#------------------------------------------------------------------------------
#$Date: 2021-01-07 06:47:38 +0200 (Thu, 07 Jan 2021) $
#$Revision: 260662 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/71/7127145.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_7127145
loop_
_publ_author_name
'Zhang, Xiao-Wen'
'Zhang, Hui'
'Wang, Hu-Chong'
'Zhu, Ming-Hui'
'Cong, Hengjiang'
'Liu, Wen-Bo'
_publ_section_title
;
 Pd-catalyzed arylation/aza-Michael addition cascade to C2-spiroindolines
 and azabicyclo[3.2.2]nonanones.
;
_journal_issue                   80
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              12013
_journal_page_last               12016
_journal_paper_doi               10.1039/d0cc04935b
_journal_volume                  56
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_sum            'C27 H27 N O'
_chemical_formula_weight         381.49
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2016/4
_audit_update_record
;
2019-03-26 deposited with the CCDC.	2020-08-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.759(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.7872(5)
_cell_length_b                   16.2182(8)
_cell_length_c                   9.4765(4)
_cell_measurement_reflns_used    4041
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      66.45
_cell_measurement_theta_min      4.23
_cell_volume                     2104.25(16)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker Kappa APEX-Duo CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0326
_diffrn_reflns_av_unetI/netI     0.0429
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            5476
_diffrn_reflns_point_group_measured_fraction_full 0.755
_diffrn_reflns_point_group_measured_fraction_max 0.755
_diffrn_reflns_theta_full        66.443
_diffrn_reflns_theta_max         66.443
_diffrn_reflns_theta_min         4.226
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.555
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.5648
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2012/1 (Bruker,2012)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.204
_exptl_crystal_density_meas      ?
_exptl_crystal_description       block
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.208
_refine_diff_density_min         -0.144
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details
;
 Flack x determined using 896 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.2(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         2802
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0411
_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)+(0.0759P)²+0.1062P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1050
_refine_ls_wR_factor_ref         0.1063
_reflns_Friedel_coverage         0.518
_reflns_Friedel_fraction_full    0.516
_reflns_Friedel_fraction_max     0.516
_reflns_number_gt                2726
_reflns_number_total             2802
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc04935b2.cif
_cod_data_source_block           x_a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7127144--7127145.cif.
;
_cod_original_sg_symbol_H-M      'C c'
_cod_database_code               7127145
_shelx_shelxl_version_number     2016/4
_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   0.936
_shelx_estimated_absorpt_t_max   0.978
loop_
_space_group_symop_operation_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'
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 0.47554(15) 0.55110(15) 0.9686(2) 0.0759(6) Uani 1 1 d . . . . .
N1 N 0.28995(13) 0.66144(11) 0.5541(2) 0.0493(4) Uani 1 1 d . . . . .
C1 C 0.37511(18) 0.73648(15) 0.7438(3) 0.0579(6) Uani 1 1 d . . . . .
H1A H 0.398802 0.726785 0.842839 0.069 Uiso 1 1 calc R U . . .
H1AB H 0.412956 0.780550 0.707819 0.069 Uiso 1 1 calc R U . . .
C2 C 0.26862(17) 0.75699(14) 0.7261(3) 0.0549(5) Uani 1 1 d . . . . .
C3 C 0.2153(2) 0.81210(18) 0.7978(3) 0.0698(7) Uani 1 1 d . . . . .
H3 H 0.245675 0.842724 0.873416 0.084 Uiso 1 1 calc R U . . .
C4 C 0.1169(2) 0.8211(2) 0.7561(4) 0.0778(9) Uani 1 1 d . . . . .
H4 H 0.080768 0.857920 0.803996 0.093 Uiso 1 1 calc R U . . .
C5 C 0.0712(2) 0.7758(2) 0.6437(4) 0.0755(8) Uani 1 1 d . . . . .
H5 H 0.004699 0.782825 0.616139 0.091 Uiso 1 1 calc R U . . .
C6 C 0.12435(17) 0.71957(18) 0.5709(3) 0.0630(6) Uani 1 1 d . . . . .
H6 H 0.093777 0.688686 0.495799 0.076 Uiso 1 1 calc R U . . .
C7 C 0.22250(16) 0.71107(14) 0.6131(2) 0.0511(5) Uani 1 1 d . . . . .
C8 C 0.38098(15) 0.65695(13) 0.6549(2) 0.0477(5) Uani 1 1 d . . . . .
C9 C 0.25565(17) 0.58946(15) 0.4701(3) 0.0555(5) Uani 1 1 d . . . . .
H9A H 0.202313 0.564266 0.512781 0.067 Uiso 1 1 calc R U . . .
H9AB H 0.308210 0.549484 0.473679 0.067 Uiso 1 1 calc R U . . .
C10 C 0.22116(16) 0.60920(14) 0.3161(3) 0.0522(5) Uani 1 1 d . . . . .
C11 C 0.1334(2) 0.5808(2) 0.2507(3) 0.0686(7) Uani 1 1 d . . . . .
H11 H 0.092837 0.550431 0.302824 0.082 Uiso 1 1 calc R U . . .
C12 C 0.1042(2) 0.5966(2) 0.1091(4) 0.0772(8) Uani 1 1 d . . . . .
H12 H 0.044999 0.576021 0.066269 0.093 Uiso 1 1 calc R U . . .
C13 C 0.1622(2) 0.6426(2) 0.0311(3) 0.0725(7) Uani 1 1 d . . . . .
H13 H 0.141992 0.654618 -0.063831 0.087 Uiso 1 1 calc R U . . .
C14 C 0.2498(2) 0.6705(2) 0.0947(3) 0.0778(8) Uani 1 1 d . . . . .
H14 H 0.290238 0.700628 0.041991 0.093 Uiso 1 1 calc R U . . .
C15 C 0.27932(19) 0.65458(19) 0.2363(3) 0.0662(6) Uani 1 1 d . . . . .
H15 H 0.339026 0.674677 0.278252 0.079 Uiso 1 1 calc R U . . .
C16 C 0.38040(16) 0.57937(15) 0.7493(3) 0.0543(5) Uani 1 1 d . . . . .
H16A H 0.327539 0.584006 0.807908 0.065 Uiso 1 1 calc R U . . .
H16B H 0.367650 0.531408 0.688775 0.065 Uiso 1 1 calc R U . . .
C17 C 0.47451(17) 0.56645(13) 0.8437(3) 0.0545(5) Uani 1 1 d . . . . .
C18 C 0.56746(16) 0.57150(15) 0.7705(3) 0.0539(5) Uani 1 1 d . . . . .
H18 H 0.567283 0.524204 0.706115 0.065 Uiso 1 1 calc R U . . .
C19 C 0.56518(16) 0.64984(16) 0.6795(3) 0.0559(5) Uani 1 1 d . . . . .
H19A H 0.570050 0.697774 0.741137 0.067 Uiso 1 1 calc R U . . .
H19B H 0.621122 0.650010 0.626267 0.067 Uiso 1 1 calc R U . . .
C20 C 0.47149(16) 0.65563(15) 0.5761(2) 0.0527(5) Uani 1 1 d . . . . .
H20A H 0.473142 0.705390 0.519657 0.063 Uiso 1 1 calc R U . . .
H20B H 0.467786 0.608811 0.511985 0.063 Uiso 1 1 calc R U . . .
C21 C 0.65850(19) 0.56450(17) 0.8781(3) 0.0617(6) Uani 1 1 d . . . . .
H21A H 0.656323 0.607221 0.949328 0.074 Uiso 1 1 calc R U . . .
H21B H 0.657452 0.511660 0.925902 0.074 Uiso 1 1 calc R U . . .
C22 C 0.75305(16) 0.57207(15) 0.8140(3) 0.0550(5) Uani 1 1 d . . . . .
C23 C 0.77732(19) 0.51632(17) 0.7126(4) 0.0690(7) Uani 1 1 d . . . . .
H23 H 0.734447 0.473632 0.683910 0.083 Uiso 1 1 calc R U . . .
C24 C 0.8634(2) 0.5230(2) 0.6540(4) 0.0818(9) Uani 1 1 d . . . . .
H24 H 0.877594 0.485860 0.584545 0.098 Uiso 1 1 calc R U . . .
C25 C 0.9288(2) 0.5846(2) 0.6978(4) 0.0790(8) Uani 1 1 d . . . . .
H25 H 0.987871 0.588637 0.660004 0.095 Uiso 1 1 calc R U . . .
C26 C 0.9055(2) 0.64027(19) 0.7984(4) 0.0766(8) Uani 1 1 d . . . . .
H26 H 0.948970 0.682382 0.828082 0.092 Uiso 1 1 calc R U . . .
C27 C 0.8193(2) 0.63407(17) 0.8546(3) 0.0663(6) Uani 1 1 d . . . . .
H27 H 0.804738 0.672443 0.921865 0.080 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
C7 N1 C9 119.41(18) . . ?
C7 N1 C8 108.82(19) . . ?
C9 N1 C8 120.38(17) . . ?
C2 C1 C8 103.78(19) . . ?
C2 C1 H1A 111.0 . . ?
C8 C1 H1A 111.0 . . ?
C2 C1 H1AB 111.0 . . ?
C8 C1 H1AB 111.0 . . ?
H1A C1 H1AB 109.0 . . ?
C3 C2 C7 120.1(2) . . ?
C3 C2 C1 131.3(3) . . ?
C7 C2 C1 108.6(2) . . ?
C4 C3 C2 119.3(3) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C3 C4 C5 120.7(3) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C4 C5 C6 120.5(3) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C7 C6 C5 118.5(3) . . ?
C7 C6 H6 120.7 . . ?
C5 C6 H6 120.7 . . ?
C6 C7 C2 121.0(2) . . ?
C6 C7 N1 128.5(2) . . ?
C2 C7 N1 110.53(19) . . ?
N1 C8 C20 111.26(18) . . ?
N1 C8 C16 110.52(17) . . ?
C20 C8 C16 109.38(17) . . ?
N1 C8 C1 102.39(17) . . ?
C20 C8 C1 112.06(18) . . ?
C16 C8 C1 111.09(19) . . ?
N1 C9 C10 113.62(19) . . ?
N1 C9 H9A 108.8 . . ?
C10 C9 H9A 108.8 . . ?
N1 C9 H9AB 108.8 . . ?
C10 C9 H9AB 108.8 . . ?
H9A C9 H9AB 107.7 . . ?
C11 C10 C15 118.0(2) . . ?
C11 C10 C9 121.6(2) . . ?
C15 C10 C9 120.3(2) . . ?
C10 C11 C12 121.2(3) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C13 C12 C11 120.3(3) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C14 C13 C12 119.0(3) . . ?
C14 C13 H13 120.5 . . ?
C12 C13 H13 120.5 . . ?
C13 C14 C15 120.9(3) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 H14 119.6 . . ?
C10 C15 C14 120.6(2) . . ?
C10 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
C17 C16 C8 113.32(17) . . ?
C17 C16 H16A 108.9 . . ?
C8 C16 H16A 108.9 . . ?
C17 C16 H16B 108.9 . . ?
C8 C16 H16B 108.9 . . ?
H16A C16 H16B 107.7 . . ?
O1 C17 C16 121.5(2) . . ?
O1 C17 C18 122.8(2) . . ?
C16 C17 C18 115.7(2) . . ?
C21 C18 C17 111.1(2) . . ?
C21 C18 C19 113.48(19) . . ?
C17 C18 C19 109.66(18) . . ?
C21 C18 H18 107.4 . . ?
C17 C18 H18 107.4 . . ?
C19 C18 H18 107.4 . . ?
C20 C19 C18 111.77(18) . . ?
C20 C19 H19A 109.3 . . ?
C18 C19 H19A 109.3 . . ?
C20 C19 H19B 109.3 . . ?
C18 C19 H19B 109.3 . . ?
H19A C19 H19B 107.9 . . ?
C8 C20 C19 111.38(19) . . ?
C8 C20 H20A 109.4 . . ?
C19 C20 H20A 109.4 . . ?
C8 C20 H20B 109.4 . . ?
C19 C20 H20B 109.4 . . ?
H20A C20 H20B 108.0 . . ?
C22 C21 C18 114.0(2) . . ?
C22 C21 H21A 108.8 . . ?
C18 C21 H21A 108.8 . . ?
C22 C21 H21B 108.7 . . ?
C18 C21 H21B 108.7 . . ?
H21A C21 H21B 107.6 . . ?
C27 C22 C23 117.4(2) . . ?
C27 C22 C21 121.5(2) . . ?
C23 C22 C21 121.1(2) . . ?
C24 C23 C22 121.2(2) . . ?
C24 C23 H23 119.4 . . ?
C22 C23 H23 119.4 . . ?
C23 C24 C25 120.1(3) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C24 C25 C26 119.1(3) . . ?
C24 C25 H25 120.4 . . ?
C26 C25 H25 120.4 . . ?
C27 C26 C25 120.5(3) . . ?
C27 C26 H26 119.8 . . ?
C25 C26 H26 119.8 . . ?
C26 C27 C22 121.6(3) . . ?
C26 C27 H27 119.2 . . ?
C22 C27 H27 119.2 . . ?
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 C17 1.208(3) . ?
N1 C7 1.396(3) . ?
N1 C9 1.460(3) . ?
N1 C8 1.487(3) . ?
C1 C2 1.496(4) . ?
C1 C8 1.548(3) . ?
C1 H1A 0.9700 . ?
C1 H1AB 0.9700 . ?
C2 C3 1.385(4) . ?
C2 C7 1.395(4) . ?
C3 C4 1.375(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.383(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.401(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.372(3) . ?
C6 H6 0.9300 . ?
C8 C20 1.528(3) . ?
C8 C16 1.544(3) . ?
C9 C10 1.515(3) . ?
C9 H9A 0.9700 . ?
C9 H9AB 0.9700 . ?
C10 C11 1.372(4) . ?
C10 C15 1.378(4) . ?
C11 C12 1.379(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.371(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.362(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.380(4) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C17 1.502(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.530(3) . ?
C18 C21 1.525(3) . ?
C18 C19 1.534(3) . ?
C18 H18 0.9800 . ?
C19 C20 1.530(3) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.507(4) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C27 1.383(4) . ?
C22 C23 1.388(4) . ?
C23 C24 1.373(5) . ?
C23 H23 0.9300 . ?
C24 C25 1.377(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.377(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.362(5) . ?
C26 H26 0.9300 . ?
C27 H27 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
C8 C1 C2 C3 167.4(2) . . . . ?
C8 C1 C2 C7 -14.6(2) . . . . ?
C7 C2 C3 C4 -0.2(4) . . . . ?
C1 C2 C3 C4 177.7(2) . . . . ?
C2 C3 C4 C5 -0.1(4) . . . . ?
C3 C4 C5 C6 0.5(4) . . . . ?
C4 C5 C6 C7 -0.6(4) . . . . ?
C5 C6 C7 C2 0.3(4) . . . . ?
C5 C6 C7 N1 -177.7(2) . . . . ?
C3 C2 C7 C6 0.1(3) . . . . ?
C1 C2 C7 C6 -178.2(2) . . . . ?
C3 C2 C7 N1 178.4(2) . . . . ?
C1 C2 C7 N1 0.1(2) . . . . ?
C9 N1 C7 C6 -22.7(3) . . . . ?
C8 N1 C7 C6 -166.4(2) . . . . ?
C9 N1 C7 C2 159.14(19) . . . . ?
C8 N1 C7 C2 15.5(2) . . . . ?
C7 N1 C8 C20 -143.38(18) . . . . ?
C9 N1 C8 C20 73.4(2) . . . . ?
C7 N1 C8 C16 94.9(2) . . . . ?
C9 N1 C8 C16 -48.3(3) . . . . ?
C7 N1 C8 C1 -23.5(2) . . . . ?
C9 N1 C8 C1 -166.75(19) . . . . ?
C2 C1 C8 N1 22.4(2) . . . . ?
C2 C1 C8 C20 141.72(19) . . . . ?
C2 C1 C8 C16 -95.6(2) . . . . ?
C7 N1 C9 C10 84.2(3) . . . . ?
C8 N1 C9 C10 -136.4(2) . . . . ?
N1 C9 C10 C11 -131.4(3) . . . . ?
N1 C9 C10 C15 50.6(3) . . . . ?
C15 C10 C11 C12 0.5(5) . . . . ?
C9 C10 C11 C12 -177.6(3) . . . . ?
C10 C11 C12 C13 -1.2(6) . . . . ?
C11 C12 C13 C14 1.7(6) . . . . ?
C12 C13 C14 C15 -1.5(6) . . . . ?
C11 C10 C15 C14 -0.3(5) . . . . ?
C9 C10 C15 C14 177.9(3) . . . . ?
C13 C14 C15 C10 0.8(6) . . . . ?
N1 C8 C16 C17 174.26(19) . . . . ?
C20 C8 C16 C17 51.4(3) . . . . ?
C1 C8 C16 C17 -72.8(3) . . . . ?
C8 C16 C17 O1 132.4(3) . . . . ?
C8 C16 C17 C18 -49.3(3) . . . . ?
O1 C17 C18 C21 -6.4(3) . . . . ?
C16 C17 C18 C21 175.4(2) . . . . ?
O1 C17 C18 C19 -132.7(3) . . . . ?
C16 C17 C18 C19 49.1(3) . . . . ?
C21 C18 C19 C20 -178.4(2) . . . . ?
C17 C18 C19 C20 -53.5(3) . . . . ?
N1 C8 C20 C19 -179.24(18) . . . . ?
C16 C8 C20 C19 -56.9(2) . . . . ?
C1 C8 C20 C19 66.8(2) . . . . ?
C18 C19 C20 C8 59.8(3) . . . . ?
C17 C18 C21 C22 -177.9(2) . . . . ?
C19 C18 C21 C22 -53.8(3) . . . . ?
C18 C21 C22 C27 119.6(3) . . . . ?
C18 C21 C22 C23 -61.1(3) . . . . ?
C27 C22 C23 C24 -0.6(5) . . . . ?
C21 C22 C23 C24 -180.0(3) . . . . ?
C22 C23 C24 C25 1.6(6) . . . . ?
C23 C24 C25 C26 -1.5(6) . . . . ?
C24 C25 C26 C27 0.5(6) . . . . ?
C25 C26 C27 C22 0.4(5) . . . . ?
C23 C22 C27 C26 -0.4(4) . . . . ?
C21 C22 C27 C26 179.0(3) . . . . ?
