# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_d2a
_database_code_depnum_ccdc_archive 'CCDC 1877498'
loop_
_audit_author_name
_audit_author_address
'lonimacranaldes A'
;Institute of Traditional Chinese Medicine & Natural Products, College of Pharmacy, Jinan University
China
;
_audit_update_record             
;
2018-11-07 deposited with the CCDC.	2019-07-09 downloaded from the CCDC.
;
_audit_creation_date             2017-09-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        'lonimacranaldes A'
_chemical_formula_moiety         'C22 H30 O10, C2 H6 O'
_chemical_formula_sum            'C24 H36 O11'
_chemical_formula_weight         500.53
_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      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   13.1270(2)
_cell_length_b                   7.98020(10)
_cell_length_c                   13.2754(2)
_cell_angle_alpha                90
_cell_angle_beta                 116.561(2)
_cell_angle_gamma                90
_cell_volume                     1243.90(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    19373
_cell_measurement_temperature    149.94(10)
_cell_measurement_theta_max      73.8090
_cell_measurement_theta_min      3.8890
_shelx_estimated_absorpt_T_max   0.916
_shelx_estimated_absorpt_T_min   0.878
_exptl_absorpt_coefficient_mu    0.888
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47735
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0511
_diffrn_reflns_av_unetI/netI     0.0275
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            23017
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.164
_diffrn_reflns_theta_min         3.722
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.94(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -22.00  89.00   0.50    0.50    --    0.00  57.00 150.00  222
  2  ω    -29.00  89.00   0.50    0.50    --    0.00  77.00  90.00  236
  3  ω    -22.00  89.00   0.50    0.50    --    0.00  57.00 -60.00  222
  4  ω      6.00 127.00   0.50    0.50    --   95.20 -82.00 120.00  242
  5  ω      6.00 127.00   0.50    0.50    --   95.20 -82.00 -90.00  242
  6  ω      6.00 119.00   0.50    0.50    --   95.20 -61.00  30.00  226
  7  ω     66.00 185.00   0.50    0.50    --   95.20  77.00 120.00  238
  8  ω     64.00 185.00   0.50    0.50    --   95.20  82.00  60.00  242
  9  ω      6.00 127.00   0.50    0.50    --   95.20 -82.00  30.00  242
 10  ω      6.00 119.00   0.50    0.50    --   95.20 -61.00  90.00  226
 11  ω     76.00 185.00   0.50    0.50    --   95.20  45.00   0.00  218
 12  ω     79.00 185.00   0.50    0.50    --   95.20  30.00 -60.00  212
 13  ω     72.00 185.00   0.50    0.50    --   95.20  15.00-150.00  226
 14  ω      6.00 119.00   0.50    0.50    --   95.20 -61.00-120.00  226
 15  ω      6.00 127.00   0.50    0.50    --   95.20 -82.00-180.00  242
 16  ω      6.00 127.00   0.50    0.50    --   95.20 -82.00 -30.00  242
 17  ω     64.00 185.00   0.50    0.50    --   95.20  82.00  90.00  242
 18  ω    -17.00  89.00   0.50    0.50    --    0.00  38.00  60.00  212
 19  ω    -17.00  89.00   0.50    0.50    --    0.00  38.00 -90.00  212
 20  ω    -22.00  89.00   0.50    0.50    --    0.00  57.00   0.00  222
 21  ω    -17.00  89.00   0.50    0.50    --    0.00  38.00-120.00  212
 22  ω     76.00 185.00   0.50    0.50    --   95.20  45.00 -30.00  218
 23  ω     76.00 185.00   0.50    0.50    --   95.20  45.00-120.00  218
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0241833000
_diffrn_orient_matrix_UB_12      0.0100556000
_diffrn_orient_matrix_UB_13      -0.1245412000
_diffrn_orient_matrix_UB_21      0.0207064000
_diffrn_orient_matrix_UB_22      0.1905944000
_diffrn_orient_matrix_UB_23      0.0117959000
_diffrn_orient_matrix_UB_31      0.1273022000
_diffrn_orient_matrix_UB_32      -0.0292586000
_diffrn_orient_matrix_UB_33      0.0341716000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.826
_reflns_Friedel_fraction_full    0.987
_reflns_Friedel_fraction_max     0.952
_reflns_number_gt                4804
_reflns_number_total             4915
_reflns_odcompleteness_completeness 99.88
_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 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_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         0.177
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details 
;
 Flack x determined using 2105 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.01(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         4915
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0360
_refine_ls_restrained_S_all      1.042
_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)+(0.0444P)²+0.3986P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0889
_refine_ls_wR_factor_ref         0.0899
_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 Ternary CH refined with riding coordinates:
 C1(H1), C1"(H1"A), C9(H9), C5"(H5"), C3"(H3"A), C4'(H4'), C8(H8), C2"(H2"A),
 C4"(H4"A), C5(H5), C7(H7)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C6"(H6"A,H6"B), C6(H6A,H6B), C5'(H5'A,H5'B), C2S(H2SA,H2SB)
2.c Aromatic/amide H refined with riding coordinates:
 C3'(H3'), C3(H3A), C1'(H1')
2.d Idealised Me refined as rotating group:
 C1S(H1SA,H1SB,H1SC), C6'(H6'A,H6'B,H6'C)
2.e Idealised tetrahedral OH refined as rotating group:
 O3"(H3"), O1"(H1"), O4"(H4"), O3(H3), O2"(H2")
;
_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
O5" O 0.70706(15) 0.33898(19) 0.26871(13) 0.0208(3) Uani 1 1 d . . . . .
O5 O 0.67621(14) 0.5844(2) 0.33838(13) 0.0206(3) Uani 1 1 d . . . . .
O3" O 0.61795(15) 0.2128(2) -0.02520(13) 0.0239(4) Uani 1 1 d . . . . .
H3" H 0.651554 0.124399 -0.020862 0.036 Uiso 1 1 calc GR . . . .
O1" O 0.60838(15) 0.7449(2) 0.13243(14) 0.0228(4) Uani 1 1 d . . . . .
H1" H 0.539119 0.731731 0.101931 0.034 Uiso 1 1 calc GR . . . .
O4" O 0.72713(15) -0.0273(2) 0.29337(14) 0.0230(4) Uani 1 1 d . . . . .
H4" H 0.686213 -0.106084 0.259034 0.034 Uiso 1 1 calc GR . . . .
O3 O 0.37007(15) 0.5493(2) 0.57746(14) 0.0281(4) Uani 1 1 d . . . . .
H3 H 0.342937 0.535426 0.621766 0.042 Uiso 1 1 calc GR . . . .
O2" O 0.65468(16) 0.5698(2) -0.02691(14) 0.0277(4) Uani 1 1 d . . . . .
H2" H 0.620483 0.529402 -0.090092 0.042 Uiso 1 1 calc GR . . . .
O2 O 0.52198(14) 0.5525(3) 0.37287(13) 0.0284(4) Uani 1 1 d . . . . .
O4 O 0.53434(16) 0.5463(3) 0.73564(14) 0.0353(5) Uani 1 1 d . . . . .
O1S O 0.6841(2) -0.0901(2) -0.04614(18) 0.0365(5) Uani 1 1 d . . . . .
O1 O 0.9557(2) 0.3847(3) 0.92333(17) 0.0494(6) Uani 1 1 d . . . . .
C1 C 0.6434(2) 0.5267(3) 0.41893(19) 0.0213(5) Uani 1 1 d . . . . .
H1 H 0.661199 0.407161 0.433339 0.026 Uiso 1 1 calc R . . . .
C1" C 0.6400(2) 0.4866(3) 0.24090(19) 0.0187(5) Uani 1 1 d . . . . .
H1"A H 0.558896 0.459300 0.211084 0.022 Uiso 1 1 calc R . . . .
C9 C 0.7083(2) 0.6259(3) 0.52530(19) 0.0206(5) Uani 1 1 d . . . . .
H9 H 0.697773 0.746108 0.508936 0.025 Uiso 1 1 calc R . . . .
C4 C 0.5413(2) 0.5528(3) 0.56062(19) 0.0230(5) Uani 1 1 d . . . . .
C3' C 0.9383(2) 0.7695(3) 0.7858(2) 0.0260(5) Uani 1 1 d . . . . .
H3' H 0.970312 0.830622 0.852433 0.031 Uiso 1 1 calc R . . . .
C5" C 0.6703(2) 0.2250(3) 0.17509(18) 0.0186(4) Uani 1 1 d . . . . .
H5" H 0.591567 0.190091 0.153099 0.022 Uiso 1 1 calc R . . . .
C3" C 0.6250(2) 0.4816(3) 0.04922(19) 0.0205(5) Uani 1 1 d . . . . .
H3"A H 0.541981 0.469277 0.014918 0.025 Uiso 1 1 calc R . . . .
C4' C 0.9110(2) 0.8601(3) 0.6774(2) 0.0243(5) Uani 1 1 d . . . . .
H4' H 0.833741 0.905621 0.649232 0.029 Uiso 1 1 calc R . . . .
C11 C 0.4833(2) 0.5481(3) 0.63343(19) 0.0243(5) Uani 1 1 d . . . . .
C10 C 0.9115(2) 0.7344(3) 0.5904(2) 0.0253(5) Uani 1 1 d . . . . .
H10A H 0.884400 0.789684 0.517920 0.030 Uiso 1 1 calc R . . . .
H10B H 0.989074 0.697881 0.612489 0.030 Uiso 1 1 calc R . . . .
C8 C 0.8371(2) 0.5813(3) 0.57848(19) 0.0219(5) Uani 1 1 d . . . . .
H8 H 0.848822 0.500606 0.528997 0.026 Uiso 1 1 calc R . . . .
C2" C 0.6628(2) 0.5863(3) 0.15551(18) 0.0193(5) Uani 1 1 d . . . . .
H2"A H 0.745160 0.604588 0.186502 0.023 Uiso 1 1 calc R . . . .
C4" C 0.6787(2) 0.3078(3) 0.07444(18) 0.0189(4) Uani 1 1 d . . . . .
H4"A H 0.758908 0.315971 0.089922 0.023 Uiso 1 1 calc R . . . .
C5 C 0.6679(2) 0.5795(3) 0.61393(18) 0.0208(5) Uani 1 1 d . . . . .
H5 H 0.685782 0.673749 0.666476 0.025 Uiso 1 1 calc R . . . .
C2' C 0.9193(2) 0.6058(3) 0.7918(2) 0.0253(5) Uani 1 1 d . . . . .
C6" C 0.7490(2) 0.0749(3) 0.21701(19) 0.0215(5) Uani 1 1 d . . . . .
H6"A H 0.740587 0.007467 0.152963 0.026 Uiso 1 1 calc R . . . .
H6"B H 0.827168 0.114039 0.254236 0.026 Uiso 1 1 calc R . . . .
C7 C 0.8635(2) 0.4915(3) 0.6917(2) 0.0241(5) Uani 1 1 d . . . . .
H7 H 0.912300 0.394059 0.700945 0.029 Uiso 1 1 calc R . . . .
C3 C 0.4795(2) 0.5477(3) 0.44873(19) 0.0254(5) Uani 1 1 d . . . . .
H3A H 0.400837 0.540133 0.420776 0.030 Uiso 1 1 calc R . . . .
C6 C 0.7459(2) 0.4329(3) 0.6773(2) 0.0260(5) Uani 1 1 d . . . . .
H6A H 0.722637 0.330308 0.633716 0.031 Uiso 1 1 calc R . . . .
H6B H 0.746282 0.415079 0.749724 0.031 Uiso 1 1 calc R . . . .
C1' C 0.9582(2) 0.5334(4) 0.9048(2) 0.0349(6) Uani 1 1 d . . . . .
H1' H 0.986455 0.606095 0.966026 0.042 Uiso 1 1 calc R . . . .
C1S C 0.7537(2) 0.0580(4) -0.1579(2) 0.0350(6) Uani 1 1 d . . . . .
H1SA H 0.789597 0.045231 -0.206510 0.053 Uiso 1 1 calc GR . . . .
H1SB H 0.801788 0.123548 -0.093359 0.053 Uiso 1 1 calc GR . . . .
H1SC H 0.681822 0.113663 -0.197893 0.053 Uiso 1 1 calc GR . . . .
C5' C 0.9927(3) 1.0069(4) 0.6970(3) 0.0343(6) Uani 1 1 d . . . . .
H5'A H 0.991075 1.078428 0.755399 0.041 Uiso 1 1 calc R . . . .
H5'B H 1.069458 0.963499 0.724172 0.041 Uiso 1 1 calc R . . . .
C2S C 0.7349(3) -0.1107(4) -0.1202(3) 0.0392(7) Uani 1 1 d . . . . .
H2SA H 0.685426 -0.177008 -0.184923 0.047 Uiso 1 1 calc R . . . .
H2SB H 0.807001 -0.169054 -0.081723 0.047 Uiso 1 1 calc R . . . .
C6' C 0.9649(3) 1.1118(4) 0.5928(3) 0.0486(9) Uani 1 1 d . . . . .
H6'A H 0.973813 1.044871 0.537184 0.073 Uiso 1 1 calc GR . . . .
H6'B H 1.015588 1.206022 0.612184 0.073 Uiso 1 1 calc GR . . . .
H6'C H 0.887737 1.150791 0.563116 0.073 Uiso 1 1 calc GR . . . .
H1S H 0.670(4) -0.190(6) -0.031(3) 0.060(12) 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
O5" C1" 1.418(3) . ?
O5" C5" 1.438(3) . ?
O5 C1 1.397(3) . ?
O5 C1" 1.400(3) . ?
O3" H3" 0.8200 . ?
O3" C4" 1.421(3) . ?
O1" H1" 0.8200 . ?
O1" C2" 1.418(3) . ?
O4" H4" 0.8200 . ?
O4" C6" 1.427(3) . ?
O3 H3 0.8200 . ?
O3 C11 1.332(3) . ?
O2" H2" 0.8200 . ?
O2" C3" 1.422(3) . ?
O2 C1 1.445(3) . ?
O2 C3 1.352(3) . ?
O4 C11 1.215(3) . ?
O1S C2S 1.423(3) . ?
O1S H1S 0.86(5) . ?
O1 C1' 1.216(4) . ?
C1 H1 0.9800 . ?
C1 C9 1.507(3) . ?
C1" H1"A 0.9800 . ?
C1" C2" 1.521(3) . ?
C9 H9 0.9800 . ?
C9 C8 1.554(3) . ?
C9 C5 1.536(3) . ?
C4 C11 1.474(3) . ?
C4 C5 1.503(3) . ?
C4 C3 1.337(3) . ?
C3' H3' 0.9300 . ?
C3' C4' 1.503(3) . ?
C3' C2' 1.339(4) . ?
C5" H5" 0.9800 . ?
C5" C4" 1.539(3) . ?
C5" C6" 1.516(3) . ?
C3" H3"A 0.9800 . ?
C3" C2" 1.520(3) . ?
C3" C4" 1.524(3) . ?
C4' H4' 0.9800 . ?
C4' C10 1.532(3) . ?
C4' C5' 1.530(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C8 1.527(4) . ?
C8 H8 0.9800 . ?
C8 C7 1.558(3) . ?
C2" H2"A 0.9800 . ?
C4" H4"A 0.9800 . ?
C5 H5 0.9800 . ?
C5 C6 1.535(3) . ?
C2' C7 1.504(3) . ?
C2' C1' 1.470(4) . ?
C6" H6"A 0.9700 . ?
C6" H6"B 0.9700 . ?
C7 H7 0.9800 . ?
C7 C6 1.540(4) . ?
C3 H3A 0.9300 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C1' H1' 0.9300 . ?
C1S H1SA 0.9600 . ?
C1S H1SB 0.9600 . ?
C1S H1SC 0.9600 . ?
C1S C2S 1.495(4) . ?
C5' H5'A 0.9700 . ?
C5' H5'B 0.9700 . ?
C5' C6' 1.515(4) . ?
C2S H2SA 0.9700 . ?
C2S H2SB 0.9700 . ?
C6' H6'A 0.9600 . ?
C6' H6'B 0.9600 . ?
C6' H6'C 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
C1" O5" C5" 111.78(16) . . ?
C1 O5 C1" 115.46(18) . . ?
C4" O3" H3" 109.5 . . ?
C2" O1" H1" 109.5 . . ?
C6" O4" H4" 109.5 . . ?
C11 O3 H3 109.5 . . ?
C3" O2" H2" 109.5 . . ?
C3 O2 C1 115.17(17) . . ?
C2S O1S H1S 106(3) . . ?
O5 C1 O2 106.75(18) . . ?
O5 C1 H1 110.0 . . ?
O5 C1 C9 107.77(19) . . ?
O2 C1 H1 110.0 . . ?
O2 C1 C9 112.09(18) . . ?
C9 C1 H1 110.0 . . ?
O5" C1" H1"A 110.9 . . ?
O5" C1" C2" 108.81(18) . . ?
O5 C1" O5" 107.94(18) . . ?
O5 C1" H1"A 110.9 . . ?
O5 C1" C2" 107.38(17) . . ?
C2" C1" H1"A 110.9 . . ?
C1 C9 H9 110.0 . . ?
C1 C9 C8 110.49(18) . . ?
C1 C9 C5 110.31(19) . . ?
C8 C9 H9 110.0 . . ?
C5 C9 H9 110.0 . . ?
C5 C9 C8 105.96(18) . . ?
C11 C4 C5 118.79(19) . . ?
C3 C4 C11 119.6(2) . . ?
C3 C4 C5 121.4(2) . . ?
C4' C3' H3' 118.1 . . ?
C2' C3' H3' 118.1 . . ?
C2' C3' C4' 123.7(2) . . ?
O5" C5" H5" 109.8 . . ?
O5" C5" C4" 110.62(17) . . ?
O5" C5" C6" 105.78(18) . . ?
C4" C5" H5" 109.8 . . ?
C6" C5" H5" 109.8 . . ?
C6" C5" C4" 110.84(18) . . ?
O2" C3" H3"A 108.7 . . ?
O2" C3" C2" 107.91(18) . . ?
O2" C3" C4" 111.09(19) . . ?
C2" C3" H3"A 108.7 . . ?
C2" C3" C4" 111.69(19) . . ?
C4" C3" H3"A 108.7 . . ?
C3' C4' H4' 107.9 . . ?
C3' C4' C10 109.1(2) . . ?
C3' C4' C5' 110.8(2) . . ?
C10 C4' H4' 107.9 . . ?
C5' C4' H4' 107.9 . . ?
C5' C4' C10 113.0(2) . . ?
O3 C11 C4 114.12(19) . . ?
O4 C11 O3 122.9(2) . . ?
O4 C11 C4 123.0(2) . . ?
C4' C10 H10A 109.1 . . ?
C4' C10 H10B 109.1 . . ?
H10A C10 H10B 107.8 . . ?
C8 C10 C4' 112.54(19) . . ?
C8 C10 H10A 109.1 . . ?
C8 C10 H10B 109.1 . . ?
C9 C8 H8 108.1 . . ?
C9 C8 C7 105.72(18) . . ?
C10 C8 C9 112.3(2) . . ?
C10 C8 H8 108.1 . . ?
C10 C8 C7 114.33(19) . . ?
C7 C8 H8 108.1 . . ?
O1" C2" C1" 112.30(18) . . ?
O1" C2" C3" 111.49(18) . . ?
O1" C2" H2"A 108.2 . . ?
C1" C2" H2"A 108.2 . . ?
C3" C2" C1" 108.22(18) . . ?
C3" C2" H2"A 108.2 . . ?
O3" C4" C5" 110.52(18) . . ?
O3" C4" C3" 105.62(18) . . ?
O3" C4" H4"A 109.5 . . ?
C5" C4" H4"A 109.5 . . ?
C3" C4" C5" 112.04(18) . . ?
C3" C4" H4"A 109.5 . . ?
C9 C5 H5 107.8 . . ?
C4 C5 C9 111.20(18) . . ?
C4 C5 H5 107.8 . . ?
C4 C5 C6 118.5(2) . . ?
C6 C5 C9 103.23(19) . . ?
C6 C5 H5 107.8 . . ?
C3' C2' C7 124.7(2) . . ?
C3' C2' C1' 117.1(2) . . ?
C1' C2' C7 118.2(2) . . ?
O4" C6" C5" 113.07(18) . . ?
O4" C6" H6"A 109.0 . . ?
O4" C6" H6"B 109.0 . . ?
C5" C6" H6"A 109.0 . . ?
C5" C6" H6"B 109.0 . . ?
H6"A C6" H6"B 107.8 . . ?
C8 C7 H7 109.7 . . ?
C2' C7 C8 112.56(19) . . ?
C2' C7 H7 109.7 . . ?
C2' C7 C6 111.0(2) . . ?
C6 C7 C8 104.01(19) . . ?
C6 C7 H7 109.7 . . ?
O2 C3 H3A 117.3 . . ?
C4 C3 O2 125.4(2) . . ?
C4 C3 H3A 117.3 . . ?
C5 C6 C7 102.85(19) . . ?
C5 C6 H6A 111.2 . . ?
C5 C6 H6B 111.2 . . ?
C7 C6 H6A 111.2 . . ?
C7 C6 H6B 111.2 . . ?
H6A C6 H6B 109.1 . . ?
O1 C1' C2' 124.2(3) . . ?
O1 C1' H1' 117.9 . . ?
C2' C1' H1' 117.9 . . ?
H1SA C1S H1SB 109.5 . . ?
H1SA C1S H1SC 109.5 . . ?
H1SB C1S H1SC 109.5 . . ?
C2S C1S H1SA 109.5 . . ?
C2S C1S H1SB 109.5 . . ?
C2S C1S H1SC 109.5 . . ?
C4' C5' H5'A 108.8 . . ?
C4' C5' H5'B 108.8 . . ?
H5'A C5' H5'B 107.7 . . ?
C6' C5' C4' 113.8(3) . . ?
C6' C5' H5'A 108.8 . . ?
C6' C5' H5'B 108.8 . . ?
O1S C2S C1S 109.0(2) . . ?
O1S C2S H2SA 109.9 . . ?
O1S C2S H2SB 109.9 . . ?
C1S C2S H2SA 109.9 . . ?
C1S C2S H2SB 109.9 . . ?
H2SA C2S H2SB 108.3 . . ?
C5' C6' H6'A 109.5 . . ?
C5' C6' H6'B 109.5 . . ?
C5' C6' H6'C 109.5 . . ?
H6'A C6' H6'B 109.5 . . ?
H6'A C6' H6'C 109.5 . . ?
H6'B C6' H6'C 109.5 . . ?

_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 2.454
_oxdiff_exptl_absorpt_empirical_full_min 0.463
