# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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_190225b
_database_code_depnum_ccdc_archive 'CCDC 1971014'
loop_
_audit_author_name
_audit_author_address
Lixiaodong
;University of Chinese Academy of Sciences
China
;
_audit_update_record             
;
2019-12-10 deposited with the CCDC.	2024-04-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H12 O4'
_chemical_formula_weight         184.19

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'

_cell_length_a                   5.5136(4)
_cell_length_b                   7.5778(6)
_cell_length_c                   11.5822(9)
_cell_angle_alpha                78.4590(10)
_cell_angle_beta                 82.801(2)
_cell_angle_gamma                77.4670(10)
_cell_volume                     461.13(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    628
_cell_measurement_theta_min      9.1060
_cell_measurement_theta_max      69.5570

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             196
_exptl_absorpt_coefficient_mu    0.882
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7420
_exptl_absorpt_correction_T_max  0.9170
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_detector_area_resol_mean 8.1281
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            2488
_diffrn_reflns_av_R_equivalents  0.0525
_diffrn_reflns_av_sigmaI/netI    0.0782
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         6.08
_diffrn_reflns_theta_max         65.96
_reflns_number_total             1855
_reflns_number_gt                1173
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker FRAMBO'
_computing_cell_refinement       'Bruker FRAMBO'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0761P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.035(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.0(9)
_refine_ls_number_reflns         1855
_refine_ls_number_parameters     241
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1001
_refine_ls_R_factor_gt           0.0688
_refine_ls_wR_factor_ref         0.1778
_refine_ls_wR_factor_gt          0.1576
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.001
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.8289(11) 0.8653(7) 0.5908(6) 0.0692(19) Uani 1 1 d . . .
H1 H 0.8968 0.9266 0.6228 0.104 Uiso 1 1 calc R . .
O2 O 0.7181(12) 1.1341(7) 0.4743(6) 0.0705(19) Uani 1 1 d . . .
O3 O 0.2451(10) 0.7279(8) 0.3514(5) 0.0639(17) Uani 1 1 d . . .
O4 O 0.5359(11) 0.7983(7) 0.2033(5) 0.0619(17) Uani 1 1 d . . .
O5 O 0.0050(12) 0.3070(7) 0.5654(5) 0.0644(17) Uani 1 1 d . . .
H5 H -0.0710 0.2485 0.5353 0.097 Uiso 1 1 calc R . .
O6 O 0.1071(12) 0.0346(7) 0.6838(6) 0.0718(19) Uani 1 1 d . . .
O7 O 0.6325(10) 0.3984(7) 0.7984(5) 0.0569(15) Uani 1 1 d . . .
O8 O 0.3329(10) 0.3686(7) 0.9499(5) 0.0531(14) Uani 1 1 d . . .
C1 C 0.7135(16) 0.9697(11) 0.5044(7) 0.052(2) Uani 1 1 d . . .
C2 C 0.5769(16) 0.8806(10) 0.4393(7) 0.051(2) Uani 1 1 d . . .
C3 C 0.4163(16) 0.9992(11) 0.3465(8) 0.055(2) Uani 1 1 d . . .
H3A H 0.5105 1.0827 0.2949 0.066 Uiso 1 1 calc R . .
H3B H 0.2730 1.0721 0.3842 0.066 Uiso 1 1 calc R . .
C4 C 0.3259(15) 0.8802(12) 0.2719(8) 0.056(2) Uani 1 1 d . . .
C5 C 0.1262(18) 0.9791(14) 0.1956(10) 0.081(3) Uani 1 1 d . . .
H5A H 0.1794 1.0823 0.1442 0.122 Uiso 1 1 calc R . .
H5B H -0.0212 1.0215 0.2439 0.122 Uiso 1 1 calc R . .
H5C H 0.0904 0.8979 0.1490 0.122 Uiso 1 1 calc R . .
C6 C 0.6061(16) 0.6989(10) 0.4578(8) 0.053(2) Uani 1 1 d . . .
H6 H 0.7065 0.6260 0.5151 0.064 Uiso 1 1 calc R . .
C7 C 0.4735(18) 0.6132(11) 0.3841(7) 0.060(2) Uani 1 1 d . . .
H7 H 0.4513 0.4898 0.4233 0.072 Uiso 1 1 calc R . .
C8 C 0.6239(18) 0.6109(11) 0.2614(7) 0.059(2) Uani 1 1 d . . .
H8 H 0.8031 0.5894 0.2699 0.071 Uiso 1 1 calc R . .
C9 C 0.569(2) 0.4771(12) 0.1934(8) 0.101(4) Uani 1 1 d . . .
H9A H 0.3924 0.4956 0.1892 0.152 Uiso 1 1 calc R . .
H9B H 0.6299 0.3539 0.2326 0.152 Uiso 1 1 calc R . .
H9C H 0.6503 0.4960 0.1149 0.152 Uiso 1 1 calc R . .
C10 C 0.1187(16) 0.1987(12) 0.6542(8) 0.054(2) Uani 1 1 d . . .
C11 C 0.2675(15) 0.2824(12) 0.7192(8) 0.0502(19) Uani 1 1 d . . .
C12 C 0.4122(17) 0.1566(11) 0.8158(9) 0.059(2) Uani 1 1 d . . .
H12A H 0.3016 0.0898 0.8707 0.070 Uiso 1 1 calc R . .
H12B H 0.5415 0.0681 0.7818 0.070 Uiso 1 1 calc R . .
C13 C 0.5280(14) 0.2661(11) 0.8803(7) 0.050(2) Uani 1 1 d . . .
C14 C 0.7214(15) 0.1494(12) 0.9587(9) 0.066(3) Uani 1 1 d . . .
H14A H 0.8600 0.0925 0.9109 0.099 Uiso 1 1 calc R . .
H14B H 0.6501 0.0561 1.0121 0.099 Uiso 1 1 calc R . .
H14C H 0.7776 0.2248 1.0030 0.099 Uiso 1 1 calc R . .
C15 C 0.2652(15) 0.4609(10) 0.6971(7) 0.052(2) Uani 1 1 d . . .
H15 H 0.1707 0.5391 0.6394 0.063 Uiso 1 1 calc R . .
C16 C 0.4178(16) 0.5333(11) 0.7671(8) 0.054(2) Uani 1 1 d . . .
H16 H 0.4641 0.6475 0.7232 0.065 Uiso 1 1 calc R . .
C17 C 0.2937(16) 0.5582(11) 0.8879(8) 0.058(2) Uani 1 1 d . . .
H17 H 0.3874 0.6268 0.9233 0.069 Uiso 1 1 calc R . .
C18 C 0.0205(15) 0.6440(10) 0.9001(8) 0.070(2) Uani 1 1 d . . .
H18A H -0.0755 0.5643 0.8804 0.104 Uiso 1 1 calc R . .
H18B H -0.0095 0.7603 0.8476 0.104 Uiso 1 1 calc R . .
H18C H -0.0275 0.6621 0.9802 0.104 Uiso 1 1 calc R . .


_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 1.288(9) . ?
O1 H1 0.8200 . ?
O2 C1 1.229(9) . ?
O3 C7 1.413(10) . ?
O3 C4 1.440(10) . ?
O4 C4 1.418(11) . ?
O4 C8 1.451(9) . ?
O5 C10 1.313(10) . ?
O5 H5 0.8200 . ?
O6 C10 1.235(10) . ?
O7 C13 1.404(10) . ?
O7 C16 1.419(10) . ?
O8 C13 1.442(9) . ?
O8 C17 1.456(10) . ?
C1 C2 1.469(11) . ?
C2 C6 1.327(10) . ?
C2 C3 1.501(11) . ?
C3 C4 1.557(12) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.475(12) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 C7 1.506(11) . ?
C6 H6 0.9300 . ?
C7 C8 1.554(13) . ?
C7 H7 0.9800 . ?
C8 C9 1.501(11) . ?
C8 H8 0.9800 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.489(11) . ?
C11 C15 1.323(11) . ?
C11 C12 1.504(11) . ?
C12 C13 1.501(11) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.501(10) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C16 1.489(11) . ?
C15 H15 0.9300 . ?
C16 C17 1.506(11) . ?
C16 H16 0.9800 . ?
C17 C18 1.507(11) . ?
C17 H17 0.9800 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 H1 109.5 . . ?
C7 O3 C4 102.4(6) . . ?
C4 O4 C8 109.2(7) . . ?
C10 O5 H5 109.5 . . ?
C13 O7 C16 101.7(6) . . ?
C13 O8 C17 106.4(6) . . ?
O2 C1 O1 123.4(8) . . ?
O2 C1 C2 120.4(8) . . ?
O1 C1 C2 116.2(7) . . ?
C6 C2 C1 120.6(8) . . ?
C6 C2 C3 121.0(8) . . ?
C1 C2 C3 118.4(7) . . ?
C2 C3 C4 111.0(6) . . ?
C2 C3 H3A 109.4 . . ?
C4 C3 H3A 109.4 . . ?
C2 C3 H3B 109.4 . . ?
C4 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
O4 C4 O3 104.6(7) . . ?
O4 C4 C5 110.4(8) . . ?
O3 C4 C5 109.8(7) . . ?
O4 C4 C3 108.1(7) . . ?
O3 C4 C3 108.3(7) . . ?
C5 C4 C3 115.1(7) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C2 C6 C7 118.7(8) . . ?
C2 C6 H6 120.7 . . ?
C7 C6 H6 120.7 . . ?
O3 C7 C6 111.8(7) . . ?
O3 C7 C8 101.0(7) . . ?
C6 C7 C8 108.2(7) . . ?
O3 C7 H7 111.8 . . ?
C6 C7 H7 111.8 . . ?
C8 C7 H7 111.8 . . ?
O4 C8 C9 110.5(7) . . ?
O4 C8 C7 100.3(7) . . ?
C9 C8 C7 114.5(8) . . ?
O4 C8 H8 110.4 . . ?
C9 C8 H8 110.4 . . ?
C7 C8 H8 110.4 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O6 C10 O5 122.9(8) . . ?
O6 C10 C11 120.3(8) . . ?
O5 C10 C11 116.8(8) . . ?
C15 C11 C10 121.8(8) . . ?
C15 C11 C12 121.0(8) . . ?
C10 C11 C12 117.1(7) . . ?
C13 C12 C11 110.0(7) . . ?
C13 C12 H12A 109.7 . . ?
C11 C12 H12A 109.7 . . ?
C13 C12 H12B 109.7 . . ?
C11 C12 H12B 109.7 . . ?
H12A C12 H12B 108.2 . . ?
O7 C13 O8 105.5(6) . . ?
O7 C13 C12 109.5(7) . . ?
O8 C13 C12 108.5(7) . . ?
O7 C13 C14 110.1(7) . . ?
O8 C13 C14 109.8(7) . . ?
C12 C13 C14 113.1(7) . . ?
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 . . ?
C11 C15 C16 118.3(8) . . ?
C11 C15 H15 120.9 . . ?
C16 C15 H15 120.9 . . ?
O7 C16 C15 109.8(7) . . ?
O7 C16 C17 100.6(7) . . ?
C15 C16 C17 113.0(7) . . ?
O7 C16 H16 111.0 . . ?
C15 C16 H16 111.0 . . ?
C17 C16 H16 111.0 . . ?
O8 C17 C16 100.7(6) . . ?
O8 C17 C18 109.6(7) . . ?
C16 C17 C18 119.1(8) . . ?
O8 C17 H17 108.9 . . ?
C16 C17 H17 108.9 . . ?
C18 C17 H17 108.9 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 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
O2 C1 C2 C6 168.2(9) . . . . ?
O1 C1 C2 C6 -10.3(13) . . . . ?
O2 C1 C2 C3 -8.1(14) . . . . ?
O1 C1 C2 C3 173.4(8) . . . . ?
C6 C2 C3 C4 -6.6(12) . . . . ?
C1 C2 C3 C4 169.7(8) . . . . ?
C8 O4 C4 O3 -16.3(9) . . . . ?
C8 O4 C4 C5 -134.3(8) . . . . ?
C8 O4 C4 C3 98.9(8) . . . . ?
C7 O3 C4 O4 40.7(8) . . . . ?
C7 O3 C4 C5 159.1(7) . . . . ?
C7 O3 C4 C3 -74.4(8) . . . . ?
C2 C3 C4 O4 -68.3(9) . . . . ?
C2 C3 C4 O3 44.4(10) . . . . ?
C2 C3 C4 C5 167.7(8) . . . . ?
C1 C2 C6 C7 -176.6(8) . . . . ?
C3 C2 C6 C7 -0.3(13) . . . . ?
C4 O3 C7 C6 67.6(8) . . . . ?
C4 O3 C7 C8 -47.3(8) . . . . ?
C2 C6 C7 O3 -31.2(12) . . . . ?
C2 C6 C7 C8 79.2(10) . . . . ?
C4 O4 C8 C9 109.2(9) . . . . ?
C4 O4 C8 C7 -12.0(9) . . . . ?
O3 C7 C8 O4 36.4(8) . . . . ?
C6 C7 C8 O4 -81.2(8) . . . . ?
O3 C7 C8 C9 -82.0(9) . . . . ?
C6 C7 C8 C9 160.5(8) . . . . ?
O6 C10 C11 C15 -173.6(9) . . . . ?
O5 C10 C11 C15 6.8(13) . . . . ?
O6 C10 C11 C12 3.6(13) . . . . ?
O5 C10 C11 C12 -176.0(8) . . . . ?
C15 C11 C12 C13 3.3(12) . . . . ?
C10 C11 C12 C13 -173.9(7) . . . . ?
C16 O7 C13 O8 -39.6(7) . . . . ?
C16 O7 C13 C12 77.0(7) . . . . ?
C16 O7 C13 C14 -158.0(7) . . . . ?
C17 O8 C13 O7 12.7(8) . . . . ?
C17 O8 C13 C12 -104.5(8) . . . . ?
C17 O8 C13 C14 131.3(7) . . . . ?
C11 C12 C13 O7 -43.6(9) . . . . ?
C11 C12 C13 O8 71.1(9) . . . . ?
C11 C12 C13 C14 -166.8(7) . . . . ?
C10 C11 C15 C16 179.4(8) . . . . ?
C12 C11 C15 C16 2.4(13) . . . . ?
C13 O7 C16 C15 -69.4(8) . . . . ?
C13 O7 C16 C17 50.0(7) . . . . ?
C11 C15 C16 O7 31.2(11) . . . . ?
C11 C15 C16 C17 -80.2(11) . . . . ?
C13 O8 C17 C16 17.3(8) . . . . ?
C13 O8 C17 C18 143.7(7) . . . . ?
O7 C16 C17 O8 -41.0(7) . . . . ?
C15 C16 C17 O8 76.0(8) . . . . ?
O7 C16 C17 C18 -160.8(6) . . . . ?
C15 C16 C17 C18 -43.9(11) . . . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        65.96
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.274
_refine_diff_density_min         -0.300
_refine_diff_density_rms         0.078
####################################################################### 
# 
# 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 
# 
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# Please retain this information to preserve the provenance of 
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data_a_a
_database_code_depnum_ccdc_archive 'CCDC 1971129'
loop_
_audit_author_name
_audit_author_address
Lixiaodong
;University of Chinese Academy of Sciences
China
;
_audit_update_record             
;
2019-12-10 deposited with the CCDC.	2024-04-26 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         'C25 H42 O3'
_chemical_formula_sum            'C25 H42 O3'
_chemical_formula_weight         390.58

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                   8.005
_cell_length_b                   10.685
_cell_length_c                   26.893
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2300.3
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9924
_cell_measurement_theta_min      5.29
_cell_measurement_theta_max      68.05

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.128
_exptl_crystal_F_000             864
_exptl_transmission_factor_min   0.6904
_exptl_transmission_factor_max   0.7531
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.554
_shelx_estimated_absorpt_T_min   0.907
_shelx_estimated_absorpt_T_max   0.936
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker d8 venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28454
_diffrn_reflns_av_unetI/netI     0.0200
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         5.287
_diffrn_reflns_theta_max         68.440
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4221
_reflns_number_gt                3972
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.738
_reflns_Friedel_fraction_max     0.998
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion 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)+(0.1836P)²+1.0625P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.1(5)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4221
_refine_ls_number_parameters     260
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0900
_refine_ls_R_factor_gt           0.0867
_refine_ls_wR_factor_ref         0.2563
_refine_ls_wR_factor_gt          0.2500
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.067
_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 0.3382(3) -0.2830(3) 0.56757(10) 0.0376(7) Uani 1 1 d . . . . .
O2 O 0.5815(4) -0.3515(3) 0.53293(13) 0.0488(8) Uani 1 1 d . . . . .
H2 H 0.548876 -0.304895 0.508158 0.073 Uiso 1 1 d R U . . .
O3 O -0.0453(4) -0.3059(3) 0.54326(11) 0.0424(7) Uani 1 1 d . . . . .
H1 H -0.147396 -0.305523 0.541024 0.064 Uiso 1 1 d R U . . .
C1 C 0.0443(5) -0.4192(4) 0.55446(16) 0.0368(9) Uani 1 1 d . . . . .
C2 C -0.0758(7) -0.5308(5) 0.5491(2) 0.0541(12) Uani 1 1 d . . . . .
H2A H -0.033596 -0.603943 0.566344 0.065 Uiso 1 1 calc R U . . .
H2B H -0.185917 -0.510529 0.561818 0.065 Uiso 1 1 calc R U . . .
C3 C -0.0803(18) -0.5516(16) 0.4944(4) 0.189(8) Uani 1 1 d . . . . .
H3A H -0.114818 -0.636805 0.487324 0.227 Uiso 1 1 calc R U . . .
H3B H -0.159835 -0.495010 0.479117 0.227 Uiso 1 1 calc R U . . .
C4 C 0.0844(7) -0.5296(7) 0.4746(2) 0.0654(15) Uani 1 1 d . U . . .
H4 H 0.082732 -0.496174 0.440632 0.079 Uiso 1 1 calc R U . . .
C5 C 0.1742(5) -0.4421(4) 0.51205(16) 0.0394(9) Uani 1 1 d . . . . .
H5 H 0.193212 -0.361856 0.495335 0.047 Uiso 1 1 calc R U . . .
C6 C 0.3433(5) -0.4894(4) 0.53047(18) 0.0439(10) Uani 1 1 d . . . . .
H6A H 0.409568 -0.515383 0.502076 0.053 Uiso 1 1 calc R U . . .
H6B H 0.325630 -0.562397 0.551279 0.053 Uiso 1 1 calc R U . . .
C7 C 0.4417(5) -0.3914(4) 0.56013(17) 0.0405(10) Uani 1 1 d . . . . .
C8 C 0.4996(6) -0.4274(5) 0.61364(18) 0.0468(11) Uani 1 1 d . . . . .
H8 H 0.613915 -0.395538 0.616886 0.056 Uiso 1 1 calc R U . . .
C9 C 0.3911(6) -0.3461(5) 0.64884(17) 0.0461(11) Uani 1 1 d . . . . .
H9 H 0.344501 -0.398224 0.675418 0.055 Uiso 1 1 calc R U . . .
C10 C 0.2491(5) -0.3014(4) 0.61372(14) 0.0378(9) Uani 1 1 d . . . . .
C11 C 0.1176(5) -0.4088(4) 0.60747(15) 0.0378(9) Uani 1 1 d . . . . .
H11 H 0.178591 -0.487030 0.613202 0.045 Uiso 1 1 calc R U . . .
C12 C 0.1695(6) -0.1728(4) 0.62566(17) 0.0432(10) Uani 1 1 d . . . . .
H12A H 0.115061 -0.140455 0.596113 0.052 Uiso 1 1 calc R U . . .
H12B H 0.085149 -0.183271 0.651213 0.052 Uiso 1 1 calc R U . . .
C13 C 0.2995(7) -0.0794(5) 0.64338(18) 0.0489(11) Uani 1 1 d . . . . .
H13 H 0.381952 -0.075008 0.616486 0.059 Uiso 1 1 calc R U . . .
C14 C 0.3973(8) -0.1294(6) 0.68907(19) 0.0575(13) Uani 1 1 d . . . . .
C15 C 0.4970(7) -0.2398(6) 0.6715(2) 0.0615(14) Uani 1 1 d . . . . .
H15A H 0.559930 -0.273009 0.699314 0.074 Uiso 1 1 calc R U . . .
H15B H 0.576596 -0.211411 0.646725 0.074 Uiso 1 1 calc R U . . .
C16 C 0.4972(10) -0.0125(8) 0.7023(3) 0.087(2) Uani 1 1 d . . . . .
H16A H 0.590977 -0.001998 0.679790 0.104 Uiso 1 1 calc R U . . .
H16B H 0.538958 -0.017273 0.736073 0.104 Uiso 1 1 calc R U . . .
C17 C 0.3714(12) 0.0962(8) 0.6966(3) 0.091(2) Uani 1 1 d . . . . .
H17A H 0.310250 0.108591 0.727361 0.109 Uiso 1 1 calc R U . . .
H17B H 0.429492 0.173230 0.688478 0.109 Uiso 1 1 calc R U . . .
C18 C 0.2510(8) 0.0596(5) 0.6543(2) 0.0617(14) Uani 1 1 d . . . . .
H18 H 0.287096 0.107603 0.625145 0.074 Uiso 1 1 calc R U . . .
C19 C -0.0181(6) -0.4042(5) 0.64708(19) 0.0514(12) Uani 1 1 d . . . . .
H19A H -0.095942 -0.338771 0.639264 0.077 Uiso 1 1 calc R U . . .
H19B H 0.031714 -0.387999 0.678908 0.077 Uiso 1 1 calc R U . . .
H19C H -0.075672 -0.483009 0.648064 0.077 Uiso 1 1 calc R U . . .
C20 C 0.5087(7) -0.5675(6) 0.6267(2) 0.0626(15) Uani 1 1 d . . . . .
H20A H 0.397623 -0.600018 0.630550 0.094 Uiso 1 1 calc R U . . .
H20B H 0.569162 -0.577984 0.657276 0.094 Uiso 1 1 calc R U . . .
H20C H 0.564828 -0.611742 0.600561 0.094 Uiso 1 1 calc R U . . .
C21 C 0.2833(10) -0.1666(8) 0.7336(2) 0.0740(18) Uani 1 1 d . . . . .
H21A H 0.208649 -0.232102 0.723528 0.111 Uiso 1 1 calc R U . . .
H21B H 0.219780 -0.095060 0.744081 0.111 Uiso 1 1 calc R U . . .
H21C H 0.351304 -0.195388 0.760706 0.111 Uiso 1 1 calc R U . . .
C22 C 0.0687(11) 0.0942(6) 0.6626(3) 0.0789(18) Uani 1 1 d . U . . .
H22 H 0.006423 0.074976 0.632148 0.095 Uiso 1 1 calc R U . . .
C23 C 0.055(2) 0.2369(10) 0.6726(6) 0.167(7) Uani 1 1 d . . . . .
H23A H 0.091882 0.282272 0.643826 0.251 Uiso 1 1 calc R U . . .
H23B H 0.123348 0.258721 0.700595 0.251 Uiso 1 1 calc R U . . .
H23C H -0.059341 0.258100 0.679598 0.251 Uiso 1 1 calc R U . . .
C24 C 0.1496(18) -0.6750(12) 0.4774(9) 0.195(8) Uani 1 1 d . U . . .
H24A H 0.090344 -0.724464 0.453381 0.292 Uiso 1 1 calc R U . . .
H24B H 0.129657 -0.707618 0.510094 0.292 Uiso 1 1 calc R U . . .
H24C H 0.267127 -0.677854 0.470297 0.292 Uiso 1 1 calc R U . . .
C25 C -0.0205(18) 0.0406(15) 0.7044(6) 0.157(6) Uani 1 1 d . U . . .
H25A H -0.095453 0.101804 0.717988 0.236 Uiso 1 1 calc R U . . .
H25B H 0.058020 0.015380 0.729480 0.236 Uiso 1 1 calc R U . . .
H25C H -0.083002 -0.030975 0.693469 0.236 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 C7 1.438(5) . ?
O1 C10 1.445(5) . ?
O2 C7 1.403(5) . ?
O2 H2 0.8716 . ?
O3 C1 1.439(5) . ?
O3 H1 0.8195 . ?
C1 C2 1.538(6) . ?
C1 C11 1.546(6) . ?
C1 C5 1.563(6) . ?
C2 C3 1.487(11) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.441(12) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C24 1.641(13) . ?
C4 C5 1.551(7) . ?
C4 H4 0.9800 . ?
C5 C6 1.528(6) . ?
C5 H5 0.9800 . ?
C6 C7 1.534(7) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.560(6) . ?
C8 C20 1.539(7) . ?
C8 C9 1.551(7) . ?
C8 H8 0.9800 . ?
C9 C15 1.543(8) . ?
C9 C10 1.553(6) . ?
C9 H9 0.9800 . ?
C10 C12 1.548(6) . ?
C10 C11 1.567(6) . ?
C11 C19 1.522(6) . ?
C11 H11 0.9800 . ?
C12 C13 1.519(7) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.552(7) . ?
C13 C18 1.563(8) . ?
C13 H13 0.9800 . ?
C14 C15 1.500(9) . ?
C14 C16 1.525(9) . ?
C14 C21 1.557(9) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.545(12) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.542(9) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C22 1.521(11) . ?
C18 H18 0.9800 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C25 1.451(14) . ?
C22 C23 1.553(12) . ?
C22 H22 0.9800 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 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
C7 O1 C10 107.2(3) . . ?
C7 O2 H2 109.5 . . ?
C1 O3 H1 121.1 . . ?
O3 C1 C2 108.7(3) . . ?
O3 C1 C11 108.8(3) . . ?
C2 C1 C11 112.3(4) . . ?
O3 C1 C5 108.1(3) . . ?
C2 C1 C5 103.1(4) . . ?
C11 C1 C5 115.6(3) . . ?
C3 C2 C1 103.0(5) . . ?
C3 C2 H2A 111.2 . . ?
C1 C2 H2A 111.2 . . ?
C3 C2 H2B 111.2 . . ?
C1 C2 H2B 111.2 . . ?
H2A C2 H2B 109.1 . . ?
C4 C3 C2 108.6(8) . . ?
C4 C3 H3A 110.0 . . ?
C2 C3 H3A 110.0 . . ?
C4 C3 H3B 110.0 . . ?
C2 C3 H3B 110.0 . . ?
H3A C3 H3B 108.3 . . ?
C3 C4 C24 96.8(11) . . ?
C3 C4 C5 106.4(5) . . ?
C24 C4 C5 113.1(7) . . ?
C3 C4 H4 113.1 . . ?
C24 C4 H4 113.1 . . ?
C5 C4 H4 113.1 . . ?
C6 C5 C4 115.0(4) . . ?
C6 C5 C1 113.9(3) . . ?
C4 C5 C1 105.1(4) . . ?
C6 C5 H5 107.5 . . ?
C4 C5 H5 107.5 . . ?
C1 C5 H5 107.5 . . ?
C5 C6 C7 113.4(4) . . ?
C5 C6 H6A 108.9 . . ?
C7 C6 H6A 108.9 . . ?
C5 C6 H6B 108.9 . . ?
C7 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
O2 C7 O1 106.7(3) . . ?
O2 C7 C6 110.2(4) . . ?
O1 C7 C6 109.1(3) . . ?
O2 C7 C8 108.6(3) . . ?
O1 C7 C8 104.0(4) . . ?
C6 C7 C8 117.6(4) . . ?
C20 C8 C9 115.6(4) . . ?
C20 C8 C7 117.7(5) . . ?
C9 C8 C7 105.0(4) . . ?
C20 C8 H8 105.9 . . ?
C9 C8 H8 105.9 . . ?
C7 C8 H8 105.9 . . ?
C15 C9 C8 110.2(4) . . ?
C15 C9 C10 114.5(4) . . ?
C8 C9 C10 102.2(4) . . ?
C15 C9 H9 109.9 . . ?
C8 C9 H9 109.9 . . ?
C10 C9 H9 109.9 . . ?
O1 C10 C12 105.1(3) . . ?
O1 C10 C9 101.7(3) . . ?
C12 C10 C9 116.6(4) . . ?
O1 C10 C11 109.8(3) . . ?
C12 C10 C11 113.3(3) . . ?
C9 C10 C11 109.4(4) . . ?
C19 C11 C1 112.1(3) . . ?
C19 C11 C10 112.4(4) . . ?
C1 C11 C10 114.0(3) . . ?
C19 C11 H11 105.8 . . ?
C1 C11 H11 105.8 . . ?
C10 C11 H11 105.8 . . ?
C13 C12 C10 111.5(4) . . ?
C13 C12 H12A 109.3 . . ?
C10 C12 H12A 109.3 . . ?
C13 C12 H12B 109.3 . . ?
C10 C12 H12B 109.3 . . ?
H12A C12 H12B 108.0 . . ?
C12 C13 C14 111.6(4) . . ?
C12 C13 C18 120.9(5) . . ?
C14 C13 C18 107.7(4) . . ?
C12 C13 H13 105.1 . . ?
C14 C13 H13 105.1 . . ?
C18 C13 H13 105.1 . . ?
C15 C14 C16 116.0(5) . . ?
C15 C14 C13 106.8(4) . . ?
C16 C14 C13 99.6(5) . . ?
C15 C14 C21 110.7(5) . . ?
C16 C14 C21 109.7(5) . . ?
C13 C14 C21 113.7(5) . . ?
C14 C15 C9 114.3(4) . . ?
C14 C15 H15A 108.7 . . ?
C9 C15 H15A 108.7 . . ?
C14 C15 H15B 108.7 . . ?
C9 C15 H15B 108.7 . . ?
H15A C15 H15B 107.6 . . ?
C14 C16 C17 104.6(5) . . ?
C14 C16 H16A 110.8 . . ?
C17 C16 H16A 110.8 . . ?
C14 C16 H16B 110.8 . . ?
C17 C16 H16B 110.8 . . ?
H16A C16 H16B 108.9 . . ?
C18 C17 C16 106.8(6) . . ?
C18 C17 H17A 110.4 . . ?
C16 C17 H17A 110.4 . . ?
C18 C17 H17B 110.4 . . ?
C16 C17 H17B 110.4 . . ?
H17A C17 H17B 108.6 . . ?
C22 C18 C17 115.5(6) . . ?
C22 C18 C13 119.8(5) . . ?
C17 C18 C13 102.9(5) . . ?
C22 C18 H18 105.9 . . ?
C17 C18 H18 105.9 . . ?
C13 C18 H18 105.9 . . ?
C11 C19 H19A 109.5 . . ?
C11 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C11 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C8 C20 H20A 109.5 . . ?
C8 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C8 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C14 C21 H21A 109.5 . . ?
C14 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C14 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C25 C22 C18 119.3(8) . . ?
C25 C22 C23 102.6(10) . . ?
C18 C22 C23 109.4(9) . . ?
C25 C22 H22 108.3 . . ?
C18 C22 H22 108.3 . . ?
C23 C22 H22 108.3 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C4 C24 H24A 109.5 . . ?
C4 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C4 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 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
O3 C1 C2 C3 79.7(9) . . . . ?
C11 C1 C2 C3 -159.9(9) . . . . ?
C5 C1 C2 C3 -34.8(9) . . . . ?
C1 C2 C3 C4 37.3(14) . . . . ?
C2 C3 C4 C24 93.1(13) . . . . ?
C2 C3 C4 C5 -23.5(15) . . . . ?
C3 C4 C5 C6 126.5(10) . . . . ?
C24 C4 C5 C6 21.4(11) . . . . ?
C3 C4 C5 C1 0.5(10) . . . . ?
C24 C4 C5 C1 -104.6(10) . . . . ?
O3 C1 C5 C6 139.6(4) . . . . ?
C2 C1 C5 C6 -105.4(4) . . . . ?
C11 C1 C5 C6 17.5(5) . . . . ?
O3 C1 C5 C4 -93.7(4) . . . . ?
C2 C1 C5 C4 21.3(5) . . . . ?
C11 C1 C5 C4 144.2(4) . . . . ?
C4 C5 C6 C7 170.0(4) . . . . ?
C1 C5 C6 C7 -68.7(5) . . . . ?
C10 O1 C7 O2 -150.7(3) . . . . ?
C10 O1 C7 C6 90.3(4) . . . . ?
C10 O1 C7 C8 -36.0(4) . . . . ?
C5 C6 C7 O2 -110.4(4) . . . . ?
C5 C6 C7 O1 6.5(5) . . . . ?
C5 C6 C7 C8 124.5(4) . . . . ?
O2 C7 C8 C20 -105.8(5) . . . . ?
O1 C7 C8 C20 140.8(4) . . . . ?
C6 C7 C8 C20 20.1(6) . . . . ?
O2 C7 C8 C9 124.0(4) . . . . ?
O1 C7 C8 C9 10.7(4) . . . . ?
C6 C7 C8 C9 -110.0(4) . . . . ?
C20 C8 C9 C15 122.2(5) . . . . ?
C7 C8 C9 C15 -106.4(4) . . . . ?
C20 C8 C9 C10 -115.6(5) . . . . ?
C7 C8 C9 C10 15.8(5) . . . . ?
C7 O1 C10 C12 168.4(3) . . . . ?
C7 O1 C10 C9 46.4(4) . . . . ?
C7 O1 C10 C11 -69.3(4) . . . . ?
C15 C9 C10 O1 82.5(5) . . . . ?
C8 C9 C10 O1 -36.7(4) . . . . ?
C15 C9 C10 C12 -31.2(6) . . . . ?
C8 C9 C10 C12 -150.4(4) . . . . ?
C15 C9 C10 C11 -161.4(4) . . . . ?
C8 C9 C10 C11 79.4(4) . . . . ?
O3 C1 C11 C19 65.9(4) . . . . ?
C2 C1 C11 C19 -54.5(5) . . . . ?
C5 C1 C11 C19 -172.3(4) . . . . ?
O3 C1 C11 C10 -63.2(4) . . . . ?
C2 C1 C11 C10 176.4(4) . . . . ?
C5 C1 C11 C10 58.6(5) . . . . ?
O1 C10 C11 C19 -160.5(3) . . . . ?
C12 C10 C11 C19 -43.3(5) . . . . ?
C9 C10 C11 C19 88.7(4) . . . . ?
O1 C10 C11 C1 -31.5(5) . . . . ?
C12 C10 C11 C1 85.7(4) . . . . ?
C9 C10 C11 C1 -142.3(3) . . . . ?
O1 C10 C12 C13 -73.6(4) . . . . ?
C9 C10 C12 C13 38.1(5) . . . . ?
C11 C10 C12 C13 166.5(4) . . . . ?
C10 C12 C13 C14 -56.0(5) . . . . ?
C10 C12 C13 C18 175.9(4) . . . . ?
C12 C13 C14 C15 66.3(6) . . . . ?
C18 C13 C14 C15 -158.8(5) . . . . ?
C12 C13 C14 C16 -172.7(5) . . . . ?
C18 C13 C14 C16 -37.8(6) . . . . ?
C12 C13 C14 C21 -56.1(6) . . . . ?
C18 C13 C14 C21 78.7(6) . . . . ?
C16 C14 C15 C9 -168.5(5) . . . . ?
C13 C14 C15 C9 -58.6(6) . . . . ?
C21 C14 C15 C9 65.6(6) . . . . ?
C8 C9 C15 C14 157.2(4) . . . . ?
C10 C9 C15 C14 42.6(6) . . . . ?
C15 C14 C16 C17 156.3(6) . . . . ?
C13 C14 C16 C17 42.2(7) . . . . ?
C21 C14 C16 C17 -77.4(7) . . . . ?
C14 C16 C17 C18 -32.7(8) . . . . ?
C16 C17 C18 C22 140.7(7) . . . . ?
C16 C17 C18 C13 8.3(8) . . . . ?
C12 C13 C18 C22 18.5(8) . . . . ?
C14 C13 C18 C22 -111.3(6) . . . . ?
C12 C13 C18 C17 148.3(6) . . . . ?
C14 C13 C18 C17 18.5(6) . . . . ?
C17 C18 C22 C25 -61.5(11) . . . . ?
C13 C18 C22 C25 62.4(11) . . . . ?
C17 C18 C22 C23 56.1(11) . . . . ?
C13 C18 C22 C23 180.0(8) . . . . ?

_refine_diff_density_max         1.061
_refine_diff_density_min         -0.577
_refine_diff_density_rms         0.078

####################################################################### 
# 
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 1971016'
loop_
_audit_author_name
_audit_author_address
Lixiaodong
;University of Chinese Academy of Sciences
China
;
_audit_update_record             
;
2019-12-10 deposited with the CCDC.	2024-04-26 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         'C25 H42 O3'
_chemical_formula_sum            'C25 H42 O3'
_chemical_formula_weight         390.58

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                   7.9393(3)
_cell_length_b                   12.0041(5)
_cell_length_c                   12.3904(5)
_cell_angle_alpha                86.790(2)
_cell_angle_beta                 89.802(2)
_cell_angle_gamma                73.896(2)
_cell_volume                     1132.65(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    9948
_cell_measurement_theta_min      3.84
_cell_measurement_theta_max      68.37

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.145
_exptl_crystal_F_000             432
_exptl_transmission_factor_min   0.5901
_exptl_transmission_factor_max   0.7531
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.563
_shelx_estimated_absorpt_T_min   0.896
_shelx_estimated_absorpt_T_max   0.925
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14451
_diffrn_reflns_av_unetI/netI     0.0645
_diffrn_reflns_av_R_equivalents  0.0534
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.839
_diffrn_reflns_theta_max         68.364
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.898
_diffrn_reflns_point_group_measured_fraction_full 0.902
_reflns_number_total             7466
_reflns_number_gt                6571
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.843
_reflns_Friedel_fraction_max     0.821
_reflns_Friedel_fraction_full    0.827

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1273P)²+0.7950P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_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 2603 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(12)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         7466
_refine_ls_number_parameters     521
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0830
_refine_ls_R_factor_gt           0.0701
_refine_ls_wR_factor_ref         0.2412
_refine_ls_wR_factor_gt          0.2320
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.087
_refine_ls_shift/su_max          0.004
_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 0.2709(5) 0.7164(4) 0.2933(4) 0.0543(11) Uani 1 1 d . . . . .
O2 O -0.1578(9) 0.5203(5) 0.2422(5) 0.0747(16) Uani 1 1 d . . . . .
H2A H -0.254681 0.511659 0.255833 0.112 Uiso 1 1 calc R U . . .
O3 O 0.0313(6) 0.6060(4) 0.3783(4) 0.0494(10) Uani 1 1 d . . . . .
H3D H 0.134807 0.586000 0.396968 0.074 Uiso 1 1 calc R U . . .
O4 O 0.7248(6) 0.1535(4) 0.6329(3) 0.0499(10) Uani 1 1 d . . . . .
H4D H 0.745441 0.108494 0.584066 0.075 Uiso 1 1 calc R U . . .
O5 O 0.3794(6) 0.5396(4) 0.4568(4) 0.0566(11) Uani 1 1 d . . . . .
H5D H 0.396190 0.567211 0.397044 0.085 Uiso 1 1 calc R U . . .
O6 O 0.8930(6) 0.1284(4) 0.4504(4) 0.0545(11) Uani 1 1 d . . . . .
C1 C 0.1080(14) 0.8509(10) 0.7099(8) 0.088(3) Uani 1 1 d . . . . .
H5 H 0.181842 0.777371 0.737651 0.132 Uiso 1 1 calc R U . . .
H4 H 0.133101 0.912121 0.747869 0.132 Uiso 1 1 calc R U . . .
H1 H 0.129740 0.861428 0.634264 0.132 Uiso 1 1 calc R U . . .
C2 C -0.0828(11) 0.8538(7) 0.7255(6) 0.0617(18) Uani 1 1 d . . . . .
H38 H -0.155887 0.922259 0.684587 0.074 Uiso 1 1 calc R U . . .
C3 C -0.1255(9) 0.7465(6) 0.6863(6) 0.0559(16) Uani 1 1 d . . . . .
H37 H -0.040380 0.678122 0.720007 0.067 Uiso 1 1 calc R U . . .
C4 C -0.1294(9) 0.7293(6) 0.5629(6) 0.0514(15) Uani 1 1 d . . . . .
H8 H -0.093347 0.644888 0.557585 0.062 Uiso 1 1 calc R U . . .
C5 C -0.0128(8) 0.7735(6) 0.4830(5) 0.0486(14) Uani 1 1 d . . . . .
H10 H 0.108261 0.745988 0.507636 0.058 Uiso 1 1 calc R U . . .
H9 H -0.046473 0.857736 0.479627 0.058 Uiso 1 1 calc R U . . .
C6 C -0.0297(8) 0.7305(6) 0.3683(5) 0.0461(13) Uani 1 1 d . . . . .
C7 C 0.0847(8) 0.7796(6) 0.2879(5) 0.0484(14) Uani 1 1 d . . . . .
C8 C 0.1713(8) 0.7167(6) 0.1943(5) 0.0507(15) Uani 1 1 d . . . . .
C9 C 0.1653(9) 0.5992(7) 0.1595(5) 0.0556(16) Uani 1 1 d . . . . .
H27 H 0.182052 0.543447 0.222174 0.067 Uiso 1 1 calc R U . . .
C10 C 0.3255(11) 0.5683(8) 0.0854(7) 0.071(2) Uani 1 1 d . . . . .
H22 H 0.430191 0.549224 0.132081 0.085 Uiso 1 1 calc R U . . .
C11 C 0.3400(15) 0.4631(11) 0.0156(8) 0.094(3) Uani 1 1 d . . . . .
H21 H 0.253292 0.484420 -0.041266 0.141 Uiso 1 1 calc R U . . .
H20 H 0.321022 0.399664 0.060027 0.141 Uiso 1 1 calc R U . . .
H2 H 0.454736 0.439952 -0.015219 0.141 Uiso 1 1 calc R U . . .
C12 C -0.1216(14) 0.8685(9) 0.8467(7) 0.081(2) Uani 1 1 d . . . . .
H3 H -0.244076 0.877720 0.858893 0.121 Uiso 1 1 calc R U . . .
H40 H -0.091226 0.935959 0.868771 0.121 Uiso 1 1 calc R U . . .
H39 H -0.053646 0.801052 0.888007 0.121 Uiso 1 1 calc R U . . .
C13 C -0.3146(10) 0.7389(7) 0.7190(6) 0.0644(19) Uani 1 1 d . . . . .
H7 H -0.306318 0.678351 0.775598 0.077 Uiso 1 1 calc R U . . .
H6 H -0.382715 0.812103 0.745622 0.077 Uiso 1 1 calc R U . . .
C14 C -0.4024(11) 0.7115(8) 0.6184(7) 0.0661(19) Uani 1 1 d . . . . .
H35 H -0.377571 0.628264 0.612312 0.079 Uiso 1 1 calc R U . . .
H36 H -0.528384 0.745250 0.619746 0.079 Uiso 1 1 calc R U . . .
C15 C -0.3208(9) 0.7667(6) 0.5259(6) 0.0541(15) Uani 1 1 d . . . . .
C16 C -0.2231(8) 0.7620(6) 0.3291(5) 0.0496(14) Uani 1 1 d . . . . .
H11 H -0.263108 0.846967 0.328763 0.059 Uiso 1 1 calc R U . . .
C17 C -0.2677(9) 0.7333(7) 0.2140(6) 0.0574(16) Uani 1 1 d . . . . .
H29 H -0.389507 0.730540 0.220548 0.069 Uiso 1 1 calc R U . . .
C18 C -0.2809(11) 0.8348(8) 0.1301(7) 0.072(2) Uani 1 1 d . . . . .
H12 H -0.165550 0.841326 0.114067 0.108 Uiso 1 1 calc R U . . .
H14 H -0.349890 0.905586 0.158626 0.108 Uiso 1 1 calc R U . . .
H13 H -0.335576 0.820725 0.065199 0.108 Uiso 1 1 calc R U . . .
C19 C -0.1763(11) 0.6168(7) 0.1658(6) 0.0639(19) Uani 1 1 d . . . . .
H28 H -0.261898 0.606876 0.113030 0.077 Uiso 1 1 calc R U . . .
C20 C -0.0079(10) 0.6051(7) 0.0991(6) 0.0616(18) Uani 1 1 d . . . . .
H16 H -0.030401 0.670556 0.046414 0.074 Uiso 1 1 calc R U . . .
H15 H 0.011440 0.535565 0.059195 0.074 Uiso 1 1 calc R U . . .
C21 C 0.0531(11) 0.9104(7) 0.2856(6) 0.0621(18) Uani 1 1 d . . . . .
H19 H 0.099502 0.931048 0.350613 0.093 Uiso 1 1 calc R U . . .
H18 H -0.070533 0.947725 0.280419 0.093 Uiso 1 1 calc R U . . .
H17 H 0.110431 0.935184 0.224161 0.093 Uiso 1 1 calc R U . . .
C22 C 0.2318(11) 0.7791(8) 0.0966(6) 0.0649(19) Uani 1 1 d . . . . .
H26 H 0.314760 0.819716 0.118709 0.078 Uiso 1 1 calc R U . . .
H25 H 0.132793 0.834603 0.060449 0.078 Uiso 1 1 calc R U . . .
C23 C 0.3192(12) 0.6819(10) 0.0218(7) 0.081(3) Uani 1 1 d . . . . .
H24 H 0.251245 0.689073 -0.044362 0.097 Uiso 1 1 calc R U . . .
H23 H 0.436617 0.685384 0.003456 0.097 Uiso 1 1 calc R U . . .
C24 C -0.3362(9) 0.7200(7) 0.4165(6) 0.0563(16) Uani 1 1 d . . . . .
H31 H -0.458032 0.744402 0.393111 0.068 Uiso 1 1 calc R U . . .
H30 H -0.299923 0.635756 0.423356 0.068 Uiso 1 1 calc R U . . .
C25 C -0.4058(10) 0.9000(7) 0.5228(7) 0.0648(18) Uani 1 1 d . . . . .
H34 H -0.423052 0.924895 0.595287 0.097 Uiso 1 1 calc R U . . .
H32 H -0.516857 0.918615 0.485582 0.097 Uiso 1 1 calc R U . . .
H33 H -0.330103 0.938877 0.485553 0.097 Uiso 1 1 calc R U . . .
C26 C 1.4062(13) 0.1178(12) 0.9586(8) 0.096(3) Uani 1 1 d . . . . .
H77 H 1.400369 0.041727 0.983343 0.144 Uiso 1 1 calc R U . . .
H76 H 1.366713 0.170747 1.014658 0.144 Uiso 1 1 calc R U . . .
H41 H 1.525083 0.114979 0.940912 0.144 Uiso 1 1 calc R U . . .
C27 C 1.2888(10) 0.1592(8) 0.8580(6) 0.0629(18) Uani 1 1 d . . . . .
H78 H 1.283587 0.240691 0.840401 0.075 Uiso 1 1 calc R U . . .
C28 C 1.1019(10) 0.1527(7) 0.8832(6) 0.0595(17) Uani 1 1 d . . . . .
H75 H 1.109935 0.070237 0.897519 0.071 Uiso 1 1 calc R U . . .
C29 C 0.9525(8) 0.2003(6) 0.7969(5) 0.0508(15) Uani 1 1 d . . . . .
H53 H 0.875631 0.149317 0.806395 0.061 Uiso 1 1 calc R U . . .
C30 C 0.9831(8) 0.2083(6) 0.6756(5) 0.0486(14) Uani 1 1 d . . . . .
H51 H 1.053697 0.133625 0.653394 0.058 Uiso 1 1 calc R U . . .
H52 H 1.047589 0.264900 0.659395 0.058 Uiso 1 1 calc R U . . .
C31 C 0.8092(7) 0.2437(5) 0.6111(5) 0.0448(13) Uani 1 1 d . . . . .
C32 C 0.8601(8) 0.2453(6) 0.4887(5) 0.0477(14) Uani 1 1 d . . . . .
C33 C 0.7538(8) 0.2237(6) 0.3991(5) 0.0465(13) Uani 1 1 d . . . . .
C34 C 0.5663(9) 0.2185(6) 0.4053(5) 0.0488(14) Uani 1 1 d . . . . .
H68 H 0.546108 0.176433 0.472004 0.059 Uiso 1 1 calc R U . . .
C35 C 0.5492(10) 0.1521(7) 0.3056(6) 0.0568(16) Uani 1 1 d . . . . .
H60 H 0.615226 0.070890 0.321671 0.068 Uiso 1 1 calc R U . . .
C36 C 0.3649(12) 0.1520(9) 0.2712(7) 0.073(2) Uani 1 1 d . . . . .
H59 H 0.313879 0.114110 0.327400 0.110 Uiso 1 1 calc R U . . .
H58 H 0.370867 0.111366 0.206090 0.110 Uiso 1 1 calc R U . . .
H42 H 0.293867 0.230626 0.258326 0.110 Uiso 1 1 calc R U . . .
C37 C 1.3762(11) 0.0892(10) 0.7657(7) 0.082(3) Uani 1 1 d . . . . .
H43 H 1.374542 0.009865 0.778550 0.123 Uiso 1 1 calc R U . . .
H79 H 1.495363 0.092539 0.760314 0.123 Uiso 1 1 calc R U . . .
H80 H 1.314346 0.120512 0.699486 0.123 Uiso 1 1 calc R U . . .
C38 C 1.0208(12) 0.2149(10) 0.9851(6) 0.079(2) Uani 1 1 d . . . . .
H45 H 1.015929 0.158280 1.043176 0.095 Uiso 1 1 calc R U . . .
H44 H 1.091271 0.263260 1.009305 0.095 Uiso 1 1 calc R U . . .
C39 C 0.8366(11) 0.2892(9) 0.9543(6) 0.069(2) Uani 1 1 d . . . . .
H74 H 0.751119 0.246456 0.969415 0.083 Uiso 1 1 calc R U . . .
H46 H 0.805761 0.359298 0.994036 0.083 Uiso 1 1 calc R U . . .
C40 C 0.8436(9) 0.3186(7) 0.8339(5) 0.0550(16) Uani 1 1 d . . . . .
C41 C 0.9343(11) 0.4151(7) 0.8170(7) 0.069(2) Uani 1 1 d . . . . .
H47 H 0.863163 0.484912 0.846097 0.103 Uiso 1 1 calc R U . . .
H49 H 0.950217 0.428924 0.741048 0.103 Uiso 1 1 calc R U . . .
H48 H 1.046418 0.392027 0.853092 0.103 Uiso 1 1 calc R U . . .
C42 C 0.6668(9) 0.3519(7) 0.7738(5) 0.0556(16) Uani 1 1 d . . . . .
H73 H 0.598421 0.427161 0.795928 0.067 Uiso 1 1 calc R U . . .
H50 H 0.603674 0.295858 0.795348 0.067 Uiso 1 1 calc R U . . .
C43 C 0.6807(8) 0.3574(6) 0.6500(5) 0.0475(14) Uani 1 1 d . . . . .
H72 H 0.729239 0.421900 0.628690 0.057 Uiso 1 1 calc R U . . .
C44 C 0.7862(10) 0.2473(7) 0.2809(5) 0.0583(17) Uani 1 1 d . . . . .
H54 H 0.905139 0.206664 0.262012 0.070 Uiso 1 1 calc R U . . .
H55 H 0.767502 0.329819 0.264378 0.070 Uiso 1 1 calc R U . . .
C45 C 0.6513(11) 0.2015(8) 0.2187(6) 0.0622(18) Uani 1 1 d . . . . .
H56 H 0.572628 0.264072 0.175248 0.075 Uiso 1 1 calc R U . . .
H57 H 0.711023 0.141467 0.171556 0.075 Uiso 1 1 calc R U . . .
C46 C 0.4462(8) 0.3441(6) 0.3979(6) 0.0528(15) Uani 1 1 d . . . . .
H61 H 0.446950 0.375672 0.324201 0.063 Uiso 1 1 calc R U . . .
H62 H 0.327191 0.342164 0.413638 0.063 Uiso 1 1 calc R U . . .
C47 C 0.4967(8) 0.4259(6) 0.4738(5) 0.0489(14) Uani 1 1 d . . . . .
H63 H 0.615444 0.429725 0.456175 0.059 Uiso 1 1 calc R U . . .
C48 C 0.4953(8) 0.3828(6) 0.5948(5) 0.0483(14) Uani 1 1 d . . . . .
H64 H 0.466333 0.308493 0.595576 0.058 Uiso 1 1 calc R U . . .
C49 C 0.3499(9) 0.4654(7) 0.6556(6) 0.0606(17) Uani 1 1 d . . . . .
H65 H 0.381495 0.535649 0.666180 0.091 Uiso 1 1 calc R U . . .
H66 H 0.333996 0.429256 0.724511 0.091 Uiso 1 1 calc R U . . .
H67 H 0.242705 0.483260 0.614292 0.091 Uiso 1 1 calc R U . . .
C50 C 0.9997(9) 0.3067(7) 0.4609(5) 0.0584(17) Uani 1 1 d . . . . .
H69 H 1.110965 0.260838 0.489819 0.088 Uiso 1 1 calc R U . . .
H71 H 0.969270 0.381295 0.491487 0.088 Uiso 1 1 calc R U . . .
H70 H 1.007160 0.316669 0.383763 0.088 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 C8 1.460(7) . ?
O1 C7 1.463(7) . ?
O2 C19 1.430(10) . ?
O2 H2A 0.8200 . ?
O3 C6 1.435(8) . ?
O3 H3D 0.8200 . ?
O4 C31 1.437(7) . ?
O4 H4D 0.8200 . ?
O5 C47 1.428(8) . ?
O5 H5D 0.8200 . ?
O6 C32 1.460(8) . ?
O6 C33 1.469(8) . ?
C1 C2 1.518(13) . ?
C1 H5 0.9600 . ?
C1 H4 0.9600 . ?
C1 H1 0.9600 . ?
C2 C3 1.524(11) . ?
C2 C12 1.542(10) . ?
C2 H38 0.9800 . ?
C3 C4 1.555(10) . ?
C3 C13 1.580(10) . ?
C3 H37 0.9800 . ?
C4 C15 1.524(9) . ?
C4 C5 1.525(9) . ?
C4 H8 0.9800 . ?
C5 C6 1.557(9) . ?
C5 H10 0.9700 . ?
C5 H9 0.9700 . ?
C6 C7 1.545(9) . ?
C6 C16 1.549(8) . ?
C7 C8 1.480(10) . ?
C7 C21 1.519(10) . ?
C8 C9 1.512(11) . ?
C8 C22 1.534(9) . ?
C9 C10 1.539(10) . ?
C9 C20 1.550(10) . ?
C9 H27 0.9800 . ?
C10 C23 1.525(14) . ?
C10 C11 1.548(13) . ?
C10 H22 0.9800 . ?
C11 H21 0.9600 . ?
C11 H20 0.9600 . ?
C11 H2 0.9600 . ?
C12 H3 0.9600 . ?
C12 H40 0.9600 . ?
C12 H39 0.9600 . ?
C13 C14 1.525(12) . ?
C13 H7 0.9700 . ?
C13 H6 0.9700 . ?
C14 C15 1.524(9) . ?
C14 H35 0.9700 . ?
C14 H36 0.9700 . ?
C15 C24 1.514(10) . ?
C15 C25 1.553(10) . ?
C16 C17 1.550(10) . ?
C16 C24 1.555(9) . ?
C16 H11 0.9800 . ?
C17 C18 1.537(11) . ?
C17 C19 1.539(12) . ?
C17 H29 0.9800 . ?
C18 H12 0.9600 . ?
C18 H14 0.9600 . ?
C18 H13 0.9600 . ?
C19 C20 1.546(11) . ?
C19 H28 0.9800 . ?
C20 H16 0.9700 . ?
C20 H15 0.9700 . ?
C21 H19 0.9600 . ?
C21 H18 0.9600 . ?
C21 H17 0.9600 . ?
C22 C23 1.539(13) . ?
C22 H26 0.9700 . ?
C22 H25 0.9700 . ?
C23 H24 0.9700 . ?
C23 H23 0.9700 . ?
C24 H31 0.9700 . ?
C24 H30 0.9700 . ?
C25 H34 0.9600 . ?
C25 H32 0.9600 . ?
C25 H33 0.9600 . ?
C26 C27 1.534(12) . ?
C26 H77 0.9600 . ?
C26 H76 0.9600 . ?
C26 H41 0.9600 . ?
C27 C37 1.508(12) . ?
C27 C28 1.537(11) . ?
C27 H78 0.9800 . ?
C28 C38 1.549(11) . ?
C28 C29 1.562(10) . ?
C28 H75 0.9800 . ?
C29 C30 1.524(9) . ?
C29 C40 1.537(10) . ?
C29 H53 0.9800 . ?
C30 C31 1.539(8) . ?
C30 H51 0.9700 . ?
C30 H52 0.9700 . ?
C31 C43 1.559(9) . ?
C31 C32 1.568(8) . ?
C32 C33 1.474(9) . ?
C32 C50 1.521(9) . ?
C33 C34 1.508(9) . ?
C33 C44 1.510(8) . ?
C34 C35 1.534(10) . ?
C34 C46 1.542(10) . ?
C34 H68 0.9800 . ?
C35 C36 1.526(11) . ?
C35 C45 1.535(10) . ?
C35 H60 0.9800 . ?
C36 H59 0.9600 . ?
C36 H58 0.9600 . ?
C36 H42 0.9600 . ?
C37 H43 0.9600 . ?
C37 H79 0.9600 . ?
C37 H80 0.9600 . ?
C38 C39 1.524(12) . ?
C38 H45 0.9700 . ?
C38 H44 0.9700 . ?
C39 C40 1.518(10) . ?
C39 H74 0.9700 . ?
C39 H46 0.9700 . ?
C40 C41 1.530(11) . ?
C40 C42 1.532(9) . ?
C41 H47 0.9600 . ?
C41 H49 0.9600 . ?
C41 H48 0.9600 . ?
C42 C43 1.537(9) . ?
C42 H73 0.9700 . ?
C42 H50 0.9700 . ?
C43 C48 1.569(9) . ?
C43 H72 0.9800 . ?
C44 C45 1.557(10) . ?
C44 H54 0.9700 . ?
C44 H55 0.9700 . ?
C45 H56 0.9700 . ?
C45 H57 0.9700 . ?
C46 C47 1.528(10) . ?
C46 H61 0.9700 . ?
C46 H62 0.9700 . ?
C47 C48 1.560(9) . ?
C47 H63 0.9800 . ?
C48 C49 1.525(10) . ?
C48 H64 0.9800 . ?
C49 H65 0.9600 . ?
C49 H66 0.9600 . ?
C49 H67 0.9600 . ?
C50 H69 0.9600 . ?
C50 H71 0.9600 . ?
C50 H70 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
C8 O1 C7 60.9(4) . . ?
C19 O2 H2A 109.5 . . ?
C6 O3 H3D 109.5 . . ?
C31 O4 H4D 109.5 . . ?
C47 O5 H5D 109.5 . . ?
C32 O6 C33 60.4(4) . . ?
C2 C1 H5 109.5 . . ?
C2 C1 H4 109.5 . . ?
H5 C1 H4 109.5 . . ?
C2 C1 H1 109.5 . . ?
H5 C1 H1 109.5 . . ?
H4 C1 H1 109.5 . . ?
C1 C2 C3 112.9(7) . . ?
C1 C2 C12 107.0(7) . . ?
C3 C2 C12 111.9(7) . . ?
C1 C2 H38 108.3 . . ?
C3 C2 H38 108.3 . . ?
C12 C2 H38 108.3 . . ?
C2 C3 C4 119.5(5) . . ?
C2 C3 C13 113.2(6) . . ?
C4 C3 C13 100.7(6) . . ?
C2 C3 H37 107.6 . . ?
C4 C3 H37 107.6 . . ?
C13 C3 H37 107.6 . . ?
C15 C4 C5 111.6(5) . . ?
C15 C4 C3 107.5(5) . . ?
C5 C4 C3 122.6(6) . . ?
C15 C4 H8 104.4 . . ?
C5 C4 H8 104.4 . . ?
C3 C4 H8 104.4 . . ?
C4 C5 C6 110.7(5) . . ?
C4 C5 H10 109.5 . . ?
C6 C5 H10 109.5 . . ?
C4 C5 H9 109.5 . . ?
C6 C5 H9 109.5 . . ?
H10 C5 H9 108.1 . . ?
O3 C6 C7 110.5(5) . . ?
O3 C6 C16 106.7(5) . . ?
C7 C6 C16 111.5(5) . . ?
O3 C6 C5 106.4(5) . . ?
C7 C6 C5 109.8(5) . . ?
C16 C6 C5 111.8(5) . . ?
O1 C7 C8 59.5(4) . . ?
O1 C7 C21 112.8(5) . . ?
C8 C7 C21 118.4(6) . . ?
O1 C7 C6 114.0(5) . . ?
C8 C7 C6 123.3(6) . . ?
C21 C7 C6 115.1(6) . . ?
O1 C8 C7 59.6(4) . . ?
O1 C8 C9 116.0(5) . . ?
C7 C8 C9 128.1(6) . . ?
O1 C8 C22 113.5(5) . . ?
C7 C8 C22 122.2(6) . . ?
C9 C8 C22 107.0(6) . . ?
C8 C9 C10 101.0(6) . . ?
C8 C9 C20 112.2(6) . . ?
C10 C9 C20 112.4(6) . . ?
C8 C9 H27 110.3 . . ?
C10 C9 H27 110.3 . . ?
C20 C9 H27 110.3 . . ?
C23 C10 C9 104.4(7) . . ?
C23 C10 C11 115.0(8) . . ?
C9 C10 C11 115.6(8) . . ?
C23 C10 H22 107.1 . . ?
C9 C10 H22 107.1 . . ?
C11 C10 H22 107.1 . . ?
C10 C11 H21 109.5 . . ?
C10 C11 H20 109.5 . . ?
H21 C11 H20 109.5 . . ?
C10 C11 H2 109.5 . . ?
H21 C11 H2 109.5 . . ?
H20 C11 H2 109.5 . . ?
C2 C12 H3 109.5 . . ?
C2 C12 H40 109.5 . . ?
H3 C12 H40 109.5 . . ?
C2 C12 H39 109.5 . . ?
H3 C12 H39 109.5 . . ?
H40 C12 H39 109.5 . . ?
C14 C13 C3 107.6(6) . . ?
C14 C13 H7 110.2 . . ?
C3 C13 H7 110.2 . . ?
C14 C13 H6 110.2 . . ?
C3 C13 H6 110.2 . . ?
H7 C13 H6 108.5 . . ?
C15 C14 C13 103.6(6) . . ?
C15 C14 H35 111.0 . . ?
C13 C14 H35 111.0 . . ?
C15 C14 H36 111.0 . . ?
C13 C14 H36 111.0 . . ?
H35 C14 H36 109.0 . . ?
C24 C15 C14 114.7(6) . . ?
C24 C15 C4 109.4(6) . . ?
C14 C15 C4 100.0(6) . . ?
C24 C15 C25 110.6(6) . . ?
C14 C15 C25 108.0(6) . . ?
C4 C15 C25 114.0(6) . . ?
C6 C16 C17 120.1(5) . . ?
C6 C16 C24 109.8(5) . . ?
C17 C16 C24 111.8(5) . . ?
C6 C16 H11 104.6 . . ?
C17 C16 H11 104.6 . . ?
C24 C16 H11 104.6 . . ?
C18 C17 C19 110.6(6) . . ?
C18 C17 C16 112.6(6) . . ?
C19 C17 C16 122.1(6) . . ?
C18 C17 H29 102.9 . . ?
C19 C17 H29 102.9 . . ?
C16 C17 H29 102.9 . . ?
C17 C18 H12 109.5 . . ?
C17 C18 H14 109.5 . . ?
H12 C18 H14 109.5 . . ?
C17 C18 H13 109.5 . . ?
H12 C18 H13 109.5 . . ?
H14 C18 H13 109.5 . . ?
O2 C19 C17 112.4(6) . . ?
O2 C19 C20 111.5(7) . . ?
C17 C19 C20 119.7(6) . . ?
O2 C19 H28 103.8 . . ?
C17 C19 H28 103.8 . . ?
C20 C19 H28 103.8 . . ?
C19 C20 C9 118.6(6) . . ?
C19 C20 H16 107.7 . . ?
C9 C20 H16 107.7 . . ?
C19 C20 H15 107.7 . . ?
C9 C20 H15 107.7 . . ?
H16 C20 H15 107.1 . . ?
C7 C21 H19 109.5 . . ?
C7 C21 H18 109.5 . . ?
H19 C21 H18 109.5 . . ?
C7 C21 H17 109.5 . . ?
H19 C21 H17 109.5 . . ?
H18 C21 H17 109.5 . . ?
C8 C22 C23 104.9(7) . . ?
C8 C22 H26 110.8 . . ?
C23 C22 H26 110.8 . . ?
C8 C22 H25 110.8 . . ?
C23 C22 H25 110.8 . . ?
H26 C22 H25 108.8 . . ?
C10 C23 C22 105.8(6) . . ?
C10 C23 H24 110.6 . . ?
C22 C23 H24 110.6 . . ?
C10 C23 H23 110.6 . . ?
C22 C23 H23 110.6 . . ?
H24 C23 H23 108.7 . . ?
C15 C24 C16 112.7(5) . . ?
C15 C24 H31 109.0 . . ?
C16 C24 H31 109.0 . . ?
C15 C24 H30 109.0 . . ?
C16 C24 H30 109.0 . . ?
H31 C24 H30 107.8 . . ?
C15 C25 H34 109.5 . . ?
C15 C25 H32 109.5 . . ?
H34 C25 H32 109.5 . . ?
C15 C25 H33 109.5 . . ?
H34 C25 H33 109.5 . . ?
H32 C25 H33 109.5 . . ?
C27 C26 H77 109.5 . . ?
C27 C26 H76 109.5 . . ?
H77 C26 H76 109.5 . . ?
C27 C26 H41 109.5 . . ?
H77 C26 H41 109.5 . . ?
H76 C26 H41 109.5 . . ?
C37 C27 C26 107.7(7) . . ?
C37 C27 C28 115.4(7) . . ?
C26 C27 C28 109.6(7) . . ?
C37 C27 H78 108.0 . . ?
C26 C27 H78 108.0 . . ?
C28 C27 H78 108.0 . . ?
C27 C28 C38 114.8(7) . . ?
C27 C28 C29 119.7(6) . . ?
C38 C28 C29 102.3(6) . . ?
C27 C28 H75 106.4 . . ?
C38 C28 H75 106.4 . . ?
C29 C28 H75 106.4 . . ?
C30 C29 C40 110.1(6) . . ?
C30 C29 C28 124.0(6) . . ?
C40 C29 C28 106.3(6) . . ?
C30 C29 H53 105.0 . . ?
C40 C29 H53 105.0 . . ?
C28 C29 H53 105.0 . . ?
C29 C30 C31 111.6(5) . . ?
C29 C30 H51 109.3 . . ?
C31 C30 H51 109.3 . . ?
C29 C30 H52 109.3 . . ?
C31 C30 H52 109.3 . . ?
H51 C30 H52 108.0 . . ?
O4 C31 C30 106.8(5) . . ?
O4 C31 C43 106.1(4) . . ?
C30 C31 C43 112.4(5) . . ?
O4 C31 C32 108.9(5) . . ?
C30 C31 C32 106.1(5) . . ?
C43 C31 C32 116.2(5) . . ?
O6 C32 C33 60.1(4) . . ?
O6 C32 C50 115.4(5) . . ?
C33 C32 C50 117.6(5) . . ?
O6 C32 C31 109.4(5) . . ?
C33 C32 C31 125.1(5) . . ?
C50 C32 C31 114.9(5) . . ?
O6 C33 C32 59.5(4) . . ?
O6 C33 C34 119.3(5) . . ?
C32 C33 C34 126.3(5) . . ?
O6 C33 C44 113.0(5) . . ?
C32 C33 C44 124.4(6) . . ?
C34 C33 C44 105.8(5) . . ?
C33 C34 C35 102.4(5) . . ?
C33 C34 C46 108.0(5) . . ?
C35 C34 C46 112.4(5) . . ?
C33 C34 H68 111.2 . . ?
C35 C34 H68 111.2 . . ?
C46 C34 H68 111.2 . . ?
C36 C35 C34 117.4(6) . . ?
C36 C35 C45 114.7(6) . . ?
C34 C35 C45 103.5(6) . . ?
C36 C35 H60 106.9 . . ?
C34 C35 H60 106.9 . . ?
C45 C35 H60 106.9 . . ?
C35 C36 H59 109.5 . . ?
C35 C36 H58 109.5 . . ?
H59 C36 H58 109.5 . . ?
C35 C36 H42 109.5 . . ?
H59 C36 H42 109.5 . . ?
H58 C36 H42 109.5 . . ?
C27 C37 H43 109.5 . . ?
C27 C37 H79 109.5 . . ?
H43 C37 H79 109.5 . . ?
C27 C37 H80 109.5 . . ?
H43 C37 H80 109.5 . . ?
H79 C37 H80 109.5 . . ?
C39 C38 C28 107.4(6) . . ?
C39 C38 H45 110.2 . . ?
C28 C38 H45 110.2 . . ?
C39 C38 H44 110.2 . . ?
C28 C38 H44 110.2 . . ?
H45 C38 H44 108.5 . . ?
C40 C39 C38 105.0(6) . . ?
C40 C39 H74 110.8 . . ?
C38 C39 H74 110.8 . . ?
C40 C39 H46 110.8 . . ?
C38 C39 H46 110.8 . . ?
H74 C39 H46 108.8 . . ?
C39 C40 C41 108.7(6) . . ?
C39 C40 C42 115.5(6) . . ?
C41 C40 C42 110.4(6) . . ?
C39 C40 C29 99.9(6) . . ?
C41 C40 C29 113.7(6) . . ?
C42 C40 C29 108.4(6) . . ?
C40 C41 H47 109.5 . . ?
C40 C41 H49 109.5 . . ?
H47 C41 H49 109.5 . . ?
C40 C41 H48 109.5 . . ?
H47 C41 H48 109.5 . . ?
H49 C41 H48 109.5 . . ?
C40 C42 C43 114.4(5) . . ?
C40 C42 H73 108.7 . . ?
C43 C42 H73 108.7 . . ?
C40 C42 H50 108.7 . . ?
C43 C42 H50 108.7 . . ?
H73 C42 H50 107.6 . . ?
C42 C43 C31 110.7(5) . . ?
C42 C43 C48 111.1(5) . . ?
C31 C43 C48 111.6(5) . . ?
C42 C43 H72 107.7 . . ?
C31 C43 H72 107.7 . . ?
C48 C43 H72 107.7 . . ?
C33 C44 C45 105.1(5) . . ?
C33 C44 H54 110.7 . . ?
C45 C44 H54 110.7 . . ?
C33 C44 H55 110.7 . . ?
C45 C44 H55 110.7 . . ?
H54 C44 H55 108.8 . . ?
C35 C45 C44 105.9(5) . . ?
C35 C45 H56 110.6 . . ?
C44 C45 H56 110.6 . . ?
C35 C45 H57 110.6 . . ?
C44 C45 H57 110.6 . . ?
H56 C45 H57 108.7 . . ?
C47 C46 C34 114.9(5) . . ?
C47 C46 H61 108.5 . . ?
C34 C46 H61 108.5 . . ?
C47 C46 H62 108.5 . . ?
C34 C46 H62 108.5 . . ?
H61 C46 H62 107.5 . . ?
O5 C47 C46 109.4(5) . . ?
O5 C47 C48 110.1(5) . . ?
C46 C47 C48 112.0(5) . . ?
O5 C47 H63 108.4 . . ?
C46 C47 H63 108.4 . . ?
C48 C47 H63 108.4 . . ?
C49 C48 C47 110.8(5) . . ?
C49 C48 C43 113.6(6) . . ?
C47 C48 C43 112.0(5) . . ?
C49 C48 H64 106.6 . . ?
C47 C48 H64 106.6 . . ?
C43 C48 H64 106.6 . . ?
C48 C49 H65 109.5 . . ?
C48 C49 H66 109.5 . . ?
H65 C49 H66 109.5 . . ?
C48 C49 H67 109.5 . . ?
H65 C49 H67 109.5 . . ?
H66 C49 H67 109.5 . . ?
C32 C50 H69 109.5 . . ?
C32 C50 H71 109.5 . . ?
H69 C50 H71 109.5 . . ?
C32 C50 H70 109.5 . . ?
H69 C50 H70 109.5 . . ?
H71 C50 H70 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
C1 C2 C3 C4 -70.9(9) . . . . ?
C12 C2 C3 C4 168.4(7) . . . . ?
C1 C2 C3 C13 170.7(7) . . . . ?
C12 C2 C3 C13 50.0(9) . . . . ?
C2 C3 C4 C15 -100.2(7) . . . . ?
C13 C3 C4 C15 24.4(7) . . . . ?
C2 C3 C4 C5 31.3(9) . . . . ?
C13 C3 C4 C5 155.9(6) . . . . ?
C15 C4 C5 C6 -57.2(7) . . . . ?
C3 C4 C5 C6 173.1(6) . . . . ?
C4 C5 C6 O3 -62.3(6) . . . . ?
C4 C5 C6 C7 178.1(5) . . . . ?
C4 C5 C6 C16 53.8(7) . . . . ?
C8 O1 C7 C21 -110.6(6) . . . . ?
C8 O1 C7 C6 115.8(6) . . . . ?
O3 C6 C7 O1 -37.2(7) . . . . ?
C16 C6 C7 O1 -155.7(5) . . . . ?
C5 C6 C7 O1 79.8(7) . . . . ?
O3 C6 C7 C8 30.9(8) . . . . ?
C16 C6 C7 C8 -87.6(7) . . . . ?
C5 C6 C7 C8 148.0(6) . . . . ?
O3 C6 C7 C21 -169.7(5) . . . . ?
C16 C6 C7 C21 71.8(7) . . . . ?
C5 C6 C7 C21 -52.7(7) . . . . ?
C7 O1 C8 C9 -120.7(6) . . . . ?
C7 O1 C8 C22 114.8(7) . . . . ?
C21 C7 C8 O1 101.1(6) . . . . ?
C6 C7 C8 O1 -100.2(6) . . . . ?
O1 C7 C8 C9 100.7(7) . . . . ?
C21 C7 C8 C9 -158.2(6) . . . . ?
C6 C7 C8 C9 0.5(10) . . . . ?
O1 C7 C8 C22 -100.2(7) . . . . ?
C21 C7 C8 C22 0.8(9) . . . . ?
C6 C7 C8 C22 159.5(6) . . . . ?
O1 C8 C9 C10 -91.0(6) . . . . ?
C7 C8 C9 C10 -161.6(6) . . . . ?
C22 C8 C9 C10 36.8(7) . . . . ?
O1 C8 C9 C20 149.1(6) . . . . ?
C7 C8 C9 C20 78.5(8) . . . . ?
C22 C8 C9 C20 -83.1(7) . . . . ?
C8 C9 C10 C23 -40.7(7) . . . . ?
C20 C9 C10 C23 79.0(8) . . . . ?
C8 C9 C10 C11 -168.0(7) . . . . ?
C20 C9 C10 C11 -48.3(10) . . . . ?
C2 C3 C13 C14 132.3(7) . . . . ?
C4 C3 C13 C14 3.5(8) . . . . ?
C3 C13 C14 C15 -29.8(8) . . . . ?
C13 C14 C15 C24 160.3(6) . . . . ?
C13 C14 C15 C4 43.5(7) . . . . ?
C13 C14 C15 C25 -75.8(7) . . . . ?
C5 C4 C15 C24 59.1(7) . . . . ?
C3 C4 C15 C24 -163.7(5) . . . . ?
C5 C4 C15 C14 179.8(6) . . . . ?
C3 C4 C15 C14 -42.9(7) . . . . ?
C5 C4 C15 C25 -65.3(8) . . . . ?
C3 C4 C15 C25 71.9(7) . . . . ?
O3 C6 C16 C17 -67.6(7) . . . . ?
C7 C6 C16 C17 53.1(8) . . . . ?
C5 C6 C16 C17 176.4(6) . . . . ?
O3 C6 C16 C24 64.0(7) . . . . ?
C7 C6 C16 C24 -175.4(6) . . . . ?
C5 C6 C16 C24 -52.0(7) . . . . ?
C6 C16 C17 C18 -92.7(8) . . . . ?
C24 C16 C17 C18 136.6(6) . . . . ?
C6 C16 C17 C19 42.6(9) . . . . ?
C24 C16 C17 C19 -88.1(8) . . . . ?
C18 C17 C19 O2 178.7(6) . . . . ?
C16 C17 C19 O2 42.6(9) . . . . ?
C18 C17 C19 C20 45.1(9) . . . . ?
C16 C17 C19 C20 -91.0(8) . . . . ?
O2 C19 C20 C9 -60.6(9) . . . . ?
C17 C19 C20 C9 73.4(9) . . . . ?
C8 C9 C20 C19 -76.1(9) . . . . ?
C10 C9 C20 C19 170.9(7) . . . . ?
O1 C8 C22 C23 110.2(7) . . . . ?
C7 C8 C22 C23 178.0(6) . . . . ?
C9 C8 C22 C23 -19.1(8) . . . . ?
C9 C10 C23 C22 29.7(8) . . . . ?
C11 C10 C23 C22 157.5(8) . . . . ?
C8 C22 C23 C10 -6.9(8) . . . . ?
C14 C15 C24 C16 -169.6(6) . . . . ?
C4 C15 C24 C16 -58.3(8) . . . . ?
C25 C15 C24 C16 68.0(7) . . . . ?
C6 C16 C24 C15 55.2(8) . . . . ?
C17 C16 C24 C15 -169.0(6) . . . . ?
C37 C27 C28 C38 174.2(8) . . . . ?
C26 C27 C28 C38 52.5(10) . . . . ?
C37 C27 C28 C29 -63.6(10) . . . . ?
C26 C27 C28 C29 174.7(8) . . . . ?
C27 C28 C29 C30 26.0(11) . . . . ?
C38 C28 C29 C30 154.2(7) . . . . ?
C27 C28 C29 C40 -102.9(8) . . . . ?
C38 C28 C29 C40 25.2(8) . . . . ?
C40 C29 C30 C31 -60.0(7) . . . . ?
C28 C29 C30 C31 172.6(6) . . . . ?
C29 C30 C31 O4 -62.5(7) . . . . ?
C29 C30 C31 C43 53.5(7) . . . . ?
C29 C30 C31 C32 -178.5(5) . . . . ?
C33 O6 C32 C50 -108.6(6) . . . . ?
C33 O6 C32 C31 120.0(5) . . . . ?
O4 C31 C32 O6 -29.3(6) . . . . ?
C30 C31 C32 O6 85.3(6) . . . . ?
C43 C31 C32 O6 -149.0(5) . . . . ?
O4 C31 C32 C33 37.1(8) . . . . ?
C30 C31 C32 C33 151.8(6) . . . . ?
C43 C31 C32 C33 -82.5(8) . . . . ?
O4 C31 C32 C50 -161.0(5) . . . . ?
C30 C31 C32 C50 -46.3(7) . . . . ?
C43 C31 C32 C50 79.4(7) . . . . ?
C32 O6 C33 C34 -117.2(6) . . . . ?
C32 O6 C33 C44 117.5(6) . . . . ?
C50 C32 C33 O6 104.9(6) . . . . ?
C31 C32 C33 O6 -93.6(6) . . . . ?
O6 C32 C33 C34 105.7(7) . . . . ?
C50 C32 C33 C34 -149.4(7) . . . . ?
C31 C32 C33 C34 12.1(10) . . . . ?
O6 C32 C33 C44 -98.4(7) . . . . ?
C50 C32 C33 C44 6.4(10) . . . . ?
C31 C32 C33 C44 167.9(7) . . . . ?
O6 C33 C34 C35 -88.4(6) . . . . ?
C32 C33 C34 C35 -160.3(6) . . . . ?
C44 C33 C34 C35 40.3(7) . . . . ?
O6 C33 C34 C46 152.9(5) . . . . ?
C32 C33 C34 C46 81.0(8) . . . . ?
C44 C33 C34 C46 -78.5(6) . . . . ?
C33 C34 C35 C36 -167.3(6) . . . . ?
C46 C34 C35 C36 -51.6(8) . . . . ?
C33 C34 C35 C45 -39.8(7) . . . . ?
C46 C34 C35 C45 75.8(7) . . . . ?
C27 C28 C38 C39 132.4(8) . . . . ?
C29 C28 C38 C39 1.2(10) . . . . ?
C28 C38 C39 C40 -27.4(10) . . . . ?
C38 C39 C40 C41 -77.6(9) . . . . ?
C38 C39 C40 C42 157.8(8) . . . . ?
C38 C39 C40 C29 41.8(8) . . . . ?
C30 C29 C40 C39 -178.4(6) . . . . ?
C28 C29 C40 C39 -41.7(7) . . . . ?
C30 C29 C40 C41 -62.8(7) . . . . ?
C28 C29 C40 C41 73.9(7) . . . . ?
C30 C29 C40 C42 60.4(7) . . . . ?
C28 C29 C40 C42 -162.9(5) . . . . ?
C39 C40 C42 C43 -168.4(7) . . . . ?
C41 C40 C42 C43 67.8(8) . . . . ?
C29 C40 C42 C43 -57.4(8) . . . . ?
C40 C42 C43 C31 51.1(8) . . . . ?
C40 C42 C43 C48 175.7(6) . . . . ?
O4 C31 C43 C42 68.6(6) . . . . ?
C30 C31 C43 C42 -47.8(7) . . . . ?
C32 C31 C43 C42 -170.3(5) . . . . ?
O4 C31 C43 C48 -55.7(6) . . . . ?
C30 C31 C43 C48 -172.1(5) . . . . ?
C32 C31 C43 C48 65.4(7) . . . . ?
O6 C33 C44 C45 107.7(7) . . . . ?
C32 C33 C44 C45 175.5(6) . . . . ?
C34 C33 C44 C45 -24.5(8) . . . . ?
C36 C35 C45 C44 154.1(7) . . . . ?
C34 C35 C45 C44 25.0(8) . . . . ?
C33 C44 C45 C35 -0.7(8) . . . . ?
C33 C34 C46 C47 -49.1(7) . . . . ?
C35 C34 C46 C47 -161.3(5) . . . . ?
C34 C46 C47 O5 178.2(5) . . . . ?
C34 C46 C47 C48 -59.4(7) . . . . ?
O5 C47 C48 C49 8.8(7) . . . . ?
C46 C47 C48 C49 -113.2(6) . . . . ?
O5 C47 C48 C43 -119.3(6) . . . . ?
C46 C47 C48 C43 118.7(6) . . . . ?
C42 C43 C48 C49 36.0(8) . . . . ?
C31 C43 C48 C49 160.1(5) . . . . ?
C42 C43 C48 C47 162.5(6) . . . . ?
C31 C43 C48 C47 -73.3(6) . . . . ?

_refine_diff_density_max         0.321
_refine_diff_density_min         -0.214
_refine_diff_density_rms         0.064

