#------------------------------------------------------------------------------
#$Date: 2022-09-02 10:29:02 +0300 (Fri, 02 Sep 2022) $
#$Revision: 277581 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/57/8105744.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_8105744
loop_
_publ_author_name
'Wang, Guangdi'
'Qian, Shihao'
'Yan, Sun'
'Wen, Tingchi'
_publ_section_title
;
 Crystal structure of
 (2-(1-hydroxyheptyl)octahydro-8aH-chromene-5,8,8a-triol), C16H30O5
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              539
_journal_page_last               541
_journal_paper_doi               10.1515/ncrs-2022-0092
_journal_volume                  237
_journal_year                    2022
_chemical_absolute_configuration unk
_chemical_formula_sum            'C16 H30 O5'
_chemical_formula_weight         302.40
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_cell_angle_alpha                90
_cell_angle_beta                 96.473(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.6814(5)
_cell_length_b                   13.0181(12)
_cell_length_c                   22.833(2)
_cell_measurement_reflns_used    7271
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      23.49
_cell_measurement_theta_min      2.38
_cell_volume                     1678.0(3)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  CCD
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0840
_diffrn_reflns_av_unetI/netI     0.0708
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            35545
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.013
_diffrn_reflns_theta_max         25.013
_diffrn_reflns_theta_min         3.115
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.197
_exptl_crystal_description       block
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_transmission_factor_max   0.864
_exptl_transmission_factor_min   0.864
_refine_diff_density_max         0.206
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details
;
 Flack x determined using 1473 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.8(6)
_refine_ls_extinction_coef
;
;
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     381
_refine_ls_number_reflns         5903
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.989
_refine_ls_R_factor_all          0.0988
_refine_ls_R_factor_gt           0.0508
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0758P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1099
_refine_ls_wR_factor_ref         0.1346
_reflns_Friedel_coverage         0.908
_reflns_Friedel_fraction_full    0.994
_reflns_Friedel_fraction_max     0.994
_reflns_number_gt                4005
_reflns_number_total             5903
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2022-0092_suppl.cif
_cod_data_source_block           1_a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_absolute_configuration' value 'UNK' was changed
to 'unk' in accordance with the built-in table derived from the CIF
Core dictionary named 'cif_core.dic' version 2.4.5 last updated on
2014-11-21.

Automatic conversion script
Id: cif_fix_values 8738 2021-04-28 16:35:53Z antanas 
;
_cod_original_cell_volume        1677.9(3)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               8105744
_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.
;
_shelx_estimated_absorpt_t_min   0.983
_shelx_estimated_absorpt_t_max   0.983
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.1136(7) 0.0479(3) 0.75195(19) 0.0367(11) Uani 1 1 d . . . . .
H1 H -0.0908 -0.0106 0.7790 0.044 Uiso 1 1 calc R U . . .
C2 C -0.0993(8) 0.0069(3) 0.6903(2) 0.0454(12) Uani 1 1 d . . . . .
H2A H -0.2378 -0.0351 0.6786 0.054 Uiso 1 1 calc R U . . .
H2B H 0.0395 -0.0366 0.6906 0.054 Uiso 1 1 calc R U . . .
C3 C -0.0855(8) 0.0929(4) 0.64492(19) 0.0404(11) Uani 1 1 d . . . . .
H3A H -0.0645 0.0633 0.6069 0.049 Uiso 1 1 calc R U . . .
H3B H -0.2326 0.1315 0.6408 0.049 Uiso 1 1 calc R U . . .
C4 C 0.1175(7) 0.1640(3) 0.66384(17) 0.0318(11) Uani 1 1 d . . . . .
H4 H 0.2659 0.1251 0.6658 0.038 Uiso 1 1 calc R U . . .
C5 C 0.0925(7) 0.2083(3) 0.72393(18) 0.0299(10) Uani 1 1 d . . . . .
C6 C 0.0856(7) 0.1237(3) 0.76975(18) 0.0321(10) Uani 1 1 d . . . . .
H6 H 0.2339 0.0853 0.7698 0.039 Uiso 1 1 calc R U . . .
C7 C 0.0889(8) 0.1710(3) 0.83109(18) 0.0386(11) Uani 1 1 d . . . . .
H7A H -0.0593 0.2067 0.8340 0.046 Uiso 1 1 calc R U . . .
H7B H 0.1042 0.1170 0.8605 0.046 Uiso 1 1 calc R U . . .
C8 C 0.2949(8) 0.2462(4) 0.84296(19) 0.0414(11) Uani 1 1 d . . . . .
H8A H 0.4433 0.2087 0.8460 0.050 Uiso 1 1 calc R U . . .
H8B H 0.2846 0.2808 0.8802 0.050 Uiso 1 1 calc R U . . .
C9 C 0.2914(8) 0.3259(3) 0.79368(18) 0.0336(11) Uani 1 1 d . . . . .
H9 H 0.1455 0.3663 0.7928 0.040 Uiso 1 1 calc R U . . .
C10 C 0.5011(8) 0.3990(3) 0.79911(17) 0.0342(11) Uani 1 1 d . . . . .
H10 H 0.6465 0.3580 0.8015 0.041 Uiso 1 1 calc R U . . .
C11 C 0.5095(8) 0.4641(4) 0.8543(2) 0.0420(12) Uani 1 1 d . . . . .
H11A H 0.3653 0.5045 0.8522 0.050 Uiso 1 1 calc R U . . .
H11B H 0.5103 0.4186 0.8880 0.050 Uiso 1 1 calc R U . . .
C12 C 0.7189(8) 0.5364(4) 0.8653(2) 0.0456(12) Uani 1 1 d . . . . .
H12A H 0.8643 0.4975 0.8651 0.055 Uiso 1 1 calc R U . . .
H12B H 0.7122 0.5863 0.8336 0.055 Uiso 1 1 calc R U . . .
C13 C 0.7233(9) 0.5926(4) 0.9235(2) 0.0518(13) Uani 1 1 d . . . . .
H13A H 0.5775 0.6315 0.9231 0.062 Uiso 1 1 calc R U . . .
H13B H 0.7246 0.5419 0.9547 0.062 Uiso 1 1 calc R U . . .
C14 C 0.9286(9) 0.6649(4) 0.9387(2) 0.0549(14) Uani 1 1 d . . . . .
H14A H 0.9272 0.7166 0.9081 0.066 Uiso 1 1 calc R U . . .
H14B H 1.0753 0.6266 0.9394 0.066 Uiso 1 1 calc R U . . .
C15 C 0.9228(10) 0.7176(5) 0.9974(2) 0.0668(17) Uani 1 1 d . . . . .
H15A H 0.7758 0.7558 0.9964 0.080 Uiso 1 1 calc R U . . .
H15B H 0.9215 0.6654 1.0277 0.080 Uiso 1 1 calc R U . . .
C16 C 1.1256(13) 0.7900(6) 1.0149(3) 0.102(3) Uani 1 1 d . . . . .
H16A H 1.2729 0.7549 1.0126 0.153 Uiso 1 1 calc R U . . .
H16B H 1.1180 0.8134 1.0545 0.153 Uiso 1 1 calc R U . . .
H16C H 1.1151 0.8478 0.9886 0.153 Uiso 1 1 calc R U . . .
C17 C -0.3180(8) 0.5036(4) 0.4719(2) 0.0434(12) Uani 1 1 d . . . . .
H17 H -0.3572 0.5537 0.4403 0.052 Uiso 1 1 calc R U . . .
C18 C -0.5337(8) 0.4342(5) 0.4738(2) 0.0548(14) Uani 1 1 d . . . . .
H18A H -0.5517 0.3914 0.4388 0.066 Uiso 1 1 calc R U . . .
H18B H -0.6744 0.4766 0.4733 0.066 Uiso 1 1 calc R U . . .
C19 C -0.5144(8) 0.3654(4) 0.52838(19) 0.0452(12) Uani 1 1 d . . . . .
H19A H -0.6612 0.3277 0.5293 0.054 Uiso 1 1 calc R U . . .
H19B H -0.3879 0.3160 0.5262 0.054 Uiso 1 1 calc R U . . .
C20 C -0.4650(7) 0.4281(4) 0.58418(18) 0.0359(11) Uani 1 1 d . . . . .
H20 H -0.5985 0.4748 0.5870 0.043 Uiso 1 1 calc R U . . .
C21 C -0.2427(7) 0.4916(3) 0.58211(19) 0.0335(11) Uani 1 1 d . . . . .
C22 C -0.2662(7) 0.5634(3) 0.52925(18) 0.0374(11) Uani 1 1 d . . . . .
H22 H -0.4060 0.6061 0.5328 0.045 Uiso 1 1 calc R U . . .
C23 C -0.0549(8) 0.6369(4) 0.5323(2) 0.0451(12) Uani 1 1 d . . . . .
H23A H 0.0874 0.5987 0.5267 0.054 Uiso 1 1 calc R U . . .
H23B H -0.0812 0.6873 0.5009 0.054 Uiso 1 1 calc R U . . .
C24 C -0.0216(10) 0.6914(4) 0.5915(2) 0.0531(14) Uani 1 1 d . . . . .
H24A H 0.1204 0.7333 0.5941 0.064 Uiso 1 1 calc R U . . .
H24B H -0.1556 0.7362 0.5951 0.064 Uiso 1 1 calc R U . . .
C25 C -0.0007(8) 0.6131(3) 0.64125(19) 0.0400(12) Uani 1 1 d . . . . .
H25 H 0.1398 0.5707 0.6380 0.048 Uiso 1 1 calc R U . . .
C26 C 0.0117(8) 0.6542(4) 0.7037(2) 0.0434(12) Uani 1 1 d . . . . .
H26 H -0.1327 0.6936 0.7076 0.052 Uiso 1 1 calc R U . . .
C27 C 0.2246(9) 0.7224(4) 0.7214(2) 0.0497(13) Uani 1 1 d . . . . .
H27A H 0.3681 0.6833 0.7186 0.060 Uiso 1 1 calc R U . . .
H27B H 0.2230 0.7794 0.6940 0.060 Uiso 1 1 calc R U . . .
C28 C 0.2296(9) 0.7644(4) 0.7835(2) 0.0555(14) Uani 1 1 d . . . . .
H28A H 0.0836 0.8019 0.7862 0.067 Uiso 1 1 calc R U . . .
H28B H 0.2327 0.7070 0.8106 0.067 Uiso 1 1 calc R U . . .
C29 C 0.4351(9) 0.8343(4) 0.8033(2) 0.0559(14) Uani 1 1 d . . . . .
H29A H 0.4370 0.8906 0.7755 0.067 Uiso 1 1 calc R U . . .
H29B H 0.5817 0.7963 0.8028 0.067 Uiso 1 1 calc R U . . .
C30 C 0.4248(10) 0.8779(5) 0.8644(2) 0.0618(15) Uani 1 1 d . . . . .
H30A H 0.2769 0.9151 0.8646 0.074 Uiso 1 1 calc R U . . .
H30B H 0.4222 0.8211 0.8918 0.074 Uiso 1 1 calc R U . . .
C31 C 0.6232(11) 0.9479(5) 0.8862(3) 0.0713(17) Uani 1 1 d . . . . .
H31A H 0.6306 1.0033 0.8581 0.086 Uiso 1 1 calc R U . . .
H31B H 0.7709 0.9101 0.8880 0.086 Uiso 1 1 calc R U . . .
C32 C 0.6017(14) 0.9936(6) 0.9461(3) 0.094(2) Uani 1 1 d . . . . .
H32A H 0.4631 1.0362 0.9441 0.141 Uiso 1 1 calc R U . . .
H32B H 0.7396 1.0343 0.9583 0.141 Uiso 1 1 calc R U . . .
H32C H 0.5888 0.9394 0.9741 0.141 Uiso 1 1 calc R U . . .
O1 O -0.3429(5) 0.0896(2) 0.75762(13) 0.0463(8) Uani 1 1 d . . . . .
H1A H -0.3465 0.1501 0.7476 0.069 Uiso 1 1 d R U . . .
O2 O 0.1230(5) 0.2441(2) 0.62126(11) 0.0357(7) Uani 1 1 d . . . . .
H2 H 0.2453 0.2774 0.6284 0.054 Uiso 1 1 d R U . . .
O3 O -0.1206(5) 0.2655(2) 0.72367(12) 0.0343(7) Uani 1 1 d . . . . .
H3 H -0.1512 0.2936 0.6916 0.051 Uiso 1 1 d R U . . .
O4 O 0.2920(5) 0.2739(2) 0.73800(11) 0.0308(7) Uani 1 1 d . . . . .
O5 O 0.4909(6) 0.4626(2) 0.74689(12) 0.0438(8) Uani 1 1 d . . . . .
H5 H 0.6027 0.5028 0.7506 0.066 Uiso 1 1 d R U . . .
O7 O -0.1194(5) 0.4453(3) 0.45705(14) 0.0514(9) Uani 1 1 d . . . . .
H7 H -0.0573 0.4156 0.4865 0.077 Uiso 1 1 d R U . . .
O8 O -0.0430(4) 0.4282(2) 0.57679(12) 0.0375(8) Uani 1 1 d . . . . .
H8 H -0.0502 0.3768 0.5973 0.056 Uiso 1 1 d R U . . .
O9 O -0.2074(5) 0.5470(2) 0.63589(12) 0.0390(8) Uani 1 1 d . . . . .
O10 O 0.0225(6) 0.5695(3) 0.74382(13) 0.0530(9) Uani 1 1 d . . . . .
H10A H 0.1055 0.5240 0.7321 0.079 Uiso 1 1 d R U . . .
O6 O -0.4460(5) 0.3606(2) 0.63424(12) 0.0386(7) Uani 1 1 d . . . . .
H6A H -0.4306 0.3948 0.6646 0.058 Uiso 1 1 d R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
O1 C1 C2 111.2(4) . .
O1 C1 C6 112.8(3) . .
C2 C1 C6 111.1(3) . .
O1 C1 H1 107.1 . .
C2 C1 H1 107.1 . .
C6 C1 H1 107.1 . .
C1 C2 C3 112.4(4) . .
C1 C2 H2A 109.1 . .
C3 C2 H2A 109.1 . .
C1 C2 H2B 109.1 . .
C3 C2 H2B 109.1 . .
H2A C2 H2B 107.8 . .
C4 C3 C2 110.6(3) . .
C4 C3 H3A 109.5 . .
C2 C3 H3A 109.5 . .
C4 C3 H3B 109.5 . .
C2 C3 H3B 109.5 . .
H3A C3 H3B 108.1 . .
O2 C4 C3 109.2(3) . .
O2 C4 C5 110.6(3) . .
C3 C4 C5 110.4(3) . .
O2 C4 H4 108.9 . .
C3 C4 H4 108.9 . .
C5 C4 H4 108.9 . .
O3 C5 O4 110.0(3) . .
O3 C5 C4 111.3(3) . .
O4 C5 C4 106.2(3) . .
O3 C5 C6 107.1(3) . .
O4 C5 C6 111.1(3) . .
C4 C5 C6 111.1(3) . .
C1 C6 C5 111.2(3) . .
C1 C6 C7 116.0(3) . .
C5 C6 C7 109.9(3) . .
C1 C6 H6 106.4 . .
C5 C6 H6 106.4 . .
C7 C6 H6 106.4 . .
C8 C7 C6 110.5(3) . .
C8 C7 H7A 109.5 . .
C6 C7 H7A 109.5 . .
C8 C7 H7B 109.5 . .
C6 C7 H7B 109.5 . .
H7A C7 H7B 108.1 . .
C7 C8 C9 111.0(3) . .
C7 C8 H8A 109.4 . .
C9 C8 H8A 109.4 . .
C7 C8 H8B 109.4 . .
C9 C8 H8B 109.4 . .
H8A C8 H8B 108.0 . .
O4 C9 C10 106.7(3) . .
O4 C9 C8 109.2(3) . .
C10 C9 C8 114.8(3) . .
O4 C9 H9 108.7 . .
C10 C9 H9 108.7 . .
C8 C9 H9 108.7 . .
O5 C10 C9 109.4(3) . .
O5 C10 C11 111.1(3) . .
C9 C10 C11 111.7(3) . .
O5 C10 H10 108.2 . .
C9 C10 H10 108.2 . .
C11 C10 H10 108.2 . .
C12 C11 C10 115.8(4) . .
C12 C11 H11A 108.3 . .
C10 C11 H11A 108.3 . .
C12 C11 H11B 108.3 . .
C10 C11 H11B 108.3 . .
H11A C11 H11B 107.4 . .
C13 C12 C11 112.4(4) . .
C13 C12 H12A 109.1 . .
C11 C12 H12A 109.1 . .
C13 C12 H12B 109.1 . .
C11 C12 H12B 109.1 . .
H12A C12 H12B 107.9 . .
C14 C13 C12 116.1(4) . .
C14 C13 H13A 108.3 . .
C12 C13 H13A 108.3 . .
C14 C13 H13B 108.3 . .
C12 C13 H13B 108.3 . .
H13A C13 H13B 107.4 . .
C13 C14 C15 113.2(4) . .
C13 C14 H14A 108.9 . .
C15 C14 H14A 108.9 . .
C13 C14 H14B 108.9 . .
C15 C14 H14B 108.9 . .
H14A C14 H14B 107.7 . .
C16 C15 C14 115.3(5) . .
C16 C15 H15A 108.5 . .
C14 C15 H15A 108.5 . .
C16 C15 H15B 108.5 . .
C14 C15 H15B 108.5 . .
H15A C15 H15B 107.5 . .
C15 C16 H16A 109.5 . .
C15 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C15 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
O7 C17 C22 113.2(3) . .
O7 C17 C18 110.5(4) . .
C22 C17 C18 110.9(4) . .
O7 C17 H17 107.4 . .
C22 C17 H17 107.4 . .
C18 C17 H17 107.4 . .
C17 C18 C19 112.7(4) . .
C17 C18 H18A 109.0 . .
C19 C18 H18A 109.0 . .
C17 C18 H18B 109.0 . .
C19 C18 H18B 109.0 . .
H18A C18 H18B 107.8 . .
C20 C19 C18 111.1(4) . .
C20 C19 H19A 109.4 . .
C18 C19 H19A 109.4 . .
C20 C19 H19B 109.4 . .
C18 C19 H19B 109.4 . .
H19A C19 H19B 108.0 . .
O6 C20 C19 109.3(4) . .
O6 C20 C21 111.7(3) . .
C19 C20 C21 110.1(3) . .
O6 C20 H20 108.5 . .
C19 C20 H20 108.5 . .
C21 C20 H20 108.5 . .
O9 C21 O8 109.5(3) . .
O9 C21 C20 106.7(3) . .
O8 C21 C20 111.3(3) . .
O9 C21 C22 111.4(3) . .
O8 C21 C22 106.8(3) . .
C20 C21 C22 111.2(3) . .
C21 C22 C17 111.0(4) . .
C21 C22 C23 110.5(3) . .
C17 C22 C23 115.7(4) . .
C21 C22 H22 106.3 . .
C17 C22 H22 106.3 . .
C23 C22 H22 106.3 . .
C24 C23 C22 110.5(4) . .
C24 C23 H23A 109.5 . .
C22 C23 H23A 109.5 . .
C24 C23 H23B 109.5 . .
C22 C23 H23B 109.5 . .
H23A C23 H23B 108.1 . .
C25 C24 C23 110.1(4) . .
C25 C24 H24A 109.6 . .
C23 C24 H24A 109.6 . .
C25 C24 H24B 109.6 . .
C23 C24 H24B 109.6 . .
H24A C24 H24B 108.2 . .
O9 C25 C26 103.9(3) . .
O9 C25 C24 109.9(4) . .
C26 C25 C24 117.2(4) . .
O9 C25 H25 108.5 . .
C26 C25 H25 108.5 . .
C24 C25 H25 108.5 . .
O10 C26 C25 108.9(4) . .
O10 C26 C27 107.7(4) . .
C25 C26 C27 114.1(4) . .
O10 C26 H26 108.7 . .
C25 C26 H26 108.7 . .
C27 C26 H26 108.7 . .
C28 C27 C26 113.0(4) . .
C28 C27 H27A 109.0 . .
C26 C27 H27A 109.0 . .
C28 C27 H27B 109.0 . .
C26 C27 H27B 109.0 . .
H27A C27 H27B 107.8 . .
C29 C28 C27 115.4(4) . .
C29 C28 H28A 108.4 . .
C27 C28 H28A 108.4 . .
C29 C28 H28B 108.4 . .
C27 C28 H28B 108.4 . .
H28A C28 H28B 107.5 . .
C28 C29 C30 113.1(4) . .
C28 C29 H29A 109.0 . .
C30 C29 H29A 109.0 . .
C28 C29 H29B 109.0 . .
C30 C29 H29B 109.0 . .
H29A C29 H29B 107.8 . .
C31 C30 C29 115.5(5) . .
C31 C30 H30A 108.4 . .
C29 C30 H30A 108.4 . .
C31 C30 H30B 108.4 . .
C29 C30 H30B 108.4 . .
H30A C30 H30B 107.5 . .
C30 C31 C32 114.1(5) . .
C30 C31 H31A 108.7 . .
C32 C31 H31A 108.7 . .
C30 C31 H31B 108.7 . .
C32 C31 H31B 108.7 . .
H31A C31 H31B 107.6 . .
C31 C32 H32A 109.5 . .
C31 C32 H32B 109.5 . .
H32A C32 H32B 109.5 . .
C31 C32 H32C 109.5 . .
H32A C32 H32C 109.5 . .
H32B C32 H32C 109.5 . .
C1 O1 H1A 109.4 . .
C4 O2 H2 109.5 . .
C5 O3 H3 109.4 . .
C5 O4 C9 113.5(3) . .
C10 O5 H5 108.7 . .
C17 O7 H7 109.5 . .
C21 O8 H8 109.5 . .
C21 O9 C25 114.1(3) . .
C26 O10 H10A 109.4 . .
C20 O6 H6A 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.430(5) .
C1 C2 1.516(6) .
C1 C6 1.522(6) .
C1 H1 0.9800 .
C2 C3 1.534(6) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C3 C4 1.504(6) .
C3 H3A 0.9700 .
C3 H3B 0.9700 .
C4 O2 1.428(5) .
C4 C5 1.510(5) .
C4 H4 0.9800 .
C5 O3 1.421(5) .
C5 O4 1.427(5) .
C5 C6 1.522(6) .
C6 C7 1.528(6) .
C6 H6 0.9800 .
C7 C8 1.527(6) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C8 C9 1.529(6) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C9 O4 1.441(5) .
C9 C10 1.518(6) .
C9 H9 0.9800 .
C10 O5 1.447(5) .
C10 C11 1.516(6) .
C10 H10 0.9800 .
C11 C12 1.516(6) .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C12 C13 1.514(6) .
C12 H12A 0.9700 .
C12 H12B 0.9700 .
C13 C14 1.508(6) .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C14 C15 1.509(7) .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C15 C16 1.507(8) .
C15 H15A 0.9700 .
C15 H15B 0.9700 .
C16 H16A 0.9600 .
C16 H16B 0.9600 .
C16 H16C 0.9600 .
C17 O7 1.432(5) .
C17 C22 1.523(6) .
C17 C18 1.527(7) .
C17 H17 0.9800 .
C18 C19 1.528(6) .
C18 H18A 0.9700 .
C18 H18B 0.9700 .
C19 C20 1.512(6) .
C19 H19A 0.9700 .
C19 H19B 0.9700 .
C20 O6 1.436(5) .
C20 C21 1.514(6) .
C20 H20 0.9800 .
C21 O9 1.419(5) .
C21 O8 1.419(5) .
C21 C22 1.521(6) .
C22 C23 1.530(6) .
C22 H22 0.9800 .
C23 C24 1.520(6) .
C23 H23A 0.9700 .
C23 H23B 0.9700 .
C24 C25 1.520(6) .
C24 H24A 0.9700 .
C24 H24B 0.9700 .
C25 O9 1.451(5) .
C25 C26 1.517(6) .
C25 H25 0.9800 .
C26 O10 1.431(5) .
C26 C27 1.518(6) .
C26 H26 0.9800 .
C27 C28 1.516(7) .
C27 H27A 0.9700 .
C27 H27B 0.9700 .
C28 C29 1.509(7) .
C28 H28A 0.9700 .
C28 H28B 0.9700 .
C29 C30 1.513(7) .
C29 H29A 0.9700 .
C29 H29B 0.9700 .
C30 C31 1.491(7) .
C30 H30A 0.9700 .
C30 H30B 0.9700 .
C31 C32 1.509(8) .
C31 H31A 0.9700 .
C31 H31B 0.9700 .
C32 H32A 0.9600 .
C32 H32B 0.9600 .
C32 H32C 0.9600 .
O1 H1A 0.8200 .
O2 H2 0.8200 .
O3 H3 0.8201 .
O5 H5 0.8200 .
O7 H7 0.8200 .
O8 H8 0.8200 .
O10 H10A 0.8200 .
O6 H6A 0.8199 .
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
O1 C1 C2 C3 74.0(4) . . . .
C6 C1 C2 C3 -52.6(5) . . . .
C1 C2 C3 C4 54.9(5) . . . .
C2 C3 C4 O2 -179.0(3) . . . .
C2 C3 C4 C5 -57.3(5) . . . .
O2 C4 C5 O3 60.5(4) . . . .
C3 C4 C5 O3 -60.4(4) . . . .
O2 C4 C5 O4 -59.3(4) . . . .
C3 C4 C5 O4 179.9(3) . . . .
O2 C4 C5 C6 179.8(3) . . . .
C3 C4 C5 C6 58.9(4) . . . .
O1 C1 C6 C5 -72.6(4) . . . .
C2 C1 C6 C5 53.1(4) . . . .
O1 C1 C6 C7 53.9(5) . . . .
C2 C1 C6 C7 179.6(4) . . . .
O3 C5 C6 C1 65.1(4) . . . .
O4 C5 C6 C1 -174.8(3) . . . .
C4 C5 C6 C1 -56.7(4) . . . .
O3 C5 C6 C7 -64.6(4) . . . .
O4 C5 C6 C7 55.5(4) . . . .
C4 C5 C6 C7 173.5(3) . . . .
C1 C6 C7 C8 -179.3(3) . . . .
C5 C6 C7 C8 -52.2(5) . . . .
C6 C7 C8 C9 53.1(5) . . . .
C7 C8 C9 O4 -55.6(5) . . . .
C7 C8 C9 C10 -175.3(3) . . . .
O4 C9 C10 O5 52.5(4) . . . .
C8 C9 C10 O5 173.7(3) . . . .
O4 C9 C10 C11 175.9(3) . . . .
C8 C9 C10 C11 -62.9(5) . . . .
O5 C10 C11 C12 -60.2(5) . . . .
C9 C10 C11 C12 177.3(4) . . . .
C10 C11 C12 C13 -175.7(4) . . . .
C11 C12 C13 C14 178.9(4) . . . .
C12 C13 C14 C15 -179.6(5) . . . .
C13 C14 C15 C16 179.5(5) . . . .
O7 C17 C18 C19 74.0(5) . . . .
C22 C17 C18 C19 -52.3(5) . . . .
C17 C18 C19 C20 53.9(5) . . . .
C18 C19 C20 O6 -179.4(3) . . . .
C18 C19 C20 C21 -56.3(5) . . . .
O6 C20 C21 O9 -57.7(4) . . . .
C19 C20 C21 O9 -179.4(3) . . . .
O6 C20 C21 O8 61.6(4) . . . .
C19 C20 C21 O8 -60.1(4) . . . .
O6 C20 C21 C22 -179.4(3) . . . .
C19 C20 C21 C22 58.9(5) . . . .
O9 C21 C22 C17 -176.8(3) . . . .
O8 C21 C22 C17 63.7(4) . . . .
C20 C21 C22 C17 -57.9(4) . . . .
O9 C21 C22 C23 53.5(4) . . . .
O8 C21 C22 C23 -66.0(4) . . . .
C20 C21 C22 C23 172.4(4) . . . .
O7 C17 C22 C21 -71.0(5) . . . .
C18 C17 C22 C21 53.8(5) . . . .
O7 C17 C22 C23 56.0(5) . . . .
C18 C17 C22 C23 -179.2(4) . . . .
C21 C22 C23 C24 -52.6(5) . . . .
C17 C22 C23 C24 -179.8(4) . . . .
C22 C23 C24 C25 54.5(5) . . . .
C23 C24 C25 O9 -56.5(5) . . . .
C23 C24 C25 C26 -174.7(4) . . . .
O9 C25 C26 O10 56.6(4) . . . .
C24 C25 C26 O10 178.0(4) . . . .
O9 C25 C26 C27 177.0(3) . . . .
C24 C25 C26 C27 -61.6(6) . . . .
O10 C26 C27 C28 -60.3(5) . . . .
C25 C26 C27 C28 178.6(4) . . . .
C26 C27 C28 C29 -179.0(4) . . . .
C27 C28 C29 C30 177.3(5) . . . .
C28 C29 C30 C31 -179.8(5) . . . .
C29 C30 C31 C32 177.4(5) . . . .
O3 C5 O4 C9 57.3(4) . . . .
C4 C5 O4 C9 177.9(3) . . . .
C6 C5 O4 C9 -61.1(4) . . . .
C10 C9 O4 C5 -175.0(3) . . . .
C8 C9 O4 C5 60.3(4) . . . .
O8 C21 O9 C25 59.9(4) . . . .
C20 C21 O9 C25 -179.6(3) . . . .
C22 C21 O9 C25 -58.0(4) . . . .
C26 C25 O9 C21 -174.4(3) . . . .
C24 C25 O9 C21 59.4(4) . . . .
