# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2022

####################################################################### 
# 
# 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_BIMB-TA_100K
_database_code_depnum_ccdc_archive 'CCDC 2190757'
loop_
_audit_author_name
_audit_author_address
'Dinabandhu Das'
;Jawaharlal Nehru University
India
;
_audit_update_record             
;
2022-07-16 deposited with the CCDC.	2022-09-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H20 N4 O4'
_chemical_formula_weight         404.42

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                   28.293(3)
_cell_length_b                   6.7462(8)
_cell_length_c                   11.0709(12)
_cell_angle_alpha                90
_cell_angle_beta                 106.737(4)
_cell_angle_gamma                90
_cell_volume                     2023.6(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9988
_cell_measurement_theta_min      3.01
_cell_measurement_theta_max      28.27

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_F_000             848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.094
_shelx_estimated_absorpt_T_min   0.956
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6850
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker APEX-III Photon-II detector'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22052
_diffrn_reflns_av_unetI/netI     0.0180
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.007
_diffrn_reflns_theta_max         28.359
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             2513
_reflns_number_gt                2298
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Xseed-2017 (Barbour, 2017)'
_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)+(0.0515P)²+1.2923P] 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         2513
_refine_ls_number_parameters     152
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0387
_refine_ls_wR_factor_ref         0.1036
_refine_ls_wR_factor_gt          0.1007
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_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 0.29918(3) 0.22274(12) 0.13767(7) 0.03094(19) Uani 1 1 d . . . . .
O2 O 0.33863(3) 0.14623(13) -0.00513(8) 0.0347(2) Uani 1 1 d . . . . .
N2 N 0.39347(3) 0.81343(14) 0.23838(8) 0.0275(2) Uani 1 1 d . . . . .
N1 N 0.35852(4) 0.52393(14) 0.18175(9) 0.0312(2) Uani 1 1 d . . . . .
C9 C 0.45531(4) 0.99768(15) 0.40328(10) 0.0259(2) Uani 1 1 d . . . . .
C2 C 0.24609(4) -0.12568(16) 0.09756(10) 0.0270(2) Uani 1 1 d . . . . .
H2 H 0.243460 -0.040702 0.163755 0.032 Uiso 1 1 calc R U . . .
C5 C 0.36015(4) 0.67992(16) 0.25398(10) 0.0277(2) Uani 1 1 d . . . . .
C3 C 0.27709(4) -0.07514(15) 0.02417(9) 0.0237(2) Uani 1 1 d . . . . .
C1 C 0.21922(4) -0.30027(16) 0.07326(10) 0.0270(2) Uani 1 1 d . . . . .
H1 H 0.198217 -0.335246 0.123120 0.032 Uiso 1 1 calc R U . . .
C4 C 0.30771(4) 0.10934(16) 0.04983(9) 0.0253(2) Uani 1 1 d . . . . .
C10 C 0.48562(4) 1.16355(17) 0.42285(11) 0.0328(3) Uani 1 1 d . . . . .
H10 H 0.476168 1.276235 0.369922 0.039 Uiso 1 1 calc R U . . .
C11 C 0.52971(4) 1.16568(17) 0.51944(11) 0.0346(3) Uani 1 1 d . . . . .
H11 H 0.549854 1.280900 0.532640 0.041 Uiso 1 1 calc R U . . .
C8 C 0.40579(4) 1.00220(16) 0.30405(11) 0.0318(2) Uani 1 1 d . . . . .
H8A H 0.379907 1.036270 0.344604 0.038 Uiso 1 1 calc R U . . .
H8B H 0.406149 1.107217 0.241859 0.038 Uiso 1 1 calc R U . . .
C7 C 0.41420(5) 0.7374(2) 0.15018(12) 0.0398(3) Uani 1 1 d . . . . .
C6 C 0.39223(5) 0.5594(2) 0.11579(13) 0.0405(3) Uani 1 1 d . . . . .
H5 H 0.3405(5) 0.700(2) 0.3118(14) 0.037(4) Uiso 1 1 d . . . . .
H6 H 0.3966(6) 0.465(3) 0.0527(16) 0.055(5) Uiso 1 1 d . . . . .
H7 H 0.4393(6) 0.812(3) 0.1262(16) 0.053(5) Uiso 1 1 d . . . . .
H1A H 0.3218(8) 0.336(3) 0.1535(19) 0.077(6) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C4 1.3131(13) . ?
O2 C4 1.2262(13) . ?
N2 C5 1.3504(14) . ?
N2 C7 1.3749(15) . ?
N2 C8 1.4581(14) . ?
N1 C5 1.3144(14) . ?
N1 C6 1.3789(16) . ?
C9 C11 1.3847(16) 5_676 ?
C9 C10 1.3884(15) . ?
C9 C8 1.5112(15) . ?
C2 C1 1.3855(15) . ?
C2 C3 1.3988(14) . ?
C3 C1 1.3947(14) 7_545 ?
C3 C4 1.4962(14) . ?
C10 C11 1.3897(15) . ?
C7 C6 1.3551(18) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 N2 C7 107.35(9) . . ?
C5 N2 C8 126.46(9) . . ?
C7 N2 C8 126.19(10) . . ?
C5 N1 C6 105.94(10) . . ?
C11 C9 C10 118.65(10) 5_676 . ?
C11 C9 C8 121.34(9) 5_676 . ?
C10 C9 C8 119.92(10) . . ?
C1 C2 C3 119.68(9) . . ?
N1 C5 N2 111.09(10) . . ?
C1 C3 C2 120.09(9) 7_545 . ?
C1 C3 C4 118.69(9) 7_545 . ?
C2 C3 C4 121.21(9) . . ?
C2 C1 C3 120.23(9) . 7_545 ?
O2 C4 O1 123.97(10) . . ?
O2 C4 C3 122.10(9) . . ?
O1 C4 C3 113.91(9) . . ?
C9 C10 C11 120.37(10) . . ?
C9 C11 C10 120.97(10) 5_676 . ?
N2 C8 C9 112.54(9) . . ?
C6 C7 N2 105.97(10) . . ?
C7 C6 N1 109.65(11) . . ?

_refine_diff_density_max         0.296
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.037

####################################################################### 
# 
# 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_BIMB-TA_200K
_database_code_depnum_ccdc_archive 'CCDC 2190758'
loop_
_audit_author_name
_audit_author_address
'Dinabandhu Das'
;Jawaharlal Nehru University
India
;
_audit_update_record             
;
2022-07-16 deposited with the CCDC.	2022-09-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H20 N4 O4'
_chemical_formula_weight         404.42

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                   28.394(3)
_cell_length_b                   6.7333(8)
_cell_length_c                   11.1211(12)
_cell_angle_alpha                90
_cell_angle_beta                 106.624(4)
_cell_angle_gamma                90
_cell_volume                     2037.3(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9940
_cell_measurement_theta_min      2.74
_cell_measurement_theta_max      28.24

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_F_000             848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.476
_exptl_crystal_size_mid          0.187
_exptl_crystal_size_min          0.176
_exptl_absorpt_coefficient_mu    0.093
_shelx_estimated_absorpt_T_min   0.957
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7076
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker APEX-III Photon-II detector'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22382
_diffrn_reflns_av_unetI/netI     0.0144
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.995
_diffrn_reflns_theta_max         28.451
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             2530
_reflns_number_gt                2231
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Xseed-2017 (Barbour, 2017)'
_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)+(0.0469P)²+1.1424P] 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         2530
_refine_ls_number_parameters     140
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0454
_refine_ls_R_factor_gt           0.0398
_refine_ls_wR_factor_ref         0.1057
_refine_ls_wR_factor_gt          0.1005
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_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 0.29968(3) 0.22116(13) 0.13856(8) 0.0426(2) Uani 1 1 d . . . . .
O2 O 0.33849(4) 0.14590(14) -0.00438(9) 0.0483(2) Uani 1 1 d . . . . .
N2 N 0.39403(3) 0.81198(15) 0.24061(9) 0.0371(2) Uani 1 1 d . . . . .
N1 N 0.35914(4) 0.52288(16) 0.18360(10) 0.0427(3) Uani 1 1 d . . . . .
C9 C 0.45549(4) 0.99705(17) 0.40439(10) 0.0348(2) Uani 1 1 d . . . . .
C2 C 0.24619(4) -0.12624(18) 0.09703(10) 0.0368(3) Uani 1 1 d . . . . .
H2 H 0.243595 -0.041485 0.163127 0.044 Uiso 1 1 calc R U . . .
C5 C 0.36081(4) 0.67878(18) 0.25554(11) 0.0379(3) Uani 1 1 d . . . . .
H5 H 0.341120 0.695446 0.310975 0.045 Uiso 1 1 calc R U . . .
C3 C 0.27719(4) -0.07546(16) 0.02463(9) 0.0318(2) Uani 1 1 d . . . . .
C1 C 0.21925(4) -0.30007(18) 0.07244(11) 0.0372(3) Uani 1 1 d . . . . .
H1 H 0.198224 -0.334815 0.121945 0.045 Uiso 1 1 calc R U . . .
C4 C 0.30785(4) 0.10842(17) 0.05054(10) 0.0342(2) Uani 1 1 d . . . . .
C10 C 0.48552(5) 1.16300(19) 0.42352(12) 0.0438(3) Uani 1 1 d . . . . .
H10 H 0.475984 1.275820 0.370866 0.053 Uiso 1 1 calc R U . . .
C11 C 0.52940(5) 1.16577(19) 0.51897(13) 0.0460(3) Uani 1 1 d . . . . .
H11 H 0.549356 1.281505 0.531763 0.055 Uiso 1 1 calc R U . . .
C8 C 0.40621(4) 1.00109(18) 0.30607(12) 0.0430(3) Uani 1 1 d . . . . .
H8A H 0.380434 1.034762 0.346658 0.052 Uiso 1 1 calc R U . . .
H8B H 0.406471 1.106493 0.244193 0.052 Uiso 1 1 calc R U . . .
C7 C 0.41478(5) 0.7361(2) 0.15331(14) 0.0538(4) Uani 1 1 d . . . . .
H7 H 0.439525 0.795966 0.123224 0.065 Uiso 1 1 calc R U . . .
C6 C 0.39279(6) 0.5584(2) 0.11876(14) 0.0552(4) Uani 1 1 d . . . . .
H6 H 0.399613 0.471368 0.058636 0.066 Uiso 1 1 calc R U . . .
H1A H 0.3222(8) 0.334(3) 0.1570(19) 0.086(6) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C4 1.3107(14) . ?
O1 H1A 0.98(2) . ?
O2 C4 1.2239(13) . ?
N2 C5 1.3459(15) . ?
N2 C7 1.3703(17) . ?
N2 C8 1.4584(15) . ?
N1 C5 1.3124(15) . ?
N1 C6 1.3727(17) . ?
C9 C11 1.3796(17) 5_676 ?
C9 C10 1.3846(16) . ?
C9 C8 1.5094(16) . ?
C2 C1 1.3820(16) . ?
C2 C3 1.3948(15) . ?
C2 H2 0.9500 . ?
C5 H5 0.9500 . ?
C3 C1 1.3929(15) 7_545 ?
C3 C4 1.4934(15) . ?
C1 H1 0.9500 . ?
C10 C11 1.3867(17) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C7 C6 1.353(2) . ?
C7 H7 0.9500 . ?
C6 H6 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 O1 H1A 111.3(12) . . ?
C5 N2 C7 107.31(10) . . ?
C5 N2 C8 126.50(10) . . ?
C7 N2 C8 126.19(11) . . ?
C5 N1 C6 105.75(11) . . ?
C11 C9 C10 118.51(11) 5_676 . ?
C11 C9 C8 121.46(10) 5_676 . ?
C10 C9 C8 119.95(11) . . ?
C1 C2 C3 119.89(10) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 H2 120.1 . . ?
N1 C5 N2 111.24(10) . . ?
N1 C5 H5 124.4 . . ?
N2 C5 H5 124.4 . . ?
C1 C3 C2 119.83(10) 7_545 . ?
C1 C3 C4 118.75(9) 7_545 . ?
C2 C3 C4 121.41(10) . . ?
C2 C1 C3 120.28(10) . 7_545 ?
C2 C1 H1 119.9 . . ?
C3 C1 H1 119.9 7_545 . ?
O2 C4 O1 123.80(11) . . ?
O2 C4 C3 122.21(10) . . ?
O1 C4 C3 113.98(9) . . ?
C9 C10 C11 120.50(11) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C9 C11 C10 120.99(11) 5_676 . ?
C9 C11 H11 119.5 5_676 . ?
C10 C11 H11 119.5 . . ?
N2 C8 C9 112.59(10) . . ?
N2 C8 H8A 109.1 . . ?
C9 C8 H8A 109.1 . . ?
N2 C8 H8B 109.1 . . ?
C9 C8 H8B 109.1 . . ?
H8A C8 H8B 107.8 . . ?
C6 C7 N2 105.89(12) . . ?
C6 C7 H7 127.1 . . ?
N2 C7 H7 127.1 . . ?
C7 C6 N1 109.81(12) . . ?
C7 C6 H6 125.1 . . ?
N1 C6 H6 125.1 . . ?

_refine_diff_density_max         0.229
_refine_diff_density_min         -0.151
_refine_diff_density_rms         0.032

####################################################################### 
# 
# 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_BIMB-TA_300K
_database_code_depnum_ccdc_archive 'CCDC 2190760'
loop_
_audit_author_name
_audit_author_address
'Dinabandhu Das'
;Jawaharlal Nehru University
India
;
_audit_update_record             
;
2022-07-16 deposited with the CCDC.	2022-09-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H20 N4 O4'
_chemical_formula_weight         404.42

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                   28.507(4)
_cell_length_b                   6.7177(8)
_cell_length_c                   11.1775(13)
_cell_angle_alpha                90
_cell_angle_beta                 106.525(4)
_cell_angle_gamma                90
_cell_volume                     2052.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    9154
_cell_measurement_theta_min      2.98
_cell_measurement_theta_max      28.08

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_F_000             848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.490
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.092
_shelx_estimated_absorpt_T_min   0.956
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7096
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker APEX-III Photon-II detector'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22584
_diffrn_reflns_av_unetI/netI     0.0149
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.981
_diffrn_reflns_theta_max         28.389
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             2546
_reflns_number_gt                2150
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Xseed-2017 (Barbour, 2017)'
_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)+(0.0496P)²+0.8174P] 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         2546
_refine_ls_number_parameters     140
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0506
_refine_ls_R_factor_gt           0.0424
_refine_ls_wR_factor_ref         0.1142
_refine_ls_wR_factor_gt          0.1081
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_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 0.30015(4) 0.21939(15) 0.13951(9) 0.0555(3) Uani 1 1 d . . . . .
O2 O 0.33831(4) 0.14592(16) -0.00348(10) 0.0634(3) Uani 1 1 d . . . . .
N2 N 0.39460(4) 0.81052(16) 0.24306(10) 0.0475(3) Uani 1 1 d . . . . .
N1 N 0.35978(4) 0.52194(17) 0.18567(11) 0.0551(3) Uani 1 1 d . . . . .
C9 C 0.45566(4) 0.99654(18) 0.40572(11) 0.0441(3) Uani 1 1 d . . . . .
C2 C 0.24629(5) -0.1269(2) 0.09649(11) 0.0475(3) Uani 1 1 d . . . . .
H2 H 0.243777 -0.043986 0.161027 0.057 Uiso 1 1 calc R U . . .
C5 C 0.36143(5) 0.6775(2) 0.25710(12) 0.0488(3) Uani 1 1 d . . . . .
H5 H 0.342079 0.693893 0.310792 0.059 Uiso 1 1 calc R U . . .
C3 C 0.27729(4) -0.07607(17) 0.02490(10) 0.0407(3) Uani 1 1 d . . . . .
C1 C 0.21931(5) -0.3002(2) 0.07163(11) 0.0480(3) Uani 1 1 d . . . . .
H1 H 0.198762 -0.334209 0.119801 0.058 Uiso 1 1 calc R U . . .
C4 C 0.30798(4) 0.10758(18) 0.05128(11) 0.0443(3) Uani 1 1 d . . . . .
C10 C 0.48532(5) 1.1623(2) 0.42413(13) 0.0557(3) Uani 1 1 d . . . . .
H10 H 0.475902 1.272847 0.372804 0.067 Uiso 1 1 calc R U . . .
C11 C 0.52899(5) 1.1657(2) 0.51833(14) 0.0586(4) Uani 1 1 d . . . . .
H11 H 0.548295 1.279669 0.530460 0.070 Uiso 1 1 calc R U . . .
C8 C 0.40658(5) 0.9997(2) 0.30844(14) 0.0553(3) Uani 1 1 d . . . . .
H8A H 0.381451 1.031829 0.348390 0.066 Uiso 1 1 calc R U . . .
H8B H 0.406618 1.103680 0.248247 0.066 Uiso 1 1 calc R U . . .
C7 C 0.41515(6) 0.7348(3) 0.15648(15) 0.0685(4) Uani 1 1 d . . . . .
H7 H 0.439353 0.793447 0.127367 0.082 Uiso 1 1 calc R U . . .
C6 C 0.39331(6) 0.5579(3) 0.12172(16) 0.0708(4) Uani 1 1 d . . . . .
H6 H 0.400017 0.472850 0.063015 0.085 Uiso 1 1 calc R U . . .
H1A H 0.3217(8) 0.334(3) 0.157(2) 0.103(7) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C4 1.3084(15) . ?
O2 C4 1.2206(14) . ?
N2 C5 1.3422(16) . ?
N2 C7 1.3643(18) . ?
N2 C8 1.4574(16) . ?
N1 C5 1.3079(17) . ?
N1 C6 1.368(2) . ?
C9 C11 1.3742(19) 5_676 ?
C9 C10 1.3779(17) . ?
C9 C8 1.5083(18) . ?
C2 C1 1.3792(18) . ?
C2 C3 1.3930(16) . ?
C3 C1 1.3871(17) 7_545 ?
C3 C4 1.4925(16) . ?
C10 C11 1.3832(19) . ?
C7 C6 1.347(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
C5 N2 C7 107.07(11) . . ?
C5 N2 C8 126.46(11) . . ?
C7 N2 C8 126.46(12) . . ?
C5 N1 C6 105.59(12) . . ?
C11 C9 C10 118.34(12) 5_676 . ?
C11 C9 C8 121.57(11) 5_676 . ?
C10 C9 C8 120.02(12) . . ?
C1 C2 C3 119.97(11) . . ?
N1 C5 N2 111.40(11) . . ?
C1 C3 C2 119.73(11) 7_545 . ?
C1 C3 C4 118.85(10) 7_545 . ?
C2 C3 C4 121.41(11) . . ?
C2 C1 C3 120.29(11) . 7_545 ?
O2 C4 O1 123.64(12) . . ?
O2 C4 C3 122.30(11) . . ?
O1 C4 C3 114.04(10) . . ?
C9 C10 C11 120.54(12) . . ?
C9 C11 C10 121.11(11) 5_676 . ?
N2 C8 C9 112.71(11) . . ?
C6 C7 N2 106.09(13) . . ?
C7 C6 N1 109.85(13) . . ?

_refine_diff_density_max         0.213
_refine_diff_density_min         -0.146
_refine_diff_density_rms         0.029

####################################################################### 
# 
# 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_BIMB-TA_150K
_database_code_depnum_ccdc_archive 'CCDC 2190759'
loop_
_audit_author_name
_audit_author_address
'Dinabandhu Das'
;Jawaharlal Nehru University
India
;
_audit_update_record             
;
2022-07-16 deposited with the CCDC.	2022-09-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H20 N4 O4'
_chemical_formula_weight         404.42

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                   28.341(3)
_cell_length_b                   6.7394(8)
_cell_length_c                   11.0937(12)
_cell_angle_alpha                90
_cell_angle_beta                 106.681(4)
_cell_angle_gamma                90
_cell_volume                     2029.8(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9946
_cell_measurement_theta_min      2.75
_cell_measurement_theta_max      28.30

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_F_000             848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.345
_exptl_crystal_size_mid          0.194
_exptl_crystal_size_min          0.108
_exptl_absorpt_coefficient_mu    0.093
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6997
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker APEX-III Photon-II detector'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22230
_diffrn_reflns_av_unetI/netI     0.0154
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.001
_diffrn_reflns_theta_max         28.351
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             2515
_reflns_number_gt                2255
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Xseed-2017 (Barbour, 2017)'
_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)+(0.0481P)²+1.2287P] 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         2515
_refine_ls_number_parameters     140
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0393
_refine_ls_wR_factor_ref         0.1044
_refine_ls_wR_factor_gt          0.1007
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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 0.29942(3) 0.22190(13) 0.13812(8) 0.0366(2) Uani 1 1 d . . . . .
O2 O 0.33859(3) 0.14610(13) -0.00476(8) 0.0412(2) Uani 1 1 d . . . . .
N2 N 0.39374(3) 0.81273(14) 0.23943(9) 0.0322(2) Uani 1 1 d . . . . .
N1 N 0.35882(4) 0.52341(15) 0.18264(9) 0.0368(2) Uani 1 1 d . . . . .
C9 C 0.45541(4) 0.99732(16) 0.40382(10) 0.0302(2) Uani 1 1 d . . . . .
C2 C 0.24613(4) -0.12589(17) 0.09725(10) 0.0317(2) Uani 1 1 d . . . . .
H2 H 0.243482 -0.040889 0.163321 0.038 Uiso 1 1 calc R U . . .
C5 C 0.36049(4) 0.67934(17) 0.25472(10) 0.0327(2) Uani 1 1 d . . . . .
H5 H 0.340813 0.695971 0.310385 0.039 Uiso 1 1 calc R U . . .
C3 C 0.27717(4) -0.07530(15) 0.02440(9) 0.0275(2) Uani 1 1 d . . . . .
C1 C 0.21923(4) -0.30023(17) 0.07290(10) 0.0319(2) Uani 1 1 d . . . . .
H1 H 0.198249 -0.335146 0.122670 0.038 Uiso 1 1 calc R U . . .
C4 C 0.30780(4) 0.10885(16) 0.05026(9) 0.0296(2) Uani 1 1 d . . . . .
C10 C 0.48558(4) 1.16318(18) 0.42313(12) 0.0380(3) Uani 1 1 d . . . . .
H10 H 0.476110 1.275865 0.370259 0.046 Uiso 1 1 calc R U . . .
C11 C 0.52956(4) 1.16569(18) 0.51927(12) 0.0402(3) Uani 1 1 d . . . . .
H11 H 0.549609 1.281199 0.532334 0.048 Uiso 1 1 calc R U . . .
C8 C 0.40598(4) 1.00174(17) 0.30504(12) 0.0372(3) Uani 1 1 d . . . . .
H8A H 0.380158 1.035564 0.345665 0.045 Uiso 1 1 calc R U . . .
H8B H 0.406280 1.106996 0.243015 0.045 Uiso 1 1 calc R U . . .
C7 C 0.41450(5) 0.7368(2) 0.15178(13) 0.0467(3) Uani 1 1 d . . . . .
H7 H 0.439248 0.796656 0.121501 0.056 Uiso 1 1 calc R U . . .
C6 C 0.39249(5) 0.5590(2) 0.11726(13) 0.0477(3) Uani 1 1 d . . . . .
H6 H 0.399287 0.471940 0.056973 0.057 Uiso 1 1 calc R U . . .
H1A H 0.3214(7) 0.334(3) 0.1541(18) 0.076(6) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C4 1.3115(13) . ?
O2 C4 1.2258(13) . ?
N2 C5 1.3479(14) . ?
N2 C7 1.3720(16) . ?
N2 C8 1.4587(14) . ?
N1 C5 1.3131(15) . ?
N1 C6 1.3752(17) . ?
C9 C11 1.3812(17) 5_676 ?
C9 C10 1.3861(15) . ?
C9 C8 1.5109(15) . ?
C2 C1 1.3843(16) . ?
C2 C3 1.3970(14) . ?
C3 C1 1.3937(15) 7_545 ?
C3 C4 1.4945(14) . ?
C10 C11 1.3887(16) . ?
C7 C6 1.3546(19) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 N2 C7 107.34(10) . . ?
C5 N2 C8 126.47(10) . . ?
C7 N2 C8 126.18(10) . . ?
C5 N1 C6 105.82(10) . . ?
C11 C9 C10 118.60(10) 5_676 . ?
C11 C9 C8 121.40(10) 5_676 . ?
C10 C9 C8 119.91(10) . . ?
C1 C2 C3 119.81(10) . . ?
N1 C5 N2 111.18(10) . . ?
C1 C3 C2 119.96(10) 7_545 . ?
C1 C3 C4 118.74(9) 7_545 . ?
C2 C3 C4 121.28(10) . . ?
C2 C1 C3 120.23(10) . 7_545 ?
O2 C4 O1 123.90(10) . . ?
O2 C4 C3 122.13(10) . . ?
O1 C4 C3 113.94(9) . . ?
C9 C10 C11 120.43(11) . . ?
C9 C11 C10 120.95(10) 5_676 . ?
N2 C8 C9 112.52(9) . . ?
C6 C7 N2 105.89(11) . . ?
C7 C6 N1 109.77(11) . . ?

_refine_diff_density_max         0.263
_refine_diff_density_min         -0.154
_refine_diff_density_rms         0.034

####################################################################### 
# 
# 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_BIMB-TA_450K
_database_code_depnum_ccdc_archive 'CCDC 2190762'
loop_
_audit_author_name
_audit_author_address
'Dinabandhu Das'
;Jawaharlal Nehru University
India
;
_audit_update_record             
;
2022-07-16 deposited with the CCDC.	2022-09-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H20 N4 O4'
_chemical_formula_weight         404.42

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                   28.670(5)
_cell_length_b                   6.6867(11)
_cell_length_c                   11.2601(18)
_cell_angle_alpha                90
_cell_angle_beta                 106.366(6)
_cell_angle_gamma                90
_cell_volume                     2071.1(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    450(2)
_cell_measurement_reflns_used    7117
_cell_measurement_theta_min      2.96
_cell_measurement_theta_max      26.26

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_F_000             848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.092
_shelx_estimated_absorpt_T_min   0.957
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6893
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      450(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker APEX-III Photon-II detector'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22881
_diffrn_reflns_av_unetI/netI     0.0201
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.962
_diffrn_reflns_theta_max         28.411
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             2579
_reflns_number_gt                1914
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Xseed-2017 (Barbour, 2017)'
_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)+(0.0534P)²+0.6139P] 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         2579
_refine_ls_number_parameters     152
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0637
_refine_ls_R_factor_gt           0.0453
_refine_ls_wR_factor_ref         0.1253
_refine_ls_wR_factor_gt          0.1132
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_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 0.30085(4) 0.21678(18) 0.14127(10) 0.0768(3) Uani 1 1 d . . . . .
O2 O 0.33802(5) 0.14597(19) -0.00168(12) 0.0886(4) Uani 1 1 d . . . . .
N2 N 0.39543(4) 0.80824(19) 0.24704(11) 0.0647(3) Uani 1 1 d . . . . .
N1 N 0.36068(5) 0.5203(2) 0.18910(12) 0.0753(4) Uani 1 1 d . . . . .
C9 C 0.45586(5) 0.9954(2) 0.40754(13) 0.0599(3) Uani 1 1 d . . . . .
C2 C 0.24646(5) -0.1280(2) 0.09592(13) 0.0653(4) Uani 1 1 d . . . . .
H2 H 0.244022 -0.045519 0.160390 0.078 Uiso 1 1 calc R U . . .
C5 C 0.36239(6) 0.6754(2) 0.25979(14) 0.0673(4) Uani 1 1 d . . . . .
C3 C 0.27744(5) -0.0766(2) 0.02568(11) 0.0555(3) Uani 1 1 d . . . . .
C1 C 0.21942(5) -0.3005(2) 0.07043(13) 0.0661(4) Uani 1 1 d . . . . .
H1 H 0.198887 -0.334635 0.118100 0.079 Uiso 1 1 calc R U . . .
C4 C 0.30814(5) 0.1065(2) 0.05267(12) 0.0613(4) Uani 1 1 d . . . . .
C10 C 0.48497(6) 1.1614(2) 0.42504(15) 0.0755(4) Uani 1 1 d . . . . .
H10 H 0.475334 1.272390 0.374263 0.091 Uiso 1 1 calc R U . . .
C11 C 0.52850(6) 1.1658(2) 0.51730(16) 0.0785(5) Uani 1 1 d . . . . .
H11 H 0.547529 1.280648 0.528469 0.094 Uiso 1 1 calc R U . . .
C8 C 0.40709(6) 0.9975(2) 0.31211(16) 0.0760(4) Uani 1 1 d . . . . .
H8A H 0.382191 1.028337 0.352440 0.091 Uiso 1 1 calc R U . . .
H8B H 0.406792 1.102576 0.252515 0.091 Uiso 1 1 calc R U . . .
C7 C 0.41585(8) 0.7327(3) 0.16138(19) 0.0926(6) Uani 1 1 d . . . . .
C6 C 0.39400(8) 0.5564(3) 0.12640(19) 0.0943(6) Uani 1 1 d . . . . .
H5 H 0.3424(6) 0.694(3) 0.3151(16) 0.090(5) Uiso 1 1 d . . . . .
H7 H 0.4405(8) 0.805(4) 0.144(2) 0.122(8) Uiso 1 1 d . . . . .
H6 H 0.3977(8) 0.465(4) 0.064(2) 0.123(7) Uiso 1 1 d . . . . .
H1A H 0.3227(9) 0.329(4) 0.158(2) 0.134(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
O1 C4 1.3038(17) . ?
O1 H1A 0.96(3) . ?
O2 C4 1.2139(17) . ?
N2 C5 1.3354(19) . ?
N2 C7 1.359(2) . ?
N2 C8 1.4533(19) . ?
N1 C5 1.300(2) . ?
N1 C6 1.360(2) . ?
C9 C11 1.366(2) 5_676 ?
C9 C10 1.369(2) . ?
C9 C8 1.504(2) . ?
C2 C1 1.374(2) . ?
C2 C3 1.3884(18) . ?
C2 H2 0.9300 . ?
C5 H5 0.965(18) . ?
C3 C1 1.3819(19) 7_545 ?
C3 C4 1.4887(19) . ?
C1 H1 0.9300 . ?
C10 C11 1.381(2) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C7 C6 1.341(3) . ?
C7 H7 0.92(2) . ?
C6 H6 0.96(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
C4 O1 H1A 111.0(14) . . ?
C5 N2 C7 106.84(14) . . ?
C5 N2 C8 126.46(13) . . ?
C7 N2 C8 126.70(14) . . ?
C5 N1 C6 105.39(14) . . ?
C11 C9 C10 118.04(13) 5_676 . ?
C11 C9 C8 121.77(13) 5_676 . ?
C10 C9 C8 120.11(14) . . ?
C1 C2 C3 120.17(13) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
N1 C5 N2 111.74(14) . . ?
N1 C5 H5 124.8(11) . . ?
N2 C5 H5 123.5(11) . . ?
C1 C3 C2 119.49(13) 7_545 . ?
C1 C3 C4 118.93(12) 7_545 . ?
C2 C3 C4 121.57(12) . . ?
C2 C1 C3 120.35(13) . 7_545 ?
C2 C1 H1 119.8 . . ?
C3 C1 H1 119.8 7_545 . ?
O2 C4 O1 123.43(14) . . ?
O2 C4 C3 122.45(13) . . ?
O1 C4 C3 114.10(12) . . ?
C9 C10 C11 120.69(14) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C9 C11 C10 121.26(13) 5_676 . ?
C9 C11 H11 119.4 5_676 . ?
C10 C11 H11 119.4 . . ?
N2 C8 C9 112.81(13) . . ?
N2 C8 H8A 109.0 . . ?
C9 C8 H8A 109.0 . . ?
N2 C8 H8B 109.0 . . ?
C9 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
C6 C7 N2 106.03(16) . . ?
C6 C7 H7 136.0(15) . . ?
N2 C7 H7 117.9(14) . . ?
C7 C6 N1 110.00(17) . . ?
C7 C6 H6 129.7(14) . . ?
N1 C6 H6 120.2(14) . . ?

_refine_diff_density_max         0.121
_refine_diff_density_min         -0.119
_refine_diff_density_rms         0.026

####################################################################### 
# 
# 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_BIMB-TA_250K
_database_code_depnum_ccdc_archive 'CCDC 2190763'
loop_
_audit_author_name
_audit_author_address
'Dinabandhu Das'
;Jawaharlal Nehru University
India
;
_audit_update_record             
;
2022-07-16 deposited with the CCDC.	2022-09-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H20 N4 O4'
_chemical_formula_weight         404.42

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                   28.446(3)
_cell_length_b                   6.7253(8)
_cell_length_c                   11.1474(12)
_cell_angle_alpha                90
_cell_angle_beta                 106.568(4)
_cell_angle_gamma                90
_cell_volume                     2044.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    250(2)
_cell_measurement_reflns_used    9894
_cell_measurement_theta_min      2.74
_cell_measurement_theta_max      28.12

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_F_000             848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.490
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.093
_shelx_estimated_absorpt_T_min   0.956
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7142
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      250(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker APEX-III Photon-II detector'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22460
_diffrn_reflns_av_unetI/netI     0.0145
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.988
_diffrn_reflns_theta_max         28.445
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             2536
_reflns_number_gt                2195
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Xseed-2017 (Barbour, 2017)'
_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)+(0.0503P)²+0.9533P] 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         2536
_refine_ls_number_parameters     140
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0415
_refine_ls_wR_factor_ref         0.1109
_refine_ls_wR_factor_gt          0.1057
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_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 0.29991(4) 0.22028(14) 0.13899(8) 0.0488(2) Uani 1 1 d . . . . .
O2 O 0.33841(4) 0.14596(15) -0.00393(9) 0.0554(3) Uani 1 1 d . . . . .
N2 N 0.39433(4) 0.81133(15) 0.24181(9) 0.0421(2) Uani 1 1 d . . . . .
N1 N 0.35946(4) 0.52246(17) 0.18469(10) 0.0486(3) Uani 1 1 d . . . . .
C9 C 0.45559(4) 0.99678(17) 0.40503(11) 0.0392(3) Uani 1 1 d . . . . .
C2 C 0.24621(4) -0.12643(19) 0.09676(11) 0.0419(3) Uani 1 1 d . . . . .
H2 H 0.243623 -0.042500 0.162008 0.050 Uiso 1 1 calc R U . . .
C5 C 0.36114(4) 0.67810(19) 0.25633(11) 0.0431(3) Uani 1 1 d . . . . .
H5 H 0.341630 0.694593 0.310946 0.052 Uiso 1 1 calc R U . . .
C3 C 0.27726(4) -0.07570(17) 0.02475(10) 0.0361(2) Uani 1 1 d . . . . .
C1 C 0.21926(4) -0.30011(19) 0.07209(11) 0.0422(3) Uani 1 1 d . . . . .
H1 H 0.198479 -0.334523 0.120967 0.051 Uiso 1 1 calc R U . . .
C4 C 0.30791(4) 0.10804(17) 0.05094(10) 0.0390(3) Uani 1 1 d . . . . .
C10 C 0.48539(5) 1.16260(19) 0.42384(13) 0.0496(3) Uani 1 1 d . . . . .
H10 H 0.475884 1.274328 0.371908 0.059 Uiso 1 1 calc R U . . .
C11 C 0.52922(5) 1.1657(2) 0.51869(13) 0.0521(3) Uani 1 1 d . . . . .
H11 H 0.548866 1.280551 0.531110 0.063 Uiso 1 1 calc R U . . .
C8 C 0.40638(5) 1.00039(19) 0.30720(13) 0.0491(3) Uani 1 1 d . . . . .
H8A H 0.380925 1.033217 0.347482 0.059 Uiso 1 1 calc R U . . .
H8B H 0.406524 1.105097 0.246158 0.059 Uiso 1 1 calc R U . . .
C7 C 0.41497(6) 0.7354(3) 0.15491(14) 0.0610(4) Uani 1 1 d . . . . .
H7 H 0.439481 0.794611 0.125378 0.073 Uiso 1 1 calc R U . . .
C6 C 0.39302(6) 0.5583(3) 0.12012(15) 0.0627(4) Uani 1 1 d . . . . .
H6 H 0.399739 0.472406 0.060550 0.075 Uiso 1 1 calc R U . . .
H1A H 0.3222(8) 0.334(3) 0.157(2) 0.097(7) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C4 1.3085(14) . ?
O2 C4 1.2227(14) . ?
N2 C5 1.3446(15) . ?
N2 C7 1.3667(17) . ?
N2 C8 1.4570(16) . ?
N1 C5 1.3092(16) . ?
N1 C6 1.3710(18) . ?
C9 C11 1.3765(18) 5_676 ?
C9 C10 1.3802(16) . ?
C9 C8 1.5095(17) . ?
C2 C1 1.3811(17) . ?
C2 C3 1.3947(15) . ?
C3 C1 1.3905(16) 7_545 ?
C3 C4 1.4925(15) . ?
C10 C11 1.3860(18) . ?
C7 C6 1.350(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
C5 N2 C7 107.15(11) . . ?
C5 N2 C8 126.47(11) . . ?
C7 N2 C8 126.38(11) . . ?
C5 N1 C6 105.66(11) . . ?
C11 C9 C10 118.47(11) 5_676 . ?
C11 C9 C8 121.47(10) 5_676 . ?
C10 C9 C8 119.97(11) . . ?
C1 C2 C3 119.93(11) . . ?
N1 C5 N2 111.34(11) . . ?
C1 C3 C2 119.79(10) 7_545 . ?
C1 C3 C4 118.83(10) 7_545 . ?
C2 C3 C4 121.37(10) . . ?
C2 C1 C3 120.28(10) . 7_545 ?
O2 C4 O1 123.71(11) . . ?
O2 C4 C3 122.22(11) . . ?
O1 C4 C3 114.05(10) . . ?
C9 C10 C11 120.54(12) . . ?
C9 C11 C10 120.99(11) 5_676 . ?
N2 C8 C9 112.63(10) . . ?
C6 C7 N2 106.04(12) . . ?
C7 C6 N1 109.80(12) . . ?

_refine_diff_density_max         0.214
_refine_diff_density_min         -0.141
_refine_diff_density_rms         0.030

####################################################################### 
# 
# 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_BIMB-TA_500K
_database_code_depnum_ccdc_archive 'CCDC 2190761'
loop_
_audit_author_name
_audit_author_address
'Dinabandhu Das'
;Jawaharlal Nehru University
India
;
_audit_update_record             
;
2022-07-16 deposited with the CCDC.	2022-09-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H20 N4 O4'
_chemical_formula_weight         404.42

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                   28.740(5)
_cell_length_b                   6.6810(12)
_cell_length_c                   11.2925(19)
_cell_angle_alpha                90
_cell_angle_beta                 106.308(6)
_cell_angle_gamma                90
_cell_volume                     2081.0(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    500(2)
_cell_measurement_reflns_used    6581
_cell_measurement_theta_min      2.95
_cell_measurement_theta_max      25.81

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_F_000             848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.091
_shelx_estimated_absorpt_T_min   0.958
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6783
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      500(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker APEX-III Photon-II detector'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22992
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.954
_diffrn_reflns_theta_max         28.441
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             2595
_reflns_number_gt                1799
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Xseed-2017 (Barbour, 2017)'
_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)+(0.0567P)²+0.5958P] 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         2595
_refine_ls_number_parameters     152
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0704
_refine_ls_R_factor_gt           0.0470
_refine_ls_wR_factor_ref         0.1342
_refine_ls_wR_factor_gt          0.1192
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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 0.30102(5) 0.21598(19) 0.14172(11) 0.0835(4) Uani 1 1 d . . . . .
O2 O 0.33789(5) 0.1461(2) -0.00105(13) 0.0968(4) Uani 1 1 d . . . . .
N2 N 0.39569(4) 0.8075(2) 0.24839(12) 0.0701(4) Uani 1 1 d . . . . .
N1 N 0.36096(5) 0.5199(2) 0.19032(13) 0.0823(4) Uani 1 1 d . . . . .
C9 C 0.45584(5) 0.9952(2) 0.40796(14) 0.0652(4) Uani 1 1 d . . . . .
C2 C 0.24655(6) -0.1285(2) 0.09585(14) 0.0706(4) Uani 1 1 d . . . . .
H2 H 0.244132 -0.046291 0.160306 0.085 Uiso 1 1 calc R U . . .
C5 C 0.36266(6) 0.6746(3) 0.26092(16) 0.0730(4) Uani 1 1 d . . . . .
C3 C 0.27747(5) -0.0770(2) 0.02605(12) 0.0600(4) Uani 1 1 d . . . . .
C1 C 0.21948(6) -0.3008(3) 0.07003(14) 0.0717(4) Uani 1 1 d . . . . .
H1 H 0.198986 -0.335244 0.117536 0.086 Uiso 1 1 calc R U . . .
C4 C 0.30821(6) 0.1060(2) 0.05324(13) 0.0666(4) Uani 1 1 d . . . . .
C10 C 0.48490(7) 1.1612(3) 0.42526(17) 0.0819(5) Uani 1 1 d . . . . .
H10 H 0.475237 1.272279 0.374681 0.098 Uiso 1 1 calc R U . . .
C11 C 0.52834(6) 1.1658(3) 0.51683(17) 0.0850(5) Uani 1 1 d . . . . .
H11 H 0.547269 1.280917 0.527599 0.102 Uiso 1 1 calc R U . . .
C8 C 0.40721(6) 0.9968(3) 0.31322(17) 0.0822(5) Uani 1 1 d . . . . .
H8A H 0.382405 1.027284 0.353646 0.099 Uiso 1 1 calc R U . . .
H8B H 0.406802 1.102137 0.253795 0.099 Uiso 1 1 calc R U . . .
C7 C 0.41601(8) 0.7321(4) 0.1629(2) 0.0993(7) Uani 1 1 d . . . . .
C6 C 0.39405(9) 0.5562(4) 0.1279(2) 0.1018(7) Uani 1 1 d . . . . .
H5 H 0.3421(7) 0.693(3) 0.3161(18) 0.102(6) Uiso 1 1 d . . . . .
H7 H 0.4401(8) 0.807(4) 0.146(2) 0.123(8) Uiso 1 1 d . . . . .
H6 H 0.3979(9) 0.466(4) 0.068(2) 0.129(8) Uiso 1 1 d . . . . .
H1A H 0.3233(10) 0.328(4) 0.159(2) 0.141(9) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C4 1.3024(19) . ?
O1 H1A 0.97(3) . ?
O2 C4 1.2122(18) . ?
N2 C5 1.336(2) . ?
N2 C7 1.358(2) . ?
N2 C8 1.452(2) . ?
N1 C5 1.298(2) . ?
N1 C6 1.355(3) . ?
C9 C11 1.367(2) 5_676 ?
C9 C10 1.369(2) . ?
C9 C8 1.503(2) . ?
C2 C1 1.374(2) . ?
C2 C3 1.387(2) . ?
C2 H2 0.9300 . ?
C5 H5 0.981(19) . ?
C3 C1 1.380(2) 7_545 ?
C3 C4 1.489(2) . ?
C1 H1 0.9300 . ?
C10 C11 1.380(2) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C7 C6 1.340(3) . ?
C7 H7 0.92(2) . ?
C6 H6 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
C4 O1 H1A 110.5(15) . . ?
C5 N2 C7 106.80(15) . . ?
C5 N2 C8 126.41(15) . . ?
C7 N2 C8 126.79(15) . . ?
C5 N1 C6 105.42(16) . . ?
C11 C9 C10 117.76(14) 5_676 . ?
C11 C9 C8 121.91(14) 5_676 . ?
C10 C9 C8 120.25(15) . . ?
C1 C2 C3 120.16(14) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
N1 C5 N2 111.70(15) . . ?
N1 C5 H5 124.5(12) . . ?
N2 C5 H5 123.8(12) . . ?
C1 C3 C2 119.49(14) 7_545 . ?
C1 C3 C4 118.87(13) 7_545 . ?
C2 C3 C4 121.63(13) . . ?
C2 C1 C3 120.34(14) . 7_545 ?
C2 C1 H1 119.8 . . ?
C3 C1 H1 119.8 7_545 . ?
O2 C4 O1 123.31(15) . . ?
O2 C4 C3 122.55(14) . . ?
O1 C4 C3 114.12(13) . . ?
C9 C10 C11 120.82(16) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C9 C11 C10 121.41(14) 5_676 . ?
C9 C11 H11 119.3 5_676 . ?
C10 C11 H11 119.3 . . ?
N2 C8 C9 112.79(13) . . ?
N2 C8 H8A 109.0 . . ?
C9 C8 H8A 109.0 . . ?
N2 C8 H8B 109.0 . . ?
C9 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
C6 C7 N2 105.93(18) . . ?
C6 C7 H7 137.7(15) . . ?
N2 C7 H7 116.4(15) . . ?
C7 C6 N1 110.15(18) . . ?
C7 C6 H6 129.6(16) . . ?
N1 C6 H6 120.2(15) . . ?

_refine_diff_density_max         0.118
_refine_diff_density_min         -0.100
_refine_diff_density_rms         0.025

####################################################################### 
# 
# 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_BIMB-TA_350K
_database_code_depnum_ccdc_archive 'CCDC 2190765'
loop_
_audit_author_name
_audit_author_address
'Dinabandhu Das'
;Jawaharlal Nehru University
India
;
_audit_update_record             
;
2022-07-16 deposited with the CCDC.	2022-09-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H20 N4 O4'
_chemical_formula_weight         404.42

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                   28.556(3)
_cell_length_b                   6.7097(8)
_cell_length_c                   11.2036(13)
_cell_angle_alpha                90
_cell_angle_beta                 106.450(4)
_cell_angle_gamma                90
_cell_volume                     2058.8(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    350(2)
_cell_measurement_reflns_used    8418
_cell_measurement_theta_min      2.98
_cell_measurement_theta_max      27.85

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_F_000             848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.092
_shelx_estimated_absorpt_T_min   0.957
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6978
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      350(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker APEX-III Photon-II detector'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22672
_diffrn_reflns_av_unetI/netI     0.0161
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.975
_diffrn_reflns_theta_max         28.390
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             2546
_reflns_number_gt                2082
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Xseed-2017 (Barbour, 2017)'
_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)+(0.0449P)²+0.8434P] 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         2546
_refine_ls_number_parameters     152
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0432
_refine_ls_wR_factor_ref         0.1116
_refine_ls_wR_factor_gt          0.1040
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_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 0.30040(4) 0.21847(16) 0.14012(9) 0.0628(3) Uani 1 1 d . . . . .
O2 O 0.33821(4) 0.14584(16) -0.00291(10) 0.0721(3) Uani 1 1 d . . . . .
N2 N 0.39490(4) 0.80981(17) 0.24441(10) 0.0537(3) Uani 1 1 d . . . . .
N1 N 0.36009(4) 0.52132(18) 0.18685(11) 0.0623(3) Uani 1 1 d . . . . .
C9 C 0.45575(4) 0.99614(19) 0.40633(12) 0.0497(3) Uani 1 1 d . . . . .
C2 C 0.24636(5) -0.1272(2) 0.09643(12) 0.0534(3) Uani 1 1 d . . . . .
H2 H 0.243863 -0.044499 0.160958 0.064 Uiso 1 1 calc R U . . .
C5 C 0.36176(5) 0.6769(2) 0.25808(13) 0.0549(3) Uani 1 1 d . . . . .
C3 C 0.27741(4) -0.07619(18) 0.02529(10) 0.0459(3) Uani 1 1 d . . . . .
C1 C 0.21933(5) -0.3002(2) 0.07124(12) 0.0541(3) Uani 1 1 d . . . . .
H1 H 0.198785 -0.334294 0.119280 0.065 Uiso 1 1 calc R U . . .
C4 C 0.30802(5) 0.10715(19) 0.05171(11) 0.0502(3) Uani 1 1 d . . . . .
C10 C 0.48523(5) 1.1621(2) 0.42453(14) 0.0628(4) Uani 1 1 d . . . . .
H10 H 0.475717 1.272872 0.373491 0.075 Uiso 1 1 calc R U . . .
C11 C 0.52881(5) 1.1657(2) 0.51793(14) 0.0659(4) Uani 1 1 d . . . . .
H11 H 0.548038 1.279882 0.529687 0.079 Uiso 1 1 calc R U . . .
C8 C 0.40680(5) 0.9990(2) 0.30971(14) 0.0626(4) Uani 1 1 d . . . . .
H8A H 0.381740 1.030737 0.349788 0.075 Uiso 1 1 calc R U . . .
H8B H 0.406742 1.103267 0.249705 0.075 Uiso 1 1 calc R U . . .
C7 C 0.41544(7) 0.7339(3) 0.15813(17) 0.0772(5) Uani 1 1 d . . . . .
C6 C 0.39358(7) 0.5572(3) 0.12333(17) 0.0791(5) Uani 1 1 d . . . . .
H5 H 0.3416(6) 0.697(2) 0.3137(15) 0.074(5) Uiso 1 1 d . . . . .
H7 H 0.4407(7) 0.806(3) 0.1384(18) 0.103(6) Uiso 1 1 d . . . . .
H6 H 0.3971(7) 0.466(3) 0.0602(19) 0.102(6) Uiso 1 1 d . . . . .
H1A H 0.3227(8) 0.332(4) 0.158(2) 0.119(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
O1 C4 1.3070(16) . ?
O1 H1A 0.98(2) . ?
O2 C4 1.2182(15) . ?
N2 C5 1.3404(17) . ?
N2 C7 1.3636(19) . ?
N2 C8 1.4564(17) . ?
N1 C5 1.3065(17) . ?
N1 C6 1.366(2) . ?
C9 C11 1.3719(19) 5_676 ?
C9 C10 1.3760(18) . ?
C9 C8 1.5064(18) . ?
C2 C1 1.3784(18) . ?
C2 C3 1.3924(16) . ?
C2 H2 0.9300 . ?
C5 H5 0.970(16) . ?
C3 C1 1.3867(17) 7_545 ?
C3 C4 1.4895(17) . ?
C1 H1 0.9300 . ?
C10 C11 1.381(2) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C7 C6 1.345(2) . ?
C7 H7 0.95(2) . ?
C6 H6 0.96(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
C4 O1 H1A 111.3(13) . . ?
C5 N2 C7 106.97(12) . . ?
C5 N2 C8 126.47(12) . . ?
C7 N2 C8 126.56(13) . . ?
C5 N1 C6 105.53(12) . . ?
C11 C9 C10 118.23(12) 5_676 . ?
C11 C9 C8 121.66(11) 5_676 . ?
C10 C9 C8 120.04(12) . . ?
C1 C2 C3 120.02(12) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
N1 C5 N2 111.50(12) . . ?
N1 C5 H5 125.5(10) . . ?
N2 C5 H5 123.0(10) . . ?
C1 C3 C2 119.59(11) 7_545 . ?
C1 C3 C4 118.92(11) 7_545 . ?
C2 C3 C4 121.48(11) . . ?
C2 C1 C3 120.39(11) . 7_545 ?
C2 C1 H1 119.8 . . ?
C3 C1 H1 119.8 7_545 . ?
O2 C4 O1 123.53(12) . . ?
O2 C4 C3 122.35(12) . . ?
O1 C4 C3 114.10(11) . . ?
C9 C10 C11 120.57(13) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C9 C11 C10 121.19(12) 5_676 . ?
C9 C11 H11 119.4 5_676 . ?
C10 C11 H11 119.4 . . ?
N2 C8 C9 112.77(11) . . ?
N2 C8 H8A 109.0 . . ?
C9 C8 H8A 109.0 . . ?
N2 C8 H8B 109.0 . . ?
C9 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
C6 C7 N2 106.09(14) . . ?
C6 C7 H7 135.0(13) . . ?
N2 C7 H7 118.9(13) . . ?
C7 C6 N1 109.90(14) . . ?
C7 C6 H6 129.7(13) . . ?
N1 C6 H6 120.3(13) . . ?

_refine_diff_density_max         0.165
_refine_diff_density_min         -0.122
_refine_diff_density_rms         0.026

####################################################################### 
# 
# 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_BIMB-BPDCA_100K
_database_code_depnum_ccdc_archive 'CCDC 2190766'
loop_
_audit_author_name
_audit_author_address
'Dinabandhu Das'
;Jawaharlal Nehru University
India
;
_audit_update_record             
;
2022-07-16 deposited with the CCDC.	2022-09-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H24 N4 O4'
_chemical_formula_weight         480.51

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                   6.6714(7)
_cell_length_b                   18.245(2)
_cell_length_c                   10.1498(13)
_cell_angle_alpha                90
_cell_angle_beta                 108.052(4)
_cell_angle_gamma                90
_cell_volume                     1174.6(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9498
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      28.38

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_F_000             504
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.093
_shelx_estimated_absorpt_T_min   0.966
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6386
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker APEX-III Photon-II detector'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17897
_diffrn_reflns_av_unetI/netI     0.0269
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.233
_diffrn_reflns_theta_max         28.442
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             2919
_reflns_number_gt                2592
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Xseed-2017 (Barbour, 2017)'
_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)+(0.0630P)²+1.0718P] 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         2919
_refine_ls_number_parameters     167
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0626
_refine_ls_R_factor_gt           0.0560
_refine_ls_wR_factor_ref         0.1470
_refine_ls_wR_factor_gt          0.1408
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_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 0.2186(2) 0.33030(7) 0.49491(12) 0.0270(3) Uani 1 1 d D . . . .
N1 N 0.5349(2) 0.24450(8) 0.56046(14) 0.0252(3) Uani 1 1 d . . . . .
C8 C 0.1468(2) 0.33985(8) 0.59865(15) 0.0183(3) Uani 1 1 d . . . . .
O2 O 0.22435(19) 0.31201(7) 0.71257(12) 0.0298(3) Uani 1 1 d . . . . .
N2 N 0.8289(2) 0.18732(7) 0.57281(13) 0.0193(3) Uani 1 1 d . . . . .
C9 C -0.0449(2) 0.38733(8) 0.56703(16) 0.0200(3) Uani 1 1 d . . . . .
C14 C -0.1409(4) 0.39843(17) 0.6675(2) 0.0560(8) Uani 1 1 d . . . . .
H14 H -0.084948 0.375691 0.755520 0.067 Uiso 1 1 calc R U . . .
C13 C -0.3177(4) 0.4423(2) 0.6417(2) 0.0714(10) Uani 1 1 d . . . . .
H13 H -0.381215 0.449373 0.712586 0.086 Uiso 1 1 calc R U . . .
C12 C -0.4048(2) 0.47641(10) 0.51405(16) 0.0251(3) Uani 1 1 d . . . . .
C11 C -0.3084(2) 0.46398(8) 0.41301(16) 0.0203(3) Uani 1 1 d . . . . .
H11 H -0.365172 0.485995 0.324401 0.024 Uiso 1 1 calc R U . . .
C10 C -0.1311(2) 0.42011(8) 0.43895(16) 0.0217(3) Uani 1 1 d . . . . .
H10 H -0.067975 0.412420 0.368081 0.026 Uiso 1 1 calc R U . . .
C1 C 0.6682(3) 0.22771(9) 0.49282(16) 0.0237(3) Uani 1 1 d . . . . .
H1 H 0.653078 0.242124 0.400288 0.028 Uiso 1 1 calc R U . . .
C2 C 0.6128(3) 0.21331(8) 0.68971(16) 0.0224(3) Uani 1 1 d . . . . .
H2 H 0.549312 0.216383 0.761359 0.027 Uiso 1 1 calc R U . . .
C3 C 0.7950(3) 0.17741(8) 0.69865(16) 0.0213(3) Uani 1 1 d . . . . .
H3 H 0.881412 0.150872 0.776003 0.026 Uiso 1 1 calc R U . . .
C4 C 1.0049(2) 0.15872(8) 0.53178(17) 0.0214(3) Uani 1 1 d . . . . .
H4A H 1.138774 0.173343 0.601732 0.026 Uiso 1 1 calc R U . . .
H4B H 1.001781 0.180959 0.442195 0.026 Uiso 1 1 calc R U . . .
C5 C 0.9998(2) 0.07623(8) 0.51739(15) 0.0180(3) Uani 1 1 d . . . . .
C6 C 0.8136(3) 0.03698(9) 0.4800(2) 0.0320(4) Uani 1 1 d . . . . .
H6 H 0.683724 0.061981 0.465918 0.038 Uiso 1 1 calc R U . . .
C7 C 1.1863(3) 0.03857(9) 0.5372(2) 0.0280(4) Uani 1 1 d . . . . .
H7 H 1.316034 0.064588 0.562880 0.034 Uiso 1 1 calc R U . . .
H1A H 0.340(3) 0.2999(14) 0.519(3) 0.083(10) Uiso 1 1 d D . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C8 1.2964(18) . ?
N1 C1 1.317(2) . ?
N1 C2 1.376(2) . ?
C8 O2 1.2214(19) . ?
C8 C9 1.495(2) . ?
N2 C1 1.3460(19) . ?
N2 C3 1.376(2) . ?
N2 C4 1.4585(19) . ?
C9 C14 1.377(2) . ?
C9 C10 1.384(2) . ?
C14 C13 1.382(3) . ?
C13 C12 1.391(3) . ?
C12 C11 1.387(2) . ?
C12 C12 1.487(3) 3_466 ?
C11 C10 1.384(2) . ?
C2 C3 1.359(2) . ?
C4 C5 1.511(2) . ?
C5 C7 1.381(2) . ?
C5 C6 1.381(2) . ?
C6 C7 1.389(2) 3_756 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C2 106.53(13) . . ?
O2 C8 O1 123.93(14) . . ?
O2 C8 C9 121.83(13) . . ?
O1 C8 C9 114.23(13) . . ?
C1 N2 C3 107.62(13) . . ?
C1 N2 C4 125.78(13) . . ?
C3 N2 C4 126.60(13) . . ?
C14 C9 C10 118.63(15) . . ?
C14 C9 C8 119.31(15) . . ?
C10 C9 C8 122.06(14) . . ?
C9 C14 C13 120.67(17) . . ?
C14 C13 C12 121.40(17) . . ?
C11 C12 C13 117.38(15) . . ?
C11 C12 C12 121.11(18) . 3_466 ?
C13 C12 C12 121.51(18) . 3_466 ?
C10 C11 C12 121.22(14) . . ?
C9 C10 C11 120.69(14) . . ?
N1 C1 N2 110.67(14) . . ?
C3 C2 N1 109.20(14) . . ?
C2 C3 N2 105.99(13) . . ?
N2 C4 C5 112.82(12) . . ?
C7 C5 C6 118.37(14) . . ?
C7 C5 C4 119.29(14) . . ?
C6 C5 C4 122.30(13) . . ?
C5 C6 C7 120.90(15) . 3_756 ?
C5 C7 C6 120.72(15) . 3_756 ?

_refine_diff_density_max         0.566
_refine_diff_density_min         -0.662
_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_BIMB-BPDCA_250K
_database_code_depnum_ccdc_archive 'CCDC 2190768'
loop_
_audit_author_name
_audit_author_address
'Dinabandhu Das'
;Jawaharlal Nehru University
India
;
_audit_update_record             
;
2022-07-16 deposited with the CCDC.	2022-09-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H24 N4 O4'
_chemical_formula_weight         480.51

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                   6.6319(8)
_cell_length_b                   18.452(2)
_cell_length_c                   10.2411(14)
_cell_angle_alpha                90
_cell_angle_beta                 106.930(5)
_cell_angle_gamma                90
_cell_volume                     1198.9(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    250(2)
_cell_measurement_reflns_used    6978
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      28.32

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_F_000             504
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.091
_shelx_estimated_absorpt_T_min   0.967
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6419
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      250(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker APEX-III Photon-II detector'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18674
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.354
_diffrn_reflns_theta_max         28.341
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             2972
_reflns_number_gt                2400
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Xseed-2017 (Barbour, 2017)'
_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)+(0.0529P)²+0.3458P] 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         2972
_refine_ls_number_parameters     179
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0596
_refine_ls_R_factor_gt           0.0475
_refine_ls_wR_factor_ref         0.1254
_refine_ls_wR_factor_gt          0.1164
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_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 0.21570(18) 0.32819(6) 0.49489(11) 0.0513(3) Uani 1 1 d D . . . .
N1 N 0.53462(19) 0.24302(7) 0.56009(12) 0.0441(3) Uani 1 1 d . . . . .
C8 C 0.1423(2) 0.33938(7) 0.59742(14) 0.0384(3) Uani 1 1 d . . . . .
O2 O 0.21787(19) 0.31290(7) 0.70943(12) 0.0621(4) Uani 1 1 d . . . . .
N2 N 0.82750(18) 0.18587(6) 0.56989(12) 0.0397(3) Uani 1 1 d . . . . .
C9 C -0.0484(2) 0.38677(7) 0.56609(14) 0.0373(3) Uani 1 1 d . . . . .
C14 C -0.1472(3) 0.39867(11) 0.66506(17) 0.0617(5) Uani 1 1 d . . . . .
H14 H -0.094478 0.376691 0.751082 0.074 Uiso 1 1 calc R U . . .
C13 C -0.3232(3) 0.44259(12) 0.63941(18) 0.0674(5) Uani 1 1 d . . . . .
H13 H -0.388474 0.449893 0.708434 0.081 Uiso 1 1 calc R U . . .
C12 C -0.4055(2) 0.47612(7) 0.51390(14) 0.0387(3) Uani 1 1 d . . . . .
C11 C -0.3062(2) 0.46275(8) 0.41455(15) 0.0433(3) Uani 1 1 d . . . . .
H11 H -0.359602 0.484032 0.327921 0.052 Uiso 1 1 calc R U . . .
C10 C -0.1302(2) 0.41874(8) 0.44023(15) 0.0436(3) Uani 1 1 d . . . . .
H10 H -0.065698 0.410564 0.371069 0.052 Uiso 1 1 calc R U . . .
C1 C 0.6674(2) 0.22528(7) 0.49197(15) 0.0418(3) Uani 1 1 d . . . . .
C2 C 0.6122(3) 0.21329(8) 0.68743(15) 0.0458(3) Uani 1 1 d . . . . .
C3 C 0.7932(3) 0.17780(8) 0.69497(16) 0.0459(4) Uani 1 1 d . . . . .
C4 C 1.0035(2) 0.15687(8) 0.52798(18) 0.0476(4) Uani 1 1 d . . . . .
H4A H 1.135855 0.171481 0.594694 0.057 Uiso 1 1 calc R U . . .
H4B H 1.000941 0.178013 0.439717 0.057 Uiso 1 1 calc R U . . .
C5 C 0.9988(2) 0.07533(7) 0.51563(14) 0.0386(3) Uani 1 1 d . . . . .
C6 C 0.8133(2) 0.03661(8) 0.47807(19) 0.0519(4) Uani 1 1 d . . . . .
H6 H 0.684234 0.061127 0.462828 0.062 Uiso 1 1 calc R U . . .
C7 C 1.1859(2) 0.03804(8) 0.53760(17) 0.0484(4) Uani 1 1 d . . . . .
H7 H 1.314277 0.063471 0.563460 0.058 Uiso 1 1 calc R U . . .
H1 H 0.654(3) 0.2375(9) 0.3994(18) 0.051(5) Uiso 1 1 d . . . . .
H2 H 0.541(3) 0.2193(9) 0.7545(19) 0.057(5) Uiso 1 1 d . . . . .
H3 H 0.889(3) 0.1509(10) 0.7665(19) 0.064(5) Uiso 1 1 d . . . . .
H1A H 0.335(2) 0.2971(10) 0.520(2) 0.095(7) Uiso 1 1 d D . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C8 1.2960(16) . ?
N1 C1 1.3143(18) . ?
N1 C2 1.3695(19) . ?
C8 O2 1.2127(17) . ?
C8 C9 1.4937(18) . ?
N2 C1 1.3413(18) . ?
N2 C3 1.3727(19) . ?
N2 C4 1.4578(17) . ?
C9 C14 1.376(2) . ?
C9 C10 1.377(2) . ?
C14 C13 1.382(2) . ?
C13 C12 1.387(2) . ?
C12 C11 1.3855(19) . ?
C12 C12 1.490(3) 3_466 ?
C11 C10 1.3831(19) . ?
C2 C3 1.350(2) . ?
C4 C5 1.5095(19) . ?
C5 C6 1.377(2) . ?
C5 C7 1.3791(18) . ?
C6 C7 1.387(2) 3_756 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C2 106.36(12) . . ?
O2 C8 O1 123.57(13) . . ?
O2 C8 C9 121.99(12) . . ?
O1 C8 C9 114.42(12) . . ?
C1 N2 C3 107.25(12) . . ?
C1 N2 C4 125.92(13) . . ?
C3 N2 C4 126.83(12) . . ?
C14 C9 C10 118.62(13) . . ?
C14 C9 C8 119.38(13) . . ?
C10 C9 C8 122.00(12) . . ?
C9 C14 C13 120.73(15) . . ?
C14 C13 C12 121.36(14) . . ?
C11 C12 C13 117.27(13) . . ?
C11 C12 C12 121.20(16) . 3_466 ?
C13 C12 C12 121.52(16) . 3_466 ?
C10 C11 C12 121.34(13) . . ?
C9 C10 C11 120.67(13) . . ?
N1 C1 N2 110.84(13) . . ?
C3 C2 N1 109.27(13) . . ?
C2 C3 N2 106.28(13) . . ?
N2 C4 C5 113.05(12) . . ?
C6 C5 C7 118.36(13) . . ?
C6 C5 C4 122.39(12) . . ?
C7 C5 C4 119.21(13) . . ?
C5 C6 C7 120.96(13) . 3_756 ?
C5 C7 C6 120.68(14) . 3_756 ?

_refine_diff_density_max         0.204
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.035

####################################################################### 
# 
# 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_BIMB-BPDCA_400K
_database_code_depnum_ccdc_archive 'CCDC 2190769'
loop_
_audit_author_name
_audit_author_address
'Dinabandhu Das'
;Jawaharlal Nehru University
India
;
_audit_update_record             
;
2022-07-16 deposited with the CCDC.	2022-09-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H24 N4 O4'
_chemical_formula_weight         480.51

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                   6.5718(9)
_cell_length_b                   18.708(3)
_cell_length_c                   10.3308(17)
_cell_angle_alpha                90
_cell_angle_beta                 105.470(5)
_cell_angle_gamma                90
_cell_volume                     1224.1(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    396(2)
_cell_measurement_reflns_used    5278
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      27.84

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_F_000             504
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.089
_shelx_estimated_absorpt_T_min   0.968
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6397
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      396(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker APEX-III Photon-II detector'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19382
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_av_R_equivalents  0.0487
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.317
_diffrn_reflns_theta_max         28.337
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             3039
_reflns_number_gt                2000
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Xseed-2017 (Barbour, 2017)'
_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)+(0.0627P)²+0.2497P] 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         3039
_refine_ls_number_parameters     179
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0890
_refine_ls_R_factor_gt           0.0567
_refine_ls_wR_factor_ref         0.1571
_refine_ls_wR_factor_gt          0.1369
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_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 0.2122(2) 0.32613(8) 0.49553(14) 0.0862(5) Uani 1 1 d D . . . .
N1 N 0.5333(2) 0.24127(8) 0.56001(16) 0.0727(5) Uani 1 1 d . . . . .
C8 C 0.1372(3) 0.33916(10) 0.5963(2) 0.0662(5) Uani 1 1 d . . . . .
O2 O 0.2104(3) 0.31423(10) 0.70624(16) 0.1058(6) Uani 1 1 d . . . . .
N2 N 0.8239(2) 0.18374(7) 0.56639(16) 0.0676(4) Uani 1 1 d . . . . .
C9 C -0.0519(3) 0.38654(9) 0.56530(18) 0.0611(4) Uani 1 1 d . . . . .
C14 C -0.1533(4) 0.40006(14) 0.6625(2) 0.0929(7) Uani 1 1 d . . . . .
H14 H -0.103999 0.379231 0.746797 0.111 Uiso 1 1 calc R U . . .
C13 C -0.3275(4) 0.44409(15) 0.6372(2) 0.0992(8) Uani 1 1 d . . . . .
H13 H -0.393682 0.452398 0.704883 0.119 Uiso 1 1 calc R U . . .
C12 C -0.4059(3) 0.47611(10) 0.51376(18) 0.0631(4) Uani 1 1 d . . . . .
C11 C -0.3049(3) 0.46106(10) 0.4162(2) 0.0728(5) Uani 1 1 d . . . . .
H11 H -0.355476 0.480934 0.331178 0.087 Uiso 1 1 calc R U . . .
C10 C -0.1298(3) 0.41700(11) 0.4420(2) 0.0728(5) Uani 1 1 d . . . . .
H10 H -0.064147 0.407981 0.374258 0.087 Uiso 1 1 calc R U . . .
C1 C 0.6648(3) 0.22220(10) 0.4911(2) 0.0691(5) Uani 1 1 d . . . . .
C2 C 0.6100(4) 0.21324(11) 0.6849(2) 0.0776(6) Uani 1 1 d . . . . .
C3 C 0.7894(4) 0.17781(11) 0.6903(2) 0.0793(6) Uani 1 1 d . . . . .
C4 C 1.0003(3) 0.15455(11) 0.5226(3) 0.0822(6) Uani 1 1 d . . . . .
H4A H 1.131378 0.169396 0.585275 0.099 Uiso 1 1 calc R U . . .
H4B H 0.997287 0.174402 0.435400 0.099 Uiso 1 1 calc R U . . .
C5 C 0.9972(3) 0.07432(9) 0.51295(19) 0.0643(5) Uani 1 1 d . . . . .
C6 C 0.8141(3) 0.03578(11) 0.4763(3) 0.0871(7) Uani 1 1 d . . . . .
H6 H 0.685331 0.059474 0.459857 0.105 Uiso 1 1 calc R U . . .
C7 C 1.1835(3) 0.03778(11) 0.5370(2) 0.0812(6) Uani 1 1 d . . . . .
H7 H 1.310395 0.062684 0.562566 0.097 Uiso 1 1 calc R U . . .
H2 H 0.540(3) 0.2197(11) 0.755(2) 0.095(7) Uiso 1 1 d . . . . .
H1 H 0.653(3) 0.2336(11) 0.396(2) 0.091(6) Uiso 1 1 d . . . . .
H3 H 0.881(4) 0.1526(13) 0.757(2) 0.099(7) Uiso 1 1 d . . . . .
H1A H 0.334(3) 0.2966(12) 0.521(3) 0.138(10) Uiso 1 1 d D . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C8 1.288(2) . ?
N1 C1 1.308(2) . ?
N1 C2 1.359(3) . ?
C8 O2 1.203(2) . ?
C8 C9 1.490(2) . ?
N2 C1 1.335(2) . ?
N2 C3 1.363(3) . ?
N2 C4 1.458(2) . ?
C9 C10 1.365(3) . ?
C9 C14 1.369(3) . ?
C14 C13 1.377(3) . ?
C13 C12 1.378(3) . ?
C12 C11 1.376(2) . ?
C12 C12 1.490(3) 3_466 ?
C11 C10 1.382(2) . ?
C2 C3 1.341(3) . ?
C4 C5 1.504(3) . ?
C5 C7 1.366(2) . ?
C5 C6 1.367(3) . ?
C6 C7 1.383(3) 3_756 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C2 106.25(16) . . ?
O2 C8 O1 123.14(17) . . ?
O2 C8 C9 122.29(17) . . ?
O1 C8 C9 114.56(17) . . ?
C1 N2 C3 106.90(16) . . ?
C1 N2 C4 125.81(18) . . ?
C3 N2 C4 127.29(17) . . ?
C10 C9 C14 118.21(17) . . ?
C10 C9 C8 122.20(16) . . ?
C14 C9 C8 119.58(17) . . ?
C9 C14 C13 120.92(19) . . ?
C14 C13 C12 121.49(19) . . ?
C11 C12 C13 117.02(17) . . ?
C11 C12 C12 121.4(2) . 3_466 ?
C13 C12 C12 121.6(2) . 3_466 ?
C12 C11 C10 121.38(18) . . ?
C9 C10 C11 120.96(17) . . ?
N1 C1 N2 111.02(18) . . ?
C3 C2 N1 109.25(19) . . ?
C2 C3 N2 106.58(19) . . ?
N2 C4 C5 113.39(16) . . ?
C7 C5 C6 117.81(17) . . ?
C7 C5 C4 119.48(17) . . ?
C6 C5 C4 122.68(16) . . ?
C5 C6 C7 121.31(16) . 3_756 ?
C5 C7 C6 120.88(18) . 3_756 ?

_refine_diff_density_max         0.132
_refine_diff_density_min         -0.159
_refine_diff_density_rms         0.029

####################################################################### 
# 
# 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_BIMB-TA_400K
_database_code_depnum_ccdc_archive 'CCDC 2190764'
loop_
_audit_author_name
_audit_author_address
'Dinabandhu Das'
;Jawaharlal Nehru University
India
;
_audit_update_record             
;
2022-07-16 deposited with the CCDC.	2022-09-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H20 N4 O4'
_chemical_formula_weight         404.42

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                   28.607(3)
_cell_length_b                   6.7015(8)
_cell_length_c                   11.2320(13)
_cell_angle_alpha                90
_cell_angle_beta                 106.380(4)
_cell_angle_gamma                90
_cell_volume                     2065.9(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    400(2)
_cell_measurement_reflns_used    9853
_cell_measurement_theta_min      2.97
_cell_measurement_theta_max      26.37

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_F_000             848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.092
_shelx_estimated_absorpt_T_min   0.957
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6837
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      400(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker APEX-III Photon-II detector'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            45366
_diffrn_reflns_av_unetI/netI     0.0120
_diffrn_reflns_av_R_equivalents  0.0319
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.969
_diffrn_reflns_theta_max         28.363
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             2558
_reflns_number_gt                2124
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Xseed-2017 (Barbour, 2017)'
_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)+(0.0485P)²+0.8874P] 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         2558
_refine_ls_number_parameters     152
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0475
_refine_ls_wR_factor_ref         0.1255
_refine_ls_wR_factor_gt          0.1155
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.077
_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 0.30062(4) 0.21771(18) 0.14064(10) 0.0697(3) Uani 1 1 d . . . . .
O2 O 0.33814(5) 0.14586(19) -0.00224(12) 0.0799(4) Uani 1 1 d . . . . .
N2 N 0.39518(4) 0.80896(19) 0.24567(11) 0.0590(3) Uani 1 1 d . . . . .
N1 N 0.36040(5) 0.5208(2) 0.18792(13) 0.0688(4) Uani 1 1 d . . . . .
C9 C 0.45576(5) 0.9957(2) 0.40686(13) 0.0548(3) Uani 1 1 d . . . . .
C2 C 0.24644(5) -0.1275(2) 0.09615(13) 0.0593(4) Uani 1 1 d . . . . .
H2 H 0.243955 -0.044848 0.160602 0.071 Uiso 1 1 calc R U . . .
C5 C 0.36204(6) 0.6762(2) 0.25894(14) 0.0610(4) Uani 1 1 d . . . . .
C3 C 0.27741(5) -0.0765(2) 0.02552(11) 0.0506(3) Uani 1 1 d . . . . .
C1 C 0.21937(5) -0.3004(2) 0.07086(13) 0.0602(4) Uani 1 1 d . . . . .
H1 H 0.198844 -0.334590 0.118752 0.072 Uiso 1 1 calc R U . . .
C4 C 0.30811(5) 0.1068(2) 0.05222(12) 0.0554(3) Uani 1 1 d . . . . .
C10 C 0.48508(6) 1.1619(2) 0.42473(16) 0.0693(4) Uani 1 1 d . . . . .
H10 H 0.475505 1.272705 0.373842 0.083 Uiso 1 1 calc R U . . .
C11 C 0.52863(6) 1.1658(2) 0.51753(16) 0.0722(5) Uani 1 1 d . . . . .
H11 H 0.547741 1.280338 0.528961 0.087 Uiso 1 1 calc R U . . .
C8 C 0.40695(6) 0.9985(2) 0.31077(16) 0.0688(4) Uani 1 1 d . . . . .
H8A H 0.381936 1.029959 0.350853 0.083 Uiso 1 1 calc R U . . .
H8B H 0.406848 1.102953 0.250940 0.083 Uiso 1 1 calc R U . . .
C7 C 0.41566(7) 0.7335(3) 0.15980(19) 0.0847(6) Uani 1 1 d . . . . .
C6 C 0.39383(8) 0.5570(3) 0.1249(2) 0.0866(6) Uani 1 1 d . . . . .
H7 H 0.4409(8) 0.806(4) 0.141(2) 0.108(7) Uiso 1 1 d . . . . .
H5 H 0.3425(6) 0.697(3) 0.3147(17) 0.080(5) Uiso 1 1 d . . . . .
H6 H 0.3972(8) 0.466(4) 0.062(2) 0.108(7) Uiso 1 1 d . . . . .
H1A H 0.3229(9) 0.332(4) 0.159(2) 0.126(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
O1 C4 1.3056(17) . ?
O1 H1A 0.98(3) . ?
O2 C4 1.2152(17) . ?
N2 C5 1.3389(19) . ?
N2 C7 1.359(2) . ?
N2 C8 1.4567(19) . ?
N1 C5 1.305(2) . ?
N1 C6 1.363(2) . ?
C9 C11 1.371(2) 5_676 ?
C9 C10 1.374(2) . ?
C9 C8 1.505(2) . ?
C2 C1 1.378(2) . ?
C2 C3 1.3883(18) . ?
C2 H2 0.9300 . ?
C5 H5 0.959(18) . ?
C3 C1 1.3844(19) 7_545 ?
C3 C4 1.4909(19) . ?
C1 H1 0.9300 . ?
C10 C11 1.381(2) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C7 C6 1.343(3) . ?
C7 H7 0.95(2) . ?
C6 H6 0.96(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
C4 O1 H1A 111.8(14) . . ?
C5 N2 C7 106.98(14) . . ?
C5 N2 C8 126.45(13) . . ?
C7 N2 C8 126.57(14) . . ?
C5 N1 C6 105.41(14) . . ?
C11 C9 C10 118.07(13) 5_676 . ?
C11 C9 C8 121.88(13) 5_676 . ?
C10 C9 C8 119.97(14) . . ?
C1 C2 C3 120.07(13) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
N1 C5 N2 111.53(14) . . ?
N1 C5 H5 126.0(11) . . ?
N2 C5 H5 122.5(11) . . ?
C1 C3 C2 119.62(13) 7_545 . ?
C1 C3 C4 118.87(12) 7_545 . ?
C2 C3 C4 121.50(12) . . ?
C2 C1 C3 120.31(13) . 7_545 ?
C2 C1 H1 119.8 . . ?
C3 C1 H1 119.8 7_545 . ?
O2 C4 O1 123.45(14) . . ?
O2 C4 C3 122.42(13) . . ?
O1 C4 C3 114.10(12) . . ?
C9 C10 C11 120.61(15) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C9 C11 C10 121.31(13) 5_676 . ?
C9 C11 H11 119.3 5_676 . ?
C10 C11 H11 119.3 . . ?
N2 C8 C9 112.69(13) . . ?
N2 C8 H8A 109.1 . . ?
C9 C8 H8A 109.1 . . ?
N2 C8 H8B 109.1 . . ?
C9 C8 H8B 109.1 . . ?
H8A C8 H8B 107.8 . . ?
C6 C7 N2 106.07(16) . . ?
C6 C7 H7 135.3(14) . . ?
N2 C7 H7 118.6(14) . . ?
C7 C6 N1 110.01(16) . . ?
C7 C6 H6 129.8(14) . . ?
N1 C6 H6 120.0(14) . . ?

_refine_diff_density_max         0.146
_refine_diff_density_min         -0.115
_refine_diff_density_rms         0.026

####################################################################### 
# 
# 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_BIMB-BPDCA_350K
_database_code_depnum_ccdc_archive 'CCDC 2190772'
loop_
_audit_author_name
_audit_author_address
'Dinabandhu Das'
;Jawaharlal Nehru University
India
;
_audit_update_record             
;
2022-07-16 deposited with the CCDC.	2022-09-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H24 N4 O4'
_chemical_formula_weight         480.51

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                   6.5953(9)
_cell_length_b                   18.631(3)
_cell_length_c                   10.3065(17)
_cell_angle_alpha                90
_cell_angle_beta                 105.967(5)
_cell_angle_gamma                90
_cell_volume                     1217.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    350(2)
_cell_measurement_reflns_used    5783
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      26.13

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_F_000             504
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.090
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6415
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      350(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker APEX-III Photon-II detector'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16960
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_av_R_equivalents  0.0435
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.001
_diffrn_reflns_theta_max         26.634
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             2529
_reflns_number_gt                1997
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Xseed-2017 (Barbour, 2017)'
_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)+(0.0580P)²+0.2747P] 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         2529
_refine_ls_number_parameters     167
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0651
_refine_ls_R_factor_gt           0.0503
_refine_ls_wR_factor_ref         0.1348
_refine_ls_wR_factor_gt          0.1237
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_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 0.2132(2) 0.32682(7) 0.49532(13) 0.0740(4) Uani 1 1 d D . . . .
O2 O 0.2129(2) 0.31371(9) 0.70751(14) 0.0902(5) Uani 1 1 d . . . . .
N2 N 0.8252(2) 0.18453(7) 0.56771(15) 0.0578(4) Uani 1 1 d . . . . .
N1 N 0.5338(2) 0.24180(8) 0.56021(15) 0.0628(4) Uani 1 1 d . . . . .
C5 C 0.9981(3) 0.07456(9) 0.51418(17) 0.0555(4) Uani 1 1 d . . . . .
C1 C 0.6660(3) 0.22321(9) 0.49163(18) 0.0593(4) Uani 1 1 d . . . . .
H1 H 0.650954 0.235338 0.401940 0.071 Uiso 1 1 calc R U . . .
C9 C -0.0507(2) 0.38663(8) 0.56578(17) 0.0530(4) Uani 1 1 d . . . . .
C12 C -0.4057(2) 0.47614(9) 0.51375(17) 0.0544(4) Uani 1 1 d . . . . .
C10 C -0.1299(3) 0.41763(10) 0.44140(18) 0.0625(5) Uani 1 1 d . . . . .
H10 H -0.064838 0.408967 0.373518 0.075 Uiso 1 1 calc R U . . .
C3 C 0.7910(3) 0.17775(10) 0.69214(19) 0.0671(5) Uani 1 1 d . . . . .
H3 H 0.875287 0.153444 0.766344 0.081 Uiso 1 1 calc R U . . .
C11 C -0.3051(3) 0.46155(10) 0.41584(18) 0.0624(5) Uani 1 1 d . . . . .
H11 H -0.356437 0.481762 0.330578 0.075 Uiso 1 1 calc R U . . .
C7 C 1.1843(3) 0.03784(10) 0.5372(2) 0.0701(5) Uani 1 1 d . . . . .
H7 H 1.311198 0.062814 0.562524 0.084 Uiso 1 1 calc R U . . .
C8 C 0.1390(3) 0.33922(9) 0.59699(18) 0.0562(4) Uani 1 1 d . . . . .
C6 C 0.8139(3) 0.03600(10) 0.4769(2) 0.0745(6) Uani 1 1 d . . . . .
H6 H 0.685620 0.059912 0.460812 0.089 Uiso 1 1 calc R U . . .
C2 C 0.6107(3) 0.21336(10) 0.68556(18) 0.0668(5) Uani 1 1 d . . . . .
H2 H 0.548423 0.217790 0.755919 0.080 Uiso 1 1 calc R U . . .
C4 C 1.0016(3) 0.15543(10) 0.5247(2) 0.0699(5) Uani 1 1 d . . . . .
H4A H 1.132509 0.170173 0.588498 0.084 Uiso 1 1 calc R U . . .
H4B H 0.998841 0.175618 0.437476 0.084 Uiso 1 1 calc R U . . .
C14 C -0.1516(3) 0.39973(13) 0.6634(2) 0.0821(6) Uani 1 1 d . . . . .
H14 H -0.101379 0.378639 0.747922 0.098 Uiso 1 1 calc R U . . .
C13 C -0.3259(3) 0.44362(14) 0.6380(2) 0.0871(7) Uani 1 1 d . . . . .
H13 H -0.391558 0.451588 0.705834 0.105 Uiso 1 1 calc R U . . .
H1A H 0.337(2) 0.2981(11) 0.523(3) 0.113(8) Uiso 1 1 d D . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C8 1.294(2) . ?
O2 C8 1.206(2) . ?
N2 C1 1.335(2) . ?
N2 C3 1.368(2) . ?
N2 C4 1.459(2) . ?
N1 C1 1.311(2) . ?
N1 C2 1.359(2) . ?
C5 C7 1.368(2) . ?
C5 C6 1.372(2) . ?
C5 C4 1.510(2) . ?
C9 C10 1.372(2) . ?
C9 C14 1.372(2) . ?
C9 C8 1.493(2) . ?
C12 C11 1.379(2) . ?
C12 C13 1.383(3) . ?
C12 C12 1.491(3) 3_466 ?
C10 C11 1.381(2) . ?
C3 C2 1.347(3) . ?
C7 C6 1.384(3) 3_756 ?
C14 C13 1.376(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
C1 N2 C3 107.14(14) . . ?
C1 N2 C4 125.88(16) . . ?
C3 N2 C4 126.98(15) . . ?
C1 N1 C2 106.25(14) . . ?
C7 C5 C6 118.04(16) . . ?
C7 C5 C4 119.42(16) . . ?
C6 C5 C4 122.49(14) . . ?
N1 C1 N2 110.98(16) . . ?
C10 C9 C14 118.27(16) . . ?
C10 C9 C8 122.11(15) . . ?
C14 C9 C8 119.61(16) . . ?
C11 C12 C13 117.02(16) . . ?
C11 C12 C12 121.51(19) . 3_466 ?
C13 C12 C12 121.47(19) . 3_466 ?
C9 C10 C11 120.75(16) . . ?
C2 C3 N2 106.15(16) . . ?
C12 C11 C10 121.54(17) . . ?
C5 C7 C6 120.80(17) . 3_756 ?
O2 C8 O1 123.34(16) . . ?
O2 C8 C9 122.25(15) . . ?
O1 C8 C9 114.39(15) . . ?
C5 C6 C7 121.16(15) . 3_756 ?
C3 C2 N1 109.47(16) . . ?
N2 C4 C5 113.27(15) . . ?
C9 C14 C13 120.98(18) . . ?
C14 C13 C12 121.42(17) . . ?

_refine_diff_density_max         0.147
_refine_diff_density_min         -0.174
_refine_diff_density_rms         0.030

####################################################################### 
# 
# 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_BIMB-BPDCA_200K
_database_code_depnum_ccdc_archive 'CCDC 2190767'
loop_
_audit_author_name
_audit_author_address
'Dinabandhu Das'
;Jawaharlal Nehru University
India
;
_audit_update_record             
;
2022-07-16 deposited with the CCDC.	2022-09-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H24 N4 O4'
_chemical_formula_weight         480.51

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                   6.6480(7)
_cell_length_b                   18.373(2)
_cell_length_c                   10.2097(13)
_cell_angle_alpha                90
_cell_angle_beta                 107.337(4)
_cell_angle_gamma                90
_cell_volume                     1190.4(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    7886
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      28.32

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.341
_exptl_crystal_F_000             504
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.092
_shelx_estimated_absorpt_T_min   0.967
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6876
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker APEX-III Photon-II detector'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18547
_diffrn_reflns_av_unetI/netI     0.0194
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.366
_diffrn_reflns_theta_max         28.384
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             2956
_reflns_number_gt                2492
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Xseed-2017 (Barbour, 2017)'
_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)+(0.0531P)²+0.3600P] 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         2956
_refine_ls_number_parameters     175
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0447
_refine_ls_wR_factor_ref         0.1196
_refine_ls_wR_factor_gt          0.1119
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_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 0.21671(16) 0.32892(6) 0.49464(10) 0.0416(3) Uani 1 1 d D . . . .
O2 O 0.22030(17) 0.31249(7) 0.71038(10) 0.0500(3) Uani 1 1 d . . . . .
N2 N 0.82807(17) 0.18650(5) 0.57089(11) 0.0324(3) Uani 1 1 d . . . . .
N1 N 0.53493(18) 0.24361(6) 0.55994(12) 0.0362(3) Uani 1 1 d . . . . .
C5 C 0.9994(2) 0.07574(7) 0.51620(13) 0.0317(3) Uani 1 1 d . . . . .
C1 C 0.6681(2) 0.22618(7) 0.49216(14) 0.0341(3) Uani 1 1 d . . . . .
H1 H 0.653027 0.239831 0.399983 0.041 Uiso 1 1 calc R U . . .
C9 C -0.04749(19) 0.38685(7) 0.56618(13) 0.0303(3) Uani 1 1 d . . . . .
C12 C -0.40553(19) 0.47614(7) 0.51381(13) 0.0322(3) Uani 1 1 d . . . . .
C10 C -0.1302(2) 0.41927(7) 0.43957(14) 0.0355(3) Uani 1 1 d . . . . .
H10 H -0.065590 0.411295 0.369421 0.043 Uiso 1 1 calc R U . . .
C3 C 0.7941(2) 0.17776(7) 0.69614(14) 0.0370(3) Uani 1 1 d . . . . .
C11 C -0.3066(2) 0.46327(7) 0.41400(14) 0.0356(3) Uani 1 1 d . . . . .
H11 H -0.361084 0.485159 0.326230 0.043 Uiso 1 1 calc R U . . .
C7 C 1.1866(2) 0.03815(7) 0.53787(16) 0.0398(3) Uani 1 1 d . . . . .
H7 H 1.316433 0.063894 0.564199 0.048 Uiso 1 1 calc R U . . .
C8 C 0.1437(2) 0.33946(7) 0.59758(13) 0.0314(3) Uani 1 1 d . . . . .
C6 C 0.8132(2) 0.03674(8) 0.47844(17) 0.0426(3) Uani 1 1 d . . . . .
H6 H 0.683074 0.061651 0.463428 0.051 Uiso 1 1 calc R U . . .
C2 C 0.6127(2) 0.21333(7) 0.68788(14) 0.0373(3) Uani 1 1 d . . . . .
C4 C 1.0042(2) 0.15759(7) 0.52916(16) 0.0384(3) Uani 1 1 d . . . . .
H4A H 1.137947 0.172328 0.597394 0.046 Uiso 1 1 calc R U . . .
H4B H 1.001264 0.179237 0.439818 0.046 Uiso 1 1 calc R U . . .
C14 C -0.1458(3) 0.39832(10) 0.66574(16) 0.0530(4) Uani 1 1 d . . . . .
H14 H -0.091805 0.375801 0.752962 0.064 Uiso 1 1 calc R U . . .
C13 C -0.3220(3) 0.44217(11) 0.64005(17) 0.0588(5) Uani 1 1 d . . . . .
H13 H -0.387429 0.449268 0.710052 0.071 Uiso 1 1 calc R U . . .
H2 H 0.544(3) 0.2196(9) 0.7555(18) 0.047(4) Uiso 1 1 d . . . . .
H3 H 0.887(3) 0.1507(10) 0.7678(18) 0.052(5) Uiso 1 1 d . . . . .
H1A H 0.337(2) 0.2983(10) 0.520(2) 0.081(7) Uiso 1 1 d D . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C8 1.2966(15) . ?
O2 C8 1.2173(16) . ?
N2 C1 1.3413(16) . ?
N2 C3 1.3725(18) . ?
N2 C4 1.4601(16) . ?
N1 C1 1.3154(16) . ?
N1 C2 1.3714(18) . ?
C5 C6 1.3817(19) . ?
C5 C7 1.3826(17) . ?
C5 C4 1.5092(18) . ?
C9 C14 1.3789(19) . ?
C9 C10 1.3800(18) . ?
C9 C8 1.4947(17) . ?
C12 C11 1.3882(17) . ?
C12 C13 1.390(2) . ?
C12 C12 1.488(2) 3_466 ?
C10 C11 1.3833(18) . ?
C3 C2 1.3519(19) . ?
C7 C6 1.3861(19) 3_756 ?
C14 C13 1.381(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
C1 N2 C3 107.50(11) . . ?
C1 N2 C4 125.76(12) . . ?
C3 N2 C4 126.73(11) . . ?
C1 N1 C2 106.28(11) . . ?
C6 C5 C7 118.32(12) . . ?
C6 C5 C4 122.35(11) . . ?
C7 C5 C4 119.29(12) . . ?
N1 C1 N2 110.78(12) . . ?
C14 C9 C10 118.71(12) . . ?
C14 C9 C8 119.39(12) . . ?
C10 C9 C8 121.90(11) . . ?
C11 C12 C13 117.28(12) . . ?
C11 C12 C12 121.28(15) . 3_466 ?
C13 C12 C12 121.44(14) . 3_466 ?
C9 C10 C11 120.52(12) . . ?
C2 C3 N2 106.06(12) . . ?
C10 C11 C12 121.42(12) . . ?
C5 C7 C6 120.64(13) . 3_756 ?
O2 C8 O1 123.65(12) . . ?
O2 C8 C9 121.95(11) . . ?
O1 C8 C9 114.39(11) . . ?
C5 C6 C7 121.04(12) . 3_756 ?
C3 C2 N1 109.37(12) . . ?
N2 C4 C5 112.96(11) . . ?
C9 C14 C13 120.71(14) . . ?
C14 C13 C12 121.34(13) . . ?

_refine_diff_density_max         0.235
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.037

####################################################################### 
# 
# 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_BIMB-BPDCA_300K
_database_code_depnum_ccdc_archive 'CCDC 2190770'
loop_
_audit_author_name
_audit_author_address
'Dinabandhu Das'
;Jawaharlal Nehru University
India
;
_audit_update_record             
;
2022-07-16 deposited with the CCDC.	2022-09-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H24 N4 O4'
_chemical_formula_weight         480.51

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                   6.6119(17)
_cell_length_b                   18.529(5)
_cell_length_c                   10.282(3)
_cell_angle_alpha                90
_cell_angle_beta                 106.490(10)
_cell_angle_gamma                90
_cell_volume                     1207.9(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    6235
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      28.17

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.321
_exptl_crystal_F_000             504
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.090
_shelx_estimated_absorpt_T_min   0.967
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6297
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker APEX-III Photon-II detector'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18840
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_av_R_equivalents  0.0454
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.340
_diffrn_reflns_theta_max         28.449
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             3015
_reflns_number_gt                2276
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Xseed-2017 (Barbour, 2017)'
_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)+(0.0587P)²+0.2784P] 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         3015
_refine_ls_number_parameters     179
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0688
_refine_ls_R_factor_gt           0.0504
_refine_ls_wR_factor_ref         0.1381
_refine_ls_wR_factor_gt          0.1252
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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 0.21462(19) 0.32752(7) 0.49515(12) 0.0617(3) Uani 1 1 d D . . . .
N1 N 0.5343(2) 0.24242(7) 0.56017(13) 0.0527(3) Uani 1 1 d . . . . .
C8 C 0.1408(2) 0.33924(8) 0.59728(16) 0.0468(3) Uani 1 1 d . . . . .
O2 O 0.2158(2) 0.31324(8) 0.70844(13) 0.0751(4) Uani 1 1 d . . . . .
N2 N 0.8263(2) 0.18523(6) 0.56897(13) 0.0481(3) Uani 1 1 d . . . . .
C9 C -0.0495(2) 0.38672(8) 0.56619(15) 0.0446(3) Uani 1 1 d . . . . .
C14 C -0.1495(3) 0.39909(12) 0.66430(19) 0.0707(5) Uani 1 1 d . . . . .
H14 H -0.098388 0.377637 0.749076 0.085 Uiso 1 1 calc R U . . .
C13 C -0.3249(3) 0.44296(13) 0.63847(19) 0.0766(6) Uani 1 1 d . . . . .
H13 H -0.390520 0.450438 0.706260 0.092 Uiso 1 1 calc R U . . .
C12 C -0.4055(2) 0.47610(8) 0.51384(15) 0.0460(3) Uani 1 1 d . . . . .
C11 C -0.3055(3) 0.46221(9) 0.41514(17) 0.0523(4) Uani 1 1 d . . . . .
H11 H -0.357519 0.482932 0.329762 0.063 Uiso 1 1 calc R U . . .
C10 C -0.1299(2) 0.41815(9) 0.44089(16) 0.0522(4) Uani 1 1 d . . . . .
H10 H -0.065387 0.409678 0.372865 0.063 Uiso 1 1 calc R U . . .
C1 C 0.6666(3) 0.22421(8) 0.49178(17) 0.0498(4) Uani 1 1 d . . . . .
C2 C 0.6114(3) 0.21325(9) 0.68669(17) 0.0554(4) Uani 1 1 d . . . . .
C3 C 0.7923(3) 0.17775(9) 0.69379(18) 0.0555(4) Uani 1 1 d . . . . .
C4 C 1.0025(3) 0.15615(9) 0.5264(2) 0.0575(4) Uani 1 1 d . . . . .
H4A H 1.133609 0.170782 0.591139 0.069 Uiso 1 1 calc R U . . .
H4B H 0.999543 0.176716 0.439086 0.069 Uiso 1 1 calc R U . . .
C5 C 0.9985(2) 0.07495(8) 0.51495(16) 0.0464(3) Uani 1 1 d . . . . .
C6 C 0.8136(3) 0.03632(9) 0.4776(2) 0.0624(5) Uani 1 1 d . . . . .
H6 H 0.685625 0.060442 0.462195 0.075 Uiso 1 1 calc R U . . .
C7 C 1.1852(2) 0.03794(9) 0.5374(2) 0.0580(4) Uani 1 1 d . . . . .
H7 H 1.312263 0.063011 0.562940 0.070 Uiso 1 1 calc R U . . .
H1 H 0.653(3) 0.2361(9) 0.3989(19) 0.060(5) Uiso 1 1 d . . . . .
H2 H 0.543(3) 0.2197(10) 0.756(2) 0.072(5) Uiso 1 1 d . . . . .
H3 H 0.886(3) 0.1512(11) 0.764(2) 0.080(6) Uiso 1 1 d . . . . .
H1A H 0.335(2) 0.2969(11) 0.520(3) 0.109(8) Uiso 1 1 d D . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C8 1.2958(18) . ?
N1 C1 1.312(2) . ?
N1 C2 1.367(2) . ?
C8 O2 1.2094(19) . ?
C8 C9 1.494(2) . ?
N2 C1 1.339(2) . ?
N2 C3 1.372(2) . ?
N2 C4 1.4590(18) . ?
C9 C14 1.373(2) . ?
C9 C10 1.376(2) . ?
C14 C13 1.379(2) . ?
C13 C12 1.384(2) . ?
C12 C11 1.383(2) . ?
C12 C12 1.492(3) 3_466 ?
C11 C10 1.382(2) . ?
C2 C3 1.349(2) . ?
C4 C5 1.509(2) . ?
C5 C7 1.373(2) . ?
C5 C6 1.374(2) . ?
C6 C7 1.385(2) 3_756 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C2 106.47(13) . . ?
O2 C8 O1 123.48(14) . . ?
O2 C8 C9 122.08(14) . . ?
O1 C8 C9 114.42(13) . . ?
C1 N2 C3 107.32(13) . . ?
C1 N2 C4 125.75(14) . . ?
C3 N2 C4 126.93(14) . . ?
C14 C9 C10 118.60(14) . . ?
C14 C9 C8 119.55(14) . . ?
C10 C9 C8 121.85(13) . . ?
C9 C14 C13 120.73(16) . . ?
C14 C13 C12 121.43(16) . . ?
C11 C12 C13 117.28(14) . . ?
C11 C12 C12 121.29(17) . 3_466 ?
C13 C12 C12 121.43(17) . 3_466 ?
C10 C11 C12 121.31(15) . . ?
C9 C10 C11 120.64(14) . . ?
N1 C1 N2 110.78(15) . . ?
C3 C2 N1 109.24(15) . . ?
C2 C3 N2 106.19(15) . . ?
N2 C4 C5 113.19(13) . . ?
C7 C5 C6 118.23(14) . . ?
C7 C5 C4 119.33(14) . . ?
C6 C5 C4 122.39(13) . . ?
C5 C6 C7 121.07(14) . 3_756 ?
C5 C7 C6 120.70(15) . 3_756 ?

_refine_diff_density_max         0.188
_refine_diff_density_min         -0.198
_refine_diff_density_rms         0.034

####################################################################### 
# 
# 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_BIMB-BPDCA_150K
_database_code_depnum_ccdc_archive 'CCDC 2190771'
loop_
_audit_author_name
_audit_author_address
'Dinabandhu Das'
;Jawaharlal Nehru University
India
;
_audit_update_record             
;
2022-07-16 deposited with the CCDC.	2022-09-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H24 N4 O4'
_chemical_formula_weight         480.51

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                   6.6622(7)
_cell_length_b                   18.301(2)
_cell_length_c                   10.1785(12)
_cell_angle_alpha                90
_cell_angle_beta                 107.716(4)
_cell_angle_gamma                90
_cell_volume                     1182.1(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    8861
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      28.36

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.350
_exptl_crystal_F_000             504
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.092
_shelx_estimated_absorpt_T_min   0.967
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6884
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker APEX-III Photon-II detector'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18342
_diffrn_reflns_av_unetI/netI     0.0194
_diffrn_reflns_av_R_equivalents  0.0274
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.377
_diffrn_reflns_theta_max         28.403
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             2941
_reflns_number_gt                2562
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Xseed-2017 (Barbour, 2017)'
_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)+(0.0499P)²+0.4924P] 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         2941
_refine_ls_number_parameters     179
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0433
_refine_ls_wR_factor_ref         0.1127
_refine_ls_wR_factor_gt          0.1070
_refine_ls_goodness_of_fit_ref   1.031
_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
O1 O 0.21772(15) 0.32957(5) 0.49441(9) 0.0329(2) Uani 1 1 d D . . . .
O2 O 0.22221(15) 0.31205(6) 0.71126(10) 0.0387(3) Uani 1 1 d . . . . .
N2 N 0.82868(16) 0.18706(5) 0.57163(11) 0.0252(2) Uani 1 1 d . . . . .
N1 N 0.53496(17) 0.24410(6) 0.55987(11) 0.0288(2) Uani 1 1 d . . . . .
C5 C 0.99977(19) 0.07603(6) 0.51675(12) 0.0244(2) Uani 1 1 d . . . . .
C1 C 0.6683(2) 0.22708(7) 0.49221(13) 0.0273(3) Uani 1 1 d . . . . .
C9 C -0.04624(18) 0.38694(6) 0.56642(12) 0.0243(2) Uani 1 1 d . . . . .
C12 C -0.40535(18) 0.47616(7) 0.51383(12) 0.0262(3) Uani 1 1 d . . . . .
C10 C -0.1304(2) 0.41974(7) 0.43914(13) 0.0280(3) Uani 1 1 d . . . . .
H10 H -0.066250 0.412042 0.368710 0.034 Uiso 1 1 calc R U . . .
C3 C 0.7945(2) 0.17766(7) 0.69724(13) 0.0284(3) Uani 1 1 d . . . . .
C11 C -0.3072(2) 0.46371(7) 0.41341(13) 0.0278(3) Uani 1 1 d . . . . .
H11 H -0.362656 0.485812 0.325319 0.033 Uiso 1 1 calc R U . . .
C7 C 1.1869(2) 0.03836(7) 0.53789(15) 0.0317(3) Uani 1 1 d . . . . .
H7 H 1.316577 0.064263 0.564041 0.038 Uiso 1 1 calc R U . . .
C8 C 0.14543(18) 0.33950(6) 0.59783(12) 0.0242(2) Uani 1 1 d . . . . .
C6 C 0.8129(2) 0.03695(7) 0.47872(16) 0.0343(3) Uani 1 1 d . . . . .
H6 H 0.682961 0.061983 0.463801 0.041 Uiso 1 1 calc R U . . .
C2 C 0.6129(2) 0.21331(7) 0.68866(13) 0.0291(3) Uani 1 1 d . . . . .
C4 C 1.0048(2) 0.15825(7) 0.53052(14) 0.0295(3) Uani 1 1 d . . . . .
H4A H 1.138520 0.172891 0.599805 0.035 Uiso 1 1 calc R U . . .
H4B H 1.002155 0.180218 0.441123 0.035 Uiso 1 1 calc R U . . .
C14 C -0.1439(2) 0.39807(10) 0.66659(15) 0.0465(4) Uani 1 1 d . . . . .
H14 H -0.089008 0.375377 0.754169 0.056 Uiso 1 1 calc R U . . .
C13 C -0.3205(3) 0.44183(11) 0.64075(16) 0.0531(5) Uani 1 1 d . . . . .
H13 H -0.385515 0.448646 0.710994 0.064 Uiso 1 1 calc R U . . .
H1 H 0.656(2) 0.2395(8) 0.3979(17) 0.035(4) Uiso 1 1 d . . . . .
H2 H 0.541(3) 0.2194(9) 0.7552(17) 0.037(4) Uiso 1 1 d . . . . .
H3 H 0.889(3) 0.1499(9) 0.7688(17) 0.041(4) Uiso 1 1 d . . . . .
H1A H 0.338(2) 0.2987(10) 0.519(2) 0.079(7) Uiso 1 1 d D . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C8 1.2967(14) . ?
O2 C8 1.2197(15) . ?
N2 C1 1.3437(16) . ?
N2 C3 1.3759(16) . ?
N2 C4 1.4592(15) . ?
N1 C1 1.3166(16) . ?
N1 C2 1.3752(16) . ?
C5 C7 1.3827(16) . ?
C5 C6 1.3847(18) . ?
C5 C4 1.5106(16) . ?
C9 C14 1.3814(18) . ?
C9 C10 1.3823(17) . ?
C9 C8 1.4961(16) . ?
C12 C11 1.3893(16) . ?
C12 C13 1.3923(19) . ?
C12 C12 1.488(2) 3_466 ?
C10 C11 1.3846(16) . ?
C3 C2 1.3537(18) . ?
C7 C6 1.3885(18) 3_756 ?
C14 C13 1.3808(19) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N2 C3 107.53(10) . . ?
C1 N2 C4 125.87(11) . . ?
C3 N2 C4 126.60(11) . . ?
C1 N1 C2 106.40(10) . . ?
C7 C5 C6 118.50(11) . . ?
C7 C5 C4 119.24(11) . . ?
C6 C5 C4 122.22(10) . . ?
N1 C1 N2 110.72(11) . . ?
C14 C9 C10 118.69(11) . . ?
C14 C9 C8 119.41(11) . . ?
C10 C9 C8 121.90(11) . . ?
C11 C12 C13 117.37(11) . . ?
C11 C12 C12 121.21(14) . 3_466 ?
C13 C12 C12 121.42(14) . 3_466 ?
C9 C10 C11 120.57(11) . . ?
C2 C3 N2 106.09(11) . . ?
C10 C11 C12 121.33(11) . . ?
C5 C7 C6 120.68(12) . 3_756 ?
O2 C8 O1 123.94(11) . . ?
O2 C8 C9 121.75(11) . . ?
O1 C8 C9 114.30(10) . . ?
C5 C6 C7 120.82(11) . 3_756 ?
C3 C2 N1 109.26(11) . . ?
N2 C4 C5 112.91(10) . . ?
C13 C14 C9 120.69(13) . . ?
C14 C13 C12 121.34(13) . . ?

_refine_diff_density_max         0.277
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.040

####################################################################### 
# 
# 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_BIMB-BPDCA_450K
_database_code_depnum_ccdc_archive 'CCDC 2190773'
loop_
_audit_author_name
_audit_author_address
'Dinabandhu Das'
;Jawaharlal Nehru University
India
;
_audit_update_record             
;
2022-07-16 deposited with the CCDC.	2022-09-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H24 N4 O4'
_chemical_formula_weight         480.51

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                   6.5537(9)
_cell_length_b                   18.802(3)
_cell_length_c                   10.3681(18)
_cell_angle_alpha                90
_cell_angle_beta                 104.937(6)
_cell_angle_gamma                90
_cell_volume                     1234.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    450(2)
_cell_measurement_reflns_used    4767
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      25.86

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_F_000             504
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.088
_shelx_estimated_absorpt_T_min   0.968
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6469
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      450(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker APEX-III Photon-II detector'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19694
_diffrn_reflns_av_unetI/netI     0.0365
_diffrn_reflns_av_R_equivalents  0.0519
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.304
_diffrn_reflns_theta_max         28.326
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             3067
_reflns_number_gt                1825
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Xseed-2017 (Barbour, 2017)'
_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)+(0.0621P)²+0.2477P] 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         3067
_refine_ls_number_parameters     179
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1036
_refine_ls_R_factor_gt           0.0606
_refine_ls_wR_factor_ref         0.1677
_refine_ls_wR_factor_gt          0.1423
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_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 0.2112(3) 0.32542(9) 0.49570(16) 0.0982(5) Uani 1 1 d D . . . .
N1 N 0.5326(3) 0.24072(9) 0.55961(18) 0.0832(5) Uani 1 1 d . . . . .
C8 C 0.1354(3) 0.33908(11) 0.5960(2) 0.0764(5) Uani 1 1 d . . . . .
O2 O 0.2078(3) 0.31471(11) 0.70499(18) 0.1220(7) Uani 1 1 d . . . . .
N2 N 0.8225(3) 0.18310(8) 0.56482(19) 0.0772(5) Uani 1 1 d . . . . .
C9 C -0.0534(3) 0.38653(10) 0.5650(2) 0.0698(5) Uani 1 1 d . . . . .
C14 C -0.1555(4) 0.40059(15) 0.6616(2) 0.1057(9) Uani 1 1 d . . . . .
H14 H -0.106940 0.380153 0.745575 0.127 Uiso 1 1 calc R U . . .
C13 C -0.3291(4) 0.44458(16) 0.6363(3) 0.1108(9) Uani 1 1 d . . . . .
H13 H -0.395958 0.453177 0.703757 0.133 Uiso 1 1 calc R U . . .
C12 C -0.4062(3) 0.47613(10) 0.5137(2) 0.0714(5) Uani 1 1 d . . . . .
C11 C -0.3042(3) 0.46043(12) 0.4167(2) 0.0836(6) Uani 1 1 d . . . . .
H11 H -0.353945 0.479904 0.331973 0.100 Uiso 1 1 calc R U . . .
C10 C -0.1300(3) 0.41648(12) 0.4422(2) 0.0827(6) Uani 1 1 d . . . . .
H10 H -0.063740 0.407136 0.374780 0.099 Uiso 1 1 calc R U . . .
C1 C 0.6633(3) 0.22122(11) 0.4904(2) 0.0786(6) Uani 1 1 d . . . . .
C2 C 0.6087(4) 0.21331(13) 0.6836(2) 0.0895(7) Uani 1 1 d . . . . .
C3 C 0.7878(4) 0.17787(13) 0.6884(3) 0.0909(7) Uani 1 1 d . . . . .
C4 C 0.9988(4) 0.15367(12) 0.5204(3) 0.0939(7) Uani 1 1 d . . . . .
H4A H 1.129935 0.168795 0.581562 0.113 Uiso 1 1 calc R U . . .
H4B H 0.995329 0.172973 0.433098 0.113 Uiso 1 1 calc R U . . .
C5 C 0.9968(3) 0.07388(10) 0.5122(2) 0.0738(5) Uani 1 1 d . . . . .
C6 C 0.8143(3) 0.03543(12) 0.4755(3) 0.0996(8) Uani 1 1 d . . . . .
H6 H 0.685306 0.058951 0.458506 0.120 Uiso 1 1 calc R U . . .
C7 C 1.1827(3) 0.03774(12) 0.5371(3) 0.0925(7) Uani 1 1 d . . . . .
H7 H 1.309451 0.062571 0.562877 0.111 Uiso 1 1 calc R U . . .
H1 H 0.652(4) 0.2323(12) 0.395(3) 0.108(8) Uiso 1 1 d . . . . .
H2 H 0.540(4) 0.2206(13) 0.755(3) 0.113(8) Uiso 1 1 d . . . . .
H3 H 0.879(4) 0.1534(14) 0.755(3) 0.115(9) Uiso 1 1 d . . . . .
H1A H 0.333(3) 0.2961(13) 0.521(3) 0.159(12) Uiso 1 1 d D . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C8 1.289(2) . ?
N1 C1 1.304(3) . ?
N1 C2 1.355(3) . ?
C8 O2 1.198(3) . ?
C8 C9 1.492(3) . ?
N2 C1 1.336(3) . ?
N2 C3 1.361(3) . ?
N2 C4 1.459(2) . ?
C9 C10 1.364(3) . ?
C9 C14 1.365(3) . ?
C14 C13 1.376(3) . ?
C13 C12 1.376(3) . ?
C12 C11 1.375(3) . ?
C12 C12 1.489(4) 3_466 ?
C11 C10 1.379(3) . ?
C2 C3 1.339(3) . ?
C4 C5 1.503(3) . ?
C5 C7 1.360(3) . ?
C5 C6 1.365(3) . ?
C6 C7 1.383(3) 3_756 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C2 106.41(19) . . ?
O2 C8 O1 122.9(2) . . ?
O2 C8 C9 122.47(19) . . ?
O1 C8 C9 114.58(19) . . ?
C1 N2 C3 106.71(18) . . ?
C1 N2 C4 125.8(2) . . ?
C3 N2 C4 127.44(19) . . ?
C10 C9 C14 118.18(19) . . ?
C10 C9 C8 122.23(18) . . ?
C14 C9 C8 119.6(2) . . ?
C9 C14 C13 121.0(2) . . ?
C12 C13 C14 121.6(2) . . ?
C11 C12 C13 116.82(19) . . ?
C11 C12 C12 121.5(2) . 3_466 ?
C13 C12 C12 121.6(2) . 3_466 ?
C12 C11 C10 121.5(2) . . ?
C9 C10 C11 120.91(19) . . ?
N1 C1 N2 111.0(2) . . ?
C3 C2 N1 109.2(2) . . ?
C2 C3 N2 106.7(2) . . ?
N2 C4 C5 113.63(18) . . ?
C7 C5 C6 117.76(19) . . ?
C7 C5 C4 119.60(19) . . ?
C6 C5 C4 122.59(18) . . ?
C5 C6 C7 121.38(18) . 3_756 ?
C5 C7 C6 120.9(2) . 3_756 ?

_refine_diff_density_max         0.104
_refine_diff_density_min         -0.153
_refine_diff_density_rms         0.027

