# 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_180712e-2
_audit_block_doi                 10.5517/ccdc.csd.cc207w49
_database_code_depnum_ccdc_archive 'CCDC 1854610'
loop_
_audit_author_name
_audit_author_address
'Xiao-Nian Li'
;Kunming Institute of Botany
China
;
_audit_update_record             
;
2019-08-30 deposited with the CCDC.	2019-09-02 downloaded from the CCDC.
;
_audit_creation_date             2018-07-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        'Emerone A'
_chemical_formula_moiety         '0.44(C22 H28 O8), 0.44(H2 O)'
_chemical_formula_sum            'C22 H32 O8'
_chemical_formula_weight         424.47
_chemical_absolute_configuration ?
_chemical_melting_point          519.45-521.05
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                   11.34869(14)
_cell_length_b                   12.79403(16)
_cell_length_c                   14.62274(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2123.16(5)
_cell_formula_units_Z            9
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_shelx_estimated_absorpt_T_max   0.034
_shelx_estimated_absorpt_T_min   0.019
_exptl_absorpt_coefficient_mu    1.878
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'Pale Yellow'
_exptl_crystal_density_diffrn    2.988
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             2052
_exptl_crystal_size_max          10.000
_exptl_crystal_size_mid          8.000
_exptl_crystal_size_min          5.500
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0306
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14842
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.161
_diffrn_reflns_theta_min         4.592
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.744
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.972
_reflns_number_gt                4187
_reflns_number_total             4247
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    ?
_refine_diff_density_max         0.409
_refine_diff_density_min         -0.593
_refine_diff_density_rms         0.187
_refine_ls_abs_structure_details 
;
 Flack x determined using 1770 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.161
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         4247
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.0491
_refine_ls_restrained_S_all      1.161
_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)+(0.0825P)²+0.1231P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1157
_refine_ls_wR_factor_ref         0.1163
_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 Free rotating group:
 O8(H8A)
2.b Ternary CH refined with riding coordinates:
 C10(H10), C17(H17), C21(H21)
2.c Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C28(H28A,H28B)
2.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C27(H27A,H27B,
 H27C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C)
2.e Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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 -0.44058(15) -0.53613(12) -0.02278(11) 0.0352(4) Uani 1 1 d . . . . .
H1 H -0.378616 -0.514767 -0.044759 0.053 Uiso 1 1 calc GR . . . .
O2 O -0.55452(13) -0.28000(12) 0.04154(11) 0.0316(3) Uani 1 1 d . . . . .
H2 H -0.529816 -0.228100 0.068270 0.047 Uiso 1 1 calc GR . . . .
O3 O -0.32260(14) -0.30511(14) -0.25261(10) 0.0341(4) Uani 1 1 d . . . . .
O4 O -0.57983(16) -0.45253(15) -0.47077(11) 0.0411(4) Uani 1 1 d . . . . .
O5 O -0.42064(15) -0.36601(13) -0.51357(10) 0.0347(4) Uani 1 1 d . . . . .
O6 O -0.26313(14) -0.42868(13) -0.09840(12) 0.0351(4) Uani 1 1 d . . . . .
C7 C -0.40374(18) -0.31309(16) -0.17406(13) 0.0269(4) Uani 1 1 d . . . . .
C9 C -0.3620(2) -0.32551(17) -0.33775(14) 0.0279(4) Uani 1 1 d . . . . .
C10 C -0.57814(17) -0.42262(16) -0.10741(13) 0.0272(4) Uani 1 1 d . . . . .
H10 H -0.620767 -0.356619 -0.099520 0.033 Uiso 1 1 calc R . . . .
C11 C -0.31609(19) -0.31694(18) -0.49564(14) 0.0320(4) Uani 1 1 d . . . . .
C12 C -0.35787(18) -0.30252(18) -0.00133(14) 0.0293(4) Uani 1 1 d . . . . .
C13 C -0.52192(18) -0.45118(15) -0.01446(14) 0.0267(4) Uani 1 1 d . . . . .
C14 C -0.4958(2) -0.39910(18) -0.44559(15) 0.0313(4) Uani 1 1 d . . . . .
C15 C -0.5395(2) -0.4867(2) 0.14432(16) 0.0408(5) Uani 1 1 d . . . . .
C16 C -0.5517(2) -0.39764(19) -0.27834(14) 0.0315(5) Uani 1 1 d . . . . .
H16A H -0.590068 -0.463424 -0.292427 0.038 Uiso 1 1 calc R . . . .
H16B H -0.612094 -0.344286 -0.273770 0.038 Uiso 1 1 calc R . . . .
C17 C -0.48778(18) -0.40725(16) -0.18593(13) 0.0252(4) Uani 1 1 d . . . . .
H17 H -0.438979 -0.470375 -0.188544 0.030 Uiso 1 1 calc R . . . .
O18 O -0.5571(2) -0.5418(2) 0.21075(14) 0.0646(7) Uani 1 1 d . . . . .
C19 C -0.2804(2) -0.29840(17) -0.40930(15) 0.0301(4) Uani 1 1 d . . . . .
O20 O -0.31335(17) -0.23266(19) 0.04214(13) 0.0543(6) Uani 1 1 d . . . . .
C21 C -0.31171(18) -0.32570(17) -0.09731(14) 0.0282(4) Uani 1 1 d . . . . .
H21 H -0.247410 -0.276591 -0.109774 0.034 Uiso 1 1 calc R . . . .
C22 C -0.4657(2) -0.20756(18) -0.16697(17) 0.0375(5) Uani 1 1 d . . . . .
H22A H -0.408526 -0.153879 -0.155398 0.056 Uiso 1 1 calc GR . . . .
H22B H -0.521668 -0.209473 -0.117753 0.056 Uiso 1 1 calc GR . . . .
H22C H -0.505957 -0.192942 -0.223279 0.056 Uiso 1 1 calc GR . . . .
C23 C -0.46494(17) -0.35827(16) 0.03975(13) 0.0266(4) Uani 1 1 d . . . . .
C24 C -0.46887(19) -0.37006(17) -0.35428(14) 0.0292(4) Uani 1 1 d . . . . .
C25 C -0.1627(2) -0.2526(2) -0.38654(17) 0.0416(5) Uani 1 1 d . . . . .
H25A H -0.173363 -0.186741 -0.356260 0.062 Uiso 1 1 calc GR . . . .
H25B H -0.118470 -0.242323 -0.441779 0.062 Uiso 1 1 calc GR . . . .
H25C H -0.120656 -0.299504 -0.346976 0.062 Uiso 1 1 calc GR . . . .
C26 C -0.2541(3) -0.2894(2) -0.58218(16) 0.0430(6) Uani 1 1 d . . . . .
H26A H -0.249246 -0.350085 -0.620630 0.065 Uiso 1 1 calc GR . . . .
H26B H -0.176111 -0.265016 -0.568362 0.065 Uiso 1 1 calc GR . . . .
H26C H -0.296996 -0.235411 -0.613313 0.065 Uiso 1 1 calc GR . . . .
C27 C -0.6687(2) -0.5069(2) -0.13359(17) 0.0440(6) Uani 1 1 d . . . . .
H27A H -0.629759 -0.573287 -0.138940 0.066 Uiso 1 1 calc GR . . . .
H27B H -0.704424 -0.489101 -0.191000 0.066 Uiso 1 1 calc GR . . . .
H27C H -0.728295 -0.511054 -0.087167 0.066 Uiso 1 1 calc GR . . . .
C28 C -0.6093(2) -0.4916(2) 0.05723(15) 0.0366(5) Uani 1 1 d . . . . .
H28A H -0.678573 -0.447431 0.060498 0.044 Uiso 1 1 calc R . . . .
H28B H -0.633450 -0.562723 0.043793 0.044 Uiso 1 1 calc R . . . .
C29 C -0.3209(3) -0.4515(3) 0.15273(19) 0.0490(7) Uani 1 1 d . . . . .
H29A H -0.319641 -0.489145 0.209504 0.073 Uiso 1 1 calc GR . . . .
H29B H -0.262621 -0.397114 0.154264 0.073 Uiso 1 1 calc GR . . . .
H29C H -0.303901 -0.498512 0.103310 0.073 Uiso 1 1 calc GR . . . .
C30 C -0.4649(3) -0.3225(3) 0.21455(17) 0.0524(7) Uani 1 1 d . . . . .
H30A H -0.543781 -0.295922 0.209714 0.079 Uiso 1 1 calc GR . . . .
H30B H -0.409832 -0.266017 0.208437 0.079 Uiso 1 1 calc GR . . . .
H30C H -0.454698 -0.355317 0.273063 0.079 Uiso 1 1 calc GR . . . .
C31 C -0.4433(2) -0.40294(19) 0.13853(15) 0.0352(5) Uani 1 1 d . . . . .
O8 O -0.02502(15) -0.42139(13) -0.11164(13) 0.0374(4) Uani 1 1 d . . . . .
H8A H -0.000232 -0.365550 -0.086688 0.056 Uiso 1 1 d G . . . .
H8B H 0.004(3) -0.439(3) -0.167(3) 0.052(9) Uiso 1 1 d . . . . .
H6 H -0.188(4) -0.432(3) -0.100(2) 0.049(9) 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
O1 C13 1.431(2) . ?
O2 C23 1.427(2) . ?
O3 C7 1.476(2) . ?
O3 C9 1.348(2) . ?
O4 C14 1.229(3) . ?
O5 C11 1.368(3) . ?
O5 C14 1.377(3) . ?
O6 C21 1.428(3) . ?
C7 C17 1.546(3) . ?
C7 C21 1.542(3) . ?
C7 C22 1.526(3) . ?
C9 C19 1.440(3) . ?
C9 C24 1.362(3) . ?
C10 C13 1.545(3) . ?
C10 C17 1.552(3) . ?
C10 C27 1.538(3) . ?
C11 C19 1.347(3) . ?
C11 C26 1.490(3) . ?
C12 O20 1.208(3) . ?
C12 C21 1.527(3) . ?
C12 C23 1.532(3) . ?
C13 C23 1.568(3) . ?
C13 C28 1.533(3) . ?
C14 C24 1.419(3) . ?
C15 O18 1.217(3) . ?
C15 C28 1.501(3) . ?
C15 C31 1.532(4) . ?
C16 C17 1.538(3) . ?
C16 C24 1.497(3) . ?
C19 C25 1.497(3) . ?
C23 C31 1.573(3) . ?
C29 C31 1.536(3) . ?
C30 C31 1.534(3) . ?

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
C9 O3 C7 119.88(16) . . ?
C11 O5 C14 122.72(17) . . ?
O3 C7 C17 110.57(16) . . ?
O3 C7 C21 98.69(15) . . ?
O3 C7 C22 106.23(17) . . ?
C21 C7 C17 114.71(17) . . ?
C22 C7 C17 114.37(17) . . ?
C22 C7 C21 110.82(17) . . ?
O3 C9 C19 114.27(19) . . ?
O3 C9 C24 122.72(19) . . ?
C24 C9 C19 123.00(19) . . ?
C13 C10 C17 114.07(16) . . ?
C27 C10 C13 109.20(18) . . ?
C27 C10 C17 110.25(16) . . ?
O5 C11 C26 110.81(19) . . ?
C19 C11 O5 121.41(19) . . ?
C19 C11 C26 127.8(2) . . ?
O20 C12 C21 118.9(2) . . ?
O20 C12 C23 118.05(19) . . ?
C21 C12 C23 122.83(18) . . ?
O1 C13 C10 111.78(16) . . ?
O1 C13 C23 110.65(17) . . ?
O1 C13 C28 102.64(17) . . ?
C10 C13 C23 115.83(16) . . ?
C28 C13 C10 114.48(18) . . ?
C28 C13 C23 100.20(16) . . ?
O4 C14 O5 115.81(19) . . ?
O4 C14 C24 126.5(2) . . ?
O5 C14 C24 117.71(19) . . ?
O18 C15 C28 124.5(3) . . ?
O18 C15 C31 124.5(2) . . ?
C28 C15 C31 111.02(19) . . ?
C24 C16 C17 112.01(17) . . ?
C7 C17 C10 115.04(16) . . ?
C16 C17 C7 109.08(17) . . ?
C16 C17 C10 110.40(16) . . ?
C9 C19 C25 120.46(19) . . ?
C11 C19 C9 116.5(2) . . ?
C11 C19 C25 123.1(2) . . ?
O6 C21 C7 110.48(17) . . ?
O6 C21 C12 108.78(18) . . ?
C12 C21 C7 114.60(16) . . ?
O2 C23 C12 104.22(17) . . ?
O2 C23 C13 104.32(16) . . ?
O2 C23 C31 110.44(16) . . ?
C12 C23 C13 118.81(16) . . ?
C12 C23 C31 113.93(17) . . ?
C13 C23 C31 104.66(17) . . ?
C9 C24 C14 117.95(19) . . ?
C9 C24 C16 121.73(18) . . ?
C14 C24 C16 120.06(19) . . ?
C15 C28 C13 103.00(18) . . ?
C15 C31 C23 101.17(17) . . ?
C15 C31 C29 110.8(2) . . ?
C15 C31 C30 108.3(2) . . ?
C29 C31 C23 114.35(19) . . ?
C30 C31 C23 113.4(2) . . ?
C30 C31 C29 108.5(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Vapour deposition'
_chemical_compound_source        'Emericella sp. XL029'
####################################################################### 
# 
# 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_180713e_17
_database_code_depnum_ccdc_archive 'CCDC 1854429'
loop_
_audit_author_name
_audit_author_address
'Deng-Feng Yang'
;Guangxi Beibu Gulf Marine Research Center, Guangxi Academy of Sciences
China
;
_audit_update_record             
;
2018-10-20 deposited with the CCDC.	2019-09-02 downloaded from the CCDC.
;
_audit_creation_date             2018-07-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        'Emerone B'
_chemical_formula_moiety         '0.44(C22 H30 O7)'
_chemical_formula_sum            'C21 H30 O7'
_chemical_formula_weight         394.45
_chemical_absolute_configuration ?
_chemical_melting_point          '278.6-279.4 \%C'
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                   7.68291(11)
_cell_length_b                   12.60214(17)
_cell_length_c                   21.2697(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2059.36(5)
_cell_formula_units_Z            9
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.764
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'Colourless crystals'
_exptl_crystal_density_diffrn    2.863
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             1908
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0183
_diffrn_reflns_av_unetI/netI     0.0143
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            14358
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.337
_diffrn_reflns_theta_min         4.077
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.730
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.972
_reflns_number_gt                4050
_reflns_number_total             4146
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    ?
_refine_diff_density_max         0.172
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.073
_refine_ls_abs_structure_details 
;
 Flack x determined using 1691 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.07(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     270
_refine_ls_number_reflns         4146
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0336
_refine_ls_R_factor_gt           0.0329
_refine_ls_restrained_S_all      1.079
_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)+(0.0567P)²+0.1188P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0839
_refine_ls_wR_factor_ref         0.0848
_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:
 C7(H7), C15(H15), C14(H14), C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C10(H10A,H10B), C6(H6A,H6B)
2.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C21(H21A,H21B,
 H21C), C20(H20A,H20B,H20C), C22(H22A,H22B,H22C)
2.d Idealised tetrahedral OH refined as rotating group:
 O4(H4), O5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.65977(15) 0.01973(8) 0.03666(5) 0.0345(2) Uani 1 1 d . . . . .
O2 O 0.66639(15) 0.03120(9) -0.12231(5) 0.0373(3) Uani 1 1 d . . . . .
O3 O 0.61438(18) 0.31484(10) -0.21007(6) 0.0455(3) Uani 1 1 d . . . . .
O4 O 0.7150(2) -0.17758(10) -0.08935(6) 0.0470(3) Uani 1 1 d . . . . .
H4 H 0.687265 -0.228048 -0.067173 0.070 Uiso 1 1 calc GR . . . .
O5 O 0.70614(19) 0.06990(11) 0.13866(6) 0.0482(3) Uani 1 1 d . . . . .
H5 H 0.601073 0.080738 0.140835 0.072 Uiso 1 1 calc GR . . . .
O6 O 0.8710(2) 0.37171(11) -0.17924(7) 0.0569(4) Uani 1 1 d . . . . .
C3 C 0.6595(2) 0.12616(13) -0.15093(7) 0.0336(3) Uani 1 1 d . . . . .
C4 C 0.5066(2) 0.14235(14) -0.18870(7) 0.0373(3) Uani 1 1 d . . . . .
O9 O 0.6340(2) -0.25698(10) 0.03084(7) 0.0577(4) Uani 1 1 d . . . . .
C7 C 0.9083(2) 0.09580(12) -0.05672(7) 0.0328(3) Uani 1 1 d . . . . .
H7 H 0.816000 0.121275 -0.028715 0.039 Uiso 1 1 calc R . . . .
C1 C 0.7667(2) 0.29893(14) -0.17774(8) 0.0405(4) Uani 1 1 d . . . . .
C2 C 0.7864(2) 0.20135(13) -0.14487(7) 0.0353(3) Uani 1 1 d . . . . .
C5 C 0.4889(2) 0.23830(15) -0.21577(8) 0.0409(4) Uani 1 1 d . . . . .
C15 C 0.7800(2) -0.09344(12) -0.05058(7) 0.0346(3) Uani 1 1 d . . . . .
H15 H 0.884393 -0.118722 -0.028736 0.041 Uiso 1 1 calc R . . . .
C14 C 0.6372(2) -0.07191(13) -0.00129(7) 0.0342(3) Uani 1 1 d . . . . .
H14 H 0.523886 -0.068207 -0.022350 0.041 Uiso 1 1 calc R . . . .
C16 C 0.8314(2) -0.00044(12) -0.09300(7) 0.0332(3) Uani 1 1 d . . . . .
C13 C 0.6364(2) -0.16419(13) 0.04538(8) 0.0400(4) Uani 1 1 d . . . . .
C9 C 1.0255(2) 0.07575(15) 0.05755(8) 0.0425(4) Uani 1 1 d . . . . .
H9A H 1.133972 0.088856 0.079549 0.051 Uiso 1 1 calc R . . . .
H9B H 0.952638 0.137763 0.063663 0.051 Uiso 1 1 calc R . . . .
C19 C 0.9517(2) -0.04025(14) -0.14503(9) 0.0433(4) Uani 1 1 d . . . . .
H19A H 0.899401 -0.100280 -0.165427 0.065 Uiso 1 1 calc GR . . . .
H19B H 1.061360 -0.060807 -0.127179 0.065 Uiso 1 1 calc GR . . . .
H19C H 0.969868 0.015289 -0.175214 0.065 Uiso 1 1 calc GR . . . .
C12 C 0.6485(3) -0.11874(14) 0.11067(8) 0.0444(4) Uani 1 1 d . . . . .
C8 C 1.0673(2) 0.06753(13) -0.01358(8) 0.0378(3) Uani 1 1 d . . . . .
H8 H 1.099047 -0.006344 -0.022279 0.045 Uiso 1 1 calc R . . . .
C10 C 0.9355(2) -0.01849(15) 0.08967(9) 0.0437(4) Uani 1 1 d . . . . .
H10A H 0.962376 -0.082219 0.066002 0.052 Uiso 1 1 calc R . . . .
H10B H 0.985204 -0.026936 0.131295 0.052 Uiso 1 1 calc R . . . .
C17 C 0.3800(3) 0.05330(17) -0.19854(10) 0.0514(5) Uani 1 1 d . . . . .
H17A H 0.423437 0.006474 -0.230500 0.077 Uiso 1 1 calc GR . . . .
H17B H 0.269719 0.081712 -0.211471 0.077 Uiso 1 1 calc GR . . . .
H17C H 0.365788 0.014719 -0.159967 0.077 Uiso 1 1 calc GR . . . .
C6 C 0.9430(2) 0.18543(13) -0.10391(8) 0.0379(3) Uani 1 1 d . . . . .
H6A H 0.968938 0.250574 -0.081494 0.045 Uiso 1 1 calc R . . . .
H6B H 1.042904 0.167576 -0.129723 0.045 Uiso 1 1 calc R . . . .
C11 C 0.7378(2) -0.01040(14) 0.09628(8) 0.0388(3) Uani 1 1 d . . . . .
C18 C 0.3419(3) 0.27719(19) -0.25514(10) 0.0544(5) Uani 1 1 d . . . . .
H18A H 0.292418 0.339395 -0.236202 0.082 Uiso 1 1 calc GR . . . .
H18B H 0.254663 0.222920 -0.258199 0.082 Uiso 1 1 calc GR . . . .
H18C H 0.383970 0.294331 -0.296417 0.082 Uiso 1 1 calc GR . . . .
C21 C 0.4597(3) -0.10234(17) 0.13260(11) 0.0587(5) Uani 1 1 d . . . . .
H21A H 0.401090 -0.055449 0.104024 0.088 Uiso 1 1 calc GR . . . .
H21B H 0.459517 -0.071880 0.173968 0.088 Uiso 1 1 calc GR . . . .
H21C H 0.400685 -0.169466 0.133499 0.088 Uiso 1 1 calc GR . . . .
C20 C 1.2290(3) 0.13608(19) -0.02633(10) 0.0545(5) Uani 1 1 d . . . . .
H20A H 1.259705 0.131196 -0.069983 0.082 Uiso 1 1 calc GR . . . .
H20B H 1.324130 0.111237 -0.001056 0.082 Uiso 1 1 calc GR . . . .
H20C H 1.204041 0.208631 -0.015917 0.082 Uiso 1 1 calc GR . . . .
C22 C 0.7452(4) -0.1898(2) 0.15671(12) 0.0706(7) Uani 1 1 d . . . . .
H22A H 0.677237 -0.252258 0.164842 0.106 Uiso 1 1 calc GR . . . .
H22B H 0.764012 -0.152122 0.195336 0.106 Uiso 1 1 calc GR . . . .
H22C H 0.855272 -0.209919 0.139006 0.106 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 C14 1.4197(18) . ?
O1 C11 1.4532(19) . ?
O2 C3 1.3437(19) . ?
O2 C16 1.4677(18) . ?
O3 C1 1.372(2) . ?
O3 C5 1.369(2) . ?
O4 H4 0.8200 . ?
O4 C15 1.4332(18) . ?
O5 H5 0.8200 . ?
O5 C11 1.377(2) . ?
O6 C1 1.218(2) . ?
C3 C4 1.437(2) . ?
C3 C2 1.366(2) . ?
C4 C5 1.346(3) . ?
C4 C17 1.500(3) . ?
O9 C13 1.210(2) . ?
C7 H7 0.9800 . ?
C7 C16 1.554(2) . ?
C7 C8 1.569(2) . ?
C7 C6 1.534(2) . ?
C1 C2 1.423(2) . ?
C2 C6 1.499(2) . ?
C5 C18 1.489(2) . ?
C15 H15 0.9800 . ?
C15 C14 1.542(2) . ?
C15 C16 1.531(2) . ?
C14 H14 0.9800 . ?
C14 C13 1.529(2) . ?
C16 C19 1.527(2) . ?
C13 C12 1.505(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C8 1.550(2) . ?
C9 C10 1.534(3) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C12 C11 1.558(2) . ?
C12 C21 1.537(3) . ?
C12 C22 1.521(3) . ?
C8 H8 0.9800 . ?
C8 C20 1.537(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.529(3) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 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
C14 O1 C11 109.52(11) . . ?
C3 O2 C16 117.94(12) . . ?
C5 O3 C1 122.81(14) . . ?
C15 O4 H4 109.5 . . ?
C11 O5 H5 109.5 . . ?
O2 C3 C4 114.32(14) . . ?
O2 C3 C2 123.16(14) . . ?
C2 C3 C4 122.51(15) . . ?
C3 C4 C17 120.11(16) . . ?
C5 C4 C3 116.68(15) . . ?
C5 C4 C17 123.15(16) . . ?
C16 C7 H7 106.4 . . ?
C16 C7 C8 114.15(13) . . ?
C8 C7 H7 106.4 . . ?
C6 C7 H7 106.4 . . ?
C6 C7 C16 108.41(12) . . ?
C6 C7 C8 114.47(13) . . ?
O3 C1 C2 117.61(15) . . ?
O6 C1 O3 115.96(16) . . ?
O6 C1 C2 126.42(17) . . ?
C3 C2 C1 118.52(15) . . ?
C3 C2 C6 122.35(14) . . ?
C1 C2 C6 119.12(15) . . ?
O3 C5 C18 110.60(16) . . ?
C4 C5 O3 121.60(15) . . ?
C4 C5 C18 127.80(18) . . ?
O4 C15 H15 108.5 . . ?
O4 C15 C14 105.87(13) . . ?
O4 C15 C16 108.49(12) . . ?
C14 C15 H15 108.5 . . ?
C16 C15 H15 108.5 . . ?
C16 C15 C14 116.71(13) . . ?
O1 C14 C15 116.27(13) . . ?
O1 C14 H14 109.3 . . ?
O1 C14 C13 104.48(12) . . ?
C15 C14 H14 109.3 . . ?
C13 C14 C15 108.08(13) . . ?
C13 C14 H14 109.3 . . ?
O2 C16 C7 109.10(12) . . ?
O2 C16 C15 103.64(12) . . ?
O2 C16 C19 107.70(13) . . ?
C15 C16 C7 113.75(12) . . ?
C19 C16 C7 112.72(13) . . ?
C19 C16 C15 109.37(13) . . ?
O9 C13 C14 124.69(17) . . ?
O9 C13 C12 127.21(17) . . ?
C12 C13 C14 108.02(13) . . ?
H9A C9 H9B 107.1 . . ?
C8 C9 H9A 107.7 . . ?
C8 C9 H9B 107.7 . . ?
C10 C9 H9A 107.7 . . ?
C10 C9 H9B 107.7 . . ?
C10 C9 C8 118.43(15) . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C13 C12 C11 100.33(13) . . ?
C13 C12 C21 105.84(16) . . ?
C13 C12 C22 113.58(18) . . ?
C21 C12 C11 110.93(15) . . ?
C22 C12 C11 115.30(18) . . ?
C22 C12 C21 110.2(2) . . ?
C7 C8 H8 107.4 . . ?
C9 C8 C7 113.22(14) . . ?
C9 C8 H8 107.4 . . ?
C20 C8 C7 113.48(14) . . ?
C20 C8 C9 107.58(14) . . ?
C20 C8 H8 107.4 . . ?
C9 C10 H10A 108.3 . . ?
C9 C10 H10B 108.3 . . ?
H10A C10 H10B 107.4 . . ?
C11 C10 C9 115.90(15) . . ?
C11 C10 H10A 108.3 . . ?
C11 C10 H10B 108.3 . . ?
C4 C17 H17A 109.5 . . ?
C4 C17 H17B 109.5 . . ?
C4 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C7 C6 H6A 109.7 . . ?
C7 C6 H6B 109.7 . . ?
C2 C6 C7 109.82(13) . . ?
C2 C6 H6A 109.7 . . ?
C2 C6 H6B 109.7 . . ?
H6A C6 H6B 108.2 . . ?
O1 C11 C12 102.63(13) . . ?
O1 C11 C10 110.31(14) . . ?
O5 C11 O1 107.84(14) . . ?
O5 C11 C12 115.94(15) . . ?
O5 C11 C10 106.55(15) . . ?
C10 C11 C12 113.41(15) . . ?
C5 C18 H18A 109.5 . . ?
C5 C18 H18B 109.5 . . ?
C5 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C12 C21 H21A 109.5 . . ?
C12 C21 H21B 109.5 . . ?
C12 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C8 C20 H20A 109.5 . . ?
C8 C20 H20B 109.5 . . ?
C8 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C12 C22 H22A 109.5 . . ?
C12 C22 H22B 109.5 . . ?
C12 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 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 C14 C13 O9 -173.74(18) . . . . ?
O1 C14 C13 C12 3.42(18) . . . . ?
O2 C3 C4 C5 176.65(14) . . . . ?
O2 C3 C4 C17 -5.8(2) . . . . ?
O2 C3 C2 C1 179.45(15) . . . . ?
O2 C3 C2 C6 -1.8(2) . . . . ?
O3 C1 C2 C3 4.7(2) . . . . ?
O3 C1 C2 C6 -174.05(15) . . . . ?
O4 C15 C14 O1 -170.49(12) . . . . ?
O4 C15 C14 C13 72.48(15) . . . . ?
O4 C15 C16 O2 62.94(16) . . . . ?
O4 C15 C16 C7 -178.72(13) . . . . ?
O4 C15 C16 C19 -51.70(18) . . . . ?
O6 C1 C2 C3 -176.79(18) . . . . ?
O6 C1 C2 C6 4.5(3) . . . . ?
C3 O2 C16 C7 43.22(17) . . . . ?
C3 O2 C16 C15 164.73(12) . . . . ?
C3 O2 C16 C19 -79.44(16) . . . . ?
C3 C4 C5 O3 3.0(2) . . . . ?
C3 C4 C5 C18 -177.86(17) . . . . ?
C3 C2 C6 C7 -18.3(2) . . . . ?
C4 C3 C2 C1 -0.6(2) . . . . ?
C4 C3 C2 C6 178.12(15) . . . . ?
O9 C13 C12 C11 152.5(2) . . . . ?
O9 C13 C12 C21 -92.1(2) . . . . ?
O9 C13 C12 C22 28.9(3) . . . . ?
C1 O3 C5 C4 1.2(3) . . . . ?
C1 O3 C5 C18 -178.04(16) . . . . ?
C1 C2 C6 C7 160.39(15) . . . . ?
C2 C3 C4 C5 -3.3(2) . . . . ?
C2 C3 C4 C17 174.18(16) . . . . ?
C5 O3 C1 O6 176.17(17) . . . . ?
C5 O3 C1 C2 -5.2(2) . . . . ?
C15 C14 C13 O9 -49.3(2) . . . . ?
C15 C14 C13 C12 127.84(15) . . . . ?
C14 O1 C11 O5 -160.57(13) . . . . ?
C14 O1 C11 C12 -37.69(16) . . . . ?
C14 O1 C11 C10 83.44(16) . . . . ?
C14 C15 C16 O2 -56.46(15) . . . . ?
C14 C15 C16 C7 61.88(18) . . . . ?
C14 C15 C16 C19 -171.10(13) . . . . ?
C14 C13 C12 C11 -24.56(18) . . . . ?
C14 C13 C12 C21 90.86(17) . . . . ?
C14 C13 C12 C22 -148.16(18) . . . . ?
C16 O2 C3 C4 168.39(13) . . . . ?
C16 O2 C3 C2 -11.6(2) . . . . ?
C16 C7 C8 C9 -110.72(16) . . . . ?
C16 C7 C8 C20 126.28(16) . . . . ?
C16 C7 C6 C2 48.08(18) . . . . ?
C16 C15 C14 O1 -49.69(18) . . . . ?
C16 C15 C14 C13 -166.71(13) . . . . ?
C13 C12 C11 O1 36.64(17) . . . . ?
C13 C12 C11 O5 153.90(16) . . . . ?
C13 C12 C11 C10 -82.34(17) . . . . ?
C9 C10 C11 O1 48.7(2) . . . . ?
C9 C10 C11 O5 -68.06(19) . . . . ?
C9 C10 C11 C12 163.20(14) . . . . ?
C8 C7 C16 O2 169.84(13) . . . . ?
C8 C7 C16 C15 54.69(18) . . . . ?
C8 C7 C16 C19 -70.56(18) . . . . ?
C8 C7 C6 C2 176.79(13) . . . . ?
C8 C9 C10 C11 -96.7(2) . . . . ?
C10 C9 C8 C7 82.73(19) . . . . ?
C10 C9 C8 C20 -151.06(16) . . . . ?
C17 C4 C5 O3 -174.38(17) . . . . ?
C17 C4 C5 C18 4.7(3) . . . . ?
C6 C7 C16 O2 -61.27(16) . . . . ?
C6 C7 C16 C15 -176.43(13) . . . . ?
C6 C7 C16 C19 58.32(18) . . . . ?
C6 C7 C8 C9 123.53(16) . . . . ?
C6 C7 C8 C20 0.5(2) . . . . ?
C11 O1 C14 C15 -97.19(15) . . . . ?
C11 O1 C14 C13 21.82(17) . . . . ?
C21 C12 C11 O1 -74.88(17) . . . . ?
C21 C12 C11 O5 42.4(2) . . . . ?
C21 C12 C11 C10 166.14(16) . . . . ?
C22 C12 C11 O1 159.04(19) . . . . ?
C22 C12 C11 O5 -83.7(2) . . . . ?
C22 C12 C11 C10 40.1(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: MeOH'
