# Electronic Supplementary Material (ESI) for Chemical Science.
# 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. 
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data_rkim10_cu100k_auto
_database_code_depnum_ccdc_archive 'CCDC 2358359'
loop_
_audit_author_name
_audit_author_address
'Rongbiao Tong'
;Hong Kong University of Science and Technology
Hong Kong
;
_audit_update_record             
;
2024-05-27 deposited with the CCDC.	2024-07-09 downloaded from the CCDC.
;
_audit_creation_date             2024-03-01
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H24 O4'
_chemical_formula_sum            'C18 H24 O4'
_chemical_formula_weight         304.37
_chemical_absolute_configuration ad
_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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   10.29909(12)
_cell_length_b                   10.79136(13)
_cell_length_c                   27.3078(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3035.02(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5911
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.9100
_cell_measurement_theta_min      3.2320
_shelx_estimated_absorpt_T_max   0.877
_shelx_estimated_absorpt_T_min   0.864
_exptl_absorpt_coefficient_mu    0.751
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92033
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.90 (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_primary    colourless
_exptl_crystal_density_diffrn    1.332
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1312
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_unetI/netI     0.0399
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            11494
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.064
_diffrn_reflns_theta_min         3.237
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3577
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -113.00 -10.00   1.00    1.00    --  -41.01 -19.00   0.00  103
  2  ω     27.00  95.00   1.00    1.00    --   41.01-125.00 -30.00   68
  3  ω    104.00 178.00   1.00    2.00    --  112.00 111.00-150.00   74
  4  ω     44.00 140.00   1.00    2.00    --  112.00 -61.00 150.00   96
  5  ω    104.00 175.00   1.00    2.00    --  112.00 111.00-180.00   71
  6  ω    104.00 159.00   1.00    2.00    --  112.00  77.00 150.00   55
  7  ω     38.00 107.00   1.00    2.00    --  112.00 -94.00  30.00   69
  8  ω    105.00 175.00   1.00    2.00    --  112.00  77.00 -60.00   70
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1350611000
_diffrn_orient_matrix_UB_12      0.0066603000
_diffrn_orient_matrix_UB_13      -0.0241599000
_diffrn_orient_matrix_UB_21      -0.0172199000
_diffrn_orient_matrix_UB_22      0.1404926000
_diffrn_orient_matrix_UB_23      -0.0077886000
_diffrn_orient_matrix_UB_31      0.0619531000
_diffrn_orient_matrix_UB_32      0.0247295000
_diffrn_orient_matrix_UB_33      0.0503578000
_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              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.749
_reflns_Friedel_fraction_full    0.990
_reflns_Friedel_fraction_max     0.955
_reflns_number_gt                5743
_reflns_number_total             6230
_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 1.171.43.90 (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.43.90 (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.43.90 (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5-alpha (Bourhis et al., 2015)'
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.164
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details 
;
 Flack x determined using 2268 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.02(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     403
_refine_ls_number_reflns         6230
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0389
_refine_ls_R_factor_gt           0.0344
_refine_ls_restrained_S_all      1.043
_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)+(0.0421P)²+0.1911P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0834
_refine_ls_wR_factor_ref         0.0869
_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:
 C4(H4), C7(H7), C8(H8), C10(H10), C11(H11), C12(H12), C16(H16), C4A(H4A),
 C7A(H7A), C8A(H8A), C10A(H10A), C11A(H11A), C12A(H12A), C16A(H16A)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C5(H5A,H5B), C9(H9A,H9B), C13(H13A,H13B), C2A(H2AA,H2AB),
 C5A(H5AA,H5AB), C9A(H9AA,H9AB), C13A(H13C,H13D)
2.c Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C15A(H15D,H15E,
 H15F), C17A(H17D,H17E,H17F), C18A(H18D,H18E,H18F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.42193(15) 0.23164(14) 0.47531(6) 0.0214(3) Uani 1 1 d . . . . .
O2 O 0.33849(18) 0.18898(16) 0.54888(6) 0.0273(4) Uani 1 1 d . . . . .
O3 O 0.18770(14) 0.39438(13) 0.40618(5) 0.0174(3) Uani 1 1 d . . . . .
O4 O 0.46213(18) 0.46505(17) 0.32909(6) 0.0289(4) Uani 1 1 d . . . . .
C1 C 0.3296(2) 0.2434(2) 0.51096(8) 0.0201(4) Uani 1 1 d . . . . .
C2 C 0.2228(2) 0.32928(19) 0.49349(8) 0.0188(4) Uani 1 1 d . . . . .
H2A H 0.203388 0.393121 0.518476 0.023 Uiso 1 1 calc R U . . .
H2B H 0.142454 0.282288 0.486340 0.023 Uiso 1 1 calc R U . . .
C3 C 0.2771(2) 0.38869(19) 0.44686(7) 0.0152(4) Uani 1 1 d . . . . .
C4 C 0.3787(2) 0.2926(2) 0.43092(7) 0.0179(4) Uani 1 1 d . . . . .
H4 H 0.335299 0.229863 0.409512 0.022 Uiso 1 1 calc R U . . .
C5 C 0.4932(2) 0.3479(2) 0.40304(9) 0.0221(4) Uani 1 1 d . . . . .
H5A H 0.560620 0.376192 0.426335 0.026 Uiso 1 1 calc R U . . .
H5B H 0.532000 0.284649 0.381256 0.026 Uiso 1 1 calc R U . . .
C6 C 0.4445(2) 0.4563(2) 0.37309(8) 0.0208(4) Uani 1 1 d . . . . .
C7 C 0.3750(2) 0.55750(19) 0.40155(7) 0.0164(4) Uani 1 1 d . . . . .
H7 H 0.435234 0.629885 0.404303 0.020 Uiso 1 1 calc R U . . .
C8 C 0.2483(2) 0.6031(2) 0.37818(7) 0.0171(4) Uani 1 1 d . . . . .
H8 H 0.252712 0.598916 0.341638 0.021 Uiso 1 1 calc R U . . .
C9 C 0.2294(2) 0.73649(19) 0.39584(7) 0.0179(4) Uani 1 1 d . . . . .
H9A H 0.139645 0.764020 0.388811 0.022 Uiso 1 1 calc R U . . .
H9B H 0.290100 0.792247 0.378368 0.022 Uiso 1 1 calc R U . . .
C10 C 0.2556(2) 0.74250(19) 0.45198(7) 0.0162(4) Uani 1 1 d . . . . .
H10 H 0.350075 0.759867 0.456872 0.019 Uiso 1 1 calc R U . . .
C11 C 0.22728(19) 0.61079(18) 0.47201(7) 0.0153(4) Uani 1 1 d . . . . .
H11 H 0.221738 0.611207 0.508571 0.018 Uiso 1 1 calc R U . . .
C12 C 0.33468(19) 0.51878(19) 0.45388(7) 0.0143(4) Uani 1 1 d . . . . .
H12 H 0.410805 0.517407 0.476599 0.017 Uiso 1 1 calc R U . . .
C13 C 0.0980(2) 0.5683(2) 0.44901(8) 0.0181(4) Uani 1 1 d . . . . .
H13A H 0.057179 0.502253 0.468917 0.022 Uiso 1 1 calc R U . . .
H13B H 0.036658 0.638463 0.446002 0.022 Uiso 1 1 calc R U . . .
C14 C 0.1370(2) 0.51922(19) 0.39852(8) 0.0180(4) Uani 1 1 d . . . . .
C15 C 0.0248(2) 0.5063(2) 0.36293(9) 0.0245(5) Uani 1 1 d . . . . .
H15A H 0.051832 0.455384 0.335028 0.037 Uiso 1 1 calc R U . . .
H15B H -0.001234 0.588553 0.351289 0.037 Uiso 1 1 calc R U . . .
H15C H -0.048728 0.466699 0.379480 0.037 Uiso 1 1 calc R U . . .
C16 C 0.1783(2) 0.84813(19) 0.47605(8) 0.0175(4) Uani 1 1 d . . . . .
H16 H 0.084302 0.836030 0.468212 0.021 Uiso 1 1 calc R U . . .
C17 C 0.1934(2) 0.8496(2) 0.53174(8) 0.0246(5) Uani 1 1 d . . . . .
H17A H 0.144299 0.780613 0.545945 0.037 Uiso 1 1 calc R U . . .
H17B H 0.160216 0.928099 0.544725 0.037 Uiso 1 1 calc R U . . .
H17C H 0.285415 0.840997 0.540249 0.037 Uiso 1 1 calc R U . . .
C18 C 0.2207(2) 0.9734(2) 0.45536(8) 0.0220(4) Uani 1 1 d . . . . .
H18A H 0.163917 1.038642 0.468158 0.033 Uiso 1 1 calc R U . . .
H18B H 0.214792 0.971528 0.419549 0.033 Uiso 1 1 calc R U . . .
H18C H 0.310555 0.990197 0.465107 0.033 Uiso 1 1 calc R U . . .
O1A O 0.43050(15) 0.23443(15) 0.71086(5) 0.0213(3) Uani 1 1 d . . . . .
O2A O 0.37187(17) 0.20191(16) 0.78857(6) 0.0256(4) Uani 1 1 d . . . . .
O3A O 0.17949(14) 0.39956(14) 0.64899(5) 0.0164(3) Uani 1 1 d . . . . .
O4A O 0.42164(15) 0.48068(16) 0.56845(5) 0.0228(3) Uani 1 1 d . . . . .
C1A C 0.3462(2) 0.2438(2) 0.74914(8) 0.0199(4) Uani 1 1 d . . . . .
C2A C 0.2251(2) 0.3122(2) 0.73283(7) 0.0188(4) Uani 1 1 d . . . . .
H2AA H 0.193888 0.369663 0.758537 0.023 Uiso 1 1 calc R U . . .
H2AB H 0.154516 0.253823 0.724235 0.023 Uiso 1 1 calc R U . . .
C3A C 0.2731(2) 0.38309(19) 0.68761(7) 0.0158(4) Uani 1 1 d . . . . .
C4A C 0.3743(2) 0.2921(2) 0.66757(7) 0.0189(4) Uani 1 1 d . . . . .
H4A H 0.329692 0.227442 0.647436 0.023 Uiso 1 1 calc R U . . .
C5A C 0.4805(2) 0.3529(2) 0.63716(8) 0.0220(4) Uani 1 1 d . . . . .
H5AA H 0.553782 0.377901 0.658458 0.026 Uiso 1 1 calc R U . . .
H5AB H 0.513519 0.294046 0.612274 0.026 Uiso 1 1 calc R U . . .
C6A C 0.4223(2) 0.4652(2) 0.61253(8) 0.0186(4) Uani 1 1 d . . . . .
C7A C 0.3667(2) 0.5618(2) 0.64730(7) 0.0172(4) Uani 1 1 d . . . . .
H7A H 0.431026 0.630556 0.651112 0.021 Uiso 1 1 calc R U . . .
C8A C 0.2387(2) 0.61569(19) 0.62881(7) 0.0165(4) Uani 1 1 d . . . . .
H8A H 0.238511 0.622341 0.592282 0.020 Uiso 1 1 calc R U . . .
C9A C 0.2243(2) 0.7437(2) 0.65266(8) 0.0186(4) Uani 1 1 d . . . . .
H9AA H 0.134459 0.774426 0.648410 0.022 Uiso 1 1 calc R U . . .
H9AB H 0.284273 0.803396 0.636919 0.022 Uiso 1 1 calc R U . . .
C10A C 0.2567(2) 0.73224(19) 0.70812(7) 0.0173(4) Uani 1 1 d . . . . .
H10A H 0.352068 0.746253 0.712176 0.021 Uiso 1 1 calc R U . . .
C11A C 0.2276(2) 0.59696(19) 0.72245(7) 0.0155(4) Uani 1 1 d . . . . .
H11A H 0.225863 0.586863 0.758843 0.019 Uiso 1 1 calc R U . . .
C12A C 0.3321(2) 0.51028(19) 0.69867(7) 0.0154(4) Uani 1 1 d . . . . .
H12A H 0.410940 0.502922 0.719859 0.018 Uiso 1 1 calc R U . . .
C13A C 0.09540(19) 0.56263(19) 0.69964(7) 0.0166(4) Uani 1 1 d . . . . .
H13C H 0.055054 0.492330 0.717276 0.020 Uiso 1 1 calc R U . . .
H13D H 0.035197 0.634132 0.700318 0.020 Uiso 1 1 calc R U . . .
C14A C 0.1293(2) 0.5266(2) 0.64689(7) 0.0162(4) Uani 1 1 d . . . . .
C15A C 0.0156(2) 0.5221(2) 0.61196(8) 0.0208(4) Uani 1 1 d . . . . .
H15D H 0.042634 0.482765 0.581265 0.031 Uiso 1 1 calc R U . . .
H15E H -0.014553 0.606552 0.605271 0.031 Uiso 1 1 calc R U . . .
H15F H -0.055104 0.474053 0.626693 0.031 Uiso 1 1 calc R U . . .
C16A C 0.1851(2) 0.8310(2) 0.73849(8) 0.0198(4) Uani 1 1 d . . . . .
H16A H 0.090896 0.828085 0.729734 0.024 Uiso 1 1 calc R U . . .
C17A C 0.1980(2) 0.8077(2) 0.79366(8) 0.0275(5) Uani 1 1 d . . . . .
H17D H 0.139978 0.739965 0.803292 0.041 Uiso 1 1 calc R U . . .
H17E H 0.174472 0.883025 0.811603 0.041 Uiso 1 1 calc R U . . .
H17F H 0.287915 0.785062 0.801349 0.041 Uiso 1 1 calc R U . . .
C18A C 0.2371(3) 0.9596(2) 0.72565(9) 0.0282(5) Uani 1 1 d . . . . .
H18D H 0.188106 1.022597 0.743719 0.042 Uiso 1 1 calc R U . . .
H18E H 0.227541 0.973954 0.690393 0.042 Uiso 1 1 calc R U . . .
H18F H 0.329139 0.964794 0.734586 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 1.367(3) . ?
O1 C4 1.450(3) . ?
O2 C1 1.194(3) . ?
O3 C3 1.444(2) . ?
O3 C14 1.460(2) . ?
O4 C6 1.219(3) . ?
C1 C2 1.516(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.531(3) . ?
C3 C4 1.536(3) . ?
C3 C12 1.536(3) . ?
C4 H4 1.0000 . ?
C4 C5 1.525(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.512(3) . ?
C6 C7 1.520(3) . ?
C7 H7 1.0000 . ?
C7 C8 1.534(3) . ?
C7 C12 1.546(3) . ?
C8 H8 1.0000 . ?
C8 C9 1.531(3) . ?
C8 C14 1.563(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.558(3) . ?
C10 H10 1.0000 . ?
C10 C11 1.551(3) . ?
C10 C16 1.538(3) . ?
C11 H11 1.0000 . ?
C11 C12 1.567(3) . ?
C11 C13 1.542(3) . ?
C12 H12 1.0000 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.530(3) . ?
C14 C15 1.516(3) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16 1.0000 . ?
C16 C17 1.529(3) . ?
C16 C18 1.528(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
O1A C1A 1.363(3) . ?
O1A C4A 1.456(2) . ?
O2A C1A 1.197(3) . ?
O3A C3A 1.440(2) . ?
O3A C14A 1.466(3) . ?
O4A C6A 1.215(3) . ?
C1A C2A 1.516(3) . ?
C2A H2AA 0.9900 . ?
C2A H2AB 0.9900 . ?
C2A C3A 1.534(3) . ?
C3A C4A 1.533(3) . ?
C3A C12A 1.531(3) . ?
C4A H4A 1.0000 . ?
C4A C5A 1.522(3) . ?
C5A H5AA 0.9900 . ?
C5A H5AB 0.9900 . ?
C5A C6A 1.511(3) . ?
C6A C7A 1.522(3) . ?
C7A H7A 1.0000 . ?
C7A C8A 1.527(3) . ?
C7A C12A 1.551(3) . ?
C8A H8A 1.0000 . ?
C8A C9A 1.535(3) . ?
C8A C14A 1.562(3) . ?
C9A H9AA 0.9900 . ?
C9A H9AB 0.9900 . ?
C9A C10A 1.556(3) . ?
C10A H10A 1.0000 . ?
C10A C11A 1.541(3) . ?
C10A C16A 1.539(3) . ?
C11A H11A 1.0000 . ?
C11A C12A 1.567(3) . ?
C11A C13A 1.543(3) . ?
C12A H12A 1.0000 . ?
C13A H13C 0.9900 . ?
C13A H13D 0.9900 . ?
C13A C14A 1.532(3) . ?
C14A C15A 1.511(3) . ?
C15A H15D 0.9800 . ?
C15A H15E 0.9800 . ?
C15A H15F 0.9800 . ?
C16A H16A 1.0000 . ?
C16A C17A 1.533(3) . ?
C16A C18A 1.529(3) . ?
C17A H17D 0.9800 . ?
C17A H17E 0.9800 . ?
C17A H17F 0.9800 . ?
C18A H18D 0.9800 . ?
C18A H18E 0.9800 . ?
C18A H18F 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
C1 O1 C4 109.87(16) . . ?
C3 O3 C14 112.19(15) . . ?
O1 C1 C2 109.72(17) . . ?
O2 C1 O1 121.3(2) . . ?
O2 C1 C2 129.0(2) . . ?
C1 C2 H2A 110.8 . . ?
C1 C2 H2B 110.8 . . ?
C1 C2 C3 104.65(17) . . ?
H2A C2 H2B 108.9 . . ?
C3 C2 H2A 110.8 . . ?
C3 C2 H2B 110.8 . . ?
O3 C3 C2 115.14(17) . . ?
O3 C3 C4 104.18(16) . . ?
O3 C3 C12 107.66(16) . . ?
C2 C3 C4 101.64(16) . . ?
C2 C3 C12 114.82(17) . . ?
C4 C3 C12 112.90(17) . . ?
O1 C4 C3 106.19(16) . . ?
O1 C4 H4 108.6 . . ?
O1 C4 C5 110.94(18) . . ?
C3 C4 H4 108.6 . . ?
C5 C4 C3 113.83(18) . . ?
C5 C4 H4 108.6 . . ?
C4 C5 H5A 110.0 . . ?
C4 C5 H5B 110.0 . . ?
H5A C5 H5B 108.4 . . ?
C6 C5 C4 108.41(18) . . ?
C6 C5 H5A 110.0 . . ?
C6 C5 H5B 110.0 . . ?
O4 C6 C5 122.9(2) . . ?
O4 C6 C7 121.2(2) . . ?
C5 C6 C7 115.80(18) . . ?
C6 C7 H7 108.0 . . ?
C6 C7 C8 114.71(17) . . ?
C6 C7 C12 113.89(17) . . ?
C8 C7 H7 108.0 . . ?
C8 C7 C12 104.02(16) . . ?
C12 C7 H7 108.0 . . ?
C7 C8 H8 111.2 . . ?
C7 C8 C14 106.92(16) . . ?
C9 C8 C7 106.17(17) . . ?
C9 C8 H8 111.2 . . ?
C9 C8 C14 109.85(17) . . ?
C14 C8 H8 111.2 . . ?
C8 C9 H9A 109.9 . . ?
C8 C9 H9B 109.9 . . ?
C8 C9 C10 109.09(17) . . ?
H9A C9 H9B 108.3 . . ?
C10 C9 H9A 109.9 . . ?
C10 C9 H9B 109.9 . . ?
C9 C10 H10 107.9 . . ?
C11 C10 C9 106.05(16) . . ?
C11 C10 H10 107.9 . . ?
C16 C10 C9 111.22(17) . . ?
C16 C10 H10 107.9 . . ?
C16 C10 C11 115.55(17) . . ?
C10 C11 H11 111.0 . . ?
C10 C11 C12 109.67(16) . . ?
C12 C11 H11 111.0 . . ?
C13 C11 C10 106.94(16) . . ?
C13 C11 H11 111.0 . . ?
C13 C11 C12 106.99(16) . . ?
C3 C12 C7 103.63(16) . . ?
C3 C12 C11 110.25(16) . . ?
C3 C12 H12 111.5 . . ?
C7 C12 C11 108.10(16) . . ?
C7 C12 H12 111.5 . . ?
C11 C12 H12 111.5 . . ?
C11 C13 H13A 110.9 . . ?
C11 C13 H13B 110.9 . . ?
H13A C13 H13B 109.0 . . ?
C14 C13 C11 104.11(16) . . ?
C14 C13 H13A 110.9 . . ?
C14 C13 H13B 110.9 . . ?
O3 C14 C8 108.82(16) . . ?
O3 C14 C13 106.48(16) . . ?
O3 C14 C15 106.26(17) . . ?
C13 C14 C8 108.19(17) . . ?
C15 C14 C8 112.62(18) . . ?
C15 C14 C13 114.17(18) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C10 C16 H16 108.2 . . ?
C17 C16 C10 112.34(17) . . ?
C17 C16 H16 108.2 . . ?
C18 C16 C10 110.46(17) . . ?
C18 C16 H16 108.2 . . ?
C18 C16 C17 109.24(18) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C1A O1A C4A 109.73(16) . . ?
C3A O3A C14A 112.34(15) . . ?
O1A C1A C2A 109.58(17) . . ?
O2A C1A O1A 121.4(2) . . ?
O2A C1A C2A 129.0(2) . . ?
C1A C2A H2AA 111.3 . . ?
C1A C2A H2AB 111.3 . . ?
C1A C2A C3A 102.36(17) . . ?
H2AA C2A H2AB 109.2 . . ?
C3A C2A H2AA 111.3 . . ?
C3A C2A H2AB 111.3 . . ?
O3A C3A C2A 115.79(17) . . ?
O3A C3A C4A 105.82(16) . . ?
O3A C3A C12A 107.44(16) . . ?
C4A C3A C2A 100.79(16) . . ?
C12A C3A C2A 114.58(17) . . ?
C12A C3A C4A 112.00(17) . . ?
O1A C4A C3A 104.73(16) . . ?
O1A C4A H4A 109.3 . . ?
O1A C4A C5A 109.95(18) . . ?
C3A C4A H4A 109.3 . . ?
C5A C4A C3A 114.05(19) . . ?
C5A C4A H4A 109.3 . . ?
C4A C5A H5AA 110.2 . . ?
C4A C5A H5AB 110.2 . . ?
H5AA C5A H5AB 108.5 . . ?
C6A C5A C4A 107.66(18) . . ?
C6A C5A H5AA 110.2 . . ?
C6A C5A H5AB 110.2 . . ?
O4A C6A C5A 123.6(2) . . ?
O4A C6A C7A 121.4(2) . . ?
C5A C6A C7A 114.91(18) . . ?
C6A C7A H7A 108.9 . . ?
C6A C7A C8A 112.30(17) . . ?
C6A C7A C12A 113.91(18) . . ?
C8A C7A H7A 108.9 . . ?
C8A C7A C12A 103.72(16) . . ?
C12A C7A H7A 108.9 . . ?
C7A C8A H8A 111.0 . . ?
C7A C8A C9A 106.59(17) . . ?
C7A C8A C14A 106.50(16) . . ?
C9A C8A H8A 111.0 . . ?
C9A C8A C14A 110.55(17) . . ?
C14A C8A H8A 111.0 . . ?
C8A C9A H9AA 109.9 . . ?
C8A C9A H9AB 109.9 . . ?
C8A C9A C10A 108.71(17) . . ?
H9AA C9A H9AB 108.3 . . ?
C10A C9A H9AA 109.9 . . ?
C10A C9A H9AB 109.9 . . ?
C9A C10A H10A 107.8 . . ?
C11A C10A C9A 106.33(16) . . ?
C11A C10A H10A 107.8 . . ?
C16A C10A C9A 111.52(18) . . ?
C16A C10A H10A 107.8 . . ?
C16A C10A C11A 115.24(17) . . ?
C10A C11A H11A 111.0 . . ?
C10A C11A C12A 109.09(16) . . ?
C10A C11A C13A 107.25(17) . . ?
C12A C11A H11A 111.0 . . ?
C13A C11A H11A 111.0 . . ?
C13A C11A C12A 107.20(16) . . ?
C3A C12A C7A 103.54(16) . . ?
C3A C12A C11A 110.13(16) . . ?
C3A C12A H12A 111.4 . . ?
C7A C12A C11A 108.58(16) . . ?
C7A C12A H12A 111.4 . . ?
C11A C12A H12A 111.4 . . ?
C11A C13A H13C 111.0 . . ?
C11A C13A H13D 111.0 . . ?
H13C C13A H13D 109.0 . . ?
C14A C13A C11A 103.86(16) . . ?
C14A C13A H13C 111.0 . . ?
C14A C13A H13D 111.0 . . ?
O3A C14A C8A 109.49(16) . . ?
O3A C14A C13A 106.33(16) . . ?
O3A C14A C15A 105.56(16) . . ?
C13A C14A C8A 107.77(17) . . ?
C15A C14A C8A 112.28(17) . . ?
C15A C14A C13A 115.15(18) . . ?
C14A C15A H15D 109.5 . . ?
C14A C15A H15E 109.5 . . ?
C14A C15A H15F 109.5 . . ?
H15D C15A H15E 109.5 . . ?
H15D C15A H15F 109.5 . . ?
H15E C15A H15F 109.5 . . ?
C10A C16A H16A 108.3 . . ?
C17A C16A C10A 111.97(18) . . ?
C17A C16A H16A 108.3 . . ?
C18A C16A C10A 109.72(18) . . ?
C18A C16A H16A 108.3 . . ?
C18A C16A C17A 110.15(19) . . ?
C16A C17A H17D 109.5 . . ?
C16A C17A H17E 109.5 . . ?
C16A C17A H17F 109.5 . . ?
H17D C17A H17E 109.5 . . ?
H17D C17A H17F 109.5 . . ?
H17E C17A H17F 109.5 . . ?
C16A C18A H18D 109.5 . . ?
C16A C18A H18E 109.5 . . ?
C16A C18A H18F 109.5 . . ?
H18D C18A H18E 109.5 . . ?
H18D C18A H18F 109.5 . . ?
H18E C18A H18F 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
O1 C1 C2 C3 -11.4(2) . . . . ?
O1 C4 C5 C6 -153.40(18) . . . . ?
O2 C1 C2 C3 169.8(2) . . . . ?
O3 C3 C4 O1 -148.08(16) . . . . ?
O3 C3 C4 C5 89.6(2) . . . . ?
O3 C3 C12 C7 -47.75(19) . . . . ?
O3 C3 C12 C11 67.7(2) . . . . ?
O4 C6 C7 C8 47.5(3) . . . . ?
O4 C6 C7 C12 167.2(2) . . . . ?
C1 O1 C4 C3 22.7(2) . . . . ?
C1 O1 C4 C5 146.89(18) . . . . ?
C1 C2 C3 O3 135.38(17) . . . . ?
C1 C2 C3 C4 23.5(2) . . . . ?
C1 C2 C3 C12 -98.74(19) . . . . ?
C2 C3 C4 O1 -28.1(2) . . . . ?
C2 C3 C4 C5 -150.47(18) . . . . ?
C2 C3 C12 C7 -177.43(17) . . . . ?
C2 C3 C12 C11 -61.9(2) . . . . ?
C3 O3 C14 C8 70.6(2) . . . . ?
C3 O3 C14 C13 -45.9(2) . . . . ?
C3 O3 C14 C15 -167.93(17) . . . . ?
C3 C4 C5 C6 -33.7(2) . . . . ?
C4 O1 C1 O2 171.9(2) . . . . ?
C4 O1 C1 C2 -7.0(2) . . . . ?
C4 C3 C12 C7 66.7(2) . . . . ?
C4 C3 C12 C11 -177.84(16) . . . . ?
C4 C5 C6 O4 -125.8(2) . . . . ?
C4 C5 C6 C7 56.2(2) . . . . ?
C5 C6 C7 C8 -134.5(2) . . . . ?
C5 C6 C7 C12 -14.8(3) . . . . ?
C6 C7 C8 C9 -153.48(18) . . . . ?
C6 C7 C8 C14 89.3(2) . . . . ?
C6 C7 C12 C3 -44.4(2) . . . . ?
C6 C7 C12 C11 -161.40(17) . . . . ?
C7 C8 C9 C10 -45.7(2) . . . . ?
C7 C8 C14 O3 -33.7(2) . . . . ?
C7 C8 C14 C13 81.66(19) . . . . ?
C7 C8 C14 C15 -151.19(17) . . . . ?
C8 C7 C12 C3 81.17(18) . . . . ?
C8 C7 C12 C11 -35.8(2) . . . . ?
C8 C9 C10 C11 -25.8(2) . . . . ?
C8 C9 C10 C16 -152.18(18) . . . . ?
C9 C8 C14 O3 -148.44(16) . . . . ?
C9 C8 C14 C13 -33.1(2) . . . . ?
C9 C8 C14 C15 94.0(2) . . . . ?
C9 C10 C11 C12 70.1(2) . . . . ?
C9 C10 C11 C13 -45.6(2) . . . . ?
C9 C10 C16 C17 175.31(18) . . . . ?
C9 C10 C16 C18 -62.4(2) . . . . ?
C10 C11 C12 C3 -148.07(16) . . . . ?
C10 C11 C12 C7 -35.4(2) . . . . ?
C10 C11 C13 C14 82.50(18) . . . . ?
C11 C10 C16 C17 54.4(2) . . . . ?
C11 C10 C16 C18 176.60(17) . . . . ?
C11 C13 C14 O3 79.97(18) . . . . ?
C11 C13 C14 C8 -36.9(2) . . . . ?
C11 C13 C14 C15 -163.11(18) . . . . ?
C12 C3 C4 O1 95.41(19) . . . . ?
C12 C3 C4 C5 -26.9(2) . . . . ?
C12 C7 C8 C9 81.46(18) . . . . ?
C12 C7 C8 C14 -35.8(2) . . . . ?
C12 C11 C13 C14 -35.0(2) . . . . ?
C13 C11 C12 C3 -32.4(2) . . . . ?
C13 C11 C12 C7 80.20(19) . . . . ?
C14 O3 C3 C2 104.82(19) . . . . ?
C14 O3 C3 C4 -144.79(17) . . . . ?
C14 O3 C3 C12 -24.7(2) . . . . ?
C14 C8 C9 C10 69.6(2) . . . . ?
C16 C10 C11 C12 -166.22(16) . . . . ?
C16 C10 C11 C13 78.1(2) . . . . ?
O1A C1A C2A C3A -21.3(2) . . . . ?
O1A C4A C5A C6A -147.92(18) . . . . ?
O2A C1A C2A C3A 158.5(2) . . . . ?
O3A C3A C4A O1A -155.15(16) . . . . ?
O3A C3A C4A C5A 84.6(2) . . . . ?
O3A C3A C12A C7A -47.8(2) . . . . ?
O3A C3A C12A C11A 68.16(19) . . . . ?
O4A C6A C7A C8A 42.4(3) . . . . ?
O4A C6A C7A C12A 160.0(2) . . . . ?
C1A O1A C4A C3A 22.6(2) . . . . ?
C1A O1A C4A C5A 145.53(18) . . . . ?
C1A C2A C3A O3A 146.43(17) . . . . ?
C1A C2A C3A C4A 32.8(2) . . . . ?
C1A C2A C3A C12A -87.6(2) . . . . ?
C2A C3A C4A O1A -34.2(2) . . . . ?
C2A C3A C4A C5A -154.43(18) . . . . ?
C2A C3A C12A C7A -177.96(17) . . . . ?
C2A C3A C12A C11A -62.0(2) . . . . ?
C3A O3A C14A C8A 69.7(2) . . . . ?
C3A O3A C14A C13A -46.4(2) . . . . ?
C3A O3A C14A C15A -169.21(16) . . . . ?
C3A C4A C5A C6A -30.7(2) . . . . ?
C4A O1A C1A O2A 179.6(2) . . . . ?
C4A O1A C1A C2A -0.6(2) . . . . ?
C4A C3A C12A C7A 68.0(2) . . . . ?
C4A C3A C12A C11A -176.04(16) . . . . ?
C4A C5A C6A O4A -122.6(2) . . . . ?
C4A C5A C6A C7A 59.1(2) . . . . ?
C5A C6A C7A C8A -139.26(19) . . . . ?
C5A C6A C7A C12A -21.7(3) . . . . ?
C6A C7A C8A C9A -155.89(17) . . . . ?
C6A C7A C8A C14A 86.1(2) . . . . ?
C6A C7A C12A C3A -39.8(2) . . . . ?
C6A C7A C12A C11A -156.86(17) . . . . ?
C7A C8A C9A C10A -46.2(2) . . . . ?
C7A C8A C14A O3A -31.8(2) . . . . ?
C7A C8A C14A C13A 83.46(19) . . . . ?
C7A C8A C14A C15A -148.70(18) . . . . ?
C8A C7A C12A C3A 82.55(18) . . . . ?
C8A C7A C12A C11A -34.5(2) . . . . ?
C8A C9A C10A C11A -26.0(2) . . . . ?
C8A C9A C10A C16A -152.41(18) . . . . ?
C9A C8A C14A O3A -147.20(16) . . . . ?
C9A C8A C14A C13A -31.9(2) . . . . ?
C9A C8A C14A C15A 95.9(2) . . . . ?
C9A C10A C11A C12A 70.6(2) . . . . ?
C9A C10A C11A C13A -45.1(2) . . . . ?
C9A C10A C16A C17A 170.55(18) . . . . ?
C9A C10A C16A C18A -66.8(2) . . . . ?
C10A C11A C12A C3A -149.41(16) . . . . ?
C10A C11A C12A C7A -36.7(2) . . . . ?
C10A C11A C13A C14A 82.98(18) . . . . ?
C11A C10A C16A C17A 49.2(3) . . . . ?
C11A C10A C16A C18A 171.84(18) . . . . ?
C11A C13A C14A O3A 79.49(18) . . . . ?
C11A C13A C14A C8A -37.8(2) . . . . ?
C11A C13A C14A C15A -164.01(17) . . . . ?
C12A C3A C4A O1A 88.07(19) . . . . ?
C12A C3A C4A C5A -32.2(2) . . . . ?
C12A C7A C8A C9A 80.67(19) . . . . ?
C12A C7A C8A C14A -37.4(2) . . . . ?
C12A C11A C13A C14A -34.1(2) . . . . ?
C13A C11A C12A C3A -33.6(2) . . . . ?
C13A C11A C12A C7A 79.1(2) . . . . ?
C14A O3A C3A C2A 105.2(2) . . . . ?
C14A O3A C3A C4A -144.13(17) . . . . ?
C14A O3A C3A C12A -24.3(2) . . . . ?
C14A C8A C9A C10A 69.2(2) . . . . ?
C16A C10A C11A C12A -165.24(17) . . . . ?
C16A C10A C11A C13A 79.0(2) . . . . ?

_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 1.274
_oxdiff_exptl_absorpt_empirical_full_min 0.845
