#------------------------------------------------------------------------------
#$Date: 2022-08-06 14:38:14 +0300 (Sat, 06 Aug 2022) $
#$Revision: 277092 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/71/1567169.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_1567169
loop_
_publ_author_name
'Zhang, Chang-Sheng'
'Shao, Ya-Ping'
'Zhang, Fu-Min'
'Han, Xue'
'Zhang, Xiao-Ming'
'Zhang, Kun'
'Tu, Yong-Qiang'
_publ_section_title
;
 Cu(ii)/SPDO complex catalyzed asymmetric Baeyer-Villiger oxidation of
 2-arylcyclobutanones and its application for the total synthesis of
 eupomatilones 5 and 6.
;
_journal_issue                   28
_journal_name_full               'Chemical science'
_journal_page_first              8429
_journal_page_last               8435
_journal_paper_doi               10.1039/d2sc02079c
_journal_volume                  13
_journal_year                    2022
_chemical_formula_moiety         'C14 H17 Br O5'
_chemical_formula_sum            'C14 H17 Br O5'
_chemical_formula_weight         345.18
_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             2021-09-27
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2022-04-04 deposited with the CCDC.	2022-06-22 downloaded from the CCDC.
;
_cell_angle_alpha                94.2410(10)
_cell_angle_beta                 94.434(2)
_cell_angle_gamma                111.794(2)
_cell_formula_units_Z            2
_cell_length_a                   7.8803(2)
_cell_length_b                   9.7157(2)
_cell_length_c                   10.6212(2)
_cell_measurement_reflns_used    6963
_cell_measurement_temperature    303.15(10)
_cell_measurement_theta_max      76.2170
_cell_measurement_theta_min      4.1930
_cell_volume                     748.16(3)
_computing_cell_refinement       'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      303.15(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     42.00 119.00   0.50    0.05    --   46.32  54.00 135.00  154
  2  ω     91.00 170.00   0.50    0.05    --  104.25  54.00 135.00  158
  3  ω    142.00 173.00   0.50    0.05    --  104.25  45.00  60.00   62
  4  ω    102.00 134.00   0.50    0.05    --  104.25  45.00  60.00   64
  5  ω    132.00 173.00   0.50    0.05    --  104.25  15.00-120.00   82
  6  ω     94.00 120.00   0.50    0.05    --  104.25  15.00-120.00   52
  7  ω     95.00 121.00   0.50    0.05    --  104.25  30.00-180.00   52
  8  ω    126.00 178.00   0.50    0.05    --  104.25  30.00-180.00  104
  9  ω     92.00 176.00   0.50    0.05    --  104.25  61.00-150.00  168
 10  ω    -14.00  28.00   0.50    0.05    --   46.32 -19.00-150.00   84
 11  ω    -27.00  29.00   0.50    0.05    --   46.32 -19.00   0.00  112
 12  ω    -25.00   5.00   0.50    0.05    --   46.32 -54.00  -8.00   60
 13  ω     -7.00  44.00   0.50    0.05    --   46.32 -37.00 -90.00  102
 14  ω     34.00  64.00   0.50    0.05    --  104.25 -54.00  -8.00   60
 15  ω     51.00  88.00   0.50    0.05    --  104.25 -77.00-120.00   74
 16  ω     34.00  72.00   0.50    0.05    --  104.25 -61.00 -30.00   76
 17  ω     43.00  73.00   0.50    0.05    --  104.25 -61.00 150.00   60
 18  ω     61.00  95.00   0.50    0.05    --  104.25 -94.00 150.00   68
 19  ω     74.00 112.00   0.50    0.05    --  104.25-125.00  90.00   76
 20  ω     41.00 112.00   0.50    0.05    --  104.25-125.00  60.00  142
 21  ω     36.00 104.00   0.50    0.05    --  104.25 -94.00  90.00  136
 22  ω     32.00  93.00   0.50    0.05    --  104.25-125.00   0.00  122
 23  ω     62.00  87.00   0.50    0.05    --  104.25-125.00 -60.00   50
 24  ω     82.00 112.00   0.50    0.05    --  104.25-125.00 -90.00   60
 25  ω     37.00  92.00   0.50    0.05    --  104.25 -94.00 -60.00  110
 26  ω     41.00  99.00   0.50    0.05    --  104.25 -94.00-180.00  116
 27  ω    -69.00 -33.00   0.50    0.05    -- -102.00  61.00 -60.00   72
 28  ω    -67.00 -31.00   0.50    0.05    -- -102.00  61.00 -90.00   72
 29  ω    -67.00 -35.00   0.50    0.05    -- -102.00  61.00  90.00   64
 30  ω    -59.00 -29.00   0.50    0.05    -- -102.00  54.00 135.00   60
 31  ω    -56.00  -1.00   0.50    0.05    --  -46.32  54.00 135.00  110
 32  ω   -120.00 -94.00   0.50    0.05    -- -102.00 136.00  78.38   52
 33  ω    -68.00 -36.00   0.50    0.05    --  -46.32 -54.00  -8.00   64
 34  ω   -114.00 -89.00   0.50    0.05    --  -46.32 -54.00  -8.00   50
 35  ω   -167.00-141.00   0.50    0.05    -- -102.00 -54.00  -8.00   52
 36  ω   -140.00-106.00   0.50    0.05    -- -102.00 -54.00  -8.00   68
 37  ω   -116.00 -81.00   0.50    0.05    --  -46.32-125.00 -60.00   70
 38  ω   -159.00 -75.00   0.50    0.05    -- -102.00-125.00   0.00  168
;
_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      0.1447049000
_diffrn_orient_matrix_UB_12      0.1402530000
_diffrn_orient_matrix_UB_13      -0.0421787000
_diffrn_orient_matrix_UB_21      -0.1519327000
_diffrn_orient_matrix_UB_22      0.0238946000
_diffrn_orient_matrix_UB_23      -0.0850385000
_diffrn_orient_matrix_UB_31      -0.0296753000
_diffrn_orient_matrix_UB_32      0.0963515000
_diffrn_orient_matrix_UB_33      0.1114347000
_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  0.0248
_diffrn_reflns_av_unetI/netI     0.0229
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8578
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.451
_diffrn_reflns_theta_min         4.201
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.900
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69485
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.105a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.532
_exptl_crystal_description       block
_exptl_crystal_F_000             352
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.461
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     185
_refine_ls_number_reflns         2995
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0327
_refine_ls_R_factor_gt           0.0306
_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)+(0.0440P)²+0.1921P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0819
_refine_ls_wR_factor_ref         0.0832
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2761
_reflns_number_total             2995
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2sc02079c2.cif
_cod_data_source_block           zhangchangsheng_0918-1_auto
_cod_depositor_comments
'Adding full bibliography for 1567165--1567169.cif.'
_cod_database_code               1567169
_shelx_shelxl_version_number     2018/1
_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 99.48
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1.a Ternary CH refined with riding coordinates:
 C10(H10), C11(H11)
1.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B)
1.c Aromatic/amide H refined with riding coordinates:
 C3(H3)
1.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C14(H14A,H14B,H14C)
;
_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 3.745
_oxdiff_exptl_absorpt_empirical_full_min 0.575
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
Br1 Br 0.22018(3) 0.79121(3) 0.34692(2) 0.06327(11) Uani 1 1 d . . . . .
O1 O 0.17205(19) 0.47172(17) 0.36890(14) 0.0548(3) Uani 1 1 d . . . . .
O2 O 0.3896(2) 0.32226(15) 0.29143(15) 0.0583(4) Uani 1 1 d . . . . .
O3 O 0.6630(2) 0.44963(15) 0.15096(16) 0.0570(4) Uani 1 1 d . . . . .
O4 O 0.6538(2) 0.95228(14) 0.07842(12) 0.0480(3) Uani 1 1 d . . . . .
O5 O 0.8579(3) 1.1505(2) 0.00897(18) 0.0748(5) Uani 1 1 d . . . . .
C1 C 0.4230(3) 0.46377(19) 0.25941(18) 0.0442(4) Uani 1 1 d . . . . .
C2 C 0.5680(3) 0.5338(2) 0.18896(18) 0.0428(4) Uani 1 1 d . . . . .
C3 C 0.6063(3) 0.67970(19) 0.16398(17) 0.0429(4) Uani 1 1 d . . . . .
H3 H 0.701913 0.725356 0.116302 0.052 Uiso 1 1 calc R U . . .
C4 C 0.5045(2) 0.75884(19) 0.20885(17) 0.0407(4) Uani 1 1 d . . . . .
C5 C 0.3609(3) 0.6878(2) 0.27910(18) 0.0432(4) Uani 1 1 d . . . . .
C6 C 0.3190(3) 0.5404(2) 0.30400(17) 0.0433(4) Uani 1 1 d . . . . .
C7 C 0.2214(4) 0.4610(4) 0.4991(2) 0.0743(7) Uani 1 1 d . . . . .
H7A H 0.286999 0.395408 0.503866 0.111 Uiso 1 1 calc R U . . .
H7B H 0.112044 0.422254 0.540739 0.111 Uiso 1 1 calc R U . . .
H7C H 0.298135 0.558116 0.540280 0.111 Uiso 1 1 calc R U . . .
C8 C 0.2866(4) 0.2058(2) 0.1944(3) 0.0693(6) Uani 1 1 d . . . . .
H8A H 0.358421 0.208652 0.124918 0.104 Uiso 1 1 calc R U . . .
H8B H 0.175676 0.218702 0.164992 0.104 Uiso 1 1 calc R U . . .
H8C H 0.255938 0.111359 0.227624 0.104 Uiso 1 1 calc R U . . .
C9 C 0.8138(3) 0.5142(2) 0.0797(2) 0.0594(5) Uani 1 1 d . . . . .
H9A H 0.770873 0.542913 0.002764 0.089 Uiso 1 1 calc R U . . .
H9B H 0.867589 0.442615 0.059247 0.089 Uiso 1 1 calc R U . . .
H9C H 0.904375 0.600501 0.129241 0.089 Uiso 1 1 calc R U . . .
C10 C 0.5532(3) 0.92001(19) 0.18875(18) 0.0431(4) Uani 1 1 d . . . . .
H10 H 0.439527 0.938330 0.173281 0.052 Uiso 1 1 calc R U . . .
C11 C 0.6806(3) 1.0357(2) 0.29705(19) 0.0493(4) Uani 1 1 d . . . . .
H11 H 0.607482 1.060157 0.359075 0.059 Uiso 1 1 calc R U . . .
C12 C 0.7674(3) 1.1674(2) 0.2227(2) 0.0577(5) Uani 1 1 d . . . . .
H12A H 0.693713 1.228119 0.218374 0.069 Uiso 1 1 calc R U . . .
H12B H 0.890529 1.229211 0.261495 0.069 Uiso 1 1 calc R U . . .
C13 C 0.7720(3) 1.0973(2) 0.0934(2) 0.0536(5) Uani 1 1 d . . . . .
C14 C 0.8233(4) 0.9875(3) 0.3631(2) 0.0671(6) Uani 1 1 d . . . . .
H14A H 0.763978 0.907539 0.412170 0.101 Uiso 1 1 calc R U . . .
H14B H 0.910855 1.070254 0.418284 0.101 Uiso 1 1 calc R U . . .
H14C H 0.885668 0.954148 0.300743 0.101 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'
Br Br -0.6763 1.2805 '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
C6 O1 C7 114.14(16) . . ?
C1 O2 C8 114.74(17) . . ?
C2 O3 C9 118.42(15) . . ?
C13 O4 C10 109.65(15) . . ?
O2 C1 C2 120.57(18) . . ?
O2 C1 C6 119.40(17) . . ?
C6 C1 C2 119.92(16) . . ?
O3 C2 C1 115.32(16) . . ?
O3 C2 C3 124.93(17) . . ?
C3 C2 C1 119.74(17) . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.16(17) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 C5 118.41(16) . . ?
C3 C4 C10 121.21(16) . . ?
C5 C4 C10 120.30(16) . . ?
C4 C5 Br1 120.57(14) . . ?
C4 C5 C6 121.26(17) . . ?
C6 C5 Br1 118.16(14) . . ?
O1 C6 C1 120.66(17) . . ?
O1 C6 C5 119.81(18) . . ?
C1 C6 C5 119.50(17) . . ?
O1 C7 H7A 109.5 . . ?
O1 C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O2 C8 H8A 109.5 . . ?
O2 C8 H8B 109.5 . . ?
O2 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O3 C9 H9A 109.5 . . ?
O3 C9 H9B 109.5 . . ?
O3 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O4 C10 C4 109.46(14) . . ?
O4 C10 H10 108.9 . . ?
O4 C10 C11 104.32(15) . . ?
C4 C10 H10 108.9 . . ?
C4 C10 C11 116.12(15) . . ?
C11 C10 H10 108.9 . . ?
C10 C11 H11 110.2 . . ?
C12 C11 C10 100.09(16) . . ?
C12 C11 H11 110.2 . . ?
C14 C11 C10 113.77(17) . . ?
C14 C11 H11 110.2 . . ?
C14 C11 C12 111.99(19) . . ?
C11 C12 H12A 110.9 . . ?
C11 C12 H12B 110.9 . . ?
H12A C12 H12B 108.9 . . ?
C13 C12 C11 104.19(16) . . ?
C13 C12 H12A 110.9 . . ?
C13 C12 H12B 110.9 . . ?
O4 C13 C12 109.45(18) . . ?
O5 C13 O4 120.6(2) . . ?
O5 C13 C12 130.0(2) . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 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
Br1 C5 1.8981(19) . ?
O1 C6 1.371(2) . ?
O1 C7 1.430(3) . ?
O2 C1 1.375(2) . ?
O2 C8 1.421(3) . ?
O3 C2 1.358(2) . ?
O3 C9 1.426(3) . ?
O4 C10 1.454(2) . ?
O4 C13 1.359(2) . ?
O5 C13 1.196(3) . ?
C1 C2 1.400(3) . ?
C1 C6 1.383(3) . ?
C2 C3 1.386(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.388(3) . ?
C4 C5 1.393(3) . ?
C4 C10 1.504(2) . ?
C5 C6 1.395(3) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10 0.9800 . ?
C10 C11 1.545(3) . ?
C11 H11 0.9800 . ?
C11 C12 1.521(3) . ?
C11 C14 1.514(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.497(3) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
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
Br1 C5 C6 O1 4.1(2) . . . . ?
Br1 C5 C6 C1 -177.90(14) . . . . ?
O2 C1 C2 O3 3.2(3) . . . . ?
O2 C1 C2 C3 -176.21(17) . . . . ?
O2 C1 C6 O1 -6.5(3) . . . . ?
O2 C1 C6 C5 175.53(17) . . . . ?
O3 C2 C3 C4 -178.60(18) . . . . ?
O4 C10 C11 C12 34.04(19) . . . . ?
O4 C10 C11 C14 -85.6(2) . . . . ?
C1 C2 C3 C4 0.7(3) . . . . ?
C2 C1 C6 O1 177.47(17) . . . . ?
C2 C1 C6 C5 -0.5(3) . . . . ?
C2 C3 C4 C5 -0.5(3) . . . . ?
C2 C3 C4 C10 176.17(17) . . . . ?
C3 C4 C5 Br1 178.40(14) . . . . ?
C3 C4 C5 C6 -0.2(3) . . . . ?
C3 C4 C10 O4 24.4(2) . . . . ?
C3 C4 C10 C11 -93.3(2) . . . . ?
C4 C5 C6 O1 -177.28(16) . . . . ?
C4 C5 C6 C1 0.7(3) . . . . ?
C4 C10 C11 C12 154.58(17) . . . . ?
C4 C10 C11 C14 35.0(3) . . . . ?
C5 C4 C10 O4 -158.90(16) . . . . ?
C5 C4 C10 C11 83.4(2) . . . . ?
C6 C1 C2 O3 179.21(17) . . . . ?
C6 C1 C2 C3 -0.2(3) . . . . ?
C7 O1 C6 C1 79.2(3) . . . . ?
C7 O1 C6 C5 -102.8(2) . . . . ?
C8 O2 C1 C2 -82.1(2) . . . . ?
C8 O2 C1 C6 101.9(2) . . . . ?
C9 O3 C2 C1 -179.45(19) . . . . ?
C9 O3 C2 C3 -0.1(3) . . . . ?
C10 O4 C13 O5 -174.0(2) . . . . ?
C10 O4 C13 C12 4.8(2) . . . . ?
C10 C4 C5 Br1 1.7(2) . . . . ?
C10 C4 C5 C6 -176.94(17) . . . . ?
C10 C11 C12 C13 -30.9(2) . . . . ?
C11 C12 C13 O4 17.8(2) . . . . ?
C11 C12 C13 O5 -163.5(2) . . . . ?
C13 O4 C10 C4 -150.08(16) . . . . ?
C13 O4 C10 C11 -25.19(19) . . . . ?
C14 C11 C12 C13 90.0(2) . . . . ?
