#------------------------------------------------------------------------------
#$Date: 2022-05-05 22:54:22 +0200 (Thu 05 de May de 2022) $
#$Revision: 275058 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/86/7158640.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_7158640
loop_
_publ_author_name
'Stahlberger, M.'
'Steinlein, O.'
'Adam, C. R.'
'Rotter, M.'
'Hohmann, J.'
'Nieger, M.'
'Köberle, B'
'Bräse, S'
_publ_section_title
;
 Fluorescent annulated imidazo[4,5-c]isoquinolines via a
 GBB-3CR/imidoylation sequence - DNA-interactions in pUC-19 gel
 electrophoresis mobility shift assay.
;
_journal_issue                   17
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              3598
_journal_page_last               3604
_journal_paper_doi               10.1039/d2ob00372d
_journal_volume                  20
_journal_year                    2022
_chemical_formula_moiety         'C24 H24 N4'
_chemical_formula_sum            'C24 H24 N4'
_chemical_formula_weight         368.47
_chemical_name_systematic
;
N-(adamantan-1-yl)pyrido[2',1':2,3]imidazo[4,5-c]isoquinolin-5-amine
;
_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   difmap
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2022-02-16 deposited with the CCDC.	2022-04-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.357(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.5540(6)
_cell_length_b                   12.6859(12)
_cell_length_c                   23.2169(21)
_cell_measurement_reflns_used    9929
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      72.1
_cell_measurement_theta_min      3.8
_cell_volume                     1914.4(3)
_computing_cell_refinement       'APEX3 (Bruker AXS Inc., 2016)'
_computing_data_collection       'APEX3 (Bruker AXS Inc., 2016)'
_computing_data_reduction        'SAINT (Bruker AXS Inc., 2016)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type
'Bruker D8 VENTURE with PhotonII CPAD detector'
_diffrn_measurement_method       'rotation in φ and ω, 1°, shutterless'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            26584
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.117
_diffrn_reflns_theta_min         3.839
_diffrn_source                   'INCOATEC microfocus sealed tube'
_exptl_absorpt_coefficient_mu    0.599
_exptl_absorpt_correction_T_max  0.9705
_exptl_absorpt_correction_T_min  0.8312
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2014)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_description       plates
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.180
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.034
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     256
_refine_ls_number_reflns         3764
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.0385
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0382P)²+0.5418P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0942
_refine_ls_wR_factor_ref         0.0969
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3445
_reflns_number_total             3764
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ob00372d2.cif
_cod_data_source_block           sb1355_hy_compound_9d
_cod_depositor_comments
'Adding full bibliography for 7158640--7158641.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7158640
_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   0.870
_shelx_estimated_absorpt_t_max   0.982
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
N1 N 0.40220(16) 0.61812(8) 0.67366(4) 0.0393(2) Uani 1 1 d . . . . .
C2 C 0.50358(18) 0.55543(9) 0.71469(5) 0.0372(3) Uani 1 1 d . . . . .
N3 N 0.67914(15) 0.49881(8) 0.70802(4) 0.0377(2) Uani 1 1 d . . . . .
C4 C 0.7916(2) 0.49274(10) 0.66219(5) 0.0432(3) Uani 1 1 d . . . . .
H4 H 0.7497 0.5288 0.6278 0.052 Uiso 1 1 calc R U . . .
C5 C 0.9635(2) 0.43364(11) 0.66782(6) 0.0474(3) Uani 1 1 d . . . . .
H5 H 1.0422 0.4292 0.6373 0.057 Uiso 1 1 calc R U . . .
C6 C 1.0246(2) 0.37836(11) 0.71993(6) 0.0511(3) Uani 1 1 d . . . . .
H6 H 1.1430 0.3373 0.7232 0.061 Uiso 1 1 calc R U . . .
C7 C 0.9142(2) 0.38390(11) 0.76527(6) 0.0486(3) Uani 1 1 d . . . . .
H7 H 0.9563 0.3465 0.7992 0.058 Uiso 1 1 calc R U . . .
C8 C 0.73488(19) 0.44665(10) 0.76101(5) 0.0404(3) Uani 1 1 d . . . . .
N9 N 0.60476(17) 0.46640(9) 0.79921(4) 0.0448(3) Uani 1 1 d . . . . .
C10 C 0.46423(18) 0.53500(9) 0.77044(5) 0.0380(3) Uani 1 1 d . . . . .
C11 C 0.28958(18) 0.58741(9) 0.78863(5) 0.0382(3) Uani 1 1 d . . . . .
C12 C 0.2324(2) 0.57744(11) 0.84458(5) 0.0479(3) Uani 1 1 d . . . . .
H12 H 0.3124 0.5371 0.8723 0.058 Uiso 1 1 calc R U . . .
C13 C 0.0594(2) 0.62672(13) 0.85870(6) 0.0561(4) Uani 1 1 d . . . . .
H13 H 0.0229 0.6201 0.8959 0.067 Uiso 1 1 calc R U . . .
C14 C -0.0618(2) 0.68679(12) 0.81715(6) 0.0526(3) Uani 1 1 d . . . . .
H14 H -0.1804 0.7192 0.8266 0.063 Uiso 1 1 calc R U . . .
C15 C -0.0070(2) 0.69833(10) 0.76246(6) 0.0441(3) Uani 1 1 d . . . . .
H15 H -0.0896 0.7383 0.7352 0.053 Uiso 1 1 calc R U . . .
C16 C 0.17167(18) 0.65092(9) 0.74687(5) 0.0367(3) Uani 1 1 d . . . . .
C17 C 0.23776(18) 0.66481(9) 0.68918(5) 0.0368(3) Uani 1 1 d . . . . .
N18 N 0.12442(17) 0.72881(9) 0.64991(4) 0.0443(3) Uani 1 1 d . . . . .
H18 H 0.041(2) 0.7757(13) 0.6635(6) 0.053 Uiso 1 1 d . U . . .
C19 C 0.14807(18) 0.73993(10) 0.58797(5) 0.0372(3) Uani 1 1 d . . . . .
C20 C 0.1288(2) 0.63297(10) 0.55689(5) 0.0437(3) Uani 1 1 d . . . . .
H20A H -0.0011 0.6003 0.5624 0.052 Uiso 1 1 calc R U . . .
H20B H 0.2391 0.5868 0.5733 0.052 Uiso 1 1 calc R U . . .
C21 C 0.1401(2) 0.64842(11) 0.49169(6) 0.0509(3) Uani 1 1 d . . . . .
H21 H 0.1292 0.5797 0.4722 0.061 Uiso 1 1 calc R U . . .
C22 C 0.3450(2) 0.69909(13) 0.48344(6) 0.0558(4) Uani 1 1 d . . . . .
H22A H 0.3549 0.7071 0.4423 0.067 Uiso 1 1 calc R U . . .
H22B H 0.4573 0.6544 0.5002 0.067 Uiso 1 1 calc R U . . .
C23 C 0.3608(2) 0.80676(12) 0.51296(6) 0.0511(3) Uani 1 1 d . . . . .
H23 H 0.4919 0.8398 0.5072 0.061 Uiso 1 1 calc R U . . .
C24 C 0.1839(2) 0.87706(12) 0.48706(6) 0.0553(4) Uani 1 1 d . . . . .
H24A H 0.1899 0.8869 0.4459 0.066 Uiso 1 1 calc R U . . .
H24B H 0.1949 0.9456 0.5057 0.066 Uiso 1 1 calc R U . . .
C25 C -0.0202(2) 0.82550(11) 0.49618(6) 0.0487(3) Uani 1 1 d . . . . .
H25 H -0.1343 0.8707 0.4797 0.058 Uiso 1 1 calc R U . . .
C26 C -0.0300(2) 0.80995(11) 0.56108(5) 0.0446(3) Uani 1 1 d . . . . .
H26A H -0.1600 0.7774 0.5666 0.054 Uiso 1 1 calc R U . . .
H26B H -0.0224 0.8779 0.5804 0.054 Uiso 1 1 calc R U . . .
C27 C -0.0363(2) 0.71870(12) 0.46559(6) 0.0556(4) Uani 1 1 d . . . . .
H27A H -0.1668 0.6858 0.4702 0.067 Uiso 1 1 calc R U . . .
H27B H -0.0300 0.7282 0.4244 0.067 Uiso 1 1 calc R U . . .
C28 C 0.35138(19) 0.79255(10) 0.57826(5) 0.0430(3) Uani 1 1 d . . . . .
H28A H 0.4658 0.7493 0.5951 0.052 Uiso 1 1 calc R U . . .
H28B H 0.3624 0.8607 0.5974 0.052 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'
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
C17 N1 C2 114.67(10) . . ?
N1 C2 C10 129.83(11) . . ?
N1 C2 N3 124.70(11) . . ?
C10 C2 N3 105.46(10) . . ?
C4 N3 C2 130.83(10) . . ?
C4 N3 C8 123.24(10) . . ?
C2 N3 C8 105.89(10) . . ?
C5 C4 N3 118.83(12) . . ?
C5 C4 H4 120.6 . . ?
N3 C4 H4 120.6 . . ?
C4 C5 C6 120.13(13) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C7 C6 C5 121.32(12) . . ?
C7 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
C6 C7 C8 119.85(12) . . ?
C6 C7 H7 120.1 . . ?
C8 C7 H7 120.1 . . ?
N9 C8 N3 112.24(11) . . ?
N9 C8 C7 131.15(12) . . ?
N3 C8 C7 116.61(11) . . ?
C8 N9 C10 103.99(10) . . ?
N9 C10 C2 112.40(11) . . ?
N9 C10 C11 131.33(11) . . ?
C2 C10 C11 116.27(11) . . ?
C12 C11 C16 119.96(12) . . ?
C12 C11 C10 123.31(12) . . ?
C16 C11 C10 116.73(11) . . ?
C13 C12 C11 120.50(13) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C12 C13 C14 119.93(12) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C15 C14 C13 120.34(13) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C14 C15 C16 121.27(13) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 H15 119.4 . . ?
C15 C16 C11 117.93(11) . . ?
C15 C16 C17 122.42(11) . . ?
C11 C16 C17 119.65(11) . . ?
N1 C17 N18 118.51(10) . . ?
N1 C17 C16 122.77(11) . . ?
N18 C17 C16 118.72(11) . . ?
C17 N18 C19 126.30(10) . . ?
C17 N18 H18 117.6(10) . . ?
C19 N18 H18 115.4(10) . . ?
N18 C19 C28 112.80(10) . . ?
N18 C19 C20 111.21(10) . . ?
C28 C19 C20 109.68(10) . . ?
N18 C19 C26 106.44(10) . . ?
C28 C19 C26 108.57(10) . . ?
C20 C19 C26 107.94(10) . . ?
C19 C20 C21 109.80(10) . . ?
C19 C20 H20A 109.7 . . ?
C21 C20 H20A 109.7 . . ?
C19 C20 H20B 109.7 . . ?
C21 C20 H20B 109.7 . . ?
H20A C20 H20B 108.2 . . ?
C27 C21 C22 109.85(12) . . ?
C27 C21 C20 109.69(11) . . ?
C22 C21 C20 109.38(11) . . ?
C27 C21 H21 109.3 . . ?
C22 C21 H21 109.3 . . ?
C20 C21 H21 109.3 . . ?
C21 C22 C23 109.36(11) . . ?
C21 C22 H22A 109.8 . . ?
C23 C22 H22A 109.8 . . ?
C21 C22 H22B 109.8 . . ?
C23 C22 H22B 109.8 . . ?
H22A C22 H22B 108.3 . . ?
C24 C23 C22 110.00(12) . . ?
C24 C23 C28 109.47(11) . . ?
C22 C23 C28 109.23(11) . . ?
C24 C23 H23 109.4 . . ?
C22 C23 H23 109.4 . . ?
C28 C23 H23 109.4 . . ?
C23 C24 C25 109.28(11) . . ?
C23 C24 H24A 109.8 . . ?
C25 C24 H24A 109.8 . . ?
C23 C24 H24B 109.8 . . ?
C25 C24 H24B 109.8 . . ?
H24A C24 H24B 108.3 . . ?
C27 C25 C24 108.97(12) . . ?
C27 C25 C26 109.56(12) . . ?
C24 C25 C26 109.89(11) . . ?
C27 C25 H25 109.5 . . ?
C24 C25 H25 109.5 . . ?
C26 C25 H25 109.5 . . ?
C25 C26 C19 110.46(10) . . ?
C25 C26 H26A 109.6 . . ?
C19 C26 H26A 109.6 . . ?
C25 C26 H26B 109.6 . . ?
C19 C26 H26B 109.6 . . ?
H26A C26 H26B 108.1 . . ?
C21 C27 C25 109.30(11) . . ?
C21 C27 H27A 109.8 . . ?
C25 C27 H27A 109.8 . . ?
C21 C27 H27B 109.8 . . ?
C25 C27 H27B 109.8 . . ?
H27A C27 H27B 108.3 . . ?
C19 C28 C23 110.00(10) . . ?
C19 C28 H28A 109.7 . . ?
C23 C28 H28A 109.7 . . ?
C19 C28 H28B 109.7 . . ?
C23 C28 H28B 109.7 . . ?
H28A C28 H28B 108.2 . . ?
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
N1 C17 1.3197(15) . ?
N1 C2 1.3488(15) . ?
C2 C10 1.3764(16) . ?
C2 N3 1.3819(15) . ?
N3 C4 1.3717(16) . ?
N3 C8 1.4035(15) . ?
C4 C5 1.3458(18) . ?
C4 H4 0.9300 . ?
C5 C6 1.411(2) . ?
C5 H5 0.9300 . ?
C6 C7 1.353(2) . ?
C6 H6 0.9300 . ?
C7 C8 1.4123(18) . ?
C7 H7 0.9300 . ?
C8 N9 1.3305(17) . ?
N9 C10 1.3764(16) . ?
C10 C11 1.4333(17) . ?
C11 C12 1.4031(17) . ?
C11 C16 1.4122(17) . ?
C12 C13 1.371(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.395(2) . ?
C13 H13 0.9300 . ?
C14 C15 1.3709(18) . ?
C14 H14 0.9300 . ?
C15 C16 1.4042(17) . ?
C15 H15 0.9300 . ?
C16 C17 1.4702(16) . ?
C17 N18 1.3671(15) . ?
N18 C19 1.4726(15) . ?
N18 H18 0.891(16) . ?
C19 C28 1.5326(17) . ?
C19 C20 1.5344(17) . ?
C19 C26 1.5346(16) . ?
C20 C21 1.5375(18) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C27 1.523(2) . ?
C21 C22 1.523(2) . ?
C21 H21 0.9800 . ?
C22 C23 1.526(2) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.524(2) . ?
C23 C28 1.5359(18) . ?
C23 H23 0.9800 . ?
C24 C25 1.528(2) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C27 1.527(2) . ?
C25 C26 1.5290(18) . ?
C25 H25 0.9800 . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
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
N18 H18 N9 0.891(16) 2.781(16) 3.6319(16) 160.3(13) 2_556
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
C17 N1 C2 C10 -1.74(19) . . . . ?
C17 N1 C2 N3 179.93(11) . . . . ?
N1 C2 N3 C4 1.3(2) . . . . ?
C10 C2 N3 C4 -177.35(12) . . . . ?
N1 C2 N3 C8 178.89(11) . . . . ?
C10 C2 N3 C8 0.22(13) . . . . ?
C2 N3 C4 C5 177.55(12) . . . . ?
C8 N3 C4 C5 0.34(19) . . . . ?
N3 C4 C5 C6 0.6(2) . . . . ?
C4 C5 C6 C7 -0.5(2) . . . . ?
C5 C6 C7 C8 -0.5(2) . . . . ?
C4 N3 C8 N9 178.54(11) . . . . ?
C2 N3 C8 N9 0.74(14) . . . . ?
C4 N3 C8 C7 -1.33(18) . . . . ?
C2 N3 C8 C7 -179.13(11) . . . . ?
C6 C7 C8 N9 -178.47(14) . . . . ?
C6 C7 C8 N3 1.37(19) . . . . ?
N3 C8 N9 C10 -1.36(14) . . . . ?
C7 C8 N9 C10 178.49(13) . . . . ?
C8 N9 C10 C2 1.52(14) . . . . ?
C8 N9 C10 C11 -178.13(13) . . . . ?
N1 C2 C10 N9 -179.67(12) . . . . ?
N3 C2 C10 N9 -1.10(14) . . . . ?
N1 C2 C10 C11 0.0(2) . . . . ?
N3 C2 C10 C11 178.61(10) . . . . ?
N9 C10 C11 C12 1.6(2) . . . . ?
C2 C10 C11 C12 -178.06(12) . . . . ?
N9 C10 C11 C16 -177.87(12) . . . . ?
C2 C10 C11 C16 2.49(16) . . . . ?
C16 C11 C12 C13 1.7(2) . . . . ?
C10 C11 C12 C13 -177.72(13) . . . . ?
C11 C12 C13 C14 0.4(2) . . . . ?
C12 C13 C14 C15 -1.1(2) . . . . ?
C13 C14 C15 C16 -0.3(2) . . . . ?
C14 C15 C16 C11 2.38(19) . . . . ?
C14 C15 C16 C17 -177.95(12) . . . . ?
C12 C11 C16 C15 -3.05(17) . . . . ?
C10 C11 C16 C15 176.42(11) . . . . ?
C12 C11 C16 C17 177.26(11) . . . . ?
C10 C11 C16 C17 -3.26(16) . . . . ?
C2 N1 C17 N18 -179.22(11) . . . . ?
C2 N1 C17 C16 0.83(17) . . . . ?
C15 C16 C17 N1 -178.03(12) . . . . ?
C11 C16 C17 N1 1.64(18) . . . . ?
C15 C16 C17 N18 2.02(18) . . . . ?
C11 C16 C17 N18 -178.31(11) . . . . ?
N1 C17 N18 C19 9.71(19) . . . . ?
C16 C17 N18 C19 -170.34(11) . . . . ?
C17 N18 C19 C28 -67.77(16) . . . . ?
C17 N18 C19 C20 55.94(16) . . . . ?
C17 N18 C19 C26 173.27(12) . . . . ?
N18 C19 C20 C21 176.31(10) . . . . ?
C28 C19 C20 C21 -58.22(13) . . . . ?
C26 C19 C20 C21 59.90(13) . . . . ?
C19 C20 C21 C27 -60.80(15) . . . . ?
C19 C20 C21 C22 59.75(14) . . . . ?
C27 C21 C22 C23 59.27(14) . . . . ?
C20 C21 C22 C23 -61.18(14) . . . . ?
C21 C22 C23 C24 -59.07(14) . . . . ?
C21 C22 C23 C28 61.10(14) . . . . ?
C22 C23 C24 C25 59.95(15) . . . . ?
C28 C23 C24 C25 -60.08(15) . . . . ?
C23 C24 C25 C27 -60.55(15) . . . . ?
C23 C24 C25 C26 59.50(15) . . . . ?
C27 C25 C26 C19 60.29(15) . . . . ?
C24 C25 C26 C19 -59.40(15) . . . . ?
N18 C19 C26 C25 -179.48(11) . . . . ?
C28 C19 C26 C25 58.83(14) . . . . ?
C20 C19 C26 C25 -60.00(14) . . . . ?
C22 C21 C27 C25 -60.46(15) . . . . ?
C20 C21 C27 C25 59.80(15) . . . . ?
C24 C25 C27 C21 60.85(14) . . . . ?
C26 C25 C27 C21 -59.41(15) . . . . ?
N18 C19 C28 C23 -177.10(10) . . . . ?
C20 C19 C28 C23 58.35(13) . . . . ?
C26 C19 C28 C23 -59.38(13) . . . . ?
C24 C23 C28 C19 60.73(15) . . . . ?
C22 C23 C28 C19 -59.77(14) . . . . ?
