#------------------------------------------------------------------------------
#$Date: 2020-11-06 15:07:48 +0200 (Fri, 06 Nov 2020) $
#$Revision: 258950 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/77/7157730.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_7157730
loop_
_publ_author_name
'Yan, Hai-Wei'
'Zhang, Xu'
'Yang, Ya-Nan'
'Feng, Zi-Ming'
'Jiang, Jian-Shuang'
'Zhang, Pei-Cheng'
_publ_section_title
;
 Archromones A-F, unusual polycyclic dearomatic geranylquinol derivatives
 from the roots of Arnebia euchroma.
;
_journal_issue                   41
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              8424
_journal_page_last               8432
_journal_paper_doi               10.1039/d0ob01934h
_journal_volume                  18
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C16 H18 O5, H2 O'
_chemical_formula_sum            'C16 H20 O6'
_chemical_formula_weight         308.32
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2019-12-09
_audit_creation_method
;
  Olex2 1.1
  (compiled 2011.02.15 svn.r1672, GUI svn.r3494)
;
_audit_update_record
;
2020-07-12 deposited with the CCDC.	2020-10-06 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 103.346(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.1628(6)
_cell_length_b                   13.0501(8)
_cell_length_c                   13.9274(10)
_cell_measurement_reflns_used    2479
_cell_measurement_temperature    111.95(10)
_cell_measurement_theta_max      70.9840
_cell_measurement_theta_min      5.5470
_cell_volume                     1443.55(18)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
'A short history of SHELX (Sheldrick, 2007)/Bruker'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      111.95(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0971
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9993
_diffrn_measured_fraction_theta_max 0.9719
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   26.00  106.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919   37.0000  -60.0000 80

#__ type_ start__ end____ width___ exp.time_
  2 omega  131.00  172.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000    0.0000 41

#__ type_ start__ end____ width___ exp.time_
  3 omega  140.00  172.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000   30.0000 32

#__ type_ start__ end____ width___ exp.time_
  4 omega  151.00  176.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000   60.0000 25

#__ type_ start__ end____ width___ exp.time_
  5 omega  131.00  175.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   90.0000 44

#__ type_ start__ end____ width___ exp.time_
  6 omega   93.00  118.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000    0.0000 25

#__ type_ start__ end____ width___ exp.time_
  7 omega   92.00  117.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000   30.0000 25

#__ type_ start__ end____ width___ exp.time_
  8 omega   94.00  122.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000   60.0000 28

#__ type_ start__ end____ width___ exp.time_
  9 omega   93.00  150.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000  120.0000 57

#__ type_ start__ end____ width___ exp.time_
 10 omega   94.00  119.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000   30.0000 25

#__ type_ start__ end____ width___ exp.time_
 11 omega   92.00  123.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000   60.0000 31

#__ type_ start__ end____ width___ exp.time_
 12 omega   91.00  117.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000   90.0000 26

#__ type_ start__ end____ width___ exp.time_
 13 omega   87.00  177.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000  -30.0000 90

#__ type_ start__ end____ width___ exp.time_
 14 omega   91.00  175.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000  -90.0000 84

#__ type_ start__ end____ width___ exp.time_
 15 omega   62.00   90.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919  178.0000  120.0000 28

#__ type_ start__ end____ width___ exp.time_
 16 omega   13.00   65.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919   77.0000  120.0000 52

#__ type_ start__ end____ width___ exp.time_
 17 omega   50.00   91.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -30.0000 41

#__ type_ start__ end____ width___ exp.time_
 18 omega   39.00  102.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  -90.0000 63

#__ type_ start__ end____ width___ exp.time_
 19 omega   65.00   91.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -150.0000 26

#__ type_ start__ end____ width___ exp.time_
 20 omega   42.00   67.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -90.0000 25

#__ type_ start__ end____ width___ exp.time_
 21 omega   38.00   96.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000 -120.0000 58

#__ type_ start__ end____ width___ exp.time_
 22 omega    8.00   39.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919  -57.0000  -90.0000 31

#__ type_ start__ end____ width___ exp.time_
 23 omega  -32.00   50.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919  -37.0000 -150.0000 82

#__ type_ start__ end____ width___ exp.time_
 24 omega  -25.00   84.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919    0.0000 -120.0000 109

#__ type_ start__ end____ width___ exp.time_
 25 omega   40.00   91.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   90.0000 51

#__ type_ start__ end____ width___ exp.time_
 26 omega   42.00  100.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000   90.0000 58

#__ type_ start__ end____ width___ exp.time_
 27 omega   63.00   95.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919  178.0000 -180.0000 32

#__ type_ start__ end____ width___ exp.time_
 28 omega   59.00   93.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919  178.0000  -90.0000 34
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.1418716000
_diffrn_orient_matrix_UB_12      -0.0080371000
_diffrn_orient_matrix_UB_13      0.0943036000
_diffrn_orient_matrix_UB_21      -0.0839637000
_diffrn_orient_matrix_UB_22      -0.0964185000
_diffrn_orient_matrix_UB_23      0.0309898000
_diffrn_orient_matrix_UB_31      0.1022537000
_diffrn_orient_matrix_UB_32      -0.0679302000
_diffrn_orient_matrix_UB_33      -0.0553312000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_av_unetI/netI     0.0420
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            4617
_diffrn_reflns_theta_full        71.17
_diffrn_reflns_theta_max         71.17
_diffrn_reflns_theta_min         6.52
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.908
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83677
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.260
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.071
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.03(16)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         2729
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0360
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0606P)²+0.3276P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0933
_refine_ls_wR_factor_ref         0.0948
_reflns_number_gt                2644
_reflns_number_total             2729
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d0ob01934h2.cif
_cod_data_source_block           exp_6254
_cod_depositor_comments
'Adding full bibliography for 7157730--7157733.cif.'
_cod_original_cell_volume        1443.55(17)
_cod_database_code               7157730
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z'
3 'x+1/2, y+1/2, z'
4 '-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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C13 C 0.2279(2) 0.14187(13) 0.65795(13) 0.0152(4) Uani 1 1 d . . .
H13A H 0.1102 0.1352 0.6245 0.018 Uiso 1 1 calc R . .
H13B H 0.2904 0.0898 0.6317 0.018 Uiso 1 1 calc R . .
C14 C 0.2462(2) 0.12278(13) 0.76684(13) 0.0129(3) Uani 1 1 d . . .
C7 C 0.2120(2) 0.32830(13) 0.69326(13) 0.0128(3) Uani 1 1 d . . .
H7 H 0.0901 0.3169 0.6749 0.015 Uiso 1 1 calc R . .
O2 O 0.33518(16) -0.05469(10) 0.74886(9) 0.0152(3) Uani 1 1 d . . .
H2 H 0.4329 -0.0345 0.7607 0.023 Uiso 1 1 calc R . .
C4 C 0.2610(2) 0.18184(14) 0.93680(13) 0.0148(4) Uani 1 1 d . . .
O1 O 0.29457(17) 0.25069(11) 0.99816(10) 0.0200(3) Uani 1 1 d . . .
C8 C 0.2414(2) 0.43651(13) 0.65968(14) 0.0143(4) Uani 1 1 d . . .
O4 O 0.15306(16) 0.52888(10) 0.78684(9) 0.0169(3) Uani 1 1 d . . .
O5 O 0.34366(16) 0.59984(10) 0.71518(10) 0.0181(3) Uani 1 1 d . . .
H5 H 0.3442 0.6442 0.7570 0.027 Uiso 1 1 calc R . .
O3 O 0.43116(17) 0.35612(11) 0.84035(9) 0.0182(3) Uani 1 1 d . . .
H3 H 0.4664 0.3411 0.8986 0.027 Uiso 1 1 calc R . .
C12 C 0.2912(2) 0.24850(14) 0.63533(12) 0.0134(3) Uani 1 1 d . . .
C2 C 0.2941(2) -0.00344(14) 0.90805(14) 0.0167(4) Uani 1 1 d . . .
H2A H 0.4156 0.0032 0.9282 0.020 Uiso 1 1 calc R . .
H2B H 0.2640 -0.0717 0.9255 0.020 Uiso 1 1 calc R . .
C10 C 0.2244(2) 0.36902(15) 0.49399(13) 0.0186(4) Uani 1 1 d . . .
H10 H 0.2003 0.3831 0.4267 0.022 Uiso 1 1 calc R . .
C15 C 0.2423(2) 0.52506(14) 0.72731(13) 0.0143(3) Uani 1 1 d . . .
C5 C 0.2612(2) 0.20014(14) 0.83183(13) 0.0127(3) Uani 1 1 d . . .
C1 C 0.2374(2) 0.01098(13) 0.79691(12) 0.0134(3) Uani 1 1 d . . .
H1 H 0.1197 -0.0109 0.7766 0.016 Uiso 1 1 calc R . .
C6 C 0.2664(2) 0.31252(14) 0.80471(13) 0.0136(3) Uani 1 1 d . . .
H6 H 0.1874 0.3497 0.8354 0.016 Uiso 1 1 calc R . .
C11 C 0.2391(2) 0.27253(14) 0.52565(13) 0.0163(4) Uani 1 1 d . . .
H11 H 0.2171 0.2192 0.4802 0.020 Uiso 1 1 calc R . .
C16 C 0.4862(2) 0.24842(15) 0.66296(13) 0.0172(3) Uani 1 1 d . . .
H16A H 0.5252 0.2280 0.7306 0.026 Uiso 1 1 calc R . .
H16B H 0.5268 0.3160 0.6542 0.026 Uiso 1 1 calc R . .
H16C H 0.5274 0.2012 0.6212 0.026 Uiso 1 1 calc R . .
C9 C 0.2465(2) 0.45323(15) 0.56590(14) 0.0175(4) Uani 1 1 d . . .
H9 H 0.2644 0.5194 0.5457 0.021 Uiso 1 1 calc R . .
C3 C 0.2118(3) 0.07603(14) 0.96231(14) 0.0187(4) Uani 1 1 d . . .
H3A H 0.0904 0.0687 0.9434 0.022 Uiso 1 1 calc R . .
H3B H 0.2479 0.0652 1.0330 0.022 Uiso 1 1 calc R . .
O6 O -0.13514(17) 0.24940(11) 0.83853(10) 0.0188(3) Uani 1 1 d D . .
H6A H -0.147(3) 0.3063(13) 0.8079(18) 0.028 Uiso 1 1 d D . .
H6B H -0.198(3) 0.250(2) 0.8794(15) 0.028 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
H13A C13 H13B 107.7 . . ?
C14 C13 H13A 108.9 . . ?
C14 C13 H13B 108.9 . . ?
C14 C13 C12 113.21(14) . . ?
C12 C13 H13A 108.9 . . ?
C12 C13 H13B 108.9 . . ?
C13 C14 C1 115.72(15) . . ?
C5 C14 C13 121.71(16) . . ?
C5 C14 C1 122.50(15) . . ?
C8 C7 H7 106.5 . . ?
C8 C7 C12 110.43(14) . . ?
C8 C7 C6 114.05(15) . . ?
C12 C7 H7 106.5 . . ?
C6 C7 H7 106.5 . . ?
C6 C7 C12 112.38(14) . . ?
C1 O2 H2 109.5 . . ?
O1 C4 C5 121.24(17) . . ?
O1 C4 C3 122.48(16) . . ?
C5 C4 C3 116.25(16) . . ?
C15 C8 C7 120.19(15) . . ?
C9 C8 C7 119.64(16) . . ?
C9 C8 C15 119.69(17) . . ?
C15 O5 H5 109.5 . . ?
C6 O3 H3 109.5 . . ?
C13 C12 C7 107.49(13) . . ?
C13 C12 C16 108.80(15) . . ?
C7 C12 C16 113.59(14) . . ?
C11 C12 C13 111.22(15) . . ?
C11 C12 C7 109.33(14) . . ?
C11 C12 C16 106.46(14) . . ?
H2A C2 H2B 108.1 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 C3 110.76(15) . . ?
C3 C2 H2A 109.5 . . ?
C3 C2 H2B 109.5 . . ?
C11 C10 H10 120.2 . . ?
C11 C10 C9 119.62(16) . . ?
C9 C10 H10 120.2 . . ?
O4 C15 C8 122.88(17) . . ?
O4 C15 O5 123.15(17) . . ?
O5 C15 C8 113.94(15) . . ?
C14 C5 C4 121.57(16) . . ?
C14 C5 C6 124.22(15) . . ?
C4 C5 C6 114.07(16) . . ?
C14 C1 H1 107.8 . . ?
O2 C1 C14 112.12(13) . . ?
O2 C1 C2 109.20(14) . . ?
O2 C1 H1 107.8 . . ?
C2 C1 C14 112.05(14) . . ?
C2 C1 H1 107.8 . . ?
C7 C6 H6 108.1 . . ?
O3 C6 C7 109.06(14) . . ?
O3 C6 C5 111.95(15) . . ?
O3 C6 H6 108.1 . . ?
C5 C6 C7 111.42(14) . . ?
C5 C6 H6 108.1 . . ?
C12 C11 H11 119.6 . . ?
C10 C11 C12 120.73(16) . . ?
C10 C11 H11 119.6 . . ?
C12 C16 H16A 109.5 . . ?
C12 C16 H16B 109.5 . . ?
C12 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C8 C9 C10 121.21(17) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 H9 119.4 . . ?
C4 C3 C2 109.56(15) . . ?
C4 C3 H3A 109.8 . . ?
C4 C3 H3B 109.8 . . ?
C2 C3 H3A 109.8 . . ?
C2 C3 H3B 109.8 . . ?
H3A C3 H3B 108.2 . . ?
H6A O6 H6B 108.7(19) . . ?
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
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.510(2) . ?
C13 C12 1.542(2) . ?
C14 C5 1.343(3) . ?
C14 C1 1.524(2) . ?
C7 H7 0.9800 . ?
C7 C8 1.524(2) . ?
C7 C12 1.548(2) . ?
C7 C6 1.527(2) . ?
O2 H2 0.8200 . ?
O2 C1 1.437(2) . ?
C4 O1 1.227(2) . ?
C4 C5 1.481(2) . ?
C4 C3 1.503(2) . ?
C8 C15 1.490(2) . ?
C8 C9 1.334(3) . ?
O4 C15 1.225(2) . ?
O5 H5 0.8200 . ?
O5 C15 1.315(2) . ?
O3 H3 0.8200 . ?
O3 C6 1.439(2) . ?
C12 C11 1.521(2) . ?
C12 C16 1.548(2) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C1 1.521(2) . ?
C2 C3 1.527(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.330(3) . ?
C10 C9 1.470(3) . ?
C5 C6 1.517(2) . ?
C1 H1 0.9800 . ?
C6 H6 0.9800 . ?
C11 H11 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C9 H9 0.9300 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
O6 H6A 0.851(10) . ?
O6 H6B 0.849(10) . ?
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
C13 C14 C5 C4 173.48(16) . . . . ?
C13 C14 C5 C6 -1.8(3) . . . . ?
C13 C14 C1 O2 44.4(2) . . . . ?
C13 C14 C1 C2 167.65(15) . . . . ?
C13 C12 C11 C10 155.34(18) . . . . ?
C14 C13 C12 C7 -49.03(19) . . . . ?
C14 C13 C12 C11 -168.67(15) . . . . ?
C14 C13 C12 C16 74.38(18) . . . . ?
C14 C5 C6 C7 13.3(3) . . . . ?
C14 C5 C6 O3 -109.16(19) . . . . ?
C7 C8 C15 O4 -33.7(3) . . . . ?
C7 C8 C15 O5 148.20(16) . . . . ?
C7 C8 C9 C10 -0.1(3) . . . . ?
C7 C12 C11 C10 36.8(2) . . . . ?
C4 C5 C6 C7 -162.32(14) . . . . ?
C4 C5 C6 O3 75.25(19) . . . . ?
O1 C4 C5 C14 171.24(17) . . . . ?
O1 C4 C5 C6 -13.0(3) . . . . ?
O1 C4 C3 C2 -140.07(18) . . . . ?
C8 C7 C12 C13 -169.22(15) . . . . ?
C8 C7 C12 C11 -48.38(19) . . . . ?
C8 C7 C12 C16 70.36(18) . . . . ?
C8 C7 C6 O3 -46.4(2) . . . . ?
C8 C7 C6 C5 -170.53(15) . . . . ?
C12 C13 C14 C5 20.9(2) . . . . ?
C12 C13 C14 C1 -162.15(15) . . . . ?
C12 C7 C8 C15 -155.05(15) . . . . ?
C12 C7 C8 C9 32.9(2) . . . . ?
C12 C7 C6 O3 80.21(17) . . . . ?
C12 C7 C6 C5 -43.9(2) . . . . ?
C15 C8 C9 C10 -172.20(16) . . . . ?
C5 C14 C1 O2 -138.62(16) . . . . ?
C5 C14 C1 C2 -15.4(2) . . . . ?
C5 C4 C3 C2 42.1(2) . . . . ?
C1 C14 C5 C4 -3.3(3) . . . . ?
C1 C14 C5 C6 -178.56(17) . . . . ?
C1 C2 C3 C4 -60.2(2) . . . . ?
C6 C7 C8 C15 -27.4(2) . . . . ?
C6 C7 C8 C9 160.53(17) . . . . ?
C6 C7 C12 C13 62.19(18) . . . . ?
C6 C7 C12 C11 -176.97(14) . . . . ?
C6 C7 C12 C16 -58.23(19) . . . . ?
C11 C10 C9 C8 -16.0(3) . . . . ?
C16 C12 C11 C10 -86.3(2) . . . . ?
C9 C8 C15 O4 138.34(19) . . . . ?
C9 C8 C15 O5 -39.7(2) . . . . ?
C9 C10 C11 C12 -4.6(3) . . . . ?
C3 C4 C5 C14 -10.9(2) . . . . ?
C3 C4 C5 C6 164.87(16) . . . . ?
C3 C2 C1 C14 46.8(2) . . . . ?
C3 C2 C1 O2 171.65(14) . . . . ?
