#------------------------------------------------------------------------------
#$Date: 2025-08-22 23:12:46 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301866 $
#$URL: svn://www.crystallography.net/cod/cif/7/23/45/7234553.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_7234553
loop_
_publ_author_name
'Pachaiyappan Rajamalli'
'Natarajan Senthilkumar'
'Parthasarathy Gandeepan'
'Chen-Zheng Ren-Wu'
'Hao-Wu Lin'
'Chien-Hong Cheng'
_publ_section_title
;
 A thermally activated delayed blue fluorescent emitter with reversible
 externally tunable emission
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              900
_journal_page_last               904
_journal_paper_doi               10.1039/C5TC03943F
_journal_volume                  4
_journal_year                    2016
_chemical_formula_sum            'C36 H23 N3 O'
_chemical_formula_weight         513.57
_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
_cell_angle_alpha                90
_cell_angle_beta                 91.472(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   27.2477(11)
_cell_length_b                   21.3076(11)
_cell_length_c                   8.9486(4)
_cell_measurement_reflns_used    3619
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      21.7306
_cell_measurement_theta_min      2.4387
_cell_volume                     5193.7(4)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'APEX2 (Bruker AXS, 2010)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.957
_diffrn_measured_fraction_theta_max 0.955
_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  0.0945
_diffrn_reflns_av_unetI/netI     0.1030
_diffrn_reflns_Laue_measured_fraction_full 0.957
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            8640
_diffrn_reflns_point_group_measured_fraction_full 0.957
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.065
_diffrn_reflns_theta_min         0.748
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.9484
_exptl_absorpt_correction_T_min  0.3165
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_crystal_colour            'Pale Yellow'
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Lump
_exptl_crystal_F_000             2144
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.317
_refine_diff_density_min         -0.309
_refine_diff_density_rms         0.093
_refine_ls_extinction_coef       0.0074(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   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     723
_refine_ls_number_reflns         8640
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.1153
_refine_ls_R_factor_gt           0.0752
_refine_ls_shift/su_max          0.026
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1144P)²+0.1190P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1821
_refine_ls_wR_factor_ref         0.2194
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5805
_reflns_number_total             8640
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            J-Mater-Chem-C-2016-4-900.cif
_cod_data_source_block           T5
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7234553
_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.
;
_shelxl_version_number           2014/6
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
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.40317(14) 0.62882(18) 0.2154(5) 0.0466(11) Uani 1 1 d . . . . .
C2 C 0.42371(15) 0.61194(19) 0.3525(5) 0.0538(11) Uani 1 1 d . . . . .
H2 H 0.4576 0.6101 0.3678 0.065 Uiso 1 1 calc R U . . .
C3 C 0.39204(17) 0.5980(2) 0.4657(6) 0.0663(13) Uani 1 1 d . . . . .
H3 H 0.4048 0.5864 0.5590 0.080 Uiso 1 1 calc R U . . .
C4 C 0.34161(16) 0.6010(2) 0.4428(6) 0.0653(13) Uani 1 1 d . . . . .
H4 H 0.3212 0.5908 0.5209 0.078 Uiso 1 1 calc R U . . .
C5 C 0.32135(16) 0.6183(2) 0.3091(6) 0.0602(13) Uani 1 1 d . . . . .
H5 H 0.2874 0.6198 0.2953 0.072 Uiso 1 1 calc R U . . .
C6 C 0.35198(15) 0.63389(18) 0.1928(5) 0.0464(11) Uani 1 1 d . . . . .
C7 C 0.34405(14) 0.65716(17) 0.0429(5) 0.0459(11) Uani 1 1 d . . . . .
C8 C 0.30206(16) 0.6736(2) -0.0394(6) 0.0585(12) Uani 1 1 d . . . . .
H8 H 0.2713 0.6698 0.0022 0.070 Uiso 1 1 calc R U . . .
C9 C 0.30644(17) 0.6956(2) -0.1836(7) 0.0646(13) Uani 1 1 d . . . . .
H9 H 0.2784 0.7064 -0.2393 0.077 Uiso 1 1 calc R U . . .
C10 C 0.35210(16) 0.70189(18) -0.2458(6) 0.0635(13) Uani 1 1 d . . . . .
H10 H 0.3544 0.7169 -0.3429 0.076 Uiso 1 1 calc R U . . .
C11 C 0.39404(16) 0.6861(2) -0.1660(6) 0.0604(13) Uani 1 1 d . . . . .
H11 H 0.4247 0.6900 -0.2082 0.073 Uiso 1 1 calc R U . . .
C12 C 0.38950(15) 0.66436(18) -0.0212(5) 0.0472(11) Uani 1 1 d . . . . .
C13 C 0.47784(13) 0.64864(18) 0.0637(5) 0.0480(10) Uani 1 1 d . . . . .
C14 C 0.49976(13) 0.70465(17) 0.0225(5) 0.0476(10) Uani 1 1 d . . . . .
H14 H 0.4803 0.7395 0.0000 0.057 Uiso 1 1 calc R U . . .
C15 C 0.55043(13) 0.70904(17) 0.0145(5) 0.0489(10) Uani 1 1 d . . . . .
C16 C 0.57902(14) 0.65637(18) 0.0415(5) 0.0483(10) Uani 1 1 d . . . . .
H16 H 0.6130 0.6590 0.0373 0.058 Uiso 1 1 calc R U . . .
C17 C 0.55700(13) 0.59973(18) 0.0749(5) 0.0479(10) Uani 1 1 d . . . . .
C18 C 0.50616(14) 0.59581(19) 0.0880(5) 0.0497(11) Uani 1 1 d . . . . .
H18 H 0.4915 0.5579 0.1129 0.060 Uiso 1 1 calc R U . . .
C19 C 0.58621(15) 0.5413(2) 0.1019(6) 0.0569(12) Uani 1 1 d . . . . .
C20 C 0.63508(15) 0.53289(19) 0.0295(6) 0.0533(11) Uani 1 1 d . . . . .
C21 C 0.64513(16) 0.5565(2) -0.1093(6) 0.0648(13) Uani 1 1 d . . . . .
H21 H 0.6216 0.5795 -0.1630 0.078 Uiso 1 1 calc R U . . .
C22 C 0.69046(19) 0.5456(3) -0.1668(7) 0.0874(17) Uani 1 1 d . . . . .
H22 H 0.6963 0.5612 -0.2619 0.105 Uiso 1 1 calc R U . . .
C23 C 0.71612(18) 0.4925(2) 0.0347(8) 0.0761(16) Uani 1 1 d . . . . .
H23 H 0.7407 0.4704 0.0859 0.091 Uiso 1 1 calc R U . . .
C24 C 0.67169(15) 0.49924(18) 0.1030(6) 0.0610(12) Uani 1 1 d . . . . .
H24 H 0.6665 0.4816 0.1963 0.073 Uiso 1 1 calc R U . . .
C25 C 0.55810(15) 0.82554(18) 0.0423(5) 0.0516(11) Uani 1 1 d . . . . .
C26 C 0.52033(15) 0.8393(2) 0.1380(6) 0.0592(12) Uani 1 1 d . . . . .
H26 H 0.5007 0.8075 0.1753 0.071 Uiso 1 1 calc R U . . .
C27 C 0.51263(18) 0.9008(2) 0.1764(6) 0.0657(13) Uani 1 1 d . . . . .
H27 H 0.4869 0.9111 0.2381 0.079 Uiso 1 1 calc R U . . .
C28 C 0.54285(19) 0.9476(2) 0.1239(6) 0.0761(15) Uani 1 1 d . . . . .
H28 H 0.5368 0.9892 0.1489 0.091 Uiso 1 1 calc R U . . .
C29 C 0.58226(19) 0.9332(2) 0.0345(6) 0.0710(14) Uani 1 1 d . . . . .
H29 H 0.6029 0.9648 0.0014 0.085 Uiso 1 1 calc R U . . .
C30 C 0.59051(15) 0.87114(19) -0.0050(5) 0.0554(11) Uani 1 1 d . . . . .
C31 C 0.62708(14) 0.8412(2) -0.0918(6) 0.0594(12) Uani 1 1 d . . . . .
C32 C 0.66880(17) 0.8619(2) -0.1629(7) 0.0767(15) Uani 1 1 d . . . . .
H32 H 0.6785 0.9036 -0.1542 0.092 Uiso 1 1 calc R U . . .
C33 C 0.69562(17) 0.8210(3) -0.2457(8) 0.096(2) Uani 1 1 d . . . . .
H33 H 0.7237 0.8350 -0.2924 0.115 Uiso 1 1 calc R U . . .
C34 C 0.68126(16) 0.7590(3) -0.2603(8) 0.0856(18) Uani 1 1 d . . . . .
H34 H 0.6990 0.7323 -0.3209 0.103 Uiso 1 1 calc R U . . .
C35 C 0.64085(14) 0.7357(2) -0.1864(6) 0.0704(15) Uani 1 1 d . . . . .
H35 H 0.6320 0.6937 -0.1939 0.084 Uiso 1 1 calc R U . . .
C36 C 0.61434(13) 0.77724(19) -0.1015(6) 0.0539(11) Uani 1 1 d . . . . .
C37 C 1.10977(14) 0.66328(18) 0.4694(5) 0.0462(10) Uani 1 1 d . . . . .
C38 C 1.10433(16) 0.6849(2) 0.3240(6) 0.0608(13) Uani 1 1 d . . . . .
H38 H 1.0734 0.6888 0.2783 0.073 Uiso 1 1 calc R U . . .
C39 C 1.14630(16) 0.70066(19) 0.2487(6) 0.0666(13) Uani 1 1 d . . . . .
H39 H 1.1437 0.7152 0.1509 0.080 Uiso 1 1 calc R U . . .
C40 C 1.19220(17) 0.6949(2) 0.3178(7) 0.0679(14) Uani 1 1 d . . . . .
H40 H 1.2200 0.7064 0.2661 0.081 Uiso 1 1 calc R U . . .
C41 C 1.19734(16) 0.6726(2) 0.4599(6) 0.0620(13) Uani 1 1 d . . . . .
H41 H 1.2285 0.6682 0.5032 0.074 Uiso 1 1 calc R U . . .
C42 C 1.15634(14) 0.65629(17) 0.5410(5) 0.0458(11) Uani 1 1 d . . . . .
C43 C 1.14806(14) 0.63311(18) 0.6883(5) 0.0472(11) Uani 1 1 d . . . . .
C44 C 1.17937(16) 0.6185(2) 0.8089(6) 0.0617(13) Uani 1 1 d . . . . .
H44 H 1.2132 0.6213 0.8000 0.074 Uiso 1 1 calc R U . . .
C45 C 1.15931(18) 0.5998(2) 0.9414(6) 0.0703(14) Uani 1 1 d . . . . .
H45 H 1.1799 0.5890 1.0219 0.084 Uiso 1 1 calc R U . . .
C46 C 1.10896(17) 0.5968(2) 0.9560(6) 0.0628(12) Uani 1 1 d . . . . .
H46 H 1.0963 0.5853 1.0475 0.075 Uiso 1 1 calc R U . . .
C47 C 1.07714(16) 0.61051(19) 0.8382(6) 0.0575(12) Uani 1 1 d . . . . .
H47 H 1.0433 0.6083 0.8487 0.069 Uiso 1 1 calc R U . . .
C48 C 1.09728(14) 0.62773(18) 0.7042(5) 0.0462(10) Uani 1 1 d . . . . .
C49 C 1.02297(13) 0.64675(18) 0.5440(5) 0.0477(10) Uani 1 1 d . . . . .
C50 C 0.99504(14) 0.59377(19) 0.5710(5) 0.0490(10) Uani 1 1 d . . . . .
H50 H 1.0101 0.5566 0.6015 0.059 Uiso 1 1 calc R U . . .
C51 C 0.94449(13) 0.59660(18) 0.5522(5) 0.0470(10) Uani 1 1 d . . . . .
C52 C 0.92186(14) 0.65234(17) 0.5098(5) 0.0447(10) Uani 1 1 d . . . . .
H52 H 0.8878 0.6544 0.5006 0.054 Uiso 1 1 calc R U . . .
C53 C 0.95000(13) 0.70478(17) 0.4811(5) 0.0451(10) Uani 1 1 d . . . . .
C54 C 1.00101(14) 0.70166(18) 0.4951(5) 0.0494(10) Uani 1 1 d . . . . .
H54 H 1.0201 0.7363 0.4718 0.059 Uiso 1 1 calc R U . . .
C55 C 0.91565(15) 0.5380(2) 0.5858(5) 0.0541(11) Uani 1 1 d . . . . .
C56 C 0.86509(14) 0.52994(19) 0.5190(5) 0.0532(12) Uani 1 1 d . . . . .
C57 C 0.82971(15) 0.49914(19) 0.5994(6) 0.0636(13) Uani 1 1 d . . . . .
H57 H 0.8374 0.4830 0.6937 0.076 Uiso 1 1 calc R U . . .
C58 C 0.78333(18) 0.4927(2) 0.5390(8) 0.0773(16) Uani 1 1 d . . . . .
H58 H 0.7600 0.4729 0.5965 0.093 Uiso 1 1 calc R U . . .
N6 N 0.76939(16) 0.5126(2) 0.4047(8) 0.0916(15) Uani 1 1 d . . . . .
C59 C 0.80395(18) 0.5400(3) 0.3256(8) 0.0886(17) Uani 1 1 d . . . . .
H59 H 0.7956 0.5533 0.2293 0.106 Uiso 1 1 calc R U . . .
C60 C 0.85165(17) 0.5500(2) 0.3777(6) 0.0681(14) Uani 1 1 d . . . . .
H60 H 0.8743 0.5701 0.3180 0.082 Uiso 1 1 calc R U . . .
C62 C 0.88553(13) 0.7718(2) 0.3519(5) 0.0527(11) Uani 1 1 d . . . . .
C63 C 0.86017(14) 0.7295(2) 0.2612(6) 0.0630(13) Uani 1 1 d . . . . .
H63 H 0.8700 0.6878 0.2562 0.076 Uiso 1 1 calc R U . . .
C64 C 0.81985(15) 0.7505(3) 0.1780(7) 0.0789(15) Uani 1 1 d . . . . .
H64 H 0.8034 0.7230 0.1134 0.095 Uiso 1 1 calc R U . . .
C65 C 0.80353(17) 0.8129(3) 0.1899(7) 0.0861(18) Uani 1 1 d . . . . .
H65 H 0.7757 0.8261 0.1363 0.103 Uiso 1 1 calc R U . . .
C66 C 0.82863(16) 0.8543(3) 0.2805(7) 0.0761(16) Uani 1 1 d . . . . .
H66 H 0.8178 0.8955 0.2883 0.091 Uiso 1 1 calc R U . . .
C67 C 0.87034(15) 0.8350(2) 0.3611(6) 0.0591(12) Uani 1 1 d . . . . .
C68 C 0.90557(16) 0.8663(2) 0.4556(6) 0.0572(12) Uani 1 1 d . . . . .
C69 C 0.9115(2) 0.9286(2) 0.5043(7) 0.0800(16) Uani 1 1 d . . . . .
H69 H 0.8893 0.9595 0.4734 0.096 Uiso 1 1 calc R U . . .
C70 C 0.9502(2) 0.9433(2) 0.5971(7) 0.0799(16) Uani 1 1 d . . . . .
H70 H 0.9551 0.9849 0.6254 0.096 Uiso 1 1 calc R U . . .
C71 C 0.98171(19) 0.8984(2) 0.6494(6) 0.0678(13) Uani 1 1 d . . . . .
H71 H 1.0068 0.9096 0.7165 0.081 Uiso 1 1 calc R U . . .
C72 C 0.97728(16) 0.8370(2) 0.6053(5) 0.0602(12) Uani 1 1 d . . . . .
H72 H 0.9989 0.8066 0.6422 0.072 Uiso 1 1 calc R U . . .
C61 C 0.94017(15) 0.82122(19) 0.5056(5) 0.0516(11) Uani 1 1 d . . . . .
N1 N 0.42595(11) 0.64619(15) 0.0820(4) 0.0487(9) Uani 1 1 d . . . . .
N2 N 0.57236(10) 0.76731(13) -0.0180(4) 0.0510(9) Uani 1 1 d . . . . .
N3 N 0.72617(17) 0.5151(2) -0.0986(7) 0.0905(15) Uani 1 1 d . . . . .
N4 N 1.07414(11) 0.64504(15) 0.5696(4) 0.0500(9) Uani 1 1 d . . . . .
N5 N 0.92734(10) 0.76309(15) 0.4416(4) 0.0514(9) Uani 1 1 d . . . . .
O1 O 0.57084(11) 0.49951(15) 0.1788(5) 0.0882(12) Uani 1 1 d . . . . .
O2 O 0.93337(11) 0.49762(14) 0.6641(5) 0.0815(11) 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'
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
C2 C1 C6 121.6(4) . .
C2 C1 N1 130.0(4) . .
C6 C1 N1 108.3(4) . .
C3 C2 C1 117.4(4) . .
C3 C2 H2 121.3 . .
C1 C2 H2 121.3 . .
C2 C3 C4 121.2(5) . .
C2 C3 H3 119.4 . .
C4 C3 H3 119.4 . .
C5 C4 C3 121.5(5) . .
C5 C4 H4 119.3 . .
C3 C4 H4 119.3 . .
C4 C5 C6 119.1(4) . .
C4 C5 H5 120.4 . .
C6 C5 H5 120.4 . .
C5 C6 C1 119.1(4) . .
C5 C6 C7 134.4(4) . .
C1 C6 C7 106.5(4) . .
C12 C7 C8 119.0(4) . .
C12 C7 C6 108.0(4) . .
C8 C7 C6 133.0(4) . .
C9 C8 C7 119.4(5) . .
C9 C8 H8 120.3 . .
C7 C8 H8 120.3 . .
C8 C9 C10 120.6(5) . .
C8 C9 H9 119.7 . .
C10 C9 H9 119.7 . .
C11 C10 C9 120.8(5) . .
C11 C10 H10 119.6 . .
C9 C10 H10 119.6 . .
C10 C11 C12 118.4(4) . .
C10 C11 H11 120.8 . .
C12 C11 H11 120.8 . .
C11 C12 C7 121.8(4) . .
C11 C12 N1 129.4(4) . .
C7 C12 N1 108.9(4) . .
C18 C13 C14 120.0(3) . .
C18 C13 N1 120.3(3) . .
C14 C13 N1 119.7(3) . .
C15 C14 C13 120.4(3) . .
C15 C14 H14 119.8 . .
C13 C14 H14 119.8 . .
C16 C15 C14 119.5(4) . .
C16 C15 N2 120.7(3) . .
C14 C15 N2 119.8(3) . .
C15 C16 C17 120.0(4) . .
C15 C16 H16 120.0 . .
C17 C16 H16 120.0 . .
C16 C17 C18 120.5(4) . .
C16 C17 C19 122.0(3) . .
C18 C17 C19 117.5(4) . .
C13 C18 C17 119.4(4) . .
C13 C18 H18 120.3 . .
C17 C18 H18 120.3 . .
O1 C19 C17 121.1(4) . .
O1 C19 C20 118.7(4) . .
C17 C19 C20 120.2(4) . .
C21 C20 C24 117.5(5) . .
C21 C20 C19 123.0(4) . .
C24 C20 C19 119.5(5) . .
C22 C21 C20 118.7(5) . .
C22 C21 H21 120.7 . .
C20 C21 H21 120.7 . .
N3 C22 C21 125.1(6) . .
N3 C22 H22 117.4 . .
C21 C22 H22 117.4 . .
N3 C23 C24 124.5(5) . .
N3 C23 H23 117.7 . .
C24 C23 H23 117.7 . .
C23 C24 C20 118.4(5) . .
C23 C24 H24 120.8 . .
C20 C24 H24 120.8 . .
C30 C25 C26 121.9(4) . .
C30 C25 N2 108.4(4) . .
C26 C25 N2 129.6(4) . .
C27 C26 C25 118.5(4) . .
C27 C26 H26 120.8 . .
C25 C26 H26 120.8 . .
C26 C27 C28 120.5(5) . .
C26 C27 H27 119.7 . .
C28 C27 H27 119.7 . .
C27 C28 C29 120.8(5) . .
C27 C28 H28 119.6 . .
C29 C28 H28 119.6 . .
C30 C29 C28 119.3(5) . .
C30 C29 H29 120.4 . .
C28 C29 H29 120.4 . .
C25 C30 C29 118.8(4) . .
C25 C30 C31 108.1(4) . .
C29 C30 C31 133.1(4) . .
C32 C31 C36 118.8(4) . .
C32 C31 C30 134.2(4) . .
C36 C31 C30 106.9(4) . .
C33 C32 C31 120.1(5) . .
C33 C32 H32 119.9 . .
C31 C32 H32 119.9 . .
C32 C33 C34 120.4(5) . .
C32 C33 H33 119.8 . .
C34 C33 H33 119.8 . .
C33 C34 C35 121.4(5) . .
C33 C34 H34 119.3 . .
C35 C34 H34 119.3 . .
C36 C35 C34 117.7(5) . .
C36 C35 H35 121.1 . .
C34 C35 H35 121.2 . .
C35 C36 N2 130.0(4) . .
C35 C36 C31 121.4(4) . .
N2 C36 C31 108.5(4) . .
C38 C37 N4 129.7(4) . .
C38 C37 C42 122.2(4) . .
N4 C37 C42 108.1(4) . .
C39 C38 C37 117.9(4) . .
C39 C38 H38 121.0 . .
C37 C38 H38 121.0 . .
C38 C39 C40 120.6(5) . .
C38 C39 H39 119.7 . .
C40 C39 H39 119.7 . .
C41 C40 C39 121.2(5) . .
C41 C40 H40 119.4 . .
C39 C40 H40 119.4 . .
C40 C41 C42 120.6(5) . .
C40 C41 H41 119.7 . .
C42 C41 H41 119.7 . .
C41 C42 C37 117.4(4) . .
C41 C42 C43 135.6(4) . .
C37 C42 C43 107.0(4) . .
C44 C43 C48 119.4(4) . .
C44 C43 C42 133.0(4) . .
C48 C43 C42 107.5(4) . .
C45 C44 C43 118.9(4) . .
C45 C44 H44 120.6 . .
C43 C44 H44 120.6 . .
C44 C45 C46 120.8(5) . .
C44 C45 H45 119.6 . .
C46 C45 H45 119.6 . .
C47 C46 C45 121.6(5) . .
C47 C46 H46 119.2 . .
C45 C46 H46 119.2 . .
C46 C47 C48 117.7(4) . .
C46 C47 H47 121.2 . .
C48 C47 H47 121.2 . .
C47 C48 N4 129.7(4) . .
C47 C48 C43 121.7(4) . .
N4 C48 C43 108.5(4) . .
C54 C49 C50 120.7(3) . .
C54 C49 N4 119.5(3) . .
C50 C49 N4 119.8(4) . .
C51 C50 C49 119.5(4) . .
C51 C50 H50 120.3 . .
C49 C50 H50 120.3 . .
C50 C51 C52 120.3(4) . .
C50 C51 C55 117.5(4) . .
C52 C51 C55 122.2(3) . .
C53 C52 C51 119.9(3) . .
C53 C52 H52 120.1 . .
C51 C52 H52 120.1 . .
C52 C53 C54 120.1(4) . .
C52 C53 N5 120.7(3) . .
C54 C53 N5 119.2(3) . .
C49 C54 C53 119.5(4) . .
C49 C54 H54 120.3 . .
C53 C54 H54 120.3 . .
O2 C55 C56 120.1(4) . .
O2 C55 C51 120.3(4) . .
C56 C55 C51 119.6(4) . .
C60 C56 C57 117.0(4) . .
C60 C56 C55 123.5(4) . .
C57 C56 C55 119.5(4) . .
C58 C57 C56 119.4(5) . .
C58 C57 H57 120.3 . .
C56 C57 H57 120.3 . .
N6 C58 C57 124.6(5) . .
N6 C58 H58 117.7 . .
C57 C58 H58 117.7 . .
C58 N6 C59 115.8(5) . .
N6 C59 C60 124.1(6) . .
N6 C59 H59 118.0 . .
C60 C59 H59 118.0 . .
C56 C60 C59 119.1(5) . .
C56 C60 H60 120.4 . .
C59 C60 H60 120.4 . .
C63 C62 N5 129.9(4) . .
C63 C62 C67 120.8(4) . .
N5 C62 C67 109.3(4) . .
C62 C63 C64 118.8(5) . .
C62 C63 H63 120.6 . .
C64 C63 H63 120.6 . .
C63 C64 C65 120.8(6) . .
C63 C64 H64 119.6 . .
C65 C64 H64 119.6 . .
C66 C65 C64 119.9(5) . .
C66 C65 H65 120.0 . .
C64 C65 H65 120.0 . .
C65 C66 C67 120.4(5) . .
C65 C66 H66 119.8 . .
C67 C66 H66 119.8 . .
C66 C67 C62 119.2(5) . .
C66 C67 C68 134.2(5) . .
C62 C67 C68 106.6(4) . .
C69 C68 C61 118.3(5) . .
C69 C68 C67 134.0(5) . .
C61 C68 C67 107.7(4) . .
C70 C69 C68 119.2(5) . .
C70 C69 H69 120.4 . .
C68 C69 H69 120.4 . .
C69 C70 C71 121.3(5) . .
C69 C70 H70 119.3 . .
C71 C70 H70 119.3 . .
C70 C71 C72 121.5(5) . .
C70 C71 H71 119.3 . .
C72 C71 H71 119.3 . .
C71 C72 C61 118.5(4) . .
C71 C72 H72 120.7 . .
C61 C72 H72 120.7 . .
C72 C61 N5 130.7(4) . .
C72 C61 C68 121.0(4) . .
N5 C61 C68 108.3(4) . .
C12 N1 C1 108.2(3) . .
C12 N1 C13 127.2(4) . .
C1 N1 C13 124.4(4) . .
C36 N2 C25 108.0(3) . .
C36 N2 C15 126.9(3) . .
C25 N2 C15 124.9(3) . .
C22 N3 C23 115.7(5) . .
C37 N4 C48 108.8(3) . .
C37 N4 C49 126.2(4) . .
C48 N4 C49 124.9(4) . .
C62 N5 C61 108.1(3) . .
C62 N5 C53 127.0(3) . .
C61 N5 C53 124.4(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.383(6) .
C1 C6 1.408(6) .
C1 N1 1.409(5) .
C2 C3 1.380(6) .
C2 H2 0.9300 .
C3 C4 1.385(6) .
C3 H3 0.9300 .
C4 C5 1.357(7) .
C4 H4 0.9300 .
C5 C6 1.390(6) .
C5 H5 0.9300 .
C6 C7 1.441(6) .
C7 C12 1.387(6) .
C7 C8 1.390(6) .
C8 C9 1.381(8) .
C8 H8 0.9300 .
C9 C10 1.382(7) .
C9 H9 0.9300 .
C10 C11 1.374(6) .
C10 H10 0.9300 .
C11 C12 1.385(7) .
C11 H11 0.9300 .
C12 N1 1.394(5) .
C13 C18 1.379(5) .
C13 C14 1.389(5) .
C13 N1 1.429(5) .
C14 C15 1.387(5) .
C14 H14 0.9300 .
C15 C16 1.384(5) .
C15 N2 1.412(4) .
C16 C17 1.384(5) .
C16 H16 0.9300 .
C17 C18 1.396(5) .
C17 C19 1.494(5) .
C18 H18 0.9300 .
C19 O1 1.207(5) .
C19 C20 1.507(6) .
C20 C21 1.374(7) .
C20 C24 1.381(6) .
C21 C22 1.370(6) .
C21 H21 0.9300 .
C22 N3 1.308(7) .
C22 H22 0.9300 .
C23 N3 1.322(8) .
C23 C24 1.378(7) .
C23 H23 0.9300 .
C24 H24 0.9300 .
C25 C30 1.386(6) .
C25 C26 1.387(6) .
C25 N2 1.412(5) .
C26 C27 1.373(6) .
C26 H26 0.9300 .
C27 C28 1.383(7) .
C27 H27 0.9300 .
C28 C29 1.390(7) .
C28 H28 0.9300 .
C29 C30 1.388(6) .
C29 H29 0.9300 .
C30 C31 1.430(6) .
C31 C32 1.389(6) .
C31 C36 1.408(6) .
C32 C33 1.367(8) .
C32 H32 0.9300 .
C33 C34 1.383(8) .
C33 H33 0.9300 .
C34 C35 1.390(6) .
C34 H34 0.9300 .
C35 C36 1.382(6) .
C35 H35 0.9300 .
C36 N2 1.398(5) .
C37 C38 1.385(7) .
C37 N4 1.394(5) .
C37 C42 1.415(5) .
C38 C39 1.383(6) .
C38 H38 0.9300 .
C39 C40 1.386(7) .
C39 H39 0.9300 .
C40 C41 1.361(8) .
C40 H40 0.9300 .
C41 C42 1.392(6) .
C41 H41 0.9300 .
C42 C43 1.431(7) .
C43 C44 1.393(6) .
C43 C48 1.399(5) .
C44 C45 1.377(7) .
C44 H44 0.9300 .
C45 C46 1.383(6) .
C45 H45 0.9300 .
C46 C47 1.379(6) .
C46 H46 0.9300 .
C47 C48 1.382(7) .
C47 H47 0.9300 .
C48 N4 1.394(5) .
C49 C54 1.380(5) .
C49 C50 1.386(5) .
C49 N4 1.408(5) .
C50 C51 1.385(5) .
C50 H50 0.9300 .
C51 C52 1.387(5) .
C51 C55 1.509(6) .
C52 C53 1.383(5) .
C52 H52 0.9300 .
C53 C54 1.394(5) .
C53 N5 1.428(5) .
C54 H54 0.9300 .
C55 O2 1.203(5) .
C55 C56 1.498(6) .
C56 C60 1.375(7) .
C56 C57 1.384(6) .
C57 C58 1.369(7) .
C57 H57 0.9300 .
C58 N6 1.320(8) .
C58 H58 0.9300 .
N6 C59 1.328(7) .
C59 C60 1.386(6) .
C59 H59 0.9300 .
C60 H60 0.9300 .
C62 C63 1.385(6) .
C62 N5 1.389(5) .
C62 C67 1.413(6) .
C63 C64 1.385(6) .
C63 H63 0.9300 .
C64 C65 1.408(8) .
C64 H64 0.9300 .
C65 C66 1.368(8) .
C65 H65 0.9300 .
C66 C67 1.392(6) .
C66 H66 0.9300 .
C67 C68 1.428(7) .
C68 C69 1.406(6) .
C68 C61 1.410(5) .
C69 C70 1.360(7) .
C69 H69 0.9300 .
C70 C71 1.362(7) .
C70 H70 0.9300 .
C71 C72 1.371(6) .
C71 H71 0.9300 .
C72 C61 1.373(6) .
C72 H72 0.9300 .
C61 N5 1.405(5) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168339006
