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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_221209yfc81_1_0m
_database_code_depnum_ccdc_archive 'CCDC 2292416'
loop_
_audit_author_name
_audit_author_address
'Fuchao Yu'
;Kunming University of Science and Technology
China
;
_audit_update_record             
;
2023-11-13 deposited with the CCDC.	2023-12-05 downloaded from the CCDC.
;
_audit_creation_date             2023-11-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H23 N3 O'
_chemical_formula_sum            'C24 H23 N3 O'
_chemical_formula_weight         369.45
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   6.459(3)
_cell_length_b                   26.872(12)
_cell_length_c                   13.342(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.252(9)
_cell_angle_gamma                90
_cell_volume                     2291.7(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1170
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      20.02
_cell_measurement_theta_min      2.75
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.987
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5057
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1340 before and 0.0484 after correction.
The Ratio of minimum to maximum transmission is 0.6782.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.071
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0922
_diffrn_reflns_av_unetI/netI     0.1146
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11541
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         3.178
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1674
_reflns_number_total             4024
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.246
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.917
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     256
_refine_ls_number_reflns         4024
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1607
_refine_ls_R_factor_gt           0.0755
_refine_ls_restrained_S_all      0.917
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1208P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1935
_refine_ls_wR_factor_ref         0.2423
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C4(H4A,H4B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C8(H8), C9(H9), C10(H10), C11(H11), C17(H17), C18(H18), C19(H19),
 C20(H20), C21(H21)
2.c Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.5363(5) 0.21747(11) 0.21752(17) 0.0767(9) Uani 1 1 d . . . . .
N1 N 0.4920(5) 0.31379(13) 0.5083(2) 0.0604(10) Uani 1 1 d . . . . .
H1 H 0.521271 0.312122 0.573190 0.073 Uiso 1 1 calc R U . . .
N2 N 0.5356(5) 0.37563(13) 0.3834(2) 0.0597(9) Uani 1 1 d . . . . .
N3 N 0.4757(6) 0.42357(14) 0.3586(2) 0.0681(10) Uani 1 1 d . . . . .
C1 C 0.4857(6) 0.26970(15) 0.4556(3) 0.0528(10) Uani 1 1 d . . . . .
C2 C 0.3851(7) 0.22809(15) 0.5038(3) 0.0651(12) Uani 1 1 d . . . . .
H2A H 0.235026 0.233353 0.493360 0.078 Uiso 1 1 calc R U . . .
H2B H 0.432044 0.228980 0.576133 0.078 Uiso 1 1 calc R U . . .
C3 C 0.4296(7) 0.17695(15) 0.4646(3) 0.0605(11) Uani 1 1 d . . . . .
C4 C 0.3864(7) 0.18051(15) 0.3487(3) 0.0655(12) Uani 1 1 d . . . . .
H4A H 0.423710 0.149108 0.320246 0.079 Uiso 1 1 calc R U . . .
H4B H 0.237542 0.185513 0.328330 0.079 Uiso 1 1 calc R U . . .
C5 C 0.5022(6) 0.22135(16) 0.3053(3) 0.0569(11) Uani 1 1 d . . . . .
C6 C 0.5600(6) 0.26569(14) 0.3651(3) 0.0547(10) Uani 1 1 d . . . . .
C7 C 0.7096(6) 0.30163(18) 0.3301(3) 0.0563(11) Uani 1 1 d . . . . .
C8 C 0.8813(7) 0.2830(2) 0.2884(3) 0.0758(13) Uani 1 1 d . . . . .
H8 H 0.897115 0.248752 0.283605 0.091 Uiso 1 1 calc R U . . .
C9 C 1.0262(8) 0.3133(3) 0.2545(3) 0.0892(17) Uani 1 1 d . . . . .
H9 H 1.139059 0.299537 0.228165 0.107 Uiso 1 1 calc R U . . .
C10 C 1.0059(8) 0.3636(3) 0.2591(3) 0.0920(17) Uani 1 1 d . . . . .
H10 H 1.101530 0.384069 0.233343 0.110 Uiso 1 1 calc R U . . .
C11 C 0.8433(7) 0.3843(2) 0.3020(3) 0.0784(14) Uani 1 1 d . . . . .
H11 H 0.830950 0.418617 0.307383 0.094 Uiso 1 1 calc R U . . .
C12 C 0.6984(6) 0.35266(19) 0.3371(3) 0.0598(11) Uani 1 1 d . . . . .
C13 C 0.4557(7) 0.36021(17) 0.4666(3) 0.0563(11) Uani 1 1 d . . . . .
C14 C 0.3356(7) 0.39808(17) 0.4964(3) 0.0625(12) Uani 1 1 d . . . . .
C15 C 0.3541(7) 0.43648(17) 0.4260(3) 0.0672(12) Uani 1 1 d . . . . .
C16 C 0.2077(7) 0.39707(17) 0.5795(3) 0.0642(12) Uani 1 1 d . . . . .
C17 C 0.2313(8) 0.43269(18) 0.6555(3) 0.0875(15) Uani 1 1 d . . . . .
H17 H 0.331298 0.457547 0.654940 0.105 Uiso 1 1 calc R U . . .
C18 C 0.1095(12) 0.4317(2) 0.7311(4) 0.114(2) Uani 1 1 d . . . . .
H18 H 0.129048 0.455513 0.782236 0.137 Uiso 1 1 calc R U . . .
C19 C -0.0399(11) 0.3963(3) 0.7323(5) 0.113(2) Uani 1 1 d . . . . .
H19 H -0.123583 0.396471 0.783531 0.136 Uiso 1 1 calc R U . . .
C20 C -0.0686(8) 0.3606(3) 0.6595(5) 0.1025(19) Uani 1 1 d . . . . .
H20 H -0.170732 0.336300 0.660903 0.123 Uiso 1 1 calc R U . . .
C21 C 0.0576(7) 0.36073(19) 0.5822(3) 0.0779(14) Uani 1 1 d . . . . .
H21 H 0.040050 0.336208 0.532568 0.093 Uiso 1 1 calc R U . . .
C22 C 0.2845(9) 0.13809(17) 0.5029(3) 0.0944(17) Uani 1 1 d . . . . .
H22A H 0.141720 0.145724 0.476686 0.142 Uiso 1 1 calc R U . . .
H22B H 0.302229 0.138697 0.575546 0.142 Uiso 1 1 calc R U . . .
H22C H 0.318850 0.105610 0.480252 0.142 Uiso 1 1 calc R U . . .
C23 C 0.6568(8) 0.1626(2) 0.4995(4) 0.0948(16) Uani 1 1 d . . . . .
H23A H 0.683721 0.130359 0.473164 0.142 Uiso 1 1 calc R U . . .
H23B H 0.682386 0.161691 0.572187 0.142 Uiso 1 1 calc R U . . .
H23C H 0.747483 0.186679 0.475215 0.142 Uiso 1 1 calc R U . . .
C24 C 0.2475(9) 0.48595(18) 0.4188(4) 0.0902(15) Uani 1 1 d . . . . .
H24A H 0.279549 0.503299 0.360065 0.135 Uiso 1 1 calc R U . . .
H24B H 0.295509 0.505111 0.478372 0.135 Uiso 1 1 calc R U . . .
H24C H 0.099013 0.481219 0.413454 0.135 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C5 1.226(4) . ?
N1 H1 0.8600 . ?
N1 C1 1.375(4) . ?
N1 C13 1.373(5) . ?
N2 N3 1.372(4) . ?
N2 C12 1.433(5) . ?
N2 C13 1.354(4) . ?
N3 C15 1.322(5) . ?
C1 C2 1.485(5) . ?
C1 C6 1.366(5) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.512(5) . ?
C3 C4 1.534(5) . ?
C3 C22 1.538(6) . ?
C3 C23 1.525(6) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.491(5) . ?
C5 C6 1.453(5) . ?
C6 C7 1.488(5) . ?
C7 C8 1.403(6) . ?
C7 C12 1.377(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.365(6) . ?
C9 H9 0.9300 . ?
C9 C10 1.358(7) . ?
C10 H10 0.9300 . ?
C10 C11 1.383(7) . ?
C11 H11 0.9300 . ?
C11 C12 1.394(6) . ?
C13 C14 1.372(5) . ?
C14 C15 1.411(5) . ?
C14 C16 1.476(5) . ?
C15 C24 1.494(6) . ?
C16 C17 1.386(5) . ?
C16 C21 1.380(6) . ?
C17 H17 0.9300 . ?
C17 C18 1.366(7) . ?
C18 H18 0.9300 . ?
C18 C19 1.357(8) . ?
C19 H19 0.9300 . ?
C19 C20 1.359(8) . ?
C20 H20 0.9300 . ?
C20 C21 1.403(7) . ?
C21 H21 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 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
C1 N1 H1 117.1 . . ?
C13 N1 H1 117.1 . . ?
C13 N1 C1 125.8(3) . . ?
N3 N2 C12 120.0(3) . . ?
C13 N2 N3 110.9(3) . . ?
C13 N2 C12 127.6(4) . . ?
C15 N3 N2 104.9(3) . . ?
N1 C1 C2 114.2(3) . . ?
C6 C1 N1 122.1(4) . . ?
C6 C1 C2 123.6(4) . . ?
C1 C2 H2A 108.6 . . ?
C1 C2 H2B 108.6 . . ?
C1 C2 C3 114.8(3) . . ?
H2A C2 H2B 107.6 . . ?
C3 C2 H2A 108.6 . . ?
C3 C2 H2B 108.6 . . ?
C2 C3 C4 106.0(3) . . ?
C2 C3 C22 110.3(4) . . ?
C2 C3 C23 110.3(4) . . ?
C4 C3 C22 110.2(3) . . ?
C23 C3 C4 110.6(4) . . ?
C23 C3 C22 109.4(4) . . ?
C3 C4 H4A 108.7 . . ?
C3 C4 H4B 108.7 . . ?
H4A C4 H4B 107.6 . . ?
C5 C4 C3 114.1(3) . . ?
C5 C4 H4A 108.7 . . ?
C5 C4 H4B 108.7 . . ?
O1 C5 C4 118.5(4) . . ?
O1 C5 C6 121.8(4) . . ?
C6 C5 C4 119.6(3) . . ?
C1 C6 C5 117.1(4) . . ?
C1 C6 C7 123.6(4) . . ?
C5 C6 C7 119.1(3) . . ?
C8 C7 C6 118.7(4) . . ?
C12 C7 C6 125.6(4) . . ?
C12 C7 C8 115.7(4) . . ?
C7 C8 H8 118.7 . . ?
C9 C8 C7 122.5(5) . . ?
C9 C8 H8 118.7 . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.1(5) . . ?
C10 C9 H9 119.9 . . ?
C9 C10 H10 119.9 . . ?
C9 C10 C11 120.2(5) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 H11 120.7 . . ?
C10 C11 C12 118.7(5) . . ?
C12 C11 H11 120.7 . . ?
C7 C12 N2 120.5(4) . . ?
C7 C12 C11 122.6(4) . . ?
C11 C12 N2 116.8(4) . . ?
N2 C13 N1 123.2(4) . . ?
N2 C13 C14 108.0(4) . . ?
C14 C13 N1 128.8(3) . . ?
C13 C14 C15 104.1(4) . . ?
C13 C14 C16 127.2(4) . . ?
C15 C14 C16 128.6(4) . . ?
N3 C15 C14 112.1(4) . . ?
N3 C15 C24 120.2(4) . . ?
C14 C15 C24 127.7(4) . . ?
C17 C16 C14 121.5(4) . . ?
C21 C16 C14 120.3(4) . . ?
C21 C16 C17 118.2(4) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 C16 120.8(5) . . ?
C18 C17 H17 119.6 . . ?
C17 C18 H18 119.7 . . ?
C19 C18 C17 120.5(6) . . ?
C19 C18 H18 119.7 . . ?
C18 C19 H19 119.6 . . ?
C18 C19 C20 120.7(6) . . ?
C20 C19 H19 119.6 . . ?
C19 C20 H20 120.4 . . ?
C19 C20 C21 119.3(6) . . ?
C21 C20 H20 120.4 . . ?
C16 C21 C20 120.4(5) . . ?
C16 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C3 C22 H22A 109.5 . . ?
C3 C22 H22B 109.5 . . ?
C3 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C3 C23 H23A 109.5 . . ?
C3 C23 H23B 109.5 . . ?
C3 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C15 C24 H24A 109.5 . . ?
C15 C24 H24B 109.5 . . ?
C15 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C5 C6 C1 169.7(4) . . . . ?
O1 C5 C6 C7 -15.6(6) . . . . ?
N1 C1 C2 C3 -163.6(3) . . . . ?
N1 C1 C6 C5 -166.0(3) . . . . ?
N1 C1 C6 C7 19.5(6) . . . . ?
N1 C13 C14 C15 -179.6(4) . . . . ?
N1 C13 C14 C16 -2.8(7) . . . . ?
N2 N3 C15 C14 1.1(5) . . . . ?
N2 N3 C15 C24 -176.2(4) . . . . ?
N2 C13 C14 C15 -0.8(4) . . . . ?
N2 C13 C14 C16 176.0(4) . . . . ?
N3 N2 C12 C7 -155.8(3) . . . . ?
N3 N2 C12 C11 25.2(5) . . . . ?
N3 N2 C13 N1 -179.6(3) . . . . ?
N3 N2 C13 C14 1.6(4) . . . . ?
C1 N1 C13 N2 -44.0(6) . . . . ?
C1 N1 C13 C14 134.6(4) . . . . ?
C1 C2 C3 C4 -49.2(5) . . . . ?
C1 C2 C3 C22 -168.5(3) . . . . ?
C1 C2 C3 C23 70.5(4) . . . . ?
C1 C6 C7 C8 134.5(4) . . . . ?
C1 C6 C7 C12 -43.8(6) . . . . ?
C2 C1 C6 C5 11.7(6) . . . . ?
C2 C1 C6 C7 -162.7(4) . . . . ?
C2 C3 C4 C5 53.9(5) . . . . ?
C3 C4 C5 O1 155.5(4) . . . . ?
C3 C4 C5 C6 -28.2(5) . . . . ?
C4 C5 C6 C1 -6.4(5) . . . . ?
C4 C5 C6 C7 168.3(3) . . . . ?
C5 C6 C7 C8 -39.9(5) . . . . ?
C5 C6 C7 C12 141.9(4) . . . . ?
C6 C1 C2 C3 18.5(6) . . . . ?
C6 C7 C8 C9 -179.9(4) . . . . ?
C6 C7 C12 N2 1.6(6) . . . . ?
C6 C7 C12 C11 -179.5(3) . . . . ?
C7 C8 C9 C10 -0.9(7) . . . . ?
C8 C7 C12 N2 -176.7(3) . . . . ?
C8 C7 C12 C11 2.2(5) . . . . ?
C8 C9 C10 C11 2.7(7) . . . . ?
C9 C10 C11 C12 -2.0(7) . . . . ?
C10 C11 C12 N2 178.5(4) . . . . ?
C10 C11 C12 C7 -0.5(6) . . . . ?
C12 N2 N3 C15 -169.0(3) . . . . ?
C12 N2 C13 N1 -13.5(6) . . . . ?
C12 N2 C13 C14 167.7(4) . . . . ?
C12 C7 C8 C9 -1.5(6) . . . . ?
C13 N1 C1 C2 -139.2(4) . . . . ?
C13 N1 C1 C6 38.7(6) . . . . ?
C13 N2 N3 C15 -1.7(4) . . . . ?
C13 N2 C12 C7 39.2(5) . . . . ?
C13 N2 C12 C11 -139.8(4) . . . . ?
C13 C14 C15 N3 -0.2(5) . . . . ?
C13 C14 C15 C24 176.8(4) . . . . ?
C13 C14 C16 C17 126.1(5) . . . . ?
C13 C14 C16 C21 -55.1(6) . . . . ?
C14 C16 C17 C18 179.0(5) . . . . ?
C14 C16 C21 C20 -178.0(4) . . . . ?
C15 C14 C16 C17 -57.8(6) . . . . ?
C15 C14 C16 C21 120.9(5) . . . . ?
C16 C14 C15 N3 -177.0(4) . . . . ?
C16 C14 C15 C24 0.1(7) . . . . ?
C16 C17 C18 C19 -1.2(9) . . . . ?
C17 C16 C21 C20 0.8(7) . . . . ?
C17 C18 C19 C20 1.3(9) . . . . ?
C18 C19 C20 C21 -0.3(9) . . . . ?
C19 C20 C21 C16 -0.7(8) . . . . ?
C21 C16 C17 C18 0.2(7) . . . . ?
C22 C3 C4 C5 173.3(4) . . . . ?
C23 C3 C4 C5 -65.6(5) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.062 0.000 0.500 208.0 80.7 ?
2 -0.084 0.245 0.072 10.4 0.0 ?
3 -0.084 0.255 0.572 10.4 0.0 ?
4 -0.232 0.500 0.000 208.0 79.8 ?
5 0.084 0.745 0.428 10.4 0.0 ?
6 0.084 0.755 0.928 10.4 0.0 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_230611yfc_0m
_database_code_depnum_ccdc_archive 'CCDC 2292417'
loop_
_audit_author_name
_audit_author_address
'Fuchao Yu'
;Kunming University of Sciebce and Technology
China
;
_audit_update_record             
;
2023-09-02 deposited with the CCDC.	2023-12-05 downloaded from the CCDC.
;
_audit_creation_date             2023-06-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H32 Br N3 O3 S, C H4 O'
_chemical_formula_sum            'C33 H36 Br N3 O4 S'
_chemical_formula_weight         650.62
_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'
S S 0.1246 0.1234 '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                   9.915(3)
_cell_length_b                   13.033(4)
_cell_length_c                   14.176(4)
_cell_angle_alpha                113.225(5)
_cell_angle_beta                 97.316(5)
_cell_angle_gamma                101.109(6)
_cell_volume                     1609.4(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2231
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      24.32
_cell_measurement_theta_min      2.37
_shelx_estimated_absorpt_T_max   0.874
_shelx_estimated_absorpt_T_min   0.770
_exptl_absorpt_coefficient_mu    1.382
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6136
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0582 before and 0.0272 after correction.
The Ratio of minimum to maximum transmission is 0.8230.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             676
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0209
_diffrn_reflns_av_unetI/netI     0.0611
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.944
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9823
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.603
_diffrn_reflns_theta_min         2.721
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4176
_reflns_number_total             7049
_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       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.775
_refine_diff_density_min         -0.838
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     387
_refine_ls_number_reflns         7049
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1135
_refine_ls_R_factor_gt           0.0604
_refine_ls_restrained_S_all      1.009
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0734P)²+1.1257P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1434
_refine_ls_wR_factor_ref         0.1691
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00I(H00A,H00B), C00R(H00C,H00D), C00S(H00E,H00F), C013(H01G,H01H)
2.b Aromatic/amide H refined with riding coordinates:
 N007(H007), C00L(H00L), C00O(H00O), C00P(H00P), C00T(H00T), C00W(H00W),
 C00Z(H00Z), C012(H012)
2.c Idealised Me refined as rotating group:
 C00V(H00G,H00H,H00I), C010(H01A,H01B,H01C), C011(H01D,H01E,H01F), C014(H01I,
 H01J,H01K), C015(H01L,H01M,H01N), C016(H01O,H01P,H01Q)
2.d Idealised tetrahedral OH refined as rotating group:
 O003(H003), O00U(H00U)
;
_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
Br00 Br 0.68845(8) 0.91441(6) 1.13543(5) 0.1168(3) Uani 1 1 d . . . . .
S002 S 0.32160(9) 0.54116(7) 0.67676(8) 0.0468(3) Uani 1 1 d . . . . .
O003 O 0.5916(2) -0.04162(17) 0.41018(18) 0.0388(5) Uani 1 1 d . . . . .
H003 H 0.559967 -0.108430 0.401530 0.058 Uiso 1 1 calc R U . . .
O004 O 0.4137(3) 0.25433(19) 0.3826(2) 0.0503(7) Uani 1 1 d . . . . .
O005 O 1.0185(3) 0.4519(2) 0.79242(19) 0.0490(6) Uani 1 1 d . . . . .
N006 N 0.4566(3) 0.2583(2) 0.6086(2) 0.0321(6) Uani 1 1 d . . . . .
N007 N 0.6339(3) 0.5300(2) 0.6234(2) 0.0320(6) Uani 1 1 d . . . . .
H007 H 0.617479 0.565109 0.584774 0.038 Uiso 1 1 calc R U . . .
N008 N 0.5633(3) 0.3329(2) 0.5963(2) 0.0291(6) Uani 1 1 d . . . . .
C009 C 0.7627(3) 0.5646(2) 0.6957(2) 0.0288(7) Uani 1 1 d . . . . .
C00A C 0.5348(3) 0.4360(2) 0.6179(2) 0.0284(7) Uani 1 1 d . . . . .
C00B C 0.3615(3) 0.3169(3) 0.6382(3) 0.0346(7) Uani 1 1 d . . . . .
C00C C 0.6777(3) 0.2978(2) 0.5518(2) 0.0270(6) Uani 1 1 d . . . . .
C00D C 0.6531(3) 0.1936(2) 0.4610(2) 0.0296(7) Uani 1 1 d . . . . .
C00E C 0.8384(3) 0.4877(2) 0.6934(2) 0.0308(7) Uani 1 1 d . . . . .
C00F C 0.5115(3) 0.1127(2) 0.4045(2) 0.0312(7) Uani 1 1 d . . . . .
C00G C 0.8110(3) 0.3730(2) 0.6021(2) 0.0305(7) Uani 1 1 d . . . . .
C00H C 0.4057(3) 0.4292(3) 0.6437(3) 0.0346(7) Uani 1 1 d . . . . .
C00I C 0.8042(3) 0.6878(3) 0.7748(3) 0.0379(8) Uani 1 1 d . . . . .
H00A H 0.745234 0.696827 0.825524 0.045 Uiso 1 1 calc R U . . .
H00B H 0.786142 0.735587 0.739214 0.045 Uiso 1 1 calc R U . . .
C00J C 0.9558(3) 0.5211(3) 0.7841(3) 0.0353(7) Uani 1 1 d . . . . .
C00K C 0.4872(3) -0.0023(2) 0.3812(2) 0.0311(7) Uani 1 1 d . . . . .
C00L C 0.7710(4) 0.1664(3) 0.4242(3) 0.0400(8) Uani 1 1 d . . . . .
H00L H 0.759280 0.097517 0.364998 0.048 Uiso 1 1 calc R U . . .
C00M C 0.4250(3) 0.6400(3) 0.8044(3) 0.0411(8) Uani 1 1 d . . . . .
C00N C 0.9583(4) 0.7320(3) 0.8337(3) 0.0390(8) Uani 1 1 d . . . . .
C00O C 0.9252(3) 0.3419(3) 0.5609(3) 0.0406(8) Uani 1 1 d . . . . .
H00O H 1.015615 0.391025 0.592712 0.049 Uiso 1 1 calc R U . . .
C00P C 0.9053(4) 0.2391(3) 0.4735(3) 0.0443(9) Uani 1 1 d . . . . .
H00P H 0.982332 0.218513 0.447478 0.053 Uiso 1 1 calc R U . . .
C00Q C 0.3961(4) 0.1552(3) 0.3742(3) 0.0420(8) Uani 1 1 d . . . . .
C00R C 0.3482(4) -0.0897(3) 0.3253(3) 0.0430(8) Uani 1 1 d . . . . .
H00C H 0.308982 -0.112452 0.375619 0.052 Uiso 1 1 calc R U . . .
H00D H 0.364162 -0.157973 0.272100 0.052 Uiso 1 1 calc R U . . .
C00S C 0.9914(4) 0.6422(3) 0.8706(3) 0.0477(9) Uani 1 1 d . . . . .
H00E H 1.091130 0.665825 0.903225 0.057 Uiso 1 1 calc R U . . .
H00F H 0.939418 0.641524 0.923934 0.057 Uiso 1 1 calc R U . . .
C00T C 0.4464(4) 0.7575(3) 0.8309(3) 0.0517(10) Uani 1 1 d . . . . .
H00T H 0.408440 0.781690 0.782406 0.062 Uiso 1 1 calc R U . . .
O00U O 1.2134(5) 0.4602(4) 0.9641(4) 0.1125(14) Uani 1 1 d . . . . .
H00U H 1.152450 0.457761 0.917816 0.169 Uiso 1 1 calc R U . . .
C00V C 0.2335(4) 0.2649(3) 0.6651(4) 0.0544(10) Uani 1 1 d . . . . .
H00G H 0.160874 0.219491 0.602108 0.082 Uiso 1 1 calc R U . . .
H00H H 0.200840 0.325441 0.713145 0.082 Uiso 1 1 calc R U . . .
H00I H 0.256127 0.216250 0.697501 0.082 Uiso 1 1 calc R U . . .
C00W C 0.4839(4) 0.6058(3) 0.8766(3) 0.0571(10) Uani 1 1 d . . . . .
H00W H 0.469788 0.527239 0.859076 0.068 Uiso 1 1 calc R U . . .
C00X C 0.2406(4) -0.0496(3) 0.2729(3) 0.0558(11) Uani 1 1 d . . . . .
C00Y C 0.5812(5) 0.8018(4) 1.0004(3) 0.0648(12) Uani 1 1 d . . . . .
C00Z C 0.5241(5) 0.8379(3) 0.9292(4) 0.0640(12) Uani 1 1 d . . . . .
H00Z H 0.538062 0.916540 0.947337 0.077 Uiso 1 1 calc R U . . .
C010 C 1.0531(4) 0.7484(4) 0.7619(4) 0.0640(12) Uani 1 1 d . . . . .
H01A H 1.035153 0.676888 0.699992 0.096 Uiso 1 1 calc R U . . .
H01B H 1.150042 0.771199 0.798385 0.096 Uiso 1 1 calc R U . . .
H01C H 1.034061 0.807385 0.741929 0.096 Uiso 1 1 calc R U . . .
C011 C 0.9796(5) 0.8484(3) 0.9278(3) 0.0659(13) Uani 1 1 d . . . . .
H01D H 0.953974 0.902511 0.903386 0.099 Uiso 1 1 calc R U . . .
H01E H 1.076830 0.877375 0.964796 0.099 Uiso 1 1 calc R U . . .
H01F H 0.921393 0.838378 0.974366 0.099 Uiso 1 1 calc R U . . .
C012 C 0.5640(5) 0.6864(4) 0.9749(4) 0.0699(12) Uani 1 1 d . . . . .
H012 H 0.605250 0.662708 1.022655 0.084 Uiso 1 1 calc R U . . .
C013 C 0.2511(4) 0.0741(3) 0.3390(4) 0.0764(15) Uani 1 1 d . . . . .
H01G H 0.215795 0.079490 0.401089 0.092 Uiso 1 1 calc R U . . .
H01H H 0.189711 0.100223 0.299677 0.092 Uiso 1 1 calc R U . . .
C014 C 0.0961(5) -0.1301(4) 0.2388(5) 0.102(2) Uani 1 1 d . . . . .
H01I H 0.099671 -0.207476 0.196274 0.153 Uiso 1 1 calc R U . . .
H01J H 0.033855 -0.106612 0.198542 0.153 Uiso 1 1 calc R U . . .
H01K H 0.061874 -0.127972 0.299775 0.153 Uiso 1 1 calc R U . . .
C015 C 0.2838(6) -0.0550(5) 0.1686(4) 0.0967(18) Uani 1 1 d . . . . .
H01L H 0.379541 -0.009927 0.184949 0.145 Uiso 1 1 calc R U . . .
H01M H 0.222565 -0.024507 0.135120 0.145 Uiso 1 1 calc R U . . .
H01N H 0.275807 -0.134047 0.122011 0.145 Uiso 1 1 calc R U . . .
C016 C 1.2433(7) 0.5654(6) 1.0506(5) 0.1055(19) Uani 1 1 d . . . . .
H01O H 1.295202 0.624956 1.035242 0.158 Uiso 1 1 calc R U . . .
H01P H 1.298741 0.562390 1.109618 0.158 Uiso 1 1 calc R U . . .
H01Q H 1.156839 0.582288 1.067122 0.158 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
Br00 C00Y 1.900(4) . ?
S002 C00H 1.753(3) . ?
S002 C00M 1.779(4) . ?
O003 H003 0.8200 . ?
O003 C00K 1.329(3) . ?
O004 C00Q 1.225(4) . ?
O005 C00J 1.223(4) . ?
N006 N008 1.371(3) . ?
N006 C00B 1.332(4) . ?
N007 H007 0.8600 . ?
N007 C009 1.402(4) . ?
N007 C00A 1.383(4) . ?
N008 C00A 1.350(3) . ?
N008 C00C 1.432(4) . ?
C009 C00E 1.357(4) . ?
C009 C00I 1.488(4) . ?
C00A C00H 1.372(4) . ?
C00B C00H 1.412(4) . ?
C00B C00V 1.487(5) . ?
C00C C00D 1.404(4) . ?
C00C C00G 1.388(4) . ?
C00D C00F 1.484(4) . ?
C00D C00L 1.391(4) . ?
C00E C00G 1.487(4) . ?
C00E C00J 1.476(4) . ?
C00F C00K 1.364(4) . ?
C00F C00Q 1.452(4) . ?
C00G C00O 1.395(4) . ?
C00I H00A 0.9700 . ?
C00I H00B 0.9700 . ?
C00I C00N 1.523(4) . ?
C00J C00S 1.506(5) . ?
C00K C00R 1.493(4) . ?
C00L H00L 0.9300 . ?
C00L C00P 1.383(5) . ?
C00M C00T 1.390(5) . ?
C00M C00W 1.376(5) . ?
C00N C00S 1.528(5) . ?
C00N C010 1.518(5) . ?
C00N C011 1.527(5) . ?
C00O H00O 0.9300 . ?
C00O C00P 1.376(5) . ?
C00P H00P 0.9300 . ?
C00Q C013 1.499(5) . ?
C00R H00C 0.9700 . ?
C00R H00D 0.9700 . ?
C00R C00X 1.511(5) . ?
C00S H00E 0.9700 . ?
C00S H00F 0.9700 . ?
C00T H00T 0.9300 . ?
C00T C00Z 1.377(6) . ?
O00U H00U 0.8200 . ?
O00U C016 1.377(7) . ?
C00V H00G 0.9600 . ?
C00V H00H 0.9600 . ?
C00V H00I 0.9600 . ?
C00W H00W 0.9300 . ?
C00W C012 1.385(6) . ?
C00X C013 1.485(6) . ?
C00X C014 1.494(6) . ?
C00X C015 1.570(7) . ?
C00Y C00Z 1.376(6) . ?
C00Y C012 1.370(6) . ?
C00Z H00Z 0.9300 . ?
C010 H01A 0.9600 . ?
C010 H01B 0.9600 . ?
C010 H01C 0.9600 . ?
C011 H01D 0.9600 . ?
C011 H01E 0.9600 . ?
C011 H01F 0.9600 . ?
C012 H012 0.9300 . ?
C013 H01G 0.9700 . ?
C013 H01H 0.9700 . ?
C014 H01I 0.9600 . ?
C014 H01J 0.9600 . ?
C014 H01K 0.9600 . ?
C015 H01L 0.9600 . ?
C015 H01M 0.9600 . ?
C015 H01N 0.9600 . ?
C016 H01O 0.9600 . ?
C016 H01P 0.9600 . ?
C016 H01Q 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
C00H S002 C00M 101.91(15) . . ?
C00K O003 H003 109.5 . . ?
C00B N006 N008 105.6(2) . . ?
C009 N007 H007 122.0 . . ?
C00A N007 H007 122.0 . . ?
C00A N007 C009 116.0(2) . . ?
N006 N008 C00C 122.9(2) . . ?
C00A N008 N006 110.9(2) . . ?
C00A N008 C00C 125.6(3) . . ?
N007 C009 C00I 115.1(2) . . ?
C00E C009 N007 120.8(3) . . ?
C00E C009 C00I 124.1(3) . . ?
N008 C00A N007 121.6(3) . . ?
N008 C00A C00H 107.6(3) . . ?
C00H C00A N007 130.3(3) . . ?
N006 C00B C00H 110.5(3) . . ?
N006 C00B C00V 120.8(3) . . ?
C00H C00B C00V 128.6(3) . . ?
C00D C00C N008 120.8(3) . . ?
C00G C00C N008 116.2(2) . . ?
C00G C00C C00D 123.0(3) . . ?
C00C C00D C00F 124.1(3) . . ?
C00L C00D C00C 116.5(3) . . ?
C00L C00D C00F 119.3(3) . . ?
C009 C00E C00G 122.8(3) . . ?
C009 C00E C00J 118.4(3) . . ?
C00J C00E C00G 118.8(2) . . ?
C00K C00F C00D 120.8(3) . . ?
C00K C00F C00Q 119.0(3) . . ?
C00Q C00F C00D 120.3(3) . . ?
C00C C00G C00E 124.0(3) . . ?
C00C C00G C00O 117.9(3) . . ?
C00O C00G C00E 118.0(3) . . ?
C00A C00H S002 124.9(2) . . ?
C00A C00H C00B 105.3(3) . . ?
C00B C00H S002 129.8(3) . . ?
C009 C00I H00A 108.7 . . ?
C009 C00I H00B 108.7 . . ?
C009 C00I C00N 114.2(3) . . ?
H00A C00I H00B 107.6 . . ?
C00N C00I H00A 108.7 . . ?
C00N C00I H00B 108.7 . . ?
O005 C00J C00E 121.7(3) . . ?
O005 C00J C00S 120.2(3) . . ?
C00E C00J C00S 117.9(3) . . ?
O003 C00K C00F 119.4(3) . . ?
O003 C00K C00R 116.2(2) . . ?
C00F C00K C00R 124.5(3) . . ?
C00D C00L H00L 119.2 . . ?
C00P C00L C00D 121.7(3) . . ?
C00P C00L H00L 119.2 . . ?
C00T C00M S002 117.2(3) . . ?
C00W C00M S002 123.5(3) . . ?
C00W C00M C00T 119.3(4) . . ?
C00I C00N C00S 107.6(3) . . ?
C00I C00N C011 109.0(3) . . ?
C010 C00N C00I 110.2(3) . . ?
C010 C00N C00S 110.4(3) . . ?
C010 C00N C011 109.0(3) . . ?
C011 C00N C00S 110.7(3) . . ?
C00G C00O H00O 119.7 . . ?
C00P C00O C00G 120.6(3) . . ?
C00P C00O H00O 119.7 . . ?
C00L C00P H00P 119.9 . . ?
C00O C00P C00L 120.2(3) . . ?
C00O C00P H00P 119.9 . . ?
O004 C00Q C00F 122.3(3) . . ?
O004 C00Q C013 121.0(3) . . ?
C00F C00Q C013 116.5(3) . . ?
C00K C00R H00C 108.5 . . ?
C00K C00R H00D 108.5 . . ?
C00K C00R C00X 115.1(3) . . ?
H00C C00R H00D 107.5 . . ?
C00X C00R H00C 108.5 . . ?
C00X C00R H00D 108.5 . . ?
C00J C00S C00N 114.3(3) . . ?
C00J C00S H00E 108.7 . . ?
C00J C00S H00F 108.7 . . ?
C00N C00S H00E 108.7 . . ?
C00N C00S H00F 108.7 . . ?
H00E C00S H00F 107.6 . . ?
C00M C00T H00T 120.1 . . ?
C00Z C00T C00M 119.7(4) . . ?
C00Z C00T H00T 120.1 . . ?
C016 O00U H00U 109.5 . . ?
C00B C00V H00G 109.5 . . ?
C00B C00V H00H 109.5 . . ?
C00B C00V H00I 109.5 . . ?
H00G C00V H00H 109.5 . . ?
H00G C00V H00I 109.5 . . ?
H00H C00V H00I 109.5 . . ?
C00M C00W H00W 119.4 . . ?
C00M C00W C012 121.1(4) . . ?
C012 C00W H00W 119.4 . . ?
C00R C00X C015 106.4(4) . . ?
C013 C00X C00R 110.1(3) . . ?
C013 C00X C014 115.5(4) . . ?
C013 C00X C015 106.3(4) . . ?
C014 C00X C00R 112.4(3) . . ?
C014 C00X C015 105.5(4) . . ?
C00Z C00Y Br00 119.2(3) . . ?
C012 C00Y Br00 119.7(4) . . ?
C012 C00Y C00Z 121.1(4) . . ?
C00T C00Z C00Y 120.0(4) . . ?
C00T C00Z H00Z 120.0 . . ?
C00Y C00Z H00Z 120.0 . . ?
C00N C010 H01A 109.5 . . ?
C00N C010 H01B 109.5 . . ?
C00N C010 H01C 109.5 . . ?
H01A C010 H01B 109.5 . . ?
H01A C010 H01C 109.5 . . ?
H01B C010 H01C 109.5 . . ?
C00N C011 H01D 109.5 . . ?
C00N C011 H01E 109.5 . . ?
C00N C011 H01F 109.5 . . ?
H01D C011 H01E 109.5 . . ?
H01D C011 H01F 109.5 . . ?
H01E C011 H01F 109.5 . . ?
C00W C012 H012 120.6 . . ?
C00Y C012 C00W 118.8(4) . . ?
C00Y C012 H012 120.6 . . ?
C00Q C013 H01G 108.3 . . ?
C00Q C013 H01H 108.3 . . ?
C00X C013 C00Q 115.8(4) . . ?
C00X C013 H01G 108.3 . . ?
C00X C013 H01H 108.3 . . ?
H01G C013 H01H 107.4 . . ?
C00X C014 H01I 109.5 . . ?
C00X C014 H01J 109.5 . . ?
C00X C014 H01K 109.5 . . ?
H01I C014 H01J 109.5 . . ?
H01I C014 H01K 109.5 . . ?
H01J C014 H01K 109.5 . . ?
C00X C015 H01L 109.5 . . ?
C00X C015 H01M 109.5 . . ?
C00X C015 H01N 109.5 . . ?
H01L C015 H01M 109.5 . . ?
H01L C015 H01N 109.5 . . ?
H01M C015 H01N 109.5 . . ?
O00U C016 H01O 109.5 . . ?
O00U C016 H01P 109.5 . . ?
O00U C016 H01Q 109.5 . . ?
H01O C016 H01P 109.5 . . ?
H01O C016 H01Q 109.5 . . ?
H01P C016 H01Q 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
Br00 C00Y C00Z C00T 179.8(3) . . . . ?
Br00 C00Y C012 C00W 179.2(3) . . . . ?
S002 C00M C00T C00Z 179.2(3) . . . . ?
S002 C00M C00W C012 179.8(3) . . . . ?
O003 C00K C00R C00X -167.5(3) . . . . ?
O004 C00Q C013 C00X 144.9(4) . . . . ?
O005 C00J C00S C00N 154.2(3) . . . . ?
N006 N008 C00A N007 172.1(3) . . . . ?
N006 N008 C00A C00H -0.8(3) . . . . ?
N006 N008 C00C C00D 44.1(4) . . . . ?
N006 N008 C00C C00G -137.1(3) . . . . ?
N006 C00B C00H S002 179.3(2) . . . . ?
N006 C00B C00H C00A -1.2(4) . . . . ?
N007 C009 C00E C00G 15.1(5) . . . . ?
N007 C009 C00E C00J -166.9(3) . . . . ?
N007 C009 C00I C00N -165.2(3) . . . . ?
N007 C00A C00H S002 8.7(5) . . . . ?
N007 C00A C00H C00B -170.8(3) . . . . ?
N008 N006 C00B C00H 0.8(3) . . . . ?
N008 N006 C00B C00V -176.4(3) . . . . ?
N008 C00A C00H S002 -179.3(2) . . . . ?
N008 C00A C00H C00B 1.2(3) . . . . ?
N008 C00C C00D C00F -0.1(4) . . . . ?
N008 C00C C00D C00L -179.5(3) . . . . ?
N008 C00C C00G C00E -3.6(4) . . . . ?
N008 C00C C00G C00O -179.8(3) . . . . ?
C009 N007 C00A N008 -56.8(4) . . . . ?
C009 N007 C00A C00H 114.3(4) . . . . ?
C009 C00E C00G C00C -46.6(5) . . . . ?
C009 C00E C00G C00O 129.6(3) . . . . ?
C009 C00E C00J O005 172.0(3) . . . . ?
C009 C00E C00J C00S -4.3(5) . . . . ?
C009 C00I C00N C00S -47.5(4) . . . . ?
C009 C00I C00N C010 72.9(4) . . . . ?
C009 C00I C00N C011 -167.5(3) . . . . ?
C00A N007 C009 C00E 53.7(4) . . . . ?
C00A N007 C009 C00I -124.2(3) . . . . ?
C00A N008 C00C C00D -126.4(3) . . . . ?
C00A N008 C00C C00G 52.5(4) . . . . ?
C00B N006 N008 C00A 0.0(3) . . . . ?
C00B N006 N008 C00C -171.7(3) . . . . ?
C00C N008 C00A N007 -16.5(4) . . . . ?
C00C N008 C00A C00H 170.6(3) . . . . ?
C00C C00D C00F C00K -128.5(3) . . . . ?
C00C C00D C00F C00Q 50.8(4) . . . . ?
C00C C00D C00L C00P -1.0(5) . . . . ?
C00C C00G C00O C00P -0.6(5) . . . . ?
C00D C00C C00G C00E 175.3(3) . . . . ?
C00D C00C C00G C00O -1.0(4) . . . . ?
C00D C00F C00K O003 0.4(5) . . . . ?
C00D C00F C00K C00R 179.6(3) . . . . ?
C00D C00F C00Q O004 8.6(5) . . . . ?
C00D C00F C00Q C013 -167.2(4) . . . . ?
C00D C00L C00P C00O -0.4(5) . . . . ?
C00E C009 C00I C00N 17.0(5) . . . . ?
C00E C00G C00O C00P -177.1(3) . . . . ?
C00E C00J C00S C00N -29.4(5) . . . . ?
C00F C00D C00L C00P 179.6(3) . . . . ?
C00F C00K C00R C00X 13.3(5) . . . . ?
C00F C00Q C013 C00X -39.3(6) . . . . ?
C00G C00C C00D C00F -178.9(3) . . . . ?
C00G C00C C00D C00L 1.8(4) . . . . ?
C00G C00E C00J O005 -9.9(5) . . . . ?
C00G C00E C00J C00S 173.7(3) . . . . ?
C00G C00O C00P C00L 1.3(5) . . . . ?
C00H S002 C00M C00T 144.1(3) . . . . ?
C00H S002 C00M C00W -35.6(4) . . . . ?
C00I C009 C00E C00G -167.2(3) . . . . ?
C00I C009 C00E C00J 10.8(5) . . . . ?
C00I C00N C00S C00J 53.8(4) . . . . ?
C00J C00E C00G C00C 135.4(3) . . . . ?
C00J C00E C00G C00O -48.4(4) . . . . ?
C00K C00F C00Q O004 -172.1(3) . . . . ?
C00K C00F C00Q C013 12.1(5) . . . . ?
C00K C00R C00X C013 -37.4(5) . . . . ?
C00K C00R C00X C014 -167.7(4) . . . . ?
C00K C00R C00X C015 77.3(4) . . . . ?
C00L C00D C00F C00K 50.9(4) . . . . ?
C00L C00D C00F C00Q -129.8(3) . . . . ?
C00M S002 C00H C00A -72.4(3) . . . . ?
C00M S002 C00H C00B 106.9(3) . . . . ?
C00M C00T C00Z C00Y 0.5(6) . . . . ?
C00M C00W C012 C00Y 1.5(7) . . . . ?
C00Q C00F C00K O003 -178.9(3) . . . . ?
C00Q C00F C00K C00R 0.3(5) . . . . ?
C00R C00X C013 C00Q 50.9(6) . . . . ?
C00T C00M C00W C012 0.1(6) . . . . ?
C00V C00B C00H S002 -3.8(6) . . . . ?
C00V C00B C00H C00A 175.6(3) . . . . ?
C00W C00M C00T C00Z -1.1(6) . . . . ?
C00Z C00Y C012 C00W -2.0(7) . . . . ?
C010 C00N C00S C00J -66.5(4) . . . . ?
C011 C00N C00S C00J 172.7(3) . . . . ?
C012 C00Y C00Z C00T 1.0(7) . . . . ?
C014 C00X C013 C00Q 179.5(4) . . . . ?
C015 C00X C013 C00Q -63.9(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
