# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_DATA
_database_code_depnum_ccdc_archive 'CCDC 2216859'
loop_
_audit_author_name
_audit_author_address
'Agnieszka Czapik'
;Adam Mickiewicz University in Poznan
Poland
;
_audit_update_record             
;
2022-11-01 deposited with the CCDC.	2023-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H25 B O4'
_chemical_formula_sum            'C16 H25 B O4'
_chemical_formula_weight         292.17

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'
B B 0.0090 0.0039 '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      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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, y+1/2, -z'

_cell_length_a                   6.4643(2)
_cell_length_b                   21.3155(7)
_cell_length_c                   11.9798(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.899(3)
_cell_angle_gamma                90
_cell_volume                     1649.79(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8028
_cell_measurement_theta_min      3.6920
_cell_measurement_theta_max      76.4470

_exptl_crystal_description       irregular
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.176
_exptl_crystal_F_000             632
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.658
_shelx_estimated_absorpt_T_min   0.735
_shelx_estimated_absorpt_T_max   0.968
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.70110
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.118a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            12931
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.692
_diffrn_reflns_theta_max         68.218
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.866
_diffrn_reflns_point_group_measured_fraction_full 0.867
_reflns_number_total             5241
_reflns_number_gt                5091
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.687
_reflns_Friedel_fraction_max     0.726
_reflns_Friedel_fraction_full    0.729

_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'CrysAlisPro 1.171.41.118a'
_computing_cell_refinement       'CrysAlisPro 1.171.41.118a'
_computing_data_reduction        'CrysAlisPro 1.171.41.118a'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1281P)²+0.8994P] 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 1912 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.41(11)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5241
_refine_ls_number_parameters     392
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0696
_refine_ls_R_factor_gt           0.0686
_refine_ls_wR_factor_ref         0.1823
_refine_ls_wR_factor_gt          0.1812
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_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
O1A O 1.0672(5) 0.36496(18) 0.6636(3) 0.0280(7) Uani 1 1 d . . . . .
H1A H 1.000474 0.370185 0.602906 0.042 Uiso 1 1 calc R U . . .
O2A O 0.6993(5) 0.41607(19) 0.6202(3) 0.0302(8) Uani 1 1 d . . . . .
O3A O 0.4744(5) 0.63503(15) 1.0802(2) 0.0228(7) Uani 1 1 d . . . . .
O4A O 0.4048(6) 0.62325(16) 1.2645(3) 0.0277(7) Uani 1 1 d . . . . .
C1A C 0.9475(7) 0.3824(2) 0.7501(4) 0.0237(9) Uani 1 1 d . . . . .
C2A C 0.7511(8) 0.4078(2) 0.7302(4) 0.0244(9) Uani 1 1 d . . . . .
C3A C 0.6269(7) 0.4227(2) 0.8194(4) 0.0247(10) Uani 1 1 d . . . . .
H3A H 0.493122 0.439977 0.805461 0.030 Uiso 1 1 calc R U . . .
C4A C 0.6990(8) 0.4122(2) 0.9300(4) 0.0253(10) Uani 1 1 d . . . . .
C5A C 0.8951(8) 0.3895(2) 0.9483(4) 0.0262(10) Uani 1 1 d . . . . .
H5A H 0.947654 0.384453 1.022754 0.031 Uiso 1 1 calc R U . . .
C6A C 1.0196(7) 0.3737(2) 0.8593(4) 0.0253(10) Uani 1 1 d . . . . .
H6A H 1.153973 0.356855 0.873640 0.030 Uiso 1 1 calc R U . . .
C7A C 0.5640(8) 0.4301(2) 1.0268(4) 0.0275(10) Uani 1 1 d . . . . .
H7AA H 0.418439 0.419027 1.007630 0.033 Uiso 1 1 calc R U . . .
H7AB H 0.607913 0.405589 1.093663 0.033 Uiso 1 1 calc R U . . .
C8A C 0.5766(8) 0.4997(2) 1.0545(4) 0.0286(10) Uani 1 1 d . . . . .
H8AA H 0.537098 0.523895 0.986540 0.034 Uiso 1 1 calc R U . . .
H8AB H 0.722124 0.510236 1.074861 0.034 Uiso 1 1 calc R U . . .
C9A C 0.4397(8) 0.5208(2) 1.1494(4) 0.0249(10) Uani 1 1 d . . . . .
H9AA H 0.488822 0.500412 1.219662 0.030 Uiso 1 1 calc R U . . .
H9AB H 0.296044 0.506596 1.133163 0.030 Uiso 1 1 calc R U . . .
C10A C 0.4127(7) 0.6972(2) 1.1197(4) 0.0233(9) Uani 1 1 d . . . . .
C11A C 0.4501(8) 0.6901(2) 1.2488(4) 0.0264(10) Uani 1 1 d . . . . .
C12A C 0.5445(8) 0.7464(2) 1.0660(4) 0.0294(11) Uani 1 1 d . . . . .
H12A H 0.691068 0.735719 1.077793 0.044 Uiso 1 1 calc R U . . .
H12B H 0.517463 0.787410 1.099595 0.044 Uiso 1 1 calc R U . . .
H12C H 0.510723 0.748123 0.985696 0.044 Uiso 1 1 calc R U . . .
C13A C 0.1855(8) 0.7057(2) 1.0860(4) 0.0285(10) Uani 1 1 d . . . . .
H13A H 0.166966 0.700132 1.005109 0.043 Uiso 1 1 calc R U . . .
H13B H 0.140710 0.747953 1.106644 0.043 Uiso 1 1 calc R U . . .
H13C H 0.102463 0.674519 1.124614 0.043 Uiso 1 1 calc R U . . .
C14A C 0.6734(8) 0.7002(3) 1.2861(4) 0.0324(11) Uani 1 1 d . . . . .
H14A H 0.694561 0.685313 1.362990 0.049 Uiso 1 1 calc R U . . .
H14B H 0.706590 0.745003 1.282437 0.049 Uiso 1 1 calc R U . . .
H14C H 0.763918 0.676816 1.236883 0.049 Uiso 1 1 calc R U . . .
C15A C 0.3064(9) 0.7292(3) 1.3173(4) 0.0327(11) Uani 1 1 d . . . . .
H15A H 0.163588 0.714879 1.304027 0.049 Uiso 1 1 calc R U . . .
H15B H 0.317554 0.773355 1.295603 0.049 Uiso 1 1 calc R U . . .
H15C H 0.344652 0.724680 1.396740 0.049 Uiso 1 1 calc R U . . .
C16A C 0.5117(8) 0.4483(3) 0.5936(4) 0.0324(11) Uani 1 1 d . . . . .
H16A H 0.496792 0.453650 0.512499 0.049 Uiso 1 1 calc R U . . .
H16B H 0.514375 0.489598 0.629707 0.049 Uiso 1 1 calc R U . . .
H16C H 0.394651 0.423998 0.620341 0.049 Uiso 1 1 calc R U . . .
B1A B 0.4397(8) 0.5940(3) 1.1667(4) 0.0236(10) Uani 1 1 d . . . . .
O1B O 0.5617(5) 0.63962(17) 0.8472(3) 0.0272(7) Uani 1 1 d . . . . .
H1B H 0.493684 0.640375 0.905677 0.041 Uiso 1 1 calc R U . . .
O2B O 0.1980(5) 0.58817(19) 0.8857(3) 0.0317(8) Uani 1 1 d . . . . .
O3B O -0.0055(5) 0.36588(16) 0.4235(3) 0.0244(7) Uani 1 1 d . . . . .
O4B O 0.0093(5) 0.38056(15) 0.2356(3) 0.0236(7) Uani 1 1 d . . . . .
C00Z C 0.0098(8) 0.5582(3) 0.9112(4) 0.0355(12) Uani 1 1 d . . . . .
H00A H 0.000559 0.517770 0.872300 0.053 Uiso 1 1 calc R U . . .
H00B H -0.106922 0.584765 0.886995 0.053 Uiso 1 1 calc R U . . .
H00C H 0.005604 0.551215 0.991959 0.053 Uiso 1 1 calc R U . . .
C1B C 0.4347(7) 0.6224(2) 0.7588(4) 0.0247(9) Uani 1 1 d . . . . .
C2B C 0.2415(8) 0.5970(2) 0.7763(4) 0.0256(10) Uani 1 1 d . . . . .
C3B C 0.1100(8) 0.5820(2) 0.6851(4) 0.0259(10) Uani 1 1 d . . . . .
H3B H -0.022575 0.564537 0.697195 0.031 Uiso 1 1 calc R U . . .
C4B C 0.1729(8) 0.5927(2) 0.5764(4) 0.0259(10) Uani 1 1 d . . . . .
C5B C 0.3671(8) 0.6167(3) 0.5605(4) 0.0289(11) Uani 1 1 d . . . . .
H5B H 0.412596 0.622816 0.486677 0.035 Uiso 1 1 calc R U . . .
C6B C 0.4979(8) 0.6322(2) 0.6506(4) 0.0255(10) Uani 1 1 d . . . . .
H6B H 0.630688 0.649415 0.638232 0.031 Uiso 1 1 calc R U . . .
C7B C 0.0307(9) 0.5738(2) 0.4791(4) 0.0293(11) Uani 1 1 d . . . . .
H7BA H 0.055043 0.601424 0.414432 0.035 Uiso 1 1 calc R U . . .
H7BB H -0.115295 0.578818 0.500028 0.035 Uiso 1 1 calc R U . . .
C8B C 0.0708(8) 0.5051(2) 0.4468(4) 0.0281(10) Uani 1 1 d . . . . .
H8BA H 0.214774 0.501581 0.421742 0.034 Uiso 1 1 calc R U . . .
H8BB H 0.059604 0.478757 0.514415 0.034 Uiso 1 1 calc R U . . .
C9B C -0.0747(8) 0.4786(2) 0.3553(4) 0.0284(11) Uani 1 1 d . . . . .
H9BA H -0.057559 0.502200 0.285074 0.034 Uiso 1 1 calc R U . . .
H9BB H -0.220092 0.483153 0.377555 0.034 Uiso 1 1 calc R U . . .
C10B C 0.0859(7) 0.3089(2) 0.3806(4) 0.0235(10) Uani 1 1 d . . . . .
C11B C 0.0264(7) 0.3130(2) 0.2529(4) 0.0241(10) Uani 1 1 d . . . . .
C12B C -0.0021(9) 0.2527(3) 0.4395(4) 0.0306(11) Uani 1 1 d . . . . .
H12D H 0.041456 0.253674 0.518619 0.046 Uiso 1 1 calc R U . . .
H12E H 0.048794 0.214107 0.405290 0.046 Uiso 1 1 calc R U . . .
H12F H -0.153547 0.253732 0.432759 0.046 Uiso 1 1 calc R U . . .
C13B C 0.1884(9) 0.2872(3) 0.1769(4) 0.0311(11) Uani 1 1 d . . . . .
H13D H 0.317971 0.310469 0.188764 0.047 Uiso 1 1 calc R U . . .
H13E H 0.140115 0.291574 0.098898 0.047 Uiso 1 1 calc R U . . .
H13F H 0.212105 0.242708 0.193877 0.047 Uiso 1 1 calc R U . . .
C014 C 0.3190(8) 0.3135(3) 0.4053(5) 0.0312(11) Uani 1 1 d . . . . .
H01A H 0.375353 0.349233 0.364824 0.047 Uiso 1 1 calc R U . . .
H01B H 0.386233 0.274780 0.381191 0.047 Uiso 1 1 calc R U . . .
H01C H 0.344952 0.319301 0.485688 0.047 Uiso 1 1 calc R U . . .
C14B C -0.1843(9) 0.2847(3) 0.2236(4) 0.0328(11) Uani 1 1 d . . . . .
H14D H -0.176920 0.238985 0.230820 0.049 Uiso 1 1 calc R U . . .
H14E H -0.225064 0.295779 0.146535 0.049 Uiso 1 1 calc R U . . .
H14F H -0.286729 0.301213 0.274451 0.049 Uiso 1 1 calc R U . . .
B1B B -0.0239(8) 0.4073(3) 0.3363(4) 0.0248(11) 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
O1A C1A 1.366(6) . ?
O1A H1A 0.8400 . ?
O2A C2A 1.361(6) . ?
O2A C16A 1.421(6) . ?
O3A B1A 1.380(6) . ?
O3A C10A 1.467(5) . ?
O4A B1A 1.353(6) . ?
O4A C11A 1.469(6) . ?
C1A C6A 1.386(7) . ?
C1A C2A 1.393(7) . ?
C2A C3A 1.394(7) . ?
C3A C4A 1.408(7) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.368(7) . ?
C4A C7A 1.523(7) . ?
C5A C6A 1.399(7) . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
C7A C8A 1.521(7) . ?
C7A H7AA 0.9900 . ?
C7A H7AB 0.9900 . ?
C8A C9A 1.531(7) . ?
C8A H8AA 0.9900 . ?
C8A H8AB 0.9900 . ?
C9A B1A 1.574(7) . ?
C9A H9AA 0.9900 . ?
C9A H9AB 0.9900 . ?
C10A C12A 1.509(7) . ?
C10A C13A 1.521(7) . ?
C10A C11A 1.565(6) . ?
C11A C15A 1.510(7) . ?
C11A C14A 1.512(8) . ?
C12A H12A 0.9800 . ?
C12A H12B 0.9800 . ?
C12A H12C 0.9800 . ?
C13A H13A 0.9800 . ?
C13A H13B 0.9800 . ?
C13A H13C 0.9800 . ?
C14A H14A 0.9800 . ?
C14A H14B 0.9800 . ?
C14A H14C 0.9800 . ?
C15A H15A 0.9800 . ?
C15A H15B 0.9800 . ?
C15A H15C 0.9800 . ?
C16A H16A 0.9800 . ?
C16A H16B 0.9800 . ?
C16A H16C 0.9800 . ?
O1B C1B 1.369(6) . ?
O1B H1B 0.8400 . ?
O2B C2B 1.363(6) . ?
O2B C00Z 1.417(6) . ?
O3B B1B 1.369(7) . ?
O3B C10B 1.451(6) . ?
O4B B1B 1.358(7) . ?
O4B C11B 1.459(6) . ?
C00Z H00A 0.9800 . ?
C00Z H00B 0.9800 . ?
C00Z H00C 0.9800 . ?
C1B C2B 1.383(7) . ?
C1B C6B 1.387(7) . ?
C2B C3B 1.398(7) . ?
C3B C4B 1.395(7) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.375(8) . ?
C4B C7B 1.515(7) . ?
C5B C6B 1.389(7) . ?
C5B H5B 0.9500 . ?
C6B H6B 0.9500 . ?
C7B C8B 1.539(7) . ?
C7B H7BA 0.9900 . ?
C7B H7BB 0.9900 . ?
C8B C9B 1.529(7) . ?
C8B H8BA 0.9900 . ?
C8B H8BB 0.9900 . ?
C9B B1B 1.574(8) . ?
C9B H9BA 0.9900 . ?
C9B H9BB 0.9900 . ?
C10B C12B 1.512(7) . ?
C10B C014 1.529(7) . ?
C10B C11B 1.568(6) . ?
C11B C13B 1.514(7) . ?
C11B C14B 1.520(7) . ?
C12B H12D 0.9800 . ?
C12B H12E 0.9800 . ?
C12B H12F 0.9800 . ?
C13B H13D 0.9800 . ?
C13B H13E 0.9800 . ?
C13B H13F 0.9800 . ?
C014 H01A 0.9800 . ?
C014 H01B 0.9800 . ?
C014 H01C 0.9800 . ?
C14B H14D 0.9800 . ?
C14B H14E 0.9800 . ?
C14B H14F 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
C1A O1A H1A 109.5 . . ?
C2A O2A C16A 117.4(4) . . ?
B1A O3A C10A 106.1(4) . . ?
B1A O4A C11A 107.3(4) . . ?
O1A C1A C6A 119.9(4) . . ?
O1A C1A C2A 120.8(4) . . ?
C6A C1A C2A 119.3(4) . . ?
O2A C2A C1A 114.2(4) . . ?
O2A C2A C3A 125.7(4) . . ?
C1A C2A C3A 120.1(4) . . ?
C2A C3A C4A 120.3(5) . . ?
C2A C3A H3A 119.9 . . ?
C4A C3A H3A 119.9 . . ?
C5A C4A C3A 118.9(4) . . ?
C5A C4A C7A 121.2(4) . . ?
C3A C4A C7A 119.8(5) . . ?
C4A C5A C6A 121.1(4) . . ?
C4A C5A H5A 119.4 . . ?
C6A C5A H5A 119.4 . . ?
C1A C6A C5A 120.2(5) . . ?
C1A C6A H6A 119.9 . . ?
C5A C6A H6A 119.9 . . ?
C8A C7A C4A 112.5(4) . . ?
C8A C7A H7AA 109.1 . . ?
C4A C7A H7AA 109.1 . . ?
C8A C7A H7AB 109.1 . . ?
C4A C7A H7AB 109.1 . . ?
H7AA C7A H7AB 107.8 . . ?
C7A C8A C9A 114.9(4) . . ?
C7A C8A H8AA 108.6 . . ?
C9A C8A H8AA 108.6 . . ?
C7A C8A H8AB 108.6 . . ?
C9A C8A H8AB 108.6 . . ?
H8AA C8A H8AB 107.5 . . ?
C8A C9A B1A 113.0(4) . . ?
C8A C9A H9AA 109.0 . . ?
B1A C9A H9AA 109.0 . . ?
C8A C9A H9AB 109.0 . . ?
B1A C9A H9AB 109.0 . . ?
H9AA C9A H9AB 107.8 . . ?
O3A C10A C12A 109.1(4) . . ?
O3A C10A C13A 107.0(4) . . ?
C12A C10A C13A 111.0(4) . . ?
O3A C10A C11A 101.4(4) . . ?
C12A C10A C11A 114.7(4) . . ?
C13A C10A C11A 113.0(4) . . ?
O4A C11A C15A 109.7(4) . . ?
O4A C11A C14A 107.0(4) . . ?
C15A C11A C14A 111.1(4) . . ?
O4A C11A C10A 101.3(4) . . ?
C15A C11A C10A 114.0(4) . . ?
C14A C11A C10A 113.1(4) . . ?
C10A C12A H12A 109.5 . . ?
C10A C12A H12B 109.5 . . ?
H12A C12A H12B 109.5 . . ?
C10A C12A H12C 109.5 . . ?
H12A C12A H12C 109.5 . . ?
H12B C12A H12C 109.5 . . ?
C10A C13A H13A 109.5 . . ?
C10A C13A H13B 109.5 . . ?
H13A C13A H13B 109.5 . . ?
C10A C13A H13C 109.5 . . ?
H13A C13A H13C 109.5 . . ?
H13B C13A H13C 109.5 . . ?
C11A C14A H14A 109.5 . . ?
C11A C14A H14B 109.5 . . ?
H14A C14A H14B 109.5 . . ?
C11A C14A H14C 109.5 . . ?
H14A C14A H14C 109.5 . . ?
H14B C14A H14C 109.5 . . ?
C11A C15A H15A 109.5 . . ?
C11A C15A H15B 109.5 . . ?
H15A C15A H15B 109.5 . . ?
C11A C15A H15C 109.5 . . ?
H15A C15A H15C 109.5 . . ?
H15B C15A H15C 109.5 . . ?
O2A C16A H16A 109.5 . . ?
O2A C16A H16B 109.5 . . ?
H16A C16A H16B 109.5 . . ?
O2A C16A H16C 109.5 . . ?
H16A C16A H16C 109.5 . . ?
H16B C16A H16C 109.5 . . ?
O4A B1A O3A 113.2(5) . . ?
O4A B1A C9A 124.8(4) . . ?
O3A B1A C9A 121.9(4) . . ?
C1B O1B H1B 109.5 . . ?
C2B O2B C00Z 118.4(4) . . ?
B1B O3B C10B 107.1(4) . . ?
B1B O4B C11B 107.5(4) . . ?
O2B C00Z H00A 109.5 . . ?
O2B C00Z H00B 109.5 . . ?
H00A C00Z H00B 109.5 . . ?
O2B C00Z H00C 109.5 . . ?
H00A C00Z H00C 109.5 . . ?
H00B C00Z H00C 109.5 . . ?
O1B C1B C2B 120.6(4) . . ?
O1B C1B C6B 119.6(4) . . ?
C2B C1B C6B 119.7(4) . . ?
O2B C2B C1B 114.5(4) . . ?
O2B C2B C3B 125.5(5) . . ?
C1B C2B C3B 120.0(4) . . ?
C4B C3B C2B 120.2(5) . . ?
C4B C3B H3B 119.9 . . ?
C2B C3B H3B 119.9 . . ?
C5B C4B C3B 119.1(4) . . ?
C5B C4B C7B 121.7(4) . . ?
C3B C4B C7B 119.1(5) . . ?
C4B C5B C6B 121.0(4) . . ?
C4B C5B H5B 119.5 . . ?
C6B C5B H5B 119.5 . . ?
C1B C6B C5B 120.0(5) . . ?
C1B C6B H6B 120.0 . . ?
C5B C6B H6B 120.0 . . ?
C4B C7B C8B 110.1(4) . . ?
C4B C7B H7BA 109.6 . . ?
C8B C7B H7BA 109.6 . . ?
C4B C7B H7BB 109.6 . . ?
C8B C7B H7BB 109.6 . . ?
H7BA C7B H7BB 108.2 . . ?
C9B C8B C7B 115.3(4) . . ?
C9B C8B H8BA 108.5 . . ?
C7B C8B H8BA 108.5 . . ?
C9B C8B H8BB 108.5 . . ?
C7B C8B H8BB 108.5 . . ?
H8BA C8B H8BB 107.5 . . ?
C8B C9B B1B 109.5(4) . . ?
C8B C9B H9BA 109.8 . . ?
B1B C9B H9BA 109.8 . . ?
C8B C9B H9BB 109.8 . . ?
B1B C9B H9BB 109.8 . . ?
H9BA C9B H9BB 108.2 . . ?
O3B C10B C12B 109.5(4) . . ?
O3B C10B C014 106.8(4) . . ?
C12B C10B C014 110.1(4) . . ?
O3B C10B C11B 102.1(4) . . ?
C12B C10B C11B 114.5(4) . . ?
C014 C10B C11B 113.2(4) . . ?
O4B C11B C13B 108.9(4) . . ?
O4B C11B C14B 107.2(4) . . ?
C13B C11B C14B 110.5(4) . . ?
O4B C11B C10B 102.0(4) . . ?
C13B C11B C10B 114.5(4) . . ?
C14B C11B C10B 113.1(4) . . ?
C10B C12B H12D 109.5 . . ?
C10B C12B H12E 109.5 . . ?
H12D C12B H12E 109.5 . . ?
C10B C12B H12F 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
C11B C13B H13D 109.5 . . ?
C11B C13B H13E 109.5 . . ?
H13D C13B H13E 109.5 . . ?
C11B C13B H13F 109.5 . . ?
H13D C13B H13F 109.5 . . ?
H13E C13B H13F 109.5 . . ?
C10B C014 H01A 109.5 . . ?
C10B C014 H01B 109.5 . . ?
H01A C014 H01B 109.5 . . ?
C10B C014 H01C 109.5 . . ?
H01A C014 H01C 109.5 . . ?
H01B C014 H01C 109.5 . . ?
C11B C14B H14D 109.5 . . ?
C11B C14B H14E 109.5 . . ?
H14D C14B H14E 109.5 . . ?
C11B C14B H14F 109.5 . . ?
H14D C14B H14F 109.5 . . ?
H14E C14B H14F 109.5 . . ?
O4B B1B O3B 113.3(5) . . ?
O4B B1B C9B 125.0(5) . . ?
O3B B1B C9B 121.7(4) . . ?

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
C16A O2A C2A C1A -173.0(4) . . . . ?
C16A O2A C2A C3A 6.7(8) . . . . ?
O1A C1A C2A O2A -3.3(7) . . . . ?
C6A C1A C2A O2A 178.0(4) . . . . ?
O1A C1A C2A C3A 177.1(4) . . . . ?
C6A C1A C2A C3A -1.7(7) . . . . ?
O2A C2A C3A C4A -179.6(5) . . . . ?
C1A C2A C3A C4A 0.1(7) . . . . ?
C2A C3A C4A C5A 2.5(7) . . . . ?
C2A C3A C4A C7A 178.6(5) . . . . ?
C3A C4A C5A C6A -3.4(7) . . . . ?
C7A C4A C5A C6A -179.4(5) . . . . ?
O1A C1A C6A C5A -178.0(4) . . . . ?
C2A C1A C6A C5A 0.8(7) . . . . ?
C4A C5A C6A C1A 1.8(8) . . . . ?
C5A C4A C7A C8A 95.0(6) . . . . ?
C3A C4A C7A C8A -81.0(6) . . . . ?
C4A C7A C8A C9A 178.5(4) . . . . ?
C7A C8A C9A B1A -174.0(4) . . . . ?
B1A O3A C10A C12A 149.0(4) . . . . ?
B1A O3A C10A C13A -90.9(4) . . . . ?
B1A O3A C10A C11A 27.6(4) . . . . ?
B1A O4A C11A C15A 146.3(4) . . . . ?
B1A O4A C11A C14A -93.1(4) . . . . ?
B1A O4A C11A C10A 25.6(5) . . . . ?
O3A C10A C11A O4A -31.9(4) . . . . ?
C12A C10A C11A O4A -149.2(4) . . . . ?
C13A C10A C11A O4A 82.3(5) . . . . ?
O3A C10A C11A C15A -149.5(4) . . . . ?
C12A C10A C11A C15A 93.1(5) . . . . ?
C13A C10A C11A C15A -35.4(6) . . . . ?
O3A C10A C11A C14A 82.3(5) . . . . ?
C12A C10A C11A C14A -35.1(6) . . . . ?
C13A C10A C11A C14A -163.6(4) . . . . ?
C11A O4A B1A O3A -9.2(5) . . . . ?
C11A O4A B1A C9A 171.4(4) . . . . ?
C10A O3A B1A O4A -13.0(5) . . . . ?
C10A O3A B1A C9A 166.4(4) . . . . ?
C8A C9A B1A O4A -152.9(5) . . . . ?
C8A C9A B1A O3A 27.8(6) . . . . ?
C00Z O2B C2B C1B -175.5(5) . . . . ?
C00Z O2B C2B C3B 3.8(8) . . . . ?
O1B C1B C2B O2B -3.3(7) . . . . ?
C6B C1B C2B O2B 178.6(4) . . . . ?
O1B C1B C2B C3B 177.3(4) . . . . ?
C6B C1B C2B C3B -0.8(7) . . . . ?
O2B C2B C3B C4B -179.4(5) . . . . ?
C1B C2B C3B C4B -0.1(7) . . . . ?
C2B C3B C4B C5B 1.5(7) . . . . ?
C2B C3B C4B C7B 177.7(4) . . . . ?
C3B C4B C5B C6B -2.0(7) . . . . ?
C7B C4B C5B C6B -178.2(5) . . . . ?
O1B C1B C6B C5B -177.9(5) . . . . ?
C2B C1B C6B C5B 0.3(7) . . . . ?
C4B C5B C6B C1B 1.2(8) . . . . ?
C5B C4B C7B C8B 88.3(6) . . . . ?
C3B C4B C7B C8B -87.8(5) . . . . ?
C4B C7B C8B C9B 175.4(4) . . . . ?
C7B C8B C9B B1B -176.7(4) . . . . ?
B1B O3B C10B C12B -145.7(4) . . . . ?
B1B O3B C10B C014 95.1(4) . . . . ?
B1B O3B C10B C11B -23.9(5) . . . . ?
B1B O4B C11B C13B -143.2(4) . . . . ?
B1B O4B C11B C14B 97.3(4) . . . . ?
B1B O4B C11B C10B -21.8(5) . . . . ?
O3B C10B C11B O4B 27.4(4) . . . . ?
C12B C10B C11B O4B 145.7(4) . . . . ?
C014 C10B C11B O4B -87.0(5) . . . . ?
O3B C10B C11B C13B 144.9(4) . . . . ?
C12B C10B C11B C13B -96.8(5) . . . . ?
C014 C10B C11B C13B 30.5(6) . . . . ?
O3B C10B C11B C14B -87.4(5) . . . . ?
C12B C10B C11B C14B 30.9(6) . . . . ?
C014 C10B C11B C14B 158.2(5) . . . . ?
C11B O4B B1B O3B 7.8(5) . . . . ?
C11B O4B B1B C9B -173.3(5) . . . . ?
C10B O3B B1B O4B 11.5(5) . . . . ?
C10B O3B B1B C9B -167.5(4) . . . . ?
C8B C9B B1B O4B -129.3(5) . . . . ?
C8B C9B B1B O3B 49.5(7) . . . . ?

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
O1A H1A O2A 0.84 2.19 2.651(5) 114.1 . yes
O1A H1A O3B 0.84 2.15 2.898(5) 148.3 1_655 yes
O1B H1B O3A 0.84 2.10 2.868(4) 151.5 . yes
O1B H1B O2B 0.84 2.22 2.649(5) 111.9 . yes
C8B H8BB O3B 0.99 2.67 3.020(6) 101.1 . yes

_refine_diff_density_max         0.647
_refine_diff_density_min         -0.315
_refine_diff_density_rms         0.089

