#------------------------------------------------------------------------------
#$Date: 2020-11-06 15:07:48 +0200 (Fri, 06 Nov 2020) $
#$Revision: 258950 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/77/7157732.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_7157732
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_formula_moiety         'C16 H20 O5'
_chemical_formula_sum            'C16 H20 O5'
_chemical_formula_weight         292.32
_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_Hall           'P 2 2ab'
_space_group_name_H-M_alt        'P 21 21 2'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2019-06-04
_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
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.8403(3)
_cell_length_b                   10.54278(19)
_cell_length_c                   7.78736(14)
_cell_measurement_reflns_used    4898
_cell_measurement_temperature    110.20(14)
_cell_measurement_theta_max      71.0330
_cell_measurement_theta_min      4.9370
_cell_volume                     1382.60(4)
_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-2014/7 (Sheldrick, 2014)'
_computing_structure_solution
'A short history of SHELX (Sheldrick, 2007)/Bruker'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      110.20(14)
_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 0.9904
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   20.00   80.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       34.8036   77.0000   30.0000 60

#__ type_ start__ end____ width___ exp.time_
  2 omega   61.00   98.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       34.8036   77.0000  120.0000 37

#__ type_ start__ end____ width___ exp.time_
  3 omega   46.00  103.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       34.8036    0.0000   90.0000 57

#__ type_ start__ end____ width___ exp.time_
  4 omega   40.00   97.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  150.0000 57

#__ type_ start__ end____ width___ exp.time_
  5 omega   53.00  107.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000   60.0000 54

#__ type_ start__ end____ width___ exp.time_
  6 omega   56.00  115.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000   90.0000 59

#__ type_ start__ end____ width___ exp.time_
  7 omega   48.00   91.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000    0.0000 43

#__ type_ start__ end____ width___ exp.time_
  8 omega   47.00   84.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   30.0000 37

#__ type_ start__ end____ width___ exp.time_
  9 omega   43.00   92.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -30.0000 49

#__ type_ start__ end____ width___ exp.time_
 10 omega   46.00   91.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -120.0000 45

#__ type_ start__ end____ width___ exp.time_
 11 omega   54.00  107.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -180.0000 53

#__ type_ start__ end____ width___ exp.time_
 12 omega   53.00   80.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -180.0000 27

#__ type_ start__ end____ width___ exp.time_
 13 omega   38.00   65.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -150.0000 27

#__ type_ start__ end____ width___ exp.time_
 14 omega   41.00   87.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -90.0000 46

#__ type_ start__ end____ width___ exp.time_
 15 omega   93.00  177.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000 -180.0000 84

#__ type_ start__ end____ width___ exp.time_
 16 omega  139.00  173.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000 -150.0000 34

#__ type_ start__ end____ width___ exp.time_
 17 omega   57.00   82.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       34.8036  178.0000   60.0000 25

#__ type_ start__ end____ width___ exp.time_
 18 omega    8.00   34.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       34.8036   77.0000  120.0000 26

#__ type_ start__ end____ width___ exp.time_
 19 omega  -34.00   -2.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       34.8036    0.0000   90.0000 32

#__ type_ start__ end____ width___ exp.time_
 20 omega  -34.00   53.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       34.8036  -37.0000   30.0000 87

#__ type_ start__ end____ width___ exp.time_
 21 omega   22.00   55.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       34.8036  -77.0000    0.0000 33

#__ type_ start__ end____ width___ exp.time_
 22 omega   -1.00   73.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       34.8036  -99.0000  -60.0000 74

#__ type_ start__ end____ width___ exp.time_
 23 omega   66.00   96.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       34.8036 -178.0000  -30.0000 30

#__ type_ start__ end____ width___ exp.time_
 24 omega   51.00  107.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  -90.0000 56

#__ type_ start__ end____ width___ exp.time_
 25 omega   38.00   89.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   90.0000 51

#__ type_ start__ end____ width___ exp.time_
 26 omega   50.00  175.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000    0.0000  120.0000 125

#__ type_ start__ end____ width___ exp.time_
 27 omega   20.00   50.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       34.8036   57.0000 -120.0000 30

#__ type_ start__ end____ width___ exp.time_
 28 omega  -33.00    5.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       34.8036  -77.0000    0.0000 38

#__ type_ start__ end____ width___ exp.time_
 29 omega  -17.00   35.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       34.8036  -57.0000  120.0000 52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0153303000
_diffrn_orient_matrix_UB_12      0.0429133000
_diffrn_orient_matrix_UB_13      0.1862563000
_diffrn_orient_matrix_UB_21      0.0757432000
_diffrn_orient_matrix_UB_22      -0.0696674000
_diffrn_orient_matrix_UB_23      0.0584871000
_diffrn_orient_matrix_UB_31      0.0489577000
_diffrn_orient_matrix_UB_32      0.1210510000
_diffrn_orient_matrix_UB_33      -0.0321035000
_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  0.0325
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            9189
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.163
_diffrn_reflns_theta_min         4.949
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.860
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85686
_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    1.404
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.340
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.258
_refine_diff_density_min         -0.195
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details
;
 Flack x determined using 1044 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     194
_refine_ls_number_reflns         2657
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0337
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0560P)²+0.3251P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0882
_refine_ls_wR_factor_ref         0.0895
_reflns_Friedel_coverage         0.704
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.982
_reflns_number_gt                2576
_reflns_number_total             2657
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ob01934h2.cif
_cod_data_source_block           exp_6087
_cod_depositor_comments
'Adding full bibliography for 7157730--7157733.cif.'
_cod_original_cell_volume        1382.59(4)
_cod_database_code               7157732
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_shelx_estimated_absorpt_t_max   0.958
_shelx_estimated_absorpt_t_min   0.742
_shelx_shelxl_version_number     2014/7
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, -z'
'-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
O1 O 0.21340(9) 1.00116(15) 0.36510(19) 0.0174(3) Uani 1 1 d . . . . .
O4 O 0.37584(9) 1.00409(16) 0.2076(2) 0.0227(4) Uani 1 1 d . . . . .
O5 O 0.26203(10) 0.69799(15) -0.15603(19) 0.0207(4) Uani 1 1 d . . . . .
H5 H 0.2595 0.6372 -0.2215 0.031 Uiso 1 1 calc R U . . .
O3 O 0.09307(10) 0.53758(15) 0.4499(2) 0.0211(4) Uani 1 1 d . . . . .
H3 H 0.1051 0.5452 0.5514 0.032 Uiso 1 1 calc R U . . .
O2 O 0.17553(10) 0.90239(14) 0.7286(2) 0.0190(3) Uani 1 1 d . . . . .
H2 H 0.1935 0.8349 0.7636 0.028 Uiso 1 1 calc R U . . .
C10 C 0.26269(12) 0.7220(2) 0.1452(3) 0.0146(4) Uani 1 1 d . . . . .
C11 C 0.18973(12) 0.6515(2) 0.2007(3) 0.0162(4) Uani 1 1 d . . . . .
H11A H 0.2053 0.5793 0.2701 0.019 Uiso 1 1 calc R U . . .
H11B H 0.1624 0.6195 0.0999 0.019 Uiso 1 1 calc R U . . .
C9 C 0.28788(12) 0.8298(2) 0.2206(3) 0.0147(4) Uani 1 1 d . . . . .
C4 C 0.02283(12) 0.7317(2) 0.5219(3) 0.0198(5) Uani 1 1 d . . . . .
H4 H -0.0278 0.7056 0.5542 0.024 Uiso 1 1 calc R U . . .
C12 C 0.35516(13) 0.9023(2) 0.1475(3) 0.0164(4) Uani 1 1 d . . . . .
C3 C 0.05328(13) 0.8335(2) 0.5986(3) 0.0190(5) Uani 1 1 d . . . . .
H3A H 0.0215 0.8772 0.6763 0.023 Uiso 1 1 calc R U . . .
C14 C 0.39129(13) 0.7055(2) -0.0178(3) 0.0231(5) Uani 1 1 d . . . . .
H14A H 0.4140 0.6761 -0.1252 0.028 Uiso 1 1 calc R U . . .
H14B H 0.4216 0.6687 0.0756 0.028 Uiso 1 1 calc R U . . .
C8 C 0.25003(12) 0.87679(19) 0.3856(3) 0.0141(4) Uani 1 1 d . . . . .
H8 H 0.2910 0.8823 0.4746 0.017 Uiso 1 1 calc R U . . .
C2 C 0.13631(12) 0.8824(2) 0.5672(3) 0.0154(4) Uani 1 1 d . . . . .
C15 C 0.30564(12) 0.6627(2) -0.0054(3) 0.0172(4) Uani 1 1 d . . . . .
H15 H 0.3043 0.5702 0.0067 0.021 Uiso 1 1 calc R U . . .
C7 C 0.18313(11) 0.79265(19) 0.4501(3) 0.0129(4) Uani 1 1 d . . . . .
H7 H 0.2056 0.7239 0.5196 0.015 Uiso 1 1 calc R U . . .
C1 C 0.14355(12) 1.0102(2) 0.4736(3) 0.0166(4) Uani 1 1 d . . . . .
H1A H 0.0966 1.0261 0.4046 0.020 Uiso 1 1 calc R U . . .
H1B H 0.1494 1.0788 0.5556 0.020 Uiso 1 1 calc R U . . .
C16 C 0.09411(13) 0.8305(2) 0.1794(3) 0.0180(4) Uani 1 1 d . . . . .
H16A H 0.1336 0.8887 0.1384 0.027 Uiso 1 1 calc R U . . .
H16B H 0.0532 0.8766 0.2385 0.027 Uiso 1 1 calc R U . . .
H16C H 0.0714 0.7857 0.0840 0.027 Uiso 1 1 calc R U . . .
C13 C 0.39659(13) 0.8497(2) -0.0091(3) 0.0245(5) Uani 1 1 d . . . . .
H13A H 0.4520 0.8747 -0.0067 0.029 Uiso 1 1 calc R U . . .
H13B H 0.3728 0.8857 -0.1115 0.029 Uiso 1 1 calc R U . . .
C6 C 0.13286(11) 0.73490(19) 0.3038(3) 0.0141(4) Uani 1 1 d . . . . .
C5 C 0.06543(13) 0.6559(2) 0.3856(3) 0.0174(4) Uani 1 1 d . . . . .
H5A H 0.0268 0.6375 0.2949 0.021 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
C1 O1 C8 109.77(16) . . ?
C15 O5 H5 109.5 . . ?
C5 O3 H3 109.5 . . ?
C2 O2 H2 109.5 . . ?
C11 C10 C15 114.21(18) . . ?
C9 C10 C11 123.40(19) . . ?
C9 C10 C15 122.38(19) . . ?
C10 C11 H11A 109.1 . . ?
C10 C11 H11B 109.1 . . ?
C10 C11 C6 112.32(17) . . ?
H11A C11 H11B 107.9 . . ?
C6 C11 H11A 109.1 . . ?
C6 C11 H11B 109.1 . . ?
C10 C9 C12 120.57(19) . . ?
C10 C9 C8 120.80(19) . . ?
C12 C9 C8 118.59(18) . . ?
C3 C4 H4 118.0 . . ?
C3 C4 C5 123.99(19) . . ?
C5 C4 H4 118.0 . . ?
O4 C12 C9 121.6(2) . . ?
O4 C12 C13 120.0(2) . . ?
C9 C12 C13 118.33(19) . . ?
C4 C3 H3A 118.0 . . ?
C4 C3 C2 124.0(2) . . ?
C2 C3 H3A 118.0 . . ?
H14A C14 H14B 108.1 . . ?
C15 C14 H14A 109.6 . . ?
C15 C14 H14B 109.6 . . ?
C15 C14 C13 110.49(18) . . ?
C13 C14 H14A 109.6 . . ?
C13 C14 H14B 109.6 . . ?
O1 C8 C9 112.26(17) . . ?
O1 C8 H8 108.8 . . ?
O1 C8 C7 104.34(16) . . ?
C9 C8 H8 108.8 . . ?
C9 C8 C7 113.64(17) . . ?
C7 C8 H8 108.8 . . ?
O2 C2 C3 109.51(17) . . ?
O2 C2 C7 112.00(17) . . ?
O2 C2 C1 104.51(17) . . ?
C3 C2 C7 111.21(18) . . ?
C3 C2 C1 116.73(17) . . ?
C7 C2 C1 102.63(17) . . ?
O5 C15 C10 106.40(16) . . ?
O5 C15 C14 111.02(18) . . ?
O5 C15 H15 109.0 . . ?
C10 C15 C14 112.44(18) . . ?
C10 C15 H15 109.0 . . ?
C14 C15 H15 109.0 . . ?
C8 C7 C2 102.56(16) . . ?
C8 C7 H7 109.1 . . ?
C8 C7 C6 113.10(16) . . ?
C2 C7 H7 109.1 . . ?
C2 C7 C6 113.59(16) . . ?
C6 C7 H7 109.1 . . ?
O1 C1 C2 106.44(16) . . ?
O1 C1 H1A 110.4 . . ?
O1 C1 H1B 110.4 . . ?
C2 C1 H1A 110.4 . . ?
C2 C1 H1B 110.4 . . ?
H1A C1 H1B 108.6 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C6 C16 H16A 109.5 . . ?
C6 C16 H16B 109.5 . . ?
C6 C16 H16C 109.5 . . ?
C12 C13 C14 112.0(2) . . ?
C12 C13 H13A 109.2 . . ?
C12 C13 H13B 109.2 . . ?
C14 C13 H13A 109.2 . . ?
C14 C13 H13B 109.2 . . ?
H13A C13 H13B 107.9 . . ?
C11 C6 C7 105.72(16) . . ?
C11 C6 C16 108.13(17) . . ?
C11 C6 C5 111.56(17) . . ?
C7 C6 C5 108.09(16) . . ?
C16 C6 C7 115.94(17) . . ?
C16 C6 C5 107.46(16) . . ?
O3 C5 C4 111.86(18) . . ?
O3 C5 C6 112.15(17) . . ?
O3 C5 H5A 107.3 . . ?
C4 C5 C6 110.75(18) . . ?
C4 C5 H5A 107.3 . . ?
C6 C5 H5A 107.3 . . ?
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 C8 1.458(2) . ?
O1 C1 1.451(2) . ?
O4 C12 1.222(3) . ?
O5 H5 0.8200 . ?
O5 C15 1.433(3) . ?
O3 H3 0.8200 . ?
O3 C5 1.423(3) . ?
O2 H2 0.8200 . ?
O2 C2 1.436(3) . ?
C10 C11 1.500(3) . ?
C10 C9 1.347(3) . ?
C10 C15 1.513(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C6 1.528(3) . ?
C9 C12 1.480(3) . ?
C9 C8 1.517(3) . ?
C4 H4 0.9300 . ?
C4 C3 1.332(3) . ?
C4 C5 1.509(3) . ?
C12 C13 1.510(3) . ?
C3 H3A 0.9300 . ?
C3 C2 1.510(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.514(3) . ?
C14 C13 1.524(3) . ?
C8 H8 0.9800 . ?
C8 C7 1.520(3) . ?
C2 C7 1.532(3) . ?
C2 C1 1.536(3) . ?
C15 H15 0.9800 . ?
C7 H7 0.9800 . ?
C7 C6 1.545(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C16 C6 1.543(3) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C6 C5 1.546(3) . ?
C5 H5A 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
O1 C8 C7 C2 -36.30(19) . . . . ?
O1 C8 C7 C6 86.44(19) . . . . ?
O4 C12 C13 C14 154.2(2) . . . . ?
O2 C2 C7 C8 -76.0(2) . . . . ?
O2 C2 C7 C6 161.56(16) . . . . ?
O2 C2 C1 O1 94.67(19) . . . . ?
C10 C11 C6 C7 -53.1(2) . . . . ?
C10 C11 C6 C16 71.7(2) . . . . ?
C10 C11 C6 C5 -170.35(17) . . . . ?
C10 C9 C12 O4 175.5(2) . . . . ?
C10 C9 C12 C13 -2.3(3) . . . . ?
C10 C9 C8 O1 -118.8(2) . . . . ?
C10 C9 C8 C7 -0.7(3) . . . . ?
C11 C10 C9 C12 -173.16(19) . . . . ?
C11 C10 C9 C8 9.1(3) . . . . ?
C11 C10 C15 O5 78.7(2) . . . . ?
C11 C10 C15 C14 -159.57(18) . . . . ?
C11 C6 C5 O3 39.6(2) . . . . ?
C11 C6 C5 C4 165.38(17) . . . . ?
C9 C10 C11 C6 20.0(3) . . . . ?
C9 C10 C15 O5 -100.5(2) . . . . ?
C9 C10 C15 C14 21.2(3) . . . . ?
C9 C12 C13 C14 -28.0(3) . . . . ?
C9 C8 C7 C2 -158.89(16) . . . . ?
C9 C8 C7 C6 -36.1(2) . . . . ?
C4 C3 C2 O2 -129.9(2) . . . . ?
C4 C3 C2 C7 -5.6(3) . . . . ?
C4 C3 C2 C1 111.6(2) . . . . ?
C12 C9 C8 O1 63.4(2) . . . . ?
C12 C9 C8 C7 -178.48(18) . . . . ?
C3 C4 C5 O3 106.2(2) . . . . ?
C3 C4 C5 C6 -19.7(3) . . . . ?
C3 C2 C7 C8 161.07(17) . . . . ?
C3 C2 C7 C6 38.7(2) . . . . ?
C3 C2 C1 O1 -144.23(18) . . . . ?
C8 O1 C1 C2 -0.2(2) . . . . ?
C8 C9 C12 O4 -6.8(3) . . . . ?
C8 C9 C12 C13 175.42(19) . . . . ?
C8 C7 C6 C11 62.5(2) . . . . ?
C8 C7 C6 C16 -57.3(2) . . . . ?
C8 C7 C6 C5 -177.94(16) . . . . ?
C2 C7 C6 C11 178.87(17) . . . . ?
C2 C7 C6 C16 59.1(2) . . . . ?
C2 C7 C6 C5 -61.6(2) . . . . ?
C15 C10 C11 C6 -159.22(17) . . . . ?
C15 C10 C9 C12 6.0(3) . . . . ?
C15 C10 C9 C8 -171.71(18) . . . . ?
C15 C14 C13 C12 53.7(3) . . . . ?
C7 C2 C1 O1 -22.4(2) . . . . ?
C7 C6 C5 O3 -76.2(2) . . . . ?
C7 C6 C5 C4 49.6(2) . . . . ?
C1 O1 C8 C9 146.54(17) . . . . ?
C1 O1 C8 C7 23.1(2) . . . . ?
C1 C2 C7 C8 35.52(19) . . . . ?
C1 C2 C7 C6 -86.9(2) . . . . ?
C16 C6 C5 O3 158.00(17) . . . . ?
C16 C6 C5 C4 -76.3(2) . . . . ?
C13 C14 C15 O5 68.7(2) . . . . ?
C13 C14 C15 C10 -50.4(3) . . . . ?
C5 C4 C3 C2 -3.7(3) . . . . ?
