#------------------------------------------------------------------------------
#$Date: 2024-12-06 17:27:30 +0200 (Fri, 06 Dec 2024) $
#$Revision: 296314 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/38/7133899.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_7133899
loop_
_publ_author_name
'Bharathi, Kabali Divya'
'Mohanakrishnan, Arasambattu K.'
_publ_section_title
;
 Serendipitous synthesis of phenanthrene derivatives by exploiting
 electrocyclization during thermolysis of Diels-Alder intermediate
 dihydrodibenzothiophene-S,S-dioxides.
;
_journal_issue                   92
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              13590
_journal_page_last               13593
_journal_paper_doi               10.1039/d4cc04572f
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C36 H24'
_chemical_formula_sum            'C36 H24'
_chemical_formula_weight         456.55
_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
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2024-08-02 deposited with the CCDC.	2024-10-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.97(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.434(8)
_cell_length_b                   22.093(18)
_cell_length_c                   9.934(9)
_cell_measurement_reflns_used    1234
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      20.02
_cell_measurement_theta_min      2.42
_cell_volume                     2491(4)
_computing_cell_refinement       'APEX2/SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2004)'
_computing_molecular_graphics
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker axs kappa apex2 CCD Diffractometer'
_diffrn_measurement_method       'ω and φ scan'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0670
_diffrn_reflns_av_unetI/netI     0.0259
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            84346
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.026
_diffrn_reflns_theta_max         25.026
_diffrn_reflns_theta_min         2.573
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_correction_T_min  0.970
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2004)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_description       block
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.445
_exptl_crystal_size_mid          0.205
_exptl_crystal_size_min          0.195
_refine_diff_density_max         0.182
_refine_diff_density_min         -0.242
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.907
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         4370
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.907
_refine_ls_R_factor_all          0.0690
_refine_ls_R_factor_gt           0.0475
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1736
_refine_ls_wR_factor_ref         0.2211
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                3260
_reflns_number_total             4370
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc04572f2.cif
_cod_data_source_block           shelx_CCDC4
_cod_depositor_comments
'Adding full bibliography for 7133895--7133899.cif.'
_cod_original_cell_volume        2491(3)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7133899
_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   0.970
_shelx_estimated_absorpt_t_max   0.987
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
C1 C 0.68844(15) 0.54241(8) 0.44475(18) 0.0474(5) Uani 1 1 d . . . . .
C13 C 0.61717(16) 0.55289(8) 0.30956(18) 0.0492(5) Uani 1 1 d . . . . .
C2 C 0.68840(15) 0.58321(8) 0.55783(18) 0.0473(5) Uani 1 1 d . . . . .
C3 C 0.76238(15) 0.56906(8) 0.67910(18) 0.0490(5) Uani 1 1 d . . . . .
C6 C 0.75453(16) 0.48909(8) 0.45794(19) 0.0500(5) Uani 1 1 d . . . . .
C5 C 0.81696(16) 0.47258(8) 0.5850(2) 0.0526(5) Uani 1 1 d . . . . .
C32 C 0.61465(16) 0.63863(8) 0.55574(19) 0.0499(5) Uani 1 1 d . . . . .
C25 C 0.78044(16) 0.61247(8) 0.79347(19) 0.0524(5) Uani 1 1 d . . . . .
C30 C 0.72376(17) 0.66905(8) 0.78112(19) 0.0529(5) Uani 1 1 d . . . . .
C31 C 0.63688(17) 0.68117(8) 0.66378(19) 0.0543(5) Uani 1 1 d . . . . .
C4 C 0.82066(16) 0.51340(9) 0.6905(2) 0.0556(5) Uani 1 1 d . . . . .
H4 H 0.863888 0.503415 0.772915 0.067 Uiso 1 1 calc R U . . .
C7 C 0.76207(17) 0.44845(8) 0.33686(19) 0.0532(5) Uani 1 1 d . . . . .
C19 C 0.87692(17) 0.41280(9) 0.6091(2) 0.0565(5) Uani 1 1 d . . . . .
C14 C 0.51311(17) 0.52091(9) 0.2751(2) 0.0572(5) Uani 1 1 d . . . . .
H14 H 0.489756 0.492056 0.334522 0.069 Uiso 1 1 calc R U . . .
C18 C 0.65252(18) 0.59402(9) 0.2181(2) 0.0575(5) Uani 1 1 d . . . . .
H18 H 0.722327 0.615438 0.239387 0.069 Uiso 1 1 calc R U . . .
C33 C 0.51864(18) 0.65098(9) 0.4550(2) 0.0600(5) Uani 1 1 d . . . . .
H33 H 0.499778 0.622887 0.386100 0.072 Uiso 1 1 calc R U . . .
C29 C 0.7495(2) 0.71080(9) 0.8890(2) 0.0662(6) Uani 1 1 d . . . . .
H29 H 0.714215 0.748777 0.881982 0.079 Uiso 1 1 calc R U . . .
C34 C 0.4525(2) 0.70291(9) 0.4556(2) 0.0661(6) Uani 1 1 d . . . . .
H34 H 0.389992 0.709346 0.387959 0.079 Uiso 1 1 calc R U . . .
C20 C 0.8349(2) 0.37252(9) 0.6983(2) 0.0660(6) Uani 1 1 d . . . . .
H20 H 0.772543 0.383679 0.745044 0.079 Uiso 1 1 calc R U . . .
C15 C 0.44369(19) 0.53160(10) 0.1527(2) 0.0670(6) Uani 1 1 d . . . . .
H15 H 0.373100 0.510810 0.131790 0.080 Uiso 1 1 calc R U . . .
C16 C 0.4794(2) 0.57308(11) 0.0621(2) 0.0703(6) Uani 1 1 d . . . . .
H16 H 0.433081 0.580361 -0.019872 0.084 Uiso 1 1 calc R U . . .
C26 C 0.8560(2) 0.59951(11) 0.9131(2) 0.0684(6) Uani 1 1 d . . . . .
H26 H 0.892059 0.561744 0.922075 0.082 Uiso 1 1 calc R U . . .
C17 C 0.5842(2) 0.60362(10) 0.0941(2) 0.0687(6) Uani 1 1 d . . . . .
H17 H 0.609528 0.630842 0.032306 0.082 Uiso 1 1 calc R U . . .
C8 C 0.7140(2) 0.39104(9) 0.3306(2) 0.0671(6) Uani 1 1 d . . . . .
H8 H 0.670072 0.378264 0.398220 0.081 Uiso 1 1 calc R U . . .
C28 C 0.8245(2) 0.69725(11) 1.0031(2) 0.0717(6) Uani 1 1 d . . . . .
H28 H 0.839472 0.725883 1.071680 0.086 Uiso 1 1 calc R U . . .
C12 C 0.82449(19) 0.46687(10) 0.2312(2) 0.0683(6) Uani 1 1 d . . . . .
H12 H 0.856182 0.505660 0.232129 0.082 Uiso 1 1 calc R U . . .
C36 C 0.5681(2) 0.73448(9) 0.6582(2) 0.0710(6) Uani 1 1 d . . . . .
H36 H 0.584182 0.763216 0.726342 0.085 Uiso 1 1 calc R U . . .
C35 C 0.4787(2) 0.74547(10) 0.5563(3) 0.0735(6) Uani 1 1 d . . . . .
H35 H 0.435983 0.781341 0.555047 0.088 Uiso 1 1 calc R U . . .
C24 C 0.9729(2) 0.39572(10) 0.5444(2) 0.0727(6) Uani 1 1 d . . . . .
H24 H 1.003857 0.422675 0.486133 0.087 Uiso 1 1 calc R U . . .
C21 C 0.8852(2) 0.31537(10) 0.7186(3) 0.0792(7) Uani 1 1 d . . . . .
H21 H 0.855566 0.288407 0.777829 0.095 Uiso 1 1 calc R U . . .
C27 C 0.8783(2) 0.64065(11) 1.0168(2) 0.0745(7) Uani 1 1 d . . . . .
H27 H 0.928386 0.630895 1.094660 0.089 Uiso 1 1 calc R U . . .
C22 C 0.9780(2) 0.29859(11) 0.6519(3) 0.0823(8) Uani 1 1 d . . . . .
H22 H 1.010594 0.260136 0.664449 0.099 Uiso 1 1 calc R U . . .
C23 C 1.0227(2) 0.33917(11) 0.5659(3) 0.0840(8) Uani 1 1 d . . . . .
H23 H 1.087019 0.328314 0.522082 0.101 Uiso 1 1 calc R U . . .
C9 C 0.7303(3) 0.35208(11) 0.2246(3) 0.0840(8) Uani 1 1 d . . . . .
H9 H 0.698089 0.313377 0.222279 0.101 Uiso 1 1 calc R U . . .
C11 C 0.8395(2) 0.42831(14) 0.1259(3) 0.0851(8) Uani 1 1 d . . . . .
H11 H 0.880818 0.441228 0.056059 0.102 Uiso 1 1 calc R U . . .
C10 C 0.7936(3) 0.37055(14) 0.1236(3) 0.0911(9) Uani 1 1 d . . . . .
H10 H 0.805582 0.344195 0.053603 0.109 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'
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 C1 C2 120.39(17) . . ?
C6 C1 C13 116.26(15) . . ?
C2 C1 C13 123.33(16) . . ?
C18 C13 C14 118.86(18) . . ?
C18 C13 C1 121.32(17) . . ?
C14 C13 C1 119.82(16) . . ?
C1 C2 C3 117.85(17) . . ?
C1 C2 C32 123.98(17) . . ?
C3 C2 C32 118.16(16) . . ?
C4 C3 C2 119.46(16) . . ?
C4 C3 C25 119.13(17) . . ?
C2 C3 C25 121.40(17) . . ?
C1 C6 C5 120.52(17) . . ?
C1 C6 C7 120.57(17) . . ?
C5 C6 C7 118.90(17) . . ?
C4 C5 C6 118.23(17) . . ?
C4 C5 C19 118.99(18) . . ?
C6 C5 C19 122.77(17) . . ?
C31 C32 C33 117.12(18) . . ?
C31 C32 C2 118.92(18) . . ?
C33 C32 C2 123.89(17) . . ?
C30 C25 C26 118.84(18) . . ?
C30 C25 C3 119.23(18) . . ?
C26 C25 C3 121.89(18) . . ?
C25 C30 C29 117.46(19) . . ?
C25 C30 C31 119.59(17) . . ?
C29 C30 C31 122.85(19) . . ?
C32 C31 C36 118.2(2) . . ?
C32 C31 C30 121.42(17) . . ?
C36 C31 C30 120.33(18) . . ?
C5 C4 C3 122.93(18) . . ?
C5 C4 H4 118.5 . . ?
C3 C4 H4 118.5 . . ?
C8 C7 C12 118.02(19) . . ?
C8 C7 C6 121.37(18) . . ?
C12 C7 C6 120.50(18) . . ?
C20 C19 C24 118.5(2) . . ?
C20 C19 C5 118.91(19) . . ?
C24 C19 C5 122.59(19) . . ?
C13 C14 C15 120.68(19) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C13 C18 C17 120.4(2) . . ?
C13 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C34 C33 C32 122.5(2) . . ?
C34 C33 H33 118.8 . . ?
C32 C33 H33 118.8 . . ?
C28 C29 C30 122.4(2) . . ?
C28 C29 H29 118.8 . . ?
C30 C29 H29 118.8 . . ?
C33 C34 C35 120.0(2) . . ?
C33 C34 H34 120.0 . . ?
C35 C34 H34 120.0 . . ?
C19 C20 C21 120.4(2) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 H20 119.8 . . ?
C16 C15 C14 120.0(2) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C17 C16 C15 119.5(2) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C27 C26 C25 122.4(2) . . ?
C27 C26 H26 118.8 . . ?
C25 C26 H26 118.8 . . ?
C16 C17 C18 120.5(2) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C7 C8 C9 120.9(2) . . ?
C7 C8 H8 119.5 . . ?
C9 C8 H8 119.5 . . ?
C29 C28 C27 120.1(2) . . ?
C29 C28 H28 119.9 . . ?
C27 C28 H28 119.9 . . ?
C11 C12 C7 120.8(2) . . ?
C11 C12 H12 119.6 . . ?
C7 C12 H12 119.6 . . ?
C35 C36 C31 122.6(2) . . ?
C35 C36 H36 118.7 . . ?
C31 C36 H36 118.7 . . ?
C36 C35 C34 119.5(2) . . ?
C36 C35 H35 120.3 . . ?
C34 C35 H35 120.3 . . ?
C19 C24 C23 120.6(2) . . ?
C19 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C22 C21 C20 120.5(2) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C26 C27 C28 118.8(2) . . ?
C26 C27 H27 120.6 . . ?
C28 C27 H27 120.6 . . ?
C21 C22 C23 119.4(2) . . ?
C21 C22 H22 120.3 . . ?
C23 C22 H22 120.3 . . ?
C22 C23 C24 120.5(2) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
C10 C9 C8 120.1(2) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C10 C11 C12 120.2(3) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C9 C10 C11 119.9(2) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
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
C1 C6 1.397(3) . ?
C1 C2 1.440(3) . ?
C1 C13 1.502(3) . ?
C13 C18 1.380(3) . ?
C13 C14 1.390(3) . ?
C2 C3 1.420(3) . ?
C2 C32 1.485(3) . ?
C3 C4 1.397(3) . ?
C3 C25 1.482(3) . ?
C6 C5 1.420(3) . ?
C6 C7 1.512(3) . ?
C5 C4 1.380(3) . ?
C5 C19 1.494(3) . ?
C32 C31 1.426(3) . ?
C32 C33 1.419(3) . ?
C25 C30 1.406(3) . ?
C25 C26 1.411(3) . ?
C30 C29 1.418(3) . ?
C30 C31 1.462(3) . ?
C31 C36 1.414(3) . ?
C4 H4 0.9300 . ?
C7 C8 1.381(3) . ?
C7 C12 1.400(3) . ?
C19 C20 1.383(3) . ?
C19 C24 1.390(3) . ?
C14 C15 1.389(3) . ?
C14 H14 0.9300 . ?
C18 C17 1.393(3) . ?
C18 H18 0.9300 . ?
C33 C34 1.375(3) . ?
C33 H33 0.9300 . ?
C29 C28 1.369(3) . ?
C29 H29 0.9300 . ?
C34 C35 1.379(3) . ?
C34 H34 0.9300 . ?
C20 C21 1.392(3) . ?
C20 H20 0.9300 . ?
C15 C16 1.380(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.378(4) . ?
C16 H16 0.9300 . ?
C26 C27 1.374(3) . ?
C26 H26 0.9300 . ?
C17 H17 0.9300 . ?
C8 C9 1.390(3) . ?
C8 H8 0.9300 . ?
C28 C27 1.393(3) . ?
C28 H28 0.9300 . ?
C12 C11 1.376(3) . ?
C12 H12 0.9300 . ?
C36 C35 1.371(4) . ?
C36 H36 0.9300 . ?
C35 H35 0.9300 . ?
C24 C23 1.379(3) . ?
C24 H24 0.9300 . ?
C21 C22 1.368(4) . ?
C21 H21 0.9300 . ?
C27 H27 0.9300 . ?
C22 C23 1.379(4) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C9 C10 1.368(4) . ?
C9 H9 0.9300 . ?
C11 C10 1.379(4) . ?
C11 H11 0.9300 . ?
C10 H10 0.9300 . ?
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
C6 C1 C13 C18 -104.3(2) . . . . ?
C2 C1 C13 C18 77.4(2) . . . . ?
C6 C1 C13 C14 76.0(2) . . . . ?
C2 C1 C13 C14 -102.4(2) . . . . ?
C6 C1 C2 C3 3.5(2) . . . . ?
C13 C1 C2 C3 -178.18(16) . . . . ?
C6 C1 C2 C32 -175.68(15) . . . . ?
C13 C1 C2 C32 2.6(3) . . . . ?
C1 C2 C3 C4 -7.7(2) . . . . ?
C32 C2 C3 C4 171.51(15) . . . . ?
C1 C2 C3 C25 171.45(15) . . . . ?
C32 C2 C3 C25 -9.3(2) . . . . ?
C2 C1 C6 C5 3.7(3) . . . . ?
C13 C1 C6 C5 -174.70(16) . . . . ?
C2 C1 C6 C7 -175.45(16) . . . . ?
C13 C1 C6 C7 6.1(2) . . . . ?
C1 C6 C5 C4 -6.7(3) . . . . ?
C7 C6 C5 C4 172.51(17) . . . . ?
C1 C6 C5 C19 172.43(17) . . . . ?
C7 C6 C5 C19 -8.4(3) . . . . ?
C1 C2 C32 C31 -168.90(16) . . . . ?
C3 C2 C32 C31 11.9(2) . . . . ?
C1 C2 C32 C33 14.1(3) . . . . ?
C3 C2 C32 C33 -165.10(17) . . . . ?
C4 C3 C25 C30 178.69(16) . . . . ?
C2 C3 C25 C30 -0.5(2) . . . . ?
C4 C3 C25 C26 0.8(3) . . . . ?
C2 C3 C25 C26 -178.40(18) . . . . ?
C26 C25 C30 C29 2.1(3) . . . . ?
C3 C25 C30 C29 -175.87(17) . . . . ?
C26 C25 C30 C31 -174.33(17) . . . . ?
C3 C25 C30 C31 7.7(3) . . . . ?
C33 C32 C31 C36 -4.6(3) . . . . ?
C2 C32 C31 C36 178.22(17) . . . . ?
C33 C32 C31 C30 172.23(17) . . . . ?
C2 C32 C31 C30 -5.0(2) . . . . ?
C25 C30 C31 C32 -5.0(3) . . . . ?
C29 C30 C31 C32 178.82(17) . . . . ?
C25 C30 C31 C36 171.77(17) . . . . ?
C29 C30 C31 C36 -4.5(3) . . . . ?
C6 C5 C4 C3 2.4(3) . . . . ?
C19 C5 C4 C3 -176.79(17) . . . . ?
C2 C3 C4 C5 4.9(3) . . . . ?
C25 C3 C4 C5 -174.26(17) . . . . ?
C1 C6 C7 C8 -113.9(2) . . . . ?
C5 C6 C7 C8 66.9(3) . . . . ?
C1 C6 C7 C12 69.9(3) . . . . ?
C5 C6 C7 C12 -109.3(2) . . . . ?
C4 C5 C19 C20 65.3(3) . . . . ?
C6 C5 C19 C20 -113.8(2) . . . . ?
C4 C5 C19 C24 -115.3(2) . . . . ?
C6 C5 C19 C24 65.6(3) . . . . ?
C18 C13 C14 C15 -2.2(3) . . . . ?
C1 C13 C14 C15 177.55(17) . . . . ?
C14 C13 C18 C17 0.7(3) . . . . ?
C1 C13 C18 C17 -179.11(18) . . . . ?
C31 C32 C33 C34 3.3(3) . . . . ?
C2 C32 C33 C34 -179.62(18) . . . . ?
C25 C30 C29 C28 -1.3(3) . . . . ?
C31 C30 C29 C28 175.0(2) . . . . ?
C32 C33 C34 C35 0.2(3) . . . . ?
C24 C19 C20 C21 -2.3(3) . . . . ?
C5 C19 C20 C21 177.08(19) . . . . ?
C13 C14 C15 C16 1.9(3) . . . . ?
C14 C15 C16 C17 0.0(3) . . . . ?
C30 C25 C26 C27 -1.5(3) . . . . ?
C3 C25 C26 C27 176.5(2) . . . . ?
C15 C16 C17 C18 -1.6(3) . . . . ?
C13 C18 C17 C16 1.3(3) . . . . ?
C12 C7 C8 C9 2.0(3) . . . . ?
C6 C7 C8 C9 -174.3(2) . . . . ?
C30 C29 C28 C27 -0.3(3) . . . . ?
C8 C7 C12 C11 -1.4(3) . . . . ?
C6 C7 C12 C11 174.88(19) . . . . ?
C32 C31 C36 C35 2.6(3) . . . . ?
C30 C31 C36 C35 -174.2(2) . . . . ?
C31 C36 C35 C34 1.0(4) . . . . ?
C33 C34 C35 C36 -2.4(3) . . . . ?
C20 C19 C24 C23 1.9(3) . . . . ?
C5 C19 C24 C23 -177.5(2) . . . . ?
C19 C20 C21 C22 0.9(3) . . . . ?
C25 C26 C27 C28 -0.1(3) . . . . ?
C29 C28 C27 C26 1.0(3) . . . . ?
C20 C21 C22 C23 1.1(4) . . . . ?
C21 C22 C23 C24 -1.6(4) . . . . ?
C19 C24 C23 C22 0.1(4) . . . . ?
C7 C8 C9 C10 -0.7(4) . . . . ?
C7 C12 C11 C10 -0.4(4) . . . . ?
C8 C9 C10 C11 -1.1(4) . . . . ?
C12 C11 C10 C9 1.7(4) . . . . ?
