# Supplementary Information (SI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2026

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

data_R_b_151025_a
_database_code_depnum_ccdc_archive 'CCDC 2498521'
loop_
_audit_author_name
_audit_author_address
'Nikhitha N.M.'
;Vellore  Institute of Technology, Vellore
India
;
_audit_update_record             
;
2025-10-28 deposited with the CCDC.	2026-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/1
_shelx_SHELXL_version_number     2019/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H17 N O4'
_chemical_formula_weight         335.35

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                   8.6939(15)
_cell_length_b                   20.983(4)
_cell_length_c                   9.7236(17)
_cell_angle_alpha                90
_cell_angle_beta                 116.045(5)
_cell_angle_gamma                90
_cell_volume                     1593.7(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    9901
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      28.18

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_F_000             704
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.176
_exptl_crystal_size_mid          0.126
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.098
_shelx_estimated_absorpt_T_min   0.983
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30266
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_av_R_equivalents  0.0469
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.525
_diffrn_reflns_theta_max         28.274
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3934
_reflns_number_gt                2836
_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    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_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)+(0.0373P)²+0.8191P] 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_number_reflns         3934
_refine_ls_number_parameters     226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0768
_refine_ls_R_factor_gt           0.0482
_refine_ls_wR_factor_ref         0.1217
_refine_ls_wR_factor_gt          0.1021
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_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
O1 O 0.06681(15) 0.60588(6) 0.40829(13) 0.0407(3) Uani 1 1 d . . . . .
O2 O 0.18923(18) 0.63634(8) 0.92678(15) 0.0547(4) Uani 1 1 d . . . . .
O3 O 0.59220(17) 0.71227(7) 0.67615(15) 0.0529(4) Uani 1 1 d . . . . .
O4 O 0.28314(18) 0.75870(6) 0.76591(15) 0.0481(3) Uani 1 1 d . . . . .
N2 N 0.50612(19) 0.69838(7) 0.93879(16) 0.0382(3) Uani 1 1 d . . . . .
H2 H 0.551851 0.726247 1.010199 0.046 Uiso 1 1 calc R U . . .
C1 C 0.1439(2) 0.62384(8) 0.67279(18) 0.0316(4) Uani 1 1 d . . . . .
C2 C 0.0900(2) 0.62222(9) 0.7969(2) 0.0389(4) Uani 1 1 d . . . . .
C3 C -0.0925(3) 0.60470(12) 0.7564(2) 0.0577(6) Uani 1 1 d . . . . .
H3A H -0.161181 0.643205 0.730079 0.069 Uiso 1 1 calc R U . . .
H3B H -0.097784 0.586165 0.845548 0.069 Uiso 1 1 calc R U . . .
C4 C -0.1686(3) 0.55853(12) 0.6255(3) 0.0597(6) Uani 1 1 d . . . . .
H4A H -0.289959 0.553779 0.596476 0.072 Uiso 1 1 calc R U . . .
H4B H -0.115007 0.517170 0.657943 0.072 Uiso 1 1 calc R U . . .
C5 C -0.1443(2) 0.58084(11) 0.4886(2) 0.0507(5) Uani 1 1 d . . . . .
H5A H -0.167457 0.545747 0.417344 0.061 Uiso 1 1 calc R U . . .
H5B H -0.225829 0.614499 0.436972 0.061 Uiso 1 1 calc R U . . .
C6 C 0.0324(2) 0.60495(9) 0.53302(19) 0.0353(4) Uani 1 1 d . . . . .
C7 C 0.2127(2) 0.63644(8) 0.42260(18) 0.0329(4) Uani 1 1 d . . . . .
C8 C 0.3309(2) 0.65859(8) 0.55609(18) 0.0307(3) Uani 1 1 d . . . . .
C9 C 0.3234(2) 0.64714(8) 0.70782(17) 0.0294(3) Uani 1 1 d . . . . .
C10 C 0.2174(2) 0.64032(10) 0.2713(2) 0.0434(4) Uani 1 1 d . . . . .
H10A H 0.138759 0.673116 0.209543 0.052 Uiso 1 1 calc R U . . .
H10B H 0.180366 0.600013 0.218057 0.052 Uiso 1 1 calc R U . . .
C11 C 0.3959(3) 0.65557(13) 0.2908(2) 0.0585(6) Uani 1 1 d . . . . .
H11A H 0.467581 0.618002 0.326922 0.070 Uiso 1 1 calc R U . . .
H11B H 0.391218 0.667596 0.192705 0.070 Uiso 1 1 calc R U . . .
C12 C 0.4731(3) 0.70940(11) 0.4039(2) 0.0524(5) Uani 1 1 d . . . . .
H12A H 0.588942 0.717221 0.417749 0.063 Uiso 1 1 calc R U . . .
H12B H 0.406972 0.747912 0.362815 0.063 Uiso 1 1 calc R U . . .
C13 C 0.4763(2) 0.69461(8) 0.5562(2) 0.0372(4) Uani 1 1 d . . . . .
C14 C 0.4646(2) 0.60321(8) 0.81333(17) 0.0294(3) Uani 1 1 d . . . . .
C15 C 0.3651(2) 0.70939(8) 0.80545(19) 0.0349(4) Uani 1 1 d . . . . .
C16 C 0.5683(2) 0.63632(8) 0.94638(18) 0.0325(4) Uani 1 1 d . . . . .
C17 C 0.7090(2) 0.60822(9) 1.0621(2) 0.0424(4) Uani 1 1 d . . . . .
H17 H 0.778427 0.630747 1.149922 0.051 Uiso 1 1 calc R U . . .
C18 C 0.7432(2) 0.54514(10) 1.0428(2) 0.0474(5) Uani 1 1 d . . . . .
H18 H 0.836672 0.524980 1.119756 0.057 Uiso 1 1 calc R U . . .
C19 C 0.6417(2) 0.51163(9) 0.9120(2) 0.0436(4) Uani 1 1 d . . . . .
H19 H 0.667023 0.469325 0.901889 0.052 Uiso 1 1 calc R U . . .
C20 C 0.5018(2) 0.54095(8) 0.7952(2) 0.0357(4) Uani 1 1 d . . . . .
H20 H 0.434298 0.518761 0.706131 0.043 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C6 1.371(2) . ?
O1 C7 1.373(2) . ?
O2 C2 1.212(2) . ?
O3 C13 1.217(2) . ?
O4 C15 1.219(2) . ?
N2 C15 1.357(2) . ?
N2 C16 1.399(2) . ?
C1 C6 1.337(2) . ?
C1 C2 1.475(2) . ?
C1 C9 1.524(2) . ?
C2 C3 1.502(3) . ?
C3 C4 1.502(3) . ?
C4 C5 1.510(3) . ?
C5 C6 1.490(2) . ?
C7 C8 1.336(2) . ?
C7 C10 1.491(2) . ?
C8 C13 1.473(2) . ?
C8 C9 1.524(2) . ?
C9 C14 1.518(2) . ?
C9 C15 1.561(2) . ?
C10 C11 1.513(3) . ?
C11 C12 1.512(3) . ?
C12 C13 1.501(3) . ?
C14 C20 1.376(2) . ?
C14 C16 1.395(2) . ?
C16 C17 1.379(2) . ?
C17 C18 1.387(3) . ?
C18 C19 1.380(3) . ?
C19 C20 1.391(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
C6 O1 C7 117.90(13) . . ?
C15 N2 C16 112.01(14) . . ?
C6 C1 C2 118.42(15) . . ?
C6 C1 C9 122.46(15) . . ?
C2 C1 C9 119.12(14) . . ?
O2 C2 C1 120.67(16) . . ?
O2 C2 C3 121.34(17) . . ?
C1 C2 C3 117.97(16) . . ?
C2 C3 C4 113.72(17) . . ?
C3 C4 C5 111.48(18) . . ?
C6 C5 C4 112.06(16) . . ?
C1 C6 O1 123.53(15) . . ?
C1 C6 C5 126.19(16) . . ?
O1 C6 C5 110.27(14) . . ?
C8 C7 O1 122.89(15) . . ?
C8 C7 C10 126.64(16) . . ?
O1 C7 C10 110.47(14) . . ?
C7 C8 C13 118.22(15) . . ?
C7 C8 C9 122.97(15) . . ?
C13 C8 C9 118.80(14) . . ?
C14 C9 C8 112.61(13) . . ?
C14 C9 C1 113.65(13) . . ?
C8 C9 C1 107.99(12) . . ?
C14 C9 C15 101.18(12) . . ?
C8 C9 C15 111.07(13) . . ?
C1 C9 C15 110.26(13) . . ?
C7 C10 C11 111.03(15) . . ?
C12 C11 C10 110.61(18) . . ?
C13 C12 C11 111.90(17) . . ?
O3 C13 C8 120.42(16) . . ?
O3 C13 C12 122.10(17) . . ?
C8 C13 C12 117.47(15) . . ?
C20 C14 C16 119.96(15) . . ?
C20 C14 C9 131.00(15) . . ?
C16 C14 C9 109.04(14) . . ?
O4 C15 N2 127.13(16) . . ?
O4 C15 C9 124.81(15) . . ?
N2 C15 C9 108.06(14) . . ?
C17 C16 C14 121.63(16) . . ?
C17 C16 N2 128.67(16) . . ?
C14 C16 N2 109.70(14) . . ?
C16 C17 C18 117.65(17) . . ?
C19 C18 C17 121.47(17) . . ?
C18 C19 C20 120.21(17) . . ?
C14 C20 C19 119.07(16) . . ?

_refine_diff_density_max         0.282
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.042

####################################################################### 
# 
# 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_JD_26_081225_a
_database_code_depnum_ccdc_archive 'CCDC 2515684'
loop_
_audit_author_name
_audit_author_address
'Nikhitha N.M.'
;Vellore Institute of Technology, Vellore
India
;
_audit_update_record             
;
2025-12-13 deposited with the CCDC.	2026-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/1
_shelx_SHELXL_version_number     2019/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H20 N4 O4'
_chemical_formula_weight         416.43

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                   9.1800(7)
_cell_length_b                   10.8402(8)
_cell_length_c                   11.1726(9)
_cell_angle_alpha                71.138(3)
_cell_angle_beta                 89.122(3)
_cell_angle_gamma                73.437(3)
_cell_volume                     1004.83(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    302(2)
_cell_measurement_reflns_used    9943
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      28.23

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_F_000             436
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.256
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.097
_shelx_estimated_absorpt_T_min   0.972
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      302(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            39163
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_av_R_equivalents  0.0549
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_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         1.933
_diffrn_reflns_theta_max         28.329
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4995
_reflns_number_gt                3244
_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    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_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)+(0.0715P)²+0.8525P] 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_number_reflns         4995
_refine_ls_number_parameters     282
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1059
_refine_ls_R_factor_gt           0.0626
_refine_ls_wR_factor_ref         0.1963
_refine_ls_wR_factor_gt          0.1519
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.072
_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
O1 O 0.57927(19) 0.48989(16) 0.33857(16) 0.0452(4) Uani 1 1 d . . . . .
O2 O 0.8095(2) 0.70515(18) 0.55453(17) 0.0535(5) Uani 1 1 d . . . . .
O3 O 0.4454(2) 0.83839(17) 0.49194(17) 0.0484(4) Uani 1 1 d . . . . .
O4 O 0.8637(2) 0.4779(2) 0.63352(19) 0.0658(6) Uani 1 1 d . . . . .
N2 N 0.4003(2) 0.63394(19) 0.16484(19) 0.0409(4) Uani 1 1 d . . . . .
N3 N 0.3390(2) 0.7719(2) 0.1018(2) 0.0462(5) Uani 1 1 d . . . . .
N4 N 0.5922(2) 0.9632(2) 0.3711(2) 0.0449(5) Uani 1 1 d . . . . .
H4 H 0.554020 1.037628 0.387403 0.054 Uiso 1 1 calc R U . . .
N5 N 0.7323(3) 0.3596(2) 0.5109(2) 0.0516(5) Uani 1 1 d . . . . .
H5A H 0.793862 0.341697 0.575629 0.062 Uiso 1 1 calc R U . . .
H5B H 0.709763 0.294473 0.494816 0.062 Uiso 1 1 calc R U . . .
C1 C 0.3596(3) 0.5391(2) 0.1188(2) 0.0423(5) Uani 1 1 d . . . . .
C2 C 0.4309(4) 0.4022(3) 0.1688(3) 0.0676(9) Uani 1 1 d . . . . .
H2 H 0.505359 0.368636 0.236236 0.081 Uiso 1 1 calc R U . . .
C3 C 0.3917(4) 0.3133(3) 0.1185(3) 0.0741(9) Uani 1 1 d . . . . .
H3 H 0.441673 0.220269 0.151988 0.089 Uiso 1 1 calc R U . . .
C4 C 0.2820(4) 0.3596(3) 0.0216(3) 0.0650(8) Uani 1 1 d . . . . .
H4A H 0.256114 0.299473 -0.011433 0.078 Uiso 1 1 calc R U . . .
C5 C 0.2106(4) 0.4958(4) -0.0262(3) 0.0778(10) Uani 1 1 d . . . . .
H5 H 0.135046 0.528368 -0.092751 0.093 Uiso 1 1 calc R U . . .
C6 C 0.2473(4) 0.5877(3) 0.0213(3) 0.0676(8) Uani 1 1 d . . . . .
H6 H 0.196663 0.680566 -0.012394 0.081 Uiso 1 1 calc R U . . .
C7 C 0.4063(3) 0.8333(2) 0.1596(2) 0.0420(5) Uani 1 1 d . . . . .
C8 C 0.5142(2) 0.7370(2) 0.2599(2) 0.0364(5) Uani 1 1 d . . . . .
C9 C 0.5040(2) 0.6156(2) 0.2586(2) 0.0369(5) Uani 1 1 d . . . . .
C10 C 0.3610(3) 0.9851(3) 0.1171(3) 0.0573(7) Uani 1 1 d . . . . .
H10A H 0.450546 1.015091 0.102931 0.086 Uiso 1 1 calc R U . . .
H10B H 0.307297 1.016152 0.181244 0.086 Uiso 1 1 calc R U . . .
H10C H 0.295985 1.021820 0.039597 0.086 Uiso 1 1 calc R U . . .
C11 C 0.6257(2) 0.7464(2) 0.3514(2) 0.0357(5) Uani 1 1 d . . . . .
C12 C 0.6946(2) 0.6039(2) 0.4462(2) 0.0382(5) Uani 1 1 d . . . . .
C13 C 0.6716(3) 0.4888(2) 0.4351(2) 0.0391(5) Uani 1 1 d . . . . .
C14 C 0.5426(3) 0.8518(2) 0.4157(2) 0.0393(5) Uani 1 1 d . . . . .
C15 C 0.7137(3) 0.9422(2) 0.2950(2) 0.0416(5) Uani 1 1 d . . . . .
C16 C 0.7417(2) 0.8144(2) 0.2829(2) 0.0387(5) Uani 1 1 d . . . . .
C17 C 0.7964(3) 0.5859(2) 0.5523(2) 0.0447(5) Uani 1 1 d . . . . .
C18 C 0.9130(4) 0.6995(4) 0.6527(3) 0.0683(8) Uani 1 1 d . . . . .
H18A H 1.014360 0.642155 0.648835 0.082 Uiso 1 1 calc R U . . .
H18B H 0.878777 0.662294 0.735626 0.082 Uiso 1 1 calc R U . . .
C19 C 0.9147(6) 0.8414(5) 0.6305(5) 0.1238(19) Uani 1 1 d . . . . .
H19A H 0.983278 0.842281 0.694064 0.186 Uiso 1 1 calc R U . . .
H19B H 0.813891 0.896863 0.635031 0.186 Uiso 1 1 calc R U . . .
H19C H 0.948152 0.877109 0.548012 0.186 Uiso 1 1 calc R U . . .
C20 C 0.7999(3) 1.0278(3) 0.2421(3) 0.0544(6) Uani 1 1 d . . . . .
H20 H 0.778263 1.113844 0.250119 0.065 Uiso 1 1 calc R U . . .
C21 C 0.9206(3) 0.9808(3) 0.1763(3) 0.0603(7) Uani 1 1 d . . . . .
H21 H 0.980162 1.036869 0.137972 0.072 Uiso 1 1 calc R U . . .
C22 C 0.9535(3) 0.8527(3) 0.1668(3) 0.0555(7) Uani 1 1 d . . . . .
H22 H 1.037208 0.822061 0.124766 0.067 Uiso 1 1 calc R U . . .
C23 C 0.8633(3) 0.7675(3) 0.2193(2) 0.0459(5) Uani 1 1 d . . . . .
H23 H 0.884781 0.681400 0.211524 0.055 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C9 1.352(3) . ?
O1 C13 1.377(3) . ?
O2 C17 1.340(3) . ?
O2 C18 1.437(3) . ?
O3 C14 1.230(3) . ?
O4 C17 1.222(3) . ?
N2 C9 1.354(3) . ?
N2 N3 1.379(3) . ?
N2 C1 1.423(3) . ?
N3 C7 1.329(3) . ?
N4 C14 1.353(3) . ?
N4 C15 1.403(3) . ?
N5 C13 1.339(3) . ?
C1 C2 1.365(4) . ?
C1 C6 1.371(4) . ?
C2 C3 1.389(4) . ?
C3 C4 1.353(4) . ?
C4 C5 1.357(4) . ?
C5 C6 1.389(4) . ?
C7 C8 1.420(3) . ?
C7 C10 1.488(3) . ?
C8 C9 1.351(3) . ?
C8 C11 1.504(3) . ?
C11 C12 1.521(3) . ?
C11 C16 1.523(3) . ?
C11 C14 1.555(3) . ?
C12 C13 1.367(3) . ?
C12 C17 1.448(3) . ?
C15 C20 1.373(3) . ?
C15 C16 1.386(3) . ?
C16 C23 1.376(3) . ?
C18 C19 1.482(5) . ?
C20 C21 1.387(4) . ?
C21 C22 1.374(4) . ?
C22 C23 1.398(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
C9 O1 C13 114.72(17) . . ?
C17 O2 C18 116.9(2) . . ?
C9 N2 N3 108.77(17) . . ?
C9 N2 C1 131.5(2) . . ?
N3 N2 C1 119.48(18) . . ?
C7 N3 N2 105.80(18) . . ?
C14 N4 C15 111.72(19) . . ?
C2 C1 C6 119.8(2) . . ?
C2 C1 N2 121.4(2) . . ?
C6 C1 N2 118.7(2) . . ?
C1 C2 C3 119.8(3) . . ?
C4 C3 C2 121.1(3) . . ?
C3 C4 C5 118.6(3) . . ?
C4 C5 C6 121.9(3) . . ?
C1 C6 C5 118.8(3) . . ?
N3 C7 C8 111.4(2) . . ?
N3 C7 C10 119.5(2) . . ?
C8 C7 C10 129.1(2) . . ?
C9 C8 C7 103.49(19) . . ?
C9 C8 C11 121.75(19) . . ?
C7 C8 C11 134.73(19) . . ?
C8 C9 O1 127.7(2) . . ?
C8 C9 N2 110.54(19) . . ?
O1 C9 N2 121.69(19) . . ?
C8 C11 C12 107.57(17) . . ?
C8 C11 C16 111.79(18) . . ?
C12 C11 C16 114.69(18) . . ?
C8 C11 C14 109.50(17) . . ?
C12 C11 C14 112.85(18) . . ?
C16 C11 C14 100.35(17) . . ?
C13 C12 C17 117.0(2) . . ?
C13 C12 C11 123.96(19) . . ?
C17 C12 C11 119.01(19) . . ?
N5 C13 C12 127.8(2) . . ?
N5 C13 O1 108.69(19) . . ?
C12 C13 O1 123.5(2) . . ?
O3 C14 N4 125.4(2) . . ?
O3 C14 C11 126.1(2) . . ?
N4 C14 C11 108.45(19) . . ?
C20 C15 C16 122.6(2) . . ?
C20 C15 N4 128.0(2) . . ?
C16 C15 N4 109.33(19) . . ?
C23 C16 C15 119.7(2) . . ?
C23 C16 C11 130.8(2) . . ?
C15 C16 C11 109.49(19) . . ?
O4 C17 O2 121.6(2) . . ?
O4 C17 C12 126.5(2) . . ?
O2 C17 C12 111.9(2) . . ?
O2 C18 C19 106.7(3) . . ?
C15 C20 C21 117.3(3) . . ?
C22 C21 C20 121.0(3) . . ?
C21 C22 C23 121.1(3) . . ?
C16 C23 C22 118.3(2) . . ?

_refine_diff_density_max         0.234
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.056

####################################################################### 
# 
# 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_RD_3_151025_a
_database_code_depnum_ccdc_archive 'CCDC 2500027'
loop_
_audit_author_name
_audit_author_address
'Nikhitha N.M.'
;Vellore  Institute of Technology, Vellore
India
;
_audit_update_record             
;
2025-11-03 deposited with the CCDC.	2026-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/1
_shelx_SHELXL_version_number     2019/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H22 N2 O5'
_chemical_formula_weight         382.40

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                   8.5244(4)
_cell_length_b                   11.6767(5)
_cell_length_c                   19.3306(8)
_cell_angle_alpha                90
_cell_angle_beta                 99.0810(10)
_cell_angle_gamma                90
_cell_volume                     1899.99(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    9951
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      27.66

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.337
_exptl_crystal_F_000             808
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.188
_exptl_crystal_size_mid          0.181
_exptl_crystal_size_min          0.085
_exptl_absorpt_coefficient_mu    0.096
_shelx_estimated_absorpt_T_min   0.982
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            36347
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_av_R_equivalents  0.0457
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.045
_diffrn_reflns_theta_max         28.289
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4724
_reflns_number_gt                3480
_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    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_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)+(0.0411P)²+0.9465P] 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_number_reflns         4724
_refine_ls_number_parameters     256
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0767
_refine_ls_R_factor_gt           0.0511
_refine_ls_wR_factor_ref         0.1290
_refine_ls_wR_factor_gt          0.1106
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.082
_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
O1 O 0.24223(16) 0.45141(11) 0.37135(7) 0.0456(3) Uani 1 1 d . . . . .
O2 O 0.41612(15) 0.17444(11) 0.24676(6) 0.0430(3) Uani 1 1 d . . . . .
O3 O 0.65229(17) 0.45539(12) 0.40465(7) 0.0549(4) Uani 1 1 d . . . . .
O4 O 0.15650(15) 0.21641(12) 0.44228(7) 0.0487(3) Uani 1 1 d . . . . .
O5 O 0.07285(15) 0.07460(11) 0.36743(7) 0.0465(3) Uani 1 1 d . . . . .
N2 N 0.37986(17) 0.39946(12) 0.47815(7) 0.0357(3) Uani 1 1 d . . . . .
H2 H 0.351262 0.455044 0.502554 0.043 Uiso 1 1 calc R U . . .
N3 N 0.2201(2) 0.05471(15) 0.25666(9) 0.0571(5) Uani 1 1 d . . . . .
H3A H 0.145671 0.025155 0.276181 0.068 Uiso 1 1 calc R U . . .
H3B H 0.238392 0.028885 0.217040 0.068 Uiso 1 1 calc R U . . .
C1 C 0.51799(19) 0.31623(14) 0.33017(8) 0.0306(3) Uani 1 1 d . . . . .
C2 C 0.51209(19) 0.26572(14) 0.26785(8) 0.0326(3) Uani 1 1 d . . . . .
C3 C 0.6029(2) 0.30022(16) 0.21112(9) 0.0402(4) Uani 1 1 d . . . . .
H3C H 0.534433 0.346097 0.177008 0.048 Uiso 1 1 calc R U . . .
H3D H 0.631570 0.231863 0.187487 0.048 Uiso 1 1 calc R U . . .
C4 C 0.7538(2) 0.36830(15) 0.23724(9) 0.0375(4) Uani 1 1 d . . . . .
C5 C 0.7131(2) 0.45760(15) 0.28913(10) 0.0414(4) Uani 1 1 d . . . . .
H5A H 0.810636 0.494765 0.310468 0.050 Uiso 1 1 calc R U . . .
H5B H 0.646166 0.515565 0.263467 0.050 Uiso 1 1 calc R U . . .
C6 C 0.6299(2) 0.41171(15) 0.34656(9) 0.0361(4) Uani 1 1 d . . . . .
C7 C 0.41397(18) 0.27907(13) 0.38358(8) 0.0289(3) Uani 1 1 d . . . . .
C8 C 0.29402(18) 0.19116(14) 0.35002(8) 0.0314(3) Uani 1 1 d . . . . .
C9 C 0.3071(2) 0.14055(15) 0.28783(9) 0.0369(4) Uani 1 1 d . . . . .
C10 C 0.8092(3) 0.42865(19) 0.17502(11) 0.0555(5) Uani 1 1 d . . . . .
H10A H 0.829814 0.372654 0.141210 0.083 Uiso 1 1 calc R U . . .
H10B H 0.904681 0.470885 0.191066 0.083 Uiso 1 1 calc R U . . .
H10C H 0.727982 0.480251 0.153778 0.083 Uiso 1 1 calc R U . . .
C11 C 0.8838(2) 0.28905(19) 0.27256(12) 0.0565(5) Uani 1 1 d . . . . .
H11A H 0.911064 0.235023 0.238953 0.085 Uiso 1 1 calc R U . . .
H11B H 0.846564 0.248729 0.310091 0.085 Uiso 1 1 calc R U . . .
H11C H 0.975858 0.333362 0.290920 0.085 Uiso 1 1 calc R U . . .
C12 C 0.50683(18) 0.23685(14) 0.45255(8) 0.0315(3) Uani 1 1 d . . . . .
C13 C 0.33206(19) 0.38768(14) 0.40855(8) 0.0320(3) Uani 1 1 d . . . . .
C14 C 0.48112(19) 0.31107(15) 0.50608(8) 0.0341(4) Uani 1 1 d . . . . .
C15 C 0.5475(2) 0.29227(18) 0.57475(9) 0.0468(5) Uani 1 1 d . . . . .
H15 H 0.530805 0.342881 0.610022 0.056 Uiso 1 1 calc R U . . .
C16 C 0.6399(2) 0.1953(2) 0.58933(11) 0.0570(6) Uani 1 1 d . . . . .
H16 H 0.686569 0.180630 0.635280 0.068 Uiso 1 1 calc R U . . .
C17 C 0.6643(2) 0.11969(19) 0.53710(12) 0.0555(6) Uani 1 1 d . . . . .
H17 H 0.725925 0.054612 0.548342 0.067 Uiso 1 1 calc R U . . .
C18 C 0.5971(2) 0.14020(16) 0.46761(10) 0.0423(4) Uani 1 1 d . . . . .
H18 H 0.613240 0.089477 0.432309 0.051 Uiso 1 1 calc R U . . .
C19 C 0.1655(2) 0.15279(15) 0.38558(9) 0.0360(4) Uani 1 1 d . . . . .
C20 C 0.0235(3) 0.2007(2) 0.47959(12) 0.0626(6) Uani 1 1 d . . . . .
H20A H 0.045018 0.138525 0.513028 0.075 Uiso 1 1 calc R U . . .
H20B H -0.071804 0.182359 0.447036 0.075 Uiso 1 1 calc R U . . .
C21 C 0.0022(4) 0.3092(3) 0.51629(16) 0.0889(9) Uani 1 1 d . . . . .
H21A H -0.024107 0.369288 0.482535 0.133 Uiso 1 1 calc R U . . .
H21B H 0.098840 0.328226 0.546728 0.133 Uiso 1 1 calc R U . . .
H21C H -0.082177 0.300692 0.543459 0.133 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C13 1.218(2) . ?
O2 C2 1.366(2) . ?
O2 C9 1.372(2) . ?
O3 C6 1.221(2) . ?
O4 C19 1.336(2) . ?
O4 C20 1.448(2) . ?
O5 C19 1.222(2) . ?
N2 C13 1.350(2) . ?
N2 C14 1.398(2) . ?
N3 C9 1.333(2) . ?
C1 C2 1.335(2) . ?
C1 C6 1.469(2) . ?
C1 C7 1.526(2) . ?
C2 C3 1.494(2) . ?
C3 C4 1.529(3) . ?
C4 C11 1.520(3) . ?
C4 C5 1.524(2) . ?
C4 C10 1.532(2) . ?
C5 C6 1.507(2) . ?
C7 C8 1.520(2) . ?
C7 C12 1.521(2) . ?
C7 C13 1.561(2) . ?
C8 C9 1.360(2) . ?
C8 C19 1.453(2) . ?
C12 C18 1.371(2) . ?
C12 C14 1.393(2) . ?
C14 C15 1.376(2) . ?
C15 C16 1.383(3) . ?
C16 C17 1.381(3) . ?
C17 C18 1.395(3) . ?
C20 C21 1.478(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 O2 C9 118.72(13) . . ?
C19 O4 C20 119.27(15) . . ?
C13 N2 C14 112.37(14) . . ?
C2 C1 C6 117.41(14) . . ?
C2 C1 C7 122.80(14) . . ?
C6 C1 C7 119.79(13) . . ?
C1 C2 O2 123.33(15) . . ?
C1 C2 C3 126.38(15) . . ?
O2 C2 C3 110.27(13) . . ?
C2 C3 C4 113.85(14) . . ?
C11 C4 C5 110.26(16) . . ?
C11 C4 C3 110.34(16) . . ?
C5 C4 C3 107.83(14) . . ?
C11 C4 C10 109.83(16) . . ?
C5 C4 C10 109.42(15) . . ?
C3 C4 C10 109.13(15) . . ?
C6 C5 C4 115.08(14) . . ?
O3 C6 C1 121.15(15) . . ?
O3 C6 C5 120.37(16) . . ?
C1 C6 C5 118.44(14) . . ?
C8 C7 C12 112.16(13) . . ?
C8 C7 C1 109.07(12) . . ?
C12 C7 C1 114.05(13) . . ?
C8 C7 C13 112.16(13) . . ?
C12 C7 C13 100.87(12) . . ?
C1 C7 C13 108.32(12) . . ?
C9 C8 C19 117.23(15) . . ?
C9 C8 C7 121.81(14) . . ?
C19 C8 C7 120.86(14) . . ?
N3 C9 C8 127.50(16) . . ?
N3 C9 O2 109.55(15) . . ?
C8 C9 O2 122.94(15) . . ?
C18 C12 C14 120.21(16) . . ?
C18 C12 C7 130.53(16) . . ?
C14 C12 C7 109.16(14) . . ?
O1 C13 N2 126.09(15) . . ?
O1 C13 C7 125.75(14) . . ?
N2 C13 C7 108.16(13) . . ?
C15 C14 C12 121.89(17) . . ?
C15 C14 N2 128.68(17) . . ?
C12 C14 N2 109.41(14) . . ?
C14 C15 C16 117.48(19) . . ?
C17 C16 C15 121.39(18) . . ?
C16 C17 C18 120.52(19) . . ?
C12 C18 C17 118.48(19) . . ?
O5 C19 O4 122.18(16) . . ?
O5 C19 C8 126.59(16) . . ?
O4 C19 C8 111.22(14) . . ?
O4 C20 C21 107.22(18) . . ?

_refine_diff_density_max         0.221
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.048

