# Supplementary Information (SI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2025

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

data_PDAN-1B
_database_code_depnum_ccdc_archive 'CCDC 2393120'
loop_
_audit_author_name
_audit_author_address
'Ranjit Thakuria'
;Gauhati University
India
;
_audit_update_record             
;
2024-10-23 deposited with the CCDC.	2025-04-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H14 N2'
_chemical_formula_sum            'C20 H14 N2'
_chemical_formula_weight         282.33

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_H-M_alt        'P c'
_space_group_name_Hall           'P -2yc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'

_cell_length_a                   15.3938(7)
_cell_length_b                   6.7893(3)
_cell_length_c                   7.2409(6)
_cell_angle_alpha                90
_cell_angle_beta                 90.158(2)
_cell_angle_gamma                90
_cell_volume                     756.77(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3250
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      26.17

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.239
_exptl_crystal_F_000             296
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    0.073
_shelx_estimated_absorpt_T_min   0.988
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.983
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_absorpt_special_details   'Sheldrick,G.M.,2015,University of gottingen'
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6179
_diffrn_reflns_av_unetI/netI     0.1114
_diffrn_reflns_av_R_equivalents  0.0850
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.646
_diffrn_reflns_theta_max         26.353
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.822
_diffrn_measured_fraction_theta_full 0.813
_diffrn_reflns_Laue_measured_fraction_max 0.822
_diffrn_reflns_Laue_measured_fraction_full 0.813
_diffrn_reflns_point_group_measured_fraction_max 0.823
_diffrn_reflns_point_group_measured_fraction_full 0.813
_reflns_number_total             2334
_reflns_number_gt                1601
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.995
_reflns_Friedel_fraction_max     0.823
_reflns_Friedel_fraction_full    0.814

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0268P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2334
_refine_ls_number_parameters     200
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0882
_refine_ls_R_factor_gt           0.0459
_refine_ls_wR_factor_ref         0.0925
_refine_ls_wR_factor_gt          0.0851
_refine_ls_goodness_of_fit_ref   0.969
_refine_ls_restrained_S_all      0.969
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
N1 N 0.1389(2) -0.2219(4) 0.3859(8) 0.0730(10) Uani 1 1 d . . . . .
N2 N 0.4092(2) 0.1022(6) 0.4714(7) 0.0809(13) Uani 1 1 d . . . . .
C1 C 0.01656(19) 0.2629(4) 0.3106(5) 0.0400(8) Uani 1 1 d . . . . .
C2 C -0.0218(2) 0.4214(4) 0.2174(5) 0.0438(8) Uani 1 1 d . . . . .
H2 H 0.011109 0.533569 0.194447 0.053 Uiso 1 1 calc R U . . .
C3 C -0.10596(19) 0.4161(4) 0.1593(5) 0.0421(8) Uani 1 1 d . . . . .
H3 H -0.128490 0.522629 0.094175 0.050 Uiso 1 1 calc R U . . .
C4 C -0.1591(2) 0.2543(4) 0.1954(5) 0.0379(8) Uani 1 1 d . . . . .
C5 C -0.25154(19) 0.2497(4) 0.1347(4) 0.0405(8) Uani 1 1 d . . . . .
C6 C -0.2785(2) 0.3536(5) -0.0216(6) 0.0531(9) Uani 1 1 d . . . . .
H6 H -0.237728 0.424178 -0.089339 0.064 Uiso 1 1 calc R U . . .
C7 C -0.3646(2) 0.3538(5) -0.0783(6) 0.0612(11) Uani 1 1 d . . . . .
H7 H -0.381381 0.425704 -0.181712 0.073 Uiso 1 1 calc R U . . .
C8 C -0.4247(2) 0.2479(5) 0.0185(7) 0.0586(10) Uani 1 1 d . . . . .
H8 H -0.482344 0.246518 -0.020097 0.070 Uiso 1 1 calc R U . . .
C9 C -0.4003(2) 0.1443(5) 0.1713(7) 0.0576(10) Uani 1 1 d . . . . .
H9 H -0.441586 0.072849 0.236769 0.069 Uiso 1 1 calc R U . . .
C10 C -0.3143(2) 0.1448(5) 0.2300(5) 0.0508(9) Uani 1 1 d . . . . .
H10 H -0.298659 0.073789 0.334742 0.061 Uiso 1 1 calc R U . . .
C11 C -0.1218(2) 0.0990(4) 0.2919(6) 0.0466(9) Uani 1 1 d . . . . .
H11 H -0.155775 -0.010236 0.319983 0.056 Uiso 1 1 calc R U . . .
C12 C -0.0360(2) 0.1017(5) 0.3476(6) 0.0482(9) Uani 1 1 d . . . . .
H12 H -0.013182 -0.005902 0.410643 0.058 Uiso 1 1 calc R U . . .
C13 C 0.1075(2) 0.2843(4) 0.3644(5) 0.0434(9) Uani 1 1 d . . . . .
H13 H 0.126959 0.413786 0.370621 0.052 Uiso 1 1 calc R U . . .
C14 C 0.16791(18) 0.1485(4) 0.4066(5) 0.0383(8) Uani 1 1 d . . . . .
C15 C 0.1495(2) -0.0584(4) 0.3954(6) 0.0450(7) Uani 1 1 d . . . . .
C16 C 0.2586(2) 0.1994(5) 0.4591(5) 0.0443(8) Uani 1 1 d . . . . .
C17 C 0.3258(3) 0.0672(6) 0.4304(7) 0.0634(11) Uani 1 1 d . . . . .
H17 H 0.311972 -0.054438 0.379114 0.076 Uiso 1 1 calc R U . . .
C18 C 0.4272(3) 0.2772(8) 0.5432(8) 0.0770(13) Uani 1 1 d . . . . .
H18 H 0.484799 0.305763 0.571726 0.092 Uiso 1 1 calc R U . . .
C19 C 0.3669(3) 0.4159(6) 0.5772(7) 0.0691(12) Uani 1 1 d . . . . .
H19 H 0.383091 0.536265 0.628080 0.083 Uiso 1 1 calc R U . . .
C20 C 0.2803(2) 0.3779(5) 0.5356(7) 0.0550(9) Uani 1 1 d . . . . .
H20 H 0.237786 0.471866 0.559195 0.066 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C15 1.124(3) . ?
N2 C18 1.326(6) . ?
N2 C17 1.339(5) . ?
C1 C12 1.388(4) . ?
C1 C2 1.400(5) . ?
C1 C13 1.460(4) . ?
C2 C3 1.361(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.395(4) . ?
C3 H3 0.9300 . ?
C4 C11 1.388(5) . ?
C4 C5 1.488(4) . ?
C5 C10 1.386(4) . ?
C5 C6 1.396(5) . ?
C6 C7 1.387(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.366(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.363(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.390(5) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.380(5) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C14 1.343(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.436(4) . ?
C14 C16 1.486(4) . ?
C16 C20 1.374(5) . ?
C16 C17 1.386(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.345(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.390(6) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C18 N2 C17 116.4(4) . . ?
C12 C1 C2 117.0(3) . . ?
C12 C1 C13 125.9(3) . . ?
C2 C1 C13 117.1(3) . . ?
C3 C2 C1 121.9(3) . . ?
C3 C2 H2 119.0 . . ?
C1 C2 H2 119.0 . . ?
C2 C3 C4 121.4(3) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C11 C4 C3 116.8(3) . . ?
C11 C4 C5 121.7(3) . . ?
C3 C4 C5 121.5(3) . . ?
C10 C5 C6 117.2(3) . . ?
C10 C5 C4 122.1(3) . . ?
C6 C5 C4 120.7(3) . . ?
C7 C6 C5 121.5(3) . . ?
C7 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
C8 C7 C6 119.7(4) . . ?
C8 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C9 C8 C7 120.2(4) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C8 C9 C10 120.4(3) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C5 C10 C9 120.9(4) . . ?
C5 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C12 C11 C4 122.1(3) . . ?
C12 C11 H11 119.0 . . ?
C4 C11 H11 119.0 . . ?
C11 C12 C1 120.8(3) . . ?
C11 C12 H12 119.6 . . ?
C1 C12 H12 119.6 . . ?
C14 C13 C1 130.9(3) . . ?
C14 C13 H13 114.5 . . ?
C1 C13 H13 114.5 . . ?
C13 C14 C15 121.5(3) . . ?
C13 C14 C16 123.2(3) . . ?
C15 C14 C16 115.2(2) . . ?
N1 C15 C14 177.0(4) . . ?
C20 C16 C17 116.8(3) . . ?
C20 C16 C14 122.4(3) . . ?
C17 C16 C14 120.8(3) . . ?
N2 C17 C16 124.6(4) . . ?
N2 C17 H17 117.7 . . ?
C16 C17 H17 117.7 . . ?
N2 C18 C19 123.8(4) . . ?
N2 C18 H18 118.1 . . ?
C19 C18 H18 118.1 . . ?
C18 C19 C20 119.5(4) . . ?
C18 C19 H19 120.3 . . ?
C20 C19 H19 120.3 . . ?
C16 C20 C19 118.9(4) . . ?
C16 C20 H20 120.6 . . ?
C19 C20 H20 120.6 . . ?

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
C12 C1 C2 C3 -2.3(5) . . . . ?
C13 C1 C2 C3 179.3(4) . . . . ?
C1 C2 C3 C4 2.2(5) . . . . ?
C2 C3 C4 C11 -0.5(5) . . . . ?
C2 C3 C4 C5 179.0(3) . . . . ?
C11 C4 C5 C10 28.6(5) . . . . ?
C3 C4 C5 C10 -150.8(3) . . . . ?
C11 C4 C5 C6 -151.9(4) . . . . ?
C3 C4 C5 C6 28.7(4) . . . . ?
C10 C5 C6 C7 0.7(5) . . . . ?
C4 C5 C6 C7 -178.8(3) . . . . ?
C5 C6 C7 C8 -1.1(5) . . . . ?
C6 C7 C8 C9 0.8(6) . . . . ?
C7 C8 C9 C10 -0.2(6) . . . . ?
C6 C5 C10 C9 -0.1(5) . . . . ?
C4 C5 C10 C9 179.4(3) . . . . ?
C8 C9 C10 C5 -0.2(6) . . . . ?
C3 C4 C11 C12 -1.0(6) . . . . ?
C5 C4 C11 C12 179.6(3) . . . . ?
C4 C11 C12 C1 0.8(6) . . . . ?
C2 C1 C12 C11 0.8(5) . . . . ?
C13 C1 C12 C11 179.0(4) . . . . ?
C12 C1 C13 C14 22.5(7) . . . . ?
C2 C1 C13 C14 -159.3(4) . . . . ?
C1 C13 C14 C15 2.9(6) . . . . ?
C1 C13 C14 C16 -180.0(4) . . . . ?
C13 C14 C16 C20 25.2(5) . . . . ?
C15 C14 C16 C20 -157.5(4) . . . . ?
C13 C14 C16 C17 -154.0(4) . . . . ?
C15 C14 C16 C17 23.3(5) . . . . ?
C18 N2 C17 C16 -0.4(8) . . . . ?
C20 C16 C17 N2 -0.2(7) . . . . ?
C14 C16 C17 N2 179.1(4) . . . . ?
C17 N2 C18 C19 0.6(8) . . . . ?
N2 C18 C19 C20 -0.2(8) . . . . ?
C17 C16 C20 C19 0.7(6) . . . . ?
C14 C16 C20 C19 -178.6(4) . . . . ?
C18 C19 C20 C16 -0.5(7) . . . . ?

_refine_diff_density_max         0.120
_refine_diff_density_min         -0.113
_refine_diff_density_rms         0.027



####################################################################### 
# 
# 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_rt_a1_pdan1_sa_acn_chcl3_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2393126'
loop_
_audit_author_name
_audit_author_address
'Ranjit Thakuria'
;Gauhati University
India
;
_audit_update_record             
;
2025-03-20 deposited with the CCDC.	2025-04-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H14 N2, 0.5(C4 H6 O4)'
_chemical_formula_sum            'C22 H17 N2 O2'
_chemical_formula_weight         341.37

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.8519(12)
_cell_length_b                   11.458(2)
_cell_length_c                   11.848(2)
_cell_angle_alpha                103.848(4)
_cell_angle_beta                 96.792(4)
_cell_angle_gamma                97.046(4)
_cell_volume                     885.7(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8035
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      26.34

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_F_000             358
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.083
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.983
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_absorpt_special_details   'Sheldrick,G.M.,2015,University of gottingen'
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18333
_diffrn_reflns_av_unetI/netI     0.0152
_diffrn_reflns_av_R_equivalents  0.0244
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.585
_diffrn_reflns_theta_max         26.393
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3610
_reflns_number_gt                3093
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0742P)²+0.1786P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.009(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3610
_refine_ls_number_parameters     240
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0408
_refine_ls_wR_factor_ref         0.1286
_refine_ls_wR_factor_gt          0.1193
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_restrained_S_all      0.988
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1 C 0.30538(17) 0.16606(11) 0.77841(11) 0.0394(3) Uani 1 1 d . . . . .
C2 C 0.44808(18) 0.08894(11) 0.76177(12) 0.0450(3) Uani 1 1 d . . . . .
H2 H 0.557487 0.109966 0.727079 0.054 Uiso 1 1 calc R U . . .
C3 C 0.42827(19) -0.01847(11) 0.79639(12) 0.0465(3) Uani 1 1 d . . . . .
H3 H 0.526401 -0.067645 0.785480 0.056 Uiso 1 1 calc R U . . .
C4 C 0.2655(2) -0.05528(11) 0.84722(11) 0.0442(3) Uani 1 1 d . . . . .
C5 C 0.2438(2) -0.17255(12) 0.88210(11) 0.0483(3) Uani 1 1 d . . . . .
C6 C 0.4089(3) -0.21958(13) 0.92096(13) 0.0599(4) Uani 1 1 d . . . . .
H6 H 0.535574 -0.176836 0.926498 0.072 Uiso 1 1 calc R U . . .
C7 C 0.3874(3) -0.32975(15) 0.95175(14) 0.0728(5) Uani 1 1 d . . . . .
H7 H 0.499782 -0.359863 0.977533 0.087 Uiso 1 1 calc R U . . .
C8 C 0.2009(4) -0.39472(16) 0.94434(16) 0.0784(6) Uani 1 1 d . . . . .
H8 H 0.186992 -0.468562 0.964551 0.094 Uiso 1 1 calc R U . . .
C9 C 0.0360(3) -0.34911(16) 0.90680(16) 0.0750(5) Uani 1 1 d . . . . .
H9 H -0.090179 -0.392038 0.902315 0.090 Uiso 1 1 calc R U . . .
C10 C 0.0560(3) -0.23929(15) 0.87540(14) 0.0617(4) Uani 1 1 d . . . . .
H10 H -0.057089 -0.209907 0.849598 0.074 Uiso 1 1 calc R U . . .
C11 C 0.1220(2) 0.02091(13) 0.86196(12) 0.0498(3) Uani 1 1 d . . . . .
H11 H 0.011214 -0.001147 0.895087 0.060 Uiso 1 1 calc R U . . .
C12 C 0.14093(19) 0.12875(12) 0.82830(12) 0.0466(3) Uani 1 1 d . . . . .
H12 H 0.042329 0.177595 0.839025 0.056 Uiso 1 1 calc R U . . .
C13 C 0.30751(17) 0.28012(11) 0.74339(11) 0.0400(3) Uani 1 1 d . . . . .
H13 H 0.186919 0.309576 0.743112 0.048 Uiso 1 1 calc R U . . .
C14 C 0.45271(16) 0.35046(10) 0.71138(10) 0.0369(3) Uani 1 1 d . . . . .
C15 C 0.65189(18) 0.32345(12) 0.71476(14) 0.0492(3) Uani 1 1 d . . . . .
C16 C 0.42266(17) 0.46240(10) 0.67328(10) 0.0373(3) Uani 1 1 d . . . . .
C17 C 0.58317(19) 0.54361(12) 0.66265(12) 0.0451(3) Uani 1 1 d . . . . .
H17 H 0.710201 0.525312 0.679436 0.054 Uiso 1 1 calc R U . . .
C18 C 0.3857(2) 0.67262(12) 0.60530(12) 0.0531(3) Uani 1 1 d . . . . .
H18 H 0.372084 0.744113 0.583091 0.064 Uiso 1 1 calc R U . . .
C19 C 0.2170(2) 0.59710(13) 0.61175(13) 0.0534(3) Uani 1 1 d . . . . .
H19 H 0.091967 0.617527 0.593678 0.064 Uiso 1 1 calc R U . . .
C20 C 0.23455(19) 0.49101(12) 0.64515(12) 0.0461(3) Uani 1 1 d . . . . .
H20 H 0.121404 0.439016 0.648819 0.055 Uiso 1 1 calc R U . . .
C21 C 0.8511(2) 0.87795(11) 0.55631(12) 0.0464(3) Uani 1 1 d . . . . .
C22 C 1.01966(19) 0.94029(11) 0.51239(12) 0.0447(3) Uani 1 1 d . . . . .
H22A H 1.045156 0.886538 0.440790 0.054 Uiso 1 1 calc R U . . .
H22B H 1.138384 0.955483 0.570457 0.054 Uiso 1 1 calc R U . . .
H1A H 0.745(4) 0.729(2) 0.597(2) 0.114(8) Uiso 1 1 d . . . . .
N1 N 0.81318(18) 0.30991(14) 0.71724(17) 0.0809(5) Uani 1 1 d . . . . .
N2 N 0.56725(18) 0.64660(10) 0.62982(11) 0.0527(3) Uani 1 1 d . . . . .
O1 O 0.88160(17) 0.77120(10) 0.57178(12) 0.0681(3) Uani 1 1 d . . . . .
O2 O 0.7019(2) 0.91665(12) 0.57435(17) 0.1037(6) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.3963(17) . ?
C1 C12 1.4008(17) . ?
C1 C13 1.4617(16) . ?
C2 C3 1.3839(18) . ?
C2 H2 0.9300 . ?
C3 C4 1.3964(18) . ?
C3 H3 0.9300 . ?
C4 C11 1.3919(19) . ?
C4 C5 1.4932(17) . ?
C5 C6 1.388(2) . ?
C5 C10 1.397(2) . ?
C6 C7 1.391(2) . ?
C6 H6 0.9300 . ?
C7 C8 1.380(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.372(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.391(2) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.3824(18) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C14 1.3499(16) . ?
C13 H13 0.9300 . ?
C14 C15 1.4341(16) . ?
C14 C16 1.4870(16) . ?
C15 N1 1.1326(17) . ?
C16 C17 1.3888(17) . ?
C16 C20 1.3908(17) . ?
C17 N2 1.3405(16) . ?
C17 H17 0.9300 . ?
C18 N2 1.3299(19) . ?
C18 C19 1.377(2) . ?
C18 H18 0.9300 . ?
C19 C20 1.3796(18) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 O2 1.1853(17) . ?
C21 O1 1.3170(16) . ?
C21 C22 1.4941(18) . ?
C22 C22 1.515(2) 2_776 ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
O1 H1A 1.11(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C12 117.43(11) . . ?
C2 C1 C13 125.72(11) . . ?
C12 C1 C13 116.79(11) . . ?
C3 C2 C1 120.64(11) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C2 C3 C4 122.02(12) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
C11 C4 C3 117.16(12) . . ?
C11 C4 C5 121.30(12) . . ?
C3 C4 C5 121.53(12) . . ?
C6 C5 C10 117.78(14) . . ?
C6 C5 C4 121.30(13) . . ?
C10 C5 C4 120.92(13) . . ?
C5 C6 C7 120.94(16) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 H6 119.5 . . ?
C8 C7 C6 120.55(17) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C9 C8 C7 119.25(15) . . ?
C9 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
C8 C9 C10 120.60(17) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C9 C10 C5 120.88(17) . . ?
C9 C10 H10 119.6 . . ?
C5 C10 H10 119.6 . . ?
C12 C11 C4 121.28(12) . . ?
C12 C11 H11 119.4 . . ?
C4 C11 H11 119.4 . . ?
C11 C12 C1 121.46(12) . . ?
C11 C12 H12 119.3 . . ?
C1 C12 H12 119.3 . . ?
C14 C13 C1 131.69(11) . . ?
C14 C13 H13 114.2 . . ?
C1 C13 H13 114.2 . . ?
C13 C14 C15 121.68(11) . . ?
C13 C14 C16 123.62(10) . . ?
C15 C14 C16 114.68(10) . . ?
N1 C15 C14 175.41(14) . . ?
C17 C16 C20 116.42(11) . . ?
C17 C16 C14 121.18(11) . . ?
C20 C16 C14 122.40(10) . . ?
N2 C17 C16 124.38(12) . . ?
N2 C17 H17 117.8 . . ?
C16 C17 H17 117.8 . . ?
N2 C18 C19 122.11(12) . . ?
N2 C18 H18 118.9 . . ?
C19 C18 H18 118.9 . . ?
C18 C19 C20 119.69(13) . . ?
C18 C19 H19 120.2 . . ?
C20 C19 H19 120.2 . . ?
C19 C20 C16 119.50(12) . . ?
C19 C20 H20 120.2 . . ?
C16 C20 H20 120.2 . . ?
O2 C21 O1 121.75(13) . . ?
O2 C21 C22 125.24(12) . . ?
O1 C21 C22 113.00(11) . . ?
C21 C22 C22 113.23(13) . 2_776 ?
C21 C22 H22A 108.9 . . ?
C22 C22 H22A 108.9 2_776 . ?
C21 C22 H22B 108.9 . . ?
C22 C22 H22B 108.9 2_776 . ?
H22A C22 H22B 107.7 . . ?
C18 N2 C17 117.88(12) . . ?
C21 O1 H1A 108.1(12) . . ?

_refine_diff_density_max         0.239
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.031



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

data_RT_PS83_PDAN1_Seba_ACN_CHCl3_MeOH_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2393123'
loop_
_audit_author_name
_audit_author_address
'Ranjit Thakuria'
;Gauhati University
India
;
_audit_update_record             
;
2025-03-20 deposited with the CCDC.	2025-04-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H14 N2, 0.5(C10 H18 O4)'
_chemical_formula_sum            'C25 H23 N2 O2'
_chemical_formula_weight         383.45

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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                   6.6460(16)
_cell_length_b                   48.219(11)
_cell_length_c                   7.1154(16)
_cell_angle_alpha                90
_cell_angle_beta                 114.288(4)
_cell_angle_gamma                90
_cell_volume                     2078.4(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6204
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      29.40

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.225
_exptl_crystal_F_000             812
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   0.982
_shelx_estimated_absorpt_T_max   0.988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.982
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_absorpt_special_details   'Sheldrick,G.M.,2015,University of gottingen'
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18702
_diffrn_reflns_av_unetI/netI     0.0425
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -68
_diffrn_reflns_limit_k_max       61
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.387
_diffrn_reflns_theta_max         30.801
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             6206
_reflns_number_gt                4698
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1011P)²+0.6623P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.011(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6206
_refine_ls_number_parameters     347
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0918
_refine_ls_R_factor_gt           0.0712
_refine_ls_wR_factor_ref         0.2072
_refine_ls_wR_factor_gt          0.1944
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

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
O2 O -0.1422(3) 0.43767(4) 0.7488(2) 0.0603(4) Uani 1 1 d . . . . .
O1 O -0.0362(3) 0.45373(3) 1.0668(2) 0.0547(4) Uani 1 1 d . . . . .
N1 N 0.6554(3) 0.42018(3) 1.0982(2) 0.0424(4) Uani 1 1 d . . . . .
C5 C 0.3329(2) 0.39210(3) 0.9273(2) 0.0317(3) Uani 1 1 d . . . . .
C6 C 0.1912(2) 0.37600(4) 0.7436(2) 0.0330(3) Uani 1 1 d . . . . .
N2 N -0.2090(3) 0.36882(5) 0.6996(3) 0.0580(5) Uani 1 1 d . . . . .
C7 C -0.0327(3) 0.37229(4) 0.7162(3) 0.0381(4) Uani 1 1 d . . . . .
C25 C -0.0229(3) 0.45223(4) 0.8871(3) 0.0368(4) Uani 1 1 d . . . . .
C1 C 0.5197(3) 0.40596(4) 0.9337(3) 0.0370(4) Uani 1 1 d . . . . .
C9 C 0.1511(3) 0.34792(4) 0.4264(3) 0.0379(4) Uani 1 1 d . . . . .
C8 C 0.2670(3) 0.36402(4) 0.6146(3) 0.0374(4) Uani 1 1 d . . . . .
C24 C 0.1556(3) 0.47052(4) 0.8786(3) 0.0409(4) Uani 1 1 d . . . . .
C23 C 0.1878(3) 0.46957(4) 0.6804(3) 0.0410(4) Uani 1 1 d . . . . .
C10 C -0.0758(3) 0.34905(4) 0.3054(3) 0.0449(4) Uani 1 1 d . . . . .
C22 C 0.3710(3) 0.48918(4) 0.6896(3) 0.0431(4) Uani 1 1 d . . . . .
C4 C 0.2855(3) 0.39428(4) 1.0991(3) 0.0431(4) Uani 1 1 d . . . . .
C21 C 0.4109(3) 0.48984(5) 0.4948(3) 0.0449(4) Uani 1 1 d . . . . .
C2 C 0.6107(3) 0.42117(4) 1.2643(3) 0.0460(4) Uani 1 1 d . . . . .
C12 C -0.0420(4) 0.31616(4) 0.0634(3) 0.0491(5) Uani 1 1 d . . . . .
C11 C -0.1686(4) 0.33326(5) 0.1283(3) 0.0513(5) Uani 1 1 d . . . . .
C14 C 0.2796(3) 0.33110(4) 0.3599(3) 0.0469(4) Uani 1 1 d . . . . .
C3 C 0.4274(4) 0.40887(5) 1.2695(3) 0.0518(5) Uani 1 1 d . . . . .
C13 C 0.1851(4) 0.31537(5) 0.1820(3) 0.0530(5) Uani 1 1 d . . . . .
C15 C -0.1417(5) 0.29962(4) -0.1283(3) 0.0616(6) Uani 1 1 d . . . . .
C20 C -0.0423(6) 0.29801(5) -0.2654(4) 0.0771(9) Uani 1 1 d . . . . .
H20 H 0.089792 0.307273 -0.236901 0.093 Uiso 1 1 calc R U . . .
C16 C -0.3398(5) 0.28524(6) -0.1741(5) 0.0811(9) Uani 1 1 d . . . . .
C18 C -0.3342(9) 0.26814(7) -0.4879(5) 0.1177(18) Uani 1 1 d . . . . .
C19 C -0.1402(9) 0.28252(6) -0.4455(4) 0.1020(14) Uani 1 1 d . . . . .
C17 C -0.4296(7) 0.26957(7) -0.3545(6) 0.1112(15) Uani 1 1 d . . . . .
H17 H -0.559687 0.259804 -0.383284 0.133 Uiso 1 1 calc R U . . .
H11 H -0.332(4) 0.3366(5) 0.034(4) 0.063(7) Uiso 1 1 d . . . . .
H10 H -0.182(5) 0.3608(6) 0.345(4) 0.069(8) Uiso 1 1 d . . . . .
H14 H 0.445(4) 0.3302(5) 0.444(4) 0.054(6) Uiso 1 1 d . . . . .
H13 H 0.283(4) 0.3032(6) 0.140(4) 0.065(7) Uiso 1 1 d . . . . .
H8 H 0.420(4) 0.3655(5) 0.649(3) 0.045(6) Uiso 1 1 d . . . . .
H18 H -0.405(6) 0.2572(8) -0.611(6) 0.107(11) Uiso 1 1 d . . . . .
H19 H -0.073(6) 0.2822(8) -0.536(6) 0.104(12) Uiso 1 1 d . . . . .
H2 H 0.709(4) 0.4321(5) 1.375(4) 0.053(6) Uiso 1 1 d . . . . .
H3 H 0.396(4) 0.4114(5) 1.389(4) 0.050(6) Uiso 1 1 d . . . . .
H4 H 0.153(4) 0.3861(5) 1.104(3) 0.051(6) Uiso 1 1 d . . . . .
H1 H 0.558(3) 0.4051(4) 0.815(3) 0.038(5) Uiso 1 1 d . . . . .
H21A H 0.275(4) 0.4941(5) 0.375(4) 0.057(7) Uiso 1 1 d . . . . .
H21B H 0.447(4) 0.4715(6) 0.463(4) 0.055(6) Uiso 1 1 d . . . . .
H22A H 0.330(4) 0.5101(6) 0.723(4) 0.061(7) Uiso 1 1 d . . . . .
H22B H 0.499(4) 0.4847(5) 0.802(4) 0.059(7) Uiso 1 1 d . . . . .
H23B H 0.050(4) 0.4744(5) 0.560(4) 0.053(6) Uiso 1 1 d . . . . .
H23A H 0.217(4) 0.4502(5) 0.650(3) 0.050(6) Uiso 1 1 d . . . . .
H24A H 0.122(4) 0.4899(6) 0.910(4) 0.065(7) Uiso 1 1 d . . . . .
H24B H 0.296(4) 0.4654(5) 1.005(4) 0.060(7) Uiso 1 1 d . . . . .
H16 H -0.435(6) 0.2864(9) -0.079(6) 0.119(14) Uiso 1 1 d . . . . .
H1O H -0.155(5) 0.4415(7) 1.072(4) 0.077(8) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C25 1.204(2) . ?
O1 C25 1.319(2) . ?
O1 H1O 1.00(3) . ?
N1 C2 1.333(2) . ?
N1 C1 1.336(2) . ?
C5 C4 1.386(2) . ?
C5 C1 1.394(2) . ?
C5 C6 1.478(2) . ?
C6 C8 1.346(2) . ?
C6 C7 1.430(2) . ?
N2 C7 1.140(2) . ?
C25 C24 1.499(2) . ?
C1 H1 0.98(2) . ?
C9 C14 1.394(3) . ?
C9 C10 1.397(2) . ?
C9 C8 1.463(2) . ?
C8 H8 0.95(2) . ?
C24 C23 1.511(3) . ?
C24 H24A 1.01(3) . ?
C24 H24B 1.02(3) . ?
C23 C22 1.522(3) . ?
C23 H23B 0.99(2) . ?
C23 H23A 0.99(2) . ?
C10 C11 1.381(3) . ?
C10 H10 1.03(3) . ?
C22 C21 1.515(3) . ?
C22 H22A 1.10(3) . ?
C22 H22B 0.92(3) . ?
C4 C3 1.383(3) . ?
C4 H4 0.98(2) . ?
C21 C21 1.515(4) 3_666 ?
C21 H21A 0.98(3) . ?
C21 H21B 0.97(3) . ?
C2 C3 1.369(3) . ?
C2 H2 0.95(2) . ?
C12 C11 1.386(3) . ?
C12 C13 1.395(3) . ?
C12 C15 1.481(3) . ?
C11 H11 1.03(3) . ?
C14 C13 1.385(3) . ?
C14 H14 1.01(2) . ?
C3 H3 0.97(2) . ?
C13 H13 1.01(3) . ?
C15 C20 1.387(4) . ?
C15 C16 1.402(4) . ?
C20 C19 1.392(4) . ?
C20 H20 0.9300 . ?
C16 C17 1.394(4) . ?
C16 H16 1.10(4) . ?
C18 C17 1.343(7) . ?
C18 C19 1.384(7) . ?
C18 H18 0.96(4) . ?
C19 H19 0.92(4) . ?
C17 H17 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C25 O1 H1O 111.8(17) . . ?
C2 N1 C1 118.58(16) . . ?
C4 C5 C1 117.20(15) . . ?
C4 C5 C6 121.76(14) . . ?
C1 C5 C6 121.04(14) . . ?
C8 C6 C7 120.91(15) . . ?
C8 C6 C5 123.19(14) . . ?
C7 C6 C5 115.79(14) . . ?
N2 C7 C6 177.9(2) . . ?
O2 C25 O1 122.74(17) . . ?
O2 C25 C24 125.17(17) . . ?
O1 C25 C24 112.09(15) . . ?
N1 C1 C5 123.12(15) . . ?
N1 C1 H1 117.1(12) . . ?
C5 C1 H1 119.7(12) . . ?
C14 C9 C10 118.04(17) . . ?
C14 C9 C8 116.98(15) . . ?
C10 C9 C8 124.93(17) . . ?
C6 C8 C9 130.39(15) . . ?
C6 C8 H8 117.1(13) . . ?
C9 C8 H8 112.5(13) . . ?
C25 C24 C23 115.97(15) . . ?
C25 C24 H24A 106.5(15) . . ?
C23 C24 H24A 111.5(15) . . ?
C25 C24 H24B 105.9(15) . . ?
C23 C24 H24B 112.6(15) . . ?
H24A C24 H24B 103(2) . . ?
C24 C23 C22 111.05(15) . . ?
C24 C23 H23B 111.4(14) . . ?
C22 C23 H23B 109.2(14) . . ?
C24 C23 H23A 110.2(13) . . ?
C22 C23 H23A 111.7(14) . . ?
H23B C23 H23A 103.0(19) . . ?
C11 C10 C9 120.33(19) . . ?
C11 C10 H10 116.9(15) . . ?
C9 C10 H10 122.7(15) . . ?
C21 C22 C23 114.35(16) . . ?
C21 C22 H22A 109.2(13) . . ?
C23 C22 H22A 108.6(13) . . ?
C21 C22 H22B 110.8(16) . . ?
C23 C22 H22B 109.1(16) . . ?
H22A C22 H22B 104(2) . . ?
C3 C4 C5 119.39(17) . . ?
C3 C4 H4 118.4(14) . . ?
C5 C4 H4 122.2(14) . . ?
C22 C21 C21 113.4(2) . 3_666 ?
C22 C21 H21A 110.6(14) . . ?
C21 C21 H21A 109.5(15) 3_666 . ?
C22 C21 H21B 110.2(15) . . ?
C21 C21 H21B 110.0(15) 3_666 . ?
H21A C21 H21B 103(2) . . ?
N1 C2 C3 122.25(17) . . ?
N1 C2 H2 115.4(15) . . ?
C3 C2 H2 122.2(15) . . ?
C11 C12 C13 117.97(18) . . ?
C11 C12 C15 121.6(2) . . ?
C13 C12 C15 120.4(2) . . ?
C10 C11 C12 121.82(19) . . ?
C10 C11 H11 117.6(15) . . ?
C12 C11 H11 120.0(15) . . ?
C13 C14 C9 121.21(19) . . ?
C13 C14 H14 119.2(14) . . ?
C9 C14 H14 119.6(14) . . ?
C2 C3 C4 119.39(17) . . ?
C2 C3 H3 119.3(14) . . ?
C4 C3 H3 121.3(14) . . ?
C14 C13 C12 120.6(2) . . ?
C14 C13 H13 119.1(15) . . ?
C12 C13 H13 120.3(15) . . ?
C20 C15 C16 118.8(2) . . ?
C20 C15 C12 121.0(2) . . ?
C16 C15 C12 120.1(3) . . ?
C15 C20 C19 120.0(4) . . ?
C15 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
C17 C16 C15 119.2(4) . . ?
C17 C16 H16 117(2) . . ?
C15 C16 H16 124(2) . . ?
C17 C18 C19 119.3(3) . . ?
C17 C18 H18 118(2) . . ?
C19 C18 H18 123(2) . . ?
C18 C19 C20 120.7(4) . . ?
C18 C19 H19 121(3) . . ?
C20 C19 H19 118(3) . . ?
C18 C17 C16 122.0(4) . . ?
C18 C17 H17 119.0 . . ?
C16 C17 H17 119.0 . . ?

_refine_diff_density_max         0.311
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.050



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

data_RT_PS_80_PDAN1_AA_ACN_CHCl3_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2393124'
loop_
_audit_author_name
_audit_author_address
'Ranjit Thakuria'
;Gauhati University
India
;
_audit_update_record             
;
2025-03-20 deposited with the CCDC.	2025-04-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H14 N2, 0.5(C6 H10 O4)'
_chemical_formula_sum            'C23 H19 N2 O2'
_chemical_formula_weight         355.40

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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                   6.6656(9)
_cell_length_b                   43.969(6)
_cell_length_c                   7.2128(10)
_cell_angle_alpha                90
_cell_angle_beta                 115.616(3)
_cell_angle_gamma                90
_cell_volume                     1906.1(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4318
_cell_measurement_theta_min      2.78
_cell_measurement_theta_max      25.17

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.238
_exptl_crystal_F_000             748
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.080
_shelx_estimated_absorpt_T_min   0.983
_shelx_estimated_absorpt_T_max   0.988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.982
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_absorpt_special_details   'Sheldrick,G.M.,2015,University of gottingen'
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26092
_diffrn_reflns_av_unetI/netI     0.0396
_diffrn_reflns_av_R_equivalents  0.0467
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -62
_diffrn_reflns_limit_k_max       62
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.421
_diffrn_reflns_theta_max         30.603
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             5831
_reflns_number_gt                4030
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0948P)²+0.3383P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5831
_refine_ls_number_parameters     248
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0946
_refine_ls_R_factor_gt           0.0638
_refine_ls_wR_factor_ref         0.1845
_refine_ls_wR_factor_gt          0.1655
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_restrained_S_all      1.011
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
C1 C 0.6294(3) 0.64188(4) 0.2639(2) 0.0395(3) Uani 1 1 d . . . . .
C2 C 0.8586(3) 0.64092(4) 0.3871(3) 0.0472(4) Uani 1 1 d . . . . .
H2 H 0.948141 0.628555 0.349614 0.057 Uiso 1 1 calc R U . . .
C3 C 0.9538(3) 0.65826(4) 0.5649(3) 0.0534(4) Uani 1 1 d . . . . .
H3 H 1.106955 0.657492 0.643590 0.064 Uiso 1 1 calc R U . . .
C4 C 0.8259(3) 0.67678(4) 0.6286(3) 0.0507(4) Uani 1 1 d . . . . .
C5 C 0.9290(4) 0.69508(4) 0.8213(3) 0.0639(6) Uani 1 1 d . . . . .
C6 C 1.1250(4) 0.71109(5) 0.8689(4) 0.0855(8) Uani 1 1 d . . . . .
H6 H 1.194297 0.710164 0.781484 0.103 Uiso 1 1 calc R U . . .
C7 C 1.2177(6) 0.72855(6) 1.0476(5) 0.1178(14) Uani 1 1 d . . . . .
H7 H 1.347175 0.739533 1.076902 0.141 Uiso 1 1 calc R U . . .
C8 C 1.1217(8) 0.72974(6) 1.1796(5) 0.1296(17) Uani 1 1 d . . . . .
H8 H 1.186471 0.741211 1.299355 0.156 Uiso 1 1 calc R U . . .
C9 C 0.9294(7) 0.71401(6) 1.1357(4) 0.1087(12) Uani 1 1 d . . . . .
H9 H 0.863693 0.714821 1.226082 0.130 Uiso 1 1 calc R U . . .
C10 C 0.8303(5) 0.69660(5) 0.9548(3) 0.0788(7) Uani 1 1 d . . . . .
H10 H 0.698708 0.686133 0.925071 0.095 Uiso 1 1 calc R U . . .
C11 C 0.5979(3) 0.67750(4) 0.5068(3) 0.0551(5) Uani 1 1 d . . . . .
H11 H 0.508720 0.689778 0.545400 0.066 Uiso 1 1 calc R U . . .
C12 C 0.5004(3) 0.66025(4) 0.3287(3) 0.0483(4) Uani 1 1 d . . . . .
H12 H 0.346923 0.660911 0.251217 0.058 Uiso 1 1 calc R U . . .
C13 C 0.5108(2) 0.62429(4) 0.0740(2) 0.0388(3) Uani 1 1 d . . . . .
H13 H 0.359363 0.621818 0.035204 0.047 Uiso 1 1 calc R U . . .
C14 C 0.5855(2) 0.61118(3) -0.0528(2) 0.0348(3) Uani 1 1 d . . . . .
C15 C 0.8112(2) 0.61527(4) -0.0235(2) 0.0395(3) Uani 1 1 d . . . . .
C16 C 0.4407(2) 0.59363(3) -0.2390(2) 0.0336(3) Uani 1 1 d . . . . .
C17 C 0.2546(2) 0.57796(4) -0.2472(2) 0.0384(3) Uani 1 1 d . . . . .
H17 H 0.225043 0.578444 -0.132444 0.046 Uiso 1 1 calc R U . . .
C18 C 0.1585(3) 0.56137(4) -0.5772(2) 0.0474(4) Uani 1 1 d . . . . .
H18 H 0.061787 0.550753 -0.692957 0.057 Uiso 1 1 calc R U . . .
C19 C 0.3397(3) 0.57562(4) -0.5816(3) 0.0509(4) Uani 1 1 d . . . . .
H19 H 0.365321 0.574555 -0.698367 0.061 Uiso 1 1 calc R U . . .
C20 C 0.4839(3) 0.59160(4) -0.4102(2) 0.0435(4) Uani 1 1 d . . . . .
H20 H 0.609210 0.600939 -0.409963 0.052 Uiso 1 1 calc R U . . .
C21 C 0.8027(2) 0.52678(4) 0.7967(2) 0.0391(3) Uani 1 1 d . . . . .
C22 C 0.6225(3) 0.50729(4) 0.8056(3) 0.0451(4) Uani 1 1 d . . . . .
H22A H 0.652424 0.486268 0.785287 0.054 Uiso 1 1 calc R U . . .
H22B H 0.482240 0.512889 0.692500 0.054 Uiso 1 1 calc R U . . .
C23 C 0.5972(3) 0.50948(4) 1.0038(2) 0.0424(4) Uani 1 1 d . . . . .
H23A H 0.574159 0.530573 1.029120 0.051 Uiso 1 1 calc R U . . .
H23B H 0.733143 0.502561 1.117030 0.051 Uiso 1 1 calc R U . . .
H1A H 0.922(4) 0.5385(6) 0.623(4) 0.076(7) Uiso 1 1 d . . . . .
N1 N 0.9863(2) 0.61903(4) -0.0066(3) 0.0594(4) Uani 1 1 d . . . . .
N2 N 0.1167(2) 0.56226(3) -0.4126(2) 0.0441(3) Uani 1 1 d . . . . .
O1 O 0.8093(2) 0.52499(3) 0.61627(19) 0.0590(4) Uani 1 1 d . . . . .
O2 O 0.9279(2) 0.54250(3) 0.93500(19) 0.0600(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.397(2) . ?
C1 C12 1.399(2) . ?
C1 C13 1.471(2) . ?
C2 C3 1.387(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.392(3) . ?
C3 H3 0.9300 . ?
C4 C11 1.389(3) . ?
C4 C5 1.492(2) . ?
C5 C10 1.383(4) . ?
C5 C6 1.390(4) . ?
C6 C7 1.394(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.358(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.368(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.407(3) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.388(2) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C14 1.345(2) . ?
C13 H13 0.9300 . ?
C14 C15 1.4373(19) . ?
C14 C16 1.486(2) . ?
C15 N1 1.1321(19) . ?
C16 C20 1.387(2) . ?
C16 C17 1.398(2) . ?
C17 N2 1.3406(19) . ?
C17 H17 0.9300 . ?
C18 N2 1.332(2) . ?
C18 C19 1.373(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.385(2) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 O2 1.2039(18) . ?
C21 O1 1.3236(19) . ?
C21 C22 1.499(2) . ?
C22 C23 1.514(2) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C23 1.521(3) 3_667 ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
O1 H1A 0.94(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C12 117.76(15) . . ?
C2 C1 C13 125.19(15) . . ?
C12 C1 C13 117.02(14) . . ?
C3 C2 C1 120.59(17) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C2 C3 C4 121.72(17) . . ?
C2 C3 H3 119.1 . . ?
C4 C3 H3 119.1 . . ?
C11 C4 C3 117.61(16) . . ?
C11 C4 C5 120.95(18) . . ?
C3 C4 C5 121.45(18) . . ?
C10 C5 C6 118.8(2) . . ?
C10 C5 C4 120.6(2) . . ?
C6 C5 C4 120.6(2) . . ?
C5 C6 C7 120.1(3) . . ?
C5 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?
C8 C7 C6 120.9(3) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C7 C8 C9 119.8(3) . . ?
C7 C8 H8 120.1 . . ?
C9 C8 H8 120.1 . . ?
C8 C9 C10 120.5(3) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C5 C10 C9 119.9(3) . . ?
C5 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C12 C11 C4 121.29(17) . . ?
C12 C11 H11 119.4 . . ?
C4 C11 H11 119.4 . . ?
C11 C12 C1 121.01(16) . . ?
C11 C12 H12 119.5 . . ?
C1 C12 H12 119.5 . . ?
C14 C13 C1 130.59(13) . . ?
C14 C13 H13 114.7 . . ?
C1 C13 H13 114.7 . . ?
C13 C14 C15 121.19(13) . . ?
C13 C14 C16 123.36(12) . . ?
C15 C14 C16 115.30(13) . . ?
N1 C15 C14 177.6(2) . . ?
C20 C16 C17 116.92(13) . . ?
C20 C16 C14 122.28(13) . . ?
C17 C16 C14 120.80(12) . . ?
N2 C17 C16 123.09(13) . . ?
N2 C17 H17 118.5 . . ?
C16 C17 H17 118.5 . . ?
N2 C18 C19 122.15(15) . . ?
N2 C18 H18 118.9 . . ?
C19 C18 H18 118.9 . . ?
C18 C19 C20 119.27(15) . . ?
C18 C19 H19 120.4 . . ?
C20 C19 H19 120.4 . . ?
C19 C20 C16 119.75(15) . . ?
C19 C20 H20 120.1 . . ?
C16 C20 H20 120.1 . . ?
O2 C21 O1 122.88(15) . . ?
O2 C21 C22 125.02(15) . . ?
O1 C21 C22 112.10(13) . . ?
C21 C22 C23 115.01(13) . . ?
C21 C22 H22A 108.5 . . ?
C23 C22 H22A 108.5 . . ?
C21 C22 H22B 108.5 . . ?
C23 C22 H22B 108.5 . . ?
H22A C22 H22B 107.5 . . ?
C22 C23 C23 111.82(16) . 3_667 ?
C22 C23 H23A 109.3 . . ?
C23 C23 H23A 109.3 3_667 . ?
C22 C23 H23B 109.3 . . ?
C23 C23 H23B 109.3 3_667 . ?
H23A C23 H23B 107.9 . . ?
C18 N2 C17 118.78(13) . . ?
C21 O1 H1A 106.1(14) . . ?

_refine_diff_density_max         0.212
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.045



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

data_PDAN-1P_Rigaku
_database_code_depnum_ccdc_archive 'CCDC 2441999'
loop_
_audit_author_name
_audit_author_address
'Ranjit Thakuria'
;Gauhati University
India
;
_audit_update_record             
;
2025-04-08 deposited with the CCDC.	2025-04-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H14 N2'
_chemical_formula_sum            'C20 H14 N2'
_chemical_formula_weight         282.33

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'
N N 0.0311 0.0180 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   5.9138(13)
_cell_length_b                   7.5874(9)
_cell_length_c                   16.538(2)
_cell_angle_alpha                92.910(12)
_cell_angle_beta                 97.60(2)
_cell_angle_gamma                92.256(14)
_cell_volume                     733.8(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3604
_cell_measurement_theta_min      2.7150
_cell_measurement_theta_max      75.1230

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_F_000             296
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    0.587
_shelx_estimated_absorpt_T_min   0.928
_shelx_estimated_absorpt_T_max   0.966
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.928
_exptl_absorpt_correction_T_max  0.961
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.67a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   'Sheldrick,G.M.,2015,University of gottingen'
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7516
_diffrn_reflns_av_unetI/netI     0.0646
_diffrn_reflns_av_R_equivalents  0.1295
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.700
_diffrn_reflns_theta_max         82.936
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.872
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.872
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.575
_diffrn_reflns_point_group_measured_fraction_full 0.663
_reflns_number_total             3790
_reflns_number_gt                3073
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.320
_reflns_Friedel_fraction_max     0.279
_reflns_Friedel_fraction_full    0.341

_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'CrysAlisPro 1.171.42.67a (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.67a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.67a (Rigaku OD, 2022)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_extinction_coef       0.009(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   -1(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3790
_refine_ls_number_parameters     399
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.2179
_refine_ls_R_factor_gt           0.2016
_refine_ls_wR_factor_ref         0.5495
_refine_ls_wR_factor_gt          0.5300
_refine_ls_goodness_of_fit_ref   2.520
_refine_ls_restrained_S_all      2.519
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
N1 N 0.761(2) 1.0160(18) 0.5038(10) 0.066(4) Uani 1 1 d . . . . .
C1 C 0.3107(19) 0.8012(15) 0.6189(9) 0.045(3) Uani 1 1 d . . . . .
N2 N 0.337(3) 0.859(2) 0.2461(10) 0.081(5) Uani 1 1 d . . . . .
C2 C 0.147(3) 0.745(2) 0.6666(10) 0.055(4) Uani 1 1 d . . . . .
H2 H 0.005469 0.703527 0.639969 0.067 Uiso 1 1 calc R U . . .
N3 N 0.757(2) 0.5167(19) 0.5036(10) 0.068(4) Uani 1 1 d . . . . .
C5 C 0.434(3) 0.800(2) 0.8836(11) 0.065(4) Uani 1 1 d . . . . .
C6 C 0.292(3) 0.883(3) 0.9330(11) 0.069(4) Uani 1 1 d . . . . .
H6 H 0.163238 0.933854 0.907537 0.083 Uiso 1 1 calc R U . . .
C7 C 0.330(4) 0.894(3) 1.0159(12) 0.077(5) Uani 1 1 d . . . . .
H7 H 0.234575 0.955642 1.046223 0.093 Uiso 1 1 calc R U . . .
C8 C 0.522(4) 0.806(3) 1.0554(12) 0.081(5) Uani 1 1 d . . . . .
H8 H 0.546077 0.802886 1.111999 0.097 Uiso 1 1 calc R U . . .
C9 C 0.676(4) 0.724(3) 1.0073(12) 0.083(6) Uani 1 1 d . . . . .
H9 H 0.805084 0.670386 1.031591 0.100 Uiso 1 1 calc R U . . .
C10 C 0.629(3) 0.726(3) 0.9263(11) 0.070(5) Uani 1 1 d . . . . .
H10 H 0.731975 0.675808 0.895220 0.084 Uiso 1 1 calc R U . . .
C11 C 0.564(2) 0.857(3) 0.7484(12) 0.064(4) Uani 1 1 d . . . . .
H11 H 0.707373 0.892863 0.775441 0.077 Uiso 1 1 calc R U . . .
C12 C 0.527(2) 0.859(2) 0.6673(11) 0.059(4) Uani 1 1 d . . . . .
H12 H 0.646080 0.898493 0.640187 0.071 Uiso 1 1 calc R U . . .
C13 C 0.253(2) 0.7956(16) 0.5329(10) 0.049(3) Uani 1 1 d . . . . .
H13 H 0.110576 0.741573 0.514741 0.059 Uiso 1 1 calc R U . . .
C14 C 0.362(3) 0.8520(18) 0.4723(9) 0.053(3) Uani 1 1 d . . . . .
C15 C 0.578(3) 0.9391(18) 0.4915(8) 0.049(3) Uani 1 1 d . . . . .
C16 C 0.273(2) 0.8301(17) 0.3845(9) 0.047(3) Uani 1 1 d . . . . .
C17 C 0.044(3) 0.752(2) 0.3553(10) 0.062(4) Uani 1 1 d . . . . .
H17 H -0.051746 0.709282 0.390865 0.074 Uiso 1 1 calc R U . . .
C18 C -0.019(3) 0.747(3) 0.2738(12) 0.078(5) Uani 1 1 d . . . . .
H18 H -0.167133 0.705435 0.253631 0.094 Uiso 1 1 calc R U . . .
C19 C 0.116(3) 0.796(3) 0.2211(13) 0.075(5) Uani 1 1 d . . . . .
H19 H 0.061313 0.788353 0.165638 0.090 Uiso 1 1 calc R U . . .
C20 C 0.401(3) 0.876(2) 0.3255(12) 0.068(4) Uani 1 1 d . . . . .
H20 H 0.547122 0.924553 0.342976 0.081 Uiso 1 1 calc R U . . .
C21 C 0.195(3) 0.301(2) 0.3882(9) 0.054(3) Uani 1 1 d . . . . .
C22 C 0.369(3) 0.362(3) 0.3433(12) 0.068(4) Uani 1 1 d . . . . .
H22 H 0.512289 0.401745 0.369688 0.081 Uiso 1 1 calc R U . . .
C23 C 0.319(3) 0.361(2) 0.2596(11) 0.066(4) Uani 1 1 d . . . . .
H23 H 0.435201 0.400022 0.231091 0.079 Uiso 1 1 calc R U . . .
C24 C 0.106(3) 0.3044(19) 0.2123(11) 0.060(4) Uani 1 1 d . . . . .
C25 C 0.061(3) 0.305(2) 0.1251(11) 0.063(4) Uani 1 1 d . . . . .
C26 C 0.192(4) 0.403(3) 0.0779(14) 0.083(6) Uani 1 1 d . . . . .
H26 H 0.316202 0.471303 0.104731 0.100 Uiso 1 1 calc R U . . .
C27 C 0.150(4) 0.406(3) -0.0044(14) 0.087(6) Uani 1 1 d . . . . .
H27 H 0.246282 0.477085 -0.030847 0.104 Uiso 1 1 calc R U . . .
C28 C -0.027(3) 0.310(3) -0.0510(11) 0.074(5) Uani 1 1 d . . . . .
H28 H -0.048183 0.306200 -0.107829 0.088 Uiso 1 1 calc R U . . .
C29 C -0.178(5) 0.215(3) -0.0048(14) 0.096(7) Uani 1 1 d . . . . .
H29 H -0.306112 0.151652 -0.031648 0.115 Uiso 1 1 calc R U . . .
C30 C -0.132(4) 0.219(3) 0.0795(13) 0.085(6) Uani 1 1 d . . . . .
H30 H -0.235274 0.160758 0.107657 0.102 Uiso 1 1 calc R U . . .
C31 C -0.058(3) 0.240(3) 0.2597(11) 0.074(5) Uani 1 1 d . . . . .
H31 H -0.199741 0.197142 0.233692 0.089 Uiso 1 1 calc R U . . .
C32 C -0.012(3) 0.239(3) 0.3430(11) 0.075(5) Uani 1 1 d . . . . .
H32 H -0.125927 0.194826 0.371193 0.090 Uiso 1 1 calc R U . . .
C33 C 0.228(2) 0.297(2) 0.4768(10) 0.059(4) Uani 1 1 d . . . . .
H33 H 0.101835 0.244860 0.496212 0.071 Uiso 1 1 calc R U . . .
C34 C 0.390(2) 0.3482(18) 0.5362(9) 0.048(3) Uani 1 1 d . . . . .
C35 C 0.598(2) 0.4392(16) 0.5152(9) 0.045(3) Uani 1 1 d . . . . .
C36 C 0.387(2) 0.3270(15) 0.6240(9) 0.045(3) Uani 1 1 d . . . . .
C37 C 0.193(3) 0.265(2) 0.6564(12) 0.063(4) Uani 1 1 d . . . . .
H37 H 0.057238 0.234817 0.622362 0.076 Uiso 1 1 calc R U . . .
C38 C 0.206(3) 0.250(2) 0.7378(13) 0.068(5) Uani 1 1 d . . . . .
H38 H 0.078477 0.211173 0.760335 0.082 Uiso 1 1 calc R U . . .
C39 C 0.404(4) 0.292(3) 0.7862(12) 0.086(6) Uani 1 1 d . . . . .
H39 H 0.409704 0.271792 0.841489 0.103 Uiso 1 1 calc R U . . .
C40 C 0.577(2) 0.371(2) 0.6815(10) 0.056(4) Uani 1 1 d . . . . .
H40 H 0.708655 0.414238 0.662483 0.067 Uiso 1 1 calc R U . . .
C3 C 0.183(2) 0.746(2) 0.7514(11) 0.061(4) Uani 1 1 d . . . . .
H3 H 0.064968 0.708297 0.779217 0.073 Uiso 1 1 calc R U . . .
N4 N 0.585(3) 0.357(2) 0.7616(11) 0.073(4) Uani 1 1 d . . . . .
C4 C 0.391(2) 0.804(2) 0.7953(9) 0.054(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C15 1.19(2) . ?
C1 C2 1.39(2) . ?
C1 C13 1.42(2) . ?
C1 C12 1.46(2) . ?
N2 C20 1.32(2) . ?
N2 C19 1.37(3) . ?
C2 C3 1.39(2) . ?
N3 C35 1.135(19) . ?
C5 C6 1.39(2) . ?
C5 C10 1.42(2) . ?
C5 C4 1.45(2) . ?
C6 C7 1.36(3) . ?
C7 C8 1.44(3) . ?
C8 C9 1.43(3) . ?
C9 C10 1.33(3) . ?
C11 C12 1.33(2) . ?
C11 C4 1.42(2) . ?
C13 C14 1.34(2) . ?
C14 C15 1.40(2) . ?
C14 C16 1.48(2) . ?
C16 C20 1.36(2) . ?
C16 C17 1.47(2) . ?
C17 C18 1.35(3) . ?
C18 C19 1.32(3) . ?
C21 C32 1.40(2) . ?
C21 C22 1.42(2) . ?
C21 C33 1.45(2) . ?
C22 C23 1.38(3) . ?
C23 C24 1.43(2) . ?
C24 C31 1.41(3) . ?
C24 C25 1.43(2) . ?
C25 C26 1.39(3) . ?
C25 C30 1.40(3) . ?
C26 C27 1.35(3) . ?
C27 C28 1.38(3) . ?
C28 C29 1.44(4) . ?
C29 C30 1.38(3) . ?
C31 C32 1.37(3) . ?
C33 C34 1.31(2) . ?
C34 C36 1.47(2) . ?
C34 C35 1.476(19) . ?
C36 C40 1.392(19) . ?
C36 C37 1.41(2) . ?
C37 C38 1.35(3) . ?
C38 C39 1.34(3) . ?
C39 N4 1.29(3) . ?
C40 N4 1.33(2) . ?
C3 C4 1.39(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C13 119.1(12) . . ?
C2 C1 C12 112.8(13) . . ?
C13 C1 C12 128.1(11) . . ?
C20 N2 C19 116.4(17) . . ?
C3 C2 C1 124.3(13) . . ?
C6 C5 C10 114.9(17) . . ?
C6 C5 C4 121.2(15) . . ?
C10 C5 C4 123.7(14) . . ?
C7 C6 C5 124.2(17) . . ?
C6 C7 C8 118.0(17) . . ?
C9 C8 C7 119.7(16) . . ?
C10 C9 C8 117.5(18) . . ?
C9 C10 C5 125.4(18) . . ?
C12 C11 C4 122.6(13) . . ?
C11 C12 C1 123.2(12) . . ?
C14 C13 C1 133.3(12) . . ?
C13 C14 C15 119.2(13) . . ?
C13 C14 C16 125.0(13) . . ?
C15 C14 C16 115.9(13) . . ?
N1 C15 C14 176.6(15) . . ?
C20 C16 C17 115.9(14) . . ?
C20 C16 C14 122.0(14) . . ?
C17 C16 C14 122.1(13) . . ?
C18 C17 C16 115.9(15) . . ?
C19 C18 C17 123.8(17) . . ?
C18 C19 N2 121.6(18) . . ?
N2 C20 C16 126.1(17) . . ?
C32 C21 C22 116.9(14) . . ?
C32 C21 C33 120.3(14) . . ?
C22 C21 C33 122.9(13) . . ?
C23 C22 C21 117.9(14) . . ?
C22 C23 C24 126.2(14) . . ?
C31 C24 C23 113.5(15) . . ?
C31 C24 C25 122.0(15) . . ?
C23 C24 C25 124.4(15) . . ?
C26 C25 C30 113.0(17) . . ?
C26 C25 C24 123.8(16) . . ?
C30 C25 C24 123.0(17) . . ?
C27 C26 C25 124(2) . . ?
C26 C27 C28 123(2) . . ?
C27 C28 C29 114.8(17) . . ?
C30 C29 C28 119.9(19) . . ?
C29 C30 C25 124(2) . . ?
C32 C31 C24 121.5(16) . . ?
C31 C32 C21 124.0(16) . . ?
C34 C33 C21 136.0(14) . . ?
C33 C34 C36 126.6(13) . . ?
C33 C34 C35 118.4(13) . . ?
C36 C34 C35 115.0(12) . . ?
N3 C35 C34 175.4(16) . . ?
C40 C36 C37 114.9(14) . . ?
C40 C36 C34 122.0(12) . . ?
C37 C36 C34 123.0(13) . . ?
C38 C37 C36 118.9(15) . . ?
C39 C38 C37 120.1(16) . . ?
N4 C39 C38 124.6(17) . . ?
N4 C40 C36 125.0(14) . . ?
C4 C3 C2 121.2(13) . . ?
C39 N4 C40 116.4(14) . . ?
C3 C4 C11 116.0(13) . . ?
C3 C4 C5 122.0(13) . . ?
C11 C4 C5 121.9(13) . . ?

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
C13 C1 C2 C3 -179.1(13) . . . . ?
C12 C1 C2 C3 1(2) . . . . ?
C10 C5 C6 C7 -1(3) . . . . ?
C4 C5 C6 C7 -175.9(17) . . . . ?
C5 C6 C7 C8 -3(3) . . . . ?
C6 C7 C8 C9 5(3) . . . . ?
C7 C8 C9 C10 -3(3) . . . . ?
C8 C9 C10 C5 -2(3) . . . . ?
C6 C5 C10 C9 3(3) . . . . ?
C4 C5 C10 C9 179(2) . . . . ?
C4 C11 C12 C1 -2(3) . . . . ?
C2 C1 C12 C11 0(2) . . . . ?
C13 C1 C12 C11 -179.5(14) . . . . ?
C2 C1 C13 C14 173.7(14) . . . . ?
C12 C1 C13 C14 -7(2) . . . . ?
C1 C13 C14 C15 -1(2) . . . . ?
C1 C13 C14 C16 178.8(13) . . . . ?
C13 C14 C16 C20 -173.9(15) . . . . ?
C15 C14 C16 C20 6(2) . . . . ?
C13 C14 C16 C17 4(2) . . . . ?
C15 C14 C16 C17 -176.0(14) . . . . ?
C20 C16 C17 C18 -4(2) . . . . ?
C14 C16 C17 C18 177.5(16) . . . . ?
C16 C17 C18 C19 4(3) . . . . ?
C17 C18 C19 N2 0(3) . . . . ?
C20 N2 C19 C18 -4(3) . . . . ?
C19 N2 C20 C16 3(3) . . . . ?
C17 C16 C20 N2 1(3) . . . . ?
C14 C16 C20 N2 178.8(17) . . . . ?
C32 C21 C22 C23 2(3) . . . . ?
C33 C21 C22 C23 -179.7(16) . . . . ?
C21 C22 C23 C24 1(3) . . . . ?
C22 C23 C24 C31 -2(3) . . . . ?
C22 C23 C24 C25 -180.0(17) . . . . ?
C31 C24 C25 C26 164.1(18) . . . . ?
C23 C24 C25 C26 -19(3) . . . . ?
C31 C24 C25 C30 -10(3) . . . . ?
C23 C24 C25 C30 167.5(18) . . . . ?
C30 C25 C26 C27 -5(3) . . . . ?
C24 C25 C26 C27 -179.4(19) . . . . ?
C25 C26 C27 C28 -1(3) . . . . ?
C26 C27 C28 C29 5(3) . . . . ?
C27 C28 C29 C30 -3(3) . . . . ?
C28 C29 C30 C25 -3(4) . . . . ?
C26 C25 C30 C29 6(3) . . . . ?
C24 C25 C30 C29 -179.1(19) . . . . ?
C23 C24 C31 C32 2(3) . . . . ?
C25 C24 C31 C32 179.6(17) . . . . ?
C24 C31 C32 C21 0(3) . . . . ?
C22 C21 C32 C31 -2(3) . . . . ?
C33 C21 C32 C31 179.2(19) . . . . ?
C32 C21 C33 C34 -176.9(19) . . . . ?
C22 C21 C33 C34 5(3) . . . . ?
C21 C33 C34 C36 -178.7(17) . . . . ?
C21 C33 C34 C35 2(3) . . . . ?
C33 C34 C36 C40 173.8(15) . . . . ?
C35 C34 C36 C40 -7.1(17) . . . . ?
C33 C34 C36 C37 -8(2) . . . . ?
C35 C34 C36 C37 171.4(13) . . . . ?
C40 C36 C37 C38 -1(2) . . . . ?
C34 C36 C37 C38 -179.9(13) . . . . ?
C36 C37 C38 C39 -1(3) . . . . ?
C37 C38 C39 N4 5(3) . . . . ?
C37 C36 C40 N4 1(2) . . . . ?
C34 C36 C40 N4 179.3(14) . . . . ?
C1 C2 C3 C4 -1(2) . . . . ?
C38 C39 N4 C40 -5(3) . . . . ?
C36 C40 N4 C39 2(3) . . . . ?
C2 C3 C4 C11 -1(2) . . . . ?
C2 C3 C4 C5 -177.7(15) . . . . ?
C12 C11 C4 C3 2(2) . . . . ?
C12 C11 C4 C5 179.1(17) . . . . ?
C6 C5 C4 C3 -55(2) . . . . ?
C10 C5 C4 C3 130.3(19) . . . . ?
C6 C5 C4 C11 128(2) . . . . ?
C10 C5 C4 C11 -46(3) . . . . ?

_refine_diff_density_max         1.075
_refine_diff_density_min         -0.528
_refine_diff_density_rms         0.176



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

data_PDAN-1P
_database_code_depnum_ccdc_archive 'CCDC 2393121'
loop_
_audit_author_name
_audit_author_address
'Ranjit Thakuria'
;Gauhati University
India
;
_audit_update_record             
;
2025-04-08 deposited with the CCDC.	2025-04-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H14 N2'
_chemical_formula_sum            'C20 H14 N2'
_chemical_formula_weight         282.33

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   6.05(10)
_cell_length_b                   7.73(13)
_cell_length_c                   17.2(3)
_cell_angle_alpha                91.5(4)
_cell_angle_beta                 98.6(3)
_cell_angle_gamma                92.4(3)
_cell_volume                     793(23)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1244
_cell_measurement_theta_min      2.90
_cell_measurement_theta_max      20.85

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.182
_exptl_crystal_F_000             296
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.070
_shelx_estimated_absorpt_T_min   0.990
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4348
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   'Sheldrick,G.M.,2015,University of gottingen'
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10928
_diffrn_reflns_av_unetI/netI     0.2590
_diffrn_reflns_av_R_equivalents  0.1297
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.402
_diffrn_reflns_theta_max         26.671
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.854
_diffrn_reflns_point_group_measured_fraction_full 0.911
_reflns_number_total             5727
_reflns_number_gt                2722
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.786
_reflns_Friedel_fraction_max     0.751
_reflns_Friedel_fraction_full    0.830

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 484 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   10.0(10)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5727
_refine_ls_number_parameters     397
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.2558
_refine_ls_R_factor_gt           0.1835
_refine_ls_wR_factor_ref         0.4682
_refine_ls_wR_factor_gt          0.4161
_refine_ls_goodness_of_fit_ref   1.169
_refine_ls_restrained_S_all      1.169
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.001

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
N1 N 0.037(2) 0.0989(15) 0.4984(9) 0.054(3) Uani 1 1 d . . . . .
C1 C 0.4844(19) 0.3153(16) 0.3844(8) 0.034(3) Uani 1 1 d . . . . .
N2 N 0.469(3) 0.263(3) 0.7614(10) 0.095(6) Uani 1 1 d . . . . .
C2 C 0.653(2) 0.368(2) 0.3374(9) 0.052(4) Uani 1 1 d . . . . .
H2 H 0.793949 0.405410 0.362939 0.063 Uiso 1 1 calc R U . . .
N3 N 0.036(2) 0.6002(17) 0.5013(9) 0.059(4) Uani 1 1 d . . . . .
C3 C 0.614(2) 0.366(2) 0.2570(11) 0.060(4) Uani 1 1 d . . . . .
H3 H 0.731634 0.400997 0.230985 0.072 Uiso 1 1 calc R U . . .
N4 N 0.211(2) 0.751(2) 0.2426(9) 0.075(5) Uani 1 1 d . . . . .
C4 C 0.403(2) 0.314(2) 0.2088(10) 0.057(4) Uani 1 1 d . . . . .
C5 C 0.360(2) 0.308(2) 0.1205(9) 0.056(4) Uani 1 1 d D . . . .
C6 C 0.170(3) 0.394(2) 0.0782(11) 0.070(5) Uani 1 1 d . . . . .
H6 H 0.073085 0.450755 0.106426 0.085 Uiso 1 1 calc R U . . .
C7 C 0.130(3) 0.392(2) -0.0070(13) 0.075(5) Uani 1 1 d . . . . .
H7 H 0.008272 0.447275 -0.033046 0.090 Uiso 1 1 calc R U . . .
C8 C 0.274(3) 0.308(2) -0.0506(10) 0.061(4) Uani 1 1 d . . . . .
H8 H 0.247602 0.307061 -0.105389 0.074 Uiso 1 1 calc R U . . .
C9 C 0.463(3) 0.223(3) -0.0109(13) 0.086(6) Uani 1 1 d . . . . .
H9 H 0.554405 0.161424 -0.039464 0.104 Uiso 1 1 calc R U . . .
C10 C 0.509(3) 0.233(3) 0.0759(10) 0.078(6) Uani 1 1 d D . . . .
H10 H 0.639706 0.189403 0.101632 0.094 Uiso 1 1 calc R U . . .
C11 C 0.238(2) 0.251(2) 0.2545(10) 0.050(4) Uani 1 1 d . . . . .
H11 H 0.100990 0.206542 0.228156 0.060 Uiso 1 1 calc R U . . .
C12 C 0.275(2) 0.253(2) 0.3382(9) 0.046(4) Uani 1 1 d . . . . .
H12 H 0.160060 0.213069 0.364485 0.055 Uiso 1 1 calc R U . . .
C13 C 0.5469(19) 0.3246(16) 0.4722(9) 0.039(3) Uani 1 1 d . . . . .
H13 H 0.685865 0.379575 0.489374 0.047 Uiso 1 1 calc R U . . .
C14 C 0.434(2) 0.2652(17) 0.5352(9) 0.040(3) Uani 1 1 d . . . . .
C15 C 0.216(2) 0.173(2) 0.5117(9) 0.046(3) Uani 1 1 d . . . . .
C16 C 0.523(2) 0.288(2) 0.6216(10) 0.048(4) Uani 1 1 d . . . . .
C17 C 0.749(3) 0.363(2) 0.6516(9) 0.056(4) Uani 1 1 d . . . . .
H17 H 0.843528 0.399441 0.616598 0.067 Uiso 1 1 calc R U . . .
C18 C 0.820(3) 0.378(3) 0.7318(11) 0.073(6) Uani 1 1 d . . . . .
H18 H 0.959914 0.428774 0.751319 0.088 Uiso 1 1 calc R U . . .
C19 C 0.678(4) 0.314(4) 0.7843(13) 0.118(11) Uani 1 1 d . . . . .
H19 H 0.735396 0.309156 0.837475 0.142 Uiso 1 1 calc R U . . .
C20 C 0.392(3) 0.248(3) 0.6819(12) 0.074(6) Uani 1 1 d . . . . .
H20 H 0.244430 0.208731 0.666258 0.088 Uiso 1 1 calc R U . . .
C21 C 0.593(2) 0.819(2) 0.6176(8) 0.051(4) Uani 1 1 d . . . . .
C22 C 0.433(3) 0.754(2) 0.6607(9) 0.065(5) Uani 1 1 d . . . . .
H22 H 0.295762 0.708894 0.634596 0.078 Uiso 1 1 calc R U . . .
C23 C 0.479(3) 0.755(3) 0.7474(10) 0.079(7) Uani 1 1 d . . . . .
H23 H 0.369542 0.713434 0.775709 0.094 Uiso 1 1 calc R U . . .
C24 C 0.689(3) 0.817(3) 0.7883(11) 0.069(5) Uani 1 1 d . . . . .
C25 C 0.738(3) 0.809(2) 0.8792(10) 0.066(5) Uani 1 1 d D . . . .
C26 C 0.598(4) 0.714(3) 0.9215(13) 0.089(7) Uani 1 1 d . . . . .
H26 H 0.471845 0.654586 0.894539 0.106 Uiso 1 1 calc R U . . .
C27 C 0.646(4) 0.707(3) 1.0090(14) 0.085(6) Uani 1 1 d . . . . .
H27 H 0.553359 0.637098 1.034919 0.102 Uiso 1 1 calc R U . . .
C28 C 0.827(4) 0.802(3) 1.0538(12) 0.084(6) Uani 1 1 d . . . . .
H28 H 0.853464 0.801445 1.108607 0.100 Uiso 1 1 calc R U . . .
C29 C 0.963(4) 0.898(3) 1.0103(12) 0.085(6) Uani 1 1 d . . . . .
H29 H 1.082385 0.965952 1.037245 0.102 Uiso 1 1 calc R U . . .
C30 C 0.925(3) 0.897(3) 0.9213(12) 0.078(6) Uani 1 1 d D . . . .
H30 H 1.027368 0.954322 0.894529 0.094 Uiso 1 1 calc R U . . .
C31 C 0.855(3) 0.878(3) 0.7441(10) 0.075(6) Uani 1 1 d . . . . .
H31 H 0.994026 0.918689 0.770197 0.090 Uiso 1 1 calc R U . . .
C32 C 0.812(3) 0.878(2) 0.6634(10) 0.071(6) Uani 1 1 d . . . . .
H32 H 0.925932 0.916390 0.636114 0.085 Uiso 1 1 calc R U . . .
C33 C 0.570(2) 0.823(2) 0.5287(9) 0.052(4) Uani 1 1 d . . . . .
H33 H 0.693823 0.876228 0.511406 0.062 Uiso 1 1 calc R U . . .
C34 C 0.404(2) 0.7651(18) 0.4666(9) 0.040(3) Uani 1 1 d . . . . .
C35 C 0.204(2) 0.674(2) 0.4893(9) 0.049(4) Uani 1 1 d . . . . .
C36 C 0.408(2) 0.7862(16) 0.3808(8) 0.032(3) Uani 1 1 d . . . . .
C37 C 0.602(3) 0.853(2) 0.3481(11) 0.061(5) Uani 1 1 d . . . . .
H37 H 0.733703 0.884022 0.381634 0.073 Uiso 1 1 calc R U . . .
C38 C 0.592(3) 0.870(2) 0.2682(11) 0.062(4) Uani 1 1 d . . . . .
H38 H 0.715283 0.915631 0.247740 0.074 Uiso 1 1 calc R U . . .
C39 C 0.394(4) 0.817(3) 0.2172(13) 0.093(8) Uani 1 1 d . . . . .
H39 H 0.391296 0.828170 0.163271 0.111 Uiso 1 1 calc R U . . .
C40 C 0.223(3) 0.740(2) 0.3222(12) 0.067(5) Uani 1 1 d . . . . .
H40 H 0.094221 0.697849 0.340237 0.080 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C15 1.19(2) . ?
C1 C2 1.45(3) . ?
C1 C12 1.45(3) . ?
C1 C13 1.50(3) . ?
N2 C19 1.31(3) . ?
N2 C20 1.37(3) . ?
C2 C3 1.36(3) . ?
C2 H2 0.9300 . ?
N3 C35 1.19(2) . ?
C3 C4 1.45(3) . ?
C3 H3 0.9300 . ?
N4 C39 1.34(3) . ?
N4 C40 1.36(3) . ?
C4 C11 1.44(3) . ?
C4 C5 1.50(3) . ?
C5 C10 1.396(19) . ?
C5 C6 1.46(3) . ?
C6 C7 1.44(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.40(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.43(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.47(4) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.42(3) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C14 1.44(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.47(3) . ?
C14 C16 1.50(3) . ?
C16 C20 1.43(3) . ?
C16 C17 1.47(3) . ?
C17 C18 1.38(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.42(3) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.39(3) . ?
C21 C32 1.49(3) . ?
C21 C33 1.51(3) . ?
C22 C23 1.47(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.42(3) . ?
C23 H23 0.9300 . ?
C24 C31 1.42(3) . ?
C24 C25 1.55(4) . ?
C25 C30 1.39(2) . ?
C25 C26 1.39(3) . ?
C26 C27 1.49(4) . ?
C26 H26 0.9300 . ?
C27 C28 1.41(3) . ?
C27 H27 0.9300 . ?
C28 C29 1.40(3) . ?
C28 H28 0.9300 . ?
C29 C30 1.51(4) . ?
C29 H29 0.9300 . ?
C30 H30 0.9300 . ?
C31 C32 1.37(3) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C33 C34 1.40(2) . ?
C33 H33 0.9300 . ?
C34 C35 1.49(3) . ?
C34 C36 1.49(3) . ?
C36 C40 1.42(3) . ?
C36 C37 1.45(3) . ?
C37 C38 1.37(3) . ?
C37 H37 0.9300 . ?
C38 C39 1.41(3) . ?
C38 H38 0.9300 . ?
C39 H39 0.9300 . ?
C40 H40 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C12 113.7(17) . . ?
C2 C1 C13 117.8(14) . . ?
C12 C1 C13 128.4(12) . . ?
C19 N2 C20 118.3(17) . . ?
C3 C2 C1 122.7(14) . . ?
C3 C2 H2 118.6 . . ?
C1 C2 H2 118.6 . . ?
C2 C3 C4 125.1(15) . . ?
C2 C3 H3 117.4 . . ?
C4 C3 H3 117.4 . . ?
C39 N4 C40 115.7(15) . . ?
C11 C4 C3 112.8(19) . . ?
C11 C4 C5 121.6(15) . . ?
C3 C4 C5 125.3(14) . . ?
C10 C5 C6 117.7(19) . . ?
C10 C5 C4 121.8(16) . . ?
C6 C5 C4 120.2(14) . . ?
C7 C6 C5 120.8(17) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C8 C7 C6 120(2) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C9 120(2) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C8 C9 C10 119.1(18) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
C5 C10 C9 121.5(18) . . ?
C5 C10 H10 119.2 . . ?
C9 C10 H10 119.2 . . ?
C12 C11 C4 122.8(15) . . ?
C12 C11 H11 118.6 . . ?
C4 C11 H11 118.6 . . ?
C11 C12 C1 122.7(13) . . ?
C11 C12 H12 118.7 . . ?
C1 C12 H12 118.7 . . ?
C14 C13 C1 132.5(13) . . ?
C14 C13 H13 113.7 . . ?
C1 C13 H13 113.7 . . ?
C13 C14 C15 116.3(15) . . ?
C13 C14 C16 125.1(15) . . ?
C15 C14 C16 118.6(13) . . ?
N1 C15 C14 175.2(16) . . ?
C20 C16 C17 114.0(18) . . ?
C20 C16 C14 122.7(17) . . ?
C17 C16 C14 123.2(13) . . ?
C18 C17 C16 119.8(14) . . ?
C18 C17 H17 120.1 . . ?
C16 C17 H17 120.1 . . ?
C17 C18 C19 119.3(18) . . ?
C17 C18 H18 120.3 . . ?
C19 C18 H18 120.3 . . ?
N2 C19 C18 123(2) . . ?
N2 C19 H19 118.4 . . ?
C18 C19 H19 118.4 . . ?
N2 C20 C16 124.7(19) . . ?
N2 C20 H20 117.7 . . ?
C16 C20 H20 117.7 . . ?
C22 C21 C32 116.5(18) . . ?
C22 C21 C33 126.0(13) . . ?
C32 C21 C33 117.3(14) . . ?
C21 C22 C23 120.3(15) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?
C24 C23 C22 120.9(14) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C23 C24 C31 118.8(19) . . ?
C23 C24 C25 119.8(14) . . ?
C31 C24 C25 121.3(16) . . ?
C30 C25 C26 118(2) . . ?
C30 C25 C24 120.3(16) . . ?
C26 C25 C24 121.8(15) . . ?
C25 C26 C27 121.5(19) . . ?
C25 C26 H26 119.3 . . ?
C27 C26 H26 119.3 . . ?
C28 C27 C26 122(2) . . ?
C28 C27 H27 118.9 . . ?
C26 C27 H27 118.9 . . ?
C29 C28 C27 115(2) . . ?
C29 C28 H28 122.3 . . ?
C27 C28 H28 122.3 . . ?
C28 C29 C30 122.7(19) . . ?
C28 C29 H29 118.6 . . ?
C30 C29 H29 118.6 . . ?
C25 C30 C29 120.1(19) . . ?
C25 C30 H30 119.9 . . ?
C29 C30 H30 119.9 . . ?
C32 C31 C24 120.6(16) . . ?
C32 C31 H31 119.7 . . ?
C24 C31 H31 119.7 . . ?
C31 C32 C21 122.9(14) . . ?
C31 C32 H32 118.6 . . ?
C21 C32 H32 118.6 . . ?
C34 C33 C21 134.4(14) . . ?
C34 C33 H33 112.8 . . ?
C21 C33 H33 112.8 . . ?
C33 C34 C35 116.2(16) . . ?
C33 C34 C36 126.8(14) . . ?
C35 C34 C36 117.0(12) . . ?
N3 C35 C34 174.8(15) . . ?
C40 C36 C37 113.0(18) . . ?
C40 C36 C34 123.0(15) . . ?
C37 C36 C34 124.0(12) . . ?
C38 C37 C36 120.6(15) . . ?
C38 C37 H37 119.7 . . ?
C36 C37 H37 119.7 . . ?
C37 C38 C39 119.5(17) . . ?
C37 C38 H38 120.3 . . ?
C39 C38 H38 120.3 . . ?
N4 C39 C38 123(2) . . ?
N4 C39 H39 118.3 . . ?
C38 C39 H39 118.3 . . ?
N4 C40 C36 127.7(17) . . ?
N4 C40 H40 116.2 . . ?
C36 C40 H40 116.2 . . ?

_refine_diff_density_max         0.696
_refine_diff_density_min         -0.430
_refine_diff_density_rms         0.118



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

data_rt_b1_pdan_oa_acn_chcl3_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2393122'
loop_
_audit_author_name
_audit_author_address
'Ranjit Thakuria'
;Gauhati University
India
;
_audit_update_record             
;
2025-03-20 deposited with the CCDC.	2025-04-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H15 N2, 0.5(C2 H2 O4), 0.5(C2 O4)'
_chemical_formula_sum            'C22 H16 N2 O4'
_chemical_formula_weight         372.37

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.9403(16)
_cell_length_b                   9.6410(17)
_cell_length_c                   11.136(2)
_cell_angle_alpha                78.092(4)
_cell_angle_beta                 81.505(4)
_cell_angle_gamma                77.354(4)
_cell_volume                     911.1(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8238
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      26.40

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_F_000             388
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.095
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.980
_exptl_absorpt_correction_T_max  0.985
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_absorpt_special_details   'Sheldrick,G.M.,2015,University of gottingen'
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18380
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_av_R_equivalents  0.0440
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.762
_diffrn_reflns_theta_max         26.542
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             3707
_reflns_number_gt                3182
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0773P)²+0.1091P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3707
_refine_ls_number_parameters     261
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0367
_refine_ls_wR_factor_ref         0.1139
_refine_ls_wR_factor_gt          0.1047
_refine_ls_goodness_of_fit_ref   0.939
_refine_ls_restrained_S_all      0.939
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1 C 0.32855(13) 0.33861(12) 0.67838(11) 0.0431(3) Uani 1 1 d . . . . .
C2 C 0.40002(16) 0.42856(14) 0.72563(13) 0.0514(3) Uani 1 1 d . . . . .
H2 H 0.417980 0.515417 0.677185 0.062 Uiso 1 1 calc R U . . .
C3 C 0.44394(16) 0.38879(14) 0.84390(13) 0.0524(3) Uani 1 1 d . . . . .
H3 H 0.492372 0.449411 0.873034 0.063 Uiso 1 1 calc R U . . .
C4 C 0.41773(13) 0.26013(13) 0.92109(11) 0.0439(3) Uani 1 1 d . . . . .
C5 C 0.46061(14) 0.22021(13) 1.04993(12) 0.0454(3) Uani 1 1 d . . . . .
C6 C 0.59651(16) 0.24750(15) 1.07900(14) 0.0548(3) Uani 1 1 d . . . . .
H6 H 0.661791 0.291752 1.017246 0.066 Uiso 1 1 calc R U . . .
C7 C 0.63541(17) 0.20930(16) 1.19920(14) 0.0608(4) Uani 1 1 d . . . . .
H7 H 0.726665 0.227962 1.217105 0.073 Uiso 1 1 calc R U . . .
C8 C 0.54032(17) 0.14402(16) 1.29228(13) 0.0597(4) Uani 1 1 d . . . . .
H8 H 0.566255 0.120014 1.372870 0.072 Uiso 1 1 calc R U . . .
C9 C 0.40677(17) 0.11472(18) 1.26494(14) 0.0614(4) Uani 1 1 d . . . . .
H9 H 0.342722 0.069387 1.327036 0.074 Uiso 1 1 calc R U . . .
C10 C 0.36714(15) 0.15267(16) 1.14470(13) 0.0543(3) Uani 1 1 d . . . . .
H10 H 0.276356 0.132447 1.127386 0.065 Uiso 1 1 calc R U . . .
C11 C 0.34896(14) 0.17023(13) 0.87292(12) 0.0469(3) Uani 1 1 d . . . . .
H11 H 0.331012 0.083429 0.921476 0.056 Uiso 1 1 calc R U . . .
C12 C 0.30692(14) 0.20783(13) 0.75416(12) 0.0465(3) Uani 1 1 d . . . . .
H12 H 0.263206 0.144681 0.723880 0.056 Uiso 1 1 calc R U . . .
C13 C 0.27019(14) 0.36970(13) 0.55761(11) 0.0438(3) Uani 1 1 d . . . . .
H13 H 0.250327 0.289581 0.533013 0.053 Uiso 1 1 calc R U . . .
C14 C 0.24011(12) 0.49387(12) 0.47572(11) 0.0400(3) Uani 1 1 d . . . . .
C15 C 0.27050(16) 0.62728(14) 0.49572(13) 0.0524(3) Uani 1 1 d . . . . .
C16 C 0.16605(12) 0.50663(11) 0.36210(10) 0.0381(2) Uani 1 1 d . . . . .
C17 C 0.14026(15) 0.63771(12) 0.28149(12) 0.0467(3) Uani 1 1 d . . . . .
H17 H 0.173982 0.716211 0.297265 0.056 Uiso 1 1 calc R U . . .
C18 C 0.01550(16) 0.54606(14) 0.15363(12) 0.0519(3) Uani 1 1 d . . . . .
H18 H -0.036480 0.561432 0.084179 0.062 Uiso 1 1 calc R U . . .
C19 C 0.03900(17) 0.41283(13) 0.22824(12) 0.0526(3) Uani 1 1 d . . . . .
H19 H 0.005139 0.336405 0.208732 0.063 Uiso 1 1 calc R U . . .
C20 C 0.11328(15) 0.39272(12) 0.33260(11) 0.0447(3) Uani 1 1 d . . . . .
H20 H 0.128357 0.302595 0.383770 0.054 Uiso 1 1 calc R U . . .
C21 C 0.01357(13) 0.02137(11) 0.56015(9) 0.0361(2) Uani 1 1 d . . . . .
C22 C 0.99051(13) 0.96347(11) 0.94608(9) 0.0354(2) Uani 1 1 d . . . . .
H1A H -0.038(2) -0.018(2) 0.732(2) 0.095(6) Uiso 1 1 d . . . . .
H2A H 0.049(2) 0.744(2) 0.1260(18) 0.086(6) Uiso 1 1 d . . . . .
N1 N 0.2898(2) 0.73710(14) 0.50614(15) 0.0824(5) Uani 1 1 d . . . . .
N2 N 0.06776(13) 0.65309(11) 0.18153(10) 0.0498(3) Uani 1 1 d . . . . .
O1 O -0.04631(11) -0.05429(9) 0.65811(7) 0.0495(2) Uani 1 1 d . . . . .
O2 O 0.08223(13) 0.11553(10) 0.55849(8) 0.0588(3) Uani 1 1 d . . . . .
O3 O 1.00594(10) 0.83086(8) 0.96428(7) 0.0457(2) Uani 1 1 d . . . . .
O4 O 0.96035(12) 1.04881(9) 0.84703(7) 0.0541(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C12 1.3995(17) . ?
C1 C2 1.4026(17) . ?
C1 C13 1.4640(16) . ?
C2 C3 1.3836(19) . ?
C2 H2 0.9300 . ?
C3 C4 1.4000(18) . ?
C3 H3 0.9300 . ?
C4 C11 1.3928(17) . ?
C4 C5 1.4911(17) . ?
C5 C10 1.3893(19) . ?
C5 C6 1.3934(18) . ?
C6 C7 1.388(2) . ?
C6 H6 0.9300 . ?
C7 C8 1.378(2) . ?
C7 H7 0.9300 . ?
C8 C9 1.374(2) . ?
C8 H8 0.9300 . ?
C9 C10 1.391(2) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.3824(17) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C14 1.3484(17) . ?
C13 H13 0.9300 . ?
C14 C15 1.4376(16) . ?
C14 C16 1.4840(16) . ?
C15 N1 1.1407(18) . ?
C16 C17 1.3861(16) . ?
C16 C20 1.3993(16) . ?
C17 N2 1.3358(17) . ?
C17 H17 0.9300 . ?
C18 N2 1.3287(17) . ?
C18 C19 1.3702(18) . ?
C18 H18 0.9300 . ?
C19 C20 1.3813(18) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 O2 1.1978(13) . ?
C21 O1 1.2957(13) . ?
C21 C21 1.5462(19) 2_556 ?
C22 O3 1.2323(13) . ?
C22 O4 1.2580(13) . ?
C22 C22 1.5585(19) 2_777 ?
N2 H2A 0.96(2) . ?
O1 H1A 0.97(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12 C1 C2 117.53(11) . . ?
C12 C1 C13 116.21(11) . . ?
C2 C1 C13 126.24(11) . . ?
C3 C2 C1 120.37(12) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C2 C3 C4 122.05(12) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
C11 C4 C3 117.27(11) . . ?
C11 C4 C5 120.93(11) . . ?
C3 C4 C5 121.80(11) . . ?
C10 C5 C6 117.81(12) . . ?
C10 C5 C4 120.97(11) . . ?
C6 C5 C4 121.21(12) . . ?
C7 C6 C5 120.65(14) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C8 C7 C6 120.72(13) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
C9 C8 C7 119.38(13) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C8 C9 C10 120.19(14) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C9 C10 C5 121.24(13) . . ?
C9 C10 H10 119.4 . . ?
C5 C10 H10 119.4 . . ?
C12 C11 C4 121.13(11) . . ?
C12 C11 H11 119.4 . . ?
C4 C11 H11 119.4 . . ?
C11 C12 C1 121.60(11) . . ?
C11 C12 H12 119.2 . . ?
C1 C12 H12 119.2 . . ?
C14 C13 C1 131.43(11) . . ?
C14 C13 H13 114.3 . . ?
C1 C13 H13 114.3 . . ?
C13 C14 C15 121.98(11) . . ?
C13 C14 C16 123.42(10) . . ?
C15 C14 C16 114.52(10) . . ?
N1 C15 C14 176.09(15) . . ?
C17 C16 C20 116.58(11) . . ?
C17 C16 C14 120.13(10) . . ?
C20 C16 C14 123.24(10) . . ?
N2 C17 C16 121.06(11) . . ?
N2 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
N2 C18 C19 119.32(12) . . ?
N2 C18 H18 120.3 . . ?
C19 C18 H18 120.3 . . ?
C18 C19 C20 119.60(12) . . ?
C18 C19 H19 120.2 . . ?
C20 C19 H19 120.2 . . ?
C19 C20 C16 120.64(10) . . ?
C19 C20 H20 119.7 . . ?
C16 C20 H20 119.7 . . ?
O2 C21 O1 125.80(9) . . ?
O2 C21 C21 121.66(11) . 2_556 ?
O1 C21 C21 112.54(10) . 2_556 ?
O3 C22 O4 126.29(9) . . ?
O3 C22 C22 118.54(11) . 2_777 ?
O4 C22 C22 115.17(11) . 2_777 ?
C18 N2 C17 122.78(11) . . ?
C18 N2 H2A 116.3(12) . . ?
C17 N2 H2A 120.9(12) . . ?
C21 O1 H1A 110.6(12) . . ?

_refine_diff_density_max         0.151
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.037



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

data_rt_ps79_pdan1_fumaric_acn_meoh_a
_database_code_depnum_ccdc_archive 'CCDC 2393125'
loop_
_audit_author_name
_audit_author_address
'Ranjit Thakuria'
;Gauhati University
India
;
_audit_update_record             
;
2025-03-20 deposited with the CCDC.	2025-04-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H15 N2, 0.5(C4 H2 O4)'
_chemical_formula_sum            'C22 H16 N2 O2'
_chemical_formula_weight         340.37

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.842(3)
_cell_length_b                   11.415(4)
_cell_length_c                   11.977(4)
_cell_angle_alpha                104.802(8)
_cell_angle_beta                 97.205(9)
_cell_angle_gamma                98.435(8)
_cell_volume                     881.5(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2806
_cell_measurement_theta_min      2.93
_cell_measurement_theta_max      25.59

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_F_000             356
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.083
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.979
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_absorpt_special_details   'Sheldrick,G.M.,2015,University of gottingen'
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16192
_diffrn_reflns_av_unetI/netI     0.0458
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.683
_diffrn_reflns_theta_max         30.864
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             5388
_reflns_number_gt                3048
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0730P)²+0.0063P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5388
_refine_ls_number_parameters     239
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1083
_refine_ls_R_factor_gt           0.0566
_refine_ls_wR_factor_ref         0.1558
_refine_ls_wR_factor_gt          0.1329
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1 C 0.70366(19) 0.83538(12) 0.22402(12) 0.0405(3) Uani 1 1 d . . . . .
C2 C 0.8669(2) 0.87272(13) 0.17322(13) 0.0474(3) Uani 1 1 d . . . . .
H2 H 0.964893 0.824342 0.162350 0.057 Uiso 1 1 calc R U . . .
C3 C 0.8852(2) 0.97983(14) 0.13902(13) 0.0507(4) Uani 1 1 d . . . . .
H3 H 0.994874 1.002130 0.105184 0.061 Uiso 1 1 calc R U . . .
C4 C 0.7422(2) 1.05527(12) 0.15429(12) 0.0449(3) Uani 1 1 d . . . . .
C5 C 0.7626(2) 1.17228(13) 0.11888(12) 0.0490(4) Uani 1 1 d . . . . .
C6 C 0.9515(3) 1.24198(15) 0.12482(15) 0.0614(4) Uani 1 1 d . . . . .
H6 H 1.066164 1.214545 0.149960 0.074 Uiso 1 1 calc R U . . .
C7 C 0.9700(3) 1.35159(17) 0.09363(17) 0.0747(5) Uani 1 1 d . . . . .
H7 H 1.096640 1.396830 0.097784 0.090 Uiso 1 1 calc R U . . .
C8 C 0.8018(4) 1.39379(17) 0.05656(17) 0.0794(6) Uani 1 1 d . . . . .
H8 H 0.814785 1.467694 0.036437 0.095 Uiso 1 1 calc R U . . .
C9 C 0.6135(3) 1.32588(16) 0.04935(16) 0.0736(5) Uani 1 1 d . . . . .
H9 H 0.499705 1.353932 0.023896 0.088 Uiso 1 1 calc R U . . .
C10 C 0.5940(3) 1.21611(14) 0.07999(14) 0.0616(4) Uani 1 1 d . . . . .
H10 H 0.466792 1.170937 0.074582 0.074 Uiso 1 1 calc R U . . .
C11 C 0.5805(2) 1.01883(12) 0.20660(14) 0.0486(4) Uani 1 1 d . . . . .
H11 H 0.483297 1.067689 0.217940 0.058 Uiso 1 1 calc R U . . .
C12 C 0.5620(2) 0.91224(12) 0.24173(13) 0.0473(4) Uani 1 1 d . . . . .
H12 H 0.454223 0.891221 0.277546 0.057 Uiso 1 1 calc R U . . .
C13 C 0.69958(19) 0.72135(12) 0.25880(12) 0.0416(3) Uani 1 1 d . . . . .
H13 H 0.819548 0.692182 0.258653 0.050 Uiso 1 1 calc R U . . .
C14 C 0.55340(18) 0.65091(11) 0.29101(12) 0.0387(3) Uani 1 1 d . . . . .
C15 C 0.3546(2) 0.67799(13) 0.28930(16) 0.0546(4) Uani 1 1 d . . . . .
C16 C 0.58074(18) 0.53880(11) 0.32782(11) 0.0372(3) Uani 1 1 d . . . . .
C17 C 0.4167(2) 0.45679(12) 0.33878(13) 0.0448(3) Uani 1 1 d . . . . .
H17 H 0.289659 0.474651 0.322460 0.054 Uiso 1 1 calc R U . . .
C18 C 0.6133(2) 0.32825(13) 0.39410(13) 0.0524(4) Uani 1 1 d . . . . .
H18 H 0.624857 0.256527 0.415628 0.063 Uiso 1 1 calc R U . . .
C19 C 0.7850(2) 0.40390(13) 0.38693(14) 0.0526(4) Uani 1 1 d . . . . .
H19 H 0.909948 0.383491 0.403876 0.063 Uiso 1 1 calc R U . . .
C20 C 0.7699(2) 0.51003(13) 0.35443(13) 0.0460(3) Uani 1 1 d . . . . .
H20 H 0.884846 0.562314 0.350183 0.055 Uiso 1 1 calc R U . . .
C21 C 0.1554(2) 0.11824(12) 0.44280(14) 0.0480(4) Uani 1 1 d . . . . .
C22 C -0.0078(2) 0.05088(12) 0.48587(13) 0.0490(4) Uani 1 1 d . . . . .
H22 H -0.125079 0.082199 0.492994 0.059 Uiso 1 1 calc R U . . .
H1A H 0.237(2) 0.2663(19) 0.404(2) 0.137(9) Uiso 1 1 d D . . . .
N1 N 0.1938(2) 0.69253(15) 0.28960(19) 0.0970(7) Uani 1 1 d . . . . .
N2 N 0.43021(19) 0.35415(11) 0.37122(11) 0.0512(3) Uani 1 1 d . . . . .
O1 O 0.11470(17) 0.22229(10) 0.42533(11) 0.0646(3) Uani 1 1 d D . . . .
O2 O 0.3098(2) 0.08416(11) 0.42738(15) 0.0938(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C12 1.4004(18) . ?
C1 C2 1.4012(18) . ?
C1 C13 1.4620(18) . ?
C2 C3 1.379(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.394(2) . ?
C3 H3 0.9300 . ?
C4 C11 1.4004(19) . ?
C4 C5 1.4942(19) . ?
C5 C10 1.397(2) . ?
C5 C6 1.398(2) . ?
C6 C7 1.388(2) . ?
C6 H6 0.9300 . ?
C7 C8 1.377(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.383(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.386(2) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.3795(19) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C14 1.3473(18) . ?
C13 H13 0.9300 . ?
C14 C15 1.4375(19) . ?
C14 C16 1.4850(17) . ?
C15 N1 1.1366(18) . ?
C16 C17 1.3946(18) . ?
C16 C20 1.3999(18) . ?
C17 N2 1.3370(17) . ?
C17 H17 0.9300 . ?
C18 N2 1.3398(19) . ?
C18 C19 1.378(2) . ?
C18 H18 0.9300 . ?
C19 C20 1.377(2) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 O2 1.1973(17) . ?
C21 O1 1.3197(17) . ?
C21 C22 1.483(2) . ?
C22 C22 1.305(3) 2_556 ?
C22 H22 0.9300 . ?
O1 H1A 1.006(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12 C1 C2 117.69(12) . . ?
C12 C1 C13 125.18(12) . . ?
C2 C1 C13 117.08(12) . . ?
C3 C2 C1 121.29(13) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
C2 C3 C4 121.16(13) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C3 C4 C11 117.53(12) . . ?
C3 C4 C5 121.40(13) . . ?
C11 C4 C5 121.05(13) . . ?
C10 C5 C6 117.93(14) . . ?
C10 C5 C4 121.17(14) . . ?
C6 C5 C4 120.90(14) . . ?
C7 C6 C5 120.77(18) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C8 C7 C6 120.38(18) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C9 119.78(17) . . ?
C7 C8 H8 120.1 . . ?
C9 C8 H8 120.1 . . ?
C8 C9 C10 120.12(19) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C9 C10 C5 121.00(17) . . ?
C9 C10 H10 119.5 . . ?
C5 C10 H10 119.5 . . ?
C12 C11 C4 121.62(13) . . ?
C12 C11 H11 119.2 . . ?
C4 C11 H11 119.2 . . ?
C11 C12 C1 120.68(13) . . ?
C11 C12 H12 119.7 . . ?
C1 C12 H12 119.7 . . ?
C14 C13 C1 131.62(12) . . ?
C14 C13 H13 114.2 . . ?
C1 C13 H13 114.2 . . ?
C13 C14 C15 121.70(12) . . ?
C13 C14 C16 123.68(11) . . ?
C15 C14 C16 114.60(11) . . ?
N1 C15 C14 175.64(15) . . ?
C17 C16 C20 116.44(12) . . ?
C17 C16 C14 121.05(11) . . ?
C20 C16 C14 122.50(11) . . ?
N2 C17 C16 124.24(13) . . ?
N2 C17 H17 117.9 . . ?
C16 C17 H17 117.9 . . ?
N2 C18 C19 122.48(13) . . ?
N2 C18 H18 118.8 . . ?
C19 C18 H18 118.8 . . ?
C20 C19 C18 119.36(14) . . ?
C20 C19 H19 120.3 . . ?
C18 C19 H19 120.3 . . ?
C19 C20 C16 119.68(13) . . ?
C19 C20 H20 120.2 . . ?
C16 C20 H20 120.2 . . ?
O2 C21 O1 123.02(13) . . ?
O2 C21 C22 124.25(13) . . ?
O1 C21 C22 112.72(13) . . ?
C22 C22 C21 122.17(17) 2_556 . ?
C22 C22 H22 118.9 2_556 . ?
C21 C22 H22 118.9 . . ?
C17 N2 C18 117.79(12) . . ?
C21 O1 H1A 108.1(13) . . ?

_refine_diff_density_max         0.197
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.039



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

data_mono_a
_database_code_depnum_ccdc_archive 'CCDC 2393127'
loop_
_audit_author_name
_audit_author_address
'Ranjit Thakuria'
;Gauhati University
India
;
_audit_update_record             
;
2025-03-20 deposited with the CCDC.	2025-04-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C20 H14 N2), C3 H4 O4'
_chemical_formula_sum            'C43 H32 N4 O4'
_chemical_formula_weight         668.72

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   35.665(3)
_cell_length_b                   5.9784(5)
_cell_length_c                   16.2082(14)
_cell_angle_alpha                90
_cell_angle_beta                 94.387(4)
_cell_angle_gamma                90
_cell_volume                     3445.8(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9879
_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      26.20

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_F_000             1400
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.084
_shelx_estimated_absorpt_T_min   0.982
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.981
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_absorpt_special_details   'Sheldrick,G.M.,2015,University of gottingen'
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33806
_diffrn_reflns_av_unetI/netI     0.0133
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_limit_h_min       -44
_diffrn_reflns_limit_h_max       44
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.291
_diffrn_reflns_theta_max         26.572
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total             3549
_reflns_number_gt                2804
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0681P)²+1.4709P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.0037(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3549
_refine_ls_number_parameters     236
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0406
_refine_ls_wR_factor_ref         0.1293
_refine_ls_wR_factor_gt          0.1122
_refine_ls_goodness_of_fit_ref   0.962
_refine_ls_restrained_S_all      0.962
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
C1 C 0.71661(3) 0.2033(2) 0.38522(7) 0.0473(3) Uani 1 1 d . . . . .
C2 C 0.73976(4) 0.3865(3) 0.40651(10) 0.0648(4) Uani 1 1 d . . . . .
H2 H 0.730291 0.504524 0.436002 0.078 Uiso 1 1 calc R U . . .
C3 C 0.77631(4) 0.3956(2) 0.38462(10) 0.0627(4) Uani 1 1 d . . . . .
H3 H 0.790812 0.520302 0.399866 0.075 Uiso 1 1 calc R U . . .
C4 C 0.79232(3) 0.2257(2) 0.34070(7) 0.0460(3) Uani 1 1 d . . . . .
C5 C 0.83159(3) 0.2427(2) 0.31602(7) 0.0485(3) Uani 1 1 d . . . . .
C6 C 0.85374(4) 0.4295(3) 0.33540(11) 0.0690(4) Uani 1 1 d . . . . .
H6 H 0.843865 0.546289 0.364855 0.083 Uiso 1 1 calc R U . . .
C7 C 0.89021(5) 0.4459(3) 0.31183(13) 0.0790(5) Uani 1 1 d . . . . .
H7 H 0.904359 0.572833 0.325894 0.095 Uiso 1 1 calc R U . . .
C8 C 0.90565(4) 0.2783(3) 0.26824(10) 0.0716(4) Uani 1 1 d . . . . .
H8 H 0.930100 0.289963 0.252433 0.086 Uiso 1 1 calc R U . . .
C9 C 0.88443(5) 0.0932(3) 0.24841(12) 0.0810(5) Uani 1 1 d . . . . .
H9 H 0.894542 -0.022325 0.218767 0.097 Uiso 1 1 calc R U . . .
C10 C 0.84798(4) 0.0754(3) 0.27191(11) 0.0728(5) Uani 1 1 d . . . . .
H10 H 0.834146 -0.052555 0.257629 0.087 Uiso 1 1 calc R U . . .
C11 C 0.76944(4) 0.0423(2) 0.32090(9) 0.0592(4) Uani 1 1 d . . . . .
H11 H 0.779082 -0.076673 0.292197 0.071 Uiso 1 1 calc R U . . .
C12 C 0.73287(4) 0.0317(2) 0.34259(9) 0.0563(3) Uani 1 1 d . . . . .
H12 H 0.718613 -0.094635 0.328206 0.068 Uiso 1 1 calc R U . . .
C13 C 0.67755(4) 0.1777(2) 0.40430(8) 0.0500(3) Uani 1 1 d . . . . .
H13 H 0.666454 0.044142 0.385911 0.060 Uiso 1 1 calc R U . . .
C14 C 0.65477(3) 0.3131(2) 0.44375(7) 0.0460(3) Uani 1 1 d . . . . .
C15 C 0.66730(4) 0.5277(2) 0.47469(9) 0.0545(3) Uani 1 1 d . . . . .
C16 C 0.61517(4) 0.2616(2) 0.45966(8) 0.0502(3) Uani 1 1 d . . . . .
C17 C 0.59490(4) 0.4048(3) 0.50637(9) 0.0608(4) Uani 1 1 d . . . . .
H17 H 0.606716 0.534697 0.526357 0.073 Uiso 1 1 calc R U . . .
C18 C 0.54277(5) 0.1843(4) 0.49625(13) 0.0856(5) Uani 1 1 d . . . . .
H18 H 0.518172 0.157003 0.508823 0.103 Uiso 1 1 calc R U . . .
C19 C 0.56020(5) 0.0310(3) 0.44892(13) 0.0877(6) Uani 1 1 d . . . . .
H19 H 0.547486 -0.096648 0.429505 0.105 Uiso 1 1 calc R U . . .
C20 C 0.59672(4) 0.0686(3) 0.43061(10) 0.0683(4) Uani 1 1 d . . . . .
H20 H 0.608992 -0.034169 0.399046 0.082 Uiso 1 1 calc R U . . .
C21 C 0.50772(5) 0.5635(3) 0.67610(11) 0.0774(5) Uani 1 1 d . . . . .
C22 C 0.500000 0.7038(5) 0.750000 0.1172(12) Uani 1 2 d S T P . .
H22A H 0.478488 0.799337 0.735752 0.141 Uiso 0.5 1 calc R U P . .
H22B H 0.521512 0.799338 0.764248 0.141 Uiso 0.5 1 calc R U P . .
H1A H 0.5397(6) 0.530(4) 0.5936(15) 0.118(8) Uiso 1 1 d . . . . .
N1 N 0.67518(4) 0.7001(2) 0.50037(10) 0.0798(4) Uani 1 1 d . . . . .
N2 N 0.55960(4) 0.3692(3) 0.52468(9) 0.0741(4) Uani 1 1 d . . . . .
O1 O 0.53506(3) 0.6431(2) 0.63661(9) 0.0852(4) Uani 1 1 d . . . . .
O2 O 0.49013(4) 0.3995(3) 0.65567(10) 0.1125(6) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C12 1.3887(18) . ?
C1 C2 1.3987(18) . ?
C1 C13 1.4581(17) . ?
C2 C3 1.3782(19) . ?
C2 H2 0.9300 . ?
C3 C4 1.3879(18) . ?
C3 H3 0.9300 . ?
C4 C11 1.3897(18) . ?
C4 C5 1.4890(17) . ?
C5 C10 1.384(2) . ?
C5 C6 1.3902(19) . ?
C6 C7 1.387(2) . ?
C6 H6 0.9300 . ?
C7 C8 1.366(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.365(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.386(2) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.3780(19) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C14 1.3430(18) . ?
C13 H13 0.9300 . ?
C14 C15 1.4366(18) . ?
C14 C16 1.4873(17) . ?
C15 N1 1.1385(18) . ?
C16 C17 1.383(2) . ?
C16 C20 1.3921(19) . ?
C17 N2 1.3327(18) . ?
C17 H17 0.9300 . ?
C18 N2 1.324(2) . ?
C18 C19 1.374(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.376(2) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 O2 1.197(2) . ?
C21 O1 1.297(2) . ?
C21 C22 1.505(3) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
O1 H1A 0.99(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12 C1 C2 116.12(12) . . ?
C12 C1 C13 118.04(11) . . ?
C2 C1 C13 125.83(12) . . ?
C3 C2 C1 121.29(12) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
C2 C3 C4 122.53(12) . . ?
C2 C3 H3 118.7 . . ?
C4 C3 H3 118.7 . . ?
C3 C4 C11 116.00(12) . . ?
C3 C4 C5 121.35(11) . . ?
C11 C4 C5 122.65(11) . . ?
C10 C5 C6 116.23(13) . . ?
C10 C5 C4 122.18(12) . . ?
C6 C5 C4 121.59(12) . . ?
C5 C6 C7 121.54(15) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
C8 C7 C6 120.96(16) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C9 C8 C7 118.56(15) . . ?
C9 C8 H8 120.7 . . ?
C7 C8 H8 120.7 . . ?
C8 C9 C10 120.83(16) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 H9 119.6 . . ?
C5 C10 C9 121.89(15) . . ?
C5 C10 H10 119.1 . . ?
C9 C10 H10 119.1 . . ?
C12 C11 C4 121.87(12) . . ?
C12 C11 H11 119.1 . . ?
C4 C11 H11 119.1 . . ?
C11 C12 C1 122.17(12) . . ?
C11 C12 H12 118.9 . . ?
C1 C12 H12 118.9 . . ?
C14 C13 C1 131.32(12) . . ?
C14 C13 H13 114.3 . . ?
C1 C13 H13 114.3 . . ?
C13 C14 C15 121.41(11) . . ?
C13 C14 C16 125.08(11) . . ?
C15 C14 C16 113.50(11) . . ?
N1 C15 C14 176.07(15) . . ?
C17 C16 C20 116.43(12) . . ?
C17 C16 C14 120.64(12) . . ?
C20 C16 C14 122.92(12) . . ?
N2 C17 C16 124.44(14) . . ?
N2 C17 H17 117.8 . . ?
C16 C17 H17 117.8 . . ?
N2 C18 C19 122.61(15) . . ?
N2 C18 H18 118.7 . . ?
C19 C18 H18 118.7 . . ?
C18 C19 C20 119.18(16) . . ?
C18 C19 H19 120.4 . . ?
C20 C19 H19 120.4 . . ?
C19 C20 C16 119.54(15) . . ?
C19 C20 H20 120.2 . . ?
C16 C20 H20 120.2 . . ?
O2 C21 O1 124.19(17) . . ?
O2 C21 C22 123.58(16) . . ?
O1 C21 C22 112.22(17) . . ?
C21 C22 C21 112.2(3) . 2_656 ?
C21 C22 H22A 109.2 . . ?
C21 C22 H22A 109.2 2_656 . ?
C21 C22 H22B 109.2 . . ?
C21 C22 H22B 109.2 2_656 . ?
H22A C22 H22B 107.9 . . ?
C18 N2 C17 117.81(14) . . ?
C21 O1 H1A 105.6(14) . . ?

_refine_diff_density_max         0.136
_refine_diff_density_min         -0.138
_refine_diff_density_rms         0.027



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

data_rt_b2_pdan1_ga_acn_chcl3_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2393128'
loop_
_audit_author_name
_audit_author_address
'Ranjit Thakuria'
;Gauhati University
India
;
_audit_update_record             
;
2025-03-20 deposited with the CCDC.	2025-04-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C20 H14 N2), C5 H8 O4'
_chemical_formula_sum            'C45 H36 N4 O4'
_chemical_formula_weight         696.78

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   35.879(5)
_cell_length_b                   5.9716(8)
_cell_length_c                   16.917(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.199(4)
_cell_angle_gamma                90
_cell_volume                     3618.9(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7623
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      26.10

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_F_000             1464
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.083
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.983
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_absorpt_special_details   'Sheldrick,G.M.,2015,University of gottingen'
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34478
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_limit_h_min       -50
_diffrn_reflns_limit_h_max       48
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.723
_diffrn_reflns_theta_max         30.218
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5345
_reflns_number_gt                3575
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1122P)²+0.8613P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.0038(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5345
_refine_ls_number_parameters     245
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0808
_refine_ls_R_factor_gt           0.0518
_refine_ls_wR_factor_ref         0.1900
_refine_ls_wR_factor_gt          0.1588
_refine_ls_goodness_of_fit_ref   0.980
_refine_ls_restrained_S_all      0.980
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
C1 C 0.28141(4) 0.1944(2) 0.61090(7) 0.0438(3) Uani 1 1 d . . . . .
C2 C 0.26630(4) 0.0257(2) 0.65611(9) 0.0521(3) Uani 1 1 d . . . . .
H2 H 0.280576 -0.101020 0.668106 0.063 Uiso 1 1 calc R U . . .
C3 C 0.23083(4) 0.0399(2) 0.68382(9) 0.0537(4) Uani 1 1 d . . . . .
H3 H 0.221989 -0.076523 0.714123 0.064 Uiso 1 1 calc R U . . .
C4 C 0.20800(3) 0.2255(2) 0.66722(7) 0.0422(3) Uani 1 1 d . . . . .
C5 C 0.16989(4) 0.2444(2) 0.69810(8) 0.0452(3) Uani 1 1 d . . . . .
C6 C 0.15534(5) 0.0807(3) 0.74565(12) 0.0710(5) Uani 1 1 d . . . . .
H6 H 0.169605 -0.045776 0.758148 0.085 Uiso 1 1 calc R U . . .
C7 C 0.12020(5) 0.0995(4) 0.77515(13) 0.0803(6) Uani 1 1 d . . . . .
H7 H 0.111498 -0.012905 0.807406 0.096 Uiso 1 1 calc R U . . .
C8 C 0.09813(5) 0.2820(3) 0.75733(11) 0.0685(4) Uani 1 1 d . . . . .
H8 H 0.074414 0.293792 0.776515 0.082 Uiso 1 1 calc R U . . .
C9 C 0.11181(5) 0.4462(3) 0.71066(13) 0.0747(5) Uani 1 1 d . . . . .
H9 H 0.097228 0.571540 0.698334 0.090 Uiso 1 1 calc R U . . .
C10 C 0.14720(5) 0.4292(3) 0.68125(11) 0.0648(4) Uani 1 1 d . . . . .
H10 H 0.155824 0.543599 0.649743 0.078 Uiso 1 1 calc R U . . .
C11 C 0.22287(4) 0.3923(2) 0.62098(10) 0.0567(4) Uani 1 1 d . . . . .
H11 H 0.208398 0.517804 0.608374 0.068 Uiso 1 1 calc R U . . .
C12 C 0.25823(4) 0.3791(2) 0.59304(10) 0.0583(4) Uani 1 1 d . . . . .
H12 H 0.266830 0.494356 0.561898 0.070 Uiso 1 1 calc R U . . .
C13 C 0.31931(4) 0.1625(2) 0.58564(8) 0.0463(3) Uani 1 1 d . . . . .
H13 H 0.330309 0.028737 0.602727 0.056 Uiso 1 1 calc R U . . .
C14 C 0.34133(4) 0.2909(2) 0.54215(7) 0.0426(3) Uani 1 1 d . . . . .
C15 C 0.32878(4) 0.5060(2) 0.51211(9) 0.0506(3) Uani 1 1 d . . . . .
C16 C 0.37954(4) 0.2290(2) 0.52045(7) 0.0433(3) Uani 1 1 d . . . . .
C17 C 0.40117(4) 0.3772(2) 0.47906(9) 0.0560(4) Uani 1 1 d . . . . .
H17 H 0.391010 0.516633 0.466132 0.067 Uiso 1 1 calc R U . . .
C18 C 0.45015(4) 0.1326(3) 0.47370(10) 0.0594(4) Uani 1 1 d . . . . .
H18 H 0.473813 0.098565 0.457339 0.071 Uiso 1 1 calc R U . . .
C19 C 0.43124(4) -0.0260(3) 0.51491(10) 0.0592(4) Uani 1 1 d . . . . .
H19 H 0.442119 -0.164306 0.526492 0.071 Uiso 1 1 calc R U . . .
C20 C 0.39588(4) 0.0224(2) 0.53894(9) 0.0518(3) Uani 1 1 d . . . . .
H20 H 0.383021 -0.082887 0.567407 0.062 Uiso 1 1 calc R U . . .
C21 C 0.50571(4) 0.5662(3) 0.35514(9) 0.0591(4) Uani 1 1 d . . . . .
C22 C 0.52516(4) 0.7331(3) 0.30532(9) 0.0656(4) Uani 1 1 d . . . . .
H22A H 0.542759 0.653344 0.274157 0.079 Uiso 1 1 calc R U . . .
H22B H 0.539396 0.834141 0.340282 0.079 Uiso 1 1 calc R U . . .
C23 C 0.500000 0.8709(4) 0.250000 0.0627(6) Uani 1 2 d S T P . .
H23A H 0.515321 0.966711 0.218794 0.075 Uiso 0.5 1 calc R U P . .
H23B H 0.484680 0.966720 0.281205 0.075 Uiso 0.5 1 calc R U P . .
H1 H 0.4615(7) 0.517(5) 0.4067(15) 0.108(8) Uiso 1 1 d . . . . .
N1 N 0.32087(4) 0.6774(2) 0.48741(10) 0.0728(4) Uani 1 1 d . . . . .
N2 N 0.43560(4) 0.3331(2) 0.45655(8) 0.0624(4) Uani 1 1 d . . . . .
O1 O 0.47415(4) 0.6411(2) 0.38152(9) 0.0841(4) Uani 1 1 d . . . . .
O2 O 0.51735(4) 0.3820(3) 0.37009(9) 0.0919(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.3925(19) . ?
C1 C12 1.4042(18) . ?
C1 C13 1.4603(18) . ?
C2 C3 1.383(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.3970(18) . ?
C3 H3 0.9300 . ?
C4 C11 1.3911(19) . ?
C4 C5 1.4951(19) . ?
C5 C6 1.386(2) . ?
C5 C10 1.392(2) . ?
C6 C7 1.386(2) . ?
C6 H6 0.9300 . ?
C7 C8 1.371(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.367(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.393(2) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.381(2) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C14 1.3485(18) . ?
C13 H13 0.9300 . ?
C14 C15 1.4442(18) . ?
C14 C16 1.4855(18) . ?
C15 N1 1.1354(18) . ?
C16 C17 1.3918(19) . ?
C16 C20 1.3940(18) . ?
C17 N2 1.3387(19) . ?
C17 H17 0.9300 . ?
C18 N2 1.332(2) . ?
C18 C19 1.377(2) . ?
C18 H18 0.9300 . ?
C19 C20 1.384(2) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 O2 1.198(2) . ?
C21 O1 1.3181(19) . ?
C21 C22 1.502(2) . ?
C22 C23 1.508(2) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
O1 H1 0.98(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C12 116.24(12) . . ?
C2 C1 C13 117.65(11) . . ?
C12 C1 C13 126.11(12) . . ?
C3 C2 C1 122.39(12) . . ?
C3 C2 H2 118.8 . . ?
C1 C2 H2 118.8 . . ?
C2 C3 C4 121.37(12) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C11 C4 C3 116.23(12) . . ?
C11 C4 C5 121.95(11) . . ?
C3 C4 C5 121.81(12) . . ?
C6 C5 C10 116.30(14) . . ?
C6 C5 C4 122.05(13) . . ?
C10 C5 C4 121.64(13) . . ?
C7 C6 C5 122.08(16) . . ?
C7 C6 H6 119.0 . . ?
C5 C6 H6 119.0 . . ?
C8 C7 C6 120.75(17) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
C9 C8 C7 118.40(16) . . ?
C9 C8 H8 120.8 . . ?
C7 C8 H8 120.8 . . ?
C8 C9 C10 121.18(16) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 H9 119.4 . . ?
C5 C10 C9 121.28(15) . . ?
C5 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C12 C11 C4 122.70(12) . . ?
C12 C11 H11 118.6 . . ?
C4 C11 H11 118.6 . . ?
C11 C12 C1 121.05(12) . . ?
C11 C12 H12 119.5 . . ?
C1 C12 H12 119.5 . . ?
C14 C13 C1 132.00(12) . . ?
C14 C13 H13 114.0 . . ?
C1 C13 H13 114.0 . . ?
C13 C14 C15 121.14(12) . . ?
C13 C14 C16 124.76(11) . . ?
C15 C14 C16 114.11(11) . . ?
N1 C15 C14 176.22(16) . . ?
C17 C16 C20 115.87(12) . . ?
C17 C16 C14 120.96(12) . . ?
C20 C16 C14 123.17(12) . . ?
N2 C17 C16 124.57(14) . . ?
N2 C17 H17 117.7 . . ?
C16 C17 H17 117.7 . . ?
N2 C18 C19 122.02(14) . . ?
N2 C18 H18 119.0 . . ?
C19 C18 H18 119.0 . . ?
C18 C19 C20 119.41(14) . . ?
C18 C19 H19 120.3 . . ?
C20 C19 H19 120.3 . . ?
C19 C20 C16 119.98(13) . . ?
C19 C20 H20 120.0 . . ?
C16 C20 H20 120.0 . . ?
O2 C21 O1 122.40(16) . . ?
O2 C21 C22 124.06(15) . . ?
O1 C21 C22 113.54(15) . . ?
C21 C22 C23 115.43(12) . . ?
C21 C22 H22A 108.4 . . ?
C23 C22 H22A 108.4 . . ?
C21 C22 H22B 108.4 . . ?
C23 C22 H22B 108.4 . . ?
H22A C22 H22B 107.5 . . ?
C22 C23 C22 113.88(19) . 2_655 ?
C22 C23 H23A 108.8 . . ?
C22 C23 H23A 108.8 2_655 . ?
C22 C23 H23B 108.8 . . ?
C22 C23 H23B 108.8 2_655 . ?
H23A C23 H23B 107.7 . . ?
C18 N2 C17 118.14(13) . . ?
C21 O1 H1 108.6(15) . . ?

_refine_diff_density_max         0.212
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.037



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

data_monoclinic_a
_database_code_depnum_ccdc_archive 'CCDC 2393129'
loop_
_audit_author_name
_audit_author_address
'Ranjit Thakuria'
;Gauhati University
India
;
_audit_update_record             
;
2025-03-20 deposited with the CCDC.	2025-04-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C20 H14 N2), C9 H16 O4'
_chemical_formula_sum            'C49 H44 N4 O4'
_chemical_formula_weight         752.88

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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                   43.708(7)
_cell_length_b                   8.3458(13)
_cell_length_c                   11.0983(17)
_cell_angle_alpha                90
_cell_angle_beta                 90.164(4)
_cell_angle_gamma                90
_cell_volume                     4048.4(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5933
_cell_measurement_theta_min      2.61
_cell_measurement_theta_max      22.37

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.235
_exptl_crystal_F_000             1592
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.079
_shelx_estimated_absorpt_T_min   0.985
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.981
_exptl_absorpt_correction_T_max  0.985
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_absorpt_special_details   'Sheldrick,G.M.,2015,University of gottingen'
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            53812
_diffrn_reflns_av_unetI/netI     0.0577
_diffrn_reflns_av_R_equivalents  0.0618
_diffrn_reflns_limit_h_min       -62
_diffrn_reflns_limit_h_max       61
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.485
_diffrn_reflns_theta_max         30.696
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             12403
_reflns_number_gt                6410
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1040P)²+0.4091P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.0021(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         12403
_refine_ls_number_parameters     523
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1301
_refine_ls_R_factor_gt           0.0619
_refine_ls_wR_factor_ref         0.2122
_refine_ls_wR_factor_gt          0.1695
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_restrained_S_all      0.997
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.44401(3) 0.3801(2) 0.55787(14) 0.0794(5) Uani 1 1 d . . . . .
N1 N 0.57736(5) 1.2153(3) 0.66072(19) 0.0849(7) Uani 1 1 d . . . . .
C1 C 0.62337(4) 0.9917(2) 0.41710(15) 0.0448(4) Uani 1 1 d . . . . .
H1A H 0.4603(7) 0.323(4) 0.510(3) 0.121(11) Uiso 1 1 d . . . . .
O2 O 0.41391(3) 0.3508(2) 0.39913(12) 0.0697(5) Uani 1 1 d . . . . .
N2 N 0.48618(3) 1.2192(2) 0.42968(14) 0.0524(4) Uani 1 1 d . . . . .
C2 C 0.63803(4) 1.0235(3) 0.52626(17) 0.0574(5) Uani 1 1 d . . . . .
H2 H 0.626749 1.063920 0.590378 0.069 Uiso 1 1 calc R U . . .
O3 O 0.19225(4) 0.5354(3) 0.4404(2) 0.1081(7) Uani 1 1 d . . . . .
N3 N 1.05908(4) 0.6140(3) 0.42799(18) 0.0745(6) Uani 1 1 d . . . . .
C3 C 0.66894(4) 0.9962(3) 0.54090(17) 0.0561(5) Uani 1 1 d . . . . .
H3 H 0.678014 1.019740 0.614704 0.067 Uiso 1 1 calc R U . . .
O4 O 0.20097(4) 0.7387(3) 0.32196(17) 0.0901(6) Uani 1 1 d . . . . .
N4 N 1.14921(4) 0.6638(2) 0.19709(17) 0.0631(5) Uani 1 1 d . . . . .
C4 C 0.68701(4) 0.9345(2) 0.44851(16) 0.0436(4) Uani 1 1 d . . . . .
H4A H 0.1794(8) 0.711(4) 0.294(3) 0.122(11) Uiso 1 1 d . . . . .
C5 C 0.72042(4) 0.9070(2) 0.46625(16) 0.0444(4) Uani 1 1 d . . . . .
C6 C 0.73225(4) 0.8671(3) 0.57835(18) 0.0545(5) Uani 1 1 d . . . . .
H6 H 0.719017 0.854778 0.643161 0.065 Uiso 1 1 calc R U . . .
C7 C 0.76333(5) 0.8451(3) 0.5958(2) 0.0664(6) Uani 1 1 d . . . . .
H7 H 0.770731 0.819616 0.672097 0.080 Uiso 1 1 calc R U . . .
C8 C 0.78337(5) 0.8609(3) 0.5010(2) 0.0649(6) Uani 1 1 d . . . . .
H8 H 0.804247 0.845728 0.512862 0.078 Uiso 1 1 calc R U . . .
C9 C 0.77228(5) 0.8990(3) 0.3893(2) 0.0586(5) Uani 1 1 d . . . . .
H9 H 0.785662 0.909129 0.324766 0.070 Uiso 1 1 calc R U . . .
C10 C 0.74109(4) 0.9226(2) 0.37176(18) 0.0509(5) Uani 1 1 d . . . . .
H10 H 0.733895 0.949404 0.295422 0.061 Uiso 1 1 calc R U . . .
C11 C 0.67247(4) 0.9014(3) 0.34028(17) 0.0528(5) Uani 1 1 d . . . . .
H11 H 0.683791 0.860322 0.276519 0.063 Uiso 1 1 calc R U . . .
C12 C 0.64149(4) 0.9282(3) 0.32505(16) 0.0522(5) Uani 1 1 d . . . . .
H12 H 0.632438 0.903297 0.251473 0.063 Uiso 1 1 calc R U . . .
C13 C 0.59110(4) 1.0196(2) 0.38879(16) 0.0462(4) Uani 1 1 d . . . . .
H13 H 0.585049 0.981064 0.313781 0.055 Uiso 1 1 calc R U . . .
C14 C 0.56855(4) 1.0908(2) 0.45150(15) 0.0405(4) Uani 1 1 d . . . . .
C15 C 0.57401(4) 1.1587(3) 0.56801(18) 0.0526(5) Uani 1 1 d . . . . .
C16 C 0.53675(4) 1.1082(2) 0.40510(15) 0.0395(4) Uani 1 1 d . . . . .
C17 C 0.51527(4) 1.1996(2) 0.46545(16) 0.0471(4) Uani 1 1 d . . . . .
H17 H 0.521446 1.251117 0.535742 0.057 Uiso 1 1 calc R U . . .
C18 C 0.47722(4) 1.1453(2) 0.32935(18) 0.0515(5) Uani 1 1 d . . . . .
H18 H 0.457061 1.156884 0.303727 0.062 Uiso 1 1 calc R U . . .
C19 C 0.49675(4) 1.0526(3) 0.26253(19) 0.0550(5) Uani 1 1 d . . . . .
H19 H 0.489911 1.002575 0.192571 0.066 Uiso 1 1 calc R U . . .
C20 C 0.52670(4) 1.0342(2) 0.30021(17) 0.0502(5) Uani 1 1 d . . . . .
H20 H 0.540143 0.972104 0.255223 0.060 Uiso 1 1 calc R U . . .
C21 C 1.00645(4) 0.6179(2) 0.15571(16) 0.0449(4) Uani 1 1 d . . . . .
C22 C 0.98577(4) 0.6851(3) 0.07450(17) 0.0516(5) Uani 1 1 d . . . . .
H22 H 0.992853 0.723035 0.000897 0.062 Uiso 1 1 calc R U . . .
C23 C 0.95491(4) 0.6967(2) 0.10088(18) 0.0522(5) Uani 1 1 d . . . . .
H23 H 0.941836 0.743763 0.044875 0.063 Uiso 1 1 calc R U . . .
C24 C 0.94285(4) 0.6399(2) 0.20904(16) 0.0435(4) Uani 1 1 d . . . . .
C25 C 0.90963(4) 0.6521(2) 0.23860(17) 0.0476(4) Uani 1 1 d . . . . .
C26 C 0.88986(5) 0.7534(3) 0.1759(2) 0.0630(6) Uani 1 1 d . . . . .
H26 H 0.897554 0.816662 0.113939 0.076 Uiso 1 1 calc R U . . .
C27 C 0.85894(5) 0.7622(3) 0.2037(3) 0.0760(7) Uani 1 1 d . . . . .
H27 H 0.846244 0.830639 0.160319 0.091 Uiso 1 1 calc R U . . .
C28 C 0.84705(5) 0.6709(3) 0.2944(3) 0.0768(7) Uani 1 1 d . . . . .
H28 H 0.826317 0.676508 0.312456 0.092 Uiso 1 1 calc R U . . .
C29 C 0.86602(5) 0.5705(3) 0.3589(2) 0.0735(7) Uani 1 1 d . . . . .
H29 H 0.858086 0.508836 0.421167 0.088 Uiso 1 1 calc R U . . .
C30 C 0.89698(5) 0.5611(3) 0.3312(2) 0.0601(5) Uani 1 1 d . . . . .
H30 H 0.909505 0.492665 0.375420 0.072 Uiso 1 1 calc R U . . .
C31 C 0.96364(4) 0.5671(3) 0.28741(19) 0.0559(5) Uani 1 1 d . . . . .
H31 H 0.956475 0.524244 0.359340 0.067 Uiso 1 1 calc R U . . .
C32 C 0.99438(4) 0.5565(3) 0.2620(2) 0.0583(5) Uani 1 1 d . . . . .
H32 H 1.007385 0.507252 0.317164 0.070 Uiso 1 1 calc R U . . .
C33 C 1.03896(4) 0.6157(2) 0.12426(17) 0.0487(4) Uani 1 1 d . . . . .
H33 H 1.043064 0.618197 0.042113 0.058 Uiso 1 1 calc R U . . .
C34 C 1.06385(4) 0.6107(2) 0.19626(16) 0.0459(4) Uani 1 1 d . . . . .
C35 C 1.06048(4) 0.6118(3) 0.32574(19) 0.0539(5) Uani 1 1 d . . . . .
C36 C 1.09602(4) 0.6140(2) 0.15323(17) 0.0451(4) Uani 1 1 d . . . . .
C37 C 1.11995(4) 0.6532(3) 0.23068(19) 0.0557(5) Uani 1 1 d . . . . .
H37 H 1.115292 0.673250 0.310987 0.067 Uiso 1 1 calc R U . . .
C38 C 1.15585(5) 0.6321(3) 0.0827(2) 0.0633(6) Uani 1 1 d . . . . .
H38 H 1.176102 0.639414 0.057785 0.076 Uiso 1 1 calc R U . . .
C39 C 1.13396(5) 0.5892(3) -0.0001(2) 0.0614(6) Uani 1 1 d . . . . .
H39 H 1.139430 0.566403 -0.079148 0.074 Uiso 1 1 calc R U . . .
C40 C 1.10382(4) 0.5801(3) 0.03504(19) 0.0553(5) Uani 1 1 d . . . . .
H40 H 1.088776 0.551354 -0.020305 0.066 Uiso 1 1 calc R U . . .
C41 C 0.41760(4) 0.3955(3) 0.50085(17) 0.0503(5) Uani 1 1 d . . . . .
C42 C 0.39323(4) 0.4702(3) 0.57802(18) 0.0541(5) Uani 1 1 d . . . . .
H42A H 0.400146 0.575357 0.603540 0.065 Uiso 1 1 calc R U . . .
H42B H 0.390620 0.405306 0.649751 0.065 Uiso 1 1 calc R U . . .
C43 C 0.36251(4) 0.4877(3) 0.51589(18) 0.0542(5) Uani 1 1 d . . . . .
H43A H 0.356195 0.383609 0.485866 0.065 Uiso 1 1 calc R U . . .
H43B H 0.364856 0.558158 0.447038 0.065 Uiso 1 1 calc R U . . .
C44 C 0.33747(4) 0.5535(3) 0.59617(19) 0.0569(5) Uani 1 1 d . . . . .
H44A H 0.342769 0.662104 0.619385 0.068 Uiso 1 1 calc R U . . .
H44B H 0.336533 0.489514 0.669023 0.068 Uiso 1 1 calc R U . . .
C45 C 0.30599(5) 0.5548(3) 0.5371(2) 0.0616(6) Uani 1 1 d . . . . .
H45A H 0.306968 0.619461 0.464575 0.074 Uiso 1 1 calc R U . . .
H45B H 0.300870 0.446303 0.513059 0.074 Uiso 1 1 calc R U . . .
C46 C 0.28050(5) 0.6189(3) 0.6164(2) 0.0660(6) Uani 1 1 d . . . . .
H46A H 0.283201 0.733660 0.625035 0.079 Uiso 1 1 calc R U . . .
H46B H 0.282593 0.571616 0.695801 0.079 Uiso 1 1 calc R U . . .
C47 C 0.24794(5) 0.5872(3) 0.5706(2) 0.0717(6) Uani 1 1 d . . . . .
H47A H 0.245345 0.472918 0.558350 0.086 Uiso 1 1 calc R U . . .
H47B H 0.233492 0.620538 0.631902 0.086 Uiso 1 1 calc R U . . .
C48 C 0.24067(5) 0.6722(3) 0.4561(2) 0.0673(6) Uani 1 1 d . . . . .
H48A H 0.255706 0.641923 0.396129 0.081 Uiso 1 1 calc R U . . .
H48B H 0.242687 0.786592 0.469575 0.081 Uiso 1 1 calc R U . . .
C49 C 0.20908(5) 0.6393(3) 0.4056(2) 0.0627(6) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C41 1.321(2) . ?
O1 H1A 1.01(3) . ?
N1 C15 1.142(2) . ?
C1 C2 1.394(2) . ?
C1 C12 1.399(3) . ?
C1 C13 1.463(2) . ?
O2 C41 1.199(2) . ?
N2 C18 1.331(2) . ?
N2 C17 1.341(2) . ?
C2 C3 1.379(3) . ?
C2 H2 0.9300 . ?
O3 C49 1.202(3) . ?
N3 C35 1.137(3) . ?
C3 C4 1.395(3) . ?
C3 H3 0.9300 . ?
O4 C49 1.294(3) . ?
O4 H4A 1.02(3) . ?
N4 C38 1.330(3) . ?
N4 C37 1.336(3) . ?
C4 C11 1.385(3) . ?
C4 C5 1.491(2) . ?
C5 C6 1.387(3) . ?
C5 C10 1.392(3) . ?
C6 C7 1.384(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.377(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.367(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.391(3) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.382(3) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C14 1.346(2) . ?
C13 H13 0.9300 . ?
C14 C15 1.431(3) . ?
C14 C16 1.488(2) . ?
C16 C17 1.384(3) . ?
C16 C20 1.388(2) . ?
C17 H17 0.9300 . ?
C18 C19 1.372(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.381(3) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C32 1.391(3) . ?
C21 C22 1.393(3) . ?
C21 C33 1.464(2) . ?
C22 C23 1.385(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.395(3) . ?
C23 H23 0.9300 . ?
C24 C31 1.395(3) . ?
C24 C25 1.493(2) . ?
C25 C30 1.393(3) . ?
C25 C26 1.394(3) . ?
C26 C27 1.389(3) . ?
C26 H26 0.9300 . ?
C27 C28 1.366(4) . ?
C27 H27 0.9300 . ?
C28 C29 1.378(4) . ?
C28 H28 0.9300 . ?
C29 C30 1.391(3) . ?
C29 H29 0.9300 . ?
C30 H30 0.9300 . ?
C31 C32 1.377(3) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C33 C34 1.349(3) . ?
C33 H33 0.9300 . ?
C34 C35 1.445(3) . ?
C34 C36 1.486(3) . ?
C36 C40 1.385(3) . ?
C36 C37 1.391(3) . ?
C37 H37 0.9300 . ?
C38 C39 1.372(3) . ?
C38 H38 0.9300 . ?
C39 C40 1.377(3) . ?
C39 H39 0.9300 . ?
C40 H40 0.9300 . ?
C41 C42 1.504(3) . ?
C42 C43 1.515(3) . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C43 C44 1.516(3) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C44 C45 1.523(3) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C45 C46 1.519(3) . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C46 C47 1.533(3) . ?
C46 H46A 0.9700 . ?
C46 H46B 0.9700 . ?
C47 C48 1.490(3) . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
C48 C49 1.514(3) . ?
C48 H48A 0.9700 . ?
C48 H48B 0.9700 . ?

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
C41 O1 H1A 114.2(17) . . ?
C2 C1 C12 116.56(16) . . ?
C2 C1 C13 126.63(16) . . ?
C12 C1 C13 116.81(15) . . ?
C18 N2 C17 117.91(16) . . ?
C3 C2 C1 121.22(17) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
C2 C3 C4 122.08(17) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
C49 O4 H4A 108.7(18) . . ?
C38 N4 C37 117.71(18) . . ?
C11 C4 C3 116.85(16) . . ?
C11 C4 C5 122.06(16) . . ?
C3 C4 C5 121.09(16) . . ?
C6 C5 C10 117.22(17) . . ?
C6 C5 C4 121.20(17) . . ?
C10 C5 C4 121.58(16) . . ?
C7 C6 C5 121.40(19) . . ?
C7 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
C8 C7 C6 120.4(2) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C9 C8 C7 119.3(2) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C8 C9 C10 120.3(2) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C9 C10 C5 121.27(19) . . ?
C9 C10 H10 119.4 . . ?
C5 C10 H10 119.4 . . ?
C12 C11 C4 121.37(17) . . ?
C12 C11 H11 119.3 . . ?
C4 C11 H11 119.3 . . ?
C11 C12 C1 121.91(16) . . ?
C11 C12 H12 119.0 . . ?
C1 C12 H12 119.0 . . ?
C14 C13 C1 131.75(17) . . ?
C14 C13 H13 114.1 . . ?
C1 C13 H13 114.1 . . ?
C13 C14 C15 121.44(16) . . ?
C13 C14 C16 123.26(16) . . ?
C15 C14 C16 115.28(15) . . ?
N1 C15 C14 177.6(2) . . ?
C17 C16 C20 115.94(16) . . ?
C17 C16 C14 121.37(16) . . ?
C20 C16 C14 122.68(16) . . ?
N2 C17 C16 124.60(17) . . ?
N2 C17 H17 117.7 . . ?
C16 C17 H17 117.7 . . ?
N2 C18 C19 122.11(17) . . ?
N2 C18 H18 118.9 . . ?
C19 C18 H18 118.9 . . ?
C18 C19 C20 119.32(18) . . ?
C18 C19 H19 120.3 . . ?
C20 C19 H19 120.3 . . ?
C19 C20 C16 120.13(18) . . ?
C19 C20 H20 119.9 . . ?
C16 C20 H20 119.9 . . ?
C32 C21 C22 116.76(17) . . ?
C32 C21 C33 124.62(17) . . ?
C22 C21 C33 118.62(17) . . ?
C23 C22 C21 121.48(18) . . ?
C23 C22 H22 119.3 . . ?
C21 C22 H22 119.3 . . ?
C22 C23 C24 121.92(17) . . ?
C22 C23 H23 119.0 . . ?
C24 C23 H23 119.0 . . ?
C23 C24 C31 115.93(17) . . ?
C23 C24 C25 122.41(16) . . ?
C31 C24 C25 121.64(17) . . ?
C30 C25 C26 116.92(19) . . ?
C30 C25 C24 120.88(17) . . ?
C26 C25 C24 122.21(19) . . ?
C27 C26 C25 121.5(2) . . ?
C27 C26 H26 119.3 . . ?
C25 C26 H26 119.3 . . ?
C28 C27 C26 120.5(2) . . ?
C28 C27 H27 119.8 . . ?
C26 C27 H27 119.8 . . ?
C27 C28 C29 119.5(2) . . ?
C27 C28 H28 120.3 . . ?
C29 C28 H28 120.3 . . ?
C28 C29 C30 120.3(2) . . ?
C28 C29 H29 119.9 . . ?
C30 C29 H29 119.9 . . ?
C29 C30 C25 121.3(2) . . ?
C29 C30 H30 119.3 . . ?
C25 C30 H30 119.3 . . ?
C32 C31 C24 122.32(19) . . ?
C32 C31 H31 118.8 . . ?
C24 C31 H31 118.8 . . ?
C31 C32 C21 121.51(19) . . ?
C31 C32 H32 119.2 . . ?
C21 C32 H32 119.2 . . ?
C34 C33 C21 129.87(18) . . ?
C34 C33 H33 115.1 . . ?
C21 C33 H33 115.1 . . ?
C33 C34 C35 120.30(17) . . ?
C33 C34 C36 124.84(17) . . ?
C35 C34 C36 114.75(16) . . ?
N3 C35 C34 177.2(2) . . ?
C40 C36 C37 116.50(18) . . ?
C40 C36 C34 122.41(17) . . ?
C37 C36 C34 121.09(17) . . ?
N4 C37 C36 124.2(2) . . ?
N4 C37 H37 117.9 . . ?
C36 C37 H37 117.9 . . ?
N4 C38 C39 122.5(2) . . ?
N4 C38 H38 118.8 . . ?
C39 C38 H38 118.8 . . ?
C38 C39 C40 119.4(2) . . ?
C38 C39 H39 120.3 . . ?
C40 C39 H39 120.3 . . ?
C39 C40 C36 119.67(19) . . ?
C39 C40 H40 120.2 . . ?
C36 C40 H40 120.2 . . ?
O2 C41 O1 122.38(18) . . ?
O2 C41 C42 124.85(17) . . ?
O1 C41 C42 112.75(17) . . ?
C41 C42 C43 114.13(16) . . ?
C41 C42 H42A 108.7 . . ?
C43 C42 H42A 108.7 . . ?
C41 C42 H42B 108.7 . . ?
C43 C42 H42B 108.7 . . ?
H42A C42 H42B 107.6 . . ?
C42 C43 C44 114.06(16) . . ?
C42 C43 H43A 108.7 . . ?
C44 C43 H43A 108.7 . . ?
C42 C43 H43B 108.7 . . ?
C44 C43 H43B 108.7 . . ?
H43A C43 H43B 107.6 . . ?
C43 C44 C45 113.73(17) . . ?
C43 C44 H44A 108.8 . . ?
C45 C44 H44A 108.8 . . ?
C43 C44 H44B 108.8 . . ?
C45 C44 H44B 108.8 . . ?
H44A C44 H44B 107.7 . . ?
C46 C45 C44 114.62(18) . . ?
C46 C45 H45A 108.6 . . ?
C44 C45 H45A 108.6 . . ?
C46 C45 H45B 108.6 . . ?
C44 C45 H45B 108.6 . . ?
H45A C45 H45B 107.6 . . ?
C45 C46 C47 115.4(2) . . ?
C45 C46 H46A 108.4 . . ?
C47 C46 H46A 108.4 . . ?
C45 C46 H46B 108.4 . . ?
C47 C46 H46B 108.4 . . ?
H46A C46 H46B 107.5 . . ?
C48 C47 C46 113.32(19) . . ?
C48 C47 H47A 108.9 . . ?
C46 C47 H47A 108.9 . . ?
C48 C47 H47B 108.9 . . ?
C46 C47 H47B 108.9 . . ?
H47A C47 H47B 107.7 . . ?
C47 C48 C49 114.9(2) . . ?
C47 C48 H48A 108.5 . . ?
C49 C48 H48A 108.5 . . ?
C47 C48 H48B 108.5 . . ?
C49 C48 H48B 108.5 . . ?
H48A C48 H48B 107.5 . . ?
O3 C49 O4 121.8(2) . . ?
O3 C49 C48 124.8(2) . . ?
O4 C49 C48 113.4(2) . . ?

_refine_diff_density_max         0.295
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.040



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

data_monoclinic
_database_code_depnum_ccdc_archive 'CCDC 2393130'
loop_
_audit_author_name
_audit_author_address
'Ranjit Thakuria'
;Gauhati University
India
;
_audit_update_record             
;
2025-03-20 deposited with the CCDC.	2025-04-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H15 N2, C4 H3 O4'
_chemical_formula_sum            'C24 H18 N2 O4'
_chemical_formula_weight         398.40

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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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                   30.897(3)
_cell_length_b                   11.6158(12)
_cell_length_c                   22.946(2)
_cell_angle_alpha                90
_cell_angle_beta                 105.539(3)
_cell_angle_gamma                90
_cell_volume                     7934.2(13)
_cell_formula_units_Z            16
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9935
_cell_measurement_theta_min      2.57
_cell_measurement_theta_max      25.48

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_F_000             3328
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    0.092
_shelx_estimated_absorpt_T_min   0.979
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.976
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_absorpt_special_details   'Sheldrick,G.M.,2015,University of gottingen'
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            162323
_diffrn_reflns_av_unetI/netI     0.0247
_diffrn_reflns_av_R_equivalents  0.0496
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         0.684
_diffrn_reflns_theta_max         26.572
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             16470
_reflns_number_gt                8094
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1071P)²+5.9163P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         16470
_refine_ls_number_parameters     1113
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1467
_refine_ls_R_factor_gt           0.0779
_refine_ls_wR_factor_ref         0.2770
_refine_ls_wR_factor_gt          0.2108
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.035
_refine_ls_shift/su_mean         0.008

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
C1 C 0.17029(11) 0.1712(3) 0.42603(13) 0.0517(8) Uani 1 1 d . . . . .
C2 C 0.19029(11) 0.2610(3) 0.40383(14) 0.0554(8) Uani 1 1 d . . . . .
H2 H 0.181191 0.335968 0.408435 0.067 Uiso 1 1 calc R U . . .
C3 C 0.22358(11) 0.2423(3) 0.37484(14) 0.0551(8) Uani 1 1 d . . . . .
H3 H 0.236424 0.305125 0.360700 0.066 Uiso 1 1 calc R U . . .
C4 C 0.23824(10) 0.1332(3) 0.36634(13) 0.0483(7) Uani 1 1 d . . . . .
C5 C 0.27416(10) 0.1122(3) 0.33558(12) 0.0458(7) Uani 1 1 d . . . . .
C6 C 0.28231(11) 0.1902(3) 0.29322(14) 0.0542(8) Uani 1 1 d . . . . .
H6 H 0.265551 0.257598 0.284854 0.065 Uiso 1 1 calc R U . . .
C7 C 0.31521(12) 0.1679(3) 0.26347(15) 0.0649(9) Uani 1 1 d . . . . .
H7 H 0.320529 0.221203 0.235943 0.078 Uiso 1 1 calc R U . . .
C8 C 0.33990(12) 0.0681(3) 0.27433(18) 0.0691(10) Uani 1 1 d . . . . .
H8 H 0.361446 0.052981 0.253770 0.083 Uiso 1 1 calc R U . . .
C9 C 0.33239(12) -0.0091(3) 0.31596(17) 0.0673(10) Uani 1 1 d . . . . .
H9 H 0.349117 -0.076680 0.323700 0.081 Uiso 1 1 calc R U . . .
C10 C 0.30025(11) 0.0125(3) 0.34644(15) 0.0590(8) Uani 1 1 d . . . . .
H10 H 0.295928 -0.040463 0.374755 0.071 Uiso 1 1 calc R U . . .
C11 C 0.21555(13) 0.0419(3) 0.38470(16) 0.0690(10) Uani 1 1 d . . . . .
H11 H 0.223017 -0.033188 0.377203 0.083 Uiso 1 1 calc R U . . .
C12 C 0.18249(13) 0.0601(3) 0.41355(16) 0.0726(11) Uani 1 1 d . . . . .
H12 H 0.167989 -0.002794 0.424960 0.087 Uiso 1 1 calc R U . . .
C13 C 0.13742(10) 0.1976(3) 0.45978(13) 0.0503(7) Uani 1 1 d . . . . .
H13 H 0.122022 0.266775 0.450167 0.060 Uiso 1 1 calc R U . . .
C14 C 0.12674(10) 0.1338(2) 0.50311(12) 0.0426(7) Uani 1 1 d . . . . .
C15 C 0.09456(9) 0.1704(2) 0.53715(12) 0.0412(7) Uani 1 1 d . . . . .
C16 C 0.07002(10) 0.2721(3) 0.52575(14) 0.0501(7) Uani 1 1 d . . . . .
H16 H 0.072327 0.319236 0.493947 0.060 Uiso 1 1 calc R U . . .
C17 C 0.04233(11) 0.3038(3) 0.56109(17) 0.0623(9) Uani 1 1 d . . . . .
H17 H 0.026445 0.372717 0.553877 0.075 Uiso 1 1 calc R U . . .
C18 C 0.03849(12) 0.2322(3) 0.60724(16) 0.0639(9) Uani 1 1 d . . . . .
H18 H 0.020067 0.252735 0.631638 0.077 Uiso 1 1 calc R U . . .
C19 C 0.08878(10) 0.1024(3) 0.58376(13) 0.0484(7) Uani 1 1 d . . . . .
H19 H 0.104445 0.033314 0.592297 0.058 Uiso 1 1 calc R U . . .
C20 C 0.14830(11) 0.0246(3) 0.52106(14) 0.0531(8) Uani 1 1 d . . . . .
C21 C 0.18173(11) 0.6672(3) 0.43340(13) 0.0492(7) Uani 1 1 d . . . . .
C22 C 0.18092(12) 0.7211(3) 0.37937(15) 0.0628(9) Uani 1 1 d . . . . .
H22 H 0.158016 0.773255 0.363114 0.075 Uiso 1 1 calc R U . . .
C23 C 0.21285(12) 0.7002(3) 0.34890(15) 0.0649(9) Uani 1 1 d . . . . .
H23 H 0.210818 0.737344 0.312349 0.078 Uiso 1 1 calc R U . . .
C24 C 0.24798(10) 0.6248(3) 0.37181(13) 0.0475(7) Uani 1 1 d . . . . .
C25 C 0.28324(10) 0.6053(3) 0.33989(12) 0.0459(7) Uani 1 1 d . . . . .
C26 C 0.29409(11) 0.6890(3) 0.30257(14) 0.0571(8) Uani 1 1 d . . . . .
H26 H 0.278373 0.758195 0.296517 0.069 Uiso 1 1 calc R U . . .
C27 C 0.32823(12) 0.6704(3) 0.27412(14) 0.0654(10) Uani 1 1 d . . . . .
H27 H 0.335236 0.727430 0.249669 0.078 Uiso 1 1 calc R U . . .
C28 C 0.35147(12) 0.5682(4) 0.28220(16) 0.0686(10) Uani 1 1 d . . . . .
H28 H 0.374404 0.556210 0.263630 0.082 Uiso 1 1 calc R U . . .
C29 C 0.34069(12) 0.4840(3) 0.31777(16) 0.0669(9) Uani 1 1 d . . . . .
H29 H 0.355870 0.414027 0.322468 0.080 Uiso 1 1 calc R U . . .
C30 C 0.30756(11) 0.5023(3) 0.34656(15) 0.0584(8) Uani 1 1 d . . . . .
H30 H 0.301147 0.444679 0.371119 0.070 Uiso 1 1 calc R U . . .
C31 C 0.25020(11) 0.5717(3) 0.42643(14) 0.0611(9) Uani 1 1 d . . . . .
H31 H 0.273645 0.521081 0.442732 0.073 Uiso 1 1 calc R U . . .
C32 C 0.21822(11) 0.5924(3) 0.45725(14) 0.0617(9) Uani 1 1 d . . . . .
H32 H 0.220757 0.556617 0.494268 0.074 Uiso 1 1 calc R U . . .
C33 C 0.14659(10) 0.6940(3) 0.46340(13) 0.0502(7) Uani 1 1 d . . . . .
H33 H 0.131909 0.763800 0.452405 0.060 Uiso 1 1 calc R U . . .
C34 C 0.13246(10) 0.6324(2) 0.50460(12) 0.0413(7) Uani 1 1 d . . . . .
C35 C 0.09787(9) 0.6700(2) 0.53448(12) 0.0413(7) Uani 1 1 d . . . . .
C36 C 0.07344(10) 0.7714(3) 0.51992(14) 0.0510(8) Uani 1 1 d . . . . .
H36 H 0.077251 0.817168 0.488414 0.061 Uiso 1 1 calc R U . . .
C37 C 0.04361(11) 0.8044(3) 0.55197(17) 0.0619(9) Uani 1 1 d . . . . .
H37 H 0.027751 0.872986 0.542757 0.074 Uiso 1 1 calc R U . . .
C38 C 0.03747(11) 0.7348(3) 0.59779(16) 0.0627(9) Uani 1 1 d . . . . .
H38 H 0.017779 0.756562 0.620156 0.075 Uiso 1 1 calc R U . . .
C39 C 0.08958(10) 0.6030(3) 0.57990(12) 0.0468(7) Uani 1 1 d . . . . .
H39 H 0.104809 0.533639 0.589963 0.056 Uiso 1 1 calc R U . . .
C40 C 0.15137(10) 0.5206(3) 0.52200(14) 0.0490(7) Uani 1 1 d . . . . .
C41 C 0.32970(11) 0.9185(3) 0.07607(14) 0.0550(8) Uani 1 1 d . . . . .
C42 C 0.31815(14) 0.8096(3) 0.08768(17) 0.0776(11) Uani 1 1 d . . . . .
H42 H 0.332835 0.747067 0.076312 0.093 Uiso 1 1 calc R U . . .
C43 C 0.28454(14) 0.7914(3) 0.11642(16) 0.0744(11) Uani 1 1 d . . . . .
H43 H 0.277436 0.715997 0.123920 0.089 Uiso 1 1 calc R U . . .
C44 C 0.26100(11) 0.8801(3) 0.13454(13) 0.0507(8) Uani 1 1 d . . . . .
C45 C 0.22396(11) 0.8582(3) 0.16337(13) 0.0529(8) Uani 1 1 d . . . . .
C46 C 0.19886(11) 0.7580(3) 0.15083(14) 0.0592(9) Uani 1 1 d . . . . .
H46 H 0.205463 0.703785 0.124640 0.071 Uiso 1 1 calc R U . . .
C47 C 0.16380(12) 0.7376(3) 0.17712(17) 0.0694(10) Uani 1 1 d . . . . .
H47 H 0.147478 0.669491 0.168963 0.083 Uiso 1 1 calc R U . . .
C48 C 0.15331(12) 0.8184(3) 0.21518(15) 0.0656(10) Uani 1 1 d . . . . .
H48 H 0.129758 0.805214 0.232471 0.079 Uiso 1 1 calc R U . . .
C49 C 0.17785(13) 0.9187(3) 0.22751(15) 0.0670(10) Uani 1 1 d . . . . .
H49 H 0.170745 0.973235 0.253125 0.080 Uiso 1 1 calc R U . . .
C50 C 0.21275(12) 0.9387(3) 0.20226(14) 0.0575(8) Uani 1 1 d . . . . .
H50 H 0.229138 1.006589 0.211153 0.069 Uiso 1 1 calc R U . . .
C51 C 0.27523(12) 0.9911(3) 0.12514(15) 0.0639(9) Uani 1 1 d . . . . .
H51 H 0.261550 1.053812 0.138140 0.077 Uiso 1 1 calc R U . . .
C52 C 0.30911(12) 1.0108(3) 0.09705(15) 0.0638(9) Uani 1 1 d . . . . .
H52 H 0.318135 1.085767 0.092161 0.077 Uiso 1 1 calc R U . . .
C53 C 0.36279(11) 0.9451(3) 0.04275(13) 0.0553(8) Uani 1 1 d . . . . .
H53 H 0.378196 1.014208 0.052848 0.066 Uiso 1 1 calc R U . . .
C54 C 0.37383(10) 0.8828(3) -0.00054(13) 0.0505(8) Uani 1 1 d . . . . .
C55 C 0.40656(10) 0.9199(3) -0.03346(13) 0.0502(8) Uani 1 1 d . . . . .
C56 C 0.42972(11) 1.0252(3) -0.02293(15) 0.0603(9) Uani 1 1 d . . . . .
H56 H 0.426095 1.074053 0.007510 0.072 Uiso 1 1 calc R U . . .
C57 C 0.45800(12) 1.0559(3) -0.05808(18) 0.0704(10) Uani 1 1 d . . . . .
H57 H 0.473123 1.125889 -0.051510 0.084 Uiso 1 1 calc R U . . .
C58 C 0.46378(13) 0.9831(4) -0.10266(18) 0.0784(12) Uani 1 1 d . . . . .
H58 H 0.482276 1.004050 -0.126890 0.094 Uiso 1 1 calc R U . . .
C59 C 0.41471(11) 0.8509(3) -0.07832(14) 0.0593(9) Uani 1 1 d . . . . .
H59 H 0.400291 0.780081 -0.086256 0.071 Uiso 1 1 calc R U . . .
C60 C 0.35237(12) 0.7748(3) -0.02081(15) 0.0566(8) Uani 1 1 d . . . . .
C61 C 0.31673(11) 0.4193(3) 0.06628(13) 0.0494(7) Uani 1 1 d . . . . .
C62 C 0.28047(11) 0.3450(3) 0.04390(14) 0.0624(9) Uani 1 1 d . . . . .
H62 H 0.277552 0.308545 0.006966 0.075 Uiso 1 1 calc R U . . .
C63 C 0.24879(10) 0.3245(3) 0.07547(14) 0.0603(9) Uani 1 1 d . . . . .
H63 H 0.225387 0.273567 0.059577 0.072 Uiso 1 1 calc R U . . .
C64 C 0.25118(10) 0.3784(2) 0.13048(12) 0.0443(7) Uani 1 1 d . . . . .
C65 C 0.21704(10) 0.3580(3) 0.16437(12) 0.0465(7) Uani 1 1 d . . . . .
C66 C 0.19264(10) 0.2560(3) 0.15714(14) 0.0522(8) Uani 1 1 d . . . . .
H66 H 0.196998 0.200823 0.129907 0.063 Uiso 1 1 calc R U . . .
C67 C 0.16183(11) 0.2359(3) 0.19026(16) 0.0607(9) Uani 1 1 d . . . . .
H67 H 0.145835 0.167153 0.185193 0.073 Uiso 1 1 calc R U . . .
C68 C 0.15479(12) 0.3162(3) 0.23023(16) 0.0655(9) Uani 1 1 d . . . . .
H68 H 0.134147 0.302108 0.252353 0.079 Uiso 1 1 calc R U . . .
C69 C 0.17850(13) 0.4187(3) 0.23769(16) 0.0679(10) Uani 1 1 d . . . . .
H69 H 0.173810 0.473539 0.264888 0.081 Uiso 1 1 calc R U . . .
C70 C 0.20891(12) 0.4394(3) 0.20499(14) 0.0579(8) Uani 1 1 d . . . . .
H70 H 0.224409 0.508912 0.209961 0.070 Uiso 1 1 calc R U . . .
C71 C 0.28618(12) 0.4549(3) 0.15117(15) 0.0646(9) Uani 1 1 d . . . . .
H71 H 0.288455 0.493700 0.187305 0.077 Uiso 1 1 calc R U . . .
C72 C 0.31797(12) 0.4755(3) 0.11993(15) 0.0647(9) Uani 1 1 d . . . . .
H72 H 0.340737 0.528460 0.135345 0.078 Uiso 1 1 calc R U . . .
C73 C 0.35124(11) 0.4450(3) 0.03534(13) 0.0514(8) Uani 1 1 d . . . . .
H73 H 0.365727 0.515410 0.045113 0.062 Uiso 1 1 calc R U . . .
C74 C 0.36501(10) 0.3815(3) -0.00519(13) 0.0474(7) Uani 1 1 d . . . . .
C75 C 0.39920(10) 0.4179(3) -0.03602(13) 0.0477(7) Uani 1 1 d . . . . .
C76 C 0.42525(11) 0.5180(3) -0.02091(15) 0.0570(8) Uani 1 1 d . . . . .
H76 H 0.422658 0.563756 0.011251 0.068 Uiso 1 1 calc R U . . .
C77 C 0.45483(12) 0.5481(3) -0.05422(17) 0.0665(10) Uani 1 1 d . . . . .
H77 H 0.471773 0.615111 -0.044938 0.080 Uiso 1 1 calc R U . . .
C78 C 0.45919(13) 0.4789(4) -0.10121(18) 0.0736(11) Uani 1 1 d . . . . .
H78 H 0.478790 0.499620 -0.123914 0.088 Uiso 1 1 calc R U . . .
C79 C 0.40622(11) 0.3527(3) -0.08308(14) 0.0587(9) Uani 1 1 d . . . . .
H79 H 0.389959 0.285014 -0.093751 0.070 Uiso 1 1 calc R U . . .
C80 C 0.34721(11) 0.2681(3) -0.02160(14) 0.0525(8) Uani 1 1 d . . . . .
C81 C 0.43791(11) 0.2452(3) 0.25476(17) 0.0599(9) Uani 1 1 d . . . . .
C82 C 0.43917(11) 0.3398(3) 0.21161(14) 0.0560(8) Uani 1 1 d . . . . .
H82 H 0.436212 0.413573 0.225841 0.067 Uiso 1 1 calc R U . . .
C83 C 0.44392(11) 0.3348(3) 0.15545(14) 0.0551(8) Uani 1 1 d . . . . .
H83 H 0.443871 0.406323 0.137172 0.066 Uiso 1 1 calc R U . . .
C84 C 0.44925(12) 0.2358(3) 0.11683(16) 0.0595(9) Uani 1 1 d . . . . .
C85 C 0.44482(11) 0.7483(3) 0.25932(18) 0.0631(9) Uani 1 1 d . . . . .
C86 C 0.44488(11) 0.8405(3) 0.21443(15) 0.0555(8) Uani 1 1 d . . . . .
H86 H 0.441911 0.915066 0.227554 0.067 Uiso 1 1 calc R U . . .
C87 C 0.44859(11) 0.8316(3) 0.15797(14) 0.0559(8) Uani 1 1 d . . . . .
H87 H 0.448141 0.901897 0.138453 0.067 Uiso 1 1 calc R U . . .
C88 C 0.45332(12) 0.7300(3) 0.12018(16) 0.0597(8) Uani 1 1 d . . . . .
C89 C 0.04853(10) -0.0157(3) 0.38165(15) 0.0522(8) Uani 1 1 d . . . . .
C90 C 0.05214(10) 0.0834(2) 0.34196(14) 0.0486(7) Uani 1 1 d . . . . .
H90 H 0.051215 0.155080 0.359607 0.058 Uiso 1 1 calc R U . . .
C91 C 0.05643(10) 0.0878(3) 0.28601(14) 0.0500(7) Uani 1 1 d . . . . .
H91 H 0.058190 0.161656 0.271169 0.060 Uiso 1 1 calc R U . . .
C92 C 0.05887(11) -0.0067(3) 0.24327(16) 0.0537(8) Uani 1 1 d . . . . .
C93 C 0.04831(11) 0.4815(3) 0.38313(16) 0.0540(8) Uani 1 1 d . . . . .
C94 C 0.05465(10) 0.5824(3) 0.34614(14) 0.0501(7) Uani 1 1 d . . . . .
H94 H 0.055826 0.652716 0.365864 0.060 Uiso 1 1 calc R U . . .
C95 C 0.05889(10) 0.5903(3) 0.29050(14) 0.0513(8) Uani 1 1 d . . . . .
H95 H 0.062848 0.664768 0.277897 0.062 Uiso 1 1 calc R U . . .
C96 C 0.05835(11) 0.4989(3) 0.24474(16) 0.0567(8) Uani 1 1 d . . . . .
H1A H 0.0589(14) 0.075(4) 0.6492(19) 0.102(14) Uiso 1 1 d . . . . .
H2A H 0.4441(13) 0.130(4) 0.182(2) 0.096(14) Uiso 1 1 d . . . . .
H3A H 0.0586(13) 0.582(3) 0.6436(13) 0.099(14) Uiso 1 1 d D . . . .
H5A H 0.4463(13) 0.831(3) -0.1371(18) 0.088(14) Uiso 1 1 d . . . . .
H6A H 0.4477(12) 0.626(3) 0.1845(18) 0.078(12) Uiso 1 1 d . . . . .
H7A H 0.4370(14) 0.332(4) -0.1446(19) 0.098(14) Uiso 1 1 d . . . . .
H9A H 0.0564(14) -0.119(4) 0.324(2) 0.095(15) Uiso 1 1 d . . . . .
H13A H 0.0520(10) 0.378(3) 0.3232(15) 0.050(9) Uiso 1 1 d . . . . .
N1 N 0.06123(10) 0.1334(3) 0.61686(13) 0.0601(7) Uani 1 1 d . . . . .
N2 N 0.16392(11) -0.0628(3) 0.53807(14) 0.0749(9) Uani 1 1 d . . . . .
N3 N 0.06003(9) 0.6361(3) 0.60967(12) 0.0580(7) Uani 1 1 d D . . . .
N4 N 0.16449(10) 0.4298(3) 0.53736(14) 0.0699(8) Uani 1 1 d . . . . .
N5 N 0.44268(11) 0.8830(3) -0.11060(14) 0.0672(9) Uani 1 1 d . . . . .
N6 N 0.33635(12) 0.6899(3) -0.03900(15) 0.0777(9) Uani 1 1 d . . . . .
N7 N 0.43554(11) 0.3835(3) -0.11379(14) 0.0645(8) Uani 1 1 d . . . . .
N8 N 0.33438(11) 0.1781(3) -0.03499(15) 0.0735(9) Uani 1 1 d . . . . .
O1 O 0.43716(9) 0.2746(2) 0.30653(11) 0.0814(8) Uani 1 1 d . . . . .
O2 O 0.43763(11) 0.1420(2) 0.23853(14) 0.0917(9) Uani 1 1 d . . . . .
O3 O 0.44486(11) 0.1326(2) 0.13519(15) 0.0891(9) Uani 1 1 d . . . . .
O4 O 0.45784(10) 0.2535(2) 0.06862(11) 0.0829(8) Uani 1 1 d . . . . .
O5 O 0.44434(10) 0.7799(3) 0.31069(12) 0.0851(8) Uani 1 1 d . . . . .
O6 O 0.44489(12) 0.6438(2) 0.24447(15) 0.0999(11) Uani 1 1 d . . . . .
O7 O 0.44869(12) 0.6286(2) 0.13969(16) 0.0985(10) Uani 1 1 d . . . . .
O8 O 0.46117(10) 0.7449(2) 0.07114(11) 0.0815(8) Uani 1 1 d . . . . .
O9 O 0.05670(11) -0.1186(2) 0.36514(15) 0.0844(9) Uani 1 1 d . . . . .
O10 O 0.03877(9) 0.0005(2) 0.42860(11) 0.0759(7) Uani 1 1 d . . . . .
O11 O 0.06269(11) -0.1099(2) 0.26153(13) 0.0873(9) Uani 1 1 d . . . . .
O12 O 0.05778(9) 0.0216(2) 0.19080(11) 0.0729(7) Uani 1 1 d . . . . .
O13 O 0.05000(11) 0.3790(2) 0.36169(15) 0.0859(9) Uani 1 1 d . . . . .
O14 O 0.04169(10) 0.4960(2) 0.43222(11) 0.0818(8) Uani 1 1 d . . . . .
O15 O 0.05510(11) 0.3945(2) 0.25783(14) 0.0901(9) Uani 1 1 d . . . . .
O16 O 0.06124(9) 0.5314(2) 0.19459(12) 0.0781(8) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.377(4) . ?
C1 C12 1.396(5) . ?
C1 C13 1.465(4) . ?
C2 C3 1.384(4) . ?
C3 C4 1.377(4) . ?
C4 C11 1.397(4) . ?
C4 C5 1.486(4) . ?
C5 C10 1.395(4) . ?
C5 C6 1.400(4) . ?
C6 C7 1.392(4) . ?
C7 C8 1.373(5) . ?
C8 C9 1.375(5) . ?
C9 C10 1.382(5) . ?
C11 C12 1.374(5) . ?
C13 C14 1.350(4) . ?
C14 C20 1.441(4) . ?
C14 C15 1.482(4) . ?
C15 C19 1.379(4) . ?
C15 C16 1.391(4) . ?
C16 C17 1.377(4) . ?
C17 C18 1.376(5) . ?
C18 N1 1.333(5) . ?
C19 N1 1.333(4) . ?
C20 N2 1.146(4) . ?
C21 C22 1.383(4) . ?
C21 C32 1.412(4) . ?
C21 C33 1.467(4) . ?
C22 C23 1.375(4) . ?
C23 C24 1.384(4) . ?
C24 C31 1.382(4) . ?
C24 C25 1.484(4) . ?
C25 C26 1.395(4) . ?
C25 C30 1.399(4) . ?
C26 C27 1.398(5) . ?
C27 C28 1.374(5) . ?
C28 C29 1.371(5) . ?
C29 C30 1.375(5) . ?
C31 C32 1.382(4) . ?
C33 C34 1.348(4) . ?
C34 C40 1.436(4) . ?
C34 C35 1.482(4) . ?
C35 C39 1.379(4) . ?
C35 C36 1.391(4) . ?
C36 C37 1.378(4) . ?
C37 C38 1.379(5) . ?
C38 N3 1.331(4) . ?
C39 N3 1.335(4) . ?
C40 N4 1.151(4) . ?
C41 C42 1.360(5) . ?
C41 C52 1.397(4) . ?
C41 C53 1.464(4) . ?
C42 C43 1.387(5) . ?
C43 C44 1.388(4) . ?
C44 C51 1.398(5) . ?
C44 C45 1.489(4) . ?
C45 C46 1.386(5) . ?
C45 C50 1.398(4) . ?
C46 C47 1.394(5) . ?
C47 C48 1.378(5) . ?
C48 C49 1.377(5) . ?
C49 C50 1.374(5) . ?
C51 C52 1.388(5) . ?
C53 C54 1.345(4) . ?
C54 C60 1.436(5) . ?
C54 C55 1.479(4) . ?
C55 C59 1.380(4) . ?
C55 C56 1.405(5) . ?
C56 C57 1.385(5) . ?
C57 C58 1.375(5) . ?
C58 N5 1.322(5) . ?
C59 N5 1.333(4) . ?
C60 N6 1.132(4) . ?
C61 C72 1.385(4) . ?
C61 C62 1.399(4) . ?
C61 C73 1.461(4) . ?
C62 C63 1.386(4) . ?
C63 C64 1.393(4) . ?
C64 C71 1.381(4) . ?
C64 C65 1.488(4) . ?
C65 C66 1.390(4) . ?
C65 C70 1.397(4) . ?
C66 C67 1.388(4) . ?
C67 C68 1.366(5) . ?
C68 C69 1.384(5) . ?
C69 C70 1.372(5) . ?
C71 C72 1.383(4) . ?
C73 C74 1.343(4) . ?
C74 C80 1.438(4) . ?
C74 C75 1.482(4) . ?
C75 C79 1.383(4) . ?
C75 C76 1.404(4) . ?
C76 C77 1.384(4) . ?
C77 C78 1.380(5) . ?
C78 N7 1.316(5) . ?
C79 N7 1.337(4) . ?
C80 N8 1.131(4) . ?
C81 O1 1.242(4) . ?
C81 O2 1.255(4) . ?
C81 C82 1.487(4) . ?
C82 C83 1.337(4) . ?
C83 C84 1.488(4) . ?
C84 O4 1.222(4) . ?
C84 O3 1.290(4) . ?
C85 O5 1.238(4) . ?
C85 O6 1.262(4) . ?
C85 C86 1.486(5) . ?
C86 C87 1.335(4) . ?
C87 C88 1.495(4) . ?
C88 O8 1.225(4) . ?
C88 O7 1.282(4) . ?
C89 O10 1.209(4) . ?
C89 O9 1.299(4) . ?
C89 C90 1.490(4) . ?
C90 C91 1.326(4) . ?
C91 C92 1.487(4) . ?
C92 O12 1.240(4) . ?
C92 O11 1.265(4) . ?
C93 O14 1.209(4) . ?
C93 O13 1.295(4) . ?
C93 C94 1.490(4) . ?
C94 C95 1.321(4) . ?
C95 C96 1.490(4) . ?
C96 O16 1.237(4) . ?
C96 O15 1.260(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C12 116.9(3) . . ?
C2 C1 C13 118.7(3) . . ?
C12 C1 C13 124.4(3) . . ?
C1 C2 C3 121.6(3) . . ?
C4 C3 C2 121.9(3) . . ?
C3 C4 C11 116.4(3) . . ?
C3 C4 C5 122.3(3) . . ?
C11 C4 C5 121.2(3) . . ?
C10 C5 C6 117.3(3) . . ?
C10 C5 C4 121.4(3) . . ?
C6 C5 C4 121.3(3) . . ?
C7 C6 C5 120.7(3) . . ?
C8 C7 C6 120.7(3) . . ?
C7 C8 C9 119.2(3) . . ?
C8 C9 C10 120.7(4) . . ?
C9 C10 C5 121.3(3) . . ?
C12 C11 C4 121.8(3) . . ?
C11 C12 C1 121.1(3) . . ?
C14 C13 C1 128.0(3) . . ?
C13 C14 C20 120.5(3) . . ?
C13 C14 C15 124.2(3) . . ?
C20 C14 C15 115.2(2) . . ?
C19 C15 C16 117.1(3) . . ?
C19 C15 C14 119.3(3) . . ?
C16 C15 C14 123.6(3) . . ?
C17 C16 C15 120.7(3) . . ?
C18 C17 C16 119.1(3) . . ?
N1 C18 C17 119.8(3) . . ?
N1 C19 C15 121.4(3) . . ?
N2 C20 C14 175.6(4) . . ?
C22 C21 C32 116.6(3) . . ?
C22 C21 C33 119.1(3) . . ?
C32 C21 C33 124.3(3) . . ?
C23 C22 C21 122.2(3) . . ?
C22 C23 C24 121.0(3) . . ?
C31 C24 C23 118.0(3) . . ?
C31 C24 C25 121.0(3) . . ?
C23 C24 C25 120.9(3) . . ?
C26 C25 C30 116.9(3) . . ?
C26 C25 C24 121.7(3) . . ?
C30 C25 C24 121.4(3) . . ?
C25 C26 C27 121.0(3) . . ?
C28 C27 C26 120.2(3) . . ?
C29 C28 C27 119.7(3) . . ?
C28 C29 C30 120.4(4) . . ?
C29 C30 C25 121.8(3) . . ?
C32 C31 C24 121.2(3) . . ?
C31 C32 C21 121.0(3) . . ?
C34 C33 C21 129.5(3) . . ?
C33 C34 C40 119.4(3) . . ?
C33 C34 C35 125.3(3) . . ?
C40 C34 C35 115.3(2) . . ?
C39 C35 C36 117.5(3) . . ?
C39 C35 C34 119.1(3) . . ?
C36 C35 C34 123.4(3) . . ?
C37 C36 C35 120.3(3) . . ?
C36 C37 C38 119.5(3) . . ?
N3 C38 C37 119.3(3) . . ?
N3 C39 C35 121.0(3) . . ?
N4 C40 C34 176.0(3) . . ?
C42 C41 C52 118.6(3) . . ?
C42 C41 C53 123.7(3) . . ?
C52 C41 C53 117.6(3) . . ?
C41 C42 C43 120.3(3) . . ?
C42 C43 C44 123.2(3) . . ?
C43 C44 C51 115.3(3) . . ?
C43 C44 C45 122.2(3) . . ?
C51 C44 C45 122.5(3) . . ?
C46 C45 C50 118.3(3) . . ?
C46 C45 C44 120.4(3) . . ?
C50 C45 C44 121.4(3) . . ?
C45 C46 C47 120.6(3) . . ?
C48 C47 C46 120.0(4) . . ?
C49 C48 C47 119.7(4) . . ?
C50 C49 C48 120.5(3) . . ?
C49 C50 C45 120.8(3) . . ?
C52 C51 C44 122.1(3) . . ?
C51 C52 C41 120.2(3) . . ?
C54 C53 C41 128.5(3) . . ?
C53 C54 C60 121.5(3) . . ?
C53 C54 C55 124.3(3) . . ?
C60 C54 C55 114.1(3) . . ?
C59 C55 C56 116.6(3) . . ?
C59 C55 C54 119.8(3) . . ?
C56 C55 C54 123.6(3) . . ?
C57 C56 C55 119.7(3) . . ?
C58 C57 C56 120.2(4) . . ?
N5 C58 C57 119.1(4) . . ?
N5 C59 C55 121.8(4) . . ?
N6 C60 C54 176.8(4) . . ?
C72 C61 C62 116.5(3) . . ?
C72 C61 C73 119.1(3) . . ?
C62 C61 C73 124.4(3) . . ?
C63 C62 C61 121.5(3) . . ?
C62 C63 C64 121.5(3) . . ?
C71 C64 C63 116.5(3) . . ?
C71 C64 C65 121.5(3) . . ?
C63 C64 C65 121.9(3) . . ?
C66 C65 C70 117.9(3) . . ?
C66 C65 C64 120.7(3) . . ?
C70 C65 C64 121.4(3) . . ?
C67 C66 C65 120.5(3) . . ?
C68 C67 C66 120.6(3) . . ?
C67 C68 C69 119.7(3) . . ?
C70 C69 C68 120.0(3) . . ?
C69 C70 C65 121.2(3) . . ?
C64 C71 C72 122.2(3) . . ?
C71 C72 C61 121.6(3) . . ?
C74 C73 C61 129.2(3) . . ?
C73 C74 C80 121.0(3) . . ?
C73 C74 C75 124.9(3) . . ?
C80 C74 C75 114.1(3) . . ?
C79 C75 C76 116.6(3) . . ?
C79 C75 C74 119.8(3) . . ?
C76 C75 C74 123.6(3) . . ?
C77 C76 C75 119.5(3) . . ?
C78 C77 C76 120.1(4) . . ?
N7 C78 C77 119.8(3) . . ?
N7 C79 C75 122.4(3) . . ?
N8 C80 C74 177.9(4) . . ?
O1 C81 O2 123.1(3) . . ?
O1 C81 C82 116.4(3) . . ?
O2 C81 C82 120.5(3) . . ?
C83 C82 C81 129.7(3) . . ?
C82 C83 C84 131.7(3) . . ?
O4 C84 O3 121.3(3) . . ?
O4 C84 C83 119.6(3) . . ?
O3 C84 C83 119.1(3) . . ?
O5 C85 O6 122.9(3) . . ?
O5 C85 C86 116.7(4) . . ?
O6 C85 C86 120.4(3) . . ?
C87 C86 C85 129.3(3) . . ?
C86 C87 C88 132.2(3) . . ?
O8 C88 O7 121.2(3) . . ?
O8 C88 C87 119.7(3) . . ?
O7 C88 C87 119.0(3) . . ?
O10 C89 O9 121.2(3) . . ?
O10 C89 C90 120.1(3) . . ?
O9 C89 C90 118.7(3) . . ?
C91 C90 C89 131.7(3) . . ?
C90 C91 C92 130.2(3) . . ?
O12 C92 O11 123.3(3) . . ?
O12 C92 C91 116.8(3) . . ?
O11 C92 C91 119.8(3) . . ?
O14 C93 O13 121.1(3) . . ?
O14 C93 C94 120.1(3) . . ?
O13 C93 C94 118.8(3) . . ?
C95 C94 C93 131.9(3) . . ?
C94 C95 C96 130.2(3) . . ?
O16 C96 O15 123.1(3) . . ?
O16 C96 C95 116.6(3) . . ?
O15 C96 C95 120.3(3) . . ?
C18 N1 C19 121.8(3) . . ?
C38 N3 C39 122.4(3) . . ?
C58 N5 C59 122.6(3) . . ?
C78 N7 C79 121.6(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C12 C1 C2 C3 -5.1(5) . . . . ?
C13 C1 C2 C3 176.0(3) . . . . ?
C1 C2 C3 C4 0.4(5) . . . . ?
C2 C3 C4 C11 4.4(5) . . . . ?
C2 C3 C4 C5 -179.6(3) . . . . ?
C3 C4 C5 C10 155.5(3) . . . . ?
C11 C4 C5 C10 -28.7(4) . . . . ?
C3 C4 C5 C6 -26.4(4) . . . . ?
C11 C4 C5 C6 149.5(3) . . . . ?
C10 C5 C6 C7 0.0(4) . . . . ?
C4 C5 C6 C7 -178.2(3) . . . . ?
C5 C6 C7 C8 1.0(5) . . . . ?
C6 C7 C8 C9 -1.2(5) . . . . ?
C7 C8 C9 C10 0.4(5) . . . . ?
C8 C9 C10 C5 0.7(5) . . . . ?
C6 C5 C10 C9 -0.9(5) . . . . ?
C4 C5 C10 C9 177.3(3) . . . . ?
C3 C4 C11 C12 -4.4(5) . . . . ?
C5 C4 C11 C12 179.5(3) . . . . ?
C4 C11 C12 C1 -0.3(6) . . . . ?
C2 C1 C12 C11 5.1(5) . . . . ?
C13 C1 C12 C11 -176.1(3) . . . . ?
C2 C1 C13 C14 -152.8(3) . . . . ?
C12 C1 C13 C14 28.4(5) . . . . ?
C1 C13 C14 C20 -0.6(5) . . . . ?
C1 C13 C14 C15 176.7(3) . . . . ?
C13 C14 C15 C19 -175.0(3) . . . . ?
C20 C14 C15 C19 2.5(4) . . . . ?
C13 C14 C15 C16 3.6(4) . . . . ?
C20 C14 C15 C16 -179.0(3) . . . . ?
C19 C15 C16 C17 1.9(4) . . . . ?
C14 C15 C16 C17 -176.7(3) . . . . ?
C15 C16 C17 C18 -1.3(5) . . . . ?
C16 C17 C18 N1 -0.4(5) . . . . ?
C16 C15 C19 N1 -0.7(4) . . . . ?
C14 C15 C19 N1 177.9(3) . . . . ?
C32 C21 C22 C23 2.5(5) . . . . ?
C33 C21 C22 C23 179.8(3) . . . . ?
C21 C22 C23 C24 -1.1(6) . . . . ?
C22 C23 C24 C31 -0.4(5) . . . . ?
C22 C23 C24 C25 -178.0(3) . . . . ?
C31 C24 C25 C26 -150.7(3) . . . . ?
C23 C24 C25 C26 26.8(4) . . . . ?
C31 C24 C25 C30 28.5(4) . . . . ?
C23 C24 C25 C30 -154.1(3) . . . . ?
C30 C25 C26 C27 -0.9(4) . . . . ?
C24 C25 C26 C27 178.3(3) . . . . ?
C25 C26 C27 C28 0.6(5) . . . . ?
C26 C27 C28 C29 0.7(5) . . . . ?
C27 C28 C29 C30 -1.6(5) . . . . ?
C28 C29 C30 C25 1.3(5) . . . . ?
C26 C25 C30 C29 0.0(5) . . . . ?
C24 C25 C30 C29 -179.2(3) . . . . ?
C23 C24 C31 C32 0.4(5) . . . . ?
C25 C24 C31 C32 177.9(3) . . . . ?
C24 C31 C32 C21 1.1(5) . . . . ?
C22 C21 C32 C31 -2.5(5) . . . . ?
C33 C21 C32 C31 -179.7(3) . . . . ?
C22 C21 C33 C34 158.6(3) . . . . ?
C32 C21 C33 C34 -24.2(5) . . . . ?
C21 C33 C34 C40 -3.4(5) . . . . ?
C21 C33 C34 C35 177.0(3) . . . . ?
C33 C34 C35 C39 -174.0(3) . . . . ?
C40 C34 C35 C39 6.3(4) . . . . ?
C33 C34 C35 C36 4.8(4) . . . . ?
C40 C34 C35 C36 -174.9(3) . . . . ?
C39 C35 C36 C37 2.6(4) . . . . ?
C34 C35 C36 C37 -176.2(3) . . . . ?
C35 C36 C37 C38 -1.3(5) . . . . ?
C36 C37 C38 N3 -1.0(5) . . . . ?
C36 C35 C39 N3 -1.7(4) . . . . ?
C34 C35 C39 N3 177.2(3) . . . . ?
C52 C41 C42 C43 4.0(6) . . . . ?
C53 C41 C42 C43 -176.2(3) . . . . ?
C41 C42 C43 C44 0.3(6) . . . . ?
C42 C43 C44 C51 -3.7(5) . . . . ?
C42 C43 C44 C45 177.8(3) . . . . ?
C43 C44 C45 C46 -27.7(5) . . . . ?
C51 C44 C45 C46 153.9(3) . . . . ?
C43 C44 C45 C50 154.0(3) . . . . ?
C51 C44 C45 C50 -24.4(5) . . . . ?
C50 C45 C46 C47 -0.9(5) . . . . ?
C44 C45 C46 C47 -179.2(3) . . . . ?
C45 C46 C47 C48 1.1(5) . . . . ?
C46 C47 C48 C49 -0.6(5) . . . . ?
C47 C48 C49 C50 -0.1(5) . . . . ?
C48 C49 C50 C45 0.3(5) . . . . ?
C46 C45 C50 C49 0.2(5) . . . . ?
C44 C45 C50 C49 178.5(3) . . . . ?
C43 C44 C51 C52 2.9(5) . . . . ?
C45 C44 C51 C52 -178.6(3) . . . . ?
C44 C51 C52 C41 1.2(5) . . . . ?
C42 C41 C52 C51 -4.7(5) . . . . ?
C53 C41 C52 C51 175.4(3) . . . . ?
C42 C41 C53 C54 28.8(5) . . . . ?
C52 C41 C53 C54 -151.3(3) . . . . ?
C41 C53 C54 C60 0.5(5) . . . . ?
C41 C53 C54 C55 177.2(3) . . . . ?
C53 C54 C55 C59 -178.3(3) . . . . ?
C60 C54 C55 C59 -1.3(4) . . . . ?
C53 C54 C55 C56 -0.1(5) . . . . ?
C60 C54 C55 C56 176.9(3) . . . . ?
C59 C55 C56 C57 1.7(5) . . . . ?
C54 C55 C56 C57 -176.6(3) . . . . ?
C55 C56 C57 C58 -0.7(5) . . . . ?
C56 C57 C58 N5 -1.3(6) . . . . ?
C56 C55 C59 N5 -0.8(5) . . . . ?
C54 C55 C59 N5 177.5(3) . . . . ?
C72 C61 C62 C63 -3.2(5) . . . . ?
C73 C61 C62 C63 -179.8(3) . . . . ?
C61 C62 C63 C64 1.1(5) . . . . ?
C62 C63 C64 C71 1.2(5) . . . . ?
C62 C63 C64 C65 179.3(3) . . . . ?
C71 C64 C65 C66 -156.3(3) . . . . ?
C63 C64 C65 C66 25.7(4) . . . . ?
C71 C64 C65 C70 22.7(4) . . . . ?
C63 C64 C65 C70 -155.3(3) . . . . ?
C70 C65 C66 C67 -1.1(4) . . . . ?
C64 C65 C66 C67 178.0(3) . . . . ?
C65 C66 C67 C68 0.4(5) . . . . ?
C66 C67 C68 C69 0.2(5) . . . . ?
C67 C68 C69 C70 0.0(5) . . . . ?
C68 C69 C70 C65 -0.8(5) . . . . ?
C66 C65 C70 C69 1.3(5) . . . . ?
C64 C65 C70 C69 -177.8(3) . . . . ?
C63 C64 C71 C72 -1.4(5) . . . . ?
C65 C64 C71 C72 -179.4(3) . . . . ?
C64 C71 C72 C61 -0.8(6) . . . . ?
C62 C61 C72 C71 3.0(5) . . . . ?
C73 C61 C72 C71 179.9(3) . . . . ?
C72 C61 C73 C74 158.3(3) . . . . ?
C62 C61 C73 C74 -25.1(5) . . . . ?
C61 C73 C74 C80 -3.6(5) . . . . ?
C61 C73 C74 C75 177.3(3) . . . . ?
C73 C74 C75 C79 -170.9(3) . . . . ?
C80 C74 C75 C79 10.0(4) . . . . ?
C73 C74 C75 C76 8.0(5) . . . . ?
C80 C74 C75 C76 -171.1(3) . . . . ?
C79 C75 C76 C77 2.2(4) . . . . ?
C74 C75 C76 C77 -176.8(3) . . . . ?
C75 C76 C77 C78 -1.2(5) . . . . ?
C76 C77 C78 N7 -0.8(5) . . . . ?
C76 C75 C79 N7 -1.3(5) . . . . ?
C74 C75 C79 N7 177.7(3) . . . . ?
O1 C81 C82 C83 173.7(4) . . . . ?
O2 C81 C82 C83 -6.3(6) . . . . ?
C81 C82 C83 C84 0.4(6) . . . . ?
C82 C83 C84 O4 -172.2(4) . . . . ?
C82 C83 C84 O3 7.5(6) . . . . ?
O5 C85 C86 C87 174.6(4) . . . . ?
O6 C85 C86 C87 -5.9(6) . . . . ?
C85 C86 C87 C88 0.8(6) . . . . ?
C86 C87 C88 O8 -171.9(4) . . . . ?
C86 C87 C88 O7 8.6(6) . . . . ?
O10 C89 C90 C91 -170.0(3) . . . . ?
O9 C89 C90 C91 11.0(5) . . . . ?
C89 C90 C91 C92 0.4(6) . . . . ?
C90 C91 C92 O12 172.0(3) . . . . ?
C90 C91 C92 O11 -9.2(5) . . . . ?
O14 C93 C94 C95 -174.2(4) . . . . ?
O13 C93 C94 C95 5.7(6) . . . . ?
C93 C94 C95 C96 0.6(6) . . . . ?
C94 C95 C96 O16 177.0(3) . . . . ?
C94 C95 C96 O15 -3.0(6) . . . . ?
C17 C18 N1 C19 1.6(5) . . . . ?
C15 C19 N1 C18 -1.0(5) . . . . ?
C37 C38 N3 C39 2.0(5) . . . . ?
C35 C39 N3 C38 -0.6(5) . . . . ?
C57 C58 N5 C59 2.2(6) . . . . ?
C55 C59 N5 C58 -1.2(5) . . . . ?
C77 C78 N7 C79 1.8(5) . . . . ?
C75 C79 N7 C78 -0.7(5) . . . . ?

_refine_diff_density_max         0.475
_refine_diff_density_min         -0.231
_refine_diff_density_rms         0.049



_exptl_crystal_preparation       Luminescent
