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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_9st-147
_database_code_depnum_ccdc_archive 'CCDC 2105966'
loop_
_audit_author_name
_audit_author_address
'Shaotong Qiu Shaotong Qiu'
;South China University of Technology
China
;
_audit_update_record             
;
2021-08-27 deposited with the CCDC.	2021-09-29 downloaded from the CCDC.
;
_audit_creation_date             2020-08-06
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H18 Br N3 O'
_chemical_formula_sum            'C28 H18 Br N3 O'
_chemical_formula_weight         492.36
_chemical_absolute_configuration ad
_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           5
_space_group_name_H-M_alt        'I 1 2 1'
_space_group_name_Hall           'I 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'

_cell_length_a                   20.2119(12)
_cell_length_b                   7.9865(4)
_cell_length_c                   28.5833(19)
_cell_angle_alpha                90
_cell_angle_beta                 99.590(6)
_cell_angle_gamma                90
_cell_volume                     4549.5(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9690
_cell_measurement_temperature    99.98(10)
_cell_measurement_theta_max      73.3830
_cell_measurement_theta_min      2.4450
_shelx_estimated_absorpt_T_max   0.776
_shelx_estimated_absorpt_T_min   0.723
_exptl_absorpt_coefficient_mu    2.664
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.42774
_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            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.438
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2000
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0537
_diffrn_reflns_av_unetI/netI     0.0534
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            14962
_diffrn_reflns_point_group_measured_fraction_full 0.815
_diffrn_reflns_point_group_measured_fraction_max 0.775
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.598
_diffrn_reflns_theta_min         2.493
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.98(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -62.00 -35.00   1.00    1.00    --  -41.11  57.00  60.00   27
  2  ω   -111.00 -17.00   1.00    1.00    --  -41.11 -57.00  30.00   94
  3  ω   -102.00 -15.00   1.00    1.00    --  -41.11 -57.00 120.00   87
  4  ω     57.00  86.00   1.00    1.00    --   41.11-125.00-180.00   29
  5  ω     67.00 121.00   1.00    1.30    --  106.95-125.00-150.00   54
  6  ω     44.00 125.00   1.00    1.30    --  106.95 -77.00  30.00   81
  7  ω     82.00 177.00   1.00    1.30    --  106.95  30.00 -90.00   95
  8  ω     79.00 172.00   1.00    1.30    --  106.95  30.00-180.00   93
  9  ω     35.00 113.00   1.00    1.30    --  106.95-125.00  60.00   78
 10  ω     -9.00  16.00   1.00    1.00    --   34.00 102.00 101.79   25
 11  ω     -6.00  19.00   1.00    1.00    --   34.00  97.00-133.84   25
 12  ω   -116.00 -17.00   1.00    1.00    --  -41.23 -38.00-150.00   99
 13  ω    -61.00  33.00   1.00    1.00    --  -41.23  38.00-180.00   94
 14  ω     24.00  90.00   1.00    1.00    --   41.23-125.00 -60.00   66
 15  ω     24.00  66.00   1.00    1.00    --   41.23-125.00  60.00   42
 16  ω     16.00  41.00   1.00    1.00    --   50.00  82.00 -26.47   25
 17  ω     20.00  45.00   1.00    2.00    --   54.00  81.00 117.36   25
 18  ω     20.00  45.00   1.00    2.00    --   54.00  81.00 165.56   25
 19  ω     21.00  46.00   1.00    2.00    --   54.00  78.00  67.35   25
 20  ω     20.00  45.00   1.00    2.00    --   54.00  81.00 -66.58   25
 21  ω     25.00  50.00   1.00    2.00    --   58.00  77.00-159.05   25
 22  ω     90.00 116.00   1.00    2.00    --   58.00  77.00-159.05   26
 23  ω     30.00  56.00   1.00    2.00    --   62.00  76.00  14.49   26
 24  ω     81.00 113.00   1.00    2.00    --   62.00  76.00  14.49   32
;
_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      0.0222141000
_diffrn_orient_matrix_UB_12      -0.0552057000
_diffrn_orient_matrix_UB_13      -0.0466961000
_diffrn_orient_matrix_UB_21      0.0737976000
_diffrn_orient_matrix_UB_22      0.0306374000
_diffrn_orient_matrix_UB_23      0.0222216000
_diffrn_orient_matrix_UB_31      0.0056720000
_diffrn_orient_matrix_UB_32      -0.1822485000
_diffrn_orient_matrix_UB_33      0.0177836000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.479
_reflns_Friedel_fraction_full    0.600
_reflns_Friedel_fraction_max     0.544
_reflns_number_gt                6865
_reflns_number_total             7084
_reflns_odcompleteness_completeness 99.92
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         1.193
_refine_diff_density_min         -0.802
_refine_diff_density_rms         0.095
_refine_ls_abs_structure_details 
;
 Flack x determined using 2133 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.005(11)
_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     595
_refine_ls_number_reflns         7084
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0447
_refine_ls_restrained_S_all      1.056
_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)+(0.0745P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1145
_refine_ls_wR_factor_ref         0.1160
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8), C15(H15), C35(H35), C36(H36)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C11(H11), C12(H12), C13(H13), C14(H14),
 C17(H17), C18(H18), C20(H20), C21(H21), C24(H24), C25(H25), C27(H27), C28(H28),
  C30(H30), C31(H31), C32(H32), C33(H33), C38(H38), C39(H39), C41(H41),
 C42(H42), C47(H47), C48(H48), C49(H49), C50(H50), C52(H52), C53(H53), C55(H55),
  C56(H56)
;
_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 -0.11888(3) 1.07404(7) 0.67509(2) 0.03892(17) Uani 1 1 d . . . . .
O1 O 0.17829(17) 0.4065(4) 0.55051(12) 0.0290(8) Uani 1 1 d . . . . .
N1 N 0.0753(2) 0.4936(5) 0.68179(14) 0.0227(9) Uani 1 1 d . . . . .
N2 N 0.0805(2) 0.3983(6) 0.72150(15) 0.0286(9) Uani 1 1 d . . . . .
N3 N -0.0548(2) -0.3166(6) 0.54774(16) 0.0315(10) Uani 1 1 d . . . . .
C1 C 0.1605(2) 0.3270(6) 0.67660(16) 0.0209(9) Uani 1 1 d . . . . .
C2 C 0.2171(2) 0.2347(6) 0.66832(17) 0.0240(10) Uani 1 1 d . . . . .
H2 H 0.236178 0.253410 0.641335 0.029 Uiso 1 1 calc R U . . .
C3 C 0.2431(3) 0.1171(6) 0.70109(18) 0.0283(11) Uani 1 1 d . . . . .
H3 H 0.280460 0.055810 0.696119 0.034 Uiso 1 1 calc R U . . .
C4 C 0.2147(3) 0.0859(7) 0.74251(19) 0.0327(12) Uani 1 1 d . . . . .
H4 H 0.233991 0.005379 0.764068 0.039 Uiso 1 1 calc R U . . .
C5 C 0.1592(3) 0.1724(7) 0.75137(19) 0.0329(12) Uani 1 1 d . . . . .
H5 H 0.139941 0.149730 0.778060 0.040 Uiso 1 1 calc R U . . .
C6 C 0.1327(2) 0.2962(6) 0.71858(16) 0.0238(10) Uani 1 1 d . . . . .
C7 C 0.1222(2) 0.4571(6) 0.65350(15) 0.0190(9) Uani 1 1 d . . . . .
C8 C 0.1219(2) 0.5475(6) 0.60722(15) 0.0198(9) Uani 1 1 d . . . . .
H8 H 0.087094 0.634233 0.603607 0.024 Uiso 1 1 calc R U . . .
C9 C 0.1887(2) 0.6271(6) 0.60299(15) 0.0205(9) Uani 1 1 d . . . . .
C10 C 0.2173(2) 0.5398(6) 0.56989(17) 0.0223(10) Uani 1 1 d . . . . .
C11 C 0.2799(2) 0.5779(8) 0.55878(18) 0.0310(11) Uani 1 1 d . . . . .
H11 H 0.298924 0.515294 0.537023 0.037 Uiso 1 1 calc R U . . .
C12 C 0.3122(3) 0.7144(7) 0.58195(18) 0.0303(12) Uani 1 1 d . . . . .
H12 H 0.354041 0.744790 0.575267 0.036 Uiso 1 1 calc R U . . .
C13 C 0.2845(3) 0.8077(7) 0.61481(19) 0.0311(12) Uani 1 1 d . . . . .
H13 H 0.307692 0.899254 0.629507 0.037 Uiso 1 1 calc R U . . .
C14 C 0.2217(2) 0.7641(7) 0.62591(18) 0.0273(11) Uani 1 1 d . . . . .
H14 H 0.202706 0.825343 0.647973 0.033 Uiso 1 1 calc R U . . .
C15 C 0.1117(2) 0.4342(7) 0.56201(16) 0.0239(10) Uani 1 1 d . . . . .
H15 H 0.086020 0.498785 0.536002 0.029 Uiso 1 1 calc R U . . .
C16 C 0.0771(2) 0.2682(6) 0.56414(16) 0.0223(10) Uani 1 1 d . . . . .
C17 C 0.0087(2) 0.2663(7) 0.56711(17) 0.0255(10) Uani 1 1 d . . . . .
H17 H -0.013584 0.366464 0.570264 0.031 Uiso 1 1 calc R U . . .
C18 C -0.0257(3) 0.1174(6) 0.56540(17) 0.0265(11) Uani 1 1 d . . . . .
H18 H -0.070919 0.116875 0.567980 0.032 Uiso 1 1 calc R U . . .
C19 C 0.0073(2) -0.0329(6) 0.55980(16) 0.0242(10) Uani 1 1 d . . . . .
C20 C 0.0761(2) -0.0319(7) 0.55750(16) 0.0245(10) Uani 1 1 d . . . . .
H20 H 0.098501 -0.131810 0.554208 0.029 Uiso 1 1 calc R U . . .
C21 C 0.1102(2) 0.1174(6) 0.56012(16) 0.0238(10) Uani 1 1 d . . . . .
H21 H 0.155957 0.117830 0.559195 0.029 Uiso 1 1 calc R U . . .
C22 C -0.0276(3) -0.1896(7) 0.55394(17) 0.0252(11) Uani 1 1 d . . . . .
C23 C 0.0293(2) 0.6303(6) 0.67739(16) 0.0238(10) Uani 1 1 d . . . . .
C24 C 0.0533(3) 0.7923(7) 0.68463(18) 0.0277(11) Uani 1 1 d . . . . .
H24 H 0.099307 0.811315 0.690265 0.033 Uiso 1 1 calc R U . . .
C25 C 0.0099(3) 0.9254(7) 0.68359(17) 0.0284(11) Uani 1 1 d . . . . .
H25 H 0.025776 1.034386 0.688229 0.034 Uiso 1 1 calc R U . . .
C26 C -0.0589(3) 0.8915(7) 0.67535(17) 0.0285(11) Uani 1 1 d . . . . .
C27 C -0.0838(2) 0.7317(8) 0.66762(17) 0.0310(12) Uani 1 1 d . . . . .
H27 H -0.129838 0.713242 0.661794 0.037 Uiso 1 1 calc R U . . .
C28 C -0.0399(2) 0.5991(7) 0.66857(16) 0.0262(11) Uani 1 1 d . . . . .
H28 H -0.056030 0.490474 0.663438 0.031 Uiso 1 1 calc R U . . .
Br2 Br 0.79409(3) -0.05616(7) 0.53344(2) 0.03622(17) Uani 1 1 d . . . . .
O2 O 0.46326(15) 0.5816(5) 0.60466(12) 0.0278(7) Uani 1 1 d . . . . .
N4 N 0.7381(2) 0.6386(5) 0.66357(15) 0.0283(9) Uani 1 1 d . . . . .
N5 N 0.69449(19) 0.5278(5) 0.63896(14) 0.0219(9) Uani 1 1 d . . . . .
N6 N 0.6049(2) 1.3204(6) 0.49747(17) 0.0334(10) Uani 1 1 d . . . . .
C29 C 0.5247(2) 0.3709(6) 0.64631(17) 0.0236(10) Uani 1 1 d . . . . .
C30 C 0.5318(3) 0.2383(7) 0.67798(18) 0.0309(11) Uani 1 1 d . . . . .
H30 H 0.572398 0.181556 0.684959 0.037 Uiso 1 1 calc R U . . .
C31 C 0.4781(3) 0.1912(8) 0.69906(19) 0.0357(13) Uani 1 1 d . . . . .
H31 H 0.482731 0.102595 0.720455 0.043 Uiso 1 1 calc R U . . .
C32 C 0.4174(3) 0.2749(7) 0.68865(18) 0.0314(12) Uani 1 1 d . . . . .
H32 H 0.381580 0.240586 0.702982 0.038 Uiso 1 1 calc R U . . .
C33 C 0.4089(2) 0.4090(7) 0.65723(18) 0.0288(11) Uani 1 1 d . . . . .
H33 H 0.368416 0.466672 0.650539 0.035 Uiso 1 1 calc R U . . .
C34 C 0.4635(2) 0.4525(7) 0.63640(17) 0.0251(10) Uani 1 1 d . . . . .
C35 C 0.5729(2) 0.4505(6) 0.61730(15) 0.0206(9) Uani 1 1 d . . . . .
H35 H 0.591546 0.363350 0.599181 0.025 Uiso 1 1 calc R U . . .
C36 C 0.5218(2) 0.5601(6) 0.58238(16) 0.0219(9) Uani 1 1 d . . . . .
H36 H 0.508149 0.494730 0.553367 0.026 Uiso 1 1 calc R U . . .
C37 C 0.5450(2) 0.7272(6) 0.56809(16) 0.0213(10) Uani 1 1 d . . . . .
C38 C 0.5908(2) 0.7360(7) 0.53610(17) 0.0256(11) Uani 1 1 d . . . . .
H38 H 0.608958 0.637749 0.526169 0.031 Uiso 1 1 calc R U . . .
C39 C 0.6092(3) 0.8866(6) 0.51938(17) 0.0270(11) Uani 1 1 d . . . . .
H39 H 0.639983 0.890729 0.498619 0.032 Uiso 1 1 calc R U . . .
C40 C 0.5812(2) 1.0344(6) 0.53373(16) 0.0242(10) Uani 1 1 d . . . . .
C41 C 0.5372(2) 1.0293(6) 0.56652(17) 0.0234(10) Uani 1 1 d . . . . .
H41 H 0.519553 1.127645 0.576817 0.028 Uiso 1 1 calc R U . . .
C42 C 0.5202(2) 0.8754(7) 0.58346(17) 0.0248(10) Uani 1 1 d . . . . .
H42 H 0.491392 0.871441 0.605673 0.030 Uiso 1 1 calc R U . . .
C43 C 0.5959(3) 1.1929(7) 0.51372(18) 0.0282(11) Uani 1 1 d . . . . .
C44 C 0.6289(2) 0.5462(6) 0.64582(15) 0.0208(9) Uani 1 1 d . . . . .
C45 C 0.6302(2) 0.6770(6) 0.67815(17) 0.0233(10) Uani 1 1 d . . . . .
C46 C 0.6987(3) 0.7300(6) 0.68786(17) 0.0273(11) Uani 1 1 d . . . . .
C47 C 0.7182(3) 0.8606(7) 0.7204(2) 0.0369(13) Uani 1 1 d . . . . .
H47 H 0.762541 0.896834 0.726818 0.044 Uiso 1 1 calc R U . . .
C48 C 0.6707(3) 0.9318(7) 0.74223(19) 0.0382(13) Uani 1 1 d . . . . .
H48 H 0.682865 1.017866 0.763858 0.046 Uiso 1 1 calc R U . . .
C49 C 0.6024(3) 0.8784(7) 0.73294(18) 0.0338(12) Uani 1 1 d . . . . .
H49 H 0.571432 0.929562 0.748976 0.041 Uiso 1 1 calc R U . . .
C50 C 0.5813(3) 0.7544(6) 0.70120(17) 0.0283(11) Uani 1 1 d . . . . .
H50 H 0.536562 0.721777 0.694884 0.034 Uiso 1 1 calc R U . . .
C51 C 0.7202(2) 0.3921(6) 0.61436(16) 0.0236(10) Uani 1 1 d . . . . .
C52 C 0.7568(2) 0.4239(7) 0.57845(17) 0.0271(10) Uani 1 1 d . . . . .
H52 H 0.766074 0.533282 0.570430 0.033 Uiso 1 1 calc R U . . .
C53 C 0.7796(2) 0.2891(7) 0.55454(19) 0.0291(11) Uani 1 1 d . . . . .
H53 H 0.804840 0.307652 0.530633 0.035 Uiso 1 1 calc R U . . .
C54 C 0.7646(2) 0.1295(7) 0.56648(18) 0.0268(11) Uani 1 1 d . . . . .
C55 C 0.7292(2) 0.0958(6) 0.60327(17) 0.0246(10) Uani 1 1 d . . . . .
H55 H 0.720403 -0.013946 0.611245 0.030 Uiso 1 1 calc R U . . .
C56 C 0.7075(2) 0.2288(6) 0.62765(17) 0.0242(10) Uani 1 1 d . . . . .
H56 H 0.684611 0.209526 0.652781 0.029 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 C26 1.895(5) . ?
O1 C10 1.384(6) . ?
O1 C15 1.454(5) . ?
N1 N2 1.356(6) . ?
N1 C7 1.376(6) . ?
N1 C23 1.425(6) . ?
N2 C6 1.347(6) . ?
N3 C22 1.153(7) . ?
C1 C2 1.415(7) . ?
C1 C6 1.429(6) . ?
C1 C7 1.394(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.368(7) . ?
C3 H3 0.9300 . ?
C3 C4 1.422(7) . ?
C4 H4 0.9300 . ?
C4 C5 1.376(8) . ?
C5 H5 0.9300 . ?
C5 C6 1.406(7) . ?
C7 C8 1.506(6) . ?
C8 H8 0.9800 . ?
C8 C9 1.516(6) . ?
C8 C15 1.563(7) . ?
C9 C10 1.377(6) . ?
C9 C14 1.388(7) . ?
C10 C11 1.389(7) . ?
C11 H11 0.9300 . ?
C11 C12 1.381(8) . ?
C12 H12 0.9300 . ?
C12 C13 1.387(8) . ?
C13 H13 0.9300 . ?
C13 C14 1.403(7) . ?
C14 H14 0.9300 . ?
C15 H15 0.9800 . ?
C15 C16 1.506(7) . ?
C16 C17 1.398(7) . ?
C16 C21 1.391(7) . ?
C17 H17 0.9300 . ?
C17 C18 1.374(7) . ?
C18 H18 0.9300 . ?
C18 C19 1.394(7) . ?
C19 C20 1.404(7) . ?
C19 C22 1.432(7) . ?
C20 H20 0.9300 . ?
C20 C21 1.373(7) . ?
C21 H21 0.9300 . ?
C23 C24 1.385(8) . ?
C23 C28 1.402(7) . ?
C24 H24 0.9300 . ?
C24 C25 1.376(7) . ?
C25 H25 0.9300 . ?
C25 C26 1.396(7) . ?
C26 C27 1.377(8) . ?
C27 H27 0.9300 . ?
C27 C28 1.378(7) . ?
C28 H28 0.9300 . ?
Br2 C54 1.906(5) . ?
O2 C34 1.373(6) . ?
O2 C36 1.444(5) . ?
N4 N5 1.360(6) . ?
N4 C46 1.353(7) . ?
N5 C44 1.380(6) . ?
N5 C51 1.435(6) . ?
N6 C43 1.146(7) . ?
C29 C30 1.385(7) . ?
C29 C34 1.385(7) . ?
C29 C35 1.520(6) . ?
C30 H30 0.9300 . ?
C30 C31 1.377(7) . ?
C31 H31 0.9300 . ?
C31 C32 1.386(8) . ?
C32 H32 0.9300 . ?
C32 C33 1.390(8) . ?
C33 H33 0.9300 . ?
C33 C34 1.383(7) . ?
C35 H35 0.9800 . ?
C35 C36 1.577(6) . ?
C35 C44 1.490(6) . ?
C36 H36 0.9800 . ?
C36 C37 1.494(7) . ?
C37 C38 1.408(7) . ?
C37 C42 1.385(7) . ?
C38 H38 0.9300 . ?
C38 C39 1.368(7) . ?
C39 H39 0.9300 . ?
C39 C40 1.399(7) . ?
C40 C41 1.397(7) . ?
C40 C43 1.440(7) . ?
C41 H41 0.9300 . ?
C41 C42 1.386(7) . ?
C42 H42 0.9300 . ?
C44 C45 1.392(7) . ?
C45 C46 1.430(7) . ?
C45 C50 1.418(7) . ?
C46 C47 1.410(7) . ?
C47 H47 0.9300 . ?
C47 C48 1.354(8) . ?
C48 H48 0.9300 . ?
C48 C49 1.426(8) . ?
C49 H49 0.9300 . ?
C49 C50 1.362(7) . ?
C50 H50 0.9300 . ?
C51 C52 1.386(7) . ?
C51 C56 1.394(7) . ?
C52 H52 0.9300 . ?
C52 C53 1.394(8) . ?
C53 H53 0.9300 . ?
C53 C54 1.367(8) . ?
C54 C55 1.393(7) . ?
C55 H55 0.9300 . ?
C55 C56 1.382(7) . ?
C56 H56 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
C10 O1 C15 106.2(3) . . ?
N2 N1 C7 114.1(4) . . ?
N2 N1 C23 117.5(4) . . ?
C7 N1 C23 127.8(4) . . ?
C6 N2 N1 103.9(4) . . ?
C2 C1 C6 119.5(4) . . ?
C7 C1 C2 135.2(4) . . ?
C7 C1 C6 105.2(4) . . ?
C1 C2 H2 120.9 . . ?
C3 C2 C1 118.2(5) . . ?
C3 C2 H2 120.9 . . ?
C2 C3 H3 119.1 . . ?
C2 C3 C4 121.9(5) . . ?
C4 C3 H3 119.1 . . ?
C3 C4 H4 119.3 . . ?
C5 C4 C3 121.3(5) . . ?
C5 C4 H4 119.3 . . ?
C4 C5 H5 121.2 . . ?
C4 C5 C6 117.5(5) . . ?
C6 C5 H5 121.2 . . ?
N2 C6 C1 111.7(4) . . ?
N2 C6 C5 126.9(5) . . ?
C5 C6 C1 121.4(5) . . ?
N1 C7 C1 105.2(4) . . ?
N1 C7 C8 120.8(4) . . ?
C1 C7 C8 133.9(4) . . ?
C7 C8 H8 109.2 . . ?
C7 C8 C9 113.4(4) . . ?
C7 C8 C15 115.4(4) . . ?
C9 C8 H8 109.2 . . ?
C9 C8 C15 99.9(3) . . ?
C15 C8 H8 109.2 . . ?
C10 C9 C8 108.9(4) . . ?
C10 C9 C14 120.0(4) . . ?
C14 C9 C8 131.1(4) . . ?
O1 C10 C11 123.8(5) . . ?
C9 C10 O1 112.9(4) . . ?
C9 C10 C11 123.2(5) . . ?
C10 C11 H11 122.0 . . ?
C12 C11 C10 116.1(5) . . ?
C12 C11 H11 122.0 . . ?
C11 C12 H12 118.8 . . ?
C11 C12 C13 122.5(5) . . ?
C13 C12 H12 118.8 . . ?
C12 C13 H13 119.9 . . ?
C12 C13 C14 120.1(5) . . ?
C14 C13 H13 119.9 . . ?
C9 C14 C13 118.1(5) . . ?
C9 C14 H14 121.0 . . ?
C13 C14 H14 121.0 . . ?
O1 C15 C8 106.0(4) . . ?
O1 C15 H15 107.6 . . ?
O1 C15 C16 109.3(4) . . ?
C8 C15 H15 107.6 . . ?
C16 C15 C8 118.3(4) . . ?
C16 C15 H15 107.6 . . ?
C17 C16 C15 118.9(4) . . ?
C21 C16 C15 121.7(4) . . ?
C21 C16 C17 119.3(5) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.4(5) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.1(5) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 C20 119.7(5) . . ?
C18 C19 C22 122.1(4) . . ?
C20 C19 C22 118.1(5) . . ?
C19 C20 H20 120.2 . . ?
C21 C20 C19 119.6(5) . . ?
C21 C20 H20 120.2 . . ?
C16 C21 H21 119.6 . . ?
C20 C21 C16 120.8(4) . . ?
C20 C21 H21 119.6 . . ?
N3 C22 C19 177.6(6) . . ?
C24 C23 N1 119.7(4) . . ?
C24 C23 C28 120.4(5) . . ?
C28 C23 N1 119.8(5) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 C23 120.9(5) . . ?
C25 C24 H24 119.6 . . ?
C24 C25 H25 121.1 . . ?
C24 C25 C26 117.9(5) . . ?
C26 C25 H25 121.1 . . ?
C25 C26 Br1 118.0(4) . . ?
C27 C26 Br1 119.7(4) . . ?
C27 C26 C25 122.2(5) . . ?
C26 C27 H27 120.2 . . ?
C26 C27 C28 119.5(5) . . ?
C28 C27 H27 120.2 . . ?
C23 C28 H28 120.4 . . ?
C27 C28 C23 119.1(5) . . ?
C27 C28 H28 120.4 . . ?
C34 O2 C36 106.8(3) . . ?
C46 N4 N5 103.4(4) . . ?
N4 N5 C44 114.4(4) . . ?
N4 N5 C51 119.3(4) . . ?
C44 N5 C51 125.8(4) . . ?
C30 C29 C34 119.1(5) . . ?
C30 C29 C35 132.1(5) . . ?
C34 C29 C35 108.9(4) . . ?
C29 C30 H30 120.3 . . ?
C31 C30 C29 119.4(5) . . ?
C31 C30 H30 120.3 . . ?
C30 C31 H31 119.7 . . ?
C30 C31 C32 120.6(5) . . ?
C32 C31 H31 119.7 . . ?
C31 C32 H32 119.3 . . ?
C31 C32 C33 121.3(5) . . ?
C33 C32 H32 119.3 . . ?
C32 C33 H33 121.6 . . ?
C34 C33 C32 116.8(5) . . ?
C34 C33 H33 121.6 . . ?
O2 C34 C29 113.2(4) . . ?
O2 C34 C33 123.9(5) . . ?
C33 C34 C29 122.9(5) . . ?
C29 C35 H35 109.2 . . ?
C29 C35 C36 99.5(3) . . ?
C36 C35 H35 109.2 . . ?
C44 C35 C29 114.4(4) . . ?
C44 C35 H35 109.2 . . ?
C44 C35 C36 114.8(4) . . ?
O2 C36 C35 106.6(3) . . ?
O2 C36 H36 107.6 . . ?
O2 C36 C37 109.4(4) . . ?
C35 C36 H36 107.6 . . ?
C37 C36 C35 117.8(4) . . ?
C37 C36 H36 107.6 . . ?
C38 C37 C36 119.5(4) . . ?
C42 C37 C36 122.0(4) . . ?
C42 C37 C38 118.4(4) . . ?
C37 C38 H38 119.5 . . ?
C39 C38 C37 121.1(5) . . ?
C39 C38 H38 119.5 . . ?
C38 C39 H39 120.2 . . ?
C38 C39 C40 119.6(5) . . ?
C40 C39 H39 120.2 . . ?
C39 C40 C43 120.4(4) . . ?
C41 C40 C39 120.4(5) . . ?
C41 C40 C43 119.2(4) . . ?
C40 C41 H41 120.5 . . ?
C42 C41 C40 118.9(4) . . ?
C42 C41 H41 120.5 . . ?
C37 C42 C41 121.5(4) . . ?
C37 C42 H42 119.2 . . ?
C41 C42 H42 119.2 . . ?
N6 C43 C40 177.3(6) . . ?
N5 C44 C35 121.9(4) . . ?
N5 C44 C45 105.1(4) . . ?
C45 C44 C35 132.6(4) . . ?
C44 C45 C46 105.2(4) . . ?
C44 C45 C50 134.2(5) . . ?
C50 C45 C46 120.6(5) . . ?
N4 C46 C45 111.9(4) . . ?
N4 C46 C47 127.9(5) . . ?
C47 C46 C45 120.1(5) . . ?
C46 C47 H47 120.9 . . ?
C48 C47 C46 118.2(6) . . ?
C48 C47 H47 120.9 . . ?
C47 C48 H48 119.1 . . ?
C47 C48 C49 121.8(5) . . ?
C49 C48 H48 119.1 . . ?
C48 C49 H49 119.1 . . ?
C50 C49 C48 121.8(5) . . ?
C50 C49 H49 119.1 . . ?
C45 C50 H50 121.3 . . ?
C49 C50 C45 117.5(5) . . ?
C49 C50 H50 121.3 . . ?
C52 C51 N5 120.4(5) . . ?
C52 C51 C56 121.2(5) . . ?
C56 C51 N5 118.4(4) . . ?
C51 C52 H52 120.6 . . ?
C51 C52 C53 118.9(5) . . ?
C53 C52 H52 120.6 . . ?
C52 C53 H53 120.2 . . ?
C54 C53 C52 119.5(4) . . ?
C54 C53 H53 120.2 . . ?
C53 C54 Br2 120.1(4) . . ?
C53 C54 C55 122.1(5) . . ?
C55 C54 Br2 117.8(4) . . ?
C54 C55 H55 120.7 . . ?
C56 C55 C54 118.6(5) . . ?
C56 C55 H55 120.7 . . ?
C51 C56 H56 120.2 . . ?
C55 C56 C51 119.6(4) . . ?
C55 C56 H56 120.2 . . ?

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
Br1 C26 C27 C28 -179.0(4) . . . . ?
O1 C10 C11 C12 -179.2(4) . . . . ?
O1 C15 C16 C17 -169.8(4) . . . . ?
O1 C15 C16 C21 6.0(6) . . . . ?
N1 N2 C6 C1 -0.2(6) . . . . ?
N1 N2 C6 C5 179.7(5) . . . . ?
N1 C7 C8 C9 126.2(4) . . . . ?
N1 C7 C8 C15 -119.4(5) . . . . ?
N1 C23 C24 C25 -175.8(4) . . . . ?
N1 C23 C28 C27 175.6(4) . . . . ?
N2 N1 C7 C1 0.5(5) . . . . ?
N2 N1 C7 C8 177.9(4) . . . . ?
N2 N1 C23 C24 104.6(5) . . . . ?
N2 N1 C23 C28 -71.6(6) . . . . ?
C1 C2 C3 C4 0.2(7) . . . . ?
C1 C7 C8 C9 -57.2(7) . . . . ?
C1 C7 C8 C15 57.2(7) . . . . ?
C2 C1 C6 N2 178.0(4) . . . . ?
C2 C1 C6 C5 -1.9(7) . . . . ?
C2 C1 C7 N1 -177.5(5) . . . . ?
C2 C1 C7 C8 5.5(9) . . . . ?
C2 C3 C4 C5 0.4(8) . . . . ?
C3 C4 C5 C6 -1.7(8) . . . . ?
C4 C5 C6 N2 -177.5(5) . . . . ?
C4 C5 C6 C1 2.4(8) . . . . ?
C6 C1 C2 C3 0.5(7) . . . . ?
C6 C1 C7 N1 -0.5(5) . . . . ?
C6 C1 C7 C8 -177.5(5) . . . . ?
C7 N1 N2 C6 -0.2(5) . . . . ?
C7 N1 C23 C24 -66.3(7) . . . . ?
C7 N1 C23 C28 117.6(5) . . . . ?
C7 C1 C2 C3 177.2(5) . . . . ?
C7 C1 C6 N2 0.5(6) . . . . ?
C7 C1 C6 C5 -179.5(5) . . . . ?
C7 C8 C9 C10 109.6(4) . . . . ?
C7 C8 C9 C14 -70.7(6) . . . . ?
C7 C8 C15 O1 -99.2(4) . . . . ?
C7 C8 C15 C16 23.8(6) . . . . ?
C8 C9 C10 O1 -0.5(5) . . . . ?
C8 C9 C10 C11 -177.9(4) . . . . ?
C8 C9 C14 C13 179.3(5) . . . . ?
C8 C15 C16 C17 68.8(6) . . . . ?
C8 C15 C16 C21 -115.4(5) . . . . ?
C9 C8 C15 O1 22.8(5) . . . . ?
C9 C8 C15 C16 145.8(4) . . . . ?
C9 C10 C11 C12 -2.0(7) . . . . ?
C10 O1 C15 C8 -24.3(5) . . . . ?
C10 O1 C15 C16 -152.9(4) . . . . ?
C10 C9 C14 C13 -1.0(7) . . . . ?
C10 C11 C12 C13 0.6(8) . . . . ?
C11 C12 C13 C14 0.5(8) . . . . ?
C12 C13 C14 C9 -0.3(8) . . . . ?
C14 C9 C10 O1 179.7(4) . . . . ?
C14 C9 C10 C11 2.3(7) . . . . ?
C15 O1 C10 C9 16.1(5) . . . . ?
C15 O1 C10 C11 -166.5(5) . . . . ?
C15 C8 C9 C10 -13.8(5) . . . . ?
C15 C8 C9 C14 165.9(5) . . . . ?
C15 C16 C17 C18 174.9(4) . . . . ?
C15 C16 C21 C20 -173.6(4) . . . . ?
C16 C17 C18 C19 -1.2(7) . . . . ?
C17 C16 C21 C20 2.1(7) . . . . ?
C17 C18 C19 C20 2.1(7) . . . . ?
C17 C18 C19 C22 -174.8(5) . . . . ?
C18 C19 C20 C21 -0.9(7) . . . . ?
C19 C20 C21 C16 -1.2(7) . . . . ?
C21 C16 C17 C18 -0.9(7) . . . . ?
C22 C19 C20 C21 176.1(4) . . . . ?
C23 N1 N2 C6 -172.3(4) . . . . ?
C23 N1 C7 C1 171.6(4) . . . . ?
C23 N1 C7 C8 -11.0(7) . . . . ?
C23 C24 C25 C26 0.4(7) . . . . ?
C24 C23 C28 C27 -0.5(7) . . . . ?
C24 C25 C26 Br1 178.8(4) . . . . ?
C24 C25 C26 C27 -1.1(8) . . . . ?
C25 C26 C27 C28 0.9(8) . . . . ?
C26 C27 C28 C23 -0.1(7) . . . . ?
C28 C23 C24 C25 0.4(7) . . . . ?
Br2 C54 C55 C56 179.9(4) . . . . ?
O2 C36 C37 C38 -165.1(4) . . . . ?
O2 C36 C37 C42 11.6(6) . . . . ?
N4 N5 C44 C35 172.2(4) . . . . ?
N4 N5 C44 C45 -1.3(5) . . . . ?
N4 N5 C51 C52 -61.1(6) . . . . ?
N4 N5 C51 C56 118.7(5) . . . . ?
N4 C46 C47 C48 -177.6(5) . . . . ?
N5 N4 C46 C45 -0.4(5) . . . . ?
N5 N4 C46 C47 177.9(5) . . . . ?
N5 C44 C45 C46 0.9(5) . . . . ?
N5 C44 C45 C50 -177.4(5) . . . . ?
N5 C51 C52 C53 -178.4(4) . . . . ?
N5 C51 C56 C55 177.3(4) . . . . ?
C29 C30 C31 C32 0.3(9) . . . . ?
C29 C35 C36 O2 20.6(5) . . . . ?
C29 C35 C36 C37 143.9(4) . . . . ?
C29 C35 C44 N5 133.6(5) . . . . ?
C29 C35 C44 C45 -55.0(7) . . . . ?
C30 C29 C34 O2 179.8(4) . . . . ?
C30 C29 C34 C33 0.8(8) . . . . ?
C30 C29 C35 C36 167.0(5) . . . . ?
C30 C29 C35 C44 -70.1(7) . . . . ?
C30 C31 C32 C33 -0.7(9) . . . . ?
C31 C32 C33 C34 1.1(8) . . . . ?
C32 C33 C34 O2 180.0(5) . . . . ?
C32 C33 C34 C29 -1.2(8) . . . . ?
C34 O2 C36 C35 -22.5(5) . . . . ?
C34 O2 C36 C37 -150.9(4) . . . . ?
C34 C29 C30 C31 -0.3(8) . . . . ?
C34 C29 C35 C36 -12.0(5) . . . . ?
C34 C29 C35 C44 110.9(5) . . . . ?
C35 C29 C30 C31 -179.2(5) . . . . ?
C35 C29 C34 O2 -1.1(6) . . . . ?
C35 C29 C34 C33 179.9(5) . . . . ?
C35 C36 C37 C38 73.1(6) . . . . ?
C35 C36 C37 C42 -110.3(5) . . . . ?
C35 C44 C45 C46 -171.6(5) . . . . ?
C35 C44 C45 C50 10.1(9) . . . . ?
C36 O2 C34 C29 15.3(5) . . . . ?
C36 O2 C34 C33 -165.7(5) . . . . ?
C36 C35 C44 N5 -112.2(5) . . . . ?
C36 C35 C44 C45 59.2(6) . . . . ?
C36 C37 C38 C39 174.9(4) . . . . ?
C36 C37 C42 C41 -173.8(5) . . . . ?
C37 C38 C39 C40 -0.9(7) . . . . ?
C38 C37 C42 C41 2.8(7) . . . . ?
C38 C39 C40 C41 2.8(7) . . . . ?
C38 C39 C40 C43 -175.2(5) . . . . ?
C39 C40 C41 C42 -1.9(7) . . . . ?
C40 C41 C42 C37 -1.0(7) . . . . ?
C42 C37 C38 C39 -1.9(7) . . . . ?
C43 C40 C41 C42 176.2(5) . . . . ?
C44 N5 C51 C52 128.4(5) . . . . ?
C44 N5 C51 C56 -51.8(6) . . . . ?
C44 C35 C36 O2 -102.0(4) . . . . ?
C44 C35 C36 C37 21.2(6) . . . . ?
C44 C45 C46 N4 -0.3(5) . . . . ?
C44 C45 C46 C47 -178.8(4) . . . . ?
C44 C45 C50 C49 177.4(5) . . . . ?
C45 C46 C47 C48 0.6(8) . . . . ?
C46 N4 N5 C44 1.0(5) . . . . ?
C46 N4 N5 C51 -170.5(4) . . . . ?
C46 C45 C50 C49 -0.7(7) . . . . ?
C46 C47 C48 C49 -0.1(8) . . . . ?
C47 C48 C49 C50 -0.9(8) . . . . ?
C48 C49 C50 C45 1.2(8) . . . . ?
C50 C45 C46 N4 178.3(4) . . . . ?
C50 C45 C46 C47 -0.2(7) . . . . ?
C51 N5 C44 C35 -16.8(7) . . . . ?
C51 N5 C44 C45 169.7(4) . . . . ?
C51 C52 C53 C54 0.9(7) . . . . ?
C52 C51 C56 C55 -2.9(7) . . . . ?
C52 C53 C54 Br2 179.0(4) . . . . ?
C52 C53 C54 C55 -2.5(8) . . . . ?
C53 C54 C55 C56 1.4(7) . . . . ?
C54 C55 C56 C51 1.3(7) . . . . ?
C56 C51 C52 C53 1.8(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 1.613
_oxdiff_exptl_absorpt_empirical_full_min 0.642
####################################################################### 
# 
# 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_68-3
_database_code_depnum_ccdc_archive 'CCDC 2105967'
loop_
_audit_author_name
_audit_author_address
'Shaotong Qiu Shaotong Qiu' 'South China University of Technology'
_audit_update_record             
;
2021-08-27 deposited with the CCDC.	2021-09-29 downloaded from the CCDC.
;
_audit_creation_date             2021-06-24
_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         'C35 H25 Br N2 O5'
_chemical_formula_sum            'C35 H25 Br N2 O5'
_chemical_formula_weight         633.48
_chemical_absolute_configuration ad
_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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   7.00919(18)
_cell_length_b                   14.8084(3)
_cell_length_c                   13.4349(3)
_cell_angle_alpha                90
_cell_angle_beta                 92.747(2)
_cell_angle_gamma                90
_cell_volume                     1392.88(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8213
_cell_measurement_temperature    199.99(10)
_cell_measurement_theta_max      73.7070
_cell_measurement_theta_min      2.9390
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.416
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76077
_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    1.510
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_av_unetI/netI     0.0335
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10046
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.789
_diffrn_reflns_theta_min         3.293
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      199.99(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 0.983
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -61.00  30.00   1.00    1.00    --  -40.73  57.00-180.00   91
  2  ω    -94.00 -16.00   1.00    1.00    --  -40.73 -57.00 -60.00   78
  3  ω   -115.00  -8.00   1.00    1.00    --  -40.73 -77.00  60.00  107
  4  ω      1.00  70.00   1.00    1.00    --   40.73 -99.00 -90.00   69
  5  ω     23.00  50.00   1.00    1.00    --   40.73 -99.00-120.00   27
  6  ω     79.00 174.00   1.00    1.00    --  107.58  30.00  30.00   95
  7  ω     87.00 128.00   1.00    1.00    --  107.58 -45.00 150.00   41
  8  ω     85.00 140.00   1.00    1.00    --  107.58 -77.00 -90.00   55
  9  ω     36.00  84.00   1.00    1.00    --  107.58 -45.00 150.00   48
 10  ω     32.00 135.00   1.00    1.00    --  107.58 -77.00 120.00  103
 11  ω     81.00 178.00   1.00    1.00    --  107.58  61.00 -60.00   97
 12  ω     90.00 116.00   1.00    1.00    --  107.58  45.00 -90.00   26
 13  ω     43.00 108.00   1.00    1.00    --  107.58 -45.00   0.00   65
 14  ω     86.00 120.00   1.00    1.00    --  107.58-125.00 -90.00   34
 15  ω     25.00  77.00   1.00    1.00    --  107.58 -95.00 -30.00   52
 16  ω     67.00 120.00   1.00    1.00    --  107.58-125.00 120.00   53
 17  ω    135.00 161.00   1.00    1.00    --  107.58  45.00 -90.00   26
 18  ω     83.00 177.00   1.00    1.00    --  107.58  45.00-120.00   94
 19  ω     45.00  72.00   1.00    1.00    --  107.58 -77.00 -90.00   27
;
_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      0.0747038000
_diffrn_orient_matrix_UB_12      -0.0267783000
_diffrn_orient_matrix_UB_13      0.1056935000
_diffrn_orient_matrix_UB_21      -0.0539964000
_diffrn_orient_matrix_UB_22      0.0941071000
_diffrn_orient_matrix_UB_23      0.0387255000
_diffrn_orient_matrix_UB_31      -0.1997467000
_diffrn_orient_matrix_UB_32      -0.0353638000
_diffrn_orient_matrix_UB_33      0.0227495000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.890
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.948
_reflns_number_gt                5340
_reflns_number_total             5469
_reflns_odcompleteness_completeness 100.00
_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 1.171.38.43f (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         0.203
_refine_diff_density_min         -0.515
_refine_diff_density_rms         0.057
_refine_ls_abs_structure_details 
;
 Flack x determined using 2442 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.019(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     390
_refine_ls_number_reflns         5469
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0281
_refine_ls_R_factor_gt           0.0273
_refine_ls_restrained_S_all      1.027
_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)+(0.0416P)²+0.1608P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0681
_refine_ls_wR_factor_ref         0.0685
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8), C19(H19)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C11(H11), C12(H12), C13(H13), C14(H14), C16(H16),
 C17(H17), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C27(H27), C29(H29),
  C31(H31)
2.c Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C35(H35A,H35B,H35C)
;
_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 0.06996(4) 0.22055(2) 1.07146(3) 0.03715(11) Uani 1 1 d . . . . .
O1 O 0.6619(3) 0.34877(13) 0.71314(15) 0.0246(4) Uani 1 1 d . . . . .
O2 O 0.1014(3) 0.40171(19) 0.4619(2) 0.0421(6) Uani 1 1 d . . . . .
O3 O 0.1655(3) 0.48988(17) 0.33203(17) 0.0349(5) Uani 1 1 d . . . . .
O4 O 0.9647(4) 0.65410(18) 0.43868(17) 0.0365(5) Uani 1 1 d . . . . .
O5 O 0.7276(4) 0.6768(2) 0.3233(2) 0.0553(8) Uani 1 1 d . . . . .
N1 N 0.1327(4) 0.58039(17) 0.7519(2) 0.0261(5) Uani 1 1 d . . . . .
N2 N 0.2700(3) 0.52069(15) 0.78635(18) 0.0204(4) Uani 1 1 d . . . . .
C1 C 0.2344(4) 0.64523(18) 0.7074(2) 0.0233(6) Uani 1 1 d . . . . .
C2 C 0.1640(4) 0.7229(2) 0.6559(2) 0.0306(6) Uani 1 1 d . . . . .
H2 H 0.033980 0.735585 0.650250 0.037 Uiso 1 1 calc R U . . .
C3 C 0.2947(5) 0.7784(2) 0.6148(2) 0.0334(7) Uani 1 1 d . . . . .
H3 H 0.251958 0.829203 0.579763 0.040 Uiso 1 1 calc R U . . .
C4 C 0.1126(4) 0.3133(2) 0.9775(2) 0.0253(6) Uani 1 1 d . . . . .
C5 C 0.5648(5) 0.68766(19) 0.6743(2) 0.0252(6) Uani 1 1 d . . . . .
H5 H 0.695631 0.677282 0.681367 0.030 Uiso 1 1 calc R U . . .
C6 C 0.4320(4) 0.62760(17) 0.7158(2) 0.0197(5) Uani 1 1 d . . . . .
C7 C 0.4521(4) 0.54554(18) 0.76705(19) 0.0185(5) Uani 1 1 d . . . . .
C8 C 0.6381(4) 0.49646(17) 0.7881(2) 0.0192(5) Uani 1 1 d . . . . .
H8 H 0.735470 0.540712 0.809746 0.023 Uiso 1 1 calc R U . . .
C9 C 0.6385(4) 0.42112(18) 0.8636(2) 0.0194(5) Uani 1 1 d . . . . .
C10 C 0.6156(4) 0.42387(19) 0.9669(2) 0.0212(5) Uani 1 1 d . . . . .
C11 C 0.6035(4) 0.5055(2) 1.0209(2) 0.0267(6) Uani 1 1 d . . . . .
H11 H 0.615873 0.560419 0.988288 0.032 Uiso 1 1 calc R U . . .
C12 C 0.5737(5) 0.5043(2) 1.1216(2) 0.0332(7) Uani 1 1 d . . . . .
H12 H 0.566115 0.558156 1.156769 0.040 Uiso 1 1 calc R U . . .
C13 C 0.5545(5) 0.4206(3) 1.1715(2) 0.0353(7) Uani 1 1 d . . . . .
H13 H 0.530770 0.419965 1.238980 0.042 Uiso 1 1 calc R U . . .
C14 C 0.5706(5) 0.3411(2) 1.1213(2) 0.0315(7) Uani 1 1 d . . . . .
H14 H 0.561690 0.286817 1.155633 0.038 Uiso 1 1 calc R U . . .
C15 C 0.6006(4) 0.3400(2) 1.0176(2) 0.0244(6) Uani 1 1 d . . . . .
C16 C 0.6151(4) 0.2579(2) 0.9641(2) 0.0269(6) Uani 1 1 d . . . . .
H16 H 0.607100 0.203492 0.998134 0.032 Uiso 1 1 calc R U . . .
C17 C 0.6406(4) 0.2565(2) 0.8632(2) 0.0257(6) Uani 1 1 d . . . . .
H17 H 0.651126 0.202502 0.828596 0.031 Uiso 1 1 calc R U . . .
C18 C 0.6500(4) 0.34025(18) 0.8147(2) 0.0213(5) Uani 1 1 d . . . . .
C19 C 0.7131(4) 0.44247(18) 0.6970(2) 0.0211(5) Uani 1 1 d . . . . .
H19 H 0.852804 0.446599 0.699893 0.025 Uiso 1 1 calc R U . . .
C20 C 0.2069(4) 0.44846(18) 0.8489(2) 0.0204(5) Uani 1 1 d . . . . .
C21 C 0.1470(4) 0.47067(19) 0.9427(2) 0.0258(6) Uani 1 1 d . . . . .
H21 H 0.139253 0.530849 0.961876 0.031 Uiso 1 1 calc R U . . .
C22 C 0.0988(4) 0.4027(2) 1.0075(2) 0.0288(6) Uani 1 1 d . . . . .
H22 H 0.057664 0.416709 1.070405 0.035 Uiso 1 1 calc R U . . .
C23 C 0.4940(5) 0.7607(2) 0.6241(2) 0.0305(6) Uani 1 1 d . . . . .
H23 H 0.578068 0.800218 0.595012 0.037 Uiso 1 1 calc R U . . .
C24 C 0.1631(4) 0.2910(2) 0.8819(2) 0.0264(6) Uani 1 1 d . . . . .
H24 H 0.165651 0.230974 0.861661 0.032 Uiso 1 1 calc R U . . .
C25 C 0.2096(4) 0.35975(19) 0.8169(2) 0.0234(6) Uani 1 1 d . . . . .
H25 H 0.242443 0.346163 0.752336 0.028 Uiso 1 1 calc R U . . .
C26 C 0.6413(4) 0.47366(18) 0.5952(2) 0.0209(5) Uani 1 1 d . . . . .
C27 C 0.4622(4) 0.44871(19) 0.5557(2) 0.0231(6) Uani 1 1 d . . . . .
H27 H 0.388722 0.407489 0.589356 0.028 Uiso 1 1 calc R U . . .
C28 C 0.3928(4) 0.48562(19) 0.4654(2) 0.0232(5) Uani 1 1 d . . . . .
C29 C 0.5004(5) 0.5486(2) 0.4160(2) 0.0259(6) Uani 1 1 d . . . . .
H29 H 0.452205 0.574531 0.356935 0.031 Uiso 1 1 calc R U . . .
C30 C 0.6803(4) 0.57275(19) 0.4550(2) 0.0254(6) Uani 1 1 d . . . . .
C31 C 0.7521(4) 0.5344(2) 0.5442(2) 0.0235(5) Uani 1 1 d . . . . .
H31 H 0.873885 0.549448 0.569334 0.028 Uiso 1 1 calc R U . . .
C32 C 1.0803(5) 0.7185(3) 0.3865(2) 0.0413(7) Uani 1 1 d . . . . .
H32A H 1.080443 0.702647 0.317254 0.062 Uiso 1 1 calc R U . . .
H32B H 1.208820 0.717371 0.414681 0.062 Uiso 1 1 calc R U . . .
H32C H 1.028168 0.778006 0.393240 0.062 Uiso 1 1 calc R U . . .
C33 C 0.7893(5) 0.6403(2) 0.3983(2) 0.0319(7) Uani 1 1 d . . . . .
C34 C 0.2037(5) 0.4544(2) 0.4224(2) 0.0277(6) Uani 1 1 d . . . . .
C35 C -0.0092(5) 0.4606(3) 0.2811(3) 0.0413(8) Uani 1 1 d . . . . .
H35A H -0.034612 0.497661 0.223275 0.062 Uiso 1 1 calc R U . . .
H35B H -0.112709 0.465967 0.324951 0.062 Uiso 1 1 calc R U . . .
H35C H 0.003354 0.398795 0.260952 0.062 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C4 1.898(3) . ?
O1 C18 1.377(3) . ?
O1 C19 1.452(3) . ?
O2 C34 1.201(4) . ?
O3 C34 1.338(4) . ?
O3 C35 1.440(4) . ?
O4 C32 1.453(4) . ?
O4 C33 1.335(4) . ?
O5 C33 1.206(4) . ?
N1 N2 1.371(3) . ?
N1 C1 1.353(4) . ?
N2 C7 1.365(3) . ?
N2 C20 1.443(3) . ?
C1 C2 1.419(4) . ?
C1 C6 1.408(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.366(5) . ?
C3 H3 0.9300 . ?
C3 C23 1.421(5) . ?
C4 C22 1.388(4) . ?
C4 C24 1.389(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.420(4) . ?
C5 C23 1.356(4) . ?
C6 C7 1.401(4) . ?
C7 C8 1.508(4) . ?
C8 H8 0.9800 . ?
C8 C9 1.507(4) . ?
C8 C19 1.574(4) . ?
C9 C10 1.406(4) . ?
C9 C18 1.370(4) . ?
C10 C11 1.414(4) . ?
C10 C15 1.424(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.379(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.417(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.364(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.419(4) . ?
C15 C16 1.418(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.376(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.403(4) . ?
C19 H19 0.9800 . ?
C19 C26 1.507(4) . ?
C20 C21 1.386(4) . ?
C20 C25 1.383(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.383(4) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C24 C25 1.390(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.389(4) . ?
C26 C31 1.390(4) . ?
C27 H27 0.9300 . ?
C27 C28 1.397(4) . ?
C28 C29 1.389(4) . ?
C28 C34 1.493(4) . ?
C29 H29 0.9300 . ?
C29 C30 1.389(4) . ?
C30 C31 1.397(4) . ?
C30 C33 1.490(4) . ?
C31 H31 0.9300 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 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
C18 O1 C19 105.3(2) . . ?
C34 O3 C35 116.2(3) . . ?
C33 O4 C32 115.4(3) . . ?
C1 N1 N2 103.3(2) . . ?
N1 N2 C20 116.4(2) . . ?
C7 N2 N1 114.2(2) . . ?
C7 N2 C20 128.8(2) . . ?
N1 C1 C2 127.8(3) . . ?
N1 C1 C6 111.7(2) . . ?
C6 C1 C2 120.5(3) . . ?
C1 C2 H2 121.3 . . ?
C3 C2 C1 117.4(3) . . ?
C3 C2 H2 121.3 . . ?
C2 C3 H3 119.0 . . ?
C2 C3 C23 122.0(3) . . ?
C23 C3 H3 119.0 . . ?
C22 C4 Br1 118.8(2) . . ?
C22 C4 C24 121.3(3) . . ?
C24 C4 Br1 119.9(2) . . ?
C6 C5 H5 121.2 . . ?
C23 C5 H5 121.2 . . ?
C23 C5 C6 117.6(3) . . ?
C1 C6 C5 120.9(3) . . ?
C7 C6 C1 106.0(2) . . ?
C7 C6 C5 133.1(3) . . ?
N2 C7 C6 104.7(2) . . ?
N2 C7 C8 130.0(2) . . ?
C6 C7 C8 125.2(2) . . ?
C7 C8 H8 108.5 . . ?
C7 C8 C19 114.6(2) . . ?
C9 C8 C7 117.2(2) . . ?
C9 C8 H8 108.5 . . ?
C9 C8 C19 99.1(2) . . ?
C19 C8 H8 108.5 . . ?
C10 C9 C8 130.3(2) . . ?
C18 C9 C8 108.8(2) . . ?
C18 C9 C10 120.7(3) . . ?
C9 C10 C11 122.9(3) . . ?
C9 C10 C15 117.5(3) . . ?
C11 C10 C15 119.5(3) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 C10 120.5(3) . . ?
C12 C11 H11 119.8 . . ?
C11 C12 H12 120.1 . . ?
C11 C12 C13 119.8(3) . . ?
C13 C12 H12 120.1 . . ?
C12 C13 H13 119.7 . . ?
C14 C13 C12 120.6(3) . . ?
C14 C13 H13 119.7 . . ?
C13 C14 H14 119.5 . . ?
C13 C14 C15 121.0(3) . . ?
C15 C14 H14 119.5 . . ?
C14 C15 C10 118.5(3) . . ?
C16 C15 C10 119.7(3) . . ?
C16 C15 C14 121.7(3) . . ?
C15 C16 H16 119.0 . . ?
C17 C16 C15 121.9(3) . . ?
C17 C16 H16 119.0 . . ?
C16 C17 H17 121.5 . . ?
C16 C17 C18 117.1(3) . . ?
C18 C17 H17 121.5 . . ?
O1 C18 C17 123.2(3) . . ?
C9 C18 O1 113.7(2) . . ?
C9 C18 C17 123.0(3) . . ?
O1 C19 C8 105.9(2) . . ?
O1 C19 H19 107.9 . . ?
O1 C19 C26 110.8(2) . . ?
C8 C19 H19 107.9 . . ?
C26 C19 C8 116.2(2) . . ?
C26 C19 H19 107.9 . . ?
C21 C20 N2 117.9(2) . . ?
C25 C20 N2 120.9(3) . . ?
C25 C20 C21 121.2(3) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 C20 119.5(3) . . ?
C22 C21 H21 120.2 . . ?
C4 C22 H22 120.3 . . ?
C21 C22 C4 119.3(3) . . ?
C21 C22 H22 120.3 . . ?
C3 C23 H23 119.1 . . ?
C5 C23 C3 121.7(3) . . ?
C5 C23 H23 119.1 . . ?
C4 C24 H24 120.5 . . ?
C4 C24 C25 119.0(3) . . ?
C25 C24 H24 120.5 . . ?
C20 C25 C24 119.5(3) . . ?
C20 C25 H25 120.2 . . ?
C24 C25 H25 120.2 . . ?
C27 C26 C19 121.4(3) . . ?
C27 C26 C31 120.0(3) . . ?
C31 C26 C19 118.4(3) . . ?
C26 C27 H27 120.0 . . ?
C26 C27 C28 119.9(3) . . ?
C28 C27 H27 120.0 . . ?
C27 C28 C34 118.8(3) . . ?
C29 C28 C27 120.2(3) . . ?
C29 C28 C34 121.0(3) . . ?
C28 C29 H29 120.1 . . ?
C28 C29 C30 119.8(3) . . ?
C30 C29 H29 120.1 . . ?
C29 C30 C31 120.1(3) . . ?
C29 C30 C33 117.3(3) . . ?
C31 C30 C33 122.6(3) . . ?
C26 C31 C30 119.9(3) . . ?
C26 C31 H31 120.0 . . ?
C30 C31 H31 120.0 . . ?
O4 C32 H32A 109.5 . . ?
O4 C32 H32B 109.5 . . ?
O4 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
O4 C33 C30 112.3(3) . . ?
O5 C33 O4 123.9(3) . . ?
O5 C33 C30 123.8(3) . . ?
O2 C34 O3 123.9(3) . . ?
O2 C34 C28 124.6(3) . . ?
O3 C34 C28 111.4(3) . . ?
O3 C35 H35A 109.5 . . ?
O3 C35 H35B 109.5 . . ?
O3 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br1 C4 C22 C21 174.0(2) . . . . ?
Br1 C4 C24 C25 -174.5(2) . . . . ?
O1 C19 C26 C27 40.4(3) . . . . ?
O1 C19 C26 C31 -144.7(2) . . . . ?
N1 N2 C7 C6 -0.2(3) . . . . ?
N1 N2 C7 C8 -176.7(3) . . . . ?
N1 N2 C20 C21 -68.3(3) . . . . ?
N1 N2 C20 C25 112.9(3) . . . . ?
N1 C1 C2 C3 -178.6(3) . . . . ?
N1 C1 C6 C5 -179.8(3) . . . . ?
N1 C1 C6 C7 1.3(3) . . . . ?
N2 N1 C1 C2 177.8(3) . . . . ?
N2 N1 C1 C6 -1.4(3) . . . . ?
N2 C7 C8 C9 -17.8(4) . . . . ?
N2 C7 C8 C19 97.7(3) . . . . ?
N2 C20 C21 C22 -175.3(3) . . . . ?
N2 C20 C25 C24 174.7(3) . . . . ?
C1 N1 N2 C7 1.0(3) . . . . ?
C1 N1 N2 C20 172.6(2) . . . . ?
C1 C2 C3 C23 -1.0(5) . . . . ?
C1 C6 C7 N2 -0.6(3) . . . . ?
C1 C6 C7 C8 176.1(2) . . . . ?
C2 C1 C6 C5 1.0(4) . . . . ?
C2 C1 C6 C7 -178.0(3) . . . . ?
C2 C3 C23 C5 0.0(5) . . . . ?
C4 C24 C25 C20 0.7(4) . . . . ?
C5 C6 C7 N2 -179.4(3) . . . . ?
C5 C6 C7 C8 -2.7(5) . . . . ?
C6 C1 C2 C3 0.5(4) . . . . ?
C6 C5 C23 C3 1.5(4) . . . . ?
C6 C7 C8 C9 166.4(2) . . . . ?
C6 C7 C8 C19 -78.1(3) . . . . ?
C7 N2 C20 C21 101.9(3) . . . . ?
C7 N2 C20 C25 -76.9(4) . . . . ?
C7 C8 C9 C10 -67.3(4) . . . . ?
C7 C8 C9 C18 107.6(3) . . . . ?
C7 C8 C19 O1 -100.3(2) . . . . ?
C7 C8 C19 C26 23.1(3) . . . . ?
C8 C9 C10 C11 -5.9(5) . . . . ?
C8 C9 C10 C15 172.9(3) . . . . ?
C8 C9 C18 O1 1.2(3) . . . . ?
C8 C9 C18 C17 -175.6(3) . . . . ?
C8 C19 C26 C27 -80.5(3) . . . . ?
C8 C19 C26 C31 94.4(3) . . . . ?
C9 C8 C19 O1 25.3(2) . . . . ?
C9 C8 C19 C26 148.7(2) . . . . ?
C9 C10 C11 C12 177.5(3) . . . . ?
C9 C10 C15 C14 -177.8(3) . . . . ?
C9 C10 C15 C16 2.0(4) . . . . ?
C10 C9 C18 O1 176.7(2) . . . . ?
C10 C9 C18 C17 -0.2(4) . . . . ?
C10 C11 C12 C13 -0.1(5) . . . . ?
C10 C15 C16 C17 -1.0(4) . . . . ?
C11 C10 C15 C14 1.1(4) . . . . ?
C11 C10 C15 C16 -179.2(3) . . . . ?
C11 C12 C13 C14 1.8(5) . . . . ?
C12 C13 C14 C15 -2.1(5) . . . . ?
C13 C14 C15 C10 0.6(5) . . . . ?
C13 C14 C15 C16 -179.2(3) . . . . ?
C14 C15 C16 C17 178.8(3) . . . . ?
C15 C10 C11 C12 -1.3(5) . . . . ?
C15 C16 C17 C18 -0.6(4) . . . . ?
C16 C17 C18 O1 -175.4(3) . . . . ?
C16 C17 C18 C9 1.2(4) . . . . ?
C18 O1 C19 C8 -25.8(3) . . . . ?
C18 O1 C19 C26 -152.6(2) . . . . ?
C18 C9 C10 C11 179.8(3) . . . . ?
C18 C9 C10 C15 -1.4(4) . . . . ?
C19 O1 C18 C9 16.1(3) . . . . ?
C19 O1 C18 C17 -167.1(3) . . . . ?
C19 C8 C9 C10 168.9(3) . . . . ?
C19 C8 C9 C18 -16.2(3) . . . . ?
C19 C26 C27 C28 173.9(2) . . . . ?
C19 C26 C31 C30 -172.6(3) . . . . ?
C20 N2 C7 C6 -170.6(3) . . . . ?
C20 N2 C7 C8 13.0(5) . . . . ?
C20 C21 C22 C4 0.4(5) . . . . ?
C21 C20 C25 C24 -4.1(4) . . . . ?
C22 C4 C24 C25 3.2(4) . . . . ?
C23 C5 C6 C1 -1.9(4) . . . . ?
C23 C5 C6 C7 176.7(3) . . . . ?
C24 C4 C22 C21 -3.8(5) . . . . ?
C25 C20 C21 C22 3.5(4) . . . . ?
C26 C27 C28 C29 -1.3(4) . . . . ?
C26 C27 C28 C34 177.2(3) . . . . ?
C27 C26 C31 C30 2.3(4) . . . . ?
C27 C28 C29 C30 2.0(4) . . . . ?
C27 C28 C34 O2 3.1(5) . . . . ?
C27 C28 C34 O3 -174.4(3) . . . . ?
C28 C29 C30 C31 -0.5(4) . . . . ?
C28 C29 C30 C33 179.7(3) . . . . ?
C29 C28 C34 O2 -178.3(3) . . . . ?
C29 C28 C34 O3 4.1(4) . . . . ?
C29 C30 C31 C26 -1.6(4) . . . . ?
C29 C30 C33 O4 -175.8(3) . . . . ?
C29 C30 C33 O5 2.7(5) . . . . ?
C31 C26 C27 C28 -0.9(4) . . . . ?
C31 C30 C33 O4 4.4(4) . . . . ?
C31 C30 C33 O5 -177.1(4) . . . . ?
C32 O4 C33 O5 0.8(5) . . . . ?
C32 O4 C33 C30 179.3(3) . . . . ?
C33 C30 C31 C26 178.1(3) . . . . ?
C34 C28 C29 C30 -176.5(3) . . . . ?
C35 O3 C34 O2 -0.7(5) . . . . ?
C35 O3 C34 C28 176.8(3) . . . . ?

_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 1.483
_oxdiff_exptl_absorpt_empirical_full_min 0.713
####################################################################### 
# 
# 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_78-3
_database_code_depnum_ccdc_archive 'CCDC 2105968'
loop_
_audit_author_name
_audit_author_address
'Shaotong Qiu Shaotong Qiu' 'South China University of Technology'
_audit_update_record             
;
2021-08-27 deposited with the CCDC.	2021-09-29 downloaded from the CCDC.
;
_audit_creation_date             2021-06-03
_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         'C35 H23 Br N2 O5'
_chemical_formula_sum            'C35 H23 Br N2 O5'
_chemical_formula_weight         631.46
_chemical_absolute_configuration ?
_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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.9824(12)
_cell_length_b                   10.3845(11)
_cell_length_c                   15.312(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.079(13)
_cell_angle_gamma                90
_cell_volume                     1427.4(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2931
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      27.0510
_cell_measurement_theta_min      2.5560
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.488
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.27930
_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    1.469
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             644
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0899
_diffrn_reflns_av_unetI/netI     0.1693
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.869
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11864
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.810
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.541
_diffrn_reflns_theta_min         2.269
_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 0.993
_diffrn_measured_fraction_theta_max 0.869
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -81.00 -46.00   1.00    7.00    --  -11.27 146.00 171.41   35
  2  ω    -20.00  29.00   1.00    7.00    --  -11.27 -99.00-180.00   49
  3  ω    -59.00  18.00   1.00    7.00    --   11.90 -38.00  30.00   77
  4  ω     27.00  82.00   1.00    7.00    --   11.90-147.00  19.00   55
  5  ω    -28.00  72.00   1.00    7.00    --   11.90  19.00  30.00  100
;
_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      -0.0574480000
_diffrn_orient_matrix_UB_12      0.0022951000
_diffrn_orient_matrix_UB_13      -0.0330746000
_diffrn_orient_matrix_UB_21      0.0541979000
_diffrn_orient_matrix_UB_22      0.0058926000
_diffrn_orient_matrix_UB_23      -0.0322319000
_diffrn_orient_matrix_UB_31      0.0027653000
_diffrn_orient_matrix_UB_32      -0.0680108000
_diffrn_orient_matrix_UB_33      -0.0039196000
_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         0.772
_reflns_Friedel_fraction_full    0.961
_reflns_Friedel_fraction_max     0.745
_reflns_number_gt                4097
_reflns_number_total             6468
_reflns_odcompleteness_completeness 99.26
_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         1.437
_refine_diff_density_min         -1.309
_refine_diff_density_rms         0.130
_refine_ls_abs_structure_details 
;
 Flack x determined using 1087 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.004(14)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     400
_refine_ls_number_reflns         6468
_refine_ls_number_restraints     47
_refine_ls_R_factor_all          0.1301
_refine_ls_R_factor_gt           0.0849
_refine_ls_restrained_S_all      1.046
_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)+(0.0864P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1807
_refine_ls_wR_factor_ref         0.2153
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 C28, C29, C30, Br1
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
3. Uiso/Uaniso restraints and constraints
Br1 \\sim C29 \\sim C28 \\sim C30: within 2A with sigma of 0.002 and sigma for
terminal atoms of 0.004 within 2A
Uanis(Br1) \\sim Ueq, Uanis(C29) \\sim Ueq: with sigma of 0.002 and sigma for
terminal atoms of 0.004
Uanis(Br2) \\sim Ueq, Uanis(C29) \\sim Ueq: with sigma of 0.002 and sigma for
terminal atoms of 0.004
Uanis(Br1) \\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.004
4. Rigid body (RIGU) restrains
 Br1, C29
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 Br2, C29
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
5. Others
 Sof(Br2)=1-FVAR(1)
 Sof(Br1)=FVAR(1)
6.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C6(H6), C11(H11), C12(H12), C15(H15), C16(H16), C17(H17),
 C18(H18), C21(H21), C22(H22), C23(H23), C24(H24), C27(H27), C28(H28), C30(H30),
  C31(H31)
6.b Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C35(H35A,H35B,H35C)
;
_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 1.12155(18) 0.6756(3) 0.04755(9) 0.0207(4) Uani 0.311(5) 1 d . U P A 1
Br2 Br 1.11915(10) 0.67539(13) 0.04620(7) 0.0430(3) Uani 0.689(5) 1 d . U P A 2
O1 O 0.9582(5) 0.2517(4) 0.5842(3) 0.0365(13) Uani 1 1 d . . . . .
O2 O 0.9544(6) 0.0463(4) 0.5407(3) 0.0384(13) Uani 1 1 d . . . . .
O3 O 0.6867(5) 0.5799(3) 0.4360(2) 0.0275(11) Uani 1 1 d . . . . .
O4 O 0.7535(6) -0.0399(4) 0.2303(3) 0.0395(13) Uani 1 1 d . . . . .
O5 O 0.6253(5) 0.1218(3) 0.1662(3) 0.0345(12) Uani 1 1 d . . . . .
N1 N 0.4291(6) 0.4200(4) 0.1005(3) 0.0260(13) Uani 1 1 d . . . . .
N2 N 0.5165(5) 0.4936(4) 0.1592(3) 0.0207(12) Uani 1 1 d . . . . .
C1 C 0.6993(7) 0.3706(5) 0.3712(4) 0.0231(14) Uani 1 1 d . . . . .
C2 C 0.7818(7) 0.3282(5) 0.4441(4) 0.0240(14) Uani 1 1 d . . . . .
H2 H 0.798266 0.383758 0.491064 0.029 Uiso 1 1 calc R U . . .
C3 C 0.8403(6) 0.2042(5) 0.4481(3) 0.0259(16) Uani 1 1 d . . . . .
C4 C 0.8184(7) 0.1215(5) 0.3783(4) 0.0268(15) Uani 1 1 d . . . . .
H4 H 0.859963 0.039495 0.380213 0.032 Uiso 1 1 calc R U . . .
C5 C 0.7341(6) 0.1606(5) 0.3049(3) 0.0249(14) Uani 1 1 d . . . . .
C6 C 0.6735(7) 0.2845(5) 0.3016(4) 0.0235(14) Uani 1 1 d . . . . .
H6 H 0.615764 0.310079 0.253035 0.028 Uiso 1 1 calc R U . . .
C7 C 0.6349(7) 0.4991(5) 0.3687(3) 0.0214(14) Uani 1 1 d . . . . .
C8 C 0.5365(7) 0.5636(5) 0.3151(3) 0.0209(14) Uani 1 1 d . . . . .
C9 C 0.5194(6) 0.6912(5) 0.3516(3) 0.0222(13) Uani 1 1 d . . . . .
C10 C 0.6157(6) 0.6948(5) 0.4234(3) 0.0210(13) Uani 1 1 d . . . . .
C11 C 0.6414(7) 0.8054(5) 0.4753(4) 0.0295(16) Uani 1 1 d . . . . .
H11 H 0.707841 0.803590 0.523286 0.035 Uiso 1 1 calc R U . . .
C12 C 0.5673(7) 0.9128(5) 0.4535(4) 0.0289(16) Uani 1 1 d . . . . .
H12 H 0.581931 0.986464 0.487295 0.035 Uiso 1 1 calc R U . . .
C13 C 0.4654(7) 0.9173(5) 0.3788(4) 0.0290(16) Uani 1 1 d . . . . .
C14 C 0.4397(6) 0.8057(5) 0.3256(4) 0.0210(14) Uani 1 1 d . . . . .
C15 C 0.3429(8) 0.8125(5) 0.2529(4) 0.0326(16) Uani 1 1 d . . . . .
H15 H 0.327094 0.739904 0.218226 0.039 Uiso 1 1 calc R U . . .
C16 C 0.2705(8) 0.9249(6) 0.2319(5) 0.044(2) Uani 1 1 d . . . . .
H16 H 0.204378 0.927086 0.183796 0.053 Uiso 1 1 calc R U . . .
C17 C 0.2943(9) 1.0359(6) 0.2813(4) 0.043(2) Uani 1 1 d . . . . .
H17 H 0.246252 1.112239 0.265525 0.051 Uiso 1 1 calc R U . . .
C18 C 0.3885(8) 1.0318(5) 0.3531(4) 0.0393(19) Uani 1 1 d . . . . .
H18 H 0.403016 1.106136 0.386191 0.047 Uiso 1 1 calc R U . . .
C19 C 0.4578(7) 0.5074(5) 0.2393(3) 0.0223(14) Uani 1 1 d . . . . .
C20 C 0.3227(7) 0.4411(5) 0.2334(3) 0.0220(14) Uani 1 1 d . . . . .
C21 C 0.2068(7) 0.4202(5) 0.2915(4) 0.0239(14) Uani 1 1 d . . . . .
H21 H 0.212500 0.454152 0.347758 0.029 Uiso 1 1 calc R U . . .
C22 C 0.0851(7) 0.3487(6) 0.2635(4) 0.0330(16) Uani 1 1 d . . . . .
H22 H 0.007796 0.334707 0.301180 0.040 Uiso 1 1 calc R U . . .
C23 C 0.0761(8) 0.2956(6) 0.1771(4) 0.0348(18) Uani 1 1 d . . . . .
H23 H -0.007409 0.248140 0.159351 0.042 Uiso 1 1 calc R U . . .
C24 C 0.1869(7) 0.3134(5) 0.1208(4) 0.0329(17) Uani 1 1 d . . . . .
H24 H 0.181315 0.276780 0.065316 0.039 Uiso 1 1 calc R U . . .
C25 C 0.3127(6) 0.3895(5) 0.1480(4) 0.0220(14) Uani 1 1 d . . . . .
C26 C 0.6540(7) 0.5396(5) 0.1297(4) 0.0263(15) Uani 1 1 d . . . . .
C27 C 0.7410(7) 0.4627(5) 0.0790(4) 0.0277(15) Uani 1 1 d . . . . .
H27 H 0.705222 0.381917 0.062535 0.033 Uiso 1 1 calc R U . . .
C28 C 0.8773(7) 0.5001(5) 0.0519(4) 0.0237(7) Uani 1 1 d . U . . .
H28 H 0.933439 0.447336 0.016656 0.028 Uiso 1 1 calc R U . . .
C29 C 0.9311(7) 0.6253(5) 0.0803(4) 0.0235(5) Uani 1 1 d . U . . .
C30 C 0.8407(6) 0.7049(4) 0.1276(3) 0.0226(7) Uani 1 1 d . U . . .
H30 H 0.873393 0.787548 0.141788 0.027 Uiso 1 1 calc R U . . .
C31 C 0.7036(6) 0.6649(6) 0.1540(3) 0.0278(14) Uani 1 1 d . . . . .
H31 H 0.644769 0.718599 0.187001 0.033 Uiso 1 1 calc R U . . .
C32 C 1.0264(7) 0.2169(6) 0.6679(4) 0.0341(18) Uani 1 1 d . . . . .
H32A H 1.106700 0.157852 0.659300 0.051 Uiso 1 1 calc R U . . .
H32B H 0.953445 0.176988 0.703384 0.051 Uiso 1 1 calc R U . . .
H32C H 1.064231 0.292930 0.696735 0.051 Uiso 1 1 calc R U . . .
C33 C 0.9233(6) 0.1564(5) 0.5276(3) 0.0256(14) Uani 1 1 d . . . . .
C34 C 0.7074(8) 0.0697(5) 0.2314(4) 0.0291(16) Uani 1 1 d . . . . .
C35 C 0.5864(9) 0.0384(6) 0.0918(4) 0.042(2) Uani 1 1 d . . . . .
H35A H 0.546954 0.089704 0.044185 0.063 Uiso 1 1 calc R U . . .
H35B H 0.512859 -0.023136 0.108466 0.063 Uiso 1 1 calc R U . . .
H35C H 0.673782 -0.006179 0.073815 0.063 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 C29 1.874(6) . ?
Br2 C29 1.860(6) . ?
O1 C32 1.447(7) . ?
O1 C33 1.345(6) . ?
O2 C33 1.192(6) . ?
O3 C7 1.396(6) . ?
O3 C10 1.363(6) . ?
O4 C34 1.211(7) . ?
O5 C34 1.334(7) . ?
O5 C35 1.464(7) . ?
N1 N2 1.398(6) . ?
N1 C25 1.334(7) . ?
N2 C19 1.361(7) . ?
N2 C26 1.414(8) . ?
C1 C2 1.389(8) . ?
C1 C6 1.403(7) . ?
C1 C7 1.454(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.391(8) . ?
C3 C4 1.380(8) . ?
C3 C33 1.490(7) . ?
C4 H4 0.9300 . ?
C4 C5 1.392(8) . ?
C5 C6 1.397(7) . ?
C5 C34 1.482(8) . ?
C6 H6 0.9300 . ?
C7 C8 1.360(8) . ?
C8 C9 1.448(7) . ?
C8 C19 1.459(7) . ?
C9 C10 1.375(7) . ?
C9 C14 1.437(7) . ?
C10 C11 1.411(7) . ?
C11 H11 0.9300 . ?
C11 C12 1.335(8) . ?
C12 H12 0.9300 . ?
C12 C13 1.439(8) . ?
C13 C14 1.431(7) . ?
C13 C18 1.424(8) . ?
C14 C15 1.389(8) . ?
C15 H15 0.9300 . ?
C15 C16 1.369(9) . ?
C16 H16 0.9300 . ?
C16 C17 1.391(9) . ?
C17 H17 0.9300 . ?
C17 C18 1.363(10) . ?
C18 H18 0.9300 . ?
C19 C20 1.395(8) . ?
C20 C21 1.411(8) . ?
C20 C25 1.413(8) . ?
C21 H21 0.9300 . ?
C21 C22 1.377(8) . ?
C22 H22 0.9300 . ?
C22 C23 1.434(9) . ?
C23 H23 0.9300 . ?
C23 C24 1.353(9) . ?
C24 H24 0.9300 . ?
C24 C25 1.428(8) . ?
C26 C27 1.376(8) . ?
C26 C31 1.421(8) . ?
C27 H27 0.9300 . ?
C27 C28 1.364(9) . ?
C28 H28 0.9300 . ?
C28 C29 1.449(7) . ?
C29 C30 1.381(8) . ?
C30 H30 0.9300 . ?
C30 C31 1.375(8) . ?
C31 H31 0.9300 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 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
C33 O1 C32 117.9(4) . . ?
C10 O3 C7 106.3(4) . . ?
C34 O5 C35 116.9(5) . . ?
C25 N1 N2 102.2(4) . . ?
N1 N2 C26 117.1(4) . . ?
C19 N2 N1 114.2(5) . . ?
C19 N2 C26 128.6(5) . . ?
C2 C1 C6 118.5(5) . . ?
C2 C1 C7 120.8(5) . . ?
C6 C1 C7 120.7(5) . . ?
C1 C2 H2 119.4 . . ?
C1 C2 C3 121.2(5) . . ?
C3 C2 H2 119.4 . . ?
C2 C3 C33 121.4(5) . . ?
C4 C3 C2 119.9(5) . . ?
C4 C3 C33 118.6(5) . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.1(5) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 C6 119.8(5) . . ?
C4 C5 C34 119.7(5) . . ?
C6 C5 C34 120.5(5) . . ?
C1 C6 H6 119.8 . . ?
C5 C6 C1 120.4(5) . . ?
C5 C6 H6 119.8 . . ?
O3 C7 C1 114.3(5) . . ?
C8 C7 O3 109.9(4) . . ?
C8 C7 C1 135.8(5) . . ?
C7 C8 C9 107.1(4) . . ?
C7 C8 C19 124.6(5) . . ?
C9 C8 C19 128.1(5) . . ?
C10 C9 C8 105.1(4) . . ?
C10 C9 C14 119.5(5) . . ?
C14 C9 C8 135.1(5) . . ?
O3 C10 C9 111.5(4) . . ?
O3 C10 C11 124.5(5) . . ?
C9 C10 C11 123.9(5) . . ?
C10 C11 H11 121.0 . . ?
C12 C11 C10 118.0(6) . . ?
C12 C11 H11 121.0 . . ?
C11 C12 H12 119.2 . . ?
C11 C12 C13 121.5(5) . . ?
C13 C12 H12 119.2 . . ?
C14 C13 C12 120.8(5) . . ?
C18 C13 C12 122.4(5) . . ?
C18 C13 C14 116.9(5) . . ?
C13 C14 C9 116.3(5) . . ?
C15 C14 C9 123.7(5) . . ?
C15 C14 C13 119.9(5) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.6(6) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 119.4 . . ?
C15 C16 C17 121.1(7) . . ?
C17 C16 H16 119.4 . . ?
C16 C17 H17 120.3 . . ?
C18 C17 C16 119.4(6) . . ?
C18 C17 H17 120.3 . . ?
C13 C18 H18 119.0 . . ?
C17 C18 C13 122.0(6) . . ?
C17 C18 H18 119.0 . . ?
N2 C19 C8 124.6(5) . . ?
N2 C19 C20 104.7(5) . . ?
C20 C19 C8 130.1(5) . . ?
C19 C20 C21 134.0(5) . . ?
C19 C20 C25 105.9(5) . . ?
C21 C20 C25 120.1(5) . . ?
C20 C21 H21 120.6 . . ?
C22 C21 C20 118.8(5) . . ?
C22 C21 H21 120.6 . . ?
C21 C22 H22 119.6 . . ?
C21 C22 C23 120.8(6) . . ?
C23 C22 H22 119.6 . . ?
C22 C23 H23 119.4 . . ?
C24 C23 C22 121.2(6) . . ?
C24 C23 H23 119.4 . . ?
C23 C24 H24 120.6 . . ?
C23 C24 C25 118.8(6) . . ?
C25 C24 H24 120.6 . . ?
N1 C25 C20 112.9(5) . . ?
N1 C25 C24 126.8(5) . . ?
C20 C25 C24 120.2(5) . . ?
N2 C26 C31 119.7(5) . . ?
C27 C26 N2 120.3(5) . . ?
C27 C26 C31 120.0(6) . . ?
C26 C27 H27 118.6 . . ?
C28 C27 C26 122.8(5) . . ?
C28 C27 H27 118.6 . . ?
C27 C28 H28 121.4 . . ?
C27 C28 C29 117.2(5) . . ?
C29 C28 H28 121.4 . . ?
C28 C29 Br1 117.9(4) . . ?
C28 C29 Br2 117.6(4) . . ?
C30 C29 Br1 122.2(4) . . ?
C30 C29 Br2 122.5(4) . . ?
C30 C29 C28 119.9(5) . . ?
C29 C30 H30 119.2 . . ?
C31 C30 C29 121.6(5) . . ?
C31 C30 H30 119.2 . . ?
C26 C31 H31 120.8 . . ?
C30 C31 C26 118.4(5) . . ?
C30 C31 H31 120.8 . . ?
O1 C32 H32A 109.5 . . ?
O1 C32 H32B 109.5 . . ?
O1 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
O1 C33 C3 112.3(4) . . ?
O2 C33 O1 123.4(5) . . ?
O2 C33 C3 124.3(5) . . ?
O4 C34 O5 123.4(5) . . ?
O4 C34 C5 124.3(5) . . ?
O5 C34 C5 112.3(5) . . ?
O5 C35 H35A 109.5 . . ?
O5 C35 H35B 109.5 . . ?
O5 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 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 C29 C30 C31 -177.5(4) . . . . ?
Br2 C29 C30 C31 -178.4(4) . . . . ?
O3 C7 C8 C9 -2.3(6) . . . . ?
O3 C7 C8 C19 -178.3(5) . . . . ?
O3 C10 C11 C12 177.7(5) . . . . ?
N1 N2 C19 C8 170.9(5) . . . . ?
N1 N2 C19 C20 -0.9(6) . . . . ?
N1 N2 C26 C27 -39.5(7) . . . . ?
N1 N2 C26 C31 141.6(5) . . . . ?
N2 N1 C25 C20 0.3(6) . . . . ?
N2 N1 C25 C24 -179.6(5) . . . . ?
N2 C19 C20 C21 -178.3(6) . . . . ?
N2 C19 C20 C25 1.1(6) . . . . ?
N2 C26 C27 C28 -177.1(5) . . . . ?
N2 C26 C31 C30 177.2(5) . . . . ?
C1 C2 C3 C4 0.9(9) . . . . ?
C1 C2 C3 C33 -177.3(5) . . . . ?
C1 C7 C8 C9 179.3(6) . . . . ?
C1 C7 C8 C19 3.3(11) . . . . ?
C2 C1 C6 C5 -2.1(9) . . . . ?
C2 C1 C7 O3 11.6(8) . . . . ?
C2 C1 C7 C8 -170.0(7) . . . . ?
C2 C3 C4 C5 -1.9(9) . . . . ?
C2 C3 C33 O1 -12.1(8) . . . . ?
C2 C3 C33 O2 167.1(6) . . . . ?
C3 C4 C5 C6 0.9(9) . . . . ?
C3 C4 C5 C34 -178.2(6) . . . . ?
C4 C3 C33 O1 169.6(5) . . . . ?
C4 C3 C33 O2 -11.2(9) . . . . ?
C4 C5 C6 C1 1.1(9) . . . . ?
C4 C5 C34 O4 0.6(9) . . . . ?
C4 C5 C34 O5 -179.8(5) . . . . ?
C6 C1 C2 C3 1.1(9) . . . . ?
C6 C1 C7 O3 -171.4(5) . . . . ?
C6 C1 C7 C8 7.0(11) . . . . ?
C6 C5 C34 O4 -178.4(6) . . . . ?
C6 C5 C34 O5 1.1(8) . . . . ?
C7 O3 C10 C9 0.7(6) . . . . ?
C7 O3 C10 C11 -177.1(5) . . . . ?
C7 C1 C2 C3 178.2(6) . . . . ?
C7 C1 C6 C5 -179.2(5) . . . . ?
C7 C8 C9 C10 2.6(6) . . . . ?
C7 C8 C9 C14 176.6(6) . . . . ?
C7 C8 C19 N2 -82.0(7) . . . . ?
C7 C8 C19 C20 87.6(8) . . . . ?
C8 C9 C10 O3 -2.0(6) . . . . ?
C8 C9 C10 C11 175.8(5) . . . . ?
C8 C9 C14 C13 -174.3(6) . . . . ?
C8 C9 C14 C15 5.1(10) . . . . ?
C8 C19 C20 C21 10.5(11) . . . . ?
C8 C19 C20 C25 -170.1(5) . . . . ?
C9 C8 C19 N2 102.8(7) . . . . ?
C9 C8 C19 C20 -87.5(8) . . . . ?
C9 C10 C11 C12 0.2(9) . . . . ?
C9 C14 C15 C16 -180.0(6) . . . . ?
C10 O3 C7 C1 179.8(5) . . . . ?
C10 O3 C7 C8 1.1(6) . . . . ?
C10 C9 C14 C13 -1.0(8) . . . . ?
C10 C9 C14 C15 178.4(6) . . . . ?
C10 C11 C12 C13 -0.7(9) . . . . ?
C11 C12 C13 C14 0.3(9) . . . . ?
C11 C12 C13 C18 -178.2(6) . . . . ?
C12 C13 C14 C9 0.6(8) . . . . ?
C12 C13 C14 C15 -178.9(6) . . . . ?
C12 C13 C18 C17 178.8(6) . . . . ?
C13 C14 C15 C16 -0.6(10) . . . . ?
C14 C9 C10 O3 -177.1(5) . . . . ?
C14 C9 C10 C11 0.7(8) . . . . ?
C14 C13 C18 C17 0.1(10) . . . . ?
C14 C15 C16 C17 1.5(11) . . . . ?
C15 C16 C17 C18 -1.6(11) . . . . ?
C16 C17 C18 C13 0.7(11) . . . . ?
C18 C13 C14 C9 179.2(5) . . . . ?
C18 C13 C14 C15 -0.2(9) . . . . ?
C19 N2 C26 C27 138.0(6) . . . . ?
C19 N2 C26 C31 -40.8(8) . . . . ?
C19 C8 C9 C10 178.5(6) . . . . ?
C19 C8 C9 C14 -7.6(11) . . . . ?
C19 C20 C21 C22 179.5(6) . . . . ?
C19 C20 C25 N1 -0.9(6) . . . . ?
C19 C20 C25 C24 179.0(5) . . . . ?
C20 C21 C22 C23 0.3(8) . . . . ?
C21 C20 C25 N1 178.6(5) . . . . ?
C21 C20 C25 C24 -1.5(8) . . . . ?
C21 C22 C23 C24 0.4(9) . . . . ?
C22 C23 C24 C25 -1.7(9) . . . . ?
C23 C24 C25 N1 -177.9(5) . . . . ?
C23 C24 C25 C20 2.2(8) . . . . ?
C25 N1 N2 C19 0.4(6) . . . . ?
C25 N1 N2 C26 178.3(4) . . . . ?
C25 C20 C21 C22 0.2(8) . . . . ?
C26 N2 C19 C8 -6.8(8) . . . . ?
C26 N2 C19 C20 -178.6(5) . . . . ?
C26 C27 C28 C29 1.3(9) . . . . ?
C27 C26 C31 C30 -1.6(8) . . . . ?
C27 C28 C29 Br1 177.6(4) . . . . ?
C27 C28 C29 Br2 178.4(4) . . . . ?
C27 C28 C29 C30 -4.5(8) . . . . ?
C28 C29 C30 C31 4.7(8) . . . . ?
C29 C30 C31 C26 -1.6(8) . . . . ?
C31 C26 C27 C28 1.7(9) . . . . ?
C32 O1 C33 O2 -5.0(9) . . . . ?
C32 O1 C33 C3 174.2(5) . . . . ?
C33 C3 C4 C5 176.4(5) . . . . ?
C34 C5 C6 C1 -179.8(5) . . . . ?
C35 O5 C34 O4 2.3(9) . . . . ?
C35 O5 C34 C5 -177.3(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 2.158
_oxdiff_exptl_absorpt_empirical_full_min 0.412
