#------------------------------------------------------------------------------
#$Date: 2020-11-29 04:24:57 +0200 (Sun, 29 Nov 2020) $
#$Revision: 259285 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/14/7241450.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_7241450
loop_
_publ_author_name
'Wan, Xuxing'
'Wu, Songgu'
'Wang, Yan'
'Gong, Junbo'
_publ_section_title
;
 The formation mechanism of hollow spherulites and molecular conformation
 of curcumin and solvate
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D0CE01230K
_journal_year                    2020
_chemical_formula_moiety         'C21 H20 O6, C4 H8 O2'
_chemical_formula_sum            'C25 H28 O8'
_chemical_formula_weight         456.47
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2020-07-10
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2020.05.07 svn.rd67b107b for OlexSys, GUI svn.r6105)
;
_audit_update_record
;
2020-07-14 deposited with the CCDC.	2020-11-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.501(5)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   24.3727(11)
_cell_length_b                   5.3458(2)
_cell_length_c                   36.3946(17)
_cell_measurement_reflns_used    2303
_cell_measurement_temperature    159.99(10)
_cell_measurement_theta_max      53.3220
_cell_measurement_theta_min      3.9190
_cell_volume                     4546.6(4)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      159.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -41.00  36.00   0.50    1.00    --    0.82 -77.00 -60.00  154
  2  ω     -6.00  19.00   0.50    1.00    --    0.82-100.00 -78.00   50
  3  ω      4.00  29.00   0.50    1.00    --   -2.85-100.00 -78.00   50
  4  ω     39.00  89.00   0.50    1.00    --    0.82-179.00 -60.00  100
  5  ω     38.00 109.00   0.50    4.00    --   75.30-100.00 -78.00  142
  6  ω     17.00 116.00   0.50    4.00    --   75.30-125.00 -60.00  198
  7  ω     54.00  98.00   0.50    4.00    --   75.30-125.00  90.00   88
  8  ω     16.00  41.00   0.50    4.00    --   75.30-125.00  90.00   50
  9  ω     -4.00  76.00   0.50    1.00    --    0.82  57.00 120.00  160
 10  ω     97.00 122.00   0.50    4.00    --   75.30 100.00  26.00   50
 11  ω     88.00 155.00   0.50    4.00    --   75.30 125.00 -60.00  134
 12  ω     75.00 155.00   0.50    4.00    --   75.30 125.00 150.00  160
 13  ω    -28.00  61.00   0.50    1.00    --    0.82  57.00  90.00  178
 14  ω    -44.00 -19.00   0.50    1.00    --    0.82 100.00  26.00   50
 15  ω    -38.00   7.00   0.50    1.00    --   -2.85 100.00  26.00   90
 16  ω    -87.00 -62.00   0.50    4.00    --  -77.33 100.00  26.00   50
 17  ω    -81.00 -45.00   0.50    1.00    --   -2.85 179.00  30.00   72
 18  ω   -115.00   2.00   0.50    4.00    --  -77.33  77.00-150.00  234
 19  ω    -64.00 -38.00   0.50    4.00    --  -77.33 125.00-180.00   52
 20  ω   -153.00 -50.00   0.50    4.00    --  -77.33 -61.00  60.00  206
 21  ω   -125.00-100.00   0.50    4.00    --  -77.33-100.00 -78.00   50
 22  ω   -126.00 -45.00   0.50    4.00    --  -77.33 -61.00 -60.00  162
 23  ω   -138.00 -84.00   0.50    4.00    --  -77.33 -94.00 -30.00  108
 24  ω   -135.00 -81.00   0.50    4.00    --  -77.33-125.00-120.00  108
 25  ω   -138.00 -58.00   0.50    4.00    --  -77.33 -61.00 -30.00  160
 26  ω   -143.00 -52.00   0.50    4.00    --  -77.33 -61.00  90.00  182
 27  ω   -155.00 -81.00   0.50    4.00    --  -77.33-125.00  30.00  148
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0291307000
_diffrn_orient_matrix_UB_12      0.1056131000
_diffrn_orient_matrix_UB_13      0.0290832000
_diffrn_orient_matrix_UB_21      0.0587193000
_diffrn_orient_matrix_UB_22      0.0200886000
_diffrn_orient_matrix_UB_23      0.0302190000
_diffrn_orient_matrix_UB_31      0.0071284000
_diffrn_orient_matrix_UB_32      0.2673773000
_diffrn_orient_matrix_UB_33      -0.0137924000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0547
_diffrn_reflns_av_unetI/netI     0.0457
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            14127
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        56.513
_diffrn_reflns_theta_max         56.513
_diffrn_reflns_theta_min         3.783
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.827
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73396
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_description       block
_exptl_crystal_F_000             1936
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.233
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     312
_refine_ls_number_reflns         2991
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0889
_refine_ls_R_factor_gt           0.0554
_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)+(0.0827P)²+4.3883P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1366
_refine_ls_wR_factor_ref         0.1571
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2064
_reflns_number_total             2991
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ce01230k3.cif
_cod_data_source_block           034592_wxx_160k_2_d
_cod_database_code               7241450
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C25 H28 O8'
_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_max   0.937
_shelx_estimated_absorpt_t_min   0.922
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     54.18
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 H4-O4
 0.9 with sigma of 0.02
 H5-O5 = H1-O1
 0.9 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C25(H25A,H25B), C22(H22A,H22B), C24(H24A,H24B), C23(H23A,H23B)
3.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C6(H6), C3(H3), C13(H13), C10(H10), C15(H15), C8(H8), C4(H4A),
 C12(H12), C19(H19), C18(H18)
3.c Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C21(H21A,H21B,H21C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.659
_oxdiff_exptl_absorpt_empirical_full_min 0.731
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'
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 0.57169(11) 0.1707(4) 0.59935(7) 0.0519(7) Uani 1 1 d D . . . .
O2 O 0.50672(10) 0.5639(4) 0.56970(7) 0.0527(7) Uani 1 1 d . . . . .
O3 O 0.67213(11) 1.1086(4) 0.44234(7) 0.0546(7) Uani 1 1 d . . . . .
O4 O 0.71632(11) 1.1507(4) 0.38758(8) 0.0546(7) Uani 1 1 d D . . . .
O6 O 0.85101(12) 0.8922(5) 0.22839(7) 0.0610(7) Uani 1 1 d . . . . .
O7 O 0.51072(11) 0.8096(5) 0.36535(7) 0.0615(7) Uani 1 1 d . . . . .
O5 O 0.91852(11) 0.5046(5) 0.25815(8) 0.0611(8) Uani 1 1 d D . . . .
O8 O 0.56973(12) 0.9229(5) 0.31168(8) 0.0675(8) Uani 1 1 d . . . . .
C5 C 0.62162(14) 0.6191(6) 0.52135(10) 0.0407(9) Uani 1 1 d . . . . .
C7 C 0.63897(14) 0.7765(6) 0.49418(9) 0.0423(9) Uani 1 1 d . . . . .
H7 H 0.623443 0.936602 0.490592 0.051 Uiso 1 1 calc R U . . .
C2 C 0.58684(15) 0.3171(6) 0.57347(9) 0.0414(9) Uani 1 1 d . . . . .
C1 C 0.55436(14) 0.5297(6) 0.55781(10) 0.0415(8) Uani 1 1 d . . . . .
C14 C 0.81679(15) 0.8126(6) 0.32072(10) 0.0453(9) Uani 1 1 d . . . . .
C11 C 0.73391(14) 0.9157(6) 0.39434(10) 0.0425(9) Uani 1 1 d . . . . .
C6 C 0.57284(15) 0.6774(6) 0.53265(10) 0.0455(9) Uani 1 1 d . . . . .
H6 H 0.552189 0.820632 0.522851 0.055 Uiso 1 1 calc R U . . .
C9 C 0.68946(15) 0.8786(6) 0.44638(10) 0.0442(9) Uani 1 1 d . . . . .
C3 C 0.63470(15) 0.2573(6) 0.56286(10) 0.0448(9) Uani 1 1 d . . . . .
H3 H 0.655904 0.116585 0.573253 0.054 Uiso 1 1 calc R U . . .
C13 C 0.78145(15) 0.9203(7) 0.34284(10) 0.0468(9) Uani 1 1 d . . . . .
H13 H 0.767892 1.081852 0.336536 0.056 Uiso 1 1 calc R U . . .
C10 C 0.72121(14) 0.7822(6) 0.42307(10) 0.0462(9) Uani 1 1 d . . . . .
H10 H 0.734438 0.618493 0.427287 0.055 Uiso 1 1 calc R U . . .
C15 C 0.81622(16) 0.9119(7) 0.28526(10) 0.0485(9) Uani 1 1 d . . . . .
H15 H 0.793063 1.049311 0.275903 0.058 Uiso 1 1 calc R U . . .
C8 C 0.67435(15) 0.7179(6) 0.47395(10) 0.0454(9) Uani 1 1 d . . . . .
H8 H 0.690952 0.559873 0.477758 0.054 Uiso 1 1 calc R U . . .
C4 C 0.65197(15) 0.4040(6) 0.53678(10) 0.0447(9) Uani 1 1 d . . . . .
H4A H 0.684185 0.358569 0.529466 0.054 Uiso 1 1 calc R U . . .
C12 C 0.76681(15) 0.8080(7) 0.37129(10) 0.0458(9) Uani 1 1 d . . . . .
H12 H 0.779077 0.643902 0.376776 0.055 Uiso 1 1 calc R U . . .
C17 C 0.88400(16) 0.6052(7) 0.27784(10) 0.0471(9) Uani 1 1 d . . . . .
C16 C 0.84888(16) 0.8127(7) 0.26370(10) 0.0475(9) Uani 1 1 d . . . . .
C19 C 0.85177(16) 0.6071(7) 0.33411(11) 0.0540(10) Uani 1 1 d . . . . .
H19 H 0.852883 0.536372 0.357659 0.065 Uiso 1 1 calc R U . . .
C20 C 0.46810(15) 0.7568(7) 0.55097(11) 0.0537(10) Uani 1 1 d . . . . .
H20A H 0.457117 0.729220 0.523791 0.081 Uiso 1 1 calc R U . . .
H20B H 0.486594 0.916464 0.556614 0.081 Uiso 1 1 calc R U . . .
H20C H 0.434684 0.753949 0.559955 0.081 Uiso 1 1 calc R U . . .
C18 C 0.88490(16) 0.5078(7) 0.31252(11) 0.0553(10) Uani 1 1 d . . . . .
H18 H 0.908327 0.371277 0.321931 0.066 Uiso 1 1 calc R U . . .
C25 C 0.51192(17) 0.9902(8) 0.30544(12) 0.0624(11) Uani 1 1 d . . . . .
H25A H 0.487648 0.859402 0.290890 0.075 Uiso 1 1 calc R U . . .
H25B H 0.504200 1.142820 0.290441 0.075 Uiso 1 1 calc R U . . .
C21 C 0.81361(18) 1.0943(7) 0.21135(11) 0.0602(11) Uani 1 1 d . . . . .
H21A H 0.818532 1.133092 0.186722 0.090 Uiso 1 1 calc R U . . .
H21B H 0.822665 1.238947 0.227591 0.090 Uiso 1 1 calc R U . . .
H21C H 0.774638 1.046142 0.208339 0.090 Uiso 1 1 calc R U . . .
C22 C 0.56824(18) 0.7450(9) 0.37194(11) 0.0664(12) Uani 1 1 d . . . . .
H22A H 0.576012 0.592397 0.386944 0.080 Uiso 1 1 calc R U . . .
H22B H 0.592095 0.876454 0.386628 0.080 Uiso 1 1 calc R U . . .
C24 C 0.4979(2) 1.0289(8) 0.34193(13) 0.0766(13) Uani 1 1 d . . . . .
H24A H 0.519737 1.169109 0.355538 0.092 Uiso 1 1 calc R U . . .
H24B H 0.457570 1.068461 0.336685 0.092 Uiso 1 1 calc R U . . .
C23 C 0.5830(2) 0.7074(9) 0.33555(13) 0.0843(15) Uani 1 1 d . . . . .
H23A H 0.623571 0.671251 0.341145 0.101 Uiso 1 1 calc R U . . .
H23B H 0.562047 0.564809 0.322073 0.101 Uiso 1 1 calc R U . . .
H4 H 0.6982(15) 1.165(7) 0.4074(9) 0.070(13) Uiso 1 1 d D . . . .
H1 H 0.5389(11) 0.205(7) 0.6055(10) 0.056(11) Uiso 1 1 d D . . . .
H5 H 0.915(2) 0.562(9) 0.2335(8) 0.105(18) Uiso 1 1 d D . . . .
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'
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
C2 O1 H1 119(2) . . ?
C1 O2 C20 116.8(3) . . ?
C11 O4 H4 97(2) . . ?
C16 O6 C21 116.8(3) . . ?
C22 O7 C24 110.1(3) . . ?
C17 O5 H5 119(3) . . ?
C25 O8 C23 110.4(3) . . ?
C6 C5 C7 120.5(3) . . ?
C4 C5 C7 121.9(3) . . ?
C4 C5 C6 117.6(3) . . ?
C5 C7 H7 116.4 . . ?
C8 C7 C5 127.3(3) . . ?
C8 C7 H7 116.4 . . ?
O1 C2 C1 121.0(3) . . ?
O1 C2 C3 119.0(3) . . ?
C3 C2 C1 120.1(3) . . ?
O2 C1 C2 114.3(3) . . ?
O2 C1 C6 127.1(3) . . ?
C6 C1 C2 118.6(3) . . ?
C15 C14 C13 120.7(3) . . ?
C19 C14 C13 121.3(3) . . ?
C19 C14 C15 118.0(3) . . ?
O4 C11 C10 120.2(3) . . ?
O4 C11 C12 118.4(3) . . ?
C10 C11 C12 121.4(3) . . ?
C5 C6 H6 118.9 . . ?
C1 C6 C5 122.2(3) . . ?
C1 C6 H6 118.9 . . ?
O3 C9 C10 120.0(3) . . ?
O3 C9 C8 120.3(3) . . ?
C10 C9 C8 119.7(3) . . ?
C2 C3 H3 119.6 . . ?
C2 C3 C4 120.7(3) . . ?
C4 C3 H3 119.6 . . ?
C14 C13 H13 117.1 . . ?
C12 C13 C14 125.8(3) . . ?
C12 C13 H13 117.1 . . ?
C11 C10 C9 123.6(3) . . ?
C11 C10 H10 118.2 . . ?
C9 C10 H10 118.2 . . ?
C14 C15 H15 119.1 . . ?
C16 C15 C14 121.9(3) . . ?
C16 C15 H15 119.1 . . ?
C7 C8 C9 125.5(3) . . ?
C7 C8 H8 117.2 . . ?
C9 C8 H8 117.2 . . ?
C5 C4 H4A 119.6 . . ?
C3 C4 C5 120.8(3) . . ?
C3 C4 H4A 119.6 . . ?
C11 C12 H12 116.9 . . ?
C13 C12 C11 126.3(3) . . ?
C13 C12 H12 116.9 . . ?
O5 C17 C16 121.5(3) . . ?
C18 C17 O5 119.2(3) . . ?
C18 C17 C16 119.3(3) . . ?
O6 C16 C15 126.8(3) . . ?
O6 C16 C17 114.0(3) . . ?
C15 C16 C17 119.1(3) . . ?
C14 C19 H19 119.9 . . ?
C18 C19 C14 120.2(3) . . ?
C18 C19 H19 119.9 . . ?
O2 C20 H20A 109.5 . . ?
O2 C20 H20B 109.5 . . ?
O2 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C17 C18 C19 121.5(4) . . ?
C17 C18 H18 119.3 . . ?
C19 C18 H18 119.3 . . ?
O8 C25 H25A 109.3 . . ?
O8 C25 H25B 109.3 . . ?
O8 C25 C24 111.5(4) . . ?
H25A C25 H25B 108.0 . . ?
C24 C25 H25A 109.3 . . ?
C24 C25 H25B 109.3 . . ?
O6 C21 H21A 109.5 . . ?
O6 C21 H21B 109.5 . . ?
O6 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O7 C22 H22A 109.3 . . ?
O7 C22 H22B 109.3 . . ?
O7 C22 C23 111.5(3) . . ?
H22A C22 H22B 108.0 . . ?
C23 C22 H22A 109.3 . . ?
C23 C22 H22B 109.3 . . ?
O7 C24 C25 110.7(3) . . ?
O7 C24 H24A 109.5 . . ?
O7 C24 H24B 109.5 . . ?
C25 C24 H24A 109.5 . . ?
C25 C24 H24B 109.5 . . ?
H24A C24 H24B 108.1 . . ?
O8 C23 C22 111.4(4) . . ?
O8 C23 H23A 109.4 . . ?
O8 C23 H23B 109.4 . . ?
C22 C23 H23A 109.4 . . ?
C22 C23 H23B 109.4 . . ?
H23A C23 H23B 108.0 . . ?
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 C2 1.354(4) . ?
O1 H1 0.908(19) . ?
O2 C1 1.362(4) . ?
O2 C20 1.431(4) . ?
O3 C9 1.295(4) . ?
O4 C11 1.328(4) . ?
O4 H4 0.951(19) . ?
O6 C16 1.368(4) . ?
O6 C21 1.436(4) . ?
O7 C22 1.397(5) . ?
O7 C24 1.430(5) . ?
O5 C17 1.361(4) . ?
O5 H5 0.93(2) . ?
O8 C25 1.409(5) . ?
O8 C23 1.423(5) . ?
C5 C7 1.450(5) . ?
C5 C6 1.399(5) . ?
C5 C4 1.396(5) . ?
C7 H7 0.9300 . ?
C7 C8 1.321(5) . ?
C2 C1 1.409(5) . ?
C2 C3 1.367(5) . ?
C1 C6 1.378(5) . ?
C14 C13 1.454(5) . ?
C14 C15 1.392(5) . ?
C14 C19 1.391(5) . ?
C11 C10 1.372(5) . ?
C11 C12 1.435(5) . ?
C6 H6 0.9300 . ?
C9 C10 1.399(5) . ?
C9 C8 1.446(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.386(5) . ?
C13 H13 0.9300 . ?
C13 C12 1.330(5) . ?
C10 H10 0.9300 . ?
C15 H15 0.9300 . ?
C15 C16 1.373(5) . ?
C8 H8 0.9300 . ?
C4 H4A 0.9300 . ?
C12 H12 0.9300 . ?
C17 C16 1.406(5) . ?
C17 C18 1.360(5) . ?
C19 H19 0.9300 . ?
C19 C18 1.383(5) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C18 H18 0.9300 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C24 1.477(6) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.482(6) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C2 C1 O2 -2.7(4) . . . . ?
O1 C2 C1 C6 177.6(3) . . . . ?
O1 C2 C3 C4 -179.3(3) . . . . ?
O2 C1 C6 C5 -177.6(3) . . . . ?
O3 C9 C10 C11 -2.6(6) . . . . ?
O3 C9 C8 C7 6.5(6) . . . . ?
O4 C11 C10 C9 0.6(5) . . . . ?
O4 C11 C12 C13 -0.8(5) . . . . ?
O7 C22 C23 O8 56.2(5) . . . . ?
O5 C17 C16 O6 2.9(5) . . . . ?
O5 C17 C16 C15 -178.0(3) . . . . ?
O5 C17 C18 C19 178.3(4) . . . . ?
O8 C25 C24 O7 -57.0(5) . . . . ?
C5 C7 C8 C9 178.4(3) . . . . ?
C7 C5 C6 C1 178.7(3) . . . . ?
C7 C5 C4 C3 179.7(3) . . . . ?
C2 C1 C6 C5 1.9(5) . . . . ?
C2 C3 C4 C5 1.4(5) . . . . ?
C1 C2 C3 C4 0.1(5) . . . . ?
C14 C13 C12 C11 177.3(3) . . . . ?
C14 C15 C16 O6 178.9(3) . . . . ?
C14 C15 C16 C17 -0.1(5) . . . . ?
C14 C19 C18 C17 -0.5(6) . . . . ?
C6 C5 C7 C8 -162.3(4) . . . . ?
C6 C5 C4 C3 -1.2(5) . . . . ?
C3 C2 C1 O2 177.9(3) . . . . ?
C3 C2 C1 C6 -1.7(5) . . . . ?
C13 C14 C15 C16 -179.6(3) . . . . ?
C13 C14 C19 C18 179.9(4) . . . . ?
C10 C11 C12 C13 180.0(4) . . . . ?
C10 C9 C8 C7 -171.2(3) . . . . ?
C15 C14 C13 C12 161.4(4) . . . . ?
C15 C14 C19 C18 0.3(5) . . . . ?
C8 C9 C10 C11 175.2(3) . . . . ?
C4 C5 C7 C8 16.9(5) . . . . ?
C4 C5 C6 C1 -0.5(5) . . . . ?
C12 C11 C10 C9 179.8(3) . . . . ?
C16 C17 C18 C19 0.4(6) . . . . ?
C19 C14 C13 C12 -18.2(6) . . . . ?
C19 C14 C15 C16 0.0(5) . . . . ?
C20 O2 C1 C2 -171.9(3) . . . . ?
C20 O2 C1 C6 7.6(5) . . . . ?
C18 C17 C16 O6 -179.3(3) . . . . ?
C18 C17 C16 C15 -0.1(5) . . . . ?
C25 O8 C23 C22 -54.7(5) . . . . ?
C21 O6 C16 C15 -2.6(5) . . . . ?
C21 O6 C16 C17 176.5(3) . . . . ?
C22 O7 C24 C25 56.9(5) . . . . ?
C24 O7 C22 C23 -56.6(5) . . . . ?
C23 O8 C25 C24 55.6(5) . . . . ?
