#------------------------------------------------------------------------------
#$Date: 2022-07-23 05:11:54 +0200 (Sat 23 de Jul de 2022) $
#$Revision: 276884 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/52/7245206.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_7245206
loop_
_publ_author_name
'Yin, Haiting'
'Wu, Yunjun'
'Gu, Xiaoxia'
'Feng, Zhijun'
'Wang, Meifang'
'Feng, Dexiang'
'Wang, Ming'
'Cheng, Ziyang'
'Wang, Shaoyin'
_publ_section_title
;
 Synthesis of pyrano[3,2-c]quinolones and furo[3,2-c]quinolones via
 acid-catalyzed tandem reaction of 4-hydroxy-1-methylquinolin-2(1H)-one
 and propargylic alcohols
;
_journal_issue                   33
_journal_name_full               'RSC Advances'
_journal_page_first              21066
_journal_page_last               21078
_journal_paper_doi               10.1039/D2RA03416F
_journal_volume                  12
_journal_year                    2022
_chemical_formula_moiety         'C31 H23 N O2'
_chemical_formula_sum            'C31 H23 N O2'
_chemical_formula_weight         441.50
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-12-27
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2022-03-20 deposited with the CCDC.	2022-07-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.434(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.1008(11)
_cell_length_b                   23.219(3)
_cell_length_c                   10.2424(9)
_cell_measurement_reflns_used    9854
_cell_measurement_temperature    300
_cell_measurement_theta_max      29.804
_cell_measurement_theta_min      2.632
_cell_volume                     2278.9(4)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      300.00
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0518
_diffrn_reflns_av_unetI/netI     0.0246
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            83541
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.935
_diffrn_reflns_theta_min         2.620
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.6936
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0679 before and 0.0541 after correction.
The Ratio of minimum to maximum transmission is 0.9298.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_description       block
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.201
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       0.0165(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         6610
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0744
_refine_ls_R_factor_gt           0.0466
_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)+(0.0523P)²+0.5583P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1111
_refine_ls_wR_factor_ref         0.1252
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4711
_reflns_number_total             6610
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ra03416f2.cif
_cod_data_source_block           20211227c
_cod_database_code               7245206
_shelx_shelxl_version_number     2018/3
_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_max   0.984
_shelx_estimated_absorpt_t_min   0.983
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C12(H12), C15(H15), C16(H16), C17(H17),
 C18(H18), C19(H19), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C27(H27),
  C28(H28), C29(H29), C30(H30), C31(H31)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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 0.85462(14) 0.23949(4) 0.55646(11) 0.0604(3) Uani 1 1 d . . . . .
O2 O 0.74009(9) 0.43744(3) 0.48814(8) 0.0356(2) Uani 1 1 d . . . . .
N1 N 0.89882(12) 0.29930(5) 0.74138(11) 0.0392(2) Uani 1 1 d . . . . .
C1 C 0.96943(18) 0.25185(7) 0.83125(16) 0.0559(4) Uani 1 1 d . . . . .
H1A H 1.055603 0.265476 0.894598 0.084 Uiso 1 1 calc R U . . .
H1B H 0.988314 0.221357 0.776347 0.084 Uiso 1 1 calc R U . . .
H1C H 0.910550 0.237673 0.881578 0.084 Uiso 1 1 calc R U . . .
C2 C 0.87844(12) 0.35147(5) 0.79853(12) 0.0351(3) Uani 1 1 d . . . . .
C3 C 0.91415(14) 0.35910(7) 0.94151(13) 0.0453(3) Uani 1 1 d . . . . .
H3 H 0.952297 0.328694 1.000505 0.054 Uiso 1 1 calc R U . . .
C4 C 0.89285(16) 0.41140(7) 0.99447(14) 0.0510(4) Uani 1 1 d . . . . .
H4 H 0.916861 0.415806 1.089371 0.061 Uiso 1 1 calc R U . . .
C5 C 0.83635(16) 0.45783(7) 0.90970(14) 0.0497(3) Uani 1 1 d . . . . .
H5 H 0.823788 0.493060 0.947361 0.060 Uiso 1 1 calc R U . . .
C6 C 0.79911(14) 0.45102(6) 0.76901(13) 0.0407(3) Uani 1 1 d . . . . .
H6 H 0.760151 0.481765 0.711483 0.049 Uiso 1 1 calc R U . . .
C7 C 0.81939(12) 0.39823(5) 0.71184(12) 0.0329(2) Uani 1 1 d . . . . .
C8 C 0.78597(12) 0.38980(5) 0.56600(11) 0.0314(2) Uani 1 1 d . . . . .
C9 C 0.80688(12) 0.33857(5) 0.51060(12) 0.0337(3) Uani 1 1 d . . . . .
C10 C 0.85285(14) 0.28856(5) 0.60014(13) 0.0397(3) Uani 1 1 d . . . . .
C11 C 0.78721(12) 0.33645(5) 0.36228(12) 0.0332(2) Uani 1 1 d . . . . .
C12 C 0.71863(13) 0.37999(5) 0.28435(12) 0.0360(3) Uani 1 1 d . . . . .
H12 H 0.709187 0.380416 0.191038 0.043 Uiso 1 1 calc R U . . .
C13 C 0.65587(12) 0.42866(5) 0.34404(11) 0.0328(2) Uani 1 1 d . . . . .
C14 C 0.85428(13) 0.29088(5) 0.30234(12) 0.0339(3) Uani 1 1 d . . . . .
C15 C 0.77916(14) 0.26043(6) 0.18577(14) 0.0424(3) Uani 1 1 d . . . . .
H15 H 0.684556 0.267817 0.144845 0.051 Uiso 1 1 calc R U . . .
C16 C 0.84457(16) 0.21909(6) 0.13018(15) 0.0486(3) Uani 1 1 d . . . . .
H16 H 0.793188 0.198551 0.052785 0.058 Uiso 1 1 calc R U . . .
C17 C 0.98438(16) 0.20818(6) 0.18823(16) 0.0503(3) Uani 1 1 d . . . . .
H17 H 1.027668 0.180473 0.150152 0.060 Uiso 1 1 calc R U . . .
C18 C 1.06030(16) 0.23838(7) 0.30297(17) 0.0545(4) Uani 1 1 d . . . . .
H18 H 1.155263 0.231317 0.342277 0.065 Uiso 1 1 calc R U . . .
C19 C 0.99541(14) 0.27925(6) 0.35990(15) 0.0451(3) Uani 1 1 d . . . . .
H19 H 1.047257 0.299248 0.438015 0.054 Uiso 1 1 calc R U . . .
C20 C 0.50619(12) 0.41478(5) 0.33805(12) 0.0332(2) Uani 1 1 d . . . . .
C21 C 0.41404(15) 0.39268(6) 0.21754(14) 0.0471(3) Uani 1 1 d . . . . .
H21 H 0.445361 0.385019 0.143144 0.056 Uiso 1 1 calc R U . . .
C22 C 0.27674(16) 0.38194(7) 0.20662(17) 0.0557(4) Uani 1 1 d . . . . .
H22 H 0.216109 0.367487 0.124835 0.067 Uiso 1 1 calc R U . . .
C23 C 0.22886(15) 0.39252(6) 0.31627(17) 0.0517(4) Uani 1 1 d . . . . .
H23 H 0.136136 0.385360 0.308707 0.062 Uiso 1 1 calc R U . . .
C24 C 0.31955(15) 0.41381(6) 0.43735(16) 0.0479(3) Uani 1 1 d . . . . .
H24 H 0.288107 0.420578 0.512071 0.058 Uiso 1 1 calc R U . . .
C25 C 0.45724(14) 0.42515(6) 0.44812(13) 0.0397(3) Uani 1 1 d . . . . .
H25 H 0.517428 0.439848 0.529854 0.048 Uiso 1 1 calc R U . . .
C26 C 0.66862(13) 0.48599(5) 0.27566(12) 0.0345(3) Uani 1 1 d . . . . .
C27 C 0.55459(15) 0.51942(6) 0.20793(14) 0.0456(3) Uani 1 1 d . . . . .
H27 H 0.465322 0.506234 0.199500 0.055 Uiso 1 1 calc R U . . .
C28 C 0.57106(19) 0.57253(7) 0.15205(17) 0.0585(4) Uani 1 1 d . . . . .
H28 H 0.492978 0.594583 0.107489 0.070 Uiso 1 1 calc R U . . .
C29 C 0.7007(2) 0.59242(7) 0.16218(17) 0.0622(4) Uani 1 1 d . . . . .
H29 H 0.711808 0.628092 0.125639 0.075 Uiso 1 1 calc R U . . .
C30 C 0.8151(2) 0.55909(8) 0.2272(2) 0.0686(5) Uani 1 1 d . . . . .
H30 H 0.903830 0.572184 0.233169 0.082 Uiso 1 1 calc R U . . .
C31 C 0.80006(16) 0.50628(7) 0.28378(17) 0.0546(4) Uani 1 1 d . . . . .
H31 H 0.878578 0.484316 0.327478 0.065 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'
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
C8 O2 C13 117.38(9) . . ?
C2 N1 C1 119.86(11) . . ?
C2 N1 C10 123.22(10) . . ?
C10 N1 C1 116.91(11) . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C2 C3 121.75(11) . . ?
N1 C2 C7 119.73(11) . . ?
C3 C2 C7 118.52(12) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.16(13) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 119.2 . . ?
C3 C4 C5 121.59(13) . . ?
C5 C4 H4 119.2 . . ?
C4 C5 H5 120.4 . . ?
C6 C5 C4 119.14(13) . . ?
C6 C5 H5 120.4 . . ?
C5 C6 H6 119.7 . . ?
C5 C6 C7 120.63(13) . . ?
C7 C6 H6 119.7 . . ?
C2 C7 C8 117.59(11) . . ?
C6 C7 C2 119.94(11) . . ?
C6 C7 C8 122.44(11) . . ?
O2 C8 C7 115.10(10) . . ?
O2 C8 C9 122.41(10) . . ?
C9 C8 C7 122.37(11) . . ?
C8 C9 C10 119.50(11) . . ?
C8 C9 C11 118.14(11) . . ?
C10 C9 C11 122.32(11) . . ?
O1 C10 N1 120.40(12) . . ?
O1 C10 C9 123.21(12) . . ?
N1 C10 C9 116.38(11) . . ?
C9 C11 C14 121.30(10) . . ?
C12 C11 C9 117.84(11) . . ?
C12 C11 C14 120.54(11) . . ?
C11 C12 H12 119.1 . . ?
C11 C12 C13 121.76(11) . . ?
C13 C12 H12 119.1 . . ?
O2 C13 C12 109.04(9) . . ?
O2 C13 C20 108.76(9) . . ?
O2 C13 C26 103.54(9) . . ?
C12 C13 C20 111.17(10) . . ?
C12 C13 C26 110.97(10) . . ?
C20 C13 C26 113.01(10) . . ?
C15 C14 C11 121.33(11) . . ?
C19 C14 C11 120.24(11) . . ?
C19 C14 C15 118.40(11) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.27(12) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 119.7 . . ?
C17 C16 C15 120.61(13) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 120.1 . . ?
C16 C17 C18 119.72(13) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 119.99(14) . . ?
C19 C18 H18 120.0 . . ?
C14 C19 H19 119.5 . . ?
C18 C19 C14 121.01(13) . . ?
C18 C19 H19 119.5 . . ?
C21 C20 C13 119.37(11) . . ?
C25 C20 C13 122.20(11) . . ?
C25 C20 C21 118.39(12) . . ?
C20 C21 H21 119.5 . . ?
C22 C21 C20 120.91(14) . . ?
C22 C21 H21 119.5 . . ?
C21 C22 H22 119.8 . . ?
C23 C22 C21 120.33(14) . . ?
C23 C22 H22 119.8 . . ?
C22 C23 H23 120.3 . . ?
C22 C23 C24 119.48(13) . . ?
C24 C23 H23 120.3 . . ?
C23 C24 H24 119.9 . . ?
C23 C24 C25 120.28(13) . . ?
C25 C24 H24 119.9 . . ?
C20 C25 H25 119.7 . . ?
C24 C25 C20 120.59(13) . . ?
C24 C25 H25 119.7 . . ?
C27 C26 C13 122.83(11) . . ?
C27 C26 C31 118.05(12) . . ?
C31 C26 C13 119.10(12) . . ?
C26 C27 H27 119.5 . . ?
C26 C27 C28 121.05(14) . . ?
C28 C27 H27 119.5 . . ?
C27 C28 H28 119.8 . . ?
C29 C28 C27 120.44(15) . . ?
C29 C28 H28 119.8 . . ?
C28 C29 H29 120.4 . . ?
C28 C29 C30 119.12(15) . . ?
C30 C29 H29 120.4 . . ?
C29 C30 H30 119.5 . . ?
C29 C30 C31 120.97(16) . . ?
C31 C30 H30 119.5 . . ?
C26 C31 H31 119.8 . . ?
C30 C31 C26 120.36(15) . . ?
C30 C31 H31 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
O1 C10 1.2261(16) . ?
O2 C8 1.3568(14) . ?
O2 C13 1.4661(13) . ?
N1 C1 1.4679(17) . ?
N1 C2 1.3887(16) . ?
N1 C10 1.3949(17) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.4043(17) . ?
C2 C7 1.4100(17) . ?
C3 H3 0.9300 . ?
C3 C4 1.374(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.389(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.3785(18) . ?
C6 H6 0.9300 . ?
C6 C7 1.4011(18) . ?
C7 C8 1.4369(16) . ?
C8 C9 1.3628(16) . ?
C9 C10 1.4613(17) . ?
C9 C11 1.4693(16) . ?
C11 C12 1.3377(17) . ?
C11 C14 1.4896(16) . ?
C12 H12 0.9300 . ?
C12 C13 1.5158(16) . ?
C13 C20 1.5280(17) . ?
C13 C26 1.5284(17) . ?
C14 C15 1.3885(17) . ?
C14 C19 1.3860(18) . ?
C15 H15 0.9300 . ?
C15 C16 1.3857(19) . ?
C16 H16 0.9300 . ?
C16 C17 1.372(2) . ?
C17 H17 0.9300 . ?
C17 C18 1.375(2) . ?
C18 H18 0.9300 . ?
C18 C19 1.383(2) . ?
C19 H19 0.9300 . ?
C20 C21 1.3880(18) . ?
C20 C25 1.3878(17) . ?
C21 H21 0.9300 . ?
C21 C22 1.378(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.378(2) . ?
C23 H23 0.9300 . ?
C23 C24 1.379(2) . ?
C24 H24 0.9300 . ?
C24 C25 1.3853(19) . ?
C25 H25 0.9300 . ?
C26 C27 1.3803(18) . ?
C26 C31 1.3862(19) . ?
C27 H27 0.9300 . ?
C27 C28 1.391(2) . ?
C28 H28 0.9300 . ?
C28 C29 1.362(2) . ?
C29 H29 0.9300 . ?
C29 C30 1.375(3) . ?
C30 H30 0.9300 . ?
C30 C31 1.385(2) . ?
C31 H31 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
O2 C8 C9 C10 -178.35(11) . . . . ?
O2 C8 C9 C11 3.99(17) . . . . ?
O2 C13 C20 C21 -166.20(11) . . . . ?
O2 C13 C20 C25 15.80(15) . . . . ?
O2 C13 C26 C27 -121.53(12) . . . . ?
O2 C13 C26 C31 57.11(14) . . . . ?
N1 C2 C3 C4 179.83(12) . . . . ?
N1 C2 C7 C6 -179.76(11) . . . . ?
N1 C2 C7 C8 -1.60(17) . . . . ?
C1 N1 C2 C3 -4.92(19) . . . . ?
C1 N1 C2 C7 175.60(12) . . . . ?
C1 N1 C10 O1 9.8(2) . . . . ?
C1 N1 C10 C9 -168.84(12) . . . . ?
C2 N1 C10 O1 -168.98(13) . . . . ?
C2 N1 C10 C9 12.35(18) . . . . ?
C2 C3 C4 C5 -0.1(2) . . . . ?
C2 C7 C8 O2 -174.88(10) . . . . ?
C2 C7 C8 C9 1.31(17) . . . . ?
C3 C2 C7 C6 0.75(18) . . . . ?
C3 C2 C7 C8 178.90(11) . . . . ?
C3 C4 C5 C6 0.8(2) . . . . ?
C4 C5 C6 C7 -0.8(2) . . . . ?
C5 C6 C7 C2 -0.02(19) . . . . ?
C5 C6 C7 C8 -178.08(12) . . . . ?
C6 C7 C8 O2 3.22(17) . . . . ?
C6 C7 C8 C9 179.42(12) . . . . ?
C7 C2 C3 C4 -0.7(2) . . . . ?
C7 C8 C9 C10 5.73(18) . . . . ?
C7 C8 C9 C11 -171.93(10) . . . . ?
C8 O2 C13 C12 -41.42(13) . . . . ?
C8 O2 C13 C20 79.96(12) . . . . ?
C8 O2 C13 C26 -159.61(9) . . . . ?
C8 C9 C10 O1 169.18(13) . . . . ?
C8 C9 C10 N1 -12.19(18) . . . . ?
C8 C9 C11 C12 -15.75(17) . . . . ?
C8 C9 C11 C14 157.73(11) . . . . ?
C9 C11 C12 C13 -3.20(18) . . . . ?
C9 C11 C14 C15 132.63(13) . . . . ?
C9 C11 C14 C19 -49.49(17) . . . . ?
C10 N1 C2 C3 173.85(12) . . . . ?
C10 N1 C2 C7 -5.63(18) . . . . ?
C10 C9 C11 C12 166.66(12) . . . . ?
C10 C9 C11 C14 -19.87(18) . . . . ?
C11 C9 C10 O1 -13.3(2) . . . . ?
C11 C9 C10 N1 165.37(11) . . . . ?
C11 C12 C13 O2 30.36(16) . . . . ?
C11 C12 C13 C20 -89.54(14) . . . . ?
C11 C12 C13 C26 143.78(12) . . . . ?
C11 C14 C15 C16 178.60(12) . . . . ?
C11 C14 C19 C18 -177.92(13) . . . . ?
C12 C11 C14 C15 -54.07(18) . . . . ?
C12 C11 C14 C19 123.81(14) . . . . ?
C12 C13 C20 C21 -46.14(15) . . . . ?
C12 C13 C20 C25 135.87(12) . . . . ?
C12 C13 C26 C27 121.62(13) . . . . ?
C12 C13 C26 C31 -59.73(15) . . . . ?
C13 O2 C8 C7 -157.17(10) . . . . ?
C13 O2 C8 C9 26.63(16) . . . . ?
C13 C20 C21 C22 -177.26(13) . . . . ?
C13 C20 C25 C24 177.82(12) . . . . ?
C13 C26 C27 C28 177.24(13) . . . . ?
C13 C26 C31 C30 -177.63(14) . . . . ?
C14 C11 C12 C13 -176.72(11) . . . . ?
C14 C15 C16 C17 -0.8(2) . . . . ?
C15 C14 C19 C18 0.0(2) . . . . ?
C15 C16 C17 C18 0.2(2) . . . . ?
C16 C17 C18 C19 0.5(3) . . . . ?
C17 C18 C19 C14 -0.6(2) . . . . ?
C19 C14 C15 C16 0.7(2) . . . . ?
C20 C13 C26 C27 -4.04(16) . . . . ?
C20 C13 C26 C31 174.60(12) . . . . ?
C20 C21 C22 C23 -0.6(2) . . . . ?
C21 C20 C25 C24 -0.19(19) . . . . ?
C21 C22 C23 C24 -0.2(2) . . . . ?
C22 C23 C24 C25 0.8(2) . . . . ?
C23 C24 C25 C20 -0.6(2) . . . . ?
C25 C20 C21 C22 0.8(2) . . . . ?
C26 C13 C20 C21 79.42(14) . . . . ?
C26 C13 C20 C25 -98.58(13) . . . . ?
C26 C27 C28 C29 0.6(2) . . . . ?
C27 C26 C31 C30 1.1(2) . . . . ?
C27 C28 C29 C30 0.6(3) . . . . ?
C28 C29 C30 C31 -1.0(3) . . . . ?
C29 C30 C31 C26 0.1(3) . . . . ?
C31 C26 C27 C28 -1.4(2) . . . . ?
