# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2023

####################################################################### 
# 
# 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_lyl1029-01
_database_code_depnum_ccdc_archive 'CCDC 2249124'
loop_
_audit_author_name
_audit_author_address
'Xiao-Tong Lin'
;School of Chemistry and Chemical Engineering Guangzhou University
China
;
_audit_update_record             
;
2023-03-16 deposited with the CCDC.	2023-06-30 downloaded from the CCDC.
;
_audit_creation_date             2023-03-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H28 Cl N3 O5'
_chemical_formula_sum            'C31 H28 Cl N3 O5'
_chemical_formula_weight         558.01
_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'
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      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                   8.9246(6)
_cell_length_b                   9.5581(6)
_cell_length_c                   19.710(3)
_cell_angle_alpha                79.501(7)
_cell_angle_beta                 79.413(8)
_cell_angle_gamma                85.021(5)
_cell_volume                     1622.6(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2789
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      73.0720
_cell_measurement_theta_min      2.3860
_shelx_estimated_absorpt_T_max   0.887
_shelx_estimated_absorpt_T_min   0.853
_exptl_absorpt_coefficient_mu    1.366
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76023
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.142
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0518
_diffrn_reflns_av_unetI/netI     0.0679
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            10860
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.180
_diffrn_reflns_theta_min         2.314
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -35.00  67.00   1.00    1.00    --   40.73 -19.00 -90.00  102
  2  ω      2.00  41.00   1.00    1.00    --   40.73 -99.00 -90.00   39
  3  ω     45.00  96.00   1.00    1.00    --   40.73-125.00   0.00   51
  4  ω     36.00 130.00   1.00    2.00    --  108.83 -30.00 -60.00   94
  5  ω     83.00 162.00   1.00    2.00    --  108.83  30.00 -90.00   79
  6  ω     75.00 161.00   1.00    2.00    --  108.83  15.00-150.00   86
  7  ω     65.00 104.00   1.00    2.00    --  108.83 -94.00-150.00   39
  8  ω     83.00 110.00   1.00    2.00    --  108.83-125.00-150.00   27
  9  ω     45.00 129.00   1.00    2.00    --  108.83 -61.00-180.00   84
 10  ω     78.00 108.00   1.00    2.00    --  108.83-125.00   0.00   30
 11  ω     83.00 122.00   1.00    2.00    --  108.83-125.00 120.00   39
 12  ω     37.00  75.00   1.00    2.00    --  108.83-125.00   0.00   38
 13  ω     36.00 120.00   1.00    2.00    --  108.83 -77.00 -30.00   84
 14  ω     37.00 125.00   1.00    2.00    --  108.83 -61.00  60.00   88
 15  ω     95.00 168.00   1.00    2.00    --  108.83  45.00 120.00   73
 16  ω     28.00  56.00   1.00    2.00    --  108.83 -94.00-150.00   28
 17  ω    -65.00  28.00   1.00    1.00    --  -40.73  57.00-150.00   93
 18  ω   -113.00 -16.00   1.00    1.00    --  -40.73 -57.00  60.00   97
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1457334000
_diffrn_orient_matrix_UB_12      0.0172584000
_diffrn_orient_matrix_UB_13      -0.0557825000
_diffrn_orient_matrix_UB_21      -0.0956593000
_diffrn_orient_matrix_UB_22      0.0031536000
_diffrn_orient_matrix_UB_23      -0.0579039000
_diffrn_orient_matrix_UB_31      -0.0233172000
_diffrn_orient_matrix_UB_32      0.1632335000
_diffrn_orient_matrix_UB_33      -0.0067629000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5162
_reflns_number_total             6395
_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       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (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         1.249
_refine_diff_density_min         -0.500
_refine_diff_density_rms         0.149
_refine_ls_extinction_coef       0.0083(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     353
_refine_ls_number_reflns         6395
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1408
_refine_ls_R_factor_gt           0.1272
_refine_ls_restrained_S_all      1.029
_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)+(0.1965P)²+6.5915P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3391
_refine_ls_wR_factor_ref         0.3533
_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:
 C23(H23A,H23B), C22(H22A,H22B), C11(H11A,H11B)
2.b Aromatic/amide H refined with riding coordinates:
 N3(H3), C25(H25), C2(H2), C26(H26), C29(H29), C17(H17), C18(H18), C7(H7),
 C6(H6), C9(H9), C21(H21), C19(H19), C20(H20)
2.c Fitted hexagon refined as free rotating group:
 C8(C7,C6,C5,C4,C9)
2.d Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C), C30(H30A,H30B,H30C), C15(H15A,H15B,H15C)
;
_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
Cl1 Cl 0.2558(2) 0.74795(18) 0.48992(9) 0.0608(5) Uani 1 1 d . . . . .
O1 O 0.5165(4) 0.9922(3) 0.2313(2) 0.0328(8) Uani 1 1 d . . . . .
O5 O 0.7725(4) 0.7792(3) -0.0218(2) 0.0309(8) Uani 1 1 d . . . . .
O2 O 0.8371(4) 0.1183(4) 0.2076(2) 0.0339(8) Uani 1 1 d . . . . .
O4 O 0.4853(4) 0.8274(3) 0.0208(2) 0.0316(8) Uani 1 1 d . . . . .
O3 O 1.0555(4) 0.1857(4) 0.2313(2) 0.0356(9) Uani 1 1 d . . . . .
N1 N 0.6269(4) 0.5132(4) 0.2568(2) 0.0261(8) Uani 1 1 d . . . . .
N3 N 0.5801(4) 0.2835(4) 0.2414(2) 0.0278(9) Uani 1 1 d . . . . .
H3 H 0.605590 0.193887 0.248656 0.033 Uiso 1 1 calc R U . . .
C10 C 0.5940(5) 0.8979(5) 0.2043(3) 0.0269(10) Uani 1 1 d . . . . .
C24 C 0.5204(5) 0.4463(5) 0.1009(3) 0.0263(10) Uani 1 1 d . . . . .
C3 C 0.5939(5) 0.7509(5) 0.2381(3) 0.0264(10) Uani 1 1 d . . . . .
N2 N 0.9667(6) 0.8417(6) 0.1087(3) 0.0464(12) Uani 1 1 d . . . . .
C23 C 0.4231(5) 0.3321(5) 0.1470(3) 0.0295(10) Uani 1 1 d . . . . .
H23A H 0.458687 0.240649 0.133506 0.035 Uiso 1 1 calc R U . . .
H23B H 0.318493 0.351194 0.139201 0.035 Uiso 1 1 calc R U . . .
C13 C 0.8396(5) 0.3411(5) 0.2449(3) 0.0286(10) Uani 1 1 d . . . . .
C16 C 0.9330(5) 0.4422(5) 0.2677(3) 0.0309(10) Uani 1 1 d . . . . .
C28 C 0.5404(5) 0.6908(5) 0.0414(3) 0.0256(9) Uani 1 1 d . . . . .
C1 C 0.6840(5) 0.3712(5) 0.2463(3) 0.0251(9) Uani 1 1 d . . . . .
C27 C 0.6970(5) 0.6651(5) 0.0179(3) 0.0244(9) Uani 1 1 d . . . . .
C25 C 0.6750(5) 0.4203(5) 0.0773(3) 0.0274(10) Uani 1 1 d . . . . .
H25 H 0.720807 0.330018 0.088834 0.033 Uiso 1 1 calc R U . . .
C2 C 0.6621(5) 0.6331(4) 0.2103(3) 0.0250(9) Uani 1 1 d . . . . .
H2 H 0.722842 0.636173 0.166365 0.030 Uiso 1 1 calc R U . . .
C22 C 0.4266(5) 0.3235(5) 0.2250(3) 0.0278(10) Uani 1 1 d . . . . .
H22A H 0.392595 0.415293 0.238490 0.033 Uiso 1 1 calc R U . . .
H22B H 0.356403 0.253870 0.252071 0.033 Uiso 1 1 calc R U . . .
C26 C 0.7618(5) 0.5297(5) 0.0361(3) 0.0292(10) Uani 1 1 d . . . . .
H26 H 0.865270 0.511122 0.020698 0.035 Uiso 1 1 calc R U . . .
C14 C 0.9057(5) 0.2074(5) 0.2264(3) 0.0280(10) Uani 1 1 d . . . . .
C29 C 0.4539(5) 0.5831(5) 0.0824(3) 0.0278(10) Uani 1 1 d . . . . .
H29 H 0.350444 0.601647 0.097815 0.033 Uiso 1 1 calc R U . . .
C11 C 0.6843(5) 0.9402(5) 0.1303(3) 0.0300(10) Uani 1 1 d . . . . .
H11A H 0.631623 0.908695 0.097393 0.036 Uiso 1 1 calc R U . . .
H11B H 0.683918 1.043405 0.119420 0.036 Uiso 1 1 calc R U . . .
C12 C 0.8437(6) 0.8828(5) 0.1193(3) 0.0317(11) Uani 1 1 d . . . . .
C31 C 0.9336(5) 0.7539(5) -0.0456(3) 0.0348(11) Uani 1 1 d . . . . .
H31A H 0.948377 0.686588 -0.077283 0.052 Uiso 1 1 calc R U . . .
H31B H 0.982618 0.716401 -0.006164 0.052 Uiso 1 1 calc R U . . .
H31C H 0.976969 0.841846 -0.069301 0.052 Uiso 1 1 calc R U . . .
C17 C 1.0360(6) 0.5260(6) 0.2206(3) 0.0386(12) Uani 1 1 d . . . . .
H17 H 1.051173 0.519478 0.173308 0.046 Uiso 1 1 calc R U . . .
C18 C 1.1176(6) 0.6208(6) 0.2437(4) 0.0434(14) Uani 1 1 d . . . . .
H18 H 1.186407 0.677688 0.211447 0.052 Uiso 1 1 calc R U . . .
C30 C 0.3306(6) 0.8632(6) 0.0497(3) 0.0394(13) Uani 1 1 d . . . . .
H30A H 0.306763 0.962368 0.034055 0.059 Uiso 1 1 calc R U . . .
H30B H 0.317799 0.844479 0.099880 0.059 Uiso 1 1 calc R U . . .
H30C H 0.263472 0.806692 0.034467 0.059 Uiso 1 1 calc R U . . .
C8 C 0.3635(4) 0.6725(3) 0.42377(15) 0.0386(12) Uani 1 1 d G . . . .
C7 C 0.3860(4) 0.5251(3) 0.43160(14) 0.0395(12) Uani 1 1 d G . . . .
H7 H 0.343511 0.468237 0.472983 0.047 Uiso 1 1 calc R U . . .
C6 C 0.4722(4) 0.4626(2) 0.37759(17) 0.0362(11) Uani 1 1 d G . . . .
H6 H 0.487250 0.363973 0.382826 0.043 Uiso 1 1 calc R U . . .
C5 C 0.5357(3) 0.5475(3) 0.31574(14) 0.0294(10) Uani 1 1 d G . . . .
C4 C 0.5132(4) 0.6949(3) 0.30791(14) 0.0274(10) Uani 1 1 d G . . . .
C9 C 0.4271(4) 0.7574(2) 0.36192(17) 0.0337(11) Uani 1 1 d G . . . .
H9 H 0.411997 0.856006 0.356681 0.040 Uiso 1 1 calc R U . . .
C15 C 1.1259(6) 0.0506(6) 0.2177(4) 0.0438(14) Uani 1 1 d . . . . .
H15A H 1.125100 0.042739 0.169890 0.066 Uiso 1 1 calc R U . . .
H15B H 1.070328 -0.024701 0.248312 0.066 Uiso 1 1 calc R U . . .
H15C H 1.229377 0.043276 0.225748 0.066 Uiso 1 1 calc R U . . .
C21 C 0.9112(9) 0.4544(9) 0.3368(4) 0.062(2) Uani 1 1 d . . . . .
H21 H 0.842403 0.396690 0.368586 0.075 Uiso 1 1 calc R U . . .
C19 C 1.0979(8) 0.6309(7) 0.3126(4) 0.0548(17) Uani 1 1 d . . . . .
H19 H 1.157431 0.691278 0.327076 0.066 Uiso 1 1 calc R U . . .
C20 C 0.9908(12) 0.5531(11) 0.3622(5) 0.082(3) Uani 1 1 d . . . . .
H20 H 0.971811 0.564403 0.408900 0.098 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
Cl1 C8 1.705(3) . ?
O1 C10 1.227(6) . ?
O5 C27 1.371(5) . ?
O5 C31 1.441(6) . ?
O2 C14 1.235(6) . ?
O4 C28 1.371(5) . ?
O4 C30 1.430(6) . ?
O3 C14 1.354(6) . ?
O3 C15 1.435(6) . ?
N1 C1 1.445(6) . ?
N1 C2 1.352(6) . ?
N1 C5 1.366(5) . ?
N3 H3 0.8600 . ?
N3 C1 1.330(6) . ?
N3 C22 1.468(5) . ?
C10 C3 1.441(7) . ?
C10 C11 1.533(7) . ?
C24 C23 1.511(6) . ?
C24 C25 1.389(6) . ?
C24 C29 1.402(6) . ?
C3 C2 1.386(6) . ?
C3 C4 1.460(5) . ?
N2 C12 1.129(7) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C22 1.532(7) . ?
C13 C16 1.505(7) . ?
C13 C1 1.389(6) . ?
C13 C14 1.440(6) . ?
C16 C17 1.375(8) . ?
C16 C21 1.365(9) . ?
C28 C27 1.405(6) . ?
C28 C29 1.383(7) . ?
C27 C26 1.384(6) . ?
C25 H25 0.9300 . ?
C25 C26 1.396(7) . ?
C2 H2 0.9300 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C26 H26 0.9300 . ?
C29 H29 0.9300 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.472(7) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C17 H17 0.9300 . ?
C17 C18 1.394(8) . ?
C18 H18 0.9300 . ?
C18 C19 1.358(10) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C8 C7 1.3900 . ?
C8 C9 1.3900 . ?
C7 H7 0.9300 . ?
C7 C6 1.3900 . ?
C6 H6 0.9300 . ?
C6 C5 1.3900 . ?
C5 C4 1.3900 . ?
C4 C9 1.3900 . ?
C9 H9 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C21 H21 0.9300 . ?
C21 C20 1.437(10) . ?
C19 H19 0.9300 . ?
C19 C20 1.391(11) . ?
C20 H20 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C27 O5 C31 116.2(4) . . ?
C28 O4 C30 116.8(4) . . ?
C14 O3 C15 116.1(4) . . ?
C2 N1 C1 124.5(4) . . ?
C2 N1 C5 109.8(3) . . ?
C5 N1 C1 125.6(4) . . ?
C1 N3 H3 116.6 . . ?
C1 N3 C22 126.9(4) . . ?
C22 N3 H3 116.6 . . ?
O1 C10 C3 122.0(5) . . ?
O1 C10 C11 117.4(4) . . ?
C3 C10 C11 120.4(4) . . ?
C25 C24 C23 121.8(4) . . ?
C25 C24 C29 118.9(4) . . ?
C29 C24 C23 119.3(4) . . ?
C10 C3 C4 126.5(4) . . ?
C2 C3 C10 127.6(5) . . ?
C2 C3 C4 105.8(4) . . ?
C24 C23 H23A 109.0 . . ?
C24 C23 H23B 109.0 . . ?
C24 C23 C22 112.9(4) . . ?
H23A C23 H23B 107.8 . . ?
C22 C23 H23A 109.0 . . ?
C22 C23 H23B 109.0 . . ?
C1 C13 C16 120.0(4) . . ?
C1 C13 C14 118.6(4) . . ?
C14 C13 C16 121.3(4) . . ?
C17 C16 C13 121.9(5) . . ?
C21 C16 C13 119.0(5) . . ?
C21 C16 C17 119.1(5) . . ?
O4 C28 C27 114.7(4) . . ?
O4 C28 C29 124.8(4) . . ?
C29 C28 C27 120.4(4) . . ?
N3 C1 N1 115.9(4) . . ?
N3 C1 C13 127.8(4) . . ?
C13 C1 N1 116.3(4) . . ?
O5 C27 C28 115.9(4) . . ?
O5 C27 C26 125.7(4) . . ?
C26 C27 C28 118.5(4) . . ?
C24 C25 H25 120.0 . . ?
C24 C25 C26 120.0(4) . . ?
C26 C25 H25 120.0 . . ?
N1 C2 C3 109.5(4) . . ?
N1 C2 H2 125.2 . . ?
C3 C2 H2 125.2 . . ?
N3 C22 C23 111.9(4) . . ?
N3 C22 H22A 109.2 . . ?
N3 C22 H22B 109.2 . . ?
C23 C22 H22A 109.2 . . ?
C23 C22 H22B 109.2 . . ?
H22A C22 H22B 107.9 . . ?
C27 C26 C25 121.4(4) . . ?
C27 C26 H26 119.3 . . ?
C25 C26 H26 119.3 . . ?
O2 C14 O3 121.3(4) . . ?
O2 C14 C13 125.4(4) . . ?
O3 C14 C13 113.3(4) . . ?
C24 C29 H29 119.6 . . ?
C28 C29 C24 120.8(4) . . ?
C28 C29 H29 119.6 . . ?
C10 C11 H11A 108.4 . . ?
C10 C11 H11B 108.4 . . ?
H11A C11 H11B 107.5 . . ?
C12 C11 C10 115.4(4) . . ?
C12 C11 H11A 108.4 . . ?
C12 C11 H11B 108.4 . . ?
N2 C12 C11 177.6(6) . . ?
O5 C31 H31A 109.5 . . ?
O5 C31 H31B 109.5 . . ?
O5 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.1(6) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 H18 119.6 . . ?
C19 C18 C17 120.8(6) . . ?
C19 C18 H18 119.6 . . ?
O4 C30 H30A 109.5 . . ?
O4 C30 H30B 109.5 . . ?
O4 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C7 C8 Cl1 119.6(2) . . ?
C7 C8 C9 120.0 . . ?
C9 C8 Cl1 120.4(2) . . ?
C8 C7 H7 120.0 . . ?
C8 C7 C6 120.0 . . ?
C6 C7 H7 120.0 . . ?
C7 C6 H6 120.0 . . ?
C5 C6 C7 120.0 . . ?
C5 C6 H6 120.0 . . ?
N1 C5 C6 131.2(3) . . ?
N1 C5 C4 108.8(3) . . ?
C6 C5 C4 120.0 . . ?
C5 C4 C3 106.1(3) . . ?
C5 C4 C9 120.0 . . ?
C9 C4 C3 133.9(3) . . ?
C8 C9 H9 120.0 . . ?
C4 C9 C8 120.0 . . ?
C4 C9 H9 120.0 . . ?
O3 C15 H15A 109.5 . . ?
O3 C15 H15B 109.5 . . ?
O3 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C16 C21 H21 118.8 . . ?
C16 C21 C20 122.3(6) . . ?
C20 C21 H21 118.8 . . ?
C18 C19 H19 119.2 . . ?
C18 C19 C20 121.6(6) . . ?
C20 C19 H19 119.2 . . ?
C21 C20 H20 122.0 . . ?
C19 C20 C21 116.0(7) . . ?
C19 C20 H20 122.0 . . ?

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
Cl1 C8 C7 C6 179.2(3) . . . . ?
Cl1 C8 C9 C4 -179.2(3) . . . . ?
O1 C10 C3 C2 172.3(4) . . . . ?
O1 C10 C3 C4 -3.7(7) . . . . ?
O1 C10 C11 C12 134.5(4) . . . . ?
O5 C27 C26 C25 179.7(5) . . . . ?
O4 C28 C27 O5 0.3(6) . . . . ?
O4 C28 C27 C26 -179.7(4) . . . . ?
O4 C28 C29 C24 -180.0(4) . . . . ?
N1 C5 C4 C3 1.7(3) . . . . ?
N1 C5 C4 C9 -178.3(3) . . . . ?
C10 C3 C2 N1 -175.7(4) . . . . ?
C10 C3 C4 C5 175.1(4) . . . . ?
C10 C3 C4 C9 -4.9(6) . . . . ?
C24 C23 C22 N3 -63.3(5) . . . . ?
C24 C25 C26 C27 -0.2(8) . . . . ?
C3 C10 C11 C12 -49.3(6) . . . . ?
C3 C4 C9 C8 -180.0(4) . . . . ?
C23 C24 C25 C26 -178.5(5) . . . . ?
C23 C24 C29 C28 178.7(4) . . . . ?
C13 C16 C17 C18 178.4(5) . . . . ?
C13 C16 C21 C20 -177.1(8) . . . . ?
C16 C13 C1 N1 11.8(7) . . . . ?
C16 C13 C1 N3 -165.8(5) . . . . ?
C16 C13 C14 O2 179.5(5) . . . . ?
C16 C13 C14 O3 -0.4(7) . . . . ?
C16 C17 C18 C19 0.6(9) . . . . ?
C16 C21 C20 C19 -3.3(15) . . . . ?
C28 C27 C26 C25 -0.3(7) . . . . ?
C1 N1 C2 C3 -177.2(4) . . . . ?
C1 N1 C5 C6 -1.9(6) . . . . ?
C1 N1 C5 C4 176.1(4) . . . . ?
C1 N3 C22 C23 95.5(6) . . . . ?
C1 C13 C16 C17 -108.4(6) . . . . ?
C1 C13 C16 C21 69.4(8) . . . . ?
C1 C13 C14 O2 4.1(8) . . . . ?
C1 C13 C14 O3 -175.8(4) . . . . ?
C27 C28 C29 C24 -0.3(7) . . . . ?
C25 C24 C23 C22 86.6(6) . . . . ?
C25 C24 C29 C28 -0.2(7) . . . . ?
C2 N1 C1 N3 -115.0(5) . . . . ?
C2 N1 C1 C13 67.1(6) . . . . ?
C2 N1 C5 C6 -179.2(3) . . . . ?
C2 N1 C5 C4 -1.2(4) . . . . ?
C2 C3 C4 C5 -1.7(4) . . . . ?
C2 C3 C4 C9 178.3(3) . . . . ?
C22 N3 C1 N1 19.3(7) . . . . ?
C22 N3 C1 C13 -163.1(5) . . . . ?
C14 C13 C16 C17 76.3(7) . . . . ?
C14 C13 C16 C21 -106.0(7) . . . . ?
C14 C13 C1 N1 -172.7(4) . . . . ?
C14 C13 C1 N3 9.7(8) . . . . ?
C29 C24 C23 C22 -92.3(5) . . . . ?
C29 C24 C25 C26 0.4(7) . . . . ?
C29 C28 C27 O5 -179.5(4) . . . . ?
C29 C28 C27 C26 0.5(7) . . . . ?
C11 C10 C3 C2 -3.7(7) . . . . ?
C11 C10 C3 C4 -179.7(4) . . . . ?
C31 O5 C27 C28 179.4(4) . . . . ?
C31 O5 C27 C26 -0.6(7) . . . . ?
C17 C16 C21 C20 0.8(12) . . . . ?
C17 C18 C19 C20 -3.3(11) . . . . ?
C18 C19 C20 C21 4.5(14) . . . . ?
C30 O4 C28 C27 -173.4(5) . . . . ?
C30 O4 C28 C29 6.3(7) . . . . ?
C8 C7 C6 C5 0.0 . . . . ?
C7 C8 C9 C4 0.0 . . . . ?
C7 C6 C5 N1 177.8(4) . . . . ?
C7 C6 C5 C4 0.0 . . . . ?
C6 C5 C4 C3 180.0(3) . . . . ?
C6 C5 C4 C9 0.0 . . . . ?
C5 N1 C1 N3 68.1(6) . . . . ?
C5 N1 C1 C13 -109.8(5) . . . . ?
C5 N1 C2 C3 0.1(5) . . . . ?
C5 C4 C9 C8 0.0 . . . . ?
C4 C3 C2 N1 1.0(5) . . . . ?
C9 C8 C7 C6 0.0 . . . . ?
C15 O3 C14 O2 -3.6(8) . . . . ?
C15 O3 C14 C13 176.3(5) . . . . ?
C21 C16 C17 C18 0.7(9) . . . . ?

_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 -0.397 0.000 0.500 348.6 113.3 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.458
_oxdiff_exptl_absorpt_empirical_full_min 0.514
