#------------------------------------------------------------------------------
#$Date: 2023-09-05 22:20:35 +0300 (Tue, 05 Sep 2023) $
#$Revision: 286068 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/94/1569498.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_1569498
loop_
_publ_author_name
'Guo, Shen-Yi'
'Zhang, Zhuo-Ang'
'Tong, Shuo'
'Guo, Qing-Hui'
'Hua, Ruimao'
'Wang, Mei-Xiang'
_publ_section_title
;
 Tetrahomo corona[4]arene-based spirophanes: synthesis, structure, and
 properties.
;
_journal_issue                   31
_journal_name_full               'Chemical science'
_journal_page_first              8393
_journal_page_last               8400
_journal_paper_doi               10.1039/d3sc02417b
_journal_volume                  14
_journal_year                    2023
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C36 H36 O8'
_chemical_formula_sum            'C36 H36 O8'
_chemical_formula_weight         596.65
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-04-07
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-05-08 deposited with the CCDC.	2023-07-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.6803(7)
_cell_length_b                   12.0458(8)
_cell_length_c                   23.3062(19)
_cell_measurement_reflns_used    20515
_cell_measurement_temperature    112(8)
_cell_measurement_theta_max      77.3460
_cell_measurement_theta_min      3.8260
_cell_volume                     2998.4(4)
_computing_cell_refinement       'CrysAlisPro 1.171.42.55a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.55a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.55a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (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      112(8)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     35.00  68.00   0.50    0.08    --  106.93 -57.00-180.00   66
  2  ω     35.00 105.00   0.50    0.08    --  106.93 -97.00 -58.00  140
  3  ω     35.00 107.00   0.50    0.08    --  106.93 -77.00 -30.00  144
  4  ω    -24.00  26.00   0.50    0.05    --  -48.14  19.00   0.00  100
  5  ω    -24.00  26.00   0.50    0.05    --  -48.14  19.00  60.00  100
  6  ω     35.00  68.00   0.50    0.08    --  106.93 -57.00  60.00   66
  7  ω     35.00  68.00   0.50    0.08    --  106.93 -57.00  30.00   66
  8  ω     35.00  68.00   0.50    0.08    --  106.93 -57.00 150.00   66
  9  ω     96.00 178.00   0.50    0.08    --  106.93  19.00 120.00  164
 10  ω     96.00 178.00   0.50    0.08    --  106.93  38.00   0.00  164
 11  ω     95.00 178.00   0.50    0.08    --  106.93  47.00 -51.00  166
 12  ω     27.00 120.00   0.50    0.05    --   48.14  77.00-180.00  186
 13  ω     37.00 120.00   0.50    0.05    --   48.14  47.00 -51.00  166
 14  ω     34.00  98.00   0.50    0.05    --   48.14  57.00   0.00  128
 15  ω     34.00 120.00   0.50    0.05    --   48.14  57.00  60.00  172
 16  ω    -64.00 -32.00   0.50    0.08    -- -104.00  57.00  90.00   64
 17  ω    -64.00 -32.00   0.50    0.08    -- -104.00  57.00  60.00   64
 18  ω    -64.00 -32.00   0.50    0.08    -- -104.00  57.00   0.00   64
 19  ω    -64.00 -32.00   0.50    0.08    -- -104.00  57.00 -30.00   64
 20  ω   -175.00 -90.00   0.50    0.08    -- -104.00 -57.00 -90.00  170
 21  ω   -120.00 -73.00   0.50    0.05    --  -48.14-125.00 -90.00   94
 22  ω   -129.00 -32.00   0.50    0.08    -- -104.00  84.00 156.00  194
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1349768000
_diffrn_orient_matrix_UB_12      -0.0424666000
_diffrn_orient_matrix_UB_13      0.0073840000
_diffrn_orient_matrix_UB_21      0.0099357000
_diffrn_orient_matrix_UB_22      -0.0620612000
_diffrn_orient_matrix_UB_23      -0.0575602000
_diffrn_orient_matrix_UB_31      0.0495304000
_diffrn_orient_matrix_UB_32      -0.1036301000
_diffrn_orient_matrix_UB_33      0.0315467000
_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  0.0302
_diffrn_reflns_av_unetI/netI     0.0203
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            25654
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.000
_diffrn_reflns_theta_min         4.131
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.759
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56712
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.55a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.322
_exptl_crystal_description       block
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.176
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details
;
 Flack x determined using 2565 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(5)
_refine_ls_extinction_coef       0.0036(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     402
_refine_ls_number_reflns         6203
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0316
_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)+(0.0381P)²+0.9130P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0829
_refine_ls_wR_factor_ref         0.0832
_reflns_Friedel_coverage         0.749
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.946
_reflns_number_gt                6085
_reflns_number_total             6203
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sc02417b2.cif
_cod_data_source_block           5d-a-dcm-hex-3_auto
_cod_depositor_comments
'Adding full bibliography for 1569486--1569506.cif.'
_cod_database_code               1569498
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H O'
_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.
;
_olex2_refinement_description
;
1.a Ternary CH refined with riding coordinates:
 C27(H27), C33(H33)
1.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C7(H7A,H7B), C18(H18A,H18B), C14(H14A,H14B)
1.c Aromatic/amide H refined with riding coordinates:
 C21(H21), C5(H5), C44(H44), C23(H23), C43(H43), C16(H16), C37(H37), C40(H40),
 C11(H11), C41(H41), C10(H10), C42(H42), C39(H39), C38(H38)
1.d Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C34(H34A,H34B,H34C), C29(H29A,H29B,H29C), C35(H35A,H35B,
 H35C)
;
_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 1.724
_oxdiff_exptl_absorpt_empirical_full_min 0.802
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -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
O26 O 0.90444(12) 0.11864(12) 0.47705(6) 0.0212(3) Uani 1 1 d . . . . .
O2 O 0.63522(13) 0.11146(11) 0.36240(6) 0.0219(3) Uani 1 1 d . . . . .
O19 O 0.95780(13) 0.47157(12) 0.36870(6) 0.0253(3) Uani 1 1 d . . . . .
O8 O 0.20006(13) 0.52307(11) 0.31739(7) 0.0277(3) Uani 1 1 d . . . . .
O13 O 0.55189(15) 0.84537(12) 0.36450(8) 0.0327(4) Uani 1 1 d . . . . .
O30 O 0.69521(14) 0.09561(14) 0.48091(7) 0.0328(4) Uani 1 1 d . . . . .
O32 O 0.89802(14) 0.47113(17) 0.25083(8) 0.0451(5) Uani 1 1 d . . . . .
O36 O 0.69291(16) 0.49466(17) 0.25710(8) 0.0448(5) Uani 1 1 d . . . . .
C20 C 0.87318(17) 0.38588(16) 0.37002(8) 0.0196(4) Uani 1 1 d . . . . .
C21 C 0.86987(17) 0.30702(16) 0.41316(8) 0.0201(4) Uani 1 1 d . . . . .
H21 H 0.924993 0.313965 0.444947 0.024 Uiso 1 1 calc R U . . .
C5 C 0.38007(18) 0.26699(16) 0.30871(8) 0.0205(4) Uani 1 1 d . . . . .
H5 H 0.420327 0.283530 0.273384 0.025 Uiso 1 1 calc R U . . .
C4 C 0.42437(18) 0.17931(15) 0.34218(8) 0.0198(4) Uani 1 1 d . . . . .
C44 C 0.42142(18) 0.57058(16) 0.32517(8) 0.0202(4) Uani 1 1 d . . . . .
H44 H 0.447255 0.497330 0.315789 0.024 Uiso 1 1 calc R U . . .
C23 C 0.70892(17) 0.28543(16) 0.32110(8) 0.0196(4) Uani 1 1 d . . . . .
H23 H 0.652922 0.279191 0.289596 0.023 Uiso 1 1 calc R U . . .
C31 C 0.78771(18) 0.45486(16) 0.27443(8) 0.0212(4) Uani 1 1 d . . . . .
C22 C 0.78709(17) 0.21746(16) 0.41086(8) 0.0190(4) Uani 1 1 d . . . . .
C1 C 0.70640(18) 0.20535(15) 0.36406(8) 0.0187(4) Uani 1 1 d . . . . .
C3 C 0.53174(18) 0.10812(16) 0.32276(8) 0.0210(4) Uani 1 1 d . . . . .
H3A H 0.502644 0.030487 0.318682 0.025 Uiso 1 1 calc R U . . .
H3B H 0.560502 0.133867 0.284631 0.025 Uiso 1 1 calc R U . . .
C17 C 0.88009(19) 0.60635(16) 0.43721(9) 0.0236(4) Uani 1 1 d . . . . .
C24 C 0.79186(17) 0.37463(16) 0.32329(8) 0.0196(4) Uani 1 1 d . . . . .
C43 C 0.51065(18) 0.65214(16) 0.33680(8) 0.0211(4) Uani 1 1 d . . . . .
H43 H 0.597275 0.634533 0.335093 0.025 Uiso 1 1 calc R U . . .
C6 C 0.27816(18) 0.33070(16) 0.32602(9) 0.0229(4) Uani 1 1 d . . . . .
C12 C 0.47283(19) 0.75912(16) 0.35088(8) 0.0228(4) Uani 1 1 d . . . . .
C16 C 0.82963(19) 0.67597(17) 0.39544(9) 0.0242(4) Uani 1 1 d . . . . .
H16 H 0.863515 0.674779 0.357759 0.029 Uiso 1 1 calc R U . . .
C25 C 0.78684(19) 0.13615(17) 0.45954(8) 0.0218(4) Uani 1 1 d . . . . .
C15 C 0.73092(19) 0.74702(16) 0.40773(9) 0.0249(4) Uani 1 1 d . . . . .
C37 C 0.8314(2) 0.61045(18) 0.49201(9) 0.0289(5) Uani 1 1 d . . . . .
H37 H 0.866250 0.565051 0.521265 0.035 Uiso 1 1 calc R U . . .
C40 C 0.3658(2) 0.15667(17) 0.39411(9) 0.0253(4) Uani 1 1 d . . . . .
H40 H 0.396043 0.098371 0.417819 0.030 Uiso 1 1 calc R U . . .
C7 C 0.2282(2) 0.42210(17) 0.28786(10) 0.0267(4) Uani 1 1 d . . . . .
H7A H 0.290782 0.437943 0.257625 0.032 Uiso 1 1 calc R U . . .
H7B H 0.151200 0.395250 0.268701 0.032 Uiso 1 1 calc R U . . .
C9 C 0.29563(18) 0.59637(16) 0.32729(8) 0.0210(4) Uani 1 1 d . . . . .
C27 C 0.9245(2) 0.04553(17) 0.52643(8) 0.0237(4) Uani 1 1 d . . . . .
H27 H 0.860118 0.061326 0.556490 0.028 Uiso 1 1 calc R U . . .
C11 C 0.3464(2) 0.78538(17) 0.35185(9) 0.0254(4) Uani 1 1 d . . . . .
H11 H 0.320478 0.858927 0.360561 0.030 Uiso 1 1 calc R U . . .
C18 C 0.98511(19) 0.52863(18) 0.42134(9) 0.0264(4) Uani 1 1 d . . . . .
H18A H 1.063716 0.571364 0.416977 0.032 Uiso 1 1 calc R U . . .
H18B H 0.997388 0.473773 0.452462 0.032 Uiso 1 1 calc R U . . .
C41 C 0.2636(2) 0.21888(18) 0.41138(10) 0.0296(5) Uani 1 1 d . . . . .
H41 H 0.223151 0.202193 0.446639 0.036 Uiso 1 1 calc R U . . .
C10 C 0.25852(19) 0.70519(17) 0.34024(9) 0.0239(4) Uani 1 1 d . . . . .
H10 H 0.172034 0.723565 0.340982 0.029 Uiso 1 1 calc R U . . .
C42 C 0.2198(2) 0.30549(17) 0.37759(10) 0.0282(4) Uani 1 1 d . . . . .
H42 H 0.149557 0.347678 0.389827 0.034 Uiso 1 1 calc R U . . .
C39 C 0.6810(2) 0.74801(19) 0.46282(10) 0.0308(5) Uani 1 1 d . . . . .
H39 H 0.612228 0.794986 0.471638 0.037 Uiso 1 1 calc R U . . .
C28 C 1.0522(2) 0.07683(19) 0.54856(10) 0.0299(5) Uani 1 1 d . . . . .
H28A H 1.114934 0.062855 0.518745 0.045 Uiso 1 1 calc R U . . .
H28B H 1.071793 0.032265 0.582574 0.045 Uiso 1 1 calc R U . . .
H28C H 1.052925 0.155753 0.558771 0.045 Uiso 1 1 calc R U . . .
C38 C 0.7318(2) 0.6805(2) 0.50474(10) 0.0339(5) Uani 1 1 d . . . . .
H38 H 0.698416 0.681933 0.542508 0.041 Uiso 1 1 calc R U . . .
C14 C 0.6835(2) 0.82455(18) 0.36199(10) 0.0309(5) Uani 1 1 d . . . . .
H14A H 0.728422 0.896135 0.365402 0.037 Uiso 1 1 calc R U . . .
H14B H 0.703842 0.792751 0.323944 0.037 Uiso 1 1 calc R U . . .
C33 C 0.9083(2) 0.5507(2) 0.20346(11) 0.0383(6) Uani 1 1 d . . . . .
H33 H 0.822853 0.573618 0.190564 0.046 Uiso 1 1 calc R U . . .
C34 C 0.9786(3) 0.6495(2) 0.22489(11) 0.0439(6) Uani 1 1 d . . . . .
H34A H 0.930144 0.685984 0.255240 0.066 Uiso 1 1 calc R U . . .
H34B H 0.992012 0.701743 0.193234 0.066 Uiso 1 1 calc R U . . .
H34C H 1.059664 0.625786 0.240272 0.066 Uiso 1 1 calc R U . . .
C29 C 0.9140(3) -0.0729(2) 0.50755(12) 0.0439(7) Uani 1 1 d . . . . .
H29A H 0.830081 -0.086201 0.491935 0.066 Uiso 1 1 calc R U . . .
H29B H 0.928126 -0.122024 0.540448 0.066 Uiso 1 1 calc R U . . .
H29C H 0.976744 -0.088113 0.477907 0.066 Uiso 1 1 calc R U . . .
C35 C 0.9741(4) 0.4914(3) 0.15593(12) 0.0575(8) Uani 1 1 d . . . . .
H35A H 1.058194 0.470036 0.168606 0.086 Uiso 1 1 calc R U . . .
H35B H 0.980594 0.540605 0.122561 0.086 Uiso 1 1 calc R U . . .
H35C H 0.926686 0.424816 0.145435 0.086 Uiso 1 1 calc 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 0.0181 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
C25 O26 C27 118.16(15) . . ?
C1 O2 C3 117.98(14) . . ?
C20 O19 C18 118.33(15) . . ?
C9 O8 C7 118.24(16) . . ?
C12 O13 C14 117.49(16) . . ?
C31 O32 C33 118.66(16) . . ?
O19 C20 C21 123.34(17) . . ?
O19 C20 C24 117.65(17) . . ?
C21 C20 C24 118.88(17) . . ?
C20 C21 H21 119.4 . . ?
C20 C21 C22 121.27(17) . . ?
C22 C21 H21 119.4 . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C6 C5 C4 121.37(18) . . ?
C5 C4 C3 121.50(17) . . ?
C40 C4 C5 118.87(18) . . ?
C40 C4 C3 119.62(17) . . ?
C43 C44 H44 120.0 . . ?
C9 C44 H44 120.0 . . ?
C9 C44 C43 119.97(18) . . ?
C1 C23 H23 119.3 . . ?
C1 C23 C24 121.38(17) . . ?
C24 C23 H23 119.3 . . ?
O32 C31 C24 112.87(16) . . ?
O36 C31 O32 124.05(18) . . ?
O36 C31 C24 122.97(18) . . ?
C21 C22 C1 120.07(17) . . ?
C21 C22 C25 118.50(17) . . ?
C1 C22 C25 121.43(17) . . ?
O2 C1 C23 124.45(17) . . ?
O2 C1 C22 116.91(16) . . ?
C23 C1 C22 118.53(17) . . ?
O2 C3 C4 112.11(15) . . ?
O2 C3 H3A 109.2 . . ?
O2 C3 H3B 109.2 . . ?
C4 C3 H3A 109.2 . . ?
C4 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?
C16 C17 C18 119.35(19) . . ?
C37 C17 C16 118.6(2) . . ?
C37 C17 C18 122.00(18) . . ?
C20 C24 C31 123.28(17) . . ?
C23 C24 C20 119.85(17) . . ?
C23 C24 C31 116.86(17) . . ?
C44 C43 H43 120.0 . . ?
C12 C43 C44 120.01(18) . . ?
C12 C43 H43 120.0 . . ?
C5 C6 C7 120.46(19) . . ?
C42 C6 C5 118.80(18) . . ?
C42 C6 C7 120.67(19) . . ?
O13 C12 C43 125.19(18) . . ?
O13 C12 C11 114.93(18) . . ?
C11 C12 C43 119.88(18) . . ?
C17 C16 H16 119.3 . . ?
C15 C16 C17 121.4(2) . . ?
C15 C16 H16 119.3 . . ?
O26 C25 C22 109.41(16) . . ?
O30 C25 O26 125.05(18) . . ?
O30 C25 C22 125.50(18) . . ?
C16 C15 C39 119.15(19) . . ?
C16 C15 C14 119.5(2) . . ?
C39 C15 C14 121.3(2) . . ?
C17 C37 H37 119.7 . . ?
C17 C37 C38 120.5(2) . . ?
C38 C37 H37 119.7 . . ?
C4 C40 H40 119.9 . . ?
C41 C40 C4 120.14(19) . . ?
C41 C40 H40 119.9 . . ?
O8 C7 C6 114.23(18) . . ?
O8 C7 H7A 108.7 . . ?
O8 C7 H7B 108.7 . . ?
C6 C7 H7A 108.7 . . ?
C6 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
O8 C9 C44 125.08(17) . . ?
O8 C9 C10 115.36(17) . . ?
C44 C9 C10 119.57(18) . . ?
O26 C27 H27 109.6 . . ?
O26 C27 C28 104.54(16) . . ?
O26 C27 C29 109.32(17) . . ?
C28 C27 H27 109.6 . . ?
C29 C27 H27 109.6 . . ?
C29 C27 C28 114.0(2) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 C12 120.09(18) . . ?
C10 C11 H11 120.0 . . ?
O19 C18 C17 110.85(16) . . ?
O19 C18 H18A 109.5 . . ?
O19 C18 H18B 109.5 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 108.1 . . ?
C40 C41 H41 119.7 . . ?
C40 C41 C42 120.5(2) . . ?
C42 C41 H41 119.7 . . ?
C9 C10 H10 119.8 . . ?
C11 C10 C9 120.45(18) . . ?
C11 C10 H10 119.8 . . ?
C6 C42 C41 120.3(2) . . ?
C6 C42 H42 119.9 . . ?
C41 C42 H42 119.9 . . ?
C15 C39 H39 120.1 . . ?
C38 C39 C15 119.8(2) . . ?
C38 C39 H39 120.1 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C37 C38 H38 119.8 . . ?
C39 C38 C37 120.5(2) . . ?
C39 C38 H38 119.8 . . ?
O13 C14 C15 114.26(19) . . ?
O13 C14 H14A 108.7 . . ?
O13 C14 H14B 108.7 . . ?
C15 C14 H14A 108.7 . . ?
C15 C14 H14B 108.7 . . ?
H14A C14 H14B 107.6 . . ?
O32 C33 H33 109.8 . . ?
O32 C33 C34 107.9(2) . . ?
O32 C33 C35 106.4(2) . . ?
C34 C33 H33 109.8 . . ?
C35 C33 H33 109.8 . . ?
C35 C33 C34 113.1(2) . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
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
O26 C25 1.337(2) . ?
O26 C27 1.465(2) . ?
O2 C1 1.363(2) . ?
O2 C3 1.441(2) . ?
O19 C20 1.372(2) . ?
O19 C18 1.436(3) . ?
O8 C7 1.429(2) . ?
O8 C9 1.369(2) . ?
O13 C12 1.376(2) . ?
O13 C14 1.429(3) . ?
O30 C25 1.202(3) . ?
O32 C31 1.315(2) . ?
O32 C33 1.466(3) . ?
O36 C31 1.191(3) . ?
C20 C21 1.384(3) . ?
C20 C24 1.400(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.396(3) . ?
C5 H5 0.9500 . ?
C5 C4 1.396(3) . ?
C5 C6 1.391(3) . ?
C4 C3 1.502(3) . ?
C4 C40 1.389(3) . ?
C44 H44 0.9500 . ?
C44 C43 1.395(3) . ?
C44 C9 1.380(3) . ?
C23 H23 0.9500 . ?
C23 C1 1.391(3) . ?
C23 C24 1.394(3) . ?
C31 C24 1.494(3) . ?
C22 C1 1.398(3) . ?
C22 C25 1.499(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C17 C16 1.393(3) . ?
C17 C37 1.380(3) . ?
C17 C18 1.507(3) . ?
C43 H43 0.9500 . ?
C43 C12 1.390(3) . ?
C6 C7 1.513(3) . ?
C6 C42 1.387(3) . ?
C12 C11 1.388(3) . ?
C16 H16 0.9500 . ?
C16 C15 1.388(3) . ?
C15 C39 1.390(3) . ?
C15 C14 1.505(3) . ?
C37 H37 0.9500 . ?
C37 C38 1.389(3) . ?
C40 H40 0.9500 . ?
C40 C41 1.384(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C9 C10 1.402(3) . ?
C27 H27 1.0000 . ?
C27 C28 1.506(3) . ?
C27 C29 1.498(3) . ?
C11 H11 0.9500 . ?
C11 C10 1.373(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C41 H41 0.9500 . ?
C41 C42 1.389(3) . ?
C10 H10 0.9500 . ?
C42 H42 0.9500 . ?
C39 H39 0.9500 . ?
C39 C38 1.382(3) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C38 H38 0.9500 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C33 H33 1.0000 . ?
C33 C34 1.494(4) . ?
C33 C35 1.493(4) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
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
O19 C20 C21 C22 -176.02(17) . . . . ?
O19 C20 C24 C23 176.48(17) . . . . ?
O19 C20 C24 C31 -3.9(3) . . . . ?
O8 C9 C10 C11 178.96(18) . . . . ?
O13 C12 C11 C10 -178.53(18) . . . . ?
O32 C31 C24 C20 53.5(3) . . . . ?
O32 C31 C24 C23 -126.9(2) . . . . ?
O36 C31 C24 C20 -130.3(2) . . . . ?
O36 C31 C24 C23 49.3(3) . . . . ?
C20 O19 C18 C17 -76.1(2) . . . . ?
C20 C21 C22 C1 0.7(3) . . . . ?
C20 C21 C22 C25 -178.94(17) . . . . ?
C21 C20 C24 C23 0.4(3) . . . . ?
C21 C20 C24 C31 -179.97(17) . . . . ?
C21 C22 C1 O2 174.94(16) . . . . ?
C21 C22 C1 C23 -1.5(3) . . . . ?
C21 C22 C25 O26 -39.1(2) . . . . ?
C21 C22 C25 O30 138.6(2) . . . . ?
C5 C4 C3 O2 120.46(19) . . . . ?
C5 C4 C40 C41 1.4(3) . . . . ?
C5 C6 C7 O8 -135.97(19) . . . . ?
C5 C6 C42 C41 0.7(3) . . . . ?
C4 C5 C6 C7 -177.31(17) . . . . ?
C4 C5 C6 C42 -0.3(3) . . . . ?
C4 C40 C41 C42 -1.1(3) . . . . ?
C44 C43 C12 O13 178.34(18) . . . . ?
C44 C43 C12 C11 -1.7(3) . . . . ?
C44 C9 C10 C11 -1.3(3) . . . . ?
C31 O32 C33 C34 109.7(2) . . . . ?
C31 O32 C33 C35 -128.6(3) . . . . ?
C1 O2 C3 C4 -73.4(2) . . . . ?
C1 C23 C24 C20 -1.2(3) . . . . ?
C1 C23 C24 C31 179.18(17) . . . . ?
C1 C22 C25 O26 141.22(18) . . . . ?
C1 C22 C25 O30 -41.1(3) . . . . ?
C3 O2 C1 C23 -17.9(3) . . . . ?
C3 O2 C1 C22 165.89(16) . . . . ?
C3 C4 C40 C41 -177.41(18) . . . . ?
C17 C16 C15 C39 -0.4(3) . . . . ?
C17 C16 C15 C14 177.13(18) . . . . ?
C17 C37 C38 C39 -0.8(3) . . . . ?
C24 C20 C21 C22 -0.2(3) . . . . ?
C24 C23 C1 O2 -174.40(17) . . . . ?
C24 C23 C1 C22 1.7(3) . . . . ?
C43 C44 C9 O8 -179.18(18) . . . . ?
C43 C44 C9 C10 1.1(3) . . . . ?
C43 C12 C11 C10 1.5(3) . . . . ?
C6 C5 C4 C3 178.03(17) . . . . ?
C6 C5 C4 C40 -0.8(3) . . . . ?
C12 O13 C14 C15 -69.1(3) . . . . ?
C12 C11 C10 C9 0.0(3) . . . . ?
C16 C17 C37 C38 1.7(3) . . . . ?
C16 C17 C18 O19 -46.4(2) . . . . ?
C16 C15 C39 C38 1.4(3) . . . . ?
C16 C15 C14 O13 146.49(19) . . . . ?
C25 O26 C27 C28 -159.05(17) . . . . ?
C25 O26 C27 C29 78.5(2) . . . . ?
C25 C22 C1 O2 -5.4(3) . . . . ?
C25 C22 C1 C23 178.21(17) . . . . ?
C15 C39 C38 C37 -0.8(3) . . . . ?
C37 C17 C16 C15 -1.2(3) . . . . ?
C37 C17 C18 O19 133.2(2) . . . . ?
C40 C4 C3 O2 -60.7(2) . . . . ?
C40 C41 C42 C6 0.0(3) . . . . ?
C7 O8 C9 C44 -18.1(3) . . . . ?
C7 O8 C9 C10 161.69(18) . . . . ?
C7 C6 C42 C41 177.71(19) . . . . ?
C9 O8 C7 C6 83.8(2) . . . . ?
C9 C44 C43 C12 0.4(3) . . . . ?
C27 O26 C25 O30 -0.7(3) . . . . ?
C27 O26 C25 C22 177.03(16) . . . . ?
C18 O19 C20 C21 -41.9(3) . . . . ?
C18 O19 C20 C24 142.29(17) . . . . ?
C18 C17 C16 C15 178.47(18) . . . . ?
C18 C17 C37 C38 -177.87(19) . . . . ?
C42 C6 C7 O8 47.0(3) . . . . ?
C39 C15 C14 O13 -36.0(3) . . . . ?
C14 O13 C12 C43 2.4(3) . . . . ?
C14 O13 C12 C11 -177.56(19) . . . . ?
C14 C15 C39 C38 -176.1(2) . . . . ?
C33 O32 C31 O36 5.7(4) . . . . ?
C33 O32 C31 C24 -178.1(2) . . . . ?
