# Electronic Supplementary Material (ESI) for Sensors & Diagnostics.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_PAM
_database_code_depnum_ccdc_archive 'CCDC 2305044'
loop_
_audit_author_name
_audit_author_address
'SULEKHA KUMARI PANDIT'
;Indian Institute of Technology Guwahati
India
;
_audit_update_record             
;
2023-11-03 deposited with the CCDC.	2024-01-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H15 N3 O3'
_chemical_formula_weight         393.39

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           13
_space_group_name_H-M_alt        'P 2/c'
_space_group_name_Hall           '-P 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   6.774(2)
_cell_length_b                   13.257(4)
_cell_length_c                   20.637(6)
_cell_angle_alpha                90
_cell_angle_beta                 97.183(8)
_cell_angle_gamma                90
_cell_volume                     1838.8(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    4659
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      24.71

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.421
_exptl_crystal_F_000             816
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    0.096
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22767
_diffrn_reflns_av_unetI/netI     0.0694
_diffrn_reflns_av_R_equivalents  0.0788
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.536
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        24.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3221
_reflns_number_gt                1552
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²+0.2346P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.063(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3221
_refine_ls_number_parameters     272
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2365
_refine_ls_R_factor_gt           0.1464
_refine_ls_wR_factor_ref         0.4682
_refine_ls_wR_factor_gt          0.4017
_refine_ls_goodness_of_fit_ref   1.510
_refine_ls_restrained_S_all      1.510
_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
O3 O 0.2345(9) 0.4260(4) 0.5477(3) 0.0809(19) Uani 1 1 d . . . . .
N3 N 0.2345(8) 0.5412(4) 0.6282(3) 0.0580(17) Uani 1 1 d . . . . .
O1 O 0.5796(14) 0.8993(5) 0.4553(3) 0.101(2) Uani 1 1 d . . . . .
O2 O 0.2464(9) 0.6577(4) 0.7099(3) 0.0837(19) Uani 1 1 d . . . . .
N2 N 0.2499(12) 0.8706(5) 0.4575(3) 0.080(2) Uani 1 1 d . . . . .
H5 H 0.134503 0.892580 0.441554 0.096 Uiso 1 1 calc R U . . .
N1 N 0.1542(18) 1.0214(6) 0.3789(4) 0.102(3) Uani 1 1 d . . . . .
C12 C 0.2366(12) 0.6234(6) 0.5819(4) 0.060(2) Uani 1 1 d . . . . .
C17 C 0.2461(10) 0.3857(6) 0.7217(4) 0.057(2) Uani 1 1 d . . . . .
C16 C 0.2490(10) 0.4862(5) 0.7431(4) 0.0551(19) Uani 1 1 d . . . . .
C7 C 0.2500(14) 0.7870(6) 0.4994(4) 0.069(2) Uani 1 1 d . . . . .
C24 C 0.2581(10) 0.5088(6) 0.8076(4) 0.062(2) Uani 1 1 d . . . . .
H15 H 0.262349 0.575898 0.820752 0.075 Uiso 1 1 calc R U . . .
C15 C 0.2388(10) 0.3614(6) 0.6552(4) 0.059(2) Uani 1 1 d . . . . .
C13 C 0.2430(11) 0.5690(6) 0.6942(4) 0.058(2) Uani 1 1 d . . . . .
C14 C 0.2384(11) 0.4425(6) 0.6061(4) 0.063(2) Uani 1 1 d . . . . .
C11 C 0.0748(15) 0.6837(6) 0.5686(4) 0.078(3) Uani 1 1 d . . . . .
H9 H -0.040973 0.669391 0.586708 0.094 Uiso 1 1 calc R U . . .
C6 C 0.403(2) 0.9198(7) 0.4393(5) 0.088(3) Uani 1 1 d . . . . .
C18 C 0.2499(10) 0.3078(6) 0.7684(4) 0.067(2) Uani 1 1 d . . . . .
C5 C 0.351(2) 1.0107(7) 0.3951(4) 0.086(3) Uani 1 1 d . . . . .
C21 C 0.2306(11) 0.2630(6) 0.6354(4) 0.070(2) Uani 1 1 d . . . . .
H14 H 0.222786 0.248201 0.591090 0.084 Uiso 1 1 calc R U . . .
C10 C 0.4053(13) 0.6397(6) 0.5521(4) 0.070(2) Uani 1 1 d . . . . .
H8 H 0.514084 0.596679 0.559833 0.084 Uiso 1 1 calc R U . . .
C19 C 0.2437(12) 0.2064(6) 0.7461(6) 0.080(3) Uani 1 1 d . . . . .
H10 H 0.246391 0.154135 0.776261 0.096 Uiso 1 1 calc R U . . .
C22 C 0.2588(11) 0.3349(8) 0.8359(5) 0.079(3) Uani 1 1 d . . . . .
H11 H 0.263057 0.284427 0.867294 0.094 Uiso 1 1 calc R U . . .
C9 C 0.4093(15) 0.7219(6) 0.5103(4) 0.079(3) Uani 1 1 d . . . . .
H7 H 0.521316 0.733101 0.489404 0.095 Uiso 1 1 calc R U . . .
C8 C 0.0818(14) 0.7666(6) 0.5281(4) 0.078(3) Uani 1 1 d . . . . .
H6 H -0.028194 0.808862 0.520224 0.094 Uiso 1 1 calc R U . . .
C20 C 0.2338(13) 0.1840(6) 0.6808(5) 0.081(3) Uani 1 1 d . . . . .
H12 H 0.229231 0.117243 0.666813 0.097 Uiso 1 1 calc R U . . .
C23 C 0.2611(12) 0.4322(8) 0.8547(4) 0.078(3) Uani 1 1 d . . . . .
H13 H 0.264640 0.448529 0.898611 0.093 Uiso 1 1 calc R U . . .
C4 C 0.495(2) 1.0693(7) 0.3755(5) 0.107(4) Uani 1 1 d . . . . .
H4 H 0.628795 1.055750 0.388588 0.128 Uiso 1 1 calc R U . . .
C3 C 0.437(3) 1.1513(9) 0.3347(6) 0.121(5) Uani 1 1 d . . . . .
H3 H 0.530407 1.194219 0.319887 0.145 Uiso 1 1 calc R U . . .
C1 C 0.106(2) 1.1017(8) 0.3395(6) 0.122(4) Uani 1 1 d . . . . .
H1 H -0.028422 1.113491 0.326513 0.147 Uiso 1 1 calc R U . . .
C2 C 0.237(3) 1.1658(9) 0.3176(6) 0.130(5) Uani 1 1 d . . . . .
H2 H 0.191905 1.219732 0.290894 0.156 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O3 C14 1.221(9) . ?
N3 C14 1.387(9) . ?
N3 C13 1.406(9) . ?
N3 C12 1.451(9) . ?
O1 C6 1.229(12) . ?
O2 C13 1.219(8) . ?
N2 C6 1.321(12) . ?
N2 C7 1.405(10) . ?
N1 C5 1.342(13) . ?
N1 C1 1.354(12) . ?
C12 C11 1.357(11) . ?
C12 C10 1.380(11) . ?
C17 C16 1.402(10) . ?
C17 C15 1.404(10) . ?
C17 C18 1.410(10) . ?
C16 C24 1.358(10) . ?
C16 C13 1.488(10) . ?
C7 C8 1.375(11) . ?
C7 C9 1.378(12) . ?
C24 C23 1.404(11) . ?
C15 C21 1.366(10) . ?
C15 C14 1.478(11) . ?
C11 C8 1.385(11) . ?
C6 C5 1.526(14) . ?
C18 C19 1.421(11) . ?
C18 C22 1.432(12) . ?
C5 C4 1.348(14) . ?
C21 C20 1.404(11) . ?
C10 C9 1.393(11) . ?
C19 C20 1.373(13) . ?
C22 C23 1.345(12) . ?
C4 C3 1.400(15) . ?
C3 C2 1.370(17) . ?
C1 C2 1.348(16) . ?

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
C14 N3 C13 124.5(6) . . ?
C14 N3 C12 119.3(6) . . ?
C13 N3 C12 116.1(6) . . ?
C6 N2 C7 128.6(9) . . ?
C5 N1 C1 112.9(10) . . ?
C11 C12 C10 120.7(8) . . ?
C11 C12 N3 120.1(7) . . ?
C10 C12 N3 119.2(7) . . ?
C16 C17 C15 121.5(7) . . ?
C16 C17 C18 118.8(7) . . ?
C15 C17 C18 119.7(7) . . ?
C24 C16 C17 121.0(7) . . ?
C24 C16 C13 119.7(7) . . ?
C17 C16 C13 119.3(7) . . ?
C8 C7 C9 118.7(8) . . ?
C8 C7 N2 118.9(8) . . ?
C9 C7 N2 122.3(8) . . ?
C16 C24 C23 120.9(8) . . ?
C21 C15 C17 120.5(7) . . ?
C21 C15 C14 119.5(7) . . ?
C17 C15 C14 120.0(7) . . ?
O2 C13 N3 120.5(7) . . ?
O2 C13 C16 122.3(7) . . ?
N3 C13 C16 117.2(7) . . ?
O3 C14 N3 119.6(7) . . ?
O3 C14 C15 123.0(7) . . ?
N3 C14 C15 117.3(7) . . ?
C12 C11 C8 120.1(8) . . ?
O1 C6 N2 126.0(10) . . ?
O1 C6 C5 118.6(11) . . ?
N2 C6 C5 115.4(12) . . ?
C17 C18 C19 118.3(8) . . ?
C17 C18 C22 118.4(8) . . ?
C19 C18 C22 123.3(8) . . ?
N1 C5 C4 126.8(10) . . ?
N1 C5 C6 112.4(10) . . ?
C4 C5 C6 120.9(13) . . ?
C15 C21 C20 121.0(8) . . ?
C12 C10 C9 118.7(8) . . ?
C20 C19 C18 121.3(8) . . ?
C23 C22 C18 121.2(8) . . ?
C7 C9 C10 121.0(8) . . ?
C7 C8 C11 120.6(9) . . ?
C19 C20 C21 119.2(8) . . ?
C22 C23 C24 119.7(8) . . ?
C5 C4 C3 118.0(13) . . ?
C2 C3 C4 117.3(13) . . ?
C2 C1 N1 125.3(14) . . ?
C1 C2 C3 119.7(13) . . ?

_refine_diff_density_max         0.787
_refine_diff_density_min         -0.743
_refine_diff_density_rms         0.212

# start Validation Reply Form
_vrf_PLAT084_PAM                 
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.47 Report
RESPONSE: The crystal diffracted extremely weak. Although different 
crystallisation methods were employed to grow better diffracting crystal, 
all of which were unsuccessful.
;
_vrf_PLAT340_PAM                 
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01358 Ang.  
RESPONSE: The crystal diffracted extremely weak. Although different 
crystallisation methods were employed to grow better diffracting crystal, 
all of which were unsuccessful.
;
# end Validation Reply Form

