# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_badri_lb25_collect
_audit_block_doi                 10.5517/ccdc.csd.cc20zx97
_database_code_depnum_ccdc_archive 'CCDC 1876749'
_audit_update_record             
;
2018-11-02 deposited with the CCDC.
2019-01-28 downloaded from the CCDC.
;
_audit_creation_date             2018-09-04
_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            'Versispiroketal A'
_chemical_name_systematic        
(1'R,2R,7'S)-4,5',7'-trihydroxy-2',6,7'-trimethylspiro[benzo[d][1,3]dioxole-2,8'-bicyclo[3.2.1]octan]-2'-en-4'-one
_chemical_formula_moiety         'C17 H18 O6, H2 O'
_chemical_formula_sum            'C17 H20 O7'
_chemical_formula_weight         336.33
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C128 H160 N8 O56 '
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           45
_space_group_name_H-M_alt        'I b a 2'
_space_group_name_Hall           'I 2 -2c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'x+1, -y+1, z+1/2'
'-x+1, y+1, z+1/2'

_cell_length_a                   25.1245(4)
_cell_length_b                   17.8586(3)
_cell_length_c                   7.11686(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3193.26(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4930
_cell_measurement_temperature    100.0(4)
_cell_measurement_theta_max      73.7240
_cell_measurement_theta_min      4.9480
_shelx_estimated_absorpt_T_max   0.955
_shelx_estimated_absorpt_T_min   0.770
_exptl_absorpt_coefficient_mu    0.919
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83299
_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 whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1424
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            7658
_diffrn_reflns_point_group_measured_fraction_full 0.854
_diffrn_reflns_point_group_measured_fraction_max 0.815
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.202
_diffrn_reflns_theta_min         3.518
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(4)
_diffrn_detector                 'Pilatus3R 200K-A'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -32.00  24.00   0.50    1.50    --    0.00 -82.00-150.00  112
  2  ω    -20.00   6.00   0.50    1.50    --    0.00 -82.00 120.00   52
  3  ω    -32.00  24.00   0.50    1.50    --    0.00 -82.00 -30.00  112
  4  ω      9.00 114.00   0.50    6.00    --   95.20 -15.00-180.00  210
  5  ω      6.00 123.00   0.50    6.00    --   95.20 -82.00 -30.00  234
  6  ω     93.00 158.00   0.50    6.00    --   95.20  30.00  90.00  130
  7  ω    151.00 184.00   0.50    6.00    --   95.20  82.00 -90.00   66
  8  ω      6.00 115.00   0.50    6.00    --   95.20 -61.00 -30.00  218
  9  ω     13.00  88.00   0.50    6.00    --   95.20 -30.00-180.00  150
;
_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      -0.0206579000
_diffrn_orient_matrix_UB_12      0.0803495000
_diffrn_orient_matrix_UB_13      0.0295587000
_diffrn_orient_matrix_UB_21      -0.0433739000
_diffrn_orient_matrix_UB_22      -0.0298326000
_diffrn_orient_matrix_UB_23      0.1332940000
_diffrn_orient_matrix_UB_31      0.0381655000
_diffrn_orient_matrix_UB_32      0.0095382000
_diffrn_orient_matrix_UB_33      0.1678832000
_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         0.533
_reflns_Friedel_fraction_full    0.679
_reflns_Friedel_fraction_max     0.622
_reflns_number_gt                2542
_reflns_number_total             2655
_reflns_odcompleteness_completeness 99.94
_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 1.171.39.33c (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         0.391
_refine_diff_density_min         -0.312
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details 
;
 Flack x determined using 866 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.15(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         2655
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0363
_refine_ls_R_factor_gt           0.0345
_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)+(0.0583P)²+1.5799P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0897
_refine_ls_wR_factor_ref         0.0910
_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, All O(H,H) groups
2.a Free rotating group:
 O24(H24a,H24b)
2.b Ternary CH refined with riding coordinates:
 C4(H4)
2.c Secondary CH2 refined with riding coordinates:
 C7(H7a,H7b)
2.d Aromatic/amide H refined with riding coordinates:
 C16(H16), C6(H6), C14(H14)
2.e Idealised Me refined as rotating group:
 C18(H18a,H18b,H18c), C19(H19a,H19b,H19c), C17(H17a,H17b,H17c)
2.f Idealised tetrahedral OH refined as rotating group:
 O21(H21), O23(H23)
;
_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
O9 O 0.65750(6) 0.71776(9) 0.4272(2) 0.0176(4) Uani 1 1 d . . . . .
O20 O 0.65529(7) 0.87452(10) -0.0380(2) 0.0185(4) Uani 1 1 d . . . . .
O10 O 0.58546(7) 0.78170(9) 0.5499(3) 0.0190(4) Uani 1 1 d . . . . .
O21 O 0.69779(7) 0.84666(10) 0.6146(2) 0.0194(4) Uani 1 1 d . . . . .
H21 H 0.6807 0.8572 0.7091 0.029 Uiso 1 1 calc GR . . . .
O23 O 0.69326(7) 0.57358(9) 0.5630(3) 0.0211(4) Uani 1 1 d . . . . .
H23 H 0.6929 0.5801 0.4490 0.032 Uiso 1 1 calc GR . . . .
O22 O 0.64344(7) 0.97576(9) 0.5708(3) 0.0248(4) Uani 1 1 d . . . . .
O24 O 0.71414(8) 0.44072(11) 0.6863(3) 0.0322(5) Uani 1 1 d . . . . .
H24A H 0.7409 0.4171 0.6433 0.048 Uiso 1 1 d G . . . .
H24B H 0.7136 0.4847 0.6410 0.048 Uiso 1 1 d G . . . .
C11 C 0.59197(9) 0.71516(13) 0.6461(3) 0.0173(5) Uani 1 1 d . . . . .
C12 C 0.63504(9) 0.67756(12) 0.5725(4) 0.0171(5) Uani 1 1 d . . . . .
C13 C 0.65061(9) 0.60899(13) 0.6420(4) 0.0176(5) Uani 1 1 d . . . . .
C5 C 0.57503(9) 0.87153(13) 0.2188(4) 0.0183(5) Uani 1 1 d . . . . .
C18 C 0.69104(10) 0.75557(13) 0.0268(3) 0.0200(5) Uani 1 1 d . . . . .
H18A H 0.6692 0.7368 -0.0735 0.030 Uiso 1 1 calc GR . . . .
H18B H 0.6954 0.7173 0.1203 0.030 Uiso 1 1 calc GR . . . .
H18C H 0.7252 0.7696 -0.0220 0.030 Uiso 1 1 calc GR . . . .
C1 C 0.63112(9) 0.92486(13) 0.4645(3) 0.0177(5) Uani 1 1 d . . . . .
C16 C 0.56228(9) 0.68804(13) 0.7933(4) 0.0203(5) Uani 1 1 d . . . . .
H16 H 0.5332 0.7143 0.8405 0.024 Uiso 1 1 calc R . . . .
C8 C 0.66441(9) 0.82362(12) 0.1146(3) 0.0157(5) Uani 1 1 d . . . . .
C2 C 0.66532(9) 0.85411(13) 0.4563(3) 0.0164(5) Uani 1 1 d . . . . .
C7 C 0.69865(9) 0.85838(13) 0.2746(3) 0.0165(5) Uani 1 1 d . . . . .
H7A H 0.7316 0.8306 0.2893 0.020 Uiso 1 1 calc R . . . .
H7B H 0.7073 0.9100 0.2455 0.020 Uiso 1 1 calc R . . . .
C3 C 0.62848(9) 0.78700(13) 0.4168(4) 0.0168(5) Uani 1 1 d . . . . .
C6 C 0.58601(10) 0.92821(13) 0.3359(4) 0.0194(5) Uani 1 1 d . . . . .
H6 H 0.5644 0.9705 0.3352 0.023 Uiso 1 1 calc R . . . .
C4 C 0.61072(9) 0.80302(13) 0.2156(4) 0.0173(5) Uani 1 1 d . . . . .
H4 H 0.5932 0.7597 0.1577 0.021 Uiso 1 1 calc R . . . .
C15 C 0.57785(11) 0.61889(14) 0.8691(4) 0.0239(6) Uani 1 1 d . . . . .
C14 C 0.62121(11) 0.58049(14) 0.7925(4) 0.0229(5) Uani 1 1 d . . . . .
H14 H 0.6308 0.5345 0.8435 0.027 Uiso 1 1 calc R . . . .
C19 C 0.53104(10) 0.87462(14) 0.0790(4) 0.0259(5) Uani 1 1 d . . . . .
H19A H 0.5119 0.9208 0.0932 0.039 Uiso 1 1 calc GR . . . .
H19B H 0.5073 0.8333 0.0990 0.039 Uiso 1 1 calc GR . . . .
H19C H 0.5456 0.8718 -0.0456 0.039 Uiso 1 1 calc GR . . . .
C17 C 0.54893(14) 0.58741(17) 1.0378(5) 0.0416(8) Uani 1 1 d . . . . .
H17A H 0.5615 0.6116 1.1497 0.062 Uiso 1 1 calc GR . . . .
H17B H 0.5555 0.5346 1.0463 0.062 Uiso 1 1 calc GR . . . .
H17C H 0.5114 0.5961 1.0244 0.062 Uiso 1 1 calc GR . . . .
H20 H 0.6513(14) 0.922(2) 0.006(5) 0.037(10) Uiso 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
O9 C12 1.379(3) . ?
O9 C3 1.437(3) . ?
O20 C8 1.435(3) . ?
O20 H20 0.91(4) . ?
O10 C11 1.381(3) . ?
O10 C3 1.441(3) . ?
O21 H21 0.8200 . ?
O21 C2 1.397(3) . ?
O23 H23 0.8200 . ?
O23 C13 1.365(3) . ?
O22 C1 1.222(3) . ?
O24 H24A 0.8503 . ?
O24 H24B 0.8494 . ?
C11 C12 1.377(3) . ?
C11 C16 1.374(4) . ?
C12 C13 1.377(3) . ?
C13 C14 1.397(4) . ?
C5 C6 1.340(4) . ?
C5 C4 1.517(3) . ?
C5 C19 1.488(4) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C18 C8 1.522(3) . ?
C1 C2 1.529(3) . ?
C1 C6 1.458(4) . ?
C16 H16 0.9300 . ?
C16 C15 1.403(4) . ?
C8 C7 1.556(3) . ?
C8 C4 1.572(3) . ?
C2 C7 1.542(3) . ?
C2 C3 1.540(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C3 C4 1.527(3) . ?
C6 H6 0.9300 . ?
C4 H4 0.9800 . ?
C15 C14 1.398(4) . ?
C15 C17 1.512(4) . ?
C14 H14 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 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
C12 O9 C3 106.20(17) . . ?
C8 O20 H20 110(2) . . ?
C11 O10 C3 107.08(17) . . ?
C2 O21 H21 109.5 . . ?
C13 O23 H23 109.5 . . ?
H24A O24 H24B 109.5 . . ?
C12 C11 O10 108.9(2) . . ?
C16 C11 O10 128.1(2) . . ?
C16 C11 C12 123.0(2) . . ?
C11 C12 O9 110.7(2) . . ?
C11 C12 C13 121.3(2) . . ?
C13 C12 O9 128.0(2) . . ?
O23 C13 C12 119.2(2) . . ?
O23 C13 C14 124.2(2) . . ?
C12 C13 C14 116.7(2) . . ?
C6 C5 C4 119.8(2) . . ?
C6 C5 C19 122.7(2) . . ?
C19 C5 C4 117.3(2) . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C8 C18 H18A 109.5 . . ?
C8 C18 H18B 109.5 . . ?
C8 C18 H18C 109.5 . . ?
O22 C1 C2 119.7(2) . . ?
O22 C1 C6 123.7(2) . . ?
C6 C1 C2 116.5(2) . . ?
C11 C16 H16 121.6 . . ?
C11 C16 C15 116.9(2) . . ?
C15 C16 H16 121.6 . . ?
O20 C8 C18 105.36(18) . . ?
O20 C8 C7 112.92(18) . . ?
O20 C8 C4 110.93(18) . . ?
C18 C8 C7 112.11(19) . . ?
C18 C8 C4 112.22(19) . . ?
C7 C8 C4 103.50(19) . . ?
O21 C2 C1 112.1(2) . . ?
O21 C2 C7 111.34(17) . . ?
O21 C2 C3 115.07(19) . . ?
C1 C2 C7 107.24(18) . . ?
C1 C2 C3 108.20(18) . . ?
C3 C2 C7 102.23(18) . . ?
C8 C7 H7A 110.3 . . ?
C8 C7 H7B 110.3 . . ?
C2 C7 C8 107.06(18) . . ?
C2 C7 H7A 110.3 . . ?
C2 C7 H7B 110.3 . . ?
H7A C7 H7B 108.6 . . ?
O9 C3 O10 106.85(17) . . ?
O9 C3 C2 110.80(19) . . ?
O9 C3 C4 110.97(19) . . ?
O10 C3 C2 112.46(19) . . ?
O10 C3 C4 114.21(19) . . ?
C4 C3 C2 101.59(18) . . ?
C5 C6 C1 121.3(2) . . ?
C5 C6 H6 119.4 . . ?
C1 C6 H6 119.4 . . ?
C5 C4 C8 108.99(19) . . ?
C5 C4 C3 108.0(2) . . ?
C5 C4 H4 112.2 . . ?
C8 C4 H4 112.2 . . ?
C3 C4 C8 102.81(18) . . ?
C3 C4 H4 112.2 . . ?
C16 C15 C17 119.9(2) . . ?
C14 C15 C16 119.9(2) . . ?
C14 C15 C17 120.1(2) . . ?
C13 C14 C15 122.2(2) . . ?
C13 C14 H14 118.9 . . ?
C15 C14 H14 118.9 . . ?
C5 C19 H19A 109.5 . . ?
C5 C19 H19B 109.5 . . ?
C5 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 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
O9 C12 C13 O23 -0.1(4) . . . . ?
O9 C12 C13 C14 179.4(2) . . . . ?
O9 C3 C4 C5 173.40(18) . . . . ?
O9 C3 C4 C8 -71.5(2) . . . . ?
O20 C8 C7 C2 121.9(2) . . . . ?
O20 C8 C4 C5 -36.5(3) . . . . ?
O20 C8 C4 C3 -150.95(18) . . . . ?
O10 C11 C12 O9 -0.3(3) . . . . ?
O10 C11 C12 C13 -179.8(2) . . . . ?
O10 C11 C16 C15 -178.9(2) . . . . ?
O10 C3 C4 C5 52.5(3) . . . . ?
O10 C3 C4 C8 167.70(18) . . . . ?
O21 C2 C7 C8 149.57(18) . . . . ?
O21 C2 C3 O9 -47.7(3) . . . . ?
O21 C2 C3 O10 71.9(2) . . . . ?
O21 C2 C3 C4 -165.61(18) . . . . ?
O23 C13 C14 C15 179.8(2) . . . . ?
O22 C1 C2 O21 18.7(3) . . . . ?
O22 C1 C2 C7 -103.8(2) . . . . ?
O22 C1 C2 C3 146.6(2) . . . . ?
O22 C1 C6 C5 178.3(2) . . . . ?
C11 O10 C3 O9 5.2(2) . . . . ?
C11 O10 C3 C2 -116.6(2) . . . . ?
C11 O10 C3 C4 128.3(2) . . . . ?
C11 C12 C13 O23 179.4(2) . . . . ?
C11 C12 C13 C14 -1.2(4) . . . . ?
C11 C16 C15 C14 -1.0(4) . . . . ?
C11 C16 C15 C17 176.8(3) . . . . ?
C12 O9 C3 O10 -5.3(2) . . . . ?
C12 O9 C3 C2 117.5(2) . . . . ?
C12 O9 C3 C4 -130.4(2) . . . . ?
C12 C11 C16 C15 0.3(4) . . . . ?
C12 C13 C14 C15 0.5(4) . . . . ?
C18 C8 C7 C2 -119.3(2) . . . . ?
C18 C8 C4 C5 -154.0(2) . . . . ?
C18 C8 C4 C3 91.5(2) . . . . ?
C1 C2 C7 C8 -87.5(2) . . . . ?
C1 C2 C3 O9 -173.86(18) . . . . ?
C1 C2 C3 O10 -54.3(3) . . . . ?
C1 C2 C3 C4 68.2(2) . . . . ?
C16 C11 C12 O9 -179.6(2) . . . . ?
C16 C11 C12 C13 0.9(4) . . . . ?
C16 C15 C14 C13 0.7(4) . . . . ?
C2 C1 C6 C5 0.8(3) . . . . ?
C2 C3 C4 C5 -68.8(2) . . . . ?
C2 C3 C4 C8 46.4(2) . . . . ?
C7 C8 C4 C5 84.9(2) . . . . ?
C7 C8 C4 C3 -29.6(2) . . . . ?
C7 C2 C3 O9 73.2(2) . . . . ?
C7 C2 C3 O10 -167.32(18) . . . . ?
C7 C2 C3 C4 -44.8(2) . . . . ?
C3 O9 C12 C11 3.5(3) . . . . ?
C3 O9 C12 C13 -177.0(2) . . . . ?
C3 O10 C11 C12 -3.1(3) . . . . ?
C3 O10 C11 C16 176.2(2) . . . . ?
C3 C2 C7 C8 26.2(2) . . . . ?
C6 C5 C4 C8 -73.7(3) . . . . ?
C6 C5 C4 C3 37.4(3) . . . . ?
C6 C1 C2 O21 -163.7(2) . . . . ?
C6 C1 C2 C7 73.8(2) . . . . ?
C6 C1 C2 C3 -35.8(3) . . . . ?
C4 C5 C6 C1 -1.4(4) . . . . ?
C4 C8 C7 C2 1.9(2) . . . . ?
C19 C5 C6 C1 -176.8(2) . . . . ?
C19 C5 C4 C8 101.9(2) . . . . ?
C19 C5 C4 C3 -147.1(2) . . . . ?
C17 C15 C14 C13 -177.1(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 1.191
_oxdiff_exptl_absorpt_empirical_full_min 0.772
_chemical_compound_source        'Marine Fungi'
