# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 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_TesCh2
_database_code_depnum_ccdc_archive 'CCDC 2476391'
loop_
_audit_author_name
_audit_author_address
'Julian Zuber'
;Technical University of Munich
Germany
;
_audit_update_record             
;
2026-04-15 deposited with the CCDC.	2026-05-28 downloaded from the CCDC.
;
_audit_creation_method           
;FinalCif V144 by Daniel Kratzert, Freiburg 2025, 
https://dkratzert.de/finalcif.html
;

loop_
_publ_author_phone
''
''
''
08928954134
''
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_sum            'C15 H18 O3'
_chemical_formula_moiety         ?
_chemical_formula_weight         246.29
_chemical_melting_point          ?
_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                   10.7981(8)
_cell_length_b                   7.4662(5)
_cell_length_c                   16.4344(12)
_cell_angle_alpha                90
_cell_angle_beta                 93.101(3)
_cell_angle_gamma                90
_cell_volume                     1323.01(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9951
_cell_measurement_theta_min      2.4825
_cell_measurement_theta_max      26.3215
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_recrystallization_method ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.237
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.098
_exptl_crystal_size_mid          0.089
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7051
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SADABS 2016/2 (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_special_details           
;Diffractometer operator             J. Zuber
scanspeed                           10-15 s per frame
dx                                  46 mm
3725 frames measured in 12 data sets
phi-scans with delta_phi         = 0.5
omega-scans with delta_omega     = 0.5
shutterless mode
;
_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      N~2~
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         'TXS rotating anode'
_diffrn_radiation_monochromator  'Helios optic'
_diffrn_measurement_ambient_temperature_device_make 'Oxford Cryostream'
_diffrn_radiation_probe          x-ray
_diffrn_source                   'TXS rotating anode'
_diffrn_source_type              ?
_diffrn_source_voltage           50.0
_diffrn_source_current           50.0
_diffrn_detector                 CPAD
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_detector_area_resol_mean 16
_diffrn_measurement_device       'three-angle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_reflns_number            69964
_diffrn_reflns_av_unetI/netI     0.0213
_diffrn_reflns_av_R_equivalents  0.0755
_diffrn_reflns_theta_min         2.482
_diffrn_reflns_theta_max         26.504
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2726
_reflns_number_gt                2331
_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       
'Bruker BIS V6.2.16/2021-10-23 and APEX4 2021.10-0'
_computing_cell_refinement       'SAINT V8.40B'
_computing_data_reduction        'SAINT V8.40B'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  
'SHELXL (Sheldrick, 2015), SHELXLE (Huebschle, 2011)'
_computing_molecular_graphics    'PLATON (Spek, 2011)'
_computing_publication_material  'PLATON (Spek, 2011), enCIFer (Allen, 2004)'
_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)+(0.0493P)²+0.4493P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         2726
_refine_ls_number_parameters     166
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0448
_refine_ls_R_factor_gt           0.0351
_refine_ls_wR_factor_ref         0.0971
_refine_ls_wR_factor_gt          0.0905
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.280
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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_
_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 0.92186(8) 0.32553(13) 0.37363(6) 0.0274(2) Uani 1 1 d . . . . .
O2 O 0.59192(8) 0.17286(11) 0.48882(5) 0.0185(2) Uani 1 1 d . . . . .
O3 O 0.45280(8) 0.05994(12) 0.39721(5) 0.0205(2) Uani 1 1 d . . . . .
H3A H 0.4400(10) -0.015(2) 0.4379(9) 0.031 Uiso 1 1 calc R U . . .
C1 C 1.02872(12) 0.2239(2) 0.39822(11) 0.0352(4) Uani 1 1 d . . . . .
H1A H 1.025240 0.191532 0.455841 0.053 Uiso 1 1 calc R U . . .
H1B H 1.103335 0.295330 0.390548 0.053 Uiso 1 1 calc R U . . .
H1C H 1.031282 0.114761 0.365225 0.053 Uiso 1 1 calc R U . . .
C2 C 0.81185(11) 0.22459(16) 0.37997(7) 0.0187(3) Uani 1 1 d . . . . .
H2A H 0.796081 0.202413 0.437893 0.022 Uiso 1 1 calc R U . . .
H2B H 0.818974 0.107777 0.352107 0.022 Uiso 1 1 calc R U . . .
C3 C 0.70850(10) 0.33335(16) 0.34001(7) 0.0165(2) Uani 1 1 d . . . . .
H3 H 0.722813 0.365497 0.282197 0.020 Uiso 1 1 calc R U . . .
C4 C 0.57064(10) 0.30438(15) 0.35595(7) 0.0150(2) Uani 1 1 d . . . . .
C5 C 0.64033(10) 0.47369(16) 0.38372(7) 0.0159(2) Uani 1 1 d . . . . .
C6 C 0.54051(10) 0.17432(15) 0.42019(7) 0.0150(2) Uani 1 1 d . . . . .
C7 C 0.48002(11) 0.31121(15) 0.28319(7) 0.0159(2) Uani 1 1 d . . . . .
C8 C 0.50218(11) 0.21399(16) 0.21314(7) 0.0188(3) Uani 1 1 d . . . . .
H8 H 0.576898 0.147655 0.210305 0.023 Uiso 1 1 calc R U . . .
C9 C 0.41572(12) 0.21335(17) 0.14735(7) 0.0216(3) Uani 1 1 d . . . . .
H9 H 0.431530 0.146535 0.099818 0.026 Uiso 1 1 calc R U . . .
C10 C 0.30653(12) 0.30986(17) 0.15086(7) 0.0217(3) Uani 1 1 d . . . . .
H10 H 0.247635 0.309421 0.105774 0.026 Uiso 1 1 calc R U . . .
C11 C 0.28332(11) 0.40741(18) 0.22053(8) 0.0222(3) Uani 1 1 d . . . . .
H11 H 0.208594 0.473817 0.223106 0.027 Uiso 1 1 calc R U . . .
C12 C 0.36986(11) 0.40746(17) 0.28644(7) 0.0189(3) Uani 1 1 d . . . . .
H12 H 0.353674 0.473711 0.334059 0.023 Uiso 1 1 calc R U . . .
C13 C 0.61899(11) 0.66490(16) 0.35335(8) 0.0199(3) Uani 1 1 d . . . . .
H13A H 0.531800 0.705560 0.354147 0.024 Uiso 1 1 calc R U . . .
H13B H 0.654200 0.690290 0.300177 0.024 Uiso 1 1 calc R U . . .
C14 C 0.70232(12) 0.72621(17) 0.42828(8) 0.0223(3) Uani 1 1 d . . . . .
H14A H 0.789897 0.747218 0.416014 0.027 Uiso 1 1 calc R U . . .
H14B H 0.668451 0.829234 0.457807 0.027 Uiso 1 1 calc R U . . .
C15 C 0.67948(11) 0.54246(16) 0.46903(7) 0.0186(3) Uani 1 1 d . . . . .
H15A H 0.755333 0.485258 0.493573 0.022 Uiso 1 1 calc R U . . .
H15B H 0.611978 0.543228 0.507464 0.022 Uiso 1 1 calc R U . . .


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 1.4154(14) . ?
O1 C1 1.4213(16) . ?
O2 C6 1.2299(14) . ?
O3 C6 1.3154(14) . ?
O3 H3A 0.889(18) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.5023(16) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C5 1.4876(16) . ?
C3 C4 1.5407(15) . ?
C3 H3 1.0000 . ?
C4 C6 1.4834(16) . ?
C4 C7 1.5044(15) . ?
C4 C5 1.5282(16) . ?
C5 C13 1.5257(16) . ?
C5 C15 1.5311(16) . ?
C7 C8 1.3926(17) . ?
C7 C12 1.3932(17) . ?
C8 C9 1.3898(17) . ?
C8 H8 0.9500 . ?
C9 C10 1.3857(18) . ?
C9 H9 0.9500 . ?
C10 C11 1.3911(18) . ?
C10 H10 0.9500 . ?
C11 C12 1.3918(16) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.5543(17) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.5522(17) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?

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
C2 O1 C1 111.50(10) . . ?
C6 O3 H3A 109.5 . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C3 106.66(10) . . ?
O1 C2 H2A 110.4 . . ?
C3 C2 H2A 110.4 . . ?
O1 C2 H2B 110.4 . . ?
C3 C2 H2B 110.4 . . ?
H2A C2 H2B 108.6 . . ?
C5 C3 C2 123.02(10) . . ?
C5 C3 C4 60.58(7) . . ?
C2 C3 C4 123.47(10) . . ?
C5 C3 H3 113.3 . . ?
C2 C3 H3 113.3 . . ?
C4 C3 H3 113.3 . . ?
C6 C4 C7 115.44(10) . . ?
C6 C4 C5 116.90(9) . . ?
C7 C4 C5 119.86(10) . . ?
C6 C4 C3 117.65(9) . . ?
C7 C4 C3 116.93(9) . . ?
C5 C4 C3 57.99(7) . . ?
C3 C5 C13 124.82(10) . . ?
C3 C5 C4 61.43(7) . . ?
C13 C5 C4 127.82(10) . . ?
C3 C5 C15 123.99(10) . . ?
C13 C5 C15 90.86(9) . . ?
C4 C5 C15 131.15(10) . . ?
O2 C6 O3 122.67(11) . . ?
O2 C6 C4 123.57(10) . . ?
O3 C6 C4 113.76(10) . . ?
C8 C7 C12 119.06(11) . . ?
C8 C7 C4 120.40(10) . . ?
C12 C7 C4 120.46(10) . . ?
C9 C8 C7 120.45(11) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C10 C9 C8 120.20(11) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C9 C10 C11 119.88(11) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C10 C11 C12 119.83(11) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C11 C12 C7 120.58(11) . . ?
C11 C12 H12 119.7 . . ?
C7 C12 H12 119.7 . . ?
C5 C13 C14 86.89(9) . . ?
C5 C13 H13A 114.2 . . ?
C14 C13 H13A 114.2 . . ?
C5 C13 H13B 114.2 . . ?
C14 C13 H13B 114.2 . . ?
H13A C13 H13B 111.3 . . ?
C15 C14 C13 89.02(9) . . ?
C15 C14 H14A 113.8 . . ?
C13 C14 H14A 113.8 . . ?
C15 C14 H14B 113.8 . . ?
C13 C14 H14B 113.8 . . ?
H14A C14 H14B 111.0 . . ?
C5 C15 C14 86.77(9) . . ?
C5 C15 H15A 114.2 . . ?
C14 C15 H15A 114.2 . . ?
C5 C15 H15B 114.2 . . ?
C14 C15 H15B 114.2 . . ?
H15A C15 H15B 111.4 . . ?

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
C1 O1 C2 C3 -170.95(11) . . . . ?
O1 C2 C3 C5 -85.97(13) . . . . ?
O1 C2 C3 C4 -160.15(10) . . . . ?
C5 C3 C4 C6 -105.95(11) . . . . ?
C2 C3 C4 C6 6.21(16) . . . . ?
C5 C3 C4 C7 109.94(11) . . . . ?
C2 C3 C4 C7 -137.90(11) . . . . ?
C2 C3 C4 C5 112.15(13) . . . . ?
C2 C3 C5 C13 128.99(12) . . . . ?
C4 C3 C5 C13 -118.14(12) . . . . ?
C2 C3 C5 C4 -112.87(12) . . . . ?
C2 C3 C5 C15 9.57(17) . . . . ?
C4 C3 C5 C15 122.44(12) . . . . ?
C6 C4 C5 C3 107.25(11) . . . . ?
C7 C4 C5 C3 -104.89(11) . . . . ?
C6 C4 C5 C13 -139.15(12) . . . . ?
C7 C4 C5 C13 8.71(17) . . . . ?
C3 C4 C5 C13 113.60(13) . . . . ?
C6 C4 C5 C15 -4.44(18) . . . . ?
C7 C4 C5 C15 143.42(12) . . . . ?
C3 C4 C5 C15 -111.69(14) . . . . ?
C7 C4 C6 O2 -167.14(11) . . . . ?
C5 C4 C6 O2 -17.87(16) . . . . ?
C3 C4 C6 O2 48.22(16) . . . . ?
C7 C4 C6 O3 12.61(14) . . . . ?
C5 C4 C6 O3 161.89(10) . . . . ?
C3 C4 C6 O3 -132.02(11) . . . . ?
C6 C4 C7 C8 -96.18(13) . . . . ?
C5 C4 C7 C8 115.52(12) . . . . ?
C3 C4 C7 C8 48.71(15) . . . . ?
C6 C4 C7 C12 80.54(14) . . . . ?
C5 C4 C7 C12 -67.76(15) . . . . ?
C3 C4 C7 C12 -134.56(11) . . . . ?
C12 C7 C8 C9 0.14(18) . . . . ?
C4 C7 C8 C9 176.91(11) . . . . ?
C7 C8 C9 C10 0.08(19) . . . . ?
C8 C9 C10 C11 -0.12(19) . . . . ?
C9 C10 C11 C12 -0.06(19) . . . . ?
C10 C11 C12 C7 0.29(19) . . . . ?
C8 C7 C12 C11 -0.32(18) . . . . ?
C4 C7 C12 C11 -177.09(11) . . . . ?
C3 C5 C13 C14 -114.55(12) . . . . ?
C4 C5 C13 C14 166.84(11) . . . . ?
C15 C5 C13 C14 19.20(9) . . . . ?
C5 C13 C14 C15 -18.93(9) . . . . ?
C3 C5 C15 C14 115.11(12) . . . . ?
C13 C5 C15 C14 -19.23(9) . . . . ?
C4 C5 C15 C14 -165.07(12) . . . . ?
C13 C14 C15 C5 18.86(9) . . . . ?

