# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# 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_230475lt_auto
_database_code_depnum_ccdc_archive 'CCDC 2498522'
_audit_update_record             
;
2025-10-28 deposited with the CCDC.	2026-03-24 downloaded from the CCDC.
;
_audit_creation_date             2023-05-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H18 O3, H2 O'
_chemical_formula_sum            'C17 H20 O4'
_chemical_formula_weight         288.33
_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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.1310(2)
_cell_length_b                   11.62229(19)
_cell_length_c                   8.68459(15)
_cell_angle_alpha                90
_cell_angle_beta                 97.7171(15)
_cell_angle_gamma                90
_cell_volume                     1413.39(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4998
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.3740
_cell_measurement_theta_min      3.1430
_shelx_estimated_absorpt_T_max   0.926
_shelx_estimated_absorpt_T_min   0.885
_exptl_absorpt_coefficient_mu    0.780
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92172
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.58a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0218
_diffrn_reflns_av_unetI/netI     0.0228
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            7942
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.072
_diffrn_reflns_theta_max         67.072
_diffrn_reflns_theta_min         3.156
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.998
_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     24.00  59.00   0.50    0.06    --   61.96 -95.00 -60.00   70
  2  ω     24.00  63.00   0.50    0.06    --   61.96 -95.00   0.00   78
  3  ω     35.00  67.00   0.50    0.06    --   70.49 -95.00  60.00   64
  4  ω     39.00  64.00   0.50    0.06    --   70.49 -95.00  90.00   50
  5  ω     24.00  49.00   0.50    0.06    --   61.96 -95.00 120.00   50
  6  ω     43.00  82.00   0.50    0.06    --   80.07 -95.00  30.00   78
  7  ω     46.00  78.00   0.50    0.06    --   80.07 -95.00   0.00   64
  8  ω     40.00  75.00   0.50    0.06    --   74.85 -95.00-150.00   70
  9  ω     42.00  76.00   0.50    0.06    --   80.07 -95.00-180.00   68
 10  ω     49.00  89.00   0.50    0.06    --   80.07 -95.00-120.00   80
 11  ω     48.00 111.00   0.50    0.06    --   74.85  15.00 150.00  126
 12  ω     69.00  95.00   0.50    0.06    --   61.96   0.00 150.00   52
 13  ω     32.00  65.00   0.50    0.06    --   61.96   0.00 150.00   66
 14  ω     45.00 109.00   0.50    0.06    --   74.85  15.00 -60.00  128
 15  ω     50.00 102.00   0.50    0.06    --   80.07  15.00-150.00  104
 16  ω   -119.00 -74.00   0.50    0.06    --  -77.57-125.00-120.00   90
 17  ω   -100.00 -74.00   0.50    0.06    --  -74.46-125.00 -30.00   52
 18  ω   -113.00 -75.00   0.50    0.06    --  -74.46-125.00  30.00   76
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0885242000
_diffrn_orient_matrix_UB_12      -0.0559369000
_diffrn_orient_matrix_UB_13      0.0934168000
_diffrn_orient_matrix_UB_21      0.0200392000
_diffrn_orient_matrix_UB_22      -0.0655775000
_diffrn_orient_matrix_UB_23      -0.1463911000
_diffrn_orient_matrix_UB_31      0.0622047000
_diffrn_orient_matrix_UB_32      0.1006673000
_diffrn_orient_matrix_UB_33      -0.0434262000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2284
_reflns_number_total             2517
_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 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_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  (Sheldrick, 2015)'
_refine_diff_density_max         0.273
_refine_diff_density_min         -0.492
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     194
_refine_ls_number_reflns         2517
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0412
_refine_ls_restrained_S_all      1.061
_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)+(0.0678P)²+0.7415P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1174
_refine_ls_wR_factor_ref         0.1209
_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,H) groups
2.a Free rotating group:
 O21(H21A,H21B)
2.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B), C17(H17A,H17B)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C14(H14)
2.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens   mixed
_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 0.22135(11) 0.46175(13) -0.00534(17) 0.0146(3) Uani 1 1 d . . . . .
C2 C 0.30308(11) 0.51978(13) -0.07682(17) 0.0146(3) Uani 1 1 d . . . . .
C3 C 0.37953(11) 0.44386(13) -0.12284(17) 0.0150(3) Uani 1 1 d . . . . .
C4 C 0.44914(11) 0.49435(14) -0.20181(18) 0.0180(3) Uani 1 1 d . . . . .
H4 H 0.445350 0.574064 -0.226079 0.022 Uiso 1 1 calc R U . . .
C5 C 0.52318(11) 0.42949(14) -0.24475(19) 0.0197(4) Uani 1 1 d . . . . .
H5 H 0.569530 0.464027 -0.299778 0.024 Uiso 1 1 calc R U . . .
C6 C 0.52939(11) 0.31330(14) -0.20687(18) 0.0199(4) Uani 1 1 d . . . . .
H6 H 0.580624 0.268426 -0.234874 0.024 Uiso 1 1 calc R U . . .
C7 C 0.46099(11) 0.26273(14) -0.12829(18) 0.0183(3) Uani 1 1 d . . . . .
H7 H 0.466238 0.183357 -0.102427 0.022 Uiso 1 1 calc R U . . .
C8 C 0.38441(11) 0.32639(13) -0.08639(17) 0.0155(3) Uani 1 1 d . . . . .
C9 C 0.30857(11) 0.26991(13) -0.00536(18) 0.0166(3) Uani 1 1 d . . . . .
H9A H 0.338140 0.208304 0.063749 0.020 Uiso 1 1 calc R U . . .
H9B H 0.260332 0.233908 -0.083890 0.020 Uiso 1 1 calc R U . . .
C10 C 0.25930(11) 0.35566(13) 0.09027(18) 0.0164(3) Uani 1 1 d . . . . .
H10A H 0.305093 0.381219 0.180107 0.020 Uiso 1 1 calc R U . . .
H10B H 0.205434 0.316954 0.131104 0.020 Uiso 1 1 calc R U . . .
C11 C 0.14506(11) 0.42657(14) -0.14202(18) 0.0172(3) Uani 1 1 d . . . . .
H11A H 0.176355 0.383189 -0.219307 0.021 Uiso 1 1 calc R U . . .
H11B H 0.098102 0.374794 -0.102658 0.021 Uiso 1 1 calc R U . . .
C12 C 0.09249(11) 0.52957(14) -0.22187(18) 0.0191(4) Uani 1 1 d . . . . .
H12A H 0.136170 0.570783 -0.283001 0.023 Uiso 1 1 calc R U . . .
H12B H 0.037797 0.501302 -0.295349 0.023 Uiso 1 1 calc R U . . .
C13 C 0.05621(11) 0.61290(14) -0.11089(18) 0.0171(3) Uani 1 1 d . . . . .
C14 C 0.10093(11) 0.61421(13) 0.04844(18) 0.0161(3) Uani 1 1 d . . . . .
H14 H 0.075631 0.662544 0.121135 0.019 Uiso 1 1 calc R U . . .
C15 C 0.17826(11) 0.54806(13) 0.09692(17) 0.0148(3) Uani 1 1 d . . . . .
C17 C 0.19686(11) 0.62823(14) 0.35453(17) 0.0168(3) Uani 1 1 d . . . . .
H17A H 0.131971 0.607358 0.375950 0.020 Uiso 1 1 calc R U . . .
H17B H 0.195821 0.708794 0.317313 0.020 Uiso 1 1 calc R U . . .
C18 C 0.26772(12) 0.61480(15) 0.49844(18) 0.0218(4) Uani 1 1 d . . . . .
H18A H 0.331692 0.634438 0.474953 0.033 Uiso 1 1 calc R U . . .
H18B H 0.267264 0.534966 0.534660 0.033 Uiso 1 1 calc R U . . .
H18C H 0.250471 0.666220 0.579668 0.033 Uiso 1 1 calc R U . . .
O16 O 0.22757(7) 0.55137(9) 0.23912(12) 0.0166(3) Uani 1 1 d . . . . .
O19 O -0.00864(8) 0.68137(10) -0.15822(13) 0.0217(3) Uani 1 1 d . . . . .
O20 O 0.30309(8) 0.62311(9) -0.10077(13) 0.0189(3) Uani 1 1 d . . . . .
O21 O 0.09091(11) 0.13840(12) -0.02102(17) 0.0380(4) Uani 1 1 d G . . . .
H21A H 0.070082 0.152157 -0.118145 0.057 Uiso 1 1 d G U . . .
H21B H 0.062329 0.189159 0.030093 0.057 Uiso 1 1 d G 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 C2 1.538(2) . ?
C1 C10 1.542(2) . ?
C1 C11 1.548(2) . ?
C1 C15 1.520(2) . ?
C2 C3 1.490(2) . ?
C2 O20 1.2188(19) . ?
C3 C4 1.401(2) . ?
C3 C8 1.401(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.381(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.390(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.387(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.399(2) . ?
C8 C9 1.509(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.524(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.526(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.504(2) . ?
C13 C14 1.442(2) . ?
C13 O19 1.241(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.356(2) . ?
C15 O16 1.3346(18) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.501(2) . ?
C17 O16 1.4518(18) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
O21 H21A 0.8700 . ?
O21 H21B 0.8697 . ?

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 C1 C10 110.01(12) . . ?
C2 C1 C11 106.84(12) . . ?
C10 C1 C11 110.97(13) . . ?
C15 C1 C2 109.13(12) . . ?
C15 C1 C10 110.53(12) . . ?
C15 C1 C11 109.27(12) . . ?
C3 C2 C1 117.33(13) . . ?
O20 C2 C1 121.21(13) . . ?
O20 C2 C3 121.39(14) . . ?
C4 C3 C2 117.71(14) . . ?
C8 C3 C2 122.12(14) . . ?
C8 C3 C4 120.15(14) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 C3 120.71(15) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 H5 120.2 . . ?
C4 C5 C6 119.51(15) . . ?
C6 C5 H5 120.2 . . ?
C5 C6 H6 119.9 . . ?
C7 C6 C5 120.15(15) . . ?
C7 C6 H6 119.9 . . ?
C6 C7 H7 119.4 . . ?
C6 C7 C8 121.24(15) . . ?
C8 C7 H7 119.4 . . ?
C3 C8 C9 120.85(14) . . ?
C7 C8 C3 118.22(14) . . ?
C7 C8 C9 120.92(14) . . ?
C8 C9 H9A 109.2 . . ?
C8 C9 H9B 109.2 . . ?
C8 C9 C10 112.00(13) . . ?
H9A C9 H9B 107.9 . . ?
C10 C9 H9A 109.2 . . ?
C10 C9 H9B 109.2 . . ?
C1 C10 H10A 109.1 . . ?
C1 C10 H10B 109.1 . . ?
C9 C10 C1 112.38(12) . . ?
C9 C10 H10A 109.1 . . ?
C9 C10 H10B 109.1 . . ?
H10A C10 H10B 107.9 . . ?
C1 C11 H11A 109.0 . . ?
C1 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
C12 C11 C1 112.82(13) . . ?
C12 C11 H11A 109.0 . . ?
C12 C11 H11B 109.0 . . ?
C11 C12 H12A 108.8 . . ?
C11 C12 H12B 108.8 . . ?
H12A C12 H12B 107.7 . . ?
C13 C12 C11 113.64(13) . . ?
C13 C12 H12A 108.8 . . ?
C13 C12 H12B 108.8 . . ?
C14 C13 C12 118.59(14) . . ?
O19 C13 C12 120.04(14) . . ?
O19 C13 C14 121.33(15) . . ?
C13 C14 H14 119.2 . . ?
C15 C14 C13 121.53(14) . . ?
C15 C14 H14 119.2 . . ?
C14 C15 C1 124.20(14) . . ?
O16 C15 C1 111.06(13) . . ?
O16 C15 C14 124.74(14) . . ?
H17A C17 H17B 108.6 . . ?
C18 C17 H17A 110.4 . . ?
C18 C17 H17B 110.4 . . ?
O16 C17 H17A 110.4 . . ?
O16 C17 H17B 110.4 . . ?
O16 C17 C18 106.44(12) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C15 O16 C17 119.29(12) . . ?
H21A O21 H21B 104.5 . . ?

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 C2 C3 C4 173.88(13) . . . . ?
C1 C2 C3 C8 -7.6(2) . . . . ?
C1 C11 C12 C13 -48.93(18) . . . . ?
C1 C15 O16 C17 -179.47(12) . . . . ?
C2 C1 C10 C9 -55.98(16) . . . . ?
C2 C1 C11 C12 -70.54(15) . . . . ?
C2 C1 C15 C14 94.35(17) . . . . ?
C2 C1 C15 O16 -84.54(14) . . . . ?
C2 C3 C4 C5 178.54(14) . . . . ?
C2 C3 C8 C7 -177.27(13) . . . . ?
C2 C3 C8 C9 3.3(2) . . . . ?
C3 C4 C5 C6 -1.0(2) . . . . ?
C3 C8 C9 C10 -25.51(19) . . . . ?
C4 C3 C8 C7 1.2(2) . . . . ?
C4 C3 C8 C9 -178.29(14) . . . . ?
C4 C5 C6 C7 0.8(2) . . . . ?
C5 C6 C7 C8 0.4(2) . . . . ?
C6 C7 C8 C3 -1.4(2) . . . . ?
C6 C7 C8 C9 178.06(14) . . . . ?
C7 C8 C9 C10 155.03(14) . . . . ?
C8 C3 C4 C5 0.0(2) . . . . ?
C8 C9 C10 C1 52.31(17) . . . . ?
C10 C1 C2 C3 33.22(17) . . . . ?
C10 C1 C2 O20 -149.78(14) . . . . ?
C10 C1 C11 C12 169.53(12) . . . . ?
C10 C1 C15 C14 -144.54(15) . . . . ?
C10 C1 C15 O16 36.58(17) . . . . ?
C11 C1 C2 C3 -87.33(15) . . . . ?
C11 C1 C2 O20 89.67(16) . . . . ?
C11 C1 C10 C9 62.04(16) . . . . ?
C11 C1 C15 C14 -22.1(2) . . . . ?
C11 C1 C15 O16 158.97(12) . . . . ?
C11 C12 C13 C14 22.4(2) . . . . ?
C11 C12 C13 O19 -160.08(14) . . . . ?
C12 C13 C14 C15 4.5(2) . . . . ?
C13 C14 C15 C1 -4.1(2) . . . . ?
C13 C14 C15 O16 174.61(14) . . . . ?
C14 C15 O16 C17 1.7(2) . . . . ?
C15 C1 C2 C3 154.65(13) . . . . ?
C15 C1 C2 O20 -28.35(19) . . . . ?
C15 C1 C10 C9 -176.57(12) . . . . ?
C15 C1 C11 C12 47.40(16) . . . . ?
C18 C17 O16 C15 -178.27(13) . . . . ?
O19 C13 C14 C15 -173.00(15) . . . . ?
O20 C2 C3 C4 -3.1(2) . . . . ?
O20 C2 C3 C8 175.37(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.226
_oxdiff_exptl_absorpt_empirical_full_min 0.824
####################################################################### 
# 
# 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_231109lt_auto
_database_code_depnum_ccdc_archive 'CCDC 2498523'
_audit_update_record             
;
2025-10-28 deposited with the CCDC.	2026-03-24 downloaded from the CCDC.
;
_audit_creation_date             2023-11-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H20 O3'
_chemical_formula_sum            'C18 H20 O3'
_chemical_formula_weight         284.34
_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.50120(10)
_cell_length_b                   18.0028(3)
_cell_length_c                   22.3143(3)
_cell_angle_alpha                97.0950(10)
_cell_angle_beta                 90.0170(10)
_cell_angle_gamma                90.3820(10)
_cell_volume                     2990.24(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    23493
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      74.3790
_cell_measurement_theta_min      2.4960
_shelx_estimated_absorpt_T_max   0.960
_shelx_estimated_absorpt_T_min   0.893
_exptl_absorpt_coefficient_mu    0.680
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93057
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.96a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     ?
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.263
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1216
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0393
_diffrn_reflns_av_unetI/netI     0.0329
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            41043
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.074
_diffrn_reflns_theta_max         67.074
_diffrn_reflns_theta_min         1.995
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     48.00  96.00   0.50    0.05    --   56.34  15.00 150.00   96
  2  ω     68.00 107.00   0.50    0.05    --   80.73  15.00  30.00   78
  3  ω     45.00 110.00   0.50    0.05    --   80.73  15.00-180.00  130
  4  ω     22.00  56.00   0.50    0.05    --   56.34-125.00   0.00   68
  5  ω     14.00  53.00   0.50    0.05    --   56.34 -95.00 -60.00   78
  6  ω     39.00  82.00   0.50    0.05    --   80.73 -95.00 -60.00   86
  7  ω     18.00  56.00   0.50    0.05    --   56.34 -95.00  30.00   76
  8  ω     42.00  67.00   0.50    0.05    --   80.73 -95.00 -30.00   50
  9  ω     42.00  75.00   0.50    0.05    --   80.73 -95.00  30.00   66
 10  ω     38.00  71.00   0.50    0.05    --   80.73 -95.00-120.00   66
 11  ω     48.00  76.00   0.50    0.05    --   80.73 -95.00  90.00   56
 12  ω     40.00  73.00   0.50    0.05    --   80.73 -95.00 120.00   66
 13  ω     40.00  66.00   0.50    0.05    --   80.73 -95.00 150.00   52
 14  ω     25.00  51.00   0.50    0.05    --   69.55-125.00 120.00   52
 15  ω   -120.00 -44.00   0.50    0.05    --  -76.68 -15.00 -30.00  152
 16  ω   -119.00 -50.00   0.50    0.05    --  -76.68 -15.00  90.00  138
 17  ω    -90.00 -34.00   0.50    0.05    --  -76.68 111.00 120.00  112
 18  ω    -76.00 -32.00   0.50    0.05    --  -76.68 111.00  30.00   88
 19  ω   -122.00 -41.00   0.50    0.05    --  -76.68 -15.00-180.00  162
 20  ω     25.00  82.00   0.50    0.05    --   56.34-125.00-120.00  114
 21  ω     27.00  52.00   0.50    0.05    --   69.55 -95.00 120.00   50
 22  ω    -84.00 -26.00   0.50    0.05    --  -71.89 125.00 -90.00  116
 23  ω   -121.00 -74.00   0.50    0.05    --  -76.68 -15.00-120.00   94
 24  ω    -61.00 -35.00   0.50    0.05    --  -76.68 111.00-180.00   52
 25  ω    -88.00 -62.00   0.50    0.05    --  -76.68 111.00-180.00   52
 26  ω     48.00  77.00   0.50    0.05    --   80.73  15.00 -30.00   58
 27  ω     46.00 109.00   0.50    0.05    --   80.73  15.00  90.00  126
 28  ω     50.00  94.00   0.50    0.05    --   80.73  15.00 -90.00   88
 29  ω     90.00 116.00   0.50    0.05    --   80.73  15.00 -30.00   52
 30  ω     38.00  63.00   0.50    0.05    --   80.73 -95.00  60.00   50
 31  ω    -92.00 -67.00   0.50    0.05    --  -81.00 100.00 -67.61   50
 32  ω    -96.00 -70.00   0.50    0.05    --  -81.00 115.00   3.60   52
 33  ω    -97.00 -48.00   0.50    0.05    --  -81.00 115.00 138.28   98
 34  ω    -97.00 -72.00   0.50    0.05    --  -81.00 116.00  50.75   50
 35  ω    -92.00 -42.00   0.50    0.05    --  -81.00 101.00-123.46  100
 36  ω    -59.00 -33.00   0.50    0.05    --  -81.00 126.00  93.76   52
 37  ω    -97.00 -71.00   0.50    0.05    --  -81.00 114.00-119.43   52
 38  ω    -97.00 -43.00   0.50    0.05    --  -81.00 115.00 -56.05  108
 39  ω    -68.00 -42.00   0.50    0.05    --  -81.00 116.00  50.75   52
 40  ω     42.00  91.00   0.50    0.05    --   83.95 -94.00  15.11   98
 41  ω     65.00  91.00   0.50    0.05    --   83.95 -99.00 133.81   52
 42  ω     42.00  93.00   0.50    0.05    --   83.95-101.00-136.42  102
 43  ω     67.00  92.00   0.50    0.05    --   83.95 -96.00-139.17   50
 44  ω     66.00  92.00   0.50    0.05    --   83.95 -98.00 109.00   52
 45  ω     63.00  93.00   0.50    0.05    --   83.95 -97.00 -18.15   60
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0031277000
_diffrn_orient_matrix_UB_12      -0.0771083000
_diffrn_orient_matrix_UB_13      0.0231944000
_diffrn_orient_matrix_UB_21      0.1724153000
_diffrn_orient_matrix_UB_22      0.0224290000
_diffrn_orient_matrix_UB_23      0.0353996000
_diffrn_orient_matrix_UB_31      -0.1115554000
_diffrn_orient_matrix_UB_32      0.0314308000
_diffrn_orient_matrix_UB_33      0.0552189000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9354
_reflns_number_total             10585
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.96a (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 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       0.00143(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   1.112
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     767
_refine_ls_number_reflns         10585
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0669
_refine_ls_R_factor_gt           0.0576
_refine_ls_restrained_S_all      1.112
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0854P)²+2.7249P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1616
_refine_ls_wR_factor_ref         0.1764
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.9101(9)
 0.0899(9)
2. 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
3.a Ternary CH refined with riding coordinates:
 C17(H17), C81(H81), C39(H39), C60(H60)
3.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B), C65(H65A,H65B),
 C66(H66A,H66B), C77(H77A,H77B), C78(H78A,H78B), C30(H30A,H30B), C31(H31A,H31B),
  C32(H32A,H32B), C33(H33A,H33B), C51(H51A,H51B), C52(H52A,H52B), C53(H53A,
 H53B), C54(H54A,H54B)
3.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C14(H14), C68(H68), C69(H69), C70(H70),
 C71(H71), C75(H75), C25(H25), C26(H26), C27(H27), C28(H28), C35(H35), C46(H46),
  C47(H47), C48(H48), C49(H49), C56(H56)
3.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C82(H82A,H82B,H82C), C83(H83A,H83B,
 H83C), C40(H40A,H40B,H40C), C41(H41A,H41B,H41C), C61(H61A,H61B,H61C), C62(H62A,
 H62B,H62C)
;
_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 0.9830(4) 0.11799(15) 0.09145(12) 0.0246(6) Uani 1 1 d . . . . .
C2 C 0.9205(4) 0.17500(15) 0.14409(12) 0.0255(6) Uani 1 1 d . . . . .
C3 C 1.0581(4) 0.22650(15) 0.17423(12) 0.0247(6) Uani 1 1 d . . . . .
C4 C 1.0025(4) 0.28533(15) 0.21690(12) 0.0278(6) Uani 1 1 d . . . . .
H4 H 0.878932 0.292314 0.224903 0.033 Uiso 1 1 calc R U . . .
C5 C 1.1256(4) 0.33336(17) 0.24751(14) 0.0328(6) Uani 1 1 d . . . . .
H5 H 1.087065 0.373260 0.276350 0.039 Uiso 1 1 calc R U . . .
C6 C 1.3057(4) 0.32292(17) 0.23585(14) 0.0350(7) Uani 1 1 d . . . . .
H6 H 1.390894 0.355229 0.257354 0.042 Uiso 1 1 calc R U . . .
C7 C 1.3625(4) 0.26566(16) 0.19302(13) 0.0307(6) Uani 1 1 d . . . . .
H7 H 1.486270 0.259674 0.185007 0.037 Uiso 1 1 calc R U . . .
C8 C 1.2403(4) 0.21657(15) 0.16143(12) 0.0259(6) Uani 1 1 d . . . . .
C9 C 1.3048(4) 0.15331(16) 0.11626(12) 0.0278(6) Uani 1 1 d . . . . .
H9A H 1.418202 0.134041 0.130777 0.033 Uiso 1 1 calc R U . . .
H9B H 1.328763 0.172506 0.077316 0.033 Uiso 1 1 calc R U . . .
C10 C 1.1686(4) 0.08906(16) 0.10620(13) 0.0270(6) Uani 1 1 d . . . . .
H10A H 1.161190 0.063612 0.143001 0.032 Uiso 1 1 calc R U . . .
H10B H 1.208836 0.052007 0.072503 0.032 Uiso 1 1 calc R U . . .
C11 C 0.9895(4) 0.15871(17) 0.03441(12) 0.0288(6) Uani 1 1 d . . . . .
H11A H 1.061691 0.205016 0.043223 0.035 Uiso 1 1 calc R U . . .
H11B H 1.049495 0.126181 0.001572 0.035 Uiso 1 1 calc R U . . .
C12 C 0.8064(4) 0.17886(16) 0.01297(13) 0.0308(6) Uani 1 1 d . . . . .
H12A H 0.757898 0.220116 0.041658 0.037 Uiso 1 1 calc R U . . .
H12B H 0.818202 0.197321 -0.026842 0.037 Uiso 1 1 calc R U . . .
C13 C 0.6759(4) 0.11390(16) 0.00742(12) 0.0287(6) Uani 1 1 d . . . . .
C14 C 0.7116(4) 0.05193(16) 0.04162(12) 0.0281(6) Uani 1 1 d . . . . .
H14 H 0.638015 0.008503 0.035419 0.034 Uiso 1 1 calc R U . . .
C15 C 0.8465(4) 0.05437(15) 0.08202(12) 0.0254(6) Uani 1 1 d . . . . .
O16 O 0.8782(3) 0.00334(11) 0.11954(8) 0.0277(4) Uani 1 1 d . . . . .
C17 C 0.7601(4) -0.06258(15) 0.11813(12) 0.0271(6) Uani 1 1 d . . . . .
H17 H 0.727383 -0.081039 0.075413 0.033 Uiso 1 1 calc R U . . .
C18 C 0.5933(4) -0.04255(17) 0.15432(13) 0.0332(7) Uani 1 1 d . . . . .
H18A H 0.624481 -0.030307 0.197067 0.050 Uiso 1 1 calc R U . . .
H18B H 0.510278 -0.085157 0.149590 0.050 Uiso 1 1 calc R U . . .
H18C H 0.536789 0.000790 0.139786 0.050 Uiso 1 1 calc R U . . .
C19 C 0.8716(4) -0.12034(16) 0.14398(14) 0.0330(6) Uani 1 1 d . . . . .
H19A H 0.984161 -0.126845 0.121723 0.049 Uiso 1 1 calc R U . . .
H19B H 0.806654 -0.168100 0.140365 0.049 Uiso 1 1 calc R U . . .
H19C H 0.896479 -0.103625 0.186651 0.049 Uiso 1 1 calc R U . . .
O20 O 0.5412(3) 0.11544(13) -0.02382(10) 0.0404(5) Uani 1 1 d . . . . .
O21 O 0.7642(3) 0.17925(12) 0.15868(9) 0.0342(5) Uani 1 1 d . . . . .
C64 C 0.3246(4) 0.56373(16) 0.35509(13) 0.0287(6) Uani 1 1 d . . . . .
C65 C 0.1734(4) 0.53773(16) 0.31025(13) 0.0306(6) Uani 1 1 d . . . . .
H65A H 0.221280 0.501257 0.277463 0.037 Uiso 1 1 calc R U . . .
H65B H 0.079610 0.512171 0.331450 0.037 Uiso 1 1 calc R U . . .
C66 C 0.0922(4) 0.60275(16) 0.28322(13) 0.0318(6) Uani 1 1 d . . . . .
H66A H 0.182941 0.625340 0.258666 0.038 Uiso 1 1 calc R U . . .
H66B H -0.007648 0.584370 0.256265 0.038 Uiso 1 1 calc R U . . .
C67 C 0.0249(4) 0.66130(15) 0.33179(13) 0.0277(6) Uani 1 1 d . . . . .
C68 C -0.1198(4) 0.70559(16) 0.32072(13) 0.0304(6) Uani 1 1 d . . . . .
H68 H -0.175959 0.698788 0.282251 0.036 Uiso 1 1 calc R U . . .
C69 C -0.1830(4) 0.75960(16) 0.36527(13) 0.0312(6) Uani 1 1 d . . . . .
H69 H -0.282587 0.789135 0.357191 0.037 Uiso 1 1 calc R U . . .
C70 C -0.1016(4) 0.77071(16) 0.42147(13) 0.0305(6) Uani 1 1 d . . . . .
H70 H -0.145579 0.807680 0.451837 0.037 Uiso 1 1 calc R U . . .
C71 C 0.0429(4) 0.72812(16) 0.43320(13) 0.0298(6) Uani 1 1 d . . . . .
H71 H 0.099762 0.736222 0.471528 0.036 Uiso 1 1 calc R U . . .
C72 C 0.1070(4) 0.67253(15) 0.38857(12) 0.0272(6) Uani 1 1 d . . . . .
C73 C 0.2631(4) 0.62731(16) 0.40306(13) 0.0295(6) Uani 1 1 d . . . . .
C74 C 0.3802(4) 0.49632(16) 0.38480(13) 0.0293(6) Uani 1 1 d . . . . .
C75 C 0.5210(4) 0.45345(16) 0.36534(14) 0.0327(6) Uani 1 1 d . . . . .
H75 H 0.546398 0.410627 0.384749 0.039 Uiso 1 1 calc R U . . .
C76 C 0.6351(4) 0.47000(17) 0.31612(14) 0.0339(7) Uani 1 1 d . . . . .
C77 C 0.5863(4) 0.53562(17) 0.28347(14) 0.0362(7) Uani 1 1 d . . . . .
H77A H 0.509791 0.517938 0.248351 0.043 Uiso 1 1 calc R U . . .
H77B H 0.696041 0.557560 0.268160 0.043 Uiso 1 1 calc R U . . .
C78 C 0.4876(4) 0.59581(16) 0.32484(13) 0.0321(6) Uani 1 1 d . . . . .
H78A H 0.447942 0.635504 0.300954 0.039 Uiso 1 1 calc R U . . .
H78B H 0.570405 0.618882 0.356471 0.039 Uiso 1 1 calc R U . . .
O79 O 0.7644(3) 0.43156(13) 0.30000(12) 0.0472(6) Uani 1 1 d . . . . .
O80 O 0.2663(3) 0.48394(11) 0.42871(9) 0.0339(5) Uani 1 1 d . . . . .
C81 C 0.2786(4) 0.41618(17) 0.45884(14) 0.0354(7) Uani 1 1 d . . . . .
H81 H 0.406531 0.403123 0.464058 0.042 Uiso 1 1 calc R U . . .
C82 C 0.1925(5) 0.4349(2) 0.51956(15) 0.0421(8) Uani 1 1 d . . . . .
H82A H 0.246183 0.480799 0.540314 0.063 Uiso 1 1 calc R U . . .
H82B H 0.210650 0.393672 0.543728 0.063 Uiso 1 1 calc R U . . .
H82C H 0.064448 0.442442 0.514259 0.063 Uiso 1 1 calc R U . . .
C83 C 0.1844(5) 0.35301(19) 0.42011(16) 0.0427(8) Uani 1 1 d . . . . .
H83A H 0.060724 0.367155 0.413480 0.064 Uiso 1 1 calc R U . . .
H83B H 0.186098 0.307899 0.440596 0.064 Uiso 1 1 calc R U . . .
H83C H 0.245483 0.343016 0.381156 0.064 Uiso 1 1 calc R U . . .
O84 O 0.3467(3) 0.64219(12) 0.44956(9) 0.0385(5) Uani 1 1 d . . . . .
C22 C 0.4716(4) 1.37232(15) 0.90336(12) 0.0251(6) Uani 1 1 d . . . . .
C23 C 0.4070(4) 1.32115(15) 0.84721(12) 0.0253(6) Uani 1 1 d . . . . .
C24 C 0.5428(4) 1.27259(15) 0.81346(12) 0.0252(6) Uani 1 1 d . . . . .
C25 C 0.4841(4) 1.21650(15) 0.76824(12) 0.0271(6) Uani 1 1 d . . . . .
H25 H 0.360263 1.209727 0.760326 0.032 Uiso 1 1 calc R U . . .
C26 C 0.6060(4) 1.17126(16) 0.73532(13) 0.0317(6) Uani 1 1 d . . . . .
H26 H 0.566408 1.133244 0.704799 0.038 Uiso 1 1 calc R U . . .
C27 C 0.7865(4) 1.18153(17) 0.74698(14) 0.0339(7) Uani 1 1 d . . . . .
H27 H 0.870633 1.150811 0.723973 0.041 Uiso 1 1 calc R U . . .
C28 C 0.8454(4) 1.23629(16) 0.79196(13) 0.0309(6) Uani 1 1 d . . . . .
H28 H 0.969628 1.242427 0.799510 0.037 Uiso 1 1 calc R U . . .
C29 C 0.7250(4) 1.28251(15) 0.82632(12) 0.0262(6) Uani 1 1 d . . . . .
C30 C 0.7925(4) 1.34195(16) 0.87450(13) 0.0286(6) Uani 1 1 d . . . . .
H30A H 0.904084 1.363826 0.860459 0.034 Uiso 1 1 calc R U . . .
H30B H 0.820445 1.318761 0.911349 0.034 Uiso 1 1 calc R U . . .
C31 C 0.6565(4) 1.40425(16) 0.89001(13) 0.0281(6) Uani 1 1 d . . . . .
H31A H 0.646776 1.434156 0.855800 0.034 Uiso 1 1 calc R U . . .
H31B H 0.698392 1.437908 0.925763 0.034 Uiso 1 1 calc R U . . .
C32 C 0.4839(4) 1.32475(17) 0.95622(13) 0.0309(6) Uani 1 1 d . . . . .
H32A H 0.556074 1.279758 0.943391 0.037 Uiso 1 1 calc R U . . .
H32B H 0.546167 1.354178 0.990483 0.037 Uiso 1 1 calc R U . . .
C33 C 0.3025(4) 1.30023(17) 0.97751(14) 0.0335(7) Uani 1 1 d . . . . .
H33A H 0.253045 1.260999 0.946905 0.040 Uiso 1 1 calc R U . . .
H33B H 0.318101 1.277859 1.015523 0.040 Uiso 1 1 calc R U . . .
C34 C 0.1705(4) 1.36357(18) 0.98813(13) 0.0331(7) Uani 1 1 d . . . . .
C35 C 0.2041(4) 1.42995(17) 0.95906(13) 0.0323(6) Uani 1 1 d . . . . .
H35 H 0.130246 1.472351 0.969011 0.039 Uiso 1 1 calc R U . . .
C36 C 0.3357(4) 1.43400(16) 0.91848(12) 0.0276(6) Uani 1 1 d . . . . .
O37 O 0.0368(3) 1.35697(14) 1.01872(10) 0.0460(6) Uani 1 1 d . . . . .
O38 O 0.3642(3) 1.49025(11) 0.88544(9) 0.0304(4) Uani 1 1 d . . . . .
C39 C 0.2450(4) 1.55498(16) 0.89276(13) 0.0307(6) Uani 1 1 d . . . . .
H39 H 0.215216 1.568204 0.936443 0.037 Uiso 1 1 calc R U . . .
C40 C 0.3512(4) 1.61787(17) 0.87071(14) 0.0370(7) Uani 1 1 d . . . . .
H40A H 0.463995 1.624405 0.892966 0.056 Uiso 1 1 calc R U . . .
H40B H 0.282727 1.664327 0.877370 0.056 Uiso 1 1 calc R U . . .
H40C H 0.375749 1.605654 0.827495 0.056 Uiso 1 1 calc R U . . .
C41 C 0.0757(4) 1.53732(18) 0.85686(14) 0.0363(7) Uani 1 1 d . . . . .
H41A H 0.103934 1.529834 0.813667 0.055 Uiso 1 1 calc R U . . .
H41B H -0.007619 1.579026 0.865100 0.055 Uiso 1 1 calc R U . . .
H41C H 0.021072 1.491648 0.868543 0.055 Uiso 1 1 calc R U . . .
O42 O 0.2507(3) 1.31888(12) 0.83191(9) 0.0341(5) Uani 1 1 d . . . . .
C43 C -0.2071(4) 0.93031(15) 0.65016(12) 0.0255(6) Uani 1 1 d . . . . .
C44 C -0.2858(4) 0.86934(16) 0.60259(12) 0.0271(6) Uani 1 1 d . . . . .
C45 C -0.4425(4) 0.82509(15) 0.61899(12) 0.0266(6) Uani 1 1 d . . . . .
C46 C -0.5221(4) 0.77317(16) 0.57445(12) 0.0292(6) Uani 1 1 d . . . . .
H46 H -0.476718 0.767716 0.534407 0.035 Uiso 1 1 calc R U . . .
C47 C -0.6655(4) 0.73011(16) 0.58850(13) 0.0299(6) Uani 1 1 d . . . . .
H47 H -0.719452 0.695471 0.558183 0.036 Uiso 1 1 calc R U . . .
C48 C -0.7307(4) 0.73773(16) 0.64738(13) 0.0306(6) Uani 1 1 d . . . . .
H48 H -0.829438 0.708252 0.657253 0.037 Uiso 1 1 calc R U . . .
C49 C -0.6517(4) 0.78830(16) 0.69164(13) 0.0293(6) Uani 1 1 d . . . . .
H49 H -0.696256 0.792690 0.731758 0.035 Uiso 1 1 calc R U . . .
C50 C -0.5079(4) 0.83274(15) 0.67814(12) 0.0266(6) Uani 1 1 d . . . . .
C51 C -0.4217(4) 0.88711(16) 0.72671(12) 0.0287(6) Uani 1 1 d . . . . .
H51A H -0.325927 0.861443 0.746528 0.034 Uiso 1 1 calc R U . . .
H51B H -0.511580 0.904393 0.757728 0.034 Uiso 1 1 calc R U . . .
C52 C -0.3436(4) 0.95435(15) 0.70046(12) 0.0277(6) Uani 1 1 d . . . . .
H52A H -0.284606 0.988091 0.733027 0.033 Uiso 1 1 calc R U . . .
H52B H -0.441042 0.982458 0.683787 0.033 Uiso 1 1 calc R U . . .
C53 C -0.0358(4) 0.89693(16) 0.67340(13) 0.0297(6) Uani 1 1 d . . . . .
H53A H -0.068233 0.857337 0.698595 0.036 Uiso 1 1 calc R U . . .
H53B H 0.034084 0.873454 0.638558 0.036 Uiso 1 1 calc R U . . .
C54 C 0.0798(4) 0.95605(17) 0.71066(13) 0.0318(6) Uani 1 1 d . . . . .
H54A H 0.017058 0.974270 0.748614 0.038 Uiso 1 1 calc R U . . .
H54B H 0.192992 0.932973 0.721431 0.038 Uiso 1 1 calc R U . . .
C55 C 0.1205(4) 1.02155(16) 0.67634(13) 0.0300(6) Uani 1 1 d . . . . .
C56 C -0.0076(4) 1.03871(16) 0.63144(12) 0.0281(6) Uani 1 1 d . . . . .
H56 H 0.016036 1.079460 0.609264 0.034 Uiso 1 1 calc R U . . .
C57 C -0.1597(4) 0.99867(16) 0.62007(12) 0.0262(6) Uani 1 1 d . . . . .
O58 O 0.2550(3) 1.06019(13) 0.68813(10) 0.0388(5) Uani 1 1 d . . . . .
O59 O -0.2944(3) 1.01561(11) 0.58456(9) 0.0294(4) Uani 1 1 d . . . . .
C60 C -0.2948(4) 1.08745(16) 0.56021(13) 0.0302(6) Uani 1 1 d . . . . .
H60 H -0.236251 1.126585 0.589565 0.036 Uiso 1 1 calc R U . . .
C61 C -0.4896(4) 1.10600(18) 0.55372(14) 0.0366(7) Uani 1 1 d . . . . .
H61A H -0.541724 1.072622 0.520154 0.055 Uiso 1 1 calc R U . . .
H61B H -0.500687 1.158051 0.545641 0.055 Uiso 1 1 calc R U . . .
H61C H -0.552665 1.099338 0.591162 0.055 Uiso 1 1 calc R U . . .
C62 C -0.1950(4) 1.08008(17) 0.50083(13) 0.0342(7) Uani 1 1 d . . . . .
H62A H -0.068964 1.070196 0.508007 0.051 Uiso 1 1 calc R U . . .
H62B H -0.205564 1.126685 0.482614 0.051 Uiso 1 1 calc R U . . .
H62C H -0.245894 1.038607 0.473430 0.051 Uiso 1 1 calc R U . . .
O63 O -0.2123(3) 0.85575(12) 0.55386(9) 0.0341(5) Uani 1 1 d . . . . .


_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 C2 1.537(4) . ?
C1 C10 1.540(4) . ?
C1 C11 1.546(4) . ?
C1 C15 1.526(4) . ?
C2 C3 1.486(4) . ?
C2 O21 1.217(3) . ?
C3 C4 1.400(4) . ?
C3 C8 1.404(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.382(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.386(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.386(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.398(4) . ?
C8 C9 1.507(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.534(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.515(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.513(4) . ?
C13 C14 1.453(4) . ?
C13 O20 1.230(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.352(4) . ?
C15 O16 1.339(3) . ?
O16 C17 1.473(3) . ?
C17 H17 1.0000 . ?
C17 C18 1.511(4) . ?
C17 C19 1.508(4) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C64 C65 1.543(4) . ?
C64 C73 1.541(4) . ?
C64 C74 1.514(4) . ?
C64 C78 1.540(4) . ?
C65 H65A 0.9900 . ?
C65 H65B 0.9900 . ?
C65 C66 1.513(4) . ?
C66 H66A 0.9900 . ?
C66 H66B 0.9900 . ?
C66 C67 1.505(4) . ?
C67 C68 1.391(4) . ?
C67 C72 1.400(4) . ?
C68 H68 0.9500 . ?
C68 C69 1.388(4) . ?
C69 H69 0.9500 . ?
C69 C70 1.386(4) . ?
C70 H70 0.9500 . ?
C70 C71 1.376(4) . ?
C71 H71 0.9500 . ?
C71 C72 1.409(4) . ?
C72 C73 1.489(4) . ?
C73 O84 1.213(4) . ?
C74 C75 1.352(4) . ?
C74 O80 1.339(3) . ?
C75 H75 0.9500 . ?
C75 C76 1.451(4) . ?
C76 C77 1.510(4) . ?
C76 O79 1.224(4) . ?
C77 H77A 0.9900 . ?
C77 H77B 0.9900 . ?
C77 C78 1.529(4) . ?
C78 H78A 0.9900 . ?
C78 H78B 0.9900 . ?
O80 C81 1.467(3) . ?
C81 H81 1.0000 . ?
C81 C82 1.502(4) . ?
C81 C83 1.511(5) . ?
C82 H82A 0.9800 . ?
C82 H82B 0.9800 . ?
C82 H82C 0.9800 . ?
C83 H83A 0.9800 . ?
C83 H83B 0.9800 . ?
C83 H83C 0.9800 . ?
C22 C23 1.537(4) . ?
C22 C31 1.541(4) . ?
C22 C32 1.544(4) . ?
C22 C36 1.520(4) . ?
C23 C24 1.489(4) . ?
C23 O42 1.220(3) . ?
C24 C25 1.405(4) . ?
C24 C29 1.402(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.379(4) . ?
C26 H26 0.9500 . ?
C26 C27 1.386(4) . ?
C27 H27 0.9500 . ?
C27 C28 1.387(4) . ?
C28 H28 0.9500 . ?
C28 C29 1.396(4) . ?
C29 C30 1.505(4) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C30 C31 1.529(4) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C33 1.522(4) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 C34 1.512(4) . ?
C34 C35 1.449(4) . ?
C34 O37 1.227(4) . ?
C35 H35 0.9500 . ?
C35 C36 1.347(4) . ?
C36 O38 1.340(3) . ?
O38 C39 1.467(3) . ?
C39 H39 1.0000 . ?
C39 C40 1.512(4) . ?
C39 C41 1.512(4) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C43 C44 1.544(4) . ?
C43 C52 1.543(4) . ?
C43 C53 1.539(4) . ?
C43 C57 1.513(4) . ?
C44 C45 1.487(4) . ?
C44 O63 1.218(3) . ?
C45 C46 1.407(4) . ?
C45 C50 1.399(4) . ?
C46 H46 0.9500 . ?
C46 C47 1.381(4) . ?
C47 H47 0.9500 . ?
C47 C48 1.393(4) . ?
C48 H48 0.9500 . ?
C48 C49 1.388(4) . ?
C49 H49 0.9500 . ?
C49 C50 1.394(4) . ?
C50 C51 1.510(4) . ?
C51 H51A 0.9900 . ?
C51 H51B 0.9900 . ?
C51 C52 1.522(4) . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C53 C54 1.531(4) . ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?
C54 C55 1.513(4) . ?
C55 C56 1.450(4) . ?
C55 O58 1.231(4) . ?
C56 H56 0.9500 . ?
C56 C57 1.352(4) . ?
C57 O59 1.344(3) . ?
O59 C60 1.463(3) . ?
C60 H60 1.0000 . ?
C60 C61 1.512(4) . ?
C60 C62 1.514(4) . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C61 H61C 0.9800 . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 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
C2 C1 C10 109.2(2) . . ?
C2 C1 C11 107.4(2) . . ?
C10 C1 C11 110.9(2) . . ?
C15 C1 C2 108.6(2) . . ?
C15 C1 C10 111.4(2) . . ?
C15 C1 C11 109.3(2) . . ?
C3 C2 C1 116.9(2) . . ?
O21 C2 C1 121.1(2) . . ?
O21 C2 C3 121.9(3) . . ?
C4 C3 C2 118.4(2) . . ?
C4 C3 C8 120.0(3) . . ?
C8 C3 C2 121.6(2) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 C3 120.6(3) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 H5 120.2 . . ?
C4 C5 C6 119.6(3) . . ?
C6 C5 H5 120.2 . . ?
C5 C6 H6 119.8 . . ?
C7 C6 C5 120.4(3) . . ?
C7 C6 H6 119.8 . . ?
C6 C7 H7 119.5 . . ?
C6 C7 C8 121.0(3) . . ?
C8 C7 H7 119.5 . . ?
C3 C8 C9 121.4(2) . . ?
C7 C8 C3 118.4(3) . . ?
C7 C8 C9 120.2(3) . . ?
C8 C9 H9A 109.2 . . ?
C8 C9 H9B 109.2 . . ?
C8 C9 C10 112.1(2) . . ?
H9A C9 H9B 107.9 . . ?
C10 C9 H9A 109.2 . . ?
C10 C9 H9B 109.2 . . ?
C1 C10 H10A 109.4 . . ?
C1 C10 H10B 109.4 . . ?
C9 C10 C1 111.2(2) . . ?
C9 C10 H10A 109.4 . . ?
C9 C10 H10B 109.4 . . ?
H10A C10 H10B 108.0 . . ?
C1 C11 H11A 109.0 . . ?
C1 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
C12 C11 C1 113.0(2) . . ?
C12 C11 H11A 109.0 . . ?
C12 C11 H11B 109.0 . . ?
C11 C12 H12A 108.9 . . ?
C11 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C13 C12 C11 113.3(2) . . ?
C13 C12 H12A 108.9 . . ?
C13 C12 H12B 108.9 . . ?
C14 C13 C12 118.1(2) . . ?
O20 C13 C12 120.2(3) . . ?
O20 C13 C14 121.7(3) . . ?
C13 C14 H14 119.1 . . ?
C15 C14 C13 121.8(3) . . ?
C15 C14 H14 119.1 . . ?
C14 C15 C1 123.5(2) . . ?
O16 C15 C1 110.7(2) . . ?
O16 C15 C14 125.7(3) . . ?
C15 O16 C17 119.4(2) . . ?
O16 C17 H17 109.7 . . ?
O16 C17 C18 110.2(2) . . ?
O16 C17 C19 104.5(2) . . ?
C18 C17 H17 109.7 . . ?
C19 C17 H17 109.7 . . ?
C19 C17 C18 113.0(2) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C73 C64 C65 111.6(2) . . ?
C74 C64 C65 107.1(2) . . ?
C74 C64 C73 110.4(2) . . ?
C74 C64 C78 109.5(2) . . ?
C78 C64 C65 113.3(2) . . ?
C78 C64 C73 105.0(2) . . ?
C64 C65 H65A 109.3 . . ?
C64 C65 H65B 109.3 . . ?
H65A C65 H65B 107.9 . . ?
C66 C65 C64 111.7(2) . . ?
C66 C65 H65A 109.3 . . ?
C66 C65 H65B 109.3 . . ?
C65 C66 H66A 109.4 . . ?
C65 C66 H66B 109.4 . . ?
H66A C66 H66B 108.0 . . ?
C67 C66 C65 111.0(2) . . ?
C67 C66 H66A 109.4 . . ?
C67 C66 H66B 109.4 . . ?
C68 C67 C66 120.3(3) . . ?
C68 C67 C72 118.9(3) . . ?
C72 C67 C66 120.8(3) . . ?
C67 C68 H68 119.6 . . ?
C69 C68 C67 120.7(3) . . ?
C69 C68 H68 119.6 . . ?
C68 C69 H69 119.8 . . ?
C70 C69 C68 120.4(3) . . ?
C70 C69 H69 119.8 . . ?
C69 C70 H70 120.1 . . ?
C71 C70 C69 119.9(3) . . ?
C71 C70 H70 120.1 . . ?
C70 C71 H71 119.9 . . ?
C70 C71 C72 120.2(3) . . ?
C72 C71 H71 119.9 . . ?
C67 C72 C71 119.9(3) . . ?
C67 C72 C73 121.4(3) . . ?
C71 C72 C73 118.7(3) . . ?
C72 C73 C64 118.0(2) . . ?
O84 C73 C64 120.3(3) . . ?
O84 C73 C72 121.6(3) . . ?
C75 C74 C64 122.4(3) . . ?
O80 C74 C64 110.9(2) . . ?
O80 C74 C75 126.5(3) . . ?
C74 C75 H75 118.6 . . ?
C74 C75 C76 122.9(3) . . ?
C76 C75 H75 118.6 . . ?
C75 C76 C77 117.8(3) . . ?
O79 C76 C75 122.0(3) . . ?
O79 C76 C77 120.2(3) . . ?
C76 C77 H77A 109.3 . . ?
C76 C77 H77B 109.3 . . ?
C76 C77 C78 111.6(2) . . ?
H77A C77 H77B 108.0 . . ?
C78 C77 H77A 109.3 . . ?
C78 C77 H77B 109.3 . . ?
C64 C78 H78A 109.2 . . ?
C64 C78 H78B 109.2 . . ?
C77 C78 C64 112.0(2) . . ?
C77 C78 H78A 109.2 . . ?
C77 C78 H78B 109.2 . . ?
H78A C78 H78B 107.9 . . ?
C74 O80 C81 121.0(2) . . ?
O80 C81 H81 109.9 . . ?
O80 C81 C82 106.1(2) . . ?
O80 C81 C83 108.4(2) . . ?
C82 C81 H81 109.9 . . ?
C82 C81 C83 112.7(3) . . ?
C83 C81 H81 109.9 . . ?
C81 C82 H82A 109.5 . . ?
C81 C82 H82B 109.5 . . ?
C81 C82 H82C 109.5 . . ?
H82A C82 H82B 109.5 . . ?
H82A C82 H82C 109.5 . . ?
H82B C82 H82C 109.5 . . ?
C81 C83 H83A 109.5 . . ?
C81 C83 H83B 109.5 . . ?
C81 C83 H83C 109.5 . . ?
H83A C83 H83B 109.5 . . ?
H83A C83 H83C 109.5 . . ?
H83B C83 H83C 109.5 . . ?
C23 C22 C31 108.8(2) . . ?
C23 C22 C32 108.0(2) . . ?
C31 C22 C32 110.3(2) . . ?
C36 C22 C23 108.6(2) . . ?
C36 C22 C31 111.7(2) . . ?
C36 C22 C32 109.4(2) . . ?
C24 C23 C22 117.0(2) . . ?
O42 C23 C22 121.5(2) . . ?
O42 C23 C24 121.5(3) . . ?
C25 C24 C23 118.4(2) . . ?
C29 C24 C23 121.0(2) . . ?
C29 C24 C25 120.6(3) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 C24 120.1(3) . . ?
C26 C25 H25 119.9 . . ?
C25 C26 H26 120.2 . . ?
C25 C26 C27 119.7(3) . . ?
C27 C26 H26 120.2 . . ?
C26 C27 H27 119.7 . . ?
C26 C27 C28 120.6(3) . . ?
C28 C27 H27 119.7 . . ?
C27 C28 H28 119.5 . . ?
C27 C28 C29 121.0(3) . . ?
C29 C28 H28 119.5 . . ?
C24 C29 C30 122.0(3) . . ?
C28 C29 C24 118.0(3) . . ?
C28 C29 C30 120.0(3) . . ?
C29 C30 H30A 109.2 . . ?
C29 C30 H30B 109.2 . . ?
C29 C30 C31 112.1(2) . . ?
H30A C30 H30B 107.9 . . ?
C31 C30 H30A 109.2 . . ?
C31 C30 H30B 109.2 . . ?
C22 C31 H31A 109.3 . . ?
C22 C31 H31B 109.3 . . ?
C30 C31 C22 111.5(2) . . ?
C30 C31 H31A 109.3 . . ?
C30 C31 H31B 109.3 . . ?
H31A C31 H31B 108.0 . . ?
C22 C32 H32A 109.0 . . ?
C22 C32 H32B 109.0 . . ?
H32A C32 H32B 107.8 . . ?
C33 C32 C22 113.1(2) . . ?
C33 C32 H32A 109.0 . . ?
C33 C32 H32B 109.0 . . ?
C32 C33 H33A 108.9 . . ?
C32 C33 H33B 108.9 . . ?
H33A C33 H33B 107.7 . . ?
C34 C33 C32 113.3(3) . . ?
C34 C33 H33A 108.9 . . ?
C34 C33 H33B 108.9 . . ?
C35 C34 C33 117.8(3) . . ?
O37 C34 C33 120.2(3) . . ?
O37 C34 C35 121.9(3) . . ?
C34 C35 H35 118.7 . . ?
C36 C35 C34 122.7(3) . . ?
C36 C35 H35 118.7 . . ?
C35 C36 C22 123.1(3) . . ?
O38 C36 C22 110.7(2) . . ?
O38 C36 C35 126.2(3) . . ?
C36 O38 C39 119.2(2) . . ?
O38 C39 H39 109.7 . . ?
O38 C39 C40 105.0(2) . . ?
O38 C39 C41 110.1(2) . . ?
C40 C39 H39 109.7 . . ?
C40 C39 C41 112.5(3) . . ?
C41 C39 H39 109.7 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C39 C41 H41A 109.5 . . ?
C39 C41 H41B 109.5 . . ?
C39 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C52 C43 C44 111.1(2) . . ?
C53 C43 C44 105.9(2) . . ?
C53 C43 C52 113.5(2) . . ?
C57 C43 C44 109.2(2) . . ?
C57 C43 C52 107.8(2) . . ?
C57 C43 C53 109.3(2) . . ?
C45 C44 C43 119.0(2) . . ?
O63 C44 C43 119.3(3) . . ?
O63 C44 C45 121.5(3) . . ?
C46 C45 C44 119.0(2) . . ?
C50 C45 C44 121.0(3) . . ?
C50 C45 C46 119.9(3) . . ?
C45 C46 H46 119.8 . . ?
C47 C46 C45 120.5(3) . . ?
C47 C46 H46 119.8 . . ?
C46 C47 H47 120.2 . . ?
C46 C47 C48 119.6(3) . . ?
C48 C47 H47 120.2 . . ?
C47 C48 H48 119.9 . . ?
C49 C48 C47 120.1(3) . . ?
C49 C48 H48 119.9 . . ?
C48 C49 H49 119.5 . . ?
C48 C49 C50 121.0(3) . . ?
C50 C49 H49 119.5 . . ?
C45 C50 C51 120.5(3) . . ?
C49 C50 C45 118.8(3) . . ?
C49 C50 C51 120.6(2) . . ?
C50 C51 H51A 109.4 . . ?
C50 C51 H51B 109.4 . . ?
C50 C51 C52 111.1(2) . . ?
H51A C51 H51B 108.0 . . ?
C52 C51 H51A 109.4 . . ?
C52 C51 H51B 109.4 . . ?
C43 C52 H52A 109.3 . . ?
C43 C52 H52B 109.3 . . ?
C51 C52 C43 111.6(2) . . ?
C51 C52 H52A 109.3 . . ?
C51 C52 H52B 109.3 . . ?
H52A C52 H52B 108.0 . . ?
C43 C53 H53A 109.1 . . ?
C43 C53 H53B 109.1 . . ?
H53A C53 H53B 107.9 . . ?
C54 C53 C43 112.3(2) . . ?
C54 C53 H53A 109.1 . . ?
C54 C53 H53B 109.1 . . ?
C53 C54 H54A 109.3 . . ?
C53 C54 H54B 109.3 . . ?
H54A C54 H54B 108.0 . . ?
C55 C54 C53 111.6(2) . . ?
C55 C54 H54A 109.3 . . ?
C55 C54 H54B 109.3 . . ?
C56 C55 C54 117.7(2) . . ?
O58 C55 C54 120.5(3) . . ?
O58 C55 C56 121.7(3) . . ?
C55 C56 H56 118.9 . . ?
C57 C56 C55 122.2(3) . . ?
C57 C56 H56 118.9 . . ?
C56 C57 C43 123.6(3) . . ?
O59 C57 C43 110.2(2) . . ?
O59 C57 C56 126.1(3) . . ?
C57 O59 C60 120.0(2) . . ?
O59 C60 H60 109.7 . . ?
O59 C60 C61 105.0(2) . . ?
O59 C60 C62 109.6(2) . . ?
C61 C60 H60 109.7 . . ?
C61 C60 C62 113.1(3) . . ?
C62 C60 H60 109.7 . . ?
C60 C61 H61A 109.5 . . ?
C60 C61 H61B 109.5 . . ?
C60 C61 H61C 109.5 . . ?
H61A C61 H61B 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
C60 C62 H62A 109.5 . . ?
C60 C62 H62B 109.5 . . ?
C60 C62 H62C 109.5 . . ?
H62A C62 H62B 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 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 C2 C3 C4 171.8(2) . . . . ?
C1 C2 C3 C8 -9.2(4) . . . . ?
C1 C11 C12 C13 -49.8(3) . . . . ?
C1 C15 O16 C17 179.4(2) . . . . ?
C2 C1 C10 C9 -59.5(3) . . . . ?
C2 C1 C11 C12 -68.7(3) . . . . ?
C2 C1 C15 C14 94.8(3) . . . . ?
C2 C1 C15 O16 -84.2(3) . . . . ?
C2 C3 C4 C5 178.0(3) . . . . ?
C2 C3 C8 C7 -177.8(2) . . . . ?
C2 C3 C8 C9 0.3(4) . . . . ?
C3 C4 C5 C6 -0.2(4) . . . . ?
C3 C8 C9 C10 -21.7(4) . . . . ?
C4 C3 C8 C7 1.2(4) . . . . ?
C4 C3 C8 C9 179.3(2) . . . . ?
C4 C5 C6 C7 1.2(5) . . . . ?
C5 C6 C7 C8 -1.0(5) . . . . ?
C6 C7 C8 C3 -0.2(4) . . . . ?
C6 C7 C8 C9 -178.3(3) . . . . ?
C7 C8 C9 C10 156.4(3) . . . . ?
C8 C3 C4 C5 -1.1(4) . . . . ?
C8 C9 C10 C1 51.6(3) . . . . ?
C10 C1 C2 C3 38.1(3) . . . . ?
C10 C1 C2 O21 -144.5(3) . . . . ?
C10 C1 C11 C12 172.1(2) . . . . ?
C10 C1 C15 C14 -144.9(3) . . . . ?
C10 C1 C15 O16 36.1(3) . . . . ?
C11 C1 C2 C3 -82.2(3) . . . . ?
C11 C1 C2 O21 95.1(3) . . . . ?
C11 C1 C10 C9 58.6(3) . . . . ?
C11 C1 C15 C14 -22.0(4) . . . . ?
C11 C1 C15 O16 159.0(2) . . . . ?
C11 C12 C13 C14 21.6(4) . . . . ?
C11 C12 C13 O20 -160.6(3) . . . . ?
C12 C13 C14 C15 6.5(4) . . . . ?
C13 C14 C15 C1 -5.7(4) . . . . ?
C13 C14 C15 O16 173.1(2) . . . . ?
C14 C15 O16 C17 0.5(4) . . . . ?
C15 C1 C2 C3 159.8(2) . . . . ?
C15 C1 C2 O21 -22.9(4) . . . . ?
C15 C1 C10 C9 -179.4(2) . . . . ?
C15 C1 C11 C12 48.9(3) . . . . ?
C15 O16 C17 C18 -81.4(3) . . . . ?
C15 O16 C17 C19 157.0(2) . . . . ?
O20 C13 C14 C15 -171.2(3) . . . . ?
O21 C2 C3 C4 -5.6(4) . . . . ?
O21 C2 C3 C8 173.5(3) . . . . ?
C64 C65 C66 C67 -56.4(3) . . . . ?
C64 C74 C75 C76 2.6(5) . . . . ?
C64 C74 O80 C81 172.0(2) . . . . ?
C65 C64 C73 C72 -22.0(3) . . . . ?
C65 C64 C73 O84 162.1(3) . . . . ?
C65 C64 C74 C75 96.7(3) . . . . ?
C65 C64 C74 O80 -79.6(3) . . . . ?
C65 C64 C78 C77 -68.1(3) . . . . ?
C65 C66 C67 C68 -150.0(3) . . . . ?
C65 C66 C67 C72 30.4(4) . . . . ?
C66 C67 C68 C69 179.9(3) . . . . ?
C66 C67 C72 C71 179.4(3) . . . . ?
C66 C67 C72 C73 0.0(4) . . . . ?
C67 C68 C69 C70 0.6(4) . . . . ?
C67 C72 C73 C64 -4.1(4) . . . . ?
C67 C72 C73 O84 171.7(3) . . . . ?
C68 C67 C72 C71 -0.2(4) . . . . ?
C68 C67 C72 C73 -179.6(3) . . . . ?
C68 C69 C70 C71 0.2(4) . . . . ?
C69 C70 C71 C72 -0.9(4) . . . . ?
C70 C71 C72 C67 0.9(4) . . . . ?
C70 C71 C72 C73 -179.7(3) . . . . ?
C71 C72 C73 C64 176.5(2) . . . . ?
C71 C72 C73 O84 -7.6(4) . . . . ?
C72 C67 C68 C69 -0.5(4) . . . . ?
C73 C64 C65 C66 52.4(3) . . . . ?
C73 C64 C74 C75 -141.7(3) . . . . ?
C73 C64 C74 O80 42.1(3) . . . . ?
C73 C64 C78 C77 169.9(2) . . . . ?
C74 C64 C65 C66 173.3(2) . . . . ?
C74 C64 C73 C72 -141.0(2) . . . . ?
C74 C64 C73 O84 43.1(4) . . . . ?
C74 C64 C78 C77 51.4(3) . . . . ?
C74 C75 C76 C77 -3.5(5) . . . . ?
C74 C75 C76 O79 178.3(3) . . . . ?
C74 O80 C81 C82 156.2(3) . . . . ?
C74 O80 C81 C83 -82.6(3) . . . . ?
C75 C74 O80 C81 -4.0(4) . . . . ?
C75 C76 C77 C78 29.0(4) . . . . ?
C76 C77 C78 C64 -53.6(3) . . . . ?
C78 C64 C65 C66 -65.9(3) . . . . ?
C78 C64 C73 C72 101.1(3) . . . . ?
C78 C64 C73 O84 -74.8(3) . . . . ?
C78 C64 C74 C75 -26.6(4) . . . . ?
C78 C64 C74 O80 157.2(2) . . . . ?
O79 C76 C77 C78 -152.8(3) . . . . ?
O80 C74 C75 C76 178.2(3) . . . . ?
C22 C23 C24 C25 169.6(2) . . . . ?
C22 C23 C24 C29 -10.5(4) . . . . ?
C22 C32 C33 C34 -48.9(3) . . . . ?
C22 C36 O38 C39 179.1(2) . . . . ?
C23 C22 C31 C30 -59.8(3) . . . . ?
C23 C22 C32 C33 -69.1(3) . . . . ?
C23 C22 C36 C35 95.0(3) . . . . ?
C23 C22 C36 O38 -83.8(3) . . . . ?
C23 C24 C25 C26 178.9(3) . . . . ?
C23 C24 C29 C28 -178.4(2) . . . . ?
C23 C24 C29 C30 0.2(4) . . . . ?
C24 C25 C26 C27 -0.2(4) . . . . ?
C24 C29 C30 C31 -20.5(4) . . . . ?
C25 C24 C29 C28 1.5(4) . . . . ?
C25 C24 C29 C30 -179.9(2) . . . . ?
C25 C26 C27 C28 0.8(5) . . . . ?
C26 C27 C28 C29 -0.3(5) . . . . ?
C27 C28 C29 C24 -0.8(4) . . . . ?
C27 C28 C29 C30 -179.5(3) . . . . ?
C28 C29 C30 C31 158.1(3) . . . . ?
C29 C24 C25 C26 -1.0(4) . . . . ?
C29 C30 C31 C22 50.7(3) . . . . ?
C31 C22 C23 C24 39.5(3) . . . . ?
C31 C22 C23 O42 -142.5(3) . . . . ?
C31 C22 C32 C33 172.1(2) . . . . ?
C31 C22 C36 C35 -145.0(3) . . . . ?
C31 C22 C36 O38 36.2(3) . . . . ?
C32 C22 C23 C24 -80.2(3) . . . . ?
C32 C22 C23 O42 97.8(3) . . . . ?
C32 C22 C31 C30 58.4(3) . . . . ?
C32 C22 C36 C35 -22.6(4) . . . . ?
C32 C22 C36 O38 158.5(2) . . . . ?
C32 C33 C34 C35 20.4(4) . . . . ?
C32 C33 C34 O37 -162.2(3) . . . . ?
C33 C34 C35 C36 7.2(4) . . . . ?
C34 C35 C36 C22 -5.6(4) . . . . ?
C34 C35 C36 O38 173.1(3) . . . . ?
C35 C36 O38 C39 0.3(4) . . . . ?
C36 C22 C23 C24 161.2(2) . . . . ?
C36 C22 C23 O42 -20.7(4) . . . . ?
C36 C22 C31 C30 -179.7(2) . . . . ?
C36 C22 C32 C33 48.9(3) . . . . ?
C36 O38 C39 C40 157.8(2) . . . . ?
C36 O38 C39 C41 -80.9(3) . . . . ?
O37 C34 C35 C36 -170.2(3) . . . . ?
O42 C23 C24 C25 -8.4(4) . . . . ?
O42 C23 C24 C29 171.4(3) . . . . ?
C43 C44 C45 C46 175.6(2) . . . . ?
C43 C44 C45 C50 -6.4(4) . . . . ?
C43 C53 C54 C55 -53.9(3) . . . . ?
C43 C57 O59 C60 168.0(2) . . . . ?
C44 C43 C52 C51 51.3(3) . . . . ?
C44 C43 C53 C54 167.5(2) . . . . ?
C44 C43 C57 C56 -137.6(3) . . . . ?
C44 C43 C57 O59 46.5(3) . . . . ?
C44 C45 C46 C47 178.7(3) . . . . ?
C44 C45 C50 C49 -178.0(3) . . . . ?
C44 C45 C50 C51 0.8(4) . . . . ?
C45 C46 C47 C48 -0.6(4) . . . . ?
C45 C50 C51 C52 30.9(4) . . . . ?
C46 C45 C50 C49 0.0(4) . . . . ?
C46 C45 C50 C51 178.8(3) . . . . ?
C46 C47 C48 C49 -0.1(4) . . . . ?
C47 C48 C49 C50 0.7(4) . . . . ?
C48 C49 C50 C45 -0.6(4) . . . . ?
C48 C49 C50 C51 -179.5(3) . . . . ?
C49 C50 C51 C52 -150.3(3) . . . . ?
C50 C45 C46 C47 0.6(4) . . . . ?
C50 C51 C52 C43 -57.1(3) . . . . ?
C52 C43 C44 C45 -19.9(3) . . . . ?
C52 C43 C44 O63 164.2(3) . . . . ?
C52 C43 C53 C54 -70.3(3) . . . . ?
C52 C43 C57 C56 101.5(3) . . . . ?
C52 C43 C57 O59 -74.3(3) . . . . ?
C53 C43 C44 C45 103.8(3) . . . . ?
C53 C43 C44 O63 -72.1(3) . . . . ?
C53 C43 C52 C51 -67.9(3) . . . . ?
C53 C43 C57 C56 -22.2(4) . . . . ?
C53 C43 C57 O59 162.0(2) . . . . ?
C53 C54 C55 C56 28.0(4) . . . . ?
C53 C54 C55 O58 -154.6(3) . . . . ?
C54 C55 C56 C57 0.4(4) . . . . ?
C55 C56 C57 C43 -3.3(4) . . . . ?
C55 C56 C57 O59 171.9(3) . . . . ?
C56 C57 O59 C60 -7.8(4) . . . . ?
C57 C43 C44 C45 -138.7(2) . . . . ?
C57 C43 C44 O63 45.5(3) . . . . ?
C57 C43 C52 C51 170.9(2) . . . . ?
C57 C43 C53 C54 50.0(3) . . . . ?
C57 O59 C60 C61 -150.1(2) . . . . ?
C57 O59 C60 C62 88.1(3) . . . . ?
O58 C55 C56 C57 -177.0(3) . . . . ?
O63 C44 C45 C46 -8.6(4) . . . . ?
O63 C44 C45 C50 169.4(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.358
_oxdiff_exptl_absorpt_empirical_full_min 0.829
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.9101(9)
2 0.0899(9)

