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#$Date: 2025-08-23 02:36:08 +0300 (Sat, 23 Aug 2025) $
#$Revision: 301880 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/00/04/8000475.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_8000475
loop_
_publ_author_name
'Wang, Dan'
'Xie, Yufeng'
'Wu, Xinghui'
'Lei, Yunxiang'
'Zhou, Yunbing'
'Cai, Zhengxu'
'Liu, Miaochang'
'Wu, Huayue'
'Huang, Xiaobo'
'Dong, Yuping'
_publ_section_title
;
 Excitation-Dependent Triplet-Singlet Intensity from Organic Host-Guest
 Materials: Tunable Color, White-Light Emission, and Room-Temperature
 Phosphorescence.
;
_journal_issue                   7
_journal_name_full               'The journal of physical chemistry letters'
_journal_page_first              1814
_journal_page_last               1821
_journal_paper_doi               10.1021/acs.jpclett.1c00188
_journal_volume                  12
_journal_year                    2021
_chemical_formula_sum            'C36 H34 N4 O'
_chemical_formula_weight         538.67
_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
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 98.4980(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.7928(5)
_cell_length_b                   6.5327(2)
_cell_length_c                   24.6135(7)
_cell_measurement_reflns_used    7083
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      54.949
_cell_measurement_theta_min      4.629
_cell_volume                     2829.54(14)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.998
_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  0.0503
_diffrn_reflns_av_unetI/netI     0.0413
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            27659
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.995
_diffrn_reflns_theta_min         2.315
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6860
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.070
_refine_diff_density_max         0.200
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       0.0091(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     374
_refine_ls_number_reflns         5541
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0691
_refine_ls_R_factor_gt           0.0449
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0475P)²+0.8294P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1010
_refine_ls_wR_factor_ref         0.1173
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4099
_reflns_number_total             5541
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jz1c00188_si_008.cif
_cod_data_source_block           mo_dd19427_0m
_cod_depositor_comments
'Adding full bibliography for 8000474--8000477.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               8000475
_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   0.989
_shelx_estimated_absorpt_t_max   0.995
_shelxl_version_number           2013-4
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 0.73285(7) 0.51043(18) 0.39226(5) 0.0332(3) Uani 1 1 d . . . . .
N1 N 0.75918(8) 0.1966(2) 0.54847(6) 0.0303(3) Uani 1 1 d . . . . .
N2 N 0.62031(11) 0.9000(3) 0.33129(7) 0.0482(5) Uani 1 1 d . . . . .
N3 N 0.81963(8) 0.2491(2) 0.47290(6) 0.0287(3) Uani 1 1 d . . . . .
N4 N 0.52937(8) 0.7429(2) 0.75714(6) 0.0348(4) Uani 1 1 d . . . . .
C1 C 0.71259(10) 0.2589(3) 0.58474(7) 0.0304(4) Uani 1 1 d . . . . .
C2 C 0.67385(9) 0.4407(3) 0.57981(7) 0.0292(4) Uani 1 1 d . . . . .
C3 C 0.67344(9) 0.5549(3) 0.53036(7) 0.0276(4) Uani 1 1 d . . . . .
C4 C 0.63088(10) 0.7385(3) 0.52082(7) 0.0310(4) Uani 1 1 d . . . . .
H4 H 0.6077 0.7945 0.5499 0.037 Uiso 1 1 calc R U . . .
C5 C 0.62202(9) 0.8376(3) 0.47156(7) 0.0303(4) Uani 1 1 d . . . . .
C6 C 0.65528(9) 0.7465(3) 0.42830(7) 0.0291(4) Uani 1 1 d . . . . .
C7 C 0.70128(9) 0.5755(3) 0.43670(7) 0.0276(4) Uani 1 1 d . . . . .
C8 C 0.71535(9) 0.4802(3) 0.48919(7) 0.0270(4) Uani 1 1 d . . . . .
C9 C 0.76485(9) 0.3074(3) 0.50437(7) 0.0273(4) Uani 1 1 d . . . . .
C10 C 0.71065(12) 0.1149(3) 0.63209(8) 0.0431(5) Uani 1 1 d . . . . .
H10A H 0.7114 -0.0267 0.6190 0.065 Uiso 1 1 calc R U . . .
H10B H 0.6642 0.1383 0.6482 0.065 Uiso 1 1 calc R U . . .
H10C H 0.7551 0.1391 0.6600 0.065 Uiso 1 1 calc R U . . .
C11 C 0.57834(11) 1.0342(3) 0.46193(8) 0.0409(5) Uani 1 1 d . . . . .
H11A H 0.6104 1.1382 0.4482 0.061 Uiso 1 1 calc R U . . .
H11B H 0.5631 1.0811 0.4965 0.061 Uiso 1 1 calc R U . . .
H11C H 0.5329 1.0115 0.4348 0.061 Uiso 1 1 calc R U . . .
C12 C 0.63790(10) 0.8294(3) 0.37379(7) 0.0323(4) Uani 1 1 d . . . . .
C13 C 0.87382(10) 0.4058(3) 0.46025(7) 0.0337(4) Uani 1 1 d . . . . .
H13A H 0.9136 0.4251 0.4925 0.040 Uiso 1 1 calc R U . . .
H13B H 0.8470 0.5377 0.4526 0.040 Uiso 1 1 calc R U . . .
C14 C 0.91059(11) 0.3436(3) 0.41096(8) 0.0383(5) Uani 1 1 d . . . . .
H14A H 0.9480 0.4488 0.4039 0.046 Uiso 1 1 calc R U . . .
H14B H 0.8713 0.3340 0.3781 0.046 Uiso 1 1 calc R U . . .
C15 C 0.95015(11) 0.1387(3) 0.42130(8) 0.0444(5) Uani 1 1 d . . . . .
H15A H 0.9689 0.0924 0.3874 0.053 Uiso 1 1 calc R U . . .
H15B H 0.9944 0.1537 0.4505 0.053 Uiso 1 1 calc R U . . .
C16 C 0.89605(11) -0.0192(3) 0.43852(8) 0.0410(5) Uani 1 1 d . . . . .
H16A H 0.9245 -0.1469 0.4491 0.049 Uiso 1 1 calc R U . . .
H16B H 0.8567 -0.0508 0.4068 0.049 Uiso 1 1 calc R U . . .
C17 C 0.85743(11) 0.0522(3) 0.48642(7) 0.0356(4) Uani 1 1 d . . . . .
H17A H 0.8196 -0.0509 0.4941 0.043 Uiso 1 1 calc R U . . .
H17B H 0.8957 0.0671 0.5197 0.043 Uiso 1 1 calc R U . . .
C18 C 0.70390(11) 0.3210(3) 0.36775(7) 0.0362(4) Uani 1 1 d . . . . .
H18A H 0.7225 0.3019 0.3325 0.054 Uiso 1 1 calc R U . . .
H18B H 0.6482 0.3248 0.3617 0.054 Uiso 1 1 calc R U . . .
H18C H 0.7213 0.2071 0.3924 0.054 Uiso 1 1 calc R U . . .
C19 C 0.63434(10) 0.5191(3) 0.62509(7) 0.0299(4) Uani 1 1 d . . . . .
C20 C 0.67640(10) 0.5966(3) 0.67270(7) 0.0307(4) Uani 1 1 d . . . . .
H20 H 0.7303 0.5983 0.6759 0.037 Uiso 1 1 calc R U . . .
C21 C 0.64221(10) 0.6712(3) 0.71539(7) 0.0316(4) Uani 1 1 d . . . . .
H21 H 0.6728 0.7242 0.7472 0.038 Uiso 1 1 calc R U . . .
C22 C 0.56325(10) 0.6700(3) 0.71251(7) 0.0303(4) Uani 1 1 d . . . . .
C23 C 0.52088(10) 0.5933(3) 0.66489(7) 0.0416(5) Uani 1 1 d . . . . .
H23 H 0.4670 0.5916 0.6616 0.050 Uiso 1 1 calc R U . . .
C24 C 0.55559(10) 0.5194(3) 0.62217(7) 0.0400(5) Uani 1 1 d . . . . .
H24 H 0.5251 0.4678 0.5902 0.048 Uiso 1 1 calc R U . . .
C25 C 0.45553(9) 0.6812(3) 0.76656(7) 0.0286(4) Uani 1 1 d . . . . .
C26 C 0.43086(10) 0.4805(3) 0.75877(7) 0.0338(4) Uani 1 1 d . . . . .
H26 H 0.4634 0.3805 0.7467 0.041 Uiso 1 1 calc R U . . .
C27 C 0.35906(10) 0.4256(3) 0.76858(7) 0.0352(4) Uani 1 1 d . . . . .
H27 H 0.3421 0.2887 0.7621 0.042 Uiso 1 1 calc R U . . .
C28 C 0.31172(10) 0.5675(3) 0.78768(7) 0.0349(4) Uani 1 1 d . . . . .
H28 H 0.2626 0.5287 0.7947 0.042 Uiso 1 1 calc R U . . .
C29 C 0.33672(10) 0.7667(3) 0.79638(7) 0.0343(4) Uani 1 1 d . . . . .
H29 H 0.3048 0.8650 0.8099 0.041 Uiso 1 1 calc R U . . .
C30 C 0.40763(10) 0.8239(3) 0.78558(7) 0.0322(4) Uani 1 1 d . . . . .
H30 H 0.4239 0.9619 0.7912 0.039 Uiso 1 1 calc R U . . .
C31 C 0.56614(9) 0.8998(3) 0.79162(7) 0.0312(4) Uani 1 1 d . . . . .
C32 C 0.58029(10) 0.8709(3) 0.84798(7) 0.0368(4) Uani 1 1 d . . . . .
H32 H 0.5686 0.7434 0.8633 0.044 Uiso 1 1 calc R U . . .
C33 C 0.61127(11) 1.0271(3) 0.88188(8) 0.0413(5) Uani 1 1 d . . . . .
H33 H 0.6202 1.0064 0.9205 0.050 Uiso 1 1 calc R U . . .
C34 C 0.62931(10) 1.2119(3) 0.86055(8) 0.0422(5) Uani 1 1 d . . . . .
H34 H 0.6499 1.3194 0.8842 0.051 Uiso 1 1 calc R U . . .
C35 C 0.61726(11) 1.2394(3) 0.80447(9) 0.0432(5) Uani 1 1 d . . . . .
H35 H 0.6308 1.3655 0.7893 0.052 Uiso 1 1 calc R U . . .
C36 C 0.58555(10) 1.0848(3) 0.77008(8) 0.0374(4) Uani 1 1 d . . . . .
H36 H 0.5771 1.1058 0.7315 0.045 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
C7 O1 C18 116.01(13) . . ?
C9 N1 C1 120.07(15) . . ?
C9 N3 C17 116.81(14) . . ?
C9 N3 C13 117.69(14) . . ?
C17 N3 C13 111.44(14) . . ?
C22 N4 C31 119.64(14) . . ?
C22 N4 C25 122.73(14) . . ?
C31 N4 C25 117.34(14) . . ?
N1 C1 C2 123.10(15) . . ?
N1 C1 C10 113.97(15) . . ?
C2 C1 C10 122.87(16) . . ?
C1 C2 C3 117.91(15) . . ?
C1 C2 C19 121.17(15) . . ?
C3 C2 C19 120.92(15) . . ?
C4 C3 C2 121.22(15) . . ?
C4 C3 C8 119.50(15) . . ?
C2 C3 C8 119.27(15) . . ?
C5 C4 C3 122.49(16) . . ?
C5 C4 H4 118.8 . . ?
C3 C4 H4 118.8 . . ?
C4 C5 C6 117.46(16) . . ?
C4 C5 C11 122.38(16) . . ?
C6 C5 C11 120.16(15) . . ?
C7 C6 C5 121.91(15) . . ?
C7 C6 C12 119.03(15) . . ?
C5 C6 C12 119.00(15) . . ?
O1 C7 C6 115.80(14) . . ?
O1 C7 C8 123.48(15) . . ?
C6 C7 C8 120.69(15) . . ?
C7 C8 C3 117.01(15) . . ?
C7 C8 C9 126.51(15) . . ?
C3 C8 C9 116.39(14) . . ?
N1 C9 N3 117.04(15) . . ?
N1 C9 C8 121.50(15) . . ?
N3 C9 C8 121.46(14) . . ?
C1 C10 H10A 109.5 . . ?
C1 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C1 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C5 C11 H11A 109.5 . . ?
C5 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C5 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N2 C12 C6 176.0(2) . . ?
N3 C13 C14 110.90(15) . . ?
N3 C13 H13A 109.5 . . ?
C14 C13 H13A 109.5 . . ?
N3 C13 H13B 109.5 . . ?
C14 C13 H13B 109.5 . . ?
H13A C13 H13B 108.0 . . ?
C13 C14 C15 110.29(16) . . ?
C13 C14 H14A 109.6 . . ?
C15 C14 H14A 109.6 . . ?
C13 C14 H14B 109.6 . . ?
C15 C14 H14B 109.6 . . ?
H14A C14 H14B 108.1 . . ?
C16 C15 C14 110.49(15) . . ?
C16 C15 H15A 109.6 . . ?
C14 C15 H15A 109.6 . . ?
C16 C15 H15B 109.6 . . ?
C14 C15 H15B 109.6 . . ?
H15A C15 H15B 108.1 . . ?
C15 C16 C17 112.74(16) . . ?
C15 C16 H16A 109.0 . . ?
C17 C16 H16A 109.0 . . ?
C15 C16 H16B 109.0 . . ?
C17 C16 H16B 109.0 . . ?
H16A C16 H16B 107.8 . . ?
N3 C17 C16 109.69(14) . . ?
N3 C17 H17A 109.7 . . ?
C16 C17 H17A 109.7 . . ?
N3 C17 H17B 109.7 . . ?
C16 C17 H17B 109.7 . . ?
H17A C17 H17B 108.2 . . ?
O1 C18 H18A 109.5 . . ?
O1 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O1 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 C24 117.08(16) . . ?
C20 C19 C2 120.01(15) . . ?
C24 C19 C2 122.91(16) . . ?
C21 C20 C19 121.90(16) . . ?
C21 C20 H20 119.1 . . ?
C19 C20 H20 119.1 . . ?
C20 C21 C22 120.88(16) . . ?
C20 C21 H21 119.6 . . ?
C22 C21 H21 119.6 . . ?
C23 C22 C21 117.46(16) . . ?
C23 C22 N4 122.49(15) . . ?
C21 C22 N4 120.05(15) . . ?
C24 C23 C22 121.30(17) . . ?
C24 C23 H23 119.3 . . ?
C22 C23 H23 119.3 . . ?
C23 C24 C19 121.37(17) . . ?
C23 C24 H24 119.3 . . ?
C19 C24 H24 119.3 . . ?
C26 C25 C30 118.90(16) . . ?
C26 C25 N4 121.69(16) . . ?
C30 C25 N4 119.37(16) . . ?
C27 C26 C25 120.19(17) . . ?
C27 C26 H26 119.9 . . ?
C25 C26 H26 119.9 . . ?
C26 C27 C28 120.76(18) . . ?
C26 C27 H27 119.6 . . ?
C28 C27 H27 119.6 . . ?
C29 C28 C27 119.10(17) . . ?
C29 C28 H28 120.4 . . ?
C27 C28 H28 120.4 . . ?
C30 C29 C28 120.55(17) . . ?
C30 C29 H29 119.7 . . ?
C28 C29 H29 119.7 . . ?
C29 C30 C25 120.46(17) . . ?
C29 C30 H30 119.8 . . ?
C25 C30 H30 119.8 . . ?
C36 C31 C32 118.94(17) . . ?
C36 C31 N4 121.20(16) . . ?
C32 C31 N4 119.81(17) . . ?
C33 C32 C31 120.12(18) . . ?
C33 C32 H32 119.9 . . ?
C31 C32 H32 119.9 . . ?
C34 C33 C32 120.90(18) . . ?
C34 C33 H33 119.5 . . ?
C32 C33 H33 119.5 . . ?
C33 C34 C35 119.17(19) . . ?
C33 C34 H34 120.4 . . ?
C35 C34 H34 120.4 . . ?
C34 C35 C36 120.47(19) . . ?
C34 C35 H35 119.8 . . ?
C36 C35 H35 119.8 . . ?
C31 C36 C35 120.36(17) . . ?
C31 C36 H36 119.8 . . ?
C35 C36 H36 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 C7 1.3692(19) . ?
O1 C18 1.439(2) . ?
N1 C9 1.321(2) . ?
N1 C1 1.367(2) . ?
N2 C12 1.144(2) . ?
N3 C9 1.385(2) . ?
N3 C17 1.467(2) . ?
N3 C13 1.470(2) . ?
N4 C22 1.412(2) . ?
N4 C31 1.426(2) . ?
N4 C25 1.426(2) . ?
C1 C2 1.370(2) . ?
C1 C10 1.502(2) . ?
C2 C3 1.427(2) . ?
C2 C19 1.493(2) . ?
C3 C4 1.420(2) . ?
C3 C8 1.430(2) . ?
C4 C5 1.363(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.423(2) . ?
C5 C11 1.502(2) . ?
C6 C7 1.382(2) . ?
C6 C12 1.438(2) . ?
C7 C8 1.423(2) . ?
C8 C9 1.447(2) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C13 C14 1.516(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.516(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.514(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.523(2) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.390(2) . ?
C19 C24 1.392(2) . ?
C20 C21 1.379(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.396(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.390(3) . ?
C23 C24 1.383(3) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C26 1.387(3) . ?
C25 C30 1.390(2) . ?
C26 C27 1.382(2) . ?
C26 H26 0.9500 . ?
C27 C28 1.381(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.382(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.379(2) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 C36 1.384(3) . ?
C31 C32 1.386(2) . ?
C32 C33 1.380(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.373(3) . ?
C33 H33 0.9500 . ?
C34 C35 1.377(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.383(3) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
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
C18 H18C N3 0.98 2.46 3.096(2) 122.4 .
C13 H13B O1 0.99 2.34 2.884(2) 113.9 .
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
C9 N1 C1 C2 -4.3(3) . . . . ?
C9 N1 C1 C10 178.62(16) . . . . ?
N1 C1 C2 C3 9.5(3) . . . . ?
C10 C1 C2 C3 -173.59(16) . . . . ?
N1 C1 C2 C19 -169.44(16) . . . . ?
C10 C1 C2 C19 7.4(3) . . . . ?
C1 C2 C3 C4 176.22(16) . . . . ?
C19 C2 C3 C4 -4.8(2) . . . . ?
C1 C2 C3 C8 -2.4(2) . . . . ?
C19 C2 C3 C8 176.62(15) . . . . ?
C2 C3 C4 C5 -171.96(17) . . . . ?
C8 C3 C4 C5 6.6(3) . . . . ?
C3 C4 C5 C6 2.0(3) . . . . ?
C3 C4 C5 C11 -178.69(17) . . . . ?
C4 C5 C6 C7 -6.3(3) . . . . ?
C11 C5 C6 C7 174.35(16) . . . . ?
C4 C5 C6 C12 170.94(16) . . . . ?
C11 C5 C6 C12 -8.4(2) . . . . ?
C18 O1 C7 C6 -109.81(17) . . . . ?
C18 O1 C7 C8 71.9(2) . . . . ?
C5 C6 C7 O1 -176.57(15) . . . . ?
C12 C6 C7 O1 6.1(2) . . . . ?
C5 C6 C7 C8 1.8(3) . . . . ?
C12 C6 C7 C8 -175.47(15) . . . . ?
O1 C7 C8 C3 -174.97(15) . . . . ?
C6 C7 C8 C3 6.8(2) . . . . ?
O1 C7 C8 C9 1.4(3) . . . . ?
C6 C7 C8 C9 -176.90(16) . . . . ?
C4 C3 C8 C7 -10.8(2) . . . . ?
C2 C3 C8 C7 167.79(15) . . . . ?
C4 C3 C8 C9 172.47(15) . . . . ?
C2 C3 C8 C9 -8.9(2) . . . . ?
C1 N1 C9 N3 172.48(15) . . . . ?
C1 N1 C9 C8 -8.3(2) . . . . ?
C17 N3 C9 N1 9.6(2) . . . . ?
C13 N3 C9 N1 -127.12(16) . . . . ?
C17 N3 C9 C8 -169.62(15) . . . . ?
C13 N3 C9 C8 53.7(2) . . . . ?
C7 C8 C9 N1 -161.71(16) . . . . ?
C3 C8 C9 N1 14.6(2) . . . . ?
C7 C8 C9 N3 17.4(3) . . . . ?
C3 C8 C9 N3 -166.21(15) . . . . ?
C9 N3 C13 C14 -160.10(15) . . . . ?
C17 N3 C13 C14 61.02(19) . . . . ?
N3 C13 C14 C15 -57.5(2) . . . . ?
C13 C14 C15 C16 52.9(2) . . . . ?
C14 C15 C16 C17 -52.4(2) . . . . ?
C9 N3 C17 C16 162.31(15) . . . . ?
C13 N3 C17 C16 -58.42(19) . . . . ?
C15 C16 C17 N3 54.6(2) . . . . ?
C1 C2 C19 C20 72.8(2) . . . . ?
C3 C2 C19 C20 -106.11(19) . . . . ?
C1 C2 C19 C24 -107.3(2) . . . . ?
C3 C2 C19 C24 73.7(2) . . . . ?
C24 C19 C20 C21 -0.1(3) . . . . ?
C2 C19 C20 C21 179.74(16) . . . . ?
C19 C20 C21 C22 0.6(3) . . . . ?
C20 C21 C22 C23 -0.8(3) . . . . ?
C20 C21 C22 N4 178.61(16) . . . . ?
C31 N4 C22 C23 -150.65(18) . . . . ?
C25 N4 C22 C23 23.0(3) . . . . ?
C31 N4 C22 C21 30.0(2) . . . . ?
C25 N4 C22 C21 -156.39(16) . . . . ?
C21 C22 C23 C24 0.5(3) . . . . ?
N4 C22 C23 C24 -178.83(18) . . . . ?
C22 C23 C24 C19 -0.1(3) . . . . ?
C20 C19 C24 C23 -0.2(3) . . . . ?
C2 C19 C24 C23 -179.97(18) . . . . ?
C22 N4 C25 C26 40.0(2) . . . . ?
C31 N4 C25 C26 -146.21(17) . . . . ?
C22 N4 C25 C30 -141.88(17) . . . . ?
C31 N4 C25 C30 31.9(2) . . . . ?
C30 C25 C26 C27 1.5(3) . . . . ?
N4 C25 C26 C27 179.64(15) . . . . ?
C25 C26 C27 C28 -1.8(3) . . . . ?
C26 C27 C28 C29 0.7(3) . . . . ?
C27 C28 C29 C30 0.7(3) . . . . ?
C28 C29 C30 C25 -1.0(3) . . . . ?
C26 C25 C30 C29 -0.1(3) . . . . ?
N4 C25 C30 C29 -178.28(15) . . . . ?
C22 N4 C31 C36 55.7(2) . . . . ?
C25 N4 C31 C36 -118.25(18) . . . . ?
C22 N4 C31 C32 -126.81(18) . . . . ?
C25 N4 C31 C32 59.2(2) . . . . ?
C36 C31 C32 C33 1.8(3) . . . . ?
N4 C31 C32 C33 -175.73(16) . . . . ?
C31 C32 C33 C34 -0.7(3) . . . . ?
C32 C33 C34 C35 -1.0(3) . . . . ?
C33 C34 C35 C36 1.7(3) . . . . ?
C32 C31 C36 C35 -1.2(3) . . . . ?
N4 C31 C36 C35 176.32(16) . . . . ?
C34 C35 C36 C31 -0.5(3) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168344083
