#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:39:43 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178436 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/57/4025713.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_4025713
loop_
_publ_author_name
'Devendra J. Vyas'
'Roland Fröhlich'
'Martin Oestreich'
_publ_section_title
;
 Stereochemical Surprises in the Lewis Acid-Mediated Allylation of Isatins
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              6720
_journal_page_last               6723
_journal_paper_doi               10.1021/jo101420e
_journal_volume                  75
_journal_year                    2010
_chemical_formula_sum            'C26 H24 Cl N O2'
_chemical_formula_weight         417.91
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                97.222(4)
_cell_angle_beta                 103.333(6)
_cell_angle_gamma                103.505(3)
_cell_formula_units_Z            2
_cell_length_a                   8.6136(6)
_cell_length_b                   9.3565(4)
_cell_length_c                   14.3087(13)
_cell_measurement_reflns_used    3194
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      68.25
_cell_measurement_theta_min      0.88
_cell_volume                     1071.24(14)
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'XP (BrukerAXS, 2000)'
_computing_publication_material  'SHELXL-97 (Sheldrcik, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      223(2)
_diffrn_measured_fraction_theta_full 0.937
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.048
_diffrn_reflns_av_sigmaI/netI    0.0315
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12684
_diffrn_reflns_theta_full        67.21
_diffrn_reflns_theta_max         67.21
_diffrn_reflns_theta_min         4.95
_exptl_absorpt_coefficient_mu    1.750
_exptl_absorpt_correction_T_max  0.8444
_exptl_absorpt_correction_T_min  0.7552
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.360
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       0.0069(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     285
_refine_ls_number_reflns         3595
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.0681
_refine_ls_R_factor_gt           0.0616
_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)+(0.0683P)²+1.3196P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1661
_refine_ls_wR_factor_ref         0.1713
_reflns_number_gt                3199
_reflns_number_total             3595
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo101420e_si_001.cif
_cod_data_source_block           ost5591
_cod_original_cell_volume        1071.24(13)
_cod_database_code               4025713
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.20024(12) 0.60434(11) 0.32236(7) 0.0635(3) Uani 1 1 d . . .
N1 N 0.3998(3) 0.8080(3) 0.19437(17) 0.0352(6) Uani 1 1 d . . .
O2 O 0.5677(3) 0.9082(2) 0.10270(15) 0.0444(5) Uani 1 1 d . . .
C2 C 0.4469(4) 0.9020(3) 0.1337(2) 0.0353(6) Uani 1 1 d . . .
O3 O 0.2367(3) 0.9500(3) 0.00778(14) 0.0441(5) Uani 1 1 d . . .
H3 H 0.3008 0.9839 -0.0244 0.066 Uiso 1 1 calc R . .
C3 C 0.3202(4) 0.9928(3) 0.1096(2) 0.0357(7) Uani 1 1 d . B .
C4 C 0.1992(4) 0.9344(3) 0.1657(2) 0.0379(7) Uani 1 1 d . . .
C5 C 0.0542(4) 0.9693(4) 0.1705(2) 0.0492(8) Uani 1 1 d . . .
H5 H 0.0190 1.0404 0.1362 0.059 Uiso 1 1 calc R . .
C6 C -0.0388(4) 0.8980(5) 0.2266(3) 0.0587(10) Uani 1 1 d . . .
H6 H -0.1366 0.9226 0.2319 0.070 Uiso 1 1 calc R . .
C7 C 0.0107(4) 0.7915(5) 0.2747(3) 0.0564(10) Uani 1 1 d . . .
H7 H -0.0528 0.7454 0.3135 0.068 Uiso 1 1 calc R . .
C8 C 0.1541(4) 0.7503(4) 0.2670(2) 0.0463(8) Uani 1 1 d . . .
C9 C 0.2511(4) 0.8254(3) 0.2138(2) 0.0377(7) Uani 1 1 d . . .
C10 C 0.4111(4) 1.1631(3) 0.1363(2) 0.0435(7) Uani 1 1 d D . .
H10 H 0.4765 1.1815 0.0884 0.052 Uiso 1 1 calc R A 1
C11A C 0.2967(5) 1.2603(4) 0.1229(3) 0.0673(11) Uani 0.279(5) 1 d PD B 1
H11A H 0.2577 1.2529 0.1787 0.081 Uiso 0.279(5) 1 calc PR B 1
C12A C 0.2139(15) 1.3507(13) 0.0833(9) 0.0514(12) Uani 0.279(5) 1 d PD B 1
H12A H 0.1441 1.3988 0.1088 0.062 Uiso 0.279(5) 1 calc PR B 1
C13A C 0.2578(19) 1.3575(16) -0.0108(9) 0.0654(14) Uani 0.279(5) 1 d PD B 1
H13A H 0.1683 1.2887 -0.0638 0.078 Uiso 0.279(5) 1 calc PR B 1
H13B H 0.3588 1.3249 -0.0079 0.078 Uiso 0.279(5) 1 calc PR B 1
C14A C 0.286(3) 1.515(2) -0.033(2) 0.076(2) Uani 0.279(5) 1 d PD B 1
H14A H 0.2032 1.5598 -0.0154 0.114 Uiso 0.279(5) 1 calc PR B 1
H14B H 0.2768 1.5105 -0.1021 0.114 Uiso 0.279(5) 1 calc PR B 1
H14C H 0.3957 1.5752 0.0048 0.114 Uiso 0.279(5) 1 calc PR B 1
C11B C 0.2967(5) 1.2603(4) 0.1229(3) 0.0673(11) Uani 0.721(5) 1 d PD B 2
H11B H 0.2490 1.2876 0.1728 0.081 Uiso 0.721(5) 1 calc PR B 2
C12B C 0.2627(6) 1.3090(5) 0.0364(4) 0.0514(12) Uani 0.721(5) 1 d PD B 2
H12B H 0.3101 1.2758 -0.0123 0.062 Uiso 0.721(5) 1 calc PR B 2
C13B C 0.1552(7) 1.4114(6) 0.0136(4) 0.0654(14) Uani 0.721(5) 1 d PD B 2
H13C H 0.1416 1.4602 0.0748 0.078 Uiso 0.721(5) 1 calc PR B 2
H13D H 0.0452 1.3520 -0.0268 0.078 Uiso 0.721(5) 1 calc PR B 2
C14B C 0.2260(9) 1.5313(9) -0.0401(7) 0.076(2) Uani 0.721(5) 1 d PD B 2
H14D H 0.3327 1.5933 0.0007 0.114 Uiso 0.721(5) 1 calc PR B 2
H14E H 0.1506 1.5931 -0.0543 0.114 Uiso 0.721(5) 1 calc PR B 2
H14F H 0.2397 1.4837 -0.1008 0.114 Uiso 0.721(5) 1 calc PR B 2
C15 C 0.4954(4) 0.7037(3) 0.2259(2) 0.0406(7) Uani 1 1 d . . .
H15A H 0.5690 0.6958 0.1836 0.049 Uiso 1 1 calc R . .
H15B H 0.4184 0.6045 0.2166 0.049 Uiso 1 1 calc R . .
C16 C 0.5986(4) 0.7473(3) 0.3311(2) 0.0379(7) Uani 1 1 d . . .
C17 C 0.6458(4) 0.6380(4) 0.3787(2) 0.0482(8) Uani 1 1 d . . .
H17 H 0.6073 0.5373 0.3465 0.058 Uiso 1 1 calc R . .
C18 C 0.7489(5) 0.6748(4) 0.4730(3) 0.0541(9) Uani 1 1 d . . .
H18 H 0.7806 0.5994 0.5041 0.065 Uiso 1 1 calc R . .
C19 C 0.8056(4) 0.8222(4) 0.5217(2) 0.0511(8) Uani 1 1 d . . .
H19 H 0.8750 0.8475 0.5859 0.061 Uiso 1 1 calc R . .
C20 C 0.7589(5) 0.9312(4) 0.4748(3) 0.0582(9) Uani 1 1 d . . .
H20 H 0.7963 1.0317 0.5073 0.070 Uiso 1 1 calc R . .
C21 C 0.6569(4) 0.8939(4) 0.3798(2) 0.0476(8) Uani 1 1 d . . .
H21 H 0.6272 0.9697 0.3483 0.057 Uiso 1 1 calc R . .
C22 C 0.5366(4) 1.2075(3) 0.2358(2) 0.0404(7) Uani 1 1 d . B .
C23 C 0.4895(4) 1.2131(3) 0.3231(2) 0.0436(7) Uani 1 1 d . . .
H23 H 0.3763 1.1871 0.3207 0.052 Uiso 1 1 calc R B .
C24 C 0.6062(5) 1.2559(4) 0.4127(2) 0.0501(8) Uani 1 1 d . B .
H24 H 0.5718 1.2583 0.4705 0.060 Uiso 1 1 calc R . .
C25 C 0.7725(4) 1.2953(4) 0.4180(3) 0.0528(9) Uani 1 1 d . . .
H25 H 0.8520 1.3249 0.4790 0.063 Uiso 1 1 calc R B .
C26 C 0.8215(4) 1.2909(4) 0.3325(3) 0.0531(9) Uani 1 1 d . B .
H26 H 0.9350 1.3182 0.3356 0.064 Uiso 1 1 calc R . .
C27 C 0.7051(4) 1.2466(4) 0.2421(2) 0.0469(8) Uani 1 1 d . . .
H27 H 0.7404 1.2431 0.1846 0.056 Uiso 1 1 calc R B .
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'
Cl Cl 0.3639 0.7018 '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
C2 N1 C9 110.1(2) . . ?
C2 N1 C15 120.7(2) . . ?
C9 N1 C15 129.1(2) . . ?
O2 C2 N1 124.6(3) . . ?
O2 C2 C3 126.2(3) . . ?
N1 C2 C3 109.2(2) . . ?
C3 O3 H3 109.5 . . ?
O3 C3 C4 108.1(2) . . ?
O3 C3 C2 108.7(2) . . ?
C4 C3 C2 101.8(2) . . ?
O3 C3 C10 110.6(2) . . ?
C4 C3 C10 117.5(3) . . ?
C2 C3 C10 109.7(2) . . ?
C5 C4 C9 121.4(3) . . ?
C5 C4 C3 129.5(3) . . ?
C9 C4 C3 109.0(2) . . ?
C4 C5 C6 118.9(3) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
C7 C6 C5 120.5(3) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C6 C7 C8 121.2(3) . . ?
C6 C7 H7 119.4 . . ?
C8 C7 H7 119.4 . . ?
C9 C8 C7 118.5(3) . . ?
C9 C8 Cl1 122.9(3) . . ?
C7 C8 Cl1 118.5(3) . . ?
C8 C9 C4 119.4(3) . . ?
C8 C9 N1 130.6(3) . . ?
C4 C9 N1 109.9(2) . . ?
C11A C10 C22 112.9(3) . . ?
C11A C10 C3 113.4(3) . . ?
C22 C10 C3 112.9(2) . . ?
C11A C10 H10 105.6 . . ?
C22 C10 H10 105.6 . . ?
C3 C10 H10 105.6 . . ?
C12A C11A C10 159.9(7) . . ?
C12A C11A H11A 100.1 . . ?
C10 C11A H11A 100.1 . . ?
C11A C12A C13A 103.4(9) . . ?
C11A C12A H12A 128.3 . . ?
C13A C12A H12A 128.3 . . ?
C12A C13A C14A 111.6(16) . . ?
C12A C13A H13A 109.3 . . ?
C14A C13A H13A 109.3 . . ?
C12A C13A H13B 109.3 . . ?
C14A C13A H13B 109.3 . . ?
H13A C13A H13B 108.0 . . ?
C13B C12B H12B 117.7 . . ?
C12B C13B C14B 112.8(5) . . ?
C12B C13B H13C 109.0 . . ?
C14B C13B H13C 109.0 . . ?
C12B C13B H13D 109.0 . . ?
C14B C13B H13D 109.0 . . ?
H13C C13B H13D 107.8 . . ?
C13B C14B H14D 109.5 . . ?
C13B C14B H14E 109.5 . . ?
H14D C14B H14E 109.5 . . ?
C13B C14B H14F 109.5 . . ?
H14D C14B H14F 109.5 . . ?
H14E C14B H14F 109.5 . . ?
N1 C15 C16 114.6(2) . . ?
N1 C15 H15A 108.6 . . ?
C16 C15 H15A 108.6 . . ?
N1 C15 H15B 108.6 . . ?
C16 C15 H15B 108.6 . . ?
H15A C15 H15B 107.6 . . ?
C21 C16 C17 118.4(3) . . ?
C21 C16 C15 122.2(3) . . ?
C17 C16 C15 119.2(3) . . ?
C18 C17 C16 120.9(3) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C19 C18 C17 120.3(3) . . ?
C19 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
C20 C19 C18 119.0(3) . . ?
C20 C19 H19 120.5 . . ?
C18 C19 H19 120.5 . . ?
C19 C20 C21 120.5(3) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 H20 119.8 . . ?
C16 C21 C20 120.9(3) . . ?
C16 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C27 C22 C23 117.9(3) . . ?
C27 C22 C10 119.7(3) . . ?
C23 C22 C10 122.4(3) . . ?
C24 C23 C22 121.2(3) . . ?
C24 C23 H23 119.4 . . ?
C22 C23 H23 119.4 . . ?
C25 C24 C23 120.4(3) . . ?
C25 C24 H24 119.8 . . ?
C23 C24 H24 119.8 . . ?
C24 C25 C26 119.2(3) . . ?
C24 C25 H25 120.4 . . ?
C26 C25 H25 120.4 . . ?
C25 C26 C27 120.8(3) . . ?
C25 C26 H26 119.6 . . ?
C27 C26 H26 119.6 . . ?
C26 C27 C22 120.5(3) . . ?
C26 C27 H27 119.8 . . ?
C22 C27 H27 119.8 . . ?
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
Cl1 C8 1.741(3) . ?
N1 C2 1.371(4) . ?
N1 C9 1.413(4) . ?
N1 C15 1.465(4) . ?
O2 C2 1.213(3) . ?
C2 C3 1.538(4) . ?
O3 C3 1.426(3) . ?
O3 H3 0.8300 . ?
C3 C4 1.504(4) . ?
C3 C10 1.557(4) . ?
C4 C5 1.377(4) . ?
C4 C9 1.400(4) . ?
C5 C6 1.384(5) . ?
C5 H5 0.9400 . ?
C6 C7 1.372(6) . ?
C6 H6 0.9400 . ?
C7 C8 1.401(5) . ?
C7 H7 0.9400 . ?
C8 C9 1.387(4) . ?
C10 C11A 1.486(4) . ?
C10 C22 1.517(4) . ?
C10 H10 0.9900 . ?
C11A C12A 1.327(9) . ?
C11A H11A 0.9400 . ?
C12A C13A 1.485(8) . ?
C12A H12A 0.9400 . ?
C13A C14A 1.522(11) . ?
C13A H13A 0.9800 . ?
C13A H13B 0.9800 . ?
C14A H14A 0.9700 . ?
C14A H14B 0.9700 . ?
C14A H14C 0.9700 . ?
C12B C13B 1.495(5) . ?
C12B H12B 0.9400 . ?
C13B C14B 1.528(8) . ?
C13B H13C 0.9800 . ?
C13B H13D 0.9800 . ?
C14B H14D 0.9700 . ?
C14B H14E 0.9700 . ?
C14B H14F 0.9700 . ?
C15 C16 1.511(4) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C16 C21 1.376(4) . ?
C16 C17 1.385(4) . ?
C17 C18 1.384(5) . ?
C17 H17 0.9400 . ?
C18 C19 1.383(5) . ?
C18 H18 0.9400 . ?
C19 C20 1.375(5) . ?
C19 H19 0.9400 . ?
C20 C21 1.389(5) . ?
C20 H20 0.9400 . ?
C21 H21 0.9400 . ?
C22 C27 1.391(4) . ?
C22 C23 1.398(5) . ?
C23 C24 1.379(5) . ?
C23 H23 0.9400 . ?
C24 C25 1.375(5) . ?
C24 H24 0.9400 . ?
C25 C26 1.382(5) . ?
C25 H25 0.9400 . ?
C26 C27 1.387(5) . ?
C26 H26 0.9400 . ?
C27 H27 0.9400 . ?
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
C9 N1 C2 O2 -178.0(3) . . . . ?
C15 N1 C2 O2 -0.7(4) . . . . ?
C9 N1 C2 C3 0.3(3) . . . . ?
C15 N1 C2 C3 177.5(2) . . . . ?
O2 C2 C3 O3 64.3(4) . . . . ?
N1 C2 C3 O3 -113.9(2) . . . . ?
O2 C2 C3 C4 178.3(3) . . . . ?
N1 C2 C3 C4 0.0(3) . . . . ?
O2 C2 C3 C10 -56.7(4) . . . . ?
N1 C2 C3 C10 125.1(3) . . . . ?
O3 C3 C4 C5 -63.2(4) . . . . ?
C2 C3 C4 C5 -177.5(3) . . . . ?
C10 C3 C4 C5 62.7(4) . . . . ?
O3 C3 C4 C9 114.0(3) . . . . ?
C2 C3 C4 C9 -0.3(3) . . . . ?
C10 C3 C4 C9 -120.0(3) . . . . ?
C9 C4 C5 C6 2.0(5) . . . . ?
C3 C4 C5 C6 178.9(3) . . . . ?
C4 C5 C6 C7 -1.6(5) . . . . ?
C5 C6 C7 C8 -1.2(6) . . . . ?
C6 C7 C8 C9 3.5(5) . . . . ?
C6 C7 C8 Cl1 -175.1(3) . . . . ?
C7 C8 C9 C4 -3.1(4) . . . . ?
Cl1 C8 C9 C4 175.4(2) . . . . ?
C7 C8 C9 N1 179.8(3) . . . . ?
Cl1 C8 C9 N1 -1.6(5) . . . . ?
C5 C4 C9 C8 0.4(4) . . . . ?
C3 C4 C9 C8 -177.1(3) . . . . ?
C5 C4 C9 N1 178.0(3) . . . . ?
C3 C4 C9 N1 0.5(3) . . . . ?
C2 N1 C9 C8 176.7(3) . . . . ?
C15 N1 C9 C8 -0.2(5) . . . . ?
C2 N1 C9 C4 -0.5(3) . . . . ?
C15 N1 C9 C4 -177.5(3) . . . . ?
O3 C3 C10 C11A 64.8(4) . . . . ?
C4 C3 C10 C11A -59.9(4) . . . . ?
C2 C3 C10 C11A -175.4(3) . . . . ?
O3 C3 C10 C22 -165.2(2) . . . . ?
C4 C3 C10 C22 70.1(3) . . . . ?
C2 C3 C10 C22 -45.4(3) . . . . ?
C22 C10 C11A C12A 126.8(19) . . . . ?
C3 C10 C11A C12A -103.3(19) . . . . ?
C10 C11A C12A C13A 5(2) . . . . ?
C11A C12A C13A C14A -139.8(13) . . . . ?
C2 N1 C15 C16 106.3(3) . . . . ?
C9 N1 C15 C16 -77.1(4) . . . . ?
N1 C15 C16 C21 -26.9(4) . . . . ?
N1 C15 C16 C17 157.4(3) . . . . ?
C21 C16 C17 C18 0.1(5) . . . . ?
C15 C16 C17 C18 175.9(3) . . . . ?
C16 C17 C18 C19 0.6(6) . . . . ?
C17 C18 C19 C20 -0.5(6) . . . . ?
C18 C19 C20 C21 -0.3(6) . . . . ?
C17 C16 C21 C20 -0.8(5) . . . . ?
C15 C16 C21 C20 -176.5(3) . . . . ?
C19 C20 C21 C16 0.9(6) . . . . ?
C11A C10 C22 C27 -121.2(3) . . . . ?
C3 C10 C22 C27 108.5(3) . . . . ?
C11A C10 C22 C23 57.8(4) . . . . ?
C3 C10 C22 C23 -72.4(4) . . . . ?
C27 C22 C23 C24 0.0(5) . . . . ?
C10 C22 C23 C24 -179.0(3) . . . . ?
C22 C23 C24 C25 0.4(5) . . . . ?
C23 C24 C25 C26 -0.2(5) . . . . ?
C24 C25 C26 C27 -0.3(5) . . . . ?
C25 C26 C27 C22 0.8(5) . . . . ?
C23 C22 C27 C26 -0.6(5) . . . . ?
C10 C22 C27 C26 178.5(3) . . . . ?
