#------------------------------------------------------------------------------
#$Date: 2024-05-05 03:35:46 +0300 (Sun, 05 May 2024) $
#$Revision: 291496 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/28/7132829.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_7132829
loop_
_publ_author_name
'Li, Ming-Jun'
'Lu, Ming-Ming'
'Xu, Peng'
'Chen, Si-Qi'
'Wu, Luan-Ting'
'Zhang, Ze'
'Xu, Hui'
_publ_section_title
;
 Chemodivergent mechanosynthesis of cyclopentenyl and pyrrolinyl
 spirobarbiturates from unsaturated barbiturates and enamino esters.
;
_journal_issue                   29
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              3958
_journal_page_last               3961
_journal_paper_doi               10.1039/d3cc06327e
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C26 H26 Cl N3 O5'
_chemical_formula_sum            'C26 H26 Cl N3 O5'
_chemical_formula_weight         495.95
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-08-11
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2023-11-06 deposited with the CCDC.	2024-03-12 downloaded from the CCDC.
;
_cell_angle_alpha                91.073(2)
_cell_angle_beta                 98.225(2)
_cell_angle_gamma                110.945(2)
_cell_formula_units_Z            2
_cell_length_a                   8.2719(11)
_cell_length_b                   10.9748(14)
_cell_length_c                   14.3779(18)
_cell_measurement_reflns_used    2347
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.51
_cell_measurement_theta_min      2.37
_cell_volume                     1203.0(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0147
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6128
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.543
_exptl_absorpt_coefficient_mu    0.202
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.534
_refine_diff_density_min         -0.412
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         4196
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0686
_refine_ls_R_factor_gt           0.0474
_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)+(0.0659P)²+0.2610P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1220
_refine_ls_wR_factor_ref         0.1297
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3112
_reflns_number_total             4196
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cc06327e2.cif
_cod_data_source_block           1
_cod_depositor_comments
'Adding full bibliography for 7132829--7132830.cif.'
_cod_database_code               7132829
_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_max   0.959
_shelx_estimated_absorpt_t_min   0.949
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 C19, C20
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.001
3.a Ternary CH refined with riding coordinates:
 C13(H13)
3.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C7(H7A,H7B), C11(H11A,H11B)
3.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C17(H17), C20(H20), C5(H5), C1(H1A), C19(H19), C18(H18), C2(H2),
 C4(H4), C3(H3)
3.d Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C12(H12A,H12B,H12C), C25(H25A,H25B,H25C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_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_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
Cl1 Cl 0.75339(11) 0.39010(8) 0.03676(4) 0.0718(3) Uani 1 1 d . . . . .
O2 O 0.4289(2) 0.09380(14) 0.15039(11) 0.0486(4) Uani 1 1 d . . . . .
O3 O 1.0461(2) 0.51311(15) 0.37653(10) 0.0430(4) Uani 1 1 d . . . . .
O1 O 0.3609(2) -0.00067(15) 0.28468(12) 0.0556(5) Uani 1 1 d . . . . .
O4 O 0.8940(2) 0.72588(17) 0.13429(12) 0.0602(5) Uani 1 1 d . . . . .
N2 N 0.9701(2) 0.60675(16) 0.24726(12) 0.0343(4) Uani 1 1 d . . . . .
O5 O 0.4847(2) 0.50402(17) 0.30895(13) 0.0559(5) Uani 1 1 d . . . . .
N3 N 0.6835(3) 0.61058(19) 0.21768(13) 0.0444(5) Uani 1 1 d . . . . .
N1 N 0.5087(3) 0.16802(19) 0.44859(13) 0.0504(5) Uani 1 1 d . . . . .
H1 H 0.4585 0.0863 0.4304 0.060 Uiso 1 1 calc R . . . .
C22 C 0.9318(3) 0.52551(19) 0.31968(14) 0.0313(5) Uani 1 1 d . . . . .
C13 C 0.6779(3) 0.32369(19) 0.23928(14) 0.0329(5) Uani 1 1 d . . . . .
H13 H 0.6031 0.3389 0.1850 0.040 Uiso 1 1 calc R . . . .
C16 C 0.8300(3) 0.29823(19) 0.20515(14) 0.0338(5) Uani 1 1 d . . . . .
C14 C 0.7389(3) 0.44657(19) 0.31653(14) 0.0321(5) Uani 1 1 d . . . . .
C9 C 0.5673(3) 0.2148(2) 0.29107(15) 0.0349(5) Uani 1 1 d . . . . .
C8 C 0.5840(3) 0.2479(2) 0.38482(15) 0.0366(5) Uani 1 1 d . . . . .
C26 C 0.6252(3) 0.5238(2) 0.28453(15) 0.0389(5) Uani 1 1 d . . . . .
C24 C 0.8519(3) 0.6516(2) 0.19507(16) 0.0412(5) Uani 1 1 d . . . . .
C10 C 0.4457(3) 0.0932(2) 0.24459(16) 0.0389(5) Uani 1 1 d . . . . .
C15 C 0.6983(3) 0.3878(2) 0.41059(14) 0.0393(5) Uani 1 1 d . . . . .
H15A H 0.8055 0.3944 0.4515 0.047 Uiso 1 1 calc R . . . .
H15B H 0.6378 0.4329 0.4426 0.047 Uiso 1 1 calc R . . . .
C6 C 0.3201(3) 0.1896(2) 0.55990(15) 0.0409(5) Uani 1 1 d . . . . .
C17 C 0.9345(3) 0.2465(2) 0.26329(17) 0.0454(6) Uani 1 1 d . . . . .
H17 H 0.9040 0.2205 0.3215 0.054 Uiso 1 1 calc R . . . .
C21 C 0.8773(3) 0.3296(2) 0.11743(15) 0.0438(6) Uani 1 1 d . . . . .
C7 C 0.5035(3) 0.2057(3) 0.54527(16) 0.0494(6) Uani 1 1 d . . . . .
H7A H 0.5800 0.2963 0.5609 0.059 Uiso 1 1 calc R . . . .
H7B H 0.5469 0.1523 0.5874 0.059 Uiso 1 1 calc R . . . .
C20 C 1.0245(4) 0.3139(2) 0.09061(19) 0.0575(7) Uani 1 1 d . U . . .
H20 H 1.0528 0.3349 0.0311 0.069 Uiso 1 1 calc R . . . .
C23 C 1.1518(3) 0.6587(2) 0.22882(18) 0.0495(6) Uani 1 1 d . . . . .
H23A H 1.2042 0.7500 0.2496 0.074 Uiso 1 1 calc GR . . . .
H23B H 1.1524 0.6479 0.1625 0.074 Uiso 1 1 calc GR . . . .
H23C H 1.2175 0.6121 0.2623 0.074 Uiso 1 1 calc GR . . . .
C5 C 0.2372(4) 0.1034(2) 0.6217(2) 0.0608(7) Uani 1 1 d . . . . .
H5 H 0.2937 0.0542 0.6549 0.073 Uiso 1 1 calc R . . . .
C1 C 0.2323(4) 0.2604(3) 0.51080(18) 0.0568(7) Uani 1 1 d . . . . .
H1A H 0.2870 0.3180 0.4684 0.068 Uiso 1 1 calc R . . . .
C11 C 0.2934(4) -0.0172(2) 0.09471(19) 0.0632(8) Uani 1 1 d . . . . .
H11A H 0.1848 -0.0405 0.1203 0.076 Uiso 1 1 calc R . . . .
H11B H 0.3291 -0.0923 0.0950 0.076 Uiso 1 1 calc R . . . .
C19 C 1.1275(4) 0.2674(3) 0.1521(2) 0.0639(7) Uani 1 1 d . U . . .
H19 H 1.2282 0.2599 0.1353 0.077 Uiso 1 1 calc R . . . .
C18 C 1.0819(4) 0.2322(3) 0.2380(2) 0.0598(7) Uani 1 1 d . . . . .
H18 H 1.1499 0.1987 0.2793 0.072 Uiso 1 1 calc R . . . .
C12 C 0.2686(5) 0.0234(3) -0.0030(2) 0.0785(10) Uani 1 1 d . . . . .
H12A H 0.1826 -0.0486 -0.0427 0.118 Uiso 1 1 calc GR . . . .
H12B H 0.3779 0.0491 -0.0266 0.118 Uiso 1 1 calc GR . . . .
H12C H 0.2293 0.0957 -0.0025 0.118 Uiso 1 1 calc GR . . . .
C2 C 0.0674(5) 0.2475(4) 0.5233(2) 0.0772(9) Uani 1 1 d . . . . .
H2 H 0.0113 0.2972 0.4904 0.093 Uiso 1 1 calc R . . . .
C4 C 0.0660(5) 0.0904(3) 0.6341(3) 0.0846(11) Uani 1 1 d . . . . .
H4 H 0.0091 0.0333 0.6762 0.101 Uiso 1 1 calc R . . . .
C25 C 0.5621(4) 0.6667(3) 0.1678(2) 0.0793(10) Uani 1 1 d . . . . .
H25A H 0.4440 0.6052 0.1630 0.119 Uiso 1 1 calc GR . . . .
H25B H 0.5897 0.6855 0.1058 0.119 Uiso 1 1 calc GR . . . .
H25C H 0.5731 0.7460 0.2020 0.119 Uiso 1 1 calc GR . . . .
C3 C -0.0158(5) 0.1623(4) 0.5837(3) 0.0838(11) Uani 1 1 d . . . . .
H3 H -0.1295 0.1527 0.5909 0.101 Uiso 1 1 calc R . . . .
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'
Cl Cl 0.1484 0.1585 '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
C10 O2 C11 117.82(18) . . ?
C22 N2 C23 118.49(18) . . ?
C24 N2 C22 124.36(18) . . ?
C24 N2 C23 116.94(18) . . ?
C26 N3 C24 124.57(18) . . ?
C26 N3 C25 118.4(2) . . ?
C24 N3 C25 117.0(2) . . ?
C8 N1 H1 116.7 . . ?
C8 N1 C7 126.6(2) . . ?
C7 N1 H1 116.7 . . ?
O3 C22 N2 121.54(19) . . ?
O3 C22 C14 123.48(18) . . ?
N2 C22 C14 114.79(17) . . ?
C16 C13 H13 109.0 . . ?
C16 C13 C14 113.74(16) . . ?
C14 C13 H13 109.0 . . ?
C9 C13 H13 109.0 . . ?
C9 C13 C16 114.25(17) . . ?
C9 C13 C14 101.66(15) . . ?
C17 C16 C13 120.89(19) . . ?
C21 C16 C13 123.0(2) . . ?
C21 C16 C17 116.1(2) . . ?
C22 C14 C13 109.66(16) . . ?
C22 C14 C15 112.46(17) . . ?
C26 C14 C22 112.19(17) . . ?
C26 C14 C13 105.13(16) . . ?
C26 C14 C15 111.12(18) . . ?
C15 C14 C13 105.82(15) . . ?
C8 C9 C13 113.18(18) . . ?
C8 C9 C10 123.62(19) . . ?
C10 C9 C13 122.99(18) . . ?
N1 C8 C9 125.9(2) . . ?
N1 C8 C15 122.23(19) . . ?
C9 C8 C15 111.85(18) . . ?
O5 C26 N3 121.3(2) . . ?
O5 C26 C14 122.9(2) . . ?
N3 C26 C14 115.52(19) . . ?
O4 C24 N2 121.6(2) . . ?
O4 C24 N3 121.4(2) . . ?
N2 C24 N3 116.94(19) . . ?
O2 C10 C9 112.29(18) . . ?
O1 C10 O2 122.7(2) . . ?
O1 C10 C9 124.9(2) . . ?
C14 C15 H15A 110.7 . . ?
C14 C15 H15B 110.7 . . ?
C8 C15 C14 105.24(16) . . ?
C8 C15 H15A 110.7 . . ?
C8 C15 H15B 110.7 . . ?
H15A C15 H15B 108.8 . . ?
C5 C6 C7 120.6(2) . . ?
C5 C6 C1 119.0(3) . . ?
C1 C6 C7 120.4(2) . . ?
C16 C17 H17 118.7 . . ?
C18 C17 C16 122.6(2) . . ?
C18 C17 H17 118.7 . . ?
C16 C21 Cl1 120.63(19) . . ?
C16 C21 C20 121.8(2) . . ?
C20 C21 Cl1 117.59(18) . . ?
N1 C7 C6 111.7(2) . . ?
N1 C7 H7A 109.3 . . ?
N1 C7 H7B 109.3 . . ?
C6 C7 H7A 109.3 . . ?
C6 C7 H7B 109.3 . . ?
H7A C7 H7B 107.9 . . ?
C21 C20 H20 120.1 . . ?
C19 C20 C21 119.8(2) . . ?
C19 C20 H20 120.1 . . ?
N2 C23 H23A 109.5 . . ?
N2 C23 H23B 109.5 . . ?
N2 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C6 C5 H5 120.3 . . ?
C6 C5 C4 119.5(3) . . ?
C4 C5 H5 120.3 . . ?
C6 C1 H1A 119.4 . . ?
C2 C1 C6 121.2(3) . . ?
C2 C1 H1A 119.4 . . ?
O2 C11 H11A 110.4 . . ?
O2 C11 H11B 110.4 . . ?
O2 C11 C12 106.8(2) . . ?
H11A C11 H11B 108.6 . . ?
C12 C11 H11A 110.4 . . ?
C12 C11 H11B 110.4 . . ?
C20 C19 H19 120.1 . . ?
C18 C19 C20 119.9(3) . . ?
C18 C19 H19 120.1 . . ?
C17 C18 H18 120.1 . . ?
C19 C18 C17 119.7(3) . . ?
C19 C18 H18 120.1 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.3(3) . . ?
C3 C2 H2 119.9 . . ?
C5 C4 H4 120.3 . . ?
C3 C4 C5 119.4(3) . . ?
C3 C4 H4 120.3 . . ?
N3 C25 H25A 109.5 . . ?
N3 C25 H25B 109.5 . . ?
N3 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C2 C3 C4 120.7(3) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
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 C21 1.736(3) . ?
O2 C10 1.342(3) . ?
O2 C11 1.453(3) . ?
O3 C22 1.206(2) . ?
O1 C10 1.227(3) . ?
O4 C24 1.208(3) . ?
N2 C22 1.381(3) . ?
N2 C24 1.382(3) . ?
N2 C23 1.470(3) . ?
O5 C26 1.209(3) . ?
N3 C26 1.379(3) . ?
N3 C24 1.392(3) . ?
N3 C25 1.468(3) . ?
N1 H1 0.8600 . ?
N1 C8 1.342(3) . ?
N1 C7 1.454(3) . ?
C22 C14 1.513(3) . ?
C13 H13 0.9800 . ?
C13 C16 1.524(3) . ?
C13 C14 1.614(3) . ?
C13 C9 1.505(3) . ?
C16 C17 1.389(3) . ?
C16 C21 1.387(3) . ?
C14 C26 1.508(3) . ?
C14 C15 1.538(3) . ?
C9 C8 1.364(3) . ?
C9 C10 1.434(3) . ?
C8 C15 1.493(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C6 C7 1.509(3) . ?
C6 C5 1.377(3) . ?
C6 C1 1.381(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.380(4) . ?
C21 C20 1.394(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C20 H20 0.9300 . ?
C20 C19 1.371(4) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C5 H5 0.9300 . ?
C5 C4 1.409(4) . ?
C1 H1A 0.9300 . ?
C1 C2 1.358(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.490(4) . ?
C19 H19 0.9300 . ?
C19 C18 1.366(4) . ?
C18 H18 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C2 H2 0.9300 . ?
C2 C3 1.358(5) . ?
C4 H4 0.9300 . ?
C4 C3 1.366(5) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C3 H3 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
N1 H1 O1 0.86 2.20 2.805(3) 127.1 .
C15 H15A O3 0.97 2.61 3.376(3) 136.4 2_766
C20 H20 O4 0.93 2.60 3.447(3) 152.1 2_765
C23 H23A O1 0.96 2.58 3.533(3) 172.4 1_665
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
Cl1 C21 C20 C19 179.5(2) . . . . ?
O3 C22 C14 C13 -96.8(2) . . . . ?
O3 C22 C14 C26 146.76(19) . . . . ?
O3 C22 C14 C15 20.6(3) . . . . ?
N2 C22 C14 C13 78.2(2) . . . . ?
N2 C22 C14 C26 -38.2(2) . . . . ?
N2 C22 C14 C15 -164.36(17) . . . . ?
N1 C8 C15 C14 -173.7(2) . . . . ?
C22 N2 C24 O4 177.7(2) . . . . ?
C22 N2 C24 N3 -0.4(3) . . . . ?
C22 C14 C26 O5 -151.3(2) . . . . ?
C22 C14 C26 N3 35.0(2) . . . . ?
C22 C14 C15 C8 -132.56(18) . . . . ?
C13 C16 C17 C18 -174.5(2) . . . . ?
C13 C16 C21 Cl1 -4.7(3) . . . . ?
C13 C16 C21 C20 175.3(2) . . . . ?
C13 C14 C26 O5 89.6(2) . . . . ?
C13 C14 C26 N3 -84.2(2) . . . . ?
C13 C14 C15 C8 -12.9(2) . . . . ?
C13 C9 C8 N1 -176.0(2) . . . . ?
C13 C9 C8 C15 4.3(3) . . . . ?
C13 C9 C10 O2 -6.8(3) . . . . ?
C13 C9 C10 O1 175.5(2) . . . . ?
C16 C13 C14 C22 13.0(2) . . . . ?
C16 C13 C14 C26 133.75(18) . . . . ?
C16 C13 C14 C15 -108.57(19) . . . . ?
C16 C13 C9 C8 111.0(2) . . . . ?
C16 C13 C9 C10 -74.1(3) . . . . ?
C16 C17 C18 C19 -1.2(4) . . . . ?
C16 C21 C20 C19 -0.6(4) . . . . ?
C14 C13 C16 C17 72.1(2) . . . . ?
C14 C13 C16 C21 -105.1(2) . . . . ?
C14 C13 C9 C8 -11.9(2) . . . . ?
C14 C13 C9 C10 162.99(19) . . . . ?
C9 C13 C16 C17 -44.0(3) . . . . ?
C9 C13 C16 C21 138.8(2) . . . . ?
C9 C13 C14 C22 136.25(17) . . . . ?
C9 C13 C14 C26 -102.95(18) . . . . ?
C9 C13 C14 C15 14.7(2) . . . . ?
C9 C8 C15 C14 6.0(2) . . . . ?
C8 N1 C7 C6 111.6(3) . . . . ?
C8 C9 C10 O2 167.6(2) . . . . ?
C8 C9 C10 O1 -10.1(4) . . . . ?
C26 N3 C24 O4 178.4(2) . . . . ?
C26 N3 C24 N2 -3.5(3) . . . . ?
C26 C14 C15 C8 100.7(2) . . . . ?
C24 N2 C22 O3 -162.74(19) . . . . ?
C24 N2 C22 C14 22.1(3) . . . . ?
C24 N3 C26 O5 171.0(2) . . . . ?
C24 N3 C26 C14 -15.1(3) . . . . ?
C10 O2 C11 C12 164.4(2) . . . . ?
C10 C9 C8 N1 9.1(4) . . . . ?
C10 C9 C8 C15 -170.6(2) . . . . ?
C15 C14 C26 O5 -24.4(3) . . . . ?
C15 C14 C26 N3 161.81(18) . . . . ?
C6 C5 C4 C3 0.8(5) . . . . ?
C6 C1 C2 C3 -1.1(4) . . . . ?
C17 C16 C21 Cl1 177.97(16) . . . . ?
C17 C16 C21 C20 -2.0(3) . . . . ?
C21 C16 C17 C18 2.9(3) . . . . ?
C21 C20 C19 C18 2.4(4) . . . . ?
C7 N1 C8 C9 -170.2(2) . . . . ?
C7 N1 C8 C15 9.5(4) . . . . ?
C7 C6 C5 C4 179.9(2) . . . . ?
C7 C6 C1 C2 -179.8(2) . . . . ?
C20 C19 C18 C17 -1.5(4) . . . . ?
C23 N2 C22 O3 11.8(3) . . . . ?
C23 N2 C22 C14 -163.27(18) . . . . ?
C23 N2 C24 O4 3.0(3) . . . . ?
C23 N2 C24 N3 -175.02(19) . . . . ?
C5 C6 C7 N1 117.6(3) . . . . ?
C5 C6 C1 C2 0.8(4) . . . . ?
C5 C4 C3 C2 -1.1(5) . . . . ?
C1 C6 C7 N1 -61.8(3) . . . . ?
C1 C6 C5 C4 -0.6(4) . . . . ?
C1 C2 C3 C4 1.3(5) . . . . ?
C11 O2 C10 O1 5.5(3) . . . . ?
C11 O2 C10 C9 -172.3(2) . . . . ?
C25 N3 C26 O5 -7.5(3) . . . . ?
C25 N3 C26 C14 166.4(2) . . . . ?
C25 N3 C24 O4 -3.0(3) . . . . ?
C25 N3 C24 N2 175.0(2) . . . . ?
