#------------------------------------------------------------------------------
#$Date: 2025-07-06 16:50:43 +0300 (Sun, 06 Jul 2025) $
#$Revision: 300552 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/45/1574525.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_1574525
loop_
_publ_author_name
'Hyun, Young Eum'
'Kweon, Jeonguk'
'Linh Phan, Thi Hieu'
'Kim, Dongwook'
'Han, Sunkyu'
_publ_section_title
;
 α-N-phthalimido-oxy isobutyrate-mediated deoxygenative arylation: total
 synthesis of alanenses A and B
;
_journal_issue                   22
_journal_name_full               'Chemical Science'
_journal_page_first              9943
_journal_page_last               9950
_journal_paper_doi               10.1039/D5SC00341E
_journal_volume                  16
_journal_year                    2025
_chemical_formula_moiety         'C22 H24 O3, C H Cl3'
_chemical_formula_sum            'C23 H25 Cl3 O3'
_chemical_formula_weight         455.78
_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   mixed
_atom_sites_solution_primary     direct
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2024-11-18 deposited with the CCDC.	2025-04-25 downloaded from the CCDC.
;
_cell_angle_alpha                91.132(6)
_cell_angle_beta                 107.559(6)
_cell_angle_gamma                99.486(6)
_cell_formula_units_Z            2
_cell_length_a                   8.6471(16)
_cell_length_b                   11.616(2)
_cell_length_c                   11.779(2)
_cell_measurement_reflns_used    9932
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.00
_cell_measurement_theta_min      2.45
_cell_volume                     1109.5(3)
_computing_cell_refinement       'Bruker APEX5 software'
_computing_data_collection       'Bruker APEX5 software'
_computing_data_reduction        'Bruker APEX5 software'
_computing_molecular_graphics    ORTEP
_computing_publication_material  CIFTAB
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2013)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'PHOTON II CPAD detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0871
_diffrn_reflns_av_unetI/netI     0.0528
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            26489
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.001
_diffrn_reflns_theta_min         2.451
_diffrn_source                   'Ius 3.0 microfocus source'
_exptl_absorpt_coefficient_mu    0.435
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.5761
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_description       needle
_exptl_crystal_F_000             476
_exptl_crystal_size_max          0.162
_exptl_crystal_size_mid          0.029
_exptl_crystal_size_min          0.026
_refine_diff_density_max         0.292
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4774
_refine_ls_number_restraints     150
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0875
_refine_ls_R_factor_gt           0.0527
_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)+(0.0421P)²+1.0044P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1144
_refine_ls_wR_factor_ref         0.1375
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3263
_reflns_number_total             4774
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5sc00341e2.cif
_cod_data_source_block           A24110O_002
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'MULTI-SCAN' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 1574522--1574525.cif.
;
_cod_original_cell_volume        1109.6(3)
_cod_database_code               1574525
_shelx_shelxl_version_number     2019/3
_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_min   0.933
_shelx_estimated_absorpt_t_max   0.989
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
O1 O 0.3375(2) 0.15093(15) 0.72355(17) 0.0356(4) Uani 1 1 d . . . . .
C2 C 0.4460(3) 0.2373(2) 0.7354(2) 0.0291(5) Uani 1 1 d . . . . .
C3 C 0.5032(3) 0.2765(2) 0.6354(2) 0.0298(5) Uani 1 1 d . . . . .
C4 C 0.4391(3) 0.2080(2) 0.5262(2) 0.0333(6) Uani 1 1 d . . . . .
H4 H 0.362851 0.137424 0.519853 0.040 Uiso 1 1 calc R U . . .
C5 C 0.4859(3) 0.2423(2) 0.4289(2) 0.0340(6) Uani 1 1 d . . . . .
C6 C 0.5983(3) 0.3472(2) 0.4364(2) 0.0324(6) Uani 1 1 d . . . . .
C7 C 0.6597(3) 0.4130(2) 0.5446(2) 0.0316(5) Uani 1 1 d . . . . .
H7 H 0.734907 0.483913 0.550152 0.038 Uiso 1 1 calc R U . . .
C8 C 0.6169(3) 0.3807(2) 0.6464(2) 0.0284(5) Uani 1 1 d . . . . .
C9 C 0.6880(3) 0.4511(2) 0.7625(2) 0.0297(5) Uani 1 1 d . . . . .
C10 C 0.6435(3) 0.4144(2) 0.8567(2) 0.0317(5) Uani 1 1 d . . . . .
H10 H 0.693845 0.460817 0.929989 0.038 Uiso 1 1 calc R U . . .
C11 C 0.5211(3) 0.3063(2) 0.8576(2) 0.0301(5) Uani 1 1 d . . . . .
O12 O 0.4312(3) 0.18194(17) 0.31897(18) 0.0459(5) Uani 1 1 d . . . . .
C13 C 0.3170(5) 0.0754(3) 0.3061(3) 0.0679(11) Uani 1 1 d . . . . .
H13A H 0.288393 0.039507 0.224753 0.102 Uiso 1 1 calc R U . . .
H13B H 0.217103 0.091673 0.321355 0.102 Uiso 1 1 calc R U . . .
H13C H 0.366931 0.021669 0.363379 0.102 Uiso 1 1 calc R U . . .
C14 C 0.6481(4) 0.3835(2) 0.3291(2) 0.0394(6) Uani 1 1 d . . . . .
H14A H 0.729946 0.455978 0.350459 0.059 Uiso 1 1 calc R U . . .
H14B H 0.551040 0.396614 0.265188 0.059 Uiso 1 1 calc R U . . .
H14C H 0.695931 0.321698 0.301684 0.059 Uiso 1 1 calc R U . . .
C15 C 0.8156(3) 0.5608(2) 0.7716(2) 0.0338(6) Uani 1 1 d . . . . .
H15 H 0.780251 0.599787 0.695394 0.041 Uiso 1 1 calc R U . . .
C16 C 0.8313(4) 0.6498(2) 0.8740(3) 0.0456(7) Uani 1 1 d . . . . .
H16A H 0.905153 0.721798 0.868679 0.068 Uiso 1 1 calc R U . . .
H16B H 0.876555 0.617069 0.950503 0.068 Uiso 1 1 calc R U . . .
H16C H 0.722384 0.667526 0.868183 0.068 Uiso 1 1 calc R U . . .
C17 C 0.9844(4) 0.5295(3) 0.7829(3) 0.0487(7) Uani 1 1 d . . . . .
H17A H 1.063473 0.600963 0.784782 0.073 Uiso 1 1 calc R U . . .
H17B H 0.975456 0.476677 0.714374 0.073 Uiso 1 1 calc R U . . .
H17C H 1.022508 0.490656 0.856776 0.073 Uiso 1 1 calc R U . . .
C18 C 0.3796(3) 0.3443(2) 0.8941(3) 0.0392(6) Uani 1 1 d . . . . .
H18A H 0.423458 0.385215 0.973821 0.059 Uiso 1 1 calc R U . . .
H18B H 0.298206 0.275079 0.895023 0.059 Uiso 1 1 calc R U . . .
H18C H 0.326857 0.396802 0.836547 0.059 Uiso 1 1 calc R U . . .
C19 C 0.6102(3) 0.2227(2) 0.9433(2) 0.0292(5) Uani 1 1 d . . . . .
C20 C 0.7476(3) 0.1874(2) 0.9238(2) 0.0328(6) Uani 1 1 d . . . . .
H20 H 0.787928 0.220403 0.862795 0.039 Uiso 1 1 calc R U . . .
C21 C 0.8262(3) 0.1055(2) 0.9913(2) 0.0344(6) Uani 1 1 d . . . . .
H21 H 0.918721 0.082130 0.975988 0.041 Uiso 1 1 calc R U . . .
C22 C 0.7692(3) 0.0576(2) 1.0811(2) 0.0350(6) Uani 1 1 d . . . . .
C23 C 0.6372(3) 0.0955(2) 1.1055(2) 0.0371(6) Uani 1 1 d . . . . .
H23 H 0.601291 0.065842 1.169607 0.044 Uiso 1 1 calc R U . . .
C24 C 0.5580(3) 0.1763(2) 1.0362(2) 0.0345(6) Uani 1 1 d . . . . .
H24 H 0.466601 0.200433 1.052427 0.041 Uiso 1 1 calc R U . . .
O25 O 0.8469(3) -0.02625(19) 1.1424(2) 0.0464(5) Uani 1 1 d . . . . .
H25 H 0.790(5) -0.059(3) 1.181(3) 0.070 Uiso 1 1 d . U . . .
C26 C -0.0063(6) 0.1835(4) 0.5495(4) 0.0401(9) Uani 0.849(7) 1 d D U P A 1
H26 H 0.093170 0.145463 0.574857 0.048 Uiso 0.849(7) 1 calc R U P A 1
Cl27 Cl 0.0517(5) 0.3218(3) 0.5032(4) 0.0663(9) Uani 0.849(7) 1 d D U P A 1
Cl28 Cl -0.1568(2) 0.09447(15) 0.43283(16) 0.0629(6) Uani 0.849(7) 1 d D U P A 1
Cl29 Cl -0.0787(3) 0.19711(16) 0.67188(17) 0.0529(4) Uani 0.849(7) 1 d D U P A 1
C36 C 0.013(4) 0.188(2) 0.5389(19) 0.053(4) Uani 0.151(7) 1 d D U P A 2
H36 H 0.110384 0.149775 0.574954 0.064 Uiso 0.151(7) 1 calc R U P A 2
Cl37 Cl 0.081(2) 0.3356(16) 0.5289(19) 0.053(3) Uani 0.151(7) 1 d D U P A 2
Cl38 Cl -0.0877(19) 0.1255(8) 0.3935(11) 0.082(4) Uani 0.151(7) 1 d D U P A 2
Cl39 Cl -0.1171(17) 0.1681(13) 0.6273(16) 0.083(3) Uani 0.151(7) 1 d D U P A 2
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'
Cl Cl 0.1484 0.1585 '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
O1 C2 C3 121.4(2) . . ?
O1 C2 C11 119.1(2) . . ?
C3 C2 C11 119.4(2) . . ?
C8 C3 C4 120.4(2) . . ?
C8 C3 C2 121.4(2) . . ?
C4 C3 C2 118.3(2) . . ?
C5 C4 C3 120.5(2) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
O12 C5 C4 125.1(2) . . ?
O12 C5 C6 114.4(2) . . ?
C4 C5 C6 120.6(2) . . ?
C7 C6 C5 117.8(2) . . ?
C7 C6 C14 122.2(2) . . ?
C5 C6 C14 119.9(2) . . ?
C6 C7 C8 123.5(2) . . ?
C6 C7 H7 118.2 . . ?
C8 C7 H7 118.2 . . ?
C7 C8 C3 117.2(2) . . ?
C7 C8 C9 122.5(2) . . ?
C3 C8 C9 120.3(2) . . ?
C10 C9 C8 119.5(2) . . ?
C10 C9 C15 121.9(2) . . ?
C8 C9 C15 118.5(2) . . ?
C9 C10 C11 126.1(2) . . ?
C9 C10 H10 117.0 . . ?
C11 C10 H10 117.0 . . ?
C10 C11 C2 113.2(2) . . ?
C10 C11 C18 108.2(2) . . ?
C2 C11 C18 107.7(2) . . ?
C10 C11 C19 108.9(2) . . ?
C2 C11 C19 106.13(19) . . ?
C18 C11 C19 112.8(2) . . ?
C5 O12 C13 116.8(2) . . ?
O12 C13 H13A 109.5 . . ?
O12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C6 C14 H14A 109.5 . . ?
C6 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C6 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C9 C15 C17 110.8(2) . . ?
C9 C15 C16 113.8(2) . . ?
C17 C15 C16 109.7(2) . . ?
C9 C15 H15 107.4 . . ?
C17 C15 H15 107.4 . . ?
C16 C15 H15 107.4 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C11 C18 H18A 109.5 . . ?
C11 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C11 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C24 C19 C20 117.9(2) . . ?
C24 C19 C11 123.8(2) . . ?
C20 C19 C11 118.2(2) . . ?
C21 C20 C19 121.5(2) . . ?
C21 C20 H20 119.2 . . ?
C19 C20 H20 119.2 . . ?
C20 C21 C22 119.7(2) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
O25 C22 C21 117.6(3) . . ?
O25 C22 C23 122.8(2) . . ?
C21 C22 C23 119.6(3) . . ?
C24 C23 C22 120.1(2) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C23 C24 C19 121.1(3) . . ?
C23 C24 H24 119.5 . . ?
C19 C24 H24 119.5 . . ?
C22 O25 H25 109(3) . . ?
Cl27 C26 Cl29 110.2(3) . . ?
Cl27 C26 Cl28 111.2(3) . . ?
Cl29 C26 Cl28 110.2(2) . . ?
Cl27 C26 H26 108.4 . . ?
Cl29 C26 H26 108.4 . . ?
Cl28 C26 H26 108.4 . . ?
Cl39 C36 Cl37 111.2(17) . . ?
Cl39 C36 Cl38 111.4(14) . . ?
Cl37 C36 Cl38 107.3(15) . . ?
Cl39 C36 H36 109.0 . . ?
Cl37 C36 H36 109.0 . . ?
Cl38 C36 H36 109.0 . . ?
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 C2 1.229(3) . ?
C2 C3 1.463(3) . ?
C2 C11 1.535(4) . ?
C3 C8 1.405(3) . ?
C3 C4 1.406(4) . ?
C4 C5 1.372(4) . ?
C4 H4 0.9500 . ?
C5 O12 1.370(3) . ?
C5 C6 1.410(3) . ?
C6 C7 1.383(4) . ?
C6 C14 1.500(4) . ?
C7 C8 1.397(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.484(3) . ?
C9 C10 1.336(4) . ?
C9 C15 1.521(3) . ?
C10 C11 1.506(3) . ?
C10 H10 0.9500 . ?
C11 C18 1.537(3) . ?
C11 C19 1.540(3) . ?
O12 C13 1.425(4) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C17 1.530(4) . ?
C15 C16 1.532(4) . ?
C15 H15 1.0000 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C24 1.389(3) . ?
C19 C20 1.398(3) . ?
C20 C21 1.385(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.386(4) . ?
C21 H21 0.9500 . ?
C22 O25 1.368(3) . ?
C22 C23 1.391(4) . ?
C23 C24 1.387(4) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
O25 H25 0.82(4) . ?
C26 Cl27 1.749(4) . ?
C26 Cl29 1.750(4) . ?
C26 Cl28 1.753(4) . ?
C26 H26 1.0000 . ?
C36 Cl39 1.740(18) . ?
C36 Cl37 1.741(18) . ?
C36 Cl38 1.747(18) . ?
C36 H36 1.0000 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O25 H25 O1 0.82(4) 2.01(4) 2.825(3) 175(4) 2_657 yes
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 C2 C3 C8 174.5(2) . . . . ?
C11 C2 C3 C8 -4.7(4) . . . . ?
O1 C2 C3 C4 -4.4(4) . . . . ?
C11 C2 C3 C4 176.5(2) . . . . ?
C8 C3 C4 C5 -0.4(4) . . . . ?
C2 C3 C4 C5 178.5(2) . . . . ?
C3 C4 C5 O12 179.8(3) . . . . ?
C3 C4 C5 C6 -0.4(4) . . . . ?
O12 C5 C6 C7 -179.8(2) . . . . ?
C4 C5 C6 C7 0.4(4) . . . . ?
O12 C5 C6 C14 -0.1(4) . . . . ?
C4 C5 C6 C14 -180.0(3) . . . . ?
C5 C6 C7 C8 0.4(4) . . . . ?
C14 C6 C7 C8 -179.3(3) . . . . ?
C6 C7 C8 C3 -1.1(4) . . . . ?
C6 C7 C8 C9 178.2(2) . . . . ?
C4 C3 C8 C7 1.1(4) . . . . ?
C2 C3 C8 C7 -177.7(2) . . . . ?
C4 C3 C8 C9 -178.3(2) . . . . ?
C2 C3 C8 C9 2.9(4) . . . . ?
C7 C8 C9 C10 -179.1(3) . . . . ?
C3 C8 C9 C10 0.3(4) . . . . ?
C7 C8 C9 C15 -1.7(4) . . . . ?
C3 C8 C9 C15 177.7(2) . . . . ?
C8 C9 C10 C11 -1.6(4) . . . . ?
C15 C9 C10 C11 -178.9(2) . . . . ?
C9 C10 C11 C2 -0.2(4) . . . . ?
C9 C10 C11 C18 -119.5(3) . . . . ?
C9 C10 C11 C19 117.6(3) . . . . ?
O1 C2 C11 C10 -175.9(2) . . . . ?
C3 C2 C11 C10 3.3(3) . . . . ?
O1 C2 C11 C18 -56.4(3) . . . . ?
C3 C2 C11 C18 122.8(2) . . . . ?
O1 C2 C11 C19 64.7(3) . . . . ?
C3 C2 C11 C19 -116.1(2) . . . . ?
C4 C5 O12 C13 0.0(4) . . . . ?
C6 C5 O12 C13 -179.8(3) . . . . ?
C10 C9 C15 C17 99.2(3) . . . . ?
C8 C9 C15 C17 -78.1(3) . . . . ?
C10 C9 C15 C16 -25.0(4) . . . . ?
C8 C9 C15 C16 157.7(2) . . . . ?
C10 C11 C19 C24 126.6(3) . . . . ?
C2 C11 C19 C24 -111.2(3) . . . . ?
C18 C11 C19 C24 6.5(3) . . . . ?
C10 C11 C19 C20 -56.2(3) . . . . ?
C2 C11 C19 C20 66.0(3) . . . . ?
C18 C11 C19 C20 -176.3(2) . . . . ?
C24 C19 C20 C21 2.4(4) . . . . ?
C11 C19 C20 C21 -174.9(2) . . . . ?
C19 C20 C21 C22 -0.6(4) . . . . ?
C20 C21 C22 O25 177.6(2) . . . . ?
C20 C21 C22 C23 -2.2(4) . . . . ?
O25 C22 C23 C24 -176.6(2) . . . . ?
C21 C22 C23 C24 3.2(4) . . . . ?
C22 C23 C24 C19 -1.3(4) . . . . ?
C20 C19 C24 C23 -1.5(4) . . . . ?
C11 C19 C24 C23 175.7(2) . . . . ?
