#------------------------------------------------------------------------------
#$Date: 2023-06-05 07:56:22 +0300 (Mon, 05 Jun 2023) $
#$Revision: 284325 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/93/7159313.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_7159313
loop_
_publ_author_name
'Lukoyanov, Alexander A.'
'Tabolin, Andrey A.'
'Nelyubina, Yulia V.'
'Aksenova, Svetlana A.'
'Sukhorukov, Alexey Yu'
_publ_section_title
;
 Nitronate-aryne cycloaddition as a concise route to stereochemically
 complex fused benzisoxazolines and amino alcohols.
;
_journal_issue                   18
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              3871
_journal_page_last               3880
_journal_paper_doi               10.1039/d3ob00235g
_journal_volume                  21
_journal_year                    2023
_chemical_formula_moiety         'C23 H21 N O3'
_chemical_formula_sum            'C23 H21 N O3'
_chemical_formula_weight         359.41
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-03-16
_audit_creation_method
;
Olex2 1.5
(compiled 2023.02.24 svn.rf166f9f3 for OlexSys, GUI svn.r6725)
;
_audit_update_record
;
2023-03-20 deposited with the CCDC.	2023-04-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.0680(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.3222(2)
_cell_length_b                   9.7350(2)
_cell_length_c                   20.5787(4)
_cell_measurement_reflns_used    9945
_cell_measurement_temperature    100
_cell_measurement_theta_max      30.58
_cell_measurement_theta_min      2.32
_cell_volume                     1838.79(7)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.00
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker Quest D8'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0302
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            23650
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.000
_diffrn_reflns_theta_min         2.010
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6982
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0790 before and 0.0435 after correction.
The Ratio of minimum to maximum transmission is 0.9358.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_description       prism
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.348
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         4893
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0403
_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)+(0.0525P)²+0.6728P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1039
_refine_ls_wR_factor_ref         0.1066
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4459
_reflns_number_total             4893
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ob00235g2.cif
_cod_data_source_block           al273
_cod_depositor_comments
'Adding full bibliography for 7159308--7159315.cif.'
_cod_database_code               7159313
_shelxl_version_number           2014/6
_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   0.991
_shelx_estimated_absorpt_t_min   0.975
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9), C17(H17)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C16(H16), C15(H15), C19(H19), C23(H23), C3(H3), C6(H6),
 C20(H20), C21(H21), C22(H22), C5(H5), C4(H4)
2.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C14(H14A,H14B,H14C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
O2 O 0.36694(7) 0.61372(7) 0.29189(3) 0.01699(15) Uani 1 1 d . . . . .
O1 O 0.52932(8) 0.73974(8) 0.36527(4) 0.02086(16) Uani 1 1 d . . . . .
O3 O 0.78689(8) 0.06766(8) 0.53001(4) 0.02208(17) Uani 1 1 d . . . . .
N1 N 0.50683(9) 0.66744(8) 0.29915(4) 0.01603(17) Uani 1 1 d . . . . .
C10 C 0.58212(10) 0.33085(9) 0.38180(5) 0.01403(18) Uani 1 1 d . . . . .
C9 C 0.51446(10) 0.42151(9) 0.32517(4) 0.01332(17) Uani 1 1 d . . . . .
H9 H 0.4953 0.3624 0.2848 0.016 Uiso 1 1 calc R U . . .
C13 C 0.71684(10) 0.15727(10) 0.48389(5) 0.01719(19) Uani 1 1 d . . . . .
C17 C 0.36972(10) 0.48999(10) 0.33207(5) 0.01501(18) Uani 1 1 d . . . . .
H17 H 0.3691 0.5147 0.3792 0.018 Uiso 1 1 calc R U . . .
C1 C 0.61066(10) 0.54554(9) 0.30928(5) 0.01437(17) Uani 1 1 d . . . . .
C11 C 0.67564(11) 0.22546(10) 0.36959(5) 0.01746(19) Uani 1 1 d . . . . .
H11 H 0.6930 0.2116 0.3259 0.021 Uiso 1 1 calc R U . . .
C2 C 0.72354(11) 0.59467(10) 0.36550(5) 0.01735(19) Uani 1 1 d . . . . .
C7 C 0.66771(11) 0.70503(10) 0.39500(5) 0.0192(2) Uani 1 1 d . . . . .
C12 C 0.74365(11) 0.14067(10) 0.41971(5) 0.0197(2) Uani 1 1 d . . . . .
H12 H 0.8086 0.0711 0.4104 0.024 Uiso 1 1 calc R U . . .
C18 C 0.23717(10) 0.40706(10) 0.30471(5) 0.01777(19) Uani 1 1 d . . . . .
C8 C 0.66645(12) 0.52275(11) 0.24497(5) 0.0209(2) Uani 1 1 d . . . . .
H8A H 0.5839 0.5056 0.2093 0.031 Uiso 1 1 calc R U . . .
H8B H 0.7321 0.4434 0.2496 0.031 Uiso 1 1 calc R U . . .
H8C H 0.7193 0.6046 0.2345 0.031 Uiso 1 1 calc R U . . .
C16 C 0.55811(11) 0.34635(10) 0.44621(5) 0.0199(2) Uani 1 1 d . . . . .
H16 H 0.4954 0.4176 0.4558 0.024 Uiso 1 1 calc R U . . .
C15 C 0.62353(11) 0.26026(11) 0.49723(5) 0.0199(2) Uani 1 1 d . . . . .
H15 H 0.6042 0.2722 0.5407 0.024 Uiso 1 1 calc R U . . .
C19 C 0.18972(11) 0.39887(11) 0.23664(5) 0.0220(2) Uani 1 1 d . . . . .
H19 H 0.2406 0.4471 0.2076 0.026 Uiso 1 1 calc R U . . .
C23 C 0.16373(11) 0.33416(11) 0.34690(6) 0.0243(2) Uani 1 1 d . . . . .
H23 H 0.1951 0.3393 0.3933 0.029 Uiso 1 1 calc R U . . .
C3 C 0.86443(12) 0.55066(11) 0.38842(6) 0.0262(2) Uani 1 1 d . . . . .
H3 H 0.9040 0.4746 0.3686 0.031 Uiso 1 1 calc R U . . .
C6 C 0.74618(14) 0.77510(12) 0.44823(5) 0.0277(2) Uani 1 1 d . . . . .
H6 H 0.7053 0.8498 0.4684 0.033 Uiso 1 1 calc R U . . .
C20 C 0.06849(12) 0.32053(12) 0.21117(6) 0.0283(2) Uani 1 1 d . . . . .
H20 H 0.0354 0.3168 0.1648 0.034 Uiso 1 1 calc R U . . .
C21 C -0.00450(12) 0.24761(12) 0.25332(8) 0.0325(3) Uani 1 1 d . . . . .
H21 H -0.0874 0.1939 0.2359 0.039 Uiso 1 1 calc R U . . .
C22 C 0.04369(12) 0.25333(12) 0.32078(7) 0.0314(3) Uani 1 1 d . . . . .
H22 H -0.0052 0.2019 0.3495 0.038 Uiso 1 1 calc R U . . .
C5 C 0.88802(14) 0.73038(14) 0.47067(6) 0.0330(3) Uani 1 1 d . . . . .
H5 H 0.9457 0.7760 0.5069 0.040 Uiso 1 1 calc R U . . .
C4 C 0.94707(13) 0.62074(13) 0.44136(6) 0.0328(3) Uani 1 1 d . . . . .
H4 H 1.0445 0.5930 0.4574 0.039 Uiso 1 1 calc R U . . .
C14 C 0.74022(14) 0.06569(13) 0.59245(5) 0.0298(3) Uani 1 1 d . . . . .
H14A H 0.6353 0.0472 0.5859 0.045 Uiso 1 1 calc R U . . .
H14B H 0.7605 0.1549 0.6141 0.045 Uiso 1 1 calc R U . . .
H14C H 0.7928 -0.0064 0.6202 0.045 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 0.0033 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'
N N 0.0061 0.0033 '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
N1 O2 C17 109.07(7) . . ?
C7 O1 N1 104.97(7) . . ?
C13 O3 C14 116.71(8) . . ?
O2 N1 O1 104.58(6) . . ?
O2 N1 C1 106.49(7) . . ?
O1 N1 C1 104.75(7) . . ?
C11 C10 C9 118.70(8) . . ?
C16 C10 C9 123.88(8) . . ?
C16 C10 C11 117.42(9) . . ?
C10 C9 H9 107.1 . . ?
C10 C9 C17 116.00(7) . . ?
C10 C9 C1 115.67(7) . . ?
C17 C9 H9 107.1 . . ?
C17 C9 C1 103.21(7) . . ?
C1 C9 H9 107.1 . . ?
O3 C13 C12 116.09(8) . . ?
O3 C13 C15 124.33(9) . . ?
C15 C13 C12 119.57(9) . . ?
O2 C17 C9 103.61(7) . . ?
O2 C17 H17 110.4 . . ?
O2 C17 C18 107.44(7) . . ?
C9 C17 H17 110.4 . . ?
C18 C17 C9 114.30(8) . . ?
C18 C17 H17 110.4 . . ?
N1 C1 C9 104.77(7) . . ?
C2 C1 N1 101.57(7) . . ?
C2 C1 C9 115.68(8) . . ?
C2 C1 C8 114.67(8) . . ?
C8 C1 N1 107.50(8) . . ?
C8 C1 C9 111.31(8) . . ?
C10 C11 H11 119.3 . . ?
C12 C11 C10 121.49(9) . . ?
C12 C11 H11 119.3 . . ?
C7 C2 C1 108.66(8) . . ?
C7 C2 C3 119.98(10) . . ?
C3 C2 C1 131.33(10) . . ?
O1 C7 C2 113.19(9) . . ?
O1 C7 C6 123.87(10) . . ?
C2 C7 C6 122.91(10) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 C13 120.08(9) . . ?
C11 C12 H12 120.0 . . ?
C19 C18 C17 120.19(9) . . ?
C23 C18 C17 120.22(9) . . ?
C23 C18 C19 119.55(10) . . ?
C1 C8 H8A 109.5 . . ?
C1 C8 H8B 109.5 . . ?
C1 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C16 H16 119.0 . . ?
C10 C16 C15 121.96(9) . . ?
C15 C16 H16 119.0 . . ?
C13 C15 C16 119.45(9) . . ?
C13 C15 H15 120.3 . . ?
C16 C15 H15 120.3 . . ?
C18 C19 H19 119.8 . . ?
C20 C19 C18 120.31(11) . . ?
C20 C19 H19 119.8 . . ?
C18 C23 H23 120.1 . . ?
C18 C23 C22 119.74(11) . . ?
C22 C23 H23 120.1 . . ?
C2 C3 H3 120.8 . . ?
C2 C3 C4 118.41(11) . . ?
C4 C3 H3 120.8 . . ?
C7 C6 H6 121.7 . . ?
C7 C6 C5 116.61(11) . . ?
C5 C6 H6 121.7 . . ?
C19 C20 H20 120.0 . . ?
C21 C20 C19 120.06(12) . . ?
C21 C20 H20 120.0 . . ?
C20 C21 H21 120.1 . . ?
C22 C21 C20 119.86(11) . . ?
C22 C21 H21 120.1 . . ?
C23 C22 H22 119.8 . . ?
C21 C22 C23 120.45(11) . . ?
C21 C22 H22 119.8 . . ?
C6 C5 H5 119.2 . . ?
C4 C5 C6 121.52(11) . . ?
C4 C5 H5 119.2 . . ?
C3 C4 H4 119.7 . . ?
C5 C4 C3 120.56(11) . . ?
C5 C4 H4 119.7 . . ?
O3 C14 H14A 109.5 . . ?
O3 C14 H14B 109.5 . . ?
O3 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
O2 N1 1.3887(10) . ?
O2 C17 1.4586(11) . ?
O1 N1 1.5135(11) . ?
O1 C7 1.3700(13) . ?
O3 C13 1.3680(11) . ?
O3 C14 1.4271(13) . ?
N1 C1 1.5225(12) . ?
C10 C9 1.5092(12) . ?
C10 C11 1.3974(13) . ?
C10 C16 1.3906(13) . ?
C9 H9 1.0000 . ?
C9 C17 1.5336(12) . ?
C9 C1 1.5721(13) . ?
C13 C12 1.3959(13) . ?
C13 C15 1.3859(13) . ?
C17 H17 1.0000 . ?
C17 C18 1.5008(13) . ?
C1 C2 1.4997(13) . ?
C1 C8 1.5204(13) . ?
C11 H11 0.9500 . ?
C11 C12 1.3851(13) . ?
C2 C7 1.3799(14) . ?
C2 C3 1.3836(14) . ?
C7 C6 1.3858(14) . ?
C12 H12 0.9500 . ?
C18 C19 1.3956(14) . ?
C18 C23 1.3907(14) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C16 H16 0.9500 . ?
C16 C15 1.3973(14) . ?
C15 H15 0.9500 . ?
C19 H19 0.9500 . ?
C19 C20 1.3880(15) . ?
C23 H23 0.9500 . ?
C23 C22 1.3965(16) . ?
C3 H3 0.9500 . ?
C3 C4 1.3972(17) . ?
C6 H6 0.9500 . ?
C6 C5 1.3920(19) . ?
C20 H20 0.9500 . ?
C20 C21 1.3876(19) . ?
C21 H21 0.9500 . ?
C21 C22 1.383(2) . ?
C22 H22 0.9500 . ?
C5 H5 0.9500 . ?
C5 C4 1.386(2) . ?
C4 H4 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 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
O2 N1 C1 C9 -14.33(9) . . . . ?
O2 N1 C1 C2 -135.09(7) . . . . ?
O2 N1 C1 C8 104.16(8) . . . . ?
O2 C17 C18 C19 38.70(11) . . . . ?
O2 C17 C18 C23 -143.48(9) . . . . ?
O1 N1 C1 C9 96.12(7) . . . . ?
O1 N1 C1 C2 -24.64(8) . . . . ?
O1 N1 C1 C8 -145.39(7) . . . . ?
O1 C7 C6 C5 -177.12(9) . . . . ?
O3 C13 C12 C11 179.01(9) . . . . ?
O3 C13 C15 C16 179.81(10) . . . . ?
N1 O2 C17 C9 -37.57(9) . . . . ?
N1 O2 C17 C18 -158.89(7) . . . . ?
N1 O1 C7 C2 -15.52(10) . . . . ?
N1 O1 C7 C6 162.89(9) . . . . ?
N1 C1 C2 C7 16.39(10) . . . . ?
N1 C1 C2 C3 -161.71(10) . . . . ?
C10 C9 C17 O2 153.39(7) . . . . ?
C10 C9 C17 C18 -90.01(10) . . . . ?
C10 C9 C1 N1 -135.43(8) . . . . ?
C10 C9 C1 C2 -24.52(11) . . . . ?
C10 C9 C1 C8 108.68(9) . . . . ?
C10 C11 C12 C13 1.53(16) . . . . ?
C10 C16 C15 C13 0.90(16) . . . . ?
C9 C10 C11 C12 178.57(9) . . . . ?
C9 C10 C16 C15 -179.76(9) . . . . ?
C9 C17 C18 C19 -75.66(11) . . . . ?
C9 C17 C18 C23 102.16(10) . . . . ?
C9 C1 C2 C7 -96.39(9) . . . . ?
C9 C1 C2 C3 85.51(13) . . . . ?
C17 O2 N1 O1 -77.78(8) . . . . ?
C17 O2 N1 C1 32.79(9) . . . . ?
C17 C9 C1 N1 -7.67(9) . . . . ?
C17 C9 C1 C2 103.24(9) . . . . ?
C17 C9 C1 C8 -123.55(8) . . . . ?
C17 C18 C19 C20 179.00(9) . . . . ?
C17 C18 C23 C22 -177.67(9) . . . . ?
C1 C9 C17 O2 25.84(9) . . . . ?
C1 C9 C17 C18 142.44(8) . . . . ?
C1 C2 C7 O1 -0.78(11) . . . . ?
C1 C2 C7 C6 -179.21(9) . . . . ?
C1 C2 C3 C4 177.70(10) . . . . ?
C11 C10 C9 C17 154.57(9) . . . . ?
C11 C10 C9 C1 -84.34(10) . . . . ?
C11 C10 C16 C15 -0.34(15) . . . . ?
C2 C7 C6 C5 1.14(16) . . . . ?
C2 C3 C4 C5 0.96(17) . . . . ?
C7 O1 N1 O2 136.97(7) . . . . ?
C7 O1 N1 C1 25.15(9) . . . . ?
C7 C2 C3 C4 -0.22(16) . . . . ?
C7 C6 C5 C4 -0.37(17) . . . . ?
C12 C13 C15 C16 -0.26(15) . . . . ?
C18 C19 C20 C21 -1.31(16) . . . . ?
C18 C23 C22 C21 -1.38(17) . . . . ?
C8 C1 C2 C7 131.97(9) . . . . ?
C8 C1 C2 C3 -46.13(14) . . . . ?
C16 C10 C9 C17 -26.02(13) . . . . ?
C16 C10 C9 C1 95.08(11) . . . . ?
C16 C10 C11 C12 -0.88(15) . . . . ?
C15 C13 C12 C11 -0.93(16) . . . . ?
C19 C18 C23 C22 0.17(15) . . . . ?
C19 C20 C21 C22 0.10(17) . . . . ?
C23 C18 C19 C20 1.16(15) . . . . ?
C3 C2 C7 O1 177.57(9) . . . . ?
C3 C2 C7 C6 -0.86(15) . . . . ?
C6 C5 C4 C3 -0.66(18) . . . . ?
C20 C21 C22 C23 1.24(18) . . . . ?
C14 O3 C13 C12 -168.45(10) . . . . ?
C14 O3 C13 C15 11.48(15) . . . . ?
