#------------------------------------------------------------------------------
#$Date: 2023-03-04 20:43:51 +0200 (Sat, 04 Mar 2023) $
#$Revision: 281589 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/91/7159110.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_7159110
loop_
_publ_author_name
'Hsueh, Nai-Chen'
'Chen, Kuan-Ting'
'Chang, Meng-Yang'
_publ_section_title
;
 Tandem C- and O-alkylative annulation of
 β-ketosulfones with 1,2-bisbromomethyl arenes: one-pot construction
 of sulfonyl indanes and dioxadibenzofused macrocycles.
;
_journal_issue                   7
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              1487
_journal_page_last               1500
_journal_paper_doi               10.1039/d2ob02199d
_journal_volume                  21
_journal_year                    2023
_chemical_formula_moiety         'C38 H36 O6'
_chemical_formula_sum            'C38 H36 O6'
_chemical_formula_weight         588.67
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-09-03
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2020.07.16 svn.r6f6c53a7 for OlexSys, GUI svn.r6139)
;
_audit_update_record
;
2020-11-03 deposited with the CCDC.	2023-01-13 downloaded from the CCDC.
;
_cell_angle_alpha                106.306(2)
_cell_angle_beta                 107.568(2)
_cell_angle_gamma                98.437(2)
_cell_formula_units_Z            2
_cell_length_a                   9.1316(2)
_cell_length_b                   12.7947(3)
_cell_length_c                   14.4860(4)
_cell_measurement_reflns_used    19528
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.0110
_cell_measurement_theta_min      2.3590
_cell_volume                     1498.28(7)
_computing_cell_refinement       'CrysAlisPro 1.171.41.56a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.56a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.56a (Rigaku OD, 2020)'
_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  (Sheldrick, 2015)'
_diffrn_ambient_temperature      113(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -20.00 100.00   0.50   24.59    --   10.60  57.00-180.00  240
  2  ω    -79.00  41.00   0.50   24.59    --   10.60 -57.00 120.00  240
  3  ω    -79.00  36.00   0.50   24.59    --   10.60 -77.00  60.00  230
  4  ω    -15.00 100.00   0.50   24.59    --   10.60  77.00-150.00  230
  5  ω    -79.00  38.00   0.50   24.59    --   10.60 -82.00 120.00  234
  6  ω    -17.00 100.00   0.50   24.59    --   10.60  82.00   0.00  234
  7  ω    -17.00 100.00   0.50   24.59    --   10.60  82.00 -60.00  234
  8  ω    -17.00 100.00   0.50   24.59    --   10.60  82.00  60.00  234
  9  ω    -17.00 100.00   0.50   24.59    --   10.60  82.00-120.00  234
 10  ω    -17.00 100.00   0.50   24.59    --   10.60  82.00-180.00  234
 11  ω    -79.00  38.00   0.50   24.59    --   10.60 -82.00 -60.00  234
 12  ω   -100.00  17.00   0.50   24.59    --  -10.90 -82.00 -90.00  234
 13  ω   -100.00 -14.00   0.50   24.59    --  -10.90 -82.00  30.00  172
 14  ω    -17.00  16.00   0.50   24.59    --  -10.90 -82.00   0.00   66
 15  ω    -63.00 -29.00   0.50   24.59    --  -10.90 -82.00   0.00   68
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0778576000
_diffrn_orient_matrix_UB_12      0.0236379000
_diffrn_orient_matrix_UB_13      0.0374395000
_diffrn_orient_matrix_UB_21      0.0289407000
_diffrn_orient_matrix_UB_22      0.0064675000
_diffrn_orient_matrix_UB_23      -0.0388590000
_diffrn_orient_matrix_UB_31      -0.0138820000
_diffrn_orient_matrix_UB_32      0.0544406000
_diffrn_orient_matrix_UB_33      0.0090415000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0695
_diffrn_reflns_av_unetI/netI     0.0403
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            37071
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.050
_diffrn_reflns_theta_min         2.360
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83308
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.56a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            white
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_description       block
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.285
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     399
_refine_ls_number_reflns         6264
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.116
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_gt           0.0413
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0513P)²+0.1818P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1025
_refine_ls_wR_factor_ref         0.1081
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4983
_reflns_number_total             6264
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ob02199d2.cif
_cod_data_source_block           k10908-myc-e
_cod_depositor_comments
'Adding full bibliography for 7159105--7159114.cif.'
_cod_original_cell_volume        1498.27(7)
_cod_database_code               7159110
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C19 H17 O3 Br'
_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.
;
_reflns_odcompleteness_completeness 99.33
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C12(H12A,H12B), C19(H19A,H19B), C22(H22A,H22B), C31(H31A,
 H31B), C38(H38A,H38B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C14(H14), C15(H15), C16(H16),
 C17(H17), C26(H26), C27(H27), C28(H28), C29(H29), C30(H30), C33(H33), C34(H34),
  C35(H35), C36(H36)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C23(H23A,H23B,H23C)
;
_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 3.554
_oxdiff_exptl_absorpt_empirical_full_min 0.759
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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
O1 O 0.49965(10) 0.86312(7) 0.50344(6) 0.0195(2) Uani 1 1 d . . . . .
O2 O 0.19730(13) 0.48987(8) 0.37574(8) 0.0362(3) Uani 1 1 d . . . . .
O3 O 0.25131(12) 0.58941(8) 0.54078(7) 0.0299(2) Uani 1 1 d . . . . .
O4 O 0.39709(11) 0.87447(8) 0.22960(7) 0.0247(2) Uani 1 1 d . . . . .
O5 O 0.44238(11) 0.75585(7) 0.09998(6) 0.0224(2) Uani 1 1 d . . . . .
O6 O 0.78198(12) 0.68569(8) 0.19464(7) 0.0267(2) Uani 1 1 d . . . . .
C1 C 0.44726(15) 0.76551(10) 0.51936(10) 0.0184(3) Uani 1 1 d . . . . .
C2 C 0.51265(15) 0.76578(11) 0.62691(10) 0.0197(3) Uani 1 1 d . . . . .
C3 C 0.59852(16) 0.68946(11) 0.65062(10) 0.0237(3) Uani 1 1 d . . . . .
H3 H 0.614693 0.636262 0.598408 0.028 Uiso 1 1 calc R U . . .
C4 C 0.66009(17) 0.69212(12) 0.75138(11) 0.0285(3) Uani 1 1 d . . . . .
H4 H 0.716258 0.640245 0.766440 0.034 Uiso 1 1 calc R U . . .
C5 C 0.63811(17) 0.77190(12) 0.82969(11) 0.0291(3) Uani 1 1 d . . . . .
H5 H 0.679941 0.773978 0.897398 0.035 Uiso 1 1 calc R U . . .
C6 C 0.55354(18) 0.84868(12) 0.80685(11) 0.0287(3) Uani 1 1 d . . . . .
H6 H 0.538620 0.902316 0.859353 0.034 Uiso 1 1 calc R U . . .
C7 C 0.49126(17) 0.84574(11) 0.70616(10) 0.0240(3) Uani 1 1 d . . . . .
H7 H 0.434752 0.897535 0.691336 0.029 Uiso 1 1 calc R U . . .
C8 C 0.33436(15) 0.68254(11) 0.43797(10) 0.0196(3) Uani 1 1 d . . . . .
C9 C 0.25609(16) 0.57758(11) 0.44679(10) 0.0211(3) Uani 1 1 d . . . . .
C10 C 0.19930(19) 0.48714(12) 0.55954(11) 0.0300(3) Uani 1 1 d . . . . .
H10A H 0.272208 0.439732 0.554075 0.036 Uiso 1 1 calc R U . . .
H10B H 0.094316 0.445173 0.509846 0.036 Uiso 1 1 calc R U . . .
C11 C 0.19660(19) 0.52378(13) 0.66685(11) 0.0341(4) Uani 1 1 d . . . . .
H11A H 0.124323 0.570802 0.671073 0.051 Uiso 1 1 calc R U . . .
H11B H 0.301181 0.565210 0.715050 0.051 Uiso 1 1 calc R U . . .
H11C H 0.162576 0.458747 0.683043 0.051 Uiso 1 1 calc R U . . .
C12 C 0.26501(16) 0.69457(11) 0.33265(10) 0.0211(3) Uani 1 1 d . . . . .
H12A H 0.153338 0.691435 0.318582 0.025 Uiso 1 1 calc R U . . .
H12B H 0.316117 0.769004 0.337606 0.025 Uiso 1 1 calc R U . . .
C13 C 0.27831(16) 0.60933(11) 0.23984(10) 0.0204(3) Uani 1 1 d . . . . .
C14 C 0.14098(17) 0.53161(12) 0.16481(10) 0.0279(3) Uani 1 1 d . . . . .
H14 H 0.044118 0.531819 0.173411 0.033 Uiso 1 1 calc R U . . .
C15 C 0.14588(19) 0.45432(12) 0.07798(11) 0.0322(4) Uani 1 1 d . . . . .
H15 H 0.052657 0.403955 0.028509 0.039 Uiso 1 1 calc R U . . .
C16 C 0.28876(19) 0.45171(12) 0.06455(10) 0.0312(4) Uani 1 1 d . . . . .
H16 H 0.292490 0.399075 0.006652 0.037 Uiso 1 1 calc R U . . .
C17 C 0.42633(18) 0.52799(11) 0.13786(10) 0.0259(3) Uani 1 1 d . . . . .
H17 H 0.522808 0.525658 0.129228 0.031 Uiso 1 1 calc R U . . .
C18 C 0.42277(16) 0.60864(10) 0.22484(9) 0.0197(3) Uani 1 1 d . . . . .
C19 C 0.57360(15) 0.69535(10) 0.29984(9) 0.0188(3) Uani 1 1 d . . . . .
H19A H 0.658691 0.657625 0.311022 0.023 Uiso 1 1 calc R U . . .
H19B H 0.560001 0.724645 0.365328 0.023 Uiso 1 1 calc R U . . .
C20 C 0.62763(15) 0.79740(10) 0.26776(9) 0.0184(3) Uani 1 1 d . . . . .
C21 C 0.47765(16) 0.81645(10) 0.19950(10) 0.0198(3) Uani 1 1 d . . . . .
C22 C 0.29131(17) 0.75544(13) 0.02918(10) 0.0289(3) Uani 1 1 d . . . . .
H22A H 0.290286 0.830966 0.028623 0.035 Uiso 1 1 calc R U . . .
H22B H 0.205900 0.728887 0.050237 0.035 Uiso 1 1 calc R U . . .
C23 C 0.26950(19) 0.67855(14) -0.07632(11) 0.0367(4) Uani 1 1 d . . . . .
H23A H 0.169736 0.676589 -0.124849 0.055 Uiso 1 1 calc R U . . .
H23B H 0.270637 0.604092 -0.074925 0.055 Uiso 1 1 calc R U . . .
H23C H 0.354196 0.705833 -0.096585 0.055 Uiso 1 1 calc R U . . .
C24 C 0.74016(16) 0.77291(11) 0.20805(9) 0.0206(3) Uani 1 1 d . . . . .
C25 C 0.80933(16) 0.86180(11) 0.17269(10) 0.0225(3) Uani 1 1 d . . . . .
C26 C 1.01902(17) 0.81442(11) 0.60751(11) 0.0273(3) Uani 1 1 d . . . . .
H26 H 1.081810 0.790709 0.657285 0.033 Uiso 1 1 calc R U . . .
C27 C 0.81260(18) 1.02657(12) 0.12309(11) 0.0302(3) Uani 1 1 d . . . . .
H27 H 0.764130 1.082538 0.109773 0.036 Uiso 1 1 calc R U . . .
C28 C 0.95650(19) 1.02248(13) 0.11099(11) 0.0342(4) Uani 1 1 d . . . . .
H28 H 1.005239 1.076113 0.090315 0.041 Uiso 1 1 calc R U . . .
C29 C 1.02754(19) 0.93881(13) 0.12963(11) 0.0341(4) Uani 1 1 d . . . . .
H29 H 1.124781 0.936478 0.122171 0.041 Uiso 1 1 calc R U . . .
C30 C 0.95442(17) 0.85826(12) 0.15942(10) 0.0284(3) Uani 1 1 d . . . . .
H30 H 1.002084 0.801274 0.170716 0.034 Uiso 1 1 calc R U . . .
C31 C 0.71342(16) 0.90411(10) 0.36659(9) 0.0196(3) Uani 1 1 d . . . . .
H31A H 0.774503 0.959971 0.349953 0.024 Uiso 1 1 calc R U . . .
H31B H 0.634336 0.935970 0.388536 0.024 Uiso 1 1 calc R U . . .
C32 C 0.82287(15) 0.87866(10) 0.45446(10) 0.0183(3) Uani 1 1 d . . . . .
C33 C 0.95684(16) 0.84394(11) 0.44562(10) 0.0241(3) Uani 1 1 d . . . . .
H33 H 0.982098 0.842553 0.387790 0.029 Uiso 1 1 calc R U . . .
C34 C 1.05349(17) 0.81145(12) 0.52040(11) 0.0278(3) Uani 1 1 d . . . . .
H34 H 1.141630 0.787613 0.512125 0.033 Uiso 1 1 calc R U . . .
C35 C 0.74065(17) 0.94780(12) 0.15490(10) 0.0259(3) Uani 1 1 d . . . . .
H35 H 0.645267 0.952326 0.164511 0.031 Uiso 1 1 calc R U . . .
C36 C 0.88998(16) 0.85308(11) 0.61977(10) 0.0231(3) Uani 1 1 d . . . . .
H36 H 0.868819 0.857415 0.679449 0.028 Uiso 1 1 calc R U . . .
C37 C 0.79081(15) 0.88572(10) 0.54482(9) 0.0180(3) Uani 1 1 d . . . . .
C38 C 0.65927(15) 0.93428(11) 0.56698(10) 0.0202(3) Uani 1 1 d . . . . .
H38A H 0.674060 0.947999 0.638932 0.024 Uiso 1 1 calc R U . . .
H38B H 0.667867 1.006318 0.556687 0.024 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 0.0033 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
_geom_angle_publ_flag
C1 O1 C38 119.71(9) . . ?
C9 O3 C10 116.93(10) . . ?
C21 O5 C22 115.76(10) . . ?
O1 C1 C2 116.30(11) . . ?
C8 C1 O1 116.90(11) . . ?
C8 C1 C2 126.63(11) . . ?
C3 C2 C1 121.44(12) . . ?
C7 C2 C1 119.54(11) . . ?
C7 C2 C3 119.00(12) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.51(13) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.09(13) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 120.1 . . ?
C4 C5 C6 119.79(13) . . ?
C6 C5 H5 120.1 . . ?
C5 C6 H6 119.9 . . ?
C7 C6 C5 120.19(13) . . ?
C7 C6 H6 119.9 . . ?
C2 C7 H7 119.8 . . ?
C6 C7 C2 120.43(13) . . ?
C6 C7 H7 119.8 . . ?
C1 C8 C9 122.52(11) . . ?
C1 C8 C12 122.56(11) . . ?
C9 C8 C12 114.62(11) . . ?
O2 C9 O3 122.31(12) . . ?
O2 C9 C8 123.56(11) . . ?
O3 C9 C8 114.09(11) . . ?
O3 C10 H10A 110.5 . . ?
O3 C10 H10B 110.5 . . ?
O3 C10 C11 106.23(11) . . ?
H10A C10 H10B 108.7 . . ?
C11 C10 H10A 110.5 . . ?
C11 C10 H10B 110.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C8 C12 H12A 107.8 . . ?
C8 C12 H12B 107.8 . . ?
H12A C12 H12B 107.1 . . ?
C13 C12 C8 117.98(10) . . ?
C13 C12 H12A 107.8 . . ?
C13 C12 H12B 107.8 . . ?
C14 C13 C12 119.04(12) . . ?
C14 C13 C18 118.45(12) . . ?
C18 C13 C12 122.46(11) . . ?
C13 C14 H14 119.3 . . ?
C15 C14 C13 121.39(14) . . ?
C15 C14 H14 119.3 . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.15(13) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 120.3 . . ?
C15 C16 C17 119.45(13) . . ?
C17 C16 H16 120.3 . . ?
C16 C17 H17 119.5 . . ?
C16 C17 C18 121.08(13) . . ?
C18 C17 H17 119.5 . . ?
C13 C18 C19 120.90(11) . . ?
C17 C18 C13 119.43(12) . . ?
C17 C18 C19 119.66(12) . . ?
C18 C19 H19A 108.2 . . ?
C18 C19 H19B 108.2 . . ?
C18 C19 C20 116.54(10) . . ?
H19A C19 H19B 107.3 . . ?
C20 C19 H19A 108.2 . . ?
C20 C19 H19B 108.2 . . ?
C21 C20 C19 106.93(10) . . ?
C21 C20 C24 110.04(10) . . ?
C21 C20 C31 109.69(10) . . ?
C24 C20 C19 111.21(10) . . ?
C24 C20 C31 109.72(10) . . ?
C31 C20 C19 109.21(9) . . ?
O4 C21 O5 123.70(12) . . ?
O4 C21 C20 125.53(11) . . ?
O5 C21 C20 110.72(10) . . ?
O5 C22 H22A 110.1 . . ?
O5 C22 H22B 110.1 . . ?
O5 C22 C23 107.79(11) . . ?
H22A C22 H22B 108.5 . . ?
C23 C22 H22A 110.1 . . ?
C23 C22 H22B 110.1 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O6 C24 C20 121.07(11) . . ?
O6 C24 C25 119.14(11) . . ?
C25 C24 C20 119.62(11) . . ?
C30 C25 C24 117.19(12) . . ?
C35 C25 C24 124.39(12) . . ?
C35 C25 C30 118.40(12) . . ?
C34 C26 H26 120.4 . . ?
C34 C26 C36 119.18(13) . . ?
C36 C26 H26 120.4 . . ?
C28 C27 H27 119.9 . . ?
C35 C27 H27 119.9 . . ?
C35 C27 C28 120.23(14) . . ?
C27 C28 H28 120.0 . . ?
C29 C28 C27 119.91(13) . . ?
C29 C28 H28 120.0 . . ?
C28 C29 H29 119.9 . . ?
C28 C29 C30 120.13(14) . . ?
C30 C29 H29 119.9 . . ?
C25 C30 H30 119.7 . . ?
C29 C30 C25 120.59(14) . . ?
C29 C30 H30 119.7 . . ?
C20 C31 H31A 109.1 . . ?
C20 C31 H31B 109.1 . . ?
H31A C31 H31B 107.8 . . ?
C32 C31 C20 112.62(10) . . ?
C32 C31 H31A 109.1 . . ?
C32 C31 H31B 109.1 . . ?
C33 C32 C31 119.78(11) . . ?
C33 C32 C37 118.36(12) . . ?
C37 C32 C31 121.83(11) . . ?
C32 C33 H33 119.1 . . ?
C34 C33 C32 121.81(12) . . ?
C34 C33 H33 119.1 . . ?
C26 C34 H34 120.0 . . ?
C33 C34 C26 119.90(13) . . ?
C33 C34 H34 120.0 . . ?
C25 C35 H35 119.6 . . ?
C27 C35 C25 120.72(13) . . ?
C27 C35 H35 119.6 . . ?
C26 C36 H36 119.2 . . ?
C26 C36 C37 121.62(12) . . ?
C37 C36 H36 119.2 . . ?
C32 C37 C38 122.41(11) . . ?
C36 C37 C32 119.03(12) . . ?
C36 C37 C38 118.43(11) . . ?
O1 C38 C37 114.50(10) . . ?
O1 C38 H38A 108.6 . . ?
O1 C38 H38B 108.6 . . ?
C37 C38 H38A 108.6 . . ?
C37 C38 H38B 108.6 . . ?
H38A C38 H38B 107.6 . . ?
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 1.3765(14) . ?
O1 C38 1.4597(16) . ?
O2 C9 1.2033(16) . ?
O3 C9 1.3420(15) . ?
O3 C10 1.4515(16) . ?
O4 C21 1.2060(15) . ?
O5 C21 1.3424(15) . ?
O5 C22 1.4476(16) . ?
O6 C24 1.2154(15) . ?
C1 C2 1.4896(17) . ?
C1 C8 1.3499(19) . ?
C2 C3 1.3917(18) . ?
C2 C7 1.3918(18) . ?
C3 H3 0.9300 . ?
C3 C4 1.3853(19) . ?
C4 H4 0.9300 . ?
C4 C5 1.384(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.386(2) . ?
C6 H6 0.9300 . ?
C6 C7 1.3837(19) . ?
C7 H7 0.9300 . ?
C8 C9 1.4834(17) . ?
C8 C12 1.5263(17) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.5013(19) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.5251(18) . ?
C13 C14 1.3954(19) . ?
C13 C18 1.4009(18) . ?
C14 H14 0.9300 . ?
C14 C15 1.382(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.380(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.382(2) . ?
C17 H17 0.9300 . ?
C17 C18 1.3993(18) . ?
C18 C19 1.5099(18) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.5667(16) . ?
C20 C21 1.5259(18) . ?
C20 C24 1.5431(17) . ?
C20 C31 1.5617(17) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.503(2) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.5055(17) . ?
C25 C30 1.4004(19) . ?
C25 C35 1.3910(19) . ?
C26 H26 0.9300 . ?
C26 C34 1.382(2) . ?
C26 C36 1.3830(19) . ?
C27 H27 0.9300 . ?
C27 C28 1.384(2) . ?
C27 C35 1.3816(18) . ?
C28 H28 0.9300 . ?
C28 C29 1.378(2) . ?
C29 H29 0.9300 . ?
C29 C30 1.384(2) . ?
C30 H30 0.9300 . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C32 1.5118(17) . ?
C32 C33 1.3901(19) . ?
C32 C37 1.4072(17) . ?
C33 H33 0.9300 . ?
C33 C34 1.3816(19) . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
C36 C37 1.3947(17) . ?
C37 C38 1.5071(18) . ?
C38 H38A 0.9700 . ?
C38 H38B 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 C1 C2 C3 -120.09(13) . . . . ?
O1 C1 C2 C7 58.24(16) . . . . ?
O1 C1 C8 C9 -173.86(10) . . . . ?
O1 C1 C8 C12 -0.51(18) . . . . ?
O6 C24 C25 C30 -21.60(18) . . . . ?
O6 C24 C25 C35 159.95(13) . . . . ?
C1 O1 C38 C37 71.21(13) . . . . ?
C1 C2 C3 C4 179.14(12) . . . . ?
C1 C2 C7 C6 -178.83(12) . . . . ?
C1 C8 C9 O2 -154.79(14) . . . . ?
C1 C8 C9 O3 27.38(17) . . . . ?
C1 C8 C12 C13 122.13(13) . . . . ?
C2 C1 C8 C9 1.2(2) . . . . ?
C2 C1 C8 C12 174.56(12) . . . . ?
C2 C3 C4 C5 -0.8(2) . . . . ?
C3 C2 C7 C6 -0.5(2) . . . . ?
C3 C4 C5 C6 0.4(2) . . . . ?
C4 C5 C6 C7 0.0(2) . . . . ?
C5 C6 C7 C2 0.1(2) . . . . ?
C7 C2 C3 C4 0.8(2) . . . . ?
C8 C1 C2 C3 64.81(18) . . . . ?
C8 C1 C2 C7 -116.86(15) . . . . ?
C8 C12 C13 C14 110.87(14) . . . . ?
C8 C12 C13 C18 -71.60(16) . . . . ?
C9 O3 C10 C11 -177.12(12) . . . . ?
C9 C8 C12 C13 -64.04(15) . . . . ?
C10 O3 C9 O2 11.54(19) . . . . ?
C10 O3 C9 C8 -170.60(11) . . . . ?
C12 C8 C9 O2 31.37(18) . . . . ?
C12 C8 C9 O3 -146.46(11) . . . . ?
C12 C13 C14 C15 178.44(12) . . . . ?
C12 C13 C18 C17 -179.97(11) . . . . ?
C12 C13 C18 C19 -1.44(17) . . . . ?
C13 C14 C15 C16 0.9(2) . . . . ?
C13 C18 C19 C20 -99.58(13) . . . . ?
C14 C13 C18 C17 -2.43(17) . . . . ?
C14 C13 C18 C19 176.10(11) . . . . ?
C14 C15 C16 C17 -0.9(2) . . . . ?
C15 C16 C17 C18 -0.8(2) . . . . ?
C16 C17 C18 C13 2.45(18) . . . . ?
C16 C17 C18 C19 -176.10(11) . . . . ?
C17 C18 C19 C20 78.95(15) . . . . ?
C18 C13 C14 C15 0.82(19) . . . . ?
C18 C19 C20 C21 29.12(14) . . . . ?
C18 C19 C20 C24 -91.03(13) . . . . ?
C18 C19 C20 C31 147.74(11) . . . . ?
C19 C20 C21 O4 87.66(14) . . . . ?
C19 C20 C21 O5 -89.90(11) . . . . ?
C19 C20 C24 O6 -3.02(17) . . . . ?
C19 C20 C24 C25 -178.34(11) . . . . ?
C19 C20 C31 C32 41.35(14) . . . . ?
C20 C24 C25 C30 153.81(12) . . . . ?
C20 C24 C25 C35 -24.64(19) . . . . ?
C20 C31 C32 C33 65.88(15) . . . . ?
C20 C31 C32 C37 -112.14(13) . . . . ?
C21 O5 C22 C23 -176.82(11) . . . . ?
C21 C20 C24 O6 -121.32(13) . . . . ?
C21 C20 C24 C25 63.36(14) . . . . ?
C21 C20 C31 C32 158.24(10) . . . . ?
C22 O5 C21 O4 -5.38(17) . . . . ?
C22 O5 C21 C20 172.23(10) . . . . ?
C24 C20 C21 O4 -151.43(12) . . . . ?
C24 C20 C21 O5 31.00(13) . . . . ?
C24 C20 C31 C32 -80.78(12) . . . . ?
C24 C25 C30 C29 -178.34(12) . . . . ?
C24 C25 C35 C27 179.58(12) . . . . ?
C26 C36 C37 C32 0.22(19) . . . . ?
C26 C36 C37 C38 -175.93(12) . . . . ?
C27 C28 C29 C30 0.6(2) . . . . ?
C28 C27 C35 C25 -1.6(2) . . . . ?
C28 C29 C30 C25 -1.1(2) . . . . ?
C30 C25 C35 C27 1.2(2) . . . . ?
C31 C20 C21 O4 -30.64(16) . . . . ?
C31 C20 C21 O5 151.79(10) . . . . ?
C31 C20 C24 O6 117.91(13) . . . . ?
C31 C20 C24 C25 -57.41(14) . . . . ?
C31 C32 C33 C34 -174.92(12) . . . . ?
C31 C32 C37 C36 175.24(11) . . . . ?
C31 C32 C37 C38 -8.77(18) . . . . ?
C32 C33 C34 C26 -0.9(2) . . . . ?
C32 C37 C38 O1 72.13(15) . . . . ?
C33 C32 C37 C36 -2.80(18) . . . . ?
C33 C32 C37 C38 173.19(12) . . . . ?
C34 C26 C36 C37 2.1(2) . . . . ?
C35 C25 C30 C29 0.2(2) . . . . ?
C35 C27 C28 C29 0.7(2) . . . . ?
C36 C26 C34 C33 -1.8(2) . . . . ?
C36 C37 C38 O1 -111.85(12) . . . . ?
C37 C32 C33 C34 3.16(19) . . . . ?
C38 O1 C1 C2 30.82(15) . . . . ?
C38 O1 C1 C8 -153.59(11) . . . . ?
