#------------------------------------------------------------------------------
#$Date: 2024-07-05 16:33:37 +0300 (Fri, 05 Jul 2024) $
#$Revision: 292823 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/30/7133083.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_7133083
loop_
_publ_author_name
'Fall, Arona'
'Magdei, Mihaela'
'Savchuk, Mariia'
'Oudeyer, Sylvain'
'Beucher, Hélène'
'Brière, Jean-François'
_publ_section_title
;
 Iron-catalyzed decarboxylative radical addition to chiral azomethine
 imines upon visible light.
;
_journal_issue                   49
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              6316
_journal_page_last               6319
_journal_paper_doi               10.1039/d4cc01766h
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C26 H22 N3 O3'
_chemical_formula_sum            'C26 H25 N3 O2'
_chemical_formula_weight         411.49
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   dual
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.5
_audit_creation_date             2024-01-15T15:52:49-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2024-03-18 deposited with the CCDC.	2024-05-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.2830(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   16.9362(3)
_cell_length_b                   10.0156(2)
_cell_length_c                   27.6433(5)
_cell_measurement_reflns_used    8485
_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      56.91
_cell_measurement_theta_min      2.72
_cell_measurement_wavelength     1.54184
_cell_volume                     4500.94(15)
_computing_cell_refinement       'SAINT V8.40B integration software'
_computing_data_collection       'Bruker APEX2 software'
_computing_data_reduction        'SORTAV (Blessing, 1995)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2015)'
_diffrn_ambient_temperature      300(2)
_diffrn_detector                 'APEX-II CCD'
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       'φ or ω oscillation scans'
_diffrn_orient_matrix_UB_11      0.060548
_diffrn_orient_matrix_UB_12      0.005172
_diffrn_orient_matrix_UB_13      0.016502
_diffrn_orient_matrix_UB_21      -0.010607
_diffrn_orient_matrix_UB_22      0.008032
_diffrn_orient_matrix_UB_23      0.033692
_diffrn_orient_matrix_UB_31      0.002294
_diffrn_orient_matrix_UB_32      -0.099386
_diffrn_orient_matrix_UB_33      0.003582
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.074
_diffrn_reflns_av_unetI/netI     0.0464
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            9831
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_reduction_process
;
        Scaled and merged with Sortav
        R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
        R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         81.112
_diffrn_reflns_theta_min         2.718
_diffrn_source                   'sealed x-ray tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.619
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1744
_exptl_crystal_size_max          0
_exptl_crystal_size_mid          0
_exptl_crystal_size_min          0
_refine_diff_density_max         0.498
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       0.0006(2)
_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   1.04
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     562
_refine_ls_number_reflns         9831
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.04
_refine_ls_R_factor_all          0.1017
_refine_ls_R_factor_gt           0.0714
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1619P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2213
_refine_ls_wR_factor_ref         0.2454
_reflns_Friedel_coverage         0
_reflns_number_gt                6271
_reflns_number_total             9831
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc01766h2.cif
_cod_data_source_block           shelx_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7133082--7133083.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7133083
_shelx_shelxl_version_number     2018/3
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -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
C1 C 0.92245(13) 0.0210(2) 0.83476(8) 0.0587(5) Uani 1 1 d . . . . .
C2 C 0.86416(16) 0.0812(3) 0.85416(10) 0.0768(6) Uani 1 1 d . . . . .
H2 H 0.828985 0.146439 0.836056 0.092 Uiso 1 1 calc R U . . .
C3 C 0.8600(2) 0.0415(4) 0.90099(12) 0.1007(9) Uani 1 1 d . . . . .
H3 H 0.821446 0.080994 0.914723 0.121 Uiso 1 1 calc R U . . .
C4 C 0.9116(3) -0.0557(4) 0.92809(11) 0.1044(11) Uani 1 1 d . . . . .
C5 C 0.9711(2) -0.1150(3) 0.91000(11) 0.0939(9) Uani 1 1 d . . . . .
H5 H 1.00659 -0.178627 0.928895 0.113 Uiso 1 1 calc R U . . .
C6 C 0.97640(15) -0.0765(2) 0.86237(9) 0.0682(6) Uani 1 1 d . . . . .
C7 C 1.02685(16) -0.1159(2) 0.83172(11) 0.0806(7) Uani 1 1 d . . . . .
H7 H 1.068498 -0.179462 0.839853 0.097 Uiso 1 1 calc R U . . .
C8 C 1.00365(14) -0.0446(2) 0.78868(11) 0.0729(6) Uani 1 1 d . . . . .
H8 H 1.027106 -0.051601 0.762131 0.088 Uiso 1 1 calc R U . . .
C9 C 0.90259(15) 0.1355(2) 0.75123(8) 0.0632(5) Uani 1 1 d . . . . .
H9A H 0.94318 0.165934 0.734965 0.076 Uiso 1 1 calc R U . . .
H9B H 0.885065 0.212232 0.766982 0.076 Uiso 1 1 calc R U . . .
C10 C 0.82799(13) 0.07887(19) 0.71091(8) 0.0576(5) Uani 1 1 d . . . . .
H10 H 0.788082 0.0441 0.727443 0.069 Uiso 1 1 calc R U . . .
C11 C 0.85437(14) -0.03318(19) 0.68199(8) 0.0592(5) Uani 1 1 d . . . . .
C12 C 0.9026(2) -0.0088(3) 0.65051(12) 0.0935(9) Uani 1 1 d . . . . .
H12 H 0.916281 0.078322 0.644451 0.112 Uiso 1 1 calc R U . . .
C13 C 0.9312(3) -0.1161(4) 0.62754(13) 0.1107(11) Uani 1 1 d . . . . .
H13 H 0.964675 -0.100539 0.606573 0.133 Uiso 1 1 calc R U . . .
C14 C 0.9095(2) -0.2454(3) 0.63620(13) 0.0988(10) Uani 1 1 d . . . . .
H14 H 0.928273 -0.316877 0.621012 0.119 Uiso 1 1 calc R U . . .
C15 C 0.8615(2) -0.2673(3) 0.66638(14) 0.0995(10) Uani 1 1 d . . . . .
H15 H 0.846503 -0.354129 0.671816 0.119 Uiso 1 1 calc R U . . .
C16 C 0.83430(18) -0.1631(2) 0.68932(11) 0.0793(7) Uani 1 1 d . . . . .
H16 H 0.801353 -0.180517 0.710425 0.095 Uiso 1 1 calc R U . . .
C17 C 0.67483(14) 0.2783(2) 0.69704(9) 0.0657(5) Uani 1 1 d . . . . .
C18 C 0.64321(15) 0.1723(3) 0.65767(10) 0.0733(6) Uani 1 1 d . . . . .
H18A H 0.594464 0.202291 0.632222 0.088 Uiso 1 1 calc R U . . .
H18B H 0.630687 0.090318 0.672686 0.088 Uiso 1 1 calc R U . . .
C19 C 0.71604(13) 0.1534(2) 0.63540(8) 0.0629(5) Uani 1 1 d . . . . .
H19 H 0.719751 0.059508 0.626237 0.076 Uiso 1 1 calc R U . . .
C20 C 0.70952(14) 0.2414(2) 0.58989(9) 0.0686(6) Uani 1 1 d . . . . .
C21 C 0.75877(19) 0.3512(3) 0.59019(12) 0.0944(9) Uani 1 1 d . . . . .
H21 H 0.796956 0.375593 0.62019 0.113 Uiso 1 1 calc R U . . .
C22 C 0.7533(2) 0.4270(4) 0.54706(14) 0.1128(11) Uani 1 1 d . . . . .
H22 H 0.7886 0.498762 0.548307 0.135 Uiso 1 1 calc R U . . .
C23 C 0.6966(3) 0.3960(4) 0.50354(13) 0.1171(12) Uani 1 1 d . . . . .
H23 H 0.691782 0.447192 0.474786 0.141 Uiso 1 1 calc R U . . .
C24 C 0.6465(3) 0.2889(5) 0.50214(14) 0.147(2) Uani 1 1 d . . . . .
H24 H 0.606873 0.267766 0.472313 0.177 Uiso 1 1 calc R U . . .
C25 C 0.6539(3) 0.2105(4) 0.54493(12) 0.1195(13) Uani 1 1 d . . . . .
H25 H 0.620402 0.13591 0.542832 0.143 Uiso 1 1 calc R U . . .
C26 C 0.9470(5) -0.1823(7) 1.00365(19) 0.233(4) Uani 1 1 d . . . . .
H26A H 0.933203 -0.267235 0.987423 0.349 Uiso 1 1 calc R U . . .
H26B H 0.936705 -0.184259 1.036067 0.349 Uiso 1 1 calc R U . . .
H26C H 1.004161 -0.163694 1.007819 0.349 Uiso 1 1 calc R U . . .
N1 N 0.94052(11) 0.03956(16) 0.78978(7) 0.0601(4) Uani 1 1 d . . . . .
N2 N 0.78996(11) 0.19056(16) 0.67717(6) 0.0572(4) Uani 1 1 d . . . . .
N3 N 0.75615(11) 0.28425(17) 0.70533(7) 0.0646(5) Uani 1 1 d . . . . .
H3B H 0.786282 0.340227 0.726085 0.078 Uiso 1 1 calc R U . . .
O1 O 0.63492(10) 0.34882(18) 0.71801(7) 0.0824(5) Uani 1 1 d . . . . .
O2 O 0.8997(3) -0.0841(4) 0.97446(10) 0.1696(15) Uani 1 1 d . . . . .
C1A C 0.56606(14) 0.7867(2) 0.65741(8) 0.0618(5) Uani 1 1 d . . . . .
C2A C 0.62075(18) 0.7084(3) 0.64058(10) 0.0842(7) Uani 1 1 d . . . . .
H2A H 0.652682 0.643275 0.660964 0.101 Uiso 1 1 calc R U . . .
C3A C 0.6256(2) 0.7316(4) 0.59240(12) 0.0989(10) Uani 1 1 d . . . . .
H3A H 0.661943 0.681464 0.580061 0.119 Uiso 1 1 calc R U . . .
C4A C 0.5770(2) 0.8290(3) 0.56154(11) 0.0905(8) Uani 1 1 d . . . . .
C5A C 0.52323(18) 0.9057(3) 0.57819(10) 0.0781(7) Uani 1 1 d . . . . .
H5A H 0.491642 0.97066 0.557507 0.094 Uiso 1 1 calc R U . . .
C6A C 0.51653(14) 0.8847(2) 0.62685(9) 0.0656(5) Uani 1 1 d . . . . .
C7A C 0.46638(17) 0.9391(2) 0.65518(11) 0.0759(6) Uani 1 1 d . . . . .
H7A H 0.427307 1.006157 0.644818 0.091 Uiso 1 1 calc R U . . .
C8A C 0.48585(15) 0.8754(2) 0.70016(11) 0.0734(6) Uani 1 1 d . . . . .
H8A H 0.461791 0.892196 0.72593 0.088 Uiso 1 1 calc R U . . .
C9A C 0.57959(15) 0.6901(2) 0.74306(9) 0.0653(5) Uani 1 1 d . . . . .
H9A1 H 0.592465 0.606398 0.729326 0.078 Uiso 1 1 calc R U . . .
H9A2 H 0.538624 0.672235 0.760694 0.078 Uiso 1 1 calc R U . . .
C10A C 0.65777(13) 0.7456(2) 0.78053(8) 0.0594(5) Uani 1 1 d . . . . .
H10A H 0.695236 0.777498 0.761714 0.071 Uiso 1 1 calc R U . . .
C11A C 0.63640(14) 0.8606(2) 0.80978(8) 0.0617(5) Uani 1 1 d . . . . .
C12A C 0.5901(2) 0.8430(3) 0.84295(11) 0.0860(8) Uani 1 1 d . . . . .
H12A H 0.571655 0.758175 0.848135 0.103 Uiso 1 1 calc R U . . .
C13A C 0.5708(2) 0.9517(3) 0.86876(12) 0.0994(10) Uani 1 1 d . . . . .
H13A H 0.540028 0.939662 0.89151 0.119 Uiso 1 1 calc R U . . .
C14A C 0.5974(2) 1.0773(3) 0.86043(11) 0.0936(9) Uani 1 1 d . . . . .
H14A H 0.585386 1.149901 0.878087 0.112 Uiso 1 1 calc R U . . .
C15A C 0.64053(19) 1.0957(3) 0.82716(14) 0.0947(9) Uani 1 1 d . . . . .
H15A H 0.657268 1.181039 0.821202 0.114 Uiso 1 1 calc R U . . .
C16A C 0.65992(16) 0.9888(2) 0.80195(11) 0.0777(6) Uani 1 1 d . . . . .
H16A H 0.689812 1.002974 0.778854 0.093 Uiso 1 1 calc R U . . .
C17A C 0.80955(14) 0.5504(2) 0.78930(10) 0.0701(6) Uani 1 1 d . . . . .
C18A C 0.84320(15) 0.6614(3) 0.82594(10) 0.0759(7) Uani 1 1 d . . . . .
H18C H 0.850132 0.742811 0.808545 0.091 Uiso 1 1 calc R U . . .
H18D H 0.895471 0.636839 0.849302 0.091 Uiso 1 1 calc R U . . .
C19A C 0.77644(14) 0.6774(2) 0.85297(9) 0.0678(6) Uani 1 1 d . . . . .
H19A H 0.772375 0.771362 0.861902 0.081 Uiso 1 1 calc R U . . .
C20A C 0.7896(2) 0.5920(3) 0.89912(11) 0.0913(8) Uani 1 1 d . . . . .
C21A C 0.7648(4) 0.6419(6) 0.93813(18) 0.168(2) Uani 1 1 d . . . . .
H21A H 0.741172 0.726329 0.935815 0.201 Uiso 1 1 calc R U . . .
C22A C 0.7751(6) 0.5649(10) 0.9823(2) 0.234(4) Uani 1 1 d . . . . .
H22A H 0.754515 0.594262 1.00824 0.281 Uiso 1 1 calc R U . . .
C23A C 0.8184(6) 0.4392(9) 0.9861(3) 0.211(4) Uani 1 1 d . . . . .
H23A H 0.830979 0.38816 1.015375 0.253 Uiso 1 1 calc R U . . .
C24A C 0.8369(9) 0.4052(8) 0.9499(3) 0.332(8) Uani 1 1 d . . . . .
H24A H 0.866243 0.325976 0.951749 0.398 Uiso 1 1 calc R U . . .
C25A C 0.8181(8) 0.4746(6) 0.9053(2) 0.295(6) Uani 1 1 d . . . . .
H25A H 0.82695 0.431782 0.877454 0.355 Uiso 1 1 calc R U . . .
C26A C 0.5900(5) 0.7425(7) 0.48531(19) 0.211(3) Uani 1 1 d . . . . .
H26D H 0.64347 0.704047 0.499303 0.316 Uiso 1 1 calc R U . . .
H26E H 0.58415 0.769062 0.45111 0.316 Uiso 1 1 calc R U . . .
H26F H 0.548546 0.677777 0.486028 0.316 Uiso 1 1 calc R U . . .
N1A N 0.54605(12) 0.78257(18) 0.70224(7) 0.0635(4) Uani 1 1 d . . . . .
N2A N 0.69831(11) 0.63520(16) 0.81441(7) 0.0605(4) Uani 1 1 d . . . . .
N3A N 0.72934(11) 0.54023(18) 0.78529(8) 0.0676(5) Uani 1 1 d . . . . .
H3A1 H 0.698451 0.481085 0.766614 0.081 Uiso 1 1 calc R U . . .
O1A O 0.84802(10) 0.47872(19) 0.76765(8) 0.0884(6) Uani 1 1 d . . . . .
O2A O 0.5812(2) 0.8526(3) 0.51327(9) 0.1300(9) Uani 1 1 d . . . . .
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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 '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
N1 C1 C2 130.9(2) . . ?
N1 C1 C6 108.01(19) . . ?
C2 C1 C6 121.1(2) . . ?
C3 C2 C1 117.9(3) . . ?
C3 C2 H2 121 . . ?
C1 C2 H2 121 . . ?
C2 C3 C4 121.5(3) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C5 C4 C3 121.6(3) . . ?
C5 C4 O2 124.0(4) . . ?
C3 C4 O2 114.4(4) . . ?
C4 C5 C6 118.0(3) . . ?
C4 C5 H5 121 . . ?
C6 C5 H5 121 . . ?
C5 C6 C1 119.9(3) . . ?
C5 C6 C7 134.0(3) . . ?
C1 C6 C7 106.1(2) . . ?
C8 C7 C6 107.8(2) . . ?
C8 C7 H7 126.1 . . ?
C6 C7 H7 126.1 . . ?
C7 C8 N1 110.0(2) . . ?
C7 C8 H8 125 . . ?
N1 C8 H8 125 . . ?
N1 C9 C10 113.20(16) . . ?
N1 C9 H9A 108.9 . . ?
C10 C9 H9A 108.9 . . ?
N1 C9 H9B 108.9 . . ?
C10 C9 H9B 108.9 . . ?
H9A C9 H9B 107.8 . . ?
N2 C10 C11 111.54(16) . . ?
N2 C10 C9 107.52(15) . . ?
C11 C10 C9 110.55(18) . . ?
N2 C10 H10 109.1 . . ?
C11 C10 H10 109.1 . . ?
C9 C10 H10 109.1 . . ?
C12 C11 C16 118.5(2) . . ?
C12 C11 C10 121.2(2) . . ?
C16 C11 C10 120.1(2) . . ?
C11 C12 C13 119.6(3) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
C14 C13 C12 119.7(3) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C15 C14 C13 119.9(3) . . ?
C15 C14 H14 120 . . ?
C13 C14 H14 120 . . ?
C14 C15 C16 120.5(3) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C15 C16 C11 121.7(3) . . ?
C15 C16 H16 119.2 . . ?
C11 C16 H16 119.2 . . ?
O1 C17 N3 124.87(19) . . ?
O1 C17 C18 127.9(2) . . ?
N3 C17 C18 107.24(18) . . ?
C17 C18 C19 102.33(17) . . ?
C17 C18 H18A 111.3 . . ?
C19 C18 H18A 111.3 . . ?
C17 C18 H18B 111.3 . . ?
C19 C18 H18B 111.3 . . ?
H18A C18 H18B 109.2 . . ?
N2 C19 C20 110.32(17) . . ?
N2 C19 C18 104.62(17) . . ?
C20 C19 C18 112.4(2) . . ?
N2 C19 H19 109.8 . . ?
C20 C19 H19 109.8 . . ?
C18 C19 H19 109.8 . . ?
C25 C20 C21 116.6(3) . . ?
C25 C20 C19 119.6(2) . . ?
C21 C20 C19 123.8(2) . . ?
C20 C21 C22 122.2(3) . . ?
C20 C21 H21 118.9 . . ?
C22 C21 H21 118.9 . . ?
C23 C22 C21 119.9(3) . . ?
C23 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
C22 C23 C24 119.3(3) . . ?
C22 C23 H23 120.4 . . ?
C24 C23 H23 120.4 . . ?
C23 C24 C25 120.8(3) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 H24 119.6 . . ?
C20 C25 C24 121.2(3) . . ?
C20 C25 H25 119.4 . . ?
C24 C25 H25 119.4 . . ?
O2 C26 H26A 109.5 . . ?
O2 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O2 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C8 N1 C1 108.08(19) . . ?
C8 N1 C9 125.6(2) . . ?
C1 N1 C9 126.28(17) . . ?
N3 N2 C10 108.71(16) . . ?
N3 N2 C19 101.95(15) . . ?
C10 N2 C19 114.85(16) . . ?
C17 N3 N2 115.30(16) . . ?
C17 N3 H3B 122.3 . . ?
N2 N3 H3B 122.3 . . ?
C26 O2 C4 118.5(5) . . ?
N1A C1A C2A 129.9(2) . . ?
N1A C1A C6A 107.81(19) . . ?
C2A C1A C6A 122.2(2) . . ?
C3A C2A C1A 117.1(3) . . ?
C3A C2A H2A 121.5 . . ?
C1A C2A H2A 121.5 . . ?
C2A C3A C4A 121.5(3) . . ?
C2A C3A H3A 119.3 . . ?
C4A C3A H3A 119.3 . . ?
C5A C4A O2A 116.8(3) . . ?
C5A C4A C3A 121.3(3) . . ?
O2A C4A C3A 121.9(3) . . ?
C4A C5A C6A 118.8(3) . . ?
C4A C5A H5A 120.6 . . ?
C6A C5A H5A 120.6 . . ?
C5A C6A C1A 119.1(2) . . ?
C5A C6A C7A 134.3(2) . . ?
C1A C6A C7A 106.6(2) . . ?
C8A C7A C6A 107.3(2) . . ?
C8A C7A H7A 126.4 . . ?
C6A C7A H7A 126.4 . . ?
C7A C8A N1A 110.2(2) . . ?
C7A C8A H8A 124.9 . . ?
N1A C8A H8A 124.9 . . ?
N1A C9A C10A 111.69(17) . . ?
N1A C9A H9A1 109.3 . . ?
C10A C9A H9A1 109.3 . . ?
N1A C9A H9A2 109.3 . . ?
C10A C9A H9A2 109.3 . . ?
H9A1 C9A H9A2 107.9 . . ?
N2A C10A C11A 111.58(17) . . ?
N2A C10A C9A 108.31(16) . . ?
C11A C10A C9A 110.25(18) . . ?
N2A C10A H10A 108.9 . . ?
C11A C10A H10A 108.9 . . ?
C9A C10A H10A 108.9 . . ?
C12A C11A C16A 117.9(2) . . ?
C12A C11A C10A 121.8(2) . . ?
C16A C11A C10A 120.2(2) . . ?
C11A C12A C13A 120.2(3) . . ?
C11A C12A H12A 119.9 . . ?
C13A C12A H12A 119.9 . . ?
C14A C13A C12A 119.6(3) . . ?
C14A C13A H13A 120.2 . . ?
C12A C13A H13A 120.2 . . ?
C15A C14A C13A 120.6(2) . . ?
C15A C14A H14A 119.7 . . ?
C13A C14A H14A 119.7 . . ?
C14A C15A C16A 119.9(3) . . ?
C14A C15A H15A 120 . . ?
C16A C15A H15A 120 . . ?
C15A C16A C11A 121.8(3) . . ?
C15A C16A H16A 119.1 . . ?
C11A C16A H16A 119.1 . . ?
O1A C17A N3A 125.43(19) . . ?
O1A C17A C18A 127.3(2) . . ?
N3A C17A C18A 107.26(18) . . ?
C17A C18A C19A 102.36(18) . . ?
C17A C18A H18C 111.3 . . ?
C19A C18A H18C 111.3 . . ?
C17A C18A H18D 111.3 . . ?
C19A C18A H18D 111.3 . . ?
H18C C18A H18D 109.2 . . ?
C20A C19A N2A 109.4(2) . . ?
C20A C19A C18A 113.7(2) . . ?
N2A C19A C18A 104.34(17) . . ?
C20A C19A H19A 109.7 . . ?
N2A C19A H19A 109.7 . . ?
C18A C19A H19A 109.7 . . ?
C25A C20A C21A 115.2(5) . . ?
C25A C20A C19A 127.3(4) . . ?
C21A C20A C19A 117.4(3) . . ?
C20A C21A C22A 119.6(6) . . ?
C20A C21A H21A 120.2 . . ?
C22A C21A H21A 120.2 . . ?
C21A C22A C23A 118.5(6) . . ?
C21A C22A H22A 120.8 . . ?
C23A C22A H22A 120.8 . . ?
C24A C23A C22A 116.1(7) . . ?
C24A C23A H23A 122 . . ?
C22A C23A H23A 122 . . ?
C23A C24A C25A 124.5(9) . . ?
C23A C24A H24A 117.8 . . ?
C25A C24A H24A 117.8 . . ?
C20A C25A C24A 125.2(6) . . ?
C20A C25A H25A 117.4 . . ?
C24A C25A H25A 117.4 . . ?
O2A C26A H26D 109.5 . . ?
O2A C26A H26E 109.5 . . ?
H26D C26A H26E 109.5 . . ?
O2A C26A H26F 109.5 . . ?
H26D C26A H26F 109.5 . . ?
H26E C26A H26F 109.5 . . ?
C8A N1A C1A 108.1(2) . . ?
C8A N1A C9A 126.3(2) . . ?
C1A N1A C9A 125.47(18) . . ?
N3A N2A C10A 108.42(16) . . ?
N3A N2A C19A 101.26(16) . . ?
C10A N2A C19A 113.29(16) . . ?
C17A N3A N2A 115.22(16) . . ?
C17A N3A H3A1 122.4 . . ?
N2A N3A H3A1 122.4 . . ?
C4A O2A C26A 116.7(3) . . ?
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
C1 N1 1.374(3) . ?
C1 C2 1.387(3) . ?
C1 C6 1.407(3) . ?
C2 C3 1.375(4) . ?
C2 H2 0.93 . ?
C3 C4 1.381(5) . ?
C3 H3 0.93 . ?
C4 C5 1.378(5) . ?
C4 O2 1.382(4) . ?
C5 C6 1.399(4) . ?
C5 H5 0.93 . ?
C6 C7 1.417(4) . ?
C7 C8 1.348(4) . ?
C7 H7 0.93 . ?
C8 N1 1.368(3) . ?
C8 H8 0.93 . ?
C9 N1 1.445(3) . ?
C9 C10 1.540(3) . ?
C9 H9A 0.97 . ?
C9 H9B 0.97 . ?
C10 N2 1.483(3) . ?
C10 C11 1.516(3) . ?
C10 H10 0.98 . ?
C11 C12 1.373(3) . ?
C11 C16 1.374(3) . ?
C12 C13 1.402(4) . ?
C12 H12 0.93 . ?
C13 C14 1.385(5) . ?
C13 H13 0.93 . ?
C14 C15 1.336(5) . ?
C14 H14 0.93 . ?
C15 C16 1.367(4) . ?
C15 H15 0.93 . ?
C16 H16 0.93 . ?
C17 O1 1.229(3) . ?
C17 N3 1.333(3) . ?
C17 C18 1.507(3) . ?
C18 C19 1.537(3) . ?
C18 H18A 0.97 . ?
C18 H18B 0.97 . ?
C19 N2 1.493(3) . ?
C19 C20 1.515(3) . ?
C19 H19 0.98 . ?
C20 C25 1.368(4) . ?
C20 C21 1.379(4) . ?
C21 C22 1.394(4) . ?
C21 H21 0.93 . ?
C22 C23 1.348(5) . ?
C22 H22 0.93 . ?
C23 C24 1.361(6) . ?
C23 H23 0.93 . ?
C24 C25 1.396(5) . ?
C24 H24 0.93 . ?
C25 H25 0.93 . ?
C26 O2 1.378(8) . ?
C26 H26A 0.96 . ?
C26 H26B 0.96 . ?
C26 H26C 0.96 . ?
N2 N3 1.437(2) . ?
N3 H3B 0.86 . ?
C1A N1A 1.374(3) . ?
C1A C2A 1.389(3) . ?
C1A C6A 1.409(3) . ?
C2A C3A 1.377(4) . ?
C2A H2A 0.93 . ?
C3A C4A 1.401(5) . ?
C3A H3A 0.93 . ?
C4A C5A 1.366(4) . ?
C4A O2A 1.376(4) . ?
C5A C6A 1.397(3) . ?
C5A H5A 0.93 . ?
C6A C7A 1.416(3) . ?
C7A C8A 1.353(4) . ?
C7A H7A 0.93 . ?
C8A N1A 1.369(3) . ?
C8A H8A 0.93 . ?
C9A N1A 1.447(3) . ?
C9A C10A 1.538(3) . ?
C9A H9A1 0.97 . ?
C9A H9A2 0.97 . ?
C10A N2A 1.487(3) . ?
C10A C11A 1.509(3) . ?
C10A H10A 0.98 . ?
C11A C12A 1.375(3) . ?
C11A C16A 1.380(3) . ?
C12A C13A 1.390(4) . ?
C12A H12A 0.93 . ?
C13A C14A 1.378(5) . ?
C13A H13A 0.93 . ?
C14A C15A 1.337(5) . ?
C14A H14A 0.93 . ?
C15A C16A 1.366(4) . ?
C15A H15A 0.93 . ?
C16A H16A 0.93 . ?
C17A O1A 1.231(3) . ?
C17A N3A 1.336(3) . ?
C17A C18A 1.505(3) . ?
C18A C19A 1.529(3) . ?
C18A H18C 0.97 . ?
C18A H18D 0.97 . ?
C19A C20A 1.500(4) . ?
C19A N2A 1.508(3) . ?
C19A H19A 0.98 . ?
C20A C25A 1.264(6) . ?
C20A C21A 1.358(5) . ?
C21A C22A 1.412(8) . ?
C21A H21A 0.93 . ?
C22A C23A 1.446(11) . ?
C22A H22A 0.93 . ?
C23A C24A 1.178(11) . ?
C23A H23A 0.93 . ?
C24A C25A 1.373(8) . ?
C24A H24A 0.93 . ?
C25A H25A 0.93 . ?
C26A O2A 1.378(6) . ?
C26A H26D 0.96 . ?
C26A H26E 0.96 . ?
C26A H26F 0.96 . ?
N2A N3A 1.437(2) . ?
N3A H3A1 0.86 . ?
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
_geom_hbond_publ_flag
N3 H3B O1A 0.86 1.91 2.771(2) 174.2 . yes
N3A H3A1 O1 0.86 1.98 2.833(2) 173.3 . yes
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
N1 C1 C2 C3 179.8(2) . . . . ?
C6 C1 C2 C3 -0.8(4) . . . . ?
C1 C2 C3 C4 -0.3(5) . . . . ?
C2 C3 C4 C5 1.6(5) . . . . ?
C2 C3 C4 O2 179.9(3) . . . . ?
C3 C4 C5 C6 -1.7(5) . . . . ?
O2 C4 C5 C6 -179.9(3) . . . . ?
C4 C5 C6 C1 0.6(4) . . . . ?
C4 C5 C6 C7 -178.5(3) . . . . ?
N1 C1 C6 C5 -179.8(2) . . . . ?
C2 C1 C6 C5 0.6(3) . . . . ?
N1 C1 C6 C7 -0.4(2) . . . . ?
C2 C1 C6 C7 -180.0(2) . . . . ?
C5 C6 C7 C8 179.5(3) . . . . ?
C1 C6 C7 C8 0.2(3) . . . . ?
C6 C7 C8 N1 0.1(3) . . . . ?
N1 C9 C10 N2 174.05(16) . . . . ?
N1 C9 C10 C11 -64.0(2) . . . . ?
N2 C10 C11 C12 51.8(3) . . . . ?
C9 C10 C11 C12 -67.8(3) . . . . ?
N2 C10 C11 C16 -132.2(2) . . . . ?
C9 C10 C11 C16 108.2(2) . . . . ?
C16 C11 C12 C13 -1.1(5) . . . . ?
C10 C11 C12 C13 174.9(3) . . . . ?
C11 C12 C13 C14 1.0(6) . . . . ?
C12 C13 C14 C15 -0.1(6) . . . . ?
C13 C14 C15 C16 -0.7(5) . . . . ?
C14 C15 C16 C11 0.6(5) . . . . ?
C12 C11 C16 C15 0.4(4) . . . . ?
C10 C11 C16 C15 -175.7(3) . . . . ?
O1 C17 C18 C19 163.1(3) . . . . ?
N3 C17 C18 C19 -16.3(3) . . . . ?
C17 C18 C19 N2 27.4(2) . . . . ?
C17 C18 C19 C20 -92.3(2) . . . . ?
N2 C19 C20 C25 169.7(3) . . . . ?
C18 C19 C20 C25 -74.0(3) . . . . ?
N2 C19 C20 C21 -8.2(3) . . . . ?
C18 C19 C20 C21 108.1(3) . . . . ?
C25 C20 C21 C22 -0.6(5) . . . . ?
C19 C20 C21 C22 177.4(3) . . . . ?
C20 C21 C22 C23 2.1(6) . . . . ?
C21 C22 C23 C24 -1.3(7) . . . . ?
C22 C23 C24 C25 -0.8(8) . . . . ?
C21 C20 C25 C24 -1.6(6) . . . . ?
C19 C20 C25 C24 -179.6(4) . . . . ?
C23 C24 C25 C20 2.3(8) . . . . ?
C7 C8 N1 C1 -0.4(3) . . . . ?
C7 C8 N1 C9 176.88(19) . . . . ?
C2 C1 N1 C8 180.0(2) . . . . ?
C6 C1 N1 C8 0.5(2) . . . . ?
C2 C1 N1 C9 2.8(4) . . . . ?
C6 C1 N1 C9 -176.72(18) . . . . ?
C10 C9 N1 C8 91.2(3) . . . . ?
C10 C9 N1 C1 -92.1(2) . . . . ?
C11 C10 N2 N3 172.03(16) . . . . ?
C9 C10 N2 N3 -66.6(2) . . . . ?
C11 C10 N2 C19 58.6(2) . . . . ?
C9 C10 N2 C19 179.95(16) . . . . ?
C20 C19 N2 N3 93.16(19) . . . . ?
C18 C19 N2 N3 -27.9(2) . . . . ?
C20 C19 N2 C10 -149.49(17) . . . . ?
C18 C19 N2 C10 89.4(2) . . . . ?
O1 C17 N3 N2 179.0(2) . . . . ?
C18 C17 N3 N2 -1.7(3) . . . . ?
C10 N2 N3 C17 -102.4(2) . . . . ?
C19 N2 N3 C17 19.3(2) . . . . ?
C5 C4 O2 C26 -3.4(6) . . . . ?
C3 C4 O2 C26 178.4(5) . . . . ?
N1A C1A C2A C3A 177.1(3) . . . . ?
C6A C1A C2A C3A 0.8(4) . . . . ?
C1A C2A C3A C4A -0.5(5) . . . . ?
C2A C3A C4A C5A 0.5(5) . . . . ?
C2A C3A C4A O2A -179.7(3) . . . . ?
O2A C4A C5A C6A 179.6(3) . . . . ?
C3A C4A C5A C6A -0.6(4) . . . . ?
C4A C5A C6A C1A 0.8(3) . . . . ?
C4A C5A C6A C7A -176.7(3) . . . . ?
N1A C1A C6A C5A -178.0(2) . . . . ?
C2A C1A C6A C5A -0.9(3) . . . . ?
N1A C1A C6A C7A 0.1(2) . . . . ?
C2A C1A C6A C7A 177.2(2) . . . . ?
C5A C6A C7A C8A 177.7(2) . . . . ?
C1A C6A C7A C8A -0.1(3) . . . . ?
C6A C7A C8A N1A 0.0(3) . . . . ?
N1A C9A C10A N2A -167.74(16) . . . . ?
N1A C9A C10A C11A 69.9(2) . . . . ?
N2A C10A C11A C12A -54.4(3) . . . . ?
C9A C10A C11A C12A 66.0(3) . . . . ?
N2A C10A C11A C16A 128.8(2) . . . . ?
C9A C10A C11A C16A -110.8(2) . . . . ?
C16A C11A C12A C13A -2.3(4) . . . . ?
C10A C11A C12A C13A -179.2(3) . . . . ?
C11A C12A C13A C14A 0.8(5) . . . . ?
C12A C13A C14A C15A 1.1(5) . . . . ?
C13A C14A C15A C16A -1.4(5) . . . . ?
C14A C15A C16A C11A -0.1(5) . . . . ?
C12A C11A C16A C15A 2.0(4) . . . . ?
C10A C11A C16A C15A 178.9(3) . . . . ?
O1A C17A C18A C19A -160.8(3) . . . . ?
N3A C17A C18A C19A 17.5(3) . . . . ?
C17A C18A C19A C20A 90.2(3) . . . . ?
C17A C18A C19A N2A -29.0(3) . . . . ?
N2A C19A C20A C25A 79.1(8) . . . . ?
C18A C19A C20A C25A -37.1(8) . . . . ?
N2A C19A C20A C21A -97.3(4) . . . . ?
C18A C19A C20A C21A 146.5(4) . . . . ?
C25A C20A C21A C22A 2.5(10) . . . . ?
C19A C20A C21A C22A 179.4(6) . . . . ?
C20A C21A C22A C23A 5.2(12) . . . . ?
C21A C22A C23A C24A -5.5(16) . . . . ?
C22A C23A C24A C25A -2(2) . . . . ?
C21A C20A C25A C24A -10.6(16) . . . . ?
C19A C20A C25A C24A 173.0(11) . . . . ?
C23A C24A C25A C20A 11(2) . . . . ?
C7A C8A N1A C1A 0.1(3) . . . . ?
C7A C8A N1A C9A -176.4(2) . . . . ?
C2A C1A N1A C8A -176.9(3) . . . . ?
C6A C1A N1A C8A -0.1(2) . . . . ?
C2A C1A N1A C9A -0.4(4) . . . . ?
C6A C1A N1A C9A 176.40(19) . . . . ?
C10A C9A N1A C8A -94.2(3) . . . . ?
C10A C9A N1A C1A 89.9(2) . . . . ?
C11A C10A N2A N3A -170.27(16) . . . . ?
C9A C10A N2A N3A 68.2(2) . . . . ?
C11A C10A N2A C19A -58.7(2) . . . . ?
C9A C10A N2A C19A 179.76(17) . . . . ?
C20A C19A N2A N3A -92.7(2) . . . . ?
C18A C19A N2A N3A 29.3(2) . . . . ?
C20A C19A N2A C10A 151.4(2) . . . . ?
C18A C19A N2A C10A -86.5(2) . . . . ?
O1A C17A N3A N2A 179.8(3) . . . . ?
C18A C17A N3A N2A 1.5(3) . . . . ?
C10A N2A N3A C17A 99.4(2) . . . . ?
C19A N2A N3A C17A -20.0(3) . . . . ?
C5A C4A O2A C26A -141.4(5) . . . . ?
C3A C4A O2A C26A 38.8(6) . . . . ?
