# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_1jg1r_auto
_audit_block_doi                 10.5517/ccdc.csd.cc2c4lty
_database_code_depnum_ccdc_archive 'CCDC 2179170'
loop_
_citation_id
_citation_doi
_citation_year
1 10.26434/chemrxiv-2022-tlczl 2022
loop_
_audit_author_name
_audit_author_address
'Christopher Sumby'
;The University of Adelaide
Australia
;
_audit_update_record             
;
2022-06-15 deposited with the CCDC.	2022-12-21 downloaded from the CCDC.
;
_audit_creation_date             2022-06-15
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H24 O6, C3.5 H4'
_chemical_formula_sum            'C33.50 H28 O6'
_chemical_formula_weight         526.56
_chemical_melting_point          ?
_chemical_oxdiff_formula         C30H24O6
_chemical_oxdiff_usercomment     'from toluene'
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                   17.6590(2)
_cell_length_b                   8.38590(10)
_cell_length_c                   17.8047(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.6800(10)
_cell_angle_gamma                90
_cell_volume                     2633.75(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12921
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      76.3830
_cell_measurement_theta_min      3.4470
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.737
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71828
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.54a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plank
_exptl_crystal_F_000             1108
_exptl_crystal_size_max          0.216
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.026
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.937
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            25450
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.166
_diffrn_reflns_theta_min         3.445
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -79.00  23.00   0.50    0.74    --  -48.77  95.00  82.00  204
  2  ω     -9.00  79.00   0.50    0.74    --   48.77 -95.00 -27.00  176
  3  ω    -79.00 -18.00   0.50    2.94    --  -90.00  95.00  82.00  122
  4  ω   -161.00 -83.00   0.50    2.94    --  -90.00 -95.00 -27.00  156
  5  ω     35.00 105.00   0.50    2.94    --  106.92 -95.00 -27.00  140
  6  ω    -17.00  26.00   0.50    0.74    --  -48.77  19.00-180.00   86
  7  ω   -121.00 -94.00   0.50    0.74    --  -48.77-125.00 150.00   54
  8  ω    -41.00  23.00   0.50    0.74    --  -48.77  38.00-150.00  128
  9  ω     39.00 123.00   0.50    0.74    --   48.77  19.00 -90.00  168
 10  ω     39.00 121.00   0.50    0.74    --   48.77  38.00  60.00  164
 11  ω   -161.00-106.00   0.50    2.94    --  -90.00 -99.00-150.00  110
 12  ω   -161.00-103.00   0.50    2.94    --  -90.00 -57.00   0.00  116
 13  ω   -161.00-103.00   0.50    2.94    --  -90.00 -57.00-120.00  116
 14  ω    -64.00 -27.00   0.50    2.94    --  -90.00  57.00  30.00   74
 15  ω    -66.00 -25.00   0.50    2.94    --  -90.00  57.00 -90.00   82
 16  ω    -68.00 -26.00   0.50    2.94    --  -90.00  57.00  60.00   84
 17  ω   -153.00-117.00   0.50    2.94    --  -90.00 -57.00  90.00   72
 18  ω     74.00 106.00   0.50    2.94    --  106.92-125.00 120.00   64
 19  ω     35.00  60.00   0.50    2.94    --  106.92 -57.00 120.00   50
 20  ω     38.00  69.00   0.50    2.94    --  106.92-125.00 120.00   62
 21  ω     36.00  65.00   0.50    2.94    --  106.92 -57.00-120.00   58
 22  ω     35.00  61.00   0.50    2.94    --  106.92 -57.00  30.00   52
 23  ω     41.00  66.00   0.50    2.94    --  106.92 -57.00-150.00   50
 24  ω     36.00  64.00   0.50    2.94    --  106.92 -57.00   0.00   56
 25  ω     77.00 102.00   0.50    2.94    --  106.92 -99.00  30.00   50
 26  ω     38.00  66.00   0.50    2.94    --  106.92 -57.00  90.00   56
 27  ω     35.00  61.00   0.50    2.94    --  106.92 -57.00-180.00   52
 28  ω    117.00 159.00   0.50    2.94    --  106.92  95.00  82.00   84
;
_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      0.0099405000
_diffrn_orient_matrix_UB_12      -0.1513564000
_diffrn_orient_matrix_UB_13      -0.0476186000
_diffrn_orient_matrix_UB_21      -0.0657857000
_diffrn_orient_matrix_UB_22      -0.0801084000
_diffrn_orient_matrix_UB_23      0.0395333000
_diffrn_orient_matrix_UB_31      -0.0565780000
_diffrn_orient_matrix_UB_32      0.0665591000
_diffrn_orient_matrix_UB_33      -0.0605872000
_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                4689
_reflns_number_total             5234
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.42.54a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.54a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.54a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.884
_refine_diff_density_min         -0.383
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     366
_refine_ls_number_reflns         5234
_refine_ls_number_restraints     57
_refine_ls_R_factor_all          0.0626
_refine_ls_R_factor_gt           0.0572
_refine_ls_restrained_S_all      1.010
_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)+(0.0741P)²+2.7393P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1490
_refine_ls_wR_factor_ref         0.1535
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Shared sites
{C21A, C21B}
3. Uiso/Uaniso restraints and constraints
C21A \\sim C21B \\sim C22 \\sim C23 \\sim C24B: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08 within 2A
Uanis(C21A) = Uanis(C21B)
4. Rigid body (RIGU) restrains
 C21A, C21B, C22, C23, C24B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: C21A(0.5) H21A(0.5) C21B(0.5) C24B(0.5) H24A(0.5) H24B(0.5)
 H24C(0.5)
6.a Ternary CH refined with riding coordinates:
 C11(H11), C11'(H11'), C12(H12)
6.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B)
6.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C5'(H5'), C6(H6), C6'(H6'), C7(H7), C7'(H7'), C8(H8), C8'(H8'),
 C12'(H12'), C22(H22), C23(H23), C21A(H21A)
6.d Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C14'(H14D,H14E,H14F), C15'(H15C,H15D,H15E), C24B(H24A,
 H24B,H24C)
6.e Idealised tetrahedral OH refined as rotating group:
 O4'(H4')
;
_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 0.59340(8) 0.11064(18) 0.79142(9) 0.0352(4) Uani 1 1 d . . . . .
O1' O 0.68030(8) 0.94162(19) 0.60222(9) 0.0365(4) Uani 1 1 d . . . . .
C1 C 0.54037(11) 0.2020(2) 0.78089(10) 0.0250(4) Uani 1 1 d . . . . .
C1' C 0.62413(11) 0.8666(2) 0.61651(10) 0.0267(4) Uani 1 1 d . . . . .
O2 O 0.62672(7) 0.40956(15) 0.75260(8) 0.0249(3) Uani 1 1 d . . . . .
C2 C 0.55306(10) 0.3715(2) 0.75824(10) 0.0225(4) Uani 1 1 d . . . . .
C2' C 0.62782(10) 0.6940(2) 0.64606(10) 0.0240(4) Uani 1 1 d . . . . .
O3' O 0.57117(8) 0.51490(18) 0.54845(8) 0.0314(3) Uani 1 1 d . . . . .
C3 C 0.49582(10) 0.4752(2) 0.74508(10) 0.0226(4) Uani 1 1 d . . . . .
C3' C 0.56592(11) 0.6064(2) 0.59997(10) 0.0234(4) Uani 1 1 d . . . . .
O4 O 0.36735(8) 0.53251(17) 0.76156(9) 0.0325(3) Uani 1 1 d . . . . .
O4' O 0.42860(7) 0.56898(16) 0.60766(7) 0.0252(3) Uani 1 1 d . . . . .
H4' H 0.428641 0.558237 0.560752 0.038 Uiso 1 1 calc R U . . .
C4 C 0.41736(11) 0.4312(2) 0.76042(10) 0.0246(4) Uani 1 1 d . . . . .
C4' C 0.49149(10) 0.6593(2) 0.63236(10) 0.0227(4) Uani 1 1 d . . . . .
C5 C 0.32631(11) 0.2106(3) 0.78377(11) 0.0293(4) Uani 1 1 d . . . . .
H5 H 0.285823 0.284499 0.776663 0.035 Uiso 1 1 calc R U . . .
C5' C 0.41051(12) 0.9031(2) 0.60664(11) 0.0281(4) Uani 1 1 d . . . . .
H5' H 0.367042 0.837442 0.610588 0.034 Uiso 1 1 calc R U . . .
C6 C 0.31105(12) 0.0526(3) 0.80067(12) 0.0318(5) Uani 1 1 d . . . . .
H6 H 0.260090 0.017938 0.803906 0.038 Uiso 1 1 calc R U . . .
C6' C 0.40223(13) 1.0653(3) 0.59272(12) 0.0327(5) Uani 1 1 d . . . . .
H6' H 0.352894 1.110305 0.587614 0.039 Uiso 1 1 calc R U . . .
C7 C 0.37008(12) -0.0549(3) 0.81285(12) 0.0316(4) Uani 1 1 d . . . . .
H7 H 0.359503 -0.162846 0.824642 0.038 Uiso 1 1 calc R U . . .
C7' C 0.46540(13) 1.1623(2) 0.58616(11) 0.0336(5) Uani 1 1 d . . . . .
H7' H 0.459094 1.273076 0.576514 0.040 Uiso 1 1 calc R U . . .
C8 C 0.44458(12) -0.0048(2) 0.80782(11) 0.0277(4) Uani 1 1 d . . . . .
H8 H 0.484931 -0.077952 0.817550 0.033 Uiso 1 1 calc R U . . .
C8' C 0.53714(13) 1.0980(2) 0.59366(11) 0.0311(4) Uani 1 1 d . . . . .
H8' H 0.580275 1.164271 0.588855 0.037 Uiso 1 1 calc R U . . .
C9 C 0.46041(11) 0.1521(2) 0.78858(10) 0.0242(4) Uani 1 1 d . . . . .
C9' C 0.54655(11) 0.9349(2) 0.60836(10) 0.0260(4) Uani 1 1 d . . . . .
C10 C 0.40083(11) 0.2610(2) 0.77721(10) 0.0248(4) Uani 1 1 d . . . . .
C10' C 0.48284(11) 0.8372(2) 0.61481(10) 0.0243(4) Uani 1 1 d . . . . .
C11 C 0.50991(10) 0.6420(2) 0.71858(10) 0.0222(4) Uani 1 1 d . . . . .
H11 H 0.478476 0.718788 0.746749 0.027 Uiso 1 1 calc R U . . .
C11' C 0.70975(11) 0.6239(3) 0.65304(11) 0.0308(5) Uani 1 1 d . . . . .
H11' H 0.745434 0.708354 0.636680 0.037 Uiso 1 1 calc R U . . .
C12 C 0.59481(10) 0.6914(2) 0.72654(10) 0.0218(4) Uani 1 1 d . . . . .
H12 H 0.599009 0.800231 0.749293 0.026 Uiso 1 1 calc R U . . .
C12' C 0.72252(12) 0.4794(3) 0.60731(12) 0.0339(5) Uani 1 1 d . . . . .
H12' H 0.707441 0.380745 0.628144 0.041 Uiso 1 1 calc R U . . .
C13 C 0.64647(10) 0.5763(2) 0.77153(10) 0.0232(4) Uani 1 1 d . . . . .
C13' C 0.75291(14) 0.4727(3) 0.53999(14) 0.0451(6) Uani 1 1 d . . . . .
C14 C 0.64356(11) 0.5963(3) 0.85601(11) 0.0284(4) Uani 1 1 d . . . . .
H14A H 0.591871 0.576032 0.871402 0.043 Uiso 1 1 calc R U . . .
H14B H 0.658458 0.705292 0.869965 0.043 Uiso 1 1 calc R U . . .
H14C H 0.678462 0.520458 0.881257 0.043 Uiso 1 1 calc R U . . .
C14' C 0.7808(3) 0.6155(5) 0.4999(2) 0.1110(19) Uani 1 1 d . . . . .
H14D H 0.771792 0.711275 0.529774 0.167 Uiso 1 1 calc R U . . .
H14E H 0.753613 0.624949 0.450820 0.167 Uiso 1 1 calc R U . . .
H14F H 0.835187 0.604377 0.492726 0.167 Uiso 1 1 calc R U . . .
C15 C 0.72361(10) 0.6005(2) 0.73877(11) 0.0257(4) Uani 1 1 d . . . . .
H15A H 0.756262 0.506284 0.749027 0.031 Uiso 1 1 calc R U . . .
H15B H 0.748959 0.695444 0.761420 0.031 Uiso 1 1 calc R U . . .
C15' C 0.75671(14) 0.3211(4) 0.49805(14) 0.0478(6) Uani 1 1 d . . . . .
H15C H 0.809837 0.294020 0.490689 0.072 Uiso 1 1 calc R U . . .
H15D H 0.729680 0.332682 0.449014 0.072 Uiso 1 1 calc R U . . .
H15E H 0.733131 0.236062 0.526610 0.072 Uiso 1 1 calc R U . . .
C22 C 0.4457(2) 0.4198(6) 0.95875(16) 0.0811(12) Uani 1 1 d . U . . .
H22 H 0.407507 0.364657 0.929838 0.097 Uiso 1 1 calc R U . . .
C23 C 0.4438(2) 0.5820(6) 0.9632(2) 0.0801(10) Uani 1 1 d . U . . .
H23 H 0.404205 0.638831 0.937040 0.096 Uiso 1 1 calc R U . A 1
C21A C 0.4976(3) 0.6635(5) 1.00430(19) 0.0859(12) Uani 0.5 1 d . U P B 1
H21A H 0.495913 0.776521 1.007290 0.103 Uiso 0.5 1 calc R U P B 1
C21B C 0.4976(3) 0.6635(5) 1.00430(19) 0.0859(12) Uani 0.5 1 d . U P B 2
C24B C 0.4993(11) 0.8504(12) 1.0064(6) 0.188(7) Uani 0.5 1 d . U P B 2
H24A H 0.512507 0.891352 0.957161 0.281 Uiso 0.5 1 calc R U P B 2
H24B H 0.537186 0.886121 1.044764 0.281 Uiso 0.5 1 calc R U P B 2
H24C H 0.449254 0.890652 1.018662 0.281 Uiso 0.5 1 calc R U P B 2


_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 1.218(2) . ?
O1' C1' 1.212(2) . ?
C1 C2 1.497(3) . ?
C1 C9 1.485(3) . ?
C1' C2' 1.540(3) . ?
C1' C9' 1.486(3) . ?
O2 C2 1.348(2) . ?
O2 C13 1.476(2) . ?
C2 C3 1.346(3) . ?
C2' C3' 1.524(3) . ?
C2' C11' 1.561(3) . ?
C2' C12 1.572(3) . ?
O3' C3' 1.203(2) . ?
C3 C4 1.472(3) . ?
C3 C11 1.501(3) . ?
C3' C4' 1.526(3) . ?
O4 C4 1.226(2) . ?
O4' H4' 0.8400 . ?
O4' C4' 1.398(2) . ?
C4 C10 1.490(3) . ?
C4' C10' 1.530(3) . ?
C4' C11 1.561(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.388(3) . ?
C5 C10 1.392(3) . ?
C5' H5' 0.9500 . ?
C5' C6' 1.389(3) . ?
C5' C10' 1.393(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.387(3) . ?
C6' H6' 0.9500 . ?
C6' C7' 1.390(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.388(3) . ?
C7' H7' 0.9500 . ?
C7' C8' 1.378(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.391(3) . ?
C8' H8' 0.9500 . ?
C8' C9' 1.401(3) . ?
C9 C10 1.401(3) . ?
C9' C10' 1.401(3) . ?
C11 H11 1.0000 . ?
C11 C12 1.555(2) . ?
C11' H11' 1.0000 . ?
C11' C12' 1.483(3) . ?
C11' C15 1.547(3) . ?
C12 H12 1.0000 . ?
C12 C13 1.529(2) . ?
C12' H12' 0.9500 . ?
C12' C13' 1.337(3) . ?
C13 C14 1.517(3) . ?
C13 C15 1.520(3) . ?
C13' C14' 1.490(4) . ?
C13' C15' 1.477(4) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C14' H14D 0.9800 . ?
C14' H14E 0.9800 . ?
C14' H14F 0.9800 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15' H15C 0.9800 . ?
C15' H15D 0.9800 . ?
C15' H15E 0.9800 . ?
C22 H22 0.9500 . ?
C22 C23 1.362(6) . ?
C22 C21A 1.363(6) 3_667 ?
C23 H23 0.9500 . ?
C23 C21A 1.357(6) . ?
C23 C21B 1.357(6) . ?
C21A H21A 0.9500 . ?
C21B C24B 1.568(11) . ?
C24B H24A 0.9800 . ?
C24B H24B 0.9800 . ?
C24B H24C 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 121.00(18) . . ?
O1 C1 C9 122.42(18) . . ?
C9 C1 C2 116.57(16) . . ?
O1' C1' C2' 122.54(18) . . ?
O1' C1' C9' 122.63(19) . . ?
C9' C1' C2' 114.82(16) . . ?
C2 O2 C13 115.22(14) . . ?
O2 C2 C1 113.73(15) . . ?
C3 C2 C1 122.67(17) . . ?
C3 C2 O2 123.60(18) . . ?
C1' C2' C11' 113.90(16) . . ?
C1' C2' C12 108.24(15) . . ?
C3' C2' C1' 104.54(14) . . ?
C3' C2' C11' 120.00(16) . . ?
C3' C2' C12 101.35(14) . . ?
C11' C2' C12 107.69(14) . . ?
C2 C3 C4 120.77(17) . . ?
C2 C3 C11 121.54(17) . . ?
C4 C3 C11 117.61(16) . . ?
C2' C3' C4' 105.38(15) . . ?
O3' C3' C2' 129.72(18) . . ?
O3' C3' C4' 124.90(17) . . ?
C4' O4' H4' 109.5 . . ?
C3 C4 C10 118.19(16) . . ?
O4 C4 C3 120.96(18) . . ?
O4 C4 C10 120.81(18) . . ?
C3' C4' C10' 106.60(15) . . ?
C3' C4' C11 101.60(14) . . ?
O4' C4' C3' 114.16(15) . . ?
O4' C4' C10' 113.19(14) . . ?
O4' C4' C11 112.64(15) . . ?
C10' C4' C11 107.80(14) . . ?
C6 C5 H5 119.9 . . ?
C6 C5 C10 120.12(19) . . ?
C10 C5 H5 119.9 . . ?
C6' C5' H5' 120.1 . . ?
C6' C5' C10' 119.7(2) . . ?
C10' C5' H5' 120.1 . . ?
C5 C6 H6 119.9 . . ?
C7 C6 C5 120.13(19) . . ?
C7 C6 H6 119.9 . . ?
C5' C6' H6' 119.7 . . ?
C5' C6' C7' 120.7(2) . . ?
C7' C6' H6' 119.7 . . ?
C6 C7 H7 120.0 . . ?
C6 C7 C8 120.1(2) . . ?
C8 C7 H7 120.0 . . ?
C6' C7' H7' 120.0 . . ?
C8' C7' C6' 120.02(19) . . ?
C8' C7' H7' 120.0 . . ?
C7 C8 H8 119.9 . . ?
C7 C8 C9 120.27(19) . . ?
C9 C8 H8 119.9 . . ?
C7' C8' H8' 120.0 . . ?
C7' C8' C9' 120.1(2) . . ?
C9' C8' H8' 120.0 . . ?
C8 C9 C1 119.47(17) . . ?
C8 C9 C10 119.60(18) . . ?
C10 C9 C1 120.92(18) . . ?
C8' C9' C1' 119.70(18) . . ?
C8' C9' C10' 119.85(19) . . ?
C10' C9' C1' 120.45(17) . . ?
C5 C10 C4 120.17(17) . . ?
C5 C10 C9 119.76(18) . . ?
C9 C10 C4 120.05(17) . . ?
C5' C10' C4' 119.37(17) . . ?
C5' C10' C9' 119.68(18) . . ?
C9' C10' C4' 120.94(17) . . ?
C3 C11 C4' 111.45(15) . . ?
C3 C11 H11 109.8 . . ?
C3 C11 C12 113.12(15) . . ?
C4' C11 H11 109.8 . . ?
C12 C11 C4' 102.74(14) . . ?
C12 C11 H11 109.8 . . ?
C2' C11' H11' 107.7 . . ?
C12' C11' C2' 115.34(16) . . ?
C12' C11' H11' 107.7 . . ?
C12' C11' C15 114.62(18) . . ?
C15 C11' C2' 103.27(15) . . ?
C15 C11' H11' 107.7 . . ?
C2' C12 H12 109.4 . . ?
C11 C12 C2' 108.52(14) . . ?
C11 C12 H12 109.4 . . ?
C13 C12 C2' 104.41(15) . . ?
C13 C12 C11 115.39(15) . . ?
C13 C12 H12 109.4 . . ?
C11' C12' H12' 116.4 . . ?
C13' C12' C11' 127.2(2) . . ?
C13' C12' H12' 116.4 . . ?
O2 C13 C12 110.46(14) . . ?
O2 C13 C14 108.21(15) . . ?
O2 C13 C15 104.19(15) . . ?
C14 C13 C12 113.75(16) . . ?
C14 C13 C15 115.99(15) . . ?
C15 C13 C12 103.78(15) . . ?
C12' C13' C14' 123.4(3) . . ?
C12' C13' C15' 121.3(2) . . ?
C15' C13' C14' 115.2(2) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13' C14' H14D 109.5 . . ?
C13' C14' H14E 109.5 . . ?
C13' C14' H14F 109.5 . . ?
H14D C14' H14E 109.5 . . ?
H14D C14' H14F 109.5 . . ?
H14E C14' H14F 109.5 . . ?
C11' C15 H15A 110.3 . . ?
C11' C15 H15B 110.3 . . ?
C13 C15 C11' 106.99(15) . . ?
C13 C15 H15A 110.3 . . ?
C13 C15 H15B 110.3 . . ?
H15A C15 H15B 108.6 . . ?
C13' C15' H15C 109.5 . . ?
C13' C15' H15D 109.5 . . ?
C13' C15' H15E 109.5 . . ?
H15C C15' H15D 109.5 . . ?
H15C C15' H15E 109.5 . . ?
H15D C15' H15E 109.5 . . ?
C23 C22 H22 119.9 . . ?
C23 C22 C21A 120.2(3) . 3_667 ?
C21A C22 H22 119.9 3_667 . ?
C22 C23 H23 119.5 . . ?
C21A C23 C22 121.0(4) . . ?
C21A C23 H23 119.5 . . ?
C21B C23 C22 121.0(4) . . ?
C22 C21A H21A 120.6 3_667 . ?
C23 C21A C22 118.8(4) . 3_667 ?
C23 C21A H21A 120.6 . . ?
C22 C21B C24B 119.2(7) 3_667 . ?
C23 C21B C22 118.8(4) . 3_667 ?
C23 C21B C24B 121.9(7) . . ?
C21B C24B H24A 109.5 . . ?
C21B C24B H24B 109.5 . . ?
C21B C24B H24C 109.5 . . ?
H24A C24B H24B 109.5 . . ?
H24A C24B H24C 109.5 . . ?
H24B C24B H24C 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 O2 -1.1(3) . . . . ?
O1 C1 C2 C3 179.03(18) . . . . ?
O1 C1 C9 C8 -0.6(3) . . . . ?
O1 C1 C9 C10 178.98(18) . . . . ?
O1' C1' C2' C3' -134.85(19) . . . . ?
O1' C1' C2' C11' -2.0(3) . . . . ?
O1' C1' C2' C12 117.7(2) . . . . ?
O1' C1' C9' C8' -9.0(3) . . . . ?
O1' C1' C9' C10' 170.55(18) . . . . ?
C1 C2 C3 C4 6.7(3) . . . . ?
C1 C2 C3 C11 -176.79(16) . . . . ?
C1 C9 C10 C4 -2.7(3) . . . . ?
C1 C9 C10 C5 179.13(17) . . . . ?
C1' C2' C3' O3' 104.2(2) . . . . ?
C1' C2' C3' C4' -75.48(17) . . . . ?
C1' C2' C11' C12' -119.9(2) . . . . ?
C1' C2' C11' C15 114.26(18) . . . . ?
C1' C2' C12 C11 96.01(17) . . . . ?
C1' C2' C12 C13 -140.42(15) . . . . ?
C1' C9' C10' C4' 1.6(3) . . . . ?
C1' C9' C10' C5' -179.69(17) . . . . ?
O2 C2 C3 C4 -173.09(16) . . . . ?
O2 C2 C3 C11 3.4(3) . . . . ?
O2 C13 C15 C11' 77.46(18) . . . . ?
C2 C1 C9 C8 178.55(17) . . . . ?
C2 C1 C9 C10 -1.9(3) . . . . ?
C2 O2 C13 C12 -52.6(2) . . . . ?
C2 O2 C13 C14 72.50(18) . . . . ?
C2 O2 C13 C15 -163.51(15) . . . . ?
C2 C3 C4 O4 166.81(18) . . . . ?
C2 C3 C4 C10 -11.1(3) . . . . ?
C2 C3 C11 C4' 101.7(2) . . . . ?
C2 C3 C11 C12 -13.5(2) . . . . ?
C2' C1' C9' C8' 169.79(17) . . . . ?
C2' C1' C9' C10' -10.6(2) . . . . ?
C2' C3' C4' O4' -168.10(15) . . . . ?
C2' C3' C4' C10' 66.17(17) . . . . ?
C2' C3' C4' C11 -46.58(18) . . . . ?
C2' C11' C12' C13' 97.6(3) . . . . ?
C2' C11' C15 C13 26.9(2) . . . . ?
C2' C12 C13 O2 -78.04(17) . . . . ?
C2' C12 C13 C14 160.05(16) . . . . ?
C2' C12 C13 C15 33.12(18) . . . . ?
O3' C3' C4' O4' 12.2(3) . . . . ?
O3' C3' C4' C10' -113.5(2) . . . . ?
O3' C3' C4' C11 133.75(19) . . . . ?
C3 C4 C10 C5 -172.82(17) . . . . ?
C3 C4 C10 C9 9.0(3) . . . . ?
C3 C11 C12 C2' 106.58(17) . . . . ?
C3 C11 C12 C13 -10.1(2) . . . . ?
C3' C2' C11' C12' 5.0(3) . . . . ?
C3' C2' C11' C15 -120.78(18) . . . . ?
C3' C2' C12 C11 -13.61(19) . . . . ?
C3' C2' C12 C13 109.96(15) . . . . ?
C3' C4' C10' C5' 152.04(17) . . . . ?
C3' C4' C10' C9' -29.3(2) . . . . ?
C3' C4' C11 C3 -85.77(17) . . . . ?
C3' C4' C11 C12 35.65(17) . . . . ?
O4 C4 C10 C5 9.3(3) . . . . ?
O4 C4 C10 C9 -168.89(18) . . . . ?
O4' C4' C10' C5' 25.7(2) . . . . ?
O4' C4' C10' C9' -155.57(16) . . . . ?
O4' C4' C11 C3 36.8(2) . . . . ?
O4' C4' C11 C12 158.22(15) . . . . ?
C4 C3 C11 C4' -81.75(19) . . . . ?
C4 C3 C11 C12 163.08(15) . . . . ?
C4' C11 C12 C2' -13.70(18) . . . . ?
C4' C11 C12 C13 -130.41(16) . . . . ?
C5 C6 C7 C8 -0.3(3) . . . . ?
C5' C6' C7' C8' -0.1(3) . . . . ?
C6 C5 C10 C4 -178.90(18) . . . . ?
C6 C5 C10 C9 -0.7(3) . . . . ?
C6 C7 C8 C9 -1.7(3) . . . . ?
C6' C5' C10' C4' 178.28(18) . . . . ?
C6' C5' C10' C9' -0.4(3) . . . . ?
C6' C7' C8' C9' -0.4(3) . . . . ?
C7 C8 C9 C1 -177.89(18) . . . . ?
C7 C8 C9 C10 2.5(3) . . . . ?
C7' C8' C9' C1' -179.88(18) . . . . ?
C7' C8' C9' C10' 0.5(3) . . . . ?
C8 C9 C10 C4 176.89(17) . . . . ?
C8 C9 C10 C5 -1.3(3) . . . . ?
C8' C9' C10' C4' -178.80(17) . . . . ?
C8' C9' C10' C5' -0.1(3) . . . . ?
C9 C1 C2 O2 179.69(15) . . . . ?
C9 C1 C2 C3 -0.1(3) . . . . ?
C9' C1' C2' C3' 46.3(2) . . . . ?
C9' C1' C2' C11' 179.15(15) . . . . ?
C9' C1' C2' C12 -61.11(19) . . . . ?
C10 C5 C6 C7 1.5(3) . . . . ?
C10' C4' C11 C3 162.38(15) . . . . ?
C10' C4' C11 C12 -76.19(17) . . . . ?
C10' C5' C6' C7' 0.6(3) . . . . ?
C11 C3 C4 O4 -9.8(3) . . . . ?
C11 C3 C4 C10 172.30(16) . . . . ?
C11 C4' C10' C5' -99.54(19) . . . . ?
C11 C4' C10' C9' 79.2(2) . . . . ?
C11 C12 C13 O2 41.0(2) . . . . ?
C11 C12 C13 C14 -80.9(2) . . . . ?
C11 C12 C13 C15 152.13(15) . . . . ?
C11' C2' C3' O3' -25.1(3) . . . . ?
C11' C2' C3' C4' 155.25(16) . . . . ?
C11' C2' C12 C11 -140.42(16) . . . . ?
C11' C2' C12 C13 -16.9(2) . . . . ?
C11' C12' C13' C14' 1.1(5) . . . . ?
C11' C12' C13' C15' -175.1(2) . . . . ?
C12 C2' C3' O3' -143.4(2) . . . . ?
C12 C2' C3' C4' 36.97(18) . . . . ?
C12 C2' C11' C12' 120.05(19) . . . . ?
C12 C2' C11' C15 -5.8(2) . . . . ?
C12 C13 C15 C11' -38.2(2) . . . . ?
C12' C11' C15 C13 -99.4(2) . . . . ?
C13 O2 C2 C1 -148.08(15) . . . . ?
C13 O2 C2 C3 31.7(2) . . . . ?
C14 C13 C15 C11' -163.73(17) . . . . ?
C15 C11' C12' C13' -142.6(2) . . . . ?
C22 C23 C21A C22 0.2(6) . . . 3_667 ?
C22 C23 C21B C22 0.2(6) . . . 3_667 ?
C22 C23 C21B C24B 176.4(8) . . . . ?
C21A C22 C23 C21A -0.2(6) 3_667 . . . ?

_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 1.280
_oxdiff_exptl_absorpt_empirical_full_min 0.651
