#------------------------------------------------------------------------------
#$Date: 2021-10-06 16:48:30 +0300 (Wed, 06 Oct 2021) $
#$Revision: 269621 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/89/7128943.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_7128943
loop_
_publ_author_name
'Yan, Hang'
'Jia, Shi-Kun'
'Geng, Yu-Huan'
'Han, Jiao-Jiao'
'Hua, Yuan-Zhao'
'Wang, Min-Can'
_publ_section_title
;
 Dinuclear zinc-catalyzed asymmetric Friedel-Crafts alkylation/cyclization
 of 3-aminophenols with α,α-dicyanoolefins.
;
_journal_issue                   77
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              9854
_journal_page_last               9857
_journal_paper_doi               10.1039/d1cc04177k
_journal_volume                  57
_journal_year                    2021
_chemical_formula_sum            'C31 H24 N4 O2'
_chemical_formula_weight         484.54
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2021-01-16 deposited with the CCDC.	2021-08-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.4348(4)
_cell_length_b                   10.8834(5)
_cell_length_c                   24.5503(9)
_cell_measurement_temperature    293(2)
_cell_volume                     2520.89(18)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            22349
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.077
_diffrn_reflns_theta_max         67.077
_diffrn_reflns_theta_min         3.601
_exptl_absorpt_coefficient_mu    0.651
_exptl_crystal_density_diffrn    1.277
_exptl_crystal_F_000             1016
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.139
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details
;
 Flack x determined using 1568 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.19(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     346
_refine_ls_number_reflns         4490
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0472
_refine_ls_R_factor_gt           0.0404
_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)+(0.0582P)²+0.1303P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0993
_refine_ls_wR_factor_ref         0.1049
_reflns_Friedel_coverage         0.748
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                3996
_reflns_number_total             4490
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc04177k2.cif
_cod_data_source_block           202010225
_cod_depositor_comments          'Adding full bibliography for 7128943.cif.'
_cod_database_code               7128943
_shelx_shelxl_version_number     2014/7
_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   0.909
_shelx_estimated_absorpt_t_max   0.938
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -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
O1 O 0.3349(2) 0.4916(2) 0.18174(8) 0.0673(6) Uani 1 1 d . . . . .
N1 N 0.0977(3) 0.4712(2) 0.16612(10) 0.0603(7) Uani 1 1 d D . . . .
H1 H 0.092(4) 0.517(3) 0.1390(12) 0.077(12) Uiso 1 1 d D . . . .
C1 C -0.1614(4) 0.4196(4) 0.17847(15) 0.0733(9) Uani 1 1 d . . . . .
H1A H -0.1940 0.4684 0.1500 0.088 Uiso 1 1 calc R U . . .
O2 O 0.43406(19) 0.25558(18) 0.29848(8) 0.0521(5) Uani 1 1 d . . . . .
N2 N 0.4653(3) 0.0978(3) 0.24278(12) 0.0615(7) Uani 1 1 d . . . . .
H2A H 0.520(4) 0.073(3) 0.2678(15) 0.071(11) Uiso 1 1 d . . . . .
H2B H 0.432(4) 0.056(4) 0.2138(17) 0.085(12) Uiso 1 1 d . . . . .
C2 C -0.2545(3) 0.3528(4) 0.21027(17) 0.0765(10) Uani 1 1 d . . . . .
H2 H -0.3511 0.3573 0.2031 0.092 Uiso 1 1 calc R U . . .
N3 N 0.1922(4) 0.0864(3) 0.14912(13) 0.0897(11) Uani 1 1 d . . . . .
C3 C -0.2078(3) 0.2804(3) 0.25199(14) 0.0680(9) Uani 1 1 d . . . . .
H3 H -0.2728 0.2368 0.2729 0.082 Uiso 1 1 calc R U . . .
N4 N 0.3870(3) 0.5519(2) 0.44001(9) 0.0568(6) Uani 1 1 d . . . . .
C4 C -0.0644(3) 0.2716(3) 0.26336(12) 0.0535(6) Uani 1 1 d . . . . .
H4 H -0.0326 0.2215 0.2915 0.064 Uiso 1 1 calc R U . . .
C5 C 0.0302(3) 0.3378(2) 0.23253(10) 0.0429(5) Uani 1 1 d . . . . .
C6 C -0.0184(3) 0.4118(3) 0.19030(11) 0.0534(6) Uani 1 1 d . . . . .
C7 C 0.2211(3) 0.4459(3) 0.19191(10) 0.0483(6) Uani 1 1 d . . . . .
C8 C 0.1894(3) 0.3499(2) 0.23748(10) 0.0414(5) Uani 1 1 d . . . . .
C9 C 0.2681(3) 0.2310(2) 0.22606(10) 0.0456(6) Uani 1 1 d . . . . .
C10 C 0.3840(3) 0.1952(2) 0.25430(11) 0.0457(6) Uani 1 1 d . . . . .
C11 C 0.3554(3) 0.3547(2) 0.31857(9) 0.0399(5) Uani 1 1 d . . . . .
C12 C 0.2383(2) 0.4005(2) 0.29180(9) 0.0390(5) Uani 1 1 d . . . . .
C13 C 0.1705(3) 0.4988(2) 0.31704(10) 0.0469(6) Uani 1 1 d . . . . .
H13 H 0.0900 0.5318 0.3008 0.056 Uiso 1 1 calc R U . . .
C14 C 0.2183(3) 0.5489(3) 0.36519(11) 0.0512(6) Uani 1 1 d . . . . .
H14 H 0.1702 0.6155 0.3802 0.061 Uiso 1 1 calc R U . . .
C15 C 0.3375(3) 0.5020(2) 0.39205(10) 0.0449(6) Uani 1 1 d . . . . .
C16 C 0.4051(3) 0.4007(3) 0.36752(10) 0.0445(6) Uani 1 1 d . . . . .
H16 H 0.4832 0.3647 0.3842 0.053 Uiso 1 1 calc R U . . .
C17 C 0.2243(3) 0.1533(3) 0.18297(12) 0.0577(7) Uani 1 1 d . . . . .
C18 C 0.3069(3) 0.6414(3) 0.47192(11) 0.0566(7) Uani 1 1 d . . . . .
H18A H 0.2999 0.6124 0.5092 0.068 Uiso 1 1 calc R U . . .
H18B H 0.2115 0.6468 0.4574 0.068 Uiso 1 1 calc R U . . .
C19 C 0.3718(3) 0.7681(3) 0.47207(10) 0.0496(6) Uani 1 1 d . . . . .
C20 C 0.4322(4) 0.8212(4) 0.42640(13) 0.0733(10) Uani 1 1 d . . . . .
H20 H 0.4381 0.7772 0.3940 0.088 Uiso 1 1 calc R U . . .
C21 C 0.4841(4) 0.9409(4) 0.42909(17) 0.0836(11) Uani 1 1 d . . . . .
H21 H 0.5243 0.9768 0.3984 0.100 Uiso 1 1 calc R U . . .
C22 C 0.4761(4) 1.0055(3) 0.47650(17) 0.0735(9) Uani 1 1 d . . . . .
H22 H 0.5086 1.0862 0.4777 0.088 Uiso 1 1 calc R U . . .
C23 C 0.4214(4) 0.9533(3) 0.52179(15) 0.0723(9) Uani 1 1 d . . . . .
H23 H 0.4191 0.9971 0.5543 0.087 Uiso 1 1 calc R U . . .
C24 C 0.3689(3) 0.8350(3) 0.51974(12) 0.0573(7) Uani 1 1 d . . . . .
H24 H 0.3310 0.7998 0.5510 0.069 Uiso 1 1 calc R U . . .
C25 C 0.5131(3) 0.5071(3) 0.46709(12) 0.0607(8) Uani 1 1 d . . . . .
H25A H 0.5611 0.5763 0.4839 0.073 Uiso 1 1 calc R U . . .
H25B H 0.5763 0.4732 0.4398 0.073 Uiso 1 1 calc R U . . .
C26 C 0.4872(3) 0.4102(3) 0.51036(11) 0.0580(7) Uani 1 1 d . . . . .
C27 C 0.5961(4) 0.3730(4) 0.54425(14) 0.0796(11) Uani 1 1 d . . . . .
H27 H 0.6860 0.4069 0.5402 0.095 Uiso 1 1 calc R U . . .
C28 C 0.5721(6) 0.2845(4) 0.58476(15) 0.0909(14) Uani 1 1 d . . . . .
H28 H 0.6465 0.2593 0.6069 0.109 Uiso 1 1 calc R U . . .
C29 C 0.4416(6) 0.2355(4) 0.59189(15) 0.0876(13) Uani 1 1 d . . . . .
H29 H 0.4260 0.1780 0.6192 0.105 Uiso 1 1 calc R U . . .
C30 C 0.3327(5) 0.2711(4) 0.55870(16) 0.0837(11) Uani 1 1 d . . . . .
H30 H 0.2430 0.2372 0.5633 0.100 Uiso 1 1 calc R U . . .
C31 C 0.3559(4) 0.3577(3) 0.51812(14) 0.0701(9) Uani 1 1 d . . . . .
H31 H 0.2811 0.3807 0.4957 0.084 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 C6 112.3(2) . . ?
C7 N1 H1 123(3) . . ?
C6 N1 H1 124(3) . . ?
C2 C1 C6 118.0(3) . . ?
C2 C1 H1A 121.0 . . ?
C6 C1 H1A 121.0 . . ?
C10 O2 C11 118.12(19) . . ?
C10 N2 H2A 117(3) . . ?
C10 N2 H2B 112(3) . . ?
H2A N2 H2B 129(4) . . ?
C3 C2 C1 121.5(3) . . ?
C3 C2 H2 119.2 . . ?
C1 C2 H2 119.2 . . ?
C2 C3 C4 120.4(3) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C15 N4 C25 122.5(2) . . ?
C15 N4 C18 123.1(3) . . ?
C25 N4 C18 113.8(2) . . ?
C5 C4 C3 119.2(3) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C4 C5 C6 120.0(3) . . ?
C4 C5 C8 130.3(2) . . ?
C6 C5 C8 109.7(2) . . ?
C1 C6 C5 120.9(3) . . ?
C1 C6 N1 130.1(3) . . ?
C5 C6 N1 108.9(2) . . ?
O1 C7 N1 125.7(3) . . ?
O1 C7 C8 126.4(3) . . ?
N1 C7 C8 107.9(2) . . ?
C5 C8 C12 113.9(2) . . ?
C5 C8 C9 113.3(2) . . ?
C12 C8 C9 108.9(2) . . ?
C5 C8 C7 101.0(2) . . ?
C12 C8 C7 109.3(2) . . ?
C9 C8 C7 110.2(2) . . ?
C10 C9 C17 116.6(3) . . ?
C10 C9 C8 123.1(2) . . ?
C17 C9 C8 120.3(2) . . ?
N2 C10 C9 125.7(2) . . ?
N2 C10 O2 110.7(2) . . ?
C9 C10 O2 123.6(2) . . ?
C12 C11 C16 123.7(2) . . ?
C12 C11 O2 122.4(2) . . ?
C16 C11 O2 113.9(2) . . ?
C11 C12 C13 115.7(2) . . ?
C11 C12 C8 122.2(2) . . ?
C13 C12 C8 122.1(2) . . ?
C14 C13 C12 122.5(2) . . ?
C14 C13 H13 118.8 . . ?
C12 C13 H13 118.8 . . ?
C13 C14 C15 121.4(3) . . ?
C13 C14 H14 119.3 . . ?
C15 C14 H14 119.3 . . ?
N4 C15 C14 122.0(3) . . ?
N4 C15 C16 121.4(3) . . ?
C14 C15 C16 116.6(2) . . ?
C11 C16 C15 120.1(2) . . ?
C11 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
N3 C17 C9 177.0(4) . . ?
N4 C18 C19 113.6(3) . . ?
N4 C18 H18A 108.8 . . ?
C19 C18 H18A 108.8 . . ?
N4 C18 H18B 108.8 . . ?
C19 C18 H18B 108.8 . . ?
H18A C18 H18B 107.7 . . ?
C24 C19 C20 118.3(3) . . ?
C24 C19 C18 118.5(3) . . ?
C20 C19 C18 123.2(3) . . ?
C19 C20 C21 119.8(3) . . ?
C19 C20 H20 120.1 . . ?
C21 C20 H20 120.1 . . ?
C22 C21 C20 120.3(3) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C23 C22 C21 120.5(3) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C22 C23 C24 120.0(3) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C19 C24 C23 121.1(3) . . ?
C19 C24 H24 119.4 . . ?
C23 C24 H24 119.4 . . ?
N4 C25 C26 115.1(3) . . ?
N4 C25 H25A 108.5 . . ?
C26 C25 H25A 108.5 . . ?
N4 C25 H25B 108.5 . . ?
C26 C25 H25B 108.5 . . ?
H25A C25 H25B 107.5 . . ?
C31 C26 C27 117.6(3) . . ?
C31 C26 C25 122.0(3) . . ?
C27 C26 C25 120.4(3) . . ?
C26 C27 C28 120.5(4) . . ?
C26 C27 H27 119.8 . . ?
C28 C27 H27 119.8 . . ?
C29 C28 C27 120.6(4) . . ?
C29 C28 H28 119.7 . . ?
C27 C28 H28 119.7 . . ?
C28 C29 C30 119.7(4) . . ?
C28 C29 H29 120.2 . . ?
C30 C29 H29 120.2 . . ?
C29 C30 C31 120.1(4) . . ?
C29 C30 H30 120.0 . . ?
C31 C30 H30 120.0 . . ?
C26 C31 C30 121.5(3) . . ?
C26 C31 H31 119.2 . . ?
C30 C31 H31 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 C7 1.210(3) . ?
N1 C7 1.353(4) . ?
N1 C6 1.403(4) . ?
N1 H1 0.83(2) . ?
C1 C2 1.382(5) . ?
C1 C6 1.383(4) . ?
C1 H1A 0.9300 . ?
O2 C10 1.353(3) . ?
O2 C11 1.399(3) . ?
N2 C10 1.339(4) . ?
N2 H2A 0.85(4) . ?
N2 H2B 0.90(4) . ?
C2 C3 1.365(5) . ?
C2 H2 0.9300 . ?
N3 C17 1.146(4) . ?
C3 C4 1.385(4) . ?
C3 H3 0.9300 . ?
N4 C15 1.379(3) . ?
N4 C25 1.447(4) . ?
N4 C18 1.461(4) . ?
C4 C5 1.374(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.391(4) . ?
C5 C8 1.513(3) . ?
C7 C8 1.559(3) . ?
C8 C12 1.515(3) . ?
C8 C9 1.518(4) . ?
C9 C10 1.352(4) . ?
C9 C17 1.416(4) . ?
C11 C12 1.379(3) . ?
C11 C16 1.384(3) . ?
C12 C13 1.392(3) . ?
C13 C14 1.378(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.401(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.408(4) . ?
C16 H16 0.9300 . ?
C18 C19 1.508(4) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C24 1.379(4) . ?
C19 C20 1.384(4) . ?
C20 C21 1.393(6) . ?
C20 H20 0.9300 . ?
C21 C22 1.362(6) . ?
C21 H21 0.9300 . ?
C22 C23 1.351(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.381(5) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 C26 1.516(5) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C31 1.378(5) . ?
C26 C27 1.383(5) . ?
C27 C28 1.403(6) . ?
C27 H27 0.9300 . ?
C28 C29 1.353(7) . ?
C28 H28 0.9300 . ?
C29 C30 1.367(6) . ?
C29 H29 0.9300 . ?
C30 C31 1.389(5) . ?
C30 H30 0.9300 . ?
C31 H31 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
N2 H2A O1 0.85(4) 2.05(4) 2.885(4) 170(4) 4_645
N2 H2B N3 0.90(4) 2.78(4) 3.455(4) 132(3) .
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 C2 C3 -0.4(6) . . . . ?
C1 C2 C3 C4 -0.4(5) . . . . ?
C2 C3 C4 C5 0.8(5) . . . . ?
C3 C4 C5 C6 -0.4(4) . . . . ?
C3 C4 C5 C8 176.9(3) . . . . ?
C2 C1 C6 C5 0.7(5) . . . . ?
C2 C1 C6 N1 -178.1(3) . . . . ?
C4 C5 C6 C1 -0.3(4) . . . . ?
C8 C5 C6 C1 -178.2(3) . . . . ?
C4 C5 C6 N1 178.7(2) . . . . ?
C8 C5 C6 N1 0.9(3) . . . . ?
C7 N1 C6 C1 175.6(3) . . . . ?
C7 N1 C6 C5 -3.4(3) . . . . ?
C6 N1 C7 O1 -174.6(3) . . . . ?
C6 N1 C7 C8 4.3(3) . . . . ?
C4 C5 C8 C12 -59.1(4) . . . . ?
C6 C5 C8 C12 118.4(2) . . . . ?
C4 C5 C8 C9 66.1(3) . . . . ?
C6 C5 C8 C9 -116.4(2) . . . . ?
C4 C5 C8 C7 -176.1(3) . . . . ?
C6 C5 C8 C7 1.4(3) . . . . ?
O1 C7 C8 C5 175.5(3) . . . . ?
N1 C7 C8 C5 -3.4(3) . . . . ?
O1 C7 C8 C12 55.2(4) . . . . ?
N1 C7 C8 C12 -123.7(2) . . . . ?
O1 C7 C8 C9 -64.4(3) . . . . ?
N1 C7 C8 C9 116.7(2) . . . . ?
C5 C8 C9 C10 -141.6(3) . . . . ?
C12 C8 C9 C10 -13.8(3) . . . . ?
C7 C8 C9 C10 106.1(3) . . . . ?
C5 C8 C9 C17 40.6(3) . . . . ?
C12 C8 C9 C17 168.5(2) . . . . ?
C7 C8 C9 C17 -71.7(3) . . . . ?
C17 C9 C10 N2 4.6(4) . . . . ?
C8 C9 C10 N2 -173.3(3) . . . . ?
C17 C9 C10 O2 -176.0(3) . . . . ?
C8 C9 C10 O2 6.2(4) . . . . ?
C11 O2 C10 N2 -175.3(2) . . . . ?
C11 O2 C10 C9 5.2(4) . . . . ?
C10 O2 C11 C12 -7.0(3) . . . . ?
C10 O2 C11 C16 172.3(2) . . . . ?
C16 C11 C12 C13 0.3(4) . . . . ?
O2 C11 C12 C13 179.6(2) . . . . ?
C16 C11 C12 C8 178.3(2) . . . . ?
O2 C11 C12 C8 -2.4(4) . . . . ?
C5 C8 C12 C11 139.3(2) . . . . ?
C9 C8 C12 C11 11.8(3) . . . . ?
C7 C8 C12 C11 -108.6(3) . . . . ?
C5 C8 C12 C13 -42.8(3) . . . . ?
C9 C8 C12 C13 -170.3(2) . . . . ?
C7 C8 C12 C13 69.3(3) . . . . ?
C11 C12 C13 C14 1.1(4) . . . . ?
C8 C12 C13 C14 -176.9(2) . . . . ?
C12 C13 C14 C15 -1.0(4) . . . . ?
C25 N4 C15 C14 -177.7(3) . . . . ?
C18 N4 C15 C14 11.6(4) . . . . ?
C25 N4 C15 C16 2.2(4) . . . . ?
C18 N4 C15 C16 -168.5(3) . . . . ?
C13 C14 C15 N4 179.5(3) . . . . ?
C13 C14 C15 C16 -0.4(4) . . . . ?
C12 C11 C16 C15 -1.7(4) . . . . ?
O2 C11 C16 C15 178.9(2) . . . . ?
N4 C15 C16 C11 -178.2(2) . . . . ?
C14 C15 C16 C11 1.7(4) . . . . ?
C15 N4 C18 C19 -111.5(3) . . . . ?
C25 N4 C18 C19 77.0(3) . . . . ?
N4 C18 C19 C24 -141.1(3) . . . . ?
N4 C18 C19 C20 40.0(4) . . . . ?
C24 C19 C20 C21 -2.0(5) . . . . ?
C18 C19 C20 C21 177.0(3) . . . . ?
C19 C20 C21 C22 0.3(6) . . . . ?
C20 C21 C22 C23 1.8(6) . . . . ?
C21 C22 C23 C24 -2.1(6) . . . . ?
C20 C19 C24 C23 1.7(5) . . . . ?
C18 C19 C24 C23 -177.3(3) . . . . ?
C22 C23 C24 C19 0.3(6) . . . . ?
C15 N4 C25 C26 -93.1(3) . . . . ?
C18 N4 C25 C26 78.4(3) . . . . ?
N4 C25 C26 C31 8.1(4) . . . . ?
N4 C25 C26 C27 -170.8(3) . . . . ?
C31 C26 C27 C28 0.2(5) . . . . ?
C25 C26 C27 C28 179.2(3) . . . . ?
C26 C27 C28 C29 -1.0(6) . . . . ?
C27 C28 C29 C30 1.1(6) . . . . ?
C28 C29 C30 C31 -0.4(6) . . . . ?
C27 C26 C31 C30 0.5(5) . . . . ?
C25 C26 C31 C30 -178.5(3) . . . . ?
C29 C30 C31 C26 -0.4(6) . . . . ?
