# Supplementary Information (SI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2026

####################################################################### 
# 
# 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_yxn3_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2484228'
loop_
_audit_author_name
_audit_author_address
'Xiaoning Yang'
;East China University of Science and Technology
China
;
_audit_update_record             
;
2025-09-01 deposited with the CCDC.	2026-05-06 downloaded from the CCDC.
;
_audit_creation_date             2025-07-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7308)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H14 O2'
_chemical_formula_sum            'C15 H14 O2'
_chemical_formula_weight         226.26
_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'
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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   8.3110(2)
_cell_length_b                   16.9374(4)
_cell_length_c                   8.9160(2)
_cell_angle_alpha                90
_cell_angle_beta                 103.7360(10)
_cell_angle_gamma                90
_cell_volume                     1219.18(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    619
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      55.840
_cell_measurement_theta_min      5.743
_shelx_estimated_absorpt_T_max   0.861
_shelx_estimated_absorpt_T_min   0.855
_exptl_absorpt_coefficient_mu    0.645
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6379
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1242 before and 0.0651 after correction.
The Ratio of minimum to maximum transmission is 0.8470.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.233
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.24
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0469
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            17180
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.475
_diffrn_reflns_theta_min         5.223
_diffrn_ambient_temperature      273.15
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 6000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           1.2
_diffrn_source_power             0.06
_diffrn_source_target            Mo
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2072
_reflns_number_total             2202
_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  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.216
_refine_diff_density_min         -0.167
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       0.0172(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     157
_refine_ls_number_reflns         2202
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0458
_refine_ls_restrained_S_all      1.074
_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)+(0.0582P)²+0.2465P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1169
_refine_ls_wR_factor_ref         0.1190
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B)
2.c Aromatic/amide H refined with riding coordinates:
 C12(H12), C9(H9), C15(H15), C13(H13), C6(H6), C7(H7), C8(H8)
2.d Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C)
2.e Idealised tetrahedral OH refined as rotating group:
 O17(H17)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
O1 O 0.62790(13) 0.36569(6) 0.05111(11) 0.0592(3) Uani 1 1 d . . . . .
O17 O 0.96598(14) 0.26021(7) 0.39595(12) 0.0630(4) Uani 1 1 d . . . . .
H17 H 1.006018 0.224550 0.455347 0.094 Uiso 1 1 calc R U . . .
C3 C 0.84584(15) 0.44190(8) 0.18488(14) 0.0410(3) Uani 1 1 d . . . . .
C12 C 0.77828(19) 0.26511(8) 0.56469(16) 0.0497(4) Uani 1 1 d . . . . .
H12 H 0.845995 0.231686 0.635259 0.060 Uiso 1 1 calc R U . . .
C4 C 0.77165(16) 0.48259(8) 0.05232(15) 0.0447(3) Uani 1 1 d . . . . .
C10 C 0.72236(16) 0.33596(8) 0.32428(14) 0.0421(3) Uani 1 1 d . . . . .
C11 C 0.82284(17) 0.28579(8) 0.42954(15) 0.0437(3) Uani 1 1 d . . . . .
C2 C 0.77260(17) 0.36067(8) 0.17929(15) 0.0451(3) Uani 1 1 d . . . . .
H2 H 0.850661 0.322073 0.155239 0.054 Uiso 1 1 calc R U . . .
C9 C 0.96799(17) 0.47669(9) 0.29836(16) 0.0496(4) Uani 1 1 d . . . . .
H9 H 1.018494 0.448890 0.386985 0.059 Uiso 1 1 calc R U . . .
C15 C 0.57953(18) 0.36531(9) 0.35945(17) 0.0535(4) Uani 1 1 d . . . . .
H15 H 0.513248 0.400037 0.290683 0.064 Uiso 1 1 calc R U . . .
C5 C 0.64844(18) 0.42959(9) -0.04865(16) 0.0522(4) Uani 1 1 d . . . . .
H5A H 0.544387 0.456891 -0.088121 0.063 Uiso 1 1 calc R U . . .
H5B H 0.689850 0.410519 -0.134964 0.063 Uiso 1 1 calc R U . . .
C13 C 0.63417(19) 0.29386(9) 0.59477(17) 0.0553(4) Uani 1 1 d . . . . .
H13 H 0.604913 0.278795 0.685038 0.066 Uiso 1 1 calc R U . . .
C6 C 0.81744(19) 0.55968(9) 0.03120(18) 0.0575(4) Uani 1 1 d . . . . .
H6 H 0.768082 0.587285 -0.058038 0.069 Uiso 1 1 calc R U . . .
C14 C 0.53207(18) 0.34469(10) 0.49353(19) 0.0598(4) Uani 1 1 d . . . . .
C7 C 0.9380(2) 0.59470(10) 0.1455(2) 0.0631(4) Uani 1 1 d . . . . .
H7 H 0.968878 0.646679 0.133645 0.076 Uiso 1 1 calc R U . . .
C8 C 1.0133(2) 0.55352(10) 0.27727(18) 0.0589(4) Uani 1 1 d . . . . .
H8 H 1.095255 0.577791 0.352405 0.071 Uiso 1 1 calc R U . . .
C16 C 0.3741(2) 0.37654(17) 0.5275(3) 0.0989(8) Uani 1 1 d . . . . .
H16A H 0.372609 0.433038 0.518742 0.148 Uiso 1 1 calc R U . . .
H16B H 0.369246 0.361854 0.630337 0.148 Uiso 1 1 calc R U . . .
H16C H 0.280214 0.354895 0.454935 0.148 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 C2 1.4515(16) . ?
O1 C5 1.4366(17) . ?
O17 H17 0.8200 . ?
O17 C11 1.3645(17) . ?
C3 C4 1.3806(18) . ?
C3 C2 1.5004(19) . ?
C3 C9 1.3834(18) . ?
C12 H12 0.9300 . ?
C12 C11 1.3870(19) . ?
C12 C13 1.377(2) . ?
C4 C5 1.4924(19) . ?
C4 C6 1.385(2) . ?
C10 C11 1.3885(19) . ?
C10 C2 1.5090(18) . ?
C10 C15 1.390(2) . ?
C2 H2 0.9800 . ?
C9 H9 0.9300 . ?
C9 C8 1.380(2) . ?
C15 H15 0.9300 . ?
C15 C14 1.389(2) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C13 H13 0.9300 . ?
C13 C14 1.383(2) . ?
C6 H6 0.9300 . ?
C6 C7 1.382(2) . ?
C14 C16 1.515(2) . ?
C7 H7 0.9300 . ?
C7 C8 1.381(2) . ?
C8 H8 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?

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
C5 O1 C2 109.48(10) . . ?
C11 O17 H17 109.5 . . ?
C4 C3 C2 109.52(11) . . ?
C4 C3 C9 120.96(13) . . ?
C9 C3 C2 129.52(12) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C13 C12 C11 120.26(14) . . ?
C3 C4 C5 108.61(12) . . ?
C3 C4 C6 120.37(13) . . ?
C6 C4 C5 131.01(13) . . ?
C11 C10 C2 120.30(12) . . ?
C11 C10 C15 118.37(12) . . ?
C15 C10 C2 121.26(12) . . ?
O17 C11 C12 122.48(12) . . ?
O17 C11 C10 117.49(12) . . ?
C12 C11 C10 120.00(13) . . ?
O1 C2 C3 103.08(10) . . ?
O1 C2 C10 110.16(11) . . ?
O1 C2 H2 109.5 . . ?
C3 C2 C10 114.74(11) . . ?
C3 C2 H2 109.5 . . ?
C10 C2 H2 109.5 . . ?
C3 C9 H9 120.7 . . ?
C8 C9 C3 118.60(13) . . ?
C8 C9 H9 120.7 . . ?
C10 C15 H15 118.8 . . ?
C14 C15 C10 122.44(14) . . ?
C14 C15 H15 118.8 . . ?
O1 C5 C4 104.19(10) . . ?
O1 C5 H5A 110.9 . . ?
O1 C5 H5B 110.9 . . ?
C4 C5 H5A 110.9 . . ?
C4 C5 H5B 110.9 . . ?
H5A C5 H5B 108.9 . . ?
C12 C13 H13 119.3 . . ?
C12 C13 C14 121.35(13) . . ?
C14 C13 H13 119.3 . . ?
C4 C6 H6 120.7 . . ?
C7 C6 C4 118.60(14) . . ?
C7 C6 H6 120.7 . . ?
C15 C14 C16 121.27(17) . . ?
C13 C14 C15 117.55(14) . . ?
C13 C14 C16 121.18(16) . . ?
C6 C7 H7 119.6 . . ?
C8 C7 C6 120.87(15) . . ?
C8 C7 H7 119.6 . . ?
C9 C8 C7 120.58(14) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

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
C3 C4 C5 O1 14.44(16) . . . . ?
C3 C4 C6 C7 -0.2(2) . . . . ?
C3 C9 C8 C7 0.0(2) . . . . ?
C12 C13 C14 C15 0.5(2) . . . . ?
C12 C13 C14 C16 -179.67(17) . . . . ?
C4 C3 C2 O1 -12.32(14) . . . . ?
C4 C3 C2 C10 -132.10(12) . . . . ?
C4 C3 C9 C8 0.7(2) . . . . ?
C4 C6 C7 C8 0.9(3) . . . . ?
C10 C15 C14 C13 0.9(2) . . . . ?
C10 C15 C14 C16 -178.93(17) . . . . ?
C11 C12 C13 C14 -1.1(2) . . . . ?
C11 C10 C2 O1 142.96(12) . . . . ?
C11 C10 C2 C3 -101.28(14) . . . . ?
C11 C10 C15 C14 -1.7(2) . . . . ?
C2 O1 C5 C4 -22.72(15) . . . . ?
C2 C3 C4 C5 -1.20(15) . . . . ?
C2 C3 C4 C6 179.32(13) . . . . ?
C2 C3 C9 C8 -179.22(14) . . . . ?
C2 C10 C11 O17 -0.23(19) . . . . ?
C2 C10 C11 C12 178.16(12) . . . . ?
C2 C10 C15 C14 -178.76(13) . . . . ?
C9 C3 C4 C5 178.88(12) . . . . ?
C9 C3 C4 C6 -0.6(2) . . . . ?
C9 C3 C2 O1 167.60(13) . . . . ?
C9 C3 C2 C10 47.82(19) . . . . ?
C15 C10 C11 O17 -177.35(12) . . . . ?
C15 C10 C11 C12 1.0(2) . . . . ?
C15 C10 C2 O1 -40.01(17) . . . . ?
C15 C10 C2 C3 75.75(16) . . . . ?
C5 O1 C2 C3 21.81(14) . . . . ?
C5 O1 C2 C10 144.69(12) . . . . ?
C5 C4 C6 C7 -179.56(15) . . . . ?
C13 C12 C11 O17 178.59(13) . . . . ?
C13 C12 C11 C10 0.3(2) . . . . ?
C6 C4 C5 O1 -166.15(15) . . . . ?
C6 C7 C8 C9 -0.9(3) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
