#------------------------------------------------------------------------------
#$Date: 2024-08-16 04:23:12 +0300 (Fri, 16 Aug 2024) $
#$Revision: 294149 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/92/7249216.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_7249216
loop_
_publ_author_name
'Zhang, Yu'
'Yu, Yueyang'
'Ma, Xiaoqiang'
'Zhao, Xiaofei'
'Huang, Jialin'
'Zhao, Depeng'
_publ_section_title
;
 Conformational studies of biaryl-bridged seven-membered lactones with a
 quaternary carbon center.
;
_journal_issue                   35
_journal_name_full               'RSC advances'
_journal_page_first              25663
_journal_page_last               25668
_journal_paper_doi               10.1039/d4ra04703f
_journal_volume                  14
_journal_year                    2024
_chemical_formula_moiety         'C19 H20 O3'
_chemical_formula_sum            'C19 H20 O3'
_chemical_formula_weight         296.35
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-12-04
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2024-02-22 deposited with the CCDC.	2024-08-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.877(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.3390(4)
_cell_length_b                   11.1632(6)
_cell_length_c                   16.2872(7)
_cell_measurement_reflns_used    3966
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      74.5460
_cell_measurement_theta_min      4.7660
_cell_volume                     1512.70(13)
_computing_cell_refinement       'CrysAlisPro 1.171.43.95a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.43.95a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.43.95a (Rigaku OD, 2023)'
_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  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.926
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -109.00 -43.00   0.50    1.03    -- -100.00 116.00  80.00  132
  2  ω   -112.00 -30.00   0.50    1.03    -- -100.00 125.00-120.00  164
  3  ω    -68.00 -31.00   0.50    1.03    -- -100.00  61.00-150.00   74
  4  ω    -62.00 -35.00   0.50    1.03    -- -100.00  61.00-120.00   54
  5  ω    -23.00  28.00   0.50    0.05    --  -44.85  19.00-180.00  102
  6  ω   -116.00 -27.00   0.50    0.05    --  -44.85 -57.00-120.00  178
  7  ω   -116.00 -50.00   0.50    0.05    --  -44.85-167.00-154.00  132
  8  ω   -172.00 -97.00   0.50    1.03    -- -100.00 -61.00  30.00  150
  9  ω   -135.00-109.00   0.50    1.03    -- -100.00-116.00  -8.00   52
 10  ω     50.00  75.00   0.50    0.05    --   44.85-116.00  -8.00   50
 11  ω     57.00  82.00   0.50    0.05    --   44.85-167.00-154.00   50
 12  ω     66.00  91.00   0.50    1.03    --  105.84-167.00-154.00   50
 13  ω     65.00 110.00   0.50    1.03    --  105.84-125.00-150.00   90
 14  ω     71.00 105.00   0.50    1.03    --  105.84-116.00  -8.00   68
 15  ω     45.00  72.00   0.50    1.03    --  105.84 -61.00  30.00   54
 16  ω     34.00  60.00   0.50    1.03    --  105.84 -77.00 150.00   52
 17  ω     71.00  98.00   0.50    1.03    --  105.84 -77.00 150.00   54
 18  ω     48.00  73.00   0.50    1.03    --  105.84 -61.00 -30.00   50
 19  ω     41.00  73.00   0.50    1.03    --  105.84 -61.00-120.00   64
 20  ω     88.00 134.00   0.50    1.03    --  105.84  45.00-120.00   92
 21  ω    152.00 177.00   0.50    1.03    --  105.84  45.00-120.00   50
 22  ω     94.00 119.00   0.50    0.05    --   44.85 167.00-133.00   50
 23  ω     78.00 103.00   0.50    1.03    --  105.84 167.00-133.00   50
 24  ω     86.00 154.00   0.50    1.03    --  105.84 116.00  80.00  136
;
_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      0.0174131000
_diffrn_orient_matrix_UB_12      0.1101992000
_diffrn_orient_matrix_UB_13      -0.0556511000
_diffrn_orient_matrix_UB_21      0.0249799000
_diffrn_orient_matrix_UB_22      0.0801209000
_diffrn_orient_matrix_UB_23      0.0768082000
_diffrn_orient_matrix_UB_31      0.1825993000
_diffrn_orient_matrix_UB_32      -0.0216511000
_diffrn_orient_matrix_UB_33      0.0012867000
_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  0.0630
_diffrn_reflns_av_unetI/netI     0.0558
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.926
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            8450
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.926
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.502
_diffrn_reflns_theta_min         4.806
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.696
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.48886
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.95a (Rigaku Oxford Diffraction, 2023)
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    1.301
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.617
_refine_diff_density_min         -0.420
_refine_diff_density_rms         0.130
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.249
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         2915
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.249
_refine_ls_R_factor_all          0.1159
_refine_ls_R_factor_gt           0.1090
_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)+(0.1235P)²+4.8991P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3220
_refine_ls_wR_factor_ref         0.3254
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2575
_reflns_number_total             2915
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ra04703f2.cif
_cod_data_source_block           zhangy_231123_auto
_cod_database_code               7249216
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_usercomment     CHO
_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   0.921
_shelx_estimated_absorpt_t_min   0.891
_reflns_odcompleteness_completeness 99.19
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C19(H19)
2.b Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B)
2.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C2(H2), C3(H3), C4(H4), C9(H9), C11(H11), C10(H10)
2.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C21(H21A,H21B,H21C), C20(H20A,H20B,H20C)
2.e Idealised tetrahedral OH refined as rotating group:
 O16(H16)
;
_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 2.235
_oxdiff_exptl_absorpt_empirical_full_min 0.533
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
O15 O 0.2454(4) 0.7504(3) 0.7489(2) 0.0343(8) Uani 1 1 d . . . . .
O16 O 0.1070(4) 0.6813(3) 0.4618(2) 0.0366(9) Uani 1 1 d . . . . .
H16 H 0.051343 0.712836 0.422666 0.055 Uiso 1 1 calc R U . . .
O17 O 0.4543(5) 0.7030(4) 0.8290(2) 0.0407(9) Uani 1 1 d . . . . .
C7 C 0.2947(6) 0.6066(4) 0.6038(3) 0.0316(10) Uani 1 1 d . . . . .
C1 C 0.1632(6) 0.7785(4) 0.6736(3) 0.0317(10) Uani 1 1 d . . . . .
C19 C 0.5632(6) 0.9616(5) 0.6719(3) 0.0337(11) Uani 1 1 d . . . . .
H19 H 0.680060 0.952498 0.689012 0.040 Uiso 1 1 calc R U . . .
C8 C 0.2410(6) 0.4985(5) 0.5679(3) 0.0338(11) Uani 1 1 d . . . . .
H8 H 0.132606 0.491278 0.546480 0.041 Uiso 1 1 calc R U . . .
C14 C 0.4049(6) 0.7287(4) 0.7591(3) 0.0330(11) Uani 1 1 d . . . . .
C2 C 0.0627(6) 0.8767(5) 0.6757(3) 0.0353(11) Uani 1 1 d . . . . .
H2 H 0.054229 0.920634 0.725133 0.042 Uiso 1 1 calc R U . . .
C6 C 0.1794(6) 0.7084(4) 0.6043(3) 0.0305(10) Uani 1 1 d . . . . .
C18 C 0.5037(6) 0.8439(4) 0.6315(3) 0.0320(10) Uani 1 1 d . . . . .
H18A H 0.567189 0.828940 0.583296 0.038 Uiso 1 1 calc R U . . .
H18B H 0.390555 0.855426 0.610505 0.038 Uiso 1 1 calc R U . . .
C13 C 0.5122(6) 0.7288(4) 0.6864(3) 0.0328(11) Uani 1 1 d . . . . .
C3 C -0.0253(6) 0.9097(5) 0.6041(3) 0.0362(11) Uani 1 1 d . . . . .
H3 H -0.093235 0.978058 0.603832 0.043 Uiso 1 1 calc R U . . .
C4 C -0.0142(6) 0.8427(5) 0.5327(3) 0.0347(11) Uani 1 1 d . . . . .
H4 H -0.076603 0.864148 0.483910 0.042 Uiso 1 1 calc R U . . .
C9 C 0.3452(7) 0.4018(5) 0.5634(3) 0.0369(11) Uani 1 1 d . . . . .
H9 H 0.307057 0.327910 0.540687 0.044 Uiso 1 1 calc R U . . .
C12 C 0.4537(6) 0.6160(4) 0.6378(3) 0.0311(10) Uani 1 1 d . . . . .
C11 C 0.5565(6) 0.5191(4) 0.6294(3) 0.0331(11) Uani 1 1 d . . . . .
H11 H 0.665604 0.525605 0.649871 0.040 Uiso 1 1 calc R U . . .
C5 C 0.0882(6) 0.7445(5) 0.5326(3) 0.0329(11) Uani 1 1 d . . . . .
C22 C 0.6853(6) 0.7158(5) 0.7231(3) 0.0373(11) Uani 1 1 d . . . . .
H22A H 0.713130 0.784832 0.758397 0.056 Uiso 1 1 calc R U . . .
H22B H 0.758532 0.711954 0.678596 0.056 Uiso 1 1 calc R U . . .
H22C H 0.695091 0.642133 0.755861 0.056 Uiso 1 1 calc R U . . .
C10 C 0.5038(7) 0.4134(5) 0.5919(3) 0.0364(11) Uani 1 1 d . . . . .
H10 H 0.576819 0.349110 0.585887 0.044 Uiso 1 1 calc R U . . .
C21 C 0.4757(7) 0.9954(5) 0.7473(3) 0.0415(12) Uani 1 1 d . . . . .
H21A H 0.359664 0.996887 0.732973 0.062 Uiso 1 1 calc R U . . .
H21B H 0.511247 1.074832 0.766586 0.062 Uiso 1 1 calc R U . . .
H21C H 0.499668 0.936355 0.790908 0.062 Uiso 1 1 calc R U . . .
C20 C 0.5451(7) 1.0617(5) 0.6078(4) 0.0459(14) Uani 1 1 d . . . . .
H20A H 0.605294 1.040812 0.560209 0.069 Uiso 1 1 calc R U . . .
H20B H 0.587157 1.136719 0.632021 0.069 Uiso 1 1 calc R U . . .
H20C H 0.431204 1.071829 0.590155 0.069 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
C14 O15 C1 124.6(4) . . ?
C5 O16 H16 109.5 . . ?
C8 C7 C6 118.1(4) . . ?
C8 C7 C12 119.7(5) . . ?
C12 C7 C6 122.2(4) . . ?
C2 C1 O15 114.8(4) . . ?
C2 C1 C6 124.0(4) . . ?
C6 C1 O15 121.2(4) . . ?
C18 C19 H19 108.2 . . ?
C21 C19 H19 108.2 . . ?
C21 C19 C18 113.6(4) . . ?
C21 C19 C20 109.8(5) . . ?
C20 C19 H19 108.2 . . ?
C20 C19 C18 108.5(4) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 C7 120.5(5) . . ?
C9 C8 H8 119.8 . . ?
O15 C14 C13 121.7(4) . . ?
O17 C14 O15 115.2(5) . . ?
O17 C14 C13 123.0(5) . . ?
C1 C2 H2 120.7 . . ?
C1 C2 C3 118.6(5) . . ?
C3 C2 H2 120.7 . . ?
C1 C6 C7 122.2(4) . . ?
C1 C6 C5 115.8(5) . . ?
C5 C6 C7 121.8(4) . . ?
C19 C18 H18A 108.0 . . ?
C19 C18 H18B 108.0 . . ?
C19 C18 C13 117.1(4) . . ?
H18A C18 H18B 107.3 . . ?
C13 C18 H18A 108.0 . . ?
C13 C18 H18B 108.0 . . ?
C14 C13 C18 115.9(4) . . ?
C14 C13 C12 102.4(4) . . ?
C14 C13 C22 106.4(4) . . ?
C12 C13 C18 112.0(4) . . ?
C22 C13 C18 107.8(4) . . ?
C22 C13 C12 112.2(4) . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 119.9(5) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.0(4) . . ?
C5 C4 H4 120.0 . . ?
C8 C9 H9 120.1 . . ?
C10 C9 C8 119.9(5) . . ?
C10 C9 H9 120.1 . . ?
C7 C12 C13 121.2(4) . . ?
C11 C12 C7 118.3(4) . . ?
C11 C12 C13 120.5(4) . . ?
C12 C11 H11 119.2 . . ?
C10 C11 C12 121.7(5) . . ?
C10 C11 H11 119.2 . . ?
O16 C5 C6 117.6(4) . . ?
O16 C5 C4 120.8(4) . . ?
C4 C5 C6 121.5(4) . . ?
C13 C22 H22A 109.5 . . ?
C13 C22 H22B 109.5 . . ?
C13 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C9 C10 C11 119.8(5) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 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
O15 C1 1.400(6) . ?
O15 C14 1.351(6) . ?
O16 H16 0.8400 . ?
O16 C5 1.371(6) . ?
O17 C14 1.219(6) . ?
C7 C8 1.401(7) . ?
C7 C6 1.489(7) . ?
C7 C12 1.406(7) . ?
C1 C2 1.381(7) . ?
C1 C6 1.388(7) . ?
C19 H19 1.0000 . ?
C19 C18 1.537(7) . ?
C19 C21 1.517(7) . ?
C19 C20 1.531(7) . ?
C8 H8 0.9500 . ?
C8 C9 1.391(7) . ?
C14 C13 1.532(7) . ?
C2 H2 0.9500 . ?
C2 C3 1.384(7) . ?
C6 C5 1.409(6) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C13 1.565(7) . ?
C13 C12 1.549(7) . ?
C13 C22 1.532(6) . ?
C3 H3 0.9500 . ?
C3 C4 1.392(7) . ?
C4 H4 0.9500 . ?
C4 C5 1.390(7) . ?
C9 H9 0.9500 . ?
C9 C10 1.378(8) . ?
C12 C11 1.393(7) . ?
C11 H11 0.9500 . ?
C11 C10 1.387(7) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C10 H10 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 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
O15 C1 C2 C3 -179.0(4) . . . . ?
O15 C1 C6 C7 -5.4(7) . . . . ?
O15 C1 C6 C5 178.8(4) . . . . ?
O15 C14 C13 C18 53.6(6) . . . . ?
O15 C14 C13 C12 -68.6(5) . . . . ?
O15 C14 C13 C22 173.5(4) . . . . ?
O17 C14 C13 C18 -130.4(5) . . . . ?
O17 C14 C13 C12 107.4(5) . . . . ?
O17 C14 C13 C22 -10.5(7) . . . . ?
C7 C8 C9 C10 -2.2(7) . . . . ?
C7 C6 C5 O16 1.1(7) . . . . ?
C7 C6 C5 C4 -177.2(5) . . . . ?
C7 C12 C11 C10 -2.9(7) . . . . ?
C1 O15 C14 O17 -178.4(4) . . . . ?
C1 O15 C14 C13 -2.1(7) . . . . ?
C1 C2 C3 C4 1.4(7) . . . . ?
C1 C6 C5 O16 176.8(4) . . . . ?
C1 C6 C5 C4 -1.5(7) . . . . ?
C19 C18 C13 C14 64.8(6) . . . . ?
C19 C18 C13 C12 -178.3(4) . . . . ?
C19 C18 C13 C22 -54.3(6) . . . . ?
C8 C7 C6 C1 135.0(5) . . . . ?
C8 C7 C6 C5 -49.5(6) . . . . ?
C8 C7 C12 C13 -173.2(4) . . . . ?
C8 C7 C12 C11 4.5(7) . . . . ?
C8 C9 C10 C11 3.8(7) . . . . ?
C14 O15 C1 C2 -131.5(5) . . . . ?
C14 O15 C1 C6 50.9(6) . . . . ?
C14 C13 C12 C7 62.1(5) . . . . ?
C14 C13 C12 C11 -115.5(5) . . . . ?
C2 C1 C6 C7 177.1(5) . . . . ?
C2 C1 C6 C5 1.4(7) . . . . ?
C2 C3 C4 C5 -1.6(8) . . . . ?
C6 C7 C8 C9 177.9(4) . . . . ?
C6 C7 C12 C13 6.9(7) . . . . ?
C6 C7 C12 C11 -175.5(4) . . . . ?
C6 C1 C2 C3 -1.4(8) . . . . ?
C18 C13 C12 C7 -62.7(6) . . . . ?
C18 C13 C12 C11 119.7(5) . . . . ?
C13 C12 C11 C10 174.8(4) . . . . ?
C3 C4 C5 O16 -176.6(5) . . . . ?
C3 C4 C5 C6 1.6(7) . . . . ?
C12 C7 C8 C9 -2.0(7) . . . . ?
C12 C7 C6 C1 -45.1(7) . . . . ?
C12 C7 C6 C5 130.4(5) . . . . ?
C12 C11 C10 C9 -1.3(7) . . . . ?
C22 C13 C12 C7 175.8(4) . . . . ?
C22 C13 C12 C11 -1.8(6) . . . . ?
C21 C19 C18 C13 -57.8(6) . . . . ?
C20 C19 C18 C13 179.8(4) . . . . ?
