#------------------------------------------------------------------------------
#$Date: 2022-07-23 07:08:35 +0300 (Sat, 23 Jul 2022) $
#$Revision: 276899 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/41/2244129.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2244129
loop_
_publ_author_name
'Mahmudov, Ibadulla'
'Atioğlu, Zeliha'
'Akkurt, Mehmet'
'Abdullayev, Yusif'
'Sujayev, Afsun'
'Bhattarai, Ajaya'
_publ_section_title
;
 Crystal structure and Hirshfeld surface analysis of
 2-(4-amino-6-phenyl-1,2,5,6-tetrahydro-1,3,5-triazin-2-ylidene)malononitrile
 dimethylformamide hemisolvate
;
_journal_coeditor_code           ZL5032
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2056989022006910
_journal_volume                  78
_journal_year                    2022
_chemical_formula_iupac          '2C12 H10 N6, C3 H7 N O'
_chemical_formula_moiety         '2(C12 H10 N6), C3 H7 N O'
_chemical_formula_sum            'C27 H27 N13 O'
_chemical_formula_weight         549.61
_chemical_name_common
;
2-(4-Amino-6-phenyl-1,2,5,6-tetrahydro-1,3,5-triazin-2-ylidene)malononitrile
dimethylformamide hemisolvate
;
_chemical_name_systematic
;
2-(4-Amino-6-phenyl-1,2,5,6-tetrahydro-1,3,5-triazin-2-ylidene)propanedinitrile
dimethylformamide hemisolvate
;
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 98.024(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.9102(4)
_cell_length_b                   13.5595(7)
_cell_length_c                   22.0520(12)
_cell_measurement_reflns_used    7300
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.37
_cell_measurement_theta_min      2.40
_cell_volume                     2638.2(2)
_computing_cell_refinement
;
SAINT (Bruker, 2018)
;
_computing_data_collection
;
APEX3 (Bruker, 2018)
;
_computing_data_reduction
;
SAINT (Bruker, 2018)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012)
;
_computing_publication_material
;
PLATON (Spek, 2020)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8 Quest PHOTON 100 detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0446
_diffrn_reflns_av_unetI/netI     0.0393
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            19167
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.386
_diffrn_reflns_theta_min         2.395
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  0.965
_exptl_absorpt_correction_T_min  0.960
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2018)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.384
_exptl_crystal_description       block
_exptl_crystal_F_000             1152
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.260
_refine_diff_density_max         0.243
_refine_diff_density_min         -0.233
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     422
_refine_ls_number_reflns         5368
_refine_ls_number_restraints     219
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.0639
_refine_ls_R_factor_gt           0.0453
_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)+(0.0406P)²+1.7380P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1015
_refine_ls_wR_factor_ref         0.1107
_reflns_number_gt                4215
_reflns_number_total             5368
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            zl5032sup1.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2244129
_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   0.973
_shelx_estimated_absorpt_t_max   0.976
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.30549(14) 0.59988(10) 0.36140(6) 0.0299(3) Uani d 1 . .
N N1 0.52574(16) 0.42828(11) 0.43293(7) 0.0221(3) Uani d 1 . .
H H1N 0.431602 0.454984 0.432599 0.027 Uiso d 1 . .
N N2 0.78571(15) 0.45380(10) 0.42654(6) 0.0171(3) Uani d 1 . .
N N3 0.69117(16) 0.29369(11) 0.44016(7) 0.0215(3) Uani d 1 . .
H H3N 0.703754 0.227992 0.443812 0.026 Uiso d 1 . .
N N4 0.61899(16) 0.58380(11) 0.42444(7) 0.0227(3) Uani d 1 . .
H H4A 0.524426 0.608445 0.416945 0.027 Uiso d 1 . .
H H4B 0.696850 0.625464 0.422575 0.027 Uiso d 1 . .
N N5 1.19175(17) 0.42192(12) 0.43645(8) 0.0280(4) Uani d 1 . .
N N6 0.99550(18) 0.12911(12) 0.42191(8) 0.0302(4) Uani d 1 . .
N N7 0.11862(16) 0.77458(11) 0.41760(7) 0.0206(3) Uani d 1 . .
H H7N 0.210064 0.747167 0.414922 0.025 Uiso d 1 . .
N N8 -0.14262(15) 0.74913(10) 0.42123(6) 0.0176(3) Uani d 1 . .
N N9 -0.03848(16) 0.90970(10) 0.42920(7) 0.0197(3) Uani d 1 . .
H H9N -0.052583 0.976797 0.430802 0.024 Uiso d 1 . .
N N10 0.01996(17) 0.61859(11) 0.41453(7) 0.0228(3) Uani d 1 . .
H H10A 0.110823 0.595869 0.407432 0.027 Uiso d 1 . .
H H10B -0.055088 0.577908 0.422065 0.027 Uiso d 1 . .
N N11 -0.53959(18) 0.78121(12) 0.43275(8) 0.0307(4) Uani d 1 . .
N N12 -0.33307(19) 1.07238(11) 0.45473(8) 0.0298(4) Uani d 1 . .
N N13 0.27178(17) 0.59511(12) 0.25719(7) 0.0265(3) Uani d 1 . .
C C1 0.53378(19) 0.32208(13) 0.42361(8) 0.0224(4) Uani d 1 . .
H H1A 0.471224 0.288129 0.451612 0.027 Uiso calc 1 A 1
C C2 0.64407(18) 0.48767(12) 0.42791(7) 0.0177(3) Uani d 1 . .
C C3 0.80600(18) 0.35521(12) 0.43296(7) 0.0168(3) Uani d 1 . .
C C4 0.475(3) 0.293(2) 0.3576(4) 0.0241(10) Uani d 0.67(3) B 1
C C5 0.5563(13) 0.3177(10) 0.3101(4) 0.0246(14) Uani d 0.67(3) B 1
H H5 0.650282 0.351418 0.318958 0.030 Uiso calc 0.67(3) B 1
C C6 0.5012(13) 0.2932(9) 0.2499(4) 0.0305(15) Uani d 0.67(3) B 1
H H6 0.557368 0.310779 0.217927 0.037 Uiso calc 0.67(3) B 1
C C7 0.3649(13) 0.2433(8) 0.2360(5) 0.0336(18) Uani d 0.67(3) B 1
H H7 0.327883 0.226416 0.194827 0.040 Uiso calc 0.67(3) B 1
C C8 0.2835(11) 0.2183(9) 0.2827(6) 0.0387(19) Uani d 0.67(3) B 1
H H8 0.189913 0.184280 0.273567 0.046 Uiso calc 0.67(3) B 1
C C9 0.3386(15) 0.2431(11) 0.3432(5) 0.0328(18) Uani d 0.67(3) B 1
H H9 0.281954 0.225472 0.375038 0.039 Uiso calc 0.67(3) B 1
C C4A 0.463(6) 0.290(5) 0.3608(8) 0.0241(10) Uani d 0.33(3) B 2
C C5A 0.525(3) 0.317(2) 0.3093(10) 0.034(4) Uani d 0.33(3) B 2
H H5A 0.611348 0.358019 0.313107 0.041 Uiso calc 0.33(3) B 2
C C6A 0.461(3) 0.2832(19) 0.2514(9) 0.037(3) Uani d 0.33(3) B 2
H H6A 0.504516 0.299588 0.215823 0.045 Uiso calc 0.33(3) B 2
C C7A 0.333(3) 0.2263(16) 0.2477(10) 0.037(3) Uani d 0.33(3) B 2
H H7A 0.286987 0.203583 0.208748 0.044 Uiso calc 0.33(3) B 2
C C8A 0.269(2) 0.2011(17) 0.2988(11) 0.039(3) Uani d 0.33(3) B 2
H H8A 0.179205 0.162676 0.294487 0.047 Uiso calc 0.33(3) B 2
C C9A 0.335(3) 0.231(2) 0.3568(10) 0.031(3) Uani d 0.33(3) B 2
H H9A 0.293473 0.212108 0.392413 0.037 Uiso calc 0.33(3) B 2
C C10 0.95264(19) 0.31541(12) 0.43229(8) 0.0183(3) Uani d 1 . .
C C11 1.08173(19) 0.37632(12) 0.43463(8) 0.0190(4) Uani d 1 . .
C C12 0.97619(19) 0.21242(13) 0.42722(8) 0.0201(4) Uani d 1 . .
C C13 0.10164(19) 0.88025(13) 0.40755(8) 0.0196(4) Uani d 1 . .
H H13A 0.187900 0.914501 0.432945 0.023 Uiso calc 1 . .
C C14 -0.00174(18) 0.71515(12) 0.41738(7) 0.0178(3) Uani d 1 . .
C C15 -0.15596(18) 0.84747(12) 0.42933(7) 0.0168(3) Uani d 1 . .
C C16 0.1034(2) 0.90787(13) 0.34077(8) 0.0219(4) Uani d 1 . .
C C17 -0.0200(2) 0.88610(15) 0.29677(8) 0.0292(4) Uani d 1 . .
H H17A -0.106544 0.854486 0.308568 0.035 Uiso calc 1 . .
C C18 -0.0172(3) 0.91034(16) 0.23572(9) 0.0357(5) Uani d 1 . .
H H18A -0.101889 0.895731 0.205920 0.043 Uiso calc 1 . .
C C19 0.1086(3) 0.95557(16) 0.21852(10) 0.0398(5) Uani d 1 . .
H H19A 0.110939 0.971849 0.176760 0.048 Uiso calc 1 . .
C C20 0.2309(3) 0.97723(17) 0.26174(11) 0.0424(6) Uani d 1 . .
H H20A 0.317372 1.008472 0.249608 0.051 Uiso calc 1 . .
C C21 0.2291(2) 0.95370(15) 0.32333(10) 0.0337(5) Uani d 1 . .
H H21A 0.313711 0.969113 0.352997 0.040 Uiso calc 1 . .
C C22 -0.29893(19) 0.88657(12) 0.43818(8) 0.0193(3) Uani d 1 . .
C C23 -0.42860(19) 0.82637(13) 0.43560(8) 0.0203(4) Uani d 1 . .
C C24 -0.31897(19) 0.98876(13) 0.44757(8) 0.0208(4) Uani d 1 . .
C C25 0.3387(2) 0.56969(14) 0.31214(9) 0.0270(4) Uani d 1 . .
H H25A 0.419969 0.523933 0.313982 0.032 Uiso calc 1 . .
C C26 0.1468(3) 0.66418(18) 0.24990(11) 0.0448(6) Uani d 1 . .
H H26A 0.109491 0.673180 0.289282 0.067 Uiso calc 0.66(3) . .
H H26B 0.064973 0.638462 0.219737 0.067 Uiso calc 0.66(3) . .
H H26C 0.181335 0.727686 0.235740 0.067 Uiso calc 0.66(3) . .
H H26D 0.127708 0.686372 0.207224 0.067 Uiso calc 0.34(3) . .
H H26E 0.172226 0.721090 0.276769 0.067 Uiso calc 0.34(3) . .
H H26F 0.055864 0.631866 0.260765 0.067 Uiso calc 0.34(3) . .
C C27 0.3222(3) 0.55731(17) 0.20144(9) 0.0368(5) Uani d 1 . .
H H27A 0.397900 0.505441 0.212058 0.055 Uiso calc 1 . .
H H27B 0.367225 0.611049 0.180343 0.055 Uiso calc 1 . .
H H27C 0.235333 0.530070 0.174488 0.055 Uiso calc 1 . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 N1 C1 . . 121.73(14) ?
C2 N1 H1N . . 119.5 ?
C1 N1 H1N . . 117.0 ?
C2 N2 C3 . . 116.49(14) ?
C3 N3 C1 . . 121.98(14) ?
C3 N3 H3N . . 122.4 ?
C1 N3 H3N . . 112.9 ?
C2 N4 H4A . . 121.5 ?
C2 N4 H4B . . 119.7 ?
H4A N4 H4B . . 117.8 ?
C14 N7 C13 . . 121.69(14) ?
C14 N7 H7N . . 118.7 ?
C13 N7 H7N . . 118.0 ?
C14 N8 C15 . . 116.36(14) ?
C15 N9 C13 . . 122.20(14) ?
C15 N9 H9N . . 120.7 ?
C13 N9 H9N . . 114.4 ?
C14 N10 H10A . . 119.1 ?
C14 N10 H10B . . 118.6 ?
H10A N10 H10B . . 122.1 ?
C25 N13 C26 . . 120.88(17) ?
C25 N13 C27 . . 121.94(17) ?
C26 N13 C27 . . 117.16(17) ?
N3 C1 N1 . . 106.94(14) ?
N3 C1 C4A . . 115(3) ?
N1 C1 C4A . . 113(3) ?
N3 C1 C4 . . 111.2(12) ?
N1 C1 C4 . . 111.7(14) ?
N3 C1 H1A . . 109.0 ?
N1 C1 H1A . . 109.0 ?
C4 C1 H1A . . 109.0 ?
N4 C2 N1 . . 117.85(15) ?
N4 C2 N2 . . 119.06(15) ?
N1 C2 N2 . . 123.09(15) ?
N3 C3 N2 . . 122.10(15) ?
N3 C3 C10 . . 118.86(15) ?
N2 C3 C10 . . 119.04(15) ?
C9 C4 C5 . . 118.3(6) ?
C9 C4 C1 . . 120.9(8) ?
C5 C4 C1 . . 120.8(7) ?
C6 C5 C4 . . 120.7(6) ?
C6 C5 H5 . . 119.7 ?
C4 C5 H5 . . 119.7 ?
C7 C6 C5 . . 120.6(7) ?
C7 C6 H6 . . 119.7 ?
C5 C6 H6 . . 119.7 ?
C8 C7 C6 . . 119.4(6) ?
C8 C7 H7 . . 120.3 ?
C6 C7 H7 . . 120.3 ?
C7 C8 C9 . . 120.1(6) ?
C7 C8 H8 . . 119.9 ?
C9 C8 H8 . . 119.9 ?
C4 C9 C8 . . 120.9(7) ?
C4 C9 H9 . . 119.5 ?
C8 C9 H9 . . 119.5 ?
C5A C4A C9A . . 121.3(12) ?
C5A C4A C1 . . 121.1(17) ?
C9A C4A C1 . . 117.6(16) ?
C4A C5A C6A . . 120.6(14) ?
C4A C5A H5A . . 119.7 ?
C6A C5A H5A . . 119.7 ?
C7A C6A C5A . . 117.8(13) ?
C7A C6A H6A . . 121.1 ?
C5A C6A H6A . . 121.1 ?
C6A C7A C8A . . 121.8(13) ?
C6A C7A H7A . . 119.1 ?
C8A C7A H7A . . 119.1 ?
C7A C8A C9A . . 120.8(13) ?
C7A C8A H8A . . 119.6 ?
C9A C8A H8A . . 119.6 ?
C4A C9A C8A . . 117.7(13) ?
C4A C9A H9A . . 121.1 ?
C8A C9A H9A . . 121.1 ?
C11 C10 C3 . . 121.69(15) ?
C11 C10 C12 . . 116.75(15) ?
C3 C10 C12 . . 121.53(15) ?
N5 C11 C10 . . 176.54(18) ?
N6 C12 C10 . . 178.65(19) ?
N9 C13 N7 . . 107.24(13) ?
N9 C13 C16 . . 112.08(14) ?
N7 C13 C16 . . 112.03(14) ?
N9 C13 H13A . . 108.5 ?
N7 C13 H13A . . 108.5 ?
C16 C13 H13A . . 108.5 ?
N10 C14 N7 . . 118.14(15) ?
N10 C14 N8 . . 118.86(15) ?
N7 C14 N8 . . 122.99(15) ?
N9 C15 N8 . . 122.37(15) ?
N9 C15 C22 . . 118.69(15) ?
N8 C15 C22 . . 118.93(15) ?
C21 C16 C17 . . 119.55(17) ?
C21 C16 C13 . . 119.91(17) ?
C17 C16 C13 . . 120.54(16) ?
C18 C17 C16 . . 120.38(19) ?
C18 C17 H17A . . 119.8 ?
C16 C17 H17A . . 119.8 ?
C19 C18 C17 . . 119.9(2) ?
C19 C18 H18A . . 120.1 ?
C17 C18 H18A . . 120.1 ?
C20 C19 C18 . . 120.05(19) ?
C20 C19 H19A . . 120.0 ?
C18 C19 H19A . . 120.0 ?
C19 C20 C21 . . 120.6(2) ?
C19 C20 H20A . . 119.7 ?
C21 C20 H20A . . 119.7 ?
C16 C21 C20 . . 119.5(2) ?
C16 C21 H21A . . 120.2 ?
C20 C21 H21A . . 120.2 ?
C23 C22 C24 . . 116.95(15) ?
C23 C22 C15 . . 121.67(15) ?
C24 C22 C15 . . 121.33(15) ?
N11 C23 C22 . . 176.48(19) ?
N12 C24 C22 . . 178.8(2) ?
O1 C25 N13 . . 126.02(18) ?
O1 C25 H25A . . 117.0 ?
N13 C25 H25A . . 117.0 ?
N13 C26 H26A . . 109.5 ?
N13 C26 H26B . . 109.5 ?
H26A C26 H26B . . 109.5 ?
N13 C26 H26C . . 109.5 ?
H26A C26 H26C . . 109.5 ?
H26B C26 H26C . . 109.5 ?
N13 C26 H26D . . 109.5 ?
H26A C26 H26D . . 141.1 ?
H26B C26 H26D . . 56.3 ?
H26C C26 H26D . . 56.3 ?
N13 C26 H26E . . 109.5 ?
H26A C26 H26E . . 56.3 ?
H26B C26 H26E . . 141.1 ?
H26C C26 H26E . . 56.3 ?
H26D C26 H26E . . 109.5 ?
N13 C26 H26F . . 109.5 ?
H26A C26 H26F . . 56.3 ?
H26B C26 H26F . . 56.3 ?
H26C C26 H26F . . 141.1 ?
H26D C26 H26F . . 109.5 ?
H26E C26 H26F . . 109.5 ?
N13 C27 H27A . . 109.5 ?
N13 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
N13 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C25 . 1.235(2) ?
N1 C2 . 1.343(2) ?
N1 C1 . 1.458(2) ?
N1 H1N . 0.9127 ?
N2 C2 . 1.347(2) ?
N2 C3 . 1.354(2) ?
N3 C3 . 1.347(2) ?
N3 C1 . 1.451(2) ?
N3 H3N . 0.9001 ?
N4 C2 . 1.323(2) ?
N4 H4A . 0.9000 ?
N4 H4B . 0.9000 ?
N5 C11 . 1.155(2) ?
N6 C12 . 1.151(2) ?
N7 C14 . 1.341(2) ?
N7 C13 . 1.454(2) ?
N7 H7N . 0.9050 ?
N8 C14 . 1.351(2) ?
N8 C15 . 1.353(2) ?
N9 C15 . 1.345(2) ?
N9 C13 . 1.454(2) ?
N9 H9N . 0.9198 ?
N10 C14 . 1.326(2) ?
N10 H10A . 0.9001 ?
N10 H10B . 0.9000 ?
N11 C23 . 1.157(2) ?
N12 C24 . 1.154(2) ?
N13 C25 . 1.320(2) ?
N13 C26 . 1.447(3) ?
N13 C27 . 1.459(2) ?
C1 C4A . 1.506(12) ?
C1 C4 . 1.527(6) ?
C1 H1A . 1.0000 ?
C3 C10 . 1.416(2) ?
C4 C9 . 1.392(7) ?
C4 C5 . 1.393(7) ?
C5 C6 . 1.391(7) ?
C5 H5 . 0.9500 ?
C6 C7 . 1.386(7) ?
C6 H6 . 0.9500 ?
C7 C8 . 1.381(7) ?
C7 H7 . 0.9500 ?
C8 C9 . 1.398(7) ?
C8 H8 . 0.9500 ?
C9 H9 . 0.9500 ?
C4A C5A . 1.379(13) ?
C4A C9A . 1.381(13) ?
C5A C6A . 1.397(13) ?
C5A H5A . 0.9500 ?
C6A C7A . 1.369(12) ?
C6A H6A . 0.9500 ?
C7A C8A . 1.373(12) ?
C7A H7A . 0.9500 ?
C8A C9A . 1.392(13) ?
C8A H8A . 0.9500 ?
C9A H9A . 0.9500 ?
C10 C11 . 1.411(2) ?
C10 C12 . 1.419(2) ?
C13 C16 . 1.522(2) ?
C13 H13A . 1.0000 ?
C15 C22 . 1.418(2) ?
C16 C21 . 1.381(3) ?
C16 C17 . 1.393(3) ?
C17 C18 . 1.389(3) ?
C17 H17A . 0.9500 ?
C18 C19 . 1.376(3) ?
C18 H18A . 0.9500 ?
C19 C20 . 1.376(3) ?
C19 H19A . 0.9500 ?
C20 C21 . 1.397(3) ?
C20 H20A . 0.9500 ?
C21 H21A . 0.9500 ?
C22 C23 . 1.409(2) ?
C22 C24 . 1.416(2) ?
C25 H25A . 0.9500 ?
C26 H26A . 0.9800 ?
C26 H26B . 0.9800 ?
C26 H26C . 0.9800 ?
C26 H26D . 0.9800 ?
C26 H26E . 0.9800 ?
C26 H26F . 0.9800 ?
C27 H27A . 0.9800 ?
C27 H27B . 0.9800 ?
C27 H27C . 0.9800 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1N N5 1_455 0.91 2.20 2.989(2) 144.8 yes
N3 H3N N12 1_645 0.90 2.15 3.029(2) 163.8 yes
N4 H4A O1 . 0.90 2.16 2.9493(19) 146.5 yes
N4 H4A N11 1_655 0.90 2.45 3.044(2) 124.1 yes
N4 H4B N8 1_655 0.90 2.21 3.096(2) 169.3 yes
N7 H7N O1 . 0.90 2.53 3.240(2) 136.0 yes
N7 H7N N11 1_655 0.90 2.26 3.018(2) 141.4 yes
N9 H9N N6 1_465 0.92 2.12 2.997(2) 158.1 yes
N10 H10A O1 . 0.90 2.13 2.9566(19) 152.4 yes
N10 H10A N5 1_455 0.90 2.52 3.079(2) 120.5 yes
N10 H10B N2 1_455 0.90 2.21 3.094(2) 166.4 yes
C1 H1A N11 3_566 1.00 2.71 3.457(3) 132.1 yes
C13 H13A N12 3_576 1.00 2.64 3.484(2) 142.7 yes
C27 H27B Cg2 2_655 0.98 2.85 3.664(7) 141 yes
C27 H27B Cg3 2_655 0.98 2.88 3.707(14) 143 no
C26 H26E Cg5 1_555 0.98 2.92 3.714(3) 139 yes
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C3 N3 C1 N1 . . . . -30.9(2) ?
C3 N3 C1 C4A . . . . 96(2) ?
C3 N3 C1 C4 . . . . 91.4(10) ?
C2 N1 C1 N3 . . . . 28.4(2) ?
C2 N1 C1 C4A . . . . -99.2(16) ?
C2 N1 C1 C4 . . . . -93.5(8) ?
C1 N1 C2 N4 . . . . 166.32(16) ?
C1 N1 C2 N2 . . . . -14.0(3) ?
C3 N2 C2 N4 . . . . 177.19(15) ?
C3 N2 C2 N1 . . . . -2.5(2) ?
C1 N3 C3 N2 . . . . 18.8(2) ?
C1 N3 C3 C10 . . . . -161.37(16) ?
C2 N2 C3 N3 . . . . 0.2(2) ?
C2 N2 C3 C10 . . . . -179.59(14) ?
N3 C1 C4 C9 . . . . 131(2) ?
N1 C1 C4 C9 . . . . -109(3) ?
N3 C1 C4 C5 . . . . -50(3) ?
N1 C1 C4 C5 . . . . 70(3) ?
C9 C4 C5 C6 . . . . 0(4) ?
C1 C4 C5 C6 . . . . -178.6(19) ?
C4 C5 C6 C7 . . . . 0(2) ?
C5 C6 C7 C8 . . . . 0.3(14) ?
C6 C7 C8 C9 . . . . -0.1(14) ?
C5 C4 C9 C8 . . . . 0(4) ?
C1 C4 C9 C8 . . . . 178.7(19) ?
C7 C8 C9 C4 . . . . 0(2) ?
N3 C1 C4A C5A . . . . -57(7) ?
N1 C1 C4A C5A . . . . 66(6) ?
N3 C1 C4A C9A . . . . 122(5) ?
N1 C1 C4A C9A . . . . -115(5) ?
C9A C4A C5A C6A . . . . -1(8) ?
C1 C4A C5A C6A . . . . 178(4) ?
C4A C5A C6A C7A . . . . 2(5) ?
C5A C6A C7A C8A . . . . -1(3) ?
C6A C7A C8A C9A . . . . -1(3) ?
C5A C4A C9A C8A . . . . -1(8) ?
C1 C4A C9A C8A . . . . -180(4) ?
C7A C8A C9A C4A . . . . 2(5) ?
N3 C3 C10 C11 . . . . -169.86(15) ?
N2 C3 C10 C11 . . . . 9.9(2) ?
N3 C3 C10 C12 . . . . 12.2(2) ?
N2 C3 C10 C12 . . . . -167.99(15) ?
C15 N9 C13 N7 . . . . -28.3(2) ?
C15 N9 C13 C16 . . . . 95.08(18) ?
C14 N7 C13 N9 . . . . 28.7(2) ?
C14 N7 C13 C16 . . . . -94.64(19) ?
C13 N7 C14 N10 . . . . 166.71(15) ?
C13 N7 C14 N8 . . . . -14.7(2) ?
C15 N8 C14 N10 . . . . 174.49(15) ?
C15 N8 C14 N7 . . . . -4.1(2) ?
C13 N9 C15 N8 . . . . 13.6(2) ?
C13 N9 C15 C22 . . . . -166.34(15) ?
C14 N8 C15 N9 . . . . 4.7(2) ?
C14 N8 C15 C22 . . . . -175.44(14) ?
N9 C13 C16 C21 . . . . 132.95(17) ?
N7 C13 C16 C21 . . . . -106.44(19) ?
N9 C13 C16 C17 . . . . -47.9(2) ?
N7 C13 C16 C17 . . . . 72.7(2) ?
C21 C16 C17 C18 . . . . -0.1(3) ?
C13 C16 C17 C18 . . . . -179.21(17) ?
C16 C17 C18 C19 . . . . 0.4(3) ?
C17 C18 C19 C20 . . . . -0.4(3) ?
C18 C19 C20 C21 . . . . 0.0(3) ?
C17 C16 C21 C20 . . . . -0.2(3) ?
C13 C16 C21 C20 . . . . 178.87(18) ?
C19 C20 C21 C16 . . . . 0.3(3) ?
N9 C15 C22 C23 . . . . 176.58(15) ?
N8 C15 C22 C23 . . . . -3.3(2) ?
N9 C15 C22 C24 . . . . -0.8(2) ?
N8 C15 C22 C24 . . . . 179.27(15) ?
C26 N13 C25 O1 . . . . -0.1(3) ?
C27 N13 C25 O1 . . . . 178.26(19) ?

_cod_database_fobs_code 2244129
