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

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

data_d_38_2_100_autored
_database_code_depnum_ccdc_archive 'CCDC 2391755'
loop_
_audit_author_name
_audit_author_address
'Oleg P. Demidov'
;North Caucasus Federal University
Russia
;
_audit_update_record             
;
2024-10-17 deposited with the CCDC.	2024-12-03 downloaded from the CCDC.
;
_audit_creation_date             2023-07-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        
6,7-Di(4-methoxyphenyl)-1,3-dimethyl-1H-perimidin-2(3H)-one
_chemical_formula_moiety         'C27 H24 N2 O3'
_chemical_formula_sum            'C27 H24 N2 O3'
_chemical_formula_weight         424.48
_chemical_melting_point          549-551
_chemical_oxdiff_formula         'C27 H24 N2 O3'
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           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   8.32080(10)
_cell_length_b                   28.4887(4)
_cell_length_c                   9.40150(10)
_cell_angle_alpha                90
_cell_angle_beta                 116.109(2)
_cell_angle_gamma                90
_cell_volume                     2001.20(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9120
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.1420
_cell_measurement_theta_min      5.4190
_shelx_estimated_absorpt_T_max   0.939
_shelx_estimated_absorpt_T_min   0.824
_exptl_absorpt_coefficient_mu    0.740
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.734
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.409
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             896
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
2 17 0 0.0499
0 18 0 0.0425
0 -18 0 0.0427
-2 12 5 0.0739
-5 -6 5 0.1026
4 9 0 0.0619
-2 -7 -4 0.0570
-3 -6 6 0.0850
-2 -14 4 0.0760
-1 -17 3 0.0646
2 18 0 0.0495
-1 -18 1 0.0620
2 -3 4 0.0828
2 7 4 0.0817
0 18 0 0.0427
-1 17 2 0.0548
-2 16 0 0.0741
2 -17 0 0.0592
5 -5 0 0.0707
-5 5 0 0.1037
5 1 0 0.0672
-2 -7 -4 0.0570

_exptl_crystal_size_max          0.273
_exptl_crystal_size_mid          0.163
_exptl_crystal_size_min          0.086
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.6579 17.0478 0.4678 0.7245 -0.2542 0.6407
-0.0033 18.4326 0.4319 0.8982 -0.0216 0.4391
0.1792 -18.4776 -0.0035 -0.9374 0.0228 -0.3475
-2.2333 11.7451 4.6849 0.4402 0.5775 0.6876
-4.6244 -5.8119 4.5470 -0.2849 0.9585 -0.0091
4.2763 8.9194 -0.0724 0.1890 -0.6418 0.7433
-1.5621 -6.7722 -4.0699 0.0048 -0.0080 -1.0000
-2.5902 -6.4058 5.7064 -0.5104 0.7394 0.4391
-2.3821 -14.2227 3.7189 -0.7939 0.6080 -0.0091
-0.8497 -16.5296 2.7226 -0.9429 0.3329 -0.0091
1.5773 17.5430 -0.1255 0.7905 -0.2804 0.5445
-1.4910 -17.7605 0.5601 -0.8332 0.2953 -0.4675
1.7773 -3.3973 4.1928 -0.5355 0.0116 0.8444
1.6175 6.7070 4.0316 -0.0092 -0.0021 1.0000
-0.1386 18.4839 0.0744 0.9309 -0.0243 0.3645
-1.0114 17.2444 2.1925 0.7931 0.2344 0.5623
-2.3024 16.2397 -0.0438 0.9585 0.2849 0.0091
2.1347 -16.8123 -0.3435 -0.9533 -0.2831 -0.1054
4.7694 -4.9263 -0.2523 -0.5247 -0.6870 0.5027
-4.8018 5.3494 0.4410 0.5364 0.7022 -0.4683
4.7543 1.3691 0.2057 -0.2360 -0.6733 0.7006
-1.6468 -6.8558 -3.9885 0.0009 0.0093 -1.0000

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_av_unetI/netI     0.0144
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            15438
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.285
_diffrn_reflns_theta_min         5.465
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2529
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1.000
_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  26.00   1.00    1.00    --  -42.10  94.00-127.00  107
  2  ω     -4.00  81.00   1.00    1.00    --   42.10 -94.00 121.00   85
  3  ω     29.00 110.00   1.00    1.00    --  112.00 -94.00 121.00   81
  4  ω    101.00 178.00   1.00    1.00    --  112.00  94.00-127.00   77
  5  ω   -115.00 -14.00   1.00    1.00    --  -42.10 -57.00 120.00  101
  6  ω   -116.00 -18.00   1.00    1.00    --  -42.10 -38.00 -60.00   98
  7  ω     23.00  98.00   1.00    1.00    --   42.10-125.00-150.00   75
  8  ω     84.00 178.00   1.00    1.00    --  112.00  30.00-120.00   94
  9  ω     86.00 178.00   1.00    1.00    --  112.00  47.00  73.25   92
 10  ω     36.00 113.00   1.00    1.00    --  112.00-111.00 120.00   77
 11  ω    100.00 178.00   1.00    1.00    --  112.00 111.00 -60.00   78
 12  ω     30.00 110.00   1.00    1.00    --  112.00 -95.00  90.00   80
 13  ω     30.00 110.00   1.00    1.00    --  112.00 -95.00  60.00   80
 14  ω     57.00 150.00   1.00    1.00    --  112.00 178.00 -90.00   93
 15  ω     84.00 178.00   1.00    1.00    --  112.00  30.00  30.00   94
 16  ω     40.00 141.00   1.00    1.00    --  112.00 -61.00-120.00  101
 17  ω     40.00 141.00   1.00    1.00    --  112.00 -61.00 150.00  101
 18  ω     36.00 113.00   1.00    1.00    --  112.00-111.00-180.00   77
 19  ω     86.00 178.00   1.00    1.00    --  112.00  44.00-106.68   92
 20  ω     36.00 113.00   1.00    1.00    --  112.00-111.00 -30.00   77
 21  ω     36.00 113.00   1.00    1.00    --  112.00-111.00  60.00   77
 22  ω    100.00 178.00   1.00    1.00    --  112.00 111.00 -30.00   78
 23  ω    100.00 178.00   1.00    1.00    --  112.00 111.00-180.00   78
 24  ω     79.00 178.00   1.00    1.00    --  112.00  77.00 -60.00   99
 25  ω     36.00 113.00   1.00    1.00    --  112.00-111.00 -60.00   77
 26  ω   -118.00 -10.00   1.00    1.00    --  -42.10 -77.00  60.00  108
 27  ω   -118.00 -10.00   1.00    1.00    --  -42.10 -77.00   0.00  108
 28  ω   -115.00 -14.00   1.00    1.00    --  -42.10 -57.00-150.00  101
 29  ω   -118.00 -76.00   1.00    1.00    --  -42.10 -77.00 -60.00   42
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0614422000
_diffrn_orient_matrix_UB_12      0.0501471000
_diffrn_orient_matrix_UB_13      -0.0610467000
_diffrn_orient_matrix_UB_21      -0.1435264000
_diffrn_orient_matrix_UB_22      -0.0026398000
_diffrn_orient_matrix_UB_23      0.0614584000
_diffrn_orient_matrix_UB_31      0.1346392000
_diffrn_orient_matrix_UB_32      0.0200829000
_diffrn_orient_matrix_UB_33      0.1605994000
_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              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1961
_reflns_number_total             2103
_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 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.262
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       0.00196(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     161
_refine_ls_number_reflns         2103
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0334
_refine_ls_restrained_S_all      1.064
_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)+(0.0505P)²+1.3331P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0922
_refine_ls_wR_factor_ref         0.0943
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C2(H2), C11(H11), C3(H3), C14(H14), C13(H13)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   mixed
_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 0.250000 0.52613(3) 0.500000 0.0186(2) Uani 1 2 d S T P . .
O2 O 0.50849(10) 0.94092(2) 0.56533(9) 0.0182(2) Uani 1 1 d . . . . .
N1 N 0.40609(11) 0.59478(3) 0.54955(9) 0.0130(2) Uani 1 1 d . . . . .
C9 C 0.44779(13) 0.79542(3) 0.56183(11) 0.0123(2) Uani 1 1 d . . . . .
C10 C 0.42000(12) 0.82220(3) 0.67304(11) 0.0130(2) Uani 1 1 d . . . . .
H10 H 0.385719 0.806986 0.745391 0.016 Uiso 1 1 calc R U . . .
C1 C 0.41236(13) 0.64408(3) 0.54814(10) 0.0116(2) Uani 1 1 d . . . . .
C2 C 0.57216(13) 0.66741(3) 0.59183(11) 0.0133(2) Uani 1 1 d . . . . .
H2 H 0.680647 0.650414 0.622982 0.016 Uiso 1 1 calc R U . . .
C11 C 0.44139(13) 0.87083(3) 0.68053(11) 0.0137(2) Uani 1 1 d . . . . .
H11 H 0.421176 0.888526 0.756779 0.016 Uiso 1 1 calc R U . . .
C6 C 0.250000 0.66980(5) 0.500000 0.0112(3) Uani 1 2 d S T P . .
C5 C 0.250000 0.72027(5) 0.500000 0.0111(3) Uani 1 2 d S T P . .
C4 C 0.42052(13) 0.74351(3) 0.54955(10) 0.0119(2) Uani 1 1 d . . . . .
C3 C 0.57225(13) 0.71659(3) 0.58965(11) 0.0133(2) Uani 1 1 d . . . . .
H3 H 0.682795 0.732258 0.617274 0.016 Uiso 1 1 calc R U . . .
C12 C 0.49267(13) 0.89325(3) 0.57523(11) 0.0139(2) Uani 1 1 d . . . . .
C8 C 0.250000 0.56910(5) 0.500000 0.0134(3) Uani 1 2 d S T P . .
C14 C 0.50920(13) 0.81838(4) 0.46329(11) 0.0144(2) Uani 1 1 d . . . . .
H14 H 0.536607 0.800556 0.391388 0.017 Uiso 1 1 calc R U . . .
C13 C 0.53054(13) 0.86666(4) 0.46914(12) 0.0152(2) Uani 1 1 d . . . . .
H13 H 0.571076 0.881703 0.400696 0.018 Uiso 1 1 calc R U . . .
C7 C 0.57392(13) 0.56859(3) 0.60445(12) 0.0160(2) Uani 1 1 d . . . . .
H7A H 0.635340 0.577036 0.539896 0.024 Uiso 1 1 calc R U . . .
H7B H 0.548374 0.534849 0.594657 0.024 Uiso 1 1 calc R U . . .
H7C H 0.650505 0.576333 0.715583 0.024 Uiso 1 1 calc R U . . .
C15 C 0.46357(16) 0.96982(4) 0.66720(13) 0.0202(2) Uani 1 1 d . . . . .
H15A H 0.5478(19) 0.9653(5) 0.7764(17) 0.023(3) Uiso 1 1 d . . . . .
H15B H 0.340(2) 0.9639(5) 0.6525(17) 0.025(3) Uiso 1 1 d . . . . .
H15C H 0.4747(19) 1.0021(5) 0.6343(17) 0.028(4) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C8 1.2242(17) . ?
O2 C12 1.3717(12) . ?
O2 C15 1.4317(13) . ?
N1 C1 1.4058(13) . ?
N1 C8 1.3809(11) . ?
N1 C7 1.4625(12) . ?
C9 C10 1.3933(13) . ?
C9 C4 1.4928(13) . ?
C9 C14 1.4015(13) . ?
C10 H10 0.9500 . ?
C10 C11 1.3947(14) . ?
C1 C2 1.3775(13) . ?
C1 C6 1.4243(11) . ?
C2 H2 0.9500 . ?
C2 C3 1.4011(13) . ?
C11 H11 0.9500 . ?
C11 C12 1.3935(14) . ?
C6 C5 1.4377(18) . ?
C5 C4 1.4446(11) 2_556 ?
C5 C4 1.4447(11) . ?
C4 C3 1.3804(14) . ?
C3 H3 0.9500 . ?
C12 C13 1.3944(14) . ?
C14 H14 0.9500 . ?
C14 C13 1.3848(14) . ?
C13 H13 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C15 H15A 0.964(15) . ?
C15 H15B 0.991(15) . ?
C15 H15C 0.987(15) . ?

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
C12 O2 C15 117.57(8) . . ?
C1 N1 C7 118.65(8) . . ?
C8 N1 C1 124.02(8) . . ?
C8 N1 C7 117.32(9) . . ?
C10 C9 C4 122.05(8) . . ?
C10 C9 C14 118.02(9) . . ?
C14 C9 C4 119.90(8) . . ?
C9 C10 H10 119.3 . . ?
C9 C10 C11 121.47(9) . . ?
C11 C10 H10 119.3 . . ?
N1 C1 C6 118.88(9) . . ?
C2 C1 N1 120.94(8) . . ?
C2 C1 C6 120.18(10) . . ?
C1 C2 H2 120.5 . . ?
C1 C2 C3 119.00(9) . . ?
C3 C2 H2 120.5 . . ?
C10 C11 H11 120.3 . . ?
C12 C11 C10 119.45(9) . . ?
C12 C11 H11 120.3 . . ?
C1 C6 C1 118.09(12) 2_556 . ?
C1 C6 C5 120.96(6) 2_556 . ?
C1 C6 C5 120.96(6) . . ?
C6 C5 C4 117.28(6) . 2_556 ?
C6 C5 C4 117.28(6) . . ?
C4 C5 C4 125.44(12) 2_556 . ?
C5 C4 C9 124.98(9) . . ?
C3 C4 C9 116.09(8) . . ?
C3 C4 C5 118.93(9) . . ?
C2 C3 H3 118.2 . . ?
C4 C3 C2 123.59(9) . . ?
C4 C3 H3 118.2 . . ?
O2 C12 C11 124.79(9) . . ?
O2 C12 C13 115.51(9) . . ?
C11 C12 C13 119.70(9) . . ?
O1 C8 N1 122.00(6) . . ?
O1 C8 N1 122.00(6) . 2_556 ?
N1 C8 N1 116.01(12) 2_556 . ?
C9 C14 H14 119.5 . . ?
C13 C14 C9 121.00(9) . . ?
C13 C14 H14 119.5 . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.17(9) . . ?
C14 C13 H13 119.9 . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O2 C15 H15A 110.7(8) . . ?
O2 C15 H15B 111.7(8) . . ?
O2 C15 H15C 103.8(8) . . ?
H15A C15 H15B 110.4(12) . . ?
H15A C15 H15C 109.6(12) . . ?
H15B C15 H15C 110.5(11) . . ?

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
O2 C12 C13 C14 -176.47(9) . . . . ?
N1 C1 C2 C3 -179.58(8) . . . . ?
N1 C1 C6 C1 -1.42(5) . . . 2_556 ?
N1 C1 C6 C5 178.58(5) . . . . ?
C9 C10 C11 C12 -0.37(14) . . . . ?
C9 C4 C3 C2 176.97(8) . . . . ?
C9 C14 C13 C12 0.68(15) . . . . ?
C10 C9 C4 C5 66.67(12) . . . . ?
C10 C9 C4 C3 -113.19(10) . . . . ?
C10 C9 C14 C13 -4.12(14) . . . . ?
C10 C11 C12 O2 176.27(9) . . . . ?
C10 C11 C12 C13 -3.17(14) . . . . ?
C1 N1 C8 O1 178.43(6) . . . . ?
C1 N1 C8 N1 -1.56(6) . . . 2_556 ?
C1 C2 C3 C4 1.67(14) . . . . ?
C1 C6 C5 C4 -179.58(6) . . . 2_556 ?
C1 C6 C5 C4 -179.58(6) 2_556 . . . ?
C1 C6 C5 C4 0.42(6) . . . . ?
C1 C6 C5 C4 0.42(6) 2_556 . . 2_556 ?
C2 C1 C6 C1 178.35(9) . . . 2_556 ?
C2 C1 C6 C5 -1.65(9) . . . . ?
C11 C12 C13 C14 3.02(15) . . . . ?
C6 C1 C2 C3 0.65(13) . . . . ?
C6 C5 C4 C9 -178.09(6) . . . . ?
C6 C5 C4 C3 1.76(9) . . . . ?
C5 C4 C3 C2 -2.89(13) . . . . ?
C4 C9 C10 C11 -178.29(9) . . . . ?
C4 C9 C14 C13 178.08(9) . . . . ?
C4 C5 C4 C9 1.91(6) 2_556 . . . ?
C4 C5 C4 C3 -178.23(9) 2_556 . . . ?
C8 N1 C1 C2 -176.71(7) . . . . ?
C8 N1 C1 C6 3.05(11) . . . . ?
C14 C9 C10 C11 3.96(14) . . . . ?
C14 C9 C4 C5 -115.62(10) . . . . ?
C14 C9 C4 C3 64.52(12) . . . . ?
C7 N1 C1 C2 2.39(13) . . . . ?
C7 N1 C1 C6 -177.85(7) . . . . ?
C7 N1 C8 O1 -0.67(8) . . . . ?
C7 N1 C8 N1 179.33(8) . . . 2_556 ?
C15 O2 C12 C11 -2.08(14) . . . . ?
C15 O2 C12 C13 177.38(9) . . . . ?

_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 1.841
_oxdiff_exptl_absorpt_empirical_full_min 0.766
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_d_53_2_100_autored
_database_code_depnum_ccdc_archive 'CCDC 2391758'
loop_
_audit_author_name
_audit_author_address
'Oleg P. Demidov'
;North Caucasus Federal University
Russia
;
_audit_update_record             
;
2024-10-17 deposited with the CCDC.	2024-12-03 downloaded from the CCDC.
;
_audit_creation_date             2024-05-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        
1,3-Dimethyl-6-(naphthalen-1-yl)-7-(m-tolyl)-1H-perimidin-2(3H)-one
_chemical_formula_moiety         'C30 H24 N2 O'
_chemical_formula_sum            'C30 H24 N2 O'
_chemical_formula_weight         428.51
_chemical_melting_point          523-525
_chemical_oxdiff_formula         'C30 H24 N2 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      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                   8.4559(6)
_cell_length_b                   10.5065(5)
_cell_length_c                   13.4343(8)
_cell_angle_alpha                87.430(4)
_cell_angle_beta                 85.795(5)
_cell_angle_gamma                83.746(5)
_cell_volume                     1182.41(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3367
_cell_measurement_temperature    100.02(10)
_cell_measurement_theta_max      75.8090
_cell_measurement_theta_min      3.2540
_shelx_estimated_absorpt_T_max   0.971
_shelx_estimated_absorpt_T_min   0.885
_exptl_absorpt_coefficient_mu    0.569
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.725
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.121a (Rigaku Oxford Diffraction, 2024)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.204
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             452
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-5 0 -4 0.0836
-1 -2 -8 0.0429
0 0 9 0.0304
3 0 -6 0.0570
5 0 -1 0.0722
3 0 8 0.0494
3 -2 7 0.0685
-3 -1 -8 0.0481
1 -5 6 0.0873
0 -1 9 0.0325
0 -6 -4 0.1063
0 -1 -9 0.0305
1 6 -4 0.0884
1 7 0 0.0969
-2 -4 6 0.0772
-5 0 1 0.0838
-5 -3 1 0.0723
5 0 -2 0.0704
0 0 -1 0.0190

_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.167
_exptl_crystal_size_min          0.052
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-5.0512 0.0307 -3.8291 0.8783 0.4780 -0.0092
-1.4070 -1.5162 -8.4539 0.1262 0.9689 0.2127
-0.3928 0.0046 8.6253 0.1831 -0.9830 0.0091
3.4976 -0.2124 -6.2652 -0.7259 0.6874 0.0243
5.3014 0.0523 -1.4978 -0.9915 0.1296 -0.0090
2.8912 0.1229 7.7034 -0.4297 -0.9029 -0.0091
2.5345 -2.1535 7.1892 -0.4058 -0.8545 0.3243
-2.9459 -1.1986 -7.6423 0.4240 0.8902 0.1669
0.5346 -4.6540 6.0096 -0.0923 -0.7183 0.6896
-0.4504 -0.6686 8.5451 0.1823 -0.9773 0.1078
-0.3972 -6.2688 -3.7565 -0.0717 0.3963 0.9153
0.3433 -0.5540 -8.6283 -0.1825 0.9806 0.0715
0.7132 6.1009 -3.5044 -0.0823 0.4304 -0.8989
0.6080 6.8187 0.2285 -0.0039 0.0086 -1.0000
-1.9946 -4.1017 6.0215 0.3806 -0.6964 0.6084
-5.3222 -0.3920 1.4788 0.9899 -0.1292 0.0588
-5.1165 -2.6201 1.2599 0.9151 -0.1187 0.3854
5.2482 -0.4400 -1.5179 -0.9896 0.1295 0.0632
-0.0001 -0.0003 -1.0000 -0.0129 0.1143 -0.0011

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0900
_diffrn_reflns_av_unetI/netI     0.0843
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            23509
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.456
_diffrn_reflns_theta_min         3.301
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.02(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2529
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -115.00 -67.00   1.00    4.00    --  -42.35-134.00  62.00   48
  2  ω   -101.00  -9.00   1.00    4.00    --  -42.35 136.00 -51.00   92
  3  ω    -99.00  -8.00   1.00    4.00    --  -42.35 134.00 130.00   91
  4  ω   -114.00 -66.00   1.00    4.00    --  -42.35-136.00-115.00   48
  5  ω     30.00 105.00   1.00    4.00    --   42.35-136.00-115.00   75
  6  ω     29.00 103.00   1.00    4.00    --   42.35-134.00  62.00   74
  7  ω     88.00 178.00   1.00   16.00    --  112.00 136.00 -51.00   90
  8  ω     40.00 124.00   1.00   16.00    --  112.00-134.00  62.00   84
  9  ω     89.00 178.00   1.00   16.00    --  112.00 134.00 130.00   89
 10  ω     40.00 125.00   1.00   16.00    --  112.00-136.00-115.00   85
 11  ω   -117.00 -18.00   1.00    4.00    --  -42.35 -38.00-120.00   99
 12  ω    -67.00  32.00   1.00    4.00    --  -42.35  38.00  60.00   99
 13  ω      1.00  83.00   1.00    4.00    --   42.35 -99.00 -90.00   82
 14  ω    -30.00  70.00   1.00    4.00    --   42.35 -57.00 120.00  100
 15  ω     84.00 178.00   1.00   16.00    --  112.00  30.00 150.00   94
 16  ω     36.00 113.00   1.00   16.00    --  112.00-111.00  60.00   77
 17  ω     57.00 150.00   1.00   16.00    --  112.00 178.00  60.00   93
 18  ω     39.00 138.00   1.00   16.00    --  112.00 -45.00  30.00   99
 19  ω     36.00 145.00   1.00   16.00    --  112.00 -77.00  60.00  109
 20  ω     59.00 178.00   1.00   16.00    --  112.00  15.00  60.00  119
 21  ω     57.00 150.00   1.00   16.00    --  112.00 178.00  90.00   93
 22  ω     40.00 130.00   1.00   16.00    --  112.00-141.00  87.35   90
 23  ω     30.00 110.00   1.00   16.00    --  112.00 -95.00-180.00   80
 24  ω     36.00 113.00   1.00   16.00    --  112.00-111.00 -90.00   77
 25  ω     36.00 113.00   1.00   16.00    --  112.00-111.00 150.00   77
 26  ω     36.00 140.00   1.00   16.00    --  112.00 -30.00-150.00  104
 27  ω     36.00  65.00   1.00   16.00    --  112.00-111.00  90.00   29
 28  ω     85.00 111.00   1.00   16.00    --  112.00-111.00  90.00   26
 29  ω     36.00 113.00   1.00   16.00    --  112.00-111.00 120.00   77
 30  ω    126.00 152.00   1.00   16.00    --  112.00 111.00  90.00   26
 31  ω     47.00 113.00   1.00   16.00    --  112.00-111.00-120.00   66
 32  ω     73.00 109.00   1.00   16.00    --  112.00 -95.00 120.00   36
 33  ω     83.00 176.00   1.00   16.00    --  112.00  61.00   0.00   93
 34  ω     39.00  65.00   1.00   16.00    --  112.00 -77.00-150.00   26
 35  ω    109.00 144.00   1.00   16.00    --  112.00 -77.00-150.00   35
 36  ω     39.00 101.00   1.00   16.00    --  112.00-111.00-150.00   62
 37  ω    122.00 178.00   1.00   16.00    --  112.00  30.00 -30.00   56
 38  ω     94.00 131.00   1.00   16.00    --  112.00  30.00 -60.00   37
 39  ω     36.00 102.00   1.00   16.00    --  112.00 -95.00 -90.00   66
 40  ω     61.00 125.00   1.00   16.00    --  112.00 -30.00  30.00   64
 41  ω     61.00 122.00   1.00   16.00    --  112.00 178.00  30.00   61
 42  ω     70.00  96.00   1.00   16.00    --  112.00 178.00 150.00   26
 43  ω     84.00 141.00   1.00   16.00    --  112.00  61.00 -60.00   57
 44  ω    105.00 141.00   1.00   16.00    --  112.00 -68.00 -82.52   36
 45  ω     88.00 140.00   1.00   16.00    --  112.00 -61.00  30.00   52
 46  ω    102.00 165.00   1.00   16.00    --  112.00 -15.00 -90.00   63
 47  ω     47.00  73.00   1.00   16.00    --  112.00 -61.00  30.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1835458000
_diffrn_orient_matrix_UB_12      0.0153619000
_diffrn_orient_matrix_UB_13      0.0128677000
_diffrn_orient_matrix_UB_21      -0.0079153000
_diffrn_orient_matrix_UB_22      0.0057928000
_diffrn_orient_matrix_UB_23      -0.1143354000
_diffrn_orient_matrix_UB_31      0.0000696000
_diffrn_orient_matrix_UB_32      -0.1466936000
_diffrn_orient_matrix_UB_33      0.0011363000
_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              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2844
_reflns_number_total             4912
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.171.43.121a (Rigaku OD, 2024)'
_computing_data_collection       
'CrysAlisPro system (CCD 42.49 64-bit (release 15-03-2022))'
_computing_data_reduction        'CrysAlisPro 1.171.43.121a (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 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.334
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.985
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     488
_refine_ls_number_reflns         4912
_refine_ls_number_restraints     665
_refine_ls_R_factor_all          0.1054
_refine_ls_R_factor_gt           0.0601
_refine_ls_restrained_S_all      0.934
_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)+(0.0772P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1548
_refine_ls_wR_factor_ref         0.1790
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O15-C2 \\sim O15A-C2A
 with sigma of 0.02
 N3-C16 \\sim N3A-C16A
 with sigma of 0.02
 N3-C4 \\sim N3A-C4A
 with sigma of 0.02
 N1-C14 \\sim N1A-C14A
 with sigma of 0.02
 N3-C2 \\sim N3A-C2A
 with sigma of 0.02
 N1-C12 \\sim N1A-C12A
 with sigma of 0.02
 N1-C2 \\sim N1A-C2A
 with sigma of 0.02
 C4-C13 \\sim C4A-C13A
 with sigma of 0.02
 C4-C5 \\sim C4A-C5A
 with sigma of 0.02
 C13-C8 \\sim C13A-C8A
 with sigma of 0.02
 C13-C12 \\sim C13A-C12A
 with sigma of 0.02
 C8-C9 \\sim C8A-C9A
 with sigma of 0.02
 C8-C7 \\sim C8A-C7A
 with sigma of 0.02
 C12-C11 \\sim C12A-C11A
 with sigma of 0.02
 C28-C33 \\sim C28A-C33A
 with sigma of 0.02
 C4-C16 \\sim C4A-C16A
 with sigma of 0.04
 C12-C14 \\sim C12A-C14A
 with sigma of 0.04
 C28-C29 \\sim C28A-C29A
 with sigma of 0.02
 C28-C27 \\sim C28A-C27A
 with sigma of 0.02
 C2-C16 \\sim C2A-C16A
 with sigma of 0.04
 C2-C14 \\sim C2A-C14A
 with sigma of 0.04
 C9-C10 \\sim C9A-C10A
 with sigma of 0.02
 C9-C17 \\sim C9A-C17A
 with sigma of 0.02
 C32-C33 \\sim C32A-C33A
 with sigma of 0.02
 C32-C31 \\sim C32A-C31A
 with sigma of 0.02
 C7-C6 \\sim C7A-C6A
 with sigma of 0.02
 C7-C24 \\sim C7A-C24A
 with sigma of 0.02
 C11-C10 \\sim C11A-C10A
 with sigma of 0.02
 C5-C6 \\sim C5A-C6A
 with sigma of 0.02
 C33-C24 \\sim C33A-C24A
 with sigma of 0.02
 C17-C18 \\sim C17A-C18A
 with sigma of 0.02
 C17-C23 \\sim C17A-C23A
 with sigma of 0.02
 C26-C25 \\sim C26A-C25A
 with sigma of 0.02
 C26-C27 \\sim C26A-C27A
 with sigma of 0.02
 C25-C24 \\sim C25A-C24A
 with sigma of 0.02
 C29-C30 \\sim C29A-C30A
 with sigma of 0.02
 C18-C19 \\sim C18A-C19A
 with sigma of 0.02
 C23-C22 \\sim C23A-C22A
 with sigma of 0.02
 C31-C30 \\sim C31A-C30A
 with sigma of 0.02
 C21-C22 \\sim C21A-C22A
 with sigma of 0.02
 C21-C19 \\sim C21A-C19A
 with sigma of 0.02
 C19-C20 \\sim C19A-C20A
 with sigma of 0.02
 O15-N3 \\sim O15A-N3A
 with sigma of 0.04
 O15-N1 \\sim O15A-N1A
 with sigma of 0.04
 N3-N1 \\sim N3A-N1A
 with sigma of 0.04
 N3-C13 \\sim N3A-C13A
 with sigma of 0.04
 N3-C5 \\sim N3A-C5A
 with sigma of 0.04
 N1-C13 \\sim N1A-C13A
 with sigma of 0.04
 N1-C11 \\sim N1A-C11A
 with sigma of 0.04
 C4-C8 \\sim C4A-C8A
 with sigma of 0.04
 C4-C12 \\sim C4A-C12A
 with sigma of 0.04
 C4-C2 \\sim C4A-C2A
 with sigma of 0.04
 C4-C6 \\sim C4A-C6A
 with sigma of 0.04
 C13-C9 \\sim C13A-C9A
 with sigma of 0.04
 C13-C7 \\sim C13A-C7A
 with sigma of 0.04
 C13-C11 \\sim C13A-C11A
 with sigma of 0.04
 C13-C5 \\sim C13A-C5A
 with sigma of 0.04
 C8-C12 \\sim C8A-C12A
 with sigma of 0.04
 C8-C10 \\sim C8A-C10A
 with sigma of 0.04
 C8-C17 \\sim C8A-C17A
 with sigma of 0.04
 C8-C6 \\sim C8A-C6A
 with sigma of 0.04
 C8-C24 \\sim C8A-C24A
 with sigma of 0.04
 C12-C2 \\sim C12A-C2A
 with sigma of 0.04
 C12-C10 \\sim C12A-C10A
 with sigma of 0.04
 C28-C32 \\sim C28A-C32A
 with sigma of 0.04
 C28-C26 \\sim C28A-C26A
 with sigma of 0.04
 C28-C24 \\sim C28A-C24A
 with sigma of 0.04
 C28-C30 \\sim C28A-C30A
 with sigma of 0.04
 C9-C7 \\sim C9A-C7A
 with sigma of 0.04
 C9-C11 \\sim C9A-C11A
 with sigma of 0.04
 C9-C18 \\sim C9A-C18A
 with sigma of 0.04
 C9-C23 \\sim C9A-C23A
 with sigma of 0.04
 C32-C24 \\sim C32A-C24A
 with sigma of 0.04
 C32-C30 \\sim C32A-C30A
 with sigma of 0.04
 C7-C5 \\sim C7A-C5A
 with sigma of 0.04
 C7-C33 \\sim C7A-C33A
 with sigma of 0.04
 C7-C25 \\sim C7A-C25A
 with sigma of 0.04
 C10-C17 \\sim C10A-C17A
 with sigma of 0.04
 C33-C25 \\sim C33A-C25A
 with sigma of 0.04
 C33-C29 \\sim C33A-C29A
 with sigma of 0.04
 C33-C27 \\sim C33A-C27A
 with sigma of 0.04
 C33-C31 \\sim C33A-C31A
 with sigma of 0.04
 C17-C22 \\sim C17A-C22A
 with sigma of 0.04
 C17-C19 \\sim C17A-C19A
 with sigma of 0.04
 C6-C24 \\sim C6A-C24A
 with sigma of 0.04
 C26-C24 \\sim C26A-C24A
 with sigma of 0.04
 C25-C27 \\sim C25A-C27A
 with sigma of 0.04
 C29-C27 \\sim C29A-C27A
 with sigma of 0.04
 C29-C31 \\sim C29A-C31A
 with sigma of 0.04
 C18-C23 \\sim C18A-C23A
 with sigma of 0.04
 C18-C21 \\sim C18A-C21A
 with sigma of 0.04
 C18-C20 \\sim C18A-C20A
 with sigma of 0.04
 C23-C21 \\sim C23A-C21A
 with sigma of 0.04
 C21-C20 \\sim C21A-C20A
 with sigma of 0.04
 C22-C19 \\sim C22A-C19A
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uanis(C31A) = Uanis(C32)
Uanis(C25A) = Uanis(C32A)
Uanis(C24A) = Uanis(C24)
Uanis(C30A) = Uanis(C30)
Uanis(C29A) = Uanis(C27A)
Uanis(C33A) = Uanis(C33)
Uanis(C21) = Uanis(C21A)
Uanis(C20A) = Uanis(C20)
Uanis(C23A) = Uanis(C23)
Uanis(C18A) = Uanis(C18)
Uanis(C17A) = Uanis(C17)
Uanis(C2A) = Uanis(C2)
Uanis(C4A) = Uanis(C4)
Uanis(C6A) = Uanis(C6)
Uanis(N3A) = Uanis(N3)
Uanis(C16) = Uanis(C14A)
Uanis(C16A) = Uanis(C14)
Uanis(C10A) = Uanis(C6)
Uanis(O15) = Uanis(O15A)
4. Rigid body (RIGU) restrains
 C26, C22, C10A, N1A, C30A, C16, C24A, C18, C2A, C24, C25, C16A, C31, C4A, C27,
  C29, C20, C29A, C14, C23, C13, C23A, C4, C6A, C8, C28, C12, N3, C32, C13A, C7,
  C2, C11, C19, C10, C30, C33, N1, O15A, C6, O15, C17, C9, C5, C26A, C17A, C31A,
  C19A, C25A, C21A, C7A, C9A, C32A, C28A, C18A, C20A, C8A, C5A, C22A, C27A,
 C14A, C33A, N3A, C11A, C21, C12A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(C30A)=Sof(H30A)=Sof(O15A)=Sof(C2A)=Sof(N1A)=Sof(N3A)=Sof(C12A)=Sof(C14A)=
 Sof(H14D)=Sof(H14E)=Sof(H14F)=Sof(C4A)=Sof(C16A)=Sof(H16D)=Sof(H16E)=Sof(H16F)=
 Sof(C13A)=Sof(C11A)=Sof(H11A)=Sof(C5A)=Sof(H5A)=Sof(C8A)=Sof(C10A)=Sof(H10A)=
 Sof(C6A)=Sof(H6A)=Sof(C9A)=Sof(C7A)=Sof(C17A)=Sof(C24A)=Sof(C18A)=Sof(H18A)=
 Sof(C23A)=Sof(H23A)=Sof(C25A)=Sof(H25A)=Sof(C33A)=Sof(C32A)=Sof(H32A)=
 Sof(C19A)=Sof(C22A)=Sof(H22A)=Sof(C21A)=Sof(H21A)=Sof(C26A)=Sof(H26A)=
 Sof(C28A)=Sof(C27A)=Sof(H27A)=Sof(C31A)=Sof(H31A)=Sof(C20A)=Sof(H20D)=
 Sof(H20E)=Sof(H20F)=Sof(C29A)=Sof(H29A)=1-FVAR(1)
 Sof(O15)=Sof(N3)=Sof(N1)=Sof(C4)=Sof(C13)=Sof(C8)=Sof(C12)=Sof(C28)=Sof(C2)=
 Sof(C9)=Sof(C32)=Sof(H32)=Sof(C7)=Sof(C11)=Sof(H11)=Sof(C5)=Sof(H5)=Sof(C10)=
 Sof(H10)=Sof(C33)=Sof(C17)=Sof(C6)=Sof(H6)=Sof(C26)=Sof(H26)=Sof(C16)=
 Sof(H16A)=Sof(H16B)=Sof(H16C)=Sof(C25)=Sof(H25)=Sof(C14)=Sof(H14A)=Sof(H14B)=
 Sof(H14C)=Sof(C24)=Sof(C29)=Sof(H29)=Sof(C18)=Sof(H18)=Sof(C27)=Sof(H27)=
 Sof(C23)=Sof(H23)=Sof(C31)=Sof(H31)=Sof(C30)=Sof(H30)=Sof(C21)=Sof(H21)=
 Sof(C22)=Sof(H22)=Sof(C19)=Sof(C20)=Sof(H20A)=Sof(H20B)=Sof(H20C)=FVAR(1)
6.a Aromatic/amide H refined with riding coordinates:
 C32(H32), C11(H11), C5(H5), C10(H10), C6(H6), C26(H26), C25(H25), C29(H29),
 C18(H18), C27(H27), C23(H23), C31(H31), C30(H30), C21(H21), C22(H22),
 C30A(H30A), C11A(H11A), C5A(H5A), C10A(H10A), C6A(H6A), C18A(H18A), C23A(H23A),
  C25A(H25A), C32A(H32A), C22A(H22A), C21A(H21A), C26A(H26A), C27A(H27A),
 C31A(H31A), C29A(H29A)
6.b Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C14(H14A,H14B,H14C), C20(H20A,H20B,H20C), C14A(H14D,H14E,
 H14F), C16A(H16D,H16E,H16F), C20A(H20D,H20E,H20F)
;
_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
O15 O 0.8219(3) 0.3551(2) 0.29445(18) 0.0349(5) Uani 0.907(2) 1 d D . P A 1
N3 N 0.8828(15) 0.5406(5) 0.3565(4) 0.0306(6) Uani 0.907(2) 1 d D . P A 1
N1 N 0.7314(7) 0.4010(3) 0.4539(3) 0.0301(7) Uani 0.907(2) 1 d D . P A 1
C4 C 0.8786(3) 0.6244(3) 0.4353(3) 0.0276(7) Uani 0.907(2) 1 d D . P A 1
C13 C 0.7856(7) 0.5997(4) 0.5243(4) 0.0283(8) Uani 0.907(2) 1 d D . P A 1
C8 C 0.7698(4) 0.6874(2) 0.6051(2) 0.0266(6) Uani 0.907(2) 1 d D . P A 1
C12 C 0.7106(6) 0.4848(4) 0.5336(4) 0.0287(9) Uani 0.907(2) 1 d D . P A 1
C28 C 0.6892(5) 1.0914(5) 0.7477(5) 0.0315(9) Uani 0.907(2) 1 d D . P A 1
C2 C 0.8114(4) 0.4280(3) 0.3641(2) 0.0304(9) Uani 0.907(2) 1 d D . P A 1
C9 C 0.6761(4) 0.6538(3) 0.6938(2) 0.0301(7) Uani 0.907(2) 1 d D . P A 1
C32 C 0.5550(4) 0.9791(4) 0.6287(4) 0.0319(9) Uani 0.907(2) 1 d D . P A 1
H32 H 0.556199 0.914542 0.581232 0.038 Uiso 0.907(2) 1 calc R U P A 1
C7 C 0.8486(4) 0.8021(2) 0.5896(2) 0.0279(5) Uani 0.907(2) 1 d D . P A 1
C11 C 0.6173(7) 0.4585(5) 0.6179(4) 0.0337(11) Uani 0.907(2) 1 d D . P A 1
H11 H 0.564237 0.383020 0.623256 0.040 Uiso 0.907(2) 1 calc R U P A 1
C5 C 0.9592(4) 0.7322(3) 0.4247(3) 0.0292(7) Uani 0.907(2) 1 d D . P A 1
H5 H 1.025714 0.747355 0.366258 0.035 Uiso 0.907(2) 1 calc R U P A 1
C10 C 0.6005(4) 0.5435(3) 0.6966(3) 0.0331(8) Uani 0.907(2) 1 d D . P A 1
H10 H 0.534102 0.524356 0.754306 0.040 Uiso 0.907(2) 1 calc R U P A 1
C33 C 0.6950(3) 0.9916(2) 0.6785(2) 0.0286(5) Uani 0.907(2) 1 d D . P A 1
C17 C 0.6537(4) 0.7268(2) 0.7873(2) 0.0313(6) Uani 0.907(2) 1 d D . P A 1
C6 C 0.9405(4) 0.8187(2) 0.5024(2) 0.0290(6) Uani 0.907(2) 1 d D . P A 1
H6 H 0.994766 0.893380 0.494050 0.035 Uiso 0.907(2) 1 calc R U P A 1
C26 C 0.9687(4) 1.0326(3) 0.7726(3) 0.0357(7) Uani 0.907(2) 1 d D . P A 1
H26 H 1.062889 1.047221 0.802829 0.043 Uiso 0.907(2) 1 calc R U P A 1
C16 C 0.9753(6) 0.5684(5) 0.2636(3) 0.0368(11) Uani 0.907(2) 1 d D . P A 1
H16A H 0.933577 0.651805 0.235129 0.055 Uiso 0.907(2) 1 calc R U P A 1
H16B H 0.967075 0.501707 0.216062 0.055 Uiso 0.907(2) 1 calc R U P A 1
H16C H 1.087291 0.570377 0.277088 0.055 Uiso 0.907(2) 1 calc R U P A 1
C25 C 0.9740(4) 0.9331(3) 0.7050(3) 0.0333(7) Uani 0.907(2) 1 d D . P A 1
H25 H 1.071737 0.881900 0.689669 0.040 Uiso 0.907(2) 1 calc R U P A 1
C14 C 0.6599(4) 0.2798(3) 0.4654(3) 0.0348(8) Uani 0.907(2) 1 d D . P A 1
H14A H 0.699775 0.230898 0.523894 0.052 Uiso 0.907(2) 1 calc R U P A 1
H14B H 0.688358 0.229918 0.405556 0.052 Uiso 0.907(2) 1 calc R U P A 1
H14C H 0.543602 0.297473 0.474403 0.052 Uiso 0.907(2) 1 calc R U P A 1
C24 C 0.8370(3) 0.9093(2) 0.6605(2) 0.0299(5) Uani 0.907(2) 1 d D . P A 1
C29 C 0.5468(5) 1.1716(3) 0.7669(3) 0.0380(7) Uani 0.907(2) 1 d D . P A 1
H29 H 0.543222 1.237460 0.813457 0.046 Uiso 0.907(2) 1 calc R U P A 1
C18 C 0.7838(5) 0.7435(2) 0.8421(2) 0.0373(7) Uani 0.907(2) 1 d D . P A 1
H18 H 0.888477 0.712388 0.817615 0.045 Uiso 0.907(2) 1 calc R U P A 1
C27 C 0.8303(4) 1.1081(2) 0.7950(2) 0.0360(6) Uani 0.907(2) 1 d D . P A 1
H27 H 0.827993 1.172487 0.842731 0.043 Uiso 0.907(2) 1 calc R U P A 1
C23 C 0.5003(4) 0.7704(3) 0.8245(2) 0.0380(7) Uani 0.907(2) 1 d D . P A 1
H23 H 0.411336 0.758070 0.788176 0.046 Uiso 0.907(2) 1 calc R U P A 1
C31 C 0.4179(4) 1.0596(3) 0.6485(3) 0.0374(7) Uani 0.907(2) 1 d D . P A 1
H31 H 0.325630 1.050378 0.614332 0.045 Uiso 0.907(2) 1 calc R U P A 1
C30 C 0.4128(4) 1.1554(3) 0.7188(3) 0.0398(7) Uani 0.907(2) 1 d D . P A 1
H30 H 0.316611 1.209035 0.733041 0.048 Uiso 0.907(2) 1 calc R U P A 1
C21 C 0.6071(6) 0.8490(3) 0.9676(3) 0.0488(9) Uani 0.907(2) 1 d D . P A 1
H21 H 0.591153 0.891193 1.029207 0.059 Uiso 0.907(2) 1 calc R U P A 1
C22 C 0.4768(5) 0.8323(3) 0.9151(3) 0.0465(8) Uani 0.907(2) 1 d D . P A 1
H22 H 0.372303 0.862582 0.940433 0.056 Uiso 0.907(2) 1 calc R U P A 1
C19 C 0.7608(6) 0.8054(3) 0.9321(2) 0.0472(8) Uani 0.907(2) 1 d D . P A 1
C20 C 0.9021(7) 0.8230(4) 0.9894(3) 0.0676(12) Uani 0.907(2) 1 d D . P A 1
H20A H 0.901878 0.766733 1.049536 0.101 Uiso 0.907(2) 1 calc R U P A 1
H20B H 0.896411 0.912404 1.008503 0.101 Uiso 0.907(2) 1 calc R U P A 1
H20C H 1.000377 0.801447 0.947461 0.101 Uiso 0.907(2) 1 calc R U P A 1
C30A C 0.943(3) 1.137(2) 0.833(2) 0.0398(7) Uani 0.093(2) 1 d D . P A 2
H30A H 0.999928 1.185099 0.873251 0.048 Uiso 0.093(2) 1 calc R U P A 2
O15A O 0.876(3) 0.340(2) 0.3097(19) 0.0349(5) Uani 0.093(2) 1 d D . P A 2
C2A C 0.837(6) 0.415(3) 0.379(2) 0.0304(9) Uani 0.093(2) 1 d D . P A 2
N1A N 0.748(9) 0.389(3) 0.466(4) 0.050(15) Uani 0.093(2) 1 d D . P A 2
N3A N 0.878(15) 0.540(5) 0.368(5) 0.0306(6) Uani 0.093(2) 1 d D . P A 2
C12A C 0.676(7) 0.486(3) 0.531(3) 0.032(9) Uani 0.093(2) 1 d D . P A 2
C14A C 0.695(6) 0.261(3) 0.485(3) 0.0368(11) Uani 0.093(2) 1 d D . P A 2
H14D H 0.735456 0.206725 0.429202 0.055 Uiso 0.093(2) 1 calc R U P A 2
H14E H 0.577927 0.268685 0.489832 0.055 Uiso 0.093(2) 1 calc R U P A 2
H14F H 0.735157 0.223720 0.547003 0.055 Uiso 0.093(2) 1 calc R U P A 2
C4A C 0.836(5) 0.634(3) 0.439(2) 0.0276(7) Uani 0.093(2) 1 d D . P A 2
C16A C 0.945(9) 0.576(5) 0.270(3) 0.0348(8) Uani 0.093(2) 1 d D . P A 2
H16D H 1.058004 0.541371 0.262436 0.052 Uiso 0.093(2) 1 calc R U P A 2
H16E H 0.936306 0.669145 0.261100 0.052 Uiso 0.093(2) 1 calc R U P A 2
H16F H 0.887300 0.540189 0.218530 0.052 Uiso 0.093(2) 1 calc R U P A 2
C13A C 0.756(8) 0.599(3) 0.531(3) 0.032(9) Uani 0.093(2) 1 d D . P A 2
C11A C 0.581(7) 0.456(4) 0.614(3) 0.029(8) Uani 0.093(2) 1 d D . P A 2
H11A H 0.532871 0.378471 0.618135 0.035 Uiso 0.093(2) 1 calc R U P A 2
C5A C 0.906(5) 0.747(2) 0.432(3) 0.034(8) Uani 0.093(2) 1 d D . P A 2
H5A H 0.987230 0.760914 0.380499 0.041 Uiso 0.093(2) 1 calc R U P A 2
C8A C 0.701(3) 0.6966(16) 0.6016(15) 0.022(5) Uani 0.093(2) 1 d D . P A 2
C10A C 0.556(5) 0.542(3) 0.693(2) 0.0290(6) Uani 0.093(2) 1 d D . P A 2
H10A H 0.488126 0.519498 0.749055 0.035 Uiso 0.093(2) 1 calc R U P A 2
C6A C 0.855(4) 0.8416(19) 0.5020(17) 0.0290(6) Uani 0.093(2) 1 d D . P A 2
H6A H 0.888836 0.924732 0.490255 0.035 Uiso 0.093(2) 1 calc R U P A 2
C9A C 0.622(4) 0.656(2) 0.6938(17) 0.030(6) Uani 0.093(2) 1 d D . P A 2
C7A C 0.761(3) 0.8191(16) 0.5858(16) 0.030(4) Uani 0.093(2) 1 d D . P A 2
C17A C 0.580(3) 0.734(2) 0.7848(17) 0.0313(6) Uani 0.093(2) 1 d D . P A 2
C24A C 0.693(2) 0.9356(18) 0.6411(17) 0.0299(5) Uani 0.093(2) 1 d D . P A 2
C18A C 0.702(3) 0.752(3) 0.8457(19) 0.0373(7) Uani 0.093(2) 1 d D . P A 2
H18A H 0.809898 0.722750 0.827559 0.045 Uiso 0.093(2) 1 calc R U P A 2
C23A C 0.421(3) 0.768(3) 0.814(2) 0.0380(7) Uani 0.093(2) 1 d D . P A 2
H23A H 0.340611 0.750522 0.772983 0.046 Uiso 0.093(2) 1 calc R U P A 2
C25A C 0.529(3) 0.970(4) 0.642(4) 0.030(4) Uani 0.093(2) 1 d D . P A 2
H25A H 0.465433 0.913039 0.615234 0.036 Uiso 0.093(2) 1 calc R U P A 2
C33A C 0.779(2) 1.0010(19) 0.7066(17) 0.0286(5) Uani 0.093(2) 1 d D . P A 2
C32A C 0.940(3) 0.964(3) 0.723(2) 0.030(4) Uani 0.093(2) 1 d D . P A 2
H32A H 0.996530 0.896292 0.686500 0.036 Uiso 0.093(2) 1 calc R U P A 2
C19A C 0.658(4) 0.815(3) 0.935(2) 0.049(6) Uani 0.093(2) 1 d D . P A 2
C22A C 0.377(4) 0.829(3) 0.906(2) 0.054(6) Uani 0.093(2) 1 d D . P A 2
H22A H 0.268900 0.853466 0.926190 0.064 Uiso 0.093(2) 1 calc R U P A 2
C21A C 0.499(4) 0.852(3) 0.964(2) 0.0488(9) Uani 0.093(2) 1 d D . P A 2
H21A H 0.473203 0.893977 1.024689 0.059 Uiso 0.093(2) 1 calc R U P A 2
C26A C 0.451(3) 1.086(3) 0.682(3) 0.055(9) Uani 0.093(2) 1 d D . P A 2
H26A H 0.344997 1.115852 0.667095 0.066 Uiso 0.093(2) 1 calc R U P A 2
C28A C 0.697(4) 1.107(6) 0.758(6) 0.042(10) Uani 0.093(2) 1 d D . P A 2
C27A C 0.534(3) 1.152(4) 0.741(4) 0.044(5) Uani 0.093(2) 1 d D . P A 2
H27A H 0.483898 1.227008 0.771723 0.053 Uiso 0.093(2) 1 calc R U P A 2
C31A C 1.019(3) 1.025(3) 0.790(2) 0.0319(9) Uani 0.093(2) 1 d D . P A 2
H31A H 1.122548 0.991310 0.807932 0.038 Uiso 0.093(2) 1 calc R U P A 2
C20A C 0.784(5) 0.831(4) 1.004(3) 0.0676(12) Uani 0.093(2) 1 d D . P A 2
H20D H 0.829203 0.746472 1.028094 0.101 Uiso 0.093(2) 1 calc R U P A 2
H20E H 0.737377 0.881290 1.060175 0.101 Uiso 0.093(2) 1 calc R U P A 2
H20F H 0.868437 0.875424 0.967840 0.101 Uiso 0.093(2) 1 calc R U P A 2
C29A C 0.786(3) 1.180(2) 0.816(2) 0.044(5) Uani 0.093(2) 1 d D . P A 2
H29A H 0.737945 1.257839 0.843578 0.053 Uiso 0.093(2) 1 calc R U P A 2


_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
O15 C2 1.228(3) . ?
N3 C4 1.404(4) . ?
N3 C2 1.383(4) . ?
N3 C16 1.459(4) . ?
N1 C12 1.405(4) . ?
N1 C2 1.372(4) . ?
N1 C14 1.466(3) . ?
C4 C13 1.412(4) . ?
C4 C5 1.380(4) . ?
C13 C8 1.445(4) . ?
C13 C12 1.420(4) . ?
C8 C9 1.434(4) . ?
C8 C7 1.440(4) . ?
C12 C11 1.368(4) . ?
C28 C33 1.427(4) . ?
C28 C29 1.407(5) . ?
C28 C27 1.424(5) . ?
C9 C10 1.381(4) . ?
C9 C17 1.490(4) . ?
C32 H32 0.9500 . ?
C32 C33 1.423(5) . ?
C32 C31 1.375(5) . ?
C7 C6 1.373(4) . ?
C7 C24 1.497(3) . ?
C11 H11 0.9500 . ?
C11 C10 1.404(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.403(4) . ?
C10 H10 0.9500 . ?
C33 C24 1.414(4) . ?
C17 C18 1.398(5) . ?
C17 C23 1.392(4) . ?
C6 H6 0.9500 . ?
C26 H26 0.9500 . ?
C26 C25 1.410(4) . ?
C26 C27 1.363(4) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C25 H25 0.9500 . ?
C25 C24 1.393(4) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C29 H29 0.9500 . ?
C29 C30 1.375(5) . ?
C18 H18 0.9500 . ?
C18 C19 1.389(4) . ?
C27 H27 0.9500 . ?
C23 H23 0.9500 . ?
C23 C22 1.397(4) . ?
C31 H31 0.9500 . ?
C31 C30 1.406(4) . ?
C30 H30 0.9500 . ?
C21 H21 0.9500 . ?
C21 C22 1.381(6) . ?
C21 C19 1.388(6) . ?
C22 H22 0.9500 . ?
C19 C20 1.501(6) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C30A H30A 0.9500 . ?
C30A C31A 1.405(18) . ?
C30A C29A 1.380(18) . ?
O15A C2A 1.245(17) . ?
C2A N1A 1.375(17) . ?
C2A N3A 1.397(17) . ?
N1A C12A 1.422(19) . ?
N1A C14A 1.470(18) . ?
N3A C4A 1.408(18) . ?
N3A C16A 1.455(19) . ?
C12A C13A 1.429(18) . ?
C12A C11A 1.368(17) . ?
C14A H14D 0.9800 . ?
C14A H14E 0.9800 . ?
C14A H14F 0.9800 . ?
C4A C13A 1.413(17) . ?
C4A C5A 1.382(18) . ?
C16A H16D 0.9800 . ?
C16A H16E 0.9800 . ?
C16A H16F 0.9800 . ?
C13A C8A 1.447(17) . ?
C11A H11A 0.9500 . ?
C11A C10A 1.412(18) . ?
C5A H5A 0.9500 . ?
C5A C6A 1.412(18) . ?
C8A C9A 1.435(16) . ?
C8A C7A 1.434(16) . ?
C10A H10A 0.9500 . ?
C10A C9A 1.377(18) . ?
C6A H6A 0.9500 . ?
C6A C7A 1.360(17) . ?
C9A C17A 1.501(16) . ?
C7A C24A 1.497(16) . ?
C17A C18A 1.395(18) . ?
C17A C23A 1.387(18) . ?
C24A C25A 1.395(18) . ?
C24A C33A 1.426(16) . ?
C18A H18A 0.9500 . ?
C18A C19A 1.399(18) . ?
C23A H23A 0.9500 . ?
C23A C22A 1.414(18) . ?
C25A H25A 0.9500 . ?
C25A C26A 1.422(19) . ?
C33A C32A 1.404(18) . ?
C33A C28A 1.431(17) . ?
C32A H32A 0.9500 . ?
C32A C31A 1.378(19) . ?
C19A C21A 1.391(19) . ?
C19A C20A 1.488(19) . ?
C22A H22A 0.9500 . ?
C22A C21A 1.38(2) . ?
C21A H21A 0.9500 . ?
C26A H26A 0.9500 . ?
C26A C27A 1.358(19) . ?
C28A C27A 1.439(19) . ?
C28A C29A 1.419(18) . ?
C27A H27A 0.9500 . ?
C31A H31A 0.9500 . ?
C20A H20D 0.9800 . ?
C20A H20E 0.9800 . ?
C20A H20F 0.9800 . ?
C29A H29A 0.9500 . ?

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
C4 N3 C16 118.9(4) . . ?
C2 N3 C4 123.3(3) . . ?
C2 N3 C16 117.7(3) . . ?
C12 N1 C14 118.6(3) . . ?
C2 N1 C12 123.6(3) . . ?
C2 N1 C14 117.8(3) . . ?
N3 C4 C13 119.0(3) . . ?
C5 C4 N3 120.5(3) . . ?
C5 C4 C13 120.4(3) . . ?
C4 C13 C8 121.0(3) . . ?
C4 C13 C12 118.4(3) . . ?
C12 C13 C8 120.6(3) . . ?
C9 C8 C13 117.5(3) . . ?
C9 C8 C7 125.3(2) . . ?
C7 C8 C13 117.2(3) . . ?
N1 C12 C13 118.7(3) . . ?
C11 C12 N1 121.1(3) . . ?
C11 C12 C13 120.1(3) . . ?
C29 C28 C33 120.0(3) . . ?
C29 C28 C27 121.5(3) . . ?
C27 C28 C33 118.5(3) . . ?
O15 C2 N3 121.4(3) . . ?
O15 C2 N1 122.0(3) . . ?
N1 C2 N3 116.6(3) . . ?
C8 C9 C17 125.8(3) . . ?
C10 C9 C8 119.1(3) . . ?
C10 C9 C17 115.1(3) . . ?
C33 C32 H32 119.7 . . ?
C31 C32 H32 119.7 . . ?
C31 C32 C33 120.6(3) . . ?
C8 C7 C24 125.5(3) . . ?
C6 C7 C8 118.8(2) . . ?
C6 C7 C24 115.7(2) . . ?
C12 C11 H11 120.2 . . ?
C12 C11 C10 119.7(3) . . ?
C10 C11 H11 120.2 . . ?
C4 C5 H5 120.8 . . ?
C4 C5 C6 118.4(3) . . ?
C6 C5 H5 120.8 . . ?
C9 C10 C11 122.9(3) . . ?
C9 C10 H10 118.6 . . ?
C11 C10 H10 118.6 . . ?
C32 C33 C28 118.0(3) . . ?
C24 C33 C28 120.1(3) . . ?
C24 C33 C32 121.9(3) . . ?
C18 C17 C9 120.7(3) . . ?
C23 C17 C9 119.6(3) . . ?
C23 C17 C18 119.5(3) . . ?
C7 C6 C5 124.1(2) . . ?
C7 C6 H6 118.0 . . ?
C5 C6 H6 118.0 . . ?
C25 C26 H26 119.6 . . ?
C27 C26 H26 119.6 . . ?
C27 C26 C25 120.9(3) . . ?
N3 C16 H16A 109.5 . . ?
N3 C16 H16B 109.5 . . ?
N3 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C26 C25 H25 119.8 . . ?
C24 C25 C26 120.5(3) . . ?
C24 C25 H25 119.8 . . ?
N1 C14 H14A 109.5 . . ?
N1 C14 H14B 109.5 . . ?
N1 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C33 C24 C7 122.2(3) . . ?
C25 C24 C7 118.5(3) . . ?
C25 C24 C33 119.2(2) . . ?
C28 C29 H29 119.7 . . ?
C30 C29 C28 120.5(3) . . ?
C30 C29 H29 119.7 . . ?
C17 C18 H18 119.8 . . ?
C19 C18 C17 120.4(4) . . ?
C19 C18 H18 119.8 . . ?
C28 C27 H27 119.7 . . ?
C26 C27 C28 120.6(3) . . ?
C26 C27 H27 119.7 . . ?
C17 C23 H23 119.9 . . ?
C17 C23 C22 120.2(4) . . ?
C22 C23 H23 119.9 . . ?
C32 C31 H31 119.6 . . ?
C32 C31 C30 120.8(4) . . ?
C30 C31 H31 119.6 . . ?
C29 C30 C31 120.1(3) . . ?
C29 C30 H30 120.0 . . ?
C31 C30 H30 120.0 . . ?
C22 C21 H21 119.4 . . ?
C22 C21 C19 121.2(3) . . ?
C19 C21 H21 119.4 . . ?
C23 C22 H22 120.3 . . ?
C21 C22 C23 119.4(4) . . ?
C21 C22 H22 120.3 . . ?
C18 C19 C20 119.5(4) . . ?
C21 C19 C18 119.3(4) . . ?
C21 C19 C20 121.2(3) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C31A C30A H30A 119.3 . . ?
C29A C30A H30A 119.3 . . ?
C29A C30A C31A 121.5(19) . . ?
O15A C2A N1A 127(2) . . ?
O15A C2A N3A 119(2) . . ?
N1A C2A N3A 114.0(18) . . ?
C2A N1A C12A 124(2) . . ?
C2A N1A C14A 119(2) . . ?
C12A N1A C14A 116(2) . . ?
C2A N3A C4A 124.5(19) . . ?
C2A N3A C16A 115(2) . . ?
C4A N3A C16A 120(3) . . ?
N1A C12A C13A 115(2) . . ?
C11A C12A N1A 121(2) . . ?
C11A C12A C13A 118.3(19) . . ?
N1A C14A H14D 109.5 . . ?
N1A C14A H14E 109.5 . . ?
N1A C14A H14F 109.5 . . ?
H14D C14A H14E 109.5 . . ?
H14D C14A H14F 109.5 . . ?
H14E C14A H14F 109.5 . . ?
N3A C4A C13A 118.3(17) . . ?
C5A C4A N3A 120(2) . . ?
C5A C4A C13A 119.3(19) . . ?
N3A C16A H16D 109.5 . . ?
N3A C16A H16E 109.5 . . ?
N3A C16A H16F 109.5 . . ?
H16D C16A H16E 109.5 . . ?
H16D C16A H16F 109.5 . . ?
H16E C16A H16F 109.5 . . ?
C12A C13A C8A 119(2) . . ?
C4A C13A C12A 116(2) . . ?
C4A C13A C8A 119(2) . . ?
C12A C11A H11A 120.2 . . ?
C12A C11A C10A 120(2) . . ?
C10A C11A H11A 120.2 . . ?
C4A C5A H5A 121.0 . . ?
C4A C5A C6A 118(2) . . ?
C6A C5A H5A 121.0 . . ?
C9A C8A C13A 117.0(16) . . ?
C7A C8A C13A 117.7(15) . . ?
C7A C8A C9A 123.6(15) . . ?
C11A C10A H10A 117.8 . . ?
C9A C10A C11A 124(2) . . ?
C9A C10A H10A 117.8 . . ?
C5A C6A H6A 118.4 . . ?
C7A C6A C5A 123.1(18) . . ?
C7A C6A H6A 118.4 . . ?
C8A C9A C17A 126.7(18) . . ?
C10A C9A C8A 116.1(17) . . ?
C10A C9A C17A 116.3(18) . . ?
C8A C7A C24A 123.5(16) . . ?
C6A C7A C8A 119.1(14) . . ?
C6A C7A C24A 115.5(16) . . ?
C18A C17A C9A 118(2) . . ?
C23A C17A C9A 119.7(19) . . ?
C23A C17A C18A 121.4(17) . . ?
C25A C24A C7A 117.9(18) . . ?
C25A C24A C33A 116.7(18) . . ?
C33A C24A C7A 124.5(17) . . ?
C17A C18A H18A 121.3 . . ?
C17A C18A C19A 117(2) . . ?
C19A C18A H18A 121.3 . . ?
C17A C23A H23A 119.5 . . ?
C17A C23A C22A 121(2) . . ?
C22A C23A H23A 119.5 . . ?
C24A C25A H25A 118.0 . . ?
C24A C25A C26A 124(2) . . ?
C26A C25A H25A 118.0 . . ?
C24A C33A C28A 118.4(15) . . ?
C32A C33A C24A 122.8(16) . . ?
C32A C33A C28A 118.8(16) . . ?
C33A C32A H32A 119.1 . . ?
C31A C32A C33A 122(2) . . ?
C31A C32A H32A 119.1 . . ?
C18A C19A C20A 119(2) . . ?
C21A C19A C18A 121(2) . . ?
C21A C19A C20A 120(2) . . ?
C23A C22A H22A 121.4 . . ?
C21A C22A C23A 117(2) . . ?
C21A C22A H22A 121.4 . . ?
C19A C21A H21A 119.1 . . ?
C22A C21A C19A 122(2) . . ?
C22A C21A H21A 119.1 . . ?
C25A C26A H26A 121.2 . . ?
C27A C26A C25A 118(2) . . ?
C27A C26A H26A 121.2 . . ?
C33A C28A C27A 121.0(19) . . ?
C29A C28A C33A 118.4(19) . . ?
C29A C28A C27A 120(2) . . ?
C26A C27A C28A 120(2) . . ?
C26A C27A H27A 120.0 . . ?
C28A C27A H27A 120.0 . . ?
C30A C31A H31A 120.8 . . ?
C32A C31A C30A 118(2) . . ?
C32A C31A H31A 120.8 . . ?
C19A C20A H20D 109.5 . . ?
C19A C20A H20E 109.5 . . ?
C19A C20A H20F 109.5 . . ?
H20D C20A H20E 109.5 . . ?
H20D C20A H20F 109.5 . . ?
H20E C20A H20F 109.5 . . ?
C30A C29A C28A 119.9(19) . . ?
C30A C29A H29A 120.0 . . ?
C28A C29A H29A 120.0 . . ?

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 C4 C13 C8 -176.2(8) . . . . ?
N3 C4 C13 C12 5.2(9) . . . . ?
N3 C4 C5 C6 174.7(7) . . . . ?
N1 C12 C11 C10 179.3(7) . . . . ?
C4 N3 C2 O15 -177.7(7) . . . . ?
C4 N3 C2 N1 1.0(14) . . . . ?
C4 C13 C8 C9 -178.6(4) . . . . ?
C4 C13 C8 C7 1.8(7) . . . . ?
C4 C13 C12 N1 -0.3(9) . . . . ?
C4 C13 C12 C11 -178.9(6) . . . . ?
C4 C5 C6 C7 1.1(5) . . . . ?
C13 C4 C5 C6 -2.8(6) . . . . ?
C13 C8 C9 C10 -2.8(6) . . . . ?
C13 C8 C9 C17 176.0(4) . . . . ?
C13 C8 C7 C6 -3.4(5) . . . . ?
C13 C8 C7 C24 175.2(4) . . . . ?
C13 C12 C11 C10 -2.1(9) . . . . ?
C8 C13 C12 N1 -178.9(7) . . . . ?
C8 C13 C12 C11 2.5(9) . . . . ?
C8 C9 C10 C11 3.3(6) . . . . ?
C8 C9 C17 C18 -61.8(4) . . . . ?
C8 C9 C17 C23 123.1(4) . . . . ?
C8 C7 C6 C5 2.1(5) . . . . ?
C8 C7 C24 C33 -69.2(4) . . . . ?
C8 C7 C24 C25 115.0(3) . . . . ?
C12 N1 C2 O15 -176.9(6) . . . . ?
C12 N1 C2 N3 4.4(11) . . . . ?
C12 C13 C8 C9 -0.1(7) . . . . ?
C12 C13 C8 C7 -179.6(5) . . . . ?
C12 C11 C10 C9 -0.8(9) . . . . ?
C28 C33 C24 C7 179.2(4) . . . . ?
C28 C33 C24 C25 -5.0(5) . . . . ?
C28 C29 C30 C31 -1.1(6) . . . . ?
C2 N3 C4 C13 -5.8(14) . . . . ?
C2 N3 C4 C5 176.6(8) . . . . ?
C2 N1 C12 C13 -4.8(10) . . . . ?
C2 N1 C12 C11 173.8(6) . . . . ?
C9 C8 C7 C6 177.0(3) . . . . ?
C9 C8 C7 C24 -4.4(5) . . . . ?
C9 C17 C18 C19 -176.3(3) . . . . ?
C9 C17 C23 C22 176.2(3) . . . . ?
C32 C33 C24 C7 -1.3(4) . . . . ?
C32 C33 C24 C25 174.5(3) . . . . ?
C32 C31 C30 C29 1.6(5) . . . . ?
C7 C8 C9 C10 176.8(3) . . . . ?
C7 C8 C9 C17 -4.5(5) . . . . ?
C5 C4 C13 C8 1.3(8) . . . . ?
C5 C4 C13 C12 -177.2(5) . . . . ?
C10 C9 C17 C18 116.9(3) . . . . ?
C10 C9 C17 C23 -58.1(4) . . . . ?
C33 C28 C29 C30 -0.6(8) . . . . ?
C33 C28 C27 C26 1.8(7) . . . . ?
C33 C32 C31 C30 -0.4(6) . . . . ?
C17 C9 C10 C11 -175.6(5) . . . . ?
C17 C18 C19 C21 0.8(4) . . . . ?
C17 C18 C19 C20 -179.6(3) . . . . ?
C17 C23 C22 C21 -0.4(4) . . . . ?
C6 C7 C24 C33 109.4(3) . . . . ?
C6 C7 C24 C25 -66.4(4) . . . . ?
C26 C25 C24 C7 -179.7(3) . . . . ?
C26 C25 C24 C33 4.4(5) . . . . ?
C16 N3 C4 C13 178.2(7) . . . . ?
C16 N3 C4 C5 0.7(13) . . . . ?
C16 N3 C2 O15 -1.7(13) . . . . ?
C16 N3 C2 N1 177.0(7) . . . . ?
C25 C26 C27 C28 -2.5(6) . . . . ?
C14 N1 C12 C13 177.3(5) . . . . ?
C14 N1 C12 C11 -4.1(10) . . . . ?
C14 N1 C2 O15 1.0(7) . . . . ?
C14 N1 C2 N3 -177.7(7) . . . . ?
C24 C7 C6 C5 -176.6(3) . . . . ?
C29 C28 C33 C32 1.7(8) . . . . ?
C29 C28 C33 C24 -178.7(4) . . . . ?
C29 C28 C27 C26 -177.5(5) . . . . ?
C18 C17 C23 C22 1.1(4) . . . . ?
C27 C28 C33 C32 -177.6(4) . . . . ?
C27 C28 C33 C24 2.0(7) . . . . ?
C27 C28 C29 C30 178.7(4) . . . . ?
C27 C26 C25 C24 -0.6(5) . . . . ?
C23 C17 C18 C19 -1.3(4) . . . . ?
C31 C32 C33 C28 -1.2(6) . . . . ?
C31 C32 C33 C24 179.2(3) . . . . ?
C22 C21 C19 C18 -0.1(4) . . . . ?
C22 C21 C19 C20 -179.7(3) . . . . ?
C19 C21 C22 C23 -0.1(5) . . . . ?
O15A C2A N1A C12A -165(6) . . . . ?
O15A C2A N1A C14A 2(11) . . . . ?
O15A C2A N3A C4A 178(9) . . . . ?
O15A C2A N3A C16A 8(14) . . . . ?
C2A N1A C12A C13A -29(11) . . . . ?
C2A N1A C12A C11A 176(7) . . . . ?
C2A N3A C4A C13A 5(15) . . . . ?
C2A N3A C4A C5A 168(9) . . . . ?
N1A C2A N3A C4A 0(15) . . . . ?
N1A C2A N3A C16A -169(8) . . . . ?
N1A C12A C13A C4A 32(8) . . . . ?
N1A C12A C13A C8A -174(7) . . . . ?
N1A C12A C11A C10A 159(7) . . . . ?
N3A C2A N1A C12A 12(12) . . . . ?
N3A C2A N1A C14A 179(8) . . . . ?
N3A C4A C13A C12A -22(10) . . . . ?
N3A C4A C13A C8A -175(8) . . . . ?
N3A C4A C5A C6A 177(7) . . . . ?
C12A C13A C8A C9A 27(7) . . . . ?
C12A C13A C8A C7A -167(5) . . . . ?
C12A C11A C10A C9A -1(9) . . . . ?
C14A N1A C12A C13A 164(6) . . . . ?
C14A N1A C12A C11A 9(10) . . . . ?
C4A C13A C8A C9A -180(5) . . . . ?
C4A C13A C8A C7A -14(8) . . . . ?
C4A C5A C6A C7A 11(6) . . . . ?
C16A N3A C4A C13A 174(8) . . . . ?
C16A N3A C4A C5A -23(14) . . . . ?
C13A C12A C11A C10A 5(9) . . . . ?
C13A C4A C5A C6A -20(7) . . . . ?
C13A C8A C9A C10A -23(6) . . . . ?
C13A C8A C9A C17A 169(4) . . . . ?
C13A C8A C7A C6A 5(5) . . . . ?
C13A C8A C7A C24A 169(4) . . . . ?
C11A C12A C13A C4A -172(6) . . . . ?
C11A C12A C13A C8A -18(9) . . . . ?
C11A C10A C9A C8A 10(7) . . . . ?
C11A C10A C9A C17A 180(5) . . . . ?
C5A C4A C13A C12A 176(5) . . . . ?
C5A C4A C13A C8A 22(8) . . . . ?
C5A C6A C7A C8A -4(5) . . . . ?
C5A C6A C7A C24A -169(3) . . . . ?
C8A C9A C17A C18A -76(4) . . . . ?
C8A C9A C17A C23A 114(4) . . . . ?
C8A C7A C24A C25A -52(5) . . . . ?
C8A C7A C24A C33A 117(3) . . . . ?
C10A C9A C17A C18A 115(4) . . . . ?
C10A C9A C17A C23A -55(4) . . . . ?
C6A C7A C24A C25A 112(4) . . . . ?
C6A C7A C24A C33A -79(4) . . . . ?
C9A C8A C7A C6A 170(3) . . . . ?
C9A C8A C7A C24A -27(5) . . . . ?
C9A C17A C18A C19A -175(3) . . . . ?
C9A C17A C23A C22A 173(3) . . . . ?
C7A C8A C9A C10A 173(3) . . . . ?
C7A C8A C9A C17A 4(5) . . . . ?
C7A C24A C25A C26A -173(4) . . . . ?
C7A C24A C33A C32A 3(4) . . . . ?
C7A C24A C33A C28A -177(5) . . . . ?
C17A C18A C19A C21A 3(5) . . . . ?
C17A C18A C19A C20A 177(3) . . . . ?
C17A C23A C22A C21A 0(5) . . . . ?
C24A C25A C26A C27A -16(9) . . . . ?
C24A C33A C32A C31A -177(3) . . . . ?
C24A C33A C28A C27A -3(10) . . . . ?
C24A C33A C28A C29A -174(5) . . . . ?
C18A C17A C23A C22A 3(5) . . . . ?
C18A C19A C21A C22A -1(5) . . . . ?
C23A C17A C18A C19A -5(5) . . . . ?
C23A C22A C21A C19A -1(5) . . . . ?
C25A C24A C33A C32A 171(4) . . . . ?
C25A C24A C33A C28A -8(6) . . . . ?
C25A C26A C27A C28A 3(9) . . . . ?
C33A C24A C25A C26A 18(7) . . . . ?
C33A C32A C31A C30A -9(5) . . . . ?
C33A C28A C27A C26A 6(12) . . . . ?
C33A C28A C29A C30A -9(10) . . . . ?
C32A C33A C28A C27A 178(6) . . . . ?
C32A C33A C28A C29A 6(10) . . . . ?
C28A C33A C32A C31A 3(7) . . . . ?
C27A C28A C29A C30A 180(6) . . . . ?
C31A C30A C29A C28A 2(7) . . . . ?
C20A C19A C21A C22A -174(3) . . . . ?
C29A C30A C31A C32A 7(5) . . . . ?
C29A C28A C27A C26A 177(6) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.361 0.500 0.000 133.0 47.3 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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 1.808
_oxdiff_exptl_absorpt_empirical_full_min 0.229
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_d_37_autored
_database_code_depnum_ccdc_archive 'CCDC 2391757'
loop_
_audit_author_name
_audit_author_address
'Oleg P. Demidov'
;North Caucasus Federal University
Russia
;
_audit_update_record             
;
2024-10-17 deposited with the CCDC.	2024-12-03 downloaded from the CCDC.
;
_audit_creation_date             2023-07-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        
1,3-Dimethyl-6-(naphthalen-1-yl)-7-phenyl-1H-perimidin-2(3H)-one
_chemical_formula_moiety         'C29 H22 N2 O'
_chemical_formula_sum            'C29 H22 N2 O'
_chemical_formula_weight         414.48
_chemical_melting_point          500-502
_chemical_oxdiff_formula         'C29 H22 N2 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      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                   8.2374(3)
_cell_length_b                   10.5850(5)
_cell_length_c                   13.7433(6)
_cell_angle_alpha                85.449(4)
_cell_angle_beta                 81.551(4)
_cell_angle_gamma                84.968(3)
_cell_volume                     1178.06(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9190
_cell_measurement_temperature    100.02(11)
_cell_measurement_theta_max      75.4850
_cell_measurement_theta_min      4.1720
_shelx_estimated_absorpt_T_max   0.947
_shelx_estimated_absorpt_T_min   0.888
_exptl_absorpt_coefficient_mu    0.555
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.617
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.168
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             436
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 3 8 0.0536
-1 0 9 0.0513
0 1 -9 0.0475
0 -2 8 0.0477
2 -2 8 0.0594
5 2 5 0.0877
-1 5 -5 0.0530
0 6 -2 0.0510
1 -6 3 0.0512
-3 6 -1 0.0855
1 -7 0 0.0579
3 -5 -2 0.0855
4 5 2 0.0779
0 7 2 0.0580
5 1 -3 0.0981
0 -5 -6 0.0646
1 0 -9 0.0494
2 3 -6 0.0564
4 4 -3 0.0707
0 -1 9 0.0475
-5 0 -6 0.0940
0 7 -2 0.0490
-4 -4 -2 0.0722

_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.1
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.2596 3.3998 8.0073 -0.0743 0.9215 0.3813
-0.7301 0.2335 8.5607 -0.3835 0.9235 -0.0091
-0.1999 1.4393 -8.5165 0.6501 -0.7598 0.0091
-0.1554 -1.7738 8.3146 -0.6474 0.7569 -0.0888
1.6674 -2.4079 7.8527 -0.8472 0.5177 0.1189
4.8151 1.5628 4.8654 -0.4929 0.1158 0.8623
-0.7200 5.1500 -5.2739 0.9391 -0.2251 0.2598
-0.2433 6.4179 -2.4343 0.8876 0.0697 0.4553
1.2577 -5.9868 3.1036 -0.9602 -0.0759 -0.2688
-2.7599 5.5016 -1.1497 0.9231 0.3833 0.0313
0.8691 -6.6370 0.2694 -0.8458 -0.3503 -0.4023
2.9310 -5.2303 -1.5140 -0.7598 -0.6501 -0.0091
3.7128 5.2779 2.3657 0.1615 0.1352 0.9776
-0.1561 6.6730 2.3818 0.6442 0.5497 0.5318
4.7426 0.6684 -2.8883 -0.1621 -0.6849 0.7104
-0.1354 -5.0167 -6.4743 -0.2052 -0.8537 -0.4786
0.6494 -0.3112 -8.5991 0.3835 -0.9235 -0.0091
2.1515 3.4657 -6.1041 0.5517 -0.6428 0.5314
3.6656 4.3940 -2.6106 0.3385 -0.3925 0.8552
0.2805 -1.3616 8.5550 -0.6501 0.7598 0.0091
-4.5233 -0.1253 -5.7441 0.6811 -0.1645 -0.7135
0.4606 6.5709 -1.8931 0.8163 0.0664 0.5738
-4.4119 -4.3271 -2.1009 -0.0088 -0.0030 -1.0000

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0537
_diffrn_reflns_av_unetI/netI     0.0360
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            24649
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.383
_diffrn_reflns_theta_min         4.202
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.02(11)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2529
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -114.00 -59.00   1.00    5.00    --  -41.35-147.00  94.00   55
  2  ω    -92.00  -2.00   1.00    5.00    --  -41.35 125.00 -21.00   90
  3  ω   -108.00 -13.00   1.00    5.00    --  -41.35 147.00 143.00   95
  4  ω     23.00  97.00   1.00    5.00    --   41.35-125.00-100.00   74
  5  ω     35.00 112.00   1.00    5.00    --   41.35-147.00  94.00   77
  6  ω     39.00 133.00   1.00   20.00    --  112.00-147.00  94.00   94
  7  ω     39.00 118.00   1.00   20.00    --  112.00-125.00-100.00   79
  8  ω     94.00 178.00   1.00   20.00    --  112.00 125.00 -21.00   84
  9  ω     81.00 173.00   1.00   20.00    --  112.00 147.00 143.00   92
 10  ω   -116.00 -17.00   1.00    5.00    --  -41.35 -38.00-150.00   99
 11  ω   -116.00 -17.00   1.00    5.00    --  -41.35 -38.00 -60.00   99
 12  ω     17.00 116.00   1.00    5.00    --   41.35  38.00 150.00   99
 13  ω     23.00  97.00   1.00    5.00    --   41.35-125.00-180.00   74
 14  ω     83.00 178.00   1.00   20.00    --  112.00  61.00 -30.00   95
 15  ω     83.00 178.00   1.00   20.00    --  112.00  61.00-150.00   95
 16  ω     40.00 141.00   1.00   20.00    --  112.00 -61.00  30.00  101
 17  ω     30.00 110.00   1.00   20.00    --  112.00 -95.00 -60.00   80
 18  ω     79.00 178.00   1.00   20.00    --  112.00  77.00-120.00   99
 19  ω     57.00 150.00   1.00   20.00    --  112.00 178.00-120.00   93
 20  ω     57.00 150.00   1.00   20.00    --  112.00 178.00   0.00   93
 21  ω     36.00 113.00   1.00   20.00    --  112.00-111.00 -90.00   77
 22  ω     36.00 113.00   1.00   20.00    --  112.00-111.00   0.00   77
 23  ω     36.00 113.00   1.00   20.00    --  112.00-111.00  90.00   77
 24  ω     40.00 141.00   1.00   20.00    --  112.00 -61.00 -30.00  101
 25  ω     39.00 138.00   1.00   20.00    --  112.00 -45.00-120.00   99
 26  ω     36.00 113.00   1.00   20.00    --  112.00-111.00-180.00   77
 27  ω    100.00 178.00   1.00   20.00    --  112.00 111.00 -30.00   78
 28  ω     36.00 113.00   1.00   20.00    --  112.00-111.00 -30.00   77
 29  ω    100.00 178.00   1.00   20.00    --  112.00 111.00  90.00   78
 30  ω     86.00 178.00   1.00   20.00    --  112.00  45.00-150.00   92
 31  ω     24.00 178.00   1.00   20.00    --  112.00   0.00-150.00  154
 32  ω     57.00 150.00   1.00   20.00    --  112.00 178.00 -30.00   93
 33  ω     36.00 113.00   1.00   20.00    --  112.00-111.00 -60.00   77
 34  ω     36.00 113.00   1.00   20.00    --  112.00-111.00  60.00   77
 35  ω     36.00 113.00   1.00   20.00    --  112.00-111.00 120.00   77
 36  ω    122.00 147.00   1.00   20.00    --  112.00 111.00-180.00   25
 37  ω    101.00 169.00   1.00   20.00    --  112.00 111.00 -60.00   68
 38  ω    144.00 176.00   1.00   20.00    --  112.00 111.00 120.00   32
 39  ω    128.00 155.00   1.00   20.00    --  112.00 111.00 150.00   27
 40  ω     32.00  57.00   1.00   20.00    --  112.00 -95.00-180.00   25
 41  ω     83.00 110.00   1.00   20.00    --  112.00 -95.00-180.00   27
 42  ω     95.00 166.00   1.00   20.00    --  112.00  45.00 120.00   71
 43  ω    120.00 171.00   1.00   20.00    --  112.00  61.00  90.00   51
 44  ω     39.00  71.00   1.00   20.00    --  112.00 -75.00 125.26   32
 45  ω     77.00 104.00   1.00   20.00    --  112.00 -75.00 125.26   27
 46  ω    128.00 176.00   1.00   20.00    --  112.00  15.00  60.00   48
 47  ω     90.00  97.00   1.00   20.00    --  112.00  61.00  90.00    7
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0838101000
_diffrn_orient_matrix_UB_12      0.1142354000
_diffrn_orient_matrix_UB_13      -0.0550653000
_diffrn_orient_matrix_UB_21      -0.0905050000
_diffrn_orient_matrix_UB_22      0.0449455000
_diffrn_orient_matrix_UB_23      0.0989306000
_diffrn_orient_matrix_UB_31      0.1440375000
_diffrn_orient_matrix_UB_32      0.0798395000
_diffrn_orient_matrix_UB_33      0.0090439000
_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              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3898
_reflns_number_total             4913
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.808
_refine_diff_density_min         -0.428
_refine_diff_density_rms         0.121
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.234
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         4913
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1051
_refine_ls_R_factor_gt           0.0933
_refine_ls_restrained_S_all      1.234
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2778
_refine_ls_wR_factor_ref         0.2966
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00A(H00A), C00B(H00B), C00C(H00C), C00D(H00D), C00G(H00G), C00H(H00H),
 C00J(H00J), C00K(H00K), C00M(H00M), C00Q(H00Q), C00R(H00R), C00S(H00S),
 C00T(H00T), C00U(H00U), C00V(H00V), C00W(H00W)
2.b Idealised Me refined as rotating group:
 C00L(H00E,H00F,H00I), C00O(H00L,H00N,H00O)
;
_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
O001 O 0.7533(2) 0.67685(16) 0.30601(14) 0.0398(4) Uani 1 1 d . . . . .
N002 N 0.6750(2) 0.48027(18) 0.36185(15) 0.0314(4) Uani 1 1 d . . . . .
N003 N 0.7861(2) 0.60765(17) 0.46349(15) 0.0322(4) Uani 1 1 d . . . . .
C004 C 0.7093(2) 0.3981(2) 0.52821(16) 0.0284(5) Uani 1 1 d . . . . .
C005 C 0.6951(2) 0.2985(2) 0.60616(16) 0.0295(5) Uani 1 1 d . . . . .
C006 C 0.6507(2) 0.3841(2) 0.43787(16) 0.0290(5) Uani 1 1 d . . . . .
C007 C 0.7396(2) 0.5939(2) 0.37280(18) 0.0321(5) Uani 1 1 d . . . . .
C008 C 0.7831(2) 0.51110(19) 0.53958(17) 0.0293(5) Uani 1 1 d . . . . .
C009 C 0.7615(3) 0.3181(2) 0.69450(17) 0.0307(5) Uani 1 1 d . . . . .
C00A C 0.8377(3) 0.4283(2) 0.69989(18) 0.0335(5) Uani 1 1 d . . . . .
H00A H 0.884825 0.438560 0.757567 0.040 Uiso 1 1 calc R U . . .
C00B C 0.5733(3) 0.2778(2) 0.42518(18) 0.0339(5) Uani 1 1 d . . . . .
H00B H 0.530891 0.269724 0.365507 0.041 Uiso 1 1 calc R U . . .
C00C C 0.8486(3) 0.5254(2) 0.62428(18) 0.0338(5) Uani 1 1 d . . . . .
H00C H 0.900494 0.600211 0.631374 0.041 Uiso 1 1 calc R U . . .
C00D C 0.8965(3) 0.0021(2) 0.62721(17) 0.0319(5) Uani 1 1 d . . . . .
H00D H 0.914673 0.070834 0.579112 0.038 Uiso 1 1 calc R U . . .
C00E C 0.7530(3) 0.2291(2) 0.78436(17) 0.0310(5) Uani 1 1 d . . . . .
C00F C 0.6177(3) 0.1866(2) 0.58868(18) 0.0320(5) Uani 1 1 d . . . . .
C00G C 0.5579(3) 0.1816(2) 0.50109(19) 0.0354(5) Uani 1 1 d . . . . .
H00G H 0.503228 0.109165 0.491530 0.042 Uiso 1 1 calc R U . . .
C00H C 0.6044(3) 0.2111(2) 0.84484(18) 0.0336(5) Uani 1 1 d . . . . .
H00H H 0.504879 0.252239 0.826874 0.040 Uiso 1 1 calc R U . . .
C00I C 0.7078(3) -0.1210(2) 0.74718(17) 0.0336(5) Uani 1 1 d . . . . .
C00J C 0.4415(3) 0.0432(2) 0.70510(18) 0.0329(5) Uani 1 1 d . . . . .
H00J H 0.348934 0.097704 0.690653 0.039 Uiso 1 1 calc R U . . .
C00K C 0.6011(3) 0.1336(2) 0.93084(19) 0.0373(5) Uani 1 1 d . . . . .
H00K H 0.499291 0.123026 0.971997 0.045 Uiso 1 1 calc R U . . .
C00L C 0.6236(3) 0.4637(2) 0.26698(18) 0.0374(5) Uani 1 1 d . . . . .
H00E H 0.678521 0.385114 0.240723 0.056 Uiso 1 1 calc R U . . .
H00F H 0.653690 0.536125 0.220890 0.056 Uiso 1 1 calc R U . . .
H00I H 0.504070 0.458715 0.275475 0.056 Uiso 1 1 calc R U . . .
C00M C 0.8993(3) 0.1698(2) 0.81355(19) 0.0380(5) Uani 1 1 d . . . . .
H00M H 1.002064 0.184662 0.774782 0.046 Uiso 1 1 calc R U . . .
C00N C 0.5967(3) 0.0729(2) 0.65934(18) 0.0314(5) Uani 1 1 d . . . . .
C00O C 0.8520(3) 0.7273(2) 0.4786(2) 0.0380(5) Uani 1 1 d . . . . .
H00L H 0.967668 0.711259 0.488327 0.057 Uiso 1 1 calc R U . . .
H00N H 0.788747 0.764417 0.537017 0.057 Uiso 1 1 calc R U . . .
H00O H 0.843626 0.786524 0.420708 0.057 Uiso 1 1 calc R U . . .
C00P C 0.7346(3) -0.0136(2) 0.67683(18) 0.0348(5) Uani 1 1 d . . . . .
C00Q C 0.4146(3) -0.0616(2) 0.77064(18) 0.0375(5) Uani 1 1 d . . . . .
H00Q H 0.305818 -0.078476 0.799262 0.045 Uiso 1 1 calc R U . . .
C00R C 0.8484(3) -0.2008(2) 0.7661(2) 0.0403(6) Uani 1 1 d . . . . .
H00R H 0.834257 -0.270660 0.813616 0.048 Uiso 1 1 calc R U . . .
C00S C 0.8944(3) 0.0901(3) 0.8983(2) 0.0434(6) Uani 1 1 d . . . . .
H00S H 0.993454 0.048039 0.916217 0.052 Uiso 1 1 calc R U . . .
C00T C 0.5480(3) -0.1421(2) 0.79425(19) 0.0386(5) Uani 1 1 d . . . . .
H00T H 0.531188 -0.211238 0.842136 0.046 Uiso 1 1 calc R U . . .
C00U C 0.7450(3) 0.0707(3) 0.95789(19) 0.0406(6) Uani 1 1 d . . . . .
H00U H 0.741627 0.015569 1.016025 0.049 Uiso 1 1 calc R U . . .
C00V C 1.0262(3) -0.0803(3) 0.6478(2) 0.0430(6) Uani 1 1 d . . . . .
H00V H 1.133110 -0.068816 0.613309 0.052 Uiso 1 1 calc R U . . .
C00W C 1.0030(3) -0.1821(3) 0.7196(2) 0.0452(6) Uani 1 1 d . . . . .
H00W H 1.094174 -0.237168 0.735360 0.054 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
O001 C007 1.219(3) . ?
N002 C006 1.405(3) . ?
N002 C007 1.385(3) . ?
N002 C00L 1.456(3) . ?
N003 C007 1.378(3) . ?
N003 C008 1.402(3) . ?
N003 C00O 1.462(3) . ?
C004 C005 1.442(3) . ?
C004 C006 1.419(3) . ?
C004 C008 1.417(3) . ?
C005 C009 1.439(3) . ?
C005 C00F 1.446(3) . ?
C006 C00B 1.376(3) . ?
C008 C00C 1.377(3) . ?
C009 C00A 1.384(3) . ?
C009 C00E 1.490(3) . ?
C00A H00A 0.9500 . ?
C00A C00C 1.402(3) . ?
C00B H00B 0.9500 . ?
C00B C00G 1.398(3) . ?
C00C H00C 0.9500 . ?
C00D H00D 0.9500 . ?
C00D C00P 1.423(3) . ?
C00D C00V 1.367(3) . ?
C00E C00H 1.394(3) . ?
C00E C00M 1.406(3) . ?
C00F C00G 1.372(3) . ?
C00F C00N 1.491(3) . ?
C00G H00G 0.9500 . ?
C00H H00H 0.9500 . ?
C00H C00K 1.382(3) . ?
C00I C00P 1.443(3) . ?
C00I C00R 1.416(3) . ?
C00I C00T 1.407(3) . ?
C00J H00J 0.9500 . ?
C00J C00N 1.390(3) . ?
C00J C00Q 1.385(3) . ?
C00K H00K 0.9500 . ?
C00K C00U 1.392(3) . ?
C00L H00E 0.9800 . ?
C00L H00F 0.9800 . ?
C00L H00I 0.9800 . ?
C00M H00M 0.9500 . ?
C00M C00S 1.381(4) . ?
C00N C00P 1.431(3) . ?
C00O H00L 0.9800 . ?
C00O H00N 0.9800 . ?
C00O H00O 0.9800 . ?
C00Q H00Q 0.9500 . ?
C00Q C00T 1.391(4) . ?
C00R H00R 0.9500 . ?
C00R C00W 1.362(4) . ?
C00S H00S 0.9500 . ?
C00S C00U 1.395(4) . ?
C00T H00T 0.9500 . ?
C00U H00U 0.9500 . ?
C00V H00V 0.9500 . ?
C00V C00W 1.408(4) . ?
C00W H00W 0.9500 . ?

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
C006 N002 C00L 119.07(19) . . ?
C007 N002 C006 123.6(2) . . ?
C007 N002 C00L 117.24(19) . . ?
C007 N003 C008 123.83(19) . . ?
C007 N003 C00O 117.79(19) . . ?
C008 N003 C00O 118.3(2) . . ?
C006 C004 C005 120.4(2) . . ?
C008 C004 C005 121.0(2) . . ?
C008 C004 C006 118.7(2) . . ?
C004 C005 C00F 117.4(2) . . ?
C009 C005 C004 117.13(19) . . ?
C009 C005 C00F 125.4(2) . . ?
N002 C006 C004 118.6(2) . . ?
C00B C006 N002 121.0(2) . . ?
C00B C006 C004 120.4(2) . . ?
O001 C007 N002 121.6(2) . . ?
O001 C007 N003 122.3(2) . . ?
N003 C007 N002 116.1(2) . . ?
N003 C008 C004 118.6(2) . . ?
C00C C008 N003 121.1(2) . . ?
C00C C008 C004 120.3(2) . . ?
C005 C009 C00E 125.18(19) . . ?
C00A C009 C005 119.3(2) . . ?
C00A C009 C00E 115.5(2) . . ?
C009 C00A H00A 118.4 . . ?
C009 C00A C00C 123.1(2) . . ?
C00C C00A H00A 118.4 . . ?
C006 C00B H00B 120.4 . . ?
C006 C00B C00G 119.3(2) . . ?
C00G C00B H00B 120.4 . . ?
C008 C00C C00A 119.1(2) . . ?
C008 C00C H00C 120.4 . . ?
C00A C00C H00C 120.4 . . ?
C00P C00D H00D 119.5 . . ?
C00V C00D H00D 119.5 . . ?
C00V C00D C00P 120.9(2) . . ?
C00H C00E C009 121.4(2) . . ?
C00H C00E C00M 118.9(2) . . ?
C00M C00E C009 119.5(2) . . ?
C005 C00F C00N 124.9(2) . . ?
C00G C00F C005 119.1(2) . . ?
C00G C00F C00N 116.0(2) . . ?
C00B C00G H00G 118.3 . . ?
C00F C00G C00B 123.4(2) . . ?
C00F C00G H00G 118.3 . . ?
C00E C00H H00H 119.8 . . ?
C00K C00H C00E 120.3(2) . . ?
C00K C00H H00H 119.8 . . ?
C00R C00I C00P 116.9(2) . . ?
C00T C00I C00P 120.2(2) . . ?
C00T C00I C00R 122.9(2) . . ?
C00N C00J H00J 118.3 . . ?
C00Q C00J H00J 118.3 . . ?
C00Q C00J C00N 123.5(2) . . ?
C00H C00K H00K 119.6 . . ?
C00H C00K C00U 120.8(2) . . ?
C00U C00K H00K 119.6 . . ?
N002 C00L H00E 109.5 . . ?
N002 C00L H00F 109.5 . . ?
N002 C00L H00I 109.5 . . ?
H00E C00L H00F 109.5 . . ?
H00E C00L H00I 109.5 . . ?
H00F C00L H00I 109.5 . . ?
C00E C00M H00M 119.8 . . ?
C00S C00M C00E 120.3(2) . . ?
C00S C00M H00M 119.8 . . ?
C00J C00N C00F 121.0(2) . . ?
C00J C00N C00P 118.0(2) . . ?
C00P C00N C00F 120.90(19) . . ?
N003 C00O H00L 109.5 . . ?
N003 C00O H00N 109.5 . . ?
N003 C00O H00O 109.5 . . ?
H00L C00O H00N 109.5 . . ?
H00L C00O H00O 109.5 . . ?
H00N C00O H00O 109.5 . . ?
C00D C00P C00I 118.9(2) . . ?
C00D C00P C00N 122.5(2) . . ?
C00N C00P C00I 118.6(2) . . ?
C00J C00Q H00Q 120.2 . . ?
C00J C00Q C00T 119.5(2) . . ?
C00T C00Q H00Q 120.2 . . ?
C00I C00R H00R 118.4 . . ?
C00W C00R C00I 123.1(2) . . ?
C00W C00R H00R 118.4 . . ?
C00M C00S H00S 119.7 . . ?
C00M C00S C00U 120.5(2) . . ?
C00U C00S H00S 119.7 . . ?
C00I C00T H00T 120.0 . . ?
C00Q C00T C00I 120.0(2) . . ?
C00Q C00T H00T 120.0 . . ?
C00K C00U C00S 119.0(2) . . ?
C00K C00U H00U 120.5 . . ?
C00S C00U H00U 120.5 . . ?
C00D C00V H00V 119.6 . . ?
C00D C00V C00W 120.7(2) . . ?
C00W C00V H00V 119.6 . . ?
C00R C00W C00V 119.3(2) . . ?
C00R C00W H00W 120.3 . . ?
C00V C00W H00W 120.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N002 C006 C00B C00G 177.26(18) . . . . ?
N003 C008 C00C C00A 177.77(18) . . . . ?
C004 C005 C009 C00A -1.3(3) . . . . ?
C004 C005 C009 C00E 177.48(18) . . . . ?
C004 C005 C00F C00G -1.8(3) . . . . ?
C004 C005 C00F C00N 178.12(18) . . . . ?
C004 C006 C00B C00G -2.1(3) . . . . ?
C004 C008 C00C C00A -1.6(3) . . . . ?
C005 C004 C006 N002 -176.57(17) . . . . ?
C005 C004 C006 C00B 2.8(3) . . . . ?
C005 C004 C008 N003 -176.75(17) . . . . ?
C005 C004 C008 C00C 2.6(3) . . . . ?
C005 C009 C00A C00C 2.5(3) . . . . ?
C005 C009 C00E C00H -69.5(3) . . . . ?
C005 C009 C00E C00M 115.8(2) . . . . ?
C005 C00F C00G C00B 2.6(4) . . . . ?
C005 C00F C00N C00J 111.9(3) . . . . ?
C005 C00F C00N C00P -72.4(3) . . . . ?
C006 N002 C007 O001 -177.36(18) . . . . ?
C006 N002 C007 N003 2.2(3) . . . . ?
C006 C004 C005 C009 178.27(17) . . . . ?
C006 C004 C005 C00F -0.9(3) . . . . ?
C006 C004 C008 N003 3.9(3) . . . . ?
C006 C004 C008 C00C -176.80(18) . . . . ?
C006 C00B C00G C00F -0.6(4) . . . . ?
C007 N002 C006 C004 -6.1(3) . . . . ?
C007 N002 C006 C00B 174.52(19) . . . . ?
C007 N003 C008 C004 -8.2(3) . . . . ?
C007 N003 C008 C00C 172.45(19) . . . . ?
C008 N003 C007 O001 -175.30(18) . . . . ?
C008 N003 C007 N002 5.2(3) . . . . ?
C008 C004 C005 C009 -1.1(3) . . . . ?
C008 C004 C005 C00F 179.78(17) . . . . ?
C008 C004 C006 N002 2.8(3) . . . . ?
C008 C004 C006 C00B -177.80(19) . . . . ?
C009 C005 C00F C00G 179.2(2) . . . . ?
C009 C005 C00F C00N -0.9(4) . . . . ?
C009 C00A C00C C008 -1.0(3) . . . . ?
C009 C00E C00H C00K -176.3(2) . . . . ?
C009 C00E C00M C00S 178.0(2) . . . . ?
C00A C009 C00E C00H 109.4(2) . . . . ?
C00A C009 C00E C00M -65.3(3) . . . . ?
C00D C00V C00W C00R 2.4(4) . . . . ?
C00E C009 C00A C00C -176.48(19) . . . . ?
C00E C00H C00K C00U -1.0(4) . . . . ?
C00E C00M C00S C00U -2.2(4) . . . . ?
C00F C005 C009 C00A 177.7(2) . . . . ?
C00F C005 C009 C00E -3.5(4) . . . . ?
C00F C00N C00P C00D -1.3(3) . . . . ?
C00F C00N C00P C00I 179.0(2) . . . . ?
C00G C00F C00N C00J -68.2(3) . . . . ?
C00G C00F C00N C00P 107.5(3) . . . . ?
C00H C00E C00M C00S 3.2(4) . . . . ?
C00H C00K C00U C00S 1.9(4) . . . . ?
C00I C00R C00W C00V -1.0(4) . . . . ?
C00J C00N C00P C00D 174.5(2) . . . . ?
C00J C00N C00P C00I -5.2(3) . . . . ?
C00J C00Q C00T C00I -3.8(4) . . . . ?
C00L N002 C006 C004 176.63(18) . . . . ?
C00L N002 C006 C00B -2.8(3) . . . . ?
C00L N002 C007 O001 0.0(3) . . . . ?
C00L N002 C007 N003 179.51(17) . . . . ?
C00M C00E C00H C00K -1.6(3) . . . . ?
C00M C00S C00U C00K -0.3(4) . . . . ?
C00N C00F C00G C00B -177.3(2) . . . . ?
C00N C00J C00Q C00T 0.9(4) . . . . ?
C00O N003 C007 O001 0.7(3) . . . . ?
C00O N003 C007 N002 -178.83(18) . . . . ?
C00O N003 C008 C004 175.79(19) . . . . ?
C00O N003 C008 C00C -3.5(3) . . . . ?
C00P C00D C00V C00W -0.8(4) . . . . ?
C00P C00I C00R C00W -1.8(4) . . . . ?
C00P C00I C00T C00Q 2.1(4) . . . . ?
C00Q C00J C00N C00F 179.5(2) . . . . ?
C00Q C00J C00N C00P 3.7(4) . . . . ?
C00R C00I C00P C00D 3.4(3) . . . . ?
C00R C00I C00P C00N -176.9(2) . . . . ?
C00R C00I C00T C00Q -178.6(2) . . . . ?
C00T C00I C00P C00D -177.3(2) . . . . ?
C00T C00I C00P C00N 2.5(3) . . . . ?
C00T C00I C00R C00W 178.8(2) . . . . ?
C00V C00D C00P C00I -2.2(3) . . . . ?
C00V C00D C00P C00N 178.1(2) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.591 0.500 0.000 249.2 46.3 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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 2.432
_oxdiff_exptl_absorpt_empirical_full_min 0.504
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_d_3_autored
_database_code_depnum_ccdc_archive 'CCDC 2391756'
loop_
_audit_author_name
_audit_author_address
'Oleg P. Demidov'
;North Caucasus Federal University
Russia
;
_audit_update_record             
;
2024-10-17 deposited with the CCDC.	2024-12-03 downloaded from the CCDC.
;
_audit_creation_date             2021-12-18
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
1,3-Dimethyl-6,7-diphenyl-1H-perimidin-2(3H)-one
_chemical_formula_moiety         'C25 H20 N2 O'
_chemical_formula_sum            'C25 H20 N2 O'
_chemical_formula_weight         364.43
_chemical_melting_point          510-512
_chemical_oxdiff_formula         'C25 H20 N2 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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   19.1969(2)
_cell_length_b                   7.43360(10)
_cell_length_c                   26.0222(4)
_cell_angle_alpha                90
_cell_angle_beta                 102.4300(10)
_cell_angle_gamma                90
_cell_volume                     3626.38(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8316
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      75.6670
_cell_measurement_theta_min      3.4270
_shelx_estimated_absorpt_T_max   0.967
_shelx_estimated_absorpt_T_min   0.841
_exptl_absorpt_coefficient_mu    0.642
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.636
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
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    1.335
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1536
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-5 0 17 0.0536
12 -1 -4 0.1045
-5 1 16 0.0502
2 -1 -16 0.0540
-1 4 11 0.0807
3 -4 -11 0.0816
2 4 6 0.1045
-12 1 3 0.1159
0 5 -4 0.1111
-12 -1 5 0.1244
3 -5 3 0.0961
4 4 -5 0.1089
-3 -2 16 0.0712
3 2 -16 0.0828
1 -3 -14 0.0750
-9 3 3 0.1144
0 0 -16 0.0342
0 0 16 0.0190

_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.218
_exptl_crystal_size_min          0.053
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-4.8851 -0.0058 16.6057 0.4427 -0.8116 0.3812
12.2143 -0.9413 -3.6546 -0.0064 0.0070 -1.0000
-4.5225 1.3726 15.9583 0.6634 -0.6271 0.4083
1.5354 -1.2235 -16.2794 -0.7161 0.6778 -0.1668
-1.3106 3.7049 10.8041 0.9601 -0.1249 0.2502
3.3722 -3.6538 -10.7826 -0.9042 0.1172 -0.4107
2.3270 4.3550 5.7218 0.9830 0.1831 -0.0092
-12.1948 0.9784 3.4726 0.0070 0.0063 1.0000
-0.2939 4.7012 -3.6116 0.6715 0.7096 0.2134
-12.3479 -0.5530 4.6850 -0.2161 -0.2252 0.9500
2.8090 -4.5889 2.6576 -0.6275 -0.6638 -0.4069
3.7435 4.4725 -4.8201 0.6834 0.7211 -0.1138
-3.0329 -1.6514 15.8647 0.1802 -0.9690 0.1690
3.0402 1.6506 -15.8652 -0.1802 0.9689 -0.1696
0.7682 -2.5693 -14.1518 -0.8911 0.4244 -0.1610
-8.6237 3.4713 3.2903 0.5049 0.2727 0.8189
-0.1166 -0.0907 -16.4655 -0.5672 0.8236 0.0092
0.1166 0.0907 16.4655 0.5672 -0.8236 -0.0092

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0225
_diffrn_reflns_av_unetI/netI     0.0153
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            19330
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.100
_diffrn_reflns_theta_min         3.478
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2529
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -129.00  47.00   1.00    4.90    --  -40.82   0.00-120.00  176
  2  ω    -87.00  -6.00   1.00    4.90    --  -40.82 125.00  60.00   81
  3  ω     27.00  97.00   1.00    4.90    --   40.82-125.00   0.00   70
  4  ω     36.00 109.00   1.00   19.60    --  112.00-111.00  60.00   73
  5  ω    104.00 178.00   1.00   19.60    --  112.00 111.00-180.00   74
  6  ω     36.00 109.00   1.00   19.60    --  112.00-111.00 120.00   73
  7  ω     36.00 109.00   1.00   19.60    --  112.00-111.00 -90.00   73
  8  ω    104.00 178.00   1.00   19.60    --  112.00 111.00  30.00   74
  9  ω     30.00 106.00   1.00   19.60    --  112.00 -95.00 150.00   76
 10  ω     61.00 146.00   1.00   19.60    --  112.00 178.00  30.00   85
 11  ω     36.00 109.00   1.00   19.60    --  112.00-111.00  90.00   73
 12  ω     61.00 146.00   1.00   19.60    --  112.00 178.00  90.00   85
 13  ω     40.00 141.00   1.00   19.60    --  112.00 -61.00  18.62  101
 14  ω     36.00 140.00   1.00   19.60    --  112.00 -30.00  60.00  104
 15  ω     30.00 106.00   1.00   19.60    --  112.00 -95.00 -60.00   76
 16  ω     36.00 145.00   1.00   19.60    --  112.00 -77.00   0.00  109
 17  ω     30.00 106.00   1.00   19.60    --  112.00 -95.00   0.00   76
 18  ω     59.00 178.00   1.00   19.60    --  112.00  15.00 -90.00  119
 19  ω    104.00 178.00   1.00   19.60    --  112.00 111.00-120.00   74
 20  ω     36.00 139.00   1.00   19.60    --  112.00 -31.00-141.83  103
 21  ω   -113.00 -50.00   1.00    4.90    --  -40.82 -57.00  90.00   63
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0225473000
_diffrn_orient_matrix_UB_12      0.1698636000
_diffrn_orient_matrix_UB_13      0.0333495000
_diffrn_orient_matrix_UB_21      -0.0059589000
_diffrn_orient_matrix_UB_22      0.1117068000
_diffrn_orient_matrix_UB_23      -0.0505906000
_diffrn_orient_matrix_UB_31      -0.0788281000
_diffrn_orient_matrix_UB_32      0.0402972000
_diffrn_orient_matrix_UB_33      -0.0002203000
_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              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3169
_reflns_number_total             3775
_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 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.199
_refine_diff_density_min         -0.166
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         3775
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0418
_refine_ls_restrained_S_all      1.053
_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)+(0.0636P)²+1.1812P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1153
_refine_ls_wR_factor_ref         0.1218
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C11(H11), C21(H21), C10(H10), C19(H19), C25(H25), C24(H24),
 C15(H15), C22(H22), C18(H18), C23(H23), C17(H17), C16(H16)
2.b Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C)
;
_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
N2 N 0.78579(6) 0.51570(15) 0.48069(4) 0.0435(3) Uani 1 1 d . . . . .
O1 O 0.89824(6) 0.50065(18) 0.46698(5) 0.0653(3) Uani 1 1 d . . . . .
N1 N 0.88023(6) 0.41409(16) 0.54689(5) 0.0459(3) Uani 1 1 d . . . . .
C8 C 0.71256(6) 0.39422(16) 0.59866(5) 0.0356(3) Uani 1 1 d . . . . .
C3 C 0.76104(6) 0.42174(15) 0.56429(5) 0.0353(3) Uani 1 1 d . . . . .
C2 C 0.73622(7) 0.48620(16) 0.51214(5) 0.0385(3) Uani 1 1 d . . . . .
C4 C 0.83495(6) 0.38482(17) 0.58169(5) 0.0387(3) Uani 1 1 d . . . . .
C9 C 0.63961(6) 0.44726(17) 0.57932(5) 0.0401(3) Uani 1 1 d . . . . .
C7 C 0.74070(6) 0.31636(17) 0.64946(5) 0.0391(3) Uani 1 1 d . . . . .
C20 C 0.58465(6) 0.45329(18) 0.61202(5) 0.0429(3) Uani 1 1 d . . . . .
C14 C 0.69735(7) 0.25465(18) 0.68743(5) 0.0429(3) Uani 1 1 d . . . . .
C1 C 0.85739(7) 0.47758(19) 0.49636(6) 0.0463(3) Uani 1 1 d . . . . .
C5 C 0.86040(7) 0.3210(2) 0.63162(5) 0.0466(3) Uani 1 1 d . . . . .
H5 H 0.908998 0.301037 0.643717 0.056 Uiso 1 1 calc R U . . .
C6 C 0.81290(7) 0.2861(2) 0.66420(5) 0.0456(3) Uani 1 1 d . . . . .
H6 H 0.831063 0.239893 0.697612 0.055 Uiso 1 1 calc R U . . .
C11 C 0.66509(7) 0.5210(2) 0.49401(5) 0.0479(3) Uani 1 1 d . . . . .
H11 H 0.647962 0.556099 0.459284 0.057 Uiso 1 1 calc R U . . .
C21 C 0.59285(8) 0.5619(2) 0.65623(6) 0.0497(3) Uani 1 1 d . . . . .
H21 H 0.633372 0.633188 0.665846 0.060 Uiso 1 1 calc R U . . .
C10 C 0.61857(7) 0.5033(2) 0.52824(5) 0.0486(3) Uani 1 1 d . . . . .
H10 H 0.570706 0.531150 0.515637 0.058 Uiso 1 1 calc R U . . .
C19 C 0.64216(7) 0.13112(19) 0.67318(6) 0.0481(3) Uani 1 1 d . . . . .
H19 H 0.631204 0.085438 0.639120 0.058 Uiso 1 1 calc R U . . .
C12 C 0.76115(9) 0.5887(2) 0.42782(5) 0.0524(3) Uani 1 1 d . . . . .
H12A H 0.731462 0.501783 0.406178 0.079 Uiso 1 1 calc R U . . .
H12B H 0.801517 0.615903 0.412894 0.079 Uiso 1 1 calc R U . . .
H12C H 0.734262 0.696590 0.429609 0.079 Uiso 1 1 calc R U . . .
C25 C 0.52208(7) 0.3529(2) 0.59720(6) 0.0507(3) Uani 1 1 d . . . . .
H25 H 0.514653 0.283420 0.566779 0.061 Uiso 1 1 calc R U . . .
C24 C 0.47093(8) 0.3561(2) 0.62757(7) 0.0597(4) Uani 1 1 d . . . . .
H24 H 0.429757 0.287316 0.617739 0.072 Uiso 1 1 calc R U . . .
C15 C 0.71453(8) 0.3148(2) 0.73938(6) 0.0545(4) Uani 1 1 d . . . . .
H15 H 0.752192 0.394659 0.749854 0.065 Uiso 1 1 calc R U . . .
C22 C 0.54137(9) 0.5654(2) 0.68625(7) 0.0589(4) Uani 1 1 d . . . . .
H22 H 0.547641 0.638347 0.715917 0.071 Uiso 1 1 calc R U . . .
C18 C 0.60347(9) 0.0759(2) 0.70955(7) 0.0606(4) Uani 1 1 d . . . . .
H18 H 0.566055 -0.004972 0.699485 0.073 Uiso 1 1 calc R U . . .
C13 C 0.95551(7) 0.3643(3) 0.56374(7) 0.0604(4) Uani 1 1 d . . . . .
H13A H 0.976988 0.433137 0.594255 0.091 Uiso 1 1 calc R U . . .
H13B H 0.979736 0.388598 0.535839 0.091 Uiso 1 1 calc R U . . .
H13C H 0.959143 0.238427 0.572179 0.091 Uiso 1 1 calc R U . . .
C23 C 0.48085(9) 0.4609(3) 0.67226(7) 0.0632(4) Uani 1 1 d . . . . .
H23 H 0.446872 0.461223 0.692906 0.076 Uiso 1 1 calc R U . . .
C17 C 0.61975(10) 0.1393(3) 0.76038(7) 0.0678(5) Uani 1 1 d . . . . .
H17 H 0.592926 0.103278 0.784360 0.081 Uiso 1 1 calc R U . . .
C16 C 0.67596(10) 0.2564(3) 0.77558(6) 0.0665(5) Uani 1 1 d . . . . .
H16 H 0.688107 0.296571 0.810208 0.080 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
N2 C2 1.3997(16) . ?
N2 C1 1.3764(19) . ?
N2 C12 1.4599(18) . ?
O1 C1 1.2195(16) . ?
N1 C4 1.4008(16) . ?
N1 C1 1.3768(19) . ?
N1 C13 1.4645(18) . ?
C8 C3 1.4375(16) . ?
C8 C9 1.4375(16) . ?
C8 C7 1.4377(17) . ?
C3 C2 1.4211(17) . ?
C3 C4 1.4202(17) . ?
C2 C11 1.3699(19) . ?
C4 C5 1.3705(19) . ?
C9 C20 1.4920(17) . ?
C9 C10 1.3683(19) . ?
C7 C14 1.4945(17) . ?
C7 C6 1.3748(18) . ?
C20 C21 1.386(2) . ?
C20 C25 1.396(2) . ?
C14 C19 1.391(2) . ?
C14 C15 1.394(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.3967(19) . ?
C6 H6 0.9300 . ?
C11 H11 0.9300 . ?
C11 C10 1.3966(19) . ?
C21 H21 0.9300 . ?
C21 C22 1.386(2) . ?
C10 H10 0.9300 . ?
C19 H19 0.9300 . ?
C19 C18 1.385(2) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C25 H25 0.9300 . ?
C25 C24 1.387(2) . ?
C24 H24 0.9300 . ?
C24 C23 1.379(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.387(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.379(3) . ?
C18 H18 0.9300 . ?
C18 C17 1.375(3) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C23 H23 0.9300 . ?
C17 H17 0.9300 . ?
C17 C16 1.377(3) . ?
C16 H16 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N2 C12 119.09(11) . . ?
C1 N2 C2 123.76(11) . . ?
C1 N2 C12 117.15(11) . . ?
C4 N1 C13 118.48(12) . . ?
C1 N1 C4 123.80(11) . . ?
C1 N1 C13 117.61(12) . . ?
C3 C8 C9 117.10(11) . . ?
C3 C8 C7 117.64(10) . . ?
C9 C8 C7 125.26(11) . . ?
C2 C3 C8 120.87(11) . . ?
C4 C3 C8 120.68(11) . . ?
C4 C3 C2 118.45(11) . . ?
N2 C2 C3 118.73(11) . . ?
C11 C2 N2 121.45(12) . . ?
C11 C2 C3 119.80(11) . . ?
N1 C4 C3 118.70(12) . . ?
C5 C4 N1 121.49(11) . . ?
C5 C4 C3 119.81(11) . . ?
C8 C9 C20 124.32(11) . . ?
C10 C9 C8 119.03(11) . . ?
C10 C9 C20 116.60(11) . . ?
C8 C7 C14 125.38(11) . . ?
C6 C7 C8 118.64(11) . . ?
C6 C7 C14 115.89(11) . . ?
C21 C20 C9 121.52(12) . . ?
C21 C20 C25 118.55(13) . . ?
C25 C20 C9 119.89(13) . . ?
C19 C14 C7 121.80(12) . . ?
C19 C14 C15 118.54(13) . . ?
C15 C14 C7 119.57(13) . . ?
N2 C1 N1 116.49(11) . . ?
O1 C1 N2 121.40(14) . . ?
O1 C1 N1 122.10(13) . . ?
C4 C5 H5 120.2 . . ?
C4 C5 C6 119.58(11) . . ?
C6 C5 H5 120.2 . . ?
C7 C6 C5 123.43(12) . . ?
C7 C6 H6 118.3 . . ?
C5 C6 H6 118.3 . . ?
C2 C11 H11 120.4 . . ?
C2 C11 C10 119.30(12) . . ?
C10 C11 H11 120.4 . . ?
C20 C21 H21 119.6 . . ?
C22 C21 C20 120.75(14) . . ?
C22 C21 H21 119.6 . . ?
C9 C10 C11 123.55(12) . . ?
C9 C10 H10 118.2 . . ?
C11 C10 H10 118.2 . . ?
C14 C19 H19 119.9 . . ?
C18 C19 C14 120.22(14) . . ?
C18 C19 H19 119.9 . . ?
N2 C12 H12A 109.5 . . ?
N2 C12 H12B 109.5 . . ?
N2 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C20 C25 H25 119.8 . . ?
C24 C25 C20 120.38(15) . . ?
C24 C25 H25 119.8 . . ?
C25 C24 H24 119.9 . . ?
C23 C24 C25 120.30(15) . . ?
C23 C24 H24 119.9 . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.59(16) . . ?
C16 C15 H15 119.7 . . ?
C21 C22 H22 119.9 . . ?
C23 C22 C21 120.21(16) . . ?
C23 C22 H22 119.9 . . ?
C19 C18 H18 119.6 . . ?
C17 C18 C19 120.74(16) . . ?
C17 C18 H18 119.6 . . ?
N1 C13 H13A 109.5 . . ?
N1 C13 H13B 109.5 . . ?
N1 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C24 C23 C22 119.74(14) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C18 C17 H17 120.2 . . ?
C18 C17 C16 119.67(14) . . ?
C16 C17 H17 120.2 . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.17(16) . . ?
C17 C16 H16 119.9 . . ?

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
N2 C2 C11 C10 -174.85(13) . . . . ?
N1 C4 C5 C6 -177.12(12) . . . . ?
C8 C3 C2 N2 178.20(10) . . . . ?
C8 C3 C2 C11 -0.67(18) . . . . ?
C8 C3 C4 N1 -179.83(11) . . . . ?
C8 C3 C4 C5 0.51(18) . . . . ?
C8 C9 C20 C21 59.84(18) . . . . ?
C8 C9 C20 C25 -122.48(14) . . . . ?
C8 C9 C10 C11 -3.4(2) . . . . ?
C8 C7 C14 C19 54.90(19) . . . . ?
C8 C7 C14 C15 -128.39(14) . . . . ?
C8 C7 C6 C5 -2.4(2) . . . . ?
C3 C8 C9 C20 -170.83(12) . . . . ?
C3 C8 C9 C10 6.42(18) . . . . ?
C3 C8 C7 C14 -171.18(11) . . . . ?
C3 C8 C7 C6 5.22(18) . . . . ?
C3 C2 C11 C10 4.0(2) . . . . ?
C3 C4 C5 C6 2.5(2) . . . . ?
C2 N2 C1 O1 177.80(13) . . . . ?
C2 N2 C1 N1 -2.81(19) . . . . ?
C2 C3 C4 N1 0.25(17) . . . . ?
C2 C3 C4 C5 -179.41(12) . . . . ?
C2 C11 C10 C9 -2.0(2) . . . . ?
C4 N1 C1 N2 1.0(2) . . . . ?
C4 N1 C1 O1 -179.60(13) . . . . ?
C4 C3 C2 N2 -1.89(17) . . . . ?
C4 C3 C2 C11 179.25(12) . . . . ?
C4 C5 C6 C7 -1.6(2) . . . . ?
C9 C8 C3 C2 -4.52(17) . . . . ?
C9 C8 C3 C4 175.57(11) . . . . ?
C9 C8 C7 C14 8.9(2) . . . . ?
C9 C8 C7 C6 -174.72(12) . . . . ?
C9 C20 C21 C22 -179.79(13) . . . . ?
C9 C20 C25 C24 179.38(13) . . . . ?
C7 C8 C3 C2 175.54(11) . . . . ?
C7 C8 C3 C4 -4.38(17) . . . . ?
C7 C8 C9 C20 9.1(2) . . . . ?
C7 C8 C9 C10 -173.65(13) . . . . ?
C7 C14 C19 C18 179.49(13) . . . . ?
C7 C14 C15 C16 -178.69(14) . . . . ?
C20 C9 C10 C11 174.08(14) . . . . ?
C20 C21 C22 C23 -0.3(2) . . . . ?
C20 C25 C24 C23 1.1(2) . . . . ?
C14 C7 C6 C5 174.35(13) . . . . ?
C14 C19 C18 C17 -1.2(2) . . . . ?
C14 C15 C16 C17 -0.5(3) . . . . ?
C1 N2 C2 C3 3.31(19) . . . . ?
C1 N2 C2 C11 -177.84(13) . . . . ?
C1 N1 C4 C3 0.20(19) . . . . ?
C1 N1 C4 C5 179.86(13) . . . . ?
C6 C7 C14 C19 -121.59(14) . . . . ?
C6 C7 C14 C15 55.12(18) . . . . ?
C21 C20 C25 C24 -2.9(2) . . . . ?
C21 C22 C23 C24 -1.5(2) . . . . ?
C10 C9 C20 C21 -117.47(15) . . . . ?
C10 C9 C20 C25 60.21(18) . . . . ?
C19 C14 C15 C16 -1.9(2) . . . . ?
C19 C18 C17 C16 -1.2(3) . . . . ?
C12 N2 C2 C3 -177.56(11) . . . . ?
C12 N2 C2 C11 1.29(19) . . . . ?
C12 N2 C1 O1 -1.4(2) . . . . ?
C12 N2 C1 N1 178.04(12) . . . . ?
C25 C20 C21 C22 2.5(2) . . . . ?
C25 C24 C23 C22 1.2(2) . . . . ?
C15 C14 C19 C18 2.7(2) . . . . ?
C18 C17 C16 C15 2.1(3) . . . . ?
C13 N1 C4 C3 -175.89(12) . . . . ?
C13 N1 C4 C5 3.8(2) . . . . ?
C13 N1 C1 N2 177.13(13) . . . . ?
C13 N1 C1 O1 -3.5(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 1.267
_oxdiff_exptl_absorpt_empirical_full_min 0.768
_exptl_crystal_preparation       Luminescent
