# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 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_111
_database_code_depnum_ccdc_archive 'CCDC 2226208'
loop_
_audit_author_name
_audit_author_address
'Pengquan Chen'
;South China University of Technology
China
;
_audit_update_record             
;
2022-12-13 deposited with the CCDC.	2023-02-06 downloaded from the CCDC.
;
_audit_creation_date             2022-11-09
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H26 Cl3 N3 O5'
_chemical_formula_sum            'C31 H26 Cl3 N3 O5'
_chemical_formula_weight         626.90
_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'
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      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+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'

_cell_length_a                   9.9368(2)
_cell_length_b                   17.0962(3)
_cell_length_c                   17.1478(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2913.09(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9423
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      68.21
_cell_measurement_theta_min      3.65
_shelx_estimated_absorpt_T_max   0.738
_shelx_estimated_absorpt_T_min   0.564
_exptl_absorpt_coefficient_mu    3.235
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5671
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.429
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1296
_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  0.0324
_diffrn_reflns_av_unetI/netI     0.0206
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            45400
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.207
_diffrn_reflns_theta_min         3.651
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'Bruker PHOTON 100 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 venture microsource'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.11
_diffrn_source_power             0.0555
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.769
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                5277
_reflns_number_total             5328
_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       'Apex3 (Bruker 2018)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.181
_refine_diff_density_min         -0.175
_refine_diff_density_rms         0.031
_refine_ls_abs_structure_details 
;
 Flack x determined using 2262 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.019(2)
_refine_ls_extinction_coef       0.00229(11)
_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   1.056
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     388
_refine_ls_number_reflns         5328
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0187
_refine_ls_R_factor_gt           0.0184
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0185P)²+0.7504P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0464
_refine_ls_wR_factor_ref         0.0465
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N3(H3), C12(H12), C14(H14), C15(H15), C17(H17), C19(H19), C21(H21), C23(H23),
 C24(H24), C26(H26), C27(H27), C28(H28), C29(H29)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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 0.79144(4) 0.53644(3) 0.54865(3) 0.02115(11) Uani 1 1 d . . . . .
Cl2 Cl 0.43826(5) 0.94383(2) 0.71204(3) 0.01783(11) Uani 1 1 d . . . . .
Cl3 Cl -0.00785(5) 0.80695(3) 0.82526(3) 0.02421(12) Uani 1 1 d . . . . .
O1 O 0.51500(13) 0.77303(7) 0.91920(7) 0.0163(3) Uani 1 1 d . . . . .
O2 O 0.02890(14) 0.41689(8) 0.83550(8) 0.0202(3) Uani 1 1 d . . . . .
O3 O 0.03951(13) 0.54813(7) 0.81706(8) 0.0187(3) Uani 1 1 d . . . . .
O4 O 0.35619(12) 0.56995(7) 0.83171(7) 0.0143(3) Uani 1 1 d . . . . .
O5 O 0.68569(13) 0.79720(7) 0.83246(8) 0.0195(3) Uani 1 1 d . . . . .
N1 N 0.56346(16) 0.68380(8) 0.83201(9) 0.0133(3) Uani 1 1 d . . . . .
N2 N 0.25110(15) 0.52456(8) 0.72129(9) 0.0135(3) Uani 1 1 d . . . . .
N3 N 0.18173(15) 0.46389(9) 0.75515(9) 0.0161(3) Uani 1 1 d . . . . .
H3 H 0.202815 0.414884 0.745289 0.019 Uiso 1 1 calc R U . . .
C1 C 0.6689(2) 0.83266(13) 1.01278(12) 0.0245(4) Uani 1 1 d . . . . .
H1A H 0.667658 0.783076 1.041450 0.037 Uiso 1 1 calc R U . . .
H1B H 0.680123 0.876048 1.049558 0.037 Uiso 1 1 calc R U . . .
H1C H 0.743836 0.832524 0.975642 0.037 Uiso 1 1 calc R U . . .
C2 C 0.53732(19) 0.84246(10) 0.96897(11) 0.0158(4) Uani 1 1 d . . . . .
C3 C 0.59738(18) 0.75594(10) 0.85937(11) 0.0136(4) Uani 1 1 d . . . . .
C4 C 0.61696(18) 0.65201(10) 0.76228(10) 0.0118(4) Uani 1 1 d . . . . .
C5 C 0.53239(17) 0.63151(9) 0.69981(10) 0.0104(3) Uani 1 1 d . . . . .
C6 C 0.37788(18) 0.63971(10) 0.70458(10) 0.0110(3) Uani 1 1 d . . . . .
C7 C 0.32951(17) 0.57543(10) 0.76284(10) 0.0115(3) Uani 1 1 d . . . . .
C8 C 0.07819(18) 0.48251(10) 0.80498(11) 0.0145(4) Uani 1 1 d . . . . .
C9 C -0.0728(2) 0.42772(13) 0.89448(12) 0.0255(5) Uani 1 1 d . . . . .
H9A H -0.145981 0.459788 0.873397 0.038 Uiso 1 1 calc R U . . .
H9B H -0.033161 0.454064 0.939752 0.038 Uiso 1 1 calc R U . . .
H9C H -0.108301 0.376685 0.910387 0.038 Uiso 1 1 calc R U . . .
C10 C 0.5335(2) 0.91673(10) 0.92076(12) 0.0197(4) Uani 1 1 d . . . . .
H10A H 0.605738 0.915371 0.881849 0.030 Uiso 1 1 calc R U . . .
H10B H 0.546055 0.962083 0.954956 0.030 Uiso 1 1 calc R U . . .
H10C H 0.446399 0.920768 0.894309 0.030 Uiso 1 1 calc R U . . .
C11 C 0.4162(2) 0.83978(11) 1.02340(11) 0.0206(4) Uani 1 1 d . . . . .
H11A H 0.333460 0.845977 0.992962 0.031 Uiso 1 1 calc R U . . .
H11B H 0.422986 0.882230 1.061606 0.031 Uiso 1 1 calc R U . . .
H11C H 0.414408 0.789403 1.050651 0.031 Uiso 1 1 calc R U . . .
C12 C 0.58914(18) 0.59673(10) 0.63417(11) 0.0122(4) Uani 1 1 d . . . . .
H12 H 0.533542 0.582588 0.591364 0.015 Uiso 1 1 calc R U . . .
C13 C 0.72646(19) 0.58264(10) 0.63101(11) 0.0140(4) Uani 1 1 d . . . . .
C14 C 0.81067(18) 0.60333(10) 0.69164(11) 0.0150(4) Uani 1 1 d . . . . .
H14 H 0.904750 0.593923 0.688578 0.018 Uiso 1 1 calc R U . . .
C15 C 0.75478(18) 0.63815(10) 0.75710(11) 0.0137(4) Uani 1 1 d . . . . .
H15 H 0.811564 0.652826 0.799196 0.016 Uiso 1 1 calc R U . . .
C16 C 0.32782(18) 0.72033(10) 0.73130(10) 0.0112(3) Uani 1 1 d . . . . .
C17 C 0.40178(17) 0.78769(10) 0.71647(10) 0.0121(3) Uani 1 1 d . . . . .
H17 H 0.488459 0.784266 0.693342 0.014 Uiso 1 1 calc R U . . .
C18 C 0.34809(19) 0.85962(10) 0.73566(10) 0.0134(4) Uani 1 1 d . . . . .
C19 C 0.22377(19) 0.86760(10) 0.77085(11) 0.0149(4) Uani 1 1 d . . . . .
H19 H 0.189242 0.917490 0.784819 0.018 Uiso 1 1 calc R U . . .
C20 C 0.15173(18) 0.79977(11) 0.78485(11) 0.0151(4) Uani 1 1 d . . . . .
C21 C 0.20088(18) 0.72644(10) 0.76571(10) 0.0133(4) Uani 1 1 d . . . . .
H21 H 0.148945 0.680909 0.775857 0.016 Uiso 1 1 calc R U . . .
C22 C 0.22824(18) 0.55041(10) 0.64418(10) 0.0132(3) Uani 1 1 d . . . . .
C23 C 0.14527(19) 0.51396(11) 0.58928(11) 0.0168(4) Uani 1 1 d . . . . .
H23 H 0.095540 0.468164 0.601685 0.020 Uiso 1 1 calc R U . . .
C24 C 0.13904(18) 0.54735(12) 0.51679(11) 0.0181(4) Uani 1 1 d . . . . .
H24 H 0.083811 0.524102 0.477962 0.022 Uiso 1 1 calc R U . . .
C25 C 0.21299(19) 0.61574(11) 0.49831(11) 0.0160(4) Uani 1 1 d . . . . .
C26 C 0.2039(2) 0.64950(11) 0.42278(11) 0.0201(4) Uani 1 1 d . . . . .
H26 H 0.146025 0.626605 0.385073 0.024 Uiso 1 1 calc R U . . .
C27 C 0.2770(2) 0.71430(12) 0.40348(11) 0.0232(4) Uani 1 1 d . . . . .
H27 H 0.268785 0.736579 0.352954 0.028 Uiso 1 1 calc R U . . .
C28 C 0.3647(2) 0.74809(11) 0.45860(12) 0.0217(4) Uani 1 1 d . . . . .
H28 H 0.416832 0.792460 0.444466 0.026 Uiso 1 1 calc R U . . .
C29 C 0.37580(19) 0.71781(11) 0.53232(11) 0.0165(4) Uani 1 1 d . . . . .
H29 H 0.435471 0.741454 0.568618 0.020 Uiso 1 1 calc R U . . .
C30 C 0.29896(18) 0.65132(10) 0.55518(11) 0.0131(4) Uani 1 1 d . . . . .
C31 C 0.30359(18) 0.61612(10) 0.62997(10) 0.0117(4) Uani 1 1 d . . . . .
H1 H 0.493(3) 0.6622(14) 0.8495(14) 0.021(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
Cl1 C13 1.7422(18) . ?
Cl2 C18 1.7434(18) . ?
Cl3 C20 1.7350(19) . ?
O1 C2 1.479(2) . ?
O1 C3 1.345(2) . ?
O2 C8 1.331(2) . ?
O2 C9 1.441(2) . ?
O3 C8 1.204(2) . ?
O4 C7 1.214(2) . ?
O5 C3 1.217(2) . ?
N1 C3 1.362(2) . ?
N1 C4 1.417(2) . ?
N1 H1 0.85(3) . ?
N2 N3 1.374(2) . ?
N2 C7 1.368(2) . ?
N2 C22 1.413(2) . ?
N3 H3 0.8800 . ?
N3 C8 1.375(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.517(3) . ?
C2 C10 1.516(3) . ?
C2 C11 1.523(3) . ?
C4 C5 1.406(2) . ?
C4 C15 1.393(3) . ?
C5 C6 1.544(2) . ?
C5 C12 1.392(3) . ?
C6 C7 1.561(2) . ?
C6 C16 1.535(2) . ?
C6 C31 1.531(2) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12 0.9500 . ?
C12 C13 1.387(3) . ?
C13 C14 1.381(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.387(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.390(2) . ?
C16 C21 1.396(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.380(3) . ?
C18 C19 1.382(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.384(3) . ?
C20 C21 1.385(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.398(3) . ?
C22 C31 1.372(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.369(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.417(3) . ?
C25 C26 1.421(3) . ?
C25 C30 1.432(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.365(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.409(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.370(3) . ?
C29 H29 0.9500 . ?
C29 C30 1.424(3) . ?
C30 C31 1.417(2) . ?

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
C3 O1 C2 121.56(14) . . ?
C8 O2 C9 115.17(15) . . ?
C3 N1 C4 123.04(16) . . ?
C3 N1 H1 118.5(16) . . ?
C4 N1 H1 116.2(16) . . ?
N3 N2 C22 123.43(15) . . ?
C7 N2 N3 123.07(15) . . ?
C7 N2 C22 112.35(14) . . ?
N2 N3 H3 121.2 . . ?
N2 N3 C8 117.60(14) . . ?
C8 N3 H3 121.2 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
O1 C2 C1 109.05(15) . . ?
O1 C2 C10 110.74(15) . . ?
O1 C2 C11 102.18(14) . . ?
C1 C2 C11 111.95(16) . . ?
C10 C2 C1 112.58(16) . . ?
C10 C2 C11 109.87(16) . . ?
O1 C3 N1 107.99(15) . . ?
O5 C3 O1 127.05(16) . . ?
O5 C3 N1 124.94(17) . . ?
C5 C4 N1 120.95(16) . . ?
C15 C4 N1 119.22(17) . . ?
C15 C4 C5 119.78(17) . . ?
C4 C5 C6 122.10(16) . . ?
C12 C5 C4 118.71(16) . . ?
C12 C5 C6 118.98(16) . . ?
C5 C6 C7 106.03(14) . . ?
C16 C6 C5 114.81(14) . . ?
C16 C6 C7 109.95(14) . . ?
C31 C6 C5 114.28(15) . . ?
C31 C6 C7 101.59(13) . . ?
C31 C6 C16 109.24(14) . . ?
O4 C7 N2 125.59(16) . . ?
O4 C7 C6 127.57(16) . . ?
N2 C7 C6 106.84(15) . . ?
O2 C8 N3 108.94(15) . . ?
O3 C8 O2 126.88(17) . . ?
O3 C8 N3 124.17(17) . . ?
O2 C9 H9A 109.5 . . ?
O2 C9 H9B 109.5 . . ?
O2 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C2 C10 H10A 109.5 . . ?
C2 C10 H10B 109.5 . . ?
C2 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C2 C11 H11A 109.5 . . ?
C2 C11 H11B 109.5 . . ?
C2 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C5 C12 H12 119.9 . . ?
C13 C12 C5 120.29(17) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 Cl1 118.37(14) . . ?
C14 C13 Cl1 120.13(14) . . ?
C14 C13 C12 121.50(17) . . ?
C13 C14 H14 120.8 . . ?
C13 C14 C15 118.47(17) . . ?
C15 C14 H14 120.8 . . ?
C4 C15 H15 119.4 . . ?
C14 C15 C4 121.24(17) . . ?
C14 C15 H15 119.4 . . ?
C17 C16 C6 121.20(15) . . ?
C17 C16 C21 119.54(16) . . ?
C21 C16 C6 119.08(16) . . ?
C16 C17 H17 120.3 . . ?
C18 C17 C16 119.36(16) . . ?
C18 C17 H17 120.3 . . ?
C17 C18 Cl2 118.79(14) . . ?
C17 C18 C19 122.53(17) . . ?
C19 C18 Cl2 118.65(14) . . ?
C18 C19 H19 121.5 . . ?
C18 C19 C20 117.10(16) . . ?
C20 C19 H19 121.5 . . ?
C19 C20 Cl3 118.87(14) . . ?
C19 C20 C21 122.35(17) . . ?
C21 C20 Cl3 118.75(14) . . ?
C16 C21 H21 120.4 . . ?
C20 C21 C16 119.10(16) . . ?
C20 C21 H21 120.4 . . ?
C23 C22 N2 125.86(16) . . ?
C31 C22 N2 109.55(15) . . ?
C31 C22 C23 124.56(17) . . ?
C22 C23 H23 121.6 . . ?
C24 C23 C22 116.89(17) . . ?
C24 C23 H23 121.6 . . ?
C23 C24 H24 119.2 . . ?
C23 C24 C25 121.58(17) . . ?
C25 C24 H24 119.2 . . ?
C24 C25 C26 120.42(18) . . ?
C24 C25 C30 120.50(17) . . ?
C26 C25 C30 119.07(17) . . ?
C25 C26 H26 119.4 . . ?
C27 C26 C25 121.13(18) . . ?
C27 C26 H26 119.4 . . ?
C26 C27 H27 120.0 . . ?
C26 C27 C28 119.92(18) . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 119.6 . . ?
C29 C28 C27 120.90(19) . . ?
C29 C28 H28 119.6 . . ?
C28 C29 H29 119.6 . . ?
C28 C29 C30 120.82(18) . . ?
C30 C29 H29 119.6 . . ?
C29 C30 C25 118.12(17) . . ?
C31 C30 C25 117.07(16) . . ?
C31 C30 C29 124.79(16) . . ?
C22 C31 C6 109.29(15) . . ?
C22 C31 C30 119.39(16) . . ?
C30 C31 C6 131.29(15) . . ?

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 C13 C14 C15 -178.34(14) . . . . ?
Cl2 C18 C19 C20 176.51(14) . . . . ?
Cl3 C20 C21 C16 178.36(13) . . . . ?
N1 C4 C5 C6 -2.1(2) . . . . ?
N1 C4 C5 C12 -176.69(15) . . . . ?
N1 C4 C15 C14 176.57(16) . . . . ?
N2 N3 C8 O2 -176.21(15) . . . . ?
N2 N3 C8 O3 4.7(3) . . . . ?
N2 C22 C23 C24 -178.48(17) . . . . ?
N2 C22 C31 C6 -3.34(19) . . . . ?
N2 C22 C31 C30 178.50(15) . . . . ?
N3 N2 C7 O4 6.3(3) . . . . ?
N3 N2 C7 C6 -174.38(15) . . . . ?
N3 N2 C22 C23 -7.5(3) . . . . ?
N3 N2 C22 C31 174.36(15) . . . . ?
C2 O1 C3 O5 -9.9(3) . . . . ?
C2 O1 C3 N1 171.37(15) . . . . ?
C3 O1 C2 C1 -64.9(2) . . . . ?
C3 O1 C2 C10 59.5(2) . . . . ?
C3 O1 C2 C11 176.47(16) . . . . ?
C3 N1 C4 C5 -119.66(19) . . . . ?
C3 N1 C4 C15 62.9(2) . . . . ?
C4 N1 C3 O1 170.86(16) . . . . ?
C4 N1 C3 O5 -7.9(3) . . . . ?
C4 C5 C6 C7 -70.27(19) . . . . ?
C4 C5 C6 C16 51.3(2) . . . . ?
C4 C5 C6 C31 178.69(14) . . . . ?
C4 C5 C12 C13 0.1(2) . . . . ?
C5 C4 C15 C14 -0.9(3) . . . . ?
C5 C6 C7 O4 63.4(2) . . . . ?
C5 C6 C7 N2 -115.85(15) . . . . ?
C5 C6 C16 C17 29.2(2) . . . . ?
C5 C6 C16 C21 -155.79(16) . . . . ?
C5 C6 C31 C22 113.41(17) . . . . ?
C5 C6 C31 C30 -68.7(2) . . . . ?
C5 C12 C13 Cl1 178.20(13) . . . . ?
C5 C12 C13 C14 -0.9(3) . . . . ?
C6 C5 C12 C13 -174.62(16) . . . . ?
C6 C16 C17 C18 174.64(16) . . . . ?
C6 C16 C21 C20 -175.52(16) . . . . ?
C7 N2 N3 C8 66.4(2) . . . . ?
C7 N2 C22 C23 -175.57(17) . . . . ?
C7 N2 C22 C31 6.3(2) . . . . ?
C7 C6 C16 C17 148.65(16) . . . . ?
C7 C6 C16 C21 -36.3(2) . . . . ?
C7 C6 C31 C22 -0.28(18) . . . . ?
C7 C6 C31 C30 177.58(17) . . . . ?
C9 O2 C8 O3 -6.3(3) . . . . ?
C9 O2 C8 N3 174.66(15) . . . . ?
C12 C5 C6 C7 104.30(17) . . . . ?
C12 C5 C6 C16 -134.11(16) . . . . ?
C12 C5 C6 C31 -6.7(2) . . . . ?
C12 C13 C14 C15 0.7(3) . . . . ?
C13 C14 C15 C4 0.2(3) . . . . ?
C15 C4 C5 C6 175.32(16) . . . . ?
C15 C4 C5 C12 0.7(2) . . . . ?
C16 C6 C7 O4 -61.3(2) . . . . ?
C16 C6 C7 N2 119.49(16) . . . . ?
C16 C6 C31 C22 -116.42(16) . . . . ?
C16 C6 C31 C30 61.4(2) . . . . ?
C16 C17 C18 Cl2 -176.68(14) . . . . ?
C16 C17 C18 C19 1.4(3) . . . . ?
C17 C16 C21 C20 -0.4(3) . . . . ?
C17 C18 C19 C20 -1.5(3) . . . . ?
C18 C19 C20 Cl3 -177.40(14) . . . . ?
C18 C19 C20 C21 0.7(3) . . . . ?
C19 C20 C21 C16 0.2(3) . . . . ?
C21 C16 C17 C18 -0.3(3) . . . . ?
C22 N2 N3 C8 -100.43(19) . . . . ?
C22 N2 C7 O4 174.47(16) . . . . ?
C22 N2 C7 C6 -6.26(18) . . . . ?
C22 C23 C24 C25 -0.1(3) . . . . ?
C23 C22 C31 C6 178.48(17) . . . . ?
C23 C22 C31 C30 0.3(3) . . . . ?
C23 C24 C25 C26 -179.54(18) . . . . ?
C23 C24 C25 C30 1.1(3) . . . . ?
C24 C25 C26 C27 -178.41(19) . . . . ?
C24 C25 C30 C29 177.08(17) . . . . ?
C24 C25 C30 C31 -1.4(3) . . . . ?
C25 C26 C27 C28 0.9(3) . . . . ?
C25 C30 C31 C6 -177.03(17) . . . . ?
C25 C30 C31 C22 0.7(2) . . . . ?
C26 C25 C30 C29 -2.3(3) . . . . ?
C26 C25 C30 C31 179.29(16) . . . . ?
C26 C27 C28 C29 -1.4(3) . . . . ?
C27 C28 C29 C30 0.0(3) . . . . ?
C28 C29 C30 C25 1.8(3) . . . . ?
C28 C29 C30 C31 -179.88(18) . . . . ?
C29 C30 C31 C6 4.7(3) . . . . ?
C29 C30 C31 C22 -177.66(17) . . . . ?
C30 C25 C26 C27 0.9(3) . . . . ?
C31 C6 C7 O4 -176.88(17) . . . . ?
C31 C6 C7 N2 3.87(17) . . . . ?
C31 C6 C16 C17 -100.67(19) . . . . ?
C31 C6 C16 C21 74.3(2) . . . . ?
C31 C22 C23 C24 -0.6(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
