# Supplementary Information (SI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2026

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

data_tpacn_rt_auto
_database_code_depnum_ccdc_archive 'CCDC 2484579'
loop_
_audit_author_name
_audit_author_address
'Gediminas Kreiza'
;Vilnius University
Lithuania
;
_audit_update_record             
;
2025-09-02 deposited with the CCDC.	2025-12-14 downloaded from the CCDC.
;
_audit_creation_date             2025-07-09
_audit_creation_method           
;
Olex2 1.5-ac6-020
(compiled 2024.02.14 svn.r2f8d729c for Rigaku Oxford Diffraction, GUI svn.r6966)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H20 N4 O, C4 H8 O'
_chemical_formula_sum            'C35 H28 N4 O2'
_chemical_formula_weight         536.61
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C O H N'
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                   10.8462(2)
_cell_length_b                   11.5602(3)
_cell_length_c                   12.1304(3)
_cell_angle_alpha                80.864(2)
_cell_angle_beta                 75.689(2)
_cell_angle_gamma                74.009(2)
_cell_volume                     1410.01(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8205
_cell_measurement_temperature    296.2(7)
_cell_measurement_theta_max      76.5290
_cell_measurement_theta_min      3.7770
_shelx_estimated_absorpt_T_max   0.899
_shelx_estimated_absorpt_T_min   0.611
_exptl_absorpt_coefficient_mu    0.633
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.382
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.118a (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            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             564
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.2042
-7 -3 0 0.4072
0 -7 0 0.0804
0 7 0 0.0899
5 6 0 0.3316
0 -7 1 0.0877
-2 6 -1 0.1343
3 7 -1 0.1888
2 -3 6 0.1828
4 -2 6 0.2069
2 4 -5 0.2422
0 -4 6 0.2114
1 5 7 0.2160
5 5 5 0.2464
-2 -5 -7 0.1980
-1 3 6 0.2448
0 7 2 0.1215
-1 7 2 0.1467
3 7 2 0.1605
-4 4 -4 0.1791
1 6 -4 0.1665
-2 5 -4 0.1337
-3 -6 -6 0.2061

_exptl_crystal_size_max          0.864
_exptl_crystal_size_mid          0.47
_exptl_crystal_size_min          0.171
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
0.0002 -0.0002 -0.9991 -0.1237 -0.0204 0.0400
-6.6264 -2.7875 0.4890 0.0138 -0.0004 -0.9999
0.0522 -7.1402 0.2365 -0.0774 0.9856 -0.1503
-0.0824 7.1322 -0.2350 0.0774 -0.9863 0.1459
5.4853 5.5564 -0.4024 0.0374 -0.4445 0.8950
-0.0327 -7.0205 1.0558 0.0257 0.9810 -0.1924
-1.9117 6.2956 -0.9663 -0.0270 -0.9949 -0.0969
3.0077 6.9665 -1.0176 -0.0195 -0.7968 0.6040
2.1819 -2.8279 6.4742 0.7607 0.6489 -0.0143
4.2379 -1.7644 6.0325 0.7235 0.6159 0.3117
1.9904 3.9150 -5.4911 -0.6196 -0.5308 0.5783
-0.0877 -3.5781 6.2181 0.7161 0.6121 -0.3355
0.9986 4.5835 6.7265 0.9018 -0.4307 -0.0354
5.1086 5.4306 5.0078 0.7049 -0.3387 0.6232
-1.8371 -4.9260 -6.6527 -0.8984 0.4295 -0.0914
-1.2447 3.3505 6.4069 0.8421 -0.4012 -0.3605
0.0247 7.0805 2.2250 0.3812 -0.9225 0.0611
-1.1686 6.5374 2.2857 0.3797 -0.9175 -0.1187
2.6239 7.4521 1.8374 0.3408 -0.8275 0.4462
-3.8437 4.0634 -3.7841 -0.4106 -0.8613 -0.2993
1.2797 5.8514 -3.8290 -0.3855 -0.8039 0.4529
-1.6230 5.2663 -4.1058 -0.4307 -0.9012 0.0477
-2.9915 -5.8029 -5.8482 -0.8128 0.4978 -0.3025

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_av_unetI/netI     0.0307
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            15492
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.309
_diffrn_reflns_theta_min         3.779
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      296.2(7)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -90.00 -14.00   0.50    1.00    --  -48.83 125.00  30.00  152
  2  ω     -8.00  26.00   0.50    1.00    --  -48.83  19.00-150.00   68
  3  ω    -19.00  13.00   0.50    1.00    --   48.83 -19.00-120.00   64
  4  ω     44.00 121.00   0.50    1.00    --   48.83  37.00 -60.00  154
  5  ω    -23.00  10.00   0.50    1.00    --   48.83 -19.00  30.00   66
  6  ω    -15.00  63.00   0.50    1.00    --   48.83 -57.00 150.00  156
  7  ω     11.00  37.00   0.50    1.00    --   48.83 -37.00  90.00   52
  8  ω    -19.00  14.00   0.50    1.00    --   48.83 -19.00-180.00   66
  9  ω   -175.00 -99.00   0.50    4.00    -- -105.10 -19.00-120.00  152
 10  ω    -97.00 -39.00   0.50    4.00    -- -105.10 125.00  60.00  116
 11  ω   -168.00 -95.00   0.50    4.00    -- -105.10 -19.00 -90.00  146
 12  ω    -65.00 -40.00   0.50    4.00    -- -105.10  57.00 150.00   50
 13  ω   -176.00-106.00   0.50    4.00    -- -105.10 -37.00-180.00  140
 14  ω    -70.00 -44.00   0.50    4.00    -- -105.10 125.00  30.00   52
 15  ω   -174.00 -98.00   0.50    4.00    -- -105.10 -37.00 150.00  152
 16  ω   -103.00 -76.00   0.50    4.00    -- -105.10 125.00  30.00   54
 17  ω    -62.00 -35.00   0.50    4.00    -- -105.10  57.00 -30.00   54
 18  ω   -120.00 -43.00   0.50    4.00    -- -105.10  77.00  60.00  154
 19  ω     34.00  59.00   0.50    4.00    --  105.10 -57.00-150.00   50
 20  ω     61.00 101.00   0.50    4.00    --  105.10 -99.00-120.00   80
 21  ω     78.00 103.00   0.50    4.00    --  105.10 -99.00 150.00   50
 22  ω     36.00  67.00   0.50    4.00    --  105.10 -57.00 150.00   62
 23  ω     39.00  66.00   0.50    4.00    --  105.10 -57.00 -60.00   54
 24  ω     94.00 170.00   0.50    4.00    --  105.10  19.00  30.00  152
 25  ω     75.00 101.00   0.50    4.00    --  105.10-125.00-120.00   52
 26  ω     74.00 106.00   0.50    4.00    --  105.10 -99.00 -90.00   64
 27  ω     43.00  69.00   0.50    4.00    --  105.10-125.00-120.00   52
 28  ω     39.00  91.00   0.50    4.00    --  105.10-125.00-180.00  104
 29  ω     33.00  63.00   0.50    4.00    --  105.10 -57.00   0.00   60
 30  ω     45.00  71.00   0.50    4.00    --  105.10 -99.00 -90.00   52
 31  ω     56.00 106.00   0.50    4.00    --  105.10 -99.00  90.00  100
 32  ω     78.00 106.00   0.50    4.00    --  105.10-100.00 -43.00   56
 33  ω     42.00  67.00   0.50    4.00    --  105.10-100.00 -43.00   50
 34  ω     34.00  67.00   0.50    4.00    --  105.10 -57.00-180.00   66
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0007663000
_diffrn_orient_matrix_UB_12      0.0149449000
_diffrn_orient_matrix_UB_13      0.1237684000
_diffrn_orient_matrix_UB_21      0.0591690000
_diffrn_orient_matrix_UB_22      -0.1369252000
_diffrn_orient_matrix_UB_23      0.0204840000
_diffrn_orient_matrix_UB_31      0.1392166000
_diffrn_orient_matrix_UB_32      0.0207385000
_diffrn_orient_matrix_UB_33      -0.0400602000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4762
_reflns_number_total             5742
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.118a (Rigaku OD, 2024)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.118a 64-bit (release 27-03-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.118a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5-ac6-020 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac6-020 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.195
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.032
_refine_ls_extinction_coef       0.0020(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     408
_refine_ls_number_reflns         5742
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0557
_refine_ls_R_factor_gt           0.0468
_refine_ls_restrained_S_all      1.056
_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)+(0.0580P)²+0.3285P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1263
_refine_ls_wR_factor_ref         0.1322
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2. Restrained distances
 O39-C38 \\sim O39-C38A
 with sigma of 0.02
 O39-C40 \\sim O39-C40A
 with sigma of 0.02
 C38-C37 \\sim C38A-C37A
 with sigma of 0.02
 C41-C37 \\sim C41A-C37A
 with sigma of 0.02
 C41-C40 \\sim C41A-C40A
 with sigma of 0.02
 O39-C41 \\sim O39-C41A
 with sigma of 0.04
 O39-C37 \\sim O39-C37A
 with sigma of 0.04
 C38-C41 \\sim C38A-C41A
 with sigma of 0.04
 C37-C40 \\sim C37A-C40A
 with sigma of 0.04
3. Others
 Sof(C41A)=Sof(H41C)=Sof(H41D)=Sof(C40A)=Sof(H40C)=Sof(H40D)=Sof(C37A)=
 Sof(H37C)=Sof(H37D)=Sof(C38A)=Sof(H38C)=Sof(H38D)=1-FVAR(1)
 Sof(C38)=Sof(H38A)=Sof(H38B)=Sof(C41)=Sof(H41A)=Sof(H41B)=Sof(C37)=Sof(H37A)=
 Sof(H37B)=Sof(C40)=Sof(H40A)=Sof(H40B)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C38(H38A,H38B), C41(H41A,H41B), C37(H37A,H37B), C40(H40A,H40B), C41A(H41C,
 H41D), C40A(H40C,H40D), C37A(H37C,H37D), C38A(H38C,H38D)
4.b Aromatic/amide H refined with riding coordinates:
 N6(H), C12(HA), C17(HB), C19(HC), C16(HD), C2(HE), C20(HF), C11(HG), C33(HH),
 C8(HI), C27(HJ), C9(HK), C29(HL), C23(HM), C32(HN), C30(HO), C31(HP), C26(HQ),
 C24(HR), C25(HS)
;
_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
O34 O 0.35659(11) 0.56345(13) 0.07962(10) 0.0655(4) Uani 1 1 d . . . . .
N6 N 0.55108(11) 0.52988(12) 0.13241(10) 0.0466(3) Uani 1 1 d . . . . .
H H 0.590689 0.494777 0.071366 0.056 Uiso 1 1 calc R U . . .
N21 N 0.18942(11) 0.91511(13) 0.71197(11) 0.0520(3) Uani 1 1 d . . . . .
C15 C 0.25107(13) 0.84468(14) 0.61959(12) 0.0448(3) Uani 1 1 d . . . . .
C22 C 0.05028(13) 0.95154(14) 0.74408(12) 0.0424(3) Uani 1 1 d . . . . .
C3 C 0.42797(14) 0.64380(14) 0.32777(12) 0.0429(3) Uani 1 1 d . . . . .
N36 N 0.10402(14) 0.70321(16) 0.27816(15) 0.0696(4) Uani 1 1 d . . . . .
C4 C 0.35500(14) 0.63050(14) 0.25395(12) 0.0436(3) Uani 1 1 d . . . . .
C28 C 0.26443(13) 0.96611(15) 0.76323(12) 0.0445(3) Uani 1 1 d . . . . .
C18 C 0.36779(13) 0.70910(14) 0.43097(12) 0.0433(3) Uani 1 1 d . . . . .
C12 C 0.82145(15) 0.39257(14) 0.10094(13) 0.0480(3) Uani 1 1 d . . . . .
HA H 0.765581 0.364192 0.070851 0.058 Uiso 1 1 calc R U . . .
C1 C 0.62609(14) 0.53838(13) 0.20465(12) 0.0425(3) Uani 1 1 d . . . . .
C7 C 0.76929(14) 0.48427(13) 0.17386(12) 0.0431(3) Uani 1 1 d . . . . .
C17 C 0.42287(14) 0.79658(15) 0.45238(13) 0.0484(4) Uani 1 1 d . . . . .
HB H 0.500028 0.809545 0.404083 0.058 Uiso 1 1 calc R U . . .
C19 C 0.25509(15) 0.68822(14) 0.50755(12) 0.0472(3) Uani 1 1 d . . . . .
HC H 0.217336 0.629428 0.495573 0.057 Uiso 1 1 calc R U . . .
C16 C 0.36486(14) 0.86444(15) 0.54413(13) 0.0492(4) Uani 1 1 d . . . . .
HD H 0.402057 0.923839 0.555663 0.059 Uiso 1 1 calc R U . . .
C2 C 0.56562(14) 0.59515(14) 0.30168(12) 0.0457(3) Uani 1 1 d . . . . .
HE H 0.615773 0.601901 0.351324 0.055 Uiso 1 1 calc R U . . .
C5 C 0.41737(14) 0.57305(15) 0.14977(12) 0.0471(3) Uani 1 1 d . . . . .
C20 C 0.19889(15) 0.75384(15) 0.60098(12) 0.0476(4) Uani 1 1 d . . . . .
HF H 0.125132 0.737114 0.652209 0.057 Uiso 1 1 calc R U . . .
C35 C 0.21509(15) 0.67388(15) 0.26993(13) 0.0490(4) Uani 1 1 d . . . . .
C11 C 0.95500(15) 0.34362(15) 0.07308(14) 0.0507(4) Uani 1 1 d . . . . .
HG H 0.988644 0.282823 0.024058 0.061 Uiso 1 1 calc R U . . .
C10 C 1.03939(14) 0.38453(14) 0.11775(13) 0.0487(4) Uani 1 1 d . . . . .
C33 C 0.22665(15) 1.08804(15) 0.77893(13) 0.0508(4) Uani 1 1 d . . . . .
HH H 0.153558 1.137727 0.753735 0.061 Uiso 1 1 calc R U . . .
C8 C 0.85555(15) 0.52481(15) 0.21791(14) 0.0514(4) Uani 1 1 d . . . . .
HI H 0.822335 0.585732 0.266810 0.062 Uiso 1 1 calc R U . . .
C27 C -0.01076(16) 0.96250(16) 0.85777(14) 0.0541(4) Uani 1 1 d . . . . .
HJ H 0.039253 0.943720 0.913321 0.065 Uiso 1 1 calc R U . . .
C9 C 0.98907(15) 0.47604(15) 0.19012(15) 0.0541(4) Uani 1 1 d . . . . .
HK H 1.045355 0.504351 0.219757 0.065 Uiso 1 1 calc R U . . .
C29 C 0.37366(15) 0.89367(17) 0.80048(15) 0.0583(4) Uani 1 1 d . . . . .
HL H 0.399224 0.811512 0.791209 0.070 Uiso 1 1 calc R U . . .
N14 N 1.28977(15) 0.29362(17) 0.06228(17) 0.0780(5) Uani 1 1 d . . . . .
C13 C 1.17928(16) 0.33370(16) 0.08704(16) 0.0577(4) Uani 1 1 d . . . . .
C23 C -0.02583(16) 0.97871(17) 0.66312(15) 0.0564(4) Uani 1 1 d . . . . .
HM H 0.014074 0.972699 0.586311 0.068 Uiso 1 1 calc R U . . .
C32 C 0.29782(17) 1.13558(17) 0.83211(15) 0.0595(4) Uani 1 1 d . . . . .
HN H 0.271306 1.217181 0.843684 0.071 Uiso 1 1 calc R U . . .
C30 C 0.44534(16) 0.9439(2) 0.85191(16) 0.0690(5) Uani 1 1 d . . . . .
HO H 0.519946 0.895408 0.875539 0.083 Uiso 1 1 calc R U . . .
C31 C 0.40676(16) 1.0642(2) 0.86795(16) 0.0659(5) Uani 1 1 d . . . . .
HP H 0.454442 1.097300 0.903073 0.079 Uiso 1 1 calc R U . . .
C26 C -0.14544(18) 1.0012(2) 0.88885(18) 0.0704(5) Uani 1 1 d . . . . .
HQ H -0.185734 1.010398 0.965161 0.084 Uiso 1 1 calc R U . . .
C24 C -0.16053(18) 1.01465(18) 0.6955(2) 0.0705(5) Uani 1 1 d . . . . .
HR H -0.211308 1.031259 0.640686 0.085 Uiso 1 1 calc R U . . .
C25 C -0.22024(17) 1.0261(2) 0.8085(2) 0.0764(6) Uani 1 1 d . . . . .
HS H -0.311238 1.050718 0.830170 0.092 Uiso 1 1 calc R U . . .
O39 O -0.2482(3) 0.6040(2) 0.5322(3) 0.1492(10) Uani 1 1 d D . . . .
C38 C -0.3266(3) 0.6657(3) 0.6233(4) 0.0816(12) Uani 0.753(8) 1 d D . P A 1
H38A H -0.309031 0.621858 0.695103 0.098 Uiso 0.753(8) 1 calc R U P A 1
H38B H -0.418727 0.677311 0.623703 0.098 Uiso 0.753(8) 1 calc R U P A 1
C41 C -0.1529(7) 0.7529(6) 0.5463(7) 0.117(3) Uani 0.753(8) 1 d D . P A 1
H41A H -0.135104 0.814843 0.484866 0.141 Uiso 0.753(8) 1 calc R U P A 1
H41B H -0.096734 0.746255 0.599180 0.141 Uiso 0.753(8) 1 calc R U P A 1
C37 C -0.2911(4) 0.7842(4) 0.6053(5) 0.1014(17) Uani 0.753(8) 1 d D . P A 1
H37A H -0.344023 0.843271 0.558422 0.122 Uiso 0.753(8) 1 calc R U P A 1
H37B H -0.301676 0.815575 0.677494 0.122 Uiso 0.753(8) 1 calc R U P A 1
C40 C -0.1286(5) 0.6408(5) 0.5018(6) 0.1172(19) Uani 0.753(8) 1 d D . P A 1
H40A H -0.060987 0.580995 0.533666 0.141 Uiso 0.753(8) 1 calc R U P A 1
H40B H -0.099181 0.649594 0.419281 0.141 Uiso 0.753(8) 1 calc R U P A 1
C41A C -0.191(2) 0.7799(16) 0.5154(13) 0.119(9) Uani 0.247(8) 1 d D . P A 2
H41C H -0.223930 0.863429 0.487388 0.143 Uiso 0.247(8) 1 calc R U P A 2
H41D H -0.096466 0.762503 0.506769 0.143 Uiso 0.247(8) 1 calc R U P A 2
C40A C -0.226(3) 0.7014(15) 0.4628(9) 0.151(10) Uani 0.247(8) 1 d D . P A 2
H40C H -0.305284 0.743097 0.435197 0.182 Uiso 0.247(8) 1 calc R U P A 2
H40D H -0.157183 0.675764 0.397196 0.182 Uiso 0.247(8) 1 calc R U P A 2
C37A C -0.258(4) 0.752(2) 0.6346(13) 0.241(18) Uani 0.247(8) 1 d D . P A 2
H37C H -0.349618 0.794733 0.649694 0.289 Uiso 0.247(8) 1 calc R U P A 2
H37D H -0.215121 0.770019 0.689049 0.289 Uiso 0.247(8) 1 calc R U P A 2
C38A C -0.241(3) 0.619(2) 0.6365(14) 0.241(17) Uani 0.247(8) 1 d D . P A 2
H38C H -0.156133 0.574901 0.652709 0.290 Uiso 0.247(8) 1 calc R U P A 2
H38D H -0.309403 0.592363 0.693865 0.290 Uiso 0.247(8) 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
O34 C5 1.2323(17) . ?
N6 C1 1.3650(18) . ?
N6 C5 1.3712(18) . ?
N21 C15 1.4090(17) . ?
N21 C22 1.4206(17) . ?
N21 C28 1.4237(18) . ?
C15 C16 1.394(2) . ?
C15 C20 1.393(2) . ?
C22 C27 1.383(2) . ?
C22 C23 1.380(2) . ?
C3 C4 1.383(2) . ?
C3 C18 1.4791(18) . ?
C3 C2 1.416(2) . ?
N36 C35 1.141(2) . ?
C4 C5 1.4464(18) . ?
C4 C35 1.435(2) . ?
C28 C33 1.385(2) . ?
C28 C29 1.381(2) . ?
C18 C17 1.393(2) . ?
C18 C19 1.395(2) . ?
C12 C7 1.395(2) . ?
C12 C11 1.378(2) . ?
C1 C7 1.482(2) . ?
C1 C2 1.3685(18) . ?
C7 C8 1.396(2) . ?
C17 C16 1.3817(19) . ?
C19 C20 1.3813(19) . ?
C11 C10 1.386(2) . ?
C10 C9 1.388(2) . ?
C10 C13 1.444(2) . ?
C33 C32 1.381(2) . ?
C8 C9 1.378(2) . ?
C27 C26 1.377(2) . ?
C29 C30 1.391(2) . ?
N14 C13 1.141(2) . ?
C23 C24 1.377(2) . ?
C32 C31 1.367(3) . ?
C30 C31 1.369(3) . ?
C26 C25 1.365(3) . ?
C24 C25 1.374(3) . ?
O39 C38 1.379(4) . ?
O39 C40 1.420(4) . ?
O39 C40A 1.334(11) . ?
O39 C38A 1.330(14) . ?
C38 C37 1.492(5) . ?
C41 C37 1.464(7) . ?
C41 C40 1.415(7) . ?
C41A C40A 1.370(15) . ?
C41A C37A 1.478(15) . ?
C37A C38A 1.487(17) . ?

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
C1 N6 C5 124.97(11) . . ?
C15 N21 C22 120.48(11) . . ?
C15 N21 C28 120.39(11) . . ?
C22 N21 C28 118.46(11) . . ?
C16 C15 N21 121.10(13) . . ?
C20 C15 N21 120.59(13) . . ?
C20 C15 C16 118.31(12) . . ?
C27 C22 N21 119.98(13) . . ?
C23 C22 N21 121.00(13) . . ?
C23 C22 C27 119.01(14) . . ?
C4 C3 C18 122.38(13) . . ?
C4 C3 C2 118.45(12) . . ?
C2 C3 C18 119.15(12) . . ?
C3 C4 C5 121.23(13) . . ?
C3 C4 C35 124.62(12) . . ?
C35 C4 C5 114.12(12) . . ?
C33 C28 N21 120.39(13) . . ?
C29 C28 N21 120.18(15) . . ?
C29 C28 C33 119.41(14) . . ?
C17 C18 C3 119.56(13) . . ?
C17 C18 C19 118.11(12) . . ?
C19 C18 C3 122.32(13) . . ?
C11 C12 C7 120.62(14) . . ?
N6 C1 C7 117.86(12) . . ?
N6 C1 C2 118.67(13) . . ?
C2 C1 C7 123.47(13) . . ?
C12 C7 C1 121.49(13) . . ?
C12 C7 C8 118.39(13) . . ?
C8 C7 C1 120.11(13) . . ?
C16 C17 C18 121.15(14) . . ?
C20 C19 C18 120.78(14) . . ?
C17 C16 C15 120.60(14) . . ?
C1 C2 C3 121.12(13) . . ?
O34 C5 N6 121.17(12) . . ?
O34 C5 C4 123.30(13) . . ?
N6 C5 C4 115.52(12) . . ?
C19 C20 C15 120.97(13) . . ?
N36 C35 C4 175.66(16) . . ?
C12 C11 C10 120.34(14) . . ?
C11 C10 C9 119.75(14) . . ?
C11 C10 C13 119.95(14) . . ?
C9 C10 C13 120.29(15) . . ?
C32 C33 C28 119.81(15) . . ?
C9 C8 C7 121.08(14) . . ?
C26 C27 C22 120.15(16) . . ?
C8 C9 C10 119.83(15) . . ?
C28 C29 C30 119.82(17) . . ?
N14 C13 C10 179.7(2) . . ?
C24 C23 C22 120.31(16) . . ?
C31 C32 C33 120.84(17) . . ?
C31 C30 C29 120.41(16) . . ?
C32 C31 C30 119.70(16) . . ?
C25 C26 C27 120.51(18) . . ?
C25 C24 C23 120.27(18) . . ?
C26 C25 C24 119.72(16) . . ?
C38 O39 C40 107.5(3) . . ?
C38A O39 C40A 108.0(8) . . ?
O39 C38 C37 104.9(3) . . ?
C40 C41 C37 107.4(4) . . ?
C41 C37 C38 102.5(4) . . ?
C41 C40 O39 107.3(4) . . ?
C40A C41A C37A 99.5(12) . . ?
O39 C40A C41A 112.7(10) . . ?
C41A C37A C38A 100.3(11) . . ?
O39 C38A C37A 104.7(11) . . ?

_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 1.546
_oxdiff_exptl_absorpt_empirical_full_min 0.669
####################################################################### 
# 
# 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_tpacna_auto
_database_code_depnum_ccdc_archive 'CCDC 2484580'
loop_
_audit_author_name
_audit_author_address
'Gediminas Kreiza'
;Vilnius University
Lithuania
;
_audit_update_record             
;
2025-09-02 deposited with the CCDC.	2025-12-14 downloaded from the CCDC.
;
_audit_creation_date             2025-07-09
_audit_creation_method           
;
Olex2 1.5-ac6-020
(compiled 2024.02.14 svn.r2f8d729c for Rigaku Oxford Diffraction, GUI svn.r6966)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C35 H28 N4 O'
_chemical_formula_sum            'C35 H28 N4 O'
_chemical_formula_weight         520.61
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C O H N'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   13.6359(2)
_cell_length_b                   8.16900(10)
_cell_length_c                   26.2883(4)
_cell_angle_alpha                90
_cell_angle_beta                 103.490(2)
_cell_angle_gamma                90
_cell_volume                     2847.51(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9976
_cell_measurement_temperature    296.88(18)
_cell_measurement_theta_max      76.3690
_cell_measurement_theta_min      3.3430
_shelx_estimated_absorpt_T_max   0.940
_shelx_estimated_absorpt_T_min   0.837
_exptl_absorpt_coefficient_mu    0.584
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.778
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.118a (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            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1096
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
2 0 -1 0.0524
-2 0 1 0.0605
0 1 1 0.1552
2 1 0 0.1196
2 -1 -2 0.1094
0 0 -1 0.0474
0 0 1 0.0597
-5 -1 16 0.0659
-4 -1 -13 0.0513
-8 -2 4 0.0750
3 1 14 0.0665
8 2 -2 0.0819
6 1 -14 0.0569
-4 2 -11 0.0731
8 0 4 0.0594
2 -3 13 0.0702
-6 3 -5 0.0936
-1 -5 8 0.1144
-7 3 7 0.1027
-4 2 15 0.0755
-8 0 11 0.0659
8 -1 -12 0.0640

_exptl_crystal_size_max          0.316
_exptl_crystal_size_mid          0.113
_exptl_crystal_size_min          0.107
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
2.0062 -0.0003 -1.0236 0.0741 -0.0141 -0.2138
-2.0062 0.0003 1.0236 -0.0741 0.0141 0.2138
0.0120 1.0007 0.9660 -0.1751 0.0651 -0.0645
2.0183 1.0004 -0.0576 -0.1010 0.0510 -0.2784
1.9942 -1.0009 -1.9895 0.2492 -0.0792 -0.1493
-0.0004 -0.0001 -0.9983 -0.0026 -0.0601 0.0011
0.0004 0.0001 0.9983 0.0026 0.0601 -0.0011
-5.0212 -0.9666 15.5879 0.0202 0.8131 0.5817
-3.9343 -0.8926 -12.8242 -0.0247 -0.8712 0.4903
-8.3619 -1.7263 4.3813 -0.0013 0.0543 0.9985
3.2086 0.7462 13.8396 0.0256 0.9142 -0.4045
8.2886 1.7261 -1.5761 0.0058 0.1129 -0.9936
6.1679 1.2149 -14.0562 -0.0166 -0.6921 -0.7216
-3.8110 2.3098 -11.4067 -0.5861 -0.7616 0.2764
7.9634 -0.0179 3.6607 0.3172 0.4088 -0.8557
2.0469 -2.7958 12.6512 0.6083 0.7915 -0.0585
-5.9144 3.0776 -5.0756 -0.7868 -0.4251 0.4474
-1.4817 -4.6363 8.2286 0.7895 0.4294 0.4385
-6.5665 3.3047 7.0803 -0.8208 0.2928 0.4904
-4.2310 2.3382 14.5088 -0.5404 0.7889 0.2926
-7.8787 0.3056 11.0540 -0.3271 0.4810 0.8134
7.6713 -0.5058 -11.5840 0.3534 -0.5191 -0.7782

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0696
_diffrn_reflns_av_unetI/netI     0.0735
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            16758
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.991
_diffrn_reflns_theta_min         3.333
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      296.88(18)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -61.00 -13.00   0.50    2.00    --  -48.83  77.00-150.00   96
  2  ω    -34.00  -1.00   0.50    2.00    --  -48.83  77.00 -90.00   66
  3  ω    -70.00  13.00   0.50    2.00    --  -48.83  77.00  60.00  166
  4  ω     40.00 120.00   0.50    2.00    --   48.83  77.00  30.00  160
  5  ω   -108.00 -83.00   0.50    8.00    -- -105.10  77.00-180.00   50
  6  ω   -125.00 -46.00   0.50    8.00    -- -105.10  77.00   0.00  158
  7  ω    -61.00 -35.00   0.50    8.00    -- -105.10  77.00-180.00   52
  8  ω   -125.00 -36.00   0.50    8.00    -- -105.10  77.00-120.00  178
  9  ω   -125.00 -73.00   0.50    8.00    -- -105.10  77.00  90.00  104
 10  ω    144.00 170.00   0.50    8.00    --  105.10  77.00  60.00   52
 11  ω     90.00 144.00   0.50    8.00    --  105.10  77.00-120.00  108
 12  ω     97.00 124.00   0.50    8.00    --  105.10  77.00  60.00   54
 13  ω     85.00 131.00   0.50    8.00    --  105.10  77.00 120.00   92
 14  ω    138.00 176.00   0.50    8.00    --  105.10  77.00 120.00   76
 15  ω    101.00 176.00   0.50    8.00    --  105.10  77.00-180.00  150
 16  ω     86.00 151.00   0.50    8.00    --  105.10  77.00  90.00  130
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0382404000
_diffrn_orient_matrix_UB_12      -0.1779228000
_diffrn_orient_matrix_UB_13      0.0025804000
_diffrn_orient_matrix_UB_21      0.0236794000
_diffrn_orient_matrix_UB_22      0.0066627000
_diffrn_orient_matrix_UB_23      0.0602048000
_diffrn_orient_matrix_UB_31      -0.1071181000
_diffrn_orient_matrix_UB_32      -0.0622056000
_diffrn_orient_matrix_UB_33      -0.0010429000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4975
_reflns_number_total             5829
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.118a (Rigaku OD, 2024)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.118a 64-bit (release 27-03-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.118a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5-ac6-020 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac6-020 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.452
_refine_diff_density_min         -0.481
_refine_diff_density_rms         0.100
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     362
_refine_ls_number_reflns         5829
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0791
_refine_ls_R_factor_gt           0.0705
_refine_ls_restrained_S_all      1.066
_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)+(0.1644P)²+0.2058P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2088
_refine_ls_wR_factor_ref         0.2275
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C35(H35A,H35B), C36(H36A,H36B), C37(H37A,H37B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C8(H8), C12(H12), C11(H11), C27(H27), C19(H19), C9(H9), C30(H30),
 C28(H28), C15(H15), C31(H31), C25(H25), C18(H18), C17(H17), C16(H16), C24(H24),
  C21(H21), C23(H23), C22(H22)
2.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C)
;
_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
O34 O 0.59946(10) 0.8105(2) 0.40999(5) 0.0640(4) Uani 1 1 d . . . . .
N6 N 0.69920(11) 0.74903(18) 0.35317(5) 0.0492(3) Uani 1 1 d . . . . .
N13 N 0.19203(10) 0.7472(2) 0.09339(5) 0.0524(4) Uani 1 1 d . . . . .
C1 C 0.70617(12) 0.7188(2) 0.30370(6) 0.0459(4) Uani 1 1 d . . . . .
C2 C 0.62345(13) 0.7258(2) 0.26151(6) 0.0482(4) Uani 1 1 d . . . . .
H2 H 0.631387 0.705518 0.227892 0.058 Uiso 1 1 calc R U . . .
C3 C 0.52780(12) 0.7634(2) 0.26950(6) 0.0474(4) Uani 1 1 d . . . . .
C7 C 0.27421(12) 0.75342(19) 0.13690(6) 0.0453(4) Uani 1 1 d . . . . .
C4 C 0.52104(13) 0.7941(2) 0.32075(6) 0.0500(4) Uani 1 1 d . . . . .
C14 C 0.09490(12) 0.6949(2) 0.09841(6) 0.0466(4) Uani 1 1 d . . . . .
C8 C 0.27189(12) 0.6686(2) 0.18292(6) 0.0490(4) Uani 1 1 d . . . . .
H8 H 0.215638 0.606133 0.184436 0.059 Uiso 1 1 calc R U . . .
C5 C 0.60992(13) 0.7837(2) 0.36103(6) 0.0504(4) Uani 1 1 d . . . . .
C26 C 0.80807(12) 0.6769(2) 0.29743(6) 0.0470(4) Uani 1 1 d . . . . .
C12 C 0.36100(13) 0.8423(2) 0.13562(6) 0.0491(4) Uani 1 1 d . . . . .
H12 H 0.364052 0.900841 0.105681 0.059 Uiso 1 1 calc R U . . .
C11 C 0.44253(12) 0.8446(2) 0.17830(6) 0.0482(4) Uani 1 1 d . . . . .
H11 H 0.500642 0.900939 0.176071 0.058 Uiso 1 1 calc R U . . .
C10 C 0.43916(12) 0.7639(2) 0.22461(6) 0.0466(4) Uani 1 1 d . . . . .
C20 C 0.20107(13) 0.7940(2) 0.04238(6) 0.0508(4) Uani 1 1 d . . . . .
C27 C 0.89245(13) 0.7360(2) 0.33301(7) 0.0538(4) Uani 1 1 d . . . . .
H27 H 0.884001 0.801699 0.360568 0.065 Uiso 1 1 calc R U . . .
C29 C 1.00166(13) 0.5992(2) 0.28751(7) 0.0544(4) Uani 1 1 d . . . . .
C19 C 0.04867(14) 0.7689(2) 0.13407(7) 0.0565(4) Uani 1 1 d . . . . .
H19 H 0.080943 0.853727 0.155060 0.068 Uiso 1 1 calc R U . . .
C9 C 0.35176(12) 0.6767(2) 0.22591(6) 0.0494(4) Uani 1 1 d . . . . .
H9 H 0.347420 0.622804 0.256479 0.059 Uiso 1 1 calc R U . . .
C30 C 0.91794(14) 0.5379(2) 0.25186(7) 0.0579(4) Uani 1 1 d . . . . .
H30 H 0.926622 0.470131 0.224818 0.069 Uiso 1 1 calc R U . . .
C28 C 0.98873(13) 0.6990(2) 0.32814(7) 0.0563(4) Uani 1 1 d . . . . .
H28 H 1.044523 0.740641 0.351973 0.068 Uiso 1 1 calc R U . . .
C15 C 0.04523(14) 0.5705(2) 0.06712(6) 0.0581(4) Uani 1 1 d . . . . .
H15 H 0.075676 0.520279 0.043008 0.070 Uiso 1 1 calc R U . . .
C31 C 0.82211(13) 0.5773(2) 0.25650(6) 0.0540(4) Uani 1 1 d . . . . .
H31 H 0.766412 0.537231 0.232224 0.065 Uiso 1 1 calc R U . . .
C25 C 0.27476(16) 0.7259(3) 0.02035(7) 0.0620(5) Uani 1 1 d . . . . .
H25 H 0.321082 0.652109 0.039384 0.074 Uiso 1 1 calc R U . . .
C32 C 1.10193(15) 0.5530(3) 0.28413(8) 0.0670(5) Uani 1 1 d . . . . .
C18 C -0.04562(15) 0.7167(3) 0.13848(8) 0.0629(5) Uani 1 1 d . . . . .
H18 H -0.075771 0.765237 0.162988 0.075 Uiso 1 1 calc R U . . .
C17 C -0.09503(14) 0.5937(3) 0.10695(8) 0.0656(5) Uani 1 1 d . . . . .
H17 H -0.158859 0.560405 0.109614 0.079 Uiso 1 1 calc R U . . .
C38 C 0.42917(15) 0.8397(3) 0.33425(7) 0.0625(5) Uani 1 1 d . . . . .
N33 N 1.18159(16) 0.5117(3) 0.28288(10) 0.0935(7) Uani 1 1 d . . . . .
N39 N 0.35661(16) 0.8785(4) 0.34616(8) 0.0939(7) Uani 1 1 d . . . . .
C16 C -0.04919(15) 0.5200(3) 0.07130(7) 0.0683(5) Uani 1 1 d . . . . .
H16 H -0.081974 0.436069 0.050048 0.082 Uiso 1 1 calc R U . . .
C35 C 0.68730(16) 0.7840(3) 0.45190(7) 0.0650(5) Uani 1 1 d . . . . .
H35A H 0.739152 0.863354 0.449800 0.078 Uiso 1 1 calc R U . . .
H35B H 0.714162 0.675221 0.449276 0.078 Uiso 1 1 calc R U . . .
C24 C 0.2790(2) 0.7685(4) -0.03035(8) 0.0817(7) Uani 1 1 d . . . . .
H24 H 0.328445 0.722853 -0.045096 0.098 Uiso 1 1 calc R U . . .
C21 C 0.13458(16) 0.9039(3) 0.01384(9) 0.0738(6) Uani 1 1 d . . . . .
H21 H 0.085513 0.951581 0.028389 0.089 Uiso 1 1 calc R U . . .
C23 C 0.2116(2) 0.8762(4) -0.05857(8) 0.0958(10) Uani 1 1 d . . . . .
H23 H 0.214347 0.902921 -0.092598 0.115 Uiso 1 1 calc R U . . .
C22 C 0.1400(2) 0.9448(4) -0.03683(10) 0.0998(10) Uani 1 1 d . . . . .
H22 H 0.094423 1.019486 -0.055947 0.120 Uiso 1 1 calc R U . . .
C36 C 0.65666(19) 0.8023(4) 0.50268(8) 0.0829(7) Uani 1 1 d . . . . .
H36A H 0.716630 0.795185 0.530954 0.100 Uiso 1 1 calc R U . . .
H36B H 0.628285 0.910678 0.503897 0.100 Uiso 1 1 calc R U . . .
C37 C 0.5842(2) 0.6828(5) 0.51195(12) 0.0988(9) Uani 1 1 d . . . . .
H37A H 0.608498 0.573596 0.507094 0.119 Uiso 1 1 calc R U . . .
H37B H 0.520699 0.698434 0.486640 0.119 Uiso 1 1 calc R U . . .
C6 C 0.5669(3) 0.6978(8) 0.56763(16) 0.164(2) Uani 1 1 d . . . . .
H6A H 0.526629 0.792882 0.569639 0.246 Uiso 1 1 calc R U . . .
H6B H 0.630742 0.707920 0.592310 0.246 Uiso 1 1 calc R U . . .
H6C H 0.532629 0.601971 0.575616 0.246 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
O34 C5 1.3454(19) . ?
O34 C35 1.442(2) . ?
N6 C1 1.349(2) . ?
N6 C5 1.312(2) . ?
N13 C7 1.403(2) . ?
N13 C14 1.427(2) . ?
N13 C20 1.427(2) . ?
C1 C2 1.386(2) . ?
C1 C26 1.477(2) . ?
C2 C3 1.403(2) . ?
C3 C4 1.394(2) . ?
C3 C10 1.479(2) . ?
C7 C8 1.401(2) . ?
C7 C12 1.396(2) . ?
C4 C5 1.414(2) . ?
C4 C38 1.429(3) . ?
C14 C19 1.385(2) . ?
C14 C15 1.381(2) . ?
C8 C9 1.376(2) . ?
C26 C27 1.389(2) . ?
C26 C31 1.398(2) . ?
C12 C11 1.383(2) . ?
C11 C10 1.394(2) . ?
C10 C9 1.396(2) . ?
C20 C25 1.388(3) . ?
C20 C21 1.369(3) . ?
C27 C28 1.382(3) . ?
C29 C30 1.390(3) . ?
C29 C28 1.387(3) . ?
C29 C32 1.441(3) . ?
C19 C18 1.385(3) . ?
C30 C31 1.379(3) . ?
C15 C16 1.381(3) . ?
C25 C24 1.392(3) . ?
C32 N33 1.145(3) . ?
C18 C17 1.375(3) . ?
C17 C16 1.380(3) . ?
C38 N39 1.150(3) . ?
C35 C36 1.496(3) . ?
C24 C23 1.361(4) . ?
C21 C22 1.392(3) . ?
C23 C22 1.361(5) . ?
C36 C37 1.449(4) . ?
C37 C6 1.541(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 O34 C35 116.87(14) . . ?
C5 N6 C1 117.90(13) . . ?
C7 N13 C14 121.16(13) . . ?
C7 N13 C20 121.92(14) . . ?
C14 N13 C20 116.92(12) . . ?
N6 C1 C2 122.46(15) . . ?
N6 C1 C26 115.45(13) . . ?
C2 C1 C26 122.09(14) . . ?
C1 C2 C3 120.05(14) . . ?
C2 C3 C10 119.76(14) . . ?
C4 C3 C2 117.21(14) . . ?
C4 C3 C10 123.00(15) . . ?
C8 C7 N13 120.76(15) . . ?
C12 C7 N13 121.32(14) . . ?
C12 C7 C8 117.92(14) . . ?
C3 C4 C5 118.34(15) . . ?
C3 C4 C38 123.10(15) . . ?
C5 C4 C38 118.53(15) . . ?
C19 C14 N13 120.72(15) . . ?
C15 C14 N13 120.13(15) . . ?
C15 C14 C19 119.15(16) . . ?
C9 C8 C7 120.85(15) . . ?
O34 C5 C4 116.30(15) . . ?
N6 C5 O34 119.66(14) . . ?
N6 C5 C4 124.03(14) . . ?
C27 C26 C1 119.82(14) . . ?
C27 C26 C31 118.70(16) . . ?
C31 C26 C1 121.48(14) . . ?
C11 C12 C7 120.87(14) . . ?
C12 C11 C10 121.19(15) . . ?
C11 C10 C3 120.70(15) . . ?
C11 C10 C9 117.71(14) . . ?
C9 C10 C3 121.49(14) . . ?
C25 C20 N13 120.94(17) . . ?
C21 C20 N13 119.98(18) . . ?
C21 C20 C25 119.05(18) . . ?
C28 C27 C26 121.13(16) . . ?
C30 C29 C32 120.37(17) . . ?
C28 C29 C30 119.93(16) . . ?
C28 C29 C32 119.62(17) . . ?
C14 C19 C18 120.01(18) . . ?
C8 C9 C10 121.38(14) . . ?
C31 C30 C29 120.16(16) . . ?
C27 C28 C29 119.61(16) . . ?
C16 C15 C14 120.62(17) . . ?
C30 C31 C26 120.46(15) . . ?
C20 C25 C24 119.7(2) . . ?
N33 C32 C29 177.4(2) . . ?
C17 C18 C19 120.57(18) . . ?
C18 C17 C16 119.51(17) . . ?
N39 C38 C4 178.3(2) . . ?
C17 C16 C15 120.14(19) . . ?
O34 C35 C36 108.16(17) . . ?
C23 C24 C25 120.6(2) . . ?
C20 C21 C22 120.4(2) . . ?
C24 C23 C22 119.79(19) . . ?
C23 C22 C21 120.4(2) . . ?
C37 C36 C35 115.2(2) . . ?
C36 C37 C6 111.6(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.834
_oxdiff_exptl_absorpt_empirical_full_min 0.360
