# Supplementary Information (SI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2024

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

data_kg-384_autored
_database_code_depnum_ccdc_archive 'CCDC 2361417'
loop_
_audit_author_name
_audit_author_address
'Dr. Mahagundappa R. Maddani'
;Mangalore University, Mangalagangothri
India
;
_audit_update_record             
;
2024-06-09 deposited with the CCDC.	2024-08-16 downloaded from the CCDC.
;
_audit_creation_date             2024-04-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelxl_version_number           2014-1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C25 H19 Cl2 N3 O2'
_chemical_formula_sum            'C25 H19 Cl2 N3 O2'
_chemical_formula_weight         464.33
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H Cl N O'
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      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                   13.15780(10)
_cell_length_b                   7.97410(10)
_cell_length_c                   20.9819(2)
_cell_angle_alpha                90
_cell_angle_beta                 91.0860(10)
_cell_angle_gamma                90
_cell_volume                     2201.06(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13797
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.6700
_cell_measurement_theta_min      3.3480
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.884
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89786
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.401
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             960
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0306
_diffrn_reflns_av_unetI/netI     0.0191
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            24013
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.046
_diffrn_reflns_theta_min         3.360
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     14.00 110.00   0.50    0.20    --   40.83  77.00 150.00  192
  2  ω     14.00 110.00   0.50    0.20    --   40.83  77.00  90.00  192
  3  ω     87.00 171.00   0.50    0.38    --  104.00  42.00  30.00  168
  4  ω     82.00 172.00   0.50    0.38    --  104.00  59.00  60.00  180
  5  ω     22.00 113.00   0.50    0.20    --   40.83  20.00   3.00  182
  6  ω     79.00 177.00   0.50    0.38    --  104.00  17.00 -60.00  196
  7  ω     85.00 176.00   0.50    0.38    --  104.00  20.00   3.00  182
  8  ω     90.00 172.00   0.50    0.38    --  104.00  33.00 -30.00  164
  9  ω    102.00 170.00   0.50    0.38    --  104.00 111.00-150.00  136
 10  ω    102.00 170.00   0.50    0.38    --  104.00 111.00-180.00  136
 11  ω     89.00 170.00   0.50    0.38    --  104.00 133.00 150.00  162
 12  ω     38.00 118.00   0.50    0.38    --  104.00-133.00  60.00  160
 13  ω     38.00 108.00   0.50    0.38    --  104.00-111.00 120.00  140
 14  ω     38.00 108.00   0.50    0.38    --  104.00-111.00  90.00  140
 15  ω     38.00 108.00   0.50    0.38    --  104.00-111.00  60.00  140
 16  ω     18.00  78.00   0.50    0.20    --   40.83-104.00 -60.00  120
 17  ω     41.00 100.00   0.50    0.20    --   40.83-138.00-180.00  118
 18  ω     32.00 106.00   0.50    0.38    --  104.00 -93.00   0.00  148
 19  ω     35.00 105.00   0.50    0.38    --  104.00 -77.00  60.00  140
 20  ω     36.00  83.00   0.50    0.38    --  104.00 -68.00 120.00   94
 21  ω     36.00  83.00   0.50    0.38    --  104.00 -68.00  60.00   94
 22  ω     36.00  68.00   0.50    0.38    --  104.00 -59.00 -60.00   64
 23  ω     36.00  83.00   0.50    0.38    --  104.00 -68.00 -60.00   94
 24  ω     36.00  68.00   0.50    0.38    --  104.00 -59.00 -90.00   64
 25  ω     36.00  83.00   0.50    0.38    --  104.00 -68.00 -90.00   94
 26  ω     36.00  83.00   0.50    0.38    --  104.00 -68.00-120.00   94
 27  ω     36.00  68.00   0.50    0.38    --  104.00 -59.00-150.00   64
 28  ω     36.00  68.00   0.50    0.38    --  104.00 -59.00-180.00   64
 29  ω     36.00  68.00   0.50    0.38    --  104.00 -59.00-120.00   64
 30  ω     36.00  68.00   0.50    0.38    --  104.00 -59.00  90.00   64
 31  ω     36.00  68.00   0.50    0.38    --  104.00 -59.00 150.00   64
 32  ω    -25.00  48.00   0.50    0.20    --   40.83 -43.00 150.00  146
 33  ω    -27.00  37.00   0.50    0.20    --   40.83 -32.00  90.00  128
 34  ω    -35.00  24.00   0.50    0.20    --   40.83 -11.00-180.00  118
 35  ω    -31.00  27.00   0.50    0.20    --   40.83 -20.00-163.00  116
 36  ω   -155.00 -64.00   0.50    0.38    --  -82.50 -20.00-163.00  182
 37  ω    -47.00 -15.00   0.50    0.38    --  -82.50  42.00-120.00   64
 38  ω    -47.00 -15.00   0.50    0.38    --  -82.50  42.00 -30.00   64
 39  ω    -47.00 -15.00   0.50    0.38    --  -82.50  42.00   0.00   64
 40  ω    -24.00  35.00   0.50    0.20    --  -40.83  11.00  90.00  118
 41  ω    -37.00  27.00   0.50    0.20    --  -40.83  32.00 120.00  128
 42  ω    -24.00  35.00   0.50    0.20    --  -40.83  11.00   0.00  118
 43  ω    -27.00  31.00   0.50    0.20    --  -40.83  20.00   3.00  116
 44  ω    -80.00 -10.00   0.50    0.38    --  -82.50  93.00  60.00  140
 45  ω   -108.00 -21.00   0.50    0.20    --  -40.83 -54.00  30.00  174
 46  ω   -108.00 -21.00   0.50    0.20    --  -40.83 -54.00 120.00  174
 47  ω   -109.00 -14.00   0.50    0.20    --  -40.83 -77.00 -30.00  190
 48  ω   -109.00 -14.00   0.50    0.20    --  -40.83 -77.00 -90.00  190
 49  ω   -108.00 -21.00   0.50    0.20    --  -40.83 -54.00-180.00  174
 50  ω   -113.00 -22.00   0.50    0.20    --  -40.83 -20.00-163.00  182
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0207516000
_diffrn_orient_matrix_UB_12      -0.0089358000
_diffrn_orient_matrix_UB_13      0.0719182000
_diffrn_orient_matrix_UB_21      0.1111700000
_diffrn_orient_matrix_UB_22      0.0498397000
_diffrn_orient_matrix_UB_23      0.0147565000
_diffrn_orient_matrix_UB_31      -0.0306412000
_diffrn_orient_matrix_UB_32      0.1863839000
_diffrn_orient_matrix_UB_33      -0.0004923000
_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              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3749
_reflns_number_total             4321
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_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 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.219
_refine_diff_density_min         -0.402
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         4321
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0411
_refine_ls_R_factor_gt           0.0358
_refine_ls_restrained_S_all      1.068
_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)+(0.0430P)²+0.5903P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0926
_refine_ls_wR_factor_ref         0.0963
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C13(H13)
2.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
 C25(H25), C18(H18), C1(H1), C16(H16), C21(H21), C5(H5), C17(H17), C23(H23),
 C24(H24), C22(H22), C2(H2), C3(H3), C4(H4)
2.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C)
;
_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 0.43356(4) 0.72271(6) 0.25532(2) 0.06273(15) Uani 1 1 d . . . . .
Cl2 Cl 0.15080(4) 0.49831(6) 0.42234(2) 0.07099(17) Uani 1 1 d . . . . .
O1 O 0.45521(9) 0.49409(13) 0.41885(7) 0.0576(3) Uani 1 1 d . . . . .
N3 N 0.21760(9) 0.85151(15) 0.40278(6) 0.0385(3) Uani 1 1 d . . . . .
N1 N 0.56122(10) 0.72308(15) 0.40725(6) 0.0404(3) Uani 1 1 d . . . . .
O2 O 0.17197(10) 0.8921(2) 0.50740(6) 0.0676(4) Uani 1 1 d . . . . .
N2 N 0.55184(10) 0.89976(15) 0.40769(6) 0.0424(3) Uani 1 1 d . . . . .
C14 C 0.28553(11) 0.61546(17) 0.33433(7) 0.0365(3) Uani 1 1 d . . . . .
C13 C 0.30383(11) 0.78220(17) 0.36827(7) 0.0354(3) Uani 1 1 d . . . . .
H13 H 0.3221 0.8643 0.3357 0.042 Uiso 1 1 calc R U . . .
C7 C 0.45748(12) 0.93500(18) 0.41408(7) 0.0394(3) Uani 1 1 d . . . . .
C20 C 0.13088(11) 0.91575(17) 0.36942(7) 0.0391(3) Uani 1 1 d . . . . .
C8 C 0.39123(11) 0.78232(17) 0.41991(7) 0.0381(3) Uani 1 1 d . . . . .
C9 C 0.46962(12) 0.64365(18) 0.41467(7) 0.0408(3) Uani 1 1 d . . . . .
C6 C 0.65904(12) 0.6507(2) 0.40195(7) 0.0423(3) Uani 1 1 d . . . . .
C12 C 0.23170(13) 0.8460(2) 0.46794(7) 0.0461(4) Uani 1 1 d . . . . .
C19 C 0.21834(12) 0.48893(19) 0.35201(8) 0.0430(3) Uani 1 1 d . . . . .
C15 C 0.33941(12) 0.5829(2) 0.27895(7) 0.0432(3) Uani 1 1 d . . . . .
C11 C 0.33430(13) 0.7730(2) 0.48258(7) 0.0472(4) Uani 1 1 d . . . . .
H11A H 0.3284 0.6577 0.4968 0.057 Uiso 1 1 calc R U . . .
H11B H 0.3693 0.8374 0.5155 0.057 Uiso 1 1 calc R U . . .
C25 C 0.12601(13) 0.9106(2) 0.30329(8) 0.0508(4) Uani 1 1 d . . . . .
H25 H 0.1789 0.8624 0.2809 0.061 Uiso 1 1 calc R U . . .
C18 C 0.20248(14) 0.3462(2) 0.31553(9) 0.0540(4) Uani 1 1 d . . . . .
H18 H 0.1563 0.2654 0.3285 0.065 Uiso 1 1 calc R U . . .
C1 C 0.66829(15) 0.4909(2) 0.37667(9) 0.0540(4) Uani 1 1 d . . . . .
H1 H 0.6111 0.4333 0.3618 0.065 Uiso 1 1 calc R U . . .
C16 C 0.32496(14) 0.4415(2) 0.24172(9) 0.0558(4) Uani 1 1 d . . . . .
H16 H 0.3619 0.4261 0.2048 0.067 Uiso 1 1 calc R U . . .
C10 C 0.42043(14) 1.1114(2) 0.41435(10) 0.0559(4) Uani 1 1 d . . . . .
H10A H 0.4772 1.1864 0.4110 0.084 Uiso 1 1 calc R U . . .
H10B H 0.3858 1.1330 0.4534 0.084 Uiso 1 1 calc R U . . .
H10C H 0.3745 1.1286 0.3789 0.084 Uiso 1 1 calc R U . . .
C21 C 0.05089(14) 0.9894(2) 0.40138(9) 0.0580(5) Uani 1 1 d . . . . .
H21 H 0.0526 0.9956 0.4457 0.070 Uiso 1 1 calc R U . . .
C5 C 0.74422(13) 0.7384(3) 0.42178(9) 0.0568(4) Uani 1 1 d . . . . .
H5 H 0.7384 0.8469 0.4376 0.068 Uiso 1 1 calc R U . . .
C17 C 0.25499(15) 0.3242(2) 0.26032(9) 0.0606(5) Uani 1 1 d . . . . .
H17 H 0.2432 0.2295 0.2354 0.073 Uiso 1 1 calc R U . . .
C23 C -0.03591(14) 1.0477(2) 0.30241(10) 0.0600(5) Uani 1 1 d . . . . .
H23 H -0.0918 1.0911 0.2802 0.072 Uiso 1 1 calc R U . . .
C24 C 0.04329(15) 0.9767(2) 0.27037(10) 0.0612(5) Uani 1 1 d . . . . .
H24 H 0.0413 0.9730 0.2261 0.073 Uiso 1 1 calc R U . . .
C22 C -0.03129(15) 1.0535(3) 0.36732(11) 0.0673(5) Uani 1 1 d . . . . .
H22 H -0.0847 1.1018 0.3892 0.081 Uiso 1 1 calc R U . . .
C2 C 0.76335(17) 0.4181(3) 0.37377(10) 0.0689(6) Uani 1 1 d . . . . .
H2 H 0.7699 0.3103 0.3574 0.083 Uiso 1 1 calc R U . . .
C3 C 0.84801(17) 0.5028(3) 0.39468(11) 0.0748(6) Uani 1 1 d . . . . .
H3 H 0.9116 0.4522 0.3932 0.090 Uiso 1 1 calc R U . . .
C4 C 0.83873(15) 0.6624(3) 0.41781(11) 0.0727(6) Uani 1 1 d . . . . .
H4 H 0.8966 0.7207 0.4311 0.087 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 C15 1.7455(16) . ?
Cl2 C19 1.7385(17) . ?
O1 C9 1.2110(18) . ?
N3 C13 1.4656(17) . ?
N3 C20 1.4226(19) . ?
N3 C12 1.3771(19) . ?
N1 N2 1.4143(16) . ?
N1 C9 1.373(2) . ?
N1 C6 1.4169(19) . ?
O2 C12 1.2093(19) . ?
N2 C7 1.283(2) . ?
C14 C13 1.5253(19) . ?
C14 C19 1.396(2) . ?
C14 C15 1.397(2) . ?
C13 H13 0.9800 . ?
C13 C8 1.565(2) . ?
C7 C8 1.504(2) . ?
C7 C10 1.489(2) . ?
C20 C25 1.388(2) . ?
C20 C21 1.389(2) . ?
C8 C9 1.518(2) . ?
C8 C11 1.528(2) . ?
C6 C1 1.386(2) . ?
C6 C5 1.379(2) . ?
C12 C11 1.497(2) . ?
C19 C18 1.385(2) . ?
C15 C16 1.382(2) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C25 H25 0.9300 . ?
C25 C24 1.382(2) . ?
C18 H18 0.9300 . ?
C18 C17 1.371(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.381(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.374(3) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C21 H21 0.9300 . ?
C21 C22 1.383(3) . ?
C5 H5 0.9300 . ?
C5 C4 1.387(3) . ?
C17 H17 0.9300 . ?
C23 H23 0.9300 . ?
C23 C24 1.373(3) . ?
C23 C22 1.363(3) . ?
C24 H24 0.9300 . ?
C22 H22 0.9300 . ?
C2 H2 0.9300 . ?
C2 C3 1.368(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.368(3) . ?
C4 H4 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
C20 N3 C13 120.93(12) . . ?
C12 N3 C13 112.80(12) . . ?
C12 N3 C20 126.27(13) . . ?
N2 N1 C6 119.06(12) . . ?
C9 N1 N2 112.46(12) . . ?
C9 N1 C6 128.44(13) . . ?
C7 N2 N1 107.68(12) . . ?
C19 C14 C13 126.95(13) . . ?
C19 C14 C15 114.87(13) . . ?
C15 C14 C13 118.18(13) . . ?
N3 C13 C14 116.26(11) . . ?
N3 C13 H13 107.2 . . ?
N3 C13 C8 102.91(11) . . ?
C14 C13 H13 107.2 . . ?
C14 C13 C8 115.55(12) . . ?
C8 C13 H13 107.2 . . ?
N2 C7 C8 113.27(13) . . ?
N2 C7 C10 121.67(14) . . ?
C10 C7 C8 125.05(14) . . ?
C25 C20 N3 120.17(13) . . ?
C25 C20 C21 118.29(15) . . ?
C21 C20 N3 121.52(15) . . ?
C7 C8 C13 111.33(12) . . ?
C7 C8 C9 100.85(12) . . ?
C7 C8 C11 113.82(12) . . ?
C9 C8 C13 116.16(12) . . ?
C9 C8 C11 111.84(12) . . ?
C11 C8 C13 103.31(12) . . ?
O1 C9 N1 126.97(15) . . ?
O1 C9 C8 127.22(15) . . ?
N1 C9 C8 105.74(12) . . ?
C1 C6 N1 119.40(15) . . ?
C5 C6 N1 120.27(15) . . ?
C5 C6 C1 120.33(16) . . ?
N3 C12 C11 108.67(13) . . ?
O2 C12 N3 126.37(16) . . ?
O2 C12 C11 124.96(15) . . ?
C14 C19 Cl2 122.06(12) . . ?
C18 C19 Cl2 115.49(13) . . ?
C18 C19 C14 122.44(15) . . ?
C14 C15 Cl1 119.45(12) . . ?
C16 C15 Cl1 116.81(13) . . ?
C16 C15 C14 123.71(15) . . ?
C8 C11 H11A 110.7 . . ?
C8 C11 H11B 110.7 . . ?
C12 C11 C8 105.04(12) . . ?
C12 C11 H11A 110.7 . . ?
C12 C11 H11B 110.7 . . ?
H11A C11 H11B 108.8 . . ?
C20 C25 H25 119.7 . . ?
C24 C25 C20 120.61(16) . . ?
C24 C25 H25 119.7 . . ?
C19 C18 H18 120.0 . . ?
C17 C18 C19 119.94(17) . . ?
C17 C18 H18 120.0 . . ?
C6 C1 H1 120.4 . . ?
C2 C1 C6 119.29(19) . . ?
C2 C1 H1 120.4 . . ?
C15 C16 H16 120.6 . . ?
C17 C16 C15 118.72(16) . . ?
C17 C16 H16 120.6 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C20 C21 H21 120.0 . . ?
C22 C21 C20 119.94(18) . . ?
C22 C21 H21 120.0 . . ?
C6 C5 H5 120.5 . . ?
C6 C5 C4 118.98(19) . . ?
C4 C5 H5 120.5 . . ?
C18 C17 C16 120.23(16) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C24 C23 H23 120.5 . . ?
C22 C23 H23 120.5 . . ?
C22 C23 C24 118.91(18) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 C25 120.68(19) . . ?
C23 C24 H24 119.7 . . ?
C21 C22 H22 119.2 . . ?
C23 C22 C21 121.56(18) . . ?
C23 C22 H22 119.2 . . ?
C1 C2 H2 119.6 . . ?
C3 C2 C1 120.7(2) . . ?
C3 C2 H2 119.6 . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.70(19) . . ?
C4 C3 H3 120.1 . . ?
C5 C4 H4 119.5 . . ?
C3 C4 C5 120.9(2) . . ?
C3 C4 H4 119.5 . . ?

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 C15 C16 C17 176.92(15) . . . . ?
Cl2 C19 C18 C17 -177.68(15) . . . . ?
N3 C13 C8 C7 -96.90(14) . . . . ?
N3 C13 C8 C9 148.46(12) . . . . ?
N3 C13 C8 C11 25.64(14) . . . . ?
N3 C20 C25 C24 -178.31(16) . . . . ?
N3 C20 C21 C22 178.71(17) . . . . ?
N3 C12 C11 C8 15.78(17) . . . . ?
N1 N2 C7 C8 0.99(18) . . . . ?
N1 N2 C7 C10 -178.07(14) . . . . ?
N1 C6 C1 C2 -177.57(16) . . . . ?
N1 C6 C5 C4 178.05(17) . . . . ?
O2 C12 C11 C8 -164.19(17) . . . . ?
N2 N1 C9 O1 -176.58(16) . . . . ?
N2 N1 C9 C8 0.61(17) . . . . ?
N2 N1 C6 C1 -154.59(15) . . . . ?
N2 N1 C6 C5 25.4(2) . . . . ?
N2 C7 C8 C13 -124.44(14) . . . . ?
N2 C7 C8 C9 -0.61(17) . . . . ?
N2 C7 C8 C11 119.30(15) . . . . ?
C14 C13 C8 C7 135.32(13) . . . . ?
C14 C13 C8 C9 20.68(18) . . . . ?
C14 C13 C8 C11 -102.14(14) . . . . ?
C14 C19 C18 C17 1.1(3) . . . . ?
C14 C15 C16 C17 -1.1(3) . . . . ?
C13 N3 C20 C25 1.2(2) . . . . ?
C13 N3 C20 C21 -176.72(15) . . . . ?
C13 N3 C12 O2 -178.62(17) . . . . ?
C13 N3 C12 C11 1.41(18) . . . . ?
C13 C14 C19 Cl2 -5.6(2) . . . . ?
C13 C14 C19 C18 175.72(15) . . . . ?
C13 C14 C15 Cl1 6.26(19) . . . . ?
C13 C14 C15 C16 -175.77(15) . . . . ?
C13 C8 C9 O1 -62.4(2) . . . . ?
C13 C8 C9 N1 120.41(13) . . . . ?
C13 C8 C11 C12 -25.30(15) . . . . ?
C7 C8 C9 O1 177.14(17) . . . . ?
C7 C8 C9 N1 -0.04(15) . . . . ?
C7 C8 C11 C12 95.56(15) . . . . ?
C20 N3 C13 C14 -70.15(17) . . . . ?
C20 N3 C13 C8 162.52(12) . . . . ?
C20 N3 C12 O2 1.4(3) . . . . ?
C20 N3 C12 C11 -178.52(13) . . . . ?
C20 C25 C24 C23 -0.4(3) . . . . ?
C20 C21 C22 C23 -0.5(3) . . . . ?
C9 N1 N2 C7 -1.02(18) . . . . ?
C9 N1 C6 C1 28.1(2) . . . . ?
C9 N1 C6 C5 -151.90(17) . . . . ?
C9 C8 C11 C12 -150.96(13) . . . . ?
C6 N1 N2 C7 -178.77(13) . . . . ?
C6 N1 C9 O1 0.9(3) . . . . ?
C6 N1 C9 C8 178.10(14) . . . . ?
C6 C1 C2 C3 -0.9(3) . . . . ?
C6 C5 C4 C3 0.0(3) . . . . ?
C12 N3 C13 C14 109.91(14) . . . . ?
C12 N3 C13 C8 -17.41(16) . . . . ?
C12 N3 C20 C25 -178.84(15) . . . . ?
C12 N3 C20 C21 3.2(2) . . . . ?
C19 C14 C13 N3 -29.4(2) . . . . ?
C19 C14 C13 C8 91.43(18) . . . . ?
C19 C14 C15 Cl1 -174.65(12) . . . . ?
C19 C14 C15 C16 3.3(2) . . . . ?
C19 C18 C17 C16 1.4(3) . . . . ?
C15 C14 C13 N3 149.61(14) . . . . ?
C15 C14 C13 C8 -89.60(16) . . . . ?
C15 C14 C19 Cl2 175.39(12) . . . . ?
C15 C14 C19 C18 -3.3(2) . . . . ?
C15 C16 C17 C18 -1.4(3) . . . . ?
C11 C8 C9 O1 55.8(2) . . . . ?
C11 C8 C9 N1 -121.35(14) . . . . ?
C25 C20 C21 C22 0.7(3) . . . . ?
C1 C6 C5 C4 -1.9(3) . . . . ?
C1 C2 C3 C4 -1.0(3) . . . . ?
C10 C7 C8 C13 54.6(2) . . . . ?
C10 C7 C8 C9 178.41(15) . . . . ?
C10 C7 C8 C11 -61.7(2) . . . . ?
C21 C20 C25 C24 -0.3(3) . . . . ?
C5 C6 C1 C2 2.4(3) . . . . ?
C24 C23 C22 C21 -0.2(3) . . . . ?
C22 C23 C24 C25 0.6(3) . . . . ?
C2 C3 C4 C5 1.5(3) . . . . ?

_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 1.151
_oxdiff_exptl_absorpt_empirical_full_min 0.862
