# 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_exp_341
_database_code_depnum_ccdc_archive 'CCDC 2196169'
loop_
_audit_author_name
_audit_author_address
'Jun Xu'
;School of Pharmaceutical Science and Technology, Tianjin University
China
;
_audit_update_record             
;
2022-08-11 deposited with the CCDC.	2023-01-05 downloaded from the CCDC.
;
_audit_creation_date             2022-07-25
_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         '2(C15 H11 Cl N2)'
_chemical_formula_sum            'C30 H22 Cl2 N4'
_chemical_formula_weight         509.41
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C15 N2 Cl'
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'

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

_cell_length_a                   21.7065(16)
_cell_length_b                   3.9870(2)
_cell_length_c                   30.5412(18)
_cell_angle_alpha                90
_cell_angle_beta                 110.142(8)
_cell_angle_gamma                90
_cell_volume                     2481.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3143
_cell_measurement_temperature    159.99(10)
_cell_measurement_theta_max      51.9910
_cell_measurement_theta_min      3.0900
_shelx_estimated_absorpt_T_max   0.883
_shelx_estimated_absorpt_T_min   0.883
_exptl_absorpt_coefficient_mu    2.560
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54795
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45g (Rigaku Oxford Diffraction, 2018)
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    1.364
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0454
_diffrn_reflns_av_unetI/netI     0.0435
_diffrn_reflns_Laue_measured_fraction_full 0.948
_diffrn_reflns_Laue_measured_fraction_max 0.948
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       3
_diffrn_reflns_limit_k_min       -3
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            8134
_diffrn_reflns_point_group_measured_fraction_full 0.948
_diffrn_reflns_point_group_measured_fraction_max 0.948
_diffrn_reflns_theta_full        50.426
_diffrn_reflns_theta_max         50.426
_diffrn_reflns_theta_min         3.082
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      159.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.948
_diffrn_measured_fraction_theta_max 0.948
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -11.00  16.00   0.50    5.00    --    0.00  37.00  30.00   54
  2  ω     45.00 130.00   0.50   20.00    --   57.26  57.00 -60.00  170
  3  ω     75.00 100.00   0.50   20.00    --   57.26 132.00 -82.00   50
  4  ω     47.00  73.00   0.50    5.00    --    0.00  57.00-120.00   52
  5  ω     41.00  67.00   0.50   20.00    --   57.26  57.00 -90.00   52
  6  ω     76.00 129.00   0.50   20.00    --   57.26  57.00 -90.00  106
  7  ω     87.00 129.00   0.50   20.00    --   57.26 125.00-180.00   84
  8  ω     -4.00  23.00   0.50    5.00    --    0.00  57.00-120.00   54
  9  ω     73.00  98.00   0.50   20.00    --   57.26 137.00  94.00   50
 10  ω     34.00 116.00   0.50   20.00    --   57.26  77.00  90.00  164
 11  ω     -9.00  26.00   0.50    5.00    --    0.00 -99.00-150.00   70
 12  ω     30.00 104.00   0.50   20.00    --   57.26-132.00-152.00  148
 13  ω    -94.00 -69.00   0.50   20.00    --  -57.26 137.00  94.00   50
 14  ω   -110.00 -33.00   0.50   20.00    --  -57.26 132.00 -82.00  154
 15  ω   -101.00 -76.00   0.50   20.00    --  -57.26-137.00  31.00   50
 16  ω   -130.00-105.00   0.50   20.00    --  -57.26-125.00  90.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0535603000
_diffrn_orient_matrix_UB_12      -0.1317490000
_diffrn_orient_matrix_UB_13      0.0442609000
_diffrn_orient_matrix_UB_21      0.0520142000
_diffrn_orient_matrix_UB_22      0.0550646000
_diffrn_orient_matrix_UB_23      -0.0231381000
_diffrn_orient_matrix_UB_31      0.0116531000
_diffrn_orient_matrix_UB_32      0.3591971000
_diffrn_orient_matrix_UB_33      0.0198114000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1938
_reflns_number_total             2429
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45g (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45g (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45g (Rigaku OD, 2018)'
_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 (Sheldrick, 2015)'
_refine_diff_density_max         0.448
_refine_diff_density_min         -0.452
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         2429
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0857
_refine_ls_R_factor_gt           0.0707
_refine_ls_restrained_S_all      1.081
_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)+(0.1131P)²+7.7924P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1944
_refine_ls_wR_factor_ref         0.2053
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C10(H10), C11(H11), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16),
 C17(H17), C18(H18), C21(H21), C22(H22), C25(H25), C26(H26), C27(H27), C28(H28)
2.b Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C30(H30A,H30B,H30C)
;
_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 0.71766(8) 0.5161(4) 0.61281(5) 0.0458(6) Uani 1 1 d . . . . .
Cl2 Cl 0.84121(9) 0.6661(5) 0.52914(6) 0.0520(6) Uani 1 1 d . . . . .
N1 N 0.5038(3) 0.1472(13) 0.40056(18) 0.0359(14) Uani 1 1 d . . . . .
N2 N 0.8447(3) 0.0552(13) 0.3243(2) 0.0396(15) Uani 1 1 d . . . . .
N3 N 0.6315(3) -0.2533(17) 0.3756(2) 0.0539(17) Uani 1 1 d . . . . .
N4 N 0.9965(3) -0.2966(16) 0.3836(2) 0.0505(16) Uani 1 1 d . . . . .
C1 C 0.8761(3) 0.1843(16) 0.4060(2) 0.0351(17) Uani 1 1 d . . . . .
C2 C 0.8873(3) 0.0373(16) 0.3651(2) 0.0367(17) Uani 1 1 d . . . . .
C3 C 0.8174(3) -0.3472(16) 0.2106(2) 0.0356(17) Uani 1 1 d . . . . .
H3 H 0.784984 -0.475279 0.189264 0.043 Uiso 1 1 calc R U . . .
C4 C 0.6047(3) 0.1994(15) 0.4652(2) 0.0316(16) Uani 1 1 d . . . . .
C5 C 0.8739(3) -0.2667(16) 0.2012(2) 0.0396(18) Uani 1 1 d . . . . .
C6 C 0.5657(4) 0.0978(15) 0.4174(2) 0.0348(17) Uani 1 1 d . . . . .
C7 C 0.8573(3) -0.0610(16) 0.2844(2) 0.0371(17) Uani 1 1 d . . . . .
C8 C 0.6743(3) 0.3943(16) 0.5563(2) 0.0355(17) Uani 1 1 d . . . . .
C9 C 0.8534(4) 0.4750(16) 0.4813(2) 0.0371(17) Uani 1 1 d . . . . .
C10 C 0.4825(3) 0.1329(16) 0.3158(2) 0.0373(17) Uani 1 1 d . . . . .
H10 H 0.522090 0.239934 0.319697 0.045 Uiso 1 1 calc R U . . .
C11 C 0.4410(4) 0.0494(16) 0.2715(2) 0.0403(18) Uani 1 1 d . . . . .
H11 H 0.453112 0.103424 0.245982 0.048 Uiso 1 1 calc R U . . .
C12 C 0.8085(3) -0.2402(16) 0.2511(2) 0.0382(17) Uani 1 1 d . . . . .
H12 H 0.769522 -0.288680 0.255987 0.046 Uiso 1 1 calc R U . . .
C13 C 0.7051(3) 0.2093(16) 0.5316(2) 0.0389(17) Uani 1 1 d . . . . .
H13 H 0.748682 0.144824 0.545501 0.047 Uiso 1 1 calc R U . . .
C14 C 0.9140(3) 0.0223(16) 0.2758(2) 0.0368(17) Uani 1 1 d . . . . .
H14 H 0.946733 0.145863 0.297614 0.044 Uiso 1 1 calc R U . . .
C15 C 0.9250(3) 0.2018(16) 0.4494(2) 0.0393(18) Uani 1 1 d . . . . .
H15 H 0.966154 0.113169 0.453046 0.047 Uiso 1 1 calc R U . . .
C16 C 0.8145(3) 0.3166(17) 0.4011(2) 0.0434(18) Uani 1 1 d . . . . .
H16 H 0.780888 0.307440 0.372322 0.052 Uiso 1 1 calc R U . . .
C17 C 0.4051(3) -0.0898(17) 0.3478(2) 0.0406(18) Uani 1 1 d . . . . .
H17 H 0.391661 -0.128418 0.373110 0.049 Uiso 1 1 calc R U . . .
C18 C 0.8034(4) 0.4605(17) 0.4386(2) 0.0440(19) Uani 1 1 d . . . . .
H18 H 0.762326 0.547806 0.435268 0.053 Uiso 1 1 calc R U . . .
C19 C 0.3813(3) -0.1144(16) 0.2642(2) 0.0349(17) Uani 1 1 d . . . . .
C20 C 0.4652(3) 0.0577(16) 0.3543(2) 0.0365(17) Uani 1 1 d . . . . .
C21 C 0.6705(3) 0.1208(16) 0.4859(2) 0.0369(17) Uani 1 1 d . . . . .
H21 H 0.691826 0.006337 0.468691 0.044 Uiso 1 1 calc R U . . .
C22 C 0.6086(3) 0.4821(17) 0.5365(2) 0.0399(18) Uani 1 1 d . . . . .
H22 H 0.587857 0.600895 0.553717 0.048 Uiso 1 1 calc R U . . .
C23 C 0.9496(4) -0.1434(18) 0.3748(2) 0.0380(17) Uani 1 1 d . . . . .
C24 C 0.6017(4) -0.0906(18) 0.3924(2) 0.0405(18) Uani 1 1 d . . . . .
C25 C 0.9148(4) 0.3457(17) 0.4871(2) 0.0417(18) Uani 1 1 d . . . . .
H25 H 0.948364 0.355944 0.515900 0.050 Uiso 1 1 calc R U . . .
C26 C 0.9218(3) -0.0793(16) 0.2345(2) 0.0388(17) Uani 1 1 d . . . . .
H26 H 0.959876 -0.020825 0.228967 0.047 Uiso 1 1 calc R U . . .
C27 C 0.5745(3) 0.3904(17) 0.4910(2) 0.0419(18) Uani 1 1 d . . . . .
H27 H 0.530951 0.455677 0.477112 0.050 Uiso 1 1 calc R U . . .
C28 C 0.3652(3) -0.1796(16) 0.3033(2) 0.0412(18) Uani 1 1 d . . . . .
H28 H 0.325824 -0.288419 0.299665 0.049 Uiso 1 1 calc R U . . .
C29 C 0.8836(4) -0.3782(18) 0.1567(2) 0.0478(19) Uani 1 1 d . . . . .
H29A H 0.848885 -0.528586 0.140070 0.072 Uiso 1 1 calc R U . . .
H29B H 0.925018 -0.490813 0.164156 0.072 Uiso 1 1 calc R U . . .
H29C H 0.882973 -0.185886 0.137646 0.072 Uiso 1 1 calc R U . . .
C30 C 0.3377(3) -0.2129(18) 0.2162(2) 0.0445(19) Uani 1 1 d . . . . .
H30A H 0.330647 -0.022321 0.195825 0.067 Uiso 1 1 calc R U . . .
H30B H 0.296401 -0.290386 0.217242 0.067 Uiso 1 1 calc R U . . .
H30C H 0.358258 -0.388954 0.204711 0.067 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 1.728(6) . ?
Cl2 C9 1.746(6) . ?
N1 C6 1.277(8) . ?
N1 C20 1.419(8) . ?
N2 C2 1.272(8) . ?
N2 C7 1.417(8) . ?
N3 C24 1.153(8) . ?
N4 C23 1.138(8) . ?
C1 C2 1.474(9) . ?
C1 C15 1.385(9) . ?
C1 C16 1.396(9) . ?
C2 C23 1.470(10) . ?
C3 H3 0.9300 . ?
C3 C5 1.390(9) . ?
C3 C12 1.382(9) . ?
C4 C6 1.471(9) . ?
C4 C21 1.383(9) . ?
C4 C27 1.409(9) . ?
C5 C26 1.394(9) . ?
C5 C29 1.511(9) . ?
C6 C24 1.473(10) . ?
C7 C12 1.388(9) . ?
C7 C14 1.383(9) . ?
C8 C13 1.381(9) . ?
C8 C22 1.389(9) . ?
C9 C18 1.380(10) . ?
C9 C25 1.383(9) . ?
C10 H10 0.9300 . ?
C10 C11 1.381(9) . ?
C10 C20 1.384(9) . ?
C11 H11 0.9300 . ?
C11 C19 1.399(9) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C13 C21 1.384(9) . ?
C14 H14 0.9300 . ?
C14 C26 1.389(9) . ?
C15 H15 0.9300 . ?
C15 C25 1.372(9) . ?
C16 H16 0.9300 . ?
C16 C18 1.376(9) . ?
C17 H17 0.9300 . ?
C17 C20 1.381(9) . ?
C17 C28 1.382(9) . ?
C18 H18 0.9300 . ?
C19 C28 1.380(9) . ?
C19 C30 1.499(9) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C22 C27 1.381(9) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 N1 C20 122.8(5) . . ?
C2 N2 C7 122.3(6) . . ?
C15 C1 C2 122.3(6) . . ?
C15 C1 C16 118.3(6) . . ?
C16 C1 C2 119.3(6) . . ?
N2 C2 C1 122.1(6) . . ?
N2 C2 C23 122.1(6) . . ?
C23 C2 C1 115.7(6) . . ?
C5 C3 H3 119.4 . . ?
C12 C3 H3 119.4 . . ?
C12 C3 C5 121.2(6) . . ?
C21 C4 C6 122.7(6) . . ?
C21 C4 C27 118.3(6) . . ?
C27 C4 C6 118.9(6) . . ?
C3 C5 C26 117.5(6) . . ?
C3 C5 C29 121.5(6) . . ?
C26 C5 C29 121.0(6) . . ?
N1 C6 C4 121.6(6) . . ?
N1 C6 C24 122.8(6) . . ?
C4 C6 C24 115.4(6) . . ?
C12 C7 N2 118.4(6) . . ?
C14 C7 N2 122.2(6) . . ?
C14 C7 C12 119.2(6) . . ?
C13 C8 Cl1 119.8(5) . . ?
C13 C8 C22 121.1(6) . . ?
C22 C8 Cl1 119.2(5) . . ?
C18 C9 Cl2 120.8(6) . . ?
C18 C9 C25 120.9(6) . . ?
C25 C9 Cl2 118.2(5) . . ?
C11 C10 H10 119.9 . . ?
C11 C10 C20 120.2(6) . . ?
C20 C10 H10 119.9 . . ?
C10 C11 H11 119.2 . . ?
C10 C11 C19 121.6(6) . . ?
C19 C11 H11 119.2 . . ?
C3 C12 C7 120.6(6) . . ?
C3 C12 H12 119.7 . . ?
C7 C12 H12 119.7 . . ?
C8 C13 H13 120.3 . . ?
C8 C13 C21 119.4(6) . . ?
C21 C13 H13 120.3 . . ?
C7 C14 H14 120.1 . . ?
C7 C14 C26 119.7(6) . . ?
C26 C14 H14 120.1 . . ?
C1 C15 H15 119.0 . . ?
C25 C15 C1 122.1(7) . . ?
C25 C15 H15 119.0 . . ?
C1 C16 H16 119.9 . . ?
C18 C16 C1 120.2(7) . . ?
C18 C16 H16 119.9 . . ?
C20 C17 H17 120.2 . . ?
C20 C17 C28 119.6(6) . . ?
C28 C17 H17 120.2 . . ?
C9 C18 H18 120.0 . . ?
C16 C18 C9 119.9(7) . . ?
C16 C18 H18 120.0 . . ?
C11 C19 C30 121.0(6) . . ?
C28 C19 C11 116.6(6) . . ?
C28 C19 C30 122.4(6) . . ?
C10 C20 N1 123.5(6) . . ?
C17 C20 N1 117.1(6) . . ?
C17 C20 C10 119.2(6) . . ?
C4 C21 C13 121.2(6) . . ?
C4 C21 H21 119.4 . . ?
C13 C21 H21 119.4 . . ?
C8 C22 H22 120.5 . . ?
C27 C22 C8 119.0(6) . . ?
C27 C22 H22 120.5 . . ?
N4 C23 C2 176.0(7) . . ?
N3 C24 C6 175.0(7) . . ?
C9 C25 H25 120.8 . . ?
C15 C25 C9 118.5(7) . . ?
C15 C25 H25 120.8 . . ?
C5 C26 H26 119.1 . . ?
C14 C26 C5 121.8(6) . . ?
C14 C26 H26 119.1 . . ?
C4 C27 H27 119.5 . . ?
C22 C27 C4 120.9(6) . . ?
C22 C27 H27 119.5 . . ?
C17 C28 H28 118.7 . . ?
C19 C28 C17 122.7(7) . . ?
C19 C28 H28 118.7 . . ?
C5 C29 H29A 109.5 . . ?
C5 C29 H29B 109.5 . . ?
C5 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C19 C30 H30A 109.5 . . ?
C19 C30 H30B 109.5 . . ?
C19 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl1 C8 C13 C21 -178.2(5) . . . . ?
Cl1 C8 C22 C27 178.6(5) . . . . ?
Cl2 C9 C18 C16 178.3(5) . . . . ?
Cl2 C9 C25 C15 -178.6(5) . . . . ?
N2 C7 C12 C3 177.4(6) . . . . ?
N2 C7 C14 C26 -175.6(6) . . . . ?
C1 C15 C25 C9 0.3(10) . . . . ?
C1 C16 C18 C9 0.2(10) . . . . ?
C2 N2 C7 C12 137.6(7) . . . . ?
C2 N2 C7 C14 -47.9(9) . . . . ?
C2 C1 C15 C25 178.5(6) . . . . ?
C2 C1 C16 C18 -178.8(6) . . . . ?
C3 C5 C26 C14 0.5(9) . . . . ?
C5 C3 C12 C7 -2.8(10) . . . . ?
C6 N1 C20 C10 -47.0(9) . . . . ?
C6 N1 C20 C17 137.9(6) . . . . ?
C6 C4 C21 C13 -177.5(6) . . . . ?
C6 C4 C27 C22 177.9(6) . . . . ?
C7 N2 C2 C1 174.6(6) . . . . ?
C7 N2 C2 C23 -8.0(10) . . . . ?
C7 C14 C26 C5 -0.4(10) . . . . ?
C8 C13 C21 C4 -3.3(10) . . . . ?
C8 C22 C27 C4 2.5(10) . . . . ?
C10 C11 C19 C28 1.8(9) . . . . ?
C10 C11 C19 C30 -178.1(6) . . . . ?
C11 C10 C20 N1 -177.4(6) . . . . ?
C11 C10 C20 C17 -2.4(10) . . . . ?
C11 C19 C28 C17 0.1(10) . . . . ?
C12 C3 C5 C26 1.1(9) . . . . ?
C12 C3 C5 C29 -179.1(6) . . . . ?
C12 C7 C14 C26 -1.2(9) . . . . ?
C13 C8 C22 C27 -2.0(10) . . . . ?
C14 C7 C12 C3 2.8(10) . . . . ?
C15 C1 C2 N2 -172.0(6) . . . . ?
C15 C1 C2 C23 10.5(9) . . . . ?
C15 C1 C16 C18 0.1(10) . . . . ?
C16 C1 C2 N2 6.9(10) . . . . ?
C16 C1 C2 C23 -170.6(6) . . . . ?
C16 C1 C15 C25 -0.4(10) . . . . ?
C18 C9 C25 C15 0.0(10) . . . . ?
C20 N1 C6 C4 178.7(6) . . . . ?
C20 N1 C6 C24 -7.1(9) . . . . ?
C20 C10 C11 C19 -0.6(10) . . . . ?
C20 C17 C28 C19 -3.1(10) . . . . ?
C21 C4 C6 N1 173.7(6) . . . . ?
C21 C4 C6 C24 -0.8(9) . . . . ?
C21 C4 C27 C22 -3.4(10) . . . . ?
C22 C8 C13 C21 2.4(10) . . . . ?
C25 C9 C18 C16 -0.2(10) . . . . ?
C27 C4 C6 N1 -7.6(9) . . . . ?
C27 C4 C6 C24 177.9(6) . . . . ?
C27 C4 C21 C13 3.8(9) . . . . ?
C28 C17 C20 N1 179.5(6) . . . . ?
C28 C17 C20 C10 4.2(10) . . . . ?
C29 C5 C26 C14 -179.3(6) . . . . ?
C30 C19 C28 C17 179.9(6) . . . . ?

_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 1.865
_oxdiff_exptl_absorpt_empirical_full_min 0.634
