# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2021

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

data_zhouk_200826
_database_code_depnum_ccdc_archive 'CCDC 2027504'
loop_
_audit_author_name
_audit_author_address
'zhou kai'
;University
China
;
_audit_update_record             
;
2020-09-05 deposited with the CCDC.	2021-03-31 downloaded from the CCDC.
;
_audit_creation_date             2020-09-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H37 Br N4 O4'
_chemical_formula_sum            'C42 H37 Br N4 O4'
_chemical_formula_weight         741.66
_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      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                   9.44410(10)
_cell_length_b                   11.67920(10)
_cell_length_c                   17.51100(10)
_cell_angle_alpha                96.6000(10)
_cell_angle_beta                 104.3950(10)
_cell_angle_gamma                100.3620(10)
_cell_volume                     1814.29(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    20117
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.8190
_cell_measurement_theta_min      2.6010
_shelx_estimated_absorpt_T_max   0.699
_shelx_estimated_absorpt_T_min   0.595
_exptl_absorpt_coefficient_mu    1.930
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83618
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019)
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    1.358
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0319
_diffrn_reflns_av_unetI/netI     0.0275
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            22099
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.988
_diffrn_reflns_theta_min         2.642
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -116.00 -91.00   0.50    0.05    --  -46.62-135.00 -42.00   50
  2  ω    -66.00 -41.00   0.50    0.05    --  -46.62 135.00  23.00   50
  3  ω    -82.00 -57.00   0.50    0.05    --  -46.62 134.00-155.00   50
  4  ω   -118.00 -72.00   0.50    0.05    --  -46.62-134.00 136.00   92
  5  ω     28.00 100.00   0.50    0.05    --   46.62-134.00 136.00  144
  6  ω     61.00  97.00   0.50    0.05    --   46.62-135.00 -42.00   72
  7  ω     71.00  96.00   0.50    0.05    --   46.62 134.00-155.00   50
  8  ω     72.00 119.00   0.50    0.05    --   46.62 135.00  23.00   94
  9  ω   -129.00-100.00   0.50    0.05    -- -100.00-135.00 -42.00   58
 10  ω   -121.00 -72.00   0.50    0.05    -- -100.00 135.00  23.00   98
 11  ω   -144.00-119.00   0.50    0.05    -- -100.00-134.00 136.00   50
 12  ω   -118.00 -64.00   0.50    0.05    -- -100.00 134.00-155.00  108
 13  ω     81.00 178.00   0.50    0.05    --  105.44 134.00-155.00  194
 14  ω     63.00 101.00   0.50    0.05    --  105.44-135.00 -42.00   76
 15  ω    107.00 132.00   0.50    0.05    --  105.44 135.00  23.00   50
 16  ω     48.00  73.00   0.50    0.05    --  105.44-134.00 136.00   50
 17  ω    -62.00  18.00   0.50    0.05    --  -46.62  19.00 -60.00  160
 18  ω   -117.00 -31.00   0.50    0.05    --  -46.62 -77.00 -30.00  172
 19  ω   -119.00 -77.00   0.50    0.05    --  -46.62-125.00   0.00   84
 20  ω     84.00 110.00   0.50    0.05    --   46.62  38.00 120.00   52
 21  ω   -112.00 -76.00   0.50    0.05    -- -100.00 -77.00-120.00   72
 22  ω    -71.00 -27.00   0.50    0.05    -- -100.00  61.00  60.00   88
 23  ω   -154.00-120.00   0.50    0.05    -- -100.00 -77.00-120.00   68
 24  ω   -112.00 -86.00   0.50    0.05    -- -100.00  45.00  60.00   52
 25  ω    -85.00 -27.00   0.50    0.05    -- -100.00  45.00  60.00  116
 26  ω   -175.00 -84.00   0.50    0.05    -- -100.00 -30.00-180.00  182
 27  ω   -111.00 -79.00   0.50    0.05    -- -100.00  61.00  60.00   64
 28  ω     33.00 104.00   0.50    0.05    --  105.44 -94.00 -30.00  142
 29  ω    114.00 177.00   0.50    0.05    --  105.44  45.00  30.00  126
 30  ω     90.00 176.00   0.50    0.05    --  105.44  15.00 -30.00  172
 31  ω     80.00 106.00   0.50    0.05    --  105.44 -94.00   0.00   52
 32  ω     94.00 175.00   0.50    0.05    --  105.44  45.00 -90.00  162
 33  ω     67.00 107.00   0.50    0.05    --  105.44 -94.00-180.00   80
 34  ω     47.00 121.00   0.50    0.05    --  105.44 -61.00  90.00  148
 35  ω     35.00 120.00   0.50    0.05    --  105.44 -45.00  90.00  170
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0196052000
_diffrn_orient_matrix_UB_12      -0.0161010000
_diffrn_orient_matrix_UB_13      -0.0908604000
_diffrn_orient_matrix_UB_21      0.1709527000
_diffrn_orient_matrix_UB_22      0.0371842000
_diffrn_orient_matrix_UB_23      0.0152383000
_diffrn_orient_matrix_UB_31      0.0122398000
_diffrn_orient_matrix_UB_32      -0.1298407000
_diffrn_orient_matrix_UB_33      -0.0005403000
_diffrn_oxdiff_digest_frames     
;
0158c3c671f763982f1d90509ad026d5f400050c2ec
;
_diffrn_oxdiff_digest_hkl        
;
016320c4123a38ecc3dc91711ff6e4f911da85
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7001
_reflns_number_total             7212
_reflns_odcompleteness_completeness 99.98
_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 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.295
_refine_diff_density_min         -0.561
_refine_diff_density_rms         0.082
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     468
_refine_ls_number_reflns         7212
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0344
_refine_ls_R_factor_gt           0.0315
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0412P)²+1.2451P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0814
_refine_ls_wR_factor_ref         0.0831
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C35(H35A,H35B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C32(H32), C26(H26), C3(H3), C14(H14), C2(H2), C25(H25), C41(H41),
 C22(H22), C28(H28), C11(H11), C40(H40), C24(H24), C13(H13), C31(H31), C37(H37),
  C29(H29), C39(H39), C12(H12), C30(H30), C23(H23), C38(H38)
2.c Idealised Me refined as rotating group:
 C34(H34A,H34B,H34C), C47(H47A,H47B,H47C), C49(H49A,H49B,H49C), C48(H48A,H48B,
 H48C)
;
_atom_sites_solution_hydrogens   mixed
_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
Br42 Br 0.92148(2) 0.36208(2) 1.04160(2) 0.01968(7) Uani 1 1 d . . . . .
O33 O 0.65805(13) 0.15172(10) 0.74724(7) 0.0188(2) Uani 1 1 d . . . . .
O45 O 0.20543(13) 0.07166(10) 0.81417(7) 0.0173(2) Uani 1 1 d . . . . .
O51 O 0.22989(12) 0.39576(10) 0.71026(7) 0.0179(2) Uani 1 1 d . . . . .
O50 O 0.28031(14) 0.26095(10) 0.88193(7) 0.0230(3) Uani 1 1 d . . . . .
N9 N 0.40535(14) 0.50508(11) 0.82272(8) 0.0134(3) Uani 1 1 d . . . . .
N19 N 0.41814(14) 0.24295(11) 0.63660(8) 0.0140(3) Uani 1 1 d . . . . .
N18 N 0.79220(15) 0.33785(12) 0.74932(8) 0.0159(3) Uani 1 1 d . . . . .
N43 N 0.36656(15) 0.20187(11) 0.77745(8) 0.0144(3) Uani 1 1 d . . . . .
C5 C 0.67268(17) 0.33685(13) 0.90526(9) 0.0141(3) Uani 1 1 d . . . . .
H5 H 0.690182 0.262306 0.891765 0.017 Uiso 1 1 calc R . . . .
C32 C 0.61479(18) 0.37380(14) 0.51686(9) 0.0174(3) Uani 1 1 d . . . . .
H32 H 0.535576 0.410340 0.499655 0.021 Uiso 1 1 calc R . . . .
C21 C 0.31762(17) 0.16654(13) 0.49893(9) 0.0143(3) Uani 1 1 d . . . . .
C27 C 0.59296(17) 0.27374(13) 0.55229(9) 0.0134(3) Uani 1 1 d . . . . .
C20 C 0.44530(17) 0.22994(13) 0.56840(9) 0.0130(3) Uani 1 1 d . . . . .
C1 C 0.53161(16) 0.48797(13) 0.87877(9) 0.0127(3) Uani 1 1 d . . . . .
C6 C 0.56001(17) 0.37741(13) 0.85685(9) 0.0127(3) Uani 1 1 d . . . . .
C26 C 0.34141(18) 0.11626(14) 0.42845(9) 0.0168(3) Uani 1 1 d . . . . .
H26 H 0.438493 0.122568 0.423979 0.020 Uiso 1 1 calc R . . . .
C17 C 0.66474(17) 0.25394(14) 0.73660(9) 0.0139(3) Uani 1 1 d . . . . .
C4 C 0.75929(17) 0.41235(14) 0.97532(9) 0.0149(3) Uani 1 1 d . . . . .
C15 C 0.60632(17) 0.43465(13) 0.70158(9) 0.0129(3) Uani 1 1 d . . . . .
C3 C 0.73310(17) 0.52260(14) 0.99734(9) 0.0159(3) Uani 1 1 d . . . . .
H3 H 0.793155 0.570541 1.044558 0.019 Uiso 1 1 calc R . . . .
C8 C 0.34430(17) 0.40807(13) 0.76398(9) 0.0139(3) Uani 1 1 d . . . . .
C14 C 0.54865(19) 0.52773(14) 0.67480(9) 0.0167(3) Uani 1 1 d . . . . .
H14 H 0.445742 0.521610 0.657564 0.020 Uiso 1 1 calc R . . . .
C2 C 0.61715(17) 0.56181(13) 0.94900(9) 0.0151(3) Uani 1 1 d . . . . .
H2 H 0.597615 0.635321 0.963368 0.018 Uiso 1 1 calc R . . . .
C44 C 0.28308(17) 0.18440(13) 0.82961(9) 0.0146(3) Uani 1 1 d . . . . .
C16 C 0.52929(16) 0.31216(13) 0.70854(9) 0.0128(3) Uani 1 1 d . . . . .
C10 C 0.76048(18) 0.44416(14) 0.72704(9) 0.0153(3) Uani 1 1 d . . . . .
C25 C 0.2206(2) 0.05654(14) 0.36458(10) 0.0205(3) Uani 1 1 d . . . . .
H25 H 0.237221 0.022687 0.317775 0.025 Uiso 1 1 calc R . . . .
C35 C 0.32857(18) 0.60175(14) 0.83272(9) 0.0155(3) Uani 1 1 d . . . . .
H35A H 0.352110 0.632415 0.889342 0.019 Uiso 1 1 calc R . . . .
H35B H 0.221418 0.570194 0.813716 0.019 Uiso 1 1 calc R . . . .
C36 C 0.36795(18) 0.70301(14) 0.78962(10) 0.0161(3) Uani 1 1 d . . . . .
C41 C 0.28807(19) 0.70183(15) 0.71120(10) 0.0206(3) Uani 1 1 d . . . . .
H41 H 0.212837 0.636652 0.684013 0.025 Uiso 1 1 calc R . . . .
C7 C 0.44897(16) 0.31875(13) 0.77746(9) 0.0126(3) Uani 1 1 d . . . . .
C22 C 0.17109(19) 0.15814(17) 0.50415(10) 0.0242(4) Uani 1 1 d . . . . .
H22 H 0.153877 0.192344 0.550705 0.029 Uiso 1 1 calc R . . . .
C28 C 0.70982(19) 0.21574(15) 0.57346(10) 0.0194(3) Uani 1 1 d . . . . .
H28 H 0.694696 0.146535 0.594637 0.023 Uiso 1 1 calc R . . . .
C11 C 0.86088(19) 0.54556(15) 0.72555(10) 0.0225(4) Uani 1 1 d . . . . .
H11 H 0.963728 0.551015 0.742024 0.027 Uiso 1 1 calc R . . . .
C40 C 0.3200(2) 0.79767(16) 0.67312(11) 0.0255(4) Uani 1 1 d . . . . .
H40 H 0.266242 0.796137 0.620593 0.031 Uiso 1 1 calc R . . . .
C24 C 0.0758(2) 0.04747(15) 0.37060(10) 0.0229(4) Uani 1 1 d . . . . .
H24 H -0.004784 0.006928 0.328087 0.027 Uiso 1 1 calc R . . . .
C13 C 0.6484(2) 0.63144(14) 0.67414(10) 0.0217(3) Uani 1 1 d . . . . .
H13 H 0.611616 0.695750 0.657331 0.026 Uiso 1 1 calc R . . . .
C34 C 0.94172(19) 0.31650(17) 0.77676(12) 0.0264(4) Uani 1 1 d . . . . .
H34A H 0.990736 0.362349 0.828846 0.040 Uiso 1 1 calc GR . . . .
H34B H 0.998039 0.338836 0.740092 0.040 Uiso 1 1 calc GR . . . .
H34C H 0.935347 0.234171 0.779497 0.040 Uiso 1 1 calc GR . . . .
C46 C 0.14862(19) 0.02001(14) 0.87686(9) 0.0180(3) Uani 1 1 d . . . . .
C31 C 0.7543(2) 0.41940(16) 0.50704(11) 0.0258(4) Uani 1 1 d . . . . .
H31 H 0.769020 0.487297 0.484423 0.031 Uiso 1 1 calc R . . . .
C37 C 0.4811(2) 0.80098(15) 0.82895(11) 0.0235(4) Uani 1 1 d . . . . .
H37 H 0.536162 0.802408 0.881207 0.028 Uiso 1 1 calc R . . . .
C29 C 0.8487(2) 0.26083(18) 0.56308(11) 0.0273(4) Uani 1 1 d . . . . .
H29 H 0.926686 0.222075 0.577651 0.033 Uiso 1 1 calc R . . . .
C39 C 0.4315(2) 0.89517(15) 0.71312(11) 0.0257(4) Uani 1 1 d . . . . .
H39 H 0.451830 0.959434 0.687745 0.031 Uiso 1 1 calc R . . . .
C12 C 0.8014(2) 0.63922(15) 0.69833(11) 0.0247(4) Uani 1 1 d . . . . .
H12 H 0.866001 0.708373 0.696401 0.030 Uiso 1 1 calc R . . . .
C30 C 0.8716(2) 0.36334(19) 0.53110(12) 0.0299(4) Uani 1 1 d . . . . .
H30 H 0.965704 0.394691 0.525713 0.036 Uiso 1 1 calc R . . . .
C23 C 0.0510(2) 0.09900(18) 0.44020(11) 0.0283(4) Uani 1 1 d . . . . .
H23 H -0.046365 0.093878 0.444001 0.034 Uiso 1 1 calc R . . . .
C47 C 0.0267(2) 0.07753(17) 0.89569(13) 0.0301(4) Uani 1 1 d . . . . .
H47A H 0.068544 0.158829 0.919210 0.045 Uiso 1 1 calc GR . . . .
H47B H -0.015019 0.037247 0.932507 0.045 Uiso 1 1 calc GR . . . .
H47C H -0.050523 0.072896 0.847274 0.045 Uiso 1 1 calc GR . . . .
C49 C 0.0841(2) -0.10760(16) 0.83756(12) 0.0291(4) Uani 1 1 d . . . . .
H49A H 0.004604 -0.111197 0.790304 0.044 Uiso 1 1 calc GR . . . .
H49B H 0.045573 -0.150818 0.874148 0.044 Uiso 1 1 calc GR . . . .
H49C H 0.161131 -0.141661 0.823318 0.044 Uiso 1 1 calc GR . . . .
C38 C 0.5126(2) 0.89687(16) 0.79082(12) 0.0281(4) Uani 1 1 d . . . . .
H38 H 0.588175 0.962022 0.817648 0.034 Uiso 1 1 calc R . . . .
C48 C 0.2796(2) 0.02945(19) 0.94972(12) 0.0332(4) Uani 1 1 d . . . . .
H48A H 0.355623 -0.004383 0.934033 0.050 Uiso 1 1 calc GR . . . .
H48B H 0.246018 -0.012318 0.988294 0.050 Uiso 1 1 calc GR . . . .
H48C H 0.320141 0.111021 0.972921 0.050 Uiso 1 1 calc GR . . . .
H43 H 0.353(2) 0.147(2) 0.7376(14) 0.025(5) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br42 C4 1.9063(16) . ?
O33 C17 1.222(2) . ?
O45 C44 1.3479(19) . ?
O45 C46 1.4784(18) . ?
O51 C8 1.217(2) . ?
O50 C44 1.213(2) . ?
N9 C1 1.405(2) . ?
N9 C8 1.370(2) . ?
N9 C35 1.4640(19) . ?
N19 C20 1.281(2) . ?
N19 C16 1.4647(19) . ?
N18 C17 1.361(2) . ?
N18 C10 1.404(2) . ?
N18 C34 1.451(2) . ?
N43 C44 1.357(2) . ?
N43 C7 1.4446(19) . ?
N43 H43 0.86(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.379(2) . ?
C5 C4 1.395(2) . ?
C32 H32 0.9300 . ?
C32 C27 1.392(2) . ?
C32 C31 1.389(2) . ?
C21 C20 1.491(2) . ?
C21 C26 1.392(2) . ?
C21 C22 1.396(2) . ?
C27 C20 1.503(2) . ?
C27 C28 1.392(2) . ?
C1 C6 1.396(2) . ?
C1 C2 1.386(2) . ?
C6 C7 1.516(2) . ?
C26 H26 0.9300 . ?
C26 C25 1.393(2) . ?
C17 C16 1.555(2) . ?
C4 C3 1.384(2) . ?
C15 C14 1.379(2) . ?
C15 C16 1.517(2) . ?
C15 C10 1.392(2) . ?
C3 H3 0.9300 . ?
C3 C2 1.391(2) . ?
C8 C7 1.560(2) . ?
C14 H14 0.9300 . ?
C14 C13 1.397(2) . ?
C2 H2 0.9300 . ?
C16 C7 1.579(2) . ?
C10 C11 1.385(2) . ?
C25 H25 0.9300 . ?
C25 C24 1.384(3) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 C36 1.514(2) . ?
C36 C41 1.390(2) . ?
C36 C37 1.392(2) . ?
C41 H41 0.9300 . ?
C41 C40 1.392(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.388(2) . ?
C28 H28 0.9300 . ?
C28 C29 1.387(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.395(3) . ?
C40 H40 0.9300 . ?
C40 C39 1.384(3) . ?
C24 H24 0.9300 . ?
C24 C23 1.388(3) . ?
C13 H13 0.9300 . ?
C13 C12 1.384(3) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C46 C47 1.517(2) . ?
C46 C49 1.515(2) . ?
C46 C48 1.518(2) . ?
C31 H31 0.9300 . ?
C31 C30 1.388(3) . ?
C37 H37 0.9300 . ?
C37 C38 1.393(3) . ?
C29 H29 0.9300 . ?
C29 C30 1.384(3) . ?
C39 H39 0.9300 . ?
C39 C38 1.381(3) . ?
C12 H12 0.9300 . ?
C30 H30 0.9300 . ?
C23 H23 0.9300 . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C49 H49A 0.9600 . ?
C49 H49B 0.9600 . ?
C49 H49C 0.9600 . ?
C38 H38 0.9300 . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 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
C44 O45 C46 119.97(12) . . ?
C1 N9 C35 125.18(13) . . ?
C8 N9 C1 111.28(12) . . ?
C8 N9 C35 122.45(13) . . ?
C20 N19 C16 122.30(13) . . ?
C17 N18 C10 111.46(13) . . ?
C17 N18 C34 123.80(14) . . ?
C10 N18 C34 124.59(14) . . ?
C44 N43 C7 120.33(13) . . ?
C44 N43 H43 118.9(15) . . ?
C7 N43 H43 119.1(15) . . ?
C6 C5 H5 121.4 . . ?
C6 C5 C4 117.16(14) . . ?
C4 C5 H5 121.4 . . ?
C27 C32 H32 119.8 . . ?
C31 C32 H32 119.8 . . ?
C31 C32 C27 120.36(16) . . ?
C26 C21 C20 121.31(14) . . ?
C26 C21 C22 119.13(15) . . ?
C22 C21 C20 119.56(14) . . ?
C32 C27 C20 120.21(14) . . ?
C32 C27 C28 119.29(15) . . ?
C28 C27 C20 120.49(14) . . ?
N19 C20 C21 116.56(14) . . ?
N19 C20 C27 125.91(14) . . ?
C21 C20 C27 117.53(13) . . ?
C6 C1 N9 110.07(13) . . ?
C2 C1 N9 128.47(14) . . ?
C2 C1 C6 121.38(14) . . ?
C5 C6 C1 121.02(14) . . ?
C5 C6 C7 130.16(14) . . ?
C1 C6 C7 108.81(13) . . ?
C21 C26 H26 119.8 . . ?
C21 C26 C25 120.33(15) . . ?
C25 C26 H26 119.8 . . ?
O33 C17 N18 126.00(15) . . ?
O33 C17 C16 126.12(14) . . ?
N18 C17 C16 107.86(13) . . ?
C5 C4 Br42 118.40(12) . . ?
C3 C4 Br42 119.25(12) . . ?
C3 C4 C5 122.34(14) . . ?
C14 C15 C16 131.09(14) . . ?
C14 C15 C10 120.51(14) . . ?
C10 C15 C16 108.39(13) . . ?
C4 C3 H3 119.9 . . ?
C4 C3 C2 120.12(14) . . ?
C2 C3 H3 119.9 . . ?
O51 C8 N9 125.49(15) . . ?
O51 C8 C7 126.61(14) . . ?
N9 C8 C7 107.89(12) . . ?
C15 C14 H14 120.8 . . ?
C15 C14 C13 118.48(15) . . ?
C13 C14 H14 120.8 . . ?
C1 C2 C3 117.96(14) . . ?
C1 C2 H2 121.0 . . ?
C3 C2 H2 121.0 . . ?
O45 C44 N43 110.20(13) . . ?
O50 C44 O45 126.07(14) . . ?
O50 C44 N43 123.73(14) . . ?
N19 C16 C17 112.69(12) . . ?
N19 C16 C15 116.72(12) . . ?
N19 C16 C7 107.14(12) . . ?
C17 C16 C7 107.57(12) . . ?
C15 C16 C17 101.81(12) . . ?
C15 C16 C7 110.59(12) . . ?
C15 C10 N18 110.22(13) . . ?
C11 C10 N18 127.95(15) . . ?
C11 C10 C15 121.77(15) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 C26 120.16(16) . . ?
C24 C25 H25 119.9 . . ?
N9 C35 H35A 108.5 . . ?
N9 C35 H35B 108.5 . . ?
N9 C35 C36 114.92(13) . . ?
H35A C35 H35B 107.5 . . ?
C36 C35 H35A 108.5 . . ?
C36 C35 H35B 108.5 . . ?
C41 C36 C35 120.61(15) . . ?
C41 C36 C37 118.86(15) . . ?
C37 C36 C35 120.48(15) . . ?
C36 C41 H41 119.8 . . ?
C36 C41 C40 120.38(16) . . ?
C40 C41 H41 119.8 . . ?
N43 C7 C6 114.58(12) . . ?
N43 C7 C8 111.72(12) . . ?
N43 C7 C16 108.73(12) . . ?
C6 C7 C8 101.47(12) . . ?
C6 C7 C16 110.90(12) . . ?
C8 C7 C16 109.22(12) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 C21 120.32(16) . . ?
C23 C22 H22 119.8 . . ?
C27 C28 H28 119.9 . . ?
C29 C28 C27 120.21(16) . . ?
C29 C28 H28 119.9 . . ?
C10 C11 H11 121.4 . . ?
C10 C11 C12 117.27(16) . . ?
C12 C11 H11 121.4 . . ?
C41 C40 H40 119.9 . . ?
C39 C40 C41 120.25(17) . . ?
C39 C40 H40 119.9 . . ?
C25 C24 H24 120.1 . . ?
C25 C24 C23 119.87(16) . . ?
C23 C24 H24 120.1 . . ?
C14 C13 H13 119.7 . . ?
C12 C13 C14 120.51(16) . . ?
C12 C13 H13 119.7 . . ?
N18 C34 H34A 109.5 . . ?
N18 C34 H34B 109.5 . . ?
N18 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
O45 C46 C47 111.19(13) . . ?
O45 C46 C49 102.26(13) . . ?
O45 C46 C48 108.77(14) . . ?
C47 C46 C48 112.88(16) . . ?
C49 C46 C47 110.33(15) . . ?
C49 C46 C48 110.90(16) . . ?
C32 C31 H31 120.1 . . ?
C30 C31 C32 119.81(17) . . ?
C30 C31 H31 120.1 . . ?
C36 C37 H37 119.7 . . ?
C36 C37 C38 120.66(16) . . ?
C38 C37 H37 119.7 . . ?
C28 C29 H29 119.9 . . ?
C30 C29 C28 120.16(17) . . ?
C30 C29 H29 119.9 . . ?
C40 C39 H39 120.1 . . ?
C38 C39 C40 119.88(17) . . ?
C38 C39 H39 120.1 . . ?
C11 C12 H12 119.3 . . ?
C13 C12 C11 121.44(15) . . ?
C13 C12 H12 119.3 . . ?
C31 C30 H30 120.0 . . ?
C29 C30 C31 120.05(16) . . ?
C29 C30 H30 120.0 . . ?
C22 C23 H23 119.9 . . ?
C24 C23 C22 120.19(17) . . ?
C24 C23 H23 119.9 . . ?
C46 C47 H47A 109.5 . . ?
C46 C47 H47B 109.5 . . ?
C46 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C46 C49 H49A 109.5 . . ?
C46 C49 H49B 109.5 . . ?
C46 C49 H49C 109.5 . . ?
H49A C49 H49B 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C37 C38 H38 120.0 . . ?
C39 C38 C37 119.96(17) . . ?
C39 C38 H38 120.0 . . ?
C46 C48 H48A 109.5 . . ?
C46 C48 H48B 109.5 . . ?
C46 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 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
Br42 C4 C3 C2 178.75(12) . . . . ?
O33 C17 C16 N19 -50.8(2) . . . . ?
O33 C17 C16 C15 -176.67(14) . . . . ?
O33 C17 C16 C7 67.02(19) . . . . ?
O51 C8 C7 N43 -51.8(2) . . . . ?
O51 C8 C7 C6 -174.35(15) . . . . ?
O51 C8 C7 C16 68.51(19) . . . . ?
N9 C1 C6 C5 -175.76(13) . . . . ?
N9 C1 C6 C7 3.31(17) . . . . ?
N9 C1 C2 C3 176.56(14) . . . . ?
N9 C8 C7 N43 129.38(13) . . . . ?
N9 C8 C7 C6 6.86(15) . . . . ?
N9 C8 C7 C16 -110.29(13) . . . . ?
N9 C35 C36 C41 88.90(18) . . . . ?
N9 C35 C36 C37 -93.58(18) . . . . ?
N19 C16 C7 N43 46.89(15) . . . . ?
N19 C16 C7 C6 173.74(12) . . . . ?
N19 C16 C7 C8 -75.25(14) . . . . ?
N18 C17 C16 N19 130.77(13) . . . . ?
N18 C17 C16 C15 4.95(15) . . . . ?
N18 C17 C16 C7 -111.36(13) . . . . ?
N18 C10 C11 C12 177.86(16) . . . . ?
C5 C6 C7 N43 52.4(2) . . . . ?
C5 C6 C7 C8 172.93(15) . . . . ?
C5 C6 C7 C16 -71.2(2) . . . . ?
C5 C4 C3 C2 -0.1(2) . . . . ?
C32 C27 C20 N19 -103.56(19) . . . . ?
C32 C27 C20 C21 75.76(18) . . . . ?
C32 C27 C28 C29 3.3(2) . . . . ?
C32 C31 C30 C29 1.5(3) . . . . ?
C21 C26 C25 C24 0.4(2) . . . . ?
C21 C22 C23 C24 0.2(3) . . . . ?
C27 C32 C31 C30 1.4(3) . . . . ?
C27 C28 C29 C30 -0.4(3) . . . . ?
C20 N19 C16 C17 -67.87(18) . . . . ?
C20 N19 C16 C15 49.4(2) . . . . ?
C20 N19 C16 C7 174.01(14) . . . . ?
C20 C21 C26 C25 179.42(14) . . . . ?
C20 C21 C22 C23 -179.71(16) . . . . ?
C20 C27 C28 C29 -175.92(15) . . . . ?
C1 N9 C8 O51 175.78(14) . . . . ?
C1 N9 C8 C7 -5.41(16) . . . . ?
C1 N9 C35 C36 100.05(17) . . . . ?
C1 C6 C7 N43 -126.57(14) . . . . ?
C1 C6 C7 C8 -6.03(15) . . . . ?
C1 C6 C7 C16 109.88(14) . . . . ?
C6 C5 C4 Br42 -177.43(11) . . . . ?
C6 C5 C4 C3 1.4(2) . . . . ?
C6 C1 C2 C3 0.1(2) . . . . ?
C26 C21 C20 N19 -160.40(15) . . . . ?
C26 C21 C20 C27 20.2(2) . . . . ?
C26 C21 C22 C23 0.9(3) . . . . ?
C26 C25 C24 C23 0.6(3) . . . . ?
C17 N18 C10 C15 2.72(18) . . . . ?
C17 N18 C10 C11 -174.61(16) . . . . ?
C17 C16 C7 N43 -74.52(14) . . . . ?
C17 C16 C7 C6 52.33(15) . . . . ?
C17 C16 C7 C8 163.34(12) . . . . ?
C4 C5 C6 C1 -2.0(2) . . . . ?
C4 C5 C6 C7 179.17(14) . . . . ?
C4 C3 C2 C1 -0.7(2) . . . . ?
C15 C14 C13 C12 1.3(2) . . . . ?
C15 C16 C7 N43 175.10(12) . . . . ?
C15 C16 C7 C6 -58.06(16) . . . . ?
C15 C16 C7 C8 52.95(16) . . . . ?
C15 C10 C11 C12 0.8(2) . . . . ?
C8 N9 C1 C6 1.44(17) . . . . ?
C8 N9 C1 C2 -175.31(15) . . . . ?
C8 N9 C35 C36 -92.97(17) . . . . ?
C14 C15 C16 N19 52.5(2) . . . . ?
C14 C15 C16 C17 175.64(15) . . . . ?
C14 C15 C16 C7 -70.3(2) . . . . ?
C14 C15 C10 N18 -178.38(14) . . . . ?
C14 C15 C10 C11 -0.8(2) . . . . ?
C14 C13 C12 C11 -1.4(3) . . . . ?
C2 C1 C6 C5 1.3(2) . . . . ?
C2 C1 C6 C7 -179.66(13) . . . . ?
C44 O45 C46 C47 67.60(19) . . . . ?
C44 O45 C46 C49 -174.65(14) . . . . ?
C44 O45 C46 C48 -57.30(19) . . . . ?
C44 N43 C7 C6 57.57(19) . . . . ?
C44 N43 C7 C8 -57.12(18) . . . . ?
C44 N43 C7 C16 -177.73(13) . . . . ?
C16 N19 C20 C21 -174.60(13) . . . . ?
C16 N19 C20 C27 4.7(2) . . . . ?
C16 C15 C14 C13 -179.13(15) . . . . ?
C16 C15 C10 N18 0.75(17) . . . . ?
C16 C15 C10 C11 178.28(15) . . . . ?
C10 N18 C17 O33 176.74(15) . . . . ?
C10 N18 C17 C16 -4.88(17) . . . . ?
C10 C15 C14 C13 -0.2(2) . . . . ?
C10 C15 C16 N19 -126.49(14) . . . . ?
C10 C15 C16 C17 -3.37(15) . . . . ?
C10 C15 C16 C7 110.72(14) . . . . ?
C10 C11 C12 C13 0.3(3) . . . . ?
C25 C24 C23 C22 -0.9(3) . . . . ?
C35 N9 C1 C6 169.67(13) . . . . ?
C35 N9 C1 C2 -7.1(2) . . . . ?
C35 N9 C8 O51 7.2(2) . . . . ?
C35 N9 C8 C7 -174.01(12) . . . . ?
C35 C36 C41 C40 176.93(15) . . . . ?
C35 C36 C37 C38 -176.76(16) . . . . ?
C36 C41 C40 C39 -0.1(3) . . . . ?
C36 C37 C38 C39 -0.2(3) . . . . ?
C41 C36 C37 C38 0.8(3) . . . . ?
C41 C40 C39 C38 0.8(3) . . . . ?
C7 N43 C44 O45 174.30(13) . . . . ?
C7 N43 C44 O50 -5.4(2) . . . . ?
C22 C21 C20 N19 20.2(2) . . . . ?
C22 C21 C20 C27 -159.20(15) . . . . ?
C22 C21 C26 C25 -1.2(2) . . . . ?
C28 C27 C20 N19 75.6(2) . . . . ?
C28 C27 C20 C21 -105.04(17) . . . . ?
C28 C29 C30 C31 -2.0(3) . . . . ?
C40 C39 C38 C37 -0.6(3) . . . . ?
C34 N18 C17 O33 1.1(3) . . . . ?
C34 N18 C17 C16 179.44(15) . . . . ?
C34 N18 C10 C15 178.36(15) . . . . ?
C34 N18 C10 C11 1.0(3) . . . . ?
C46 O45 C44 O50 -21.1(2) . . . . ?
C46 O45 C44 N43 159.14(13) . . . . ?
C31 C32 C27 C20 175.42(15) . . . . ?
C31 C32 C27 C28 -3.8(2) . . . . ?
C37 C36 C41 C40 -0.6(2) . . . . ?

_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 1.298
_oxdiff_exptl_absorpt_empirical_full_min 0.743
####################################################################### 
# 
# 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_zhouk_200908
_database_code_depnum_ccdc_archive 'CCDC 2031206'
loop_
_audit_author_name
_audit_author_address
kai
;SunYatsenUniversity
China
;
_audit_update_record             
;
2020-09-10 deposited with the CCDC.	2021-03-31 downloaded from the CCDC.
;
_audit_creation_date             2020-09-08
_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         'C42 H39 N3 O5'
_chemical_formula_sum            'C42 H39 N3 O5'
_chemical_formula_weight         665.76
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHON
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'
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      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                   11.5527(2)
_cell_length_b                   12.5920(2)
_cell_length_c                   12.7428(2)
_cell_angle_alpha                93.7740(10)
_cell_angle_beta                 106.7340(10)
_cell_angle_gamma                92.2700(10)
_cell_volume                     1768.03(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    15090
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      76.2490
_cell_measurement_theta_min      3.5200
_shelx_estimated_absorpt_T_max   0.879
_shelx_estimated_absorpt_T_min   0.826
_exptl_absorpt_coefficient_mu    0.661
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87119
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019)
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    1.251
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_av_unetI/netI     0.0274
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            20208
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.553
_diffrn_reflns_theta_min         3.524
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -116.00 -62.00   0.50    0.05    --  -46.62 -55.00  95.00  108
  2  ω    -61.00  25.00   0.50    0.05    --  -46.62  55.00-121.00  172
  3  ω     55.00 116.00   0.50    0.05    --   46.62  55.00-121.00  122
  4  ω    -25.00  43.00   0.50    0.05    --   46.62 -55.00  95.00  136
  5  ω   -138.00 -91.00   0.50    0.07    -- -100.00 -55.00  95.00   94
  6  ω     34.00 123.00   0.50    0.07    --  107.00 -55.00  95.00  178
  7  ω    148.00 174.00   0.50    0.07    --  107.00  55.00-121.00   52
  8  ω     92.00 138.00   0.50    0.07    --  107.00  55.00-121.00   92
  9  ω     32.00 116.00   0.50    0.05    --   46.62  19.00-150.00  168
 10  ω     15.00  89.00   0.50    0.05    --   46.62-125.00  90.00  148
 11  ω     49.00  84.00   0.50    0.05    --   46.62-125.00 -60.00   70
 12  ω   -112.00 -28.00   0.50    0.07    -- -100.00 125.00   0.00  168
 13  ω   -124.00 -37.00   0.50    0.07    -- -100.00  77.00-120.00  174
 14  ω   -115.00 -80.00   0.50    0.07    -- -100.00 125.00-150.00   70
 15  ω    -52.00 -27.00   0.50    0.07    -- -100.00  55.00-121.00   50
 16  ω    -76.00 -27.00   0.50    0.07    -- -100.00 125.00-150.00   98
 17  ω   -116.00 -61.00   0.50    0.07    -- -100.00  61.00  60.00  110
 18  ω     89.00 175.00   0.50    0.07    --  107.00  77.00 -90.00  172
 19  ω     90.00 178.00   0.50    0.07    --  107.00  15.00   0.00  176
 20  ω     92.00 171.00   0.50    0.07    --  107.00  30.00  30.00  158
 21  ω     35.00 101.00   0.50    0.07    --  107.00 -30.00-120.00  132
 22  ω     85.00 128.00   0.50    0.07    --  107.00 -77.00 -90.00   86
 23  ω     38.00 100.00   0.50    0.07    --  107.00-125.00 120.00  124
 24  ω    126.00 151.00   0.50    0.07    --  107.00  45.00 -30.00   50
 25  ω     55.00  81.00   0.50    0.07    --  107.00 -77.00 -90.00   52
 26  ω     72.00 109.00   0.50    0.07    --  107.00 -94.00  60.00   74
 27  ω     38.00 106.00   0.50    0.07    --  107.00 -94.00 -90.00  136
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0976628000
_diffrn_orient_matrix_UB_12      0.0796643000
_diffrn_orient_matrix_UB_13      -0.0148481000
_diffrn_orient_matrix_UB_21      -0.0530769000
_diffrn_orient_matrix_UB_22      -0.0187230000
_diffrn_orient_matrix_UB_23      -0.1257802000
_diffrn_orient_matrix_UB_31      -0.0843085000
_diffrn_orient_matrix_UB_32      0.0916129000
_diffrn_orient_matrix_UB_33      0.0009111000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6346
_reflns_number_total             7101
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_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 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.298
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       0.00262(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     460
_refine_ls_number_reflns         7101
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0395
_refine_ls_R_factor_gt           0.0339
_refine_ls_restrained_S_all      1.070
_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)+(0.0328P)²+0.6207P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0825
_refine_ls_wR_factor_ref         0.0884
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B)
2.b Aromatic/amide H refined with riding coordinates:
 C46(H46), C44(H44), C32(H32), C50(H50), C5(H5), C2(H2), C49(H49), C43(H43),
 C48(H48), C42(H42), C3(H3), C47(H47), C40(H40), C38(H38), C41(H41), C4(H4),
 C36(H36), C37(H37), C31(H31), C34(H34), C35(H35), C28(H28), C30(H30), C29(H29)
2.c Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C21(H21A,H21B,H21C), C23(H23A,H23B,H23C), C22(H22A,H22B,
 H22C)
;
_atom_sites_solution_hydrogens   mixed
_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
O24 O 0.37496(7) 0.21512(6) 0.00381(7) 0.02367(19) Uani 1 1 d . . . . .
O19 O 0.26518(7) 0.33502(6) 0.07057(7) 0.02249(18) Uani 1 1 d . . . . .
O25 O 0.52503(8) 0.10440(7) 0.22736(7) 0.02452(19) Uani 1 1 d . . . . .
O15 O 0.50816(7) 0.33645(7) 0.38259(7) 0.02359(19) Uani 1 1 d . . . . .
O13 O 0.65909(7) 0.23112(7) 0.44956(7) 0.02219(18) Uani 1 1 d . . . . .
N16 N 0.66829(8) 0.44319(7) 0.28542(8) 0.0189(2) Uani 1 1 d . . . . .
N10 N 0.45980(9) 0.32516(8) 0.15748(8) 0.0206(2) Uani 1 1 d . . . . .
N9 N 0.62948(9) 0.12058(7) 0.09928(8) 0.0199(2) Uani 1 1 d . . . . .
C7 C 0.57721(10) 0.28138(9) 0.17437(9) 0.0184(2) Uani 1 1 d . . . . .
C1 C 0.66348(10) 0.20299(9) 0.04353(9) 0.0196(2) Uani 1 1 d . . . . .
C18 C 0.36611(10) 0.28469(9) 0.07088(9) 0.0195(2) Uani 1 1 d . . . . .
C6 C 0.63248(10) 0.30070(9) 0.08258(9) 0.0186(2) Uani 1 1 d . . . . .
C17 C 0.70456(10) 0.50855(9) 0.37126(9) 0.0187(2) Uani 1 1 d . . . . .
C8 C 0.57023(10) 0.15771(9) 0.17103(9) 0.0192(2) Uani 1 1 d . . . . .
C39 C 0.75510(10) 0.48255(9) 0.48868(9) 0.0194(2) Uani 1 1 d . . . . .
C11 C 0.66501(10) 0.32657(9) 0.29121(9) 0.0181(2) Uani 1 1 d . . . . .
C12 C 0.60147(10) 0.29813(9) 0.37931(9) 0.0193(2) Uani 1 1 d . . . . .
C27 C 0.69298(11) 0.62441(9) 0.35446(9) 0.0206(2) Uani 1 1 d . . . . .
C46 C 0.81605(11) 0.17817(9) 0.33088(9) 0.0217(2) Uani 1 1 d . . . . .
H46 H 0.756997 0.133864 0.345211 0.026 Uiso 1 1 calc R U . . .
C44 C 0.86758(11) 0.43927(9) 0.52605(10) 0.0215(2) Uani 1 1 d . . . . .
H44 H 0.912233 0.423849 0.477375 0.026 Uiso 1 1 calc R U . . .
C32 C 0.60321(11) 0.65705(10) 0.26520(10) 0.0232(2) Uani 1 1 d . . . . .
H32 H 0.551778 0.606274 0.215316 0.028 Uiso 1 1 calc R U . . .
C50 C 0.87933(11) 0.34475(9) 0.27811(9) 0.0214(2) Uani 1 1 d . . . . .
H50 H 0.862866 0.412884 0.256094 0.026 Uiso 1 1 calc R U . . .
C5 C 0.64911(11) 0.39226(9) 0.03375(10) 0.0228(2) Uani 1 1 d . . . . .
H5 H 0.627578 0.457539 0.058569 0.027 Uiso 1 1 calc R U . . .
C45 C 0.79019(10) 0.28209(9) 0.30305(9) 0.0188(2) Uani 1 1 d . . . . .
C2 C 0.71445(11) 0.19460(10) -0.04204(10) 0.0249(3) Uani 1 1 d . . . . .
H2 H 0.736655 0.129345 -0.066222 0.030 Uiso 1 1 calc R U . . .
C49 C 0.99260(11) 0.30672(10) 0.28572(10) 0.0253(3) Uani 1 1 d . . . . .
H49 H 1.051705 0.350189 0.270427 0.030 Uiso 1 1 calc R U . . .
C20 C 0.14871(10) 0.29706(9) -0.00960(10) 0.0221(2) Uani 1 1 d . . . . .
C33 C 0.68584(11) 0.13250(9) 0.60712(10) 0.0232(2) Uani 1 1 d . . . . .
C43 C 0.91299(11) 0.41917(9) 0.63570(10) 0.0246(3) Uani 1 1 d . . . . .
H43 H 0.988645 0.391494 0.660533 0.030 Uiso 1 1 calc R U . . .
C48 C 1.01798(11) 0.20480(10) 0.31583(10) 0.0263(3) Uani 1 1 d . . . . .
H48 H 1.094012 0.179692 0.321575 0.032 Uiso 1 1 calc R U . . .
C42 C 0.84602(12) 0.44020(10) 0.70835(10) 0.0276(3) Uani 1 1 d . . . . .
H42 H 0.875779 0.424989 0.781361 0.033 Uiso 1 1 calc R U . . .
C3 C 0.73135(11) 0.28733(11) -0.09074(10) 0.0279(3) Uani 1 1 d . . . . .
H3 H 0.764863 0.283963 -0.148969 0.034 Uiso 1 1 calc R U . . .
C47 C 0.92896(11) 0.14066(10) 0.33730(10) 0.0261(3) Uani 1 1 d . . . . .
H47 H 0.944949 0.071540 0.356265 0.031 Uiso 1 1 calc R U . . .
C14 C 0.60039(11) 0.19946(10) 0.53035(10) 0.0258(3) Uani 1 1 d . . . . .
H14A H 0.524704 0.158735 0.494263 0.031 Uiso 1 1 calc R U . . .
H14B H 0.583232 0.261929 0.570752 0.031 Uiso 1 1 calc R U . . .
C40 C 0.69002(11) 0.50651(10) 0.56297(10) 0.0251(3) Uani 1 1 d . . . . .
H40 H 0.616331 0.537783 0.539416 0.030 Uiso 1 1 calc R U . . .
C38 C 0.81075(12) 0.15031(10) 0.63093(11) 0.0260(3) Uani 1 1 d . . . . .
H38 H 0.842220 0.201027 0.595043 0.031 Uiso 1 1 calc R U . . .
C41 C 0.73469(13) 0.48390(11) 0.67192(10) 0.0291(3) Uani 1 1 d . . . . .
H41 H 0.689746 0.498142 0.720611 0.035 Uiso 1 1 calc R U . . .
C4 C 0.69913(11) 0.38471(11) -0.05404(10) 0.0275(3) Uani 1 1 d . . . . .
H4 H 0.710882 0.445624 -0.088114 0.033 Uiso 1 1 calc R U . . .
C36 C 0.84268(12) 0.01691(10) 0.76116(11) 0.0280(3) Uani 1 1 d . . . . .
H36 H 0.894935 -0.020463 0.813671 0.034 Uiso 1 1 calc R U . . .
C37 C 0.88862(12) 0.09312(10) 0.70764(11) 0.0281(3) Uani 1 1 d . . . . .
H37 H 0.971924 0.105910 0.723247 0.034 Uiso 1 1 calc R U . . .
C26 C 0.64910(12) 0.00911(9) 0.07911(11) 0.0271(3) Uani 1 1 d . . . . .
H26A H 0.625284 -0.009883 0.001338 0.041 Uiso 1 1 calc R U . . .
H26B H 0.601703 -0.033987 0.112823 0.041 Uiso 1 1 calc R U . . .
H26C H 0.733328 -0.002656 0.109804 0.041 Uiso 1 1 calc R U . . .
C31 C 0.59024(12) 0.76440(10) 0.25046(11) 0.0272(3) Uani 1 1 d . . . . .
H31 H 0.530057 0.785292 0.190950 0.033 Uiso 1 1 calc R U . . .
C21 C 0.15427(12) 0.30223(11) -0.12697(10) 0.0295(3) Uani 1 1 d . . . . .
H21A H 0.187254 0.371309 -0.135190 0.044 Uiso 1 1 calc R U . . .
H21B H 0.074185 0.290092 -0.176938 0.044 Uiso 1 1 calc R U . . .
H21C H 0.204897 0.248537 -0.142864 0.044 Uiso 1 1 calc R U . . .
C34 C 0.64077(12) 0.05443(10) 0.65977(10) 0.0264(3) Uani 1 1 d . . . . .
H34 H 0.557526 0.040816 0.643629 0.032 Uiso 1 1 calc R U . . .
C35 C 0.71856(13) -0.00332(10) 0.73605(11) 0.0292(3) Uani 1 1 d . . . . .
H35 H 0.687391 -0.055649 0.770372 0.035 Uiso 1 1 calc R U . . .
C28 C 0.76944(13) 0.70175(10) 0.42756(11) 0.0317(3) Uani 1 1 d . . . . .
H28 H 0.829601 0.681285 0.487342 0.038 Uiso 1 1 calc R U . . .
C23 C 0.06374(11) 0.37760(11) 0.01418(11) 0.0294(3) Uani 1 1 d . . . . .
H23A H 0.067758 0.379958 0.090609 0.044 Uiso 1 1 calc R U . . .
H23B H -0.017566 0.357136 -0.029818 0.044 Uiso 1 1 calc R U . . .
H23C H 0.087174 0.446750 -0.003174 0.044 Uiso 1 1 calc R U . . .
C30 C 0.66639(13) 0.84061(10) 0.32385(11) 0.0306(3) Uani 1 1 d . . . . .
H30 H 0.657114 0.912669 0.314151 0.037 Uiso 1 1 calc R U . . .
C22 C 0.11305(12) 0.18615(10) 0.01470(12) 0.0307(3) Uani 1 1 d . . . . .
H22A H 0.170169 0.137200 0.002077 0.046 Uiso 1 1 calc R U . . .
H22B H 0.033645 0.164035 -0.032599 0.046 Uiso 1 1 calc R U . . .
H22C H 0.112759 0.187019 0.090017 0.046 Uiso 1 1 calc R U . . .
C29 C 0.75669(15) 0.80916(11) 0.41200(12) 0.0378(3) Uani 1 1 d . . . . .
H29 H 0.808868 0.860236 0.460839 0.045 Uiso 1 1 calc R U . . .
H10 H 0.4447(15) 0.3570(14) 0.2128(15) 0.039(4) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O24 C18 1.2112(14) . ?
O19 C18 1.3482(14) . ?
O19 C20 1.4751(13) . ?
O25 C8 1.2206(14) . ?
O15 C12 1.2088(14) . ?
O13 C12 1.3256(14) . ?
O13 C14 1.4537(14) . ?
N16 C17 1.2804(15) . ?
N16 C11 1.4747(14) . ?
N10 C7 1.4481(14) . ?
N10 C18 1.3577(15) . ?
N10 H10 0.853(18) . ?
N9 C1 1.4003(15) . ?
N9 C8 1.3611(15) . ?
N9 C26 1.4488(14) . ?
C7 C6 1.5133(16) . ?
C7 C8 1.5534(15) . ?
C7 C11 1.5944(15) . ?
C1 C6 1.3952(16) . ?
C1 C2 1.3808(17) . ?
C6 C5 1.3781(16) . ?
C17 C39 1.5045(16) . ?
C17 C27 1.4941(16) . ?
C39 C44 1.3950(17) . ?
C39 C40 1.3937(17) . ?
C11 C12 1.5601(16) . ?
C11 C45 1.5419(15) . ?
C27 C32 1.3979(16) . ?
C27 C28 1.3910(17) . ?
C46 H46 0.9300 . ?
C46 C45 1.3995(16) . ?
C46 C47 1.3870(17) . ?
C44 H44 0.9300 . ?
C44 C43 1.3880(17) . ?
C32 H32 0.9300 . ?
C32 C31 1.3850(17) . ?
C50 H50 0.9300 . ?
C50 C45 1.3932(16) . ?
C50 C49 1.3906(17) . ?
C5 H5 0.9300 . ?
C5 C4 1.3988(18) . ?
C2 H2 0.9300 . ?
C2 C3 1.3906(19) . ?
C49 H49 0.9300 . ?
C49 C48 1.3820(18) . ?
C20 C21 1.5209(17) . ?
C20 C23 1.5144(17) . ?
C20 C22 1.5169(17) . ?
C33 C14 1.5036(17) . ?
C33 C38 1.3922(18) . ?
C33 C34 1.3910(17) . ?
C43 H43 0.9300 . ?
C43 C42 1.3864(19) . ?
C48 H48 0.9300 . ?
C48 C47 1.3821(19) . ?
C42 H42 0.9300 . ?
C42 C41 1.3852(19) . ?
C3 H3 0.9300 . ?
C3 C4 1.3862(19) . ?
C47 H47 0.9300 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C40 H40 0.9300 . ?
C40 C41 1.3878(18) . ?
C38 H38 0.9300 . ?
C38 C37 1.3860(18) . ?
C41 H41 0.9300 . ?
C4 H4 0.9300 . ?
C36 H36 0.9300 . ?
C36 C37 1.3864(19) . ?
C36 C35 1.386(2) . ?
C37 H37 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C31 H31 0.9300 . ?
C31 C30 1.3822(19) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C34 H34 0.9300 . ?
C34 C35 1.3868(19) . ?
C35 H35 0.9300 . ?
C28 H28 0.9300 . ?
C28 C29 1.3873(19) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C30 H30 0.9300 . ?
C30 C29 1.387(2) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C29 H29 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
C18 O19 C20 119.51(9) . . ?
C12 O13 C14 116.26(9) . . ?
C17 N16 C11 122.46(10) . . ?
C7 N10 H10 117.8(12) . . ?
C18 N10 C7 119.09(10) . . ?
C18 N10 H10 119.1(12) . . ?
C1 N9 C26 124.36(10) . . ?
C8 N9 C1 111.43(9) . . ?
C8 N9 C26 124.13(10) . . ?
N10 C7 C6 112.89(9) . . ?
N10 C7 C8 112.59(9) . . ?
N10 C7 C11 109.63(9) . . ?
C6 C7 C8 101.76(9) . . ?
C6 C7 C11 111.69(9) . . ?
C8 C7 C11 108.01(9) . . ?
C6 C1 N9 110.12(10) . . ?
C2 C1 N9 127.87(11) . . ?
C2 C1 C6 121.92(11) . . ?
O24 C18 O19 126.25(10) . . ?
O24 C18 N10 123.90(10) . . ?
O19 C18 N10 109.84(10) . . ?
C1 C6 C7 108.34(10) . . ?
C5 C6 C7 131.35(11) . . ?
C5 C6 C1 120.23(11) . . ?
N16 C17 C39 127.64(10) . . ?
N16 C17 C27 116.89(10) . . ?
C27 C17 C39 115.45(9) . . ?
O25 C8 N9 126.52(11) . . ?
O25 C8 C7 125.63(10) . . ?
N9 C8 C7 107.75(9) . . ?
C44 C39 C17 121.71(10) . . ?
C40 C39 C17 119.03(10) . . ?
C40 C39 C44 119.21(11) . . ?
N16 C11 C7 103.99(8) . . ?
N16 C11 C12 108.53(9) . . ?
N16 C11 C45 111.96(9) . . ?
C12 C11 C7 107.16(9) . . ?
C45 C11 C7 107.71(9) . . ?
C45 C11 C12 116.62(9) . . ?
O15 C12 O13 123.84(11) . . ?
O15 C12 C11 121.55(10) . . ?
O13 C12 C11 114.60(9) . . ?
C32 C27 C17 120.22(10) . . ?
C28 C27 C17 121.05(10) . . ?
C28 C27 C32 118.72(11) . . ?
C45 C46 H46 119.7 . . ?
C47 C46 H46 119.7 . . ?
C47 C46 C45 120.59(11) . . ?
C39 C44 H44 119.9 . . ?
C43 C44 C39 120.15(11) . . ?
C43 C44 H44 119.9 . . ?
C27 C32 H32 119.7 . . ?
C31 C32 C27 120.54(11) . . ?
C31 C32 H32 119.7 . . ?
C45 C50 H50 119.6 . . ?
C49 C50 H50 119.6 . . ?
C49 C50 C45 120.85(11) . . ?
C6 C5 H5 120.8 . . ?
C6 C5 C4 118.45(11) . . ?
C4 C5 H5 120.8 . . ?
C46 C45 C11 122.69(10) . . ?
C50 C45 C11 119.11(10) . . ?
C50 C45 C46 118.06(10) . . ?
C1 C2 H2 121.2 . . ?
C1 C2 C3 117.55(11) . . ?
C3 C2 H2 121.2 . . ?
C50 C49 H49 119.8 . . ?
C48 C49 C50 120.49(12) . . ?
C48 C49 H49 119.8 . . ?
O19 C20 C21 111.21(10) . . ?
O19 C20 C23 102.10(9) . . ?
O19 C20 C22 109.26(9) . . ?
C23 C20 C21 109.80(10) . . ?
C23 C20 C22 111.05(11) . . ?
C22 C20 C21 112.90(11) . . ?
C38 C33 C14 121.10(11) . . ?
C34 C33 C14 120.09(11) . . ?
C34 C33 C38 118.74(12) . . ?
C44 C43 H43 119.9 . . ?
C42 C43 C44 120.27(11) . . ?
C42 C43 H43 119.9 . . ?
C49 C48 H48 120.4 . . ?
C49 C48 C47 119.17(11) . . ?
C47 C48 H48 120.4 . . ?
C43 C42 H42 120.1 . . ?
C41 C42 C43 119.83(11) . . ?
C41 C42 H42 120.1 . . ?
C2 C3 H3 119.4 . . ?
C4 C3 C2 121.18(12) . . ?
C4 C3 H3 119.4 . . ?
C46 C47 H47 119.6 . . ?
C48 C47 C46 120.78(12) . . ?
C48 C47 H47 119.6 . . ?
O13 C14 C33 107.25(9) . . ?
O13 C14 H14A 110.3 . . ?
O13 C14 H14B 110.3 . . ?
C33 C14 H14A 110.3 . . ?
C33 C14 H14B 110.3 . . ?
H14A C14 H14B 108.5 . . ?
C39 C40 H40 119.9 . . ?
C41 C40 C39 120.30(12) . . ?
C41 C40 H40 119.9 . . ?
C33 C38 H38 119.7 . . ?
C37 C38 C33 120.58(12) . . ?
C37 C38 H38 119.7 . . ?
C42 C41 C40 120.18(12) . . ?
C42 C41 H41 119.9 . . ?
C40 C41 H41 119.9 . . ?
C5 C4 H4 119.7 . . ?
C3 C4 C5 120.66(12) . . ?
C3 C4 H4 119.7 . . ?
C37 C36 H36 120.2 . . ?
C35 C36 H36 120.2 . . ?
C35 C36 C37 119.69(12) . . ?
C38 C37 C36 120.18(12) . . ?
C38 C37 H37 119.9 . . ?
C36 C37 H37 119.9 . . ?
N9 C26 H26A 109.5 . . ?
N9 C26 H26B 109.5 . . ?
N9 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C32 C31 H31 119.9 . . ?
C30 C31 C32 120.27(12) . . ?
C30 C31 H31 119.9 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C33 C34 H34 119.6 . . ?
C35 C34 C33 120.75(12) . . ?
C35 C34 H34 119.6 . . ?
C36 C35 C34 120.03(12) . . ?
C36 C35 H35 120.0 . . ?
C34 C35 H35 120.0 . . ?
C27 C28 H28 119.7 . . ?
C29 C28 C27 120.54(12) . . ?
C29 C28 H28 119.7 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C31 C30 H30 120.1 . . ?
C31 C30 C29 119.72(12) . . ?
C29 C30 H30 120.1 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C28 C29 H29 119.9 . . ?
C30 C29 C28 120.21(13) . . ?
C30 C29 H29 119.9 . . ?

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
N16 C17 C39 C44 68.40(17) . . . . ?
N16 C17 C39 C40 -114.32(14) . . . . ?
N16 C17 C27 C32 27.37(16) . . . . ?
N16 C17 C27 C28 -153.58(12) . . . . ?
N16 C11 C12 O15 46.14(14) . . . . ?
N16 C11 C12 O13 -132.79(10) . . . . ?
N16 C11 C45 C46 167.58(10) . . . . ?
N16 C11 C45 C50 -16.82(14) . . . . ?
N10 C7 C6 C1 -126.67(10) . . . . ?
N10 C7 C6 C5 49.99(16) . . . . ?
N10 C7 C8 O25 -54.67(15) . . . . ?
N10 C7 C8 N9 128.83(10) . . . . ?
N10 C7 C11 N16 -58.40(11) . . . . ?
N10 C7 C11 C12 56.42(11) . . . . ?
N10 C7 C11 C45 -177.36(9) . . . . ?
N9 C1 C6 C7 2.03(12) . . . . ?
N9 C1 C6 C5 -175.07(10) . . . . ?
N9 C1 C2 C3 174.73(11) . . . . ?
C7 N10 C18 O24 -2.10(18) . . . . ?
C7 N10 C18 O19 179.22(10) . . . . ?
C7 C6 C5 C4 -177.28(11) . . . . ?
C7 C11 C12 O15 -65.61(13) . . . . ?
C7 C11 C12 O13 115.46(10) . . . . ?
C7 C11 C45 C46 -78.69(13) . . . . ?
C7 C11 C45 C50 96.91(12) . . . . ?
C1 N9 C8 O25 176.47(11) . . . . ?
C1 N9 C8 C7 -7.08(12) . . . . ?
C1 C6 C5 C4 -0.95(16) . . . . ?
C1 C2 C3 C4 0.54(18) . . . . ?
C18 O19 C20 C21 -60.00(13) . . . . ?
C18 O19 C20 C23 -177.05(10) . . . . ?
C18 O19 C20 C22 65.30(13) . . . . ?
C18 N10 C7 C6 64.79(13) . . . . ?
C18 N10 C7 C8 -49.74(14) . . . . ?
C18 N10 C7 C11 -170.00(10) . . . . ?
C6 C7 C8 O25 -175.80(11) . . . . ?
C6 C7 C8 N9 7.71(11) . . . . ?
C6 C7 C11 N16 67.50(11) . . . . ?
C6 C7 C11 C12 -177.68(9) . . . . ?
C6 C7 C11 C45 -51.46(12) . . . . ?
C6 C1 C2 C3 -1.64(17) . . . . ?
C6 C5 C4 C3 -0.12(17) . . . . ?
C17 N16 C11 C7 162.44(10) . . . . ?
C17 N16 C11 C12 48.60(13) . . . . ?
C17 N16 C11 C45 -81.55(13) . . . . ?
C17 C39 C44 C43 178.11(11) . . . . ?
C17 C39 C40 C41 -179.69(11) . . . . ?
C17 C27 C32 C31 178.58(11) . . . . ?
C17 C27 C28 C29 -179.06(13) . . . . ?
C8 N9 C1 C6 3.35(13) . . . . ?
C8 N9 C1 C2 -173.37(11) . . . . ?
C8 C7 C6 C1 -5.76(11) . . . . ?
C8 C7 C6 C5 170.90(11) . . . . ?
C8 C7 C11 N16 178.59(8) . . . . ?
C8 C7 C11 C12 -66.59(11) . . . . ?
C8 C7 C11 C45 59.63(11) . . . . ?
C39 C17 C27 C32 -151.12(11) . . . . ?
C39 C17 C27 C28 27.92(16) . . . . ?
C39 C44 C43 C42 1.14(18) . . . . ?
C39 C40 C41 C42 1.89(19) . . . . ?
C11 N16 C17 C39 3.54(18) . . . . ?
C11 N16 C17 C27 -174.75(9) . . . . ?
C11 C7 C6 C1 109.24(10) . . . . ?
C11 C7 C6 C5 -74.10(15) . . . . ?
C11 C7 C8 O25 66.52(14) . . . . ?
C11 C7 C8 N9 -109.98(10) . . . . ?
C12 O13 C14 C33 -174.82(9) . . . . ?
C12 C11 C45 C46 41.75(15) . . . . ?
C12 C11 C45 C50 -142.65(10) . . . . ?
C27 C17 C39 C44 -113.29(12) . . . . ?
C27 C17 C39 C40 63.99(14) . . . . ?
C27 C32 C31 C30 0.22(19) . . . . ?
C27 C28 C29 C30 0.8(2) . . . . ?
C44 C39 C40 C41 -2.34(18) . . . . ?
C44 C43 C42 C41 -1.61(19) . . . . ?
C32 C27 C28 C29 0.0(2) . . . . ?
C32 C31 C30 C29 0.5(2) . . . . ?
C50 C49 C48 C47 0.62(18) . . . . ?
C45 C11 C12 O15 173.67(10) . . . . ?
C45 C11 C12 O13 -5.26(14) . . . . ?
C45 C46 C47 C48 -0.33(18) . . . . ?
C45 C50 C49 C48 1.49(18) . . . . ?
C2 C1 C6 C7 178.98(10) . . . . ?
C2 C1 C6 C5 1.88(17) . . . . ?
C2 C3 C4 C5 0.33(19) . . . . ?
C49 C50 C45 C11 -178.76(10) . . . . ?
C49 C50 C45 C46 -2.95(17) . . . . ?
C49 C48 C47 C46 -1.19(19) . . . . ?
C20 O19 C18 O24 7.53(17) . . . . ?
C20 O19 C18 N10 -173.83(10) . . . . ?
C33 C38 C37 C36 0.36(19) . . . . ?
C33 C34 C35 C36 0.43(19) . . . . ?
C43 C42 C41 C40 0.10(19) . . . . ?
C47 C46 C45 C11 178.02(10) . . . . ?
C47 C46 C45 C50 2.38(17) . . . . ?
C14 O13 C12 O15 3.36(16) . . . . ?
C14 O13 C12 C11 -177.73(9) . . . . ?
C14 C33 C38 C37 175.46(12) . . . . ?
C14 C33 C34 C35 -175.89(12) . . . . ?
C40 C39 C44 C43 0.83(17) . . . . ?
C38 C33 C14 O13 31.41(15) . . . . ?
C38 C33 C34 C35 1.17(18) . . . . ?
C37 C36 C35 C34 -1.65(19) . . . . ?
C26 N9 C1 C6 -179.68(10) . . . . ?
C26 N9 C1 C2 3.60(18) . . . . ?
C26 N9 C8 O25 -0.51(18) . . . . ?
C26 N9 C8 C7 175.94(10) . . . . ?
C31 C30 C29 C28 -1.0(2) . . . . ?
C34 C33 C14 O13 -151.61(11) . . . . ?
C34 C33 C38 C37 -1.56(18) . . . . ?
C35 C36 C37 C38 1.26(19) . . . . ?
C28 C27 C32 C31 -0.48(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 1.280
_oxdiff_exptl_absorpt_empirical_full_min 0.844
