#------------------------------------------------------------------------------
#$Date: 2022-09-29 04:21:32 +0300 (Thu, 29 Sep 2022) $
#$Revision: 278262 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/55/7245585.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_7245585
loop_
_publ_author_name
'Sigalov, Mark'
'Mazor, Royi'
'Ellern, Arkady'
'Larina, Nina'
'Lokshin, Vladimir'
'Khodorkovsky, Vladimir'
_publ_section_title
;
 Conjugated donor--acceptor substituted systems involving the
 1,3-indandione-derived electron accepting moieties
;
_journal_issue                   43
_journal_name_full               'RSC Advances'
_journal_page_first              27766
_journal_page_last               27774
_journal_paper_doi               10.1039/D2RA05335G
_journal_volume                  12
_journal_year                    2022
_chemical_formula_sum            'C25 H21 N3 O'
_chemical_formula_weight         379.45
_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
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-07-28 deposited with the CCDC.	2022-09-21 downloaded from the CCDC.
;
_cell_angle_alpha                103.172(16)
_cell_angle_beta                 107.987(18)
_cell_angle_gamma                93.834(19)
_cell_formula_units_Z            4
_cell_length_a                   11.991(3)
_cell_length_b                   12.429(3)
_cell_length_c                   14.575(3)
_cell_measurement_reflns_used    53
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      16.56
_cell_measurement_theta_min      2.18
_cell_volume                     1989.5(9)
_computing_cell_refinement       'Syntax P-1 Suite'
_computing_data_collection       'Syntax P-1 Suite'
_computing_data_reduction        'Syntax P-1 Suite'
_computing_molecular_graphics    'XSHELL, Bruker'
_computing_publication_material  "'XSHELL, Bruker"
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'Syntax P-1 Suite'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.942
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measurement_device_type  'Syntax P-1'
_diffrn_measurement_method       '2-theta/omega scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0508
_diffrn_reflns_av_unetI/netI     0.0442
_diffrn_reflns_Laue_measured_fraction_full 0.942
_diffrn_reflns_Laue_measured_fraction_max 0.942
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            5521
_diffrn_reflns_point_group_measured_fraction_full 0.942
_diffrn_reflns_point_group_measured_fraction_max 0.942
_diffrn_reflns_theta_full        22.974
_diffrn_reflns_theta_max         22.974
_diffrn_reflns_theta_min         2.290
_exptl_absorpt_coefficient_mu    0.079
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_description       block
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.14
_refine_diff_density_max         1.221
_refine_diff_density_min         -0.859
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     527
_refine_ls_number_reflns         5205
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0995
_refine_ls_R_factor_gt           0.0719
_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)+(0.1159P)²+2.7047P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1842
_refine_ls_wR_factor_ref         0.2067
_reflns_number_gt                3840
_reflns_number_total             5205
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ra05335g3.cif
_cod_data_source_block           DIDLET
_cod_original_cell_volume        1989.5(8)
_cod_database_code               7245585
_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.
;
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
O1 O 0.7025(3) 0.2103(2) 0.1869(2) 0.0391(8) Uani 1 1 d . . . . .
N1 N 1.3107(3) -0.0857(3) 0.1286(2) 0.0304(8) Uani 1 1 d . . . . .
N2 N 0.6088(4) 0.7208(3) 0.0585(3) 0.0418(10) Uani 1 1 d . . . . .
N3 N 0.9001(5) 0.5794(4) 0.0237(4) 0.0770(17) Uani 1 1 d . . . . .
C1 C 0.6832(4) 0.3004(3) 0.1690(3) 0.0292(10) Uani 1 1 d . . . . .
C2 C 0.7501(3) 0.3693(3) 0.1278(3) 0.0260(9) Uani 1 1 d . . . . .
C3 C 0.6912(3) 0.4669(3) 0.1181(3) 0.0256(9) Uani 1 1 d . . . . .
C3A C 0.5895(3) 0.4582(3) 0.1551(3) 0.0258(9) Uani 1 1 d . . . . .
C4 C 0.5059(4) 0.5283(3) 0.1645(3) 0.0316(10) Uani 1 1 d . . . . .
H4 H 0.508094 0.596931 0.146376 0.038 Uiso 1 1 calc R U . . .
C5 C 0.4193(4) 0.4951(4) 0.2009(3) 0.0391(11) Uani 1 1 d . . . . .
H5 H 0.360108 0.541019 0.205888 0.047 Uiso 1 1 calc R U . . .
C6 C 0.4163(4) 0.3974(4) 0.2302(4) 0.0420(11) Uani 1 1 d . . . . .
H6 H 0.355992 0.377664 0.255655 0.050 Uiso 1 1 calc R U . . .
C7 C 0.5001(4) 0.3277(3) 0.2230(3) 0.0342(10) Uani 1 1 d . . . . .
H7 H 0.499151 0.260575 0.243621 0.041 Uiso 1 1 calc R U . . .
C7A C 0.5847(4) 0.3591(3) 0.1850(3) 0.0280(9) Uani 1 1 d . . . . .
C8 C 0.8472(4) 0.3410(3) 0.1018(3) 0.0300(10) Uani 1 1 d . . . . .
H8 H 0.879299 0.390387 0.072252 0.036 Uiso 1 1 calc R U . . .
C9 C 0.9049(4) 0.2474(3) 0.1138(3) 0.0295(10) Uani 1 1 d . . . . .
H9 H 0.877536 0.194918 0.143220 0.035 Uiso 1 1 calc R U . . .
C10 C 1.0002(4) 0.2329(3) 0.0828(3) 0.0297(10) Uani 1 1 d . . . . .
H10 H 1.020573 0.286708 0.051359 0.036 Uiso 1 1 calc R U . . .
C11 C 1.0736(3) 0.1473(3) 0.0914(3) 0.0247(9) Uani 1 1 d . . . . .
C12 C 1.0583(3) 0.0622(3) 0.1374(3) 0.0250(9) Uani 1 1 d . . . . .
H12 H 0.993606 0.058190 0.161701 0.030 Uiso 1 1 calc R U . . .
C13 C 1.1341(3) -0.0148(3) 0.1482(3) 0.0244(9) Uani 1 1 d . . . . .
H13 H 1.121661 -0.070659 0.180443 0.029 Uiso 1 1 calc R U . . .
C14 C 1.2312(3) -0.0128(3) 0.1120(3) 0.0254(9) Uani 1 1 d . . . . .
C15 C 1.2440(4) 0.0691(3) 0.0611(3) 0.0296(9) Uani 1 1 d . . . . .
H15 H 1.305685 0.070960 0.033077 0.035 Uiso 1 1 calc R U . . .
C16 C 1.1667(4) 0.1459(3) 0.0525(3) 0.0304(10) Uani 1 1 d . . . . .
H16 H 1.176916 0.200601 0.018490 0.037 Uiso 1 1 calc R U . . .
C17 C 1.3155(4) -0.1512(3) 0.2011(3) 0.0339(10) Uani 1 1 d . . . . .
H17A H 1.285195 -0.110540 0.253005 0.041 Uiso 1 1 calc R U . . .
H17B H 1.399221 -0.158091 0.234387 0.041 Uiso 1 1 calc R U . . .
C18 C 1.2443(5) -0.2674(4) 0.1549(4) 0.0467(12) Uani 1 1 d . . . . .
H18A H 1.160665 -0.261414 0.123988 0.070 Uiso 1 1 calc R U . . .
H18B H 1.252016 -0.307049 0.206939 0.070 Uiso 1 1 calc R U . . .
H18C H 1.274269 -0.308671 0.103911 0.070 Uiso 1 1 calc R U . . .
C19 C 1.4000(4) -0.0986(3) 0.0790(3) 0.0332(10) Uani 1 1 d . . . . .
H19A H 1.366265 -0.087889 0.011135 0.040 Uiso 1 1 calc R U . . .
H19B H 1.418907 -0.175744 0.071700 0.040 Uiso 1 1 calc R U . . .
C20 C 1.5132(4) -0.0173(4) 0.1349(4) 0.0442(12) Uani 1 1 d . . . . .
H20A H 1.495808 0.059304 0.139678 0.066 Uiso 1 1 calc R U . . .
H20B H 1.569926 -0.031181 0.099019 0.066 Uiso 1 1 calc R U . . .
H20C H 1.547215 -0.027384 0.202213 0.066 Uiso 1 1 calc R U . . .
C21 C 0.7210(4) 0.5537(3) 0.0821(3) 0.0293(10) Uani 1 1 d . . . . .
C22 C 0.6560(4) 0.6450(3) 0.0713(3) 0.0296(10) Uani 1 1 d . . . . .
C23 C 0.8217(5) 0.5641(4) 0.0500(4) 0.0454(12) Uani 1 1 d . . . . .
O1' O 0.1641(3) 0.7844(2) 0.3481(2) 0.0373(7) Uani 1 1 d . . . . .
N1' N 0.8016(3) 0.5231(3) 0.5637(3) 0.0491(11) Uani 1 1 d D . . . .
N2' N 0.0796(4) 1.3209(3) 0.5764(3) 0.0505(11) Uani 1 1 d . . . . .
N3' N 0.4019(4) 1.2085(3) 0.7008(3) 0.0420(9) Uani 1 1 d . . . . .
C1' C 0.1457(4) 0.8778(3) 0.3828(3) 0.0281(9) Uani 1 1 d . . . . .
C2' C 0.2269(3) 0.9659(3) 0.4684(3) 0.0248(9) Uani 1 1 d . . . . .
C3' C 0.1635(3) 1.0614(3) 0.4834(3) 0.0246(9) Uani 1 1 d . . . . .
C3'A C 0.0452(3) 1.0332(3) 0.4039(3) 0.0250(9) Uani 1 1 d . . . . .
C4' C -0.0496(4) 1.0926(3) 0.3797(3) 0.0321(10) Uani 1 1 d . . . . .
H4' H -0.045227 1.166827 0.417630 0.039 Uiso 1 1 calc R U . . .
C5' C -0.1501(4) 1.0417(4) 0.2994(3) 0.0357(11) Uani 1 1 d . . . . .
H5' H -0.214724 1.082004 0.282525 0.043 Uiso 1 1 calc R U . . .
C6' C -0.1592(4) 0.9339(4) 0.2431(3) 0.0352(10) Uani 1 1 d . . . . .
H6' H -0.229865 0.900845 0.188840 0.042 Uiso 1 1 calc R U . . .
C7' C -0.0656(4) 0.8737(4) 0.2653(3) 0.0339(10) Uani 1 1 d . . . . .
H7' H -0.070522 0.799653 0.226759 0.041 Uiso 1 1 calc R U . . .
C7'A C 0.0353(3) 0.9247(3) 0.3456(3) 0.0268(9) Uani 1 1 d . . . . .
C8' C 0.3404(3) 0.9554(3) 0.5215(3) 0.0272(9) Uani 1 1 d . . . . .
H8' H 0.383252 1.017024 0.576212 0.033 Uiso 1 1 calc R U . . .
C9' C 0.4001(3) 0.8635(3) 0.5037(3) 0.0277(9) Uani 1 1 d . . . . .
H9' H 0.362999 0.801751 0.447361 0.033 Uiso 1 1 calc R U . . .
C10' C 0.5114(4) 0.8621(3) 0.5666(3) 0.0301(10) Uani 1 1 d . . . . .
H10' H 0.544452 0.926613 0.621024 0.036 Uiso 1 1 calc R U . . .
C11' C 0.5839(3) 0.7762(3) 0.5610(3) 0.0242(9) Uani 1 1 d . . . . .
C12' C 0.5542(4) 0.6772(3) 0.4828(3) 0.0286(9) Uani 1 1 d . . . . .
H12' H 0.481879 0.666492 0.428914 0.034 Uiso 1 1 calc R U . . .
C13' C 0.6259(4) 0.5964(3) 0.4820(3) 0.0327(10) Uani 1 1 d . . . . .
H13' H 0.603206 0.531756 0.427111 0.039 Uiso 1 1 calc R U . . .
C14' C 0.7339(4) 0.6073(3) 0.5617(3) 0.0310(10) Uani 1 1 d . . . . .
C15' C 0.7658(3) 0.7076(3) 0.6380(3) 0.0256(9) Uani 1 1 d . . . . .
H15' H 0.838863 0.719403 0.691173 0.031 Uiso 1 1 calc R U . . .
C16' C 0.6942(4) 0.7880(3) 0.6372(3) 0.0275(9) Uani 1 1 d . . . . .
H16' H 0.719411 0.854675 0.689907 0.033 Uiso 1 1 calc R U . . .
C17' C 0.7588(5) 0.4119(3) 0.5017(4) 0.082(2) Uani 1 1 d D U . . .
H17C H 0.671259 0.399557 0.472420 0.099 Uiso 1 1 calc R U . . .
H17D H 0.783769 0.356220 0.540028 0.099 Uiso 1 1 calc R U . . .
C19' C 0.9087(4) 0.5304(3) 0.6488(3) 0.0365(11) Uani 1 1 d . . . . .
H19C H 0.951714 0.607691 0.672753 0.044 Uiso 1 1 calc R U . . .
H19D H 0.961592 0.480017 0.627189 0.044 Uiso 1 1 calc R U . . .
C20' C 0.8783(4) 0.4984(4) 0.7335(4) 0.0501(13) Uani 1 1 d . . . . .
H20D H 0.833847 0.553459 0.760212 0.075 Uiso 1 1 calc R U . . .
H20E H 0.951463 0.496466 0.786491 0.075 Uiso 1 1 calc R U . . .
H20F H 0.829815 0.424396 0.708380 0.075 Uiso 1 1 calc R U . . .
C21' C 0.2011(3) 1.1597(3) 0.5573(3) 0.0259(9) Uani 1 1 d . . . . .
C22' C 0.1318(4) 1.2484(4) 0.5656(3) 0.0328(10) Uani 1 1 d . . . . .
C23' C 0.3137(4) 1.1840(3) 0.6354(3) 0.0298(10) Uani 1 1 d . . . . .
C18' C 0.8163(5) 0.4048(7) 0.4204(4) 0.096(2) Uani 1 1 d D U . . .
H18D H 0.788627 0.459237 0.382537 0.144 Uiso 1 1 calc R U . . .
H18E H 0.794149 0.329365 0.375152 0.144 Uiso 1 1 calc R U . . .
H18F H 0.902669 0.421091 0.451550 0.144 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
C14 N1 C19 122.1(3) . . ?
C14 N1 C17 121.7(3) . . ?
C19 N1 C17 116.1(3) . . ?
O1 C1 C2 127.8(4) . . ?
O1 C1 C7A 124.7(4) . . ?
C2 C1 C7A 107.5(3) . . ?
C8 C2 C3 128.5(4) . . ?
C8 C2 C1 124.4(3) . . ?
C3 C2 C1 107.0(3) . . ?
C21 C3 C2 127.9(4) . . ?
C21 C3 C3A 124.3(3) . . ?
C2 C3 C3A 107.8(3) . . ?
C4 C3A C7A 119.1(4) . . ?
C4 C3A C3 132.0(4) . . ?
C7A C3A C3 108.9(3) . . ?
C5 C4 C3A 118.0(4) . . ?
C5 C4 H4 121.0 . . ?
C3A C4 H4 121.0 . . ?
C6 C5 C4 122.0(4) . . ?
C6 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
C5 C6 C7 120.6(4) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C7A C7 C6 117.6(4) . . ?
C7A C7 H7 121.2 . . ?
C6 C7 H7 121.2 . . ?
C7 C7A C3A 122.6(4) . . ?
C7 C7A C1 128.6(4) . . ?
C3A C7A C1 108.8(3) . . ?
C2 C8 C9 127.8(4) . . ?
C2 C8 H8 116.1 . . ?
C9 C8 H8 116.1 . . ?
C10 C9 C8 119.3(4) . . ?
C10 C9 H9 120.3 . . ?
C8 C9 H9 120.3 . . ?
C9 C10 C11 128.3(4) . . ?
C9 C10 H10 115.8 . . ?
C11 C10 H10 115.8 . . ?
C16 C11 C12 116.8(4) . . ?
C16 C11 C10 119.5(4) . . ?
C12 C11 C10 123.8(4) . . ?
C13 C12 C11 121.7(4) . . ?
C13 C12 H12 119.1 . . ?
C11 C12 H12 119.1 . . ?
C12 C13 C14 121.0(4) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
N1 C14 C15 121.6(4) . . ?
N1 C14 C13 120.6(3) . . ?
C15 C14 C13 117.7(3) . . ?
C16 C15 C14 119.6(4) . . ?
C16 C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
C15 C16 C11 123.1(4) . . ?
C15 C16 H16 118.5 . . ?
C11 C16 H16 118.5 . . ?
N1 C17 C18 113.5(4) . . ?
N1 C17 H17A 108.9 . . ?
C18 C17 H17A 108.9 . . ?
N1 C17 H17B 108.9 . . ?
C18 C17 H17B 108.9 . . ?
H17A C17 H17B 107.7 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N1 C19 C20 113.3(4) . . ?
N1 C19 H19A 108.9 . . ?
C20 C19 H19A 108.9 . . ?
N1 C19 H19B 108.9 . . ?
C20 C19 H19B 108.9 . . ?
H19A C19 H19B 107.7 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C3 C21 C23 124.2(4) . . ?
C3 C21 C22 124.8(4) . . ?
C23 C21 C22 111.0(3) . . ?
N2 C22 C21 174.7(4) . . ?
N3 C23 C21 175.4(5) . . ?
C14' N1' C17' 123.1(4) . . ?
C14' N1' C19' 121.4(3) . . ?
C17' N1' C19' 113.1(4) . . ?
O1' C1' C2' 127.7(4) . . ?
O1' C1' C7'A 125.7(4) . . ?
C2' C1' C7'A 106.6(3) . . ?
C8' C2' C3' 128.4(4) . . ?
C8' C2' C1' 124.3(4) . . ?
C3' C2' C1' 107.3(3) . . ?
C21' C3' C2' 128.1(4) . . ?
C21' C3' C3'A 124.2(3) . . ?
C2' C3' C3'A 107.7(3) . . ?
C4' C3'A C7'A 118.7(4) . . ?
C4' C3'A C3' 133.0(4) . . ?
C7'A C3'A C3' 108.4(3) . . ?
C5' C4' C3'A 118.9(4) . . ?
C5' C4' H4' 120.6 . . ?
C3'A C4' H4' 120.6 . . ?
C6' C5' C4' 121.9(4) . . ?
C6' C5' H5' 119.1 . . ?
C4' C5' H5' 119.1 . . ?
C5' C6' C7' 120.2(4) . . ?
C5' C6' H6' 119.9 . . ?
C7' C6' H6' 119.9 . . ?
C6' C7' C7'A 118.0(4) . . ?
C6' C7' H7' 121.0 . . ?
C7'A C7' H7' 121.0 . . ?
C7' C7'A C3'A 122.4(4) . . ?
C7' C7'A C1' 127.7(4) . . ?
C3'A C7'A C1' 109.9(3) . . ?
C2' C8' C9' 127.1(4) . . ?
C2' C8' H8' 116.4 . . ?
C9' C8' H8' 116.4 . . ?
C10' C9' C8' 120.7(4) . . ?
C10' C9' H9' 119.7 . . ?
C8' C9' H9' 119.7 . . ?
C9' C10' C11' 128.3(4) . . ?
C9' C10' H10' 115.8 . . ?
C11' C10' H10' 115.8 . . ?
C12' C11' C16' 115.8(3) . . ?
C12' C11' C10' 124.5(4) . . ?
C16' C11' C10' 119.7(3) . . ?
C13' C12' C11' 122.2(4) . . ?
C13' C12' H12' 118.9 . . ?
C11' C12' H12' 118.9 . . ?
C12' C13' C14' 121.2(4) . . ?
C12' C13' H13' 119.4 . . ?
C14' C13' H13' 119.4 . . ?
N1' C14' C15' 122.3(4) . . ?
N1' C14' C13' 121.0(4) . . ?
C15' C14' C13' 116.7(4) . . ?
C16' C15' C14' 121.4(4) . . ?
C16' C15' H15' 119.3 . . ?
C14' C15' H15' 119.3 . . ?
C15' C16' C11' 122.6(4) . . ?
C15' C16' H16' 118.7 . . ?
C11' C16' H16' 118.7 . . ?
N1' C17' C18' 103.6(5) . . ?
N1' C17' H17C 111.0 . . ?
C18' C17' H17C 111.0 . . ?
N1' C17' H17D 111.0 . . ?
C18' C17' H17D 111.0 . . ?
H17C C17' H17D 109.0 . . ?
N1' C19' C20' 111.1(4) . . ?
N1' C19' H19C 109.4 . . ?
C20' C19' H19C 109.4 . . ?
N1' C19' H19D 109.4 . . ?
C20' C19' H19D 109.4 . . ?
H19C C19' H19D 108.0 . . ?
C19' C20' H20D 109.5 . . ?
C19' C20' H20E 109.5 . . ?
H20D C20' H20E 109.5 . . ?
C19' C20' H20F 109.5 . . ?
H20D C20' H20F 109.5 . . ?
H20E C20' H20F 109.5 . . ?
C3' C21' C22' 123.8(4) . . ?
C3' C21' C23' 123.5(3) . . ?
C22' C21' C23' 112.6(3) . . ?
N2' C22' C21' 177.0(5) . . ?
N3' C23' C21' 176.2(4) . . ?
C17' C18' H18D 109.5 . . ?
C17' C18' H18E 109.5 . . ?
H18D C18' H18E 109.5 . . ?
C17' C18' H18F 109.5 . . ?
H18D C18' H18F 109.5 . . ?
H18E C18' H18F 109.5 . . ?
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 C1 1.228(5) . ?
N1 C14 1.364(5) . ?
N1 C19 1.463(5) . ?
N1 C17 1.465(5) . ?
N2 C22 1.151(5) . ?
N3 C23 1.140(6) . ?
C1 C2 1.476(5) . ?
C1 C7A 1.480(6) . ?
C2 C8 1.374(6) . ?
C2 C3 1.457(5) . ?
C3 C21 1.374(5) . ?
C3 C3A 1.485(6) . ?
C3A C4 1.389(6) . ?
C3A C7A 1.399(5) . ?
C4 C5 1.383(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.378(6) . ?
C5 H5 0.9500 . ?
C6 C7 1.382(6) . ?
C6 H6 0.9500 . ?
C7 C7A 1.371(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.410(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.361(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.429(5) . ?
C10 H10 0.9500 . ?
C11 C16 1.399(6) . ?
C11 C12 1.406(5) . ?
C12 C13 1.365(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.420(6) . ?
C13 H13 0.9500 . ?
C14 C15 1.415(5) . ?
C15 C16 1.374(6) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C18 1.517(6) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.512(6) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C23 1.431(7) . ?
C21 C22 1.431(6) . ?
O1' C1' 1.221(5) . ?
N1' C14' 1.366(5) . ?
N1' C17' 1.428(2) . ?
N1' C19' 1.464(5) . ?
N2' C22' 1.140(5) . ?
N3' C23' 1.150(5) . ?
C1' C2' 1.480(6) . ?
C1' C7'A 1.480(6) . ?
C2' C8' 1.374(5) . ?
C2' C3' 1.463(5) . ?
C3' C21' 1.373(5) . ?
C3' C3'A 1.487(6) . ?
C3'A C4' 1.394(5) . ?
C3'A C7'A 1.397(6) . ?
C4' C5' 1.383(6) . ?
C4' H4' 0.9500 . ?
C5' C6' 1.380(6) . ?
C5' H5' 0.9500 . ?
C6' C7' 1.387(6) . ?
C6' H6' 0.9500 . ?
C7' C7'A 1.385(6) . ?
C7' H7' 0.9500 . ?
C8' C9' 1.405(5) . ?
C8' H8' 0.9500 . ?
C9' C10' 1.370(6) . ?
C9' H9' 0.9500 . ?
C10' C11' 1.425(5) . ?
C10' H10' 0.9500 . ?
C11' C12' 1.411(5) . ?
C11' C16' 1.413(5) . ?
C12' C13' 1.366(5) . ?
C12' H12' 0.9500 . ?
C13' C14' 1.422(6) . ?
C13' H13' 0.9500 . ?
C14' C15' 1.406(5) . ?
C15' C16' 1.359(5) . ?
C15' H15' 0.9500 . ?
C16' H16' 0.9500 . ?
C17' C18' 1.534(2) . ?
C17' H17C 0.9900 . ?
C17' H17D 0.9900 . ?
C19' C20' 1.515(7) . ?
C19' H19C 0.9900 . ?
C19' H19D 0.9900 . ?
C20' H20D 0.9800 . ?
C20' H20E 0.9800 . ?
C20' H20F 0.9800 . ?
C21' C22' 1.430(6) . ?
C21' C23' 1.431(6) . ?
C18' H18D 0.9800 . ?
C18' H18E 0.9800 . ?
C18' H18F 0.9800 . ?
