# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_tham1110
_database_code_depnum_ccdc_archive 'CCDC 2307516'
loop_
_audit_author_name
_audit_author_address
'olivier blacque'
;University of Zurich
Switzerland
;
_audit_update_record             
;
2023-11-13 deposited with the CCDC.	2024-04-01 downloaded from the CCDC.
;

_audit_creation_date             2023-10-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;

_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H10 O2'
_chemical_formula_sum            'C17 H10 O2'
_chemical_formula_weight         246.25
_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                   7.12120(10)
_cell_length_b                   12.50200(10)
_cell_length_c                   12.82470(10)
_cell_angle_alpha                90
_cell_angle_beta                 95.5510(10)
_cell_angle_gamma                90
_cell_volume                     1136.42(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8157
_cell_measurement_temperature    160.0(1)
_cell_measurement_theta_max      79.3150
_cell_measurement_theta_min      6.8450
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.908
_exptl_absorpt_coefficient_mu    0.754
_exptl_absorpt_correction_T_max  0.976
_exptl_absorpt_correction_T_min  0.932
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.100a (Rigaku Oxford Diffraction, 2023)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             512
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 -1 0.0166
0 -1 1 0.0166
0 -1 -1 0.0432
0 1 1 0.0432
2 -1 -5 0.0460
1 -1 0 0.0474
-1 1 0 0.0474
-4 -5 0 0.0579
4 5 0 0.0579
-2 3 5 0.0325

_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.03

_diffrn_reflns_av_R_equivalents  0.0160
_diffrn_reflns_av_unetI/netI     0.0144
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            13198
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.513
_diffrn_reflns_theta_min         4.952
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      160.0(1)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00   0.00   0.50    0.56    --  -10.00 -47.00-120.24   52
  2  ω      0.00  26.00   0.50    0.56    --   10.00  47.00  81.83   52
  3  ω      1.00  27.00   0.50    0.56    --   10.00  46.00-139.18   52
  4  ω    -31.00  -5.00   0.50    0.56    --  -14.00 -43.00 139.18   52
  5  ω    -45.00 -17.00   0.50    0.56    --  -26.00 -36.00  47.81   56
  6  ω      0.00  71.00   0.50    0.56    --   50.09 -77.00-120.00  142
  7  ω   -134.00 -54.00   0.50    0.56    --  -62.00 -30.00  63.65  160
  8  ω    -71.00 -18.00   0.50    2.22    --  -90.00  61.00-150.00  106
  9  ω   -161.00-122.00   0.50    2.22    --  -90.00 -45.00  60.00   78
 10  ω   -161.00-122.00   0.50    2.22    --  -90.00 -45.00  90.00   78
 11  ω     42.00 106.00   0.50    2.22    --  111.50 -97.00-163.27  128
 12  ω     41.00 105.00   0.50    2.22    --  111.50 -77.00 -60.00  128
 13  ω    104.00 178.00   0.50    2.22    --  111.50  15.00   0.00  148
 14  ω    127.00 178.00   0.50    2.22    --  111.50  61.00   0.00  102
 15  ω     41.00 105.00   0.50    2.22    --  111.50 -77.00  90.00  128
 16  ω     41.00  71.00   0.50    2.22    --  111.50 -61.00-120.00   60
 17  ω    127.00 178.00   0.50    2.22    --  111.50  61.00 120.00  102
 18  ω     41.00 105.00   0.50    2.22    --  111.50 -77.00 120.00  128
 19  ω     43.00 111.00   0.50    2.22    --  111.50-125.00-150.00  136
 20  ω     41.00  71.00   0.50    2.22    --  111.50 -61.00   0.00   60
 21  ω     66.00 105.00   0.50    2.22    --  111.50 -95.00 -90.00   78
 22  ω    132.00 178.00   0.50    2.22    --  111.50  77.00-150.00   92
 23  ω     41.00  66.00   0.50    2.22    --  111.50 -61.00-180.00   50
 24  ω     41.00  67.00   0.50    2.22    --  111.50 -61.00 -90.00   52
 25  ω    126.00 152.00   0.50    2.22    --  111.50  45.00 -60.00   52
 26  ω    126.00 163.00   0.50    2.22    --  111.50 101.00-123.00   74
 27  ω     42.00  68.00   0.50    2.22    --  111.50 -77.00 -90.00   52
 28  ω     44.00  70.00   0.50    2.22    --  111.50 -77.00-120.00   52
 29  ω     68.00 104.00   0.50    2.22    --  111.50 -77.00 150.00   72
 30  ω     57.00  91.00   0.50    2.22    --  111.50 -95.00 120.00   68
 31  ω    122.00 147.00   0.50    2.22    --  111.50  45.00 150.00   50
 32  ω    144.00 178.00   0.50    2.22    --  111.50  77.00 -60.00   68
 33  ω     81.00 135.00   0.50    2.22    --  111.50 -83.00-107.83  108
 34  ω    133.00 176.00   0.50    2.22    --  111.50 125.00 150.00   86
 35  ω    131.00 164.00   0.50    2.22    --  111.50  61.00-120.00   66
 36  ω    106.00 132.00   0.50    2.22    --  111.50 -79.00  -6.06   52
 37  ω     70.00 101.00   0.50    2.22    --  111.50 -95.00  90.00   62
 38  ω     73.00  98.00   0.50    2.22    --  111.50 -95.00 150.00   50
 39  ω     72.00  98.00   0.50    2.22    --  111.50-125.00  90.00   52
 40  ω    113.00 139.00   0.50    2.22    --  111.50  15.00  60.00   52
 41  ω     62.00  88.00   0.50    2.22    --  111.50 -79.00  -6.06   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0116762000
_diffrn_orient_matrix_UB_12      0.1169436000
_diffrn_orient_matrix_UB_13      0.0366944000
_diffrn_orient_matrix_UB_21      0.2167075000
_diffrn_orient_matrix_UB_22      0.0083068000
_diffrn_orient_matrix_UB_23      0.0074865000
_diffrn_orient_matrix_UB_31      -0.0117082000
_diffrn_orient_matrix_UB_32      0.0378300000
_diffrn_orient_matrix_UB_33      -0.1147791000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2249
_reflns_number_total             2461
_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       'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015b)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_refine_diff_density_max         0.245
_refine_diff_density_min         -0.150
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       0.0021(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL (Sheldrick, 2015b)'
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         2461
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0363
_refine_ls_R_factor_gt           0.0339
_refine_ls_restrained_S_all      1.097
_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)+(0.0554P)²+0.1638P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1013
_refine_ls_wR_factor_ref         0.1034
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C10(H10), C11(H11), C14(H14), C15(H15),
 C16(H16), C17(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 0.30898(10) 0.39983(5) 0.60341(5) 0.03129(19) Uani 1 1 d . . . . .
C1 C 0.24438(13) 0.34768(8) 0.51297(7) 0.0287(2) Uani 1 1 d . . . . .
O2 O 0.16471(13) 0.56726(6) 0.33332(6) 0.0457(2) Uani 1 1 d . . . . .
C2 C 0.23538(15) 0.23641(8) 0.51820(8) 0.0355(2) Uani 1 1 d . . . . .
H2 H 0.274474 0.199860 0.581538 0.043 Uiso 1 1 calc R U . . .
C3 C 0.16871(15) 0.18058(8) 0.42971(9) 0.0392(3) Uani 1 1 d . . . . .
H3 H 0.161250 0.104769 0.432299 0.047 Uiso 1 1 calc R U . . .
C4 C 0.11180(15) 0.23390(8) 0.33608(9) 0.0375(2) Uani 1 1 d . . . . .
H4 H 0.065412 0.194530 0.275645 0.045 Uiso 1 1 calc R U . . .
C5 C 0.12335(13) 0.34359(8) 0.33193(8) 0.0325(2) Uani 1 1 d . . . . .
H5 H 0.085476 0.379727 0.268179 0.039 Uiso 1 1 calc R U . . .
C6 C 0.19053(12) 0.40282(7) 0.42093(7) 0.0278(2) Uani 1 1 d . . . . .
C7 C 0.20664(13) 0.51988(8) 0.41622(7) 0.0286(2) Uani 1 1 d . . . . .
C8 C 0.27471(12) 0.57258(7) 0.51541(7) 0.0257(2) Uani 1 1 d . . . . .
C9 C 0.31910(12) 0.50913(8) 0.60334(7) 0.0274(2) Uani 1 1 d . . . . .
C10 C 0.38094(14) 0.55203(8) 0.70267(7) 0.0325(2) Uani 1 1 d . . . . .
H10 H 0.409727 0.506149 0.761079 0.039 Uiso 1 1 calc R U . . .
C11 C 0.39867(13) 0.65956(8) 0.71358(7) 0.0329(2) Uani 1 1 d . . . . .
H11 H 0.440462 0.688479 0.780317 0.040 Uiso 1 1 calc R U . . .
C12 C 0.35616(12) 0.73008(8) 0.62744(7) 0.0291(2) Uani 1 1 d . . . . .
C13 C 0.29529(12) 0.68728(7) 0.52682(7) 0.0262(2) Uani 1 1 d . . . . .
C14 C 0.25965(13) 0.76032(8) 0.44291(7) 0.0303(2) Uani 1 1 d . . . . .
H14 H 0.221164 0.734185 0.374618 0.036 Uiso 1 1 calc R U . . .
C15 C 0.28003(15) 0.86870(8) 0.45899(8) 0.0357(2) Uani 1 1 d . . . . .
H15 H 0.255439 0.916272 0.401528 0.043 Uiso 1 1 calc R U . . .
C16 C 0.33646(15) 0.91013(8) 0.55870(9) 0.0377(2) Uani 1 1 d . . . . .
H16 H 0.347906 0.985206 0.568837 0.045 Uiso 1 1 calc R U . . .
C17 C 0.37499(14) 0.84170(8) 0.64143(8) 0.0350(2) Uani 1 1 d . . . . .
H17 H 0.414772 0.869623 0.708856 0.042 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 C1 1.3707(11) . ?
O1 C9 1.3683(11) . ?
C1 C2 1.3944(14) . ?
C1 C6 1.3885(13) . ?
O2 C7 1.2285(11) . ?
C2 H2 0.9500 . ?
C2 C3 1.3770(16) . ?
C3 H3 0.9500 . ?
C3 C4 1.3987(16) . ?
C4 H4 0.9500 . ?
C4 C5 1.3752(14) . ?
C5 H5 0.9500 . ?
C5 C6 1.4051(13) . ?
C6 C7 1.4697(13) . ?
C7 C8 1.4723(12) . ?
C8 C9 1.3899(12) . ?
C8 C13 1.4475(13) . ?
C9 C10 1.4128(13) . ?
C10 H10 0.9500 . ?
C10 C11 1.3561(14) . ?
C11 H11 0.9500 . ?
C11 C12 1.4230(14) . ?
C12 C13 1.4252(12) . ?
C12 C17 1.4117(14) . ?
C13 C14 1.4154(13) . ?
C14 H14 0.9500 . ?
C14 C15 1.3762(13) . ?
C15 H15 0.9500 . ?
C15 C16 1.4020(15) . ?
C16 H16 0.9500 . ?
C16 C17 1.3698(16) . ?
C17 H17 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
C9 O1 C1 119.20(7) . . ?
O1 C1 C2 116.55(8) . . ?
O1 C1 C6 121.72(9) . . ?
C6 C1 C2 121.73(9) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 C1 118.68(9) . . ?
C3 C2 H2 120.7 . . ?
C2 C3 H3 119.5 . . ?
C2 C3 C4 120.93(9) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.67(10) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 119.6 . . ?
C4 C5 C6 120.73(9) . . ?
C6 C5 H5 119.6 . . ?
C1 C6 C5 118.25(9) . . ?
C1 C6 C7 120.86(8) . . ?
C5 C6 C7 120.88(8) . . ?
O2 C7 C6 120.15(8) . . ?
O2 C7 C8 124.35(9) . . ?
C6 C7 C8 115.51(8) . . ?
C9 C8 C7 118.40(9) . . ?
C9 C8 C13 118.07(8) . . ?
C13 C8 C7 123.52(8) . . ?
O1 C9 C8 124.24(8) . . ?
O1 C9 C10 112.98(8) . . ?
C8 C9 C10 122.78(9) . . ?
C9 C10 H10 120.4 . . ?
C11 C10 C9 119.16(9) . . ?
C11 C10 H10 120.4 . . ?
C10 C11 H11 119.2 . . ?
C10 C11 C12 121.56(8) . . ?
C12 C11 H11 119.2 . . ?
C11 C12 C13 119.57(9) . . ?
C17 C12 C11 120.22(9) . . ?
C17 C12 C13 120.21(9) . . ?
C12 C13 C8 118.85(8) . . ?
C14 C13 C8 123.60(8) . . ?
C14 C13 C12 117.55(8) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 C13 120.85(9) . . ?
C15 C14 H14 119.6 . . ?
C14 C15 H15 119.4 . . ?
C14 C15 C16 121.14(9) . . ?
C16 C15 H15 119.4 . . ?
C15 C16 H16 120.2 . . ?
C17 C16 C15 119.60(9) . . ?
C17 C16 H16 120.2 . . ?
C12 C17 H17 119.7 . . ?
C16 C17 C12 120.63(9) . . ?
C16 C17 H17 119.7 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C14 H14 O2 0.95 2.18 2.8415(12) 125.7 . yes
C17 H17 O2 0.95 2.41 3.2597(12) 149.4 4_676 yes

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
O1 C1 C2 C3 179.04(8) . . . . ?
O1 C1 C6 C5 -179.13(8) . . . . ?
O1 C1 C6 C7 1.97(13) . . . . ?
O1 C9 C10 C11 179.54(8) . . . . ?
C1 O1 C9 C8 -2.67(13) . . . . ?
C1 O1 C9 C10 177.65(7) . . . . ?
C1 C2 C3 C4 0.31(15) . . . . ?
C1 C6 C7 O2 177.44(9) . . . . ?
C1 C6 C7 C8 -2.49(13) . . . . ?
O2 C7 C8 C9 -179.33(9) . . . . ?
O2 C7 C8 C13 1.65(15) . . . . ?
C2 C1 C6 C5 0.82(14) . . . . ?
C2 C1 C6 C7 -178.09(8) . . . . ?
C2 C3 C4 C5 0.34(15) . . . . ?
C3 C4 C5 C6 -0.42(15) . . . . ?
C4 C5 C6 C1 -0.14(14) . . . . ?
C4 C5 C6 C7 178.76(9) . . . . ?
C5 C6 C7 O2 -1.43(14) . . . . ?
C5 C6 C7 C8 178.63(8) . . . . ?
C6 C1 C2 C3 -0.90(14) . . . . ?
C6 C7 C8 C9 0.60(12) . . . . ?
C6 C7 C8 C13 -178.42(8) . . . . ?
C7 C8 C9 O1 1.98(13) . . . . ?
C7 C8 C9 C10 -178.37(8) . . . . ?
C7 C8 C13 C12 177.81(8) . . . . ?
C7 C8 C13 C14 -2.73(14) . . . . ?
C8 C9 C10 C11 -0.15(14) . . . . ?
C8 C13 C14 C15 179.36(9) . . . . ?
C9 O1 C1 C2 -179.34(8) . . . . ?
C9 O1 C1 C6 0.60(13) . . . . ?
C9 C8 C13 C12 -1.22(12) . . . . ?
C9 C8 C13 C14 178.25(8) . . . . ?
C9 C10 C11 C12 0.11(14) . . . . ?
C10 C11 C12 C13 -0.66(14) . . . . ?
C10 C11 C12 C17 179.64(9) . . . . ?
C11 C12 C13 C8 1.20(13) . . . . ?
C11 C12 C13 C14 -178.29(8) . . . . ?
C11 C12 C17 C16 179.25(9) . . . . ?
C12 C13 C14 C15 -1.17(13) . . . . ?
C13 C8 C9 O1 -178.95(7) . . . . ?
C13 C8 C9 C10 0.71(13) . . . . ?
C13 C12 C17 C16 -0.45(14) . . . . ?
C13 C14 C15 C16 -0.04(15) . . . . ?
C14 C15 C16 C17 1.05(16) . . . . ?
C15 C16 C17 C12 -0.79(15) . . . . ?
C17 C12 C13 C8 -179.09(8) . . . . ?
C17 C12 C13 C14 1.41(13) . . . . ?

####################################################################### 
# 
# 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_tham1310
_database_code_depnum_ccdc_archive 'CCDC 2307517'
loop_
_audit_author_name
_audit_author_address
'olivier blacque'
;University of Zurich
Switzerland
;
_audit_update_record             
;
2023-11-13 deposited with the CCDC.	2024-04-01 downloaded from the CCDC.
;

_audit_creation_date             2023-10-18
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;

_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H24 O3'
_chemical_formula_sum            'C26 H24 O3'
_chemical_formula_weight         384.45
_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                   10.03740(10)
_cell_length_b                   12.74610(10)
_cell_length_c                   15.5693(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.5670(10)
_cell_angle_gamma                90
_cell_volume                     1988.04(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    17882
_cell_measurement_temperature    160.0(1)
_cell_measurement_theta_max      79.5540
_cell_measurement_theta_min      4.4770
_shelx_estimated_absorpt_T_max   0.943
_shelx_estimated_absorpt_T_min   0.880
_exptl_absorpt_coefficient_mu    0.657
_exptl_absorpt_correction_T_max  0.953
_exptl_absorpt_correction_T_min  0.907
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.100a (Rigaku Oxford Diffraction, 2023)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             816
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-4 1 5 0.0602
4 -1 -5 0.0602
-3 1 -5 0.0781
5 -3 5 0.0789
-3 0 5 0.0485
5 -5 -3 0.0569
0 5 -1 0.0431
0 -8 1 0.0454
0 -8 -2 0.0491
0 8 0 0.0397
1 4 -9 0.0754

_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.09

_diffrn_reflns_av_R_equivalents  0.0192
_diffrn_reflns_av_unetI/netI     0.0151
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            24751
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.834
_diffrn_reflns_theta_min         4.487
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      160.0(1)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      2.00  32.00   0.50    0.28    --   10.00  42.00-178.09   60
  2  ω     43.00  69.00   0.50    1.13    --  111.50 -77.00 -60.00   52
  3  ω     53.00 105.00   0.50    1.13    --  111.50 -77.00   0.00  104
  4  ω     42.00  99.00   0.50    1.13    --  111.50 -77.00  30.00  114
  5  ω     42.00  79.00   0.50    1.13    --  111.50 -77.00 120.00   74
  6  ω      1.00  26.00   0.50    0.28    --   10.00  45.00 133.00   50
  7  ω     -5.00  21.00   0.50    0.28    --    6.00  51.00  43.26   52
  8  ω     41.00  66.00   0.50    1.13    --  111.50 -61.00 120.00   50
  9  ω     77.00 103.00   0.50    1.13    --  111.50 -77.00 150.00   52
 10  ω     78.00 104.00   0.50    1.13    --  111.50 -77.00 -60.00   52
 11  ω     61.00  87.00   0.50    1.13    --  111.50 -77.00-150.00   52
 12  ω     46.00  72.00   0.50    1.13    --  111.50 -77.00-180.00   52
 13  ω     41.00  66.00   0.50    1.13    --  111.50 -61.00-180.00   50
 14  ω     44.00  71.00   0.50    1.13    --  111.50 -61.00-150.00   54
 15  ω     -6.00  20.00   0.50    0.28    --   50.11 -13.00-164.00   52
 16  ω     41.00  70.00   0.50    1.13    --  111.50 -61.00  30.00   58
 17  ω     41.00  66.00   0.50    1.13    --  111.50 -61.00  90.00   50
 18  ω     82.00 108.00   0.50    1.13    --  111.50 -82.00 -16.53   52
 19  ω     86.00 111.00   0.50    1.13    --  111.50-125.00   0.00   50
 20  ω     88.00 126.00   0.50    1.13    --  111.50-150.00  12.41   76
 21  ω     75.00 101.00   0.50    1.13    --  111.50-125.00 120.00   52
 22  ω     48.00  73.00   0.50    1.13    --  111.50-150.00  12.41   50
 23  ω     50.00 105.00   0.50    1.13    --  111.50 -95.00  90.00  110
 24  ω     76.00 101.00   0.50    1.13    --  111.50 -95.00 120.00   50
 25  ω     54.00  81.00   0.50    1.13    --  111.50 -86.00 167.82   54
 26  ω     45.00  75.00   0.50    1.13    --  111.50-125.00   0.00   60
 27  ω     49.00  75.00   0.50    1.13    --  111.50 -82.00 -16.53   52
 28  ω     49.00 100.00   0.50    1.13    --  111.50-125.00 -60.00  102
 29  ω     52.00  78.00   0.50    1.13    --  111.50 -95.00-180.00   52
 30  ω   -155.00-108.00   0.50    1.13    --  -90.00-125.00 -90.00   94
 31  ω   -159.00-134.00   0.50    1.13    --  -90.00-125.00 -30.00   50
 32  ω   -154.00-128.00   0.50    1.13    --  -90.00 -61.00 -30.00   52
 33  ω   -146.00-120.00   0.50    1.13    --  -90.00 -13.00-164.00   52
 34  ω   -121.00 -48.00   0.50    0.28    --  -50.11 -13.00-164.00  146
 35  ω    -26.00  -1.00   0.50    0.28    --  -10.00 -47.00-131.70   50
 36  ω    -47.00 -19.00   0.50    1.13    --  -90.00  45.00   0.00   56
 37  ω     -8.00  22.00   0.50    0.28    --  -50.11  13.00   6.00   60
 38  ω    127.00 153.00   0.50    1.13    --  111.50  77.00  60.00   52
 39  ω    143.00 177.00   0.50    1.13    --  111.50  77.00 120.00   68
 40  ω    152.00 178.00   0.50    1.13    --  111.50  77.00 150.00   52
 41  ω    123.00 149.00   0.50    1.13    --  111.50  30.00  90.00   52
 42  ω    130.00 155.00   0.50    1.13    --  111.50  61.00   0.00   50
 43  ω    122.00 178.00   0.50    1.13    --  111.50  45.00  30.00  112
 44  ω    152.00 177.00   0.50    1.13    --  111.50  30.00  90.00   50
 45  ω    104.00 168.00   0.50    1.13    --  111.50  13.00   6.00  128
 46  ω     43.00  69.00   0.50    0.28    --   50.11  13.00   6.00   52
 47  ω     76.00 115.00   0.50    0.28    --   50.11  13.00   6.00   78
 48  ω    137.00 175.00   0.50    1.13    --  111.50  45.00-150.00   76
 49  ω    122.00 171.00   0.50    1.13    --  111.50  45.00-180.00   98
 50  ω    118.00 146.00   0.50    1.13    --  111.50 125.00 -90.00   56
 51  ω    110.00 147.00   0.50    1.13    --  111.50 125.00-180.00   74
 52  ω    153.00 178.00   0.50    1.13    --  111.50 125.00 -90.00   50
 53  ω    108.00 173.00   0.50    1.13    --  111.50 125.00  30.00  130
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1496585000
_diffrn_orient_matrix_UB_12      -0.0048066000
_diffrn_orient_matrix_UB_13      0.0164459000
_diffrn_orient_matrix_UB_21      0.0333846000
_diffrn_orient_matrix_UB_22      0.0211044000
_diffrn_orient_matrix_UB_23      0.0963985000
_diffrn_orient_matrix_UB_31      -0.0119983000
_diffrn_orient_matrix_UB_32      0.1188715000
_diffrn_orient_matrix_UB_33      -0.0164148000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4058
_reflns_number_total             4301
_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       'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015b)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_refine_diff_density_max         0.262
_refine_diff_density_min         -0.164
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       0.00121(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL (Sheldrick, 2015b)'
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         4301
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0357
_refine_ls_R_factor_gt           0.0340
_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)+(0.0355P)²+0.6163P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0845
_refine_ls_wR_factor_ref         0.0859
_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
2.a Ternary CH refined with riding coordinates:
 C7(H7)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C4(H4A,H4B)
2.c Aromatic/amide H refined with riding coordinates:
 C10(H10), C11(H11), C14(H14), C15(H15), C16(H16), C17(H17), C21(H21),
 C23(H23), C24(H24), C25(H25)
2.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C26(H26A,H26B,H26C)
;
_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
C1 C 0.57847(9) 0.30651(7) 0.56912(6) 0.02210(19) Uani 1 1 d . . . . .
O1 O 0.50069(7) 0.36392(5) 0.62057(4) 0.02530(16) Uani 1 1 d . . . . .
O2 O 0.58842(7) 0.08582(6) 0.43199(5) 0.03058(17) Uani 1 1 d . . . . .
C2 C 0.71656(10) 0.34961(8) 0.56928(6) 0.0273(2) Uani 1 1 d . . . . .
H2A H 0.769126 0.323601 0.620843 0.033 Uiso 1 1 calc R U . . .
H2B H 0.712572 0.427063 0.573165 0.033 Uiso 1 1 calc R U . . .
O3 O 0.16709(9) 0.43464(6) 0.33388(5) 0.0374(2) Uani 1 1 d . . . . .
C3 C 0.78772(10) 0.31906(8) 0.48879(6) 0.0276(2) Uani 1 1 d . . . . .
C4 C 0.76889(10) 0.20074(8) 0.47429(7) 0.0288(2) Uani 1 1 d . . . . .
H4A H 0.805253 0.181884 0.418671 0.035 Uiso 1 1 calc R U . . .
H4B H 0.821886 0.162770 0.520163 0.035 Uiso 1 1 calc R U . . .
C5 C 0.62580(10) 0.16333(7) 0.47357(6) 0.0232(2) Uani 1 1 d . . . . .
C6 C 0.53383(9) 0.22073(7) 0.52614(6) 0.02086(19) Uani 1 1 d . . . . .
C7 C 0.39156(9) 0.18231(7) 0.52813(6) 0.02006(19) Uani 1 1 d . . . . .
H7 H 0.393209 0.104510 0.536438 0.024 Uiso 1 1 calc R U . . .
C8 C 0.32725(9) 0.23181(7) 0.60398(6) 0.02074(19) Uani 1 1 d . . . . .
C9 C 0.38065(9) 0.31996(8) 0.64272(6) 0.02242(19) Uani 1 1 d . . . . .
C10 C 0.32031(10) 0.37431(8) 0.70914(6) 0.0268(2) Uani 1 1 d . . . . .
H10 H 0.361250 0.435177 0.734150 0.032 Uiso 1 1 calc R U . . .
C11 C 0.20268(10) 0.33833(8) 0.73689(6) 0.0285(2) Uani 1 1 d . . . . .
H11 H 0.160880 0.375021 0.781017 0.034 Uiso 1 1 calc R U . . .
C12 C 0.14183(10) 0.24667(8) 0.70065(6) 0.0258(2) Uani 1 1 d . . . . .
C13 C 0.20519(9) 0.19203(8) 0.63435(6) 0.02258(19) Uani 1 1 d . . . . .
C14 C 0.14341(10) 0.09970(8) 0.60011(6) 0.0263(2) Uani 1 1 d . . . . .
H14 H 0.184502 0.061762 0.556377 0.032 Uiso 1 1 calc R U . . .
C15 C 0.02518(11) 0.06438(9) 0.62919(7) 0.0311(2) Uani 1 1 d . . . . .
H15 H -0.014485 0.002237 0.605617 0.037 Uiso 1 1 calc R U . . .
C16 C -0.03789(11) 0.11966(9) 0.69385(7) 0.0340(2) Uani 1 1 d . . . . .
H16 H -0.120297 0.095160 0.713106 0.041 Uiso 1 1 calc R U . . .
C17 C 0.01930(11) 0.20829(9) 0.72879(7) 0.0318(2) Uani 1 1 d . . . . .
H17 H -0.023578 0.244776 0.772569 0.038 Uiso 1 1 calc R U . . .
C18 C 0.72919(12) 0.38119(10) 0.41122(7) 0.0377(3) Uani 1 1 d . . . . .
H18A H 0.632864 0.368478 0.403924 0.057 Uiso 1 1 calc R U . . .
H18B H 0.771729 0.358647 0.359326 0.057 Uiso 1 1 calc R U . . .
H18C H 0.745521 0.456222 0.420725 0.057 Uiso 1 1 calc R U . . .
C19 C 0.93657(11) 0.34339(11) 0.50318(8) 0.0404(3) Uani 1 1 d . . . . .
H19A H 0.948564 0.418341 0.515388 0.061 Uiso 1 1 calc R U . . .
H19B H 0.982160 0.325119 0.451362 0.061 Uiso 1 1 calc R U . . .
H19C H 0.974406 0.302313 0.552006 0.061 Uiso 1 1 calc R U . . .
C20 C 0.31129(9) 0.20666(7) 0.44366(6) 0.02035(19) Uani 1 1 d . . . . .
C21 C 0.27607(9) 0.30920(7) 0.42274(6) 0.0233(2) Uani 1 1 d . . . . .
H21 H 0.305175 0.364828 0.459936 0.028 Uiso 1 1 calc R U . . .
C22 C 0.19829(10) 0.33129(8) 0.34754(6) 0.0244(2) Uani 1 1 d . . . . .
C23 C 0.15697(10) 0.25115(8) 0.29211(6) 0.0281(2) Uani 1 1 d . . . . .
H23 H 0.103427 0.265881 0.241066 0.034 Uiso 1 1 calc R U . . .
C24 C 0.19490(12) 0.14906(9) 0.31222(7) 0.0318(2) Uani 1 1 d . . . . .
H24 H 0.168343 0.093829 0.273918 0.038 Uiso 1 1 calc R U . . .
C25 C 0.27093(11) 0.12620(8) 0.38727(6) 0.0274(2) Uani 1 1 d . . . . .
H25 H 0.295499 0.055721 0.400262 0.033 Uiso 1 1 calc R U . . .
C26 C 0.06768(13) 0.45891(11) 0.26785(9) 0.0444(3) Uani 1 1 d . . . . .
H26A H 0.099229 0.438437 0.211943 0.067 Uiso 1 1 calc R U . . .
H26B H 0.049711 0.534480 0.267990 0.067 Uiso 1 1 calc R U . . .
H26C H -0.014438 0.420542 0.278105 0.067 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
C1 O1 1.3655(11) . ?
C1 C2 1.4909(13) . ?
C1 C6 1.3441(13) . ?
O1 C9 1.3914(12) . ?
O2 C5 1.2270(12) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.5308(14) . ?
O3 C22 1.3676(12) . ?
O3 C26 1.4214(13) . ?
C3 C4 1.5349(15) . ?
C3 C18 1.5306(14) . ?
C3 C19 1.5287(14) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.5127(13) . ?
C5 C6 1.4668(13) . ?
C6 C7 1.5118(12) . ?
C7 H7 1.0000 . ?
C7 C8 1.5181(12) . ?
C7 C20 1.5308(12) . ?
C8 C9 1.3687(13) . ?
C8 C13 1.4331(13) . ?
C9 C10 1.4121(13) . ?
C10 H10 0.9500 . ?
C10 C11 1.3618(15) . ?
C11 H11 0.9500 . ?
C11 C12 1.4190(15) . ?
C12 C13 1.4272(13) . ?
C12 C17 1.4181(14) . ?
C13 C14 1.4186(14) . ?
C14 H14 0.9500 . ?
C14 C15 1.3722(14) . ?
C15 H15 0.9500 . ?
C15 C16 1.4107(16) . ?
C16 H16 0.9500 . ?
C16 C17 1.3648(17) . ?
C17 H17 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.3873(13) . ?
C20 C25 1.3937(13) . ?
C21 H21 0.9500 . ?
C21 C22 1.3950(13) . ?
C22 C23 1.3841(14) . ?
C23 H23 0.9500 . ?
C23 C24 1.3861(16) . ?
C24 H24 0.9500 . ?
C24 C25 1.3863(15) . ?
C25 H25 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?

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
O1 C1 C2 111.53(8) . . ?
C6 C1 O1 122.88(9) . . ?
C6 C1 C2 125.57(9) . . ?
C1 O1 C9 117.72(7) . . ?
C1 C2 H2A 109.1 . . ?
C1 C2 H2B 109.1 . . ?
C1 C2 C3 112.70(8) . . ?
H2A C2 H2B 107.8 . . ?
C3 C2 H2A 109.1 . . ?
C3 C2 H2B 109.1 . . ?
C22 O3 C26 117.76(9) . . ?
C2 C3 C4 108.12(8) . . ?
C18 C3 C2 109.80(9) . . ?
C18 C3 C4 110.77(9) . . ?
C19 C3 C2 109.26(9) . . ?
C19 C3 C4 109.34(9) . . ?
C19 C3 C18 109.53(9) . . ?
C3 C4 H4A 108.6 . . ?
C3 C4 H4B 108.6 . . ?
H4A C4 H4B 107.6 . . ?
C5 C4 C3 114.77(8) . . ?
C5 C4 H4A 108.6 . . ?
C5 C4 H4B 108.6 . . ?
O2 C5 C4 121.11(9) . . ?
O2 C5 C6 120.90(9) . . ?
C6 C5 C4 117.96(9) . . ?
C1 C6 C5 118.79(9) . . ?
C1 C6 C7 122.64(8) . . ?
C5 C6 C7 118.55(8) . . ?
C6 C7 H7 108.4 . . ?
C6 C7 C8 109.22(7) . . ?
C6 C7 C20 111.35(7) . . ?
C8 C7 H7 108.4 . . ?
C8 C7 C20 110.95(7) . . ?
C20 C7 H7 108.4 . . ?
C9 C8 C7 120.68(8) . . ?
C9 C8 C13 117.68(8) . . ?
C13 C8 C7 121.55(8) . . ?
O1 C9 C10 113.67(8) . . ?
C8 C9 O1 122.87(8) . . ?
C8 C9 C10 123.46(9) . . ?
C9 C10 H10 120.4 . . ?
C11 C10 C9 119.15(9) . . ?
C11 C10 H10 120.4 . . ?
C10 C11 H11 119.6 . . ?
C10 C11 C12 120.75(9) . . ?
C12 C11 H11 119.6 . . ?
C11 C12 C13 119.29(9) . . ?
C17 C12 C11 121.42(9) . . ?
C17 C12 C13 119.29(10) . . ?
C12 C13 C8 119.63(9) . . ?
C14 C13 C8 122.16(8) . . ?
C14 C13 C12 118.20(9) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 C13 121.00(9) . . ?
C15 C14 H14 119.5 . . ?
C14 C15 H15 119.8 . . ?
C14 C15 C16 120.49(10) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.11(10) . . ?
C17 C16 H16 119.9 . . ?
C12 C17 H17 119.5 . . ?
C16 C17 C12 120.91(10) . . ?
C16 C17 H17 119.5 . . ?
C3 C18 H18A 109.5 . . ?
C3 C18 H18B 109.5 . . ?
C3 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C3 C19 H19A 109.5 . . ?
C3 C19 H19B 109.5 . . ?
C3 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C7 120.37(8) . . ?
C21 C20 C25 119.04(9) . . ?
C25 C20 C7 120.58(8) . . ?
C20 C21 H21 119.7 . . ?
C20 C21 C22 120.56(9) . . ?
C22 C21 H21 119.7 . . ?
O3 C22 C21 115.83(9) . . ?
O3 C22 C23 123.86(9) . . ?
C23 C22 C21 120.31(9) . . ?
C22 C23 H23 120.5 . . ?
C22 C23 C24 118.98(9) . . ?
C24 C23 H23 120.5 . . ?
C23 C24 H24 119.4 . . ?
C23 C24 C25 121.12(9) . . ?
C25 C24 H24 119.4 . . ?
C20 C25 H25 120.0 . . ?
C24 C25 C20 119.96(9) . . ?
C24 C25 H25 120.0 . . ?
O3 C26 H26A 109.5 . . ?
O3 C26 H26B 109.5 . . ?
O3 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 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
C1 O1 C9 C8 -11.60(13) . . . . ?
C1 O1 C9 C10 167.88(8) . . . . ?
C1 C2 C3 C4 -47.86(11) . . . . ?
C1 C2 C3 C18 73.09(11) . . . . ?
C1 C2 C3 C19 -166.77(9) . . . . ?
C1 C6 C7 C8 -17.51(12) . . . . ?
C1 C6 C7 C20 105.36(10) . . . . ?
O1 C1 C2 C3 -156.64(8) . . . . ?
O1 C1 C6 C5 -179.01(8) . . . . ?
O1 C1 C6 C7 2.42(14) . . . . ?
O1 C9 C10 C11 -179.56(8) . . . . ?
O2 C5 C6 C1 -178.59(9) . . . . ?
O2 C5 C6 C7 0.04(13) . . . . ?
C2 C1 O1 C9 -165.31(8) . . . . ?
C2 C1 C6 C5 -0.66(14) . . . . ?
C2 C1 C6 C7 -179.22(9) . . . . ?
C2 C3 C4 C5 51.68(11) . . . . ?
O3 C22 C23 C24 179.77(10) . . . . ?
C3 C4 C5 O2 151.48(9) . . . . ?
C3 C4 C5 C6 -30.27(12) . . . . ?
C4 C5 C6 C1 3.16(13) . . . . ?
C4 C5 C6 C7 -178.21(8) . . . . ?
C5 C6 C7 C8 163.92(8) . . . . ?
C5 C6 C7 C20 -73.21(10) . . . . ?
C6 C1 O1 C9 13.26(13) . . . . ?
C6 C1 C2 C3 24.84(14) . . . . ?
C6 C7 C8 C9 18.66(11) . . . . ?
C6 C7 C8 C13 -164.97(8) . . . . ?
C6 C7 C20 C21 -70.60(11) . . . . ?
C6 C7 C20 C25 110.30(10) . . . . ?
C7 C8 C9 O1 -5.50(14) . . . . ?
C7 C8 C9 C10 175.06(8) . . . . ?
C7 C8 C13 C12 -174.27(8) . . . . ?
C7 C8 C13 C14 5.16(14) . . . . ?
C7 C20 C21 C22 -177.36(8) . . . . ?
C7 C20 C25 C24 178.08(9) . . . . ?
C8 C7 C20 C21 51.27(11) . . . . ?
C8 C7 C20 C25 -127.82(9) . . . . ?
C8 C9 C10 C11 -0.08(15) . . . . ?
C8 C13 C14 C15 -178.75(9) . . . . ?
C9 C8 C13 C12 2.20(13) . . . . ?
C9 C8 C13 C14 -178.36(9) . . . . ?
C9 C10 C11 C12 0.84(15) . . . . ?
C10 C11 C12 C13 -0.04(14) . . . . ?
C10 C11 C12 C17 -179.93(9) . . . . ?
C11 C12 C13 C8 -1.51(13) . . . . ?
C11 C12 C13 C14 179.04(9) . . . . ?
C11 C12 C17 C16 -179.58(10) . . . . ?
C12 C13 C14 C15 0.69(14) . . . . ?
C13 C8 C9 O1 177.99(8) . . . . ?
C13 C8 C9 C10 -1.45(14) . . . . ?
C13 C12 C17 C16 0.53(15) . . . . ?
C13 C14 C15 C16 0.24(16) . . . . ?
C14 C15 C16 C17 -0.80(16) . . . . ?
C15 C16 C17 C12 0.41(16) . . . . ?
C17 C12 C13 C8 178.39(9) . . . . ?
C17 C12 C13 C14 -1.07(13) . . . . ?
C18 C3 C4 C5 -68.66(11) . . . . ?
C19 C3 C4 C5 170.54(9) . . . . ?
C20 C7 C8 C9 -104.45(10) . . . . ?
C20 C7 C8 C13 71.92(10) . . . . ?
C20 C21 C22 O3 178.76(9) . . . . ?
C20 C21 C22 C23 -1.01(15) . . . . ?
C21 C20 C25 C24 -1.02(15) . . . . ?
C21 C22 C23 C24 -0.47(15) . . . . ?
C22 C23 C24 C25 1.21(16) . . . . ?
C23 C24 C25 C20 -0.46(16) . . . . ?
C25 C20 C21 C22 1.75(14) . . . . ?
C26 O3 C22 C21 -167.98(10) . . . . ?
C26 O3 C22 C23 11.78(15) . . . . ?

