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

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

data_TP_64_a
_database_code_depnum_ccdc_archive 'CCDC 2457288'
loop_
_audit_author_name
_audit_author_address
'Satyajit Pal'
;Department of Chemistry Visva Bharati
India
;
_audit_update_record             
;
2025-06-06 deposited with the CCDC.	2025-11-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H23 N'
_chemical_formula_weight         397.49

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           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                   11.3687(4)
_cell_length_b                   17.6290(7)
_cell_length_c                   11.5663(5)
_cell_angle_alpha                90
_cell_angle_beta                 108.2540(10)
_cell_angle_gamma                90
_cell_volume                     2201.45(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    4381
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      31.47

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.199
_exptl_crystal_F_000             840
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.069
_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      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-III CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            39033
_diffrn_reflns_av_unetI/netI     0.0519
_diffrn_reflns_av_R_equivalents  0.0578
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.21
_diffrn_reflns_theta_max         31.47
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             7252
_reflns_number_gt                5321
_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    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7252
_refine_ls_number_parameters     281
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1050
_refine_ls_R_factor_gt           0.0700
_refine_ls_wR_factor_ref         0.2226
_refine_ls_wR_factor_gt          0.1956
_refine_ls_goodness_of_fit_ref   1.388
_refine_ls_restrained_S_all      1.388
_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
N001 N 0.31722(12) 0.36068(7) 0.47493(12) 0.0166(3) Uani 1 1 d . . . . .
C002 C 0.22665(14) 0.37782(9) 0.36783(14) 0.0164(3) Uani 1 1 d . . . . .
C003 C 0.28854(14) 0.40759(9) 0.28841(14) 0.0173(3) Uani 1 1 d . . . . .
C004 C 0.52379(14) 0.34173(8) 0.56967(14) 0.0164(3) Uani 1 1 d . . . . .
C005 C 0.43275(14) 0.37428(8) 0.46249(14) 0.0158(3) Uani 1 1 d . . . . .
C006 C 0.46263(13) 0.30696(9) 0.63699(14) 0.0174(3) Uani 1 1 d . . . . .
H006 H 0.5015 0.2811 0.7089 0.021 Uiso 1 1 calc R U . . .
C007 C 0.27306(14) 0.35808(9) 0.67213(14) 0.0173(3) Uani 1 1 d . . . . .
C008 C 0.65948(14) 0.34440(9) 0.59713(14) 0.0170(3) Uani 1 1 d . . . . .
C009 C 0.42000(14) 0.40483(9) 0.34970(14) 0.0172(3) Uani 1 1 d . . . . .
C00A C 0.21723(15) 0.43017(9) 0.17114(14) 0.0203(3) Uani 1 1 d . . . . .
H00A H 0.2552 0.4506 0.1177 0.024 Uiso 1 1 calc R U . . .
C00B C 0.25805(14) 0.23860(9) 0.53883(13) 0.0174(3) Uani 1 1 d . . . . .
C00C C 0.09814(14) 0.37015(9) 0.33304(14) 0.0182(3) Uani 1 1 d . . . . .
H00C H 0.0589 0.3512 0.3864 0.022 Uiso 1 1 calc R U . . .
C00D C 0.72996(15) 0.27912(9) 0.63858(15) 0.0202(3) Uani 1 1 d . . . . .
H00D H 0.6906 0.2339 0.6457 0.024 Uiso 1 1 calc R U . . .
C00E C 0.22748(15) 0.43144(9) 0.64715(15) 0.0207(3) Uani 1 1 d . . . . .
H00E H 0.2220 0.4536 0.5727 0.025 Uiso 1 1 calc R U . . .
C00F C 0.32230(13) 0.31460(9) 0.58243(13) 0.0157(3) Uani 1 1 d . . . . .
C00G C 0.71998(15) 0.41187(9) 0.58710(15) 0.0204(3) Uani 1 1 d . . . . .
H00G H 0.6740 0.4555 0.5591 0.024 Uiso 1 1 calc R U . . .
C00H C 0.30652(15) 0.19238(9) 0.46645(15) 0.0209(3) Uani 1 1 d . . . . .
H00H H 0.3795 0.2064 0.4519 0.025 Uiso 1 1 calc R U . . .
C00I C 0.03121(15) 0.39204(9) 0.21537(15) 0.0206(3) Uani 1 1 d . . . . .
H00I H -0.0545 0.3869 0.1890 0.025 Uiso 1 1 calc R U . . .
C00J C 0.09020(15) 0.42169(9) 0.13577(15) 0.0231(4) Uani 1 1 d . . . . .
H00J H 0.0430 0.4360 0.0576 0.028 Uiso 1 1 calc R U . . .
C00K C 0.91737(15) 0.34870(10) 0.65884(17) 0.0254(4) Uani 1 1 d . . . . .
H00K H 1.0032 0.3501 0.6788 0.031 Uiso 1 1 calc R U . . .
C00L C 0.84805(15) 0.41427(10) 0.61858(16) 0.0241(4) Uani 1 1 d . . . . .
H00L H 0.8877 0.4596 0.6128 0.029 Uiso 1 1 calc R U . . .
C00M C 0.14838(15) 0.21674(10) 0.55879(16) 0.0234(4) Uani 1 1 d . . . . .
H00M H 0.1147 0.2468 0.6066 0.028 Uiso 1 1 calc R U . . .
C00N C 0.85777(15) 0.28118(10) 0.66906(16) 0.0240(4) Uani 1 1 d . . . . .
H00N H 0.9039 0.2375 0.6964 0.029 Uiso 1 1 calc R U . . .
C00O C 0.19010(16) 0.47195(10) 0.73261(16) 0.0252(4) Uani 1 1 d . . . . .
H00O H 0.1604 0.5212 0.7151 0.030 Uiso 1 1 calc R U . . .
C00P C 0.27981(15) 0.32591(10) 0.78442(15) 0.0228(3) Uani 1 1 d . . . . .
H00P H 0.3103 0.2769 0.8025 0.027 Uiso 1 1 calc R U . . .
C00Q C 0.19670(16) 0.43978(11) 0.84314(15) 0.0270(4) Uani 1 1 d . . . . .
H00Q H 0.1713 0.4671 0.8999 0.032 Uiso 1 1 calc R U . . .
C00R C 0.51788(16) 0.43016(10) 0.29685(16) 0.0251(4) Uani 1 1 d . . . . .
H00B H 0.5303 0.4838 0.3083 0.038 Uiso 1 1 calc R U . . .
H00F H 0.4923 0.4187 0.2114 0.038 Uiso 1 1 calc R U . . .
H00R H 0.5939 0.4041 0.3369 0.038 Uiso 1 1 calc R U . . .
C00S C 0.24708(17) 0.12600(10) 0.41612(16) 0.0264(4) Uani 1 1 d . . . . .
H00S H 0.2804 0.0957 0.3684 0.032 Uiso 1 1 calc R U . . .
C00T C 0.24142(17) 0.36632(11) 0.86932(16) 0.0268(4) Uani 1 1 d . . . . .
H00T H 0.2456 0.3442 0.9435 0.032 Uiso 1 1 calc R U . . .
C00U C 0.13818(17) 0.10473(10) 0.43670(17) 0.0280(4) Uani 1 1 d . . . . .
H00U H 0.0983 0.0601 0.4030 0.034 Uiso 1 1 calc R U . . .
C00V C 0.08892(17) 0.15000(10) 0.50742(17) 0.0286(4) Uani 1 1 d . . . . .
H00V H 0.0155 0.1359 0.5209 0.034 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
N001 C002 1.3736(19) . ?
N001 C005 1.386(2) . ?
N001 C00F 1.4713(19) . ?
C002 C00C 1.395(2) . ?
C002 C003 1.421(2) . ?
C003 C00A 1.402(2) . ?
C003 C009 1.440(2) . ?
C004 C006 1.343(2) . ?
C004 C005 1.461(2) . ?
C004 C008 1.475(2) . ?
C005 C009 1.376(2) . ?
C006 C00F 1.527(2) . ?
C006 H006 0.9300 . ?
C007 C00E 1.389(2) . ?
C007 C00P 1.397(2) . ?
C007 C00F 1.530(2) . ?
C008 C00D 1.398(2) . ?
C008 C00G 1.397(2) . ?
C009 C00R 1.496(2) . ?
C00A C00J 1.380(2) . ?
C00A H00A 0.9300 . ?
C00B C00M 1.392(2) . ?
C00B C00H 1.399(2) . ?
C00B C00F 1.534(2) . ?
C00C C00I 1.390(2) . ?
C00C H00C 0.9300 . ?
C00D C00N 1.384(2) . ?
C00D H00D 0.9300 . ?
C00E C00O 1.390(2) . ?
C00E H00E 0.9300 . ?
C00G C00L 1.386(2) . ?
C00G H00G 0.9300 . ?
C00H C00S 1.385(2) . ?
C00H H00H 0.9300 . ?
C00I C00J 1.399(2) . ?
C00I H00I 0.9300 . ?
C00J H00J 0.9300 . ?
C00K C00L 1.394(2) . ?
C00K C00N 1.393(2) . ?
C00K H00K 0.9300 . ?
C00L H00L 0.9300 . ?
C00M C00V 1.394(2) . ?
C00M H00M 0.9300 . ?
C00N H00N 0.9300 . ?
C00O C00Q 1.379(3) . ?
C00O H00O 0.9300 . ?
C00P C00T 1.390(2) . ?
C00P H00P 0.9300 . ?
C00Q C00T 1.389(3) . ?
C00Q H00Q 0.9300 . ?
C00R H00B 0.9600 . ?
C00R H00F 0.9600 . ?
C00R H00R 0.9600 . ?
C00S C00U 1.384(3) . ?
C00S H00S 0.9300 . ?
C00T H00T 0.9300 . ?
C00U C00V 1.381(3) . ?
C00U H00U 0.9300 . ?
C00V H00V 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C002 N001 C005 109.59(13) . . ?
C002 N001 C00F 134.71(13) . . ?
C005 N001 C00F 113.30(12) . . ?
N001 C002 C00C 131.32(15) . . ?
N001 C002 C003 106.33(13) . . ?
C00C C002 C003 122.36(14) . . ?
C00A C003 C002 118.48(14) . . ?
C00A C003 C009 133.00(15) . . ?
C002 C003 C009 108.47(13) . . ?
C006 C004 C005 108.27(13) . . ?
C006 C004 C008 125.87(14) . . ?
C005 C004 C008 125.83(14) . . ?
C009 C005 N001 110.13(13) . . ?
C009 C005 C004 142.60(15) . . ?
N001 C005 C004 106.64(13) . . ?
C004 C006 C00F 112.56(13) . . ?
C004 C006 H006 123.7 . . ?
C00F C006 H006 123.7 . . ?
C00E C007 C00P 118.65(15) . . ?
C00E C007 C00F 121.14(14) . . ?
C00P C007 C00F 120.11(14) . . ?
C00D C008 C00G 119.02(14) . . ?
C00D C008 C004 119.72(14) . . ?
C00G C008 C004 121.21(14) . . ?
C005 C009 C003 105.35(14) . . ?
C005 C009 C00R 129.28(14) . . ?
C003 C009 C00R 125.36(14) . . ?
C003 C00A C00J 119.35(16) . . ?
C003 C00A H00A 120.3 . . ?
C00J C00A H00A 120.3 . . ?
C00M C00B C00H 118.64(15) . . ?
C00M C00B C00F 123.13(14) . . ?
C00H C00B C00F 117.98(14) . . ?
C00I C00C C002 117.27(15) . . ?
C00I C00C H00C 121.4 . . ?
C002 C00C H00C 121.4 . . ?
C00N C00D C008 120.58(14) . . ?
C00N C00D H00D 119.7 . . ?
C008 C00D H00D 119.7 . . ?
C007 C00E C00O 120.51(16) . . ?
C007 C00E H00E 119.7 . . ?
C00O C00E H00E 119.7 . . ?
N001 C00F C006 99.05(12) . . ?
N001 C00F C007 111.75(13) . . ?
C006 C00F C007 108.71(12) . . ?
N001 C00F C00B 108.42(12) . . ?
C006 C00F C00B 112.78(12) . . ?
C007 C00F C00B 115.02(13) . . ?
C00L C00G C008 120.53(15) . . ?
C00L C00G H00G 119.7 . . ?
C008 C00G H00G 119.7 . . ?
C00S C00H C00B 120.78(16) . . ?
C00S C00H H00H 119.6 . . ?
C00B C00H H00H 119.6 . . ?
C00C C00I C00J 121.32(15) . . ?
C00C C00I H00I 119.3 . . ?
C00J C00I H00I 119.3 . . ?
C00A C00J C00I 121.21(14) . . ?
C00A C00J H00J 119.4 . . ?
C00I C00J H00J 119.4 . . ?
C00L C00K C00N 119.86(15) . . ?
C00L C00K H00K 120.1 . . ?
C00N C00K H00K 120.1 . . ?
C00G C00L C00K 119.97(15) . . ?
C00G C00L H00L 120.0 . . ?
C00K C00L H00L 120.0 . . ?
C00B C00M C00V 120.21(16) . . ?
C00B C00M H00M 119.9 . . ?
C00V C00M H00M 119.9 . . ?
C00D C00N C00K 120.03(15) . . ?
C00D C00N H00N 120.0 . . ?
C00K C00N H00N 120.0 . . ?
C00Q C00O C00E 120.54(16) . . ?
C00Q C00O H00O 119.7 . . ?
C00E C00O H00O 119.7 . . ?
C00T C00P C007 120.72(16) . . ?
C00T C00P H00P 119.6 . . ?
C007 C00P H00P 119.6 . . ?
C00O C00Q C00T 119.69(16) . . ?
C00O C00Q H00Q 120.2 . . ?
C00T C00Q H00Q 120.2 . . ?
C009 C00R H00B 109.5 . . ?
C009 C00R H00F 109.5 . . ?
H00B C00R H00F 109.5 . . ?
C009 C00R H00R 109.5 . . ?
H00B C00R H00R 109.5 . . ?
H00F C00R H00R 109.5 . . ?
C00H C00S C00U 120.11(17) . . ?
C00H C00S H00S 119.9 . . ?
C00U C00S H00S 119.9 . . ?
C00P C00T C00Q 119.88(16) . . ?
C00P C00T H00T 120.1 . . ?
C00Q C00T H00T 120.1 . . ?
C00V C00U C00S 119.73(16) . . ?
C00V C00U H00U 120.1 . . ?
C00S C00U H00U 120.1 . . ?
C00U C00V C00M 120.53(17) . . ?
C00U C00V H00V 119.7 . . ?
C00M C00V H00V 119.7 . . ?

_refine_diff_density_max         0.338
_refine_diff_density_min         -0.360
_refine_diff_density_rms         0.074

