# Supplementary Information (SI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 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. 
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data_hppc
_database_code_depnum_ccdc_archive 'CCDC 2375762'
_audit_update_record             
;
2024-08-05 deposited with the CCDC.	2025-10-13 downloaded from the CCDC.
;
_audit_creation_date             2024-06-22
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H19 N O3'
_chemical_formula_sum            'C20 H19 N O3'
_chemical_formula_weight         321.36
_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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   23.793(3)
_cell_length_b                   6.0607(6)
_cell_length_c                   22.675(2)
_cell_angle_alpha                90
_cell_angle_beta                 94.841(4)
_cell_angle_gamma                90
_cell_volume                     3258.1(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9964
_cell_measurement_temperature    300.00
_cell_measurement_theta_max      66.660
_cell_measurement_theta_min      3.73
_shelx_estimated_absorpt_T_max   0.986
_shelx_estimated_absorpt_T_min   0.975
_exptl_absorpt_coefficient_mu    0.711
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.5431
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1536 before and 0.0739 after correction.
The Ratio of minimum to maximum transmission is 0.7214.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1360.0
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0674
_diffrn_reflns_av_unetI/netI     0.0562
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            28805
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        66.825
_diffrn_reflns_theta_max         66.825
_diffrn_reflns_theta_min         3.729
_diffrn_ambient_temperature      300.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.2
_diffrn_source_power             0.06
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2451
_reflns_number_total             2888
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.260
_refine_diff_density_min         -0.304
_refine_diff_density_rms         0.084
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         2888
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0918
_refine_ls_R_factor_gt           0.0659
_refine_ls_restrained_S_all      1.056
_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)+(0.1125P)²+0.9967P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1767
_refine_ls_wR_factor_ref         0.1843
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Secondary CH2 refined with riding coordinates:
 C00K(H00A,H00B), C00L(H00K,H00L), C00M(H00M,H00N), C00N(H00O,H00P), C00O(H00Q,
 H00R)
1.b Aromatic/amide H refined with riding coordinates:
 C00C(H00C), C00D(H00D), C00E(H00E), C00F(H00F), C00G(H00G), C00H(H00H),
 C00I(H00I), C00J(H00J)
1.c Idealised tetrahedral OH refined as rotating group:
 O002(H002)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
O001 O 0.49653(6) 0.4235(2) 0.34478(6) 0.0643(4) Uani 1 1 d . . . . .
O002 O 0.45141(6) 0.9195(2) 0.41529(6) 0.0712(4) Uani 1 1 d . . . . .
H002 H 0.463746 0.974855 0.446755 0.107 Uiso 1 1 calc R U . . .
O003 O 0.53681(7) 0.7772(3) 0.49387(6) 0.0759(5) Uani 1 1 d . . . . .
N004 N 0.29468(8) 0.7406(3) 0.16842(7) 0.0667(5) Uani 1 1 d . . . . .
C005 C 0.52571(9) 0.6682(3) 0.44816(8) 0.0616(5) Uani 1 1 d . . . . .
C006 C 0.46746(9) 0.6135(3) 0.35491(8) 0.0586(5) Uani 1 1 d . . . . .
C007 C 0.42347(9) 0.6545(3) 0.30751(8) 0.0582(5) Uani 1 1 d . . . . .
C008 C 0.48103(9) 0.7343(3) 0.40515(8) 0.0600(5) Uani 1 1 d . . . . .
C009 C 0.33636(9) 0.7122(3) 0.21455(8) 0.0583(5) Uani 1 1 d . . . . .
C00A C 0.53932(8) 0.3522(3) 0.38331(8) 0.0602(5) Uani 1 1 d . . . . .
C00B C 0.55587(8) 0.4682(3) 0.43471(8) 0.0611(5) Uani 1 1 d . . . . .
C00C C 0.56588(9) 0.1578(3) 0.36879(10) 0.0690(5) Uani 1 1 d . . . . .
H00C H 0.554205 0.082088 0.334230 0.083 Uiso 1 1 calc R U . . .
C00D C 0.60933(10) 0.0798(4) 0.40607(11) 0.0767(6) Uani 1 1 d . . . . .
H00D H 0.627556 -0.049658 0.396677 0.092 Uiso 1 1 calc R U . . .
C00E C 0.36695(10) 0.5169(4) 0.22194(10) 0.0745(6) Uani 1 1 d . . . . .
H00E H 0.358545 0.401308 0.195710 0.089 Uiso 1 1 calc R U . . .
C00F C 0.40872(10) 0.4891(4) 0.26618(10) 0.0757(6) Uani 1 1 d . . . . .
H00F H 0.428055 0.355609 0.268958 0.091 Uiso 1 1 calc R U . . .
C00G C 0.60033(9) 0.3819(4) 0.47237(10) 0.0744(6) Uani 1 1 d . . . . .
H00G H 0.611861 0.454894 0.507393 0.089 Uiso 1 1 calc R U . . .
C00H C 0.39351(12) 0.8498(3) 0.30036(10) 0.0790(7) Uani 1 1 d . . . . .
H00H H 0.401946 0.964999 0.326727 0.095 Uiso 1 1 calc R U . . .
C00I C 0.35169(12) 0.8783(3) 0.25547(10) 0.0805(7) Uani 1 1 d . . . . .
H00I H 0.332917 1.012917 0.252194 0.097 Uiso 1 1 calc R U . . .
C00J C 0.62677(10) 0.1921(4) 0.45814(12) 0.0822(7) Uani 1 1 d . . . . .
H00J H 0.656498 0.137362 0.483176 0.099 Uiso 1 1 calc R U . . .
C00K C 0.25214(11) 0.9076(4) 0.17351(12) 0.0859(7) Uani 1 1 d . . . . .
H00A H 0.270715 1.043237 0.186926 0.103 Uiso 1 1 calc R U . . .
H00B H 0.228128 0.861902 0.203790 0.103 Uiso 1 1 calc R U . . .
C00L C 0.27780(14) 0.5514(4) 0.13368(13) 0.1002(10) Uani 1 1 d . . . . .
H00K H 0.257957 0.451270 0.158061 0.120 Uiso 1 1 calc R U . . .
H00L H 0.311459 0.476126 0.122993 0.120 Uiso 1 1 calc R U . . .
C00M C 0.19600(15) 0.7559(5) 0.08543(16) 0.1143(11) Uani 1 1 d . . . . .
H00M H 0.166221 0.686176 0.105441 0.137 Uiso 1 1 calc R U . . .
H00N H 0.180340 0.800272 0.046347 0.137 Uiso 1 1 calc R U . . .
C00N C 0.24183(18) 0.5962(5) 0.07964(14) 0.1338(16) Uani 1 1 d . . . . .
H00O H 0.225280 0.458068 0.065223 0.161 Uiso 1 1 calc R U . . .
H00P H 0.265370 0.650385 0.049872 0.161 Uiso 1 1 calc R U . . .
C00O C 0.21644(15) 0.9546(5) 0.11931(15) 0.1119(11) Uani 1 1 d . . . . .
H00Q H 0.237494 1.046235 0.093867 0.134 Uiso 1 1 calc R U . . .
H00R H 0.184018 1.039044 0.129561 0.134 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
O001 C006 1.373(2) . ?
O001 C00A 1.355(2) . ?
O002 H002 0.8200 . ?
O002 C008 1.355(2) . ?
O003 C005 1.239(2) . ?
N004 C009 1.390(3) . ?
N004 C00K 1.443(3) . ?
N004 C00L 1.430(3) . ?
C005 C008 1.438(3) . ?
C005 C00B 1.454(3) . ?
C006 C007 1.457(3) . ?
C006 C008 1.370(3) . ?
C007 C00F 1.397(3) . ?
C007 C00H 1.384(3) . ?
C009 C00E 1.392(3) . ?
C009 C00I 1.397(3) . ?
C00A C00B 1.389(3) . ?
C00A C00C 1.390(3) . ?
C00B C00G 1.404(3) . ?
C00C H00C 0.9300 . ?
C00C C00D 1.363(3) . ?
C00D H00D 0.9300 . ?
C00D C00J 1.395(4) . ?
C00E H00E 0.9300 . ?
C00E C00F 1.362(3) . ?
C00F H00F 0.9300 . ?
C00G H00G 0.9300 . ?
C00G C00J 1.363(3) . ?
C00H H00H 0.9300 . ?
C00H C00I 1.373(3) . ?
C00I H00I 0.9300 . ?
C00J H00J 0.9300 . ?
C00K H00A 0.9700 . ?
C00K H00B 0.9700 . ?
C00K C00O 1.462(4) . ?
C00L H00K 0.9700 . ?
C00L H00L 0.9700 . ?
C00L C00N 1.460(3) . ?
C00M H00M 0.9700 . ?
C00M H00N 0.9700 . ?
C00M C00N 1.472(5) . ?
C00M C00O 1.488(4) . ?
C00N H00O 0.9700 . ?
C00N H00P 0.9700 . ?
C00O H00Q 0.9700 . ?
C00O H00R 0.9700 . ?

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
C00A O001 C006 121.43(15) . . ?
C008 O002 H002 109.5 . . ?
C009 N004 C00K 119.18(17) . . ?
C009 N004 C00L 117.68(16) . . ?
C00L N004 C00K 116.1(2) . . ?
O003 C005 C008 120.80(19) . . ?
O003 C005 C00B 123.11(19) . . ?
C008 C005 C00B 116.09(17) . . ?
O001 C006 C007 111.12(15) . . ?
C008 C006 O001 120.05(18) . . ?
C008 C006 C007 128.82(18) . . ?
C00F C007 C006 119.80(18) . . ?
C00H C007 C006 124.26(17) . . ?
C00H C007 C00F 115.94(19) . . ?
O002 C008 C005 118.76(17) . . ?
O002 C008 C006 119.62(19) . . ?
C006 C008 C005 121.61(19) . . ?
N004 C009 C00E 121.91(17) . . ?
N004 C009 C00I 122.69(17) . . ?
C00E C009 C00I 115.37(19) . . ?
O001 C00A C00B 121.59(18) . . ?
O001 C00A C00C 116.71(18) . . ?
C00B C00A C00C 121.7(2) . . ?
C00A C00B C005 119.21(19) . . ?
C00A C00B C00G 117.9(2) . . ?
C00G C00B C005 122.89(18) . . ?
C00A C00C H00C 120.6 . . ?
C00D C00C C00A 118.9(2) . . ?
C00D C00C H00C 120.6 . . ?
C00C C00D H00D 119.6 . . ?
C00C C00D C00J 120.8(2) . . ?
C00J C00D H00D 119.6 . . ?
C009 C00E H00E 118.8 . . ?
C00F C00E C009 122.40(19) . . ?
C00F C00E H00E 118.8 . . ?
C007 C00F H00F 118.9 . . ?
C00E C00F C007 122.12(19) . . ?
C00E C00F H00F 118.9 . . ?
C00B C00G H00G 119.7 . . ?
C00J C00G C00B 120.7(2) . . ?
C00J C00G H00G 119.7 . . ?
C007 C00H H00H 119.1 . . ?
C00I C00H C007 121.89(18) . . ?
C00I C00H H00H 119.1 . . ?
C009 C00I H00I 118.9 . . ?
C00H C00I C009 122.28(19) . . ?
C00H C00I H00I 118.9 . . ?
C00D C00J H00J 119.9 . . ?
C00G C00J C00D 120.1(2) . . ?
C00G C00J H00J 119.9 . . ?
N004 C00K H00A 108.4 . . ?
N004 C00K H00B 108.4 . . ?
N004 C00K C00O 115.6(2) . . ?
H00A C00K H00B 107.5 . . ?
C00O C00K H00A 108.4 . . ?
C00O C00K H00B 108.4 . . ?
N004 C00L H00K 108.4 . . ?
N004 C00L H00L 108.4 . . ?
N004 C00L C00N 115.5(2) . . ?
H00K C00L H00L 107.5 . . ?
C00N C00L H00K 108.4 . . ?
C00N C00L H00L 108.4 . . ?
H00M C00M H00N 108.0 . . ?
C00N C00M H00M 109.3 . . ?
C00N C00M H00N 109.3 . . ?
C00N C00M C00O 111.5(3) . . ?
C00O C00M H00M 109.3 . . ?
C00O C00M H00N 109.3 . . ?
C00L C00N C00M 115.7(3) . . ?
C00L C00N H00O 108.4 . . ?
C00L C00N H00P 108.4 . . ?
C00M C00N H00O 108.4 . . ?
C00M C00N H00P 108.4 . . ?
H00O C00N H00P 107.4 . . ?
C00K C00O C00M 114.7(2) . . ?
C00K C00O H00Q 108.6 . . ?
C00K C00O H00R 108.6 . . ?
C00M C00O H00Q 108.6 . . ?
C00M C00O H00R 108.6 . . ?
H00Q C00O H00R 107.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O001 C006 C007 C00F 12.0(3) . . . . ?
O001 C006 C007 C00H -168.99(19) . . . . ?
O001 C006 C008 O002 -178.79(15) . . . . ?
O001 C006 C008 C005 0.4(3) . . . . ?
O001 C00A C00B C005 1.4(3) . . . . ?
O001 C00A C00B C00G 179.57(17) . . . . ?
O001 C00A C00C C00D 179.74(17) . . . . ?
O003 C005 C008 O002 0.4(3) . . . . ?
O003 C005 C008 C006 -178.74(18) . . . . ?
O003 C005 C00B C00A 177.85(18) . . . . ?
O003 C005 C00B C00G -0.2(3) . . . . ?
N004 C009 C00E C00F 178.5(2) . . . . ?
N004 C009 C00I C00H -179.0(2) . . . . ?
N004 C00K C00O C00M 44.1(4) . . . . ?
N004 C00L C00N C00M -43.7(5) . . . . ?
C005 C00B C00G C00J 179.10(18) . . . . ?
C006 O001 C00A C00B -0.2(3) . . . . ?
C006 O001 C00A C00C 179.95(16) . . . . ?
C006 C007 C00F C00E 178.3(2) . . . . ?
C006 C007 C00H C00I -178.8(2) . . . . ?
C007 C006 C008 O002 0.0(3) . . . . ?
C007 C006 C008 C005 179.19(17) . . . . ?
C007 C00H C00I C009 0.6(4) . . . . ?
C008 C005 C00B C00A -1.7(3) . . . . ?
C008 C005 C00B C00G -179.72(18) . . . . ?
C008 C006 C007 C00F -166.9(2) . . . . ?
C008 C006 C007 C00H 12.1(3) . . . . ?
C009 N004 C00K C00O 169.1(2) . . . . ?
C009 N004 C00L C00N -169.3(3) . . . . ?
C009 C00E C00F C007 0.5(4) . . . . ?
C00A O001 C006 C007 -179.74(15) . . . . ?
C00A O001 C006 C008 -0.7(3) . . . . ?
C00A C00B C00G C00J 1.0(3) . . . . ?
C00A C00C C00D C00J 0.4(3) . . . . ?
C00B C005 C008 O002 180.00(15) . . . . ?
C00B C005 C008 C006 0.8(3) . . . . ?
C00B C00A C00C C00D -0.1(3) . . . . ?
C00B C00G C00J C00D -0.8(3) . . . . ?
C00C C00A C00B C005 -178.72(17) . . . . ?
C00C C00A C00B C00G -0.6(3) . . . . ?
C00C C00D C00J C00G 0.1(4) . . . . ?
C00E C009 C00I C00H -0.9(4) . . . . ?
C00F C007 C00H C00I 0.3(4) . . . . ?
C00H C007 C00F C00E -0.8(4) . . . . ?
C00I C009 C00E C00F 0.4(4) . . . . ?
C00K N004 C009 C00E 159.1(2) . . . . ?
C00K N004 C009 C00I -22.9(3) . . . . ?
C00K N004 C00L C00N 40.2(4) . . . . ?
C00L N004 C009 C00E 9.4(3) . . . . ?
C00L N004 C009 C00I -172.6(3) . . . . ?
C00L N004 C00K C00O -40.8(4) . . . . ?
C00N C00M C00O C00K -45.9(5) . . . . ?
C00O C00M C00N C00L 45.8(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
