#------------------------------------------------------------------------------
#$Date: 2024-12-16 19:33:52 +0200 (Mon, 16 Dec 2024) $
#$Revision: 296876 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/81/7158195.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_7158195
loop_
_publ_author_name
'Chen, Yan-Shan'
'Zheng, Yu'
'Chen, Zhi-Jun'
'Xie, Zhen-Zhen'
'He, Xian-Chen'
'Xiao, Jun-An'
'Chen, Kai'
'Xiang, Hao-Yue'
'Yang, Hua'
_publ_section_title
;
 A phosphine-catalysed one-pot domino sequence to access
 cyclopentene-fused coumarins.
;
_journal_issue                   32
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              7074
_journal_page_last               7080
_journal_paper_doi               10.1039/d1ob01143j
_journal_volume                  19
_journal_year                    2021
_chemical_formula_moiety         'C16 H14 O4'
_chemical_formula_sum            'C16 H14 O4'
_chemical_formula_weight         270.27
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2020-11-16
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-04-29 deposited with the CCDC.	2021-07-27 downloaded from the CCDC.
;
_cell_angle_alpha                115.446(4)
_cell_angle_beta                 93.730(4)
_cell_angle_gamma                103.262(4)
_cell_formula_units_Z            4
_cell_length_a                   10.2334(13)
_cell_length_b                   12.1426(15)
_cell_length_c                   12.2272(15)
_cell_measurement_reflns_used    9588
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.944
_cell_measurement_theta_min      3.022
_cell_volume                     1312.0(3)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71076
_diffrn_reflns_av_R_equivalents  0.0463
_diffrn_reflns_av_unetI/netI     0.0503
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            27398
_diffrn_reflns_theta_full        27.56
_diffrn_reflns_theta_max         27.56
_diffrn_reflns_theta_min         3.02
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7067
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0686 before and 0.0557 after correction.
The Ratio of minimum to maximum transmission is 0.9478.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BAR
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.408
_exptl_crystal_size_mid          0.312
_exptl_crystal_size_min          0.065
_refine_diff_density_max         0.255
_refine_diff_density_min         -0.168
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       0.022(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     366
_refine_ls_number_reflns         6038
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0996
_refine_ls_R_factor_gt           0.0494
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0614P)²+0.2391P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1122
_refine_ls_wR_factor_ref         0.1323
_reflns_number_gt                3735
_reflns_number_total             6038
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d1ob01143j2.cif
_cod_data_source_block           xiao_1113_0m
_cod_depositor_comments
;
Adding full bibliography for 7158194--7158196.cif.

2024-12-16
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C32 H28 O8'
_cod_original_formula_weight         540.54
_cod_original_formula_moiety         '2(C16 H14 O4)'
_cod_original_formula_units_Z            2
_cod_database_code               7158195
_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 Ternary CH refined with riding coordinates:
 C25(H25), C7(H7)
2.b Secondary CH2 refined with riding coordinates:
 C27(H27A,H27B), C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
 C20(H20), C17(H17), C26(H26), C19(H19), C18(H18), C1(H1), C4(H4), C3(H3),
 C2(H2), C10(H10)
2.d Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C31(H31A,H31B,H31C), C15(H15A,H15B,H15C), C16(H16A,H16B,
 H16C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
O5 O 0.60248(12) 0.86760(11) 0.05871(12) 0.0436(3) Uani 1 d . . .
O6 O 0.75576(14) 0.77113(12) -0.01862(13) 0.0513(4) Uani 1 d . . .
O7 O 0.87801(15) 1.36842(13) 0.41621(12) 0.0569(4) Uani 1 d . . .
O8 O 0.85492(15) 1.35791(13) 0.14393(14) 0.0599(4) Uani 1 d . . .
C25 C 0.78794(17) 1.11472(15) 0.12648(15) 0.0333(4) Uani 1 d . . .
H25 H 0.7826 1.1260 0.0518 0.040 Uiso 1 calc . . R
C22 C 0.64705(17) 1.09941(16) 0.15868(15) 0.0341(4) Uani 1 d . . .
C24 C 0.83136(18) 0.99697(16) 0.09724(15) 0.0350(4) Uani 1 d . . .
C29 C 0.88699(17) 1.26265(17) 0.35497(16) 0.0366(4) Uani 1 d . . .
C23 C 0.73218(19) 0.87095(17) 0.04005(16) 0.0380(4) Uani 1 d . . .
C27 C 1.03288(18) 1.16095(17) 0.20188(17) 0.0402(4) Uani 1 d . . .
H27A H 1.0899 1.1869 0.1519 0.048 Uiso 1 calc . . R
H27B H 1.0890 1.1842 0.2798 0.048 Uiso 1 calc . . R
C21 C 0.56427(18) 0.97804(16) 0.12544(15) 0.0354(4) Uani 1 d . . .
C28 C 0.91296(17) 1.22352(16) 0.22295(15) 0.0330(4) Uani 1 d . . .
C20 C 0.43389(19) 0.95607(19) 0.15070(17) 0.0441(5) Uani 1 d . . .
H20 H 0.3810 0.8737 0.1281 0.053 Uiso 1 calc . . R
C17 C 0.59206(19) 1.19988(18) 0.21542(17) 0.0433(5) Uani 1 d . . .
H17 H 0.6437 1.2822 0.2363 0.052 Uiso 1 calc . . R
C26 C 0.96351(18) 1.02190(17) 0.13662(17) 0.0402(4) Uani 1 d . . .
H26 H 1.0077 0.9598 0.1248 0.048 Uiso 1 calc . . R
C30 C 0.9418(2) 1.34284(17) 0.20335(17) 0.0417(5) Uani 1 d . . .
C19 C 0.3835(2) 1.0581(2) 0.20989(19) 0.0493(5) Uani 1 d . . .
H19 H 0.2964 1.0449 0.2286 0.059 Uiso 1 calc . . R
C18 C 0.4618(2) 1.1796(2) 0.24146(19) 0.0500(5) Uani 1 d . . .
H18 H 0.4270 1.2482 0.2804 0.060 Uiso 1 calc . . R
C32 C 0.8719(2) 1.1692(2) 0.40496(18) 0.0508(5) Uani 1 d . . .
H32A H 0.8683 1.2109 0.4911 0.076 Uiso 1 calc . . GR
H32B H 0.9485 1.1349 0.3944 0.076 Uiso 1 calc . . GR
H32C H 0.7891 1.1016 0.3617 0.076 Uiso 1 calc . . GR
C31 C 1.0794(2) 1.4389(2) 0.2594(2) 0.0630(6) Uani 1 d . . .
H31A H 1.1450 1.4089 0.2102 0.094 Uiso 1 calc . . GR
H31B H 1.1067 1.4511 0.3414 0.094 Uiso 1 calc . . GR
H31C H 1.0747 1.5183 0.2626 0.094 Uiso 1 calc . . GR
O2 O 0.82922(14) 0.54547(12) 0.02630(11) 0.0471(3) Uani 1 d . . .
O3 O 0.73462(15) 0.78742(14) 0.52437(12) 0.0573(4) Uani 1 d . . .
O1 O 0.65485(15) 0.37386(13) -0.07260(13) 0.0598(4) Uani 1 d . . .
C6 C 0.83034(18) 0.72409(16) 0.22289(16) 0.0342(4) Uani 1 d . . .
C12 C 0.60880(17) 0.68321(16) 0.31900(16) 0.0349(4) Uani 1 d . . .
O4 O 0.60676(17) 0.89089(14) 0.35273(15) 0.0671(5) Uani 1 d . . .
C9 C 0.7009(2) 0.47463(18) 0.01795(17) 0.0430(5) Uani 1 d . . .
C7 C 0.67764(17) 0.67114(16) 0.20502(15) 0.0340(4) Uani 1 d . . .
H7 H 0.6345 0.7112 0.1641 0.041 Uiso 1 calc . . R
C1 C 0.9089(2) 0.83824(17) 0.32002(17) 0.0424(5) Uani 1 d . . .
H1 H 0.8666 0.8874 0.3800 0.051 Uiso 1 calc . . R
C5 C 0.89737(19) 0.65667(17) 0.13342(17) 0.0383(4) Uani 1 d . . .
C14 C 0.70738(18) 0.69398(17) 0.42568(16) 0.0382(4) Uani 1 d . . .
C8 C 0.63386(18) 0.53050(16) 0.12157(16) 0.0368(4) Uani 1 d . . .
C4 C 1.0367(2) 0.6974(2) 0.1418(2) 0.0499(5) Uani 1 d . . .
H4 H 1.0792 0.6499 0.0809 0.060 Uiso 1 calc . . R
C13 C 0.5564(2) 0.8013(2) 0.36947(18) 0.0462(5) Uani 1 d . . .
C3 C 1.1122(2) 0.8090(2) 0.2414(2) 0.0533(5) Uani 1 d . . .
H3 H 1.2065 0.8360 0.2490 0.064 Uiso 1 calc . . R
C11 C 0.49245(19) 0.55461(19) 0.26639(18) 0.0468(5) Uani 1 d . . .
H11A H 0.4860 0.5211 0.3256 0.056 Uiso 1 calc . . R
H11B H 0.4050 0.5662 0.2462 0.056 Uiso 1 calc . . R
C2 C 1.0485(2) 0.88042(19) 0.32944(19) 0.0494(5) Uani 1 d . . .
H2 H 1.0993 0.9571 0.3953 0.059 Uiso 1 calc . . R
C10 C 0.5330(2) 0.46776(18) 0.15364(18) 0.0462(5) Uani 1 d . . .
H10 H 0.4925 0.3803 0.1111 0.055 Uiso 1 calc . . R
C15 C 0.7684(2) 0.5882(2) 0.4059(2) 0.0620(6) Uani 1 d . . .
H15A H 0.8417 0.6160 0.4733 0.093 Uiso 1 calc . . GR
H15B H 0.8030 0.5637 0.3303 0.093 Uiso 1 calc . . GR
H15C H 0.6997 0.5167 0.4012 0.093 Uiso 1 calc . . GR
C16 C 0.4419(3) 0.8008(3) 0.4403(2) 0.0737(7) Uani 1 d . . .
H16A H 0.3559 0.7650 0.3844 0.110 Uiso 1 calc . . GR
H16B H 0.4489 0.8864 0.4994 0.110 Uiso 1 calc . . GR
H16C H 0.4476 0.7506 0.4824 0.110 Uiso 1 calc . . GR
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
C23 O5 C21 122.32(14) . . ?
C22 C25 H25 107.4 . . ?
C22 C25 C28 120.01(14) . . ?
C24 C25 H25 107.4 . . ?
C24 C25 C22 110.74(14) . . ?
C24 C25 C28 103.13(13) . . ?
C28 C25 H25 107.4 . . ?
C21 C22 C25 118.90(15) . . ?
C21 C22 C17 117.24(16) . . ?
C17 C22 C25 123.79(16) . . ?
C23 C24 C25 121.45(15) . . ?
C26 C24 C25 112.79(16) . . ?
C26 C24 C23 125.58(17) . . ?
O7 C29 C28 119.45(16) . . ?
O7 C29 C32 121.02(17) . . ?
C32 C29 C28 119.53(16) . . ?
O5 C23 C24 115.94(15) . . ?
O6 C23 O5 117.76(16) . . ?
O6 C23 C24 126.27(17) . . ?
H27A C27 H27B 108.9 . . ?
C28 C27 H27A 110.9 . . ?
C28 C27 H27B 110.9 . . ?
C26 C27 H27A 110.9 . . ?
C26 C27 H27B 110.9 . . ?
C26 C27 C28 104.26(14) . . ?
C22 C21 O5 123.21(15) . . ?
C20 C21 O5 114.34(15) . . ?
C20 C21 C22 122.39(17) . . ?
C29 C28 C25 110.96(14) . . ?
C29 C28 C27 110.37(14) . . ?
C27 C28 C25 103.47(13) . . ?
C30 C28 C25 111.78(14) . . ?
C30 C28 C29 107.59(14) . . ?
C30 C28 C27 112.70(14) . . ?
C21 C20 H20 120.5 . . ?
C19 C20 C21 118.95(18) . . ?
C19 C20 H20 120.5 . . ?
C22 C17 H17 119.4 . . ?
C18 C17 C22 121.10(18) . . ?
C18 C17 H17 119.5 . . ?
C24 C26 C27 111.97(16) . . ?
C24 C26 H26 124.0 . . ?
C27 C26 H26 124.0 . . ?
O8 C30 C28 120.18(17) . . ?
O8 C30 C31 121.35(18) . . ?
C31 C30 C28 118.47(17) . . ?
C20 C19 H19 119.9 . . ?
C20 C19 C18 120.12(18) . . ?
C18 C19 H19 119.9 . . ?
C17 C18 H18 119.9 . . ?
C19 C18 C17 120.14(18) . . ?
C19 C18 H18 119.9 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C9 O2 C5 121.84(14) . . ?
C1 C6 C7 124.98(16) . . ?
C5 C6 C7 117.91(16) . . ?
C5 C6 C1 117.07(17) . . ?
C14 C12 C7 112.49(14) . . ?
C14 C12 C13 107.20(14) . . ?
C14 C12 C11 109.24(14) . . ?
C13 C12 C7 111.37(14) . . ?
C13 C12 C11 113.55(15) . . ?
C11 C12 C7 103.06(13) . . ?
O2 C9 C8 115.57(16) . . ?
O1 C9 O2 117.66(18) . . ?
O1 C9 C8 126.8(2) . . ?
C6 C7 C12 119.95(14) . . ?
C6 C7 H7 107.6 . . ?
C12 C7 H7 107.6 . . ?
C8 C7 C6 110.44(14) . . ?
C8 C7 C12 103.20(14) . . ?
C8 C7 H7 107.6 . . ?
C6 C1 H1 119.3 . . ?
C2 C1 C6 121.42(18) . . ?
C2 C1 H1 119.3 . . ?
C6 C5 O2 122.96(17) . . ?
C4 C5 O2 114.90(16) . . ?
C4 C5 C6 122.10(18) . . ?
O3 C14 C12 119.99(17) . . ?
O3 C14 C15 120.66(17) . . ?
C15 C14 C12 119.35(16) . . ?
C9 C8 C7 120.95(17) . . ?
C10 C8 C9 125.98(17) . . ?
C10 C8 C7 113.07(16) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 C5 119.30(19) . . ?
C3 C4 H4 120.3 . . ?
O4 C13 C12 120.33(17) . . ?
O4 C13 C16 121.64(19) . . ?
C16 C13 C12 118.03(18) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 C4 120.12(19) . . ?
C2 C3 H3 119.9 . . ?
C12 C11 H11A 110.8 . . ?
C12 C11 H11B 110.8 . . ?
H11A C11 H11B 108.9 . . ?
C10 C11 C12 104.78(15) . . ?
C10 C11 H11A 110.8 . . ?
C10 C11 H11B 110.8 . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 119.91(19) . . ?
C3 C2 H2 120.0 . . ?
C8 C10 C11 111.47(17) . . ?
C8 C10 H10 124.3 . . ?
C11 C10 H10 124.3 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 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
O5 C23 1.356(2) . ?
O5 C21 1.400(2) . ?
O6 C23 1.205(2) . ?
O7 C29 1.206(2) . ?
O8 C30 1.207(2) . ?
C25 H25 0.9800 . ?
C25 C22 1.511(2) . ?
C25 C24 1.498(2) . ?
C25 C28 1.569(2) . ?
C22 C21 1.387(2) . ?
C22 C17 1.387(3) . ?
C24 C23 1.462(3) . ?
C24 C26 1.325(2) . ?
C29 C28 1.535(2) . ?
C29 C32 1.487(3) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C28 1.565(2) . ?
C27 C26 1.487(3) . ?
C21 C20 1.381(3) . ?
C28 C30 1.535(2) . ?
C20 H20 0.9300 . ?
C20 C19 1.376(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.382(3) . ?
C26 H26 0.9300 . ?
C30 C31 1.499(3) . ?
C19 H19 0.9300 . ?
C19 C18 1.378(3) . ?
C18 H18 0.9300 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
O2 C9 1.365(2) . ?
O2 C5 1.398(2) . ?
O3 C14 1.207(2) . ?
O1 C9 1.204(2) . ?
C6 C7 1.509(2) . ?
C6 C1 1.389(2) . ?
C6 C5 1.387(2) . ?
C12 C7 1.568(2) . ?
C12 C14 1.536(2) . ?
C12 C13 1.536(3) . ?
C12 C11 1.567(3) . ?
O4 C13 1.200(2) . ?
C9 C8 1.458(3) . ?
C7 H7 0.9800 . ?
C7 C8 1.500(2) . ?
C1 H1 0.9300 . ?
C1 C2 1.382(3) . ?
C5 C4 1.379(3) . ?
C14 C15 1.489(3) . ?
C8 C10 1.322(3) . ?
C4 H4 0.9300 . ?
C4 C3 1.377(3) . ?
C13 C16 1.502(3) . ?
C3 H3 0.9300 . ?
C3 C2 1.373(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C10 1.487(3) . ?
C2 H2 0.9300 . ?
C10 H10 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 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
O5 C21 C20 C19 -176.41(16) . . . . ?
O7 C29 C28 C25 -114.94(18) . . . . ?
O7 C29 C28 C27 130.96(17) . . . . ?
O7 C29 C28 C30 7.6(2) . . . . ?
C25 C22 C21 O5 -2.7(2) . . . . ?
C25 C22 C21 C20 -179.49(16) . . . . ?
C25 C22 C17 C18 179.34(16) . . . . ?
C25 C24 C23 O5 -25.0(2) . . . . ?
C25 C24 C23 O6 156.97(18) . . . . ?
C25 C24 C26 C27 1.2(2) . . . . ?
C25 C28 C30 O8 18.5(2) . . . . ?
C25 C28 C30 C31 -161.47(17) . . . . ?
C22 C25 C24 C23 32.0(2) . . . . ?
C22 C25 C24 C26 -143.47(16) . . . . ?
C22 C25 C28 C29 25.1(2) . . . . ?
C22 C25 C28 C27 143.49(15) . . . . ?
C22 C25 C28 C30 -94.97(18) . . . . ?
C22 C21 C20 C19 0.7(3) . . . . ?
C22 C17 C18 C19 -0.7(3) . . . . ?
C24 C25 C22 C21 -17.7(2) . . . . ?
C24 C25 C22 C17 165.28(16) . . . . ?
C24 C25 C28 C29 -98.56(16) . . . . ?
C24 C25 C28 C27 19.80(16) . . . . ?
C24 C25 C28 C30 141.34(14) . . . . ?
C29 C28 C30 O8 -103.56(19) . . . . ?
C29 C28 C30 C31 76.5(2) . . . . ?
C23 O5 C21 C22 12.0(2) . . . . ?
C23 O5 C21 C20 -170.95(15) . . . . ?
C23 C24 C26 C27 -174.02(16) . . . . ?
C27 C28 C30 O8 134.54(18) . . . . ?
C27 C28 C30 C31 -45.4(2) . . . . ?
C21 O5 C23 O6 -179.94(16) . . . . ?
C21 O5 C23 C24 1.9(2) . . . . ?
C21 C22 C17 C18 2.3(3) . . . . ?
C21 C20 C19 C18 1.0(3) . . . . ?
C28 C25 C22 C21 -137.63(16) . . . . ?
C28 C25 C22 C17 45.3(2) . . . . ?
C28 C25 C24 C23 161.57(15) . . . . ?
C28 C25 C24 C26 -13.87(19) . . . . ?
C28 C27 C26 C24 12.1(2) . . . . ?
C20 C19 C18 C17 -0.9(3) . . . . ?
C17 C22 C21 O5 174.58(16) . . . . ?
C17 C22 C21 C20 -2.3(3) . . . . ?
C26 C24 C23 O5 149.82(18) . . . . ?
C26 C24 C23 O6 -28.2(3) . . . . ?
C26 C27 C28 C25 -19.43(17) . . . . ?
C26 C27 C28 C29 99.35(16) . . . . ?
C26 C27 C28 C30 -140.34(15) . . . . ?
C32 C29 C28 C25 64.4(2) . . . . ?
C32 C29 C28 C27 -49.7(2) . . . . ?
C32 C29 C28 C30 -173.00(16) . . . . ?
O2 C9 C8 C7 21.8(2) . . . . ?
O2 C9 C8 C10 -157.58(18) . . . . ?
O2 C5 C4 C3 177.26(17) . . . . ?
O1 C9 C8 C7 -158.23(18) . . . . ?
O1 C9 C8 C10 22.4(3) . . . . ?
C6 C7 C8 C9 -36.0(2) . . . . ?
C6 C7 C8 C10 143.40(16) . . . . ?
C6 C1 C2 C3 0.1(3) . . . . ?
C6 C5 C4 C3 -0.6(3) . . . . ?
C12 C7 C8 C9 -165.43(15) . . . . ?
C12 C7 C8 C10 14.0(2) . . . . ?
C12 C11 C10 C8 -12.2(2) . . . . ?
C9 O2 C5 C6 -19.9(3) . . . . ?
C9 O2 C5 C4 162.26(16) . . . . ?
C9 C8 C10 C11 178.17(17) . . . . ?
C7 C6 C1 C2 -179.70(17) . . . . ?
C7 C6 C5 O2 2.5(3) . . . . ?
C7 C6 C5 C4 -179.87(17) . . . . ?
C7 C12 C14 O3 119.19(18) . . . . ?
C7 C12 C14 C15 -60.9(2) . . . . ?
C7 C12 C13 O4 -24.9(3) . . . . ?
C7 C12 C13 C16 155.47(18) . . . . ?
C7 C12 C11 C10 19.57(18) . . . . ?
C7 C8 C10 C11 -1.2(2) . . . . ?
C1 C6 C7 C12 -39.7(2) . . . . ?
C1 C6 C7 C8 -159.46(17) . . . . ?
C1 C6 C5 O2 -175.09(16) . . . . ?
C1 C6 C5 C4 2.6(3) . . . . ?
C5 O2 C9 O1 -172.76(16) . . . . ?
C5 O2 C9 C8 7.2(2) . . . . ?
C5 C6 C7 C12 142.90(16) . . . . ?
C5 C6 C7 C8 23.2(2) . . . . ?
C5 C6 C1 C2 -2.3(3) . . . . ?
C5 C4 C3 C2 -1.8(3) . . . . ?
C14 C12 C7 C6 -25.6(2) . . . . ?
C14 C12 C7 C8 97.68(16) . . . . ?
C14 C12 C13 O4 98.5(2) . . . . ?
C14 C12 C13 C16 -81.1(2) . . . . ?
C14 C12 C11 C10 -100.23(17) . . . . ?
C4 C3 C2 C1 2.0(3) . . . . ?
C13 C12 C7 C6 94.76(18) . . . . ?
C13 C12 C7 C8 -141.93(15) . . . . ?
C13 C12 C14 O3 -3.6(2) . . . . ?
C13 C12 C14 C15 176.35(18) . . . . ?
C13 C12 C11 C10 140.17(16) . . . . ?
C11 C12 C7 C6 -143.15(16) . . . . ?
C11 C12 C7 C8 -19.85(17) . . . . ?
C11 C12 C14 O3 -127.01(18) . . . . ?
C11 C12 C14 C15 52.9(2) . . . . ?
C11 C12 C13 O4 -140.7(2) . . . . ?
C11 C12 C13 C16 39.7(2) . . . . ?
