# Electronic Supplementary Material (ESI) for Nanoscale Advances.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_s15sip4
_database_code_depnum_ccdc_archive 'CCDC 2301154'
loop_
_audit_author_name
_audit_author_address
'Gabriele Kociok-Kohn'
;University of Bath
United Kingdom
;
_audit_update_record             
;
2023-10-13 deposited with the CCDC.	2023-12-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H26 O12'
_chemical_formula_sum            'C24 H26 O12'
_chemical_formula_weight         506.45

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'

_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'

_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.
;

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                   8.45570(10)
_cell_length_b                   13.6108(2)
_cell_length_c                   42.3604(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4875.21(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    17144
_cell_measurement_theta_min      5.2840
_cell_measurement_theta_max      71.4980

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_F_000             2128
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.955
_shelx_estimated_absorpt_T_min   0.750
_shelx_estimated_absorpt_T_max   0.911
_exptl_absorpt_correction_T_min  0.78152
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            EosS2
_diffrn_detector_area_resol_mean 8.1150
_diffrn_reflns_number            42452
_diffrn_reflns_av_unetI/netI     0.0437
_diffrn_reflns_av_R_equivalents  0.0602
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_limit_l_max       52
_diffrn_reflns_theta_min         4.512
_diffrn_reflns_theta_max         71.987
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             9541
_reflns_number_gt                8939
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.771
_reflns_Friedel_fraction_max     0.991
_reflns_Friedel_fraction_full    0.999

_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.
;

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_structure_solution    
; 
SUPERFLIP:
L. Palatinus and G. Chapuis, J. Appl. Crystallogr., 2007, 40, 786-790.
;
_computing_structure_refinement  
;
 SHELXL-2019/2 (Sheldrick, 2019)
 Sheldrick GM (2008) Acta Crystallogr A64:112--122 and 
 C. B. Hübschle, G. M. Sheldrick and B. Dittrich
 ShelXle: a Qt graphical user interface for SHELXL
 J. Appl. Cryst., 44, (2011) 1281-1284.
;
_computing_molecular_graphics    
'ORTEP3 for Windows - Farrugia, L. J. J. Appl. Crystallogr. 1997, 30, 565'

_computing_publication_material  
;
 'WinGX publication routines, Farrugia, 
 L. J., J. Appl. Crystallogr., 1999, 32, 837-838
;
_refine_special_details          
;
the asymmetric unit contains traces of water (0.15 H2O). 
However, did not improve the structure and refinement lead to A-Alerts.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0708P)²+0.6311P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 3615 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.09(7)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         9541
_refine_ls_number_parameters     660
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0473
_refine_ls_R_factor_gt           0.0439
_refine_ls_wR_factor_ref         0.1163
_refine_ls_wR_factor_gt          0.1129
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1 C -0.0240(3) 0.4882(2) 0.14354(7) 0.0225(6) Uani 1 1 d . . . . .
H1 H -0.101631 0.536025 0.134537 0.027 Uiso 1 1 calc R U . . .
C2 C -0.0709(3) 0.3841(2) 0.13377(7) 0.0224(6) Uani 1 1 d . . . . .
H2 H -0.173231 0.364813 0.143881 0.027 Uiso 1 1 calc R U . . .
C3 C -0.2252(4) 0.3523(2) 0.08831(9) 0.0321(7) Uani 1 1 d . . . . .
O3 O -0.3352(3) 0.3285(2) 0.10442(9) 0.0543(8) Uani 1 1 d . . . . .
C5 C 0.0583(3) 0.3104(2) 0.14192(7) 0.0210(5) Uani 1 1 d . . . . .
H5 H 0.062103 0.300936 0.165319 0.025 Uiso 1 1 calc R U . . .
C6 C -0.0235(4) 0.1426(2) 0.14484(7) 0.0240(6) Uani 1 1 d . . . . .
C7 C -0.0256(4) 0.0500(2) 0.12596(8) 0.0318(7) Uani 1 1 d . . . . .
H7A H -0.059886 -0.004648 0.139382 0.048 Uiso 1 1 calc R U . . .
H7B H 0.080794 0.036609 0.117866 0.048 Uiso 1 1 calc R U . . .
H7C H -0.099171 0.057245 0.108233 0.048 Uiso 1 1 calc R U . . .
C8 C 0.2185(3) 0.3453(2) 0.13034(7) 0.0188(5) Uani 1 1 d . . . . .
H8 H 0.221780 0.346456 0.106741 0.023 Uiso 1 1 calc R U . . .
C9 C 0.3994(4) 0.2108(2) 0.12303(9) 0.0310(7) Uani 1 1 d . . . . .
C10 C 0.5142(5) 0.1487(3) 0.14077(11) 0.0453(9) Uani 1 1 d . . . . .
H10A H 0.458613 0.092689 0.150184 0.068 Uiso 1 1 calc R U . . .
H10B H 0.563598 0.187841 0.157489 0.068 Uiso 1 1 calc R U . . .
H10C H 0.595931 0.124624 0.126296 0.068 Uiso 1 1 calc R U . . .
C11 C 0.2498(3) 0.4471(2) 0.14369(7) 0.0191(5) Uani 1 1 d . . . . .
H11 H 0.245605 0.443303 0.167255 0.023 Uiso 1 1 calc R U . . .
C12 C 0.4057(3) 0.4922(2) 0.13418(7) 0.0239(6) Uani 1 1 d . . . . .
H12A H 0.420805 0.555775 0.145130 0.029 Uiso 1 1 calc R U . . .
H12B H 0.493885 0.448003 0.140038 0.029 Uiso 1 1 calc R U . . .
C13 C 0.5333(4) 0.5504(2) 0.08889(9) 0.0279(7) Uani 1 1 d . . . . .
C14 C 0.5176(5) 0.5719(3) 0.05454(10) 0.0439(9) Uani 1 1 d . . . . .
H14A H 0.464141 0.635147 0.051699 0.066 Uiso 1 1 calc R U . . .
H14B H 0.455546 0.519903 0.044407 0.066 Uiso 1 1 calc R U . . .
H14C H 0.622929 0.574758 0.044909 0.066 Uiso 1 1 calc R U . . .
C15 C 0.0119(4) 0.5726(2) 0.19266(7) 0.0251(6) Uani 1 1 d . . . . .
C16 C 0.0286(4) 0.5637(2) 0.22536(8) 0.0283(6) Uani 1 1 d . . . . .
H16 H -0.000888 0.504548 0.235683 0.034 Uiso 1 1 calc R U . . .
C17 C 0.0879(4) 0.6413(2) 0.24253(7) 0.0286(6) Uani 1 1 d . . . . .
H17 H 0.098005 0.635266 0.264776 0.034 Uiso 1 1 calc R U . . .
C18 C 0.1340(3) 0.7296(2) 0.22776(7) 0.0239(6) Uani 1 1 d . . . . .
C19 C 0.2102(4) 0.8110(2) 0.24340(8) 0.0285(6) Uani 1 1 d . . . . .
C20 C 0.2439(5) 0.8064(3) 0.27818(8) 0.0390(8) Uani 1 1 d . . . . .
H20A H 0.144307 0.799303 0.289789 0.059 Uiso 1 1 calc R U . . .
H20B H 0.297096 0.866944 0.284818 0.059 Uiso 1 1 calc R U . . .
H20C H 0.312305 0.749943 0.282638 0.059 Uiso 1 1 calc R U . . .
C21 C 0.2543(4) 0.8891(3) 0.22612(8) 0.0349(7) Uani 1 1 d . . . . .
H21 H 0.306187 0.941953 0.236463 0.042 Uiso 1 1 calc R U . . .
C22 C 0.2263(4) 0.8966(3) 0.19245(9) 0.0327(7) Uani 1 1 d . . . . .
C23 C 0.1075(4) 0.7367(2) 0.19526(8) 0.0250(6) Uani 1 1 d . . . . .
C24 C 0.0451(4) 0.6604(2) 0.17742(7) 0.0262(6) Uani 1 1 d . . . . .
H24 H 0.025729 0.668064 0.155470 0.031 Uiso 1 1 calc R U . . .
C25 C 0.6313(3) 0.8252(2) 0.10252(6) 0.0175(5) Uani 1 1 d . . . . .
H25 H 0.704554 0.767973 0.104842 0.021 Uiso 1 1 calc R U . . .
C26 C 0.6808(3) 0.8855(2) 0.07394(6) 0.0174(5) Uani 1 1 d . . . . .
H26 H 0.784654 0.918188 0.078049 0.021 Uiso 1 1 calc R U . . .
C27 C 0.8259(3) 0.8267(2) 0.02970(7) 0.0242(6) Uani 1 1 d . . . . .
C28 C 0.8273(4) 0.7508(3) 0.00435(8) 0.0317(7) Uani 1 1 d . . . . .
H28A H 0.813828 0.685586 0.013771 0.048 Uiso 1 1 calc R U . . .
H28B H 0.928449 0.753433 -0.006929 0.048 Uiso 1 1 calc R U . . .
H28C H 0.740719 0.763498 -0.010469 0.048 Uiso 1 1 calc R U . . .
C29 C 0.5565(3) 0.9619(2) 0.06556(6) 0.0181(5) Uani 1 1 d . . . . .
H29 H 0.558010 1.015094 0.081848 0.022 Uiso 1 1 calc R U . . .
C30 C 0.6892(3) 1.0814(2) 0.03478(8) 0.0239(6) Uani 1 1 d . . . . .
C31 C 0.7105(5) 1.1172(3) 0.00156(9) 0.0435(9) Uani 1 1 d . . . . .
H31A H 0.759138 1.182553 0.001849 0.065 Uiso 1 1 calc R U . . .
H31B H 0.607261 1.120872 -0.008892 0.065 Uiso 1 1 calc R U . . .
H31C H 0.778995 1.071573 -0.009983 0.065 Uiso 1 1 calc R U . . .
C32 C 0.3922(3) 0.91814(19) 0.06406(6) 0.0162(5) Uani 1 1 d . . . . .
H32 H 0.382111 0.871854 0.045839 0.019 Uiso 1 1 calc R U . . .
C33 C 0.2324(3) 1.0247(2) 0.03253(8) 0.0237(6) Uani 1 1 d . . . . .
C34 C 0.1304(4) 1.1144(3) 0.03532(9) 0.0380(8) Uani 1 1 d . . . . .
H34A H 0.187079 1.165172 0.047178 0.057 Uiso 1 1 calc R U . . .
H34B H 0.032395 1.097463 0.046425 0.057 Uiso 1 1 calc R U . . .
H34C H 0.104942 1.139058 0.014193 0.057 Uiso 1 1 calc R U . . .
C35 C 0.3599(3) 0.8659(2) 0.09522(6) 0.0173(5) Uani 1 1 d . . . . .
H35 H 0.370325 0.914845 0.112707 0.021 Uiso 1 1 calc R U . . .
C36 C 0.1996(3) 0.8181(2) 0.09769(7) 0.0231(6) Uani 1 1 d . . . . .
H36A H 0.182382 0.793910 0.119463 0.028 Uiso 1 1 calc R U . . .
H36B H 0.115885 0.866541 0.092730 0.028 Uiso 1 1 calc R U . . .
C37 C 0.0609(3) 0.6821(2) 0.07910(8) 0.0270(7) Uani 1 1 d . . . . .
C38 C 0.0623(4) 0.5933(3) 0.05844(10) 0.0382(8) Uani 1 1 d . . . . .
H38A H -0.046373 0.570394 0.055161 0.057 Uiso 1 1 calc R U . . .
H38B H 0.124239 0.541239 0.068565 0.057 Uiso 1 1 calc R U . . .
H38C H 0.109867 0.609920 0.038036 0.057 Uiso 1 1 calc R U . . .
C39 C 0.6498(3) 0.8477(2) 0.15825(7) 0.0203(5) Uani 1 1 d . . . . .
C40 C 0.7028(4) 0.9066(2) 0.18301(7) 0.0245(6) Uani 1 1 d . . . . .
H40 H 0.737053 0.971964 0.179057 0.029 Uiso 1 1 calc R U . . .
C41 C 0.7053(4) 0.8694(2) 0.21331(7) 0.0262(6) Uani 1 1 d . . . . .
H41 H 0.742320 0.909337 0.230144 0.031 Uiso 1 1 calc R U . . .
C42 C 0.6538(3) 0.7730(2) 0.21965(7) 0.0228(6) Uani 1 1 d . . . . .
C43 C 0.6515(4) 0.7287(3) 0.25072(7) 0.0284(7) Uani 1 1 d . . . . .
C44 C 0.7192(5) 0.7827(3) 0.27839(8) 0.0411(9) Uani 1 1 d . . . . .
H44A H 0.713659 0.740958 0.297201 0.062 Uiso 1 1 calc R U . . .
H44B H 0.658410 0.843010 0.282021 0.062 Uiso 1 1 calc R U . . .
H44C H 0.829743 0.799621 0.274070 0.062 Uiso 1 1 calc R U . . .
C45 C 0.5881(4) 0.6388(3) 0.25389(8) 0.0334(7) Uani 1 1 d . . . . .
H45 H 0.584453 0.610383 0.274351 0.040 Uiso 1 1 calc R U . . .
C46 C 0.5253(5) 0.5833(3) 0.22768(8) 0.0334(7) Uani 1 1 d . . . . .
C47 C 0.5983(4) 0.7183(2) 0.19442(7) 0.0241(6) Uani 1 1 d . . . . .
C48 C 0.5967(4) 0.7531(2) 0.16365(7) 0.0248(6) Uani 1 1 d . . . . .
H48 H 0.560202 0.713084 0.146779 0.030 Uiso 1 1 calc R U . . .
O1 O -0.0359(3) 0.48891(16) 0.17724(5) 0.0274(5) Uani 1 1 d . . . . .
O2 O -0.0864(2) 0.38561(17) 0.09999(5) 0.0256(4) Uani 1 1 d . . . . .
O4 O 0.0271(3) 0.21825(16) 0.12695(5) 0.0255(4) Uani 1 1 d . . . . .
C4 C -0.2203(6) 0.3510(3) 0.05328(10) 0.0492(11) Uani 1 1 d . . . . .
H4A H -0.142242 0.302523 0.046184 0.074 Uiso 1 1 calc R U . . .
H4B H -0.190566 0.416182 0.045469 0.074 Uiso 1 1 calc R U . . .
H4C H -0.324811 0.333312 0.045051 0.074 Uiso 1 1 calc R U . . .
O5 O -0.0606(4) 0.1513(2) 0.17191(6) 0.0507(8) Uani 1 1 d . . . . .
O6 O 0.3381(2) 0.28087(15) 0.14263(5) 0.0229(4) Uani 1 1 d . . . . .
O7 O 0.3627(3) 0.2017(2) 0.09605(7) 0.0427(7) Uani 1 1 d . . . . .
O8 O 0.4032(2) 0.50695(16) 0.10054(5) 0.0248(4) Uani 1 1 d . . . . .
O9 O 0.6462(3) 0.57011(19) 0.10477(8) 0.0429(7) Uani 1 1 d . . . . .
O10 O 0.1277(2) 0.51217(15) 0.13310(5) 0.0194(4) Uani 1 1 d . . . . .
O11 O 0.1484(3) 0.81890(16) 0.17855(6) 0.0306(5) Uani 1 1 d . . . . .
O12 O 0.2660(4) 0.9638(2) 0.17546(7) 0.0455(7) Uani 1 1 d . . . . .
O13 O 0.6514(2) 0.88956(15) 0.12872(5) 0.0214(4) Uani 1 1 d . . . . .
O14 O 0.6957(2) 0.81701(14) 0.04817(5) 0.0193(4) Uani 1 1 d . . . . .
O15 O 0.9243(3) 0.8884(2) 0.03363(7) 0.0445(7) Uani 1 1 d . . . . .
O16 O 0.5904(2) 1.00400(15) 0.03525(5) 0.0222(4) Uani 1 1 d . . . . .
O17 O 0.7509(3) 1.11485(17) 0.05803(6) 0.0322(5) Uani 1 1 d . . . . .
O18 O 0.2796(2) 0.99639(15) 0.06177(5) 0.0211(4) Uani 1 1 d . . . . .
O19 O 0.2691(3) 0.98411(18) 0.00859(5) 0.0305(5) Uani 1 1 d . . . . .
O20 O 0.1921(2) 0.73712(15) 0.07573(5) 0.0224(4) Uani 1 1 d . . . . .
O21 O -0.0426(3) 0.7028(2) 0.09762(8) 0.0444(7) Uani 1 1 d . . . . .
O22 O 0.4755(2) 0.79069(14) 0.09985(4) 0.0174(4) Uani 1 1 d . . . . .
O23 O 0.5386(3) 0.62558(18) 0.19833(5) 0.0328(5) Uani 1 1 d . . . . .
O24 O 0.4660(4) 0.5024(2) 0.22879(7) 0.0459(7) Uani 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
C1 O10 1.396(3) . ?
C1 O1 1.431(4) . ?
C1 C2 1.529(4) . ?
C1 H1 1.0000 . ?
C2 O2 1.437(3) . ?
C2 C5 1.523(4) . ?
C2 H2 1.0000 . ?
C3 O3 1.199(5) . ?
C3 O2 1.351(4) . ?
C3 C4 1.485(5) . ?
C5 O4 1.430(3) . ?
C5 C8 1.517(4) . ?
C5 H5 1.0000 . ?
C6 O5 1.195(4) . ?
C6 O4 1.348(4) . ?
C6 C7 1.492(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 O6 1.436(3) . ?
C8 C11 1.520(4) . ?
C8 H8 1.0000 . ?
C9 O7 1.191(5) . ?
C9 O6 1.367(4) . ?
C9 C10 1.491(5) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 O10 1.433(3) . ?
C11 C12 1.509(4) . ?
C11 H11 1.0000 . ?
C12 O8 1.439(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 O9 1.199(5) . ?
C13 O8 1.343(4) . ?
C13 C14 1.490(5) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 O1 1.374(4) . ?
C15 C24 1.387(4) . ?
C15 C16 1.397(4) . ?
C16 C17 1.377(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.409(4) . ?
C17 H17 0.9500 . ?
C18 C23 1.399(4) . ?
C18 C19 1.443(4) . ?
C19 C21 1.343(5) . ?
C19 C20 1.502(5) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.449(5) . ?
C21 H21 0.9500 . ?
C22 O12 1.211(4) . ?
C22 O11 1.378(4) . ?
C23 O11 1.369(4) . ?
C23 C24 1.388(4) . ?
C24 H24 0.9500 . ?
C25 O22 1.403(3) . ?
C25 O13 1.424(3) . ?
C25 C26 1.521(4) . ?
C25 H25 1.0000 . ?
C26 O14 1.441(3) . ?
C26 C29 1.521(4) . ?
C26 H26 1.0000 . ?
C27 O15 1.194(4) . ?
C27 O14 1.357(3) . ?
C27 C28 1.490(4) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 O16 1.435(3) . ?
C29 C32 1.513(3) . ?
C29 H29 1.0000 . ?
C30 O17 1.204(4) . ?
C30 O16 1.345(3) . ?
C30 C31 1.500(4) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 O18 1.432(3) . ?
C32 C35 1.524(4) . ?
C32 H32 1.0000 . ?
C33 O19 1.196(4) . ?
C33 O18 1.358(4) . ?
C33 C34 1.499(4) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 O22 1.429(3) . ?
C35 C36 1.508(4) . ?
C35 H35 1.0000 . ?
C36 O20 1.443(4) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 O21 1.208(5) . ?
C37 O20 1.346(3) . ?
C37 C38 1.493(5) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 O13 1.374(3) . ?
C39 C48 1.383(4) . ?
C39 C40 1.395(4) . ?
C40 C41 1.380(4) . ?
C40 H40 0.9500 . ?
C41 C42 1.408(4) . ?
C41 H41 0.9500 . ?
C42 C47 1.384(4) . ?
C42 C43 1.447(4) . ?
C43 C45 1.343(5) . ?
C43 C44 1.497(5) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 C46 1.445(5) . ?
C45 H45 0.9500 . ?
C46 O24 1.211(5) . ?
C46 O23 1.375(4) . ?
C47 O23 1.370(4) . ?
C47 C48 1.387(4) . ?
C48 H48 0.9500 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O10 C1 O1 112.3(2) . . ?
O10 C1 C2 111.7(2) . . ?
O1 C1 C2 105.0(2) . . ?
O10 C1 H1 109.3 . . ?
O1 C1 H1 109.3 . . ?
C2 C1 H1 109.3 . . ?
O2 C2 C5 107.5(2) . . ?
O2 C2 C1 106.2(2) . . ?
C5 C2 C1 111.3(2) . . ?
O2 C2 H2 110.6 . . ?
C5 C2 H2 110.6 . . ?
C1 C2 H2 110.6 . . ?
O3 C3 O2 123.8(3) . . ?
O3 C3 C4 126.0(3) . . ?
O2 C3 C4 110.2(3) . . ?
O4 C5 C8 107.2(2) . . ?
O4 C5 C2 110.1(2) . . ?
C8 C5 C2 111.2(2) . . ?
O4 C5 H5 109.4 . . ?
C8 C5 H5 109.4 . . ?
C2 C5 H5 109.4 . . ?
O5 C6 O4 123.1(3) . . ?
O5 C6 C7 126.5(3) . . ?
O4 C6 C7 110.3(3) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O6 C8 C5 108.7(2) . . ?
O6 C8 C11 107.4(2) . . ?
C5 C8 C11 108.7(2) . . ?
O6 C8 H8 110.7 . . ?
C5 C8 H8 110.7 . . ?
C11 C8 H8 110.7 . . ?
O7 C9 O6 123.8(3) . . ?
O7 C9 C10 126.5(3) . . ?
O6 C9 C10 109.7(3) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O10 C11 C12 107.1(2) . . ?
O10 C11 C8 108.8(2) . . ?
C12 C11 C8 115.1(2) . . ?
O10 C11 H11 108.6 . . ?
C12 C11 H11 108.6 . . ?
C8 C11 H11 108.6 . . ?
O8 C12 C11 108.0(2) . . ?
O8 C12 H12A 110.1 . . ?
C11 C12 H12A 110.1 . . ?
O8 C12 H12B 110.1 . . ?
C11 C12 H12B 110.1 . . ?
H12A C12 H12B 108.4 . . ?
O9 C13 O8 123.0(3) . . ?
O9 C13 C14 125.1(3) . . ?
O8 C13 C14 111.9(3) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O1 C15 C24 123.5(3) . . ?
O1 C15 C16 115.4(3) . . ?
C24 C15 C16 121.0(3) . . ?
C17 C16 C15 119.6(3) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C16 C17 C18 121.3(3) . . ?
C16 C17 H17 119.3 . . ?
C18 C17 H17 119.3 . . ?
C23 C18 C17 116.9(3) . . ?
C23 C18 C19 118.1(3) . . ?
C17 C18 C19 125.1(3) . . ?
C21 C19 C18 118.8(3) . . ?
C21 C19 C20 121.0(3) . . ?
C18 C19 C20 120.2(3) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 C22 123.2(3) . . ?
C19 C21 H21 118.4 . . ?
C22 C21 H21 118.4 . . ?
O12 C22 O11 117.2(3) . . ?
O12 C22 C21 126.4(3) . . ?
O11 C22 C21 116.4(3) . . ?
O11 C23 C24 115.2(3) . . ?
O11 C23 C18 121.7(3) . . ?
C24 C23 C18 123.0(3) . . ?
C15 C24 C23 117.9(3) . . ?
C15 C24 H24 121.0 . . ?
C23 C24 H24 121.0 . . ?
O22 C25 O13 112.4(2) . . ?
O22 C25 C26 112.0(2) . . ?
O13 C25 C26 104.8(2) . . ?
O22 C25 H25 109.2 . . ?
O13 C25 H25 109.2 . . ?
C26 C25 H25 109.2 . . ?
O14 C26 C29 109.0(2) . . ?
O14 C26 C25 106.2(2) . . ?
C29 C26 C25 111.4(2) . . ?
O14 C26 H26 110.1 . . ?
C29 C26 H26 110.1 . . ?
C25 C26 H26 110.1 . . ?
O15 C27 O14 123.6(3) . . ?
O15 C27 C28 125.6(3) . . ?
O14 C27 C28 110.8(3) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O16 C29 C32 107.6(2) . . ?
O16 C29 C26 110.1(2) . . ?
C32 C29 C26 112.0(2) . . ?
O16 C29 H29 109.0 . . ?
C32 C29 H29 109.0 . . ?
C26 C29 H29 109.0 . . ?
O17 C30 O16 123.6(3) . . ?
O17 C30 C31 126.4(3) . . ?
O16 C30 C31 110.1(3) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O18 C32 C29 108.7(2) . . ?
O18 C32 C35 106.6(2) . . ?
C29 C32 C35 108.2(2) . . ?
O18 C32 H32 111.1 . . ?
C29 C32 H32 111.1 . . ?
C35 C32 H32 111.1 . . ?
O19 C33 O18 124.5(3) . . ?
O19 C33 C34 126.4(3) . . ?
O18 C33 C34 109.2(3) . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
O22 C35 C36 107.2(2) . . ?
O22 C35 C32 109.3(2) . . ?
C36 C35 C32 115.0(2) . . ?
O22 C35 H35 108.4 . . ?
C36 C35 H35 108.4 . . ?
C32 C35 H35 108.4 . . ?
O20 C36 C35 108.9(2) . . ?
O20 C36 H36A 109.9 . . ?
C35 C36 H36A 109.9 . . ?
O20 C36 H36B 109.9 . . ?
C35 C36 H36B 109.9 . . ?
H36A C36 H36B 108.3 . . ?
O21 C37 O20 122.5(3) . . ?
O21 C37 C38 125.1(3) . . ?
O20 C37 C38 112.4(3) . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
O13 C39 C48 122.7(3) . . ?
O13 C39 C40 116.3(3) . . ?
C48 C39 C40 121.0(3) . . ?
C41 C40 C39 119.5(3) . . ?
C41 C40 H40 120.2 . . ?
C39 C40 H40 120.2 . . ?
C40 C41 C42 121.0(3) . . ?
C40 C41 H41 119.5 . . ?
C42 C41 H41 119.5 . . ?
C47 C42 C41 117.3(3) . . ?
C47 C42 C43 118.3(3) . . ?
C41 C42 C43 124.4(3) . . ?
C45 C43 C42 118.4(3) . . ?
C45 C43 C44 121.5(3) . . ?
C42 C43 C44 120.2(3) . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C43 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C43 C45 C46 123.2(3) . . ?
C43 C45 H45 118.4 . . ?
C46 C45 H45 118.4 . . ?
O24 C46 O23 116.7(3) . . ?
O24 C46 C45 126.8(3) . . ?
O23 C46 C45 116.5(3) . . ?
O23 C47 C42 121.8(3) . . ?
O23 C47 C48 115.1(3) . . ?
C42 C47 C48 123.1(3) . . ?
C39 C48 C47 118.0(3) . . ?
C39 C48 H48 121.0 . . ?
C47 C48 H48 121.0 . . ?
C15 O1 C1 117.3(2) . . ?
C3 O2 C2 116.0(2) . . ?
C6 O4 C5 118.7(2) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C9 O6 C8 118.2(2) . . ?
C13 O8 C12 114.4(2) . . ?
C1 O10 C11 114.7(2) . . ?
C23 O11 C22 121.8(3) . . ?
C39 O13 C25 117.0(2) . . ?
C27 O14 C26 116.4(2) . . ?
C30 O16 C29 116.8(2) . . ?
C33 O18 C32 118.0(2) . . ?
C37 O20 C36 113.1(2) . . ?
C25 O22 C35 114.4(2) . . ?
C47 O23 C46 121.7(3) . . ?

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
O10 C1 C2 O2 -67.7(3) . . . . ?
O1 C1 C2 O2 170.4(2) . . . . ?
O10 C1 C2 C5 49.0(3) . . . . ?
O1 C1 C2 C5 -72.9(3) . . . . ?
O2 C2 C5 O4 -52.2(3) . . . . ?
C1 C2 C5 O4 -168.1(2) . . . . ?
O2 C2 C5 C8 66.5(3) . . . . ?
C1 C2 C5 C8 -49.4(3) . . . . ?
O4 C5 C8 O6 -68.0(3) . . . . ?
C2 C5 C8 O6 171.6(2) . . . . ?
O4 C5 C8 C11 175.5(2) . . . . ?
C2 C5 C8 C11 55.0(3) . . . . ?
O6 C8 C11 O10 -177.2(2) . . . . ?
C5 C8 C11 O10 -59.8(3) . . . . ?
O6 C8 C11 C12 62.7(3) . . . . ?
C5 C8 C11 C12 -179.9(2) . . . . ?
O10 C11 C12 O8 -56.8(3) . . . . ?
C8 C11 C12 O8 64.2(3) . . . . ?
O1 C15 C16 C17 174.9(3) . . . . ?
C24 C15 C16 C17 -4.0(5) . . . . ?
C15 C16 C17 C18 -0.7(5) . . . . ?
C16 C17 C18 C23 3.8(5) . . . . ?
C16 C17 C18 C19 -174.1(3) . . . . ?
C23 C18 C19 C21 -0.9(4) . . . . ?
C17 C18 C19 C21 177.0(3) . . . . ?
C23 C18 C19 C20 -179.0(3) . . . . ?
C17 C18 C19 C20 -1.0(5) . . . . ?
C18 C19 C21 C22 1.2(5) . . . . ?
C20 C19 C21 C22 179.2(3) . . . . ?
C19 C21 C22 O12 -178.3(4) . . . . ?
C19 C21 C22 O11 1.0(5) . . . . ?
C17 C18 C23 O11 -179.7(3) . . . . ?
C19 C18 C23 O11 -1.6(4) . . . . ?
C17 C18 C23 C24 -2.6(4) . . . . ?
C19 C18 C23 C24 175.5(3) . . . . ?
O1 C15 C24 C23 -173.7(3) . . . . ?
C16 C15 C24 C23 5.1(5) . . . . ?
O11 C23 C24 C15 175.5(3) . . . . ?
C18 C23 C24 C15 -1.7(5) . . . . ?
O22 C25 C26 O14 -70.3(3) . . . . ?
O13 C25 C26 O14 167.5(2) . . . . ?
O22 C25 C26 C29 48.2(3) . . . . ?
O13 C25 C26 C29 -73.9(3) . . . . ?
O14 C26 C29 O16 -51.7(3) . . . . ?
C25 C26 C29 O16 -168.6(2) . . . . ?
O14 C26 C29 C32 68.0(3) . . . . ?
C25 C26 C29 C32 -48.9(3) . . . . ?
O16 C29 C32 O18 -69.1(3) . . . . ?
C26 C29 C32 O18 169.7(2) . . . . ?
O16 C29 C32 C35 175.5(2) . . . . ?
C26 C29 C32 C35 54.3(3) . . . . ?
O18 C32 C35 O22 -176.3(2) . . . . ?
C29 C32 C35 O22 -59.5(3) . . . . ?
O18 C32 C35 C36 63.1(3) . . . . ?
C29 C32 C35 C36 179.8(2) . . . . ?
O22 C35 C36 O20 -54.5(3) . . . . ?
C32 C35 C36 O20 67.2(3) . . . . ?
O13 C39 C40 C41 -179.7(3) . . . . ?
C48 C39 C40 C41 1.2(5) . . . . ?
C39 C40 C41 C42 -0.5(5) . . . . ?
C40 C41 C42 C47 -1.1(5) . . . . ?
C40 C41 C42 C43 -179.5(3) . . . . ?
C47 C42 C43 C45 -3.4(4) . . . . ?
C41 C42 C43 C45 174.9(3) . . . . ?
C47 C42 C43 C44 176.4(3) . . . . ?
C41 C42 C43 C44 -5.3(5) . . . . ?
C42 C43 C45 C46 1.4(5) . . . . ?
C44 C43 C45 C46 -178.4(3) . . . . ?
C43 C45 C46 O24 -179.6(4) . . . . ?
C43 C45 C46 O23 2.5(5) . . . . ?
C41 C42 C47 O23 -176.9(3) . . . . ?
C43 C42 C47 O23 1.6(5) . . . . ?
C41 C42 C47 C48 2.2(5) . . . . ?
C43 C42 C47 C48 -179.3(3) . . . . ?
O13 C39 C48 C47 -179.3(3) . . . . ?
C40 C39 C48 C47 -0.2(5) . . . . ?
O23 C47 C48 C39 177.6(3) . . . . ?
C42 C47 C48 C39 -1.6(5) . . . . ?
C24 C15 O1 C1 11.2(4) . . . . ?
C16 C15 O1 C1 -167.7(3) . . . . ?
O10 C1 O1 C15 53.6(3) . . . . ?
C2 C1 O1 C15 175.1(2) . . . . ?
O3 C3 O2 C2 4.9(5) . . . . ?
C4 C3 O2 C2 -175.7(3) . . . . ?
C5 C2 O2 C3 114.3(3) . . . . ?
C1 C2 O2 C3 -126.5(3) . . . . ?
O5 C6 O4 C5 8.7(5) . . . . ?
C7 C6 O4 C5 -171.4(3) . . . . ?
C8 C5 O4 C6 132.1(3) . . . . ?
C2 C5 O4 C6 -106.8(3) . . . . ?
O7 C9 O6 C8 2.2(4) . . . . ?
C10 C9 O6 C8 -176.9(3) . . . . ?
C5 C8 O6 C9 101.4(3) . . . . ?
C11 C8 O6 C9 -141.2(2) . . . . ?
O9 C13 O8 C12 4.2(4) . . . . ?
C14 C13 O8 C12 -174.8(3) . . . . ?
C11 C12 O8 C13 177.7(3) . . . . ?
O1 C1 O10 C11 60.3(3) . . . . ?
C2 C1 O10 C11 -57.3(3) . . . . ?
C12 C11 O10 C1 -172.0(2) . . . . ?
C8 C11 O10 C1 63.1(3) . . . . ?
C24 C23 O11 C22 -173.3(3) . . . . ?
C18 C23 O11 C22 3.9(5) . . . . ?
O12 C22 O11 C23 175.8(3) . . . . ?
C21 C22 O11 C23 -3.6(5) . . . . ?
C48 C39 O13 C25 -14.3(4) . . . . ?
C40 C39 O13 C25 166.7(2) . . . . ?
O22 C25 O13 C39 72.5(3) . . . . ?
C26 C25 O13 C39 -165.6(2) . . . . ?
O15 C27 O14 C26 -0.8(4) . . . . ?
C28 C27 O14 C26 179.3(2) . . . . ?
C29 C26 O14 C27 104.7(3) . . . . ?
C25 C26 O14 C27 -135.2(2) . . . . ?
O17 C30 O16 C29 1.3(4) . . . . ?
C31 C30 O16 C29 -179.3(3) . . . . ?
C32 C29 O16 C30 150.7(2) . . . . ?
C26 C29 O16 C30 -87.0(3) . . . . ?
O19 C33 O18 C32 5.9(4) . . . . ?
C34 C33 O18 C32 -173.4(2) . . . . ?
C29 C32 O18 C33 93.2(3) . . . . ?
C35 C32 O18 C33 -150.4(2) . . . . ?
O21 C37 O20 C36 3.7(4) . . . . ?
C38 C37 O20 C36 -174.4(3) . . . . ?
C35 C36 O20 C37 172.0(2) . . . . ?
O13 C25 O22 C35 60.9(3) . . . . ?
C26 C25 O22 C35 -56.8(3) . . . . ?
C36 C35 O22 C25 -171.8(2) . . . . ?
C32 C35 O22 C25 62.9(3) . . . . ?
C42 C47 O23 C46 2.5(5) . . . . ?
C48 C47 O23 C46 -176.7(3) . . . . ?
O24 C46 O23 C47 177.5(3) . . . . ?
C45 C46 O23 C47 -4.4(5) . . . . ?

_refine_diff_density_max         0.665
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.051

####################################################################### 
# 
# 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_s17sip7
_database_code_depnum_ccdc_archive 'CCDC 2301155'
loop_
_audit_author_name
_audit_author_address
'Gabriele Kociok-Kohn'
;University of Bath
United Kingdom
;
_audit_update_record             
;
2023-10-13 deposited with the CCDC.	2023-12-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H18 O8'
_chemical_formula_sum            'C16 H18 O8'
_chemical_formula_weight         338.30

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   7.9134(3)
_cell_length_b                   7.9212(4)
_cell_length_c                   12.5663(6)
_cell_angle_alpha                105.567(4)
_cell_angle_beta                 104.160(4)
_cell_angle_gamma                91.397(3)
_cell_volume                     732.32(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3244
_cell_measurement_theta_min      3.7940
_cell_measurement_theta_max      72.8740

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.534
_exptl_crystal_F_000             356
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    1.060
_shelx_estimated_absorpt_T_min   0.857
_shelx_estimated_absorpt_T_max   0.979
_exptl_absorpt_correction_T_min  0.82567
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.654
_oxdiff_exptl_absorpt_empirical_full_max 1.844
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      150.01(10)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            EosS2
_diffrn_detector_area_resol_mean 8.1150
_diffrn_reflns_number            4688
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.782
_diffrn_reflns_theta_max         73.044
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.573
_diffrn_reflns_point_group_measured_fraction_full 0.594
_reflns_number_total             3355
_reflns_number_gt                3264
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.180
_reflns_Friedel_fraction_max     0.175
_reflns_Friedel_fraction_full    0.190

_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.
;

_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    
; 
 SHELXT
 Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
;
_computing_structure_refinement  
;
 SHELXL-2019/2 (Sheldrick, 2019)
 Sheldrick GM (2008) Acta Crystallogr A64:112--122 and 
 C. B. Hübschle, G. M. Sheldrick and B. Dittrich
 ShelXle: a Qt graphical user interface for SHELXL
 J. Appl. Cryst., 44, (2011) 1281-1284.
;
_computing_molecular_graphics    
'ORTEP3 for Windows - Farrugia, L. J. J. Appl. Crystallogr. 1997, 30, 565'

_computing_publication_material  
;
 'WinGX publication routines, Farrugia, 
 L. J., J. Appl. Crystallogr., 1999, 32, 837-838
;
_refine_special_details          
;
OH-hydrogen atoms have been found in the Difference Fourier map 
and were refined freely.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0539P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   -0.03(12)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         3355
_refine_ls_number_parameters     467
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0307
_refine_ls_R_factor_gt           0.0296
_refine_ls_wR_factor_ref         0.0782
_refine_ls_wR_factor_gt          0.0770
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.3714(3) 0.4385(3) 0.26920(17) 0.0295(4) Uani 1 1 d . . . . .
O2 O 0.2933(2) 0.5177(2) 0.43052(16) 0.0217(4) Uani 1 1 d . . . . .
O3 O 0.1440(2) 0.6648(2) 0.78728(14) 0.0160(3) Uani 1 1 d . . . . .
O4 O 0.2459(2) 0.3858(2) 0.77817(14) 0.0141(3) Uani 1 1 d . . . . .
O5 O 0.5990(2) 0.3244(2) 0.77345(16) 0.0192(4) Uani 1 1 d . . . . .
H5A H 0.613(5) 0.437(5) 0.766(3) 0.034(10) Uiso 1 1 d . . . . .
O6 O 0.4638(2) 0.5162(3) 1.08392(16) 0.0217(4) Uani 1 1 d . . . . .
H6A H 0.438(4) 0.501(4) 1.138(3) 0.021(8) Uiso 1 1 d . . . . .
O7 O 0.0992(2) 0.5642(2) 1.08511(15) 0.0197(4) Uani 1 1 d . . . . .
H7A H 0.056(6) 0.459(6) 1.079(4) 0.050(12) Uiso 1 1 d . . . . .
O8 O -0.0433(2) 0.3157(2) 0.86996(16) 0.0192(3) Uani 1 1 d . . . . .
H8A H -0.137(6) 0.299(6) 0.837(4) 0.041(12) Uiso 1 1 d . . . . .
C1 C 0.3437(3) 0.5607(4) 0.3430(2) 0.0224(5) Uani 1 1 d . . . . .
C2 C 0.3575(3) 0.7453(4) 0.3477(2) 0.0255(6) Uani 1 1 d . . . . .
H2 H 0.388939 0.777615 0.287060 0.031 Uiso 1 1 calc R U . . .
C3 C 0.3278(3) 0.8732(4) 0.4344(2) 0.0221(5) Uani 1 1 d . . . . .
C4 C 0.3399(4) 1.0647(4) 0.4377(3) 0.0325(6) Uani 1 1 d . . . . .
H4A H 0.420614 1.133053 0.509866 0.049 Uiso 1 1 calc R U . . .
H4B H 0.223672 1.107337 0.431865 0.049 Uiso 1 1 calc R U . . .
H4C H 0.383124 1.078182 0.373436 0.049 Uiso 1 1 calc R U . . .
C5 C 0.2809(3) 0.8241(3) 0.5272(2) 0.0186(5) Uani 1 1 d . . . . .
C6 C 0.2508(3) 0.9442(3) 0.6241(2) 0.0191(5) Uani 1 1 d . . . . .
H6 H 0.263448 1.066756 0.631741 0.023 Uiso 1 1 calc R U . . .
C7 C 0.2035(3) 0.8877(3) 0.7082(2) 0.0184(5) Uani 1 1 d . . . . .
H7 H 0.180858 0.970371 0.772279 0.022 Uiso 1 1 calc R U . . .
C8 C 0.1889(3) 0.7069(3) 0.6984(2) 0.0147(4) Uani 1 1 d . . . . .
C9 C 0.2193(3) 0.5841(3) 0.6045(2) 0.0163(4) Uani 1 1 d . . . . .
H9 H 0.210043 0.461705 0.597893 0.020 Uiso 1 1 calc R U . . .
C10 C 0.2634(3) 0.6459(3) 0.5208(2) 0.0171(5) Uani 1 1 d . . . . .
C11 C 0.1010(3) 0.4834(3) 0.77715(19) 0.0132(4) Uani 1 1 d . . . . .
H11 H 0.009013 0.430753 0.704046 0.016 Uiso 1 1 calc R U . . .
C12 C 0.3863(3) 0.4466(3) 0.8815(2) 0.0142(4) Uani 1 1 d . . . . .
H12 H 0.431791 0.569480 0.889448 0.017 Uiso 1 1 calc R U . . .
C13 C 0.5303(3) 0.3266(3) 0.8692(2) 0.0168(4) Uani 1 1 d . . . . .
H13A H 0.627071 0.364328 0.940007 0.020 Uiso 1 1 calc R U . . .
H13B H 0.484350 0.205328 0.861447 0.020 Uiso 1 1 calc R U . . .
C14 C 0.3209(3) 0.4449(3) 0.98636(19) 0.0147(4) Uani 1 1 d . . . . .
H14 H 0.283831 0.321304 0.982380 0.018 Uiso 1 1 calc R U . . .
C15 C 0.1665(3) 0.5554(3) 0.98832(19) 0.0142(4) Uani 1 1 d . . . . .
H15 H 0.209454 0.678024 0.993846 0.017 Uiso 1 1 calc R U . . .
C16 C 0.0232(3) 0.4890(3) 0.8776(2) 0.0146(4) Uani 1 1 d . . . . .
H16 H -0.072816 0.568780 0.877247 0.018 Uiso 1 1 calc R U . . .
O9 O 0.6565(2) 0.6562(2) 0.73608(15) 0.0198(3) Uani 1 1 d . . . . .
O10 O 0.7323(2) 0.5680(2) 0.57403(15) 0.0176(3) Uani 1 1 d . . . . .
O11 O 0.8941(2) 0.3538(2) 0.22252(14) 0.0159(3) Uani 1 1 d . . . . .
O12 O 0.7326(2) 0.1044(2) 0.22507(13) 0.0145(3) Uani 1 1 d . . . . .
O13 O 0.3149(2) -0.0034(2) 0.00980(16) 0.0201(4) Uani 1 1 d . . . . .
H13 H 0.359(6) -0.053(6) -0.049(4) 0.046(11) Uiso 1 1 d . . . . .
O14 O 0.5845(2) -0.0867(2) -0.08386(14) 0.0176(3) Uani 1 1 d . . . . .
H14A H 0.621(5) -0.162(6) -0.126(4) 0.040(11) Uiso 1 1 d . . . . .
O15 O 0.9539(2) -0.1012(2) -0.04158(15) 0.0182(3) Uani 1 1 d . . . . .
H15A H 1.067(6) -0.082(6) -0.032(4) 0.052(12) Uiso 1 1 d . . . . .
O16 O 1.0448(2) -0.0706(2) 0.19377(16) 0.0209(4) Uani 1 1 d . . . . .
H16A H 1.044(5) -0.155(5) 0.136(3) 0.028(9) Uiso 1 1 d . . . . .
C17 C 0.7020(3) 0.7002(3) 0.6604(2) 0.0155(4) Uani 1 1 d . . . . .
C18 C 0.7264(3) 0.8792(3) 0.6551(2) 0.0186(5) Uani 1 1 d . . . . .
H18 H 0.708790 0.973191 0.715440 0.022 Uiso 1 1 calc R U . . .
C19 C 0.7730(3) 0.9163(3) 0.5675(2) 0.0179(5) Uani 1 1 d . . . . .
C20 C 0.7986(4) 1.1018(3) 0.5624(2) 0.0262(5) Uani 1 1 d . . . . .
H20A H 0.728760 1.112059 0.488773 0.039 Uiso 1 1 calc R U . . .
H20B H 0.922693 1.132559 0.570339 0.039 Uiso 1 1 calc R U . . .
H20C H 0.761210 1.182049 0.624700 0.039 Uiso 1 1 calc R U . . .
C21 C 0.8013(3) 0.7739(3) 0.4757(2) 0.0157(4) Uani 1 1 d . . . . .
C22 C 0.8463(3) 0.7958(3) 0.3785(2) 0.0202(5) Uani 1 1 d . . . . .
H22 H 0.857832 0.910689 0.369834 0.024 Uiso 1 1 calc R U . . .
C23 C 0.8740(3) 0.6540(3) 0.2959(2) 0.0185(5) Uani 1 1 d . . . . .
H23 H 0.905214 0.671067 0.230885 0.022 Uiso 1 1 calc R U . . .
C24 C 0.8560(3) 0.4847(3) 0.3077(2) 0.0138(4) Uani 1 1 d . . . . .
C25 C 0.8057(3) 0.4563(3) 0.4003(2) 0.0158(4) Uani 1 1 d . . . . .
H25 H 0.789121 0.340720 0.406862 0.019 Uiso 1 1 calc R U . . .
C26 C 0.7804(3) 0.6026(3) 0.4830(2) 0.0146(4) Uani 1 1 d . . . . .
C27 C 0.9001(3) 0.1828(3) 0.23878(19) 0.0137(4) Uani 1 1 d . . . . .
H27 H 0.971038 0.194060 0.318426 0.016 Uiso 1 1 calc R U . . .
C28 C 0.6212(3) 0.0761(3) 0.11119(19) 0.0131(4) Uani 1 1 d . . . . .
H28 H 0.612549 0.190303 0.091389 0.016 Uiso 1 1 calc R U . . .
C29 C 0.4420(3) 0.0060(3) 0.1142(2) 0.0167(4) Uani 1 1 d . . . . .
H29A H 0.448556 -0.112587 0.125929 0.020 Uiso 1 1 calc R U . . .
H29B H 0.406403 0.084469 0.179139 0.020 Uiso 1 1 calc R U . . .
C30 C 0.7012(3) -0.0536(3) 0.02732(19) 0.0135(4) Uani 1 1 d . . . . .
H30 H 0.713759 -0.166103 0.049046 0.016 Uiso 1 1 calc R U . . .
C31 C 0.8804(3) 0.0270(3) 0.03203(19) 0.0136(4) Uani 1 1 d . . . . .
H31 H 0.866693 0.134095 0.004148 0.016 Uiso 1 1 calc R U . . .
C32 C 0.9968(3) 0.0776(3) 0.1549(2) 0.0156(4) Uani 1 1 d . . . . .
H32 H 1.104898 0.150226 0.159557 0.019 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.213(4) . ?
O2 C1 1.376(3) . ?
O2 C10 1.378(3) . ?
O3 C8 1.368(3) . ?
O3 C11 1.433(3) . ?
O4 C11 1.398(3) . ?
O4 C12 1.444(3) . ?
O5 C13 1.433(3) . ?
O5 H5A 0.93(4) . ?
O6 C14 1.421(3) . ?
O6 H6A 0.80(4) . ?
O7 C15 1.429(3) . ?
O7 H7A 0.87(5) . ?
O8 C16 1.428(3) . ?
O8 H8A 0.74(4) . ?
C1 C2 1.448(4) . ?
C2 C3 1.347(4) . ?
C2 H2 0.9500 . ?
C3 C5 1.447(3) . ?
C3 C4 1.506(4) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C10 1.394(3) . ?
C5 C6 1.405(4) . ?
C6 C7 1.378(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.403(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.390(3) . ?
C9 C10 1.383(3) . ?
C9 H9 0.9500 . ?
C11 C16 1.525(3) . ?
C11 H11 1.0000 . ?
C12 C13 1.512(3) . ?
C12 C14 1.532(3) . ?
C12 H12 1.0000 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.521(3) . ?
C14 H14 1.0000 . ?
C15 C16 1.518(3) . ?
C15 H15 1.0000 . ?
C16 H16 1.0000 . ?
O9 C17 1.223(3) . ?
O10 C17 1.364(3) . ?
O10 C26 1.379(3) . ?
O11 C24 1.374(3) . ?
O11 C27 1.423(3) . ?
O12 C27 1.401(3) . ?
O12 C28 1.441(3) . ?
O13 C29 1.428(3) . ?
O13 H13 0.90(5) . ?
O14 C30 1.426(3) . ?
O14 H14A 0.80(4) . ?
O15 C31 1.418(3) . ?
O15 H15A 0.88(5) . ?
O16 C32 1.414(3) . ?
O16 H16A 0.84(4) . ?
C17 C18 1.447(3) . ?
C18 C19 1.342(3) . ?
C18 H18 0.9500 . ?
C19 C21 1.447(3) . ?
C19 C20 1.499(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C26 1.393(3) . ?
C21 C22 1.404(3) . ?
C22 C23 1.373(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.396(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.387(3) . ?
C25 C26 1.390(3) . ?
C25 H25 0.9500 . ?
C27 C32 1.531(3) . ?
C27 H27 1.0000 . ?
C28 C29 1.523(3) . ?
C28 C30 1.531(3) . ?
C28 H28 1.0000 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.522(3) . ?
C30 H30 1.0000 . ?
C31 C32 1.532(3) . ?
C31 H31 1.0000 . ?
C32 H32 1.0000 . ?

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 O2 C10 121.2(2) . . ?
C8 O3 C11 118.79(18) . . ?
C11 O4 C12 114.12(16) . . ?
C13 O5 H5A 111(2) . . ?
C14 O6 H6A 108(2) . . ?
C15 O7 H7A 108(3) . . ?
C16 O8 H8A 110(3) . . ?
O1 C1 O2 116.1(2) . . ?
O1 C1 C2 126.7(3) . . ?
O2 C1 C2 117.2(2) . . ?
C3 C2 C1 122.8(2) . . ?
C3 C2 H2 118.6 . . ?
C1 C2 H2 118.6 . . ?
C2 C3 C5 118.6(2) . . ?
C2 C3 C4 122.4(2) . . ?
C5 C3 C4 119.0(3) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C10 C5 C6 117.1(2) . . ?
C10 C5 C3 118.4(2) . . ?
C6 C5 C3 124.5(2) . . ?
C7 C6 C5 121.3(2) . . ?
C7 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
C6 C7 C8 119.4(2) . . ?
C6 C7 H7 120.3 . . ?
C8 C7 H7 120.3 . . ?
O3 C8 C9 124.2(2) . . ?
O3 C8 C7 114.9(2) . . ?
C9 C8 C7 121.0(2) . . ?
C10 C9 C8 117.8(2) . . ?
C10 C9 H9 121.1 . . ?
C8 C9 H9 121.1 . . ?
O2 C10 C9 115.0(2) . . ?
O2 C10 C5 121.7(2) . . ?
C9 C10 C5 123.3(2) . . ?
O4 C11 O3 112.52(18) . . ?
O4 C11 C16 112.85(18) . . ?
O3 C11 C16 104.25(17) . . ?
O4 C11 H11 109.0 . . ?
O3 C11 H11 109.0 . . ?
C16 C11 H11 109.0 . . ?
O4 C12 C13 107.32(17) . . ?
O4 C12 C14 110.58(16) . . ?
C13 C12 C14 111.36(18) . . ?
O4 C12 H12 109.2 . . ?
C13 C12 H12 109.2 . . ?
C14 C12 H12 109.2 . . ?
O5 C13 C12 114.07(18) . . ?
O5 C13 H13A 108.7 . . ?
C12 C13 H13A 108.7 . . ?
O5 C13 H13B 108.7 . . ?
C12 C13 H13B 108.7 . . ?
H13A C13 H13B 107.6 . . ?
O6 C14 C15 111.62(18) . . ?
O6 C14 C12 106.71(17) . . ?
C15 C14 C12 108.79(17) . . ?
O6 C14 H14 109.9 . . ?
C15 C14 H14 109.9 . . ?
C12 C14 H14 109.9 . . ?
O7 C15 C16 110.97(17) . . ?
O7 C15 C14 112.62(18) . . ?
C16 C15 C14 110.82(18) . . ?
O7 C15 H15 107.4 . . ?
C16 C15 H15 107.4 . . ?
C14 C15 H15 107.4 . . ?
O8 C16 C15 108.14(18) . . ?
O8 C16 C11 109.74(18) . . ?
C15 C16 C11 108.98(17) . . ?
O8 C16 H16 110.0 . . ?
C15 C16 H16 110.0 . . ?
C11 C16 H16 110.0 . . ?
C17 O10 C26 121.38(18) . . ?
C24 O11 C27 116.60(17) . . ?
C27 O12 C28 112.83(16) . . ?
C29 O13 H13 109(3) . . ?
C30 O14 H14A 107(3) . . ?
C31 O15 H15A 115(3) . . ?
C32 O16 H16A 108(2) . . ?
O9 C17 O10 116.6(2) . . ?
O9 C17 C18 125.7(2) . . ?
O10 C17 C18 117.8(2) . . ?
C19 C18 C17 122.0(2) . . ?
C19 C18 H18 119.0 . . ?
C17 C18 H18 119.0 . . ?
C18 C19 C21 119.4(2) . . ?
C18 C19 C20 121.9(2) . . ?
C21 C19 C20 118.8(2) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C26 C21 C22 117.4(2) . . ?
C26 C21 C19 118.0(2) . . ?
C22 C21 C19 124.6(2) . . ?
C23 C22 C21 121.1(2) . . ?
C23 C22 H22 119.4 . . ?
C21 C22 H22 119.4 . . ?
C22 C23 C24 119.7(2) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
O11 C24 C25 124.2(2) . . ?
O11 C24 C23 114.7(2) . . ?
C25 C24 C23 121.1(2) . . ?
C24 C25 C26 117.8(2) . . ?
C24 C25 H25 121.1 . . ?
C26 C25 H25 121.1 . . ?
O10 C26 C25 115.7(2) . . ?
O10 C26 C21 121.5(2) . . ?
C25 C26 C21 122.8(2) . . ?
O12 C27 O11 111.81(17) . . ?
O12 C27 C32 113.44(18) . . ?
O11 C27 C32 106.33(17) . . ?
O12 C27 H27 108.4 . . ?
O11 C27 H27 108.4 . . ?
C32 C27 H27 108.4 . . ?
O12 C28 C29 105.89(17) . . ?
O12 C28 C30 108.45(17) . . ?
C29 C28 C30 113.01(17) . . ?
O12 C28 H28 109.8 . . ?
C29 C28 H28 109.8 . . ?
C30 C28 H28 109.8 . . ?
O13 C29 C28 110.51(18) . . ?
O13 C29 H29A 109.5 . . ?
C28 C29 H29A 109.5 . . ?
O13 C29 H29B 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 108.1 . . ?
O14 C30 C31 111.47(17) . . ?
O14 C30 C28 107.50(17) . . ?
C31 C30 C28 108.98(17) . . ?
O14 C30 H30 109.6 . . ?
C31 C30 H30 109.6 . . ?
C28 C30 H30 109.6 . . ?
O15 C31 C30 107.10(17) . . ?
O15 C31 C32 110.86(18) . . ?
C30 C31 C32 110.20(18) . . ?
O15 C31 H31 109.5 . . ?
C30 C31 H31 109.5 . . ?
C32 C31 H31 109.5 . . ?
O16 C32 C27 105.23(19) . . ?
O16 C32 C31 112.70(18) . . ?
C27 C32 C31 110.93(17) . . ?
O16 C32 H32 109.3 . . ?
C27 C32 H32 109.3 . . ?
C31 C32 H32 109.3 . . ?

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
C10 O2 C1 O1 178.0(2) . . . . ?
C10 O2 C1 C2 -2.2(3) . . . . ?
O1 C1 C2 C3 -178.5(3) . . . . ?
O2 C1 C2 C3 1.7(4) . . . . ?
C1 C2 C3 C5 0.3(4) . . . . ?
C1 C2 C3 C4 -179.0(2) . . . . ?
C2 C3 C5 C10 -1.9(4) . . . . ?
C4 C3 C5 C10 177.5(2) . . . . ?
C2 C3 C5 C6 178.3(2) . . . . ?
C4 C3 C5 C6 -2.3(4) . . . . ?
C10 C5 C6 C7 -1.0(3) . . . . ?
C3 C5 C6 C7 178.8(2) . . . . ?
C5 C6 C7 C8 1.5(3) . . . . ?
C11 O3 C8 C9 -9.2(3) . . . . ?
C11 O3 C8 C7 170.92(19) . . . . ?
C6 C7 C8 O3 179.0(2) . . . . ?
C6 C7 C8 C9 -0.9(3) . . . . ?
O3 C8 C9 C10 179.87(19) . . . . ?
C7 C8 C9 C10 -0.3(3) . . . . ?
C1 O2 C10 C9 -177.9(2) . . . . ?
C1 O2 C10 C5 0.7(3) . . . . ?
C8 C9 C10 O2 179.47(19) . . . . ?
C8 C9 C10 C5 0.8(3) . . . . ?
C6 C5 C10 O2 -178.7(2) . . . . ?
C3 C5 C10 O2 1.4(3) . . . . ?
C6 C5 C10 C9 -0.2(3) . . . . ?
C3 C5 C10 C9 179.9(2) . . . . ?
C12 O4 C11 O3 60.6(2) . . . . ?
C12 O4 C11 C16 -57.1(2) . . . . ?
C8 O3 C11 O4 68.6(2) . . . . ?
C8 O3 C11 C16 -168.78(17) . . . . ?
C11 O4 C12 C13 179.35(17) . . . . ?
C11 O4 C12 C14 57.7(2) . . . . ?
O4 C12 C13 O5 59.7(2) . . . . ?
C14 C12 C13 O5 -179.12(19) . . . . ?
O4 C12 C14 O6 -176.60(18) . . . . ?
C13 C12 C14 O6 64.2(2) . . . . ?
O4 C12 C14 C15 -56.0(2) . . . . ?
C13 C12 C14 C15 -175.26(19) . . . . ?
O6 C14 C15 O7 -61.3(2) . . . . ?
C12 C14 C15 O7 -178.76(17) . . . . ?
O6 C14 C15 C16 173.76(18) . . . . ?
C12 C14 C15 C16 56.3(2) . . . . ?
O7 C15 C16 O8 -61.2(2) . . . . ?
C14 C15 C16 O8 64.7(2) . . . . ?
O7 C15 C16 C11 179.55(17) . . . . ?
C14 C15 C16 C11 -54.5(2) . . . . ?
O4 C11 C16 O8 -64.0(2) . . . . ?
O3 C11 C16 O8 173.63(17) . . . . ?
O4 C11 C16 C15 54.3(2) . . . . ?
O3 C11 C16 C15 -68.1(2) . . . . ?
C26 O10 C17 O9 178.55(19) . . . . ?
C26 O10 C17 C18 -1.6(3) . . . . ?
O9 C17 C18 C19 -178.5(2) . . . . ?
O10 C17 C18 C19 1.6(3) . . . . ?
C17 C18 C19 C21 -0.5(4) . . . . ?
C17 C18 C19 C20 -179.8(2) . . . . ?
C18 C19 C21 C26 -0.7(3) . . . . ?
C20 C19 C21 C26 178.7(2) . . . . ?
C18 C19 C21 C22 178.4(2) . . . . ?
C20 C19 C21 C22 -2.2(4) . . . . ?
C26 C21 C22 C23 -2.0(4) . . . . ?
C19 C21 C22 C23 178.9(2) . . . . ?
C21 C22 C23 C24 0.5(4) . . . . ?
C27 O11 C24 C25 -7.2(3) . . . . ?
C27 O11 C24 C23 171.97(19) . . . . ?
C22 C23 C24 O11 -177.3(2) . . . . ?
C22 C23 C24 C25 1.8(3) . . . . ?
O11 C24 C25 C26 176.65(19) . . . . ?
C23 C24 C25 C26 -2.4(3) . . . . ?
C17 O10 C26 C25 -179.42(19) . . . . ?
C17 O10 C26 C21 0.4(3) . . . . ?
C24 C25 C26 O10 -179.33(19) . . . . ?
C24 C25 C26 C21 0.8(3) . . . . ?
C22 C21 C26 O10 -178.5(2) . . . . ?
C19 C21 C26 O10 0.7(3) . . . . ?
C22 C21 C26 C25 1.4(3) . . . . ?
C19 C21 C26 C25 -179.4(2) . . . . ?
C28 O12 C27 O11 62.8(2) . . . . ?
C28 O12 C27 C32 -57.5(2) . . . . ?
C24 O11 C27 O12 72.5(2) . . . . ?
C24 O11 C27 C32 -163.18(17) . . . . ?
C27 O12 C28 C29 -175.15(17) . . . . ?
C27 O12 C28 C30 63.3(2) . . . . ?
O12 C28 C29 O13 171.89(17) . . . . ?
C30 C28 C29 O13 -69.5(2) . . . . ?
O12 C28 C30 O14 177.06(16) . . . . ?
C29 C28 C30 O14 60.0(2) . . . . ?
O12 C28 C30 C31 -62.0(2) . . . . ?
C29 C28 C30 C31 -179.07(18) . . . . ?
O14 C30 C31 O15 -64.9(2) . . . . ?
C28 C30 C31 O15 176.62(17) . . . . ?
O14 C30 C31 C32 174.44(17) . . . . ?
C28 C30 C31 C32 55.9(2) . . . . ?
O12 C27 C32 O16 -72.8(2) . . . . ?
O11 C27 C32 O16 163.89(17) . . . . ?
O12 C27 C32 C31 49.3(2) . . . . ?
O11 C27 C32 C31 -74.0(2) . . . . ?
O15 C31 C32 O16 -49.6(2) . . . . ?
C30 C31 C32 O16 68.8(2) . . . . ?
O15 C31 C32 C27 -167.28(17) . . . . ?
C30 C31 C32 C27 -48.9(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O5 H5A O9 0.93(4) 1.92(4) 2.836(3) 172(4) . yes
O6 H6A O1 0.80(4) 2.02(4) 2.813(3) 175(3) 1_556 yes
O8 H8A O5 0.74(4) 2.09(4) 2.805(3) 163(5) 1_455 yes
O13 H13 O14 0.90(5) 1.95(5) 2.693(2) 140(4) . yes
O14 H14A O9 0.80(4) 2.02(4) 2.794(2) 164(4) 1_544 yes
O15 H15A O13 0.88(5) 1.94(5) 2.810(2) 170(5) 1_655 yes
O16 H16A O7 0.84(4) 2.23(4) 2.940(3) 143(3) 1_644 yes
O16 H16A O15 0.84(4) 2.33(4) 2.809(3) 116(3) . yes

_refine_diff_density_max         0.220
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.043

