#------------------------------------------------------------------------------
#$Date: 2020-11-06 23:32:56 +0200 (Fri, 06 Nov 2020) $
#$Revision: 259010 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/94/1559480.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_1559480
loop_
_publ_author_name
'Kranjc, Krištof'
'Juranovič, Amadej'
'Kočevar, Marijan'
'Perdih, Franc'
_publ_section_title
;
 Supramolecular Diversity of Oxabicyclo[2.2.2]octenes Formed between
 Substituted 2H-Pyran-2-ones and Vinyl-Moiety-Containing Dienophiles
;
_journal_issue                   10
_journal_name_full               Symmetry
_journal_page_first              1714
_journal_paper_doi               10.3390/sym12101714
_journal_volume                  12
_journal_year                    2020
_chemical_formula_moiety         'C28 H29 N O5'
_chemical_formula_sum            'C28 H29 N O5'
_chemical_formula_weight         459.52
_chemical_name_systematic
;
N-[rel-(1S,4R,8S)-6-Benzoyl-8-(cyclohexyloxy)-1-methyl-3-oxo-2-oxabicyclo[2.2.2]oct-5-en-4-yl]benzamide
;
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 127.2900(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   25.6982(6)
_cell_length_b                   13.3577(2)
_cell_length_c                   18.3592(4)
_cell_measurement_reflns_used    5926
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.55
_cell_volume                     5013.85(19)
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'KappaCCD Reference Manual (Nonius, 1998)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics
'ORTEP-3 for Windows version 2.02 (Farrugia, 2008)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 0.055
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type
;
Nonius KappaCCD area-detector diffractometer
;
_diffrn_measurement_method       'φ scans + ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0192
_diffrn_reflns_av_sigmaI/netI    0.0281
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            10443
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         3.19
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  0.9835
_exptl_absorpt_correction_T_min  0.9635
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.218
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1952
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.254
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.035
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         5708
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0874
_refine_ls_R_factor_gt           0.0551
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0760P)²+2.6255P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1413
_refine_ls_wR_factor_ref         0.1683
_reflns_number_gt                3811
_reflns_number_total             5708
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            endo-3d.cif
_cod_data_source_block           endo-3d
_cod_original_cell_volume        5013.85(18)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               1559480
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N -0.06279(7) 0.41678(10) -0.00054(10) 0.0515(4) Uani 1 1 d . . .
H1 H -0.0318 0.4379 0.0534 0.077 Uiso 1 1 calc R . .
O1 O -0.04985(7) 0.28910(10) -0.16410(9) 0.0663(4) Uani 1 1 d . . .
O2 O -0.05670(7) 0.45144(10) -0.14560(10) 0.0707(4) Uani 1 1 d . . .
O3 O 0.02665(6) 0.26178(10) 0.10797(8) 0.0567(3) Uani 1 1 d . . .
O4 O -0.16709(6) 0.43264(10) -0.12600(10) 0.0704(4) Uani 1 1 d . . .
O5 O -0.15379(11) 0.05057(15) -0.22288(14) 0.1095(7) Uani 1 1 d . . .
C1 C -0.05426(9) 0.36640(14) -0.12156(12) 0.0563(4) Uani 1 1 d . . .
C2 C -0.05166(7) 0.33434(12) -0.03959(11) 0.0466(4) Uani 1 1 d . . .
C3 C 0.01893(8) 0.29218(13) 0.02854(11) 0.0498(4) Uani 1 1 d . . .
H3 H 0.0506 0.3451 0.0443 0.060 Uiso 1 1 calc R . .
C4 C 0.02656(9) 0.20677(15) -0.02017(14) 0.0612(5) Uani 1 1 d . . .
H4A H 0.0375 0.1454 0.0146 0.073 Uiso 1 1 calc R . .
H4B H 0.0622 0.2222 -0.0231 0.073 Uiso 1 1 calc R . .
C5 C -0.03662(10) 0.19124(14) -0.11752(14) 0.0595(5) Uani 1 1 d . . .
C6 C -0.09103(8) 0.17301(13) -0.10936(12) 0.0545(4) Uani 1 1 d . . .
C7 C -0.09799(8) 0.24803(12) -0.06809(12) 0.0491(4) Uani 1 1 d . . .
H7 H -0.1292 0.2471 -0.0577 0.059 Uiso 1 1 calc R . .
C8 C -0.02863(14) 0.1179(2) -0.17252(19) 0.0881(7) Uani 1 1 d . . .
H8A H -0.0676 0.1175 -0.2347 0.132 Uiso 1 1 calc R . .
H8B H -0.0212 0.0521 -0.1468 0.132 Uiso 1 1 calc R . .
H8C H 0.0080 0.1373 -0.1710 0.132 Uiso 1 1 calc R . .
C9 C -0.13557(10) 0.08460(15) -0.14903(16) 0.0700(6) Uani 1 1 d . . .
C10 C -0.16022(11) 0.04398(14) -0.10152(18) 0.0715(6) Uani 1 1 d . . .
C11 C -0.22027(13) -0.00558(17) -0.1528(3) 0.1010(9) Uani 1 1 d . . .
H11 H -0.2424 -0.0149 -0.2153 0.121 Uiso 1 1 calc R . .
C12 C -0.2465(2) -0.0401(3) -0.1126(5) 0.1410(17) Uani 1 1 d . . .
H12 H -0.2871 -0.0715 -0.1481 0.169 Uiso 1 1 calc R . .
C13 C -0.2148(3) -0.0298(2) -0.0209(4) 0.1383(17) Uani 1 1 d . . .
H13 H -0.2341 -0.0531 0.0053 0.166 Uiso 1 1 calc R . .
C14 C -0.1530(2) 0.0160(2) 0.0343(3) 0.1240(12) Uani 1 1 d . . .
H14 H -0.1301 0.0210 0.0973 0.149 Uiso 1 1 calc R . .
C15 C -0.12692(14) 0.05358(16) -0.0084(2) 0.0851(7) Uani 1 1 d . . .
H15 H -0.0865 0.0856 0.0265 0.102 Uiso 1 1 calc R . .
C16 C 0.09083(8) 0.28266(15) 0.19179(13) 0.0588(5) Uani 1 1 d . . .
H16 H 0.1008 0.3535 0.1917 0.071 Uiso 1 1 calc R . .
C17 C 0.14394(9) 0.22057(16) 0.20248(15) 0.0683(5) Uani 1 1 d . . .
H17A H 0.1460 0.2348 0.1525 0.082 Uiso 1 1 calc R . .
H17B H 0.1339 0.1501 0.1999 0.082 Uiso 1 1 calc R . .
C18 C 0.20975(11) 0.2433(2) 0.29310(18) 0.0934(8) Uani 1 1 d . . .
H18A H 0.2429 0.2002 0.3001 0.112 Uiso 1 1 calc R . .
H18B H 0.2217 0.3121 0.2930 0.112 Uiso 1 1 calc R . .
C19 C 0.20780(15) 0.2276(4) 0.3717(2) 0.1392(15) Uani 1 1 d . . .
H19A H 0.2494 0.2473 0.4279 0.167 Uiso 1 1 calc R . .
H19B H 0.2012 0.1571 0.3763 0.167 Uiso 1 1 calc R . .
C20 C 0.15411(16) 0.2871(4) 0.36079(19) 0.1499(17) Uani 1 1 d . . .
H20A H 0.1638 0.3579 0.3643 0.180 Uiso 1 1 calc R . .
H20B H 0.1522 0.2713 0.4107 0.180 Uiso 1 1 calc R . .
C21 C 0.08727(13) 0.2655(3) 0.26930(17) 0.1096(11) Uani 1 1 d . . .
H21A H 0.0747 0.1967 0.2683 0.132 Uiso 1 1 calc R . .
H21B H 0.0544 0.3090 0.2626 0.132 Uiso 1 1 calc R . .
C22 C -0.12254(8) 0.46135(13) -0.04917(12) 0.0531(4) Uani 1 1 d . . .
C23 C -0.13075(9) 0.54668(13) -0.00446(14) 0.0560(4) Uani 1 1 d . . .
C24 C -0.17964(10) 0.61584(15) -0.06076(18) 0.0690(5) Uani 1 1 d . . .
H24 H -0.2065 0.6074 -0.1240 0.083 Uiso 1 1 calc R . .
C25 C -0.18848(14) 0.69742(18) -0.0228(3) 0.0903(8) Uani 1 1 d . . .
H25 H -0.2207 0.7444 -0.0607 0.108 Uiso 1 1 calc R . .
C26 C -0.15014(16) 0.7092(2) 0.0698(3) 0.0997(10) Uani 1 1 d . . .
H26 H -0.1565 0.7641 0.0948 0.120 Uiso 1 1 calc R . .
C27 C -0.10243(15) 0.6412(2) 0.1261(2) 0.0952(9) Uani 1 1 d . . .
H27 H -0.0766 0.6496 0.1893 0.114 Uiso 1 1 calc R . .
C28 C -0.09231(11) 0.55931(18) 0.08926(16) 0.0724(6) Uani 1 1 d . . .
H28 H -0.0597 0.5131 0.1277 0.087 Uiso 1 1 calc R . .
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
C22 N1 C2 119.73(14) . . ?
C22 N1 H1 120.1 . . ?
C2 N1 H1 120.1 . . ?
C1 O1 C5 114.41(14) . . ?
C3 O3 C16 113.64(13) . . ?
O2 C1 O1 121.08(18) . . ?
O2 C1 C2 125.89(18) . . ?
O1 C1 C2 112.94(15) . . ?
N1 C2 C7 114.00(14) . . ?
N1 C2 C1 111.99(14) . . ?
C7 C2 C1 108.61(14) . . ?
N1 C2 C3 111.37(13) . . ?
C7 C2 C3 107.07(13) . . ?
C1 C2 C3 103.13(13) . . ?
O3 C3 C4 113.71(15) . . ?
O3 C3 C2 107.52(13) . . ?
C4 C3 C2 107.40(14) . . ?
O3 C3 H3 109.4 . . ?
C4 C3 H3 109.4 . . ?
C2 C3 H3 109.4 . . ?
C3 C4 C5 111.14(14) . . ?
C3 C4 H4A 109.4 . . ?
C5 C4 H4A 109.4 . . ?
C3 C4 H4B 109.4 . . ?
C5 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
O1 C5 C8 105.25(18) . . ?
O1 C5 C6 107.22(15) . . ?
C8 C5 C6 118.07(18) . . ?
O1 C5 C4 105.26(15) . . ?
C8 C5 C4 112.97(18) . . ?
C6 C5 C4 107.18(16) . . ?
C7 C6 C9 123.06(18) . . ?
C7 C6 C5 112.69(15) . . ?
C9 C6 C5 124.11(17) . . ?
C6 C7 C2 115.05(16) . . ?
C6 C7 H7 122.5 . . ?
C2 C7 H7 122.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O5 C9 C10 120.8(2) . . ?
O5 C9 C6 120.1(2) . . ?
C10 C9 C6 119.0(2) . . ?
C15 C10 C11 118.9(3) . . ?
C15 C10 C9 122.6(2) . . ?
C11 C10 C9 118.5(3) . . ?
C12 C11 C10 120.6(4) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C11 C12 C13 121.2(4) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C12 C13 C14 120.3(3) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C15 C14 C13 117.9(4) . . ?
C15 C14 H14 121.0 . . ?
C13 C14 H14 121.0 . . ?
C10 C15 C14 120.9(3) . . ?
C10 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
O3 C16 C21 107.13(17) . . ?
O3 C16 C17 113.08(17) . . ?
C21 C16 C17 111.36(19) . . ?
O3 C16 H16 108.4 . . ?
C21 C16 H16 108.4 . . ?
C17 C16 H16 108.4 . . ?
C16 C17 C18 110.6(2) . . ?
C16 C17 H17A 109.5 . . ?
C18 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C18 C17 H17B 109.5 . . ?
H17A C17 H17B 108.1 . . ?
C19 C18 C17 111.4(2) . . ?
C19 C18 H18A 109.4 . . ?
C17 C18 H18A 109.4 . . ?
C19 C18 H18B 109.4 . . ?
C17 C18 H18B 109.4 . . ?
H18A C18 H18B 108.0 . . ?
C18 C19 C20 111.5(3) . . ?
C18 C19 H19A 109.3 . . ?
C20 C19 H19A 109.3 . . ?
C18 C19 H19B 109.3 . . ?
C20 C19 H19B 109.3 . . ?
H19A C19 H19B 108.0 . . ?
C19 C20 C21 112.1(3) . . ?
C19 C20 H20A 109.2 . . ?
C21 C20 H20A 109.2 . . ?
C19 C20 H20B 109.2 . . ?
C21 C20 H20B 109.2 . . ?
H20A C20 H20B 107.9 . . ?
C16 C21 C20 109.8(2) . . ?
C16 C21 H21A 109.7 . . ?
C20 C21 H21A 109.7 . . ?
C16 C21 H21B 109.7 . . ?
C20 C21 H21B 109.7 . . ?
H21A C21 H21B 108.2 . . ?
O4 C22 N1 121.11(17) . . ?
O4 C22 C23 121.95(16) . . ?
N1 C22 C23 116.94(16) . . ?
C28 C23 C24 119.2(2) . . ?
C28 C23 C22 123.09(18) . . ?
C24 C23 C22 117.68(18) . . ?
C25 C24 C23 120.0(2) . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C26 C25 C24 120.3(3) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C25 C26 C27 120.5(2) . . ?
C25 C26 H26 119.8 . . ?
C27 C26 H26 119.8 . . ?
C26 C27 C28 120.1(3) . . ?
C26 C27 H27 119.9 . . ?
C28 C27 H27 119.9 . . ?
C23 C28 C27 119.9(2) . . ?
C23 C28 H28 120.0 . . ?
C27 C28 H28 120.0 . . ?
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
N1 C22 1.359(2) . ?
N1 C2 1.434(2) . ?
N1 H1 0.8600 . ?
O1 C1 1.340(2) . ?
O1 C5 1.484(2) . ?
O2 C1 1.206(2) . ?
O3 C3 1.407(2) . ?
O3 C16 1.446(2) . ?
O4 C22 1.221(2) . ?
O5 C9 1.223(3) . ?
C1 C2 1.527(3) . ?
C2 C7 1.505(2) . ?
C2 C3 1.557(2) . ?
C3 C4 1.534(3) . ?
C3 H3 0.9800 . ?
C4 C5 1.535(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C8 1.508(3) . ?
C5 C6 1.513(3) . ?
C6 C7 1.332(3) . ?
C6 C9 1.492(3) . ?
C7 H7 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C10 1.458(3) . ?
C10 C15 1.378(4) . ?
C10 C11 1.395(3) . ?
C11 C12 1.348(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.362(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.404(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.397(4) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C21 1.498(3) . ?
C16 C17 1.505(3) . ?
C16 H16 0.9800 . ?
C17 C18 1.520(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.488(5) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.497(5) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.536(4) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.492(3) . ?
C23 C28 1.380(3) . ?
C23 C24 1.388(3) . ?
C24 C25 1.384(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.363(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.365(4) . ?
C26 H26 0.9300 . ?
C27 C28 1.391(3) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
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
N1 H1 O2 0.86 2.36 3.121(2) 148.3 5_565
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
C5 O1 C1 O2 170.67(17) . . . . ?
C5 O1 C1 C2 -6.0(2) . . . . ?
C22 N1 C2 C7 -56.7(2) . . . . ?
C22 N1 C2 C1 67.10(19) . . . . ?
C22 N1 C2 C3 -178.00(15) . . . . ?
O2 C1 C2 N1 9.2(2) . . . . ?
O1 C1 C2 N1 -174.37(14) . . . . ?
O2 C1 C2 C7 135.97(19) . . . . ?
O1 C1 C2 C7 -47.58(19) . . . . ?
O2 C1 C2 C3 -110.7(2) . . . . ?
O1 C1 C2 C3 65.78(17) . . . . ?
C16 O3 C3 C4 99.36(17) . . . . ?
C16 O3 C3 C2 -141.88(14) . . . . ?
N1 C2 C3 O3 58.76(17) . . . . ?
C7 C2 C3 O3 -66.48(17) . . . . ?
C1 C2 C3 O3 179.03(13) . . . . ?
N1 C2 C3 C4 -178.50(14) . . . . ?
C7 C2 C3 C4 56.26(18) . . . . ?
C1 C2 C3 C4 -58.22(17) . . . . ?
O3 C3 C4 C5 118.54(17) . . . . ?
C2 C3 C4 C5 -0.3(2) . . . . ?
C1 O1 C5 C8 -175.83(17) . . . . ?
C1 O1 C5 C6 57.6(2) . . . . ?
C1 O1 C5 C4 -56.3(2) . . . . ?
C3 C4 C5 O1 57.80(19) . . . . ?
C3 C4 C5 C8 172.12(18) . . . . ?
C3 C4 C5 C6 -56.1(2) . . . . ?
O1 C5 C6 C7 -54.5(2) . . . . ?
C8 C5 C6 C7 -173.02(19) . . . . ?
C4 C5 C6 C7 58.1(2) . . . . ?
O1 C5 C6 C9 121.21(19) . . . . ?
C8 C5 C6 C9 2.7(3) . . . . ?
C4 C5 C6 C9 -126.20(19) . . . . ?
C9 C6 C7 C2 -175.12(17) . . . . ?
C5 C6 C7 C2 0.6(2) . . . . ?
N1 C2 C7 C6 176.30(15) . . . . ?
C1 C2 C7 C6 50.7(2) . . . . ?
C3 C2 C7 C6 -60.06(19) . . . . ?
C7 C6 C9 O5 138.6(2) . . . . ?
C5 C6 C9 O5 -36.7(3) . . . . ?
C7 C6 C9 C10 -37.4(3) . . . . ?
C5 C6 C9 C10 147.30(19) . . . . ?
O5 C9 C10 C15 157.2(2) . . . . ?
C6 C9 C10 C15 -26.8(3) . . . . ?
O5 C9 C10 C11 -23.5(3) . . . . ?
C6 C9 C10 C11 152.5(2) . . . . ?
C15 C10 C11 C12 2.6(4) . . . . ?
C9 C10 C11 C12 -176.7(3) . . . . ?
C10 C11 C12 C13 -1.5(5) . . . . ?
C11 C12 C13 C14 -1.1(6) . . . . ?
C12 C13 C14 C15 2.5(5) . . . . ?
C11 C10 C15 C14 -1.0(3) . . . . ?
C9 C10 C15 C14 178.3(2) . . . . ?
C13 C14 C15 C10 -1.5(4) . . . . ?
C3 O3 C16 C21 168.9(2) . . . . ?
C3 O3 C16 C17 -68.0(2) . . . . ?
O3 C16 C17 C18 -178.10(18) . . . . ?
C21 C16 C17 C18 -57.4(3) . . . . ?
C16 C17 C18 C19 56.2(3) . . . . ?
C17 C18 C19 C20 -54.9(4) . . . . ?
C18 C19 C20 C21 54.6(5) . . . . ?
O3 C16 C21 C20 -179.6(3) . . . . ?
C17 C16 C21 C20 56.2(4) . . . . ?
C19 C20 C21 C16 -54.9(5) . . . . ?
C2 N1 C22 O4 -0.3(3) . . . . ?
C2 N1 C22 C23 180.00(15) . . . . ?
O4 C22 C23 C28 156.4(2) . . . . ?
N1 C22 C23 C28 -23.8(3) . . . . ?
O4 C22 C23 C24 -23.5(3) . . . . ?
N1 C22 C23 C24 156.26(17) . . . . ?
C28 C23 C24 C25 1.3(3) . . . . ?
C22 C23 C24 C25 -178.75(18) . . . . ?
C23 C24 C25 C26 -1.2(3) . . . . ?
C24 C25 C26 C27 0.4(4) . . . . ?
C25 C26 C27 C28 0.4(4) . . . . ?
C24 C23 C28 C27 -0.6(3) . . . . ?
C22 C23 C28 C27 179.48(19) . . . . ?
C26 C27 C28 C23 -0.2(4) . . . . ?
