# Supplementary Information (SI) for ChemComm.
# 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_AKS_AC_03_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2452065'
loop_
_audit_author_name
_audit_author_address
'Pallav Jyoti Arandhara'
;Indian Institute of Technology Guwahati
India
;
_audit_update_record             
;
2025-05-18 deposited with the CCDC.	2025-11-10 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            'C H N O'
_chemical_formula_weight         43.03

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.7302(7)
_cell_length_b                   10.8770(8)
_cell_length_c                   11.3278(8)
_cell_angle_alpha                108.364(2)
_cell_angle_beta                 92.134(2)
_cell_angle_gamma                90.464(2)
_cell_volume                     1136.79(14)
_cell_formula_units_Z            23
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.446
_exptl_crystal_F_000             506
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.130
_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      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26213
_diffrn_reflns_av_unetI/netI     0.0242
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.973
_diffrn_reflns_theta_max         25.568
_diffrn_reflns_theta_full        25.242
_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             4236
_reflns_number_gt                3347
_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-2018/3 (Sheldrick, 2018)'
_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         4236
_refine_ls_number_parameters     309
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0678
_refine_ls_R_factor_gt           0.0516
_refine_ls_wR_factor_ref         0.1962
_refine_ls_wR_factor_gt          0.1754
_refine_ls_goodness_of_fit_ref   1.419
_refine_ls_restrained_S_all      1.419
_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 0.25912(14) 0.27471(13) 0.12864(12) 0.0599(4) Uani 1 1 d . . . . .
O2 O -0.04395(13) 0.21579(15) 0.15781(13) 0.0648(4) Uani 1 1 d . . . . .
O3 O 0.26910(16) 0.07283(14) 0.13651(13) 0.0685(4) Uani 1 1 d . . . . .
O4 O -0.07238(14) 0.13730(16) 0.31353(14) 0.0705(5) Uani 1 1 d . . . . .
N1 N 0.81650(15) 0.40562(14) 0.52242(14) 0.0481(4) Uani 1 1 d . . . . .
N2 N 0.41357(14) 0.28219(13) 0.39640(13) 0.0420(4) Uani 1 1 d . . . . .
C1 C 0.82988(18) 0.31302(17) 0.68253(17) 0.0468(5) Uani 1 1 d . . . . .
C2 C 0.91841(19) 0.2103(2) 0.6621(2) 0.0558(5) Uani 1 1 d . . . . .
H2 H 0.929886 0.155322 0.581746 0.067 Uiso 1 1 calc R U . . .
C3 C 0.9897(2) 0.1898(3) 0.7618(3) 0.0733(7) Uani 1 1 d . . . . .
H3 H 1.048536 0.120203 0.748410 0.088 Uiso 1 1 calc R U . . .
C4 C 0.9744(3) 0.2710(3) 0.8796(2) 0.0807(8) Uani 1 1 d . . . . .
H4 H 1.021901 0.256188 0.946385 0.097 Uiso 1 1 calc R U . . .
C5 C 0.8894(3) 0.3740(3) 0.8995(2) 0.0811(7) Uani 1 1 d . . . . .
H5 H 0.879858 0.429581 0.979935 0.097 Uiso 1 1 calc R U . . .
C6 C 0.8179(2) 0.3962(2) 0.80185(19) 0.0683(6) Uani 1 1 d . . . . .
H6 H 0.761266 0.467430 0.816091 0.082 Uiso 1 1 calc R U . . .
C7 C 0.74925(17) 0.33502(16) 0.57632(16) 0.0427(4) Uani 1 1 d . . . . .
C8 C 0.61003(16) 0.28460(16) 0.53936(14) 0.0382(4) Uani 1 1 d . . . . .
C9 C 0.54658(16) 0.31925(15) 0.44210(14) 0.0384(4) Uani 1 1 d . . . . .
C10 C 0.61814(18) 0.39767(16) 0.38314(15) 0.0409(4) Uani 1 1 d . . . . .
C11 C 0.75487(18) 0.43623(17) 0.42464(16) 0.0441(4) Uani 1 1 d . . . . .
C12 C 0.53149(17) 0.20305(16) 0.59381(14) 0.0388(4) Uani 1 1 d . . . . .
C13 C 0.39615(17) 0.16628(16) 0.54523(14) 0.0403(4) Uani 1 1 d . . . . .
C14 C 0.34266(18) 0.21034(16) 0.44586(15) 0.0412(4) Uani 1 1 d . . . . .
C15 C 0.57864(19) 0.15616(18) 0.69093(16) 0.0484(5) Uani 1 1 d . . . . .
H15 H 0.666737 0.179608 0.725995 0.058 Uiso 1 1 calc R U . . .
C16 C 0.49882(19) 0.07740(19) 0.73500(17) 0.0507(5) Uani 1 1 d . . . . .
H16 H 0.533566 0.047665 0.798407 0.061 Uiso 1 1 calc R U . . .
C17 C 0.3659(2) 0.04153(19) 0.68547(17) 0.0524(5) Uani 1 1 d . . . . .
H17 H 0.311672 -0.011730 0.715728 0.063 Uiso 1 1 calc R U . . .
C18 C 0.31613(18) 0.08503(18) 0.59258(16) 0.0489(5) Uani 1 1 d . . . . .
H18 H 0.227446 0.060768 0.559444 0.059 Uiso 1 1 calc R U . . .
C19 C 0.55943(19) 0.43762(18) 0.28593(17) 0.0500(5) Uani 1 1 d . . . . .
H19 H 0.468946 0.413970 0.258171 0.060 Uiso 1 1 calc R U . . .
C20 C 0.6343(2) 0.51068(19) 0.23227(19) 0.0595(5) Uani 1 1 d . . . . .
H20 H 0.594164 0.537297 0.168805 0.071 Uiso 1 1 calc R U . . .
C21 C 0.7717(2) 0.5461(2) 0.27225(19) 0.0607(6) Uani 1 1 d . . . . .
H21 H 0.822559 0.594197 0.233766 0.073 Uiso 1 1 calc R U . . .
C22 C 0.8306(2) 0.51027(19) 0.36690(18) 0.0552(5) Uani 1 1 d . . . . .
H22 H 0.921191 0.534832 0.393498 0.066 Uiso 1 1 calc R U . . .
C23 C 0.19797(18) 0.17262(19) 0.39494(17) 0.0497(5) Uani 1 1 d . . . . .
H23A H 0.136173 0.199661 0.463251 0.060 Uiso 1 1 calc R U . . .
H23B H 0.191258 0.078902 0.361341 0.060 Uiso 1 1 calc R U . . .
C24 C 0.14885(18) 0.22926(17) 0.29401(15) 0.0431(4) Uani 1 1 d . . . . .
H24 H 0.155590 0.324016 0.326778 0.052 Uiso 1 1 calc R U . . .
C25 C 0.23293(18) 0.18232(18) 0.17919(16) 0.0484(5) Uani 1 1 d . . . . .
C26 C 0.3369(3) 0.2370(3) 0.0178(2) 0.0908(8) Uani 1 1 d . . . . .
H26A H 0.347423 0.309550 -0.012319 0.136 Uiso 1 1 calc R U . . .
H26B H 0.289251 0.167426 -0.044753 0.136 Uiso 1 1 calc R U . . .
H26C H 0.425921 0.208739 0.036592 0.136 Uiso 1 1 calc R U . . .
C27 C -0.00081(18) 0.18800(17) 0.25822(16) 0.0453(4) Uani 1 1 d . . . . .
C28 C -0.1854(2) 0.1804(2) 0.1157(2) 0.0747(7) Uani 1 1 d . . . . .
H28A H -0.209146 0.213605 0.048619 0.112 Uiso 1 1 calc R U . . .
H28B H -0.244893 0.216360 0.183221 0.112 Uiso 1 1 calc R U . . .
H28C H -0.196036 0.087716 0.087180 0.112 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C25 1.331(2) . ?
O1 C26 1.438(3) . ?
O2 C27 1.321(2) . ?
O2 C28 1.449(2) . ?
O3 C25 1.197(2) . ?
O4 C27 1.194(2) . ?
N1 C7 1.307(2) . ?
N1 C11 1.372(2) . ?
N2 C14 1.303(2) . ?
N2 C9 1.384(2) . ?
C1 C6 1.379(3) . ?
C1 C2 1.382(3) . ?
C1 C7 1.495(2) . ?
C2 C3 1.381(3) . ?
C3 C4 1.363(4) . ?
C4 C5 1.363(4) . ?
C5 C6 1.371(3) . ?
C7 C8 1.453(2) . ?
C8 C9 1.397(2) . ?
C8 C12 1.456(2) . ?
C9 C10 1.429(2) . ?
C10 C19 1.409(2) . ?
C10 C11 1.410(2) . ?
C11 C22 1.406(2) . ?
C12 C13 1.413(2) . ?
C12 C15 1.414(2) . ?
C13 C18 1.412(2) . ?
C13 C14 1.438(2) . ?
C14 C23 1.505(2) . ?
C15 C16 1.369(2) . ?
C16 C17 1.393(3) . ?
C17 C18 1.358(3) . ?
C19 C20 1.364(2) . ?
C20 C21 1.406(3) . ?
C21 C22 1.360(3) . ?
C23 C24 1.524(2) . ?
C24 C25 1.513(3) . ?
C24 C27 1.522(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
C25 O1 C26 116.20(17) . . ?
C27 O2 C28 116.32(15) . . ?
C7 N1 C11 119.64(14) . . ?
C14 N2 C9 118.67(14) . . ?
C6 C1 C2 119.32(18) . . ?
C6 C1 C7 120.20(17) . . ?
C2 C1 C7 120.48(17) . . ?
C3 C2 C1 119.6(2) . . ?
C4 C3 C2 120.4(2) . . ?
C3 C4 C5 120.0(2) . . ?
C4 C5 C6 120.5(2) . . ?
C5 C6 C1 120.1(2) . . ?
N1 C7 C8 124.12(16) . . ?
N1 C7 C1 112.81(14) . . ?
C8 C7 C1 123.07(15) . . ?
C9 C8 C7 115.89(15) . . ?
C9 C8 C12 117.60(15) . . ?
C7 C8 C12 126.51(15) . . ?
N2 C9 C8 123.81(15) . . ?
N2 C9 C10 115.53(15) . . ?
C8 C9 C10 120.66(15) . . ?
C19 C10 C11 118.64(15) . . ?
C19 C10 C9 123.49(16) . . ?
C11 C10 C9 117.86(15) . . ?
N1 C11 C22 118.41(16) . . ?
N1 C11 C10 121.75(15) . . ?
C22 C11 C10 119.83(16) . . ?
C13 C12 C15 116.64(15) . . ?
C13 C12 C8 117.45(15) . . ?
C15 C12 C8 125.90(15) . . ?
C18 C13 C12 119.97(16) . . ?
C18 C13 C14 120.79(15) . . ?
C12 C13 C14 119.23(14) . . ?
N2 C14 C13 123.23(15) . . ?
N2 C14 C23 117.42(15) . . ?
C13 C14 C23 119.35(14) . . ?
C16 C15 C12 122.14(16) . . ?
C15 C16 C17 120.41(17) . . ?
C18 C17 C16 119.40(16) . . ?
C17 C18 C13 121.42(17) . . ?
C20 C19 C10 120.51(17) . . ?
C19 C20 C21 120.44(18) . . ?
C22 C21 C20 120.37(17) . . ?
C21 C22 C11 120.17(18) . . ?
C14 C23 C24 115.27(14) . . ?
C25 C24 C27 108.88(14) . . ?
C25 C24 C23 111.78(15) . . ?
C27 C24 C23 108.51(14) . . ?
O3 C25 O1 123.54(18) . . ?
O3 C25 C24 123.52(17) . . ?
O1 C25 C24 112.91(16) . . ?
O4 C27 O2 123.23(16) . . ?
O4 C27 C24 124.91(16) . . ?
O2 C27 C24 111.86(14) . . ?

_refine_diff_density_max         0.228
_refine_diff_density_min         -0.143
_refine_diff_density_rms         0.034

