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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_sgrp_pc_382_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2292898'
loop_
_audit_author_name
_audit_author_address
'Subhash Chandra Ghosh'
;Central Salt and Marine Chemicals Research Institute
India
;
_audit_update_record             
;
2023-09-05 deposited with the CCDC.	2025-06-30 downloaded from the CCDC.
;
_audit_creation_date             2023-08-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H23 N3 O2'
_chemical_formula_sum            'C29 H23 N3 O2'
_chemical_formula_weight         445.50
_chemical_absolute_configuration .
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.6874(5)
_cell_length_b                   7.3297(3)
_cell_length_c                   15.2220(7)
_cell_angle_alpha                90
_cell_angle_beta                 100.470(2)
_cell_angle_gamma                90
_cell_volume                     1282.28(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9960
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      24.655
_cell_measurement_theta_min      2.422
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.985
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6569
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1069 before and 0.0680 after correction. The Ratio of minimum to maximum transmission is 0.8812. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.154
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             468
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0596
_diffrn_reflns_av_unetI/netI     0.0284
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            43802
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.028
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.843
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                4027
_reflns_number_total             4510
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.098
_refine_diff_density_min         -0.131
_refine_diff_density_rms         0.027
_refine_ls_abs_structure_details 
;
 Flack x determined using 1724 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.4(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     310
_refine_ls_number_reflns         4510
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0391
_refine_ls_R_factor_gt           0.0330
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0500P)²+0.1030P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0884
_refine_ls_wR_factor_ref         0.0931
_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:
 C14(H14A,H14B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C10(H10), C18(H18), C19(H19), C20(H20), C21(H21), C22(H22),
 C24(H24), C25(H25), C26(H26), C28(H28)
2.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C29(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.21777(14) 0.3794(2) 0.39043(11) 0.0455(4) Uani 1 1 d . . . . .
O2 O 0.2218(2) 0.8386(3) 0.19183(13) 0.0720(6) Uani 1 1 d . . . . .
N1 N 0.18915(16) 0.5954(3) 0.27870(12) 0.0399(4) Uani 1 1 d . . . . .
N2 N 0.44024(17) 0.6017(3) 0.55298(13) 0.0443(5) Uani 1 1 d . . . . .
N3 N 0.46592(18) 0.5803(3) 0.32838(14) 0.0555(6) Uani 1 1 d . . . . .
C1 C 0.3126(3) 0.5695(5) 0.7562(2) 0.0723(9) Uani 1 1 d . . . . .
H1 H 0.336225 0.532994 0.815181 0.087 Uiso 1 1 calc R . . . .
C2 C 0.3917(3) 0.5611(4) 0.69644(17) 0.0596(7) Uani 1 1 d . . . . .
H2 H 0.467558 0.521696 0.716656 0.072 Uiso 1 1 calc R . . . .
C3 C 0.3575(2) 0.6105(3) 0.60921(16) 0.0452(6) Uani 1 1 d . . . . .
C4 C 0.2425(2) 0.6735(3) 0.57766(16) 0.0430(5) Uani 1 1 d . . . . .
C5 C 0.2072(2) 0.7299(3) 0.48848(16) 0.0433(6) Uani 1 1 d . . . . .
C6 C 0.2876(2) 0.6928(3) 0.42213(15) 0.0395(5) Uani 1 1 d . . . . .
C7 C 0.23068(18) 0.5325(3) 0.36434(15) 0.0368(5) Uani 1 1 d . . . . .
C8 C 0.1154(2) 0.4881(3) 0.21131(15) 0.0407(5) Uani 1 1 d . . . . .
C9 C -0.0004(2) 0.5403(4) 0.18544(16) 0.0471(6) Uani 1 1 d . . . . .
C10 C -0.0722(2) 0.4305(4) 0.12488(17) 0.0543(7) Uani 1 1 d . . . . .
H10 H -0.149539 0.464404 0.106482 0.065 Uiso 1 1 calc R . . . .
C11 C -0.0327(2) 0.2719(4) 0.09083(16) 0.0535(7) Uani 1 1 d . . . . .
C12 C -0.1143(3) 0.1502(5) 0.0276(2) 0.0780(10) Uani 1 1 d . . . . .
H12A H -0.133846 0.208358 -0.029620 0.117 Uiso 1 1 calc GR . . . .
H12B H -0.183896 0.129435 0.051340 0.117 Uiso 1 1 calc GR . . . .
H12C H -0.076827 0.035653 0.021198 0.117 Uiso 1 1 calc GR . . . .
C13 C -0.0491(3) 0.7089(5) 0.2219(2) 0.0716(9) Uani 1 1 d . . . . .
H13A H -0.003131 0.812868 0.212137 0.107 Uiso 1 1 calc GR . . . .
H13B H -0.047286 0.694046 0.284853 0.107 Uiso 1 1 calc GR . . . .
H13C H -0.128002 0.726965 0.192097 0.107 Uiso 1 1 calc GR . . . .
C14 C 0.2877(2) 0.8469(3) 0.35308(16) 0.0453(6) Uani 1 1 d . . . . .
H14A H 0.243197 0.950668 0.367740 0.054 Uiso 1 1 calc R . . . .
H14B H 0.366513 0.886473 0.351751 0.054 Uiso 1 1 calc R . . . .
C15 C 0.2326(2) 0.7673(3) 0.26444(17) 0.0455(6) Uani 1 1 d . . . . .
C16 C 0.41010(19) 0.6385(3) 0.46947(16) 0.0400(5) Uani 1 1 d . . . . .
C17 C 0.50219(19) 0.6211(3) 0.41437(16) 0.0431(5) Uani 1 1 d . . . . .
C18 C 0.6191(2) 0.6439(3) 0.45149(19) 0.0505(6) Uani 1 1 d . . . . .
H18 H 0.642029 0.672555 0.511631 0.061 Uiso 1 1 calc R . . . .
C19 C 0.6999(2) 0.6230(4) 0.3969(2) 0.0632(8) Uani 1 1 d . . . . .
H19 H 0.778628 0.639343 0.419661 0.076 Uiso 1 1 calc R . . . .
C20 C 0.6644(3) 0.5782(4) 0.3096(2) 0.0683(8) Uani 1 1 d . . . . .
H20 H 0.718000 0.561558 0.272036 0.082 Uiso 1 1 calc R . . . .
C21 C 0.5478(3) 0.5584(5) 0.2783(2) 0.0664(8) Uani 1 1 d . . . . .
H21 H 0.523963 0.527731 0.218471 0.080 Uiso 1 1 calc R . . . .
C22 C 0.2028(3) 0.6301(4) 0.7284(2) 0.0652(8) Uani 1 1 d . . . . .
H22 H 0.151634 0.633755 0.768600 0.078 Uiso 1 1 calc R . . . .
C23 C 0.1642(2) 0.6884(4) 0.63898(17) 0.0502(6) Uani 1 1 d . . . . .
C24 C 0.0526(2) 0.7628(4) 0.6087(2) 0.0609(8) Uani 1 1 d . . . . .
H24 H -0.000172 0.770859 0.647458 0.073 Uiso 1 1 calc R . . . .
C25 C 0.0219(2) 0.8223(4) 0.5235(2) 0.0622(8) Uani 1 1 d . . . . .
H25 H -0.050987 0.874551 0.504816 0.075 Uiso 1 1 calc R . . . .
C26 C 0.0989(2) 0.8061(4) 0.46305(19) 0.0533(7) Uani 1 1 d . . . . .
H26 H 0.076194 0.847771 0.404782 0.064 Uiso 1 1 calc R . . . .
C27 C 0.1600(2) 0.3346(3) 0.17570(16) 0.0478(6) Uani 1 1 d . . . . .
C28 C 0.0832(2) 0.2282(4) 0.11636(17) 0.0537(6) Uani 1 1 d . . . . .
H28 H 0.111172 0.123457 0.093030 0.064 Uiso 1 1 calc R . . . .
C29 C 0.2870(3) 0.2861(4) 0.1975(2) 0.0661(8) Uani 1 1 d . . . . .
H29A H 0.299059 0.169275 0.172186 0.099 Uiso 1 1 calc GR . . . .
H29B H 0.311509 0.281183 0.261183 0.099 Uiso 1 1 calc GR . . . .
H29C H 0.331540 0.376869 0.173122 0.099 Uiso 1 1 calc GR . . . .


_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 C7 1.209(3) . ?
O2 C15 1.208(3) . ?
N1 C7 1.385(3) . ?
N1 C8 1.446(3) . ?
N1 C15 1.390(3) . ?
N2 C3 1.404(3) . ?
N2 C16 1.285(3) . ?
N3 C17 1.334(3) . ?
N3 C21 1.337(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.411(4) . ?
C1 C22 1.351(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.364(4) . ?
C3 C4 1.420(3) . ?
C4 C5 1.407(3) . ?
C4 C23 1.425(3) . ?
C5 C6 1.524(3) . ?
C5 C26 1.373(3) . ?
C6 C7 1.544(3) . ?
C6 C14 1.543(3) . ?
C6 C16 1.533(3) . ?
C8 C9 1.393(3) . ?
C8 C27 1.391(3) . ?
C9 C10 1.386(4) . ?
C9 C13 1.508(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.386(4) . ?
C11 C12 1.516(4) . ?
C11 C28 1.377(4) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.503(4) . ?
C16 C17 1.485(3) . ?
C17 C18 1.390(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.375(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.359(5) . ?
C20 H20 0.9300 . ?
C20 C21 1.367(4) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C22 C23 1.420(4) . ?
C23 C24 1.411(4) . ?
C24 H24 0.9300 . ?
C24 C25 1.353(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.405(4) . ?
C26 H26 0.9300 . ?
C27 C28 1.392(4) . ?
C27 C29 1.503(4) . ?
C28 H28 0.9300 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?

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
C7 N1 C8 123.28(18) . . ?
C7 N1 C15 111.90(19) . . ?
C15 N1 C8 124.71(19) . . ?
C16 N2 C3 119.87(19) . . ?
C17 N3 C21 117.0(2) . . ?
C2 C1 H1 119.7 . . ?
C22 C1 H1 119.7 . . ?
C22 C1 C2 120.6(3) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.3(3) . . ?
C3 C2 H2 119.8 . . ?
N2 C3 C4 121.5(2) . . ?
C2 C3 N2 118.0(2) . . ?
C2 C3 C4 120.5(2) . . ?
C3 C4 C23 119.0(2) . . ?
C5 C4 C3 121.0(2) . . ?
C5 C4 C23 119.9(2) . . ?
C4 C5 C6 118.6(2) . . ?
C26 C5 C4 119.0(2) . . ?
C26 C5 C6 122.3(2) . . ?
C5 C6 C7 105.02(18) . . ?
C5 C6 C14 113.4(2) . . ?
C5 C6 C16 111.73(19) . . ?
C14 C6 C7 102.83(17) . . ?
C16 C6 C7 109.84(18) . . ?
C16 C6 C14 113.23(19) . . ?
O1 C7 N1 125.1(2) . . ?
O1 C7 C6 125.9(2) . . ?
N1 C7 C6 108.93(18) . . ?
C9 C8 N1 118.3(2) . . ?
C27 C8 N1 119.9(2) . . ?
C27 C8 C9 121.7(2) . . ?
C8 C9 C13 122.3(2) . . ?
C10 C9 C8 117.9(2) . . ?
C10 C9 C13 119.8(2) . . ?
C9 C10 H10 118.9 . . ?
C9 C10 C11 122.2(2) . . ?
C11 C10 H10 118.9 . . ?
C10 C11 C12 121.1(3) . . ?
C28 C11 C10 117.8(2) . . ?
C28 C11 C12 121.0(3) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13A 109.5 . . ?
C9 C13 H13B 109.5 . . ?
C9 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C6 C14 H14A 110.5 . . ?
C6 C14 H14B 110.5 . . ?
H14A C14 H14B 108.7 . . ?
C15 C14 C6 105.93(19) . . ?
C15 C14 H14A 110.5 . . ?
C15 C14 H14B 110.5 . . ?
O2 C15 N1 123.7(2) . . ?
O2 C15 C14 127.5(2) . . ?
N1 C15 C14 108.7(2) . . ?
N2 C16 C6 125.8(2) . . ?
N2 C16 C17 116.4(2) . . ?
C17 C16 C6 117.9(2) . . ?
N3 C17 C16 116.1(2) . . ?
N3 C17 C18 122.6(2) . . ?
C18 C17 C16 121.3(2) . . ?
C17 C18 H18 120.9 . . ?
C19 C18 C17 118.2(3) . . ?
C19 C18 H18 120.9 . . ?
C18 C19 H19 120.1 . . ?
C20 C19 C18 119.8(3) . . ?
C20 C19 H19 120.1 . . ?
C19 C20 H20 120.8 . . ?
C19 C20 C21 118.4(3) . . ?
C21 C20 H20 120.8 . . ?
N3 C21 C20 124.0(3) . . ?
N3 C21 H21 118.0 . . ?
C20 C21 H21 118.0 . . ?
C1 C22 H22 119.4 . . ?
C1 C22 C23 121.1(3) . . ?
C23 C22 H22 119.4 . . ?
C22 C23 C4 118.3(2) . . ?
C24 C23 C4 118.7(2) . . ?
C24 C23 C22 122.9(2) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 C23 120.4(2) . . ?
C25 C24 H24 119.8 . . ?
C24 C25 H25 119.7 . . ?
C24 C25 C26 120.7(3) . . ?
C26 C25 H25 119.7 . . ?
C5 C26 C25 121.2(3) . . ?
C5 C26 H26 119.4 . . ?
C25 C26 H26 119.4 . . ?
C8 C27 C28 117.6(2) . . ?
C8 C27 C29 122.0(2) . . ?
C28 C27 C29 120.4(2) . . ?
C11 C28 C27 122.6(3) . . ?
C11 C28 H28 118.7 . . ?
C27 C28 H28 118.7 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C8 C9 C10 -176.1(2) . . . . ?
N1 C8 C9 C13 3.0(4) . . . . ?
N1 C8 C27 C28 175.0(2) . . . . ?
N1 C8 C27 C29 -6.8(4) . . . . ?
N2 C3 C4 C5 -0.2(3) . . . . ?
N2 C3 C4 C23 -176.8(2) . . . . ?
N2 C16 C17 N3 151.8(2) . . . . ?
N2 C16 C17 C18 -27.3(3) . . . . ?
N3 C17 C18 C19 -0.2(4) . . . . ?
C1 C2 C3 N2 179.2(3) . . . . ?
C1 C2 C3 C4 0.9(4) . . . . ?
C1 C22 C23 C4 2.9(4) . . . . ?
C1 C22 C23 C24 -176.1(3) . . . . ?
C2 C1 C22 C23 -0.5(5) . . . . ?
C2 C3 C4 C5 178.1(3) . . . . ?
C2 C3 C4 C23 1.5(4) . . . . ?
C3 N2 C16 C6 -0.3(4) . . . . ?
C3 N2 C16 C17 -178.4(2) . . . . ?
C3 C4 C5 C6 10.1(3) . . . . ?
C3 C4 C5 C26 -173.8(2) . . . . ?
C3 C4 C23 C22 -3.4(4) . . . . ?
C3 C4 C23 C24 175.7(2) . . . . ?
C4 C5 C6 C7 105.2(2) . . . . ?
C4 C5 C6 C14 -143.3(2) . . . . ?
C4 C5 C6 C16 -13.8(3) . . . . ?
C4 C5 C26 C25 -2.3(4) . . . . ?
C4 C23 C24 C25 -1.5(4) . . . . ?
C5 C4 C23 C22 -180.0(2) . . . . ?
C5 C4 C23 C24 -0.9(4) . . . . ?
C5 C6 C7 O1 -64.8(3) . . . . ?
C5 C6 C7 N1 111.0(2) . . . . ?
C5 C6 C14 C15 -112.7(2) . . . . ?
C5 C6 C16 N2 9.5(3) . . . . ?
C5 C6 C16 C17 -172.39(19) . . . . ?
C6 C5 C26 C25 173.6(2) . . . . ?
C6 C14 C15 O2 -175.2(3) . . . . ?
C6 C14 C15 N1 7.5(3) . . . . ?
C6 C16 C17 N3 -26.4(3) . . . . ?
C6 C16 C17 C18 154.4(2) . . . . ?
C7 N1 C8 C9 110.2(3) . . . . ?
C7 N1 C8 C27 -68.3(3) . . . . ?
C7 N1 C15 O2 169.3(3) . . . . ?
C7 N1 C15 C14 -13.3(3) . . . . ?
C7 C6 C14 C15 0.2(2) . . . . ?
C7 C6 C16 N2 -106.6(3) . . . . ?
C7 C6 C16 C17 71.5(3) . . . . ?
C8 N1 C7 O1 5.7(3) . . . . ?
C8 N1 C7 C6 -170.2(2) . . . . ?
C8 N1 C15 O2 -7.0(4) . . . . ?
C8 N1 C15 C14 170.4(2) . . . . ?
C8 C9 C10 C11 0.7(4) . . . . ?
C8 C27 C28 C11 1.5(4) . . . . ?
C9 C8 C27 C28 -3.4(4) . . . . ?
C9 C8 C27 C29 174.9(3) . . . . ?
C9 C10 C11 C12 177.4(3) . . . . ?
C9 C10 C11 C28 -2.5(4) . . . . ?
C10 C11 C28 C27 1.3(4) . . . . ?
C12 C11 C28 C27 -178.6(3) . . . . ?
C13 C9 C10 C11 -178.5(3) . . . . ?
C14 C6 C7 O1 176.3(2) . . . . ?
C14 C6 C7 N1 -7.9(2) . . . . ?
C14 C6 C16 N2 139.1(2) . . . . ?
C14 C6 C16 C17 -42.8(3) . . . . ?
C15 N1 C7 O1 -170.6(2) . . . . ?
C15 N1 C7 C6 13.5(3) . . . . ?
C15 N1 C8 C9 -74.0(3) . . . . ?
C15 N1 C8 C27 107.6(3) . . . . ?
C16 N2 C3 C2 176.6(2) . . . . ?
C16 N2 C3 C4 -5.1(3) . . . . ?
C16 C6 C7 O1 55.4(3) . . . . ?
C16 C6 C7 N1 -128.7(2) . . . . ?
C16 C6 C14 C15 118.7(2) . . . . ?
C16 C17 C18 C19 179.0(2) . . . . ?
C17 N3 C21 C20 -1.2(5) . . . . ?
C17 C18 C19 C20 -1.0(4) . . . . ?
C18 C19 C20 C21 1.1(5) . . . . ?
C19 C20 C21 N3 0.0(5) . . . . ?
C21 N3 C17 C16 -178.0(2) . . . . ?
C21 N3 C17 C18 1.2(4) . . . . ?
C22 C1 C2 C3 -1.4(5) . . . . ?
C22 C23 C24 C25 177.5(3) . . . . ?
C23 C4 C5 C6 -173.3(2) . . . . ?
C23 C4 C5 C26 2.8(4) . . . . ?
C23 C24 C25 C26 2.0(4) . . . . ?
C24 C25 C26 C5 -0.1(4) . . . . ?
C26 C5 C6 C7 -70.8(3) . . . . ?
C26 C5 C6 C14 40.8(3) . . . . ?
C26 C5 C6 C16 170.2(2) . . . . ?
C27 C8 C9 C10 2.3(4) . . . . ?
C27 C8 C9 C13 -178.5(3) . . . . ?
C29 C27 C28 C11 -176.7(3) . . . . ?

_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 0.500 -0.945 1.000 237.4 48.2 ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_sgrp_rh_01_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2292900'
loop_
_audit_author_name
_audit_author_address
'Subhash Chandra Ghosh'
;Central Salt and Marine Chemicals Research Institute
India
;
_audit_update_record             
;
2023-09-05 deposited with the CCDC.	2025-06-30 downloaded from the CCDC.
;
_audit_creation_date             2022-07-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H15 N3 O2'
_chemical_formula_sum            'C21 H15 N3 O2'
_chemical_formula_weight         341.36
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.9088(4)
_cell_length_b                   10.2842(5)
_cell_length_c                   18.4632(8)
_cell_angle_alpha                90
_cell_angle_beta                 95.650(2)
_cell_angle_gamma                90
_cell_volume                     1683.38(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9908
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      35.87
_cell_measurement_theta_min      3.03
_shelx_estimated_absorpt_T_max   0.981
_shelx_estimated_absorpt_T_min   0.962
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.7472
_exptl_absorpt_correction_T_min  0.6524
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0814 before and 0.0644 after correction. The Ratio of minimum to maximum transmission is 0.8731. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0932
_diffrn_reflns_av_unetI/netI     0.0395
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            98263
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         36.450
_diffrn_reflns_theta_min         2.217
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5330
_reflns_number_total             8220
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.471
_refine_diff_density_min         -0.349
_refine_diff_density_rms         0.138
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         8220
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0991
_refine_ls_R_factor_gt           0.0624
_refine_ls_restrained_S_all      1.077
_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)+(0.1012P)²+0.1944P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1738
_refine_ls_wR_factor_ref         0.2031
_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:
 C20(H20A,H20B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C13(H13), C14(H14),
 C15(H15), C16(H16)
2.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.15829(11) 0.35865(8) 0.32954(5) 0.0427(2) Uani 1 1 d . . . . .
O2 O -0.14951(11) 0.66281(12) 0.21844(6) 0.0559(3) Uani 1 1 d . . . . .
N1 N 0.48584(11) 0.60365(11) 0.31903(6) 0.0391(2) Uani 1 1 d . . . . .
N2 N 0.20835(13) 0.50822(11) 0.17898(6) 0.0418(2) Uani 1 1 d . . . . .
N3 N -0.02904(10) 0.49599(9) 0.28194(5) 0.03138(18) Uani 1 1 d . . . . .
C1 C 0.5571(2) 0.70293(17) 0.53981(9) 0.0609(4) Uani 1 1 d . . . . .
H1 H 0.576151 0.723484 0.588904 0.073 Uiso 1 1 calc R . . . .
C2 C 0.40701(17) 0.67676(13) 0.51036(7) 0.0439(3) Uani 1 1 d . . . . .
C3 C 0.38049(13) 0.64442(10) 0.43532(6) 0.0335(2) Uani 1 1 d . . . . .
C4 C 0.50395(13) 0.63865(12) 0.39279(7) 0.0388(2) Uani 1 1 d . . . . .
C5 C 0.35385(12) 0.58078(10) 0.28754(6) 0.03120(19) Uani 1 1 d . . . . .
C6 C 0.34398(13) 0.54408(11) 0.20939(6) 0.0350(2) Uani 1 1 d . . . . .
C7 C 0.1947(2) 0.47256(15) 0.10909(7) 0.0516(3) Uani 1 1 d . . . . .
H7 H 0.100003 0.448239 0.087642 0.062 Uiso 1 1 calc R . . . .
C8 C 0.3142(2) 0.47023(18) 0.06749(8) 0.0639(5) Uani 1 1 d . . . . .
H8 H 0.301129 0.443825 0.019106 0.077 Uiso 1 1 calc R . . . .
C9 C 0.2831(2) 0.68106(16) 0.55246(7) 0.0528(4) Uani 1 1 d . . . . .
H9 H 0.298511 0.702167 0.601610 0.063 Uiso 1 1 calc R . . . .
C10 C 0.14150(19) 0.65454(16) 0.52165(7) 0.0507(3) Uani 1 1 d . . . . .
H10 H 0.061010 0.656876 0.550101 0.061 Uiso 1 1 calc R . . . .
C11 C 0.11513(15) 0.62351(14) 0.44699(6) 0.0407(3) Uani 1 1 d . . . . .
H11 H 0.017547 0.605748 0.426731 0.049 Uiso 1 1 calc R . . . .
C12 C 0.23278(12) 0.61933(10) 0.40392(5) 0.03035(19) Uani 1 1 d . . . . .
C13 C 0.6732(2) 0.6985(2) 0.49766(11) 0.0681(5) Uani 1 1 d . . . . .
H13 H 0.770540 0.717141 0.517868 0.082 Uiso 1 1 calc R . . . .
C14 C 0.64734(16) 0.66597(17) 0.42385(10) 0.0562(4) Uani 1 1 d . . . . .
H14 H 0.727937 0.662789 0.395484 0.067 Uiso 1 1 calc R . . . .
C15 C 0.47127(18) 0.54614(14) 0.17111(8) 0.0486(3) Uani 1 1 d . . . . .
H15 H 0.564683 0.572323 0.193229 0.058 Uiso 1 1 calc R . . . .
C16 C 0.4534(2) 0.50781(19) 0.09904(9) 0.0669(5) Uani 1 1 d . . . . .
H16 H 0.535857 0.507464 0.071840 0.080 Uiso 1 1 calc R . . . .
C17 C 0.20599(11) 0.59257(9) 0.32259(5) 0.02665(17) Uani 1 1 d . . . . .
C18 C 0.11456(12) 0.46602(9) 0.31176(5) 0.02861(18) Uani 1 1 d . . . . .
C19 C -0.04099(12) 0.62177(11) 0.25629(6) 0.0331(2) Uani 1 1 d . . . . .
C20 C 0.09979(12) 0.69525(10) 0.28293(6) 0.0314(2) Uani 1 1 d . . . . .
H20A H 0.077077 0.764033 0.316099 0.038 Uiso 1 1 calc R . . . .
H20B H 0.145888 0.733345 0.242454 0.038 Uiso 1 1 calc R . . . .
C21 C -0.14121(16) 0.39677(15) 0.26094(9) 0.0506(3) Uani 1 1 d . . . . .
H21A H -0.237212 0.423452 0.275293 0.076 Uiso 1 1 calc GR . . . .
H21B H -0.111638 0.316291 0.284541 0.076 Uiso 1 1 calc GR . . . .
H21C H -0.148845 0.385036 0.209127 0.076 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C18 1.2057(13) . ?
O2 C19 1.2116(14) . ?
N1 C4 1.4025(17) . ?
N1 C5 1.2812(15) . ?
N2 C6 1.3333(17) . ?
N2 C7 1.3356(16) . ?
N3 C18 1.3770(14) . ?
N3 C19 1.3780(14) . ?
N3 C21 1.4540(15) . ?
C1 H1 0.9300 . ?
C1 C2 1.419(2) . ?
C1 C13 1.355(3) . ?
C2 C3 1.4218(16) . ?
C2 C9 1.412(2) . ?
C3 C4 1.4142(17) . ?
C3 C12 1.4086(15) . ?
C4 C14 1.3767(17) . ?
C5 C6 1.4855(15) . ?
C5 C17 1.5285(14) . ?
C6 C15 1.3943(17) . ?
C7 H7 0.9300 . ?
C7 C8 1.373(2) . ?
C8 H8 0.9300 . ?
C8 C16 1.373(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.360(2) . ?
C10 H10 0.9300 . ?
C10 C11 1.4119(17) . ?
C11 H11 0.9300 . ?
C11 C12 1.3773(15) . ?
C12 C17 1.5222(13) . ?
C13 H13 0.9300 . ?
C13 C14 1.400(3) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C15 C16 1.382(2) . ?
C16 H16 0.9300 . ?
C17 C18 1.5379(14) . ?
C17 C20 1.5524(14) . ?
C19 C20 1.5049(16) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 N1 C4 120.03(10) . . ?
C6 N2 C7 118.39(12) . . ?
C18 N3 C19 112.64(9) . . ?
C18 N3 C21 122.45(10) . . ?
C19 N3 C21 122.64(10) . . ?
C2 C1 H1 119.4 . . ?
C13 C1 H1 119.4 . . ?
C13 C1 C2 121.15(14) . . ?
C1 C2 C3 118.54(14) . . ?
C9 C2 C1 122.78(13) . . ?
C9 C2 C3 118.68(12) . . ?
C4 C3 C2 119.16(11) . . ?
C12 C3 C2 120.18(11) . . ?
C12 C3 C4 120.66(10) . . ?
N1 C4 C3 121.90(10) . . ?
C14 C4 N1 118.05(13) . . ?
C14 C4 C3 120.04(13) . . ?
N1 C5 C6 116.83(10) . . ?
N1 C5 C17 125.73(10) . . ?
C6 C5 C17 117.40(9) . . ?
N2 C6 C5 116.35(10) . . ?
N2 C6 C15 122.64(11) . . ?
C15 C6 C5 121.01(12) . . ?
N2 C7 H7 118.5 . . ?
N2 C7 C8 122.91(16) . . ?
C8 C7 H7 118.5 . . ?
C7 C8 H8 120.8 . . ?
C16 C8 C7 118.40(13) . . ?
C16 C8 H8 120.8 . . ?
C2 C9 H9 119.8 . . ?
C10 C9 C2 120.46(11) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 H10 119.6 . . ?
C9 C10 C11 120.81(13) . . ?
C11 C10 H10 119.6 . . ?
C10 C11 H11 119.7 . . ?
C12 C11 C10 120.52(12) . . ?
C12 C11 H11 119.7 . . ?
C3 C12 C17 119.24(9) . . ?
C11 C12 C3 119.34(10) . . ?
C11 C12 C17 121.39(10) . . ?
C1 C13 H13 119.8 . . ?
C1 C13 C14 120.38(14) . . ?
C14 C13 H13 119.8 . . ?
C4 C14 C13 120.73(16) . . ?
C4 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C6 C15 H15 121.3 . . ?
C16 C15 C6 117.47(15) . . ?
C16 C15 H15 121.3 . . ?
C8 C16 C15 120.18(14) . . ?
C8 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C5 C17 C18 110.20(8) . . ?
C5 C17 C20 111.40(8) . . ?
C12 C17 C5 111.96(8) . . ?
C12 C17 C18 108.11(8) . . ?
C12 C17 C20 111.81(8) . . ?
C18 C17 C20 102.94(8) . . ?
O1 C18 N3 125.20(10) . . ?
O1 C18 C17 125.94(10) . . ?
N3 C18 C17 108.77(8) . . ?
O2 C19 N3 123.75(12) . . ?
O2 C19 C20 127.27(11) . . ?
N3 C19 C20 108.99(9) . . ?
C17 C20 H20A 110.7 . . ?
C17 C20 H20B 110.7 . . ?
C19 C20 C17 105.20(8) . . ?
C19 C20 H20A 110.7 . . ?
C19 C20 H20B 110.7 . . ?
H20A C20 H20B 108.8 . . ?
N3 C21 H21A 109.5 . . ?
N3 C21 H21B 109.5 . . ?
N3 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C19 C20 C17 -174.83(12) . . . . ?
N1 C4 C14 C13 -178.48(15) . . . . ?
N1 C5 C6 N2 173.68(11) . . . . ?
N1 C5 C6 C15 -5.57(17) . . . . ?
N1 C5 C17 C12 -7.10(15) . . . . ?
N1 C5 C17 C18 -127.46(11) . . . . ?
N1 C5 C17 C20 118.93(12) . . . . ?
N2 C6 C15 C16 -0.6(2) . . . . ?
N2 C7 C8 C16 -0.8(3) . . . . ?
N3 C19 C20 C17 5.16(11) . . . . ?
C1 C2 C3 C4 0.36(19) . . . . ?
C1 C2 C3 C12 -179.24(12) . . . . ?
C1 C2 C9 C10 -179.68(15) . . . . ?
C1 C13 C14 C4 0.3(3) . . . . ?
C2 C1 C13 C14 -0.9(3) . . . . ?
C2 C3 C4 N1 178.12(11) . . . . ?
C2 C3 C4 C14 -0.92(19) . . . . ?
C2 C3 C12 C11 -1.50(17) . . . . ?
C2 C3 C12 C17 176.50(10) . . . . ?
C2 C9 C10 C11 -0.6(2) . . . . ?
C3 C2 C9 C10 0.1(2) . . . . ?
C3 C4 C14 C13 0.6(2) . . . . ?
C3 C12 C17 C5 7.09(13) . . . . ?
C3 C12 C17 C18 128.66(10) . . . . ?
C3 C12 C17 C20 -118.72(10) . . . . ?
C4 N1 C5 C6 -179.91(10) . . . . ?
C4 N1 C5 C17 2.36(18) . . . . ?
C4 C3 C12 C11 178.90(11) . . . . ?
C4 C3 C12 C17 -3.10(16) . . . . ?
C5 N1 C4 C3 2.78(18) . . . . ?
C5 N1 C4 C14 -178.17(13) . . . . ?
C5 C6 C15 C16 178.55(13) . . . . ?
C5 C17 C18 O1 55.64(14) . . . . ?
C5 C17 C18 N3 -127.66(9) . . . . ?
C5 C17 C20 C19 120.16(9) . . . . ?
C6 N2 C7 C8 0.6(2) . . . . ?
C6 C5 C17 C12 175.18(9) . . . . ?
C6 C5 C17 C18 54.82(12) . . . . ?
C6 C5 C17 C20 -58.79(12) . . . . ?
C6 C15 C16 C8 0.3(3) . . . . ?
C7 N2 C6 C5 -179.03(12) . . . . ?
C7 N2 C6 C15 0.2(2) . . . . ?
C7 C8 C16 C15 0.4(3) . . . . ?
C9 C2 C3 C4 -179.42(12) . . . . ?
C9 C2 C3 C12 0.98(18) . . . . ?
C9 C10 C11 C12 0.1(2) . . . . ?
C10 C11 C12 C3 0.96(19) . . . . ?
C10 C11 C12 C17 -176.99(12) . . . . ?
C11 C12 C17 C5 -174.96(10) . . . . ?
C11 C12 C17 C18 -53.39(13) . . . . ?
C11 C12 C17 C20 59.23(13) . . . . ?
C12 C3 C4 N1 -2.28(18) . . . . ?
C12 C3 C4 C14 178.69(13) . . . . ?
C12 C17 C18 O1 -67.01(13) . . . . ?
C12 C17 C18 N3 109.69(9) . . . . ?
C12 C17 C20 C19 -113.72(9) . . . . ?
C13 C1 C2 C3 0.5(2) . . . . ?
C13 C1 C2 C9 -179.69(16) . . . . ?
C17 C5 C6 N2 -8.39(15) . . . . ?
C17 C5 C6 C15 172.36(11) . . . . ?
C18 N3 C19 O2 168.44(12) . . . . ?
C18 N3 C19 C20 -11.55(12) . . . . ?
C18 C17 C20 C19 2.09(10) . . . . ?
C19 N3 C18 O1 -170.29(11) . . . . ?
C19 N3 C18 C17 12.98(12) . . . . ?
C20 C17 C18 O1 174.55(11) . . . . ?
C20 C17 C18 N3 -8.75(10) . . . . ?
C21 N3 C18 O1 -7.03(18) . . . . ?
C21 N3 C18 C17 176.24(10) . . . . ?
C21 N3 C19 O2 5.21(18) . . . . ?
C21 N3 C19 C20 -174.77(11) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_platon_pl
_database_code_depnum_ccdc_archive 'CCDC 2292974'
loop_
_audit_author_name
_audit_author_address
'Subhash Chandra Ghosh'
;Central Salt and Marine Chemicals Research Institute
India
;
_audit_update_record             
;
2023-09-05 deposited with the CCDC.	2025-06-30 downloaded from the CCDC.
;
_audit_creation_date             2023-02-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H19 N3 O3'
_chemical_formula_sum            'C27 H19 N3 O3'
_chemical_formula_weight         433.45
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.401(3)
_cell_length_b                   10.392(4)
_cell_length_c                   24.781(9)
_cell_angle_alpha                90
_cell_angle_beta                 96.749(13)
_cell_angle_gamma                90
_cell_volume                     2148.5(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9902
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.357
_cell_measurement_theta_min      2.484
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.989
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6754
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1016 before and 0.0748 after correction. The Ratio of minimum to maximum transmission is 0.9058. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0965
_diffrn_reflns_av_unetI/netI     0.0274
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            111901
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.492
_diffrn_reflns_theta_min         2.484
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3376
_reflns_number_total             4898
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.150
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.035
_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     299
_refine_ls_number_reflns         4898
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0735
_refine_ls_R_factor_gt           0.0425
_refine_ls_restrained_S_all      1.066
_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)+(0.0344P)²+0.7376P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0943
_refine_ls_wR_factor_ref         0.1158
_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:
 C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C8(H8), C9(H9), C18(H18), C19(H19), C20(H20), C21(H21),
 C22(H22), C24(H24), C25(H25), C26(H26), C27(H27), C28(H28)
2.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.83001(16) 0.44461(14) 0.01048(5) 0.0670(4) Uani 1 1 d . . . . .
O2 O 0.82471(15) 0.76342(12) 0.13611(5) 0.0561(3) Uani 1 1 d . . . . .
O3 O 0.4731(2) 0.95572(16) -0.08499(6) 0.0893(5) Uani 1 1 d . . . . .
N1 N 0.66262(16) 0.46855(14) 0.14147(6) 0.0505(3) Uani 1 1 d . . . . .
N3 N 0.83137(16) 0.63025(14) 0.06160(5) 0.0478(3) Uani 1 1 d . . . . .
N2 N 0.99033(16) 0.51338(13) 0.24450(5) 0.0454(3) Uani 1 1 d . . . . .
C1 C 0.4405(2) 0.36897(18) 0.17806(9) 0.0611(5) Uani 1 1 d . . . . .
H1 H 0.334232 0.336345 0.172060 0.073 Uiso 1 1 calc R . . . .
C2 C 0.5119(2) 0.42296(18) 0.13613(8) 0.0570(5) Uani 1 1 d . . . . .
H2 H 0.450914 0.428251 0.101404 0.068 Uiso 1 1 calc R . . . .
C3 C 0.74570(18) 0.46281(15) 0.19124(6) 0.0421(4) Uani 1 1 d . . . . .
C4 C 0.91274(18) 0.51494(15) 0.19655(6) 0.0404(3) Uani 1 1 d . . . . .
C5 C 0.97905(18) 0.56254(15) 0.14480(6) 0.0409(3) Uani 1 1 d . . . . .
C6 C 0.86743(19) 0.66517(16) 0.11608(6) 0.0437(4) Uani 1 1 d . . . . .
C7 C 0.7353(2) 0.71049(18) 0.02312(6) 0.0514(4) Uani 1 1 d . . . . .
C8 C 0.5731(2) 0.69025(19) 0.01182(7) 0.0555(4) Uani 1 1 d . . . . .
H8 H 0.523804 0.621354 0.028794 0.067 Uiso 1 1 calc R . . . .
C9 C 0.4808(2) 0.7707(2) -0.02454(7) 0.0603(5) Uani 1 1 d . . . . .
H9 H 0.368779 0.756367 -0.032426 0.072 Uiso 1 1 calc R . . . .
C10 C 0.5525(3) 0.8708(2) -0.04896(7) 0.0637(5) Uani 1 1 d . . . . .
C12 C 0.3101(3) 0.9308(3) -0.10430(12) 0.1049(9) Uani 1 1 d . . . . .
H12A H 0.269882 0.998292 -0.129990 0.157 Uiso 1 1 calc GR . . . .
H12B H 0.246360 0.929867 -0.073618 0.157 Uiso 1 1 calc GR . . . .
H12C H 0.301477 0.847099 -0.122622 0.157 Uiso 1 1 calc GR . . . .
C13 C 0.9790(2) 0.45499(16) 0.10093(7) 0.0484(4) Uani 1 1 d . . . . .
H13A H 1.089071 0.439699 0.091797 0.058 Uiso 1 1 calc R . . . .
H13B H 0.936718 0.373514 0.114263 0.058 Uiso 1 1 calc R . . . .
C14 C 0.8727(2) 0.50310(18) 0.05199(7) 0.0490(4) Uani 1 1 d . . . . .
C15 C 1.14416(18) 0.62602(15) 0.15766(6) 0.0426(4) Uani 1 1 d . . . . .
C16 C 1.22202(18) 0.62218(15) 0.21127(7) 0.0428(4) Uani 1 1 d . . . . .
C17 C 1.14752(19) 0.56300(15) 0.25367(7) 0.0452(4) Uani 1 1 d . . . . .
C18 C 0.5268(2) 0.36339(18) 0.22892(9) 0.0602(5) Uani 1 1 d . . . . .
H18 H 0.480764 0.326867 0.258640 0.072 Uiso 1 1 calc R . . . .
C19 C 0.6806(2) 0.41157(17) 0.23601(7) 0.0509(4) Uani 1 1 d . . . . .
H19 H 0.741591 0.409991 0.270806 0.061 Uiso 1 1 calc R . . . .
C20 C 1.2262(2) 0.55657(19) 0.30545(8) 0.0590(5) Uani 1 1 d . . . . .
H20 H 1.176345 0.516140 0.333478 0.071 Uiso 1 1 calc R . . . .
C21 C 1.3812(2) 0.6100(2) 0.31709(9) 0.0683(6) Uani 1 1 d . . . . .
H21 H 1.435160 0.604456 0.352921 0.082 Uiso 1 1 calc R . . . .
C22 C 1.4542(2) 0.66939(19) 0.27764(8) 0.0633(5) Uani 1 1 d . . . . .
H22 H 1.557714 0.705740 0.286467 0.076 Uiso 1 1 calc R . . . .
C23 C 1.37776(19) 0.67784(16) 0.22340(8) 0.0512(4) Uani 1 1 d . . . . .
C24 C 1.4491(2) 0.73714(18) 0.18103(9) 0.0613(5) Uani 1 1 d . . . . .
H24 H 1.552638 0.774375 0.188490 0.074 Uiso 1 1 calc R . . . .
C25 C 1.3719(2) 0.74182(19) 0.12963(8) 0.0626(5) Uani 1 1 d . . . . .
H25 H 1.421151 0.783472 0.101768 0.075 Uiso 1 1 calc R . . . .
C26 C 1.2189(2) 0.68520(18) 0.11735(7) 0.0543(4) Uani 1 1 d . . . . .
H26 H 1.167035 0.687751 0.081172 0.065 Uiso 1 1 calc R . . . .
C27 C 0.8073(3) 0.8108(2) -0.00149(9) 0.0800(7) Uani 1 1 d . . . . .
H27 H 0.919398 0.824889 0.006219 0.096 Uiso 1 1 calc R . . . .
C28 C 0.7155(3) 0.8905(3) -0.03737(9) 0.0885(8) Uani 1 1 d . . . . .
H28 H 0.764979 0.959490 -0.054220 0.106 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C14 1.2124(19) . ?
O2 C6 1.2082(19) . ?
O3 C10 1.371(2) . ?
O3 C12 1.421(3) . ?
N1 C2 1.344(2) . ?
N1 C3 1.345(2) . ?
N3 C6 1.396(2) . ?
N3 C7 1.440(2) . ?
N3 C14 1.394(2) . ?
N2 C4 1.2866(19) . ?
N2 C17 1.411(2) . ?
C1 H1 0.9500 . ?
C1 C2 1.379(3) . ?
C1 C18 1.379(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.496(2) . ?
C3 C19 1.399(2) . ?
C4 C5 1.539(2) . ?
C5 C6 1.538(2) . ?
C5 C13 1.559(2) . ?
C5 C15 1.535(2) . ?
C7 C8 1.375(2) . ?
C7 C27 1.382(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.395(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.378(3) . ?
C10 C28 1.380(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.504(2) . ?
C15 C16 1.411(2) . ?
C15 C26 1.385(2) . ?
C16 C17 1.424(2) . ?
C16 C23 1.430(2) . ?
C17 C20 1.374(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.378(2) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C20 C21 1.414(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.361(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.423(3) . ?
C23 C24 1.410(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.361(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.413(3) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C27 C28 1.382(3) . ?
C28 H28 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
C10 O3 C12 118.56(19) . . ?
C2 N1 C3 117.13(15) . . ?
C6 N3 C7 122.04(14) . . ?
C14 N3 C6 112.42(13) . . ?
C14 N3 C7 124.56(14) . . ?
C4 N2 C17 120.47(14) . . ?
C2 C1 H1 120.7 . . ?
C2 C1 C18 118.51(17) . . ?
C18 C1 H1 120.7 . . ?
N1 C2 C1 123.90(17) . . ?
N1 C2 H2 118.1 . . ?
C1 C2 H2 118.1 . . ?
N1 C3 C4 116.42(14) . . ?
N1 C3 C19 122.35(15) . . ?
C19 C3 C4 121.23(14) . . ?
N2 C4 C3 116.42(14) . . ?
N2 C4 C5 125.46(14) . . ?
C3 C4 C5 118.10(13) . . ?
C4 C5 C13 112.36(13) . . ?
C6 C5 C4 110.35(12) . . ?
C6 C5 C13 102.96(12) . . ?
C15 C5 C4 111.83(13) . . ?
C15 C5 C6 106.55(13) . . ?
C15 C5 C13 112.26(12) . . ?
O2 C6 N3 125.16(15) . . ?
O2 C6 C5 126.16(14) . . ?
N3 C6 C5 108.56(13) . . ?
C8 C7 N3 120.73(16) . . ?
C8 C7 C27 119.99(17) . . ?
C27 C7 N3 119.25(17) . . ?
C7 C8 H8 119.9 . . ?
C7 C8 C9 120.17(18) . . ?
C9 C8 H8 119.9 . . ?
C8 C9 H9 120.1 . . ?
C10 C9 C8 119.81(18) . . ?
C10 C9 H9 120.1 . . ?
O3 C10 C9 124.58(19) . . ?
O3 C10 C28 115.78(19) . . ?
C9 C10 C28 119.64(18) . . ?
O3 C12 H12A 109.5 . . ?
O3 C12 H12B 109.5 . . ?
O3 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C5 C13 H13A 110.5 . . ?
C5 C13 H13B 110.5 . . ?
H13A C13 H13B 108.7 . . ?
C14 C13 C5 105.98(14) . . ?
C14 C13 H13A 110.5 . . ?
C14 C13 H13B 110.5 . . ?
O1 C14 N3 124.42(17) . . ?
O1 C14 C13 127.29(17) . . ?
N3 C14 C13 108.28(13) . . ?
C16 C15 C5 119.40(14) . . ?
C26 C15 C5 121.09(15) . . ?
C26 C15 C16 119.50(15) . . ?
C15 C16 C17 120.77(14) . . ?
C15 C16 C23 119.87(15) . . ?
C17 C16 C23 119.35(15) . . ?
N2 C17 C16 121.55(14) . . ?
C20 C17 N2 118.09(16) . . ?
C20 C17 C16 120.34(15) . . ?
C1 C18 H18 120.5 . . ?
C19 C18 C1 119.04(18) . . ?
C19 C18 H18 120.5 . . ?
C3 C19 H19 120.5 . . ?
C18 C19 C3 119.05(17) . . ?
C18 C19 H19 120.5 . . ?
C17 C20 H20 119.9 . . ?
C17 C20 C21 120.11(18) . . ?
C21 C20 H20 119.9 . . ?
C20 C21 H21 119.6 . . ?
C22 C21 C20 120.88(18) . . ?
C22 C21 H21 119.6 . . ?
C21 C22 H22 119.5 . . ?
C21 C22 C23 121.02(17) . . ?
C23 C22 H22 119.5 . . ?
C22 C23 C16 118.28(17) . . ?
C24 C23 C16 118.60(17) . . ?
C24 C23 C22 123.11(17) . . ?
C23 C24 H24 119.5 . . ?
C25 C24 C23 120.98(17) . . ?
C25 C24 H24 119.5 . . ?
C24 C25 H25 119.7 . . ?
C24 C25 C26 120.53(18) . . ?
C26 C25 H25 119.7 . . ?
C15 C26 C25 120.49(17) . . ?
C15 C26 H26 119.8 . . ?
C25 C26 H26 119.8 . . ?
C7 C27 H27 120.1 . . ?
C28 C27 C7 119.7(2) . . ?
C28 C27 H27 120.1 . . ?
C10 C28 C27 120.7(2) . . ?
C10 C28 H28 119.7 . . ?
C27 C28 H28 119.7 . . ?

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
O3 C10 C28 C27 179.9(2) . . . . ?
N1 C3 C4 N2 177.77(14) . . . . ?
N1 C3 C4 C5 -3.7(2) . . . . ?
N1 C3 C19 C18 1.0(3) . . . . ?
N3 C7 C8 C9 178.42(16) . . . . ?
N3 C7 C27 C28 -178.3(2) . . . . ?
N2 C4 C5 C6 -126.05(16) . . . . ?
N2 C4 C5 C13 119.67(17) . . . . ?
N2 C4 C5 C15 -7.6(2) . . . . ?
N2 C17 C20 C21 -177.27(17) . . . . ?
C1 C18 C19 C3 -1.0(3) . . . . ?
C2 N1 C3 C4 -179.51(15) . . . . ?
C2 N1 C3 C19 0.2(2) . . . . ?
C2 C1 C18 C19 -0.1(3) . . . . ?
C3 N1 C2 C1 -1.5(3) . . . . ?
C3 C4 C5 C6 55.54(18) . . . . ?
C3 C4 C5 C13 -58.74(17) . . . . ?
C3 C4 C5 C15 173.96(13) . . . . ?
C4 N2 C17 C16 3.4(2) . . . . ?
C4 N2 C17 C20 -178.69(16) . . . . ?
C4 C3 C19 C18 -179.28(15) . . . . ?
C4 C5 C6 O2 55.4(2) . . . . ?
C4 C5 C6 N3 -128.46(14) . . . . ?
C4 C5 C13 C14 119.31(14) . . . . ?
C4 C5 C15 C16 6.59(19) . . . . ?
C4 C5 C15 C26 -174.42(15) . . . . ?
C5 C13 C14 O1 -173.58(16) . . . . ?
C5 C13 C14 N3 7.36(17) . . . . ?
C5 C15 C16 C17 -1.5(2) . . . . ?
C5 C15 C16 C23 178.26(14) . . . . ?
C5 C15 C26 C25 -179.18(16) . . . . ?
C6 N3 C7 C8 -95.0(2) . . . . ?
C6 N3 C7 C27 83.4(2) . . . . ?
C6 N3 C14 O1 167.35(16) . . . . ?
C6 N3 C14 C13 -13.56(18) . . . . ?
C6 C5 C13 C14 0.58(16) . . . . ?
C6 C5 C15 C16 127.25(15) . . . . ?
C6 C5 C15 C26 -53.76(19) . . . . ?
C7 N3 C6 O2 -0.6(3) . . . . ?
C7 N3 C6 C5 -176.83(14) . . . . ?
C7 N3 C14 O1 -1.5(3) . . . . ?
C7 N3 C14 C13 177.60(15) . . . . ?
C7 C8 C9 C10 -0.2(3) . . . . ?
C7 C27 C28 C10 -0.1(4) . . . . ?
C8 C7 C27 C28 0.1(3) . . . . ?
C8 C9 C10 O3 -179.68(19) . . . . ?
C8 C9 C10 C28 0.2(3) . . . . ?
C9 C10 C28 C27 -0.1(4) . . . . ?
C12 O3 C10 C9 -8.5(3) . . . . ?
C12 O3 C10 C28 171.6(2) . . . . ?
C13 C5 C6 O2 175.47(16) . . . . ?
C13 C5 C6 N3 -8.35(16) . . . . ?
C13 C5 C15 C16 -120.77(16) . . . . ?
C13 C5 C15 C26 58.2(2) . . . . ?
C14 N3 C6 O2 -169.77(16) . . . . ?
C14 N3 C6 C5 14.00(18) . . . . ?
C14 N3 C7 C8 72.9(2) . . . . ?
C14 N3 C7 C27 -108.8(2) . . . . ?
C15 C5 C6 O2 -66.2(2) . . . . ?
C15 C5 C6 N3 109.93(14) . . . . ?
C15 C5 C13 C14 -113.62(15) . . . . ?
C15 C16 C17 N2 -3.9(2) . . . . ?
C15 C16 C17 C20 178.18(16) . . . . ?
C15 C16 C23 C22 -178.50(16) . . . . ?
C15 C16 C23 C24 0.8(2) . . . . ?
C16 C15 C26 C25 -0.2(3) . . . . ?
C16 C17 C20 C21 0.7(3) . . . . ?
C16 C23 C24 C25 0.1(3) . . . . ?
C17 N2 C4 C3 -178.69(13) . . . . ?
C17 N2 C4 C5 2.9(2) . . . . ?
C17 C16 C23 C22 1.3(2) . . . . ?
C17 C16 C23 C24 -179.40(15) . . . . ?
C17 C20 C21 C22 0.6(3) . . . . ?
C18 C1 C2 N1 1.4(3) . . . . ?
C19 C3 C4 N2 -2.0(2) . . . . ?
C19 C3 C4 C5 176.56(14) . . . . ?
C20 C21 C22 C23 -0.9(3) . . . . ?
C21 C22 C23 C16 -0.1(3) . . . . ?
C21 C22 C23 C24 -179.32(19) . . . . ?
C22 C23 C24 C25 179.38(18) . . . . ?
C23 C16 C17 N2 176.26(14) . . . . ?
C23 C16 C17 C20 -1.6(2) . . . . ?
C23 C24 C25 C26 -1.1(3) . . . . ?
C24 C25 C26 C15 1.1(3) . . . . ?
C26 C15 C16 C17 179.44(15) . . . . ?
C26 C15 C16 C23 -0.7(2) . . . . ?
C27 C7 C8 C9 0.1(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
