#------------------------------------------------------------------------------
#$Date: 2025-08-20 11:41:31 +0200 (Wed 20 de Aug de 2025) $
#$Revision: 301828 $
#$URL: svn://www.crystallography.net/cod/cif/4/03/60/4036076.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_4036076
loop_
_publ_author_name
'Sauvé, Ethan R.'
'Paeng, Jaesuk'
'Yamaguchi, Shigehiro'
'Hudson, Zachary M.'
_publ_section_title
;
 Donor--Acceptor Materials Exhibiting Thermally Activated Delayed
 Fluorescence Using a Planarized N-Phenylbenzimidazole Acceptor
;
_journal_name_full               'The Journal of Organic Chemistry'
_journal_paper_doi               10.1021/acs.joc.9b02283
_journal_year                    2019
_chemical_formula_moiety         'C34 H25 N3 S'
_chemical_formula_sum            'C34 H25 N3 S'
_chemical_formula_weight         507.63
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-10-22
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 94.3960(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.0683(5)
_cell_length_b                   7.4793(2)
_cell_length_c                   21.6678(8)
_cell_measurement_reflns_used    9655
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      28.64
_cell_measurement_theta_min      2.41
_cell_volume                     2434.78(14)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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      90(2)
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'Bruker D8 Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'TRIUMPH curved-crystal'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0541
_diffrn_reflns_av_unetI/netI     0.0479
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            34186
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.745
_diffrn_reflns_theta_min         1.355
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.164
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_correction_T_min  0.952
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker, 2016/2) was used for absorption correction. wR2(int) was 0.0501 before and 0.0462 after correction. The ratio of minimum to maximum transmission is 0.9615. The λ/2 correction factor is not present.'
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1064
_exptl_crystal_recrystallization_method
'The material was recrystallised from a mixture of DCM and hexane  by slow evaporation'
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.840
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     345
_refine_ls_number_reflns         6299
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0885
_refine_ls_R_factor_gt           0.0549
_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)+(0.0673P)²+1.8142P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1290
_refine_ls_wR_factor_ref         0.1464
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4461
_reflns_number_total             6299
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo9b02283_si_003.cif
_cod_data_source_block           zh022
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_database_code               4036076
_shelx_shelxl_version_number     2017/1
_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   0.990
_shelx_estimated_absorpt_t_min   0.965
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C11(H11), C12(H12), C13(H13), C14(H14), C18(H18),
 C19(H19), C21(H21), C22(H22), C24(H24), C25(H25), C26(H26), C27(H27), C30(H30),
  C31(H31), C32(H32), C33(H33)
2.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C)
;
_olex2_date_sample_data_collection 2018-10-17
_olex2_date_sample_submission    2018-10-17
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a mylar loop in oil'
_olex2_submission_original_sample_id JP-2
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_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
S1 S 1.03537(4) -0.22204(7) 0.64024(3) 0.02626(15) Uani 1 1 d .
N1 N 0.63837(12) 0.7479(2) 0.67468(8) 0.0212(4) Uani 1 1 d .
N2 N 0.53842(11) 0.5551(2) 0.62845(8) 0.0190(4) Uani 1 1 d .
N3 N 0.91159(11) 0.0971(2) 0.62768(8) 0.0169(3) Uani 1 1 d .
C1 C 0.55286(13) 0.8178(3) 0.67764(9) 0.0197(4) Uani 1 1 d .
C2 C 0.52096(15) 0.9726(3) 0.70421(10) 0.0252(5) Uani 1 1 d .
H2 H 0.560117 1.055038 0.725650 0.030 Uiso 1 1 calc R
C3 C 0.43007(16) 1.0011(3) 0.69810(11) 0.0300(5) Uani 1 1 d .
H3 H 0.406989 1.106959 0.715077 0.036 Uiso 1 1 calc R
C4 C 0.37047(15) 0.8795(3) 0.66770(11) 0.0278(5) Uani 1 1 d .
H4 H 0.308655 0.906192 0.664148 0.033 Uiso 1 1 calc R
C5 C 0.39981(14) 0.7217(3) 0.64285(10) 0.0226(4) Uani 1 1 d .
C6 C 0.49116(13) 0.6978(3) 0.64945(9) 0.0196(4) Uani 1 1 d .
C7 C 0.34253(14) 0.5749(3) 0.61203(10) 0.0241(5) Uani 1 1 d .
C8 C 0.27118(15) 0.6621(4) 0.56681(11) 0.0334(6) Uani 1 1 d .
H8A H 0.235409 0.745357 0.589496 0.050 Uiso 1 1 calc GR
H8B H 0.232545 0.569136 0.547499 0.050 Uiso 1 1 calc GR
H8C H 0.300273 0.727293 0.534701 0.050 Uiso 1 1 calc GR
C9 C 0.29562(15) 0.4705(4) 0.66122(11) 0.0320(5) Uani 1 1 d .
H9A H 0.340287 0.414768 0.690359 0.048 Uiso 1 1 calc GR
H9B H 0.257780 0.377676 0.641036 0.048 Uiso 1 1 calc GR
H9C H 0.258867 0.552557 0.683643 0.048 Uiso 1 1 calc GR
C10 C 0.40017(13) 0.4451(3) 0.57724(10) 0.0220(4) Uani 1 1 d .
C11 C 0.35879(15) 0.3285(3) 0.53371(11) 0.0273(5) Uani 1 1 d .
H11 H 0.295622 0.327658 0.528472 0.033 Uiso 1 1 calc R
C12 C 0.40500(16) 0.2151(3) 0.49818(11) 0.0293(5) Uani 1 1 d .
H12 H 0.374125 0.137876 0.469092 0.035 Uiso 1 1 calc R
C13 C 0.49756(16) 0.2142(3) 0.50513(11) 0.0275(5) Uani 1 1 d .
H13 H 0.530372 0.139054 0.479837 0.033 Uiso 1 1 calc R
C14 C 0.54157(14) 0.3231(3) 0.54899(10) 0.0224(4) Uani 1 1 d .
H14 H 0.604728 0.321174 0.554317 0.027 Uiso 1 1 calc R
C15 C 0.49388(14) 0.4354(3) 0.58530(9) 0.0199(4) Uani 1 1 d .
C16 C 0.62760(13) 0.5939(3) 0.64549(9) 0.0188(4) Uani 1 1 d .
C17 C 0.70112(13) 0.4667(3) 0.63854(9) 0.0176(4) Uani 1 1 d .
C18 C 0.77718(13) 0.5171(3) 0.61027(9) 0.0183(4) Uani 1 1 d .
H18 H 0.781917 0.634434 0.594052 0.022 Uiso 1 1 calc R
C19 C 0.84625(13) 0.3954(3) 0.60581(9) 0.0182(4) Uani 1 1 d .
H19 H 0.897456 0.428941 0.585566 0.022 Uiso 1 1 calc R
C20 C 0.84066(12) 0.2245(3) 0.63090(9) 0.0165(4) Uani 1 1 d .
C21 C 0.76486(13) 0.1738(3) 0.65894(10) 0.0212(4) Uani 1 1 d .
H21 H 0.760394 0.057014 0.675645 0.025 Uiso 1 1 calc R
C22 C 0.69567(14) 0.2945(3) 0.66244(10) 0.0239(5) Uani 1 1 d .
H22 H 0.643684 0.259287 0.681459 0.029 Uiso 1 1 calc R
C23 C 0.99304(13) 0.1290(3) 0.66353(9) 0.0173(4) Uani 1 1 d .
C24 C 1.01157(13) 0.2916(3) 0.69296(9) 0.0197(4) Uani 1 1 d .
H24 H 0.968663 0.384793 0.689076 0.024 Uiso 1 1 calc R
C25 C 1.09147(14) 0.3206(3) 0.72789(10) 0.0257(5) Uani 1 1 d .
H25 H 1.103386 0.434070 0.746409 0.031 Uiso 1 1 calc R
C26 C 1.15392(14) 0.1847(3) 0.73587(10) 0.0272(5) Uani 1 1 d .
H26 H 1.207789 0.202810 0.760834 0.033 Uiso 1 1 calc R
C27 C 1.13637(13) 0.0222(3) 0.70680(9) 0.0196(4) Uani 1 1 d .
H27 H 1.179407 -0.070626 0.711159 0.024 Uiso 1 1 calc R
C28 C 1.05695(14) -0.0073(3) 0.67140(9) 0.0205(4) Uani 1 1 d .
C29 C 0.96724(14) -0.1620(3) 0.57387(10) 0.0202(4) Uani 1 1 d .
C30 C 0.96780(16) -0.2677(3) 0.52129(11) 0.0265(5) Uani 1 1 d .
H30 H 1.010447 -0.360883 0.519831 0.032 Uiso 1 1 calc R
C31 C 0.90789(15) -0.2399(3) 0.47151(11) 0.0263(5) Uani 1 1 d .
H31 H 0.907617 -0.315665 0.436301 0.032 Uiso 1 1 calc R
C32 C 0.84775(16) -0.1006(3) 0.47293(10) 0.0282(5) Uani 1 1 d .
H32 H 0.805642 -0.081023 0.438681 0.034 Uiso 1 1 calc R
C33 C 0.84870(14) 0.0111(3) 0.52433(10) 0.0222(4) Uani 1 1 d .
H33 H 0.807769 0.107625 0.524638 0.027 Uiso 1 1 calc R
C34 C 0.90893(13) -0.0172(3) 0.57525(9) 0.0181(4) 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 0.0033 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'
S S 0.1246 0.1234 '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
C29 S1 C28 99.17(10)
C16 N1 C1 105.59(17)
C6 N2 C15 118.27(17)
C6 N2 C16 105.23(17)
C16 N2 C15 134.37(18)
C23 N3 C20 118.44(16)
C34 N3 C20 117.55(16)
C34 N3 C23 120.57(16)
N1 C1 C6 108.96(18)
C2 C1 N1 132.7(2)
C2 C1 C6 118.30(19)
C1 C2 H2 121.3
C3 C2 C1 117.3(2)
C3 C2 H2 121.3
C2 C3 H3 118.8
C2 C3 C4 122.5(2)
C4 C3 H3 118.8
C3 C4 H4 119.3
C5 C4 C3 121.5(2)
C5 C4 H4 119.3
C4 C5 C6 114.5(2)
C4 C5 C7 126.9(2)
C6 C5 C7 118.61(19)
N2 C6 C1 107.31(17)
N2 C6 C5 126.9(2)
C5 C6 C1 125.8(2)
C5 C7 C8 108.56(19)
C5 C7 C9 109.78(19)
C5 C7 C10 110.40(17)
C9 C7 C8 108.67(19)
C9 C7 C10 109.06(19)
C10 C7 C8 110.35(18)
C7 C8 H8A 109.5
C7 C8 H8B 109.5
C7 C8 H8C 109.5
H8A C8 H8B 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
C7 C9 H9A 109.5
C7 C9 H9B 109.5
C7 C9 H9C 109.5
H9A C9 H9B 109.5
H9A C9 H9C 109.5
H9B C9 H9C 109.5
C11 C10 C7 119.06(19)
C11 C10 C15 116.2(2)
C15 C10 C7 124.69(19)
C10 C11 H11 118.4
C12 C11 C10 123.1(2)
C12 C11 H11 118.4
C11 C12 H12 120.3
C11 C12 C13 119.4(2)
C13 C12 H12 120.3
C12 C13 H13 120.1
C14 C13 C12 119.7(2)
C14 C13 H13 120.1
C13 C14 H14 119.9
C13 C14 C15 120.3(2)
C15 C14 H14 119.9
C10 C15 N2 117.72(19)
C14 C15 N2 120.92(18)
C14 C15 C10 121.17(19)
N1 C16 N2 112.90(18)
N1 C16 C17 123.11(18)
N2 C16 C17 123.58(18)
C18 C17 C16 121.29(18)
C18 C17 C22 119.21(18)
C22 C17 C16 119.46(18)
C17 C18 H18 120.0
C19 C18 C17 119.91(19)
C19 C18 H18 120.0
C18 C19 H19 119.8
C18 C19 C20 120.32(19)
C20 C19 H19 119.8
C19 C20 N3 121.42(18)
C21 C20 N3 118.73(18)
C21 C20 C19 119.84(19)
C20 C21 H21 120.2
C22 C21 C20 119.6(2)
C22 C21 H21 120.2
C17 C22 H22 119.5
C21 C22 C17 121.07(19)
C21 C22 H22 119.5
C24 C23 N3 122.13(18)
C24 C23 C28 117.87(18)
C28 C23 N3 119.99(18)
C23 C24 H24 119.3
C25 C24 C23 121.4(2)
C25 C24 H24 119.3
C24 C25 H25 119.8
C26 C25 C24 120.3(2)
C26 C25 H25 119.8
C25 C26 H26 120.6
C27 C26 C25 118.83(19)
C27 C26 H26 120.6
C26 C27 H27 119.4
C26 C27 C28 121.15(19)
C28 C27 H27 119.4
C23 C28 S1 120.70(16)
C27 C28 S1 118.85(16)
C27 C28 C23 120.4(2)
C30 C29 S1 119.06(17)
C30 C29 C34 120.2(2)
C34 C29 S1 120.59(16)
C29 C30 H30 119.5
C31 C30 C29 121.0(2)
C31 C30 H30 119.5
C30 C31 H31 120.3
C30 C31 C32 119.4(2)
C32 C31 H31 120.3
C31 C32 H32 119.9
C31 C32 C33 120.2(2)
C33 C32 H32 119.9
C32 C33 H33 119.7
C34 C33 C32 120.7(2)
C34 C33 H33 119.7
C29 C34 N3 120.33(18)
C33 C34 N3 121.33(19)
C33 C34 C29 118.34(19)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C28 1.763(2)
S1 C29 1.760(2)
N1 C1 1.396(3)
N1 C16 1.318(3)
N2 C6 1.380(3)
N2 C15 1.425(3)
N2 C16 1.396(2)
N3 C20 1.437(2)
N3 C23 1.421(2)
N3 C34 1.420(3)
C1 C2 1.395(3)
C1 C6 1.398(3)
C2 H2 0.9500
C2 C3 1.382(3)
C3 H3 0.9500
C3 C4 1.406(3)
C4 H4 0.9500
C4 C5 1.383(3)
C5 C6 1.385(3)
C5 C7 1.519(3)
C7 C8 1.543(3)
C7 C9 1.536(3)
C7 C10 1.538(3)
C8 H8A 0.9800
C8 H8B 0.9800
C8 H8C 0.9800
C9 H9A 0.9800
C9 H9B 0.9800
C9 H9C 0.9800
C10 C11 1.396(3)
C10 C15 1.411(3)
C11 H11 0.9500
C11 C12 1.371(3)
C12 H12 0.9500
C12 C13 1.391(3)
C13 H13 0.9500
C13 C14 1.382(3)
C14 H14 0.9500
C14 C15 1.388(3)
C16 C17 1.477(3)
C17 C18 1.392(3)
C17 C22 1.393(3)
C18 H18 0.9500
C18 C19 1.392(3)
C19 H19 0.9500
C19 C20 1.394(3)
C20 C21 1.387(3)
C21 H21 0.9500
C21 C22 1.386(3)
C22 H22 0.9500
C23 C24 1.391(3)
C23 C28 1.404(3)
C24 H24 0.9500
C24 C25 1.389(3)
C25 H25 0.9500
C25 C26 1.387(3)
C26 H26 0.9500
C26 C27 1.385(3)
C27 H27 0.9500
C27 C28 1.389(3)
C29 C30 1.387(3)
C29 C34 1.396(3)
C30 H30 0.9500
C30 C31 1.368(3)
C31 H31 0.9500
C31 C32 1.383(3)
C32 H32 0.9500
C32 C33 1.391(3)
C33 H33 0.9500
C33 C34 1.390(3)
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
S1 C29 C30 C31 171.49(17)
S1 C29 C34 N3 7.9(3)
S1 C29 C34 C33 -172.02(16)
N1 C1 C2 C3 179.8(2)
N1 C1 C6 N2 -0.7(2)
N1 C1 C6 C5 -179.3(2)
N1 C16 C17 C18 -57.5(3)
N1 C16 C17 C22 120.4(2)
N2 C16 C17 C18 130.3(2)
N2 C16 C17 C22 -51.8(3)
N3 C20 C21 C22 -179.91(19)
N3 C23 C24 C25 179.93(19)
N3 C23 C28 S1 -3.0(3)
N3 C23 C28 C27 -179.43(18)
C1 N1 C16 N2 -0.1(2)
C1 N1 C16 C17 -173.08(19)
C1 C2 C3 C4 1.3(3)
C2 C1 C6 N2 -178.41(18)
C2 C1 C6 C5 3.0(3)
C2 C3 C4 C5 1.0(4)
C3 C4 C5 C6 -1.3(3)
C3 C4 C5 C7 176.5(2)
C4 C5 C6 N2 -179.0(2)
C4 C5 C6 C1 -0.7(3)
C4 C5 C7 C8 45.4(3)
C4 C5 C7 C9 -73.2(3)
C4 C5 C7 C10 166.5(2)
C5 C7 C10 C11 -164.24(19)
C5 C7 C10 C15 14.9(3)
C6 N2 C15 C10 -14.0(3)
C6 N2 C15 C14 160.98(19)
C6 N2 C16 N1 -0.3(2)
C6 N2 C16 C17 172.61(19)
C6 C1 C2 C3 -3.1(3)
C6 C5 C7 C8 -136.8(2)
C6 C5 C7 C9 104.5(2)
C6 C5 C7 C10 -15.7(3)
C7 C5 C6 N2 3.0(3)
C7 C5 C6 C1 -178.7(2)
C7 C10 C11 C12 176.4(2)
C7 C10 C15 N2 -0.4(3)
C7 C10 C15 C14 -175.4(2)
C8 C7 C10 C11 -44.2(3)
C8 C7 C10 C15 134.9(2)
C9 C7 C10 C11 75.1(2)
C9 C7 C10 C15 -105.8(2)
C10 C11 C12 C13 0.0(4)
C11 C10 C15 N2 178.74(19)
C11 C10 C15 C14 3.7(3)
C11 C12 C13 C14 2.0(4)
C12 C13 C14 C15 -1.1(3)
C13 C14 C15 N2 -176.7(2)
C13 C14 C15 C10 -1.9(3)
C15 N2 C6 C1 -165.17(18)
C15 N2 C6 C5 13.4(3)
C15 N2 C16 N1 162.1(2)
C15 N2 C16 C17 -25.0(3)
C15 C10 C11 C12 -2.8(3)
C16 N1 C1 C2 177.8(2)
C16 N1 C1 C6 0.5(2)
C16 N2 C6 C1 0.6(2)
C16 N2 C6 C5 179.2(2)
C16 N2 C15 C10 -174.7(2)
C16 N2 C15 C14 0.4(3)
C16 C17 C18 C19 178.40(18)
C16 C17 C22 C21 -177.4(2)
C17 C18 C19 C20 -1.6(3)
C18 C17 C22 C21 0.5(3)
C18 C19 C20 N3 -179.12(18)
C18 C19 C20 C21 1.8(3)
C19 C20 C21 C22 -0.8(3)
C20 N3 C23 C24 -11.1(3)
C20 N3 C23 C28 167.34(18)
C20 N3 C34 C29 -169.71(18)
C20 N3 C34 C33 10.2(3)
C20 C21 C22 C17 -0.4(3)
C22 C17 C18 C19 0.5(3)
C23 N3 C20 C19 69.3(2)
C23 N3 C20 C21 -111.5(2)
C23 N3 C34 C29 31.6(3)
C23 N3 C34 C33 -148.57(19)
C23 C24 C25 C26 -2.1(3)
C24 C23 C28 S1 175.51(15)
C24 C23 C28 C27 -1.0(3)
C24 C25 C26 C27 2.1(3)
C25 C26 C27 C28 -1.6(3)
C26 C27 C28 S1 -175.50(16)
C26 C27 C28 C23 1.0(3)
C28 S1 C29 C30 149.54(17)
C28 S1 C29 C34 -34.78(19)
C28 C23 C24 C25 1.5(3)
C29 S1 C28 C23 32.28(19)
C29 S1 C28 C27 -151.20(17)
C29 C30 C31 C32 2.1(3)
C30 C29 C34 N3 -176.51(18)
C30 C29 C34 C33 3.6(3)
C30 C31 C32 C33 0.5(3)
C31 C32 C33 C34 -1.0(3)
C32 C33 C34 N3 179.07(19)
C32 C33 C34 C29 -1.1(3)
C34 N3 C20 C19 -89.8(2)
C34 N3 C20 C21 89.3(2)
C34 N3 C23 C24 147.48(19)
C34 N3 C23 C28 -34.1(3)
C34 C29 C30 C31 -4.2(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168329716
