# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2024

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

data_s
_database_code_depnum_ccdc_archive 'CCDC 2356761'
loop_
_audit_author_name
_audit_author_address
Jichao
;Shanxi Normal University
China
;
_audit_update_record             
;
2024-05-21 deposited with the CCDC.	2024-09-04 downloaded from the CCDC.
;
_audit_creation_date             2024-03-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H23 N O2'
_chemical_formula_sum            'C20 H23 N O2'
_chemical_formula_weight         309.39
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   10.2015(5)
_cell_length_b                   18.4915(8)
_cell_length_c                   18.9255(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3570.1(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9984
_cell_measurement_temperature    242.00
_cell_measurement_theta_max      68.490
_cell_measurement_theta_min      3.341
_shelx_estimated_absorpt_T_max   0.944
_shelx_estimated_absorpt_T_min   0.845
_exptl_absorpt_coefficient_mu    0.581
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6341
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1204 before and 0.0733 after correction.
The Ratio of minimum to maximum transmission is 0.8420.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.151
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1328
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0457
_diffrn_reflns_av_unetI/netI     0.0204
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            64173
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.808
_diffrn_reflns_theta_min         3.341
_diffrn_ambient_temperature      242.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           50.0
_diffrn_source_power             2.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.780
_reflns_Friedel_fraction_full    0.984
_reflns_Friedel_fraction_max     0.980
_reflns_number_gt                6325
_reflns_number_total             6483
_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 V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.151
_refine_diff_density_min         -0.108
_refine_diff_density_rms         0.024
_refine_ls_abs_structure_details 
;
 Flack x determined using 2702 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.08(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     429
_refine_ls_number_reflns         6483
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0326
_refine_ls_R_factor_gt           0.0317
_refine_ls_restrained_S_all      1.091
_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)+(0.0383P)²+0.5153P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0824
_refine_ls_wR_factor_ref         0.0830
_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 Ternary CH refined with riding coordinates:
 C1(H1), C12(H12)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C26(H26A,H26B)
2.c Aromatic/amide H refined with riding coordinates:
 C20(H20), C22(H22), C24(H24), C28(H28), C30(H30), C36(H36), C40(H40), C5(H5),
 C21(H21), C11(H11), C23(H23), C13(H13), C29(H29), C15(H15), C31(H31), C2(H2),
 C33(H33), C37(H37), C19(H19), C39(H39)
2.d Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C27(H27A,H27B,H27C), C7(H7A,H7B,H7C), C17(H17A,H17B,
 H17C), C35(H35A,H35B,H35C), C9(H9A,H9B,H9C)
;
_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
O1 O 0.39086(15) 0.12979(7) 0.68118(8) 0.0449(3) Uani 1 1 d . . . . .
O4 O 0.42472(14) 0.38311(7) 0.75428(9) 0.0518(4) Uani 1 1 d . . . . .
O2 O 0.68227(15) 0.24790(8) 0.80941(9) 0.0552(4) Uani 1 1 d . . . . .
O3 O 0.63495(16) 0.47982(8) 0.65194(8) 0.0545(4) Uani 1 1 d . . . . .
N005 N 0.45393(17) 0.22818(9) 0.74385(8) 0.0371(4) Uani 1 1 d . . . . .
N006 N 0.55224(16) 0.47738(9) 0.78449(9) 0.0382(4) Uani 1 1 d . . . . .
C1 C 0.67418(18) 0.44028(9) 0.77049(9) 0.0338(4) Uani 1 1 d . . . . .
H1 H 0.666168 0.389227 0.785625 0.041 Uiso 1 1 calc R U . . .
C4 C 0.42023(17) 0.19445(9) 0.68402(10) 0.0339(4) Uani 1 1 d . . . . .
C6 C 0.61751(19) 0.19772(10) 0.83194(10) 0.0376(4) Uani 1 1 d . . . . .
C8 C 0.78665(18) 0.47635(10) 0.81164(10) 0.0359(4) Uani 1 1 d . . . . .
H8A H 0.774559 0.528857 0.809030 0.043 Uiso 1 1 calc R U . . .
H8B H 0.869043 0.464974 0.787449 0.043 Uiso 1 1 calc R U . . .
C10 C 0.41889(18) 0.24052(9) 0.61882(10) 0.0340(4) Uani 1 1 d . . . . .
C12 C 0.47266(18) 0.19162(10) 0.81099(10) 0.0351(4) Uani 1 1 d . . . . .
H12 H 0.449130 0.139949 0.805777 0.042 Uiso 1 1 calc R U . . .
C14 C 0.67608(18) 0.14475(10) 0.88244(10) 0.0363(4) Uani 1 1 d . . . . .
C16 C 0.81633(19) 0.40224(10) 0.66150(10) 0.0368(4) Uani 1 1 d . . . . .
C18 C 0.31930(18) 0.49635(10) 0.77323(10) 0.0377(4) Uani 1 1 d . . . . .
C20 C 0.7998(2) 0.15957(12) 0.90978(11) 0.0448(5) Uani 1 1 d . . . . .
H20 H 0.844306 0.201625 0.895534 0.054 Uiso 1 1 calc R U . . .
C22 C 0.3171(2) 0.55936(11) 0.81343(11) 0.0442(4) Uani 1 1 d . . . . .
H22 H 0.388292 0.570766 0.842920 0.053 Uiso 1 1 calc R U . . .
C24 C 0.8690(2) 0.34135(11) 0.69378(11) 0.0444(5) Uani 1 1 d . . . . .
H24 H 0.832032 0.323545 0.735812 0.053 Uiso 1 1 calc R U . . .
C26 C 0.38960(19) 0.22538(10) 0.87057(10) 0.0378(4) Uani 1 1 d . . . . .
H26A H 0.421219 0.205838 0.915581 0.045 Uiso 1 1 calc R U . . .
H26B H 0.407039 0.277497 0.871065 0.045 Uiso 1 1 calc R U . . .
C28 C 0.5031(2) 0.29889(11) 0.61089(11) 0.0481(5) Uani 1 1 d . . . . .
H28 H 0.561981 0.310784 0.647291 0.058 Uiso 1 1 calc R U . . .
C30 C 0.21224(19) 0.47996(12) 0.73080(12) 0.0463(5) Uani 1 1 d . . . . .
H30 H 0.211684 0.436902 0.704393 0.056 Uiso 1 1 calc R U . . .
C32 C 0.70248(19) 0.44282(9) 0.69044(10) 0.0372(4) Uani 1 1 d . . . . .
C34 C 0.43562(19) 0.44725(10) 0.77031(10) 0.0369(4) Uani 1 1 d . . . . .
C36 C 0.6128(2) 0.08152(11) 0.90237(12) 0.0474(5) Uani 1 1 d . . . . .
H36 H 0.529624 0.070477 0.883869 0.057 Uiso 1 1 calc R U . . .
C38 C 0.8018(2) 0.45536(10) 0.89021(10) 0.0430(5) Uani 1 1 d . . . . .
C40 C 0.1067(2) 0.52645(14) 0.72718(13) 0.0574(6) Uani 1 1 d . . . . .
H40 H 0.035377 0.515360 0.697687 0.069 Uiso 1 1 calc R U . . .
C5 C 0.3347(2) 0.22285(11) 0.56417(11) 0.0449(5) Uani 1 1 d . . . . .
H5 H 0.279283 0.182453 0.568337 0.054 Uiso 1 1 calc R U . . .
C21 C 0.1055(2) 0.58921(15) 0.76667(14) 0.0609(6) Uani 1 1 d . . . . .
H21 H 0.033463 0.620812 0.763958 0.073 Uiso 1 1 calc R U . . .
C11 C 0.3317(3) 0.26457(13) 0.50319(12) 0.0559(6) Uani 1 1 d . . . . .
H11 H 0.273026 0.252988 0.466584 0.067 Uiso 1 1 calc R U . . .
C23 C 0.9757(2) 0.30705(15) 0.66409(13) 0.0597(6) Uani 1 1 d . . . . .
H23 H 1.010057 0.265187 0.685338 0.072 Uiso 1 1 calc R U . . .
C3 C 0.2399(2) 0.21479(11) 0.86815(11) 0.0409(4) Uani 1 1 d . . . . .
C25 C 0.2070(3) 0.13443(13) 0.86341(17) 0.0657(7) Uani 1 1 d . . . . .
H25A H 0.236750 0.115541 0.818368 0.099 Uiso 1 1 calc R U . . .
H25B H 0.112895 0.127949 0.867367 0.099 Uiso 1 1 calc R U . . .
H25C H 0.250334 0.108715 0.901476 0.099 Uiso 1 1 calc R U . . .
C13 C 0.2095(2) 0.60547(13) 0.80996(14) 0.0562(6) Uani 1 1 d . . . . .
H13 H 0.208012 0.647882 0.837329 0.067 Uiso 1 1 calc R U . . .
C27 C 0.6712(3) 0.45457(17) 0.92935(13) 0.0700(7) Uani 1 1 d . . . . .
H27A H 0.630233 0.501755 0.925674 0.105 Uiso 1 1 calc R U . . .
H27B H 0.686119 0.443096 0.978710 0.105 Uiso 1 1 calc R U . . .
H27C H 0.614239 0.418367 0.908566 0.105 Uiso 1 1 calc R U . . .
C7 C 0.8911(3) 0.51134(14) 0.92441(14) 0.0699(7) Uani 1 1 d . . . . .
H7A H 0.976188 0.510391 0.901536 0.105 Uiso 1 1 calc R U . . .
H7B H 0.901346 0.500241 0.974194 0.105 Uiso 1 1 calc R U . . .
H7C H 0.852679 0.559031 0.919264 0.105 Uiso 1 1 calc R U . . .
C29 C 0.8579(2) 0.11322(14) 0.95753(13) 0.0557(6) Uani 1 1 d . . . . .
H29 H 0.941029 0.124066 0.976145 0.067 Uiso 1 1 calc R U . . .
C15 C 0.5008(3) 0.33975(13) 0.54942(12) 0.0580(6) Uani 1 1 d . . . . .
H15 H 0.558449 0.379036 0.544224 0.070 Uiso 1 1 calc R U . . .
C31 C 0.4149(3) 0.32312(13) 0.49632(12) 0.0574(6) Uani 1 1 d . . . . .
H31 H 0.412468 0.351539 0.455161 0.069 Uiso 1 1 calc R U . . .
C2 C 0.8715(3) 0.42729(12) 0.59895(12) 0.0565(6) Uani 1 1 d . . . . .
H2 H 0.834915 0.467641 0.576061 0.068 Uiso 1 1 calc R U . . .
C33 C 0.7938(2) 0.05096(14) 0.97795(13) 0.0602(6) Uani 1 1 d . . . . .
H33 H 0.832575 0.019658 1.011037 0.072 Uiso 1 1 calc R U . . .
C17 C 0.8666(3) 0.38111(13) 0.89629(13) 0.0609(6) Uani 1 1 d . . . . .
H17A H 0.809716 0.344775 0.875609 0.091 Uiso 1 1 calc R U . . .
H17B H 0.881391 0.369823 0.945705 0.091 Uiso 1 1 calc R U . . .
H17C H 0.949708 0.381584 0.871429 0.091 Uiso 1 1 calc R U . . .
C35 C 0.1764(2) 0.25473(19) 0.80712(15) 0.0735(8) Uani 1 1 d . . . . .
H35A H 0.201776 0.305271 0.808620 0.110 Uiso 1 1 calc R U . . .
H35B H 0.081866 0.250897 0.810855 0.110 Uiso 1 1 calc R U . . .
H35C H 0.205100 0.233591 0.762828 0.110 Uiso 1 1 calc R U . . .
C9 C 0.1836(2) 0.24431(14) 0.93726(13) 0.0571(6) Uani 1 1 d . . . . .
H9A H 0.218491 0.216840 0.976676 0.086 Uiso 1 1 calc R U . . .
H9B H 0.088866 0.240049 0.936566 0.086 Uiso 1 1 calc R U . . .
H9C H 0.207848 0.294763 0.942389 0.086 Uiso 1 1 calc R U . . .
C37 C 0.6725(3) 0.03473(13) 0.94960(14) 0.0604(6) Uani 1 1 d . . . . .
H37 H 0.630088 -0.008433 0.962492 0.072 Uiso 1 1 calc R U . . .
C19 C 0.9790(3) 0.39353(16) 0.57036(16) 0.0743(8) Uani 1 1 d . . . . .
H19 H 1.016227 0.411130 0.528296 0.089 Uiso 1 1 calc R U . . .
C39 C 1.0324(3) 0.33405(17) 0.60311(15) 0.0700(8) Uani 1 1 d . . . . .
H39 H 1.107284 0.311747 0.584099 0.084 Uiso 1 1 calc R U . . .
H006 H 0.5566(19) 0.5219(12) 0.7889(10) 0.029(5) Uiso 1 1 d . . . . .
H005 H 0.462(2) 0.2740(13) 0.7432(12) 0.041(6) 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
O1 C4 1.234(2) . ?
O4 C34 1.229(2) . ?
O2 C6 1.216(2) . ?
O3 C32 1.214(2) . ?
N005 C4 1.338(2) . ?
N005 C12 1.452(2) . ?
N005 H005 0.85(2) . ?
N006 C1 1.445(2) . ?
N006 C34 1.341(3) . ?
N006 H006 0.83(2) . ?
C1 H1 0.9900 . ?
C1 C8 1.539(2) . ?
C1 C32 1.543(3) . ?
C4 C10 1.500(2) . ?
C6 C12 1.534(3) . ?
C6 C14 1.493(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 C38 1.544(3) . ?
C10 C28 1.388(3) . ?
C10 C5 1.384(3) . ?
C12 H12 0.9900 . ?
C12 C26 1.543(3) . ?
C14 C20 1.391(3) . ?
C14 C36 1.388(3) . ?
C16 C24 1.389(3) . ?
C16 C32 1.487(3) . ?
C16 C2 1.390(3) . ?
C18 C22 1.392(3) . ?
C18 C30 1.389(3) . ?
C18 C34 1.495(3) . ?
C20 H20 0.9400 . ?
C20 C29 1.379(3) . ?
C22 H22 0.9400 . ?
C22 C13 1.391(3) . ?
C24 H24 0.9400 . ?
C24 C23 1.379(3) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 C3 1.541(3) . ?
C28 H28 0.9400 . ?
C28 C15 1.387(3) . ?
C30 H30 0.9400 . ?
C30 C40 1.379(3) . ?
C36 H36 0.9400 . ?
C36 C37 1.385(3) . ?
C38 C27 1.524(3) . ?
C38 C7 1.523(3) . ?
C38 C17 1.528(3) . ?
C40 H40 0.9400 . ?
C40 C21 1.380(4) . ?
C5 H5 0.9400 . ?
C5 C11 1.388(3) . ?
C21 H21 0.9400 . ?
C21 C13 1.374(4) . ?
C11 H11 0.9400 . ?
C11 C31 1.382(3) . ?
C23 H23 0.9400 . ?
C23 C39 1.384(4) . ?
C3 C25 1.526(3) . ?
C3 C35 1.516(3) . ?
C3 C9 1.529(3) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 H25C 0.9700 . ?
C13 H13 0.9400 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 H27C 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 H7C 0.9700 . ?
C29 H29 0.9400 . ?
C29 C33 1.379(4) . ?
C15 H15 0.9400 . ?
C15 C31 1.368(3) . ?
C31 H31 0.9400 . ?
C2 H2 0.9400 . ?
C2 C19 1.373(4) . ?
C33 H33 0.9400 . ?
C33 C37 1.382(4) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 H17C 0.9700 . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 H35C 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 H9C 0.9700 . ?
C37 H37 0.9400 . ?
C19 H19 0.9400 . ?
C19 C39 1.375(4) . ?
C39 H39 0.9400 . ?

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
C4 N005 C12 123.88(16) . . ?
C4 N005 H005 118.5(15) . . ?
C12 N005 H005 117.6(15) . . ?
C1 N006 H006 116.3(14) . . ?
C34 N006 C1 122.00(15) . . ?
C34 N006 H006 118.7(14) . . ?
N006 C1 H1 109.2 . . ?
N006 C1 C8 110.09(14) . . ?
N006 C1 C32 109.06(15) . . ?
C8 C1 H1 109.2 . . ?
C8 C1 C32 110.14(15) . . ?
C32 C1 H1 109.2 . . ?
O1 C4 N005 123.45(17) . . ?
O1 C4 C10 120.83(16) . . ?
N005 C4 C10 115.73(15) . . ?
O2 C6 C12 119.26(17) . . ?
O2 C6 C14 120.50(18) . . ?
C14 C6 C12 120.17(16) . . ?
C1 C8 H8A 108.1 . . ?
C1 C8 H8B 108.1 . . ?
C1 C8 C38 116.93(16) . . ?
H8A C8 H8B 107.3 . . ?
C38 C8 H8A 108.1 . . ?
C38 C8 H8B 108.1 . . ?
C28 C10 C4 121.68(17) . . ?
C5 C10 C4 119.12(17) . . ?
C5 C10 C28 119.15(18) . . ?
N005 C12 C6 108.58(15) . . ?
N005 C12 H12 109.3 . . ?
N005 C12 C26 112.27(15) . . ?
C6 C12 H12 109.3 . . ?
C6 C12 C26 108.08(15) . . ?
C26 C12 H12 109.3 . . ?
C20 C14 C6 118.15(17) . . ?
C36 C14 C6 122.70(18) . . ?
C36 C14 C20 119.14(18) . . ?
C24 C16 C32 123.31(18) . . ?
C24 C16 C2 119.2(2) . . ?
C2 C16 C32 117.49(18) . . ?
C22 C18 C34 122.78(18) . . ?
C30 C18 C22 119.08(19) . . ?
C30 C18 C34 118.04(17) . . ?
C14 C20 H20 119.6 . . ?
C29 C20 C14 120.7(2) . . ?
C29 C20 H20 119.6 . . ?
C18 C22 H22 120.0 . . ?
C13 C22 C18 120.0(2) . . ?
C13 C22 H22 120.0 . . ?
C16 C24 H24 120.0 . . ?
C23 C24 C16 119.9(2) . . ?
C23 C24 H24 120.0 . . ?
C12 C26 H26A 107.8 . . ?
C12 C26 H26B 107.8 . . ?
H26A C26 H26B 107.1 . . ?
C3 C26 C12 118.12(16) . . ?
C3 C26 H26A 107.8 . . ?
C3 C26 H26B 107.8 . . ?
C10 C28 H28 119.9 . . ?
C15 C28 C10 120.2(2) . . ?
C15 C28 H28 119.9 . . ?
C18 C30 H30 119.8 . . ?
C40 C30 C18 120.4(2) . . ?
C40 C30 H30 119.8 . . ?
O3 C32 C1 120.02(18) . . ?
O3 C32 C16 120.43(18) . . ?
C16 C32 C1 119.50(16) . . ?
O4 C34 N006 122.04(18) . . ?
O4 C34 C18 121.55(17) . . ?
N006 C34 C18 116.39(16) . . ?
C14 C36 H36 120.1 . . ?
C37 C36 C14 119.8(2) . . ?
C37 C36 H36 120.1 . . ?
C27 C38 C8 112.51(18) . . ?
C27 C38 C17 109.4(2) . . ?
C7 C38 C8 107.35(18) . . ?
C7 C38 C27 108.8(2) . . ?
C7 C38 C17 108.65(19) . . ?
C17 C38 C8 109.97(17) . . ?
C30 C40 H40 119.9 . . ?
C30 C40 C21 120.3(2) . . ?
C21 C40 H40 119.9 . . ?
C10 C5 H5 119.9 . . ?
C10 C5 C11 120.3(2) . . ?
C11 C5 H5 119.9 . . ?
C40 C21 H21 120.0 . . ?
C13 C21 C40 120.0(2) . . ?
C13 C21 H21 120.0 . . ?
C5 C11 H11 120.0 . . ?
C31 C11 C5 120.0(2) . . ?
C31 C11 H11 120.0 . . ?
C24 C23 H23 119.9 . . ?
C24 C23 C39 120.2(2) . . ?
C39 C23 H23 119.9 . . ?
C25 C3 C26 110.10(18) . . ?
C25 C3 C9 108.38(19) . . ?
C35 C3 C26 112.57(18) . . ?
C35 C3 C25 109.6(2) . . ?
C35 C3 C9 108.52(19) . . ?
C9 C3 C26 107.53(17) . . ?
C3 C25 H25A 109.5 . . ?
C3 C25 H25B 109.5 . . ?
C3 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C22 C13 H13 119.9 . . ?
C21 C13 C22 120.2(2) . . ?
C21 C13 H13 119.9 . . ?
C38 C27 H27A 109.5 . . ?
C38 C27 H27B 109.5 . . ?
C38 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C38 C7 H7A 109.5 . . ?
C38 C7 H7B 109.5 . . ?
C38 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C20 C29 H29 120.0 . . ?
C33 C29 C20 119.9(2) . . ?
C33 C29 H29 120.0 . . ?
C28 C15 H15 119.9 . . ?
C31 C15 C28 120.3(2) . . ?
C31 C15 H15 119.9 . . ?
C11 C31 H31 120.0 . . ?
C15 C31 C11 120.0(2) . . ?
C15 C31 H31 120.0 . . ?
C16 C2 H2 119.8 . . ?
C19 C2 C16 120.5(2) . . ?
C19 C2 H2 119.8 . . ?
C29 C33 H33 120.1 . . ?
C29 C33 C37 119.8(2) . . ?
C37 C33 H33 120.1 . . ?
C38 C17 H17A 109.5 . . ?
C38 C17 H17B 109.5 . . ?
C38 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C3 C35 H35A 109.5 . . ?
C3 C35 H35B 109.5 . . ?
C3 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C3 C9 H9A 109.5 . . ?
C3 C9 H9B 109.5 . . ?
C3 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C36 C37 H37 119.7 . . ?
C33 C37 C36 120.6(2) . . ?
C33 C37 H37 119.7 . . ?
C2 C19 H19 119.9 . . ?
C2 C19 C39 120.1(2) . . ?
C39 C19 H19 119.9 . . ?
C23 C39 H39 120.0 . . ?
C19 C39 C23 120.0(2) . . ?
C19 C39 H39 120.0 . . ?

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 C4 C10 C28 -149.59(19) . . . . ?
O1 C4 C10 C5 28.1(3) . . . . ?
O2 C6 C12 N005 25.5(2) . . . . ?
O2 C6 C12 C26 -96.5(2) . . . . ?
O2 C6 C14 C20 8.2(3) . . . . ?
O2 C6 C14 C36 -171.2(2) . . . . ?
N005 C4 C10 C28 30.8(3) . . . . ?
N005 C4 C10 C5 -151.43(18) . . . . ?
N005 C12 C26 C3 70.2(2) . . . . ?
N006 C1 C8 C38 81.30(19) . . . . ?
N006 C1 C32 O3 8.5(2) . . . . ?
N006 C1 C32 C16 -174.20(15) . . . . ?
C1 N006 C34 O4 10.6(3) . . . . ?
C1 N006 C34 C18 -167.87(17) . . . . ?
C1 C8 C38 C27 -44.9(2) . . . . ?
C1 C8 C38 C7 -164.62(19) . . . . ?
C1 C8 C38 C17 77.3(2) . . . . ?
C4 N005 C12 C6 114.2(2) . . . . ?
C4 N005 C12 C26 -126.32(19) . . . . ?
C4 C10 C28 C15 179.0(2) . . . . ?
C4 C10 C5 C11 -179.92(19) . . . . ?
C6 C12 C26 C3 -170.03(16) . . . . ?
C6 C14 C20 C29 178.9(2) . . . . ?
C6 C14 C36 C37 -179.9(2) . . . . ?
C8 C1 C32 O3 -112.5(2) . . . . ?
C8 C1 C32 C16 64.9(2) . . . . ?
C10 C28 C15 C31 0.4(4) . . . . ?
C10 C5 C11 C31 1.3(3) . . . . ?
C12 N005 C4 O1 6.4(3) . . . . ?
C12 N005 C4 C10 -174.08(16) . . . . ?
C12 C6 C14 C20 -168.63(17) . . . . ?
C12 C6 C14 C36 12.0(3) . . . . ?
C12 C26 C3 C25 54.7(2) . . . . ?
C12 C26 C3 C35 -67.9(2) . . . . ?
C12 C26 C3 C9 172.61(17) . . . . ?
C14 C6 C12 N005 -157.67(16) . . . . ?
C14 C6 C12 C26 80.3(2) . . . . ?
C14 C20 C29 C33 0.8(3) . . . . ?
C14 C36 C37 C33 1.0(4) . . . . ?
C16 C24 C23 C39 1.5(3) . . . . ?
C16 C2 C19 C39 0.6(4) . . . . ?
C18 C22 C13 C21 -0.3(3) . . . . ?
C18 C30 C40 C21 -1.1(3) . . . . ?
C20 C14 C36 C37 0.8(3) . . . . ?
C20 C29 C33 C37 1.0(4) . . . . ?
C22 C18 C30 C40 1.7(3) . . . . ?
C22 C18 C34 O4 156.7(2) . . . . ?
C22 C18 C34 N006 -24.8(3) . . . . ?
C24 C16 C32 O3 -156.8(2) . . . . ?
C24 C16 C32 C1 25.9(3) . . . . ?
C24 C16 C2 C19 -1.8(3) . . . . ?
C24 C23 C39 C19 -2.7(4) . . . . ?
C28 C10 C5 C11 -2.1(3) . . . . ?
C28 C15 C31 C11 -1.2(4) . . . . ?
C30 C18 C22 C13 -1.0(3) . . . . ?
C30 C18 C34 O4 -27.0(3) . . . . ?
C30 C18 C34 N006 151.54(18) . . . . ?
C30 C40 C21 C13 -0.2(4) . . . . ?
C32 C1 C8 C38 -158.40(16) . . . . ?
C32 C16 C24 C23 -179.31(19) . . . . ?
C32 C16 C2 C19 178.2(2) . . . . ?
C34 N006 C1 C8 -162.84(17) . . . . ?
C34 N006 C1 C32 76.2(2) . . . . ?
C34 C18 C22 C13 175.36(19) . . . . ?
C34 C18 C30 C40 -174.81(18) . . . . ?
C36 C14 C20 C29 -1.7(3) . . . . ?
C40 C21 C13 C22 0.9(4) . . . . ?
C5 C10 C28 C15 1.3(3) . . . . ?
C5 C11 C31 C15 0.4(4) . . . . ?
C29 C33 C37 C36 -1.9(4) . . . . ?
C2 C16 C24 C23 0.7(3) . . . . ?
C2 C16 C32 O3 23.2(3) . . . . ?
C2 C16 C32 C1 -154.12(18) . . . . ?
C2 C19 C39 C23 1.6(4) . . . . ?

_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_s_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2356762'
loop_
_audit_author_name
_audit_author_address
'Jichao Xiao'
;Shanxi Normal University
China
;
_audit_update_record             
;
2024-05-21 deposited with the CCDC.	2024-09-04 downloaded from the CCDC.
;
_audit_creation_date             2024-03-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H23 Br Cl N O2'
_chemical_formula_sum            'C21 H23 Br Cl N O2'
_chemical_formula_weight         436.76
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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      trigonal
_space_group_IT_number           144
_space_group_name_H-M_alt        'P 31'
_space_group_name_Hall           'P 31'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'

_cell_length_a                   17.0757(3)
_cell_length_b                   17.0757(3)
_cell_length_c                   13.5351(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     3417.82(14)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    9841
_cell_measurement_temperature    200.00
_cell_measurement_theta_max      68.284
_cell_measurement_theta_min      2.989
_shelx_estimated_absorpt_T_max   0.712
_shelx_estimated_absorpt_T_min   0.408
_exptl_absorpt_coefficient_mu    3.638
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5076
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1237 before and 0.0734 after correction.
The Ratio of minimum to maximum transmission is 0.6740.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1344
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0475
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            41263
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.322
_diffrn_reflns_theta_min         2.988
_diffrn_ambient_temperature      200.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           50.0
_diffrn_source_power             2.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.998
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                7149
_reflns_number_total             8369
_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 V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.417
_refine_diff_density_min         -0.545
_refine_diff_density_rms         0.074
_refine_ls_abs_structure_details 
;
 Flack x determined using 3104 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.031(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     505
_refine_ls_number_reflns         8369
_refine_ls_number_restraints     84
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0662
_refine_ls_restrained_S_all      1.236
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1524P)²+0.3823P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1941
_refine_ls_wR_factor_ref         0.2039
_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. Restrained distances
 Br03-C3 \\sim Br-C3A
 with sigma of 0.02
 C011-C01D \\sim C011-C1
 with sigma of 0.02
 C01D-C3 \\sim C1-C3A
 with sigma of 0.02
 Br03-C01D \\sim Br-C1
 with sigma of 0.04
 C011-C3 \\sim C011-C3A
 with sigma of 0.04
3. Rigid bond restraints
 Br03, C01D, C3, C3A, Br, C1
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Br03 \\sim C01D \\sim C3 \\sim C3A \\sim Br \\sim C1: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
Uanis(Cl05) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
5. Others
 Sof(C3A)=Sof(H3AA)=Sof(H3AB)=Sof(Br)=Sof(C1)=Sof(H1A)=Sof(H1B)=1-FVAR(1)
 Sof(Br03)=Sof(C01D)=Sof(H01G)=Sof(H01H)=Sof(C3)=Sof(H3A)=Sof(H3B)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C00E(H00E), C00O(H00O)
6.b Secondary CH2 refined with riding coordinates:
 C00Q(H00F,H00G), C00R(H00B,H00C), C013(H01M,H01N), C01D(H01G,H01H), C01E(H01U,
 H01V), C3(H3A,H3B), C3A(H3AA,H3AB), C1(H1A,H1B)
6.c Aromatic/amide H refined with riding coordinates:
 N00A(H00A), C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M), C00S(H00S),
 C00U(H00U), C00W(H00W), C00X(H00X), C00Y(H00Y), C00Z(H00Z), C010(H010),
 C012(H012), C017(H017), C018(H018), C01A(H01D), C01B(H01E), C01C(H01F),
 C01F(H01I)
6.d Idealised Me refined as rotating group:
 C015(H01O,H01P,H01Q), C016(H01R,H01S,H01T), C019(H01A,H01B,H01C), C01H(H01J,
 H01K,H01L)
;
_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
Br01 Br 0.58934(8) 0.82791(12) 0.55375(9) 0.1110(5) Uani 1 1 d . . . . .
Br03 Br 0.5016(2) 0.54316(17) 0.39797(15) 0.1043(11) Uani 0.541(6) 1 d D U P A
1
Cl04 Cl 0.9073(3) 0.6235(2) 0.4758(2) 0.1199(11) Uani 1 1 d . . . . .
Cl05 Cl 0.2823(3) 0.1269(3) 0.3152(3) 0.1501(14) Uani 1 1 d . U . . .
O006 O 1.0501(3) 1.0902(3) 0.7358(3) 0.0521(9) Uani 1 1 d . . . . .
O007 O 1.0135(3) 0.8985(3) 0.8623(3) 0.0599(11) Uani 1 1 d . . . . .
O008 O 0.5529(4) 0.2323(3) 0.7053(3) 0.0647(12) Uani 1 1 d . . . . .
O009 O 0.7580(3) 0.3597(3) 0.5782(3) 0.0573(10) Uani 1 1 d . . . . .
N00A N 0.6997(3) 0.4029(3) 0.7012(3) 0.0482(11) Uani 1 1 d . . . . .
H00A H 0.704954 0.421895 0.762607 0.058 Uiso 1 1 calc R U . . .
N00B N 0.9497(4) 1.0157(3) 0.8574(3) 0.0461(10) Uani 1 1 d . . . . .
C00C C 0.7655(4) 0.3933(4) 0.6605(4) 0.0488(12) Uani 1 1 d . . . . .
C00D C 0.5539(4) 0.2810(4) 0.6395(4) 0.0519(13) Uani 1 1 d . . . . .
C00E C 0.9037(4) 0.9331(4) 0.7997(4) 0.0441(11) Uani 1 1 d . . . . .
H00E H 0.894476 0.947730 0.730647 0.053 Uiso 1 1 calc R U . . .
C00F C 0.4872(4) 0.2437(5) 0.5574(4) 0.0507(13) Uani 1 1 d . . . . .
C00G C 0.8524(4) 0.4297(5) 0.7178(5) 0.0546(14) Uani 1 1 d . . . . .
C00H C 0.9186(6) 0.6980(5) 0.5687(6) 0.0645(17) Uani 1 1 d . . . . .
C00I C 1.0196(4) 1.0900(4) 0.8187(4) 0.0424(11) Uani 1 1 d . . . . .
C00J C 0.4983(4) 0.2938(5) 0.4712(5) 0.0595(16) Uani 1 1 d . . . . .
H00J H 0.549061 0.352809 0.464073 0.071 Uiso 1 1 calc R U . . .
C00K C 0.8901(5) 0.7581(4) 0.5540(5) 0.0589(15) Uani 1 1 d . . . . .
H00K H 0.863452 0.759370 0.492780 0.071 Uiso 1 1 calc R U . . .
C00L C 0.9000(4) 0.8182(4) 0.6290(4) 0.0455(11) Uani 1 1 d . . . . .
H00L H 0.878341 0.859210 0.619566 0.055 Uiso 1 1 calc R U . . .
C00M C 1.0253(5) 1.1801(5) 0.9714(4) 0.0571(14) Uani 1 1 d . . . . .
H00M H 0.980426 1.126751 1.003000 0.069 Uiso 1 1 calc R U . . .
C00N C 1.0575(4) 1.1761(4) 0.8776(4) 0.0448(11) Uani 1 1 d . . . . .
C00O C 0.6195(4) 0.3822(4) 0.6444(4) 0.0474(12) Uani 1 1 d . . . . .
H00O H 0.638740 0.404899 0.575504 0.057 Uiso 1 1 calc R U . . .
C00P C 0.9593(4) 0.8856(4) 0.7982(4) 0.0442(11) Uani 1 1 d . . . . .
C00Q C 0.8111(4) 0.8666(4) 0.8468(4) 0.0517(13) Uani 1 1 d . . . . .
H00F H 0.794247 0.804853 0.824992 0.062 Uiso 1 1 calc R U . . .
H00G H 0.819587 0.868732 0.919342 0.062 Uiso 1 1 calc R U . . .
C00R C 0.5693(4) 0.4282(4) 0.6875(5) 0.0532(13) Uani 1 1 d . . . . .
H00B H 0.506841 0.395868 0.661165 0.064 Uiso 1 1 calc R U . . .
H00C H 0.564900 0.418128 0.759779 0.064 Uiso 1 1 calc R U . . .
C00S C 0.9709(5) 0.7569(5) 0.7308(5) 0.0605(15) Uani 1 1 d . . . . .
H00S H 0.999336 0.756932 0.791180 0.073 Uiso 1 1 calc R U . . .
C00T C 0.9411(4) 0.8184(4) 0.7171(4) 0.0460(12) Uani 1 1 d . . . . .
C00U C 0.9594(6) 0.6944(5) 0.6562(6) 0.0687(18) Uani 1 1 d . . . . .
H00U H 0.978738 0.651490 0.665381 0.082 Uiso 1 1 calc R U . . .
C00V C 0.7305(5) 0.8803(6) 0.8261(6) 0.0696(19) Uani 1 1 d . . . . .
C00W C 1.1233(5) 1.2538(5) 0.8327(5) 0.0619(16) Uani 1 1 d . . . . .
H00W H 1.146595 1.250792 0.769973 0.074 Uiso 1 1 calc R U . . .
C00X C 1.0604(6) 1.2633(5) 1.0170(6) 0.0673(18) Uani 1 1 d . . . . .
H00X H 1.038738 1.266716 1.080581 0.081 Uiso 1 1 calc R U . . .
C00Y C 0.8675(6) 0.4789(8) 0.8031(7) 0.084(3) Uani 1 1 d . . . . .
H00Y H 0.821544 0.487219 0.832037 0.101 Uiso 1 1 calc R U . . .
C00Z C 1.1558(6) 1.3383(5) 0.8807(6) 0.073(2) Uani 1 1 d . . . . .
H00Z H 1.198459 1.392457 0.848515 0.088 Uiso 1 1 calc R U . . .
C010 C 0.4346(6) 0.2563(8) 0.3967(5) 0.080(2) Uani 1 1 d . . . . .
H010 H 0.441034 0.288928 0.337561 0.096 Uiso 1 1 calc R U . . .
C011 C 0.6067(5) 0.5291(5) 0.6702(7) 0.0678(18) Uani 1 1 d D . . . .
C012 C 1.1259(7) 1.3416(6) 0.9728(6) 0.077(2) Uani 1 1 d . . . . .
H012 H 1.150030 1.397705 1.006608 0.092 Uiso 1 1 calc R U . . .
C013 C 0.7065(6) 0.8612(6) 0.7166(6) 0.0716(19) Uani 1 1 d . . . . .
H01M H 0.758267 0.905936 0.676725 0.086 Uiso 1 1 calc R U . . .
H01N H 0.697005 0.800486 0.700481 0.086 Uiso 1 1 calc R U . . .
C014 C 0.3629(5) 0.1724(9) 0.4097(7) 0.095(3) Uani 1 1 d . . . . .
C015 C 0.6501(7) 0.8068(10) 0.8848(7) 0.105(4) Uani 1 1 d . . . . .
H01O H 0.633895 0.747064 0.858503 0.158 Uiso 1 1 calc R U . . .
H01P H 0.598211 0.816238 0.878717 0.158 Uiso 1 1 calc R U . . .
H01Q H 0.666888 0.810161 0.954545 0.158 Uiso 1 1 calc R U . . .
C016 C 0.7511(8) 0.9726(8) 0.8639(8) 0.092(3) Uani 1 1 d . . . . .
H01R H 0.769100 0.978830 0.933535 0.138 Uiso 1 1 calc R U . . .
H01S H 0.697065 0.978406 0.857581 0.138 Uiso 1 1 calc R U . . .
H01T H 0.800462 1.020065 0.825063 0.138 Uiso 1 1 calc R U . . .
C017 C 0.4145(5) 0.1588(6) 0.5690(5) 0.0661(18) Uani 1 1 d . . . . .
H017 H 0.407418 0.125787 0.627976 0.079 Uiso 1 1 calc R U . . .
C018 C 0.9167(6) 0.4123(8) 0.6807(7) 0.081(2) Uani 1 1 d . . . . .
H018 H 0.903974 0.373238 0.625562 0.097 Uiso 1 1 calc R U . . .
C019 C 0.7021(6) 0.5851(5) 0.7131(7) 0.077(2) Uani 1 1 d . . . . .
H01A H 0.701094 0.571424 0.783582 0.116 Uiso 1 1 calc R U . . .
H01B H 0.722995 0.649603 0.704755 0.116 Uiso 1 1 calc R U . . .
H01C H 0.743345 0.570118 0.678473 0.116 Uiso 1 1 calc R U . . .
C01A C 1.0198(7) 0.5031(11) 0.8078(11) 0.116(4) Uani 1 1 d . . . . .
H01D H 1.077261 0.528743 0.838898 0.140 Uiso 1 1 calc R U . . .
C01B C 0.9545(7) 0.5165(10) 0.8459(10) 0.112(4) Uani 1 1 d . . . . .
H01E H 0.967302 0.552492 0.903656 0.135 Uiso 1 1 calc R U . . .
C01C C 0.3507(6) 0.1210(8) 0.4935(8) 0.098(3) Uani 1 1 d . . . . .
H01F H 0.300305 0.061673 0.499423 0.117 Uiso 1 1 calc R U . . .
C01D C 0.5985(14) 0.554(2) 0.5669(14) 0.077(5) Uani 0.541(6) 1 d D U P A 1
H01G H 0.627690 0.530887 0.521466 0.093 Uiso 0.541(6) 1 calc R U P A 1
H01H H 0.630714 0.620783 0.560845 0.093 Uiso 0.541(6) 1 calc R U P A 1
C01E C 0.6239(9) 0.8649(13) 0.6880(9) 0.116(5) Uani 1 1 d . . . . .
H01U H 0.635662 0.927471 0.696606 0.140 Uiso 1 1 calc R U . . .
H01V H 0.573464 0.825065 0.732403 0.140 Uiso 1 1 calc R U . . .
C01F C 1.0032(7) 0.4541(11) 0.7268(9) 0.109(4) Uani 1 1 d . . . . .
H01I H 1.050034 0.446657 0.698779 0.131 Uiso 1 1 calc R U . . .
C01H C 0.5481(9) 0.5560(8) 0.7260(13) 0.113(4) Uani 1 1 d . . . . .
H01J H 0.490827 0.534384 0.690673 0.170 Uiso 1 1 calc R U . . .
H01K H 0.579083 0.622000 0.731563 0.170 Uiso 1 1 calc R U . . .
H01L H 0.536113 0.529146 0.792135 0.170 Uiso 1 1 calc R U . . .
C3 C 0.5014(11) 0.5164(11) 0.5371(10) 0.071(3) Uani 0.541(6) 1 d D U P A 1
H3A H 0.473254 0.544780 0.576200 0.086 Uiso 0.541(6) 1 calc R U P A 1
H3B H 0.466842 0.450217 0.548280 0.086 Uiso 0.541(6) 1 calc R U P A 1
C3A C 0.5459(14) 0.5075(13) 0.4817(14) 0.079(3) Uani 0.459(6) 1 d D U P A 2
H3AA H 0.505273 0.443493 0.500213 0.094 Uiso 0.459(6) 1 calc R U P A 2
H3AB H 0.574171 0.507899 0.417717 0.094 Uiso 0.459(6) 1 calc R U P A 2
Br Br 0.4715(2) 0.5656(2) 0.4626(3) 0.1093(14) Uani 0.459(6) 1 d D U P A 2
C1 C 0.6185(18) 0.549(2) 0.5574(14) 0.076(5) Uani 0.459(6) 1 d D U P A 2
H1A H 0.643775 0.615560 0.551072 0.091 Uiso 0.459(6) 1 calc R U P A 2
H1B H 0.666729 0.537288 0.535548 0.091 Uiso 0.459(6) 1 calc R U P A 2
H00D H 0.937(5) 1.008(5) 0.916(6) 0.043(16) 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
Br01 C01E 1.918(11) . ?
Br03 C3 1.937(13) . ?
Cl04 C00H 1.730(6) . ?
Cl05 C014 1.751(8) . ?
O006 C00I 1.238(7) . ?
O007 C00P 1.205(7) . ?
O008 C00D 1.213(8) . ?
O009 C00C 1.230(8) . ?
N00A H00A 0.8800 . ?
N00A C00C 1.333(8) . ?
N00A C00O 1.452(7) . ?
N00B C00E 1.451(7) . ?
N00B C00I 1.339(8) . ?
N00B H00D 0.82(8) . ?
C00C C00G 1.505(8) . ?
C00D C00F 1.487(8) . ?
C00D C00O 1.519(9) . ?
C00E H00E 1.0000 . ?
C00E C00P 1.528(9) . ?
C00E C00Q 1.550(8) . ?
C00F C00J 1.403(9) . ?
C00F C017 1.367(10) . ?
C00G C00Y 1.374(11) . ?
C00G C018 1.370(11) . ?
C00H C00K 1.354(11) . ?
C00H C00U 1.392(12) . ?
C00I C00N 1.505(7) . ?
C00J H00J 0.9500 . ?
C00J C010 1.384(10) . ?
C00K H00K 0.9500 . ?
C00K C00L 1.392(9) . ?
C00L H00L 0.9500 . ?
C00L C00T 1.383(8) . ?
C00M H00M 0.9500 . ?
C00M C00N 1.398(8) . ?
C00M C00X 1.382(10) . ?
C00N C00W 1.378(10) . ?
C00O H00O 1.0000 . ?
C00O C00R 1.539(9) . ?
C00P C00T 1.503(7) . ?
C00Q H00F 0.9900 . ?
C00Q H00G 0.9900 . ?
C00Q C00V 1.531(11) . ?
C00R H00B 0.9900 . ?
C00R H00C 0.9900 . ?
C00R C011 1.527(9) . ?
C00S H00S 0.9500 . ?
C00S C00T 1.391(10) . ?
C00S C00U 1.410(10) . ?
C00U H00U 0.9500 . ?
C00V C013 1.529(11) . ?
C00V C015 1.540(14) . ?
C00V C016 1.522(14) . ?
C00W H00W 0.9500 . ?
C00W C00Z 1.417(11) . ?
C00X H00X 0.9500 . ?
C00X C012 1.378(13) . ?
C00Y H00Y 0.9500 . ?
C00Y C01B 1.414(11) . ?
C00Z H00Z 0.9500 . ?
C00Z C012 1.359(13) . ?
C010 H010 0.9500 . ?
C010 C014 1.352(16) . ?
C011 C019 1.533(11) . ?
C011 C01D 1.489(18) . ?
C011 C01H 1.497(16) . ?
C011 C1 1.56(2) . ?
C012 H012 0.9500 . ?
C013 H01M 0.9900 . ?
C013 H01N 0.9900 . ?
C013 C01E 1.494(15) . ?
C014 C01C 1.385(18) . ?
C015 H01O 0.9800 . ?
C015 H01P 0.9800 . ?
C015 H01Q 0.9800 . ?
C016 H01R 0.9800 . ?
C016 H01S 0.9800 . ?
C016 H01T 0.9800 . ?
C017 H017 0.9500 . ?
C017 C01C 1.393(12) . ?
C018 H018 0.9500 . ?
C018 C01F 1.424(13) . ?
C019 H01A 0.9800 . ?
C019 H01B 0.9800 . ?
C019 H01C 0.9800 . ?
C01A H01D 0.9500 . ?
C01A C01B 1.348(17) . ?
C01A C01F 1.320(18) . ?
C01B H01E 0.9500 . ?
C01C H01F 0.9500 . ?
C01D H01G 0.9900 . ?
C01D H01H 0.9900 . ?
C01D C3 1.50(2) . ?
C01E H01U 0.9900 . ?
C01E H01V 0.9900 . ?
C01F H01I 0.9500 . ?
C01H H01J 0.9800 . ?
C01H H01K 0.9800 . ?
C01H H01L 0.9800 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3A H3AA 0.9900 . ?
C3A H3AB 0.9900 . ?
C3A Br 1.981(17) . ?
C3A C1 1.49(2) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?

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
C00C N00A H00A 120.0 . . ?
C00C N00A C00O 120.0(5) . . ?
C00O N00A H00A 120.0 . . ?
C00E N00B H00D 113(5) . . ?
C00I N00B C00E 120.2(4) . . ?
C00I N00B H00D 125(5) . . ?
O009 C00C N00A 122.3(5) . . ?
O009 C00C C00G 120.7(6) . . ?
N00A C00C C00G 116.9(5) . . ?
O008 C00D C00F 120.6(6) . . ?
O008 C00D C00O 119.8(5) . . ?
C00F C00D C00O 119.4(5) . . ?
N00B C00E H00E 109.7 . . ?
N00B C00E C00P 110.1(5) . . ?
N00B C00E C00Q 110.4(5) . . ?
C00P C00E H00E 109.7 . . ?
C00P C00E C00Q 107.1(5) . . ?
C00Q C00E H00E 109.7 . . ?
C00J C00F C00D 121.3(6) . . ?
C017 C00F C00D 117.7(6) . . ?
C017 C00F C00J 121.0(6) . . ?
C00Y C00G C00C 122.1(6) . . ?
C018 C00G C00C 116.9(6) . . ?
C018 C00G C00Y 121.0(7) . . ?
C00K C00H Cl04 120.1(6) . . ?
C00K C00H C00U 122.5(6) . . ?
C00U C00H Cl04 117.5(6) . . ?
O006 C00I N00B 122.1(5) . . ?
O006 C00I C00N 120.2(5) . . ?
N00B C00I C00N 117.6(5) . . ?
C00F C00J H00J 120.4 . . ?
C010 C00J C00F 119.3(7) . . ?
C010 C00J H00J 120.4 . . ?
C00H C00K H00K 120.2 . . ?
C00H C00K C00L 119.6(6) . . ?
C00L C00K H00K 120.2 . . ?
C00K C00L H00L 119.8 . . ?
C00T C00L C00K 120.4(6) . . ?
C00T C00L H00L 119.8 . . ?
C00N C00M H00M 120.8 . . ?
C00X C00M H00M 120.8 . . ?
C00X C00M C00N 118.5(7) . . ?
C00M C00N C00I 122.7(5) . . ?
C00W C00N C00I 116.9(5) . . ?
C00W C00N C00M 120.3(6) . . ?
N00A C00O C00D 111.7(5) . . ?
N00A C00O H00O 108.3 . . ?
N00A C00O C00R 111.9(5) . . ?
C00D C00O H00O 108.3 . . ?
C00D C00O C00R 108.3(5) . . ?
C00R C00O H00O 108.3 . . ?
O007 C00P C00E 121.2(5) . . ?
O007 C00P C00T 120.8(6) . . ?
C00T C00P C00E 117.9(5) . . ?
C00E C00Q H00F 107.7 . . ?
C00E C00Q H00G 107.7 . . ?
H00F C00Q H00G 107.1 . . ?
C00V C00Q C00E 118.6(6) . . ?
C00V C00Q H00F 107.7 . . ?
C00V C00Q H00G 107.7 . . ?
C00O C00R H00B 107.4 . . ?
C00O C00R H00C 107.4 . . ?
H00B C00R H00C 107.0 . . ?
C011 C00R C00O 119.5(6) . . ?
C011 C00R H00B 107.4 . . ?
C011 C00R H00C 107.4 . . ?
C00T C00S H00S 119.6 . . ?
C00T C00S C00U 120.8(6) . . ?
C00U C00S H00S 119.6 . . ?
C00L C00T C00P 122.9(5) . . ?
C00L C00T C00S 119.3(5) . . ?
C00S C00T C00P 117.7(5) . . ?
C00H C00U C00S 117.4(7) . . ?
C00H C00U H00U 121.3 . . ?
C00S C00U H00U 121.3 . . ?
C00Q C00V C015 106.5(8) . . ?
C013 C00V C00Q 108.1(6) . . ?
C013 C00V C015 107.0(7) . . ?
C016 C00V C00Q 109.6(7) . . ?
C016 C00V C013 116.5(8) . . ?
C016 C00V C015 108.7(8) . . ?
C00N C00W H00W 120.2 . . ?
C00N C00W C00Z 119.6(7) . . ?
C00Z C00W H00W 120.2 . . ?
C00M C00X H00X 119.1 . . ?
C012 C00X C00M 121.8(7) . . ?
C012 C00X H00X 119.1 . . ?
C00G C00Y H00Y 121.4 . . ?
C00G C00Y C01B 117.2(9) . . ?
C01B C00Y H00Y 121.4 . . ?
C00W C00Z H00Z 120.0 . . ?
C012 C00Z C00W 119.9(8) . . ?
C012 C00Z H00Z 120.0 . . ?
C00J C010 H010 120.6 . . ?
C014 C010 C00J 118.8(8) . . ?
C014 C010 H010 120.6 . . ?
C00R C011 C019 111.1(6) . . ?
C00R C011 C1 109.7(15) . . ?
C019 C011 C1 104.7(12) . . ?
C01D C011 C00R 114.9(14) . . ?
C01D C011 C019 113.6(11) . . ?
C01D C011 C01H 102.3(14) . . ?
C01H C011 C00R 107.6(7) . . ?
C01H C011 C019 106.4(9) . . ?
C01H C011 C1 117.2(15) . . ?
C00X C012 H012 120.1 . . ?
C00Z C012 C00X 119.8(7) . . ?
C00Z C012 H012 120.1 . . ?
C00V C013 H01M 108.9 . . ?
C00V C013 H01N 108.9 . . ?
H01M C013 H01N 107.7 . . ?
C01E C013 C00V 113.6(8) . . ?
C01E C013 H01M 108.9 . . ?
C01E C013 H01N 108.9 . . ?
C010 C014 Cl05 118.0(9) . . ?
C010 C014 C01C 123.2(7) . . ?
C01C C014 Cl05 118.8(8) . . ?
C00V C015 H01O 109.5 . . ?
C00V C015 H01P 109.5 . . ?
C00V C015 H01Q 109.5 . . ?
H01O C015 H01P 109.5 . . ?
H01O C015 H01Q 109.5 . . ?
H01P C015 H01Q 109.5 . . ?
C00V C016 H01R 109.5 . . ?
C00V C016 H01S 109.5 . . ?
C00V C016 H01T 109.5 . . ?
H01R C016 H01S 109.5 . . ?
H01R C016 H01T 109.5 . . ?
H01S C016 H01T 109.5 . . ?
C00F C017 H017 120.2 . . ?
C00F C017 C01C 119.5(8) . . ?
C01C C017 H017 120.2 . . ?
C00G C018 H018 120.9 . . ?
C00G C018 C01F 118.2(9) . . ?
C01F C018 H018 120.9 . . ?
C011 C019 H01A 109.5 . . ?
C011 C019 H01B 109.5 . . ?
C011 C019 H01C 109.5 . . ?
H01A C019 H01B 109.5 . . ?
H01A C019 H01C 109.5 . . ?
H01B C019 H01C 109.5 . . ?
C01B C01A H01D 120.3 . . ?
C01F C01A H01D 120.3 . . ?
C01F C01A C01B 119.4(8) . . ?
C00Y C01B H01E 118.8 . . ?
C01A C01B C00Y 122.4(10) . . ?
C01A C01B H01E 118.8 . . ?
C014 C01C C017 118.2(8) . . ?
C014 C01C H01F 120.9 . . ?
C017 C01C H01F 120.9 . . ?
C011 C01D H01G 109.3 . . ?
C011 C01D H01H 109.3 . . ?
C011 C01D C3 111.8(14) . . ?
H01G C01D H01H 107.9 . . ?
C3 C01D H01G 109.3 . . ?
C3 C01D H01H 109.3 . . ?
Br01 C01E H01U 109.2 . . ?
Br01 C01E H01V 109.2 . . ?
C013 C01E Br01 111.9(7) . . ?
C013 C01E H01U 109.2 . . ?
C013 C01E H01V 109.2 . . ?
H01U C01E H01V 107.9 . . ?
C018 C01F H01I 119.2 . . ?
C01A C01F C018 121.5(10) . . ?
C01A C01F H01I 119.2 . . ?
C011 C01H H01J 109.5 . . ?
C011 C01H H01K 109.5 . . ?
C011 C01H H01L 109.5 . . ?
H01J C01H H01K 109.5 . . ?
H01J C01H H01L 109.5 . . ?
H01K C01H H01L 109.5 . . ?
Br03 C3 H3A 110.4 . . ?
Br03 C3 H3B 110.4 . . ?
C01D C3 Br03 106.7(11) . . ?
C01D C3 H3A 110.4 . . ?
C01D C3 H3B 110.4 . . ?
H3A C3 H3B 108.6 . . ?
H3AA C3A H3AB 107.4 . . ?
Br C3A H3AA 108.3 . . ?
Br C3A H3AB 108.3 . . ?
C1 C3A H3AA 108.3 . . ?
C1 C3A H3AB 108.3 . . ?
C1 C3A Br 115.9(17) . . ?
C011 C1 H1A 105.9 . . ?
C011 C1 H1B 105.9 . . ?
C3A C1 C011 126(2) . . ?
C3A C1 H1A 105.9 . . ?
C3A C1 H1B 105.9 . . ?
H1A C1 H1B 106.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl04 C00H C00K C00L -179.6(6) . . . . ?
Cl04 C00H C00U C00S 178.2(6) . . . . ?
Cl05 C014 C01C C017 -178.8(9) . . . . ?
O006 C00I C00N C00M 179.7(6) . . . . ?
O006 C00I C00N C00W 3.1(8) . . . . ?
O007 C00P C00T C00L -161.8(6) . . . . ?
O007 C00P C00T C00S 15.4(9) . . . . ?
O008 C00D C00F C00J -166.8(7) . . . . ?
O008 C00D C00F C017 13.3(10) . . . . ?
O008 C00D C00O N00A 27.1(9) . . . . ?
O008 C00D C00O C00R -96.6(7) . . . . ?
O009 C00C C00G C00Y 170.6(8) . . . . ?
O009 C00C C00G C018 -9.0(10) . . . . ?
N00A C00C C00G C00Y -6.5(11) . . . . ?
N00A C00C C00G C018 173.9(8) . . . . ?
N00A C00O C00R C011 76.4(7) . . . . ?
N00B C00E C00P O007 23.5(7) . . . . ?
N00B C00E C00P C00T -159.6(5) . . . . ?
N00B C00E C00Q C00V 81.3(7) . . . . ?
N00B C00I C00N C00M 2.8(8) . . . . ?
N00B C00I C00N C00W -173.7(6) . . . . ?
C00C N00A C00O C00D 78.8(7) . . . . ?
C00C N00A C00O C00R -159.5(5) . . . . ?
C00C C00G C00Y C01B -174.5(10) . . . . ?
C00C C00G C018 C01F 173.1(10) . . . . ?
C00D C00F C00J C010 180.0(7) . . . . ?
C00D C00F C017 C01C -179.5(8) . . . . ?
C00D C00O C00R C011 -160.0(6) . . . . ?
C00E N00B C00I O006 -3.7(9) . . . . ?
C00E N00B C00I C00N 173.1(5) . . . . ?
C00E C00P C00T C00L 21.3(8) . . . . ?
C00E C00P C00T C00S -161.6(6) . . . . ?
C00E C00Q C00V C013 67.1(8) . . . . ?
C00E C00Q C00V C015 -178.3(6) . . . . ?
C00E C00Q C00V C016 -60.8(8) . . . . ?
C00F C00D C00O N00A -157.1(5) . . . . ?
C00F C00D C00O C00R 79.2(7) . . . . ?
C00F C00J C010 C014 0.4(13) . . . . ?
C00F C017 C01C C014 -1.3(15) . . . . ?
C00G C00Y C01B C01A -2(2) . . . . ?
C00G C018 C01F C01A 5(2) . . . . ?
C00H C00K C00L C00T 1.9(10) . . . . ?
C00I N00B C00E C00P 77.9(6) . . . . ?
C00I N00B C00E C00Q -164.0(5) . . . . ?
C00I C00N C00W C00Z 174.4(7) . . . . ?
C00J C00F C017 C01C 0.6(13) . . . . ?
C00J C010 C014 Cl05 179.2(7) . . . . ?
C00J C010 C014 C01C -1.1(16) . . . . ?
C00K C00H C00U C00S -0.3(12) . . . . ?
C00K C00L C00T C00P 175.8(6) . . . . ?
C00K C00L C00T C00S -1.3(9) . . . . ?
C00M C00N C00W C00Z -2.2(11) . . . . ?
C00M C00X C012 C00Z 1.8(14) . . . . ?
C00N C00M C00X C012 -0.3(12) . . . . ?
C00N C00W C00Z C012 3.7(13) . . . . ?
C00O N00A C00C O009 -6.4(9) . . . . ?
C00O N00A C00C C00G 170.6(5) . . . . ?
C00O C00D C00F C00J 17.4(9) . . . . ?
C00O C00D C00F C017 -162.4(7) . . . . ?
C00O C00R C011 C019 -60.1(9) . . . . ?
C00O C00R C011 C01D 70.7(13) . . . . ?
C00O C00R C011 C01H -176.1(8) . . . . ?
C00O C00R C011 C1 55.3(13) . . . . ?
C00P C00E C00Q C00V -158.7(5) . . . . ?
C00Q C00E C00P O007 -96.7(6) . . . . ?
C00Q C00E C00P C00T 80.3(6) . . . . ?
C00Q C00V C013 C01E 175.4(10) . . . . ?
C00R C011 C01D C3 66(2) . . . . ?
C00R C011 C1 C3A 57(3) . . . . ?
C00T C00S C00U C00H 0.9(12) . . . . ?
C00U C00H C00K C00L -1.1(12) . . . . ?
C00U C00S C00T C00L -0.2(10) . . . . ?
C00U C00S C00T C00P -177.4(7) . . . . ?
C00V C013 C01E Br01 -173.8(8) . . . . ?
C00W C00Z C012 C00X -3.5(14) . . . . ?
C00X C00M C00N C00I -175.8(6) . . . . ?
C00X C00M C00N C00W 0.6(10) . . . . ?
C00Y C00G C018 C01F -6.4(16) . . . . ?
C010 C014 C01C C017 1.6(17) . . . . ?
C011 C01D C3 Br03 -173.9(17) . . . . ?
C015 C00V C013 C01E 61.0(13) . . . . ?
C016 C00V C013 C01E -60.7(13) . . . . ?
C017 C00F C00J C010 -0.2(11) . . . . ?
C018 C00G C00Y C01B 5.0(17) . . . . ?
C019 C011 C01D C3 -164.9(17) . . . . ?
C019 C011 C1 C3A 177(3) . . . . ?
C01B C01A C01F C018 -2(3) . . . . ?
C01F C01A C01B C00Y 1(3) . . . . ?
C01H C011 C01D C3 -51(2) . . . . ?
C01H C011 C1 C3A -66(3) . . . . ?
Br C3A C1 C011 85(3) . . . . ?

_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 0.333 0.667 -0.821 507.9 106.1 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
