . ?
C7 C8 H8 107.4 . . ?
C7 C8 C9 111.00(18) . . ?
C9 C8 H8 107.4 . . ?
C1 C9 C8 107.52(18) . . ?
C1 C9 H9 107.5 . . ?
C1 C9 C17 112.86(19) . . ?
C8 C9 H9 107.5 . . ?
C17 C9 C8 113.59(17) . . ?
C17 C9 H9 107.5 . . ?
O3 C10 N2 122.0(2) . . ?
O3 C10 C11 121.4(2) . . ?
N2 C10 C11 116.6(2) . . ?
C12 C11 C10 117.48(19) . . ?
C12 C11 C16 119.3(2) . . ?
C16 C11 C10 123.2(2) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 C11 120.6(2) . . ?
C13 C12 H12 119.7 . . ?
C12 C13 H13 120.2 . . ?
C12 C13 C14 119.6(2) . . ?
C14 C13 H13 120.2 . . ?
C13 C14 H14 119.9 . . ?
C13 C14 C15 120.3(2) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.3(2) . . ?
C16 C15 H15 119.8 . . ?
C11 C16 H16 120.1 . . ?
C15 C16 C11 119.8(2) . . ?
C15 C16 H16 120.1 . . ?
C18 C17 C9 119.7(2) . . ?
C22 C17 C9 122.3(2) . . ?
C22 C17 C18 118.0(2) . . ?
C17 C18 H18 119.5 . . ?
C19 C18 C17 121.0(2) . . ?
C19 C18 H18 119.5 . . ?
C18 C19 H19 119.8 . . ?
C18 C19 C20 120.3(2) . . ?
C20 C19 H19 119.8 . . ?
C19 C20 H20 120.4 . . ?
C19 C20 C21 119.2(3) . . ?
C21 C20 H20 120.4 . . ?
C20 C21 H21 119.8 . . ?
C20 C21 C22 120.5(3) . . ?
C22 C21 H21 119.8 . . ?
C17 C22 C21 121.0(2) . . ?
C17 C22 H22 119.5 . . ?
C21 C22 H22 119.5 . . ?
C24 C23 N1 118.8(2) . . ?
C24 C23 C28 120.0(2) . . ?
C28 C23 N1 120.9(2) . . ?
C23 C24 H24 120.1 . . ?
C23 C24 C25 119.9(2) . . ?
C25 C24 H24 120.1 . . ?
C24 C25 H25 119.5 . . ?
C24 C25 C26 121.0(2) . . ?
C26 C25 H25 119.5 . . ?
C25 C26 C29 120.4(2) . . ?
C27 C26 C25 118.2(2) . . ?
C27 C26 C29 121.4(2) . . ?
C26 C27 H27 119.4 . . ?
C26 C27 C28 121.2(2) . . ?
C28 C27 H27 119.4 . . ?
C23 C28 C27 119.6(2) . . ?
C23 C28 H28 120.2 . . ?
C27 C28 H28 120.2 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C4 C30 H30A 109.5 . . ?
C4 C30 H30B 109.5 . . ?
C4 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C4 C31 H31A 109.5 . . ?
C4 C31 H31B 109.5 . . ?
C4 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 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
O1 C2 C3 C4 143.9(2) . . . . ?
O2 C7 C8 N2 -5.3(3) . . . . ?
O2 C7 C8 C9 -132.2(2) . . . . ?
O3 C10 C11 C12 25.7(4) . . . . ?
O3 C10 C11 C16 -155.3(3) . . . . ?
N1 C7 C8 N2 177.35(19) . . . . ?
N1 C7 C8 C9 50.5(3) . . . . ?
N1 C23 C24 C25 174.49(18) . . . . ?
N1 C23 C28 C27 -174.85(19) . . . . ?
N2 C8 C9 C1 -175.25(17) . . . . ?
N2 C8 C9 C17 -49.6(2) . . . . ?
N2 C10 C11 C12 -153.6(2) . . . . ?
N2 C10 C11 C16 25.5(3) . . . . ?
C1 C2 C3 C4 -38.8(3) . . . . ?
C1 C9 C17 C18 -150.0(2) . . . . ?
C1 C9 C17 C22 31.0(3) . . . . ?
C2 C1 C6 N1 -172.1(2) . . . . ?
C2 C1 C6 C5 6.3(4) . . . . ?
C2 C1 C9 C8 -157.97(19) . . . . ?
C2 C1 C9 C17 76.0(2) . . . . ?
C2 C3 C4 C5 56.2(2) . . . . ?
C2 C3 C4 C30 -64.8(2) . . . . ?
C2 C3 C4 C31 175.63(18) . . . . ?
C3 C4 C5 C6 -43.9(3) . . . . ?
C4 C5 C6 N1 -167.4(2) . . . . ?
C4 C5 C6 C1 14.2(3) . . . . ?
C6 N1 C7 O2 162.5(2) . . . . ?
C6 N1 C7 C8 -20.1(3) . . . . ?
C6 N1 C23 C24 122.7(2) . . . . ?
C6 N1 C23 C28 -62.7(3) . . . . ?
C6 C1 C2 O1 -176.5(2) . . . . ?
C6 C1 C2 C3 6.2(3) . . . . ?
C6 C1 C9 C8 26.7(3) . . . . ?
C6 C1 C9 C17 -99.4(3) . . . . ?
C7 N1 C6 C1 -7.6(3) . . . . ?
C7 N1 C6 C5 173.9(2) . . . . ?
C7 N1 C23 C24 -61.5(3) . . . . ?
C7 N1 C23 C28 113.1(2) . . . . ?
C7 C8 C9 C1 -51.2(2) . . . . ?
C7 C8 C9 C17 74.4(2) . . . . ?
C8 N2 C10 O3 1.2(4) . . . . ?
C8 N2 C10 C11 -179.5(2) . . . . ?
C8 C9 C17 C18 87.3(2) . . . . ?
C8 C9 C17 C22 -91.8(3) . . . . ?
C9 C1 C2 O1 8.1(3) . . . . ?
C9 C1 C2 C3 -169.2(2) . . . . ?
C9 C1 C6 N1 3.1(3) . . . . ?
C9 C1 C6 C5 -178.5(2) . . . . ?
C9 C17 C18 C19 -179.7(2) . . . . ?
C9 C17 C22 C21 -179.5(2) . . . . ?
C10 N2 C8 C7 136.0(2) . . . . ?
C10 N2 C8 C9 -99.0(3) . . . . ?
C10 C11 C12 C13 177.3(2) . . . . ?
C10 C11 C16 C15 -177.3(2) . . . . ?
C11 C12 C13 C14 -0.1(4) . . . . ?
C12 C11 C16 C15 1.7(4) . . . . ?
C12 C13 C14 C15 2.1(4) . . . . ?
C13 C14 C15 C16 -2.2(4) . . . . ?
C14 C15 C16 C11 0.3(4) . . . . ?
C16 C11 C12 C13 -1.8(4) . . . . ?
C17 C18 C19 C20 -0.5(4) . . . . ?
C18 C17 C22 C21 1.5(4) . . . . ?
C18 C19 C20 C21 0.6(4) . . . . ?
C19 C20 C21 C22 0.3(4) . . . . ?
C20 C21 C22 C17 -1.4(4) . . . . ?
C22 C17 C18 C19 -0.6(3) . . . . ?
C23 N1 C6 C1 168.1(2) . . . . ?
C23 N1 C6 C5 -10.5(3) . . . . ?
C23 N1 C7 O2 -13.4(3) . . . . ?
C23 N1 C7 C8 163.91(19) . . . . ?
C23 C24 C25 C26 0.3(3) . . . . ?
C24 C23 C28 C27 -0.3(3) . . . . ?
C24 C25 C26 C27 0.2(3) . . . . ?
C24 C25 C26 C29 -179.1(2) . . . . ?
C25 C26 C27 C28 -0.6(3) . . . . ?
C26 C27 C28 C23 0.7(3) . . . . ?
C28 C23 C24 C25 -0.2(3) . . . . ?
C29 C26 C27 C28 178.6(2) . . . . ?
C30 C4 C5 C6 76.4(3) . . . . ?
C31 C4 C5 C6 -163.0(2) . . . . ?

_olex2_date_sample_data_collection 2021-06-19
_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 1.805
_oxdiff_exptl_absorpt_empirical_full_min 0.598
####################################################################### 
# 
# 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_duibr
_database_code_depnum_ccdc_archive 'CCDC 2103306'
loop_
_audit_author_name
_audit_author_address
'Lin Chen'
;Guizhou Normal University
China
;
_audit_update_record             
;
2021-08-15 deposited with the CCDC.	2022-03-16 downloaded from the CCDC.
;
_audit_creation_date             2021-08-08
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H29 Br N2 O3'
_chemical_formula_sum            'C31 H29 Br N2 O3'
_chemical_formula_weight         557.47
_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.5937(6)
_cell_length_b                   15.3406(11)
_cell_length_c                   16.5661(7)
_cell_angle_alpha                87.802(5)
_cell_angle_beta                 88.240(4)
_cell_angle_gamma                81.951(5)
_cell_volume                     2662.9(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4376
_cell_measurement_temperature    250.01(10)
_cell_measurement_theta_max      24.6030
_cell_measurement_theta_min      2.4760
_shelx_estimated_absorpt_T_max   0.833
_shelx_estimated_absorpt_T_min   0.809
_exptl_absorpt_coefficient_mu    1.579
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59047
_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    1.391
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1152
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0446
_diffrn_reflns_av_unetI/netI     0.0903
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            19181
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.942
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      250.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -59.00  37.00   1.00    5.00    --   11.90 -57.00 -30.00   96
  2  ω    -15.00  83.00   1.00    5.00    --   11.90  57.00 120.00   98
  3  ω     37.00  63.00   1.00    5.00    --   11.90 178.00 -60.00   26
  4  ω    -14.00  79.00   1.00    5.00    --   11.90  77.00-120.00   93
;
_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      -0.0281520000
_diffrn_orient_matrix_UB_12      0.0151598000
_diffrn_orient_matrix_UB_13      -0.0371723000
_diffrn_orient_matrix_UB_21      0.0117304000
_diffrn_orient_matrix_UB_22      -0.0434242000
_diffrn_orient_matrix_UB_23      -0.0143780000
_diffrn_orient_matrix_UB_31      -0.0603780000
_diffrn_orient_matrix_UB_32      -0.0082282000
_diffrn_orient_matrix_UB_33      0.0157684000
_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                5817
_reflns_number_total             9378
_reflns_odcompleteness_completeness 99.93
_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-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.175
_refine_diff_density_min         -0.555
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     683
_refine_ls_number_reflns         9378
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1175
_refine_ls_R_factor_gt           0.0621
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0666P)²+0.9671P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1327
_refine_ls_wR_factor_ref         0.1585
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 O3, C16
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 O7, C16
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
3. Others
 Sof(O7)=1-FVAR(1)
 Sof(O3)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C8(H8), C9(H9), C48(H48), C49(H49)
4.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C5(H5A,H5B), C34(H34A,H34B), C36(H36A,H36B)
4.c Aromatic/amide H refined with riding coordinates:
 N2(H2), C11(H11), C12(H12), C14(H14), C15(H15), C18(H18), C19(H19), C20(H20),
 C21(H21), C22(H22), C26(H26), C27(H27), C29(H29), C30(H30), N4(H4), C41(H41),
 C42(H42), C44(H44), C45(H45), C51(H51), C52(H52), C54(H54), C55(H55), C58(H58),
  C59(H59), C60(H60), C61(H61), C62(H62)
4.d Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C31(H31A,H31B,H31C), C38(H38A,H38B,
 H38C), C39(H39A,H39B,H39C), C46(H46A,H46B,H46C)
;
_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 0.08856(5) 0.85125(4) -0.03853(3) 0.0538(2) Uani 1 1 d . . . . .
O1 O -0.1623(3) 1.1677(2) 0.21861(17) 0.0406(8) Uani 1 1 d . . . . .
O2 O 0.2935(3) 0.9322(2) 0.37118(17) 0.0384(8) Uani 1 1 d . . . . .
O3 O -0.106(4) 0.9078(18) 0.459(3) 0.059(8) Uani 0.49(9) 1 d . . P A 1
O7 O -0.144(3) 0.9112(12) 0.420(4) 0.068(10) Uani 0.51(9) 1 d . . P A 2
N1 N 0.2306(3) 1.0781(2) 0.34611(19) 0.0270(9) Uani 1 1 d . . . . .
N2 N 0.0578(3) 0.8884(3) 0.3721(2) 0.0340(9) Uani 1 1 d . . . . .
H2 H 0.116785 0.851019 0.351290 0.041 Uiso 1 1 calc R U . . .
C1 C 0.0280(4) 1.1204(3) 0.2852(2) 0.0275(10) Uani 1 1 d . . . . .
C2 C -0.0615(4) 1.1859(3) 0.2431(2) 0.0325(11) Uani 1 1 d . . . . .
C3 C -0.0209(5) 1.2743(4) 0.2249(3) 0.0501(14) Uani 1 1 d . . . . .
H3A H -0.096139 1.316920 0.215360 0.060 Uiso 1 1 calc R U . . .
H3B H 0.031093 1.271481 0.175577 0.060 Uiso 1 1 calc R U . . .
C4 C 0.0539(4) 1.3060(3) 0.2920(3) 0.0384(12) Uani 1 1 d . . . . .
C5 C 0.1675(4) 1.2357(3) 0.3103(3) 0.0357(12) Uani 1 1 d . . . . .
H5A H 0.233733 1.240464 0.269261 0.043 Uiso 1 1 calc R U . . .
H5B H 0.201516 1.247504 0.361855 0.043 Uiso 1 1 calc R U . . .
C6 C 0.1366(4) 1.1432(3) 0.3134(2) 0.0278(11) Uani 1 1 d . . . . .
C7 C 0.2076(4) 0.9928(3) 0.3601(2) 0.0268(10) Uani 1 1 d . . . . .
C8 C 0.0687(4) 0.9804(3) 0.3638(2) 0.0284(11) Uani 1 1 d . . . . .
H8 H 0.030609 1.008362 0.412721 0.034 Uiso 1 1 calc R U . . .
C9 C -0.0015(4) 1.0276(3) 0.2911(2) 0.0285(11) Uani 1 1 d . . . . .
H9 H -0.093101 1.030482 0.303093 0.034 Uiso 1 1 calc R U . . .
C10 C 0.0264(4) 0.9796(3) 0.2124(2) 0.0279(10) Uani 1 1 d . . . . .
C11 C 0.1340(4) 0.9877(3) 0.1654(3) 0.0395(13) Uani 1 1 d . . . . .
H11 H 0.194280 1.020801 0.183048 0.047 Uiso 1 1 calc R U . . .
C12 C 0.1531(4) 0.9470(4) 0.0922(3) 0.0432(13) Uani 1 1 d . . . . .
H12 H 0.225869 0.953110 0.060851 0.052 Uiso 1 1 calc R U . . .
C13 C 0.0671(4) 0.8985(3) 0.0659(2) 0.0368(12) Uani 1 1 d . . . . .
C14 C -0.0377(5) 0.8863(4) 0.1130(3) 0.0584(16) Uani 1 1 d . . . . .
H14 H -0.095492 0.850877 0.095996 0.070 Uiso 1 1 calc R U . . .
C15 C -0.0566(5) 0.9267(4) 0.1857(3) 0.0504(15) Uani 1 1 d . . . . .
H15 H -0.127697 0.918031 0.217727 0.060 Uiso 1 1 calc R U . . .
C16 C -0.0402(4) 0.8591(3) 0.4107(3) 0.0458(13) Uani 1 1 d . . . . .
C17 C -0.0453(4) 0.7618(3) 0.4151(2) 0.0356(12) Uani 1 1 d . . . . .
C18 C -0.1573(5) 0.7327(4) 0.4402(3) 0.0461(13) Uani 1 1 d . . . . .
H18 H -0.227019 0.773387 0.454796 0.055 Uiso 1 1 calc R U . . .
C19 C -0.1681(5) 0.6444(4) 0.4443(3) 0.0527(15) Uani 1 1 d . . . . .
H19 H -0.245064 0.625852 0.460685 0.063 Uiso 1 1 calc R U . . .
C20 C -0.0660(5) 0.5841(4) 0.4244(3) 0.0496(14) Uani 1 1 d . . . . .
H20 H -0.072799 0.524276 0.427680 0.059 Uiso 1 1 calc R U . . .
C21 C 0.0471(5) 0.6120(4) 0.3994(3) 0.0509(14) Uani 1 1 d . . . . .
H21 H 0.116912 0.570691 0.386199 0.061 Uiso 1 1 calc R U . . .
C22 C 0.0579(4) 0.7001(4) 0.3936(3) 0.0430(13) Uani 1 1 d . . . . .
H22 H 0.134188 0.718413 0.375433 0.052 Uiso 1 1 calc R U . . .
C23 C -0.0324(5) 1.3187(4) 0.3680(3) 0.0655(18) Uani 1 1 d . . . . .
H23A H -0.108836 1.357438 0.355144 0.098 Uiso 1 1 calc R U . . .
H23B H 0.011795 1.343778 0.409127 0.098 Uiso 1 1 calc R U . . .
H23C H -0.053977 1.262669 0.387270 0.098 Uiso 1 1 calc R U . . .
C24 C 0.0986(5) 1.3927(4) 0.2684(4) 0.0721(19) Uani 1 1 d . . . . .
H24A H 0.153052 1.385813 0.221043 0.108 Uiso 1 1 calc R U . . .
H24B H 0.144988 1.411476 0.311935 0.108 Uiso 1 1 calc R U . . .
H24C H 0.026154 1.436063 0.257283 0.108 Uiso 1 1 calc R U . . .
C25 C 0.3566(4) 1.0976(3) 0.3648(2) 0.0277(10) Uani 1 1 d . . . . .
C26 C 0.3894(4) 1.0959(3) 0.4447(2) 0.0312(11) Uani 1 1 d . . . . .
H26 H 0.330836 1.084881 0.485557 0.037 Uiso 1 1 calc R U . . .
C27 C 0.5105(4) 1.1109(3) 0.4633(3) 0.0331(11) Uani 1 1 d . . . . .
H27 H 0.532825 1.110488 0.517152 0.040 Uiso 1 1 calc R U . . .
C28 C 0.5998(4) 1.1265(3) 0.4034(3) 0.0322(11) Uani 1 1 d . . . . .
C29 C 0.5632(4) 1.1282(3) 0.3234(3) 0.0370(12) Uani 1 1 d . . . . .
H29 H 0.621110 1.139590 0.282373 0.044 Uiso 1 1 calc R U . . .
C30 C 0.4431(4) 1.1134(3) 0.3040(2) 0.0347(12) Uani 1 1 d . . . . .
H30 H 0.420330 1.114051 0.250160 0.042 Uiso 1 1 calc R U . . .
C31 C 0.7323(4) 1.1392(4) 0.4252(3) 0.0511(15) Uani 1 1 d . . . . .
H31A H 0.731062 1.160131 0.479120 0.077 Uiso 1 1 calc R U . . .
H31B H 0.763021 1.181508 0.388100 0.077 Uiso 1 1 calc R U . . .
H31C H 0.787428 1.084085 0.422318 0.077 Uiso 1 1 calc R U . . .
Br2 Br 0.59315(6) 0.33666(4) 0.54264(3) 0.0647(2) Uani 1 1 d . . . . .
O4 O 0.3157(3) 0.6703(2) 0.27297(19) 0.0469(9) Uani 1 1 d . . . . .
O5 O 0.7818(3) 0.4352(2) 0.13025(18) 0.0390(8) Uani 1 1 d . . . . .
O6 O 0.3603(4) 0.4203(3) 0.0728(3) 0.1008(18) Uani 1 1 d . . . . .
N3 N 0.7191(3) 0.5808(3) 0.1489(2) 0.0305(9) Uani 1 1 d . . . . .
N4 N 0.5461(3) 0.3930(3) 0.1328(2) 0.0334(9) Uani 1 1 d . . . . .
H4 H 0.604758 0.354099 0.152202 0.040 Uiso 1 1 calc R U . . .
C32 C 0.5102(4) 0.6230(3) 0.2075(3) 0.0353(12) Uani 1 1 d . . . . .
C33 C 0.4111(4) 0.6906(3) 0.2383(3) 0.0444(13) Uani 1 1 d . . . . .
C34 C 0.4246(6) 0.7860(4) 0.2173(5) 0.089(2) Uani 1 1 d . . . . .
H34A H 0.382793 0.802617 0.166619 0.107 Uiso 1 1 calc R U . . .
H34B H 0.379961 0.822442 0.258640 0.107 Uiso 1 1 calc R U . . .
C35 C 0.5561(4) 0.8056(3) 0.2098(3) 0.0387(12) Uani 1 1 d . . . . .
C36 C 0.6442(5) 0.7397(3) 0.1631(3) 0.0572(16) Uani 1 1 d . . . . .
H36A H 0.637643 0.755995 0.106055 0.069 Uiso 1 1 calc R U . . .
H36B H 0.730971 0.743162 0.178278 0.069 Uiso 1 1 calc R U . . .
C37 C 0.6199(4) 0.6468(3) 0.1749(3) 0.0354(12) Uani 1 1 d . . . . .
C38 C 0.5672(6) 0.8977(4) 0.1849(5) 0.094(2) Uani 1 1 d . . . . .
H38A H 0.655593 0.905598 0.181996 0.140 Uiso 1 1 calc R U . . .
H38B H 0.522834 0.936574 0.223617 0.140 Uiso 1 1 calc R U . . .
H38C H 0.530569 0.910763 0.132768 0.140 Uiso 1 1 calc R U . . .
C39 C 0.6096(7) 0.7960(5) 0.2981(4) 0.098(3) Uani 1 1 d . . . . .
H39A H 0.590565 0.741756 0.323302 0.147 Uiso 1 1 calc R U . . .
H39B H 0.570548 0.844539 0.329212 0.147 Uiso 1 1 calc R U . . .
H39C H 0.700327 0.795768 0.295560 0.147 Uiso 1 1 calc R U . . .
C40 C 0.8465(4) 0.6009(3) 0.1289(2) 0.0293(11) Uani 1 1 d . . . . .
C41 C 0.9245(4) 0.6186(3) 0.1890(3) 0.0392(12) Uani 1 1 d . . . . .
H41 H 0.895684 0.619856 0.242617 0.047 Uiso 1 1 calc R U . . .
C42 C 1.0479(4) 0.6348(3) 0.1682(3) 0.0418(13) Uani 1 1 d . . . . .
H42 H 1.100631 0.648172 0.208503 0.050 Uiso 1 1 calc R U . . .
C43 C 1.0937(4) 0.6313(3) 0.0893(3) 0.0354(12) Uani 1 1 d . . . . .
C44 C 1.0119(4) 0.6125(3) 0.0308(3) 0.0344(12) Uani 1 1 d . . . . .
H44 H 1.040394 0.609959 -0.022830 0.041 Uiso 1 1 calc R U . . .
C45 C 0.8894(4) 0.5976(3) 0.0502(2) 0.0325(11) Uani 1 1 d . . . . .
H45 H 0.835845 0.585266 0.009947 0.039 Uiso 1 1 calc R U . . .
C46 C 1.2276(4) 0.6460(4) 0.0674(3) 0.0488(14) Uani 1 1 d . . . . .
H46A H 1.250577 0.692263 0.099036 0.073 Uiso 1 1 calc R U . . .
H46B H 1.233305 0.662404 0.011077 0.073 Uiso 1 1 calc R U . . .
H46C H 1.284659 0.592763 0.078215 0.073 Uiso 1 1 calc R U . . .
C47 C 0.6966(4) 0.4957(3) 0.1396(2) 0.0300(11) Uani 1 1 d . . . . .
C48 C 0.5573(4) 0.4839(3) 0.1395(2) 0.0305(11) Uani 1 1 d . . . . .
H48 H 0.521393 0.514481 0.090582 0.037 Uiso 1 1 calc R U . . .
C49 C 0.4852(4) 0.5290(3) 0.2122(2) 0.0317(11) Uani 1 1 d . . . . .
H49 H 0.393894 0.529328 0.204200 0.038 Uiso 1 1 calc R U . . .
C50 C 0.5178(4) 0.4799(3) 0.2914(2) 0.0298(11) Uani 1 1 d . . . . .
C51 C 0.4493(5) 0.4144(4) 0.3185(3) 0.0502(14) Uani 1 1 d . . . . .
H51 H 0.385286 0.399854 0.286491 0.060 Uiso 1 1 calc R U . . .
C52 C 0.4719(5) 0.3693(4) 0.3918(3) 0.0529(15) Uani 1 1 d . . . . .
H52 H 0.424622 0.324914 0.408560 0.063 Uiso 1 1 calc R U . . .
C53 C 0.5655(5) 0.3916(4) 0.4388(3) 0.0419(13) Uani 1 1 d . . . . .
C54 C 0.6375(5) 0.4540(4) 0.4138(3) 0.0444(13) Uani 1 1 d . . . . .
H54 H 0.702507 0.466991 0.445841 0.053 Uiso 1 1 calc R U . . .
C55 C 0.6139(4) 0.4988(3) 0.3396(3) 0.0403(12) Uani 1 1 d . . . . .
H55 H 0.663440 0.541887 0.322502 0.048 Uiso 1 1 calc R U . . .
C56 C 0.4476(5) 0.3661(4) 0.0974(3) 0.0437(13) Uani 1 1 d . . . . .
C57 C 0.4458(4) 0.2697(3) 0.0904(2) 0.0353(11) Uani 1 1 d . . . . .
C58 C 0.3297(5) 0.2422(4) 0.0755(3) 0.0485(14) Uani 1 1 d . . . . .
H58 H 0.256812 0.283512 0.072195 0.058 Uiso 1 1 calc R U . . .
C59 C 0.3209(6) 0.1554(4) 0.0657(3) 0.0550(15) Uani 1 1 d . . . . .
H59 H 0.242368 0.137884 0.055731 0.066 Uiso 1 1 calc R U . . .
C60 C 0.4279(6) 0.0938(4) 0.0707(3) 0.0562(15) Uani 1 1 d . . . . .
H60 H 0.422056 0.034698 0.063686 0.067 Uiso 1 1 calc R U . . .
C61 C 0.5434(6) 0.1195(4) 0.0859(3) 0.0553(15) Uani 1 1 d . . . . .
H61 H 0.615712 0.077610 0.089588 0.066 Uiso 1 1 calc R U . . .
C62 C 0.5528(5) 0.2078(4) 0.0959(3) 0.0453(13) Uani 1 1 d . . . . .
H62 H 0.631313 0.225090 0.106281 0.054 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 C13 1.897(4) . ?
O1 C2 1.226(5) . ?
O2 C7 1.219(5) . ?
O3 C16 1.251(11) . ?
O7 C16 1.275(12) . ?
N1 C6 1.413(5) . ?
N1 C7 1.373(6) . ?
N1 C25 1.453(5) . ?
N2 H2 0.8600 . ?
N2 C8 1.433(6) . ?
N2 C16 1.326(6) . ?
C1 C2 1.455(6) . ?
C1 C6 1.349(6) . ?
C1 C9 1.500(6) . ?
C2 C3 1.496(7) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.518(6) . ?
C4 C5 1.529(6) . ?
C4 C23 1.536(7) . ?
C4 C24 1.507(7) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.498(6) . ?
C7 C8 1.509(6) . ?
C8 H8 0.9800 . ?
C8 C9 1.538(6) . ?
C9 H9 0.9800 . ?
C9 C10 1.522(5) . ?
C10 C11 1.379(6) . ?
C10 C15 1.370(6) . ?
C11 H11 0.9300 . ?
C11 C12 1.381(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.346(6) . ?
C13 C14 1.367(7) . ?
C14 H14 0.9300 . ?
C14 C15 1.372(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.500(7) . ?
C17 C18 1.373(6) . ?
C17 C22 1.390(6) . ?
C18 H18 0.9300 . ?
C18 C19 1.373(7) . ?
C19 H19 0.9300 . ?
C19 C20 1.363(7) . ?
C20 H20 0.9300 . ?
C20 C21 1.374(7) . ?
C21 H21 0.9300 . ?
C21 C22 1.372(7) . ?
C22 H22 0.9300 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.378(5) . ?
C25 C30 1.379(6) . ?
C26 H26 0.9300 . ?
C26 C27 1.381(6) . ?
C27 H27 0.9300 . ?
C27 C28 1.386(6) . ?
C28 C29 1.389(6) . ?
C28 C31 1.500(6) . ?
C29 H29 0.9300 . ?
C29 C30 1.373(6) . ?
C30 H30 0.9300 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
Br2 C53 1.899(5) . ?
O4 C33 1.220(5) . ?
O5 C47 1.211(5) . ?
O6 C56 1.222(6) . ?
N3 C37 1.421(5) . ?
N3 C40 1.452(5) . ?
N3 C47 1.375(6) . ?
N4 H4 0.8600 . ?
N4 C48 1.425(6) . ?
N4 C56 1.333(6) . ?
C32 C33 1.462(6) . ?
C32 C37 1.356(6) . ?
C32 C49 1.500(7) . ?
C33 C34 1.517(8) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C34 C35 1.466(7) . ?
C35 C36 1.497(6) . ?
C35 C38 1.476(8) . ?
C35 C39 1.580(8) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C36 C37 1.489(7) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C40 C41 1.372(6) . ?
C40 C45 1.368(6) . ?
C41 H41 0.9300 . ?
C41 C42 1.394(6) . ?
C42 H42 0.9300 . ?
C42 C43 1.381(6) . ?
C43 C44 1.384(6) . ?
C43 C46 1.499(6) . ?
C44 H44 0.9300 . ?
C44 C45 1.376(6) . ?
C45 H45 0.9300 . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?
C47 C48 1.512(6) . ?
C48 H48 0.9800 . ?
C48 C49 1.541(5) . ?
C49 H49 0.9800 . ?
C49 C50 1.513(6) . ?
C50 C51 1.374(7) . ?
C50 C55 1.382(6) . ?
C51 H51 0.9300 . ?
C51 C52 1.384(7) . ?
C52 H52 0.9300 . ?
C52 C53 1.367(7) . ?
C53 C54 1.351(7) . ?
C54 H54 0.9300 . ?
C54 C55 1.398(7) . ?
C55 H55 0.9300 . ?
C56 C57 1.491(7) . ?
C57 C58 1.387(6) . ?
C57 C62 1.376(6) . ?
C58 H58 0.9300 . ?
C58 C59 1.364(7) . ?
C59 H59 0.9300 . ?
C59 C60 1.372(8) . ?
C60 H60 0.9300 . ?
C60 C61 1.370(7) . ?
C61 H61 0.9300 . ?
C61 C62 1.389(7) . ?
C62 H62 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
C6 N1 C25 121.7(4) . . ?
C7 N1 C6 121.3(3) . . ?
C7 N1 C25 117.0(3) . . ?
C8 N2 H2 118.9 . . ?
C16 N2 H2 118.9 . . ?
C16 N2 C8 122.2(4) . . ?
C2 C1 C9 117.6(4) . . ?
C6 C1 C2 119.9(4) . . ?
C6 C1 C9 122.3(4) . . ?
O1 C2 C1 121.4(5) . . ?
O1 C2 C3 121.1(4) . . ?
C1 C2 C3 117.3(4) . . ?
C2 C3 H3A 108.9 . . ?
C2 C3 H3B 108.9 . . ?
C2 C3 C4 113.4(4) . . ?
H3A C3 H3B 107.7 . . ?
C4 C3 H3A 108.9 . . ?
C4 C3 H3B 108.9 . . ?
C3 C4 C5 108.5(4) . . ?
C3 C4 C23 109.0(4) . . ?
C5 C4 C23 109.1(4) . . ?
C24 C4 C3 111.1(5) . . ?
C24 C4 C5 110.6(4) . . ?
C24 C4 C23 108.4(4) . . ?
C4 C5 H5A 108.7 . . ?
C4 C5 H5B 108.7 . . ?
H5A C5 H5B 107.6 . . ?
C6 C5 C4 114.3(4) . . ?
C6 C5 H5A 108.7 . . ?
C6 C5 H5B 108.7 . . ?
N1 C6 C5 116.1(4) . . ?
C1 C6 N1 120.2(4) . . ?
C1 C6 C5 123.7(4) . . ?
O2 C7 N1 122.1(4) . . ?
O2 C7 C8 122.7(4) . . ?
N1 C7 C8 115.2(4) . . ?
N2 C8 C7 109.7(3) . . ?
N2 C8 H8 107.4 . . ?
N2 C8 C9 113.9(4) . . ?
C7 C8 H8 107.4 . . ?
C7 C8 C9 110.6(3) . . ?
C9 C8 H8 107.4 . . ?
C1 C9 C8 108.2(3) . . ?
C1 C9 H9 107.3 . . ?
C1 C9 C10 112.8(3) . . ?
C8 C9 H9 107.3 . . ?
C10 C9 C8 113.7(3) . . ?
C10 C9 H9 107.3 . . ?
C11 C10 C9 122.0(4) . . ?
C15 C10 C9 120.4(4) . . ?
C15 C10 C11 117.6(4) . . ?
C10 C11 H11 119.7 . . ?
C10 C11 C12 120.5(4) . . ?
C12 C11 H11 119.7 . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.5(4) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 Br1 119.6(3) . . ?
C12 C13 C14 120.2(4) . . ?
C14 C13 Br1 120.2(4) . . ?
C13 C14 H14 120.4 . . ?
C13 C14 C15 119.3(5) . . ?
C15 C14 H14 120.4 . . ?
C10 C15 C14 121.9(4) . . ?
C10 C15 H15 119.1 . . ?
C14 C15 H15 119.1 . . ?
O3 C16 N2 119.0(9) . . ?
O3 C16 C17 119.6(11) . . ?
O7 C16 N2 119.1(9) . . ?
O7 C16 C17 118.4(13) . . ?
N2 C16 C17 118.7(4) . . ?
C18 C17 C16 118.6(4) . . ?
C18 C17 C22 118.7(5) . . ?
C22 C17 C16 122.8(4) . . ?
C17 C18 H18 119.4 . . ?
C17 C18 C19 121.1(5) . . ?
C19 C18 H18 119.4 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 C18 120.0(5) . . ?
C20 C19 H19 120.0 . . ?
C19 C20 H20 120.1 . . ?
C19 C20 C21 119.8(5) . . ?
C21 C20 H20 120.1 . . ?
C20 C21 H21 119.7 . . ?
C22 C21 C20 120.6(5) . . ?
C22 C21 H21 119.7 . . ?
C17 C22 H22 120.1 . . ?
C21 C22 C17 119.8(5) . . ?
C21 C22 H22 120.1 . . ?
C4 C23 H23A 109.5 . . ?
C4 C23 H23B 109.5 . . ?
C4 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C4 C24 H24A 109.5 . . ?
C4 C24 H24B 109.5 . . ?
C4 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 N1 118.2(4) . . ?
C26 C25 C30 120.9(4) . . ?
C30 C25 N1 120.8(3) . . ?
C25 C26 H26 120.6 . . ?
C25 C26 C27 118.9(4) . . ?
C27 C26 H26 120.6 . . ?
C26 C27 H27 119.2 . . ?
C26 C27 C28 121.5(4) . . ?
C28 C27 H27 119.2 . . ?
C27 C28 C29 118.0(4) . . ?
C27 C28 C31 120.4(4) . . ?
C29 C28 C31 121.6(4) . . ?
C28 C29 H29 119.4 . . ?
C30 C29 C28 121.2(4) . . ?
C30 C29 H29 119.4 . . ?
C25 C30 H30 120.2 . . ?
C29 C30 C25 119.5(4) . . ?
C29 C30 H30 120.2 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C37 N3 C40 121.7(4) . . ?
C47 N3 C37 120.9(4) . . ?
C47 N3 C40 117.4(3) . . ?
C48 N4 H4 118.9 . . ?
C56 N4 H4 118.9 . . ?
C56 N4 C48 122.2(4) . . ?
C33 C32 C49 118.2(4) . . ?
C37 C32 C33 119.6(5) . . ?
C37 C32 C49 122.2(4) . . ?
O4 C33 C32 120.8(5) . . ?
O4 C33 C34 121.4(4) . . ?
C32 C33 C34 117.5(4) . . ?
C33 C34 H34A 108.5 . . ?
C33 C34 H34B 108.5 . . ?
H34A C34 H34B 107.5 . . ?
C35 C34 C33 115.2(5) . . ?
C35 C34 H34A 108.5 . . ?
C35 C34 H34B 108.5 . . ?
C34 C35 C36 114.0(5) . . ?
C34 C35 C38 114.3(5) . . ?
C34 C35 C39 106.0(5) . . ?
C36 C35 C39 104.1(5) . . ?
C38 C35 C36 113.2(4) . . ?
C38 C35 C39 103.8(5) . . ?
C35 C36 H36A 108.5 . . ?
C35 C36 H36B 108.5 . . ?
H36A C36 H36B 107.5 . . ?
C37 C36 C35 115.1(4) . . ?
C37 C36 H36A 108.5 . . ?
C37 C36 H36B 108.5 . . ?
N3 C37 C36 116.4(4) . . ?
C32 C37 N3 119.7(4) . . ?
C32 C37 C36 123.9(4) . . ?
C35 C38 H38A 109.5 . . ?
C35 C38 H38B 109.5 . . ?
C35 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C35 C39 H39A 109.5 . . ?
C35 C39 H39B 109.5 . . ?
C35 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C41 C40 N3 120.0(4) . . ?
C45 C40 N3 119.1(4) . . ?
C45 C40 C41 120.8(4) . . ?
C40 C41 H41 120.6 . . ?
C40 C41 C42 118.7(4) . . ?
C42 C41 H41 120.6 . . ?
C41 C42 H42 119.2 . . ?
C43 C42 C41 121.6(4) . . ?
C43 C42 H42 119.2 . . ?
C42 C43 C44 117.6(4) . . ?
C42 C43 C46 121.5(4) . . ?
C44 C43 C46 120.9(4) . . ?
C43 C44 H44 119.3 . . ?
C45 C44 C43 121.5(4) . . ?
C45 C44 H44 119.3 . . ?
C40 C45 C44 119.8(4) . . ?
C40 C45 H45 120.1 . . ?
C44 C45 H45 120.1 . . ?
C43 C46 H46A 109.5 . . ?
C43 C46 H46B 109.5 . . ?
C43 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
O5 C47 N3 122.6(4) . . ?
O5 C47 C48 122.5(4) . . ?
N3 C47 C48 114.8(4) . . ?
N4 C48 C47 109.7(3) . . ?
N4 C48 H48 107.0 . . ?
N4 C48 C49 115.4(4) . . ?
C47 C48 H48 107.0 . . ?
C47 C48 C49 110.4(3) . . ?
C49 C48 H48 107.0 . . ?
C32 C49 C48 106.4(3) . . ?
C32 C49 H49 107.4 . . ?
C32 C49 C50 115.3(4) . . ?
C48 C49 H49 107.4 . . ?
C50 C49 C48 112.5(3) . . ?
C50 C49 H49 107.4 . . ?
C51 C50 C49 119.9(4) . . ?
C51 C50 C55 117.4(4) . . ?
C55 C50 C49 122.7(4) . . ?
C50 C51 H51 118.8 . . ?
C50 C51 C52 122.5(5) . . ?
C52 C51 H51 118.8 . . ?
C51 C52 H52 120.8 . . ?
C53 C52 C51 118.4(5) . . ?
C53 C52 H52 120.8 . . ?
C52 C53 Br2 120.0(4) . . ?
C54 C53 Br2 118.7(4) . . ?
C54 C53 C52 121.3(5) . . ?
C53 C54 H54 120.1 . . ?
C53 C54 C55 119.7(5) . . ?
C55 C54 H54 120.1 . . ?
C50 C55 C54 120.7(5) . . ?
C50 C55 H55 119.7 . . ?
C54 C55 H55 119.7 . . ?
O6 C56 N4 119.8(5) . . ?
O6 C56 C57 121.5(4) . . ?
N4 C56 C57 118.7(4) . . ?
C58 C57 C56 117.5(4) . . ?
C62 C57 C56 123.6(4) . . ?
C62 C57 C58 118.9(5) . . ?
C57 C58 H58 119.5 . . ?
C59 C58 C57 121.0(5) . . ?
C59 C58 H58 119.5 . . ?
C58 C59 H59 120.1 . . ?
C58 C59 C60 119.9(5) . . ?
C60 C59 H59 120.1 . . ?
C59 C60 H60 120.0 . . ?
C61 C60 C59 120.1(6) . . ?
C61 C60 H60 120.0 . . ?
C60 C61 H61 119.9 . . ?
C60 C61 C62 120.2(5) . . ?
C62 C61 H61 119.9 . . ?
C57 C62 C61 119.9(5) . . ?
C57 C62 H62 120.1 . . ?
C61 C62 H62 120.1 . . ?

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 C13 C14 C15 -174.9(4) . . . . ?
O1 C2 C3 C4 146.7(4) . . . . ?
O2 C7 C8 N2 -6.9(5) . . . . ?
O2 C7 C8 C9 -133.4(4) . . . . ?
O3 C16 C17 C18 32(3) . . . . ?
O3 C16 C17 C22 -149(3) . . . . ?
O7 C16 C17 C18 -9(4) . . . . ?
O7 C16 C17 C22 170(4) . . . . ?
N1 C7 C8 N2 175.4(3) . . . . ?
N1 C7 C8 C9 48.9(4) . . . . ?
N1 C25 C26 C27 177.5(4) . . . . ?
N1 C25 C30 C29 -177.4(4) . . . . ?
N2 C8 C9 C1 -174.7(3) . . . . ?
N2 C8 C9 C10 -48.5(5) . . . . ?
N2 C16 C17 C18 -167.1(4) . . . . ?
N2 C16 C17 C22 12.0(7) . . . . ?
C1 C2 C3 C4 -38.2(5) . . . . ?
C1 C9 C10 C11 41.4(5) . . . . ?
C1 C9 C10 C15 -138.2(4) . . . . ?
C2 C1 C6 N1 -172.8(3) . . . . ?
C2 C1 C6 C5 5.4(6) . . . . ?
C2 C1 C9 C8 -157.0(3) . . . . ?
C2 C1 C9 C10 76.3(4) . . . . ?
C2 C3 C4 C5 55.0(5) . . . . ?
C2 C3 C4 C23 -63.7(5) . . . . ?
C2 C3 C4 C24 176.8(4) . . . . ?
C3 C4 C5 C6 -42.9(5) . . . . ?
C4 C5 C6 N1 -167.4(3) . . . . ?
C4 C5 C6 C1 14.2(6) . . . . ?
C6 N1 C7 O2 163.6(4) . . . . ?
C6 N1 C7 C8 -18.7(5) . . . . ?
C6 N1 C25 C26 112.1(4) . . . . ?
C6 N1 C25 C30 -70.8(5) . . . . ?
C6 C1 C2 O1 -178.2(4) . . . . ?
C6 C1 C2 C3 6.7(5) . . . . ?
C6 C1 C9 C8 26.8(5) . . . . ?
C6 C1 C9 C10 -100.0(4) . . . . ?
C7 N1 C6 C1 -8.7(5) . . . . ?
C7 N1 C6 C5 172.9(3) . . . . ?
C7 N1 C25 C26 -69.3(5) . . . . ?
C7 N1 C25 C30 107.8(5) . . . . ?
C7 C8 C9 C1 -50.6(4) . . . . ?
C7 C8 C9 C10 75.6(5) . . . . ?
C8 N2 C16 O3 -20(3) . . . . ?
C8 N2 C16 O7 21(4) . . . . ?
C8 N2 C16 C17 178.8(4) . . . . ?
C8 C9 C10 C11 -82.3(5) . . . . ?
C8 C9 C10 C15 98.1(5) . . . . ?
C9 C1 C2 O1 5.4(5) . . . . ?
C9 C1 C2 C3 -169.6(4) . . . . ?
C9 C1 C6 N1 3.3(5) . . . . ?
C9 C1 C6 C5 -178.4(4) . . . . ?
C9 C10 C11 C12 -176.5(4) . . . . ?
C9 C10 C15 C14 176.5(5) . . . . ?
C10 C11 C12 C13 -0.3(8) . . . . ?
C11 C10 C15 C14 -3.1(8) . . . . ?
C11 C12 C13 Br1 174.9(4) . . . . ?
C11 C12 C13 C14 -2.6(8) . . . . ?
C12 C13 C14 C15 2.6(8) . . . . ?
C13 C14 C15 C10 0.3(9) . . . . ?
C15 C10 C11 C12 3.0(7) . . . . ?
C16 N2 C8 C7 149.8(4) . . . . ?
C16 N2 C8 C9 -85.6(5) . . . . ?
C16 C17 C18 C19 179.1(5) . . . . ?
C16 C17 C22 C21 179.7(4) . . . . ?
C17 C18 C19 C20 1.0(8) . . . . ?
C18 C17 C22 C21 -1.2(7) . . . . ?
C18 C19 C20 C21 -0.7(8) . . . . ?
C19 C20 C21 C22 -0.5(8) . . . . ?
C20 C21 C22 C17 1.5(7) . . . . ?
C22 C17 C18 C19 -0.1(7) . . . . ?
C23 C4 C5 C6 75.8(5) . . . . ?
C24 C4 C5 C6 -165.1(4) . . . . ?
C25 N1 C6 C1 169.8(3) . . . . ?
C25 N1 C6 C5 -8.5(5) . . . . ?
C25 N1 C7 O2 -15.0(5) . . . . ?
C25 N1 C7 C8 162.7(3) . . . . ?
C25 C26 C27 C28 -0.7(7) . . . . ?
C26 C25 C30 C29 -0.4(7) . . . . ?
C26 C27 C28 C29 1.1(7) . . . . ?
C26 C27 C28 C31 -177.7(5) . . . . ?
C27 C28 C29 C30 -1.1(7) . . . . ?
C28 C29 C30 C25 0.8(7) . . . . ?
C30 C25 C26 C27 0.4(7) . . . . ?
C31 C28 C29 C30 177.7(5) . . . . ?
Br2 C53 C54 C55 -176.3(3) . . . . ?
O4 C33 C34 C35 154.1(5) . . . . ?
O5 C47 C48 N4 4.1(5) . . . . ?
O5 C47 C48 C49 132.3(4) . . . . ?
O6 C56 C57 C58 -16.8(7) . . . . ?
O6 C56 C57 C62 161.5(5) . . . . ?
N3 C40 C41 C42 177.9(4) . . . . ?
N3 C40 C45 C44 -177.1(4) . . . . ?
N3 C47 C48 N4 -177.6(3) . . . . ?
N3 C47 C48 C49 -49.4(5) . . . . ?
N4 C48 C49 C32 179.9(3) . . . . ?
N4 C48 C49 C50 52.7(5) . . . . ?
N4 C56 C57 C58 161.9(4) . . . . ?
N4 C56 C57 C62 -19.9(7) . . . . ?
C32 C33 C34 C35 -32.5(8) . . . . ?
C32 C49 C50 C51 149.1(4) . . . . ?
C32 C49 C50 C55 -29.9(5) . . . . ?
C33 C32 C37 N3 176.6(4) . . . . ?
C33 C32 C37 C36 -4.1(7) . . . . ?
C33 C32 C49 C48 148.9(4) . . . . ?
C33 C32 C49 C50 -85.7(5) . . . . ?
C33 C34 C35 C36 44.3(8) . . . . ?
C33 C34 C35 C38 176.7(5) . . . . ?
C33 C34 C35 C39 -69.6(7) . . . . ?
C34 C35 C36 C37 -36.1(7) . . . . ?
C35 C36 C37 N3 -164.4(4) . . . . ?
C35 C36 C37 C32 16.4(8) . . . . ?
C37 N3 C40 C41 71.9(6) . . . . ?
C37 N3 C40 C45 -111.3(5) . . . . ?
C37 N3 C47 O5 -167.9(4) . . . . ?
C37 N3 C47 C48 13.8(5) . . . . ?
C37 C32 C33 O4 -174.8(5) . . . . ?
C37 C32 C33 C34 11.8(7) . . . . ?
C37 C32 C49 C48 -30.1(5) . . . . ?
C37 C32 C49 C50 95.3(5) . . . . ?
C38 C35 C36 C37 -169.0(5) . . . . ?
C39 C35 C36 C37 78.9(6) . . . . ?
C40 N3 C37 C32 -167.5(4) . . . . ?
C40 N3 C37 C36 13.2(6) . . . . ?
C40 N3 C47 O5 13.9(6) . . . . ?
C40 N3 C47 C48 -164.4(3) . . . . ?
C40 C41 C42 C43 -1.5(8) . . . . ?
C41 C40 C45 C44 -0.3(7) . . . . ?
C41 C42 C43 C44 1.0(7) . . . . ?
C41 C42 C43 C46 -178.1(5) . . . . ?
C42 C43 C44 C45 -0.2(7) . . . . ?
C43 C44 C45 C40 -0.2(7) . . . . ?
C45 C40 C41 C42 1.1(7) . . . . ?
C46 C43 C44 C45 179.0(5) . . . . ?
C47 N3 C37 C32 14.4(6) . . . . ?
C47 N3 C37 C36 -164.9(4) . . . . ?
C47 N3 C40 C41 -109.9(5) . . . . ?
C47 N3 C40 C45 66.9(5) . . . . ?
C47 C48 C49 C32 54.8(4) . . . . ?
C47 C48 C49 C50 -72.3(5) . . . . ?
C48 N4 C56 O6 -3.5(7) . . . . ?
C48 N4 C56 C57 177.9(4) . . . . ?
C48 C49 C50 C51 -88.7(5) . . . . ?
C48 C49 C50 C55 92.4(5) . . . . ?
C49 C32 C33 O4 6.2(7) . . . . ?
C49 C32 C33 C34 -167.2(5) . . . . ?
C49 C32 C37 N3 -4.4(7) . . . . ?
C49 C32 C37 C36 174.9(4) . . . . ?
C49 C50 C51 C52 -177.8(4) . . . . ?
C49 C50 C55 C54 177.5(4) . . . . ?
C50 C51 C52 C53 0.5(8) . . . . ?
C51 C50 C55 C54 -1.4(7) . . . . ?
C51 C52 C53 Br2 176.2(4) . . . . ?
C51 C52 C53 C54 -2.2(8) . . . . ?
C52 C53 C54 C55 2.0(7) . . . . ?
C53 C54 C55 C50 -0.2(7) . . . . ?
C55 C50 C51 C52 1.2(7) . . . . ?
C56 N4 C48 C47 -150.4(4) . . . . ?
C56 N4 C48 C49 84.2(5) . . . . ?
C56 C57 C58 C59 177.8(4) . . . . ?
C56 C57 C62 C61 -177.7(4) . . . . ?
C57 C58 C59 C60 0.1(8) . . . . ?
C58 C57 C62 C61 0.5(7) . . . . ?
C58 C59 C60 C61 0.4(8) . . . . ?
C59 C60 C61 C62 -0.4(8) . . . . ?
C60 C61 C62 C57 0.0(8) . . . . ?
C62 C57 C58 C59 -0.5(7) . . . . ?

_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 1.599
_oxdiff_exptl_absorpt_empirical_full_min 0.734
