# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_zhangyanjiang_zyj-a761-44_collect
_audit_block_doi                 10.5517/ccdc.csd.cc2896tm
_database_code_depnum_ccdc_archive 'CCDC 2094230'
loop_
_audit_author_name
_audit_author_address
'Xuan Ma'
;South China Sea Institute of Oceanology, Chinese Acadmy of Sciences
China
;
_audit_update_record             
;
2021-07-04 deposited with the CCDC.	2022-06-06 downloaded from the CCDC.
;
_audit_creation_date             2020-08-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H24 O7'
_chemical_formula_sum            'C23 H24 O7'
_chemical_formula_weight         412.42
_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                   12.2709(5)
_cell_length_b                   15.7729(5)
_cell_length_c                   10.1394(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.603(3)
_cell_angle_gamma                90
_cell_volume                     1949.44(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1679
_cell_measurement_temperature    106.6(8)
_cell_measurement_theta_max      68.6950
_cell_measurement_theta_min      3.6100
_shelx_estimated_absorpt_T_max   0.975
_shelx_estimated_absorpt_T_min   0.813
_exptl_absorpt_coefficient_mu    0.864
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91822
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0734
_diffrn_reflns_av_unetI/netI     0.0925
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            10730
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.908
_diffrn_reflns_theta_min         3.626
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      106.6(8)
_diffrn_detector                 'Pilatus3R 200K-A'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -27.00  17.00   0.50    2.00    --    0.00 -82.00-180.00   88
  2  ω    -22.00   6.00   0.50    2.00    --    0.00 -82.00 120.00   56
  3  ω    -30.00  29.00   0.50    2.00    --    0.00 -82.00 -30.00  118
  4  ω     -8.00  26.00   0.50    2.00    --    0.00 -82.00 -90.00   68
  5  ω     67.00 102.00   0.50   10.00    --   88.70 -77.00-120.00   70
  6  ω     91.00 118.00   0.50   10.00    --   88.70  82.00 -90.00   54
  7  ω      2.00 107.00   0.50   10.00    --   88.70 -45.00 -60.00  210
  8  ω      6.00  98.00   0.50   10.00    --   88.70 -61.00-180.00  184
  9  ω     72.00  99.00   0.50   10.00    --   88.70 -61.00  60.00   54
 10  ω      7.00  34.00   0.50   10.00    --   88.70 -77.00-120.00   54
 11  ω    132.00 160.00   0.50   10.00    --   88.70  82.00 -90.00   56
 12  ω     -1.00 116.00   0.50   10.00    --   88.70 -77.00-180.00  234
 13  ω     93.00 118.00   0.50   10.00    --   88.70 -77.00  60.00   50
 14  ω     72.00 177.00   0.50   10.00    --   88.70  15.00  90.00  210
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0847133000
_diffrn_orient_matrix_UB_12      0.0689316000
_diffrn_orient_matrix_UB_13      -0.0226446000
_diffrn_orient_matrix_UB_21      -0.0927906000
_diffrn_orient_matrix_UB_22      0.0659796000
_diffrn_orient_matrix_UB_23      -0.0233539000
_diffrn_orient_matrix_UB_31      0.0131664000
_diffrn_orient_matrix_UB_32      0.0208333000
_diffrn_orient_matrix_UB_33      0.1495202000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'MicroMax 007 (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2209
_reflns_number_total             3628
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     64.99
_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 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         3628
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1025
_refine_ls_R_factor_gt           0.0529
_refine_ls_restrained_S_all      0.983
_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)+(0.0612P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1169
_refine_ls_wR_factor_ref         0.1377
_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.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 C7'(H7'), C12'(H12')
2.c Idealised Me refined as rotating group:
 C11'(H11A,H11B,H11C), C13'(H13A,H13B,H13C), C12(H12A,H12B,H12C), C11(H11D,
 H11E,H11F)
2.d Idealised tetrahedral OH refined as rotating group:
 O28(H28), O29(H29)
;
_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 0.25851(16) 0.39683(12) 0.31224(17) 0.0259(5) Uani 1 1 d . . . . .
O2' O 0.15546(16) 0.75307(11) 0.44860(17) 0.0276(5) Uani 1 1 d . . . . .
O19 O 0.40503(16) 0.41660(12) 0.45696(18) 0.0278(5) Uani 1 1 d . . . . .
O28 O 0.53212(17) 0.76281(12) 0.93518(18) 0.0293(5) Uani 1 1 d . . . . .
H28 H 0.5508 0.8081 0.9707 0.044 Uiso 1 1 calc GR . . . .
O18 O 0.11860(16) 0.61810(12) 0.40506(18) 0.0302(5) Uani 1 1 d . . . . .
O29 O 0.33839(18) 0.95336(12) 0.63491(19) 0.0299(5) Uani 1 1 d . . . . .
H29 H 0.2939 0.9539 0.5681 0.045 Uiso 1 1 calc GR . . . .
O27 O 0.19468(17) 0.88850(12) 0.45374(18) 0.0309(5) Uani 1 1 d . . . . .
C9' C 0.3015(2) 0.80327(16) 0.6117(2) 0.0230(6) Uani 1 1 d . . . . .
C8' C 0.3578(2) 0.87259(17) 0.6744(3) 0.0251(6) Uani 1 1 d . . . . .
C10' C 0.3312(2) 0.71953(17) 0.6558(2) 0.0222(6) Uani 1 1 d . . . . .
C1' C 0.2170(2) 0.81846(18) 0.5026(3) 0.0254(6) Uani 1 1 d . . . . .
C2 C 0.3166(2) 0.44434(17) 0.4093(3) 0.0233(6) Uani 1 1 d . . . . .
C3 C 0.2669(2) 0.52180(17) 0.4450(2) 0.0227(6) Uani 1 1 d . . . . .
C4' C 0.2762(2) 0.65125(17) 0.5726(2) 0.0227(6) Uani 1 1 d . . . . .
C6' C 0.4585(2) 0.77733(18) 0.8276(3) 0.0240(6) Uani 1 1 d . . . . .
C5' C 0.4080(2) 0.70502(17) 0.7642(2) 0.0230(6) Uani 1 1 d . . . . .
C7' C 0.4356(2) 0.85918(18) 0.7824(3) 0.0265(7) Uani 1 1 d . . . . .
H7' H 0.4726 0.9049 0.8246 0.032 Uiso 1 1 calc R . . . .
C6 C 0.1625(2) 0.42241(17) 0.2418(3) 0.0237(6) Uani 1 1 d . . . . .
C12' C 0.3236(2) 0.57831(17) 0.5414(2) 0.0241(6) Uani 1 1 d . . . . .
H12' H 0.3931 0.5643 0.5820 0.029 Uiso 1 1 calc R . . . .
C4 C 0.1689(2) 0.54500(17) 0.3775(3) 0.0249(6) Uani 1 1 d . . . . .
C3' C 0.1615(2) 0.67126(17) 0.5146(3) 0.0254(6) Uani 1 1 d . . . . .
C5 C 0.1133(2) 0.49660(18) 0.2712(3) 0.0255(6) Uani 1 1 d . . . . .
C11' C 0.4396(3) 0.61901(18) 0.8211(3) 0.0282(7) Uani 1 1 d . . . . .
H11A H 0.3797 0.5803 0.8004 0.042 Uiso 1 1 calc GR . . . .
H11B H 0.4562 0.6234 0.9157 0.042 Uiso 1 1 calc GR . . . .
H11C H 0.5029 0.5986 0.7833 0.042 Uiso 1 1 calc GR . . . .
C7 C 0.1319(3) 0.36228(18) 0.1306(3) 0.0278(7) Uani 1 1 d . . . . .
H7A H 0.0572 0.3731 0.0920 0.033 Uiso 1 1 calc R . . . .
H7B H 0.1360 0.3045 0.1636 0.033 Uiso 1 1 calc R . . . .
C8 C 0.2105(3) 0.37340(19) 0.0245(3) 0.0298(7) Uani 1 1 d . . . . .
H8A H 0.1933 0.4265 -0.0216 0.036 Uiso 1 1 calc R . . . .
H8B H 0.2847 0.3778 0.0687 0.036 Uiso 1 1 calc R . . . .
C9 C 0.2074(3) 0.30299(17) -0.0774(3) 0.0297(7) Uani 1 1 d . . . . .
H9A H 0.1344 0.2997 -0.1253 0.036 Uiso 1 1 calc R . . . .
H9B H 0.2228 0.2493 -0.0323 0.036 Uiso 1 1 calc R . . . .
C13' C 0.0795(2) 0.6700(2) 0.6145(3) 0.0334(7) Uani 1 1 d . . . . .
H13A H 0.1001 0.7112 0.6826 0.050 Uiso 1 1 calc GR . . . .
H13B H 0.0782 0.6146 0.6536 0.050 Uiso 1 1 calc GR . . . .
H13C H 0.0080 0.6835 0.5708 0.050 Uiso 1 1 calc GR . . . .
C12 C 0.0110(3) 0.52984(19) 0.1948(3) 0.0340(7) Uani 1 1 d . . . . .
H12A H 0.0283 0.5785 0.1442 0.051 Uiso 1 1 calc GR . . . .
H12B H -0.0402 0.5457 0.2553 0.051 Uiso 1 1 calc GR . . . .
H12C H -0.0210 0.4867 0.1358 0.051 Uiso 1 1 calc GR . . . .
C10 C 0.2908(3) 0.31762(19) -0.1758(3) 0.0331(7) Uani 1 1 d . . . . .
H10A H 0.3613 0.3307 -0.1266 0.040 Uiso 1 1 calc R . . . .
H10B H 0.2990 0.2655 -0.2245 0.040 Uiso 1 1 calc R . . . .
C11 C 0.2604(3) 0.3880(2) -0.2738(3) 0.0384(8) Uani 1 1 d . . . . .
H11D H 0.3185 0.3961 -0.3283 0.058 Uiso 1 1 calc GR . . . .
H11E H 0.2491 0.4395 -0.2266 0.058 Uiso 1 1 calc GR . . . .
H11F H 0.1941 0.3733 -0.3288 0.058 Uiso 1 1 calc GR . . . .


_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 C2 1.370(3) . ?
O1 C6 1.366(3) . ?
O2' C1' 1.356(3) . ?
O2' C3' 1.452(3) . ?
O19 C2 1.217(3) . ?
O28 H28 0.8200 . ?
O28 C6' 1.354(3) . ?
O18 C4 1.352(3) . ?
O18 C3' 1.442(3) . ?
O29 H29 0.8200 . ?
O29 C8' 1.348(3) . ?
O27 C1' 1.229(3) . ?
C9' C8' 1.406(4) . ?
C9' C10' 1.428(4) . ?
C9' C1' 1.446(4) . ?
C8' C7' 1.384(4) . ?
C10' C4' 1.482(4) . ?
C10' C5' 1.383(4) . ?
C2 C3 1.431(4) . ?
C3 C12' 1.441(4) . ?
C3 C4 1.364(4) . ?
C4' C12' 1.343(4) . ?
C4' C3' 1.495(4) . ?
C6' C5' 1.416(4) . ?
C6' C7' 1.388(4) . ?
C5' C11' 1.507(4) . ?
C7' H7' 0.9300 . ?
C6 C5 1.365(4) . ?
C6 C7 1.488(4) . ?
C12' H12' 0.9300 . ?
C4 C5 1.428(4) . ?
C3' C13' 1.508(4) . ?
C5 C12 1.493(4) . ?
C11' H11A 0.9600 . ?
C11' H11B 0.9600 . ?
C11' H11C 0.9600 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.535(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.514(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.527(4) . ?
C13' H13A 0.9600 . ?
C13' H13B 0.9600 . ?
C13' H13C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.509(4) . ?
C11 H11D 0.9600 . ?
C11 H11E 0.9600 . ?
C11 H11F 0.9600 . ?

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
C6 O1 C2 124.1(2) . . ?
C1' O2' C3' 119.5(2) . . ?
C6' O28 H28 109.5 . . ?
C4 O18 C3' 121.3(2) . . ?
C8' O29 H29 109.5 . . ?
C8' C9' C10' 118.9(2) . . ?
C8' C9' C1' 119.3(2) . . ?
C10' C9' C1' 121.9(2) . . ?
O29 C8' C9' 122.6(2) . . ?
O29 C8' C7' 117.5(2) . . ?
C7' C8' C9' 119.9(3) . . ?
C9' C10' C4' 114.2(2) . . ?
C5' C10' C9' 121.9(2) . . ?
C5' C10' C4' 123.8(2) . . ?
O2' C1' C9' 120.0(2) . . ?
O27 C1' O2' 115.6(2) . . ?
O27 C1' C9' 124.4(3) . . ?
O1 C2 C3 116.6(2) . . ?
O19 C2 O1 117.1(2) . . ?
O19 C2 C3 126.4(3) . . ?
C2 C3 C12' 120.9(3) . . ?
C4 C3 C2 118.6(2) . . ?
C4 C3 C12' 120.2(3) . . ?
C10' C4' C3' 114.6(2) . . ?
C12' C4' C10' 125.2(3) . . ?
C12' C4' C3' 120.1(2) . . ?
O28 C6' C5' 116.5(2) . . ?
O28 C6' C7' 120.9(2) . . ?
C7' C6' C5' 122.6(2) . . ?
C10' C5' C6' 116.7(2) . . ?
C10' C5' C11' 125.1(2) . . ?
C6' C5' C11' 118.2(2) . . ?
C8' C7' C6' 119.9(3) . . ?
C8' C7' H7' 120.1 . . ?
C6' C7' H7' 120.1 . . ?
O1 C6 C7 109.6(2) . . ?
C5 C6 O1 121.0(2) . . ?
C5 C6 C7 129.2(3) . . ?
C3 C12' H12' 119.9 . . ?
C4' C12' C3 120.1(3) . . ?
C4' C12' H12' 119.9 . . ?
O18 C4 C3 121.5(2) . . ?
O18 C4 C5 115.0(2) . . ?
C3 C4 C5 123.5(3) . . ?
O2' C3' C4' 111.4(2) . . ?
O2' C3' C13' 108.6(2) . . ?
O18 C3' O2' 99.59(19) . . ?
O18 C3' C4' 115.1(2) . . ?
O18 C3' C13' 107.3(2) . . ?
C4' C3' C13' 113.8(2) . . ?
C6 C5 C4 116.0(3) . . ?
C6 C5 C12 123.7(3) . . ?
C4 C5 C12 120.2(3) . . ?
C5' C11' H11A 109.5 . . ?
C5' C11' H11B 109.5 . . ?
C5' C11' H11C 109.5 . . ?
H11A C11' H11B 109.5 . . ?
H11A C11' H11C 109.5 . . ?
H11B C11' H11C 109.5 . . ?
C6 C7 H7A 109.8 . . ?
C6 C7 H7B 109.8 . . ?
C6 C7 C8 109.5(2) . . ?
H7A C7 H7B 108.2 . . ?
C8 C7 H7A 109.8 . . ?
C8 C7 H7B 109.8 . . ?
C7 C8 H8A 108.5 . . ?
C7 C8 H8B 108.5 . . ?
H8A C8 H8B 107.5 . . ?
C9 C8 C7 115.2(2) . . ?
C9 C8 H8A 108.5 . . ?
C9 C8 H8B 108.5 . . ?
C8 C9 H9A 109.3 . . ?
C8 C9 H9B 109.3 . . ?
C8 C9 C10 111.6(2) . . ?
H9A C9 H9B 108.0 . . ?
C10 C9 H9A 109.3 . . ?
C10 C9 H9B 109.3 . . ?
C3' C13' H13A 109.5 . . ?
C3' C13' H13B 109.5 . . ?
C3' C13' H13C 109.5 . . ?
H13A C13' H13B 109.5 . . ?
H13A C13' H13C 109.5 . . ?
H13B C13' H13C 109.5 . . ?
C5 C12 H12A 109.5 . . ?
C5 C12 H12B 109.5 . . ?
C5 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C10 H10A 108.7 . . ?
C9 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
C11 C10 C9 114.1(3) . . ?
C11 C10 H10A 108.7 . . ?
C11 C10 H10B 108.7 . . ?
C10 C11 H11D 109.5 . . ?
C10 C11 H11E 109.5 . . ?
C10 C11 H11F 109.5 . . ?
H11D C11 H11E 109.5 . . ?
H11D C11 H11F 109.5 . . ?
H11E C11 H11F 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 C2 C3 C12' -177.0(2) . . . . ?
O1 C2 C3 C4 -2.8(4) . . . . ?
O1 C6 C5 C4 0.7(4) . . . . ?
O1 C6 C5 C12 177.4(3) . . . . ?
O1 C6 C7 C8 -71.2(3) . . . . ?
O19 C2 C3 C12' 3.3(4) . . . . ?
O19 C2 C3 C4 177.5(3) . . . . ?
O28 C6' C5' C10' 178.8(2) . . . . ?
O28 C6' C5' C11' 0.2(4) . . . . ?
O28 C6' C7' C8' -178.2(3) . . . . ?
O18 C4 C5 C6 -179.8(2) . . . . ?
O18 C4 C5 C12 3.3(4) . . . . ?
O29 C8' C7' C6' 179.7(3) . . . . ?
C9' C8' C7' C6' 0.6(4) . . . . ?
C9' C10' C4' C12' 141.5(3) . . . . ?
C9' C10' C4' C3' -34.3(3) . . . . ?
C9' C10' C5' C6' -1.8(4) . . . . ?
C9' C10' C5' C11' 176.7(3) . . . . ?
C8' C9' C10' C4' -173.0(2) . . . . ?
C8' C9' C10' C5' 4.7(4) . . . . ?
C8' C9' C1' O2' -174.3(2) . . . . ?
C8' C9' C1' O27 4.9(4) . . . . ?
C10' C9' C8' O29 176.8(2) . . . . ?
C10' C9' C8' C7' -4.1(4) . . . . ?
C10' C9' C1' O2' 7.2(4) . . . . ?
C10' C9' C1' O27 -173.7(3) . . . . ?
C10' C4' C12' C3 -171.4(2) . . . . ?
C10' C4' C3' O2' 50.4(3) . . . . ?
C10' C4' C3' O18 162.8(2) . . . . ?
C10' C4' C3' C13' -72.8(3) . . . . ?
C1' O2' C3' O18 -160.4(2) . . . . ?
C1' O2' C3' C4' -38.5(3) . . . . ?
C1' O2' C3' C13' 87.6(3) . . . . ?
C1' C9' C8' O29 -1.7(4) . . . . ?
C1' C9' C8' C7' 177.4(2) . . . . ?
C1' C9' C10' C4' 5.6(4) . . . . ?
C1' C9' C10' C5' -176.7(3) . . . . ?
C2 O1 C6 C5 -4.7(4) . . . . ?
C2 O1 C6 C7 170.7(2) . . . . ?
C2 C3 C12' C4' 179.2(3) . . . . ?
C2 C3 C4 O18 -178.9(2) . . . . ?
C2 C3 C4 C5 -0.9(4) . . . . ?
C3 C4 C5 C6 2.0(4) . . . . ?
C3 C4 C5 C12 -174.9(3) . . . . ?
C4' C10' C5' C6' 175.7(3) . . . . ?
C4' C10' C5' C11' -5.8(4) . . . . ?
C5' C10' C4' C12' -36.1(4) . . . . ?
C5' C10' C4' C3' 148.0(3) . . . . ?
C5' C6' C7' C8' 2.5(4) . . . . ?
C7' C6' C5' C10' -1.9(4) . . . . ?
C7' C6' C5' C11' 179.5(3) . . . . ?
C6 O1 C2 O19 -174.6(2) . . . . ?
C6 O1 C2 C3 5.7(3) . . . . ?
C6 C7 C8 C9 165.7(2) . . . . ?
C12' C3 C4 O18 -4.7(4) . . . . ?
C12' C3 C4 C5 173.3(3) . . . . ?
C12' C4' C3' O2' -125.7(3) . . . . ?
C12' C4' C3' O18 -13.3(4) . . . . ?
C12' C4' C3' C13' 111.1(3) . . . . ?
C4 O18 C3' O2' 133.2(2) . . . . ?
C4 O18 C3' C4' 14.0(4) . . . . ?
C4 O18 C3' C13' -113.8(3) . . . . ?
C4 C3 C12' C4' 5.1(4) . . . . ?
C3' O2' C1' O27 -168.7(2) . . . . ?
C3' O2' C1' C9' 10.6(4) . . . . ?
C3' O18 C4 C3 -5.4(4) . . . . ?
C3' O18 C4 C5 176.4(2) . . . . ?
C3' C4' C12' C3 4.3(4) . . . . ?
C5 C6 C7 C8 103.7(3) . . . . ?
C7 C6 C5 C4 -173.7(3) . . . . ?
C7 C6 C5 C12 3.1(5) . . . . ?
C7 C8 C9 C10 -178.0(3) . . . . ?
C8 C9 C10 C11 -72.4(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 1.582
_oxdiff_exptl_absorpt_empirical_full_min 0.849
