#------------------------------------------------------------------------------
#$Date: 2025-08-21 03:19:08 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/00/4500019.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_4500019
loop_
_publ_author_name
'Duong, Adam'
'Maris, Thierry'
'Wuest,James D'
_publ_section_title
;
 Structural Similarity of Hydrogen-Bonded Networks in Crystals of Isomeric
 Pyridyl-Substituted Diaminotriazines
;
_journal_name_full               'Cryst. Growth & Design'
_journal_page_first              287
_journal_page_last               294
_journal_paper_doi               10.1021/cg101290r
_journal_volume                  11
_journal_year                    2011
_chemical_compound_source        'Synthesized by the authors. See text'
_chemical_formula_moiety         'C14 H12 N6'
_chemical_formula_sum            'C14 H12 N6'
_chemical_formula_weight         264.30
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                98.831(2)
_cell_angle_beta                 94.263(2)
_cell_angle_gamma                104.765(2)
_cell_formula_units_Z            8
_cell_length_a                   9.5053(5)
_cell_length_b                   14.2146(7)
_cell_length_c                   19.4909(9)
_cell_measurement_reflns_used    9407
_cell_measurement_temperature    150
_cell_measurement_theta_max      68.93
_cell_measurement_theta_min      2.31
_cell_volume                     2498.5(2)
_computing_cell_refinement       'SAINT V7.68A(Bruker AXS, 2009)'
_computing_data_collection       'APEX2  (Bruker AXS, 2009)'
_computing_data_reduction        'SAINT V7.68A(Bruker AXS, 2009)'
_computing_molecular_graphics    'SHELXTL v6.12 (Bruker AXS, 2001)'
_computing_publication_material  'UdMX (Maris, 2004)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean 8.3
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'Bruker Microstar'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  'Helios optics'
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.000
_diffrn_reflns_av_sigmaI/netI    0.1039
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            42700
_diffrn_reflns_theta_full        69.65
_diffrn_reflns_theta_max         69.65
_diffrn_reflns_theta_min         2.31
_exptl_absorpt_coefficient_mu    0.738
_exptl_absorpt_correction_T_max  0.9427
_exptl_absorpt_correction_T_min  0.6787
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 2008)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.434
_refine_diff_density_min         -0.356
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     723
_refine_ls_number_reflns         42622
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.1026
_refine_ls_R_factor_gt           0.0721
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0490P)²+4.4229P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1876
_refine_ls_wR_factor_ref         0.2050
_reflns_number_gt                30414
_reflns_number_total             42622
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            deposit.cif
_cod_data_source_block           adam46
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

'_geom_bond_publ_flag'
value 'Y' changed to 'y' according to the built-in table from CIF
Core dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29
(136 times).

'_geom_angle_publ_flag' value 'Y' changed to 'y'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (208 times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4500019
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C -0.6491(2) 0.95061(16) 0.37595(12) 0.0272(5) Uani 1 1 d .
H1 H -0.7081 0.8907 0.3482 0.033 Uiso 1 1 calc R
C2 C -0.5051(2) 0.98317(16) 0.36360(11) 0.0245(5) Uani 1 1 d .
H2 H -0.4682 0.9475 0.3271 0.029 Uiso 1 1 calc R
C3 C -0.4147(2) 1.06850(15) 0.40491(11) 0.0199(5) Uani 1 1 d .
C4 C -0.4773(2) 1.11788(16) 0.45608(11) 0.0237(5) Uani 1 1 d .
H4 H -0.4199 1.1768 0.4856 0.028 Uiso 1 1 calc R
C5 C -0.6234(2) 1.08104(16) 0.46389(12) 0.0247(5) Uani 1 1 d .
H5 H -0.6639 1.1163 0.4991 0.030 Uiso 1 1 calc R
C6 C -0.2584(2) 1.10516(15) 0.39423(11) 0.0210(5) Uani 1 1 d .
C7 C -0.2136(2) 1.09629(16) 0.32777(12) 0.0264(5) Uani 1 1 d .
H7 H -0.2848 1.0680 0.2882 0.032 Uiso 1 1 calc R
C8 C -0.0672(2) 1.12785(16) 0.31808(11) 0.0248(5) Uani 1 1 d .
H8 H -0.0389 1.1199 0.2723 0.030 Uiso 1 1 calc R
C9 C 0.0382(2) 1.17116(15) 0.37517(11) 0.0205(5) Uani 1 1 d .
C10 C -0.0060(2) 1.18104(15) 0.44157(11) 0.0230(5) Uani 1 1 d .
H10 H 0.0653 1.2104 0.4810 0.028 Uiso 1 1 calc R
C11 C -0.1518(2) 1.14892(15) 0.45142(11) 0.0227(5) Uani 1 1 d .
H11 H -0.1798 1.1566 0.4973 0.027 Uiso 1 1 calc R
C12 C 0.1963(2) 1.20497(14) 0.36631(11) 0.0186(4) Uani 1 1 d .
C13 C 0.3860(2) 1.20035(15) 0.30372(11) 0.0207(5) Uani 1 1 d .
C14 C 0.4212(2) 1.30728(14) 0.40581(11) 0.0194(5) Uani 1 1 d .
N1 N -0.7105(2) 0.99853(14) 0.42468(10) 0.0270(4) Uani 1 1 d .
N2 N 0.24124(19) 1.16216(13) 0.30943(9) 0.0227(4) Uani 1 1 d .
N3 N 0.47743(19) 1.27620(12) 0.34801(9) 0.0220(4) Uani 1 1 d .
N4 N 0.27957(18) 1.27464(12) 0.41751(9) 0.0204(4) Uani 1 1 d .
N5 N 0.4407(2) 1.15743(13) 0.25043(10) 0.0273(4) Uani 1 1 d .
H5A H 0.5340 1.1792 0.2453 0.033 Uiso 1 1 calc .
H5B H 0.3837 1.1073 0.2203 0.033 Uiso 1 1 calc .
N6 N 0.51082(19) 1.37489(13) 0.45583(9) 0.0252(4) Uani 1 1 d .
H6A H 0.6037 1.3978 0.4505 0.030 Uiso 1 1 calc .
H6B H 0.4772 1.3967 0.4943 0.030 Uiso 1 1 calc .
C15 C 0.8722(2) 1.40439(17) 0.38093(13) 0.0311(6) Uani 1 1 d .
H15 H 0.8212 1.3380 0.3610 0.037 Uiso 1 1 calc R
C16 C 1.0124(2) 1.43980(16) 0.36542(12) 0.0282(5) Uani 1 1 d .
H16 H 1.0557 1.3989 0.3355 0.034 Uiso 1 1 calc R
C17 C 1.0905(2) 1.53722(15) 0.39450(11) 0.0211(5) Uani 1 1 d .
C18 C 1.0180(2) 1.59190(17) 0.43712(12) 0.0250(5) Uani 1 1 d .
H18 H 1.0661 1.6586 0.4577 0.030 Uiso 1 1 calc R
C19 C 0.8778(2) 1.55046(17) 0.44978(12) 0.0265(5) Uani 1 1 d .
H19 H 0.8314 1.5896 0.4795 0.032 Uiso 1 1 calc R
C20 C 1.2443(2) 1.57904(15) 0.38229(10) 0.0215(5) Uani 1 1 d .
C21 C 1.3409(2) 1.52080(15) 0.37381(11) 0.0233(5) Uani 1 1 d .
H21 H 1.3072 1.4521 0.3745 0.028 Uiso 1 1 calc R
C22 C 1.4858(2) 1.56079(15) 0.36433(11) 0.0229(5) Uani 1 1 d .
H22 H 1.5495 1.5192 0.3579 0.027 Uiso 1 1 calc R
C23 C 1.5382(2) 1.66162(15) 0.36424(11) 0.0221(5) Uani 1 1 d .
C24 C 1.4431(2) 1.72059(15) 0.37366(11) 0.0234(5) Uani 1 1 d .
H24 H 1.4779 1.7897 0.3745 0.028 Uiso 1 1 calc R
C25 C 1.2978(2) 1.68019(16) 0.38182(11) 0.0243(5) Uani 1 1 d .
H25 H 1.2337 1.7216 0.3872 0.029 Uiso 1 1 calc R
C26 C 1.6929(2) 1.70660(15) 0.35385(10) 0.0194(5) Uani 1 1 d .
C27 C 1.8984(2) 1.69911(15) 0.30429(10) 0.0195(4) Uani 1 1 d .
C28 C 1.8924(2) 1.83813(15) 0.37707(11) 0.0212(5) Uani 1 1 d .
N7 N 0.8029(2) 1.45681(14) 0.42201(10) 0.0298(5) Uani 1 1 d .
N8 N 1.75897(19) 1.65124(12) 0.31320(9) 0.0216(4) Uani 1 1 d .
N9 N 1.97047(19) 1.79091(13) 0.33715(9) 0.0224(4) Uani 1 1 d .
N10 N 1.75086(18) 1.80030(13) 0.38618(9) 0.0229(4) Uani 1 1 d .
N11 N 1.9678(2) 1.65136(13) 0.25993(9) 0.0255(4) Uani 1 1 d .
H11A H 2.0579 1.6801 0.2530 0.031 Uiso 1 1 calc R
H11B H 1.9236 1.5911 0.2376 0.031 Uiso 1 1 calc R
N12 N 1.9600(2) 1.92946(13) 0.41127(10) 0.0269(4) Uani 1 1 d .
H12A H 2.0525 1.9562 0.4070 0.032 Uiso 1 1 calc R
H12B H 1.9121 1.9628 0.4380 0.032 Uiso 1 1 calc R
C29 C 0.9356(3) 0.73296(16) 0.04717(12) 0.0296(5) Uani 1 1 d .
H29 H 0.9985 0.7143 0.0151 0.035 Uiso 1 1 calc R
C30 C 0.9217(3) 0.82823(16) 0.05438(12) 0.0283(5) Uani 1 1 d .
H30 H 0.9748 0.8734 0.0281 0.034 Uiso 1 1 calc R
C31 C 0.8291(2) 0.85792(16) 0.10053(11) 0.0254(5) Uani 1 1 d .
C32 C 0.7547(3) 0.78695(17) 0.13687(12) 0.0317(5) Uani 1 1 d .
H32 H 0.6903 0.8030 0.1690 0.038 Uiso 1 1 calc R
C33 C 0.7751(3) 0.69347(17) 0.12583(13) 0.0344(6) Uani 1 1 d .
H33 H 0.7217 0.6460 0.1504 0.041 Uiso 1 1 calc R
C34 C 0.8147(2) 0.96044(15) 0.11104(11) 0.0247(5) Uani 1 1 d .
C35 C 0.9323(3) 1.03826(16) 0.10259(12) 0.0299(5) Uani 1 1 d .
H35 H 1.0213 1.0254 0.0904 0.036 Uiso 1 1 calc R
C36 C 0.9194(3) 1.13406(16) 0.11199(12) 0.0295(5) Uani 1 1 d .
H36 H 0.9997 1.1859 0.1052 0.035 Uiso 1 1 calc R
C37 C 0.7928(2) 1.15629(14) 0.13104(11) 0.0208(5) Uani 1 1 d .
C38 C 0.6745(2) 1.07887(16) 0.13928(11) 0.0262(5) Uani 1 1 d .
H38 H 0.5861 1.0923 0.1519 0.031 Uiso 1 1 calc R
C39 C 0.6858(3) 0.98255(16) 0.12905(12) 0.0275(5) Uani 1 1 d .
H39 H 0.6042 0.9305 0.1344 0.033 Uiso 1 1 calc R
C40 C 0.7888(2) 1.26107(15) 0.14445(11) 0.0214(5) Uani 1 1 d .
C41 C 0.8710(2) 1.41673(15) 0.12361(12) 0.0245(5) Uani 1 1 d .
C42 C 0.7104(2) 1.38529(15) 0.20271(11) 0.0223(5) Uani 1 1 d .
N13 N 0.8660(2) 0.66562(14) 0.08249(11) 0.0341(5) Uani 1 1 d .
N14 N 0.8756(2) 1.32139(13) 0.10954(10) 0.0267(4) Uani 1 1 d .
N15 N 0.79081(19) 1.45198(12) 0.16965(9) 0.0240(4) Uani 1 1 d .
N16 N 0.70300(19) 1.28707(12) 0.19082(9) 0.0226(4) Uani 1 1 d .
N17 N 0.9515(2) 1.48049(14) 0.08925(10) 0.0318(5) Uani 1 1 d .
H17A H 0.9506 1.5430 0.0972 0.038 Uiso 1 1 calc R
H17B H 1.0057 1.4603 0.0586 0.038 Uiso 1 1 calc R
N18 N 0.6333(2) 1.41793(14) 0.25072(10) 0.0309(5) Uani 1 1 d .
H18A H 0.6366 1.4811 0.2596 0.037 Uiso 1 1 calc R
H18B H 0.5790 1.3764 0.2736 0.037 Uiso 1 1 calc R
C43 C 0.2866(3) 0.22015(18) 0.12591(14) 0.0358(6) Uani 1 1 d .
H43 H 0.2370 0.1742 0.1526 0.043 Uiso 1 1 calc R
C44 C 0.2748(3) 0.31623(17) 0.14019(13) 0.0325(6) Uani 1 1 d .
H44 H 0.2206 0.3351 0.1764 0.039 Uiso 1 1 calc R
C45 C 0.3428(3) 0.38452(16) 0.10105(12) 0.0288(5) Uani 1 1 d .
C46 C 0.4246(3) 0.35134(17) 0.05134(13) 0.0344(6) Uani 1 1 d .
H46 H 0.4761 0.3957 0.0241 0.041 Uiso 1 1 calc R
C47 C 0.4318(3) 0.25465(18) 0.04111(13) 0.0360(6) Uani 1 1 d .
H47 H 0.4887 0.2344 0.0066 0.043 Uiso 1 1 calc R
C48 C 0.3269(3) 0.48638(16) 0.11107(12) 0.0290(5) Uani 1 1 d .
C49 C 0.3236(3) 0.53930(17) 0.17749(13) 0.0339(6) Uani 1 1 d .
H49 H 0.3364 0.5109 0.2178 0.041 Uiso 1 1 calc R
C50 C 0.3019(3) 0.63238(17) 0.18479(13) 0.0319(5) Uani 1 1 d .
H50 H 0.2977 0.6668 0.2301 0.038 Uiso 1 1 calc R
C51 C 0.2861(2) 0.67665(16) 0.12714(12) 0.0249(5) Uani 1 1 d .
C52 C 0.2892(3) 0.62439(16) 0.06093(12) 0.0280(5) Uani 1 1 d .
H52 H 0.2775 0.6534 0.0208 0.034 Uiso 1 1 calc R
C53 C 0.3093(3) 0.53038(16) 0.05324(12) 0.0286(5) Uani 1 1 d .
H53 H 0.3111 0.4955 0.0078 0.034 Uiso 1 1 calc R
C54 C 0.2643(2) 0.77728(16) 0.13487(11) 0.0231(5) Uani 1 1 d .
C55 C 0.1935(2) 0.90340(15) 0.19500(11) 0.0211(5) Uani 1 1 d .
C56 C 0.2986(2) 0.92235(15) 0.09568(11) 0.0239(5) Uani 1 1 d .
N19 N 0.3631(2) 0.18814(14) 0.07721(11) 0.0359(5) Uani 1 1 d .
N20 N 0.2027(2) 0.80902(13) 0.19035(9) 0.0252(4) Uani 1 1 d .
N21 N 0.2483(2) 0.96515(13) 0.15182(9) 0.0248(4) Uani 1 1 d .
N22 N 0.3109(2) 0.82851(13) 0.08528(9) 0.0259(4) Uani 1 1 d .
N23 N 0.1238(2) 0.93740(14) 0.24612(10) 0.0285(4) Uani 1 1 d .
H23A H 0.1151 0.9982 0.2506 0.034 Uiso 1 1 calc R
H23B H 0.0865 0.8991 0.2754 0.034 Uiso 1 1 calc R
N24 N 0.3398(2) 0.97575(14) 0.04680(10) 0.0316(5) Uani 1 1 d .
H24A H 0.3339 1.0371 0.0516 0.038 Uiso 1 1 calc R
H24B H 0.3731 0.9497 0.0096 0.038 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 0.0181 0.0091 '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 0.0311 0.0180 '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_publ_flag
N1 C1 C2 123.9(2) y
N1 C1 H1 118.1 y
C2 C1 H1 118.1 y
C1 C2 C3 119.4(2) y
C1 C2 H2 120.3 y
C3 C2 H2 120.3 y
C2 C3 C4 116.98(19) y
C2 C3 C6 121.14(19) y
C4 C3 C6 121.88(18) y
C5 C4 C3 119.76(19) y
C5 C4 H4 120.1 y
C3 C4 H4 120.1 y
N1 C5 C4 123.5(2) y
N1 C5 H5 118.2 y
C4 C5 H5 118.2 y
C7 C6 C11 118.17(19) y
C7 C6 C3 121.43(18) y
C11 C6 C3 120.40(19) y
C8 C7 C6 121.35(19) y
C8 C7 H7 119.3 y
C6 C7 H7 119.3 y
C7 C8 C9 120.2(2) y
C7 C8 H8 119.9 y
C9 C8 H8 119.9 y
C10 C9 C8 118.75(19) y
C10 C9 C12 119.95(18) y
C8 C9 C12 121.29(19) y
C11 C10 C9 121.17(19) y
C11 C10 H10 119.4 y
C9 C10 H10 119.4 y
C10 C11 C6 120.4(2) y
C10 C11 H11 119.8 y
C6 C11 H11 119.8 y
N2 C12 N4 126.56(19) y
N2 C12 C9 117.52(17) y
N4 C12 C9 115.91(18) y
N5 C13 N3 117.57(19) y
N5 C13 N2 117.20(17) y
N3 C13 N2 125.23(19) y
N6 C14 N3 117.91(18) y
N6 C14 N4 117.05(19) y
N3 C14 N4 125.04(17) y
C5 N1 C1 116.44(19) y
C12 N2 C13 113.82(16) y
C13 N3 C14 114.64(17) y
C12 N4 C14 114.16(18) y
C13 N5 H5A 120.0 y
C13 N5 H5B 120.0 y
H5A N5 H5B 120.0 y
C14 N6 H6A 120.0 y
C14 N6 H6B 120.0 y
H6A N6 H6B 120.0 y
N7 C15 C16 124.5(2) y
N7 C15 H15 117.8 y
C16 C15 H15 117.8 y
C15 C16 C17 118.9(2) y
C15 C16 H16 120.5 y
C17 C16 H16 120.5 y
C18 C17 C16 116.6(2) y
C18 C17 C20 121.55(18) y
C16 C17 C20 121.8(2) y
C19 C18 C17 120.5(2) y
C19 C18 H18 119.7 y
C17 C18 H18 119.7 y
N7 C19 C18 122.9(2) y
N7 C19 H19 118.5 y
C18 C19 H19 118.5 y
C21 C20 C25 117.91(19) y
C21 C20 C17 121.62(19) y
C25 C20 C17 120.4(2) y
C22 C21 C20 121.4(2) y
C22 C21 H21 119.3 y
C20 C21 H21 119.3 y
C21 C22 C23 120.3(2) y
C21 C22 H22 119.9 y
C23 C22 H22 119.9 y
C24 C23 C22 118.73(19) y
C24 C23 C26 119.75(19) y
C22 C23 C26 121.5(2) y
C23 C24 C25 120.9(2) y
C23 C24 H24 119.6 y
C25 C24 H24 119.6 y
C24 C25 C20 120.8(2) y
C24 C25 H25 119.6 y
C20 C25 H25 119.6 y
N8 C26 N10 126.55(19) y
N8 C26 C23 117.72(17) y
N10 C26 C23 115.72(19) y
N11 C27 N9 117.80(19) y
N11 C27 N8 117.65(17) y
N9 C27 N8 124.55(19) y
N9 C28 N12 117.49(19) y
N9 C28 N10 125.06(18) y
N12 C28 N10 117.45(19) y
C15 N7 C19 116.58(19) y
C26 N8 C27 114.01(16) y
C28 N9 C27 115.37(18) y
C26 N10 C28 114.23(18) y
C27 N11 H11A 120.0 y
C27 N11 H11B 120.0 y
H11A N11 H11B 120.0 y
C28 N12 H12A 120.0 y
C28 N12 H12B 120.0 y
H12A N12 H12B 120.0 y
N13 C29 C30 123.8(2) y
N13 C29 H29 118.1 y
C30 C29 H29 118.1 y
C29 C30 C31 119.7(2) y
C29 C30 H30 120.2 y
C31 C30 H30 120.2 y
C32 C31 C30 116.5(2) y
C32 C31 C34 122.4(2) y
C30 C31 C34 121.1(2) y
C33 C32 C31 119.6(2) y
C33 C32 H32 120.2 y
C31 C32 H32 120.2 y
N13 C33 C32 123.8(2) y
N13 C33 H33 118.1 y
C32 C33 H33 118.1 y
C39 C34 C35 118.1(2) y
C39 C34 C31 122.0(2) y
C35 C34 C31 119.9(2) y
C36 C35 C34 120.2(2) y
C36 C35 H35 119.9 y
C34 C35 H35 119.9 y
C37 C36 C35 121.8(2) y
C37 C36 H36 119.1 y
C35 C36 H36 119.1 y
C36 C37 C38 118.39(19) y
C36 C37 C40 119.20(19) y
C38 C37 C40 122.4(2) y
C39 C38 C37 120.2(2) y
C39 C38 H38 119.9 y
C37 C38 H38 119.9 y
C38 C39 C34 121.3(2) y
C38 C39 H39 119.4 y
C34 C39 H39 119.4 y
N16 C40 N14 126.04(19) y
N16 C40 C37 117.97(19) y
N14 C40 C37 115.98(19) y
N17 C41 N15 117.21(19) y
N17 C41 N14 117.9(2) y
N15 C41 N14 124.9(2) y
N18 C42 N15 117.26(19) y
N18 C42 N16 118.2(2) y
N15 C42 N16 124.5(2) y
C29 N13 C33 116.6(2) y
C40 N14 C41 114.6(2) y
C42 N15 C41 115.37(18) y
C40 N16 C42 114.53(18) y
C41 N17 H17A 120.0 y
C41 N17 H17B 120.0 y
H17A N17 H17B 120.0 y
C42 N18 H18A 120.0 y
C42 N18 H18B 120.0 y
H18A N18 H18B 120.0 y
N19 C43 C44 124.2(2) y
N19 C43 H43 117.9 y
C44 C43 H43 117.9 y
C43 C44 C45 119.4(2) y
C43 C44 H44 120.3 y
C45 C44 H44 120.3 y
C44 C45 C46 116.2(2) y
C44 C45 C48 121.8(2) y
C46 C45 C48 122.0(2) y
C47 C46 C45 120.6(2) y
C47 C46 H46 119.7 y
C45 C46 H46 119.7 y
N19 C47 C46 123.3(3) y
N19 C47 H47 118.3 y
C46 C47 H47 118.3 y
C53 C48 C49 118.4(2) y
C53 C48 C45 119.7(2) y
C49 C48 C45 121.8(2) y
C50 C49 C48 120.4(2) y
C50 C49 H49 119.8 y
C48 C49 H49 119.8 y
C49 C50 C51 121.1(2) y
C49 C50 H50 119.5 y
C51 C50 H50 119.5 y
C50 C51 C52 118.8(2) y
C50 C51 C54 121.2(2) y
C52 C51 C54 120.0(2) y
C53 C52 C51 120.4(2) y
C53 C52 H52 119.8 y
C51 C52 H52 119.8 y
C52 C53 C48 120.9(2) y
C52 C53 H53 119.5 y
C48 C53 H53 119.5 y
N22 C54 N20 126.0(2) y
N22 C54 C51 115.68(19) y
N20 C54 C51 118.3(2) y
N23 C55 N21 117.47(19) y
N23 C55 N20 117.4(2) y
N21 C55 N20 125.1(2) y
N24 C56 N21 118.0(2) y
N24 C56 N22 117.1(2) y
N21 C56 N22 124.9(2) y
C47 N19 C43 116.3(2) y
C54 N20 C55 114.28(19) y
C55 N21 C56 114.47(18) y
C54 N22 C56 114.72(18) y
C55 N23 H23A 120.0 y
C55 N23 H23B 120.0 y
H23A N23 H23B 120.0 y
C56 N24 H24A 120.0 y
C56 N24 H24B 120.0 y
H24A N24 H24B 120.0 y
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 N1 1.339(3) y
C1 C2 1.381(3) y
C1 H1 0.9500 y
C2 C3 1.387(3) y
C2 H2 0.9500 y
C3 C4 1.388(3) y
C3 C6 1.486(3) y
C4 C5 1.382(3) y
C4 H4 0.9500 y
C5 N1 1.335(3) y
C5 H5 0.9500 y
C6 C7 1.391(3) y
C6 C11 1.398(3) y
C7 C8 1.385(3) y
C7 H7 0.9500 y
C8 C9 1.390(3) y
C8 H8 0.9500 y
C9 C10 1.388(3) y
C9 C12 1.488(3) y
C10 C11 1.382(3) y
C10 H10 0.9500 y
C11 H11 0.9500 y
C12 N2 1.333(3) y
C12 N4 1.335(3) y
C13 N5 1.330(3) y
C13 N3 1.337(3) y
C13 N2 1.364(3) y
C14 N6 1.331(3) y
C14 N3 1.344(3) y
C14 N4 1.356(3) y
N5 H5A 0.8800 y
N5 H5B 0.8800 y
N6 H6A 0.8800 y
N6 H6B 0.8800 y
C15 N7 1.333(3) y
C15 C16 1.373(3) y
C15 H15 0.9500 y
C16 C17 1.401(3) y
C16 H16 0.9500 y
C17 C18 1.389(3) y
C17 C20 1.483(3) y
C18 C19 1.370(3) y
C18 H18 0.9500 y
C19 N7 1.346(3) y
C19 H19 0.9500 y
C20 C21 1.387(3) y
C20 C25 1.399(3) y
C21 C22 1.387(3) y
C21 H21 0.9500 y
C22 C23 1.393(3) y
C22 H22 0.9500 y
C23 C24 1.385(3) y
C23 C26 1.488(3) y
C24 C25 1.385(3) y
C24 H24 0.9500 y
C25 H25 0.9500 y
C26 N8 1.333(3) y
C26 N10 1.338(3) y
C27 N11 1.333(3) y
C27 N9 1.344(3) y
C27 N8 1.364(3) y
C28 N9 1.336(3) y
C28 N12 1.337(3) y
C28 N10 1.352(3) y
N11 H11A 0.8800 y
N11 H11B 0.8800 y
N12 H12A 0.8800 y
N12 H12B 0.8800 y
C29 N13 1.333(3) y
C29 C30 1.381(3) y
C29 H29 0.9500 y
C30 C31 1.397(3) y
C30 H30 0.9500 y
C31 C32 1.396(3) y
C31 C34 1.483(3) y
C32 C33 1.378(4) y
C32 H32 0.9500 y
C33 N13 1.341(3) y
C33 H33 0.9500 y
C34 C39 1.396(3) y
C34 C35 1.398(3) y
C35 C36 1.384(3) y
C35 H35 0.9500 y
C36 C37 1.382(3) y
C36 H36 0.9500 y
C37 C38 1.397(3) y
C37 C40 1.483(3) y
C38 C39 1.386(3) y
C38 H38 0.9500 y
C39 H39 0.9500 y
C40 N16 1.334(3) y
C40 N14 1.334(3) y
C41 N17 1.328(3) y
C41 N15 1.340(3) y
C41 N14 1.353(3) y
C42 N18 1.330(3) y
C42 N15 1.338(3) y
C42 N16 1.362(3) y
N17 H17A 0.8800 y
N17 H17B 0.8800 y
N18 H18A 0.8800 y
N18 H18B 0.8800 y
C43 N19 1.332(3) y
C43 C44 1.386(4) y
C43 H43 0.9500 y
C44 C45 1.387(3) y
C44 H44 0.9500 y
C45 C46 1.388(4) y
C45 C48 1.478(3) y
C46 C47 1.378(3) y
C46 H46 0.9500 y
C47 N19 1.332(3) y
C47 H47 0.9500 y
C48 C53 1.390(3) y
C48 C49 1.401(3) y
C49 C50 1.378(3) y
C49 H49 0.9500 y
C50 C51 1.386(3) y
C50 H50 0.9500 y
C51 C52 1.393(3) y
C51 C54 1.484(3) y
C52 C53 1.385(3) y
C52 H52 0.9500 y
C53 H53 0.9500 y
C54 N22 1.333(3) y
C54 N20 1.339(3) y
C55 N23 1.334(3) y
C55 N21 1.345(3) y
C55 N20 1.356(3) y
C56 N24 1.328(3) y
C56 N21 1.348(3) y
C56 N22 1.354(3) y
N23 H23A 0.8800 y
N23 H23B 0.8800 y
N24 H24A 0.8800 y
N24 H24B 0.8800 y
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
N5 H5A N16 0.88 2.36 3.116(3) 144.3 .
N5 H5B N21 0.88 2.26 3.135(2) 172.1 .
N6 H6A N7 0.88 2.02 2.891(3) 169.6 .
N11 H11A N20 0.88 2.53 3.268(3) 142.0 1_765
N11 H11B N15 0.88 2.22 3.092(2) 170.0 1_655
N12 H12A N1 0.88 2.16 3.012(3) 161.5 1_865
N17 H17A N13 0.88 2.15 2.964(3) 154.5 1_565
N18 H18A N8 0.88 2.43 3.230(2) 151.4 1_455
N18 H18B N3 0.88 2.28 3.150(3) 169.0 .
N23 H23A N2 0.88 2.40 3.121(2) 140.0 .
N23 H23B N9 0.88 2.22 3.095(3) 172.3 1_345
N24 H24A N19 0.88 2.07 2.934(3) 167.3 1_565
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139144276
