# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2026

####################################################################### 
# 
# 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_bpx-007
_database_code_depnum_ccdc_archive 'CCDC 2492027'
loop_
_audit_author_name
_audit_author_address
'Daria V. Spiridonova'
;Saint Petersburg State University
Russia
;
_audit_update_record             
;
2025-09-28 deposited with the CCDC.	2026-01-27 downloaded from the CCDC.
;
_audit_creation_date             2025-06-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H19 N3'
_chemical_formula_sum            'C22 H19 N3'
_chemical_formula_weight         325.40
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C22 H19 N3'
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'
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                   12.7485(3)
_cell_length_b                   8.3951(2)
_cell_length_c                   16.7389(3)
_cell_angle_alpha                90
_cell_angle_beta                 103.100(2)
_cell_angle_gamma                90
_cell_volume                     1744.86(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6117
_cell_measurement_temperature    120.00(10)
_cell_measurement_theta_max      70.2960
_cell_measurement_theta_min      3.5420
_cell_oxdiff_angle_alpha         90.0029(18)
_cell_oxdiff_angle_beta          103.099(2)
_cell_oxdiff_angle_gamma         89.947(2)
_cell_oxdiff_length_a            12.7437(4)
_cell_oxdiff_length_b            8.3955(2)
_cell_oxdiff_length_c            16.7443(3)
_cell_oxdiff_measurement_reflns_used 6117
_cell_oxdiff_volume              1744.86(8)
_shelx_estimated_absorpt_T_max   0.961
_shelx_estimated_absorpt_T_min   0.934
_exptl_absorpt_coefficient_mu    0.575
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94788
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.101a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.239
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             688
_exptl_crystal_preparation       
'The compound was dissolved in CDCl3 in a vial and a layer of hexane was added without mixing'
_exptl_crystal_recrystallization_method 
'Crystal was obtained by solvent layering method at 8 oC'
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_unetI/netI     0.0322
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            8987
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.482
_diffrn_reflns_theta_min         3.560
_diffrn_ambient_temperature      120.15
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -25.00   1.00   0.50    0.40    --   38.45 -90.00 107.00   52
  2  ω      4.00  66.00   0.50    0.40    --   38.45 -90.00 107.00  124
  3  ω     29.00  97.00   0.50    2.00    --  100.00 -90.00 107.00  136
  4  ω     97.00 144.00   0.50    2.00    --  100.00  90.00-138.00   94
  5  ω    -94.00 -56.00   0.50    0.40    --  -38.45 138.00-120.00   76
  6  ω    -52.00 -18.00   0.50    0.40    --  -38.45 138.00-120.00   68
  7  ω    -52.00  17.00   0.50    0.40    --  -38.45  54.00  60.00  138
  8  ω    -13.00  14.00   0.50    0.40    --  -38.45 104.00 150.00   54
  9  ω   -104.00 -30.00   0.50    0.40    --  -38.45 -43.00  90.00  148
 10  ω    -46.00  27.00   0.50    0.40    --  -38.45  90.00-138.00  146
 11  ω    -49.00 -21.00   0.50    0.40    --  -38.45 104.00 150.00   56
 12  ω    -61.00 -36.00   0.50    0.40    --  -38.45 -54.00   0.00   50
 13  ω    -48.00 -23.00   0.50    0.40    --  -38.45 138.00   0.00   50
 14  ω    -23.00  11.00   0.50    0.40    --   38.45 -43.00 -90.00   68
 15  ω     28.00  53.00   0.50    0.40    --   38.45 -54.00-120.00   50
 16  ω    -26.00   0.00   0.50    0.40    --   38.45 -54.00-120.00   52
 17  ω     21.00  55.00   0.50    0.40    --   38.45 -43.00 -90.00   68
 18  ω     27.00  58.00   0.50    2.00    --  100.00 -93.00  60.00   62
 19  ω     76.00 118.00   0.50    2.00    --  100.00 -61.00  90.00   84
 20  ω     35.00  64.00   0.50    2.00    --  100.00 -61.00  90.00   58
 21  ω     87.00 143.00   0.50    2.00    --  100.00  30.00  30.00  112
 22  ω     41.00 144.00   0.50    2.00    --  100.00 178.00 -30.00  206
 23  ω     53.00 111.00   0.50    2.00    --  100.00 -45.00  90.00  116
 24  ω     66.00  91.00   0.50    2.00    --  100.00 -86.00 150.00   50
 25  ω     89.00 129.00   0.50    2.00    --  100.00  30.00 120.00   80
 26  ω     85.00 125.00   0.50    2.00    --  100.00  37.00   0.00   80
 27  ω     99.00 124.00   0.50    2.00    --  100.00 -86.00 150.00   50
 28  ω     70.00  97.00   0.50    2.00    --  100.00  15.00-150.00   54
 29  ω    121.00 147.00   0.50    2.00    --  100.00  15.00-150.00   52
 30  ω     82.00 118.00   0.50    2.00    --  100.00 -22.00  60.00   72
 31  ω     40.00  92.00   0.50    2.00    --  100.00-133.00-150.00  104
 32  ω     71.00 101.00   0.50    2.00    --  100.00 -93.00  60.00   60
 33  ω     34.00 125.00   0.50    2.00    --  100.00 -69.00-120.00  182
 34  ω     34.00  72.00   0.50    2.00    --  100.00 -22.00  60.00   76
 35  ω     85.00 120.00   0.50    2.00    --  100.00 111.00-180.00   70
 36  ω     88.00 148.00   0.50    2.00    --  100.00  22.00 -30.00  120
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_oxdiff_digest_hkl        
;
018eee58dc40e89e26d4c021e907aa7eda18b0
;
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2918
_reflns_number_total             3333
_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 1.171.42.101a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.101a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.101a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.161
_refine_diff_density_min         -0.213
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         3333
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0439
_refine_ls_R_factor_gt           0.0390
_refine_ls_restrained_S_all      1.072
_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)+(0.0548P)²+0.3454P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1053
_refine_ls_wR_factor_ref         0.1085
_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:
 N001(H001), C10(H10), C13(H13), C12(H12), C9(H9), C20(H20), C2(H2), C3(H3),
 C6(H6), C16(H16), C17(H17), C5(H5), C19(H19)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C21(H21A,H21B,H21C)
;
_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
N001 N 0.16106(8) 0.45296(13) 0.66755(6) 0.0255(2) Uani 1 1 d . . . . .
H001 H 0.1270 0.3872 0.6295 0.031 Uiso 1 1 calc R U . . .
N002 N 0.28447(9) 0.66124(14) 0.69179(6) 0.0302(3) Uani 1 1 d . . . . .
N003 N 0.06537(9) 0.31239(14) 1.04219(6) 0.0328(3) Uani 1 1 d . . . . .
C8 C 0.13600(9) 0.43820(15) 0.74444(7) 0.0236(3) Uani 1 1 d . . . . .
C15 C 0.24178(10) 0.53128(14) 0.55657(7) 0.0243(3) Uani 1 1 d . . . . .
C10 C 0.15131(10) 0.51156(15) 0.88603(7) 0.0264(3) Uani 1 1 d . . . . .
H10 H 0.1788 0.5805 0.9309 0.032 Uiso 1 1 calc R U . . .
C11 C 0.08807(9) 0.38186(15) 0.89666(7) 0.0252(3) Uani 1 1 d . . . . .
C22 C 0.23223(10) 0.55704(15) 0.64317(7) 0.0246(3) Uani 1 1 d . . . . .
C13 C 0.06842(10) 0.31146(15) 0.75468(7) 0.0266(3) Uani 1 1 d . . . . .
H13 H 0.0390 0.2443 0.7095 0.032 Uiso 1 1 calc R U . . .
C12 C 0.04436(10) 0.28358(16) 0.82984(7) 0.0279(3) Uani 1 1 d . . . . .
H12 H -0.0017 0.1979 0.8362 0.034 Uiso 1 1 calc R U . . .
C18 C 0.26449(11) 0.49506(15) 0.39467(7) 0.0288(3) Uani 1 1 d . . . . .
C9 C 0.17455(10) 0.54106(15) 0.81032(7) 0.0269(3) Uani 1 1 d . . . . .
H9 H 0.2166 0.6311 0.8032 0.032 Uiso 1 1 calc R U . . .
C4 C 0.47580(11) 1.01763(16) 0.61525(7) 0.0288(3) Uani 1 1 d . . . . .
C14 C 0.07338(10) 0.34448(15) 0.97734(7) 0.0271(3) Uani 1 1 d . . . . .
C20 C 0.15663(11) 0.56682(16) 0.49101(8) 0.0309(3) Uani 1 1 d . . . . .
H20 H 0.0899 0.6024 0.5008 0.037 Uiso 1 1 calc R U . . .
C1 C 0.34867(10) 0.77597(16) 0.66211(7) 0.0280(3) Uani 1 1 d . . . . .
C2 C 0.46017(11) 0.77199(16) 0.68885(8) 0.0321(3) Uani 1 1 d . . . . .
H2 H 0.4938 0.6880 0.7234 0.039 Uiso 1 1 calc R U . . .
C3 C 0.52238(11) 0.89110(17) 0.66498(8) 0.0326(3) Uani 1 1 d . . . . .
H3 H 0.5985 0.8863 0.6830 0.039 Uiso 1 1 calc R U . . .
C6 C 0.30122(11) 0.90227(17) 0.61343(7) 0.0319(3) Uani 1 1 d . . . . .
H6 H 0.2250 0.9072 0.5956 0.038 Uiso 1 1 calc R U . . .
C16 C 0.33776(10) 0.47695(17) 0.54080(8) 0.0311(3) Uani 1 1 d . . . . .
H16 H 0.3966 0.4530 0.5852 0.037 Uiso 1 1 calc R U . . .
C17 C 0.34860(11) 0.45727(17) 0.46069(8) 0.0322(3) Uani 1 1 d . . . . .
H17 H 0.4143 0.4175 0.4509 0.039 Uiso 1 1 calc R U . . .
C5 C 0.36416(11) 1.02120(17) 0.59067(8) 0.0313(3) Uani 1 1 d . . . . .
H5 H 0.3302 1.1069 0.5576 0.038 Uiso 1 1 calc R U . . .
C19 C 0.16911(11) 0.55036(16) 0.41133(8) 0.0317(3) Uani 1 1 d . . . . .
H19 H 0.1110 0.5776 0.3670 0.038 Uiso 1 1 calc R U . . .
C7 C 0.54421(11) 1.14628(17) 0.59013(8) 0.0342(3) Uani 1 1 d . . . . .
H7A H 0.5683 1.2201 0.6360 0.051 Uiso 1 1 calc R U . . .
H7B H 0.5018 1.2045 0.5430 0.051 Uiso 1 1 calc R U . . .
H7C H 0.6070 1.0980 0.5751 0.051 Uiso 1 1 calc R U . . .
C21 C 0.27725(12) 0.47651(18) 0.30759(8) 0.0369(3) Uani 1 1 d . . . . .
H21A H 0.3469 0.5203 0.3031 0.055 Uiso 1 1 calc R U . . .
H21B H 0.2192 0.5339 0.2703 0.055 Uiso 1 1 calc R U . . .
H21C H 0.2739 0.3633 0.2929 0.055 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
N001 H001 0.8800 . ?
N001 C8 1.4000(14) . ?
N001 C22 1.3860(16) . ?
N002 C22 1.2749(17) . ?
N002 C1 1.4243(16) . ?
N003 C14 1.1453(16) . ?
C8 C13 1.4038(17) . ?
C8 C9 1.3991(17) . ?
C15 C22 1.4977(15) . ?
C15 C20 1.3898(18) . ?
C15 C16 1.3861(18) . ?
C10 H10 0.9500 . ?
C10 C11 1.3900(18) . ?
C10 C9 1.3876(16) . ?
C11 C12 1.3998(18) . ?
C11 C14 1.4394(16) . ?
C13 H13 0.9500 . ?
C13 C12 1.3808(16) . ?
C12 H12 0.9500 . ?
C18 C17 1.3909(19) . ?
C18 C19 1.3877(19) . ?
C18 C21 1.5108(16) . ?
C9 H9 0.9500 . ?
C4 C3 1.3963(19) . ?
C4 C5 1.3894(19) . ?
C4 C7 1.5067(18) . ?
C20 H20 0.9500 . ?
C20 C19 1.3854(18) . ?
C1 C2 1.3905(19) . ?
C1 C6 1.389(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.3900(19) . ?
C3 H3 0.9500 . ?
C6 H6 0.9500 . ?
C6 C5 1.3872(19) . ?
C16 H16 0.9500 . ?
C16 C17 1.3887(17) . ?
C17 H17 0.9500 . ?
C5 H5 0.9500 . ?
C19 H19 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?

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
C8 N001 H001 115.6 . . ?
C22 N001 H001 115.6 . . ?
C22 N001 C8 128.86(10) . . ?
C22 N002 C1 119.98(10) . . ?
N001 C8 C13 116.97(10) . . ?
C9 C8 N001 123.87(11) . . ?
C9 C8 C13 119.15(11) . . ?
C20 C15 C22 120.86(11) . . ?
C16 C15 C22 120.05(11) . . ?
C16 C15 C20 119.05(11) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C9 C10 C11 120.45(11) . . ?
C10 C11 C12 119.79(11) . . ?
C10 C11 C14 119.56(11) . . ?
C12 C11 C14 120.55(11) . . ?
N001 C22 C15 113.35(10) . . ?
N002 C22 N001 121.78(10) . . ?
N002 C22 C15 124.86(11) . . ?
C8 C13 H13 119.7 . . ?
C12 C13 C8 120.60(11) . . ?
C12 C13 H13 119.7 . . ?
C11 C12 H12 120.1 . . ?
C13 C12 C11 119.84(11) . . ?
C13 C12 H12 120.1 . . ?
C17 C18 C21 120.72(12) . . ?
C19 C18 C17 117.99(11) . . ?
C19 C18 C21 121.28(12) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 C8 120.01(11) . . ?
C10 C9 H9 120.0 . . ?
C3 C4 C7 121.12(12) . . ?
C5 C4 C3 117.49(12) . . ?
C5 C4 C7 121.38(12) . . ?
N003 C14 C11 177.51(13) . . ?
C15 C20 H20 120.0 . . ?
C19 C20 C15 119.94(12) . . ?
C19 C20 H20 120.0 . . ?
C2 C1 N002 119.85(12) . . ?
C6 C1 N002 120.82(12) . . ?
C6 C1 C2 118.98(12) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 C1 119.89(13) . . ?
C3 C2 H2 120.1 . . ?
C4 C3 H3 119.2 . . ?
C2 C3 C4 121.69(13) . . ?
C2 C3 H3 119.2 . . ?
C1 C6 H6 119.7 . . ?
C5 C6 C1 120.55(12) . . ?
C5 C6 H6 119.7 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.55(12) . . ?
C17 C16 H16 119.7 . . ?
C18 C17 H17 119.6 . . ?
C16 C17 C18 120.84(12) . . ?
C16 C17 H17 119.6 . . ?
C4 C5 H5 119.3 . . ?
C6 C5 C4 121.37(13) . . ?
C6 C5 H5 119.3 . . ?
C18 C19 H19 119.2 . . ?
C20 C19 C18 121.60(12) . . ?
C20 C19 H19 119.2 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 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
N001 C8 C13 C12 176.61(11) . . . . ?
N001 C8 C9 C10 -175.81(11) . . . . ?
N002 C1 C2 C3 -174.98(11) . . . . ?
N002 C1 C6 C5 174.31(11) . . . . ?
C8 N001 C22 N002 -1.9(2) . . . . ?
C8 N001 C22 C15 176.95(11) . . . . ?
C8 C13 C12 C11 -0.33(19) . . . . ?
C15 C20 C19 C18 1.6(2) . . . . ?
C15 C16 C17 C18 1.5(2) . . . . ?
C10 C11 C12 C13 3.06(19) . . . . ?
C11 C10 C9 C8 -1.24(19) . . . . ?
C22 N001 C8 C13 -173.88(12) . . . . ?
C22 N001 C8 C9 5.9(2) . . . . ?
C22 N002 C1 C2 -112.57(14) . . . . ?
C22 N002 C1 C6 74.26(16) . . . . ?
C22 C15 C20 C19 176.48(12) . . . . ?
C22 C15 C16 C17 -178.02(12) . . . . ?
C13 C8 C9 C10 3.93(18) . . . . ?
C9 C8 C13 C12 -3.15(18) . . . . ?
C9 C10 C11 C12 -2.27(19) . . . . ?
C9 C10 C11 C14 174.09(11) . . . . ?
C14 C11 C12 C13 -173.28(11) . . . . ?
C20 C15 C22 N001 69.06(15) . . . . ?
C20 C15 C22 N002 -112.11(15) . . . . ?
C20 C15 C16 C17 -0.4(2) . . . . ?
C1 N002 C22 N001 -173.85(11) . . . . ?
C1 N002 C22 C15 7.42(19) . . . . ?
C1 C2 C3 C4 0.9(2) . . . . ?
C1 C6 C5 C4 0.3(2) . . . . ?
C2 C1 C6 C5 1.08(19) . . . . ?
C3 C4 C5 C6 -1.08(19) . . . . ?
C6 C1 C2 C3 -1.69(19) . . . . ?
C16 C15 C22 N001 -113.36(13) . . . . ?
C16 C15 C22 N002 65.47(18) . . . . ?
C16 C15 C20 C19 -1.1(2) . . . . ?
C17 C18 C19 C20 -0.5(2) . . . . ?
C5 C4 C3 C2 0.46(19) . . . . ?
C19 C18 C17 C16 -1.0(2) . . . . ?
C7 C4 C3 C2 179.75(12) . . . . ?
C7 C4 C5 C6 179.63(12) . . . . ?
C21 C18 C17 C16 178.82(13) . . . . ?
C21 C18 C19 C20 179.63(13) . . . . ?

_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 1.591
_oxdiff_exptl_absorpt_empirical_full_min 0.776
####################################################################### 
# 
# 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_bpx-008
_database_code_depnum_ccdc_archive 'CCDC 2492029'
loop_
_audit_author_name
_audit_author_address
'Maria A. Kryukova'
;Saint Petersburg State University
Russia
;
_audit_update_record             
;
2025-09-28 deposited with the CCDC.	2026-01-27 downloaded from the CCDC.
;
_audit_creation_date             2025-06-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H20 N2'
_chemical_formula_sum            'C21 H20 N2'
_chemical_formula_weight         300.39
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C21 H20 N2'
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'
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      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, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   11.37590(10)
_cell_length_b                   16.4770(2)
_cell_length_c                   18.3691(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3443.12(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    18497
_cell_measurement_temperature    119.98(12)
_cell_measurement_theta_max      79.6820
_cell_measurement_theta_min      3.6000
_cell_oxdiff_angle_alpha         89.9611(19)
_cell_oxdiff_angle_beta          89.9974(16)
_cell_oxdiff_angle_gamma         89.9813(18)
_cell_oxdiff_length_a            11.3761(2)
_cell_oxdiff_length_b            16.4795(4)
_cell_oxdiff_length_c            18.3660(4)
_cell_oxdiff_measurement_reflns_used 18498
_cell_oxdiff_volume              3443.11(13)
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.522
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86770
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.136a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.159
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1280
_exptl_crystal_recrystallization_method 
'Crystal was obtained by slow evaporation from MeCN solution at 8 oC'
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0684
_diffrn_reflns_av_unetI/netI     0.0524
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            29509
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.094
_diffrn_reflns_theta_min         3.604
_diffrn_ambient_temperature      120.15
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -55.00  24.00   0.50    0.50    --  -47.51  49.00 -12.00  158
  2  ω   -173.00-111.00   0.50    1.80    -- -106.00 -71.00  26.00  124
  3  ω    -90.00 -50.00   0.50    1.80    -- -106.00 131.00-142.00   80
  4  ω    149.00 177.00   0.50    1.80    --  113.25  49.00 -12.00   56
  5  ω     55.00  80.00   0.50    1.80    --  113.25-131.00 147.00   50
  6  ω    -26.00  28.00   0.50    0.50    --  -47.51  19.00-120.00  108
  7  ω    -27.00  -2.00   0.50    0.50    --   47.51 -19.00 120.00   50
  8  ω     70.00 118.00   0.50    0.50    --   47.51 131.00-142.00   96
  9  ω    -78.00 -38.00   0.50    1.80    -- -106.00 125.00  60.00   80
 10  ω     43.00  68.00   0.50    1.80    --  113.25 -61.00-150.00   50
 11  ω     44.00 105.00   0.50    1.80    --  113.25 -77.00-180.00  122
 12  ω     44.00  83.00   0.50    1.80    --  113.25 -71.00  26.00   78
 13  ω    106.00 169.00   0.50    1.80    --  113.25  45.00  60.00  126
 14  ω     44.00  87.00   0.50    1.80    --  113.25 -94.00 -30.00   86
 15  ω     45.00  70.00   0.50    1.80    --  113.25 -61.00  90.00   50
 16  ω     45.00  70.00   0.50    1.80    --  113.25 -61.00-180.00   50
 17  ω     96.00 122.00   0.50    1.80    --  113.25 137.00  34.00   52
 18  ω    -26.00  23.00   0.50    0.50    --  -47.51  19.00 -60.00   98
 19  ω     49.00  92.00   0.50    0.50    --   47.51-131.00 147.00   86
 20  ω    -73.00 -43.00   0.50    1.80    -- -106.00 125.00 150.00   60
 21  ω   -132.00 -95.00   0.50    1.80    -- -106.00 -30.00-150.00   74
 22  ω   -108.00 -72.00   0.50    1.80    -- -106.00 113.00  68.71   72
 23  ω   -126.00 -93.00   0.50    1.80    -- -106.00 146.00  63.03   66
 24  ω    -62.00 -36.00   0.50    1.80    -- -106.00 146.00  63.03   52
 25  ω   -109.00 -37.00   0.50    1.80    -- -106.00 115.00 138.95  144
 26  ω   -108.00 -83.00   0.50    1.80    -- -106.00 111.00 -76.05   50
 27  ω   -111.00 -80.00   0.50    1.80    -- -106.00 125.00 150.00   62
 28  ω    111.00 178.00   0.50    1.80    --  113.25  45.00-180.00  134
 29  ω     43.00  69.00   0.50    1.80    --  113.25 -77.00  30.00   52
 30  ω    104.00 156.00   0.50    1.80    --  113.25  45.00 -60.00  104
 31  ω     68.00 111.00   0.50    1.80    --  113.25-125.00   0.00   86
 32  ω     96.00 121.00   0.50    1.80    --  113.25-137.00 -28.00   50
 33  ω    153.00 178.00   0.50    1.80    --  113.25 137.00  34.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.750
_reflns_Friedel_fraction_full    0.989
_reflns_Friedel_fraction_max     0.926
_reflns_number_gt                6699
_reflns_number_total             7201
_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 1.171.43.136a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.211
_refine_diff_density_min         -0.195
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details 
;
 Flack x determined using 2712 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.3(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     419
_refine_ls_number_reflns         7201
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0483
_refine_ls_R_factor_gt           0.0445
_refine_ls_restrained_S_all      1.080
_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)+(0.0692P)²+0.3251P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1188
_refine_ls_wR_factor_ref         0.1214
_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:
 N4(H4), N2(H2), C41(H41), C13(H13), C9(H9), C12(H12), C37(H37), C16(H16),
 C6(H6), C2(H2A), C27(H27), C10(H10), C17(H17), C30(H30), C34(H34), C40(H40),
 C26(H26), C39(H39), C20(H20), C5(H5), C33(H33), C3(H3), C31(H31), C23(H23),
 C38(H38), C19(H19), C18(H18), C24(H24)
2.b Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C7(H7A,H7B,H7C), C14(H14A,H14B,H14C), C35(H35A,H35B,H35C)
;
_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
N3 N 0.57771(15) 0.15450(11) 0.14818(10) 0.0259(4) Uani 1 1 d . . . . .
N4 N 0.48141(14) 0.22579(11) 0.23920(10) 0.0263(4) Uani 1 1 d . . . . .
H4 H 0.4905 0.2624 0.2736 0.032 Uiso 1 1 calc R U . . .
N1 N 0.50059(16) 0.34252(11) 0.36554(10) 0.0288(4) Uani 1 1 d . . . . .
N2 N 0.49021(16) 0.47324(11) 0.31812(10) 0.0287(4) Uani 1 1 d . . . . .
H2 H 0.5265 0.5204 0.3181 0.034 Uiso 1 1 calc R U . . .
C1 C 0.52274(18) 0.29308(13) 0.42689(12) 0.0280(4) Uani 1 1 d . . . . .
C42 C 0.57596(17) 0.21313(12) 0.19469(12) 0.0242(4) Uani 1 1 d . . . . .
C36 C 0.67615(18) 0.27009(13) 0.20906(12) 0.0262(4) Uani 1 1 d . . . . .
C8 C 0.39973(18) 0.46468(13) 0.26604(12) 0.0270(4) Uani 1 1 d . . . . .
C22 C 0.67105(18) 0.14891(13) 0.09731(11) 0.0253(4) Uani 1 1 d . . . . .
C41 C 0.6604(2) 0.35334(14) 0.20998(12) 0.0297(4) Uani 1 1 d . . . . .
H41 H 0.5843 0.3756 0.2023 0.036 Uiso 1 1 calc R U . . .
C13 C 0.32129(19) 0.40022(14) 0.26264(13) 0.0293(4) Uani 1 1 d . . . . .
H13 H 0.3293 0.3559 0.2953 0.035 Uiso 1 1 calc R U . . .
C15 C 0.61088(18) 0.45420(13) 0.42438(12) 0.0280(4) Uani 1 1 d . . . . .
C21 C 0.52939(18) 0.41849(14) 0.36863(12) 0.0274(4) Uani 1 1 d . . . . .
C29 C 0.37081(17) 0.18692(13) 0.23633(13) 0.0276(4) Uani 1 1 d . . . . .
C9 C 0.3858(2) 0.52885(14) 0.21663(12) 0.0320(5) Uani 1 1 d . . . . .
H9 H 0.4399 0.5728 0.2168 0.038 Uiso 1 1 calc R U . . .
C25 C 0.85099(19) 0.13485(15) -0.00781(13) 0.0319(5) Uani 1 1 d . . . . .
C12 C 0.23122(19) 0.40029(16) 0.21169(14) 0.0332(5) Uani 1 1 d . . . . .
H12 H 0.1793 0.3552 0.2098 0.040 Uiso 1 1 calc R U . . .
C37 C 0.7870(2) 0.23734(16) 0.22244(15) 0.0365(5) Uani 1 1 d . . . . .
H37 H 0.7977 0.1802 0.2229 0.044 Uiso 1 1 calc R U . . .
C16 C 0.58087(19) 0.52211(14) 0.46481(13) 0.0313(5) Uani 1 1 d . . . . .
H16 H 0.5082 0.5488 0.4560 0.038 Uiso 1 1 calc R U . . .
C11 C 0.2145(2) 0.46413(16) 0.16343(13) 0.0346(5) Uani 1 1 d . . . . .
C6 C 0.46470(19) 0.30714(14) 0.49270(14) 0.0327(5) Uani 1 1 d . . . . .
H6 H 0.4117 0.3514 0.4966 0.039 Uiso 1 1 calc R U . . .
C2 C 0.5969(2) 0.22582(15) 0.42196(14) 0.0365(5) Uani 1 1 d . . . . .
H2A H 0.6348 0.2135 0.3772 0.044 Uiso 1 1 calc R U . . .
C27 C 0.74314(19) 0.08110(14) 0.09528(13) 0.0313(5) Uani 1 1 d . . . . .
H27 H 0.7312 0.0384 0.1292 0.038 Uiso 1 1 calc R U . . .
C10 C 0.2933(2) 0.52826(15) 0.16752(14) 0.0357(5) Uani 1 1 d . . . . .
H10 H 0.2836 0.5732 0.1356 0.043 Uiso 1 1 calc R U . . .
C17 C 0.6560(2) 0.55131(17) 0.51789(14) 0.0385(5) Uani 1 1 d . . . . .
H17 H 0.6351 0.5980 0.5453 0.046 Uiso 1 1 calc R U . . .
C30 C 0.3046(2) 0.18279(15) 0.29989(15) 0.0357(5) Uani 1 1 d . . . . .
H30 H 0.3364 0.2021 0.3445 0.043 Uiso 1 1 calc R U . . .
C34 C 0.32306(19) 0.15696(14) 0.17174(14) 0.0319(5) Uani 1 1 d . . . . .
H34 H 0.3674 0.1591 0.1280 0.038 Uiso 1 1 calc R U . . .
C40 C 0.7558(2) 0.40470(15) 0.22209(14) 0.0374(5) Uani 1 1 d . . . . .
H40 H 0.7452 0.4619 0.2219 0.045 Uiso 1 1 calc R U . . .
C26 C 0.8324(2) 0.07489(15) 0.04426(14) 0.0339(5) Uani 1 1 d . . . . .
H26 H 0.8822 0.0286 0.0449 0.041 Uiso 1 1 calc R U . . .
C39 C 0.8660(2) 0.37185(18) 0.23440(16) 0.0440(6) Uani 1 1 d . . . . .
H39 H 0.9313 0.4067 0.2424 0.053 Uiso 1 1 calc R U . . .
C20 C 0.7192(2) 0.41633(16) 0.43669(14) 0.0362(5) Uani 1 1 d . . . . .
H20 H 0.7414 0.3704 0.4086 0.043 Uiso 1 1 calc R U . . .
C4 C 0.5601(2) 0.19178(15) 0.54859(13) 0.0340(5) Uani 1 1 d . . . . .
C5 C 0.4835(2) 0.25722(15) 0.55244(14) 0.0348(5) Uani 1 1 d . . . . .
H5 H 0.4433 0.2680 0.5967 0.042 Uiso 1 1 calc R U . . .
C33 C 0.2106(2) 0.12396(15) 0.17136(18) 0.0408(6) Uani 1 1 d . . . . .
H33 H 0.1795 0.1031 0.1272 0.049 Uiso 1 1 calc R U . . .
C3 C 0.6153(2) 0.17694(16) 0.48246(14) 0.0384(5) Uani 1 1 d . . . . .
H3 H 0.6673 0.1320 0.4785 0.046 Uiso 1 1 calc R U . . .
C31 C 0.1914(2) 0.15022(16) 0.29799(18) 0.0435(6) Uani 1 1 d . . . . .
H31 H 0.1464 0.1481 0.3415 0.052 Uiso 1 1 calc R U . . .
C23 C 0.6876(2) 0.20823(16) 0.04467(16) 0.0427(6) Uani 1 1 d . . . . .
H23 H 0.6374 0.2543 0.0438 0.051 Uiso 1 1 calc R U . . .
C32 C 0.14296(19) 0.12086(15) 0.23383(19) 0.0437(6) Uani 1 1 d . . . . .
C38 C 0.8815(2) 0.28836(18) 0.23507(17) 0.0454(6) Uani 1 1 d . . . . .
H38 H 0.9571 0.2662 0.2442 0.054 Uiso 1 1 calc R U . . .
C19 C 0.7941(2) 0.44618(19) 0.49023(16) 0.0438(6) Uani 1 1 d . . . . .
H19 H 0.8678 0.4207 0.4987 0.053 Uiso 1 1 calc R U . . .
C18 C 0.7615(2) 0.5125(2) 0.53095(15) 0.0432(6) Uani 1 1 d . . . . .
H18 H 0.8120 0.5318 0.5683 0.052 Uiso 1 1 calc R U . . .
C28 C 0.9476(2) 0.12757(18) -0.06316(16) 0.0417(6) Uani 1 1 d . . . . .
H28A H 1.0239 0.1282 -0.0384 0.063 Uiso 1 1 calc R U . . .
H28B H 0.9432 0.1732 -0.0972 0.063 Uiso 1 1 calc R U . . .
H28C H 0.9387 0.0765 -0.0900 0.063 Uiso 1 1 calc R U . . .
C24 C 0.7763(3) 0.20121(17) -0.00661(16) 0.0461(6) Uani 1 1 d . . . . .
H24 H 0.7862 0.2429 -0.0418 0.055 Uiso 1 1 calc R U . . .
C7 C 0.5822(3) 0.13840(18) 0.61375(15) 0.0456(6) Uani 1 1 d . . . . .
H7A H 0.5908 0.1722 0.6573 0.068 Uiso 1 1 calc R U . . .
H7B H 0.6543 0.1070 0.6061 0.068 Uiso 1 1 calc R U . . .
H7C H 0.5158 0.1012 0.6202 0.068 Uiso 1 1 calc R U . . .
C14 C 0.1167(2) 0.4631(2) 0.10809(15) 0.0437(6) Uani 1 1 d . . . . .
H14A H 0.1500 0.4559 0.0593 0.066 Uiso 1 1 calc R U . . .
H14B H 0.0736 0.5146 0.1102 0.066 Uiso 1 1 calc R U . . .
H14C H 0.0630 0.4182 0.1188 0.066 Uiso 1 1 calc R U . . .
C35 C 0.0196(2) 0.08561(19) 0.2305(3) 0.0657(11) Uani 1 1 d . . . . .
H35A H -0.0259 0.1140 0.1931 0.099 Uiso 1 1 calc R U . . .
H35B H -0.0189 0.0923 0.2779 0.099 Uiso 1 1 calc R U . . .
H35C H 0.0240 0.0277 0.2185 0.099 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
N3 C42 1.290(3) . ?
N3 C22 1.417(3) . ?
N4 H4 0.8800 . ?
N4 C42 1.367(3) . ?
N4 C29 1.413(3) . ?
N1 C1 1.413(3) . ?
N1 C21 1.295(3) . ?
N2 H2 0.8800 . ?
N2 C8 1.412(3) . ?
N2 C21 1.369(3) . ?
C1 C6 1.397(3) . ?
C1 C2 1.396(3) . ?
C42 C36 1.500(3) . ?
C36 C41 1.384(3) . ?
C36 C37 1.394(3) . ?
C8 C13 1.389(3) . ?
C8 C9 1.402(3) . ?
C22 C27 1.386(3) . ?
C22 C23 1.388(3) . ?
C41 H41 0.9500 . ?
C41 C40 1.394(3) . ?
C13 H13 0.9500 . ?
C13 C12 1.388(3) . ?
C15 C21 1.501(3) . ?
C15 C16 1.386(3) . ?
C15 C20 1.399(3) . ?
C29 C30 1.391(3) . ?
C29 C34 1.395(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.386(3) . ?
C25 C26 1.391(3) . ?
C25 C28 1.502(3) . ?
C25 C24 1.385(4) . ?
C12 H12 0.9500 . ?
C12 C11 1.389(4) . ?
C37 H37 0.9500 . ?
C37 C38 1.384(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.383(4) . ?
C11 C10 1.388(4) . ?
C11 C14 1.507(3) . ?
C6 H6 0.9500 . ?
C6 C5 1.388(3) . ?
C2 H2A 0.9500 . ?
C2 C3 1.388(4) . ?
C27 H27 0.9500 . ?
C27 C26 1.386(3) . ?
C10 H10 0.9500 . ?
C17 H17 0.9500 . ?
C17 C18 1.381(4) . ?
C30 H30 0.9500 . ?
C30 C31 1.397(3) . ?
C34 H34 0.9500 . ?
C34 C33 1.390(3) . ?
C40 H40 0.9500 . ?
C40 C39 1.384(4) . ?
C26 H26 0.9500 . ?
C39 H39 0.9500 . ?
C39 C38 1.387(4) . ?
C20 H20 0.9500 . ?
C20 C19 1.391(4) . ?
C4 C5 1.388(3) . ?
C4 C3 1.389(4) . ?
C4 C7 1.506(3) . ?
C5 H5 0.9500 . ?
C33 H33 0.9500 . ?
C33 C32 1.382(5) . ?
C3 H3 0.9500 . ?
C31 H31 0.9500 . ?
C31 C32 1.388(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.385(4) . ?
C32 C35 1.520(3) . ?
C38 H38 0.9500 . ?
C19 H19 0.9500 . ?
C19 C18 1.376(4) . ?
C18 H18 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C24 H24 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?

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
C42 N3 C22 119.80(17) . . ?
C42 N4 H4 116.2 . . ?
C42 N4 C29 127.53(18) . . ?
C29 N4 H4 116.2 . . ?
C21 N1 C1 118.49(19) . . ?
C8 N2 H2 115.4 . . ?
C21 N2 H2 115.4 . . ?
C21 N2 C8 129.11(19) . . ?
C6 C1 N1 120.69(19) . . ?
C2 C1 N1 120.9(2) . . ?
C2 C1 C6 118.3(2) . . ?
N3 C42 N4 121.51(18) . . ?
N3 C42 C36 125.00(18) . . ?
N4 C42 C36 113.40(18) . . ?
C41 C36 C42 121.61(19) . . ?
C41 C36 C37 119.9(2) . . ?
C37 C36 C42 118.5(2) . . ?
C13 C8 N2 125.1(2) . . ?
C13 C8 C9 118.4(2) . . ?
C9 C8 N2 116.44(19) . . ?
C27 C22 N3 120.88(19) . . ?
C27 C22 C23 117.9(2) . . ?
C23 C22 N3 121.0(2) . . ?
C36 C41 H41 119.9 . . ?
C36 C41 C40 120.2(2) . . ?
C40 C41 H41 119.9 . . ?
C8 C13 H13 119.9 . . ?
C12 C13 C8 120.3(2) . . ?
C12 C13 H13 119.9 . . ?
C16 C15 C21 122.00(19) . . ?
C16 C15 C20 119.4(2) . . ?
C20 C15 C21 118.6(2) . . ?
N1 C21 N2 121.7(2) . . ?
N1 C21 C15 124.4(2) . . ?
N2 C21 C15 113.90(19) . . ?
C30 C29 N4 118.2(2) . . ?
C30 C29 C34 119.1(2) . . ?
C34 C29 N4 122.6(2) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 C8 120.1(2) . . ?
C10 C9 H9 120.0 . . ?
C26 C25 C28 121.3(2) . . ?
C24 C25 C26 117.2(2) . . ?
C24 C25 C28 121.5(2) . . ?
C13 C12 H12 118.9 . . ?
C13 C12 C11 122.2(2) . . ?
C11 C12 H12 118.9 . . ?
C36 C37 H37 120.1 . . ?
C38 C37 C36 119.8(2) . . ?
C38 C37 H37 120.1 . . ?
C15 C16 H16 119.8 . . ?
C17 C16 C15 120.4(2) . . ?
C17 C16 H16 119.8 . . ?
C12 C11 C14 121.6(2) . . ?
C10 C11 C12 117.0(2) . . ?
C10 C11 C14 121.5(2) . . ?
C1 C6 H6 119.6 . . ?
C5 C6 C1 120.9(2) . . ?
C5 C6 H6 119.6 . . ?
C1 C2 H2A 120.0 . . ?
C3 C2 C1 120.0(2) . . ?
C3 C2 H2A 120.0 . . ?
C22 C27 H27 119.6 . . ?
C26 C27 C22 120.7(2) . . ?
C26 C27 H27 119.6 . . ?
C9 C10 C11 122.1(2) . . ?
C9 C10 H10 119.0 . . ?
C11 C10 H10 119.0 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 119.9(2) . . ?
C18 C17 H17 120.0 . . ?
C29 C30 H30 120.1 . . ?
C29 C30 C31 119.8(3) . . ?
C31 C30 H30 120.1 . . ?
C29 C34 H34 120.0 . . ?
C33 C34 C29 120.1(2) . . ?
C33 C34 H34 120.0 . . ?
C41 C40 H40 120.2 . . ?
C39 C40 C41 119.6(2) . . ?
C39 C40 H40 120.2 . . ?
C25 C26 H26 119.2 . . ?
C27 C26 C25 121.6(2) . . ?
C27 C26 H26 119.2 . . ?
C40 C39 H39 119.8 . . ?
C40 C39 C38 120.3(2) . . ?
C38 C39 H39 119.8 . . ?
C15 C20 H20 120.1 . . ?
C19 C20 C15 119.7(2) . . ?
C19 C20 H20 120.1 . . ?
C5 C4 C3 117.7(2) . . ?
C5 C4 C7 121.2(2) . . ?
C3 C4 C7 121.1(2) . . ?
C6 C5 C4 121.1(2) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C34 C33 H33 119.3 . . ?
C32 C33 C34 121.5(3) . . ?
C32 C33 H33 119.3 . . ?
C2 C3 C4 122.0(2) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
C30 C31 H31 119.3 . . ?
C32 C31 C30 121.4(3) . . ?
C32 C31 H31 119.3 . . ?
C22 C23 H23 119.5 . . ?
C24 C23 C22 120.9(2) . . ?
C24 C23 H23 119.5 . . ?
C33 C32 C31 118.1(2) . . ?
C33 C32 C35 119.6(3) . . ?
C31 C32 C35 122.2(3) . . ?
C37 C38 C39 120.1(2) . . ?
C37 C38 H38 119.9 . . ?
C39 C38 H38 119.9 . . ?
C20 C19 H19 120.0 . . ?
C18 C19 C20 120.0(2) . . ?
C18 C19 H19 120.0 . . ?
C17 C18 H18 119.8 . . ?
C19 C18 C17 120.5(2) . . ?
C19 C18 H18 119.8 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C25 C24 C23 121.6(2) . . ?
C25 C24 H24 119.2 . . ?
C23 C24 H24 119.2 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C32 C35 H35A 109.5 . . ?
C32 C35 H35B 109.5 . . ?
C32 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 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
N3 C42 C36 C41 130.4(2) . . . . ?
N3 C42 C36 C37 -50.3(3) . . . . ?
N3 C22 C27 C26 178.3(2) . . . . ?
N3 C22 C23 C24 -177.7(3) . . . . ?
N4 C42 C36 C41 -53.2(3) . . . . ?
N4 C42 C36 C37 126.2(2) . . . . ?
N4 C29 C30 C31 175.3(2) . . . . ?
N4 C29 C34 C33 -175.8(2) . . . . ?
N1 C1 C6 C5 178.0(2) . . . . ?
N1 C1 C2 C3 -178.5(2) . . . . ?
N2 C8 C13 C12 176.2(2) . . . . ?
N2 C8 C9 C10 -174.9(2) . . . . ?
C1 N1 C21 N2 -166.76(19) . . . . ?
C1 N1 C21 C15 15.9(3) . . . . ?
C1 C6 C5 C4 -0.2(4) . . . . ?
C1 C2 C3 C4 1.2(4) . . . . ?
C42 N3 C22 C27 120.3(2) . . . . ?
C42 N3 C22 C23 -64.5(3) . . . . ?
C42 N4 C29 C30 154.8(2) . . . . ?
C42 N4 C29 C34 -29.0(3) . . . . ?
C42 C36 C41 C40 -178.7(2) . . . . ?
C42 C36 C37 C38 179.3(2) . . . . ?
C36 C41 C40 C39 -1.1(4) . . . . ?
C36 C37 C38 C39 0.0(4) . . . . ?
C8 N2 C21 N1 13.7(3) . . . . ?
C8 N2 C21 C15 -168.66(19) . . . . ?
C8 C13 C12 C11 -1.0(4) . . . . ?
C8 C9 C10 C11 -2.3(4) . . . . ?
C22 N3 C42 N4 172.72(19) . . . . ?
C22 N3 C42 C36 -11.1(3) . . . . ?
C22 C27 C26 C25 -1.9(4) . . . . ?
C22 C23 C24 C25 0.5(5) . . . . ?
C41 C36 C37 C38 -1.4(4) . . . . ?
C41 C40 C39 C38 -0.3(4) . . . . ?
C13 C8 C9 C10 2.1(3) . . . . ?
C13 C12 C11 C10 0.9(3) . . . . ?
C13 C12 C11 C14 179.6(2) . . . . ?
C15 C16 C17 C18 -0.2(4) . . . . ?
C15 C20 C19 C18 0.2(4) . . . . ?
C21 N1 C1 C6 64.8(3) . . . . ?
C21 N1 C1 C2 -119.6(2) . . . . ?
C21 N2 C8 C13 8.9(3) . . . . ?
C21 N2 C8 C9 -174.4(2) . . . . ?
C21 C15 C16 C17 177.2(2) . . . . ?
C21 C15 C20 C19 -177.3(2) . . . . ?
C29 N4 C42 N3 -8.4(3) . . . . ?
C29 N4 C42 C36 175.0(2) . . . . ?
C29 C30 C31 C32 0.6(4) . . . . ?
C29 C34 C33 C32 0.9(4) . . . . ?
C9 C8 C13 C12 -0.5(3) . . . . ?
C12 C11 C10 C9 0.8(4) . . . . ?
C37 C36 C41 C40 1.9(3) . . . . ?
C16 C15 C21 N1 -129.2(2) . . . . ?
C16 C15 C21 N2 53.3(3) . . . . ?
C16 C15 C20 C19 1.3(4) . . . . ?
C16 C17 C18 C19 1.7(4) . . . . ?
C6 C1 C2 C3 -2.8(4) . . . . ?
C2 C1 C6 C5 2.3(3) . . . . ?
C27 C22 C23 C24 -2.4(4) . . . . ?
C30 C29 C34 C33 0.4(3) . . . . ?
C30 C31 C32 C33 0.6(4) . . . . ?
C30 C31 C32 C35 -179.7(2) . . . . ?
C34 C29 C30 C31 -1.1(3) . . . . ?
C34 C33 C32 C31 -1.3(4) . . . . ?
C34 C33 C32 C35 178.9(2) . . . . ?
C40 C39 C38 C37 0.9(5) . . . . ?
C26 C25 C24 C23 0.7(4) . . . . ?
C20 C15 C21 N1 49.4(3) . . . . ?
C20 C15 C21 N2 -128.2(2) . . . . ?
C20 C15 C16 C17 -1.3(3) . . . . ?
C20 C19 C18 C17 -1.7(4) . . . . ?
C5 C4 C3 C2 0.9(4) . . . . ?
C3 C4 C5 C6 -1.4(4) . . . . ?
C23 C22 C27 C26 3.0(3) . . . . ?
C28 C25 C26 C27 -179.7(2) . . . . ?
C28 C25 C24 C23 -179.6(3) . . . . ?
C24 C25 C26 C27 0.0(4) . . . . ?
C7 C4 C5 C6 179.0(2) . . . . ?
C7 C4 C3 C2 -179.5(3) . . . . ?
C14 C11 C10 C9 -178.0(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.412
_oxdiff_exptl_absorpt_empirical_full_min 0.250
####################################################################### 
# 
# 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_bpx-009
_database_code_depnum_ccdc_archive 'CCDC 2492030'
loop_
_audit_author_name
_audit_author_address
'Maria A. Kryukova'
;Saint Petersburg State University
Russia
;
_audit_update_record             
;
2025-09-28 deposited with the CCDC.	2026-01-27 downloaded from the CCDC.
;
_audit_creation_date             2025-09-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
(E)-N-(4-cyanophenyl)-N'-(4-methoxyphenyl)-4-methylbenzimidamide
_chemical_formula_moiety         'C22 H19 N3 O'
_chemical_formula_sum            'C22 H19 N3 O'
_chemical_formula_weight         341.40
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C22 H19 N3 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'
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                   12.7044(2)
_cell_length_b                   9.3241(2)
_cell_length_c                   16.3896(3)
_cell_angle_alpha                90
_cell_angle_beta                 109.670(2)
_cell_angle_gamma                90
_cell_volume                     1828.17(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6768
_cell_measurement_temperature    120.00(13)
_cell_measurement_theta_max      78.8040
_cell_measurement_theta_min      3.6660
_cell_oxdiff_angle_alpha         90.064(2)
_cell_oxdiff_angle_beta          109.6658(15)
_cell_oxdiff_angle_gamma         89.969(2)
_cell_oxdiff_length_a            12.7084(2)
_cell_oxdiff_length_b            9.3222(3)
_cell_oxdiff_length_c            16.3875(2)
_cell_oxdiff_measurement_reflns_used 6768
_cell_oxdiff_volume              1828.19(7)
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.970
_exptl_absorpt_coefficient_mu    0.616
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91086
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.136a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.240
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             720
_exptl_crystal_preparation       -
_exptl_crystal_recrystallization_method 
'Crystal was obtained by slow evaporation from a solution of MeCN at 8 oC'
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            13273
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.147
_diffrn_reflns_theta_min         3.695
_diffrn_ambient_temperature      120.15
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -81.00 -10.00   0.50    5.00    --  -47.51 113.00-100.00  142
  2  ω     10.00  60.00   0.50    5.00    --   47.51-113.00 167.00  100
  3  ω   -163.00 -84.00   0.50   20.00    -- -106.00-113.00 167.00  158
  4  ω   -108.00 -72.00   0.50   20.00    -- -106.00 113.00-100.00   72
  5  ω    105.00 130.00   0.50   20.00    --  113.25 113.00-100.00   50
  6  ω     45.00 109.00   0.50   20.00    --  113.25-113.00 167.00  128
  7  ω    -40.00  23.00   0.50    5.00    --  -47.51  37.00-150.00  126
  8  ω   -117.00 -30.00   0.50    5.00    --  -47.51 -77.00  90.00  174
  9  ω    -17.00   8.00   0.50    5.00    --  -47.51  19.00  30.00   50
 10  ω    -27.00  12.00   0.50    5.00    --   47.51 -19.00  90.00   78
 11  ω    -66.00 -38.00   0.50   20.00    -- -106.00  61.00 -90.00   56
 12  ω   -169.00-128.00   0.50   20.00    -- -106.00 -45.00  90.00   82
 13  ω    -69.00 -37.00   0.50   20.00    -- -106.00  61.00  90.00   64
 14  ω    106.00 150.00   0.50   20.00    --  113.25  61.00  30.00   88
 15  ω     46.00  90.00   0.50   20.00    --  113.25 -77.00 150.00   88
 16  ω     42.00  67.00   0.50   20.00    --  113.25 -77.00 -30.00   50
 17  ω     53.00 101.00   0.50   20.00    --  113.25 -94.00-150.00   96
 18  ω     42.00  67.00   0.50   20.00    --  113.25 -61.00 -30.00   50
 19  ω    122.00 178.00   0.50   20.00    --  113.25  30.00-150.00  112
 20  ω    143.00 176.00   0.50   20.00    --  113.25  77.00 -60.00   66
 21  ω    129.00 174.00   0.50   20.00    --  113.25  77.00-120.00   90
 22  ω    105.00 139.00   0.50   20.00    --  113.25  77.00 -60.00   68
 23  ω     96.00 125.00   0.50   20.00    --  113.25  77.00-120.00   58
 24  ω     45.00  70.00   0.50   20.00    --  113.25 -61.00-120.00   50
 25  ω     54.00 100.00   0.50   20.00    --  113.25 -94.00-180.00   92
 26  ω     43.00  68.00   0.50   20.00    --  113.25 -61.00  60.00   50
 27  ω     42.00  67.00   0.50   20.00    --  113.25 -61.00-150.00   50
 28  ω     75.00 106.00   0.50   20.00    --  113.25 -77.00 -30.00   62
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3348
_reflns_number_total             3826
_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 1.171.43.136a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.224
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         3826
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0398
_refine_ls_restrained_S_all      1.056
_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)+(0.0544P)²+0.4442P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1033
_refine_ls_wR_factor_ref         0.1070
_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:
 N2(H2), C6(H6), C5(H5), C20(H20), C13(H13), C9(H9), C2(H2a), C19(H19), C3(H3),
  C12(H12), C17(H17), C16(H16), C10(H10)
2.b Idealised Me refined as rotating group:
 C21(H21a,H21b,H21c), C14(H14a,H14b,H14c)
;
_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
O1 O 0.52697(8) -0.11056(11) 0.40379(6) 0.0372(2) Uani 1 1 d . . . . .
N2 N 0.84934(9) 0.55510(11) 0.34051(6) 0.0272(2) Uani 1 1 d . . . . .
H2 H 0.8707 0.6247 0.3788 0.033 Uiso 1 1 calc R U . . .
N1 N 0.78115(9) 0.32144(11) 0.32393(6) 0.0273(2) Uani 1 1 d . . . . .
N3 N 0.95164(9) 0.70284(12) -0.02958(6) 0.0293(2) Uani 1 1 d . . . . .
C4 C 0.91777(9) 0.64164(13) 0.11321(7) 0.0233(2) Uani 1 1 d . . . . .
C1 C 0.87342(9) 0.57676(13) 0.26442(7) 0.0234(2) Uani 1 1 d . . . . .
C8 C 0.76303(10) 0.47380(13) 0.44210(7) 0.0236(2) Uani 1 1 d . . . . .
C6 C 0.86155(10) 0.47112(13) 0.20124(7) 0.0247(2) Uani 1 1 d . . . . .
H6 H 0.8387 0.3770 0.2099 0.030 Uiso 1 1 calc R U . . .
C7 C 0.93764(9) 0.67600(13) 0.03430(7) 0.0248(2) Uani 1 1 d . . . . .
C22 C 0.79705(10) 0.44096(13) 0.36499(7) 0.0246(2) Uani 1 1 d . . . . .
C15 C 0.71378(10) 0.21539(13) 0.34494(7) 0.0258(3) Uani 1 1 d . . . . .
C5 C 0.88328(10) 0.50425(13) 0.12603(7) 0.0256(2) Uani 1 1 d . . . . .
H5 H 0.8746 0.4328 0.0829 0.031 Uiso 1 1 calc R U . . .
C18 C 0.58224(10) 0.00026(14) 0.38090(8) 0.0278(3) Uani 1 1 d . . . . .
C20 C 0.76069(10) 0.08411(14) 0.37912(8) 0.0287(3) Uani 1 1 d . . . . .
H20 H 0.8379 0.0671 0.3898 0.034 Uiso 1 1 calc R U . . .
C13 C 0.81042(10) 0.39787(14) 0.51906(8) 0.0280(3) Uani 1 1 d . . . . .
H13 H 0.8674 0.3292 0.5238 0.034 Uiso 1 1 calc R U . . .
C9 C 0.68093(11) 0.57468(14) 0.43675(8) 0.0297(3) Uani 1 1 d . . . . .
H9 H 0.6496 0.6287 0.3851 0.036 Uiso 1 1 calc R U . . .
C2 C 0.91045(11) 0.71382(14) 0.25165(8) 0.0297(3) Uani 1 1 d . . . . .
H2A H 0.9205 0.7851 0.2950 0.036 Uiso 1 1 calc R U . . .
C19 C 0.69579(10) -0.02155(14) 0.39756(8) 0.0307(3) Uani 1 1 d . . . . .
H19 H 0.7291 -0.1099 0.4218 0.037 Uiso 1 1 calc R U . . .
C11 C 0.68958(11) 0.52074(14) 0.58330(8) 0.0297(3) Uani 1 1 d . . . . .
C3 C 0.93239(11) 0.74645(14) 0.17689(8) 0.0287(3) Uani 1 1 d . . . . .
H3 H 0.9573 0.8397 0.1688 0.034 Uiso 1 1 calc R U . . .
C12 C 0.77407(11) 0.42292(14) 0.58894(8) 0.0303(3) Uani 1 1 d . . . . .
H12 H 0.8077 0.3721 0.6415 0.036 Uiso 1 1 calc R U . . .
C17 C 0.53354(11) 0.12798(15) 0.34359(8) 0.0310(3) Uani 1 1 d . . . . .
H17 H 0.4555 0.1428 0.3300 0.037 Uiso 1 1 calc R U . . .
C16 C 0.59993(11) 0.23457(14) 0.32609(8) 0.0312(3) Uani 1 1 d . . . . .
H16 H 0.5664 0.3222 0.3007 0.037 Uiso 1 1 calc R U . . .
C10 C 0.64419(11) 0.59730(15) 0.50662(8) 0.0322(3) Uani 1 1 d . . . . .
H10 H 0.5873 0.6660 0.5019 0.039 Uiso 1 1 calc R U . . .
C21 C 0.41183(11) -0.08970(17) 0.39165(9) 0.0385(3) Uani 1 1 d . . . . .
H21A H 0.3703 -0.0759 0.3299 0.058 Uiso 1 1 calc R U . . .
H21B H 0.4031 -0.0047 0.4240 0.058 Uiso 1 1 calc R U . . .
H21C H 0.3827 -0.1740 0.4127 0.058 Uiso 1 1 calc R U . . .
C14 C 0.64793(14) 0.54492(18) 0.65825(10) 0.0439(4) Uani 1 1 d . . . . .
H14A H 0.6548 0.4558 0.6913 0.066 Uiso 1 1 calc R U . . .
H14B H 0.5693 0.5745 0.6361 0.066 Uiso 1 1 calc R U . . .
H14C H 0.6926 0.6202 0.6960 0.066 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
O1 C18 1.3708(15) . ?
O1 C21 1.4218(16) . ?
N2 H2 0.8800 . ?
N2 C1 1.3950(14) . ?
N2 C22 1.3836(15) . ?
N1 C22 1.2822(16) . ?
N1 C15 1.4238(15) . ?
N3 C7 1.1470(15) . ?
C4 C7 1.4349(15) . ?
C4 C5 1.3926(17) . ?
C4 C3 1.3958(17) . ?
C1 C6 1.4001(16) . ?
C1 C2 1.4017(17) . ?
C8 C22 1.4986(15) . ?
C8 C13 1.3941(17) . ?
C8 C9 1.3852(17) . ?
C6 H6 0.9500 . ?
C6 C5 1.3857(16) . ?
C15 C20 1.3937(18) . ?
C15 C16 1.3852(18) . ?
C5 H5 0.9500 . ?
C18 C19 1.3898(18) . ?
C18 C17 1.3857(18) . ?
C20 H20 0.9500 . ?
C20 C19 1.3819(18) . ?
C13 H13 0.9500 . ?
C13 C12 1.3913(16) . ?
C9 H9 0.9500 . ?
C9 C10 1.3905(17) . ?
C2 H2A 0.9500 . ?
C2 C3 1.3789(16) . ?
C19 H19 0.9500 . ?
C11 C12 1.3878(18) . ?
C11 C10 1.3905(18) . ?
C11 C14 1.5090(17) . ?
C3 H3 0.9500 . ?
C12 H12 0.9500 . ?
C17 H17 0.9500 . ?
C17 C16 1.3944(18) . ?
C16 H16 0.9500 . ?
C10 H10 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?

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
C18 O1 C21 117.15(11) . . ?
C1 N2 H2 115.0 . . ?
C22 N2 H2 115.0 . . ?
C22 N2 C1 129.92(10) . . ?
C22 N1 C15 118.56(10) . . ?
C5 C4 C7 120.07(11) . . ?
C5 C4 C3 120.05(10) . . ?
C3 C4 C7 119.88(11) . . ?
N2 C1 C6 123.91(11) . . ?
N2 C1 C2 116.81(10) . . ?
C6 C1 C2 119.27(10) . . ?
C13 C8 C22 120.00(11) . . ?
C9 C8 C22 120.67(10) . . ?
C9 C8 C13 119.27(10) . . ?
C1 C6 H6 120.1 . . ?
C5 C6 C1 119.80(11) . . ?
C5 C6 H6 120.1 . . ?
N3 C7 C4 178.81(12) . . ?
N2 C22 C8 112.98(10) . . ?
N1 C22 N2 121.51(10) . . ?
N1 C22 C8 125.52(11) . . ?
C20 C15 N1 119.78(11) . . ?
C16 C15 N1 121.60(11) . . ?
C16 C15 C20 118.44(11) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 C4 120.42(11) . . ?
C6 C5 H5 119.8 . . ?
O1 C18 C19 115.42(11) . . ?
O1 C18 C17 125.09(11) . . ?
C17 C18 C19 119.49(11) . . ?
C15 C20 H20 119.7 . . ?
C19 C20 C15 120.54(11) . . ?
C19 C20 H20 119.7 . . ?
C8 C13 H13 120.1 . . ?
C12 C13 C8 119.84(11) . . ?
C12 C13 H13 120.1 . . ?
C8 C9 H9 119.8 . . ?
C8 C9 C10 120.34(11) . . ?
C10 C9 H9 119.8 . . ?
C1 C2 H2A 119.6 . . ?
C3 C2 C1 120.81(11) . . ?
C3 C2 H2A 119.6 . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.59(12) . . ?
C20 C19 H19 119.7 . . ?
C12 C11 C10 118.28(11) . . ?
C12 C11 C14 121.28(12) . . ?
C10 C11 C14 120.44(12) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 C4 119.61(11) . . ?
C2 C3 H3 120.2 . . ?
C13 C12 H12 119.4 . . ?
C11 C12 C13 121.27(11) . . ?
C11 C12 H12 119.4 . . ?
C18 C17 H17 120.3 . . ?
C18 C17 C16 119.48(12) . . ?
C16 C17 H17 120.3 . . ?
C15 C16 C17 121.37(12) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 H16 119.3 . . ?
C9 C10 C11 120.96(12) . . ?
C9 C10 H10 119.5 . . ?
C11 C10 H10 119.5 . . ?
O1 C21 H21A 109.5 . . ?
O1 C21 H21B 109.5 . . ?
O1 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 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
O1 C18 C19 C20 -178.45(12) . . . . ?
O1 C18 C17 C16 177.77(12) . . . . ?
N2 C1 C6 C5 177.42(11) . . . . ?
N2 C1 C2 C3 -177.67(11) . . . . ?
N1 C15 C20 C19 -178.14(11) . . . . ?
N1 C15 C16 C17 177.36(11) . . . . ?
C1 N2 C22 N1 13.7(2) . . . . ?
C1 N2 C22 C8 -166.33(11) . . . . ?
C1 C6 C5 C4 0.55(17) . . . . ?
C1 C2 C3 C4 -0.12(19) . . . . ?
C8 C13 C12 C11 1.2(2) . . . . ?
C8 C9 C10 C11 0.7(2) . . . . ?
C6 C1 C2 C3 1.67(19) . . . . ?
C7 C4 C5 C6 -178.58(11) . . . . ?
C7 C4 C3 C2 178.37(11) . . . . ?
C22 N2 C1 C6 -9.7(2) . . . . ?
C22 N2 C1 C2 169.57(12) . . . . ?
C22 N1 C15 C20 -116.87(13) . . . . ?
C22 N1 C15 C16 68.24(15) . . . . ?
C22 C8 C13 C12 -176.36(11) . . . . ?
C22 C8 C9 C10 175.42(12) . . . . ?
C15 N1 C22 N2 -171.63(11) . . . . ?
C15 N1 C22 C8 8.36(18) . . . . ?
C15 C20 C19 C18 1.17(19) . . . . ?
C5 C4 C3 C2 -1.23(18) . . . . ?
C18 C17 C16 C15 0.23(19) . . . . ?
C20 C15 C16 C17 2.40(18) . . . . ?
C13 C8 C22 N2 -116.40(13) . . . . ?
C13 C8 C22 N1 63.61(17) . . . . ?
C13 C8 C9 C10 -1.64(19) . . . . ?
C9 C8 C22 N2 66.56(15) . . . . ?
C9 C8 C22 N1 -113.43(15) . . . . ?
C9 C8 C13 C12 0.72(19) . . . . ?
C2 C1 C6 C5 -1.88(17) . . . . ?
C19 C18 C17 C16 -2.19(19) . . . . ?
C3 C4 C5 C6 1.01(17) . . . . ?
C12 C11 C10 C9 1.2(2) . . . . ?
C17 C18 C19 C20 1.51(19) . . . . ?
C16 C15 C20 C19 -3.08(18) . . . . ?
C10 C11 C12 C13 -2.1(2) . . . . ?
C21 O1 C18 C19 177.06(11) . . . . ?
C21 O1 C18 C17 -2.90(19) . . . . ?
C14 C11 C12 C13 178.28(13) . . . . ?
C14 C11 C10 C9 -179.20(13) . . . . ?


_olex2_exptl_crystal_mounting_method -
_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 2.133
_oxdiff_exptl_absorpt_empirical_full_min 0.531
####################################################################### 
# 
# 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_bpx-012
_database_code_depnum_ccdc_archive 'CCDC 2492031'
loop_
_audit_author_name
_audit_author_address
'Maria A. Kryukova'
;Saint Petersburg State University
Russia
;
_audit_update_record             
;
2025-09-28 deposited with the CCDC.	2026-01-27 downloaded from the CCDC.
;
_audit_creation_date             2025-09-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
(E)-4-methyl-N'-(4-nitrophenyl)-N-(p-tolyl)benzimidamide
_chemical_formula_moiety         'C21 H19 N3 O2'
_chemical_formula_sum            'C21 H19 N3 O2'
_chemical_formula_weight         345.39
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C21 H19 N3 O2'
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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.5680(2)
_cell_length_b                   11.0101(2)
_cell_length_c                   19.4075(2)
_cell_angle_alpha                101.0970(10)
_cell_angle_beta                 93.5590(10)
_cell_angle_gamma                114.965(2)
_cell_volume                     1795.04(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    17982
_cell_measurement_temperature    120.00(10)
_cell_measurement_theta_max      79.8010
_cell_measurement_theta_min      2.3550
_cell_oxdiff_angle_alpha         101.0973(12)
_cell_oxdiff_angle_beta          93.5586(13)
_cell_oxdiff_angle_gamma         114.9648(17)
_cell_oxdiff_length_a            9.56802(16)
_cell_oxdiff_length_b            11.01006(17)
_cell_oxdiff_length_c            19.4075(2)
_cell_oxdiff_measurement_reflns_used 17982
_cell_oxdiff_volume              1795.04(5)
_shelx_estimated_absorpt_T_max   0.980
_shelx_estimated_absorpt_T_min   0.774
_exptl_absorpt_coefficient_mu    0.675
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91841
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.136a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             728
_exptl_crystal_preparation       -
_exptl_crystal_recrystallization_method 
'Crystal was obtained by slow evaporation at RT from MeCN solution'
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0386
_diffrn_reflns_av_unetI/netI     0.0359
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.946
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            25204
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.946
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.220
_diffrn_reflns_theta_min         2.351
_diffrn_ambient_temperature      120.15
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -27.00  26.00   0.50    0.10    --   47.39 -19.00-120.00  106
  2  ω    -26.00  19.00   0.50    0.10    --   47.39 -37.00 -60.00   90
  3  ω     72.00 108.00   0.50    0.10    --   47.39-158.00 -86.00   72
  4  ω     47.00 104.00   0.50    0.40    --  113.25-125.00-180.00  114
  5  ω     72.00  98.00   0.50    0.40    --  113.25-158.00 -86.00   52
  6  ω     46.00  71.00   0.50    0.40    --  113.25-118.00  66.00   50
  7  ω     77.00 110.00   0.50    0.40    --  113.25-118.00  66.00   66
  8  ω     86.00 111.00   0.50    0.40    --  113.25-125.00 150.00   50
  9  ω     44.00  69.00   0.50    0.40    --  113.25-125.00 150.00   50
 10  ω     60.00  89.00   0.50    0.40    --  113.25 -94.00  90.00   58
 11  ω    -25.00  26.00   0.50    0.10    --   47.39 -19.00 150.00  102
 12  ω     21.00  87.00   0.50    0.10    --   47.39-118.00  66.00  132
 13  ω     81.00 106.00   0.50    0.40    --  113.25 -94.00 -90.00   50
 14  ω     46.00  71.00   0.50    0.40    --  113.25 -61.00 -60.00   50
 15  ω     45.00  70.00   0.50    0.40    --  113.25 -61.00 -30.00   50
 16  ω     45.00  71.00   0.50    0.40    --  113.25 -61.00  90.00   52
 17  ω     42.00  71.00   0.50    0.40    --  113.25 -61.00 120.00   58
 18  ω     30.00  67.00   0.50    0.10    --   47.39  77.00 120.00   74
 19  ω     80.00 119.00   0.50    0.10    --   47.39  77.00 120.00   78
 20  ω    105.00 178.00   0.50    0.40    --  113.25  45.00-120.00  146
 21  ω    113.00 157.00   0.50    0.40    --  113.25  15.00-150.00   88
 22  ω     91.00 177.00   0.50    0.40    --  113.25  77.00-150.00  172
 23  ω     51.00  90.00   0.50    0.10    --   47.39 158.00 -53.00   78
 24  ω    115.00 177.00   0.50    0.40    --  113.25 125.00-180.00  124
 25  ω     81.00 106.00   0.50    0.40    --  113.25 158.00 -53.00   50
 26  ω     96.00 141.00   0.50    0.40    --  113.25 118.00 153.00   90
 27  ω    -17.00  26.00   0.50    0.10    --  -47.39  19.00 -60.00   86
 28  ω    -71.00 -44.00   0.50    0.40    -- -106.00  61.00 120.00   54
 29  ω   -103.00 -44.00   0.50    0.40    -- -106.00  77.00  60.00  118
 30  ω    -71.00 -46.00   0.50    0.40    -- -106.00  61.00 -30.00   50
 31  ω   -103.00 -58.00   0.50    0.40    -- -106.00  77.00-180.00   90
 32  ω   -108.00 -37.00   0.50    0.40    -- -106.00 114.00-150.03  142
 33  ω   -127.00 -83.00   0.50    0.40    -- -106.00 158.00 -53.00   88
 34  ω   -112.00 -82.00   0.50    0.40    -- -106.00 125.00-150.00   60
 35  ω    -74.00 -39.00   0.50    0.40    -- -106.00 125.00-150.00   70
 36  ω   -112.00 -43.00   0.50    0.40    -- -106.00 125.00-120.00  138
 37  ω   -110.00 -37.00   0.50    0.40    -- -106.00 125.00 -90.00  146
 38  ω    -97.00 -72.00   0.50    0.10    --  -47.39 158.00 -53.00   50
 39  ω   -109.00 -57.00   0.50    0.40    -- -106.00 115.00 -48.16  104
 40  ω   -120.00 -44.00   0.50    0.40    -- -106.00 136.00 154.91  152
 41  ω    -97.00 -71.00   0.50    0.40    -- -106.00 118.00 153.00   52
 42  ω    -54.00 -27.00   0.50    0.10    --  -47.39 118.00 153.00   54
 43  ω   -165.00-116.00   0.50    0.40    -- -106.00 -15.00 120.00   98
 44  ω   -169.00-132.00   0.50    0.40    -- -106.00 -61.00 150.00   74
 45  ω   -177.00 -95.00   0.50    0.40    -- -106.00 -30.00  30.00  164
 46  ω   -143.00 -95.00   0.50    0.40    -- -106.00 -30.00 -30.00   96
 47  ω   -171.00 -89.00   0.50    0.40    -- -106.00 -61.00-180.00  164
 48  ω   -113.00 -52.00   0.50    0.10    --  -47.39-158.00 -86.00  122
 49  ω   -114.00 -88.00   0.50    0.40    -- -106.00-158.00 -86.00   52
 50  ω   -127.00-102.00   0.50    0.40    -- -106.00-118.00  66.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6739
_reflns_number_total             7428
_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 1.171.43.136a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.332
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     473
_refine_ls_number_reflns         7428
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0472
_refine_ls_R_factor_gt           0.0431
_refine_ls_restrained_S_all      1.043
_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)+(0.0662P)²+0.5592P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1165
_refine_ls_wR_factor_ref         0.1202
_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:
 N4(H4), N1(H1), C33(H33), C42(H42), C39(H39), C43(H43), C32(H32), C36(H36),
 C40(H40), C35(H35), C27(H27), C13(H13), C23(H23), C16(H16), C12(H12), C9(H9),
 C6(H6), C17(H17), C20(H20), C2(H2), C5(H5), C26(H26), C19(H19), C3(H3),
 C24(H24), C10(H10)
2.b Idealised Me refined as rotating group:
 C37(H37A,H37B,H37C), C14(H14A,H14B,H14C), C7(H7A,H7B,H7C), C28(H28A,H28B,H28C)
;
_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
O4 O 0.47548(11) 0.36623(9) 0.12219(5) 0.0281(2) Uani 1 1 d . . . . .
O3 O 0.66266(10) 0.31063(9) 0.14318(5) 0.0286(2) Uani 1 1 d . . . . .
N6 N 0.52429(12) 0.28788(10) 0.14075(5) 0.0209(2) Uani 1 1 d . . . . .
N5 N 0.10985(12) -0.18013(10) 0.22154(5) 0.0218(2) Uani 1 1 d . . . . .
O1 O 0.35520(15) 0.85982(12) 0.63661(5) 0.0457(3) Uani 1 1 d . . . . .
N4 N -0.11375(12) -0.38633(10) 0.20181(5) 0.0221(2) Uani 1 1 d . . . . .
H4 H -0.1853 -0.4572 0.1697 0.027 Uiso 1 1 calc R U . . .
N1 N 0.49294(12) 0.62917(11) 0.22001(6) 0.0240(2) Uani 1 1 d . . . . .
H1 H 0.4908 0.5488 0.2015 0.029 Uiso 1 1 calc R U . . .
N2 N 0.43870(13) 0.75751(11) 0.31350(6) 0.0243(2) Uani 1 1 d . . . . .
O2 O 0.20999(14) 0.94255(15) 0.59374(6) 0.0488(3) Uani 1 1 d . . . . .
N3 N 0.29721(14) 0.88633(12) 0.58677(6) 0.0326(3) Uani 1 1 d . . . . .
C44 C -0.00198(13) -0.28496(12) 0.17758(6) 0.0196(2) Uani 1 1 d . . . . .
C31 C -0.01938(13) -0.31157(11) 0.09855(6) 0.0198(2) Uani 1 1 d . . . . .
C41 C 0.41607(13) 0.16558(11) 0.16002(6) 0.0194(2) Uani 1 1 d . . . . .
C15 C 0.39916(14) 0.77973(12) 0.38104(6) 0.0225(2) Uani 1 1 d . . . . .
C33 C 0.08787(14) -0.33379(12) -0.00967(6) 0.0224(2) Uani 1 1 d . . . . .
H33 H 0.1721 -0.3345 -0.0329 0.027 Uiso 1 1 calc R U . . .
C8 C 0.36500(14) 0.50889(12) 0.30481(6) 0.0206(2) Uani 1 1 d . . . . .
C42 C 0.25644(14) 0.12208(12) 0.14199(6) 0.0217(2) Uani 1 1 d . . . . .
H42 H 0.2188 0.1716 0.1173 0.026 Uiso 1 1 calc R U . . .
C39 C 0.37155(14) -0.01832(12) 0.21735(6) 0.0214(2) Uani 1 1 d . . . . .
H39 H 0.4101 -0.0643 0.2443 0.026 Uiso 1 1 calc R U . . .
C22 C -0.12390(13) -0.38670(12) 0.27443(6) 0.0209(2) Uani 1 1 d . . . . .
C38 C 0.21005(13) -0.06732(12) 0.19795(6) 0.0200(2) Uani 1 1 d . . . . .
C1 C 0.55488(14) 0.73348(12) 0.18218(6) 0.0217(2) Uani 1 1 d . . . . .
C43 C 0.15400(14) 0.00545(12) 0.16081(6) 0.0220(2) Uani 1 1 d . . . . .
H43 H 0.0446 -0.0261 0.1486 0.026 Uiso 1 1 calc R U . . .
C32 C 0.10563(13) -0.30769(12) 0.06382(6) 0.0207(2) Uani 1 1 d . . . . .
H32 H 0.2027 -0.2871 0.0906 0.025 Uiso 1 1 calc R U . . .
C21 C 0.43614(13) 0.64221(12) 0.28269(6) 0.0213(2) Uani 1 1 d . . . . .
C34 C -0.05164(15) -0.35911(12) -0.05015(6) 0.0233(2) Uani 1 1 d . . . . .
C36 C -0.15944(14) -0.33790(13) 0.05874(7) 0.0231(2) Uani 1 1 d . . . . .
H36 H -0.2455 -0.3418 0.0818 0.028 Uiso 1 1 calc R U . . .
C40 C 0.47495(13) 0.09683(12) 0.19737(6) 0.0210(2) Uani 1 1 d . . . . .
H40 H 0.5845 0.1285 0.2090 0.025 Uiso 1 1 calc R U . . .
C35 C -0.17350(14) -0.35845(13) -0.01477(7) 0.0244(2) Uani 1 1 d . . . . .
H35 H -0.2680 -0.3723 -0.0413 0.029 Uiso 1 1 calc R U . . .
C27 C -0.14234(14) -0.50430(13) 0.29707(7) 0.0235(2) Uani 1 1 d . . . . .
H27 H -0.1444 -0.5816 0.2644 0.028 Uiso 1 1 calc R U . . .
C13 C 0.20959(14) 0.45521(13) 0.31534(6) 0.0229(2) Uani 1 1 d . . . . .
H13 H 0.1518 0.5065 0.3120 0.027 Uiso 1 1 calc R U . . .
C23 C -0.12260(14) -0.27446(13) 0.32253(7) 0.0253(3) Uani 1 1 d . . . . .
H23 H -0.1110 -0.1940 0.3075 0.030 Uiso 1 1 calc R U . . .
C18 C 0.33226(15) 0.84892(13) 0.51586(7) 0.0260(3) Uani 1 1 d . . . . .
C16 C 0.29354(15) 0.83606(13) 0.39135(7) 0.0259(3) Uani 1 1 d . . . . .
H16 H 0.2445 0.8508 0.3518 0.031 Uiso 1 1 calc R U . . .
C12 C 0.13947(15) 0.32674(13) 0.33072(7) 0.0251(3) Uani 1 1 d . . . . .
H12 H 0.0325 0.2895 0.3361 0.030 Uiso 1 1 calc R U . . .
C9 C 0.44919(14) 0.43395(13) 0.31146(6) 0.0230(2) Uani 1 1 d . . . . .
H9 H 0.5548 0.4694 0.3040 0.028 Uiso 1 1 calc R U . . .
C6 C 0.50008(15) 0.69986(13) 0.10993(7) 0.0252(3) Uani 1 1 d . . . . .
H6 H 0.4192 0.6106 0.0879 0.030 Uiso 1 1 calc R U . . .
C17 C 0.25960(15) 0.87065(14) 0.45852(7) 0.0271(3) Uani 1 1 d . . . . .
H17 H 0.1876 0.9088 0.4653 0.033 Uiso 1 1 calc R U . . .
C20 C 0.47120(15) 0.75911(14) 0.44037(7) 0.0272(3) Uani 1 1 d . . . . .
H20 H 0.5439 0.7216 0.4341 0.033 Uiso 1 1 calc R U . . .
C11 C 0.22302(16) 0.25136(13) 0.33839(6) 0.0256(3) Uani 1 1 d . . . . .
C2 C 0.67197(14) 0.86528(13) 0.21482(7) 0.0248(3) Uani 1 1 d . . . . .
H2 H 0.7085 0.8903 0.2645 0.030 Uiso 1 1 calc R U . . .
C5 C 0.56278(17) 0.79591(15) 0.06959(7) 0.0302(3) Uani 1 1 d . . . . .
H5 H 0.5238 0.7718 0.0202 0.036 Uiso 1 1 calc R U . . .
C26 C -0.15774(15) -0.50878(14) 0.36743(7) 0.0288(3) Uani 1 1 d . . . . .
H26 H -0.1704 -0.5895 0.3824 0.035 Uiso 1 1 calc R U . . .
C19 C 0.43732(16) 0.79289(14) 0.50745(7) 0.0294(3) Uani 1 1 d . . . . .
H19 H 0.4853 0.7780 0.5472 0.035 Uiso 1 1 calc R U . . .
C3 C 0.73424(15) 0.95928(13) 0.17345(8) 0.0286(3) Uani 1 1 d . . . . .
H3 H 0.8151 1.0486 0.1954 0.034 Uiso 1 1 calc R U . . .
C24 C -0.13828(16) -0.28052(14) 0.39229(7) 0.0299(3) Uani 1 1 d . . . . .
H24 H -0.1377 -0.2037 0.4247 0.036 Uiso 1 1 calc R U . . .
C10 C 0.37903(15) 0.30733(13) 0.32907(7) 0.0249(3) Uani 1 1 d . . . . .
H10 H 0.4384 0.2582 0.3348 0.030 Uiso 1 1 calc R U . . .
C4 C 0.68156(17) 0.92647(14) 0.10060(8) 0.0317(3) Uani 1 1 d . . . . .
C25 C -0.15493(16) -0.39716(15) 0.41617(7) 0.0318(3) Uani 1 1 d . . . . .
C37 C -0.07139(17) -0.38939(15) -0.13029(7) 0.0304(3) Uani 1 1 d . . . . .
H37A H 0.0313 -0.3497 -0.1451 0.046 Uiso 1 1 calc R U . . .
H37B H -0.1356 -0.3486 -0.1478 0.046 Uiso 1 1 calc R U . . .
H37C H -0.1227 -0.4895 -0.1500 0.046 Uiso 1 1 calc R U . . .
C14 C 0.1475(2) 0.11353(15) 0.35705(9) 0.0385(3) Uani 1 1 d . . . . .
H14A H 0.1314 0.1276 0.4068 0.058 Uiso 1 1 calc R U . . .
H14B H 0.2154 0.0674 0.3504 0.058 Uiso 1 1 calc R U . . .
H14C H 0.0465 0.0560 0.3261 0.058 Uiso 1 1 calc R U . . .
C7 C 0.7506(3) 1.03104(18) 0.05707(10) 0.0517(5) Uani 1 1 d . . . . .
H7A H 0.8608 1.0524 0.0566 0.078 Uiso 1 1 calc R U . . .
H7B H 0.7422 1.1156 0.0781 0.078 Uiso 1 1 calc R U . . .
H7C H 0.6937 0.9931 0.0083 0.078 Uiso 1 1 calc R U . . .
C28 C -0.1693(2) -0.4016(2) 0.49268(8) 0.0506(4) Uani 1 1 d . . . . .
H28A H -0.2649 -0.3952 0.5037 0.076 Uiso 1 1 calc R U . . .
H28B H -0.0786 -0.3240 0.5239 0.076 Uiso 1 1 calc R U . . .
H28C H -0.1737 -0.4886 0.5002 0.076 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
O4 N6 1.2372(14) . ?
O3 N6 1.2351(14) . ?
N6 C41 1.4458(14) . ?
N5 C44 1.2923(16) . ?
N5 C38 1.3928(15) . ?
O1 N3 1.2277(17) . ?
N4 H4 0.8800 . ?
N4 C44 1.3666(14) . ?
N4 C22 1.4193(15) . ?
N1 H1 0.8800 . ?
N1 C1 1.4189(15) . ?
N1 C21 1.3698(16) . ?
N2 C15 1.3919(16) . ?
N2 C21 1.2843(16) . ?
O2 N3 1.2312(18) . ?
N3 C18 1.4601(16) . ?
C44 C31 1.4899(16) . ?
C31 C32 1.3981(17) . ?
C31 C36 1.3908(16) . ?
C41 C42 1.3915(17) . ?
C41 C40 1.3915(16) . ?
C15 C16 1.3973(18) . ?
C15 C20 1.4095(17) . ?
C33 H33 0.9500 . ?
C33 C32 1.3844(17) . ?
C33 C34 1.3958(17) . ?
C8 C21 1.4959(16) . ?
C8 C13 1.3944(17) . ?
C8 C9 1.3913(17) . ?
C42 H42 0.9500 . ?
C42 C43 1.3804(16) . ?
C39 H39 0.9500 . ?
C39 C38 1.4023(17) . ?
C39 C40 1.3837(16) . ?
C22 C27 1.3916(17) . ?
C22 C23 1.3930(18) . ?
C38 C43 1.4092(16) . ?
C1 C6 1.3869(18) . ?
C1 C2 1.3957(18) . ?
C43 H43 0.9500 . ?
C32 H32 0.9500 . ?
C34 C35 1.3912(18) . ?
C34 C37 1.5088(17) . ?
C36 H36 0.9500 . ?
C36 C35 1.3897(17) . ?
C40 H40 0.9500 . ?
C35 H35 0.9500 . ?
C27 H27 0.9500 . ?
C27 C26 1.3905(18) . ?
C13 H13 0.9500 . ?
C13 C12 1.3879(17) . ?
C23 H23 0.9500 . ?
C23 C24 1.3825(18) . ?
C18 C17 1.3877(19) . ?
C18 C19 1.387(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.3841(18) . ?
C12 H12 0.9500 . ?
C12 C11 1.3938(18) . ?
C9 H9 0.9500 . ?
C9 C10 1.3902(17) . ?
C6 H6 0.9500 . ?
C6 C5 1.3902(18) . ?
C17 H17 0.9500 . ?
C20 H20 0.9500 . ?
C20 C19 1.3806(19) . ?
C11 C10 1.3931(19) . ?
C11 C14 1.5081(17) . ?
C2 H2 0.9500 . ?
C2 C3 1.3892(18) . ?
C5 H5 0.9500 . ?
C5 C4 1.387(2) . ?
C26 H26 0.9500 . ?
C26 C25 1.388(2) . ?
C19 H19 0.9500 . ?
C3 H3 0.9500 . ?
C3 C4 1.395(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.398(2) . ?
C10 H10 0.9500 . ?
C4 C7 1.5090(19) . ?
C25 C28 1.5080(19) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?

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
O4 N6 C41 119.06(10) . . ?
O3 N6 O4 122.07(10) . . ?
O3 N6 C41 118.87(10) . . ?
C44 N5 C38 120.66(10) . . ?
C44 N4 H4 117.3 . . ?
C44 N4 C22 125.38(10) . . ?
C22 N4 H4 117.3 . . ?
C1 N1 H1 117.0 . . ?
C21 N1 H1 117.0 . . ?
C21 N1 C1 125.94(10) . . ?
C21 N2 C15 122.06(10) . . ?
O1 N3 O2 122.98(12) . . ?
O1 N3 C18 118.69(12) . . ?
O2 N3 C18 118.33(12) . . ?
N5 C44 N4 120.71(10) . . ?
N5 C44 C31 125.28(10) . . ?
N4 C44 C31 113.96(10) . . ?
C32 C31 C44 120.42(10) . . ?
C36 C31 C44 120.19(10) . . ?
C36 C31 C32 119.38(11) . . ?
C42 C41 N6 118.99(10) . . ?
C42 C41 C40 122.10(11) . . ?
C40 C41 N6 118.90(10) . . ?
N2 C15 C16 118.25(11) . . ?
N2 C15 C20 122.69(11) . . ?
C16 C15 C20 118.82(11) . . ?
C32 C33 H33 119.4 . . ?
C32 C33 C34 121.13(11) . . ?
C34 C33 H33 119.4 . . ?
C13 C8 C21 119.63(10) . . ?
C9 C8 C21 120.91(11) . . ?
C9 C8 C13 119.38(11) . . ?
C41 C42 H42 120.7 . . ?
C43 C42 C41 118.58(11) . . ?
C43 C42 H42 120.7 . . ?
C38 C39 H39 119.9 . . ?
C40 C39 H39 119.9 . . ?
C40 C39 C38 120.23(11) . . ?
C27 C22 N4 119.01(11) . . ?
C27 C22 C23 119.52(11) . . ?
C23 C22 N4 121.41(11) . . ?
N5 C38 C39 118.42(10) . . ?
N5 C38 C43 121.95(10) . . ?
C39 C38 C43 119.40(11) . . ?
C6 C1 N1 118.06(11) . . ?
C6 C1 C2 119.79(11) . . ?
C2 C1 N1 122.10(11) . . ?
C42 C43 C38 120.65(11) . . ?
C42 C43 H43 119.7 . . ?
C38 C43 H43 119.7 . . ?
C31 C32 H32 120.0 . . ?
C33 C32 C31 119.99(11) . . ?
C33 C32 H32 120.0 . . ?
N1 C21 C8 112.48(10) . . ?
N2 C21 N1 120.41(11) . . ?
N2 C21 C8 126.96(11) . . ?
C33 C34 C37 121.01(11) . . ?
C35 C34 C33 118.27(11) . . ?
C35 C34 C37 120.70(11) . . ?
C31 C36 H36 120.0 . . ?
C35 C36 C31 119.97(11) . . ?
C35 C36 H36 120.0 . . ?
C41 C40 H40 120.5 . . ?
C39 C40 C41 118.99(11) . . ?
C39 C40 H40 120.5 . . ?
C34 C35 H35 119.4 . . ?
C36 C35 C34 121.18(11) . . ?
C36 C35 H35 119.4 . . ?
C22 C27 H27 120.0 . . ?
C26 C27 C22 120.05(12) . . ?
C26 C27 H27 120.0 . . ?
C8 C13 H13 120.0 . . ?
C12 C13 C8 119.92(11) . . ?
C12 C13 H13 120.0 . . ?
C22 C23 H23 120.1 . . ?
C24 C23 C22 119.76(12) . . ?
C24 C23 H23 120.1 . . ?
C17 C18 N3 119.06(12) . . ?
C19 C18 N3 119.30(12) . . ?
C19 C18 C17 121.64(12) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 C15 120.72(12) . . ?
C17 C16 H16 119.6 . . ?
C13 C12 H12 119.4 . . ?
C13 C12 C11 121.26(11) . . ?
C11 C12 H12 119.4 . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.14(11) . . ?
C10 C9 H9 119.9 . . ?
C1 C6 H6 119.8 . . ?
C1 C6 C5 120.41(12) . . ?
C5 C6 H6 119.8 . . ?
C18 C17 H17 120.5 . . ?
C16 C17 C18 119.10(12) . . ?
C16 C17 H17 120.5 . . ?
C15 C20 H20 119.6 . . ?
C19 C20 C15 120.71(12) . . ?
C19 C20 H20 119.6 . . ?
C12 C11 C14 121.06(12) . . ?
C10 C11 C12 118.23(11) . . ?
C10 C11 C14 120.70(12) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 C1 118.90(12) . . ?
C3 C2 H2 120.5 . . ?
C6 C5 H5 119.6 . . ?
C4 C5 C6 120.78(13) . . ?
C4 C5 H5 119.6 . . ?
C27 C26 H26 119.5 . . ?
C25 C26 C27 121.08(12) . . ?
C25 C26 H26 119.5 . . ?
C18 C19 H19 120.5 . . ?
C20 C19 C18 119.00(12) . . ?
C20 C19 H19 120.5 . . ?
C2 C3 H3 119.0 . . ?
C2 C3 C4 121.94(12) . . ?
C4 C3 H3 119.0 . . ?
C23 C24 H24 119.3 . . ?
C23 C24 C25 121.48(13) . . ?
C25 C24 H24 119.3 . . ?
C9 C10 C11 121.03(11) . . ?
C9 C10 H10 119.5 . . ?
C11 C10 H10 119.5 . . ?
C5 C4 C3 118.15(12) . . ?
C5 C4 C7 121.06(14) . . ?
C3 C4 C7 120.78(14) . . ?
C26 C25 C24 118.10(12) . . ?
C26 C25 C28 120.91(14) . . ?
C24 C25 C28 120.99(14) . . ?
C34 C37 H37A 109.5 . . ?
C34 C37 H37B 109.5 . . ?
C34 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 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
O4 N6 C41 C42 14.61(16) . . . . ?
O4 N6 C41 C40 -164.02(11) . . . . ?
O3 N6 C41 C42 -165.21(11) . . . . ?
O3 N6 C41 C40 16.16(16) . . . . ?
N6 C41 C42 C43 -179.80(10) . . . . ?
N6 C41 C40 C39 178.46(10) . . . . ?
N5 C44 C31 C32 50.77(17) . . . . ?
N5 C44 C31 C36 -127.98(13) . . . . ?
N5 C38 C43 C42 175.90(11) . . . . ?
O1 N3 C18 C17 176.03(13) . . . . ?
O1 N3 C18 C19 -4.09(19) . . . . ?
N4 C44 C31 C32 -126.55(12) . . . . ?
N4 C44 C31 C36 54.70(15) . . . . ?
N4 C22 C27 C26 -177.88(11) . . . . ?
N4 C22 C23 C24 177.71(11) . . . . ?
N1 C1 C6 C5 -176.55(11) . . . . ?
N1 C1 C2 C3 175.79(11) . . . . ?
N2 C15 C16 C17 -174.78(12) . . . . ?
N2 C15 C20 C19 174.80(12) . . . . ?
O2 N3 C18 C17 -3.62(19) . . . . ?
O2 N3 C18 C19 176.27(13) . . . . ?
N3 C18 C17 C16 179.58(12) . . . . ?
N3 C18 C19 C20 -179.31(12) . . . . ?
C44 N5 C38 C39 -130.04(12) . . . . ?
C44 N5 C38 C43 55.58(16) . . . . ?
C44 N4 C22 C27 -130.73(12) . . . . ?
C44 N4 C22 C23 52.09(17) . . . . ?
C44 C31 C32 C33 179.41(10) . . . . ?
C44 C31 C36 C35 178.02(11) . . . . ?
C31 C36 C35 C34 2.78(18) . . . . ?
C41 C42 C43 C38 0.47(18) . . . . ?
C15 N2 C21 N1 -172.37(11) . . . . ?
C15 N2 C21 C8 12.47(19) . . . . ?
C15 C16 C17 C18 0.13(19) . . . . ?
C15 C20 C19 C18 -0.7(2) . . . . ?
C33 C34 C35 C36 -2.17(18) . . . . ?
C8 C13 C12 C11 2.27(18) . . . . ?
C8 C9 C10 C11 1.82(19) . . . . ?
C42 C41 C40 C39 -0.12(18) . . . . ?
C39 C38 C43 C42 1.57(18) . . . . ?
C22 N4 C44 N5 2.37(18) . . . . ?
C22 N4 C44 C31 179.83(10) . . . . ?
C22 C27 C26 C25 -0.07(19) . . . . ?
C22 C23 C24 C25 0.3(2) . . . . ?
C38 N5 C44 N4 -170.46(11) . . . . ?
C38 N5 C44 C31 12.39(18) . . . . ?
C38 C39 C40 C41 2.20(18) . . . . ?
C1 N1 C21 N2 -1.50(19) . . . . ?
C1 N1 C21 C8 174.31(11) . . . . ?
C1 C6 C5 C4 0.4(2) . . . . ?
C1 C2 C3 C4 0.99(19) . . . . ?
C32 C31 C36 C35 -0.74(17) . . . . ?
C32 C33 C34 C35 -0.44(17) . . . . ?
C32 C33 C34 C37 -179.19(11) . . . . ?
C21 N1 C1 C6 -130.69(13) . . . . ?
C21 N1 C1 C2 51.80(17) . . . . ?
C21 N2 C15 C16 -131.25(13) . . . . ?
C21 N2 C15 C20 54.41(18) . . . . ?
C21 C8 C13 C12 175.25(11) . . . . ?
C21 C8 C9 C10 -177.21(11) . . . . ?
C34 C33 C32 C31 2.44(17) . . . . ?
C36 C31 C32 C33 -1.83(17) . . . . ?
C40 C41 C42 C43 -1.22(18) . . . . ?
C40 C39 C38 N5 -177.45(11) . . . . ?
C40 C39 C38 C43 -2.92(18) . . . . ?
C27 C22 C23 C24 0.55(18) . . . . ?
C27 C26 C25 C24 0.9(2) . . . . ?
C27 C26 C25 C28 -179.08(14) . . . . ?
C13 C8 C21 N1 -122.19(12) . . . . ?
C13 C8 C21 N2 53.29(17) . . . . ?
C13 C8 C9 C10 -0.56(18) . . . . ?
C13 C12 C11 C10 -1.02(18) . . . . ?
C13 C12 C11 C14 178.33(12) . . . . ?
C23 C22 C27 C26 -0.64(18) . . . . ?
C23 C24 C25 C26 -1.0(2) . . . . ?
C23 C24 C25 C28 178.98(14) . . . . ?
C16 C15 C20 C19 0.49(19) . . . . ?
C12 C11 C10 C9 -1.02(18) . . . . ?
C9 C8 C21 N1 54.45(15) . . . . ?
C9 C8 C21 N2 -130.07(14) . . . . ?
C9 C8 C13 C12 -1.45(18) . . . . ?
C6 C1 C2 C3 -1.69(18) . . . . ?
C6 C5 C4 C3 -1.1(2) . . . . ?
C6 C5 C4 C7 179.74(14) . . . . ?
C17 C18 C19 C20 0.6(2) . . . . ?
C20 C15 C16 C17 -0.22(19) . . . . ?
C2 C1 C6 C5 1.02(18) . . . . ?
C2 C3 C4 C5 0.4(2) . . . . ?
C2 C3 C4 C7 179.57(14) . . . . ?
C19 C18 C17 C16 -0.3(2) . . . . ?
C37 C34 C35 C36 176.58(11) . . . . ?
C14 C11 C10 C9 179.62(12) . . . . ?


_olex2_exptl_crystal_mounting_method -
_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 1.919
_oxdiff_exptl_absorpt_empirical_full_min 0.562
####################################################################### 
# 
# 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_bpx-013
_database_code_depnum_ccdc_archive 'CCDC 2492076'
loop_
_audit_author_name
_audit_author_address
'Leonid A. Olender'
;Saint Petersburg State University
Russia
;
_audit_update_record             
;
2025-09-29 deposited with the CCDC.	2026-01-27 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT230_bpx-013             
;
PROBLEM: Hirshfeld Test Diff for    O2       --N3       .        7.1 s.u.  
RESPONSE: Caused by the presence of the weak bifurcated hydrogen bond,
and does not  indicate an incorrect atom-type assignment or disorder.
;
# end Validation Reply Form
_audit_creation_date             2025-09-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        (E)-4-nitro-N,N'-di-p-tolylbenzimidamide
_chemical_formula_moiety         'C21 H19 N3 O2'
_chemical_formula_sum            'C21 H19 N3 O2'
_chemical_formula_weight         345.39
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C Cl N O S'
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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.7554(2)
_cell_length_b                   14.0870(2)
_cell_length_c                   15.7204(3)
_cell_angle_alpha                99.712(2)
_cell_angle_beta                 105.709(2)
_cell_angle_gamma                100.406(2)
_cell_volume                     1786.65(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11220
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      77.1010
_cell_measurement_theta_min      3.2910
_shelx_estimated_absorpt_T_max   0.973
_shelx_estimated_absorpt_T_min   0.581
_exptl_absorpt_coefficient_mu    0.678
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58962
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.136a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orangish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             728
_exptl_crystal_preparation       -
_exptl_crystal_recrystallization_method 
'Crystals were obtained from the solution of DMSO-d6/H2O at rt'
_exptl_crystal_size_max          0.9
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0706
_diffrn_reflns_av_unetI/netI     0.0653
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            29285
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.297
_diffrn_reflns_theta_min         3.000
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -69.00  25.00   0.50    0.85    --  -47.28  74.00  93.00  188
  2  ω    -69.00  25.00   0.50    0.85    --  -47.28  74.00  93.00  188
  3  ω   -119.00 -26.00   0.50    0.85    --  -47.28 -74.00 -34.00  186
  4  ω   -177.00 -84.00   0.50    3.40    -- -106.00 -74.00 -34.00  186
  5  ω   -177.00 -84.00   0.50    3.40    -- -106.00 -74.00 -34.00  186
  6  ω    -96.00 -33.00   0.50    3.40    -- -106.00  74.00  93.00  126
  7  ω     42.00  96.00   0.50    3.40    --  113.25 -74.00 -34.00  108
  8  ω     92.00 178.00   0.50    3.40    --  113.25  74.00  93.00  172
  9  ω    -93.00 -13.00   0.50    0.85    --  -47.28 125.00  60.00  160
 10  ω    -26.00  28.00   0.50    0.85    --  -47.28  19.00 -90.00  108
 11  ω    -27.00  26.00   0.50    0.85    --   47.28 -19.00 -30.00  106
 12  ω    -27.00  26.00   0.50    0.85    --   47.28 -19.00 -90.00  106
 13  ω     -1.00  38.00   0.50    0.85    --   47.28 -37.00-180.00   78
 14  ω    -24.00  64.00   0.50    0.85    --   47.28 -74.00 -34.00  176
 15  ω     28.00 102.00   0.50    0.85    --   47.28  74.00  93.00  148
 16  ω    -78.00 -37.00   0.50    3.40    -- -106.00 109.00 146.71   82
 17  ω   -108.00 -82.00   0.50    3.40    -- -106.00 109.00 146.71   52
 18  ω    -71.00 -37.00   0.50    3.40    -- -106.00  61.00-180.00   68
 19  ω   -112.00 -51.00   0.50    3.40    -- -106.00 125.00   0.00  122
 20  ω    -62.00 -35.00   0.50    3.40    -- -106.00  61.00 -90.00   54
 21  ω   -104.00 -37.00   0.50    3.40    -- -106.00 125.00  30.00  134
 22  ω   -109.00 -83.00   0.50    3.40    -- -106.00 115.00 -55.13   52
 23  ω   -112.00 -44.00   0.50    3.40    -- -106.00 125.00  60.00  136
 24  ω    -66.00 -39.00   0.50    3.40    -- -106.00  61.00 -60.00   54
 25  ω   -173.00 -99.00   0.50    3.40    -- -106.00 -57.00  18.95  148
 26  ω   -125.00 -86.00   0.50    3.40    -- -106.00 144.00-128.74   78
 27  ω    -69.00 -35.00   0.50    3.40    -- -106.00 148.00-167.01   68
 28  ω   -172.00-106.00   0.50    3.40    -- -106.00 -30.00 120.00  132
 29  ω   -142.00-102.00   0.50    3.40    -- -106.00 -63.00-156.04   80
 30  ω   -176.00 -99.00   0.50    3.40    -- -106.00 -53.00  45.83  154
 31  ω    -62.00 -36.00   0.50    3.40    -- -106.00 125.00-120.00   52
 32  ω    -85.00 -59.00   0.50    3.40    -- -106.00  77.00 150.00   52
 33  ω   -176.00 -93.00   0.50    3.40    -- -106.00 -30.00 -30.00  166
 34  ω   -127.00 -74.00   0.50    3.40    -- -106.00 148.00-167.01  106
 35  ω     48.00 111.00   0.50    3.40    --  113.25-125.00-120.00  126
 36  ω     46.00 103.00   0.50    3.40    --  113.25 -94.00 -60.00  114
 37  ω     43.00  71.00   0.50    3.40    --  113.25 -61.00  90.00   56
 38  ω    105.00 167.00   0.50    3.40    --  113.25  30.00-120.00  124
 39  ω     60.00 102.00   0.50    3.40    --  113.25 -94.00 150.00   84
 40  ω    107.00 177.00   0.50    3.40    --  113.25  45.00-150.00  140
 41  ω     83.00 109.00   0.50    3.40    --  113.25-125.00 120.00   52
 42  ω     48.00  79.00   0.50    3.40    --  113.25-125.00 120.00   62
 43  ω     83.00 110.00   0.50    3.40    --  113.25-125.00  30.00   54
 44  ω     49.00  78.00   0.50    3.40    --  113.25-125.00  30.00   58
 45  ω     77.00 104.00   0.50    3.40    --  113.25 -77.00-180.00   54
 46  ω     44.00  87.00   0.50    3.40    --  113.25 -94.00-120.00   86
 47  ω     70.00  99.00   0.50    3.40    --  113.25 -94.00 120.00   58
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1561887000
_diffrn_orient_matrix_UB_12      -0.0002383000
_diffrn_orient_matrix_UB_13      0.0743368000
_diffrn_orient_matrix_UB_21      -0.1035065000
_diffrn_orient_matrix_UB_22      -0.0659244000
_diffrn_orient_matrix_UB_23      0.0427981000
_diffrn_orient_matrix_UB_31      0.0177719000
_diffrn_orient_matrix_UB_32      -0.0933081000
_diffrn_orient_matrix_UB_33      -0.0598611000
_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                5836
_reflns_number_total             7434
_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 1.171.43.136a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.290
_refine_diff_density_min         -0.273
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     473
_refine_ls_number_reflns         7434
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0638
_refine_ls_R_factor_gt           0.0491
_refine_ls_restrained_S_all      1.055
_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)+(0.0654P)²+0.2663P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1241
_refine_ls_wR_factor_ref         0.1330
_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:
 N4(H4), N1(H1), C6(H6), C27(H27), C26(H26), C24(H24), C16(H16), C32(H32),
 C34(H34), C3(H3), C37(H37), C19(H19), C5(H5), C31(H31), C23(H23), C20(H20),
 C13(H13), C2(H2), C35(H35), C10(H10), C11(H11), C14(H14), C41(H41), C38(H38),
 C17(H17), C40(H40)
2.b Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C7(H7A,H7B,H7C), C21(H21A,H21B,H21C), C42(H42A,H42B,H42C)
;
_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
O4 O -0.27041(15) 0.02518(8) 0.55069(9) 0.0296(3) Uani 1 1 d . . . . .
O1 O 1.20296(17) 0.63502(8) 0.96279(9) 0.0365(3) Uani 1 1 d . . . . .
O3 O -0.11456(16) 0.16208(9) 0.64095(8) 0.0352(3) Uani 1 1 d . . . . .
N4 N 0.24365(16) 0.08450(9) 0.29503(9) 0.0223(3) Uani 1 1 d . . . . .
H4 H 0.2243 0.0385 0.3249 0.027 Uiso 1 1 calc R U . . .
N2 N 0.42576(16) 0.26482(9) 0.72197(9) 0.0235(3) Uani 1 1 d . . . . .
N5 N 0.17571(16) 0.23111(9) 0.26481(9) 0.0233(3) Uani 1 1 d . . . . .
O2 O 1.28333(15) 0.50805(9) 0.90846(11) 0.0408(3) Uani 1 1 d . . . . .
N6 N -0.16219(16) 0.10149(9) 0.56796(10) 0.0248(3) Uani 1 1 d . . . . .
N1 N 0.47597(17) 0.31563(9) 0.87834(10) 0.0260(3) Uani 1 1 d . . . . .
H1 H 0.5517 0.3520 0.9281 0.031 Uiso 1 1 calc R U . . .
N3 N 1.17526(18) 0.54884(10) 0.91990(10) 0.0310(3) Uani 1 1 d . . . . .
C30 C 0.07058(18) 0.14709(10) 0.37156(11) 0.0205(3) Uani 1 1 d . . . . .
C29 C 0.16502(18) 0.15923(10) 0.30534(11) 0.0207(3) Uani 1 1 d . . . . .
C6 C 0.19495(19) 0.20715(10) 0.82567(11) 0.0235(3) Uani 1 1 d . . . . .
H6 H 0.1912 0.1962 0.7638 0.028 Uiso 1 1 calc R U . . .
C15 C 0.47455(18) 0.27593(10) 0.64446(11) 0.0215(3) Uani 1 1 d . . . . .
C8 C 0.51849(19) 0.31637(10) 0.80059(11) 0.0225(3) Uani 1 1 d . . . . .
C25 C 0.56846(19) 0.02769(10) 0.14720(11) 0.0223(3) Uani 1 1 d . . . . .
C27 C 0.3930(2) 0.13082(10) 0.18891(11) 0.0231(3) Uani 1 1 d . . . . .
H27 H 0.3490 0.1872 0.1838 0.028 Uiso 1 1 calc R U . . .
C1 C 0.33282(19) 0.26721(10) 0.89307(11) 0.0230(3) Uani 1 1 d . . . . .
C26 C 0.4998(2) 0.10892(11) 0.14143(11) 0.0235(3) Uani 1 1 d . . . . .
H26 H 0.5269 0.1509 0.1037 0.028 Uiso 1 1 calc R U . . .
C24 C 0.52499(19) -0.03315(10) 0.20277(11) 0.0237(3) Uani 1 1 d . . . . .
H24 H 0.5689 -0.0896 0.2076 0.028 Uiso 1 1 calc R U . . .
C16 C 0.50591(19) 0.36718(10) 0.62093(11) 0.0236(3) Uani 1 1 d . . . . .
H16 H 0.4976 0.4251 0.6585 0.028 Uiso 1 1 calc R U . . .
C32 C 0.0388(2) 0.20356(11) 0.51770(11) 0.0244(3) Uani 1 1 d . . . . .
H32 H 0.0705 0.2505 0.5740 0.029 Uiso 1 1 calc R U . . .
C33 C -0.08556(19) 0.11941(10) 0.49814(11) 0.0220(3) Uani 1 1 d . . . . .
C22 C 0.35103(18) 0.06960(10) 0.24394(10) 0.0205(3) Uani 1 1 d . . . . .
C12 C 1.00465(19) 0.49132(11) 0.88271(11) 0.0247(3) Uani 1 1 d . . . . .
C34 C -0.13600(19) 0.04932(11) 0.41695(11) 0.0240(3) Uani 1 1 d . . . . .
H34 H -0.2232 -0.0071 0.4049 0.029 Uiso 1 1 calc R U . . .
C3 C 0.2014(2) 0.23833(11) 1.00609(11) 0.0257(3) Uani 1 1 d . . . . .
H3 H 0.2046 0.2500 1.0679 0.031 Uiso 1 1 calc R U . . .
C4 C 0.0623(2) 0.17723(11) 0.94015(12) 0.0248(3) Uani 1 1 d . . . . .
C37 C -0.0886(2) 0.27661(11) 0.24031(11) 0.0249(3) Uani 1 1 d . . . . .
H37 H -0.1441 0.2109 0.2072 0.030 Uiso 1 1 calc R U . . .
C19 C 0.52717(19) 0.19969(11) 0.50877(11) 0.0235(3) Uani 1 1 d . . . . .
H19 H 0.5327 0.1415 0.4704 0.028 Uiso 1 1 calc R U . . .
C5 C 0.0618(2) 0.16300(11) 0.85013(11) 0.0245(3) Uani 1 1 d . . . . .
H5 H -0.0321 0.1219 0.8039 0.029 Uiso 1 1 calc R U . . .
C31 C 0.11606(19) 0.21758(10) 0.45299(11) 0.0233(3) Uani 1 1 d . . . . .
H31 H 0.2002 0.2755 0.4643 0.028 Uiso 1 1 calc R U . . .
C23 C 0.41887(19) -0.01244(10) 0.25090(11) 0.0224(3) Uani 1 1 d . . . . .
H23 H 0.3921 -0.0543 0.2889 0.027 Uiso 1 1 calc R U . . .
C36 C 0.08032(19) 0.30127(10) 0.27646(11) 0.0224(3) Uani 1 1 d . . . . .
C20 C 0.48257(19) 0.19215(10) 0.58620(11) 0.0229(3) Uani 1 1 d . . . . .
H20 H 0.4572 0.1290 0.5995 0.027 Uiso 1 1 calc R U . . .
C13 C 0.9731(2) 0.39277(11) 0.83900(12) 0.0268(3) Uani 1 1 d . . . . .
H13 H 1.0592 0.3636 0.8304 0.032 Uiso 1 1 calc R U . . .
C18 C 0.56397(19) 0.29083(11) 0.48623(11) 0.0249(3) Uani 1 1 d . . . . .
C2 C 0.3352(2) 0.28261(11) 0.98379(11) 0.0254(3) Uani 1 1 d . . . . .
H2 H 0.4290 0.3236 1.0302 0.030 Uiso 1 1 calc R U . . .
C35 C -0.0558(2) 0.06363(10) 0.35357(11) 0.0238(3) Uani 1 1 d . . . . .
H35 H -0.0874 0.0162 0.2975 0.029 Uiso 1 1 calc R U . . .
C10 C 0.7242(2) 0.48023(11) 0.86662(12) 0.0261(3) Uani 1 1 d . . . . .
H10 H 0.6389 0.5096 0.8759 0.031 Uiso 1 1 calc R U . . .
C11 C 0.8834(2) 0.53681(11) 0.89631(11) 0.0270(3) Uani 1 1 d . . . . .
H11 H 0.9085 0.6051 0.9253 0.032 Uiso 1 1 calc R U . . .
C14 C 0.8127(2) 0.33757(10) 0.80799(11) 0.0245(3) Uani 1 1 d . . . . .
H14 H 0.7877 0.2702 0.7763 0.029 Uiso 1 1 calc R U . . .
C41 C 0.1596(2) 0.39914(11) 0.32162(12) 0.0280(3) Uani 1 1 d . . . . .
H41 H 0.2755 0.4180 0.3442 0.034 Uiso 1 1 calc R U . . .
C9 C 0.68829(19) 0.38018(10) 0.82306(11) 0.0227(3) Uani 1 1 d . . . . .
C39 C -0.0999(2) 0.44450(11) 0.29981(12) 0.0279(4) Uani 1 1 d . . . . .
C38 C -0.1774(2) 0.34774(11) 0.25233(12) 0.0271(3) Uani 1 1 d . . . . .
H38 H -0.2931 0.3296 0.2276 0.032 Uiso 1 1 calc R U . . .
C28 C 0.6848(2) 0.00635(11) 0.09525(12) 0.0260(3) Uani 1 1 d . . . . .
H28A H 0.6709 0.0405 0.0453 0.039 Uiso 1 1 calc R U . . .
H28B H 0.6619 -0.0653 0.0707 0.039 Uiso 1 1 calc R U . . .
H28C H 0.7974 0.0299 0.1360 0.039 Uiso 1 1 calc R U . . .
C17 C 0.54913(19) 0.37369(11) 0.54313(11) 0.0248(3) Uani 1 1 d . . . . .
H17 H 0.5692 0.4364 0.5282 0.030 Uiso 1 1 calc R U . . .
C40 C 0.0695(2) 0.46905(11) 0.33361(13) 0.0308(4) Uani 1 1 d . . . . .
H40 H 0.1250 0.5351 0.3656 0.037 Uiso 1 1 calc R U . . .
C7 C -0.0819(2) 0.12972(13) 0.96610(13) 0.0345(4) Uani 1 1 d . . . . .
H7A H -0.0445 0.1225 1.0288 0.052 Uiso 1 1 calc R U . . .
H7B H -0.1343 0.0642 0.9253 0.052 Uiso 1 1 calc R U . . .
H7C H -0.1605 0.1716 0.9610 0.052 Uiso 1 1 calc R U . . .
C21 C 0.6180(2) 0.30007(13) 0.40436(12) 0.0333(4) Uani 1 1 d . . . . .
H21A H 0.6388 0.2371 0.3788 0.050 Uiso 1 1 calc R U . . .
H21B H 0.7184 0.3527 0.4222 0.050 Uiso 1 1 calc R U . . .
H21C H 0.5322 0.3165 0.3587 0.050 Uiso 1 1 calc R U . . .
C42 C -0.1974(3) 0.52079(13) 0.31460(15) 0.0385(4) Uani 1 1 d . . . . .
H42A H -0.3104 0.4953 0.2747 0.058 Uiso 1 1 calc R U . . .
H42B H -0.1489 0.5822 0.3006 0.058 Uiso 1 1 calc R U . . .
H42C H -0.1961 0.5343 0.3781 0.058 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
O4 N6 1.2334(18) . ?
O1 N3 1.2313(19) . ?
O3 N6 1.2253(18) . ?
N4 H4 0.8800 . ?
N4 C29 1.3686(19) . ?
N4 C22 1.4129(18) . ?
N2 C15 1.419(2) . ?
N2 C8 1.286(2) . ?
N5 C29 1.287(2) . ?
N5 C36 1.4241(19) . ?
O2 N3 1.229(2) . ?
N6 C33 1.4660(19) . ?
N1 H1 0.8800 . ?
N1 C8 1.372(2) . ?
N1 C1 1.4111(19) . ?
N3 C12 1.470(2) . ?
C30 C29 1.507(2) . ?
C30 C31 1.391(2) . ?
C30 C35 1.391(2) . ?
C6 H6 0.9500 . ?
C6 C1 1.390(2) . ?
C6 C5 1.398(2) . ?
C15 C16 1.397(2) . ?
C15 C20 1.392(2) . ?
C8 C9 1.506(2) . ?
C25 C26 1.390(2) . ?
C25 C24 1.399(2) . ?
C25 C28 1.508(2) . ?
C27 H27 0.9500 . ?
C27 C26 1.390(2) . ?
C27 C22 1.392(2) . ?
C1 C2 1.400(2) . ?
C26 H26 0.9500 . ?
C24 H24 0.9500 . ?
C24 C23 1.388(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.387(2) . ?
C32 H32 0.9500 . ?
C32 C33 1.384(2) . ?
C32 C31 1.387(2) . ?
C33 C34 1.382(2) . ?
C22 C23 1.399(2) . ?
C12 C13 1.383(2) . ?
C12 C11 1.381(2) . ?
C34 H34 0.9500 . ?
C34 C35 1.386(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.391(2) . ?
C3 C2 1.385(2) . ?
C4 C5 1.394(2) . ?
C4 C7 1.508(2) . ?
C37 H37 0.9500 . ?
C37 C36 1.387(2) . ?
C37 C38 1.393(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.390(2) . ?
C19 C18 1.394(2) . ?
C5 H5 0.9500 . ?
C31 H31 0.9500 . ?
C23 H23 0.9500 . ?
C36 C41 1.394(2) . ?
C20 H20 0.9500 . ?
C13 H13 0.9500 . ?
C13 C14 1.386(2) . ?
C18 C17 1.395(2) . ?
C18 C21 1.504(2) . ?
C2 H2 0.9500 . ?
C35 H35 0.9500 . ?
C10 H10 0.9500 . ?
C10 C11 1.384(2) . ?
C10 C9 1.397(2) . ?
C11 H11 0.9500 . ?
C14 H14 0.9500 . ?
C14 C9 1.389(2) . ?
C41 H41 0.9500 . ?
C41 C40 1.387(2) . ?
C39 C38 1.387(2) . ?
C39 C40 1.389(3) . ?
C39 C42 1.515(2) . ?
C38 H38 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C17 H17 0.9500 . ?
C40 H40 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?

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
C29 N4 H4 114.9 . . ?
C29 N4 C22 130.11(13) . . ?
C22 N4 H4 114.9 . . ?
C8 N2 C15 118.92(13) . . ?
C29 N5 C36 118.28(12) . . ?
O4 N6 C33 118.23(13) . . ?
O3 N6 O4 123.09(14) . . ?
O3 N6 C33 118.68(13) . . ?
C8 N1 H1 114.2 . . ?
C8 N1 C1 131.69(14) . . ?
C1 N1 H1 114.2 . . ?
O1 N3 C12 118.17(15) . . ?
O2 N3 O1 123.26(15) . . ?
O2 N3 C12 118.55(13) . . ?
C31 C30 C29 119.45(13) . . ?
C35 C30 C29 120.34(13) . . ?
C35 C30 C31 120.13(14) . . ?
N4 C29 C30 111.14(12) . . ?
N5 C29 N4 123.39(13) . . ?
N5 C29 C30 125.45(13) . . ?
C1 C6 H6 120.4 . . ?
C1 C6 C5 119.18(15) . . ?
C5 C6 H6 120.4 . . ?
C16 C15 N2 122.64(13) . . ?
C20 C15 N2 119.12(13) . . ?
C20 C15 C16 118.12(14) . . ?
N2 C8 N1 122.93(14) . . ?
N2 C8 C9 126.91(14) . . ?
N1 C8 C9 110.07(13) . . ?
C26 C25 C24 117.39(13) . . ?
C26 C25 C28 121.01(14) . . ?
C24 C25 C28 121.60(14) . . ?
C26 C27 H27 120.2 . . ?
C26 C27 C22 119.60(14) . . ?
C22 C27 H27 120.2 . . ?
C6 C1 N1 125.25(14) . . ?
C6 C1 C2 119.39(14) . . ?
C2 C1 N1 115.36(14) . . ?
C25 C26 H26 118.8 . . ?
C27 C26 C25 122.32(15) . . ?
C27 C26 H26 118.8 . . ?
C25 C24 H24 119.4 . . ?
C23 C24 C25 121.18(14) . . ?
C23 C24 H24 119.4 . . ?
C15 C16 H16 119.8 . . ?
C17 C16 C15 120.44(13) . . ?
C17 C16 H16 119.8 . . ?
C33 C32 H32 120.8 . . ?
C33 C32 C31 118.35(14) . . ?
C31 C32 H32 120.8 . . ?
C32 C33 N6 118.67(13) . . ?
C34 C33 N6 118.51(13) . . ?
C34 C33 C32 122.76(14) . . ?
C27 C22 N4 124.49(13) . . ?
C27 C22 C23 119.05(13) . . ?
C23 C22 N4 116.46(13) . . ?
C13 C12 N3 118.56(15) . . ?
C11 C12 N3 118.56(13) . . ?
C11 C12 C13 122.81(15) . . ?
C33 C34 H34 120.9 . . ?
C33 C34 C35 118.18(14) . . ?
C35 C34 H34 120.9 . . ?
C4 C3 H3 119.2 . . ?
C2 C3 H3 119.2 . . ?
C2 C3 C4 121.61(15) . . ?
C3 C4 C5 117.38(14) . . ?
C3 C4 C7 120.65(15) . . ?
C5 C4 C7 121.97(15) . . ?
C36 C37 H37 119.8 . . ?
C36 C37 C38 120.34(14) . . ?
C38 C37 H37 119.8 . . ?
C20 C19 H19 119.3 . . ?
C20 C19 C18 121.43(13) . . ?
C18 C19 H19 119.3 . . ?
C6 C5 H5 118.9 . . ?
C4 C5 C6 122.20(15) . . ?
C4 C5 H5 118.9 . . ?
C30 C31 H31 119.9 . . ?
C32 C31 C30 120.16(13) . . ?
C32 C31 H31 119.9 . . ?
C24 C23 C22 120.45(14) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C37 C36 N5 122.10(13) . . ?
C37 C36 C41 118.82(14) . . ?
C41 C36 N5 119.00(14) . . ?
C15 C20 H20 119.6 . . ?
C19 C20 C15 120.89(14) . . ?
C19 C20 H20 119.6 . . ?
C12 C13 H13 120.8 . . ?
C12 C13 C14 118.32(15) . . ?
C14 C13 H13 120.8 . . ?
C19 C18 C17 117.16(14) . . ?
C19 C18 C21 121.72(14) . . ?
C17 C18 C21 121.12(15) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.24(15) . . ?
C3 C2 H2 119.9 . . ?
C30 C35 H35 119.8 . . ?
C34 C35 C30 120.40(14) . . ?
C34 C35 H35 119.8 . . ?
C11 C10 H10 119.8 . . ?
C11 C10 C9 120.46(15) . . ?
C9 C10 H10 119.8 . . ?
C12 C11 C10 118.20(13) . . ?
C12 C11 H11 120.9 . . ?
C10 C11 H11 120.9 . . ?
C13 C14 H14 119.8 . . ?
C13 C14 C9 120.36(13) . . ?
C9 C14 H14 119.8 . . ?
C36 C41 H41 119.9 . . ?
C40 C41 C36 120.16(16) . . ?
C40 C41 H41 119.9 . . ?
C10 C9 C8 120.04(13) . . ?
C14 C9 C8 119.90(13) . . ?
C14 C9 C10 119.80(14) . . ?
C38 C39 C40 117.98(14) . . ?
C38 C39 C42 120.90(16) . . ?
C40 C39 C42 121.12(15) . . ?
C37 C38 H38 119.4 . . ?
C39 C38 C37 121.20(16) . . ?
C39 C38 H38 119.4 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C16 C17 C18 121.88(14) . . ?
C16 C17 H17 119.1 . . ?
C18 C17 H17 119.1 . . ?
C41 C40 C39 121.43(14) . . ?
C41 C40 H40 119.3 . . ?
C39 C40 H40 119.3 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C39 C42 H42A 109.5 . . ?
C39 C42 H42B 109.5 . . ?
C39 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 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
O4 N6 C33 C32 -178.39(15) . . . . ?
O4 N6 C33 C34 -1.1(2) . . . . ?
O1 N3 C12 C13 -176.31(16) . . . . ?
O1 N3 C12 C11 1.0(2) . . . . ?
O3 N6 C33 C32 0.7(2) . . . . ?
O3 N6 C33 C34 177.97(15) . . . . ?
N4 C22 C23 C24 179.67(14) . . . . ?
N2 C15 C16 C17 -178.29(15) . . . . ?
N2 C15 C20 C19 178.92(15) . . . . ?
N2 C8 C9 C10 124.44(18) . . . . ?
N2 C8 C9 C14 -61.4(2) . . . . ?
N5 C36 C41 C40 179.78(15) . . . . ?
O2 N3 C12 C13 2.1(2) . . . . ?
O2 N3 C12 C11 179.38(16) . . . . ?
N6 C33 C34 C35 -175.93(14) . . . . ?
N1 C8 C9 C10 -58.9(2) . . . . ?
N1 C8 C9 C14 115.25(16) . . . . ?
N1 C1 C2 C3 -179.77(14) . . . . ?
N3 C12 C13 C14 176.88(16) . . . . ?
N3 C12 C11 C10 -175.58(15) . . . . ?
C29 N4 C22 C27 -2.7(3) . . . . ?
C29 N4 C22 C23 176.82(15) . . . . ?
C29 N5 C36 C37 -68.8(2) . . . . ?
C29 N5 C36 C41 114.59(17) . . . . ?
C29 C30 C31 C32 -174.93(15) . . . . ?
C29 C30 C35 C34 175.94(15) . . . . ?
C6 C1 C2 C3 0.0(2) . . . . ?
C15 N2 C8 N1 175.36(14) . . . . ?
C15 N2 C8 C9 -8.4(2) . . . . ?
C15 C16 C17 C18 -0.4(3) . . . . ?
C8 N2 C15 C16 -57.6(2) . . . . ?
C8 N2 C15 C20 126.31(16) . . . . ?
C8 N1 C1 C6 -1.1(3) . . . . ?
C8 N1 C1 C2 178.63(15) . . . . ?
C25 C24 C23 C22 0.8(2) . . . . ?
C27 C22 C23 C24 -0.8(2) . . . . ?
C1 N1 C8 N2 -2.6(3) . . . . ?
C1 N1 C8 C9 -179.44(15) . . . . ?
C1 C6 C5 C4 0.1(2) . . . . ?
C26 C25 C24 C23 -0.7(2) . . . . ?
C26 C27 C22 N4 -179.86(14) . . . . ?
C26 C27 C22 C23 0.6(2) . . . . ?
C24 C25 C26 C27 0.5(2) . . . . ?
C16 C15 C20 C19 2.6(2) . . . . ?
C32 C33 C34 C35 1.2(2) . . . . ?
C33 C32 C31 C30 -1.3(2) . . . . ?
C33 C34 C35 C30 -0.7(2) . . . . ?
C22 N4 C29 N5 1.9(3) . . . . ?
C22 N4 C29 C30 -176.44(14) . . . . ?
C22 C27 C26 C25 -0.5(2) . . . . ?
C12 C13 C14 C9 -1.8(3) . . . . ?
C3 C4 C5 C6 0.4(2) . . . . ?
C4 C3 C2 C1 0.5(2) . . . . ?
C37 C36 C41 C40 3.0(3) . . . . ?
C19 C18 C17 C16 2.5(2) . . . . ?
C5 C6 C1 N1 179.46(14) . . . . ?
C5 C6 C1 C2 -0.3(2) . . . . ?
C31 C30 C29 N4 115.08(16) . . . . ?
C31 C30 C29 N5 -63.2(2) . . . . ?
C31 C30 C35 C34 -0.8(2) . . . . ?
C31 C32 C33 N6 176.94(14) . . . . ?
C31 C32 C33 C34 -0.2(2) . . . . ?
C36 N5 C29 N4 176.19(14) . . . . ?
C36 N5 C29 C30 -5.7(2) . . . . ?
C36 C37 C38 C39 0.5(3) . . . . ?
C36 C41 C40 C39 -1.3(3) . . . . ?
C20 C15 C16 C17 -2.1(2) . . . . ?
C20 C19 C18 C17 -2.0(2) . . . . ?
C20 C19 C18 C21 177.80(16) . . . . ?
C13 C12 C11 C10 1.6(3) . . . . ?
C13 C14 C9 C8 -171.69(16) . . . . ?
C13 C14 C9 C10 2.5(3) . . . . ?
C18 C19 C20 C15 -0.6(2) . . . . ?
C2 C3 C4 C5 -0.7(2) . . . . ?
C2 C3 C4 C7 179.92(15) . . . . ?
C35 C30 C29 N4 -61.7(2) . . . . ?
C35 C30 C29 N5 119.98(18) . . . . ?
C35 C30 C31 C32 1.9(2) . . . . ?
C11 C12 C13 C14 -0.3(3) . . . . ?
C11 C10 C9 C8 173.01(16) . . . . ?
C11 C10 C9 C14 -1.1(3) . . . . ?
C9 C10 C11 C12 -0.8(3) . . . . ?
C38 C37 C36 N5 -179.24(15) . . . . ?
C38 C37 C36 C41 -2.6(2) . . . . ?
C38 C39 C40 C41 -0.8(3) . . . . ?
C28 C25 C26 C27 -179.60(15) . . . . ?
C28 C25 C24 C23 179.45(14) . . . . ?
C40 C39 C38 C37 1.3(3) . . . . ?
C7 C4 C5 C6 179.77(15) . . . . ?
C21 C18 C17 C16 -177.31(16) . . . . ?
C42 C39 C38 C37 -178.48(16) . . . . ?
C42 C39 C40 C41 178.92(17) . . . . ?


_olex2_exptl_crystal_mounting_method -
_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 3.036
_oxdiff_exptl_absorpt_empirical_full_min 0.200
