# Supplementary Information (SI) for Journal of Materials Chemistry B.
# 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_SM_3_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2435418'
loop_
_audit_author_name
_audit_author_address
'Ayan Datta'
;Indian Association for the Cultivation of Science
India
;
_audit_update_record             
;
2025-03-31 deposited with the CCDC.	2025-10-27 downloaded from the CCDC.
;
_audit_creation_date             2025-03-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        TPB-Py
_chemical_formula_moiety         'C34 H36 N2'
_chemical_formula_sum            'C34 H36 N2'
_chemical_formula_weight         472.65
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.9774(7)
_cell_length_b                   10.2285(14)
_cell_length_c                   11.0890(14)
_cell_angle_alpha                88.341(4)
_cell_angle_beta                 88.739(4)
_cell_angle_gamma                87.817(4)
_cell_volume                     677.06(15)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    7957
_cell_measurement_temperature    236.24
_cell_measurement_theta_max      26.449
_cell_measurement_theta_min      2.673
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.5296
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear greenish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   greenish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.159
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             254
_exptl_crystal_preparation       'Slow evaporation,Luminescent'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: DCM and MeOH'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   0.7454
_exptl_transmission_factor_min   0.6686
_diffrn_reflns_av_R_equivalents  0.0572
_diffrn_reflns_av_unetI/netI     0.0700
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7957
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.449
_diffrn_reflns_theta_min         2.673
_diffrn_ambient_temperature      236.24
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-III CCD'
_diffrn_measurement_method       hemisphere
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1758
_reflns_number_total             2767
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.178
_refine_diff_density_min         -0.229
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     166
_refine_ls_number_reflns         2767
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1039
_refine_ls_R_factor_gt           0.0565
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0616P)²+0.1759P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1314
_refine_ls_wR_factor_ref         0.1625
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C12(H12), C17(H17), C11(H11), C2(H2), C4(H4), C1(H1), C3(H3)
1.b Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C16(H16A,H16B,H16C), C15(H15A,H15B,H15C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N -0.0999(4) 0.3498(2) 0.93988(18) 0.0500(6) Uani 1 1 d . . . . .
C8 C 0.3033(3) 0.7195(2) 0.77555(18) 0.0298(5) Uani 1 1 d . . . . .
H8 H 0.207446 0.683849 0.836489 0.036 Uiso 1 1 calc R U . . .
C7 C 0.3030(3) 0.66972(19) 0.65889(18) 0.0282(5) Uani 1 1 d . . . . .
C5 C 0.0544(3) 0.49042(19) 0.73491(18) 0.0279(5) Uani 1 1 d . . . . .
C6 C 0.1437(3) 0.5683(2) 0.62977(18) 0.0294(5) Uani 1 1 d . . . . .
C10 C 0.5871(3) 0.8750(2) 0.71819(18) 0.0295(5) Uani 1 1 d . . . . .
C9 C 0.4412(3) 0.8199(2) 0.80323(18) 0.0313(5) Uani 1 1 d . . . . .
H9 H 0.436006 0.852063 0.882787 0.038 Uiso 1 1 calc R U . . .
C12 C 0.4546(4) 0.7223(2) 0.57500(19) 0.0360(5) Uani 1 1 d . . . . .
H12 H 0.463708 0.688452 0.496075 0.043 Uiso 1 1 calc R U . . .
C17 C 0.0758(4) 0.5489(2) 0.51659(19) 0.0332(5) Uani 1 1 d . . . . .
H17 H 0.132832 0.604391 0.453913 0.040 Uiso 1 1 calc R U . . .
C11 C 0.5921(4) 0.8222(2) 0.60350(19) 0.0361(5) Uani 1 1 d . . . . .
H11 H 0.692355 0.855621 0.543571 0.043 Uiso 1 1 calc R U . . .
C13 C 0.7235(4) 0.9928(2) 0.75047(19) 0.0331(5) Uani 1 1 d . . . . .
C14 C 0.8341(4) 0.9695(2) 0.8731(2) 0.0420(6) Uani 1 1 d . . . . .
H14A H 0.718084 0.958856 0.936050 0.063 Uiso 1 1 calc R U . . .
H14B H 0.923712 1.044608 0.890828 0.063 Uiso 1 1 calc R U . . .
H14C H 0.931159 0.890189 0.870714 0.063 Uiso 1 1 calc R U . . .
C2 C 0.1864(4) 0.3947(2) 0.7926(2) 0.0389(6) Uani 1 1 d . . . . .
H2 H 0.333725 0.374554 0.763086 0.047 Uiso 1 1 calc R U . . .
C4 C -0.1584(4) 0.5134(2) 0.7824(2) 0.0393(6) Uani 1 1 d . . . . .
H4 H -0.256979 0.577273 0.746029 0.047 Uiso 1 1 calc R U . . .
C16 C 0.9048(4) 1.0230(3) 0.6564(2) 0.0473(6) Uani 1 1 d . . . . .
H16A H 1.008011 0.946719 0.648857 0.071 Uiso 1 1 calc R U . . .
H16B H 0.987527 1.098205 0.681286 0.071 Uiso 1 1 calc R U . . .
H16C H 0.835685 1.043349 0.578424 0.071 Uiso 1 1 calc R U . . .
C15 C 0.5604(4) 1.1117(2) 0.7588(2) 0.0468(6) Uani 1 1 d . . . . .
H15A H 0.488627 1.127910 0.680920 0.070 Uiso 1 1 calc R U . . .
H15B H 0.642479 1.188762 0.779726 0.070 Uiso 1 1 calc R U . . .
H15C H 0.445703 1.094527 0.821215 0.070 Uiso 1 1 calc R U . . .
C1 C 0.1035(5) 0.3288(2) 0.8929(2) 0.0492(7) Uani 1 1 d . . . . .
H1 H 0.198229 0.264125 0.930957 0.059 Uiso 1 1 calc R U . . .
C3 C -0.2262(4) 0.4419(3) 0.8840(2) 0.0484(7) Uani 1 1 d . . . . .
H3 H -0.372657 0.459747 0.915913 0.058 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.324(3) . ?
N1 C3 1.331(3) . ?
C8 H8 0.9500 . ?
C8 C7 1.404(3) . ?
C8 C9 1.386(3) . ?
C7 C6 1.482(3) . ?
C7 C12 1.395(3) . ?
C5 C6 1.493(3) . ?
C5 C2 1.385(3) . ?
C5 C4 1.381(3) . ?
C6 C17 1.350(3) . ?
C10 C9 1.392(3) . ?
C10 C11 1.395(3) . ?
C10 C13 1.536(3) . ?
C9 H9 0.9500 . ?
C12 H12 0.9500 . ?
C12 C11 1.384(3) . ?
C17 C17 1.437(4) 2_566 ?
C17 H17 0.9500 . ?
C11 H11 0.9500 . ?
C13 C14 1.533(3) . ?
C13 C16 1.522(3) . ?
C13 C15 1.533(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C2 H2 0.9500 . ?
C2 C1 1.377(3) . ?
C4 H4 0.9500 . ?
C4 C3 1.387(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C1 H1 0.9500 . ?
C3 H3 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
C1 N1 C3 115.8(2) . . ?
C7 C8 H8 119.5 . . ?
C9 C8 H8 119.5 . . ?
C9 C8 C7 121.05(19) . . ?
C8 C7 C6 119.90(18) . . ?
C12 C7 C8 116.64(19) . . ?
C12 C7 C6 123.45(18) . . ?
C2 C5 C6 121.03(19) . . ?
C4 C5 C6 122.13(19) . . ?
C4 C5 C2 116.8(2) . . ?
C7 C6 C5 115.71(17) . . ?
C17 C6 C7 123.00(19) . . ?
C17 C6 C5 121.26(19) . . ?
C9 C10 C11 116.69(19) . . ?
C9 C10 C13 120.15(18) . . ?
C11 C10 C13 123.08(19) . . ?
C8 C9 C10 122.11(19) . . ?
C8 C9 H9 118.9 . . ?
C10 C9 H9 118.9 . . ?
C7 C12 H12 119.1 . . ?
C11 C12 C7 121.87(19) . . ?
C11 C12 H12 119.1 . . ?
C6 C17 C17 125.2(3) . 2_566 ?
C6 C17 H17 117.4 . . ?
C17 C17 H17 117.4 2_566 . ?
C10 C11 H11 119.2 . . ?
C12 C11 C10 121.6(2) . . ?
C12 C11 H11 119.2 . . ?
C14 C13 C10 110.80(18) . . ?
C16 C13 C10 112.60(18) . . ?
C16 C13 C14 108.52(19) . . ?
C16 C13 C15 108.79(19) . . ?
C15 C13 C10 107.46(17) . . ?
C15 C13 C14 108.59(18) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C5 C2 H2 120.1 . . ?
C1 C2 C5 119.8(2) . . ?
C1 C2 H2 120.1 . . ?
C5 C4 H4 120.5 . . ?
C5 C4 C3 119.0(2) . . ?
C3 C4 H4 120.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N1 C1 C2 124.2(2) . . ?
N1 C1 H1 117.9 . . ?
C2 C1 H1 117.9 . . ?
N1 C3 C4 124.4(2) . . ?
N1 C3 H3 117.8 . . ?
C4 C3 H3 117.8 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
