##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
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#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
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data_global
_audit_creation_method     'SHELXL97'
_journal_date_recd_electronic     2007-10-14
_journal_date_accepted     2007-11-13
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2007
_journal_volume     63
_journal_issue     12
_journal_page_first     o4780
_journal_page_last     o4780
_journal_paper_category     QO
_journal_coeditor_code     XU2340
_publ_contact_author_name     'Bin Li'
_publ_contact_author_address
;
Key Laboratory of Excited State Processes, Changchun Institute
of Optics Fine Mechanics and Physics, Chinese
Academy of Sciences, Changchun, 130033
;
_publ_contact_author_email     lib020@ciomp.ac.cn
_publ_contact_author_fax     +86-431-86176935
_publ_contact_author_phone     +86-431-86176935
_publ_section_title
;\
N-Phenyl-N-{4-[5-(2-phenyl-3-pyridyl)-1,3,4-oxadiazol-2-yl]\
phenyl}aniline
;
loop_
    _publ_author_name
    _publ_author_address
    'Li-Ping Han'
;
Department of Chemistry
Northeast Normal University
Changchun 130024
People's Republic of China
;
    'Bin Li'
;
Key Laboratory of Excited State Processes
Changchun Institute of Optics Fine Mechanics and Physics
Chinese Academy of Sciences
Changchun 130033
People's Republic of China
;
    'Jie Liu'
;
Department of Chemistry
Northeast Normal University
Changchun 130024
People's Republic of China
;
    'Qing-Chun Liu'
;
Department of Chemistry
Northeast Normal University
Changchun 130024
People's Republic of China
;
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
N-Phenyl-N-{4-[5-(2-phenyl-3-pyridyl)-1,3,4-oxadiazol-2-yl]phenyl}aniline
;
_chemical_name_common     ?
_chemical_formula_moiety     'C31 H22 N4 O'
_chemical_formula_sum     'C31 H22 N4 O'
_chemical_formula_iupac     'C31 H22 N4 O'
_chemical_formula_weight     466.53
_chemical_melting_point     ?
_symmetry_cell_setting     Triclinic
_symmetry_space_group_name_H-M     'P -1'
_symmetry_space_group_name_Hall     '-P 1'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, -y, -z'
_cell_length_a     9.7220(5)
_cell_length_b     10.8380(5)
_cell_length_c     12.1740(6)
_cell_angle_alpha     90.8820(9)
_cell_angle_beta     110.0740(9)
_cell_angle_gamma     92.2210(9)
_cell_volume     1203.34(10)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     3377
_cell_measurement_theta_min     1.8
_cell_measurement_theta_max     28.5
_cell_measurement_temperature     293(2)
_exptl_crystal_description     block
_exptl_crystal_colour     colorless
_exptl_crystal_size_max     0.40
_exptl_crystal_size_mid     0.30
_exptl_crystal_size_min     0.25
_exptl_crystal_density_diffrn     1.288
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     488
_exptl_absorpt_coefficient_mu     0.080
_exptl_absorpt_correction_type     none
_exptl_absorpt_process_details     ?
_exptl_absorpt_correction_T_min     ?
_exptl_absorpt_correction_T_max     ?
_exptl_special_details
;
 ?
;
_diffrn_ambient_temperature     293(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Bruker APEX CCD area-detector'
_diffrn_measurement_method     'φ and ω scans'
_diffrn_detector_area_resol_mean     10.0
_diffrn_reflns_number     7506
_diffrn_reflns_av_R_equivalents     0.0251
_diffrn_reflns_av_sigmaI/netI     0.0536
_diffrn_reflns_theta_min     1.78
_diffrn_reflns_theta_max     28.45
_diffrn_reflns_theta_full     25.00
_diffrn_measured_fraction_theta_max     0.912
_diffrn_measured_fraction_theta_full     0.990
_diffrn_reflns_limit_h_min     -12
_diffrn_reflns_limit_h_max     8
_diffrn_reflns_limit_k_min     -14
_diffrn_reflns_limit_k_max     14
_diffrn_reflns_limit_l_min     -15
_diffrn_reflns_limit_l_max     16
_diffrn_standards_number     0
_diffrn_standards_interval_count     0
_diffrn_standards_interval_time     0
_diffrn_standards_decay_%     ?
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total     5527
_reflns_number_gt     3377
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0917
_refine_ls_R_factor_gt     0.0519
_refine_ls_wR_factor_gt     0.1120
_refine_ls_wR_factor_ref     0.1331
_refine_ls_goodness_of_fit_ref     1.016
_refine_ls_restrained_S_all     1.016
_refine_ls_number_reflns     5527
_refine_ls_number_parameters     325
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0567P)²+0.0144P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.150
_refine_diff_density_min     -0.220
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
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'
_computing_data_collection     'SMART (Bruker, 1997)'
_computing_cell_refinement     'SAINT (Bruker, 1999)'
_computing_data_reduction     'SAINT (Bruker, 1999)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'SHELXTL-Plus (Sheldrick, 1990)'
_computing_publication_material     'SHELXL97 (Sheldrick, 1997)'
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_refinement_flags
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    C C1 0.1710(2) 0.31142(18) 1.12588(17) 0.0546(5) Uani d . 1 . .
    H H1 0.0890 0.3413 1.1383 0.066 Uiso calc R 1 . .
    C C2 0.2916(3) 0.2818(2) 1.21994(19) 0.0712(6) Uani d . 1 . .
    H H2 0.2906 0.2916 1.2957 0.085 Uiso calc R 1 . .
    C C3 0.4131(2) 0.2380(2) 1.2020(2) 0.0795(7) Uani d . 1 . .
    H H3 0.4945 0.2189 1.2655 0.095 Uiso calc R 1 . .
    C C4 0.4140(2) 0.2223(2) 1.0903(2) 0.0717(7) Uani d . 1 . .
    H H4 0.4962 0.1922 1.0783 0.086 Uiso calc R 1 . .
    C C5 0.2938(2) 0.25082(18) 0.99541(18) 0.0574(5) Uani d . 1 . .
    H H5 0.2945 0.2392 0.9198 0.069 Uiso calc R 1 . .
    C C6 0.17242(19) 0.29668(16) 1.01353(16) 0.0448(4) Uani d . 1 . .
    C C7 -0.0953(2) 0.13836(18) 0.91380(18) 0.0575(5) Uani d . 1 . .
    H H7 -0.0108 0.0950 0.9264 0.069 Uiso calc R 1 . .
    C C8 -0.2251(3) 0.0759(2) 0.9030(2) 0.0742(7) Uani d . 1 . .
    H H8 -0.2278 -0.0096 0.9085 0.089 Uiso calc R 1 . .
    C C9 -0.3506(2) 0.1380(3) 0.88446(19) 0.0769(7) Uani d . 1 . .
    H H9 -0.4387 0.0951 0.8756 0.092 Uiso calc R 1 . .
    C C10 -0.3450(2) 0.2646(2) 0.87899(19) 0.0701(7) Uani d . 1 . .
    H H10 -0.4295 0.3076 0.8680 0.084 Uiso calc R 1 . .
    C C11 -0.2153(2) 0.32875(19) 0.88964(17) 0.0554(5) Uani d . 1 . .
    H H11 -0.2126 0.4144 0.8859 0.067 Uiso calc R 1 . .
    C C12 -0.08951(19) 0.26537(17) 0.90593(15) 0.0437(4) Uani d . 1 . .
    C C13 0.05914(18) 0.41427(15) 0.83651(15) 0.0416(4) Uani d . 1 . .
    C C14 0.18425(19) 0.49327(16) 0.86272(15) 0.0470(4) Uani d . 1 . .
    H H14 0.2598 0.4874 0.9340 0.056 Uiso calc R 1 . .
    C C15 0.19715(19) 0.57934(16) 0.78471(15) 0.0465(4) Uani d . 1 . .
    H H15 0.2820 0.6299 0.8036 0.056 Uiso calc R 1 . .
    C C16 0.08545(18) 0.59220(16) 0.67801(15) 0.0419(4) Uani d . 1 . .
    C C17 -0.03949(18) 0.51404(16) 0.65130(15) 0.0434(4) Uani d . 1 . .
    H H17 -0.1155 0.5216 0.5806 0.052 Uiso calc R 1 . .
    C C18 -0.05244(19) 0.42562(16) 0.72790(15) 0.0439(4) Uani d . 1 . .
    H H18 -0.1358 0.3731 0.7074 0.053 Uiso calc R 1 . .
    C C19 0.10460(18) 0.68373(15) 0.59788(15) 0.0413(4) Uani d . 1 . .
    C C20 0.04367(18) 0.81628(16) 0.46433(15) 0.0409(4) Uani d . 1 . .
    C C21 -0.04570(19) 0.89590(15) 0.37367(15) 0.0413(4) Uani d . 1 . .
    C C22 0.0314(2) 0.98177(18) 0.33002(17) 0.0536(5) Uani d . 1 . .
    H H22 0.1333 0.9835 0.3562 0.064 Uiso calc R 1 . .
    C C23 -0.0430(2) 1.06349(18) 0.24852(18) 0.0601(5) Uani d . 1 . .
    H H23 0.0069 1.1208 0.2181 0.072 Uiso calc R 1 . .
    C C24 -0.1932(2) 1.05845(19) 0.21310(18) 0.0596(5) Uani d . 1 . .
    H H24 -0.2436 1.1145 0.1583 0.072 Uiso calc R 1 . .
    C C25 -0.19941(18) 0.89634(16) 0.33163(15) 0.0428(4) Uani d . 1 . .
    C C26 -0.29814(18) 0.81137(17) 0.36889(15) 0.0459(4) Uani d . 1 . .
    C C27 -0.2998(2) 0.68467(18) 0.35371(17) 0.0532(5) Uani d . 1 . .
    H H27 -0.2340 0.6500 0.3232 0.064 Uiso calc R 1 . .
    C C28 -0.3985(2) 0.6089(2) 0.3835(2) 0.0697(6) Uani d . 1 . .
    H H28 -0.3996 0.5237 0.3724 0.084 Uiso calc R 1 . .
    C C29 -0.4950(2) 0.6600(3) 0.4296(2) 0.0796(8) Uani d . 1 . .
    H H29 -0.5610 0.6090 0.4501 0.096 Uiso calc R 1 . .
    C C30 -0.4945(2) 0.7848(3) 0.4455(2) 0.0796(7) Uani d . 1 . .
    H H30 -0.5598 0.8185 0.4771 0.096 Uiso calc R 1 . .
    C C31 -0.3970(2) 0.8619(2) 0.41461(18) 0.0620(6) Uani d . 1 . .
    H H31 -0.3979 0.9471 0.4245 0.074 Uiso calc R 1 . .
    N N1 0.04653(15) 0.32771(14) 0.91669(13) 0.0475(4) Uani d . 1 . .
    N N2 0.22489(16) 0.72776(15) 0.58904(14) 0.0552(4) Uani d . 1 . .
    N N3 0.18459(16) 0.81617(15) 0.50184(14) 0.0547(4) Uani d . 1 . .
    N N4 -0.27100(17) 0.97835(15) 0.25235(14) 0.0554(4) Uani d . 1 . .
    O O1 -0.01557(12) 0.73448(10) 0.52130(10) 0.0426(3) Uani d . 1 . .
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
    C1 C6 . 1.379(2) ?
    C1 C2 . 1.381(3) ?
    C1 H1 . 0.9300 ?
    C2 C3 . 1.372(3) ?
    C2 H2 . 0.9300 ?
    C3 C4 . 1.372(3) ?
    C3 H3 . 0.9300 ?
    C4 C5 . 1.381(3) ?
    C4 H4 . 0.9300 ?
    C5 C6 . 1.382(2) ?
    C5 H5 . 0.9300 ?
    C6 N1 . 1.433(2) ?
    C7 C8 . 1.374(3) ?
    C7 C12 . 1.382(3) ?
    C7 H7 . 0.9300 ?
    C8 C9 . 1.368(3) ?
    C8 H8 . 0.9300 ?
    C9 C10 . 1.375(3) ?
    C9 H9 . 0.9300 ?
    C10 C11 . 1.381(3) ?
    C10 H10 . 0.9300 ?
    C11 C12 . 1.382(2) ?
    C11 H11 . 0.9300 ?
    C12 N1 . 1.425(2) ?
    C13 N1 . 1.396(2) ?
    C13 C14 . 1.400(2) ?
    C13 C18 . 1.404(2) ?
    C14 C15 . 1.374(2) ?
    C14 H14 . 0.9300 ?
    C15 C16 . 1.391(2) ?
    C15 H15 . 0.9300 ?
    C16 C17 . 1.393(2) ?
    C16 C19 . 1.453(2) ?
    C17 C18 . 1.379(2) ?
    C17 H17 . 0.9300 ?
    C18 H18 . 0.9300 ?
    C19 N2 . 1.285(2) ?
    C19 O1 . 1.3618(19) ?
    C20 N3 . 1.287(2) ?
    C20 O1 . 1.3609(18) ?
    C20 C21 . 1.465(2) ?
    C21 C22 . 1.395(2) ?
    C21 C25 . 1.404(2) ?
    C22 C23 . 1.370(2) ?
    C22 H22 . 0.9300 ?
    C23 C24 . 1.372(3) ?
    C23 H23 . 0.9300 ?
    C24 N4 . 1.328(2) ?
    C24 H24 . 0.9300 ?
    C25 N4 . 1.349(2) ?
    C25 C26 . 1.489(2) ?
    C26 C27 . 1.381(3) ?
    C26 C31 . 1.391(2) ?
    C27 C28 . 1.384(2) ?
    C27 H27 . 0.9300 ?
    C28 C29 . 1.377(3) ?
    C28 H28 . 0.9300 ?
    C29 C30 . 1.363(4) ?
    C29 H29 . 0.9300 ?
    C30 C31 . 1.390(3) ?
    C30 H30 . 0.9300 ?
    C31 H31 . 0.9300 ?
    N2 N3 . 1.4049(19) yes
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
    C6 C1 C2 . . 119.9(2) ?
    C6 C1 H1 . . 120.0 ?
    C2 C1 H1 . . 120.0 ?
    C3 C2 C1 . . 120.2(2) ?
    C3 C2 H2 . . 119.9 ?
    C1 C2 H2 . . 119.9 ?
    C4 C3 C2 . . 119.9(2) ?
    C4 C3 H3 . . 120.1 ?
    C2 C3 H3 . . 120.1 ?
    C3 C4 C5 . . 120.5(2) ?
    C3 C4 H4 . . 119.8 ?
    C5 C4 H4 . . 119.8 ?
    C4 C5 C6 . . 119.6(2) ?
    C4 C5 H5 . . 120.2 ?
    C6 C5 H5 . . 120.2 ?
    C1 C6 C5 . . 119.85(17) ?
    C1 C6 N1 . . 119.37(17) ?
    C5 C6 N1 . . 120.78(17) ?
    C8 C7 C12 . . 120.3(2) ?
    C8 C7 H7 . . 119.8 ?
    C12 C7 H7 . . 119.8 ?
    C9 C8 C7 . . 120.7(2) ?
    C9 C8 H8 . . 119.6 ?
    C7 C8 H8 . . 119.6 ?
    C8 C9 C10 . . 119.2(2) ?
    C8 C9 H9 . . 120.4 ?
    C10 C9 H9 . . 120.4 ?
    C9 C10 C11 . . 120.7(2) ?
    C9 C10 H10 . . 119.6 ?
    C11 C10 H10 . . 119.6 ?
    C10 C11 C12 . . 119.9(2) ?
    C10 C11 H11 . . 120.1 ?
    C12 C11 H11 . . 120.1 ?
    C7 C12 C11 . . 119.11(17) ?
    C7 C12 N1 . . 119.12(16) ?
    C11 C12 N1 . . 121.76(16) ?
    N1 C13 C14 . . 120.61(15) ?
    N1 C13 C18 . . 121.53(15) ?
    C14 C13 C18 . . 117.86(15) ?
    C15 C14 C13 . . 121.01(17) ?
    C15 C14 H14 . . 119.5 ?
    C13 C14 H14 . . 119.5 ?
    C14 C15 C16 . . 121.15(16) ?
    C14 C15 H15 . . 119.4 ?
    C16 C15 H15 . . 119.4 ?
    C15 C16 C17 . . 118.20(15) ?
    C15 C16 C19 . . 119.18(16) ?
    C17 C16 C19 . . 122.60(16) ?
    C18 C17 C16 . . 121.17(16) ?
    C18 C17 H17 . . 119.4 ?
    C16 C17 H17 . . 119.4 ?
    C17 C18 C13 . . 120.58(16) ?
    C17 C18 H18 . . 119.7 ?
    C13 C18 H18 . . 119.7 ?
    N2 C19 O1 . . 112.44(14) ?
    N2 C19 C16 . . 128.21(16) ?
    O1 C19 C16 . . 119.34(14) ?
    N3 C20 O1 . . 111.92(15) ?
    N3 C20 C21 . . 125.39(15) ?
    O1 C20 C21 . . 122.67(14) ?
    C22 C21 C25 . . 118.15(16) ?
    C22 C21 C20 . . 115.90(16) ?
    C25 C21 C20 . . 125.88(14) ?
    C23 C22 C21 . . 119.97(18) ?
    C23 C22 H22 . . 120.0 ?
    C21 C22 H22 . . 120.0 ?
    C22 C23 C24 . . 118.10(17) ?
    C22 C23 H23 . . 121.0 ?
    C24 C23 H23 . . 121.0 ?
    N4 C24 C23 . . 123.94(18) ?
    N4 C24 H24 . . 118.0 ?
    C23 C24 H24 . . 118.0 ?
    N4 C25 C21 . . 121.16(15) ?
    N4 C25 C26 . . 113.76(15) ?
    C21 C25 C26 . . 125.07(15) ?
    C27 C26 C31 . . 119.16(17) ?
    C27 C26 C25 . . 122.08(16) ?
    C31 C26 C25 . . 118.67(18) ?
    C26 C27 C28 . . 120.52(19) ?
    C26 C27 H27 . . 119.7 ?
    C28 C27 H27 . . 119.7 ?
    C29 C28 C27 . . 119.8(2) ?
    C29 C28 H28 . . 120.1 ?
    C27 C28 H28 . . 120.1 ?
    C30 C29 C28 . . 120.4(2) ?
    C30 C29 H29 . . 119.8 ?
    C28 C29 H29 . . 119.8 ?
    C29 C30 C31 . . 120.3(2) ?
    C29 C30 H30 . . 119.8 ?
    C31 C30 H30 . . 119.8 ?
    C30 C31 C26 . . 119.8(2) ?
    C30 C31 H31 . . 120.1 ?
    C26 C31 H31 . . 120.1 ?
    C13 N1 C12 . . 122.27(14) ?
    C13 N1 C6 . . 120.67(14) ?
    C12 N1 C6 . . 117.05(13) ?
    C19 N2 N3 . . 106.02(14) ?
    C20 N3 N2 . . 106.70(13) ?
    C24 N4 C25 . . 118.67(16) ?
    C20 O1 C19 . . 102.91(12) ?
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
    C6 C1 C2 C3 . . . . 0.1(3) ?
    C1 C2 C3 C4 . . . . -0.7(3) ?
    C2 C3 C4 C5 . . . . 0.3(3) ?
    C3 C4 C5 C6 . . . . 0.7(3) ?
    C2 C1 C6 C5 . . . . 0.8(3) ?
    C2 C1 C6 N1 . . . . 179.97(17) ?
    C4 C5 C6 C1 . . . . -1.2(3) ?
    C4 C5 C6 N1 . . . . 179.64(17) ?
    C12 C7 C8 C9 . . . . 0.0(3) ?
    C7 C8 C9 C10 . . . . -1.3(4) ?
    C8 C9 C10 C11 . . . . 1.3(3) ?
    C9 C10 C11 C12 . . . . 0.0(3) ?
    C8 C7 C12 C11 . . . . 1.4(3) ?
    C8 C7 C12 N1 . . . . -179.61(18) ?
    C10 C11 C12 C7 . . . . -1.4(3) ?
    C10 C11 C12 N1 . . . . 179.64(17) ?
    N1 C13 C14 C15 . . . . -179.51(16) ?
    C18 C13 C14 C15 . . . . 0.2(3) ?
    C13 C14 C15 C16 . . . . 1.0(3) ?
    C14 C15 C16 C17 . . . . -0.9(3) ?
    C14 C15 C16 C19 . . . . -179.44(16) ?
    C15 C16 C17 C18 . . . . -0.4(3) ?
    C19 C16 C17 C18 . . . . 178.07(15) ?
    C16 C17 C18 C13 . . . . 1.6(3) ?
    N1 C13 C18 C17 . . . . 178.21(16) ?
    C14 C13 C18 C17 . . . . -1.5(3) ?
    C15 C16 C19 N2 . . . . 26.5(3) ?
    C17 C16 C19 N2 . . . . -151.98(19) ?
    C15 C16 C19 O1 . . . . -152.41(16) ?
    C17 C16 C19 O1 . . . . 29.2(3) ?
    N3 C20 C21 C22 . . . . -3.2(3) ?
    O1 C20 C21 C22 . . . . 175.04(16) ?
    N3 C20 C21 C25 . . . . 179.62(18) ?
    O1 C20 C21 C25 . . . . -2.1(3) ?
    C25 C21 C22 C23 . . . . 0.1(3) ?
    C20 C21 C22 C23 . . . . -177.31(18) ?
    C21 C22 C23 C24 . . . . 0.6(3) ?
    C22 C23 C24 N4 . . . . -0.6(3) ?
    C22 C21 C25 N4 . . . . -0.8(3) ?
    C20 C21 C25 N4 . . . . 176.26(17) ?
    C22 C21 C25 C26 . . . . -179.94(17) ?
    C20 C21 C25 C26 . . . . -2.8(3) ?
    N4 C25 C26 C27 . . . . 120.63(19) ?
    C21 C25 C26 C27 . . . . -60.2(3) ?
    N4 C25 C26 C31 . . . . -55.9(2) ?
    C21 C25 C26 C31 . . . . 123.3(2) ?
    C31 C26 C27 C28 . . . . 0.0(3) ?
    C25 C26 C27 C28 . . . . -176.47(17) ?
    C26 C27 C28 C29 . . . . -0.6(3) ?
    C27 C28 C29 C30 . . . . 0.4(3) ?
    C28 C29 C30 C31 . . . . 0.4(4) ?
    C29 C30 C31 C26 . . . . -0.9(3) ?
    C27 C26 C31 C30 . . . . 0.7(3) ?
    C25 C26 C31 C30 . . . . 177.32(18) ?
    C14 C13 N1 C12 . . . . 165.61(16) ?
    C18 C13 N1 C12 . . . . -14.1(3) ?
    C14 C13 N1 C6 . . . . -15.2(3) ?
    C18 C13 N1 C6 . . . . 165.11(17) ?
    C7 C12 N1 C13 . . . . 130.57(19) ?
    C11 C12 N1 C13 . . . . -50.4(2) ?
    C7 C12 N1 C6 . . . . -48.6(2) ?
    C11 C12 N1 C6 . . . . 130.35(19) ?
    C1 C6 N1 C13 . . . . 122.93(18) ?
    C5 C6 N1 C13 . . . . -57.9(2) ?
    C1 C6 N1 C12 . . . . -57.9(2) ?
    C5 C6 N1 C12 . . . . 121.29(19) ?
    O1 C19 N2 N3 . . . . 1.0(2) ?
    C16 C19 N2 N3 . . . . -177.91(18) ?
    O1 C20 N3 N2 . . . . 0.8(2) ?
    C21 C20 N3 N2 . . . . 179.18(17) ?
    C19 N2 N3 C20 . . . . -1.1(2) ?
    C23 C24 N4 C25 . . . . -0.2(3) ?
    C21 C25 N4 C24 . . . . 0.9(3) ?
    C26 C25 N4 C24 . . . . -179.92(17) ?
    N3 C20 O1 C19 . . . . -0.16(19) ?
    C21 C20 O1 C19 . . . . -178.64(16) ?
    N2 C19 O1 C20 . . . . -0.57(19) ?
    C16 C19 O1 C20 . . . . 178.46(15) ?
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
    C30 H30 N3 1_455 0.93 2.60 3.444(3) 151
