# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_kpm_198_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2474272'
loop_
_audit_author_name
_audit_author_address
'Srinu Tothadi'
;CSIR, CSMCRI
India
;
_audit_update_record             
;
2025-07-21 deposited with the CCDC.	2025-11-13 downloaded from the CCDC.
;
_audit_creation_date             2025-02-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H22 N4 O2'
_chemical_formula_sum            'C22 H22 N4 O2'
_chemical_formula_weight         374.43
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.5956(15)
_cell_length_b                   21.835(3)
_cell_length_c                   8.2544(10)
_cell_angle_alpha                90
_cell_angle_beta                 92.378(5)
_cell_angle_gamma                90
_cell_volume                     1908.0(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9893
_cell_measurement_temperature    298
_cell_measurement_theta_max      29.509
_cell_measurement_theta_min      2.139
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.982
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6503
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1276 before and 0.0941 after correction. The Ratio of minimum to maximum transmission is 0.8716. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            white
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1249
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            82754
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         1.924
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2599
_reflns_number_total             3367
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.209
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.197
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         3367
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0921
_refine_ls_R_factor_gt           0.0716
_refine_ls_restrained_S_all      1.197
_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)+(0.0592P)²+2.0692P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1791
_refine_ls_wR_factor_ref         0.1939
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4), C6(H6)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C17(H17A,H17B), C14(H14A,H14B), C15(H15A,H15B),
 C3(H17C,H17D)
2.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.6986(2) 0.69396(13) 0.4291(3) 0.0641(8) Uani 1 1 d . . . . .
O2 O 0.4555(3) 0.58679(16) 0.7691(3) 0.0814(10) Uani 1 1 d . . . . .
N1 N 0.5574(3) 0.63766(14) 0.5704(3) 0.0480(7) Uani 1 1 d . . . . .
N2 N 0.8115(3) 0.54022(14) 0.6004(3) 0.0535(8) Uani 1 1 d . . . . .
N3 N 0.8204(3) 0.52332(12) 0.3460(3) 0.0437(7) Uani 1 1 d . . . . .
C1 C 0.3447(4) 0.6253(2) 0.1179(5) 0.0757(13) Uani 1 1 d . . . . .
H1A H 0.404315 0.648390 0.055934 0.091 Uiso 1 1 calc R . . . .
H1B H 0.274907 0.613571 0.044748 0.091 Uiso 1 1 calc R . . . .
C2 C 0.2963(4) 0.6653(2) 0.2469(5) 0.0773(13) Uani 1 1 d . . . . .
H2A H 0.228143 0.644472 0.299245 0.093 Uiso 1 1 calc R . . . .
H2B H 0.262464 0.702585 0.198346 0.093 Uiso 1 1 calc R . . . .
C17 C 0.3993(4) 0.6816(2) 0.3737(5) 0.0652(11) Uani 1 1 d . . . . .
H17A H 0.461974 0.707448 0.325164 0.078 Uiso 1 1 calc R . . . .
H17B H 0.362866 0.704345 0.461264 0.078 Uiso 1 1 calc R . . . .
C4 C 0.4616(3) 0.62450(18) 0.4400(4) 0.0531(9) Uani 1 1 d . . . . .
H4 H 0.394998 0.600872 0.490301 0.064 Uiso 1 1 calc R . . . .
C5 C 0.6655(3) 0.67139(16) 0.5544(4) 0.0463(8) Uani 1 1 d . . . . .
C6 C 0.7307(3) 0.67861(16) 0.7204(4) 0.0472(8) Uani 1 1 d . . . . .
H6 H 0.708779 0.719579 0.758741 0.057 Uiso 1 1 calc R . . . .
C7 C 0.8733(3) 0.67534(15) 0.7274(4) 0.0412(7) Uani 1 1 d . . . . .
C8 C 0.9428(3) 0.63321(15) 0.6410(4) 0.0405(7) Uani 1 1 d . . . . .
C9 C 0.8829(3) 0.58509(15) 0.5395(4) 0.0410(7) Uani 1 1 d . . . . .
C10 C 0.8910(3) 0.57514(14) 0.3735(4) 0.0391(7) Uani 1 1 d . . . . .
C11 C 0.9459(3) 0.60335(17) 0.2410(4) 0.0511(9) Uani 1 1 d . . . . .
H11 H 0.993842 0.638764 0.255051 0.061 Uiso 1 1 calc R . . . .
C12 C 0.9275(4) 0.57792(19) 0.0922(4) 0.0594(10) Uani 1 1 d . . . . .
H12 H 0.964708 0.595539 0.003371 0.071 Uiso 1 1 calc R . . . .
C13 C 0.8525(4) 0.52499(18) 0.0708(4) 0.0554(9) Uani 1 1 d . . . . .
H13 H 0.840478 0.508433 -0.032490 0.067 Uiso 1 1 calc R . . . .
C14 C 0.5120(4) 0.58436(19) 0.3104(5) 0.0611(10) Uani 1 1 d . . . . .
H14A H 0.545765 0.547040 0.358946 0.073 Uiso 1 1 calc R . . . .
H14B H 0.580203 0.605330 0.258593 0.073 Uiso 1 1 calc R . . . .
C15 C 0.4088(4) 0.56827(19) 0.1835(5) 0.0626(11) Uani 1 1 d . . . . .
H15A H 0.445418 0.545979 0.095306 0.075 Uiso 1 1 calc R . . . .
H15B H 0.346763 0.541993 0.231682 0.075 Uiso 1 1 calc R . . . .
C16 C 0.5450(3) 0.61562(18) 0.7261(4) 0.0518(9) Uani 1 1 d . . . . .
C3 C 0.6597(3) 0.6333(2) 0.8245(4) 0.0578(10) Uani 1 1 d . . . . .
H17C H 0.711563 0.597613 0.849539 0.069 Uiso 1 1 calc R . . . .
H17D H 0.636741 0.652283 0.925343 0.069 Uiso 1 1 calc R . . . .
N18 N 0.7721(3) 0.50165(14) 0.4845(4) 0.0550(8) Uani 1 1 d . . . . .
C19 C 0.7982(3) 0.49806(16) 0.1955(4) 0.0486(8) Uani 1 1 d . . . . .
H19 H 0.747441 0.463591 0.180769 0.058 Uiso 1 1 calc R . . . .
C20 C 1.0744(3) 0.63556(16) 0.6513(4) 0.0458(8) Uani 1 1 d . . . . .
H20 H 1.120602 0.608937 0.588786 0.055 Uiso 1 1 calc R . . . .
C21 C 1.1372(3) 0.67684(17) 0.7528(4) 0.0520(9) Uani 1 1 d . . . . .
H21 H 1.225039 0.677553 0.760157 0.062 Uiso 1 1 calc R . . . .
C22 C 1.0683(3) 0.71680(17) 0.8427(4) 0.0517(9) Uani 1 1 d . . . . .
H22 H 1.109886 0.743981 0.913314 0.062 Uiso 1 1 calc R . . . .
C23 C 0.9380(3) 0.71697(17) 0.8290(4) 0.0491(9) Uani 1 1 d . . . . .
H23 H 0.892769 0.745111 0.888111 0.059 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C5 1.211(4) . ?
O2 C16 1.205(4) . ?
N1 C4 1.477(4) . ?
N1 C5 1.373(4) . ?
N1 C16 1.384(4) . ?
N2 C9 1.348(4) . ?
N2 N18 1.329(4) . ?
N3 C10 1.370(4) . ?
N3 N18 1.357(4) . ?
N3 C19 1.371(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.484(6) . ?
C1 C15 1.508(6) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C17 1.523(5) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C4 1.503(5) . ?
C4 H4 0.9800 . ?
C4 C14 1.499(5) . ?
C5 C6 1.517(5) . ?
C6 H6 0.9800 . ?
C6 C7 1.512(4) . ?
C6 C3 1.529(5) . ?
C7 C8 1.393(4) . ?
C7 C23 1.397(4) . ?
C8 C9 1.471(4) . ?
C8 C20 1.394(4) . ?
C9 C10 1.393(4) . ?
C10 C11 1.402(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.355(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.410(5) . ?
C13 H13 0.9300 . ?
C13 C19 1.336(5) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.523(5) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C3 1.484(5) . ?
C3 H17C 0.9700 . ?
C3 H17D 0.9700 . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C20 C21 1.383(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.375(5) . ?
C22 H22 0.9300 . ?
C22 C23 1.381(5) . ?
C23 H23 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
C5 N1 C4 125.8(3) . . ?
C5 N1 C16 112.8(3) . . ?
C16 N1 C4 121.4(3) . . ?
N18 N2 C9 110.9(3) . . ?
C10 N3 C19 123.7(3) . . ?
N18 N3 C10 111.8(3) . . ?
N18 N3 C19 124.5(3) . . ?
H1A C1 H1B 107.8 . . ?
C2 C1 H1A 109.0 . . ?
C2 C1 H1B 109.0 . . ?
C2 C1 C15 113.1(4) . . ?
C15 C1 H1A 109.0 . . ?
C15 C1 H1B 109.0 . . ?
C1 C2 H2A 109.3 . . ?
C1 C2 H2B 109.3 . . ?
C1 C2 C17 111.8(4) . . ?
H2A C2 H2B 107.9 . . ?
C17 C2 H2A 109.3 . . ?
C17 C2 H2B 109.3 . . ?
C2 C17 H17A 109.6 . . ?
C2 C17 H17B 109.6 . . ?
H17A C17 H17B 108.1 . . ?
C4 C17 C2 110.3(4) . . ?
C4 C17 H17A 109.6 . . ?
C4 C17 H17B 109.6 . . ?
N1 C4 C17 112.4(3) . . ?
N1 C4 H4 106.2 . . ?
N1 C4 C14 112.3(3) . . ?
C17 C4 H4 106.2 . . ?
C14 C4 C17 112.9(3) . . ?
C14 C4 H4 106.2 . . ?
O1 C5 N1 125.0(3) . . ?
O1 C5 C6 126.3(3) . . ?
N1 C5 C6 108.6(3) . . ?
C5 C6 H6 106.3 . . ?
C5 C6 C3 103.0(3) . . ?
C7 C6 C5 116.5(3) . . ?
C7 C6 H6 106.3 . . ?
C7 C6 C3 117.6(3) . . ?
C3 C6 H6 106.3 . . ?
C8 C7 C6 124.1(3) . . ?
C8 C7 C23 118.7(3) . . ?
C23 C7 C6 117.2(3) . . ?
C7 C8 C9 122.6(3) . . ?
C7 C8 C20 119.5(3) . . ?
C20 C8 C9 117.8(3) . . ?
N2 C9 C8 122.8(3) . . ?
N2 C9 C10 108.2(3) . . ?
C10 C9 C8 129.0(3) . . ?
N3 C10 C9 103.7(3) . . ?
N3 C10 C11 118.3(3) . . ?
C9 C10 C11 138.0(3) . . ?
C10 C11 H11 120.7 . . ?
C12 C11 C10 118.6(3) . . ?
C12 C11 H11 120.7 . . ?
C11 C12 H12 119.7 . . ?
C11 C12 C13 120.6(3) . . ?
C13 C12 H12 119.7 . . ?
C12 C13 H13 119.2 . . ?
C19 C13 C12 121.5(3) . . ?
C19 C13 H13 119.2 . . ?
C4 C14 H14A 109.4 . . ?
C4 C14 H14B 109.4 . . ?
C4 C14 C15 111.0(3) . . ?
H14A C14 H14B 108.0 . . ?
C15 C14 H14A 109.4 . . ?
C15 C14 H14B 109.4 . . ?
C1 C15 C14 110.8(3) . . ?
C1 C15 H15A 109.5 . . ?
C1 C15 H15B 109.5 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 108.1 . . ?
O2 C16 N1 124.2(3) . . ?
O2 C16 C3 127.7(3) . . ?
N1 C16 C3 108.1(3) . . ?
C6 C3 H17C 110.6 . . ?
C6 C3 H17D 110.6 . . ?
C16 C3 C6 105.7(3) . . ?
C16 C3 H17C 110.6 . . ?
C16 C3 H17D 110.6 . . ?
H17C C3 H17D 108.7 . . ?
N2 N18 N3 105.5(3) . . ?
N3 C19 H19 121.4 . . ?
C13 C19 N3 117.2(3) . . ?
C13 C19 H19 121.4 . . ?
C8 C20 H20 119.5 . . ?
C21 C20 C8 121.1(3) . . ?
C21 C20 H20 119.5 . . ?
C20 C21 H21 120.4 . . ?
C22 C21 C20 119.2(3) . . ?
C22 C21 H21 120.4 . . ?
C21 C22 H22 119.7 . . ?
C21 C22 C23 120.6(3) . . ?
C23 C22 H22 119.7 . . ?
C7 C23 H23 119.6 . . ?
C22 C23 C7 120.7(3) . . ?
C22 C23 H23 119.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C5 C6 C7 -41.8(5) . . . . ?
O1 C5 C6 C3 -172.0(4) . . . . ?
O2 C16 C3 C6 -170.1(4) . . . . ?
N1 C4 C14 C15 176.3(3) . . . . ?
N1 C5 C6 C7 141.7(3) . . . . ?
N1 C5 C6 C3 11.5(4) . . . . ?
N1 C16 C3 C6 10.5(4) . . . . ?
N2 C9 C10 N3 0.4(4) . . . . ?
N2 C9 C10 C11 178.7(4) . . . . ?
N3 C10 C11 C12 -0.5(5) . . . . ?
C1 C2 C17 C4 -53.8(5) . . . . ?
C2 C1 C15 C14 -53.7(5) . . . . ?
C2 C17 C4 N1 -176.7(3) . . . . ?
C2 C17 C4 C14 54.9(5) . . . . ?
C17 C4 C14 C15 -55.2(5) . . . . ?
C4 N1 C5 O1 -1.8(6) . . . . ?
C4 N1 C5 C6 174.8(3) . . . . ?
C4 N1 C16 O2 -3.0(6) . . . . ?
C4 N1 C16 C3 176.4(3) . . . . ?
C4 C14 C15 C1 53.2(5) . . . . ?
C5 N1 C4 C17 -62.3(5) . . . . ?
C5 N1 C4 C14 66.4(5) . . . . ?
C5 N1 C16 O2 177.3(4) . . . . ?
C5 N1 C16 C3 -3.3(4) . . . . ?
C5 C6 C7 C8 -42.0(5) . . . . ?
C5 C6 C7 C23 138.9(3) . . . . ?
C5 C6 C3 C16 -13.0(4) . . . . ?
C6 C7 C8 C9 -3.2(5) . . . . ?
C6 C7 C8 C20 177.6(3) . . . . ?
C6 C7 C23 C22 179.7(3) . . . . ?
C7 C6 C3 C16 -142.6(3) . . . . ?
C7 C8 C9 N2 -63.2(4) . . . . ?
C7 C8 C9 C10 119.5(4) . . . . ?
C7 C8 C20 C21 3.6(5) . . . . ?
C8 C7 C23 C22 0.6(5) . . . . ?
C8 C9 C10 N3 178.1(3) . . . . ?
C8 C9 C10 C11 -3.7(7) . . . . ?
C8 C20 C21 C22 -1.1(5) . . . . ?
C9 N2 N18 N3 -0.2(4) . . . . ?
C9 C8 C20 C21 -175.6(3) . . . . ?
C9 C10 C11 C12 -178.5(4) . . . . ?
C10 N3 N18 N2 0.4(4) . . . . ?
C10 N3 C19 C13 2.2(5) . . . . ?
C10 C11 C12 C13 1.4(6) . . . . ?
C11 C12 C13 C19 -0.5(6) . . . . ?
C12 C13 C19 N3 -1.2(5) . . . . ?
C15 C1 C2 C17 54.4(6) . . . . ?
C16 N1 C4 C17 118.0(4) . . . . ?
C16 N1 C4 C14 -113.3(4) . . . . ?
C16 N1 C5 O1 177.9(4) . . . . ?
C16 N1 C5 C6 -5.5(4) . . . . ?
C3 C6 C7 C8 80.9(4) . . . . ?
C3 C6 C7 C23 -98.2(4) . . . . ?
N18 N2 C9 C8 -178.0(3) . . . . ?
N18 N2 C9 C10 -0.2(4) . . . . ?
N18 N3 C10 C9 -0.5(4) . . . . ?
N18 N3 C10 C11 -179.2(3) . . . . ?
N18 N3 C19 C13 179.8(3) . . . . ?
C19 N3 C10 C9 177.3(3) . . . . ?
C19 N3 C10 C11 -1.4(5) . . . . ?
C19 N3 N18 N2 -177.4(3) . . . . ?
C20 C8 C9 N2 116.1(4) . . . . ?
C20 C8 C9 C10 -61.3(5) . . . . ?
C20 C21 C22 C23 -1.7(5) . . . . ?
C21 C22 C23 C7 2.0(6) . . . . ?
C23 C7 C8 C9 175.9(3) . . . . ?
C23 C7 C8 C20 -3.3(5) . . . . ?

_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_kpm_220b_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2474274'
loop_
_audit_author_name
_audit_author_address
'Srinu Tothadi'
;CSIR, CSMCRI
India
;
_audit_update_record             
;
2025-07-21 deposited with the CCDC.	2025-11-13 downloaded from the CCDC.
;
_audit_creation_date             2025-03-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H14 Cl2 N4 O2'
_chemical_formula_sum            'C22 H14 Cl2 N4 O2'
_chemical_formula_weight         437.27
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_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'
'-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                   12.6257(5)
_cell_length_b                   14.2516(6)
_cell_length_c                   21.6716(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3899.5(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9926
_cell_measurement_temperature    298
_cell_measurement_theta_max      27.004
_cell_measurement_theta_min      2.351
_shelx_estimated_absorpt_T_max   0.986
_shelx_estimated_absorpt_T_min   0.863
_exptl_absorpt_coefficient_mu    0.361
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.5395
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1372 before and 0.1027 after correction. The Ratio of minimum to maximum transmission is 0.7231. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.490
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1792
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1413
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            135637
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         1.879
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2508
_reflns_number_total             3430
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.203
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.204
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         3430
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0761
_refine_ls_R_factor_gt           0.0479
_refine_ls_restrained_S_all      1.204
_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)+(0.0676P)²+2.0935P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1165
_refine_ls_wR_factor_ref         0.1562
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C6(H6)
2.b Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C11(H11), C12(H12), C14(H14), C15(H15), C16(H16), C17(H17),
 C19(H19), C22(H22), C23(H23)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.31506(8) 0.77533(6) 0.97337(4) 0.0680(3) Uani 1 1 d . . . . .
Cl2 Cl 0.85723(7) 0.47103(7) 0.50574(5) 0.0760(3) Uani 1 1 d . . . . .
O1 O 0.61048(16) 0.64981(16) 0.73180(10) 0.0567(6) Uani 1 1 d . . . . .
O2 O 0.37328(18) 0.42208(16) 0.78100(11) 0.0663(7) Uani 1 1 d . . . . .
N1 N 0.49051(18) 0.54511(17) 0.77110(11) 0.0457(6) Uani 1 1 d . . . . .
N2 N 0.32077(19) 0.69195(18) 0.64928(12) 0.0503(6) Uani 1 1 d . . . . .
N3 N 0.37024(19) 0.54939(18) 0.63739(12) 0.0520(6) Uani 1 1 d . . . . .
C1 C 0.3689(2) 0.7137(2) 0.91168(14) 0.0490(7) Uani 1 1 d . . . . .
C2 C 0.3085(2) 0.6977(2) 0.86028(14) 0.0514(7) Uani 1 1 d . . . . .
H2 H 0.241111 0.723601 0.857024 0.062 Uiso 1 1 calc R . . . .
C3 C 0.3489(2) 0.6426(2) 0.81313(14) 0.0496(7) Uani 1 1 d . . . . .
H3 H 0.308345 0.630581 0.778171 0.059 Uiso 1 1 calc R . . . .
C4 C 0.4495(2) 0.6055(2) 0.81834(13) 0.0432(6) Uani 1 1 d . . . . .
C5 C 0.5719(2) 0.5727(2) 0.73195(13) 0.0451(7) Uani 1 1 d . . . . .
C6 C 0.6028(2) 0.4887(2) 0.69244(13) 0.0484(7) Uani 1 1 d . . . . .
H6 H 0.669905 0.464567 0.708791 0.058 Uiso 1 1 calc R . . . .
C7 C 0.6217(2) 0.5136(2) 0.62528(13) 0.0443(7) Uani 1 1 d . . . . .
C8 C 0.5500(2) 0.5672(2) 0.59102(13) 0.0457(7) Uani 1 1 d . . . . .
C9 C 0.4499(2) 0.6038(2) 0.61673(13) 0.0445(7) Uani 1 1 d . . . . .
C10 C 0.4201(2) 0.6974(2) 0.62359(13) 0.0460(7) Uani 1 1 d . . . . .
C11 C 0.2618(3) 0.7694(3) 0.66542(17) 0.0647(9) Uani 1 1 d . . . . .
H11 H 0.195629 0.763348 0.683834 0.078 Uiso 1 1 calc R . . . .
C12 C 0.3037(3) 0.8539(3) 0.65353(17) 0.0705(10) Uani 1 1 d . . . . .
H12 H 0.265225 0.907533 0.663351 0.085 Uiso 1 1 calc R . . . .
N13 N 0.2905(2) 0.60141(19) 0.65751(13) 0.0568(7) Uani 1 1 d . . . . .
C14 C 0.4635(3) 0.7863(2) 0.61232(16) 0.0606(9) Uani 1 1 d . . . . .
H14 H 0.530955 0.792438 0.595553 0.073 Uiso 1 1 calc R . . . .
C15 C 0.4048(3) 0.8635(2) 0.62644(17) 0.0712(10) Uani 1 1 d . . . . .
H15 H 0.431506 0.922967 0.618172 0.085 Uiso 1 1 calc R . . . .
C16 C 0.5757(3) 0.5900(2) 0.53009(14) 0.0555(8) Uani 1 1 d . . . . .
H16 H 0.528379 0.625542 0.506937 0.067 Uiso 1 1 calc R . . . .
C17 C 0.6692(3) 0.5612(2) 0.50345(15) 0.0591(9) Uani 1 1 d . . . . .
H17 H 0.685222 0.577253 0.462933 0.071 Uiso 1 1 calc R . . . .
C18 C 0.7384(3) 0.5081(2) 0.53790(15) 0.0540(8) Uani 1 1 d . . . . .
C19 C 0.7157(2) 0.4840(2) 0.59810(14) 0.0505(7) Uani 1 1 d . . . . .
H19 H 0.763437 0.447959 0.620587 0.061 Uiso 1 1 calc R . . . .
C20 C 0.5175(3) 0.4148(2) 0.70655(15) 0.0526(8) Uani 1 1 d . . . . .
H20A H 0.475436 0.401857 0.670074 0.063 Uiso 1 1 calc R . . . .
H20B H 0.549679 0.356794 0.720523 0.063 Uiso 1 1 calc R . . . .
C21 C 0.4497(2) 0.4568(2) 0.75664(14) 0.0502(7) Uani 1 1 d . . . . .
C22 C 0.5114(2) 0.6255(2) 0.86897(14) 0.0522(8) Uani 1 1 d . . . . .
H22 H 0.580207 0.602495 0.871373 0.063 Uiso 1 1 calc R . . . .
C23 C 0.4711(3) 0.6798(2) 0.91608(15) 0.0560(8) Uani 1 1 d . . . . .
H23 H 0.512286 0.693465 0.950505 0.067 Uiso 1 1 calc R . . . .


_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 C1 1.738(3) . ?
Cl2 C18 1.737(3) . ?
O1 C5 1.201(4) . ?
O2 C21 1.206(4) . ?
N1 C4 1.435(4) . ?
N1 C5 1.390(4) . ?
N1 C21 1.396(4) . ?
N2 C10 1.375(4) . ?
N2 C11 1.377(4) . ?
N2 N13 1.358(4) . ?
N3 C9 1.347(4) . ?
N3 N13 1.324(3) . ?
C1 C2 1.369(4) . ?
C1 C23 1.381(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.386(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.381(4) . ?
C4 C22 1.377(4) . ?
C5 C6 1.523(4) . ?
C6 H6 0.9800 . ?
C6 C7 1.517(4) . ?
C6 C20 1.537(4) . ?
C7 C8 1.398(4) . ?
C7 C19 1.391(4) . ?
C8 C9 1.476(4) . ?
C8 C16 1.398(4) . ?
C9 C10 1.393(4) . ?
C10 C14 1.402(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.340(5) . ?
C12 H12 0.9300 . ?
C12 C15 1.412(6) . ?
C14 H14 0.9300 . ?
C14 C15 1.361(5) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C16 C17 1.377(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.376(5) . ?
C18 C19 1.379(4) . ?
C19 H19 0.9300 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.506(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.379(4) . ?
C23 H23 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
C5 N1 C4 122.2(2) . . ?
C5 N1 C21 113.1(2) . . ?
C21 N1 C4 124.6(2) . . ?
C10 N2 C11 123.5(3) . . ?
N13 N2 C10 111.3(2) . . ?
N13 N2 C11 125.2(3) . . ?
N13 N3 C9 110.8(2) . . ?
C2 C1 Cl1 119.5(2) . . ?
C2 C1 C23 121.2(3) . . ?
C23 C1 Cl1 119.3(2) . . ?
C1 C2 H2 120.3 . . ?
C1 C2 C3 119.3(3) . . ?
C3 C2 H2 120.3 . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.7(3) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 N1 120.2(3) . . ?
C22 C4 N1 119.2(2) . . ?
C22 C4 C3 120.6(3) . . ?
O1 C5 N1 124.1(3) . . ?
O1 C5 C6 127.9(3) . . ?
N1 C5 C6 108.0(3) . . ?
C5 C6 H6 107.1 . . ?
C5 C6 C20 104.3(2) . . ?
C7 C6 C5 113.3(3) . . ?
C7 C6 H6 107.1 . . ?
C7 C6 C20 117.4(3) . . ?
C20 C6 H6 107.1 . . ?
C8 C7 C6 122.4(2) . . ?
C19 C7 C6 118.0(3) . . ?
C19 C7 C8 119.6(3) . . ?
C7 C8 C9 123.1(3) . . ?
C16 C8 C7 118.6(3) . . ?
C16 C8 C9 118.3(3) . . ?
N3 C9 C8 124.2(3) . . ?
N3 C9 C10 108.3(3) . . ?
C10 C9 C8 127.5(3) . . ?
N2 C10 C9 103.7(3) . . ?
N2 C10 C14 118.5(3) . . ?
C9 C10 C14 137.8(3) . . ?
N2 C11 H11 121.4 . . ?
C12 C11 N2 117.3(3) . . ?
C12 C11 H11 121.4 . . ?
C11 C12 H12 119.2 . . ?
C11 C12 C15 121.6(3) . . ?
C15 C12 H12 119.2 . . ?
N3 N13 N2 106.0(2) . . ?
C10 C14 H14 120.7 . . ?
C15 C14 C10 118.6(3) . . ?
C15 C14 H14 120.7 . . ?
C12 C15 H15 119.7 . . ?
C14 C15 C12 120.5(3) . . ?
C14 C15 H15 119.7 . . ?
C8 C16 H16 119.1 . . ?
C17 C16 C8 121.7(3) . . ?
C17 C16 H16 119.1 . . ?
C16 C17 H17 120.6 . . ?
C18 C17 C16 118.8(3) . . ?
C18 C17 H17 120.6 . . ?
C17 C18 Cl2 119.9(3) . . ?
C17 C18 C19 121.2(3) . . ?
C19 C18 Cl2 118.9(3) . . ?
C7 C19 H19 119.9 . . ?
C18 C19 C7 120.2(3) . . ?
C18 C19 H19 119.9 . . ?
C6 C20 H20A 110.6 . . ?
C6 C20 H20B 110.6 . . ?
H20A C20 H20B 108.7 . . ?
C21 C20 C6 105.7(2) . . ?
C21 C20 H20A 110.6 . . ?
C21 C20 H20B 110.6 . . ?
O2 C21 N1 124.6(3) . . ?
O2 C21 C20 127.4(3) . . ?
N1 C21 C20 108.0(2) . . ?
C4 C22 H22 120.1 . . ?
C4 C22 C23 119.8(3) . . ?
C23 C22 H22 120.1 . . ?
C1 C23 H23 120.3 . . ?
C22 C23 C1 119.4(3) . . ?
C22 C23 H23 120.3 . . ?

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 C1 C2 C3 -175.2(2) . . . . ?
Cl1 C1 C23 C22 175.6(3) . . . . ?
Cl2 C18 C19 C7 179.3(2) . . . . ?
O1 C5 C6 C7 -43.9(4) . . . . ?
O1 C5 C6 C20 -172.8(3) . . . . ?
N1 C4 C22 C23 -176.9(3) . . . . ?
N1 C5 C6 C7 137.6(2) . . . . ?
N1 C5 C6 C20 8.8(3) . . . . ?
N2 C10 C14 C15 -1.0(5) . . . . ?
N2 C11 C12 C15 -1.0(5) . . . . ?
N3 C9 C10 N2 0.4(3) . . . . ?
N3 C9 C10 C14 179.5(4) . . . . ?
C1 C2 C3 C4 -0.7(5) . . . . ?
C2 C1 C23 C22 -2.8(5) . . . . ?
C2 C3 C4 N1 177.4(3) . . . . ?
C2 C3 C4 C22 -2.2(5) . . . . ?
C3 C4 C22 C23 2.7(5) . . . . ?
C4 N1 C5 O1 -4.3(4) . . . . ?
C4 N1 C5 C6 174.3(2) . . . . ?
C4 N1 C21 O2 2.2(5) . . . . ?
C4 N1 C21 C20 -177.7(3) . . . . ?
C4 C22 C23 C1 -0.2(5) . . . . ?
C5 N1 C4 C3 110.4(3) . . . . ?
C5 N1 C4 C22 -70.1(4) . . . . ?
C5 N1 C21 O2 -173.6(3) . . . . ?
C5 N1 C21 C20 6.5(3) . . . . ?
C5 C6 C7 C8 -48.9(4) . . . . ?
C5 C6 C7 C19 128.9(3) . . . . ?
C5 C6 C20 C21 -4.9(3) . . . . ?
C6 C7 C8 C9 -0.4(4) . . . . ?
C6 C7 C8 C16 177.5(3) . . . . ?
C6 C7 C19 C18 -177.4(3) . . . . ?
C6 C20 C21 O2 179.7(3) . . . . ?
C6 C20 C21 N1 -0.5(3) . . . . ?
C7 C6 C20 C21 -131.2(3) . . . . ?
C7 C8 C9 N3 -63.0(4) . . . . ?
C7 C8 C9 C10 117.7(3) . . . . ?
C7 C8 C16 C17 -0.2(5) . . . . ?
C8 C7 C19 C18 0.4(4) . . . . ?
C8 C9 C10 N2 179.8(3) . . . . ?
C8 C9 C10 C14 -1.1(6) . . . . ?
C8 C16 C17 C18 0.4(5) . . . . ?
C9 N3 N13 N2 0.0(3) . . . . ?
C9 C8 C16 C17 177.8(3) . . . . ?
C9 C10 C14 C15 180.0(3) . . . . ?
C10 N2 C11 C12 1.9(5) . . . . ?
C10 N2 N13 N3 0.2(3) . . . . ?
C10 C14 C15 C12 1.8(5) . . . . ?
C11 N2 C10 C9 178.4(3) . . . . ?
C11 N2 C10 C14 -0.9(4) . . . . ?
C11 N2 N13 N3 -178.5(3) . . . . ?
C11 C12 C15 C14 -0.9(6) . . . . ?
N13 N2 C10 C9 -0.3(3) . . . . ?
N13 N2 C10 C14 -179.7(3) . . . . ?
N13 N2 C11 C12 -179.5(3) . . . . ?
N13 N3 C9 C8 -179.7(3) . . . . ?
N13 N3 C9 C10 -0.3(3) . . . . ?
C16 C8 C9 N3 119.1(3) . . . . ?
C16 C8 C9 C10 -60.2(4) . . . . ?
C16 C17 C18 Cl2 -179.7(2) . . . . ?
C16 C17 C18 C19 -0.2(5) . . . . ?
C17 C18 C19 C7 -0.2(5) . . . . ?
C19 C7 C8 C9 -178.2(3) . . . . ?
C19 C7 C8 C16 -0.3(4) . . . . ?
C20 C6 C7 C8 72.9(4) . . . . ?
C20 C6 C7 C19 -109.3(3) . . . . ?
C21 N1 C4 C3 -65.1(4) . . . . ?
C21 N1 C4 C22 114.5(3) . . . . ?
C21 N1 C5 O1 171.6(3) . . . . ?
C21 N1 C5 C6 -9.8(3) . . . . ?
C23 C1 C2 C3 3.2(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
